#============================================================================== data_global loop_ _journal_name_full 'European Journal of Chemistry' _journal_coden_ASTM EJCUA9 _journal_volume 11 _journal_issue 4 _journal_year 2020 _journal_page_first 319 _journal_page_last 323 #============================================================================== data_cukor1 _publ_requested_journal ; European Journal of Chemistry ; #============================================================================== # SUBMISSION DETAILS _publ_contact_author_name ; Gun Binzet ; _publ_contact_author_address ; Department of Chemistry, Faculty of Education, Mersin University, Mersin, TR-33343, Turkey ; _publ_contact_author_email ; gunbinzet@mersin.edu.tr ; _publ_contact_author_phone ; +90.532.2701917 ; _publ_contact_author_fax ; +90.324.3610047 ; loop_ _publ_author_name _publ_author_address 'Gun Binzet' ; Department of Chemistry, Faculty of Education, Mersin University, Mersin, TR-33343, Turkey ; #============================================================================== _audit_contact_author_address ; Department of Chemistry, Faculty of Arts and Science, Mersin University, Mersin, TR 33343, Turkey ; _audit_contact_author_email ; hakan.arslan@mersin.edu.tr ; _audit_contact_author_name ; Hakan Arslan ; _audit_contact_author_phone ; +90.532.7073122 ; _publ_contact_author_id_orcid ; https://orcid.org/0000-0003-0046-9442 ; #============================================================================== _audit_creation_date 2020-08-10 _audit_creation_method ; Olex2 1.3-beta (compiled 2020.05.22 svn.r1d9e7f8d for OlexSys, GUI svn.r6115) ; _shelxl_version_number 2013-4 _publ_section_references ; Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H. (2009), J. Appl. Cryst. 42, 339-341. Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122. Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8. Bourhis, L.J., Dolomanov, O.V., Gildea, R.J., Howard, J.A.K., Puschmann, H. (2015). Acta Cryst. A71, 59-75. Palatinus, L. & Chapuis, G. (2007). J. Appl. Cryst., 40, 786-790; Palatinus, L. & van der Lee, A. (2008). J. Appl. Cryst. 41, 975-984; Palatinus, L., Prathapa, S. J. & van Smaalen, S. (2012). J. Appl. Cryst. 45, 575-580. ; _chemical_name_systematic ; bis(N-(diethylcarbamothioyl)cyclohexane carboxamido)copper(II) complex ; _chemical_name_common ; bis(N-(diethylcarbamothioyl)cyclohexane carboxamido)copper(II) complex ; _chemical_melting_point ? _chemical_formula_moiety 'C24 H42 Cu N4 O2 S2' _chemical_formula_sum 'C24 H42 Cu N4 O2 S2' _chemical_formula_weight 546.28 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' S S 0.1246 0.1234 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2 _symmetry_space_group_name_Hall 'C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 14.848(3) _cell_length_b 10.543(2) _cell_length_c 10.511(2) _cell_angle_alpha 90.00 _cell_angle_beta 123.84(3) _cell_angle_gamma 90.00 _cell_volume 1366.7(7) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 2495 _cell_measurement_theta_min 3.3038 _cell_measurement_theta_max 26.3714 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.327 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 582 _exptl_absorpt_coefficient_mu 0.979 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8134 _exptl_absorpt_correction_T_max 0.9346 _exptl_absorpt_process_details 'SADABS-2016/2 (Bruker,2016/2)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator 'Graphite Monochromator' _diffrn_radiation_detector 'CMOS Area Detector' _diffrn_detector_type 'Bruker PHOTON 100 CMOS' _diffrn_measurement_device_type 'Bruker D8 VENTURE PHOTON 100 CMOS' _diffrn_measurement_device 'Bruker D8 VENTURE' _diffrn_detector_area_resol_mean 14.6306 _diffrn_measurement_method omega _diffrn_reflns_reduction_process narrow-frame _diffrn_measurement_details ; scan: Number of images: 260 Slice: -40.0000 - 90.0000 Image width: 0.5000 Exp time: 25.0000 Rotation axis: Omega Omega: 0.0000 Chi: 45.0000 Phi: 0.0000 XTD: 27.6881 2theta: -0.0344 scan: Number of images: 220 Slice: -30.0000 - 80.0000 Image width: 0.5000 Exp time: 25.0000 Rotation axis: Omega Omega: 0.0000 Chi: 45.0000 Phi: 90.0000 XTD: 27.6881 2theta: -0.0344 ; _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 4979 _diffrn_reflns_av_R_equivalents 0.0223 _diffrn_reflns_av_sigmaI/netI 0.0444 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.30 _diffrn_reflns_theta_max 25.34 _reflns_number_total 2243 _reflns_number_gt 2126 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX3' _computing_cell_refinement 'SAINT V8.38A (17, 2016)' _computing_data_reduction 'SAINT V8.38A (17, 2016)' _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 (Sheldrick, 2015)' _computing_structure_solution ; Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008; Palatinus et al., 2012) ; _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. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0179P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.620(11) _refine_ls_number_reflns 2243 _refine_ls_number_parameters 153 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0249 _refine_ls_R_factor_gt 0.0225 _refine_ls_wR_factor_ref 0.0490 _refine_ls_wR_factor_gt 0.0476 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 0.0000 0.14649(3) 0.5000 0.01669(11) Uani 1 2 d S . . S1 S 0.12786(4) 0.00056(6) 0.56530(7) 0.02002(16) Uani 1 1 d . . . O1 O 0.09729(11) 0.27704(15) 0.63292(17) 0.0196(4) Uani 1 1 d . . . N1 N 0.27126(13) 0.19260(19) 0.7410(2) 0.0179(4) Uani 1 1 d . . . N2 N 0.33379(14) 0.0327(2) 0.6666(2) 0.0172(5) Uani 1 1 d . . . C1 C 0.44042(17) 0.0965(2) 0.7488(3) 0.0209(6) Uani 1 1 d . . . H1A H 0.4966 0.0338 0.7865 0.025 Uiso 1 1 calc R . . H1B H 0.4505 0.1416 0.8352 0.025 Uiso 1 1 calc R . . C2 C 0.44973(19) 0.1881(3) 0.6462(3) 0.0292(7) Uani 1 1 d . . . H2A H 0.4356 0.1442 0.5569 0.044 Uiso 1 1 calc R . . H2B H 0.5216 0.2231 0.7007 0.044 Uiso 1 1 calc R . . H2C H 0.3979 0.2552 0.6159 0.044 Uiso 1 1 calc R . . C3 C 0.32780(18) -0.0870(2) 0.5916(3) 0.0193(5) Uani 1 1 d . . . H3A H 0.3780 -0.0843 0.5613 0.023 Uiso 1 1 calc R . . H3B H 0.2562 -0.0965 0.5007 0.023 Uiso 1 1 calc R . . C4 C 0.3536(2) -0.2011(3) 0.6949(3) 0.0346(7) Uani 1 1 d . . . H4A H 0.4242 -0.1908 0.7875 0.052 Uiso 1 1 calc R . . H4B H 0.3524 -0.2766 0.6430 0.052 Uiso 1 1 calc R . . H4C H 0.3005 -0.2078 0.7195 0.052 Uiso 1 1 calc R . . C5 C 0.24929(17) 0.0845(2) 0.6609(3) 0.0157(5) Uani 1 1 d . . . C6 C 0.19943(16) 0.2726(2) 0.7321(2) 0.0148(5) Uani 1 1 d . . . C7 C 0.24373(16) 0.3758(2) 0.8538(2) 0.0148(5) Uani 1 1 d . . . H7 H 0.2111 0.3634 0.9101 0.018 Uiso 1 1 calc R . . C8 C 0.21042(17) 0.5083(2) 0.7824(3) 0.0194(5) Uani 1 1 d . . . H8A H 0.2422 0.5247 0.7256 0.023 Uiso 1 1 calc R . . H8B H 0.1330 0.5118 0.7123 0.023 Uiso 1 1 calc R . . C9 C 0.24693(17) 0.6098(2) 0.9049(3) 0.0236(6) Uani 1 1 d . . . H9A H 0.2102 0.5979 0.9556 0.028 Uiso 1 1 calc R . . H9B H 0.2278 0.6920 0.8576 0.028 Uiso 1 1 calc R . . C10 C 0.36962(17) 0.6034(3) 1.0226(3) 0.0272(6) Uani 1 1 d . . . H10A H 0.4064 0.6245 0.9739 0.033 Uiso 1 1 calc R . . H10B H 0.3902 0.6645 1.1021 0.033 Uiso 1 1 calc R . . C11 C 0.40398(18) 0.4720(2) 1.0925(3) 0.0255(6) Uani 1 1 d . . . H11A H 0.3738 0.4550 1.1512 0.031 Uiso 1 1 calc R . . H11B H 0.4815 0.4692 1.1608 0.031 Uiso 1 1 calc R . . C12 C 0.36655(16) 0.3705(2) 0.9699(2) 0.0196(5) Uani 1 1 d . . . H12A H 0.3864 0.2884 1.0174 0.023 Uiso 1 1 calc R . . H12B H 0.4023 0.3825 0.9178 0.023 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 Cu1 0.01273(17) 0.0159(2) 0.0188(2) 0.000 0.00711(15) 0.000 S1 0.0136(3) 0.0161(4) 0.0272(4) -0.0041(3) 0.0094(3) -0.0011(2) O1 0.0126(7) 0.0180(10) 0.0197(8) -0.0023(7) 0.0038(6) 0.0006(7) N1 0.0136(9) 0.0192(12) 0.0192(10) -0.0043(9) 0.0081(8) 0.0001(7) N2 0.0131(10) 0.0186(13) 0.0179(10) -0.0013(9) 0.0075(8) 0.0004(8) C1 0.0114(11) 0.0230(15) 0.0227(12) -0.0028(11) 0.0060(9) 0.0026(10) C2 0.0178(11) 0.0299(18) 0.0355(14) 0.0020(12) 0.0123(10) -0.0003(10) C3 0.0199(11) 0.0182(14) 0.0223(12) -0.0034(10) 0.0132(10) 0.0022(9) C4 0.0413(14) 0.0241(17) 0.0418(16) 0.0026(13) 0.0253(13) 0.0077(12) C5 0.0127(11) 0.0186(14) 0.0142(11) 0.0021(11) 0.0064(9) 0.0007(9) C6 0.0152(10) 0.0136(13) 0.0158(10) 0.0028(9) 0.0089(9) 0.0008(9) C7 0.0148(10) 0.0152(13) 0.0144(11) -0.0016(9) 0.0081(9) 0.0009(9) C8 0.0182(10) 0.0176(13) 0.0200(12) -0.0017(10) 0.0092(9) -0.0003(10) C9 0.0212(11) 0.0206(17) 0.0261(12) -0.0069(10) 0.0114(10) 0.0006(9) C10 0.0188(11) 0.0293(17) 0.0292(13) -0.0128(11) 0.0107(10) -0.0043(10) C11 0.0211(12) 0.0289(17) 0.0204(13) -0.0087(11) 0.0078(10) -0.0012(10) C12 0.0162(10) 0.0202(14) 0.0158(11) -0.0030(10) 0.0049(9) 0.0016(9) _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 O1 1.9197(16) . ? Cu1 O1 1.9197(16) 2_556 ? Cu1 S1 2.2341(8) 2_556 ? Cu1 S1 2.2341(8) . ? S1 C5 1.739(2) . ? O1 C6 1.276(2) . ? N1 C6 1.322(3) . ? N1 C5 1.345(3) . ? N2 C5 1.339(3) . ? N2 C3 1.464(3) . ? N2 C1 1.477(3) . ? C1 C2 1.510(3) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C2 H2A 0.9599 . ? C2 H2B 0.9599 . ? C2 H2C 0.9599 . ? C3 C4 1.520(4) . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C4 H4A 0.9599 . ? C4 H4B 0.9599 . ? C4 H4C 0.9599 . ? C6 C7 1.522(3) . ? C7 C12 1.529(3) . ? C7 C8 1.532(3) . ? C7 H7 0.9600 . ? C8 C9 1.523(3) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C9 C10 1.531(3) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C10 C11 1.517(4) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C11 C12 1.523(3) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? 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 O1 Cu1 O1 88.39(10) . 2_556 ? O1 Cu1 S1 152.08(5) . 2_556 ? O1 Cu1 S1 95.97(5) 2_556 2_556 ? O1 Cu1 S1 95.97(5) . . ? O1 Cu1 S1 152.08(5) 2_556 . ? S1 Cu1 S1 92.94(4) 2_556 . ? C5 S1 Cu1 104.90(9) . . ? C6 O1 Cu1 129.69(16) . . ? C6 N1 C5 126.30(19) . . ? C5 N2 C3 123.59(19) . . ? C5 N2 C1 120.86(19) . . ? C3 N2 C1 115.54(17) . . ? N2 C1 C2 111.62(19) . . ? N2 C1 H1A 109.3 . . ? C2 C1 H1A 109.3 . . ? N2 C1 H1B 109.3 . . ? C2 C1 H1B 109.3 . . ? H1A C1 H1B 108.0 . . ? C1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N2 C3 C4 112.4(2) . . ? N2 C3 H3A 109.1 . . ? C4 C3 H3A 109.1 . . ? N2 C3 H3B 109.1 . . ? C4 C3 H3B 109.1 . . ? H3A C3 H3B 107.8 . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 N1 115.05(19) . . ? N2 C5 S1 117.53(19) . . ? N1 C5 S1 127.22(18) . . ? O1 C6 N1 128.8(2) . . ? O1 C6 C7 114.92(19) . . ? N1 C6 C7 116.29(18) . . ? C6 C7 C12 114.17(18) . . ? C6 C7 C8 111.68(18) . . ? C12 C7 C8 109.94(19) . . ? C6 C7 H7 106.9 . . ? C12 C7 H7 106.9 . . ? C8 C7 H7 106.9 . . ? C9 C8 C7 111.11(19) . . ? C9 C8 H8A 109.4 . . ? C7 C8 H8A 109.4 . . ? C9 C8 H8B 109.4 . . ? C7 C8 H8B 109.4 . . ? H8A C8 H8B 108.0 . . ? C8 C9 C10 110.84(19) . . ? C8 C9 H9A 109.5 . . ? C10 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? C10 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? C11 C10 C9 111.1(2) . . ? C11 C10 H10A 109.4 . . ? C9 C10 H10A 109.4 . . ? C11 C10 H10B 109.4 . . ? C9 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? C10 C11 C12 111.5(2) . . ? C10 C11 H11A 109.3 . . ? C12 C11 H11A 109.3 . . ? C10 C11 H11B 109.3 . . ? C12 C11 H11B 109.3 . . ? H11A C11 H11B 108.0 . . ? C11 C12 C7 111.12(19) . . ? C11 C12 H12A 109.4 . . ? C7 C12 H12A 109.4 . . ? C11 C12 H12B 109.4 . . ? C7 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.293 _refine_diff_density_min -0.196 _refine_diff_density_rms 0.043