# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_mn2161
_database_code_depnum_ccdc_archive 'CCDC 1402244'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-09-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            5
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H11 Cu N3 O4 S'
_chemical_formula_sum            'C13 H11 Cu N3 O4 S'
_chemical_formula_weight         368.85

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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'

_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.
;

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                   8.1003(7)
_cell_length_b                   8.6911(7)
_cell_length_c                   20.2616(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1426.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    5972
_cell_measurement_theta_min      3.22
_cell_measurement_theta_max      28.96

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.718
_exptl_crystal_F_000             748
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    1.699
_shelx_estimated_absorpt_T_min   0.429
_shelx_estimated_absorpt_T_max   0.935
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6048
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2013)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker SMART 1000'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            15617
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.088
_diffrn_reflns_theta_max         27.874
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3379
_reflns_number_gt                3246
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.725
_reflns_Friedel_fraction_max     0.992
_reflns_Friedel_fraction_full    0.996

_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.
;

_computing_data_collection       'SMART (Bruker, 2009)'
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XP (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0229P)²+0.3636P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1352 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.014(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3379
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0220
_refine_ls_R_factor_gt           0.0203
_refine_ls_wR_factor_ref         0.0553
_refine_ls_wR_factor_gt          0.0546
_refine_ls_goodness_of_fit_ref   1.140
_refine_ls_restrained_S_all      1.140
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 1.18399(4) 0.04600(3) 0.95554(2) 0.01760(8) Uani 1 1 d . . . . .
S2 S 1.04308(9) -0.12506(8) 1.07552(3) 0.02481(15) Uani 1 1 d . . . . .
O1 O 0.9544(2) 0.4324(2) 1.01873(10) 0.0252(4) Uani 1 1 d . . . . .
O2 O 1.1691(2) -0.1251(2) 1.01933(9) 0.0227(4) Uani 1 1 d . . . . .
O3 O 0.9696(3) -0.1079(3) 0.88053(11) 0.0394(5) Uani 1 1 d . . . . .
O4 O 1.2322(3) -0.1046(2) 0.88523(9) 0.0272(4) Uani 1 1 d . . . . .
N1 N 1.1453(3) 0.2166(3) 0.89159(11) 0.0200(5) Uani 1 1 d . . . . .
N2 N 1.0971(3) 0.2005(3) 1.01865(11) 0.0187(4) Uani 1 1 d . . . . .
N3 N 1.1000(4) -0.1607(3) 0.85860(12) 0.0346(6) Uani 1 1 d . . . . .
C1 C 1.1804(4) 0.2188(3) 0.82684(13) 0.0258(5) Uani 1 1 d . . . . .
H1 H 1.2424 0.1367 0.8083 0.031 Uiso 1 1 calc R U . . .
C2 C 1.1285(4) 0.3380(4) 0.78621(14) 0.0313(7) Uani 1 1 d . . . . .
H2 H 1.1554 0.3376 0.7406 0.038 Uiso 1 1 calc R U . . .
C3 C 1.0380(4) 0.4561(4) 0.81253(14) 0.0327(6) Uani 1 1 d . . . . .
H3 H 1.0013 0.5381 0.7852 0.039 Uiso 1 1 calc R U . . .
C4 C 1.0002(3) 0.4552(4) 0.87962(14) 0.0272(6) Uani 1 1 d . . . . .
H4 H 0.9383 0.5363 0.8989 0.033 Uiso 1 1 calc R U . . .
C5 C 1.0558(3) 0.3323(3) 0.91751(13) 0.0212(5) Uani 1 1 d . . . . .
C6 C 1.0306(3) 0.3264(3) 0.99119(13) 0.0203(5) Uani 1 1 d . . . . .
C7 C 1.1010(3) 0.1902(3) 1.08855(13) 0.0207(5) Uani 1 1 d . . . . .
C8 C 1.1432(3) 0.3163(3) 1.12786(14) 0.0269(6) Uani 1 1 d . . . . .
H8 H 1.1641 0.4133 1.1079 0.032 Uiso 1 1 calc R U . . .
C9 C 1.1549(4) 0.3005(4) 1.19616(14) 0.0326(7) Uani 1 1 d . . . . .
H9 H 1.1842 0.3871 1.2223 0.039 Uiso 1 1 calc R U . . .
C10 C 1.1245(4) 0.1603(4) 1.22665(15) 0.0359(7) Uani 1 1 d . . . . .
H10 H 1.1288 0.1517 1.2734 0.043 Uiso 1 1 calc R U . . .
C11 C 1.0879(4) 0.0340(4) 1.18846(13) 0.0298(6) Uani 1 1 d . . . . .
H11 H 1.0710 -0.0633 1.2087 0.036 Uiso 1 1 calc R U . . .
C12 C 1.0757(3) 0.0485(3) 1.11986(12) 0.0220(5) Uani 1 1 d . . . . .
C13 C 0.8494(3) -0.0883(3) 1.03867(16) 0.0310(6) Uani 1 1 d . . . . .
H13A H 0.8261 -0.1675 1.0055 0.047 Uiso 1 1 calc R U . . .
H13B H 0.8514 0.0130 1.0174 0.047 Uiso 1 1 calc R U . . .
H13C H 0.7632 -0.0900 1.0726 0.047 Uiso 1 1 calc R U . . .


_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 O4 1.9733(19) . ?
Cu1 O2 1.9742(18) . ?
Cu1 N2 1.983(2) . ?
Cu1 N1 1.994(2) . ?
Cu1 O1 2.2593(19) 4_557 ?
Cu1 O3 2.667(2) . ?
S2 O2 1.5291(19) . ?
S2 C13 1.767(3) . ?
S2 C12 1.775(3) . ?
O1 C6 1.242(3) . ?
O1 Cu1 2.2593(19) 4_457 ?
O3 N3 1.234(4) . ?
O4 N3 1.295(3) . ?
N1 C1 1.343(3) . ?
N1 C5 1.346(3) . ?
N2 C6 1.340(3) . ?
N2 C7 1.420(3) . ?
C1 C2 1.389(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.369(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.393(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.507(3) . ?
C6 Cu1 3.206(3) 4_457 ?
C7 C8 1.397(4) . ?
C7 C12 1.400(4) . ?
C8 C9 1.394(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.388(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.375(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.399(4) . ?
C11 H11 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

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
O4 Cu1 O2 89.15(8) . . ?
O4 Cu1 N2 169.93(9) . . ?
O2 Cu1 N2 93.80(8) . . ?
O4 Cu1 N1 93.16(9) . . ?
O2 Cu1 N1 167.44(9) . . ?
N2 Cu1 N1 81.93(9) . . ?
O4 Cu1 O1 91.71(8) . 4_557 ?
O2 Cu1 O1 88.31(8) . 4_557 ?
N2 Cu1 O1 97.99(8) . 4_557 ?
N1 Cu1 O1 103.94(8) . 4_557 ?
O4 Cu1 O3 52.05(8) . . ?
O2 Cu1 O3 87.45(8) . . ?
N2 Cu1 O3 118.42(9) . . ?
N1 Cu1 O3 84.28(8) . . ?
O1 Cu1 O3 143.54(7) 4_557 . ?
O2 S2 C13 106.15(13) . . ?
O2 S2 C12 106.13(11) . . ?
C13 S2 C12 101.09(13) . . ?
C13 S2 Cu1 84.71(10) . . ?
C12 S2 Cu1 86.22(9) . . ?
C6 O1 Cu1 130.33(17) . 4_457 ?
S2 O2 Cu1 121.87(11) . . ?
N3 O3 Cu1 80.48(16) . . ?
N3 O4 Cu1 112.78(17) . . ?
C1 N1 C5 119.0(2) . . ?
C1 N1 Cu1 127.75(19) . . ?
C5 N1 Cu1 112.74(17) . . ?
C6 N2 C7 118.3(2) . . ?
C6 N2 Cu1 115.32(17) . . ?
C7 N2 Cu1 126.34(19) . . ?
O3 N3 O4 114.7(2) . . ?
O3 N3 Cu1 73.23(15) . . ?
N1 C1 C2 121.7(3) . . ?
C2 C1 Cu1 152.8(2) . . ?
N1 C1 H1 119.1 . . ?
C2 C1 H1 119.1 . . ?
Cu1 C1 H1 87.8 . . ?
C3 C2 C1 119.4(3) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 119.6(3) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 118.2(3) . . ?
C5 C4 H4 120.9 . . ?
C3 C4 H4 120.9 . . ?
N1 C5 C4 122.2(3) . . ?
N1 C5 C6 115.7(2) . . ?
C4 C5 C6 121.9(3) . . ?
C4 C5 Cu1 162.4(2) . . ?
C6 C5 Cu1 75.41(15) . . ?
O1 C6 N2 128.3(2) . . ?
O1 C6 C5 119.2(3) . . ?
N2 C6 C5 112.6(2) . . ?
O1 C6 Cu1 166.5(2) . . ?
C5 C6 Cu1 73.55(15) . . ?
N2 C6 Cu1 119.65(16) . 4_457 ?
C5 C6 Cu1 116.12(17) . 4_457 ?
Cu1 C6 Cu1 140.23(9) . 4_457 ?
C8 C7 C12 117.9(2) . . ?
C8 C7 N2 121.6(3) . . ?
C12 C7 N2 120.3(2) . . ?
C8 C7 Cu1 140.60(19) . . ?
C12 C7 Cu1 94.09(16) . . ?
C9 C8 C7 120.4(3) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C10 C9 C8 121.1(3) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C11 C10 C9 119.2(3) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C10 C11 C12 120.2(3) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C11 C12 C7 121.2(3) . . ?
C11 C12 S2 115.9(2) . . ?
C7 C12 S2 122.66(19) . . ?
S2 C13 H13A 109.5 . . ?
S2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
S2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 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
C13 S2 O2 Cu1 51.70(16) . . . . ?
C12 S2 O2 Cu1 -55.29(16) . . . . ?
Cu1 O3 N3 O4 -1.2(2) . . . . ?
Cu1 O4 N3 O3 1.7(3) . . . . ?
C5 N1 C1 C2 0.7(4) . . . . ?
Cu1 N1 C1 C2 171.9(2) . . . . ?
C5 N1 C1 Cu1 -171.2(4) . . . . ?
N1 C1 C2 C3 -0.5(5) . . . . ?
Cu1 C1 C2 C3 8.8(6) . . . . ?
C1 C2 C3 C4 0.3(5) . . . . ?
C2 C3 C4 C5 -0.4(4) . . . . ?
C1 N1 C5 C4 -0.9(4) . . . . ?
Cu1 N1 C5 C4 -173.3(2) . . . . ?
C1 N1 C5 C6 -176.4(2) . . . . ?
Cu1 N1 C5 C6 11.2(3) . . . . ?
C1 N1 C5 Cu1 172.4(3) . . . . ?
C3 C4 C5 N1 0.7(4) . . . . ?
C3 C4 C5 C6 175.9(3) . . . . ?
C3 C4 C5 Cu1 -14.0(8) . . . . ?
Cu1 O1 C6 N2 -86.3(3) 4_457 . . . ?
Cu1 O1 C6 C5 93.6(3) 4_457 . . . ?
Cu1 O1 C6 Cu1 -65.7(9) 4_457 . . . ?
C7 N2 C6 O1 -8.1(4) . . . . ?
Cu1 N2 C6 O1 172.6(2) . . . . ?
C7 N2 C6 C5 172.0(3) . . . . ?
Cu1 N2 C6 C5 -7.3(3) . . . . ?
C7 N2 C6 Cu1 179.3(3) . . . . ?
C7 N2 C6 Cu1 -46.2(3) . . . 4_457 ?
Cu1 N2 C6 Cu1 134.49(13) . . . 4_457 ?
N1 C5 C6 O1 177.4(2) . . . . ?
C4 C5 C6 O1 1.9(4) . . . . ?
Cu1 C5 C6 O1 -175.1(2) . . . . ?
N1 C5 C6 N2 -2.8(3) . . . . ?
C4 C5 C6 N2 -178.3(2) . . . . ?
Cu1 C5 C6 N2 4.80(18) . . . . ?
N1 C5 C6 Cu1 -7.57(19) . . . . ?
C4 C5 C6 Cu1 176.9(3) . . . . ?
N1 C5 C6 Cu1 -145.97(18) . . . 4_457 ?
C4 C5 C6 Cu1 38.5(3) . . . 4_457 ?
Cu1 C5 C6 Cu1 -138.40(13) . . . 4_457 ?
C6 N2 C7 C8 -42.3(4) . . . . ?
Cu1 N2 C7 C8 136.9(2) . . . . ?
C6 N2 C7 C12 143.1(2) . . . . ?
Cu1 N2 C7 C12 -37.7(4) . . . . ?
C6 N2 C7 Cu1 -179.2(4) . . . . ?
C12 C7 C8 C9 -1.7(4) . . . . ?
N2 C7 C8 C9 -176.4(3) . . . . ?
Cu1 C7 C8 C9 -142.1(3) . . . . ?
C7 C8 C9 C10 -0.3(4) . . . . ?
C8 C9 C10 C11 2.3(5) . . . . ?
C9 C10 C11 C12 -2.4(5) . . . . ?
C10 C11 C12 C7 0.4(4) . . . . ?
C10 C11 C12 S2 175.5(2) . . . . ?
C8 C7 C12 C11 1.6(4) . . . . ?
N2 C7 C12 C11 176.4(3) . . . . ?
Cu1 C7 C12 C11 157.7(2) . . . . ?
C8 C7 C12 S2 -173.2(2) . . . . ?
N2 C7 C12 S2 1.6(4) . . . . ?
Cu1 C7 C12 S2 -17.1(2) . . . . ?
O2 S2 C12 C11 -131.3(2) . . . . ?
C13 S2 C12 C11 118.1(2) . . . . ?
Cu1 S2 C12 C11 -158.1(2) . . . . ?
O2 S2 C12 C7 43.7(2) . . . . ?
C13 S2 C12 C7 -66.9(2) . . . . ?
Cu1 S2 C12 C7 17.0(2) . . . . ?

_refine_diff_density_max         0.524
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.058

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_fb54
_database_code_depnum_ccdc_archive 'CCDC 1402245'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-09-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            
;[2-methylsulfanyl phenyl]pyridine-2-carboxamide nitrate copper(II)
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H11 Cu N3 O4 S'
_chemical_formula_sum            'C13 H11 Cu N3 O4 S'
_chemical_formula_weight         368.85

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'

loop_
_symmetry_equiv_pos_as_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                   7.102(5)
_cell_length_b                   9.142(5)
_cell_length_c                   20.9440(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1359.9(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    9966
_cell_measurement_theta_min      2.431
_cell_measurement_theta_max      30.593

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.802
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             748
_exptl_absorpt_coefficient_mu    1.782
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.674
_exptl_absorpt_correction_T_max  0.836
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2007)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Apex II'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            21518
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_av_sigmaI/netI    0.0242
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.43
_diffrn_reflns_theta_max         30.59
_reflns_number_total             4161
_reflns_number_gt                4042
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Apex2 (Bruker, 2011)'
_computing_cell_refinement       'SAINT (Bruker, 2011)'
_computing_data_reduction        'SAINT (Bruker, 2011)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0227P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    conr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.018(6)
_refine_ls_number_reflns         4161
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0164
_refine_ls_R_factor_gt           0.0158
_refine_ls_wR_factor_ref         0.0424
_refine_ls_wR_factor_gt          0.0422
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu -0.21899(2) 0.427380(15) 1.049729(6) 0.01259(4) Uani 1 1 d . . .
N1 N -0.16681(14) 0.28705(11) 1.12182(5) 0.01279(19) Uani 1 1 d . . .
N2 N -0.13500(14) 0.26263(11) 0.99896(5) 0.01277(19) Uani 1 1 d . . .
N3 N -0.18393(16) 0.66261(11) 1.13242(5) 0.0163(2) Uani 1 1 d . . .
O1 O 0.02626(11) 0.04220(9) 1.00670(4) 0.01355(16) Uani 1 1 d . . .
O2 O -0.31081(12) 0.58743(9) 1.10207(4) 0.01684(17) Uani 1 1 d . . .
O3 O -0.23982(16) 0.76083(10) 1.16809(4) 0.0239(2) Uani 1 1 d . . .
O4 O -0.01570(14) 0.63182(12) 1.12477(5) 0.0254(2) Uani 1 1 d . . .
S1 S -0.02265(4) 0.55612(3) 0.971343(14) 0.01380(6) Uani 1 1 d . . .
C1 C -0.18978(17) 0.30755(13) 1.18420(6) 0.0150(2) Uani 1 1 d . . .
H1 H -0.2425 0.3972 1.1986 0.018 Uiso 1 1 calc R . .
C2 C -0.13939(17) 0.20247(15) 1.22912(6) 0.0177(2) Uani 1 1 d . . .
H2 H -0.1540 0.2207 1.2735 0.021 Uiso 1 1 calc R . .
C3 C -0.06751(16) 0.07080(16) 1.20756(6) 0.0171(2) Uani 1 1 d . . .
H3 H -0.0354 -0.0040 1.2371 0.021 Uiso 1 1 calc R . .
C4 C -0.04238(16) 0.04828(13) 1.14222(6) 0.0151(2) Uani 1 1 d . . .
H4 H 0.0075 -0.0413 1.1267 0.018 Uiso 1 1 calc R . .
C5 C -0.09180(16) 0.15929(13) 1.10066(6) 0.0124(2) Uani 1 1 d . . .
C6 C -0.06302(16) 0.14856(12) 1.02978(6) 0.0118(2) Uani 1 1 d . . .
C7 C -0.11840(16) 0.28251(13) 0.93257(6) 0.0123(2) Uani 1 1 d . . .
C8 C -0.15772(18) 0.17302(14) 0.88773(6) 0.0157(2) Uani 1 1 d . . .
H8 H -0.1897 0.0772 0.9015 0.019 Uiso 1 1 calc R . .
C9 C -0.14966(18) 0.20545(14) 0.82295(6) 0.0175(2) Uani 1 1 d . . .
H9 H -0.1789 0.1319 0.7925 0.021 Uiso 1 1 calc R . .
C10 C -0.09888(18) 0.34524(15) 0.80219(6) 0.0177(2) Uani 1 1 d . . .
H10 H -0.0917 0.3658 0.7578 0.021 Uiso 1 1 calc R . .
C11 C -0.05898(16) 0.45408(14) 0.84637(6) 0.0159(2) Uani 1 1 d . . .
H11 H -0.0226 0.5488 0.8323 0.019 Uiso 1 1 calc R . .
C12 C -0.07250(15) 0.42385(14) 0.91115(5) 0.0137(2) Uani 1 1 d . . .
C13 C -0.15659(19) 0.71401(13) 0.94564(7) 0.0196(2) Uani 1 1 d . . .
H13A H -0.1117 0.7459 0.9036 0.029 Uiso 1 1 calc R . .
H13B H -0.1404 0.7935 0.9765 0.029 Uiso 1 1 calc R . .
H13C H -0.2902 0.6880 0.9428 0.029 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 N2 1.9378(12) . ?
Cu1 O2 1.9411(11) . ?
Cu1 N1 2.0156(11) . ?
Cu1 O1 2.1789(13) 4_457 ?
Cu1 S1 2.4546(7) . ?
Cu1 C6 2.8105(17) . ?
N1 C1 1.3301(16) . ?
N1 C5 1.3581(16) . ?
N2 C6 1.3286(16) . ?
N2 C7 1.4073(16) . ?
N3 O3 1.2336(14) . ?
N3 O4 1.2379(17) . ?
N3 O2 1.2994(14) . ?
O1 C6 1.2575(14) . ?
O1 Cu1 2.1790(13) 4_557 ?
S1 C12 1.7823(13) . ?
S1 C13 1.8106(15) . ?
C1 C2 1.3914(18) . ?
C1 H1 0.9500 . ?
C2 C3 1.383(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.3952(17) . ?
C3 H3 0.9500 . ?
C4 C5 1.3824(17) . ?
C4 H4 0.9500 . ?
C5 C6 1.5017(17) . ?
C7 C8 1.4007(17) . ?
C7 C12 1.4062(19) . ?
C8 C9 1.3898(18) . ?
C8 H8 0.9500 . ?
C9 C10 1.397(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.3881(18) . ?
C10 H10 0.9500 . ?
C11 C12 1.3879(16) . ?
C11 H11 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

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
N2 Cu1 O2 177.71(4) . . ?
N2 Cu1 N1 81.93(5) . . ?
O2 Cu1 N1 96.81(5) . . ?
N2 Cu1 O1 93.28(4) . 4_457 ?
O2 Cu1 O1 86.05(4) . 4_457 ?
N1 Cu1 O1 129.81(4) . 4_457 ?
N2 Cu1 S1 80.26(4) . . ?
O2 Cu1 S1 101.96(4) . . ?
N1 Cu1 S1 134.57(4) . . ?
O1 Cu1 S1 92.74(4) 4_457 . ?
N2 Cu1 C6 24.79(4) . . ?
O2 Cu1 C6 154.16(4) . . ?
N1 Cu1 C6 57.43(4) . . ?
O1 Cu1 C6 111.25(4) 4_457 . ?
S1 Cu1 C6 96.40(4) . . ?
C1 N1 C5 119.33(11) . . ?
C1 N1 Cu1 128.58(9) . . ?
C5 N1 Cu1 112.03(8) . . ?
C6 N2 C7 123.30(10) . . ?
C6 N2 Cu1 117.52(9) . . ?
C7 N2 Cu1 117.88(8) . . ?
O3 N3 O4 123.67(11) . . ?
O3 N3 O2 117.26(12) . . ?
O4 N3 O2 119.06(11) . . ?
C6 O1 Cu1 121.90(8) . 4_557 ?
N3 O2 Cu1 116.23(8) . . ?
C12 S1 C13 103.07(7) . . ?
C12 S1 Cu1 92.00(5) . . ?
C13 S1 Cu1 106.42(6) . . ?
N1 C1 C2 122.37(12) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C3 C2 C1 118.36(12) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 119.72(12) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 118.48(12) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
N1 C5 C4 121.70(11) . . ?
N1 C5 C6 115.60(10) . . ?
C4 C5 C6 122.68(11) . . ?
O1 C6 N2 127.90(12) . . ?
O1 C6 C5 119.94(10) . . ?
N2 C6 C5 112.12(10) . . ?
O1 C6 Cu1 163.18(8) . . ?
N2 C6 Cu1 37.70(6) . . ?
C5 C6 Cu1 74.94(6) . . ?
C8 C7 C12 119.27(11) . . ?
C8 C7 N2 123.61(11) . . ?
C12 C7 N2 116.96(10) . . ?
C9 C8 C7 119.60(12) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 120.63(12) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C11 C10 C9 120.05(12) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 C12 119.66(12) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
C11 C12 C7 120.72(11) . . ?
C11 C12 S1 122.86(10) . . ?
C7 C12 S1 116.35(9) . . ?
S1 C13 H13A 109.5 . . ?
S1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
S1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 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
N2 Cu1 N1 C1 -178.86(11) . . . . ?
O2 Cu1 N1 C1 -0.79(11) . . . . ?
O1 Cu1 N1 C1 -91.31(11) 4_457 . . . ?
S1 Cu1 N1 C1 113.44(10) . . . . ?
C6 Cu1 N1 C1 177.11(12) . . . . ?
N2 Cu1 N1 C5 3.94(8) . . . . ?
O2 Cu1 N1 C5 -177.99(8) . . . . ?
O1 Cu1 N1 C5 91.48(9) 4_457 . . . ?
S1 Cu1 N1 C5 -63.76(9) . . . . ?
C6 Cu1 N1 C5 -0.09(7) . . . . ?
O2 Cu1 N2 C6 -64.9(11) . . . . ?
N1 Cu1 N2 C6 -8.12(9) . . . . ?
O1 Cu1 N2 C6 -137.88(9) 4_457 . . . ?
S1 Cu1 N2 C6 129.91(9) . . . . ?
O2 Cu1 N2 C7 127.7(10) . . . . ?
N1 Cu1 N2 C7 -175.52(9) . . . . ?
O1 Cu1 N2 C7 54.73(9) 4_457 . . . ?
S1 Cu1 N2 C7 -37.49(8) . . . . ?
C6 Cu1 N2 C7 -167.40(15) . . . . ?
O3 N3 O2 Cu1 -176.98(8) . . . . ?
O4 N3 O2 Cu1 2.32(14) . . . . ?
N2 Cu1 O2 N3 132.9(10) . . . . ?
N1 Cu1 O2 N3 76.39(8) . . . . ?
O1 Cu1 O2 N3 -153.97(8) 4_457 . . . ?
S1 Cu1 O2 N3 -62.00(8) . . . . ?
C6 Cu1 O2 N3 72.33(12) . . . . ?
N2 Cu1 S1 C12 30.54(5) . . . . ?
O2 Cu1 S1 C12 -148.87(5) . . . . ?
N1 Cu1 S1 C12 98.89(6) . . . . ?
O1 Cu1 S1 C12 -62.33(5) 4_457 . . . ?
C6 Cu1 S1 C12 49.42(5) . . . . ?
N2 Cu1 S1 C13 134.79(6) . . . . ?
O2 Cu1 S1 C13 -44.61(6) . . . . ?
N1 Cu1 S1 C13 -156.86(6) . . . . ?
O1 Cu1 S1 C13 41.93(5) 4_457 . . . ?
C6 Cu1 S1 C13 153.67(5) . . . . ?
C5 N1 C1 C2 0.07(18) . . . . ?
Cu1 N1 C1 C2 -176.95(9) . . . . ?
N1 C1 C2 C3 -1.72(19) . . . . ?
C1 C2 C3 C4 1.83(18) . . . . ?
C2 C3 C4 C5 -0.39(18) . . . . ?
C1 N1 C5 C4 1.48(17) . . . . ?
Cu1 N1 C5 C4 178.97(9) . . . . ?
C1 N1 C5 C6 -177.33(10) . . . . ?
Cu1 N1 C5 C6 0.16(13) . . . . ?
C3 C4 C5 N1 -1.31(18) . . . . ?
C3 C4 C5 C6 177.42(11) . . . . ?
Cu1 O1 C6 N2 56.60(15) 4_557 . . . ?
Cu1 O1 C6 C5 -120.84(10) 4_557 . . . ?
Cu1 O1 C6 Cu1 29.5(3) 4_557 . . . ?
C7 N2 C6 O1 -0.90(19) . . . . ?
Cu1 N2 C6 O1 -167.56(9) . . . . ?
C7 N2 C6 C5 176.70(10) . . . . ?
Cu1 N2 C6 C5 10.04(13) . . . . ?
C7 N2 C6 Cu1 166.66(16) . . . . ?
N1 C5 C6 O1 171.37(10) . . . . ?
C4 C5 C6 O1 -7.43(17) . . . . ?
N1 C5 C6 N2 -6.45(15) . . . . ?
C4 C5 C6 N2 174.75(11) . . . . ?
N1 C5 C6 Cu1 -0.11(9) . . . . ?
C4 C5 C6 Cu1 -178.91(12) . . . . ?
N2 Cu1 C6 O1 36.0(3) . . . . ?
O2 Cu1 C6 O1 -148.8(3) . . . . ?
N1 Cu1 C6 O1 -153.6(3) . . . . ?
O1 Cu1 C6 O1 81.9(3) 4_457 . . . ?
S1 Cu1 C6 O1 -13.5(3) . . . . ?
O2 Cu1 C6 N2 175.23(10) . . . . ?
N1 Cu1 C6 N2 170.45(10) . . . . ?
O1 Cu1 C6 N2 45.93(10) 4_457 . . . ?
S1 Cu1 C6 N2 -49.53(9) . . . . ?
N2 Cu1 C6 C5 -170.37(12) . . . . ?
O2 Cu1 C6 C5 4.86(12) . . . . ?
N1 Cu1 C6 C5 0.08(6) . . . . ?
O1 Cu1 C6 C5 -124.44(7) 4_457 . . . ?
S1 Cu1 C6 C5 140.10(6) . . . . ?
C6 N2 C7 C8 48.37(18) . . . . ?
Cu1 N2 C7 C8 -145.02(10) . . . . ?
C6 N2 C7 C12 -136.24(12) . . . . ?
Cu1 N2 C7 C12 30.37(14) . . . . ?
C12 C7 C8 C9 0.39(18) . . . . ?
N2 C7 C8 C9 175.67(11) . . . . ?
C7 C8 C9 C10 1.36(19) . . . . ?
C8 C9 C10 C11 -1.1(2) . . . . ?
C9 C10 C11 C12 -0.94(19) . . . . ?
C10 C11 C12 C7 2.71(18) . . . . ?
C10 C11 C12 S1 179.59(9) . . . . ?
C8 C7 C12 C11 -2.44(17) . . . . ?
N2 C7 C12 C11 -178.03(11) . . . . ?
C8 C7 C12 S1 -179.51(9) . . . . ?
N2 C7 C12 S1 4.89(14) . . . . ?
C13 S1 C12 C11 49.09(12) . . . . ?
Cu1 S1 C12 C11 156.46(10) . . . . ?
C13 S1 C12 C7 -133.90(10) . . . . ?
Cu1 S1 C12 C7 -26.53(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        30.59
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.344
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.048
####################################################################### 
# 
# 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_mn2122
_database_code_depnum_ccdc_archive 'CCDC 1402246'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-09-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            RM-6
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H22 Cu2 N6 O10 S2'
_chemical_formula_sum            'C26 H22 Cu2 N6 O10 S2'
_chemical_formula_weight         769.70

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0040 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0080 0.0040 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0130 0.0070 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1430 0.1480 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.2910 1.4800 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P 1'
_symmetry_space_group_name_Hall  'P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'

_cell_length_a                   7.77240(14)
_cell_length_b                   9.2706(17)
_cell_length_c                   10.851(2)
_cell_angle_alpha                105.763(2)
_cell_angle_beta                 101.288(2)
_cell_angle_gamma                90.422(3)
_cell_volume                     736.39(19)
_cell_formula_units_Z            1
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    6363
_cell_measurement_theta_min      3.2
_cell_measurement_theta_max      34.5

_exptl_crystal_description       lath
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.736
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             390
_exptl_absorpt_coefficient_mu    2.090
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.759
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2006)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.77490
_diffrn_radiation_type           synchrotron
_diffrn_radiation_source         'Beamline 11.3.1 ALS'
_diffrn_radiation_monochromator  silicon
_diffrn_measurement_device_type  'Bruker ApexII'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            10344
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_sigmaI/netI    0.0630
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.26
_diffrn_reflns_theta_max         33.04
_reflns_number_total             7998
_reflns_number_gt                7660
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'Apex 2 (Bruker, 2012)'
_computing_cell_refinement       'SAINT (Bruker, 2012)'
_computing_data_reduction        'SAINT (Bruker, 2012)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0824P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.064(8)
_refine_ls_number_reflns         7998
_refine_ls_number_parameters     417
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_ref         0.1228
_refine_ls_wR_factor_gt          0.1214
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.95780(4) 0.69383(4) 0.97579(3) 0.01371(9) Uani 1 1 d . . .
Cu2 Cu 0.50184(4) 0.33589(4) 1.14002(3) 0.01369(9) Uani 1 1 d . . .
S1 S 0.86545(11) 0.92235(9) 1.21121(8) 0.01823(16) Uani 1 1 d . . .
S2 S 0.28052(11) 0.09955(10) 0.90908(8) 0.01887(16) Uani 1 1 d . . .
O1 O 0.9788(4) 0.8900(3) 1.1068(3) 0.0171(5) Uani 1 1 d . . .
O2 O 0.7556(3) 0.3516(3) 1.0780(3) 0.0184(5) Uani 1 1 d . . .
O3 O 0.4491(4) 0.1345(3) 1.0156(3) 0.0185(5) Uani 1 1 d . . .
O4 O 0.2471(3) 0.6692(3) 1.0225(3) 0.0196(5) Uani 1 1 d . . .
O5 O 0.9856(4) 0.8031(3) 0.8452(2) 0.0189(5) Uani 1 1 d . . .
O6 O 0.8267(5) 0.9297(3) 0.7293(3) 0.0323(7) Uani 1 1 d . . .
O7 O 0.6992(4) 0.7983(4) 0.8274(3) 0.0299(6) Uani 1 1 d . . .
O8 O 0.6160(4) 0.2362(3) 1.2723(3) 0.0193(5) Uani 1 1 d . . .
O9 O 0.5381(5) 0.0964(3) 1.3864(3) 0.0314(7) Uani 1 1 d . . .
O10 O 0.3397(4) 0.2134(4) 1.2882(3) 0.0290(6) Uani 1 1 d . . .
N1 N 0.8802(4) 0.5006(3) 0.8396(3) 0.0158(5) Uani 1 1 d . . .
N2 N 0.8870(4) 0.5823(3) 1.0910(3) 0.0150(5) Uani 1 1 d . . .
N3 N 0.4858(4) 0.5282(3) 1.2726(3) 0.0163(5) Uani 1 1 d . . .
N4 N 0.3704(4) 0.4418(3) 1.0194(3) 0.0158(5) Uani 1 1 d . . .
N5 N 0.8318(5) 0.8453(3) 0.7996(3) 0.0224(6) Uani 1 1 d . . .
N6 N 0.4927(5) 0.1806(3) 1.3172(3) 0.0218(6) Uani 1 1 d . . .
C1 C 0.8843(5) 0.4671(4) 0.7124(4) 0.0182(7) Uani 1 1 d . . .
H1 H 0.9361 0.5387 0.6802 0.022 Uiso 1 1 calc R . .
C2 C 0.8145(5) 0.3302(4) 0.6262(3) 0.0199(6) Uani 1 1 d . . .
H2 H 0.8195 0.3079 0.5362 0.024 Uiso 1 1 calc R . .
C3 C 0.7374(5) 0.2264(4) 0.6731(4) 0.0207(6) Uani 1 1 d . . .
H3 H 0.6879 0.1323 0.6157 0.025 Uiso 1 1 calc R . .
C4 C 0.7336(5) 0.2620(4) 0.8052(3) 0.0184(6) Uani 1 1 d . . .
H4 H 0.6818 0.1927 0.8398 0.022 Uiso 1 1 calc R . .
C5 C 0.8064(4) 0.3998(4) 0.8854(3) 0.0141(5) Uani 1 1 d . . .
C6 C 0.8145(4) 0.4438(4) 1.0298(3) 0.0144(6) Uani 1 1 d . . .
C7 C 0.9227(4) 0.6310(4) 1.2290(3) 0.0152(6) Uani 1 1 d . . .
C8 C 0.9808(5) 0.5339(4) 1.3046(4) 0.0195(6) Uani 1 1 d . . .
H8 H 0.9916 0.4310 1.2631 0.023 Uiso 1 1 calc R . .
C9 C 1.0228(5) 0.5867(5) 1.4398(4) 0.0248(7) Uani 1 1 d . . .
H9 H 1.0644 0.5194 1.4896 0.030 Uiso 1 1 calc R . .
C10 C 1.0054(6) 0.7348(5) 1.5039(4) 0.0267(8) Uani 1 1 d . . .
H10 H 1.0308 0.7681 1.5968 0.032 Uiso 1 1 calc R . .
C11 C 0.9506(5) 0.8344(5) 1.4312(3) 0.0219(7) Uani 1 1 d . . .
H11 H 0.9408 0.9372 1.4738 0.026 Uiso 1 1 calc R . .
C12 C 0.9099(5) 0.7818(4) 1.2946(3) 0.0185(6) Uani 1 1 d . . .
C13 C 0.6433(5) 0.8718(4) 1.1248(4) 0.0211(7) Uani 1 1 d . . .
H13A H 0.6043 0.9442 1.0757 0.032 Uiso 1 1 calc R . .
H13B H 0.5677 0.8724 1.1873 0.032 Uiso 1 1 calc R . .
H13C H 0.6363 0.7711 1.0639 0.032 Uiso 1 1 calc R . .
C14 C 0.5479(5) 0.5640(5) 1.4018(4) 0.0198(7) Uani 1 1 d . . .
H14 H 0.6156 0.4945 1.4375 0.024 Uiso 1 1 calc R . .
C15 C 0.5167(5) 0.6995(4) 1.4857(4) 0.0237(7) Uani 1 1 d . . .
H15 H 0.5608 0.7220 1.5773 0.028 Uiso 1 1 calc R . .
C16 C 0.4196(5) 0.8013(4) 1.4325(4) 0.0223(7) Uani 1 1 d . . .
H16 H 0.3980 0.8954 1.4873 0.027 Uiso 1 1 calc R . .
C17 C 0.3543(5) 0.7642(4) 1.2983(4) 0.0192(6) Uani 1 1 d . . .
H17 H 0.2870 0.8319 1.2600 0.023 Uiso 1 1 calc R . .
C18 C 0.3894(4) 0.6270(4) 1.2221(3) 0.0166(6) Uani 1 1 d . . .
C19 C 0.3273(4) 0.5792(4) 1.0759(3) 0.0161(6) Uani 1 1 d . . .
C20 C 0.3354(4) 0.3870(4) 0.8823(3) 0.0164(6) Uani 1 1 d . . .
C21 C 0.3582(5) 0.4780(4) 0.8019(4) 0.0210(7) Uani 1 1 d . . .
H21 H 0.3922 0.5817 0.8400 0.025 Uiso 1 1 calc R . .
C22 C 0.3317(5) 0.4183(5) 0.6668(4) 0.0250(8) Uani 1 1 d . . .
H22 H 0.3489 0.4819 0.6142 0.030 Uiso 1 1 calc R . .
C23 C 0.2805(5) 0.2675(5) 0.6074(4) 0.0281(8) Uani 1 1 d . . .
H23 H 0.2604 0.2284 0.5150 0.034 Uiso 1 1 calc R . .
C24 C 0.2594(5) 0.1757(5) 0.6843(4) 0.0242(7) Uani 1 1 d . . .
H24 H 0.2266 0.0720 0.6452 0.029 Uiso 1 1 calc R . .
C25 C 0.2862(5) 0.2348(4) 0.8202(3) 0.0183(6) Uani 1 1 d . . .
C26 C 0.1039(5) 0.1546(4) 0.9900(4) 0.0213(7) Uani 1 1 d . . .
H26A H 0.0927 0.0897 1.0463 0.032 Uiso 1 1 calc R . .
H26B H -0.0056 0.1452 0.9249 0.032 Uiso 1 1 calc R . .
H26C H 0.1270 0.2591 1.0436 0.032 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 1.963(3) . ?
Cu1 N2 1.974(3) . ?
Cu1 N1 1.988(3) . ?
Cu1 O5 1.994(3) . ?
Cu1 O4 2.234(3) 1_655 ?
Cu2 O3 1.970(3) . ?
Cu2 N4 1.977(3) . ?
Cu2 O8 1.984(3) . ?
Cu2 N3 1.986(3) . ?
Cu2 O2 2.222(2) . ?
S1 O1 1.536(3) . ?
S1 C12 1.778(4) . ?
S1 C13 1.788(4) . ?
S2 O3 1.535(3) . ?
S2 C26 1.776(4) . ?
S2 C25 1.782(4) . ?
O2 C6 1.242(4) . ?
O4 C19 1.244(4) . ?
O4 Cu1 2.234(3) 1_455 ?
O5 N5 1.306(4) . ?
O6 N5 1.228(4) . ?
O7 N5 1.236(5) . ?
O8 N6 1.317(4) . ?
O9 N6 1.232(4) . ?
O10 N6 1.232(5) . ?
N1 C1 1.337(5) . ?
N1 C5 1.343(4) . ?
N2 C6 1.336(4) . ?
N2 C7 1.411(4) . ?
N3 C14 1.337(5) . ?
N3 C18 1.350(4) . ?
N4 C19 1.332(4) . ?
N4 C20 1.405(4) . ?
C1 C2 1.388(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.386(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.387(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.379(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.496(5) . ?
C7 C8 1.397(5) . ?
C7 C12 1.400(5) . ?
C8 C9 1.385(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.381(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.388(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.399(5) . ?
C11 H11 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.392(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.388(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.390(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.377(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.504(5) . ?
C20 C21 1.401(5) . ?
C20 C25 1.403(5) . ?
C21 C22 1.392(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.390(7) . ?
C22 H22 0.9500 . ?
C23 C24 1.373(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.399(5) . ?
C24 H24 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?

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 N2 94.30(11) . . ?
O1 Cu1 N1 167.41(12) . . ?
N2 Cu1 N1 82.57(12) . . ?
O1 Cu1 O5 87.76(11) . . ?
N2 Cu1 O5 170.16(12) . . ?
N1 Cu1 O5 93.36(11) . . ?
O1 Cu1 O4 92.11(11) . 1_655 ?
N2 Cu1 O4 98.18(11) . 1_655 ?
N1 Cu1 O4 100.40(12) . 1_655 ?
O5 Cu1 O4 91.35(11) . 1_655 ?
O3 Cu2 N4 94.98(12) . . ?
O3 Cu2 O8 87.47(11) . . ?
N4 Cu2 O8 174.20(12) . . ?
O3 Cu2 N3 163.50(11) . . ?
N4 Cu2 N3 82.45(12) . . ?
O8 Cu2 N3 93.72(12) . . ?
O3 Cu2 O2 89.55(11) . . ?
N4 Cu2 O2 95.25(11) . . ?
O8 Cu2 O2 90.02(10) . . ?
N3 Cu2 O2 106.89(12) . . ?
O1 S1 C12 105.45(16) . . ?
O1 S1 C13 106.07(17) . . ?
C12 S1 C13 102.68(17) . . ?
O3 S2 C26 106.45(17) . . ?
O3 S2 C25 105.57(16) . . ?
C26 S2 C25 102.56(17) . . ?
S1 O1 Cu1 121.08(16) . . ?
C6 O2 Cu2 130.9(2) . . ?
S2 O3 Cu2 120.61(17) . . ?
C19 O4 Cu1 128.6(2) . 1_455 ?
N5 O5 Cu1 108.4(2) . . ?
N6 O8 Cu2 108.5(2) . . ?
C1 N1 C5 119.4(3) . . ?
C1 N1 Cu1 127.7(3) . . ?
C5 N1 Cu1 112.8(2) . . ?
C6 N2 C7 119.2(3) . . ?
C6 N2 Cu1 115.0(2) . . ?
C7 N2 Cu1 125.5(2) . . ?
C14 N3 C18 118.8(3) . . ?
C14 N3 Cu2 127.9(3) . . ?
C18 N3 Cu2 113.2(2) . . ?
C19 N4 C20 119.9(3) . . ?
C19 N4 Cu2 115.4(2) . . ?
C20 N4 Cu2 124.5(2) . . ?
O6 N5 O7 123.1(4) . . ?
O6 N5 O5 117.5(4) . . ?
O7 N5 O5 119.4(3) . . ?
O10 N6 O9 123.3(4) . . ?
O10 N6 O8 119.5(3) . . ?
O9 N6 O8 117.2(4) . . ?
N1 C1 C2 121.6(3) . . ?
N1 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
C3 C2 C1 119.1(3) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 118.9(3) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C5 C4 C3 118.9(3) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
N1 C5 C4 122.1(3) . . ?
N1 C5 C6 115.8(3) . . ?
C4 C5 C6 122.0(3) . . ?
O2 C6 N2 128.2(3) . . ?
O2 C6 C5 118.3(3) . . ?
N2 C6 C5 113.4(3) . . ?
C8 C7 C12 117.7(3) . . ?
C8 C7 N2 121.7(3) . . ?
C12 C7 N2 120.5(3) . . ?
C9 C8 C7 120.4(3) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C10 C9 C8 121.5(4) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C9 C10 C11 119.4(4) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C10 C11 C12 119.2(4) . . ?
C10 C11 H11 120.4 . . ?
C12 C11 H11 120.4 . . ?
C11 C12 C7 121.7(3) . . ?
C11 C12 S1 115.4(3) . . ?
C7 C12 S1 122.5(3) . . ?
S1 C13 H13A 109.5 . . ?
S1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
S1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N3 C14 C15 122.2(4) . . ?
N3 C14 H14 118.9 . . ?
C15 C14 H14 118.9 . . ?
C16 C15 C14 118.5(3) . . ?
C16 C15 H15 120.7 . . ?
C14 C15 H15 120.7 . . ?
C15 C16 C17 119.4(3) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 H16 120.3 . . ?
C18 C17 C16 118.5(3) . . ?
C18 C17 H17 120.7 . . ?
C16 C17 H17 120.7 . . ?
N3 C18 C17 122.6(3) . . ?
N3 C18 C19 115.4(3) . . ?
C17 C18 C19 122.0(3) . . ?
O4 C19 N4 128.1(3) . . ?
O4 C19 C18 118.5(3) . . ?
N4 C19 C18 113.4(3) . . ?
C21 C20 C25 116.8(3) . . ?
C21 C20 N4 122.3(3) . . ?
C25 C20 N4 120.8(3) . . ?
C22 C21 C20 120.9(4) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C23 C22 C21 121.2(4) . . ?
C23 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
C24 C23 C22 119.1(4) . . ?
C24 C23 H23 120.5 . . ?
C22 C23 H23 120.5 . . ?
C23 C24 C25 120.1(4) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 C20 122.0(3) . . ?
C24 C25 S2 115.2(3) . . ?
C20 C25 S2 122.4(3) . . ?
S2 C26 H26A 109.5 . . ?
S2 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
S2 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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
C12 S1 O1 Cu1 56.8(2) . . . . ?
C13 S1 O1 Cu1 -51.7(2) . . . . ?
N2 Cu1 O1 S1 -29.4(2) . . . . ?
N1 Cu1 O1 S1 45.6(6) . . . . ?
O5 Cu1 O1 S1 141.0(2) . . . . ?
O4 Cu1 O1 S1 -127.77(19) 1_655 . . . ?
O3 Cu2 O2 C6 121.1(3) . . . . ?
N4 Cu2 O2 C6 26.1(3) . . . . ?
O8 Cu2 O2 C6 -151.5(3) . . . . ?
N3 Cu2 O2 C6 -57.6(3) . . . . ?
C26 S2 O3 Cu2 -52.5(2) . . . . ?
C25 S2 O3 Cu2 56.0(2) . . . . ?
N4 Cu2 O3 S2 -27.8(2) . . . . ?
O8 Cu2 O3 S2 146.9(2) . . . . ?
N3 Cu2 O3 S2 52.4(5) . . . . ?
O2 Cu2 O3 S2 -123.06(19) . . . . ?
O1 Cu1 O5 N5 -84.4(2) . . . . ?
N1 Cu1 O5 N5 83.1(2) . . . . ?
O4 Cu1 O5 N5 -176.4(2) 1_655 . . . ?
O3 Cu2 O8 N6 -78.5(2) . . . . ?
N3 Cu2 O8 N6 85.1(2) . . . . ?
O2 Cu2 O8 N6 -168.0(2) . . . . ?
O1 Cu1 N1 C1 105.1(6) . . . . ?
N2 Cu1 N1 C1 -178.6(3) . . . . ?
O5 Cu1 N1 C1 10.4(3) . . . . ?
O4 Cu1 N1 C1 -81.6(3) 1_655 . . . ?
O1 Cu1 N1 C5 -70.5(6) . . . . ?
N2 Cu1 N1 C5 5.8(2) . . . . ?
O5 Cu1 N1 C5 -165.2(2) . . . . ?
O4 Cu1 N1 C5 102.8(2) 1_655 . . . ?
O1 Cu1 N2 C6 163.7(2) . . . . ?
N1 Cu1 N2 C6 -4.1(2) . . . . ?
O4 Cu1 N2 C6 -103.6(2) 1_655 . . . ?
O1 Cu1 N2 C7 -22.9(3) . . . . ?
N1 Cu1 N2 C7 169.3(3) . . . . ?
O5 Cu1 N2 C7 -124.7(6) . . . . ?
O4 Cu1 N2 C7 69.8(3) 1_655 . . . ?
O3 Cu2 N3 C14 97.6(5) . . . . ?
N4 Cu2 N3 C14 179.5(3) . . . . ?
O8 Cu2 N3 C14 3.9(3) . . . . ?
O2 Cu2 N3 C14 -87.2(3) . . . . ?
O3 Cu2 N3 C18 -77.7(5) . . . . ?
N4 Cu2 N3 C18 4.3(2) . . . . ?
O8 Cu2 N3 C18 -171.4(2) . . . . ?
O2 Cu2 N3 C18 97.5(2) . . . . ?
O3 Cu2 N4 C19 161.1(2) . . . . ?
N3 Cu2 N4 C19 -2.5(2) . . . . ?
O2 Cu2 N4 C19 -108.9(2) . . . . ?
O3 Cu2 N4 C20 -24.6(3) . . . . ?
N3 Cu2 N4 C20 171.8(3) . . . . ?
O2 Cu2 N4 C20 65.4(3) . . . . ?
Cu1 O5 N5 O6 171.6(2) . . . . ?
Cu1 O5 N5 O7 -9.1(4) . . . . ?
Cu2 O8 N6 O10 -9.7(4) . . . . ?
Cu2 O8 N6 O9 169.9(2) . . . . ?
C5 N1 C1 C2 -0.2(5) . . . . ?
Cu1 N1 C1 C2 -175.5(3) . . . . ?
N1 C1 C2 C3 0.6(6) . . . . ?
C1 C2 C3 C4 -0.5(5) . . . . ?
C2 C3 C4 C5 0.2(5) . . . . ?
C1 N1 C5 C4 -0.2(5) . . . . ?
Cu1 N1 C5 C4 175.8(3) . . . . ?
C1 N1 C5 C6 177.5(3) . . . . ?
Cu1 N1 C5 C6 -6.6(4) . . . . ?
C3 C4 C5 N1 0.2(5) . . . . ?
C3 C4 C5 C6 -177.3(3) . . . . ?
Cu2 O2 C6 N2 78.8(4) . . . . ?
Cu2 O2 C6 C5 -101.2(3) . . . . ?
C7 N2 C6 O2 7.8(5) . . . . ?
Cu1 N2 C6 O2 -178.4(3) . . . . ?
C7 N2 C6 C5 -172.2(3) . . . . ?
Cu1 N2 C6 C5 1.6(4) . . . . ?
N1 C5 C6 O2 -176.6(3) . . . . ?
C4 C5 C6 O2 1.0(5) . . . . ?
N1 C5 C6 N2 3.4(4) . . . . ?
C4 C5 C6 N2 -179.0(3) . . . . ?
C6 N2 C7 C8 36.8(5) . . . . ?
Cu1 N2 C7 C8 -136.3(3) . . . . ?
C6 N2 C7 C12 -146.7(3) . . . . ?
Cu1 N2 C7 C12 40.2(4) . . . . ?
C12 C7 C8 C9 0.3(5) . . . . ?
N2 C7 C8 C9 176.9(3) . . . . ?
C7 C8 C9 C10 1.3(6) . . . . ?
C8 C9 C10 C11 -2.3(6) . . . . ?
C9 C10 C11 C12 1.5(6) . . . . ?
C10 C11 C12 C7 0.1(6) . . . . ?
C10 C11 C12 S1 -173.1(3) . . . . ?
C8 C7 C12 C11 -1.1(5) . . . . ?
N2 C7 C12 C11 -177.7(3) . . . . ?
C8 C7 C12 S1 171.7(3) . . . . ?
N2 C7 C12 S1 -4.9(5) . . . . ?
O1 S1 C12 C11 130.7(3) . . . . ?
C13 S1 C12 C11 -118.5(3) . . . . ?
O1 S1 C12 C7 -42.5(3) . . . . ?
C13 S1 C12 C7 68.3(3) . . . . ?
C18 N3 C14 C15 -0.1(5) . . . . ?
Cu2 N3 C14 C15 -175.2(3) . . . . ?
N3 C14 C15 C16 -0.8(6) . . . . ?
C14 C15 C16 C17 1.1(5) . . . . ?
C15 C16 C17 C18 -0.4(5) . . . . ?
C14 N3 C18 C17 0.9(5) . . . . ?
Cu2 N3 C18 C17 176.6(3) . . . . ?
C14 N3 C18 C19 179.0(3) . . . . ?
Cu2 N3 C18 C19 -5.2(4) . . . . ?
C16 C17 C18 N3 -0.6(5) . . . . ?
C16 C17 C18 C19 -178.6(3) . . . . ?
Cu1 O4 C19 N4 89.5(4) 1_455 . . . ?
Cu1 O4 C19 C18 -91.8(3) 1_455 . . . ?
C20 N4 C19 O4 4.5(5) . . . . ?
Cu2 N4 C19 O4 179.1(3) . . . . ?
C20 N4 C19 C18 -174.2(3) . . . . ?
Cu2 N4 C19 C18 0.4(4) . . . . ?
N3 C18 C19 O4 -175.6(3) . . . . ?
C17 C18 C19 O4 2.6(5) . . . . ?
N3 C18 C19 N4 3.3(4) . . . . ?
C17 C18 C19 N4 -178.6(3) . . . . ?
C19 N4 C20 C21 39.3(5) . . . . ?
Cu2 N4 C20 C21 -134.8(3) . . . . ?
C19 N4 C20 C25 -144.8(3) . . . . ?
Cu2 N4 C20 C25 41.1(4) . . . . ?
C25 C20 C21 C22 0.4(5) . . . . ?
N4 C20 C21 C22 176.4(3) . . . . ?
C20 C21 C22 C23 0.5(6) . . . . ?
C21 C22 C23 C24 -1.3(6) . . . . ?
C22 C23 C24 C25 1.1(6) . . . . ?
C23 C24 C25 C20 -0.2(6) . . . . ?
C23 C24 C25 S2 -172.7(3) . . . . ?
C21 C20 C25 C24 -0.6(5) . . . . ?
N4 C20 C25 C24 -176.6(3) . . . . ?
C21 C20 C25 S2 171.4(3) . . . . ?
N4 C20 C25 S2 -4.7(5) . . . . ?
O3 S2 C25 C24 129.0(3) . . . . ?
C26 S2 C25 C24 -119.7(3) . . . . ?
O3 S2 C25 C20 -43.5(3) . . . . ?
C26 S2 C25 C20 67.8(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.978
_diffrn_reflns_theta_full        33.04
_diffrn_measured_fraction_theta_full 0.978
_refine_diff_density_max         0.889
_refine_diff_density_min         -1.280
_refine_diff_density_rms         0.102

####################################################################### 
# 
# 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_kbg22
_database_code_depnum_ccdc_archive 'CCDC 1402247'
_audit_update_record             
;
2015-05-21 deposited with the CCDC.
2015-09-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            4
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H14 Cu N3 O2 S, Cl O4'
_chemical_formula_sum            'C15 H14 Cl Cu N3 O6 S'
_chemical_formula_weight         463.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.8284(12)
_cell_length_b                   8.0746(11)
_cell_length_c                   12.3897(16)
_cell_angle_alpha                90
_cell_angle_beta                 99.540(2)
_cell_angle_gamma                90
_cell_volume                     871.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    90(2)
_cell_measurement_reflns_used    9914
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      30.6

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.767
_exptl_crystal_F_000             470
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.374
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_min          0.094
_exptl_absorpt_coefficient_mu    1.567
_shelx_estimated_absorpt_T_min   0.592
_shelx_estimated_absorpt_T_max   0.867
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6391
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2013)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      90(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Apex II'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 8.3
_diffrn_reflns_number            13792
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_av_R_equivalents  0.0185
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.339
_diffrn_reflns_theta_max         30.655
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5344
_reflns_number_gt                5168
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.879
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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.
;

_computing_data_collection       'Apex2 (Bruker, 2013)'
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_reduction        'SAINT (Bruker, 2013)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0194P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.035(8)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5344
_refine_ls_number_parameters     247
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0208
_refine_ls_R_factor_gt           0.0198
_refine_ls_wR_factor_ref         0.0496
_refine_ls_wR_factor_gt          0.0492
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.37672(3) 0.86587(3) 0.63067(2) 0.01145(6) Uani 1 1 d . . . . .
S1 S 0.10096(6) 0.67507(6) 0.50042(4) 0.01245(10) Uani 1 1 d . . . . .
O1 O 0.65262(17) 0.60168(19) 0.46407(12) 0.0141(3) Uani 1 1 d . . . . .
O2 O 0.15519(17) 0.81058(18) 0.58470(12) 0.0143(3) Uani 1 1 d . . . . .
N1 N 0.5947(2) 0.8242(2) 0.70044(14) 0.0119(3) Uani 1 1 d . . . . .
N2 N 0.44212(19) 0.7456(2) 0.50863(14) 0.0114(3) Uani 1 1 d . . . . .
N3 N 0.3181(2) 0.9730(2) 0.76158(15) 0.0167(4) Uani 1 1 d . . . . .
C1 C 0.6653(2) 0.8693(3) 0.80028(15) 0.0152(3) Uani 1 1 d . . . . .
H1 H 0.6125 0.9386 0.8437 0.018 Uiso 1 1 calc R U . . .
C2 C 0.8140(3) 0.8175(3) 0.84216(18) 0.0183(4) Uani 1 1 d . . . . .
H2 H 0.8631 0.8542 0.9121 0.022 Uiso 1 1 calc R U . . .
C3 C 0.8892(3) 0.7123(3) 0.78097(18) 0.0188(4) Uani 1 1 d . . . . .
H3 H 0.9898 0.6739 0.8088 0.023 Uiso 1 1 calc R U . . .
C4 C 0.8153(2) 0.6631(3) 0.67756(17) 0.0150(4) Uani 1 1 d . . . . .
H4 H 0.8642 0.5902 0.6339 0.018 Uiso 1 1 calc R U . . .
C5 C 0.6688(2) 0.7232(2) 0.64012(16) 0.0114(4) Uani 1 1 d . . . . .
C6 C 0.5845(2) 0.6828(2) 0.52712(16) 0.0110(3) Uani 1 1 d . . . . .
C7 C 0.3559(2) 0.7403(2) 0.40159(16) 0.0118(4) Uani 1 1 d . . . . .
C8 C 0.4196(2) 0.7763(3) 0.30804(18) 0.0141(4) Uani 1 1 d . . . . .
H8 H 0.5266 0.7975 0.3149 0.017 Uiso 1 1 calc R U . . .
C9 C 0.3281(3) 0.7814(3) 0.20510(18) 0.0164(4) Uani 1 1 d . . . . .
H9 H 0.3736 0.8046 0.1424 0.020 Uiso 1 1 calc R U . . .
C10 C 0.1704(3) 0.7528(3) 0.19309(18) 0.0178(4) Uani 1 1 d . . . . .
H10 H 0.1087 0.7566 0.1226 0.021 Uiso 1 1 calc R U . . .
C11 C 0.1041(2) 0.7187(3) 0.28460(17) 0.0162(4) Uani 1 1 d . . . . .
H11 H -0.0035 0.7010 0.2774 0.019 Uiso 1 1 calc R U . . .
C12 C 0.1967(2) 0.7106(3) 0.38734(16) 0.0125(4) Uani 1 1 d . . . . .
C13 C 0.1883(2) 0.4859(3) 0.55491(18) 0.0156(4) Uani 1 1 d . . . . .
H13A H 0.1588 0.3958 0.5027 0.023 Uiso 1 1 calc R U . . .
H13B H 0.1536 0.4601 0.6242 0.023 Uiso 1 1 calc R U . . .
H13C H 0.3003 0.4983 0.5677 0.023 Uiso 1 1 calc R U . . .
C14 C 0.2828(2) 1.0089(3) 0.84324(18) 0.0161(4) Uani 1 1 d . . . . .
C15 C 0.2377(3) 1.0546(3) 0.94635(19) 0.0207(5) Uani 1 1 d . . . . .
H15A H 0.1548 0.9816 0.9610 0.031 Uiso 1 1 calc R U . . .
H15B H 0.2017 1.1696 0.9425 0.031 Uiso 1 1 calc R U . . .
H15C H 0.3260 1.0436 1.0053 0.031 Uiso 1 1 calc R U . . .
Cl1 Cl 0.31003(6) 0.52253(6) 0.88398(4) 0.01514(10) Uani 1 1 d . . . . .
O3 O 0.3917(2) 0.5927(2) 0.80377(15) 0.0268(4) Uani 1 1 d . . . . .
O4 O 0.1878(2) 0.4184(2) 0.82976(15) 0.0280(4) Uani 1 1 d . . . . .
O5 O 0.2449(2) 0.6531(3) 0.94178(16) 0.0313(5) Uani 1 1 d . . . . .
O6 O 0.4145(2) 0.4241(2) 0.96064(14) 0.0257(4) Uani 1 1 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 N2 1.9625(17) . ?
Cu1 N3 1.9812(19) . ?
Cu1 O2 1.9948(15) . ?
Cu1 N1 2.0035(18) . ?
Cu1 O1 2.2292(15) 2_656 ?
S1 O2 1.5334(16) . ?
S1 C12 1.775(2) . ?
S1 C13 1.792(2) . ?
O1 C6 1.248(2) . ?
O1 Cu1 2.2292(15) 2_646 ?
N1 C1 1.340(3) . ?
N1 C5 1.346(3) . ?
N2 C6 1.340(2) . ?
N2 C7 1.416(3) . ?
N3 C14 1.144(3) . ?
C1 C2 1.394(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.380(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.396(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.388(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.508(3) . ?
C6 Cu1 3.273(2) 2_646 ?
C7 C8 1.400(3) . ?
C7 C12 1.408(3) . ?
C8 C9 1.392(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.395(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.387(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.396(3) . ?
C11 H11 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.448(3) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
Cl1 O3 1.4374(18) . ?
Cl1 O4 1.4431(17) . ?
Cl1 O5 1.446(2) . ?
Cl1 O6 1.4471(17) . ?

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
N2 Cu1 N3 175.46(8) . . ?
N2 Cu1 O2 93.96(7) . . ?
N3 Cu1 O2 87.39(7) . . ?
N2 Cu1 N1 82.24(7) . . ?
N3 Cu1 N1 94.75(7) . . ?
O2 Cu1 N1 155.76(7) . . ?
N2 Cu1 O1 92.30(7) . 2_656 ?
N3 Cu1 O1 92.00(7) . 2_656 ?
O2 Cu1 O1 91.03(6) . 2_656 ?
N1 Cu1 O1 112.97(6) . 2_656 ?
O2 S1 C12 106.64(9) . . ?
O2 S1 C13 106.59(9) . . ?
C12 S1 C13 101.74(10) . . ?
C12 S1 Cu1 83.97(7) . . ?
C13 S1 Cu1 88.61(7) . . ?
C6 O1 Cu1 138.79(14) . 2_646 ?
S1 O2 Cu1 122.33(9) . . ?
C1 N1 C5 118.90(18) . . ?
C1 N1 Cu1 128.22(15) . . ?
C5 N1 Cu1 112.48(14) . . ?
C6 N2 C7 119.50(17) . . ?
C6 N2 Cu1 116.30(14) . . ?
C7 N2 Cu1 123.73(13) . . ?
C14 N3 Cu1 168.80(19) . . ?
N1 C1 C2 121.8(2) . . ?
C2 C1 Cu1 152.83(16) . . ?
N1 C1 H1 119.1 . . ?
C2 C1 H1 119.1 . . ?
Cu1 C1 H1 87.9 . . ?
C3 C2 C1 119.3(2) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 119.1(2) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C5 C4 C3 118.4(2) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
N1 C5 C4 122.52(19) . . ?
N1 C5 C6 115.86(17) . . ?
C4 C5 C6 121.60(18) . . ?
C4 C5 Cu1 162.93(15) . . ?
C6 C5 Cu1 75.04(11) . . ?
O1 C6 N2 128.87(19) . . ?
O1 C6 C5 118.69(18) . . ?
N2 C6 C5 112.43(17) . . ?
O1 C6 Cu1 167.40(15) . . ?
C5 C6 Cu1 73.91(11) . . ?
N2 C6 Cu1 112.45(13) . 2_646 ?
C5 C6 Cu1 129.73(13) . 2_646 ?
Cu1 C6 Cu1 145.15(7) . 2_646 ?
C8 C7 C12 117.47(18) . . ?
C8 C7 N2 122.78(18) . . ?
C12 C7 N2 119.56(18) . . ?
C8 C7 Cu1 138.18(14) . . ?
C12 C7 Cu1 94.59(12) . . ?
C9 C8 C7 120.8(2) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 120.7(2) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C11 C10 C9 119.6(2) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C10 C11 C12 119.5(2) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C11 C12 C7 121.87(19) . . ?
C11 C12 S1 116.35(16) . . ?
C7 C12 S1 121.64(15) . . ?
C11 C12 Cu1 155.08(15) . . ?
C7 C12 Cu1 61.08(11) . . ?
S1 C12 Cu1 64.81(6) . . ?
S1 C13 Cu1 61.00(6) . . ?
S1 C13 H13A 109.5 . . ?
Cu1 C13 H13A 151.6 . . ?
S1 C13 H13B 109.5 . . ?
Cu1 C13 H13B 98.8 . . ?
H13A C13 H13B 109.5 . . ?
S1 C13 H13C 109.5 . . ?
Cu1 C13 H13C 56.8 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N3 C14 C15 179.8(3) . . ?
C15 C14 Cu1 172.98(17) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O3 Cl1 O4 109.27(11) . . ?
O3 Cl1 O5 109.95(12) . . ?
O4 Cl1 O5 109.07(12) . . ?
O3 Cl1 O6 109.42(11) . . ?
O4 Cl1 O6 109.36(12) . . ?
O5 Cl1 O6 109.75(12) . . ?
Cl1 O3 Cu1 143.08(11) . . ?

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
C12 S1 O2 Cu1 -48.50(13) . . . . ?
C13 S1 O2 Cu1 59.60(13) . . . . ?
C5 N1 C1 C2 1.4(3) . . . . ?
Cu1 N1 C1 C2 173.59(16) . . . . ?
C5 N1 C1 Cu1 -172.2(3) . . . . ?
N1 C1 C2 C3 -2.2(3) . . . . ?
Cu1 C1 C2 C3 5.1(5) . . . . ?
C1 C2 C3 C4 1.3(3) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C1 N1 C5 C4 0.4(3) . . . . ?
Cu1 N1 C5 C4 -173.01(16) . . . . ?
C1 N1 C5 C6 -177.82(18) . . . . ?
Cu1 N1 C5 C6 8.8(2) . . . . ?
C1 N1 C5 Cu1 173.4(2) . . . . ?
C3 C4 C5 N1 -1.2(3) . . . . ?
C3 C4 C5 C6 176.85(19) . . . . ?
C3 C4 C5 Cu1 -17.1(6) . . . . ?
Cu1 O1 C6 N2 -59.2(3) 2_646 . . . ?
Cu1 O1 C6 C5 122.26(19) 2_646 . . . ?
Cu1 O1 C6 Cu1 -58.3(8) 2_646 . . . ?
C7 N2 C6 O1 -7.9(3) . . . . ?
Cu1 N2 C6 O1 179.68(17) . . . . ?
C7 N2 C6 C5 170.70(17) . . . . ?
Cu1 N2 C6 C5 -1.7(2) . . . . ?
C7 N2 C6 Cu1 172.4(3) . . . . ?
C7 N2 C6 Cu1 -32.6(2) . . . 2_646 ?
Cu1 N2 C6 Cu1 155.03(8) . . . 2_646 ?
N1 C5 C6 O1 173.88(18) . . . . ?
C4 C5 C6 O1 -4.3(3) . . . . ?
Cu1 C5 C6 O1 179.88(19) . . . . ?
N1 C5 C6 N2 -4.9(2) . . . . ?
C4 C5 C6 N2 176.90(19) . . . . ?
Cu1 C5 C6 N2 1.10(14) . . . . ?
N1 C5 C6 Cu1 -6.00(14) . . . . ?
C4 C5 C6 Cu1 175.80(19) . . . . ?
N1 C5 C6 Cu1 -156.55(13) . . . 2_646 ?
C4 C5 C6 Cu1 25.2(3) . . . 2_646 ?
Cu1 C5 C6 Cu1 -150.56(13) . . . 2_646 ?
C6 N2 C7 C8 -42.3(3) . . . . ?
Cu1 N2 C7 C8 129.46(18) . . . . ?
C6 N2 C7 C12 142.8(2) . . . . ?
Cu1 N2 C7 C12 -45.4(2) . . . . ?
C6 N2 C7 Cu1 -171.8(3) . . . . ?
C12 C7 C8 C9 -0.3(3) . . . . ?
N2 C7 C8 C9 -175.3(2) . . . . ?
Cu1 C7 C8 C9 -136.06(19) . . . . ?
C7 C8 C9 C10 0.8(3) . . . . ?
C8 C9 C10 C11 -0.1(3) . . . . ?
C9 C10 C11 C12 -1.1(3) . . . . ?
C10 C11 C12 C7 1.7(3) . . . . ?
C10 C11 C12 S1 177.41(18) . . . . ?
C10 C11 C12 Cu1 90.9(4) . . . . ?
C8 C7 C12 C11 -1.0(3) . . . . ?
N2 C7 C12 C11 174.17(19) . . . . ?
Cu1 C7 C12 C11 151.23(18) . . . . ?
C8 C7 C12 S1 -176.45(16) . . . . ?
N2 C7 C12 S1 -1.3(3) . . . . ?
Cu1 C7 C12 S1 -24.27(17) . . . . ?
C8 C7 C12 Cu1 -152.2(2) . . . . ?
N2 C7 C12 Cu1 22.94(13) . . . . ?
O2 S1 C12 C11 -128.13(16) . . . . ?
C13 S1 C12 C11 120.38(17) . . . . ?
Cu1 S1 C12 C11 -152.31(17) . . . . ?
O2 S1 C12 C7 47.61(19) . . . . ?
C13 S1 C12 C7 -63.89(19) . . . . ?
Cu1 S1 C12 C7 23.43(16) . . . . ?
O2 S1 C12 Cu1 24.18(7) . . . . ?
C13 S1 C12 Cu1 -87.32(8) . . . . ?
O2 S1 C13 Cu1 -27.99(6) . . . . ?
C12 S1 C13 Cu1 83.55(7) . . . . ?
O4 Cl1 O3 Cu1 78.5(2) . . . . ?
O5 Cl1 O3 Cu1 -41.1(2) . . . . ?
O6 Cl1 O3 Cu1 -161.74(16) . . . . ?

_refine_diff_density_max         0.316
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.056

_shelxl_version_number           2013-4

