# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1862896'
_audit_update_record             
;
2018-08-19 deposited with the CCDC.	2019-04-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H22 N6 O2'
_chemical_formula_weight         366.43

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)

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

_cell_length_a                   4.7990(17)
_cell_length_b                   16.672(6)
_cell_length_c                   12.400(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 89.940(2)
_cell_angle_gamma                90.00
_cell_volume                     992.2(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2159
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      22.93

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             388
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9900
_exptl_absorpt_correction_T_max  0.9917
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8446
_diffrn_reflns_av_R_equivalents  0.0697
_diffrn_reflns_av_sigmaI/netI    0.1211
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.22
_diffrn_reflns_theta_max         26.00
_reflns_number_total             3778
_reflns_number_gt                2377
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1209P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -6(5)
_refine_ls_number_reflns         3778
_refine_ls_number_parameters     245
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1276
_refine_ls_R_factor_gt           0.0876
_refine_ls_wR_factor_ref         0.2319
_refine_ls_wR_factor_gt          0.2112
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.6192(9) 0.5447(3) -0.0025(5) 0.0651(16) Uani 1 1 d . A 1
N4 N 0.9115(10) 0.4240(3) 0.1983(4) 0.0366(12) Uani 1 1 d . A 1
N1 N 1.1822(10) 0.4995(3) 0.0251(4) 0.0418(12) Uani 1 1 d . A 1
H1A H 1.0077 0.5110 0.0225 0.050 Uiso 1 1 calc R A 1
C9 C 0.4847(14) 0.5023(3) 0.3283(4) 0.0388(14) Uani 1 1 d . A 1
N2 N 1.6474(16) 0.3494(4) -0.0425(6) 0.0673(18) Uani 1 1 d . A 1
C2 C 1.3714(14) 0.5568(4) -0.0063(5) 0.0453(15) Uani 1 1 d . A 1
N5 N -0.0241(14) 0.5272(4) 0.5473(5) 0.0604(17) Uani 1 1 d . A 1
N3 N 1.2606(15) 0.2423(4) 0.1917(6) 0.0646(19) Uani 1 1 d . A 1
C10 C 0.2916(15) 0.5361(4) 0.3949(5) 0.0451(16) Uani 1 1 d . A 1
H10A H 0.2408 0.5894 0.3845 0.054 Uiso 1 1 calc R A 1
C5 C 1.1244(14) 0.3861(3) 0.1415(5) 0.0408(14) Uani 1 1 d . A 1
C4 C 1.4786(14) 0.3841(4) 0.0030(6) 0.0466(15) Uani 1 1 d . A 1
C6 C 1.2016(14) 0.3056(4) 0.1669(5) 0.0469(16) Uani 1 1 d . A 1
O2 O 0.5973(11) 0.5490(3) 0.2489(4) 0.0579(13) Uani 1 1 d . A 1
H2 H 0.7116 0.5227 0.2146 0.087 Uiso 1 1 calc R A 1
C12 C 0.2501(16) 0.4119(4) 0.4924(5) 0.0519(17) Uani 1 1 d . A 1
H12A H 0.1731 0.3811 0.5474 0.062 Uiso 1 1 calc R A 1
C7 C 0.7813(13) 0.3865(4) 0.2768(4) 0.0374(14) Uani 1 1 d . A 1
H7A H 0.8276 0.3333 0.2904 0.045 Uiso 1 1 calc R A 1
C8 C 0.5739(13) 0.4230(4) 0.3418(5) 0.0399(15) Uani 1 1 d . A 1
C13 C 0.4429(15) 0.3796(4) 0.4247(5) 0.0455(17) Uani 1 1 d . A 1
H13A H 0.4905 0.3259 0.4338 0.055 Uiso 1 1 calc R A 1
C11 C 0.1678(14) 0.4923(4) 0.4788(5) 0.0474(16) Uani 1 1 d . A 1
C3 C 1.2589(12) 0.4243(3) 0.0606(4) 0.0373(14) Uani 1 1 d . A 1
C16 C -0.152(2) 0.4803(7) 0.6369(8) 0.087(3) Uani 1 1 d . A 1
H16A H -0.3351 0.5022 0.6528 0.105 Uiso 1 1 calc R A 1
H16B H -0.1768 0.4252 0.6137 0.105 Uiso 1 1 calc R A 1
C1 C 1.2476(16) 0.6341(4) -0.0405(7) 0.062(2) Uani 1 1 d . A 1
H1B H 1.0481 0.6305 -0.0376 0.094 Uiso 1 1 calc R A 1
H1C H 1.3048 0.6461 -0.1130 0.094 Uiso 1 1 calc R A 1
H1D H 1.3097 0.6760 0.0068 0.094 Uiso 1 1 calc R A 1
C17 C 0.018(4) 0.4814(11) 0.7363(7) 0.143(6) Uani 1 1 d . A 1
H17A H -0.0730 0.4505 0.7913 0.214 Uiso 1 1 calc R A 1
H17B H 0.0397 0.5358 0.7605 0.214 Uiso 1 1 calc R A 1
H17C H 0.1980 0.4588 0.7215 0.214 Uiso 1 1 calc R A 1
C14 C -0.1094(19) 0.6107(5) 0.5314(8) 0.076(3) Uani 1 1 d . A 1
H14A H -0.2907 0.6184 0.5645 0.091 Uiso 1 1 calc R A 1
H14B H -0.1294 0.6205 0.4547 0.091 Uiso 1 1 calc R A 1
C15 C 0.087(2) 0.6706(6) 0.5766(10) 0.100(4) Uani 1 1 d . A 1
H15A H 0.0170 0.7236 0.5631 0.150 Uiso 1 1 calc R A 1
H15B H 0.2658 0.6646 0.5430 0.150 Uiso 1 1 calc R A 1
H15C H 0.1043 0.6624 0.6530 0.150 Uiso 1 1 calc R A 1
C18 C 0.833(3) 0.7286(9) 0.1972(13) 0.131(5) Uani 1 1 d . B 4
H18A H 0.9263 0.6800 0.2176 0.197 Uiso 1 1 calc R B 4
H18B H 0.9658 0.7715 0.1924 0.197 Uiso 1 1 calc R B 4
H18C H 0.7445 0.7213 0.1285 0.197 Uiso 1 1 calc R B 4
N6 N 0.469(5) 0.7593(8) 0.3408(12) 0.160(6) Uani 1 1 d . B 4
C19 C 0.622(5) 0.7486(9) 0.2784(12) 0.134(6) Uani 1 1 d . B 4


_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
O1 C2 1.207(7) . ?
N4 C7 1.314(7) . ?
N4 C5 1.393(8) . ?
N1 C2 1.375(8) . ?
N1 C3 1.378(8) . ?
N1 H1A 0.8600 . ?
C9 C10 1.363(9) . ?
C9 O2 1.366(7) . ?
C9 C8 1.398(8) . ?
N2 C4 1.144(9) . ?
C2 C1 1.482(10) . ?
N5 C11 1.381(9) . ?
N5 C14 1.464(11) . ?
N5 C16 1.491(12) . ?
N3 C6 1.135(9) . ?
C10 C11 1.403(9) . ?
C10 H10A 0.9300 . ?
C5 C3 1.352(8) . ?
C5 C6 1.428(10) . ?
C4 C3 1.439(9) . ?
O2 H2 0.8200 . ?
C12 C13 1.360(9) . ?
C12 C11 1.407(10) . ?
C12 H12A 0.9300 . ?
C7 C8 1.418(8) . ?
C7 H7A 0.9300 . ?
C8 C13 1.406(9) . ?
C13 H13A 0.9300 . ?
C16 C17 1.480(19) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 H1D 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C14 C15 1.484(13) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C18 C19 1.47(2) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
N6 C19 1.08(2) . ?

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
C7 N4 C5 120.4(5) . . ?
C2 N1 C3 123.1(5) . . ?
C2 N1 H1A 118.5 . . ?
C3 N1 H1A 118.5 . . ?
C10 C9 O2 118.0(5) . . ?
C10 C9 C8 121.8(5) . . ?
O2 C9 C8 120.2(5) . . ?
O1 C2 N1 121.6(6) . . ?
O1 C2 C1 123.4(6) . . ?
N1 C2 C1 114.9(6) . . ?
C11 N5 C14 120.3(7) . . ?
C11 N5 C16 120.7(7) . . ?
C14 N5 C16 118.9(7) . . ?
C9 C10 C11 121.4(6) . . ?
C9 C10 H10A 119.3 . . ?
C11 C10 H10A 119.3 . . ?
C3 C5 N4 120.8(5) . . ?
C3 C5 C6 118.9(6) . . ?
N4 C5 C6 120.4(6) . . ?
N2 C4 C3 177.4(7) . . ?
N3 C6 C5 177.0(7) . . ?
C9 O2 H2 109.5 . . ?
C13 C12 C11 119.6(6) . . ?
C13 C12 H12A 120.2 . . ?
C11 C12 H12A 120.2 . . ?
N4 C7 C8 123.3(5) . . ?
N4 C7 H7A 118.4 . . ?
C8 C7 H7A 118.4 . . ?
C9 C8 C13 115.9(5) . . ?
C9 C8 C7 123.6(5) . . ?
C13 C8 C7 120.5(6) . . ?
C12 C13 C8 123.4(6) . . ?
C12 C13 H13A 118.3 . . ?
C8 C13 H13A 118.3 . . ?
N5 C11 C10 121.2(6) . . ?
N5 C11 C12 121.0(6) . . ?
C10 C11 C12 117.8(5) . . ?
C5 C3 N1 122.5(5) . . ?
C5 C3 C4 119.8(5) . . ?
N1 C3 C4 117.5(5) . . ?
C17 C16 N5 112.7(9) . . ?
C17 C16 H16A 109.0 . . ?
N5 C16 H16A 109.0 . . ?
C17 C16 H16B 109.0 . . ?
N5 C16 H16B 109.0 . . ?
H16A C16 H16B 107.8 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1D 109.5 . . ?
H1B C1 H1D 109.5 . . ?
H1C C1 H1D 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N5 C14 C15 114.3(8) . . ?
N5 C14 H14A 108.7 . . ?
C15 C14 H14A 108.7 . . ?
N5 C14 H14B 108.7 . . ?
C15 C14 H14B 108.7 . . ?
H14A C14 H14B 107.6 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N6 C19 C18 176.1(19) . . ?

_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.976
_refine_diff_density_max         0.553
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.069
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1862897'
_audit_update_record             
;
2018-08-19 deposited with the CCDC.	2019-04-23 downloaded from the CCDC.
;
_audit_creation_date             2018-07-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C13.5 H11 N4 O3 Zn'
_chemical_formula_sum            'C13.50 H11 N4 O3 Zn'
_chemical_formula_weight         342.63
_chemical_absolute_configuration .
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   17.578(11)
_cell_length_b                   8.180(5)
_cell_length_c                   10.632(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1528.8(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3549
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      22.10
_cell_measurement_theta_min      2.24
_shelx_estimated_absorpt_T_max   0.855
_shelx_estimated_absorpt_T_min   0.642
_exptl_absorpt_coefficient_mu    1.622
_exptl_absorpt_correction_T_max  0.8545
_exptl_absorpt_correction_T_min  0.6416
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0724
_diffrn_reflns_av_unetI/netI     0.0607
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            12905
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.024
_diffrn_reflns_theta_max         25.024
_diffrn_reflns_theta_min         1.915
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.719
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2142
_reflns_number_total             2699
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.929
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.113
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.10(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2699
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0476
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0745P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1216
_refine_ls_wR_factor_ref         0.1282
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.90(4)
 0.10(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
3. Others
 Fixed Sof: H2A(0.5) C15(0.5) H15A(0.5) H15B(0.5) H15C(0.5)
4.a Riding coordinates:
 O2(H2A,H2B)
4.b Me refined with riding coordinates:
 C9(H9A,H9B,H9C)
4.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C12(H12), C3(H3), C6(H6), C2(H2)
4.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.0753(3) 0.5964(8) -0.0183(6) 0.0636(18) Uani 1 1 d . . . . .
H2A H 0.040732 0.556493 -0.060102 0.095 Uiso 0.5 1 d R . P A -2
H2B H 0.045952 0.654033 0.037388 0.095 Uiso 1 1 d R . . B .
Zn1 Zn 0.13568(5) 0.43984(11) 0.09166(8) 0.0428(3) Uani 1 1 d . . . . .
O3 O 0.3204(3) 0.7766(7) 0.0276(5) 0.0513(15) Uani 1 1 d . . . . .
O1 O 0.0402(3) 0.3103(7) 0.1257(5) 0.0526(15) Uani 1 1 d . . . . .
N1 N 0.1497(3) 0.4607(8) 0.2842(6) 0.0409(15) Uani 1 1 d . . . . .
N2 N 0.2362(3) 0.5861(8) 0.0996(6) 0.0467(15) Uani 1 1 d . . . . .
N3 N 0.2476(5) 0.6024(14) 0.5473(8) 0.088(3) Uani 1 1 d . . . . .
N4 N 0.3716(6) 0.7841(15) 0.3021(8) 0.105(4) Uani 1 1 d . . . . .
C13 C 0.2721(4) 0.6667(10) 0.0058(7) 0.0419(19) Uani 1 1 d . . . . .
C14 C 0.2126(4) 0.5511(10) 0.3169(7) 0.0424(18) Uani 1 1 d . . . . .
C11 C 0.2553(4) 0.6169(10) 0.2243(7) 0.0426(19) Uani 1 1 d . . . . .
C10 C 0.1055(5) 0.3995(9) 0.3719(8) 0.046(2) Uani 1 1 d . . . . .
H10 H 0.119576 0.418369 0.454922 0.055 Uiso 1 1 calc R . . . .
C4 C 0.0085(5) 0.2662(10) 0.2309(8) 0.046(2) Uani 1 1 d . . . . .
C12 C -0.0595(5) 0.1709(10) 0.2251(10) 0.058(2) Uani 1 1 d . . . . .
H12 H -0.079871 0.140677 0.147808 0.070 Uiso 1 1 calc R . . . .
C5 C 0.0385(5) 0.3077(10) 0.3521(8) 0.048(2) Uani 1 1 d . . . . .
C7 C 0.3213(5) 0.7101(13) 0.2621(8) 0.062(3) Uani 1 1 d . . . . .
C8 C 0.2325(5) 0.5798(12) 0.4456(7) 0.055(2) Uani 1 1 d . . . . .
C3 C -0.0952(6) 0.1234(12) 0.3377(13) 0.073(3) Uani 1 1 d . . . . .
H3 H -0.139647 0.061979 0.333241 0.088 Uiso 1 1 calc R . . . .
C6 C -0.0005(6) 0.2592(14) 0.4618(9) 0.068(3) Uani 1 1 d . . . . .
H6 H 0.017760 0.290183 0.540383 0.082 Uiso 1 1 calc R . . . .
C9 C 0.2535(7) 0.6196(13) -0.1242(8) 0.081(4) Uani 1 1 d . . . . .
H9A H 0.215765 0.534721 -0.123299 0.122 Uiso 1 1 calc R . . . .
H9B H 0.233992 0.712844 -0.168599 0.122 Uiso 1 1 calc R . . . .
H9C H 0.298513 0.580598 -0.165478 0.122 Uiso 1 1 calc R . . . .
C2 C -0.0672(6) 0.1637(14) 0.4524(11) 0.079(3) Uani 1 1 d . . . . .
H2 H -0.091950 0.128464 0.524891 0.095 Uiso 1 1 calc R . . . .
C15 C 0.0581(17) 0.583(4) -0.166(3) 0.141(13) Uani 0.5 1 d . . P B -1
H15A H 0.100706 0.534084 -0.207444 0.211 Uiso 0.5 1 calc GR . P B -1
H15B H 0.049594 0.690780 -0.199319 0.211 Uiso 0.5 1 calc GR . P B -1
H15C H 0.013565 0.517514 -0.178770 0.211 Uiso 0.5 1 calc GR . P B -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 H2A 0.8202 . ?
O2 H2B 0.9156 . ?
O2 Zn1 2.033(6) . ?
O2 C15 1.60(3) . ?
Zn1 O3 1.996(6) 4_545 ?
Zn1 O1 2.017(6) . ?
Zn1 N1 2.069(6) . ?
Zn1 N2 2.136(6) . ?
O3 C13 1.259(10) . ?
O1 C4 1.301(9) . ?
N1 C14 1.375(9) . ?
N1 C10 1.313(10) . ?
N2 C13 1.351(10) . ?
N2 C11 1.391(10) . ?
N3 C8 1.128(9) . ?
N4 C7 1.153(11) . ?
C13 C9 1.471(12) . ?
C14 C11 1.350(10) . ?
C14 C8 1.432(11) . ?
C11 C7 1.445(11) . ?
C10 H10 0.9300 . ?
C10 C5 1.412(11) . ?
C4 C12 1.428(12) . ?
C4 C5 1.433(12) . ?
C12 H12 0.9300 . ?
C12 C3 1.407(13) . ?
C5 C6 1.410(12) . ?
C3 H3 0.9300 . ?
C3 C2 1.356(15) . ?
C6 H6 0.9300 . ?
C6 C2 1.414(15) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C2 H2 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H2A O2 H2B 98.0 . . ?
Zn1 O2 H2A 116.6 . . ?
Zn1 O2 H2B 104.3 . . ?
C15 O2 H2B 124.1 . . ?
C15 O2 Zn1 128.3(12) . . ?
O2 Zn1 N1 125.4(3) . . ?
O2 Zn1 N2 95.8(3) . . ?
O3 Zn1 O2 105.0(3) 4_545 . ?
O3 Zn1 O1 94.8(2) 4_545 . ?
O3 Zn1 N1 129.6(2) 4_545 . ?
O3 Zn1 N2 94.6(2) 4_545 . ?
O1 Zn1 O2 90.0(2) . . ?
O1 Zn1 N1 88.0(2) . . ?
O1 Zn1 N2 167.3(2) . . ?
N1 Zn1 N2 79.4(2) . . ?
C13 O3 Zn1 128.4(5) . 4 ?
C4 O1 Zn1 131.0(5) . . ?
C14 N1 Zn1 113.0(5) . . ?
C10 N1 Zn1 126.9(5) . . ?
C10 N1 C14 120.1(7) . . ?
C13 N2 Zn1 129.1(5) . . ?
C13 N2 C11 120.2(7) . . ?
C11 N2 Zn1 109.8(5) . . ?
O3 C13 N2 121.8(7) . . ?
O3 C13 C9 120.7(7) . . ?
N2 C13 C9 117.5(7) . . ?
N1 C14 C8 121.8(7) . . ?
C11 C14 N1 118.5(7) . . ?
C11 C14 C8 119.7(7) . . ?
N2 C11 C7 123.7(7) . . ?
C14 C11 N2 119.3(7) . . ?
C14 C11 C7 117.0(7) . . ?
N1 C10 H10 116.9 . . ?
N1 C10 C5 126.2(8) . . ?
C5 C10 H10 116.9 . . ?
O1 C4 C12 118.2(8) . . ?
O1 C4 C5 123.3(7) . . ?
C12 C4 C5 118.4(8) . . ?
C4 C12 H12 120.4 . . ?
C3 C12 C4 119.2(9) . . ?
C3 C12 H12 120.4 . . ?
C10 C5 C4 124.6(8) . . ?
C6 C5 C10 115.5(8) . . ?
C6 C5 C4 119.9(8) . . ?
N4 C7 C11 174.4(10) . . ?
N3 C8 C14 179.4(10) . . ?
C12 C3 H3 118.8 . . ?
C2 C3 C12 122.5(9) . . ?
C2 C3 H3 118.8 . . ?
C5 C6 H6 120.0 . . ?
C5 C6 C2 120.0(10) . . ?
C2 C6 H6 120.0 . . ?
C13 C9 H9A 109.5 . . ?
C13 C9 H9B 109.5 . . ?
C13 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C3 C2 C6 119.9(9) . . ?
C3 C2 H2 120.0 . . ?
C6 C2 H2 120.0 . . ?
O2 C15 H15A 109.5 . . ?
O2 C15 H15B 109.5 . . ?
O2 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.90(4)
2 0.10(4)

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1862898'
_audit_update_record             
;
2018-08-19 deposited with the CCDC.	2019-04-23 downloaded from the CCDC.
;
_audit_creation_date             2018-05-15
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C51 H52 N15 O7 Zn3, C6 H16 N, O'
_chemical_formula_sum            'C57 H68 N16 O8 Zn3'
_chemical_formula_weight         1301.38
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   12.456(2)
_cell_length_b                   13.244(2)
_cell_length_c                   19.423(3)
_cell_angle_alpha                90.368(5)
_cell_angle_beta                 96.639(5)
_cell_angle_gamma                101.761(5)
_cell_volume                     3114.3(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2192
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      22
_cell_measurement_theta_min      2
_shelx_estimated_absorpt_T_max   0.889
_shelx_estimated_absorpt_T_min   0.752
_exptl_absorpt_coefficient_mu    1.211
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_av_unetI/netI     0.0966
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            29215
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.482
_diffrn_reflns_theta_min         1.571
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7062
_reflns_number_total             11379
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.980
_refine_diff_density_min         -0.587
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     779
_refine_ls_number_reflns         11379
_refine_ls_number_restraints     194
_refine_ls_R_factor_all          0.1054
_refine_ls_R_factor_gt           0.0571
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0735P)²+1.6672P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1427
_refine_ls_wR_factor_ref         0.1662
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All O(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C96-N23 = N23-C92
 1.4 with sigma of 0.02
 C94-N23
 1.4 with sigma of 0.02
 C95-C94 = C97-C96 = C93-C92
 1.5 with sigma of 0.01
 C92-C96
 2.4 with sigma of 0.02
 H96A-H92A
 2.2 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C8) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C47) \\sim
Ueq, Uanis(N1) \\sim Ueq, Uanis(C53) \\sim Ueq, Uanis(C52) \\sim Ueq, Uanis(N2)
\\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(C19) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(O31) \\sim Ueq, Uanis(O31A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C8, C7, N1, C9, C47, C5
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C19, C18, N2, C15, C52, C53
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 N10, C54, O8, C55
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 N23, C94, C92, C96, C95, C93, C97
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O31
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(O31A)=1-FVAR(1)
 Sof(O31)=FVAR(1)
 Fixed Sof: O8(0.5) O8A(0.5)
6.a Riding coordinates:
 O10(H10)
6.b Ternary CH refined with riding coordinates:
 N23(H23)
6.c Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C35(H35A,H35B), C37(H37A,H37B), C9(H9A,H9B), C7(H7A,H7B),
 C52(H52A,H52B), C94(H94A,H94B), C92(H92A,H92B), C96(H96A,H96B)
6.d Me refined with riding coordinates:
 C40(H40A,H40B,H40C), C25(H25A,H25B,H25C), C36(H36A,H36B,H36C), C19(H19A,H19B,
 H19C), C38(H38A,H38B,H38C), C8(H8A,H8B,H8C), C47(H47A,H47B,H47C), C55(H55A,
 H55B,H55C), C53(H53A,H53B,H53C)
6.e Aromatic/amide H refined with riding coordinates:
 C29(H29), C10(H10A), C34(H34), C26(H26), C31(H31), C27(H27), C32(H32), C2(H2),
  C3(H3), C13(H13), C6(H6), C14(H14)
6.f Idealised Me refined as rotating group:
 C93(H93A,H93B,H93C), C97(H97A,H97B,H97C), C95(H95A,H95B,H95C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O10 O 0.5440(3) 0.3864(2) 0.83862(16) 0.0338(8) Uani 1 1 d . . . . .
H10 H 0.5213 0.3696 0.8757 0.041 Uiso 1 1 d R . . . .
Zn3 Zn 0.51325(5) 0.53051(4) 0.81455(3) 0.03410(17) Uani 1 1 d . . . . .
Zn2 Zn 0.71033(5) 0.41193(5) 0.82534(3) 0.03598(17) Uani 1 1 d . . . . .
Zn1 Zn 0.47707(5) 0.30968(5) 0.74488(3) 0.03740(17) Uani 1 1 d . . . . .
O3 O 0.6702(3) 0.5561(2) 0.79703(17) 0.0355(8) Uani 1 1 d . . . . .
O1 O 0.4527(3) 0.4486(3) 0.71909(16) 0.0379(8) Uani 1 1 d . . . . .
O30 O 0.6477(3) 0.3382(3) 0.73438(16) 0.0387(8) Uani 1 1 d . . . . .
N20 N 0.3914(3) 0.6122(3) 0.7819(2) 0.0390(10) Uani 1 1 d . . . . .
N21 N 0.8669(3) 0.5023(3) 0.8517(2) 0.0365(10) Uani 1 1 d . . . . .
O7 O 0.5447(3) 0.6453(3) 1.02354(19) 0.0623(12) Uani 1 1 d . . . . .
N17 N 0.4694(4) 0.1890(3) 0.6742(2) 0.0431(11) Uani 1 1 d . . . . .
N7 N 0.5097(3) 0.6089(3) 0.9068(2) 0.0391(10) Uani 1 1 d . . . . .
N3 N 0.7845(4) 0.3045(3) 0.8792(2) 0.0445(11) Uani 1 1 d . . . . .
N10 N 0.3214(4) 0.2253(4) 0.7565(2) 0.0501(11) Uani 1 1 d . U . . .
C29 C 0.3461(4) 0.6221(4) 0.7183(3) 0.0410(13) Uani 1 1 d . . . . .
H29 H 0.3032 0.6720 0.7121 0.049 Uiso 1 1 calc R . . . .
C10 C 0.6830(4) 0.7211(4) 0.7501(3) 0.0406(13) Uani 1 1 d . . . . .
H10A H 0.6064 0.7085 0.7405 0.049 Uiso 1 1 calc R . . . .
O5 O 0.8054(4) 0.1430(3) 0.9114(3) 0.0899(16) Uani 1 1 d . . . . .
C30 C 0.4068(4) 0.4785(4) 0.6596(2) 0.0333(11) Uani 1 1 d . . . . .
N6 N 0.3685(4) 0.4063(4) 0.4736(2) 0.0605(14) Uani 1 1 d . . . . .
C28 C 0.3557(4) 0.5653(4) 0.6590(2) 0.0371(12) Uani 1 1 d . . . . .
C11 C 0.7321(4) 0.6454(4) 0.7820(2) 0.0341(12) Uani 1 1 d . . . . .
C12 C 0.8477(4) 0.6645(4) 0.7988(3) 0.0396(12) Uani 1 1 d . . . . .
C4 C 0.6465(4) 0.2402(4) 0.6308(3) 0.0394(12) Uani 1 1 d . . . . .
C34 C 0.4068(4) 0.4254(4) 0.5982(3) 0.0424(13) Uani 1 1 d . . . . .
H34 H 0.4385 0.3676 0.5994 0.051 Uiso 1 1 calc R . . . .
C1 C 0.7017(4) 0.3134(4) 0.6841(3) 0.0395(12) Uani 1 1 d . . . . .
C26 C 0.9065(4) 0.5963(4) 0.8352(3) 0.0412(13) Uani 1 1 d . . . . .
H26 H 0.9813 0.6216 0.8488 0.049 Uiso 1 1 calc R . . . .
C31 C 0.3079(5) 0.5927(4) 0.5936(3) 0.0479(14) Uani 1 1 d . . . . .
H31 H 0.2737 0.6490 0.5920 0.057 Uiso 1 1 calc R . . . .
C41 C 0.4286(4) 0.6652(4) 0.8997(3) 0.0384(12) Uani 1 1 d . . . . .
C39 C 0.5688(5) 0.6079(4) 0.9710(3) 0.0441(13) Uani 1 1 d . . . . .
C33 C 0.3607(5) 0.4555(5) 0.5339(3) 0.0483(14) Uani 1 1 d . . . . .
C20 C 0.8910(5) 0.3475(4) 0.9049(3) 0.0461(14) Uani 1 1 d . . . . .
C27 C 0.5406(5) 0.1798(4) 0.6304(3) 0.0460(14) Uani 1 1 d . . . . .
H27 H 0.5181 0.1282 0.5960 0.055 Uiso 1 1 calc R . . . .
C21 C 0.9350(4) 0.4457(4) 0.8911(3) 0.0447(14) Uani 1 1 d . . . . .
C15 C 0.7444(5) 0.8153(4) 0.7319(3) 0.0514(14) Uani 1 1 d . U . . .
N2 N 0.6961(5) 0.8889(4) 0.6993(3) 0.0735(14) Uani 1 1 d . U . . .
C32 C 0.3095(5) 0.5417(5) 0.5343(3) 0.0522(15) Uani 1 1 d . . . . .
H32 H 0.2767 0.5628 0.4929 0.063 Uiso 1 1 calc R . . . .
C91 C 0.3686(5) 0.1193(4) 0.6708(3) 0.0510(15) Uani 1 1 d . . . . .
C42 C 0.3678(4) 0.6687(4) 0.8368(3) 0.0393(12) Uani 1 1 d . . . . .
C90 C 0.2955(5) 0.1373(5) 0.7135(3) 0.0547(15) Uani 1 1 d . . . . .
C2 C 0.8109(5) 0.3563(5) 0.6833(3) 0.0538(15) Uani 1 1 d . . . . .
H2 H 0.8469 0.4015 0.7194 0.065 Uiso 1 1 calc R . . . .
C24 C 0.7481(5) 0.2011(5) 0.8842(3) 0.0564(16) Uani 1 1 d . . . . .
C3 C 0.7086(5) 0.2211(5) 0.5776(3) 0.0532(16) Uani 1 1 d . . . . .
H3 H 0.6741 0.1742 0.5420 0.064 Uiso 1 1 calc R . . . .
C13 C 0.9081(5) 0.7594(4) 0.7802(3) 0.0545(16) Uani 1 1 d . . . . .
H13 H 0.9846 0.7727 0.7905 0.065 Uiso 1 1 calc R . . . .
C40 C 0.6669(5) 0.5590(5) 0.9729(3) 0.0570(16) Uani 1 1 d . . . . .
H40A H 0.6725 0.5342 0.9271 0.085 Uiso 1 1 calc R . . . .
H40B H 0.7325 0.6090 0.9890 0.085 Uiso 1 1 calc R . . . .
H40C H 0.6588 0.5023 1.0037 0.085 Uiso 1 1 calc R . . . .
C44 C 0.4065(5) 0.7297(5) 0.9542(3) 0.0629(18) Uani 1 1 d . . . . .
N8 N 0.2119(5) 0.7693(5) 0.8166(3) 0.090(2) Uani 1 1 d . . . . .
C6 C 0.8144(5) 0.2667(5) 0.5756(3) 0.0602(17) Uani 1 1 d . . . . .
H6 H 0.8504 0.2533 0.5382 0.072 Uiso 1 1 calc R . . . .
C14 C 0.8615(5) 0.8325(5) 0.7483(4) 0.0627(18) Uani 1 1 d . . . . .
H14 H 0.9056 0.8942 0.7369 0.075 Uiso 1 1 calc R . . . .
C5 C 0.8715(6) 0.3347(6) 0.6298(4) 0.0740(18) Uani 1 1 d . U . . .
C18 C 0.5775(5) 0.8745(5) 0.6834(3) 0.0675(15) Uani 1 1 d . U . . .
H18A H 0.5484 0.8034 0.6678 0.081 Uiso 1 1 calc R . . . .
H18B H 0.5616 0.9180 0.6451 0.081 Uiso 1 1 calc R . . . .
C35 C 0.4220(6) 0.3182(6) 0.4729(3) 0.076(2) Uani 1 1 d . . . . .
H35A H 0.4850 0.3295 0.5085 0.091 Uiso 1 1 calc R . . . .
H35B H 0.4493 0.3137 0.4285 0.091 Uiso 1 1 calc R . . . .
C23 C 1.0468(5) 0.4949(5) 0.9162(3) 0.0545(16) Uani 1 1 d . . . . .
N5 N 1.1353(5) 0.5365(5) 0.9322(3) 0.085(2) Uani 1 1 d . . . . .
C43 C 0.2815(5) 0.7253(5) 0.8278(3) 0.0558(16) Uani 1 1 d . . . . .
N12 N 0.3336(6) -0.0362(5) 0.5859(4) 0.099(2) Uani 1 1 d . . . . .
C51 C 0.3453(6) 0.0323(5) 0.6241(4) 0.0662(18) Uani 1 1 d . . . . .
N1 N 0.9812(5) 0.3800(6) 0.6313(4) 0.1132(19) Uani 1 1 d . U . . .
N9 N 0.3831(7) 0.7872(6) 0.9905(3) 0.116(3) Uani 1 1 d . . . . .
C25 C 0.6322(5) 0.1579(5) 0.8540(3) 0.0652(18) Uani 1 1 d . . . . .
H25A H 0.5989 0.2126 0.8350 0.098 Uiso 1 1 calc R . . . .
H25B H 0.6318 0.1078 0.8180 0.098 Uiso 1 1 calc R . . . .
H25C H 0.5910 0.1255 0.8897 0.098 Uiso 1 1 calc R . . . .
C22 C 0.9629(5) 0.2955(5) 0.9499(4) 0.0654(18) Uani 1 1 d . . . . .
N4 N 1.0265(6) 0.2670(5) 0.9866(4) 0.113(3) Uani 1 1 d . . . . .
C37 C 0.3166(6) 0.4344(6) 0.4070(3) 0.075(2) Uani 1 1 d . . . . .
H37A H 0.3537 0.4118 0.3703 0.090 Uiso 1 1 calc R . . . .
H37B H 0.3277 0.5090 0.4058 0.090 Uiso 1 1 calc R . . . .
C36 C 0.3475(7) 0.2186(6) 0.4849(4) 0.098(3) Uani 1 1 d . . . . .
H36A H 0.3873 0.1637 0.4839 0.148 Uiso 1 1 calc R . . . .
H36B H 0.3215 0.2217 0.5294 0.148 Uiso 1 1 calc R . . . .
H36C H 0.2858 0.2059 0.4493 0.148 Uiso 1 1 calc R . . . .
C50 C 0.1931(6) 0.0631(6) 0.7102(4) 0.083(2) Uani 1 1 d . . . . .
C19 C 0.5169(6) 0.8985(6) 0.7426(4) 0.088(2) Uani 1 1 d . U . . .
H19A H 0.4391 0.8868 0.7274 0.132 Uiso 1 1 calc R . . . .
H19B H 0.5299 0.8545 0.7805 0.132 Uiso 1 1 calc R . . . .
H19C H 0.5431 0.9693 0.7577 0.132 Uiso 1 1 calc R . . . .
C38 C 0.1972(6) 0.3903(7) 0.3925(4) 0.097(3) Uani 1 1 d . . . . .
H38A H 0.1695 0.4122 0.3481 0.146 Uiso 1 1 calc R . . . .
H38B H 0.1853 0.3164 0.3921 0.146 Uiso 1 1 calc R . . . .
H38C H 0.1593 0.4137 0.4278 0.146 Uiso 1 1 calc R . . . .
N11 N 0.1167(6) 0.0003(7) 0.7001(5) 0.134(3) Uani 1 1 d . . . . .
C9 C 1.0444(7) 0.3621(8) 0.5747(5) 0.123(2) Uani 1 1 d . U . . .
H9A H 1.1062 0.4198 0.5735 0.147 Uiso 1 1 calc R . . . .
H9B H 0.9976 0.3585 0.5308 0.147 Uiso 1 1 calc R . . . .
C7 C 1.0611(8) 0.4146(9) 0.7107(5) 0.126(2) Uani 1 1 d . U . . .
H7A H 1.0258 0.3869 0.7504 0.152 Uiso 1 1 calc R . . . .
H7B H 1.1357 0.4025 0.7128 0.152 Uiso 1 1 calc R . . . .
C8 C 1.0525(8) 0.5139(9) 0.6968(6) 0.146(3) Uani 1 1 d . U . . .
H8A H 1.0919 0.5590 0.7344 0.219 Uiso 1 1 calc R . . . .
H8B H 1.0836 0.5339 0.6548 0.219 Uiso 1 1 calc R . . . .
H8C H 0.9762 0.5186 0.6916 0.219 Uiso 1 1 calc R . . . .
C47 C 1.0872(9) 0.2636(9) 0.5831(6) 0.160(4) Uani 1 1 d . U . . .
H47A H 1.1279 0.2546 0.5452 0.241 Uiso 1 1 calc R . . . .
H47B H 1.1347 0.2674 0.6260 0.241 Uiso 1 1 calc R . . . .
H47C H 1.0261 0.2062 0.5834 0.241 Uiso 1 1 calc R . . . .
O8 O 0.1944(10) 0.1676(9) 0.8275(6) 0.081(3) Uani 0.5 1 d . U P A 1
C55 C 0.2677(5) 0.3417(5) 0.8364(3) 0.0643(16) Uani 1 1 d . U . . .
H55A H 0.3103 0.3933 0.8104 0.096 Uiso 1 1 calc R . . . .
H55B H 0.1981 0.3597 0.8414 0.096 Uiso 1 1 calc R . . . .
H55C H 0.3073 0.3377 0.8814 0.096 Uiso 1 1 calc R . . . .
C52 C 0.7683(7) 0.9869(6) 0.6710(5) 0.097(2) Uani 1 1 d . U . . .
H52A H 0.8313 0.9696 0.6522 0.117 Uiso 1 1 calc R . . . .
H52B H 0.7252 1.0169 0.6349 0.117 Uiso 1 1 calc R . . . .
C53 C 0.8030(10) 1.0556(8) 0.7279(6) 0.164(5) Uani 1 1 d . U . . .
H53A H 0.8481 1.1178 0.7135 0.246 Uiso 1 1 calc R . . . .
H53B H 0.7397 1.0716 0.7460 0.246 Uiso 1 1 calc R . . . .
H53C H 0.8451 1.0246 0.7631 0.246 Uiso 1 1 calc R . . . .
C54 C 0.2485(6) 0.2413(6) 0.7996(4) 0.0751(18) Uani 1 1 d . U . . .
O8A O 0.1403(10) 0.1895(11) 0.7860(8) 0.124(5) Uani 0.5 1 d . . P A 2
N23 N 0.2242(7) 0.0431(7) 0.9629(6) 0.169(4) Uani 1 1 d D U . . .
H23 H 0.2218 0.0772 0.9182 0.203 Uiso 1 1 calc R . . . .
C93 C 0.2833(10) 0.1258(8) 1.0771(6) 0.157(5) Uani 1 1 d D U . . .
H93A H 0.2229 0.0788 1.0935 0.235 Uiso 1 1 calc GR . . . .
H93B H 0.2939 0.1914 1.1011 0.235 Uiso 1 1 calc GR . . . .
H93C H 0.3493 0.0988 1.0857 0.235 Uiso 1 1 calc GR . . . .
C97 C 0.0436(9) -0.0370(11) 0.8953(5) 0.201(7) Uani 1 1 d D U . . .
H97A H 0.0816 -0.0531 0.8578 0.301 Uiso 1 1 calc GR . . . .
H97B H 0.0038 0.0160 0.8818 0.301 Uiso 1 1 calc GR . . . .
H97C H -0.0072 -0.0976 0.9067 0.301 Uiso 1 1 calc GR . . . .
C94 C 0.3001(11) -0.0095(10) 0.9481(6) 0.174(5) Uani 1 1 d D U . . .
H94A H 0.2623 -0.0799 0.9358 0.209 Uiso 1 1 calc R . . . .
H94B H 0.3494 -0.0118 0.9903 0.209 Uiso 1 1 calc R . . . .
C92 C 0.2586(11) 0.1386(9) 1.0031(6) 0.189(5) Uani 1 1 d D U . . .
H92A H 0.2006 0.1778 0.9958 0.226 Uiso 1 1 calc DR . . . .
H92B H 0.3238 0.1788 0.9860 0.226 Uiso 1 1 calc R . . . .
C95 C 0.3680(10) 0.0272(10) 0.8933(7) 0.190(6) Uani 1 1 d D U . . .
H95A H 0.3221 0.0451 0.8541 0.285 Uiso 1 1 calc GR . . . .
H95B H 0.4038 -0.0262 0.8798 0.285 Uiso 1 1 calc GR . . . .
H95C H 0.4228 0.0868 0.9101 0.285 Uiso 1 1 calc GR . . . .
C96 C 0.1204(10) -0.0022(12) 0.9534(7) 0.234(7) Uani 1 1 d D U . . .
H96A H 0.0849 0.0432 0.9780 0.280 Uiso 1 1 calc DR . . . .
H96B H 0.1177 -0.0629 0.9813 0.280 Uiso 1 1 calc R . . . .
O31 O 0.1176(14) 0.7749(10) 0.6168(9) 0.247(10) Uani 0.700(18) 1 d . U P B 1
O31A O 0.024(5) 0.898(5) 0.544(3) 0.39(4) Uani 0.300(18) 1 d . U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O10 H10 0.8195 . ?
O10 Zn3 2.068(3) . ?
O10 Zn2 2.076(3) . ?
O10 Zn1 2.079(3) . ?
Zn3 O3 1.984(3) . ?
Zn3 O1 2.122(3) . ?
Zn3 N20 2.081(4) . ?
Zn3 N7 2.075(4) . ?
Zn2 O3 2.130(3) . ?
Zn2 O30 2.008(3) . ?
Zn2 N21 2.075(4) . ?
Zn2 N3 2.075(4) . ?
Zn1 O1 1.983(3) . ?
Zn1 O30 2.116(3) . ?
Zn1 N17 2.080(4) . ?
Zn1 N10 2.069(5) . ?
O3 C11 1.328(6) . ?
O1 C30 1.329(5) . ?
O30 C1 1.323(6) . ?
N20 C29 1.316(6) . ?
N20 C42 1.391(6) . ?
N21 C26 1.299(6) . ?
N21 C21 1.408(6) . ?
O7 C39 1.226(6) . ?
N17 C27 1.321(7) . ?
N17 C91 1.393(7) . ?
N7 C41 1.369(6) . ?
N7 C39 1.373(6) . ?
N3 C20 1.366(7) . ?
N3 C24 1.359(7) . ?
N10 C90 1.391(7) . ?
N10 C54 1.351(8) . ?
C29 H29 0.9300 . ?
C29 C28 1.402(7) . ?
C10 H10A 0.9300 . ?
C10 C11 1.392(6) . ?
C10 C15 1.395(8) . ?
O5 C24 1.233(7) . ?
C30 C28 1.422(7) . ?
C30 C34 1.380(7) . ?
N6 C33 1.359(7) . ?
N6 C35 1.457(8) . ?
N6 C37 1.464(7) . ?
C28 C31 1.422(7) . ?
C11 C12 1.409(7) . ?
C12 C26 1.418(7) . ?
C12 C13 1.400(7) . ?
C4 C1 1.426(7) . ?
C4 C27 1.396(8) . ?
C4 C3 1.410(7) . ?
C34 H34 0.9300 . ?
C34 C33 1.407(7) . ?
C1 C2 1.365(7) . ?
C26 H26 0.9300 . ?
C31 H31 0.9300 . ?
C31 C32 1.335(7) . ?
C41 C42 1.369(7) . ?
C41 C44 1.440(8) . ?
C39 C40 1.492(7) . ?
C33 C32 1.417(8) . ?
C20 C21 1.347(8) . ?
C20 C22 1.455(8) . ?
C27 H27 0.9300 . ?
C21 C23 1.439(8) . ?
C15 N2 1.368(7) . ?
C15 C14 1.427(8) . ?
N2 C18 1.447(8) . ?
N2 C52 1.563(9) . ?
C32 H32 0.9300 . ?
C91 C90 1.355(8) . ?
C91 C51 1.423(8) . ?
C42 C43 1.426(7) . ?
C90 C50 1.437(9) . ?
C2 H2 0.9300 . ?
C2 C5 1.413(8) . ?
C24 C25 1.490(8) . ?
C3 H3 0.9300 . ?
C3 C6 1.338(8) . ?
C13 H13 0.9300 . ?
C13 C14 1.346(8) . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C44 N9 1.138(8) . ?
N8 C43 1.141(7) . ?
C6 H6 0.9300 . ?
C6 C5 1.407(9) . ?
C14 H14 0.9300 . ?
C5 N1 1.373(9) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.513(9) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C36 1.487(10) . ?
C23 N5 1.134(7) . ?
N12 C51 1.143(8) . ?
N1 C9 1.470(9) . ?
N1 C7 1.739(11) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C22 N4 1.129(8) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 C38 1.476(9) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C50 N11 1.126(9) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C47 1.510(13) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.368(12) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
O8 C54 1.234(12) . ?
C55 H55A 0.9600 . ?
C55 H55B 0.9600 . ?
C55 H55C 0.9600 . ?
C55 C54 1.466(9) . ?
C52 H52A 0.9700 . ?
C52 H52B 0.9700 . ?
C52 C53 1.396(12) . ?
C53 H53A 0.9600 . ?
C53 H53B 0.9600 . ?
C53 H53C 0.9600 . ?
C54 O8A 1.377(13) . ?
N23 H23 0.9800 . ?
N23 C94 1.338(11) . ?
N23 C92 1.444(10) . ?
N23 C96 1.300(11) . ?
C93 H93A 0.9600 . ?
C93 H93B 0.9600 . ?
C93 H93C 0.9600 . ?
C93 C92 1.453(8) . ?
C97 H97A 0.9600 . ?
C97 H97B 0.9600 . ?
C97 H97C 0.9600 . ?
C97 C96 1.401(8) . ?
C94 H94A 0.9700 . ?
C94 H94B 0.9700 . ?
C94 C95 1.460(8) . ?
C92 H92A 0.9700 . ?
C92 H92B 0.9700 . ?
C95 H95A 0.9600 . ?
C95 H95B 0.9600 . ?
C95 H95C 0.9600 . ?
C96 H96A 0.9700 . ?
C96 H96B 0.9700 . ?

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
Zn3 O10 H10 109.0 . . ?
Zn3 O10 Zn2 99.42(14) . . ?
Zn3 O10 Zn1 98.42(13) . . ?
Zn2 O10 H10 122.6 . . ?
Zn2 O10 Zn1 99.36(13) . . ?
Zn1 O10 H10 123.2 . . ?
O10 Zn3 O1 79.36(12) . . ?
O10 Zn3 N20 144.86(16) . . ?
O10 Zn3 N7 107.87(14) . . ?
O3 Zn3 O10 81.84(13) . . ?
O3 Zn3 O1 94.57(13) . . ?
O3 Zn3 N20 129.43(15) . . ?
O3 Zn3 N7 106.42(15) . . ?
N20 Zn3 O1 82.13(14) . . ?
N7 Zn3 O1 158.47(15) . . ?
N7 Zn3 N20 80.85(15) . . ?
O10 Zn2 O3 78.28(12) . . ?
O30 Zn2 O10 81.42(13) . . ?
O30 Zn2 O3 95.80(13) . . ?
O30 Zn2 N21 127.78(15) . . ?
O30 Zn2 N3 103.16(16) . . ?
N21 Zn2 O10 146.90(14) . . ?
N21 Zn2 O3 82.95(14) . . ?
N21 Zn2 N3 80.90(17) . . ?
N3 Zn2 O10 109.98(15) . . ?
N3 Zn2 O3 160.18(16) . . ?
O10 Zn1 O30 78.85(12) . . ?
O10 Zn1 N17 149.61(15) . . ?
O1 Zn1 O10 82.37(12) . . ?
O1 Zn1 O30 96.87(14) . . ?
O1 Zn1 N17 124.39(15) . . ?
O1 Zn1 N10 104.59(17) . . ?
N17 Zn1 O30 83.36(15) . . ?
N10 Zn1 O10 108.32(16) . . ?
N10 Zn1 O30 158.02(17) . . ?
N10 Zn1 N17 80.70(19) . . ?
Zn3 O3 Zn2 100.36(14) . . ?
C11 O3 Zn3 126.9(3) . . ?
C11 O3 Zn2 132.0(3) . . ?
Zn1 O1 Zn3 99.76(13) . . ?
C30 O1 Zn3 131.1(3) . . ?
C30 O1 Zn1 129.1(3) . . ?
Zn2 O30 Zn1 100.37(14) . . ?
C1 O30 Zn2 128.2(3) . . ?
C1 O30 Zn1 131.4(3) . . ?
C29 N20 Zn3 128.3(3) . . ?
C29 N20 C42 120.3(4) . . ?
C42 N20 Zn3 111.0(3) . . ?
C26 N21 Zn2 129.5(3) . . ?
C26 N21 C21 120.1(5) . . ?
C21 N21 Zn2 110.3(3) . . ?
C27 N17 Zn1 127.9(4) . . ?
C27 N17 C91 120.4(5) . . ?
C91 N17 Zn1 111.3(4) . . ?
C41 N7 Zn3 110.5(3) . . ?
C41 N7 C39 118.2(4) . . ?
C39 N7 Zn3 131.2(3) . . ?
C20 N3 Zn2 110.7(3) . . ?
C24 N3 Zn2 130.0(4) . . ?
C24 N3 C20 118.8(5) . . ?
C90 N10 Zn1 110.9(4) . . ?
C54 N10 Zn1 130.3(5) . . ?
C54 N10 C90 118.8(5) . . ?
N20 C29 H29 116.7 . . ?
N20 C29 C28 126.7(5) . . ?
C28 C29 H29 116.7 . . ?
C11 C10 H10A 118.8 . . ?
C11 C10 C15 122.4(5) . . ?
C15 C10 H10A 118.8 . . ?
O1 C30 C28 119.8(4) . . ?
O1 C30 C34 120.7(4) . . ?
C34 C30 C28 119.5(4) . . ?
C33 N6 C35 121.5(5) . . ?
C33 N6 C37 121.6(5) . . ?
C35 N6 C37 116.8(5) . . ?
C29 C28 C30 124.6(4) . . ?
C29 C28 C31 118.6(5) . . ?
C30 C28 C31 116.8(5) . . ?
O3 C11 C10 120.1(4) . . ?
O3 C11 C12 120.4(4) . . ?
C10 C11 C12 119.5(5) . . ?
C11 C12 C26 124.7(5) . . ?
C13 C12 C11 117.4(5) . . ?
C13 C12 C26 117.8(5) . . ?
C27 C4 C1 125.4(5) . . ?
C27 C4 C3 117.6(5) . . ?
C3 C4 C1 116.7(5) . . ?
C30 C34 H34 118.8 . . ?
C30 C34 C33 122.5(5) . . ?
C33 C34 H34 118.8 . . ?
O30 C1 C4 120.2(5) . . ?
O30 C1 C2 120.4(5) . . ?
C2 C1 C4 119.4(5) . . ?
N21 C26 C12 126.9(5) . . ?
N21 C26 H26 116.6 . . ?
C12 C26 H26 116.6 . . ?
C28 C31 H31 118.3 . . ?
C32 C31 C28 123.3(5) . . ?
C32 C31 H31 118.3 . . ?
N7 C41 C44 124.0(5) . . ?
C42 C41 N7 120.2(4) . . ?
C42 C41 C44 115.6(5) . . ?
O7 C39 N7 123.2(5) . . ?
O7 C39 C40 121.3(5) . . ?
N7 C39 C40 115.4(5) . . ?
N6 C33 C34 121.4(5) . . ?
N6 C33 C32 121.3(5) . . ?
C34 C33 C32 117.3(5) . . ?
N3 C20 C22 124.5(5) . . ?
C21 C20 N3 120.2(5) . . ?
C21 C20 C22 115.2(5) . . ?
N17 C27 C4 126.2(5) . . ?
N17 C27 H27 116.9 . . ?
C4 C27 H27 116.9 . . ?
N21 C21 C23 119.4(5) . . ?
C20 C21 N21 117.8(5) . . ?
C20 C21 C23 122.7(5) . . ?
C10 C15 C14 117.2(5) . . ?
N2 C15 C10 122.2(5) . . ?
N2 C15 C14 120.5(6) . . ?
C15 N2 C18 121.7(6) . . ?
C15 N2 C52 120.6(5) . . ?
C18 N2 C52 117.4(5) . . ?
C31 C32 C33 120.5(5) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 H32 119.7 . . ?
N17 C91 C51 120.3(5) . . ?
C90 C91 N17 117.7(5) . . ?
C90 C91 C51 122.0(6) . . ?
N20 C42 C43 121.0(5) . . ?
C41 C42 N20 117.2(4) . . ?
C41 C42 C43 121.7(5) . . ?
N10 C90 C50 123.8(6) . . ?
C91 C90 N10 119.4(5) . . ?
C91 C90 C50 116.8(6) . . ?
C1 C2 H2 118.7 . . ?
C1 C2 C5 122.7(6) . . ?
C5 C2 H2 118.7 . . ?
N3 C24 C25 116.6(5) . . ?
O5 C24 N3 123.8(6) . . ?
O5 C24 C25 119.6(6) . . ?
C4 C3 H3 118.2 . . ?
C6 C3 C4 123.6(6) . . ?
C6 C3 H3 118.2 . . ?
C12 C13 H13 118.2 . . ?
C14 C13 C12 123.5(5) . . ?
C14 C13 H13 118.2 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N9 C44 C41 171.1(7) . . ?
C3 C6 H6 119.9 . . ?
C3 C6 C5 120.2(6) . . ?
C5 C6 H6 119.9 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 C15 120.0(6) . . ?
C13 C14 H14 120.0 . . ?
C6 C5 C2 117.3(6) . . ?
N1 C5 C2 120.4(7) . . ?
N1 C5 C6 122.3(6) . . ?
N2 C18 H18A 108.4 . . ?
N2 C18 H18B 108.4 . . ?
N2 C18 C19 115.3(6) . . ?
H18A C18 H18B 107.5 . . ?
C19 C18 H18A 108.4 . . ?
C19 C18 H18B 108.4 . . ?
N6 C35 H35A 108.9 . . ?
N6 C35 H35B 108.9 . . ?
N6 C35 C36 113.4(7) . . ?
H35A C35 H35B 107.7 . . ?
C36 C35 H35A 108.9 . . ?
C36 C35 H35B 108.9 . . ?
N5 C23 C21 175.9(7) . . ?
N8 C43 C42 176.1(6) . . ?
N12 C51 C91 175.6(8) . . ?
C5 N1 C9 121.2(8) . . ?
C5 N1 C7 119.6(6) . . ?
C9 N1 C7 114.3(7) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N4 C22 C20 171.5(8) . . ?
N6 C37 H37A 108.6 . . ?
N6 C37 H37B 108.6 . . ?
N6 C37 C38 114.5(6) . . ?
H37A C37 H37B 107.6 . . ?
C38 C37 H37A 108.6 . . ?
C38 C37 H37B 108.6 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N11 C50 C90 171.1(10) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N1 C9 H9A 109.2 . . ?
N1 C9 H9B 109.2 . . ?
N1 C9 C47 111.9(9) . . ?
H9A C9 H9B 107.9 . . ?
C47 C9 H9A 109.2 . . ?
C47 C9 H9B 109.2 . . ?
N1 C7 H7A 114.2 . . ?
N1 C7 H7B 114.2 . . ?
H7A C7 H7B 111.4 . . ?
C8 C7 N1 86.7(8) . . ?
C8 C7 H7A 114.2 . . ?
C8 C7 H7B 114.2 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C9 C47 H47A 109.5 . . ?
C9 C47 H47B 109.5 . . ?
C9 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
H55A C55 H55B 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C54 C55 H55A 109.5 . . ?
C54 C55 H55B 109.5 . . ?
C54 C55 H55C 109.5 . . ?
N2 C52 H52A 110.6 . . ?
N2 C52 H52B 110.6 . . ?
H52A C52 H52B 108.7 . . ?
C53 C52 N2 105.7(8) . . ?
C53 C52 H52A 110.6 . . ?
C53 C52 H52B 110.6 . . ?
C52 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
C52 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
N10 C54 C55 118.4(6) . . ?
N10 C54 O8A 118.7(8) . . ?
O8 C54 N10 120.0(8) . . ?
O8 C54 C55 116.3(8) . . ?
O8A C54 C55 116.6(8) . . ?
C94 N23 H23 94.1 . . ?
C94 N23 C92 119.4(10) . . ?
C92 N23 H23 94.1 . . ?
C96 N23 H23 94.1 . . ?
C96 N23 C94 119.0(11) . . ?
C96 N23 C92 120.1(10) . . ?
H93A C93 H93B 109.5 . . ?
H93A C93 H93C 109.5 . . ?
H93B C93 H93C 109.5 . . ?
C92 C93 H93A 109.5 . . ?
C92 C93 H93B 109.5 . . ?
C92 C93 H93C 109.5 . . ?
H97A C97 H97B 109.5 . . ?
H97A C97 H97C 109.5 . . ?
H97B C97 H97C 109.5 . . ?
C96 C97 H97A 109.5 . . ?
C96 C97 H97B 109.5 . . ?
C96 C97 H97C 109.5 . . ?
N23 C94 H94A 107.7 . . ?
N23 C94 H94B 107.7 . . ?
N23 C94 C95 118.5(12) . . ?
H94A C94 H94B 107.1 . . ?
C95 C94 H94A 107.7 . . ?
C95 C94 H94B 107.7 . . ?
N23 C92 C93 114.4(11) . . ?
N23 C92 H92A 108.7 . . ?
N23 C92 H92B 108.7 . . ?
C93 C92 H92A 108.7 . . ?
C93 C92 H92B 108.7 . . ?
H92A C92 H92B 107.6 . . ?
C94 C95 H95A 109.5 . . ?
C94 C95 H95B 109.5 . . ?
C94 C95 H95C 109.5 . . ?
H95A C95 H95B 109.5 . . ?
H95A C95 H95C 109.5 . . ?
H95B C95 H95C 109.5 . . ?
N23 C96 C97 135.0(14) . . ?
N23 C96 H96A 103.4 . . ?
N23 C96 H96B 103.4 . . ?
C97 C96 H96A 103.4 . . ?
C97 C96 H96B 103.4 . . ?
H96A C96 H96B 105.2 . . ?

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
Zn3 O3 C11 C10 -26.2(6) . . . . ?
Zn3 O3 C11 C12 153.3(4) . . . . ?
Zn3 O1 C30 C28 -22.6(7) . . . . ?
Zn3 O1 C30 C34 158.2(4) . . . . ?
Zn3 N20 C29 C28 12.0(8) . . . . ?
Zn3 N20 C42 C41 2.6(6) . . . . ?
Zn3 N20 C42 C43 -175.7(5) . . . . ?
Zn3 N7 C41 C42 -3.6(6) . . . . ?
Zn3 N7 C41 C44 -178.8(5) . . . . ?
Zn3 N7 C39 O7 -167.4(4) . . . . ?
Zn3 N7 C39 C40 13.5(8) . . . . ?
Zn2 O3 C11 C10 165.5(3) . . . . ?
Zn2 O3 C11 C12 -15.0(7) . . . . ?
Zn2 O30 C1 C4 165.0(3) . . . . ?
Zn2 O30 C1 C2 -14.1(7) . . . . ?
Zn2 N21 C26 C12 5.5(8) . . . . ?
Zn2 N21 C21 C20 0.0(6) . . . . ?
Zn2 N21 C21 C23 -178.6(4) . . . . ?
Zn2 N3 C20 C21 -2.9(7) . . . . ?
Zn2 N3 C20 C22 174.7(5) . . . . ?
Zn2 N3 C24 O5 171.2(5) . . . . ?
Zn2 N3 C24 C25 -8.3(8) . . . . ?
Zn1 O1 C30 C28 153.9(4) . . . . ?
Zn1 O1 C30 C34 -25.3(7) . . . . ?
Zn1 O30 C1 C4 -12.8(7) . . . . ?
Zn1 O30 C1 C2 168.1(4) . . . . ?
Zn1 N17 C27 C4 12.6(8) . . . . ?
Zn1 N17 C91 C90 -2.2(7) . . . . ?
Zn1 N17 C91 C51 178.4(5) . . . . ?
Zn1 N10 C90 C91 -1.4(7) . . . . ?
Zn1 N10 C90 C50 179.7(6) . . . . ?
Zn1 N10 C54 O8 -140.4(8) . . . . ?
Zn1 N10 C54 C55 12.9(10) . . . . ?
Zn1 N10 C54 O8A 164.0(9) . . . . ?
O3 C11 C12 C26 -3.7(8) . . . . ?
O3 C11 C12 C13 178.7(5) . . . . ?
O1 C30 C28 C29 -2.3(8) . . . . ?
O1 C30 C28 C31 -179.7(5) . . . . ?
O1 C30 C34 C33 -179.0(5) . . . . ?
O30 C1 C2 C5 -178.1(5) . . . . ?
N20 C29 C28 C30 7.6(9) . . . . ?
N20 C29 C28 C31 -175.0(5) . . . . ?
N17 C91 C90 N10 2.5(9) . . . . ?
N17 C91 C90 C50 -178.6(6) . . . . ?
N7 C41 C42 N20 0.8(8) . . . . ?
N7 C41 C42 C43 179.0(5) . . . . ?
N3 C20 C21 N21 2.0(8) . . . . ?
N3 C20 C21 C23 -179.5(5) . . . . ?
C29 N20 C42 C41 -171.5(5) . . . . ?
C29 N20 C42 C43 10.2(8) . . . . ?
C29 C28 C31 C32 -177.9(6) . . . . ?
C10 C11 C12 C26 175.8(5) . . . . ?
C10 C11 C12 C13 -1.8(7) . . . . ?
C10 C15 N2 C18 1.7(9) . . . . ?
C10 C15 N2 C52 -171.8(6) . . . . ?
C10 C15 C14 C13 -0.2(9) . . . . ?
C30 C28 C31 C32 -0.3(9) . . . . ?
C30 C34 C33 N6 175.3(5) . . . . ?
C30 C34 C33 C32 -2.3(9) . . . . ?
N6 C33 C32 C31 -176.2(6) . . . . ?
C28 C30 C34 C33 1.9(8) . . . . ?
C28 C31 C32 C33 -0.2(10) . . . . ?
C11 C10 C15 N2 178.8(5) . . . . ?
C11 C10 C15 C14 -0.9(8) . . . . ?
C11 C12 C26 N21 8.7(9) . . . . ?
C11 C12 C13 C14 0.7(9) . . . . ?
C12 C13 C14 C15 0.3(10) . . . . ?
C4 C1 C2 C5 2.9(9) . . . . ?
C4 C3 C6 C5 2.8(10) . . . . ?
C34 C30 C28 C29 176.9(5) . . . . ?
C34 C30 C28 C31 -0.6(8) . . . . ?
C34 C33 C32 C31 1.4(9) . . . . ?
C1 C4 C27 N17 8.8(9) . . . . ?
C1 C4 C3 C6 0.7(8) . . . . ?
C1 C2 C5 C6 0.5(10) . . . . ?
C1 C2 C5 N1 179.9(7) . . . . ?
C26 N21 C21 C20 -178.0(5) . . . . ?
C26 N21 C21 C23 3.4(8) . . . . ?
C26 C12 C13 C14 -177.0(6) . . . . ?
C41 N7 C39 O7 8.3(9) . . . . ?
C41 N7 C39 C40 -170.9(5) . . . . ?
C39 N7 C41 C42 179.8(5) . . . . ?
C39 N7 C41 C44 4.7(8) . . . . ?
C33 N6 C35 C36 84.3(8) . . . . ?
C33 N6 C37 C38 -80.4(9) . . . . ?
C20 N3 C24 O5 0.8(9) . . . . ?
C20 N3 C24 C25 -178.8(5) . . . . ?
C27 N17 C91 C90 -175.0(5) . . . . ?
C27 N17 C91 C51 5.6(8) . . . . ?
C27 C4 C1 O30 -8.7(8) . . . . ?
C27 C4 C1 C2 170.4(5) . . . . ?
C27 C4 C3 C6 -173.6(6) . . . . ?
C21 N21 C26 C12 -176.9(5) . . . . ?
C15 C10 C11 O3 -178.6(5) . . . . ?
C15 C10 C11 C12 1.9(8) . . . . ?
C15 N2 C18 C19 82.0(8) . . . . ?
C15 N2 C52 C53 -82.6(9) . . . . ?
N2 C15 C14 C13 -179.9(6) . . . . ?
C91 N17 C27 C4 -175.9(5) . . . . ?
C42 N20 C29 C28 -175.1(5) . . . . ?
C90 N10 C54 O8 36.6(12) . . . . ?
C90 N10 C54 C55 -170.2(6) . . . . ?
C90 N10 C54 O8A -19.1(13) . . . . ?
C2 C5 N1 C9 -177.3(8) . . . . ?
C2 C5 N1 C7 28.7(12) . . . . ?
C24 N3 C20 C21 169.3(5) . . . . ?
C24 N3 C20 C22 -13.2(9) . . . . ?
C3 C4 C1 O30 177.5(5) . . . . ?
C3 C4 C1 C2 -3.4(7) . . . . ?
C3 C4 C27 N17 -177.4(5) . . . . ?
C3 C6 C5 C2 -3.3(10) . . . . ?
C3 C6 C5 N1 177.3(7) . . . . ?
C13 C12 C26 N21 -173.8(5) . . . . ?
C44 C41 C42 N20 176.3(5) . . . . ?
C44 C41 C42 C43 -5.5(9) . . . . ?
C6 C5 N1 C9 2.0(13) . . . . ?
C6 C5 N1 C7 -152.0(7) . . . . ?
C14 C15 N2 C18 -178.6(6) . . . . ?
C14 C15 N2 C52 7.9(10) . . . . ?
C5 N1 C9 C47 -83.7(11) . . . . ?
C5 N1 C7 C8 -103.5(9) . . . . ?
C18 N2 C52 C53 103.6(9) . . . . ?
C35 N6 C33 C34 1.9(10) . . . . ?
C35 N6 C33 C32 179.5(6) . . . . ?
C35 N6 C37 C38 95.3(8) . . . . ?
C51 C91 C90 N10 -178.1(6) . . . . ?
C51 C91 C90 C50 0.9(10) . . . . ?
C22 C20 C21 N21 -175.8(5) . . . . ?
C22 C20 C21 C23 2.8(9) . . . . ?
C37 N6 C33 C34 177.3(6) . . . . ?
C37 N6 C33 C32 -5.1(9) . . . . ?
C37 N6 C35 C36 -91.3(7) . . . . ?
C9 N1 C7 C8 100.9(9) . . . . ?
C7 N1 C9 C47 71.5(11) . . . . ?
C52 N2 C18 C19 -104.3(8) . . . . ?
C54 N10 C90 C91 -178.9(6) . . . . ?
C54 N10 C90 C50 2.2(10) . . . . ?
C94 N23 C92 C93 -77.7(17) . . . . ?
C94 N23 C96 C97 -69(3) . . . . ?
C92 N23 C94 C95 -77.0(18) . . . . ?
C92 N23 C96 C97 125(2) . . . . ?
C96 N23 C94 C95 117.0(17) . . . . ?
C96 N23 C92 C93 88.1(17) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
