# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_80
_database_code_depnum_ccdc_archive 'CCDC 1511710'
loop_
_audit_author_name
_audit_author_address
'Anna Kozakiewicz'
;Faculty of Chemistry, Nicolaus Copernicus University in Torun
Poland
;
_audit_update_record             
;
2018-05-26 deposited with the CCDC.	2019-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H23 Cu N5 O2 P S'
_chemical_formula_sum            'C29 H23 Cu N5 O2 P S'
_chemical_formula_weight         600.09

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                   9.8073(7)
_cell_length_b                   10.2949(7)
_cell_length_c                   15.0299(8)
_cell_angle_alpha                89.515(5)
_cell_angle_beta                 89.492(5)
_cell_angle_gamma                66.462(7)
_cell_volume                     1391.16(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9590
_cell_measurement_theta_min      2.158
_cell_measurement_theta_max      28.475

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_F_000             616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.187
_exptl_crystal_size_mid          0.111
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.954
_shelx_estimated_absorpt_T_min   0.842
_shelx_estimated_absorpt_T_max   0.903
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.779
_exptl_absorpt_correction_T_max  0.885
_exptl_absorpt_process_details   'Oxford Diffraction CrysAlis'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Oxford Sapphire CCD'
_diffrn_measurement_method       θ/2θ
_diffrn_detector_area_resol_mean 8.2564
_diffrn_reflns_number            9539
_diffrn_reflns_av_unetI/netI     0.0933
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.158
_diffrn_reflns_theta_max         28.475
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.877
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.877
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.877
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6160
_reflns_number_gt                3680
_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       'Oxford Diffraction CrysAlis'
_computing_cell_refinement       'Oxford Diffraction CrysAlis'
_computing_data_reduction        'Oxford Diffraction CrysAlis'
_computing_structure_solution    'SHELX-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  'CIFTAB (Sheldrick, 2014)'

_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)+(0.0836P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6160
_refine_ls_number_parameters     352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1211
_refine_ls_R_factor_gt           0.0628
_refine_ls_wR_factor_ref         0.1886
_refine_ls_wR_factor_gt          0.1495
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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 0.74376(6) 0.91710(6) 0.32567(3) 0.0483(2) Uani 1 1 d . . . . .
N1 N 0.8794(4) 0.8793(4) 0.4407(2) 0.0466(9) Uani 1 1 d . . . . .
C2 C 1.0171(6) 0.7819(5) 0.4537(4) 0.0638(14) Uani 1 1 d . . . . .
H2A H 1.0680 0.7269 0.4057 0.077 Uiso 1 1 calc R U . . .
C3 C 1.0875(6) 0.7591(6) 0.5354(4) 0.0717(16) Uani 1 1 d . . . . .
H3A H 1.1828 0.6892 0.5421 0.086 Uiso 1 1 calc R U . . .
C4 C 1.0157(7) 0.8398(7) 0.6051(4) 0.0768(17) Uani 1 1 d . . . . .
H4A H 1.0611 0.8256 0.6605 0.092 Uiso 1 1 calc R U . . .
C5 C 0.8759(6) 0.9426(6) 0.5941(3) 0.0664(15) Uani 1 1 d . . . . .
H5A H 0.8256 1.0001 0.6413 0.080 Uiso 1 1 calc R U . . .
C6 C 0.8111(5) 0.9591(5) 0.5114(3) 0.0493(11) Uani 1 1 d . . . . .
C7 C 0.6645(5) 1.0663(5) 0.4934(3) 0.0559(13) Uani 1 1 d . . . . .
H7A H 0.6122 1.1288 0.5381 0.067 Uiso 1 1 calc R U . . .
N8 N 0.6064(4) 1.0757(4) 0.4165(2) 0.0458(9) Uani 1 1 d . . . . .
N9 N 0.4684(4) 1.1817(4) 0.4041(3) 0.0584(11) Uani 1 1 d . . . . .
H9A H 0.4289 1.2436 0.4450 0.070 Uiso 1 1 calc R U . . .
C10 C 0.3947(5) 1.1886(5) 0.3276(3) 0.0523(12) Uani 1 1 d . . . . .
O11 O 0.4451(4) 1.1050(4) 0.2674(2) 0.0739(11) Uani 1 1 d . . . . .
C12 C 0.2478(5) 1.3043(6) 0.3246(4) 0.0586(13) Uani 1 1 d . . . . .
O13 O 0.1656(5) 1.3149(5) 0.2521(3) 0.1019(15) Uani 1 1 d . . . . .
C14 C 0.0329(7) 1.4245(8) 0.2670(5) 0.102(2) Uani 1 1 d . . . . .
H14A H -0.0448 1.4573 0.2265 0.122 Uiso 1 1 calc R U . . .
C15 C 0.0295(7) 1.4774(7) 0.3458(6) 0.102(3) Uani 1 1 d . . . . .
H15A H -0.0495 1.5521 0.3715 0.122 Uiso 1 1 calc R U . . .
C16 C 0.1681(6) 1.3999(6) 0.3845(4) 0.0788(18) Uani 1 1 d . . . . .
H16A H 0.1985 1.4126 0.4410 0.095 Uiso 1 1 calc R U . . .
P1 P 0.82559(12) 0.95894(12) 0.19770(7) 0.0413(3) Uani 1 1 d . . . . .
C17 C 0.7555(4) 1.1407(5) 0.1558(3) 0.0425(10) Uani 1 1 d . . . . .
C18 C 0.6962(5) 1.2477(5) 0.2172(3) 0.0558(12) Uani 1 1 d . . . . .
H18A H 0.6897 1.2262 0.2768 0.067 Uiso 1 1 calc R U . . .
C19 C 0.6458(7) 1.3886(7) 0.1890(4) 0.0799(17) Uani 1 1 d . . . . .
H19A H 0.6060 1.4614 0.2301 0.096 Uiso 1 1 calc R U . . .
C20 C 0.6550(7) 1.4194(7) 0.1020(5) 0.0849(19) Uani 1 1 d . . . . .
H20A H 0.6226 1.5134 0.0835 0.102 Uiso 1 1 calc R U . . .
C21 C 0.7117(7) 1.3127(7) 0.0412(4) 0.0787(18) Uani 1 1 d . . . . .
H21A H 0.7160 1.3341 -0.0188 0.094 Uiso 1 1 calc R U . . .
C22 C 0.7620(6) 1.1750(6) 0.0686(3) 0.0605(14) Uani 1 1 d . . . . .
H22A H 0.8016 1.1031 0.0270 0.073 Uiso 1 1 calc R U . . .
C23 C 0.7894(5) 0.8636(5) 0.1051(3) 0.0448(10) Uani 1 1 d . . . . .
N24 N 0.9009(7) 0.7788(7) 0.0503(4) 0.117(2) Uani 1 1 d . . . . .
C25 C 0.8611(10) 0.7083(9) -0.0180(5) 0.122(3) Uani 1 1 d . . . . .
H25A H 0.9344 0.6480 -0.0557 0.146 Uiso 1 1 calc R U . . .
C26 C 0.7155(9) 0.7270(7) -0.0300(4) 0.090(2) Uani 1 1 d . . . . .
H26A H 0.6911 0.6816 -0.0767 0.108 Uiso 1 1 calc R U . . .
C27 C 0.6086(8) 0.8102(7) 0.0250(4) 0.087(2) Uani 1 1 d . . . . .
H27A H 0.5103 0.8222 0.0171 0.104 Uiso 1 1 calc R U . . .
C28 C 0.6463(6) 0.8776(6) 0.0932(4) 0.0727(16) Uani 1 1 d . . . . .
H28A H 0.5726 0.9340 0.1321 0.087 Uiso 1 1 calc R U . . .
C29 C 1.0274(5) 0.9026(5) 0.1937(3) 0.0471(11) Uani 1 1 d . . . . .
C30 C 1.1072(5) 0.7728(6) 0.2248(3) 0.0611(14) Uani 1 1 d . . . . .
H30A H 1.0593 0.7153 0.2433 0.073 Uiso 1 1 calc R U . . .
C31 C 1.2568(6) 0.7240(7) 0.2296(4) 0.0839(19) Uani 1 1 d . . . . .
H31A H 1.3105 0.6327 0.2507 0.101 Uiso 1 1 calc R U . . .
C32 C 1.3307(6) 0.8052(8) 0.2042(4) 0.0792(19) Uani 1 1 d . . . . .
H32A H 1.4338 0.7702 0.2079 0.095 Uiso 1 1 calc R U . . .
C33 C 1.2520(6) 0.9376(7) 0.1735(4) 0.0706(16) Uani 1 1 d . . . . .
H33A H 1.3007 0.9951 0.1566 0.085 Uiso 1 1 calc R U . . .
C34 C 1.0989(5) 0.9875(6) 0.1672(3) 0.0518(12) Uani 1 1 d . . . . .
H34A H 1.0445 1.0781 0.1451 0.062 Uiso 1 1 calc R U . . .
N35 N 0.6709(5) 0.7632(5) 0.3388(3) 0.0700(13) Uani 1 1 d . . . . .
C36 C 0.6308(5) 0.6862(5) 0.3733(3) 0.0501(12) Uani 1 1 d . . . . .
S37 S 0.56562(18) 0.57763(16) 0.42044(10) 0.0726(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N35 1.990(5) . ?
Cu1 N1 2.128(3) . ?
Cu1 N8 2.143(3) . ?
Cu1 P1 2.1825(12) . ?
N1 C2 1.337(6) . ?
N1 C6 1.347(6) . ?
C2 C3 1.386(7) . ?
C2 H2A 0.9300 . ?
C3 C4 1.348(8) . ?
C3 H3A 0.9300 . ?
C4 C5 1.367(8) . ?
C4 H4A 0.9300 . ?
C5 C6 1.379(6) . ?
C5 H5A 0.9300 . ?
C6 C7 1.446(6) . ?
C7 N8 1.280(6) . ?
C7 H7A 0.9300 . ?
N8 N9 1.370(5) . ?
N9 C10 1.351(6) . ?
N9 H9A 0.8600 . ?
C10 O11 1.212(5) . ?
C10 C12 1.458(7) . ?
C12 C16 1.333(7) . ?
C12 O13 1.339(6) . ?
O13 C14 1.358(8) . ?
C14 C15 1.303(10) . ?
C14 H14A 0.9300 . ?
C15 C16 1.400(8) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
P1 C17 1.825(5) . ?
P1 C23 1.827(4) . ?
P1 C29 1.828(4) . ?
C17 C22 1.361(6) . ?
C17 C18 1.378(6) . ?
C18 C19 1.396(8) . ?
C18 H18A 0.9300 . ?
C19 C20 1.355(8) . ?
C19 H19A 0.9300 . ?
C20 C21 1.368(8) . ?
C20 H20A 0.9300 . ?
C21 C22 1.363(7) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C28 1.366(7) . ?
C23 N24 1.367(6) . ?
N24 C25 1.407(8) . ?
C25 C26 1.376(9) . ?
C25 H25A 0.9300 . ?
C26 C27 1.340(9) . ?
C26 H26A 0.9300 . ?
C27 C28 1.376(7) . ?
C27 H27A 0.9300 . ?
C28 H28A 0.9300 . ?
C29 C30 1.333(6) . ?
C29 C34 1.376(6) . ?
C30 C31 1.351(7) . ?
C30 H30A 0.9300 . ?
C31 C32 1.357(8) . ?
C31 H31A 0.9300 . ?
C32 C33 1.350(8) . ?
C32 H32A 0.9300 . ?
C33 C34 1.383(6) . ?
C33 H33A 0.9300 . ?
C34 H34A 0.9300 . ?
N35 C36 1.135(6) . ?
C36 S37 1.646(5) . ?

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
N35 Cu1 N1 100.28(17) . . ?
N35 Cu1 N8 103.49(17) . . ?
N1 Cu1 N8 77.03(14) . . ?
N35 Cu1 P1 120.85(15) . . ?
N1 Cu1 P1 119.96(10) . . ?
N8 Cu1 P1 125.27(11) . . ?
C2 N1 C6 116.6(4) . . ?
C2 N1 Cu1 129.0(3) . . ?
C6 N1 Cu1 114.2(3) . . ?
N1 C2 C3 123.0(5) . . ?
N1 C2 H2A 118.5 . . ?
C3 C2 H2A 118.5 . . ?
C4 C3 C2 119.0(5) . . ?
C4 C3 H3A 120.5 . . ?
C2 C3 H3A 120.5 . . ?
C3 C4 C5 119.7(5) . . ?
C3 C4 H4A 120.1 . . ?
C5 C4 H4A 120.1 . . ?
C4 C5 C6 118.5(5) . . ?
C4 C5 H5A 120.7 . . ?
C6 C5 H5A 120.7 . . ?
N1 C6 C5 123.1(5) . . ?
N1 C6 C7 114.7(4) . . ?
C5 C6 C7 122.2(5) . . ?
N8 C7 C6 120.4(4) . . ?
N8 C7 H7A 119.8 . . ?
C6 C7 H7A 119.8 . . ?
C7 N8 N9 117.0(4) . . ?
C7 N8 Cu1 113.3(3) . . ?
N9 N8 Cu1 129.8(3) . . ?
C10 N9 N8 119.8(4) . . ?
C10 N9 H9A 120.1 . . ?
N8 N9 H9A 120.1 . . ?
O11 C10 N9 123.1(5) . . ?
O11 C10 C12 123.1(5) . . ?
N9 C10 C12 113.8(4) . . ?
C16 C12 O13 109.6(5) . . ?
C16 C12 C10 132.7(5) . . ?
O13 C12 C10 117.4(5) . . ?
C12 O13 C14 106.3(5) . . ?
C15 C14 O13 110.7(6) . . ?
C15 C14 H14A 124.7 . . ?
O13 C14 H14A 124.7 . . ?
C14 C15 C16 106.7(6) . . ?
C14 C15 H15A 126.7 . . ?
C16 C15 H15A 126.7 . . ?
C12 C16 C15 106.7(6) . . ?
C12 C16 H16A 126.6 . . ?
C15 C16 H16A 126.6 . . ?
C17 P1 C23 102.4(2) . . ?
C17 P1 C29 103.5(2) . . ?
C23 P1 C29 103.2(2) . . ?
C17 P1 Cu1 118.86(14) . . ?
C23 P1 Cu1 113.68(14) . . ?
C29 P1 Cu1 113.39(14) . . ?
C22 C17 C18 119.1(5) . . ?
C22 C17 P1 123.7(4) . . ?
C18 C17 P1 117.2(3) . . ?
C17 C18 C19 119.5(5) . . ?
C17 C18 H18A 120.3 . . ?
C19 C18 H18A 120.3 . . ?
C20 C19 C18 120.0(6) . . ?
C20 C19 H19A 120.0 . . ?
C18 C19 H19A 120.0 . . ?
C19 C20 C21 120.2(6) . . ?
C19 C20 H20A 119.9 . . ?
C21 C20 H20A 119.9 . . ?
C22 C21 C20 119.9(5) . . ?
C22 C21 H21A 120.1 . . ?
C20 C21 H21A 120.1 . . ?
C17 C22 C21 121.3(5) . . ?
C17 C22 H22A 119.3 . . ?
C21 C22 H22A 119.3 . . ?
C28 C23 N24 120.6(5) . . ?
C28 C23 P1 117.5(4) . . ?
N24 C23 P1 121.8(4) . . ?
C23 N24 C25 117.1(6) . . ?
C26 C25 N24 121.1(7) . . ?
C26 C25 H25A 119.4 . . ?
N24 C25 H25A 119.4 . . ?
C27 C26 C25 120.5(6) . . ?
C27 C26 H26A 119.8 . . ?
C25 C26 H26A 119.8 . . ?
C26 C27 C28 119.0(6) . . ?
C26 C27 H27A 120.5 . . ?
C28 C27 H27A 120.5 . . ?
C23 C28 C27 121.6(5) . . ?
C23 C28 H28A 119.2 . . ?
C27 C28 H28A 119.2 . . ?
C30 C29 C34 119.4(4) . . ?
C30 C29 P1 115.9(4) . . ?
C34 C29 P1 124.6(4) . . ?
C29 C30 C31 120.6(5) . . ?
C29 C30 H30A 119.7 . . ?
C31 C30 H30A 119.7 . . ?
C30 C31 C32 121.5(6) . . ?
C30 C31 H31A 119.2 . . ?
C32 C31 H31A 119.2 . . ?
C33 C32 C31 118.9(5) . . ?
C33 C32 H32A 120.5 . . ?
C31 C32 H32A 120.5 . . ?
C32 C33 C34 119.9(6) . . ?
C32 C33 H33A 120.0 . . ?
C34 C33 H33A 120.0 . . ?
C29 C34 C33 119.7(5) . . ?
C29 C34 H34A 120.2 . . ?
C33 C34 H34A 120.2 . . ?
C36 N35 Cu1 158.5(5) . . ?
N35 C36 S37 177.3(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
C6 N1 C2 C3 1.7(8) . . . . ?
Cu1 N1 C2 C3 -173.1(4) . . . . ?
N1 C2 C3 C4 -1.1(9) . . . . ?
C2 C3 C4 C5 -0.3(10) . . . . ?
C3 C4 C5 C6 1.0(9) . . . . ?
C2 N1 C6 C5 -0.9(7) . . . . ?
Cu1 N1 C6 C5 174.7(4) . . . . ?
C2 N1 C6 C7 177.9(4) . . . . ?
Cu1 N1 C6 C7 -6.5(5) . . . . ?
C4 C5 C6 N1 -0.4(8) . . . . ?
C4 C5 C6 C7 -179.2(5) . . . . ?
N1 C6 C7 N8 3.2(7) . . . . ?
C5 C6 C7 N8 -178.0(5) . . . . ?
C6 C7 N8 N9 -178.8(4) . . . . ?
C6 C7 N8 Cu1 1.8(6) . . . . ?
C7 N8 N9 C10 -173.4(4) . . . . ?
Cu1 N8 N9 C10 5.9(6) . . . . ?
N8 N9 C10 O11 -0.6(8) . . . . ?
N8 N9 C10 C12 178.4(4) . . . . ?
O11 C10 C12 C16 174.4(6) . . . . ?
N9 C10 C12 C16 -4.6(9) . . . . ?
O11 C10 C12 O13 1.4(8) . . . . ?
N9 C10 C12 O13 -177.6(5) . . . . ?
C16 C12 O13 C14 2.4(7) . . . . ?
C10 C12 O13 C14 176.9(5) . . . . ?
C12 O13 C14 C15 -2.0(9) . . . . ?
O13 C14 C15 C16 0.9(10) . . . . ?
O13 C12 C16 C15 -1.9(7) . . . . ?
C10 C12 C16 C15 -175.3(6) . . . . ?
C14 C15 C16 C12 0.6(9) . . . . ?
C23 P1 C17 C22 -33.4(5) . . . . ?
C29 P1 C17 C22 73.6(4) . . . . ?
Cu1 P1 C17 C22 -159.7(4) . . . . ?
C23 P1 C17 C18 148.1(4) . . . . ?
C29 P1 C17 C18 -104.9(4) . . . . ?
Cu1 P1 C17 C18 21.8(4) . . . . ?
C22 C17 C18 C19 -0.8(7) . . . . ?
P1 C17 C18 C19 177.7(4) . . . . ?
C17 C18 C19 C20 0.3(9) . . . . ?
C18 C19 C20 C21 0.9(10) . . . . ?
C19 C20 C21 C22 -1.4(10) . . . . ?
C18 C17 C22 C21 0.3(8) . . . . ?
P1 C17 C22 C21 -178.2(4) . . . . ?
C20 C21 C22 C17 0.8(9) . . . . ?
C17 P1 C23 C28 -76.3(4) . . . . ?
C29 P1 C23 C28 176.5(4) . . . . ?
Cu1 P1 C23 C28 53.2(5) . . . . ?
C17 P1 C23 N24 105.0(5) . . . . ?
C29 P1 C23 N24 -2.3(5) . . . . ?
Cu1 P1 C23 N24 -125.5(5) . . . . ?
C28 C23 N24 C25 0.2(10) . . . . ?
P1 C23 N24 C25 178.9(6) . . . . ?
C23 N24 C25 C26 1.5(12) . . . . ?
N24 C25 C26 C27 -1.9(13) . . . . ?
C25 C26 C27 C28 0.5(11) . . . . ?
N24 C23 C28 C27 -1.5(9) . . . . ?
P1 C23 C28 C27 179.7(5) . . . . ?
C26 C27 C28 C23 1.2(10) . . . . ?
C17 P1 C29 C30 177.4(4) . . . . ?
C23 P1 C29 C30 -76.1(4) . . . . ?
Cu1 P1 C29 C30 47.3(4) . . . . ?
C17 P1 C29 C34 2.0(4) . . . . ?
C23 P1 C29 C34 108.5(4) . . . . ?
Cu1 P1 C29 C34 -128.1(4) . . . . ?
C34 C29 C30 C31 -0.6(8) . . . . ?
P1 C29 C30 C31 -176.2(5) . . . . ?
C29 C30 C31 C32 0.8(10) . . . . ?
C30 C31 C32 C33 0.0(10) . . . . ?
C31 C32 C33 C34 -0.9(9) . . . . ?
C30 C29 C34 C33 -0.4(7) . . . . ?
P1 C29 C34 C33 174.8(4) . . . . ?
C32 C33 C34 C29 1.1(8) . . . . ?

_refine_diff_density_max         0.625
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.106

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_82
_database_code_depnum_ccdc_archive 'CCDC 1511713'
loop_
_audit_author_name
_audit_author_address
'Anna Kozakiewicz'
;Faculty of Chemistry, Nicolaus Copernicus University in Torun
Poland
;
_audit_update_record             
;
2018-05-26 deposited with the CCDC.	2019-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H23 Cu N5 O P S2'
_chemical_formula_sum            'C29 H23 Cu N5 O P S2'
_chemical_formula_weight         616.15

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                   9.8681(13)
_cell_length_b                   10.5055(14)
_cell_length_c                   15.218(2)
_cell_angle_alpha                86.886(11)
_cell_angle_beta                 88.725(11)
_cell_angle_gamma                66.073(13)
_cell_volume                     1439.9(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9716
_cell_measurement_theta_min      2.123
_cell_measurement_theta_max      28.580

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.421
_exptl_crystal_F_000             632
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.198
_exptl_crystal_size_mid          0.084
_exptl_crystal_size_min          0.057
_exptl_absorpt_coefficient_mu    0.991
_shelx_estimated_absorpt_T_min   0.828
_shelx_estimated_absorpt_T_max   0.945
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.647
_exptl_absorpt_correction_T_max  0.968
_exptl_absorpt_process_details   'Oxford Diffraction CrysAlis'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Oxford Sapphire CCD'
_diffrn_measurement_method       θ/2θ
_diffrn_detector_area_resol_mean 8.2564
_diffrn_reflns_number            9897
_diffrn_reflns_av_unetI/netI     0.1113
_diffrn_reflns_av_R_equivalents  0.0529
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.123
_diffrn_reflns_theta_max         28.580
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.870
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.870
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.870
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6391
_reflns_number_gt                3406
_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       'Oxford Diffraction CrysAlis'
_computing_cell_refinement       'Oxford Diffraction CrysAlis'
_computing_data_reduction        'Oxford Diffraction CrysAlis'
_computing_structure_solution    'SHELX-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  'CIFTAB (Sheldrick, 2014)'

_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)+(0.1141P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6391
_refine_ls_number_parameters     352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1436
_refine_ls_R_factor_gt           0.0669
_refine_ls_wR_factor_ref         0.2435
_refine_ls_wR_factor_gt          0.1619
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_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 -0.24418(8) -0.42707(7) 0.16805(5) 0.0477(3) Uani 1 1 d . . . . .
N1 N -0.3817(5) -0.3832(5) 0.0540(3) 0.0478(12) Uani 1 1 d . . . . .
C2 C -0.5218(7) -0.2842(6) 0.0405(5) 0.0593(17) Uani 1 1 d . . . . .
H2A H -0.5728 -0.2330 0.0878 0.071 Uiso 1 1 calc R U . . .
C3 C -0.5913(8) -0.2566(7) -0.0410(5) 0.0651(19) Uani 1 1 d . . . . .
H3A H -0.6860 -0.1867 -0.0483 0.078 Uiso 1 1 calc R U . . .
C4 C -0.5178(8) -0.3348(7) -0.1113(5) 0.067(2) Uani 1 1 d . . . . .
H4A H -0.5623 -0.3184 -0.1664 0.080 Uiso 1 1 calc R U . . .
C5 C -0.3758(8) -0.4383(7) -0.0976(5) 0.0592(17) Uani 1 1 d . . . . .
H5A H -0.3238 -0.4931 -0.1433 0.071 Uiso 1 1 calc R U . . .
C6 C -0.3140(7) -0.4575(6) -0.0147(4) 0.0478(14) Uani 1 1 d . . . . .
C7 C -0.1660(7) -0.5664(6) 0.0034(4) 0.0540(16) Uani 1 1 d . . . . .
H7A H -0.1143 -0.6251 -0.0407 0.065 Uiso 1 1 calc R U . . .
N8 N -0.1080(5) -0.5810(5) 0.0788(3) 0.0455(12) Uani 1 1 d . . . . .
N9 N 0.0295(6) -0.6888(5) 0.0928(4) 0.0582(14) Uani 1 1 d . . . . .
H9A H 0.0675 -0.7483 0.0530 0.070 Uiso 1 1 calc R U . . .
C10 C 0.1053(7) -0.7020(6) 0.1683(4) 0.0501(15) Uani 1 1 d . . . . .
O11 O 0.0580(5) -0.6234(5) 0.2284(3) 0.0714(14) Uani 1 1 d . . . . .
C12 C 0.2512(7) -0.8192(6) 0.1714(4) 0.0526(15) Uani 1 1 d . . . . .
S13 S 0.3547(3) -0.8519(3) 0.26595(15) 0.0999(8) Uani 1 1 d . . . . .
C14 C 0.4998(9) -0.9816(8) 0.2204(7) 0.089(3) Uani 1 1 d . . . . .
H14A H 0.5866 -1.0367 0.2506 0.106 Uiso 1 1 calc R U . . .
C15 C 0.4759(8) -0.9954(8) 0.1380(6) 0.079(2) Uani 1 1 d . . . . .
H15A H 0.5473 -1.0576 0.1024 0.094 Uiso 1 1 calc R U . . .
C16 C 0.3364(6) -0.9100(6) 0.1088(4) 0.0503(15) Uani 1 1 d . . . . .
H16A H 0.3021 -0.9126 0.0527 0.060 Uiso 1 1 calc R U . . .
P1 P -0.32461(16) -0.47027(15) 0.29692(10) 0.0412(4) Uani 1 1 d . . . . .
C17 C -0.2498(6) -0.6512(6) 0.3438(4) 0.0448(14) Uani 1 1 d . . . . .
C18 C -0.1942(7) -0.7560(6) 0.2854(4) 0.0560(16) Uani 1 1 d . . . . .
H18A H -0.1896 -0.7342 0.2256 0.067 Uiso 1 1 calc R U . . .
C19 C -0.1447(9) -0.8947(8) 0.3160(7) 0.086(3) Uani 1 1 d . . . . .
H19A H -0.1097 -0.9658 0.2768 0.103 Uiso 1 1 calc R U . . .
C20 C -0.1482(9) -0.9253(9) 0.4044(7) 0.089(3) Uani 1 1 d . . . . .
H20A H -0.1152 -1.0179 0.4251 0.107 Uiso 1 1 calc R U . . .
C21 C -0.1993(10) -0.8222(9) 0.4619(6) 0.089(3) Uani 1 1 d . . . . .
H21A H -0.1969 -0.8449 0.5219 0.106 Uiso 1 1 calc R U . . .
C22 C -0.2552(7) -0.6829(7) 0.4324(4) 0.0600(17) Uani 1 1 d . . . . .
H22A H -0.2954 -0.6124 0.4719 0.072 Uiso 1 1 calc R U . . .
C23 C -0.5240(7) -0.4166(6) 0.3018(4) 0.0469(14) Uani 1 1 d . . . . .
C24 C -0.6072(7) -0.2878(6) 0.2655(5) 0.0577(17) Uani 1 1 d . . . . .
H24A H -0.5609 -0.2319 0.2424 0.069 Uiso 1 1 calc R U . . .
C25 C -0.7548(8) -0.2407(8) 0.2628(5) 0.079(2) Uani 1 1 d . . . . .
H25A H -0.8080 -0.1502 0.2403 0.095 Uiso 1 1 calc R U . . .
C26 C -0.8333(8) -0.3182(9) 0.2912(5) 0.072(2) Uani 1 1 d . . . . .
H26A H -0.9359 -0.2833 0.2861 0.087 Uiso 1 1 calc R U . . .
C27 C -0.7520(8) -0.4495(8) 0.3274(5) 0.0674(19) Uani 1 1 d . . . . .
H27A H -0.7994 -0.5057 0.3482 0.081 Uiso 1 1 calc R U . . .
C28 C -0.5976(7) -0.4985(7) 0.3329(4) 0.0516(15) Uani 1 1 d . . . . .
H28A H -0.5432 -0.5873 0.3578 0.062 Uiso 1 1 calc R U . . .
C29 C -0.2894(7) -0.3743(6) 0.3840(4) 0.0478(14) Uani 1 1 d . . . . .
C30 C -0.1446(8) -0.3883(9) 0.3957(5) 0.082(3) Uani 1 1 d . . . . .
H30A H -0.0706 -0.4443 0.3587 0.098 Uiso 1 1 calc R U . . .
C31 C -0.1070(11) -0.3207(10) 0.4611(6) 0.097(3) Uani 1 1 d . . . . .
H31A H -0.0089 -0.3345 0.4694 0.117 Uiso 1 1 calc R U . . .
C32 C -0.2168(11) -0.2340(9) 0.5127(6) 0.090(3) Uani 1 1 d . . . . .
H32A H -0.1939 -0.1865 0.5559 0.108 Uiso 1 1 calc R U . . .
C33 C -0.3599(11) -0.2168(9) 0.5011(6) 0.094(3) Uani 1 1 d . . . . .
H33A H -0.4332 -0.1568 0.5368 0.113 Uiso 1 1 calc R U . . .
N34 N -0.4010(8) -0.2868(8) 0.4369(5) 0.095(2) Uani 1 1 d . . . . .
N35 N -0.1663(6) -0.2803(5) 0.1528(4) 0.0566(14) Uani 1 1 d . . . . .
C36 C -0.1271(6) -0.1975(6) 0.1257(4) 0.0440(13) Uani 1 1 d . . . . .
S37 S -0.0642(2) -0.08398(17) 0.08240(13) 0.0637(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N35 1.984(5) . ?
Cu1 N1 2.139(5) . ?
Cu1 N8 2.159(5) . ?
Cu1 P1 2.1928(16) . ?
N1 C6 1.335(8) . ?
N1 C2 1.363(7) . ?
C2 C3 1.390(9) . ?
C2 H2A 0.9300 . ?
C3 C4 1.386(10) . ?
C3 H3A 0.9300 . ?
C4 C5 1.393(9) . ?
C4 H4A 0.9300 . ?
C5 C6 1.383(9) . ?
C5 H5A 0.9300 . ?
C6 C7 1.465(8) . ?
C7 N8 1.268(8) . ?
C7 H7A 0.9300 . ?
N8 N9 1.381(6) . ?
N9 C10 1.356(8) . ?
N9 H9A 0.8600 . ?
C10 O11 1.218(7) . ?
C10 C12 1.466(8) . ?
C12 C16 1.392(8) . ?
C12 S13 1.720(7) . ?
S13 C14 1.692(9) . ?
C14 C15 1.308(11) . ?
C14 H14A 0.9300 . ?
C15 C16 1.372(9) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
P1 C23 1.815(6) . ?
P1 C29 1.828(6) . ?
P1 C17 1.845(6) . ?
C17 C22 1.377(9) . ?
C17 C18 1.378(8) . ?
C18 C19 1.391(9) . ?
C18 H18A 0.9300 . ?
C19 C20 1.369(12) . ?
C19 H19A 0.9300 . ?
C20 C21 1.354(12) . ?
C20 H20A 0.9300 . ?
C21 C22 1.390(10) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.360(8) . ?
C23 C28 1.392(7) . ?
C24 C25 1.336(9) . ?
C24 H24A 0.9300 . ?
C25 C26 1.381(10) . ?
C25 H25A 0.9300 . ?
C26 C27 1.375(10) . ?
C26 H26A 0.9300 . ?
C27 C28 1.399(9) . ?
C27 H27A 0.9300 . ?
C28 H28A 0.9300 . ?
C29 N34 1.387(9) . ?
C29 C30 1.391(9) . ?
C30 C31 1.392(10) . ?
C30 H30A 0.9300 . ?
C31 C32 1.364(12) . ?
C31 H31A 0.9300 . ?
C32 C33 1.364(12) . ?
C32 H32A 0.9300 . ?
C33 N34 1.414(10) . ?
C33 H33A 0.9300 . ?
N35 C36 1.141(7) . ?
C36 S37 1.655(6) . ?

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
N35 Cu1 N1 101.0(2) . . ?
N35 Cu1 N8 102.58(19) . . ?
N1 Cu1 N8 77.05(19) . . ?
N35 Cu1 P1 120.31(17) . . ?
N1 Cu1 P1 120.36(14) . . ?
N8 Cu1 P1 125.94(13) . . ?
C6 N1 C2 116.9(6) . . ?
C6 N1 Cu1 113.8(4) . . ?
C2 N1 Cu1 129.0(5) . . ?
N1 C2 C3 122.6(7) . . ?
N1 C2 H2A 118.7 . . ?
C3 C2 H2A 118.7 . . ?
C4 C3 C2 119.2(6) . . ?
C4 C3 H3A 120.4 . . ?
C2 C3 H3A 120.4 . . ?
C3 C4 C5 118.6(7) . . ?
C3 C4 H4A 120.7 . . ?
C5 C4 H4A 120.7 . . ?
C6 C5 C4 118.4(7) . . ?
C6 C5 H5A 120.8 . . ?
C4 C5 H5A 120.8 . . ?
N1 C6 C5 124.2(6) . . ?
N1 C6 C7 115.2(6) . . ?
C5 C6 C7 120.5(6) . . ?
N8 C7 C6 120.3(6) . . ?
N8 C7 H7A 119.8 . . ?
C6 C7 H7A 119.8 . . ?
C7 N8 N9 117.6(5) . . ?
C7 N8 Cu1 113.1(4) . . ?
N9 N8 Cu1 129.3(4) . . ?
C10 N9 N8 120.9(5) . . ?
C10 N9 H9A 119.5 . . ?
N8 N9 H9A 119.5 . . ?
O11 C10 N9 123.5(6) . . ?
O11 C10 C12 122.5(6) . . ?
N9 C10 C12 113.9(6) . . ?
C16 C12 C10 133.2(6) . . ?
C16 C12 S13 108.2(5) . . ?
C10 C12 S13 118.4(5) . . ?
C14 S13 C12 92.1(4) . . ?
C15 C14 S13 112.2(6) . . ?
C15 C14 H14A 123.9 . . ?
S13 C14 H14A 123.9 . . ?
C14 C15 C16 114.1(7) . . ?
C14 C15 H15A 123.0 . . ?
C16 C15 H15A 123.0 . . ?
C15 C16 C12 113.2(6) . . ?
C15 C16 H16A 123.4 . . ?
C12 C16 H16A 123.4 . . ?
C23 P1 C29 103.1(3) . . ?
C23 P1 C17 103.8(3) . . ?
C29 P1 C17 102.9(3) . . ?
C23 P1 Cu1 113.8(2) . . ?
C29 P1 Cu1 112.66(18) . . ?
C17 P1 Cu1 118.8(2) . . ?
C22 C17 C18 120.4(6) . . ?
C22 C17 P1 122.5(5) . . ?
C18 C17 P1 117.0(5) . . ?
C17 C18 C19 119.8(7) . . ?
C17 C18 H18A 120.1 . . ?
C19 C18 H18A 120.1 . . ?
C20 C19 C18 119.4(8) . . ?
C20 C19 H19A 120.3 . . ?
C18 C19 H19A 120.3 . . ?
C21 C20 C19 120.6(8) . . ?
C21 C20 H20A 119.7 . . ?
C19 C20 H20A 119.7 . . ?
C20 C21 C22 120.9(8) . . ?
C20 C21 H21A 119.5 . . ?
C22 C21 H21A 119.5 . . ?
C17 C22 C21 118.7(7) . . ?
C17 C22 H22A 120.6 . . ?
C21 C22 H22A 120.6 . . ?
C24 C23 C28 117.8(6) . . ?
C24 C23 P1 116.0(4) . . ?
C28 C23 P1 126.1(5) . . ?
C25 C24 C23 120.6(6) . . ?
C25 C24 H24A 119.7 . . ?
C23 C24 H24A 119.7 . . ?
C24 C25 C26 124.1(7) . . ?
C24 C25 H25A 118.0 . . ?
C26 C25 H25A 118.0 . . ?
C27 C26 C25 116.6(7) . . ?
C27 C26 H26A 121.7 . . ?
C25 C26 H26A 121.7 . . ?
C26 C27 C28 119.9(6) . . ?
C26 C27 H27A 120.1 . . ?
C28 C27 H27A 120.1 . . ?
C23 C28 C27 121.1(6) . . ?
C23 C28 H28A 119.5 . . ?
C27 C28 H28A 119.5 . . ?
N34 C29 C30 119.3(6) . . ?
N34 C29 P1 122.8(5) . . ?
C30 C29 P1 117.9(5) . . ?
C29 C30 C31 121.9(7) . . ?
C29 C30 H30A 119.0 . . ?
C31 C30 H30A 119.0 . . ?
C32 C31 C30 118.8(8) . . ?
C32 C31 H31A 120.6 . . ?
C30 C31 H31A 120.6 . . ?
C33 C32 C31 120.1(8) . . ?
C33 C32 H32A 120.0 . . ?
C31 C32 H32A 120.0 . . ?
C32 C33 N34 122.4(8) . . ?
C32 C33 H33A 118.8 . . ?
N34 C33 H33A 118.8 . . ?
C29 N34 C33 117.4(7) . . ?
C36 N35 Cu1 165.5(5) . . ?
N35 C36 S37 176.7(6) . . ?

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 N1 C2 C3 -2.2(9) . . . . ?
Cu1 N1 C2 C3 172.1(4) . . . . ?
N1 C2 C3 C4 1.7(10) . . . . ?
C2 C3 C4 C5 -0.2(10) . . . . ?
C3 C4 C5 C6 -0.6(9) . . . . ?
C2 N1 C6 C5 1.2(9) . . . . ?
Cu1 N1 C6 C5 -173.9(5) . . . . ?
C2 N1 C6 C7 -177.7(5) . . . . ?
Cu1 N1 C6 C7 7.2(6) . . . . ?
C4 C5 C6 N1 0.1(9) . . . . ?
C4 C5 C6 C7 179.0(6) . . . . ?
N1 C6 C7 N8 -3.1(9) . . . . ?
C5 C6 C7 N8 177.9(6) . . . . ?
C6 C7 N8 N9 177.7(5) . . . . ?
C6 C7 N8 Cu1 -2.7(7) . . . . ?
C7 N8 N9 C10 172.9(6) . . . . ?
Cu1 N8 N9 C10 -6.6(8) . . . . ?
N8 N9 C10 O11 1.3(9) . . . . ?
N8 N9 C10 C12 -178.1(5) . . . . ?
O11 C10 C12 C16 -170.2(7) . . . . ?
N9 C10 C12 C16 9.2(10) . . . . ?
O11 C10 C12 S13 3.6(8) . . . . ?
N9 C10 C12 S13 -177.0(4) . . . . ?
C16 C12 S13 C14 -0.8(5) . . . . ?
C10 C12 S13 C14 -176.1(5) . . . . ?
C12 S13 C14 C15 3.1(7) . . . . ?
S13 C14 C15 C16 -4.5(10) . . . . ?
C14 C15 C16 C12 3.9(10) . . . . ?
C10 C12 C16 C15 172.8(7) . . . . ?
S13 C12 C16 C15 -1.5(7) . . . . ?
C23 P1 C17 C22 -73.8(6) . . . . ?
C29 P1 C17 C22 33.5(6) . . . . ?
Cu1 P1 C17 C22 158.7(5) . . . . ?
C23 P1 C17 C18 102.9(5) . . . . ?
C29 P1 C17 C18 -149.9(5) . . . . ?
Cu1 P1 C17 C18 -24.6(5) . . . . ?
C22 C17 C18 C19 0.8(10) . . . . ?
P1 C17 C18 C19 -176.0(5) . . . . ?
C17 C18 C19 C20 -1.8(11) . . . . ?
C18 C19 C20 C21 0.0(14) . . . . ?
C19 C20 C21 C22 2.8(14) . . . . ?
C18 C17 C22 C21 2.0(10) . . . . ?
P1 C17 C22 C21 178.5(5) . . . . ?
C20 C21 C22 C17 -3.8(12) . . . . ?
C29 P1 C23 C24 77.0(6) . . . . ?
C17 P1 C23 C24 -176.0(5) . . . . ?
Cu1 P1 C23 C24 -45.3(6) . . . . ?
C29 P1 C23 C28 -108.1(6) . . . . ?
C17 P1 C23 C28 -1.1(6) . . . . ?
Cu1 P1 C23 C28 129.5(5) . . . . ?
C28 C23 C24 C25 2.1(11) . . . . ?
P1 C23 C24 C25 177.4(6) . . . . ?
C23 C24 C25 C26 -3.4(13) . . . . ?
C24 C25 C26 C27 2.6(13) . . . . ?
C25 C26 C27 C28 -0.7(11) . . . . ?
C24 C23 C28 C27 -0.3(9) . . . . ?
P1 C23 C28 C27 -175.1(5) . . . . ?
C26 C27 C28 C23 -0.3(10) . . . . ?
C23 P1 C29 N34 1.0(6) . . . . ?
C17 P1 C29 N34 -106.8(6) . . . . ?
Cu1 P1 C29 N34 124.1(5) . . . . ?
C23 P1 C29 C30 -177.5(6) . . . . ?
C17 P1 C29 C30 74.7(6) . . . . ?
Cu1 P1 C29 C30 -54.4(6) . . . . ?
N34 C29 C30 C31 2.3(12) . . . . ?
P1 C29 C30 C31 -179.1(7) . . . . ?
C29 C30 C31 C32 -2.7(14) . . . . ?
C30 C31 C32 C33 1.4(14) . . . . ?
C31 C32 C33 N34 0.3(15) . . . . ?
C30 C29 N34 C33 -0.6(11) . . . . ?
P1 C29 N34 C33 -179.1(6) . . . . ?
C32 C33 N34 C29 -0.7(13) . . . . ?

_refine_diff_density_max         0.495
_refine_diff_density_min         -0.626
_refine_diff_density_rms         0.148

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_a108
_database_code_depnum_ccdc_archive 'CCDC 1547974'
loop_
_audit_author_name
_audit_author_address
'Anna Kozakiewicz'
;Faculty of Chemistry, Nicolaus Copernicus University in Torun
Poland
;
_audit_update_record             
;
2018-05-26 deposited with the CCDC.	2019-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H18 Cu N4 O P S5'
_chemical_formula_sum            'C24 H18 Cu N4 O P S5'
_chemical_formula_weight         633.23

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                   9.7960(15)
_cell_length_b                   12.651(3)
_cell_length_c                   12.905(2)
_cell_angle_alpha                63.694(19)
_cell_angle_beta                 84.050(14)
_cell_angle_gamma                71.894(16)
_cell_volume                     1361.6(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6980
_cell_measurement_theta_min      2.189
_cell_measurement_theta_max      23.999

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_F_000             644
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.268
_exptl_crystal_size_mid          0.248
_exptl_crystal_size_min          0.091
_exptl_absorpt_coefficient_mu    1.270
_shelx_estimated_absorpt_T_min   0.727
_shelx_estimated_absorpt_T_max   0.893
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.779
_exptl_absorpt_correction_T_max  0.885
_exptl_absorpt_process_details   'Oxford Diffraction CrysAlis'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Oxford Sapphire CCD'
_diffrn_measurement_method       θ/2θ
_diffrn_detector_area_resol_mean 8.2564
_diffrn_reflns_number            7147
_diffrn_reflns_av_unetI/netI     0.1174
_diffrn_reflns_av_R_equivalents  0.0814
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.189
_diffrn_reflns_theta_max         23.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.866
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.866
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.866
_reflns_number_total             4262
_reflns_number_gt                2369
_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       'Oxford Diffraction CrysAlis'
_computing_cell_refinement       'Oxford Diffraction CrysAlis'
_computing_data_reduction        'Oxford Diffraction CrysAlis'
_computing_structure_solution    'SHELX-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  'CIFTAB (Sheldrick, 2014)'

_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)+(0.1657P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4262
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1478
_refine_ls_R_factor_gt           0.0913
_refine_ls_wR_factor_ref         0.3017
_refine_ls_wR_factor_gt          0.2331
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_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 0.08591(13) 0.72398(11) 0.18205(10) 0.0607(5) Uani 1 1 d . . . . .
N1 N -0.1441(8) 0.7653(7) 0.1984(7) 0.057(2) Uani 1 1 d . . . . .
C2 C -0.2239(12) 0.7327(9) 0.2911(9) 0.066(3) Uani 1 1 d . . . . .
H2A H -0.1784 0.6933 0.3640 0.080 Uiso 1 1 calc R U . . .
C3 C -0.3729(13) 0.7549(10) 0.2840(11) 0.076(3) Uani 1 1 d . . . . .
H3A H -0.4246 0.7319 0.3509 0.091 Uiso 1 1 calc R U . . .
C4 C -0.4412(12) 0.8108(11) 0.1773(12) 0.079(3) Uani 1 1 d . . . . .
H4A H -0.5396 0.8252 0.1702 0.094 Uiso 1 1 calc R U . . .
C5 C -0.3615(11) 0.8447(10) 0.0821(10) 0.069(3) Uani 1 1 d . . . . .
H5A H -0.4054 0.8819 0.0088 0.082 Uiso 1 1 calc R U . . .
C6 C -0.2157(10) 0.8243(8) 0.0935(8) 0.054(2) Uani 1 1 d . . . . .
C7 C -0.1342(10) 0.8690(9) -0.0088(9) 0.060(3) Uani 1 1 d . . . . .
H7A H -0.1788 0.9123 -0.0822 0.072 Uiso 1 1 calc R U . . .
N8 N 0.0024(9) 0.8469(7) 0.0051(7) 0.061(2) Uani 1 1 d . . . . .
N9 N 0.0782(9) 0.8876(8) -0.0919(7) 0.068(2) Uani 1 1 d . . . . .
H9A H 0.0333 0.9249 -0.1582 0.082 Uiso 1 1 calc R U . . .
C10 C 0.2255(11) 0.8715(9) -0.0881(10) 0.061(3) Uani 1 1 d . . . . .
O11 O 0.2945(9) 0.8193(8) 0.0018(6) 0.089(2) Uani 1 1 d . . . . .
C12 C 0.2843(10) 0.9236(8) -0.2040(9) 0.060(3) Uani 1 1 d . . . . .
S13 S 0.4611(3) 0.9176(3) -0.2095(3) 0.0753(9) Uani 1 1 d . . . . .
C14 C 0.4487(12) 0.9960(10) -0.3556(10) 0.072(3) Uani 1 1 d . . . . .
H14A H 0.5259 1.0161 -0.3999 0.086 Uiso 1 1 calc R U . . .
C15 C 0.3177(12) 1.0265(11) -0.4015(10) 0.077(3) Uani 1 1 d . . . . .
H15A H 0.2957 1.0693 -0.4806 0.092 Uiso 1 1 calc R U . . .
C16 C 0.2156(11) 0.9875(10) -0.3183(8) 0.066(3) Uani 1 1 d . . . . .
H16A H 0.1197 1.0009 -0.3346 0.079 Uiso 1 1 calc R U . . .
P1 P 0.1997(3) 0.5319(2) 0.2118(2) 0.0515(7) Uani 1 1 d . . . . .
C17 C 0.2518(10) 0.5019(9) 0.0858(8) 0.057(2) Uani 1 1 d . . . . .
S18 S 0.1370(4) 0.5839(4) -0.0340(3) 0.1057(13) Uani 1 1 d . . . . .
C19 C 0.2501(17) 0.5049(16) -0.1021(13) 0.111(5) Uani 1 1 d . . . . .
H19A H 0.2299 0.5170 -0.1761 0.133 Uiso 1 1 calc R U . . .
C20 C 0.3683(13) 0.4255(12) -0.0422(13) 0.093(4) Uani 1 1 d . . . . .
H20A H 0.4390 0.3786 -0.0715 0.112 Uiso 1 1 calc R U . . .
C21 C 0.3809(10) 0.4162(10) 0.0692(8) 0.059(2) Uani 1 1 d . . . . .
H21A H 0.4575 0.3648 0.1224 0.071 Uiso 1 1 calc R U . . .
C22 C 0.3665(9) 0.4636(8) 0.2990(8) 0.053(2) Uani 1 1 d . . . . .
S23 S 0.4518(4) 0.3074(3) 0.3652(3) 0.0976(11) Uani 1 1 d . . . . .
C24 C 0.5881(11) 0.3270(11) 0.4213(10) 0.080(3) Uani 1 1 d . . . . .
H24A H 0.6669 0.2638 0.4656 0.096 Uiso 1 1 calc R U . . .
C25 C 0.5636(14) 0.4482(13) 0.3916(13) 0.099(4) Uani 1 1 d . . . . .
H25A H 0.6262 0.4765 0.4150 0.118 Uiso 1 1 calc R U . . .
C26 C 0.4361(9) 0.5307(9) 0.3220(9) 0.061(3) Uani 1 1 d . . . . .
H26A H 0.4051 0.6159 0.2964 0.073 Uiso 1 1 calc R U . . .
C27 C 0.1038(11) 0.4187(9) 0.2945(9) 0.062(3) Uani 1 1 d . . . . .
S28 S 0.1163(4) 0.2939(3) 0.2751(3) 0.0963(11) Uani 1 1 d . . . . .
C29 C 0.0118(12) 0.2451(12) 0.3833(12) 0.088(4) Uani 1 1 d . . . . .
H29A H -0.0150 0.1742 0.4040 0.105 Uiso 1 1 calc R U . . .
C30 C -0.0314(13) 0.3177(14) 0.4391(12) 0.099(5) Uani 1 1 d . . . . .
H30A H -0.0882 0.2980 0.5033 0.119 Uiso 1 1 calc R U . . .
C31 C 0.0131(7) 0.4237(7) 0.3960(6) 0.0301(16) Uani 1 1 d . . . . .
H31A H -0.0079 0.4837 0.4232 0.036 Uiso 1 1 calc R U . . .
N41 N 0.1505(8) 0.8095(8) 0.2548(7) 0.064(2) Uani 1 1 d . . . . .
C42 C 0.1697(9) 0.8734(9) 0.2879(8) 0.053(2) Uani 1 1 d . . . . .
S43 S 0.1924(3) 0.9681(3) 0.3343(3) 0.0753(9) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N41 1.976(9) . ?
Cu1 N1 2.160(8) . ?
Cu1 N8 2.180(8) . ?
Cu1 P1 2.208(3) . ?
N1 C2 1.334(12) . ?
N1 C6 1.363(12) . ?
C2 C3 1.403(14) . ?
C2 H2A 0.9300 . ?
C3 C4 1.371(16) . ?
C3 H3A 0.9300 . ?
C4 C5 1.358(15) . ?
C4 H4A 0.9300 . ?
C5 C6 1.382(13) . ?
C5 H5A 0.9300 . ?
C6 C7 1.450(13) . ?
C7 N8 1.294(11) . ?
C7 H7A 0.9300 . ?
N8 N9 1.362(10) . ?
N9 C10 1.397(12) . ?
N9 H9A 0.8600 . ?
C10 O11 1.202(12) . ?
C10 C12 1.479(14) . ?
C12 C16 1.447(14) . ?
C12 S13 1.705(10) . ?
S13 C14 1.693(11) . ?
C14 C15 1.339(14) . ?
C14 H14A 0.9300 . ?
C15 C16 1.418(15) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
P1 C17 1.818(10) . ?
P1 C22 1.823(9) . ?
P1 C27 1.829(11) . ?
C17 C21 1.455(13) . ?
C17 S18 1.716(10) . ?
S18 C19 1.699(14) . ?
C19 C20 1.312(19) . ?
C19 H19A 0.9300 . ?
C20 C21 1.404(16) . ?
C20 H20A 0.9300 . ?
C21 H21A 0.9300 . ?
C22 C26 1.378(13) . ?
C22 S23 1.720(9) . ?
S23 C24 1.713(12) . ?
C24 C25 1.352(17) . ?
C24 H24A 0.9300 . ?
C25 C26 1.431(16) . ?
C25 H25A 0.9300 . ?
C26 H26A 0.9300 . ?
C27 C31 1.519(13) . ?
C27 S28 1.671(10) . ?
S28 C29 1.647(13) . ?
C29 C30 1.350(18) . ?
C29 H29A 0.9300 . ?
C30 C31 1.397(17) . ?
C30 H30A 0.9300 . ?
C31 H31A 0.9300 . ?
N41 C42 1.134(11) . ?
C42 S43 1.635(11) . ?

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
N41 Cu1 N1 106.4(3) . . ?
N41 Cu1 N8 112.2(3) . . ?
N1 Cu1 N8 76.7(3) . . ?
N41 Cu1 P1 122.8(2) . . ?
N1 Cu1 P1 115.1(2) . . ?
N8 Cu1 P1 114.3(2) . . ?
C2 N1 C6 116.3(9) . . ?
C2 N1 Cu1 131.3(7) . . ?
C6 N1 Cu1 112.1(6) . . ?
N1 C2 C3 123.2(10) . . ?
N1 C2 H2A 118.4 . . ?
C3 C2 H2A 118.4 . . ?
C4 C3 C2 119.1(11) . . ?
C4 C3 H3A 120.4 . . ?
C2 C3 H3A 120.4 . . ?
C5 C4 C3 118.3(11) . . ?
C5 C4 H4A 120.8 . . ?
C3 C4 H4A 120.8 . . ?
C4 C5 C6 120.4(11) . . ?
C4 C5 H5A 119.8 . . ?
C6 C5 H5A 119.8 . . ?
N1 C6 C5 122.6(9) . . ?
N1 C6 C7 117.7(9) . . ?
C5 C6 C7 119.7(9) . . ?
N8 C7 C6 118.0(9) . . ?
N8 C7 H7A 121.0 . . ?
C6 C7 H7A 121.0 . . ?
C7 N8 N9 117.4(8) . . ?
C7 N8 Cu1 114.0(6) . . ?
N9 N8 Cu1 128.0(6) . . ?
N8 N9 C10 122.8(8) . . ?
N8 N9 H9A 118.6 . . ?
C10 N9 H9A 118.6 . . ?
O11 C10 N9 121.8(10) . . ?
O11 C10 C12 125.0(9) . . ?
N9 C10 C12 113.1(9) . . ?
C16 C12 C10 131.1(9) . . ?
C16 C12 S13 111.6(8) . . ?
C10 C12 S13 117.2(7) . . ?
C14 S13 C12 91.6(5) . . ?
C15 C14 S13 113.9(8) . . ?
C15 C14 H14A 123.0 . . ?
S13 C14 H14A 123.0 . . ?
C14 C15 C16 113.8(10) . . ?
C14 C15 H15A 123.1 . . ?
C16 C15 H15A 123.1 . . ?
C15 C16 C12 109.1(9) . . ?
C15 C16 H16A 125.5 . . ?
C12 C16 H16A 125.5 . . ?
C17 P1 C22 103.6(4) . . ?
C17 P1 C27 102.5(4) . . ?
C22 P1 C27 100.7(4) . . ?
C17 P1 Cu1 117.8(3) . . ?
C22 P1 Cu1 114.3(3) . . ?
C27 P1 Cu1 115.7(3) . . ?
C21 C17 S18 112.7(7) . . ?
C21 C17 P1 129.4(7) . . ?
S18 C17 P1 118.0(5) . . ?
C19 S18 C17 89.7(7) . . ?
C20 C19 S18 114.8(11) . . ?
C20 C19 H19A 122.6 . . ?
S18 C19 H19A 122.6 . . ?
C19 C20 C21 115.5(11) . . ?
C19 C20 H20A 122.3 . . ?
C21 C20 H20A 122.3 . . ?
C20 C21 C17 107.3(9) . . ?
C20 C21 H21A 126.4 . . ?
C17 C21 H21A 126.4 . . ?
C26 C22 S23 112.4(7) . . ?
C26 C22 P1 123.9(7) . . ?
S23 C22 P1 123.6(5) . . ?
C24 S23 C22 92.5(5) . . ?
C25 C24 S23 109.7(9) . . ?
C25 C24 H24A 125.1 . . ?
S23 C24 H24A 125.1 . . ?
C24 C25 C26 116.2(10) . . ?
C24 C25 H25A 121.9 . . ?
C26 C25 H25A 121.9 . . ?
C22 C26 C25 109.1(9) . . ?
C22 C26 H26A 125.5 . . ?
C25 C26 H26A 125.5 . . ?
C31 C27 S28 112.8(7) . . ?
C31 C27 P1 122.5(6) . . ?
S28 C27 P1 124.6(6) . . ?
C29 S28 C27 92.4(6) . . ?
C30 C29 S28 113.7(11) . . ?
C30 C29 H29A 123.1 . . ?
S28 C29 H29A 123.1 . . ?
C29 C30 C31 116.9(12) . . ?
C29 C30 H30A 121.5 . . ?
C31 C30 H30A 121.5 . . ?
C30 C31 C27 104.1(8) . . ?
C30 C31 H31A 127.9 . . ?
C27 C31 H31A 127.9 . . ?
C42 N41 Cu1 169.4(8) . . ?
N41 C42 S43 178.3(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
C6 N1 C2 C3 0.9(14) . . . . ?
Cu1 N1 C2 C3 -171.3(7) . . . . ?
N1 C2 C3 C4 1.1(16) . . . . ?
C2 C3 C4 C5 -1.2(16) . . . . ?
C3 C4 C5 C6 -0.8(16) . . . . ?
C2 N1 C6 C5 -3.0(13) . . . . ?
Cu1 N1 C6 C5 170.7(7) . . . . ?
C2 N1 C6 C7 175.6(8) . . . . ?
Cu1 N1 C6 C7 -10.7(10) . . . . ?
C4 C5 C6 N1 3.0(15) . . . . ?
C4 C5 C6 C7 -175.6(10) . . . . ?
N1 C6 C7 N8 2.2(13) . . . . ?
C5 C6 C7 N8 -179.1(9) . . . . ?
C6 C7 N8 N9 179.0(8) . . . . ?
C6 C7 N8 Cu1 7.6(11) . . . . ?
C7 N8 N9 C10 178.7(9) . . . . ?
Cu1 N8 N9 C10 -11.2(13) . . . . ?
N8 N9 C10 O11 0.6(15) . . . . ?
N8 N9 C10 C12 -179.8(8) . . . . ?
O11 C10 C12 C16 179.6(11) . . . . ?
N9 C10 C12 C16 0.1(15) . . . . ?
O11 C10 C12 S13 -4.4(14) . . . . ?
N9 C10 C12 S13 176.1(7) . . . . ?
C16 C12 S13 C14 0.3(8) . . . . ?
C10 C12 S13 C14 -176.5(8) . . . . ?
C12 S13 C14 C15 -0.3(9) . . . . ?
S13 C14 C15 C16 0.3(13) . . . . ?
C14 C15 C16 C12 -0.1(14) . . . . ?
C10 C12 C16 C15 176.1(10) . . . . ?
S13 C12 C16 C15 -0.1(11) . . . . ?
C22 P1 C17 C21 15.6(10) . . . . ?
C27 P1 C17 C21 -88.9(9) . . . . ?
Cu1 P1 C17 C21 142.9(8) . . . . ?
C22 P1 C17 S18 -164.1(5) . . . . ?
C27 P1 C17 S18 91.4(6) . . . . ?
Cu1 P1 C17 S18 -36.8(7) . . . . ?
C21 C17 S18 C19 2.1(8) . . . . ?
P1 C17 S18 C19 -178.1(7) . . . . ?
C17 S18 C19 C20 -2.1(12) . . . . ?
S18 C19 C20 C21 1.5(18) . . . . ?
C19 C20 C21 C17 0.1(16) . . . . ?
S18 C17 C21 C20 -1.7(11) . . . . ?
P1 C17 C21 C20 178.5(8) . . . . ?
C17 P1 C22 C26 114.4(9) . . . . ?
C27 P1 C22 C26 -139.7(9) . . . . ?
Cu1 P1 C22 C26 -15.0(9) . . . . ?
C17 P1 C22 S23 -67.5(7) . . . . ?
C27 P1 C22 S23 38.3(7) . . . . ?
Cu1 P1 C22 S23 163.0(5) . . . . ?
C26 C22 S23 C24 -2.3(8) . . . . ?
P1 C22 S23 C24 179.4(7) . . . . ?
C22 S23 C24 C25 1.6(10) . . . . ?
S23 C24 C25 C26 -0.5(15) . . . . ?
S23 C22 C26 C25 2.3(11) . . . . ?
P1 C22 C26 C25 -179.4(8) . . . . ?
C24 C25 C26 C22 -1.2(15) . . . . ?
C17 P1 C27 C31 -167.4(7) . . . . ?
C22 P1 C27 C31 85.9(7) . . . . ?
Cu1 P1 C27 C31 -37.9(8) . . . . ?
C17 P1 C27 S28 17.9(7) . . . . ?
C22 P1 C27 S28 -88.8(7) . . . . ?
Cu1 P1 C27 S28 147.4(5) . . . . ?
C31 C27 S28 C29 1.5(7) . . . . ?
P1 C27 S28 C29 176.6(7) . . . . ?
C27 S28 C29 C30 -2.1(10) . . . . ?
S28 C29 C30 C31 2.2(14) . . . . ?
C29 C30 C31 C27 -1.0(13) . . . . ?
S28 C27 C31 C30 -0.6(9) . . . . ?
P1 C27 C31 C30 -175.8(7) . . . . ?

_refine_diff_density_max         0.922
_refine_diff_density_min         -0.729
_refine_diff_density_rms         0.139

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_a124
_database_code_depnum_ccdc_archive 'CCDC 1547975'
loop_
_audit_author_name
_audit_author_address
'Anna Kozakiewicz'
;Faculty of Chemistry, Nicolaus Copernicus University in Torun
Poland
;
_audit_update_record             
;
2018-05-26 deposited with the CCDC.	2019-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H18 Cu N4 O2 P S4'
_chemical_formula_sum            'C24 H18 Cu N4 O2 P S4'
_chemical_formula_weight         617.17

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                   9.8303(7)
_cell_length_b                   12.5727(12)
_cell_length_c                   12.6202(12)
_cell_angle_alpha                65.192(9)
_cell_angle_beta                 85.784(7)
_cell_angle_gamma                71.776(8)
_cell_volume                     1341.8(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6780
_cell_measurement_theta_min      2.186
_cell_measurement_theta_max      28.467

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_F_000             628
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.439
_exptl_crystal_size_mid          0.311
_exptl_crystal_size_min          0.025
_exptl_absorpt_coefficient_mu    1.215
_shelx_estimated_absorpt_T_min   0.618
_shelx_estimated_absorpt_T_max   0.971
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.647
_exptl_absorpt_correction_T_max  0.968
_exptl_absorpt_process_details   'Oxford Diffraction CrysAlis'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Oxford Sapphire CCD'
_diffrn_measurement_method       θ/2θ
_diffrn_detector_area_resol_mean 8.2564
_diffrn_reflns_number            9712
_diffrn_reflns_av_unetI/netI     0.0888
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.186
_diffrn_reflns_theta_max         28.467
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.877
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.877
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.877
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5947
_reflns_number_gt                3664
_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       'Oxford Diffraction CrysAlis'
_computing_cell_refinement       'Oxford Diffraction CrysAlis'
_computing_data_reduction        'Oxford Diffraction CrysAlis'
_computing_structure_solution    'SHELX-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  'CIFTAB (Sheldrick, 2014)'

_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)+(0.0596P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5947
_refine_ls_number_parameters     344
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.1034
_refine_ls_R_factor_gt           0.0583
_refine_ls_wR_factor_ref         0.1492
_refine_ls_wR_factor_gt          0.1239
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      0.999
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.42265(6) 1.26426(4) 0.32158(4) 0.04439(18) Uani 1 1 d . . . . .
N1 N 0.6532(4) 1.2161(3) 0.3137(3) 0.0409(8) Uani 1 1 d . . . . .
C2 C 0.7334(5) 1.2395(4) 0.2210(4) 0.0537(12) Uani 1 1 d . . . . .
H2A H 0.6881 1.2716 0.1470 0.064 Uiso 1 1 calc R U . . .
C3 C 0.8807(5) 1.2183(4) 0.2295(4) 0.0574(12) Uani 1 1 d . . . . .
H3A H 0.9319 1.2361 0.1626 0.069 Uiso 1 1 calc R U . . .
C4 C 0.9491(5) 1.1709(4) 0.3377(5) 0.0601(13) Uani 1 1 d . . . . .
H4A H 1.0471 1.1571 0.3456 0.072 Uiso 1 1 calc R U . . .
C5 C 0.8691(5) 1.1437(4) 0.4355(4) 0.0546(12) Uani 1 1 d . . . . .
H5A H 0.9129 1.1110 0.5101 0.066 Uiso 1 1 calc R U . . .
C6 C 0.7214(5) 1.1664(3) 0.4198(4) 0.0433(10) Uani 1 1 d . . . . .
C7 C 0.6337(5) 1.1329(4) 0.5203(4) 0.0485(11) Uani 1 1 d . . . . .
H7A H 0.6744 1.0977 0.5963 0.058 Uiso 1 1 calc R U . . .
N8 N 0.4993(4) 1.1532(3) 0.5010(3) 0.0437(9) Uani 1 1 d . . . . .
N9 N 0.4208(4) 1.1190(3) 0.5973(3) 0.0551(10) Uani 1 1 d . . . . .
H9A H 0.4617 1.0885 0.6662 0.066 Uiso 1 1 calc R U . . .
C10 C 0.2781(5) 1.1330(4) 0.5850(4) 0.0472(11) Uani 1 1 d . . . . .
O11 O 0.2122(4) 1.1782(3) 0.4909(3) 0.0716(10) Uani 1 1 d . . . . .
C12 C 0.2123(5) 1.0899(4) 0.6984(4) 0.0464(10) Uani 1 1 d . . . . .
O13 O 0.0735(4) 1.0931(3) 0.6935(3) 0.0666(9) Uani 1 1 d . . . . .
C14 C 0.0377(6) 1.0469(5) 0.8059(5) 0.0746(16) Uani 1 1 d . . . . .
H14A H -0.0520 1.0382 0.8280 0.090 Uiso 1 1 calc R U . . .
C15 C 0.1466(7) 1.0158(5) 0.8801(5) 0.0772(16) Uani 1 1 d . . . . .
H15A H 0.1474 0.9829 0.9613 0.093 Uiso 1 1 calc R U . . .
C16 C 0.2618(6) 1.0429(5) 0.8104(4) 0.0680(14) Uani 1 1 d . . . . .
H16A H 0.3536 1.0306 0.8371 0.082 Uiso 1 1 calc R U . . .
P1 P 0.30733(12) 1.45878(9) 0.28577(9) 0.0365(3) Uani 1 1 d . . . . .
C17 C 0.2568(5) 1.4946(4) 0.4109(4) 0.0434(10) Uani 1 1 d D . . . .
S18A S 0.3724(6) 1.4205(6) 0.5330(4) 0.0745(10) Uani 0.5635 1 d . . P A 1
C21A C 0.1385(16) 1.5786(19) 0.4317(11) 0.149(11) Uani 0.5635 1 d D . P A 1
H21A H 0.0642 1.6314 0.3747 0.178 Uiso 0.5635 1 calc R U P A 1
S18B S 0.1037(7) 1.6048(6) 0.4091(5) 0.0766(13) Uani 0.4365 1 d . . P A 2
C21B C 0.325(2) 1.447(2) 0.5222(12) 0.075(8) Uani 0.4365 1 d D . P A 2
H21B H 0.4123 1.3842 0.5434 0.091 Uiso 0.4365 1 calc R U P A 2
C19 C 0.2576(8) 1.4959(6) 0.6007(5) 0.0899(19) Uani 1 1 d D . . . .
H19A H 0.2777 1.4795 0.6779 0.108 Uiso 1 1 calc R U . A 1
C20 C 0.1371(7) 1.5796(6) 0.5423(6) 0.0849(18) Uani 1 1 d D . . . .
H20A H 0.0659 1.6292 0.5692 0.102 Uiso 1 1 calc R U . A 1
C22 C 0.1403(4) 1.5205(3) 0.1982(3) 0.0401(9) Uani 1 1 d . . . . .
S23 S 0.05543(18) 1.67538(12) 0.11787(15) 0.0885(5) Uani 1 1 d . . . . .
C24 C -0.0859(6) 1.6483(5) 0.0764(5) 0.0739(16) Uani 1 1 d . . . . .
H24A H -0.1650 1.7103 0.0294 0.089 Uiso 1 1 calc R U . . .
C25 C -0.0713(6) 1.5283(5) 0.1185(5) 0.0720(15) Uani 1 1 d . . . . .
H25A H -0.1400 1.4987 0.1036 0.086 Uiso 1 1 calc R U . . .
C26 C 0.0599(4) 1.4488(4) 0.1890(4) 0.0501(11) Uani 1 1 d . . . . .
H26A H 0.0876 1.3631 0.2233 0.060 Uiso 1 1 calc R U . . .
C27 C 0.4016(4) 1.5679(3) 0.2011(4) 0.0411(10) Uani 1 1 d . . . . .
S28 S 0.37822(15) 1.70633(11) 0.20853(13) 0.0657(4) Uani 1 1 d . . . . .
C29 C 0.4861(6) 1.7480(4) 0.0972(5) 0.0674(15) Uani 1 1 d . . . . .
H29A H 0.5066 1.8221 0.0685 0.081 Uiso 1 1 calc R U . . .
C30 C 0.5385(6) 1.6625(5) 0.0551(4) 0.0660(14) Uani 1 1 d . . . . .
H30A H 0.5986 1.6716 -0.0064 0.079 Uiso 1 1 calc R U . . .
C31 C 0.4930(4) 1.5569(4) 0.1134(3) 0.0408(10) Uani 1 1 d . . . . .
H31A H 0.5206 1.4887 0.0957 0.049 Uiso 1 1 calc R U . . .
N41 N 0.3610(4) 1.1781(3) 0.2436(3) 0.0499(9) Uani 1 1 d . . . . .
C42 C 0.3407(4) 1.1200(3) 0.2003(3) 0.0367(9) Uani 1 1 d . . . . .
S43 S 0.32091(15) 1.03021(11) 0.14289(11) 0.0606(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N41 1.975(4) . ?
Cu1 N8 2.141(3) . ?
Cu1 N1 2.161(3) . ?
Cu1 P1 2.2101(11) . ?
N1 C2 1.341(5) . ?
N1 C6 1.342(5) . ?
C2 C3 1.392(6) . ?
C2 H2A 0.9300 . ?
C3 C4 1.369(7) . ?
C3 H3A 0.9300 . ?
C4 C5 1.388(6) . ?
C4 H4A 0.9300 . ?
C5 C6 1.402(6) . ?
C5 H5A 0.9300 . ?
C6 C7 1.465(6) . ?
C7 N8 1.286(5) . ?
C7 H7A 0.9300 . ?
N8 N9 1.375(5) . ?
N9 C10 1.370(5) . ?
N9 H9A 0.8600 . ?
C10 O11 1.213(5) . ?
C10 C12 1.480(6) . ?
C12 C16 1.343(6) . ?
C12 O13 1.358(5) . ?
O13 C14 1.355(6) . ?
C14 C15 1.324(8) . ?
C14 H14A 0.9300 . ?
C15 C16 1.420(7) . ?
C15 H15A 0.9300 . ?
C16 H16A 0.9300 . ?
P1 C22 1.808(4) . ?
P1 C17 1.812(5) . ?
P1 C27 1.818(4) . ?
C17 C21A 1.399(2) . ?
C17 C21B 1.400(2) . ?
C17 S18B 1.691(7) . ?
C17 S18A 1.711(6) . ?
S18A C19 1.664(7) . ?
C21A C20 1.400(2) . ?
C21A H21A 0.9300 . ?
S18B C20 1.614(9) . ?
C21B C19 1.400(2) . ?
C21B H21B 0.9300 . ?
C19 C20 1.324(8) . ?
C19 H19A 0.9300 . ?
C20 H20A 0.9300 . ?
C22 C26 1.414(6) . ?
C22 S23 1.723(4) . ?
S23 C24 1.695(6) . ?
C24 C25 1.335(7) . ?
C24 H24A 0.9300 . ?
C25 C26 1.439(6) . ?
C25 H25A 0.9300 . ?
C26 H26A 0.9300 . ?
C27 C31 1.398(6) . ?
C27 S28 1.724(4) . ?
S28 C29 1.698(5) . ?
C29 C30 1.340(7) . ?
C29 H29A 0.9300 . ?
C30 C31 1.417(6) . ?
C30 H30A 0.9300 . ?
C31 H31A 0.9300 . ?
N41 C42 1.146(5) . ?
C42 S43 1.638(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N41 Cu1 N8 114.76(13) . . ?
N41 Cu1 N1 105.44(14) . . ?
N8 Cu1 N1 76.87(13) . . ?
N41 Cu1 P1 121.79(10) . . ?
N8 Cu1 P1 112.95(10) . . ?
N1 Cu1 P1 116.24(9) . . ?
C2 N1 C6 117.2(4) . . ?
C2 N1 Cu1 130.1(3) . . ?
C6 N1 Cu1 112.3(3) . . ?
N1 C2 C3 123.5(4) . . ?
N1 C2 H2A 118.2 . . ?
C3 C2 H2A 118.2 . . ?
C4 C3 C2 119.0(4) . . ?
C4 C3 H3A 120.5 . . ?
C2 C3 H3A 120.5 . . ?
C3 C4 C5 118.7(5) . . ?
C3 C4 H4A 120.6 . . ?
C5 C4 H4A 120.6 . . ?
C4 C5 C6 118.9(4) . . ?
C4 C5 H5A 120.6 . . ?
C6 C5 H5A 120.6 . . ?
N1 C6 C5 122.6(4) . . ?
N1 C6 C7 116.3(4) . . ?
C5 C6 C7 121.1(4) . . ?
N8 C7 C6 118.5(4) . . ?
N8 C7 H7A 120.7 . . ?
C6 C7 H7A 120.7 . . ?
C7 N8 N9 116.9(4) . . ?
C7 N8 Cu1 113.9(3) . . ?
N9 N8 Cu1 128.3(3) . . ?
C10 N9 N8 120.8(4) . . ?
C10 N9 H9A 119.6 . . ?
N8 N9 H9A 119.6 . . ?
O11 C10 N9 123.3(4) . . ?
O11 C10 C12 123.7(4) . . ?
N9 C10 C12 113.0(4) . . ?
C16 C12 O13 109.9(4) . . ?
C16 C12 C10 133.7(4) . . ?
O13 C12 C10 116.4(4) . . ?
C14 O13 C12 106.1(4) . . ?
C15 C14 O13 111.4(5) . . ?
C15 C14 H14A 124.3 . . ?
O13 C14 H14A 124.3 . . ?
C14 C15 C16 106.0(5) . . ?
C14 C15 H15A 127.0 . . ?
C16 C15 H15A 127.0 . . ?
C12 C16 C15 106.6(5) . . ?
C12 C16 H16A 126.7 . . ?
C15 C16 H16A 126.7 . . ?
C22 P1 C17 103.7(2) . . ?
C22 P1 C27 102.06(18) . . ?
C17 P1 C27 103.33(19) . . ?
C22 P1 Cu1 113.49(14) . . ?
C17 P1 Cu1 117.21(14) . . ?
C27 P1 Cu1 115.23(14) . . ?
C21B C17 S18B 105.5(5) . . ?
C21A C17 S18A 107.4(5) . . ?
C21A C17 P1 133.5(4) . . ?
C21B C17 P1 131.9(4) . . ?
S18B C17 P1 122.5(3) . . ?
S18A C17 P1 119.0(3) . . ?
C19 S18A C17 90.8(4) . . ?
C17 C21A C20 116.9(6) . . ?
C17 C21A H21A 121.5 . . ?
C20 C21A H21A 121.5 . . ?
C20 S18B C17 92.4(4) . . ?
C17 C21B C19 118.2(6) . . ?
C17 C21B H21B 120.9 . . ?
C19 C21B H21B 120.9 . . ?
C20 C19 C21B 104.1(6) . . ?
C20 C19 S18A 118.5(5) . . ?
C20 C19 H19A 120.7 . . ?
S18A C19 H19A 120.7 . . ?
C19 C20 C21A 106.2(6) . . ?
C19 C20 S18B 119.8(5) . . ?
C19 C20 H20A 126.9 . . ?
C21A C20 H20A 126.9 . . ?
C26 C22 S23 110.9(3) . . ?
C26 C22 P1 124.7(3) . . ?
S23 C22 P1 124.3(2) . . ?
C24 S23 C22 92.4(2) . . ?
C25 C24 S23 112.7(4) . . ?
C25 C24 H24A 123.7 . . ?
S23 C24 H24A 123.7 . . ?
C24 C25 C26 114.2(5) . . ?
C24 C25 H25A 122.9 . . ?
C26 C25 H25A 122.9 . . ?
C22 C26 C25 109.8(4) . . ?
C22 C26 H26A 125.1 . . ?
C25 C26 H26A 125.1 . . ?
C31 C27 S28 110.4(3) . . ?
C31 C27 P1 124.8(3) . . ?
S28 C27 P1 124.6(3) . . ?
C29 S28 C27 91.9(2) . . ?
C30 C29 S28 112.8(4) . . ?
C30 C29 H29A 123.6 . . ?
S28 C29 H29A 123.6 . . ?
C29 C30 C31 113.3(5) . . ?
C29 C30 H30A 123.3 . . ?
C31 C30 H30A 123.3 . . ?
C27 C31 C30 111.5(4) . . ?
C27 C31 H31A 124.2 . . ?
C30 C31 H31A 124.2 . . ?
C42 N41 Cu1 172.4(3) . . ?
N41 C42 S43 176.4(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
C6 N1 C2 C3 -1.9(6) . . . . ?
Cu1 N1 C2 C3 170.3(3) . . . . ?
N1 C2 C3 C4 0.1(7) . . . . ?
C2 C3 C4 C5 1.0(7) . . . . ?
C3 C4 C5 C6 -0.3(7) . . . . ?
C2 N1 C6 C5 2.7(6) . . . . ?
Cu1 N1 C6 C5 -170.9(3) . . . . ?
C2 N1 C6 C7 -175.5(3) . . . . ?
Cu1 N1 C6 C7 11.0(4) . . . . ?
C4 C5 C6 N1 -1.6(6) . . . . ?
C4 C5 C6 C7 176.5(4) . . . . ?
N1 C6 C7 N8 -0.3(6) . . . . ?
C5 C6 C7 N8 -178.5(4) . . . . ?
C6 C7 N8 N9 179.1(3) . . . . ?
C6 C7 N8 Cu1 -10.8(5) . . . . ?
C7 N8 N9 C10 -177.5(4) . . . . ?
Cu1 N8 N9 C10 14.0(6) . . . . ?
N8 N9 C10 O11 -1.9(7) . . . . ?
N8 N9 C10 C12 179.4(3) . . . . ?
O11 C10 C12 C16 -176.7(5) . . . . ?
N9 C10 C12 C16 2.0(7) . . . . ?
O11 C10 C12 O13 5.6(7) . . . . ?
N9 C10 C12 O13 -175.7(4) . . . . ?
C16 C12 O13 C14 0.2(5) . . . . ?
C10 C12 O13 C14 178.4(4) . . . . ?
C12 O13 C14 C15 0.2(6) . . . . ?
O13 C14 C15 C16 -0.5(7) . . . . ?
O13 C12 C16 C15 -0.5(6) . . . . ?
C10 C12 C16 C15 -178.3(5) . . . . ?
C14 C15 C16 C12 0.6(6) . . . . ?
C22 P1 C17 C21A -19.0(18) . . . . ?
C27 P1 C17 C21A 87.2(17) . . . . ?
Cu1 P1 C17 C21A -144.9(17) . . . . ?
C22 P1 C17 C21B 161(2) . . . . ?
C27 P1 C17 C21B -92(2) . . . . ?
Cu1 P1 C17 C21B 35(2) . . . . ?
C22 P1 C17 S18B -19.6(4) . . . . ?
C27 P1 C17 S18B 86.6(4) . . . . ?
Cu1 P1 C17 S18B -145.5(4) . . . . ?
C22 P1 C17 S18A 164.1(4) . . . . ?
C27 P1 C17 S18A -89.7(4) . . . . ?
Cu1 P1 C17 S18A 38.2(4) . . . . ?
C21A C17 S18A C19 3.1(14) . . . . ?
C21B C17 S18A C19 -9(7) . . . . ?
S18B C17 S18A C19 4.2(6) . . . . ?
P1 C17 S18A C19 -179.4(3) . . . . ?
C21B C17 C21A C20 0(3) . . . . ?
S18B C17 C21A C20 -177(9) . . . . ?
S18A C17 C21A C20 -3(2) . . . . ?
P1 C17 C21A C20 -179.9(9) . . . . ?
C21A C17 S18B C20 2(7) . . . . ?
C21B C17 S18B C20 -0.9(16) . . . . ?
S18A C17 S18B C20 -3.9(6) . . . . ?
P1 C17 S18B C20 179.8(3) . . . . ?
C21A C17 C21B C19 0(3) . . . . ?
S18B C17 C21B C19 0(3) . . . . ?
S18A C17 C21B C19 168(10) . . . . ?
P1 C17 C21B C19 179.3(13) . . . . ?
C17 C21B C19 C20 1(3) . . . . ?
C17 C21B C19 S18A -169(9) . . . . ?
C17 S18A C19 C20 -3.0(7) . . . . ?
C17 S18A C19 C21B 8(7) . . . . ?
C21B C19 C20 C21A -1(2) . . . . ?
S18A C19 C20 C21A 1.8(15) . . . . ?
C21B C19 C20 S18B -1.7(18) . . . . ?
S18A C19 C20 S18B 1.0(9) . . . . ?
C17 C21A C20 C19 1(2) . . . . ?
C17 C21A C20 S18B 178(8) . . . . ?
C17 S18B C20 C19 1.7(7) . . . . ?
C17 S18B C20 C21A -2(6) . . . . ?
C17 P1 C22 C26 -105.0(4) . . . . ?
C27 P1 C22 C26 147.9(4) . . . . ?
Cu1 P1 C22 C26 23.2(4) . . . . ?
C17 P1 C22 S23 73.2(3) . . . . ?
C27 P1 C22 S23 -34.0(3) . . . . ?
Cu1 P1 C22 S23 -158.6(2) . . . . ?
C26 C22 S23 C24 1.9(4) . . . . ?
P1 C22 S23 C24 -176.5(3) . . . . ?
C22 S23 C24 C25 -1.0(5) . . . . ?
S23 C24 C25 C26 -0.1(7) . . . . ?
S23 C22 C26 C25 -2.2(5) . . . . ?
P1 C22 C26 C25 176.2(3) . . . . ?
C24 C25 C26 C22 1.5(7) . . . . ?
C22 P1 C27 C31 -90.2(4) . . . . ?
C17 P1 C27 C31 162.4(4) . . . . ?
Cu1 P1 C27 C31 33.3(4) . . . . ?
C22 P1 C27 S28 83.7(3) . . . . ?
C17 P1 C27 S28 -23.7(3) . . . . ?
Cu1 P1 C27 S28 -152.8(2) . . . . ?
C31 C27 S28 C29 0.5(3) . . . . ?
P1 C27 S28 C29 -174.2(3) . . . . ?
C27 S28 C29 C30 0.0(4) . . . . ?
S28 C29 C30 C31 -0.5(6) . . . . ?
S28 C27 C31 C30 -0.8(5) . . . . ?
P1 C27 C31 C30 173.8(3) . . . . ?
C29 C30 C31 C27 0.9(6) . . . . ?

_refine_diff_density_max         0.405
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.091

_shelxl_version_number           2014-3

