#------------------------------------------------------------------------------ #$Date: 2026-05-16 01:48:33 +0100 (Sat, 16 May 2026) $ #$Revision: 305977 $ #$URL: svn://www.crystallography.net/cod/cif/7/06/44/7064411.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7064411 loop_ _publ_author_name 'Sun, Yuhang' 'Wang, Junjie' 'Wen, Jiangwei' 'Qu, Xiaowen' 'Yang, Daoshan' 'Yan, Kelu' _publ_section_title ; Application of various ylides in the [4+1] cycloaddition of enaminothiones and N-thioacylformamidines for constructing substituted thiophenes and thiazoles ; _journal_name_full 'New Journal of Chemistry' _journal_paper_doi 10.1039/D6NJ01052K _journal_year 2026 _chemical_formula_moiety 'C15 H10 O S2' _chemical_formula_sum 'C15 H10 O S2' _chemical_formula_weight 270.35 _chemical_name_systematic 'BRUKER D8 QUEST' _space_group_crystal_system orthorhombic _space_group_IT_number 29 _space_group_name_Hall 'P 2c -2ac' _space_group_name_H-M_alt 'P c a 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2026-05-01 _audit_creation_method ; Olex2 1.5 (compiled 2026.04.10 svn.r48fbca5a for OlexSys, GUI svn.r7537) ; _audit_update_record ; 2026-05-04 deposited with the CCDC. 2026-05-15 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 14.2801(13) _cell_length_b 6.3292(6) _cell_length_c 27.955(2) _cell_measurement_reflns_used 6922 _cell_measurement_temperature 298.15 _cell_measurement_theta_max 25.078 _cell_measurement_theta_min 2.853 _cell_volume 2526.6(4) _computing_cell_refinement 'SAINT V8.40A (Bruker, 2019)' _computing_data_reduction 'SAINT V8.40A (Bruker, 2019)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2025/1 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 298.15 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'BRUKER D8 QUEST' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71076 _diffrn_reflns_av_R_equivalents 0.0805 _diffrn_reflns_av_unetI/netI 0.0825 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 43 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_number 38753 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.980 _diffrn_reflns_theta_full 25.243 _diffrn_reflns_theta_max 33.169 _diffrn_reflns_theta_min 2.853 _diffrn_source_current 30.0 _diffrn_source_power 1.5 _diffrn_source_voltage 50.0 _exptl_absorpt_coefficient_mu 0.404 _exptl_absorpt_correction_T_max 0.7465 _exptl_absorpt_correction_T_min 0.6355 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0790 before and 0.0621 after correction. The Ratio of minimum to maximum transmission is 0.8513. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear light colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.421 _exptl_crystal_description block _exptl_crystal_F_000 1120 _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.182 _refine_diff_density_min -0.281 _refine_diff_density_rms 0.046 _refine_ls_abs_structure_details ; Refined as an inversion twin. ; _refine_ls_abs_structure_Flack -0.02(8) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 326 _refine_ls_number_reflns 9458 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.036 _refine_ls_R_factor_all 0.1461 _refine_ls_R_factor_gt 0.0513 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0344P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0871 _refine_ls_wR_factor_ref 0.1092 _reflns_Friedel_coverage 0.929 _reflns_Friedel_fraction_full 0.994 _reflns_Friedel_fraction_max 0.962 _reflns_number_gt 4699 _reflns_number_total 9458 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6nj01052k2.cif _cod_data_source_block 260429_y_0m _cod_database_code 7064411 _shelx_shelxl_version_number 2025/1 _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. ; _olex2_refinement_description ; 1. Twinned data refinement Scales: 1.02(8) -0.02(8) 2. Fixed Uiso At 1.2 times of: All C(H) groups 3.a Aromatic/amide H refined with riding coordinates: C00F(H00F), C00K(H00K), C00L(H00L), C00X(H00X), C017(H017), C01H(H01H), C01O(H01O), C01R(H01R), C01T(H01T), C01V(H01V), C013(H013), C014(H014), C01C(H01C), C01E(H01E), C01I(H01I), C01J(H01J), C01L(H01L), C01M(H01M), C01W(H01W), C01Z(H01Z) ; _shelx_res_file ; TITL 260429_y_0m P 1 c 1 R = 0.06 New:Pca21 260429_y_0m.res created by SHELXL-2025/1 at 09:44:35 on 01-May-2026 CELL 0.71076 14.2801 6.3292 27.955 90 90 90 ZERR 8 0.0013 0.0006 0.002 0 0 0 LATT -1 SYMM -X,-Y,0.5+Z SYMM 0.5-X,+Y,0.5+Z SYMM 0.5+X,-Y,+Z SFAC C H O S UNIT 120 80 8 16 L.S. 5 PLAN 80 TEMP 25 CONF BOND $H fmap 2 acta MORE -1 TWIN -1 0 0 0 -1 0 0 0 -1 2 REM REM REM WGHT 0.034400 BASF -0.01563 FVAR 0.40482 S001 4 0.234176 -0.962609 0.954987 11.00000 0.06199 0.04360 = 0.04376 -0.00757 -0.00136 -0.00209 S007 4 0.347331 -0.798250 0.773929 11.00000 0.10139 0.05368 = 0.05453 -0.01103 0.02216 0.00503 O00E 3 0.250100 -1.027579 0.852624 11.00000 0.11840 0.04502 = 0.05187 -0.01124 0.00705 -0.01293 C00F 1 0.294340 -0.482540 0.822431 11.00000 0.06752 0.04519 = 0.04825 -0.00591 0.00358 0.00877 AFIX 43 H00F 2 0.269279 -0.397716 0.846390 11.00000 -1.20000 AFIX 0 C00G 1 0.256903 -0.794009 1.001953 11.00000 0.03649 0.05145 = 0.04833 -0.00965 -0.00541 0.00426 C00H 1 0.272530 -0.781816 0.913337 11.00000 0.04163 0.04097 = 0.04496 -0.00475 0.00142 -0.00165 C00K 1 0.329322 -0.403797 0.779167 11.00000 0.06953 0.04535 = 0.06502 0.00121 -0.00558 0.00261 AFIX 43 H00K 2 0.331181 -0.260657 0.771713 11.00000 -1.20000 AFIX 0 C00L 1 0.359594 -0.554215 0.749840 11.00000 0.06411 0.06777 = 0.04975 0.00302 0.00629 -0.00178 AFIX 43 H00L 2 0.384553 -0.528571 0.719666 11.00000 -1.20000 AFIX 0 C00R 1 0.300955 -0.696353 0.825638 11.00000 0.04712 0.04488 = 0.04278 -0.00796 0.00126 0.00316 C00V 1 0.241762 -0.859412 1.051686 11.00000 0.04058 0.05712 = 0.04114 -0.00768 -0.00251 0.00781 C00X 1 0.292580 -0.607159 0.985031 11.00000 0.06362 0.05907 = 0.04703 -0.01427 -0.00845 -0.00996 AFIX 43 H00X 2 0.309199 -0.495313 1.004867 11.00000 -1.20000 AFIX 0 C016 1 0.272259 -0.845235 0.863238 11.00000 0.05449 0.04103 = 0.04702 -0.00732 0.00170 0.00547 C017 1 0.301664 -0.600145 0.935401 11.00000 0.05895 0.05345 = 0.05314 -0.00363 -0.00256 -0.01813 AFIX 43 H017 2 0.325123 -0.483915 0.918950 11.00000 -1.20000 AFIX 0 C01H 1 0.220946 -0.986892 1.146813 11.00000 0.06281 0.10243 = 0.04416 0.00350 -0.00032 0.00961 AFIX 43 H01H 2 0.215129 -1.029698 1.178499 11.00000 -1.20000 AFIX 0 C01O 1 0.205697 -1.058556 1.062753 11.00000 0.05837 0.07347 = 0.04867 -0.00530 0.00058 -0.00584 AFIX 43 H01O 2 0.188790 -1.150402 1.038264 11.00000 -1.20000 AFIX 0 C01R 1 0.265995 -0.728002 1.089337 11.00000 0.06637 0.06617 = 0.05072 -0.00924 -0.00873 0.00536 AFIX 43 H01R 2 0.289924 -0.594435 1.082792 11.00000 -1.20000 AFIX 0 C01T 1 0.194910 -1.120359 1.110127 11.00000 0.07484 0.07720 = 0.05507 0.00887 0.00519 -0.00459 AFIX 43 H01T 2 0.169985 -1.252517 1.117151 11.00000 -1.20000 AFIX 0 C01V 1 0.255544 -0.790152 1.136023 11.00000 0.07448 0.09000 = 0.04589 -0.01756 -0.01018 0.00266 AFIX 43 H01V 2 0.272025 -0.698287 1.160584 11.00000 -1.20000 AFIX 0 S003 4 -0.022754 -1.458937 0.545103 11.00000 0.06352 0.04203 = 0.04229 0.00062 -0.00067 -0.00444 S005 4 0.108190 -1.328955 0.723728 11.00000 0.07189 0.05544 = 0.04806 0.00672 -0.01392 0.00208 O00A 3 0.003384 -1.550800 0.646132 11.00000 0.12468 0.03920 = 0.05294 0.00793 -0.01739 -0.00895 C00D 1 0.018606 -1.363829 0.637868 11.00000 0.05530 0.04139 = 0.04234 0.00514 -0.00196 -0.00270 C00U 1 0.012746 -1.284107 0.588749 11.00000 0.04435 0.04178 = 0.04128 0.00543 -0.00224 -0.00123 C00W 1 -0.018341 -1.331906 0.449569 11.00000 0.03964 0.06089 = 0.03846 -0.00025 -0.00015 0.00824 C012 1 0.045785 -1.221831 0.676750 11.00000 0.04950 0.04324 = 0.03940 0.00821 -0.00231 -0.00253 C013 1 0.038173 -1.095693 0.569469 11.00000 0.05975 0.05204 = 0.04311 0.00313 -0.00426 -0.01687 AFIX 43 H013 2 0.059708 -0.981864 0.587401 11.00000 -1.20000 AFIX 0 C014 1 -0.053777 -1.524876 0.436217 11.00000 0.06014 0.06374 = 0.04376 -0.00027 -0.00163 -0.00676 AFIX 43 H014 2 -0.070669 -1.621648 0.459717 11.00000 -1.20000 AFIX 0 C018 1 -0.003644 -1.276641 0.500509 11.00000 0.03536 0.05273 = 0.03927 0.00568 0.00145 0.00024 C01C 1 0.028389 -1.091559 0.519489 11.00000 0.06300 0.04877 = 0.04571 0.01187 0.00029 -0.01509 AFIX 43 H01C 2 0.042446 -0.973538 0.501018 11.00000 -1.20000 AFIX 0 C01E 1 -0.041558 -1.434641 0.353848 11.00000 0.07255 0.10738 = 0.04373 -0.01294 0.00186 -0.00036 AFIX 43 H01E 2 -0.050020 -1.468435 0.321762 11.00000 -1.20000 AFIX 0 C01I 1 0.029001 -1.012591 0.684391 11.00000 0.06521 0.03879 = 0.05076 0.00619 -0.00412 -0.00210 AFIX 43 H01I 2 -0.003599 -0.927196 0.663046 11.00000 -1.20000 AFIX 0 C01J 1 0.006101 -1.188580 0.414181 11.00000 0.06555 0.06951 = 0.04224 0.00235 0.00342 -0.00018 AFIX 43 H01J 2 0.030426 -1.057474 0.422622 11.00000 -1.20000 AFIX 0 C01L 1 0.112186 -1.092692 0.752500 11.00000 0.07937 0.07126 = 0.04237 -0.00167 -0.00506 -0.02127 AFIX 43 H01L 2 0.142264 -1.070752 0.781586 11.00000 -1.20000 AFIX 0 C01M 1 -0.005493 -1.239482 0.366259 11.00000 0.08366 0.09777 = 0.03869 0.00549 0.01084 0.00176 AFIX 43 H01M 2 0.010902 -1.142879 0.342631 11.00000 -1.20000 AFIX 0 C01W 1 -0.064917 -1.578565 0.388408 11.00000 0.06733 0.08564 = 0.06462 -0.01875 -0.00986 -0.00670 AFIX 43 H01W 2 -0.087988 -1.710799 0.379950 11.00000 -1.20000 AFIX 0 C01Z 1 0.066027 -0.939483 0.727809 11.00000 0.08909 0.04708 = 0.05167 -0.00917 0.00361 -0.01217 AFIX 43 H01Z 2 0.059708 -0.801170 0.738566 11.00000 -1.20000 AFIX 0 HKLF 4 1 0 0 1 0 -1 0 1 0 0 REM 260429_y_0m P 1 c 1 R = 0.06 New:Pca21 REM wR2 = 0.1092, GooF = S = 1.036, Restrained GooF = 1.036 for all data REM R1 = 0.0513 for 4699 Fo > 4sig(Fo) and 0.1461 for all 9458 data REM 326 parameters refined using 1 restraints END WGHT 0.0384 0.1354 REM Highest difference peak 0.182, deepest hole -0.281, 1-sigma level 0.046 Q1 1 -0.0296 -1.6140 0.3092 11.00000 0.05 0.18 Q2 1 0.2804 -0.7846 0.7633 11.00000 0.05 0.17 Q3 1 0.2445 -1.1953 1.0440 11.00000 0.05 0.16 Q4 1 0.3057 -1.0352 0.8657 11.00000 0.05 0.16 Q5 1 0.1351 -0.7407 1.1083 11.00000 0.05 0.16 Q6 1 0.2705 -0.5925 0.8206 11.00000 0.05 0.16 Q7 1 0.0536 -1.5897 0.5312 11.00000 0.05 0.16 Q8 1 -0.0150 -1.6927 0.4536 11.00000 0.05 0.16 Q9 1 0.1872 -1.4194 1.1095 11.00000 0.05 0.16 Q10 1 0.3222 -1.0592 0.9514 11.00000 0.05 0.15 Q11 1 0.2157 -0.3616 0.9906 11.00000 0.05 0.15 Q12 1 0.3214 -0.8970 1.1908 11.00000 0.05 0.15 Q13 1 0.3478 -0.4497 1.0421 11.00000 0.05 0.15 Q14 1 0.1167 -0.7577 0.7233 11.00000 0.05 0.15 Q15 1 0.2803 -0.3060 0.7199 11.00000 0.05 0.14 Q16 1 0.3681 -0.2651 0.8202 11.00000 0.05 0.14 Q17 1 0.2931 -1.1571 0.9105 11.00000 0.05 0.14 Q18 1 0.2512 -0.8126 1.0282 11.00000 0.05 0.14 Q19 1 0.0915 -0.9124 0.4268 11.00000 0.05 0.14 Q20 1 0.0042 -1.3151 0.7196 11.00000 0.05 0.14 Q21 1 0.4128 -0.6743 0.9105 11.00000 0.05 0.14 Q22 1 0.0373 -0.9456 0.3077 11.00000 0.05 0.14 Q23 1 -0.0085 -1.3041 0.4708 11.00000 0.05 0.14 Q24 1 -0.0464 -0.7197 0.6937 11.00000 0.05 0.14 Q25 1 0.2909 -1.0080 1.1975 11.00000 0.05 0.14 Q26 1 -0.0064 -1.6706 0.2768 11.00000 0.05 0.14 Q27 1 0.1403 -0.9680 0.9784 11.00000 0.05 0.14 Q28 1 0.2245 -0.7694 1.0014 11.00000 0.05 0.14 Q29 1 0.2211 -0.9439 0.7928 11.00000 0.05 0.13 Q30 1 -0.0324 -1.2520 0.4985 11.00000 0.05 0.13 Q31 1 0.2536 -0.2508 0.7490 11.00000 0.05 0.13 Q32 1 0.0633 -1.3340 0.3196 11.00000 0.05 0.13 Q33 1 0.2760 -0.1752 0.7761 11.00000 0.05 0.13 Q34 1 0.0762 -1.6078 0.6395 11.00000 0.05 0.13 Q35 1 0.2676 -0.2524 0.9975 11.00000 0.05 0.13 Q36 1 0.3357 -0.7416 1.1999 11.00000 0.05 0.13 Q37 1 0.4519 -0.5162 0.7783 11.00000 0.05 0.13 Q38 1 -0.0517 -0.9822 0.6811 11.00000 0.05 0.13 Q39 1 0.3619 -0.4806 0.9101 11.00000 0.05 0.13 Q40 1 0.1972 -0.5284 0.8234 11.00000 0.05 0.13 Q41 1 0.0719 -1.4164 0.4815 11.00000 0.05 0.13 Q42 1 0.0233 -0.7007 0.7373 11.00000 0.05 0.13 Q43 1 0.4757 -0.8389 0.7835 11.00000 0.05 0.13 Q44 1 -0.1537 -1.5486 0.5387 11.00000 0.05 0.13 Q45 1 0.1609 -0.5981 1.0587 11.00000 0.05 0.13 Q46 1 0.0500 -1.2500 0.7996 11.00000 0.05 0.13 Q47 1 -0.0308 -1.1249 0.5142 11.00000 0.05 0.13 Q48 1 -0.0341 -0.9072 0.6314 11.00000 0.05 0.13 Q49 1 0.1097 -0.8048 0.5896 11.00000 0.05 0.13 Q50 1 0.2641 -0.5503 0.7511 11.00000 0.05 0.13 Q51 1 0.1239 -0.9015 1.1195 11.00000 0.05 0.13 Q52 1 0.3118 -0.2709 0.9594 11.00000 0.05 0.13 Q53 1 0.0328 -0.5960 0.7107 11.00000 0.05 0.13 Q54 1 0.4174 -0.5562 0.6997 11.00000 0.05 0.13 Q55 1 0.2865 -0.3230 1.0893 11.00000 0.05 0.13 Q56 1 0.1871 -0.7611 0.9103 11.00000 0.05 0.13 Q57 1 0.2509 -0.3164 0.9124 11.00000 0.05 0.13 Q58 1 0.0258 -1.5431 0.6777 11.00000 0.05 0.13 Q59 1 0.3047 -0.7288 0.9325 11.00000 0.05 0.13 Q60 1 -0.0162 -1.5555 0.5488 11.00000 0.05 0.13 Q61 1 0.2720 -0.5713 1.2205 11.00000 0.05 0.13 Q62 1 0.2587 -0.3214 0.8220 11.00000 0.05 0.13 Q63 1 0.3377 -0.1955 0.9396 11.00000 0.05 0.13 Q64 1 0.4396 -0.6256 0.9991 11.00000 0.05 0.12 Q65 1 0.2315 -0.3881 0.8760 11.00000 0.05 0.12 Q66 1 0.1076 -1.0184 0.5932 11.00000 0.05 0.12 Q67 1 0.2514 -1.1388 1.1995 11.00000 0.05 0.12 Q68 1 0.0114 -1.7312 0.2988 11.00000 0.05 0.12 Q69 1 -0.0333 -1.0963 0.3321 11.00000 0.05 0.12 Q70 1 0.0097 -0.7983 0.4716 11.00000 0.05 0.12 Q71 1 -0.1489 -1.4222 0.3819 11.00000 0.05 0.12 Q72 1 0.1051 -1.2006 1.1290 11.00000 0.05 0.12 Q73 1 0.4709 -0.5776 0.7392 11.00000 0.05 0.12 Q74 1 0.0486 -1.7491 0.4495 11.00000 0.05 0.12 Q75 1 0.0189 -0.9703 0.6114 11.00000 0.05 0.12 Q76 1 0.2104 -1.2988 1.1897 11.00000 0.05 0.12 Q77 1 0.4320 -0.6460 0.7178 11.00000 0.05 0.12 Q78 1 0.1680 -0.7114 0.8692 11.00000 0.05 0.12 Q79 1 0.1598 -1.1680 0.4984 11.00000 0.05 0.12 Q80 1 0.1927 -1.4299 0.7144 11.00000 0.05 0.12 ; _shelx_res_checksum 83047 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, -y, z' 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 S001 S 0.23418(7) -0.96261(16) 0.95499(3) 0.0498(3) Uani 1 1 d . . . . . S007 S 0.34733(9) -0.79825(17) 0.77393(4) 0.0699(3) Uani 1 1 d . . . . . O00E O 0.2501(3) -1.0276(5) 0.85262(12) 0.0718(10) Uani 1 1 d . . . . . C00F C 0.2943(3) -0.4825(6) 0.82243(16) 0.0537(11) Uani 1 1 d . . . . . H00F H 0.269279 -0.397716 0.846390 0.064 Uiso 1 1 calc R U . . . C00G C 0.2569(2) -0.7940(6) 1.00195(13) 0.0454(9) Uani 1 1 d . . . . . C00H C 0.2725(2) -0.7818(6) 0.91334(12) 0.0425(8) Uani 1 1 d . . . . . C00K C 0.3293(3) -0.4038(7) 0.77917(16) 0.0600(10) Uani 1 1 d . . . . . H00K H 0.331181 -0.260657 0.771713 0.072 Uiso 1 1 calc R U . . . C00L C 0.3596(3) -0.5542(7) 0.74984(16) 0.0605(11) Uani 1 1 d . . . . . H00L H 0.384553 -0.528571 0.719666 0.073 Uiso 1 1 calc R U . . . C00R C 0.3010(3) -0.6964(6) 0.82564(12) 0.0449(8) Uani 1 1 d . . . . . C00V C 0.2418(2) -0.8594(7) 1.05169(13) 0.0463(9) Uani 1 1 d . . . . . C00X C 0.2926(3) -0.6072(7) 0.98503(13) 0.0566(10) Uani 1 1 d . . . . . H00X H 0.309199 -0.495313 1.004867 0.068 Uiso 1 1 calc R U . . . C016 C 0.2723(3) -0.8452(6) 0.86324(14) 0.0475(9) Uani 1 1 d . . . . . C017 C 0.3017(3) -0.6001(7) 0.93540(14) 0.0552(10) Uani 1 1 d . . . . . H017 H 0.325123 -0.483915 0.918950 0.066 Uiso 1 1 calc R U . . . C01H C 0.2209(3) -0.9869(9) 1.1468(2) 0.0698(14) Uani 1 1 d . . . . . H01H H 0.215129 -1.029698 1.178499 0.084 Uiso 1 1 calc R U . . . C01O C 0.2057(3) -1.0586(8) 1.06275(15) 0.0602(12) Uani 1 1 d . . . . . H01O H 0.188790 -1.150402 1.038264 0.072 Uiso 1 1 calc R U . . . C01R C 0.2660(3) -0.7280(7) 1.08934(13) 0.0611(11) Uani 1 1 d . . . . . H01R H 0.289924 -0.594435 1.082792 0.073 Uiso 1 1 calc R U . . . C01T C 0.1949(3) -1.1204(8) 1.11013(15) 0.0690(12) Uani 1 1 d . . . . . H01T H 0.169985 -1.252517 1.117151 0.083 Uiso 1 1 calc R U . . . C01V C 0.2555(3) -0.7902(8) 1.13602(15) 0.0701(13) Uani 1 1 d . . . . . H01V H 0.272025 -0.698287 1.160584 0.084 Uiso 1 1 calc R U . . . S003 S -0.02275(7) -1.45894(16) 0.54510(3) 0.0493(2) Uani 1 1 d . . . . . S005 S 0.10819(8) -1.32896(16) 0.72373(4) 0.0585(3) Uani 1 1 d . . . . . O00A O 0.0034(2) -1.5508(5) 0.64613(12) 0.0723(9) Uani 1 1 d . . . . . C00D C 0.0186(3) -1.3638(6) 0.63787(12) 0.0463(9) Uani 1 1 d . . . . . C00U C 0.0127(2) -1.2841(6) 0.58875(11) 0.0425(8) Uani 1 1 d . . . . . C00W C -0.0183(2) -1.3319(7) 0.44957(13) 0.0463(9) Uani 1 1 d . . . . . C012 C 0.0458(2) -1.2218(5) 0.67675(12) 0.0440(8) Uani 1 1 d . . . . . C013 C 0.0382(3) -1.0957(6) 0.56947(13) 0.0516(10) Uani 1 1 d . . . . . H013 H 0.059708 -0.981864 0.587401 0.062 Uiso 1 1 calc R U . . . C014 C -0.0538(3) -1.5249(7) 0.43622(15) 0.0559(11) Uani 1 1 d . . . . . H014 H -0.070669 -1.621648 0.459717 0.067 Uiso 1 1 calc R U . . . C018 C -0.0036(2) -1.2766(6) 0.50051(11) 0.0425(9) Uani 1 1 d . . . . . C01C C 0.0284(3) -1.0916(6) 0.51949(13) 0.0525(10) Uani 1 1 d . . . . . H01C H 0.042446 -0.973538 0.501018 0.063 Uiso 1 1 calc R U . . . C01E C -0.0416(4) -1.4346(10) 0.35385(18) 0.0746(14) Uani 1 1 d . . . . . H01E H -0.050020 -1.468435 0.321762 0.089 Uiso 1 1 calc R U . . . C01I C 0.0290(3) -1.0126(6) 0.68439(16) 0.0516(11) Uani 1 1 d . . . . . H01I H -0.003599 -0.927196 0.663046 0.062 Uiso 1 1 calc R U . . . C01J C 0.0061(3) -1.1886(7) 0.41418(13) 0.0591(11) Uani 1 1 d . . . . . H01J H 0.030426 -1.057474 0.422622 0.071 Uiso 1 1 calc R U . . . C01L C 0.1122(3) -1.0927(8) 0.75250(15) 0.0643(12) Uani 1 1 d . . . . . H01L H 0.142264 -1.070752 0.781586 0.077 Uiso 1 1 calc R U . . . C01M C -0.0055(3) -1.2395(9) 0.36626(14) 0.0734(14) Uani 1 1 d . . . . . H01M H 0.010902 -1.142879 0.342631 0.088 Uiso 1 1 calc R U . . . C01W C -0.0649(3) -1.5786(9) 0.38841(16) 0.0725(13) Uani 1 1 d . . . . . H01W H -0.087988 -1.710799 0.379950 0.087 Uiso 1 1 calc R U . . . C01Z C 0.0660(3) -0.9395(7) 0.72781(16) 0.0626(11) Uani 1 1 d . . . . . H01Z H 0.059708 -0.801170 0.738566 0.075 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 S001 0.0620(6) 0.0436(5) 0.0438(6) -0.0076(5) -0.0014(5) -0.0021(5) S007 0.1014(9) 0.0537(6) 0.0545(6) -0.0110(6) 0.0222(6) 0.0050(6) O00E 0.118(3) 0.0450(18) 0.052(2) -0.0112(15) 0.0071(18) -0.0129(18) C00F 0.068(3) 0.045(2) 0.048(2) -0.0059(18) 0.004(2) 0.009(2) C00G 0.0365(16) 0.051(2) 0.048(2) -0.0097(18) -0.0054(16) 0.0043(17) C00H 0.0416(19) 0.041(2) 0.0450(19) -0.0047(16) 0.0014(15) -0.0017(17) C00K 0.070(3) 0.045(2) 0.065(3) 0.001(2) -0.006(2) 0.003(2) C00L 0.064(3) 0.068(3) 0.050(3) 0.003(2) 0.0063(19) -0.002(2) C00R 0.0471(19) 0.045(2) 0.0428(19) -0.0080(16) 0.0013(15) 0.0032(17) C00V 0.0406(19) 0.057(2) 0.041(2) -0.0077(19) -0.0025(15) 0.0078(17) C00X 0.064(2) 0.059(3) 0.047(2) -0.014(2) -0.0084(18) -0.010(2) C016 0.054(2) 0.041(2) 0.047(2) -0.0073(17) 0.0017(17) 0.0055(18) C017 0.059(2) 0.053(2) 0.053(2) -0.004(2) -0.0026(18) -0.018(2) C01H 0.063(3) 0.102(4) 0.044(3) 0.004(2) 0.000(2) 0.010(3) C01O 0.058(2) 0.073(3) 0.049(3) -0.005(2) 0.001(2) -0.006(2) C01R 0.066(3) 0.066(3) 0.051(2) -0.009(2) -0.0087(19) 0.005(2) C01T 0.075(3) 0.077(3) 0.055(3) 0.009(2) 0.005(2) -0.005(3) C01V 0.074(3) 0.090(4) 0.046(2) -0.018(2) -0.010(2) 0.003(3) S003 0.0635(6) 0.0420(5) 0.0423(5) 0.0006(5) -0.0007(5) -0.0044(5) S005 0.0719(6) 0.0554(6) 0.0481(5) 0.0067(5) -0.0139(5) 0.0021(5) O00A 0.125(3) 0.0392(17) 0.0529(19) 0.0079(15) -0.0174(19) -0.0089(18) C00D 0.055(2) 0.041(2) 0.042(2) 0.0051(17) -0.0020(16) -0.0027(19) C00U 0.0443(19) 0.042(2) 0.0413(19) 0.0054(16) -0.0022(15) -0.0012(17) C00W 0.0396(18) 0.061(2) 0.0385(19) -0.0002(18) -0.0001(15) 0.0082(17) C012 0.049(2) 0.043(2) 0.0394(19) 0.0082(16) -0.0023(15) -0.0025(17) C013 0.060(2) 0.052(2) 0.043(2) 0.0031(19) -0.0043(17) -0.017(2) C014 0.060(2) 0.064(3) 0.044(2) 0.000(2) -0.0016(19) -0.007(2) C018 0.0354(16) 0.053(2) 0.0393(18) 0.0057(17) 0.0015(15) 0.0002(17) C01C 0.063(2) 0.049(2) 0.046(2) 0.0119(19) 0.0003(18) -0.015(2) C01E 0.073(3) 0.107(4) 0.044(3) -0.013(3) 0.002(2) 0.000(3) C01I 0.065(3) 0.039(2) 0.051(3) 0.0062(16) -0.004(2) -0.0021(18) C01J 0.066(3) 0.070(3) 0.042(2) 0.002(2) 0.0034(18) 0.000(2) C01L 0.079(3) 0.071(3) 0.042(2) -0.002(2) -0.005(2) -0.021(3) C01M 0.084(3) 0.098(4) 0.039(2) 0.005(2) 0.011(2) 0.002(3) C01W 0.067(3) 0.086(4) 0.065(3) -0.019(3) -0.010(2) -0.007(3) C01Z 0.089(3) 0.047(2) 0.052(2) -0.009(2) 0.004(2) -0.012(2) 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' O O 0.0106 0.0060 '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' 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 C00H S001 C00G 92.51(18) . . ? C00L S007 C00R 91.8(2) . . ? C00K C00F H00F 123.6 . . ? C00R C00F H00F 123.6 . . ? C00R C00F C00K 112.7(4) . . ? C00V C00G S001 121.3(3) . . ? C00X C00G S001 109.9(3) . . ? C00X C00G C00V 128.7(3) . . ? C016 C00H S001 117.8(3) . . ? C017 C00H S001 110.5(3) . . ? C017 C00H C016 131.7(4) . . ? C00F C00K H00K 123.4 . . ? C00L C00K C00F 113.2(4) . . ? C00L C00K H00K 123.4 . . ? S007 C00L H00L 124.0 . . ? C00K C00L S007 112.0(4) . . ? C00K C00L H00L 124.0 . . ? C00F C00R S007 110.2(3) . . ? C00F C00R C016 131.8(4) . . ? C016 C00R S007 118.0(3) . . ? C01O C00V C00G 121.3(3) . . ? C01R C00V C00G 120.9(4) . . ? C01R C00V C01O 117.8(4) . . ? C00G C00X H00X 123.1 . . ? C00G C00X C017 113.9(4) . . ? C017 C00X H00X 123.0 . . ? O00E C016 C00H 119.3(4) . . ? O00E C016 C00R 120.0(4) . . ? C00H C016 C00R 120.7(3) . . ? C00H C017 C00X 113.2(4) . . ? C00H C017 H017 123.4 . . ? C00X C017 H017 123.4 . . ? C01T C01H H01H 120.4 . . ? C01V C01H H01H 120.4 . . ? C01V C01H C01T 119.3(5) . . ? C00V C01O H01O 119.8 . . ? C01T C01O C00V 120.4(4) . . ? C01T C01O H01O 119.8 . . ? C00V C01R H01R 119.2 . . ? C01V C01R C00V 121.6(4) . . ? C01V C01R H01R 119.2 . . ? C01H C01T C01O 120.4(5) . . ? C01H C01T H01T 119.8 . . ? C01O C01T H01T 119.8 . . ? C01H C01V C01R 120.6(4) . . ? C01H C01V H01V 119.7 . . ? C01R C01V H01V 119.7 . . ? C018 S003 C00U 92.05(17) . . ? C01L S005 C012 91.8(2) . . ? O00A C00D C00U 119.9(3) . . ? O00A C00D C012 120.0(3) . . ? C00U C00D C012 120.0(3) . . ? C00D C00U S003 117.3(3) . . ? C013 C00U S003 111.2(3) . . ? C013 C00U C00D 131.2(3) . . ? C014 C00W C018 121.6(4) . . ? C014 C00W C01J 118.7(4) . . ? C01J C00W C018 119.7(4) . . ? C00D C012 S005 117.5(3) . . ? C01I C012 S005 110.7(3) . . ? C01I C012 C00D 131.8(3) . . ? C00U C013 H013 123.7 . . ? C00U C013 C01C 112.6(4) . . ? C01C C013 H013 123.7 . . ? C00W C014 H014 119.3 . . ? C00W C014 C01W 121.4(4) . . ? C01W C014 H014 119.3 . . ? C00W C018 S003 121.0(3) . . ? C01C C018 S003 110.3(3) . . ? C01C C018 C00W 128.6(3) . . ? C013 C01C H01C 123.1 . . ? C018 C01C C013 113.8(4) . . ? C018 C01C H01C 123.1 . . ? C01M C01E H01E 119.7 . . ? C01W C01E H01E 119.7 . . ? C01W C01E C01M 120.5(5) . . ? C012 C01I H01I 123.5 . . ? C012 C01I C01Z 113.0(4) . . ? C01Z C01I H01I 123.5 . . ? C00W C01J H01J 119.8 . . ? C00W C01J C01M 120.4(4) . . ? C01M C01J H01J 119.8 . . ? S005 C01L H01L 124.1 . . ? C01Z C01L S005 111.8(3) . . ? C01Z C01L H01L 124.1 . . ? C01E C01M C01J 119.6(5) . . ? C01E C01M H01M 120.2 . . ? C01J C01M H01M 120.2 . . ? C014 C01W H01W 120.4 . . ? C01E C01W C014 119.2(5) . . ? C01E C01W H01W 120.4 . . ? C01I C01Z H01Z 123.6 . . ? C01L C01Z C01I 112.7(4) . . ? C01L C01Z H01Z 123.6 . . ? 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 S001 C00G 1.723(4) . ? S001 C00H 1.722(4) . ? S007 C00L 1.694(5) . ? S007 C00R 1.716(4) . ? O00E C016 1.233(5) . ? C00F H00F 0.9300 . ? C00F C00K 1.400(6) . ? C00F C00R 1.360(5) . ? C00G C00V 1.467(5) . ? C00G C00X 1.372(6) . ? C00H C016 1.457(5) . ? C00H C017 1.370(5) . ? C00K H00K 0.9300 . ? C00K C00L 1.329(6) . ? C00L H00L 0.9300 . ? C00R C016 1.470(5) . ? C00V C01O 1.396(6) . ? C00V C01R 1.385(5) . ? C00X H00X 0.9300 . ? C00X C017 1.394(5) . ? C017 H017 0.9300 . ? C01H H01H 0.9300 . ? C01H C01T 1.380(7) . ? C01H C01V 1.373(7) . ? C01O H01O 0.9300 . ? C01O C01T 1.389(6) . ? C01R H01R 0.9300 . ? C01R C01V 1.371(6) . ? C01T H01T 0.9300 . ? C01V H01V 0.9300 . ? S003 C00U 1.723(4) . ? S003 C018 1.720(4) . ? S005 C012 1.726(3) . ? S005 C01L 1.699(5) . ? O00A C00D 1.225(4) . ? C00D C00U 1.465(4) . ? C00D C012 1.463(5) . ? C00U C013 1.358(5) . ? C00W C014 1.374(6) . ? C00W C018 1.481(5) . ? C00W C01J 1.387(5) . ? C012 C01I 1.363(5) . ? C013 H013 0.9300 . ? C013 C01C 1.404(5) . ? C014 H014 0.9300 . ? C014 C01W 1.388(6) . ? C018 C01C 1.365(5) . ? C01C H01C 0.9300 . ? C01E H01E 0.9300 . ? C01E C01M 1.383(8) . ? C01E C01W 1.369(7) . ? C01I H01I 0.9300 . ? C01I C01Z 1.402(6) . ? C01J H01J 0.9300 . ? C01J C01M 1.388(5) . ? C01L H01L 0.9300 . ? C01L C01Z 1.361(6) . ? C01M H01M 0.9300 . ? C01W H01W 0.9300 . ? C01Z H01Z 0.9300 . ? 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 S001 C00G C00V C01O -1.9(5) . . . . ? S001 C00G C00V C01R 175.7(3) . . . . ? S001 C00G C00X C017 -0.2(5) . . . . ? S001 C00H C016 O00E -4.1(5) . . . . ? S001 C00H C016 C00R 177.9(3) . . . . ? S001 C00H C017 C00X -0.3(5) . . . . ? S007 C00R C016 O00E -25.6(5) . . . . ? S007 C00R C016 C00H 152.4(3) . . . . ? C00F C00K C00L S007 -0.4(5) . . . . ? C00F C00R C016 O00E 151.0(5) . . . . ? C00F C00R C016 C00H -31.0(6) . . . . ? C00G S001 C00H C016 178.0(3) . . . . ? C00G S001 C00H C017 0.2(3) . . . . ? C00G C00V C01O C01T 177.8(4) . . . . ? C00G C00V C01R C01V -177.5(4) . . . . ? C00G C00X C017 C00H 0.3(6) . . . . ? C00H S001 C00G C00V -177.6(3) . . . . ? C00H S001 C00G C00X 0.0(3) . . . . ? C00K C00F C00R S007 -1.9(5) . . . . ? C00K C00F C00R C016 -178.7(4) . . . . ? C00L S007 C00R C00F 1.4(3) . . . . ? C00L S007 C00R C016 178.8(3) . . . . ? C00R S007 C00L C00K -0.6(4) . . . . ? C00R C00F C00K C00L 1.5(6) . . . . ? C00V C00G C00X C017 177.2(4) . . . . ? C00V C01O C01T C01H -0.9(7) . . . . ? C00V C01R C01V C01H 0.4(7) . . . . ? C00X C00G C00V C01O -179.0(4) . . . . ? C00X C00G C00V C01R -1.4(6) . . . . ? C016 C00H C017 C00X -177.8(4) . . . . ? C017 C00H C016 O00E 173.2(4) . . . . ? C017 C00H C016 C00R -4.8(6) . . . . ? C01O C00V C01R C01V 0.3(6) . . . . ? C01R C00V C01O C01T 0.0(6) . . . . ? C01T C01H C01V C01R -1.3(7) . . . . ? C01V C01H C01T C01O 1.6(7) . . . . ? S003 C00U C013 C01C 0.4(4) . . . . ? S003 C018 C01C C013 0.4(4) . . . . ? S005 C012 C01I C01Z -0.1(5) . . . . ? S005 C01L C01Z C01I -1.6(5) . . . . ? O00A C00D C00U S003 3.8(5) . . . . ? O00A C00D C00U C013 -169.8(4) . . . . ? O00A C00D C012 S005 30.5(5) . . . . ? O00A C00D C012 C01I -147.5(4) . . . . ? C00D C00U C013 C01C 174.4(4) . . . . ? C00D C012 C01I C01Z 178.0(4) . . . . ? C00U S003 C018 C00W 177.6(3) . . . . ? C00U S003 C018 C01C -0.1(3) . . . . ? C00U C00D C012 S005 -147.4(3) . . . . ? C00U C00D C012 C01I 34.6(6) . . . . ? C00U C013 C01C C018 -0.5(5) . . . . ? C00W C014 C01W C01E -1.1(7) . . . . ? C00W C018 C01C C013 -177.1(3) . . . . ? C00W C01J C01M C01E -0.1(7) . . . . ? C012 S005 C01L C01Z 1.3(4) . . . . ? C012 C00D C00U S003 -178.3(3) . . . . ? C012 C00D C00U C013 8.1(6) . . . . ? C012 C01I C01Z C01L 1.1(6) . . . . ? C014 C00W C018 S003 4.6(5) . . . . ? C014 C00W C018 C01C -178.2(4) . . . . ? C014 C00W C01J C01M 0.3(6) . . . . ? C018 S003 C00U C00D -175.1(3) . . . . ? C018 S003 C00U C013 -0.2(3) . . . . ? C018 C00W C014 C01W -178.1(4) . . . . ? C018 C00W C01J C01M 178.7(4) . . . . ? C01J C00W C014 C01W 0.3(6) . . . . ? C01J C00W C018 S003 -173.9(3) . . . . ? C01J C00W C018 C01C 3.4(5) . . . . ? C01L S005 C012 C00D -179.1(3) . . . . ? C01L S005 C012 C01I -0.7(3) . . . . ? C01M C01E C01W C014 1.3(8) . . . . ? C01W C01E C01M C01J -0.7(8) . . . . ? loop_ _twin_individual_id _twin_individual_mass_fraction_refined 1 1.02(8) 2 -0.02(8)