#------------------------------------------------------------------------------
#$Date: 2023-04-26 03:47:51 +0200 (Wed, 26 Apr 2023) $
#$Revision: 282845 $
#$URL: svn://www.crystallography.net/cod/cif/2/02/27/2022754.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2022754
loop_
_publ_author_name
'Abdallah, Amira E. M.'
'Elgemeie, Galal H.'
'Jones, Peter G.'
_publ_section_title
;
Crystal structure of 3-(benzo[d]thiazol-2-yl)-6-methyl-2H-chromen-2-one
;
_journal_coeditor_code YZ2033
_journal_issue 5
_journal_name_full
'Acta Crystallographica Section E Crystallographic Communications'
_journal_paper_doi 10.1107/S205698902300347X
_journal_volume 79
_journal_year 2023
_chemical_formula_iupac 'C17 H11 N O2 S'
_chemical_formula_moiety 'C17 H11 N O2 S'
_chemical_formula_sum 'C17 H11 N O2 S'
_chemical_formula_weight 293.33
_chemical_name_systematic
;
3-(Benzo[d]thiazol-2-yl)-6-methyl-2H-chromen-2-one
;
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_Hall '-P 1'
_space_group_name_H-M_alt 'P -1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary dual
_audit_creation_method SHELXL-2018/3
_cell_angle_alpha 82.779(2)
_cell_angle_beta 76.016(2)
_cell_angle_gamma 75.078(2)
_cell_formula_units_Z 2
_cell_length_a 7.1592(2)
_cell_length_b 9.0048(2)
_cell_length_c 10.8678(3)
_cell_measurement_reflns_used 15669
_cell_measurement_temperature 100(2)
_cell_measurement_theta_max 76.8970
_cell_measurement_theta_min 5.0670
_cell_volume 655.42(3)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2022)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2022)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2022)
;
_computing_molecular_graphics
;
XP (Siemens, 1994)
;
_computing_publication_material
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature 100.01(10)
_diffrn_detector 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Rigaku XtaLAB Synergy'
_diffrn_measurement_method '\w scans'
_diffrn_radiation_monochromator mirror
_diffrn_radiation_probe x-ray
_diffrn_radiation_type 'Cu K\a'
_diffrn_radiation_wavelength 1.54184
_diffrn_reflns_av_unetI/netI 0.0066
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 13
_diffrn_reflns_limit_l_min -13
_diffrn_reflns_number 4408
_diffrn_reflns_theta_full 77.000
_diffrn_reflns_theta_max 77.645
_diffrn_reflns_theta_min 4.202
_diffrn_source 'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu 2.223
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.39138
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2022)
;
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.486
_exptl_crystal_description lath
_exptl_crystal_F_000 304
_exptl_crystal_size_max 0.2
_exptl_crystal_size_mid 0.08
_exptl_crystal_size_min 0.03
_refine_diff_density_max 0.362
_refine_diff_density_min -0.277
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.065
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 192
_refine_ls_number_reflns 4408
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.065
_refine_ls_R_factor_all 0.0357
_refine_ls_R_factor_gt 0.0353
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0690P)^2^+0.1477P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1017
_refine_ls_wR_factor_ref 0.1023
_reflns_number_gt 4313
_reflns_number_total 4408
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file yz2033sup1.cif
_cod_data_source_block I
_cod_database_code 2022754
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min 0.665
_shelx_estimated_absorpt_t_max 0.936
_shelx_hkl_file
;
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0 0 3 44687.0 275.669 1
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0 0 -7 11938.3 74.8459 1
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-6 -1 -9 29.3689 7.47581 2
-6 -1 -10 2736.78 30.7760 2
-6 -1 -11 521.881 9.64235 2
6 2 -7 2230.88 24.4069 2
6 2 -6 5602.97 38.9199 2
6 2 -5 312.538 8.93925 2
-6 -2 4 3419.21 38.5590 2
-6 -2 3 11758.3 53.9759 2
-6 -2 2 3530.87 27.4057 2
-6 -2 1 5170.12 38.5870 2
-6 -2 0 4621.68 32.1313 2
-6 -2 -1 2211.65 20.6219 2
-6 -2 -2 6804.23 40.5826 2
-6 -2 -3 33.9883 6.68747 2
-6 -2 -4 4486.92 28.6370 2
-6 -2 -5 55.4480 6.90112 2
-6 -2 -6 174.208 8.05925 2
-6 -2 -7 142.348 7.81971 2
6 2 8 1004.70 17.3268 2
-6 -2 -9 5554.32 47.1774 2
-6 -2 -10 1304.37 18.5295 2
-6 -2 -11 58.7861 5.48407 2
6 2 12 67.9115 5.14443 2
6 3 -7 226.934 5.97483 2
6 3 -6 168.708 6.07502 2
-6 -3 5 9486.34 41.5513 2
-6 -3 4 39.8811 6.42278 2
-6 -3 3 358.902 8.35247 2
-6 -3 2 202.921 7.04480 2
-6 -3 1 5.88656 5.09544 2
-6 -3 0 2649.11 26.6095 2
-6 -3 -1 417.577 11.3140 2
-6 -3 -2 1952.72 20.2209 2
-6 -3 -3 4733.39 29.8251 2
-6 -3 -4 4057.81 24.3934 2
-6 -3 -5 87892.0 203.395 2
-6 -3 -6 1156.55 17.9815 2
-6 -3 -7 10.1392 4.45797 2
6 3 8 1676.64 21.2184 2
-6 -3 -9 971.971 14.9859 2
-6 -3 -10 2948.73 30.6919 2
-6 -3 -11 1094.44 13.5849 2
-6 -3 -12 1800.28 19.9686 2
6 4 -7 2142.31 28.4892 2
6 4 -6 407.727 9.57204 2
6 4 -5 1249.72 17.2542 2
-6 -4 4 4779.46 33.4133 2
-6 -4 3 2896.72 31.8769 2
-6 -4 2 332.696 8.51454 2
-6 -4 1 6331.14 41.9424 2
-6 -4 -6 587.111 12.0850 2
-6 -4 -7 265.984 8.49818 2
6 4 8 254.790 9.23664 2
-6 -4 -9 552.080 11.0735 2
-6 -4 -10 34.2026 4.68019 2
-6 -4 -11 32.9594 3.97464 2
6 5 -6 466.727 11.5058 2
6 5 11 269.569 9.56775 2
6 7 -5 1228.84 19.9613 2
-6 -7 4 8987.83 47.7123 2
-6 -7 3 78.7631 6.23414 2
-6 -7 2 2539.84 22.5671 2
6 7 7 1473.00 17.9469 2
6 7 8 122.062 8.31879 2
6 7 9 124.206 7.45944 2
-6 -7 -10 665.045 14.4115 2
-6 -8 4 42.9086 5.27886 2
-6 -8 3 291.125 10.1646 2
-6 -8 2 2876.86 35.4586 2
-6 -8 1 2758.33 21.0390 2
-6 -8 0 2033.74 18.3512 2
-6 -8 -1 816.657 13.4587 2
-6 -8 -2 586.024 10.9536 2
-6 -8 -3 441.210 11.1049 2
-6 -8 -4 1860.57 25.1419 2
-6 -8 -5 78.1838 5.80051 2
-6 -8 -6 525.666 12.7954 2
-6 -8 -7 1081.37 26.9232 2
6 8 8 1951.81 27.2371 2
6 8 9 1382.19 19.1607 2
-6 -9 2 505.466 8.93487 2
-6 -9 1 1520.41 17.7924 2
-6 -9 0 11912.2 62.5582 2
-6 -9 -1 10821.7 50.4700 2
-6 -9 -2 132.939 4.97967 2
-6 -9 -3 778.914 9.98587 2
-6 -9 -4 2172.58 21.2366 2
-6 -9 -5 586.228 8.93287 2
-6 -9 -6 691.494 9.99875 2
-6 -9 -7 225.595 7.45758 2
-6 -10 -5 145.032 7.05468 2
-7 3 2 50.0395 10.6401 2
-7 3 1 2518.13 28.6528 2
-7 3 -5 662.653 16.6345 2
-7 3 -6 28.5366 7.56460 2
-7 3 -7 28.0712 9.14483 2
7 -2 -4 431.351 13.3045 2
7 -2 -3 41.2558 7.66893 2
-7 2 2 622.372 14.6259 2
-7 2 1 2627.19 25.8763 2
-7 2 0 10329.4 49.5783 2
-7 2 -2 1135.71 18.9702 2
-7 2 -4 3054.74 28.5804 2
-7 2 -5 1299.89 23.5372 2
-7 2 -6 312.704 12.1040 2
-7 2 -7 3021.96 74.8634 2
-7 2 -8 11.6110 9.64635 2
7 -1 -5 145.683 7.90377 2
7 -1 -4 1211.86 24.6198 2
7 -1 -3 101.094 12.2252 2
-7 1 2 1041.38 17.7563 2
-7 1 1 684.116 12.6163 2
-7 1 0 11.8452 5.85798 2
-7 1 -5 521.309 11.2377 2
-7 1 -6 5926.83 48.7668 2
-7 1 -7 2083.32 33.2097 2
-7 1 -8 149.664 10.4111 2
-7 1 -9 334.625 23.4769 2
7 0 -5 2144.72 28.1718 2
7 0 -4 106.336 9.41260 2
7 0 -3 2704.13 33.8441 2
-7 0 2 2939.40 23.5236 2
-7 0 1 1086.83 16.8015 2
-7 0 -6 4988.57 28.5610 2
-7 0 -7 359.833 10.6844 2
-7 0 -8 4.23083 6.17199 2
7 0 9 789.420 20.0210 2
7 0 10 399.705 16.0408 2
7 3 -5 1001.92 14.4127 2
7 3 -4 2425.67 27.8110 2
-7 -3 3 13410.5 72.1911 2
-7 -3 2 1879.90 21.1400 2
-7 -3 -7 1158.10 14.6957 2
7 3 8 810.673 15.8178 2
-7 -3 -9 2069.55 20.9700 2
-7 -3 -10 3183.46 25.6960 2
7 3 11 3271.21 42.0530 2
7 4 -5 341.939 9.64545 2
7 4 -4 9796.52 55.4226 2
-7 -4 3 1400.92 24.4775 2
-7 -4 2 357.080 9.76719 2
-7 -4 1 832.892 13.7697 2
-7 -4 0 204.420 8.11822 2
-7 -4 -1 421.288 9.82332 2
-7 -4 -2 2.10541 4.98490 2
-7 -4 -3 1416.74 17.4603 2
-7 -4 -4 3024.77 25.5985 2
-7 -4 -5 53.0595 6.35217 2
-7 -4 -6 100.816 5.72148 2
-7 -4 -7 380.583 8.27664 2
-7 -4 -8 15.7219 4.44412 2
-7 -4 -9 178.216 6.30370 2
-7 -4 -10 134.282 5.67734 2
7 5 -4 8.17227 5.19246 2
-7 -5 3 1563.67 29.2670 2
7 5 -2 1173.97 19.9056 2
-7 -5 1 561.928 11.1727 2
-7 -5 0 903.309 14.0246 2
-7 -5 -1 12162.2 52.8061 2
-7 -5 -2 4175.01 33.0443 2
-7 -5 -3 390.827 8.19365 2
-7 -5 -4 718.256 12.4869 2
-7 -5 -5 3200.42 27.6104 2
-7 -5 -6 7877.12 48.0477 2
-7 -5 -7 12.2611 4.06997 2
-7 -5 -8 1028.15 16.4507 2
-7 -5 -9 1039.17 15.6042 2
-7 -5 -10 29.0363 4.35535 2
7 6 -4 112.909 5.26416 2
-7 -6 3 18.3299 5.74817 2
7 6 -2 36.3618 9.50903 2
-7 -6 1 1.80141 4.42182 2
-7 -6 0 470.097 9.66993 2
-7 -6 -6 137.429 5.92099 2
-7 -6 -7 169.415 8.23076 2
7 6 8 330.300 8.56896 2
-7 -6 -9 3151.84 25.8248 2
-8 1 1 63.1935 5.26827 2
-8 1 -6 30.1135 8.01010 2
-8 1 -7 613.390 23.2062 2
8 0 -2 1562.73 20.7530 2
-8 0 1 171.854 8.36666 2
-8 0 0 1162.43 18.7958 2
-8 0 -5 185.717 7.15590 2
-8 0 -6 88.6733 5.28025 2
-8 0 -7 1192.39 26.8187 2
-8 0 -8 1.36045 9.06428 2
8 1 -3 337.637 14.1581 2
8 1 -2 153.047 9.57846 2
-8 -1 1 2770.86 26.5700 2
-8 -1 0 812.031 13.6125 2
-8 -1 -1 1310.12 18.7127 2
-8 -1 -3 65.3009 6.50912 2
-8 -1 -5 975.274 14.3485 2
-8 -1 -6 489.733 9.72557 2
-8 -1 -7 2728.75 34.7688 2
-8 -1 -8 1349.91 22.1689 2
8 2 -3 17.7260 3.97552 2
-8 -2 2 2821.09 32.4104 2
-8 -2 1 65.0492 6.36869 2
8 2 7 98.8199 4.91422 2
-8 -2 -8 349.539 9.60527 2
8 2 9 271.646 11.6195 2
-8 -4 -9 2055.13 44.7727 2
8 5 -2 2502.84 20.6943 2
-8 -5 1 370.859 10.7340 2
-8 -5 -7 391.663 8.40288 2
-8 -5 -8 8.48313 5.59651 2
-8 -6 1 24.1861 5.17210 2
-8 -6 0 29.6142 2.90797 2
-8 -6 -1 3778.66 26.6671 2
-8 -6 -2 2503.84 20.1841 2
-8 -6 -3 255.905 7.42772 2
-8 -6 -4 46.7234 4.11747 2
-8 -6 -5 8.35283 3.02032 2
-8 -6 -6 41.3043 3.21584 2
8 6 7 1001.58 17.5020 2
-8 -7 -1 338.202 6.25271 2
-8 -7 -2 183.103 5.60633 2
-8 -7 -3 5.84864 2.91761 2
-8 -7 -4 162.234 7.80063 2
-8 -7 -5 22.7450 3.05150 2
8 7 6 54.2004 6.87582 2
9 2 2 34.6869 6.62082 2
-9 -2 -3 8.78803 2.84214 2
-9 -2 -4 2.13369 3.44692 2
-9 -3 -2 8.95833 4.94283 2
0 0 0 0.00000 0.00000 0
TITL elg_g40_twin1_hklf4 in P-1
REM P-1 (#2 in standard setting)
CELL 1.54184 7.159186 9.004793 10.867776 82.7791 76.0162 75.0777
ZERR 1.00 0.000202 0.000230 0.000264 0.0021 0.0023 0.0023
LATT 1
SFAC C H N O S
UNIT 34.00 24.00 2.00 4.00 2.00
REM CrysAlisPro recorded range (K): Min=100.0; max=100.0; aver:100.0
TEMP -173
TREF
HKLF 5
BASF 0.39023
END
;
_shelx_hkl_checksum 1147
_shelx_res_file
;
TITL elg_g40_5 in P-1
shelx.res
created by SHELXL-2018/3 at 11:50:37 on 01-Nov-2022
CELL 1.54184 7.159186 9.004793 10.867776 82.7791 76.0162 75.0777
ZERR 2.00 0.0002 0.00023 0.00026 0.0021 0.0023 0.0023
LATT 1
SFAC C H N O S
UNIT 34 22 2 4 2
OMIT -8 -4 -9
OMIT 5 -6 -4
L.S. 6
FMAP 2
PLAN 10
TEMP -173
SIZE 0.2 0.08 0.03
ACTA 154
CONF
REM Instructions for potential hydrogen bonds
EQIV $1 -x+2, -y, -z+1
HTAB C17 O2_$1
WGHT 0.069000 0.147700
BASF 0.38665
FVAR 7.48934
O1 4 0.511031 0.482456 0.811677 11.00000 0.02380 0.01476 =
0.01581 -0.00062 -0.00120 -0.00297
O2 4 0.689560 0.264711 0.731050 11.00000 0.03993 0.01616 =
0.02120 0.00071 0.00064 -0.00057
C2 1 0.632481 0.402097 0.711412 11.00000 0.02280 0.01706 =
0.01737 -0.00184 -0.00287 -0.00444
C3 1 0.680805 0.489931 0.589983 11.00000 0.01783 0.01694 =
0.01506 -0.00164 -0.00360 -0.00462
C4 1 0.603008 0.643609 0.579554 11.00000 0.01878 0.01766 =
0.01408 -0.00082 -0.00357 -0.00503
AFIX 43
H4 2 0.632732 0.699040 0.499800 11.00000 -1.20000
AFIX 0
C4A 1 0.477052 0.724570 0.685807 11.00000 0.01654 0.01780 =
0.01527 -0.00213 -0.00367 -0.00441
C5 1 0.396718 0.884145 0.681509 11.00000 0.01958 0.01730 =
0.01630 0.00087 -0.00341 -0.00431
AFIX 43
H5 2 0.421660 0.943350 0.603163 11.00000 -1.20000
AFIX 0
C6 1 0.282064 0.957466 0.788521 11.00000 0.01788 0.01814 =
0.01984 -0.00244 -0.00457 -0.00342
C7 1 0.247515 0.866819 0.903346 11.00000 0.01565 0.02047 =
0.01668 -0.00407 -0.00175 -0.00290
AFIX 43
H7 2 0.169855 0.915469 0.977831 11.00000 -1.20000
AFIX 0
C8A 1 0.436920 0.639436 0.801499 11.00000 0.01697 0.01488 =
0.01738 -0.00042 -0.00395 -0.00468
C8 1 0.323087 0.709387 0.910948 11.00000 0.01978 0.01966 =
0.01578 0.00021 -0.00243 -0.00600
AFIX 43
H8 2 0.297826 0.650194 0.989268 11.00000 -1.20000
AFIX 0
C9 1 0.199249 1.128997 0.783015 11.00000 0.03174 0.01801 =
0.02169 -0.00339 -0.00266 -0.00021
AFIX 137
H9A 2 0.109385 1.158236 0.864314 11.00000 -1.50000
H9B 2 0.126469 1.159123 0.714667 11.00000 -1.50000
H9C 2 0.307944 1.181373 0.766476 11.00000 -1.50000
AFIX 0
S11 5 0.922764 0.211565 0.487448 11.00000 0.02323 0.01407 =
0.01565 -0.00092 -0.00330 -0.00208
C12 1 0.813039 0.409303 0.480392 11.00000 0.01722 0.01595 =
0.01620 -0.00105 -0.00460 -0.00404
N13 3 0.856175 0.484147 0.370180 11.00000 0.01744 0.01720 =
0.01602 -0.00180 -0.00314 -0.00377
C13A 1 0.984035 0.385345 0.282246 11.00000 0.01567 0.01683 =
0.01797 -0.00267 -0.00369 -0.00378
C14 1 1.063626 0.429783 0.156100 11.00000 0.01895 0.01900 =
0.01844 -0.00028 -0.00384 -0.00466
AFIX 43
H14 2 1.029684 0.533983 0.123985 11.00000 -1.20000
AFIX 0
C15 1 1.192692 0.318423 0.079494 11.00000 0.01861 0.02400 =
0.01749 -0.00276 -0.00166 -0.00670
AFIX 43
H15 2 1.249720 0.347072 -0.005730 11.00000 -1.20000
AFIX 0
C16 1 1.240838 0.163542 0.125711 11.00000 0.01846 0.02273 =
0.02112 -0.00755 -0.00357 -0.00407
AFIX 43
H16 2 1.327948 0.089102 0.070564 11.00000 -1.20000
AFIX 0
C17A 1 1.036432 0.230214 0.328029 11.00000 0.01860 0.01713 =
0.01863 -0.00160 -0.00506 -0.00521
C17 1 1.164112 0.117336 0.249654 11.00000 0.02063 0.01759 =
0.02163 -0.00393 -0.00539 -0.00356
AFIX 43
H17 2 1.196910 0.012568 0.280584 11.00000 -1.20000
AFIX 0
HKLF 5
REM elg_g40_5 in P-1
REM wR2 = 0.1023, GooF = S = 1.065, Restrained GooF = 1.065 for all data
REM R1 = 0.0353 for 4313 Fo > 4sig(Fo) and 0.0357 for all 4408 data
REM 192 parameters refined using 0 restraints
END
WGHT 0.0691 0.1476
REM Highest difference peak 0.362, deepest hole -0.277, 1-sigma level 0.058
Q1 1 0.7493 0.4449 0.5289 11.00000 0.05 0.36
Q2 1 0.2694 0.9150 0.8442 11.00000 0.05 0.33
Q3 1 0.3158 0.9250 0.7348 11.00000 0.05 0.31
Q4 1 0.9775 0.2157 0.4039 11.00000 0.05 0.30
Q5 1 0.9178 0.4412 0.3253 11.00000 0.05 0.28
Q6 1 0.5367 0.6827 0.6321 11.00000 0.05 0.28
Q7 1 0.6560 0.4450 0.6410 11.00000 0.05 0.27
Q8 1 1.0172 0.4043 0.2164 11.00000 0.05 0.27
Q9 1 0.8311 0.4491 0.4186 11.00000 0.05 0.26
Q10 1 0.2429 1.1798 0.7043 11.00000 0.05 0.26
;
_shelx_res_checksum 55389
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.51103(16) 0.48246(12) 0.81168(9) 0.0190(2) Uani d 1 . .
O O2 0.6896(2) 0.26471(13) 0.73105(10) 0.0284(3) Uani d 1 . .
C C2 0.6325(2) 0.40210(18) 0.71141(13) 0.0193(3) Uani d 1 . .
C C3 0.6808(2) 0.48993(17) 0.58998(12) 0.0165(3) Uani d 1 . .
C C4 0.6030(2) 0.64361(17) 0.57955(12) 0.0167(3) Uani d 1 . .
H H4 0.632732 0.699040 0.499800 0.020 Uiso calc 1 . .
C C4A 0.4771(2) 0.72457(17) 0.68581(13) 0.0163(3) Uani d 1 . .
C C5 0.3967(2) 0.88415(17) 0.68151(13) 0.0180(3) Uani d 1 . .
H H5 0.421660 0.943350 0.603163 0.022 Uiso calc 1 . .
C C6 0.2821(2) 0.95747(18) 0.78852(13) 0.0186(3) Uani d 1 . .
C C7 0.2475(2) 0.86682(17) 0.90335(13) 0.0179(3) Uani d 1 . .
H H7 0.169855 0.915469 0.977831 0.022 Uiso calc 1 . .
C C8A 0.4369(2) 0.63944(17) 0.80150(13) 0.0163(3) Uani d 1 . .
C C8 0.3231(2) 0.70939(17) 0.91095(13) 0.0185(3) Uani d 1 . .
H H8 0.297826 0.650194 0.989268 0.022 Uiso calc 1 . .
C C9 0.1992(3) 1.12900(19) 0.78301(15) 0.0253(3) Uani d 1 . .
H H9A 0.109385 1.158236 0.864314 0.038 Uiso calc 1 . .
H H9B 0.126469 1.159123 0.714667 0.038 Uiso calc 1 . .
H H9C 0.307944 1.181373 0.766476 0.038 Uiso calc 1 . .
S S11 0.92276(5) 0.21156(4) 0.48745(3) 0.01826(13) Uani d 1 . .
C C12 0.8130(2) 0.40930(16) 0.48039(13) 0.0163(3) Uani d 1 . .
N N13 0.85618(18) 0.48415(14) 0.37018(11) 0.0170(3) Uani d 1 . .
C C13A 0.9840(2) 0.38535(17) 0.28225(13) 0.0167(3) Uani d 1 . .
C C14 1.0636(2) 0.42978(18) 0.15610(13) 0.0189(3) Uani d 1 . .
H H14 1.029684 0.533983 0.123985 0.023 Uiso calc 1 . .
C C15 1.1927(2) 0.31842(18) 0.07949(13) 0.0200(3) Uani d 1 . .
H H15 1.249720 0.347072 -0.005730 0.024 Uiso calc 1 . .
C C16 1.2408(2) 0.16354(18) 0.12571(14) 0.0205(3) Uani d 1 . .
H H16 1.327948 0.089102 0.070564 0.025 Uiso calc 1 . .
C C17A 1.0364(2) 0.23021(17) 0.32803(13) 0.0177(3) Uani d 1 . .
C C17 1.1641(2) 0.11734(18) 0.24965(14) 0.0198(3) Uani d 1 . .
H H17 1.196910 0.012568 0.280584 0.024 Uiso calc 1 . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.0238(6) 0.0148(5) 0.0158(5) -0.0030(4) -0.0012(4) -0.0006(4)
O2 0.0399(7) 0.0162(6) 0.0212(5) -0.0006(5) 0.0006(5) 0.0007(4)
C2 0.0228(7) 0.0171(7) 0.0174(6) -0.0044(6) -0.0029(5) -0.0018(5)
C3 0.0178(7) 0.0169(7) 0.0151(6) -0.0046(5) -0.0036(5) -0.0016(5)
C4 0.0188(7) 0.0177(7) 0.0141(6) -0.0050(6) -0.0036(5) -0.0008(5)
C4A 0.0165(7) 0.0178(7) 0.0153(6) -0.0044(6) -0.0037(5) -0.0021(5)
C5 0.0196(7) 0.0173(7) 0.0163(6) -0.0043(6) -0.0034(5) 0.0009(5)
C6 0.0179(7) 0.0181(7) 0.0198(6) -0.0034(6) -0.0046(5) -0.0024(5)
C7 0.0157(7) 0.0205(7) 0.0167(6) -0.0029(5) -0.0017(5) -0.0041(5)
C8A 0.0170(7) 0.0149(7) 0.0174(6) -0.0047(5) -0.0039(5) -0.0004(5)
C8 0.0198(7) 0.0197(7) 0.0158(6) -0.0060(6) -0.0024(5) 0.0002(5)
C9 0.0317(8) 0.0180(8) 0.0217(7) -0.0002(6) -0.0027(6) -0.0034(5)
S11 0.0232(2) 0.01407(19) 0.01565(19) -0.00208(14) -0.00330(13) -0.00092(13)
C12 0.0172(6) 0.0160(7) 0.0162(6) -0.0040(5) -0.0046(5) -0.0011(5)
N13 0.0174(6) 0.0172(6) 0.0160(5) -0.0038(5) -0.0031(4) -0.0018(4)
C13A 0.0157(7) 0.0168(7) 0.0180(6) -0.0038(5) -0.0037(5) -0.0027(5)
C14 0.0190(7) 0.0190(7) 0.0184(6) -0.0047(6) -0.0038(5) -0.0003(5)
C15 0.0186(7) 0.0240(8) 0.0175(6) -0.0067(6) -0.0017(5) -0.0028(5)
C16 0.0185(7) 0.0227(8) 0.0211(7) -0.0041(6) -0.0036(5) -0.0076(6)
C17A 0.0186(7) 0.0171(7) 0.0186(6) -0.0052(6) -0.0051(5) -0.0016(5)
C17 0.0206(7) 0.0176(7) 0.0216(7) -0.0036(6) -0.0054(5) -0.0039(5)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 O1 C8A . . 122.52(11) y
O2 C2 O1 . . 116.99(12) y
O2 C2 C3 . . 125.69(14) y
O1 C2 C3 . . 117.32(13) y
C4 C3 C2 . . 119.91(13) ?
C4 C3 C12 . . 120.78(12) ?
C2 C3 C12 . . 119.31(13) ?
C3 C4 C4A . . 121.57(12) ?
C8A C4A C5 . . 118.28(13) ?
C8A C4A C4 . . 117.62(13) ?
C5 C4A C4 . . 124.07(12) ?
C6 C5 C4A . . 121.65(13) ?
C5 C6 C7 . . 117.94(14) ?
C5 C6 C9 . . 121.11(13) ?
C7 C6 C9 . . 120.94(13) ?
C8 C7 C6 . . 122.00(13) ?
O1 C8A C8 . . 117.40(12) ?
O1 C8A C4A . . 121.01(13) ?
C8 C8A C4A . . 121.59(14) ?
C7 C8 C8A . . 118.53(13) ?
C17A S11 C12 . . 88.94(7) y
N13 C12 C3 . . 120.72(13) y
N13 C12 S11 . . 115.94(11) y
C3 C12 S11 . . 123.35(10) y
C12 N13 C13A . . 110.47(12) ?
N13 C13A C14 . . 124.90(13) y
N13 C13A C17A . . 115.23(12) y
C14 C13A C17A . . 119.86(13) ?
C15 C14 C13A . . 118.48(14) ?
C14 C15 C16 . . 121.07(13) ?
C17 C16 C15 . . 121.37(14) ?
C17 C17A C13A . . 121.53(13) ?
C17 C17A S11 . . 129.05(12) y
C13A C17A S11 . . 109.42(11) y
C16 C17 C17A . . 117.68(14) ?
C3 C4 H4 . . 119.2 ?
C4A C4 H4 . . 119.2 ?
C6 C5 H5 . . 119.2 ?
C4A C5 H5 . . 119.2 ?
C8 C7 H7 . . 119.0 ?
C6 C7 H7 . . 119.0 ?
C7 C8 H8 . . 120.7 ?
C8A C8 H8 . . 120.7 ?
C6 C9 H9A . . 109.5 ?
C6 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C6 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C15 C14 H14 . . 120.8 ?
C13A C14 H14 . . 120.8 ?
C14 C15 H15 . . 119.5 ?
C16 C15 H15 . . 119.5 ?
C17 C16 H16 . . 119.3 ?
C15 C16 H16 . . 119.3 ?
C16 C17 H17 . . 121.2 ?
C17A C17 H17 . . 121.2 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2 . 1.3723(17) y
O1 C8A . 1.3765(18) y
O2 C2 . 1.2077(19) y
C2 C3 . 1.4645(19) ?
C3 C4 . 1.354(2) ?
C3 C12 . 1.4698(19) y
C4 C4A . 1.4310(19) ?
C4A C8A . 1.3956(19) ?
C4A C5 . 1.403(2) ?
C5 C6 . 1.384(2) ?
C6 C7 . 1.4083(19) ?
C6 C9 . 1.504(2) ?
C7 C8 . 1.381(2) ?
C8A C8 . 1.3897(19) ?
S11 C17A . 1.7343(14) y
S11 C12 . 1.7515(15) y
C12 N13 . 1.3076(18) y
N13 C13A . 1.3836(18) y
C13A C14 . 1.4022(19) ?
C13A C17A . 1.409(2) ?
C14 C15 . 1.383(2) ?
C15 C16 . 1.406(2) ?
C16 C17 . 1.381(2) ?
C17A C17 . 1.399(2) ?
C4 H4 . 0.9500 ?
C5 H5 . 0.9500 ?
C7 H7 . 0.9500 ?
C8 H8 . 0.9500 ?
C9 H9A . 0.9800 ?
C9 H9B . 0.9800 ?
C9 H9C . 0.9800 ?
C14 H14 . 0.9500 ?
C15 H15 . 0.9500 ?
C16 H16 . 0.9500 ?
C17 H17 . 0.9500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C17 H17 O2 2_756 0.95 2.43 3.3235(19) 157.0 yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C8A O1 C2 O2 . . . . 179.74(13) ?
C8A O1 C2 C3 . . . . -0.6(2) ?
O2 C2 C3 C4 . . . . 178.35(15) ?
O1 C2 C3 C4 . . . . -1.3(2) ?
O2 C2 C3 C12 . . . . -1.3(2) ?
O1 C2 C3 C12 . . . . 178.98(12) ?
C2 C3 C4 C4A . . . . 1.5(2) ?
C12 C3 C4 C4A . . . . -178.79(13) ?
C3 C4 C4A C8A . . . . 0.1(2) ?
C3 C4 C4A C5 . . . . 178.18(13) ?
C8A C4A C5 C6 . . . . 0.7(2) ?
C4 C4A C5 C6 . . . . -177.38(13) ?
C4A C5 C6 C7 . . . . 0.0(2) ?
C4A C5 C6 C9 . . . . 179.11(13) ?
C5 C6 C7 C8 . . . . -0.4(2) ?
C9 C6 C7 C8 . . . . -179.54(14) ?
C2 O1 C8A C8 . . . . -177.01(13) ?
C2 O1 C8A C4A . . . . 2.3(2) ?
C5 C4A C8A O1 . . . . 179.81(12) ?
C4 C4A C8A O1 . . . . -2.0(2) ?
C5 C4A C8A C8 . . . . -1.0(2) ?
C4 C4A C8A C8 . . . . 177.23(13) ?
C6 C7 C8 C8A . . . . 0.2(2) ?
O1 C8A C8 C7 . . . . 179.80(12) ?
C4A C8A C8 C7 . . . . 0.5(2) ?
C4 C3 C12 N13 . . . . -0.9(2) ?
C2 C3 C12 N13 . . . . 178.82(13) ?
C4 C3 C12 S11 . . . . 178.79(11) ?
C2 C3 C12 S11 . . . . -1.53(19) ?
C17A S11 C12 N13 . . . . -0.22(11) ?
C17A S11 C12 C3 . . . . -179.88(12) ?
C3 C12 N13 C13A . . . . 179.37(12) ?
S11 C12 N13 C13A . . . . -0.31(15) ?
C12 N13 C13A C14 . . . . -178.01(13) ?
C12 N13 C13A C17A . . . . 0.85(17) ?
N13 C13A C14 C15 . . . . 178.86(13) ?
C17A C13A C14 C15 . . . . 0.1(2) ?
C13A C14 C15 C16 . . . . 1.1(2) ?
C14 C15 C16 C17 . . . . -1.2(2) ?
N13 C13A C17A C17 . . . . 179.81(13) ?
C14 C13A C17A C17 . . . . -1.3(2) ?
N13 C13A C17A S11 . . . . -1.00(16) ?
C14 C13A C17A S11 . . . . 177.92(11) ?
C12 S11 C17A C17 . . . . 179.76(15) ?
C12 S11 C17A C13A . . . . 0.66(11) ?
C15 C16 C17 C17A . . . . 0.0(2) ?
C13A C17A C17 C16 . . . . 1.2(2) ?
S11 C17A C17 C16 . . . . -177.78(11) ?
_cod_database_fobs_code 2022754