#------------------------------------------------------------------------------ #$Date: 2018-01-16 04:34:49 +0200 (Tue, 16 Jan 2018) $ #$Revision: 205237 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/99/7229964.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_7229964 loop_ _publ_author_name 'Dankhoff, Katja' 'Weber, Birgit' _publ_section_title ; Novel Cu(II) complexes with NNO-Schiff base-like ligands -- structures and magnetic properties ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/C7CE02007D _journal_year 2018 _chemical_formula_moiety 'C26 H26 Cu2 N6 O6 S2' _chemical_formula_sum 'C26 H26 Cu2 N6 O6 S2' _chemical_formula_weight 709.73 _chemical_name_common '[CuL30i(SCN)]2' _chemical_name_systematic ; ? ; _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 _atom_sites_solution_secondary difmap _audit_creation_date 2017-07-27 _audit_creation_method SHELXL-2014 _audit_update_record ; 2018-01-11 deposited with the CCDC. 2018-01-15 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 97.437(5) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 12.3364(8) _cell_length_b 13.4022(11) _cell_length_c 8.6223(5) _cell_measurement_reflns_used 4006 _cell_measurement_temperature 133(2) _cell_measurement_theta_max 27.48 _cell_measurement_theta_min 2.26 _cell_volume 1413.57(17) _computing_cell_refinement X-AREA-STOE _computing_data_collection X-AREA-STOE _computing_data_reduction X-AREA-STOE _computing_molecular_graphics ORTEP-III _computing_publication_material PLATON _computing_structure_refinement 'SHELXL-2014 (Sheldrick, 2014)' _computing_structure_solution SIR97 _diffrn_ambient_temperature 133(2) _diffrn_detector_area_resol_mean 9 _diffrn_measured_fraction_theta_full 0.983 _diffrn_measured_fraction_theta_max 0.931 _diffrn_measurement_device_type STOE-STADIVARI _diffrn_measurement_method omega-scan _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0997 _diffrn_reflns_av_unetI/netI 0.1170 _diffrn_reflns_Laue_measured_fraction_full 0.983 _diffrn_reflns_Laue_measured_fraction_max 0.931 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 8831 _diffrn_reflns_point_group_measured_fraction_full 0.983 _diffrn_reflns_point_group_measured_fraction_max 0.931 _diffrn_reflns_theta_full 25.240 _diffrn_reflns_theta_max 28.501 _diffrn_reflns_theta_min 1.665 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 1.705 _exptl_absorpt_correction_type none _exptl_crystal_colour blue _exptl_crystal_density_diffrn 1.668 _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 724 _exptl_crystal_size_max 0.176 _exptl_crystal_size_mid 0.057 _exptl_crystal_size_min 0.051 _refine_diff_density_max 0.615 _refine_diff_density_min -0.661 _refine_diff_density_rms 0.113 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.857 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 190 _refine_ls_number_reflns 3338 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.857 _refine_ls_R_factor_all 0.1126 _refine_ls_R_factor_gt 0.0551 _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^)+(0.0624P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1208 _refine_ls_wR_factor_ref 0.1428 _reflns_number_gt 1756 _reflns_number_total 3338 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7ce02007d2.cif _cod_data_source_block cl091 _cod_database_code 7229964 _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. ; _shelxl_version_number 2014-3 _shelx_res_file ; TITL shelxl P -1 R = New: P21/c CELL 0.71069 12.3360 13.4020 8.6220 90.000 97.437 90.000 ZERR 2.00 0.0050 0.0050 0.0050 0.000 0.005 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C CU N O S H UNIT 52 4 12 12 4 52 MERG 2 FMAP 2 PLAN 10 ACTA BOND $H CONF LIST 4 HTAB L.S. 20 WGHT 0.062400 FVAR 0.44145 C1 1 0.114596 0.083824 -0.413402 11.00000 0.01886 0.04048 = 0.02966 0.00644 0.00334 -0.00076 AFIX 43 H1 6 0.093282 0.136342 -0.353662 11.00000 -1.20000 AFIX 0 C2 1 0.087012 0.086759 -0.574217 11.00000 0.02241 0.04200 = 0.03077 0.00744 -0.00219 -0.00992 AFIX 43 H2 6 0.048184 0.140263 -0.622437 11.00000 -1.20000 AFIX 0 C3 1 0.118825 0.008024 -0.660613 11.00000 0.03417 0.05703 = 0.01948 0.00476 0.00000 -0.00808 AFIX 43 H3 6 0.100416 0.007818 -0.768675 11.00000 -1.20000 AFIX 0 C4 1 0.177906 -0.070821 -0.588385 11.00000 0.02800 0.05362 = 0.02117 0.00195 -0.00086 -0.00616 AFIX 43 H4 6 0.199435 -0.124146 -0.646295 11.00000 -1.20000 AFIX 0 C5 1 0.204221 -0.067822 -0.425664 11.00000 0.02279 0.04029 = 0.02704 -0.00186 0.00232 -0.00137 C6 1 0.265408 -0.151223 -0.334422 11.00000 0.03238 0.04817 = 0.02704 -0.00759 -0.00687 0.00498 AFIX 23 H6A 6 0.217155 -0.207509 -0.325586 11.00000 -1.20000 H6B 6 0.326045 -0.173325 -0.387035 11.00000 -1.20000 AFIX 0 C7 1 0.394335 -0.150317 -0.104477 11.00000 0.02742 0.03830 = 0.02595 0.00000 0.00407 -0.00230 AFIX 43 H7 6 0.427304 -0.201577 -0.154033 11.00000 -1.20000 AFIX 0 C8 1 0.445615 -0.121403 0.045200 11.00000 0.02434 0.03628 = 0.02068 -0.00070 0.00216 0.00129 C9 1 0.398683 -0.050072 0.137873 11.00000 0.02242 0.04023 = 0.02289 0.00155 -0.00011 -0.00114 C10 1 0.448201 -0.027972 0.303184 11.00000 0.03140 0.05837 = 0.01980 -0.00541 0.00182 0.00669 AFIX 133 H10A 6 0.513667 0.010573 0.301847 11.00000 -1.50000 H10B 6 0.465572 -0.089484 0.357857 11.00000 -1.50000 H10C 6 0.396937 0.009086 0.355249 11.00000 -1.50000 AFIX 0 C11 1 0.552970 -0.164635 0.099814 11.00000 0.02649 0.03289 = 0.02809 0.00560 0.00057 0.00077 C12 1 0.677159 -0.293884 0.060762 11.00000 0.03090 0.04802 = 0.05017 -0.00782 -0.00751 0.00602 AFIX 133 H12A 6 0.729757 -0.247740 0.029462 11.00000 -1.50000 H12B 6 0.680307 -0.355130 0.003776 11.00000 -1.50000 H12C 6 0.693345 -0.306912 0.170810 11.00000 -1.50000 AFIX 0 C13 1 0.043021 0.129002 -0.012996 11.00000 0.03416 0.03441 = 0.02076 0.00059 -0.00350 0.00409 CU1 2 0.225927 -0.000822 -0.113078 11.00000 0.02672 0.04678 = 0.02091 -0.00079 -0.00116 0.00931 N1 3 0.170825 0.008089 -0.341008 11.00000 0.02193 0.04362 = 0.02572 0.00056 -0.00063 -0.00309 N2 3 0.305607 -0.112246 -0.179581 11.00000 0.03215 0.04446 = 0.01775 -0.00286 0.00124 0.00352 N13 3 0.121621 0.094240 -0.049400 11.00000 0.03457 0.04519 = 0.02490 0.00292 0.00286 0.00834 O1 4 0.311246 -0.002911 0.093007 11.00000 0.02747 0.05093 = 0.02418 -0.00169 0.00134 0.00800 O2 4 0.624067 -0.128267 0.194467 11.00000 0.02280 0.05085 = 0.03277 -0.00524 -0.00527 -0.00197 O3 4 0.569102 -0.251626 0.028070 11.00000 0.02745 0.04204 = 0.04888 -0.00900 -0.00721 0.00705 S13 5 -0.067733 0.178106 0.041093 11.00000 0.03404 0.04428 = 0.04223 0.00606 0.01064 0.00950 HKLF 4 1.0 0.00 0.00 1.00 0.00 -1.00 0.00 1.00 0.00 0.00 REM shelxl P -1 R = New: P21/c REM R1 = 0.0551 for 1756 Fo > 4sig(Fo) and 0.1126 for all 3338 data REM 190 parameters refined using 0 restraints END WGHT 0.0624 0.0000 REM Instructions for potential hydrogen bonds HTAB C1 N13 EQIV $1 -x, y-1/2, -z-1/2 HTAB C6 S13_$1 REM Highest difference peak 0.615, deepest hole -0.661, 1-sigma level 0.113 Q1 1 0.2864 0.0503 -0.1630 11.00000 0.05 0.62 Q2 1 0.2839 -0.0583 -0.1676 11.00000 0.05 0.61 Q3 1 0.3069 -0.2125 -0.4052 11.00000 0.05 0.56 Q4 1 0.1895 0.0025 -0.0472 11.00000 0.05 0.50 Q5 1 0.1605 -0.0403 -0.0503 11.00000 0.05 0.50 Q6 1 0.1628 0.0404 -0.0492 11.00000 0.05 0.48 Q7 1 0.2460 -0.0671 0.0090 11.00000 0.05 0.46 Q8 1 -0.1284 0.2414 0.1014 11.00000 0.05 0.41 Q9 1 0.8725 -0.2380 0.0955 11.00000 0.05 0.39 Q10 1 -0.0185 0.1772 -0.0220 11.00000 0.05 0.39 ; _shelx_res_checksum 47833 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 _atom_site_refinement_flags_adp C1 C 0.1146(4) 0.0838(4) -0.4134(5) 0.0297(11) Uani 1 1 d . . H1 H 0.0933 0.1363 -0.3537 0.036 Uiso 1 1 calc R U C2 C 0.0870(4) 0.0868(4) -0.5742(5) 0.0322(11) Uani 1 1 d . . H2 H 0.0482 0.1403 -0.6224 0.039 Uiso 1 1 calc R U C3 C 0.1188(4) 0.0080(5) -0.6606(5) 0.0372(12) Uani 1 1 d . . H3 H 0.1004 0.0078 -0.7687 0.045 Uiso 1 1 calc R U C4 C 0.1779(4) -0.0708(5) -0.5884(5) 0.0346(12) Uani 1 1 d . . H4 H 0.1994 -0.1241 -0.6463 0.042 Uiso 1 1 calc R U C5 C 0.2042(4) -0.0678(4) -0.4257(5) 0.0301(11) Uani 1 1 d . . C6 C 0.2654(4) -0.1512(4) -0.3344(6) 0.0368(12) Uani 1 1 d . . H6A H 0.2172 -0.2075 -0.3256 0.044 Uiso 1 1 calc R U H6B H 0.3260 -0.1733 -0.3870 0.044 Uiso 1 1 calc R U C7 C 0.3943(4) -0.1503(4) -0.1045(5) 0.0305(11) Uani 1 1 d . . H7 H 0.4273 -0.2016 -0.1540 0.037 Uiso 1 1 calc R U C8 C 0.4456(4) -0.1214(4) 0.0452(5) 0.0272(10) Uani 1 1 d . . C9 C 0.3987(4) -0.0501(4) 0.1379(5) 0.0288(11) Uani 1 1 d . . C10 C 0.4482(4) -0.0280(4) 0.3032(5) 0.0367(13) Uani 1 1 d . . H10A H 0.5137 0.0106 0.3018 0.055 Uiso 1 1 calc R U H10B H 0.4656 -0.0895 0.3579 0.055 Uiso 1 1 calc R U H10C H 0.3969 0.0091 0.3552 0.055 Uiso 1 1 calc R U C11 C 0.5530(4) -0.1646(4) 0.0998(5) 0.0294(11) Uani 1 1 d . . C12 C 0.6772(4) -0.2939(5) 0.0608(7) 0.0442(14) Uani 1 1 d . . H12A H 0.7298 -0.2477 0.0295 0.066 Uiso 1 1 calc R U H12B H 0.6803 -0.3551 0.0038 0.066 Uiso 1 1 calc R U H12C H 0.6933 -0.3069 0.1708 0.066 Uiso 1 1 calc R U C13 C 0.0430(4) 0.1290(4) -0.0130(5) 0.0304(10) Uani 1 1 d . . Cu1 Cu 0.22593(5) -0.00082(5) -0.11308(6) 0.03185(19) Uani 1 1 d . . N1 N 0.1708(3) 0.0081(3) -0.3410(4) 0.0307(9) Uani 1 1 d . . N2 N 0.3056(3) -0.1122(3) -0.1796(4) 0.0316(10) Uani 1 1 d . . N13 N 0.1216(4) 0.0942(3) -0.0494(4) 0.0350(10) Uani 1 1 d . . O1 O 0.3112(3) -0.0029(3) 0.0930(3) 0.0344(8) Uani 1 1 d . . O2 O 0.6241(3) -0.1283(3) 0.1945(4) 0.0363(8) Uani 1 1 d . . O3 O 0.5691(3) -0.2516(3) 0.0281(4) 0.0405(9) Uani 1 1 d . . S13 S -0.06773(11) 0.17811(12) 0.04109(16) 0.0397(3) Uani 1 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.019(2) 0.040(3) 0.030(2) 0.006(2) 0.0033(17) -0.001(2) C2 0.022(2) 0.042(3) 0.031(2) 0.007(2) -0.0022(18) -0.010(2) C3 0.034(2) 0.057(4) 0.0195(19) 0.005(3) 0.0000(17) -0.008(3) C4 0.028(3) 0.054(4) 0.021(2) 0.002(2) -0.0009(18) -0.006(2) C5 0.023(2) 0.040(3) 0.027(2) -0.002(2) 0.0023(18) -0.001(2) C6 0.032(3) 0.048(4) 0.027(2) -0.008(2) -0.0069(19) 0.005(2) C7 0.027(2) 0.038(3) 0.026(2) 0.000(2) 0.0041(19) -0.002(2) C8 0.024(2) 0.036(3) 0.021(2) -0.0007(19) 0.0022(16) 0.001(2) C9 0.022(2) 0.040(3) 0.023(2) 0.002(2) -0.0001(17) -0.001(2) C10 0.031(3) 0.058(4) 0.020(2) -0.005(2) 0.0018(18) 0.007(2) C11 0.026(2) 0.033(3) 0.028(2) 0.006(2) 0.0006(18) 0.001(2) C12 0.031(3) 0.048(4) 0.050(3) -0.008(3) -0.008(2) 0.006(3) C13 0.034(3) 0.034(3) 0.021(2) 0.0006(19) -0.0035(18) 0.004(2) Cu1 0.0267(3) 0.0468(4) 0.0209(3) -0.0008(3) -0.00116(18) 0.0093(3) N1 0.0219(17) 0.044(3) 0.0257(17) 0.0006(19) -0.0006(13) -0.003(2) N2 0.032(2) 0.044(3) 0.0178(17) -0.0029(17) 0.0012(15) 0.0035(19) N13 0.035(2) 0.045(3) 0.0249(19) 0.0029(18) 0.0029(17) 0.008(2) O1 0.0275(16) 0.051(2) 0.0242(14) -0.0017(17) 0.0013(12) 0.0080(18) O2 0.0228(17) 0.051(2) 0.0328(18) -0.0052(16) -0.0053(13) -0.0020(16) O3 0.0274(19) 0.042(2) 0.049(2) -0.0090(17) -0.0072(15) 0.0070(16) S13 0.0340(7) 0.0443(8) 0.0422(7) 0.0061(6) 0.0106(5) 0.0095(6) 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' H H 0.0000 0.0000 '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 N1 C1 C2 122.3(5) N1 C1 H1 118.9 C2 C1 H1 118.9 C3 C2 C1 118.0(5) C3 C2 H2 121.0 C1 C2 H2 121.0 C2 C3 C4 120.8(4) C2 C3 H3 119.6 C4 C3 H3 119.6 C3 C4 C5 118.0(5) C3 C4 H4 121.0 C5 C4 H4 121.0 N1 C5 C4 121.2(5) N1 C5 C6 116.3(4) C4 C5 C6 122.4(5) N2 C6 C5 107.4(4) N2 C6 H6A 110.2 C5 C6 H6A 110.2 N2 C6 H6B 110.2 C5 C6 H6B 110.2 H6A C6 H6B 108.5 N2 C7 C8 126.4(5) N2 C7 H7 116.8 C8 C7 H7 116.8 C7 C8 C9 122.1(4) C7 C8 C11 117.6(4) C9 C8 C11 120.2(4) O1 C9 C8 123.9(4) O1 C9 C10 114.6(4) C8 C9 C10 121.4(4) C9 C10 H10A 109.5 C9 C10 H10B 109.5 H10A C10 H10B 109.5 C9 C10 H10C 109.5 H10A C10 H10C 109.5 H10B C10 H10C 109.5 O2 C11 O3 121.1(4) O2 C11 C8 126.8(5) O3 C11 C8 112.1(4) O3 C12 H12A 109.5 O3 C12 H12B 109.5 H12A C12 H12B 109.5 O3 C12 H12C 109.5 H12A C12 H12C 109.5 H12B C12 H12C 109.5 N13 C13 S13 179.2(4) N2 Cu1 N13 168.92(19) N2 Cu1 O1 91.39(15) N13 Cu1 O1 92.94(16) N2 Cu1 N1 82.80(17) N13 Cu1 N1 94.90(17) O1 Cu1 N1 167.04(14) C1 N1 C5 119.8(4) C1 N1 Cu1 126.5(3) C5 N1 Cu1 113.5(3) C7 N2 C6 118.6(4) C7 N2 Cu1 126.0(3) C6 N2 Cu1 115.2(3) C13 N13 Cu1 162.3(5) C9 O1 Cu1 128.7(3) C11 O3 C12 116.0(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance C1 N1 1.337(6) C1 C2 1.385(6) C1 H1 0.9300 C2 C3 1.378(8) C2 H2 0.9300 C3 C4 1.385(8) C3 H3 0.9300 C4 C5 1.399(6) C4 H4 0.9300 C5 N1 1.347(6) C5 C6 1.511(7) C6 N2 1.459(6) C6 H6A 0.9700 C6 H6B 0.9700 C7 N2 1.302(6) C7 C8 1.416(6) C7 H7 0.9300 C8 C9 1.417(7) C8 C11 1.466(6) C9 O1 1.267(5) C9 C10 1.506(6) C10 H10A 0.9600 C10 H10B 0.9600 C10 H10C 0.9600 C11 O2 1.220(6) C11 O3 1.347(6) C12 O3 1.442(6) C12 H12A 0.9600 C12 H12B 0.9600 C12 H12C 0.9600 C13 N13 1.155(6) C13 S13 1.638(5) Cu1 N2 1.916(4) Cu1 N13 1.940(4) Cu1 O1 1.945(3) Cu1 N1 1.998(4) 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 N1 C1 C2 C3 0.3(7) C1 C2 C3 C4 -0.9(7) C2 C3 C4 C5 -0.1(7) C3 C4 C5 N1 1.7(7) C3 C4 C5 C6 178.1(5) N1 C5 C6 N2 -19.3(6) C4 C5 C6 N2 164.1(5) N2 C7 C8 C9 5.3(8) N2 C7 C8 C11 -172.0(5) C7 C8 C9 O1 -3.7(8) C11 C8 C9 O1 173.5(5) C7 C8 C9 C10 173.6(5) C11 C8 C9 C10 -9.3(7) C7 C8 C11 O2 154.3(5) C9 C8 C11 O2 -23.0(7) C7 C8 C11 O3 -23.3(6) C9 C8 C11 O3 159.4(4) C2 C1 N1 C5 1.2(7) C2 C1 N1 Cu1 174.9(3) C4 C5 N1 C1 -2.2(7) C6 C5 N1 C1 -178.9(4) C4 C5 N1 Cu1 -176.7(4) C6 C5 N1 Cu1 6.6(5) C8 C7 N2 C6 179.3(5) C8 C7 N2 Cu1 4.3(8) C5 C6 N2 C7 -151.6(5) C5 C6 N2 Cu1 23.9(5) C8 C9 O1 Cu1 -7.4(7) C10 C9 O1 Cu1 175.2(3) O2 C11 O3 C12 -4.7(7) C8 C11 O3 C12 173.0(4)