#------------------------------------------------------------------------------
#$Date: 2019-11-07 22:55:18 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223893 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/04/7700423.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_7700423
loop_
_publ_author_name
'Bilyj, Jessica K.'
'Silajew, Nicole V.'
'Hanson, Graeme R.'
'Harmer, Jeffrey R.'
'Bernhardt, Paul V.'
_publ_section_title
;
 Trivalent copper stabilised by acetylacetone dithiocarbazate Schiff base
 ligands: structural, spectroscopic and electrochemical properties.
;
_journal_issue                   41
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              15501
_journal_page_last               15514
_journal_paper_doi               10.1039/c9dt02071c
_journal_volume                  48
_journal_year                    2019
_chemical_formula_sum            'C42 H40 Cu2 N8 S8'
_chemical_formula_weight         1040.38
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.5
_audit_creation_date             2019-05-17T15:52:35-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2019-05-17 deposited with the CCDC.    2019-07-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.795(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   31.3989(8)
_cell_length_b                   9.4317(2)
_cell_length_c                   15.6907(4)
_cell_measurement_reflns_used    4586
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      62.54
_cell_measurement_theta_min      4.91
_cell_measurement_wavelength     0.71073
_cell_volume                     4531.34(19)
_computing_cell_refinement       'CrysalisPro (Agilent Technologies,     )'
_computing_data_collection       'CrysalisPro (Agilent Technologies,     )'
_computing_data_reduction        'CrysalisPro (Agilent Technologies,     )'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_diffrn_ambient_temperature      190(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.07
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type
'Agilent Technologies Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.049916
_diffrn_orient_matrix_UB_12      0.0077
_diffrn_orient_matrix_UB_13      -0.034031
_diffrn_orient_matrix_UB_21      0.003687
_diffrn_orient_matrix_UB_22      0.158886
_diffrn_orient_matrix_UB_23      -0.019759
_diffrn_orient_matrix_UB_31      0.00542
_diffrn_orient_matrix_UB_32      -0.036649
_diffrn_orient_matrix_UB_33      -0.09268
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_unetI/netI     0.0457
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12713
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_reduction_process
;
 Scaled and merged with Sortav
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;
_diffrn_reflns_theta_full        62.448
_diffrn_reflns_theta_max         62.448
_diffrn_reflns_theta_min         4.906
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.933
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.739
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
        Empirical absorption correction using spherical harmonics,
        implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2136
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.413
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     273
_refine_ls_number_reflns         3593
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0332
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0484P)²+0.5732P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0834
_refine_ls_wR_factor_ref         0.0891
_reflns_Friedel_coverage         0
_reflns_number_gt                3099
_reflns_number_total             3593
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt02071c2.cif
_cod_data_source_block           shelx_CCDC3
_cod_depositor_comments
'Adding full bibliography for 7700420--7700423.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7700423
_shelx_shelxl_version_number     2018/1
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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 0.49423(8) 0.3406(2) 0.55294(15) 0.0253(5) Uani 1 1 d . .
C2 C 0.48641(8) 0.2006(3) 0.35013(14) 0.0247(5) Uani 1 1 d . .
C3 C 0.50911(8) 0.1185(2) 0.29892(15) 0.0230(5) Uani 1 1 d . .
C4 C 0.54703(8) 0.0355(3) 0.33078(14) 0.0255(5) Uani 1 1 d . .
C5 C 0.62660(9) -0.0367(3) 0.51341(16) 0.0337(6) Uani 1 1 d . .
C6 C 0.44641(9) 0.2823(3) 0.30779(16) 0.0335(6) Uani 1 1 d . .
H6A H 0.420679 0.239016 0.322874 0.05 Uiso 1 1 calc R U
H6B H 0.443121 0.280893 0.244213 0.05 Uiso 1 1 calc R U
H6C H 0.449266 0.380591 0.32859 0.05 Uiso 1 1 calc R U
C7 C 0.56010(10) -0.0754(3) 0.27312(16) 0.0368(6) Uani 1 1 d . .
H7A H 0.590794 -0.061969 0.270993 0.055 Uiso 1 1 calc R U
H7B H 0.54177 -0.067069 0.214041 0.055 Uiso 1 1 calc R U
H7C H 0.556273 -0.169646 0.296624 0.055 Uiso 1 1 calc R U
C8 C 0.41036(8) 0.4245(3) 0.56104(16) 0.0319(6) Uani 1 1 d . .
H8A H 0.406416 0.469563 0.502839 0.038 Uiso 1 1 calc R U
H8B H 0.401442 0.323819 0.552872 0.038 Uiso 1 1 calc R U
C9 C 0.38330(8) 0.5001(3) 0.61543(16) 0.0305(5) Uani 1 1 d . .
C10 C 0.37742(9) 0.4416(3) 0.69338(16) 0.0352(6) Uani 1 1 d . .
H10 H 0.390497 0.352949 0.712507 0.042 Uiso 1 1 calc R U
C11 C 0.35272(9) 0.5110(4) 0.74340(18) 0.0422(7) Uani 1 1 d . .
H11 H 0.348513 0.469135 0.795985 0.051 Uiso 1 1 calc R U
C12 C 0.33426(10) 0.6404(4) 0.7172(2) 0.0496(8) Uani 1 1 d . .
H12 H 0.317187 0.687758 0.751416 0.06 Uiso 1 1 calc R U
C13 C 0.34058(11) 0.7008(4) 0.6415(2) 0.0546(8) Uani 1 1 d . .
H13 H 0.328073 0.790762 0.623792 0.066 Uiso 1 1 calc R U
C14 C 0.36519(9) 0.6316(3) 0.59027(19) 0.0418(7) Uani 1 1 d . .
H14 H 0.369533 0.674703 0.538123 0.05 Uiso 1 1 calc R U
C15 C 0.69071(10) -0.1918(3) 0.4553(2) 0.0453(7) Uani 1 1 d . .
H15A H 0.710436 -0.274373 0.469832 0.054 Uiso 1 1 calc R U
H15B H 0.664566 -0.22409 0.412045 0.054 Uiso 1 1 calc R U
C16 C 0.71344(9) -0.0823(3) 0.41247(19) 0.0423(7) Uani 1 1 d . .
C17 C 0.74305(11) 0.0145(4) 0.4593(2) 0.0545(8) Uani 1 1 d . .
H17 H 0.74816 0.016085 0.521302 0.065 Uiso 1 1 calc R U
C18 C 0.76518(13) 0.1085(5) 0.4169(4) 0.0770(13) Uani 1 1 d . .
H18 H 0.785112 0.17471 0.449533 0.092 Uiso 1 1 calc R U
C19 C 0.75817(17) 0.1055(6) 0.3275(4) 0.0926(18) Uani 1 1 d . .
H19 H 0.773723 0.168361 0.298094 0.111 Uiso 1 1 calc R U
C20 C 0.7288(2) 0.0120(7) 0.2807(3) 0.0916(17) Uani 1 1 d . .
H20 H 0.723775 0.011179 0.218723 0.11 Uiso 1 1 calc R U
C21 C 0.70638(13) -0.0814(5) 0.3226(2) 0.0623(10) Uani 1 1 d . .
H21 H 0.685939 -0.145487 0.289192 0.075 Uiso 1 1 calc R U
N1 N 0.47412(7) 0.2943(2) 0.47722(12) 0.0274(4) Uani 1 1 d . .
N2 N 0.49900(6) 0.2046(2) 0.43810(12) 0.0239(4) Uani 1 1 d . .
N3 N 0.57219(7) 0.0521(2) 0.41103(12) 0.0264(4) Uani 1 1 d . .
N4 N 0.60654(7) -0.0416(2) 0.43233(13) 0.0316(5) Uani 1 1 d . .
S1 S 0.54992(2) 0.31963(7) 0.59644(4) 0.02928(16) Uani 1 1 d . .
S2 S 0.60940(2) 0.05661(8) 0.59454(4) 0.04028(19) Uani 1 1 d . .
S3 S 0.46704(2) 0.43752(7) 0.61987(4) 0.03079(17) Uani 1 1 d . .
S4 S 0.67367(2) -0.13870(9) 0.55293(5) 0.0493(2) Uani 1 1 d . .
Cu1 Cu 0.55579(2) 0.15668(4) 0.50216(2) 0.02511(13) Uani 1 1 d . .
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 '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'
Cu Cu -1.9646 0.5888 '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 C1 S1 124.47(18) .
N1 C1 S3 121.62(19) .
S1 C1 S3 113.88(13) .
N2 C2 C3 121.7(2) .
N2 C2 C6 117.8(2) .
C3 C2 C6 120.5(2) .
C2 C3 C4 126.1(2) .
C2 C3 C3 116.8(2) 2_655
C4 C3 C3 117.1(2) 2_655
N3 C4 C3 122.7(2) .
N3 C4 C7 117.8(2) .
C3 C4 C7 119.5(2) .
N4 C5 S2 125.5(2) .
N4 C5 S4 121.1(2) .
S2 C5 S4 113.21(14) .
C9 C8 S3 106.93(16) .
C14 C9 C10 118.7(2) .
C14 C9 C8 120.6(2) .
C10 C9 C8 120.7(2) .
C11 C10 C9 120.7(3) .
C12 C11 C10 120.2(3) .
C13 C12 C11 119.7(3) .
C12 C13 C14 120.7(3) .
C9 C14 C13 120.0(3) .
C16 C15 S4 116.8(2) .
C21 C16 C17 118.3(3) .
C21 C16 C15 118.6(3) .
C17 C16 C15 123.0(3) .
C18 C17 C16 120.9(4) .
C19 C18 C17 119.7(5) .
C20 C19 C18 120.0(4) .
C19 C20 C21 120.7(4) .
C16 C21 C20 120.5(4) .
C1 N1 N2 113.9(2) .
C2 N2 N1 113.88(19) .
C2 N2 Cu1 124.27(16) .
N1 N2 Cu1 117.87(14) .
C4 N3 N4 114.85(19) .
C4 N3 Cu1 124.51(17) .
N4 N3 Cu1 118.61(15) .
C5 N4 N3 113.7(2) .
C1 S1 Cu1 92.45(8) .
C5 S2 Cu1 92.97(9) .
C1 S3 C8 102.28(12) .
C5 S4 C15 103.70(14) .
N2 Cu1 N3 96.01(8) .
N2 Cu1 S1 88.88(6) .
N3 Cu1 S1 163.61(7) .
N2 Cu1 S2 162.33(6) .
N3 Cu1 S2 88.72(6) .
S1 Cu1 S2 91.32(3) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.292(3) .
C1 S1 1.742(3) .
C1 S3 1.751(2) .
C2 N2 1.350(3) .
C2 C3 1.417(3) .
C2 C6 1.498(4) .
C3 C4 1.420(4) .
C3 C3 1.515(5) 2_655
C4 N3 1.339(3) .
C4 C7 1.498(3) .
C5 N4 1.289(4) .
C5 S2 1.729(3) .
C5 S4 1.757(3) .
C8 C9 1.510(4) .
C8 S3 1.819(3) .
C9 C14 1.386(4) .
C9 C10 1.391(4) .
C10 C11 1.384(4) .
C11 C12 1.374(5) .
C12 C13 1.371(5) .
C13 C14 1.394(5) .
C15 C16 1.496(5) .
C15 S4 1.802(3) .
C16 C21 1.378(5) .
C16 C17 1.391(5) .
C17 C18 1.385(6) .
C18 C19 1.371(8) .
C19 C20 1.366(9) .
C20 C21 1.382(7) .
N1 N2 1.384(3) .
N2 Cu1 1.898(2) .
N3 N4 1.377(3) .
N3 Cu1 1.8995(19) .
S1 Cu1 2.1692(7) .
S2 Cu1 2.1781(7) .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
N2 C2 C3 C4 -1.5(4) . .
C6 C2 C3 C4 -179.4(2) . .
N2 C2 C3 C3 177.9(2) . 2_655
C6 C2 C3 C3 0.0(3) . 2_655
C2 C3 C4 N3 -17.0(4) . .
C3 C3 C4 N3 163.5(2) 2_655 .
C2 C3 C4 C7 163.2(2) . .
C3 C3 C4 C7 -16.2(3) 2_655 .
S3 C8 C9 C14 106.2(2) . .
S3 C8 C9 C10 -71.4(3) . .
C14 C9 C10 C11 2.2(4) . .
C8 C9 C10 C11 179.8(2) . .
C9 C10 C11 C12 -1.1(4) . .
C10 C11 C12 C13 -0.3(5) . .
C11 C12 C13 C14 0.7(5) . .
C10 C9 C14 C13 -1.8(4) . .
C8 C9 C14 C13 -179.4(3) . .
C12 C13 C14 C9 0.4(5) . .
S4 C15 C16 C21 -145.0(3) . .
S4 C15 C16 C17 38.3(4) . .
C21 C16 C17 C18 -0.6(5) . .
C15 C16 C17 C18 176.2(3) . .
C16 C17 C18 C19 -0.6(6) . .
C17 C18 C19 C20 1.3(6) . .
C18 C19 C20 C21 -0.9(7) . .
C17 C16 C21 C20 1.0(5) . .
C15 C16 C21 C20 -175.9(3) . .
C19 C20 C21 C16 -0.3(6) . .
S1 C1 N1 N2 10.3(3) . .
S3 C1 N1 N2 -172.07(16) . .
C3 C2 N2 N1 177.7(2) . .
C6 C2 N2 N1 -4.3(3) . .
C3 C2 N2 Cu1 20.7(3) . .
C6 C2 N2 Cu1 -161.28(18) . .
C1 N1 N2 C2 -155.2(2) . .
C1 N1 N2 Cu1 3.3(3) . .
C3 C4 N3 N4 177.2(2) . .
C7 C4 N3 N4 -3.0(3) . .
C3 C4 N3 Cu1 13.7(3) . .
C7 C4 N3 Cu1 -166.52(18) . .
S2 C5 N4 N3 9.0(4) . .
S4 C5 N4 N3 -175.62(18) . .
C4 N3 N4 C5 -171.0(2) . .
Cu1 N3 N4 C5 -6.4(3) . .
N1 C1 S1 Cu1 -15.7(2) . .
S3 C1 S1 Cu1 166.47(12) . .
N4 C5 S2 Cu1 -6.5(3) . .
S4 C5 S2 Cu1 177.76(14) . .
N1 C1 S3 C8 7.3(2) . .
S1 C1 S3 C8 -174.82(14) . .
C9 C8 S3 C1 177.62(18) . .
N4 C5 S4 C15 16.0(3) . .
S2 C5 S4 C15 -168.10(16) . .
C16 C15 S4 C5 77.0(2) . .
C2 N2 Cu1 N3 -19.1(2) . .
N1 N2 Cu1 N3 -175.20(16) . .
C2 N2 Cu1 S1 145.24(19) . .
N1 N2 Cu1 S1 -10.89(16) . .
C2 N2 Cu1 S2 -123.9(2) . .
N1 N2 Cu1 S2 79.9(3) . .
C4 N3 Cu1 N2 2.1(2) . .
N4 N3 Cu1 N2 -160.88(18) . .
C4 N3 Cu1 S1 -104.7(3) . .
N4 N3 Cu1 S1 92.4(3) . .
C4 N3 Cu1 S2 165.0(2) . .
N4 N3 Cu1 S2 2.05(17) . .
