# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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. 
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data_JTM956_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 1861399'
loop_
_audit_author_name
_audit_author_address
'Joel T. Mague'
;Department of Chemistry, Tulane University, New Orleans, LA 70118, USA
United States of America
;
_audit_update_record             
;
2018-08-10 deposited with the CCDC.	2022-09-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H19 Cl2 N5 O5 Zn 2, 2(H2 O)'
_chemical_formula_sum            'C31 H23 Cl2 N5 O7 Zn2'
_chemical_formula_weight         779.18

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           70
_space_group_name_H-M_alt        'F d d d'
_space_group_name_Hall           '-F 2uv 2vw'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+3/4, -y+3/4, z'
'-x+3/4, y, -z+3/4'
'x, -y+3/4, -z+3/4'
'x, y+1/2, z+1/2'
'-x+3/4, -y+5/4, z+1/2'
'-x+3/4, y+1/2, -z+5/4'
'x, -y+5/4, -z+5/4'
'x+1/2, y, z+1/2'
'-x+5/4, -y+3/4, z+1/2'
'-x+5/4, y, -z+5/4'
'x+1/2, -y+3/4, -z+5/4'
'x+1/2, y+1/2, z'
'-x+5/4, -y+5/4, z'
'-x+5/4, y+1/2, -z+3/4'
'x+1/2, -y+5/4, -z+3/4'
'-x, -y, -z'
'x-3/4, y-3/4, -z'
'x-3/4, -y, z-3/4'
'-x, y-3/4, z-3/4'
'-x, -y+1/2, -z+1/2'
'x-3/4, y-1/4, -z+1/2'
'x-3/4, -y+1/2, z-1/4'
'-x, y-1/4, z-1/4'
'-x+1/2, -y, -z+1/2'
'x-1/4, y-3/4, -z+1/2'
'x-1/4, -y, z-1/4'
'-x+1/2, y-3/4, z-1/4'
'-x+1/2, -y+1/2, -z'
'x-1/4, y-1/4, -z'
'x-1/4, -y+1/2, z-3/4'
'-x+1/2, y-1/4, z-3/4'

_cell_length_a                   18.8851(18)
_cell_length_b                   20.5134(19)
_cell_length_c                   31.983(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     12390(2)
_cell_formula_units_Z            16
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9730
_cell_measurement_theta_min      2.359
_cell_measurement_theta_max      29.693

_exptl_crystal_description       'thick plate'
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.671
_exptl_crystal_F_000             6304
_exptl_transmission_factor_min   0.723
_exptl_transmission_factor_max   0.888
_exptl_crystal_size_max          0.441
_exptl_crystal_size_mid          0.386
_exptl_crystal_size_min          0.185
_exptl_absorpt_coefficient_mu    1.778
_shelx_estimated_absorpt_T_min   0.508
_shelx_estimated_absorpt_T_max   0.734
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS  (Krause et al., 2015)'
_exptl_absorpt_correction_T_min  0.51
_exptl_absorpt_correction_T_max  0.73

_exptl_special_details           
;
The diffraction data were obtained from 3 sets of 400 frames, 
each of width 0.5 deg. in omega, colllected at phi = 0.00, 
90.00 and 180.00 deg. and 2 sets of 800 frames, each of 
width 0.45 deg in phi, collected at omega = -30.00 and 210.00 
deg. The scan time was 5 sec/frame.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           Mo--K\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Smart APEX CCD'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            58623
_diffrn_reflns_av_unetI/netI     0.0181
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_theta_min         1.598
_diffrn_reflns_theta_max         29.759
_diffrn_reflns_theta_full        29.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4394
_reflns_number_gt                3948
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  
'SHELXL-2018/1 (Sheldrick, 2015b)'
_computing_molecular_graphics    
'Mercury CSD 2.0 (Macrae, et al., 2008)'
_computing_publication_material  'SHELXTL (Bruker, 2016)'

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger. H-atoms attached to carbon 
were placed in calculated positions (C---H = 0.95 Å) while those 
attached to oxyogen were placed in locations derived from a difference 
map and their coordinates adjusted to give O---H = 0.87 %A. All were included 
as riding contributions with isotropic displacement parameters 1.2 - 1.5 
times those of the attached atoms. One hydrogen atom of the lattice water 
appears from difference maps to be disordered over two sites and was 
included as such in a 60:40 ratio based on relative peak heights.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0433P)²+39.1940P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4394
_refine_ls_number_parameters     214
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0285
_refine_ls_wR_factor_ref         0.0813
_refine_ls_wR_factor_gt          0.0791
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.52977(2) 0.66132(2) 0.36379(2) 0.01387(7) Uani 1 1 d . . . . .
Cl1 Cl 0.50169(2) 0.74915(2) 0.40104(2) 0.02344(10) Uani 1 1 d . . . . .
O1 O 0.48856(7) 0.58417(6) 0.39676(4) 0.0208(3) Uani 1 1 d . . . . .
O2 O 0.50666(8) 0.49893(6) 0.43864(4) 0.0245(3) Uani 1 1 d . . . . .
O3 O 0.625000 0.625000 0.38971(4) 0.0136(3) Uani 1 2 d S T P . .
N1 N 0.59495(7) 0.70353(7) 0.31681(4) 0.0135(2) Uani 1 1 d . . . . .
N2 N 0.47853(7) 0.62947(7) 0.30980(4) 0.0143(3) Uani 1 1 d . . . . .
N3 N 0.625000 0.625000 0.43195(5) 0.0128(3) Uani 1 2 d S T P . .
C1 C 0.65106(9) 0.74167(8) 0.32158(5) 0.0162(3) Uani 1 1 d . . . . .
H1 H 0.667218 0.750887 0.349078 0.019 Uiso 1 1 calc R U . . .
C2 C 0.68753(9) 0.76897(8) 0.28756(5) 0.0178(3) Uani 1 1 d . . . . .
H2 H 0.727623 0.796056 0.292043 0.021 Uiso 1 1 calc R U . . .
C3 C 0.66446(9) 0.75598(8) 0.24778(5) 0.0167(3) Uani 1 1 d . . . . .
H3 H 0.688803 0.773735 0.224411 0.020 Uiso 1 1 calc R U . . .
C4 C 0.60452(8) 0.71621(8) 0.24167(5) 0.0136(3) Uani 1 1 d . . . . .
C5 C 0.57604(9) 0.69984(8) 0.20131(5) 0.0173(3) Uani 1 1 d . . . . .
H5 H 0.598069 0.716465 0.176831 0.021 Uiso 1 1 calc R U . . .
C6 C 0.51816(10) 0.66100(8) 0.19765(5) 0.0178(3) Uani 1 1 d . . . . .
H6 H 0.500489 0.650794 0.170624 0.021 Uiso 1 1 calc R U . . .
C7 C 0.48318(9) 0.63509(8) 0.23384(5) 0.0148(3) Uani 1 1 d . . . . .
C8 C 0.42327(9) 0.59436(8) 0.23202(5) 0.0187(3) Uani 1 1 d . . . . .
H8 H 0.403940 0.582010 0.205771 0.022 Uiso 1 1 calc R U . . .
C9 C 0.39291(9) 0.57255(9) 0.26855(6) 0.0204(3) Uani 1 1 d . . . . .
H9 H 0.352392 0.545148 0.267662 0.024 Uiso 1 1 calc R U . . .
C10 C 0.42209(9) 0.59099(8) 0.30708(6) 0.0185(3) Uani 1 1 d . . . . .
H10 H 0.400817 0.575464 0.332084 0.022 Uiso 1 1 calc R U . . .
C11 C 0.50926(8) 0.65093(8) 0.27373(5) 0.0128(3) Uani 1 1 d . . . . .
C12 C 0.57125(8) 0.69126(7) 0.27767(5) 0.0119(3) Uani 1 1 d . . . . .
C13 C 0.51866(9) 0.55509(9) 0.42673(5) 0.0172(3) Uani 1 1 d . . . . .
C14 C 0.57361(9) 0.59159(8) 0.45218(5) 0.0145(3) Uani 1 1 d . . . . .
C15 C 0.57337(10) 0.59127(8) 0.49560(5) 0.0188(3) Uani 1 1 d . . . . .
H15 H 0.537770 0.567896 0.510284 0.023 Uiso 1 1 calc R U . . .
C16 C 0.625000 0.625000 0.51757(7) 0.0213(5) Uani 1 2 d S T P . .
H16 H 0.624998 0.625000 0.547277 0.026 Uiso 1 2 calc R U P . .
O4 O 0.44662(10) 0.44008(9) 0.36668(5) 0.0428(4) Uani 1 1 d . . . . .
H4A H 0.464455 0.459094 0.388588 0.064 Uiso 1 1 d R U . . .
H4B H 0.456215 0.398957 0.370156 0.064 Uiso 0.6 1 d R U P A 1
H4BA H 0.401028 0.443526 0.369920 0.064 Uiso 0.4 1 d R U P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.0548(12) . y
Zn1 N2 2.0846(14) . y
Zn1 O3 2.1158(6) . y
Zn1 N1 2.1268(13) . y
Zn1 Cl1 2.2241(5) . y
O1 C13 1.264(2) . ?
O2 C13 1.234(2) . ?
O3 N3 1.351(2) . ?
N1 C1 1.326(2) . ?
N1 C12 1.3530(19) . ?
N2 C10 1.329(2) . ?
N2 C11 1.364(2) . ?
N3 C14 1.3528(18) 14 ?
N3 C14 1.3528(18) . ?
C1 C2 1.404(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.371(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.409(2) . ?
C3 H3 0.9500 . ?
C4 C12 1.408(2) . ?
C4 C5 1.438(2) . ?
C5 C6 1.358(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.435(2) . ?
C6 H6 0.9500 . ?
C7 C11 1.406(2) . ?
C7 C8 1.408(2) . ?
C8 C9 1.376(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.402(2) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.439(2) . ?
C13 C14 1.517(2) . ?
C14 C15 1.389(2) . ?
C15 C16 1.387(2) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
O4 H4A 0.8699 . ?
O4 H4B 0.8700 . ?
O4 H4BA 0.8700 . ?

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 Zn1 N2 90.46(5) . . y
O1 Zn1 O3 81.35(4) . . y
N2 Zn1 O3 127.50(5) . . y
O1 Zn1 N1 153.55(5) . . y
N2 Zn1 N1 79.10(5) . . y
O3 Zn1 N1 85.89(5) . . y
O1 Zn1 Cl1 105.00(4) . . y
N2 Zn1 Cl1 125.94(4) . . y
O3 Zn1 Cl1 106.15(3) . . y
N1 Zn1 Cl1 100.76(4) . . y
C13 O1 Zn1 125.62(11) . . ?
N3 O3 Zn1 113.07(4) . 14 ?
N3 O3 Zn1 113.07(4) . . ?
Zn1 O3 Zn1 133.86(7) 14 . ?
C1 N1 C12 118.72(14) . . ?
C1 N1 Zn1 128.42(11) . . ?
C12 N1 Zn1 112.74(10) . . ?
C10 N2 C11 118.52(14) . . ?
C10 N2 Zn1 127.77(11) . . ?
C11 N2 Zn1 113.70(10) . . ?
O3 N3 C14 118.58(10) . 14 ?
O3 N3 C14 118.57(10) . . ?
C14 N3 C14 122.85(19) 14 . ?
N1 C1 C2 122.56(15) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 119.06(15) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 C4 119.78(15) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C12 C4 C3 117.10(14) . . ?
C12 C4 C5 118.83(15) . . ?
C3 C4 C5 124.07(15) . . ?
C6 C5 C4 121.04(15) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C7 121.23(15) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C11 C7 C8 117.15(15) . . ?
C11 C7 C6 119.03(15) . . ?
C8 C7 C6 123.82(15) . . ?
C9 C8 C7 119.52(15) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 119.66(16) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
N2 C10 C9 122.20(16) . . ?
N2 C10 H10 118.9 . . ?
C9 C10 H10 118.9 . . ?
N2 C11 C7 122.94(15) . . ?
N2 C11 C12 117.22(14) . . ?
C7 C11 C12 119.83(14) . . ?
N1 C12 C4 122.78(14) . . ?
N1 C12 C11 117.20(13) . . ?
C4 C12 C11 120.02(14) . . ?
O2 C13 O1 126.29(16) . . ?
O2 C13 C14 114.88(15) . . ?
O1 C13 C14 118.80(15) . . ?
N3 C14 C15 118.88(16) . . ?
N3 C14 C13 118.96(14) . . ?
C15 C14 C13 122.15(15) . . ?
C16 C15 C14 120.14(16) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C15 119.1(2) 14 . ?
C15 C16 H16 120.4 14 . ?
C15 C16 H16 120.4 . . ?
H4A O4 H4B 104.5 . . ?
H4A O4 H4BA 104.5 . . ?

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
Zn1 O3 N3 C14 57.73(8) 14 . . 14 ?
Zn1 O3 N3 C14 -122.27(8) . . . 14 ?
Zn1 O3 N3 C14 -122.27(8) 14 . . . ?
Zn1 O3 N3 C14 57.73(8) . . . . ?
C12 N1 C1 C2 -1.1(2) . . . . ?
Zn1 N1 C1 C2 -176.81(12) . . . . ?
N1 C1 C2 C3 0.1(3) . . . . ?
C1 C2 C3 C4 0.6(2) . . . . ?
C2 C3 C4 C12 -0.3(2) . . . . ?
C2 C3 C4 C5 179.83(15) . . . . ?
C12 C4 C5 C6 -0.1(2) . . . . ?
C3 C4 C5 C6 179.77(16) . . . . ?
C4 C5 C6 C7 0.2(2) . . . . ?
C5 C6 C7 C11 0.6(2) . . . . ?
C5 C6 C7 C8 -179.67(16) . . . . ?
C11 C7 C8 C9 0.5(2) . . . . ?
C6 C7 C8 C9 -179.22(16) . . . . ?
C7 C8 C9 C10 -0.2(3) . . . . ?
C11 N2 C10 C9 -0.8(2) . . . . ?
Zn1 N2 C10 C9 -179.39(12) . . . . ?
C8 C9 C10 N2 0.3(3) . . . . ?
C10 N2 C11 C7 1.1(2) . . . . ?
Zn1 N2 C11 C7 179.95(12) . . . . ?
C10 N2 C11 C12 -178.58(15) . . . . ?
Zn1 N2 C11 C12 0.23(18) . . . . ?
C8 C7 C11 N2 -1.0(2) . . . . ?
C6 C7 C11 N2 178.74(15) . . . . ?
C8 C7 C11 C12 178.70(14) . . . . ?
C6 C7 C11 C12 -1.5(2) . . . . ?
C1 N1 C12 C4 1.3(2) . . . . ?
Zn1 N1 C12 C4 177.73(12) . . . . ?
C1 N1 C12 C11 -178.57(14) . . . . ?
Zn1 N1 C12 C11 -2.18(17) . . . . ?
C3 C4 C12 N1 -0.6(2) . . . . ?
C5 C4 C12 N1 179.20(14) . . . . ?
C3 C4 C12 C11 179.26(14) . . . . ?
C5 C4 C12 C11 -0.9(2) . . . . ?
N2 C11 C12 N1 1.4(2) . . . . ?
C7 C11 C12 N1 -178.37(14) . . . . ?
N2 C11 C12 C4 -178.55(14) . . . . ?
C7 C11 C12 C4 1.7(2) . . . . ?
Zn1 O1 C13 O2 -156.75(14) . . . . ?
Zn1 O1 C13 C14 25.2(2) . . . . ?
O3 N3 C14 C15 179.87(11) . . . . ?
C14 N3 C14 C15 -0.13(11) 14 . . . ?
O3 N3 C14 C13 0.55(16) . . . . ?
C14 N3 C14 C13 -179.45(16) 14 . . . ?
O2 C13 C14 N3 133.70(15) . . . . ?
O1 C13 C14 N3 -48.0(2) . . . . ?
O2 C13 C14 C15 -45.6(2) . . . . ?
O1 C13 C14 C15 132.66(17) . . . . ?
N3 C14 C15 C16 0.3(2) . . . . ?
C13 C14 C15 C16 179.55(13) . . . . ?
C14 C15 C16 C15 -0.13(11) . . . 14 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C15 H15 O2 0.95 2.29 3.183(2) 156 17_666 yes
O4 H4A O2 0.87 1.97 2.836(2) 178 . yes
O4 H4B O4 0.87 1.88 2.723(4) 162 4 yes
O4 H4BA O4 0.87 1.89 2.757(4) 171 3 yes

_refine_diff_density_max         0.594
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.086



####################################################################### 
# 
# 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_JTM1148_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1934941'
loop_
_audit_author_name
_audit_author_address
'Joel T. Mague'
;Department of Chemistry, Tulane University
United States of America
;
_audit_update_record             
;
2019-06-18 deposited with the CCDC.	2022-09-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H7 Cu N2 O6, H2 O'
_chemical_formula_sum            'C9 H9 Cu N2 O7'
_chemical_formula_weight         320.72

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.1997(8)
_cell_length_b                   8.2594(8)
_cell_length_c                   9.3849(9)
_cell_angle_alpha                83.570(1)
_cell_angle_beta                 74.962(1)
_cell_angle_gamma                64.832(1)
_cell_volume                     555.55(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6981
_cell_measurement_theta_min      2.2470
_cell_measurement_theta_max      29.3280
_cell_measurement_temperature    150(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.917
_exptl_crystal_F_000             324
_exptl_transmission_factor_min   0.721
_exptl_transmission_factor_max   0.862
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.261
_exptl_crystal_size_min          0.157
_exptl_absorpt_coefficient_mu    2.000
_shelx_estimated_absorpt_T_min   0.550
_shelx_estimated_absorpt_T_max   0.744
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_absorpt_correction_T_min  0.62
_exptl_absorpt_correction_T_max  0.74

_exptl_special_details           
;
The diffraction data were obtained from 3 sets of 400 frames,
each of width 0.5° in ω, colllected at φ = 0.00,
90.00 and 180.00° and 2 sets of 800 frames, each of
width 0.45° in φ, collected at ω = --30.00 and 210.00°.
The scan time was 20 sec/frame.
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker Smart APEX CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            10786
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.247
_diffrn_reflns_theta_max         29.351
_diffrn_reflns_theta_full        28.500
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2976
_reflns_number_gt                2685
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_computing_structure_refinement  
'SHELXL-2018/1 (Sheldrick, 2015b)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2012)'
_computing_publication_material  'SHELXTL (Bruker, 2016)'

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger. H-atoms attached to carbon 
were placed in calculated positions (C---H = 0.95 Å) while those 
attached to oxygen were placed in locations derived from a difference 
map and their coordinates adjusted to give O---H = 0.87 %A. All were included 
as riding contributions with isotropic displacement parameters 1.2 - 1.5 
times those of the attached atoms.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0459P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2976
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0277
_refine_ls_R_factor_gt           0.0250
_refine_ls_wR_factor_ref         0.0746
_refine_ls_wR_factor_gt          0.0740
_refine_ls_goodness_of_fit_ref   1.161
_refine_ls_restrained_S_all      1.161
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.62539(2) 0.32490(2) 0.21626(2) 0.01116(8) Uani 1 1 d . . . . .
O1 O 0.49171(16) 0.33506(15) 0.07290(12) 0.0152(2) Uani 1 1 d . . . . .
O2 O 0.25093(17) 0.43967(18) -0.02797(13) 0.0234(3) Uani 1 1 d . . . . .
O3 O 0.42973(15) 0.54399(14) 0.30635(12) 0.0132(2) Uani 1 1 d . . . . .
O4 O 0.26405(17) 0.86403(15) 0.48539(13) 0.0176(2) Uani 1 1 d . . . . .
O5 O 0.22714(15) 0.66042(14) 0.65609(12) 0.0130(2) Uani 1 1 d . . . . .
N1 N 0.25165(17) 0.58230(16) 0.31685(14) 0.0102(2) Uani 1 1 d . . . . .
N2 N 0.84899(18) 0.12922(17) 0.09008(14) 0.0125(3) Uani 1 1 d . . . . .
C1 C 0.3216(2) 0.4292(2) 0.07578(17) 0.0135(3) Uani 1 1 d . . . . .
C2 C 0.1902(2) 0.5351(2) 0.21285(16) 0.0116(3) Uani 1 1 d . . . . .
C3 C 0.0012(2) 0.5848(2) 0.23446(17) 0.0140(3) Uani 1 1 d . . . . .
H3 H -0.043698 0.553854 0.162633 0.017 Uiso 1 1 calc R U . . .
C4 C -0.1230(2) 0.6786(2) 0.35885(18) 0.0146(3) Uani 1 1 d . . . . .
H4 H -0.251702 0.708743 0.374164 0.018 Uiso 1 1 calc R U . . .
C5 C -0.0570(2) 0.7280(2) 0.46056(17) 0.0134(3) Uani 1 1 d . . . . .
H5 H -0.140183 0.794021 0.545901 0.016 Uiso 1 1 calc R U . . .
C6 C 0.1317(2) 0.68012(19) 0.43681(17) 0.0107(3) Uani 1 1 d . . . . .
C7 C 0.2183(2) 0.74040(19) 0.53355(17) 0.0115(3) Uani 1 1 d . . . . .
C8 C 1.0228(2) 0.1106(2) 0.07839(19) 0.0168(3) Uani 1 1 d . . . . .
H8 H 1.043002 0.187498 0.133257 0.020 Uiso 1 1 calc R U . . .
C9 C 0.8274(2) 0.0178(2) 0.01164(19) 0.0168(3) Uani 1 1 d . . . . .
H9 H 0.706243 0.027045 0.017927 0.020 Uiso 1 1 calc R U . . .
O6 O 0.50025(17) 0.14156(16) 0.35346(13) 0.0187(2) Uani 1 1 d . . . . .
H6A H 0.522034 0.050367 0.301805 0.028 Uiso 1 1 d R U . . .
H6B H 0.573418 0.096695 0.413660 0.028 Uiso 1 1 d R U . . .
O7 O 0.5117(2) 0.11778(17) 0.79647(14) 0.0250(3) Uani 1 1 d . . . . .
H7A H 0.437401 0.213759 0.848151 0.038 Uiso 1 1 d R U . . .
H7B H 0.581631 0.153848 0.726316 0.038 Uiso 1 1 d 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 1.9185(11) . ?
Cu1 O3 1.9320(11) . ?
Cu1 O5 1.9547(11) 2_666 ?
Cu1 N2 2.0390(13) . ?
Cu1 O6 2.2810(12) . ?
O1 C1 1.2703(19) . ?
O2 C1 1.2339(19) . ?
O3 N1 1.3347(16) . ?
O4 C7 1.2337(19) . ?
O5 C7 1.2635(18) . ?
N1 C6 1.357(2) . ?
N1 C2 1.3662(19) . ?
N2 C9 1.334(2) . ?
N2 C8 1.343(2) . ?
C1 C2 1.521(2) . ?
C2 C3 1.388(2) . ?
C3 C4 1.384(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.383(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.385(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.521(2) . ?
C8 C9 1.379(2) 2_755 ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
O6 H6A 0.8699 . ?
O6 H6B 0.8697 . ?
O7 H7A 0.8699 . ?
O7 H7B 0.8700 . ?

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 O3 91.13(5) . . ?
O1 Cu1 O5 171.65(5) . 2_666 ?
O3 Cu1 O5 87.56(5) . 2_666 ?
O1 Cu1 N2 87.13(5) . . ?
O3 Cu1 N2 167.87(5) . . ?
O5 Cu1 N2 92.43(5) 2_666 . ?
O1 Cu1 O6 87.81(5) . . ?
O3 Cu1 O6 95.28(5) . . ?
O5 Cu1 O6 100.52(5) 2_666 . ?
N2 Cu1 O6 96.65(5) . . ?
C1 O1 Cu1 128.23(10) . . ?
N1 O3 Cu1 121.51(9) . . ?
C7 O5 Cu1 123.40(10) . 2_666 ?
O3 N1 C6 115.03(12) . . ?
O3 N1 C2 123.59(13) . . ?
C6 N1 C2 121.32(13) . . ?
C9 N2 C8 117.23(14) . . ?
C9 N2 Cu1 120.95(11) . . ?
C8 N2 Cu1 121.78(11) . . ?
O2 C1 O1 123.72(15) . . ?
O2 C1 C2 115.64(14) . . ?
O1 C1 C2 120.63(13) . . ?
N1 C2 C3 118.49(14) . . ?
N1 C2 C1 122.28(13) . . ?
C3 C2 C1 119.23(14) . . ?
C4 C3 C2 121.12(14) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C5 C4 C3 119.03(15) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C4 C5 C6 119.38(15) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
N1 C6 C5 120.58(14) . . ?
N1 C6 C7 115.30(13) . . ?
C5 C6 C7 124.01(14) . . ?
O4 C7 O5 128.61(14) . . ?
O4 C7 C6 116.46(13) . . ?
O5 C7 C6 114.88(13) . . ?
N2 C8 C9 121.34(15) . 2_755 ?
N2 C8 H8 119.3 . . ?
C9 C8 H8 119.3 2_755 . ?
N2 C9 C8 121.43(15) . 2_755 ?
N2 C9 H9 119.3 . . ?
C8 C9 H9 119.3 2_755 . ?
Cu1 O6 H6A 110.9 . . ?
Cu1 O6 H6B 100.1 . . ?
H6A O6 H6B 104.1 . . ?
H7A O7 H7B 103.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O3 N1 C6 148.38(10) . . . . ?
Cu1 O3 N1 C2 -34.45(17) . . . . ?
Cu1 O1 C1 O2 173.01(12) . . . . ?
Cu1 O1 C1 C2 -8.2(2) . . . . ?
O3 N1 C2 C3 -178.96(13) . . . . ?
C6 N1 C2 C3 -2.0(2) . . . . ?
O3 N1 C2 C1 1.6(2) . . . . ?
C6 N1 C2 C1 178.58(13) . . . . ?
O2 C1 C2 N1 -159.54(15) . . . . ?
O1 C1 C2 N1 21.6(2) . . . . ?
O2 C1 C2 C3 21.0(2) . . . . ?
O1 C1 C2 C3 -157.90(14) . . . . ?
N1 C2 C3 C4 -0.6(2) . . . . ?
C1 C2 C3 C4 178.91(14) . . . . ?
C2 C3 C4 C5 2.0(2) . . . . ?
C3 C4 C5 C6 -1.0(2) . . . . ?
O3 N1 C6 C5 -179.74(13) . . . . ?
C2 N1 C6 C5 3.0(2) . . . . ?
O3 N1 C6 C7 3.95(18) . . . . ?
C2 N1 C6 C7 -173.29(12) . . . . ?
C4 C5 C6 N1 -1.5(2) . . . . ?
C4 C5 C6 C7 174.47(14) . . . . ?
Cu1 O5 C7 O4 -15.8(2) 2_666 . . . ?
Cu1 O5 C7 C6 167.20(9) 2_666 . . . ?
N1 C6 C7 O4 74.72(18) . . . . ?
C5 C6 C7 O4 -101.44(18) . . . . ?
N1 C6 C7 O5 -107.86(16) . . . . ?
C5 C6 C7 O5 75.98(19) . . . . ?
C9 N2 C8 C9 0.3(3) . . . 2_755 ?
Cu1 N2 C8 C9 -177.49(13) . . . 2_755 ?
C8 N2 C9 C8 -0.3(3) . . . 2_755 ?
Cu1 N2 C9 C8 177.51(13) . . . 2_755 ?

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
C3 H3 O2 0.95 2.35 3.2545(19) 160 2_565 yes
O6 H6A O7 0.87 1.90 2.7389(17) 162 2_656 yes
O6 H6B O4 0.87 1.97 2.7294(17) 146 2_666 yes
O7 H7A O2 0.87 2.08 2.9449(18) 178 1_556 yes
O7 H7B O4 0.87 2.04 2.8327(17) 150 2_666 yes

_refine_diff_density_max         0.501
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.082



####################################################################### 
# 
# 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_jtm1612_4_a
_database_code_depnum_ccdc_archive 'CCDC 2125119'
loop_
_audit_author_name
_audit_author_address
'Joel T. Mague'
;Department of Chemistry, Tulane University, New Orleans
United States of America
;
_audit_update_record             
;
2022-04-29 deposited with the CCDC.	2022-09-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H13 Cu N3 O6, 2(H2 O)'
_chemical_formula_sum            'C19 H17 Cu N3 O8'
_chemical_formula_weight         478.89

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   10.9875(2)
_cell_length_b                   12.2930(2)
_cell_length_c                   27.5133(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3716.20(11)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9092
_cell_measurement_theta_min      4.8244
_cell_measurement_theta_max      72.2101
_cell_measurement_temperature    125(2)

_exptl_crystal_description       column
_exptl_crystal_colour            'light blue'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.712
_exptl_crystal_F_000             1960
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.173
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    2.183
_shelx_estimated_absorpt_T_min   0.704
_shelx_estimated_absorpt_T_max   0.918
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'TWINABS (Sheldrick, 2009)'
_exptl_absorpt_correction_T_min  0.70
_exptl_absorpt_correction_T_max  0.92

_exptl_special_details           
;
The intensity data were collected in 14 runs determined by the "Strategy" 
routine in APEX4 using 0.5° scans in both ω and φ. The exposure time 
was 15 sec/frame. Analysis of 792 reflections having I/σ(I) > 20 and 
chosen from the full data set with CELL_NOW (Sheldrick, 2008) 
showed the crystal to belong to the orthorhombic system and to be twinned 
by a 180° rotation about the a axis. The raw data were processed 
using the multi-component version ofSAINT under control of the 
two-component orientation file generated by CELL_NOW.
;

_diffrn_ambient_temperature      125(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'INCOATEC I\mS micro--focus source'
_diffrn_source_type              ?
_diffrn_source_power             0.05
_diffrn_source_current           1.0
_diffrn_source_voltage           50
_diffrn_radiation_monochromator  mirror

_diffrn_measurement_device       'Bruker D8 VENTURE PHOTON 3 CPAD'
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON 3 CPAD'
_diffrn_measurement_method       'ω and φ scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            6975
_diffrn_reflns_av_unetI/netI     0.0178
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         3.212
_diffrn_reflns_theta_max         72.361
_diffrn_reflns_theta_full        72.350
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_point_group_measured_fraction_full 0.949
_reflns_number_total             6975
_reflns_number_gt                6682
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.859
_reflns_Friedel_fraction_max     0.898
_reflns_Friedel_fraction_full    0.898

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'APEX4 (Bruker, 2021)'
_computing_cell_refinement       'SAINT (Bruker, 2021)'
_computing_data_reduction        'SAINT  (Bruker, 2021)'
_computing_structure_solution    'SHELXT/5 (Sheldrick, 2015a)'
_computing_structure_refinement  
'SHELXL 2018/3 (Sheldrick, 2015b)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2012)'
_computing_publication_material  'SHELXTL (Bruker, 2021)'

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger. H-atoms attached to carbon
were placed in calculated positions (C---H = 0.95 Å) while those 
attached to oxygen were placed in locations derived from a difference 
map and their coordinates adjusted to give O---H = 0.84 Å. All were 
included as riding contributions with isotropic displacement parameters 
1.2 - 1.5 times those of the attached atoms. Trial refinements with the 
single-component reflection file extracted from the full data set by 
TWINABS and with the full twinned data, indicated the former to be 
superior based on lower values for R1, su's on the derived parameters and 
residual peaks in the final difference map.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0523P)²+1.0441P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.47(3)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         6975
_refine_ls_number_parameters     560
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0274
_refine_ls_R_factor_gt           0.0263
_refine_ls_wR_factor_ref         0.0745
_refine_ls_wR_factor_gt          0.0737
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.25581(5) 0.90867(3) 0.38008(2) 0.01538(13) Uani 1 1 d . . . . .
O1 O 0.1072(2) 0.93315(19) 0.41522(9) 0.0194(5) Uani 1 1 d . . . . .
O2 O -0.0490(2) 0.88564(19) 0.46111(9) 0.0210(5) Uani 1 1 d . . . . .
O3 O 0.2220(2) 0.75686(19) 0.37436(11) 0.0185(6) Uani 1 1 d . . . . .
O4 O 0.2720(3) 0.5208(2) 0.34082(12) 0.0223(6) Uani 1 1 d . . . . .
O5 O 0.4189(2) 0.5749(2) 0.39132(9) 0.0258(5) Uani 1 1 d . . . . .
O6 O 0.3678(2) 0.89647(19) 0.45113(9) 0.0222(5) Uani 1 1 d . . . . .
H6A H 0.426932 0.856764 0.458817 0.033 Uiso 1 1 d R U . . .
H6B H 0.390870 0.959862 0.457840 0.033 Uiso 1 1 d R U . . .
N1 N 0.1734(2) 0.7020(2) 0.41170(10) 0.0151(5) Uani 1 1 d . . . . .
N2 N 0.2810(3) 1.0683(2) 0.36869(11) 0.0158(6) Uani 1 1 d . . . . .
N3 N 0.3945(3) 0.8934(2) 0.33404(13) 0.0149(7) Uani 1 1 d . . . . .
C1 C 0.0449(3) 0.8634(3) 0.43840(12) 0.0163(6) Uani 1 1 d . . . . .
C2 C 0.0864(3) 0.7453(2) 0.44165(11) 0.0149(6) Uani 1 1 d . . . . .
C3 C 0.0380(3) 0.6783(3) 0.47716(13) 0.0185(7) Uani 1 1 d . . . . .
H3 H -0.024052 0.705541 0.497922 0.022 Uiso 1 1 calc R U . . .
C4 C 0.0780(3) 0.5728(3) 0.48296(13) 0.0211(7) Uani 1 1 d . . . . .
H4 H 0.044759 0.528042 0.507759 0.025 Uiso 1 1 calc R U . . .
C5 C 0.1672(3) 0.5329(3) 0.45230(13) 0.0206(6) Uani 1 1 d . . . . .
H5 H 0.196057 0.460548 0.456013 0.025 Uiso 1 1 calc R U . . .
C6 C 0.2139(3) 0.5986(2) 0.41644(13) 0.0166(6) Uani 1 1 d . . . . .
C7 C 0.3101(3) 0.5625(2) 0.37931(13) 0.0177(6) Uani 1 1 d . . . . .
C8 C 0.2220(3) 1.1519(3) 0.38712(13) 0.0197(7) Uani 1 1 d . . . . .
H8 H 0.155169 1.139296 0.408260 0.024 Uiso 1 1 calc R U . . .
C9 C 0.2556(4) 1.2588(3) 0.37627(18) 0.0196(8) Uani 1 1 d . . . . .
H9 H 0.210793 1.317873 0.389465 0.023 Uiso 1 1 calc R U . . .
C10 C 0.3542(3) 1.2784(3) 0.34631(13) 0.0223(7) Uani 1 1 d . . . . .
H10 H 0.378141 1.350988 0.339241 0.027 Uiso 1 1 calc R U . . .
C11 C 0.4187(4) 1.1907(3) 0.32643(14) 0.0179(8) Uani 1 1 d . . . . .
C12 C 0.5230(4) 1.2001(3) 0.29497(17) 0.0221(9) Uani 1 1 d . . . . .
H12 H 0.553920 1.270347 0.287592 0.027 Uiso 1 1 calc R U . . .
C13 C 0.5797(4) 1.1098(3) 0.27518(18) 0.0232(9) Uani 1 1 d . . . . .
H13 H 0.646088 1.118215 0.253400 0.028 Uiso 1 1 calc R U . . .
C14 C 0.5366(5) 1.0027(2) 0.2880(2) 0.0195(10) Uani 1 1 d . . . . .
C15 C 0.5935(4) 0.9073(3) 0.27039(16) 0.0164(8) Uani 1 1 d . . . . .
H15 H 0.659318 0.911162 0.248051 0.020 Uiso 1 1 calc R U . . .
C16 C 0.5500(3) 0.8082(3) 0.28684(16) 0.0192(8) Uani 1 1 d . . . . .
H16 H 0.588562 0.742715 0.276818 0.023 Uiso 1 1 calc R U . . .
C17 C 0.4491(4) 0.8037(3) 0.31830(15) 0.0178(8) Uani 1 1 d . . . . .
H17 H 0.419285 0.734862 0.328522 0.021 Uiso 1 1 calc R U . . .
C18 C 0.4384(4) 0.9918(3) 0.31933(19) 0.0150(9) Uani 1 1 d . . . . .
C19 C 0.3779(4) 1.0859(3) 0.33834(15) 0.0169(8) Uani 1 1 d . . . . .
Cu2 Cu 0.49713(5) 0.59183(4) 0.62156(2) 0.01518(13) Uani 1 1 d . . . . .
O7 O 0.6444(2) 0.56629(19) 0.58622(9) 0.0189(5) Uani 1 1 d . . . . .
O8 O 0.8004(2) 0.6127(2) 0.54038(10) 0.0217(5) Uani 1 1 d . . . . .
O9 O 0.5324(2) 0.74329(18) 0.62729(11) 0.0175(5) Uani 1 1 d . . . . .
O10 O 0.4825(3) 0.9817(2) 0.65918(14) 0.0249(7) Uani 1 1 d . . . . .
O11 O 0.3354(2) 0.9252(2) 0.61030(9) 0.0260(5) Uani 1 1 d . . . . .
O12 O 0.3838(2) 0.60336(19) 0.55099(9) 0.0224(5) Uani 1 1 d . . . . .
H12A H 0.336199 0.550159 0.548574 0.034 Uiso 1 1 d R U . . .
H12B H 0.337913 0.657238 0.555082 0.034 Uiso 1 1 d R U . . .
N4 N 0.5798(2) 0.7982(2) 0.58962(10) 0.0136(5) Uani 1 1 d . . . . .
N5 N 0.4692(3) 0.4332(2) 0.63268(12) 0.0179(7) Uani 1 1 d . . . . .
N6 N 0.3600(3) 0.6087(3) 0.66773(13) 0.0168(7) Uani 1 1 d . . . . .
C20 C 0.7067(3) 0.6360(3) 0.56270(12) 0.0158(6) Uani 1 1 d . . . . .
C21 C 0.6659(3) 0.7546(2) 0.55920(11) 0.0152(6) Uani 1 1 d . . . . .
C22 C 0.7147(3) 0.8202(3) 0.52361(13) 0.0194(7) Uani 1 1 d . . . . .
H22 H 0.775397 0.791927 0.502517 0.023 Uiso 1 1 calc R U . . .
C23 C 0.6762(3) 0.9273(3) 0.51814(13) 0.0226(7) Uani 1 1 d . . . . .
H23 H 0.710568 0.972263 0.493641 0.027 Uiso 1 1 calc R U . . .
C24 C 0.5868(3) 0.9677(3) 0.54902(13) 0.0196(6) Uani 1 1 d . . . . .
H24 H 0.558377 1.040231 0.545397 0.024 Uiso 1 1 calc R U . . .
C25 C 0.5395(3) 0.9016(2) 0.58500(12) 0.0156(6) Uani 1 1 d . . . . .
C26 C 0.4440(3) 0.9392(2) 0.62191(13) 0.0169(6) Uani 1 1 d . . . . .
C27 C 0.5261(3) 0.3482(3) 0.61513(13) 0.0197(7) Uani 1 1 d . . . . .
H27 H 0.594470 0.359446 0.594591 0.024 Uiso 1 1 calc R U . . .
C28 C 0.4898(4) 0.2410(3) 0.6255(2) 0.0239(9) Uani 1 1 d . . . . .
H28 H 0.534011 0.181222 0.612568 0.029 Uiso 1 1 calc R U . . .
C29 C 0.3901(3) 0.2232(3) 0.65451(13) 0.0213(7) Uani 1 1 d . . . . .
H29 H 0.363467 0.151054 0.660945 0.026 Uiso 1 1 calc R U . . .
C30 C 0.3268(3) 0.3131(3) 0.67484(14) 0.0173(8) Uani 1 1 d . . . . .
C31 C 0.2236(3) 0.3037(3) 0.70626(16) 0.0185(8) Uani 1 1 d . . . . .
H31 H 0.193276 0.233802 0.714697 0.022 Uiso 1 1 calc R U . . .
C32 C 0.1691(4) 0.3937(3) 0.72392(16) 0.0178(8) Uani 1 1 d . . . . .
H32 H 0.100236 0.385604 0.744484 0.021 Uiso 1 1 calc R U . . .
C33 C 0.2116(4) 0.5012(2) 0.71275(19) 0.0146(9) Uani 1 1 d . . . . .
C34 C 0.1601(4) 0.5995(3) 0.72893(17) 0.0211(9) Uani 1 1 d . . . . .
H34 H 0.090791 0.597913 0.749555 0.025 Uiso 1 1 calc R U . . .
C35 C 0.2087(4) 0.6971(3) 0.71534(17) 0.0216(9) Uani 1 1 d . . . . .
H35 H 0.174668 0.763083 0.727128 0.026 Uiso 1 1 calc R U . . .
C36 C 0.3078(4) 0.6993(3) 0.68424(15) 0.0189(8) Uani 1 1 d . . . . .
H36 H 0.339655 0.767636 0.674365 0.023 Uiso 1 1 calc R U . . .
C37 C 0.3133(4) 0.5107(3) 0.68166(19) 0.0156(9) Uani 1 1 d . . . . .
C38 C 0.3721(3) 0.4164(3) 0.66268(14) 0.0146(8) Uani 1 1 d . . . . .
O13 O 0.0443(3) 0.4973(2) 0.30153(17) 0.0296(8) Uani 1 1 d . . . . .
H13A H 0.000300 0.475275 0.324479 0.044 Uiso 1 1 d R U . . .
H13B H 0.114299 0.501720 0.313631 0.044 Uiso 1 1 d R U . . .
O14 O 0.7074(3) 1.0174(3) 0.69991(17) 0.0350(8) Uani 1 1 d . . . . .
H14A H 0.755134 1.032920 0.677070 0.053 Uiso 1 1 d R U . . .
H14B H 0.638637 1.013750 0.686667 0.053 Uiso 1 1 d R U . . .
O15 O 0.4949(3) 0.7043(3) 0.46366(12) 0.0362(7) Uani 1 1 d . . . . .
H15A H 0.463102 0.678794 0.488438 0.054 Uiso 1 1 d R U . . .
H15B H 0.471044 0.665369 0.440656 0.054 Uiso 1 1 d R U . . .
O16 O 0.2563(3) 0.7956(3) 0.53874(12) 0.0385(8) Uani 1 1 d . . . . .
H16A H 0.288251 0.829044 0.562095 0.058 Uiso 1 1 d R U . . .
H16B H 0.267134 0.834482 0.514645 0.058 Uiso 1 1 d 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 O3 1.909(2) . ?
Cu1 O1 1.921(2) . ?
Cu1 N3 1.991(3) . ?
Cu1 N2 2.006(3) . ?
Cu1 O6 2.315(3) . ?
O1 C1 1.269(4) . ?
O2 C1 1.237(4) . ?
O3 N1 1.340(4) . ?
O4 C7 1.248(5) . ?
O5 C7 1.249(4) . ?
O6 H6A 0.8399 . ?
O6 H6B 0.8400 . ?
N1 C6 1.353(4) . ?
N1 C2 1.370(4) . ?
N2 C8 1.316(5) . ?
N2 C19 1.370(5) . ?
N3 C17 1.328(5) . ?
N3 C18 1.363(5) . ?
C1 C2 1.525(4) . ?
C2 C3 1.384(4) . ?
C3 C4 1.379(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.383(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.374(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.536(5) . ?
C8 C9 1.397(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.383(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.401(5) . ?
C10 H10 0.9500 . ?
C11 C19 1.403(5) . ?
C11 C12 1.441(6) . ?
C12 C13 1.384(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.442(5) . ?
C13 H13 0.9500 . ?
C14 C18 1.388(8) . ?
C14 C15 1.414(5) . ?
C15 C16 1.386(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.408(6) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C19 1.433(5) . ?
Cu2 O9 1.908(2) . ?
Cu2 O7 1.914(2) . ?
Cu2 N6 1.981(4) . ?
Cu2 N5 1.998(3) . ?
Cu2 O12 2.311(3) . ?
O7 C20 1.273(4) . ?
O8 C20 1.233(4) . ?
O9 N4 1.342(4) . ?
O10 C26 1.226(5) . ?
O11 C26 1.248(4) . ?
O12 H12A 0.8399 . ?
O12 H12B 0.8399 . ?
N4 C25 1.352(4) . ?
N4 C21 1.372(4) . ?
N5 C27 1.309(5) . ?
N5 C38 1.365(5) . ?
N6 C36 1.333(5) . ?
N6 C37 1.364(5) . ?
C20 C21 1.528(4) . ?
C21 C22 1.377(5) . ?
C22 C23 1.391(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.390(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.382(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.532(5) . ?
C27 C28 1.407(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.373(6) . ?
C28 H28 0.9500 . ?
C29 C30 1.420(5) . ?
C29 H29 0.9500 . ?
C30 C38 1.405(5) . ?
C30 C31 1.431(6) . ?
C31 C32 1.348(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.436(5) . ?
C32 H32 0.9500 . ?
C33 C34 1.406(5) . ?
C33 C37 1.413(7) . ?
C34 C35 1.366(6) . ?
C34 H34 0.9500 . ?
C35 C36 1.386(6) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 C38 1.425(5) . ?
O13 H13A 0.8400 . ?
O13 H13B 0.8400 . ?
O14 H14A 0.8400 . ?
O14 H14B 0.8404 . ?
O15 H15A 0.8272 . ?
O15 H15B 0.8352 . ?
O16 H16A 0.8401 . ?
O16 H16B 0.8261 . ?

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
O3 Cu1 O1 91.67(11) . . ?
O3 Cu1 N3 90.27(12) . . ?
O1 Cu1 N3 170.28(13) . . ?
O3 Cu1 N2 165.92(14) . . ?
O1 Cu1 N2 92.44(11) . . ?
N3 Cu1 N2 83.51(13) . . ?
O3 Cu1 O6 96.30(11) . . ?
O1 Cu1 O6 92.11(10) . . ?
N3 Cu1 O6 97.14(13) . . ?
N2 Cu1 O6 97.00(11) . . ?
C1 O1 Cu1 127.3(2) . . ?
N1 O3 Cu1 120.4(2) . . ?
Cu1 O6 H6A 131.4 . . ?
Cu1 O6 H6B 106.6 . . ?
H6A O6 H6B 104.5 . . ?
O3 N1 C6 114.5(3) . . ?
O3 N1 C2 122.9(3) . . ?
C6 N1 C2 122.5(3) . . ?
C8 N2 C19 119.6(3) . . ?
C8 N2 Cu1 129.5(3) . . ?
C19 N2 Cu1 110.9(2) . . ?
C17 N3 C18 118.7(4) . . ?
C17 N3 Cu1 129.1(3) . . ?
C18 N3 Cu1 112.1(3) . . ?
O2 C1 O1 123.7(3) . . ?
O2 C1 C2 115.5(3) . . ?
O1 C1 C2 120.7(3) . . ?
N1 C2 C3 117.5(3) . . ?
N1 C2 C1 122.9(3) . . ?
C3 C2 C1 119.5(3) . . ?
C4 C3 C2 121.2(3) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 119.3(3) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C6 C5 C4 119.6(3) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
N1 C6 C5 119.9(3) . . ?
N1 C6 C7 115.7(3) . . ?
C5 C6 C7 124.4(3) . . ?
O4 C7 O5 126.5(3) . . ?
O4 C7 C6 116.9(3) . . ?
O5 C7 C6 116.6(3) . . ?
N2 C8 C9 121.5(4) . . ?
N2 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C10 C9 C8 119.9(4) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 C11 119.6(3) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C10 C11 C19 117.0(4) . . ?
C10 C11 C12 125.1(3) . . ?
C19 C11 C12 117.9(4) . . ?
C13 C12 C11 122.0(4) . . ?
C13 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
C12 C13 C14 119.2(4) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
C18 C14 C15 118.4(3) . . ?
C18 C14 C13 119.7(4) . . ?
C15 C14 C13 121.8(5) . . ?
C16 C15 C14 117.7(4) . . ?
C16 C15 H15 121.1 . . ?
C14 C15 H15 121.1 . . ?
C15 C16 C17 120.4(3) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
N3 C17 C16 121.6(3) . . ?
N3 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
N3 C18 C14 123.0(3) . . ?
N3 C18 C19 116.4(4) . . ?
C14 C18 C19 120.6(3) . . ?
N2 C19 C11 122.3(4) . . ?
N2 C19 C18 117.1(3) . . ?
C11 C19 C18 120.6(4) . . ?
O9 Cu2 O7 91.73(11) . . ?
O9 Cu2 N6 89.98(12) . . ?
O7 Cu2 N6 170.31(13) . . ?
O9 Cu2 N5 166.16(15) . . ?
O7 Cu2 N5 92.72(12) . . ?
N6 Cu2 N5 83.51(14) . . ?
O9 Cu2 O12 96.84(11) . . ?
O7 Cu2 O12 92.23(10) . . ?
N6 Cu2 O12 97.04(13) . . ?
N5 Cu2 O12 96.08(11) . . ?
C20 O7 Cu2 127.0(2) . . ?
N4 O9 Cu2 120.4(2) . . ?
Cu2 O12 H12A 110.7 . . ?
Cu2 O12 H12B 105.0 . . ?
H12A O12 H12B 104.5 . . ?
O9 N4 C25 114.8(3) . . ?
O9 N4 C21 122.8(2) . . ?
C25 N4 C21 122.3(3) . . ?
C27 N5 C38 118.4(3) . . ?
C27 N5 Cu2 130.5(3) . . ?
C38 N5 Cu2 111.1(2) . . ?
C36 N6 C37 118.7(4) . . ?
C36 N6 Cu2 129.3(3) . . ?
C37 N6 Cu2 111.9(3) . . ?
O8 C20 O7 123.1(3) . . ?
O8 C20 C21 115.8(3) . . ?
O7 C20 C21 121.1(3) . . ?
N4 C21 C22 118.3(3) . . ?
N4 C21 C20 122.4(3) . . ?
C22 C21 C20 119.3(3) . . ?
C21 C22 C23 120.8(3) . . ?
C21 C22 H22 119.6 . . ?
C23 C22 H22 119.6 . . ?
C24 C23 C22 119.1(3) . . ?
C24 C23 H23 120.4 . . ?
C22 C23 H23 120.4 . . ?
C25 C24 C23 119.6(3) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
N4 C25 C24 119.8(3) . . ?
N4 C25 C26 116.4(3) . . ?
C24 C25 C26 123.7(3) . . ?
O10 C26 O11 127.1(3) . . ?
O10 C26 C25 116.5(3) . . ?
O11 C26 C25 116.4(3) . . ?
N5 C27 C28 122.5(3) . . ?
N5 C27 H27 118.8 . . ?
C28 C27 H27 118.8 . . ?
C29 C28 C27 119.6(3) . . ?
C29 C28 H28 120.2 . . ?
C27 C28 H28 120.2 . . ?
C28 C29 C30 119.7(3) . . ?
C28 C29 H29 120.2 . . ?
C30 C29 H29 120.2 . . ?
C38 C30 C29 115.9(3) . . ?
C38 C30 C31 119.8(3) . . ?
C29 C30 C31 124.2(3) . . ?
C32 C31 C30 120.2(3) . . ?
C32 C31 H31 119.9 . . ?
C30 C31 H31 119.9 . . ?
C31 C32 C33 122.3(4) . . ?
C31 C32 H32 118.8 . . ?
C33 C32 H32 118.9 . . ?
C34 C33 C37 116.1(3) . . ?
C34 C33 C32 126.3(4) . . ?
C37 C33 C32 117.5(3) . . ?
C35 C34 C33 120.7(4) . . ?
C35 C34 H34 119.6 . . ?
C33 C34 H34 119.6 . . ?
C34 C35 C36 119.5(4) . . ?
C34 C35 H35 120.2 . . ?
C36 C35 H35 120.2 . . ?
N6 C36 C35 122.2(4) . . ?
N6 C36 H36 118.9 . . ?
C35 C36 H36 118.9 . . ?
N6 C37 C33 122.7(4) . . ?
N6 C37 C38 116.4(4) . . ?
C33 C37 C38 120.9(3) . . ?
N5 C38 C30 123.9(3) . . ?
N5 C38 C37 116.9(3) . . ?
C30 C38 C37 119.2(4) . . ?
H13A O13 H13B 104.5 . . ?
H14A O14 H14B 104.4 . . ?
H15A O15 H15B 106.0 . . ?
H16A O16 H16B 105.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O3 N1 C6 -144.2(2) . . . . ?
Cu1 O3 N1 C2 38.2(4) . . . . ?
Cu1 O1 C1 O2 178.5(2) . . . . ?
Cu1 O1 C1 C2 1.3(4) . . . . ?
O3 N1 C2 C3 176.2(3) . . . . ?
C6 N1 C2 C3 -1.3(4) . . . . ?
O3 N1 C2 C1 -5.8(5) . . . . ?
C6 N1 C2 C1 176.7(3) . . . . ?
O2 C1 C2 N1 166.9(3) . . . . ?
O1 C1 C2 N1 -15.7(5) . . . . ?
O2 C1 C2 C3 -15.2(4) . . . . ?
O1 C1 C2 C3 162.2(3) . . . . ?
N1 C2 C3 C4 1.6(5) . . . . ?
C1 C2 C3 C4 -176.4(3) . . . . ?
C2 C3 C4 C5 -0.8(5) . . . . ?
C3 C4 C5 C6 -0.4(5) . . . . ?
O3 N1 C6 C5 -177.6(3) . . . . ?
C2 N1 C6 C5 0.1(5) . . . . ?
O3 N1 C6 C7 1.4(4) . . . . ?
C2 N1 C6 C7 179.0(3) . . . . ?
C4 C5 C6 N1 0.7(5) . . . . ?
C4 C5 C6 C7 -178.1(3) . . . . ?
N1 C6 C7 O4 -89.8(4) . . . . ?
C5 C6 C7 O4 89.1(4) . . . . ?
N1 C6 C7 O5 92.2(4) . . . . ?
C5 C6 C7 O5 -88.9(4) . . . . ?
C19 N2 C8 C9 0.3(6) . . . . ?
Cu1 N2 C8 C9 177.5(3) . . . . ?
N2 C8 C9 C10 -1.3(7) . . . . ?
C8 C9 C10 C11 1.0(6) . . . . ?
C9 C10 C11 C19 0.2(6) . . . . ?
C9 C10 C11 C12 -179.7(4) . . . . ?
C10 C11 C12 C13 -177.6(4) . . . . ?
C19 C11 C12 C13 2.5(6) . . . . ?
C11 C12 C13 C14 -2.8(7) . . . . ?
C12 C13 C14 C18 0.9(7) . . . . ?
C12 C13 C14 C15 -177.6(4) . . . . ?
C18 C14 C15 C16 -2.1(7) . . . . ?
C13 C14 C15 C16 176.5(4) . . . . ?
C14 C15 C16 C17 2.8(6) . . . . ?
C18 N3 C17 C16 -0.3(6) . . . . ?
Cu1 N3 C17 C16 -177.5(3) . . . . ?
C15 C16 C17 N3 -1.6(6) . . . . ?
C17 N3 C18 C14 0.9(7) . . . . ?
Cu1 N3 C18 C14 178.6(4) . . . . ?
C17 N3 C18 C19 -178.5(3) . . . . ?
Cu1 N3 C18 C19 -0.9(5) . . . . ?
C15 C14 C18 N3 0.3(8) . . . . ?
C13 C14 C18 N3 -178.3(4) . . . . ?
C15 C14 C18 C19 179.7(4) . . . . ?
C13 C14 C18 C19 1.1(7) . . . . ?
C8 N2 C19 C11 0.9(6) . . . . ?
Cu1 N2 C19 C11 -176.8(3) . . . . ?
C8 N2 C19 C18 -179.9(4) . . . . ?
Cu1 N2 C19 C18 2.4(4) . . . . ?
C10 C11 C19 N2 -1.2(6) . . . . ?
C12 C11 C19 N2 178.7(4) . . . . ?
C10 C11 C19 C18 179.7(4) . . . . ?
C12 C11 C19 C18 -0.4(6) . . . . ?
N3 C18 C19 N2 -1.1(6) . . . . ?
C14 C18 C19 N2 179.4(4) . . . . ?
N3 C18 C19 C11 178.1(3) . . . . ?
C14 C18 C19 C11 -1.4(7) . . . . ?
Cu2 O9 N4 C25 143.7(2) . . . . ?
Cu2 O9 N4 C21 -38.8(4) . . . . ?
Cu2 O7 C20 O8 -179.3(2) . . . . ?
Cu2 O7 C20 C21 -1.4(4) . . . . ?
O9 N4 C21 C22 -175.7(3) . . . . ?
C25 N4 C21 C22 1.7(4) . . . . ?
O9 N4 C21 C20 5.9(4) . . . . ?
C25 N4 C21 C20 -176.8(3) . . . . ?
O8 C20 C21 N4 -166.0(3) . . . . ?
O7 C20 C21 N4 16.0(5) . . . . ?
O8 C20 C21 C22 15.6(4) . . . . ?
O7 C20 C21 C22 -162.4(3) . . . . ?
N4 C21 C22 C23 -1.0(5) . . . . ?
C20 C21 C22 C23 177.5(3) . . . . ?
C21 C22 C23 C24 -0.4(5) . . . . ?
C22 C23 C24 C25 1.2(5) . . . . ?
O9 N4 C25 C24 176.7(3) . . . . ?
C21 N4 C25 C24 -0.9(5) . . . . ?
O9 N4 C25 C26 -2.0(4) . . . . ?
C21 N4 C25 C26 -179.5(3) . . . . ?
C23 C24 C25 N4 -0.6(5) . . . . ?
C23 C24 C25 C26 177.9(3) . . . . ?
N4 C25 C26 O10 90.7(4) . . . . ?
C24 C25 C26 O10 -87.8(4) . . . . ?
N4 C25 C26 O11 -90.6(4) . . . . ?
C24 C25 C26 O11 90.8(4) . . . . ?
C38 N5 C27 C28 0.9(6) . . . . ?
Cu2 N5 C27 C28 -177.1(3) . . . . ?
N5 C27 C28 C29 1.0(7) . . . . ?
C27 C28 C29 C30 -1.9(7) . . . . ?
C28 C29 C30 C38 0.8(6) . . . . ?
C28 C29 C30 C31 -178.7(4) . . . . ?
C38 C30 C31 C32 0.5(6) . . . . ?
C29 C30 C31 C32 180.0(4) . . . . ?
C30 C31 C32 C33 -0.6(7) . . . . ?
C31 C32 C33 C34 179.2(4) . . . . ?
C31 C32 C33 C37 0.7(7) . . . . ?
C37 C33 C34 C35 -0.9(7) . . . . ?
C32 C33 C34 C35 -179.4(4) . . . . ?
C33 C34 C35 C36 1.7(7) . . . . ?
C37 N6 C36 C35 0.6(6) . . . . ?
Cu2 N6 C36 C35 177.5(3) . . . . ?
C34 C35 C36 N6 -1.5(7) . . . . ?
C36 N6 C37 C33 0.3(7) . . . . ?
Cu2 N6 C37 C33 -177.1(4) . . . . ?
C36 N6 C37 C38 179.6(4) . . . . ?
Cu2 N6 C37 C38 2.2(5) . . . . ?
C34 C33 C37 N6 -0.1(7) . . . . ?
C32 C33 C37 N6 178.6(4) . . . . ?
C34 C33 C37 C38 -179.4(4) . . . . ?
C32 C33 C37 C38 -0.7(7) . . . . ?
C27 N5 C38 C30 -1.9(6) . . . . ?
Cu2 N5 C38 C30 176.4(3) . . . . ?
C27 N5 C38 C37 179.2(4) . . . . ?
Cu2 N5 C38 C37 -2.5(4) . . . . ?
C29 C30 C38 N5 1.1(6) . . . . ?
C31 C30 C38 N5 -179.4(4) . . . . ?
C29 C30 C38 C37 180.0(4) . . . . ?
C31 C30 C38 C37 -0.5(6) . . . . ?
N6 C37 C38 N5 0.3(6) . . . . ?
C33 C37 C38 N5 179.6(4) . . . . ?
N6 C37 C38 C30 -178.7(3) . . . . ?
C33 C37 C38 C30 0.6(7) . . . . ?

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
O6 H6A O15 0.84 2.02 2.766(4) 147 . yes
O6 H6B O2 0.84 2.01 2.843(3) 170 3_575 yes
C3 H3 O8 0.95 2.53 3.238(4) 132 1_455 yes
O12 H12A O8 0.84 2.05 2.825(3) 152 3_465 yes
O12 H12B O16 0.84 1.97 2.768(4) 157 . yes
C22 H22 O2 0.95 2.52 3.216(4) 130 1_655 yes
C36 H36 O11 0.95 2.62 3.456(5) 147 . yes
O13 H13A O5 0.84 2.14 2.965(5) 169 3_465 yes
O13 H13B O4 0.84 1.90 2.741(5) 177 . yes
O14 H14A O11 0.84 2.10 2.924(5) 166 3_575 yes
O14 H14B O10 0.84 1.92 2.749(5) 171 . yes
O15 H15A O12 0.83 2.14 2.966(4) 177 . yes
O15 H15B O5 0.84 1.85 2.681(4) 178 . yes
O16 H16A O11 0.84 1.85 2.678(4) 168 . yes
O16 H16B O6 0.83 2.20 2.975(4) 155 . yes

_refine_diff_density_max         0.629
_refine_diff_density_min         -0.377
_refine_diff_density_rms         0.056



