# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_293-2Mn
_database_code_depnum_ccdc_archive 'CCDC 1574449'
_audit_update_record             
;
2017-09-14 deposited with the CCDC.
2017-12-29 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         ?
_chemical_formula_sum            'C26 H17 Mn N3 O7'
_chemical_formula_weight         538.36

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'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.0788(4)
_cell_length_b                   9.6116(5)
_cell_length_c                   15.1090(8)
_cell_angle_alpha                96.069(5)
_cell_angle_beta                 93.599(4)
_cell_angle_gamma                108.477(5)
_cell_volume                     1100.73(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6365
_cell_measurement_theta_min      3.299
_cell_measurement_theta_max      25.049

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_F_000             550
_exptl_transmission_factor_min   0.849
_exptl_transmission_factor_max   0.871
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    0.657
_shelx_estimated_absorpt_T_min   0.853
_shelx_estimated_absorpt_T_max   0.874
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APE-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6365
_diffrn_reflns_av_unetI/netI     0.0722
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.299
_diffrn_reflns_theta_max         25.049
_diffrn_reflns_theta_full        25.049
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3893
_reflns_number_gt                2862
_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    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0271P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3893
_refine_ls_number_parameters     346
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0460
_refine_ls_wR_factor_ref         0.0907
_refine_ls_wR_factor_gt          0.0806
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.000
_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
Mn1 Mn 1.10694(5) 1.22746(5) 0.29315(3) 0.03049(15) Uani 1 1 d . . . . .
O1 O 1.5269(3) 1.0717(3) 0.23921(16) 0.0519(7) Uani 1 1 d . . . . .
O2 O 1.3617(2) 1.1970(2) 0.30041(14) 0.0387(6) Uani 1 1 d . . . . .
O3 O 0.7943(2) 0.5640(2) -0.24502(13) 0.0372(6) Uani 1 1 d . . . . .
O4 O 0.5517(3) 0.3786(3) -0.23957(16) 0.0673(8) Uani 1 1 d . . . . .
O5 O 0.2662(3) 0.3841(3) -0.20235(16) 0.0551(7) Uani 1 1 d . . . . .
O6 O 0.1568(3) 0.5411(3) -0.13111(17) 0.0578(7) Uani 1 1 d . . . . .
O7 O 0.8600(3) 1.2387(3) 0.23290(18) 0.0429(6) Uani 1 1 d . . . . .
N1 N 1.0861(3) 1.0441(3) 0.18332(15) 0.0279(6) Uani 1 1 d . . . . .
N2 N 0.9230(3) 1.0797(3) 0.38090(15) 0.0308(6) Uani 1 1 d . . . . .
N3 N 1.1601(3) 1.3527(3) 0.43176(15) 0.0297(6) Uani 1 1 d . . . . .
C1 C 1.3876(4) 1.0984(4) 0.2464(2) 0.0336(8) Uani 1 1 d . . . . .
C2 C 1.2294(3) 1.0018(3) 0.18299(19) 0.0302(7) Uani 1 1 d . . . . .
C3 C 0.9459(3) 0.9649(3) 0.12638(18) 0.0299(7) Uani 1 1 d . . . . .
H3 H 0.8481 0.9963 0.1256 0.036 Uiso 1 1 calc R U . . .
C4 C 0.9356(3) 0.8407(4) 0.06892(19) 0.0294(7) Uani 1 1 d . . . . .
C5 C 1.0819(4) 0.7945(4) 0.0725(2) 0.0517(10) Uani 1 1 d . . . . .
H5 H 1.0806 0.7090 0.0370 0.062 Uiso 1 1 calc R U . . .
C6 C 1.2298(4) 0.8762(4) 0.1293(2) 0.0526(11) Uani 1 1 d . . . . .
H6 H 1.3289 0.8468 0.1313 0.063 Uiso 1 1 calc R U . . .
C7 C 0.7740(3) 0.7587(3) 0.00949(19) 0.0294(7) Uani 1 1 d . . . . .
C8 C 0.7771(4) 0.6727(3) -0.06995(18) 0.0291(7) Uani 1 1 d . . . . .
H8 H 0.8851 0.6709 -0.0870 0.035 Uiso 1 1 calc R U . . .
C9 C 0.6265(4) 0.5891(3) -0.12511(19) 0.0291(7) Uani 1 1 d . . . . .
C10 C 0.6584(4) 0.5062(4) -0.2099(2) 0.0359(8) Uani 1 1 d . . . . .
C11 C 0.4631(4) 0.5907(4) -0.09979(19) 0.0326(8) Uani 1 1 d . . . . .
C12 C 0.2831(4) 0.5022(4) -0.1478(2) 0.0425(9) Uani 1 1 d . . . . .
C13 C 0.4600(4) 0.6811(4) -0.0228(2) 0.0435(9) Uani 1 1 d . . . . .
H13 H 0.3527 0.6870 -0.0071 0.052 Uiso 1 1 calc R U . . .
C14 C 0.6106(4) 0.7629(4) 0.0316(2) 0.0408(9) Uani 1 1 d . . . . .
H14 H 0.6030 0.8212 0.0833 0.049 Uiso 1 1 calc R U . . .
C15 C 0.8053(4) 0.9466(4) 0.3568(2) 0.0398(8) Uani 1 1 d . . . . .
H15 H 0.8056 0.8984 0.3001 0.048 Uiso 1 1 calc R U . . .
C16 C 0.6820(4) 0.8751(4) 0.4108(2) 0.0448(9) Uani 1 1 d . . . . .
H16 H 0.6029 0.7813 0.3909 0.054 Uiso 1 1 calc R U . . .
C17 C 0.6787(4) 0.9449(4) 0.4936(2) 0.0422(9) Uani 1 1 d . . . . .
H17 H 0.5964 0.8989 0.5308 0.051 Uiso 1 1 calc R U . . .
C18 C 0.7995(4) 1.0862(4) 0.5229(2) 0.0317(8) Uani 1 1 d . . . . .
C19 C 0.9199(3) 1.1492(3) 0.46421(19) 0.0277(7) Uani 1 1 d . . . . .
C20 C 0.8044(4) 1.1671(4) 0.6088(2) 0.0405(9) Uani 1 1 d . . . . .
H20 H 0.7205 1.1275 0.6467 0.049 Uiso 1 1 calc R U . . .
C21 C 0.9278(4) 1.2993(4) 0.6357(2) 0.0417(9) Uani 1 1 d . . . . .
H21 H 0.9300 1.3481 0.6925 0.050 Uiso 1 1 calc R U . . .
C22 C 1.0555(4) 1.3657(3) 0.57809(19) 0.0326(8) Uani 1 1 d . . . . .
C23 C 1.0484(3) 1.2931(3) 0.49171(19) 0.0278(7) Uani 1 1 d . . . . .
C24 C 1.1884(4) 1.5019(4) 0.6025(2) 0.0399(8) Uani 1 1 d . . . . .
H24 H 1.1987 1.5534 0.6593 0.048 Uiso 1 1 calc R U . . .
C25 C 1.3025(4) 1.5587(4) 0.5429(2) 0.0408(8) Uani 1 1 d . . . . .
H25 H 1.3932 1.6477 0.5593 0.049 Uiso 1 1 calc R U . . .
C26 C 1.2826(4) 1.4828(3) 0.4571(2) 0.0349(8) Uani 1 1 d . . . . .
H26 H 1.3581 1.5250 0.4160 0.042 Uiso 1 1 calc R U . . .
H1 H 0.398(6) 0.382(5) -0.215(3) 0.131(19) Uiso 1 1 d . . . . .
H1W H 0.858(4) 1.307(4) 0.198(2) 0.063(13) Uiso 1 1 d . . . . .
H2W H 0.764(4) 1.191(4) 0.244(2) 0.060(14) 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
Mn1 O3 2.133(2) 2_775 ?
Mn1 O2 2.167(2) . ?
Mn1 O7 2.180(2) . ?
Mn1 N3 2.246(2) . ?
Mn1 N1 2.247(2) . ?
Mn1 N2 2.300(2) . ?
O1 C1 1.240(3) . ?
O2 C1 1.261(3) . ?
O3 C10 1.243(3) . ?
O3 Mn1 2.133(2) 2_775 ?
O4 C10 1.270(4) . ?
O4 H1 1.32(5) . ?
O5 C12 1.295(4) . ?
O5 H1 1.10(5) . ?
O6 C12 1.224(4) . ?
O7 H1W 0.89(4) . ?
O7 H2W 0.81(3) . ?
N1 C3 1.340(3) . ?
N1 C2 1.342(3) . ?
N2 C15 1.327(4) . ?
N2 C19 1.367(3) . ?
N3 C26 1.326(4) . ?
N3 C23 1.359(3) . ?
C1 C2 1.523(4) . ?
C2 C6 1.383(4) . ?
C3 C4 1.377(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.389(4) . ?
C4 C7 1.477(4) . ?
C5 C6 1.383(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.390(4) . ?
C7 C14 1.393(4) . ?
C8 C9 1.390(4) . ?
C8 H8 0.9300 . ?
C9 C11 1.402(4) . ?
C9 C10 1.517(4) . ?
C11 C13 1.382(4) . ?
C11 C12 1.522(4) . ?
C13 C14 1.380(4) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.385(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.362(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.405(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.396(4) . ?
C18 C20 1.431(4) . ?
C19 C23 1.441(4) . ?
C20 C21 1.346(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.428(4) . ?
C21 H21 0.9300 . ?
C22 C24 1.400(4) . ?
C22 C23 1.402(4) . ?
C24 C25 1.359(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.392(4) . ?
C25 H25 0.9300 . ?
C26 H26 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
O3 Mn1 O2 92.68(8) 2_775 . ?
O3 Mn1 O7 81.56(10) 2_775 . ?
O2 Mn1 O7 158.43(9) . . ?
O3 Mn1 N3 87.38(9) 2_775 . ?
O2 Mn1 N3 92.45(8) . . ?
O7 Mn1 N3 107.93(9) . . ?
O3 Mn1 N1 109.71(8) 2_775 . ?
O2 Mn1 N1 74.42(8) . . ?
O7 Mn1 N1 87.91(9) . . ?
N3 Mn1 N1 158.55(9) . . ?
O3 Mn1 N2 149.27(8) 2_775 . ?
O2 Mn1 N2 111.31(8) . . ?
O7 Mn1 N2 82.13(10) . . ?
N3 Mn1 N2 73.18(8) . . ?
N1 Mn1 N2 95.50(9) . . ?
C1 O2 Mn1 119.52(18) . . ?
C10 O3 Mn1 131.9(2) . 2_775 ?
C10 O4 H1 105(2) . . ?
C12 O5 H1 108(2) . . ?
Mn1 O7 H1W 121(2) . . ?
Mn1 O7 H2W 125(2) . . ?
H1W O7 H2W 113(3) . . ?
C3 N1 C2 117.9(3) . . ?
C3 N1 Mn1 128.25(19) . . ?
C2 N1 Mn1 113.49(18) . . ?
C15 N2 C19 117.2(3) . . ?
C15 N2 Mn1 128.2(2) . . ?
C19 N2 Mn1 113.94(19) . . ?
C26 N3 C23 118.4(3) . . ?
C26 N3 Mn1 125.2(2) . . ?
C23 N3 Mn1 116.19(18) . . ?
O1 C1 O2 127.4(3) . . ?
O1 C1 C2 116.6(3) . . ?
O2 C1 C2 116.0(3) . . ?
N1 C2 C6 121.3(3) . . ?
N1 C2 C1 115.9(3) . . ?
C6 C2 C1 122.7(3) . . ?
N1 C3 C4 124.9(3) . . ?
N1 C3 H3 117.5 . . ?
C4 C3 H3 117.5 . . ?
C3 C4 C5 116.4(3) . . ?
C3 C4 C7 121.2(3) . . ?
C5 C4 C7 122.3(3) . . ?
C6 C5 C4 119.7(3) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C2 C6 C5 119.7(3) . . ?
C2 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C8 C7 C14 117.0(3) . . ?
C8 C7 C4 121.9(2) . . ?
C14 C7 C4 121.1(3) . . ?
C7 C8 C9 123.1(3) . . ?
C7 C8 H8 118.4 . . ?
C9 C8 H8 118.4 . . ?
C8 C9 C11 118.8(3) . . ?
C8 C9 C10 114.9(2) . . ?
C11 C9 C10 126.2(3) . . ?
O3 C10 O4 122.7(3) . . ?
O3 C10 C9 117.8(3) . . ?
O4 C10 C9 119.4(3) . . ?
C13 C11 C9 118.2(3) . . ?
C13 C11 C12 114.6(3) . . ?
C9 C11 C12 127.2(3) . . ?
O6 C12 O5 121.7(3) . . ?
O6 C12 C11 119.2(3) . . ?
O5 C12 C11 119.1(3) . . ?
C14 C13 C11 122.3(3) . . ?
C14 C13 H13 118.8 . . ?
C11 C13 H13 118.8 . . ?
C13 C14 C7 120.5(3) . . ?
C13 C14 H14 119.8 . . ?
C7 C14 H14 119.8 . . ?
N2 C15 C16 124.0(3) . . ?
N2 C15 H15 118.0 . . ?
C16 C15 H15 118.0 . . ?
C17 C16 C15 118.7(3) . . ?
C17 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
C16 C17 C18 119.9(3) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C19 C18 C17 117.3(3) . . ?
C19 C18 C20 119.3(3) . . ?
C17 C18 C20 123.4(3) . . ?
N2 C19 C18 122.8(3) . . ?
N2 C19 C23 117.8(2) . . ?
C18 C19 C23 119.4(3) . . ?
C21 C20 C18 121.4(3) . . ?
C21 C20 H20 119.3 . . ?
C18 C20 H20 119.3 . . ?
C20 C21 C22 120.9(3) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 H21 119.6 . . ?
C24 C22 C23 117.2(3) . . ?
C24 C22 C21 123.6(3) . . ?
C23 C22 C21 119.1(3) . . ?
N3 C23 C22 122.5(3) . . ?
N3 C23 C19 117.7(2) . . ?
C22 C23 C19 119.8(3) . . ?
C25 C24 C22 119.9(3) . . ?
C25 C24 H24 120.1 . . ?
C22 C24 H24 120.1 . . ?
C24 C25 C26 119.5(3) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
N3 C26 C25 122.4(3) . . ?
N3 C26 H26 118.8 . . ?
C25 C26 H26 118.8 . . ?

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
Mn1 O2 C1 O1 176.5(3) . . . . ?
Mn1 O2 C1 C2 -3.5(4) . . . . ?
C3 N1 C2 C6 -3.5(4) . . . . ?
Mn1 N1 C2 C6 170.0(3) . . . . ?
C3 N1 C2 C1 177.8(2) . . . . ?
Mn1 N1 C2 C1 -8.8(3) . . . . ?
O1 C1 C2 N1 -171.6(3) . . . . ?
O2 C1 C2 N1 8.4(4) . . . . ?
O1 C1 C2 C6 9.7(5) . . . . ?
O2 C1 C2 C6 -170.3(3) . . . . ?
C2 N1 C3 C4 1.8(4) . . . . ?
Mn1 N1 C3 C4 -170.5(2) . . . . ?
N1 C3 C4 C5 1.2(5) . . . . ?
N1 C3 C4 C7 178.9(3) . . . . ?
C3 C4 C5 C6 -2.6(5) . . . . ?
C7 C4 C5 C6 179.7(3) . . . . ?
N1 C2 C6 C5 2.1(5) . . . . ?
C1 C2 C6 C5 -179.3(3) . . . . ?
C4 C5 C6 C2 1.1(5) . . . . ?
C3 C4 C7 C8 155.0(3) . . . . ?
C5 C4 C7 C8 -27.5(5) . . . . ?
C3 C4 C7 C14 -26.0(5) . . . . ?
C5 C4 C7 C14 151.6(3) . . . . ?
C14 C7 C8 C9 -2.1(5) . . . . ?
C4 C7 C8 C9 177.0(3) . . . . ?
C7 C8 C9 C11 -0.2(5) . . . . ?
C7 C8 C9 C10 178.4(3) . . . . ?
Mn1 O3 C10 O4 126.1(3) 2_775 . . . ?
Mn1 O3 C10 C9 -57.6(4) 2_775 . . . ?
C8 C9 C10 O3 -32.7(4) . . . . ?
C11 C9 C10 O3 145.8(3) . . . . ?
C8 C9 C10 O4 143.7(3) . . . . ?
C11 C9 C10 O4 -37.8(5) . . . . ?
C8 C9 C11 C13 2.9(5) . . . . ?
C10 C9 C11 C13 -175.6(3) . . . . ?
C8 C9 C11 C12 -176.8(3) . . . . ?
C10 C9 C11 C12 4.7(5) . . . . ?
C13 C11 C12 O6 18.3(5) . . . . ?
C9 C11 C12 O6 -162.0(3) . . . . ?
C13 C11 C12 O5 -158.9(3) . . . . ?
C9 C11 C12 O5 20.9(5) . . . . ?
C9 C11 C13 C14 -3.3(5) . . . . ?
C12 C11 C13 C14 176.4(3) . . . . ?
C11 C13 C14 C7 1.0(5) . . . . ?
C8 C7 C14 C13 1.7(5) . . . . ?
C4 C7 C14 C13 -177.4(3) . . . . ?
C19 N2 C15 C16 -0.4(5) . . . . ?
Mn1 N2 C15 C16 -169.8(2) . . . . ?
N2 C15 C16 C17 0.6(5) . . . . ?
C15 C16 C17 C18 -0.3(5) . . . . ?
C16 C17 C18 C19 -0.2(5) . . . . ?
C16 C17 C18 C20 179.8(3) . . . . ?
C15 N2 C19 C18 -0.2(4) . . . . ?
Mn1 N2 C19 C18 170.8(2) . . . . ?
C15 N2 C19 C23 179.3(3) . . . . ?
Mn1 N2 C19 C23 -9.7(3) . . . . ?
C17 C18 C19 N2 0.5(4) . . . . ?
C20 C18 C19 N2 -179.5(3) . . . . ?
C17 C18 C19 C23 -179.0(3) . . . . ?
C20 C18 C19 C23 1.0(4) . . . . ?
C19 C18 C20 C21 -3.2(5) . . . . ?
C17 C18 C20 C21 176.8(3) . . . . ?
C18 C20 C21 C22 1.9(5) . . . . ?
C20 C21 C22 C24 -179.2(3) . . . . ?
C20 C21 C22 C23 1.6(5) . . . . ?
C26 N3 C23 C22 1.7(4) . . . . ?
Mn1 N3 C23 C22 -174.0(2) . . . . ?
C26 N3 C23 C19 -177.8(3) . . . . ?
Mn1 N3 C23 C19 6.5(3) . . . . ?
C24 C22 C23 N3 -2.5(4) . . . . ?
C21 C22 C23 N3 176.8(3) . . . . ?
C24 C22 C23 C19 177.0(3) . . . . ?
C21 C22 C23 C19 -3.7(4) . . . . ?
N2 C19 C23 N3 2.4(4) . . . . ?
C18 C19 C23 N3 -178.1(3) . . . . ?
N2 C19 C23 C22 -177.1(3) . . . . ?
C18 C19 C23 C22 2.4(4) . . . . ?
C23 C22 C24 C25 0.6(5) . . . . ?
C21 C22 C24 C25 -178.6(3) . . . . ?
C22 C24 C25 C26 1.9(5) . . . . ?
C23 N3 C26 C25 1.1(5) . . . . ?
Mn1 N3 C26 C25 176.3(2) . . . . ?
C24 C25 C26 N3 -2.9(5) . . . . ?

_refine_diff_density_max         0.269
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.058

####################################################################### 
# 
# 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_294-9Mn
_database_code_depnum_ccdc_archive 'CCDC 1574450'
_audit_update_record             
;
2017-09-14 deposited with the CCDC.
2017-12-29 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         ?
_chemical_formula_sum            'C20 H17 Mn N5 O8'
_chemical_formula_weight         510.33

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'
Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 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'

_cell_length_a                   20.3749(19)
_cell_length_b                   7.5106(6)
_cell_length_c                   16.0252(15)
_cell_angle_alpha                90
_cell_angle_beta                 124.774(14)
_cell_angle_gamma                90
_cell_volume                     2014.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3289
_cell_measurement_theta_min      3.659
_cell_measurement_theta_max      25.044

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.683
_exptl_crystal_F_000             1044
_exptl_transmission_factor_min   0.824
_exptl_transmission_factor_max   0.854
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.719
_shelx_estimated_absorpt_T_min   0.830
_shelx_estimated_absorpt_T_max   0.858
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APE-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3289
_diffrn_reflns_av_unetI/netI     0.0801
_diffrn_reflns_av_R_equivalents  0.0442
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.659
_diffrn_reflns_theta_max         25.044
_diffrn_reflns_theta_full        25.044
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.684
_diffrn_reflns_point_group_measured_fraction_full 0.684
_reflns_number_total             2432
_reflns_number_gt                1998
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.370
_reflns_Friedel_fraction_max     0.370
_reflns_Friedel_fraction_full    0.370

_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    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0302P)²+0.0100P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_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 
;
 Flack x determined using 484 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2432
_refine_ls_number_parameters     310
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0463
_refine_ls_wR_factor_ref         0.0915
_refine_ls_wR_factor_gt          0.0820
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          0.000
_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
Mn1 Mn 0.46558(5) 0.85874(16) 0.58395(6) 0.0290(3) Uani 1 1 d . . . . .
O1 O 0.5366(3) 0.6129(8) 0.6439(4) 0.0416(15) Uani 1 1 d . . . . .
O2 O 0.5781(3) 0.3697(9) 0.6053(4) 0.0498(17) Uani 1 1 d . . . . .
O3 O 0.3319(3) 0.7118(8) -0.1268(4) 0.0374(14) Uani 1 1 d . . . . .
O4 O 0.4161(3) 0.9220(7) -0.0257(3) 0.0311(13) Uani 1 1 d . . . . .
O5 O 0.2357(3) 1.0486(8) -0.1631(4) 0.0388(15) Uani 1 1 d . . . . .
O6 O 0.1256(3) 0.9812(9) -0.1723(4) 0.0516(19) Uani 1 1 d . . . . .
H1 H 0.1042 1.0375 -0.2255 0.077 Uiso 1 1 calc R U . . .
O7 O 0.5746(3) 0.9974(9) 0.6140(4) 0.0400(15) Uani 1 1 d . . . . .
H1W H 0.6140 0.9388 0.6637 0.048 Uiso 1 1 d R U . . .
H2W H 0.5798 1.1121 0.6134 0.048 Uiso 1 1 d R U . . .
N1 N 0.4366(3) 0.6958(8) 0.4467(4) 0.0223(14) Uani 1 1 d . . . . .
N2 N 0.3635(3) 0.7749(9) 0.5969(4) 0.0306(16) Uani 1 1 d . . . . .
N3 N 0.3214(3) 0.7606(10) 0.6967(5) 0.0353(17) Uani 1 1 d . . . . .
H2 H 0.3201 0.7726 0.7492 0.042 Uiso 1 1 calc R U . . .
N4 N 0.4862(4) 0.9362(9) 0.8622(4) 0.0303(16) Uani 1 1 d . . . . .
H4 H 0.4642 0.9175 0.8940 0.036 Uiso 1 1 calc R U . . .
N5 N 0.5058(3) 0.9406(10) 0.7405(4) 0.0315(16) Uani 1 1 d . . . . .
C1 C 0.5413(4) 0.5096(12) 0.5826(6) 0.0306(19) Uani 1 1 d . . . . .
C2 C 0.4916(4) 0.5685(11) 0.4728(5) 0.0247(17) Uani 1 1 d . . . . .
C3 C 0.3895(4) 0.7429(11) 0.3495(5) 0.0257(18) Uani 1 1 d . . . . .
H3 H 0.3497 0.8265 0.3308 0.031 Uiso 1 1 calc R U . . .
C4 C 0.3964(4) 0.6737(10) 0.2733(5) 0.0196(16) Uani 1 1 d . . . . .
C5 C 0.4562(4) 0.5513(10) 0.3033(5) 0.0243(18) Uani 1 1 d . . . . .
H5 H 0.4647 0.5061 0.2561 0.029 Uiso 1 1 calc R U . . .
C6 C 0.5038(4) 0.4953(11) 0.4034(5) 0.0273(18) Uani 1 1 d . . . . .
H6 H 0.5432 0.4099 0.4237 0.033 Uiso 1 1 calc R U . . .
C7 C 0.3426(4) 0.7379(10) 0.1672(5) 0.0236(17) Uani 1 1 d . . . . .
C8 C 0.3710(4) 0.7421(10) 0.1051(5) 0.0224(17) Uani 1 1 d . . . . .
H8 H 0.4215 0.6976 0.1297 0.027 Uiso 1 1 calc R U . . .
O8 O 0.2175(3) 0.5662(10) 0.2901(5) 0.0558(19) Uani 1 1 d G . . . .
H4W H 0.2311 0.6730 0.3101 0.084 Uiso 1 1 d G U . . .
H3W H 0.2580 0.4986 0.3243 0.084 Uiso 1 1 d G U . . .
C9 C 0.3246(4) 0.8116(10) 0.0081(5) 0.0219(17) Uani 1 1 d . . . . .
C10 C 0.3592(4) 0.8163(11) -0.0541(5) 0.0284(19) Uani 1 1 d . . . . .
C11 C 0.2474(4) 0.8754(11) -0.0316(5) 0.0259(18) Uani 1 1 d . . . . .
C12 C 0.2026(4) 0.9749(12) -0.1292(5) 0.030(2) Uani 1 1 d . . . . .
C13 C 0.2197(4) 0.8641(11) 0.0304(5) 0.0305(19) Uani 1 1 d . . . . .
H13 H 0.1685 0.9042 0.0054 0.037 Uiso 1 1 calc R U . . .
C14 C 0.2654(4) 0.7963(10) 0.1261(5) 0.0263(18) Uani 1 1 d . . . . .
H14 H 0.2445 0.7890 0.1645 0.032 Uiso 1 1 calc R U . . .
C15 C 0.2886(5) 0.6950(12) 0.5459(6) 0.040(2) Uani 1 1 d . . . . .
H15 H 0.2604 0.6537 0.4794 0.048 Uiso 1 1 calc R U . . .
C16 C 0.2631(4) 0.6862(13) 0.6062(6) 0.042(2) Uani 1 1 d . . . . .
H16 H 0.2149 0.6385 0.5897 0.051 Uiso 1 1 calc R U . . .
C17 C 0.3813(4) 0.8118(11) 0.6894(5) 0.0260(17) Uani 1 1 d . . . . .
C18 C 0.4546(4) 0.8931(10) 0.7642(5) 0.0283(18) Uani 1 1 d . . . . .
C19 C 0.5585(4) 1.0143(12) 0.9018(5) 0.035(2) Uani 1 1 d . . . . .
H19 H 0.5932 1.0573 0.9676 0.042 Uiso 1 1 calc R U . . .
C20 C 0.5701(4) 1.0169(12) 0.8270(6) 0.041(2) Uani 1 1 d . . . . .
H20 H 0.6149 1.0633 0.8329 0.049 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
Mn1 O4 2.190(5) 2_575 ?
Mn1 O1 2.200(6) . ?
Mn1 N5 2.236(6) . ?
Mn1 O7 2.244(5) . ?
Mn1 N1 2.281(5) . ?
Mn1 N2 2.293(6) . ?
O1 C1 1.297(9) . ?
O2 C1 1.219(9) . ?
O3 C10 1.243(8) . ?
O4 C10 1.256(8) . ?
O4 Mn1 2.190(5) 2_574 ?
O5 C12 1.214(8) . ?
O6 C12 1.305(8) . ?
O6 H1 0.8200 . ?
O7 H1W 0.8619 . ?
O7 H2W 0.8685 . ?
N1 C3 1.330(8) . ?
N1 C2 1.345(9) . ?
N2 C17 1.340(9) . ?
N2 C15 1.390(9) . ?
N3 C17 1.348(8) . ?
N3 C16 1.364(9) . ?
N3 H2 0.8600 . ?
N4 C18 1.353(8) . ?
N4 C19 1.361(9) . ?
N4 H4 0.8600 . ?
N5 C18 1.345(8) . ?
N5 C20 1.376(10) . ?
C1 C2 1.512(9) . ?
C2 C6 1.384(9) . ?
C3 C4 1.405(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.376(10) . ?
C4 C7 1.483(9) . ?
C5 C6 1.385(9) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C14 1.385(9) . ?
C7 C8 1.408(8) . ?
C8 C9 1.380(9) . ?
C8 H8 0.9300 . ?
O8 H4W 0.8499 . ?
O8 H3W 0.8502 . ?
C9 C11 1.402(9) . ?
C9 C10 1.515(9) . ?
C11 C13 1.396(9) . ?
C11 C12 1.486(9) . ?
C13 C14 1.360(9) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.335(10) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.414(10) . ?
C19 C20 1.348(9) . ?
C19 H19 0.9300 . ?
C20 H20 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
O4 Mn1 O1 150.29(17) 2_575 . ?
O4 Mn1 N5 113.6(2) 2_575 . ?
O1 Mn1 N5 90.7(2) . . ?
O4 Mn1 O7 76.64(19) 2_575 . ?
O1 Mn1 O7 88.4(2) . . ?
N5 Mn1 O7 87.0(2) . . ?
O4 Mn1 N1 83.2(2) 2_575 . ?
O1 Mn1 N1 73.43(19) . . ?
N5 Mn1 N1 163.2(2) . . ?
O7 Mn1 N1 97.8(2) . . ?
O4 Mn1 N2 104.66(19) 2_575 . ?
O1 Mn1 N2 97.8(2) . . ?
N5 Mn1 N2 75.2(2) . . ?
O7 Mn1 N2 161.2(2) . . ?
N1 Mn1 N2 101.0(2) . . ?
C1 O1 Mn1 119.0(5) . . ?
C10 O4 Mn1 132.3(4) . 2_574 ?
C12 O6 H1 109.5 . . ?
Mn1 O7 H1W 104.3 . . ?
Mn1 O7 H2W 124.8 . . ?
H1W O7 H2W 117.5 . . ?
C3 N1 C2 118.0(6) . . ?
C3 N1 Mn1 127.1(5) . . ?
C2 N1 Mn1 111.7(4) . . ?
C17 N2 C15 104.7(6) . . ?
C17 N2 Mn1 110.9(5) . . ?
C15 N2 Mn1 144.4(5) . . ?
C17 N3 C16 107.8(6) . . ?
C17 N3 H2 126.1 . . ?
C16 N3 H2 126.1 . . ?
C18 N4 C19 108.4(6) . . ?
C18 N4 H4 125.8 . . ?
C19 N4 H4 125.8 . . ?
C18 N5 C20 105.8(6) . . ?
C18 N5 Mn1 113.4(5) . . ?
C20 N5 Mn1 140.7(5) . . ?
O2 C1 O1 126.0(7) . . ?
O2 C1 C2 119.3(7) . . ?
O1 C1 C2 114.6(7) . . ?
N1 C2 C6 122.2(6) . . ?
N1 C2 C1 117.1(6) . . ?
C6 C2 C1 120.7(7) . . ?
N1 C3 C4 123.8(7) . . ?
N1 C3 H3 118.1 . . ?
C4 C3 H3 118.1 . . ?
C5 C4 C3 116.8(6) . . ?
C5 C4 C7 123.1(6) . . ?
C3 C4 C7 120.1(6) . . ?
C4 C5 C6 120.2(6) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C2 C6 C5 118.8(7) . . ?
C2 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
C14 C7 C8 118.0(6) . . ?
C14 C7 C4 123.0(6) . . ?
C8 C7 C4 119.0(6) . . ?
C9 C8 C7 120.7(6) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
H4W O8 H3W 109.5 . . ?
C8 C9 C11 120.7(6) . . ?
C8 C9 C10 118.2(6) . . ?
C11 C9 C10 121.1(6) . . ?
O3 C10 O4 124.5(6) . . ?
O3 C10 C9 118.3(6) . . ?
O4 C10 C9 117.2(6) . . ?
C13 C11 C9 117.3(6) . . ?
C13 C11 C12 121.6(6) . . ?
C9 C11 C12 120.4(6) . . ?
O5 C12 O6 123.6(7) . . ?
O5 C12 C11 122.4(6) . . ?
O6 C12 C11 114.0(6) . . ?
C14 C13 C11 122.1(6) . . ?
C14 C13 H13 119.0 . . ?
C11 C13 H13 119.0 . . ?
C13 C14 C7 121.1(6) . . ?
C13 C14 H14 119.5 . . ?
C7 C14 H14 119.5 . . ?
C16 C15 N2 110.3(7) . . ?
C16 C15 H15 124.9 . . ?
N2 C15 H15 124.9 . . ?
C15 C16 N3 106.7(7) . . ?
C15 C16 H16 126.7 . . ?
N3 C16 H16 126.7 . . ?
N2 C17 N3 110.5(7) . . ?
N2 C17 C18 121.1(7) . . ?
N3 C17 C18 128.4(7) . . ?
N5 C18 N4 109.4(7) . . ?
N5 C18 C17 119.3(6) . . ?
N4 C18 C17 131.3(7) . . ?
C20 C19 N4 106.4(7) . . ?
C20 C19 H19 126.8 . . ?
N4 C19 H19 126.8 . . ?
C19 C20 N5 110.0(6) . . ?
C19 C20 H20 125.0 . . ?
N5 C20 H20 125.0 . . ?

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
Mn1 O1 C1 O2 -179.7(6) . . . . ?
Mn1 O1 C1 C2 -3.5(8) . . . . ?
C3 N1 C2 C6 4.4(10) . . . . ?
Mn1 N1 C2 C6 -157.1(6) . . . . ?
C3 N1 C2 C1 -176.5(6) . . . . ?
Mn1 N1 C2 C1 21.9(8) . . . . ?
O2 C1 C2 N1 163.2(7) . . . . ?
O1 C1 C2 N1 -13.3(10) . . . . ?
O2 C1 C2 C6 -17.7(11) . . . . ?
O1 C1 C2 C6 165.8(7) . . . . ?
C2 N1 C3 C4 -3.2(10) . . . . ?
Mn1 N1 C3 C4 155.1(5) . . . . ?
N1 C3 C4 C5 -0.5(11) . . . . ?
N1 C3 C4 C7 -178.2(6) . . . . ?
C3 C4 C5 C6 3.1(10) . . . . ?
C7 C4 C5 C6 -179.3(7) . . . . ?
N1 C2 C6 C5 -1.9(12) . . . . ?
C1 C2 C6 C5 179.1(6) . . . . ?
C4 C5 C6 C2 -2.0(11) . . . . ?
C5 C4 C7 C14 151.9(8) . . . . ?
C3 C4 C7 C14 -30.5(11) . . . . ?
C5 C4 C7 C8 -28.8(11) . . . . ?
C3 C4 C7 C8 148.8(7) . . . . ?
C14 C7 C8 C9 3.5(11) . . . . ?
C4 C7 C8 C9 -175.8(7) . . . . ?
C7 C8 C9 C11 -1.7(11) . . . . ?
C7 C8 C9 C10 178.6(7) . . . . ?
Mn1 O4 C10 O3 170.6(6) 2_574 . . . ?
Mn1 O4 C10 C9 -12.2(10) 2_574 . . . ?
C8 C9 C10 O3 108.5(8) . . . . ?
C11 C9 C10 O3 -71.3(10) . . . . ?
C8 C9 C10 O4 -68.9(9) . . . . ?
C11 C9 C10 O4 111.4(8) . . . . ?
C8 C9 C11 C13 -0.5(11) . . . . ?
C10 C9 C11 C13 179.2(7) . . . . ?
C8 C9 C11 C12 170.6(7) . . . . ?
C10 C9 C11 C12 -9.7(11) . . . . ?
C13 C11 C12 O5 149.2(8) . . . . ?
C9 C11 C12 O5 -21.5(12) . . . . ?
C13 C11 C12 O6 -28.3(11) . . . . ?
C9 C11 C12 O6 161.1(7) . . . . ?
C9 C11 C13 C14 0.7(11) . . . . ?
C12 C11 C13 C14 -170.2(8) . . . . ?
C11 C13 C14 C7 1.2(12) . . . . ?
C8 C7 C14 C13 -3.3(12) . . . . ?
C4 C7 C14 C13 176.0(7) . . . . ?
C17 N2 C15 C16 0.4(9) . . . . ?
Mn1 N2 C15 C16 178.4(7) . . . . ?
N2 C15 C16 N3 0.1(10) . . . . ?
C17 N3 C16 C15 -0.5(9) . . . . ?
C15 N2 C17 N3 -0.7(8) . . . . ?
Mn1 N2 C17 N3 -179.4(5) . . . . ?
C15 N2 C17 C18 179.2(7) . . . . ?
Mn1 N2 C17 C18 0.5(9) . . . . ?
C16 N3 C17 N2 0.7(9) . . . . ?
C16 N3 C17 C18 -179.1(8) . . . . ?
C20 N5 C18 N4 -0.6(8) . . . . ?
Mn1 N5 C18 N4 175.7(5) . . . . ?
C20 N5 C18 C17 179.3(7) . . . . ?
Mn1 N5 C18 C17 -4.4(9) . . . . ?
C19 N4 C18 N5 0.5(8) . . . . ?
C19 N4 C18 C17 -179.4(8) . . . . ?
N2 C17 C18 N5 2.7(11) . . . . ?
N3 C17 C18 N5 -177.4(8) . . . . ?
N2 C17 C18 N4 -177.4(8) . . . . ?
N3 C17 C18 N4 2.5(14) . . . . ?
C18 N4 C19 C20 -0.2(9) . . . . ?
N4 C19 C20 N5 -0.2(10) . . . . ?
C18 N5 C20 C19 0.5(9) . . . . ?
Mn1 N5 C20 C19 -174.1(7) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C19 H19 O7 0.93 2.61 3.225(9) 123.9 2_575
O8 H3W O3 0.85 2.01 2.832(9) 163.2 2_565
O8 H4W O5 0.85 2.13 2.959(9) 166.5 2_575
C3 H3 O5 0.93 2.56 3.405(9) 151.6 2_575
N4 H4 O4 0.86 2.01 2.864(7) 169.4 1_556
N3 H2 O3 0.86 1.92 2.736(7) 158.8 1_556
O7 H2W O2 0.87 1.94 2.802(10) 173.2 1_565
O7 H1W O8 0.86 1.92 2.701(7) 150.3 4_565
O6 H1 O1 0.82 1.82 2.617(7) 164.1 3_454
O7 H2W O2 0.87 1.94 2.802(10) 173.2 1_565
O7 H1W O8 0.86 1.92 2.701(7) 150.3 4_565
C19 H19 O7 0.93 2.61 3.225(9) 123.9 2_575
C3 H3 O5 0.93 2.56 3.405(9) 151.6 2_575
O8 H3W O3 0.85 2.01 2.832(9) 163.2 2_565
O8 H4W O5 0.85 2.13 2.959(9) 166.5 2_575
N4 H4 O4 0.86 2.01 2.864(7) 169.4 1_556
N3 H2 O3 0.86 1.92 2.736(7) 158.8 1_556
O6 H1 O1 0.82 1.82 2.617(7) 164.1 3_454
N3 H2 O3 0.86 1.92 2.736(7) 158.8 1_556
N4 H4 O4 0.86 2.01 2.864(7) 169.4 1_556
O8 H4W O5 0.85 2.13 2.959(9) 166.5 2_575
O8 H3W O3 0.85 2.01 2.832(9) 163.2 2_565
C3 H3 O5 0.93 2.56 3.405(9) 151.6 2_575
C19 H19 O7 0.93 2.61 3.225(9) 123.9 2_575
O7 H1W O8 0.86 1.92 2.701(7) 150.3 4_565
O7 H2W O2 0.87 1.94 2.802(10) 173.2 1_565
O6 H1 O1 0.82 1.82 2.617(7) 164.1 3_454
N3 H2 O3 0.86 1.92 2.736(7) 158.8 1_556
N4 H4 O4 0.86 2.01 2.864(7) 169.4 1_556
C3 H3 O5 0.93 2.56 3.405(9) 151.6 2_575
O8 H4W O5 0.85 2.13 2.959(9) 166.5 2_575
O8 H3W O3 0.85 2.01 2.832(9) 163.2 2_565
C19 H19 O7 0.93 2.61 3.225(9) 123.9 2_575
O7 H1W O8 0.86 1.92 2.701(7) 150.3 4_565
O7 H2W O2 0.87 1.94 2.802(10) 173.2 1_565
O6 H1 O1 0.82 1.82 2.617(7) 164.1 3_454
O7 H1W O8 0.86 1.92 2.701(7) 150.3 4_565
O7 H2W O2 0.87 1.94 2.802(10) 173.2 1_565
N3 H2 O3 0.86 1.92 2.736(7) 158.8 1_556
N4 H4 O4 0.86 2.01 2.864(7) 169.4 1_556
C3 H3 O5 0.93 2.56 3.405(9) 151.6 2_575
O8 H4W O5 0.85 2.13 2.959(9) 166.5 2_575
O8 H3W O3 0.85 2.01 2.832(9) 163.2 2_565
C19 H19 O7 0.93 2.61 3.225(9) 123.9 2_575

_refine_diff_density_max         0.384
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.070

####################################################################### 
# 
# 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_297-15Ni
_database_code_depnum_ccdc_archive 'CCDC 1574454'
_audit_update_record             
;
2017-09-14 deposited with the CCDC.
2017-12-29 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         ?
_chemical_formula_sum            'C60 H56 N6 Ni3 O22'
_chemical_formula_weight         1389.23

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   7.7854(5)
_cell_length_b                   13.5993(11)
_cell_length_c                   14.8167(10)
_cell_angle_alpha                110.658(7)
_cell_angle_beta                 98.024(6)
_cell_angle_gamma                99.705(6)
_cell_volume                     1412.78(19)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8535
_cell_measurement_theta_min      3.376
_cell_measurement_theta_max      25.050

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.633
_exptl_crystal_F_000             718
_exptl_transmission_factor_min   0.746
_exptl_transmission_factor_max   0.763
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    1.081
_shelx_estimated_absorpt_T_min   0.752
_shelx_estimated_absorpt_T_max   0.774
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APE-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8535
_diffrn_reflns_av_unetI/netI     0.0623
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.376
_diffrn_reflns_theta_max         25.050
_diffrn_reflns_theta_full        25.050
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5001
_reflns_number_gt                3888
_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    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0602P)²+1.6031P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_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_number_reflns         5001
_refine_ls_number_parameters     412
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0483
_refine_ls_wR_factor_ref         0.1290
_refine_ls_wR_factor_gt          0.1155
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.000
_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
Ni1 Ni 0.15242(7) 0.57472(4) 0.38112(3) 0.01811(16) Uani 1 1 d . . . . .
Ni2 Ni 1.0000 1.0000 1.5000 0.01752(18) Uani 1 2 d S . P . .
O1 O 0.1368(4) 0.2592(2) 0.3319(2) 0.0332(7) Uani 1 1 d . . . . .
O2 O 0.1490(4) 0.4349(2) 0.40778(19) 0.0255(6) Uani 1 1 d . . . . .
O3 O -0.2984(5) 0.1533(2) -0.3194(2) 0.0431(9) Uani 1 1 d . . . . .
O4 O -0.1594(4) 0.2879(2) -0.3531(2) 0.0275(7) Uani 1 1 d . . . . .
O5 O -0.4090(4) 0.4176(2) -0.35563(19) 0.0247(6) Uani 1 1 d . . . . .
O6 O -0.6264(4) 0.4343(3) -0.2733(2) 0.0364(8) Uani 1 1 d . . . . .
O7 O -0.0900(4) 0.5907(2) 0.4176(2) 0.0285(7) Uani 1 1 d . . . . .
H1W H -0.1717 0.5658 0.3648 0.034 Uiso 1 1 d R U . . .
H2W H -0.1078 0.5833 0.4704 0.034 Uiso 1 1 d R U . . .
O8 O 0.9558(4) 0.8366(2) 1.4495(2) 0.0331(7) Uani 1 1 d . . . . .
H3W H 0.9137 0.8136 1.4910 0.040 Uiso 1 1 d R U . . .
H4W H 1.0543 0.8172 1.4320 0.040 Uiso 1 1 d R U . . .
O9 O 1.2561(4) 1.0115(2) 1.4730(2) 0.0262(6) Uani 1 1 d . . . . .
H6W H 1.2901 1.0681 1.4590 0.031 Uiso 1 1 d R U . . .
H5W H 1.2600 0.9543 1.4230 0.031 Uiso 1 1 d R U . . .
O10 O 0.6697(4) 0.7702(2) 0.5144(2) 0.0321(7) Uani 1 1 d . . . . .
H8W H 0.7296 0.7612 0.5722 0.038 Uiso 1 1 d R U . . .
H7W H 0.5937 0.7120 0.4775 0.038 Uiso 1 1 d R U . . .
O11 O 0.812(3) 0.6982(15) 0.1900(18) 0.543(18) Uani 1 1 d . . . . .
H9W H 0.7535 0.6584 0.2141 0.652 Uiso 1 1 d R U . . .
H10W H 0.9023 0.7027 0.2318 0.652 Uiso 1 1 d R U . . .
N1 N 0.0289(4) 0.4535(2) 0.2392(2) 0.0196(7) Uani 1 1 d . . . . .
N2 N 0.2777(4) 0.6625(3) 0.5304(2) 0.0215(7) Uani 1 1 d . . . . .
N3 N 0.8924(5) 0.9794(3) 1.3518(2) 0.0271(8) Uani 1 1 d . . . . .
C1 C 0.1177(5) 0.3477(3) 0.3322(3) 0.0209(8) Uani 1 1 d . . . . .
C2 C 0.0491(5) 0.3552(3) 0.2351(3) 0.0208(8) Uani 1 1 d . . . . .
C3 C -0.0458(5) 0.4612(3) 0.1565(3) 0.0197(8) Uani 1 1 d . . . . .
H13 H -0.0636 0.5283 0.1599 0.024 Uiso 1 1 calc R U . . .
C4 C -0.0992(5) 0.3752(3) 0.0648(3) 0.0217(9) Uani 1 1 d . . . . .
C5 C -0.0701(7) 0.2765(3) 0.0618(3) 0.0338(11) Uani 1 1 d . . . . .
H5 H -0.1007 0.2170 0.0022 0.041 Uiso 1 1 calc R U . . .
C6 C 0.0037(7) 0.2666(3) 0.1469(3) 0.0354(11) Uani 1 1 d . . . . .
H6 H 0.0232 0.2004 0.1451 0.043 Uiso 1 1 calc R U . . .
C7 C -0.1875(5) 0.3888(3) -0.0245(3) 0.0195(8) Uani 1 1 d . . . . .
C8 C -0.2778(6) 0.4702(3) -0.0172(3) 0.0244(9) Uani 1 1 d . . . . .
H8 H -0.2775 0.5203 0.0448 0.029 Uiso 1 1 calc R U . . .
C9 C -0.3678(5) 0.4778(3) -0.1005(3) 0.0231(9) Uani 1 1 d . . . . .
H9 H -0.4323 0.5307 -0.0935 0.028 Uiso 1 1 calc R U . . .
C10 C -0.3644(5) 0.4083(3) -0.1948(3) 0.0176(8) Uani 1 1 d . . . . .
C11 C -0.4740(5) 0.4205(3) -0.2812(3) 0.0211(8) Uani 1 1 d . . . . .
C12 C -0.2677(5) 0.3286(3) -0.2037(3) 0.0164(8) Uani 1 1 d . . . . .
C13 C -0.2444(5) 0.2501(3) -0.3010(3) 0.0206(8) Uani 1 1 d . . . . .
C14 C -0.1847(5) 0.3183(3) -0.1192(3) 0.0199(8) Uani 1 1 d . . . . .
H14 H -0.1254 0.2631 -0.1259 0.024 Uiso 1 1 calc R U . . .
C15 C 0.2644(6) 0.7606(3) 0.5873(3) 0.0339(11) Uani 1 1 d . . . . .
H15 H 0.1965 0.7966 0.5589 0.041 Uiso 1 1 calc R U . . .
C16 C 0.3467(7) 0.8117(4) 0.6866(3) 0.0365(11) Uani 1 1 d . . . . .
H16 H 0.3368 0.8812 0.7227 0.044 Uiso 1 1 calc R U . . .
C17 C 0.4436(6) 0.7588(3) 0.7316(3) 0.0251(9) Uani 1 1 d . . . . .
C18 C 0.4586(6) 0.6571(3) 0.6725(3) 0.0248(9) Uani 1 1 d . . . . .
H18 H 0.5239 0.6189 0.6993 0.030 Uiso 1 1 calc R U . . .
C19 C 0.3769(5) 0.6133(3) 0.5744(3) 0.0230(9) Uani 1 1 d . . . . .
H19 H 0.3907 0.5455 0.5360 0.028 Uiso 1 1 calc R U . . .
C20 C 0.5259(6) 0.8040(3) 0.8383(3) 0.0254(9) Uani 1 1 d . . . . .
C21 C 0.6208(7) 0.9106(4) 0.8900(3) 0.0354(11) Uani 1 1 d . . . . .
H21 H 0.6335 0.9575 0.8572 0.043 Uiso 1 1 calc R U . . .
C22 C 0.6970(7) 0.9479(4) 0.9898(3) 0.0369(11) Uani 1 1 d . . . . .
H22 H 0.7611 1.0193 1.0228 0.044 Uiso 1 1 calc R U . . .
C23 C 0.6793(6) 0.8805(3) 1.0416(3) 0.0284(10) Uani 1 1 d . . . . .
C24 C 0.5853(7) 0.7735(4) 0.9893(3) 0.0353(11) Uani 1 1 d . . . . .
H24 H 0.5726 0.7265 1.0222 0.042 Uiso 1 1 calc R U . . .
C25 C 0.5112(6) 0.7362(4) 0.8906(3) 0.0346(11) Uani 1 1 d . . . . .
H25 H 0.4499 0.6642 0.8576 0.042 Uiso 1 1 calc R U . . .
C26 C 0.7544(6) 0.9178(3) 1.1491(3) 0.0298(10) Uani 1 1 d . . . . .
C27 C 0.9226(6) 0.9854(3) 1.1951(3) 0.0312(10) Uani 1 1 d . . . . .
H27 H 0.9930 1.0114 1.1589 0.037 Uiso 1 1 calc R U . . .
C28 C 0.9846(6) 1.0136(3) 1.2943(3) 0.0288(10) Uani 1 1 d . . . . .
H28 H 1.0974 1.0594 1.3234 0.035 Uiso 1 1 calc R U . . .
C29 C 0.7282(7) 0.9170(4) 1.3075(3) 0.0431(13) Uani 1 1 d . . . . .
H29 H 0.6592 0.8932 1.3456 0.052 Uiso 1 1 calc R U . . .
C30 C 0.6564(7) 0.8863(4) 1.2091(3) 0.0445(13) Uani 1 1 d . . . . .
H30 H 0.5407 0.8439 1.1825 0.053 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O4 2.046(3) 2_565 ?
Ni1 O7 2.060(3) . ?
Ni1 O2 2.070(3) . ?
Ni1 O5 2.077(3) 2_565 ?
Ni1 N2 2.101(3) . ?
Ni1 N1 2.126(3) . ?
Ni2 O8 2.028(3) . ?
Ni2 O8 2.028(3) 2_778 ?
Ni2 O9 2.079(3) . ?
Ni2 O9 2.079(3) 2_778 ?
Ni2 N3 2.139(3) . ?
Ni2 N3 2.139(3) 2_778 ?
O1 C1 1.236(5) . ?
O2 C1 1.268(5) . ?
O3 C13 1.229(5) . ?
O4 C13 1.268(4) . ?
O4 Ni1 2.046(3) 2_565 ?
O5 C11 1.267(4) . ?
O5 Ni1 2.077(3) 2_565 ?
O6 C11 1.247(5) . ?
O7 H1W 0.8555 . ?
O7 H2W 0.8500 . ?
O8 H3W 0.8615 . ?
O8 H4W 0.8947 . ?
O9 H6W 0.8740 . ?
O9 H5W 0.8730 . ?
O10 H8W 0.9736 . ?
O10 H7W 0.8501 . ?
O11 H9W 0.8499 . ?
O11 H10W 0.8500 . ?
N1 C3 1.328(5) . ?
N1 C2 1.354(5) . ?
N2 C15 1.334(5) . ?
N2 C19 1.346(5) . ?
N3 C29 1.339(6) . ?
N3 C28 1.341(5) . ?
C1 C2 1.506(5) . ?
C2 C6 1.378(6) . ?
C3 C4 1.395(5) . ?
C3 H13 0.9300 . ?
C4 C5 1.384(5) . ?
C4 C7 1.489(5) . ?
C5 C6 1.372(6) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.390(5) . ?
C7 C14 1.398(5) . ?
C8 C9 1.378(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.390(5) . ?
C9 H9 0.9300 . ?
C10 C12 1.400(5) . ?
C10 C11 1.512(5) . ?
C12 C14 1.390(5) . ?
C12 C13 1.518(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.387(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.383(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.386(6) . ?
C17 C20 1.478(6) . ?
C18 C19 1.368(6) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.390(6) . ?
C20 C25 1.400(6) . ?
C21 C22 1.386(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.390(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.393(6) . ?
C23 C26 1.484(6) . ?
C24 C25 1.368(6) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C30 1.380(6) . ?
C26 C27 1.388(6) . ?
C27 C28 1.371(6) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C30 1.370(6) . ?
C29 H29 0.9300 . ?
C30 H30 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
O4 Ni1 O7 86.80(11) 2_565 . ?
O4 Ni1 O2 178.88(10) 2_565 . ?
O7 Ni1 O2 94.25(11) . . ?
O4 Ni1 O5 87.13(11) 2_565 2_565 ?
O7 Ni1 O5 171.77(11) . 2_565 ?
O2 Ni1 O5 91.87(11) . 2_565 ?
O4 Ni1 N2 92.64(12) 2_565 . ?
O7 Ni1 N2 89.09(12) . . ?
O2 Ni1 N2 87.77(12) . . ?
O5 Ni1 N2 85.65(12) 2_565 . ?
O4 Ni1 N1 101.09(12) 2_565 . ?
O7 Ni1 N1 92.28(12) . . ?
O2 Ni1 N1 78.50(11) . . ?
O5 Ni1 N1 94.33(11) 2_565 . ?
N2 Ni1 N1 166.26(12) . . ?
O8 Ni2 O8 180.0 . 2_778 ?
O8 Ni2 O9 90.82(11) . . ?
O8 Ni2 O9 89.18(11) 2_778 . ?
O8 Ni2 O9 89.18(11) . 2_778 ?
O8 Ni2 O9 90.82(11) 2_778 2_778 ?
O9 Ni2 O9 180.0 . 2_778 ?
O8 Ni2 N3 86.86(13) . . ?
O8 Ni2 N3 93.14(13) 2_778 . ?
O9 Ni2 N3 90.95(12) . . ?
O9 Ni2 N3 89.05(12) 2_778 . ?
O8 Ni2 N3 93.14(13) . 2_778 ?
O8 Ni2 N3 86.86(13) 2_778 2_778 ?
O9 Ni2 N3 89.05(12) . 2_778 ?
O9 Ni2 N3 90.95(12) 2_778 2_778 ?
N3 Ni2 N3 180.00(19) . 2_778 ?
C1 O2 Ni1 116.2(2) . . ?
C13 O4 Ni1 131.9(2) . 2_565 ?
C11 O5 Ni1 133.1(3) . 2_565 ?
Ni1 O7 H1W 109.5 . . ?
Ni1 O7 H2W 117.5 . . ?
H1W O7 H2W 122.3 . . ?
Ni2 O8 H3W 110.1 . . ?
Ni2 O8 H4W 108.8 . . ?
H3W O8 H4W 117.2 . . ?
Ni2 O9 H6W 111.2 . . ?
Ni2 O9 H5W 110.5 . . ?
H6W O9 H5W 107.9 . . ?
H8W O10 H7W 109.4 . . ?
H9W O11 H10W 85.9 . . ?
C3 N1 C2 118.1(3) . . ?
C3 N1 Ni1 130.9(3) . . ?
C2 N1 Ni1 110.7(2) . . ?
C15 N2 C19 116.4(4) . . ?
C15 N2 Ni1 126.8(3) . . ?
C19 N2 Ni1 116.8(3) . . ?
C29 N3 C28 115.9(4) . . ?
C29 N3 Ni2 118.8(3) . . ?
C28 N3 Ni2 124.8(3) . . ?
O1 C1 O2 126.0(4) . . ?
O1 C1 C2 118.4(3) . . ?
O2 C1 C2 115.6(3) . . ?
N1 C2 C6 121.3(4) . . ?
N1 C2 C1 116.4(3) . . ?
C6 C2 C1 122.4(3) . . ?
N1 C3 C4 124.1(3) . . ?
N1 C3 H13 117.9 . . ?
C4 C3 H13 117.9 . . ?
C5 C4 C3 116.6(4) . . ?
C5 C4 C7 122.1(4) . . ?
C3 C4 C7 121.3(3) . . ?
C6 C5 C4 120.0(4) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C2 119.8(4) . . ?
C5 C6 H6 120.1 . . ?
C2 C6 H6 120.1 . . ?
C8 C7 C14 117.6(4) . . ?
C8 C7 C4 121.6(3) . . ?
C14 C7 C4 120.8(3) . . ?
C9 C8 C7 120.9(3) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.5 . . ?
C8 C9 C10 121.6(4) . . ?
C8 C9 H9 119.2 . . ?
C10 C9 H9 119.2 . . ?
C9 C10 C12 118.3(3) . . ?
C9 C10 C11 117.3(3) . . ?
C12 C10 C11 124.3(3) . . ?
O6 C11 O5 123.7(4) . . ?
O6 C11 C10 116.3(3) . . ?
O5 C11 C10 120.1(3) . . ?
C14 C12 C10 119.6(3) . . ?
C14 C12 C13 115.8(3) . . ?
C10 C12 C13 124.6(3) . . ?
O3 C13 O4 124.8(3) . . ?
O3 C13 C12 116.6(3) . . ?
O4 C13 C12 118.3(3) . . ?
C12 C14 C7 121.9(4) . . ?
C12 C14 H14 119.0 . . ?
C7 C14 H14 119.0 . . ?
N2 C15 C16 123.2(4) . . ?
N2 C15 H15 118.4 . . ?
C16 C15 H15 118.4 . . ?
C17 C16 C15 119.7(4) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C17 C18 117.1(4) . . ?
C16 C17 C20 123.4(4) . . ?
C18 C17 C20 119.5(4) . . ?
C19 C18 C17 119.7(4) . . ?
C19 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
N2 C19 C18 123.8(4) . . ?
N2 C19 H19 118.1 . . ?
C18 C19 H19 118.1 . . ?
C21 C20 C25 117.5(4) . . ?
C21 C20 C17 123.6(4) . . ?
C25 C20 C17 118.8(4) . . ?
C22 C21 C20 120.9(4) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C21 C22 C23 121.2(4) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C22 C23 C24 117.7(4) . . ?
C22 C23 C26 123.0(4) . . ?
C24 C23 C26 119.3(4) . . ?
C25 C24 C23 121.2(4) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C24 C25 C20 121.4(4) . . ?
C24 C25 H25 119.3 . . ?
C20 C25 H25 119.3 . . ?
C30 C26 C27 116.3(4) . . ?
C30 C26 C23 120.5(4) . . ?
C27 C26 C23 123.3(4) . . ?
C28 C27 C26 119.8(4) . . ?
C28 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
N3 C28 C27 124.0(4) . . ?
N3 C28 H28 118.0 . . ?
C27 C28 H28 118.0 . . ?
N3 C29 C30 123.4(4) . . ?
N3 C29 H29 118.3 . . ?
C30 C29 H29 118.3 . . ?
C29 C30 C26 120.6(4) . . ?
C29 C30 H30 119.7 . . ?
C26 C30 H30 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 O2 C1 O1 168.1(3) . . . . ?
Ni1 O2 C1 C2 -12.6(4) . . . . ?
C3 N1 C2 C6 3.9(6) . . . . ?
Ni1 N1 C2 C6 -170.3(3) . . . . ?
C3 N1 C2 C1 -174.2(3) . . . . ?
Ni1 N1 C2 C1 11.6(4) . . . . ?
O1 C1 C2 N1 179.4(4) . . . . ?
O2 C1 C2 N1 0.1(5) . . . . ?
O1 C1 C2 C6 1.4(6) . . . . ?
O2 C1 C2 C6 -177.9(4) . . . . ?
C2 N1 C3 C4 -2.3(6) . . . . ?
Ni1 N1 C3 C4 170.4(3) . . . . ?
N1 C3 C4 C5 -0.3(6) . . . . ?
N1 C3 C4 C7 178.0(3) . . . . ?
C3 C4 C5 C6 1.6(6) . . . . ?
C7 C4 C5 C6 -176.8(4) . . . . ?
C4 C5 C6 C2 -0.1(7) . . . . ?
N1 C2 C6 C5 -2.7(7) . . . . ?
C1 C2 C6 C5 175.3(4) . . . . ?
C5 C4 C7 C8 154.6(4) . . . . ?
C3 C4 C7 C8 -23.6(6) . . . . ?
C5 C4 C7 C14 -24.3(6) . . . . ?
C3 C4 C7 C14 157.4(4) . . . . ?
C14 C7 C8 C9 2.9(6) . . . . ?
C4 C7 C8 C9 -176.1(4) . . . . ?
C7 C8 C9 C10 -3.3(6) . . . . ?
C8 C9 C10 C12 0.5(6) . . . . ?
C8 C9 C10 C11 177.5(3) . . . . ?
Ni1 O5 C11 O6 166.5(3) 2_565 . . . ?
Ni1 O5 C11 C10 -12.7(5) 2_565 . . . ?
C9 C10 C11 O6 -42.8(5) . . . . ?
C12 C10 C11 O6 134.0(4) . . . . ?
C9 C10 C11 O5 136.5(4) . . . . ?
C12 C10 C11 O5 -46.7(5) . . . . ?
C9 C10 C12 C14 2.6(5) . . . . ?
C11 C10 C12 C14 -174.2(3) . . . . ?
C9 C10 C12 C13 -177.1(3) . . . . ?
C11 C10 C12 C13 6.1(6) . . . . ?
Ni1 O4 C13 O3 147.8(4) 2_565 . . . ?
Ni1 O4 C13 C12 -38.1(5) 2_565 . . . ?
C14 C12 C13 O3 59.2(5) . . . . ?
C10 C12 C13 O3 -121.0(4) . . . . ?
C14 C12 C13 O4 -115.3(4) . . . . ?
C10 C12 C13 O4 64.4(5) . . . . ?
C10 C12 C14 C7 -3.0(6) . . . . ?
C13 C12 C14 C7 176.8(3) . . . . ?
C8 C7 C14 C12 0.3(6) . . . . ?
C4 C7 C14 C12 179.3(3) . . . . ?
C19 N2 C15 C16 0.1(6) . . . . ?
Ni1 N2 C15 C16 177.6(3) . . . . ?
N2 C15 C16 C17 -2.1(7) . . . . ?
C15 C16 C17 C18 2.4(7) . . . . ?
C15 C16 C17 C20 -175.9(4) . . . . ?
C16 C17 C18 C19 -0.9(6) . . . . ?
C20 C17 C18 C19 177.5(4) . . . . ?
C15 N2 C19 C18 1.6(6) . . . . ?
Ni1 N2 C19 C18 -176.2(3) . . . . ?
C17 C18 C19 N2 -1.2(6) . . . . ?
C16 C17 C20 C21 -44.7(7) . . . . ?
C18 C17 C20 C21 136.9(5) . . . . ?
C16 C17 C20 C25 136.5(5) . . . . ?
C18 C17 C20 C25 -41.8(6) . . . . ?
C25 C20 C21 C22 -0.4(7) . . . . ?
C17 C20 C21 C22 -179.1(4) . . . . ?
C20 C21 C22 C23 -0.7(7) . . . . ?
C21 C22 C23 C24 1.2(7) . . . . ?
C21 C22 C23 C26 -178.3(4) . . . . ?
C22 C23 C24 C25 -0.6(7) . . . . ?
C26 C23 C24 C25 178.9(4) . . . . ?
C23 C24 C25 C20 -0.4(7) . . . . ?
C21 C20 C25 C24 0.9(7) . . . . ?
C17 C20 C25 C24 179.7(4) . . . . ?
C22 C23 C26 C30 137.7(5) . . . . ?
C24 C23 C26 C30 -41.8(7) . . . . ?
C22 C23 C26 C27 -41.9(7) . . . . ?
C24 C23 C26 C27 138.6(5) . . . . ?
C30 C26 C27 C28 2.4(7) . . . . ?
C23 C26 C27 C28 -178.1(4) . . . . ?
C29 N3 C28 C27 -2.4(7) . . . . ?
Ni2 N3 C28 C27 169.4(3) . . . . ?
C26 C27 C28 N3 0.4(7) . . . . ?
C28 N3 C29 C30 1.6(8) . . . . ?
Ni2 N3 C29 C30 -170.7(4) . . . . ?
N3 C29 C30 C26 1.1(9) . . . . ?
C27 C26 C30 C29 -3.1(8) . . . . ?
C23 C26 C30 C29 177.3(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O7 H1W O6 0.86 1.93 2.734(4) 156.9 2_465
O7 H2W O2 0.85 1.97 2.818(4) 179.6 2_566
O8 H3W O10 0.86 2.01 2.690(4) 135.5 1_556
O8 H4W O4 0.89 1.89 2.692(4) 148.8 2_666
O9 H6W O10 0.87 2.05 2.861(4) 153.4 2_777
O9 H5W O3 0.87 1.81 2.677(4) 171.8 2_666
O10 H8W O1 0.97 1.77 2.740(4) 171.8 2_666
O10 H7W O5 0.85 2.15 2.976(4) 164.9 2_565
O11 H9W O6 0.85 1.99 2.83(2) 177.9 2_565
O11 H10W O4 0.85 2.45 3.30(3) 178.6 2_665
C3 H13 O11 0.93 2.58 3.48(2) 163.6 1_455
C15 H15 O8 0.93 2.56 3.459(6) 162.5 1_454
C19 H19 O2 0.93 2.33 2.868(5) 116.2 .
C28 H28 O1 0.93 2.64 3.168(5) 116.8 1_666
C29 H29 O9 0.93 2.47 3.025(5) 118.4 2_778
O7 H1W O6 0.86 1.93 2.734(4) 156.9 2_465
O7 H2W O2 0.85 1.97 2.818(4) 179.6 2_566
O8 H3W O10 0.86 2.01 2.690(4) 135.5 1_556
O8 H4W O4 0.89 1.89 2.692(4) 148.8 2_666
O9 H6W O10 0.87 2.05 2.861(4) 153.4 2_777
O9 H5W O3 0.87 1.81 2.677(4) 171.8 2_666
O10 H8W O1 0.97 1.77 2.740(4) 171.8 2_666
O10 H7W O5 0.85 2.15 2.976(4) 164.9 2_565
O11 H9W O6 0.85 1.99 2.83(2) 177.9 2_565
O11 H10W O4 0.85 2.45 3.30(3) 178.6 2_665
C3 H13 O11 0.93 2.58 3.48(2) 163.6 1_455
C15 H15 O8 0.93 2.56 3.459(6) 162.5 1_454
C19 H19 O2 0.93 2.33 2.868(5) 116.2 .
C28 H28 O1 0.93 2.64 3.168(5) 116.8 1_666
C29 H29 O9 0.93 2.47 3.025(5) 118.4 2_778
O7 H1W O6 0.86 1.93 2.734(4) 156.9 2_465
O7 H2W O2 0.85 1.97 2.818(4) 179.6 2_566
O8 H3W O10 0.86 2.01 2.690(4) 135.5 1_556
O8 H4W O4 0.89 1.89 2.692(4) 148.8 2_666
O9 H6W O10 0.87 2.05 2.861(4) 153.4 2_777
O9 H5W O3 0.87 1.81 2.677(4) 171.8 2_666
O10 H8W O1 0.97 1.77 2.740(4) 171.8 2_666
O10 H7W O5 0.85 2.15 2.976(4) 164.9 2_565
O11 H9W O6 0.85 1.99 2.83(2) 177.9 2_565
O11 H10W O4 0.85 2.45 3.30(3) 178.6 2_665
C3 H13 O11 0.93 2.58 3.48(2) 163.6 1_455
C15 H15 O8 0.93 2.56 3.459(6) 162.5 1_454
C19 H19 O2 0.93 2.33 2.868(5) 116.2 .
C28 H28 O1 0.93 2.64 3.168(5) 116.8 1_666
C29 H29 O9 0.93 2.47 3.025(5) 118.4 2_778
O7 H1W O6 0.86 1.93 2.734(4) 156.9 2_465
O7 H2W O2 0.85 1.97 2.818(4) 179.6 2_566
O8 H3W O10 0.86 2.01 2.690(4) 135.5 1_556
O8 H4W O4 0.89 1.89 2.692(4) 148.8 2_666
O9 H6W O10 0.87 2.05 2.861(4) 153.4 2_777
O9 H5W O3 0.87 1.81 2.677(4) 171.8 2_666
O10 H8W O1 0.97 1.77 2.740(4) 171.8 2_666
O10 H7W O5 0.85 2.15 2.976(4) 164.9 2_565
O11 H9W O6 0.85 1.99 2.83(2) 177.9 2_565
O11 H10W O4 0.85 2.45 3.30(3) 178.6 2_665
C3 H13 O11 0.93 2.58 3.48(2) 163.6 1_455
C15 H15 O8 0.93 2.56 3.459(6) 162.5 1_454
C19 H19 O2 0.93 2.33 2.868(5) 116.2 .
C28 H28 O1 0.93 2.64 3.168(5) 116.8 1_666
C29 H29 O9 0.93 2.47 3.025(5) 118.4 2_778

_refine_diff_density_max         1.391
_refine_diff_density_min         -0.663
_refine_diff_density_rms         0.085

####################################################################### 
# 
# 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_293-12Zn
_database_code_depnum_ccdc_archive 'CCDC 1574455'
_audit_update_record             
;
2017-09-14 deposited with the CCDC.
2017-12-29 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         ?
_chemical_formula_sum            'C52 H40 N6 O18 Zn3'
_chemical_formula_weight         1233.01

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           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   14.2351(4)
_cell_length_b                   10.6253(3)
_cell_length_c                   15.7359(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.541(2)
_cell_angle_gamma                90
_cell_volume                     2353.70(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8656
_cell_measurement_theta_min      3.391
_cell_measurement_theta_max      25.047

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.740
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   0.655
_exptl_transmission_factor_max   0.680
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    1.606
_shelx_estimated_absorpt_T_min   0.671
_shelx_estimated_absorpt_T_max   0.699
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APE-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8656
_diffrn_reflns_av_unetI/netI     0.0574
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.391
_diffrn_reflns_theta_max         25.047
_diffrn_reflns_theta_full        25.047
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4162
_reflns_number_gt                3196
_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    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0470P)²+0.7195P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_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_number_reflns         4162
_refine_ls_number_parameters     358
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.1074
_refine_ls_wR_factor_gt          0.0952
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_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 0.68548(3) 1.02600(4) 0.22394(3) 0.02850(15) Uani 1 1 d . . . . .
Zn2 Zn 0.5000 1.0000 0.5000 0.0420(2) Uani 1 2 d S . P . .
N1 N 0.57916(19) 0.1585(3) 0.54056(18) 0.0244(7) Uani 1 1 d . . . . .
N2 N 0.6629(2) 0.9169(3) 0.11224(19) 0.0289(7) Uani 1 1 d . . . . .
N3 N 0.6366(2) 1.1654(3) 0.1269(2) 0.0290(7) Uani 1 1 d . . . . .
O1 O 0.66492(17) 0.8650(2) 0.29757(16) 0.0317(6) Uani 1 1 d . . . . .
O2 O 0.61786(19) 0.9465(2) 0.41477(16) 0.0356(7) Uani 1 1 d . . . . .
O3 O 0.67946(16) 0.5571(2) 0.23452(15) 0.0303(6) Uani 1 1 d . . . . .
O4 O 0.53382(17) 0.6354(3) 0.22629(17) 0.0383(7) Uani 1 1 d . . . . .
O5 O 0.57391(18) -0.0695(2) 0.61070(16) 0.0325(6) Uani 1 1 d . . . . .
O6 O 0.69593(19) -0.0250(3) 0.71061(18) 0.0452(8) Uani 1 1 d . . . . .
O7 O 0.62936(18) 1.1354(2) 0.31029(16) 0.0387(7) Uani 1 1 d . . . . .
H1W H 0.5829 1.1619 0.2882 0.046 Uiso 1 1 d R U . . .
H2W H 0.6257 1.0742 0.3445 0.046 Uiso 1 1 d R U . . .
O8 O 0.3856(2) 0.4638(3) 0.1945(2) 0.0670(10) Uani 1 1 d . . . . .
H3W H 0.3334 0.4862 0.2011 0.080 Uiso 1 1 d R U . . .
H4W H 0.4148 0.5153 0.2199 0.080 Uiso 1 1 d R U . . .
O9 O 0.4655(2) 0.2597(3) 0.2788(2) 0.0624(10) Uani 1 1 d . . . . .
H5W H 0.4327 0.2042 0.3020 0.075 Uiso 1 1 d R U . . .
H6W H 0.4356 0.3220 0.2526 0.075 Uiso 1 1 d R U . . .
C1 C 0.6410(2) 0.8547(3) 0.3710(2) 0.0261(8) Uani 1 1 d . . . . .
C2 C 0.6401(2) 0.7265(3) 0.4113(2) 0.0249(8) Uani 1 1 d . . . . .
C3 C 0.6246(2) 0.6149(3) 0.3653(2) 0.0224(8) Uani 1 1 d . . . . .
C4 C 0.6107(2) 0.6054(3) 0.2681(2) 0.0248(8) Uani 1 1 d . . . . .
C5 C 0.6199(2) 0.5015(3) 0.4089(2) 0.0234(8) Uani 1 1 d . . . . .
H5 H 0.6077 0.4278 0.3773 0.028 Uiso 1 1 calc R U . . .
C6 C 0.6330(2) 0.4950(3) 0.4988(2) 0.0229(8) Uani 1 1 d . . . . .
C7 C 0.6536(2) 0.6071(3) 0.5442(2) 0.0279(8) Uani 1 1 d . . . . .
H7 H 0.6655 0.6056 0.6040 0.033 Uiso 1 1 calc R U . . .
C8 C 0.6566(2) 0.7195(3) 0.5014(2) 0.0279(8) Uani 1 1 d . . . . .
H8 H 0.6699 0.7930 0.5330 0.033 Uiso 1 1 calc R U . . .
C9 C 0.6298(2) 0.3736(3) 0.5433(2) 0.0229(8) Uani 1 1 d . . . . .
C10 C 0.5781(2) 0.2716(3) 0.5045(2) 0.0226(8) Uani 1 1 d . . . . .
H10 H 0.5414 0.2835 0.4511 0.027 Uiso 1 1 calc R U . . .
C11 C 0.6326(2) 0.1391(3) 0.6178(2) 0.0245(8) Uani 1 1 d . . . . .
C12 C 0.6349(3) 0.0052(3) 0.6499(2) 0.0282(9) Uani 1 1 d . . . . .
C13 C 0.6821(3) 0.2353(4) 0.6621(2) 0.0323(9) Uani 1 1 d . . . . .
H13 H 0.7170 0.2210 0.7160 0.039 Uiso 1 1 calc R U . . .
C14 C 0.6796(2) 0.3534(4) 0.6254(2) 0.0316(9) Uani 1 1 d . . . . .
H14 H 0.7112 0.4200 0.6555 0.038 Uiso 1 1 calc R U . . .
C15 C 0.6776(3) 0.7946(4) 0.1068(3) 0.0350(9) Uani 1 1 d . . . . .
H15 H 0.6986 0.7498 0.1568 0.042 Uiso 1 1 calc R U . . .
C16 C 0.6625(3) 0.7305(4) 0.0289(3) 0.0401(10) Uani 1 1 d . . . . .
H16 H 0.6737 0.6443 0.0273 0.048 Uiso 1 1 calc R U . . .
C17 C 0.6312(3) 0.7944(4) -0.0457(3) 0.0394(10) Uani 1 1 d . . . . .
H17 H 0.6201 0.7521 -0.0979 0.047 Uiso 1 1 calc R U . . .
C18 C 0.6161(2) 0.9242(4) -0.0421(2) 0.0325(9) Uani 1 1 d . . . . .
C19 C 0.6338(2) 0.9825(4) 0.0389(2) 0.0278(9) Uani 1 1 d . . . . .
C20 C 0.5864(3) 1.0018(4) -0.1163(3) 0.0409(11) Uani 1 1 d . . . . .
H20 H 0.5743 0.9645 -0.1703 0.049 Uiso 1 1 calc R U . . .
C21 C 0.5758(3) 1.1266(4) -0.1091(3) 0.0416(11) Uani 1 1 d . . . . .
H21 H 0.5575 1.1741 -0.1585 0.050 Uiso 1 1 calc R U . . .
C22 C 0.5920(2) 1.1886(4) -0.0274(2) 0.0325(9) Uani 1 1 d . . . . .
C23 C 0.6210(2) 1.1153(4) 0.0467(2) 0.0268(8) Uani 1 1 d . . . . .
C24 C 0.5813(3) 1.3178(4) -0.0156(3) 0.0430(11) Uani 1 1 d . . . . .
H24 H 0.5633 1.3700 -0.0627 0.052 Uiso 1 1 calc R U . . .
C25 C 0.5972(3) 1.3672(4) 0.0652(3) 0.0425(11) Uani 1 1 d . . . . .
H25 H 0.5898 1.4530 0.0737 0.051 Uiso 1 1 calc R U . . .
C26 C 0.6247(3) 1.2877(4) 0.1353(3) 0.0349(9) Uani 1 1 d . . . . .
H26 H 0.6351 1.3224 0.1901 0.042 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 O3 1.965(2) 2_655 ?
Zn1 O7 2.039(2) . ?
Zn1 N2 2.090(3) . ?
Zn1 O1 2.111(2) . ?
Zn1 N3 2.166(3) . ?
Zn2 O5 2.035(2) 3_666 ?
Zn2 O5 2.035(2) 1_565 ?
Zn2 N1 2.074(3) 1_565 ?
Zn2 N1 2.074(3) 3_666 ?
Zn2 O2 2.367(2) 3_676 ?
Zn2 O2 2.367(2) . ?
N1 C10 1.328(4) . ?
N1 C11 1.350(4) . ?
N1 Zn2 2.074(3) 1_545 ?
N2 C15 1.321(5) . ?
N2 C19 1.360(5) . ?
N3 C26 1.319(5) . ?
N3 C23 1.358(5) . ?
O1 C1 1.256(4) . ?
O2 C1 1.266(4) . ?
O3 C4 1.286(4) . ?
O3 Zn1 1.964(2) 2_645 ?
O4 C4 1.233(4) . ?
O5 C12 1.266(4) . ?
O5 Zn2 2.035(2) 1_545 ?
O6 C12 1.235(4) . ?
O7 H1W 0.7552 . ?
O7 H2W 0.8507 . ?
O8 H3W 0.8015 . ?
O8 H4W 0.7632 . ?
O9 H5W 0.8654 . ?
O9 H6W 0.8580 . ?
C1 C2 1.503(5) . ?
C2 C3 1.389(5) . ?
C2 C8 1.405(5) . ?
C3 C5 1.393(4) . ?
C3 C4 1.516(5) . ?
C5 C6 1.401(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.398(5) . ?
C6 C9 1.471(5) . ?
C7 C8 1.375(5) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C14 1.395(5) . ?
C9 C10 1.398(5) . ?
C10 H10 0.9300 . ?
C11 C13 1.371(5) . ?
C11 C12 1.508(5) . ?
C13 C14 1.380(5) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.392(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.372(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.397(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.405(5) . ?
C18 C20 1.440(5) . ?
C19 C23 1.430(5) . ?
C20 C21 1.342(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.433(6) . ?
C21 H21 0.9300 . ?
C22 C24 1.397(6) . ?
C22 C23 1.412(5) . ?
C24 C25 1.364(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.399(5) . ?
C25 H25 0.9300 . ?
C26 H26 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
O3 Zn1 O7 98.24(10) 2_655 . ?
O3 Zn1 N2 113.18(11) 2_655 . ?
O7 Zn1 N2 148.22(11) . . ?
O3 Zn1 O1 99.32(10) 2_655 . ?
O7 Zn1 O1 89.80(10) . . ?
N2 Zn1 O1 89.74(11) . . ?
O3 Zn1 N3 108.39(10) 2_655 . ?
O7 Zn1 N3 87.89(11) . . ?
N2 Zn1 N3 78.08(12) . . ?
O1 Zn1 N3 152.23(10) . . ?
O5 Zn2 O5 180.0 3_666 1_565 ?
O5 Zn2 N1 99.03(11) 3_666 1_565 ?
O5 Zn2 N1 80.97(11) 1_565 1_565 ?
O5 Zn2 N1 80.97(11) 3_666 3_666 ?
O5 Zn2 N1 99.03(11) 1_565 3_666 ?
N1 Zn2 N1 180.0 1_565 3_666 ?
O5 Zn2 O2 94.47(9) 3_666 3_676 ?
O5 Zn2 O2 85.53(9) 1_565 3_676 ?
N1 Zn2 O2 91.67(10) 1_565 3_676 ?
N1 Zn2 O2 88.33(10) 3_666 3_676 ?
O5 Zn2 O2 85.53(9) 3_666 . ?
O5 Zn2 O2 94.47(9) 1_565 . ?
N1 Zn2 O2 88.33(10) 1_565 . ?
N1 Zn2 O2 91.67(10) 3_666 . ?
O2 Zn2 O2 180.0 3_676 . ?
C10 N1 C11 119.5(3) . . ?
C10 N1 Zn2 129.2(2) . 1_545 ?
C11 N1 Zn2 111.1(2) . 1_545 ?
C15 N2 C19 118.7(3) . . ?
C15 N2 Zn1 126.4(3) . . ?
C19 N2 Zn1 114.8(2) . . ?
C26 N3 C23 118.2(3) . . ?
C26 N3 Zn1 129.4(3) . . ?
C23 N3 Zn1 112.2(2) . . ?
C1 O1 Zn1 130.8(2) . . ?
C1 O2 Zn2 139.2(2) . . ?
C4 O3 Zn1 134.2(2) . 2_645 ?
C12 O5 Zn2 114.8(2) . 1_545 ?
Zn1 O7 H1W 108.0 . . ?
Zn1 O7 H2W 93.0 . . ?
H1W O7 H2W 116.4 . . ?
H3W O8 H4W 99.3 . . ?
H5W O9 H6W 117.9 . . ?
O1 C1 O2 124.1(3) . . ?
O1 C1 C2 119.2(3) . . ?
O2 C1 C2 116.7(3) . . ?
C3 C2 C8 118.1(3) . . ?
C3 C2 C1 124.4(3) . . ?
C8 C2 C1 117.6(3) . . ?
C2 C3 C5 119.8(3) . . ?
C2 C3 C4 124.7(3) . . ?
C5 C3 C4 115.5(3) . . ?
O4 C4 O3 123.6(3) . . ?
O4 C4 C3 119.6(3) . . ?
O3 C4 C3 116.6(3) . . ?
C3 C5 C6 122.1(3) . . ?
C3 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
C7 C6 C5 117.4(3) . . ?
C7 C6 C9 121.5(3) . . ?
C5 C6 C9 121.0(3) . . ?
C8 C7 C6 120.6(3) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 C2 121.9(3) . . ?
C7 C8 H8 119.1 . . ?
C2 C8 H8 119.1 . . ?
C14 C9 C10 116.6(3) . . ?
C14 C9 C6 121.8(3) . . ?
C10 C9 C6 121.6(3) . . ?
N1 C10 C9 122.9(3) . . ?
N1 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
N1 C11 C13 121.5(3) . . ?
N1 C11 C12 115.2(3) . . ?
C13 C11 C12 123.3(3) . . ?
O6 C12 O5 124.5(3) . . ?
O6 C12 C11 118.8(3) . . ?
O5 C12 C11 116.7(3) . . ?
C11 C13 C14 119.0(3) . . ?
C11 C13 H13 120.5 . . ?
C14 C13 H13 120.5 . . ?
C13 C14 C9 120.4(3) . . ?
C13 C14 H14 119.8 . . ?
C9 C14 H14 119.8 . . ?
N2 C15 C16 122.2(4) . . ?
N2 C15 H15 118.9 . . ?
C16 C15 H15 118.9 . . ?
C17 C16 C15 120.0(4) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 119.1(4) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
C17 C18 C19 117.7(4) . . ?
C17 C18 C20 124.1(4) . . ?
C19 C18 C20 118.2(4) . . ?
N2 C19 C18 122.3(4) . . ?
N2 C19 C23 117.3(3) . . ?
C18 C19 C23 120.3(4) . . ?
C21 C20 C18 121.4(4) . . ?
C21 C20 H20 119.3 . . ?
C18 C20 H20 119.3 . . ?
C20 C21 C22 121.6(4) . . ?
C20 C21 H21 119.2 . . ?
C22 C21 H21 119.2 . . ?
C24 C22 C23 117.2(4) . . ?
C24 C22 C21 124.4(4) . . ?
C23 C22 C21 118.4(4) . . ?
N3 C23 C22 122.6(4) . . ?
N3 C23 C19 117.5(3) . . ?
C22 C23 C19 119.9(4) . . ?
C25 C24 C22 119.7(4) . . ?
C25 C24 H24 120.1 . . ?
C22 C24 H24 120.1 . . ?
C24 C25 C26 119.4(4) . . ?
C24 C25 H25 120.3 . . ?
C26 C25 H25 120.3 . . ?
N3 C26 C25 122.8(4) . . ?
N3 C26 H26 118.6 . . ?
C25 C26 H26 118.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O1 C1 O2 4.8(5) . . . . ?
Zn1 O1 C1 C2 -174.7(2) . . . . ?
Zn2 O2 C1 O1 135.6(3) . . . . ?
Zn2 O2 C1 C2 -44.9(5) . . . . ?
O1 C1 C2 C3 -28.1(5) . . . . ?
O2 C1 C2 C3 152.4(3) . . . . ?
O1 C1 C2 C8 151.4(3) . . . . ?
O2 C1 C2 C8 -28.1(5) . . . . ?
C8 C2 C3 C5 4.0(5) . . . . ?
C1 C2 C3 C5 -176.4(3) . . . . ?
C8 C2 C3 C4 -176.7(3) . . . . ?
C1 C2 C3 C4 2.8(5) . . . . ?
Zn1 O3 C4 O4 167.5(3) 2_645 . . . ?
Zn1 O3 C4 C3 -17.5(5) 2_645 . . . ?
C2 C3 C4 O4 -76.7(4) . . . . ?
C5 C3 C4 O4 102.5(4) . . . . ?
C2 C3 C4 O3 108.1(4) . . . . ?
C5 C3 C4 O3 -72.7(4) . . . . ?
C2 C3 C5 C6 -1.8(5) . . . . ?
C4 C3 C5 C6 178.9(3) . . . . ?
C3 C5 C6 C7 -1.6(5) . . . . ?
C3 C5 C6 C9 -178.6(3) . . . . ?
C5 C6 C7 C8 2.8(5) . . . . ?
C9 C6 C7 C8 179.8(3) . . . . ?
C6 C7 C8 C2 -0.6(5) . . . . ?
C3 C2 C8 C7 -2.9(5) . . . . ?
C1 C2 C8 C7 177.5(3) . . . . ?
C7 C6 C9 C14 -24.6(5) . . . . ?
C5 C6 C9 C14 152.2(3) . . . . ?
C7 C6 C9 C10 156.7(3) . . . . ?
C5 C6 C9 C10 -26.5(5) . . . . ?
C11 N1 C10 C9 -0.5(5) . . . . ?
Zn2 N1 C10 C9 174.2(2) 1_545 . . . ?
C14 C9 C10 N1 -3.5(5) . . . . ?
C6 C9 C10 N1 175.3(3) . . . . ?
C10 N1 C11 C13 3.4(5) . . . . ?
Zn2 N1 C11 C13 -172.2(3) 1_545 . . . ?
C10 N1 C11 C12 -175.4(3) . . . . ?
Zn2 N1 C11 C12 9.1(3) 1_545 . . . ?
Zn2 O5 C12 O6 -168.9(3) 1_545 . . . ?
Zn2 O5 C12 C11 9.8(4) 1_545 . . . ?
N1 C11 C12 O6 165.8(3) . . . . ?
C13 C11 C12 O6 -13.0(5) . . . . ?
N1 C11 C12 O5 -13.0(4) . . . . ?
C13 C11 C12 O5 168.2(3) . . . . ?
N1 C11 C13 C14 -2.1(5) . . . . ?
C12 C11 C13 C14 176.6(3) . . . . ?
C11 C13 C14 C9 -2.1(5) . . . . ?
C10 C9 C14 C13 4.7(5) . . . . ?
C6 C9 C14 C13 -174.1(3) . . . . ?
C19 N2 C15 C16 -1.2(5) . . . . ?
Zn1 N2 C15 C16 -178.4(3) . . . . ?
N2 C15 C16 C17 -0.2(6) . . . . ?
C15 C16 C17 C18 0.9(5) . . . . ?
C16 C17 C18 C19 -0.2(5) . . . . ?
C16 C17 C18 C20 177.9(3) . . . . ?
C15 N2 C19 C18 1.9(5) . . . . ?
Zn1 N2 C19 C18 179.5(2) . . . . ?
C15 N2 C19 C23 -178.4(3) . . . . ?
Zn1 N2 C19 C23 -0.9(4) . . . . ?
C17 C18 C19 N2 -1.2(5) . . . . ?
C20 C18 C19 N2 -179.4(3) . . . . ?
C17 C18 C19 C23 179.1(3) . . . . ?
C20 C18 C19 C23 0.9(5) . . . . ?
C17 C18 C20 C21 -178.0(4) . . . . ?
C19 C18 C20 C21 0.1(5) . . . . ?
C18 C20 C21 C22 -1.0(6) . . . . ?
C20 C21 C22 C24 -179.3(4) . . . . ?
C20 C21 C22 C23 0.8(6) . . . . ?
C26 N3 C23 C22 -0.5(5) . . . . ?
Zn1 N3 C23 C22 -177.7(2) . . . . ?
C26 N3 C23 C19 -179.7(3) . . . . ?
Zn1 N3 C23 C19 3.0(4) . . . . ?
C24 C22 C23 N3 1.1(5) . . . . ?
C21 C22 C23 N3 -179.0(3) . . . . ?
C24 C22 C23 C19 -179.6(3) . . . . ?
C21 C22 C23 C19 0.3(5) . . . . ?
N2 C19 C23 N3 -1.5(5) . . . . ?
C18 C19 C23 N3 178.2(3) . . . . ?
N2 C19 C23 C22 179.2(3) . . . . ?
C18 C19 C23 C22 -1.1(5) . . . . ?
C23 C22 C24 C25 -1.1(5) . . . . ?
C21 C22 C24 C25 179.0(3) . . . . ?
C22 C24 C25 C26 0.4(6) . . . . ?
C23 N3 C26 C25 -0.2(5) . . . . ?
Zn1 N3 C26 C25 176.5(3) . . . . ?
C24 C25 C26 N3 0.3(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O9 H6W O8 0.86 1.85 2.703(4) 173.1 .
O9 H5W O5 0.87 2.00 2.777(4) 149.5 3_656
O8 H4W O4 0.76 2.11 2.776(4) 145.9 .
O8 H3W O6 0.80 2.03 2.825(4) 173.5 4_565
O7 H2W O2 0.85 1.76 2.615(3) 179.6 .
O7 H1W O9 0.76 1.95 2.662(4) 156.0 1_565

_refine_diff_density_max         0.462
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.078

####################################################################### 
# 
# 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_302-5Ni
_database_code_depnum_ccdc_archive 'CCDC 1574451'
_audit_update_record             
;
2017-09-14 deposited with the CCDC.
2017-12-29 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         ?
_chemical_formula_sum            'C38 H31 N5 Ni O10'
_chemical_formula_weight         776.39

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   14.3761(17)
_cell_length_b                   12.3797(14)
_cell_length_c                   19.691(2)
_cell_angle_alpha                90
_cell_angle_beta                 102.829(10)
_cell_angle_gamma                90
_cell_volume                     3417.0(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    12157
_cell_measurement_theta_min      3.30
_cell_measurement_theta_max      25.048

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_F_000             1608
_exptl_transmission_factor_min   0.858
_exptl_transmission_factor_max   0.875
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    0.638
_shelx_estimated_absorpt_T_min   0.862
_shelx_estimated_absorpt_T_max   0.878
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APE-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12157
_diffrn_reflns_av_unetI/netI     0.1295
_diffrn_reflns_av_R_equivalents  0.0658
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.300
_diffrn_reflns_theta_max         25.048
_diffrn_reflns_theta_full        25.048
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6057
_reflns_number_gt                2863
_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    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1000P)²+0.9572P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6057
_refine_ls_number_parameters     489
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1676
_refine_ls_R_factor_gt           0.0828
_refine_ls_wR_factor_ref         0.2622
_refine_ls_wR_factor_gt          0.1942
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.000
_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
Ni1 Ni 0.95724(6) 0.27563(7) 0.67610(4) 0.0576(4) Uani 1 1 d . . . . .
N1 N 0.9060(4) 0.1322(4) 0.6258(3) 0.0529(14) Uani 1 1 d . . . . .
N2 N 1.0255(4) 0.4214(5) 0.7067(3) 0.0640(16) Uani 1 1 d . . . . .
N3 N 0.8991(4) 0.3715(5) 0.5909(3) 0.0608(15) Uani 1 1 d . . . . .
N4 N 0.8424(5) 0.2894(5) 0.7246(3) 0.0664(17) Uani 1 1 d . . . . .
N5 N 1.0078(5) 0.1854(5) 0.7651(3) 0.0690(18) Uani 1 1 d . . . . .
O1 O 1.1346(4) 0.0948(5) 0.5913(3) 0.0853(17) Uani 1 1 d . . . . .
O2 O 1.0703(3) 0.2326(4) 0.6362(3) 0.0698(14) Uani 1 1 d . . . . .
O3 O 0.6288(6) -0.2778(8) 0.4169(5) 0.185(5) Uani 1 1 d . . . . .
O4 O 0.4808(6) -0.2871(7) 0.4128(5) 0.141(3) Uani 1 1 d . . . . .
O5 O 0.3691(4) -0.2331(6) 0.4790(4) 0.111(2) Uani 1 1 d . . . . .
O6 O 0.3691(4) -0.1594(6) 0.5792(4) 0.107(2) Uani 1 1 d . . . . .
O8 O 0.8195(4) 0.1245(5) 0.4216(3) 0.110(2) Uani 1 1 d . . . . .
H3W H 0.8337 0.0587 0.4177 0.132 Uiso 1 1 d R U . . .
H4W H 0.7611 0.1357 0.4214 0.132 Uiso 1 1 d R U . . .
O9 O 0.2496(4) 0.3314(5) 0.6666(3) 0.103(2) Uani 1 1 d . . . . .
H5W H 0.1945 0.3016 0.6575 0.124 Uiso 1 1 d R U . . .
H6W H 0.2875 0.3156 0.6406 0.124 Uiso 1 1 d R U . . .
O10 O 0.4949(19) 0.335(2) 0.7475(13) 0.551(17) Uiso 1 1 d . . . . .
H7W H 0.4569 0.3610 0.7605 0.661 Uiso 1 1 d R U . . .
H8W H 0.4717 0.3229 0.7064 0.661 Uiso 1 1 d R U . . .
C1 C 1.0689(5) 0.1372(7) 0.6115(4) 0.0610(19) Uani 1 1 d . . . . .
C2 C 0.9753(5) 0.0775(6) 0.6040(3) 0.0574(18) Uani 1 1 d . . . . .
C3 C 0.8187(5) 0.0883(6) 0.6149(3) 0.0526(17) Uani 1 1 d . . . . .
H3 H 0.7706 0.1267 0.6290 0.063 Uiso 1 1 calc R U . . .
C4 C 0.7966(4) -0.0114(5) 0.5836(3) 0.0502(16) Uani 1 1 d . . . . .
C5 C 0.8694(5) -0.0680(6) 0.5663(4) 0.0628(19) Uani 1 1 d . . . . .
H5 H 0.8580 -0.1371 0.5478 0.075 Uiso 1 1 calc R U . . .
C6 C 0.9601(5) -0.0243(6) 0.5759(4) 0.0611(18) Uani 1 1 d . . . . .
H6 H 1.0094 -0.0628 0.5636 0.073 Uiso 1 1 calc R U . . .
C7 C 0.6973(4) -0.0542(5) 0.5688(3) 0.0491(16) Uani 1 1 d . . . . .
C8 C 0.6666(5) -0.1255(5) 0.5147(4) 0.0596(18) Uani 1 1 d . . . . .
H8 H 0.7092 -0.1444 0.4873 0.072 Uiso 1 1 calc R U . . .
C9 C 0.5752(5) -0.1712(6) 0.4985(4) 0.0640(19) Uani 1 1 d . . . . .
C10 C 0.5616(8) -0.2492(9) 0.4383(6) 0.111(4) Uani 1 1 d . . . . .
C11 C 0.5118(5) -0.1428(6) 0.5400(4) 0.0594(19) Uani 1 1 d . . . . .
C12 C 0.4087(6) -0.1837(8) 0.5323(5) 0.081(2) Uani 1 1 d . . . . .
C13 C 0.5431(5) -0.0689(6) 0.5935(4) 0.0619(19) Uani 1 1 d . . . . .
H13 H 0.5009 -0.0487 0.6208 0.074 Uiso 1 1 calc R U . . .
C14 C 0.6329(5) -0.0243(6) 0.6083(4) 0.0594(18) Uani 1 1 d . . . . .
H14 H 0.6502 0.0254 0.6443 0.071 Uiso 1 1 calc R U . . .
C15 C 1.0902(6) 0.4450(7) 0.7646(4) 0.083(3) Uani 1 1 d . . . . .
H15 H 1.1049 0.3937 0.7999 0.099 Uiso 1 1 calc R U . . .
C16 C 1.1370(7) 0.5461(7) 0.7737(5) 0.098(3) Uani 1 1 d . . . . .
H16 H 1.1824 0.5599 0.8143 0.117 Uiso 1 1 calc R U . . .
C17 C 1.1168(7) 0.6211(7) 0.7249(5) 0.098(3) Uani 1 1 d . . . . .
H17 H 1.1471 0.6879 0.7316 0.118 Uiso 1 1 calc R U . . .
C18 C 1.0489(6) 0.5997(7) 0.6622(4) 0.077(2) Uani 1 1 d . . . . .
C19 C 1.0052(5) 0.4988(6) 0.6559(4) 0.0621(19) Uani 1 1 d . . . . .
C20 C 1.0214(7) 0.6735(7) 0.6057(6) 0.098(3) Uani 1 1 d . . . . .
H20 H 1.0489 0.7418 0.6095 0.118 Uiso 1 1 calc R U . . .
C21 C 0.9572(7) 0.6480(8) 0.5474(5) 0.088(3) Uani 1 1 d . . . . .
H21 H 0.9422 0.6982 0.5114 0.106 Uiso 1 1 calc R U . . .
C22 C 0.9126(6) 0.5464(7) 0.5399(4) 0.072(2) Uani 1 1 d . . . . .
C23 C 0.9375(5) 0.4712(6) 0.5942(3) 0.0572(18) Uani 1 1 d . . . . .
C24 C 0.8441(7) 0.5173(8) 0.4808(4) 0.089(3) Uani 1 1 d . . . . .
H24 H 0.8244 0.5655 0.4443 0.107 Uiso 1 1 calc R U . . .
C25 C 0.8061(6) 0.4138(9) 0.4785(4) 0.098(3) Uani 1 1 d . . . . .
H25 H 0.7610 0.3922 0.4394 0.118 Uiso 1 1 calc R U . . .
C26 C 0.8340(6) 0.3424(7) 0.5330(4) 0.080(2) Uani 1 1 d . . . . .
H26 H 0.8078 0.2734 0.5299 0.096 Uiso 1 1 calc R U . . .
C27 C 0.7619(7) 0.3427(7) 0.7042(4) 0.082(2) Uani 1 1 d . . . . .
H27 H 0.7558 0.3893 0.6664 0.099 Uiso 1 1 calc R U . . .
C28 C 0.6853(7) 0.3328(9) 0.7365(6) 0.105(3) Uani 1 1 d . . . . .
H28 H 0.6290 0.3710 0.7205 0.126 Uiso 1 1 calc R U . . .
C29 C 0.6954(9) 0.2652(9) 0.7924(6) 0.109(4) Uani 1 1 d . . . . .
H29 H 0.6449 0.2563 0.8144 0.131 Uiso 1 1 calc R U . . .
C30 C 0.7806(9) 0.2091(8) 0.8169(5) 0.090(3) Uani 1 1 d . . . . .
C31 C 0.8515(6) 0.2239(6) 0.7819(4) 0.066(2) Uani 1 1 d . . . . .
C32 C 0.7952(11) 0.1350(10) 0.8749(5) 0.117(4) Uani 1 1 d . . . . .
H32 H 0.7470 0.1217 0.8984 0.140 Uiso 1 1 calc R U . . .
C33 C 0.8796(13) 0.0860(10) 0.8940(6) 0.135(6) Uani 1 1 d . . . . .
H33 H 0.8894 0.0423 0.9334 0.162 Uiso 1 1 calc R U . . .
C34 C 0.9562(10) 0.0952(8) 0.8588(5) 0.099(3) Uani 1 1 d . . . . .
C35 C 0.9421(7) 0.1687(6) 0.8015(4) 0.071(2) Uani 1 1 d . . . . .
C36 C 1.0450(11) 0.0418(9) 0.8729(6) 0.123(5) Uani 1 1 d . . . . .
H36 H 1.0586 -0.0071 0.9096 0.148 Uiso 1 1 calc R U . . .
O7 O 0.3514(11) 0.4130(11) 0.7866(6) 0.310(8) Uani 1 1 d G . . . .
H1W H 0.3832 0.3843 0.8238 0.372 Uiso 1 1 d R U . . .
H2W H 0.3201 0.3859 0.7490 0.372 Uiso 1 1 d R U . . .
C37 C 1.1113(11) 0.0593(10) 0.8348(6) 0.130(5) Uani 1 1 d . . . . .
H37 H 1.1695 0.0231 0.8440 0.156 Uiso 1 1 calc R U . . .
C38 C 1.0882(7) 0.1321(6) 0.7828(4) 0.090(3) Uani 1 1 d . . . . .
H38 H 1.1339 0.1457 0.7570 0.108 Uiso 1 1 calc R U . . .
H1 H 0.433(9) -0.260(10) 0.446(6) 0.16(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
Ni1 O2 2.027(5) . ?
Ni1 N5 2.070(6) . ?
Ni1 N3 2.074(5) . ?
Ni1 N2 2.078(6) . ?
Ni1 N1 2.086(5) . ?
Ni1 N4 2.089(6) . ?
N1 C3 1.342(8) . ?
N1 C2 1.351(8) . ?
N2 C15 1.334(8) . ?
N2 C19 1.370(9) . ?
N3 C23 1.347(9) . ?
N3 C26 1.354(9) . ?
N4 C27 1.315(10) . ?
N4 C31 1.372(9) . ?
N5 C38 1.310(10) . ?
N5 C35 1.322(11) . ?
O1 C1 1.222(8) . ?
O2 C1 1.276(8) . ?
O3 C10 1.189(12) . ?
O4 C10 1.250(10) . ?
O4 H1 1.09(13) . ?
O5 C12 1.239(10) . ?
O5 H1 1.29(13) . ?
O6 C12 1.224(10) . ?
O8 H3W 0.8469 . ?
O8 H4W 0.8499 . ?
O9 H5W 0.8553 . ?
O9 H6W 0.8492 . ?
O10 H7W 0.7268 . ?
O10 H8W 0.8185 . ?
C1 C2 1.514(9) . ?
C2 C6 1.374(10) . ?
C3 C4 1.384(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.364(9) . ?
C4 C7 1.489(8) . ?
C5 C6 1.385(9) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.379(9) . ?
C7 C14 1.385(9) . ?
C8 C9 1.401(9) . ?
C8 H8 0.9300 . ?
C9 C11 1.397(10) . ?
C9 C10 1.507(12) . ?
C11 C13 1.394(9) . ?
C11 C12 1.541(11) . ?
C13 C14 1.375(9) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.413(11) . ?
C15 H15 0.9300 . ?
C16 C17 1.322(11) . ?
C16 H16 0.9300 . ?
C17 C18 1.417(11) . ?
C17 H17 0.9300 . ?
C18 C19 1.392(10) . ?
C18 C20 1.426(11) . ?
C19 C23 1.419(9) . ?
C20 C21 1.342(11) . ?
C20 H20 0.9300 . ?
C21 C22 1.405(12) . ?
C21 H21 0.9300 . ?
C22 C24 1.394(11) . ?
C22 C23 1.403(10) . ?
C24 C25 1.390(12) . ?
C24 H24 0.9300 . ?
C25 C26 1.379(11) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 C28 1.396(12) . ?
C27 H27 0.9300 . ?
C28 C29 1.363(14) . ?
C28 H28 0.9300 . ?
C29 C30 1.398(14) . ?
C29 H29 0.9300 . ?
C30 C31 1.365(12) . ?
C30 C32 1.442(14) . ?
C31 C35 1.446(11) . ?
C32 C33 1.334(16) . ?
C32 H32 0.9300 . ?
C33 C34 1.429(18) . ?
C33 H33 0.9300 . ?
C34 C36 1.410(16) . ?
C34 C35 1.429(12) . ?
C36 C37 1.355(16) . ?
C36 H36 0.9300 . ?
O7 H1W 0.8500 . ?
O7 H2W 0.8448 . ?
C37 C38 1.349(13) . ?
C37 H37 0.9300 . ?
C38 H38 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
O2 Ni1 N5 91.5(3) . . ?
O2 Ni1 N3 92.8(2) . . ?
N5 Ni1 N3 175.6(3) . . ?
O2 Ni1 N2 88.4(2) . . ?
N5 Ni1 N2 99.7(2) . . ?
N3 Ni1 N2 79.5(2) . . ?
O2 Ni1 N1 79.7(2) . . ?
N5 Ni1 N1 87.9(2) . . ?
N3 Ni1 N1 93.8(2) . . ?
N2 Ni1 N1 166.1(2) . . ?
O2 Ni1 N4 168.9(2) . . ?
N5 Ni1 N4 79.7(3) . . ?
N3 Ni1 N4 96.1(2) . . ?
N2 Ni1 N4 99.6(2) . . ?
N1 Ni1 N4 93.2(2) . . ?
C3 N1 C2 118.4(6) . . ?
C3 N1 Ni1 129.8(5) . . ?
C2 N1 Ni1 111.7(4) . . ?
C15 N2 C19 117.8(7) . . ?
C15 N2 Ni1 129.3(5) . . ?
C19 N2 Ni1 112.7(4) . . ?
C23 N3 C26 119.0(6) . . ?
C23 N3 Ni1 113.4(4) . . ?
C26 N3 Ni1 127.4(5) . . ?
C27 N4 C31 117.7(7) . . ?
C27 N4 Ni1 129.2(5) . . ?
C31 N4 Ni1 112.8(6) . . ?
C38 N5 C35 118.1(8) . . ?
C38 N5 Ni1 128.4(7) . . ?
C35 N5 Ni1 112.6(5) . . ?
C1 O2 Ni1 116.4(5) . . ?
C10 O4 H1 107(6) . . ?
C12 O5 H1 108(5) . . ?
H3W O8 H4W 114.5 . . ?
H5W O9 H6W 117.5 . . ?
H7W O10 H8W 104.8 . . ?
O1 C1 O2 125.1(7) . . ?
O1 C1 C2 119.6(7) . . ?
O2 C1 C2 115.2(7) . . ?
N1 C2 C6 121.7(6) . . ?
N1 C2 C1 115.3(6) . . ?
C6 C2 C1 123.0(7) . . ?
N1 C3 C4 123.1(6) . . ?
N1 C3 H3 118.4 . . ?
C4 C3 H3 118.4 . . ?
C5 C4 C3 117.2(6) . . ?
C5 C4 C7 121.6(6) . . ?
C3 C4 C7 121.3(6) . . ?
C4 C5 C6 121.1(7) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C2 C6 C5 118.3(7) . . ?
C2 C6 H6 120.8 . . ?
C5 C6 H6 120.8 . . ?
C8 C7 C14 117.8(6) . . ?
C8 C7 C4 120.5(6) . . ?
C14 C7 C4 121.7(6) . . ?
C7 C8 C9 123.9(7) . . ?
C7 C8 H8 118.0 . . ?
C9 C8 H8 118.0 . . ?
C11 C9 C8 117.8(7) . . ?
C11 C9 C10 129.3(7) . . ?
C8 C9 C10 112.9(7) . . ?
O3 C10 O4 120.1(10) . . ?
O3 C10 C9 119.7(9) . . ?
O4 C10 C9 120.1(10) . . ?
C13 C11 C9 117.7(6) . . ?
C13 C11 C12 115.5(7) . . ?
C9 C11 C12 126.8(7) . . ?
O6 C12 O5 123.8(9) . . ?
O6 C12 C11 116.4(9) . . ?
O5 C12 C11 119.7(8) . . ?
C14 C13 C11 123.7(7) . . ?
C14 C13 H13 118.2 . . ?
C11 C13 H13 118.2 . . ?
C13 C14 C7 119.2(7) . . ?
C13 C14 H14 120.4 . . ?
C7 C14 H14 120.4 . . ?
N2 C15 C16 121.6(8) . . ?
N2 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C17 C16 C15 120.6(8) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C16 C17 C18 120.0(8) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C19 C18 C17 117.1(8) . . ?
C19 C18 C20 117.6(8) . . ?
C17 C18 C20 125.3(9) . . ?
N2 C19 C18 122.9(7) . . ?
N2 C19 C23 116.8(7) . . ?
C18 C19 C23 120.2(7) . . ?
C21 C20 C18 122.4(9) . . ?
C21 C20 H20 118.8 . . ?
C18 C20 H20 118.8 . . ?
C20 C21 C22 120.7(8) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 H21 119.6 . . ?
C24 C22 C23 118.6(8) . . ?
C24 C22 C21 122.7(8) . . ?
C23 C22 C21 118.7(8) . . ?
N3 C23 C22 122.5(7) . . ?
N3 C23 C19 117.3(6) . . ?
C22 C23 C19 120.2(7) . . ?
C25 C24 C22 117.7(8) . . ?
C25 C24 H24 121.1 . . ?
C22 C24 H24 121.1 . . ?
C26 C25 C24 121.4(8) . . ?
C26 C25 H25 119.3 . . ?
C24 C25 H25 119.3 . . ?
N3 C26 C25 120.7(8) . . ?
N3 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
N4 C27 C28 123.1(9) . . ?
N4 C27 H27 118.4 . . ?
C28 C27 H27 118.4 . . ?
C29 C28 C27 118.0(10) . . ?
C29 C28 H28 121.0 . . ?
C27 C28 H28 121.0 . . ?
C28 C29 C30 120.8(9) . . ?
C28 C29 H29 119.6 . . ?
C30 C29 H29 119.6 . . ?
C31 C30 C29 116.9(9) . . ?
C31 C30 C32 119.5(11) . . ?
C29 C30 C32 123.5(11) . . ?
C30 C31 N4 123.4(9) . . ?
C30 C31 C35 122.1(9) . . ?
N4 C31 C35 114.5(7) . . ?
C33 C32 C30 118.4(12) . . ?
C33 C32 H32 120.8 . . ?
C30 C32 H32 120.8 . . ?
C32 C33 C34 125.3(12) . . ?
C32 C33 H33 117.4 . . ?
C34 C33 H33 117.4 . . ?
C36 C34 C35 114.6(11) . . ?
C36 C34 C33 129.0(12) . . ?
C35 C34 C33 116.4(11) . . ?
N5 C35 C34 122.4(9) . . ?
N5 C35 C31 119.4(7) . . ?
C34 C35 C31 118.3(10) . . ?
C37 C36 C34 122.3(11) . . ?
C37 C36 H36 118.8 . . ?
C34 C36 H36 118.8 . . ?
H1W O7 H2W 131.9 . . ?
C38 C37 C36 116.2(13) . . ?
C38 C37 H37 121.9 . . ?
C36 C37 H37 121.9 . . ?
N5 C38 C37 126.4(12) . . ?
N5 C38 H38 116.8 . . ?
C37 C38 H38 116.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 O2 C1 O1 -173.0(6) . . . . ?
Ni1 O2 C1 C2 10.5(8) . . . . ?
C3 N1 C2 C6 -4.9(9) . . . . ?
Ni1 N1 C2 C6 173.3(5) . . . . ?
C3 N1 C2 C1 174.0(5) . . . . ?
Ni1 N1 C2 C1 -7.9(7) . . . . ?
O1 C1 C2 N1 -178.1(6) . . . . ?
O2 C1 C2 N1 -1.3(9) . . . . ?
O1 C1 C2 C6 0.7(11) . . . . ?
O2 C1 C2 C6 177.5(6) . . . . ?
C2 N1 C3 C4 1.4(9) . . . . ?
Ni1 N1 C3 C4 -176.4(4) . . . . ?
N1 C3 C4 C5 2.9(9) . . . . ?
N1 C3 C4 C7 -176.4(5) . . . . ?
C3 C4 C5 C6 -3.8(10) . . . . ?
C7 C4 C5 C6 175.5(6) . . . . ?
N1 C2 C6 C5 3.9(10) . . . . ?
C1 C2 C6 C5 -174.9(6) . . . . ?
C4 C5 C6 C2 0.7(10) . . . . ?
C5 C4 C7 C8 -26.7(9) . . . . ?
C3 C4 C7 C8 152.6(6) . . . . ?
C5 C4 C7 C14 153.4(7) . . . . ?
C3 C4 C7 C14 -27.4(9) . . . . ?
C14 C7 C8 C9 -1.6(10) . . . . ?
C4 C7 C8 C9 178.5(6) . . . . ?
C7 C8 C9 C11 -0.3(11) . . . . ?
C7 C8 C9 C10 -178.1(8) . . . . ?
C11 C9 C10 O3 -166.6(11) . . . . ?
C8 C9 C10 O3 10.9(16) . . . . ?
C11 C9 C10 O4 10.5(17) . . . . ?
C8 C9 C10 O4 -172.0(10) . . . . ?
C8 C9 C11 C13 1.6(10) . . . . ?
C10 C9 C11 C13 179.0(9) . . . . ?
C8 C9 C11 C12 -179.3(7) . . . . ?
C10 C9 C11 C12 -1.9(14) . . . . ?
C13 C11 C12 O6 -9.7(11) . . . . ?
C9 C11 C12 O6 171.3(8) . . . . ?
C13 C11 C12 O5 166.6(8) . . . . ?
C9 C11 C12 O5 -12.4(13) . . . . ?
C9 C11 C13 C14 -1.1(11) . . . . ?
C12 C11 C13 C14 179.7(7) . . . . ?
C11 C13 C14 C7 -0.8(11) . . . . ?
C8 C7 C14 C13 2.1(10) . . . . ?
C4 C7 C14 C13 -178.0(6) . . . . ?
C19 N2 C15 C16 -0.2(12) . . . . ?
Ni1 N2 C15 C16 173.1(7) . . . . ?
N2 C15 C16 C17 0.8(16) . . . . ?
C15 C16 C17 C18 -1.2(16) . . . . ?
C16 C17 C18 C19 0.9(14) . . . . ?
C16 C17 C18 C20 -179.7(10) . . . . ?
C15 N2 C19 C18 0.0(11) . . . . ?
Ni1 N2 C19 C18 -174.4(6) . . . . ?
C15 N2 C19 C23 178.9(7) . . . . ?
Ni1 N2 C19 C23 4.4(8) . . . . ?
C17 C18 C19 N2 -0.4(12) . . . . ?
C20 C18 C19 N2 -179.8(7) . . . . ?
C17 C18 C19 C23 -179.1(7) . . . . ?
C20 C18 C19 C23 1.4(12) . . . . ?
C19 C18 C20 C21 -1.3(14) . . . . ?
C17 C18 C20 C21 179.3(9) . . . . ?
C18 C20 C21 C22 1.1(15) . . . . ?
C20 C21 C22 C24 178.6(9) . . . . ?
C20 C21 C22 C23 -1.0(13) . . . . ?
C26 N3 C23 C22 -0.1(11) . . . . ?
Ni1 N3 C23 C22 175.9(6) . . . . ?
C26 N3 C23 C19 179.8(7) . . . . ?
Ni1 N3 C23 C19 -4.3(8) . . . . ?
C24 C22 C23 N3 1.4(12) . . . . ?
C21 C22 C23 N3 -179.0(7) . . . . ?
C24 C22 C23 C19 -178.5(7) . . . . ?
C21 C22 C23 C19 1.2(11) . . . . ?
N2 C19 C23 N3 -0.1(10) . . . . ?
C18 C19 C23 N3 178.8(7) . . . . ?
N2 C19 C23 C22 179.7(7) . . . . ?
C18 C19 C23 C22 -1.4(11) . . . . ?
C23 C22 C24 C25 -1.7(13) . . . . ?
C21 C22 C24 C25 178.7(9) . . . . ?
C22 C24 C25 C26 0.9(14) . . . . ?
C23 N3 C26 C25 -0.8(12) . . . . ?
Ni1 N3 C26 C25 -176.1(6) . . . . ?
C24 C25 C26 N3 0.4(14) . . . . ?
C31 N4 C27 C28 -2.2(12) . . . . ?
Ni1 N4 C27 C28 170.5(7) . . . . ?
N4 C27 C28 C29 0.7(15) . . . . ?
C27 C28 C29 C30 1.0(15) . . . . ?
C28 C29 C30 C31 -1.1(14) . . . . ?
C28 C29 C30 C32 -178.8(9) . . . . ?
C29 C30 C31 N4 -0.5(13) . . . . ?
C32 C30 C31 N4 177.4(7) . . . . ?
C29 C30 C31 C35 -178.8(7) . . . . ?
C32 C30 C31 C35 -1.0(13) . . . . ?
C27 N4 C31 C30 2.1(11) . . . . ?
Ni1 N4 C31 C30 -171.8(7) . . . . ?
C27 N4 C31 C35 -179.5(7) . . . . ?
Ni1 N4 C31 C35 6.6(7) . . . . ?
C31 C30 C32 C33 2.4(15) . . . . ?
C29 C30 C32 C33 -179.9(11) . . . . ?
C30 C32 C33 C34 -4.3(18) . . . . ?
C32 C33 C34 C36 -175.9(11) . . . . ?
C32 C33 C34 C35 4.4(17) . . . . ?
C38 N5 C35 C34 0.0(12) . . . . ?
Ni1 N5 C35 C34 170.2(6) . . . . ?
C38 N5 C35 C31 -178.1(6) . . . . ?
Ni1 N5 C35 C31 -7.9(9) . . . . ?
C36 C34 C35 N5 -0.4(12) . . . . ?
C33 C34 C35 N5 179.3(9) . . . . ?
C36 C34 C35 C31 177.7(8) . . . . ?
C33 C34 C35 C31 -2.5(12) . . . . ?
C30 C31 C35 N5 179.3(8) . . . . ?
N4 C31 C35 N5 0.8(10) . . . . ?
C30 C31 C35 C34 1.1(11) . . . . ?
N4 C31 C35 C34 -177.4(7) . . . . ?
C35 C34 C36 C37 0.0(16) . . . . ?
C33 C34 C36 C37 -179.7(12) . . . . ?
C34 C36 C37 C38 0.8(19) . . . . ?
C35 N5 C38 C37 0.9(13) . . . . ?
Ni1 N5 C38 C37 -167.5(8) . . . . ?
C36 C37 C38 N5 -1.4(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O8 H3W O1 0.85 1.97 2.818(8) 179.4 3_756
O8 H4W O6 0.85 1.89 2.743(8) 179.4 3_656
O9 H5W O2 0.86 1.94 2.795(8) 179.3 1_455
O9 H6W O3 0.85 1.89 2.735(10) 179.0 3_656
O10 H7W O7 0.73 1.82 2.55(3) 172.7 .
O10 H8W O3 0.82 2.60 3.40(3) 170.2 3_656
O10 H8W O4 0.82 2.62 3.31(3) 141.8 3_656
C6 H6 O8 0.93 2.53 3.393(9) 154.5 3_756
C15 H15 O6 0.93 2.42 3.267(11) 151.7 2_656
C26 H26 O5 0.93 2.56 3.179(10) 124.5 3_656
C28 H28 O10 0.93 2.16 2.79(3) 124.7 .
O7 H1W O8 0.85 2.31 2.834(15) 120.1 4_566
O7 H2W O9 0.84 1.84 2.685(12) 178.0 .
C38 H38 O2 0.93 2.59 3.103(11) 115.5 .
O4 H1 O5 1.09(13) 1.29(13) 2.378(11) 174(11) .

_refine_diff_density_max         0.684
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.073

####################################################################### 
# 
# 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_302-14Cu1
_database_code_depnum_ccdc_archive 'CCDC 1574453'
_audit_update_record             
;
2017-09-14 deposited with the CCDC.
2017-12-29 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         ?
_chemical_formula_sum            'C90 H62 Cu3.50 N11 O23'
_chemical_formula_weight         1887.89

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.2513(8)
_cell_length_b                   14.1783(11)
_cell_length_c                   27.310(2)
_cell_angle_alpha                88.503(6)
_cell_angle_beta                 85.396(6)
_cell_angle_gamma                84.240(7)
_cell_volume                     3935.9(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    25650
_cell_measurement_theta_min      3.30
_cell_measurement_theta_max      25.049

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_F_000             1929
_exptl_transmission_factor_min   0.790
_exptl_transmission_factor_max   0.806
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    1.025
_shelx_estimated_absorpt_T_min   0.798
_shelx_estimated_absorpt_T_max   0.814
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APE-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25650
_diffrn_reflns_av_unetI/netI     0.1618
_diffrn_reflns_av_R_equivalents  0.0758
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         3.300
_diffrn_reflns_theta_max         25.049
_diffrn_reflns_theta_full        25.049
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             13905
_reflns_number_gt                6934
_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    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+0.8573P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         13905
_refine_ls_number_parameters     1155
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1584
_refine_ls_R_factor_gt           0.0779
_refine_ls_wR_factor_ref         0.1371
_refine_ls_wR_factor_gt          0.1065
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_restrained_S_all      1.129
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 1.51570(8) 0.05654(7) 1.14040(3) 0.0357(2) Uani 1 1 d . . . . .
Cu2 Cu 0.94880(8) 0.41526(7) 0.88378(3) 0.0395(3) Uani 1 1 d . . . . .
Cu3 Cu 0.40244(9) 0.35627(7) 0.64485(3) 0.0418(3) Uani 1 1 d . . . . .
Cu4 Cu 0.0000 1.0000 0.5000 0.0588(5) Uani 1 2 d S . P . .
N1 N 1.0814(5) 0.3135(4) 0.90017(19) 0.0324(14) Uani 1 1 d . . . . .
N2 N 0.7927(5) 0.5081(4) 0.88490(19) 0.0270(13) Uani 1 1 d . . . . .
N3 N 0.1662(6) 1.0386(5) 0.5219(2) 0.0407(17) Uani 1 1 d . . . . .
N4 N 1.5133(5) -0.0807(4) 1.16334(18) 0.0317(14) Uani 1 1 d . . . . .
N5 N 1.6847(5) 0.0441(4) 1.17235(19) 0.0375(16) Uani 1 1 d . . . . .
N6 N 1.4013(5) 0.1631(4) 1.1874(2) 0.0395(16) Uani 1 1 d . . . . .
N7 N 1.3406(5) 0.0634(4) 1.11112(19) 0.0348(15) Uani 1 1 d . . . . .
N8 N 0.2963(6) 0.2283(5) 0.6505(2) 0.0412(17) Uani 1 1 d . . . . .
N9 N 0.5320(5) 0.2640(4) 0.6776(2) 0.0418(16) Uani 1 1 d . . . . .
N10 N 0.2790(6) 0.4375(5) 0.6050(2) 0.0443(17) Uani 1 1 d . . . . .
N11 N 0.5033(6) 0.3391(5) 0.5775(2) 0.0460(17) Uani 1 1 d . . . . .
O1 O 1.6247(5) 0.0412(4) 1.04052(18) 0.0597(16) Uani 1 1 d . . . . .
O2 O 1.5717(4) 0.1566(3) 1.09296(16) 0.0392(13) Uani 1 1 d . . . . .
O3 O 1.8255(5) 0.2175(5) 1.0384(2) 0.084(2) Uani 1 1 d . . . . .
O4 O 1.8294(6) 0.3537(4) 0.9978(2) 0.0621(18) Uani 1 1 d D . . . .
O5 O 0.8720(5) 0.1531(4) 0.8613(2) 0.0644(18) Uani 1 1 d . . . . .
O6 O 0.8573(4) 0.3119(4) 0.86109(18) 0.0471(14) Uani 1 1 d . . . . .
O7 O 1.0108(4) 0.5059(4) 0.92877(16) 0.0390(13) Uani 1 1 d . . . . .
O8 O 0.9379(4) 0.6367(4) 0.97156(16) 0.0407(13) Uani 1 1 d . . . . .
O9 O 0.3327(5) 0.4077(4) 0.70875(16) 0.0473(14) Uani 1 1 d . . . . .
O10 O 0.4454(6) 0.5293(5) 0.68868(18) 0.079(2) Uani 1 1 d . . . . .
O11 O 0.0794(5) 0.5353(4) 0.73604(18) 0.0537(15) Uani 1 1 d . . . . .
O12 O 0.0263(4) 0.4594(4) 0.80579(17) 0.0508(15) Uani 1 1 d . . . . .
O13 O -0.0279(5) 1.1297(4) 0.47719(19) 0.0611(17) Uani 1 1 d . . . . .
O14 O 0.0518(6) 1.2686(5) 0.4839(3) 0.095(2) Uani 1 1 d . . . . .
O15 O 0.8480(6) 1.0684(5) 0.5814(2) 0.075(2) Uani 1 1 d . . . . .
O16 O 0.9052(6) 0.9753(5) 0.6427(3) 0.082(2) Uani 1 1 d . . . . .
H2 H 0.9039 0.9183 0.6481 0.123 Uiso 1 1 calc R U . . .
O17 O 0.7847(6) 0.6982(5) 0.6396(2) 0.0756(19) Uani 1 1 d . . . . .
O18 O 0.8811(5) 0.8149(5) 0.6656(2) 0.089(2) Uani 1 1 d . . . . .
O19 O 0.1861(5) 0.7805(5) 0.59964(19) 0.105(3) Uani 1 1 d G . . . .
H1W H 0.1678 0.7449 0.6242 0.157 Uiso 1 1 d G U . . .
H2W H 0.1167 0.7972 0.5853 0.157 Uiso 1 1 d G U . . .
O20 O 0.3552(7) 0.7424(6) 0.7036(2) 0.154(4) Uani 1 1 d G . . . .
H3W H 0.2718 0.7463 0.7077 0.185 Uiso 1 1 d R U . . .
H4W H 0.3881 0.6861 0.6975 0.185 Uiso 1 1 d R U . . .
O23 O 0.8172(9) 0.4136(7) 0.7504(3) 0.208(5) Uani 1 1 d . . . . .
H9W H 0.8282 0.4273 0.7214 0.250 Uiso 1 1 d R U . . .
H10W H 0.8864 0.4090 0.7653 0.250 Uiso 1 1 d R U . . .
O21 O 0.0928(5) 0.7178(5) 0.7038(2) 0.110(3) Uani 1 1 d . . . . .
H5W H 0.0894 0.6608 0.7139 0.132 Uiso 1 1 d R U . . .
H6W H 0.0268 0.7485 0.6919 0.132 Uiso 1 1 d R U . . .
O22 O 0.7295(10) 0.5158(6) 0.6612(3) 0.198(5) Uani 1 1 d . . . . .
H7W H 0.6474 0.5194 0.6694 0.237 Uiso 1 1 d R U . . .
H8W H 0.7485 0.5719 0.6545 0.237 Uiso 1 1 d R U . . .
C1 C 1.5993(6) 0.1255(5) 1.0500(3) 0.0314(17) Uani 1 1 d . . . . .
C2 C 1.5696(6) 0.1940(5) 1.0089(2) 0.0268(16) Uani 1 1 d . . . . .
C3 C 1.6435(6) 0.2701(5) 0.9935(2) 0.0328(18) Uani 1 1 d . . . . .
C4 C 1.7769(7) 0.2770(6) 1.0123(3) 0.043(2) Uani 1 1 d . . . . .
C5 C 1.5966(6) 0.3353(6) 0.9591(2) 0.040(2) Uani 1 1 d . . . . .
H5 H 1.6463 0.3846 0.9488 0.048 Uiso 1 1 calc R U . . .
C6 C 1.4761(6) 0.3290(5) 0.9395(2) 0.0343(18) Uani 1 1 d . . . . .
H6 H 1.4445 0.3748 0.9172 0.041 Uiso 1 1 calc R U . . .
C7 C 1.4034(6) 0.2529(5) 0.9536(2) 0.0296(17) Uani 1 1 d . . . . .
C8 C 1.4535(6) 0.1880(5) 0.9876(2) 0.0310(17) Uani 1 1 d . . . . .
H8 H 1.4058 0.1370 0.9966 0.037 Uiso 1 1 calc R U . . .
C9 C 1.2751(6) 0.2443(5) 0.9336(2) 0.0302(17) Uani 1 1 d . . . . .
C10 C 1.1956(6) 0.3208(5) 0.9196(2) 0.0324(18) Uani 1 1 d . . . . .
H10 H 1.2216 0.3809 0.9236 0.039 Uiso 1 1 calc R U . . .
C11 C 1.0408(6) 0.2272(5) 0.8945(2) 0.0316(17) Uani 1 1 d . . . . .
C12 C 0.9111(7) 0.2290(6) 0.8704(3) 0.042(2) Uani 1 1 d . . . . .
C13 C 1.1124(6) 0.1464(5) 0.9090(2) 0.0373(19) Uani 1 1 d . . . . .
H13 H 1.0820 0.0874 0.9056 0.045 Uiso 1 1 calc R U . . .
C14 C 1.2315(7) 0.1537(5) 0.9289(2) 0.0405(19) Uani 1 1 d . . . . .
H14 H 1.2819 0.0996 0.9391 0.049 Uiso 1 1 calc R U . . .
C15 C 0.9244(7) 0.5732(6) 0.9429(2) 0.0334(18) Uani 1 1 d . . . . .
C16 C 0.7953(6) 0.5755(5) 0.9181(2) 0.0298(17) Uani 1 1 d . . . . .
C17 C 0.6866(6) 0.5048(5) 0.8604(2) 0.0317(18) Uani 1 1 d . . . . .
H17 H 0.6868 0.4584 0.8370 0.038 Uiso 1 1 calc R U . . .
C18 C 0.5769(6) 0.5674(5) 0.8685(2) 0.0262(16) Uani 1 1 d . . . . .
C19 C 0.5799(6) 0.6378(5) 0.9028(2) 0.0371(19) Uani 1 1 d . . . . .
H19 H 0.5075 0.6820 0.9090 0.044 Uiso 1 1 calc R U . . .
C20 C 0.6914(6) 0.6414(5) 0.9278(2) 0.0338(18) Uani 1 1 d . . . . .
H20 H 0.6952 0.6880 0.9509 0.041 Uiso 1 1 calc R U . . .
C21 C 0.4576(6) 0.5584(5) 0.8433(2) 0.0326(18) Uani 1 1 d . . . . .
C22 C 0.4647(6) 0.5324(5) 0.7942(2) 0.0293(17) Uani 1 1 d . . . . .
H22 H 0.5465 0.5247 0.7767 0.035 Uiso 1 1 calc R U . . .
C23 C 0.3531(6) 0.5176(5) 0.7708(2) 0.0324(17) Uani 1 1 d . . . . .
C24 C 0.3776(7) 0.4866(6) 0.7182(3) 0.043(2) Uani 1 1 d . . . . .
C25 C 0.2304(6) 0.5234(5) 0.7978(2) 0.0356(19) Uani 1 1 d . . . . .
C26 C 0.1007(7) 0.5044(5) 0.7777(3) 0.0366(18) Uani 1 1 d . . . . .
C27 C 0.2235(7) 0.5527(5) 0.8464(3) 0.045(2) Uani 1 1 d . . . . .
H27 H 0.1422 0.5607 0.8643 0.054 Uiso 1 1 calc R U . . .
C28 C 0.3350(6) 0.5698(5) 0.8682(3) 0.039(2) Uani 1 1 d . . . . .
H28 H 0.3274 0.5895 0.9006 0.047 Uiso 1 1 calc R U . . .
C29 C 0.0559(8) 1.1836(7) 0.4896(3) 0.054(2) Uani 1 1 d . . . . .
C30 C 0.1758(7) 1.1310(6) 0.5114(2) 0.041(2) Uani 1 1 d . . . . .
C31 C 0.2652(7) 0.9867(6) 0.5412(2) 0.040(2) Uani 1 1 d . . . . .
H31 H 0.2569 0.9229 0.5481 0.048 Uiso 1 1 calc R U . . .
C32 C 0.3811(7) 1.0235(5) 0.5514(2) 0.0333(18) Uani 1 1 d . . . . .
C33 C 0.3890(7) 1.1185(6) 0.5400(3) 0.047(2) Uani 1 1 d . . . . .
H33 H 0.4646 1.1464 0.5457 0.056 Uiso 1 1 calc R U . . .
C34 C 0.2861(7) 1.1721(6) 0.5202(3) 0.051(2) Uani 1 1 d . . . . .
H34 H 0.2916 1.2361 0.5129 0.061 Uiso 1 1 calc R U . . .
C35 C 0.4897(7) 0.9641(6) 0.5735(2) 0.040(2) Uani 1 1 d . . . . .
C36 C 0.6104(7) 0.9975(5) 0.5805(2) 0.039(2) Uani 1 1 d . . . . .
H36 H 0.6226 1.0592 0.5701 0.047 Uiso 1 1 calc R U . . .
C37 C 0.7121(7) 0.9459(6) 0.6017(3) 0.043(2) Uani 1 1 d . . . . .
C38 C 0.8302(8) 1.0014(7) 0.6074(3) 0.052(2) Uani 1 1 d . . . . .
C39 C 0.6958(7) 0.8520(6) 0.6181(3) 0.046(2) Uani 1 1 d . . . . .
C40 C 0.7938(8) 0.7821(7) 0.6413(3) 0.060(3) Uani 1 1 d . . . . .
C41 C 0.5750(7) 0.8175(6) 0.6107(3) 0.052(2) Uani 1 1 d . . . . .
H41 H 0.5633 0.7551 0.6198 0.063 Uiso 1 1 calc R U . . .
C42 C 0.4735(7) 0.8719(6) 0.5905(3) 0.044(2) Uani 1 1 d . . . . .
H42 H 0.3936 0.8471 0.5882 0.052 Uiso 1 1 calc R U . . .
C43 C 1.4268(7) -0.1425(6) 1.1593(2) 0.046(2) Uani 1 1 d . . . . .
H43 H 1.3487 -0.1218 1.1455 0.055 Uiso 1 1 calc R U . . .
C44 C 1.4461(8) -0.2369(6) 1.1745(3) 0.053(2) Uani 1 1 d . . . . .
H44 H 1.3813 -0.2774 1.1715 0.064 Uiso 1 1 calc R U . . .
C45 C 1.5593(8) -0.2691(6) 1.1936(3) 0.056(2) Uani 1 1 d . . . . .
H45 H 1.5738 -0.3325 1.2031 0.067 Uiso 1 1 calc R U . . .
C46 C 1.6563(7) -0.2074(6) 1.1993(2) 0.0390(19) Uani 1 1 d . . . . .
C47 C 1.6289(6) -0.1138(5) 1.1836(2) 0.0309(17) Uani 1 1 d . . . . .
C48 C 1.7807(8) -0.2329(6) 1.2188(3) 0.054(2) Uani 1 1 d . . . . .
H48 H 1.8038 -0.2957 1.2277 0.064 Uiso 1 1 calc R U . . .
C49 C 1.8642(7) -0.1682(7) 1.2245(2) 0.050(2) Uani 1 1 d . . . . .
H49 H 1.9433 -0.1871 1.2380 0.060 Uiso 1 1 calc R U . . .
C50 C 1.8360(7) -0.0716(6) 1.2105(2) 0.041(2) Uani 1 1 d . . . . .
C51 C 1.7200(7) -0.0445(6) 1.1888(2) 0.0345(18) Uani 1 1 d . . . . .
C52 C 1.9145(8) 0.0015(7) 1.2181(3) 0.065(3) Uani 1 1 d . . . . .
H52 H 1.9930 -0.0121 1.2329 0.078 Uiso 1 1 calc R U . . .
C53 C 1.8764(8) 0.0914(8) 1.2040(3) 0.081(4) Uani 1 1 d . . . . .
H53 H 1.9272 0.1401 1.2100 0.097 Uiso 1 1 calc R U . . .
C54 C 1.7608(7) 0.1111(6) 1.1805(3) 0.055(2) Uani 1 1 d . . . . .
H54 H 1.7365 0.1730 1.1703 0.066 Uiso 1 1 calc R U . . .
C55 C 1.4342(7) 0.2143(5) 1.2240(3) 0.041(2) Uani 1 1 d . . . . .
H55 H 1.5169 0.2005 1.2357 0.049 Uiso 1 1 calc R U . . .
C56 C 1.3494(8) 0.2879(6) 1.2456(3) 0.047(2) Uani 1 1 d . . . . .
H56 H 1.3738 0.3204 1.2720 0.056 Uiso 1 1 calc R U . . .
C57 C 1.2306(8) 0.3110(6) 1.2272(3) 0.049(2) Uani 1 1 d . . . . .
H57 H 1.1745 0.3612 1.2405 0.059 Uiso 1 1 calc R U . . .
C58 C 1.1923(7) 0.2605(6) 1.1888(3) 0.041(2) Uani 1 1 d . . . . .
C59 C 1.2822(7) 0.1865(5) 1.1699(3) 0.0363(18) Uani 1 1 d . . . . .
C60 C 1.2502(6) 0.1337(5) 1.1293(2) 0.0305(17) Uani 1 1 d . . . . .
C61 C 1.0711(7) 0.2815(6) 1.1667(3) 0.052(2) Uani 1 1 d . . . . .
H61 H 1.0109 0.3303 1.1789 0.062 Uiso 1 1 calc R U . . .
C62 C 1.0428(7) 0.2313(6) 1.1282(3) 0.047(2) Uani 1 1 d . . . . .
H62 H 0.9633 0.2468 1.1144 0.057 Uiso 1 1 calc R U . . .
C63 C 1.1301(7) 0.1558(6) 1.1082(3) 0.0386(19) Uani 1 1 d . . . . .
C64 C 1.1017(7) 0.1012(6) 1.0697(3) 0.045(2) Uani 1 1 d . . . . .
H64 H 1.0215 0.1130 1.0559 0.054 Uiso 1 1 calc R U . . .
C65 C 1.1910(7) 0.0306(6) 1.0523(3) 0.047(2) Uani 1 1 d . . . . .
H65 H 1.1731 -0.0063 1.0265 0.056 Uiso 1 1 calc R U . . .
C66 C 1.3115(7) 0.0143(5) 1.0740(2) 0.040(2) Uani 1 1 d . . . . .
H66 H 1.3732 -0.0334 1.0615 0.048 Uiso 1 1 calc R U . . .
C67 C 0.1800(8) 0.2119(6) 0.6384(3) 0.054(2) Uani 1 1 d . . . . .
H67 H 0.1261 0.2619 0.6259 0.065 Uiso 1 1 calc R U . . .
C68 C 0.1321(9) 0.1213(7) 0.6436(3) 0.061(3) Uani 1 1 d . . . . .
H68 H 0.0493 0.1121 0.6341 0.073 Uiso 1 1 calc R U . . .
C69 C 0.2076(10) 0.0500(7) 0.6623(3) 0.067(3) Uani 1 1 d . . . . .
H69 H 0.1766 -0.0094 0.6660 0.080 Uiso 1 1 calc R U . . .
C70 C 0.3334(9) 0.0623(6) 0.6767(3) 0.051(2) Uani 1 1 d . . . . .
C71 C 0.3713(7) 0.1555(6) 0.6695(3) 0.041(2) Uani 1 1 d . . . . .
C72 C 0.4227(10) -0.0085(6) 0.6970(3) 0.064(3) Uani 1 1 d . . . . .
H72 H 0.3986 -0.0698 0.7015 0.076 Uiso 1 1 calc R U . . .
C73 C 0.5389(9) 0.0102(7) 0.7098(3) 0.062(3) Uani 1 1 d . . . . .
H73 H 0.5941 -0.0382 0.7231 0.074 Uiso 1 1 calc R U . . .
C74 C 0.5819(8) 0.1025(7) 0.7037(3) 0.054(2) Uani 1 1 d . . . . .
C75 C 0.5004(7) 0.1732(5) 0.6837(2) 0.0356(18) Uani 1 1 d . . . . .
C76 C 0.7013(9) 0.1236(8) 0.7179(3) 0.070(3) Uani 1 1 d . . . . .
H76 H 0.7585 0.0766 0.7312 0.084 Uiso 1 1 calc R U . . .
C77 C 0.7344(9) 0.2130(8) 0.7124(3) 0.076(3) Uani 1 1 d . . . . .
H77 H 0.8145 0.2282 0.7222 0.092 Uiso 1 1 calc R U . . .
C78 C 0.6474(8) 0.2835(7) 0.6917(3) 0.060(3) Uani 1 1 d . . . . .
H78 H 0.6712 0.3450 0.6878 0.073 Uiso 1 1 calc R U . . .
C79 C 0.1690(8) 0.4889(6) 0.6212(3) 0.056(2) Uani 1 1 d . . . . .
H79 H 0.1449 0.4901 0.6548 0.067 Uiso 1 1 calc R U . . .
C80 C 0.0896(9) 0.5407(6) 0.5892(3) 0.065(3) Uani 1 1 d . . . . .
H80 H 0.0151 0.5784 0.6014 0.078 Uiso 1 1 calc R U . . .
C81 C 0.1215(9) 0.5359(6) 0.5402(4) 0.063(3) Uani 1 1 d . . . . .
H81 H 0.0675 0.5695 0.5186 0.075 Uiso 1 1 calc R U . . .
C82 C 0.2352(9) 0.4806(6) 0.5214(3) 0.056(2) Uani 1 1 d . . . . .
C83 C 0.3129(8) 0.4348(6) 0.5562(3) 0.046(2) Uani 1 1 d . . . . .
C84 C 0.2792(11) 0.4730(7) 0.4709(3) 0.071(3) Uani 1 1 d . . . . .
H84 H 0.2278 0.5033 0.4475 0.085 Uiso 1 1 calc R U . . .
C85 C 0.3920(11) 0.4238(7) 0.4564(3) 0.074(3) Uani 1 1 d . . . . .
H85 H 0.4168 0.4194 0.4230 0.089 Uiso 1 1 calc R U . . .
C86 C 0.4772(10) 0.3770(6) 0.4910(3) 0.057(3) Uani 1 1 d . . . . .
C87 C 0.4323(9) 0.3828(6) 0.5413(3) 0.049(2) Uani 1 1 d . . . . .
C88 C 0.6000(10) 0.3244(7) 0.4790(3) 0.065(3) Uani 1 1 d . . . . .
H88 H 0.6315 0.3172 0.4463 0.078 Uiso 1 1 calc R U . . .
C89 C 0.6706(8) 0.2851(7) 0.5145(3) 0.065(3) Uani 1 1 d . . . . .
H89 H 0.7532 0.2533 0.5067 0.078 Uiso 1 1 calc R U . . .
C90 C 0.6196(8) 0.2920(6) 0.5643(3) 0.050(2) Uani 1 1 d . . . . .
H90 H 0.6689 0.2627 0.5885 0.060 Uiso 1 1 calc R U . . .
H1 H 1.906(4) 0.358(8) 1.005(3) 0.13(4) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N5 1.991(6) . ?
Cu1 O2 1.992(4) . ?
Cu1 N7 2.016(5) . ?
Cu1 N4 2.030(6) . ?
Cu1 N6 2.192(6) . ?
Cu2 N1 1.950(6) . ?
Cu2 O6 1.956(4) . ?
Cu2 N2 1.967(5) . ?
Cu2 O7 1.984(4) . ?
Cu2 O12 2.306(5) 1_655 ?
Cu3 O9 1.962(5) . ?
Cu3 N10 1.995(7) . ?
Cu3 N9 2.015(6) . ?
Cu3 N11 2.045(6) . ?
Cu3 N8 2.203(6) . ?
Cu4 O13 1.927(6) 2_576 ?
Cu4 O13 1.927(6) . ?
Cu4 N3 1.982(5) 2_576 ?
Cu4 N3 1.982(5) . ?
N1 C10 1.337(7) . ?
N1 C11 1.348(7) . ?
N2 C17 1.327(7) . ?
N2 C16 1.337(7) . ?
N3 C31 1.327(9) . ?
N3 C30 1.346(9) . ?
N4 C43 1.321(7) . ?
N4 C47 1.383(8) . ?
N5 C54 1.323(8) . ?
N5 C51 1.347(9) . ?
N6 C55 1.337(8) . ?
N6 C59 1.353(8) . ?
N7 C66 1.315(7) . ?
N7 C60 1.366(8) . ?
N8 C67 1.307(8) . ?
N8 C71 1.342(9) . ?
N9 C78 1.329(8) . ?
N9 C75 1.361(8) . ?
N10 C79 1.330(9) . ?
N10 C83 1.349(9) . ?
N11 C90 1.334(9) . ?
N11 C87 1.373(9) . ?
O1 C1 1.228(8) . ?
O2 C1 1.264(7) . ?
O3 C4 1.187(9) . ?
O4 C4 1.300(9) . ?
O4 H1 0.83(2) . ?
O5 C12 1.223(8) . ?
O6 C12 1.276(9) . ?
O7 C15 1.279(8) . ?
O8 C15 1.233(7) . ?
O9 C24 1.291(8) . ?
O10 C24 1.212(8) . ?
O11 C26 1.235(8) . ?
O12 C26 1.248(7) . ?
O12 Cu2 2.306(5) 1_455 ?
O13 C29 1.276(8) . ?
O14 C29 1.208(9) . ?
O15 C38 1.190(9) . ?
O16 C38 1.305(9) . ?
O16 H2 0.8200 . ?
O17 C40 1.205(9) . ?
O18 C40 1.285(9) . ?
O19 H1W 0.8501 . ?
O19 H2W 0.8500 . ?
O20 H3W 0.8499 . ?
O20 H4W 0.8504 . ?
O23 H9W 0.8137 . ?
O23 H10W 0.8413 . ?
O21 H5W 0.8500 . ?
O21 H6W 0.8500 . ?
O22 H7W 0.8499 . ?
O22 H8W 0.8500 . ?
C1 C2 1.494(9) . ?
C2 C8 1.379(8) . ?
C2 C3 1.416(8) . ?
C3 C5 1.381(9) . ?
C3 C4 1.511(9) . ?
C5 C6 1.398(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.400(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.381(9) . ?
C7 C9 1.482(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.356(9) . ?
C9 C14 1.413(8) . ?
C10 H10 0.9300 . ?
C11 C13 1.365(9) . ?
C11 C12 1.528(8) . ?
C13 C14 1.390(8) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.532(8) . ?
C16 C20 1.359(9) . ?
C17 C18 1.367(9) . ?
C17 H17 0.9300 . ?
C18 C19 1.392(8) . ?
C18 C21 1.469(8) . ?
C19 C20 1.383(8) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C28 1.377(8) . ?
C21 C22 1.393(8) . ?
C22 C23 1.391(8) . ?
C22 H22 0.9300 . ?
C23 C25 1.402(8) . ?
C23 C24 1.507(9) . ?
C25 C27 1.394(9) . ?
C25 C26 1.530(8) . ?
C27 C28 1.377(8) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C30 1.527(11) . ?
C30 C34 1.363(8) . ?
C31 C32 1.396(8) . ?
C31 H31 0.9300 . ?
C32 C33 1.384(9) . ?
C32 C35 1.484(10) . ?
C33 C34 1.376(10) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 C36 1.397(8) . ?
C35 C42 1.398(10) . ?
C36 C37 1.371(10) . ?
C36 H36 0.9300 . ?
C37 C39 1.415(10) . ?
C37 C38 1.529(9) . ?
C39 C41 1.407(9) . ?
C39 C40 1.503(11) . ?
C41 C42 1.375(10) . ?
C41 H41 0.9300 . ?
C42 H42 0.9300 . ?
C43 C44 1.392(11) . ?
C43 H43 0.9300 . ?
C44 C45 1.343(11) . ?
C44 H44 0.9300 . ?
C45 C46 1.408(9) . ?
C45 H45 0.9300 . ?
C46 C47 1.392(10) . ?
C46 C48 1.431(10) . ?
C47 C51 1.439(8) . ?
C48 C49 1.336(9) . ?
C48 H48 0.9300 . ?
C49 C50 1.420(10) . ?
C49 H49 0.9300 . ?
C50 C51 1.387(9) . ?
C50 C52 1.403(10) . ?
C52 C53 1.351(12) . ?
C52 H52 0.9300 . ?
C53 C54 1.393(10) . ?
C53 H53 0.9300 . ?
C54 H54 0.9300 . ?
C55 C56 1.400(10) . ?
C55 H55 0.9300 . ?
C56 C57 1.361(10) . ?
C56 H56 0.9300 . ?
C57 C58 1.389(9) . ?
C57 H57 0.9300 . ?
C58 C59 1.404(10) . ?
C58 C61 1.427(10) . ?
C59 C60 1.433(9) . ?
C60 C63 1.405(9) . ?
C61 C62 1.350(9) . ?
C61 H61 0.9300 . ?
C62 C63 1.415(10) . ?
C62 H62 0.9300 . ?
C63 C64 1.388(9) . ?
C64 C65 1.355(10) . ?
C64 H64 0.9300 . ?
C65 C66 1.408(9) . ?
C65 H65 0.9300 . ?
C66 H66 0.9300 . ?
C67 C68 1.420(10) . ?
C67 H67 0.9300 . ?
C68 C69 1.327(12) . ?
C68 H68 0.9300 . ?
C69 C70 1.407(11) . ?
C69 H69 0.9300 . ?
C70 C71 1.420(10) . ?
C70 C72 1.421(11) . ?
C71 C75 1.456(9) . ?
C72 C73 1.322(10) . ?
C72 H72 0.9300 . ?
C73 C74 1.424(11) . ?
C73 H73 0.9300 . ?
C74 C75 1.369(11) . ?
C74 C76 1.376(10) . ?
C76 C77 1.346(11) . ?
C76 H76 0.9300 . ?
C77 C78 1.410(12) . ?
C77 H77 0.9300 . ?
C78 H78 0.9300 . ?
C79 C80 1.388(11) . ?
C79 H79 0.9300 . ?
C80 C81 1.356(10) . ?
C80 H80 0.9300 . ?
C81 C82 1.406(11) . ?
C81 H81 0.9300 . ?
C82 C83 1.395(11) . ?
C82 C84 1.419(11) . ?
C83 C87 1.400(11) . ?
C84 C85 1.327(12) . ?
C84 H84 0.9300 . ?
C85 C86 1.442(12) . ?
C85 H85 0.9300 . ?
C86 C87 1.414(10) . ?
C86 C88 1.417(12) . ?
C88 C89 1.333(11) . ?
C88 H88 0.9300 . ?
C89 C90 1.418(10) . ?
C89 H89 0.9300 . ?
C90 H90 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
N5 Cu1 O2 93.6(2) . . ?
N5 Cu1 N7 176.5(2) . . ?
O2 Cu1 N7 89.9(2) . . ?
N5 Cu1 N4 82.2(2) . . ?
O2 Cu1 N4 152.3(2) . . ?
N7 Cu1 N4 94.8(2) . . ?
N5 Cu1 N6 100.2(2) . . ?
O2 Cu1 N6 91.2(2) . . ?
N7 Cu1 N6 79.5(2) . . ?
N4 Cu1 N6 116.5(2) . . ?
N1 Cu2 O6 83.9(2) . . ?
N1 Cu2 N2 164.3(2) . . ?
O6 Cu2 N2 94.2(2) . . ?
N1 Cu2 O7 93.4(2) . . ?
O6 Cu2 O7 160.0(2) . . ?
N2 Cu2 O7 83.0(2) . . ?
N1 Cu2 O12 101.8(2) . 1_655 ?
O6 Cu2 O12 94.13(19) . 1_655 ?
N2 Cu2 O12 93.9(2) . 1_655 ?
O7 Cu2 O12 105.82(18) . 1_655 ?
O9 Cu3 N10 96.1(2) . . ?
O9 Cu3 N9 90.9(2) . . ?
N10 Cu3 N9 172.8(3) . . ?
O9 Cu3 N11 162.7(2) . . ?
N10 Cu3 N11 81.3(3) . . ?
N9 Cu3 N11 92.6(3) . . ?
O9 Cu3 N8 96.2(2) . . ?
N10 Cu3 N8 98.4(2) . . ?
N9 Cu3 N8 78.8(2) . . ?
N11 Cu3 N8 101.2(2) . . ?
O13 Cu4 O13 180.0(3) 2_576 . ?
O13 Cu4 N3 84.5(2) 2_576 2_576 ?
O13 Cu4 N3 95.5(2) . 2_576 ?
O13 Cu4 N3 95.5(2) 2_576 . ?
O13 Cu4 N3 84.5(2) . . ?
N3 Cu4 N3 180.0 2_576 . ?
C10 N1 C11 119.8(6) . . ?
C10 N1 Cu2 128.0(5) . . ?
C11 N1 Cu2 112.0(4) . . ?
C17 N2 C16 119.8(6) . . ?
C17 N2 Cu2 127.3(5) . . ?
C16 N2 Cu2 112.5(4) . . ?
C31 N3 C30 119.7(6) . . ?
C31 N3 Cu4 129.9(5) . . ?
C30 N3 Cu4 110.3(5) . . ?
C43 N4 C47 116.8(6) . . ?
C43 N4 Cu1 131.6(5) . . ?
C47 N4 Cu1 111.4(4) . . ?
C54 N5 C51 118.0(6) . . ?
C54 N5 Cu1 128.4(6) . . ?
C51 N5 Cu1 113.6(4) . . ?
C55 N6 C59 117.5(7) . . ?
C55 N6 Cu1 131.9(5) . . ?
C59 N6 Cu1 110.0(5) . . ?
C66 N7 C60 118.6(6) . . ?
C66 N7 Cu1 126.6(5) . . ?
C60 N7 Cu1 114.5(4) . . ?
C67 N8 C71 117.4(7) . . ?
C67 N8 Cu3 132.3(6) . . ?
C71 N8 Cu3 110.3(4) . . ?
C78 N9 C75 117.8(7) . . ?
C78 N9 Cu3 125.5(6) . . ?
C75 N9 Cu3 116.7(5) . . ?
C79 N10 C83 119.2(8) . . ?
C79 N10 Cu3 127.2(6) . . ?
C83 N10 Cu3 113.6(6) . . ?
C90 N11 C87 118.2(7) . . ?
C90 N11 Cu3 130.9(6) . . ?
C87 N11 Cu3 110.9(6) . . ?
C1 O2 Cu1 112.4(4) . . ?
C4 O4 H1 117(8) . . ?
C12 O6 Cu2 114.6(4) . . ?
C15 O7 Cu2 114.7(4) . . ?
C24 O9 Cu3 113.2(5) . . ?
C26 O12 Cu2 150.8(4) . 1_455 ?
C29 O13 Cu4 115.0(5) . . ?
C38 O16 H2 109.5 . . ?
H1W O19 H2W 109.5 . . ?
H3W O20 H4W 111.8 . . ?
H9W O23 H10W 114.0 . . ?
H5W O21 H6W 120.7 . . ?
H7W O22 H8W 106.9 . . ?
O1 C1 O2 124.0(7) . . ?
O1 C1 C2 118.5(7) . . ?
O2 C1 C2 116.1(6) . . ?
C8 C2 C3 117.3(6) . . ?
C8 C2 C1 116.8(6) . . ?
C3 C2 C1 125.6(6) . . ?
C5 C3 C2 119.7(6) . . ?
C5 C3 C4 119.9(6) . . ?
C2 C3 C4 120.3(7) . . ?
O3 C4 O4 124.8(7) . . ?
O3 C4 C3 121.7(7) . . ?
O4 C4 C3 113.5(7) . . ?
C3 C5 C6 121.5(7) . . ?
C3 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C5 C6 C7 119.3(7) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C8 C7 C6 118.0(6) . . ?
C8 C7 C9 121.4(6) . . ?
C6 C7 C9 120.6(6) . . ?
C2 C8 C7 124.1(6) . . ?
C2 C8 H8 117.9 . . ?
C7 C8 H8 117.9 . . ?
C10 C9 C14 117.8(6) . . ?
C10 C9 C7 122.4(6) . . ?
C14 C9 C7 119.8(7) . . ?
N1 C10 C9 122.8(6) . . ?
N1 C10 H10 118.6 . . ?
C9 C10 H10 118.6 . . ?
N1 C11 C13 121.5(6) . . ?
N1 C11 C12 114.3(6) . . ?
C13 C11 C12 124.2(6) . . ?
O5 C12 O6 127.5(6) . . ?
O5 C12 C11 118.0(7) . . ?
O6 C12 C11 114.5(6) . . ?
C11 C13 C14 118.8(6) . . ?
C11 C13 H13 120.6 . . ?
C14 C13 H13 120.6 . . ?
C13 C14 C9 119.3(7) . . ?
C13 C14 H14 120.3 . . ?
C9 C14 H14 120.3 . . ?
O8 C15 O7 127.0(6) . . ?
O8 C15 C16 118.8(7) . . ?
O7 C15 C16 114.2(6) . . ?
N2 C16 C20 121.8(6) . . ?
N2 C16 C15 114.8(6) . . ?
C20 C16 C15 123.4(6) . . ?
N2 C17 C18 122.2(6) . . ?
N2 C17 H17 118.9 . . ?
C18 C17 H17 118.9 . . ?
C17 C18 C19 117.9(6) . . ?
C17 C18 C21 121.2(6) . . ?
C19 C18 C21 120.9(6) . . ?
C20 C19 C18 119.5(7) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C16 C20 C19 118.7(6) . . ?
C16 C20 H20 120.7 . . ?
C19 C20 H20 120.7 . . ?
C28 C21 C22 117.6(6) . . ?
C28 C21 C18 121.0(6) . . ?
C22 C21 C18 121.3(6) . . ?
C23 C22 C21 121.9(6) . . ?
C23 C22 H22 119.0 . . ?
C21 C22 H22 119.0 . . ?
C22 C23 C25 119.4(6) . . ?
C22 C23 C24 115.5(6) . . ?
C25 C23 C24 124.8(6) . . ?
O10 C24 O9 123.3(7) . . ?
O10 C24 C23 121.0(7) . . ?
O9 C24 C23 115.3(6) . . ?
C27 C25 C23 118.1(6) . . ?
C27 C25 C26 116.6(6) . . ?
C23 C25 C26 125.2(6) . . ?
O11 C26 O12 126.7(7) . . ?
O11 C26 C25 117.6(7) . . ?
O12 C26 C25 115.6(6) . . ?
C28 C27 C25 121.1(6) . . ?
C28 C27 H27 119.5 . . ?
C25 C27 H27 119.5 . . ?
C21 C28 C27 121.6(6) . . ?
C21 C28 H28 119.2 . . ?
C27 C28 H28 119.2 . . ?
O14 C29 O13 127.1(9) . . ?
O14 C29 C30 118.7(8) . . ?
O13 C29 C30 114.1(8) . . ?
N3 C30 C34 120.8(8) . . ?
N3 C30 C29 115.1(7) . . ?
C34 C30 C29 124.1(8) . . ?
N3 C31 C32 123.0(7) . . ?
N3 C31 H31 118.5 . . ?
C32 C31 H31 118.5 . . ?
C33 C32 C31 116.2(7) . . ?
C33 C32 C35 121.8(6) . . ?
C31 C32 C35 122.0(7) . . ?
C34 C33 C32 120.6(7) . . ?
C34 C33 H33 119.7 . . ?
C32 C33 H33 119.7 . . ?
C30 C34 C33 119.7(7) . . ?
C30 C34 H34 120.2 . . ?
C33 C34 H34 120.2 . . ?
C36 C35 C42 116.2(8) . . ?
C36 C35 C32 122.8(7) . . ?
C42 C35 C32 120.9(6) . . ?
C37 C36 C35 124.7(7) . . ?
C37 C36 H36 117.6 . . ?
C35 C36 H36 117.6 . . ?
C36 C37 C39 118.8(7) . . ?
C36 C37 C38 113.8(7) . . ?
C39 C37 C38 127.3(8) . . ?
O15 C38 O16 122.2(8) . . ?
O15 C38 C37 120.0(8) . . ?
O16 C38 C37 117.7(8) . . ?
C41 C39 C37 116.9(8) . . ?
C41 C39 C40 115.1(8) . . ?
C37 C39 C40 128.0(7) . . ?
O17 C40 O18 121.4(10) . . ?
O17 C40 C39 120.5(9) . . ?
O18 C40 C39 118.0(8) . . ?
C42 C41 C39 123.0(8) . . ?
C42 C41 H41 118.5 . . ?
C39 C41 H41 118.5 . . ?
C41 C42 C35 120.3(7) . . ?
C41 C42 H42 119.8 . . ?
C35 C42 H42 119.8 . . ?
N4 C43 C44 123.6(8) . . ?
N4 C43 H43 118.2 . . ?
C44 C43 H43 118.2 . . ?
C45 C44 C43 119.3(8) . . ?
C45 C44 H44 120.3 . . ?
C43 C44 H44 120.3 . . ?
C44 C45 C46 120.4(8) . . ?
C44 C45 H45 119.8 . . ?
C46 C45 H45 119.8 . . ?
C47 C46 C45 116.7(7) . . ?
C47 C46 C48 117.4(7) . . ?
C45 C46 C48 125.8(8) . . ?
N4 C47 C46 123.1(6) . . ?
N4 C47 C51 115.7(6) . . ?
C46 C47 C51 121.2(7) . . ?
C49 C48 C46 121.3(8) . . ?
C49 C48 H48 119.3 . . ?
C46 C48 H48 119.3 . . ?
C48 C49 C50 122.1(7) . . ?
C48 C49 H49 119.0 . . ?
C50 C49 H49 119.0 . . ?
C51 C50 C52 115.8(8) . . ?
C51 C50 C49 118.7(7) . . ?
C52 C50 C49 125.5(8) . . ?
N5 C51 C50 124.3(7) . . ?
N5 C51 C47 116.7(6) . . ?
C50 C51 C47 119.0(7) . . ?
C53 C52 C50 120.2(8) . . ?
C53 C52 H52 119.9 . . ?
C50 C52 H52 119.9 . . ?
C52 C53 C54 119.8(8) . . ?
C52 C53 H53 120.1 . . ?
C54 C53 H53 120.1 . . ?
N5 C54 C53 121.7(8) . . ?
N5 C54 H54 119.1 . . ?
C53 C54 H54 119.1 . . ?
N6 C55 C56 122.7(7) . . ?
N6 C55 H55 118.7 . . ?
C56 C55 H55 118.7 . . ?
C57 C56 C55 118.8(7) . . ?
C57 C56 H56 120.6 . . ?
C55 C56 H56 120.6 . . ?
C56 C57 C58 120.6(8) . . ?
C56 C57 H57 119.7 . . ?
C58 C57 H57 119.7 . . ?
C57 C58 C59 116.9(7) . . ?
C57 C58 C61 124.2(8) . . ?
C59 C58 C61 118.9(7) . . ?
N6 C59 C58 123.4(7) . . ?
N6 C59 C60 117.0(7) . . ?
C58 C59 C60 119.5(7) . . ?
N7 C60 C63 121.3(6) . . ?
N7 C60 C59 118.3(6) . . ?
C63 C60 C59 120.4(7) . . ?
C62 C61 C58 120.8(8) . . ?
C62 C61 H61 119.6 . . ?
C58 C61 H61 119.6 . . ?
C61 C62 C63 122.3(7) . . ?
C61 C62 H62 118.9 . . ?
C63 C62 H62 118.9 . . ?
C64 C63 C60 118.4(7) . . ?
C64 C63 C62 123.4(7) . . ?
C60 C63 C62 118.1(7) . . ?
C65 C64 C63 119.9(7) . . ?
C65 C64 H64 120.1 . . ?
C63 C64 H64 120.1 . . ?
C64 C65 C66 118.8(7) . . ?
C64 C65 H65 120.6 . . ?
C66 C65 H65 120.6 . . ?
N7 C66 C65 122.9(7) . . ?
N7 C66 H66 118.5 . . ?
C65 C66 H66 118.5 . . ?
N8 C67 C68 123.0(9) . . ?
N8 C67 H67 118.5 . . ?
C68 C67 H67 118.5 . . ?
C69 C68 C67 118.8(8) . . ?
C69 C68 H68 120.6 . . ?
C67 C68 H68 120.6 . . ?
C68 C69 C70 121.5(9) . . ?
C68 C69 H69 119.2 . . ?
C70 C69 H69 119.2 . . ?
C69 C70 C71 114.8(9) . . ?
C69 C70 C72 126.5(9) . . ?
C71 C70 C72 118.7(8) . . ?
N8 C71 C70 124.5(7) . . ?
N8 C71 C75 117.9(7) . . ?
C70 C71 C75 117.6(8) . . ?
C73 C72 C70 122.0(9) . . ?
C73 C72 H72 119.0 . . ?
C70 C72 H72 119.0 . . ?
C72 C73 C74 121.7(9) . . ?
C72 C73 H73 119.1 . . ?
C74 C73 H73 119.1 . . ?
C75 C74 C76 118.9(9) . . ?
C75 C74 C73 118.7(8) . . ?
C76 C74 C73 122.4(10) . . ?
N9 C75 C74 122.8(7) . . ?
N9 C75 C71 116.0(7) . . ?
C74 C75 C71 121.2(7) . . ?
C77 C76 C74 119.4(10) . . ?
C77 C76 H76 120.3 . . ?
C74 C76 H76 120.3 . . ?
C76 C77 C78 119.7(9) . . ?
C76 C77 H77 120.1 . . ?
C78 C77 H77 120.1 . . ?
N9 C78 C77 121.4(8) . . ?
N9 C78 H78 119.3 . . ?
C77 C78 H78 119.3 . . ?
N10 C79 C80 121.5(8) . . ?
N10 C79 H79 119.3 . . ?
C80 C79 H79 119.3 . . ?
C81 C80 C79 119.4(9) . . ?
C81 C80 H80 120.3 . . ?
C79 C80 H80 120.3 . . ?
C80 C81 C82 120.8(9) . . ?
C80 C81 H81 119.6 . . ?
C82 C81 H81 119.6 . . ?
C83 C82 C81 116.0(9) . . ?
C83 C82 C84 118.8(10) . . ?
C81 C82 C84 125.2(10) . . ?
N10 C83 C82 123.0(9) . . ?
N10 C83 C87 116.8(8) . . ?
C82 C83 C87 120.2(8) . . ?
C85 C84 C82 121.4(10) . . ?
C85 C84 H84 119.3 . . ?
C82 C84 H84 119.3 . . ?
C84 C85 C86 121.9(9) . . ?
C84 C85 H85 119.0 . . ?
C86 C85 H85 119.0 . . ?
C87 C86 C88 117.4(9) . . ?
C87 C86 C85 116.7(10) . . ?
C88 C86 C85 125.9(9) . . ?
N11 C87 C83 117.1(8) . . ?
N11 C87 C86 122.0(9) . . ?
C83 C87 C86 121.0(9) . . ?
C89 C88 C86 120.1(9) . . ?
C89 C88 H88 119.9 . . ?
C86 C88 H88 119.9 . . ?
C88 C89 C90 119.9(9) . . ?
C88 C89 H89 120.1 . . ?
C90 C89 H89 120.1 . . ?
N11 C90 C89 122.3(8) . . ?
N11 C90 H90 118.8 . . ?
C89 C90 H90 118.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O2 C1 O1 -19.0(9) . . . . ?
Cu1 O2 C1 C2 147.1(4) . . . . ?
O1 C1 C2 C8 68.8(9) . . . . ?
O2 C1 C2 C8 -98.2(7) . . . . ?
O1 C1 C2 C3 -118.0(8) . . . . ?
O2 C1 C2 C3 75.1(9) . . . . ?
C8 C2 C3 C5 1.2(10) . . . . ?
C1 C2 C3 C5 -172.0(7) . . . . ?
C8 C2 C3 C4 -175.1(6) . . . . ?
C1 C2 C3 C4 11.7(11) . . . . ?
C5 C3 C4 O3 -173.1(8) . . . . ?
C2 C3 C4 O3 3.3(12) . . . . ?
C5 C3 C4 O4 8.0(10) . . . . ?
C2 C3 C4 O4 -175.6(6) . . . . ?
C2 C3 C5 C6 1.0(11) . . . . ?
C4 C3 C5 C6 177.4(6) . . . . ?
C3 C5 C6 C7 -2.3(11) . . . . ?
C5 C6 C7 C8 1.4(10) . . . . ?
C5 C6 C7 C9 179.8(6) . . . . ?
C3 C2 C8 C7 -2.2(10) . . . . ?
C1 C2 C8 C7 171.6(7) . . . . ?
C6 C7 C8 C2 0.9(10) . . . . ?
C9 C7 C8 C2 -177.5(6) . . . . ?
C8 C7 C9 C10 149.1(7) . . . . ?
C6 C7 C9 C10 -29.3(10) . . . . ?
C8 C7 C9 C14 -30.3(10) . . . . ?
C6 C7 C9 C14 151.3(6) . . . . ?
C11 N1 C10 C9 0.8(10) . . . . ?
Cu2 N1 C10 C9 173.9(5) . . . . ?
C14 C9 C10 N1 -2.5(10) . . . . ?
C7 C9 C10 N1 178.1(6) . . . . ?
C10 N1 C11 C13 1.3(10) . . . . ?
Cu2 N1 C11 C13 -172.8(5) . . . . ?
C10 N1 C11 C12 -178.1(6) . . . . ?
Cu2 N1 C11 C12 7.8(7) . . . . ?
Cu2 O6 C12 O5 177.9(7) . . . . ?
Cu2 O6 C12 C11 -3.6(8) . . . . ?
N1 C11 C12 O5 175.7(7) . . . . ?
C13 C11 C12 O5 -3.7(11) . . . . ?
N1 C11 C12 O6 -2.9(9) . . . . ?
C13 C11 C12 O6 177.7(7) . . . . ?
N1 C11 C13 C14 -1.7(11) . . . . ?
C12 C11 C13 C14 177.7(6) . . . . ?
C11 C13 C14 C9 0.0(10) . . . . ?
C10 C9 C14 C13 2.0(10) . . . . ?
C7 C9 C14 C13 -178.5(6) . . . . ?
Cu2 O7 C15 O8 178.2(5) . . . . ?
Cu2 O7 C15 C16 -5.9(7) . . . . ?
C17 N2 C16 C20 0.2(10) . . . . ?
Cu2 N2 C16 C20 -173.9(5) . . . . ?
C17 N2 C16 C15 -178.6(6) . . . . ?
Cu2 N2 C16 C15 7.3(7) . . . . ?
O8 C15 C16 N2 175.3(6) . . . . ?
O7 C15 C16 N2 -1.0(9) . . . . ?
O8 C15 C16 C20 -3.5(10) . . . . ?
O7 C15 C16 C20 -179.8(7) . . . . ?
C16 N2 C17 C18 -1.3(10) . . . . ?
Cu2 N2 C17 C18 171.9(5) . . . . ?
N2 C17 C18 C19 1.6(11) . . . . ?
N2 C17 C18 C21 -175.8(6) . . . . ?
C17 C18 C19 C20 -0.8(10) . . . . ?
C21 C18 C19 C20 176.6(6) . . . . ?
N2 C16 C20 C19 0.5(11) . . . . ?
C15 C16 C20 C19 179.2(6) . . . . ?
C18 C19 C20 C16 -0.2(11) . . . . ?
C17 C18 C21 C28 136.8(7) . . . . ?
C19 C18 C21 C28 -40.5(10) . . . . ?
C17 C18 C21 C22 -39.3(10) . . . . ?
C19 C18 C21 C22 143.4(7) . . . . ?
C28 C21 C22 C23 -0.4(11) . . . . ?
C18 C21 C22 C23 175.8(7) . . . . ?
C21 C22 C23 C25 -3.9(11) . . . . ?
C21 C22 C23 C24 -178.0(7) . . . . ?
Cu3 O9 C24 O10 7.0(10) . . . . ?
Cu3 O9 C24 C23 -166.4(5) . . . . ?
C22 C23 C24 O10 -50.4(11) . . . . ?
C25 C23 C24 O10 135.9(8) . . . . ?
C22 C23 C24 O9 123.1(7) . . . . ?
C25 C23 C24 O9 -50.6(11) . . . . ?
C22 C23 C25 C27 6.0(11) . . . . ?
C24 C23 C25 C27 179.5(7) . . . . ?
C22 C23 C25 C26 -176.9(7) . . . . ?
C24 C23 C25 C26 -3.4(12) . . . . ?
Cu2 O12 C26 O11 -151.5(7) 1_455 . . . ?
Cu2 O12 C26 C25 27.7(14) 1_455 . . . ?
C27 C25 C26 O11 135.8(7) . . . . ?
C23 C25 C26 O11 -41.3(11) . . . . ?
C27 C25 C26 O12 -43.4(10) . . . . ?
C23 C25 C26 O12 139.4(7) . . . . ?
C23 C25 C27 C28 -4.0(12) . . . . ?
C26 C25 C27 C28 178.7(7) . . . . ?
C22 C21 C28 C27 2.5(11) . . . . ?
C18 C21 C28 C27 -173.7(7) . . . . ?
C25 C27 C28 C21 -0.3(12) . . . . ?
Cu4 O13 C29 O14 -172.1(8) . . . . ?
Cu4 O13 C29 C30 11.1(9) . . . . ?
C31 N3 C30 C34 0.0(11) . . . . ?
Cu4 N3 C30 C34 -175.8(6) . . . . ?
C31 N3 C30 C29 -179.8(6) . . . . ?
Cu4 N3 C30 C29 4.4(8) . . . . ?
O14 C29 C30 N3 172.4(8) . . . . ?
O13 C29 C30 N3 -10.5(10) . . . . ?
O14 C29 C30 C34 -7.3(13) . . . . ?
O13 C29 C30 C34 169.7(7) . . . . ?
C30 N3 C31 C32 0.2(11) . . . . ?
Cu4 N3 C31 C32 175.0(5) . . . . ?
N3 C31 C32 C33 -0.6(10) . . . . ?
N3 C31 C32 C35 179.3(6) . . . . ?
C31 C32 C33 C34 0.8(11) . . . . ?
C35 C32 C33 C34 -179.1(7) . . . . ?
N3 C30 C34 C33 0.3(11) . . . . ?
C29 C30 C34 C33 -180.0(7) . . . . ?
C32 C33 C34 C30 -0.7(12) . . . . ?
C33 C32 C35 C36 -5.2(11) . . . . ?
C31 C32 C35 C36 174.9(6) . . . . ?
C33 C32 C35 C42 171.8(7) . . . . ?
C31 C32 C35 C42 -8.1(10) . . . . ?
C42 C35 C36 C37 1.4(11) . . . . ?
C32 C35 C36 C37 178.5(7) . . . . ?
C35 C36 C37 C39 -0.3(11) . . . . ?
C35 C36 C37 C38 -176.9(6) . . . . ?
C36 C37 C38 O15 -23.8(12) . . . . ?
C39 C37 C38 O15 160.0(9) . . . . ?
C36 C37 C38 O16 153.1(8) . . . . ?
C39 C37 C38 O16 -23.2(12) . . . . ?
C36 C37 C39 C41 0.9(11) . . . . ?
C38 C37 C39 C41 177.0(7) . . . . ?
C36 C37 C39 C40 178.7(8) . . . . ?
C38 C37 C39 C40 -5.2(13) . . . . ?
C41 C39 C40 O17 21.0(12) . . . . ?
C37 C39 C40 O17 -156.9(8) . . . . ?
C41 C39 C40 O18 -154.2(7) . . . . ?
C37 C39 C40 O18 28.0(13) . . . . ?
C37 C39 C41 C42 -2.7(11) . . . . ?
C40 C39 C41 C42 179.2(7) . . . . ?
C39 C41 C42 C35 3.9(12) . . . . ?
C36 C35 C42 C41 -3.1(11) . . . . ?
C32 C35 C42 C41 179.8(7) . . . . ?
C47 N4 C43 C44 0.5(10) . . . . ?
Cu1 N4 C43 C44 175.4(6) . . . . ?
N4 C43 C44 C45 -1.4(12) . . . . ?
C43 C44 C45 C46 1.6(12) . . . . ?
C44 C45 C46 C47 -1.0(11) . . . . ?
C44 C45 C46 C48 -179.7(8) . . . . ?
C43 N4 C47 C46 0.2(10) . . . . ?
Cu1 N4 C47 C46 -175.7(5) . . . . ?
C43 N4 C47 C51 -178.5(6) . . . . ?
Cu1 N4 C47 C51 5.6(7) . . . . ?
C45 C46 C47 N4 0.0(10) . . . . ?
C48 C46 C47 N4 178.8(6) . . . . ?
C45 C46 C47 C51 178.7(6) . . . . ?
C48 C46 C47 C51 -2.5(10) . . . . ?
C47 C46 C48 C49 3.9(11) . . . . ?
C45 C46 C48 C49 -177.4(7) . . . . ?
C46 C48 C49 C50 -1.5(12) . . . . ?
C48 C49 C50 C51 -2.3(11) . . . . ?
C48 C49 C50 C52 175.7(7) . . . . ?
C54 N5 C51 C50 -4.9(10) . . . . ?
Cu1 N5 C51 C50 177.4(5) . . . . ?
C54 N5 C51 C47 174.1(6) . . . . ?
Cu1 N5 C51 C47 -3.6(8) . . . . ?
C52 C50 C51 N5 4.3(11) . . . . ?
C49 C50 C51 N5 -177.5(7) . . . . ?
C52 C50 C51 C47 -174.7(6) . . . . ?
C49 C50 C51 C47 3.5(10) . . . . ?
N4 C47 C51 N5 -1.5(9) . . . . ?
C46 C47 C51 N5 179.8(6) . . . . ?
N4 C47 C51 C50 177.6(6) . . . . ?
C46 C47 C51 C50 -1.1(10) . . . . ?
C51 C50 C52 C53 -0.8(12) . . . . ?
C49 C50 C52 C53 -178.8(8) . . . . ?
C50 C52 C53 C54 -1.9(14) . . . . ?
C51 N5 C54 C53 1.9(11) . . . . ?
Cu1 N5 C54 C53 179.2(6) . . . . ?
C52 C53 C54 N5 1.4(14) . . . . ?
C59 N6 C55 C56 2.1(11) . . . . ?
Cu1 N6 C55 C56 171.8(5) . . . . ?
N6 C55 C56 C57 -2.8(11) . . . . ?
C55 C56 C57 C58 2.1(12) . . . . ?
C56 C57 C58 C59 -0.9(11) . . . . ?
C56 C57 C58 C61 -178.4(7) . . . . ?
C55 N6 C59 C58 -0.8(11) . . . . ?
Cu1 N6 C59 C58 -172.7(6) . . . . ?
C55 N6 C59 C60 177.6(6) . . . . ?
Cu1 N6 C59 C60 5.7(8) . . . . ?
C57 C58 C59 N6 0.2(11) . . . . ?
C61 C58 C59 N6 177.9(7) . . . . ?
C57 C58 C59 C60 -178.1(6) . . . . ?
C61 C58 C59 C60 -0.4(11) . . . . ?
C66 N7 C60 C63 -2.0(10) . . . . ?
Cu1 N7 C60 C63 171.4(5) . . . . ?
C66 N7 C60 C59 179.7(6) . . . . ?
Cu1 N7 C60 C59 -6.9(8) . . . . ?
N6 C59 C60 N7 0.3(10) . . . . ?
C58 C59 C60 N7 178.7(6) . . . . ?
N6 C59 C60 C63 -178.0(6) . . . . ?
C58 C59 C60 C63 0.4(11) . . . . ?
C57 C58 C61 C62 177.5(7) . . . . ?
C59 C58 C61 C62 0.0(11) . . . . ?
C58 C61 C62 C63 0.4(12) . . . . ?
N7 C60 C63 C64 3.3(11) . . . . ?
C59 C60 C63 C64 -178.4(6) . . . . ?
N7 C60 C63 C62 -178.3(6) . . . . ?
C59 C60 C63 C62 0.0(11) . . . . ?
C61 C62 C63 C64 177.9(7) . . . . ?
C61 C62 C63 C60 -0.4(11) . . . . ?
C60 C63 C64 C65 -2.3(11) . . . . ?
C62 C63 C64 C65 179.4(7) . . . . ?
C63 C64 C65 C66 0.1(12) . . . . ?
C60 N7 C66 C65 -0.3(11) . . . . ?
Cu1 N7 C66 C65 -172.9(5) . . . . ?
C64 C65 C66 N7 1.3(12) . . . . ?
C71 N8 C67 C68 -1.3(11) . . . . ?
Cu3 N8 C67 C68 177.4(5) . . . . ?
N8 C67 C68 C69 1.1(13) . . . . ?
C67 C68 C69 C70 -0.4(13) . . . . ?
C68 C69 C70 C71 -0.1(12) . . . . ?
C68 C69 C70 C72 -179.9(8) . . . . ?
C67 N8 C71 C70 0.7(11) . . . . ?
Cu3 N8 C71 C70 -178.2(6) . . . . ?
C67 N8 C71 C75 -179.2(6) . . . . ?
Cu3 N8 C71 C75 1.9(8) . . . . ?
C69 C70 C71 N8 0.0(11) . . . . ?
C72 C70 C71 N8 179.7(7) . . . . ?
C69 C70 C71 C75 179.9(6) . . . . ?
C72 C70 C71 C75 -0.3(11) . . . . ?
C69 C70 C72 C73 -179.6(8) . . . . ?
C71 C70 C72 C73 0.7(13) . . . . ?
C70 C72 C73 C74 -0.4(13) . . . . ?
C72 C73 C74 C75 -0.4(12) . . . . ?
C72 C73 C74 C76 178.3(8) . . . . ?
C78 N9 C75 C74 0.1(11) . . . . ?
Cu3 N9 C75 C74 177.3(5) . . . . ?
C78 N9 C75 C71 177.9(6) . . . . ?
Cu3 N9 C75 C71 -4.9(8) . . . . ?
C76 C74 C75 N9 -0.4(12) . . . . ?
C73 C74 C75 N9 178.4(7) . . . . ?
C76 C74 C75 C71 -178.0(7) . . . . ?
C73 C74 C75 C71 0.8(11) . . . . ?
N8 C71 C75 N9 1.8(10) . . . . ?
C70 C71 C75 N9 -178.2(6) . . . . ?
N8 C71 C75 C74 179.6(7) . . . . ?
C70 C71 C75 C74 -0.4(11) . . . . ?
C75 C74 C76 C77 0.6(13) . . . . ?
C73 C74 C76 C77 -178.1(8) . . . . ?
C74 C76 C77 C78 -0.7(14) . . . . ?
C75 N9 C78 C77 -0.2(12) . . . . ?
Cu3 N9 C78 C77 -177.1(6) . . . . ?
C76 C77 C78 N9 0.5(14) . . . . ?
C83 N10 C79 C80 -0.9(11) . . . . ?
Cu3 N10 C79 C80 -178.3(5) . . . . ?
N10 C79 C80 C81 2.8(12) . . . . ?
C79 C80 C81 C82 -1.2(12) . . . . ?
C80 C81 C82 C83 -2.0(11) . . . . ?
C80 C81 C82 C84 -178.1(7) . . . . ?
C79 N10 C83 C82 -2.6(11) . . . . ?
Cu3 N10 C83 C82 175.1(6) . . . . ?
C79 N10 C83 C87 177.4(7) . . . . ?
Cu3 N10 C83 C87 -4.8(8) . . . . ?
C81 C82 C83 N10 4.0(11) . . . . ?
C84 C82 C83 N10 -179.6(6) . . . . ?
C81 C82 C83 C87 -176.1(7) . . . . ?
C84 C82 C83 C87 0.3(11) . . . . ?
C83 C82 C84 C85 -0.1(13) . . . . ?
C81 C82 C84 C85 175.8(9) . . . . ?
C82 C84 C85 C86 -1.3(14) . . . . ?
C84 C85 C86 C87 2.4(12) . . . . ?
C84 C85 C86 C88 -178.9(9) . . . . ?
C90 N11 C87 C83 -177.7(6) . . . . ?
Cu3 N11 C87 C83 4.2(8) . . . . ?
C90 N11 C87 C86 1.7(10) . . . . ?
Cu3 N11 C87 C86 -176.4(5) . . . . ?
N10 C83 C87 N11 0.3(10) . . . . ?
C82 C83 C87 N11 -179.6(6) . . . . ?
N10 C83 C87 C86 -179.1(6) . . . . ?
C82 C83 C87 C86 1.0(11) . . . . ?
C88 C86 C87 N11 -0.4(11) . . . . ?
C85 C86 C87 N11 178.4(6) . . . . ?
C88 C86 C87 C83 178.9(7) . . . . ?
C85 C86 C87 C83 -2.3(10) . . . . ?
C87 C86 C88 C89 -2.1(12) . . . . ?
C85 C86 C88 C89 179.2(7) . . . . ?
C86 C88 C89 C90 3.2(12) . . . . ?
C87 N11 C90 C89 -0.6(11) . . . . ?
Cu3 N11 C90 C89 177.1(5) . . . . ?
C88 C89 C90 N11 -1.9(12) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H1 O8 0.83(2) 1.78(3) 2.609(7) 172(10) 2_867
C79 H79 O11 0.93 2.35 3.261(10) 165.3 .
C78 H78 O22 0.93 2.62 3.543(12) 170.3 .
C78 H78 O23 0.93 2.63 3.203(10) 120.6 .
C68 H68 O16 0.93 2.55 3.266(9) 134.4 1_445
C43 H43 O5 0.93 2.37 3.178(9) 144.9 2_757
C31 H31 O19 0.93 2.56 3.432(10) 155.8 .
O22 H8W O17 0.85 1.89 2.742(10) 178.1 .
O22 H7W O10 0.85 2.09 2.937(11) 179.2 .
O21 H6W O18 0.85 1.87 2.718(9) 179.5 1_455
O21 H5W O11 0.85 1.87 2.724(8) 179.2 .
O23 H10W O12 0.84 2.07 2.855(8) 154.8 1_655
O23 H9W O22 0.81 2.28 2.959(12) 141.0 .
O20 H4W O10 0.85 2.26 3.097(11) 170.4 .
O20 H3W O21 0.85 1.93 2.747(8) 160.7 .
O19 H2W O13 0.85 2.19 2.941(7) 147.7 2_576
O19 H1W O21 0.85 2.28 3.067(8) 153.4 .
O16 H2 O18 0.82 1.56 2.375(9) 169.8 .
C79 H79 O11 0.93 2.35 3.261(10) 165.3 .
C78 H78 O22 0.93 2.62 3.543(12) 170.3 .
C78 H78 O23 0.93 2.63 3.203(10) 120.6 .
C68 H68 O16 0.93 2.55 3.266(9) 134.4 1_445
C43 H43 O5 0.93 2.37 3.178(9) 144.9 2_757
C31 H31 O19 0.93 2.56 3.432(10) 155.8 .
O22 H8W O17 0.85 1.89 2.742(10) 178.1 .
O22 H7W O10 0.85 2.09 2.937(11) 179.2 .
O21 H6W O18 0.85 1.87 2.718(9) 179.5 1_455
O21 H5W O11 0.85 1.87 2.724(8) 179.2 .
O23 H10W O12 0.84 2.07 2.855(8) 154.8 1_655
O23 H9W O22 0.81 2.28 2.959(12) 141.0 .
O20 H4W O10 0.85 2.26 3.097(11) 170.4 .
O20 H3W O21 0.85 1.93 2.747(8) 160.7 .
O19 H2W O13 0.85 2.19 2.941(7) 147.7 2_576
O19 H1W O21 0.85 2.28 3.067(8) 153.4 .
O16 H2 O18 0.82 1.56 2.375(9) 169.8 .
C79 H79 O11 0.93 2.35 3.261(10) 165.3 .
C78 H78 O22 0.93 2.62 3.543(12) 170.3 .
C78 H78 O23 0.93 2.63 3.203(10) 120.6 .
C68 H68 O16 0.93 2.55 3.266(9) 134.4 1_445
C43 H43 O5 0.93 2.37 3.178(9) 144.9 2_757
C31 H31 O19 0.93 2.56 3.432(10) 155.8 .
O22 H8W O17 0.85 1.89 2.742(10) 178.1 .
O22 H7W O10 0.85 2.09 2.937(11) 179.2 .
O21 H6W O18 0.85 1.87 2.718(9) 179.5 1_455
O21 H5W O11 0.85 1.87 2.724(8) 179.2 .
O23 H10W O12 0.84 2.07 2.855(8) 154.8 1_655
O23 H9W O22 0.81 2.28 2.959(12) 141.0 .
O20 H4W O10 0.85 2.26 3.097(11) 170.4 .
O20 H3W O21 0.85 1.93 2.747(8) 160.7 .
O19 H2W O13 0.85 2.19 2.941(7) 147.7 2_576
O19 H1W O21 0.85 2.28 3.067(8) 153.4 .
O16 H2 O18 0.82 1.56 2.375(9) 169.8 .
C79 H79 O11 0.93 2.35 3.261(10) 165.3 .
C78 H78 O22 0.93 2.62 3.543(12) 170.3 .
C78 H78 O23 0.93 2.63 3.203(10) 120.6 .
C68 H68 O16 0.93 2.55 3.266(9) 134.4 1_445
C43 H43 O5 0.93 2.37 3.178(9) 144.9 2_757
C31 H31 O19 0.93 2.56 3.432(10) 155.8 .
O22 H8W O17 0.85 1.89 2.742(10) 178.1 .
O22 H7W O10 0.85 2.09 2.937(11) 179.2 .
O21 H6W O18 0.85 1.87 2.718(9) 179.5 1_455
O21 H5W O11 0.85 1.87 2.724(8) 179.2 .
O23 H10W O12 0.84 2.07 2.855(8) 154.8 1_655
O23 H9W O22 0.81 2.28 2.959(12) 141.0 .
O20 H4W O10 0.85 2.26 3.097(11) 170.4 .
O20 H3W O21 0.85 1.93 2.747(8) 160.7 .
O19 H2W O13 0.85 2.19 2.941(7) 147.7 2_576
O19 H1W O21 0.85 2.28 3.067(8) 153.4 .
O16 H2 O18 0.82 1.56 2.375(9) 169.8 .
C79 H79 O11 0.93 2.35 3.261(10) 165.3 .
C78 H78 O22 0.93 2.62 3.543(12) 170.3 .
C78 H78 O23 0.93 2.63 3.203(10) 120.6 .
C68 H68 O16 0.93 2.55 3.266(9) 134.4 1_445
C43 H43 O5 0.93 2.37 3.178(9) 144.9 2_757
C31 H31 O19 0.93 2.56 3.432(10) 155.8 .
O22 H8W O17 0.85 1.89 2.742(10) 178.1 .
O22 H7W O10 0.85 2.09 2.937(11) 179.2 .
O21 H6W O18 0.85 1.87 2.718(9) 179.5 1_455
O21 H5W O11 0.85 1.87 2.724(8) 179.2 .
O23 H10W O12 0.84 2.07 2.855(8) 154.8 1_655
O23 H9W O22 0.81 2.28 2.959(12) 141.0 .
O20 H4W O10 0.85 2.26 3.097(11) 170.4 .
O20 H3W O21 0.85 1.93 2.747(8) 160.7 .
O19 H2W O13 0.85 2.19 2.941(7) 147.7 2_576
O19 H1W O21 0.85 2.28 3.067(8) 153.4 .
O16 H2 O18 0.82 1.56 2.375(9) 169.8 .
C79 H79 O11 0.93 2.35 3.261(10) 165.3 .
C78 H78 O22 0.93 2.62 3.543(12) 170.3 .
C78 H78 O23 0.93 2.63 3.203(10) 120.6 .
C68 H68 O16 0.93 2.55 3.266(9) 134.4 1_445
C43 H43 O5 0.93 2.37 3.178(9) 144.9 2_757
C31 H31 O19 0.93 2.56 3.432(10) 155.8 .
O22 H8W O17 0.85 1.89 2.742(10) 178.1 .
O22 H7W O10 0.85 2.09 2.937(11) 179.2 .
O21 H6W O18 0.85 1.87 2.718(9) 179.5 1_455
O21 H5W O11 0.85 1.87 2.724(8) 179.2 .
O23 H10W O12 0.84 2.07 2.855(8) 154.8 1_655
O23 H9W O22 0.81 2.28 2.959(12) 141.0 .
O20 H4W O10 0.85 2.26 3.097(11) 170.4 .
O20 H3W O21 0.85 1.93 2.747(8) 160.7 .
O19 H2W O13 0.85 2.19 2.941(7) 147.7 2_576
O19 H1W O21 0.85 2.28 3.067(8) 153.4 .
O16 H2 O18 0.82 1.56 2.375(9) 169.8 .
C79 H79 O11 0.93 2.35 3.261(10) 165.3 .
C78 H78 O22 0.93 2.62 3.543(12) 170.3 .
C78 H78 O23 0.93 2.63 3.203(10) 120.6 .
C68 H68 O16 0.93 2.55 3.266(9) 134.4 1_445
C43 H43 O5 0.93 2.37 3.178(9) 144.9 2_757
C31 H31 O19 0.93 2.56 3.432(10) 155.8 .
O22 H8W O17 0.85 1.89 2.742(10) 178.1 .
O22 H7W O10 0.85 2.09 2.937(11) 179.2 .
O21 H6W O18 0.85 1.87 2.718(9) 179.5 1_455
O21 H5W O11 0.85 1.87 2.724(8) 179.2 .
O23 H10W O12 0.84 2.07 2.855(8) 154.8 1_655
O23 H9W O22 0.81 2.28 2.959(12) 141.0 .
O20 H4W O10 0.85 2.26 3.097(11) 170.4 .
O20 H3W O21 0.85 1.93 2.747(8) 160.7 .
O19 H2W O13 0.85 2.19 2.941(7) 147.7 2_576
O19 H1W O21 0.85 2.28 3.067(8) 153.4 .
O16 H2 O18 0.82 1.56 2.375(9) 169.8 .
O16 H2 O18 0.82 1.56 2.375(9) 169.8 .
O19 H1W O21 0.85 2.28 3.067(8) 153.4 .
O19 H2W O13 0.85 2.19 2.941(7) 147.7 2_576
O20 H3W O21 0.85 1.93 2.747(8) 160.7 .
O20 H4W O10 0.85 2.26 3.097(11) 170.4 .
O23 H9W O22 0.81 2.28 2.959(12) 141.0 .
O23 H10W O12 0.84 2.07 2.855(8) 154.8 1_655
O21 H5W O11 0.85 1.87 2.724(8) 179.2 .
O21 H6W O18 0.85 1.87 2.718(9) 179.5 1_455
O22 H7W O10 0.85 2.09 2.937(11) 179.2 .
O22 H8W O17 0.85 1.89 2.742(10) 178.1 .
C31 H31 O19 0.93 2.56 3.432(10) 155.8 .
C43 H43 O5 0.93 2.37 3.178(9) 144.9 2_757
C68 H68 O16 0.93 2.55 3.266(9) 134.4 1_445
C78 H78 O23 0.93 2.63 3.203(10) 120.6 .
C78 H78 O22 0.93 2.62 3.543(12) 170.3 .
C79 H79 O11 0.93 2.35 3.261(10) 165.3 .
O16 H2 O18 0.82 1.56 2.375(9) 169.8 .
O19 H1W O21 0.85 2.28 3.067(8) 153.4 .
O19 H2W O13 0.85 2.19 2.941(7) 147.7 2_576
O20 H3W O21 0.85 1.93 2.747(8) 160.7 .
O20 H4W O10 0.85 2.26 3.097(11) 170.4 .
O23 H9W O22 0.81 2.28 2.959(12) 141.0 .
O23 H10W O12 0.84 2.07 2.855(8) 154.8 1_655
O21 H5W O11 0.85 1.87 2.724(8) 179.2 .
O21 H6W O18 0.85 1.87 2.718(9) 179.5 1_455
O22 H7W O10 0.85 2.09 2.937(11) 179.2 .
O22 H8W O17 0.85 1.89 2.742(10) 178.1 .
C31 H31 O19 0.93 2.56 3.432(10) 155.8 .
C43 H43 O5 0.93 2.37 3.178(9) 144.9 2_757
C68 H68 O16 0.93 2.55 3.266(9) 134.4 1_445
C78 H78 O23 0.93 2.63 3.203(10) 120.6 .
C78 H78 O22 0.93 2.62 3.543(12) 170.3 .
C79 H79 O11 0.93 2.35 3.261(10) 165.3 .
O4 H1 O8 0.83(2) 1.78(3) 2.609(7) 172(10) 2_867

_refine_diff_density_max         0.800
_refine_diff_density_min         -0.698
_refine_diff_density_rms         0.094

####################################################################### 
# 
# 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_294-1Ni
_database_code_depnum_ccdc_archive 'CCDC 1574452'
_audit_update_record             
;
2017-09-14 deposited with the CCDC.
2017-12-29 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         ?
_chemical_formula_sum            'C24 H19 N3 Ni O8'
_chemical_formula_weight         536.13

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   16.2136(5)
_cell_length_b                   9.0346(3)
_cell_length_c                   21.3033(6)
_cell_angle_alpha                90
_cell_angle_beta                 107.852(3)
_cell_angle_gamma                90
_cell_volume                     2970.33(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    10720
_cell_measurement_theta_min      3.382
_cell_measurement_theta_max      25.050

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_F_000             1104
_exptl_transmission_factor_min   0.825
_exptl_transmission_factor_max   0.858
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.697
_shelx_estimated_absorpt_T_min   0.829
_shelx_estimated_absorpt_T_max   0.862
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.829
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APE-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10720
_diffrn_reflns_av_unetI/netI     0.0542
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.382
_diffrn_reflns_theta_max         25.050
_diffrn_reflns_theta_full        25.050
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5250
_reflns_number_gt                4142
_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    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1265P)²+4.9001P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_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_number_reflns         5250
_refine_ls_number_parameters     326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0786
_refine_ls_R_factor_gt           0.0626
_refine_ls_wR_factor_ref         0.2170
_refine_ls_wR_factor_gt          0.2000
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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
Ni1 Ni 0.70820(3) 0.27889(6) 0.28770(2) 0.0190(2) Uani 1 1 d . . . . .
O1 O 0.69429(19) -0.1602(3) 0.25230(14) 0.0254(7) Uani 1 1 d . . . . .
O2 O 0.7384(2) 0.0744(3) 0.26387(14) 0.0274(7) Uani 1 1 d . . . . .
O3 O 0.2392(4) -0.0473(9) 0.4077(4) 0.146(4) Uani 1 1 d . . . . .
O4 O 0.2015(4) 0.0933(9) 0.4755(4) 0.132(3) Uani 1 1 d . . . . .
O5 O 0.2579(4) 0.2946(8) 0.5490(3) 0.111(3) Uani 1 1 d . . . . .
H1 H 0.2400 0.2280 0.5221 0.166 Uiso 1 1 calc R U . . .
O6 O 0.3721(3) 0.4310(5) 0.5839(2) 0.0597(12) Uani 1 1 d . . . . .
O7 O 0.6616(2) 0.4799(4) 0.30800(15) 0.0290(7) Uani 1 1 d . . . . .
H2W H 0.6849 0.5511 0.2926 0.043 Uiso 1 1 d R U . . .
H1W H 0.6738 0.4912 0.3499 0.043 Uiso 1 1 d R U . . .
O8 O 0.3791(18) 0.581(3) 0.3328(12) 0.62(3) Uani 1 1 d . . . . .
H3W H 0.4082 0.5554 0.3059 0.743 Uiso 1 1 d R U . . .
H4W H 0.3757 0.4854 0.3228 0.743 Uiso 1 1 d R U . . .
N1 N 0.6219(2) 0.1528(4) 0.32066(16) 0.0226(8) Uani 1 1 d . . . . .
N2 N 0.8024(3) 0.2650(5) 0.38004(19) 0.0297(9) Uani 1 1 d . . . . .
N3 N 1.1174(2) 0.2053(4) 0.69299(17) 0.0260(9) Uani 1 1 d . . . . .
C1 C 0.6901(3) -0.0310(5) 0.27090(19) 0.0208(9) Uani 1 1 d . . . . .
C2 C 0.6250(3) 0.0074(5) 0.3057(2) 0.0244(10) Uani 1 1 d . . . . .
C3 C 0.5700(3) 0.1943(5) 0.3551(2) 0.0272(10) Uani 1 1 d . . . . .
H3 H 0.5679 0.2942 0.3649 0.033 Uiso 1 1 calc R U . . .
C4 C 0.5189(3) 0.0965(5) 0.3772(2) 0.0297(10) Uani 1 1 d . . . . .
C5 C 0.5205(3) -0.0518(6) 0.3594(3) 0.0407(13) Uani 1 1 d . . . . .
H5 H 0.4857 -0.1204 0.3718 0.049 Uiso 1 1 calc R U . . .
C6 C 0.5737(3) -0.0966(6) 0.3233(3) 0.0359(12) Uani 1 1 d . . . . .
H6 H 0.5750 -0.1952 0.3111 0.043 Uiso 1 1 calc R U . . .
C7 C 0.4682(3) 0.1509(6) 0.4197(2) 0.0338(11) Uani 1 1 d . . . . .
C8 C 0.3892(4) 0.0905(7) 0.4180(3) 0.0460(14) Uani 1 1 d . . . . .
H8 H 0.3678 0.0127 0.3890 0.055 Uiso 1 1 calc R U . . .
C9 C 0.3398(4) 0.1389(7) 0.4570(3) 0.0462(14) Uani 1 1 d . . . . .
C10 C 0.2558(5) 0.0536(10) 0.4457(5) 0.089(3) Uani 1 1 d . . . . .
C11 C 0.3717(4) 0.2586(6) 0.5000(3) 0.0392(13) Uani 1 1 d . . . . .
C12 C 0.3309(4) 0.3344(7) 0.5477(3) 0.0481(14) Uani 1 1 d . . . . .
C13 C 0.4520(4) 0.3170(7) 0.5025(3) 0.0488(15) Uani 1 1 d . . . . .
H13 H 0.4744 0.3943 0.5315 0.059 Uiso 1 1 calc R U . . .
C14 C 0.4997(4) 0.2653(7) 0.4637(3) 0.0494(16) Uani 1 1 d . . . . .
H14 H 0.5532 0.3073 0.4670 0.059 Uiso 1 1 calc R U . . .
C15 C 0.8808(3) 0.2108(7) 0.3860(3) 0.0427(14) Uani 1 1 d . . . . .
H15 H 0.8933 0.1824 0.3479 0.051 Uiso 1 1 calc R U . . .
C16 C 0.9442(4) 0.1946(7) 0.4457(3) 0.0480(15) Uani 1 1 d . . . . .
H16 H 0.9986 0.1592 0.4470 0.058 Uiso 1 1 calc R U . . .
C17 C 0.9277(3) 0.2302(6) 0.5031(2) 0.0346(12) Uani 1 1 d . . . . .
C18 C 0.8459(4) 0.2868(8) 0.4971(3) 0.0501(16) Uani 1 1 d . . . . .
H18 H 0.8318 0.3152 0.5345 0.060 Uiso 1 1 calc R U . . .
C19 C 0.7859(3) 0.3007(7) 0.4358(3) 0.0466(15) Uani 1 1 d . . . . .
H19 H 0.7312 0.3367 0.4330 0.056 Uiso 1 1 calc R U . . .
C20 C 0.9933(3) 0.2164(6) 0.5679(2) 0.0343(12) Uani 1 1 d . . . . .
C21 C 1.0791(3) 0.2591(7) 0.5778(2) 0.0416(14) Uani 1 1 d . . . . .
H21 H 1.0965 0.2917 0.5425 0.050 Uiso 1 1 calc R U . . .
C22 C 1.1372(3) 0.2527(6) 0.6396(2) 0.0370(13) Uani 1 1 d . . . . .
H22 H 1.1938 0.2829 0.6450 0.044 Uiso 1 1 calc R U . . .
C23 C 1.0359(3) 0.1607(6) 0.6830(2) 0.0368(12) Uani 1 1 d . . . . .
H23 H 1.0210 0.1237 0.7188 0.044 Uiso 1 1 calc R U . . .
C24 C 0.9727(3) 0.1661(7) 0.6229(2) 0.0398(13) Uani 1 1 d . . . . .
H24 H 0.9164 0.1363 0.6191 0.048 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O2 2.016(3) . ?
Ni1 O7 2.063(3) . ?
Ni1 N1 2.086(4) . ?
Ni1 O1 2.087(3) 2_655 ?
Ni1 N2 2.092(4) . ?
Ni1 N3 2.107(4) 4_565 ?
O1 C1 1.241(5) . ?
O1 Ni1 2.087(3) 2_645 ?
O2 C1 1.271(5) . ?
O3 C10 1.194(9) . ?
O4 C10 1.285(8) . ?
O5 C12 1.245(7) . ?
O5 H1 0.8200 . ?
O6 C12 1.220(7) . ?
O7 H2W 0.8604 . ?
O7 H1W 0.8600 . ?
O8 H3W 0.8796 . ?
O8 H4W 0.8906 . ?
N1 C3 1.328(5) . ?
N1 C2 1.356(6) . ?
N2 C15 1.331(7) . ?
N2 C19 1.334(6) . ?
N3 C23 1.334(6) . ?
N3 C22 1.344(6) . ?
N3 Ni1 2.107(4) 4_666 ?
C1 C2 1.504(6) . ?
C2 C6 1.381(7) . ?
C3 C4 1.389(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.395(7) . ?
C4 C7 1.481(6) . ?
C5 C6 1.380(7) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.382(7) . ?
C7 C14 1.384(7) . ?
C8 C9 1.390(7) . ?
C8 H8 0.9300 . ?
C9 C11 1.409(8) . ?
C9 C10 1.518(8) . ?
C11 C13 1.391(8) . ?
C11 C12 1.534(7) . ?
C13 C14 1.374(7) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.376(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.369(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.391(8) . ?
C17 C20 1.468(7) . ?
C18 C19 1.374(7) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C24 1.389(7) . ?
C20 C21 1.396(7) . ?
C21 C22 1.364(7) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C24 1.373(7) . ?
C23 H23 0.9300 . ?
C24 H24 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
O2 Ni1 O7 172.97(12) . . ?
O2 Ni1 N1 79.86(13) . . ?
O7 Ni1 N1 94.82(13) . . ?
O2 Ni1 O1 82.30(12) . 2_655 ?
O7 Ni1 O1 103.00(13) . 2_655 ?
N1 Ni1 O1 162.16(14) . 2_655 ?
O2 Ni1 N2 91.05(14) . . ?
O7 Ni1 N2 93.68(14) . . ?
N1 Ni1 N2 91.31(15) . . ?
O1 Ni1 N2 88.47(14) 2_655 . ?
O2 Ni1 N3 88.47(14) . 4_565 ?
O7 Ni1 N3 87.00(14) . 4_565 ?
N1 Ni1 N3 90.87(14) . 4_565 ?
O1 Ni1 N3 89.19(13) 2_655 4_565 ?
N2 Ni1 N3 177.66(14) . 4_565 ?
C1 O1 Ni1 120.1(3) . 2_645 ?
C1 O2 Ni1 116.8(3) . . ?
C12 O5 H1 109.5 . . ?
Ni1 O7 H2W 110.2 . . ?
Ni1 O7 H1W 109.9 . . ?
H2W O7 H1W 108.8 . . ?
H3W O8 H4W 65.7 . . ?
C3 N1 C2 118.6(4) . . ?
C3 N1 Ni1 129.4(3) . . ?
C2 N1 Ni1 111.9(3) . . ?
C15 N2 C19 116.7(4) . . ?
C15 N2 Ni1 120.8(3) . . ?
C19 N2 Ni1 122.3(3) . . ?
C23 N3 C22 116.3(4) . . ?
C23 N3 Ni1 122.8(3) . 4_666 ?
C22 N3 Ni1 120.7(3) . 4_666 ?
O1 C1 O2 124.8(4) . . ?
O1 C1 C2 119.3(4) . . ?
O2 C1 C2 115.9(4) . . ?
N1 C2 C6 121.7(4) . . ?
N1 C2 C1 114.9(4) . . ?
C6 C2 C1 123.3(4) . . ?
N1 C3 C4 123.5(4) . . ?
N1 C3 H3 118.2 . . ?
C4 C3 H3 118.2 . . ?
C3 C4 C5 117.1(4) . . ?
C3 C4 C7 119.8(4) . . ?
C5 C4 C7 123.0(4) . . ?
C6 C5 C4 120.0(5) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C2 118.9(5) . . ?
C5 C6 H6 120.6 . . ?
C2 C6 H6 120.6 . . ?
C8 C7 C14 117.3(5) . . ?
C8 C7 C4 122.4(5) . . ?
C14 C7 C4 120.2(4) . . ?
C7 C8 C9 124.0(5) . . ?
C7 C8 H8 118.0 . . ?
C9 C8 H8 118.0 . . ?
C8 C9 C11 117.8(5) . . ?
C8 C9 C10 113.5(5) . . ?
C11 C9 C10 128.7(5) . . ?
O3 C10 O4 120.1(7) . . ?
O3 C10 C9 120.0(6) . . ?
O4 C10 C9 119.8(7) . . ?
C13 C11 C9 117.9(5) . . ?
C13 C11 C12 113.3(5) . . ?
C9 C11 C12 128.8(5) . . ?
O6 C12 O5 122.3(5) . . ?
O6 C12 C11 118.3(5) . . ?
O5 C12 C11 119.4(6) . . ?
C14 C13 C11 122.8(5) . . ?
C14 C13 H13 118.6 . . ?
C11 C13 H13 118.6 . . ?
C13 C14 C7 120.2(5) . . ?
C13 C14 H14 119.9 . . ?
C7 C14 H14 119.9 . . ?
N2 C15 C16 123.3(5) . . ?
N2 C15 H15 118.4 . . ?
C16 C15 H15 118.4 . . ?
C17 C16 C15 120.3(5) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C18 116.6(5) . . ?
C16 C17 C20 122.5(5) . . ?
C18 C17 C20 120.8(5) . . ?
C19 C18 C17 119.8(5) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
N2 C19 C18 123.2(5) . . ?
N2 C19 H19 118.4 . . ?
C18 C19 H19 118.4 . . ?
C24 C20 C21 116.7(4) . . ?
C24 C20 C17 122.0(5) . . ?
C21 C20 C17 121.3(5) . . ?
C22 C21 C20 119.7(5) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
N3 C22 C21 123.8(5) . . ?
N3 C22 H22 118.1 . . ?
C21 C22 H22 118.1 . . ?
N3 C23 C24 123.9(4) . . ?
N3 C23 H23 118.0 . . ?
C24 C23 H23 118.0 . . ?
C23 C24 C20 119.6(5) . . ?
C23 C24 H24 120.2 . . ?
C20 C24 H24 120.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 O1 C1 O2 4.7(5) 2_645 . . . ?
Ni1 O1 C1 C2 -174.0(3) 2_645 . . . ?
Ni1 O2 C1 O1 172.3(3) . . . . ?
Ni1 O2 C1 C2 -8.9(5) . . . . ?
C3 N1 C2 C6 2.3(6) . . . . ?
Ni1 N1 C2 C6 179.5(4) . . . . ?
C3 N1 C2 C1 -175.8(4) . . . . ?
Ni1 N1 C2 C1 1.4(4) . . . . ?
O1 C1 C2 N1 -176.3(4) . . . . ?
O2 C1 C2 N1 4.9(5) . . . . ?
O1 C1 C2 C6 5.6(7) . . . . ?
O2 C1 C2 C6 -173.2(4) . . . . ?
C2 N1 C3 C4 0.4(7) . . . . ?
Ni1 N1 C3 C4 -176.2(3) . . . . ?
N1 C3 C4 C5 -2.7(7) . . . . ?
N1 C3 C4 C7 175.3(4) . . . . ?
C3 C4 C5 C6 2.3(8) . . . . ?
C7 C4 C5 C6 -175.6(5) . . . . ?
C4 C5 C6 C2 0.2(8) . . . . ?
N1 C2 C6 C5 -2.6(8) . . . . ?
C1 C2 C6 C5 175.4(4) . . . . ?
C3 C4 C7 C8 147.9(5) . . . . ?
C5 C4 C7 C8 -34.3(8) . . . . ?
C3 C4 C7 C14 -32.8(8) . . . . ?
C5 C4 C7 C14 145.0(6) . . . . ?
C14 C7 C8 C9 0.8(10) . . . . ?
C4 C7 C8 C9 -179.9(6) . . . . ?
C7 C8 C9 C11 1.1(10) . . . . ?
C7 C8 C9 C10 -179.9(7) . . . . ?
C8 C9 C10 O3 2.3(13) . . . . ?
C11 C9 C10 O3 -178.8(9) . . . . ?
C8 C9 C10 O4 -175.6(9) . . . . ?
C11 C9 C10 O4 3.3(14) . . . . ?
C8 C9 C11 C13 -2.3(9) . . . . ?
C10 C9 C11 C13 178.9(7) . . . . ?
C8 C9 C11 C12 179.5(6) . . . . ?
C10 C9 C11 C12 0.7(12) . . . . ?
C13 C11 C12 O6 -2.8(9) . . . . ?
C9 C11 C12 O6 175.4(6) . . . . ?
C13 C11 C12 O5 178.2(7) . . . . ?
C9 C11 C12 O5 -3.6(11) . . . . ?
C9 C11 C13 C14 1.7(10) . . . . ?
C12 C11 C13 C14 -179.9(6) . . . . ?
C11 C13 C14 C7 0.3(11) . . . . ?
C8 C7 C14 C13 -1.5(9) . . . . ?
C4 C7 C14 C13 179.1(6) . . . . ?
C19 N2 C15 C16 -1.8(9) . . . . ?
Ni1 N2 C15 C16 -177.8(5) . . . . ?
N2 C15 C16 C17 2.2(10) . . . . ?
C15 C16 C17 C18 -2.0(9) . . . . ?
C15 C16 C17 C20 -179.3(6) . . . . ?
C16 C17 C18 C19 1.7(9) . . . . ?
C20 C17 C18 C19 179.0(6) . . . . ?
C15 N2 C19 C18 1.5(9) . . . . ?
Ni1 N2 C19 C18 177.3(5) . . . . ?
C17 C18 C19 N2 -1.4(10) . . . . ?
C16 C17 C20 C24 -141.0(6) . . . . ?
C18 C17 C20 C24 41.8(8) . . . . ?
C16 C17 C20 C21 41.6(8) . . . . ?
C18 C17 C20 C21 -135.6(6) . . . . ?
C24 C20 C21 C22 -1.3(9) . . . . ?
C17 C20 C21 C22 176.3(6) . . . . ?
C23 N3 C22 C21 1.1(8) . . . . ?
Ni1 N3 C22 C21 -173.4(5) 4_666 . . . ?
C20 C21 C22 N3 0.8(9) . . . . ?
C22 N3 C23 C24 -2.5(8) . . . . ?
Ni1 N3 C23 C24 171.9(5) 4_666 . . . ?
N3 C23 C24 C20 2.0(9) . . . . ?
C21 C20 C24 C23 0.0(9) . . . . ?
C17 C20 C24 C23 -177.5(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C24 H24 O3 0.93 2.54 3.465(7) 172.2 3_656
C22 H22 O5 0.93 2.56 3.164(7) 122.6 1_655
C22 H22 O1 0.93 2.62 3.101(6) 112.6 3_756
C21 H21 O5 0.93 2.58 3.160(7) 121.1 1_655
C19 H19 O6 0.93 2.64 3.458(7) 147.1 3_666
C15 H15 O1 0.93 2.60 3.053(6) 110.8 2_655
O7 H1W O6 0.86 1.92 2.650(5) 142.2 3_666
O7 H2W O2 0.86 1.99 2.687(4) 137.7 2_655
O5 H1 O4 0.82 1.57 2.390(8) 174.4 .
C24 H24 O3 0.93 2.54 3.465(7) 172.2 3_656
C22 H22 O5 0.93 2.56 3.164(7) 122.6 1_655
C22 H22 O1 0.93 2.62 3.101(6) 112.6 3_756
C21 H21 O5 0.93 2.58 3.160(7) 121.1 1_655
C19 H19 O6 0.93 2.64 3.458(7) 147.1 3_666
C15 H15 O1 0.93 2.60 3.053(6) 110.8 2_655
O7 H1W O6 0.86 1.92 2.650(5) 142.2 3_666
O7 H2W O2 0.86 1.99 2.687(4) 137.7 2_655
O5 H1 O4 0.82 1.57 2.390(8) 174.4 .
C24 H24 O3 0.93 2.54 3.465(7) 172.2 3_656
C22 H22 O5 0.93 2.56 3.164(7) 122.6 1_655
C22 H22 O1 0.93 2.62 3.101(6) 112.6 3_756
C21 H21 O5 0.93 2.58 3.160(7) 121.1 1_655
C19 H19 O6 0.93 2.64 3.458(7) 147.1 3_666
C15 H15 O1 0.93 2.60 3.053(6) 110.8 2_655
O7 H1W O6 0.86 1.92 2.650(5) 142.2 3_666
O7 H2W O2 0.86 1.99 2.687(4) 137.7 2_655
O5 H1 O4 0.82 1.57 2.390(8) 174.4 .
C24 H24 O3 0.93 2.54 3.465(7) 172.2 3_656
C22 H22 O5 0.93 2.56 3.164(7) 122.6 1_655
C22 H22 O1 0.93 2.62 3.101(6) 112.6 3_756
C21 H21 O5 0.93 2.58 3.160(7) 121.1 1_655
C19 H19 O6 0.93 2.64 3.458(7) 147.1 3_666
C15 H15 O1 0.93 2.60 3.053(6) 110.8 2_655
O7 H1W O6 0.86 1.92 2.650(5) 142.2 3_666
O7 H2W O2 0.86 1.99 2.687(4) 137.7 2_655
O5 H1 O4 0.82 1.57 2.390(8) 174.4 .
C24 H24 O3 0.93 2.54 3.465(7) 172.2 3_656
C22 H22 O5 0.93 2.56 3.164(7) 122.6 1_655
C22 H22 O1 0.93 2.62 3.101(6) 112.6 3_756
C21 H21 O5 0.93 2.58 3.160(7) 121.1 1_655
C19 H19 O6 0.93 2.64 3.458(7) 147.1 3_666
C15 H15 O1 0.93 2.60 3.053(6) 110.8 2_655
O7 H1W O6 0.86 1.92 2.650(5) 142.2 3_666
O7 H2W O2 0.86 1.99 2.687(4) 137.7 2_655
C15 H15 O1 0.93 2.60 3.053(6) 110.8 2_655
C21 H21 O5 0.93 2.58 3.160(7) 121.1 1_655
C19 H19 O6 0.93 2.64 3.458(7) 147.1 3_666
C22 H22 O5 0.93 2.56 3.164(7) 122.6 1_655
C22 H22 O1 0.93 2.62 3.101(6) 112.6 3_756
C24 H24 O3 0.93 2.54 3.465(7) 172.2 3_656
O7 H1W O6 0.86 1.92 2.650(5) 142.2 3_666
O7 H2W O2 0.86 1.99 2.687(4) 137.7 2_655

_refine_diff_density_max         1.114
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.133

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.250 -0.067 0.250 391 36 ' '
2 0.750 -0.031 0.750 391 36 ' '
_platon_squeeze_details          
;
;
