# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_zz_sq_s
_database_code_depnum_ccdc_archive 'CCDC 1844799'
_audit_update_record             
;
2018-05-22 deposited with the CCDC.
2018-11-14 downloaded from the CCDC.
;
_audit_creation_date             2016-12-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H10 Cu N4 O5 S2, H2 O'
_chemical_formula_sum            'C12 H12 Cu N4 O6 S2'
_chemical_formula_weight         435.92
_chemical_absolute_configuration unk
_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'
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.51200(10)
_cell_length_b                   10.4289(3)
_cell_length_c                   29.3412(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1686.65(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9363
_cell_measurement_temperature    170
_cell_measurement_theta_max      27.13
_cell_measurement_theta_min      2.40
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.580
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5857
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1105 before and 0.0680 after correction.
The Ratio of minimum to maximum transmission is 0.7855.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.717
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             884
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0489
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            20922
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.486
_diffrn_reflns_theta_max         25.486
_diffrn_reflns_theta_min         2.396
_diffrn_ambient_temperature      170.0
_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       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.691
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2995
_reflns_number_total             3139
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 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    ?
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.067
_refine_ls_abs_structure_details 
;
 Flack x determined using 1199 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.019(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     234
_refine_ls_number_reflns         3139
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0267
_refine_ls_R_factor_gt           0.0250
_refine_ls_restrained_S_all      1.087
_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)+(0.0343P)²+0.6671P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0670
_refine_ls_wR_factor_ref         0.0678
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 H1B-H1A
 1.46 with sigma of 0.02
3.a Free rotating group:
 O6(H6A,H6B)
3.b Rotating group:
 O1(H1A)
3.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.77076(7) 0.48925(4) 0.76200(2) 0.01167(13) Uani 1 1 d . . . . .
S1 S 0.33800(17) 0.68243(9) 0.78346(3) 0.0112(2) Uani 1 1 d . . . . .
S003 S 0.66533(18) 0.56076(11) 0.51240(3) 0.0198(2) Uani 1 1 d . . . . .
O1 O 1.0749(5) 0.3887(3) 0.76184(10) 0.0150(6) Uani 1 1 d . . . . .
H1A H 1.0569 0.3220 0.7452 0.022 Uiso 1 1 d DGR . . . .
O2 O 0.4408(4) 0.5626(2) 0.76169(9) 0.0126(5) Uani 1 1 d . . . . .
O3 O 0.4238(5) 0.7938(2) 0.75730(10) 0.0159(6) Uani 1 1 d . . . . .
O4 O 0.0703(5) 0.6703(3) 0.77933(10) 0.0154(6) Uani 1 1 d . . . . .
O5 O 0.4080(6) 0.6877(3) 0.83126(9) 0.0240(7) Uani 1 1 d . . . . .
N1 N 0.7611(6) 0.5519(3) 0.32902(10) 0.0128(6) Uani 1 1 d . . . . .
N2 N 1.0943(6) 0.6183(4) 0.48801(12) 0.0236(8) Uani 1 1 d . . . . .
N3 N 1.0974(6) 0.6173(4) 0.53471(12) 0.0244(9) Uani 1 1 d . . . . .
N4 N 0.8022(6) 0.5374(3) 0.69513(10) 0.0131(7) Uani 1 1 d . . . . .
C1 C 0.9616(7) 0.6103(4) 0.34504(14) 0.0162(9) Uani 1 1 d . . . . .
H1 H 1.0783 0.6415 0.3239 0.019 Uiso 1 1 calc R . . . .
C2 C 1.0035(7) 0.6264(4) 0.39119(13) 0.0146(8) Uani 1 1 d . . . . .
H2 H 1.1477 0.6671 0.4015 0.017 Uiso 1 1 calc R . . . .
C3 C 0.8327(7) 0.5826(4) 0.42243(12) 0.0137(8) Uani 1 1 d . . . . .
C4 C 0.6222(7) 0.5271(4) 0.40589(13) 0.0176(9) Uani 1 1 d . . . . .
H4 H 0.4990 0.4992 0.4262 0.021 Uiso 1 1 calc R . . . .
C5 C 0.5933(7) 0.5127(4) 0.35890(13) 0.0185(9) Uani 1 1 d . . . . .
H5 H 0.4494 0.4736 0.3477 0.022 Uiso 1 1 calc R . . . .
C6 C 0.8817(7) 0.5910(4) 0.47182(13) 0.0148(8) Uani 1 1 d . . . . .
C7 C 0.8878(7) 0.5876(4) 0.55201(13) 0.0135(8) Uani 1 1 d . . . . .
C8 C 0.8500(7) 0.5746(4) 0.60160(12) 0.0136(8) Uani 1 1 d . . . . .
C9 C 1.0243(8) 0.6188(4) 0.63136(14) 0.0184(9) Uani 1 1 d . . . . .
H9 H 1.1625 0.6632 0.6202 0.022 Uiso 1 1 calc R . . . .
C10 C 0.9964(8) 0.5980(4) 0.67773(14) 0.0189(9) Uani 1 1 d . . . . .
H10 H 1.1190 0.6275 0.6979 0.023 Uiso 1 1 calc R . . . .
C11 C 0.6288(6) 0.4992(4) 0.66598(13) 0.0171(8) Uani 1 1 d . . . . .
H11 H 0.4880 0.4589 0.6779 0.020 Uiso 1 1 calc R . . . .
C12 C 0.6460(7) 0.5158(4) 0.61974(13) 0.0170(8) Uani 1 1 d . . . . .
H12 H 0.5192 0.4873 0.6003 0.020 Uiso 1 1 calc R . . . .
O6 O 0.8378(11) 0.8072(5) 0.8597(2) 0.0790(15) Uani 1 1 d . . . . .
H6A H 0.7168 0.7540 0.8619 0.119 Uiso 1 1 d G . . . .
H6B H 0.9658 0.7665 0.8502 0.119 Uiso 1 1 d G . . . .
H1B H 1.184(11) 0.438(4) 0.756(2) 0.08(2) Uiso 1 1 d D . . . .


_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 1.978(3) . ?
Cu1 O2 1.973(2) . ?
Cu1 O3 2.372(3) 3_646 ?
Cu1 N1 2.020(3) 2_665 ?
Cu1 N4 2.033(3) . ?
S1 O2 1.513(3) . ?
S1 O3 1.470(3) . ?
S1 O4 1.486(3) . ?
S1 O5 1.456(3) . ?
S003 C6 1.714(4) . ?
S003 C7 1.713(4) . ?
O1 H1A 0.8558 . ?
O1 H1B 0.81(5) . ?
O3 Cu1 2.372(3) 3_656 ?
N1 Cu1 2.020(3) 2_664 ?
N1 C1 1.346(5) . ?
N1 C5 1.339(5) . ?
N2 N3 1.370(5) . ?
N2 C6 1.296(5) . ?
N3 C7 1.299(5) . ?
N4 C10 1.343(5) . ?
N4 C11 1.343(5) . ?
C1 H1 0.9500 . ?
C1 C2 1.384(6) . ?
C2 H2 0.9500 . ?
C2 C3 1.391(6) . ?
C3 C4 1.385(6) . ?
C3 C6 1.477(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.396(5) . ?
C5 H5 0.9500 . ?
C7 C8 1.476(5) . ?
C8 C9 1.378(6) . ?
C8 C12 1.387(6) . ?
C9 H9 0.9500 . ?
C9 C10 1.386(6) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C11 C12 1.371(5) . ?
C12 H12 0.9500 . ?
O6 H6A 0.8696 . ?
O6 H6B 0.8702 . ?

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 O3 85.80(11) . 3_646 ?
O1 Cu1 N1 87.89(12) . 2_665 ?
O1 Cu1 N4 93.24(12) . . ?
O2 Cu1 O1 170.77(11) . . ?
O2 Cu1 O3 85.14(10) . 3_646 ?
O2 Cu1 N1 90.40(12) . 2_665 ?
O2 Cu1 N4 88.75(12) . . ?
N1 Cu1 O3 90.60(11) 2_665 3_646 ?
N1 Cu1 N4 177.96(12) 2_665 . ?
N4 Cu1 O3 91.17(12) . 3_646 ?
O3 S1 O2 108.16(15) . . ?
O3 S1 O4 110.12(17) . . ?
O4 S1 O2 105.49(16) . . ?
O5 S1 O2 109.79(17) . . ?
O5 S1 O3 112.82(18) . . ?
O5 S1 O4 110.18(19) . . ?
C7 S003 C6 86.74(19) . . ?
Cu1 O1 H1A 109.5 . . ?
Cu1 O1 H1B 107(5) . . ?
H1A O1 H1B 119.6 . . ?
S1 O2 Cu1 131.54(16) . . ?
S1 O3 Cu1 131.16(15) . 3_656 ?
C1 N1 Cu1 120.5(3) . 2_664 ?
C5 N1 Cu1 120.8(3) . 2_664 ?
C5 N1 C1 118.5(3) . . ?
C6 N2 N3 112.1(3) . . ?
C7 N3 N2 112.5(3) . . ?
C10 N4 Cu1 123.4(3) . . ?
C11 N4 Cu1 118.7(3) . . ?
C11 N4 C10 117.7(3) . . ?
N1 C1 H1 118.9 . . ?
N1 C1 C2 122.2(4) . . ?
C2 C1 H1 118.9 . . ?
C1 C2 H2 120.3 . . ?
C1 C2 C3 119.5(4) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 C6 120.2(4) . . ?
C4 C3 C2 118.3(3) . . ?
C4 C3 C6 121.5(4) . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.1(4) . . ?
C5 C4 H4 120.4 . . ?
N1 C5 C4 122.3(4) . . ?
N1 C5 H5 118.8 . . ?
C4 C5 H5 118.8 . . ?
N2 C6 S003 114.5(3) . . ?
N2 C6 C3 122.5(4) . . ?
C3 C6 S003 122.9(3) . . ?
N3 C7 S003 114.2(3) . . ?
N3 C7 C8 122.2(4) . . ?
C8 C7 S003 123.5(3) . . ?
C9 C8 C7 119.7(4) . . ?
C9 C8 C12 118.0(3) . . ?
C12 C8 C7 122.2(4) . . ?
C8 C9 H9 120.3 . . ?
C8 C9 C10 119.5(4) . . ?
C10 C9 H9 120.3 . . ?
N4 C10 C9 122.3(4) . . ?
N4 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
N4 C11 H11 118.5 . . ?
N4 C11 C12 122.9(4) . . ?
C12 C11 H11 118.5 . . ?
C8 C12 H12 120.3 . . ?
C11 C12 C8 119.5(4) . . ?
C11 C12 H12 120.3 . . ?
H6A O6 H6B 109.5 . . ?

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
Cu1 N1 C1 C2 -172.1(3) 2_664 . . . ?
Cu1 N1 C5 C4 172.9(3) 2_664 . . . ?
Cu1 N4 C10 C9 173.6(3) . . . . ?
Cu1 N4 C11 C12 -173.3(3) . . . . ?
S003 C7 C8 C9 -168.9(3) . . . . ?
S003 C7 C8 C12 12.8(6) . . . . ?
O2 S1 O3 Cu1 143.21(19) . . . 3_656 ?
O3 S1 O2 Cu1 74.1(2) . . . . ?
O4 S1 O2 Cu1 -168.0(2) . . . . ?
O4 S1 O3 Cu1 28.4(3) . . . 3_656 ?
O5 S1 O2 Cu1 -49.3(3) . . . . ?
O5 S1 O3 Cu1 -95.2(2) . . . 3_656 ?
N1 C1 C2 C3 -0.8(6) . . . . ?
N2 N3 C7 S003 -1.0(5) . . . . ?
N2 N3 C7 C8 177.1(4) . . . . ?
N3 N2 C6 S003 -0.2(5) . . . . ?
N3 N2 C6 C3 -178.4(4) . . . . ?
N3 C7 C8 C9 13.1(6) . . . . ?
N3 C7 C8 C12 -165.2(4) . . . . ?
N4 C11 C12 C8 0.0(6) . . . . ?
C1 N1 C5 C4 -1.8(6) . . . . ?
C1 C2 C3 C4 -1.7(6) . . . . ?
C1 C2 C3 C6 175.9(4) . . . . ?
C2 C3 C4 C5 2.4(6) . . . . ?
C2 C3 C6 S003 170.4(3) . . . . ?
C2 C3 C6 N2 -11.6(6) . . . . ?
C3 C4 C5 N1 -0.7(6) . . . . ?
C4 C3 C6 S003 -12.1(5) . . . . ?
C4 C3 C6 N2 165.9(4) . . . . ?
C5 N1 C1 C2 2.5(6) . . . . ?
C6 S003 C7 N3 0.8(3) . . . . ?
C6 S003 C7 C8 -177.4(4) . . . . ?
C6 N2 N3 C7 0.8(6) . . . . ?
C6 C3 C4 C5 -175.1(4) . . . . ?
C7 S003 C6 N2 -0.3(3) . . . . ?
C7 S003 C6 C3 177.8(3) . . . . ?
C7 C8 C9 C10 -175.3(4) . . . . ?
C7 C8 C12 C11 175.8(4) . . . . ?
C8 C9 C10 N4 -1.1(7) . . . . ?
C9 C8 C12 C11 -2.5(6) . . . . ?
C10 N4 C11 C12 2.1(6) . . . . ?
C11 N4 C10 C9 -1.5(6) . . . . ?
C12 C8 C9 C10 3.1(6) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mo_2017336-201050510_0m
_database_code_depnum_ccdc_archive 'CCDC 1844801'
_audit_update_record             
;
2018-05-22 deposited with the CCDC.
2018-11-14 downloaded from the CCDC.
;
_audit_creation_date             2017-05-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C60 H56 Cu2 N24 O4), 2(N O3)'
_chemical_formula_sum            'C30 H28 Cu N14 O8'
_chemical_formula_weight         776.20
_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'
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'

_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.
;
_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_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.5673(19)
_cell_length_b                   11.425(2)
_cell_length_c                   13.396(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.914(4)
_cell_angle_gamma                90
_cell_volume                     1529.9(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4665
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.460
_cell_measurement_theta_min      2.40
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.794
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6845
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.0677 before and 0.0466 after correction. The Ratio of minimum to maximum transmission is 0.9181. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.685
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             798
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13219
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.556
_diffrn_reflns_theta_min         2.147
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3015
_reflns_number_total             3517
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.344
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.964
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3517
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0324
_refine_ls_restrained_S_all      0.964
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0590P)²+0.8990P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0901
_refine_ls_wR_factor_ref         0.0960
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O1(H1A,H1B)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C5(H5), C13(H13), C1(H1), C10(H10), C2(H2), C3(H3), C7(H7), C12(H12),
 C14(H14), C15(H15), C11(H11)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.5000 0.5000 0.0000 0.01506(10) Uani 1 2 d S T P . .
O1 O 0.33269(13) 0.44322(13) -0.16599(12) 0.0296(3) Uani 1 1 d . . . . .
H1A H 0.2561 0.4754 -0.1878 0.044 Uiso 1 1 d G . . . .
H1B H 0.3249 0.3705 -0.1802 0.044 Uiso 1 1 d G . . . .
N1 N 0.37343(15) 0.47451(12) 0.08330(12) 0.0161(3) Uani 1 1 d . . . . .
N6 N 0.05753(15) 0.17151(13) 0.52153(11) 0.0173(3) Uani 1 1 d . . . . .
N5 N 0.14520(14) 0.34159(13) 0.50260(11) 0.0168(3) Uani 1 1 d . . . . .
N4 N 0.43583(14) 0.68235(13) 0.54922(12) 0.0177(3) Uani 1 1 d . . . . .
N2 N 0.29353(14) 0.47435(13) 0.21602(11) 0.0160(3) Uani 1 1 d . . . . .
N3 N 0.59373(16) 0.81840(14) 0.60373(13) 0.0250(3) Uani 1 1 d . . . . .
O3 O 0.54893(19) 0.74452(15) 0.28656(14) 0.0452(4) Uani 1 1 d . . . . .
N7 N 0.60525(15) 0.82997(15) 0.26252(13) 0.0251(3) Uani 1 1 d . . . . .
C9 C 0.21469(16) 0.41199(15) 0.35832(14) 0.0168(3) Uani 1 1 d . . . . .
H9 H 0.1652 0.3507 0.3152 0.020 Uiso 1 1 calc R . . . .
O2 O 0.59368(17) 0.92788(15) 0.29801(19) 0.0577(6) Uani 1 1 d . . . . .
C5 C 0.35689(17) 0.58218(15) 0.38106(14) 0.0173(3) Uani 1 1 d . . . . .
H5 H 0.4029 0.6374 0.3524 0.021 Uiso 1 1 calc R . . . .
O4 O 0.6678(2) 0.81758(19) 0.20026(17) 0.0621(6) Uani 1 1 d . . . . .
C4 C 0.28795(17) 0.48984(14) 0.32012(14) 0.0157(3) Uani 1 1 d . . . . .
C13 C 0.13505(17) 0.22663(15) 0.47726(14) 0.0184(3) Uani 1 1 d . . . . .
H13 H 0.1782 0.1903 0.4332 0.022 Uiso 1 1 calc R . . . .
C8 C 0.21523(16) 0.42575(15) 0.46161(14) 0.0164(3) Uani 1 1 d . . . . .
C1 C 0.39902(17) 0.50124(14) 0.18394(14) 0.0161(3) Uani 1 1 d . . . . .
H1 H 0.4803 0.5348 0.2278 0.019 Uiso 1 1 calc R . . . .
C6 C 0.35778(16) 0.59294(15) 0.48495(14) 0.0163(3) Uani 1 1 d . . . . .
C10 C 0.53387(18) 0.74605(16) 0.52771(15) 0.0202(4) Uani 1 1 d . . . . .
H10 H 0.5557 0.7384 0.4646 0.024 Uiso 1 1 calc R . . . .
C2 C 0.24553(18) 0.42830(16) 0.04925(15) 0.0205(4) Uani 1 1 d . . . . .
H2 H 0.1998 0.4016 -0.0203 0.025 Uiso 1 1 calc R . . . .
C3 C 0.19554(18) 0.42705(16) 0.13093(14) 0.0202(4) Uani 1 1 d . . . . .
H3 H 0.1103 0.3992 0.1296 0.024 Uiso 1 1 calc R . . . .
C7 C 0.28670(18) 0.51439(15) 0.52666(14) 0.0173(3) Uani 1 1 d . . . . .
H7 H 0.2873 0.5214 0.5975 0.021 Uiso 1 1 calc R . . . .
C12 C 0.43434(19) 0.71940(16) 0.64718(15) 0.0226(4) Uani 1 1 d . . . . .
H12 H 0.3776 0.6923 0.6847 0.027 Uiso 1 1 calc R . . . .
C14 C 0.07007(19) 0.36084(16) 0.56857(15) 0.0221(4) Uani 1 1 d . . . . .
H14 H 0.0586 0.4327 0.6002 0.026 Uiso 1 1 calc R . . . .
C15 C 0.0165(2) 0.25588(16) 0.57845(15) 0.0233(4) Uani 1 1 d . . . . .
H15 H -0.0412 0.2420 0.6188 0.028 Uiso 1 1 calc R . . . .
C11 C 0.5307(2) 0.80236(17) 0.67843(15) 0.0248(4) Uani 1 1 d . . . . .
H11 H 0.5521 0.8440 0.7432 0.030 Uiso 1 1 calc R . . . .


_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 2.4377(15) 3_665 ?
Cu1 O1 2.4377(15) . ?
Cu1 N1 2.0214(15) 3_665 ?
Cu1 N1 2.0214(15) . ?
Cu1 N6 2.0442(15) 4_665 ?
Cu1 N6 2.0442(15) 2 ?
O1 H1A 0.8500 . ?
O1 H1B 0.8500 . ?
N1 C1 1.322(2) . ?
N1 C2 1.383(2) . ?
N6 Cu1 2.0443(15) 2_545 ?
N6 C13 1.317(2) . ?
N6 C15 1.383(2) . ?
N5 C13 1.352(2) . ?
N5 C8 1.427(2) . ?
N5 C14 1.384(2) . ?
N4 C6 1.416(2) . ?
N4 C10 1.371(2) . ?
N4 C12 1.384(2) . ?
N2 C4 1.426(2) . ?
N2 C1 1.354(2) . ?
N2 C3 1.378(2) . ?
N3 C10 1.305(2) . ?
N3 C11 1.382(3) . ?
O3 N7 1.239(2) . ?
N7 O2 1.237(2) . ?
N7 O4 1.229(2) . ?
C9 H9 0.9500 . ?
C9 C4 1.382(2) . ?
C9 C8 1.391(2) . ?
C5 H5 0.9500 . ?
C5 C4 1.387(2) . ?
C5 C6 1.394(2) . ?
C13 H13 0.9500 . ?
C8 C7 1.389(2) . ?
C1 H1 0.9500 . ?
C6 C7 1.398(2) . ?
C10 H10 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.361(3) . ?
C3 H3 0.9500 . ?
C7 H7 0.9500 . ?
C12 H12 0.9500 . ?
C12 C11 1.354(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.351(3) . ?
C15 H15 0.9500 . ?
C11 H11 0.9500 . ?

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 180.0 3_665 . ?
N1 Cu1 O1 87.07(6) 3_665 . ?
N1 Cu1 O1 92.93(6) . . ?
N1 Cu1 O1 92.93(6) 3_665 3_665 ?
N1 Cu1 O1 87.07(6) . 3_665 ?
N1 Cu1 N1 180.00(8) 3_665 . ?
N1 Cu1 N6 89.78(6) 3_665 4_665 ?
N1 Cu1 N6 89.78(6) . 2 ?
N1 Cu1 N6 90.22(6) 3_665 2 ?
N1 Cu1 N6 90.22(6) . 4_665 ?
N6 Cu1 O1 88.18(5) 4_665 . ?
N6 Cu1 O1 88.18(5) 2 3_665 ?
N6 Cu1 O1 91.82(5) 4_665 3_665 ?
N6 Cu1 O1 91.82(5) 2 . ?
N6 Cu1 N6 180.0 4_665 2 ?
Cu1 O1 H1A 121.7 . . ?
Cu1 O1 H1B 117.0 . . ?
H1A O1 H1B 109.5 . . ?
C1 N1 Cu1 125.20(12) . . ?
C1 N1 C2 106.22(14) . . ?
C2 N1 Cu1 128.57(12) . . ?
C13 N6 Cu1 126.50(12) . 2_545 ?
C13 N6 C15 105.47(14) . . ?
C15 N6 Cu1 127.87(12) . 2_545 ?
C13 N5 C8 124.53(14) . . ?
C13 N5 C14 107.42(14) . . ?
C14 N5 C8 127.95(15) . . ?
C10 N4 C6 125.89(15) . . ?
C10 N4 C12 106.17(15) . . ?
C12 N4 C6 127.87(15) . . ?
C1 N2 C4 125.57(15) . . ?
C1 N2 C3 107.57(15) . . ?
C3 N2 C4 126.83(15) . . ?
C10 N3 C11 104.80(15) . . ?
O2 N7 O3 119.81(18) . . ?
O4 N7 O3 119.67(18) . . ?
O4 N7 O2 120.46(19) . . ?
C4 C9 H9 120.9 . . ?
C4 C9 C8 118.27(16) . . ?
C8 C9 H9 120.9 . . ?
C4 C5 H5 120.4 . . ?
C4 C5 C6 119.13(15) . . ?
C6 C5 H5 120.4 . . ?
C9 C4 N2 119.22(15) . . ?
C9 C4 C5 121.47(16) . . ?
C5 C4 N2 119.31(15) . . ?
N6 C13 N5 111.22(15) . . ?
N6 C13 H13 124.4 . . ?
N5 C13 H13 124.4 . . ?
C9 C8 N5 118.11(15) . . ?
C7 C8 N5 119.62(16) . . ?
C7 C8 C9 122.19(15) . . ?
N1 C1 N2 110.74(15) . . ?
N1 C1 H1 124.6 . . ?
N2 C1 H1 124.6 . . ?
C5 C6 N4 119.00(15) . . ?
C5 C6 C7 120.78(16) . . ?
C7 C6 N4 120.18(15) . . ?
N4 C10 H10 123.8 . . ?
N3 C10 N4 112.37(16) . . ?
N3 C10 H10 123.8 . . ?
N1 C2 H2 125.3 . . ?
C3 C2 N1 109.35(16) . . ?
C3 C2 H2 125.3 . . ?
N2 C3 H3 126.9 . . ?
C2 C3 N2 106.11(15) . . ?
C2 C3 H3 126.9 . . ?
C8 C7 C6 118.08(16) . . ?
C8 C7 H7 121.0 . . ?
C6 C7 H7 121.0 . . ?
N4 C12 H12 127.2 . . ?
C11 C12 N4 105.58(16) . . ?
C11 C12 H12 127.2 . . ?
N5 C14 H14 127.3 . . ?
C15 C14 N5 105.48(15) . . ?
C15 C14 H14 127.3 . . ?
N6 C15 H15 124.8 . . ?
C14 C15 N6 110.40(15) . . ?
C14 C15 H15 124.8 . . ?
N3 C11 H11 124.5 . . ?
C12 C11 N3 111.07(17) . . ?
C12 C11 H11 124.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_zz
_database_code_depnum_ccdc_archive 'CCDC 1844800'
_audit_update_record             
;
2018-05-22 deposited with the CCDC.
2018-11-14 downloaded from the CCDC.
;
_audit_creation_date             2016-12-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H8 Cd N4 O4 S2'
_chemical_formula_sum            'C12 H8 Cd N4 O4 S2'
_chemical_formula_weight         448.74
_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'
Cd Cd -0.8075 1.2024 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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'

_cell_length_a                   15.4120(17)
_cell_length_b                   6.7227(7)
_cell_length_c                   13.6634(15)
_cell_angle_alpha                90
_cell_angle_beta                 90.671(2)
_cell_angle_gamma                90
_cell_volume                     1415.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2742
_cell_measurement_temperature    170
_cell_measurement_theta_max      27.44
_cell_measurement_theta_min      2.64
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.864
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1069 before and 0.0650 after correction.
The Ratio of minimum to maximum transmission is 0.6681.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.106
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0673
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8495
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.530
_diffrn_reflns_theta_min         2.643
_diffrn_ambient_temperature      170
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2854
_reflns_number_total             3210
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.774
_refine_diff_density_min         -1.969
_refine_diff_density_rms         0.202
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3210
_refine_ls_number_restraints     180
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0504
_refine_ls_restrained_S_all      1.106
_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)+(0.0320P)²+14.7350P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1298
_refine_ls_wR_factor_ref         0.1371
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C10(H10), C11(H11), C12(H12), C2(H2), C9(H9), C1(H1), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Cd1 Cd 1.00765(3) 0.31919(6) 0.39301(3) 0.01126(15) Uani 1 1 d . U . . .
S1 S 1.00981(9) 0.3349(2) 0.13172(11) 0.0108(3) Uani 1 1 d . U . . .
S2 S 0.50818(10) 0.2742(3) 0.41449(14) 0.0220(4) Uani 1 1 d . U . . .
O3 O 0.9960(3) 0.1655(6) 0.0613(3) 0.0157(9) Uani 1 1 d . U . . .
O1 O 0.9898(3) 0.2566(7) 0.2294(3) 0.0174(9) Uani 1 1 d . U . . .
O2 O 1.0991(3) 0.4076(8) 0.1269(3) 0.0216(10) Uani 1 1 d . U . . .
N1 N 0.1570(3) 0.3653(8) 0.3886(4) 0.0145(10) Uani 1 1 d . U . . .
O4 O 0.9475(3) 0.4925(7) 0.1048(3) 0.0210(10) Uani 1 1 d . U . . .
N4 N 0.8585(3) 0.3547(8) 0.3864(4) 0.0143(10) Uani 1 1 d . U . . .
C5 C 0.2093(4) 0.2614(10) 0.4477(5) 0.0176(12) Uani 1 1 d . U . . .
H5 H 0.1846 0.1758 0.4951 0.021 Uiso 1 1 calc R . . . .
C3 C 0.3368(4) 0.4006(10) 0.3732(5) 0.0177(12) Uani 1 1 d . U . . .
N3 N 0.5524(4) 0.5798(11) 0.3181(6) 0.0355(17) Uani 1 1 d . U . . .
C10 C 0.8220(4) 0.4669(10) 0.3164(5) 0.0186(12) Uani 1 1 d . U . . .
H10 H 0.8587 0.5300 0.2703 0.022 Uiso 1 1 calc R . . . .
N2 N 0.4632(4) 0.5826(11) 0.3182(5) 0.0343(16) Uani 1 1 d . U . . .
C11 C 0.8063(4) 0.2601(10) 0.4503(5) 0.0175(12) Uani 1 1 d . U . . .
H11 H 0.8315 0.1786 0.4998 0.021 Uiso 1 1 calc R . . . .
C8 C 0.6794(4) 0.4004(10) 0.3737(5) 0.0177(12) Uani 1 1 d . U . . .
C12 C 0.7161(4) 0.2796(10) 0.4454(5) 0.0192(13) Uani 1 1 d . U . . .
H12 H 0.6804 0.2111 0.4905 0.023 Uiso 1 1 calc R . . . .
C2 C 0.2816(4) 0.5066(11) 0.3118(5) 0.0215(14) Uani 1 1 d . U . . .
H2 H 0.3044 0.5921 0.2631 0.026 Uiso 1 1 calc R . . . .
C6 C 0.4307(4) 0.4301(11) 0.3645(5) 0.0222(13) Uani 1 1 d . U . . .
C9 C 0.7338(4) 0.4953(11) 0.3080(5) 0.0215(14) Uani 1 1 d . U . . .
H9 H 0.7104 0.5784 0.2580 0.026 Uiso 1 1 calc R . . . .
C1 C 0.1925(4) 0.4865(10) 0.3221(5) 0.0200(13) Uani 1 1 d . U . . .
H1 H 0.1552 0.5615 0.2804 0.024 Uiso 1 1 calc R . . . .
C7 C 0.5851(4) 0.4318(11) 0.3650(5) 0.0212(13) Uani 1 1 d . U . . .
C4 C 0.2990(4) 0.2745(10) 0.4419(5) 0.0183(13) Uani 1 1 d . U . . .
H4 H 0.3346 0.1978 0.4847 0.022 Uiso 1 1 calc R . . . .


_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
Cd1 O3 2.412(4) 2_755 ?
Cd1 O3 2.311(4) 4_566 ?
Cd1 O1 2.288(4) . ?
Cd1 N1 2.324(5) 1_655 ?
Cd1 O4 2.303(5) 2_745 ?
Cd1 N4 2.312(5) . ?
S1 O3 1.504(4) . ?
S1 O1 1.471(4) . ?
S1 O2 1.462(5) . ?
S1 O4 1.474(5) . ?
S2 C6 1.724(7) . ?
S2 C7 1.733(7) . ?
O3 Cd1 2.311(4) 4_565 ?
O3 Cd1 2.412(4) 2_745 ?
N1 Cd1 2.324(5) 1_455 ?
N1 C5 1.332(9) . ?
N1 C1 1.342(8) . ?
O4 Cd1 2.303(5) 2_755 ?
N4 C10 1.337(8) . ?
N4 C11 1.354(8) . ?
C5 H5 0.9500 . ?
C5 C4 1.387(9) . ?
C3 C2 1.385(10) . ?
C3 C6 1.467(9) . ?
C3 C4 1.398(9) . ?
N3 N2 1.374(8) . ?
N3 C7 1.283(10) . ?
C10 H10 0.9500 . ?
C10 C9 1.377(9) . ?
N2 C6 1.308(9) . ?
C11 H11 0.9500 . ?
C11 C12 1.397(9) . ?
C8 C12 1.389(10) . ?
C8 C9 1.390(9) . ?
C8 C7 1.472(9) . ?
C12 H12 0.9500 . ?
C2 H2 0.9500 . ?
C2 C1 1.388(9) . ?
C9 H9 0.9500 . ?
C1 H1 0.9500 . ?
C4 H4 0.9500 . ?

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
O3 Cd1 O3 72.37(16) 4_566 2_755 ?
O3 Cd1 N1 96.23(18) 4_566 1_655 ?
O3 Cd1 N4 86.86(18) 4_566 . ?
O1 Cd1 O3 166.04(16) . 4_566 ?
O1 Cd1 O3 115.32(16) . 2_755 ?
O1 Cd1 N1 96.15(17) . 1_655 ?
O1 Cd1 O4 82.51(16) . 2_745 ?
O1 Cd1 N4 82.69(18) . . ?
N1 Cd1 O3 84.48(17) 1_655 2_755 ?
O4 Cd1 O3 93.24(15) 2_745 4_566 ?
O4 Cd1 O3 157.74(16) 2_745 2_755 ?
O4 Cd1 N1 80.22(18) 2_745 1_655 ?
O4 Cd1 N4 113.40(18) 2_745 . ?
N4 Cd1 O3 83.38(17) . 2_755 ?
N4 Cd1 N1 165.92(19) . 1_655 ?
O1 S1 O3 106.3(3) . . ?
O1 S1 O4 109.9(3) . . ?
O2 S1 O3 110.5(3) . . ?
O2 S1 O1 111.6(3) . . ?
O2 S1 O4 111.0(3) . . ?
O4 S1 O3 107.3(3) . . ?
C6 S2 C7 87.0(3) . . ?
Cd1 O3 Cd1 107.62(16) 4_565 2_745 ?
S1 O3 Cd1 126.2(2) . 4_565 ?
S1 O3 Cd1 124.7(3) . 2_745 ?
S1 O1 Cd1 142.8(3) . . ?
C5 N1 Cd1 120.5(4) . 1_455 ?
C5 N1 C1 118.7(5) . . ?
C1 N1 Cd1 120.7(4) . 1_455 ?
S1 O4 Cd1 119.2(3) . 2_755 ?
C10 N4 Cd1 119.7(4) . . ?
C10 N4 C11 118.6(5) . . ?
C11 N4 Cd1 121.7(4) . . ?
N1 C5 H5 119.0 . . ?
N1 C5 C4 121.9(6) . . ?
C4 C5 H5 119.0 . . ?
C2 C3 C6 118.8(6) . . ?
C2 C3 C4 117.5(6) . . ?
C4 C3 C6 123.7(6) . . ?
C7 N3 N2 113.4(6) . . ?
N4 C10 H10 118.5 . . ?
N4 C10 C9 122.9(6) . . ?
C9 C10 H10 118.5 . . ?
C6 N2 N3 112.2(6) . . ?
N4 C11 H11 119.2 . . ?
N4 C11 C12 121.6(6) . . ?
C12 C11 H11 119.2 . . ?
C12 C8 C9 118.7(6) . . ?
C12 C8 C7 122.3(6) . . ?
C9 C8 C7 119.0(6) . . ?
C11 C12 H12 120.5 . . ?
C8 C12 C11 119.0(6) . . ?
C8 C12 H12 120.5 . . ?
C3 C2 H2 120.3 . . ?
C3 C2 C1 119.3(6) . . ?
C1 C2 H2 120.3 . . ?
C3 C6 S2 124.4(5) . . ?
N2 C6 S2 113.6(5) . . ?
N2 C6 C3 121.9(6) . . ?
C10 C9 C8 119.0(6) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
N1 C1 C2 122.6(6) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
N3 C7 S2 113.7(5) . . ?
N3 C7 C8 122.2(6) . . ?
C8 C7 S2 124.1(5) . . ?
C5 C4 C3 120.0(6) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?

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
Cd1 N1 C5 C4 175.2(5) 1_455 . . . ?
Cd1 N1 C1 C2 -174.9(5) 1_455 . . . ?
Cd1 N4 C10 C9 -179.9(5) . . . . ?
Cd1 N4 C11 C12 -179.1(5) . . . . ?
O3 S1 O1 Cd1 163.3(4) . . . . ?
O3 S1 O4 Cd1 -138.6(3) . . . 2_755 ?
O1 S1 O3 Cd1 176.5(3) . . . 4_565 ?
O1 S1 O3 Cd1 -19.3(4) . . . 2_745 ?
O1 S1 O4 Cd1 106.2(3) . . . 2_755 ?
O2 S1 O3 Cd1 -62.3(4) . . . 4_565 ?
O2 S1 O3 Cd1 102.0(3) . . . 2_745 ?
O2 S1 O1 Cd1 42.7(6) . . . . ?
O2 S1 O4 Cd1 -17.7(4) . . . 2_755 ?
N1 C5 C4 C3 0.5(10) . . . . ?
O4 S1 O3 Cd1 58.9(4) . . . 4_565 ?
O4 S1 O3 Cd1 -136.8(3) . . . 2_745 ?
O4 S1 O1 Cd1 -80.9(5) . . . . ?
N4 C10 C9 C8 -1.3(11) . . . . ?
N4 C11 C12 C8 -0.6(10) . . . . ?
C5 N1 C1 C2 0.6(10) . . . . ?
C3 C2 C1 N1 -1.1(11) . . . . ?
N3 N2 C6 S2 1.6(9) . . . . ?
N3 N2 C6 C3 -179.4(7) . . . . ?
C10 N4 C11 C12 -0.8(10) . . . . ?
N2 N3 C7 S2 0.7(10) . . . . ?
N2 N3 C7 C8 179.9(7) . . . . ?
C11 N4 C10 C9 1.8(10) . . . . ?
C12 C8 C9 C10 -0.2(10) . . . . ?
C12 C8 C7 S2 -20.0(10) . . . . ?
C12 C8 C7 N3 160.8(7) . . . . ?
C2 C3 C6 S2 -164.9(6) . . . . ?
C2 C3 C6 N2 16.1(11) . . . . ?
C2 C3 C4 C5 -1.0(10) . . . . ?
C6 S2 C7 N3 0.2(6) . . . . ?
C6 S2 C7 C8 -179.0(6) . . . . ?
C6 C3 C2 C1 -177.3(6) . . . . ?
C6 C3 C4 C5 177.5(6) . . . . ?
C9 C8 C12 C11 1.2(10) . . . . ?
C9 C8 C7 S2 160.1(6) . . . . ?
C9 C8 C7 N3 -19.0(11) . . . . ?
C1 N1 C5 C4 -0.2(10) . . . . ?
C7 S2 C6 C3 180.0(6) . . . . ?
C7 S2 C6 N2 -1.0(6) . . . . ?
C7 N3 N2 C6 -1.5(11) . . . . ?
C7 C8 C12 C11 -178.7(6) . . . . ?
C7 C8 C9 C10 179.7(6) . . . . ?
C4 C3 C2 C1 1.2(10) . . . . ?
C4 C3 C6 S2 16.7(10) . . . . ?
C4 C3 C6 N2 -162.3(8) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
