#------------------------------------------------------------------------------ #$Date: 2018-01-16 04:34:49 +0200 (Tue, 16 Jan 2018) $ #$Revision: 205237 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/99/7229968.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_7229968 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 'C24 H26 Cl2 Cu2 N4 O4' _chemical_formula_sum 'C24 H26 Cl2 Cu2 N4 O4' _chemical_formula_weight 632.46 _chemical_name_common '[CuL30bCl]' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -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-2014/7 _audit_update_record ; 2018-01-11 deposited with the CCDC. 2018-01-15 downloaded from the CCDC. ; _cell_angle_alpha 91.652(5) _cell_angle_beta 98.150(5) _cell_angle_gamma 107.858(5) _cell_formula_units_Z 1 _cell_length_a 7.6352(5) _cell_length_b 9.0924(6) _cell_length_c 9.5031(6) _cell_measurement_reflns_used 5807 _cell_measurement_temperature 133(2) _cell_measurement_theta_max 28.08 _cell_measurement_theta_min 2.17 _cell_volume 619.77(7) _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 0.980 _diffrn_measured_fraction_theta_max 0.924 _diffrn_measurement_device_type STOE-STADIVARI _diffrn_measurement_method omega-scan _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0792 _diffrn_reflns_av_unetI/netI 0.0714 _diffrn_reflns_Laue_measured_fraction_full 0.980 _diffrn_reflns_Laue_measured_fraction_max 0.924 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 6376 _diffrn_reflns_point_group_measured_fraction_full 0.980 _diffrn_reflns_point_group_measured_fraction_max 0.924 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.048 _diffrn_reflns_theta_min 2.171 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 1.971 _exptl_absorpt_correction_type none _exptl_crystal_colour blue _exptl_crystal_density_diffrn 1.695 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 322 _exptl_crystal_size_max 0.124 _exptl_crystal_size_mid 0.074 _exptl_crystal_size_min 0.043 _refine_diff_density_max 0.835 _refine_diff_density_min -0.960 _refine_diff_density_rms 0.119 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.962 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 163 _refine_ls_number_reflns 2769 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.962 _refine_ls_R_factor_all 0.0563 _refine_ls_R_factor_gt 0.0454 _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^)+(0.0720P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1123 _refine_ls_wR_factor_ref 0.1175 _reflns_number_gt 2197 _reflns_number_total 2769 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7ce02007d2.cif _cod_data_source_block cl077 _cod_database_code 7229968 _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_res_file ; shelx.res created by SHELXL-2014/7 TITL SIR97 run in space group P -1 CELL 0.71073 7.6352 9.0924 9.5031 91.652 98.150 107.858 ZERR 2.00 0.0005 0.0006 0.0006 0.005 0.005 0.005 LATT 1 SFAC C H N O CL CU UNIT 24 26 4 4 2 2 MERG 2 FMAP 2 PLAN 10 ACTA BOND $H CONF LIST 4 HTAB L.S. 25 TEMP -140.00 WGHT 0.072000 FVAR 0.52602 C1 1 0.540608 0.219946 0.817374 11.00000 0.02561 0.02151 = 0.02475 -0.00348 -0.00138 0.00895 AFIX 43 H1 2 0.476736 0.286669 0.775815 11.00000 -1.20000 AFIX 0 C2 1 0.501854 0.073667 0.752958 11.00000 0.02453 0.02705 = 0.02283 -0.00738 -0.00365 0.00702 AFIX 43 H2 2 0.413820 0.040053 0.668034 11.00000 -1.20000 AFIX 0 C3 1 0.593844 -0.023021 0.814599 11.00000 0.03574 0.02136 = 0.02470 -0.00682 0.00051 0.00873 AFIX 43 H3 2 0.569264 -0.124741 0.772362 11.00000 -1.20000 AFIX 0 C4 1 0.722587 0.028521 0.938613 11.00000 0.03129 0.02298 = 0.02380 -0.00346 0.00185 0.01127 AFIX 43 H4 2 0.786648 -0.037050 0.982287 11.00000 -1.20000 AFIX 0 C5 1 0.755431 0.177840 0.997172 11.00000 0.02399 0.02097 = 0.02095 -0.00150 0.00174 0.00899 C6 1 0.891191 0.241295 1.130942 11.00000 0.02862 0.01685 = 0.02587 -0.00245 -0.00463 0.00978 AFIX 23 H6A 2 0.849949 0.178896 1.210807 11.00000 -1.20000 H6B 2 1.015415 0.235292 1.118427 11.00000 -1.20000 AFIX 0 C7 1 1.024093 0.477499 1.274000 11.00000 0.02198 0.02389 = 0.01910 -0.00486 -0.00270 0.00986 AFIX 43 H7 2 1.100650 0.423069 1.321037 11.00000 -1.20000 AFIX 0 C8 1 1.052904 0.629875 1.330468 11.00000 0.02443 0.02370 = 0.01878 -0.00337 -0.00057 0.00797 C9 1 0.950039 0.722273 1.266905 11.00000 0.02311 0.02163 = 0.02176 -0.00580 0.00158 0.00715 C10 1 0.970282 0.882419 1.327317 11.00000 0.03546 0.02575 = 0.03294 -0.00889 -0.00563 0.01367 AFIX 133 H10A 2 0.912929 0.935880 1.255365 11.00000 -1.50000 H10B 2 1.102810 0.940712 1.354389 11.00000 -1.50000 H10C 2 0.908296 0.875007 1.411559 11.00000 -1.50000 AFIX 0 C11 1 1.193611 0.687592 1.459831 11.00000 0.02800 0.02935 = 0.01810 -0.00251 0.00015 0.00817 C12 1 1.334818 0.603269 1.500515 11.00000 0.03312 0.04125 = 0.02058 -0.00618 -0.00816 0.01358 AFIX 133 H12A 2 1.442965 0.672485 1.564044 11.00000 -1.50000 H12B 2 1.374908 0.571472 1.414292 11.00000 -1.50000 H12C 2 1.277718 0.511429 1.549466 11.00000 -1.50000 AFIX 0 N1 3 0.666053 0.272447 0.937520 11.00000 0.02103 0.01977 = 0.01927 -0.00311 -0.00185 0.00710 N2 3 0.903465 0.403767 1.164117 11.00000 0.02035 0.02349 = 0.01940 -0.00574 -0.00409 0.01014 O1 4 0.832536 0.678885 1.151313 11.00000 0.02871 0.02111 = 0.02466 -0.00723 -0.00728 0.01146 O2 4 1.202632 0.801029 1.536141 11.00000 0.04672 0.03293 = 0.02455 -0.00996 -0.00812 0.01261 CL1 5 0.604059 0.594118 0.859023 11.00000 0.02612 0.02246 = 0.02138 -0.00129 -0.00218 0.01216 CU1 6 0.736669 0.482403 1.039821 11.00000 0.02407 0.01795 = 0.01961 -0.00501 -0.00512 0.01005 HKLF 4 REM SIR97 run in space group P -1 REM R1 = 0.0454 for 2197 Fo > 4sig(Fo) and 0.0563 for all 2769 data REM 163 parameters refined using 0 restraints END WGHT 0.0720 0.0000 REM Instructions for potential hydrogen bonds EQIV $1 -x+1, -y+1, -z+2 HTAB C1 O1_$1 HTAB C1 Cl1 EQIV $2 x-1, y-1, z-1 HTAB C2 O2_$2 EQIV $3 -x+2, -y+1, -z+3 HTAB C6 O2_$3 EQIV $4 -x+2, -y+1, -z+2 HTAB C6 Cl1_$4 REM Highest difference peak 0.835, deepest hole -0.960, 1-sigma level 0.119 Q1 1 0.8770 0.5204 1.0469 11.00000 0.05 0.83 Q2 1 0.6038 0.4605 1.0245 11.00000 0.05 0.73 Q3 1 0.6670 0.5599 0.9543 11.00000 0.05 0.66 Q4 1 0.4628 0.5697 0.8715 11.00000 0.05 0.62 Q5 1 0.5358 0.5167 0.9485 11.00000 0.05 0.56 Q6 1 0.8127 0.4380 1.1132 11.00000 0.05 0.53 Q7 1 0.6672 0.3933 1.1334 11.00000 0.05 0.48 Q8 1 0.9787 0.6532 1.3020 11.00000 0.05 0.46 Q9 1 0.7255 0.6184 0.8650 11.00000 0.05 0.45 Q10 1 0.7881 0.5422 0.9459 11.00000 0.05 0.44 ; _shelx_res_checksum 60720 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -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 C1 C 0.5406(5) 0.2199(4) 0.8174(4) 0.0243(7) Uani 1 1 d . . H1 H 0.4767 0.2867 0.7758 0.029 Uiso 1 1 calc R U C2 C 0.5019(5) 0.0737(4) 0.7530(4) 0.0260(7) Uani 1 1 d . . H2 H 0.4138 0.0401 0.6680 0.031 Uiso 1 1 calc R U C3 C 0.5938(5) -0.0230(4) 0.8146(4) 0.0279(7) Uani 1 1 d . . H3 H 0.5693 -0.1247 0.7724 0.034 Uiso 1 1 calc R U C4 C 0.7226(5) 0.0285(4) 0.9386(4) 0.0258(7) Uani 1 1 d . . H4 H 0.7866 -0.0370 0.9823 0.031 Uiso 1 1 calc R U C5 C 0.7554(5) 0.1778(4) 0.9972(3) 0.0218(6) Uani 1 1 d . . C6 C 0.8912(5) 0.2413(4) 1.1309(4) 0.0242(7) Uani 1 1 d . . H6A H 0.8499 0.1789 1.2108 0.029 Uiso 1 1 calc R U H6B H 1.0154 0.2353 1.1184 0.029 Uiso 1 1 calc R U C7 C 1.0241(5) 0.4775(4) 1.2740(3) 0.0218(6) Uani 1 1 d . . H7 H 1.1007 0.4231 1.3210 0.026 Uiso 1 1 calc R U C8 C 1.0529(5) 0.6299(4) 1.3305(3) 0.0227(7) Uani 1 1 d . . C9 C 0.9500(5) 0.7223(4) 1.2669(4) 0.0225(6) Uani 1 1 d . . C10 C 0.9703(6) 0.8824(4) 1.3273(4) 0.0318(8) Uani 1 1 d . . H10A H 0.9129 0.9359 1.2554 0.048 Uiso 1 1 calc R U H10B H 1.1028 0.9407 1.3544 0.048 Uiso 1 1 calc R U H10C H 0.9083 0.8750 1.4116 0.048 Uiso 1 1 calc R U C11 C 1.1936(5) 0.6876(4) 1.4598(4) 0.0258(7) Uani 1 1 d . . C12 C 1.3348(6) 0.6033(5) 1.5005(4) 0.0327(8) Uani 1 1 d . . H12A H 1.4430 0.6725 1.5640 0.049 Uiso 1 1 calc R U H12B H 1.3749 0.5715 1.4143 0.049 Uiso 1 1 calc R U H12C H 1.2777 0.5114 1.5495 0.049 Uiso 1 1 calc R U N1 N 0.6661(4) 0.2724(3) 0.9375(3) 0.0205(5) Uani 1 1 d . . N2 N 0.9035(4) 0.4038(3) 1.1641(3) 0.0212(6) Uani 1 1 d . . O1 O 0.8325(3) 0.6789(3) 1.1513(3) 0.0253(5) Uani 1 1 d . . O2 O 1.2026(4) 0.8010(3) 1.5361(3) 0.0364(6) Uani 1 1 d . . Cl1 Cl 0.60406(11) 0.59412(9) 0.85902(8) 0.02295(19) Uani 1 1 d . . Cu1 Cu 0.73667(6) 0.48240(4) 1.03982(4) 0.02076(15) 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 0.0256(17) 0.0215(15) 0.0248(17) -0.0035(12) -0.0014(13) 0.0090(13) C2 0.0245(17) 0.0270(16) 0.0228(16) -0.0074(13) -0.0037(13) 0.0070(13) C3 0.0357(19) 0.0214(16) 0.0247(17) -0.0068(13) 0.0005(14) 0.0087(14) C4 0.0313(18) 0.0230(16) 0.0238(17) -0.0035(13) 0.0019(14) 0.0113(14) C5 0.0240(16) 0.0210(15) 0.0210(15) -0.0015(12) 0.0017(13) 0.0090(12) C6 0.0286(17) 0.0168(14) 0.0259(16) -0.0024(12) -0.0046(13) 0.0098(12) C7 0.0220(16) 0.0239(15) 0.0191(15) -0.0049(12) -0.0027(12) 0.0099(12) C8 0.0244(16) 0.0237(15) 0.0188(15) -0.0034(12) -0.0006(13) 0.0080(13) C9 0.0231(16) 0.0216(15) 0.0218(16) -0.0058(12) 0.0016(13) 0.0071(12) C10 0.035(2) 0.0258(17) 0.0329(19) -0.0089(14) -0.0056(16) 0.0137(15) C11 0.0280(18) 0.0294(17) 0.0181(15) -0.0025(13) 0.0001(13) 0.0082(14) C12 0.033(2) 0.041(2) 0.0206(17) -0.0062(14) -0.0082(14) 0.0136(16) N1 0.0210(13) 0.0198(12) 0.0193(13) -0.0031(10) -0.0018(10) 0.0071(10) N2 0.0204(13) 0.0235(13) 0.0194(13) -0.0057(10) -0.0041(11) 0.0101(11) O1 0.0287(13) 0.0211(11) 0.0247(12) -0.0072(9) -0.0073(10) 0.0115(10) O2 0.0467(17) 0.0329(14) 0.0245(13) -0.0100(10) -0.0081(12) 0.0126(12) Cl1 0.0261(4) 0.0225(4) 0.0214(4) -0.0013(3) -0.0022(3) 0.0122(3) Cu1 0.0241(2) 0.0180(2) 0.0196(2) -0.00501(14) -0.00512(15) 0.01005(15) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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' 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' Cl Cl 0.1484 0.1585 '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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle N1 C1 C2 122.5(3) N1 C1 H1 118.7 C2 C1 H1 118.7 C1 C2 C3 118.4(3) C1 C2 H2 120.8 C3 C2 H2 120.8 C2 C3 C4 119.9(3) C2 C3 H3 120.0 C4 C3 H3 120.0 C5 C4 C3 118.5(3) C5 C4 H4 120.7 C3 C4 H4 120.7 N1 C5 C4 121.8(3) N1 C5 C6 116.6(3) C4 C5 C6 121.6(3) N2 C6 C5 109.6(3) N2 C6 H6A 109.7 C5 C6 H6A 109.7 N2 C6 H6B 109.7 C5 C6 H6B 109.7 H6A C6 H6B 108.2 N2 C7 C8 126.8(3) N2 C7 H7 116.6 C8 C7 H7 116.6 C9 C8 C7 121.3(3) C9 C8 C11 121.5(3) C7 C8 C11 117.2(3) O1 C9 C8 123.3(3) O1 C9 C10 113.7(3) C8 C9 C10 123.0(3) 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 C8 123.1(3) O2 C11 C12 118.0(3) C8 C11 C12 118.9(3) C11 C12 H12A 109.5 C11 C12 H12B 109.5 H12A C12 H12B 109.5 C11 C12 H12C 109.5 H12A C12 H12C 109.5 H12B C12 H12C 109.5 C5 N1 C1 118.8(3) C5 N1 Cu1 114.8(2) C1 N1 Cu1 126.4(2) C7 N2 C6 116.8(3) C7 N2 Cu1 127.4(2) C6 N2 Cu1 115.9(2) C9 O1 Cu1 131.1(2) N2 Cu1 O1 89.75(10) N2 Cu1 N1 83.01(11) O1 Cu1 N1 172.54(10) N2 Cu1 Cl1 164.65(9) O1 Cu1 Cl1 90.42(7) N1 Cu1 Cl1 96.08(8) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance C1 N1 1.352(4) C1 C2 1.375(4) C1 H1 0.9500 C2 C3 1.379(5) C2 H2 0.9500 C3 C4 1.390(5) C3 H3 0.9500 C4 C5 1.387(4) C4 H4 0.9500 C5 N1 1.344(4) C5 C6 1.497(4) C6 N2 1.473(4) C6 H6A 0.9900 C6 H6B 0.9900 C7 N2 1.302(4) C7 C8 1.412(4) C7 H7 0.9500 C8 C9 1.410(5) C8 C11 1.478(4) C9 O1 1.283(4) C9 C10 1.504(4) C10 H10A 0.9800 C10 H10B 0.9800 C10 H10C 0.9800 C11 O2 1.222(4) C11 C12 1.518(5) C12 H12A 0.9800 C12 H12B 0.9800 C12 H12C 0.9800 N1 Cu1 1.998(3) N2 Cu1 1.926(3) O1 Cu1 1.928(2) Cl1 Cu1 2.2907(8) 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 0.6(6) C1 C2 C3 C4 -0.2(6) C2 C3 C4 C5 -0.2(6) C3 C4 C5 N1 0.2(5) C3 C4 C5 C6 179.7(3) N1 C5 C6 N2 -3.1(4) C4 C5 C6 N2 177.5(3) N2 C7 C8 C9 -1.5(6) N2 C7 C8 C11 177.8(3) C7 C8 C9 O1 -3.8(6) C11 C8 C9 O1 176.9(3) C7 C8 C9 C10 177.2(3) C11 C8 C9 C10 -2.0(5) C9 C8 C11 O2 16.0(6) C7 C8 C11 O2 -163.3(4) C9 C8 C11 C12 -163.7(4) C7 C8 C11 C12 17.0(5) C4 C5 N1 C1 0.1(5) C6 C5 N1 C1 -179.3(3) C4 C5 N1 Cu1 -179.7(3) C6 C5 N1 Cu1 0.8(4) C2 C1 N1 C5 -0.6(5) C2 C1 N1 Cu1 179.3(3) C8 C7 N2 C6 -176.2(3) C8 C7 N2 Cu1 3.3(5) C5 C6 N2 C7 -176.5(3) C5 C6 N2 Cu1 4.0(4) C8 C9 O1 Cu1 7.3(5) C10 C9 O1 Cu1 -173.6(2)