#------------------------------------------------------------------------------ #$Date: 2016-08-11 05:41:53 +0300 (Thu, 11 Aug 2016) $ #$Revision: 185737 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/62/7226209.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_7226209 loop_ _publ_author_name 'Gholivand, Khodayar' 'Farshadfar, Kaveh' 'Roe, Mark' 'Hosseini, Mahdieh' 'Gholami, Akram' _publ_section_title ; Investigation of structure-directing interactions within copper(I) thiocyanate complexes through X-ray analyses and NCI approach ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/C6CE01339B _journal_year 2016 _chemical_formula_moiety 'C12 H9 Cu N4 O2 S' _chemical_formula_sum 'C12 H9 Cu N4 O2 S' _chemical_formula_weight 336.83 _chemical_name_common C2P _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _audit_creation_date 2015-07-22 _audit_creation_method ; Olex2 1.2 (compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874) ; _audit_update_record ; 2016-03-19 deposited with the CCDC. 2016-08-09 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 94.374(4) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 15.7005(7) _cell_length_b 8.0099(4) _cell_length_c 10.3633(5) _cell_measurement_reflns_used 2204 _cell_measurement_temperature 173.0 _cell_measurement_theta_max 70.6380 _cell_measurement_theta_min 5.6270 _cell_volume 1299.49(11) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET) (compiled Aug 4 2014,14:34:23) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET) (compiled Aug 4 2014,14:34:23) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET) (compiled Aug 4 2014,14:34:23) ; _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2008)' _computing_structure_solution 'ShelXT (Sheldrick, 2008)' _diffrn_ambient_temperature 173.0 _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 16.1033 _diffrn_detector_type Eos _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.988 _diffrn_measurement_details ; 1 omega 12.00 103.00 1.0000 2.5000 omega____ theta____ kappa____ phi______ frames - 36.1263 77.0000 -60.0000 91 2 omega 78.00 104.00 1.0000 2.5000 omega____ theta____ kappa____ phi______ frames - 36.1263 77.0000 30.0000 26 3 omega 108.00 168.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 107.0000 61.0000 60.0000 60 4 omega 94.00 173.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 107.0000 0.0000 -150.0000 79 5 omega 49.00 77.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 107.0000 -45.0000 -120.0000 28 6 omega 42.00 135.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 107.0000 -93.0000 -91.4984 93 7 omega 45.00 77.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 107.0000 -45.0000 60.0000 32 8 omega 44.00 70.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 107.0000 -45.0000 120.0000 26 9 omega 43.00 77.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 107.0000 -45.0000 150.0000 34 10 omega 48.00 119.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 107.0000 -90.0000 148.9646 71 11 omega 42.00 108.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 107.0000 -93.0000 67.3253 66 12 omega 39.00 72.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 107.0000 -45.0000 -60.0000 33 13 omega 37.00 62.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 107.0000 -30.0000 -90.0000 25 14 omega 42.00 76.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 107.0000 -45.0000 -30.0000 34 15 omega 37.00 64.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 107.0000 -30.0000 30.0000 27 16 omega 38.00 65.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 107.0000 -30.0000 0.0000 27 17 omega 38.00 63.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 107.0000 -30.0000 90.0000 25 18 omega 9.00 75.00 1.0000 2.5000 omega____ theta____ kappa____ phi______ frames - 36.1263 77.0000 30.0000 66 19 omega 35.00 108.00 1.0000 2.5000 omega____ theta____ kappa____ phi______ frames - 36.1263 178.0000 -150.0000 73 20 omega 41.00 90.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 107.0000 0.0000 -150.0000 49 21 omega 37.00 69.00 1.0000 10.0000 omega____ theta____ kappa____ phi______ frames - 107.0000 -30.0000 -180.0000 32 22 omega -25.00 71.00 1.0000 2.5000 omega____ theta____ kappa____ phi______ frames - 36.1263 -99.0000 -150.0000 96 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0384066000 _diffrn_orient_matrix_UB_12 -0.0122220000 _diffrn_orient_matrix_UB_13 0.1320530000 _diffrn_orient_matrix_UB_21 0.0484514000 _diffrn_orient_matrix_UB_22 -0.1649265000 _diffrn_orient_matrix_UB_23 0.0278075000 _diffrn_orient_matrix_UB_31 0.0766748000 _diffrn_orient_matrix_UB_32 0.0983054000 _diffrn_orient_matrix_UB_33 0.0629219000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0405 _diffrn_reflns_av_unetI/netI 0.0509 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.988 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 6647 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.988 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 70.960 _diffrn_reflns_theta_min 5.652 _diffrn_source 'sealed X-ray tube' _diffrn_source_type 'Enhance Ultra (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 3.948 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.87411 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.37.34i (release 04-08-2014 CrysAlis171 .NET) (compiled Aug 4 2014,14:34:23) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'dark orange' _exptl_crystal_colour_modifier dark _exptl_crystal_colour_primary orange _exptl_crystal_density_diffrn 1.722 _exptl_crystal_description hexagonal _exptl_crystal_F_000 680 _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.03 _refine_diff_density_max 0.574 _refine_diff_density_min -0.386 _refine_diff_density_rms 0.071 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 181 _refine_ls_number_reflns 2480 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.035 _refine_ls_R_factor_all 0.0488 _refine_ls_R_factor_gt 0.0356 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0442P)^2^+0.0632P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0866 _refine_ls_wR_factor_ref 0.0955 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2000 _reflns_number_total 2480 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; cuscn557_hex.res created by SHELXL-2014/7 TITL cuscn557_hex_a.res in P2(1)/c CELL 1.54184 15.700472 8.009921 10.36326 90 94.374 90 ZERR 4 0.000698 0.000393 0.000454 0 0.0044 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H Cu N O S UNIT 48 36 4 16 8 4 L.S. 10 PLAN 20 TEMP -100.15 REM Old TITL CuSCN557_hex in P21/c #14 BOND $H LIST 6 fmap 2 MORE -1 CONF ACTA REM C:/XcaliburData/Mark/Modares/CuSCN557_hex/struct/olex2_CuSCN557_hex/C REM uSCN557_hex.hkl WGHT 0.044200 0.063200 FVAR 4.44671 CU1 3 0.800923 0.326204 0.225903 11.00000 0.03353 0.03354 = 0.01997 -0.00095 0.00308 -0.00108 S1 6 0.832487 0.443733 0.671837 11.00000 0.03614 0.03103 = 0.01984 -0.00056 -0.00109 -0.00344 O1 5 0.616398 0.232868 0.245597 11.00000 0.02884 0.04586 = 0.02654 -0.00049 -0.00262 -0.00325 O2 5 0.456445 0.113919 0.170680 11.00000 0.02816 0.04424 = 0.03263 0.00430 0.00354 -0.00842 N1 4 0.870366 0.499629 0.123068 11.00000 0.02651 0.03012 = 0.02144 -0.00153 0.00324 0.00007 N2 4 0.709375 0.401264 0.074584 11.00000 0.01813 0.02751 = 0.02650 -0.00255 0.00122 -0.00033 N3 4 0.631148 0.331918 0.041361 11.00000 0.02079 0.03760 = 0.02530 -0.00122 -0.00202 -0.00537 AFIX 43 H3 2 0.608849 0.337362 -0.039050 11.00000 -1.20000 AFIX 0 N4 4 0.809699 0.383272 0.404952 11.00000 0.02974 0.02978 = 0.02155 -0.00247 0.00344 -0.00004 C1 1 0.948049 0.560951 0.156180 11.00000 0.02544 0.03346 = 0.02438 -0.00450 0.00024 -0.00205 AFIX 43 H1 2 0.979387 0.516630 0.230433 11.00000 -1.20000 AFIX 0 C2 1 0.985045 0.686300 0.087169 11.00000 0.02616 0.03560 = 0.03356 -0.00677 0.00416 -0.00772 AFIX 43 H2 2 1.040259 0.727708 0.114105 11.00000 -1.20000 AFIX 0 C3 1 0.940109 0.749623 -0.021297 11.00000 0.03666 0.02770 = 0.03607 -0.00434 0.01151 -0.00601 AFIX 43 H3A 2 0.964100 0.835540 -0.070295 11.00000 -1.20000 AFIX 0 C4 1 0.859604 0.687053 -0.058446 11.00000 0.03144 0.02724 = 0.02666 0.00018 0.00318 0.00083 AFIX 43 H4 2 0.827744 0.728543 -0.133252 11.00000 -1.20000 AFIX 0 C5 1 0.826562 0.561781 0.016656 11.00000 0.02294 0.02407 = 0.02198 -0.00306 0.00402 0.00085 C6 1 0.741577 0.490567 -0.013196 11.00000 0.02232 0.03024 = 0.02472 -0.00064 -0.00037 0.00123 AFIX 43 H6 2 0.711057 0.509447 -0.094600 11.00000 -1.20000 AFIX 0 C7 1 0.587843 0.254157 0.133755 11.00000 0.02396 0.02822 = 0.02786 -0.00421 0.00349 0.00068 C8 1 0.501463 0.201767 0.085352 11.00000 0.02293 0.03210 = 0.02903 -0.00136 0.00357 -0.00090 C9 1 0.452993 0.224647 -0.026998 11.00000 0.02759 0.04194 = 0.03277 0.00136 -0.00139 -0.00301 AFIX 43 H9 2 0.469157 0.281862 -0.101626 11.00000 -1.20000 AFIX 0 C10 1 0.373524 0.146635 -0.011497 11.00000 0.02526 0.04417 = 0.04233 -0.00134 -0.00517 -0.00401 AFIX 43 H10 2 0.326113 0.140545 -0.074000 11.00000 -1.20000 AFIX 0 C11 1 0.378141 0.082926 0.108641 11.00000 0.02614 0.04006 = 0.04982 -0.00233 0.00174 -0.00827 AFIX 43 H11 2 0.333228 0.024458 0.145381 11.00000 -1.20000 AFIX 0 C12 1 0.819606 0.408373 0.514417 11.00000 0.02128 0.02440 = 0.02585 0.00122 0.00265 0.00053 HKLF 4 REM cuscn557_hex_a.res in P2(1)/c REM R1 = 0.0356 for 2000 Fo > 4sig(Fo) and 0.0488 for all 2480 data REM 181 parameters refined using 0 restraints END WGHT 0.0442 0.0632 REM Highest difference peak 0.574, deepest hole -0.386, 1-sigma level 0.071 Q1 1 0.7535 0.3932 0.2008 11.00000 0.05 0.57 Q2 1 0.7917 0.3469 0.3340 11.00000 0.05 0.30 Q3 1 0.8094 0.3353 0.7066 11.00000 0.05 0.30 Q4 1 0.7917 0.5225 -0.0096 11.00000 0.05 0.30 Q5 1 0.8422 0.3072 0.6847 11.00000 0.05 0.28 Q6 1 0.4593 0.2611 0.0426 11.00000 0.05 0.27 Q7 1 0.6039 0.3247 0.0765 11.00000 0.05 0.26 Q8 1 0.8280 0.3285 0.1356 11.00000 0.05 0.26 Q9 1 0.8377 0.4348 0.5970 11.00000 0.05 0.25 Q10 1 0.6624 0.3661 0.0571 11.00000 0.05 0.24 Q11 1 0.6634 0.2792 0.2303 11.00000 0.05 0.23 Q12 1 0.8482 0.4324 0.1496 11.00000 0.05 0.23 Q13 1 0.8345 0.2693 0.3802 11.00000 0.05 0.23 Q14 1 0.9624 0.6695 0.1320 11.00000 0.05 0.22 Q15 1 0.7777 0.2654 0.0555 11.00000 0.05 0.22 Q16 1 0.7808 0.4469 0.7603 11.00000 0.05 0.22 Q17 1 0.8823 0.7740 -0.0379 11.00000 0.05 0.21 Q18 1 0.4939 0.2120 0.0033 11.00000 0.05 0.21 Q19 1 0.8991 0.7133 -0.0431 11.00000 0.05 0.21 Q20 1 0.8250 0.5827 0.1790 11.00000 0.05 0.21 REM The information below was added by Olex2. REM REM R1 = 0.0356 for 2000 Fo > 4sig(Fo) and 0.0488 for all 6947 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.57, deepest hole -0.39 REM Mean Shift 0, Max Shift 0.000. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0488 REM R1_gt = 0.0356 REM wR_ref = 0.0955 REM GOOF = 1.035 REM Shift_max = 0.000 REM Shift_mean = 0 REM Reflections_all = 6947 REM Reflections_gt = 2000 REM Parameters = n/a REM Hole = -0.39 REM Peak = 0.57 REM Flack = n/a ; _cod_data_source_file c6ce01339b2.cif _cod_data_source_block cuscn557_hex _cod_original_cell_volume 1299.48(10) _cod_database_code 7226209 _chemical_oxdiff_formula 'C30 H24 N4 O2 S1 P1 Cu1' _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. ; _reflns_odcompleteness_completeness 99.72 _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 N(H) groups 2.a Aromatic/amide H refined with riding coordinates: N3(H3), C1(H1), C2(H2), C3(H3A), C4(H4), C6(H6), C9(H9), C10(H10), C11(H11) ; _shelx_shelxl_version_number 2014/7 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -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 Cu1 Cu 0.80092(3) 0.32620(5) 0.22590(4) 0.02896(14) Uani 1 1 d . S1 S 0.83249(5) 0.44373(9) 0.67184(6) 0.02917(17) Uani 1 1 d . O1 O 0.61640(13) 0.2329(3) 0.2456(2) 0.0340(5) Uani 1 1 d . O2 O 0.45645(13) 0.1139(3) 0.1707(2) 0.0349(5) Uani 1 1 d . N1 N 0.87037(15) 0.4996(3) 0.1231(2) 0.0260(5) Uani 1 1 d . N2 N 0.70938(14) 0.4013(3) 0.0746(2) 0.0241(5) Uani 1 1 d . N3 N 0.63115(14) 0.3319(3) 0.0414(2) 0.0281(5) Uani 1 1 d . H3 H 0.6088 0.3374 -0.0390 0.034 Uiso 1 1 calc R N4 N 0.80970(15) 0.3833(3) 0.4050(2) 0.0269(5) Uani 1 1 d . C1 C 0.94805(18) 0.5610(4) 0.1562(3) 0.0278(6) Uani 1 1 d . H1 H 0.9794 0.5166 0.2304 0.033 Uiso 1 1 calc R C2 C 0.98505(18) 0.6863(4) 0.0872(3) 0.0317(6) Uani 1 1 d . H2 H 1.0403 0.7277 0.1141 0.038 Uiso 1 1 calc R C3 C 0.9401(2) 0.7496(4) -0.0213(3) 0.0330(6) Uani 1 1 d . H3A H 0.9641 0.8355 -0.0703 0.040 Uiso 1 1 calc R C4 C 0.85960(18) 0.6871(4) -0.0584(3) 0.0284(6) Uani 1 1 d . H4 H 0.8277 0.7285 -0.1333 0.034 Uiso 1 1 calc R C5 C 0.82656(17) 0.5618(3) 0.0167(3) 0.0229(5) Uani 1 1 d . C6 C 0.74158(17) 0.4906(4) -0.0132(3) 0.0259(5) Uani 1 1 d . H6 H 0.7111 0.5094 -0.0946 0.031 Uiso 1 1 calc R C7 C 0.58784(17) 0.2542(3) 0.1338(3) 0.0266(5) Uani 1 1 d . C8 C 0.50146(18) 0.2018(4) 0.0854(3) 0.0279(6) Uani 1 1 d . C9 C 0.45299(19) 0.2246(4) -0.0270(3) 0.0343(6) Uani 1 1 d . H9 H 0.4692 0.2819 -0.1016 0.041 Uiso 1 1 calc R C10 C 0.3735(2) 0.1466(4) -0.0115(3) 0.0377(7) Uani 1 1 d . H10 H 0.3261 0.1405 -0.0740 0.045 Uiso 1 1 calc R C11 C 0.3781(2) 0.0829(4) 0.1086(3) 0.0387(7) Uani 1 1 d . H11 H 0.3332 0.0245 0.1454 0.046 Uiso 1 1 calc R C12 C 0.81961(16) 0.4084(3) 0.5144(3) 0.0238(5) 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 Cu1 0.0335(2) 0.0335(2) 0.0200(2) -0.00095(16) 0.00308(16) -0.00108(17) S1 0.0361(4) 0.0310(3) 0.0198(3) -0.0006(2) -0.0011(3) -0.0034(3) O1 0.0288(10) 0.0459(12) 0.0265(10) -0.0005(9) -0.0026(8) -0.0032(9) O2 0.0282(10) 0.0442(12) 0.0326(11) 0.0043(9) 0.0035(8) -0.0084(9) N1 0.0265(11) 0.0301(12) 0.0214(10) -0.0015(9) 0.0032(9) 0.0001(9) N2 0.0181(10) 0.0275(11) 0.0265(11) -0.0026(9) 0.0012(8) -0.0003(8) N3 0.0208(11) 0.0376(13) 0.0253(11) -0.0012(9) -0.0020(9) -0.0054(9) N4 0.0297(12) 0.0298(12) 0.0215(12) -0.0025(9) 0.0034(9) 0.0000(9) C1 0.0254(13) 0.0335(14) 0.0244(13) -0.0045(11) 0.0002(10) -0.0021(11) C2 0.0262(14) 0.0356(15) 0.0336(15) -0.0068(12) 0.0042(11) -0.0077(12) C3 0.0367(16) 0.0277(14) 0.0361(15) -0.0043(12) 0.0115(13) -0.0060(12) C4 0.0314(14) 0.0272(13) 0.0267(13) 0.0002(11) 0.0032(11) 0.0008(11) C5 0.0229(12) 0.0241(12) 0.0220(12) -0.0031(10) 0.0040(10) 0.0008(10) C6 0.0223(12) 0.0302(14) 0.0247(13) -0.0006(10) -0.0004(10) 0.0012(10) C7 0.0240(13) 0.0282(13) 0.0279(13) -0.0042(11) 0.0035(11) 0.0007(11) C8 0.0229(13) 0.0321(14) 0.0290(13) -0.0014(11) 0.0036(11) -0.0009(11) C9 0.0276(14) 0.0419(16) 0.0328(15) 0.0014(13) -0.0014(12) -0.0030(12) C10 0.0253(14) 0.0442(17) 0.0423(17) -0.0013(14) -0.0052(12) -0.0040(12) C11 0.0261(14) 0.0401(17) 0.0498(19) -0.0023(14) 0.0017(13) -0.0083(13) C12 0.0213(12) 0.0244(13) 0.0258(14) 0.0012(10) 0.0027(10) 0.0005(10) 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' Cu Cu -1.9646 0.5888 '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_3 N1 Cu1 S1 111.59(7) 4_565 N1 Cu1 N2 77.74(9) . N2 Cu1 S1 103.41(6) 4_565 N4 Cu1 S1 117.54(8) 4_565 N4 Cu1 N1 109.44(10) . N4 Cu1 N2 130.04(10) . C12 S1 Cu1 93.84(10) 4_566 C11 O2 C8 106.3(2) . C1 N1 Cu1 127.7(2) . C1 N1 C5 118.2(2) . C5 N1 Cu1 113.94(18) . N3 N2 Cu1 127.79(18) . C6 N2 Cu1 113.36(18) . C6 N2 N3 116.1(2) . N2 N3 H3 120.2 . C7 N3 N2 119.6(2) . C7 N3 H3 120.2 . C12 N4 Cu1 174.8(2) . N1 C1 H1 118.5 . N1 C1 C2 123.0(3) . C2 C1 H1 118.5 . C1 C2 H2 120.7 . C3 C2 C1 118.6(3) . C3 C2 H2 120.7 . C2 C3 H3A 120.2 . C2 C3 C4 119.5(3) . C4 C3 H3A 120.2 . C3 C4 H4 120.8 . C3 C4 C5 118.4(3) . C5 C4 H4 120.8 . N1 C5 C4 122.2(2) . N1 C5 C6 115.4(2) . C4 C5 C6 122.3(3) . N2 C6 C5 117.9(2) . N2 C6 H6 121.1 . C5 C6 H6 121.1 . O1 C7 N3 124.2(3) . O1 C7 C8 123.1(3) . N3 C7 C8 112.7(2) . O2 C8 C7 115.8(2) . C9 C8 O2 110.0(3) . C9 C8 C7 134.3(3) . C8 C9 H9 126.7 . C8 C9 C10 106.6(3) . C10 C9 H9 126.7 . C9 C10 H10 126.7 . C11 C10 C9 106.7(3) . C11 C10 H10 126.7 . O2 C11 H11 124.7 . C10 C11 O2 110.5(3) . C10 C11 H11 124.7 . N4 C12 S1 179.2(3) . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Cu1 S1 2.2972(8) 4_565 Cu1 N1 2.105(2) . Cu1 N2 2.131(2) . Cu1 N4 1.906(2) . S1 Cu1 2.2972(8) 4_566 S1 C12 1.653(3) . O1 C7 1.222(4) . O2 C8 1.368(3) . O2 C11 1.366(4) . N1 C1 1.335(4) . N1 C5 1.350(4) . N2 N3 1.368(3) . N2 C6 1.290(4) . N3 H3 0.8800 . N3 C7 1.366(4) . N4 C12 1.151(4) . C1 H1 0.9500 . C1 C2 1.386(4) . C2 H2 0.9500 . C2 C3 1.378(5) . C3 H3A 0.9500 . C3 C4 1.387(4) . C4 H4 0.9500 . C4 C5 1.394(4) . C5 C6 1.462(4) . C6 H6 0.9500 . C7 C8 1.471(4) . C8 C9 1.354(4) . C9 H9 0.9500 . C9 C10 1.415(4) . C10 H10 0.9500 . C10 C11 1.342(5) . C11 H11 0.9500 . 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 Cu1 N1 C1 C2 -174.0(2) Cu1 N1 C5 C4 175.2(2) Cu1 N1 C5 C6 -3.9(3) Cu1 N2 N3 C7 28.6(3) Cu1 N2 C6 C5 -14.9(3) O1 C7 C8 O2 -5.3(4) O1 C7 C8 C9 172.4(3) O2 C8 C9 C10 -0.2(4) N1 C1 C2 C3 -0.7(4) N1 C5 C6 N2 12.9(4) N2 N3 C7 O1 -4.4(4) N2 N3 C7 C8 174.1(2) N3 N2 C6 C5 -177.7(2) N3 C7 C8 O2 176.1(2) N3 C7 C8 C9 -6.1(5) C1 N1 C5 C4 -0.2(4) C1 N1 C5 C6 -179.3(2) C1 C2 C3 C4 0.0(4) C2 C3 C4 C5 0.4(4) C3 C4 C5 N1 -0.3(4) C3 C4 C5 C6 178.7(3) C4 C5 C6 N2 -166.1(3) C5 N1 C1 C2 0.7(4) C6 N2 N3 C7 -171.5(2) C7 C8 C9 C10 -178.0(3) C8 O2 C11 C10 0.6(4) C8 C9 C10 C11 0.5(4) C9 C10 C11 O2 -0.7(4) C11 O2 C8 C7 178.0(3) C11 O2 C8 C9 -0.2(3)