# 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 2016

####################################################################### 
# 
# 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_complex_1
_database_code_depnum_ccdc_archive 'CCDC 1412598'
_audit_update_record             
;
2015-07-14 deposited with the CCDC.
2016-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'copper(I) thiocyanate complex of  tris(2pyridyl)phosphine oxide'
_chemical_name_common            ?
_chemical_melting_point          366.15
_chemical_formula_moiety         'C16 H12 Cu N4 O P S, C H2 Cl2'
_chemical_formula_sum            'C17 H14 Cl2 Cu N4 O P S'
_chemical_formula_weight         487.79

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'
P P 0.1023 0.0942 '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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   20.506(3)
_cell_length_b                   12.2936(17)
_cell_length_c                   16.937(2)
_cell_angle_alpha                90
_cell_angle_beta                 105.973(4)
_cell_angle_gamma                90
_cell_volume                     4104.9(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.47
_cell_measurement_theta_max      24.12

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_F_000             1968
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.218
_exptl_crystal_size_mid          0.179
_exptl_crystal_size_min          0.168
_exptl_absorpt_coefficient_mu    1.519
_shelx_estimated_absorpt_T_min   0.733
_shelx_estimated_absorpt_T_max   0.784
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5699
_exptl_absorpt_correction_T_max  0.6476
_exptl_absorpt_process_details   multi-scan

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            58293
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.467
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4473
_reflns_number_gt                3298
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0615P)²+3.8907P] 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_number_reflns         4473
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0408
_refine_ls_wR_factor_ref         0.1143
_refine_ls_wR_factor_gt          0.1003
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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 0.10735(2) 0.12049(3) 0.19739(2) 0.04890(14) Uani 1 1 d . . . . .
Cl1 Cl 0.19886(8) 0.55039(12) 0.10960(7) 0.1197(5) Uani 1 1 d . . . . .
Cl2 Cl 0.14806(7) 0.35440(11) 0.02227(7) 0.0994(4) Uani 1 1 d . . . . .
P1 P 0.16446(3) 0.32479(5) 0.30667(4) 0.03693(17) Uani 1 1 d . . . . .
S2 S 0.00192(6) -0.20652(7) 0.10438(7) 0.0824(3) Uani 1 1 d . . . . .
O1 O 0.19060(10) 0.42021(16) 0.35917(12) 0.0502(5) Uani 1 1 d . . . . .
N1 N 0.07173(12) -0.01238(19) 0.14793(15) 0.0482(6) Uani 1 1 d . . . . .
N2 N 0.11468(11) 0.12412(17) 0.32316(14) 0.0421(5) Uani 1 1 d . . . . .
N3 N 0.06224(11) 0.27176(18) 0.17251(13) 0.0416(5) Uani 1 1 d . . . . .
N4 N 0.20417(11) 0.18113(17) 0.20834(13) 0.0386(5) Uani 1 1 d . . . . .
C1 C 0.04301(14) -0.0929(2) 0.12957(17) 0.0454(7) Uani 1 1 d . . . . .
C2 C 0.14403(12) 0.2124(2) 0.36488(15) 0.0374(6) Uani 1 1 d . . . . .
C3 C 0.09013(13) 0.3546(2) 0.22223(16) 0.0381(6) Uani 1 1 d . . . . .
C4 C 0.01111(14) 0.2948(3) 0.10634(19) 0.0526(7) Uani 1 1 d . . . . .
H4 H -0.0086 0.2385 0.0713 0.063 Uiso 1 1 calc R U . . .
C5 C -0.01348(16) 0.3988(3) 0.0881(2) 0.0625(9) Uani 1 1 d . . . . .
H3 H -0.0493 0.4118 0.0417 0.075 Uiso 1 1 calc R U . . .
C6 C 0.01489(17) 0.4821(3) 0.1383(2) 0.0644(9) Uani 1 1 d . . . . .
H1 H -0.0011 0.5527 0.1266 0.077 Uiso 1 1 calc R U . . .
C7 C 0.06817(15) 0.4607(2) 0.2075(2) 0.0519(7) Uani 1 1 d . . . . .
H2 H 0.0885 0.5163 0.2429 0.062 Uiso 1 1 calc R U . . .
C8 C 0.22404(12) 0.2703(2) 0.25472(15) 0.0358(5) Uani 1 1 d . . . . .
C9 C 0.24696(15) 0.1407(2) 0.16932(18) 0.0470(7) Uani 1 1 d . . . . .
H5 H 0.2341 0.0791 0.1369 0.056 Uiso 1 1 calc R U . . .
C10 C 0.30976(15) 0.1865(3) 0.17490(19) 0.0522(7) Uani 1 1 d . . . . .
H6 H 0.3386 0.1555 0.1473 0.063 Uiso 1 1 calc R U . . .
C11 C 0.32896(15) 0.2781(3) 0.22167(19) 0.0536(7) Uani 1 1 d . . . . .
H7 H 0.3707 0.3107 0.2257 0.064 Uiso 1 1 calc R U . . .
C12 C 0.28548(13) 0.3212(2) 0.26271(17) 0.0443(6) Uani 1 1 d . . . . .
H8 H 0.2973 0.3831 0.2950 0.053 Uiso 1 1 calc R U . . .
C13 C 0.15952(13) 0.2201(2) 0.44960(17) 0.0465(7) Uani 1 1 d . . . . .
H9 H 0.1805 0.2819 0.4767 0.056 Uiso 1 1 calc R U . . .
C14 C 0.14308(16) 0.1342(3) 0.49287(19) 0.0569(8) Uani 1 1 d . . . . .
H10 H 0.1531 0.1371 0.5498 0.068 Uiso 1 1 calc R U . . .
C15 C 0.11196(16) 0.0448(3) 0.4512(2) 0.0592(8) Uani 1 1 d . . . . .
H11 H 0.1000 -0.0136 0.4792 0.071 Uiso 1 1 calc R U . . .
C16 C 0.09855(15) 0.0425(2) 0.36648(19) 0.0510(7) Uani 1 1 d . . . . .
H12 H 0.0774 -0.0186 0.3384 0.061 Uiso 1 1 calc R U . . .
C17 C 0.2104(2) 0.4533(4) 0.0404(2) 0.0876(13) Uani 1 1 d . . . . .
H13 H 0.2099 0.4886 -0.0110 0.105 Uiso 1 1 calc R U . . .
H14 H 0.2544 0.4193 0.0619 0.105 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 N1 1.889(2) . ?
Cu1 N3 2.068(2) . ?
Cu1 N4 2.081(2) . ?
Cu1 N2 2.094(2) . ?
Cl1 C17 1.734(5) . ?
Cl2 C17 1.730(4) . ?
P1 O1 1.4805(19) . ?
P1 C2 1.812(3) . ?
P1 C3 1.817(3) . ?
P1 C8 1.818(3) . ?
S2 C1 1.627(3) . ?
N1 C1 1.150(3) . ?
N2 C16 1.337(4) . ?
N2 C2 1.344(3) . ?
N3 C4 1.338(4) . ?
N3 C3 1.344(3) . ?
N4 C9 1.331(3) . ?
N4 C8 1.345(3) . ?
C2 C13 1.385(4) . ?
C3 C7 1.380(4) . ?
C4 C5 1.378(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.356(5) . ?
C5 H3 0.9300 . ?
C6 C7 1.390(5) . ?
C6 H1 0.9300 . ?
C7 H2 0.9300 . ?
C8 C12 1.380(4) . ?
C9 C10 1.385(4) . ?
C9 H5 0.9300 . ?
C10 C11 1.371(4) . ?
C10 H6 0.9300 . ?
C11 C12 1.378(4) . ?
C11 H7 0.9300 . ?
C12 H8 0.9300 . ?
C13 C14 1.379(4) . ?
C13 H9 0.9300 . ?
C14 C15 1.366(5) . ?
C14 H10 0.9300 . ?
C15 C16 1.385(4) . ?
C15 H11 0.9300 . ?
C16 H12 0.9300 . ?
C17 H13 0.9700 . ?
C17 H14 0.9700 . ?

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
N1 Cu1 N3 126.20(9) . . ?
N1 Cu1 N4 126.34(9) . . ?
N3 Cu1 N4 93.35(8) . . ?
N1 Cu1 N2 112.35(10) . . ?
N3 Cu1 N2 95.21(9) . . ?
N4 Cu1 N2 95.86(8) . . ?
O1 P1 C2 112.15(12) . . ?
O1 P1 C3 113.56(12) . . ?
C2 P1 C3 108.20(12) . . ?
O1 P1 C8 113.70(12) . . ?
C2 P1 C8 105.62(11) . . ?
C3 P1 C8 102.89(12) . . ?
C1 N1 Cu1 166.2(2) . . ?
C16 N2 C2 117.4(2) . . ?
C16 N2 Cu1 125.64(19) . . ?
C2 N2 Cu1 116.65(17) . . ?
C4 N3 C3 117.7(3) . . ?
C4 N3 Cu1 124.4(2) . . ?
C3 N3 Cu1 117.64(17) . . ?
C9 N4 C8 117.3(2) . . ?
C9 N4 Cu1 124.40(19) . . ?
C8 N4 Cu1 118.19(17) . . ?
N1 C1 S2 179.3(3) . . ?
N2 C2 C13 122.8(2) . . ?
N2 C2 P1 117.83(19) . . ?
C13 C2 P1 119.3(2) . . ?
N3 C3 C7 122.8(3) . . ?
N3 C3 P1 117.42(19) . . ?
C7 C3 P1 119.6(2) . . ?
N3 C4 C5 122.6(3) . . ?
N3 C4 H4 118.7 . . ?
C5 C4 H4 118.7 . . ?
C6 C5 C4 119.5(3) . . ?
C6 C5 H3 120.2 . . ?
C4 C5 H3 120.2 . . ?
C5 C6 C7 119.2(3) . . ?
C5 C6 H1 120.4 . . ?
C7 C6 H1 120.4 . . ?
C3 C7 C6 118.3(3) . . ?
C3 C7 H2 120.9 . . ?
C6 C7 H2 120.9 . . ?
N4 C8 C12 123.3(2) . . ?
N4 C8 P1 116.54(18) . . ?
C12 C8 P1 120.2(2) . . ?
N4 C9 C10 122.8(3) . . ?
N4 C9 H5 118.6 . . ?
C10 C9 H5 118.6 . . ?
C11 C10 C9 119.1(3) . . ?
C11 C10 H6 120.4 . . ?
C9 C10 H6 120.4 . . ?
C10 C11 C12 119.0(3) . . ?
C10 C11 H7 120.5 . . ?
C12 C11 H7 120.5 . . ?
C11 C12 C8 118.5(3) . . ?
C11 C12 H8 120.8 . . ?
C8 C12 H8 120.8 . . ?
C14 C13 C2 118.6(3) . . ?
C14 C13 H9 120.7 . . ?
C2 C13 H9 120.7 . . ?
C15 C14 C13 119.3(3) . . ?
C15 C14 H10 120.3 . . ?
C13 C14 H10 120.3 . . ?
C14 C15 C16 118.9(3) . . ?
C14 C15 H11 120.6 . . ?
C16 C15 H11 120.6 . . ?
N2 C16 C15 123.0(3) . . ?
N2 C16 H12 118.5 . . ?
C15 C16 H12 118.5 . . ?
Cl2 C17 Cl1 111.8(2) . . ?
Cl2 C17 H13 109.2 . . ?
Cl1 C17 H13 109.2 . . ?
Cl2 C17 H14 109.2 . . ?
Cl1 C17 H14 109.2 . . ?
H13 C17 H14 107.9 . . ?

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
N3 Cu1 N1 C1 -83.4(10) . . . . ?
N4 Cu1 N1 C1 147.6(10) . . . . ?
N2 Cu1 N1 C1 31.6(10) . . . . ?
C16 N2 C2 C13 1.8(4) . . . . ?
Cu1 N2 C2 C13 -172.1(2) . . . . ?
C16 N2 C2 P1 -178.7(2) . . . . ?
Cu1 N2 C2 P1 7.3(3) . . . . ?
O1 P1 C2 N2 174.74(19) . . . . ?
C3 P1 C2 N2 48.7(2) . . . . ?
C8 P1 C2 N2 -60.9(2) . . . . ?
O1 P1 C2 C13 -5.8(3) . . . . ?
C3 P1 C2 C13 -131.8(2) . . . . ?
C8 P1 C2 C13 118.6(2) . . . . ?
C4 N3 C3 C7 0.0(4) . . . . ?
Cu1 N3 C3 C7 174.1(2) . . . . ?
C4 N3 C3 P1 -174.5(2) . . . . ?
Cu1 N3 C3 P1 -0.3(3) . . . . ?
O1 P1 C3 N3 -178.62(19) . . . . ?
C2 P1 C3 N3 -53.4(2) . . . . ?
C8 P1 C3 N3 58.0(2) . . . . ?
O1 P1 C3 C7 6.7(3) . . . . ?
C2 P1 C3 C7 131.9(2) . . . . ?
C8 P1 C3 C7 -116.6(2) . . . . ?
C3 N3 C4 C5 -0.2(4) . . . . ?
Cu1 N3 C4 C5 -173.9(2) . . . . ?
N3 C4 C5 C6 0.3(5) . . . . ?
C4 C5 C6 C7 -0.2(5) . . . . ?
N3 C3 C7 C6 0.1(4) . . . . ?
P1 C3 C7 C6 174.5(2) . . . . ?
C5 C6 C7 C3 0.0(5) . . . . ?
C9 N4 C8 C12 0.6(4) . . . . ?
Cu1 N4 C8 C12 -176.3(2) . . . . ?
C9 N4 C8 P1 179.4(2) . . . . ?
Cu1 N4 C8 P1 2.6(2) . . . . ?
O1 P1 C8 N4 177.72(18) . . . . ?
C2 P1 C8 N4 54.3(2) . . . . ?
C3 P1 C8 N4 -59.0(2) . . . . ?
O1 P1 C8 C12 -3.4(3) . . . . ?
C2 P1 C8 C12 -126.8(2) . . . . ?
C3 P1 C8 C12 119.8(2) . . . . ?
C8 N4 C9 C10 0.0(4) . . . . ?
Cu1 N4 C9 C10 176.7(2) . . . . ?
N4 C9 C10 C11 -0.8(5) . . . . ?
C9 C10 C11 C12 0.9(4) . . . . ?
C10 C11 C12 C8 -0.2(4) . . . . ?
N4 C8 C12 C11 -0.5(4) . . . . ?
P1 C8 C12 C11 -179.3(2) . . . . ?
N2 C2 C13 C14 -1.1(4) . . . . ?
P1 C2 C13 C14 179.5(2) . . . . ?
C2 C13 C14 C15 -0.3(4) . . . . ?
C13 C14 C15 C16 0.8(5) . . . . ?
C2 N2 C16 C15 -1.3(4) . . . . ?
Cu1 N2 C16 C15 172.1(2) . . . . ?
C14 C15 C16 N2 0.0(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C17 H13 O1 0.97 2.40 3.364(4) 171.3 6_565
C10 H6 Cl2 0.93 2.96 3.707(3) 138.2 7
C9 H5 O1 0.93 2.48 3.092(3) 123.6 4_545
C17 H13 O1 0.97 2.40 3.364(4) 171.3 6_565
C10 H6 Cl2 0.93 2.96 3.707(3) 138.2 7
C9 H5 O1 0.93 2.48 3.092(3) 123.6 4_545
C17 H13 O1 0.97 2.40 3.364(4) 171.3 6_565
C10 H6 Cl2 0.93 2.96 3.707(3) 138.2 7
C9 H5 O1 0.93 2.48 3.092(3) 123.6 4_545
C17 H13 O1 0.97 2.40 3.364(4) 171.3 6_565
C10 H6 Cl2 0.93 2.96 3.707(3) 138.2 7
C9 H5 O1 0.93 2.48 3.092(3) 123.6 4_545
C17 H13 O1 0.97 2.40 3.364(4) 171.3 6_565
C10 H6 Cl2 0.93 2.96 3.707(3) 138.2 7
C9 H5 O1 0.93 2.48 3.092(3) 123.6 4_545
C4 H4 S2 0.93 3.04 3.669(3) 126.3 5
C9 H5 O1 0.93 2.48 3.092(3) 123.6 4_545
C10 H6 Cl2 0.93 2.96 3.707(3) 138.2 7
C17 H13 O1 0.97 2.40 3.364(4) 171.3 6_565
C9 H5 O1 0.93 2.48 3.092(3) 123.6 4_545
C10 H6 Cl2 0.93 2.96 3.707(3) 138.2 7
C17 H13 O1 0.97 2.40 3.364(4) 171.3 6_565
C9 H5 O1 0.93 2.48 3.092(3) 123.6 4_545
C10 H6 Cl2 0.93 2.96 3.707(3) 138.2 7
C17 H13 O1 0.97 2.40 3.364(4) 171.3 6_565
C9 H5 O1 0.93 2.48 3.092(3) 123.6 4_545
C10 H6 Cl2 0.93 2.96 3.707(3) 138.2 7
C17 H13 O1 0.97 2.40 3.364(4) 171.3 6_565

_refine_diff_density_max         0.579
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.069

_shelxl_version_number           2013-4


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetone/hexane'
####################################################################### 
# 
# 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_complex_2
_database_code_depnum_ccdc_archive 'CCDC 1412599'
_audit_update_record             
;
2015-07-14 deposited with the CCDC.
2016-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'copper(I) thiocyanate complex of  tris(2pyridyl)phosphine oxide'
_chemical_name_common            ?
_chemical_melting_point          482.15
_chemical_formula_moiety         'C32 H24 Cu2 N8 O2 P2 S2'
_chemical_formula_sum            'C32 H24 Cu2 N8 O2 P2 S2'
_chemical_formula_weight         805.73

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'
P P 0.1023 0.0942 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   8.3784(8)
_cell_length_b                   9.0242(8)
_cell_length_c                   13.1937(11)
_cell_angle_alpha                71.147(3)
_cell_angle_beta                 78.454(3)
_cell_angle_gamma                65.128(3)
_cell_volume                     854.08(13)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      29.58

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_F_000             408
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.396
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.043
_exptl_absorpt_coefficient_mu    1.504
_shelx_estimated_absorpt_T_min   0.587
_shelx_estimated_absorpt_T_max   0.938
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6377
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_process_details   multi-scan

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42492
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_av_R_equivalents  0.0565
_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       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.583
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3717
_reflns_number_gt                3230
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0894P)²+19.6032P] 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_number_reflns         3717
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1003
_refine_ls_R_factor_gt           0.0921
_refine_ls_wR_factor_ref         0.3340
_refine_ls_wR_factor_gt          0.3304
_refine_ls_goodness_of_fit_ref   1.210
_refine_ls_restrained_S_all      1.210
_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 0.40040(19) 0.81207(18) 0.17437(10) 0.0364(4) Uani 1 1 d . . . . .
S1 S 0.7040(4) 0.6961(4) 0.1099(3) 0.0450(8) Uani 1 1 d . . . . .
P1 P 0.0768(3) 0.7819(4) 0.3534(2) 0.0295(6) Uani 1 1 d . . . . .
O1 O -0.0564(11) 0.7516(12) 0.4398(7) 0.047(2) Uani 1 1 d . . . . .
N1 N 0.3138(13) 1.0294(12) 0.0710(8) 0.039(2) Uani 1 1 d . . . . .
N2 N 0.3939(12) 0.8073(12) 0.3334(7) 0.0343(19) Uani 1 1 d . . . . .
N3 N -0.0066(12) 1.1103(12) 0.2598(8) 0.037(2) Uani 1 1 d . . . . .
N4 N 0.3045(12) 0.6226(11) 0.2066(7) 0.0317(18) Uani 1 1 d . . . . .
C1 C 0.3069(13) 1.1462(14) -0.0043(9) 0.033(2) Uani 1 1 d . . . . .
C2 C 0.5276(17) 0.8087(18) 0.3715(10) 0.046(3) Uani 1 1 d . . . . .
H12 H 0.6250 0.8146 0.3247 0.055 Uiso 1 1 calc R U . . .
C3 C 0.5299(19) 0.802(2) 0.4778(12) 0.064(4) Uani 1 1 d . . . . .
H11 H 0.6280 0.7988 0.5024 0.077 Uiso 1 1 calc R U . . .
C4 C 0.384(2) 0.799(3) 0.5452(11) 0.071(5) Uani 1 1 d . . . . .
H1 H 0.3807 0.8008 0.6158 0.086 Uiso 1 1 calc R U . . .
C5 C 0.2355(16) 0.7948(16) 0.5101(8) 0.039(3) Uani 1 1 d . . . . .
H10 H 0.1358 0.7906 0.5552 0.047 Uiso 1 1 calc R U . . .
C6 C 0.2540(13) 0.7973(14) 0.4014(8) 0.030(2) Uani 1 1 d . . . . .
C7 C -0.0088(12) 0.9702(13) 0.2465(8) 0.028(2) Uani 1 1 d . . . . .
C8 C -0.0854(16) 0.9704(15) 0.1625(9) 0.040(3) Uani 1 1 d . . . . .
H2 H -0.0893 0.8712 0.1581 0.048 Uiso 1 1 calc R U . . .
C9 C -0.1559(17) 1.1218(15) 0.0852(10) 0.044(3) Uani 1 1 d . . . . .
H3 H -0.2070 1.1264 0.0273 0.053 Uiso 1 1 calc R U . . .
C10 C -0.1487(16) 1.2647(16) 0.0961(10) 0.045(3) Uani 1 1 d . . . . .
H4 H -0.1960 1.3684 0.0458 0.055 Uiso 1 1 calc R U . . .
C11 C -0.0708(19) 1.2531(15) 0.1823(12) 0.052(3) Uani 1 1 d . . . . .
H5 H -0.0625 1.3503 0.1868 0.062 Uiso 1 1 calc R U . . .
C12 C 0.1833(13) 0.6092(14) 0.2894(8) 0.031(2) Uani 1 1 d . . . . .
C13 C 0.3825(17) 0.4956(15) 0.1606(11) 0.045(3) Uani 1 1 d . . . . .
H9 H 0.4654 0.5045 0.1028 0.054 Uiso 1 1 calc R U . . .
C14 C 0.3445(19) 0.3476(17) 0.1962(12) 0.051(3) Uani 1 1 d . . . . .
H8 H 0.4010 0.2611 0.1622 0.061 Uiso 1 1 calc R U . . .
C15 C 0.225(2) 0.3338(16) 0.2803(12) 0.053(3) Uani 1 1 d . . . . .
H7 H 0.1995 0.2366 0.3056 0.064 Uiso 1 1 calc R U . . .
C16 C 0.1386(17) 0.4676(15) 0.3297(10) 0.042(3) Uani 1 1 d . . . . .
H6 H 0.0548 0.4614 0.3872 0.050 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 N1 1.925(9) . ?
Cu1 N4 2.074(9) . ?
Cu1 N2 2.075(9) . ?
Cu1 S1 2.400(3) . ?
S1 C1 1.623(11) 2_675 ?
P1 O1 1.472(8) . ?
P1 C7 1.795(10) . ?
P1 C6 1.799(10) . ?
P1 C12 1.821(12) . ?
N1 C1 1.181(14) . ?
N2 C2 1.323(15) . ?
N2 C6 1.343(13) . ?
N3 C11 1.334(15) . ?
N3 C7 1.340(14) . ?
N4 C13 1.330(15) . ?
N4 C12 1.346(13) . ?
C1 S1 1.623(11) 2_675 ?
C2 C3 1.387(19) . ?
C2 H12 0.9300 . ?
C3 C4 1.37(2) . ?
C3 H11 0.9300 . ?
C4 C5 1.431(18) . ?
C4 H1 0.9300 . ?
C5 C6 1.405(14) . ?
C5 H10 0.9300 . ?
C7 C8 1.387(15) . ?
C8 C9 1.385(16) . ?
C8 H2 0.9300 . ?
C9 C10 1.369(18) . ?
C9 H3 0.9300 . ?
C10 C11 1.376(17) . ?
C10 H4 0.9300 . ?
C11 H5 0.9300 . ?
C12 C16 1.392(14) . ?
C13 C14 1.413(17) . ?
C13 H9 0.9300 . ?
C14 C15 1.35(2) . ?
C14 H8 0.9300 . ?
C15 C16 1.41(2) . ?
C15 H7 0.9300 . ?
C16 H6 0.9300 . ?

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
N1 Cu1 N4 125.4(4) . . ?
N1 Cu1 N2 118.1(4) . . ?
N4 Cu1 N2 95.9(4) . . ?
N1 Cu1 S1 102.1(3) . . ?
N4 Cu1 S1 106.5(3) . . ?
N2 Cu1 S1 107.8(3) . . ?
C1 S1 Cu1 96.1(4) 2_675 . ?
O1 P1 C7 114.3(5) . . ?
O1 P1 C6 112.6(5) . . ?
C7 P1 C6 106.7(5) . . ?
O1 P1 C12 112.2(5) . . ?
C7 P1 C12 105.5(5) . . ?
C6 P1 C12 104.9(5) . . ?
C1 N1 Cu1 161.9(9) . . ?
C2 N2 C6 118.2(10) . . ?
C2 N2 Cu1 121.6(8) . . ?
C6 N2 Cu1 120.2(7) . . ?
C11 N3 C7 116.4(10) . . ?
C13 N4 C12 118.2(10) . . ?
C13 N4 Cu1 121.1(8) . . ?
C12 N4 Cu1 119.5(7) . . ?
N1 C1 S1 178.3(11) . 2_675 ?
N2 C2 C3 123.3(11) . . ?
N2 C2 H12 118.3 . . ?
C3 C2 H12 118.3 . . ?
C4 C3 C2 118.1(12) . . ?
C4 C3 H11 121.0 . . ?
C2 C3 H11 121.0 . . ?
C3 C4 C5 121.7(12) . . ?
C3 C4 H1 119.2 . . ?
C5 C4 H1 119.2 . . ?
C6 C5 C4 113.9(11) . . ?
C6 C5 H10 123.1 . . ?
C4 C5 H10 123.1 . . ?
N2 C6 C5 124.8(10) . . ?
N2 C6 P1 118.9(8) . . ?
C5 C6 P1 116.3(8) . . ?
N3 C7 C8 123.5(10) . . ?
N3 C7 P1 114.8(7) . . ?
C8 C7 P1 121.4(8) . . ?
C9 C8 C7 118.4(11) . . ?
C9 C8 H2 120.8 . . ?
C7 C8 H2 120.8 . . ?
C10 C9 C8 118.5(11) . . ?
C10 C9 H3 120.7 . . ?
C8 C9 H3 120.7 . . ?
C9 C10 C11 119.2(11) . . ?
C9 C10 H4 120.4 . . ?
C11 C10 H4 120.4 . . ?
N3 C11 C10 123.8(11) . . ?
N3 C11 H5 118.1 . . ?
C10 C11 H5 118.1 . . ?
N4 C12 C16 122.9(11) . . ?
N4 C12 P1 118.5(7) . . ?
C16 C12 P1 118.6(9) . . ?
N4 C13 C14 122.6(12) . . ?
N4 C13 H9 118.7 . . ?
C14 C13 H9 118.7 . . ?
C15 C14 C13 118.9(12) . . ?
C15 C14 H8 120.5 . . ?
C13 C14 H8 120.5 . . ?
C14 C15 C16 119.6(11) . . ?
C14 C15 H7 120.2 . . ?
C16 C15 H7 120.2 . . ?
C12 C16 C15 117.7(11) . . ?
C12 C16 H6 121.1 . . ?
C15 C16 H6 121.1 . . ?

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
C6 N2 C2 C3 -1(2) . . . . ?
Cu1 N2 C2 C3 -178.5(12) . . . . ?
N2 C2 C3 C4 -2(3) . . . . ?
C2 C3 C4 C5 3(3) . . . . ?
C3 C4 C5 C6 -1(2) . . . . ?
C2 N2 C6 C5 2.6(18) . . . . ?
Cu1 N2 C6 C5 -179.4(9) . . . . ?
C2 N2 C6 P1 -176.2(9) . . . . ?
Cu1 N2 C6 P1 1.8(12) . . . . ?
C4 C5 C6 N2 -1.6(19) . . . . ?
C4 C5 C6 P1 177.2(11) . . . . ?
O1 P1 C6 N2 173.2(9) . . . . ?
C7 P1 C6 N2 -60.7(10) . . . . ?
C12 P1 C6 N2 51.0(10) . . . . ?
O1 P1 C6 C5 -5.7(11) . . . . ?
C7 P1 C6 C5 120.4(9) . . . . ?
C12 P1 C6 C5 -127.9(9) . . . . ?
C11 N3 C7 C8 -5.2(17) . . . . ?
C11 N3 C7 P1 -179.4(10) . . . . ?
O1 P1 C7 N3 90.2(9) . . . . ?
C6 P1 C7 N3 -34.9(9) . . . . ?
C12 P1 C7 N3 -146.1(8) . . . . ?
O1 P1 C7 C8 -84.1(10) . . . . ?
C6 P1 C7 C8 150.8(9) . . . . ?
C12 P1 C7 C8 39.5(10) . . . . ?
N3 C7 C8 C9 3.3(17) . . . . ?
P1 C7 C8 C9 177.1(9) . . . . ?
C7 C8 C9 C10 -0.8(19) . . . . ?
C8 C9 C10 C11 1(2) . . . . ?
C7 N3 C11 C10 5(2) . . . . ?
C9 C10 C11 N3 -3(2) . . . . ?
C13 N4 C12 C16 1.0(16) . . . . ?
Cu1 N4 C12 C16 -166.7(8) . . . . ?
C13 N4 C12 P1 179.6(9) . . . . ?
Cu1 N4 C12 P1 11.9(11) . . . . ?
O1 P1 C12 N4 178.0(8) . . . . ?
C7 P1 C12 N4 53.0(9) . . . . ?
C6 P1 C12 N4 -59.5(9) . . . . ?
O1 P1 C12 C16 -3.4(10) . . . . ?
C7 P1 C12 C16 -128.4(9) . . . . ?
C6 P1 C12 C16 119.2(9) . . . . ?
C12 N4 C13 C14 -0.8(18) . . . . ?
Cu1 N4 C13 C14 166.8(10) . . . . ?
N4 C13 C14 C15 0(2) . . . . ?
C13 C14 C15 C16 1(2) . . . . ?
N4 C12 C16 C15 -0.3(17) . . . . ?
P1 C12 C16 C15 -178.9(9) . . . . ?
C14 C15 C16 C12 -0.7(19) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C16 H6 O1 0.93 2.46 3.171(14) 133.2 2_566
C11 H5 S1 0.93 2.87 3.516(13) 128.1 1_465
C3 H11 O1 0.93 2.50 3.256(16) 138.4 1_655
C16 H6 O1 0.93 2.46 3.171(14) 133.2 2_566
C11 H5 S1 0.93 2.87 3.516(13) 128.1 1_465
C3 H11 O1 0.93 2.50 3.256(16) 138.4 1_655
C16 H6 O1 0.93 2.46 3.171(14) 133.2 2_566
C11 H5 S1 0.93 2.87 3.516(13) 128.1 1_465
C3 H11 O1 0.93 2.50 3.256(16) 138.4 1_655
C16 H6 O1 0.93 2.46 3.171(14) 133.2 2_566
C11 H5 S1 0.93 2.87 3.516(13) 128.1 1_465
C3 H11 O1 0.93 2.50 3.256(16) 138.4 1_655
C16 H6 O1 0.93 2.46 3.171(14) 133.2 2_566
C11 H5 S1 0.93 2.87 3.516(13) 128.1 1_465
C3 H11 O1 0.93 2.50 3.256(16) 138.4 1_655
C3 H11 O1 0.93 2.50 3.256(16) 138.4 1_655
C11 H5 S1 0.93 2.87 3.516(13) 128.1 1_465
C16 H6 O1 0.93 2.46 3.171(14) 133.2 2_566
C3 H11 O1 0.93 2.50 3.256(16) 138.4 1_655
C11 H5 S1 0.93 2.87 3.516(13) 128.1 1_465
C16 H6 O1 0.93 2.46 3.171(14) 133.2 2_566
C3 H11 O1 0.93 2.50 3.256(16) 138.4 1_655
C11 H5 S1 0.93 2.87 3.516(13) 128.1 1_465
C16 H6 O1 0.93 2.46 3.171(14) 133.2 2_566

_refine_diff_density_max         2.450
_refine_diff_density_min         -0.736
_refine_diff_density_rms         0.213

_shelxl_version_number           2013-4


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2Cl2/hexane'
####################################################################### 
# 
# 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_complex_3
_database_code_depnum_ccdc_archive 'CCDC 1412729'
_audit_update_record             
;
2015-07-14 deposited with the CCDC.
2016-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'copper(I) thiocyanate complex of  tris(2pyridyl)phosphine oxide'
_chemical_name_common            ?
_chemical_melting_point          473.15
_chemical_formula_moiety         
'C32 H24 Cu2 N8 O2 P2 S2, 2(C16 H12 Cu N4 O P S)'
_chemical_formula_sum            'C64 H48 Cu4 N16 O4 P4 S4'
_chemical_formula_weight         1611.46

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'
P P 0.1023 0.0942 '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      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/c'
_space_group_name_Hall           '-P 2yc'

_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, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   25.1513(11)
_cell_length_b                   8.2531(4)
_cell_length_c                   33.3853(15)
_cell_angle_alpha                90
_cell_angle_beta                 109.3330(10)
_cell_angle_gamma                90
_cell_volume                     6539.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      29.87

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.637
_exptl_crystal_F_000             3264
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.649
_exptl_crystal_size_mid          0.179
_exptl_crystal_size_min          0.066
_exptl_absorpt_coefficient_mu    1.572
_shelx_estimated_absorpt_T_min   0.429
_shelx_estimated_absorpt_T_max   0.903
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5974
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_process_details   multi-scan

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            127884
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_av_R_equivalents  0.0665
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         2.440
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             14274
_reflns_number_gt                11661
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0282P)²+9.4835P] 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_number_reflns         14274
_refine_ls_number_parameters     865
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0548
_refine_ls_R_factor_gt           0.0375
_refine_ls_wR_factor_ref         0.0806
_refine_ls_wR_factor_gt          0.0751
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.002
_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 0.40009(2) 1.07042(4) 0.46396(2) 0.01392(8) Uani 1 1 d . . . . .
Cu2 Cu 0.10549(2) 0.48119(4) 0.55213(2) 0.01485(8) Uani 1 1 d . . . . .
Cu3 Cu 0.84446(2) 0.40050(4) 0.24902(2) 0.01169(8) Uani 1 1 d . . . . .
Cu4 Cu 0.65623(2) 0.14045(4) 0.23842(2) 0.01241(8) Uani 1 1 d . . . . .
S1 S 0.53850(3) 1.31736(9) 0.41850(2) 0.02055(16) Uani 1 1 d . . . . .
S2 S -0.02678(3) 0.83613(10) 0.57131(3) 0.02760(18) Uani 1 1 d . . . . .
S3 S 0.64703(3) 0.37154(8) 0.19364(2) 0.01476(14) Uani 1 1 d . . . . .
S4 S 0.85310(3) 0.17175(8) 0.29421(2) 0.01478(14) Uani 1 1 d . . . . .
P1 P 0.30689(3) 0.88601(8) 0.48891(2) 0.01074(14) Uani 1 1 d . . . . .
P2 P 0.20212(3) 0.40247(8) 0.51427(2) 0.01121(14) Uani 1 1 d . . . . .
P3 P 0.89843(3) 0.69973(8) 0.21148(2) 0.00836(13) Uani 1 1 d . . . . .
P4 P 0.60266(3) -0.15358(8) 0.27798(2) 0.00928(13) Uani 1 1 d . . . . .
O1 O 0.26297(7) 0.8000(2) 0.50095(6) 0.0156(4) Uani 1 1 d . . . . .
O2 O 0.24733(7) 0.3563(2) 0.49708(6) 0.0174(4) Uani 1 1 d . . . . .
O3 O 0.92883(7) 0.8289(2) 0.19687(6) 0.0135(4) Uani 1 1 d . . . . .
O4 O 0.57223(7) -0.2797(2) 0.29354(6) 0.0152(4) Uani 1 1 d . . . . .
N1 N 0.45616(9) 1.1573(3) 0.44302(7) 0.0146(5) Uani 1 1 d . . . . .
N2 N 0.38440(9) 1.1265(3) 0.51931(7) 0.0126(5) Uani 1 1 d . . . . .
N3 N 0.40250(9) 0.8237(3) 0.47262(7) 0.0117(5) Uani 1 1 d . . . . .
N4 N 0.31505(9) 1.0878(3) 0.42677(7) 0.0142(5) Uani 1 1 d . . . . .
N5 N 0.10442(9) 0.5686(3) 0.49258(7) 0.0138(5) Uani 1 1 d . . . . .
N6 N 0.12394(9) 0.2492(3) 0.54278(7) 0.0129(5) Uani 1 1 d . . . . .
N7 N 0.18966(9) 0.5561(3) 0.58259(7) 0.0130(5) Uani 1 1 d . . . . .
N8 N 0.05006(9) 0.5937(3) 0.56903(7) 0.0175(5) Uani 1 1 d . . . . .
N9 N 0.89223(8) 0.5825(3) 0.28607(7) 0.0108(4) Uani 1 1 d . . . . .
N10 N 0.89687(8) 0.3692(2) 0.21390(6) 0.0093(4) Uani 1 1 d . . . . .
N11 N 0.80252(9) 0.6271(3) 0.15015(7) 0.0129(5) Uani 1 1 d . . . . .
N12 N 0.76404(9) 0.4271(3) 0.22148(7) 0.0132(5) Uani 1 1 d . . . . .
N13 N 0.73657(9) 0.1083(3) 0.26452(7) 0.0142(5) Uani 1 1 d . . . . .
N14 N 0.60756(8) 0.1770(2) 0.27653(7) 0.0095(4) Uani 1 1 d . . . . .
N15 N 0.60479(8) -0.0372(3) 0.20239(7) 0.0122(5) Uani 1 1 d . . . . .
N16 N 0.70225(9) -0.0886(3) 0.33653(7) 0.0128(5) Uani 1 1 d . . . . .
C1 C 0.49045(11) 1.2213(3) 0.43248(8) 0.0137(6) Uani 1 1 d . . . . .
C2 C 0.34696(10) 1.0296(3) 0.52888(8) 0.0113(5) Uani 1 1 d . . . . .
C3 C 0.35720(11) 0.7515(3) 0.47799(8) 0.0113(5) Uani 1 1 d . . . . .
C4 C 0.44136(11) 0.7280(3) 0.46569(8) 0.0142(6) Uani 1 1 d . . . . .
H4 H 0.4742 0.7750 0.4641 0.017 Uiso 1 1 calc R U . . .
C5 C 0.43490(12) 0.5628(3) 0.46082(9) 0.0184(6) Uani 1 1 d . . . . .
H3 H 0.4621 0.5003 0.4548 0.022 Uiso 1 1 calc R U . . .
C6 C 0.38707(11) 0.4910(3) 0.46502(8) 0.0173(6) Uani 1 1 d . . . . .
H2 H 0.3814 0.3799 0.4611 0.021 Uiso 1 1 calc R U . . .
C7 C 0.34793(11) 0.5861(3) 0.47505(8) 0.0137(6) Uani 1 1 d . . . . .
H1 H 0.3166 0.5406 0.4796 0.016 Uiso 1 1 calc R U . . .
C8 C 0.27823(11) 1.0065(3) 0.44111(8) 0.0116(5) Uani 1 1 d . . . . .
C9 C 0.29329(12) 1.1781(3) 0.39159(8) 0.0167(6) Uani 1 1 d . . . . .
H5 H 0.3179 1.2348 0.3812 0.020 Uiso 1 1 calc R U . . .
C10 C 0.23593(13) 1.1906(4) 0.37014(9) 0.0247(7) Uani 1 1 d . . . . .
H6 H 0.2224 1.2548 0.3460 0.030 Uiso 1 1 calc R U . . .
C11 C 0.19906(13) 1.1059(4) 0.38529(10) 0.0278(7) Uani 1 1 d . . . . .
H8 H 0.1604 1.1123 0.3715 0.033 Uiso 1 1 calc R U . . .
C12 C 0.22067(11) 1.0116(4) 0.42123(9) 0.0189(6) Uani 1 1 d . . . . .
H7 H 0.1968 0.9526 0.4318 0.023 Uiso 1 1 calc R U . . .
C13 C 0.33600(11) 1.0398(3) 0.56686(8) 0.0158(6) Uani 1 1 d . . . . .
H12 H 0.3107 0.9693 0.5727 0.019 Uiso 1 1 calc R U . . .
C14 C 0.36364(11) 1.1575(4) 0.59598(9) 0.0204(6) Uani 1 1 d . . . . .
H11 H 0.3572 1.1674 0.6217 0.024 Uiso 1 1 calc R U . . .
C15 C 0.40075(11) 1.2593(4) 0.58610(9) 0.0194(6) Uani 1 1 d . . . . .
H10 H 0.4192 1.3405 0.6049 0.023 Uiso 1 1 calc R U . . .
C16 C 0.41026(11) 1.2395(3) 0.54806(9) 0.0157(6) Uani 1 1 d . . . . .
H9 H 0.4359 1.3080 0.5420 0.019 Uiso 1 1 calc R U . . .
C17 C 0.06540(11) 0.6697(3) 0.46822(9) 0.0175(6) Uani 1 1 d . . . . .
H24 H 0.0350 0.6978 0.4768 0.021 Uiso 1 1 calc R U . . .
C18 C 0.06851(12) 0.7338(3) 0.43098(9) 0.0222(7) Uani 1 1 d . . . . .
H23 H 0.0415 0.8077 0.4156 0.027 Uiso 1 1 calc R U . . .
C19 C 0.11186(12) 0.6880(4) 0.41653(9) 0.0219(7) Uani 1 1 d . . . . .
H22 H 0.1138 0.7278 0.3910 0.026 Uiso 1 1 calc R U . . .
C20 C 0.15237(11) 0.5816(3) 0.44088(8) 0.0176(6) Uani 1 1 d . . . . .
H21 H 0.1820 0.5476 0.4321 0.021 Uiso 1 1 calc R U . . .
C21 C 0.14739(11) 0.5276(3) 0.47874(8) 0.0124(5) Uani 1 1 d . . . . .
C22 C 0.16632(10) 0.2274(3) 0.52670(8) 0.0114(5) Uani 1 1 d . . . . .
C23 C 0.09932(12) 0.1150(3) 0.55100(9) 0.0171(6) Uani 1 1 d . . . . .
H16 H 0.0692 0.1266 0.5611 0.021 Uiso 1 1 calc R U . . .
C24 C 0.11653(12) -0.0401(3) 0.54517(9) 0.0191(6) Uani 1 1 d . . . . .
H13 H 0.0987 -0.1298 0.5518 0.023 Uiso 1 1 calc R U . . .
C25 C 0.16027(12) -0.0602(3) 0.52946(9) 0.0187(6) Uani 1 1 d . . . . .
H14 H 0.1728 -0.1631 0.5255 0.022 Uiso 1 1 calc R U . . .
C26 C 0.18510(11) 0.0770(3) 0.51964(8) 0.0147(6) Uani 1 1 d . . . . .
H15 H 0.2142 0.0676 0.5084 0.018 Uiso 1 1 calc R U . . .
C27 C 0.22763(11) 0.5163(3) 0.56340(8) 0.0119(5) Uani 1 1 d . . . . .
C28 C 0.20849(12) 0.6418(3) 0.61888(9) 0.0172(6) Uani 1 1 d . . . . .
H20 H 0.1830 0.6709 0.6324 0.021 Uiso 1 1 calc R U . . .
C29 C 0.26411(12) 0.6885(3) 0.63688(9) 0.0209(6) Uani 1 1 d . . . . .
H19 H 0.2756 0.7465 0.6622 0.025 Uiso 1 1 calc R U . . .
C30 C 0.30248(12) 0.6481(4) 0.61693(9) 0.0224(7) Uani 1 1 d . . . . .
H18 H 0.3400 0.6796 0.6283 0.027 Uiso 1 1 calc R U . . .
C31 C 0.28387(11) 0.5596(3) 0.57954(9) 0.0174(6) Uani 1 1 d . . . . .
H17 H 0.3088 0.5298 0.5656 0.021 Uiso 1 1 calc R U . . .
C32 C 0.01810(11) 0.6932(3) 0.57026(8) 0.0162(6) Uani 1 1 d . . . . .
C33 C 0.90538(10) 0.5827(3) 0.32830(8) 0.0115(5) Uani 1 1 d . . . . .
H25 H 0.8940 0.4956 0.3412 0.014 Uiso 1 1 calc R U . . .
C34 C 0.93534(10) 0.7072(3) 0.35368(8) 0.0143(6) Uani 1 1 d . . . . .
H36 H 0.9439 0.7027 0.3830 0.017 Uiso 1 1 calc R U . . .
C35 C 0.95243(11) 0.8379(3) 0.33530(8) 0.0150(6) Uani 1 1 d . . . . .
H26 H 0.9710 0.9251 0.3517 0.018 Uiso 1 1 calc R U . . .
C36 C 0.94125(10) 0.8360(3) 0.29162(8) 0.0110(5) Uani 1 1 d . . . . .
H27 H 0.9535 0.9201 0.2783 0.013 Uiso 1 1 calc R U . . .
C37 C 0.91170(10) 0.7074(3) 0.26841(8) 0.0089(5) Uani 1 1 d . . . . .
C38 C 0.92020(10) 0.4984(3) 0.20128(8) 0.0089(5) Uani 1 1 d . . . . .
C39 C 0.91426(10) 0.2220(3) 0.20649(8) 0.0122(5) Uani 1 1 d . . . . .
H31 H 0.8989 0.1316 0.2152 0.015 Uiso 1 1 calc R U . . .
C40 C 0.95394(10) 0.1977(3) 0.18654(8) 0.0138(6) Uani 1 1 d . . . . .
H28 H 0.9644 0.0934 0.1816 0.017 Uiso 1 1 calc R U . . .
C41 C 0.97778(11) 0.3309(3) 0.17403(9) 0.0159(6) Uani 1 1 d . . . . .
H29 H 1.0047 0.3181 0.1607 0.019 Uiso 1 1 calc R U . . .
C42 C 0.96058(10) 0.4847(3) 0.18177(8) 0.0124(5) Uani 1 1 d . . . . .
H30 H 0.9760 0.5768 0.1739 0.015 Uiso 1 1 calc R U . . .
C43 C 0.82288(10) 0.7102(3) 0.18672(8) 0.0103(5) Uani 1 1 d . . . . .
C44 C 0.74735(11) 0.6415(3) 0.12953(9) 0.0188(6) Uani 1 1 d . . . . .
H35 H 0.7320 0.5833 0.1045 0.023 Uiso 1 1 calc R U . . .
C45 C 0.71162(11) 0.7378(4) 0.14311(9) 0.0198(6) Uani 1 1 d . . . . .
H34 H 0.6734 0.7432 0.1276 0.024 Uiso 1 1 calc R U . . .
C46 C 0.73350(11) 0.8252(3) 0.17994(9) 0.0195(6) Uani 1 1 d . . . . .
H33 H 0.7105 0.8924 0.1895 0.023 Uiso 1 1 calc R U . . .
C47 C 0.79047(11) 0.8112(3) 0.20261(9) 0.0140(6) Uani 1 1 d . . . . .
H32 H 0.8066 0.8680 0.2278 0.017 Uiso 1 1 calc R U . . .
C48 C 0.71600(11) 0.4049(3) 0.20992(8) 0.0118(5) Uani 1 1 d . . . . .
C49 C 0.78452(11) 0.1328(3) 0.27705(8) 0.0109(5) Uani 1 1 d . . . . .
C50 C 0.58318(10) 0.0495(3) 0.28885(8) 0.0085(5) Uani 1 1 d . . . . .
C51 C 0.58659(10) -0.1621(3) 0.22082(8) 0.0117(5) Uani 1 1 d . . . . .
C52 C 0.58889(11) -0.0365(4) 0.15984(9) 0.0174(6) Uani 1 1 d . . . . .
H37 H 0.5995 0.0504 0.1464 0.021 Uiso 1 1 calc R U . . .
C53 C 0.55741(11) -0.1599(4) 0.13523(9) 0.0224(7) Uani 1 1 d . . . . .
H38 H 0.5468 -0.1546 0.1058 0.027 Uiso 1 1 calc R U . . .
C54 C 0.54187(11) -0.2906(4) 0.15439(9) 0.0220(7) Uani 1 1 d . . . . .
H39 H 0.5225 -0.3774 0.1383 0.026 Uiso 1 1 calc R U . . .
C55 C 0.55561(10) -0.2905(3) 0.19825(9) 0.0156(6) Uani 1 1 d . . . . .
H40 H 0.5442 -0.3746 0.2121 0.019 Uiso 1 1 calc R U . . .
C56 C 0.67848(10) -0.1720(3) 0.30045(8) 0.0094(5) Uani 1 1 d . . . . .
C57 C 0.75696(11) -0.1146(3) 0.35631(9) 0.0173(6) Uani 1 1 d . . . . .
H41 H 0.7746 -0.0576 0.3812 0.021 Uiso 1 1 calc R U . . .
C58 C 0.78900(11) -0.2216(4) 0.34190(9) 0.0189(6) Uani 1 1 d . . . . .
H44 H 0.8271 -0.2361 0.3570 0.023 Uiso 1 1 calc R U . . .
C59 C 0.76380(11) -0.3063(3) 0.30495(9) 0.0192(6) Uani 1 1 d . . . . .
H43 H 0.7844 -0.3789 0.2946 0.023 Uiso 1 1 calc R U . . .
C60 C 0.70722(11) -0.2810(3) 0.28357(8) 0.0140(6) Uani 1 1 d . . . . .
H42 H 0.6888 -0.3357 0.2584 0.017 Uiso 1 1 calc R U . . .
C61 C 0.54244(10) 0.0654(3) 0.30809(8) 0.0112(5) Uani 1 1 d . . . . .
H48 H 0.5271 -0.0255 0.3165 0.013 Uiso 1 1 calc R U . . .
C62 C 0.52500(11) 0.2203(3) 0.31450(8) 0.0146(6) Uani 1 1 d . . . . .
H45 H 0.4969 0.2352 0.3266 0.017 Uiso 1 1 calc R U . . .
C63 C 0.55037(11) 0.3516(3) 0.30257(8) 0.0142(6) Uani 1 1 d . . . . .
H46 H 0.5403 0.4566 0.3073 0.017 Uiso 1 1 calc R U . . .
C64 C 0.59087(10) 0.3253(3) 0.28354(8) 0.0118(5) Uani 1 1 d . . . . .
H47 H 0.6072 0.4146 0.2753 0.014 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 N1 1.909(2) . ?
Cu1 N3 2.055(2) . ?
Cu1 N2 2.066(2) . ?
Cu1 N4 2.093(2) . ?
Cu2 N8 1.909(2) . ?
Cu2 N6 2.019(2) . ?
Cu2 N5 2.106(2) . ?
Cu2 N7 2.115(2) . ?
Cu3 N12 1.937(2) . ?
Cu3 N10 2.050(2) . ?
Cu3 N9 2.061(2) . ?
Cu3 S4 2.3813(7) . ?
Cu4 N13 1.936(2) . ?
Cu4 N14 2.059(2) . ?
Cu4 N15 2.059(2) . ?
Cu4 S3 2.3868(8) . ?
S1 C1 1.637(3) . ?
S2 C32 1.641(3) . ?
S3 C48 1.660(3) . ?
S4 C49 1.659(3) . ?
P1 O1 1.4766(19) . ?
P1 C3 1.809(3) . ?
P1 C8 1.815(3) . ?
P1 C2 1.820(3) . ?
P2 O2 1.4834(19) . ?
P2 C21 1.813(3) . ?
P2 C27 1.813(3) . ?
P2 C22 1.821(3) . ?
P3 O3 1.4850(18) . ?
P3 C43 1.806(2) . ?
P3 C38 1.817(3) . ?
P3 C37 1.819(3) . ?
P4 O4 1.4840(19) . ?
P4 C56 1.810(2) . ?
P4 C50 1.816(3) . ?
P4 C51 1.817(3) . ?
N1 C1 1.161(3) . ?
N2 C16 1.342(3) . ?
N2 C2 1.352(3) . ?
N3 C4 1.335(3) . ?
N3 C3 1.349(3) . ?
N4 C9 1.345(3) . ?
N4 C8 1.353(3) . ?
N5 C17 1.339(3) . ?
N5 C21 1.351(3) . ?
N6 C23 1.341(3) . ?
N6 C22 1.355(3) . ?
N7 C28 1.346(3) . ?
N7 C27 1.355(3) . ?
N8 C32 1.159(3) . ?
N9 C33 1.337(3) . ?
N9 C37 1.357(3) . ?
N10 C39 1.341(3) . ?
N10 C38 1.350(3) . ?
N11 C44 1.335(3) . ?
N11 C43 1.345(3) . ?
N12 C48 1.155(3) . ?
N13 C49 1.156(3) . ?
N14 C64 1.340(3) . ?
N14 C50 1.349(3) . ?
N15 C52 1.342(3) . ?
N15 C51 1.355(3) . ?
N16 C57 1.332(3) . ?
N16 C56 1.344(3) . ?
C2 C13 1.386(4) . ?
C3 C7 1.383(4) . ?
C4 C5 1.376(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.389(4) . ?
C5 H3 0.9300 . ?
C6 C7 1.384(4) . ?
C6 H2 0.9300 . ?
C7 H1 0.9300 . ?
C8 C12 1.379(4) . ?
C9 C10 1.386(4) . ?
C9 H5 0.9300 . ?
C10 C11 1.384(4) . ?
C10 H6 0.9300 . ?
C11 C12 1.381(4) . ?
C11 H8 0.9300 . ?
C12 H7 0.9300 . ?
C13 C14 1.387(4) . ?
C13 H12 0.9300 . ?
C14 C15 1.374(4) . ?
C14 H11 0.9300 . ?
C15 C16 1.378(4) . ?
C15 H10 0.9300 . ?
C16 H9 0.9300 . ?
C17 C18 1.377(4) . ?
C17 H24 0.9300 . ?
C18 C19 1.383(4) . ?
C18 H23 0.9300 . ?
C19 C20 1.386(4) . ?
C19 H22 0.9300 . ?
C20 C21 1.385(4) . ?
C20 H21 0.9300 . ?
C22 C26 1.377(4) . ?
C23 C24 1.385(4) . ?
C23 H16 0.9300 . ?
C24 C25 1.377(4) . ?
C24 H13 0.9300 . ?
C25 C26 1.384(4) . ?
C25 H14 0.9300 . ?
C26 H15 0.9300 . ?
C27 C31 1.383(4) . ?
C28 C29 1.382(4) . ?
C28 H20 0.9300 . ?
C29 C30 1.382(4) . ?
C29 H19 0.9300 . ?
C30 C31 1.387(4) . ?
C30 H18 0.9300 . ?
C31 H17 0.9300 . ?
C33 C34 1.385(4) . ?
C33 H25 0.9300 . ?
C34 C35 1.378(4) . ?
C34 H36 0.9300 . ?
C35 C36 1.391(4) . ?
C35 H26 0.9300 . ?
C36 C37 1.378(3) . ?
C36 H27 0.9300 . ?
C38 C42 1.381(3) . ?
C39 C40 1.386(4) . ?
C39 H31 0.9300 . ?
C40 C41 1.381(4) . ?
C40 H28 0.9300 . ?
C41 C42 1.393(4) . ?
C41 H29 0.9300 . ?
C42 H30 0.9300 . ?
C43 C47 1.388(4) . ?
C44 C45 1.384(4) . ?
C44 H35 0.9300 . ?
C45 C46 1.374(4) . ?
C45 H34 0.9300 . ?
C46 C47 1.386(4) . ?
C46 H33 0.9300 . ?
C47 H32 0.9300 . ?
C50 C61 1.384(3) . ?
C51 C55 1.382(4) . ?
C52 C53 1.381(4) . ?
C52 H37 0.9300 . ?
C53 C54 1.375(4) . ?
C53 H38 0.9300 . ?
C54 C55 1.389(4) . ?
C54 H39 0.9300 . ?
C55 H40 0.9300 . ?
C56 C60 1.385(4) . ?
C57 C58 1.385(4) . ?
C57 H41 0.9300 . ?
C58 C59 1.376(4) . ?
C58 H44 0.9300 . ?
C59 C60 1.380(4) . ?
C59 H43 0.9300 . ?
C60 H42 0.9300 . ?
C61 C62 1.391(4) . ?
C61 H48 0.9300 . ?
C62 C63 1.381(4) . ?
C62 H45 0.9300 . ?
C63 C64 1.384(4) . ?
C63 H46 0.9300 . ?
C64 H47 0.9300 . ?

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
N1 Cu1 N3 115.64(9) . . ?
N1 Cu1 N2 128.79(9) . . ?
N3 Cu1 N2 95.84(9) . . ?
N1 Cu1 N4 119.40(9) . . ?
N3 Cu1 N4 97.36(8) . . ?
N2 Cu1 N4 93.15(8) . . ?
N8 Cu2 N6 137.29(9) . . ?
N8 Cu2 N5 109.27(9) . . ?
N6 Cu2 N5 96.35(9) . . ?
N8 Cu2 N7 115.35(9) . . ?
N6 Cu2 N7 96.14(8) . . ?
N5 Cu2 N7 92.96(8) . . ?
N12 Cu3 N10 120.72(9) . . ?
N12 Cu3 N9 120.80(9) . . ?
N10 Cu3 N9 94.45(8) . . ?
N12 Cu3 S4 104.62(7) . . ?
N10 Cu3 S4 108.75(6) . . ?
N9 Cu3 S4 106.54(6) . . ?
N13 Cu4 N14 119.18(9) . . ?
N13 Cu4 N15 121.71(9) . . ?
N14 Cu4 N15 94.47(8) . . ?
N13 Cu4 S3 105.19(7) . . ?
N14 Cu4 S3 108.41(6) . . ?
N15 Cu4 S3 106.93(6) . . ?
C48 S3 Cu4 93.05(9) . . ?
C49 S4 Cu3 93.92(9) . . ?
O1 P1 C3 113.32(11) . . ?
O1 P1 C8 112.82(11) . . ?
C3 P1 C8 105.07(12) . . ?
O1 P1 C2 113.34(12) . . ?
C3 P1 C2 107.05(12) . . ?
C8 P1 C2 104.48(12) . . ?
O2 P2 C21 113.98(12) . . ?
O2 P2 C27 113.34(12) . . ?
C21 P2 C27 105.16(12) . . ?
O2 P2 C22 112.61(12) . . ?
C21 P2 C22 105.98(12) . . ?
C27 P2 C22 104.98(12) . . ?
O3 P3 C43 113.18(11) . . ?
O3 P3 C38 112.02(11) . . ?
C43 P3 C38 107.13(11) . . ?
O3 P3 C37 112.45(11) . . ?
C43 P3 C37 106.14(11) . . ?
C38 P3 C37 105.38(11) . . ?
O4 P4 C56 113.00(11) . . ?
O4 P4 C50 111.90(11) . . ?
C56 P4 C50 108.17(11) . . ?
O4 P4 C51 112.30(11) . . ?
C56 P4 C51 105.63(11) . . ?
C50 P4 C51 105.35(12) . . ?
C1 N1 Cu1 174.2(2) . . ?
C16 N2 C2 116.9(2) . . ?
C16 N2 Cu1 127.20(18) . . ?
C2 N2 Cu1 115.68(17) . . ?
C4 N3 C3 117.4(2) . . ?
C4 N3 Cu1 123.43(18) . . ?
C3 N3 Cu1 118.00(17) . . ?
C9 N4 C8 117.1(2) . . ?
C9 N4 Cu1 126.62(19) . . ?
C8 N4 Cu1 116.18(17) . . ?
C17 N5 C21 117.2(2) . . ?
C17 N5 Cu2 124.37(19) . . ?
C21 N5 Cu2 118.37(17) . . ?
C23 N6 C22 116.7(2) . . ?
C23 N6 Cu2 127.33(18) . . ?
C22 N6 Cu2 115.98(17) . . ?
C28 N7 C27 117.4(2) . . ?
C28 N7 Cu2 125.74(19) . . ?
C27 N7 Cu2 116.85(17) . . ?
C32 N8 Cu2 159.7(2) . . ?
C33 N9 C37 117.3(2) . . ?
C33 N9 Cu3 121.68(17) . . ?
C37 N9 Cu3 121.03(17) . . ?
C39 N10 C38 117.1(2) . . ?
C39 N10 Cu3 122.01(17) . . ?
C38 N10 Cu3 120.48(17) . . ?
C44 N11 C43 116.2(2) . . ?
C48 N12 Cu3 162.4(2) . . ?
C49 N13 Cu4 161.3(2) . . ?
C64 N14 C50 117.3(2) . . ?
C64 N14 Cu4 121.77(17) . . ?
C50 N14 Cu4 119.84(16) . . ?
C52 N15 C51 117.2(2) . . ?
C52 N15 Cu4 121.62(19) . . ?
C51 N15 Cu4 121.18(17) . . ?
C57 N16 C56 116.3(2) . . ?
N1 C1 S1 177.9(3) . . ?
N2 C2 C13 123.1(2) . . ?
N2 C2 P1 118.16(19) . . ?
C13 C2 P1 118.7(2) . . ?
N3 C3 C7 123.8(2) . . ?
N3 C3 P1 115.69(19) . . ?
C7 C3 P1 120.5(2) . . ?
N3 C4 C5 122.8(3) . . ?
N3 C4 H4 118.6 . . ?
C5 C4 H4 118.6 . . ?
C4 C5 C6 118.9(3) . . ?
C4 C5 H3 120.5 . . ?
C6 C5 H3 120.5 . . ?
C7 C6 C5 119.4(3) . . ?
C7 C6 H2 120.3 . . ?
C5 C6 H2 120.3 . . ?
C3 C7 C6 117.4(2) . . ?
C3 C7 H1 121.3 . . ?
C6 C7 H1 121.3 . . ?
N4 C8 C12 123.2(2) . . ?
N4 C8 P1 117.62(18) . . ?
C12 C8 P1 119.2(2) . . ?
N4 C9 C10 123.0(3) . . ?
N4 C9 H5 118.5 . . ?
C10 C9 H5 118.5 . . ?
C11 C10 C9 118.9(3) . . ?
C11 C10 H6 120.6 . . ?
C9 C10 H6 120.6 . . ?
C12 C11 C10 118.9(3) . . ?
C12 C11 H8 120.5 . . ?
C10 C11 H8 120.5 . . ?
C8 C12 C11 118.9(3) . . ?
C8 C12 H7 120.5 . . ?
C11 C12 H7 120.5 . . ?
C2 C13 C14 118.6(3) . . ?
C2 C13 H12 120.7 . . ?
C14 C13 H12 120.7 . . ?
C15 C14 C13 118.8(3) . . ?
C15 C14 H11 120.6 . . ?
C13 C14 H11 120.6 . . ?
C14 C15 C16 119.2(3) . . ?
C14 C15 H10 120.4 . . ?
C16 C15 H10 120.4 . . ?
N2 C16 C15 123.4(3) . . ?
N2 C16 H9 118.3 . . ?
C15 C16 H9 118.3 . . ?
N5 C17 C18 122.6(3) . . ?
N5 C17 H24 118.7 . . ?
C18 C17 H24 118.7 . . ?
C17 C18 C19 119.8(3) . . ?
C17 C18 H23 120.1 . . ?
C19 C18 H23 120.1 . . ?
C18 C19 C20 118.7(3) . . ?
C18 C19 H22 120.7 . . ?
C20 C19 H22 120.7 . . ?
C21 C20 C19 117.9(3) . . ?
C21 C20 H21 121.0 . . ?
C19 C20 H21 121.0 . . ?
N5 C21 C20 123.8(2) . . ?
N5 C21 P2 116.02(19) . . ?
C20 C21 P2 120.2(2) . . ?
N6 C22 C26 123.1(2) . . ?
N6 C22 P2 119.90(19) . . ?
C26 C22 P2 116.9(2) . . ?
N6 C23 C24 123.2(3) . . ?
N6 C23 H16 118.4 . . ?
C24 C23 H16 118.4 . . ?
C25 C24 C23 119.4(3) . . ?
C25 C24 H13 120.3 . . ?
C23 C24 H13 120.3 . . ?
C24 C25 C26 118.2(3) . . ?
C24 C25 H14 120.9 . . ?
C26 C25 H14 120.9 . . ?
C22 C26 C25 119.3(3) . . ?
C22 C26 H15 120.3 . . ?
C25 C26 H15 120.3 . . ?
N7 C27 C31 122.9(2) . . ?
N7 C27 P2 117.37(19) . . ?
C31 C27 P2 119.7(2) . . ?
N7 C28 C29 122.8(3) . . ?
N7 C28 H20 118.6 . . ?
C29 C28 H20 118.6 . . ?
C28 C29 C30 119.4(3) . . ?
C28 C29 H19 120.3 . . ?
C30 C29 H19 120.3 . . ?
C29 C30 C31 118.6(3) . . ?
C29 C30 H18 120.7 . . ?
C31 C30 H18 120.7 . . ?
C27 C31 C30 118.9(3) . . ?
C27 C31 H17 120.5 . . ?
C30 C31 H17 120.5 . . ?
N8 C32 S2 178.9(3) . . ?
N9 C33 C34 122.7(2) . . ?
N9 C33 H25 118.7 . . ?
C34 C33 H25 118.7 . . ?
C35 C34 C33 119.7(3) . . ?
C35 C34 H36 120.2 . . ?
C33 C34 H36 120.2 . . ?
C34 C35 C36 118.2(2) . . ?
C34 C35 H26 120.9 . . ?
C36 C35 H26 120.9 . . ?
C37 C36 C35 118.9(2) . . ?
C37 C36 H27 120.6 . . ?
C35 C36 H27 120.6 . . ?
N9 C37 C36 123.1(2) . . ?
N9 C37 P3 117.38(18) . . ?
C36 C37 P3 119.5(2) . . ?
N10 C38 C42 123.1(2) . . ?
N10 C38 P3 118.35(18) . . ?
C42 C38 P3 118.52(19) . . ?
N10 C39 C40 123.4(2) . . ?
N10 C39 H31 118.3 . . ?
C40 C39 H31 118.3 . . ?
C41 C40 C39 118.9(2) . . ?
C41 C40 H28 120.5 . . ?
C39 C40 H28 120.5 . . ?
C40 C41 C42 118.5(2) . . ?
C40 C41 H29 120.8 . . ?
C42 C41 H29 120.8 . . ?
C38 C42 C41 118.9(2) . . ?
C38 C42 H30 120.5 . . ?
C41 C42 H30 120.5 . . ?
N11 C43 C47 123.9(2) . . ?
N11 C43 P3 114.70(18) . . ?
C47 C43 P3 121.03(19) . . ?
N11 C44 C45 124.0(3) . . ?
N11 C44 H35 118.0 . . ?
C45 C44 H35 118.0 . . ?
C46 C45 C44 118.9(2) . . ?
C46 C45 H34 120.5 . . ?
C44 C45 H34 120.5 . . ?
C45 C46 C47 118.7(3) . . ?
C45 C46 H33 120.6 . . ?
C47 C46 H33 120.6 . . ?
C46 C47 C43 118.2(2) . . ?
C46 C47 H32 120.9 . . ?
C43 C47 H32 120.9 . . ?
N12 C48 S3 179.4(3) . . ?
N13 C49 S4 178.6(3) . . ?
N14 C50 C61 123.3(2) . . ?
N14 C50 P4 118.62(18) . . ?
C61 C50 P4 118.07(19) . . ?
N15 C51 C55 123.4(2) . . ?
N15 C51 P4 117.16(19) . . ?
C55 C51 P4 119.4(2) . . ?
N15 C52 C53 122.5(3) . . ?
N15 C52 H37 118.7 . . ?
C53 C52 H37 118.7 . . ?
C54 C53 C52 119.8(3) . . ?
C54 C53 H38 120.1 . . ?
C52 C53 H38 120.1 . . ?
C53 C54 C55 118.7(3) . . ?
C53 C54 H39 120.7 . . ?
C55 C54 H39 120.7 . . ?
C51 C55 C54 118.3(3) . . ?
C51 C55 H40 120.8 . . ?
C54 C55 H40 120.8 . . ?
N16 C56 C60 124.1(2) . . ?
N16 C56 P4 115.06(18) . . ?
C60 C56 P4 120.41(19) . . ?
N16 C57 C58 123.7(3) . . ?
N16 C57 H41 118.2 . . ?
C58 C57 H41 118.2 . . ?
C59 C58 C57 119.1(2) . . ?
C59 C58 H44 120.4 . . ?
C57 C58 H44 120.4 . . ?
C58 C59 C60 118.5(3) . . ?
C58 C59 H43 120.8 . . ?
C60 C59 H43 120.8 . . ?
C59 C60 C56 118.4(2) . . ?
C59 C60 H42 120.8 . . ?
C56 C60 H42 120.8 . . ?
C50 C61 C62 118.6(2) . . ?
C50 C61 H48 120.7 . . ?
C62 C61 H48 120.7 . . ?
C63 C62 C61 118.5(2) . . ?
C63 C62 H45 120.7 . . ?
C61 C62 H45 120.7 . . ?
C62 C63 C64 119.3(2) . . ?
C62 C63 H46 120.3 . . ?
C64 C63 H46 120.3 . . ?
N14 C64 C63 123.0(2) . . ?
N14 C64 H47 118.5 . . ?
C63 C64 H47 118.5 . . ?

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
C16 N2 C2 C13 -1.9(4) . . . . ?
Cu1 N2 C2 C13 173.2(2) . . . . ?
C16 N2 C2 P1 175.12(19) . . . . ?
Cu1 N2 C2 P1 -9.8(2) . . . . ?
O1 P1 C2 N2 -173.54(18) . . . . ?
C3 P1 C2 N2 60.8(2) . . . . ?
C8 P1 C2 N2 -50.3(2) . . . . ?
O1 P1 C2 C13 3.7(2) . . . . ?
C3 P1 C2 C13 -122.0(2) . . . . ?
C8 P1 C2 C13 126.9(2) . . . . ?
C4 N3 C3 C7 -2.6(4) . . . . ?
Cu1 N3 C3 C7 165.6(2) . . . . ?
C4 N3 C3 P1 178.17(18) . . . . ?
Cu1 N3 C3 P1 -13.6(2) . . . . ?
O1 P1 C3 N3 -171.15(17) . . . . ?
C8 P1 C3 N3 65.2(2) . . . . ?
C2 P1 C3 N3 -45.5(2) . . . . ?
O1 P1 C3 C7 9.6(3) . . . . ?
C8 P1 C3 C7 -114.0(2) . . . . ?
C2 P1 C3 C7 135.3(2) . . . . ?
C3 N3 C4 C5 4.8(4) . . . . ?
Cu1 N3 C4 C5 -162.7(2) . . . . ?
N3 C4 C5 C6 -2.8(4) . . . . ?
C4 C5 C6 C7 -1.7(4) . . . . ?
N3 C3 C7 C6 -1.6(4) . . . . ?
P1 C3 C7 C6 177.59(19) . . . . ?
C5 C6 C7 C3 3.7(4) . . . . ?
C9 N4 C8 C12 0.6(4) . . . . ?
Cu1 N4 C8 C12 177.1(2) . . . . ?
C9 N4 C8 P1 -179.30(19) . . . . ?
Cu1 N4 C8 P1 -2.8(3) . . . . ?
O1 P1 C8 N4 -178.64(19) . . . . ?
C3 P1 C8 N4 -54.7(2) . . . . ?
C2 P1 C8 N4 57.8(2) . . . . ?
O1 P1 C8 C12 1.4(3) . . . . ?
C3 P1 C8 C12 125.4(2) . . . . ?
C2 P1 C8 C12 -122.1(2) . . . . ?
C8 N4 C9 C10 0.1(4) . . . . ?
Cu1 N4 C9 C10 -176.0(2) . . . . ?
N4 C9 C10 C11 -0.4(5) . . . . ?
C9 C10 C11 C12 -0.1(5) . . . . ?
N4 C8 C12 C11 -1.1(4) . . . . ?
P1 C8 C12 C11 178.9(2) . . . . ?
C10 C11 C12 C8 0.7(5) . . . . ?
N2 C2 C13 C14 1.7(4) . . . . ?
P1 C2 C13 C14 -175.3(2) . . . . ?
C2 C13 C14 C15 0.0(4) . . . . ?
C13 C14 C15 C16 -1.3(4) . . . . ?
C2 N2 C16 C15 0.6(4) . . . . ?
Cu1 N2 C16 C15 -173.9(2) . . . . ?
C14 C15 C16 N2 1.0(4) . . . . ?
C21 N5 C17 C18 -1.4(4) . . . . ?
Cu2 N5 C17 C18 174.9(2) . . . . ?
N5 C17 C18 C19 3.0(4) . . . . ?
C17 C18 C19 C20 -2.0(4) . . . . ?
C18 C19 C20 C21 -0.5(4) . . . . ?
C17 N5 C21 C20 -1.3(4) . . . . ?
Cu2 N5 C21 C20 -177.8(2) . . . . ?
C17 N5 C21 P2 175.66(19) . . . . ?
Cu2 N5 C21 P2 -0.9(3) . . . . ?
C19 C20 C21 N5 2.2(4) . . . . ?
C19 C20 C21 P2 -174.6(2) . . . . ?
O2 P2 C21 N5 178.09(18) . . . . ?
C27 P2 C21 N5 -57.2(2) . . . . ?
C22 P2 C21 N5 53.7(2) . . . . ?
O2 P2 C21 C20 -4.9(3) . . . . ?
C27 P2 C21 C20 119.9(2) . . . . ?
C22 P2 C21 C20 -129.3(2) . . . . ?
C23 N6 C22 C26 -1.4(4) . . . . ?
Cu2 N6 C22 C26 178.1(2) . . . . ?
C23 N6 C22 P2 179.70(19) . . . . ?
Cu2 N6 C22 P2 -0.8(3) . . . . ?
O2 P2 C22 N6 179.90(19) . . . . ?
C21 P2 C22 N6 -54.8(2) . . . . ?
C27 P2 C22 N6 56.1(2) . . . . ?
O2 P2 C22 C26 1.0(2) . . . . ?
C21 P2 C22 C26 126.2(2) . . . . ?
C27 P2 C22 C26 -122.8(2) . . . . ?
C22 N6 C23 C24 2.3(4) . . . . ?
Cu2 N6 C23 C24 -177.2(2) . . . . ?
N6 C23 C24 C25 -1.3(4) . . . . ?
C23 C24 C25 C26 -0.6(4) . . . . ?
N6 C22 C26 C25 -0.4(4) . . . . ?
P2 C22 C26 C25 178.5(2) . . . . ?
C24 C25 C26 C22 1.4(4) . . . . ?
C28 N7 C27 C31 0.1(4) . . . . ?
Cu2 N7 C27 C31 179.1(2) . . . . ?
C28 N7 C27 P2 -179.44(19) . . . . ?
Cu2 N7 C27 P2 -0.5(3) . . . . ?
O2 P2 C27 N7 -176.57(18) . . . . ?
C21 P2 C27 N7 58.3(2) . . . . ?
C22 P2 C27 N7 -53.3(2) . . . . ?
O2 P2 C27 C31 3.9(3) . . . . ?
C21 P2 C27 C31 -121.3(2) . . . . ?
C22 P2 C27 C31 127.2(2) . . . . ?
C27 N7 C28 C29 -0.4(4) . . . . ?
Cu2 N7 C28 C29 -179.3(2) . . . . ?
N7 C28 C29 C30 0.8(4) . . . . ?
C28 C29 C30 C31 -0.9(4) . . . . ?
N7 C27 C31 C30 -0.2(4) . . . . ?
P2 C27 C31 C30 179.3(2) . . . . ?
C29 C30 C31 C27 0.6(4) . . . . ?
C37 N9 C33 C34 3.0(4) . . . . ?
Cu3 N9 C33 C34 -177.10(18) . . . . ?
N9 C33 C34 C35 0.4(4) . . . . ?
C33 C34 C35 C36 -3.2(4) . . . . ?
C34 C35 C36 C37 2.6(4) . . . . ?
C33 N9 C37 C36 -3.6(3) . . . . ?
Cu3 N9 C37 C36 176.51(18) . . . . ?
C33 N9 C37 P3 175.48(17) . . . . ?
Cu3 N9 C37 P3 -4.5(3) . . . . ?
C35 C36 C37 N9 0.8(4) . . . . ?
C35 C36 C37 P3 -178.22(18) . . . . ?
O3 P3 C37 N9 -171.37(17) . . . . ?
C43 P3 C37 N9 64.4(2) . . . . ?
C38 P3 C37 N9 -49.1(2) . . . . ?
O3 P3 C37 C36 7.7(2) . . . . ?
C43 P3 C37 C36 -116.6(2) . . . . ?
C38 P3 C37 C36 130.0(2) . . . . ?
C39 N10 C38 C42 -0.4(4) . . . . ?
Cu3 N10 C38 C42 172.52(19) . . . . ?
C39 N10 C38 P3 -179.12(18) . . . . ?
Cu3 N10 C38 P3 -6.2(3) . . . . ?
O3 P3 C38 N10 178.46(18) . . . . ?
C43 P3 C38 N10 -56.9(2) . . . . ?
C37 P3 C38 N10 55.9(2) . . . . ?
O3 P3 C38 C42 -0.3(2) . . . . ?
C43 P3 C38 C42 124.4(2) . . . . ?
C37 P3 C38 C42 -122.9(2) . . . . ?
C38 N10 C39 C40 -0.6(4) . . . . ?
Cu3 N10 C39 C40 -173.40(19) . . . . ?
N10 C39 C40 C41 1.0(4) . . . . ?
C39 C40 C41 C42 -0.4(4) . . . . ?
N10 C38 C42 C41 0.9(4) . . . . ?
P3 C38 C42 C41 179.6(2) . . . . ?
C40 C41 C42 C38 -0.5(4) . . . . ?
C44 N11 C43 C47 -2.3(4) . . . . ?
C44 N11 C43 P3 -175.46(19) . . . . ?
O3 P3 C43 N11 89.0(2) . . . . ?
C38 P3 C43 N11 -34.9(2) . . . . ?
C37 P3 C43 N11 -147.15(19) . . . . ?
O3 P3 C43 C47 -84.4(2) . . . . ?
C38 P3 C43 C47 151.7(2) . . . . ?
C37 P3 C43 C47 39.4(2) . . . . ?
C43 N11 C44 C45 1.5(4) . . . . ?
N11 C44 C45 C46 0.2(4) . . . . ?
C44 C45 C46 C47 -1.2(4) . . . . ?
C45 C46 C47 C43 0.5(4) . . . . ?
N11 C43 C47 C46 1.3(4) . . . . ?
P3 C43 C47 C46 174.1(2) . . . . ?
C64 N14 C50 C61 0.0(4) . . . . ?
Cu4 N14 C50 C61 -168.50(19) . . . . ?
C64 N14 C50 P4 177.59(18) . . . . ?
Cu4 N14 C50 P4 9.1(3) . . . . ?
O4 P4 C50 N14 179.94(18) . . . . ?
C56 P4 C50 N14 54.8(2) . . . . ?
C51 P4 C50 N14 -57.8(2) . . . . ?
O4 P4 C50 C61 -2.3(2) . . . . ?
C56 P4 C50 C61 -127.4(2) . . . . ?
C51 P4 C50 C61 120.0(2) . . . . ?
C52 N15 C51 C55 3.6(4) . . . . ?
Cu4 N15 C51 C55 -174.95(18) . . . . ?
C52 N15 C51 P4 -174.52(18) . . . . ?
Cu4 N15 C51 P4 6.9(3) . . . . ?
O4 P4 C51 N15 169.71(18) . . . . ?
C56 P4 C51 N15 -66.7(2) . . . . ?
C50 P4 C51 N15 47.7(2) . . . . ?
O4 P4 C51 C55 -8.5(2) . . . . ?
C56 P4 C51 C55 115.1(2) . . . . ?
C50 P4 C51 C55 -130.5(2) . . . . ?
C51 N15 C52 C53 -2.8(4) . . . . ?
Cu4 N15 C52 C53 175.7(2) . . . . ?
N15 C52 C53 C54 -0.8(4) . . . . ?
C52 C53 C54 C55 3.7(4) . . . . ?
N15 C51 C55 C54 -0.8(4) . . . . ?
P4 C51 C55 C54 177.32(19) . . . . ?
C53 C54 C55 C51 -2.9(4) . . . . ?
C57 N16 C56 C60 0.4(4) . . . . ?
C57 N16 C56 P4 172.56(19) . . . . ?
O4 P4 C56 N16 -90.6(2) . . . . ?
C50 P4 C56 N16 33.9(2) . . . . ?
C51 P4 C56 N16 146.29(19) . . . . ?
O4 P4 C56 C60 81.9(2) . . . . ?
C50 P4 C56 C60 -153.6(2) . . . . ?
C51 P4 C56 C60 -41.2(2) . . . . ?
C56 N16 C57 C58 -0.7(4) . . . . ?
N16 C57 C58 C59 0.5(4) . . . . ?
C57 C58 C59 C60 0.0(4) . . . . ?
C58 C59 C60 C56 -0.3(4) . . . . ?
N16 C56 C60 C59 0.1(4) . . . . ?
P4 C56 C60 C59 -171.7(2) . . . . ?
N14 C50 C61 C62 1.0(4) . . . . ?
P4 C50 C61 C62 -176.60(19) . . . . ?
C50 C61 C62 C63 -2.0(4) . . . . ?
C61 C62 C63 C64 1.9(4) . . . . ?
C50 N14 C64 C63 0.0(4) . . . . ?
Cu4 N14 C64 C63 168.22(19) . . . . ?
C62 C63 C64 N14 -1.0(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C63 H46 O4 0.93 2.41 3.124(3) 133.0 1_565
C40 H28 O3 0.93 2.47 3.151(3) 129.7 1_545
C26 H15 O1 0.93 2.58 3.203(3) 125.0 1_545
C18 H23 S2 0.93 3.01 3.695(3) 131.4 3_576
C7 H1 O2 0.93 2.52 3.431(3) 165.8 .
C5 H3 S1 0.93 3.00 3.915(3) 169.2 1_545
C63 H46 O4 0.93 2.41 3.124(3) 133.0 1_565
C40 H28 O3 0.93 2.47 3.151(3) 129.7 1_545
C26 H15 O1 0.93 2.58 3.203(3) 125.0 1_545
C18 H23 S2 0.93 3.01 3.695(3) 131.4 3_576
C7 H1 O2 0.93 2.52 3.431(3) 165.8 .
C5 H3 S1 0.93 3.00 3.915(3) 169.2 1_545
C63 H46 O4 0.93 2.41 3.124(3) 133.0 1_565
C40 H28 O3 0.93 2.47 3.151(3) 129.7 1_545
C18 H23 S2 0.93 3.01 3.695(3) 131.4 3_576
C5 H3 S1 0.93 3.00 3.915(3) 169.2 1_545
C5 H3 S1 0.93 3.00 3.915(3) 169.2 1_545
C7 H1 O2 0.93 2.52 3.431(3) 165.8 .
C18 H23 S2 0.93 3.01 3.695(3) 131.4 3_576
C26 H15 O1 0.93 2.58 3.203(3) 125.0 1_545
C40 H28 O3 0.93 2.47 3.151(3) 129.7 1_545
C63 H46 O4 0.93 2.41 3.124(3) 133.0 1_565
C5 H3 S1 0.93 3.00 3.915(3) 169.2 1_545
C7 H1 O2 0.93 2.52 3.431(3) 165.8 .
C18 H23 S2 0.93 3.01 3.695(3) 131.4 3_576
C26 H15 O1 0.93 2.58 3.203(3) 125.0 1_545
C40 H28 O3 0.93 2.47 3.151(3) 129.7 1_545
C63 H46 O4 0.93 2.41 3.124(3) 133.0 1_565

_refine_diff_density_max         0.851
_refine_diff_density_min         -0.506
_refine_diff_density_rms         0.087

_shelxl_version_number           2013-4


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CHCl3/hexane'
####################################################################### 
# 
# 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_cuscn
_database_code_depnum_ccdc_archive 'CCDC 1437736'
_audit_update_record             
;
2015-11-19 deposited with the CCDC.
2016-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
;
 Complex of copper(II) thiocyanate with tris(2-pyridyl)phosphine oxide
;
_chemical_name_common            ?
_chemical_melting_point          423
_chemical_formula_moiety         'C18 H13 Cl3 Cu N5 O P S2'
_chemical_formula_sum            'C18 H13 Cl3 Cu N5 O P S2'
_chemical_formula_weight         580.31

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'
P P 0.1023 0.0942 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.9247(6)
_cell_length_b                   10.7519(4)
_cell_length_c                   18.7122(7)
_cell_angle_alpha                90
_cell_angle_beta                 97.860(2)
_cell_angle_gamma                90
_cell_volume                     2376.61(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9969
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      27.46

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.622
_exptl_crystal_F_000             1164
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.520
_shelx_estimated_absorpt_T_min   0.581
_shelx_estimated_absorpt_T_max   0.751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6479
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            44040
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.724
_diffrn_reflns_theta_max         27.518
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5451
_reflns_number_gt                4733
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0694P)²+4.3614P] 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_number_reflns         5451
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0505
_refine_ls_wR_factor_ref         0.1474
_refine_ls_wR_factor_gt          0.1383
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.003
_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 0.66450(3) 0.66128(3) 0.08120(2) 0.03584(13) Uani 1 1 d . . . . .
S1 S 0.60391(8) 0.33079(8) -0.08662(5) 0.0476(2) Uani 1 1 d . . . . .
P1 P 0.79842(6) 0.93052(7) 0.07049(4) 0.03320(18) Uani 1 1 d . . . . .
N1 N 0.8551(2) 0.6902(3) 0.08030(16) 0.0401(6) Uani 1 1 d . . . . .
Cl1 Cl 1.14076(15) 0.28181(17) 0.10656(9) 0.0962(5) Uani 1 1 d . . . . .
Cl2 Cl 1.1115(2) 0.0779(2) 0.19851(14) 0.1564(10) Uani 1 1 d . . . . .
S2 S 0.68596(10) 0.33476(9) 0.25058(6) 0.0564(3) Uani 1 1 d . . . . .
Cl3 Cl 0.9943(2) 0.3074(3) 0.21360(15) 0.1556(10) Uani 1 1 d . . . . .
N2 N 0.6714(2) 0.8036(2) 0.15657(13) 0.0343(5) Uani 1 1 d . . . . .
C1 C 0.8980(3) 0.8039(3) 0.07261(17) 0.0368(6) Uani 1 1 d . . . . .
C2 C 1.0099(3) 0.8269(4) 0.0672(3) 0.0586(10) Uani 1 1 d . . . . .
H2A H 1.0360 0.9073 0.0614 0.070 Uiso 1 1 calc R U . . .
C14 C 0.5129(3) 0.8527(4) -0.1083(2) 0.0532(9) Uani 1 1 d . . . . .
H14A H 0.4533 0.8350 -0.1444 0.064 Uiso 1 1 calc R U . . .
C6 C 0.7303(2) 0.9096(3) 0.15041(16) 0.0331(6) Uani 1 1 d . . . . .
C5 C 0.9267(4) 0.5951(4) 0.0840(2) 0.0602(10) Uani 1 1 d . . . . .
H5A H 0.8993 0.5152 0.0896 0.072 Uiso 1 1 calc R U . . .
C11 C 0.6849(2) 0.8985(3) -0.00154(16) 0.0328(6) Uani 1 1 d . . . . .
C12 C 0.6604(3) 0.9852(3) -0.0556(2) 0.0482(8) Uani 1 1 d . . . . .
H3 H 0.7021 1.0583 -0.0553 0.058 Uiso 1 1 calc R U . . .
C13 C 0.5725(4) 0.9613(4) -0.1103(2) 0.0592(10) Uani 1 1 d . . . . .
H2 H 0.5542 1.0180 -0.1476 0.071 Uiso 1 1 calc R U . . .
C15 C 0.5419(3) 0.7693(3) -0.05255(17) 0.0404(7) Uani 1 1 d . . . . .
H1 H 0.5011 0.6957 -0.0519 0.048 Uiso 1 1 calc R U . . .
N3 N 0.6271(2) 0.7913(2) 0.00087(13) 0.0325(5) Uani 1 1 d . . . . .
O1 O 0.8498(2) 1.0545(2) 0.06462(14) 0.0489(6) Uani 1 1 d . . . . .
C7 C 0.7394(3) 1.0030(3) 0.20113(19) 0.0436(7) Uani 1 1 d . . . . .
H8 H 0.7813 1.0742 0.1950 0.052 Uiso 1 1 calc R U . . .
C8 C 0.6852(3) 0.9890(4) 0.26119(19) 0.0512(9) Uani 1 1 d . . . . .
H7 H 0.6904 1.0503 0.2966 0.061 Uiso 1 1 calc R U . . .
C9 C 0.6237(3) 0.8833(4) 0.26774(19) 0.0524(9) Uani 1 1 d . . . . .
H5 H 0.5852 0.8730 0.3073 0.063 Uiso 1 1 calc R U . . .
C10 C 0.6189(3) 0.7912(4) 0.21517(17) 0.0439(7) Uani 1 1 d . . . . .
H6 H 0.5780 0.7190 0.2208 0.053 Uiso 1 1 calc R U . . .
N2C N 0.6495(3) 0.5300(3) 0.00674(18) 0.0507(7) Uani 1 1 d . . . . .
C2C C 0.6313(3) 0.4484(3) -0.03151(17) 0.0363(6) Uani 1 1 d . . . . .
N1C N 0.6717(3) 0.5350(3) 0.15697(18) 0.0540(8) Uani 1 1 d . . . . .
C1C C 0.6778(3) 0.4514(3) 0.19468(18) 0.0394(7) Uani 1 1 d . . . . .
C1S C 1.0442(4) 0.2029(4) 0.1551(3) 0.0730(13) Uani 1 1 d . . . . .
H1SA H 0.9803 0.1729 0.1209 0.088 Uiso 1 1 calc R U . . .
C4 C 1.0403(4) 0.6108(5) 0.0800(3) 0.0783(15) Uani 1 1 d . . . . .
H4A H 1.0884 0.5423 0.0835 0.094 Uiso 1 1 calc R U . . .
C3 C 1.0820(4) 0.7261(5) 0.0708(3) 0.0812(15) Uani 1 1 d . . . . .
H3A H 1.1583 0.7371 0.0669 0.097 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 N1C 1.956(3) . ?
Cu1 N2C 1.974(3) . ?
Cu1 N3 2.056(2) . ?
Cu1 N2 2.075(3) . ?
Cu1 N1 2.296(3) . ?
S1 C2C 1.636(3) . ?
P1 O1 1.478(2) . ?
P1 C1 1.803(3) . ?
P1 C11 1.808(3) . ?
P1 C6 1.811(3) . ?
N1 C5 1.328(5) . ?
N1 C1 1.341(4) . ?
Cl1 C1S 1.777(6) . ?
Cl2 C1S 1.712(5) . ?
S2 C1C 1.627(3) . ?
Cl3 C1S 1.729(6) . ?
N2 C10 1.342(4) . ?
N2 C6 1.352(4) . ?
C1 C2 1.375(5) . ?
C2 C3 1.379(6) . ?
C2 H2A 0.9300 . ?
C14 C13 1.370(6) . ?
C14 C15 1.383(5) . ?
C14 H14A 0.9300 . ?
C6 C7 1.376(4) . ?
C5 C4 1.377(7) . ?
C5 H5A 0.9300 . ?
C11 N3 1.346(4) . ?
C11 C12 1.377(4) . ?
C12 C13 1.386(6) . ?
C12 H3 0.9300 . ?
C13 H2 0.9300 . ?
C15 N3 1.346(4) . ?
C15 H1 0.9300 . ?
C7 C8 1.379(5) . ?
C7 H8 0.9300 . ?
C8 C9 1.367(6) . ?
C8 H7 0.9300 . ?
C9 C10 1.391(5) . ?
C9 H5 0.9300 . ?
C10 H6 0.9300 . ?
N2C C2C 1.134(4) . ?
N1C C1C 1.139(4) . ?
C1S H1SA 0.9800 . ?
C4 C3 1.356(8) . ?
C4 H4A 0.9300 . ?
C3 H3A 0.9300 . ?

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
N1C Cu1 N2C 90.36(14) . . ?
N1C Cu1 N3 170.11(13) . . ?
N2C Cu1 N3 88.88(12) . . ?
N1C Cu1 N2 91.44(12) . . ?
N2C Cu1 N2 176.65(12) . . ?
N3 Cu1 N2 88.86(10) . . ?
N1C Cu1 N1 98.84(13) . . ?
N2C Cu1 N1 94.94(12) . . ?
N3 Cu1 N1 91.05(10) . . ?
N2 Cu1 N1 87.57(10) . . ?
O1 P1 C1 113.83(15) . . ?
O1 P1 C11 113.12(14) . . ?
C1 P1 C11 107.23(14) . . ?
O1 P1 C6 114.27(15) . . ?
C1 P1 C6 104.87(14) . . ?
C11 P1 C6 102.52(13) . . ?
C5 N1 C1 117.1(3) . . ?
C5 N1 Cu1 121.7(3) . . ?
C1 N1 Cu1 121.1(2) . . ?
C10 N2 C6 117.3(3) . . ?
C10 N2 Cu1 120.2(2) . . ?
C6 N2 Cu1 122.5(2) . . ?
N1 C1 C2 124.1(3) . . ?
N1 C1 P1 115.5(2) . . ?
C2 C1 P1 120.4(3) . . ?
C1 C2 C3 117.4(4) . . ?
C1 C2 H2A 121.3 . . ?
C3 C2 H2A 121.3 . . ?
C13 C14 C15 119.7(3) . . ?
C13 C14 H14A 120.2 . . ?
C15 C14 H14A 120.2 . . ?
N2 C6 C7 123.3(3) . . ?
N2 C6 P1 118.2(2) . . ?
C7 C6 P1 118.5(2) . . ?
N1 C5 C4 122.2(4) . . ?
N1 C5 H5A 118.9 . . ?
C4 C5 H5A 118.9 . . ?
N3 C11 C12 123.1(3) . . ?
N3 C11 P1 118.2(2) . . ?
C12 C11 P1 118.7(2) . . ?
C11 C12 C13 118.7(3) . . ?
C11 C12 H3 120.7 . . ?
C13 C12 H3 120.7 . . ?
C14 C13 C12 118.8(3) . . ?
C14 C13 H2 120.6 . . ?
C12 C13 H2 120.6 . . ?
N3 C15 C14 122.2(3) . . ?
N3 C15 H1 118.9 . . ?
C14 C15 H1 118.9 . . ?
C15 N3 C11 117.6(3) . . ?
C15 N3 Cu1 119.3(2) . . ?
C11 N3 Cu1 123.1(2) . . ?
C6 C7 C8 118.8(3) . . ?
C6 C7 H8 120.6 . . ?
C8 C7 H8 120.6 . . ?
C9 C8 C7 118.7(3) . . ?
C9 C8 H7 120.6 . . ?
C7 C8 H7 120.6 . . ?
C8 C9 C10 119.9(3) . . ?
C8 C9 H5 120.0 . . ?
C10 C9 H5 120.0 . . ?
N2 C10 C9 121.9(3) . . ?
N2 C10 H6 119.1 . . ?
C9 C10 H6 119.1 . . ?
C2C N2C Cu1 171.7(3) . . ?
N2C C2C S1 179.5(3) . . ?
C1C N1C Cu1 171.7(3) . . ?
N1C C1C S2 178.2(3) . . ?
Cl2 C1S Cl3 112.9(3) . . ?
Cl2 C1S Cl1 108.8(3) . . ?
Cl3 C1S Cl1 108.4(3) . . ?
Cl2 C1S H1SA 108.9 . . ?
Cl3 C1S H1SA 108.9 . . ?
Cl1 C1S H1SA 108.9 . . ?
C3 C4 C5 120.0(4) . . ?
C3 C4 H4A 120.0 . . ?
C5 C4 H4A 120.0 . . ?
C4 C3 C2 119.2(4) . . ?
C4 C3 H3A 120.4 . . ?
C2 C3 H3A 120.4 . . ?

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
C5 N1 C1 C2 1.1(5) . . . . ?
Cu1 N1 C1 C2 -175.9(3) . . . . ?
C5 N1 C1 P1 -178.2(3) . . . . ?
Cu1 N1 C1 P1 4.7(3) . . . . ?
O1 P1 C1 N1 177.9(2) . . . . ?
C11 P1 C1 N1 -56.2(3) . . . . ?
C6 P1 C1 N1 52.3(3) . . . . ?
O1 P1 C1 C2 -1.5(4) . . . . ?
C11 P1 C1 C2 124.4(3) . . . . ?
C6 P1 C1 C2 -127.1(3) . . . . ?
N1 C1 C2 C3 -0.7(7) . . . . ?
P1 C1 C2 C3 178.7(4) . . . . ?
C10 N2 C6 C7 0.8(4) . . . . ?
Cu1 N2 C6 C7 -177.5(2) . . . . ?
C10 N2 C6 P1 -178.2(2) . . . . ?
Cu1 N2 C6 P1 3.6(3) . . . . ?
O1 P1 C6 N2 173.6(2) . . . . ?
C1 P1 C6 N2 -61.1(3) . . . . ?
C11 P1 C6 N2 50.8(3) . . . . ?
O1 P1 C6 C7 -5.4(3) . . . . ?
C1 P1 C6 C7 119.9(3) . . . . ?
C11 P1 C6 C7 -128.2(3) . . . . ?
C1 N1 C5 C4 -0.3(6) . . . . ?
Cu1 N1 C5 C4 176.7(4) . . . . ?
O1 P1 C11 N3 -175.9(2) . . . . ?
C1 P1 C11 N3 57.8(3) . . . . ?
C6 P1 C11 N3 -52.3(3) . . . . ?
O1 P1 C11 C12 3.2(3) . . . . ?
C1 P1 C11 C12 -123.1(3) . . . . ?
C6 P1 C11 C12 126.7(3) . . . . ?
N3 C11 C12 C13 -0.2(5) . . . . ?
P1 C11 C12 C13 -179.2(3) . . . . ?
C15 C14 C13 C12 -0.4(6) . . . . ?
C11 C12 C13 C14 0.3(6) . . . . ?
C13 C14 C15 N3 0.3(6) . . . . ?
C14 C15 N3 C11 -0.2(5) . . . . ?
C14 C15 N3 Cu1 -179.6(3) . . . . ?
C12 C11 N3 C15 0.1(5) . . . . ?
P1 C11 N3 C15 179.1(2) . . . . ?
C12 C11 N3 Cu1 179.5(3) . . . . ?
P1 C11 N3 Cu1 -1.4(3) . . . . ?
N2 C6 C7 C8 -0.6(5) . . . . ?
P1 C6 C7 C8 178.3(3) . . . . ?
C6 C7 C8 C9 -0.5(5) . . . . ?
C7 C8 C9 C10 1.5(6) . . . . ?
C6 N2 C10 C9 0.2(5) . . . . ?
Cu1 N2 C10 C9 178.5(3) . . . . ?
C8 C9 C10 N2 -1.3(6) . . . . ?
N1 C5 C4 C3 -1.0(8) . . . . ?
C5 C4 C3 C2 1.4(9) . . . . ?
C1 C2 C3 C4 -0.7(8) . . . . ?

_refine_diff_density_max         1.314
_refine_diff_density_min         -0.933
_refine_diff_density_rms         0.087

####################################################################### 
# 
# 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_complex_4_sq
_database_code_depnum_ccdc_archive 'CCDC 1453031'
_audit_update_record             
;
2016-10-05 deposited with the CCDC.
2016-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'Solvate complex of copper(I) thiocyanate with tris(2-pyridyl)phosphine oxide  with chloroform'
_chemical_name_common            ?
_chemical_melting_point          397
_chemical_formula_moiety         'C34 H25 Cl3 Cu3 N9 O2 P2 S3'
_chemical_formula_sum            'C34 H25 Cl3 Cu3 N9 O2 P2 S3'
_chemical_formula_weight         1046.72

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'
P P 0.1023 0.0942 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   11.8672(7)
_cell_length_b                   12.4871(7)
_cell_length_c                   18.2320(11)
_cell_angle_alpha                84.626(2)
_cell_angle_beta                 89.461(2)
_cell_angle_gamma                62.746(2)
_cell_volume                     2389.5(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9776
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      27.48

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.455
_exptl_crystal_F_000             1048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.727
_shelx_estimated_absorpt_T_min   0.424
_shelx_estimated_absorpt_T_max   0.846
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4483
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            108400
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.123
_diffrn_reflns_theta_max         27.554
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             11016
_reflns_number_gt                9136
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0439P)²+3.7949P] 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_number_reflns         11016
_refine_ls_number_parameters     505
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.1053
_refine_ls_wR_factor_gt          0.0933
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.003
_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 0.43182(3) 0.75725(3) 0.37688(2) 0.03523(9) Uani 1 1 d . . . . .
Cu2 Cu 0.70291(3) 1.01510(3) 0.29195(2) 0.03413(9) Uani 1 1 d . . . . .
Cu3 Cu 0.17818(3) 0.50954(3) 0.27063(2) 0.03409(9) Uani 1 1 d . . . . .
Cl1 Cl 1.19419(18) 1.20869(16) -0.08918(8) 0.1080(5) Uani 1 1 d . . . . .
Cl2 Cl 0.95168(14) 1.21508(16) -0.06236(13) 0.1342(7) Uani 1 1 d . . . . .
Cl3 Cl 1.17699(13) 1.01462(11) -0.00423(7) 0.0917(4) Uani 1 1 d . . . . .
S1 S 0.42842(9) 0.77332(9) 0.11936(5) 0.0515(2) Uani 1 1 d . . . . .
S2 S 0.55249(10) 0.79784(10) 0.45085(4) 0.0537(2) Uani 1 1 d . . . . .
P2 P 0.12186(6) 0.35878(6) 0.16302(4) 0.02733(14) Uani 1 1 d . . . . .
P1 P 0.70947(7) 1.21393(6) 0.17564(4) 0.02893(14) Uani 1 1 d . . . . .
S3 S 0.29807(10) 0.70384(11) 0.43841(5) 0.0578(3) Uani 1 1 d . . . . .
O1 O 0.7139(2) 1.30806(19) 0.12156(12) 0.0434(5) Uani 1 1 d . . . . .
N9 N 0.2165(2) 0.5994(2) 0.33525(13) 0.0345(5) Uani 1 1 d . . . . .
N8 N 0.6642(2) 0.9108(2) 0.35744(14) 0.0361(5) Uani 1 1 d . . . . .
N6 N 0.6010(2) 1.0644(2) 0.19095(13) 0.0324(5) Uani 1 1 d . . . . .
C4 C 0.6441(2) 1.2718(2) 0.26208(14) 0.0286(5) Uani 1 1 d . . . . .
N4 N 0.6419(2) 1.1926(2) 0.31681(12) 0.0314(5) Uani 1 1 d . . . . .
N3 N 0.2355(2) 0.3272(2) 0.29751(12) 0.0303(5) Uani 1 1 d . . . . .
N2 N 0.2477(2) 0.4921(2) 0.16522(13) 0.0323(5) Uani 1 1 d . . . . .
O2 O 0.0954(2) 0.2863(2) 0.11237(11) 0.0401(5) Uani 1 1 d . . . . .
C34 C -0.0207(2) 0.4766(2) 0.19696(14) 0.0277(5) Uani 1 1 d . . . . .
N1 N -0.0056(2) 0.5484(2) 0.24266(13) 0.0306(5) Uani 1 1 d . . . . .
N7 N 0.4353(2) 0.7649(2) 0.27176(15) 0.0407(6) Uani 1 1 d . . . . .
C2 C 0.4322(2) 0.7682(2) 0.20899(17) 0.0313(6) Uani 1 1 d . . . . .
C3 C 0.6187(3) 0.8632(3) 0.39494(14) 0.0314(6) Uani 1 1 d . . . . .
N5 N 0.8694(2) 0.9962(2) 0.24939(13) 0.0315(5) Uani 1 1 d . . . . .
C5 C 0.8635(2) 1.0860(2) 0.19951(14) 0.0281(5) Uani 1 1 d . . . . .
C6 C 0.9703(3) 1.0837(3) 0.16616(16) 0.0350(6) Uani 1 1 d . . . . .
H6 H 0.9633 1.1486 0.1317 0.042 Uiso 1 1 calc R U . . .
C7 C 1.0866(3) 0.9853(3) 0.18411(18) 0.0406(7) Uani 1 1 d . . . . .
H7 H 1.1608 0.9808 0.1615 0.049 Uiso 1 1 calc R U . . .
C8 C 1.0940(3) 0.8938(3) 0.23508(19) 0.0430(7) Uani 1 1 d . . . . .
H8 H 1.1734 0.8256 0.2485 0.052 Uiso 1 1 calc R U . . .
C9 C 0.9837(3) 0.9027(3) 0.26665(18) 0.0401(7) Uani 1 1 d . . . . .
H9 H 0.9895 0.8395 0.3022 0.048 Uiso 1 1 calc R U . . .
C10 C 0.6096(2) 1.1507(2) 0.14496(14) 0.0303(5) Uani 1 1 d . . . . .
C11 C 0.5279(3) 1.0172(3) 0.1681(2) 0.0438(7) Uani 1 1 d . . . . .
H11 H 0.5212 0.9552 0.1993 0.053 Uiso 1 1 calc R U . . .
C12 C 0.4615(3) 1.0553(3) 0.1007(2) 0.0485(8) Uani 1 1 d . . . . .
H12 H 0.4099 1.0202 0.0865 0.058 Uiso 1 1 calc R U . . .
C13 C 0.4708(3) 1.1433(3) 0.05489(19) 0.0491(8) Uani 1 1 d . . . . .
H13 H 0.4259 1.1703 0.0086 0.059 Uiso 1 1 calc R U . . .
C14 C 0.5467(3) 1.1928(3) 0.07676(16) 0.0410(7) Uani 1 1 d . . . . .
H14 H 0.5553 1.2540 0.0458 0.049 Uiso 1 1 calc R U . . .
C15 C 0.5930(3) 1.2361(3) 0.38001(17) 0.0424(7) Uani 1 1 d . . . . .
H15 H 0.5908 1.1816 0.4193 0.051 Uiso 1 1 calc R U . . .
C16 C 0.5453(3) 1.3571(3) 0.39090(19) 0.0490(8) Uani 1 1 d . . . . .
H16 H 0.5114 1.3847 0.4368 0.059 Uiso 1 1 calc R U . . .
C17 C 0.5475(3) 1.4364(3) 0.3347(2) 0.0506(8) Uani 1 1 d . . . . .
H17 H 0.5146 1.5200 0.3409 0.061 Uiso 1 1 calc R U . . .
C18 C 0.5982(3) 1.3935(3) 0.26868(18) 0.0400(7) Uani 1 1 d . . . . .
H18 H 0.6013 1.4467 0.2288 0.048 Uiso 1 1 calc R U . . .
C19 C 0.2496(3) 0.6437(3) 0.37642(15) 0.0315(6) Uani 1 1 d . . . . .
C20 C 0.2113(2) 0.2689(2) 0.24605(14) 0.0276(5) Uani 1 1 d . . . . .
C21 C 0.2084(2) 0.4349(2) 0.12069(15) 0.0298(5) Uani 1 1 d . . . . .
C22 C 0.3146(3) 0.5461(3) 0.13472(18) 0.0405(7) Uani 1 1 d . . . . .
H22 H 0.3446 0.5861 0.1652 0.049 Uiso 1 1 calc R U . . .
C23 C 0.3416(3) 0.5461(3) 0.06096(19) 0.0475(8) Uani 1 1 d . . . . .
H23 H 0.3900 0.5846 0.0416 0.057 Uiso 1 1 calc R U . . .
C24 C 0.2982(3) 0.4901(3) 0.01564(18) 0.0490(8) Uani 1 1 d . . . . .
H24 H 0.3143 0.4909 -0.0355 0.059 Uiso 1 1 calc R U . . .
C25 C 0.2307(3) 0.4325(3) 0.04593(16) 0.0411(7) Uani 1 1 d . . . . .
H25 H 0.2002 0.3922 0.0162 0.049 Uiso 1 1 calc R U . . .
C26 C -0.1107(3) 0.6329(3) 0.26982(17) 0.0399(7) Uani 1 1 d . . . . .
H26 H -0.1023 0.6837 0.3028 0.048 Uiso 1 1 calc R U . . .
C27 C -0.2315(3) 0.6494(3) 0.2517(2) 0.0469(8) Uani 1 1 d . . . . .
H27 H -0.3039 0.7105 0.2719 0.056 Uiso 1 1 calc R U . . .
C28 C -0.2450(3) 0.5765(3) 0.2044(2) 0.0461(8) Uani 1 1 d . . . . .
H28 H -0.3270 0.5875 0.1909 0.055 Uiso 1 1 calc R U . . .
C29 C -0.1378(3) 0.4866(3) 0.17660(17) 0.0368(6) Uani 1 1 d . . . . .
H29 H -0.1443 0.4336 0.1447 0.044 Uiso 1 1 calc R U . . .
C30 C 0.2456(3) 0.1473(3) 0.25556(18) 0.0423(7) Uani 1 1 d . . . . .
H30 H 0.2283 0.1088 0.2178 0.051 Uiso 1 1 calc R U . . .
C31 C 0.3059(4) 0.0820(3) 0.3215(2) 0.0539(9) Uani 1 1 d . . . . .
H31 H 0.3305 -0.0021 0.3298 0.065 Uiso 1 1 calc R U . . .
C32 C 0.3296(3) 0.1404(3) 0.37464(19) 0.0474(8) Uani 1 1 d . . . . .
H32 H 0.3703 0.0976 0.4204 0.057 Uiso 1 1 calc R U . . .
C33 C 0.2937(3) 0.2624(3) 0.36074(16) 0.0384(6) Uani 1 1 d . . . . .
H33 H 0.3110 0.3022 0.3977 0.046 Uiso 1 1 calc R U . . .
C1H C 1.1019(3) 1.1686(3) -0.02725(17) 0.0457(7) Uani 1 1 d . . . . .
H34 H 1.0953 1.2088 0.0186 0.055 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 N7 1.911(3) . ?
Cu1 S2 2.2260(8) . ?
Cu1 S3 2.2402(9) . ?
Cu2 N8 1.892(2) . ?
Cu2 N5 2.035(2) . ?
Cu2 N4 2.087(2) . ?
Cu2 N6 2.093(2) . ?
Cu3 N9 1.892(2) . ?
Cu3 N1 2.063(2) . ?
Cu3 N3 2.066(2) . ?
Cu3 N2 2.075(2) . ?
Cl1 C1H 1.761(4) . ?
Cl2 C1H 1.711(4) . ?
Cl3 C1H 1.718(4) . ?
S1 C2 1.630(3) . ?
S2 C3 1.655(3) . ?
P2 O2 1.4809(19) . ?
P2 C34 1.811(3) . ?
P2 C21 1.816(3) . ?
P2 C20 1.816(3) . ?
P1 O1 1.482(2) . ?
P1 C4 1.813(3) . ?
P1 C5 1.815(3) . ?
P1 C10 1.815(3) . ?
S3 C19 1.655(3) . ?
N9 C19 1.143(3) . ?
N8 C3 1.150(3) . ?
N6 C11 1.340(4) . ?
N6 C10 1.343(4) . ?
C4 N4 1.347(3) . ?
C4 C18 1.376(4) . ?
N4 C15 1.332(4) . ?
N3 C33 1.337(4) . ?
N3 C20 1.348(3) . ?
N2 C21 1.344(3) . ?
N2 C22 1.344(4) . ?
C34 N1 1.349(3) . ?
C34 C29 1.389(4) . ?
N1 C26 1.340(4) . ?
N7 C2 1.142(4) . ?
N5 C9 1.338(4) . ?
N5 C5 1.352(3) . ?
C5 C6 1.390(4) . ?
C6 C7 1.379(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.374(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.387(4) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 C14 1.384(4) . ?
C11 C12 1.386(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.362(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.383(5) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C16 1.383(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.365(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.382(5) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C20 C30 1.375(4) . ?
C21 C25 1.386(4) . ?
C22 C23 1.379(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.372(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.381(5) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C27 1.390(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.371(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.387(4) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 C31 1.386(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.369(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.378(5) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C1H H34 1.0000 . ?

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
N7 Cu1 S2 126.15(8) . . ?
N7 Cu1 S3 120.96(8) . . ?
S2 Cu1 S3 112.89(3) . . ?
N8 Cu2 N5 131.73(10) . . ?
N8 Cu2 N4 118.18(10) . . ?
N5 Cu2 N4 95.12(9) . . ?
N8 Cu2 N6 113.28(10) . . ?
N5 Cu2 N6 96.04(9) . . ?
N4 Cu2 N6 94.91(9) . . ?
N9 Cu3 N1 122.45(10) . . ?
N9 Cu3 N3 120.49(10) . . ?
N1 Cu3 N3 93.99(9) . . ?
N9 Cu3 N2 120.28(10) . . ?
N1 Cu3 N2 97.60(9) . . ?
N3 Cu3 N2 95.64(9) . . ?
C3 S2 Cu1 104.68(10) . . ?
O2 P2 C34 113.01(12) . . ?
O2 P2 C21 113.15(12) . . ?
C34 P2 C21 105.77(12) . . ?
O2 P2 C20 112.74(13) . . ?
C34 P2 C20 104.06(12) . . ?
C21 P2 C20 107.42(12) . . ?
O1 P1 C4 112.55(13) . . ?
O1 P1 C5 113.83(12) . . ?
C4 P1 C5 105.82(12) . . ?
O1 P1 C10 113.55(13) . . ?
C4 P1 C10 104.32(12) . . ?
C5 P1 C10 105.96(12) . . ?
C19 S3 Cu1 103.57(10) . . ?
C19 N9 Cu3 173.5(2) . . ?
C3 N8 Cu2 167.8(2) . . ?
C11 N6 C10 117.1(3) . . ?
C11 N6 Cu2 125.6(2) . . ?
C10 N6 Cu2 117.31(18) . . ?
N4 C4 C18 123.2(3) . . ?
N4 C4 P1 117.7(2) . . ?
C18 C4 P1 119.1(2) . . ?
C15 N4 C4 117.3(2) . . ?
C15 N4 Cu2 125.9(2) . . ?
C4 N4 Cu2 116.67(18) . . ?
C33 N3 C20 117.5(2) . . ?
C33 N3 Cu3 126.22(19) . . ?
C20 N3 Cu3 116.28(18) . . ?
C21 N2 C22 117.1(2) . . ?
C21 N2 Cu3 116.73(18) . . ?
C22 N2 Cu3 125.6(2) . . ?
N1 C34 C29 123.7(3) . . ?
N1 C34 P2 117.09(19) . . ?
C29 C34 P2 119.2(2) . . ?
C26 N1 C34 117.2(2) . . ?
C26 N1 Cu3 125.79(19) . . ?
C34 N1 Cu3 116.87(17) . . ?
C2 N7 Cu1 176.5(2) . . ?
N7 C2 S1 179.6(3) . . ?
N8 C3 S2 178.2(3) . . ?
C9 N5 C5 117.5(2) . . ?
C9 N5 Cu2 125.51(19) . . ?
C5 N5 Cu2 116.98(18) . . ?
N5 C5 C6 122.6(3) . . ?
N5 C5 P1 118.18(19) . . ?
C6 C5 P1 119.2(2) . . ?
C7 C6 C5 118.6(3) . . ?
C7 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
C8 C7 C6 119.4(3) . . ?
C8 C7 H7 120.3 . . ?
C6 C7 H7 120.3 . . ?
C7 C8 C9 118.8(3) . . ?
C7 C8 H8 120.6 . . ?
C9 C8 H8 120.6 . . ?
N5 C9 C8 123.1(3) . . ?
N5 C9 H9 118.5 . . ?
C8 C9 H9 118.5 . . ?
N6 C10 C14 123.5(3) . . ?
N6 C10 P1 117.1(2) . . ?
C14 C10 P1 119.4(2) . . ?
N6 C11 C12 122.7(3) . . ?
N6 C11 H11 118.7 . . ?
C12 C11 H11 118.7 . . ?
C13 C12 C11 119.5(3) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C14 119.1(3) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
C13 C14 C10 118.1(3) . . ?
C13 C14 H14 120.9 . . ?
C10 C14 H14 120.9 . . ?
N4 C15 C16 122.9(3) . . ?
N4 C15 H15 118.5 . . ?
C16 C15 H15 118.5 . . ?
C17 C16 C15 119.1(3) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C16 C17 C18 119.2(3) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C4 C18 C17 118.4(3) . . ?
C4 C18 H18 120.8 . . ?
C17 C18 H18 120.8 . . ?
N9 C19 S3 177.9(3) . . ?
N3 C20 C30 122.9(3) . . ?
N3 C20 P2 117.60(19) . . ?
C30 C20 P2 119.4(2) . . ?
N2 C21 C25 123.2(3) . . ?
N2 C21 P2 116.7(2) . . ?
C25 C21 P2 120.1(2) . . ?
N2 C22 C23 122.8(3) . . ?
N2 C22 H22 118.6 . . ?
C23 C22 H22 118.6 . . ?
C24 C23 C22 119.6(3) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C23 C24 C25 118.6(3) . . ?
C23 C24 H24 120.7 . . ?
C25 C24 H24 120.7 . . ?
C24 C25 C21 118.6(3) . . ?
C24 C25 H25 120.7 . . ?
C21 C25 H25 120.7 . . ?
N1 C26 C27 122.7(3) . . ?
N1 C26 H26 118.7 . . ?
C27 C26 H26 118.7 . . ?
C28 C27 C26 119.3(3) . . ?
C28 C27 H27 120.3 . . ?
C26 C27 H27 120.3 . . ?
C27 C28 C29 119.3(3) . . ?
C27 C28 H28 120.3 . . ?
C29 C28 H28 120.3 . . ?
C28 C29 C34 117.8(3) . . ?
C28 C29 H29 121.1 . . ?
C34 C29 H29 121.1 . . ?
C20 C30 C31 118.5(3) . . ?
C20 C30 H30 120.8 . . ?
C31 C30 H30 120.8 . . ?
C32 C31 C30 119.1(3) . . ?
C32 C31 H31 120.4 . . ?
C30 C31 H31 120.4 . . ?
C31 C32 C33 119.0(3) . . ?
C31 C32 H32 120.5 . . ?
C33 C32 H32 120.5 . . ?
N3 C33 C32 122.9(3) . . ?
N3 C33 H33 118.5 . . ?
C32 C33 H33 118.5 . . ?
Cl2 C1H Cl3 110.8(2) . . ?
Cl2 C1H Cl1 112.1(2) . . ?
Cl3 C1H Cl1 109.3(2) . . ?
Cl2 C1H H34 108.2 . . ?
Cl3 C1H H34 108.2 . . ?
Cl1 C1H H34 108.2 . . ?

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
N5 Cu2 N8 C3 -176.2(11) . . . . ?
N4 Cu2 N8 C3 56.0(12) . . . . ?
N6 Cu2 N8 C3 -53.7(12) . . . . ?
O1 P1 C4 N4 -176.5(2) . . . . ?
C5 P1 C4 N4 -51.6(2) . . . . ?
C10 P1 C4 N4 60.0(2) . . . . ?
O1 P1 C4 C18 4.2(3) . . . . ?
C5 P1 C4 C18 129.1(2) . . . . ?
C10 P1 C4 C18 -119.3(2) . . . . ?
C18 C4 N4 C15 -0.4(4) . . . . ?
P1 C4 N4 C15 -179.6(2) . . . . ?
C18 C4 N4 Cu2 175.2(2) . . . . ?
P1 C4 N4 Cu2 -4.1(3) . . . . ?
O2 P2 C34 N1 -179.0(2) . . . . ?
C21 P2 C34 N1 -54.7(2) . . . . ?
C20 P2 C34 N1 58.3(2) . . . . ?
O2 P2 C34 C29 2.5(3) . . . . ?
C21 P2 C34 C29 126.9(2) . . . . ?
C20 P2 C34 C29 -120.1(2) . . . . ?
C29 C34 N1 C26 0.6(4) . . . . ?
P2 C34 N1 C26 -177.8(2) . . . . ?
C29 C34 N1 Cu3 176.0(2) . . . . ?
P2 C34 N1 Cu3 -2.3(3) . . . . ?
C9 N5 C5 C6 0.3(4) . . . . ?
Cu2 N5 C5 C6 -179.7(2) . . . . ?
C9 N5 C5 P1 -179.7(2) . . . . ?
Cu2 N5 C5 P1 0.2(3) . . . . ?
O1 P1 C5 N5 179.0(2) . . . . ?
C4 P1 C5 N5 54.9(2) . . . . ?
C10 P1 C5 N5 -55.5(2) . . . . ?
O1 P1 C5 C6 -1.1(3) . . . . ?
C4 P1 C5 C6 -125.2(2) . . . . ?
C10 P1 C5 C6 124.4(2) . . . . ?
N5 C5 C6 C7 0.7(4) . . . . ?
P1 C5 C6 C7 -179.2(2) . . . . ?
C5 C6 C7 C8 -1.1(4) . . . . ?
C6 C7 C8 C9 0.5(5) . . . . ?
C5 N5 C9 C8 -0.9(5) . . . . ?
Cu2 N5 C9 C8 179.1(2) . . . . ?
C7 C8 C9 N5 0.6(5) . . . . ?
C11 N6 C10 C14 0.6(4) . . . . ?
Cu2 N6 C10 C14 -179.5(2) . . . . ?
C11 N6 C10 P1 -179.6(2) . . . . ?
Cu2 N6 C10 P1 0.3(3) . . . . ?
O1 P1 C10 N6 179.82(19) . . . . ?
C4 P1 C10 N6 -57.3(2) . . . . ?
C5 P1 C10 N6 54.2(2) . . . . ?
O1 P1 C10 C14 -0.4(3) . . . . ?
C4 P1 C10 C14 122.5(2) . . . . ?
C5 P1 C10 C14 -126.0(2) . . . . ?
C10 N6 C11 C12 -0.9(4) . . . . ?
Cu2 N6 C11 C12 179.2(2) . . . . ?
N6 C11 C12 C13 0.6(5) . . . . ?
C11 C12 C13 C14 0.0(5) . . . . ?
C12 C13 C14 C10 -0.3(5) . . . . ?
N6 C10 C14 C13 0.0(4) . . . . ?
P1 C10 C14 C13 -179.8(2) . . . . ?
C4 N4 C15 C16 0.2(4) . . . . ?
Cu2 N4 C15 C16 -174.8(2) . . . . ?
N4 C15 C16 C17 0.2(5) . . . . ?
C15 C16 C17 C18 -0.5(5) . . . . ?
N4 C4 C18 C17 0.1(5) . . . . ?
P1 C4 C18 C17 179.3(2) . . . . ?
C16 C17 C18 C4 0.3(5) . . . . ?
C33 N3 C20 C30 -1.2(4) . . . . ?
Cu3 N3 C20 C30 179.0(2) . . . . ?
C33 N3 C20 P2 175.5(2) . . . . ?
Cu3 N3 C20 P2 -4.4(3) . . . . ?
O2 P2 C20 N3 -177.02(19) . . . . ?
C34 P2 C20 N3 -54.2(2) . . . . ?
C21 P2 C20 N3 57.6(2) . . . . ?
O2 P2 C20 C30 -0.3(3) . . . . ?
C34 P2 C20 C30 122.6(2) . . . . ?
C21 P2 C20 C30 -125.6(2) . . . . ?
C22 N2 C21 C25 -1.8(4) . . . . ?
Cu3 N2 C21 C25 169.8(2) . . . . ?
C22 N2 C21 P2 178.4(2) . . . . ?
Cu3 N2 C21 P2 -10.0(3) . . . . ?
O2 P2 C21 N2 -173.2(2) . . . . ?
C34 P2 C21 N2 62.6(2) . . . . ?
C20 P2 C21 N2 -48.1(2) . . . . ?
O2 P2 C21 C25 7.0(3) . . . . ?
C34 P2 C21 C25 -117.3(2) . . . . ?
C20 P2 C21 C25 132.1(2) . . . . ?
C21 N2 C22 C23 0.9(4) . . . . ?
Cu3 N2 C22 C23 -169.8(2) . . . . ?
N2 C22 C23 C24 0.7(5) . . . . ?
C22 C23 C24 C25 -1.5(5) . . . . ?
C23 C24 C25 C21 0.7(5) . . . . ?
N2 C21 C25 C24 1.0(5) . . . . ?
P2 C21 C25 C24 -179.2(2) . . . . ?
C34 N1 C26 C27 -1.1(4) . . . . ?
Cu3 N1 C26 C27 -176.1(2) . . . . ?
N1 C26 C27 C28 0.3(5) . . . . ?
C26 C27 C28 C29 1.1(5) . . . . ?
C27 C28 C29 C34 -1.5(5) . . . . ?
N1 C34 C29 C28 0.7(4) . . . . ?
P2 C34 C29 C28 179.0(2) . . . . ?
N3 C20 C30 C31 1.1(5) . . . . ?
P2 C20 C30 C31 -175.5(3) . . . . ?
C20 C30 C31 C32 -0.2(5) . . . . ?
C30 C31 C32 C33 -0.5(6) . . . . ?
C20 N3 C33 C32 0.4(4) . . . . ?
Cu3 N3 C33 C32 -179.8(2) . . . . ?
C31 C32 C33 N3 0.4(5) . . . . ?

_refine_diff_density_max         1.033
_refine_diff_density_min         -0.813
_refine_diff_density_rms         0.074



