#============================================================================= data_global loop_ _journal_name_full 'European Journal of Chemistry' _journal_coden_ASTM EJCUA9 _journal_volume 13 _journal_issue 4 _journal_year 2022 _journal_page_first 393 _journal_page_last 401 #============================================================================= data_tmg9 _audit_creation_date 2022-08-12 _audit_creation_method ; Olex2 1.3-beta (compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272) ; _audit_contact_author_address ? _audit_contact_author_email ? _audit_contact_author_name '' _audit_contact_author_phone ? _publ_contact_author_id_orcid ? _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C12 H18 Cl4 Cu2 N4 O2' _chemical_formula_sum 'C12 H18 Cl4 Cu2 N4 O2' _chemical_formula_weight 519.20 _chemical_melting_point ? 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' '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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system 'monoclinic' _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/n 1' _space_group_name_Hall '-P 2yn' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x+1/2, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.6483(2) _cell_length_b 7.2158(3) _cell_length_c 17.8477(6) _cell_angle_alpha 90.00 _cell_angle_beta 97.395(2) _cell_angle_gamma 90.00 _cell_volume 976.80(6) _cell_formula_units_Z 2 _cell_measurement_reflns_used 10093 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 26.4 _cell_measurement_theta_min 2.3 _exptl_absorpt_coefficient_mu 2.736 _exptl_absorpt_correction_T_max 0.553 _exptl_absorpt_correction_T_min 0.415 _exptl_absorpt_correction_type Empirical _exptl_absorpt_process_details SADABS _exptl_crystal_colour Blue _exptl_crystal_density_diffrn 1.765 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description Block _exptl_crystal_F_000 520 _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.21 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0333 _diffrn_reflns_av_unetI/netI 0.0247 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 10093 _diffrn_reflns_theta_full 26.39 _diffrn_reflns_theta_max 26.39 _diffrn_reflns_theta_min 2.30 _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 1717 _reflns_number_total 1986 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Olex2 1.3-beta (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.3-beta (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _refine_diff_density_max 0.390 _refine_diff_density_min -0.257 _refine_diff_density_rms 0.059 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 145 _refine_ls_number_reflns 1986 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0314 _refine_ls_R_factor_gt 0.0247 _refine_ls_restrained_S_all 1.031 _refine_ls_shift/su_max 0.022 _refine_ls_shift/su_mean 0.002 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0282P)^2^+0.6773P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0596 _refine_ls_wR_factor_ref 0.0626 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _olex2_refinement_description ; ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 1.11304(4) 0.14256(4) 0.146965(15) 0.02967(10) Uani 1 1 d . . . Cl1 Cl 1.23497(9) 0.41150(9) 0.11158(4) 0.04364(17) Uani 1 1 d . . . Cl2 Cl 0.94814(8) -0.06884(10) 0.20135(4) 0.04710(18) Uani 1 1 d . . . N2 N 0.7941(2) 0.0453(2) -0.05764(11) 0.0270(4) Uani 1 1 d . . . N1 N 0.9141(2) 0.1631(2) 0.06200(10) 0.0273(4) Uani 1 1 d . . . O1 O 1.2913(4) 0.1269(4) 0.23604(13) 0.0541(6) Uani 1 1 d . . . C3 C 0.6297(3) 0.2532(3) 0.00778(14) 0.0353(5) Uani 1 1 d . . . C1 C 0.9196(3) 0.0580(3) 0.00092(12) 0.0249(4) Uani 1 1 d . . . C2 C 0.6459(3) 0.1452(3) -0.05469(14) 0.0313(5) Uani 1 1 d . . . C4 C 0.7677(3) 0.2646(3) 0.06584(14) 0.0333(5) Uani 1 1 d . . . C6 C 0.5050(4) 0.1349(5) -0.12018(19) 0.0470(7) Uani 1 1 d . . . C5 C 0.7618(5) 0.3850(5) 0.1332(2) 0.0563(8) Uani 1 1 d . . . H3 H 0.526(4) 0.314(4) 0.0113(17) 0.049(8) Uiso 1 1 d . . . H6B H 0.499(4) 0.015(5) -0.139(2) 0.066(10) Uiso 1 1 d . . . H5B H 0.654(6) 0.427(6) 0.137(2) 0.088(13) Uiso 1 1 d . . . H5C H 0.797(6) 0.316(6) 0.178(3) 0.088(13) Uiso 1 1 d . . . H11 H 1.261(6) 0.082(6) 0.268(3) 0.088(16) Uiso 1 1 d . . . H13 H 1.345(5) 0.197(5) 0.246(2) 0.049(11) Uiso 1 1 d . . . H6C H 0.527(6) 0.222(6) -0.155(3) 0.096(14) Uiso 1 1 d . . . H5A H 0.847(6) 0.483(7) 0.135(3) 0.110(17) Uiso 1 1 d . . . H6D H 0.403(6) 0.158(6) -0.102(2) 0.094(14) Uiso 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 0.03094(17) 0.03327(16) 0.02346(16) -0.00035(11) -0.00160(11) -0.00206(11) Cl1 0.0549(4) 0.0396(3) 0.0355(3) 0.0011(2) 0.0025(3) -0.0137(3) Cl2 0.0320(3) 0.0611(4) 0.0466(4) 0.0225(3) -0.0010(3) -0.0039(3) N2 0.0218(9) 0.0297(9) 0.0283(10) -0.0005(7) -0.0005(7) 0.0009(7) N1 0.0267(10) 0.0300(9) 0.0248(9) -0.0003(7) 0.0021(8) 0.0018(8) O1 0.0594(15) 0.0587(14) 0.0381(12) 0.0117(10) -0.0173(10) -0.0248(12) C3 0.0273(12) 0.0375(12) 0.0419(14) 0.0070(10) 0.0070(11) 0.0105(10) C1 0.0224(11) 0.0266(10) 0.0252(11) 0.0016(8) 0.0013(8) 0.0002(8) C2 0.0238(11) 0.0328(11) 0.0366(13) 0.0076(9) 0.0018(10) 0.0011(9) C4 0.0355(13) 0.0317(11) 0.0340(12) 0.0025(9) 0.0096(10) 0.0071(10) C6 0.0315(15) 0.0547(18) 0.0509(17) 0.0032(15) -0.0099(13) 0.0050(13) C5 0.056(2) 0.067(2) 0.0463(18) -0.0174(15) 0.0061(15) 0.0243(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 Cu1 Cl1 2.2773(7) . ? Cu1 Cl2 2.2748(7) . ? Cu1 N2 2.2748(18) 3_755 ? Cu1 N1 2.0105(19) . ? Cu1 O1 1.960(2) . ? N2 Cu1 2.2748(18) 3_755 ? N2 C1 1.328(3) . ? N2 C2 1.350(3) . ? N1 C1 1.333(3) . ? N1 C4 1.347(3) . ? C3 C2 1.379(4) . ? C3 C4 1.383(4) . ? C1 C1 1.491(4) 3_755 ? C2 C6 1.486(4) . ? C4 C5 1.489(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 Cl2 Cu1 Cl1 163.55(3) . . ? N2 Cu1 Cl1 97.91(5) 3_755 . ? N2 Cu1 Cl2 98.03(5) 3_755 . ? N1 Cu1 Cl1 91.45(5) . . ? N1 Cu1 Cl2 87.93(5) . . ? N1 Cu1 N2 77.85(7) . 3_755 ? O1 Cu1 Cl1 90.40(8) . . ? O1 Cu1 Cl2 88.93(8) . . ? O1 Cu1 N2 106.67(10) . 3_755 ? O1 Cu1 N1 174.84(10) . . ? C1 N2 Cu1 109.48(13) . 3_755 ? C1 N2 C2 117.26(19) . . ? C2 N2 Cu1 133.22(16) . 3_755 ? C1 N1 Cu1 118.33(15) . . ? C1 N1 C4 117.7(2) . . ? C4 N1 Cu1 123.71(16) . . ? C2 C3 C4 120.0(2) . . ? N2 C1 N1 125.96(19) . . ? N2 C1 C1 117.3(2) . 3_755 ? N1 C1 C1 116.7(2) . 3_755 ? N2 C2 C3 119.8(2) . . ? N2 C2 C6 118.0(2) . . ? C3 C2 C6 122.2(2) . . ? N1 C4 C3 119.3(2) . . ? N1 C4 C5 118.1(2) . . ? C3 C4 C5 122.7(2) . . ? _olex2_submission_special_instructions 'No special instructions were received'