# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_5
_audit_block_doi                 10.5517/ccdc.csd.cc1pycpp
_database_code_depnum_ccdc_archive 'CCDC 1577363'
_audit_update_record             
;
2018-08-03 deposited with the CCDC.
2018-09-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H9 N2 O6 Zn, C4 H12 N, H2 O'
_chemical_formula_sum            'C20 H23 N3 O7 Zn'
_chemical_formula_weight         482.78

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   15.6345(8)
_cell_length_b                   11.2144(5)
_cell_length_c                   12.7553(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2236.41(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4158
_cell_measurement_theta_min      2.2
_cell_measurement_theta_max      25.5

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_F_000             1000
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    1.143
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6642
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23995
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.235
_diffrn_reflns_theta_max         25.497
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4158
_reflns_number_gt                3920
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.910
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.998

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0399P)²+0.2194P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_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   -0.004(15)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4158
_refine_ls_number_parameters     286
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0237
_refine_ls_wR_factor_ref         0.0653
_refine_ls_wR_factor_gt          0.0636
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.031
_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
Zn1 Zn 0.39596(2) 0.33968(2) 0.46948(4) 0.02973(11) Uani 1 1 d . . . . .
O1 O 0.47774(15) 0.27503(19) 0.57023(19) 0.0400(5) Uani 1 1 d . . . . .
O4 O 0.62977(17) -0.2260(2) 0.8541(2) 0.0481(6) Uani 1 1 d . . . . .
O5 O 0.83117(16) 0.0323(2) 0.6426(2) 0.0528(7) Uani 1 1 d . . . . .
O6 O 0.77578(15) 0.1241(2) 0.50641(18) 0.0431(6) Uani 1 1 d . . . . .
N1 N 0.46301(18) 0.4771(2) 0.4067(2) 0.0395(7) Uani 1 1 d . . . . .
O2 O 0.38494(18) 0.1352(3) 0.6100(4) 0.0718(11) Uani 1 1 d . . . . .
C5 C 0.6807(2) 0.0457(3) 0.6335(2) 0.0339(7) Uani 1 1 d . . . . .
C4 C 0.6668(2) -0.0447(3) 0.7071(2) 0.0356(7) Uani 1 1 d . . . . .
H4 H 0.7125 -0.0909 0.7301 0.043 Uiso 1 1 calc R U . . .
C7 C 0.4579(3) 0.1736(3) 0.6055(3) 0.0378(9) Uani 1 1 d . . . . .
C6 C 0.6128(2) 0.1167(3) 0.6015(3) 0.0331(7) Uani 1 1 d . . . . .
H6 H 0.6220 0.1771 0.5529 0.040 Uiso 1 1 calc R U . . .
O3 O 0.4920(2) -0.1864(3) 0.8448(3) 0.0654(9) Uani 1 1 d . . . . .
C3 C 0.5856(2) -0.0656(3) 0.7456(3) 0.0359(7) Uani 1 1 d . . . . .
C2 C 0.5184(2) 0.0070(3) 0.7135(3) 0.0353(8) Uani 1 1 d . . . . .
H2 H 0.4639 -0.0056 0.7404 0.042 Uiso 1 1 calc R U . . .
C8 C 0.5667(3) -0.1657(3) 0.8205(3) 0.0422(10) Uani 1 1 d . . . . .
C1 C 0.5320(2) 0.0984(3) 0.6413(3) 0.0334(7) Uani 1 1 d . . . . .
C15 C 0.4783(2) 0.5936(3) 0.4398(2) 0.0393(8) Uani 1 1 d . . . . .
C9 C 0.7694(2) 0.0682(3) 0.5926(3) 0.0357(7) Uani 1 1 d . . . . .
N2 N 0.5499(2) 0.5629(3) 0.2945(3) 0.0617(10) Uani 1 1 d . . . . .
H2A H 0.5820 0.5715 0.2402 0.074 Uiso 1 1 calc R U . . .
C16 C 0.5330(3) 0.6487(3) 0.3690(3) 0.0507(10) Uani 1 1 d . . . . .
N3 N 0.7495(4) 0.0143(6) 0.1418(5) 0.1099(19) Uani 1 1 d . . . . .
H3A H 0.7309 0.0531 0.1982 0.132 Uiso 1 1 calc R U . . .
H3B H 0.7077 -0.0348 0.1223 0.132 Uiso 1 1 calc R U . . .
C11 C 0.5601(4) 0.7649(4) 0.3808(4) 0.0706(13) Uani 1 1 d . . . . .
H11 H 0.5960 0.8010 0.3322 0.085 Uiso 1 1 calc R U . . .
C14 C 0.4493(4) 0.6556(4) 0.5268(3) 0.0610(12) Uani 1 1 d . . . . .
H14 H 0.4132 0.6202 0.5757 0.073 Uiso 1 1 calc R U . . .
C12 C 0.5314(4) 0.8244(4) 0.4673(7) 0.0892(16) Uani 1 1 d . . . . .
H12 H 0.5497 0.9021 0.4792 0.107 Uiso 1 1 calc R U . . .
C10 C 0.5080(3) 0.4653(4) 0.3213(3) 0.0545(10) Uani 1 1 d . . . . .
H10 H 0.5103 0.3949 0.2829 0.065 Uiso 1 1 calc R U . . .
C13 C 0.4759(4) 0.7715(5) 0.5378(5) 0.0902(18) Uani 1 1 d . . . . .
H13 H 0.4560 0.8159 0.5944 0.108 Uiso 1 1 calc R U . . .
O1W O 0.6771(4) 0.1351(10) 0.3137(5) 0.208(5) Uani 1 1 d G . . . .
H1WA H 0.7203 0.1219 0.3524 0.313 Uiso 1 1 d G U . . .
H1WB H 0.6382 0.0905 0.3386 0.313 Uiso 1 1 d G U . . .
C18 C 0.7987(6) -0.1379(10) 0.2618(8) 0.145(4) Uani 1 1 d . . . . .
H18A H 0.7545 -0.1919 0.2400 0.217 Uiso 1 1 calc R U . . .
H18B H 0.7786 -0.0911 0.3198 0.217 Uiso 1 1 calc R U . . .
H18C H 0.8482 -0.1825 0.2828 0.217 Uiso 1 1 calc R U . . .
C17 C 0.8208(5) -0.0599(12) 0.1754(11) 0.164(4) Uani 1 1 d . . . . .
H17A H 0.8401 -0.1079 0.1167 0.197 Uiso 1 1 calc R U . . .
H17B H 0.8679 -0.0090 0.1966 0.197 Uiso 1 1 calc R U . . .
C19 C 0.7600(10) 0.1086(19) 0.0526(9) 0.245(8) Uani 1 1 d . . . . .
H19A H 0.8125 0.1539 0.0598 0.294 Uiso 1 1 calc R U . . .
H19B H 0.7116 0.1627 0.0492 0.294 Uiso 1 1 calc R U . . .
C20 C 0.7630(13) 0.019(2) -0.0477(10) 0.43(2) Uani 1 1 d . . . . .
H20A H 0.7751 -0.0607 -0.0241 0.641 Uiso 1 1 calc R U . . .
H20B H 0.8069 0.0443 -0.0953 0.641 Uiso 1 1 calc R U . . .
H20C H 0.7087 0.0200 -0.0829 0.641 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
Zn1 O1 1.952(2) . ?
Zn1 O6 1.979(2) 3_455 ?
Zn1 O4 1.988(2) 2_654 ?
Zn1 N1 2.028(3) . ?
O1 C7 1.262(4) . ?
O4 C8 1.270(5) . ?
O4 Zn1 1.988(2) 2_655 ?
O5 C9 1.226(4) . ?
O6 C9 1.269(4) . ?
O6 Zn1 1.979(2) 3 ?
N1 C10 1.304(5) . ?
N1 C15 1.393(4) . ?
O2 C7 1.221(5) . ?
C5 C6 1.387(4) . ?
C5 C4 1.399(4) . ?
C5 C9 1.504(5) . ?
C4 C3 1.382(5) . ?
C4 H4 0.9300 . ?
C7 C1 1.503(5) . ?
C6 C1 1.378(5) . ?
C6 H6 0.9300 . ?
O3 C8 1.230(6) . ?
C3 C2 1.391(5) . ?
C3 C8 1.504(5) . ?
C2 C1 1.393(5) . ?
C2 H2 0.9300 . ?
C15 C14 1.386(5) . ?
C15 C16 1.389(5) . ?
N2 C10 1.321(5) . ?
N2 C16 1.378(5) . ?
N2 H2A 0.8600 . ?
C16 C11 1.378(6) . ?
N3 C17 1.456(12) . ?
N3 C19 1.562(15) . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
C11 C12 1.365(9) . ?
C11 H11 0.9300 . ?
C14 C13 1.372(6) . ?
C14 H14 0.9300 . ?
C12 C13 1.383(9) . ?
C12 H12 0.9300 . ?
C10 H10 0.9300 . ?
C13 H13 0.9300 . ?
O1W H1WA 0.8500 . ?
O1W H1WB 0.8499 . ?
C18 C17 1.449(15) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C19 C20 1.63(2) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O6 122.77(11) . 3_455 ?
O1 Zn1 O4 112.44(10) . 2_654 ?
O6 Zn1 O4 96.64(11) 3_455 2_654 ?
O1 Zn1 N1 101.73(11) . . ?
O6 Zn1 N1 115.39(11) 3_455 . ?
O4 Zn1 N1 107.43(12) 2_654 . ?
C7 O1 Zn1 114.1(2) . . ?
C8 O4 Zn1 115.7(3) . 2_655 ?
C9 O6 Zn1 112.4(2) . 3 ?
C10 N1 C15 104.8(3) . . ?
C10 N1 Zn1 122.1(3) . . ?
C15 N1 Zn1 132.9(2) . . ?
C6 C5 C4 119.7(3) . . ?
C6 C5 C9 120.5(3) . . ?
C4 C5 C9 119.8(3) . . ?
C3 C4 C5 120.3(3) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
O2 C7 O1 124.3(4) . . ?
O2 C7 C1 120.5(3) . . ?
O1 C7 C1 115.2(3) . . ?
C1 C6 C5 120.5(3) . . ?
C1 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C4 C3 C2 119.3(3) . . ?
C4 C3 C8 122.3(3) . . ?
C2 C3 C8 118.4(3) . . ?
C3 C2 C1 120.7(3) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
O3 C8 O4 123.5(3) . . ?
O3 C8 C3 119.2(4) . . ?
O4 C8 C3 117.3(4) . . ?
C6 C1 C2 119.5(3) . . ?
C6 C1 C7 120.7(3) . . ?
C2 C1 C7 119.8(3) . . ?
C14 C15 C16 119.9(3) . . ?
C14 C15 N1 131.1(3) . . ?
C16 C15 N1 109.0(3) . . ?
O5 C9 O6 123.5(3) . . ?
O5 C9 C5 119.4(3) . . ?
O6 C9 C5 117.1(3) . . ?
C10 N2 C16 107.8(3) . . ?
C10 N2 H2A 126.1 . . ?
C16 N2 H2A 126.1 . . ?
N2 C16 C11 132.6(4) . . ?
N2 C16 C15 104.8(3) . . ?
C11 C16 C15 122.6(4) . . ?
C17 N3 C19 121.4(9) . . ?
C17 N3 H3A 107.0 . . ?
C19 N3 H3A 107.0 . . ?
C17 N3 H3B 107.0 . . ?
C19 N3 H3B 107.0 . . ?
H3A N3 H3B 106.7 . . ?
C12 C11 C16 116.7(5) . . ?
C12 C11 H11 121.6 . . ?
C16 C11 H11 121.6 . . ?
C13 C14 C15 117.3(5) . . ?
C13 C14 H14 121.4 . . ?
C15 C14 H14 121.4 . . ?
C11 C12 C13 121.5(4) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
N1 C10 N2 113.6(4) . . ?
N1 C10 H10 123.2 . . ?
N2 C10 H10 123.2 . . ?
C14 C13 C12 122.0(5) . . ?
C14 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
H1WA O1W H1WB 104.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C18 C17 N3 112.7(8) . . ?
C18 C17 H17A 109.1 . . ?
N3 C17 H17A 109.1 . . ?
C18 C17 H17B 109.1 . . ?
N3 C17 H17B 109.1 . . ?
H17A C17 H17B 107.8 . . ?
N3 C19 C20 99.0(14) . . ?
N3 C19 H19A 112.0 . . ?
C20 C19 H19A 112.0 . . ?
N3 C19 H19B 112.0 . . ?
C20 C19 H19B 112.0 . . ?
H19A C19 H19B 109.6 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

_refine_diff_density_max         0.319
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.043

####################################################################### 
# 
# 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_jkb
_database_code_depnum_ccdc_archive 'CCDC 1575779'
_audit_update_record             
;
2017-09-21 deposited with the CCDC.
2018-09-14 downloaded from the CCDC.
;
_audit_creation_date             2017-08-31
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.25(C276 H180 Co16 N48 O72)'
_chemical_formula_sum            'C69 H45 Co4 N12 O18'
_chemical_formula_weight         1565.89
_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   37.298(6)
_cell_length_b                   13.1819(19)
_cell_length_c                   19.249(5)
_cell_angle_alpha                90
_cell_angle_beta                 113.855(14)
_cell_angle_gamma                90
_cell_volume                     8656(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.817
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             3180
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0859
_diffrn_reflns_av_unetI/netI     0.0679
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            46914
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.483
_diffrn_reflns_theta_max         25.483
_diffrn_reflns_theta_min         2.132
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5724
_reflns_number_total             7921
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.458
_refine_diff_density_min         -0.533
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     466
_refine_ls_number_reflns         7921
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0598
_refine_ls_R_factor_gt           0.0458
_refine_ls_restrained_S_all      0.990
_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)+(0.0612P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1184
_refine_ls_wR_factor_ref         0.1233
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C6(H6), C11(H11), C13(H13), C16(H16), C17(H17), C18(H18),
 C19(H19), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C29'(H29'),
 C30(H30), C31(H31), C32(H32), C33(H33), C36(H36), N2(H2A), N4(H4A), N6(H6A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
C1 C 0.31613(8) 0.5491(2) 0.36828(16) 0.0331(7) Uani 1 1 d . . . . .
C2 C 0.35542(8) 0.5214(2) 0.40439(16) 0.0343(7) Uani 1 1 d . . . . .
H2 H 0.3625 0.4651 0.4362 0.041 Uiso 1 1 calc R . . . .
C3 C 0.38412(8) 0.5778(2) 0.39296(17) 0.0357(7) Uani 1 1 d . . . . .
C4 C 0.37348(9) 0.6600(2) 0.34432(18) 0.0410(8) Uani 1 1 d . . . . .
H4 H 0.3925 0.6960 0.3350 0.049 Uiso 1 1 calc R . . . .
C5 C 0.33409(9) 0.6893(3) 0.30898(18) 0.0441(8) Uani 1 1 d . . . . .
C6 C 0.30584(9) 0.6338(2) 0.32205(18) 0.0414(8) Uani 1 1 d . . . . .
H6 H 0.2797 0.6538 0.2995 0.050 Uiso 1 1 calc R . . . .
C7 C 0.28515(9) 0.4848(2) 0.37779(18) 0.0380(7) Uani 1 1 d . . . . .
C8 C 0.42663(9) 0.5492(2) 0.43245(16) 0.0351(7) Uani 1 1 d . . . . .
C9 C 0.32292(11) 0.7774(3) 0.2553(2) 0.0539(9) Uani 1 1 d . . . . .
C10 C 0.5000 0.8051(3) 0.7500 0.0322(9) Uani 1 2 d S T P . .
C11 C 0.50381(8) 0.7515(2) 0.69102(15) 0.0316(6) Uani 1 1 d . . . . .
H11 H 0.5072 0.7866 0.6522 0.038 Uiso 1 1 calc R . . . .
C12 C 0.50258(8) 0.6467(2) 0.68944(15) 0.0309(6) Uani 1 1 d . . . . .
C13 C 0.5000 0.5940(3) 0.7500 0.0338(9) Uani 1 2 d S T P . .
H13 H 0.5000 0.5235 0.7500 0.041 Uiso 1 2 calc RS T P . .
C14 C 0.5000 0.9194(3) 0.7500 0.0364(10) Uani 1 2 d S T P . .
C15 C 0.50322(9) 0.5904(2) 0.62191(16) 0.0339(7) Uani 1 1 d . . . . .
C16 C 0.11037(13) 0.7681(4) 0.2255(3) 0.0806(14) Uani 1 1 d . . . . .
H16 H 0.0846 0.7905 0.2090 0.097 Uiso 1 1 calc R . . . .
C17 C 0.13946(15) 0.8304(4) 0.2265(3) 0.0883(15) Uani 1 1 d . . . . .
H17 H 0.1336 0.8977 0.2117 0.106 Uiso 1 1 calc R . . . .
C18 C 0.17786(14) 0.7964(4) 0.2490(3) 0.0879(15) Uani 1 1 d . . . . .
H18 H 0.1968 0.8405 0.2467 0.105 Uiso 1 1 calc R . . . .
C19 C 0.18827(11) 0.6995(3) 0.2744(2) 0.0646(11) Uani 1 1 d . . . . .
H19 H 0.2142 0.6779 0.2914 0.077 Uiso 1 1 calc R . . . .
C20 C 0.15921(9) 0.6350(3) 0.27400(18) 0.0450(8) Uani 1 1 d . . . . .
C21 C 0.12082(10) 0.6695(3) 0.2502(2) 0.0547(9) Uani 1 1 d . . . . .
C22 C 0.12431(10) 0.5100(3) 0.2837(2) 0.0594(10) Uani 1 1 d . . . . .
H22 H 0.1169 0.4459 0.2932 0.071 Uiso 1 1 calc R . . . .
C23 C 0.22846(17) 0.3966(6) 0.6289(3) 0.115(2) Uani 1 1 d . . . . .
H23 H 0.2280 0.3529 0.6665 0.138 Uiso 1 1 calc R . . . .
C24 C 0.2378(2) 0.4964(8) 0.6431(3) 0.165(4) Uani 1 1 d . . . . .
H24 H 0.2462 0.5196 0.6928 0.198 Uiso 1 1 calc R . . . .
C25 C 0.2354(2) 0.5640(6) 0.5875(3) 0.157(3) Uani 1 1 d . . . . .
H25 H 0.2392 0.6327 0.5992 0.188 Uiso 1 1 calc R . . . .
C26 C 0.22730(18) 0.5315(4) 0.5129(2) 0.106(2) Uani 1 1 d . . . . .
H26 H 0.2275 0.5760 0.4756 0.128 Uiso 1 1 calc R . . . .
C27 C 0.21911(12) 0.4314(3) 0.4988(2) 0.0604(10) Uani 1 1 d . . . . .
C28 C 0.21955(12) 0.3633(4) 0.5550(2) 0.0703(12) Uani 1 1 d . . . . .
C29' C 0.20277(12) 0.2843(3) 0.4484(3) 0.0667(11) Uani 1 1 d . . . . .
H29' H 0.1951 0.2318 0.4132 0.080 Uiso 1 1 calc R . . . .
C30 C 0.42012(18) 0.0582(4) 0.5708(4) 0.111(2) Uani 1 1 d . . . . .
H30 H 0.4235 0.0030 0.6029 0.133 Uiso 1 1 calc R . . . .
C31 C 0.38550(19) 0.0736(5) 0.5065(5) 0.145(3) Uani 1 1 d . . . . .
H31 H 0.3653 0.0268 0.4949 0.174 Uiso 1 1 calc R . . . .
C32 C 0.38042(17) 0.1562(5) 0.4596(4) 0.130(2) Uani 1 1 d . . . . .
H32 H 0.3570 0.1633 0.4171 0.156 Uiso 1 1 calc R . . . .
C33 C 0.40945(13) 0.2291(4) 0.4741(3) 0.0928(16) Uani 1 1 d . . . . .
H33 H 0.4057 0.2850 0.4425 0.111 Uiso 1 1 calc R . . . .
C34 C 0.44420(12) 0.2156(3) 0.5376(2) 0.0652(11) Uani 1 1 d . . . . .
C35 C 0.44929(13) 0.1304(3) 0.5840(3) 0.0781(13) Uani 1 1 d . . . . .
C36 C 0.50215(12) 0.2251(3) 0.6262(2) 0.0644(11) Uani 1 1 d . . . . .
H36 H 0.5274 0.2474 0.6558 0.077 Uiso 1 1 calc R . . . .
Co1 Co 0.48878(2) 0.40814(3) 0.52600(2) 0.02683(12) Uani 1 1 d . . . . .
Co2 Co 0.20480(2) 0.42989(3) 0.33041(2) 0.03677(13) Uani 1 1 d . . . . .
N1 N 0.16046(8) 0.5336(2) 0.29486(16) 0.0453(7) Uani 1 1 d . . . . .
N2 N 0.09934(9) 0.5870(2) 0.2575(2) 0.0665(9) Uani 1 1 d . . . . .
H2A H 0.0746 0.5859 0.2471 0.080 Uiso 1 1 calc R . . . .
N3 N 0.20826(8) 0.3778(2) 0.43128(16) 0.0481(7) Uani 1 1 d . . . . .
N4 N 0.20924(10) 0.2722(3) 0.5211(2) 0.0764(11) Uani 1 1 d . . . . .
H4A H 0.2072 0.2165 0.5424 0.092 Uiso 1 1 calc R . . . .
N5 N 0.47759(8) 0.2753(2) 0.56622(15) 0.0435(7) Uani 1 1 d . . . . .
N6 N 0.48708(11) 0.1390(3) 0.63985(19) 0.0722(10) Uani 1 1 d . . . . .
H6A H 0.4986 0.0971 0.6763 0.087 Uiso 1 1 calc R . . . .
O1 O 0.25031(6) 0.51669(17) 0.34436(12) 0.0438(5) Uani 1 1 d . . . . .
O2 O 0.29484(7) 0.4069(2) 0.41587(17) 0.0702(8) Uani 1 1 d . . . . .
O3 O 0.43464(6) 0.46725(18) 0.46911(12) 0.0474(6) Uani 1 1 d . . . . .
O4 O 0.45132(6) 0.60960(17) 0.42647(12) 0.0457(6) Uani 1 1 d . . . . .
O5 O 0.34627(8) 0.8067(2) 0.22817(17) 0.0831(10) Uani 1 1 d . . . . .
O6 O 0.29008(7) 0.81803(19) 0.23660(14) 0.0593(7) Uani 1 1 d . . . . .
O7 O 0.49542(7) 0.49805(17) 0.61725(11) 0.0453(6) Uani 1 1 d . . . . .
O9 O 0.52262(7) 0.96343(16) 0.72677(14) 0.0493(6) Uani 1 1 d . . . . .
O8 O 0.51077(7) 0.64057(17) 0.57413(11) 0.0452(6) 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
C1 C2 1.393(4) . ?
C1 C6 1.383(4) . ?
C1 C7 1.503(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.392(4) . ?
C3 C4 1.382(4) . ?
C3 C8 1.503(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.401(4) . ?
C5 C6 1.387(4) . ?
C5 C9 1.497(5) . ?
C6 H6 0.9300 . ?
C7 O1 1.266(4) . ?
C7 O2 1.228(4) . ?
C8 O3 1.258(4) . ?
C8 O4 1.257(4) . ?
C9 O5 1.245(4) . ?
C9 O6 1.249(4) . ?
C10 C11 1.393(3) . ?
C10 C11 1.393(3) 2_656 ?
C10 C14 1.506(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.382(4) . ?
C12 C13 1.393(3) . ?
C12 C15 1.505(4) . ?
C13 C12 1.394(3) 2_656 ?
C13 H13 0.9300 . ?
C14 O9 1.246(3) . ?
C14 O9 1.246(3) 2_656 ?
C15 O7 1.247(4) . ?
C15 O8 1.254(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.355(6) . ?
C16 C21 1.385(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.392(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.367(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.375(5) . ?
C20 C21 1.392(5) . ?
C20 N1 1.392(4) . ?
C21 N2 1.392(5) . ?
C22 H22 0.9300 . ?
C22 N1 1.314(4) . ?
C22 N2 1.331(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.360(9) . ?
C23 C28 1.395(7) . ?
C24 H24 0.9300 . ?
C24 C25 1.367(9) . ?
C25 H25 0.9300 . ?
C25 C26 1.409(7) . ?
C26 H26 0.9300 . ?
C26 C27 1.357(6) . ?
C27 C28 1.402(5) . ?
C27 N3 1.388(5) . ?
C28 N4 1.346(6) . ?
C29' H29' 0.9300 . ?
C29' N3 1.312(5) . ?
C29' N4 1.328(5) . ?
C30 H30 0.9300 . ?
C30 C31 1.396(8) . ?
C30 C35 1.389(6) . ?
C31 H31 0.9300 . ?
C31 C32 1.377(8) . ?
C32 H32 0.9300 . ?
C32 C33 1.389(7) . ?
C33 H33 0.9300 . ?
C33 C34 1.387(6) . ?
C34 C35 1.399(5) . ?
C34 N5 1.385(5) . ?
C35 N6 1.389(5) . ?
C36 H36 0.9300 . ?
C36 N5 1.325(4) . ?
C36 N6 1.338(5) . ?
Co1 Co1 2.8716(8) 5_666 ?
Co1 N5 2.025(2) . ?
Co1 O3 2.024(2) . ?
Co1 O4 2.057(2) 5_666 ?
Co1 O7 2.049(2) . ?
Co1 O8 2.038(2) 5_666 ?
Co2 N1 2.039(3) . ?
Co2 N3 2.014(3) . ?
Co2 O1 1.973(2) . ?
Co2 O5 2.408(3) 4_545 ?
Co2 O6 2.018(2) 4_545 ?
N2 H2A 0.8600 . ?
N4 H4A 0.8600 . ?
N6 H6A 0.8600 . ?
O4 Co1 2.057(2) 5_666 ?
O5 Co2 2.408(3) 4 ?
O6 Co2 2.018(2) 4 ?
O8 Co1 2.038(2) 5_666 ?

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
C2 C1 C7 119.8(3) . . ?
C6 C1 C2 119.7(3) . . ?
C6 C1 C7 120.5(3) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.2(3) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 C8 120.5(3) . . ?
C4 C3 C2 119.8(3) . . ?
C4 C3 C8 119.7(3) . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C9 119.6(3) . . ?
C6 C5 C4 119.4(3) . . ?
C6 C5 C9 121.0(3) . . ?
C1 C6 C5 120.6(3) . . ?
C1 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
O1 C7 C1 115.6(3) . . ?
O2 C7 C1 119.3(3) . . ?
O2 C7 O1 125.1(3) . . ?
O3 C8 C3 117.5(3) . . ?
O3 C8 O4 125.3(3) . . ?
O4 C8 C3 117.2(3) . . ?
O5 C9 C5 118.9(3) . . ?
O5 C9 O6 121.1(3) . . ?
O6 C9 C5 119.9(3) . . ?
C11 C10 C11 119.0(4) . 2_656 ?
C11 C10 C14 120.51(18) 2_656 . ?
C11 C10 C14 120.52(18) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.8(3) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 C13 119.5(3) . . ?
C11 C12 C15 120.0(2) . . ?
C13 C12 C15 120.5(3) . . ?
C12 C13 C12 120.2(4) . 2_656 ?
C12 C13 H13 119.9 . . ?
C12 C13 H13 119.9 2_656 . ?
O9 C14 C10 117.7(2) . . ?
O9 C14 C10 117.7(2) 2_656 . ?
O9 C14 O9 124.5(4) . 2_656 ?
O7 C15 C12 117.3(3) . . ?
O7 C15 O8 125.3(3) . . ?
O8 C15 C12 117.4(3) . . ?
C17 C16 H16 121.6 . . ?
C17 C16 C21 116.8(4) . . ?
C21 C16 H16 121.6 . . ?
C16 C17 H17 119.1 . . ?
C16 C17 C18 121.8(4) . . ?
C18 C17 H17 119.1 . . ?
C17 C18 H18 119.3 . . ?
C19 C18 C17 121.3(4) . . ?
C19 C18 H18 119.3 . . ?
C18 C19 H19 121.1 . . ?
C18 C19 C20 117.8(4) . . ?
C20 C19 H19 121.1 . . ?
C19 C20 C21 120.2(3) . . ?
C19 C20 N1 131.2(3) . . ?
C21 C20 N1 108.6(3) . . ?
C16 C21 C20 122.0(4) . . ?
C16 C21 N2 132.5(4) . . ?
C20 C21 N2 105.6(3) . . ?
N1 C22 H22 123.3 . . ?
N1 C22 N2 113.3(3) . . ?
N2 C22 H22 123.3 . . ?
C24 C23 H23 121.8 . . ?
C24 C23 C28 116.5(5) . . ?
C28 C23 H23 121.8 . . ?
C23 C24 H24 118.5 . . ?
C23 C24 C25 122.9(5) . . ?
C25 C24 H24 118.5 . . ?
C24 C25 H25 119.4 . . ?
C24 C25 C26 121.2(6) . . ?
C26 C25 H25 119.4 . . ?
C25 C26 H26 122.0 . . ?
C27 C26 C25 116.0(5) . . ?
C27 C26 H26 122.0 . . ?
C26 C27 C28 122.4(4) . . ?
C26 C27 N3 129.8(3) . . ?
N3 C27 C28 107.7(4) . . ?
C23 C28 C27 120.6(5) . . ?
N4 C28 C23 132.8(5) . . ?
N4 C28 C27 106.5(4) . . ?
N3 C29' H29' 123.3 . . ?
N3 C29' N4 113.4(4) . . ?
N4 C29' H29' 123.3 . . ?
C31 C30 H30 122.0 . . ?
C35 C30 H30 122.0 . . ?
C35 C30 C31 115.9(5) . . ?
C30 C31 H31 119.0 . . ?
C32 C31 C30 122.0(5) . . ?
C32 C31 H31 119.0 . . ?
C31 C32 H32 119.2 . . ?
C31 C32 C33 121.7(5) . . ?
C33 C32 H32 119.2 . . ?
C32 C33 H33 121.2 . . ?
C34 C33 C32 117.6(5) . . ?
C34 C33 H33 121.2 . . ?
C33 C34 C35 120.2(4) . . ?
N5 C34 C33 130.3(4) . . ?
N5 C34 C35 109.5(3) . . ?
C30 C35 C34 122.6(5) . . ?
N6 C35 C30 132.2(4) . . ?
N6 C35 C34 105.2(3) . . ?
N5 C36 H36 123.3 . . ?
N5 C36 N6 113.4(4) . . ?
N6 C36 H36 123.3 . . ?
N5 Co1 Co1 175.36(8) . 5_666 ?
N5 Co1 O3 103.00(10) . . ?
N5 Co1 O4 94.96(10) . 5_666 ?
N5 Co1 O7 98.31(10) . . ?
N5 Co1 O8 99.85(10) . 5_666 ?
O3 Co1 Co1 81.63(7) . 5_666 ?
O3 Co1 O4 162.02(9) . 5_666 ?
O3 Co1 O7 89.39(9) . . ?
O3 Co1 O8 89.87(9) . 5_666 ?
O4 Co1 Co1 80.41(7) 5_666 5_666 ?
O7 Co1 Co1 81.94(7) . 5_666 ?
O7 Co1 O4 87.22(9) . 5_666 ?
O8 Co1 Co1 79.69(7) 5_666 5_666 ?
O8 Co1 O4 87.81(9) 5_666 5_666 ?
O8 Co1 O7 161.52(9) 5_666 . ?
N1 Co2 O5 85.08(10) . 4_545 ?
N3 Co2 N1 106.21(11) . . ?
N3 Co2 O5 87.22(12) . 4_545 ?
N3 Co2 O6 112.41(11) . 4_545 ?
O1 Co2 N1 101.15(10) . . ?
O1 Co2 N3 110.51(11) . . ?
O1 Co2 O5 158.23(10) . 4_545 ?
O1 Co2 O6 102.25(10) . 4_545 ?
O6 Co2 N1 123.29(11) 4_545 . ?
O6 Co2 O5 57.96(9) 4_545 4_545 ?
C20 N1 Co2 132.0(2) . . ?
C22 N1 C20 105.6(3) . . ?
C22 N1 Co2 122.4(2) . . ?
C21 N2 H2A 126.5 . . ?
C22 N2 C21 106.9(3) . . ?
C22 N2 H2A 126.5 . . ?
C27 N3 Co2 127.5(2) . . ?
C29' N3 C27 105.0(3) . . ?
C29' N3 Co2 127.4(3) . . ?
C28 N4 H4A 126.3 . . ?
C29' N4 C28 107.4(3) . . ?
C29' N4 H4A 126.3 . . ?
C34 N5 Co1 129.1(2) . . ?
C36 N5 C34 104.8(3) . . ?
C36 N5 Co1 126.1(2) . . ?
C35 N6 H6A 126.5 . . ?
C36 N6 C35 107.0(3) . . ?
C36 N6 H6A 126.5 . . ?
C7 O1 Co2 121.8(2) . . ?
C8 O3 Co1 126.4(2) . . ?
C8 O4 Co1 126.2(2) . 5_666 ?
C9 O5 Co2 81.4(2) . 4 ?
C9 O6 Co2 99.4(2) . 4 ?
C15 O7 Co1 124.77(19) . . ?
C15 O8 Co1 128.2(2) . 5_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
C1 C2 C3 C4 -1.4(5) . . . . ?
C1 C2 C3 C8 179.3(3) . . . . ?
C1 C7 O1 Co2 166.12(19) . . . . ?
C2 C1 C6 C5 2.5(5) . . . . ?
C2 C1 C7 O1 178.5(3) . . . . ?
C2 C1 C7 O2 -1.9(5) . . . . ?
C2 C3 C4 C5 2.6(5) . . . . ?
C2 C3 C8 O3 7.4(4) . . . . ?
C2 C3 C8 O4 -172.2(3) . . . . ?
C3 C4 C5 C6 -1.3(5) . . . . ?
C3 C4 C5 C9 -178.9(3) . . . . ?
C3 C8 O3 Co1 178.77(19) . . . . ?
C3 C8 O4 Co1 179.80(18) . . . 5_666 ?
C4 C3 C8 O3 -171.9(3) . . . . ?
C4 C3 C8 O4 8.5(4) . . . . ?
C4 C5 C6 C1 -1.3(5) . . . . ?
C4 C5 C9 O5 18.1(5) . . . . ?
C4 C5 C9 O6 -164.4(3) . . . . ?
C5 C9 O5 Co2 -178.7(3) . . . 4 ?
C5 C9 O6 Co2 178.0(3) . . . 4 ?
C6 C1 C2 C3 -1.1(5) . . . . ?
C6 C1 C7 O1 -3.5(5) . . . . ?
C6 C1 C7 O2 176.1(3) . . . . ?
C6 C5 C9 O5 -159.5(4) . . . . ?
C6 C5 C9 O6 18.1(6) . . . . ?
C7 C1 C2 C3 176.9(3) . . . . ?
C7 C1 C6 C5 -175.5(3) . . . . ?
C8 C3 C4 C5 -178.0(3) . . . . ?
C9 C5 C6 C1 176.3(3) . . . . ?
C10 C11 C12 C13 -4.1(4) . . . . ?
C10 C11 C12 C15 174.7(2) . . . . ?
C11 C10 C11 C12 2.07(19) 2_656 . . . ?
C11 C10 C14 O9 141.84(18) . . . 2_656 ?
C11 C10 C14 O9 141.84(18) 2_656 . . . ?
C11 C10 C14 O9 -38.16(18) . . . . ?
C11 C10 C14 O9 -38.16(18) 2_656 . . 2_656 ?
C11 C12 C13 C12 2.04(19) . . . 2_656 ?
C11 C12 C15 O7 -168.1(3) . . . . ?
C11 C12 C15 O8 10.4(4) . . . . ?
C12 C15 O7 Co1 173.36(18) . . . . ?
C12 C15 O8 Co1 -176.37(19) . . . 5_666 ?
C13 C12 C15 O7 10.6(4) . . . . ?
C13 C12 C15 O8 -170.8(2) . . . . ?
C14 C10 C11 C12 -177.92(19) . . . . ?
C15 C12 C13 C12 -176.7(3) . . . 2_656 ?
C16 C17 C18 C19 -3.0(8) . . . . ?
C16 C21 N2 C22 179.6(5) . . . . ?
C17 C16 C21 C20 -0.9(7) . . . . ?
C17 C16 C21 N2 179.3(4) . . . . ?
C17 C18 C19 C20 2.7(7) . . . . ?
C18 C19 C20 C21 -1.6(6) . . . . ?
C18 C19 C20 N1 178.9(4) . . . . ?
C19 C20 C21 C16 0.7(6) . . . . ?
C19 C20 C21 N2 -179.4(3) . . . . ?
C19 C20 N1 C22 179.5(4) . . . . ?
C19 C20 N1 Co2 -3.8(6) . . . . ?
C20 C21 N2 C22 -0.3(4) . . . . ?
C21 C16 C17 C18 1.9(8) . . . . ?
C21 C20 N1 C22 0.0(4) . . . . ?
C21 C20 N1 Co2 176.7(2) . . . . ?
C23 C24 C25 C26 -7.3(14) . . . . ?
C23 C28 N4 C29' 177.8(5) . . . . ?
C24 C23 C28 C27 -2.2(9) . . . . ?
C24 C23 C28 N4 -180.0(6) . . . . ?
C24 C25 C26 C27 4.9(11) . . . . ?
C25 C26 C27 C28 -1.5(9) . . . . ?
C25 C26 C27 N3 176.6(5) . . . . ?
C26 C27 C28 C23 0.2(7) . . . . ?
C26 C27 C28 N4 178.5(5) . . . . ?
C26 C27 N3 C29' -178.2(5) . . . . ?
C26 C27 N3 Co2 5.1(7) . . . . ?
C27 C28 N4 C29' -0.2(5) . . . . ?
C28 C23 C24 C25 5.7(13) . . . . ?
C28 C27 N3 C29' 0.1(4) . . . . ?
C28 C27 N3 Co2 -176.6(3) . . . . ?
C30 C31 C32 C33 -0.5(13) . . . . ?
C30 C35 N6 C36 -178.8(6) . . . . ?
C31 C30 C35 C34 2.1(9) . . . . ?
C31 C30 C35 N6 -178.3(6) . . . . ?
C31 C32 C33 C34 0.6(11) . . . . ?
C32 C33 C34 C35 0.6(8) . . . . ?
C32 C33 C34 N5 -179.3(5) . . . . ?
C33 C34 C35 C30 -2.0(8) . . . . ?
C33 C34 C35 N6 178.3(5) . . . . ?
C33 C34 N5 C36 -178.0(5) . . . . ?
C33 C34 N5 Co1 0.1(7) . . . . ?
C34 C35 N6 C36 0.8(5) . . . . ?
C35 C30 C31 C32 -0.9(12) . . . . ?
C35 C34 N5 C36 2.1(5) . . . . ?
C35 C34 N5 Co1 -179.7(3) . . . . ?
N1 C20 C21 C16 -179.7(4) . . . . ?
N1 C20 C21 N2 0.2(4) . . . . ?
N1 C22 N2 C21 0.3(5) . . . . ?
N2 C22 N1 C20 -0.1(4) . . . . ?
N2 C22 N1 Co2 -177.3(2) . . . . ?
N3 C27 C28 C23 -178.2(4) . . . . ?
N3 C27 C28 N4 0.1(5) . . . . ?
N3 C29' N4 C28 0.3(5) . . . . ?
N4 C29' N3 C27 -0.3(4) . . . . ?
N4 C29' N3 Co2 176.4(2) . . . . ?
N5 C34 C35 C30 177.9(5) . . . . ?
N5 C34 C35 N6 -1.8(5) . . . . ?
N5 C36 N6 C35 0.5(5) . . . . ?
N6 C36 N5 C34 -1.6(5) . . . . ?
N6 C36 N5 Co1 -179.9(3) . . . . ?
O2 C7 O1 Co2 -13.4(5) . . . . ?
O3 C8 O4 Co1 0.2(4) . . . 5_666 ?
O4 C8 O3 Co1 -1.7(4) . . . . ?
O5 C9 O6 Co2 -4.4(4) . . . 4 ?
O6 C9 O5 Co2 3.7(4) . . . 4 ?
O7 C15 O8 Co1 2.1(5) . . . 5_666 ?
O8 C15 O7 Co1 -5.1(4) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.690 -0.484 0.192 3013.4 52.3 ?

_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_jnb_rt_2014_znbtc2abi
_database_code_depnum_ccdc_archive 'CCDC 1575781'
_audit_update_record             
;
2017-09-21 deposited with the CCDC.
2018-09-14 downloaded from the CCDC.
;
_audit_creation_date             2017-07-19
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H15 N3 O13 Zn2, 2(C7 H8 N3), 6(H2 O)'
_chemical_formula_sum            'C39 H43 N9 O19 Zn2'
_chemical_formula_weight         1072.56
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'

_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                   10.2050(3)
_cell_length_b                   14.3969(4)
_cell_length_c                   16.5940(4)
_cell_angle_alpha                97.411(2)
_cell_angle_beta                 102.378(2)
_cell_angle_gamma                105.892(2)
_cell_volume                     2244.13(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8753
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.158
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6118
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0667 before and 0.0473 after correction.
The Ratio of minimum to maximum transmission is 0.8204.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_unetI/netI     0.0359
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            32668
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_min         2.416
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6691
_reflns_number_total             8250
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.479
_refine_diff_density_min         -0.538
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     635
_refine_ls_number_reflns         8250
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0463
_refine_ls_R_factor_gt           0.0342
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          2.550
_refine_ls_shift/su_mean         0.068
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0486P)²+0.4726P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0844
_refine_ls_wR_factor_ref         0.0909
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O7W) \\sim Ueq: with sigma of 0.5 and sigma for terminal atoms of 0.05
Uanis(O3W) \\sim Ueq: with sigma of 0.5 and sigma for terminal atoms of 0.05
Uanis(O6W) \\sim Ueq: with sigma of 0.5 and sigma for terminal atoms of 0.05
Uanis(C35) \\sim Ueq: with sigma of 0.5 and sigma for terminal atoms of 0.05
3.a Free rotating group:
 O5W(H5WA,H5WB,O2W,H2WA,H2WB), O4W(H4WA,H4WB), O3W(H3WA,H3WB), O6W(H6WA,H6WB),
 O7W(H7WA,H7WB)
3.b Rotating group:
 O1W(H1WA,H1WB)
3.c Aromatic/amide H refined with riding coordinates:
 N4(H4A), C4(H4), N2(H2), C2(H2A), C15(H15), C13(H13), N6(H6A), N7(H7),
 C11(H11), C6(H6), C23(H23), N8(H8), C20(H20), C30(H30), C21(H21), C22(H22),
 C27(H27), C29(H29), C28(H28), C37(H37), C34(H34), C36(H36), C35(H35)
3.d X=CH2 refined with riding coordinates:
 N5(H5A,H5B), N3(H3A,H3B), N9(H9A,H9B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_special_details      
;
The structure was solved using Patterson Methods, followed by a Tangent Expansion (ShelXS). RE = 0.2, Nqual =   1, Ralpha = 0.078
;
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 0.80819(3) 0.19952(2) 0.63218(2) 0.02638(9) Uani 1 1 d . . . . .
Zn2 Zn 0.49037(3) 0.40907(2) 0.09416(2) 0.03091(9) Uani 1 1 d . . . . .
O1 O 0.91243(18) 0.28819(13) 0.74194(10) 0.0359(4) Uani 1 1 d . . . . .
O3 O 1.30904(17) 0.38407(14) 1.00448(11) 0.0372(4) Uani 1 1 d . . . . .
O7 O 0.66466(18) 0.22546(14) 0.54763(10) 0.0387(4) Uani 1 1 d . . . . .
O9 O 0.52025(18) 0.36968(13) 0.20477(10) 0.0386(4) Uani 1 1 d . . . . .
O12 O 0.31086(19) -0.06778(13) 0.36460(11) 0.0388(4) Uani 1 1 d . . . . .
O6 O 0.60889(17) 0.36969(14) 1.02414(11) 0.0405(4) Uani 1 1 d . . . . .
O1W O 0.5900(2) 0.55613(14) 0.12650(13) 0.0523(5) Uani 1 1 d . . . . .
H1WA H 0.5314 0.5905 0.1343 0.078 Uiso 1 1 d GR . . . .
H1WB H 0.6297 0.5785 0.0869 0.078 Uiso 1 1 d GR . . . .
O10 O 0.3848(2) 0.23297(16) 0.11714(12) 0.0547(5) Uani 1 1 d . . . . .
O4 O 1.2705(2) 0.43572(18) 1.12437(12) 0.0562(6) Uani 1 1 d . . . . .
O11 O 0.1904(2) -0.06216(14) 0.23844(12) 0.0555(6) Uani 1 1 d . . . . .
O2 O 0.6971(2) 0.2665(2) 0.75308(12) 0.0691(7) Uani 1 1 d . . . . .
O5 O 0.7836(2) 0.4224(2) 1.13971(12) 0.0687(7) Uani 1 1 d . . . . .
O8 O 0.7546(2) 0.35208(15) 0.49138(13) 0.0620(6) Uani 1 1 d . . . . .
N1 N 0.9617(2) 0.17966(15) 0.58345(13) 0.0350(5) Uani 1 1 d . . . . .
N4 N 1.0251(3) 0.43336(18) 0.57950(15) 0.0499(6) Uani 1 1 d . . . . .
H4A H 0.9374 0.4160 0.5528 0.060 Uiso 1 1 calc R . . . .
C4 C 0.9807(2) 0.39474(19) 1.05097(15) 0.0315(5) Uani 1 1 d . . . . .
H4 H 1.0138 0.4161 1.1091 0.038 Uiso 1 1 calc R . . . .
C1 C 0.8828(2) 0.33205(17) 0.87805(14) 0.0289(5) Uani 1 1 d . . . . .
N2 N 1.1680(3) 0.1652(2) 0.57390(17) 0.0555(7) Uani 1 1 d . . . . .
H2 H 1.2559 0.1694 0.5884 0.067 Uiso 1 1 calc R . . . .
C2 C 1.0250(2) 0.35245(17) 0.91692(14) 0.0289(5) Uani 1 1 d . . . . .
H2A H 1.0874 0.3457 0.8848 0.035 Uiso 1 1 calc R . . . .
C3 C 1.0743(2) 0.38308(18) 1.00411(14) 0.0295(5) Uani 1 1 d . . . . .
C15 C 0.4732(2) 0.12654(17) 0.39375(15) 0.0302(5) Uani 1 1 d . . . . .
H15 H 0.4786 0.0930 0.4380 0.036 Uiso 1 1 calc R . . . .
C14 C 0.3790(2) 0.07956(17) 0.31620(14) 0.0292(5) Uani 1 1 d . . . . .
C10 C 0.5592(2) 0.22277(18) 0.40594(14) 0.0298(5) Uani 1 1 d . . . . .
C7 C 0.8260(3) 0.29389(19) 0.78511(15) 0.0358(6) Uani 1 1 d . . . . .
C8 C 1.2268(3) 0.40364(19) 1.04810(16) 0.0338(6) Uani 1 1 d . . . . .
C13 C 0.3722(3) 0.12988(19) 0.25018(15) 0.0333(6) Uani 1 1 d . . . . .
H13 H 0.3095 0.0987 0.1980 0.040 Uiso 1 1 calc R . . . .
C5 C 0.8385(2) 0.37508(18) 1.01276(14) 0.0303(5) Uani 1 1 d . . . . .
C16 C 0.6688(3) 0.27238(19) 0.48776(15) 0.0333(6) Uani 1 1 d . . . . .
N6 N 1.2193(3) 0.49836(19) 0.67885(16) 0.0560(7) Uani 1 1 d . . . . .
H6A H 1.2774 0.5296 0.7265 0.067 Uiso 1 1 calc R . . . .
C9 C 0.7390(3) 0.3904(2) 1.06391(15) 0.0359(6) Uani 1 1 d . . . . .
C18 C 0.2853(3) -0.02489(18) 0.30384(15) 0.0330(6) Uani 1 1 d . . . . .
C12 C 0.4580(3) 0.22595(18) 0.26129(14) 0.0321(5) Uani 1 1 d . . . . .
N7 N 0.1028(3) 0.1568(2) 0.02905(17) 0.0629(8) Uani 1 1 d . . . . .
H7 H 0.1922 0.1732 0.0513 0.075 Uiso 1 1 calc R . . . .
C11 C 0.5510(3) 0.27224(18) 0.33973(15) 0.0339(6) Uani 1 1 d . . . . .
H11 H 0.6082 0.3370 0.3477 0.041 Uiso 1 1 calc R . . . .
C6 C 0.7908(3) 0.34368(18) 0.92605(15) 0.0322(5) Uani 1 1 d . . . . .
H6 H 0.6957 0.3302 0.8997 0.039 Uiso 1 1 calc R . . . .
C17 C 0.4527(3) 0.2788(2) 0.18948(16) 0.0374(6) Uani 1 1 d . . . . .
C24 C 0.9471(3) 0.13368(18) 0.50106(16) 0.0363(6) Uani 1 1 d . . . . .
N5 N 1.0148(3) 0.5212(2) 0.70790(17) 0.0651(8) Uani 1 1 d . . . . .
H5A H 1.0607 0.5559 0.7571 0.078 Uiso 1 1 calc R . . . .
H5B H 0.9251 0.5099 0.6909 0.078 Uiso 1 1 calc R . . . .
C26 C 1.0816(3) 0.4853(2) 0.65861(18) 0.0460(7) Uani 1 1 d . . . . .
C25 C 1.0773(3) 0.1254(2) 0.4953(2) 0.0476(7) Uani 1 1 d . . . . .
N3 N 1.1519(3) 0.2372(2) 0.70595(17) 0.0653(8) Uani 1 1 d . . . . .
H3A H 1.1003 0.2546 0.7359 0.078 Uiso 1 1 calc R . . . .
H3B H 1.2396 0.2461 0.7285 0.078 Uiso 1 1 calc R . . . .
C31 C 1.1301(4) 0.4124(2) 0.5479(2) 0.0509(7) Uani 1 1 d . . . . .
C19 C 1.0954(3) 0.1962(2) 0.62380(18) 0.0428(6) Uani 1 1 d . . . . .
C23 C 0.8322(3) 0.0993(2) 0.43235(18) 0.0514(7) Uani 1 1 d . . . . .
H23 H 0.7442 0.1036 0.4359 0.062 Uiso 1 1 calc R . . . .
N8 N -0.0993(3) 0.1043(2) -0.0644(2) 0.0776(10) Uani 1 1 d . . . . .
H8 H -0.1617 0.0818 -0.1120 0.093 Uiso 1 1 calc R . . . .
N9 N 0.1024(4) 0.1201(2) -0.1141(2) 0.0871(10) Uani 1 1 d . . . . .
H9A H 0.0535 0.1003 -0.1657 0.105 Uiso 1 1 calc R . . . .
H9B H 0.1929 0.1359 -0.1021 0.105 Uiso 1 1 calc R . . . .
C32 C 1.2544(3) 0.4540(2) 0.6116(2) 0.0573(8) Uani 1 1 d . . . . .
C33 C 0.0391(4) 0.1264(2) -0.0538(2) 0.0606(9) Uani 1 1 d . . . . .
C20 C 1.0970(4) 0.0831(3) 0.4206(2) 0.0684(10) Uani 1 1 d . . . . .
H20 H 1.1842 0.0772 0.4172 0.082 Uiso 1 1 calc R . . . .
C30 C 1.1279(5) 0.3627(3) 0.4706(3) 0.0756(11) Uani 1 1 d . . . . .
H30 H 1.0448 0.3349 0.4279 0.091 Uiso 1 1 calc R . . . .
C21 C 0.9827(5) 0.0507(3) 0.3524(2) 0.0771(12) Uani 1 1 d . . . . .
H21 H 0.9926 0.0228 0.3012 0.093 Uiso 1 1 calc R . . . .
C22 C 0.8522(5) 0.0581(3) 0.3575(2) 0.0700(10) Uani 1 1 d . . . . .
H22 H 0.7765 0.0351 0.3098 0.084 Uiso 1 1 calc R . . . .
C38 C 0.0027(5) 0.1575(3) 0.0727(3) 0.0768(11) Uani 1 1 d . . . . .
C27 C 1.3824(5) 0.4489(3) 0.5999(4) 0.0899(14) Uani 1 1 d . . . . .
H27 H 1.4661 0.4777 0.6420 0.108 Uiso 1 1 calc R . . . .
C01O C -0.1272(5) 0.1225(3) 0.0114(3) 0.0827(12) Uani 1 1 d . . . . .
C29 C 1.2567(8) 0.3567(3) 0.4602(4) 0.1050(18) Uani 1 1 d . . . . .
H29 H 1.2610 0.3232 0.4096 0.126 Uiso 1 1 calc R . . . .
C28 C 1.3798(6) 0.4003(4) 0.5248(5) 0.1096(19) Uani 1 1 d . . . . .
H28 H 1.4644 0.3954 0.5153 0.132 Uiso 1 1 calc R . . . .
C37 C 0.0153(8) 0.1875(4) 0.1566(3) 0.1158(18) Uani 1 1 d . . . . .
H37 H 0.1027 0.2099 0.1960 0.139 Uiso 1 1 calc R . . . .
C34 C -0.2520(7) 0.1169(5) 0.0325(6) 0.135(2) Uani 1 1 d . . . . .
H34 H -0.3391 0.0941 -0.0071 0.162 Uiso 1 1 calc R . . . .
C36 C -0.1075(15) 0.1830(7) 0.1797(6) 0.179(4) Uani 1 1 d . . . . .
H36 H -0.1045 0.2030 0.2358 0.215 Uiso 1 1 calc R . . . .
C35 C -0.2376(11) 0.1481(7) 0.1183(9) 0.177(4) Uani 1 1 d . U . . .
H35 H -0.3191 0.1457 0.1357 0.212 Uiso 1 1 calc R . . . .
O5W O 1.4297(3) 0.1382(2) 0.6100(2) 0.1063(10) Uani 1 1 d . . . . .
H5WA H 1.4515 0.1079 0.6490 0.159 Uiso 1 1 d G . . . .
H5WB H 1.4923 0.1472 0.5828 0.159 Uiso 1 1 d G . . . .
O2W O 0.7242(3) 0.4829(3) 0.7108(2) 0.1199(12) Uani 1 1 d G . . . .
H2WA H 0.7475 0.5453 0.7165 0.180 Uiso 1 1 d G . . . .
H2WB H 0.7204 0.4574 0.6609 0.180 Uiso 1 1 d G . . . .
O4W O 0.4024(4) 0.1795(3) -0.0764(3) 0.1405(16) Uani 1 1 d . . . . .
H4WA H 0.4647 0.2329 -0.0487 0.211 Uiso 1 1 d G . . . .
H4WB H 0.4412 0.1438 -0.1016 0.211 Uiso 1 1 d G . . . .
O3W O 0.5398(5) 0.6922(6) 0.2299(5) 0.247(4) Uani 1 1 d . U . . .
H3WA H 0.4688 0.6579 0.2435 0.370 Uiso 1 1 d G . . . .
H3WB H 0.5343 0.7499 0.2291 0.370 Uiso 1 1 d G . . . .
O6W O 1.5299(9) 0.0935(4) 0.8171(6) 0.242(4) Uani 1 1 d . U . . .
H6WA H 1.5806 0.0713 0.7902 0.364 Uiso 1 1 d G . . . .
H6WB H 1.4539 0.0480 0.8129 0.364 Uiso 1 1 d G . . . .
O7W O -0.409(6) -0.051(4) -0.063(3) 0.73(2) Uani 1 1 d . U . . .
H7WA H -0.3299 -0.0109 -0.0345 1.094 Uiso 1 1 d G . . . .
H7WB H -0.4696 -0.0523 -0.0342 1.094 Uiso 1 1 d G . . . .


_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 1.9759(16) . ?
Zn1 O7 1.9512(16) . ?
Zn1 O12 1.9668(17) 2_656 ?
Zn1 N1 1.979(2) . ?
Zn2 O3 2.0211(17) 1_454 ?
Zn2 O9 1.9767(16) . ?
Zn2 O6 1.9855(17) 1_554 ?
Zn2 O1W 2.025(2) . ?
O1 C7 1.263(3) . ?
O3 Zn2 2.0211(17) 1_656 ?
O3 C8 1.283(3) . ?
O7 C16 1.273(3) . ?
O9 C17 1.264(3) . ?
O12 Zn1 1.9669(17) 2_656 ?
O12 C18 1.266(3) . ?
O6 Zn2 1.9856(17) 1_556 ?
O6 C9 1.282(3) . ?
O1W H1WA 0.8939 . ?
O1W H1WB 0.8926 . ?
O10 C17 1.243(3) . ?
O4 C8 1.228(3) . ?
O11 C18 1.232(3) . ?
O2 C7 1.237(3) . ?
O5 C9 1.221(3) . ?
O8 C16 1.223(3) . ?
N1 C24 1.398(3) . ?
N1 C19 1.325(3) . ?
N4 H4A 0.8600 . ?
N4 C26 1.342(4) . ?
N4 C31 1.375(4) . ?
C4 H4 0.9300 . ?
C4 C3 1.385(3) . ?
C4 C5 1.387(3) . ?
C1 C2 1.387(3) . ?
C1 C7 1.497(3) . ?
C1 C6 1.384(3) . ?
N2 H2 0.8600 . ?
N2 C25 1.374(4) . ?
N2 C19 1.335(4) . ?
C2 H2A 0.9300 . ?
C2 C3 1.394(3) . ?
C3 C8 1.499(3) . ?
C15 H15 0.9300 . ?
C15 C14 1.388(3) . ?
C15 C10 1.384(3) . ?
C14 C13 1.389(3) . ?
C14 C18 1.505(3) . ?
C10 C16 1.505(3) . ?
C10 C11 1.384(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.384(3) . ?
C5 C9 1.498(3) . ?
C5 C6 1.387(3) . ?
N6 H6A 0.8600 . ?
N6 C26 1.326(4) . ?
N6 C32 1.376(4) . ?
C12 C11 1.393(3) . ?
C12 C17 1.493(3) . ?
N7 H7 0.8600 . ?
N7 C33 1.345(4) . ?
N7 C38 1.374(5) . ?
C11 H11 0.9300 . ?
C6 H6 0.9300 . ?
C24 C25 1.388(4) . ?
C24 C23 1.372(4) . ?
N5 H5A 0.8600 . ?
N5 H5B 0.8600 . ?
N5 C26 1.313(4) . ?
C25 C20 1.388(4) . ?
N3 H3A 0.8600 . ?
N3 H3B 0.8600 . ?
N3 C19 1.345(4) . ?
C31 C32 1.390(5) . ?
C31 C30 1.378(5) . ?
C23 H23 0.9300 . ?
C23 C22 1.386(4) . ?
N8 H8 0.8600 . ?
N8 C33 1.327(5) . ?
N8 C01O 1.357(6) . ?
N9 H9A 0.8600 . ?
N9 H9B 0.8600 . ?
N9 C33 1.308(5) . ?
C32 C27 1.381(6) . ?
C20 H20 0.9300 . ?
C20 C21 1.363(6) . ?
C30 H30 0.9300 . ?
C30 C29 1.386(7) . ?
C21 H21 0.9300 . ?
C21 C22 1.384(6) . ?
C22 H22 0.9300 . ?
C38 C01O 1.403(6) . ?
C38 C37 1.372(7) . ?
C27 H27 0.9300 . ?
C27 C28 1.339(7) . ?
C01O C34 1.376(8) . ?
C29 H29 0.9300 . ?
C29 C28 1.391(8) . ?
C28 H28 0.9300 . ?
C37 H37 0.9300 . ?
C37 C36 1.374(11) . ?
C34 H34 0.9300 . ?
C34 C35 1.399(12) . ?
C36 H36 0.9300 . ?
C36 C35 1.406(13) . ?
C35 H35 0.9300 . ?
O5W H5WA 0.8498 . ?
O5W H5WB 0.8499 . ?
O2W H2WA 0.8504 . ?
O2W H2WB 0.8497 . ?
O4W H4WA 0.8500 . ?
O4W H4WB 0.8499 . ?
O3W H3WA 0.8501 . ?
O3W H3WB 0.8501 . ?
O6W H6WA 0.8500 . ?
O6W H6WB 0.8499 . ?
O7W H7WA 0.8495 . ?
O7W H7WB 0.8501 . ?

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 N1 102.75(8) . . ?
O7 Zn1 O1 124.77(8) . . ?
O7 Zn1 O12 95.00(8) . 2_656 ?
O7 Zn1 N1 110.25(8) . . ?
O12 Zn1 O1 116.60(7) 2_656 . ?
O12 Zn1 N1 106.56(8) 2_656 . ?
O3 Zn2 O1W 108.54(8) 1_454 . ?
O9 Zn2 O3 129.61(7) . 1_454 ?
O9 Zn2 O6 113.39(8) . 1_554 ?
O9 Zn2 O1W 101.85(8) . . ?
O6 Zn2 O3 100.21(7) 1_554 1_454 ?
O6 Zn2 O1W 99.54(8) 1_554 . ?
C7 O1 Zn1 108.69(15) . . ?
C8 O3 Zn2 102.07(15) . 1_656 ?
C16 O7 Zn1 133.88(16) . . ?
C17 O9 Zn2 105.02(15) . . ?
C18 O12 Zn1 122.81(16) . 2_656 ?
C9 O6 Zn2 113.84(15) . 1_556 ?
Zn2 O1W H1WA 112.4 . . ?
Zn2 O1W H1WB 111.8 . . ?
H1WA O1W H1WB 106.7 . . ?
C24 N1 Zn1 126.57(17) . . ?
C19 N1 Zn1 127.41(18) . . ?
C19 N1 C24 105.6(2) . . ?
C26 N4 H4A 125.4 . . ?
C26 N4 C31 109.1(3) . . ?
C31 N4 H4A 125.4 . . ?
C3 C4 H4 119.4 . . ?
C3 C4 C5 121.1(2) . . ?
C5 C4 H4 119.4 . . ?
C2 C1 C7 121.0(2) . . ?
C6 C1 C2 119.7(2) . . ?
C6 C1 C7 119.2(2) . . ?
C25 N2 H2 126.1 . . ?
C19 N2 H2 126.1 . . ?
C19 N2 C25 107.8(2) . . ?
C1 C2 H2A 120.0 . . ?
C1 C2 C3 120.0(2) . . ?
C3 C2 H2A 120.0 . . ?
C4 C3 C2 119.4(2) . . ?
C4 C3 C8 119.4(2) . . ?
C2 C3 C8 121.2(2) . . ?
C14 C15 H15 119.6 . . ?
C10 C15 H15 119.6 . . ?
C10 C15 C14 120.8(2) . . ?
C15 C14 C13 119.3(2) . . ?
C15 C14 C18 120.3(2) . . ?
C13 C14 C18 120.4(2) . . ?
C15 C10 C16 121.4(2) . . ?
C11 C10 C15 119.4(2) . . ?
C11 C10 C16 119.1(2) . . ?
O1 C7 C1 118.2(2) . . ?
O2 C7 O1 121.9(2) . . ?
O2 C7 C1 119.9(2) . . ?
O3 C8 C3 118.3(2) . . ?
O4 C8 O3 121.1(2) . . ?
O4 C8 C3 120.6(2) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 C14 120.6(2) . . ?
C12 C13 H13 119.7 . . ?
C4 C5 C9 120.6(2) . . ?
C4 C5 C6 118.7(2) . . ?
C6 C5 C9 120.6(2) . . ?
O7 C16 C10 115.8(2) . . ?
O8 C16 O7 125.5(2) . . ?
O8 C16 C10 118.6(2) . . ?
C26 N6 H6A 125.4 . . ?
C26 N6 C32 109.2(2) . . ?
C32 N6 H6A 125.4 . . ?
O6 C9 C5 116.9(2) . . ?
O5 C9 O6 123.2(2) . . ?
O5 C9 C5 119.9(2) . . ?
O12 C18 C14 115.3(2) . . ?
O11 C18 O12 124.7(2) . . ?
O11 C18 C14 120.0(2) . . ?
C13 C12 C11 119.3(2) . . ?
C13 C12 C17 120.3(2) . . ?
C11 C12 C17 120.4(2) . . ?
C33 N7 H7 125.3 . . ?
C33 N7 C38 109.4(3) . . ?
C38 N7 H7 125.3 . . ?
C10 C11 C12 120.6(2) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C1 C6 C5 121.0(2) . . ?
C1 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
O9 C17 C12 118.0(2) . . ?
O10 C17 O9 122.0(2) . . ?
O10 C17 C12 120.0(2) . . ?
C25 C24 N1 108.2(2) . . ?
C23 C24 N1 131.1(2) . . ?
C23 C24 C25 120.6(3) . . ?
H5A N5 H5B 120.0 . . ?
C26 N5 H5A 120.0 . . ?
C26 N5 H5B 120.0 . . ?
N6 C26 N4 108.8(3) . . ?
N5 C26 N4 126.6(3) . . ?
N5 C26 N6 124.6(3) . . ?
N2 C25 C24 106.2(2) . . ?
N2 C25 C20 131.9(3) . . ?
C20 C25 C24 121.9(3) . . ?
H3A N3 H3B 120.0 . . ?
C19 N3 H3A 120.0 . . ?
C19 N3 H3B 120.0 . . ?
N4 C31 C32 106.2(3) . . ?
N4 C31 C30 131.9(3) . . ?
C30 C31 C32 121.9(4) . . ?
N1 C19 N2 112.2(2) . . ?
N1 C19 N3 124.4(2) . . ?
N2 C19 N3 123.3(3) . . ?
C24 C23 H23 121.3 . . ?
C24 C23 C22 117.5(3) . . ?
C22 C23 H23 121.2 . . ?
C33 N8 H8 125.2 . . ?
C33 N8 C01O 109.5(3) . . ?
C01O N8 H8 125.3 . . ?
H9A N9 H9B 120.0 . . ?
C33 N9 H9A 120.0 . . ?
C33 N9 H9B 120.0 . . ?
N6 C32 C31 106.7(3) . . ?
N6 C32 C27 131.9(4) . . ?
C27 C32 C31 121.4(4) . . ?
N8 C33 N7 108.5(4) . . ?
N9 C33 N7 126.0(4) . . ?
N9 C33 N8 125.5(3) . . ?
C25 C20 H20 121.5 . . ?
C21 C20 C25 117.0(3) . . ?
C21 C20 H20 121.5 . . ?
C31 C30 H30 121.9 . . ?
C31 C30 C29 116.1(4) . . ?
C29 C30 H30 122.0 . . ?
C20 C21 H21 119.2 . . ?
C20 C21 C22 121.7(3) . . ?
C22 C21 H21 119.2 . . ?
C23 C22 H22 119.3 . . ?
C21 C22 C23 121.3(4) . . ?
C21 C22 H22 119.3 . . ?
N7 C38 C01O 105.2(4) . . ?
C37 C38 N7 131.3(5) . . ?
C37 C38 C01O 123.4(5) . . ?
C32 C27 H27 121.7 . . ?
C28 C27 C32 116.6(5) . . ?
C28 C27 H27 121.7 . . ?
N8 C01O C38 107.3(4) . . ?
N8 C01O C34 131.4(5) . . ?
C34 C01O C38 121.2(6) . . ?
C30 C29 H29 119.6 . . ?
C30 C29 C28 120.8(5) . . ?
C28 C29 H29 119.6 . . ?
C27 C28 C29 123.3(5) . . ?
C27 C28 H28 118.4 . . ?
C29 C28 H28 118.4 . . ?
C38 C37 H37 121.7 . . ?
C38 C37 C36 116.8(7) . . ?
C36 C37 H37 121.5 . . ?
C01O C34 H34 122.5 . . ?
C01O C34 C35 114.8(7) . . ?
C35 C34 H34 122.7 . . ?
C37 C36 H36 120.2 . . ?
C37 C36 C35 119.8(8) . . ?
C35 C36 H36 120.0 . . ?
C34 C35 C36 124.0(8) . . ?
C34 C35 H35 117.9 . . ?
C36 C35 H35 118.1 . . ?
H5WA O5W H5WB 109.5 . . ?
H2WA O2W H2WB 109.4 . . ?
H4WA O4W H4WB 109.5 . . ?
H3WA O3W H3WB 109.5 . . ?
H6WA O6W H6WB 109.5 . . ?
H7WA O7W H7WB 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O1 C7 O2 -15.4(3) . . . . ?
Zn1 O1 C7 C1 162.57(18) . . . . ?
Zn1 O7 C16 O8 -41.9(4) . . . . ?
Zn1 O7 C16 C10 136.9(2) . . . . ?
Zn1 O12 C18 O11 -4.9(4) 2_656 . . . ?
Zn1 O12 C18 C14 174.02(15) 2_656 . . . ?
Zn1 N1 C24 C25 -173.54(18) . . . . ?
Zn1 N1 C24 C23 6.5(4) . . . . ?
Zn1 N1 C19 N2 173.24(19) . . . . ?
Zn1 N1 C19 N3 -5.2(4) . . . . ?
Zn2 O3 C8 O4 4.4(3) 1_656 . . . ?
Zn2 O3 C8 C3 -173.49(18) 1_656 . . . ?
Zn2 O9 C17 O10 -0.7(3) . . . . ?
Zn2 O9 C17 C12 178.38(18) . . . . ?
Zn2 O6 C9 O5 6.9(4) 1_556 . . . ?
Zn2 O6 C9 C5 -172.26(17) 1_556 . . . ?
N1 C24 C25 N2 0.6(3) . . . . ?
N1 C24 C25 C20 -179.6(3) . . . . ?
N1 C24 C23 C22 178.9(3) . . . . ?
N4 C31 C32 N6 -0.1(3) . . . . ?
N4 C31 C32 C27 -178.2(3) . . . . ?
N4 C31 C30 C29 179.1(3) . . . . ?
C4 C3 C8 O3 173.9(2) . . . . ?
C4 C3 C8 O4 -4.0(4) . . . . ?
C4 C5 C9 O6 -179.3(2) . . . . ?
C4 C5 C9 O5 1.4(4) . . . . ?
C4 C5 C6 C1 0.0(4) . . . . ?
C1 C2 C3 C4 -1.3(4) . . . . ?
C1 C2 C3 C8 178.7(2) . . . . ?
N2 C25 C20 C21 -179.6(4) . . . . ?
C2 C1 C7 O1 -5.6(4) . . . . ?
C2 C1 C7 O2 172.5(3) . . . . ?
C2 C1 C6 C5 -0.3(4) . . . . ?
C2 C3 C8 O3 -6.1(4) . . . . ?
C2 C3 C8 O4 176.0(2) . . . . ?
C3 C4 C5 C9 -178.4(2) . . . . ?
C3 C4 C5 C6 -0.3(4) . . . . ?
C15 C14 C13 C12 -0.2(4) . . . . ?
C15 C14 C18 O12 -7.7(3) . . . . ?
C15 C14 C18 O11 171.2(3) . . . . ?
C15 C10 C16 O7 -8.8(3) . . . . ?
C15 C10 C16 O8 170.1(3) . . . . ?
C15 C10 C11 C12 -0.4(4) . . . . ?
C14 C15 C10 C16 -175.8(2) . . . . ?
C14 C15 C10 C11 -0.2(4) . . . . ?
C14 C13 C12 C11 -0.3(4) . . . . ?
C14 C13 C12 C17 178.5(2) . . . . ?
C10 C15 C14 C13 0.5(4) . . . . ?
C10 C15 C14 C18 -179.6(2) . . . . ?
C7 C1 C2 C3 -176.7(2) . . . . ?
C7 C1 C6 C5 177.4(2) . . . . ?
C13 C14 C18 O12 172.2(2) . . . . ?
C13 C14 C18 O11 -8.9(4) . . . . ?
C13 C12 C11 C10 0.6(4) . . . . ?
C13 C12 C17 O9 171.8(2) . . . . ?
C13 C12 C17 O10 -9.1(4) . . . . ?
C5 C4 C3 C2 1.0(4) . . . . ?
C5 C4 C3 C8 -179.0(2) . . . . ?
C16 C10 C11 C12 175.3(2) . . . . ?
N6 C32 C27 C28 -178.9(4) . . . . ?
C9 C5 C6 C1 178.1(2) . . . . ?
C18 C14 C13 C12 179.9(2) . . . . ?
N7 C38 C01O N8 -0.8(4) . . . . ?
N7 C38 C01O C34 -177.5(4) . . . . ?
N7 C38 C37 C36 176.8(5) . . . . ?
C11 C10 C16 O7 175.7(2) . . . . ?
C11 C10 C16 O8 -5.4(4) . . . . ?
C11 C12 C17 O9 -9.4(4) . . . . ?
C11 C12 C17 O10 169.7(3) . . . . ?
C6 C1 C2 C3 1.0(4) . . . . ?
C6 C1 C7 O1 176.8(2) . . . . ?
C6 C1 C7 O2 -5.2(4) . . . . ?
C6 C5 C9 O6 2.6(4) . . . . ?
C6 C5 C9 O5 -176.7(3) . . . . ?
C17 C12 C11 C10 -178.2(2) . . . . ?
C24 N1 C19 N2 0.4(3) . . . . ?
C24 N1 C19 N3 -178.1(3) . . . . ?
C24 C25 C20 C21 0.6(5) . . . . ?
C24 C23 C22 C21 0.8(5) . . . . ?
C26 N4 C31 C32 0.0(3) . . . . ?
C26 N4 C31 C30 -179.2(3) . . . . ?
C26 N6 C32 C31 0.1(3) . . . . ?
C26 N6 C32 C27 178.0(4) . . . . ?
C25 N2 C19 N1 0.0(3) . . . . ?
C25 N2 C19 N3 178.5(3) . . . . ?
C25 C24 C23 C22 -1.1(4) . . . . ?
C25 C20 C21 C22 -0.9(6) . . . . ?
C31 N4 C26 N6 0.0(3) . . . . ?
C31 N4 C26 N5 177.6(3) . . . . ?
C31 C32 C27 C28 -1.3(6) . . . . ?
C31 C30 C29 C28 -0.9(6) . . . . ?
C19 N1 C24 C25 -0.6(3) . . . . ?
C19 N1 C24 C23 179.4(3) . . . . ?
C19 N2 C25 C24 -0.4(3) . . . . ?
C19 N2 C25 C20 179.8(3) . . . . ?
C23 C24 C25 N2 -179.4(3) . . . . ?
C23 C24 C25 C20 0.4(4) . . . . ?
N8 C01O C34 C35 -175.9(5) . . . . ?
C32 N6 C26 N4 -0.1(3) . . . . ?
C32 N6 C26 N5 -177.7(3) . . . . ?
C32 C31 C30 C29 0.0(5) . . . . ?
C32 C27 C28 C29 0.4(7) . . . . ?
C33 N7 C38 C01O 1.8(4) . . . . ?
C33 N7 C38 C37 -175.9(4) . . . . ?
C33 N8 C01O C38 -0.5(4) . . . . ?
C33 N8 C01O C34 175.8(5) . . . . ?
C20 C21 C22 C23 0.2(6) . . . . ?
C30 C31 C32 N6 179.2(3) . . . . ?
C30 C31 C32 C27 1.1(5) . . . . ?
C30 C29 C28 C27 0.7(8) . . . . ?
C38 N7 C33 N8 -2.1(4) . . . . ?
C38 N7 C33 N9 177.4(3) . . . . ?
C38 C01O C34 C35 -0.1(8) . . . . ?
C38 C37 C36 C35 0.4(10) . . . . ?
C01O N8 C33 N7 1.6(4) . . . . ?
C01O N8 C33 N9 -178.0(4) . . . . ?
C01O C38 C37 C36 -0.5(8) . . . . ?
C01O C34 C35 C36 0.0(11) . . . . ?
C37 C38 C01O N8 177.1(4) . . . . ?
C37 C38 C01O C34 0.4(7) . . . . ?
C37 C36 C35 C34 -0.2(13) . . . . ?

_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_1
_database_code_depnum_ccdc_archive 'CCDC 1819879'
_audit_update_record             
;
2018-01-27 deposited with the CCDC.
2018-09-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32  H30  N4  O17  Zn2'
_chemical_formula_sum            'C32 H30 N4 O17 Zn2'
_chemical_formula_weight         873.34

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   19.9133(4)
_cell_length_b                   12.3389(4)
_cell_length_c                   14.9402(3)
_cell_angle_alpha                90
_cell_angle_beta                 111.3320(10)
_cell_angle_gamma                90
_cell_volume                     3419.43(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5202
_cell_measurement_theta_min      2.0
_cell_measurement_theta_max      30.5

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.696
_exptl_crystal_F_000             1784
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.21
_exptl_absorpt_coefficient_mu    1.490
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5315
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32752
_diffrn_reflns_av_unetI/netI     0.0162
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.982
_diffrn_reflns_theta_max         30.538
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             5202
_reflns_number_gt                4591
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0432P)²+1.1988P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'dual - dual-space method e.g. SHELXD'
_atom_sites_solution_secondary   'dual - dual-space method e.g. SHELXD'
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5202
_refine_ls_number_parameters     273
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0285
_refine_ls_R_factor_gt           0.0240
_refine_ls_wR_factor_ref         0.0703
_refine_ls_wR_factor_gt          0.0680
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.002
_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 0.72900(2) 0.59852(2) 0.56874(2) 0.02444(5) Uani 1 1 d . . . . .
O4 O 0.28366(4) 0.78502(7) 0.15499(6) 0.02498(16) Uani 1 1 d . . . . .
O1W O 0.77060(5) 0.61291(8) 0.46370(7) 0.02991(18) Uani 1 1 d . . . . .
O1 O 0.62845(5) 0.63000(8) 0.48973(7) 0.0352(2) Uani 1 1 d . . . . .
O5 O 0.33400(5) 0.39715(7) 0.27977(8) 0.0375(2) Uani 1 1 d . . . . .
O2 O 0.59773(5) 0.80514(8) 0.48021(8) 0.0376(2) Uani 1 1 d . . . . .
O3 O 0.37157(5) 0.90536(7) 0.20893(9) 0.0407(2) Uani 1 1 d . . . . .
N1 N 0.73049(5) 0.44323(8) 0.59982(7) 0.02307(18) Uani 1 1 d . . . . .
O6 O 0.45111(6) 0.35728(9) 0.34370(9) 0.0448(3) Uani 1 1 d . . . . .
N2 N 0.76606(6) 0.29171(8) 0.68151(8) 0.0291(2) Uani 1 1 d . . . . .
H2 H 0.7896 0.2488 0.7276 0.035 Uiso 1 1 calc R U . . .
C4 C 0.37396(6) 0.61858(9) 0.26376(8) 0.02124(19) Uani 1 1 d . . . . .
H4 H 0.3284 0.5990 0.2213 0.025 Uiso 1 1 calc R U . . .
C8 C 0.34838(6) 0.81281(9) 0.20854(8) 0.0227(2) Uani 1 1 d . . . . .
C1 C 0.51021(5) 0.67687(9) 0.39255(7) 0.02140(19) Uani 1 1 d . . . . .
C2 C 0.46327(6) 0.75534(9) 0.33731(8) 0.0222(2) Uani 1 1 d . . . . .
H2A H 0.4771 0.8278 0.3443 0.027 Uiso 1 1 calc R U . . .
C3 C 0.39554(5) 0.72639(9) 0.27130(7) 0.02037(19) Uani 1 1 d . . . . .
C5 C 0.42056(6) 0.53981(9) 0.31984(8) 0.02180(19) Uani 1 1 d . . . . .
C6 C 0.48890(6) 0.56872(10) 0.38298(8) 0.0232(2) Uani 1 1 d . . . . .
H6 H 0.5204 0.5157 0.4189 0.028 Uiso 1 1 calc R U . . .
C16 C 0.69074(6) 0.35790(9) 0.54441(8) 0.0233(2) Uani 1 1 d . . . . .
C7 C 0.58455(6) 0.70762(10) 0.45987(8) 0.0242(2) Uani 1 1 d . . . . .
C10 C 0.77454(7) 0.39874(9) 0.68027(9) 0.0267(2) Uani 1 1 d . . . . .
H10 H 0.8076 0.4377 0.7302 0.032 Uiso 1 1 calc R U . . .
C9 C 0.39712(6) 0.42484(9) 0.31194(9) 0.0252(2) Uani 1 1 d . . . . .
C15 C 0.71315(7) 0.26175(9) 0.59619(9) 0.0272(2) Uani 1 1 d . . . . .
C11 C 0.63795(7) 0.35593(11) 0.45214(9) 0.0328(3) Uani 1 1 d . . . . .
H11 H 0.6226 0.4190 0.4165 0.039 Uiso 1 1 calc R U . . .
C12 C 0.60954(8) 0.25601(13) 0.41630(12) 0.0427(3) Uani 1 1 d . . . . .
H12 H 0.5743 0.2521 0.3551 0.051 Uiso 1 1 calc R U . . .
C14 C 0.68480(8) 0.16106(11) 0.56023(12) 0.0396(3) Uani 1 1 d . . . . .
H14 H 0.7004 0.0977 0.5954 0.048 Uiso 1 1 calc R U . . .
C13 C 0.63216(8) 0.16046(13) 0.46926(13) 0.0467(4) Uani 1 1 d . . . . .
H13 H 0.6112 0.0950 0.4426 0.056 Uiso 1 1 calc R U . . .
O2W O 0.5000 1.02282(13) 0.2500 0.0509(4) Uani 1 2 d S T P . .
O3W O 0.42435(7) 0.15071(9) 0.34515(10) 0.0483(3) Uani 1 1 d D . . . .
H1W2 H 0.4609(12) 0.9889(19) 0.2304(17) 0.067(7) Uiso 1 1 d . . . . .
H1W3 H 0.4288(15) 0.142(2) 0.3988(13) 0.088(10) Uiso 1 1 d D . . . .
H2W3 H 0.4514(13) 0.124(2) 0.3264(17) 0.075(9) Uiso 1 1 d D . . . .
H1W1 H 0.7473(14) 0.656(2) 0.4218(17) 0.065(6) Uiso 1 1 d . . . . .
H2W1 H 0.8128(13) 0.6296(18) 0.4827(16) 0.057(6) Uiso 1 1 d . . . . .
H6A H 0.4378(10) 0.2945(18) 0.3414(13) 0.045(5) Uiso 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
Zn1 O1 1.9581(9) . ?
Zn1 N1 1.9693(10) . ?
Zn1 O4 1.9722(8) 8_566 ?
Zn1 O1W 2.0313(10) . ?
O4 C8 1.2917(13) . ?
O4 Zn1 1.9722(8) 8_465 ?
O1W H1W1 0.82(3) . ?
O1W H2W1 0.81(2) . ?
O1 C7 1.2635(15) . ?
O5 C9 1.2198(15) . ?
O2 C7 1.2454(15) . ?
O3 C8 1.2310(15) . ?
N1 C10 1.3223(15) . ?
N1 C16 1.3942(15) . ?
O6 C9 1.3058(15) . ?
O6 H6A 0.82(2) . ?
N2 C10 1.3324(16) . ?
N2 C15 1.3763(17) . ?
N2 H2 0.8600 . ?
C4 C3 1.3898(15) . ?
C4 C5 1.3935(15) . ?
C4 H4 0.9300 . ?
C8 C3 1.5026(15) . ?
C1 C2 1.3896(15) . ?
C1 C6 1.3919(16) . ?
C1 C7 1.5046(14) . ?
C2 C3 1.3970(14) . ?
C2 H2A 0.9300 . ?
C5 C6 1.3912(15) . ?
C5 C9 1.4846(16) . ?
C6 H6 0.9300 . ?
C16 C11 1.3970(17) . ?
C16 C15 1.3978(16) . ?
C10 H10 0.9300 . ?
C15 C14 1.3894(18) . ?
C11 C12 1.381(2) . ?
C11 H11 0.9300 . ?
C12 C13 1.400(3) . ?
C12 H12 0.9300 . ?
C14 C13 1.382(2) . ?
C14 H14 0.9300 . ?
C13 H13 0.9300 . ?
O2W H1W2 0.84(2) . ?
O3W H1W3 0.782(16) . ?
O3W H2W3 0.767(15) . ?

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 N1 105.04(4) . . ?
O1 Zn1 O4 116.72(4) . 8_566 ?
N1 Zn1 O4 126.69(4) . 8_566 ?
O1 Zn1 O1W 97.58(4) . . ?
N1 Zn1 O1W 106.97(4) . . ?
O4 Zn1 O1W 99.08(4) 8_566 . ?
C8 O4 Zn1 113.60(7) . 8_465 ?
Zn1 O1W H1W1 111.7(16) . . ?
Zn1 O1W H2W1 114.4(15) . . ?
H1W1 O1W H2W1 109(2) . . ?
C7 O1 Zn1 141.96(9) . . ?
C10 N1 C16 105.77(10) . . ?
C10 N1 Zn1 124.50(8) . . ?
C16 N1 Zn1 129.66(8) . . ?
C9 O6 H6A 112.3(14) . . ?
C10 N2 C15 108.15(10) . . ?
C10 N2 H2 125.9 . . ?
C15 N2 H2 125.9 . . ?
C3 C4 C5 120.02(10) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
O3 C8 O4 122.50(10) . . ?
O3 C8 C3 120.48(10) . . ?
O4 C8 C3 117.02(10) . . ?
C2 C1 C6 119.54(10) . . ?
C2 C1 C7 120.47(10) . . ?
C6 C1 C7 119.96(10) . . ?
C1 C2 C3 120.61(10) . . ?
C1 C2 H2A 119.7 . . ?
C3 C2 H2A 119.7 . . ?
C4 C3 C2 119.51(10) . . ?
C4 C3 C8 121.61(9) . . ?
C2 C3 C8 118.87(10) . . ?
C6 C5 C4 120.13(10) . . ?
C6 C5 C9 120.04(10) . . ?
C4 C5 C9 119.82(10) . . ?
C5 C6 C1 120.13(10) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 119.9 . . ?
N1 C16 C11 131.29(11) . . ?
N1 C16 C15 108.32(10) . . ?
C11 C16 C15 120.37(11) . . ?
O2 C7 O1 126.07(10) . . ?
O2 C7 C1 118.39(10) . . ?
O1 C7 C1 115.53(10) . . ?
N1 C10 N2 112.25(11) . . ?
N1 C10 H10 123.9 . . ?
N2 C10 H10 123.9 . . ?
O5 C9 O6 123.96(12) . . ?
O5 C9 C5 123.23(11) . . ?
O6 C9 C5 112.81(10) . . ?
N2 C15 C14 131.66(12) . . ?
N2 C15 C16 105.51(10) . . ?
C14 C15 C16 122.81(13) . . ?
C12 C11 C16 116.95(13) . . ?
C12 C11 H11 121.5 . . ?
C16 C11 H11 121.5 . . ?
C11 C12 C13 122.05(14) . . ?
C11 C12 H12 119.0 . . ?
C13 C12 H12 119.0 . . ?
C13 C14 C15 116.18(14) . . ?
C13 C14 H14 121.9 . . ?
C15 C14 H14 121.9 . . ?
C14 C13 C12 121.63(13) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
H1W3 O3W H2W3 119(2) . . ?

_refine_diff_density_max         0.689
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_rhombohedralr3
_database_code_depnum_ccdc_archive 'CCDC 1575780'
_audit_update_record             
;
2017-09-21 deposited with the CCDC.
2018-09-14 downloaded from the CCDC.
;
_audit_creation_date             2017-04-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.33(C60 H42 Cu3 N12 O12)'
_chemical_formula_sum            'C20 H14 Cu N4 O4'
_chemical_formula_weight         437.89
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   18.8612(3)
_cell_length_b                   18.8612(3)
_cell_length_c                   17.5446(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     5405.2(2)
_cell_formula_units_Z            9
_cell_measurement_reflns_used    7304
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.24
_cell_measurement_theta_min      2.64
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.937
_exptl_absorpt_correction_T_max  0.7467
_exptl_absorpt_correction_T_min  0.6934
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0558 before and 0.0436 after correction.
The Ratio of minimum to maximum transmission is 0.9286.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             2007
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            23206
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        25.496
_diffrn_reflns_theta_max         25.496
_diffrn_reflns_theta_min         2.636
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1967
_reflns_number_total             2178
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.619
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     133
_refine_ls_number_reflns         2178
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0394
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0859P)²+4.0040P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1171
_refine_ls_wR_factor_ref         0.1220
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H006(0.056) H008(0.036) H00B(0.051) H00C(0.076) H00D(0.069)
 H00E(0.103) H00F(0.102)
 Fixed X: Cu01(0.5) H006(0.6092) H008(0.7196) H00B(0.6306) H00C(0.4706)
 H00D(0.3382) H00E(0.3301) H00F(0.2651)
 Fixed Y: Cu01(0.5) H006(0.5266) H008(0.4737) H00B(0.5514) H00C(0.4506)
 H00D(0.4203) H00E(0.3847) H00F(0.3704)
 Fixed Z: Cu01(0.5) H006(0.2433) H008(0.4999) H00B(0.3753) H00C(0.147)
 H00D(0.3826) H00E(0.1561) H00F(0.2705)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
Cu01 Cu 0.5000 0.5000 0.5000 0.02729(19) Uani 1 2 d S T P . .
O002 O 0.59013(9) 0.47639(9) 0.50842(10) 0.0324(4) Uani 1 1 d . . . . .
O003 O 0.48214(9) 0.35322(10) 0.49643(11) 0.0384(4) Uani 1 1 d . . . . .
N004 N 0.50992(12) 0.49893(11) 0.38783(13) 0.0351(5) Uani 1 1 d . . . . .
C005 C 0.55738(13) 0.39937(13) 0.50135(13) 0.0285(5) Uani 1 1 d . . . . .
N006 N 0.57063(14) 0.51297(15) 0.27616(13) 0.0466(6) Uani 1 1 d . . . . .
H006 H 0.6092 0.5266 0.2433 0.056 Uiso 1 1 calc R . . . .
C007 C 0.61423(12) 0.36536(12) 0.50000(13) 0.0279(5) Uani 1 1 d . . . . .
C008 C 0.69831(13) 0.41733(12) 0.49997(14) 0.0299(5) Uani 1 1 d . . . . .
H008 H 0.7196 0.4737 0.4999 0.036 Uiso 1 1 calc R . . . .
C009 C 0.45024(15) 0.46527(15) 0.33132(15) 0.0371(5) Uani 1 1 d . . . . .
C00A C 0.48782(17) 0.47371(18) 0.26103(15) 0.0420(6) Uani 1 1 d . . . . .
C00B C 0.57990(16) 0.52591(17) 0.35121(16) 0.0427(6) Uani 1 1 d . . . . .
H00B H 0.6306 0.5514 0.3753 0.051 Uiso 1 1 calc R . . . .
C00C C 0.4446(2) 0.4444(2) 0.19357(19) 0.0635(8) Uani 1 1 d . . . . .
H00C H 0.4706 0.4506 0.1470 0.076 Uiso 1 1 calc R . . . .
C00D C 0.36463(17) 0.4262(2) 0.33640(19) 0.0578(8) Uani 1 1 d . . . . .
H00D H 0.3382 0.4203 0.3826 0.069 Uiso 1 1 calc R . . . .
C00E C 0.3617(3) 0.4059(3) 0.1998(2) 0.0860(13) Uani 1 1 d . . . . .
H00E H 0.3301 0.3847 0.1561 0.103 Uiso 1 1 calc R . . . .
C00F C 0.3220(2) 0.3969(3) 0.2695(3) 0.0853(12) Uani 1 1 d . . . . .
H00F H 0.2651 0.3704 0.2705 0.102 Uiso 1 1 calc R . . . .


_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
Cu01 O002 1.9665(14) . ?
Cu01 O002 1.9666(14) 10_666 ?
Cu01 N004 1.978(2) 10_666 ?
Cu01 N004 1.978(2) . ?
O002 C005 1.269(3) . ?
O003 C005 1.242(3) . ?
N004 C009 1.392(3) . ?
N004 C00B 1.320(3) . ?
C005 C007 1.500(3) . ?
N006 H006 0.8600 . ?
N006 C00A 1.379(3) . ?
N006 C00B 1.335(4) . ?
C007 C008 1.386(3) . ?
C007 C008 1.393(3) 2_655 ?
C008 C007 1.393(3) 3_665 ?
C008 H008 0.9300 . ?
C009 C00A 1.391(4) . ?
C009 C00D 1.403(4) . ?
C00A C00C 1.386(4) . ?
C00B H00B 0.9300 . ?
C00C H00C 0.9300 . ?
C00C C00E 1.360(6) . ?
C00D H00D 0.9300 . ?
C00D C00F 1.373(5) . ?
C00E H00E 0.9300 . ?
C00E C00F 1.398(7) . ?
C00F H00F 0.9300 . ?

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
O002 Cu01 O002 180.0 . 10_666 ?
O002 Cu01 N004 91.40(8) . 10_666 ?
O002 Cu01 N004 91.40(8) 10_666 . ?
O002 Cu01 N004 88.60(8) . . ?
O002 Cu01 N004 88.60(8) 10_666 10_666 ?
N004 Cu01 N004 180.0 10_666 . ?
C005 O002 Cu01 105.71(13) . . ?
C009 N004 Cu01 130.86(16) . . ?
C00B N004 Cu01 124.17(18) . . ?
C00B N004 C009 104.7(2) . . ?
O002 C005 C007 116.63(18) . . ?
O003 C005 O002 122.73(19) . . ?
O003 C005 C007 120.64(19) . . ?
C00A N006 H006 126.3 . . ?
C00B N006 H006 126.3 . . ?
C00B N006 C00A 107.3(2) . . ?
C008 C007 C005 120.48(18) . . ?
C008 C007 C005 120.02(18) 2_655 . ?
C008 C007 C008 119.5(2) . 2_655 ?
C007 C008 C007 120.5(2) . 3_665 ?
C007 C008 H008 119.7 . . ?
C007 C008 H008 119.7 3_665 . ?
N004 C009 C00D 130.5(2) . . ?
C00A C009 N004 109.2(2) . . ?
C00A C009 C00D 120.2(3) . . ?
N006 C00A C009 105.4(2) . . ?
N006 C00A C00C 131.4(3) . . ?
C00C C00A C009 123.2(3) . . ?
N004 C00B N006 113.3(2) . . ?
N004 C00B H00B 123.4 . . ?
N006 C00B H00B 123.4 . . ?
C00A C00C H00C 122.1 . . ?
C00E C00C C00A 115.7(3) . . ?
C00E C00C H00C 122.1 . . ?
C009 C00D H00D 121.8 . . ?
C00F C00D C009 116.5(3) . . ?
C00F C00D H00D 121.8 . . ?
C00C C00E H00E 118.7 . . ?
C00C C00E C00F 122.6(3) . . ?
C00F C00E H00E 118.7 . . ?
C00D C00F C00E 121.9(3) . . ?
C00D C00F H00F 119.1 . . ?
C00E C00F H00F 119.1 . . ?

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
Cu01 O002 C005 O003 -4.9(3) . . . . ?
Cu01 O002 C005 C007 175.72(16) . . . . ?
Cu01 N004 C009 C00A -174.28(17) . . . . ?
Cu01 N004 C009 C00D 4.5(4) . . . . ?
Cu01 N004 C00B N006 175.00(17) . . . . ?
O002 C005 C007 C008 173.7(2) . . . 2_655 ?
O002 C005 C007 C008 -5.3(3) . . . . ?
O003 C005 C007 C008 -5.7(4) . . . 2_655 ?
O003 C005 C007 C008 175.3(2) . . . . ?
N004 C009 C00A N006 -0.2(3) . . . . ?
N004 C009 C00A C00C 178.4(3) . . . . ?
N004 C009 C00D C00F -177.9(3) . . . . ?
C005 C007 C008 C007 178.92(15) . . . 3_665 ?
N006 C00A C00C C00E 178.0(4) . . . . ?
C008 C007 C008 C007 -0.1(5) 2_655 . . 3_665 ?
C009 N004 C00B N006 0.3(3) . . . . ?
C009 C00A C00C C00E -0.1(5) . . . . ?
C009 C00D C00F C00E -0.2(6) . . . . ?
C00A N006 C00B N004 -0.4(3) . . . . ?
C00A C009 C00D C00F 0.7(5) . . . . ?
C00A C00C C00E C00F 0.6(7) . . . . ?
C00B N004 C009 C00A -0.1(3) . . . . ?
C00B N004 C009 C00D 178.7(3) . . . . ?
C00B N006 C00A C009 0.3(3) . . . . ?
C00B N006 C00A C00C -178.0(3) . . . . ?
C00C C00E C00F C00D -0.5(8) . . . . ?
C00D C009 C00A N006 -179.1(3) . . . . ?
C00D C009 C00A C00C -0.6(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
