#------------------------------------------------------------------------------
#$Date: 2019-11-07 22:55:18 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223893 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/04/7700422.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_7700422
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            'C9 H13 Cu N4 S4'
_chemical_formula_weight         369.01
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -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             2019-05-17T15:44:36-00:00
_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                106.962(6)
_cell_angle_beta                 107.126(7)
_cell_angle_gamma                90.272(6)
_cell_formula_units_Z            2
_cell_length_a                   7.5839(7)
_cell_length_b                   8.7981(6)
_cell_length_c                   11.6005(9)
_cell_measurement_reflns_used    1891
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      61.99
_cell_measurement_theta_min      4.18
_cell_measurement_wavelength     1.54184
_cell_volume                     704.04(11)
_computing_cell_refinement
'CrysalisPro  Version 1.171.36.28 (Agilent Technologies, 2013)'
_computing_data_collection
'CrysalisPro  Version 1.171.36.28 (Agilent Technologies, 2013)'
_computing_data_reduction
'CrysalisPro  Version 1.171.36.28 (Agilent Technologies, 2013)'
_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 0.988
_diffrn_measured_fraction_theta_max 0.988
_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      -0.088468
_diffrn_orient_matrix_UB_12      0.082139
_diffrn_orient_matrix_UB_13      -0.100727
_diffrn_orient_matrix_UB_21      -0.189484
_diffrn_orient_matrix_UB_22      -0.021367
_diffrn_orient_matrix_UB_23      0.019994
_diffrn_orient_matrix_UB_31      0.043595
_diffrn_orient_matrix_UB_32      0.163225
_diffrn_orient_matrix_UB_33      0.103782
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4546
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_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        62.468
_diffrn_reflns_theta_max         62.468
_diffrn_reflns_theta_min         4.19
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    7.63
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.381
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
        (compiled Feb  1 2013,16:14:44)
        Empirical absorption correction using spherical harmonics,
        implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.741
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             376
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.875
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.124
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2215
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0413
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0738P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.106
_refine_ls_wR_factor_ref         0.1109
_reflns_Friedel_coverage         0
_reflns_number_gt                1939
_reflns_number_total             2215
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt02071c2.cif
_cod_data_source_block           shelx_CCDC2
_cod_depositor_comments
'Adding full bibliography for 7700420--7700423.cif.'
_cod_original_cell_volume        704.04(10)
_cod_database_code               7700422
_shelx_shelxl_version_number     2018/1
loop_
_symmetry_equiv_pos_as_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 1.1288(5) 0.3427(4) 0.4025(3) 0.0324(8) Uani 1 1 d . .
C2 C 1.0510(5) 0.6566(4) 0.2820(3) 0.0327(8) Uani 1 1 d . .
C3 C 0.9407(5) 0.6961(4) 0.1759(3) 0.0341(8) Uani 1 1 d . .
H3 H 0.956444 0.805234 0.180689 0.041 Uiso 1 1 calc R U
C4 C 0.8122(5) 0.6000(4) 0.0649(3) 0.0312(7) Uani 1 1 d . .
C5 C 0.6452(5) 0.2085(4) -0.0964(3) 0.0308(7) Uani 1 1 d . .
C6 C 1.1694(6) 0.7880(5) 0.3939(4) 0.0412(9) Uani 1 1 d . .
H6A H 1.148809 0.890891 0.377934 0.062 Uiso 1 1 calc R U
H6B H 1.136424 0.788934 0.469672 0.062 Uiso 1 1 calc R U
H6C H 1.300315 0.769896 0.407147 0.062 Uiso 1 1 calc R U
C7 C 0.7183(5) 0.6730(4) -0.0367(3) 0.0363(8) Uani 1 1 d . .
H7A H 0.764836 0.785927 -0.009662 0.054 Uiso 1 1 calc R U
H7B H 0.744796 0.616815 -0.115196 0.054 Uiso 1 1 calc R U
H7C H 0.584111 0.663687 -0.051382 0.054 Uiso 1 1 calc R U
C8 C 1.3971(5) 0.4639(5) 0.6377(4) 0.0408(9) Uani 1 1 d . .
H8A H 1.475967 0.443359 0.714166 0.061 Uiso 1 1 calc R U
H8B H 1.474991 0.501506 0.595517 0.061 Uiso 1 1 calc R U
H8C H 1.315654 0.545649 0.661001 0.061 Uiso 1 1 calc R U
C9 C 0.5282(6) -0.0997(5) -0.2594(4) 0.0474(10) Uani 1 1 d . .
H9A H 0.43638 -0.169957 -0.335409 0.071 Uiso 1 1 calc R U
H9B H 0.651224 -0.105679 -0.270804 0.071 Uiso 1 1 calc R U
H9C H 0.529314 -0.13373 -0.185923 0.071 Uiso 1 1 calc R U
N1 N 1.1563(4) 0.4846(4) 0.3982(3) 0.0330(7) Uani 1 1 d . .
N2 N 1.0563(4) 0.5054(3) 0.2827(3) 0.0301(6) Uani 1 1 d . .
N3 N 0.7679(4) 0.4445(3) 0.0467(3) 0.0306(6) Uani 1 1 d . .
N4 N 0.6557(4) 0.3630(4) -0.0728(3) 0.0323(7) Uani 1 1 d . .
S1 S 0.96275(12) 0.19349(10) 0.29010(8) 0.0358(3) Uani 1 1 d . .
S2 S 0.79186(13) 0.11150(10) -0.00243(8) 0.0370(3) Uani 1 1 d . .
S3 S 1.25857(13) 0.28271(11) 0.53178(8) 0.0385(3) Uani 1 1 d . .
S4 S 0.46890(13) 0.10169(11) -0.23389(9) 0.0412(3) Uani 1 1 d . .
Cu1 Cu 0.89724(7) 0.32906(6) 0.15530(4) 0.0299(2) 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
N1 C1 S1 126.0(3)
N1 C1 S3 121.1(3)
S1 C1 S3 112.9(2)
N2 C2 C3 121.2(3)
N2 C2 C6 120.0(3)
C3 C2 C6 118.7(3)
C4 C3 C2 130.0(3)
N3 C4 C3 122.0(3)
N3 C4 C7 119.1(3)
C3 C4 C7 118.9(3)
N4 C5 S2 124.0(3)
N4 C5 S4 114.8(3)
S2 C5 S4 121.2(2)
C1 N1 N2 113.1(3)
C2 N2 N1 115.1(3)
C2 N2 Cu1 124.7(2)
N1 N2 Cu1 118.6(2)
C4 N3 N4 114.5(3)
C4 N3 Cu1 123.8(2)
N4 N3 Cu1 119.6(2)
C5 N4 N3 113.3(3)
C1 S1 Cu1 92.83(12)
C5 S2 Cu1 93.56(12)
C1 S3 C8 102.80(18)
C5 S4 C9 103.19(18)
N3 Cu1 N2 97.30(12)
N3 Cu1 S2 87.88(9)
N2 Cu1 S2 163.03(9)
N3 Cu1 S1 162.18(9)
N2 Cu1 S1 88.66(9)
S2 Cu1 S1 91.25(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.282(5)
C1 S1 1.740(4)
C1 S3 1.759(4)
C2 N2 1.334(5)
C2 C3 1.408(5)
C2 C6 1.502(5)
C3 C4 1.393(5)
C4 N3 1.347(5)
C4 C7 1.503(5)
C5 N4 1.303(5)
C5 S2 1.730(3)
C5 S4 1.753(4)
C8 S3 1.799(4)
C9 S4 1.792(4)
N1 N2 1.397(4)
N2 Cu1 1.908(3)
N3 N4 1.371(4)
N3 Cu1 1.900(3)
S1 Cu1 2.1797(10)
S2 Cu1 2.1752(10)
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
N2 C2 C3 C4 6.6(6)
C6 C2 C3 C4 -175.7(3)
C2 C3 C4 N3 3.3(6)
C2 C3 C4 C7 -177.5(3)
S1 C1 N1 N2 -8.9(4)
S3 C1 N1 N2 173.1(2)
C3 C2 N2 N1 -173.8(3)
C6 C2 N2 N1 8.5(4)
C3 C2 N2 Cu1 -8.7(5)
C6 C2 N2 Cu1 173.7(2)
C1 N1 N2 C2 167.2(3)
C1 N1 N2 Cu1 1.1(4)
C3 C4 N3 N4 -172.8(3)
C7 C4 N3 N4 8.0(4)
C3 C4 N3 Cu1 -9.6(5)
C7 C4 N3 Cu1 171.3(2)
S2 C5 N4 N3 -12.9(4)
S4 C5 N4 N3 167.5(2)
C4 N3 N4 C5 166.9(3)
Cu1 N3 N4 C5 2.9(4)
N1 C1 S1 Cu1 10.5(3)
S3 C1 S1 Cu1 -171.30(17)
N4 C5 S2 Cu1 14.4(3)
S4 C5 S2 Cu1 -166.11(19)
N1 C1 S3 C8 4.4(3)
S1 C1 S3 C8 -173.92(19)
N4 C5 S4 C9 166.1(3)
S2 C5 S4 C9 -13.4(3)
