-
Notifications
You must be signed in to change notification settings - Fork 191
/
multi.cif
13740 lines (13645 loc) · 457 KB
/
multi.cif
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
37
38
39
40
41
42
43
44
45
46
47
48
49
50
51
52
53
54
55
56
57
58
59
60
61
62
63
64
65
66
67
68
69
70
71
72
73
74
75
76
77
78
79
80
81
82
83
84
85
86
87
88
89
90
91
92
93
94
95
96
97
98
99
100
101
102
103
104
105
106
107
108
109
110
111
112
113
114
115
116
117
118
119
120
121
122
123
124
125
126
127
128
129
130
131
132
133
134
135
136
137
138
139
140
141
142
143
144
145
146
147
148
149
150
151
152
153
154
155
156
157
158
159
160
161
162
163
164
165
166
167
168
169
170
171
172
173
174
175
176
177
178
179
180
181
182
183
184
185
186
187
188
189
190
191
192
193
194
195
196
197
198
199
200
201
202
203
204
205
206
207
208
209
210
211
212
213
214
215
216
217
218
219
220
221
222
223
224
225
226
227
228
229
230
231
232
233
234
235
236
237
238
239
240
241
242
243
244
245
246
247
248
249
250
251
252
253
254
255
256
257
258
259
260
261
262
263
264
265
266
267
268
269
270
271
272
273
274
275
276
277
278
279
280
281
282
283
284
285
286
287
288
289
290
291
292
293
294
295
296
297
298
299
300
301
302
303
304
305
306
307
308
309
310
311
312
313
314
315
316
317
318
319
320
321
322
323
324
325
326
327
328
329
330
331
332
333
334
335
336
337
338
339
340
341
342
343
344
345
346
347
348
349
350
351
352
353
354
355
356
357
358
359
360
361
362
363
364
365
366
367
368
369
370
371
372
373
374
375
376
377
378
379
380
381
382
383
384
385
386
387
388
389
390
391
392
393
394
395
396
397
398
399
400
401
402
403
404
405
406
407
408
409
410
411
412
413
414
415
416
417
418
419
420
421
422
423
424
425
426
427
428
429
430
431
432
433
434
435
436
437
438
439
440
441
442
443
444
445
446
447
448
449
450
451
452
453
454
455
456
457
458
459
460
461
462
463
464
465
466
467
468
469
470
471
472
473
474
475
476
477
478
479
480
481
482
483
484
485
486
487
488
489
490
491
492
493
494
495
496
497
498
499
500
501
502
503
504
505
506
507
508
509
510
511
512
513
514
515
516
517
518
519
520
521
522
523
524
525
526
527
528
529
530
531
532
533
534
535
536
537
538
539
540
541
542
543
544
545
546
547
548
549
550
551
552
553
554
555
556
557
558
559
560
561
562
563
564
565
566
567
568
569
570
571
572
573
574
575
576
577
578
579
580
581
582
583
584
585
586
587
588
589
590
591
592
593
594
595
596
597
598
599
600
601
602
603
604
605
606
607
608
609
610
611
612
613
614
615
616
617
618
619
620
621
622
623
624
625
626
627
628
629
630
631
632
633
634
635
636
637
638
639
640
641
642
643
644
645
646
647
648
649
650
651
652
653
654
655
656
657
658
659
660
661
662
663
664
665
666
667
668
669
670
671
672
673
674
675
676
677
678
679
680
681
682
683
684
685
686
687
688
689
690
691
692
693
694
695
696
697
698
699
700
701
702
703
704
705
706
707
708
709
710
711
712
713
714
715
716
717
718
719
720
721
722
723
724
725
726
727
728
729
730
731
732
733
734
735
736
737
738
739
740
741
742
743
744
745
746
747
748
749
750
751
752
753
754
755
756
757
758
759
760
761
762
763
764
765
766
767
768
769
770
771
772
773
774
775
776
777
778
779
780
781
782
783
784
785
786
787
788
789
790
791
792
793
794
795
796
797
798
799
800
801
802
803
804
805
806
807
808
809
810
811
812
813
814
815
816
817
818
819
820
821
822
823
824
825
826
827
828
829
830
831
832
833
834
835
836
837
838
839
840
841
842
843
844
845
846
847
848
849
850
851
852
853
854
855
856
857
858
859
860
861
862
863
864
865
866
867
868
869
870
871
872
873
874
875
876
877
878
879
880
881
882
883
884
885
886
887
888
889
890
891
892
893
894
895
896
897
898
899
900
901
902
903
904
905
906
907
908
909
910
911
912
913
914
915
916
917
918
919
920
921
922
923
924
925
926
927
928
929
930
931
932
933
934
935
936
937
938
939
940
941
942
943
944
945
946
947
948
949
950
951
952
953
954
955
956
957
958
959
960
961
962
963
964
965
966
967
968
969
970
971
972
973
974
975
976
977
978
979
980
981
982
983
984
985
986
987
988
989
990
991
992
993
994
995
996
997
998
999
1000
#######################################################################
#
# Cambridge Crystallographic Data Centre
# CCDC
#
#######################################################################
#
# If this CIF has been generated from an entry in the Cambridge
# Structural Database, then it will include bibliographic, chemical,
# crystal, experimental, refinement or atomic coordinate data resulting
# from the CCDC's data processing and validation procedures.
#
#######################################################################
data_CSD_CIF_HAHCOI
_audit_creation_date 1994-03-15
_audit_creation_method CSD-ConQuest-V1
_database_code_CSD HAHCOI
_database_code_depnum_ccdc_archive 'CCDC 1171543'
_chemical_formula_sum 'C12 H6 S2'
_chemical_formula_moiety
;
C12 H6 S2
;
_journal_coden_Cambridge 241
_journal_year 1993
_journal_page_first 365
_journal_name_full 'Chem.Lett. '
loop_
_publ_author_name
"K.Takimiya"
"F.Yashiki"
"Y.Aso"
"T.Otsubo"
"F.Ogura"
_chemical_name_systematic
;
Naphtho(1,8-bc:4,5-b'c')dithiophene
;
_chemical_melting_point 460.15
_cell_volume 453.272
_exptl_crystal_colour 'orange'
_exptl_crystal_density_diffrn 1.571
_exptl_special_details
;
Melts with decomposition.
;
_exptl_crystal_description 'needle'
_exptl_crystal_preparation 'chloroform/hexane'
_diffrn_ambient_temperature ?
_diffrn_special_details
;
The study was carried out at room temperature,in the range 283-303K
;
#These two values have been output from a single CSD field.
_refine_ls_R_factor_gt 0.042
_refine_ls_wR_factor_gt 0.042
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'P 21'
_symmetry_Int_Tables_number 4
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,-z
_cell_length_a 7.837(1)
_cell_length_b 4.128
_cell_length_c 14.035(4)
_cell_angle_alpha 90
_cell_angle_beta 93.35(6)
_cell_angle_gamma 90
_cell_formula_units_Z 2
loop_
_atom_type_symbol
_atom_type_radius_bond
C 0.68
H 0.23
S 1.02
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
S1 S 0.66465(11) 0.58211 0.94070(2)
C1 C 0.80971(47) 0.3893(12) 0.87202(25)
C2 C 0.98442(49) 0.3110(14) 0.88645(28)
C3 C 1.06631(50) 0.1400(14) 0.81872(28)
C4 C 0.97754(46) 0.0477(13) 0.73275(25)
S2 S 1.03698(13) -0.16588(44) 0.63204(7)
C5 C 0.83589(52) -0.1341(17) 0.57602(26)
C6 C 0.72107(50) 0.0292(13) 0.6313(1)
C7 C 0.54110(53) 0.1138(16) 0.61855(28)
C8 C 0.46019(52) 0.2818(13) 0.68467(29)
C9 C 0.54744(43) 0.3822(13) 0.77512(25)
C10 C 0.49757(47) 0.5459(15) 0.85512(29)
C11 C 0.72390(44) 0.2979(13) 0.78703(25)
C12 C 0.80575(46) 0.1256(13) 0.71884(25)
H1 H 1.03710 0.38557 0.93674
H2 H 1.17610 0.09162 0.82903
H3 H 0.81570 -0.23800 0.52034
H4 H 0.49091 0.04585 0.56568
H5 H 0.35434 0.32937 0.66847
H6 H 0.42053 0.59755 0.86131
#END
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_final6_new_labels
_audit_block_doi 10.5517/cc8jpzf
_database_code_depnum_ccdc_archive 'CCDC 254385'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/jo048010w 2005
_audit_update_record
;
2004-11-01 deposited with the CCDC. 2020-08-10 downloaded from the CCDC.
;
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
Thieno[2,3-f:5,4-f']bis[1]benzothiophene
;
_chemical_name_common Thieno(2,3-f:5,4-f')bis(1)benzothiophene
_chemical_melting_point '237-238 C'
_chemical_formula_moiety 'C16 H8 S3'
_chemical_formula_sum 'C16 H8 S3'
_chemical_formula_weight 296.40
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_H-M Pmn2(1)
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y, z+1/2'
'-x, y, z'
_cell_length_a 25.6814(5)
_cell_length_b 6.0774(1)
_cell_length_c 3.8911(1)
_cell_angle_alpha 90.00
_cell_angle_beta 90.00
_cell_angle_gamma 90.00
_cell_volume 607.31(2)
_cell_formula_units_Z 2
_cell_measurement_temperature 120(1)
_cell_measurement_reflns_used 6077
_cell_measurement_theta_min 3.15
_cell_measurement_theta_max 35.2
_exptl_crystal_description plate
_exptl_crystal_colour 'pale yellow'
_exptl_crystal_size_max 0.30
_exptl_crystal_size_mid 0.20
_exptl_crystal_size_min 0.08
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.621
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 304
_exptl_absorpt_coefficient_mu 0.588
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.79
_exptl_absorpt_correction_T_max 1.00
_exptl_absorpt_process_details
SADABS;Sheldrick1996;Blessing,ActaC.1995,A51,33
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 120(1)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker Smart6000'
_diffrn_measurement_method 'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number n.a.
_diffrn_standards_interval_count n.a.
_diffrn_standards_interval_time n.a.
_diffrn_standards_decay_% ?
_diffrn_reflns_number 3308
_diffrn_reflns_av_R_equivalents 0.0177
_diffrn_reflns_av_sigmaI/netI 0.0259
_diffrn_reflns_limit_h_min -40
_diffrn_reflns_limit_h_max 39
_diffrn_reflns_limit_k_min -8
_diffrn_reflns_limit_k_max 8
_diffrn_reflns_limit_l_min -1
_diffrn_reflns_limit_l_max 6
_diffrn_reflns_theta_min 3.17
_diffrn_reflns_theta_max 35.17
_reflns_number_total 1418
_reflns_number_gt 1372
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'SMART V.5.630'
_computing_cell_refinement 'SAINT V6.45A'
_computing_data_reduction 'SAINT V6.45A'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics 'Diamond 2.1e'
_computing_publication_material ?
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0341P)^2^+0.1744P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens difmap
_refine_ls_hydrogen_treatment refall
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack 0.18(17)
_refine_ls_number_reflns 1418
_refine_ls_number_parameters 105
_refine_ls_number_restraints 1
_refine_ls_R_factor_all 0.0276
_refine_ls_R_factor_gt 0.0263
_refine_ls_wR_factor_ref 0.0694
_refine_ls_wR_factor_gt 0.0687
_refine_ls_goodness_of_fit_ref 1.102
_refine_ls_restrained_S_all 1.101
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S(1) S 0.165156(12) 1.50690(6) -0.36925(18) 0.01495(9) Uani 1 1 d . . .
S(2) S 0.0000 0.84417(8) 0.18015(16) 0.01419(11) Uani 1 2 d S . .
C(1) C 0.21178(6) 1.3118(3) -0.2611(5) 0.0175(3) Uani 1 1 d . . .
H(1) H 0.2473(10) 1.338(4) -0.332(9) 0.033(6) Uiso 1 1 d . . .
C(2) C 0.19166(6) 1.1295(3) -0.1125(5) 0.0163(3) Uani 1 1 d . . .
H(2) H 0.2100(9) 1.013(3) -0.031(8) 0.020(6) Uiso 1 1 d . . .
C(3) C 0.13563(6) 1.1384(3) -0.0826(5) 0.0139(3) Uani 1 1 d . . .
C(4) C 0.10180(6) 0.9796(3) 0.0519(5) 0.0148(3) Uani 1 1 d . . .
H(4) H 0.1145(8) 0.841(4) 0.146(9) 0.024(6) Uiso 1 1 d . . .
C(5) C 0.04882(6) 1.0238(2) 0.0393(5) 0.0128(3) Uani 1 1 d . . .
C(6) C 0.02834(5) 1.2209(2) -0.1017(5) 0.0122(2) Uani 1 1 d . . .
C(7) C 0.06201(5) 1.3813(3) -0.2291(5) 0.0130(3) Uani 1 1 d . . .
H(7) H 0.0483(8) 1.517(3) -0.307(8) 0.014(6) Uiso 1 1 d . . .
C(8) C 0.11539(6) 1.3383(2) -0.2170(5) 0.0131(3) Uani 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S(1) 0.01175(14) 0.01439(17) 0.01872(16) 0.00094(13) 0.00075(14) -0.00023(10)
S(2) 0.01510(19) 0.0111(2) 0.0163(2) 0.0030(2) 0.000 0.000
C(1) 0.0122(5) 0.0193(7) 0.0210(8) -0.0020(6) -0.0001(5) 0.0015(5)
C(2) 0.0125(6) 0.0168(7) 0.0197(7) -0.0004(6) -0.0016(5) 0.0028(5)
C(3) 0.0130(5) 0.0132(6) 0.0156(6) -0.0011(6) -0.0015(5) 0.0019(5)
C(4) 0.0152(6) 0.0127(7) 0.0163(7) 0.0008(5) -0.0010(5) 0.0022(5)
C(5) 0.0143(6) 0.0104(6) 0.0136(6) 0.0005(5) -0.0003(5) 0.0002(4)
C(6) 0.0118(5) 0.0114(6) 0.0133(6) 0.0005(5) -0.0002(5) 0.0003(4)
C(7) 0.0111(5) 0.0115(6) 0.0164(6) 0.0009(5) -0.0002(5) 0.0005(4)
C(8) 0.0123(5) 0.0117(7) 0.0151(6) 0.0001(5) -0.0001(5) 0.0006(4)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S(1) C(1) 1.7368(16) . ?
S(1) C(8) 1.7418(16) . ?
S(2) C(5) 1.7506(16) . ?
S(2) C(5) 1.7506(16) 4 ?
C(1) C(2) 1.352(2) . ?
C(1) H(1) 0.97(3) . ?
C(2) C(3) 1.444(2) . ?
C(2) H(2) 0.91(2) . ?
C(3) C(4) 1.400(2) . ?
C(3) C(8) 1.421(2) . ?
C(4) C(5) 1.388(2) . ?
C(4) H(4) 0.97(2) . ?
C(5) C(6) 1.419(2) . ?
C(6) C(7) 1.394(2) . ?
C(6) C(6) 1.456(3) 4 ?
C(7) C(8) 1.396(2) . ?
C(7) H(7) 0.94(2) . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C(1) S(1) C(8) 91.25(8) . . ?
C(5) S(2) C(5) 91.48(10) . 4 ?
C(2) C(1) S(1) 113.54(11) . . ?
C(2) C(1) H(1) 128.3(16) . . ?
S(1) C(1) H(1) 117.8(16) . . ?
C(1) C(2) C(3) 112.62(14) . . ?
C(1) C(2) H(2) 126.2(15) . . ?
C(3) C(2) H(2) 121.1(15) . . ?
C(4) C(3) C(8) 119.99(13) . . ?
C(4) C(3) C(2) 128.51(14) . . ?
C(8) C(3) C(2) 111.49(14) . . ?
C(5) C(4) C(3) 117.49(14) . . ?
C(5) C(4) H(4) 120.6(13) . . ?
C(3) C(4) H(4) 121.9(13) . . ?
C(4) C(5) C(6) 122.74(14) . . ?
C(4) C(5) S(2) 124.77(12) . . ?
C(6) C(5) S(2) 112.47(11) . . ?
C(7) C(6) C(5) 119.86(13) . . ?
C(7) C(6) C(6) 128.34(8) . 4 ?
C(5) C(6) C(6) 111.76(8) . 4 ?
C(6) C(7) C(8) 117.79(14) . . ?
C(6) C(7) H(7) 119.4(13) . . ?
C(8) C(7) H(7) 122.7(13) . . ?
C(7) C(8) C(3) 122.10(14) . . ?
C(7) C(8) S(1) 126.78(12) . . ?
C(3) C(8) S(1) 111.08(11) . . ?
_diffrn_measured_fraction_theta_max 0.865
_diffrn_reflns_theta_full 35.17
_diffrn_measured_fraction_theta_full 0.865
_refine_diff_density_max 0.514
_refine_diff_density_min -0.281
_refine_diff_density_rms 0.064
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_III
_audit_block_doi 10.5517/cc1krrbd
_database_code_depnum_ccdc_archive 'CCDC 1452794'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1107/S2056989016002516 2016
_audit_update_record
;
2016-02-10 deposited with the CCDC. 2020-08-10 downloaded from the CCDC.
;
_publcif_datablock.id {e36841c8-0f44-4f8c-8b4e-16409682ab03}
# clave Lab: Bis-Iminas IV-R
# clave original: bimivr (ICUAP)
# clave refinamiento: BIM-IV-R_MO (IFUAP)
_database_code_CAS ?
_database_code_CSD ?
_audit_creation_method SHELXL-2014/7
_shelx_SHELXL_version_number 2014/7
_audit_creation_date 2016-01-07
_chemical_name_systematic
;
2,5-Bis[((R)-(-)-(4-fluoro)phenylethyl)iminomethyl]thiophene
;
_chemical_name_common ?
_chemical_melting_point 420
_chemical_formula_moiety 'C22 H20 F2 N2 S'
_chemical_formula_sum 'C22 H20 F2 N2 S'
_chemical_formula_weight 382.46
_chemical_compound_source ?
_chemical_absolute_configuration ad
_chemical_optical_rotation '[\a]^20^~D~ = -542.5 (c=1, CHCl~3~)'
_chemical_properties_physical ?
_chemical_properties_biological ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_space_group_crystal_system orthorhombic
_space_group_IT_number 18
_space_group_name_H-M_alt 'P 21 21 2'
_space_group_name_Hall 'P 2 2ab'
_shelx_space_group_comment ?
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
_cell_length_a 21.1153(16)
_cell_length_b 7.7846(6)
_cell_length_c 6.1343(5)
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_volume 1008.32(14)
_cell_formula_units_Z 2
_cell_measurement_temperature 298(2)
_cell_measurement_reflns_used 2744
_cell_measurement_theta_max 23.1870
_cell_measurement_theta_min 3.8190
_exptl_crystal_description prism
_exptl_crystal_colour colourless
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_density_diffrn 1.260
_exptl_crystal_F_000 400
_exptl_transmission_factor_min ?
_exptl_transmission_factor_max ?
_exptl_crystal_size_max 0.8923
_exptl_crystal_size_mid 0.4743
_exptl_crystal_size_min 0.3253
_exptl_absorpt_coefficient_mu 0.186
_shelx_estimated_absorpt_T_min ?
_shelx_estimated_absorpt_T_max ?
_exptl_absorpt_correction_type analytical
_exptl_absorpt_correction_T_min 0.904
_exptl_absorpt_correction_T_max 0.958
_exptl_absorpt_process_details 'CrysAlisPro, (Agilent, 2013)'
_diffrn_ambient_temperature 298(2)
_diffrn_ambient_environment air
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_source 'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe x-ray
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Agilent Xcalibur (Atlas, Gemini)'
_diffrn_detector 'CCD plate'
_diffrn_detector_type Atlas
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean 10.5564
_diffrn_reflns_number 12336
_diffrn_reflns_av_unetI/netI 0.0421
_diffrn_reflns_av_R_equivalents 0.0578
_diffrn_reflns_limit_h_min -26
_diffrn_reflns_limit_h_max 26
_diffrn_reflns_limit_k_min -9
_diffrn_reflns_limit_k_max 9
_diffrn_reflns_limit_l_min -7
_diffrn_reflns_limit_l_max 7
_diffrn_reflns_theta_min 3.842
_diffrn_reflns_theta_max 26.368
_diffrn_reflns_theta_full 25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_orient_matrix_UB_11 -0.0295565000
_diffrn_orient_matrix_UB_12 0.0379686000
_diffrn_orient_matrix_UB_13 0.0263684000
_diffrn_orient_matrix_UB_21 0.0141479000
_diffrn_orient_matrix_UB_22 0.0825776000
_diffrn_orient_matrix_UB_23 -0.0037781000
_diffrn_orient_matrix_UB_31 -0.0073881000
_diffrn_orient_matrix_UB_32 0.0061226000
_diffrn_orient_matrix_UB_33 -0.1125503000
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
1 omega -60.00 -14.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- -11.2235 -57.0000 -150.0000 46
#__ type_ start__ end____ width___ exp.time_
2 omega -1.00 80.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 13.2548 38.0000 -180.0000 81
#__ type_ start__ end____ width___ exp.time_
3 omega -100.00 -53.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- -11.2235 178.0000 -120.0000 47
#__ type_ start__ end____ width___ exp.time_
4 omega -90.00 22.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- -11.2235 -77.0000 -30.0000 112
#__ type_ start__ end____ width___ exp.time_
5 omega -25.00 55.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 13.2548 -99.0000 -120.0000 80
#__ type_ start__ end____ width___ exp.time_
6 omega -63.00 1.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 13.2548 -38.0000 0.0000 64
#__ type_ start__ end____ width___ exp.time_
7 omega -25.00 55.00 1.0000 1.0000
omega____ theta____ kappa____ phi______ frames
- 13.2548 -99.0000 150.0000 80
;
_reflns_number_total 2067
_reflns_number_gt 1591
_reflns_threshold_expression 'I > 2\s(I)'
_reflns_Friedel_coverage 0.678
_reflns_Friedel_fraction_max 1.000
_reflns_Friedel_fraction_full 1.000
_reflns_special_details ?
_computing_data_collection 'CrysAlis PRO (Agilent, 2013)'
_computing_cell_refinement 'CrysAlis PRO'
_computing_data_reduction 'CrysAlis PRO'
_computing_structure_solution 'SHELXS-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics 'MERCURY (Macrae et al., 2008)'
_computing_publication_material SHELXL-2014/7
_refine_special_details ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0384P)^2^+0.0613P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef .
_refine_ls_abs_structure_details
;
Flack x determined using 518 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons et al., 2013).
;
_refine_ls_abs_structure_Flack 0.07(6)
_refine_ls_number_reflns 2067
_refine_ls_number_parameters 124
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0704
_refine_ls_R_factor_gt 0.0439
_refine_ls_wR_factor_ref 0.0918
_refine_ls_wR_factor_gt 0.0820
_refine_ls_goodness_of_fit_ref 1.061
_refine_ls_restrained_S_all 1.061
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.5000 0.0000 1.06817(15) 0.0479(3) Uani 1 2 d S T P . .
F1 F 0.85802(10) 0.3203(3) 0.5731(5) 0.1163(9) Uani 1 1 d . . . . .
N1 N 0.58698(11) 0.3119(3) 1.0120(4) 0.0498(6) Uani 1 1 d . . . . .
C2 C 0.56853(13) 0.2830(4) 1.2046(5) 0.0479(8) Uani 1 1 d . . . . .
H2A H 0.5795 0.3610 1.3130 0.057 Uiso 1 1 calc R U . . .
C3 C 0.53102(13) 0.1344(4) 1.2646(4) 0.0461(8) Uani 1 1 d . . . . .
C4 C 0.51751(14) 0.0774(4) 1.4690(4) 0.0556(8) Uani 1 1 d . . . . .
H4A H 0.5300 0.1342 1.5953 0.067 Uiso 1 1 calc R U . . .
C5 C 0.62513(14) 0.4679(4) 0.9770(5) 0.0568(8) Uani 1 1 d . . . . .
H5A H 0.6336 0.5216 1.1185 0.068 Uiso 1 1 calc R U . . .
C6 C 0.58661(16) 0.5931(5) 0.8368(7) 0.0829(12) Uani 1 1 d . . . . .
H6A H 0.5476 0.6200 0.9094 0.124 Uiso 1 1 calc R U . . .
H6B H 0.5777 0.5412 0.6983 0.124 Uiso 1 1 calc R U . . .
H6C H 0.6105 0.6967 0.8149 0.124 Uiso 1 1 calc R U . . .
C7 C 0.68777(14) 0.4223(3) 0.8702(5) 0.0462(7) Uani 1 1 d . . . . .
C8 C 0.74419(15) 0.4799(4) 0.9563(5) 0.0577(8) Uani 1 1 d . . . . .
H8A H 0.7436 0.5427 1.0852 0.069 Uiso 1 1 calc R U . . .
C9 C 0.80144(15) 0.4470(4) 0.8567(7) 0.0697(10) Uani 1 1 d . . . . .
H9A H 0.8391 0.4873 0.9163 0.084 Uiso 1 1 calc R U . . .
C10 C 0.80134(17) 0.3551(5) 0.6707(7) 0.0689(10) Uani 1 1 d . . . . .
C11 C 0.74733(18) 0.2932(4) 0.5777(5) 0.0654(9) Uani 1 1 d . . . . .
H11A H 0.7489 0.2301 0.4491 0.078 Uiso 1 1 calc R U . . .
C12 C 0.69042(15) 0.3265(4) 0.6789(5) 0.0543(8) Uani 1 1 d . . . . .
H12A H 0.6532 0.2843 0.6184 0.065 Uiso 1 1 calc R U . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0499(6) 0.0559(6) 0.0379(5) 0.000 0.000 -0.0056(6)
F1 0.0687(14) 0.1167(19) 0.164(2) -0.030(2) 0.0485(15) -0.0047(14)
N1 0.0452(14) 0.0502(15) 0.0540(16) -0.0028(11) 0.0032(11) -0.0082(12)
C2 0.0405(16) 0.054(2) 0.0489(18) -0.0073(16) -0.0043(14) -0.0028(15)
C3 0.0388(15) 0.0544(19) 0.0452(17) -0.0024(14) -0.0013(13) -0.0011(15)
C4 0.056(2) 0.071(2) 0.0396(15) -0.0040(14) -0.0020(13) -0.0115(15)
C5 0.0545(18) 0.0513(19) 0.0647(18) -0.0111(16) 0.0112(15) -0.0104(16)
C6 0.065(2) 0.060(2) 0.123(3) 0.016(2) 0.023(2) 0.0111(19)
C7 0.0468(17) 0.0403(15) 0.0514(17) 0.0001(13) 0.0002(14) -0.0063(14)
C8 0.0576(19) 0.0492(17) 0.0662(19) -0.0104(18) 0.0002(16) -0.0090(17)
C9 0.047(2) 0.064(2) 0.099(3) -0.007(2) -0.0023(19) -0.0114(17)
C10 0.054(2) 0.058(2) 0.095(3) 0.001(2) 0.021(2) -0.0009(18)
C11 0.075(2) 0.063(2) 0.0577(19) -0.0053(18) 0.011(2) 0.000(2)
C12 0.0499(18) 0.0573(19) 0.0557(18) -0.0020(16) -0.0063(16) -0.0058(17)
_geom_special_details ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C3 1.725(3) 2_655 ?
S1 C3 1.725(3) . ?
F1 C10 1.365(4) . ?
N1 C2 1.264(4) . ?
N1 C5 1.473(4) . ?
C2 C3 1.450(4) . ?
C2 H2A 0.9300 . ?
C3 C4 1.360(4) . ?
C4 C4 1.414(6) 2_655 ?
C4 H4A 0.9300 . ?
C5 C7 1.518(4) . ?
C5 C6 1.533(5) . ?
C5 H5A 0.9800 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.378(4) . ?
C7 C12 1.392(4) . ?
C8 C9 1.378(4) . ?
C8 H8A 0.9300 . ?
C9 C10 1.347(5) . ?
C9 H9A 0.9300 . ?
C10 C11 1.363(5) . ?
C11 C12 1.377(4) . ?
C11 H11A 0.9300 . ?
C12 H12A 0.9300 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 S1 C3 91.4(2) 2_655 . ?
C2 N1 C5 116.8(3) . . ?
N1 C2 C3 123.2(3) . . ?
N1 C2 H2A 118.4 . . ?
C3 C2 H2A 118.4 . . ?
C4 C3 C2 127.5(3) . . ?
C4 C3 S1 111.5(2) . . ?
C2 C3 S1 120.9(2) . . ?
C3 C4 C4 112.81(18) . 2_655 ?
C3 C4 H4A 123.6 . . ?
C4 C4 H4A 123.6 2_655 . ?
N1 C5 C7 110.3(2) . . ?
N1 C5 C6 108.4(2) . . ?
C7 C5 C6 111.6(2) . . ?
N1 C5 H5A 108.8 . . ?
C7 C5 H5A 108.8 . . ?
C6 C5 H5A 108.8 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 C12 117.6(3) . . ?
C8 C7 C5 120.8(3) . . ?
C12 C7 C5 121.6(3) . . ?
C7 C8 C9 121.9(3) . . ?
C7 C8 H8A 119.1 . . ?
C9 C8 H8A 119.1 . . ?
C10 C9 C8 118.2(3) . . ?
C10 C9 H9A 120.9 . . ?
C8 C9 H9A 120.9 . . ?
C9 C10 C11 122.9(3) . . ?
C9 C10 F1 118.4(3) . . ?
C11 C10 F1 118.7(3) . . ?
C10 C11 C12 118.4(3) . . ?
C10 C11 H11A 120.8 . . ?
C12 C11 H11A 120.8 . . ?
C11 C12 C7 121.1(3) . . ?
C11 C12 H12A 119.5 . . ?
C7 C12 H12A 119.5 . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C2 C3 -179.6(2) . . . . ?
N1 C2 C3 C4 168.6(3) . . . . ?
N1 C2 C3 S1 -8.7(4) . . . . ?
C3 S1 C3 C4 -0.29(16) 2_655 . . . ?
C3 S1 C3 C2 177.4(3) 2_655 . . . ?
C2 C3 C4 C4 -176.7(3) . . . 2_655 ?
S1 C3 C4 C4 0.8(4) . . . 2_655 ?
C2 N1 C5 C7 124.5(3) . . . . ?
C2 N1 C5 C6 -113.0(3) . . . . ?
N1 C5 C7 C8 -129.0(3) . . . . ?
C6 C5 C7 C8 110.4(3) . . . . ?
N1 C5 C7 C12 53.2(4) . . . . ?
C6 C5 C7 C12 -67.4(4) . . . . ?
C12 C7 C8 C9 1.0(5) . . . . ?
C5 C7 C8 C9 -176.9(3) . . . . ?
C7 C8 C9 C10 -0.4(5) . . . . ?
C8 C9 C10 C11 -0.2(5) . . . . ?
C8 C9 C10 F1 -179.1(3) . . . . ?
C9 C10 C11 C12 0.0(6) . . . . ?
F1 C10 C11 C12 179.0(3) . . . . ?
C10 C11 C12 C7 0.6(5) . . . . ?
C8 C7 C12 C11 -1.1(4) . . . . ?
C5 C7 C12 C11 176.7(3) . . . . ?
_refine_diff_density_max 0.149
_refine_diff_density_min -0.249
_refine_diff_density_rms 0.038
_shelx_res_file
;
BIM-IV-R_MO.res created by SHELXL-2014/7
TITL BIM-IV-R_MO in P21212 #18
REM reset to P21212 #18
CELL 0.71073 21.1153 7.7846 6.1343 90 90 90
ZERR 2 0.0016 0.0006 0.0005 0 0 0
LATT -1
SYMM -X,-Y,+Z
SYMM 0.5+X,0.5-Y,-Z
SYMM 0.5-X,0.5+Y,-Z
SFAC C H F N S
UNIT 44 40 4 4 2
OMIT 1 0 1
OMIT 0 0 1
OMIT 2 1 0
ACTA
L.S. 12
BOND $H
CONF
FMAP 2
PLAN 15
WGHT 0.038400 0.061300
FVAR 11.02408
S1 5 0.500000 0.000000 1.068167 10.50000 0.04993 0.05588 =
0.03792 0.00000 0.00000 -0.00556
F1 3 0.858016 0.320337 0.573105 11.00000 0.06868 0.11669 =
0.16362 -0.03014 0.04849 -0.00469
N1 4 0.586978 0.311885 1.012008 11.00000 0.04521 0.05016 =
0.05399 -0.00282 0.00324 -0.00819
C2 1 0.568525 0.283027 1.204566 11.00000 0.04045 0.05436 =
0.04890 -0.00726 -0.00435 -0.00280
AFIX 43
H2A 2 0.579544 0.360959 1.313033 11.00000 -1.20000
AFIX 0
C3 1 0.531019 0.134367 1.264617 11.00000 0.03878 0.05440 =
0.04520 -0.00239 -0.00127 -0.00111
C4 1 0.517507 0.077394 1.469024 11.00000 0.05600 0.07117 =
0.03957 -0.00405 -0.00204 -0.01152
AFIX 43
H4A 2 0.529973 0.134205 1.595299 11.00000 -1.20000
AFIX 0
C5 1 0.625129 0.467931 0.977008 11.00000 0.05445 0.05126 =
0.06472 -0.01110 0.01119 -0.01045
AFIX 13
H5A 2 0.633617 0.521634 1.118516 11.00000 -1.20000
AFIX 0
C6 1 0.586614 0.593148 0.836801 11.00000 0.06514 0.06016 =
0.12337 0.01586 0.02303 0.01107
AFIX 137
H6A 2 0.547578 0.619981 0.909444 11.00000 -1.50000
H6B 2 0.577652 0.541203 0.698258 11.00000 -1.50000
H6C 2 0.610499 0.696654 0.814923 11.00000 -1.50000
AFIX 0
C7 1 0.687770 0.422324 0.870220 11.00000 0.04681 0.04032 =
0.05138 0.00010 0.00022 -0.00631
C8 1 0.744187 0.479883 0.956277 11.00000 0.05760 0.04920 =
0.06625 -0.01036 0.00019 -0.00901
AFIX 43
H8A 2 0.743621 0.542688 1.085227 11.00000 -1.20000
AFIX 0
C9 1 0.801439 0.447035 0.856703 11.00000 0.04691 0.06382 =
0.09850 -0.00688 -0.00229 -0.01139
AFIX 43
H9A 2 0.839117 0.487273 0.916337 11.00000 -1.20000
AFIX 0
C10 1 0.801342 0.355078 0.670680 11.00000 0.05383 0.05770 =
0.09504 0.00058 0.02089 -0.00091
C11 1 0.747330 0.293209 0.577684 11.00000 0.07542 0.06290 =
0.05775 -0.00530 0.01136 0.00015
AFIX 43
H11A 2 0.748873 0.230086 0.449078 11.00000 -1.20000
AFIX 0
C12 1 0.690416 0.326497 0.678899 11.00000 0.04991 0.05729 =
0.05567 -0.00200 -0.00625 -0.00575
AFIX 43
H12A 2 0.653151 0.284258 0.618422 11.00000 -1.20000
AFIX 0
HKLF 4
REM BIM-IV-R_MO in P21212 #18
REM R1 = 0.0439 for 1591 Fo > 4sig(Fo) and 0.0704 for all 2067 data
REM 124 parameters refined using 0 restraints
END
WGHT 0.0378 0.0621
REM Highest difference peak 0.149, deepest hole -0.249, 1-sigma level 0.038
Q1 1 0.5000 0.0000 0.7900 10.50000 0.05 0.15
Q2 1 0.5000 0.5000 1.2515 10.50000 0.05 0.14
Q3 1 0.5395 0.6393 1.1882 11.00000 0.05 0.13
Q4 1 0.8320 0.3653 0.4237 11.00000 0.05 0.13
Q5 1 0.5572 -0.0226 1.8101 11.00000 0.05 0.12
Q6 1 0.5994 0.2743 1.1107 11.00000 0.05 0.12
Q7 1 0.5706 0.7959 0.9902 11.00000 0.05 0.11
Q8 1 0.8327 0.4371 1.0937 11.00000 0.05 0.11
Q9 1 0.5609 0.0622 1.5638 11.00000 0.05 0.11
Q10 1 0.7514 0.1299 0.5004 11.00000 0.05 0.11
Q11 1 0.7194 0.6138 1.1183 11.00000 0.05 0.11
Q12 1 0.8127 0.4799 0.4204 11.00000 0.05 0.11
Q13 1 0.6340 0.2493 0.4688 11.00000 0.05 0.10
Q14 1 0.5492 0.5294 1.3019 11.00000 0.05 0.10
Q15 1 0.5415 0.0616 1.3461 11.00000 0.05 0.10
;
_shelx_res_checksum 63132
_shelx_hkl_file
;
0 0 -1-0.63875 3541.28 7
0 0 1 1732.69 2658.21 2
0 0 -1 10031.1 3408.11 5
0 0 -2 229323. 4390.98 7
0 0 2 230256. 3210.95 2
0 0 -3 13151.2 1320.89 5
0 0 -3 15234.9 1481.96 7
0 0 3 15321.7 1378.22 5
0 0 3 13980.7 1023.89 2
0 0 4 2463.55 961.690 3
0 0 4 2296.18 697.949 4
0 0 -4 1580.90 708.096 5
0 0 4 1990.28 776.153 5
0 0 -4 1903.01 775.080 7
0 0 4 3066.26 880.414 7
0 0 4 2707.79 586.409 2
0 0 4 2722.26 641.580 1
0 0 -5 844.596 971.088 5
0 0 5 40.3117 436.008 2
0 0 -5 464.044 848.094 7
0 0 5-90.6999 651.568 1
0 0 5 279.731 763.283 4
0 0 6-188.035 744.357 4
0 0 6 1090.68 369.941 2
0 0 6 88.9819 599.335 1
0 0 -6-159.188 672.266 5
0 0 7-863.469 914.019 4
0 0 7 132.924 638.884 1
0 0 -7 416.182 1070.50 5
0 -1 -1 942576. 4476.71 2
0 1 1 933420. 4230.23 6
0 1 2 113219. 1926.35 2
0 -1 -2 113667. 2042.31 2
0 1 -2 111747. 2749.79 5
0 -1 -2 100943. 3042.47 5
0 -1 -2 100387. 3031.96 7
0 1 2 111952. 2206.00 4
0 1 -2 112927. 3044.48 7
0 -1 2 110661. 2764.15 5
0 1 3 165459. 3524.85 4
0 -1 3 162207. 3890.34 2
0 -1 -3 164397. 3047.91 2
0 1 -3 165696. 4232.66 5
0 -1 3 167045. 4489.38 7
0 1 3 173405. 3986.54 1
0 1 -3 166803. 4665.83 7
0 1 3 172699. 2989.26 2
0 -1 3 167792. 4298.54 5
0 -1 -3 170917. 4788.25 7
0 -1 -3 167040. 4678.06 5
0 1 4 29536.2 2853.73 3
0 1 4 24951.6 1811.97 1