# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_17rfs02
_database_code_depnum_ccdc_archive 'CCDC 2388658'
loop_
_audit_author_name
_audit_author_address
'Kraig A. Wheeler'
;Whitworth University
United States of America
;
_audit_update_record             
;
2024-11-13 deposited with the CCDC.	2024-11-20 downloaded from the CCDC.
;

_vrf_PLAT934_17rfs02             
;
PROBLEM: Number of (Iobs-Icalc)/Sigma(W) > 10 Outliers ..          3 Check 
RESPONSE: The three reflections (7 1 6, 7 1 7, and 8 2 8) were manually
checked using Bruker APEX5 software. This process confirmed that these 
reflections exhibit no observable intensity. Fcalc for these
relections is nonzero and the reflections were not omitted from the
dataset. 
;

_audit_creation_date             2024-10-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H13 B Cu F4 N6 O'
_chemical_formula_sum            'C17 H13 B Cu F4 N6 O'
_chemical_formula_weight         467.68
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.1850(4)
_cell_length_b                   17.3019(6)
_cell_length_c                   12.1405(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.977(2)
_cell_angle_gamma                90
_cell_volume                     1929.06(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9936
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.457
_cell_measurement_theta_min      2.554
_shelx_estimated_absorpt_T_max   0.847
_shelx_estimated_absorpt_T_min   0.714
_exptl_absorpt_coefficient_mu    2.153
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6713
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Krause et al., 2015) was used for absorption correction.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             940
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 0.00 1.00 0.0090
0.00 0.00 -1.00 0.0400
1.00 1.00 0.00 0.0750
0.00 -1.00 0.00 0.0140
1.00 1.00 1.00 0.0600
-1.00 1.00 0.00 0.0660

_exptl_crystal_size_max          0.168
_exptl_crystal_size_mid          0.163
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0519
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            28188
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.239
_diffrn_reflns_theta_min         4.449
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'APEX II CCD'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            'Bruker APEX II'
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       '\three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'focusing mirror'
_diffrn_radiation_detector       'Bruker APEX II'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'fine focus sealed X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.2
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_voltage           40.0
_diffrn_standards_number         .
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2940
_reflns_number_total             3488
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT+ V8.40B (Bruker AXS Inc., 2020)'
_computing_data_collection       'APEX2 (Bruker-AXS, 2013)'
_computing_data_reduction        'SAINT+ Ve8.40B (Bruker-AXS, 2020)'
_computing_molecular_graphics    'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material  'OLEX2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2019/1)'
_computing_structure_solution    'XT (Sheldrick, 2018/2)'
_refine_diff_density_max         0.955
_refine_diff_density_min         -0.811
_refine_diff_density_rms         0.113
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3488
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0563
_refine_ls_R_factor_gt           0.0446
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1122P)²+1.8955P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1350
_refine_ls_wR_factor_ref         0.1667
_refine_special_details          
;
All nonhydrogen atoms were located in a single difference Fourier 
electron density map and refined using anisotropic displacement 
parameters. All C-H hydrogen atoms were placed in calculated 
positions with Uiso = 1.2xUeqiv of the connected C atoms.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.20511(5) 0.65530(3) 0.16968(4) 0.0224(2) Uani 1 1 d . . . . .
F1 F 0.3132(3) 0.65490(13) 0.3117(2) 0.0405(6) Uani 1 1 d . . . . .
F2 F 0.1451(3) 0.56432(13) 0.37096(19) 0.0412(6) Uani 1 1 d . . . . .
F3 F 0.3714(3) 0.56670(12) 0.45420(19) 0.0403(6) Uani 1 1 d . . . . .
F4 F 0.2093(3) 0.66321(14) 0.48839(18) 0.0414(6) Uani 1 1 d . . . . .
O1 O -0.0315(3) 0.71834(14) -0.10945(18) 0.0276(6) Uani 1 1 d . . . . .
N1 N 0.1034(3) 0.65121(15) 0.0241(2) 0.0193(6) Uani 1 1 d . . . . .
N2 N 0.1800(3) 0.81438(15) 0.0745(2) 0.0216(6) Uani 1 1 d . . . . .
N3 N 0.2884(3) 0.76839(15) 0.1187(2) 0.0217(6) Uani 1 1 d . . . . .
N4 N -0.0324(3) 0.76783(16) 0.1653(2) 0.0225(6) Uani 1 1 d . . . . .
N5 N 0.0298(3) 0.71423(16) 0.2340(2) 0.0246(6) Uani 1 1 d . . . . .
N6 N 0.2828(3) 0.55312(16) 0.1202(2) 0.0266(6) Uani 1 1 d . . . . .
C1 C 0.0303(4) 0.71186(18) -0.0178(2) 0.0202(7) Uani 1 1 d . . . . .
C2 C 0.0328(4) 0.78394(18) 0.0590(2) 0.0214(7) Uani 1 1 d . . . . .
H2 H -0.026921 0.825118 0.022244 0.026 Uiso 1 1 calc R U . . .
C3 C 0.2293(4) 0.88739(19) 0.0540(3) 0.0262(7) Uani 1 1 d . . . . .
H3 H 0.174161 0.929170 0.024307 0.031 Uiso 1 1 calc R U . . .
C4 C 0.3744(4) 0.8887(2) 0.0847(3) 0.0319(8) Uani 1 1 d . . . . .
H4 H 0.439447 0.931219 0.080070 0.038 Uiso 1 1 calc R U . . .
C5 C 0.4063(4) 0.8137(2) 0.1243(3) 0.0257(7) Uani 1 1 d . . . . .
H5 H 0.499143 0.797658 0.151383 0.031 Uiso 1 1 calc R U . . .
C6 C -0.1527(4) 0.8012(2) 0.2110(3) 0.0270(7) Uani 1 1 d . . . . .
H6 H -0.214249 0.839373 0.178763 0.032 Uiso 1 1 calc R U . . .
C7 C -0.1657(4) 0.7676(2) 0.3140(3) 0.0340(9) Uani 1 1 d . . . . .
H7 H -0.237885 0.778558 0.366953 0.041 Uiso 1 1 calc R U . . .
C8 C -0.0521(4) 0.7147(2) 0.3245(3) 0.0301(8) Uani 1 1 d . . . . .
H8 H -0.034824 0.683064 0.387375 0.036 Uiso 1 1 calc R U . . .
C9 C 0.1274(3) 0.58231(18) -0.0350(3) 0.0200(6) Uani 1 1 d . . . . .
C10 C 0.0674(4) 0.5605(2) -0.1367(3) 0.0257(7) Uani 1 1 d . . . . .
H10 H 0.000126 0.593559 -0.173793 0.031 Uiso 1 1 calc R U . . .
C11 C 0.1072(4) 0.4887(2) -0.1850(3) 0.0305(8) Uani 1 1 d . . . . .
H11 H 0.067247 0.475310 -0.255128 0.037 Uiso 1 1 calc R U . . .
C12 C 0.2014(4) 0.4383(2) -0.1334(3) 0.0320(8) Uani 1 1 d . . . . .
H12 H 0.225358 0.390586 -0.167296 0.038 Uiso 1 1 calc R U . . .
C13 C 0.2628(4) 0.4579(2) -0.0288(3) 0.0308(8) Uani 1 1 d . . . . .
C14 C 0.3608(5) 0.4094(3) 0.0322(4) 0.0487(12) Uani 1 1 d . . . . .
H14 H 0.387964 0.360409 0.003815 0.058 Uiso 1 1 calc R U . . .
C15 C 0.4151(6) 0.4339(3) 0.1314(4) 0.0606(15) Uani 1 1 d . . . . .
H15 H 0.480625 0.401960 0.172143 0.073 Uiso 1 1 calc R U . . .
C16 C 0.3741(5) 0.5064(3) 0.1736(3) 0.0443(11) Uani 1 1 d . . . . .
H16 H 0.413406 0.522438 0.242830 0.053 Uiso 1 1 calc R U . . .
C18 C 0.2261(4) 0.53006(19) 0.0190(3) 0.0229(7) Uani 1 1 d . . . . .
B1 B 0.2583(5) 0.6118(3) 0.4069(3) 0.0331(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 F1 1.975(2) . ?
Cu1 N1 1.986(3) . ?
Cu1 N3 2.194(3) . ?
Cu1 N5 2.070(3) . ?
Cu1 N6 2.003(3) . ?
F1 B1 1.472(5) . ?
F2 B1 1.390(5) . ?
F3 B1 1.414(5) . ?
F4 B1 1.409(5) . ?
O1 C1 1.245(4) . ?
N1 C1 1.341(4) . ?
N1 C9 1.410(4) . ?
N2 N3 1.376(4) . ?
N2 C2 1.460(4) . ?
N2 C3 1.366(4) . ?
N3 C5 1.338(4) . ?
N4 N5 1.365(4) . ?
N4 C2 1.459(4) . ?
N4 C6 1.372(4) . ?
N5 C8 1.342(4) . ?
N6 C16 1.326(5) . ?
N6 C18 1.385(4) . ?
C1 C2 1.557(4) . ?
C2 H2 1.0000 . ?
C3 H3 0.9500 . ?
C3 C4 1.378(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.413(5) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C6 C7 1.385(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.393(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.396(5) . ?
C9 C18 1.432(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.423(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.373(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.421(5) . ?
C13 C14 1.428(5) . ?
C13 C18 1.420(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.363(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.409(6) . ?
C16 H16 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 Cu1 N1 176.93(11) . . ?
F1 Cu1 N3 94.40(10) . . ?
F1 Cu1 N5 93.16(11) . . ?
F1 Cu1 N6 94.71(11) . . ?
N1 Cu1 N3 86.67(10) . . ?
N1 Cu1 N5 89.76(11) . . ?
N1 Cu1 N6 82.33(11) . . ?
N5 Cu1 N3 86.81(11) . . ?
N6 Cu1 N3 125.10(12) . . ?
N6 Cu1 N5 146.25(12) . . ?
B1 F1 Cu1 120.9(2) . . ?
C1 N1 Cu1 122.3(2) . . ?
C1 N1 C9 123.4(3) . . ?
C9 N1 Cu1 114.0(2) . . ?
N3 N2 C2 120.3(3) . . ?
C3 N2 N3 111.5(3) . . ?
C3 N2 C2 128.2(3) . . ?
N2 N3 Cu1 111.84(19) . . ?
C5 N3 Cu1 142.6(2) . . ?
C5 N3 N2 105.1(3) . . ?
N5 N4 C2 119.7(3) . . ?
N5 N4 C6 111.8(3) . . ?
C6 N4 C2 128.5(3) . . ?
N4 N5 Cu1 115.14(19) . . ?
C8 N5 Cu1 139.6(2) . . ?
C8 N5 N4 105.1(3) . . ?
C16 N6 Cu1 128.1(3) . . ?
C16 N6 C18 118.9(3) . . ?
C18 N6 Cu1 112.9(2) . . ?
O1 C1 N1 128.8(3) . . ?
O1 C1 C2 117.7(3) . . ?
N1 C1 C2 113.4(3) . . ?
N2 C2 C1 111.7(3) . . ?
N2 C2 H2 107.5 . . ?
N4 C2 N2 110.4(3) . . ?
N4 C2 C1 112.0(3) . . ?
N4 C2 H2 107.5 . . ?
C1 C2 H2 107.5 . . ?
N2 C3 H3 126.6 . . ?
N2 C3 C4 106.7(3) . . ?
C4 C3 H3 126.6 . . ?
C3 C4 H4 127.1 . . ?
C3 C4 C5 105.7(3) . . ?
C5 C4 H4 127.1 . . ?
N3 C5 C4 111.0(3) . . ?
N3 C5 H5 124.5 . . ?
C4 C5 H5 124.5 . . ?
N4 C6 H6 127.1 . . ?
N4 C6 C7 105.7(3) . . ?
C7 C6 H6 127.1 . . ?
C6 C7 H7 126.8 . . ?
C6 C7 C8 106.4(3) . . ?
C8 C7 H7 126.8 . . ?
N5 C8 C7 111.0(3) . . ?
N5 C8 H8 124.5 . . ?
C7 C8 H8 124.5 . . ?
N1 C9 C18 113.8(3) . . ?
C10 C9 N1 128.0(3) . . ?
C10 C9 C18 118.1(3) . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 120.0(3) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 119.0 . . ?
C12 C11 C10 122.0(3) . . ?
C12 C11 H11 119.0 . . ?
C11 C12 H12 120.2 . . ?
C11 C12 C13 119.6(3) . . ?
C13 C12 H12 120.2 . . ?
C12 C13 C14 124.1(3) . . ?
C18 C13 C12 118.8(3) . . ?
C18 C13 C14 117.1(3) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.6(4) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.2(4) . . ?
C16 C15 H15 119.9 . . ?
N6 C16 C15 122.4(4) . . ?
N6 C16 H16 118.8 . . ?
C15 C16 H16 118.8 . . ?
N6 C18 C9 116.8(3) . . ?
N6 C18 C13 121.8(3) . . ?
C13 C18 C9 121.4(3) . . ?
F2 B1 F1 108.5(3) . . ?
F2 B1 F3 110.0(3) . . ?
F2 B1 F4 110.3(4) . . ?
F3 B1 F1 109.8(3) . . ?
F4 B1 F1 110.5(3) . . ?
F4 B1 F3 107.8(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 F1 B1 F2 11.5(4) . . . . ?
Cu1 F1 B1 F3 131.7(2) . . . . ?
Cu1 F1 B1 F4 -109.6(3) . . . . ?
Cu1 N1 C1 O1 176.1(3) . . . . ?
Cu1 N1 C1 C2 -0.5(4) . . . . ?
Cu1 N1 C9 C10 177.2(3) . . . . ?
Cu1 N1 C9 C18 -2.8(3) . . . . ?
Cu1 N3 C5 C4 -170.5(3) . . . . ?
Cu1 N5 C8 C7 -175.7(3) . . . . ?
Cu1 N6 C16 C15 176.9(4) . . . . ?
Cu1 N6 C18 C9 2.0(4) . . . . ?
Cu1 N6 C18 C13 -177.5(3) . . . . ?
O1 C1 C2 N2 -112.7(3) . . . . ?
O1 C1 C2 N4 122.8(3) . . . . ?
N1 C1 C2 N2 64.3(3) . . . . ?
N1 C1 C2 N4 -60.2(4) . . . . ?
N1 C9 C10 C11 178.7(3) . . . . ?
N1 C9 C18 N6 0.5(4) . . . . ?
N1 C9 C18 C13 -180.0(3) . . . . ?
N2 N3 C5 C4 0.3(4) . . . . ?
N2 C3 C4 C5 -0.4(4) . . . . ?
N3 N2 C2 N4 66.3(3) . . . . ?
N3 N2 C2 C1 -59.1(3) . . . . ?
N3 N2 C3 C4 0.6(4) . . . . ?
N4 N5 C8 C7 0.2(4) . . . . ?
N4 C6 C7 C8 -0.6(4) . . . . ?
N5 N4 C2 N2 -61.9(4) . . . . ?
N5 N4 C2 C1 63.3(4) . . . . ?
N5 N4 C6 C7 0.7(4) . . . . ?
C1 N1 C9 C10 -8.9(5) . . . . ?
C1 N1 C9 C18 171.0(3) . . . . ?
C2 N2 N3 Cu1 -4.3(3) . . . . ?
C2 N2 N3 C5 -178.4(3) . . . . ?
C2 N2 C3 C4 178.2(3) . . . . ?
C2 N4 N5 Cu1 -4.7(4) . . . . ?
C2 N4 N5 C8 178.2(3) . . . . ?
C2 N4 C6 C7 -177.9(3) . . . . ?
C3 N2 N3 Cu1 173.4(2) . . . . ?
C3 N2 N3 C5 -0.6(3) . . . . ?
C3 N2 C2 N4 -111.1(3) . . . . ?
C3 N2 C2 C1 123.6(3) . . . . ?
C3 C4 C5 N3 0.0(4) . . . . ?
C6 N4 N5 Cu1 176.5(2) . . . . ?
C6 N4 N5 C8 -0.6(4) . . . . ?
C6 N4 C2 N2 116.7(4) . . . . ?
C6 N4 C2 C1 -118.1(4) . . . . ?
C6 C7 C8 N5 0.2(4) . . . . ?
C9 N1 C1 O1 2.7(5) . . . . ?
C9 N1 C1 C2 -173.9(3) . . . . ?
C9 C10 C11 C12 1.5(5) . . . . ?
C10 C9 C18 N6 -179.5(3) . . . . ?
C10 C9 C18 C13 0.0(5) . . . . ?
C10 C11 C12 C13 -0.5(6) . . . . ?
C11 C12 C13 C14 179.5(4) . . . . ?
C11 C12 C13 C18 -0.8(5) . . . . ?
C12 C13 C14 C15 179.2(5) . . . . ?
C12 C13 C18 N6 -179.5(3) . . . . ?
C12 C13 C18 C9 1.1(5) . . . . ?
C13 C14 C15 C16 0.3(9) . . . . ?
C14 C13 C18 N6 0.2(6) . . . . ?
C14 C13 C18 C9 -179.2(4) . . . . ?
C14 C15 C16 N6 0.1(9) . . . . ?
C16 N6 C18 C9 179.6(4) . . . . ?
C16 N6 C18 C13 0.1(5) . . . . ?
C18 N6 C16 C15 -0.4(7) . . . . ?
C18 C9 C10 C11 -1.2(5) . . . . ?
C18 C13 C14 C15 -0.5(7) . . . . ?

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

data_16rfs11a
_database_code_depnum_ccdc_archive 'CCDC 2388661'
loop_
_audit_author_name
_audit_author_address
'Kraig A. Wheeler'
;Whitworth University
United States of America
;
_audit_update_record             
;
2024-11-13 deposited with the CCDC.	2024-11-20 downloaded from the CCDC.
;
_audit_creation_date             2024-10-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H20 Cu N10 O3'
_chemical_formula_sum            'C25 H20 Cu N10 O3'
_chemical_formula_weight         572.05
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.8835(3)
_cell_length_b                   15.2234(5)
_cell_length_c                   9.6987(3)
_cell_angle_alpha                90
_cell_angle_beta                 112.045(2)
_cell_angle_gamma                90
_cell_volume                     1215.73(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9983
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      67.988
_cell_measurement_theta_min      4.920
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.706
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Krause et al., 2015) was used for absorption correction.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             586
_exptl_crystal_size_max          0.425
_exptl_crystal_size_mid          0.408
_exptl_crystal_size_min          0.072
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            14511
_diffrn_reflns_point_group_measured_fraction_full 0.959
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.055
_diffrn_reflns_theta_min         4.919
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'APEX II CCD'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            'Bruker APEX II'
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       '\three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'focusing mirror'
_diffrn_radiation_detector       'Bruker APEX II'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'fine focus sealed X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.2
_diffrn_source_voltage           40.0
_diffrn_standards_number         .
_reflns_Friedel_coverage         0.856
_reflns_Friedel_fraction_full    0.925
_reflns_Friedel_fraction_max     0.919
_reflns_number_gt                4183
_reflns_number_total             4250
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker APEX II'
_computing_data_collection       'APEX2 (Bruker-AXS, 2013)'
_computing_data_reduction        
'SAINT+ (Bruker, 2013) and XPREP (Bruker, 2013)'
_computing_molecular_graphics    'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material  'OLEX2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2019/1)'
_computing_structure_solution    'XT (Sheldrick, 2018/2)'
_refine_diff_density_max         0.257
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.41(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         4250
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0240
_refine_ls_R_factor_gt           0.0235
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0309P)²+0.3662P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0597
_refine_ls_wR_factor_ref         0.0601
_refine_special_details          
;
All nonhydrogen atoms were located in a single difference Fourier 
electron density map and refined using anisotropic displacement 
parameters. All C-H hydrogen atoms were placed in calculated 
positions with Uiso = 1.2xUeqiv of the connected C atoms.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.59(2)
 0.41(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Ternary CH refined with riding coordinates:
 C11(H11), C19(H19)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16), C17(H17), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24),
  C25(H25)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.41920(4) 0.44678(2) 0.34355(4) 0.01373(11) Uani 1 1 d . . . . .
O1 O 0.8385(2) 0.44850(18) 0.7184(2) 0.0226(4) Uani 1 1 d . . . . .
O2 O 0.2018(2) 0.47158(12) 0.2012(2) 0.0149(4) Uani 1 1 d . . . . .
O3 O 0.2770(2) 0.54643(13) 0.0383(2) 0.0184(4) Uani 1 1 d . . . . .
N1 N 0.4745(3) 0.35377(16) 0.2260(3) 0.0162(5) Uani 1 1 d . . . . .
N2 N 0.6319(3) 0.41355(16) 0.4945(3) 0.0152(5) Uani 1 1 d . . . . .
N3 N 0.4364(3) 0.49181(16) 0.6458(3) 0.0161(5) Uani 1 1 d . . . . .
N4 N 0.3305(3) 0.45508(19) 0.5185(2) 0.0162(5) Uani 1 1 d . . . . .
N5 N 0.5609(3) 0.59903(16) 0.5419(3) 0.0163(5) Uani 1 1 d . . . . .
N6 N 0.4877(3) 0.58211(16) 0.3943(3) 0.0149(5) Uani 1 1 d . . . . .
N7 N -0.0947(3) 0.54746(16) 0.1094(3) 0.0164(5) Uani 1 1 d . . . . .
N8 N -0.2555(3) 0.53101(17) 0.0368(3) 0.0189(5) Uani 1 1 d . . . . .
N9 N 0.0132(3) 0.65688(16) -0.0039(3) 0.0172(5) Uani 1 1 d . . . . .
N10 N -0.0682(3) 0.68964(19) -0.1424(3) 0.0228(6) Uani 1 1 d . . . . .
C1 C 0.3876(4) 0.3266(2) 0.0889(3) 0.0216(7) Uani 1 1 d . . . . .
H1 H 0.287725 0.355284 0.035067 0.026 Uiso 1 1 calc R U . . .
C2 C 0.4375(4) 0.2571(2) 0.0202(4) 0.0274(7) Uani 1 1 d . . . . .
H2 H 0.371994 0.239102 -0.077798 0.033 Uiso 1 1 calc R U . . .
C3 C 0.5813(4) 0.2160(2) 0.0964(4) 0.0276(7) Uani 1 1 d . . . . .
H3 H 0.616742 0.169325 0.050915 0.033 Uiso 1 1 calc R U . . .
C4 C 0.6778(4) 0.2424(2) 0.2429(4) 0.0220(7) Uani 1 1 d . . . . .
C5 C 0.8272(4) 0.2027(2) 0.3308(4) 0.0248(7) Uani 1 1 d . . . . .
H5 H 0.867987 0.154559 0.292978 0.030 Uiso 1 1 calc R U . . .
C6 C 0.9127(4) 0.2344(2) 0.4709(4) 0.0253(7) Uani 1 1 d . . . . .
H6 H 1.013381 0.207828 0.528803 0.030 Uiso 1 1 calc R U . . .
C7 C 0.8559(4) 0.3050(2) 0.5318(4) 0.0200(6) Uani 1 1 d . . . . .
H7 H 0.918483 0.325352 0.629221 0.024 Uiso 1 1 calc R U . . .
C8 C 0.7088(3) 0.34521(19) 0.4502(3) 0.0171(6) Uani 1 1 d . . . . .
C9 C 0.6195(4) 0.31331(18) 0.3038(3) 0.0168(6) Uani 1 1 d . . . . .
C10 C 0.7009(3) 0.4564(2) 0.6225(3) 0.0162(6) Uani 1 1 d . . . . .
C11 C 0.5904(3) 0.5279(2) 0.6497(3) 0.0163(6) Uani 1 1 d . . . . .
H11 H 0.649003 0.553099 0.750982 0.020 Uiso 1 1 calc R U . . .
C12 C 0.3749(4) 0.4934(2) 0.7537(4) 0.0210(6) Uani 1 1 d . . . . .
H12 H 0.426774 0.515856 0.851547 0.025 Uiso 1 1 calc R U . . .
C13 C 0.2227(3) 0.4563(2) 0.6949(3) 0.0222(6) Uani 1 1 d . . . . .
H13 H 0.148541 0.447798 0.743195 0.027 Uiso 1 1 calc R U . . .
C14 C 0.2007(3) 0.4336(2) 0.5487(3) 0.0185(6) Uani 1 1 d . . . . .
H14 H 0.105747 0.406603 0.480106 0.022 Uiso 1 1 calc R U . . .
C15 C 0.6056(4) 0.6842(2) 0.5671(4) 0.0214(7) Uani 1 1 d . . . . .
H15 H 0.659832 0.710982 0.661307 0.026 Uiso 1 1 calc R U . . .
C16 C 0.5583(4) 0.7246(2) 0.4320(4) 0.0238(7) Uani 1 1 d . . . . .
H16 H 0.571271 0.784742 0.412854 0.029 Uiso 1 1 calc R U . . .
C17 C 0.4864(4) 0.65849(19) 0.3275(4) 0.0179(6) Uani 1 1 d . . . . .
H17 H 0.442596 0.667112 0.222864 0.021 Uiso 1 1 calc R U . . .
C18 C 0.1791(3) 0.52436(19) 0.0939(3) 0.0147(6) Uani 1 1 d . . . . .
C19 C 0.0046(4) 0.56358(19) 0.0235(3) 0.0151(6) Uani 1 1 d . . . . .
H19 H -0.050003 0.534597 -0.075390 0.018 Uiso 1 1 calc R U . . .
C20 C -0.0553(4) 0.5570(2) 0.2577(3) 0.0206(7) Uani 1 1 d . . . . .
H20 H 0.049478 0.569858 0.329478 0.025 Uiso 1 1 calc R U . . .
C21 C -0.1935(4) 0.5449(2) 0.2849(4) 0.0230(7) Uani 1 1 d . . . . .
H21 H -0.205325 0.546823 0.378192 0.028 Uiso 1 1 calc R U . . .
C22 C -0.3146(4) 0.5290(2) 0.1443(4) 0.0217(7) Uani 1 1 d . . . . .
H22 H -0.425353 0.518201 0.127856 0.026 Uiso 1 1 calc R U . . .
C23 C 0.0930(4) 0.7207(2) 0.0938(4) 0.0239(7) Uani 1 1 d . . . . .
H23 H 0.156607 0.713173 0.196555 0.029 Uiso 1 1 calc R U . . .
C24 C 0.0645(4) 0.7981(2) 0.0161(4) 0.0276(8) Uani 1 1 d . . . . .
H24 H 0.103849 0.854911 0.052505 0.033 Uiso 1 1 calc R U . . .
C25 C -0.0351(4) 0.7749(2) -0.1281(4) 0.0283(8) Uani 1 1 d . . . . .
H25 H -0.075097 0.815705 -0.207693 0.034 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 O2 1.9436(18) . ?
Cu1 N1 1.992(2) . ?
Cu1 N2 1.973(2) . ?
Cu1 N4 2.126(2) . ?
Cu1 N6 2.152(2) . ?
O1 C10 1.233(3) . ?
O2 C18 1.270(4) . ?
O3 C18 1.230(4) . ?
N1 C1 1.328(4) . ?
N1 C9 1.371(4) . ?
N2 C8 1.398(4) . ?
N2 C10 1.331(4) . ?
N3 N4 1.360(3) . ?
N3 C11 1.462(4) . ?
N3 C12 1.349(4) . ?
N4 C14 1.333(4) . ?
N5 N6 1.357(3) . ?
N5 C11 1.459(4) . ?
N5 C15 1.352(4) . ?
N6 C17 1.329(4) . ?
N7 N8 1.358(3) . ?
N7 C19 1.444(4) . ?
N7 C20 1.354(4) . ?
N8 C22 1.332(4) . ?
N9 N10 1.359(4) . ?
N9 C19 1.452(4) . ?
N9 C23 1.357(4) . ?
N10 C25 1.327(4) . ?
C1 H1 0.9500 . ?
C1 C2 1.408(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.364(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.415(5) . ?
C4 C5 1.416(5) . ?
C4 C9 1.418(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.372(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.408(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.390(4) . ?
C8 C9 1.427(4) . ?
C10 C11 1.552(4) . ?
C11 H11 1.0000 . ?
C12 H12 0.9500 . ?
C12 C13 1.376(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.399(4) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C15 C16 1.362(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.401(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.559(4) . ?
C19 H19 1.0000 . ?
C20 H20 0.9500 . ?
C20 C21 1.361(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.405(5) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C23 C24 1.370(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.390(5) . ?
C25 H25 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Cu1 N1 97.14(9) . . ?
O2 Cu1 N2 175.18(10) . . ?
O2 Cu1 N4 89.33(8) . . ?
O2 Cu1 N6 95.55(8) . . ?
N1 Cu1 N4 138.08(11) . . ?
N1 Cu1 N6 134.59(10) . . ?
N2 Cu1 N1 82.50(10) . . ?
N2 Cu1 N4 87.77(9) . . ?
N2 Cu1 N6 88.05(10) . . ?
N4 Cu1 N6 85.32(10) . . ?
C18 O2 Cu1 120.99(18) . . ?
C1 N1 Cu1 128.2(2) . . ?
C1 N1 C9 119.0(3) . . ?
C9 N1 Cu1 112.77(19) . . ?
C8 N2 Cu1 113.89(19) . . ?
C10 N2 Cu1 122.96(19) . . ?
C10 N2 C8 123.0(2) . . ?
N4 N3 C11 119.9(2) . . ?
C12 N3 N4 111.6(2) . . ?
C12 N3 C11 128.4(3) . . ?
N3 N4 Cu1 114.34(17) . . ?
C14 N4 Cu1 140.47(19) . . ?
C14 N4 N3 105.2(2) . . ?
N6 N5 C11 120.1(2) . . ?
C15 N5 N6 111.4(2) . . ?
C15 N5 C11 128.4(3) . . ?
N5 N6 Cu1 113.92(18) . . ?
C17 N6 Cu1 140.9(2) . . ?
C17 N6 N5 105.1(2) . . ?
N8 N7 C19 119.0(2) . . ?
C20 N7 N8 111.9(3) . . ?
C20 N7 C19 128.6(3) . . ?
C22 N8 N7 104.2(2) . . ?
N10 N9 C19 119.6(2) . . ?
C23 N9 N10 111.9(3) . . ?
C23 N9 C19 128.5(3) . . ?
C25 N10 N9 103.9(3) . . ?
N1 C1 H1 118.7 . . ?
N1 C1 C2 122.6(3) . . ?
C2 C1 H1 118.7 . . ?
C1 C2 H2 120.5 . . ?
C3 C2 C1 119.1(3) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.3(3) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 124.1(3) . . ?
C3 C4 C9 117.2(3) . . ?
C5 C4 C9 118.7(3) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.4(3) . . ?
C6 C5 H5 120.3 . . ?
C5 C6 H6 118.9 . . ?
C5 C6 C7 122.2(3) . . ?
C7 C6 H6 118.9 . . ?
C6 C7 H7 119.8 . . ?
C8 C7 C6 120.3(3) . . ?
C8 C7 H7 119.8 . . ?
N2 C8 C9 114.0(2) . . ?
C7 C8 N2 128.0(3) . . ?
C7 C8 C9 118.0(3) . . ?
N1 C9 C4 121.8(3) . . ?
N1 C9 C8 116.8(3) . . ?
C4 C9 C8 121.3(3) . . ?
O1 C10 N2 129.4(3) . . ?
O1 C10 C11 116.9(3) . . ?
N2 C10 C11 113.7(2) . . ?
N3 C11 C10 112.2(2) . . ?
N3 C11 H11 107.8 . . ?
N5 C11 N3 110.3(2) . . ?
N5 C11 C10 110.7(2) . . ?
N5 C11 H11 107.8 . . ?
C10 C11 H11 107.8 . . ?
N3 C12 H12 126.5 . . ?
N3 C12 C13 107.0(3) . . ?
C13 C12 H12 126.5 . . ?
C12 C13 H13 127.4 . . ?
C12 C13 C14 105.3(3) . . ?
C14 C13 H13 127.4 . . ?
N4 C14 C13 111.0(3) . . ?
N4 C14 H14 124.5 . . ?
C13 C14 H14 124.5 . . ?
N5 C15 H15 126.4 . . ?
N5 C15 C16 107.2(3) . . ?
C16 C15 H15 126.4 . . ?
C15 C16 H16 127.3 . . ?
C15 C16 C17 105.3(3) . . ?
C17 C16 H16 127.3 . . ?
N6 C17 C16 111.0(3) . . ?
N6 C17 H17 124.5 . . ?
C16 C17 H17 124.5 . . ?
O2 C18 C19 115.3(2) . . ?
O3 C18 O2 127.7(3) . . ?
O3 C18 C19 117.0(3) . . ?
N7 C19 N9 110.9(2) . . ?
N7 C19 C18 113.8(2) . . ?
N7 C19 H19 107.2 . . ?
N9 C19 C18 110.1(2) . . ?
N9 C19 H19 107.2 . . ?
C18 C19 H19 107.2 . . ?
N7 C20 H20 126.3 . . ?
N7 C20 C21 107.4(3) . . ?
C21 C20 H20 126.3 . . ?
C20 C21 H21 127.7 . . ?
C20 C21 C22 104.7(3) . . ?
C22 C21 H21 127.7 . . ?
N8 C22 C21 111.8(3) . . ?
N8 C22 H22 124.1 . . ?
C21 C22 H22 124.1 . . ?
N9 C23 H23 126.5 . . ?
N9 C23 C24 106.9(3) . . ?
C24 C23 H23 126.5 . . ?
C23 C24 H24 127.7 . . ?
C23 C24 C25 104.6(3) . . ?
C25 C24 H24 127.7 . . ?
N10 C25 C24 112.7(3) . . ?
N10 C25 H25 123.6 . . ?
C24 C25 H25 123.6 . . ?

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
_geom_hbond_publ_flag
C15 H15 N10 0.95 2.47 3.196(4) 132.9 1_656 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O2 C18 O3 22.2(4) . . . . ?
Cu1 O2 C18 C19 -159.32(17) . . . . ?
Cu1 N1 C1 C2 -177.1(2) . . . . ?
Cu1 N1 C9 C4 177.0(2) . . . . ?
Cu1 N1 C9 C8 -2.3(3) . . . . ?
Cu1 N2 C8 C7 -177.8(2) . . . . ?
Cu1 N2 C8 C9 0.6(3) . . . . ?
Cu1 N2 C10 O1 -171.7(3) . . . . ?
Cu1 N2 C10 C11 6.6(4) . . . . ?
Cu1 N4 C14 C13 177.9(3) . . . . ?
Cu1 N6 C17 C16 -178.1(2) . . . . ?
O1 C10 C11 N3 -124.3(3) . . . . ?
O1 C10 C11 N5 112.1(3) . . . . ?
O2 C18 C19 N7 11.6(3) . . . . ?
O2 C18 C19 N9 136.8(2) . . . . ?
O3 C18 C19 N7 -169.7(2) . . . . ?
O3 C18 C19 N9 -44.5(3) . . . . ?
N1 C1 C2 C3 -0.4(5) . . . . ?
N2 C8 C9 N1 1.1(4) . . . . ?
N2 C8 C9 C4 -178.2(3) . . . . ?
N2 C10 C11 N3 57.2(3) . . . . ?
N2 C10 C11 N5 -66.5(3) . . . . ?
N3 N4 C14 C13 -0.1(4) . . . . ?
N3 C12 C13 C14 -0.1(4) . . . . ?
N4 N3 C11 N5 60.9(3) . . . . ?
N4 N3 C11 C10 -63.0(3) . . . . ?
N4 N3 C12 C13 0.0(4) . . . . ?
N5 N6 C17 C16 -0.2(3) . . . . ?
N5 C15 C16 C17 -0.9(3) . . . . ?
N6 N5 C11 N3 -64.9(3) . . . . ?
N6 N5 C11 C10 59.9(3) . . . . ?
N6 N5 C15 C16 0.8(3) . . . . ?
N7 N8 C22 C21 0.6(3) . . . . ?
N7 C20 C21 C22 -0.7(4) . . . . ?
N8 N7 C19 N9 92.1(3) . . . . ?
N8 N7 C19 C18 -143.1(2) . . . . ?
N8 N7 C20 C21 1.2(4) . . . . ?
N9 N10 C25 C24 -0.4(4) . . . . ?
N9 C23 C24 C25 0.4(4) . . . . ?
N10 N9 C19 N7 -107.4(3) . . . . ?
N10 N9 C19 C18 125.7(3) . . . . ?
N10 N9 C23 C24 -0.7(4) . . . . ?
C1 N1 C9 C4 -1.1(4) . . . . ?
C1 N1 C9 C8 179.6(3) . . . . ?
C1 C2 C3 C4 0.6(5) . . . . ?
C2 C3 C4 C5 179.1(3) . . . . ?
C2 C3 C4 C9 -0.9(5) . . . . ?
C3 C4 C5 C6 179.0(3) . . . . ?
C3 C4 C9 N1 1.2(4) . . . . ?
C3 C4 C9 C8 -179.5(3) . . . . ?
C4 C5 C6 C7 0.7(5) . . . . ?
C5 C4 C9 N1 -178.8(3) . . . . ?
C5 C4 C9 C8 0.5(4) . . . . ?
C5 C6 C7 C8 0.2(5) . . . . ?
C6 C7 C8 N2 177.7(3) . . . . ?
C6 C7 C8 C9 -0.7(4) . . . . ?
C7 C8 C9 N1 179.7(3) . . . . ?
C7 C8 C9 C4 0.4(4) . . . . ?
C8 N2 C10 O1 3.3(5) . . . . ?
C8 N2 C10 C11 -178.4(2) . . . . ?
C9 N1 C1 C2 0.7(4) . . . . ?
C9 C4 C5 C6 -1.0(5) . . . . ?
C10 N2 C8 C7 6.8(5) . . . . ?
C10 N2 C8 C9 -174.8(3) . . . . ?
C11 N3 N4 Cu1 4.9(3) . . . . ?
C11 N3 N4 C14 -176.5(3) . . . . ?
C11 N3 C12 C13 176.2(3) . . . . ?
C11 N5 N6 Cu1 1.6(3) . . . . ?
C11 N5 N6 C17 -177.0(2) . . . . ?
C11 N5 C15 C16 177.1(3) . . . . ?
C12 N3 N4 Cu1 -178.6(2) . . . . ?
C12 N3 N4 C14 0.1(3) . . . . ?
C12 N3 C11 N5 -115.0(3) . . . . ?
C12 N3 C11 C10 121.1(3) . . . . ?
C12 C13 C14 N4 0.1(4) . . . . ?
C15 N5 N6 Cu1 178.17(19) . . . . ?
C15 N5 N6 C17 -0.4(3) . . . . ?
C15 N5 C11 N3 119.2(3) . . . . ?
C15 N5 C11 C10 -116.0(3) . . . . ?
C15 C16 C17 N6 0.7(4) . . . . ?
C19 N7 N8 C22 -173.2(3) . . . . ?
C19 N7 C20 C21 172.4(3) . . . . ?
C19 N9 N10 C25 179.8(3) . . . . ?
C19 N9 C23 C24 -179.7(3) . . . . ?
C20 N7 N8 C22 -1.1(3) . . . . ?
C20 N7 C19 N9 -78.6(4) . . . . ?
C20 N7 C19 C18 46.2(4) . . . . ?
C20 C21 C22 N8 0.1(4) . . . . ?
C23 N9 N10 C25 0.7(4) . . . . ?
C23 N9 C19 N7 71.6(4) . . . . ?
C23 N9 C19 C18 -55.3(4) . . . . ?
C23 C24 C25 N10 0.0(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.59(2)
2 0.41(2)

####################################################################### 
# 
# 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_16rfs09
_database_code_depnum_ccdc_archive 'CCDC 2388660'
loop_
_audit_author_name
_audit_author_address
'Kraig A. Wheeler'
;Whitworth University
United States of America
;
_audit_update_record             
;
2024-11-13 deposited with the CCDC.	2024-11-20 downloaded from the CCDC.
;

_vrf_PLAT430_16rfs09             
;
PROBLEM: Short Inter D...A Contact  O1A      ..O4A       .       2.62 Ang.  
RESPONSE: Oxygen O2A is part of a water molecule that has partial 
occupancy (9%). The refinement with low and partial occupancy
 likely contributes to this short intermolecular distance. The also
may be a hydrogen bond between these moieties.
;

_audit_creation_date             2024-11-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.28(H2 O), 0.229(O1), 2(C19 H16 Cu N6 O3)'
_chemical_formula_sum            'C38 H32.56 Cu2 N12 O6.51'
_chemical_formula_weight         888.56
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.6542(6)
_cell_length_b                   13.8554(8)
_cell_length_c                   16.0283(9)
_cell_angle_alpha                114.194(3)
_cell_angle_beta                 93.294(3)
_cell_angle_gamma                103.183(3)
_cell_volume                     1876.4(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9929
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.302
_cell_measurement_theta_min      3.597
_shelx_estimated_absorpt_T_max   0.819
_shelx_estimated_absorpt_T_min   0.602
_exptl_absorpt_coefficient_mu    1.965
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6154
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Krause et al., 2015) was used for absorption correction.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             909
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2.00 -2.00 1.00 0.0640
-2.00 2.00 -1.00 0.0350
0.00 -1.00 -2.00 0.1410
0.00 1.00 2.00 0.1410
0.00 -1.00 1.00 0.0530
1.00 -1.00 1.00 0.0680
1.00 2.00 -2.00 0.0120
-1.00 -2.00 2.00 0.0670
-1.00 1.00 -1.00 0.0170

_exptl_crystal_size_max          0.287
_exptl_crystal_size_mid          0.122
_exptl_crystal_size_min          0.106
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            42460
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.243
_diffrn_reflns_theta_min         3.067
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'APEX II CCD'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            'Bruker APEX II'
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device       '\three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'focusing mirror'
_diffrn_radiation_detector       'Bruker APEX II'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'fine focus sealed X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.2
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_voltage           40.0
_diffrn_standards_number         .
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6029
_reflns_number_total             6721
_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.

Seven reflections (8 -10 7, -4 -2 7, -1 -8 5, 2 -5 2, -3 -1 6, 
8 -6 10, and 1 -6 3) were manually checked using Bruker APEX5 software. 
Because reflections 8 -10 7 and 8 -6 10 are obscured due to their positions
near the edge of a frame and were omitted from the data set. An
additional reflection, 9 -11 6 (error/esd = 9.03) was also omitted due to 
its position near the edge of the frame. Reflections -4 -2 7, -1 -8 5,
 2 -5 2, -3 -1 6, and 1 -6 3 showed observable intensity and are not
positioned near a frame edge. These reflections were retained in the data
set.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT+ V8.40B (Bruker AXS Inc., 2020)'
_computing_data_collection       'APEX2 (Bruker-AXS, 2013)'
_computing_data_reduction        'SAINT+ Ve8.40B (Bruker-AXS, 2020)'
_computing_molecular_graphics    'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material  'OLEX2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2019/1)'
_computing_structure_solution    'XT (Sheldrick, 2018/2)'
_refine_diff_density_max         0.414
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     578
_refine_ls_number_reflns         6721
_refine_ls_number_restraints     56
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0376
_refine_ls_restrained_S_all      1.114
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0270P)²+3.9450P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.0986
_refine_special_details          
;
All nonhydrogen atoms were located in a series of difference Fourier 
electron density map and refined using anisotropic displacement 
parameters. All C-H hydrogen atoms were placed in calculated 
positions with Uiso = 1.2xUeqiv of the connected C atoms 
(1.5xUeqiv for methyl groups). 
The acetetate bound to Cu1B was modeled with 
two part disorder and the occupancy factors 
refined to 51:49. Water O1 was refined with 
a partial occupancy factor of 28%. O4A and O4B
are water molecules 1.4 ang apart and disordered
with 8% and 15%, respectively. O4A and O4B were 
also modeled as a MeOH molecule with less success. 
The disordered acetate groups were restrained using
SADI, RIGU, and EADP  commands. Water O4A and O4B were restrained using and ISOR command.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 Cu1B-O2C \\sim Cu1B-O2B
 with sigma of 0.02
 O2C-C18C \\sim O2B-C18B
 with sigma of 0.02
 O3C-C18C \\sim O3B-C18B
 with sigma of 0.02
 C18C-C19C \\sim C18B-C19B
 with sigma of 0.02
 Cu1B-C18C \\sim Cu1B-C18B
 with sigma of 0.04
 O2C-O3C \\sim O2B-O3B
 with sigma of 0.04
 O2C-C19C \\sim O2B-C19B
 with sigma of 0.04
 O3C-C19C \\sim O3B-C19B
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(O4A) \\sim Ueq, Uanis(O4B) \\sim Ueq: with sigma of 0.002 and sigma for
terminal atoms of 0.004
Uanis(O2C) = Uanis(O2B)
Uanis(O3C) = Uanis(O3B)
Uanis(C18C) = Uanis(C18B)
4. Rigid body (RIGU) restrains
 O2C, O3C, C18C, C19C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O2B, O3B, C18B, C19B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O2B, O3B, C18B, C19B, O2C, O3C, C18C, C19C
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
5. Others
 Sof(O2C)=Sof(O3C)=Sof(C18C)=Sof(C19C)=Sof(H19D)=Sof(H19E)=Sof(H19F)=1-FVAR(1)
 Sof(O2B)=Sof(O3B)=Sof(C18B)=Sof(C19B)=Sof(H19A)=Sof(H19B)=Sof(H19C)=FVAR(1)
 Sof(O1)=Sof(H1C)=Sof(H1D)=FVAR(2)
6.a Free rotating group:
 O1(H1C,H1D)
6.b Ternary CH refined with riding coordinates:
 C11A(H11A), C11B(H11B)
6.c Aromatic/amide H refined with riding coordinates:
 C1A(H1A), C2A(H2A), C3A(H3A), C5A(H5A), C6A(H6A), C7A(H7A), C12A(H12A),
 C13A(H13A), C14A(H14A), C15A(H15A), C16A(H16A), C17A(H17A), C1B(H1B), C2B(H2B),
  C3B(H3B), C5B(H5B), C6B(H6B), C7B(H7B), C12B(H12B), C13B(H13B), C14B(H14B),
 C15B(H15B), C16B(H16B), C17B(H17B)
6.d Idealised Me refined as rotating group:
 C19A(H19G,H19H,H19I), C19B(H19A,H19B,H19C), C19C(H19D,H19E,H19F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.2345(11) 0.3545(11) 0.3971(7) 0.062(4) Uani 0.280(9) 1 d G . P . .
H1C H 0.195279 0.284309 0.377672 0.093 Uiso 0.280(9) 1 d G U P . .
H1D H 0.250819 0.362106 0.346995 0.093 Uiso 0.280(9) 1 d G U P . .
O4A O -0.288(4) -0.064(3) 0.746(2) 0.063(13) Uani 0.092(10) 1 d . U . A 1
Cu1A Cu 0.24741(4) 0.34251(3) 0.06756(3) 0.01642(10) Uani 1 1 d . . . . .
O1A O -0.0594(2) 0.07236(18) -0.12898(15) 0.0347(5) Uani 1 1 d . . . . .
O2A O 0.4285(2) 0.45112(15) 0.13755(13) 0.0197(4) Uani 1 1 d . . . . .
O3A O 0.3581(2) 0.44942(16) 0.26738(13) 0.0252(4) Uani 1 1 d . . . . .
N1A N 0.1313(2) 0.45136(18) 0.09582(15) 0.0169(5) Uani 1 1 d . . . . .
N2A N 0.0602(2) 0.23841(18) -0.00378(15) 0.0181(5) Uani 1 1 d . . . . .
N3A N 0.3124(3) 0.21660(19) 0.07619(16) 0.0216(5) Uani 1 1 d . . . . .
N4A N 0.2689(3) 0.11804(18) 0.00053(16) 0.0213(5) Uani 1 1 d . . . . .
N5A N 0.3254(2) 0.28613(18) -0.07534(16) 0.0200(5) Uani 1 1 d . . . . .
N6A N 0.2859(3) 0.17451(19) -0.12046(16) 0.0205(5) Uani 1 1 d . . . . .
C1A C 0.1767(3) 0.5597(2) 0.14345(18) 0.0201(6) Uani 1 1 d . . . . .
H1A H 0.277291 0.593776 0.164313 0.024 Uiso 1 1 calc R U . . .
C2A C 0.0814(3) 0.6262(2) 0.16430(19) 0.0241(6) Uani 1 1 d . . . . .
H2A H 0.117561 0.703898 0.197826 0.029 Uiso 1 1 calc R U . . .
C3A C -0.0633(3) 0.5780(2) 0.1359(2) 0.0248(6) Uani 1 1 d . . . . .
H3A H -0.128483 0.622290 0.149601 0.030 Uiso 1 1 calc R U . . .
C4A C -0.1169(3) 0.4621(2) 0.08607(19) 0.0214(6) Uani 1 1 d . . . . .
C5A C -0.2647(3) 0.4042(3) 0.0548(2) 0.0271(6) Uani 1 1 d . . . . .
H5A H -0.336354 0.442716 0.068287 0.033 Uiso 1 1 calc R U . . .
C6A C -0.3037(3) 0.2921(3) 0.0048(2) 0.0274(6) Uani 1 1 d . . . . .
H6A H -0.403457 0.253833 -0.014746 0.033 Uiso 1 1 calc R U . . .
C7A C -0.2014(3) 0.2315(2) -0.0186(2) 0.0246(6) Uani 1 1 d . . . . .
H7A H -0.232424 0.154021 -0.055163 0.030 Uiso 1 1 calc R U . . .
C8A C -0.0559(3) 0.2847(2) 0.01158(19) 0.0193(6) Uani 1 1 d . . . . .
C9A C -0.0139(3) 0.4014(2) 0.06588(18) 0.0182(5) Uani 1 1 d . . . . .
C10A C 0.0481(3) 0.1394(2) -0.07274(19) 0.0209(6) Uani 1 1 d . . . . .
C11A C 0.1918(3) 0.1086(2) -0.08426(19) 0.0207(6) Uani 1 1 d . . . . .
H11A H 0.168922 0.029874 -0.130995 0.025 Uiso 1 1 calc R U . . .
C12A C 0.3923(4) 0.2011(3) 0.1368(2) 0.0325(7) Uani 1 1 d . . . . .
H12A H 0.437564 0.256331 0.197032 0.039 Uiso 1 1 calc R U . . .
C13A C 0.4015(5) 0.0926(3) 0.1003(2) 0.0439(9) Uani 1 1 d . . . . .
H13A H 0.451950 0.060726 0.129970 0.053 Uiso 1 1 calc R U . . .
C14A C 0.3227(4) 0.0425(3) 0.0133(2) 0.0340(7) Uani 1 1 d . . . . .
H14A H 0.308212 -0.031870 -0.030376 0.041 Uiso 1 1 calc R U . . .
C15A C 0.4171(3) 0.3185(2) -0.1237(2) 0.0233(6) Uani 1 1 d . . . . .
H15A H 0.463228 0.393254 -0.108965 0.028 Uiso 1 1 calc R U . . .
C16A C 0.4370(3) 0.2281(3) -0.1994(2) 0.0269(6) Uani 1 1 d . . . . .
H16A H 0.496223 0.229595 -0.244444 0.032 Uiso 1 1 calc R U . . .
C17A C 0.3529(3) 0.1374(3) -0.19461(19) 0.0247(6) Uani 1 1 d . . . . .
H17A H 0.343313 0.062661 -0.235396 0.030 Uiso 1 1 calc R U . . .
C18A C 0.4491(3) 0.4800(2) 0.22523(19) 0.0207(6) Uani 1 1 d . . . . .
C19A C 0.5941(4) 0.5577(3) 0.2783(2) 0.0353(8) Uani 1 1 d . . . . .
H19G H 0.586833 0.633502 0.304867 0.053 Uiso 1 1 calc R U . . .
H19H H 0.664848 0.550203 0.236207 0.053 Uiso 1 1 calc R U . . .
H19I H 0.624876 0.539820 0.328268 0.053 Uiso 1 1 calc R U . . .
Cu1B Cu -0.15298(5) 0.18647(3) 0.42934(3) 0.02500(12) Uani 1 1 d D . . . .
O1B O -0.3459(2) 0.22020(17) 0.65794(14) 0.0278(5) Uani 1 1 d . . . . .
O2B O -0.0163(11) 0.2174(11) 0.3531(7) 0.0216(17) Uani 0.532(15) 1 d D . P B 1
O3B O -0.1932(14) 0.1272(15) 0.2300(11) 0.0260(17) Uani 0.532(15) 1 d D . P B 1
N1B N -0.1142(3) 0.04083(19) 0.40029(16) 0.0225(5) Uani 1 1 d . . . . .
N2B N -0.2580(3) 0.15124(19) 0.51985(16) 0.0212(5) Uani 1 1 d . . . . .
N3B N -0.3094(3) 0.26428(19) 0.41739(16) 0.0233(5) Uani 1 1 d . . . . .
N4B N -0.3436(3) 0.32845(19) 0.49870(16) 0.0218(5) Uani 1 1 d . . . . .
N5B N -0.0354(3) 0.3505(2) 0.54429(16) 0.0241(5) Uani 1 1 d . . . . .
N6B N -0.1222(3) 0.39610(19) 0.60372(16) 0.0220(5) Uani 1 1 d . . . . .
C1B C -0.0343(3) -0.0083(3) 0.3413(2) 0.0286(7) Uani 1 1 d . . . . .
H1B H 0.017076 0.029156 0.309555 0.034 Uiso 1 1 calc R U . . .
C2B C -0.0225(4) -0.1134(3) 0.3239(2) 0.0350(8) Uani 1 1 d . . . . .
H2B H 0.035293 -0.146344 0.280649 0.042 Uiso 1 1 calc R U . . .
C3B C -0.0944(4) -0.1686(3) 0.3693(2) 0.0331(7) Uani 1 1 d . . . . .
H3B H -0.086601 -0.239929 0.357674 0.040 Uiso 1 1 calc R U . . .
C4B C -0.1804(3) -0.1192(2) 0.4336(2) 0.0278(7) Uani 1 1 d . . . . .
C5B C -0.2576(3) -0.1675(2) 0.4856(2) 0.0315(7) Uani 1 1 d . . . . .
H5B H -0.254235 -0.238588 0.478156 0.038 Uiso 1 1 calc R U . . .
C6B C -0.3368(3) -0.1123(3) 0.5466(2) 0.0315(7) Uani 1 1 d . . . . .
H6B H -0.389345 -0.146530 0.580141 0.038 Uiso 1 1 calc R U . . .
C7B C -0.3428(3) -0.0058(3) 0.5611(2) 0.0278(7) Uani 1 1 d . . . . .
H7B H -0.398948 0.030669 0.603861 0.033 Uiso 1 1 calc R U . . .
C8B C -0.2668(3) 0.0456(2) 0.5128(2) 0.0223(6) Uani 1 1 d . . . . .
C9B C -0.1871(3) -0.0127(2) 0.44707(19) 0.0217(6) Uani 1 1 d . . . . .
C10B C -0.2975(3) 0.2263(2) 0.59023(18) 0.0199(6) Uani 1 1 d . . . . .
C11B C -0.2739(3) 0.3387(2) 0.58624(18) 0.0210(6) Uani 1 1 d . . . . .
H11B H -0.318871 0.385206 0.636721 0.025 Uiso 1 1 calc R U . . .
C12B C -0.3890(4) 0.2745(2) 0.3524(2) 0.0306(7) Uani 1 1 d . . . . .
H12B H -0.388575 0.238205 0.287704 0.037 Uiso 1 1 calc R U . . .
C13B C -0.4730(4) 0.3456(3) 0.3921(2) 0.0348(8) Uani 1 1 d . . . . .
H13B H -0.538779 0.366337 0.360738 0.042 Uiso 1 1 calc R U . . .
C14B C -0.4410(4) 0.3791(2) 0.4853(2) 0.0284(7) Uani 1 1 d . . . . .
H14B H -0.479786 0.428770 0.532093 0.034 Uiso 1 1 calc R U . . .
C15B C 0.0873(3) 0.4290(3) 0.5699(2) 0.0298(7) Uani 1 1 d . . . . .
H15B H 0.169550 0.421635 0.540578 0.036 Uiso 1 1 calc R U . . .
C16B C 0.0807(4) 0.5243(3) 0.6456(3) 0.0401(8) Uani 1 1 d . . . . .
H16B H 0.155119 0.591235 0.677164 0.048 Uiso 1 1 calc R U . . .
C17B C -0.0558(4) 0.5006(2) 0.6645(2) 0.0308(7) Uani 1 1 d . . . . .
H17B H -0.095937 0.548620 0.711592 0.037 Uiso 1 1 calc R U . . .
C18B C -0.0673(13) 0.1807(14) 0.2664(7) 0.0209(19) Uani 0.532(15) 1 d D . P B 1
C19B C 0.0425(12) 0.2020(10) 0.2075(7) 0.029(2) Uani 0.532(15) 1 d D . P B 1
H19A H 0.074236 0.135737 0.175402 0.043 Uiso 0.532(15) 1 calc R U P B 1
H19B H 0.125810 0.263209 0.247383 0.043 Uiso 0.532(15) 1 calc R U P B 1
H19C H -0.001678 0.220764 0.161680 0.043 Uiso 0.532(15) 1 calc R U P B 1
O2C O -0.0531(13) 0.2220(12) 0.3398(8) 0.0216(17) Uani 0.468(15) 1 d D . P B 2
O3C O -0.2351(13) 0.1145(18) 0.2231(13) 0.0260(17) Uani 0.468(15) 1 d D . P B 2
C18C C -0.1117(15) 0.1741(17) 0.2533(8) 0.0209(19) Uani 0.468(15) 1 d D . P B 2
C19C C -0.0115(14) 0.1959(13) 0.1888(9) 0.030(3) Uani 0.468(15) 1 d D . P B 2
H19D H 0.066028 0.263756 0.224517 0.045 Uiso 0.468(15) 1 calc R U P B 2
H19E H -0.066527 0.203806 0.139844 0.045 Uiso 0.468(15) 1 calc R U P B 2
H19F H 0.030312 0.134126 0.160833 0.045 Uiso 0.468(15) 1 calc R U P B 2
O4B O -0.360(5) 0.031(3) 0.763(3) 0.13(2) Uani 0.137(14) 1 d . U . C 2


_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
O1 H1C 0.8701 . ?
O1 H1D 0.8704 . ?
Cu1A O2A 1.9420(19) . ?
Cu1A N1A 2.002(2) . ?
Cu1A N2A 1.969(2) . ?
Cu1A N3A 2.035(2) . ?
Cu1A N5A 2.329(2) . ?
O1A C10A 1.233(4) . ?
O2A C18A 1.283(3) . ?
O3A C18A 1.241(3) . ?
N1A C1A 1.323(4) . ?
N1A C9A 1.372(4) . ?
N2A C8A 1.399(3) . ?
N2A C10A 1.337(4) . ?
N3A N4A 1.354(3) . ?
N3A C12A 1.321(4) . ?
N4A C11A 1.453(4) . ?
N4A C14A 1.349(4) . ?
N5A N6A 1.357(3) . ?
N5A C15A 1.331(4) . ?
N6A C11A 1.454(4) . ?
N6A C17A 1.355(4) . ?
C1A H1A 0.9500 . ?
C1A C2A 1.405(4) . ?
C2A H2A 0.9500 . ?
C2A C3A 1.363(4) . ?
C3A H3A 0.9500 . ?
C3A C4A 1.417(4) . ?
C4A C5A 1.413(4) . ?
C4A C9A 1.412(4) . ?
C5A H5A 0.9500 . ?
C5A C6A 1.368(4) . ?
C6A H6A 0.9500 . ?
C6A C7A 1.409(4) . ?
C7A H7A 0.9500 . ?
C7A C8A 1.381(4) . ?
C8A C9A 1.430(4) . ?
C10A C11A 1.542(4) . ?
C11A H11A 1.0000 . ?
C12A H12A 0.9500 . ?
C12A C13A 1.399(5) . ?
C13A H13A 0.9500 . ?
C13A C14A 1.360(5) . ?
C14A H14A 0.9500 . ?
C15A H15A 0.9500 . ?
C15A C16A 1.403(4) . ?
C16A H16A 0.9500 . ?
C16A C17A 1.366(4) . ?
C17A H17A 0.9500 . ?
C18A C19A 1.505(4) . ?
C19A H19G 0.9800 . ?
C19A H19H 0.9800 . ?
C19A H19I 0.9800 . ?
Cu1B O2B 1.944(8) . ?
Cu1B N1B 2.006(2) . ?
Cu1B N2B 1.973(2) . ?
Cu1B N3B 2.088(3) . ?
Cu1B N5B 2.236(2) . ?
Cu1B O2C 1.937(9) . ?
O1B C10B 1.233(3) . ?
O2B C18B 1.287(8) . ?
O3B C18B 1.233(8) . ?
N1B C1B 1.322(4) . ?
N1B C9B 1.373(4) . ?
N2B C8B 1.402(4) . ?
N2B C10B 1.330(4) . ?
N3B N4B 1.353(3) . ?
N3B C12B 1.332(4) . ?
N4B C11B 1.458(4) . ?
N4B C14B 1.351(4) . ?
N5B N6B 1.359(3) . ?
N5B C15B 1.321(4) . ?
N6B C11B 1.447(4) . ?
N6B C17B 1.343(4) . ?
C1B H1B 0.9500 . ?
C1B C2B 1.399(5) . ?
C2B H2B 0.9500 . ?
C2B C3B 1.366(5) . ?
C3B H3B 0.9500 . ?
C3B C4B 1.414(5) . ?
C4B C5B 1.415(5) . ?
C4B C9B 1.419(4) . ?
C5B H5B 0.9500 . ?
C5B C6B 1.366(5) . ?
C6B H6B 0.9500 . ?
C6B C7B 1.413(4) . ?
C7B H7B 0.9500 . ?
C7B C8B 1.387(4) . ?
C8B C9B 1.426(4) . ?
C10B C11B 1.549(4) . ?
C11B H11B 1.0000 . ?
C12B H12B 0.9500 . ?
C12B C13B 1.394(5) . ?
C13B H13B 0.9500 . ?
C13B C14B 1.363(4) . ?
C14B H14B 0.9500 . ?
C15B H15B 0.9500 . ?
C15B C16B 1.398(5) . ?
C16B H16B 0.9500 . ?
C16B C17B 1.366(5) . ?
C17B H17B 0.9500 . ?
C18B C19B 1.518(9) . ?
C19B H19A 0.9800 . ?
C19B H19B 0.9800 . ?
C19B H19C 0.9800 . ?
O2C C18C 1.292(10) . ?
O3C C18C 1.221(9) . ?
C18C C19C 1.527(10) . ?
C19C H19D 0.9800 . ?
C19C H19E 0.9800 . ?
C19C H19F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1C O1 H1D 104.4 . . ?
O2A Cu1A N1A 95.10(9) . . ?
O2A Cu1A N2A 177.10(9) . . ?
O2A Cu1A N3A 93.35(9) . . ?
O2A Cu1A N5A 95.35(8) . . ?
N1A Cu1A N3A 155.34(9) . . ?
N1A Cu1A N5A 117.12(8) . . ?
N2A Cu1A N1A 82.20(9) . . ?
N2A Cu1A N3A 89.55(9) . . ?
N2A Cu1A N5A 84.97(9) . . ?
N3A Cu1A N5A 85.01(9) . . ?
C18A O2A Cu1A 116.04(18) . . ?
C1A N1A Cu1A 128.22(19) . . ?
C1A N1A C9A 119.2(2) . . ?
C9A N1A Cu1A 112.40(17) . . ?
C8A N2A Cu1A 113.84(17) . . ?
C10A N2A Cu1A 122.92(19) . . ?
C10A N2A C8A 122.2(2) . . ?
N4A N3A Cu1A 116.66(17) . . ?
C12A N3A Cu1A 137.9(2) . . ?
C12A N3A N4A 105.4(2) . . ?
N3A N4A C11A 120.1(2) . . ?
C14A N4A N3A 111.2(2) . . ?
C14A N4A C11A 128.2(2) . . ?
N6A N5A Cu1A 109.84(16) . . ?
C15A N5A Cu1A 143.7(2) . . ?
C15A N5A N6A 104.7(2) . . ?
N5A N6A C11A 120.9(2) . . ?
C17A N6A N5A 111.9(2) . . ?
C17A N6A C11A 127.0(2) . . ?
N1A C1A H1A 118.8 . . ?
N1A C1A C2A 122.4(3) . . ?
C2A C1A H1A 118.8 . . ?
C1A C2A H2A 120.4 . . ?
C3A C2A C1A 119.3(3) . . ?
C3A C2A H2A 120.4 . . ?
C2A C3A H3A 119.9 . . ?
C2A C3A C4A 120.2(3) . . ?
C4A C3A H3A 119.9 . . ?
C5A C4A C3A 124.6(3) . . ?
C9A C4A C3A 117.0(3) . . ?
C9A C4A C5A 118.4(3) . . ?
C4A C5A H5A 120.2 . . ?
C6A C5A C4A 119.5(3) . . ?
C6A C5A H5A 120.2 . . ?
C5A C6A H6A 118.8 . . ?
C5A C6A C7A 122.4(3) . . ?
C7A C6A H6A 118.8 . . ?
C6A C7A H7A 120.0 . . ?
C8A C7A C6A 120.0(3) . . ?
C8A C7A H7A 120.0 . . ?
N2A C8A C9A 113.9(2) . . ?
C7A C8A N2A 128.0(3) . . ?
C7A C8A C9A 118.2(3) . . ?
N1A C9A C4A 121.9(2) . . ?
N1A C9A C8A 116.6(2) . . ?
C4A C9A C8A 121.5(3) . . ?
O1A C10A N2A 129.3(3) . . ?
O1A C10A C11A 116.6(2) . . ?
N2A C10A C11A 114.1(2) . . ?
N4A C11A N6A 109.3(2) . . ?
N4A C11A C10A 113.8(2) . . ?
N4A C11A H11A 107.5 . . ?
N6A C11A C10A 110.9(2) . . ?
N6A C11A H11A 107.5 . . ?
C10A C11A H11A 107.5 . . ?
N3A C12A H12A 124.5 . . ?
N3A C12A C13A 110.9(3) . . ?
C13A C12A H12A 124.5 . . ?
C12A C13A H13A 127.4 . . ?
C14A C13A C12A 105.3(3) . . ?
C14A C13A H13A 127.4 . . ?
N4A C14A C13A 107.2(3) . . ?
N4A C14A H14A 126.4 . . ?
C13A C14A H14A 126.4 . . ?
N5A C15A H15A 124.4 . . ?
N5A C15A C16A 111.2(3) . . ?
C16A C15A H15A 124.4 . . ?
C15A C16A H16A 127.3 . . ?
C17A C16A C15A 105.3(3) . . ?
C17A C16A H16A 127.3 . . ?
N6A C17A C16A 106.8(3) . . ?
N6A C17A H17A 126.6 . . ?
C16A C17A H17A 126.6 . . ?
O2A C18A C19A 116.0(3) . . ?
O3A C18A O2A 124.5(3) . . ?
O3A C18A C19A 119.6(3) . . ?
C18A C19A H19G 109.5 . . ?
C18A C19A H19H 109.5 . . ?
C18A C19A H19I 109.5 . . ?
H19G C19A H19H 109.5 . . ?
H19G C19A H19I 109.5 . . ?
H19H C19A H19I 109.5 . . ?
O2B Cu1B N1B 91.4(4) . . ?
O2B Cu1B N2B 168.3(3) . . ?
O2B Cu1B N3B 104.2(4) . . ?
O2B Cu1B N5B 87.6(4) . . ?
N1B Cu1B N3B 144.95(10) . . ?
N1B Cu1B N5B 127.71(10) . . ?
N2B Cu1B N1B 81.96(10) . . ?
N2B Cu1B N3B 86.61(10) . . ?
N2B Cu1B N5B 88.77(9) . . ?
N3B Cu1B N5B 84.78(9) . . ?
O2C Cu1B N1B 98.9(4) . . ?
O2C Cu1B N2B 178.9(4) . . ?
O2C Cu1B N3B 92.3(4) . . ?
O2C Cu1B N5B 91.3(4) . . ?
C18B O2B Cu1B 115.8(7) . . ?
C1B N1B Cu1B 128.3(2) . . ?
C1B N1B C9B 118.8(3) . . ?
C9B N1B Cu1B 112.76(18) . . ?
C8B N2B Cu1B 114.24(18) . . ?
C10B N2B Cu1B 122.70(19) . . ?
C10B N2B C8B 122.3(2) . . ?
N4B N3B Cu1B 115.08(18) . . ?
C12B N3B Cu1B 139.8(2) . . ?
C12B N3B N4B 105.1(2) . . ?
N3B N4B C11B 120.3(2) . . ?
C14B N4B N3B 111.4(2) . . ?
C14B N4B C11B 128.2(2) . . ?
N6B N5B Cu1B 112.69(17) . . ?
C15B N5B Cu1B 141.8(2) . . ?
C15B N5B N6B 104.6(2) . . ?
N5B N6B C11B 119.4(2) . . ?
C17B N6B N5B 112.0(2) . . ?
C17B N6B C11B 127.7(3) . . ?
N1B C1B H1B 118.8 . . ?
N1B C1B C2B 122.5(3) . . ?
C2B C1B H1B 118.8 . . ?
C1B C2B H2B 120.1 . . ?
C3B C2B C1B 119.9(3) . . ?
C3B C2B H2B 120.1 . . ?
C2B C3B H3B 120.1 . . ?
C2B C3B C4B 119.8(3) . . ?
C4B C3B H3B 120.1 . . ?
C3B C4B C5B 124.8(3) . . ?
C3B C4B C9B 116.9(3) . . ?
C5B C4B C9B 118.3(3) . . ?
C4B C5B H5B 119.9 . . ?
C6B C5B C4B 120.1(3) . . ?
C6B C5B H5B 119.9 . . ?
C5B C6B H6B 119.1 . . ?
C5B C6B C7B 121.9(3) . . ?
C7B C6B H6B 119.1 . . ?
C6B C7B H7B 120.0 . . ?
C8B C7B C6B 120.0(3) . . ?
C8B C7B H7B 120.0 . . ?
N2B C8B C9B 113.8(2) . . ?
C7B C8B N2B 127.6(3) . . ?
C7B C8B C9B 118.5(3) . . ?
N1B C9B C4B 122.1(3) . . ?
N1B C9B C8B 116.7(2) . . ?
C4B C9B C8B 121.2(3) . . ?
O1B C10B N2B 129.7(3) . . ?
O1B C10B C11B 116.4(2) . . ?
N2B C10B C11B 113.8(2) . . ?
N4B C11B C10B 112.6(2) . . ?
N4B C11B H11B 107.4 . . ?
N6B C11B N4B 109.9(2) . . ?
N6B C11B C10B 111.9(2) . . ?
N6B C11B H11B 107.4 . . ?
C10B C11B H11B 107.4 . . ?
N3B C12B H12B 124.5 . . ?
N3B C12B C13B 110.9(3) . . ?
C13B C12B H12B 124.5 . . ?
C12B C13B H13B 127.3 . . ?
C14B C13B C12B 105.5(3) . . ?
C14B C13B H13B 127.3 . . ?
N4B C14B C13B 107.1(3) . . ?
N4B C14B H14B 126.5 . . ?
C13B C14B H14B 126.5 . . ?
N5B C15B H15B 124.3 . . ?
N5B C15B C16B 111.4(3) . . ?
C16B C15B H15B 124.3 . . ?
C15B C16B H16B 127.4 . . ?
C17B C16B C15B 105.3(3) . . ?
C17B C16B H16B 127.4 . . ?
N6B C17B C16B 106.7(3) . . ?
N6B C17B H17B 126.6 . . ?
C16B C17B H17B 126.6 . . ?
O2B C18B C19B 114.9(7) . . ?
O3B C18B O2B 124.8(9) . . ?
O3B C18B C19B 120.2(9) . . ?
C18B C19B H19A 109.5 . . ?
C18B C19B H19B 109.5 . . ?
C18B C19B H19C 109.5 . . ?
H19A C19B H19B 109.5 . . ?
H19A C19B H19C 109.5 . . ?
H19B C19B H19C 109.5 . . ?
C18C O2C Cu1B 119.9(9) . . ?
O2C C18C C19C 114.1(10) . . ?
O3C C18C O2C 124.6(11) . . ?
O3C C18C C19C 121.4(11) . . ?
C18C C19C H19D 109.5 . . ?
C18C C19C H19E 109.5 . . ?
C18C C19C H19F 109.5 . . ?
H19D C19C H19E 109.5 . . ?
H19D C19C H19F 109.5 . . ?
H19E C19C H19F 109.5 . . ?

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
_geom_hbond_publ_flag
O1 H1C O2C 0.87 2.31 2.815(17) 117.3 . yes
O1 H1D O3A 0.87 2.24 3.048(11) 154.6 . yes

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
Cu1A O2A C18A O3A -5.3(4) . . . . ?
Cu1A O2A C18A C19A 175.5(2) . . . . ?
Cu1A N1A C1A C2A -175.0(2) . . . . ?
Cu1A N1A C9A C4A 174.1(2) . . . . ?
Cu1A N1A C9A C8A -7.0(3) . . . . ?
Cu1A N2A C8A C7A -171.5(2) . . . . ?
Cu1A N2A C8A C9A 8.1(3) . . . . ?
Cu1A N2A C10A O1A -171.0(2) . . . . ?
Cu1A N2A C10A C11A 6.6(3) . . . . ?
Cu1A N3A N4A C11A 5.7(3) . . . . ?
Cu1A N3A N4A C14A 177.8(2) . . . . ?
Cu1A N3A C12A C13A -177.9(3) . . . . ?
Cu1A N5A N6A C11A 7.6(3) . . . . ?
Cu1A N5A N6A C17A -167.58(19) . . . . ?
Cu1A N5A C15A C16A 161.4(2) . . . . ?
O1A C10A C11A N4A -129.0(3) . . . . ?
O1A C10A C11A N6A 107.3(3) . . . . ?
N1A C1A C2A C3A 1.0(4) . . . . ?
N2A C8A C9A N1A -0.6(3) . . . . ?
N2A C8A C9A C4A 178.3(2) . . . . ?
N2A C10A C11A N4A 53.2(3) . . . . ?
N2A C10A C11A N6A -70.6(3) . . . . ?
N3A N4A C11A N6A 64.1(3) . . . . ?
N3A N4A C11A C10A -60.5(3) . . . . ?
N3A N4A C14A C13A 1.0(4) . . . . ?
N3A C12A C13A C14A 0.3(4) . . . . ?
N4A N3A C12A C13A 0.3(4) . . . . ?
N5A N6A C11A N4A -69.1(3) . . . . ?
N5A N6A C11A C10A 57.2(3) . . . . ?
N5A N6A C17A C16A -1.4(3) . . . . ?
N5A C15A C16A C17A -0.5(3) . . . . ?
N6A N5A C15A C16A -0.3(3) . . . . ?
C1A N1A C9A C4A -1.3(4) . . . . ?
C1A N1A C9A C8A 177.6(2) . . . . ?
C1A C2A C3A C4A 0.1(4) . . . . ?
C2A C3A C4A C5A 179.1(3) . . . . ?
C2A C3A C4A C9A -1.7(4) . . . . ?
C3A C4A C5A C6A 178.1(3) . . . . ?
C3A C4A C9A N1A 2.3(4) . . . . ?
C3A C4A C9A C8A -176.5(2) . . . . ?
C4A C5A C6A C7A -1.3(5) . . . . ?
C5A C4A C9A N1A -178.4(2) . . . . ?
C5A C4A C9A C8A 2.8(4) . . . . ?
C5A C6A C7A C8A 2.1(5) . . . . ?
C6A C7A C8A N2A 179.2(3) . . . . ?
C6A C7A C8A C9A -0.4(4) . . . . ?
C7A C8A C9A N1A 179.1(2) . . . . ?
C7A C8A C9A C4A -2.0(4) . . . . ?
C8A N2A C10A O1A -3.6(5) . . . . ?
C8A N2A C10A C11A 173.9(2) . . . . ?
C9A N1A C1A C2A -0.4(4) . . . . ?
C9A C4A C5A C6A -1.1(4) . . . . ?
C10A N2A C8A C7A 20.1(4) . . . . ?
C10A N2A C8A C9A -160.3(2) . . . . ?
C11A N4A C14A C13A 172.3(3) . . . . ?
C11A N6A C17A C16A -176.2(3) . . . . ?
C12A N3A N4A C11A -172.9(3) . . . . ?
C12A N3A N4A C14A -0.8(3) . . . . ?
C12A C13A C14A N4A -0.8(4) . . . . ?
C14A N4A C11A N6A -106.5(3) . . . . ?
C14A N4A C11A C10A 128.9(3) . . . . ?
C15A N5A N6A C11A 176.2(2) . . . . ?
C15A N5A N6A C17A 1.0(3) . . . . ?
C15A C16A C17A N6A 1.1(3) . . . . ?
C17A N6A C11A N4A 105.3(3) . . . . ?
C17A N6A C11A C10A -128.5(3) . . . . ?
Cu1B O2B C18B O3B -1(2) . . . . ?
Cu1B O2B C18B C19B -177.8(11) . . . . ?
Cu1B N1B C1B C2B -176.4(2) . . . . ?
Cu1B N1B C9B C4B 177.1(2) . . . . ?
Cu1B N1B C9B C8B -5.0(3) . . . . ?
Cu1B N2B C8B C7B -174.3(2) . . . . ?
Cu1B N2B C8B C9B 5.4(3) . . . . ?
Cu1B N2B C10B O1B -169.6(2) . . . . ?
Cu1B N2B C10B C11B 8.5(3) . . . . ?
Cu1B N3B N4B C11B -0.6(3) . . . . ?
Cu1B N3B N4B C14B 177.55(19) . . . . ?
Cu1B N3B C12B C13B -177.3(2) . . . . ?
Cu1B N5B N6B C11B -1.6(3) . . . . ?
Cu1B N5B N6B C17B -171.3(2) . . . . ?
Cu1B N5B C15B C16B 168.0(3) . . . . ?
Cu1B O2C C18C O3C 8(3) . . . . ?
Cu1B O2C C18C C19C -170.7(11) . . . . ?
O1B C10B C11B N4B -127.2(3) . . . . ?
O1B C10B C11B N6B 108.3(3) . . . . ?
N1B C1B C2B C3B -0.5(5) . . . . ?
N2B C8B C9B N1B -0.1(4) . . . . ?
N2B C8B C9B C4B 177.8(2) . . . . ?
N2B C10B C11B N4B 54.5(3) . . . . ?
N2B C10B C11B N6B -70.0(3) . . . . ?
N3B N4B C11B N6B 67.2(3) . . . . ?
N3B N4B C11B C10B -58.3(3) . . . . ?
N3B N4B C14B C13B 0.9(3) . . . . ?
N3B C12B C13B C14B 0.1(4) . . . . ?
N4B N3B C12B C13B 0.4(3) . . . . ?
N5B N6B C11B N4B -63.1(3) . . . . ?
N5B N6B C11B C10B 62.9(3) . . . . ?
N5B N6B C17B C16B -1.0(4) . . . . ?
N5B C15B C16B C17B -1.1(4) . . . . ?
N6B N5B C15B C16B 0.4(4) . . . . ?
C1B N1B C9B C4B -0.5(4) . . . . ?
C1B N1B C9B C8B 177.4(3) . . . . ?
C1B C2B C3B C4B 0.0(5) . . . . ?
C2B C3B C4B C5B -178.9(3) . . . . ?
C2B C3B C4B C9B 0.2(4) . . . . ?
C3B C4B C5B C6B 179.5(3) . . . . ?
C3B C4B C9B N1B 0.0(4) . . . . ?
C3B C4B C9B C8B -177.8(3) . . . . ?
C4B C5B C6B C7B -1.1(5) . . . . ?
C5B C4B C9B N1B 179.2(3) . . . . ?
C5B C4B C9B C8B 1.4(4) . . . . ?
C5B C6B C7B C8B -0.1(5) . . . . ?
C6B C7B C8B N2B -178.5(3) . . . . ?
C6B C7B C8B C9B 1.8(4) . . . . ?
C7B C8B C9B N1B 179.6(3) . . . . ?
C7B C8B C9B C4B -2.5(4) . . . . ?
C8B N2B C10B O1B -0.1(5) . . . . ?
C8B N2B C10B C11B 178.0(2) . . . . ?
C9B N1B C1B C2B 0.8(4) . . . . ?
C9B C4B C5B C6B 0.4(4) . . . . ?
C10B N2B C8B C7B 15.4(5) . . . . ?
C10B N2B C8B C9B -164.9(3) . . . . ?
C11B N4B C14B C13B 178.9(3) . . . . ?
C11B N6B C17B C16B -169.7(3) . . . . ?
C12B N3B N4B C11B -179.0(2) . . . . ?
C12B N3B N4B C14B -0.8(3) . . . . ?
C12B C13B C14B N4B -0.6(4) . . . . ?
C14B N4B C11B N6B -110.6(3) . . . . ?
C14B N4B C11B C10B 123.9(3) . . . . ?
C15B N5B N6B C11B 170.1(2) . . . . ?
C15B N5B N6B C17B 0.4(3) . . . . ?
C15B C16B C17B N6B 1.2(4) . . . . ?
C17B N6B C11B N4B 104.9(3) . . . . ?
C17B N6B C11B C10B -129.1(3) . . . . ?

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

data_16rfs10
_database_code_depnum_ccdc_archive 'CCDC 2388659'
loop_
_audit_author_name
_audit_author_address
'Kraig A. Wheeler'
;Whitworth University
United States of America
;
_audit_update_record             
;
2024-11-13 deposited with the CCDC.	2024-11-20 downloaded from the CCDC.
;
_audit_creation_date             2024-11-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H16 Cu N7 O, Cl O4'
_chemical_formula_sum            'C19 H16 Cl Cu N7 O5'
_chemical_formula_weight         521.38
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   29.990(3)
_cell_length_b                   8.1215(8)
_cell_length_c                   17.9630(16)
_cell_angle_alpha                90
_cell_angle_beta                 104.213(4)
_cell_angle_gamma                90
_cell_volume                     4241.2(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9315
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.266
_cell_measurement_theta_min      3.040
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.048
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5913
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Krause et al., 2015) was used for absorption correction.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.633
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2120
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 -1.00 2.00 0.1340
1.00 -1.00 -2.00 0.0630
-1.00 1.00 2.00 0.0100
-1.00 -2.00 -2.00 0.0570
1.00 2.00 2.00 0.0280
1.00 -1.00 2.00 0.1500
-1.00 1.00 -2.00 0.0810
0.00 1.00 2.00 0.0180
0.00 -1.00 -2.00 0.0600
2.00 0.00 1.00 0.1140
-2.00 0.00 -1.00 0.1070
1.00 0.00 0.00 0.0850
-1.00 0.00 0.00 0.0830

_exptl_crystal_size_max          0.276
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.125
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0511
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            45384
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.246
_diffrn_reflns_theta_min         3.040
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'APEX II CCD'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            'Bruker APEX II'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       '\three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'focusing mirror'
_diffrn_radiation_detector       'Bruker APEX II'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'fine focus sealed X-ray tube'
_diffrn_source_current           20.0
_diffrn_source_power             0.8
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_voltage           40.0
_diffrn_standards_number         .
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3683
_reflns_number_total             3891
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT+ V8.40B (Bruker AXS Inc., 2020)'
_computing_data_collection       'APEX2 (Bruker-AXS, 2013)'
_computing_data_reduction        'SAINT+ Ve8.40B (Bruker-AXS, 2020)'
_computing_molecular_graphics    'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material  'OLEX2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2019/1)'
_computing_structure_solution    'XT (Sheldrick, 2018/2)'
_refine_diff_density_max         0.930
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         3891
_refine_ls_number_restraints     69
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0351
_refine_ls_restrained_S_all      1.183
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0390P)²+12.2612P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0893
_refine_ls_wR_factor_ref         0.0904
_refine_special_details          
;
All nonhydrogen atoms were located in a single difference Fourier 
electron density map and refined using anisotropic displacement 
parameters. All C-H hydrogen atoms were placed in calculated 
positions with Uiso = 1.2xUeqiv of the connected C atoms 
(1.5xUeqiv for methyl groups). 
The perchlorate anion was modeled with two
part disorder with occupancy factors refined
to 90:10. The bond distances and adps for this
anion were also restrained using SADI, EADP, and RIGU commands.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O2-O3 \\sim O2-O4 \\sim O2-O5
 with sigma of 0.02
 Cl1-O2 \\sim Cl1-O3 \\sim Cl1-O4 \\sim Cl1-O5 \\sim Cl1-O3A \\sim Cl1-O4A
\\sim Cl1-O5A
 with sigma of 0.005
 O3-O4 \\sim O3-O5 \\sim O4-O5 \\sim O3A-O4A \\sim O3A-O5A \\sim O4A-O5A
 with sigma of 0.005
3. Uiso/Uaniso restraints and constraints
Uanis(O3) = Uanis(O3A)
Uanis(O4) = Uanis(O4A)
Uanis(O5) = Uanis(O5A)
4. Rigid body (RIGU) restrains
 O3, O3A, O5, O5A, O4, O4A, Cl1
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
5. Others
 Sof(O3A)=Sof(O4A)=Sof(O5A)=1-FVAR(1)
 Sof(O3)=Sof(O4)=Sof(O5)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C12(H12)
6.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C13(H13), C14(H14), C15(H15),
 C16(H16), C17(H17), C18(H18)
6.c Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.11349(2) 0.59767(4) 0.02981(2) 0.02101(11) Uani 1 1 d . . . . .
Cl1 Cl 0.31677(2) 0.65656(7) 0.29055(3) 0.02775(14) Uani 1 1 d D . . . .
O1 O 0.09041(6) 0.4893(2) -0.19832(9) 0.0345(4) Uani 1 1 d . . . . .
O2 O 0.36201(6) 0.5928(2) 0.29398(11) 0.0361(4) Uani 1 1 d D . . . .
O3 O 0.28833(8) 0.6223(3) 0.21366(11) 0.0436(6) Uani 0.903(3) 1 d D . P A 1
O4 O 0.29718(8) 0.5736(4) 0.34348(13) 0.0580(8) Uani 0.903(3) 1 d D . P A 1
O5 O 0.31827(10) 0.8288(3) 0.30039(18) 0.0717(9) Uani 0.903(3) 1 d D . P A 1
O3A O 0.2938(5) 0.7724(15) 0.2340(7) 0.0436(6) Uani 0.097(3) 1 d D . P A 2
O4A O 0.2843(5) 0.5338(19) 0.3002(10) 0.0580(8) Uani 0.097(3) 1 d D . P A 2
O5A O 0.3313(7) 0.7444(18) 0.3626(5) 0.0717(9) Uani 0.097(3) 1 d D . P A 2
N1 N 0.07148(6) 0.4314(2) 0.05914(10) 0.0187(4) Uani 1 1 d . . . . .
N2 N 0.08265(6) 0.5250(2) -0.07417(10) 0.0201(4) Uani 1 1 d . . . . .
N3 N 0.18185(6) 0.5984(2) -0.06698(11) 0.0208(4) Uani 1 1 d . . . . .
N4 N 0.17870(6) 0.5345(2) 0.00185(11) 0.0236(4) Uani 1 1 d . . . . .
N5 N 0.13082(6) 0.8284(2) -0.08481(10) 0.0200(4) Uani 1 1 d . . . . .
N6 N 0.12309(6) 0.8302(2) -0.01334(10) 0.0197(4) Uani 1 1 d . . . . .
N7 N 0.14172(7) 0.6665(2) 0.13554(11) 0.0260(4) Uani 1 1 d . . . . .
C1 C 0.06805(8) 0.3891(3) 0.12855(13) 0.0242(5) Uani 1 1 d . . . . .
H1 H 0.088928 0.435531 0.171969 0.029 Uiso 1 1 calc R U . . .
C2 C 0.03441(9) 0.2774(3) 0.14038(14) 0.0285(5) Uani 1 1 d . . . . .
H2 H 0.032930 0.249380 0.191060 0.034 Uiso 1 1 calc R U . . .
C3 C 0.00406(8) 0.2099(3) 0.07888(15) 0.0265(5) Uani 1 1 d . . . . .
H3 H -0.019024 0.136132 0.086453 0.032 Uiso 1 1 calc R U . . .
C4 C 0.00712(7) 0.2501(3) 0.00368(14) 0.0222(5) Uani 1 1 d . . . . .
C5 C -0.02214(8) 0.1849(3) -0.06390(15) 0.0264(5) Uani 1 1 d . . . . .
H5 H -0.045815 0.109719 -0.060483 0.032 Uiso 1 1 calc R U . . .
C6 C -0.01626(8) 0.2305(3) -0.13429(15) 0.0291(5) Uani 1 1 d . . . . .
H6 H -0.035959 0.185548 -0.179341 0.035 Uiso 1 1 calc R U . . .
C7 C 0.01835(8) 0.3426(3) -0.14143(14) 0.0265(5) Uani 1 1 d . . . . .
H7 H 0.021694 0.371841 -0.190984 0.032 Uiso 1 1 calc R U . . .
C8 C 0.04736(7) 0.4102(3) -0.07713(13) 0.0201(4) Uani 1 1 d . . . . .
C9 C 0.04170(7) 0.3629(3) -0.00368(13) 0.0190(4) Uani 1 1 d . . . . .
C11 C 0.10080(7) 0.5522(3) -0.13411(12) 0.0205(4) Uani 1 1 d . . . . .
C12 C 0.14161(7) 0.6736(3) -0.11727(12) 0.0202(4) Uani 1 1 d . . . . .
H12 H 0.149341 0.699061 -0.167108 0.024 Uiso 1 1 calc R U . . .
C13 C 0.22476(8) 0.5824(3) -0.07757(14) 0.0257(5) Uani 1 1 d . . . . .
H13 H 0.235101 0.619018 -0.120683 0.031 Uiso 1 1 calc R U . . .
C14 C 0.25032(8) 0.5033(3) -0.01429(15) 0.0318(6) Uani 1 1 d . . . . .
H14 H 0.281789 0.472680 -0.004723 0.038 Uiso 1 1 calc R U . . .
C15 C 0.22057(8) 0.4769(3) 0.03352(14) 0.0286(5) Uani 1 1 d . . . . .
H15 H 0.229152 0.424592 0.082261 0.034 Uiso 1 1 calc R U . . .
C16 C 0.13241(8) 0.9828(3) -0.11211(14) 0.0243(5) Uani 1 1 d . . . . .
H16 H 0.137450 1.012453 -0.160552 0.029 Uiso 1 1 calc R U . . .
C17 C 0.12536(8) 1.0888(3) -0.05650(15) 0.0260(5) Uani 1 1 d . . . . .
H17 H 0.124315 1.205649 -0.058655 0.031 Uiso 1 1 calc R U . . .
C18 C 0.12006(7) 0.9884(3) 0.00385(13) 0.0220(5) Uani 1 1 d . . . . .
H18 H 0.114964 1.027884 0.050868 0.026 Uiso 1 1 calc R U . . .
C19 C 0.16246(8) 0.6881(3) 0.19669(13) 0.0224(5) Uani 1 1 d . . . . .
C20 C 0.18888(9) 0.7113(3) 0.27500(13) 0.0273(5) Uani 1 1 d . . . . .
H20A H 0.168608 0.700029 0.309983 0.041 Uiso 1 1 calc R U . . .
H20B H 0.202661 0.821426 0.280498 0.041 Uiso 1 1 calc R U . . .
H20C H 0.213255 0.628153 0.287543 0.041 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 2.0034(18) . ?
Cu1 N2 1.9606(18) . ?
Cu1 N4 2.1960(19) . ?
Cu1 N6 2.0881(19) . ?
Cu1 N7 1.961(2) . ?
Cl1 O2 1.4394(17) . ?
Cl1 O3 1.4608(19) . ?
Cl1 O4 1.4063(19) . ?
Cl1 O5 1.409(2) . ?
Cl1 O3A 1.432(4) . ?
Cl1 O4A 1.432(4) . ?
Cl1 O5A 1.448(4) . ?
O1 C11 1.230(3) . ?
N1 C1 1.322(3) . ?
N1 C9 1.373(3) . ?
N2 C8 1.402(3) . ?
N2 C11 1.339(3) . ?
N3 N4 1.365(3) . ?
N3 C12 1.453(3) . ?
N3 C13 1.352(3) . ?
N4 C15 1.330(3) . ?
N5 N6 1.360(3) . ?
N5 C12 1.455(3) . ?
N5 C16 1.352(3) . ?
N6 C18 1.330(3) . ?
N7 C19 1.135(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.411(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.362(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.415(3) . ?
C4 C5 1.414(3) . ?
C4 C9 1.414(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.370(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.410(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.378(3) . ?
C8 C9 1.424(3) . ?
C11 C12 1.543(3) . ?
C12 H12 1.0000 . ?
C13 H13 0.9500 . ?
C13 C14 1.365(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.399(4) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C16 C17 1.374(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.396(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.447(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 N4 123.75(8) . . ?
N1 Cu1 N6 149.32(7) . . ?
N2 Cu1 N1 82.40(8) . . ?
N2 Cu1 N4 87.14(7) . . ?
N2 Cu1 N6 89.67(8) . . ?
N2 Cu1 N7 177.18(8) . . ?
N6 Cu1 N4 85.11(7) . . ?
N7 Cu1 N1 95.00(8) . . ?
N7 Cu1 N4 95.23(8) . . ?
N7 Cu1 N6 92.05(8) . . ?
O2 Cl1 O3 107.29(12) . . ?
O2 Cl1 O5A 93.8(9) . . ?
O4 Cl1 O2 110.15(13) . . ?
O4 Cl1 O3 107.71(14) . . ?
O4 Cl1 O5 113.38(17) . . ?
O5 Cl1 O2 110.55(14) . . ?
O5 Cl1 O3 107.50(15) . . ?
O3A Cl1 O2 123.4(7) . . ?
O3A Cl1 O4A 108.7(4) . . ?
O3A Cl1 O5A 107.3(4) . . ?
O4A Cl1 O2 113.9(8) . . ?
O4A Cl1 O5A 107.4(4) . . ?
C1 N1 Cu1 128.54(16) . . ?
C1 N1 C9 118.96(19) . . ?
C9 N1 Cu1 112.41(14) . . ?
C8 N2 Cu1 114.30(14) . . ?
C11 N2 Cu1 121.79(15) . . ?
C11 N2 C8 122.11(19) . . ?
N4 N3 C12 119.43(17) . . ?
C13 N3 N4 111.74(19) . . ?
C13 N3 C12 128.8(2) . . ?
N3 N4 Cu1 112.44(13) . . ?
C15 N4 Cu1 141.69(17) . . ?
C15 N4 N3 104.67(19) . . ?
N6 N5 C12 119.59(17) . . ?
C16 N5 N6 111.22(19) . . ?
C16 N5 C12 128.69(18) . . ?
N5 N6 Cu1 114.32(14) . . ?
C18 N6 Cu1 139.84(15) . . ?
C18 N6 N5 105.48(18) . . ?
C19 N7 Cu1 170.0(2) . . ?
N1 C1 H1 118.9 . . ?
N1 C1 C2 122.2(2) . . ?
C2 C1 H1 118.9 . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.8(2) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.6(2) . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 124.1(2) . . ?
C9 C4 C3 117.4(2) . . ?
C9 C4 C5 118.5(2) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 C4 119.9(2) . . ?
C6 C5 H5 120.1 . . ?
C5 C6 H6 119.2 . . ?
C5 C6 C7 121.5(2) . . ?
C7 C6 H6 119.2 . . ?
C6 C7 H7 119.7 . . ?
C8 C7 C6 120.5(2) . . ?
C8 C7 H7 119.7 . . ?
N2 C8 C9 113.89(19) . . ?
C7 C8 N2 127.7(2) . . ?
C7 C8 C9 118.4(2) . . ?
N1 C9 C4 122.0(2) . . ?
N1 C9 C8 116.78(19) . . ?
C4 C9 C8 121.2(2) . . ?
O1 C11 N2 128.8(2) . . ?
O1 C11 C12 117.11(19) . . ?
N2 C11 C12 114.03(19) . . ?
N3 C12 N5 110.28(17) . . ?
N3 C12 C11 110.55(18) . . ?
N3 C12 H12 107.7 . . ?
N5 C12 C11 112.78(18) . . ?
N5 C12 H12 107.7 . . ?
C11 C12 H12 107.7 . . ?
N3 C13 H13 126.6 . . ?
N3 C13 C14 106.7(2) . . ?
C14 C13 H13 126.6 . . ?
C13 C14 H14 127.1 . . ?
C13 C14 C15 105.7(2) . . ?
C15 C14 H14 127.1 . . ?
N4 C15 C14 111.2(2) . . ?
N4 C15 H15 124.4 . . ?
C14 C15 H15 124.4 . . ?
N5 C16 H16 126.5 . . ?
N5 C16 C17 107.0(2) . . ?
C17 C16 H16 126.5 . . ?
C16 C17 H17 127.3 . . ?
C16 C17 C18 105.4(2) . . ?
C18 C17 H17 127.3 . . ?
N6 C18 C17 110.9(2) . . ?
N6 C18 H18 124.6 . . ?
C17 C18 H18 124.6 . . ?
N7 C19 C20 178.5(3) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 N1 C1 C2 175.46(17) . . . . ?
Cu1 N1 C9 C4 -176.03(16) . . . . ?
Cu1 N1 C9 C8 4.3(2) . . . . ?
Cu1 N2 C8 C7 176.83(19) . . . . ?
Cu1 N2 C8 C9 -2.3(2) . . . . ?
Cu1 N2 C11 O1 165.1(2) . . . . ?
Cu1 N2 C11 C12 -11.9(3) . . . . ?
Cu1 N4 C15 C14 -165.4(2) . . . . ?
Cu1 N6 C18 C17 -171.63(18) . . . . ?
O1 C11 C12 N3 -106.0(2) . . . . ?
O1 C11 C12 N5 130.1(2) . . . . ?
N1 C1 C2 C3 -0.2(4) . . . . ?
N2 C8 C9 N1 -1.4(3) . . . . ?
N2 C8 C9 C4 178.92(19) . . . . ?
N2 C11 C12 N3 71.4(2) . . . . ?
N2 C11 C12 N5 -52.6(3) . . . . ?
N3 N4 C15 C14 0.0(3) . . . . ?
N3 C13 C14 C15 -0.9(3) . . . . ?
N4 N3 C12 N5 70.2(2) . . . . ?
N4 N3 C12 C11 -55.2(3) . . . . ?
N4 N3 C13 C14 0.9(3) . . . . ?
N5 N6 C18 C17 0.6(2) . . . . ?
N5 C16 C17 C18 0.5(2) . . . . ?
N6 N5 C12 N3 -56.9(2) . . . . ?
N6 N5 C12 C11 67.2(2) . . . . ?
N6 N5 C16 C17 -0.1(3) . . . . ?
C1 N1 C9 C4 0.8(3) . . . . ?
C1 N1 C9 C8 -178.9(2) . . . . ?
C1 C2 C3 C4 1.2(3) . . . . ?
C2 C3 C4 C5 178.9(2) . . . . ?
C2 C3 C4 C9 -1.1(3) . . . . ?
C3 C4 C5 C6 -179.5(2) . . . . ?
C3 C4 C9 N1 0.1(3) . . . . ?
C3 C4 C9 C8 179.9(2) . . . . ?
C4 C5 C6 C7 -0.4(4) . . . . ?
C5 C4 C9 N1 -179.92(19) . . . . ?
C5 C4 C9 C8 -0.2(3) . . . . ?
C5 C6 C7 C8 -0.2(4) . . . . ?
C6 C7 C8 N2 -178.6(2) . . . . ?
C6 C7 C8 C9 0.5(3) . . . . ?
C7 C8 C9 N1 179.4(2) . . . . ?
C7 C8 C9 C4 -0.3(3) . . . . ?
C8 N2 C11 O1 1.3(4) . . . . ?
C8 N2 C11 C12 -175.69(19) . . . . ?
C9 N1 C1 C2 -0.8(3) . . . . ?
C9 C4 C5 C6 0.6(3) . . . . ?
C11 N2 C8 C7 -18.2(4) . . . . ?
C11 N2 C8 C9 162.6(2) . . . . ?
C12 N3 N4 Cu1 -9.4(2) . . . . ?
C12 N3 N4 C15 -179.7(2) . . . . ?
C12 N3 C13 C14 180.0(2) . . . . ?
C12 N5 N6 Cu1 -13.2(2) . . . . ?
C12 N5 N6 C18 172.35(18) . . . . ?
C12 N5 C16 C17 -171.9(2) . . . . ?
C13 N3 N4 Cu1 169.72(15) . . . . ?
C13 N3 N4 C15 -0.6(3) . . . . ?
C13 N3 C12 N5 -108.8(2) . . . . ?
C13 N3 C12 C11 125.8(2) . . . . ?
C13 C14 C15 N4 0.6(3) . . . . ?
C16 N5 N6 Cu1 174.23(14) . . . . ?
C16 N5 N6 C18 -0.3(2) . . . . ?
C16 N5 C12 N3 114.3(2) . . . . ?
C16 N5 C12 C11 -121.6(2) . . . . ?
C16 C17 C18 N6 -0.7(3) . . . . ?

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

data_17rfs01a_rev
_database_code_depnum_ccdc_archive 'CCDC 2388662'
loop_
_audit_author_name
_audit_author_address
'Kraig A. Wheeler'
;Whitworth University
United States of America
;
_audit_update_record             
;
2024-11-13 deposited with the CCDC.	2024-11-20 downloaded from the CCDC.
;
_audit_creation_date             2024-11-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H24 Cu N10 O3, 0.566(C H2 Cl2)'
_chemical_formula_sum            'C27.56 H25.13 Cl1.13 Cu N10 O3'
_chemical_formula_weight         648.08
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.9593(6)
_cell_length_b                   12.0730(9)
_cell_length_c                   15.9301(11)
_cell_angle_alpha                69.659(4)
_cell_angle_beta                 81.772(4)
_cell_angle_gamma                89.586(4)
_cell_volume                     1419.04(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9089
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      68.083
_cell_measurement_theta_min      2.993
_exptl_absorpt_coefficient_mu    2.489
_exptl_absorpt_correction_T_max  0.2721
_exptl_absorpt_correction_T_min  0.2046
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0716 before and 0.0467 after correction.
The Ratio of minimum to maximum transmission is 0.7519.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_description       plate
_exptl_crystal_F_000             665
_exptl_crystal_size_max          0.263
_exptl_crystal_size_mid          0.134
_exptl_crystal_size_min          0.122
_diffrn_reflns_av_R_equivalents  0.0674
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            30909
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.617
_diffrn_reflns_theta_min         2.992
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4408
_reflns_number_total             5069
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'SMART (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2002) and XPREP (Bruker, 2001)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.492
_refine_diff_density_min         -0.523
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       0.0008(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     534
_refine_ls_number_reflns         5069
_refine_ls_number_restraints     300
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0455P)²+1.1128P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0973
_refine_ls_wR_factor_ref         0.1091
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 Cl1A-C28A = Cl2B-C28B = Cl1B-C28B = Cl2A-C28A
 1.75 with sigma of 0.01
 C20A-C19 \\sim C20-C19 \\sim C24A-C19 \\sim C24B-C19
 with sigma of 0.01
 N9B-C24B \\sim N9C-C24C \\sim N9A-C24A \\sim N7-C20 \\sim N7A-C20A
 with sigma of 0.01
 C24B-C19 \\sim C24C-C19 \\sim C24A-C19 \\sim C20-C19 \\sim C20A-C19
 with sigma of 0.01
 C11A-C10 \\sim C11-C10
 with sigma of 0.01
 N3-C11A \\sim N3-C11 \\sim N5A-C11A \\sim N5-C11
 with sigma of 0.01
3. Restrained planarity
 C24C, N9C, C25C, C26C, C27C, N10C
 with sigma of 0.01
4. Rigid bond restraints
 C24B, N9B, N10B, C27B, C26B, C25B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
Uanis(N7A) \\sim Ueq, Uanis(N7) \\sim Ueq, Uanis(C21A) \\sim Ueq, Uanis(C21)
\\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C22A) \\sim Ueq, Uanis(C23) \\sim Ueq,
Uanis(C23A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(N5) \\sim Ueq, Uanis(N6) \\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C16)
\\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(N5A) \\sim Ueq, Uanis(N6A) \\sim Ueq,
Uanis(C15A) \\sim Ueq, Uanis(C16A) \\sim Ueq, Uanis(C17A) \\sim Ueq: with sigma
of 0.0075 and sigma for terminal atoms of 0.015
Uanis(C28A) = Uanis(C28B)
Uanis(C24B) = Uanis(C24C) = Uanis(C24A)
Uanis(Cl2B) = Uanis(Cl1A)
Uanis(N6) = Uanis(N6A)
Uanis(N5) = Uanis(N5A)
Uanis(C16) = Uanis(C16A)
Uanis(C15) = Uanis(C15A)
Uanis(C11) = Uanis(C11A)
Uanis(C17) = Uanis(C17A)
Uanis(N10A) = Uanis(N10C)
Uanis(N9C) = Uanis(N9A)
Uanis(C27A) = Uanis(C27C)
Uanis(C20) = Uanis(C20A)
Uanis(N7) = Uanis(N7A)
Uanis(N8) = Uanis(N8A)
Uanis(C21) = Uanis(C21A)
Uanis(C22A) = Uanis(C22)
Uanis(C23A) = Uanis(C23)
6. Rigid body (RIGU) restrains
 N5, N5A, C15, C15A, C16A, C16, C17, C17A, N6, N6A, C11, C11A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Same fragment restrains
{N3, N4, C12, C13, C14} sigma for 1-2: 0.015, 1-3: 0.04
as in
{N7, N8, C21, C22, C23}
{C24A, N9A, N10A, C25A, C26A, C27A} sigma for 1-2: 0.01, 1-3: 0.04
as in
{C24B, N9B, N10B, C25B, C26B, C27B}
{C24A, N9A, N10A, C25A, C26A, C27A} sigma for 1-2: 0.01, 1-3: 0.04
as in
{C24C, N9C, N10C, C25C, C26C, C27C}
{N3, N4, C12, C13, C14} sigma for 1-2: 0.015, 1-3: 0.04
as in
{N7A, N8A, C21A, C22A, C23A}
8. Others
 1*[Sof(C24A)+Sof(H24A)+Sof(H24B)+Sof(N9A)+Sof(N10A)+Sof(C25A)+Sof(H25A)+
 Sof(C26A)+Sof(H26A)+Sof(C27A)+Sof(H27A)]+1*[Sof(C24B)+Sof(H24C)+Sof(H24D)+
 Sof(N9B)+Sof(N10B)+Sof(C25B)+Sof(H25B)+Sof(C26B)+Sof(H26B)+Sof(C27B)+
 Sof(H27B)]+1*[Sof(C24C)+Sof(H24E)+Sof(H24F)+Sof(N9C)+Sof(N10C)+Sof(C25C)+
 Sof(H25C)+Sof(C26C)+Sof(H26C)+Sof(C27C)+Sof(H27C)]=1 with esd of 0.00001
 Sof(C11A)=Sof(H11A)=Sof(N5A)=Sof(N6A)=Sof(C15A)=Sof(H15A)=Sof(C16A)=Sof(H16A)=
 Sof(C17A)=Sof(H17A)=1-FVAR(1)
 Sof(C11)=Sof(H11)=Sof(N5)=Sof(N6)=Sof(C15)=Sof(H15)=Sof(C16)=Sof(H16)=
 Sof(C17)=Sof(H17)=FVAR(1)
 Sof(C24A)=Sof(H24A)=Sof(H24B)=Sof(N9A)=Sof(N10A)=Sof(C25A)=Sof(H25A)=
 Sof(C26A)=Sof(H26A)=Sof(C27A)=Sof(H27A)=FVAR(2)
 Sof(C20A)=Sof(H20C)=Sof(H20D)=Sof(N7A)=Sof(N8A)=Sof(C21A)=Sof(H21A)=Sof(C22A)=
 Sof(H22A)=Sof(C23A)=Sof(H23A)=Sof(H19A)=1-FVAR(3)
 Sof(C20)=Sof(H20A)=Sof(H20B)=Sof(N7)=Sof(N8)=Sof(C21)=Sof(H21)=Sof(C22)=
 Sof(H22)=Sof(C23)=Sof(H23)=Sof(H19)=FVAR(3)
 Sof(Cl1A)=Sof(Cl2A)=Sof(C28A)=Sof(H28A)=Sof(H28B)=FVAR(4)
 Sof(Cl1B)=Sof(Cl2B)=Sof(C28B)=Sof(H28C)=Sof(H28D)=FVAR(5)
 Sof(C24B)=Sof(H24C)=Sof(H24D)=Sof(N9B)=Sof(N10B)=Sof(C25B)=Sof(H25B)=
 Sof(C26B)=Sof(H26B)=Sof(C27B)=Sof(H27B)=FVAR(6)
 Sof(C24C)=Sof(H24E)=Sof(H24F)=Sof(N9C)=Sof(N10C)=Sof(C25C)=Sof(H25C)=
 Sof(C26C)=Sof(H26C)=Sof(C27C)=Sof(H27C)=FVAR(7)
9.a Ternary CH refined with riding coordinates:
 C11(H11), C11A(H11A), C19(H19), C19(H19A)
9.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C20A(H20C,H20D), C24A(H24A,H24B), C24B(H24C,H24D), C24C(H24E,
 H24F), C28A(H28A,H28B), C28B(H28C,H28D)
9.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16), C17(H17), C15A(H15A), C16A(H16A), C17A(H17A), C21(H21),
 C22(H22), C23(H23), C21A(H21A), C22A(H22A), C23A(H23A), C25A(H25A), C26A(H26A),
  C27A(H27A), C25B(H25B), C26B(H26B), C27B(H27B), C25C(H25C), C26C(H26C),
 C27C(H27C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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 0.22988(4) 0.24090(3) 0.15420(2) 0.02785(14) Uani 1 1 d . . . . .
O1 O 0.0584(3) 0.16656(16) -0.05581(12) 0.0387(4) Uani 1 1 d . . . . .
N1 N 0.2832(2) 0.41534(17) 0.09265(13) 0.0260(4) Uani 1 1 d . . . . .
N2 N 0.1472(2) 0.25925(17) 0.03799(12) 0.0248(4) Uani 1 1 d . . . . .
C1 C 0.3528(3) 0.4879(2) 0.12576(16) 0.0287(5) Uani 1 1 d . . . . .
H1 H 0.386708 0.456434 0.183978 0.034 Uiso 1 1 calc R U . . .
C2 C 0.3778(3) 0.6104(2) 0.07693(18) 0.0348(6) Uani 1 1 d . . . . .
H2 H 0.426999 0.660544 0.102339 0.042 Uiso 1 1 calc R U . . .
C3 C 0.3305(3) 0.6565(2) -0.00746(18) 0.0334(6) Uani 1 1 d . . . . .
H3 H 0.348008 0.738793 -0.040855 0.040 Uiso 1 1 calc R U . . .
C4 C 0.2558(3) 0.5822(2) -0.04503(16) 0.0302(5) Uani 1 1 d . . . . .
C5 C 0.2026(3) 0.6212(2) -0.13205(17) 0.0354(6) Uani 1 1 d . . . . .
H5 H 0.216317 0.702483 -0.169042 0.042 Uiso 1 1 calc R U . . .
C6 C 0.1315(3) 0.5418(2) -0.16255(17) 0.0347(6) Uani 1 1 d . . . . .
H6 H 0.096380 0.569282 -0.220582 0.042 Uiso 1 1 calc R U . . .
C7 C 0.1093(3) 0.4193(2) -0.10934(16) 0.0312(5) Uani 1 1 d . . . . .
H7 H 0.060002 0.366297 -0.132145 0.037 Uiso 1 1 calc R U . . .
C8 C 0.1596(3) 0.3770(2) -0.02409(15) 0.0263(5) Uani 1 1 d . . . . .
C9 C 0.2336(3) 0.4594(2) 0.00824(15) 0.0241(5) Uani 1 1 d . . . . .
C10 C 0.1007(3) 0.1680(2) 0.01676(15) 0.0275(5) Uani 1 1 d D . . . .
N3 N 0.2821(2) 0.01387(16) 0.10268(13) 0.0246(4) Uani 1 1 d D . . . .
N4 N 0.3828(2) 0.08336(17) 0.12782(13) 0.0260(4) Uani 1 1 d D . . . .
C12 C 0.3578(3) -0.0868(2) 0.09979(16) 0.0313(5) Uani 1 1 d D . . . .
H12 H 0.310491 -0.147953 0.084487 0.038 Uiso 1 1 calc R U . . .
C13 C 0.5172(3) -0.0819(2) 0.12357(17) 0.0337(6) Uani 1 1 d D . . . .
H13 H 0.602575 -0.138131 0.127512 0.040 Uiso 1 1 calc R U . . .
C14 C 0.5255(3) 0.0247(2) 0.14068(16) 0.0290(5) Uani 1 1 d D . . . .
H14 H 0.620894 0.051591 0.159126 0.035 Uiso 1 1 calc R U . . .
C11 C 0.1055(7) 0.0465(8) 0.0946(7) 0.0267(11) Uani 0.590(16) 1 d D . P A 1
H11 H 0.049246 -0.014556 0.077314 0.032 Uiso 0.590(16) 1 calc R U P A 1
N5 N 0.0160(15) 0.0418(11) 0.1829(7) 0.0202(16) Uani 0.590(16) 1 d D U P A 1
N6 N 0.048(2) 0.1176(11) 0.2256(9) 0.0218(15) Uani 0.590(16) 1 d . U P A 1
C15 C -0.1154(16) -0.0416(9) 0.2371(7) 0.0241(14) Uani 0.590(16) 1 d . U P A 1
H15 H -0.162671 -0.103648 0.222796 0.029 Uiso 0.590(16) 1 calc R U P A 1
C16 C -0.1617(13) -0.0153(8) 0.3147(6) 0.0262(14) Uani 0.590(16) 1 d . U P A 1
H16 H -0.246361 -0.055189 0.364552 0.031 Uiso 0.590(16) 1 calc R U P A 1
C17 C -0.0566(18) 0.0834(9) 0.3040(8) 0.0252(13) Uani 0.590(16) 1 d . U P A 1
H17 H -0.059797 0.121044 0.347590 0.030 Uiso 0.590(16) 1 calc R U P A 1
C11A C 0.1062(9) 0.0405(11) 0.0875(11) 0.0267(11) Uani 0.410(16) 1 d D . P A 2
H11A H 0.064488 -0.016820 0.061633 0.032 Uiso 0.410(16) 1 calc R U P A 2
N5A N -0.002(2) 0.0237(16) 0.1740(11) 0.0202(16) Uani 0.410(16) 1 d D U P A 2
N6A N 0.038(3) 0.0978(17) 0.2177(14) 0.0218(15) Uani 0.410(16) 1 d . U P A 2
C15A C -0.109(2) -0.0624(13) 0.2225(10) 0.0241(14) Uani 0.410(16) 1 d . U P A 2
H15A H -0.142791 -0.126719 0.206416 0.029 Uiso 0.410(16) 1 calc R U P A 2
C16A C -0.164(2) -0.0430(11) 0.3016(9) 0.0262(14) Uani 0.410(16) 1 d . U P A 2
H16A H -0.249429 -0.087585 0.349379 0.031 Uiso 0.410(16) 1 calc R U P A 2
C17A C -0.067(3) 0.0577(14) 0.2972(12) 0.0252(13) Uani 0.410(16) 1 d . U P A 2
H17A H -0.075149 0.091491 0.343255 0.030 Uiso 0.410(16) 1 calc R U P A 2
O2 O 0.3492(2) 0.22248(15) 0.25614(11) 0.0311(4) Uani 1 1 d . . . . .
O3 O 0.1289(3) 0.2958(2) 0.32132(13) 0.0522(6) Uani 1 1 d . . . . .
C20 C 0.5524(9) 0.2151(15) 0.3872(12) 0.0254(18) Uani 0.423(16) 1 d D . P B 1
H20A H 0.578546 0.154090 0.359427 0.030 Uiso 0.423(16) 1 calc R U P B 1
H20B H 0.604277 0.291720 0.344103 0.030 Uiso 0.423(16) 1 calc R U P B 1
N7 N 0.625(3) 0.184(3) 0.4723(14) 0.032(2) Uani 0.423(16) 1 d D U P B 1
N8 N 0.550(6) 0.098(7) 0.550(2) 0.0421(10) Uani 0.423(16) 1 d D . P B 1
C21 C 0.7965(18) 0.1965(12) 0.4752(9) 0.0322(16) Uani 0.423(16) 1 d D U P B 1
H21 H 0.882527 0.233534 0.425335 0.039 Uiso 0.423(16) 1 calc R U P B 1
C22 C 0.818(2) 0.1449(13) 0.5645(10) 0.0376(18) Uani 0.423(16) 1 d D U P B 1
H22 H 0.915274 0.151303 0.591202 0.045 Uiso 0.423(16) 1 calc R U P B 1
C23 C 0.665(3) 0.081(2) 0.6072(14) 0.040(2) Uani 0.423(16) 1 d D U P B 1
H23 H 0.644828 0.031216 0.669115 0.047 Uiso 0.423(16) 1 calc R U P B 1
C20A C 0.5403(7) 0.1873(11) 0.3866(8) 0.0254(18) Uani 0.577(16) 1 d D . P B 2
H20C H 0.536982 0.113224 0.373303 0.030 Uiso 0.577(16) 1 calc R U P B 2
H20D H 0.601981 0.249392 0.332534 0.030 Uiso 0.577(16) 1 calc R U P B 2
N7A N 0.6317(18) 0.1691(17) 0.4642(10) 0.032(2) Uani 0.577(16) 1 d D U P B 2
N8A N 0.561(4) 0.099(5) 0.5495(18) 0.0421(10) Uani 0.577(16) 1 d D . P B 2
C21A C 0.7747(13) 0.2324(10) 0.4674(6) 0.0322(16) Uani 0.577(16) 1 d D U P B 2
H21A H 0.834197 0.297080 0.419652 0.039 Uiso 0.577(16) 1 calc R U P B 2
C22A C 0.8124(16) 0.1818(10) 0.5545(7) 0.0376(18) Uani 0.577(16) 1 d D U P B 2
H22A H 0.911485 0.196591 0.576615 0.045 Uiso 0.577(16) 1 calc R U P B 2
C23A C 0.674(2) 0.1045(16) 0.6031(10) 0.040(2) Uani 0.577(16) 1 d D U P B 2
H23A H 0.662114 0.061067 0.666201 0.047 Uiso 0.577(16) 1 calc R U P B 2
C18 C 0.2700(3) 0.2516(2) 0.32131(17) 0.0357(6) Uani 1 1 d . . . . .
C19 C 0.3588(3) 0.2241(2) 0.40603(16) 0.0323(6) Uani 1 1 d D . . . .
H19 H 0.309718 0.146995 0.451532 0.039 Uiso 0.423(16) 1 calc R U P B 1
H19A H 0.299475 0.148231 0.448063 0.039 Uiso 0.577(16) 1 calc R U P B 2
C24A C 0.355(2) 0.3163(14) 0.4539(13) 0.0339(17) Uani 0.363(3) 1 d D . P B 1
H24A H 0.238845 0.346407 0.457517 0.041 Uiso 0.363(3) 1 calc R U P B 1
H24B H 0.377390 0.276031 0.516616 0.041 Uiso 0.363(3) 1 calc R U P B 1
N9A N 0.4786(12) 0.4187(10) 0.4087(9) 0.0289(19) Uani 0.363(3) 1 d D . P B 1
N10A N 0.465(2) 0.4923(16) 0.3251(10) 0.037(4) Uani 0.363(3) 1 d D . P B 1
C25A C 0.6106(12) 0.4528(7) 0.4395(6) 0.045(2) Uani 0.363(3) 1 d D . P B 1
H25A H 0.644859 0.414611 0.497005 0.053 Uiso 0.363(3) 1 calc R U P B 1
C26A C 0.6861(12) 0.5513(7) 0.3740(6) 0.043(2) Uani 0.363(3) 1 d D . P B 1
H26A H 0.783526 0.595174 0.375439 0.051 Uiso 0.363(3) 1 calc R U P B 1
C27A C 0.590(2) 0.5741(16) 0.3039(8) 0.039(2) Uani 0.363(3) 1 d D . P B 1
H27A H 0.610251 0.639314 0.248587 0.046 Uiso 0.363(3) 1 calc R U P B 1
C24B C 0.2890(12) 0.3144(6) 0.4496(6) 0.0339(17) Uani 0.387(3) 1 d D U P B 2
H24C H 0.165878 0.297102 0.471518 0.041 Uiso 0.387(3) 1 calc R U P B 2
H24D H 0.346587 0.307070 0.502231 0.041 Uiso 0.387(3) 1 calc R U P B 2
N9B N 0.3165(8) 0.4365(5) 0.3836(4) 0.0416(15) Uani 0.387(3) 1 d D U P B 2
N10B N 0.1982(11) 0.5141(7) 0.3516(6) 0.083(3) Uani 0.387(3) 1 d D U P B 2
C25B C 0.4747(13) 0.4849(9) 0.3555(7) 0.044(3) Uani 0.387(3) 1 d D U P B 2
H25B H 0.578271 0.447934 0.368731 0.053 Uiso 0.387(3) 1 calc R U P B 2
C26B C 0.4536(15) 0.5972(7) 0.3046(5) 0.062(2) Uani 0.387(3) 1 d D U P B 2
H26B H 0.543352 0.655015 0.274748 0.074 Uiso 0.387(3) 1 calc R U P B 2
C27B C 0.2817(15) 0.6171(7) 0.3015(6) 0.075(3) Uani 0.387(3) 1 d D U P B 2
H27B H 0.233384 0.689255 0.270257 0.090 Uiso 0.387(3) 1 calc R U P B 2
C24C C 0.347(3) 0.3215(17) 0.4491(16) 0.0339(17) Uani 0.250(3) 1 d D . P B -3
H24E H 0.225448 0.340122 0.458196 0.041 Uiso 0.250(3) 1 calc R U P B -3
H24F H 0.381074 0.287263 0.509911 0.041 Uiso 0.250(3) 1 calc R U P B -3
N9C N 0.4464(18) 0.4350(15) 0.4005(14) 0.0289(19) Uani 0.250(3) 1 d D . P B -3
N10C N 0.478(4) 0.477(3) 0.3098(14) 0.037(4) Uani 0.250(3) 1 d D . P B -3
C25C C 0.5152(19) 0.5072(14) 0.4355(8) 0.067(5) Uani 0.250(3) 1 d D . P B -3
H25C H 0.510239 0.496151 0.497895 0.080 Uiso 0.250(3) 1 calc R U P B -3
C26C C 0.593(2) 0.5991(13) 0.3641(9) 0.064(4) Uani 0.250(3) 1 d D . P B -3
H26C H 0.653726 0.665047 0.366838 0.077 Uiso 0.250(3) 1 calc R U P B -3
C27C C 0.568(4) 0.578(2) 0.2862(11) 0.039(2) Uani 0.250(3) 1 d D . P B -3
H27C H 0.608975 0.628072 0.225933 0.046 Uiso 0.250(3) 1 calc R U P B -3
Cl1A Cl 0.1047(10) 0.7033(10) 0.2695(8) 0.0402(8) Uani 0.206(2) 1 d D . P C 4
Cl2A Cl 0.0085(4) 0.5241(3) 0.4514(2) 0.0402(11) Uani 0.206(2) 1 d D . P C 4
C28A C 0.049(3) 0.5547(14) 0.3340(7) 0.047(3) Uani 0.206(2) 1 d D . P C 4
H28A H 0.141916 0.505486 0.321005 0.057 Uiso 0.206(2) 1 calc R U P C 4
H28B H -0.053888 0.531323 0.314561 0.057 Uiso 0.206(2) 1 calc R U P C 4
Cl1B Cl -0.1306(3) 0.5531(2) 0.38420(16) 0.0561(8) Uani 0.360(3) 1 d D . P D 5
Cl2B Cl 0.1551(5) 0.7050(5) 0.2599(4) 0.0402(8) Uani 0.360(3) 1 d D . P D 5
C28B C 0.0905(11) 0.5737(9) 0.3525(6) 0.047(3) Uani 0.360(3) 1 d D . P D 5
H28C H 0.134235 0.505355 0.336634 0.057 Uiso 0.360(3) 1 calc R U P D 5
H28D H 0.142439 0.574996 0.405009 0.057 Uiso 0.360(3) 1 calc R U P D 5


_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 2.009(2) . ?
Cu1 N2 1.9927(19) . ?
Cu1 N4 2.377(2) . ?
Cu1 N6 1.998(13) . ?
Cu1 N6A 2.174(19) . ?
Cu1 O2 1.9432(16) . ?
O1 C10 1.255(3) . ?
N1 C1 1.328(3) . ?
N1 C9 1.378(3) . ?
N2 C8 1.416(3) . ?
N2 C10 1.329(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.412(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.371(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.414(4) . ?
C4 C5 1.426(4) . ?
C4 C9 1.426(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.373(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.423(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.391(3) . ?
C8 C9 1.433(4) . ?
C10 C11 1.562(5) . ?
C10 C11A 1.564(7) . ?
N3 N4 1.357(3) . ?
N3 C12 1.365(3) . ?
N3 C11 1.468(5) . ?
N3 C11A 1.469(7) . ?
N4 C14 1.337(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.382(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.408(4) . ?
C14 H14 0.9500 . ?
C11 H11 1.0000 . ?
C11 N5 1.466(5) . ?
N5 N6 1.359(8) . ?
N5 C15 1.416(14) . ?
N6 C17 1.332(17) . ?
C15 H15 0.9500 . ?
C15 C16 1.380(8) . ?
C16 H16 0.9500 . ?
C16 C17 1.407(10) . ?
C17 H17 0.9500 . ?
C11A H11A 1.0000 . ?
C11A N5A 1.466(7) . ?
N5A N6A 1.373(13) . ?
N5A C15A 1.29(2) . ?
N6A C17A 1.35(3) . ?
C15A H15A 0.9500 . ?
C15A C16A 1.372(13) . ?
C16A H16A 0.9500 . ?
C16A C17A 1.420(15) . ?
C17A H17A 0.9500 . ?
O2 C18 1.290(3) . ?
O3 C18 1.239(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 N7 1.474(7) . ?
C20 C19 1.538(7) . ?
N7 N8 1.369(11) . ?
N7 C21 1.387(11) . ?
N8 C23 1.346(11) . ?
C21 H21 0.9500 . ?
C21 C22 1.376(10) . ?
C22 H22 0.9500 . ?
C22 C23 1.397(10) . ?
C23 H23 0.9500 . ?
C20A H20C 0.9900 . ?
C20A H20D 0.9900 . ?
C20A N7A 1.474(5) . ?
C20A C19 1.529(5) . ?
N7A N8A 1.368(10) . ?
N7A C21A 1.392(9) . ?
N8A C23A 1.346(10) . ?
C21A H21A 0.9500 . ?
C21A C22A 1.384(7) . ?
C22A H22A 0.9500 . ?
C22A C23A 1.395(8) . ?
C23A H23A 0.9500 . ?
C18 C19 1.546(4) . ?
C19 H19 1.0000 . ?
C19 H19A 1.0000 . ?
C19 C24A 1.550(7) . ?
C19 C24B 1.544(6) . ?
C19 C24C 1.550(7) . ?
C24A H24A 0.9900 . ?
C24A H24B 0.9900 . ?
C24A N9A 1.488(7) . ?
N9A N10A 1.339(8) . ?
N9A C25A 1.345(8) . ?
N10A C27A 1.327(9) . ?
C25A H25A 0.9500 . ?
C25A C26A 1.353(10) . ?
C26A H26A 0.9500 . ?
C26A C27A 1.392(11) . ?
C27A H27A 0.9500 . ?
C24B H24C 0.9900 . ?
C24B H24D 0.9900 . ?
C24B N9B 1.479(7) . ?
N9B N10B 1.348(8) . ?
N9B C25B 1.339(9) . ?
N10B C27B 1.340(9) . ?
C25B H25B 0.9500 . ?
C25B C26B 1.340(11) . ?
C26B H26B 0.9500 . ?
C26B C27B 1.393(11) . ?
C27B H27B 0.9500 . ?
C24C H24E 0.9900 . ?
C24C H24F 0.9900 . ?
C24C N9C 1.487(7) . ?
N9C N10C 1.339(9) . ?
N9C C25C 1.344(10) . ?
N10C C27C 1.328(10) . ?
C25C H25C 0.9500 . ?
C25C C26C 1.357(11) . ?
C26C H26C 0.9500 . ?
C26C C27C 1.391(12) . ?
C27C H27C 0.9500 . ?
Cl1A C28A 1.752(10) . ?
Cl2A Cl2A 1.439(6) 2_566 ?
Cl2A C28A 1.757(10) . ?
C28A H28A 0.9900 . ?
C28A H28B 0.9900 . ?
Cl1B C28B 1.755(8) . ?
Cl2B C28B 1.767(7) . ?
C28B H28C 0.9900 . ?
C28B H28D 0.9900 . ?

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 127.70(7) . . ?
N1 Cu1 N6A 148.0(6) . . ?
N2 Cu1 N1 82.21(8) . . ?
N2 Cu1 N4 84.24(7) . . ?
N2 Cu1 N6 92.2(4) . . ?
N2 Cu1 N6A 86.6(6) . . ?
N6 Cu1 N1 144.8(4) . . ?
N6 Cu1 N4 85.8(4) . . ?
N6A Cu1 N4 80.4(6) . . ?
O2 Cu1 N1 96.09(8) . . ?
O2 Cu1 N2 170.09(8) . . ?
O2 Cu1 N4 89.17(7) . . ?
O2 Cu1 N6 94.7(4) . . ?
O2 Cu1 N6A 99.6(6) . . ?
C1 N1 Cu1 127.27(16) . . ?
C1 N1 C9 119.8(2) . . ?
C9 N1 Cu1 112.86(16) . . ?
C8 N2 Cu1 114.07(16) . . ?
C10 N2 Cu1 123.02(15) . . ?
C10 N2 C8 122.59(19) . . ?
N1 C1 H1 119.1 . . ?
N1 C1 C2 121.9(2) . . ?
C2 C1 H1 119.1 . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.5(3) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.3(2) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C5 124.7(2) . . ?
C3 C4 C9 117.2(2) . . ?
C5 C4 C9 118.1(2) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.2(2) . . ?
C6 C5 H5 119.9 . . ?
C5 C6 H6 119.2 . . ?
C5 C6 C7 121.6(2) . . ?
C7 C6 H6 119.2 . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.3(3) . . ?
C8 C7 H7 119.9 . . ?
N2 C8 C9 113.40(19) . . ?
C7 C8 N2 128.2(2) . . ?
C7 C8 C9 118.4(2) . . ?
N1 C9 C4 121.3(2) . . ?
N1 C9 C8 117.4(2) . . ?
C4 C9 C8 121.3(2) . . ?
O1 C10 N2 129.4(2) . . ?
O1 C10 C11 117.4(6) . . ?
O1 C10 C11A 112.1(8) . . ?
N2 C10 C11 113.2(6) . . ?
N2 C10 C11A 118.4(8) . . ?
N4 N3 C12 112.57(19) . . ?
N4 N3 C11 117.9(6) . . ?
N4 N3 C11A 123.1(8) . . ?
C12 N3 C11 128.9(6) . . ?
C12 N3 C11A 124.1(8) . . ?
N3 N4 Cu1 111.02(13) . . ?
C14 N4 Cu1 143.57(17) . . ?
C14 N4 N3 104.38(19) . . ?
N3 C12 H12 126.9 . . ?
N3 C12 C13 106.3(2) . . ?
C13 C12 H12 126.9 . . ?
C12 C13 H13 127.5 . . ?
C12 C13 C14 105.0(2) . . ?
C14 C13 H13 127.5 . . ?
N4 C14 C13 111.8(2) . . ?
N4 C14 H14 124.1 . . ?
C13 C14 H14 124.1 . . ?
C10 C11 H11 107.5 . . ?
N3 C11 C10 110.2(4) . . ?
N3 C11 H11 107.5 . . ?
N5 C11 C10 114.4(8) . . ?
N5 C11 N3 109.6(9) . . ?
N5 C11 H11 107.5 . . ?
N6 N5 C11 124.7(11) . . ?
N6 N5 C15 109.5(9) . . ?
C15 N5 C11 125.8(7) . . ?
N5 N6 Cu1 113.0(8) . . ?
C17 N6 Cu1 140.4(7) . . ?
C17 N6 N5 106.7(9) . . ?
N5 C15 H15 126.6 . . ?
C16 C15 N5 106.8(7) . . ?
C16 C15 H15 126.6 . . ?
C15 C16 H16 127.4 . . ?
C15 C16 C17 105.2(7) . . ?
C17 C16 H16 127.4 . . ?
N6 C17 C16 111.8(7) . . ?
N6 C17 H17 124.1 . . ?
C16 C17 H17 124.1 . . ?
C10 C11A H11A 108.0 . . ?
N3 C11A C10 110.0(5) . . ?
N3 C11A H11A 108.0 . . ?
N5A C11A C10 112.9(12) . . ?
N5A C11A N3 109.8(13) . . ?
N5A C11A H11A 108.0 . . ?
N6A N5A C11A 115.2(16) . . ?
C15A N5A C11A 129.3(12) . . ?
C15A N5A N6A 114.3(14) . . ?
N5A N6A Cu1 121.2(13) . . ?
C17A N6A Cu1 135.3(12) . . ?
C17A N6A N5A 103.4(14) . . ?
N5A C15A H15A 126.6 . . ?
N5A C15A C16A 106.8(12) . . ?
C16A C15A H15A 126.6 . . ?
C15A C16A H16A 127.2 . . ?
C15A C16A C17A 105.6(11) . . ?
C17A C16A H16A 127.2 . . ?
N6A C17A C16A 109.5(12) . . ?
N6A C17A H17A 125.3 . . ?
C16A C17A H17A 125.3 . . ?
C18 O2 Cu1 116.66(16) . . ?
H20A C20 H20B 108.2 . . ?
N7 C20 H20A 109.6 . . ?
N7 C20 H20B 109.6 . . ?
N7 C20 C19 110.1(12) . . ?
C19 C20 H20A 109.6 . . ?
C19 C20 H20B 109.6 . . ?
N8 N7 C20 121.9(18) . . ?
N8 N7 C21 109.5(16) . . ?
C21 N7 C20 123.4(16) . . ?
C23 N8 N7 104.5(11) . . ?
N7 C21 H21 126.7 . . ?
C22 C21 N7 106.6(10) . . ?
C22 C21 H21 126.7 . . ?
C21 C22 H22 127.7 . . ?
C21 C22 C23 104.5(10) . . ?
C23 C22 H22 127.7 . . ?
N8 C23 C22 112.0(11) . . ?
N8 C23 H23 124.0 . . ?
C22 C23 H23 124.0 . . ?
H20C C20A H20D 108.0 . . ?
N7A C20A H20C 109.4 . . ?
N7A C20A H20D 109.4 . . ?
N7A C20A C19 111.3(9) . . ?
C19 C20A H20C 109.4 . . ?
C19 C20A H20D 109.4 . . ?
N8A N7A C20A 120.6(12) . . ?
N8A N7A C21A 110.5(12) . . ?
C21A N7A C20A 127.8(11) . . ?
C23A N8A N7A 104.9(8) . . ?
N7A C21A H21A 127.0 . . ?
C22A C21A N7A 105.9(7) . . ?
C22A C21A H21A 127.0 . . ?
C21A C22A H22A 127.2 . . ?
C21A C22A C23A 105.5(7) . . ?
C23A C22A H22A 127.2 . . ?
N8A C23A C22A 111.8(8) . . ?
N8A C23A H23A 124.1 . . ?
C22A C23A H23A 124.1 . . ?
O2 C18 C19 115.9(2) . . ?
O3 C18 O2 125.0(2) . . ?
O3 C18 C19 119.1(2) . . ?
C20 C19 C18 114.0(7) . . ?
C20 C19 H19 108.3 . . ?
C20 C19 C24A 98.8(9) . . ?
C20A C19 C18 110.3(5) . . ?
C20A C19 H19A 102.7 . . ?
C20A C19 C24B 130.9(6) . . ?
C18 C19 H19 108.3 . . ?
C18 C19 H19A 102.7 . . ?
C18 C19 C24A 118.6(10) . . ?
C18 C19 C24C 114.6(11) . . ?
C24A C19 H19 108.3 . . ?
C24B C19 C18 104.1(4) . . ?
C24B C19 H19A 102.7 . . ?
C19 C24A H24A 108.6 . . ?
C19 C24A H24B 108.6 . . ?
H24A C24A H24B 107.6 . . ?
N9A C24A C19 114.7(7) . . ?
N9A C24A H24A 108.6 . . ?
N9A C24A H24B 108.6 . . ?
N10A N9A C24A 119.6(10) . . ?
N10A N9A C25A 110.8(8) . . ?
C25A N9A C24A 129.6(10) . . ?
C27A N10A N9A 105.7(9) . . ?
N9A C25A H25A 126.1 . . ?
N9A C25A C26A 107.9(8) . . ?
C26A C25A H25A 126.1 . . ?
C25A C26A H26A 127.6 . . ?
C25A C26A C27A 104.9(8) . . ?
C27A C26A H26A 127.6 . . ?
N10A C27A C26A 110.7(9) . . ?
N10A C27A H27A 124.6 . . ?
C26A C27A H27A 124.6 . . ?
C19 C24B H24C 109.5 . . ?
C19 C24B H24D 109.5 . . ?
H24C C24B H24D 108.0 . . ?
N9B C24B C19 110.9(6) . . ?
N9B C24B H24C 109.5 . . ?
N9B C24B H24D 109.5 . . ?
N10B N9B C24B 127.9(7) . . ?
C25B N9B C24B 119.5(7) . . ?
C25B N9B N10B 112.4(7) . . ?
C27B N10B N9B 106.7(8) . . ?
N9B C25B H25B 127.8 . . ?
N9B C25B C26B 104.3(9) . . ?
C26B C25B H25B 127.8 . . ?
C25B C26B H26B 124.8 . . ?
C25B C26B C27B 110.4(8) . . ?
C27B C26B H26B 124.8 . . ?
N10B C27B C26B 106.1(7) . . ?
N10B C27B H27B 126.9 . . ?
C26B C27B H27B 126.9 . . ?
C19 C24C H24E 107.6 . . ?
C19 C24C H24F 107.6 . . ?
H24E C24C H24F 107.1 . . ?
N9C C24C C19 118.7(10) . . ?
N9C C24C H24E 107.6 . . ?
N9C C24C H24F 107.6 . . ?
N10C N9C C24C 120.2(13) . . ?
N10C N9C C25C 111.4(11) . . ?
C25C N9C C24C 128.4(14) . . ?
C27C N10C N9C 106.5(13) . . ?
N9C C25C H25C 126.9 . . ?
N9C C25C C26C 106.3(11) . . ?
C26C C25C H25C 126.9 . . ?
C25C C26C H26C 126.6 . . ?
C25C C26C C27C 106.9(11) . . ?
C27C C26C H26C 126.6 . . ?
N10C C27C C26C 108.9(12) . . ?
N10C C27C H27C 125.5 . . ?
C26C C27C H27C 125.5 . . ?
Cl2A Cl2A C28A 168.0(8) 2_566 . ?
Cl1A C28A Cl2A 114.3(9) . . ?
Cl1A C28A H28A 108.7 . . ?
Cl1A C28A H28B 108.7 . . ?
Cl2A C28A H28A 108.7 . . ?
Cl2A C28A H28B 108.7 . . ?
H28A C28A H28B 107.6 . . ?
Cl1B C28B Cl2B 113.8(5) . . ?
Cl1B C28B H28C 108.8 . . ?
Cl1B C28B H28D 108.8 . . ?
Cl2B C28B H28C 108.8 . . ?
Cl2B C28B H28D 108.8 . . ?
H28C C28B H28D 107.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 N1 C1 C2 -177.41(17) . . . . ?
Cu1 N1 C9 C4 178.03(16) . . . . ?
Cu1 N1 C9 C8 -2.2(2) . . . . ?
Cu1 N2 C8 C7 -178.3(2) . . . . ?
Cu1 N2 C8 C9 1.6(2) . . . . ?
Cu1 N2 C10 O1 -174.3(2) . . . . ?
Cu1 N2 C10 C11 4.0(4) . . . . ?
Cu1 N2 C10 C11A 1.8(5) . . . . ?
Cu1 N4 C14 C13 166.4(2) . . . . ?
Cu1 N6 C17 C16 179.5(13) . . . . ?
Cu1 N6A C17A C16A -178.8(17) . . . . ?
Cu1 O2 C18 O3 -4.0(4) . . . . ?
Cu1 O2 C18 C19 173.82(16) . . . . ?
O1 C10 C11 N3 105.2(8) . . . . ?
O1 C10 C11 N5 -130.8(8) . . . . ?
O1 C10 C11A N3 112.9(12) . . . . ?
O1 C10 C11A N5A -124.2(12) . . . . ?
N1 C1 C2 C3 -0.5(4) . . . . ?
N2 C8 C9 N1 0.5(3) . . . . ?
N2 C8 C9 C4 -179.80(19) . . . . ?
N2 C10 C11 N3 -73.3(10) . . . . ?
N2 C10 C11 N5 50.7(8) . . . . ?
N2 C10 C11A N3 -63.9(15) . . . . ?
N2 C10 C11A N5A 59.1(11) . . . . ?
C1 N1 C9 C4 0.1(3) . . . . ?
C1 N1 C9 C8 179.9(2) . . . . ?
C1 C2 C3 C4 0.6(4) . . . . ?
C2 C3 C4 C5 -179.9(2) . . . . ?
C2 C3 C4 C9 -0.3(3) . . . . ?
C3 C4 C5 C6 179.8(2) . . . . ?
C3 C4 C9 N1 -0.1(3) . . . . ?
C3 C4 C9 C8 -179.8(2) . . . . ?
C4 C5 C6 C7 -0.2(4) . . . . ?
C5 C4 C9 N1 179.5(2) . . . . ?
C5 C4 C9 C8 -0.2(3) . . . . ?
C5 C6 C7 C8 0.1(4) . . . . ?
C6 C7 C8 N2 179.8(2) . . . . ?
C6 C7 C8 C9 0.0(3) . . . . ?
C7 C8 C9 N1 -179.7(2) . . . . ?
C7 C8 C9 C4 0.1(3) . . . . ?
C8 N2 C10 O1 -1.3(4) . . . . ?
C8 N2 C10 C11 177.0(3) . . . . ?
C8 N2 C10 C11A 174.8(5) . . . . ?
C9 N1 C1 C2 0.2(3) . . . . ?
C9 C4 C5 C6 0.3(3) . . . . ?
C10 N2 C8 C7 8.1(4) . . . . ?
C10 N2 C8 C9 -172.0(2) . . . . ?
C10 C11 N5 N6 -55.6(16) . . . . ?
C10 C11 N5 C15 124.6(12) . . . . ?
C10 C11A N5A N6A -60(2) . . . . ?
C10 C11A N5A C15A 133(2) . . . . ?
N3 N4 C14 C13 0.3(3) . . . . ?
N3 C12 C13 C14 0.7(3) . . . . ?
N3 C11 N5 N6 68.7(14) . . . . ?
N3 C11 N5 C15 -111.1(13) . . . . ?
N3 C11A N5A N6A 63(2) . . . . ?
N3 C11A N5A C15A -103(2) . . . . ?
N4 N3 C12 C13 -0.6(3) . . . . ?
N4 N3 C11 C10 64.7(10) . . . . ?
N4 N3 C11 N5 -62.1(7) . . . . ?
N4 N3 C11A C10 54.8(15) . . . . ?
N4 N3 C11A N5A -70.0(10) . . . . ?
C12 N3 N4 Cu1 -171.04(15) . . . . ?
C12 N3 N4 C14 0.2(2) . . . . ?
C12 N3 C11 C10 -124.7(6) . . . . ?
C12 N3 C11 N5 108.5(9) . . . . ?
C12 N3 C11A C10 -130.3(9) . . . . ?
C12 N3 C11A N5A 105.0(14) . . . . ?
C12 C13 C14 N4 -0.6(3) . . . . ?
C11 N3 N4 Cu1 1.1(4) . . . . ?
C11 N3 N4 C14 172.3(4) . . . . ?
C11 N3 C12 C13 -171.6(5) . . . . ?
C11 N5 N6 Cu1 0.9(17) . . . . ?
C11 N5 N6 C17 -179.0(12) . . . . ?
C11 N5 C15 C16 179.1(10) . . . . ?
N5 N6 C17 C16 -0.8(17) . . . . ?
N5 C15 C16 C17 0.2(13) . . . . ?
N6 N5 C15 C16 -0.7(15) . . . . ?
C15 N5 N6 Cu1 -179.2(9) . . . . ?
C15 N5 N6 C17 0.9(16) . . . . ?
C15 C16 C17 N6 0.3(15) . . . . ?
C11A N3 N4 Cu1 4.5(6) . . . . ?
C11A N3 N4 C14 175.7(6) . . . . ?
C11A N3 C12 C13 -176.0(7) . . . . ?
C11A N5A N6A Cu1 6(3) . . . . ?
C11A N5A N6A C17A -174.5(17) . . . . ?
C11A N5A C15A C16A 173.7(17) . . . . ?
N5A N6A C17A C16A 2(2) . . . . ?
N5A C15A C16A C17A -5(2) . . . . ?
N6A N5A C15A C16A 7(3) . . . . ?
C15A N5A N6A Cu1 175.1(16) . . . . ?
C15A N5A N6A C17A -6(3) . . . . ?
C15A C16A C17A N6A 2(2) . . . . ?
O2 C18 C19 C20 23.9(8) . . . . ?
O2 C18 C19 C20A 10.2(6) . . . . ?
O2 C18 C19 C24A 139.6(6) . . . . ?
O2 C18 C19 C24B 154.5(4) . . . . ?
O2 C18 C19 C24C 139.9(8) . . . . ?
O3 C18 C19 C20 -158.1(7) . . . . ?
O3 C18 C19 C20A -171.8(5) . . . . ?
O3 C18 C19 C24A -42.5(7) . . . . ?
O3 C18 C19 C24B -27.5(4) . . . . ?
O3 C18 C19 C24C -42.1(8) . . . . ?
C20 N7 N8 C23 170(4) . . . . ?
C20 N7 C21 C22 -172(2) . . . . ?
C20 C19 C24A N9A 44.9(16) . . . . ?
N7 C20 C19 C18 -177.6(13) . . . . ?
N7 C20 C19 C24A 55.6(17) . . . . ?
N7 N8 C23 C22 -6(8) . . . . ?
N7 C21 C22 C23 13(2) . . . . ?
N8 N7 C21 C22 -18(5) . . . . ?
C21 N7 N8 C23 15(7) . . . . ?
C21 C22 C23 N8 -4(5) . . . . ?
C20A N7A N8A C23A -178(3) . . . . ?
C20A N7A C21A C22A -179.9(15) . . . . ?
C20A C19 C24B N9B 78.9(10) . . . . ?
N7A C20A C19 C18 175.8(9) . . . . ?
N7A C20A C19 C24B 44.2(13) . . . . ?
N7A N8A C23A C22A 3(6) . . . . ?
N7A C21A C22A C23A -9.8(15) . . . . ?
N8A N7A C21A C22A 12(4) . . . . ?
C21A N7A N8A C23A -10(5) . . . . ?
C21A C22A C23A N8A 4(4) . . . . ?
C18 C19 C24A N9A -78.7(14) . . . . ?
C18 C19 C24B N9B -54.7(7) . . . . ?
C18 C19 C24C N9C -71.4(16) . . . . ?
C19 C20 N7 N8 44(6) . . . . ?
C19 C20 N7 C21 -164(2) . . . . ?
C19 C20A N7A N8A 51(4) . . . . ?
C19 C20A N7A C21A -116(2) . . . . ?
C19 C24A N9A N10A 63.3(18) . . . . ?
C19 C24A N9A C25A -117.0(18) . . . . ?
C19 C24B N9B N10B 117.3(9) . . . . ?
C19 C24B N9B C25B -69.2(10) . . . . ?
C19 C24C N9C N10C 32(2) . . . . ?
C19 C24C N9C C25C -148(2) . . . . ?
C24A N9A N10A C27A 179.2(9) . . . . ?
C24A N9A C25A C26A 180.0(9) . . . . ?
N9A N10A C27A C26A 1.3(14) . . . . ?
N9A C25A C26A C27A 1.0(14) . . . . ?
N10A N9A C25A C26A -0.3(14) . . . . ?
C25A N9A N10A C27A -0.6(13) . . . . ?
C25A C26A C27A N10A -1.4(14) . . . . ?
C24B N9B N10B C27B 173.3(8) . . . . ?
C24B N9B C25B C26B -174.0(7) . . . . ?
N9B N10B C27B C26B 0.5(11) . . . . ?
N9B C25B C26B C27B -0.1(12) . . . . ?
N10B N9B C25B C26B 0.5(11) . . . . ?
C25B N9B N10B C27B -0.6(11) . . . . ?
C25B C26B C27B N10B -0.2(12) . . . . ?
C24C N9C N10C C27C -180.0(4) . . . . ?
C24C N9C C25C C26C -180.0(3) . . . . ?
N9C N10C C27C C26C -0.1(7) . . . . ?
N9C C25C C26C C27C -0.1(5) . . . . ?
N10C N9C C25C C26C 0.0(4) . . . . ?
C25C N9C N10C C27C 0.1(6) . . . . ?
C25C C26C C27C N10C 0.1(7) . . . . ?
Cl2A Cl2A C28A Cl1A -144(3) 2_566 . . . ?

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

data_17rfs03_sq_new
_database_code_depnum_ccdc_archive 'CCDC 2388664'
loop_
_audit_author_name
_audit_author_address
'Kraig A. Wheeler'
;Whitworth University
United States of America
;
_audit_update_record             
;
2024-11-19 deposited with the CCDC.	2024-11-20 downloaded from the CCDC.
;
_audit_creation_date             2024-11-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C54 H48 Cu3 N20 O6, F6 P, 0.76(C H2 Cl2)'
_chemical_formula_sum            'C54.76 H49.52 Cl1.52 Cu3 F6 N20 O6 P'
_chemical_formula_weight         1473.15
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   25.722(4)
_cell_length_b                   15.807(2)
_cell_length_c                   34.480(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.155(10)
_cell_angle_gamma                90
_cell_volume                     13962(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6582
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      64.674
_cell_measurement_theta_min      2.574
_shelx_estimated_absorpt_T_max   0.908
_shelx_estimated_absorpt_T_min   0.471
_exptl_absorpt_coefficient_mu    2.463
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6305
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1370 before and 0.0950 after correction.
The Ratio of minimum to maximum transmission is 0.8372.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            green
# end Validation Reply Form
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_description       needle
_exptl_crystal_F_000             5983
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.04
_diffrn_reflns_av_R_equivalents  0.2467
_diffrn_reflns_av_unetI/netI     0.1676
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            71301
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        53.420
_diffrn_reflns_theta_max         53.420
_diffrn_reflns_theta_min         2.573
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Bruker APEX-II CCD'
_diffrn_detector_area_resol_mean 7.39
_diffrn_detector_type            'area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.2
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           40.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5035
_reflns_number_total             8255
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'Bruker APEX3 v2019.1-0 (Bruker, 2019)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material  'OLEX2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.475
_refine_diff_density_min         -0.587
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       0.00019(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     812
_refine_ls_number_reflns         8255
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1198
_refine_ls_R_factor_gt           0.0702
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0001P)²+43.6393P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1672
_refine_ls_wR_factor_ref         0.2004
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1), C19(H19), C29(H29), C38(H38)
2.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C21(H21A,H21B), C30(H30A,H30B), C31(H31A,H31B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C12(H12), C13(H13),
 C14(H14), C15(H15), C16(H16), C17(H17), C22(H22), C23(H23), C24(H24), C25(H25),
  C26(H26), C27(H27), C32(H32), C33(H33), C34(H34), C35(H35), C36(H36),
 C37(H37), C41(H41), C42(H42), C43(H43), C45(H45), C46(H46), C47(H47), C49(H49),
  C50(H50), C51(H51), C52(H52), C53(H53), C54(H54)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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 0.58521(5) 0.77108(7) 0.74350(4) 0.0432(4) Uani 1 1 d . . . . .
Cu2 Cu 0.66031(4) 0.43335(7) 0.61315(4) 0.0428(4) Uani 1 1 d . . . . .
Cu3 Cu 0.73460(5) -0.01734(6) 0.56924(4) 0.0421(4) Uani 1 1 d . . . . .
O1 O 0.6653(2) 0.9079(4) 0.83138(19) 0.0620(17) Uani 1 1 d . . . . .
O2 O 0.5623(2) 0.6809(3) 0.70822(16) 0.0399(14) Uani 1 1 d . . . . .
O3 O 0.6087(2) 0.7330(3) 0.66116(17) 0.0468(15) Uani 1 1 d . . . . .
O4 O 0.7224(2) 0.1012(3) 0.55760(16) 0.0418(14) Uani 1 1 d . . . . .
O5 O 0.7716(2) 0.1524(3) 0.6100(2) 0.0468(15) Uani 1 1 d . . . . .
O6 O 0.7113(2) -0.2732(3) 0.58470(18) 0.0580(17) Uani 1 1 d . . . . .
N1 N 0.6086(3) 0.8641(4) 0.7781(2) 0.0433(18) Uani 1 1 d . . . . .
N2 N 0.5469(3) 0.8643(4) 0.7139(2) 0.0449(18) Uani 1 1 d . . . . .
N3 N 0.6222(3) 0.6982(4) 0.8184(2) 0.0450(18) Uani 1 1 d . . . . .
N4 N 0.5838(3) 0.6905(4) 0.7889(2) 0.0399(17) Uani 1 1 d . . . . .
N5 N 0.6952(3) 0.7402(4) 0.7856(2) 0.0486(19) Uani 1 1 d . . . . .
N6 N 0.6749(3) 0.7391(4) 0.7477(2) 0.0490(19) Uani 1 1 d . . . . .
N7 N 0.5888(3) 0.4581(4) 0.5846(2) 0.0430(18) Uani 1 1 d . . . . .
N8 N 0.5615(3) 0.5332(4) 0.5858(2) 0.0438(18) Uani 1 1 d . . . . .
N9 N 0.6695(3) 0.4832(4) 0.6669(2) 0.0445(18) Uani 1 1 d . . . . .
N10 N 0.6301(3) 0.5107(4) 0.6893(2) 0.0452(18) Uani 1 1 d . . . . .
N11 N 0.6477(3) 0.3057(4) 0.6232(2) 0.0425(17) Uani 1 1 d . . . . .
N12 N 0.6483(3) 0.2453(4) 0.5950(2) 0.0390(17) Uani 1 1 d . . . . .
N13 N 0.7197(2) 0.4588(4) 0.5810(2) 0.0396(17) Uani 1 1 d . . . . .
N14 N 0.7563(2) 0.4034(3) 0.5701(2) 0.0384(17) Uani 1 1 d . . . . .
N15 N 0.7434(3) -0.1415(4) 0.5685(2) 0.0456(19) Uani 1 1 d . . . . .
N16 N 0.8020(3) -0.0203(4) 0.5449(2) 0.0446(18) Uani 1 1 d . . . . .
N17 N 0.7127(3) -0.0254(4) 0.6273(2) 0.0432(18) Uani 1 1 d . . . . .
N18 N 0.6814(2) -0.0928(3) 0.6344(2) 0.0405(18) Uani 1 1 d . . . . .
N19 N 0.6511(3) -0.0426(4) 0.5522(2) 0.0436(18) Uani 1 1 d . . . . .
N20 N 0.6309(3) -0.1059(4) 0.5728(2) 0.0428(18) Uani 1 1 d . . . . .
C1 C 0.6631(3) 0.7620(5) 0.8161(3) 0.045(2) Uani 1 1 d . . . . .
H1 H 0.685234 0.761065 0.840751 0.054 Uiso 1 1 calc R U . . .
C2 C 0.6432(3) 0.8543(5) 0.8091(3) 0.052(3) Uani 1 1 d . . . . .
C3 C 0.5932(3) 0.9457(5) 0.7637(3) 0.042(2) Uani 1 1 d . . . . .
C4 C 0.6085(4) 1.0237(5) 0.7784(3) 0.053(2) Uani 1 1 d . . . . .
H4 H 0.631907 1.026792 0.800577 0.064 Uiso 1 1 calc R U . . .
C5 C 0.5894(4) 1.0986(6) 0.7607(3) 0.055(3) Uani 1 1 d . . . . .
H5 H 0.599771 1.150421 0.771579 0.066 Uiso 1 1 calc R U . . .
C6 C 0.5564(4) 1.0971(5) 0.7281(3) 0.052(3) Uani 1 1 d . . . . .
H6 H 0.544363 1.147849 0.716927 0.062 Uiso 1 1 calc R U . . .
C7 C 0.5394(3) 1.0187(5) 0.7102(3) 0.048(2) Uani 1 1 d . . . . .
C8 C 0.5054(4) 1.0086(6) 0.6757(3) 0.054(3) Uani 1 1 d . . . . .
H8 H 0.491412 1.056059 0.662614 0.064 Uiso 1 1 calc R U . . .
C9 C 0.4931(4) 0.9296(5) 0.6615(3) 0.054(2) Uani 1 1 d . . . . .
H9 H 0.470514 0.923460 0.639026 0.065 Uiso 1 1 calc R U . . .
C10 C 0.5144(3) 0.8582(5) 0.6807(3) 0.048(2) Uani 1 1 d . . . . .
H10 H 0.506123 0.804981 0.670458 0.058 Uiso 1 1 calc R U . . .
C11 C 0.5602(3) 0.9427(5) 0.7287(3) 0.045(2) Uani 1 1 d . . . . .
C12 C 0.5587(3) 0.6190(5) 0.7970(3) 0.046(2) Uani 1 1 d . . . . .
H12 H 0.530560 0.596657 0.781508 0.055 Uiso 1 1 calc R U . . .
C13 C 0.5799(3) 0.5830(6) 0.8313(3) 0.052(2) Uani 1 1 d . . . . .
H13 H 0.568912 0.534080 0.843113 0.062 Uiso 1 1 calc R U . . .
C14 C 0.6209(4) 0.6349(6) 0.8443(3) 0.055(2) Uani 1 1 d . . . . .
H14 H 0.643428 0.627476 0.866747 0.066 Uiso 1 1 calc R U . . .
C15 C 0.7150(4) 0.7205(6) 0.7270(3) 0.064(3) Uani 1 1 d . . . . .
H15 H 0.712856 0.714029 0.700144 0.076 Uiso 1 1 calc R U . . .
C16 C 0.7606(4) 0.7123(7) 0.7519(4) 0.075(3) Uani 1 1 d . . . . .
H16 H 0.793691 0.701176 0.744352 0.091 Uiso 1 1 calc R U . . .
C17 C 0.7482(4) 0.7235(6) 0.7889(4) 0.070(3) Uani 1 1 d . . . . .
H17 H 0.770453 0.720567 0.811616 0.084 Uiso 1 1 calc R U . . .
C18 C 0.5807(3) 0.6786(5) 0.6747(3) 0.038(2) Uani 1 1 d . . . . .
C19 C 0.5624(3) 0.6011(4) 0.6502(2) 0.040(2) Uani 1 1 d . . . . .
H19 H 0.524273 0.604159 0.645986 0.047 Uiso 1 1 calc R U . . .
C20 C 0.5836(3) 0.6035(4) 0.6098(2) 0.040(2) Uani 1 1 d . . . . .
H20A H 0.574323 0.656886 0.597114 0.048 Uiso 1 1 calc R U . . .
H20B H 0.621368 0.599152 0.612704 0.048 Uiso 1 1 calc R U . . .
C21 C 0.5759(3) 0.5190(5) 0.6735(2) 0.041(2) Uani 1 1 d . . . . .
H21A H 0.553972 0.516019 0.694918 0.049 Uiso 1 1 calc R U . . .
H21B H 0.567211 0.470960 0.656638 0.049 Uiso 1 1 calc R U . . .
C22 C 0.5132(4) 0.5255(6) 0.5686(3) 0.051(2) Uani 1 1 d . . . . .
H22 H 0.487869 0.567541 0.566504 0.061 Uiso 1 1 calc R U . . .
C23 C 0.5076(4) 0.4432(6) 0.5544(3) 0.056(3) Uani 1 1 d . . . . .
H23 H 0.478313 0.418856 0.541042 0.068 Uiso 1 1 calc R U . . .
C24 C 0.5557(3) 0.4058(5) 0.5648(3) 0.048(2) Uani 1 1 d . . . . .
H24 H 0.563932 0.350437 0.558595 0.058 Uiso 1 1 calc R U . . .
C25 C 0.6504(5) 0.5257(7) 0.7263(3) 0.078(3) Uani 1 1 d . . . . .
H25 H 0.631641 0.545276 0.746348 0.094 Uiso 1 1 calc R U . . .
C26 C 0.7016(5) 0.5080(7) 0.7295(3) 0.089(4) Uani 1 1 d . . . . .
H26 H 0.724938 0.511618 0.751693 0.106 Uiso 1 1 calc R U . . .
C27 C 0.7124(4) 0.4828(6) 0.6917(3) 0.062(3) Uani 1 1 d . . . . .
H27 H 0.745329 0.467741 0.684999 0.075 Uiso 1 1 calc R U . . .
C28 C 0.7445(3) 0.1618(4) 0.5799(3) 0.041(2) Uani 1 1 d . . . . .
C29 C 0.7313(3) 0.2508(4) 0.5628(2) 0.038(2) Uani 1 1 d . . . . .
H29 H 0.743227 0.252781 0.536600 0.046 Uiso 1 1 calc R U . . .
C30 C 0.6710(3) 0.2630(5) 0.5586(3) 0.043(2) Uani 1 1 d . . . . .
H30A H 0.662862 0.320778 0.550719 0.051 Uiso 1 1 calc R U . . .
H30B H 0.655564 0.225649 0.538437 0.051 Uiso 1 1 calc R U . . .
C31 C 0.7611(3) 0.3181(4) 0.5871(3) 0.043(2) Uani 1 1 d . . . . .
H31A H 0.748390 0.319234 0.612762 0.052 Uiso 1 1 calc R U . . .
H31B H 0.797696 0.302612 0.590308 0.052 Uiso 1 1 calc R U . . .
C32 C 0.6319(3) 0.1694(5) 0.6085(3) 0.057(3) Uani 1 1 d . . . . .
H32 H 0.629604 0.118615 0.594797 0.068 Uiso 1 1 calc R U . . .
C33 C 0.6197(4) 0.1819(5) 0.6455(3) 0.057(3) Uani 1 1 d . . . . .
H33 H 0.607611 0.141815 0.662304 0.069 Uiso 1 1 calc R U . . .
C34 C 0.6293(3) 0.2676(5) 0.6532(3) 0.048(2) Uani 1 1 d . . . . .
H34 H 0.623346 0.294427 0.676434 0.058 Uiso 1 1 calc R U . . .
C35 C 0.7869(3) 0.4371(5) 0.5446(2) 0.042(2) Uani 1 1 d . . . . .
H35 H 0.814678 0.410725 0.533935 0.050 Uiso 1 1 calc R U . . .
C36 C 0.7693(3) 0.5182(5) 0.5372(2) 0.041(2) Uani 1 1 d . . . . .
H36 H 0.781537 0.557130 0.519978 0.049 Uiso 1 1 calc R U . . .
C37 C 0.7290(3) 0.5295(5) 0.5612(3) 0.043(2) Uani 1 1 d . . . . .
H37 H 0.710757 0.579863 0.563159 0.051 Uiso 1 1 calc R U . . .
C38 C 0.6642(3) -0.1521(5) 0.6024(3) 0.045(2) Uani 1 1 d . . . . .
H38 H 0.643148 -0.196605 0.613034 0.054 Uiso 1 1 calc R U . . .
C39 C 0.7108(3) -0.1952(5) 0.5836(3) 0.044(2) Uani 1 1 d . . . . .
C40 C 0.7857(3) -0.1691(5) 0.5483(2) 0.041(2) Uani 1 1 d . . . . .
C41 C 0.7992(3) -0.2515(5) 0.5392(3) 0.051(2) Uani 1 1 d . . . . .
H41 H 0.780037 -0.296843 0.547620 0.061 Uiso 1 1 calc R U . . .
C42 C 0.8423(4) -0.2663(5) 0.5170(3) 0.053(2) Uani 1 1 d . . . . .
H42 H 0.850348 -0.321782 0.510815 0.063 Uiso 1 1 calc R U . . .
C43 C 0.8727(3) -0.2023(5) 0.5044(3) 0.050(2) Uani 1 1 d . . . . .
H43 H 0.900993 -0.214366 0.490325 0.061 Uiso 1 1 calc R U . . .
C44 C 0.8600(3) -0.1163(5) 0.5133(2) 0.043(2) Uani 1 1 d . . . . .
C45 C 0.8880(3) -0.0448(5) 0.5017(3) 0.048(2) Uani 1 1 d . . . . .
H45 H 0.915872 -0.052354 0.486722 0.058 Uiso 1 1 calc R U . . .
C46 C 0.8747(3) 0.0353(5) 0.5123(3) 0.049(2) Uani 1 1 d . . . . .
H46 H 0.893362 0.082152 0.504902 0.059 Uiso 1 1 calc R U . . .
C47 C 0.8317(3) 0.0444(5) 0.5347(3) 0.044(2) Uani 1 1 d . . . . .
H47 H 0.823464 0.098439 0.542845 0.053 Uiso 1 1 calc R U . . .
C48 C 0.8173(3) -0.1006(5) 0.5359(2) 0.038(2) Uani 1 1 d . . . . .
C49 C 0.6654(3) -0.0907(5) 0.6705(3) 0.044(2) Uani 1 1 d . . . . .
H49 H 0.644114 -0.129946 0.681471 0.052 Uiso 1 1 calc R U . . .
C50 C 0.6870(3) -0.0189(5) 0.6880(3) 0.047(2) Uani 1 1 d . . . . .
H50 H 0.682967 0.000372 0.713084 0.056 Uiso 1 1 calc R U . . .
C51 C 0.7161(3) 0.0192(5) 0.6604(2) 0.043(2) Uani 1 1 d . . . . .
H51 H 0.735167 0.068825 0.664442 0.052 Uiso 1 1 calc R U . . .
C52 C 0.5793(4) -0.1154(5) 0.5638(3) 0.050(2) Uani 1 1 d . . . . .
H52 H 0.557747 -0.154591 0.574522 0.059 Uiso 1 1 calc R U . . .
C53 C 0.5642(4) -0.0564(6) 0.5356(3) 0.059(3) Uani 1 1 d . . . . .
H53 H 0.531024 -0.047999 0.523131 0.071 Uiso 1 1 calc R U . . .
C54 C 0.6094(4) -0.0123(5) 0.5300(3) 0.050(2) Uani 1 1 d . . . . .
H54 H 0.610897 0.032914 0.512828 0.060 Uiso 1 1 calc R U . . .
P1 P 0.57264(10) 0.76875(14) 0.94190(8) 0.0593(7) Uani 1 1 d . . . . .
F1 F 0.5979(2) 0.8073(3) 0.90548(18) 0.0797(17) Uani 1 1 d . . . . .
F2 F 0.5500(3) 0.7276(4) 0.9787(2) 0.114(3) Uani 1 1 d . . . . .
F3 F 0.5849(2) 0.6758(3) 0.92711(17) 0.0722(16) Uani 1 1 d . . . . .
F4 F 0.5169(2) 0.7634(4) 0.9164(3) 0.109(2) Uani 1 1 d . . . . .
F5 F 0.5596(3) 0.8607(4) 0.9564(3) 0.131(3) Uani 1 1 d . . . . .
F6 F 0.6291(3) 0.7718(4) 0.9652(2) 0.104(2) 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 O2 1.932(5) . ?
Cu1 N1 1.954(7) . ?
Cu1 N2 2.001(7) . ?
Cu1 N4 2.020(7) . ?
Cu1 N6 2.353(7) . ?
Cu2 N7 2.044(7) . ?
Cu2 N9 2.008(7) . ?
Cu2 N11 2.078(6) . ?
Cu2 N13 2.008(7) . ?
Cu3 O4 1.935(5) . ?
Cu3 N15 1.976(6) . ?
Cu3 N16 1.993(7) . ?
Cu3 N17 2.131(7) . ?
Cu3 N19 2.212(7) . ?
O1 C2 1.245(10) . ?
O2 C18 1.287(9) . ?
O3 C18 1.241(9) . ?
O4 C28 1.324(10) . ?
O5 C28 1.207(10) . ?
O6 C39 1.233(9) . ?
N1 C2 1.338(11) . ?
N1 C3 1.424(10) . ?
N2 C10 1.361(11) . ?
N2 C11 1.370(10) . ?
N3 N4 1.358(9) . ?
N3 C1 1.467(10) . ?
N3 C14 1.344(11) . ?
N4 C12 1.344(10) . ?
N5 N6 1.361(10) . ?
N5 C1 1.437(11) . ?
N5 C17 1.381(12) . ?
N6 C15 1.339(11) . ?
N7 N8 1.381(9) . ?
N7 C24 1.330(11) . ?
N8 C20 1.469(10) . ?
N8 C22 1.332(11) . ?
N9 N10 1.396(9) . ?
N9 C27 1.334(11) . ?
N10 C21 1.455(11) . ?
N10 C25 1.356(12) . ?
N11 N12 1.365(9) . ?
N11 C34 1.322(10) . ?
N12 C30 1.456(10) . ?
N12 C32 1.366(10) . ?
N13 N14 1.361(8) . ?
N13 C37 1.343(10) . ?
N14 C31 1.472(9) . ?
N14 C35 1.344(10) . ?
N15 C39 1.331(10) . ?
N15 C40 1.415(10) . ?
N16 C47 1.342(10) . ?
N16 C48 1.373(10) . ?
N17 N18 1.371(8) . ?
N17 C51 1.336(10) . ?
N18 C38 1.486(10) . ?
N18 C49 1.346(10) . ?
N19 N20 1.359(9) . ?
N19 C54 1.348(11) . ?
N20 C38 1.465(11) . ?
N20 C52 1.345(11) . ?
C1 H1 0.9800 . ?
C1 C2 1.558(12) . ?
C3 C4 1.378(11) . ?
C3 C11 1.414(12) . ?
C4 H4 0.9300 . ?
C4 C5 1.402(13) . ?
C5 H5 0.9300 . ?
C5 C6 1.347(13) . ?
C6 H6 0.9300 . ?
C6 C7 1.435(12) . ?
C7 C8 1.422(13) . ?
C7 C11 1.440(12) . ?
C8 H8 0.9300 . ?
C8 C9 1.368(12) . ?
C9 H9 0.9300 . ?
C9 C10 1.395(12) . ?
C10 H10 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.380(12) . ?
C13 H13 0.9300 . ?
C13 C14 1.379(12) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.393(15) . ?
C16 H16 0.9300 . ?
C16 C17 1.354(15) . ?
C17 H17 0.9300 . ?
C18 C19 1.537(11) . ?
C19 H19 0.9800 . ?
C19 C20 1.542(11) . ?
C19 C21 1.549(11) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22 0.9300 . ?
C22 C23 1.393(12) . ?
C23 H23 0.9300 . ?
C23 C24 1.390(12) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C25 C26 1.343(15) . ?
C26 H26 0.9300 . ?
C26 C27 1.413(15) . ?
C27 H27 0.9300 . ?
C28 C29 1.551(11) . ?
C29 H29 0.9800 . ?
C29 C30 1.558(11) . ?
C29 C31 1.518(11) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 H32 0.9300 . ?
C32 C33 1.358(13) . ?
C33 H33 0.9300 . ?
C33 C34 1.399(12) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C35 C36 1.377(11) . ?
C36 H36 0.9300 . ?
C36 C37 1.392(11) . ?
C37 H37 0.9300 . ?
C38 H38 0.9800 . ?
C38 C39 1.569(12) . ?
C40 C41 1.391(11) . ?
C40 C48 1.440(11) . ?
C41 H41 0.9300 . ?
C41 C42 1.423(12) . ?
C42 H42 0.9300 . ?
C42 C43 1.373(12) . ?
C43 H43 0.9300 . ?
C43 C44 1.437(11) . ?
C44 C45 1.416(11) . ?
C44 C48 1.427(11) . ?
C45 H45 0.9300 . ?
C45 C46 1.368(11) . ?
C46 H46 0.9300 . ?
C46 C47 1.413(11) . ?
C47 H47 0.9300 . ?
C49 H49 0.9300 . ?
C49 C50 1.379(11) . ?
C50 H50 0.9300 . ?
C50 C51 1.400(11) . ?
C51 H51 0.9300 . ?
C52 H52 0.9300 . ?
C52 C53 1.377(13) . ?
C53 H53 0.9300 . ?
C53 C54 1.385(12) . ?
C54 H54 0.9300 . ?
P1 F1 1.587(6) . ?
P1 F2 1.583(7) . ?
P1 F3 1.596(5) . ?
P1 F4 1.616(7) . ?
P1 F5 1.582(6) . ?
P1 F6 1.596(7) . ?

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
O2 Cu1 N1 178.6(3) . . ?
O2 Cu1 N2 96.6(3) . . ?
O2 Cu1 N4 89.8(2) . . ?
O2 Cu1 N6 97.0(2) . . ?
N1 Cu1 N2 82.4(3) . . ?
N1 Cu1 N4 91.6(3) . . ?
N1 Cu1 N6 82.9(3) . . ?
N2 Cu1 N4 144.8(3) . . ?
N2 Cu1 N6 128.7(3) . . ?
N4 Cu1 N6 84.4(3) . . ?
N7 Cu2 N11 96.8(3) . . ?
N9 Cu2 N7 113.2(3) . . ?
N9 Cu2 N11 103.5(3) . . ?
N13 Cu2 N7 113.2(3) . . ?
N13 Cu2 N9 113.5(3) . . ?
N13 Cu2 N11 115.1(2) . . ?
O4 Cu3 N15 167.2(3) . . ?
O4 Cu3 N16 93.8(2) . . ?
O4 Cu3 N17 101.6(2) . . ?
O4 Cu3 N19 89.0(2) . . ?
N15 Cu3 N16 82.4(3) . . ?
N15 Cu3 N17 89.6(3) . . ?
N15 Cu3 N19 85.8(3) . . ?
N16 Cu3 N17 135.0(3) . . ?
N16 Cu3 N19 138.1(3) . . ?
N17 Cu3 N19 84.7(3) . . ?
C18 O2 Cu1 118.0(5) . . ?
C28 O4 Cu3 121.8(5) . . ?
C2 N1 Cu1 123.2(5) . . ?
C2 N1 C3 121.8(7) . . ?
C3 N1 Cu1 114.1(6) . . ?
C10 N2 Cu1 127.9(5) . . ?
C10 N2 C11 119.4(7) . . ?
C11 N2 Cu1 112.4(6) . . ?
N4 N3 C1 119.8(7) . . ?
C14 N3 N4 111.9(7) . . ?
C14 N3 C1 127.5(8) . . ?
N3 N4 Cu1 117.5(5) . . ?
C12 N4 Cu1 137.3(6) . . ?
C12 N4 N3 104.4(7) . . ?
N6 N5 C1 120.5(7) . . ?
N6 N5 C17 111.6(8) . . ?
C17 N5 C1 127.7(9) . . ?
N5 N6 Cu1 110.3(5) . . ?
C15 N6 Cu1 144.3(8) . . ?
C15 N6 N5 105.4(8) . . ?
N8 N7 Cu2 126.0(5) . . ?
C24 N7 Cu2 129.4(5) . . ?
C24 N7 N8 104.3(7) . . ?
N7 N8 C20 119.7(7) . . ?
C22 N8 N7 111.3(7) . . ?
C22 N8 C20 128.1(7) . . ?
N10 N9 Cu2 126.9(6) . . ?
C27 N9 Cu2 127.7(6) . . ?
C27 N9 N10 104.3(7) . . ?
N9 N10 C21 122.7(7) . . ?
C25 N10 N9 109.8(8) . . ?
C25 N10 C21 127.5(8) . . ?
N12 N11 Cu2 123.3(5) . . ?
C34 N11 Cu2 130.1(6) . . ?
C34 N11 N12 105.5(6) . . ?
N11 N12 C30 120.6(6) . . ?
N11 N12 C32 110.4(7) . . ?
C32 N12 C30 128.4(7) . . ?
N14 N13 Cu2 127.0(5) . . ?
C37 N13 Cu2 128.8(5) . . ?
C37 N13 N14 103.6(6) . . ?
N13 N14 C31 121.0(6) . . ?
C35 N14 N13 112.7(6) . . ?
C35 N14 C31 126.2(6) . . ?
C39 N15 Cu3 123.6(5) . . ?
C39 N15 C40 122.4(6) . . ?
C40 N15 Cu3 114.0(5) . . ?
C47 N16 Cu3 129.1(5) . . ?
C47 N16 C48 117.6(7) . . ?
C48 N16 Cu3 113.2(5) . . ?
N18 N17 Cu3 115.1(5) . . ?
C51 N17 Cu3 140.1(5) . . ?
C51 N17 N18 104.5(6) . . ?
N17 N18 C38 119.8(7) . . ?
C49 N18 N17 112.3(6) . . ?
C49 N18 C38 127.5(6) . . ?
N20 N19 Cu3 113.6(5) . . ?
C54 N19 Cu3 142.3(5) . . ?
C54 N19 N20 103.7(7) . . ?
N19 N20 C38 120.3(7) . . ?
C52 N20 N19 112.1(7) . . ?
C52 N20 C38 127.5(7) . . ?
N3 C1 H1 107.8 . . ?
N3 C1 C2 115.1(7) . . ?
N5 C1 N3 109.7(7) . . ?
N5 C1 H1 107.8 . . ?
N5 C1 C2 108.4(7) . . ?
C2 C1 H1 107.8 . . ?
O1 C2 N1 130.4(8) . . ?
O1 C2 C1 114.6(9) . . ?
N1 C2 C1 114.7(7) . . ?
C4 C3 N1 128.4(9) . . ?
C4 C3 C11 118.3(8) . . ?
C11 C3 N1 113.2(7) . . ?
C3 C4 H4 119.4 . . ?
C3 C4 C5 121.2(10) . . ?
C5 C4 H4 119.4 . . ?
C4 C5 H5 119.3 . . ?
C6 C5 C4 121.3(9) . . ?
C6 C5 H5 119.3 . . ?
C5 C6 H6 119.4 . . ?
C5 C6 C7 121.2(8) . . ?
C7 C6 H6 119.4 . . ?
C6 C7 C11 116.4(9) . . ?
C8 C7 C6 126.6(8) . . ?
C8 C7 C11 116.9(8) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.4(8) . . ?
C9 C8 H8 119.8 . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 120.0(10) . . ?
C10 C9 H9 120.0 . . ?
N2 C10 C9 121.9(8) . . ?
N2 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
N2 C11 C3 117.3(8) . . ?
N2 C11 C7 121.3(9) . . ?
C3 C11 C7 121.4(8) . . ?
N4 C12 H12 124.3 . . ?
N4 C12 C13 111.4(8) . . ?
C13 C12 H12 124.3 . . ?
C12 C13 H13 127.3 . . ?
C14 C13 C12 105.4(8) . . ?
C14 C13 H13 127.3 . . ?
N3 C14 C13 106.8(9) . . ?
N3 C14 H14 126.6 . . ?
C13 C14 H14 126.6 . . ?
N6 C15 H15 125.1 . . ?
N6 C15 C16 109.8(10) . . ?
C16 C15 H15 125.1 . . ?
C15 C16 H16 125.9 . . ?
C17 C16 C15 108.1(10) . . ?
C17 C16 H16 125.9 . . ?
N5 C17 H17 127.4 . . ?
C16 C17 N5 105.1(10) . . ?
C16 C17 H17 127.5 . . ?
O2 C18 C19 113.4(7) . . ?
O3 C18 O2 126.2(7) . . ?
O3 C18 C19 120.3(7) . . ?
C18 C19 H19 107.1 . . ?
C18 C19 C20 111.2(6) . . ?
C18 C19 C21 109.9(7) . . ?
C20 C19 H19 107.1 . . ?
C20 C19 C21 114.1(6) . . ?
C21 C19 H19 107.1 . . ?
N8 C20 C19 109.8(6) . . ?
N8 C20 H20A 109.7 . . ?
N8 C20 H20B 109.7 . . ?
C19 C20 H20A 109.7 . . ?
C19 C20 H20B 109.7 . . ?
H20A C20 H20B 108.2 . . ?
N10 C21 C19 115.6(6) . . ?
N10 C21 H21A 108.4 . . ?
N10 C21 H21B 108.4 . . ?
C19 C21 H21A 108.4 . . ?
C19 C21 H21B 108.4 . . ?
H21A C21 H21B 107.5 . . ?
N8 C22 H22 126.1 . . ?
N8 C22 C23 107.8(8) . . ?
C23 C22 H22 126.1 . . ?
C22 C23 H23 128.0 . . ?
C24 C23 C22 104.1(8) . . ?
C24 C23 H23 128.0 . . ?
N7 C24 C23 112.5(8) . . ?
N7 C24 H24 123.8 . . ?
C23 C24 H24 123.8 . . ?
N10 C25 H25 125.3 . . ?
C26 C25 N10 109.4(10) . . ?
C26 C25 H25 125.3 . . ?
C25 C26 H26 127.6 . . ?
C25 C26 C27 104.7(10) . . ?
C27 C26 H26 127.6 . . ?
N9 C27 C26 111.8(10) . . ?
N9 C27 H27 124.1 . . ?
C26 C27 H27 124.1 . . ?
O4 C28 C29 111.6(9) . . ?
O5 C28 O4 126.5(7) . . ?
O5 C28 C29 121.9(8) . . ?
C28 C29 H29 107.6 . . ?
C28 C29 C30 109.3(6) . . ?
C30 C29 H29 107.6 . . ?
C31 C29 C28 110.1(7) . . ?
C31 C29 H29 107.6 . . ?
C31 C29 C30 114.4(6) . . ?
N12 C30 C29 111.7(7) . . ?
N12 C30 H30A 109.3 . . ?
N12 C30 H30B 109.3 . . ?
C29 C30 H30A 109.3 . . ?
C29 C30 H30B 109.3 . . ?
H30A C30 H30B 107.9 . . ?
N14 C31 C29 113.7(7) . . ?
N14 C31 H31A 108.8 . . ?
N14 C31 H31B 108.8 . . ?
C29 C31 H31A 108.8 . . ?
C29 C31 H31B 108.8 . . ?
H31A C31 H31B 107.7 . . ?
N12 C32 H32 126.3 . . ?
C33 C32 N12 107.3(8) . . ?
C33 C32 H32 126.3 . . ?
C32 C33 H33 127.2 . . ?
C32 C33 C34 105.5(8) . . ?
C34 C33 H33 127.2 . . ?
N11 C34 C33 111.2(8) . . ?
N11 C34 H34 124.4 . . ?
C33 C34 H34 124.4 . . ?
N14 C35 H35 126.7 . . ?
N14 C35 C36 106.6(7) . . ?
C36 C35 H35 126.7 . . ?
C35 C36 H36 127.4 . . ?
C35 C36 C37 105.1(7) . . ?
C37 C36 H36 127.4 . . ?
N13 C37 C36 111.8(7) . . ?
N13 C37 H37 124.1 . . ?
C36 C37 H37 124.1 . . ?
N18 C38 H38 108.1 . . ?
N18 C38 C39 113.1(7) . . ?
N20 C38 N18 108.6(6) . . ?
N20 C38 H38 108.1 . . ?
N20 C38 C39 110.6(7) . . ?
C39 C38 H38 108.1 . . ?
O6 C39 N15 130.2(8) . . ?
O6 C39 C38 115.4(7) . . ?
N15 C39 C38 114.5(6) . . ?
N15 C40 C48 113.2(6) . . ?
C41 C40 N15 128.2(7) . . ?
C41 C40 C48 118.7(7) . . ?
C40 C41 H41 120.1 . . ?
C40 C41 C42 119.7(8) . . ?
C42 C41 H41 120.1 . . ?
C41 C42 H42 118.6 . . ?
C43 C42 C41 122.9(7) . . ?
C43 C42 H42 118.6 . . ?
C42 C43 H43 120.6 . . ?
C42 C43 C44 118.9(8) . . ?
C44 C43 H43 120.6 . . ?
C45 C44 C43 124.4(8) . . ?
C45 C44 C48 116.8(7) . . ?
C48 C44 C43 118.8(8) . . ?
C44 C45 H45 119.3 . . ?
C46 C45 C44 121.3(8) . . ?
C46 C45 H45 119.3 . . ?
C45 C46 H46 121.1 . . ?
C45 C46 C47 117.7(8) . . ?
C47 C46 H46 121.1 . . ?
N16 C47 C46 124.0(7) . . ?
N16 C47 H47 118.0 . . ?
C46 C47 H47 118.0 . . ?
N16 C48 C40 116.6(7) . . ?
N16 C48 C44 122.3(7) . . ?
C44 C48 C40 120.9(7) . . ?
N18 C49 H49 126.8 . . ?
N18 C49 C50 106.3(7) . . ?
C50 C49 H49 126.8 . . ?
C49 C50 H50 127.1 . . ?
C49 C50 C51 105.9(8) . . ?
C51 C50 H50 127.1 . . ?
N17 C51 C50 110.9(7) . . ?
N17 C51 H51 124.5 . . ?
C50 C51 H51 124.5 . . ?
N20 C52 H52 126.3 . . ?
N20 C52 C53 107.3(7) . . ?
C53 C52 H52 126.3 . . ?
C52 C53 H53 127.7 . . ?
C52 C53 C54 104.7(9) . . ?
C54 C53 H53 127.7 . . ?
N19 C54 C53 112.1(8) . . ?
N19 C54 H54 123.9 . . ?
C53 C54 H54 123.9 . . ?
F1 P1 F3 89.6(3) . . ?
F1 P1 F4 89.8(4) . . ?
F1 P1 F6 88.2(3) . . ?
F2 P1 F1 177.1(4) . . ?
F2 P1 F3 88.6(3) . . ?
F2 P1 F4 92.5(4) . . ?
F2 P1 F6 89.5(4) . . ?
F3 P1 F4 88.2(3) . . ?
F3 P1 F6 89.5(4) . . ?
F5 P1 F1 90.6(4) . . ?
F5 P1 F2 91.2(4) . . ?
F5 P1 F3 179.2(5) . . ?
F5 P1 F4 91.0(4) . . ?
F5 P1 F6 91.3(5) . . ?
F6 P1 F4 176.9(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
Cu1 O2 C18 O3 -6.4(10) . . . . ?
Cu1 O2 C18 C19 176.3(5) . . . . ?
Cu1 N1 C2 O1 172.3(8) . . . . ?
Cu1 N1 C2 C1 -0.7(10) . . . . ?
Cu1 N1 C3 C4 -171.3(7) . . . . ?
Cu1 N1 C3 C11 5.1(8) . . . . ?
Cu1 N2 C10 C9 -175.2(6) . . . . ?
Cu1 N2 C11 C3 -6.6(9) . . . . ?
Cu1 N2 C11 C7 176.3(6) . . . . ?
Cu1 N4 C12 C13 169.9(6) . . . . ?
Cu1 N6 C15 C16 177.5(7) . . . . ?
Cu2 N7 N8 C20 -1.1(10) . . . . ?
Cu2 N7 N8 C22 -171.3(6) . . . . ?
Cu2 N7 C24 C23 171.0(6) . . . . ?
Cu2 N9 N10 C21 -10.0(9) . . . . ?
Cu2 N9 N10 C25 168.8(6) . . . . ?
Cu2 N9 C27 C26 -167.9(7) . . . . ?
Cu2 N11 N12 C30 16.2(9) . . . . ?
Cu2 N11 N12 C32 -171.8(5) . . . . ?
Cu2 N11 C34 C33 171.0(6) . . . . ?
Cu2 N13 N14 C31 -10.7(10) . . . . ?
Cu2 N13 N14 C35 172.0(6) . . . . ?
Cu2 N13 C37 C36 -170.0(6) . . . . ?
Cu3 O4 C28 O5 -4.2(11) . . . . ?
Cu3 O4 C28 C29 176.3(4) . . . . ?
Cu3 N15 C39 O6 179.0(8) . . . . ?
Cu3 N15 C39 C38 0.0(11) . . . . ?
Cu3 N15 C40 C41 -173.1(8) . . . . ?
Cu3 N15 C40 C48 6.4(9) . . . . ?
Cu3 N16 C47 C46 -170.0(7) . . . . ?
Cu3 N16 C48 C40 -5.2(9) . . . . ?
Cu3 N16 C48 C44 170.5(6) . . . . ?
Cu3 N17 N18 C38 -1.7(8) . . . . ?
Cu3 N17 N18 C49 -174.9(5) . . . . ?
Cu3 N17 C51 C50 172.7(6) . . . . ?
Cu3 N19 N20 C38 -1.8(8) . . . . ?
Cu3 N19 N20 C52 175.4(5) . . . . ?
Cu3 N19 C54 C53 -173.7(7) . . . . ?
O2 C18 C19 C20 177.6(6) . . . . ?
O2 C18 C19 C21 -55.1(9) . . . . ?
O3 C18 C19 C20 0.1(10) . . . . ?
O3 C18 C19 C21 127.4(8) . . . . ?
O4 C28 C29 C30 58.5(8) . . . . ?
O4 C28 C29 C31 -175.1(6) . . . . ?
O5 C28 C29 C30 -121.0(8) . . . . ?
O5 C28 C29 C31 5.4(10) . . . . ?
N1 C3 C4 C5 -179.9(8) . . . . ?
N1 C3 C11 N2 1.1(10) . . . . ?
N1 C3 C11 C7 178.3(7) . . . . ?
N3 N4 C12 C13 1.1(9) . . . . ?
N3 C1 C2 O1 131.8(8) . . . . ?
N3 C1 C2 N1 -54.1(11) . . . . ?
N4 N3 C1 N5 -67.6(9) . . . . ?
N4 N3 C1 C2 55.1(10) . . . . ?
N4 N3 C14 C13 0.1(10) . . . . ?
N4 C12 C13 C14 -1.1(10) . . . . ?
N5 N6 C15 C16 -1.7(10) . . . . ?
N5 C1 C2 O1 -104.9(9) . . . . ?
N5 C1 C2 N1 69.2(9) . . . . ?
N6 N5 C1 N3 65.0(9) . . . . ?
N6 N5 C1 C2 -61.5(9) . . . . ?
N6 N5 C17 C16 0.3(10) . . . . ?
N6 C15 C16 C17 1.9(12) . . . . ?
N7 N8 C20 C19 -94.1(8) . . . . ?
N7 N8 C22 C23 -1.4(10) . . . . ?
N8 N7 C24 C23 -2.2(10) . . . . ?
N8 C22 C23 C24 0.0(10) . . . . ?
N9 N10 C21 C19 -81.1(8) . . . . ?
N9 N10 C25 C26 -0.9(12) . . . . ?
N10 N9 C27 C26 0.9(10) . . . . ?
N10 C25 C26 C27 1.3(13) . . . . ?
N11 N12 C30 C29 83.2(8) . . . . ?
N11 N12 C32 C33 1.3(10) . . . . ?
N12 N11 C34 C33 2.5(9) . . . . ?
N12 C32 C33 C34 0.2(10) . . . . ?
N13 N14 C31 C29 95.1(9) . . . . ?
N13 N14 C35 C36 -1.6(9) . . . . ?
N14 N13 C37 C36 2.1(9) . . . . ?
N14 C35 C36 C37 2.7(9) . . . . ?
N15 C40 C41 C42 177.4(9) . . . . ?
N15 C40 C48 N16 -0.7(11) . . . . ?
N15 C40 C48 C44 -176.5(7) . . . . ?
N17 N18 C38 N20 -64.4(8) . . . . ?
N17 N18 C38 C39 58.7(9) . . . . ?
N17 N18 C49 C50 0.1(9) . . . . ?
N18 N17 C51 C50 -0.5(9) . . . . ?
N18 C38 C39 O6 121.7(8) . . . . ?
N18 C38 C39 N15 -59.1(10) . . . . ?
N18 C49 C50 C51 -0.4(9) . . . . ?
N19 N20 C38 N18 65.6(9) . . . . ?
N19 N20 C38 C39 -59.1(9) . . . . ?
N19 N20 C52 C53 0.4(10) . . . . ?
N20 N19 C54 C53 -1.4(9) . . . . ?
N20 C38 C39 O6 -116.2(8) . . . . ?
N20 C38 C39 N15 63.0(9) . . . . ?
N20 C52 C53 C54 -1.3(10) . . . . ?
C1 N3 N4 Cu1 -1.3(9) . . . . ?
C1 N3 N4 C12 170.1(7) . . . . ?
C1 N3 C14 C13 -169.9(8) . . . . ?
C1 N5 N6 Cu1 -2.3(8) . . . . ?
C1 N5 N6 C15 177.2(7) . . . . ?
C1 N5 C17 C16 -175.7(8) . . . . ?
C2 N1 C3 C4 -1.9(13) . . . . ?
C2 N1 C3 C11 174.5(8) . . . . ?
C3 N1 C2 O1 3.8(15) . . . . ?
C3 N1 C2 C1 -169.1(7) . . . . ?
C3 C4 C5 C6 -1.5(13) . . . . ?
C4 C3 C11 N2 177.9(7) . . . . ?
C4 C3 C11 C7 -4.9(12) . . . . ?
C4 C5 C6 C7 0.0(13) . . . . ?
C5 C6 C7 C8 -179.0(9) . . . . ?
C5 C6 C7 C11 -1.0(12) . . . . ?
C6 C7 C8 C9 178.8(8) . . . . ?
C6 C7 C11 N2 -179.5(7) . . . . ?
C6 C7 C11 C3 3.5(11) . . . . ?
C7 C8 C9 C10 -0.7(13) . . . . ?
C8 C7 C11 N2 -1.3(11) . . . . ?
C8 C7 C11 C3 -178.3(8) . . . . ?
C8 C9 C10 N2 1.0(13) . . . . ?
C10 N2 C11 C3 178.8(7) . . . . ?
C10 N2 C11 C7 1.6(11) . . . . ?
C11 N2 C10 C9 -1.5(12) . . . . ?
C11 C3 C4 C5 3.9(12) . . . . ?
C11 C7 C8 C9 0.8(12) . . . . ?
C12 C13 C14 N3 0.6(10) . . . . ?
C14 N3 N4 Cu1 -172.2(6) . . . . ?
C14 N3 N4 C12 -0.7(9) . . . . ?
C14 N3 C1 N5 101.7(10) . . . . ?
C14 N3 C1 C2 -135.6(9) . . . . ?
C15 C16 C17 N5 -1.3(11) . . . . ?
C17 N5 N6 Cu1 -178.6(5) . . . . ?
C17 N5 N6 C15 0.9(9) . . . . ?
C17 N5 C1 N3 -119.4(9) . . . . ?
C17 N5 C1 C2 114.1(9) . . . . ?
C18 C19 C20 N8 -174.6(6) . . . . ?
C18 C19 C21 N10 -52.7(9) . . . . ?
C20 N8 C22 C23 -170.6(8) . . . . ?
C20 C19 C21 N10 73.0(9) . . . . ?
C21 N10 C25 C26 177.9(9) . . . . ?
C21 C19 C20 N8 60.4(9) . . . . ?
C22 N8 C20 C19 74.3(10) . . . . ?
C22 C23 C24 N7 1.5(11) . . . . ?
C24 N7 N8 C20 172.5(7) . . . . ?
C24 N7 N8 C22 2.2(9) . . . . ?
C25 N10 C21 C19 100.3(10) . . . . ?
C25 C26 C27 N9 -1.4(13) . . . . ?
C27 N9 N10 C21 -178.9(7) . . . . ?
C27 N9 N10 C25 0.0(9) . . . . ?
C28 C29 C30 N12 52.7(9) . . . . ?
C28 C29 C31 N14 172.4(6) . . . . ?
C30 N12 C32 C33 172.5(8) . . . . ?
C30 C29 C31 N14 -64.1(9) . . . . ?
C31 N14 C35 C36 -178.8(7) . . . . ?
C31 C29 C30 N12 -71.3(8) . . . . ?
C32 N12 C30 C29 -87.1(10) . . . . ?
C32 C33 C34 N11 -1.8(11) . . . . ?
C34 N11 N12 C30 -174.3(7) . . . . ?
C34 N11 N12 C32 -2.4(9) . . . . ?
C35 N14 C31 C29 -88.0(9) . . . . ?
C35 C36 C37 N13 -3.0(10) . . . . ?
C37 N13 N14 C31 177.1(7) . . . . ?
C37 N13 N14 C35 -0.3(9) . . . . ?
C38 N18 C49 C50 -172.5(7) . . . . ?
C38 N20 C52 C53 177.4(8) . . . . ?
C39 N15 C40 C41 3.1(14) . . . . ?
C39 N15 C40 C48 -177.3(8) . . . . ?
C40 N15 C39 O6 3.1(15) . . . . ?
C40 N15 C39 C38 -175.9(7) . . . . ?
C40 C41 C42 C43 1.2(14) . . . . ?
C41 C40 C48 N16 178.9(8) . . . . ?
C41 C40 C48 C44 3.0(12) . . . . ?
C41 C42 C43 C44 -1.1(14) . . . . ?
C42 C43 C44 C45 -179.6(9) . . . . ?
C42 C43 C44 C48 1.9(12) . . . . ?
C43 C44 C45 C46 -177.9(8) . . . . ?
C43 C44 C48 N16 -178.5(8) . . . . ?
C43 C44 C48 C40 -2.9(12) . . . . ?
C44 C45 C46 C47 -0.7(13) . . . . ?
C45 C44 C48 N16 2.9(12) . . . . ?
C45 C44 C48 C40 178.5(8) . . . . ?
C45 C46 C47 N16 -2.7(13) . . . . ?
C47 N16 C48 C40 178.1(7) . . . . ?
C47 N16 C48 C44 -6.1(12) . . . . ?
C48 N16 C47 C46 6.0(12) . . . . ?
C48 C40 C41 C42 -2.1(13) . . . . ?
C48 C44 C45 C46 0.6(12) . . . . ?
C49 N18 C38 N20 107.6(9) . . . . ?
C49 N18 C38 C39 -129.2(8) . . . . ?
C49 C50 C51 N17 0.6(10) . . . . ?
C51 N17 N18 C38 173.5(7) . . . . ?
C51 N17 N18 C49 0.3(9) . . . . ?
C52 N20 C38 N18 -111.1(8) . . . . ?
C52 N20 C38 C39 124.1(8) . . . . ?
C52 C53 C54 N19 1.7(10) . . . . ?
C54 N19 N20 C38 -176.7(7) . . . . ?
C54 N19 N20 C52 0.6(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT020_17rfs03_sq_new      
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.247 Report
RESPONSE: Low crystal quality and extensively disordered structure.
;
_vrf_RINTA01_17rfs03_sq_new      
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: Low crystal quality and extensively disordered structure.
;
# start Validation Reply Form
_vrf_THETM01_17rfs03_sq_new      
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Weakly diffracting crystal. Only noise observed at high
angles. Dataset truncated at d= 0.960 \%A, above which shell the
mean reflection I/sigma(I) fell below 1.75.
;
####################################################################### 
# 
# 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_17rfs05
_database_code_depnum_ccdc_archive 'CCDC 2388663'
loop_
_audit_author_name
_audit_author_address
'Kraig A. Wheeler'
;Whitworth University
United States of America
;
_audit_update_record             
;
2024-11-13 deposited with the CCDC.	2024-11-20 downloaded from the CCDC.
;
_audit_creation_date             2024-11-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'C63 H54 Cu2 N10 O3 P2, C H2 Cl2, N O3, 2[CH2Cl2]'
_chemical_formula_sum            'C66 H60 Cl6 Cu2 N11 O6 P2'
_chemical_formula_weight         1504.97
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.4052(7)
_cell_length_b                   14.3404(7)
_cell_length_c                   19.2792(9)
_cell_angle_alpha                77.040(3)
_cell_angle_beta                 70.484(3)
_cell_angle_gamma                81.514(3)
_cell_volume                     3393.6(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9276
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.003
_cell_measurement_theta_min      2.475
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.880
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.4989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Krause et al., 2015) was used for absorption correction.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1542
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 1.00 0.00 0.0070
0.00 -1.00 0.00 0.0550
1.00 0.00 1.00 0.0340
-1.00 0.00 -1.00 0.0900
0.00 1.00 -1.00 0.1370
0.00 -1.00 1.00 0.0870
-1.00 -1.00 0.00 0.0940
1.00 0.00 0.00 0.1270
1.00 -1.00 0.00 0.0900
0.00 0.00 -1.00 0.2340
0.00 0.00 1.00 0.1440

_exptl_crystal_size_max          0.487
_exptl_crystal_size_mid          0.203
_exptl_crystal_size_min          0.113
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            73975
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.282
_diffrn_reflns_theta_min         2.475
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'APEX II CCD'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            'Bruker APEX II'
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device       '\three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'focusing mirror'
_diffrn_radiation_detector       'Bruker APEX II'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'fine focus sealed X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.2
_diffrn_source_voltage           40.0
_diffrn_standards_number         .
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10259
_reflns_number_total             12076
_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.

The reflection 1 0 0 was omitted from the dataset since it was
partially obscured by the beamstop.

Reflections 10 1 8, 10 3 8, 11 0 9, 11 4 8, 12 0 6, 12 1 5, 12 2 5, 
12 2 13, 12 5 7, 12 5 9, 13 -1 6, 13 -1 7, 13 -1 10, 13 0 13, 13 5 14,
13 6 7, 13 6 10, 13 6 11, 11 5 7, 13 5 7, 11 0 8, 11 4 9, 12 5 10, 12 6 13, 
were omitted. Inspection of the plot of Fobs vs. Fcalc reveals the
intensity of these reflection nearly zero. 
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker APEX II'
_computing_data_collection       'APEX2 (Bruker-AXS, 2013)'
_computing_data_reduction        
'SAINT+ (Bruker, 2013) and XPREP (Bruker, 2013)'
_computing_molecular_graphics    'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material  'OLEX2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2019/1)'
_computing_structure_solution    'XT (Sheldrick, 2018/2)'
_refine_diff_density_max         1.113
_refine_diff_density_min         -0.573
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     788
_refine_ls_number_reflns         12076
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0408
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0532P)²+3.4003P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1064
_refine_ls_wR_factor_ref         0.1185
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C64) = Uanis(C64B)
3. Others
 Sof(C64B)=Sof(H64C)=Sof(H64D)=1-FVAR(1)
 Sof(C64)=Sof(H64A)=Sof(H64B)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C1(H1), C19(H19)
4.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C21(H21A,H21B), C64(H64A,H64B), C64B(H64C,H64D)
4.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C15(H15), C16(H16), C17(H17), C22(H22), C23(H23), C24(H24), C25(H25),
  C26(H26), C27(H27), C28(H28), C29(H29), C30(H30), C31(H31), C32(H32),
 C34(H34), C35(H35), C36(H36), C37(H37), C38(H38), C40(H40), C41(H41), C42(H42),
  C43(H43), C44(H44), C46(H46), C47(H47), C48(H48), C49(H49), C50(H50),
 C52(H52), C53(H53), C54(H54), C55(H55), C56(H56), C58(H58), C59(H59), C60(H60),
  C61(H61), C62(H62)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.82443(4) 0.31122(3) -0.00333(2) 0.03987(12) Uani 1 1 d . . . . .
Cu2 Cu 0.33760(3) 0.30900(3) 0.32812(2) 0.02510(9) Uani 1 1 d . . . . .
P1 P 0.16003(5) 0.28148(4) 0.36143(3) 0.02477(14) Uani 1 1 d . . . . .
P2 P 0.39930(5) 0.39074(5) 0.39370(3) 0.02516(14) Uani 1 1 d . . . . .
O1 O 1.12050(18) 0.35968(17) -0.15996(12) 0.0483(5) Uani 1 1 d . . . . .
O2 O 0.70818(17) 0.25495(15) 0.07915(11) 0.0442(5) Uani 1 1 d . . . . .
O3 O 0.58876(19) 0.28803(16) 0.01652(11) 0.0484(5) Uani 1 1 d . . . . .
N1 N 0.7764(2) 0.44543(17) 0.01717(12) 0.0352(5) Uani 1 1 d . . . . .
N2 N 0.9504(2) 0.37625(17) -0.07518(12) 0.0380(6) Uani 1 1 d . . . . .
N3 N 1.0095(2) 0.16717(18) -0.04008(13) 0.0419(6) Uani 1 1 d . . . . .
N4 N 0.9269(2) 0.18847(18) 0.02003(13) 0.0405(6) Uani 1 1 d . . . . .
N5 N 0.9244(2) 0.21668(18) -0.13611(13) 0.0411(6) Uani 1 1 d . . . . .
N6 N 0.8247(2) 0.24697(19) -0.09539(13) 0.0425(6) Uani 1 1 d . . . . .
N7 N 0.40359(18) 0.35283(16) 0.15269(12) 0.0312(5) Uani 1 1 d . . . . .
N8 N 0.38011(17) 0.38600(16) 0.21785(11) 0.0281(5) Uani 1 1 d . . . . .
N9 N 0.49779(17) 0.13657(15) 0.28008(12) 0.0286(5) Uani 1 1 d . . . . .
N10 N 0.41261(17) 0.17092(15) 0.33222(12) 0.0291(5) Uani 1 1 d . . . . .
C1 C 1.0164(3) 0.2241(2) -0.11458(16) 0.0412(7) Uani 1 1 d . . . . .
H1 H 1.080047 0.197037 -0.151223 0.049 Uiso 1 1 calc R U . . .
C2 C 1.0350(3) 0.3300(2) -0.11792(15) 0.0404(7) Uani 1 1 d . . . . .
C3 C 0.9473(2) 0.4740(2) -0.07303(15) 0.0364(6) Uani 1 1 d . . . . .
C4 C 1.0255(3) 0.5377(2) -0.11301(16) 0.0433(7) Uani 1 1 d . . . . .
H4 H 1.090853 0.515576 -0.145554 0.052 Uiso 1 1 calc R U . . .
C5 C 1.0075(3) 0.6345(2) -0.10517(18) 0.0474(8) Uani 1 1 d . . . . .
H5 H 1.061283 0.676802 -0.133352 0.057 Uiso 1 1 calc R U . . .
C6 C 0.9155(3) 0.6700(2) -0.05853(18) 0.0479(8) Uani 1 1 d . . . . .
H6 H 0.905725 0.735859 -0.054778 0.057 Uiso 1 1 calc R U . . .
C7 C 0.8348(3) 0.6074(2) -0.01575(16) 0.0395(7) Uani 1 1 d . . . . .
C8 C 0.8514(2) 0.5100(2) -0.02355(15) 0.0350(6) Uani 1 1 d . . . . .
C9 C 0.7376(3) 0.6363(2) 0.03577(17) 0.0444(7) Uani 1 1 d . . . . .
H9 H 0.723300 0.701061 0.042677 0.053 Uiso 1 1 calc R U . . .
C10 C 0.6645(3) 0.5710(2) 0.07548(17) 0.0443(7) Uani 1 1 d . . . . .
H10 H 0.599198 0.589852 0.109904 0.053 Uiso 1 1 calc R U . . .
C11 C 0.6874(3) 0.4755(2) 0.06458(15) 0.0403(7) Uani 1 1 d . . . . .
H11 H 0.636410 0.430474 0.092638 0.048 Uiso 1 1 calc R U . . .
C12 C 1.0762(3) 0.0945(2) -0.01951(19) 0.0473(8) Uani 1 1 d . . . . .
H12 H 1.138557 0.067332 -0.051787 0.057 Uiso 1 1 calc R U . . .
C13 C 1.0368(3) 0.0671(2) 0.05740(18) 0.0502(8) Uani 1 1 d . . . . .
H13 H 1.066610 0.018593 0.088855 0.060 Uiso 1 1 calc R U . . .
C14 C 0.9432(3) 0.1265(2) 0.07898(16) 0.0444(8) Uani 1 1 d . . . . .
H14 H 0.897344 0.123084 0.129021 0.053 Uiso 1 1 calc R U . . .
C15 C 0.9219(3) 0.1882(2) -0.19837(17) 0.0466(8) Uani 1 1 d . . . . .
H15 H 0.981210 0.164835 -0.235393 0.056 Uiso 1 1 calc R U . . .
C16 C 0.8186(3) 0.1993(2) -0.19778(18) 0.0489(8) Uani 1 1 d . . . . .
H16 H 0.791501 0.185678 -0.233773 0.059 Uiso 1 1 calc R U . . .
C17 C 0.7609(3) 0.2356(2) -0.13209(17) 0.0465(8) Uani 1 1 d . . . . .
H17 H 0.686171 0.249916 -0.116282 0.056 Uiso 1 1 calc R U . . .
C18 C 0.6165(3) 0.2551(2) 0.07300(16) 0.0401(7) Uani 1 1 d . . . . .
C19 C 0.5329(2) 0.20619(19) 0.14479(15) 0.0356(6) Uani 1 1 d . . . . .
H19 H 0.534708 0.138304 0.139074 0.043 Uiso 1 1 calc R U . . .
C20 C 0.5644(2) 0.20063(19) 0.21577(15) 0.0323(6) Uani 1 1 d . . . . .
H20A H 0.639920 0.176449 0.206452 0.039 Uiso 1 1 calc R U . . .
H20B H 0.556096 0.265669 0.227462 0.039 Uiso 1 1 calc R U . . .
C21 C 0.4195(2) 0.2502(2) 0.15037(15) 0.0342(6) Uani 1 1 d . . . . .
H21A H 0.401697 0.240280 0.106800 0.041 Uiso 1 1 calc R U . . .
H21B H 0.369597 0.215528 0.196149 0.041 Uiso 1 1 calc R U . . .
C22 C 0.4072(3) 0.4267(2) 0.09409(15) 0.0403(7) Uani 1 1 d . . . . .
H22 H 0.422156 0.421002 0.043400 0.048 Uiso 1 1 calc R U . . .
C23 C 0.3857(2) 0.5110(2) 0.12052(16) 0.0382(6) Uani 1 1 d . . . . .
H23 H 0.382647 0.574550 0.092790 0.046 Uiso 1 1 calc R U . . .
C24 C 0.3693(2) 0.48243(19) 0.19750(15) 0.0316(6) Uani 1 1 d . . . . .
H24 H 0.352573 0.525595 0.231374 0.038 Uiso 1 1 calc R U . . .
C25 C 0.5097(2) 0.03948(19) 0.29488(16) 0.0344(6) Uani 1 1 d . . . . .
H25 H 0.563532 0.000033 0.266022 0.041 Uiso 1 1 calc R U . . .
C26 C 0.4298(2) 0.00823(19) 0.35924(16) 0.0340(6) Uani 1 1 d . . . . .
H26 H 0.417025 -0.056161 0.383805 0.041 Uiso 1 1 calc R U . . .
C27 C 0.3715(2) 0.09202(19) 0.38057(15) 0.0314(6) Uani 1 1 d . . . . .
H27 H 0.310739 0.093261 0.423585 0.038 Uiso 1 1 calc R U . . .
C28 C 0.5887(2) 0.4507(2) 0.28627(16) 0.0423(7) Uani 1 1 d . . . . .
H28 H 0.544746 0.477142 0.255790 0.051 Uiso 1 1 calc R U . . .
C29 C 0.6976(3) 0.4627(3) 0.25836(17) 0.0485(8) Uani 1 1 d . . . . .
H29 H 0.726760 0.499090 0.209622 0.058 Uiso 1 1 calc R U . . .
C30 C 0.7631(2) 0.4220(2) 0.30135(17) 0.0410(7) Uani 1 1 d . . . . .
H30 H 0.837208 0.429004 0.281912 0.049 Uiso 1 1 calc R U . . .
C31 C 0.7195(2) 0.3709(2) 0.37294(18) 0.0439(7) Uani 1 1 d . . . . .
H31 H 0.764020 0.343183 0.402816 0.053 Uiso 1 1 calc R U . . .
C32 C 0.6104(2) 0.3597(2) 0.40164(17) 0.0395(7) Uani 1 1 d . . . . .
H32 H 0.581499 0.324430 0.450819 0.047 Uiso 1 1 calc R U . . .
C33 C 0.5442(2) 0.39970(19) 0.35894(14) 0.0280(5) Uani 1 1 d . . . . .
C34 C 0.3950(2) 0.2378(2) 0.51234(16) 0.0374(6) Uani 1 1 d . . . . .
H34 H 0.419927 0.200684 0.473944 0.045 Uiso 1 1 calc R U . . .
C35 C 0.3775(3) 0.1923(2) 0.58698(18) 0.0471(8) Uani 1 1 d . . . . .
H35 H 0.391600 0.124732 0.599029 0.057 Uiso 1 1 calc R U . . .
C36 C 0.3397(3) 0.2457(2) 0.64340(17) 0.0461(8) Uani 1 1 d . . . . .
H36 H 0.327507 0.214799 0.694218 0.055 Uiso 1 1 calc R U . . .
C37 C 0.3198(2) 0.3444(2) 0.62561(16) 0.0407(7) Uani 1 1 d . . . . .
H37 H 0.293116 0.380884 0.664415 0.049 Uiso 1 1 calc R U . . .
C38 C 0.3386(2) 0.3904(2) 0.55108(15) 0.0325(6) Uani 1 1 d . . . . .
H38 H 0.325729 0.458143 0.539494 0.039 Uiso 1 1 calc R U . . .
C39 C 0.3762(2) 0.33786(18) 0.49325(14) 0.0275(5) Uani 1 1 d . . . . .
C40 C 0.4031(2) 0.5848(2) 0.40626(16) 0.0349(6) Uani 1 1 d . . . . .
H40 H 0.472005 0.567227 0.410926 0.042 Uiso 1 1 calc R U . . .
C41 C 0.3574(3) 0.6779(2) 0.41038(18) 0.0428(7) Uani 1 1 d . . . . .
H41 H 0.395104 0.723395 0.418642 0.051 Uiso 1 1 calc R U . . .
C42 C 0.2574(3) 0.7050(2) 0.40253(17) 0.0419(7) Uani 1 1 d . . . . .
H42 H 0.227120 0.768810 0.404990 0.050 Uiso 1 1 calc R U . . .
C43 C 0.2018(2) 0.6388(2) 0.39111(16) 0.0369(6) Uani 1 1 d . . . . .
H43 H 0.133403 0.657221 0.385637 0.044 Uiso 1 1 calc R U . . .
C44 C 0.2462(2) 0.5451(2) 0.38766(14) 0.0309(6) Uani 1 1 d . . . . .
H44 H 0.207493 0.499867 0.380094 0.037 Uiso 1 1 calc R U . . .
C45 C 0.3473(2) 0.51665(18) 0.39521(13) 0.0276(5) Uani 1 1 d . . . . .
C46 C 0.0314(2) 0.1498(2) 0.47991(15) 0.0364(6) Uani 1 1 d . . . . .
H46 H 0.007220 0.133674 0.443347 0.044 Uiso 1 1 calc R U . . .
C47 C -0.0048(3) 0.1029(2) 0.55445(16) 0.0416(7) Uani 1 1 d . . . . .
H47 H -0.053698 0.055195 0.568298 0.050 Uiso 1 1 calc R U . . .
C48 C 0.0299(2) 0.1252(2) 0.60830(15) 0.0386(7) Uani 1 1 d . . . . .
H48 H 0.005607 0.092476 0.658802 0.046 Uiso 1 1 calc R U . . .
C49 C 0.1002(3) 0.1955(2) 0.58823(15) 0.0409(7) Uani 1 1 d . . . . .
H49 H 0.124286 0.211106 0.625025 0.049 Uiso 1 1 calc R U . . .
C50 C 0.1357(2) 0.2433(2) 0.51430(15) 0.0360(6) Uani 1 1 d . . . . .
H50 H 0.182982 0.292230 0.501246 0.043 Uiso 1 1 calc R U . . .
C51 C 0.10307(19) 0.22049(18) 0.45894(14) 0.0260(5) Uani 1 1 d . . . . .
C52 C -0.0032(2) 0.4256(2) 0.41265(16) 0.0352(6) Uani 1 1 d . . . . .
H52 H -0.019852 0.386204 0.461078 0.042 Uiso 1 1 calc R U . . .
C53 C -0.0581(3) 0.5152(2) 0.40132(19) 0.0472(8) Uani 1 1 d . . . . .
H53 H -0.112337 0.536496 0.442184 0.057 Uiso 1 1 calc R U . . .
C54 C -0.0343(3) 0.5734(2) 0.3309(2) 0.0492(8) Uani 1 1 d . . . . .
H54 H -0.072256 0.634356 0.323732 0.059 Uiso 1 1 calc R U . . .
C55 C 0.0449(3) 0.5429(2) 0.27064(18) 0.0419(7) Uani 1 1 d . . . . .
H55 H 0.061194 0.582733 0.222372 0.050 Uiso 1 1 calc R U . . .
C56 C 0.0999(2) 0.4539(2) 0.28160(16) 0.0344(6) Uani 1 1 d . . . . .
H56 H 0.154267 0.433170 0.240532 0.041 Uiso 1 1 calc R U . . .
C57 C 0.0765(2) 0.39399(19) 0.35254(15) 0.0292(5) Uani 1 1 d . . . . .
C58 C 0.0185(2) 0.2317(2) 0.29666(16) 0.0365(6) Uani 1 1 d . . . . .
H58 H -0.024311 0.287792 0.310141 0.044 Uiso 1 1 calc R U . . .
C59 C -0.0171(3) 0.1712(2) 0.26389(17) 0.0419(7) Uani 1 1 d . . . . .
H59 H -0.084037 0.186215 0.255485 0.050 Uiso 1 1 calc R U . . .
C60 C 0.0445(3) 0.0897(2) 0.24361(16) 0.0429(8) Uani 1 1 d . . . . .
H60 H 0.019992 0.048501 0.221495 0.051 Uiso 1 1 calc R U . . .
C61 C 0.1424(3) 0.0682(2) 0.25571(16) 0.0414(7) Uani 1 1 d . . . . .
H61 H 0.185205 0.012392 0.241525 0.050 Uiso 1 1 calc R U . . .
C62 C 0.1783(2) 0.1281(2) 0.28857(15) 0.0344(6) Uani 1 1 d . . . . .
H62 H 0.245419 0.112985 0.296638 0.041 Uiso 1 1 calc R U . . .
C63 C 0.1160(2) 0.21051(19) 0.30976(14) 0.0293(6) Uani 1 1 d . . . . .
Cl1 Cl 0.78330(8) 0.11111(8) 0.47642(5) 0.0672(3) Uani 1 1 d . . . . .
Cl2 Cl 0.61040(7) 0.06661(7) 0.43382(5) 0.0580(2) Uani 1 1 d . . . . .
C64 C 0.7426(5) 0.0966(7) 0.4017(4) 0.0502(17) Uani 0.666(12) 1 d . . P A 1
H64A H 0.749531 0.156999 0.364153 0.060 Uiso 0.666(12) 1 calc R U P A 1
H64B H 0.789286 0.045349 0.377058 0.060 Uiso 0.666(12) 1 calc R U P A 1
C64B C 0.7447(11) 0.0473(13) 0.4194(8) 0.0502(17) Uani 0.334(12) 1 d . . P A 2
H64C H 0.783360 0.069553 0.365850 0.060 Uiso 0.334(12) 1 calc R U P A 2
H64D H 0.763980 -0.022304 0.432423 0.060 Uiso 0.334(12) 1 calc R U P A 2
O4 O 0.7765(2) 1.05099(18) 0.24758(13) 0.0577(6) Uani 1 1 d . . . . .
O5 O 0.7365(2) 0.9569(2) 0.18987(15) 0.0682(7) Uani 1 1 d . . . . .
O6 O 0.8583(3) 0.9099(3) 0.2384(2) 0.0980(11) Uani 1 1 d . . . . .
N14 N 0.79173(18) 0.97228(17) 0.22681(13) 0.0351(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 O2 1.9360(19) . ?
Cu1 N1 2.020(2) . ?
Cu1 N2 1.991(2) . ?
Cu1 N4 2.129(3) . ?
Cu1 N6 2.174(2) . ?
Cu2 P1 2.3187(7) . ?
Cu2 P2 2.3037(7) . ?
Cu2 N8 2.094(2) . ?
Cu2 N10 2.082(2) . ?
P1 C51 1.839(2) . ?
P1 C57 1.833(3) . ?
P1 C63 1.844(3) . ?
P2 C33 1.845(3) . ?
P2 C39 1.837(3) . ?
P2 C45 1.840(3) . ?
O1 C2 1.233(4) . ?
O2 C18 1.273(4) . ?
O3 C18 1.239(4) . ?
N1 C8 1.381(3) . ?
N1 C11 1.320(4) . ?
N2 C2 1.343(4) . ?
N2 C3 1.406(4) . ?
N3 N4 1.365(3) . ?
N3 C1 1.465(4) . ?
N3 C12 1.349(4) . ?
N4 C14 1.336(4) . ?
N5 N6 1.368(4) . ?
N5 C1 1.452(4) . ?
N5 C15 1.363(4) . ?
N6 C17 1.325(4) . ?
N7 N8 1.365(3) . ?
N7 C21 1.465(3) . ?
N7 C22 1.358(4) . ?
N8 C24 1.350(3) . ?
N9 N10 1.359(3) . ?
N9 C20 1.473(3) . ?
N9 C25 1.354(3) . ?
N10 C27 1.349(3) . ?
C1 H1 1.0000 . ?
C1 C2 1.558(4) . ?
C3 C4 1.397(4) . ?
C3 C8 1.427(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.407(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.366(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.419(4) . ?
C7 C8 1.415(4) . ?
C7 C9 1.420(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.369(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.405(4) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C12 C13 1.381(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.402(5) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C15 C16 1.367(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.412(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.557(4) . ?
C19 H19 1.0000 . ?
C19 C20 1.544(4) . ?
C19 C21 1.536(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22 0.9500 . ?
C22 C23 1.371(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.398(4) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C25 C26 1.376(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.398(4) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C28 C29 1.399(4) . ?
C28 C33 1.401(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.384(5) . ?
C30 H30 0.9500 . ?
C30 C31 1.384(4) . ?
C31 H31 0.9500 . ?
C31 C32 1.400(4) . ?
C32 H32 0.9500 . ?
C32 C33 1.386(4) . ?
C34 H34 0.9500 . ?
C34 C35 1.397(4) . ?
C34 C39 1.405(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.385(5) . ?
C36 H36 0.9500 . ?
C36 C37 1.387(5) . ?
C37 H37 0.9500 . ?
C37 C38 1.395(4) . ?
C38 H38 0.9500 . ?
C38 C39 1.398(4) . ?
C40 H40 0.9500 . ?
C40 C41 1.393(4) . ?
C40 C45 1.404(4) . ?
C41 H41 0.9500 . ?
C41 C42 1.388(5) . ?
C42 H42 0.9500 . ?
C42 C43 1.385(4) . ?
C43 H43 0.9500 . ?
C43 C44 1.394(4) . ?
C44 H44 0.9500 . ?
C44 C45 1.403(4) . ?
C46 H46 0.9500 . ?
C46 C47 1.396(4) . ?
C46 C51 1.400(4) . ?
C47 H47 0.9500 . ?
C47 C48 1.383(4) . ?
C48 H48 0.9500 . ?
C48 C49 1.384(4) . ?
C49 H49 0.9500 . ?
C49 C50 1.390(4) . ?
C50 H50 0.9500 . ?
C50 C51 1.396(4) . ?
C52 H52 0.9500 . ?
C52 C53 1.393(4) . ?
C52 C57 1.398(4) . ?
C53 H53 0.9500 . ?
C53 C54 1.388(5) . ?
C54 H54 0.9500 . ?
C54 C55 1.391(5) . ?
C55 H55 0.9500 . ?
C55 C56 1.387(4) . ?
C56 H56 0.9500 . ?
C56 C57 1.405(4) . ?
C58 H58 0.9500 . ?
C58 C59 1.396(4) . ?
C58 C63 1.390(4) . ?
C59 H59 0.9500 . ?
C59 C60 1.380(5) . ?
C60 H60 0.9500 . ?
C60 C61 1.387(5) . ?
C61 H61 0.9500 . ?
C61 C62 1.393(4) . ?
C62 H62 0.9500 . ?
C62 C63 1.399(4) . ?
Cl1 C64 1.763(6) . ?
Cl1 C64B 1.812(14) . ?
Cl2 C64 1.756(6) . ?
Cl2 C64B 1.717(15) . ?
C64 H64A 0.9900 . ?
C64 H64B 0.9900 . ?
C64B H64C 0.9900 . ?
C64B H64D 0.9900 . ?
O4 N14 1.247(3) . ?
O5 N14 1.255(3) . ?
O6 N14 1.207(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
O2 Cu1 N1 93.24(9) . . ?
O2 Cu1 N2 170.48(10) . . ?
O2 Cu1 N4 89.68(10) . . ?
O2 Cu1 N6 103.11(9) . . ?
N1 Cu1 N4 142.53(10) . . ?
N1 Cu1 N6 130.54(10) . . ?
N2 Cu1 N1 82.03(10) . . ?
N2 Cu1 N4 89.12(10) . . ?
N2 Cu1 N6 86.18(9) . . ?
N4 Cu1 N6 84.63(10) . . ?
P2 Cu2 P1 122.25(3) . . ?
N8 Cu2 P1 106.99(6) . . ?
N8 Cu2 P2 105.40(6) . . ?
N10 Cu2 P1 102.73(6) . . ?
N10 Cu2 P2 108.87(7) . . ?
N10 Cu2 N8 110.40(8) . . ?
C51 P1 Cu2 114.53(8) . . ?
C51 P1 C63 101.76(11) . . ?
C57 P1 Cu2 111.57(8) . . ?
C57 P1 C51 104.81(12) . . ?
C57 P1 C63 101.90(12) . . ?
C63 P1 Cu2 120.43(9) . . ?
C33 P2 Cu2 114.42(8) . . ?
C39 P2 Cu2 115.54(8) . . ?
C39 P2 C33 102.34(12) . . ?
C39 P2 C45 103.34(11) . . ?
C45 P2 Cu2 116.79(9) . . ?
C45 P2 C33 102.46(12) . . ?
C18 O2 Cu1 121.89(19) . . ?
C8 N1 Cu1 112.52(19) . . ?
C11 N1 Cu1 128.42(19) . . ?
C11 N1 C8 119.0(2) . . ?
C2 N2 Cu1 123.4(2) . . ?
C2 N2 C3 122.4(2) . . ?
C3 N2 Cu1 114.02(18) . . ?
N4 N3 C1 118.9(3) . . ?
C12 N3 N4 111.8(3) . . ?
C12 N3 C1 129.4(3) . . ?
N3 N4 Cu1 115.45(19) . . ?
C14 N4 Cu1 139.3(2) . . ?
C14 N4 N3 104.9(3) . . ?
N6 N5 C1 120.9(2) . . ?
C15 N5 N6 110.7(3) . . ?
C15 N5 C1 128.2(3) . . ?
N5 N6 Cu1 112.95(18) . . ?
C17 N6 Cu1 140.9(2) . . ?
C17 N6 N5 105.6(2) . . ?
N8 N7 C21 122.2(2) . . ?
C22 N7 N8 110.8(2) . . ?
C22 N7 C21 126.9(2) . . ?
N7 N8 Cu2 128.74(16) . . ?
C24 N8 Cu2 125.52(18) . . ?
C24 N8 N7 104.6(2) . . ?
N10 N9 C20 122.0(2) . . ?
C25 N9 N10 111.5(2) . . ?
C25 N9 C20 126.5(2) . . ?
N9 N10 Cu2 128.67(16) . . ?
C27 N10 Cu2 125.17(18) . . ?
C27 N10 N9 104.8(2) . . ?
N3 C1 H1 107.4 . . ?
N3 C1 C2 110.1(2) . . ?
N5 C1 N3 111.6(2) . . ?
N5 C1 H1 107.4 . . ?
N5 C1 C2 112.6(3) . . ?
C2 C1 H1 107.4 . . ?
O1 C2 N2 129.9(3) . . ?
O1 C2 C1 117.3(3) . . ?
N2 C2 C1 112.7(2) . . ?
N2 C3 C8 114.2(2) . . ?
C4 C3 N2 127.9(3) . . ?
C4 C3 C8 117.9(3) . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.1(3) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 118.8 . . ?
C6 C5 C4 122.4(3) . . ?
C6 C5 H5 118.8 . . ?
C5 C6 H6 120.3 . . ?
C5 C6 C7 119.3(3) . . ?
C7 C6 H6 120.3 . . ?
C8 C7 C6 118.8(3) . . ?
C8 C7 C9 117.3(3) . . ?
C9 C7 C6 123.9(3) . . ?
N1 C8 C3 117.1(3) . . ?
N1 C8 C7 121.6(3) . . ?
C7 C8 C3 121.3(3) . . ?
C7 C9 H9 120.0 . . ?
C10 C9 C7 120.1(3) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 120.5 . . ?
C9 C10 C11 119.0(3) . . ?
C11 C10 H10 120.5 . . ?
N1 C11 C10 123.0(3) . . ?
N1 C11 H11 118.5 . . ?
C10 C11 H11 118.5 . . ?
N3 C12 H12 126.5 . . ?
N3 C12 C13 107.0(3) . . ?
C13 C12 H12 126.5 . . ?
C12 C13 H13 127.5 . . ?
C12 C13 C14 105.1(3) . . ?
C14 C13 H13 127.5 . . ?
N4 C14 C13 111.2(3) . . ?
N4 C14 H14 124.4 . . ?
C13 C14 H14 124.4 . . ?
N5 C15 H15 126.3 . . ?
N5 C15 C16 107.5(3) . . ?
C16 C15 H15 126.3 . . ?
C15 C16 H16 127.5 . . ?
C15 C16 C17 105.1(3) . . ?
C17 C16 H16 127.5 . . ?
N6 C17 C16 111.1(3) . . ?
N6 C17 H17 124.4 . . ?
C16 C17 H17 124.4 . . ?
O2 C18 C19 114.9(3) . . ?
O3 C18 O2 127.0(3) . . ?
O3 C18 C19 118.1(3) . . ?
C18 C19 H19 106.0 . . ?
C20 C19 C18 111.7(2) . . ?
C20 C19 H19 106.0 . . ?
C21 C19 C18 112.1(2) . . ?
C21 C19 H19 106.0 . . ?
C21 C19 C20 114.3(2) . . ?
N9 C20 C19 110.8(2) . . ?
N9 C20 H20A 109.5 . . ?
N9 C20 H20B 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 108.1 . . ?
N7 C21 C19 114.1(2) . . ?
N7 C21 H21A 108.7 . . ?
N7 C21 H21B 108.7 . . ?
C19 C21 H21A 108.7 . . ?
C19 C21 H21B 108.7 . . ?
H21A C21 H21B 107.6 . . ?
N7 C22 H22 125.8 . . ?
N7 C22 C23 108.4(2) . . ?
C23 C22 H22 125.8 . . ?
C22 C23 H23 127.8 . . ?
C22 C23 C24 104.4(2) . . ?
C24 C23 H23 127.8 . . ?
N8 C24 C23 111.8(2) . . ?
N8 C24 H24 124.1 . . ?
C23 C24 H24 124.1 . . ?
N9 C25 H25 126.2 . . ?
N9 C25 C26 107.6(2) . . ?
C26 C25 H25 126.2 . . ?
C25 C26 H26 127.6 . . ?
C25 C26 C27 104.8(2) . . ?
C27 C26 H26 127.6 . . ?
N10 C27 C26 111.3(2) . . ?
N10 C27 H27 124.3 . . ?
C26 C27 H27 124.3 . . ?
C29 C28 H28 119.8 . . ?
C29 C28 C33 120.4(3) . . ?
C33 C28 H28 119.8 . . ?
C28 C29 H29 119.8 . . ?
C30 C29 C28 120.4(3) . . ?
C30 C29 H29 119.8 . . ?
C29 C30 H30 120.3 . . ?
C29 C30 C31 119.4(3) . . ?
C31 C30 H30 120.3 . . ?
C30 C31 H31 119.7 . . ?
C30 C31 C32 120.5(3) . . ?
C32 C31 H31 119.7 . . ?
C31 C32 H32 119.7 . . ?
C33 C32 C31 120.6(3) . . ?
C33 C32 H32 119.7 . . ?
C28 C33 P2 118.1(2) . . ?
C32 C33 P2 123.1(2) . . ?
C32 C33 C28 118.7(2) . . ?
C35 C34 H34 119.5 . . ?
C35 C34 C39 120.9(3) . . ?
C39 C34 H34 119.5 . . ?
C34 C35 H35 120.0 . . ?
C36 C35 C34 119.9(3) . . ?
C36 C35 H35 120.0 . . ?
C35 C36 H36 120.0 . . ?
C35 C36 C37 119.9(3) . . ?
C37 C36 H36 120.0 . . ?
C36 C37 H37 119.8 . . ?
C36 C37 C38 120.4(3) . . ?
C38 C37 H37 119.8 . . ?
C37 C38 H38 119.6 . . ?
C37 C38 C39 120.7(3) . . ?
C39 C38 H38 119.6 . . ?
C34 C39 P2 117.6(2) . . ?
C38 C39 P2 124.2(2) . . ?
C38 C39 C34 118.2(2) . . ?
C41 C40 H40 119.9 . . ?
C41 C40 C45 120.1(3) . . ?
C45 C40 H40 119.9 . . ?
C40 C41 H41 119.7 . . ?
C42 C41 C40 120.6(3) . . ?
C42 C41 H41 119.7 . . ?
C41 C42 H42 120.0 . . ?
C43 C42 C41 120.0(3) . . ?
C43 C42 H42 120.0 . . ?
C42 C43 H43 120.0 . . ?
C42 C43 C44 120.0(3) . . ?
C44 C43 H43 120.0 . . ?
C43 C44 H44 119.6 . . ?
C43 C44 C45 120.8(3) . . ?
C45 C44 H44 119.6 . . ?
C40 C45 P2 122.8(2) . . ?
C44 C45 P2 118.65(19) . . ?
C44 C45 C40 118.6(2) . . ?
C47 C46 H46 119.9 . . ?
C47 C46 C51 120.2(3) . . ?
C51 C46 H46 119.9 . . ?
C46 C47 H47 119.7 . . ?
C48 C47 C46 120.6(3) . . ?
C48 C47 H47 119.7 . . ?
C47 C48 H48 120.2 . . ?
C47 C48 C49 119.6(3) . . ?
C49 C48 H48 120.2 . . ?
C48 C49 H49 120.0 . . ?
C48 C49 C50 120.1(3) . . ?
C50 C49 H49 120.0 . . ?
C49 C50 H50 119.5 . . ?
C49 C50 C51 121.0(2) . . ?
C51 C50 H50 119.5 . . ?
C46 C51 P1 123.1(2) . . ?
C50 C51 P1 118.47(19) . . ?
C50 C51 C46 118.4(2) . . ?
C53 C52 H52 120.1 . . ?
C53 C52 C57 119.8(3) . . ?
C57 C52 H52 120.1 . . ?
C52 C53 H53 119.7 . . ?
C54 C53 C52 120.6(3) . . ?
C54 C53 H53 119.7 . . ?
C53 C54 H54 119.9 . . ?
C53 C54 C55 120.2(3) . . ?
C55 C54 H54 119.9 . . ?
C54 C55 H55 120.3 . . ?
C56 C55 C54 119.5(3) . . ?
C56 C55 H55 120.3 . . ?
C55 C56 H56 119.5 . . ?
C55 C56 C57 121.0(3) . . ?
C57 C56 H56 119.5 . . ?
C52 C57 P1 123.9(2) . . ?
C52 C57 C56 119.0(3) . . ?
C56 C57 P1 117.0(2) . . ?
C59 C58 H58 119.7 . . ?
C63 C58 H58 119.7 . . ?
C63 C58 C59 120.6(3) . . ?
C58 C59 H59 119.8 . . ?
C60 C59 C58 120.3(3) . . ?
C60 C59 H59 119.8 . . ?
C59 C60 H60 120.2 . . ?
C59 C60 C61 119.6(3) . . ?
C61 C60 H60 120.2 . . ?
C60 C61 H61 119.9 . . ?
C60 C61 C62 120.3(3) . . ?
C62 C61 H61 119.9 . . ?
C61 C62 H62 119.8 . . ?
C61 C62 C63 120.4(3) . . ?
C63 C62 H62 119.8 . . ?
C58 C63 P1 122.0(2) . . ?
C58 C63 C62 118.7(3) . . ?
C62 C63 P1 119.1(2) . . ?
Cl1 C64 H64A 109.5 . . ?
Cl1 C64 H64B 109.5 . . ?
Cl2 C64 Cl1 110.9(3) . . ?
Cl2 C64 H64A 109.5 . . ?
Cl2 C64 H64B 109.5 . . ?
H64A C64 H64B 108.1 . . ?
Cl1 C64B H64C 109.6 . . ?
Cl1 C64B H64D 109.6 . . ?
Cl2 C64B Cl1 110.3(8) . . ?
Cl2 C64B H64C 109.6 . . ?
Cl2 C64B H64D 109.6 . . ?
H64C C64B H64D 108.1 . . ?
O4 N14 O5 118.7(3) . . ?
O6 N14 O4 124.2(3) . . ?
O6 N14 O5 117.1(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O2 C18 O3 0.9(4) . . . . ?
Cu1 O2 C18 C19 179.67(17) . . . . ?
Cu1 N1 C8 C3 0.9(3) . . . . ?
Cu1 N1 C8 C7 -178.1(2) . . . . ?
Cu1 N1 C11 C10 178.0(2) . . . . ?
Cu1 N2 C2 O1 -173.9(3) . . . . ?
Cu1 N2 C2 C1 9.0(4) . . . . ?
Cu1 N2 C3 C4 176.1(3) . . . . ?
Cu1 N2 C3 C8 -4.1(3) . . . . ?
Cu1 N4 C14 C13 -171.0(2) . . . . ?
Cu1 N6 C17 C16 169.2(3) . . . . ?
Cu2 P1 C51 C46 -140.7(2) . . . . ?
Cu2 P1 C51 C50 36.9(2) . . . . ?
Cu2 P1 C57 C52 -117.5(2) . . . . ?
Cu2 P1 C57 C56 58.0(2) . . . . ?
Cu2 P1 C63 C58 -144.53(19) . . . . ?
Cu2 P1 C63 C62 41.0(2) . . . . ?
Cu2 P2 C33 C28 63.5(2) . . . . ?
Cu2 P2 C33 C32 -117.4(2) . . . . ?
Cu2 P2 C39 C34 43.1(2) . . . . ?
Cu2 P2 C39 C38 -135.1(2) . . . . ?
Cu2 P2 C45 C40 -154.88(19) . . . . ?
Cu2 P2 C45 C44 27.4(2) . . . . ?
Cu2 N8 C24 C23 -168.74(19) . . . . ?
Cu2 N10 C27 C26 167.21(19) . . . . ?
O2 C18 C19 C20 20.8(3) . . . . ?
O2 C18 C19 C21 150.6(2) . . . . ?
O3 C18 C19 C20 -160.3(2) . . . . ?
O3 C18 C19 C21 -30.5(3) . . . . ?
N2 C3 C4 C5 178.4(3) . . . . ?
N2 C3 C8 N1 2.1(4) . . . . ?
N2 C3 C8 C7 -178.9(3) . . . . ?
N3 N4 C14 C13 1.3(3) . . . . ?
N3 C1 C2 O1 114.1(3) . . . . ?
N3 C1 C2 N2 -68.4(3) . . . . ?
N3 C12 C13 C14 1.3(3) . . . . ?
N4 N3 C1 N5 -60.8(3) . . . . ?
N4 N3 C1 C2 65.0(3) . . . . ?
N4 N3 C12 C13 -0.5(3) . . . . ?
N5 N6 C17 C16 -1.0(4) . . . . ?
N5 C1 C2 O1 -120.6(3) . . . . ?
N5 C1 C2 N2 56.8(3) . . . . ?
N5 C15 C16 C17 -0.1(4) . . . . ?
N6 N5 C1 N3 61.5(4) . . . . ?
N6 N5 C1 C2 -62.9(3) . . . . ?
N6 N5 C15 C16 -0.5(4) . . . . ?
N7 N8 C24 C23 -0.1(3) . . . . ?
N7 C22 C23 C24 0.0(3) . . . . ?
N8 N7 C21 C19 -85.1(3) . . . . ?
N8 N7 C22 C23 0.0(3) . . . . ?
N9 N10 C27 C26 -0.2(3) . . . . ?
N9 C25 C26 C27 0.0(3) . . . . ?
N10 N9 C20 C19 -98.9(3) . . . . ?
N10 N9 C25 C26 -0.2(3) . . . . ?
C1 N3 N4 Cu1 -4.5(3) . . . . ?
C1 N3 N4 C14 -179.0(2) . . . . ?
C1 N3 C12 C13 177.8(3) . . . . ?
C1 N5 N6 Cu1 3.1(3) . . . . ?
C1 N5 N6 C17 176.4(3) . . . . ?
C1 N5 C15 C16 -175.6(3) . . . . ?
C2 N2 C3 C4 1.0(5) . . . . ?
C2 N2 C3 C8 -179.2(3) . . . . ?
C3 N2 C2 O1 0.7(5) . . . . ?
C3 N2 C2 C1 -176.3(3) . . . . ?
C3 C4 C5 C6 0.8(5) . . . . ?
C4 C3 C8 N1 -178.1(3) . . . . ?
C4 C3 C8 C7 0.9(4) . . . . ?
C4 C5 C6 C7 0.4(5) . . . . ?
C5 C6 C7 C8 -0.9(5) . . . . ?
C5 C6 C7 C9 178.3(3) . . . . ?
C6 C7 C8 N1 179.2(3) . . . . ?
C6 C7 C8 C3 0.3(4) . . . . ?
C6 C7 C9 C10 -179.2(3) . . . . ?
C7 C9 C10 C11 0.2(5) . . . . ?
C8 N1 C11 C10 0.4(4) . . . . ?
C8 C3 C4 C5 -1.4(4) . . . . ?
C8 C7 C9 C10 0.0(4) . . . . ?
C9 C7 C8 N1 0.0(4) . . . . ?
C9 C7 C8 C3 -179.0(3) . . . . ?
C9 C10 C11 N1 -0.4(5) . . . . ?
C11 N1 C8 C3 178.8(3) . . . . ?
C11 N1 C8 C7 -0.2(4) . . . . ?
C12 N3 N4 Cu1 173.99(19) . . . . ?
C12 N3 N4 C14 -0.5(3) . . . . ?
C12 N3 C1 N5 121.0(3) . . . . ?
C12 N3 C1 C2 -113.2(3) . . . . ?
C12 C13 C14 N4 -1.7(4) . . . . ?
C15 N5 N6 Cu1 -172.4(2) . . . . ?
C15 N5 N6 C17 1.0(3) . . . . ?
C15 N5 C1 N3 -123.9(3) . . . . ?
C15 N5 C1 C2 111.7(3) . . . . ?
C15 C16 C17 N6 0.7(4) . . . . ?
C18 C19 C20 N9 -167.8(2) . . . . ?
C18 C19 C21 N7 -59.9(3) . . . . ?
C20 N9 N10 Cu2 12.2(3) . . . . ?
C20 N9 N10 C27 179.0(2) . . . . ?
C20 N9 C25 C26 -178.8(3) . . . . ?
C20 C19 C21 N7 68.6(3) . . . . ?
C21 N7 N8 Cu2 -10.6(3) . . . . ?
C21 N7 N8 C24 -178.7(2) . . . . ?
C21 N7 C22 C23 178.7(3) . . . . ?
C21 C19 C20 N9 63.6(3) . . . . ?
C22 N7 N8 Cu2 168.2(2) . . . . ?
C22 N7 N8 C24 0.1(3) . . . . ?
C22 N7 C21 C19 96.4(3) . . . . ?
C22 C23 C24 N8 0.1(3) . . . . ?
C25 N9 N10 Cu2 -166.57(19) . . . . ?
C25 N9 N10 C27 0.2(3) . . . . ?
C25 N9 C20 C19 79.7(3) . . . . ?
C25 C26 C27 N10 0.1(3) . . . . ?
C28 C29 C30 C31 -1.4(5) . . . . ?
C29 C28 C33 P2 177.5(3) . . . . ?
C29 C28 C33 C32 -1.6(5) . . . . ?
C29 C30 C31 C32 0.5(5) . . . . ?
C30 C31 C32 C33 -0.1(5) . . . . ?
C31 C32 C33 P2 -178.4(2) . . . . ?
C31 C32 C33 C28 0.6(4) . . . . ?
C33 P2 C39 C34 -81.9(2) . . . . ?
C33 P2 C39 C38 99.9(2) . . . . ?
C33 P2 C45 C40 -29.0(2) . . . . ?
C33 P2 C45 C44 153.3(2) . . . . ?
C33 C28 C29 C30 2.0(5) . . . . ?
C34 C35 C36 C37 -0.3(5) . . . . ?
C35 C34 C39 P2 -178.9(2) . . . . ?
C35 C34 C39 C38 -0.6(4) . . . . ?
C35 C36 C37 C38 -0.7(5) . . . . ?
C36 C37 C38 C39 1.0(4) . . . . ?
C37 C38 C39 P2 177.9(2) . . . . ?
C37 C38 C39 C34 -0.4(4) . . . . ?
C39 P2 C33 C28 -170.7(2) . . . . ?
C39 P2 C33 C32 8.3(3) . . . . ?
C39 P2 C45 C40 77.1(2) . . . . ?
C39 P2 C45 C44 -100.6(2) . . . . ?
C39 C34 C35 C36 0.9(5) . . . . ?
C40 C41 C42 C43 0.5(5) . . . . ?
C41 C40 C45 P2 -177.0(2) . . . . ?
C41 C40 C45 C44 0.7(4) . . . . ?
C41 C42 C43 C44 0.1(4) . . . . ?
C42 C43 C44 C45 -0.4(4) . . . . ?
C43 C44 C45 P2 177.7(2) . . . . ?
C43 C44 C45 C40 -0.1(4) . . . . ?
C45 P2 C33 C28 -63.8(2) . . . . ?
C45 P2 C33 C32 115.2(2) . . . . ?
C45 P2 C39 C34 171.9(2) . . . . ?
C45 P2 C39 C38 -6.3(3) . . . . ?
C45 C40 C41 C42 -1.0(5) . . . . ?
C46 C47 C48 C49 0.7(5) . . . . ?
C47 C46 C51 P1 176.8(2) . . . . ?
C47 C46 C51 C50 -0.9(4) . . . . ?
C47 C48 C49 C50 0.0(5) . . . . ?
C48 C49 C50 C51 -1.2(5) . . . . ?
C49 C50 C51 P1 -176.2(2) . . . . ?
C49 C50 C51 C46 1.6(4) . . . . ?
C51 P1 C57 C52 6.9(3) . . . . ?
C51 P1 C57 C56 -177.5(2) . . . . ?
C51 P1 C63 C58 87.6(2) . . . . ?
C51 P1 C63 C62 -86.9(2) . . . . ?
C51 C46 C47 C48 -0.3(5) . . . . ?
C52 C53 C54 C55 0.0(5) . . . . ?
C53 C52 C57 P1 175.9(2) . . . . ?
C53 C52 C57 C56 0.4(4) . . . . ?
C53 C54 C55 C56 -0.1(5) . . . . ?
C54 C55 C56 C57 0.3(4) . . . . ?
C55 C56 C57 P1 -176.2(2) . . . . ?
C55 C56 C57 C52 -0.4(4) . . . . ?
C57 P1 C51 C46 96.7(2) . . . . ?
C57 P1 C51 C50 -85.7(2) . . . . ?
C57 P1 C63 C58 -20.5(2) . . . . ?
C57 P1 C63 C62 165.0(2) . . . . ?
C57 C52 C53 C54 -0.1(5) . . . . ?
C58 C59 C60 C61 -0.3(4) . . . . ?
C59 C58 C63 P1 -173.7(2) . . . . ?
C59 C58 C63 C62 0.8(4) . . . . ?
C59 C60 C61 C62 0.4(4) . . . . ?
C60 C61 C62 C63 0.0(4) . . . . ?
C61 C62 C63 P1 174.0(2) . . . . ?
C61 C62 C63 C58 -0.7(4) . . . . ?
C63 P1 C51 C46 -9.1(3) . . . . ?
C63 P1 C51 C50 168.5(2) . . . . ?
C63 P1 C57 C52 112.7(2) . . . . ?
C63 P1 C57 C56 -71.8(2) . . . . ?
C63 C58 C59 C60 -0.4(4) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.500 0.000 0.000 483.7 175.5 '4 CH2Cl2'
2 0.239 0.736 0.777 12.2 0.0 ?
3 0.761 0.264 0.223 12.2 0.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
