# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2023

####################################################################### 
# 
# 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_ena003
_database_code_depnum_ccdc_archive 'CCDC 2259744'
loop_
_audit_author_name
_audit_author_address
'Baldeep Sidhu'
;University of Manitoba
Canada
;
_audit_update_record             
;
2023-04-28 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
# end Validation Reply Form
_audit_creation_date             2023-02-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C16 H16 Cu0.5 N O)'
_chemical_formula_sum            'C32 H32 Cu N2 O2'
_chemical_formula_weight         540.13
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   6.3256(7)
_cell_length_b                   13.072(3)
_cell_length_c                   16.391(3)
_cell_angle_alpha                73.808(11)
_cell_angle_beta                 81.882(10)
_cell_angle_gamma                80.156(9)
_cell_volume                     1276.2(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9743
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      26.32
_cell_measurement_theta_min      2.69
_shelx_estimated_absorpt_T_max   0.825
_shelx_estimated_absorpt_T_min   0.328
_exptl_absorpt_coefficient_mu    0.889
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5126
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.0939 before and 0.0412 after correction.
The Ratio of minimum to maximum transmission is 0.6877.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             566
_exptl_crystal_size_max          1.616
_exptl_crystal_size_mid          0.308
_exptl_crystal_size_min          0.225
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_av_unetI/netI     0.0108
_diffrn_reflns_Laue_measured_fraction_full 0.954
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            49698
_diffrn_reflns_point_group_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.343
_diffrn_reflns_theta_min         3.194
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.954
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           20.0
_diffrn_source_power             1.0
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4710
_reflns_number_total             4976
_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 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.462
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         4976
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0365
_refine_ls_R_factor_gt           0.0346
_refine_ls_restrained_S_all      1.107
_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)+(0.0296P)²+1.4279P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0859
_refine_ls_wR_factor_ref         0.0875
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B), C15(H15A,H15B)
1.b Aromatic/amide H refined with riding coordinates:
 C21(H21), C10(H10), C20(H20), C5(H5), C19(H19), C26(H26), C2(H2), C18(H18),
 C11(H11), C3(H3), C4(H4), C29(H29), C28(H28), C27(H27), C13(H13), C12(H12)
1.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C8(H8A,H8B,H8C), C32(H32A,H32B,H32C), C16(H16A,H16B,H16C)
;
_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
Cu2 Cu 0.000000 0.000000 0.500000 0.01660(10) Uani 1 2 d S . P . .
Cu1 Cu 0.500000 0.500000 0.000000 0.01829(10) Uani 1 2 d S . P . .
O2 O -0.0728(2) -0.00405(12) 0.39428(8) 0.0259(3) Uani 1 1 d . . . . .
O1 O 0.4228(2) 0.36163(11) 0.03367(9) 0.0271(3) Uani 1 1 d . . . . .
N1 N 0.7031(2) 0.45373(12) 0.09235(9) 0.0194(3) Uani 1 1 d . . . . .
N2 N 0.2085(2) 0.10270(11) 0.43760(9) 0.0178(3) Uani 1 1 d . . . . .
C17 C 0.0789(3) -0.01698(14) 0.33281(11) 0.0202(3) Uani 1 1 d . . . . .
C23 C 0.3078(3) 0.10627(13) 0.36207(11) 0.0184(3) Uani 1 1 d . . . . .
C25 C 0.2401(3) 0.17753(13) 0.48354(11) 0.0186(3) Uani 1 1 d . . . . .
C9 C 0.7399(3) 0.53886(14) 0.12637(11) 0.0196(3) Uani 1 1 d . . . . .
C22 C 0.2675(3) 0.03395(14) 0.31364(11) 0.0190(3) Uani 1 1 d . . . . .
C1 C 0.5726(3) 0.27710(14) 0.04556(11) 0.0208(4) Uani 1 1 d . . . . .
C6 C 0.7597(3) 0.26912(14) 0.08710(11) 0.0198(3) Uani 1 1 d . . . . .
C7 C 0.8012(3) 0.35647(15) 0.11941(11) 0.0202(3) Uani 1 1 d . . . . .
C24 C 0.4688(3) 0.18471(15) 0.32104(12) 0.0245(4) Uani 1 1 d . . . . .
H24A H 0.438741 0.245808 0.346535 0.037 Uiso 1 1 calc R U . . .
H24B H 0.455976 0.210601 0.259556 0.037 Uiso 1 1 calc R U . . .
H24C H 0.615418 0.148180 0.330648 0.037 Uiso 1 1 calc R U . . .
C8 C 0.9652(3) 0.32961(17) 0.18434(13) 0.0274(4) Uani 1 1 d . . . . .
H8A H 1.110940 0.329587 0.154591 0.041 Uiso 1 1 calc R U . . .
H8B H 0.951702 0.258379 0.223135 0.041 Uiso 1 1 calc R U . . .
H8C H 0.938758 0.383555 0.217161 0.041 Uiso 1 1 calc R U . . .
C21 C 0.4173(3) 0.01550(15) 0.24487(12) 0.0243(4) Uani 1 1 d . . . . .
H21 H 0.542021 0.050826 0.230672 0.029 Uiso 1 1 calc R U . . .
C10 C 0.9160(3) 0.59274(16) 0.09300(12) 0.0254(4) Uani 1 1 d . . . . .
H10 H 1.018700 0.569212 0.051514 0.030 Uiso 1 1 calc R U . . .
C14 C 0.5869(3) 0.57077(15) 0.18806(11) 0.0212(4) Uani 1 1 d . . . . .
C30 C 0.0846(3) 0.26760(14) 0.48255(11) 0.0206(4) Uani 1 1 d . . . . .
C20 C 0.3870(3) -0.05237(16) 0.19795(12) 0.0281(4) Uani 1 1 d . . . . .
H20 H 0.491296 -0.064967 0.152807 0.034 Uiso 1 1 calc R U . . .
C5 C 0.9069(3) 0.17300(16) 0.09782(12) 0.0253(4) Uani 1 1 d . . . . .
H5 H 1.030394 0.165889 0.126940 0.030 Uiso 1 1 calc R U . . .
C19 C 0.2017(4) -0.10241(16) 0.21737(12) 0.0284(4) Uani 1 1 d . . . . .
H19 H 0.180101 -0.149361 0.185225 0.034 Uiso 1 1 calc R U . . .
C26 C 0.4119(3) 0.15489(15) 0.53246(13) 0.0252(4) Uani 1 1 d . . . . .
H26 H 0.516105 0.093386 0.531827 0.030 Uiso 1 1 calc R U . . .
C2 C 0.5435(3) 0.18906(16) 0.01624(12) 0.0257(4) Uani 1 1 d . . . . .
H2 H 0.417839 0.192796 -0.010666 0.031 Uiso 1 1 calc R U . . .
C18 C 0.0503(3) -0.08457(16) 0.28244(12) 0.0259(4) Uani 1 1 d . . . . .
H18 H -0.076237 -0.118301 0.293858 0.031 Uiso 1 1 calc R U . . .
C11 C 0.9433(3) 0.68110(17) 0.11993(13) 0.0294(4) Uani 1 1 d . . . . .
H11 H 1.064253 0.718042 0.097247 0.035 Uiso 1 1 calc R U . . .
C3 C 0.6927(3) 0.09848(16) 0.02580(13) 0.0284(4) Uani 1 1 d . . . . .
H3 H 0.671268 0.041212 0.004069 0.034 Uiso 1 1 calc R U . . .
C4 C 0.8755(3) 0.08946(16) 0.06705(13) 0.0290(4) Uani 1 1 d . . . . .
H4 H 0.977830 0.026123 0.073933 0.035 Uiso 1 1 calc R U . . .
C29 C 0.1097(3) 0.33424(15) 0.53291(12) 0.0261(4) Uani 1 1 d . . . . .
H29 H 0.007333 0.396466 0.533303 0.031 Uiso 1 1 calc R U . . .
C28 C 0.2806(4) 0.31136(16) 0.58225(13) 0.0310(4) Uani 1 1 d . . . . .
H28 H 0.293754 0.357656 0.616269 0.037 Uiso 1 1 calc R U . . .
C27 C 0.4320(4) 0.22196(16) 0.58242(13) 0.0310(4) Uani 1 1 d . . . . .
H27 H 0.549006 0.206411 0.616460 0.037 Uiso 1 1 calc R U . . .
C31 C -0.1009(3) 0.28779(16) 0.42880(14) 0.0306(4) Uani 1 1 d . . . . .
H31A H -0.186084 0.227166 0.450870 0.037 Uiso 1 1 calc R U . . .
H31B H -0.040913 0.287135 0.369766 0.037 Uiso 1 1 calc R U . . .
C13 C 0.6166(3) 0.66009(16) 0.21376(12) 0.0262(4) Uani 1 1 d . . . . .
H13 H 0.514282 0.684056 0.255158 0.031 Uiso 1 1 calc R U . . .
C12 C 0.7918(4) 0.71454(17) 0.18030(14) 0.0308(4) Uani 1 1 d . . . . .
H12 H 0.808149 0.775175 0.198823 0.037 Uiso 1 1 calc R U . . .
C15 C 0.3994(3) 0.50892(18) 0.22377(13) 0.0303(4) Uani 1 1 d . . . . .
H15A H 0.456787 0.431901 0.244554 0.036 Uiso 1 1 calc R U . . .
H15B H 0.311329 0.515625 0.176710 0.036 Uiso 1 1 calc R U . . .
C32 C -0.2531(4) 0.39183(18) 0.42528(17) 0.0393(5) Uani 1 1 d . . . . .
H32A H -0.369247 0.395705 0.390356 0.059 Uiso 1 1 calc R U . . .
H32B H -0.173434 0.453079 0.400016 0.059 Uiso 1 1 calc R U . . .
H32C H -0.314723 0.393872 0.483213 0.059 Uiso 1 1 calc R U . . .
C16 C 0.2523(4) 0.5435(2) 0.29616(15) 0.0413(5) Uani 1 1 d . . . . .
H16A H 0.186172 0.618248 0.275565 0.062 Uiso 1 1 calc R U . . .
H16B H 0.336969 0.537446 0.343375 0.062 Uiso 1 1 calc R U . . .
H16C H 0.139191 0.496972 0.316104 0.062 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
Cu2 O2 1.8716(13) . ?
Cu2 O2 1.8716(13) 2_556 ?
Cu2 N2 2.0116(15) . ?
Cu2 N2 2.0116(15) 2_556 ?
Cu1 O1 1.8666(14) . ?
Cu1 O1 1.8665(14) 2_665 ?
Cu1 N1 2.0198(15) 2_665 ?
Cu1 N1 2.0199(15) . ?
O2 C17 1.316(2) . ?
O1 C1 1.316(2) . ?
N1 C9 1.440(2) . ?
N1 C7 1.301(2) . ?
N2 C23 1.299(2) . ?
N2 C25 1.444(2) . ?
C17 C22 1.419(3) . ?
C17 C18 1.414(3) . ?
C23 C22 1.465(2) . ?
C23 C24 1.524(2) . ?
C25 C30 1.397(2) . ?
C25 C26 1.384(3) . ?
C9 C10 1.385(3) . ?
C9 C14 1.398(3) . ?
C22 C21 1.414(3) . ?
C1 C6 1.422(3) . ?
C1 C2 1.413(3) . ?
C6 C7 1.460(2) . ?
C6 C5 1.414(3) . ?
C7 C8 1.520(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C21 H21 0.9500 . ?
C21 C20 1.377(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.390(3) . ?
C14 C13 1.396(3) . ?
C14 C15 1.507(3) . ?
C30 C29 1.397(3) . ?
C30 C31 1.510(3) . ?
C20 H20 0.9500 . ?
C20 C19 1.394(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.377(3) . ?
C19 H19 0.9500 . ?
C19 C18 1.372(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.387(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.369(3) . ?
C18 H18 0.9500 . ?
C11 H11 0.9500 . ?
C11 C12 1.385(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.392(3) . ?
C4 H4 0.9500 . ?
C29 H29 0.9500 . ?
C29 C28 1.384(3) . ?
C28 H28 0.9500 . ?
C28 C27 1.378(3) . ?
C27 H27 0.9500 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.518(3) . ?
C13 H13 0.9500 . ?
C13 C12 1.384(3) . ?
C12 H12 0.9500 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.524(3) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 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
O2 Cu2 O2 180.0 . 2_556 ?
O2 Cu2 N2 88.69(6) . . ?
O2 Cu2 N2 91.31(6) 2_556 . ?
O2 Cu2 N2 91.31(6) . 2_556 ?
O2 Cu2 N2 88.69(6) 2_556 2_556 ?
N2 Cu2 N2 180.0 2_556 . ?
O1 Cu1 O1 180.00(3) 2_665 . ?
O1 Cu1 N1 88.56(6) . . ?
O1 Cu1 N1 91.44(6) . 2_665 ?
O1 Cu1 N1 91.44(6) 2_665 . ?
O1 Cu1 N1 88.56(6) 2_665 2_665 ?
N1 Cu1 N1 180.0 2_665 . ?
C17 O2 Cu2 120.36(12) . . ?
C1 O1 Cu1 120.19(12) . . ?
C9 N1 Cu1 114.72(11) . . ?
C7 N1 Cu1 124.71(12) . . ?
C7 N1 C9 120.54(15) . . ?
C23 N2 Cu2 125.39(12) . . ?
C23 N2 C25 120.45(15) . . ?
C25 N2 Cu2 114.15(11) . . ?
O2 C17 C22 123.81(16) . . ?
O2 C17 C18 117.84(17) . . ?
C18 C17 C22 118.35(16) . . ?
N2 C23 C22 120.49(15) . . ?
N2 C23 C24 121.63(16) . . ?
C22 C23 C24 117.88(15) . . ?
C30 C25 N2 118.30(15) . . ?
C26 C25 N2 119.98(16) . . ?
C26 C25 C30 121.52(16) . . ?
C10 C9 N1 119.69(16) . . ?
C10 C9 C14 121.30(17) . . ?
C14 C9 N1 118.82(16) . . ?
C17 C22 C23 121.69(16) . . ?
C21 C22 C17 118.66(16) . . ?
C21 C22 C23 119.63(16) . . ?
O1 C1 C6 123.68(16) . . ?
O1 C1 C2 117.85(17) . . ?
C2 C1 C6 118.47(16) . . ?
C1 C6 C7 121.80(16) . . ?
C5 C6 C1 118.42(17) . . ?
C5 C6 C7 119.78(16) . . ?
N1 C7 C6 120.83(16) . . ?
N1 C7 C8 121.64(16) . . ?
C6 C7 C8 117.52(16) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C22 C21 H21 119.2 . . ?
C20 C21 C22 121.67(18) . . ?
C20 C21 H21 119.2 . . ?
C9 C10 H10 119.8 . . ?
C9 C10 C11 120.32(18) . . ?
C11 C10 H10 119.8 . . ?
C9 C14 C15 119.66(17) . . ?
C13 C14 C9 117.43(17) . . ?
C13 C14 C15 122.91(17) . . ?
C25 C30 C31 119.33(16) . . ?
C29 C30 C25 117.27(17) . . ?
C29 C30 C31 123.39(17) . . ?
C21 C20 H20 120.3 . . ?
C21 C20 C19 119.30(18) . . ?
C19 C20 H20 120.3 . . ?
C6 C5 H5 119.2 . . ?
C4 C5 C6 121.58(18) . . ?
C4 C5 H5 119.2 . . ?
C20 C19 H19 119.7 . . ?
C18 C19 C20 120.70(18) . . ?
C18 C19 H19 119.6 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 120.02(18) . . ?
C27 C26 H26 120.0 . . ?
C1 C2 H2 119.3 . . ?
C3 C2 C1 121.34(18) . . ?
C3 C2 H2 119.3 . . ?
C17 C18 H18 119.4 . . ?
C19 C18 C17 121.29(18) . . ?
C19 C18 H18 119.4 . . ?
C10 C11 H11 120.5 . . ?
C12 C11 C10 119.10(19) . . ?
C12 C11 H11 120.5 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.63(18) . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 119.52(18) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C30 C29 H29 119.4 . . ?
C28 C29 C30 121.27(18) . . ?
C28 C29 H29 119.4 . . ?
C29 C28 H28 119.7 . . ?
C27 C28 C29 120.51(18) . . ?
C27 C28 H28 119.7 . . ?
C26 C27 H27 120.3 . . ?
C28 C27 C26 119.40(19) . . ?
C28 C27 H27 120.3 . . ?
C30 C31 H31A 108.2 . . ?
C30 C31 H31B 108.2 . . ?
C30 C31 C32 116.25(18) . . ?
H31A C31 H31B 107.4 . . ?
C32 C31 H31A 108.2 . . ?
C32 C31 H31B 108.2 . . ?
C14 C13 H13 119.3 . . ?
C12 C13 C14 121.48(18) . . ?
C12 C13 H13 119.3 . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.36(18) . . ?
C13 C12 H12 119.8 . . ?
C14 C15 H15A 108.3 . . ?
C14 C15 H15B 108.3 . . ?
C14 C15 C16 115.83(18) . . ?
H15A C15 H15B 107.4 . . ?
C16 C15 H15A 108.3 . . ?
C16 C15 H15B 108.3 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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
Cu2 O2 C17 C22 -40.9(2) . . . . ?
Cu2 O2 C17 C18 139.92(14) . . . . ?
Cu2 N2 C23 C22 1.9(2) . . . . ?
Cu2 N2 C23 C24 -177.98(13) . . . . ?
Cu2 N2 C25 C30 -79.59(17) . . . . ?
Cu2 N2 C25 C26 95.38(17) . . . . ?
Cu1 O1 C1 C6 41.7(2) . . . . ?
Cu1 O1 C1 C2 -139.15(14) . . . . ?
Cu1 N1 C9 C10 -94.31(17) . . . . ?
Cu1 N1 C9 C14 80.77(17) . . . . ?
Cu1 N1 C7 C6 -3.8(2) . . . . ?
Cu1 N1 C7 C8 175.17(13) . . . . ?
O2 C17 C22 C23 0.0(3) . . . . ?
O2 C17 C22 C21 -178.75(17) . . . . ?
O2 C17 C18 C19 -179.74(18) . . . . ?
O1 C1 C6 C7 -0.7(3) . . . . ?
O1 C1 C6 C5 178.55(17) . . . . ?
O1 C1 C2 C3 179.63(18) . . . . ?
N1 Cu1 O1 C1 132.28(14) 2_665 . . . ?
N1 Cu1 O1 C1 -47.72(14) . . . . ?
N1 C9 C10 C11 174.37(17) . . . . ?
N1 C9 C14 C13 -174.00(16) . . . . ?
N1 C9 C14 C15 6.0(3) . . . . ?
N2 Cu2 O2 C17 46.71(14) . . . . ?
N2 Cu2 O2 C17 -133.29(14) 2_556 . . . ?
N2 C23 C22 C17 19.9(3) . . . . ?
N2 C23 C22 C21 -161.35(17) . . . . ?
N2 C25 C30 C29 175.01(16) . . . . ?
N2 C25 C30 C31 -4.4(3) . . . . ?
N2 C25 C26 C27 -174.42(17) . . . . ?
C17 C22 C21 C20 -1.7(3) . . . . ?
C23 N2 C25 C30 99.4(2) . . . . ?
C23 N2 C25 C26 -85.7(2) . . . . ?
C23 C22 C21 C20 179.53(17) . . . . ?
C25 N2 C23 C22 -176.93(15) . . . . ?
C25 N2 C23 C24 3.2(3) . . . . ?
C25 C30 C29 C28 -0.5(3) . . . . ?
C25 C30 C31 C32 -175.18(19) . . . . ?
C25 C26 C27 C28 -0.5(3) . . . . ?
C9 N1 C7 C6 178.12(15) . . . . ?
C9 N1 C7 C8 -2.9(3) . . . . ?
C9 C10 C11 C12 -0.2(3) . . . . ?
C9 C14 C13 C12 -0.7(3) . . . . ?
C9 C14 C15 C16 174.80(18) . . . . ?
C22 C17 C18 C19 1.0(3) . . . . ?
C22 C21 C20 C19 1.5(3) . . . . ?
C1 C6 C7 N1 -18.5(3) . . . . ?
C1 C6 C7 C8 162.47(17) . . . . ?
C1 C6 C5 C4 1.8(3) . . . . ?
C1 C2 C3 C4 1.8(3) . . . . ?
C6 C1 C2 C3 -1.2(3) . . . . ?
C6 C5 C4 C3 -1.3(3) . . . . ?
C7 N1 C9 C10 83.9(2) . . . . ?
C7 N1 C9 C14 -101.0(2) . . . . ?
C7 C6 C5 C4 -178.91(18) . . . . ?
C24 C23 C22 C17 -160.21(16) . . . . ?
C24 C23 C22 C21 18.5(2) . . . . ?
C21 C20 C19 C18 0.0(3) . . . . ?
C10 C9 C14 C13 1.0(3) . . . . ?
C10 C9 C14 C15 -179.03(18) . . . . ?
C10 C11 C12 C13 0.5(3) . . . . ?
C14 C9 C10 C11 -0.6(3) . . . . ?
C14 C13 C12 C11 -0.1(3) . . . . ?
C30 C25 C26 C27 0.4(3) . . . . ?
C30 C29 C28 C27 0.4(3) . . . . ?
C20 C19 C18 C17 -1.3(3) . . . . ?
C5 C6 C7 N1 162.25(17) . . . . ?
C5 C6 C7 C8 -16.8(2) . . . . ?
C26 C25 C30 C29 0.1(3) . . . . ?
C26 C25 C30 C31 -179.29(18) . . . . ?
C2 C1 C6 C7 -179.85(16) . . . . ?
C2 C1 C6 C5 -0.6(3) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C18 C17 C22 C23 179.18(16) . . . . ?
C18 C17 C22 C21 0.4(3) . . . . ?
C29 C30 C31 C32 5.4(3) . . . . ?
C29 C28 C27 C26 0.1(3) . . . . ?
C31 C30 C29 C28 178.88(19) . . . . ?
C13 C14 C15 C16 -5.2(3) . . . . ?
C15 C14 C13 C12 179.36(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_CRYSS02_ena003              
;
PROBLEM: The value of _exptl_crystal_size_max is > 1.0
RESPONSE: No adverse effects of crystal size were evident.
;
####################################################################### 
# 
# 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_ena009
_database_code_depnum_ccdc_archive 'CCDC 2259746'
loop_
_audit_author_name
_audit_author_address
'Baldeep Sidhu'
;University of Manitoba
Canada
;
_audit_update_record             
;
2023-04-28 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-03-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H32 Cu N2 O2'
_chemical_formula_sum            'C32 H32 Cu N2 O2'
_chemical_formula_weight         540.13
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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                   12.510(4)
_cell_length_b                   7.952(3)
_cell_length_c                   13.693(4)
_cell_angle_alpha                90
_cell_angle_beta                 106.914(17)
_cell_angle_gamma                90
_cell_volume                     1303.3(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4262
_cell_measurement_temperature    295.00
_cell_measurement_theta_max      24.65
_cell_measurement_theta_min      2.57
_shelx_estimated_absorpt_T_max   0.686
_shelx_estimated_absorpt_T_min   0.546
_exptl_absorpt_coefficient_mu    0.870
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.4111
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1535 before and 0.0635 after correction.
The Ratio of minimum to maximum transmission is 0.5515.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             566
_exptl_crystal_size_max          0.792
_exptl_crystal_size_mid          0.603
_exptl_crystal_size_min          0.468
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0177
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            23455
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.360
_diffrn_reflns_theta_min         3.664
_diffrn_ambient_temperature      295.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2419
_reflns_number_total             2575
_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 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.160
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     171
_refine_ls_number_reflns         2575
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0367
_refine_ls_restrained_S_all      1.160
_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)+(0.0175P)²+1.1654P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0852
_refine_ls_wR_factor_ref         0.0873
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C2(H2), C4(H4), C3(H3), C10(H10), C13(H13), C11(H11), C12(H12)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C16(H16A,H16B,H16C)
;
_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 0.500000 0.500000 0.500000 0.03013(13) Uani 1 2 d S . P . .
O1 O 0.61717(12) 0.3672(2) 0.48368(12) 0.0429(4) Uani 1 1 d . . . . .
N1 N 0.45226(13) 0.3064(2) 0.57296(13) 0.0327(4) Uani 1 1 d . . . . .
C6 C 0.63723(15) 0.1905(2) 0.63075(15) 0.0312(4) Uani 1 1 d . . . . .
C1 C 0.68004(16) 0.2812(2) 0.56104(15) 0.0326(4) Uani 1 1 d . . . . .
C9 C 0.33326(15) 0.2989(3) 0.56026(15) 0.0333(4) Uani 1 1 d . . . . .
C7 C 0.51738(16) 0.1861(3) 0.61987(15) 0.0337(4) Uani 1 1 d . . . . .
C14 C 0.28874(17) 0.3687(3) 0.63314(17) 0.0397(5) Uani 1 1 d . . . . .
C5 C 0.71307(18) 0.1020(3) 0.71108(16) 0.0398(5) Uani 1 1 d . . . . .
H5 H 0.685654 0.040622 0.756405 0.048 Uiso 1 1 calc R U . . .
C2 C 0.79606(17) 0.2752(3) 0.57440(18) 0.0405(5) Uani 1 1 d . . . . .
H2 H 0.825165 0.330172 0.527867 0.049 Uiso 1 1 calc R U . . .
C4 C 0.82594(18) 0.1041(3) 0.72401(18) 0.0454(5) Uani 1 1 d . . . . .
H4 H 0.874468 0.048440 0.778964 0.054 Uiso 1 1 calc R U . . .
C3 C 0.86713(18) 0.1898(3) 0.65459(19) 0.0455(5) Uani 1 1 d . . . . .
H3 H 0.943484 0.189631 0.662317 0.055 Uiso 1 1 calc R U . . .
C10 C 0.26413(18) 0.2324(3) 0.47036(17) 0.0426(5) Uani 1 1 d . . . . .
H10 H 0.295242 0.186676 0.422331 0.051 Uiso 1 1 calc R U . . .
C13 C 0.17247(18) 0.3669(3) 0.61184(19) 0.0463(5) Uani 1 1 d . . . . .
H13 H 0.140595 0.411009 0.659755 0.056 Uiso 1 1 calc R U . . .
C8 C 0.4722(2) 0.0370(3) 0.6630(2) 0.0567(7) Uani 1 1 d . . . . .
H8A H 0.496037 0.042852 0.736223 0.085 Uiso 1 1 calc R U . . .
H8B H 0.499751 -0.064845 0.641370 0.085 Uiso 1 1 calc R U . . .
H8C H 0.392073 0.037875 0.639012 0.085 Uiso 1 1 calc R U . . .
C11 C 0.14943(19) 0.2334(3) 0.4515(2) 0.0517(6) Uani 1 1 d . . . . .
H11 H 0.103486 0.187990 0.391252 0.062 Uiso 1 1 calc R U . . .
C15 C 0.3620(2) 0.4468(4) 0.73024(19) 0.0572(7) Uani 1 1 d . . . . .
H15A H 0.439346 0.424578 0.734109 0.069 Uiso 1 1 calc R U . . .
H15B H 0.351426 0.567696 0.725549 0.069 Uiso 1 1 calc R U . . .
C12 C 0.10365(18) 0.3021(3) 0.5226(2) 0.0501(6) Uani 1 1 d . . . . .
H12 H 0.026528 0.304632 0.510240 0.060 Uiso 1 1 calc R U . . .
C16 C 0.3428(3) 0.3890(5) 0.8261(2) 0.0743(9) Uani 1 1 d . . . . .
H16A H 0.266244 0.408839 0.823429 0.111 Uiso 1 1 calc R U . . .
H16B H 0.390865 0.449753 0.882568 0.111 Uiso 1 1 calc R U . . .
H16C H 0.358645 0.270965 0.834843 0.111 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 O1 1.8721(15) 3_666 ?
Cu1 O1 1.8722(15) . ?
Cu1 N1 2.0181(17) . ?
Cu1 N1 2.0182(17) 3_666 ?
O1 C1 1.313(2) . ?
N1 C9 1.449(2) . ?
N1 C7 1.299(3) . ?
C6 C1 1.420(3) . ?
C6 C7 1.463(3) . ?
C6 C5 1.414(3) . ?
C1 C2 1.410(3) . ?
C9 C14 1.392(3) . ?
C9 C10 1.387(3) . ?
C7 C8 1.506(3) . ?
C14 C13 1.398(3) . ?
C14 C15 1.511(3) . ?
C5 H5 0.9300 . ?
C5 C4 1.371(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.374(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.385(3) . ?
C3 H3 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.382(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.374(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C11 H11 0.9300 . ?
C11 C12 1.378(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.476(4) . ?
C12 H12 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1 180.0 3_666 . ?
O1 Cu1 N1 90.96(7) 3_666 . ?
O1 Cu1 N1 89.05(7) . . ?
O1 Cu1 N1 89.05(7) 3_666 3_666 ?
O1 Cu1 N1 90.95(7) . 3_666 ?
N1 Cu1 N1 180.00(8) . 3_666 ?
C1 O1 Cu1 120.24(13) . . ?
C9 N1 Cu1 114.43(12) . . ?
C7 N1 Cu1 124.99(13) . . ?
C7 N1 C9 120.25(17) . . ?
C1 C6 C7 121.30(17) . . ?
C5 C6 C1 118.49(18) . . ?
C5 C6 C7 120.21(18) . . ?
O1 C1 C6 123.54(17) . . ?
O1 C1 C2 118.36(18) . . ?
C2 C1 C6 118.09(18) . . ?
C14 C9 N1 120.60(18) . . ?
C10 C9 N1 118.41(18) . . ?
C10 C9 C14 120.81(19) . . ?
N1 C7 C6 120.61(17) . . ?
N1 C7 C8 121.39(18) . . ?
C6 C7 C8 117.99(18) . . ?
C9 C14 C13 117.1(2) . . ?
C9 C14 C15 121.87(19) . . ?
C13 C14 C15 121.0(2) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 C6 121.8(2) . . ?
C4 C5 H5 119.1 . . ?
C1 C2 H2 119.2 . . ?
C3 C2 C1 121.5(2) . . ?
C3 C2 H2 119.2 . . ?
C5 C4 H4 120.3 . . ?
C5 C4 C3 119.5(2) . . ?
C3 C4 H4 120.3 . . ?
C2 C3 C4 120.5(2) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.6(2) . . ?
C11 C10 H10 119.7 . . ?
C14 C13 H13 118.9 . . ?
C12 C13 C14 122.3(2) . . ?
C12 C13 H13 118.9 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C11 H11 120.3 . . ?
C12 C11 C10 119.5(2) . . ?
C12 C11 H11 120.3 . . ?
C14 C15 H15A 108.2 . . ?
C14 C15 H15B 108.2 . . ?
H15A C15 H15B 107.4 . . ?
C16 C15 C14 116.2(2) . . ?
C16 C15 H15A 108.2 . . ?
C16 C15 H15B 108.2 . . ?
C13 C12 C11 119.7(2) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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 O1 C1 C6 42.2(3) . . . . ?
Cu1 O1 C1 C2 -139.35(17) . . . . ?
Cu1 N1 C9 C14 -95.7(2) . . . . ?
Cu1 N1 C9 C10 79.4(2) . . . . ?
Cu1 N1 C7 C6 5.4(3) . . . . ?
Cu1 N1 C7 C8 -173.60(18) . . . . ?
O1 C1 C2 C3 178.9(2) . . . . ?
N1 Cu1 O1 C1 133.47(16) 3_666 . . . ?
N1 Cu1 O1 C1 -46.53(16) . . . . ?
N1 C9 C14 C13 175.6(2) . . . . ?
N1 C9 C14 C15 -3.1(3) . . . . ?
N1 C9 C10 C11 -175.4(2) . . . . ?
C6 C1 C2 C3 -2.5(3) . . . . ?
C6 C5 C4 C3 -2.5(4) . . . . ?
C1 C6 C7 N1 -25.0(3) . . . . ?
C1 C6 C7 C8 154.0(2) . . . . ?
C1 C6 C5 C4 1.1(3) . . . . ?
C1 C2 C3 C4 1.2(4) . . . . ?
C9 N1 C7 C6 178.43(18) . . . . ?
C9 N1 C7 C8 -0.5(3) . . . . ?
C9 C14 C13 C12 -1.1(4) . . . . ?
C9 C14 C15 C16 -129.4(3) . . . . ?
C9 C10 C11 C12 0.4(4) . . . . ?
C7 N1 C9 C14 90.5(3) . . . . ?
C7 N1 C9 C10 -94.4(2) . . . . ?
C7 C6 C1 O1 0.5(3) . . . . ?
C7 C6 C1 C2 -177.93(19) . . . . ?
C7 C6 C5 C4 -179.6(2) . . . . ?
C14 C9 C10 C11 -0.3(4) . . . . ?
C14 C13 C12 C11 1.2(4) . . . . ?
C5 C6 C1 O1 179.8(2) . . . . ?
C5 C6 C1 C2 1.4(3) . . . . ?
C5 C6 C7 N1 155.7(2) . . . . ?
C5 C6 C7 C8 -25.3(3) . . . . ?
C5 C4 C3 C2 1.3(4) . . . . ?
C10 C9 C14 C13 0.6(3) . . . . ?
C10 C9 C14 C15 -178.1(2) . . . . ?
C10 C11 C12 C13 -0.8(4) . . . . ?
C13 C14 C15 C16 51.9(4) . . . . ?
C15 C14 C13 C12 177.6(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_ena004
_database_code_depnum_ccdc_archive 'CCDC 2259745'
loop_
_audit_author_name
_audit_author_address
'Baldeep Sidhu'
;University of Manitoba
Canada
;
_audit_update_record             
;
2023-04-28 deposited with the CCDC.	2023-11-09 downloaded from the CCDC.
;
_audit_creation_date             2023-01-30
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2022.06.10 svn.r3fa896fb for OlexSys, GUI svn.r6535)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C16 H16 N Ni0.5 O)'
_chemical_formula_sum            'C32 H32 N2 Ni O2'
_chemical_formula_weight         535.30
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   6.3783(7)
_cell_length_b                   13.034(3)
_cell_length_c                   16.245(5)
_cell_angle_alpha                73.223(12)
_cell_angle_beta                 81.916(8)
_cell_angle_gamma                80.072(9)
_cell_volume                     1267.8(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9905
_cell_measurement_temperature    150.00
_cell_measurement_theta_max      26.37
_cell_measurement_theta_min      2.70
_shelx_estimated_absorpt_T_max   0.890
_shelx_estimated_absorpt_T_min   0.796
_exptl_absorpt_coefficient_mu    0.799
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6619
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.0644 before and 0.0582 after correction.
The Ratio of minimum to maximum transmission is 0.8880.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns.reduction_process narrow--frame
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            28408
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.384
_diffrn_reflns_theta_min         2.631
_diffrn_ambient_temperature      150.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 QUEST ECO PHOTON100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'TRIUMPH curved--crystal'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4345
_reflns_number_total             5154
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5-alpha (Bourhis et al., 2015)'
_refine_diff_density_max         1.038
_refine_diff_density_min         -0.595
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         5154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0578
_refine_ls_restrained_S_all      1.097
_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)+(0.0566P)²+4.1982P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1385
_refine_ls_wR_factor_ref         0.1511
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C15(H15a,H15b), C31(H31a,H31b)
2.b Aromatic/amide H refined with riding coordinates:
 C29(H29), C13(H13), C21(H21), C19(H19), C10(H10), C18(H18), C2(H2), C20(H20),
 C26(H26), C3(H3), C5(H5), C4(H4), C12(H12), C27(H27), C11(H11), C28(H28)
2.c Idealised Me refined as rotating group:
 C8(H8a,H8b,H8c), C24(H24a,H24b,H24c), C16(H16a,H16b,H16c), C32(H32a,H32b,H32c)
;
_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
Ni1 Ni 0.000000 0.000000 0.500000 0.01783(16) Uani 1 2 d S . P . .
Ni2 Ni 0.500000 0.500000 0.000000 0.01898(16) Uani 1 2 d S . P . .
O1 O -0.0730(4) -0.0054(2) 0.39669(16) 0.0261(5) Uani 1 1 d . . . . .
O2 O 0.4250(4) 0.3638(2) 0.03108(17) 0.0273(5) Uani 1 1 d . . . . .
N1 N 0.1989(5) 0.0986(2) 0.44098(18) 0.0217(6) Uani 1 1 d . . . . .
N2 N 0.6957(5) 0.4563(2) 0.08794(19) 0.0229(6) Uani 1 1 d . . . . .
C8 C 0.4650(6) 0.1843(3) 0.3221(2) 0.0256(7) Uani 1 1 d . . . . .
H8A H 0.435914 0.245448 0.347677 0.038 Uiso 1 1 calc R U . . .
H8B H 0.452547 0.211012 0.259809 0.038 Uiso 1 1 calc R U . . .
H8C H 0.609978 0.146976 0.332105 0.038 Uiso 1 1 calc R U . . .
C24 C 0.9611(6) 0.3297(3) 0.1839(2) 0.0281(8) Uani 1 1 d . . . . .
H24A H 1.104834 0.335442 0.153952 0.042 Uiso 1 1 calc R U . . .
H24B H 0.954840 0.255496 0.219956 0.042 Uiso 1 1 calc R U . . .
H24C H 0.928266 0.379675 0.220446 0.042 Uiso 1 1 calc R U . . .
C1 C 0.0770(5) -0.0186(3) 0.3343(2) 0.0213(7) Uani 1 1 d . . . . .
C23 C 0.7962(5) 0.3590(3) 0.1169(2) 0.0231(7) Uani 1 1 d . . . . .
C7 C 0.3002(5) 0.1041(3) 0.3645(2) 0.0223(7) Uani 1 1 d . . . . .
C22 C 0.7587(5) 0.2703(3) 0.0846(2) 0.0219(7) Uani 1 1 d . . . . .
C29 C 0.6073(6) 0.6572(3) 0.2157(2) 0.0284(8) Uani 1 1 d . . . . .
H29 H 0.505638 0.679325 0.258120 0.034 Uiso 1 1 calc R U . . .
C9 C 0.2277(5) 0.1746(3) 0.4865(2) 0.0216(7) Uani 1 1 d . . . . .
C30 C 0.5769(6) 0.5699(3) 0.1867(2) 0.0242(7) Uani 1 1 d . . . . .
C25 C 0.7293(5) 0.5411(3) 0.1240(2) 0.0214(7) Uani 1 1 d . . . . .
C17 C 0.5725(5) 0.2784(3) 0.0433(2) 0.0223(7) Uani 1 1 d . . . . .
C14 C 0.0727(6) 0.2648(3) 0.4841(2) 0.0247(7) Uani 1 1 d . . . . .
C13 C 0.0985(6) 0.3336(3) 0.5326(2) 0.0278(8) Uani 1 1 d . . . . .
H13 H -0.004213 0.395795 0.532438 0.033 Uiso 1 1 calc R U . . .
C21 C 0.9054(6) 0.1739(3) 0.0965(2) 0.0275(8) Uani 1 1 d . . . . .
H21 H 1.027665 0.166761 0.126065 0.033 Uiso 1 1 calc R U . . .
C19 C 0.6909(7) 0.0989(3) 0.0250(2) 0.0310(8) Uani 1 1 d . . . . .
H19 H 0.668554 0.041198 0.004012 0.037 Uiso 1 1 calc R U . . .
C10 C 0.4017(6) 0.1547(3) 0.5342(2) 0.0260(7) Uani 1 1 d . . . . .
H10 H 0.506830 0.093583 0.533739 0.031 Uiso 1 1 calc R U . . .
C6 C 0.2640(5) 0.0315(3) 0.3153(2) 0.0218(7) Uani 1 1 d . . . . .
C18 C 0.5424(6) 0.1902(3) 0.0149(2) 0.0263(7) Uani 1 1 d . . . . .
H18 H 0.417009 0.193935 -0.011828 0.032 Uiso 1 1 calc R U . . .
C2 C 0.0465(6) -0.0849(3) 0.2828(2) 0.0272(8) Uani 1 1 d . . . . .
H2 H -0.080409 -0.117555 0.293667 0.033 Uiso 1 1 calc R U . . .
C20 C 0.8743(6) 0.0898(3) 0.0659(2) 0.0305(8) Uani 1 1 d . . . . .
H20 H 0.976668 0.026465 0.072496 0.037 Uiso 1 1 calc R U . . .
C26 C 0.9064(6) 0.5951(3) 0.0921(2) 0.0268(7) Uani 1 1 d . . . . .
H26 H 1.008694 0.573201 0.049837 0.032 Uiso 1 1 calc R U . . .
C3 C 0.1976(7) -0.1028(3) 0.2175(2) 0.0316(8) Uani 1 1 d . . . . .
H3 H 0.175800 -0.149573 0.185113 0.038 Uiso 1 1 calc R U . . .
C5 C 0.4131(6) 0.0141(3) 0.2454(2) 0.0273(7) Uani 1 1 d . . . . .
H5 H 0.536718 0.049674 0.231070 0.033 Uiso 1 1 calc R U . . .
C4 C 0.3821(6) -0.0534(3) 0.1980(2) 0.0310(8) Uani 1 1 d . . . . .
H4 H 0.485394 -0.066063 0.152548 0.037 Uiso 1 1 calc R U . . .
C12 C 0.2708(7) 0.3130(3) 0.5810(3) 0.0339(9) Uani 1 1 d . . . . .
H12 H 0.284756 0.360930 0.613628 0.041 Uiso 1 1 calc R U . . .
C27 C 0.9335(6) 0.6811(3) 0.1223(2) 0.0317(8) Uani 1 1 d . . . . .
H27 H 1.053990 0.718307 0.100888 0.038 Uiso 1 1 calc R U . . .
C15 C -0.1125(6) 0.2836(3) 0.4303(3) 0.0317(8) Uani 1 1 d . . . . .
H15A H -0.197444 0.222992 0.454565 0.038 Uiso 1 1 calc R U . . .
H15B H -0.053908 0.280950 0.371082 0.038 Uiso 1 1 calc R U . . .
C11 C 0.4224(7) 0.2234(3) 0.5823(2) 0.0323(8) Uani 1 1 d . . . . .
H11 H 0.539822 0.209099 0.615916 0.039 Uiso 1 1 calc R U . . .
C28 C 0.7820(7) 0.7120(3) 0.1840(3) 0.0346(9) Uani 1 1 d . . . . .
H28 H 0.798396 0.771051 0.204626 0.042 Uiso 1 1 calc R U . . .
C31 C 0.3906(6) 0.5077(3) 0.2213(2) 0.0320(8) Uani 1 1 d . . . . .
H31A H 0.446876 0.429837 0.241116 0.038 Uiso 1 1 calc R U . . .
H31B H 0.302824 0.516937 0.173376 0.038 Uiso 1 1 calc R U . . .
C16 C -0.2617(7) 0.3887(3) 0.4243(3) 0.0421(10) Uani 1 1 d . . . . .
H16A H -0.377455 0.391808 0.389487 0.063 Uiso 1 1 calc R U . . .
H16B H -0.181994 0.449728 0.397085 0.063 Uiso 1 1 calc R U . . .
H16C H -0.322139 0.392481 0.482396 0.063 Uiso 1 1 calc R U . . .
C32 C 0.2465(7) 0.5394(4) 0.2950(3) 0.0436(11) Uani 1 1 d . . . . .
H32A H 0.174734 0.613599 0.274416 0.065 Uiso 1 1 calc R U . . .
H32B H 0.332346 0.535111 0.341707 0.065 Uiso 1 1 calc R U . . .
H32C H 0.139109 0.490014 0.316580 0.065 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
Ni1 O1 1.827(2) . ?
Ni1 O1 1.827(2) 2_556 ?
Ni1 N1 1.921(3) . ?
Ni1 N1 1.920(3) 2_556 ?
Ni2 O2 1.828(3) . ?
Ni2 O2 1.828(3) 2_665 ?
Ni2 N2 1.926(3) 2_665 ?
Ni2 N2 1.926(3) . ?
O1 C1 1.321(4) . ?
O2 C17 1.315(4) . ?
N1 C7 1.306(4) . ?
N1 C9 1.444(4) . ?
N2 C23 1.303(5) . ?
N2 C25 1.450(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C8 C7 1.560(5) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C24 C23 1.543(5) . ?
C1 C6 1.412(5) . ?
C1 C2 1.416(5) . ?
C23 C22 1.466(5) . ?
C7 C6 1.467(5) . ?
C22 C17 1.418(5) . ?
C22 C21 1.414(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.402(5) . ?
C29 C28 1.385(6) . ?
C9 C14 1.395(5) . ?
C9 C10 1.388(5) . ?
C30 C25 1.392(5) . ?
C30 C31 1.506(5) . ?
C25 C26 1.393(5) . ?
C17 C18 1.407(5) . ?
C14 C13 1.395(5) . ?
C14 C15 1.512(5) . ?
C13 H13 0.9500 . ?
C13 C12 1.385(6) . ?
C21 H21 0.9500 . ?
C21 C20 1.379(5) . ?
C19 H19 0.9500 . ?
C19 C18 1.371(5) . ?
C19 C20 1.396(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.379(5) . ?
C6 C5 1.419(5) . ?
C18 H18 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.374(5) . ?
C20 H20 0.9500 . ?
C26 H26 0.9500 . ?
C26 C27 1.391(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.392(6) . ?
C5 H5 0.9500 . ?
C5 C4 1.379(5) . ?
C4 H4 0.9500 . ?
C12 H12 0.9500 . ?
C12 C11 1.379(6) . ?
C27 H27 0.9500 . ?
C27 C28 1.388(6) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.514(5) . ?
C11 H11 0.9500 . ?
C28 H28 0.9500 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.514(5) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni1 O1 180.0 . 2_556 ?
O1 Ni1 N1 90.50(12) 2_556 2_556 ?
O1 Ni1 N1 90.50(12) . . ?
O1 Ni1 N1 89.51(12) . 2_556 ?
O1 Ni1 N1 89.50(12) 2_556 . ?
N1 Ni1 N1 180.0 2_556 . ?
O2 Ni2 O2 180.0 2_665 . ?
O2 Ni2 N2 90.34(12) . . ?
O2 Ni2 N2 89.66(12) 2_665 . ?
O2 Ni2 N2 89.66(12) . 2_665 ?
O2 Ni2 N2 90.34(12) 2_665 2_665 ?
N2 Ni2 N2 180.0 2_665 . ?
C1 O1 Ni1 120.2(2) . . ?
C17 O2 Ni2 120.5(2) . . ?
C7 N1 Ni1 126.0(2) . . ?
C7 N1 C9 119.2(3) . . ?
C9 N1 Ni1 114.8(2) . . ?
C23 N2 Ni2 125.8(2) . . ?
C23 N2 C25 118.8(3) . . ?
C25 N2 Ni2 115.4(2) . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
O1 C1 C6 123.4(3) . . ?
O1 C1 C2 118.2(3) . . ?
C6 C1 C2 118.4(3) . . ?
N2 C23 C24 123.7(3) . . ?
N2 C23 C22 120.2(3) . . ?
C22 C23 C24 116.1(3) . . ?
N1 C7 C8 122.8(3) . . ?
N1 C7 C6 120.0(3) . . ?
C6 C7 C8 117.2(3) . . ?
C17 C22 C23 120.8(3) . . ?
C21 C22 C23 120.3(3) . . ?
C21 C22 C17 118.9(3) . . ?
C30 C29 H29 119.2 . . ?
C28 C29 H29 119.2 . . ?
C28 C29 C30 121.5(3) . . ?
C14 C9 N1 118.5(3) . . ?
C10 C9 N1 120.0(3) . . ?
C10 C9 C14 121.4(3) . . ?
C29 C30 C31 122.6(3) . . ?
C25 C30 C29 117.1(3) . . ?
C25 C30 C31 120.3(3) . . ?
C30 C25 N2 118.8(3) . . ?
C30 C25 C26 121.8(3) . . ?
C26 C25 N2 119.3(3) . . ?
O2 C17 C22 123.3(3) . . ?
O2 C17 C18 118.2(3) . . ?
C18 C17 C22 118.5(3) . . ?
C9 C14 C13 117.2(3) . . ?
C9 C14 C15 119.4(3) . . ?
C13 C14 C15 123.4(3) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 C14 121.3(3) . . ?
C12 C13 H13 119.4 . . ?
C22 C21 H21 119.4 . . ?
C20 C21 C22 121.2(3) . . ?
C20 C21 H21 119.4 . . ?
C18 C19 H19 119.6 . . ?
C18 C19 C20 120.8(3) . . ?
C20 C19 H19 119.6 . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.2(3) . . ?
C11 C10 H10 119.9 . . ?
C1 C6 C7 120.7(3) . . ?
C1 C6 C5 119.0(3) . . ?
C5 C6 C7 120.2(3) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 C17 121.2(3) . . ?
C19 C18 H18 119.4 . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 121.0(3) . . ?
C3 C2 H2 119.5 . . ?
C21 C20 C19 119.3(3) . . ?
C21 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 120.0(3) . . ?
C27 C26 H26 120.0 . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 121.0(3) . . ?
C4 C3 H3 119.5 . . ?
C6 C5 H5 119.4 . . ?
C4 C5 C6 121.3(3) . . ?
C4 C5 H5 119.4 . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.2(3) . . ?
C5 C4 H4 120.4 . . ?
C13 C12 H12 119.7 . . ?
C11 C12 C13 120.5(3) . . ?
C11 C12 H12 119.7 . . ?
C26 C27 H27 120.4 . . ?
C28 C27 C26 119.1(4) . . ?
C28 C27 H27 120.4 . . ?
C14 C15 H15A 108.3 . . ?
C14 C15 H15B 108.3 . . ?
C14 C15 C16 116.1(3) . . ?
H15A C15 H15B 107.4 . . ?
C16 C15 H15A 108.3 . . ?
C16 C15 H15B 108.3 . . ?
C10 C11 H11 120.4 . . ?
C12 C11 C10 119.3(4) . . ?
C12 C11 H11 120.4 . . ?
C29 C28 C27 120.4(4) . . ?
C29 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C30 C31 H31A 108.4 . . ?
C30 C31 H31B 108.4 . . ?
C30 C31 C32 115.7(4) . . ?
H31A C31 H31B 107.4 . . ?
C32 C31 H31A 108.4 . . ?
C32 C31 H31B 108.4 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 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
Ni1 O1 C1 C6 -39.3(4) . . . . ?
Ni1 O1 C1 C2 141.7(3) . . . . ?
Ni1 N1 C7 C8 -178.1(2) . . . . ?
Ni1 N1 C7 C6 0.8(5) . . . . ?
Ni1 N1 C9 C14 -78.8(3) . . . . ?
Ni1 N1 C9 C10 98.5(3) . . . . ?
Ni2 O2 C17 C22 39.6(4) . . . . ?
Ni2 O2 C17 C18 -141.2(3) . . . . ?
Ni2 N2 C23 C24 176.5(2) . . . . ?
Ni2 N2 C23 C22 -2.4(5) . . . . ?
Ni2 N2 C25 C30 79.7(3) . . . . ?
Ni2 N2 C25 C26 -97.0(3) . . . . ?
O1 C1 C6 C7 -1.1(5) . . . . ?
O1 C1 C6 C5 -178.5(3) . . . . ?
O1 C1 C2 C3 -179.3(3) . . . . ?
O2 C17 C18 C19 179.5(3) . . . . ?
N1 Ni1 O1 C1 46.3(3) . . . . ?
N1 Ni1 O1 C1 -133.7(3) 2_556 . . . ?
N1 C7 C6 C1 20.9(5) . . . . ?
N1 C7 C6 C5 -161.7(3) . . . . ?
N1 C9 C14 C13 176.5(3) . . . . ?
N1 C9 C14 C15 -3.5(5) . . . . ?
N1 C9 C10 C11 -175.8(3) . . . . ?
N2 Ni2 O2 C17 -46.5(3) . . . . ?
N2 Ni2 O2 C17 133.5(3) 2_665 . . . ?
N2 C23 C22 C17 -19.3(5) . . . . ?
N2 C23 C22 C21 162.4(3) . . . . ?
N2 C25 C26 C27 175.9(3) . . . . ?
C8 C7 C6 C1 -160.2(3) . . . . ?
C8 C7 C6 C5 17.2(5) . . . . ?
C24 C23 C22 C17 161.8(3) . . . . ?
C24 C23 C22 C21 -16.5(5) . . . . ?
C1 C6 C5 C4 -2.3(5) . . . . ?
C1 C2 C3 C4 -2.1(6) . . . . ?
C23 N2 C25 C30 -100.0(4) . . . . ?
C23 N2 C25 C26 83.4(4) . . . . ?
C23 C22 C17 O2 0.3(5) . . . . ?
C23 C22 C17 C18 -178.9(3) . . . . ?
C23 C22 C21 C20 -179.3(3) . . . . ?
C7 N1 C9 C14 98.9(4) . . . . ?
C7 N1 C9 C10 -83.8(4) . . . . ?
C7 C6 C5 C4 -179.7(3) . . . . ?
C22 C17 C18 C19 -1.3(5) . . . . ?
C22 C21 C20 C19 -2.2(6) . . . . ?
C29 C30 C25 N2 -175.7(3) . . . . ?
C29 C30 C25 C26 0.9(5) . . . . ?
C29 C30 C31 C32 -4.7(5) . . . . ?
C9 N1 C7 C8 4.5(5) . . . . ?
C9 N1 C7 C6 -176.7(3) . . . . ?
C9 C14 C13 C12 0.0(5) . . . . ?
C9 C14 C15 C16 -174.3(4) . . . . ?
C9 C10 C11 C12 -1.3(6) . . . . ?
C30 C29 C28 C27 -0.3(6) . . . . ?
C30 C25 C26 C27 -0.7(5) . . . . ?
C25 N2 C23 C24 -3.9(5) . . . . ?
C25 N2 C23 C22 177.3(3) . . . . ?
C25 C30 C31 C32 174.5(3) . . . . ?
C25 C26 C27 C28 -0.1(6) . . . . ?
C17 C22 C21 C20 2.4(5) . . . . ?
C14 C9 C10 C11 1.4(5) . . . . ?
C14 C13 C12 C11 0.1(6) . . . . ?
C13 C14 C15 C16 5.8(6) . . . . ?
C13 C12 C11 C10 0.5(6) . . . . ?
C21 C22 C17 O2 178.5(3) . . . . ?
C21 C22 C17 C18 -0.7(5) . . . . ?
C10 C9 C14 C13 -0.8(5) . . . . ?
C10 C9 C14 C15 179.3(3) . . . . ?
C6 C1 C2 C3 1.8(5) . . . . ?
C6 C5 C4 C3 2.0(6) . . . . ?
C18 C19 C20 C21 0.2(6) . . . . ?
C2 C1 C6 C7 177.8(3) . . . . ?
C2 C1 C6 C5 0.4(5) . . . . ?
C2 C3 C4 C5 0.2(6) . . . . ?
C20 C19 C18 C17 1.5(6) . . . . ?
C26 C27 C28 C29 0.5(6) . . . . ?
C15 C14 C13 C12 179.9(4) . . . . ?
C28 C29 C30 C25 -0.5(5) . . . . ?
C28 C29 C30 C31 178.8(4) . . . . ?
C31 C30 C25 N2 5.1(5) . . . . ?
C31 C30 C25 C26 -178.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

