#------------------------------------------------------------------------------
#$Date: 2022-02-11 01:51:09 +0200 (Fri, 11 Feb 2022) $
#$Revision: 272906 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/94/7709468.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_7709468
loop_
_publ_author_name
'Al-Riyahee, Ali A. A.'
'Horton, Peter N.'
'Coles, Simon J.'
'Berry, Colin'
'Horrocks, Paul D.'
'Pope, Simon J. A.'
'Amoroso, Angelo J.'
_publ_section_title
;
   N,N′-Substituted thioureas and their metal complexes:
 syntheses, structures and electronic properties
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT04091J
_journal_year                    2022
_chemical_formula_moiety         'C26 H24 Cu N8 O2 S2, Cl O4'
_chemical_formula_sum            'C26 H24 Cl Cu N8 O6 S2'
_chemical_formula_weight         707.64
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2016-05-26
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2021-05-07 deposited with the CCDC.	2022-01-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.4260(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.4870(7)
_cell_length_b                   17.9141(13)
_cell_length_c                   15.3930(11)
_cell_measurement_reflns_used    33946
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.1
_cell_volume                     2773.8(3)
_computing_cell_refinement
'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_collection
'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction
'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (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)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
scan:
	Number of images: 137
	           Slice: -107.0000 - 30.0000
	     Image width: 1.0000
	        Exp time: 80.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -18.0000
	             Phi: -30.0000
	             XTD: 44.8344
	          2theta: -17.1095
scan:
	Number of images: 99
	           Slice: -77.0000 - 22.0000
	     Image width: 1.0000
	        Exp time: 80.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: -90.0000
	             XTD: 44.8344
	          2theta: -17.1095
scan:
	Number of images: 66
	           Slice: -31.0000 - 35.0000
	     Image width: 1.0000
	        Exp time: 80.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 54.0000
	             Phi: 150.0000
	             XTD: 44.8344
	          2theta: -17.1095
scan:
	Number of images: 75
	           Slice: -53.0000 - 22.0000
	     Image width: 1.0000
	        Exp time: 80.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: 60.0000
	             XTD: 44.8344
	          2theta: -17.1095
scan:
	Number of images: 56
	           Slice: -31.0000 - 25.0000
	     Image width: 1.0000
	        Exp time: 80.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 72.0000
	             Phi: -180.0000
	             XTD: 44.8344
	          2theta: -17.1095
scan:
	Number of images: 126
	           Slice: -56.0000 - 70.0000
	     Image width: 1.0000
	        Exp time: 80.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 72.0000
	             Phi: 150.0000
	             XTD: 44.8344
	          2theta: -17.1095
;
_diffrn_measurement_device       'four-circle κ goniometer'
_diffrn_measurement_device_type
'Rigaku FRE+ equipped with HF Varimax confocal mirrors and an AFC12 goniometer and HG Saturn 724+ detector'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroLoop'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.023896
_diffrn_orient_matrix_UB_12      0.049066
_diffrn_orient_matrix_UB_13      0.083094
_diffrn_orient_matrix_UB_21      -0.033113
_diffrn_orient_matrix_UB_22      -0.042217
_diffrn_orient_matrix_UB_23      0.015406
_diffrn_orient_matrix_UB_31      0.045312
_diffrn_orient_matrix_UB_32      -0.018448
_diffrn_orient_matrix_UB_33      0.046837
_diffrn_radiation_collimation    0.2
_diffrn_radiation_monochromator  'Confocal mirrors, HF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            36950
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.925
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku FRE+'
_diffrn_source_voltage           45.0
_exptl_absorpt_coefficient_mu    1.094
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.757
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)
;
_exptl_crystal_colour            'Dark Orange'
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_description       Blade
_exptl_crystal_F_000             1448
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.654
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         6352
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0355
_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/[σ²(Fo²)+(0.0583P)²+1.5115P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0905
_refine_ls_wR_factor_ref         0.0963
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5291
_reflns_number_total             6352
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt04091j2.cif
_cod_data_source_block           6_2014ncs0429
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               7709468
_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_estimated_absorpt_t_max   0.989
_shelx_estimated_absorpt_t_min   0.871
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 N4-H4A = N24-H24A
 0.88 with sigma of 0.02
 C22-C23 \\sim C22-C223
 with sigma of 0.02
3. Others
 Sof(C223)=Sof(C224)=Sof(H224)=Sof(C225)=Sof(H225)=Sof(C226)=Sof(H226)=
 Sof(C227)=Sof(H227)=Sof(C228)=Sof(H228)=1-FVAR(1)
 Sof(C23)=Sof(C24)=Sof(H24)=Sof(C25)=Sof(H25)=Sof(C26)=Sof(H26)=Sof(C27)=
 Sof(H27)=Sof(C28)=Sof(H28)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C12(H12),
 C24(H24), C25(H25), C26(H26), C27(H27), C28(H28), C30(H30), C31(H31), C32(H32),
  C224(H224), C225(H225), C226(H226), C227(H227), C228(H228)
4.b Fitted hexagon refined as free rotating group:
 C23(C24,C25,C26,C27,C28), C223(C224,C225,C226,C227,C228)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.58520(3) 0.33483(2) 0.78447(2) 0.02436(9) Uani 1 1 d . . . . .
C1 C 0.6646(2) 0.43837(11) 0.94990(12) 0.0206(4) Uani 1 1 d . . . . .
C2 C 0.7350(2) 0.50672(11) 1.09700(12) 0.0213(4) Uani 1 1 d . . . . .
C3 C 0.8272(2) 0.56410(11) 1.14922(13) 0.0224(4) Uani 1 1 d . . . . .
C4 C 0.7992(2) 0.59184(12) 1.22690(13) 0.0257(4) Uani 1 1 d . . . . .
H4 H 0.7262 0.5725 1.2448 0.031 Uiso 1 1 calc R . . . .
C5 C 0.8776(2) 0.64734(13) 1.27756(14) 0.0302(5) Uani 1 1 d . . . . .
H5 H 0.8584 0.6660 1.3302 0.036 Uiso 1 1 calc R . . . .
C6 C 0.9844(2) 0.67579(13) 1.25158(15) 0.0316(5) Uani 1 1 d . . . . .
H6 H 1.0370 0.7147 1.2856 0.038 Uiso 1 1 calc R . . . .
C7 C 1.0142(2) 0.64723(13) 1.17574(15) 0.0301(5) Uani 1 1 d . . . . .
H7 H 1.0885 0.6660 1.1588 0.036 Uiso 1 1 calc R . . . .
C8 C 0.9366(2) 0.59155(12) 1.12456(13) 0.0256(4) Uani 1 1 d . . . . .
H8 H 0.9576 0.5721 1.0729 0.031 Uiso 1 1 calc R . . . .
C9 C 0.4884(2) 0.34098(11) 0.94831(12) 0.0207(4) Uani 1 1 d . . . . .
C10 C 0.4040(2) 0.32751(11) 1.00134(13) 0.0234(4) Uani 1 1 d . . . . .
H10 H 0.4154 0.3530 1.0571 0.028 Uiso 1 1 calc R . . . .
C11 C 0.3025(2) 0.27583(13) 0.97105(14) 0.0292(5) Uani 1 1 d . . . . .
H11 H 0.2426 0.2658 1.0058 0.035 Uiso 1 1 calc R . . . .
C12 C 0.2892(2) 0.23950(13) 0.89111(15) 0.0296(5) Uani 1 1 d . . . . .
H12 H 0.2201 0.2040 0.8697 0.036 Uiso 1 1 calc R . . . .
C13 C 0.3789(2) 0.25511(12) 0.84093(13) 0.0249(4) Uani 1 1 d . . . . .
N1 N 0.73891(19) 0.49098(10) 1.00981(11) 0.0211(3) Uani 1 1 d . . . . .
N2 N 0.58882(18) 0.39371(10) 0.98413(11) 0.0219(3) Uani 1 1 d . . . . .
N3 N 0.47806(17) 0.30560(10) 0.86906(10) 0.0212(3) Uani 1 1 d . . . . .
N4 N 0.3696(2) 0.21765(11) 0.76300(12) 0.0291(4) Uani 1 1 d D . . . .
O1 O 0.65378(16) 0.47519(9) 1.12871(9) 0.0274(3) Uani 1 1 d . . . . .
S1 S 0.68147(6) 0.43989(3) 0.84492(3) 0.03057(14) Uani 1 1 d . . . . .
C21 C 0.6426(2) 0.30178(11) 0.59529(12) 0.0214(4) Uani 1 1 d . . . . .
C22 C 0.4387(2) 0.37806(12) 0.57828(13) 0.0246(4) Uani 1 1 d D . . . .
C23 C 0.3540(4) 0.4279(2) 0.5115(2) 0.022(2) Uani 0.486(10) 1 d D . P A 1
C24 C 0.2240(4) 0.4363(3) 0.5154(3) 0.0324(16) Uani 0.486(10) 1 d G . P A 1
H24 H 0.1974 0.4150 0.5640 0.039 Uiso 0.486(10) 1 calc R . P A 1
C25 C 0.1328(3) 0.4760(4) 0.4480(4) 0.0406(16) Uani 0.486(10) 1 d G . P A 1
H25 H 0.0439 0.4817 0.4507 0.049 Uiso 0.486(10) 1 calc R . P A 1
C26 C 0.1716(4) 0.5071(2) 0.3768(3) 0.034(3) Uani 0.486(10) 1 d G . P A 1
H26 H 0.1093 0.5342 0.3308 0.040 Uiso 0.486(10) 1 calc R . P A 1
C27 C 0.3017(5) 0.4987(3) 0.3729(3) 0.0334(14) Uani 0.486(10) 1 d G . P A 1
H27 H 0.3282 0.5200 0.3243 0.040 Uiso 0.486(10) 1 calc R . P A 1
C28 C 0.3929(4) 0.4591(3) 0.4403(3) 0.0271(12) Uani 0.486(10) 1 d G . P A 1
H28 H 0.4817 0.4533 0.4376 0.033 Uiso 0.486(10) 1 calc R . P A 1
C29 C 0.7572(2) 0.31695(12) 0.47318(13) 0.0241(4) Uani 1 1 d . . . . .
C30 C 0.8778(2) 0.30281(13) 0.45761(15) 0.0296(5) Uani 1 1 d . . . . .
H30 H 0.9418 0.2707 0.4957 0.035 Uiso 1 1 calc R . . . .
C31 C 0.9010(3) 0.33819(13) 0.38274(15) 0.0322(5) Uani 1 1 d . . . . .
H31 H 0.9835 0.3309 0.3698 0.039 Uiso 1 1 calc R . . . .
C32 C 0.8069(2) 0.38319(12) 0.32785(13) 0.0275(4) Uani 1 1 d . . . . .
H32 H 0.8233 0.4077 0.2773 0.033 Uiso 1 1 calc R . . . .
C33 C 0.6853(2) 0.39227(14) 0.34798(13) 0.0299(5) Uani 1 1 d . . . . .
N21 N 0.54856(19) 0.35264(10) 0.55346(11) 0.0239(4) Uani 1 1 d . . . . .
N22 N 0.73264(19) 0.28491(10) 0.55102(11) 0.0231(4) Uani 1 1 d . . . . .
N23 N 0.66155(19) 0.35952(12) 0.42070(11) 0.0297(4) Uani 1 1 d . . . . .
N24 N 0.5862(3) 0.43481(16) 0.29569(14) 0.0467(6) Uani 1 1 d D . . . .
O21 O 0.41610(17) 0.36297(9) 0.64978(10) 0.0305(3) Uani 1 1 d . . . . .
S21 S 0.65607(6) 0.25629(3) 0.69374(3) 0.02480(12) Uani 1 1 d . . . . .
C223 C 0.3382(4) 0.4235(2) 0.5048(2) 0.026(2) Uani 0.514(10) 1 d D . P A 2
C224 C 0.2412(5) 0.4633(3) 0.5308(2) 0.0259(13) Uani 0.514(10) 1 d G . P A 2
H224 H 0.2360 0.4600 0.5913 0.031 Uiso 0.514(10) 1 calc R . P A 2
C225 C 0.1518(4) 0.5078(3) 0.4683(3) 0.0306(12) Uani 0.514(10) 1 d G . P A 2
H225 H 0.0855 0.5350 0.4860 0.037 Uiso 0.514(10) 1 calc R . P A 2
C226 C 0.1595(4) 0.5126(2) 0.3797(2) 0.038(3) Uani 0.514(10) 1 d G . P A 2
H226 H 0.0984 0.5431 0.3370 0.045 Uiso 0.514(10) 1 calc R . P A 2
C227 C 0.2565(5) 0.4728(3) 0.3538(2) 0.0339(14) Uani 0.514(10) 1 d G . P A 2
H227 H 0.2617 0.4761 0.2933 0.041 Uiso 0.514(10) 1 calc R . P A 2
C228 C 0.3458(5) 0.4283(3) 0.4163(3) 0.0328(14) Uani 0.514(10) 1 d G . P A 2
H228 H 0.4121 0.4011 0.3985 0.039 Uiso 0.514(10) 1 calc R . P A 2
Cl41 Cl 0.03506(5) 0.36802(3) 0.12743(3) 0.02371(11) Uani 1 1 d . . . . .
O41 O 0.0814(3) 0.37635(14) 0.22311(12) 0.0649(7) Uani 1 1 d . . . . .
O42 O 0.10988(19) 0.30914(10) 0.10130(12) 0.0395(4) Uani 1 1 d . . . . .
O43 O 0.05209(19) 0.43632(9) 0.08396(12) 0.0376(4) Uani 1 1 d . . . . .
O44 O -0.10327(18) 0.34864(10) 0.10144(14) 0.0430(4) Uani 1 1 d . . . . .
H4A H 0.297(2) 0.1957(15) 0.7371(17) 0.034(7) Uiso 1 1 d D . . . .
H21 H 0.555(3) 0.3658(16) 0.502(2) 0.043(8) Uiso 1 1 d . . . . .
H22 H 0.786(3) 0.2525(15) 0.5755(18) 0.027(7) Uiso 1 1 d . . . . .
H1 H 0.789(3) 0.5149(16) 0.9903(19) 0.036(7) Uiso 1 1 d . . . . .
H2 H 0.594(3) 0.4058(16) 1.035(2) 0.041(8) Uiso 1 1 d . . . . .
H4B H 0.416(3) 0.2352(16) 0.731(2) 0.039(8) Uiso 1 1 d . . . . .
H24A H 0.597(3) 0.4501(17) 0.2460(16) 0.054(9) Uiso 1 1 d D . . . .
H24B H 0.510(5) 0.431(3) 0.298(3) 0.093(15) Uiso 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 0.0033 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'
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'
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'
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
N3 Cu1 S1 102.76(5) . . ?
N3 Cu1 O21 101.80(6) . . ?
N3 Cu1 S21 125.50(5) . . ?
S1 Cu1 O21 109.06(5) . . ?
S1 Cu1 S21 126.94(2) . . ?
S21 Cu1 O21 83.50(4) . . ?
N1 C1 S1 115.85(15) . . ?
N2 C1 N1 115.32(16) . . ?
N2 C1 S1 128.82(15) . . ?
N1 C2 C3 118.27(18) . . ?
O1 C2 C3 121.39(17) . . ?
O1 C2 N1 120.30(19) . . ?
C4 C3 C2 116.57(19) . . ?
C8 C3 C2 123.84(18) . . ?
C8 C3 C4 119.6(2) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.2(2) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.1(2) . . ?
C6 C5 H5 120.0 . . ?
C5 C6 H6 120.1 . . ?
C5 C6 C7 119.9(2) . . ?
C7 C6 H6 120.1 . . ?
C6 C7 H7 119.7 . . ?
C8 C7 C6 120.5(2) . . ?
C8 C7 H7 119.7 . . ?
C3 C8 H8 120.1 . . ?
C7 C8 C3 119.7(2) . . ?
C7 C8 H8 120.1 . . ?
C10 C9 N2 114.75(17) . . ?
N3 C9 C10 123.28(19) . . ?
N3 C9 N2 121.96(18) . . ?
C9 C10 H10 120.8 . . ?
C9 C10 C11 118.42(19) . . ?
C11 C10 H10 120.8 . . ?
C10 C11 H11 120.2 . . ?
C12 C11 C10 119.6(2) . . ?
C12 C11 H11 120.2 . . ?
C11 C12 H12 120.4 . . ?
C11 C12 C13 119.2(2) . . ?
C13 C12 H12 120.4 . . ?
N3 C13 C12 122.06(19) . . ?
N4 C13 C12 119.8(2) . . ?
N4 C13 N3 118.1(2) . . ?
C1 N1 H1 115(2) . . ?
C2 N1 C1 128.01(18) . . ?
C2 N1 H1 117(2) . . ?
C1 N2 C9 135.27(17) . . ?
C1 N2 H2 110(2) . . ?
C9 N2 H2 113(2) . . ?
C9 N3 Cu1 122.97(14) . . ?
C9 N3 C13 117.42(17) . . ?
C13 N3 Cu1 119.04(13) . . ?
C13 N4 H4A 118.4(19) . . ?
C13 N4 H4B 115(2) . . ?
H4A N4 H4B 119(3) . . ?
C1 S1 Cu1 103.41(7) . . ?
N21 C21 S21 127.70(16) . . ?
N22 C21 N21 115.36(17) . . ?
N22 C21 S21 116.92(16) . . ?
N21 C22 C23 113.2(2) . . ?
N21 C22 C223 114.8(2) . . ?
O21 C22 C23 122.5(2) . . ?
O21 C22 N21 124.3(2) . . ?
O21 C22 C223 120.8(2) . . ?
C24 C23 C22 116.4(3) . . ?
C24 C23 C28 120.0 . . ?
C28 C23 C22 123.1(3) . . ?
C23 C24 H24 120.0 . . ?
C23 C24 C25 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 H25 120.0 . . ?
C26 C25 C24 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 120.0 . . ?
C27 C26 H26 120.0 . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 120.0 . . ?
C28 C27 H27 120.0 . . ?
C23 C28 H28 120.0 . . ?
C27 C28 C23 120.0 . . ?
C27 C28 H28 120.0 . . ?
C30 C29 N22 117.9(2) . . ?
N23 C29 C30 124.76(19) . . ?
N23 C29 N22 117.30(19) . . ?
C29 C30 H30 121.8 . . ?
C29 C30 C31 116.3(2) . . ?
C31 C30 H30 121.8 . . ?
C30 C31 H31 119.5 . . ?
C32 C31 C30 121.0(2) . . ?
C32 C31 H31 119.5 . . ?
C31 C32 H32 120.8 . . ?
C31 C32 C33 118.3(2) . . ?
C33 C32 H32 120.8 . . ?
N23 C33 C32 121.7(2) . . ?
N23 C33 N24 116.6(2) . . ?
N24 C33 C32 121.7(2) . . ?
C21 N21 C22 129.39(17) . . ?
C21 N21 H21 113(2) . . ?
C22 N21 H21 117(2) . . ?
C21 N22 C29 131.20(19) . . ?
C21 N22 H22 114.1(18) . . ?
C29 N22 H22 114.6(18) . . ?
C29 N23 C33 117.89(19) . . ?
C33 N24 H24A 116(2) . . ?
C33 N24 H24B 122(3) . . ?
H24A N24 H24B 116(4) . . ?
C22 O21 Cu1 123.26(15) . . ?
C21 S21 Cu1 107.22(7) . . ?
C224 C223 C22 117.6(3) . . ?
C224 C223 C228 120.0 . . ?
C228 C223 C22 122.3(3) . . ?
C223 C224 H224 120.0 . . ?
C225 C224 C223 120.0 . . ?
C225 C224 H224 120.0 . . ?
C224 C225 H225 120.0 . . ?
C224 C225 C226 120.0 . . ?
C226 C225 H225 120.0 . . ?
C225 C226 H226 120.0 . . ?
C227 C226 C225 120.0 . . ?
C227 C226 H226 120.0 . . ?
C226 C227 H227 120.0 . . ?
C228 C227 C226 120.0 . . ?
C228 C227 H227 120.0 . . ?
C223 C228 H228 120.0 . . ?
C227 C228 C223 120.0 . . ?
C227 C228 H228 120.0 . . ?
O41 Cl41 O42 108.23(13) . . ?
O41 Cl41 O43 110.09(13) . . ?
O41 Cl41 O44 109.67(15) . . ?
O43 Cl41 O42 110.28(11) . . ?
O43 Cl41 O44 109.09(11) . . ?
O44 Cl41 O42 109.47(11) . . ?
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 N3 2.0148(17) . ?
Cu1 S1 2.2127(6) . ?
Cu1 O21 2.3703(16) . ?
Cu1 S21 2.2515(6) . ?
C1 N1 1.393(3) . ?
C1 N2 1.337(3) . ?
C1 S1 1.6746(19) . ?
C2 C3 1.482(3) . ?
C2 N1 1.383(2) . ?
C2 O1 1.232(3) . ?
C3 C4 1.400(3) . ?
C3 C8 1.396(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.382(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.388(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.389(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.384(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.384(3) . ?
C9 N2 1.406(3) . ?
C9 N3 1.352(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.389(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.364(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.404(3) . ?
C13 N3 1.354(3) . ?
C13 N4 1.354(3) . ?
N1 H1 0.80(3) . ?
N2 H2 0.80(3) . ?
N4 H4A 0.851(17) . ?
N4 H4B 0.84(3) . ?
C21 N21 1.363(3) . ?
C21 N22 1.346(3) . ?
C21 S21 1.6910(19) . ?
C22 C23 1.458(4) . ?
C22 N21 1.389(3) . ?
C22 O21 1.220(2) . ?
C22 C223 1.542(4) . ?
C23 C24 1.3900 . ?
C23 C28 1.3900 . ?
C24 H24 0.9500 . ?
C24 C25 1.3900 . ?
C25 H25 0.9500 . ?
C25 C26 1.3900 . ?
C26 H26 0.9500 . ?
C26 C27 1.3900 . ?
C27 H27 0.9500 . ?
C27 C28 1.3900 . ?
C28 H28 0.9500 . ?
C29 C30 1.376(3) . ?
C29 N22 1.416(2) . ?
C29 N23 1.335(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.396(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.366(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.404(3) . ?
C33 N23 1.348(3) . ?
C33 N24 1.355(3) . ?
N21 H21 0.85(3) . ?
N22 H22 0.82(3) . ?
N24 H24A 0.848(18) . ?
N24 H24B 0.81(5) . ?
C223 C224 1.3900 . ?
C223 C228 1.3900 . ?
C224 H224 0.9500 . ?
C224 C225 1.3900 . ?
C225 H225 0.9500 . ?
C225 C226 1.3900 . ?
C226 H226 0.9500 . ?
C226 C227 1.3900 . ?
C227 H227 0.9500 . ?
C227 C228 1.3900 . ?
C228 H228 0.9500 . ?
Cl41 O41 1.4224(18) . ?
Cl41 O42 1.4382(18) . ?
Cl41 O43 1.4298(17) . ?
Cl41 O44 1.4341(19) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N4 H4A O41 0.851(17) 2.56(2) 3.361(3) 158(2) 4_566
N4 H4A O42 0.851(17) 2.43(2) 3.164(3) 145(2) 4_566
N21 H21 N23 0.85(3) 1.90(3) 2.639(2) 145(3) .
N22 H22 O44 0.82(3) 2.13(3) 2.921(3) 163(2) 4_666
N1 H1 O43 0.80(3) 2.43(3) 3.221(2) 168(3) 3_666
N2 H2 O1 0.80(3) 1.87(3) 2.586(2) 148(3) .
N4 H4B O21 0.84(3) 2.61(3) 3.246(3) 133(3) .
N4 H4B S21 0.84(3) 2.76(3) 3.529(2) 152(3) .
N24 H24A O1 0.848(18) 2.105(19) 2.943(2) 169(3) 1_554
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C3 C4 C5 -177.73(19) . . . . ?
C2 C3 C8 C7 177.57(19) . . . . ?
C3 C2 N1 C1 178.19(19) . . . . ?
C3 C4 C5 C6 0.0(3) . . . . ?
C4 C3 C8 C7 -1.7(3) . . . . ?
C4 C5 C6 C7 -1.5(3) . . . . ?
C5 C6 C7 C8 1.3(3) . . . . ?
C6 C7 C8 C3 0.2(3) . . . . ?
C8 C3 C4 C5 1.6(3) . . . . ?
C9 C10 C11 C12 0.6(3) . . . . ?
C10 C9 N2 C1 -157.4(2) . . . . ?
C10 C9 N3 Cu1 171.74(15) . . . . ?
C10 C9 N3 C13 0.6(3) . . . . ?
C10 C11 C12 C13 0.0(3) . . . . ?
C11 C12 C13 N3 -0.4(3) . . . . ?
C11 C12 C13 N4 177.8(2) . . . . ?
C12 C13 N3 Cu1 -171.41(16) . . . . ?
C12 C13 N3 C9 0.1(3) . . . . ?
N1 C1 N2 C9 170.4(2) . . . . ?
N1 C1 S1 Cu1 168.01(14) . . . . ?
N1 C2 C3 C4 164.69(18) . . . . ?
N1 C2 C3 C8 -14.6(3) . . . . ?
N2 C1 N1 C2 -6.1(3) . . . . ?
N2 C1 S1 Cu1 -12.4(2) . . . . ?
N2 C9 C10 C11 -179.68(18) . . . . ?
N2 C9 N3 Cu1 -9.6(3) . . . . ?
N2 C9 N3 C13 179.21(18) . . . . ?
N3 C9 C10 C11 -0.9(3) . . . . ?
N3 C9 N2 C1 23.8(4) . . . . ?
N4 C13 N3 Cu1 10.3(3) . . . . ?
N4 C13 N3 C9 -178.13(18) . . . . ?
O1 C2 C3 C4 -13.1(3) . . . . ?
O1 C2 C3 C8 167.7(2) . . . . ?
O1 C2 N1 C1 -4.0(3) . . . . ?
S1 C1 N1 C2 173.52(16) . . . . ?
S1 C1 N2 C9 -9.2(4) . . . . ?
C22 C23 C24 C25 -172.7(4) . . . . ?
C22 C23 C28 C27 172.2(4) . . . . ?
C22 C223 C224 C225 177.1(4) . . . . ?
C22 C223 C228 C227 -176.9(4) . . . . ?
C23 C22 N21 C21 -174.7(3) . . . . ?
C23 C22 O21 Cu1 -149.6(2) . . . . ?
C23 C24 C25 C26 0.0 . . . . ?
C24 C23 C28 C27 0.0 . . . . ?
C24 C25 C26 C27 0.0 . . . . ?
C25 C26 C27 C28 0.0 . . . . ?
C26 C27 C28 C23 0.0 . . . . ?
C28 C23 C24 C25 0.0 . . . . ?
C29 C30 C31 C32 -1.1(3) . . . . ?
C30 C29 N22 C21 162.0(2) . . . . ?
C30 C29 N23 C33 -1.3(3) . . . . ?
C30 C31 C32 C33 -0.8(3) . . . . ?
C31 C32 C33 N23 1.8(3) . . . . ?
C31 C32 C33 N24 -178.7(2) . . . . ?
C32 C33 N23 C29 -0.8(3) . . . . ?
N21 C21 N22 C29 8.4(3) . . . . ?
N21 C21 S21 Cu1 -33.9(2) . . . . ?
N21 C22 C23 C24 159.8(3) . . . . ?
N21 C22 C23 C28 -12.7(4) . . . . ?
N21 C22 O21 Cu1 27.7(3) . . . . ?
N21 C22 C223 C224 -167.1(3) . . . . ?
N21 C22 C223 C228 9.9(4) . . . . ?
N22 C21 N21 C22 175.6(2) . . . . ?
N22 C21 S21 Cu1 148.00(14) . . . . ?
N22 C29 C30 C31 -177.0(2) . . . . ?
N22 C29 N23 C33 177.94(19) . . . . ?
N23 C29 C30 C31 2.2(3) . . . . ?
N23 C29 N22 C21 -17.3(3) . . . . ?
N24 C33 N23 C29 179.6(2) . . . . ?
O21 C22 C23 C24 -22.6(5) . . . . ?
O21 C22 C23 C28 164.9(3) . . . . ?
O21 C22 N21 C21 7.8(4) . . . . ?
O21 C22 C223 C224 17.0(5) . . . . ?
O21 C22 C223 C228 -165.9(3) . . . . ?
S21 C21 N21 C22 -2.5(3) . . . . ?
S21 C21 N22 C29 -173.21(17) . . . . ?
C223 C22 N21 C21 -168.0(3) . . . . ?
C223 C22 O21 Cu1 -156.8(2) . . . . ?
C223 C224 C225 C226 0.0 . . . . ?
C224 C223 C228 C227 0.0 . . . . ?
C224 C225 C226 C227 0.0 . . . . ?
C225 C226 C227 C228 0.0 . . . . ?
C226 C227 C228 C223 0.0 . . . . ?
C228 C223 C224 C225 0.0 . . . . ?
