# Supplementary Information (SI) for Sustainable Energy & Fuels.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_adela031
_database_code_depnum_ccdc_archive 'CCDC 2401032'
loop_
_audit_author_name
_audit_author_address
'Daniel Chartrand '
;Universite de Montreal 
Canada
;
_audit_update_record             
;
2024-11-06 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;
_audit_creation_date             2024-11-06
_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         'C37 H34 N9 Ni2 O10, N O3'
_chemical_formula_sum            'C37 H34 N10 Ni2 O13'
_chemical_formula_weight         944.16
_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 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -1.3357 3.2904 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 '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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.4935(4)
_cell_length_b                   14.9543(4)
_cell_length_c                   16.5573(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.8480(10)
_cell_angle_gamma                90
_cell_volume                     4074.63(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9830
_cell_measurement_temperature    150
_cell_measurement_theta_max      65.837
_cell_measurement_theta_min      3.470
_shelx_estimated_absorpt_T_max   0.638
_shelx_estimated_absorpt_T_min   0.430
_exptl_absorpt_coefficient_mu    5.480
_exptl_absorpt_correction_T_max  0.7527
_exptl_absorpt_correction_T_min  0.5144
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1316 before and 0.0592 after correction.
The Ratio of minimum to maximum transmission is 0.6834.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1944
_exptl_crystal_size_max          0.185
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.09
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Venture diffractometer equipped with a Photon III CMOS Detector,
a Helios MX optics and a Kappa goniometer. The crystal-to-detector distance 
was 4.0 cm, and the data collection was carried out in 1024 x 1024 pixel mode.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            60624
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         66.099
_diffrn_reflns_theta_min         2.336
_diffrn_ambient_temperature      150
_diffrn_detector                 'CMOS Area detector'
_diffrn_detector_area_resol_mean 10.42
_diffrn_detector_type            'Bruker CMOS Photon III '
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device       'k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'Focusing mirrors'
_diffrn_radiation_monochromator  'Helios MX Mirror Optics'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   'Metal Jet'
_diffrn_source_current           2.86
_diffrn_source_power             0.19945639999999998
_diffrn_source_target            Ga
_diffrn_source_type              'Gallium Liquid Metal Jet Source'
_diffrn_source_voltage           69.74
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8680
_reflns_number_total             10276
_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 (2019) V8.40A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_collection       
;
APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction        
;
SAINT (2019) V8.40A; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_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         0.363
_refine_diff_density_min         -0.437
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       0.00071(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     562
_refine_ls_number_reflns         10276
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0344
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0383P)²+2.1956P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0823
_refine_ls_wR_factor_ref         0.0868
_refine_special_details          ?
_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) groups
2. Rigid body (RIGU) restrains
 N4, O2, O3, O6
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11),
 C12(H12), C14(H14), C15(H15), C16(H16), C17(H17), C19(H19), C20(H20), C22(H22),
  C23(H23), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29),
 C31(H31), C32(H32), C33(H33), C35(H35), C36(H36), C37(H37)
3.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C)
3.c Idealised tetrahedral OH refined as rotating group:
 O9(H9)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.49734(2) 0.20060(2) 1.03999(2) 0.01972(7) Uani 1 1 d . . . . .
Ni2 Ni 1.01297(2) 0.30022(2) 0.45254(2) 0.01643(6) Uani 1 1 d . . . . .
O1 O 0.55097(9) 0.31327(10) 1.08576(8) 0.0341(3) Uani 1 1 d . . . . .
O2 O 0.38595(8) 0.17130(10) 1.09755(8) 0.0319(3) Uani 1 1 d . . . . .
O3 O 0.42814(7) 0.08664(9) 1.00317(7) 0.0268(3) Uani 1 1 d . . . . .
O4 O 0.56109(12) 0.42954(12) 1.16269(10) 0.0545(4) Uani 1 1 d . . . . .
O5 O 0.47084(10) 0.32709(13) 1.18257(9) 0.0523(4) Uani 1 1 d . . . . .
O6 O 0.31053(9) 0.05983(12) 1.05075(11) 0.0510(4) Uani 1 1 d . . . . .
O7 O 1.06687(7) 0.42174(9) 0.48525(7) 0.0249(3) Uani 1 1 d . . . . .
O8 O 1.11143(7) 0.34741(9) 0.38519(7) 0.0263(3) Uani 1 1 d . . . . .
O9 O 0.98734(7) 0.18520(8) 0.38868(7) 0.0224(2) Uani 1 1 d . . . . .
H9 H 0.945125 0.155395 0.395265 0.034 Uiso 1 1 calc R U . . .
O10 O 1.15614(9) 0.48307(10) 0.41184(10) 0.0435(4) Uani 1 1 d . . . . .
N1 N 0.58220(8) 0.19895(10) 0.95365(8) 0.0207(3) Uani 1 1 d . . . . .
N2 N 0.56227(8) 0.12142(10) 1.12418(8) 0.0228(3) Uani 1 1 d . . . . .
N3 N 0.52669(10) 0.35757(13) 1.14555(9) 0.0349(4) Uani 1 1 d . . . . .
N4 N 0.37261(9) 0.10448(12) 1.05073(9) 0.0308(4) Uani 1 1 d . . . . .
N5 N 0.92690(8) 0.30132(10) 0.53745(8) 0.0188(3) Uani 1 1 d . . . . .
N6 N 1.11335(9) 0.41952(11) 0.42669(9) 0.0259(3) Uani 1 1 d . . . . .
N7 N 0.93692(8) 0.36964(9) 0.36835(7) 0.0178(3) Uani 1 1 d . . . . .
N9 N 0.57805(9) 0.72659(11) 0.04346(8) 0.0237(3) Uani 1 1 d . . . . .
N10 N 0.90829(8) -0.22901(10) 1.46619(8) 0.0208(3) Uani 1 1 d . . . . .
C1 C 0.62412(10) 0.27383(13) 0.93888(10) 0.0234(3) Uani 1 1 d . . . . .
H1 H 0.622603 0.321957 0.976198 0.028 Uiso 1 1 calc R U . . .
C2 C 0.58606(10) 0.13141(12) 0.90066(10) 0.0236(4) Uani 1 1 d . . . . .
H2 H 0.557875 0.077574 0.910715 0.028 Uiso 1 1 calc R U . . .
C3 C 0.66912(10) 0.28404(13) 0.87227(10) 0.0246(4) Uani 1 1 d . . . . .
H3 H 0.698431 0.337759 0.864760 0.029 Uiso 1 1 calc R U . . .
C4 C 0.62922(10) 0.13673(13) 0.83212(10) 0.0247(4) Uani 1 1 d . . . . .
H4 H 0.630231 0.087339 0.796109 0.030 Uiso 1 1 calc R U . . .
C5 C 0.67124(10) 0.21489(12) 0.81607(9) 0.0223(3) Uani 1 1 d . . . . .
C6 C 0.77245(10) 0.28590(13) 0.73366(10) 0.0246(4) Uani 1 1 d . . . . .
H6 H 0.780918 0.328847 0.775656 0.030 Uiso 1 1 calc R U . . .
C7 C 0.71635(10) 0.22341(13) 0.74276(10) 0.0245(4) Uani 1 1 d . . . . .
H7 H 0.704851 0.182270 0.699790 0.029 Uiso 1 1 calc R U . . .
C8 C 0.89822(10) 0.33469(13) 0.67390(9) 0.0234(3) Uani 1 1 d . . . . .
H8 H 0.915278 0.361525 0.724202 0.028 Uiso 1 1 calc R U . . .
C9 C 0.82218(10) 0.29361(12) 0.66390(10) 0.0216(3) Uani 1 1 d . . . . .
C10 C 0.79902(10) 0.26014(12) 0.58719(9) 0.0227(3) Uani 1 1 d . . . . .
H10 H 0.747063 0.233524 0.576816 0.027 Uiso 1 1 calc R U . . .
C11 C 0.94853(10) 0.33626(12) 0.61066(9) 0.0220(3) Uani 1 1 d . . . . .
H11 H 1.000612 0.363106 0.619122 0.026 Uiso 1 1 calc R U . . .
C12 C 0.85216(10) 0.26600(12) 0.52642(9) 0.0205(3) Uani 1 1 d . . . . .
H12 H 0.834985 0.243940 0.474240 0.025 Uiso 1 1 calc R U . . .
C13 C 1.05090(12) 0.12644(14) 0.36778(12) 0.0355(5) Uani 1 1 d . . . . .
H13A H 1.035191 0.096824 0.316288 0.053 Uiso 1 1 calc R U . . .
H13B H 1.060321 0.081295 0.410280 0.053 Uiso 1 1 calc R U . . .
H13C H 1.100811 0.160868 0.362417 0.053 Uiso 1 1 calc R U . . .
C14 C 0.88103(10) 0.42744(12) 0.39240(9) 0.0215(3) Uani 1 1 d . . . . .
H14 H 0.875910 0.434718 0.448830 0.026 Uiso 1 1 calc R U . . .
C15 C 0.94435(10) 0.36167(12) 0.28826(9) 0.0200(3) Uani 1 1 d . . . . .
H15 H 0.984055 0.321797 0.269984 0.024 Uiso 1 1 calc R U . . .
C16 C 0.83084(10) 0.47662(12) 0.33969(10) 0.0232(4) Uani 1 1 d . . . . .
H16 H 0.792158 0.516483 0.359862 0.028 Uiso 1 1 calc R U . . .
C17 C 0.89646(10) 0.40923(12) 0.23140(9) 0.0202(3) Uani 1 1 d . . . . .
H17 H 0.904084 0.402075 0.175402 0.024 Uiso 1 1 calc R U . . .
C18 C 0.83700(10) 0.46768(11) 0.25616(9) 0.0191(3) Uani 1 1 d . . . . .
C19 C 0.78403(10) 0.51531(12) 0.19613(9) 0.0222(3) Uani 1 1 d . . . . .
H19 H 0.786770 0.499247 0.140871 0.027 Uiso 1 1 calc R U . . .
C20 C 0.73216(11) 0.57974(13) 0.21378(10) 0.0256(4) Uani 1 1 d . . . . .
H20 H 0.729256 0.595089 0.269190 0.031 Uiso 1 1 calc R U . . .
C21 C 0.67924(10) 0.62876(13) 0.15437(10) 0.0244(4) Uani 1 1 d . . . . .
C22 C 0.64166(12) 0.70723(14) 0.17672(11) 0.0305(4) Uani 1 1 d . . . . .
H22 H 0.649413 0.728680 0.230690 0.037 Uiso 1 1 calc R U . . .
C23 C 0.66341(12) 0.59980(15) 0.07465(10) 0.0341(5) Uani 1 1 d . . . . .
H23 H 0.686949 0.546043 0.056543 0.041 Uiso 1 1 calc R U . . .
C24 C 0.59305(12) 0.75389(14) 0.12032(10) 0.0307(4) Uani 1 1 d . . . . .
H24 H 0.568941 0.808089 0.136642 0.037 Uiso 1 1 calc R U . . .
C25 C 0.61320(12) 0.65016(14) 0.02259(10) 0.0319(4) Uani 1 1 d . . . . .
H25 H 0.602965 0.629335 -0.031337 0.038 Uiso 1 1 calc R U . . .
C26 C 0.62830(10) 0.07628(13) 1.10491(10) 0.0256(4) Uani 1 1 d . . . . .
H26 H 0.647206 0.084791 1.052512 0.031 Uiso 1 1 calc R U . . .
C27 C 0.53687(11) 0.10770(14) 1.19887(10) 0.0312(4) Uani 1 1 d . . . . .
H27 H 0.490367 0.139304 1.214230 0.037 Uiso 1 1 calc R U . . .
C28 C 0.57517(11) 0.04999(15) 1.25406(10) 0.0308(4) Uani 1 1 d . . . . .
H28 H 0.554455 0.041732 1.305707 0.037 Uiso 1 1 calc R U . . .
C29 C 0.67037(10) 0.01817(13) 1.15684(10) 0.0262(4) Uani 1 1 d . . . . .
H29 H 0.717050 -0.012005 1.140061 0.031 Uiso 1 1 calc R U . . .
C30 C 0.64434(10) 0.00380(12) 1.23386(10) 0.0225(3) Uani 1 1 d . . . . .
C31 C 0.68873(10) -0.05536(13) 1.29229(10) 0.0255(4) Uani 1 1 d . . . . .
H31 H 0.659753 -0.081089 1.334201 0.031 Uiso 1 1 calc R U . . .
C32 C 0.76688(10) -0.07484(13) 1.28983(10) 0.0248(4) Uani 1 1 d . . . . .
H32 H 0.794679 -0.051635 1.245973 0.030 Uiso 1 1 calc R U . . .
C33 C 0.89571(10) -0.11042(12) 1.36885(10) 0.0239(4) Uani 1 1 d . . . . .
H33 H 0.921259 -0.063414 1.341495 0.029 Uiso 1 1 calc R U . . .
C34 C 0.81370(10) -0.12973(12) 1.34999(9) 0.0222(3) Uani 1 1 d . . . . .
C35 C 0.78110(10) -0.20129(13) 1.39103(11) 0.0263(4) Uani 1 1 d . . . . .
H35 H 0.725703 -0.217414 1.380334 0.032 Uiso 1 1 calc R U . . .
C36 C 0.93943(10) -0.15948(12) 1.42704(10) 0.0228(3) Uani 1 1 d . . . . .
H36 H 0.994451 -0.143432 1.440244 0.027 Uiso 1 1 calc R U . . .
C37 C 0.82959(10) -0.24868(13) 1.44730(10) 0.0253(4) Uani 1 1 d . . . . .
H37 H 0.806241 -0.297623 1.474013 0.030 Uiso 1 1 calc R U . . .
O11 O 0.88989(9) 0.05532(10) 0.51633(8) 0.0394(3) Uani 1 1 d . . . . .
O12 O 0.76239(9) 0.05052(12) 0.47679(10) 0.0471(4) Uani 1 1 d . . . . .
O13 O 0.84942(8) 0.09976(9) 0.39536(7) 0.0287(3) Uani 1 1 d . . . . .
N8 N 0.83345(10) 0.06731(11) 0.46392(9) 0.0284(3) 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
Ni1 O1 2.0262(14) . ?
Ni1 O2 2.1704(13) . ?
Ni1 O3 2.1179(14) . ?
Ni1 N1 2.0668(13) . ?
Ni1 N2 2.0716(14) . ?
Ni1 N9 2.0999(14) 3_666 ?
Ni2 O7 2.0789(13) . ?
Ni2 O8 2.1498(12) . ?
Ni2 O9 2.0482(12) . ?
Ni2 N5 2.0639(13) . ?
Ni2 N7 2.0879(13) . ?
Ni2 N10 2.0970(14) 3_757 ?
O1 N3 1.278(2) . ?
O2 N4 1.275(2) . ?
O3 N4 1.2756(18) . ?
O4 N3 1.241(2) . ?
O5 N3 1.228(2) . ?
O6 N4 1.222(2) . ?
O7 N6 1.2763(17) . ?
O8 N6 1.278(2) . ?
O9 H9 0.8400 . ?
O9 C13 1.428(2) . ?
O10 N6 1.218(2) . ?
N1 C1 1.347(2) . ?
N1 C2 1.342(2) . ?
N2 C26 1.338(2) . ?
N2 C27 1.348(2) . ?
N5 C11 1.346(2) . ?
N5 C12 1.342(2) . ?
N7 C14 1.343(2) . ?
N7 C15 1.3451(19) . ?
N9 C24 1.344(2) . ?
N9 C25 1.337(2) . ?
N10 C36 1.345(2) . ?
N10 C37 1.347(2) . ?
C1 H1 0.9500 . ?
C1 C3 1.379(2) . ?
C2 H2 0.9500 . ?
C2 C4 1.382(2) . ?
C3 H3 0.9500 . ?
C3 C5 1.393(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.394(2) . ?
C5 C7 1.471(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.331(3) . ?
C6 C9 1.466(2) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C8 C9 1.396(2) . ?
C8 C11 1.379(2) . ?
C9 C10 1.394(2) . ?
C10 H10 0.9500 . ?
C10 C12 1.381(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14 0.9500 . ?
C14 C16 1.375(2) . ?
C15 H15 0.9500 . ?
C15 C17 1.384(2) . ?
C16 H16 0.9500 . ?
C16 C18 1.400(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.396(2) . ?
C18 C19 1.463(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.334(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.467(2) . ?
C21 C22 1.389(3) . ?
C21 C23 1.397(2) . ?
C22 H22 0.9500 . ?
C22 C24 1.379(2) . ?
C23 H23 0.9500 . ?
C23 C25 1.378(2) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C26 C29 1.377(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.379(2) . ?
C28 H28 0.9500 . ?
C28 C30 1.393(2) . ?
C29 H29 0.9500 . ?
C29 C30 1.389(2) . ?
C30 C31 1.470(2) . ?
C31 H31 0.9500 . ?
C31 C32 1.325(2) . ?
C32 H32 0.9500 . ?
C32 C34 1.469(2) . ?
C33 H33 0.9500 . ?
C33 C34 1.398(2) . ?
C33 C36 1.376(2) . ?
C34 C35 1.395(2) . ?
C35 H35 0.9500 . ?
C35 C37 1.382(2) . ?
C36 H36 0.9500 . ?
C37 H37 0.9500 . ?
O11 N8 1.242(2) . ?
O12 N8 1.231(2) . ?
O13 N8 1.2781(18) . ?

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 O2 111.39(6) . . ?
O1 Ni1 O3 171.93(5) . . ?
O1 Ni1 N1 88.27(6) . . ?
O1 Ni1 N2 91.75(6) . . ?
O1 Ni1 N9 92.25(6) . 3_666 ?
O3 Ni1 O2 60.54(5) . . ?
N1 Ni1 O2 159.03(6) . . ?
N1 Ni1 O3 99.68(5) . . ?
N1 Ni1 N2 96.61(5) . . ?
N1 Ni1 N9 87.11(5) . 3_666 ?
N2 Ni1 O2 90.21(5) . . ?
N2 Ni1 O3 88.74(6) . . ?
N2 Ni1 N9 174.61(6) . 3_666 ?
N9 Ni1 O2 84.97(5) 3_666 . ?
N9 Ni1 O3 86.78(6) 3_666 . ?
O7 Ni2 O8 61.54(5) . . ?
O7 Ni2 N7 88.08(5) . . ?
O7 Ni2 N10 92.35(5) . 3_757 ?
O9 Ni2 O7 159.79(5) . . ?
O9 Ni2 O8 98.33(5) . . ?
O9 Ni2 N5 103.34(5) . . ?
O9 Ni2 N7 88.80(5) . . ?
O9 Ni2 N10 90.13(5) . 3_757 ?
N5 Ni2 O7 96.73(5) . . ?
N5 Ni2 O8 158.24(6) . . ?
N5 Ni2 N7 92.35(5) . . ?
N5 Ni2 N10 89.52(5) . 3_757 ?
N7 Ni2 O8 86.06(5) . . ?
N7 Ni2 N10 178.02(5) . 3_757 ?
N10 Ni2 O8 92.44(5) 3_757 . ?
N3 O1 Ni1 124.70(13) . . ?
N4 O2 Ni1 90.45(9) . . ?
N4 O3 Ni1 92.83(11) . . ?
N6 O7 Ni2 92.72(10) . . ?
N6 O8 Ni2 89.46(9) . . ?
Ni2 O9 H9 121.5 . . ?
C13 O9 Ni2 120.83(12) . . ?
C13 O9 H9 109.5 . . ?
C1 N1 Ni1 119.69(11) . . ?
C2 N1 Ni1 121.69(12) . . ?
C2 N1 C1 117.34(14) . . ?
C26 N2 Ni1 121.35(11) . . ?
C26 N2 C27 116.75(14) . . ?
C27 N2 Ni1 121.73(11) . . ?
O4 N3 O1 117.69(18) . . ?
O5 N3 O1 118.61(19) . . ?
O5 N3 O4 123.70(18) . . ?
O2 N4 O3 115.95(15) . . ?
O6 N4 O2 122.58(16) . . ?
O6 N4 O3 121.47(18) . . ?
C11 N5 Ni2 117.62(11) . . ?
C12 N5 Ni2 124.86(11) . . ?
C12 N5 C11 117.44(13) . . ?
O7 N6 O8 115.84(14) . . ?
O10 N6 O7 121.23(16) . . ?
O10 N6 O8 122.92(15) . . ?
C14 N7 Ni2 121.02(10) . . ?
C14 N7 C15 117.32(13) . . ?
C15 N7 Ni2 121.58(11) . . ?
C24 N9 Ni1 121.94(12) . 3_666 ?
C25 N9 Ni1 121.39(11) . 3_666 ?
C25 N9 C24 116.67(15) . . ?
C36 N10 Ni2 117.50(11) . 3_757 ?
C36 N10 C37 116.74(14) . . ?
C37 N10 Ni2 125.72(12) . 3_757 ?
N1 C1 H1 118.4 . . ?
N1 C1 C3 123.22(16) . . ?
C3 C1 H1 118.4 . . ?
N1 C2 H2 118.5 . . ?
N1 C2 C4 122.91(17) . . ?
C4 C2 H2 118.5 . . ?
C1 C3 H3 120.3 . . ?
C1 C3 C5 119.41(17) . . ?
C5 C3 H3 120.3 . . ?
C2 C4 H4 120.2 . . ?
C2 C4 C5 119.67(17) . . ?
C5 C4 H4 120.2 . . ?
C3 C5 C4 117.40(15) . . ?
C3 C5 C7 121.57(16) . . ?
C4 C5 C7 121.03(16) . . ?
C7 C6 H6 117.5 . . ?
C7 C6 C9 125.08(17) . . ?
C9 C6 H6 117.5 . . ?
C5 C7 H7 118.4 . . ?
C6 C7 C5 123.25(17) . . ?
C6 C7 H7 118.4 . . ?
C9 C8 H8 120.0 . . ?
C11 C8 H8 120.0 . . ?
C11 C8 C9 119.92(15) . . ?
C8 C9 C6 119.14(15) . . ?
C10 C9 C6 123.78(16) . . ?
C10 C9 C8 117.06(14) . . ?
C9 C10 H10 120.3 . . ?
C12 C10 C9 119.50(16) . . ?
C12 C10 H10 120.3 . . ?
N5 C11 C8 122.72(16) . . ?
N5 C11 H11 118.6 . . ?
C8 C11 H11 118.6 . . ?
N5 C12 C10 123.22(15) . . ?
N5 C12 H12 118.4 . . ?
C10 C12 H12 118.4 . . ?
O9 C13 H13A 109.5 . . ?
O9 C13 H13B 109.5 . . ?
O9 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N7 C14 H14 118.3 . . ?
N7 C14 C16 123.49(14) . . ?
C16 C14 H14 118.3 . . ?
N7 C15 H15 118.7 . . ?
N7 C15 C17 122.64(15) . . ?
C17 C15 H15 118.7 . . ?
C14 C16 H16 120.2 . . ?
C14 C16 C18 119.70(15) . . ?
C18 C16 H16 120.2 . . ?
C15 C17 H17 119.9 . . ?
C15 C17 C18 120.14(14) . . ?
C18 C17 H17 119.9 . . ?
C16 C18 C19 123.01(15) . . ?
C17 C18 C16 116.68(14) . . ?
C17 C18 C19 120.30(14) . . ?
C18 C19 H19 117.8 . . ?
C20 C19 C18 124.42(15) . . ?
C20 C19 H19 117.8 . . ?
C19 C20 H20 117.4 . . ?
C19 C20 C21 125.14(16) . . ?
C21 C20 H20 117.4 . . ?
C22 C21 C20 119.98(15) . . ?
C22 C21 C23 117.08(16) . . ?
C23 C21 C20 122.94(17) . . ?
C21 C22 H22 120.1 . . ?
C24 C22 C21 119.79(17) . . ?
C24 C22 H22 120.1 . . ?
C21 C23 H23 120.4 . . ?
C25 C23 C21 119.20(17) . . ?
C25 C23 H23 120.4 . . ?
N9 C24 C22 123.33(17) . . ?
N9 C24 H24 118.3 . . ?
C22 C24 H24 118.3 . . ?
N9 C25 C23 123.92(16) . . ?
N9 C25 H25 118.0 . . ?
C23 C25 H25 118.0 . . ?
N2 C26 H26 118.2 . . ?
N2 C26 C29 123.61(15) . . ?
C29 C26 H26 118.2 . . ?
N2 C27 H27 118.4 . . ?
N2 C27 C28 123.13(16) . . ?
C28 C27 H27 118.4 . . ?
C27 C28 H28 120.1 . . ?
C27 C28 C30 119.82(15) . . ?
C30 C28 H28 120.1 . . ?
C26 C29 H29 120.1 . . ?
C26 C29 C30 119.81(15) . . ?
C30 C29 H29 120.1 . . ?
C28 C30 C31 121.34(15) . . ?
C29 C30 C28 116.88(15) . . ?
C29 C30 C31 121.76(15) . . ?
C30 C31 H31 118.1 . . ?
C32 C31 C30 123.71(15) . . ?
C32 C31 H31 118.1 . . ?
C31 C32 H32 117.6 . . ?
C31 C32 C34 124.76(15) . . ?
C34 C32 H32 117.6 . . ?
C34 C33 H33 120.0 . . ?
C36 C33 H33 120.0 . . ?
C36 C33 C34 120.00(16) . . ?
C33 C34 C32 119.51(16) . . ?
C35 C34 C32 123.83(15) . . ?
C35 C34 C33 116.66(15) . . ?
C34 C35 H35 120.1 . . ?
C37 C35 C34 119.82(16) . . ?
C37 C35 H35 120.1 . . ?
N10 C36 C33 123.40(15) . . ?
N10 C36 H36 118.3 . . ?
C33 C36 H36 118.3 . . ?
N10 C37 C35 123.34(16) . . ?
N10 C37 H37 118.3 . . ?
C35 C37 H37 118.3 . . ?
O11 N8 O13 119.07(15) . . ?
O12 N8 O11 121.81(16) . . ?
O12 N8 O13 119.11(16) . . ?

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
O9 H9 O13 0.84 1.78 2.6179(17) 171.3 . 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
Ni1 O1 N3 O4 -173.88(13) . . . . ?
Ni1 O1 N3 O5 5.9(2) . . . . ?
Ni1 O2 N4 O3 4.49(14) . . . . ?
Ni1 O2 N4 O6 -175.36(16) . . . . ?
Ni1 O3 N4 O2 -4.61(15) . . . . ?
Ni1 O3 N4 O6 175.24(16) . . . . ?
Ni1 N1 C1 C3 -166.48(13) . . . . ?
Ni1 N1 C2 C4 165.64(13) . . . . ?
Ni1 N2 C26 C29 -175.49(15) . . . . ?
Ni1 N2 C27 C28 174.81(16) . . . . ?
Ni1 N9 C24 C22 179.42(15) 3_666 . . . ?
Ni1 N9 C25 C23 179.76(16) 3_666 . . . ?
Ni2 O7 N6 O8 -6.49(14) . . . . ?
Ni2 O7 N6 O10 173.10(15) . . . . ?
Ni2 O8 N6 O7 6.26(13) . . . . ?
Ni2 O8 N6 O10 -173.31(15) . . . . ?
Ni2 N5 C11 C8 -175.15(14) . . . . ?
Ni2 N5 C12 C10 173.44(13) . . . . ?
Ni2 N7 C14 C16 178.26(14) . . . . ?
Ni2 N7 C15 C17 -177.81(13) . . . . ?
Ni2 N10 C36 C33 176.18(14) 3_757 . . . ?
Ni2 N10 C37 C35 -177.61(14) 3_757 . . . ?
N1 C1 C3 C5 1.0(3) . . . . ?
N1 C2 C4 C5 0.1(3) . . . . ?
N2 C26 C29 C30 0.2(3) . . . . ?
N2 C27 C28 C30 1.1(3) . . . . ?
N7 C14 C16 C18 -0.2(3) . . . . ?
N7 C15 C17 C18 -0.7(3) . . . . ?
C1 N1 C2 C4 -1.4(2) . . . . ?
C1 C3 C5 C4 -2.2(3) . . . . ?
C1 C3 C5 C7 178.17(16) . . . . ?
C2 N1 C1 C3 0.8(2) . . . . ?
C2 C4 C5 C3 1.6(2) . . . . ?
C2 C4 C5 C7 -178.70(16) . . . . ?
C3 C5 C7 C6 16.3(3) . . . . ?
C4 C5 C7 C6 -163.32(18) . . . . ?
C6 C9 C10 C12 -176.17(17) . . . . ?
C7 C6 C9 C8 -153.83(19) . . . . ?
C7 C6 C9 C10 24.6(3) . . . . ?
C8 C9 C10 C12 2.3(3) . . . . ?
C9 C6 C7 C5 176.17(16) . . . . ?
C9 C8 C11 N5 1.7(3) . . . . ?
C9 C10 C12 N5 1.2(3) . . . . ?
C11 N5 C12 C10 -3.3(3) . . . . ?
C11 C8 C9 C6 174.88(17) . . . . ?
C11 C8 C9 C10 -3.6(3) . . . . ?
C12 N5 C11 C8 1.8(3) . . . . ?
C14 N7 C15 C17 -0.9(2) . . . . ?
C14 C16 C18 C17 -1.3(3) . . . . ?
C14 C16 C18 C19 177.87(17) . . . . ?
C15 N7 C14 C16 1.3(3) . . . . ?
C15 C17 C18 C16 1.7(2) . . . . ?
C15 C17 C18 C19 -177.49(16) . . . . ?
C16 C18 C19 C20 8.9(3) . . . . ?
C17 C18 C19 C20 -171.95(18) . . . . ?
C18 C19 C20 C21 179.35(17) . . . . ?
C19 C20 C21 C22 -165.37(19) . . . . ?
C19 C20 C21 C23 15.3(3) . . . . ?
C20 C21 C22 C24 178.92(18) . . . . ?
C20 C21 C23 C25 -179.70(19) . . . . ?
C21 C22 C24 N9 1.4(3) . . . . ?
C21 C23 C25 N9 0.2(3) . . . . ?
C22 C21 C23 C25 1.0(3) . . . . ?
C23 C21 C22 C24 -1.7(3) . . . . ?
C24 N9 C25 C23 -0.6(3) . . . . ?
C25 N9 C24 C22 -0.2(3) . . . . ?
C26 N2 C27 C28 -0.5(3) . . . . ?
C26 C29 C30 C28 0.4(3) . . . . ?
C26 C29 C30 C31 -178.02(18) . . . . ?
C27 N2 C26 C29 -0.2(3) . . . . ?
C27 C28 C30 C29 -1.0(3) . . . . ?
C27 C28 C30 C31 177.41(19) . . . . ?
C28 C30 C31 C32 -154.6(2) . . . . ?
C29 C30 C31 C32 23.7(3) . . . . ?
C30 C31 C32 C34 176.47(18) . . . . ?
C31 C32 C34 C33 -146.4(2) . . . . ?
C31 C32 C34 C35 33.2(3) . . . . ?
C32 C34 C35 C37 -179.35(17) . . . . ?
C33 C34 C35 C37 0.2(3) . . . . ?
C34 C33 C36 N10 2.5(3) . . . . ?
C34 C35 C37 N10 0.8(3) . . . . ?
C36 N10 C37 C35 -0.2(3) . . . . ?
C36 C33 C34 C32 177.84(16) . . . . ?
C36 C33 C34 C35 -1.8(3) . . . . ?
C37 N10 C36 C33 -1.5(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_ada-65-ad-co-apy_auto
_database_code_depnum_ccdc_archive 'CCDC 2401287'
loop_
_audit_author_name
_audit_author_address
'MOHAMED ESSALHI'
;UQTR
Canada
;
_audit_update_record             
;
2024-11-07 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;
_audit_creation_date             2024-11-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
mohamed.essalhi@uqtr.ca
Adela.abidi@uqtr.ca
_publ_section_exptl              
;
Any special experimental details
;
_chemical_name_common            ?
_chemical_name_systematic        ada-Co-apy-65
_chemical_formula_moiety         'C40 H34 Co2 N6 O10, N O3'
_chemical_formula_sum            'C40 H34 Co2 N7 O13'
_chemical_formula_weight         938.60
_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'
Co Co 0.3494 0.9721 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.7702(2)
_cell_length_b                   14.7182(2)
_cell_length_c                   16.6433(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.4330(10)
_cell_angle_gamma                90
_cell_volume                     4100.65(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    100
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   0.917
_shelx_estimated_absorpt_T_min   0.843
_exptl_absorpt_coefficient_mu    0.884
_exptl_absorpt_correction_T_max  0.150
_exptl_absorpt_correction_T_min  0.036
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details   details
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light pink'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.520
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1924
_exptl_crystal_preparation       Solvothermal
_exptl_crystal_recrystallization_method Solvothermal
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.844
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            31081
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.844
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.526
_diffrn_reflns_theta_min         2.768
_diffrn_ambient_temperature      100
_diffrn_detector                 'Image Plate'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Rigaku IP'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.844
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   Mo
_diffrn_source_target            Mo
_diffrn_source_type              'Incoatec I\ms'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7652
_reflns_number_total             9664
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.735
_refine_diff_density_min         -0.547
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     563
_refine_ls_number_reflns         9664
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0386
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0398P)²+4.4775P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0911
_refine_ls_wR_factor_ref         0.1012
_refine_special_details          ?
_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) groups
2. Restrained distances
 O004-H004
 0.85 with sigma of 0.01
 C01O-H004
 1.909175 with sigma of 0.02
 Co01-H004
 2.682543 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C00Q(H00Q), C00R(H00R), C00T(H00T), C00U(H00U), C00W(H00W), C00X(H00X),
 C00Y(H00Y), C011(H011), C013(H013), C014(H014), C016(H016), C017(H017),
 C018(H018), C019(H019), C01A(H01A), C01B(H01B), C01C(H01C), C01D(H01D),
 C01E(H01E), C01F(H01F), C01G(H01G), C01H(H01H), C01I(H01I), C01J(H01J),
 C01K(H01K), C01L(H01L), C01M(H01M), C01N(H01N), C01P(H01R), C01Q(H01S)
3.b Idealised Me refined as rotating group:
 C01O(H01O,H01P,H01Q)
;
_atom_sites_solution_hydrogens   mixed
_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
Co01 Co 1.01199(2) 0.69739(2) 0.45032(2) 0.01405(8) Uani 1 1 d D . . . .
Co02 Co 0.50135(2) 0.79803(2) 1.04408(2) 0.01670(8) Uani 1 1 d . . . . .
O003 O 1.06591(9) 0.57159(11) 0.47926(10) 0.0224(3) Uani 1 1 d . . . . .
O004 O 0.98727(9) 0.81492(10) 0.38767(9) 0.0192(3) Uani 1 1 d D . . . .
H004 H 0.9441(8) 0.8462(12) 0.3927(15) 0.029 Uiso 1 1 d D U . . .
O005 O 0.85155(10) 0.60033(11) 0.89496(9) 0.0226(3) Uani 1 1 d . . . . .
O006 O 1.11253(9) 0.64882(11) 0.38219(10) 0.0236(4) Uani 1 1 d . . . . .
O007 O 0.42966(9) 0.91384(11) 1.00848(10) 0.0229(3) Uani 1 1 d . . . . .
O008 O 0.38781(10) 0.82784(12) 1.10244(10) 0.0268(4) Uani 1 1 d . . . . .
O009 O 0.89351(11) 0.55752(12) 1.01545(10) 0.0294(4) Uani 1 1 d . . . . .
N00A N 0.93452(10) 0.62699(12) 0.36497(10) 0.0149(4) Uani 1 1 d . . . . .
O00B O 0.55404(11) 0.68122(12) 1.08656(10) 0.0295(4) Uani 1 1 d . . . . .
O00C O 0.76758(11) 0.54919(13) 0.97834(12) 0.0353(4) Uani 1 1 d . . . . .
N00D N 0.92538(10) 0.69517(12) 0.53773(10) 0.0149(4) Uani 1 1 d . . . . .
O00E O 0.31247(11) 0.93785(14) 1.05341(13) 0.0400(5) Uani 1 1 d . . . . .
O00F O 0.56409(12) 0.56468(13) 1.16451(11) 0.0381(5) Uani 1 1 d . . . . .
N00G N 0.90784(11) 1.23112(12) 1.46721(11) 0.0175(4) Uani 1 1 d . . . . .
N00H N 0.83714(12) 0.56775(12) 0.96420(12) 0.0218(4) Uani 1 1 d . . . . .
N00I N 0.58690(11) 0.80076(12) 0.95489(11) 0.0175(4) Uani 1 1 d . . . . .
O00J O 1.16022(11) 0.51381(12) 0.41139(13) 0.0369(5) Uani 1 1 d . . . . .
O00K O 0.47609(12) 0.66846(14) 1.18449(12) 0.0416(5) Uani 1 1 d . . . . .
N00L N 0.56459(11) 0.88124(13) 1.12848(11) 0.0191(4) Uani 1 1 d . . . . .
N00M N 0.57476(11) 0.27488(13) 0.04247(11) 0.0194(4) Uani 1 1 d . . . . .
C00N C 1.11443(11) 0.57593(13) 0.42353(12) 0.0120(4) Uani 1 1 d . . . . .
C00O C 0.53054(12) 0.63698(14) 1.14727(12) 0.0148(4) Uani 1 1 d . . . . .
C00P C 0.37433(11) 0.89408(14) 1.05507(12) 0.0136(4) Uani 1 1 d . . . . .
C00Q C 0.89480(13) 0.58789(14) 0.22862(12) 0.0166(4) Uani 1 1 d . . . . .
H00Q H 0.902805 0.595286 0.172973 0.020 Uiso 1 1 calc R U . . .
C00R C 0.94233(13) 0.63431(14) 0.28553(12) 0.0167(4) Uani 1 1 d . . . . .
H00R H 0.982611 0.673423 0.267443 0.020 Uiso 1 1 calc R U . . .
C00S C 0.81410(13) 1.13295(14) 1.35124(13) 0.0173(4) Uani 1 1 d . . . . .
C00T C 0.79973(13) 0.73682(15) 0.58839(13) 0.0180(4) Uani 1 1 d . . . . .
H00T H 0.748436 0.763276 0.578319 0.022 Uiso 1 1 calc R U . . .
C00U C 0.85154(13) 0.73034(14) 0.52737(13) 0.0176(4) Uani 1 1 d . . . . .
H00U H 0.834168 0.751820 0.475407 0.021 Uiso 1 1 calc R U . . .
C00V C 0.83469(12) 0.52980(14) 0.25337(12) 0.0153(4) Uani 1 1 d . . . . .
C00W C 0.87782(13) 0.56996(14) 0.38908(12) 0.0170(4) Uani 1 1 d . . . . .
H00W H 0.872148 0.562785 0.445177 0.020 Uiso 1 1 calc R U . . .
C00X C 0.89447(13) 1.11239(14) 1.36855(13) 0.0185(4) Uani 1 1 d . . . . .
H00X H 0.919125 1.064954 1.340314 0.022 Uiso 1 1 calc R U . . .
C00Y C 0.89824(13) 0.66385(15) 0.67468(13) 0.0191(4) Uani 1 1 d . . . . .
H00Y H 0.915681 0.638009 0.725013 0.023 Uiso 1 1 calc R U . . .
C00Z C 0.67633(13) 0.37119(15) 0.15237(13) 0.0188(4) Uani 1 1 d . . . . .
C010 C 0.82296(13) 0.70437(14) 0.66489(13) 0.0173(4) Uani 1 1 d . . . . .
C011 C 0.78242(14) 1.20507(16) 1.39337(14) 0.0219(5) Uani 1 1 d . . . . .
H011 H 0.728053 1.221975 1.383435 0.026 Uiso 1 1 calc R U . . .
C012 C 0.67421(13) 0.78404(15) 0.81692(13) 0.0178(4) Uani 1 1 d . . . . .
C013 C 0.82761(13) 0.52149(15) 0.33621(13) 0.0182(4) Uani 1 1 d . . . . .
H013 H 0.788223 0.482479 0.356168 0.022 Uiso 1 1 calc R U . . .
C014 C 0.94725(14) 0.66151(15) 0.61083(13) 0.0194(4) Uani 1 1 d . . . . .
H014 H 0.998716 0.634916 0.618977 0.023 Uiso 1 1 calc R U . . .
C015 C 0.64569(13) 1.00050(15) 1.23701(13) 0.0182(4) Uani 1 1 d . . . . .
C016 C 0.58947(13) 0.86857(15) 0.90120(13) 0.0193(4) Uani 1 1 d . . . . .
H016 H 0.561152 0.922967 0.911001 0.023 Uiso 1 1 calc R U . . .
C017 C 0.93817(13) 1.16121(15) 1.42688(13) 0.0189(4) Uani 1 1 d . . . . .
H017 H 0.992278 1.144570 1.439081 0.023 Uiso 1 1 calc R U . . .
C018 C 0.62867(13) 0.92890(15) 1.10792(13) 0.0203(5) Uani 1 1 d . . . . .
H018 H 0.646556 0.921106 1.055264 0.024 Uiso 1 1 calc R U . . .
C019 C 0.66973(13) 0.98833(15) 1.15903(13) 0.0202(5) Uani 1 1 d . . . . .
H019 H 0.714273 1.020937 1.141231 0.024 Uiso 1 1 calc R U . . .
C01A C 0.63153(13) 0.86300(15) 0.83206(13) 0.0195(4) Uani 1 1 d . . . . .
H01A H 0.631266 0.912467 0.795376 0.023 Uiso 1 1 calc R U . . .
C01B C 0.71812(13) 0.77518(15) 0.74335(13) 0.0194(4) Uani 1 1 d . . . . .
H01B H 0.705875 0.815915 0.700081 0.023 Uiso 1 1 calc R U . . .
C01C C 0.62906(13) 0.72524(15) 0.94070(13) 0.0196(4) Uani 1 1 d . . . . .
H01C H 0.628662 0.677007 0.978602 0.023 Uiso 1 1 calc R U . . .
C01D C 0.83049(13) 1.25179(15) 1.44962(14) 0.0214(5) Uani 1 1 d . . . . .
H01D H 0.807844 1.301021 1.477304 0.026 Uiso 1 1 calc R U . . .
C01E C 0.57820(14) 0.95232(16) 1.25806(13) 0.0230(5) Uani 1 1 d . . . . .
H01E H 0.558223 0.959948 1.309856 0.028 Uiso 1 1 calc R U . . .
C01F C 0.78212(13) 0.48283(15) 0.19344(13) 0.0175(4) Uani 1 1 d . . . . .
H01F H 0.785828 0.498708 0.138463 0.021 Uiso 1 1 calc R U . . .
C01G C 0.66223(15) 0.40053(17) 0.07316(14) 0.0266(5) Uani 1 1 d . . . . .
H01G H 0.687084 0.454161 0.055071 0.032 Uiso 1 1 calc R U . . .
C01H C 0.76736(13) 1.07860(15) 1.29157(13) 0.0199(4) Uani 1 1 d . . . . .
H01H H 0.794189 1.055122 1.247382 0.024 Uiso 1 1 calc R U . . .
C01I C 0.72917(13) 0.41893(15) 0.21123(13) 0.0201(5) Uani 1 1 d . . . . .
H01I H 0.725680 0.403449 0.266321 0.024 Uiso 1 1 calc R U . . .
C01J C 0.58785(14) 0.24673(16) 0.11882(14) 0.0240(5) Uani 1 1 d . . . . .
H01J H 0.562243 0.192770 0.135092 0.029 Uiso 1 1 calc R U . . .
C01K C 0.61192(15) 0.35107(17) 0.02130(14) 0.0270(5) Uani 1 1 d . . . . .
H01K H 0.603089 0.372163 -0.032440 0.032 Uiso 1 1 calc R U . . .
C01L C 0.54081(14) 0.89379(17) 1.20342(14) 0.0237(5) Uani 1 1 d . . . . .
H01L H 0.495898 0.860530 1.219473 0.028 Uiso 1 1 calc R U . . .
C01M C 0.63697(14) 0.29272(16) 0.17497(14) 0.0233(5) Uani 1 1 d . . . . .
H01M H 0.643802 0.270853 0.228645 0.028 Uiso 1 1 calc R U . . .
C01N C 0.77435(13) 0.71244(15) 0.73483(13) 0.0195(4) Uani 1 1 d . . . . .
H01N H 0.783578 0.669818 0.777240 0.023 Uiso 1 1 calc R U . . .
C01O C 1.04997(15) 0.87546(17) 0.36685(16) 0.0293(6) Uani 1 1 d D . . . .
H01O H 1.035374 0.904285 0.314960 0.044 Uiso 1 1 calc R U . . .
H01P H 1.099640 0.841101 0.362942 0.044 Uiso 1 1 calc R U . . .
H01Q H 1.057667 0.922301 0.408442 0.044 Uiso 1 1 calc R U . . .
C01P C 0.67287(13) 0.71448(15) 0.87367(13) 0.0195(4) Uani 1 1 d . . . . .
H01R H 0.701922 0.660001 0.866282 0.023 Uiso 1 1 calc R U . . .
C01Q C 0.68983(13) 1.05975(15) 1.29487(13) 0.0202(5) Uani 1 1 d . . . . .
H01S H 0.661718 1.086110 1.336932 0.024 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
Co01 O003 2.1037(16) . ?
Co01 O004 2.0494(16) . ?
Co01 O006 2.2066(16) . ?
Co01 N00A 2.1351(18) . ?
Co01 N00D 2.1166(17) . ?
Co01 N00G 2.1395(18) 3_777 ?
Co02 O007 2.1486(17) . ?
Co02 O008 2.2323(16) . ?
Co02 O00B 2.0400(18) . ?
Co02 N00I 2.1257(18) . ?
Co02 N00L 2.1021(18) . ?
Co02 N00M 2.1532(18) 3_666 ?
O003 C00N 1.272(2) . ?
O004 H004 0.867(9) . ?
O004 C01O 1.436(3) . ?
O005 N00H 1.284(2) . ?
O006 C00N 1.274(3) . ?
O007 C00P 1.278(2) . ?
O008 C00P 1.266(3) . ?
O009 N00H 1.244(3) . ?
N00A C00R 1.341(3) . ?
N00A C00W 1.347(3) . ?
O00B C00O 1.284(3) . ?
O00C N00H 1.234(3) . ?
N00D C00U 1.344(3) . ?
N00D C014 1.344(3) . ?
O00E C00P 1.220(3) . ?
O00F C00O 1.230(3) . ?
N00G C017 1.345(3) . ?
N00G C01D 1.347(3) . ?
N00I C016 1.342(3) . ?
N00I C01C 1.346(3) . ?
O00J C00N 1.219(3) . ?
O00K C00O 1.225(3) . ?
N00L C018 1.345(3) . ?
N00L C01L 1.345(3) . ?
N00M C01J 1.342(3) . ?
N00M C01K 1.340(3) . ?
C00Q H00Q 0.9500 . ?
C00Q C00R 1.382(3) . ?
C00Q C00V 1.402(3) . ?
C00R H00R 0.9500 . ?
C00S C00X 1.394(3) . ?
C00S C011 1.395(3) . ?
C00S C01H 1.465(3) . ?
C00T H00T 0.9500 . ?
C00T C00U 1.379(3) . ?
C00T C010 1.393(3) . ?
C00U H00U 0.9500 . ?
C00V C013 1.396(3) . ?
C00V C01F 1.465(3) . ?
C00W H00W 0.9500 . ?
C00W C013 1.380(3) . ?
C00X H00X 0.9500 . ?
C00X C017 1.382(3) . ?
C00Y H00Y 0.9500 . ?
C00Y C010 1.397(3) . ?
C00Y C014 1.382(3) . ?
C00Z C01G 1.394(3) . ?
C00Z C01I 1.461(3) . ?
C00Z C01M 1.393(3) . ?
C010 C01N 1.465(3) . ?
C011 H011 0.9500 . ?
C011 C01D 1.382(3) . ?
C012 C01A 1.396(3) . ?
C012 C01B 1.472(3) . ?
C012 C01P 1.394(3) . ?
C013 H013 0.9500 . ?
C014 H014 0.9500 . ?
C015 C019 1.394(3) . ?
C015 C01E 1.398(3) . ?
C015 C01Q 1.466(3) . ?
C016 H016 0.9500 . ?
C016 C01A 1.388(3) . ?
C017 H017 0.9500 . ?
C018 H018 0.9500 . ?
C018 C019 1.376(3) . ?
C019 H019 0.9500 . ?
C01A H01A 0.9500 . ?
C01B H01B 0.9500 . ?
C01B C01N 1.334(3) . ?
C01C H01C 0.9500 . ?
C01C C01P 1.381(3) . ?
C01D H01D 0.9500 . ?
C01E H01E 0.9500 . ?
C01E C01L 1.376(3) . ?
C01F H01F 0.9500 . ?
C01F C01I 1.339(3) . ?
C01G H01G 0.9500 . ?
C01G C01K 1.378(3) . ?
C01H H01H 0.9500 . ?
C01H C01Q 1.334(3) . ?
C01I H01I 0.9500 . ?
C01J H01J 0.9500 . ?
C01J C01M 1.385(3) . ?
C01K H01K 0.9500 . ?
C01L H01L 0.9500 . ?
C01M H01M 0.9500 . ?
C01N H01N 0.9500 . ?
C01O H01O 0.9800 . ?
C01O H01P 0.9800 . ?
C01O H01Q 0.9800 . ?
C01P H01R 0.9500 . ?
C01Q H01S 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
O003 Co01 O006 60.08(6) . . ?
O003 Co01 N00A 87.78(7) . . ?
O003 Co01 N00D 97.61(6) . . ?
O003 Co01 N00G 92.35(7) . 3_777 ?
O004 Co01 O003 158.51(6) . . ?
O004 Co01 O006 98.60(6) . . ?
O004 Co01 N00A 88.55(6) . . ?
O004 Co01 N00D 103.68(7) . . ?
O004 Co01 N00G 90.66(7) . 3_777 ?
N00A Co01 O006 87.37(6) . . ?
N00A Co01 N00G 178.13(7) . 3_777 ?
N00D Co01 O006 157.69(7) . . ?
N00D Co01 N00A 91.98(7) . . ?
N00D Co01 N00G 89.85(7) . 3_777 ?
N00G Co01 O006 91.08(6) 3_777 . ?
O007 Co02 O008 59.08(6) . . ?
O007 Co02 N00M 84.91(7) . 3_666 ?
O00B Co02 O007 171.02(7) . . ?
O00B Co02 O008 112.21(7) . . ?
O00B Co02 N00I 87.79(7) . . ?
O00B Co02 N00L 93.94(8) . . ?
O00B Co02 N00M 92.23(8) . 3_666 ?
N00I Co02 O007 100.51(7) . . ?
N00I Co02 O008 158.29(7) . . ?
N00I Co02 N00M 86.56(7) . 3_666 ?
N00L Co02 O007 88.49(7) . . ?
N00L Co02 O008 90.24(7) . . ?
N00L Co02 N00I 96.95(7) . . ?
N00L Co02 N00M 173.00(8) . 3_666 ?
N00M Co02 O008 84.38(7) 3_666 . ?
C00N O003 Co01 94.24(13) . . ?
Co01 O004 H004 123.0(12) . . ?
C01O O004 Co01 121.17(14) . . ?
C01O O004 H004 108.8(12) . . ?
C00N O006 Co01 89.45(12) . . ?
C00P O007 Co02 93.83(13) . . ?
C00P O008 Co02 90.32(12) . . ?
C00R N00A Co01 121.70(14) . . ?
C00R N00A C00W 117.14(18) . . ?
C00W N00A Co01 121.09(14) . . ?
C00O O00B Co02 123.59(15) . . ?
C00U N00D Co01 124.81(14) . . ?
C00U N00D C014 117.24(18) . . ?
C014 N00D Co01 117.81(14) . . ?
C017 N00G Co01 117.03(14) . 3_777 ?
C017 N00G C01D 116.89(19) . . ?
C01D N00G Co01 126.03(15) . 3_777 ?
O009 N00H O005 118.97(19) . . ?
O00C N00H O005 119.0(2) . . ?
O00C N00H O009 122.0(2) . . ?
C016 N00I Co02 121.93(15) . . ?
C016 N00I C01C 117.34(18) . . ?
C01C N00I Co02 119.38(14) . . ?
C018 N00L Co02 120.85(14) . . ?
C018 N00L C01L 116.76(19) . . ?
C01L N00L Co02 122.28(15) . . ?
C01J N00M Co02 122.44(15) . 3_666 ?
C01K N00M Co02 120.50(15) . 3_666 ?
C01K N00M C01J 117.06(19) . . ?
O003 C00N O006 116.09(18) . . ?
O00J C00N O003 121.4(2) . . ?
O00J C00N O006 122.5(2) . . ?
O00F C00O O00B 117.7(2) . . ?
O00K C00O O00B 118.7(2) . . ?
O00K C00O O00F 123.6(2) . . ?
O008 C00P O007 116.37(19) . . ?
O00E C00P O007 120.9(2) . . ?
O00E C00P O008 122.7(2) . . ?
C00R C00Q H00Q 120.1 . . ?
C00R C00Q C00V 119.70(19) . . ?
C00V C00Q H00Q 120.1 . . ?
N00A C00R C00Q 123.35(19) . . ?
N00A C00R H00R 118.3 . . ?
C00Q C00R H00R 118.3 . . ?
C00X C00S C011 117.0(2) . . ?
C00X C00S C01H 119.52(19) . . ?
C011 C00S C01H 123.5(2) . . ?
C00U C00T H00T 120.2 . . ?
C00U C00T C010 119.7(2) . . ?
C010 C00T H00T 120.2 . . ?
N00D C00U C00T 123.3(2) . . ?
N00D C00U H00U 118.4 . . ?
C00T C00U H00U 118.4 . . ?
C00Q C00V C01F 120.12(19) . . ?
C013 C00V C00Q 116.65(19) . . ?
C013 C00V C01F 123.22(19) . . ?
N00A C00W H00W 118.4 . . ?
N00A C00W C013 123.15(19) . . ?
C013 C00W H00W 118.4 . . ?
C00S C00X H00X 120.1 . . ?
C017 C00X C00S 119.8(2) . . ?
C017 C00X H00X 120.1 . . ?
C010 C00Y H00Y 120.1 . . ?
C014 C00Y H00Y 120.1 . . ?
C014 C00Y C010 119.7(2) . . ?
C01G C00Z C01I 123.2(2) . . ?
C01M C00Z C01G 117.1(2) . . ?
C01M C00Z C01I 119.7(2) . . ?
C00T C010 C00Y 117.02(19) . . ?
C00T C010 C01N 124.0(2) . . ?
C00Y C010 C01N 118.9(2) . . ?
C00S C011 H011 120.2 . . ?
C01D C011 C00S 119.7(2) . . ?
C01D C011 H011 120.2 . . ?
C01A C012 C01B 120.8(2) . . ?
C01P C012 C01A 117.38(19) . . ?
C01P C012 C01B 121.9(2) . . ?
C00V C013 H013 120.0 . . ?
C00W C013 C00V 119.98(19) . . ?
C00W C013 H013 120.0 . . ?
N00D C014 C00Y 123.0(2) . . ?
N00D C014 H014 118.5 . . ?
C00Y C014 H014 118.5 . . ?
C019 C015 C01E 116.9(2) . . ?
C019 C015 C01Q 121.7(2) . . ?
C01E C015 C01Q 121.4(2) . . ?
N00I C016 H016 118.4 . . ?
N00I C016 C01A 123.1(2) . . ?
C01A C016 H016 118.4 . . ?
N00G C017 C00X 123.2(2) . . ?
N00G C017 H017 118.4 . . ?
C00X C017 H017 118.4 . . ?
N00L C018 H018 118.2 . . ?
N00L C018 C019 123.5(2) . . ?
C019 C018 H018 118.2 . . ?
C015 C019 H019 120.1 . . ?
C018 C019 C015 119.7(2) . . ?
C018 C019 H019 120.1 . . ?
C012 C01A H01A 120.3 . . ?
C016 C01A C012 119.4(2) . . ?
C016 C01A H01A 120.3 . . ?
C012 C01B H01B 118.6 . . ?
C01N C01B C012 122.8(2) . . ?
C01N C01B H01B 118.6 . . ?
N00I C01C H01C 118.4 . . ?
N00I C01C C01P 123.2(2) . . ?
C01P C01C H01C 118.4 . . ?
N00G C01D C011 123.4(2) . . ?
N00G C01D H01D 118.3 . . ?
C011 C01D H01D 118.3 . . ?
C015 C01E H01E 120.1 . . ?
C01L C01E C015 119.7(2) . . ?
C01L C01E H01E 120.1 . . ?
C00V C01F H01F 117.9 . . ?
C01I C01F C00V 124.1(2) . . ?
C01I C01F H01F 117.9 . . ?
C00Z C01G H01G 120.3 . . ?
C01K C01G C00Z 119.4(2) . . ?
C01K C01G H01G 120.3 . . ?
C00S C01H H01H 117.7 . . ?
C01Q C01H C00S 124.7(2) . . ?
C01Q C01H H01H 117.7 . . ?
C00Z C01I H01I 117.5 . . ?
C01F C01I C00Z 125.0(2) . . ?
C01F C01I H01I 117.5 . . ?
N00M C01J H01J 118.5 . . ?
N00M C01J C01M 123.0(2) . . ?
C01M C01J H01J 118.5 . . ?
N00M C01K C01G 123.7(2) . . ?
N00M C01K H01K 118.2 . . ?
C01G C01K H01K 118.2 . . ?
N00L C01L C01E 123.4(2) . . ?
N00L C01L H01L 118.3 . . ?
C01E C01L H01L 118.3 . . ?
C00Z C01M H01M 120.2 . . ?
C01J C01M C00Z 119.7(2) . . ?
C01J C01M H01M 120.2 . . ?
C010 C01N H01N 117.6 . . ?
C01B C01N C010 124.8(2) . . ?
C01B C01N H01N 117.6 . . ?
O004 C01O H01O 109.5 . . ?
O004 C01O H01P 109.5 . . ?
O004 C01O H01Q 109.5 . . ?
H01O C01O H01P 109.5 . . ?
H01O C01O H01Q 109.5 . . ?
H01P C01O H01Q 109.5 . . ?
C012 C01P H01R 120.2 . . ?
C01C C01P C012 119.6(2) . . ?
C01C C01P H01R 120.2 . . ?
C015 C01Q H01S 118.3 . . ?
C01H C01Q C015 123.5(2) . . ?
C01H C01Q H01S 118.3 . . ?

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
Co01 O003 C00N O006 3.56(19) . . . . ?
Co01 O003 C00N O00J -176.99(19) . . . . ?
Co01 O006 C00N O003 -3.39(18) . . . . ?
Co01 O006 C00N O00J 177.2(2) . . . . ?
Co01 N00A C00R C00Q 178.15(16) . . . . ?
Co01 N00A C00W C013 -178.52(17) . . . . ?
Co01 N00D C00U C00T -172.53(16) . . . . ?
Co01 N00D C014 C00Y 174.17(17) . . . . ?
Co01 N00G C017 C00X -176.23(17) 3_777 . . . ?
Co01 N00G C01D C011 177.41(18) 3_777 . . . ?
Co02 O007 C00P O008 6.22(19) . . . . ?
Co02 O007 C00P O00E -174.19(19) . . . . ?
Co02 O008 C00P O007 -5.97(18) . . . . ?
Co02 O008 C00P O00E 174.4(2) . . . . ?
Co02 O00B C00O O00F 175.93(16) . . . . ?
Co02 O00B C00O O00K -3.7(3) . . . . ?
Co02 N00I C016 C01A -165.08(17) . . . . ?
Co02 N00I C01C C01P 165.89(17) . . . . ?
Co02 N00L C018 C019 176.22(18) . . . . ?
Co02 N00L C01L C01E -175.74(19) . . . . ?
Co02 N00M C01J C01M 179.66(19) 3_666 . . . ?
Co02 N00M C01K C01G -179.1(2) 3_666 . . . ?
N00A C00W C013 C00V 0.5(3) . . . . ?
N00I C016 C01A C012 -0.7(3) . . . . ?
N00I C01C C01P C012 -0.3(3) . . . . ?
N00L C018 C019 C015 0.8(4) . . . . ?
N00M C01J C01M C00Z -1.1(4) . . . . ?
C00Q C00V C013 C00W 0.7(3) . . . . ?
C00Q C00V C01F C01I 172.4(2) . . . . ?
C00R N00A C00W C013 -1.4(3) . . . . ?
C00R C00Q C00V C013 -1.0(3) . . . . ?
C00R C00Q C00V C01F 177.8(2) . . . . ?
C00S C00X C017 N00G -2.3(3) . . . . ?
C00S C011 C01D N00G -0.5(4) . . . . ?
C00S C01H C01Q C015 -176.1(2) . . . . ?
C00T C010 C01N C01B -24.2(4) . . . . ?
C00U N00D C014 C00Y -1.6(3) . . . . ?
C00U C00T C010 C00Y -1.9(3) . . . . ?
C00U C00T C010 C01N 176.5(2) . . . . ?
C00V C00Q C00R N00A 0.2(3) . . . . ?
C00V C01F C01I C00Z -179.9(2) . . . . ?
C00W N00A C00R C00Q 1.1(3) . . . . ?
C00X C00S C011 C01D -0.4(3) . . . . ?
C00X C00S C01H C01Q 146.8(2) . . . . ?
C00Y C010 C01N C01B 154.2(2) . . . . ?
C00Z C01G C01K N00M 0.0(4) . . . . ?
C010 C00T C00U N00D -1.2(3) . . . . ?
C010 C00Y C014 N00D -1.4(3) . . . . ?
C011 C00S C00X C017 1.8(3) . . . . ?
C011 C00S C01H C01Q -32.6(4) . . . . ?
C012 C01B C01N C010 -176.1(2) . . . . ?
C013 C00V C01F C01I -8.9(3) . . . . ?
C014 N00D C00U C00T 2.9(3) . . . . ?
C014 C00Y C010 C00T 3.1(3) . . . . ?
C014 C00Y C010 C01N -175.4(2) . . . . ?
C015 C01E C01L N00L -1.6(4) . . . . ?
C016 N00I C01C C01P -1.1(3) . . . . ?
C017 N00G C01D C011 0.1(3) . . . . ?
C018 N00L C01L C01E 0.4(4) . . . . ?
C019 C015 C01E C01L 2.3(3) . . . . ?
C019 C015 C01Q C01H -25.9(4) . . . . ?
C01A C012 C01B C01N 163.4(2) . . . . ?
C01A C012 C01P C01C 1.2(3) . . . . ?
C01B C012 C01A C016 178.8(2) . . . . ?
C01B C012 C01P C01C -178.3(2) . . . . ?
C01C N00I C016 C01A 1.6(3) . . . . ?
C01D N00G C017 C00X 1.3(3) . . . . ?
C01E C015 C019 C018 -1.9(3) . . . . ?
C01E C015 C01Q C01H 153.0(2) . . . . ?
C01F C00V C013 C00W -178.1(2) . . . . ?
C01G C00Z C01I C01F -14.8(4) . . . . ?
C01G C00Z C01M C01J 1.4(4) . . . . ?
C01H C00S C00X C017 -177.6(2) . . . . ?
C01H C00S C011 C01D 178.9(2) . . . . ?
C01I C00Z C01G C01K 179.5(2) . . . . ?
C01I C00Z C01M C01J -179.0(2) . . . . ?
C01J N00M C01K C01G 0.3(4) . . . . ?
C01K N00M C01J C01M 0.2(4) . . . . ?
C01L N00L C018 C019 0.0(3) . . . . ?
C01M C00Z C01G C01K -0.9(4) . . . . ?
C01M C00Z C01I C01F 165.6(2) . . . . ?
C01P C012 C01A C016 -0.8(3) . . . . ?
C01P C012 C01B C01N -17.1(3) . . . . ?
C01Q C015 C019 C018 177.0(2) . . . . ?
C01Q C015 C01E C01L -176.6(2) . . . . ?

_olex2_exptl_crystal_mounting_method 'manual mounting'
_olex2_submission_original_sample_id Mohamed-Adela-Co-apy-65
_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT183_ada-65-ad-co-apy_auto 
;
PROBLEM: Missing _cell_measurement_reflns_used Value ....     Please Do !  
RESPONSE: Data completeness= 1.59/1.00
;
_vrf_PLAT184_ada-65-ad-co-apy_auto 
;
PROBLEM: Missing _cell_measurement_theta_min Value ......     Please Do !  
RESPONSE: Theta(min)= 3.000
;
_vrf_PLAT185_ada-65-ad-co-apy_auto 
;
PROBLEM: Missing _cell_measurement_theta_max Value ......     Please Do !  
RESPONSE: Theta(max)= 69.985
;
####################################################################### 
# 
# 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_adela021
_database_code_depnum_ccdc_archive 'CCDC 2401036'
loop_
_audit_author_name
_audit_author_address
'Daniel Chartrand '
;Universite de Montreal 
Canada
;
_audit_update_record             
;
2024-11-06 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;
_audit_creation_date             2023-05-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/1
loop_
_audit_author_email
daniel.chartrand.1@umontreal.ca
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H11 Cu N O4'
_chemical_formula_sum            'C10 H11 Cu N O4'
_chemical_formula_weight         272.74
_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 0.0137 0.0067 '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 -2.7974 3.6876 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0253 0.0136 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 '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                   7.4818(4)
_cell_length_b                   8.4377(5)
_cell_length_c                   9.7327(6)
_cell_angle_alpha                98.578(3)
_cell_angle_beta                 111.346(2)
_cell_angle_gamma                104.415(2)
_cell_volume                     534.31(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6197
_cell_measurement_temperature    150
_cell_measurement_theta_max      65.549
_cell_measurement_theta_min      4.403
_shelx_estimated_absorpt_T_max   0.733
_shelx_estimated_absorpt_T_min   0.408
_exptl_absorpt_coefficient_mu    11.050
_exptl_absorpt_correction_T_max  0.752703
_exptl_absorpt_correction_T_min  0.381096
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1410 before and 0.0532 after correction.
 
For component 2:
 wR2(int) was 0.1797 before and 0.0877 after correction.
 The Ratio of minimum to maximum transmission is 0.51.

Final HKLF 4 output contains 16210 reflections, Rint = 0.0534
 (11677 with I > 3sig(I), Rint = 0.0491)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             278
_exptl_crystal_size_max          0.099
_exptl_crystal_size_mid          0.056
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Venture diffractometer equipped with a Photon III CMOS Detector,
a Helios MX optics and a Kappa goniometer. The crystal-to-detector distance 
was 4.0 cm, and the data collection was carried out in 1024 x 1024 pixel mode.
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.921
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2596
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         65.816
_diffrn_reflns_theta_min         4.402
_diffrn_ambient_temperature      150
_diffrn_detector                 'CMOS Area detector'
_diffrn_detector_area_resol_mean 10.42
_diffrn_detector_type            'Bruker CMOS Photon III '
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measurement_device       'k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Venture Metaljet'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'Focusing mirrors'
_diffrn_radiation_monochromator  'Helios MX Mirror Optics'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           'Ga K\a'
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   'Metal Jet'
_diffrn_source_current           2.86
_diffrn_source_power             0.19945639999999998
_diffrn_source_target            Ga
_diffrn_source_type              'Gallium Liquid Metal Jet Source'
_diffrn_source_voltage           69.74
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2464
_reflns_number_total             2596
_reflns_special_details          
;
 _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       
;
SAINT (2020) V8.40B; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_collection       
;
APEX 3 (2019) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction        
;
SAINT (2020) V8.40B; Integration Software for Single Crystal Data.
Bruker AXS Inc., Madison, WI 53719-1173.
;
_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    'XT  (Sheldrick, 2015)'
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         2596
_refine_ls_number_restraints     176
_refine_ls_R_factor_all          0.0350
_refine_ls_R_factor_gt           0.0319
_refine_ls_restrained_S_all      1.026
_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)+(0.0415P)²+0.4591P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0824
_refine_ls_wR_factor_ref         0.0838
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.834(3)
 0.166(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 N1B-C5B \\sim N1A-C5A \\sim N1A-C1A \\sim N1B-C1B
 with sigma of 0.02
 O3A-Cu1 \\sim Cu1-O3B \\sim O1A-Cu1 \\sim Cu1-O1B \\sim O4A-Cu1_$1 \\sim
Cu1_$1-O4B \\sim O2B-Cu1_$1
 \\sim Cu1_$1-O2A
 with sigma of 0.02
 O3A-C7 \\sim C7-O4A \\sim O3B-C7 \\sim C7-O4B \\sim O1A-C9 \\sim C9-O2A \\sim
O1B-C9 \\sim C9-O2B
 with sigma of 0.02
4. Restrained planarity
 N1B, C1B, C2B, C3B, C4B, C5B
 with sigma of 0.1
 N1A, C5A, C4A, C3A, C2A, C1A
 with sigma of 0.1
5. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1A with sigma of 0.01 and sigma
for terminal atoms of 0.01 within 1A
Uanis(C1A) \\sim Ueq, Uanis(C1B) \\sim Ueq, Uanis(C2B) \\sim Ueq, Uanis(C5A)
\\sim Ueq, Uanis(C5B) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C1B) = Uanis(C1A)
Uanis(C5A) = Uanis(C5B)
Uanis(N1B) = Uanis(N1A)
6. Others
 Sof(N1B)=Sof(C1B)=Sof(H1B)=Sof(C5B)=Sof(H5B)=Sof(C4B)=Sof(H4B)=Sof(C2B)=
 Sof(H2B)=Sof(C3B)=Sof(C6B)=Sof(H6B)=1-FVAR(1)
 Sof(C6A)=Sof(H6A)=Sof(C1A)=Sof(H1A)=Sof(N1A)=Sof(C5A)=Sof(H5A)=Sof(C4A)=
 Sof(H4A)=Sof(C3A)=Sof(C2A)=Sof(H2A)=FVAR(1)
 Fixed Sof: O4A(0.5) O2B(0.5) O3A(0.5) O1B(0.5) O1A(0.5) O2A(0.5) O3B(0.5)
 O4B(0.5)
7.a Aromatic/amide H refined with riding coordinates:
 C1B(H1B), C5B(H5B), C4B(H4B), C2B(H2B), C6B(H6B), C6A(H6A), C1A(H1A),
 C5A(H5A), C4A(H4A), C2A(H2A)
7.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C8(H8A,H8B,H8C)
;
_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 0.57991(5) 0.58193(4) 0.42101(4) 0.01440(10) Uani 1 1 d D . . . .
O4A O 0.1576(18) 0.3897(16) 0.4093(10) 0.0199(19) Uani 0.5 1 d D U P A 2
O2B O 0.3790(15) 0.6350(10) 0.6460(13) 0.0178(18) Uani 0.5 1 d D U P B 1
O3A O 0.2980(13) 0.4978(17) 0.2588(14) 0.019(2) Uani 0.5 1 d D U P A 2
O1B O 0.5628(12) 0.7847(12) 0.5410(9) 0.0161(15) Uani 0.5 1 d D U P B 1
N1B N 0.724(2) 0.713(3) 0.2954(18) 0.0166(9) Uani 0.540(9) 1 d D U P A 2
C9 C 0.4572(3) 0.7702(3) 0.6184(2) 0.0180(4) Uani 1 1 d D . . . .
C7 C 0.1488(3) 0.4329(3) 0.2876(2) 0.0188(4) Uani 1 1 d D . . . .
C10 C 0.4269(4) 0.9284(3) 0.6874(3) 0.0268(5) Uani 1 1 d . . . . .
H10A H 0.294375 0.898237 0.692053 0.040 Uiso 1 1 calc R U . . .
H10B H 0.432034 1.007921 0.623993 0.040 Uiso 1 1 calc R U . . .
H10C H 0.534607 0.981750 0.790925 0.040 Uiso 1 1 calc R U . . .
C1B C 0.6301(14) 0.7059(15) 0.1466(15) 0.0166(13) Uani 0.540(9) 1 d D U P A 2
H1B H 0.491824 0.636112 0.092366 0.020 Uiso 0.540(9) 1 calc R U P A 2
C8 C -0.0603(4) 0.4010(3) 0.1674(3) 0.0276(5) Uani 1 1 d . . . . .
H8A H -0.110126 0.286942 0.098726 0.041 Uiso 1 1 calc R U . . .
H8B H -0.055300 0.485317 0.108532 0.041 Uiso 1 1 calc R U . . .
H8C H -0.152085 0.409904 0.216630 0.041 Uiso 1 1 calc R U . . .
C5B C 0.920(2) 0.8089(18) 0.3671(11) 0.0217(14) Uani 0.540(9) 1 d D U P A 2
H5B H 0.992487 0.812629 0.471111 0.026 Uiso 0.540(9) 1 calc R U P A 2
C4B C 1.0217(13) 0.9034(10) 0.2973(10) 0.0242(15) Uani 0.540(9) 1 d . U P A 2
H4B H 1.160279 0.971775 0.353722 0.029 Uiso 0.540(9) 1 calc R U P A 2
C2B C 0.7211(13) 0.7935(11) 0.0680(9) 0.0178(15) Uani 0.540(9) 1 d . U P A 2
H2B H 0.646687 0.781895 -0.037597 0.021 Uiso 0.540(9) 1 calc R U P A 2
C3B C 0.9200(14) 0.8978(8) 0.1430(10) 0.0189(12) Uani 0.540(9) 1 d . U P A 2
C6B C 1.0291(7) 1.0050(6) 0.0741(5) 0.0211(13) Uani 0.540(9) 1 d . U P A 2
H6B H 1.153987 1.090306 0.142181 0.025 Uiso 0.540(9) 1 calc R U P A 2
C6A C 0.9189(9) 0.9328(7) -0.0194(6) 0.0203(14) Uani 0.460(9) 1 d . U P A 1
H6A H 0.841480 0.879919 -0.125737 0.024 Uiso 0.460(9) 1 calc R U P A 1
C1A C 0.5814(17) 0.6788(18) 0.1318(18) 0.0166(13) Uani 0.460(9) 1 d D U P A 1
H1A H 0.443404 0.609196 0.093470 0.020 Uiso 0.460(9) 1 calc R U P A 1
N1A N 0.704(3) 0.706(3) 0.279(2) 0.0166(9) Uani 0.460(9) 1 d D U P A 1
C5A C 0.895(3) 0.809(2) 0.3320(14) 0.0217(14) Uani 0.460(9) 1 d D U P A 1
H5A H 0.982156 0.829698 0.436828 0.026 Uiso 0.460(9) 1 calc R U P A 1
C4A C 0.9741(14) 0.8890(11) 0.2416(11) 0.0186(16) Uani 0.460(9) 1 d . U P A 1
H4A H 1.110427 0.963299 0.283614 0.022 Uiso 0.460(9) 1 calc R U P A 1
C3A C 0.8457(14) 0.8563(10) 0.0862(11) 0.0150(13) Uani 0.460(9) 1 d . U P A 1
C2A C 0.6520(15) 0.7509(12) 0.0327(9) 0.0172(16) Uani 0.460(9) 1 d . U P A 1
H2A H 0.563633 0.725598 -0.072505 0.021 Uiso 0.460(9) 1 calc R U P A 1
O1A O 0.5110(13) 0.7736(14) 0.5094(9) 0.0182(16) Uani 0.5 1 d D U P B 2
O2A O 0.4281(15) 0.6458(10) 0.6742(13) 0.0170(17) Uani 0.5 1 d D U P B 2
O3B O 0.2969(13) 0.5333(17) 0.2765(15) 0.022(2) Uani 0.5 1 d D U P A 1
O4B O 0.1678(17) 0.3569(15) 0.3911(9) 0.0180(18) Uani 0.5 1 d D U P A 1


_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 Cu1 2.6182(5) 2_666 ?
Cu1 O4A 1.982(9) 2_666 ?
Cu1 O2B 1.985(9) 2_666 ?
Cu1 O3A 1.985(9) . ?
Cu1 O1B 1.983(8) . ?
Cu1 N1B 2.16(2) . ?
Cu1 N1A 2.18(3) . ?
Cu1 O1A 1.986(9) . ?
Cu1 O2A 1.981(9) 2_666 ?
Cu1 O3B 1.964(10) . ?
Cu1 O4B 1.973(9) 2_666 ?
O4A C7 1.275(10) . ?
O2B C9 1.261(9) . ?
O3A C7 1.263(10) . ?
O1B C9 1.273(9) . ?
N1B C1B 1.345(10) . ?
N1B C5B 1.334(10) . ?
C9 C10 1.509(3) . ?
C9 O1A 1.266(9) . ?
C9 O2A 1.260(9) . ?
C7 C8 1.501(3) . ?
C7 O3B 1.266(10) . ?
C7 O4B 1.257(9) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C1B H1B 0.9500 . ?
C1B C2B 1.375(16) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C5B H5B 0.9500 . ?
C5B C4B 1.384(17) . ?
C4B H4B 0.9500 . ?
C4B C3B 1.402(8) . ?
C2B H2B 0.9500 . ?
C2B C3B 1.374(9) . ?
C3B C6B 1.465(8) . ?
C6B C6B 1.328(9) 2_775 ?
C6B H6B 0.9500 . ?
C6A C6A 1.325(11) 2_775 ?
C6A H6A 0.9500 . ?
C6A C3A 1.485(9) . ?
C1A H1A 0.9500 . ?
C1A N1A 1.339(11) . ?
C1A C2A 1.40(2) . ?
N1A C5A 1.336(12) . ?
C5A H5A 0.9500 . ?
C5A C4A 1.388(18) . ?
C4A H4A 0.9500 . ?
C4A C3A 1.404(9) . ?
C3A C2A 1.354(9) . ?
C2A H2A 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
O4A Cu1 O3A 166.1(5) 2_666 . ?
O4A Cu1 N1B 93.2(5) 2_666 . ?
O4A Cu1 O1A 100.2(4) 2_666 . ?
O2B Cu1 Cu1 83.9(3) 2_666 2_666 ?
O2B Cu1 N1A 93.8(7) 2_666 . ?
O3A Cu1 N1B 97.4(5) . . ?
O3A Cu1 O1A 87.5(5) . . ?
O1B Cu1 Cu1 84.7(3) . 2_666 ?
O1B Cu1 O2B 164.8(4) . 2_666 ?
O1B Cu1 N1A 97.9(7) . . ?
N1A Cu1 Cu1 176.9(5) . 2_666 ?
O1A Cu1 N1B 97.1(7) . . ?
O2A Cu1 O3A 80.7(5) 2_666 . ?
O2A Cu1 N1B 95.1(6) 2_666 . ?
O2A Cu1 O1A 164.0(4) 2_666 . ?
O3B Cu1 Cu1 84.8(4) . 2_666 ?
O3B Cu1 O4A 169.1(5) . 2_666 ?
O3B Cu1 O2B 100.1(5) . 2_666 ?
O3B Cu1 O1B 88.8(5) . . ?
O3B Cu1 N1A 93.5(6) . . ?
O3B Cu1 O2A 90.1(5) . 2_666 ?
O3B Cu1 O4B 163.7(5) . 2_666 ?
O4B Cu1 Cu1 82.8(3) 2_666 2_666 ?
O4B Cu1 O4A 10.0(6) 2_666 2_666 ?
O4B Cu1 O2B 89.2(4) 2_666 2_666 ?
O4B Cu1 O1B 79.5(4) 2_666 . ?
O4B Cu1 N1A 99.3(5) 2_666 . ?
O4B Cu1 O2A 99.1(4) 2_666 2_666 ?
C7 O4A Cu1 121.9(8) . 2_666 ?
C9 O2B Cu1 122.6(8) . 2_666 ?
C7 O3A Cu1 121.0(8) . . ?
C9 O1B Cu1 121.1(7) . . ?
C1B N1B Cu1 124.3(11) . . ?
C5B N1B Cu1 119.4(11) . . ?
C5B N1B C1B 116.3(14) . . ?
O2B C9 O1B 125.5(7) . . ?
O2B C9 C10 116.7(6) . . ?
O1B C9 C10 117.8(5) . . ?
O1A C9 C10 117.3(5) . . ?
O2A C9 C10 117.5(6) . . ?
O2A C9 O1A 125.2(8) . . ?
O4A C7 C8 116.1(6) . . ?
O3A C7 O4A 126.3(8) . . ?
O3A C7 C8 117.6(6) . . ?
O3B C7 C8 117.5(6) . . ?
O4B C7 C8 118.7(6) . . ?
O4B C7 O3B 123.8(8) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N1B C1B H1B 117.9 . . ?
N1B C1B C2B 124.2(11) . . ?
C2B C1B H1B 117.9 . . ?
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 . . ?
N1B C5B H5B 118.4 . . ?
N1B C5B C4B 123.2(11) . . ?
C4B C5B H5B 118.4 . . ?
C5B C4B H4B 120.1 . . ?
C5B C4B C3B 119.8(7) . . ?
C3B C4B H4B 120.1 . . ?
C1B C2B H2B 120.2 . . ?
C3B C2B C1B 119.7(7) . . ?
C3B C2B H2B 120.2 . . ?
C4B C3B C6B 118.6(7) . . ?
C2B C3B C4B 116.7(6) . . ?
C2B C3B C6B 124.6(7) . . ?
C3B C6B H6B 116.7 . . ?
C6B C6B C3B 126.5(7) 2_775 . ?
C6B C6B H6B 116.7 2_775 . ?
C6A C6A H6A 116.7 2_775 . ?
C6A C6A C3A 126.7(7) 2_775 . ?
C3A C6A H6A 116.7 . . ?
N1A C1A H1A 119.3 . . ?
N1A C1A C2A 121.5(13) . . ?
C2A C1A H1A 119.3 . . ?
C1A N1A Cu1 118.3(13) . . ?
C5A N1A Cu1 123.5(13) . . ?
C5A N1A C1A 118.2(18) . . ?
N1A C5A H5A 118.3 . . ?
N1A C5A C4A 123.4(14) . . ?
C4A C5A H5A 118.3 . . ?
C5A C4A H4A 121.0 . . ?
C5A C4A C3A 117.9(9) . . ?
C3A C4A H4A 121.0 . . ?
C4A C3A C6A 121.5(8) . . ?
C2A C3A C6A 119.9(8) . . ?
C2A C3A C4A 118.6(7) . . ?
C1A C2A H2A 119.9 . . ?
C3A C2A C1A 120.3(8) . . ?
C3A C2A H2A 119.9 . . ?
C9 O1A Cu1 121.3(7) . . ?
C9 O2A Cu1 122.9(8) . 2_666 ?
C7 O3B Cu1 122.3(9) . . ?
C7 O4B Cu1 123.6(8) . 2_666 ?

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 O4A C7 O3A -0.5(14) 2_666 . . . ?
Cu1 O4A C7 C8 178.8(5) 2_666 . . . ?
Cu1 O2B C9 O1B 3.0(11) 2_666 . . . ?
Cu1 O2B C9 C10 -175.2(4) 2_666 . . . ?
Cu1 O3A C7 O4A -11.4(15) . . . . ?
Cu1 O3A C7 C8 169.4(6) . . . . ?
Cu1 O1B C9 O2B 10.7(10) . . . . ?
Cu1 O1B C9 C10 -171.2(3) . . . . ?
Cu1 N1B C1B C2B 178.0(12) . . . . ?
Cu1 N1B C5B C4B -176.9(13) . . . . ?
Cu1 N1A C5A C4A -179.7(16) . . . . ?
N1B C1B C2B C3B -0.9(13) . . . . ?
N1B C5B C4B C3B -1.3(14) . . . . ?
C10 C9 O1A Cu1 174.5(3) . . . . ?
C10 C9 O2A Cu1 170.5(4) . . . 2_666 ?
C1B N1B C5B C4B 2.7(15) . . . . ?
C1B C2B C3B C4B 2.3(11) . . . . ?
C1B C2B C3B C6B -176.1(8) . . . . ?
C8 C7 O3B Cu1 -178.0(6) . . . . ?
C8 C7 O4B Cu1 -167.0(4) . . . 2_666 ?
C5B N1B C1B C2B -1.6(15) . . . . ?
C5B C4B C3B C2B -1.2(12) . . . . ?
C5B C4B C3B C6B 177.3(9) . . . . ?
C4B C3B C6B C6B 167.5(7) . . . 2_775 ?
C2B C3B C6B C6B -14.1(10) . . . 2_775 ?
C6A C6A C3A C4A -19.0(11) 2_775 . . . ?
C6A C6A C3A C2A 161.8(8) 2_775 . . . ?
C6A C3A C2A C1A -179.6(9) . . . . ?
C1A N1A C5A C4A -0.6(17) . . . . ?
N1A C1A C2A C3A -2.8(16) . . . . ?
N1A C5A C4A C3A -1.0(14) . . . . ?
C5A C4A C3A C6A -178.5(10) . . . . ?
C5A C4A C3A C2A 0.7(13) . . . . ?
C4A C3A C2A C1A 1.1(13) . . . . ?
C2A C1A N1A Cu1 -178.3(14) . . . . ?
C2A C1A N1A C5A 2.5(18) . . . . ?
O1A C9 O2A Cu1 -9.9(11) . . . 2_666 ?
O2A C9 O1A Cu1 -5.1(10) . . . . ?
O3B C7 O4B Cu1 14.4(13) . . . 2_666 ?
O4B C7 O3B Cu1 0.6(15) . . . . ?

_olex2_exptl_crystal_mounting_method 'mounted on a nylon cryoloop'
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.834(3)
2 0.166(3)

