#------------------------------------------------------------------------------ #$Date: 2021-01-04 20:15:07 +0200 (Mon, 04 Jan 2021) $ #$Revision: 260467 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/77/7127750.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_7127750 loop_ _publ_author_name 'Ke, Hua' 'Hu, Fen' 'Meng, Lingyi' 'Chen, Qi-Hua' 'Lai, Qian-Sheng' 'Li, Ze-Chen' 'Huang, Ze-Long' 'Liao, Jian-Zhen' 'Qiu, Jian-Ding' 'Lu, Can-Zhong' _publ_section_title ; Ultrastable radical-doped coordination compounds with antimicrobial activity against antibiotic-resistant bacteria. ; _journal_issue 92 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 14353 _journal_page_last 14356 _journal_paper_doi 10.1039/d0cc06379g _journal_volume 56 _journal_year 2020 _chemical_formula_moiety 'C18 H16 Ca N2 O12 S2' _chemical_formula_sum 'C18 H16 Ca N2 O12 S2' _chemical_formula_weight 556.53 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary iterative _audit_creation_date 2019-12-18 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2020-09-18 deposited with the CCDC. 2020-10-23 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 108.766(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 8.8177(3) _cell_length_b 28.7454(7) _cell_length_c 8.9688(3) _cell_measurement_reflns_used 6370 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 74.4790 _cell_measurement_theta_min 5.4270 _cell_volume 2152.46(12) _computing_cell_refinement 'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)' _computing_data_collection 'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)' _computing_data_reduction 'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'olex2.solve (Bourhis et al., 2015)' _diffrn_ambient_temperature 293(2) _diffrn_detector 'Image Plate' _diffrn_detector_area_resol_mean 10.0000 _diffrn_detector_type 'Rigaku IP' _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.961 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w 25.00 117.00 0.50 0.14 -- 47.20 77.00-150.00 184 2 \w 36.00 114.00 0.50 0.14 -- 47.20 37.00-180.00 156 3 \w 34.00 115.00 0.50 0.54 -- 103.25 -45.00 -90.00 162 4 \w 71.00 103.00 0.50 0.54 -- 103.25 -94.00-180.00 64 5 \w 58.00 83.00 0.50 0.54 -- 103.25 -94.00-150.00 50 6 \w 33.00 108.00 0.50 0.54 -- 103.25 -30.00 -90.00 150 7 \w 57.00 88.00 0.50 0.14 -- 47.20-128.00 -32.00 62 8 \w 40.00 65.00 0.50 0.14 -- 47.20-141.00 156.00 50 9 \w 70.00 127.00 0.50 0.54 -- 103.25-141.00 156.00 114 10 \w 36.00 68.00 0.50 0.54 -- 103.25-141.00 156.00 64 11 \w 92.00 146.00 0.50 0.54 -- 103.25 45.00 120.00 108 12 \w 92.00 175.00 0.50 0.54 -- 103.25 125.00 150.00 166 13 \w -75.00 -50.00 0.50 0.14 -- -47.20 128.00 42.00 50 14 \w -129.00 -37.00 0.50 0.54 -- -101.00 141.00-146.00 184 15 \w -170.00-145.00 0.50 0.54 -- -101.00 -61.00 60.00 50 16 \w -128.00 -87.00 0.50 0.54 -- -101.00 -61.00 60.00 82 17 \w -110.00 -69.00 0.50 0.14 -- -47.20-128.00 -32.00 82 18 \w -119.00 -62.00 0.50 0.14 -- -47.20-141.00 156.00 114 19 \w -119.00 -94.00 0.50 0.54 -- -101.00-128.00 -32.00 50 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Rigaku R-AXIS SPIDER IP' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0105984000 _diffrn_orient_matrix_UB_12 -0.0533312000 _diffrn_orient_matrix_UB_13 -0.0167674000 _diffrn_orient_matrix_UB_21 0.0187121000 _diffrn_orient_matrix_UB_22 -0.0044481000 _diffrn_orient_matrix_UB_23 0.1761873000 _diffrn_orient_matrix_UB_31 -0.1833088000 _diffrn_orient_matrix_UB_32 0.0026488000 _diffrn_orient_matrix_UB_33 -0.0397686000 _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0526 _diffrn_reflns_av_unetI/netI 0.0465 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.961 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 14444 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.961 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 75.173 _diffrn_reflns_theta_min 3.075 _diffrn_source 'sealed X-ray tube' _diffrn_source_target Mo _diffrn_source_type 'PhotonJet R (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 4.992 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.52326 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.717 _exptl_crystal_description plate _exptl_crystal_F_000 1144 _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.767 _refine_diff_density_min -0.587 _refine_diff_density_rms 0.110 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 328 _refine_ls_number_reflns 4269 _refine_ls_number_restraints 8 _refine_ls_restrained_S_all 1.071 _refine_ls_R_factor_all 0.0680 _refine_ls_R_factor_gt 0.0583 _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^)+(0.0939P)^2^+2.7242P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1550 _refine_ls_wR_factor_ref 0.1681 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3708 _reflns_number_total 4269 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0cc06379g2.cif _cod_data_source_block Compound-2 _cod_original_cell_volume 2152.46(11) _cod_database_code 7127750 _shelx_shelxl_version_number 2018/3 _chemical_oxdiff_formula 'C H N O S Ca' _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_max 0.635 _shelx_estimated_absorpt_t_min 0.521 _diffrn_oxdiff_digest_frames ; 014f5038d5fee4f352013a4eceee72670900047456d ; _diffrn_oxdiff_digest_hkl ; 011589064a3bff358061f43697dade13caaf20 ; _reflns_odcompleteness_completeness 99.92 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All O(H,H) groups 2. Restrained distances O12-H12A = O12-H12B 0.85 with sigma of 0.02 O11-H11A = O11-H11B 0.85 with sigma of 0.02 H12A-H12B 1.34 with sigma of 0.04 H11A-H11B 1.34 with sigma of 0.04 Ca1-H12A \\sim Ca1-H12B with sigma of 0.02 Ca1-H11A \\sim Ca1-H11B with sigma of 0.02 3.a Secondary CH2 refined with riding coordinates: C2(H2A,H2B), C10(H10A,H10B), C1(H1A,H1B), C11(H11C,H11D) 3.b Aromatic/amide H refined with riding coordinates: C17(H17), C8(H8), C18(H18), C9(H9) ; _shelx_res_file ; TITL cqh-20191028-21.3_a.res in P2(1)/n cqh-20191028-21.3.res created by SHELXL-2018/3 at 09:54:46 on 18-Dec-2019 REM Old TITL CQH-20191028-21 in P2(1)/m REM SHELXT solution in P2(1)/n: R1 0.153, Rweak 0.153, Alpha 0.048 REM 1.541 for 74 systematic absences, Orientation as input REM Formula found by SHELXT: C11 N1 O8 S2 Ca CELL 1.54184 8.817671 28.745416 8.968832 90 108.7662 90 ZERR 4 0.00025 0.000747 0.000285 0 0.0034 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H Ca N O S UNIT 72 64 4 8 48 8 DFIX 0.85 O12 H12a O12 H12b DFIX 0.85 O11 H11a O11 H11b SADI Ca1 H12a Ca1 H12b SADI Ca1 H11a Ca1 H11b DANG 1.34 H12a H12b DANG 1.34 H11a H11b L.S. 24 PLAN 50 SIZE 0.15 0.12 0.1 MORE -1 BOND $H CONF fmap 2 acta OMIT -1 13 9 OMIT 7 15 4 REM REM REM WGHT 0.093900 2.724200 FVAR 4.85037 CA1 3 0.559156 0.754009 0.254094 11.00000 0.03242 0.03000 = 0.02852 0.00105 0.00545 0.00349 S1 6 0.804406 0.658792 0.495711 11.00000 0.03293 0.02558 = 0.02893 0.00186 0.00901 0.00060 S2 6 0.144140 0.719692 0.148212 11.00000 0.03511 0.03366 = 0.04393 0.00778 0.01554 -0.00089 O2 5 0.854713 0.620529 0.419746 11.00000 0.04486 0.03671 = 0.03732 -0.00402 0.01462 0.00216 O5 5 0.666025 0.517083 0.614784 11.00000 0.05603 0.05571 = 0.03524 -0.00121 0.02452 -0.00235 O4 5 0.701304 0.630770 0.973918 11.00000 0.06263 0.03402 = 0.05858 -0.00399 0.02852 -0.00752 O3 5 0.938929 0.682521 0.606491 11.00000 0.05214 0.04679 = 0.04978 -0.01080 0.01420 -0.02067 O6 5 0.306110 0.730118 0.241616 11.00000 0.04566 0.06401 = 0.05534 0.00477 0.00692 -0.01913 O1 5 0.697609 0.690559 0.384262 11.00000 0.06624 0.05317 = 0.04738 0.02342 0.02268 0.02469 O10 5 0.283621 0.620001 0.575749 11.00000 0.05312 0.04582 = 0.05911 -0.00246 0.01267 -0.01629 O12 5 0.787440 0.790844 0.219681 11.00000 0.05237 0.05929 = 0.07553 0.01748 0.03454 0.00894 H12A 2 0.784695 0.818801 0.187087 11.00000 -1.50000 H12B 2 0.853083 0.776955 0.184396 11.00000 -1.50000 O9 5 0.021454 0.563848 0.088141 11.00000 0.09049 0.05620 = 0.03661 0.01178 0.02778 -0.00001 N2 4 0.153884 0.591610 0.332642 11.00000 0.04248 0.03515 = 0.04290 0.01027 0.01884 0.00338 N1 4 0.692169 0.572878 0.800946 11.00000 0.03616 0.03568 = 0.03466 0.00430 0.01401 -0.00084 O7 5 0.133784 0.705069 -0.009031 11.00000 0.08440 0.06165 = 0.03116 0.00964 0.01367 -0.00963 O8 5 0.034570 0.756792 0.145640 11.00000 0.07520 0.04754 = 0.15380 0.03029 0.07081 0.01991 C13 1 0.129634 0.552067 0.565309 11.00000 0.03280 0.03074 = 0.03253 0.00061 0.00981 0.00194 C2 1 0.790144 0.601324 0.728590 11.00000 0.03045 0.04353 = 0.03837 0.01228 0.01326 0.00239 AFIX 23 H2A 2 0.846344 0.580888 0.678028 11.00000 -1.20000 H2B 2 0.869681 0.618374 0.810571 11.00000 -1.20000 AFIX 0 C7 1 0.640984 0.529452 0.734985 11.00000 0.03437 0.03963 = 0.03339 0.00392 0.01193 0.00352 C4 1 0.583970 0.560047 1.018179 11.00000 0.03065 0.03195 = 0.03290 0.00023 0.00964 -0.00057 C17 1 0.163099 0.549465 0.725815 11.00000 0.03937 0.03940 = 0.02935 -0.00114 0.00464 0.00120 AFIX 43 H17 2 0.226764 0.572123 0.790291 11.00000 -1.20000 AFIX 0 C3 1 0.662777 0.591312 0.932600 11.00000 0.03405 0.03615 = 0.03647 0.00223 0.01005 0.00150 C12 1 0.195520 0.590629 0.496093 11.00000 0.03807 0.03393 = 0.04968 0.00569 0.01687 0.00304 O11 5 0.537268 0.708540 0.033619 11.00000 0.13030 0.10630 = 0.04648 -0.03113 -0.01001 0.06578 H11A 2 0.611264 0.691625 0.018926 11.00000 -1.50000 H11B 2 0.476223 0.713038 -0.059416 11.00000 -1.50000 C8 1 0.560565 0.574650 1.155326 11.00000 0.04615 0.03530 = 0.03614 -0.00796 0.01337 -0.00594 AFIX 43 H8 2 0.591714 0.604394 1.193871 11.00000 -1.20000 AFIX 0 C16 1 0.054489 0.559522 0.230049 11.00000 0.04713 0.03922 = 0.03742 0.00815 0.01849 0.00765 C10 1 0.087300 0.671647 0.239598 11.00000 0.03751 0.04143 = 0.04248 0.01179 0.01826 -0.00027 AFIX 23 H10A 2 0.081081 0.680944 0.341436 11.00000 -1.20000 H10B 2 -0.017973 0.661040 0.175674 11.00000 -1.20000 AFIX 0 C1 1 0.689554 0.635442 0.608061 11.00000 0.03419 0.03704 = 0.03974 0.00773 0.01442 0.00139 AFIX 23 H1A 2 0.653448 0.660396 0.661225 11.00000 -1.20000 H1B 2 0.595912 0.619731 0.538911 11.00000 -1.20000 AFIX 0 C11 1 0.206989 0.632100 0.261178 11.00000 0.04884 0.03846 = 0.06088 0.01476 0.03095 0.00399 AFIX 23 H11C 2 0.216103 0.623400 0.159910 11.00000 -1.20000 H11D 2 0.311531 0.642217 0.328523 11.00000 -1.20000 AFIX 0 C5 1 0.536881 0.514946 0.958975 11.00000 0.02919 0.03243 = 0.02840 0.00028 0.00966 0.00038 C14 1 0.030025 0.518298 0.465770 11.00000 0.03112 0.03024 = 0.02978 0.00388 0.00922 0.00666 C6 1 0.559108 0.498972 0.818760 11.00000 0.03175 0.03693 = 0.02690 0.00139 0.00954 0.00088 C15 1 -0.008137 0.520662 0.301563 11.00000 0.03499 0.03562 = 0.02732 0.00845 0.01071 0.00750 C18 1 0.102101 0.512987 0.792879 11.00000 0.04142 0.04209 = 0.02840 0.00189 0.00738 0.00694 AFIX 43 H18 2 0.125197 0.511521 0.901514 11.00000 -1.20000 AFIX 0 C9 1 0.489771 0.544619 1.236622 11.00000 0.04977 0.04209 = 0.03076 -0.00748 0.01822 -0.00267 AFIX 43 H9 2 0.475773 0.554532 1.330035 11.00000 -1.20000 AFIX 0 HKLF 4 REM cqh-20191028-21.3_a.res in P2(1)/n REM wR2 = 0.1681, GooF = S = 1.072, Restrained GooF = 1.071 for all data REM R1 = 0.0583 for 3708 Fo > 4sig(Fo) and 0.0680 for all 4269 data REM 328 parameters refined using 8 restraints END WGHT 0.0939 2.7159 REM Highest difference peak 0.767, deepest hole -0.587, 1-sigma level 0.110 Q1 1 0.1378 0.7577 0.1567 11.00000 0.05 0.77 Q2 1 0.5546 0.7190 0.2557 11.00000 0.05 0.75 Q3 1 0.5565 0.7906 0.2511 11.00000 0.05 0.68 Q4 1 0.1356 0.6848 0.1665 11.00000 0.05 0.63 Q5 1 0.4469 0.7471 0.2355 11.00000 0.05 0.62 Q6 1 0.6677 0.7545 0.2647 11.00000 0.05 0.60 Q7 1 0.2784 0.7058 0.1836 11.00000 0.05 0.57 Q8 1 0.6449 0.7128 0.0424 11.00000 0.05 0.56 Q9 1 0.7974 0.6961 0.4886 11.00000 0.05 0.55 Q10 1 0.7992 0.6222 0.4818 11.00000 0.05 0.53 Q11 1 0.9279 0.6381 0.4921 11.00000 0.05 0.43 Q12 1 0.0411 0.7234 0.1493 11.00000 0.05 0.42 Q13 1 0.0193 0.7050 0.1382 11.00000 0.05 0.38 Q14 1 0.1748 0.6533 0.2452 11.00000 0.05 0.37 Q15 1 0.5596 0.6774 0.0284 11.00000 0.05 0.37 Q16 1 0.0186 0.7657 0.1193 11.00000 0.05 0.36 Q17 1 0.0421 0.7957 0.1643 11.00000 0.05 0.34 Q18 1 0.5401 0.6581 0.0766 11.00000 0.05 0.33 Q19 1 0.7004 0.6531 0.4950 11.00000 0.05 0.33 Q20 1 0.2785 0.6534 0.5633 11.00000 0.05 0.33 Q21 1 0.2917 0.7555 0.2046 11.00000 0.05 0.33 Q22 1 0.2804 0.7433 0.2140 11.00000 0.05 0.33 Q23 1 0.8589 0.6950 0.6078 11.00000 0.05 0.32 Q24 1 0.6143 0.6487 0.9640 11.00000 0.05 0.32 Q25 1 0.8485 0.5885 0.4329 11.00000 0.05 0.32 Q26 1 0.1280 0.5813 0.5383 11.00000 0.05 0.31 Q27 1 0.0097 0.6013 0.0949 11.00000 0.05 0.30 Q28 1 0.9460 0.6522 0.5712 11.00000 0.05 0.30 Q29 1 0.1046 0.5254 0.5121 11.00000 0.05 0.30 Q30 1 0.9749 0.6089 0.4350 11.00000 0.05 0.30 Q31 1 0.2025 0.6221 0.5292 11.00000 0.05 0.29 Q32 1 0.0019 0.5626 0.4815 11.00000 0.05 0.29 Q33 1 0.7280 0.7794 0.1320 11.00000 0.05 0.29 Q34 1 0.7956 0.6154 0.9816 11.00000 0.05 0.28 Q35 1 0.0000 0.5000 0.5000 10.50000 0.05 0.28 Q36 1 0.7051 0.7083 0.4441 11.00000 0.05 0.28 Q37 1 0.5232 0.5502 0.9721 11.00000 0.05 0.28 Q38 1 0.0049 0.7438 0.1044 11.00000 0.05 0.28 Q39 1 0.0325 0.5475 0.5082 11.00000 0.05 0.28 Q40 1 0.5647 0.6168 1.1481 11.00000 0.05 0.28 Q41 1 0.5624 0.6275 0.9060 11.00000 0.05 0.28 Q42 1 0.5933 0.5123 0.7804 11.00000 0.05 0.27 Q43 1 0.3227 0.6000 0.5542 11.00000 0.05 0.27 Q44 1 0.7846 0.7493 0.2173 11.00000 0.05 0.27 Q45 1 0.6406 0.8107 0.1936 11.00000 0.05 0.27 Q46 1 0.1439 0.4991 0.7552 11.00000 0.05 0.27 Q47 1 0.0772 0.6347 0.2269 11.00000 0.05 0.27 Q48 1 0.0599 0.6486 0.1895 11.00000 0.05 0.26 Q49 1 0.1756 0.6180 0.8281 11.00000 0.05 0.26 Q50 1 -0.0241 0.6721 0.2344 11.00000 0.05 0.26 ; _shelx_res_checksum 1699 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.712 _oxdiff_exptl_absorpt_empirical_full_min 0.618 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' 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 Ca1 Ca 0.55916(8) 0.75401(2) 0.25409(8) 0.0314(2) Uani 1 1 d D . . . . S1 S 0.80441(9) 0.65879(3) 0.49571(9) 0.0294(2) Uani 1 1 d . . . . . S2 S 0.14414(10) 0.71969(3) 0.14821(11) 0.0369(2) Uani 1 1 d . . . . . O2 O 0.8547(3) 0.62053(9) 0.4197(3) 0.0393(6) Uani 1 1 d . . . . . O5 O 0.6660(3) 0.51708(10) 0.6148(3) 0.0466(7) Uani 1 1 d . . . . . O4 O 0.7013(4) 0.63077(9) 0.9739(4) 0.0496(7) Uani 1 1 d . . . . . O3 O 0.9389(3) 0.68252(10) 0.6065(4) 0.0501(7) Uani 1 1 d . . . . . O6 O 0.3061(4) 0.73012(12) 0.2416(4) 0.0572(8) Uani 1 1 d . . . . . O1 O 0.6976(4) 0.69056(11) 0.3843(4) 0.0545(8) Uani 1 1 d . . . . . O10 O 0.2836(4) 0.62000(10) 0.5757(4) 0.0540(7) Uani 1 1 d . . . . . O12 O 0.7874(4) 0.79084(12) 0.2197(5) 0.0591(8) Uani 1 1 d D . . . . H12A H 0.785(5) 0.8188(9) 0.187(7) 0.089 Uiso 1 1 d DR . . . . H12B H 0.853(5) 0.7770(12) 0.184(7) 0.089 Uiso 1 1 d DR . . . . O9 O 0.0215(4) 0.56385(11) 0.0881(4) 0.0593(8) Uani 1 1 d . . . . . N2 N 0.1539(4) 0.59161(11) 0.3326(4) 0.0390(7) Uani 1 1 d . . . . . N1 N 0.6922(3) 0.57288(10) 0.8009(4) 0.0349(6) Uani 1 1 d . . . . . O7 O 0.1338(4) 0.70507(12) -0.0090(3) 0.0602(8) Uani 1 1 d . . . . . O8 O 0.0346(5) 0.75679(12) 0.1456(6) 0.0840(14) Uani 1 1 d . . . . . C13 C 0.1296(4) 0.55207(11) 0.5653(4) 0.0322(7) Uani 1 1 d . . . . . C2 C 0.7901(4) 0.60132(13) 0.7286(4) 0.0369(8) Uani 1 1 d . . . . . H2A H 0.846344 0.580888 0.678028 0.044 Uiso 1 1 calc R . . . . H2B H 0.869681 0.618374 0.810571 0.044 Uiso 1 1 calc R . . . . C7 C 0.6410(4) 0.52945(12) 0.7350(4) 0.0355(7) Uani 1 1 d . . . . . C4 C 0.5840(4) 0.56005(11) 1.0182(4) 0.0320(7) Uani 1 1 d . . . . . C17 C 0.1631(4) 0.54946(13) 0.7258(4) 0.0376(7) Uani 1 1 d . . . . . H17 H 0.226764 0.572123 0.790291 0.045 Uiso 1 1 calc R . . . . C3 C 0.6628(4) 0.59131(12) 0.9326(4) 0.0359(7) Uani 1 1 d . . . . . C12 C 0.1955(4) 0.59063(13) 0.4961(5) 0.0399(8) Uani 1 1 d . . . . . O11 O 0.5373(7) 0.70854(18) 0.0336(5) 0.1036(19) Uani 1 1 d D . . . . H11A H 0.611(6) 0.692(3) 0.019(6) 0.155 Uiso 1 1 d DR . . . . H11B H 0.476(8) 0.713(3) -0.059(3) 0.155 Uiso 1 1 d DR . . . . C8 C 0.5606(4) 0.57465(13) 1.1553(4) 0.0392(8) Uani 1 1 d . . . . . H8 H 0.591714 0.604394 1.193871 0.047 Uiso 1 1 calc R . . . . C16 C 0.0545(5) 0.55952(13) 0.2300(4) 0.0401(8) Uani 1 1 d . . . . . C10 C 0.0873(4) 0.67165(13) 0.2396(5) 0.0392(8) Uani 1 1 d . . . . . H10A H 0.081081 0.680944 0.341436 0.047 Uiso 1 1 calc R . . . . H10B H -0.017973 0.661040 0.175674 0.047 Uiso 1 1 calc R . . . . C1 C 0.6896(4) 0.63544(12) 0.6081(4) 0.0364(7) Uani 1 1 d . . . . . H1A H 0.653448 0.660396 0.661225 0.044 Uiso 1 1 calc R . . . . H1B H 0.595912 0.619731 0.538911 0.044 Uiso 1 1 calc R . . . . C11 C 0.2070(5) 0.63210(13) 0.2612(5) 0.0462(9) Uani 1 1 d . . . . . H11C H 0.216103 0.623400 0.159910 0.055 Uiso 1 1 calc R . . . . H11D H 0.311531 0.642217 0.328523 0.055 Uiso 1 1 calc R . . . . C5 C 0.5369(4) 0.51495(11) 0.9590(4) 0.0299(7) Uani 1 1 d . . . . . C14 C 0.0300(4) 0.51830(11) 0.4658(4) 0.0305(7) Uani 1 1 d . . . . . C6 C 0.5591(4) 0.49897(12) 0.8188(4) 0.0318(7) Uani 1 1 d . . . . . C15 C -0.0081(4) 0.52066(12) 0.3016(4) 0.0325(7) Uani 1 1 d . . . . . C18 C 0.1021(4) 0.51299(13) 0.7929(4) 0.0382(8) Uani 1 1 d . . . . . H18 H 0.125197 0.511521 0.901514 0.046 Uiso 1 1 calc R . . . . C9 C 0.4898(5) 0.54462(13) 1.2366(4) 0.0396(8) Uani 1 1 d . . . . . H9 H 0.475773 0.554532 1.330035 0.048 Uiso 1 1 calc R . . . . 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 Ca1 0.0324(4) 0.0300(4) 0.0285(4) 0.0011(2) 0.0054(3) 0.0035(2) S1 0.0329(4) 0.0256(4) 0.0289(4) 0.0019(3) 0.0090(3) 0.0006(3) S2 0.0351(5) 0.0337(4) 0.0439(5) 0.0078(3) 0.0155(4) -0.0009(3) O2 0.0449(14) 0.0367(13) 0.0373(13) -0.0040(10) 0.0146(11) 0.0022(10) O5 0.0560(16) 0.0557(17) 0.0352(14) -0.0012(12) 0.0245(12) -0.0023(13) O4 0.0626(18) 0.0340(14) 0.0586(18) -0.0040(12) 0.0285(15) -0.0075(12) O3 0.0521(16) 0.0468(15) 0.0498(17) -0.0108(12) 0.0142(13) -0.0207(12) O6 0.0457(16) 0.0640(19) 0.0553(19) 0.0048(15) 0.0069(14) -0.0191(14) O1 0.0662(19) 0.0532(17) 0.0474(16) 0.0234(13) 0.0227(14) 0.0247(14) O10 0.0531(17) 0.0458(16) 0.0591(19) -0.0025(13) 0.0127(14) -0.0163(13) O12 0.0524(18) 0.0593(19) 0.076(2) 0.0175(17) 0.0345(16) 0.0089(14) O9 0.090(2) 0.0562(18) 0.0366(15) 0.0118(13) 0.0278(15) 0.0000(16) N2 0.0425(16) 0.0352(15) 0.0429(17) 0.0103(13) 0.0188(13) 0.0034(12) N1 0.0362(15) 0.0357(15) 0.0347(15) 0.0043(12) 0.0140(12) -0.0008(11) O7 0.084(2) 0.0616(19) 0.0312(15) 0.0096(13) 0.0137(14) -0.0096(16) O8 0.075(2) 0.0475(18) 0.154(4) 0.030(2) 0.071(3) 0.0199(16) C13 0.0328(16) 0.0307(16) 0.0325(17) 0.0006(13) 0.0098(13) 0.0019(12) C2 0.0305(16) 0.0435(19) 0.0384(19) 0.0123(15) 0.0133(14) 0.0024(14) C7 0.0344(17) 0.0396(18) 0.0334(17) 0.0039(14) 0.0119(14) 0.0035(13) C4 0.0306(16) 0.0319(16) 0.0329(17) 0.0002(13) 0.0096(13) -0.0006(12) C17 0.0394(18) 0.0394(19) 0.0293(17) -0.0011(14) 0.0046(14) 0.0012(14) C3 0.0341(17) 0.0362(18) 0.0365(18) 0.0022(14) 0.0100(14) 0.0015(13) C12 0.0381(18) 0.0339(18) 0.050(2) 0.0057(16) 0.0169(16) 0.0030(14) O11 0.130(4) 0.106(3) 0.046(2) -0.031(2) -0.010(2) 0.066(3) C8 0.046(2) 0.0353(18) 0.0361(19) -0.0080(14) 0.0134(15) -0.0059(14) C16 0.047(2) 0.0392(19) 0.0374(19) 0.0082(15) 0.0185(16) 0.0077(15) C10 0.0375(18) 0.0414(19) 0.042(2) 0.0118(16) 0.0183(16) -0.0003(14) C1 0.0342(17) 0.0370(18) 0.0397(19) 0.0077(14) 0.0144(15) 0.0014(13) C11 0.049(2) 0.038(2) 0.061(3) 0.0148(18) 0.031(2) 0.0040(16) C5 0.0292(15) 0.0324(16) 0.0284(15) 0.0003(13) 0.0097(13) 0.0004(12) C14 0.0311(16) 0.0302(16) 0.0298(16) 0.0039(13) 0.0092(13) 0.0067(12) C6 0.0317(16) 0.0369(17) 0.0269(16) 0.0014(13) 0.0095(13) 0.0009(13) C15 0.0350(16) 0.0356(17) 0.0273(16) 0.0085(13) 0.0107(13) 0.0075(13) C18 0.0414(19) 0.0421(19) 0.0284(16) 0.0019(14) 0.0074(14) 0.0069(15) C9 0.050(2) 0.0421(19) 0.0308(17) -0.0075(15) 0.0182(16) -0.0027(15) 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' Ca Ca 0.3641 1.2855 '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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Ca1 S2 108.86(8) 4_575 4_676 ? O3 Ca1 O12 79.93(11) 4_575 . ? O3 Ca1 O7 93.84(11) 4_575 4_676 ? O3 Ca1 O11 93.41(13) 4_575 . ? O6 Ca1 S2 90.16(9) . 4_676 ? O6 Ca1 O3 87.06(12) . 4_575 ? O6 Ca1 O12 166.62(12) . . ? O6 Ca1 O7 100.36(13) . 4_676 ? O6 Ca1 O11 88.68(19) . . ? O1 Ca1 S2 75.43(9) . 4_676 ? O1 Ca1 O3 173.57(11) . 4_575 ? O1 Ca1 O6 97.83(12) . . ? O1 Ca1 O12 94.92(12) . . ? O1 Ca1 O7 89.39(12) . 4_676 ? O1 Ca1 O11 82.58(13) . . ? O12 Ca1 S2 96.96(10) . 4_676 ? O7 Ca1 S2 18.49(9) 4_676 4_676 ? O7 Ca1 O12 83.75(14) 4_676 . ? O11 Ca1 S2 157.61(12) . 4_676 ? O11 Ca1 O12 89.0(2) . . ? O11 Ca1 O7 168.68(15) . 4_676 ? O2 S1 O3 112.07(17) . . ? O2 S1 O1 112.66(17) . . ? O2 S1 C1 107.42(16) . . ? O3 S1 O1 112.45(19) . . ? O3 S1 C1 106.23(18) . . ? O1 S1 C1 105.44(17) . . ? O6 S2 Ca1 113.52(14) . 4_575 ? O6 S2 O7 111.6(2) . . ? O6 S2 C10 105.73(18) . . ? O7 S2 Ca1 30.73(13) . 4_575 ? O7 S2 C10 106.74(19) . . ? O8 S2 Ca1 84.1(2) . 4_575 ? O8 S2 O6 113.1(3) . . ? O8 S2 O7 111.7(3) . . ? O8 S2 C10 107.4(2) . . ? C10 S2 Ca1 130.41(14) . 4_575 ? S1 O3 Ca1 153.0(2) . 4_676 ? S2 O6 Ca1 149.0(2) . . ? S1 O1 Ca1 165.9(2) . . ? Ca1 O12 H12A 122(3) . . ? Ca1 O12 H12B 123(3) . . ? H12A O12 H12B 105(4) . . ? C12 N2 C16 125.3(3) . . ? C12 N2 C11 117.4(3) . . ? C16 N2 C11 117.0(3) . . ? C7 N1 C2 117.6(3) . . ? C3 N1 C2 117.1(3) . . ? C3 N1 C7 125.3(3) . . ? S2 O7 Ca1 130.8(2) . 4_575 ? C17 C13 C12 120.0(3) . . ? C17 C13 C14 120.2(3) . . ? C14 C13 C12 119.8(3) . . ? N1 C2 H2A 109.1 . . ? N1 C2 H2B 109.1 . . ? N1 C2 C1 112.3(3) . . ? H2A C2 H2B 107.9 . . ? C1 C2 H2A 109.1 . . ? C1 C2 H2B 109.1 . . ? O5 C7 N1 120.7(3) . . ? O5 C7 C6 122.1(3) . . ? N1 C7 C6 117.3(3) . . ? C8 C4 C3 120.3(3) . . ? C8 C4 C5 120.4(3) . . ? C5 C4 C3 119.3(3) . . ? C13 C17 H17 119.7 . . ? C13 C17 C18 120.5(3) . . ? C18 C17 H17 119.7 . . ? O4 C3 N1 120.5(3) . . ? O4 C3 C4 122.7(3) . . ? N1 C3 C4 116.9(3) . . ? O10 C12 N2 120.6(3) . . ? O10 C12 C13 122.6(4) . . ? N2 C12 C13 116.8(3) . . ? Ca1 O11 H11A 126(3) . . ? Ca1 O11 H11B 127(3) . . ? H11A O11 H11B 102(4) . . ? C4 C8 H8 120.1 . . ? C4 C8 C9 119.8(3) . . ? C9 C8 H8 120.1 . . ? O9 C16 N2 120.7(3) . . ? O9 C16 C15 122.2(4) . . ? N2 C16 C15 117.1(3) . . ? S2 C10 H10A 109.5 . . ? S2 C10 H10B 109.5 . . ? H10A C10 H10B 108.1 . . ? C11 C10 S2 110.9(2) . . ? C11 C10 H10A 109.5 . . ? C11 C10 H10B 109.5 . . ? S1 C1 H1A 109.7 . . ? S1 C1 H1B 109.7 . . ? C2 C1 S1 109.9(2) . . ? C2 C1 H1A 109.7 . . ? C2 C1 H1B 109.7 . . ? H1A C1 H1B 108.2 . . ? N2 C11 C10 109.9(3) . . ? N2 C11 H11C 109.7 . . ? N2 C11 H11D 109.7 . . ? C10 C11 H11C 109.7 . . ? C10 C11 H11D 109.7 . . ? H11C C11 H11D 108.2 . . ? C4 C5 C5 119.3(4) . 3_667 ? C6 C5 C4 121.7(3) . . ? C6 C5 C5 118.9(4) . 3_667 ? C14 C14 C13 118.8(4) 3_566 . ? C15 C14 C13 121.3(3) . . ? C15 C14 C14 119.9(4) . 3_566 ? C5 C6 C7 119.3(3) . . ? C9 C6 C7 120.4(3) 3_667 . ? C9 C6 C5 120.3(3) 3_667 . ? C14 C15 C16 119.6(3) . . ? C18 C15 C16 119.9(3) 3_566 . ? C18 C15 C14 120.4(3) 3_566 . ? C17 C18 H18 120.0 . . ? C15 C18 C17 120.1(3) 3_566 . ? C15 C18 H18 120.0 3_566 . ? C8 C9 H9 119.4 . . ? C6 C9 C8 121.2(3) 3_667 . ? C6 C9 H9 119.4 3_667 . ? 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 Ca1 S2 3.4530(11) 4_676 ? Ca1 O3 2.303(3) 4_575 ? Ca1 O6 2.303(3) . ? Ca1 O1 2.294(3) . ? Ca1 O12 2.381(3) . ? Ca1 O7 2.330(3) 4_676 ? Ca1 O11 2.326(4) . ? S1 O2 1.437(3) . ? S1 O3 1.450(3) . ? S1 O1 1.454(3) . ? S1 C1 1.774(3) . ? S2 O6 1.436(3) . ? S2 O7 1.446(3) . ? S2 O8 1.434(3) . ? S2 C10 1.759(3) . ? O5 C7 1.221(4) . ? O4 C3 1.208(4) . ? O10 C12 1.212(5) . ? O12 H12A 0.853(19) . ? O12 H12B 0.844(19) . ? O9 C16 1.217(5) . ? N2 C12 1.392(5) . ? N2 C16 1.395(5) . ? N2 C11 1.476(5) . ? N1 C2 1.482(4) . ? N1 C7 1.393(5) . ? N1 C3 1.393(5) . ? C13 C17 1.375(5) . ? C13 C12 1.478(5) . ? C13 C14 1.416(5) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C2 C1 1.517(5) . ? C7 C6 1.484(5) . ? C4 C3 1.491(5) . ? C4 C8 1.377(5) . ? C4 C5 1.412(5) . ? C17 H17 0.9300 . ? C17 C18 1.400(5) . ? O11 H11A 0.86(2) . ? O11 H11B 0.84(2) . ? C8 H8 0.9300 . ? C8 C9 1.400(5) . ? C16 C15 1.481(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C10 C11 1.521(5) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C11 H11C 0.9700 . ? C11 H11D 0.9700 . ? C5 C5 1.418(6) 3_667 ? C5 C6 1.410(5) . ? C14 C14 1.405(7) 3_566 ? C14 C15 1.403(5) . ? C6 C9 1.366(5) 3_667 ? C15 C18 1.374(5) 3_566 ? C18 H18 0.9300 . ? C9 H9 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 Ca1 S2 O6 Ca1 -6.0(5) 4_575 . . . ? Ca1 S2 C10 C11 88.1(3) 4_575 . . . ? S2 C10 C11 N2 -177.9(3) . . . . ? O2 S1 O3 Ca1 157.5(4) . . . 4_676 ? O2 S1 O1 Ca1 -147.3(8) . . . . ? O2 S1 C1 C2 59.3(3) . . . . ? O5 C7 C6 C5 178.6(3) . . . . ? O5 C7 C6 C9 0.6(5) . . . 3_667 ? O3 S1 O1 Ca1 -19.4(9) . . . . ? O3 S1 C1 C2 -60.8(3) . . . . ? O6 S2 O7 Ca1 -100.0(3) . . . 4_575 ? O6 S2 C10 C11 -53.6(4) . . . . ? O1 S1 O3 Ca1 29.4(5) . . . 4_676 ? O1 S1 C1 C2 179.7(3) . . . . ? O9 C16 C15 C14 -178.0(4) . . . . ? O9 C16 C15 C18 2.5(5) . . . 3_566 ? N2 C16 C15 C14 1.8(5) . . . . ? N2 C16 C15 C18 -177.7(3) . . . 3_566 ? N1 C2 C1 S1 -167.0(3) . . . . ? N1 C7 C6 C5 0.0(5) . . . . ? N1 C7 C6 C9 -178.0(3) . . . 3_667 ? O7 S2 O6 Ca1 27.3(5) . . . . ? O7 S2 C10 C11 65.4(3) . . . . ? O8 S2 O6 Ca1 -99.7(5) . . . . ? O8 S2 O7 Ca1 27.8(3) . . . 4_575 ? O8 S2 C10 C11 -174.6(3) . . . . ? C13 C17 C18 C15 0.1(5) . . . 3_566 ? C13 C14 C15 C16 -1.0(5) . . . . ? C13 C14 C15 C18 178.6(3) . . . 3_566 ? C2 N1 C7 O5 -5.5(5) . . . . ? C2 N1 C7 C6 173.2(3) . . . . ? C2 N1 C3 O4 7.8(5) . . . . ? C2 N1 C3 C4 -171.8(3) . . . . ? C7 N1 C2 C1 94.6(4) . . . . ? C7 N1 C3 O4 -174.2(3) . . . . ? C7 N1 C3 C4 6.3(5) . . . . ? C4 C8 C9 C6 -1.0(6) . . . 3_667 ? C4 C5 C6 C7 2.9(5) . . . . ? C4 C5 C6 C9 -179.1(3) . . . 3_667 ? C17 C13 C12 O10 2.4(5) . . . . ? C17 C13 C12 N2 -178.7(3) . . . . ? C17 C13 C14 C14 -1.6(6) . . . 3_566 ? C17 C13 C14 C15 178.9(3) . . . . ? C3 N1 C2 C1 -87.2(4) . . . . ? C3 N1 C7 O5 176.5(3) . . . . ? C3 N1 C7 C6 -4.8(5) . . . . ? C3 C4 C8 C9 -178.5(3) . . . . ? C3 C4 C5 C5 179.5(4) . . . 3_667 ? C3 C4 C5 C6 -1.5(5) . . . . ? C12 N2 C16 O9 178.1(4) . . . . ? C12 N2 C16 C15 -1.7(5) . . . . ? C12 N2 C11 C10 -85.2(4) . . . . ? C12 C13 C17 C18 -179.7(3) . . . . ? C12 C13 C14 C14 179.4(3) . . . 3_566 ? C12 C13 C14 C15 -0.1(5) . . . . ? C8 C4 C3 O4 -3.9(6) . . . . ? C8 C4 C3 N1 175.7(3) . . . . ? C8 C4 C5 C5 0.9(6) . . . 3_667 ? C8 C4 C5 C6 179.9(3) . . . . ? C16 N2 C12 O10 179.6(4) . . . . ? C16 N2 C12 C13 0.6(5) . . . . ? C16 N2 C11 C10 89.5(4) . . . . ? C10 S2 O6 Ca1 143.0(4) . . . . ? C10 S2 O7 Ca1 144.9(2) . . . 4_575 ? C1 S1 O3 Ca1 -85.5(4) . . . 4_676 ? C1 S1 O1 Ca1 95.9(8) . . . . ? C11 N2 C12 O10 -6.2(5) . . . . ? C11 N2 C12 C13 174.7(3) . . . . ? C11 N2 C16 O9 4.0(5) . . . . ? C11 N2 C16 C15 -175.8(3) . . . . ? C5 C4 C3 O4 177.5(3) . . . . ? C5 C4 C3 N1 -2.9(5) . . . . ? C5 C4 C8 C9 0.0(6) . . . . ? C5 C5 C6 C7 -178.0(4) 3_667 . . . ? C5 C5 C6 C9 0.0(6) 3_667 . . 3_667 ? C14 C13 C17 C18 1.3(5) . . . . ? C14 C13 C12 O10 -178.7(3) . . . . ? C14 C13 C12 N2 0.3(5) . . . . ? C14 C14 C15 C16 179.5(4) 3_566 . . . ? C14 C14 C15 C18 -0.9(6) 3_566 . . 3_566 ?