# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry B.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_20150713a1_0m
_database_code_depnum_ccdc_archive 'CCDC 1455554'
_audit_update_record             
;
2016-02-24 deposited with the CCDC.
2016-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H25 N5 O'
_chemical_formula_weight         519.59

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8941(17)
_cell_length_b                   10.241(2)
_cell_length_c                   15.811(3)
_cell_angle_alpha                79.530(2)
_cell_angle_beta                 86.870(2)
_cell_angle_gamma                70.650(2)
_cell_volume                     1336.1(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2101
_cell_measurement_theta_min      2.307
_cell_measurement_theta_max      24.046

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             544
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9810
_exptl_absorpt_correction_T_max  0.9849
_exptl_absorpt_process_details   ?

_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  'Bruker Smart Apex CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8790
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_av_sigmaI/netI    0.0398
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.14
_diffrn_reflns_theta_max         24.31
_reflns_number_total             4251
_reflns_number_gt                2547
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.1354P)²+0.2173P] 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_number_reflns         4251
_refine_ls_number_parameters     362
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.1197
_refine_ls_R_factor_gt           0.0789
_refine_ls_wR_factor_ref         0.2498
_refine_ls_wR_factor_gt          0.2216
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.118
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N2 N 0.8156(3) 0.6286(3) 0.78735(15) 0.0576(7) Uani 1 1 d . . .
N4 N 0.7487(4) 0.3426(3) 0.32231(18) 0.0760(9) Uani 1 1 d . . .
C8 C 0.8072(4) 0.5313(3) 0.63307(19) 0.0562(8) Uani 1 1 d . . .
N3 N 0.9587(5) 0.2594(3) 0.86668(18) 0.0857(10) Uani 1 1 d . . .
C7 C 0.7733(4) 0.6726(3) 0.63535(19) 0.0595(8) Uani 1 1 d . . .
H7 H 0.7471 0.7377 0.5846 0.071 Uiso 1 1 calc R . .
C10 C 0.8518(4) 0.4917(3) 0.78548(18) 0.0556(8) Uani 1 1 d . . .
C6 C 0.7776(4) 0.7186(3) 0.71216(19) 0.0567(8) Uani 1 1 d . . .
C11 C 0.8946(4) 0.3950(3) 0.86951(19) 0.0585(8) Uani 1 1 d . . .
N1 N 0.7311(4) 0.9561(3) 0.6409(2) 0.0859(10) Uani 1 1 d . . .
C9 C 0.8495(4) 0.4399(3) 0.70992(19) 0.0568(8) Uani 1 1 d . . .
H9 H 0.8765 0.3436 0.7115 0.068 Uiso 1 1 calc R . .
C16 C 0.7952(4) 0.4820(3) 0.55243(19) 0.0586(8) Uani 1 1 d . . .
C21 C 0.8900(4) 0.3526(4) 0.53582(19) 0.0642(9) Uani 1 1 d . . .
H21 H 0.9656 0.2946 0.5766 0.077 Uiso 1 1 calc R . .
C12 C 0.8704(4) 0.4457(4) 0.9463(2) 0.0657(9) Uani 1 1 d . . .
H12 H 0.8264 0.5417 0.9465 0.079 Uiso 1 1 calc R . .
C19 C 0.7646(4) 0.3889(4) 0.3993(2) 0.0657(9) Uani 1 1 d . . .
C5 C 0.7410(4) 0.8698(3) 0.7160(2) 0.0638(9) Uani 1 1 d . . .
C20 C 0.8768(4) 0.3056(4) 0.4607(2) 0.0657(9) Uani 1 1 d . . .
H20 H 0.9436 0.2178 0.4515 0.079 Uiso 1 1 calc R . .
C28 C 0.6894(4) 0.4367(4) 0.2481(2) 0.0708(10) Uani 1 1 d . . .
C22 C 0.7592(5) 0.1983(4) 0.3265(2) 0.0743(10) Uani 1 1 d . . .
C4 C 0.7209(5) 0.9173(4) 0.7933(2) 0.0781(11) Uani 1 1 d . . .
H4 H 0.7303 0.8542 0.8447 0.094 Uiso 1 1 calc R . .
C29 C 0.7392(5) 0.5515(5) 0.2226(2) 0.0824(11) Uani 1 1 d U . .
H29 H 0.8157 0.5648 0.2548 0.099 Uiso 1 1 calc R . .
C17 C 0.6844(4) 0.5654(4) 0.4897(2) 0.0718(10) Uani 1 1 d . . .
H17 H 0.6197 0.6542 0.4982 0.086 Uiso 1 1 calc R . .
C18 C 0.6682(5) 0.5194(4) 0.4152(2) 0.0764(10) Uani 1 1 d . . .
H18 H 0.5913 0.5767 0.3748 0.092 Uiso 1 1 calc R . .
C13 C 0.9123(5) 0.3524(4) 1.0222(2) 0.0761(11) Uani 1 1 d . . .
H13 H 0.8942 0.3843 1.0745 0.091 Uiso 1 1 calc R . .
C31 C 0.5553(5) 0.6220(5) 0.1013(2) 0.0931(12) Uani 1 1 d U . .
C14 C 0.9805(6) 0.2133(4) 1.0201(2) 0.0900(13) Uani 1 1 d . . .
H14 H 1.0116 0.1481 1.0705 0.108 Uiso 1 1 calc R . .
N5 N 0.4897(7) 0.8329(6) 0.0075(3) 0.1379(18) Uani 1 1 d . . .
C33 C 0.5781(5) 0.4179(5) 0.1969(3) 0.0939(13) Uani 1 1 d . . .
H33 H 0.5446 0.3401 0.2134 0.113 Uiso 1 1 calc R . .
C2 C 0.6759(5) 1.1455(4) 0.7186(3) 0.0960(13) Uani 1 1 d . . .
H2 H 0.6535 1.2412 0.7174 0.115 Uiso 1 1 calc R . .
C3 C 0.6875(6) 1.0564(4) 0.7945(3) 0.0935(13) Uani 1 1 d . . .
H3 H 0.6728 1.0898 0.8463 0.112 Uiso 1 1 calc R . .
C15 C 1.0022(6) 0.1717(4) 0.9409(3) 0.0994(15) Uani 1 1 d . . .
H15 H 1.0501 0.0765 0.9392 0.119 Uiso 1 1 calc R . .
C27 C 0.6761(5) 0.1354(5) 0.3866(3) 0.0933(13) Uani 1 1 d . . .
H27 H 0.6153 0.1852 0.4273 0.112 Uiso 1 1 calc R . .
C30 C 0.6767(5) 0.6457(5) 0.1505(3) 0.0975(12) Uani 1 1 d U . .
H30 H 0.7101 0.7233 0.1327 0.117 Uiso 1 1 calc R . .
C1 C 0.6975(6) 1.0934(4) 0.6445(3) 0.0999(14) Uani 1 1 d . . .
H1 H 0.6886 1.1560 0.5930 0.120 Uiso 1 1 calc R . .
C24 C 0.8527(8) -0.0137(7) 0.2678(4) 0.126(2) Uani 1 1 d . . .
H24 H 0.9125 -0.0639 0.2270 0.151 Uiso 1 1 calc R . .
C23 C 0.8507(6) 0.1228(6) 0.2673(3) 0.1034(15) Uani 1 1 d . . .
H23 H 0.9106 0.1628 0.2273 0.124 Uiso 1 1 calc R . .
C32 C 0.5193(5) 0.5054(6) 0.1266(3) 0.0992(13) Uani 1 1 d U . .
H32 H 0.4497 0.4852 0.0932 0.119 Uiso 1 1 calc R . .
C25 C 0.7675(8) -0.0757(6) 0.3277(5) 0.129(2) Uani 1 1 d . . .
H25 H 0.7685 -0.1667 0.3275 0.154 Uiso 1 1 calc R . .
C26 C 0.6818(7) -0.0009(5) 0.3873(4) 0.1180(17) Uani 1 1 d . . .
H26 H 0.6263 -0.0425 0.4292 0.142 Uiso 1 1 calc R . .
C34 C 0.4764(7) 0.7198(6) 0.0247(3) 0.1142(15) Uani 1 1 d U . .
H34 H 0.4157 0.6929 -0.0105 0.137 Uiso 1 1 calc R . .
O1 O 0.3966(8) 0.9223(5) -0.0690(4) 0.195(2) Uani 1 1 d . . .
H1A H 0.3772 0.8724 -0.0991 0.292 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N2 C10 1.336(4) . ?
N2 C6 1.348(4) . ?
N4 C28 1.379(5) . ?
N4 C19 1.414(4) . ?
N4 C22 1.439(5) . ?
C8 C9 1.378(4) . ?
C8 C7 1.384(4) . ?
C8 C16 1.475(4) . ?
N3 C11 1.323(4) . ?
N3 C15 1.330(5) . ?
C7 C6 1.387(4) . ?
C7 H7 0.9300 . ?
C10 C9 1.396(4) . ?
C10 C11 1.489(4) . ?
C6 C5 1.485(4) . ?
C11 C12 1.385(4) . ?
N1 C5 1.334(4) . ?
N1 C1 1.349(5) . ?
C9 H9 0.9300 . ?
C16 C21 1.378(4) . ?
C16 C17 1.387(5) . ?
C21 C20 1.384(4) . ?
C21 H21 0.9300 . ?
C12 C13 1.374(5) . ?
C12 H12 0.9300 . ?
C19 C18 1.386(5) . ?
C19 C20 1.381(5) . ?
C5 C4 1.378(5) . ?
C20 H20 0.9300 . ?
C28 C29 1.376(5) . ?
C28 C33 1.394(5) . ?
C22 C27 1.372(6) . ?
C22 C23 1.378(5) . ?
C4 C3 1.359(5) . ?
C4 H4 0.9300 . ?
C29 C30 1.362(5) . ?
C29 H29 0.9300 . ?
C17 C18 1.378(5) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C13 C14 1.357(5) . ?
C13 H13 0.9300 . ?
C31 C32 1.324(6) . ?
C31 C30 1.471(7) . ?
C31 C34 1.466(6) . ?
C14 C15 1.379(5) . ?
C14 H14 0.9300 . ?
N5 C34 1.185(6) . ?
N5 O1 1.480(6) . ?
C33 C32 1.305(6) . ?
C33 H33 0.9300 . ?
C2 C1 1.351(6) . ?
C2 C3 1.355(6) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C15 H15 0.9300 . ?
C27 C26 1.378(6) . ?
C27 H27 0.9300 . ?
C30 H30 0.9300 . ?
C1 H1 0.9300 . ?
C24 C25 1.377(8) . ?
C24 C23 1.391(7) . ?
C24 H24 0.9300 . ?
C23 H23 0.9300 . ?
C32 H32 0.9300 . ?
C25 C26 1.362(8) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C34 H34 0.9300 . ?
O1 H1A 0.8200 . ?

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
C10 N2 C6 117.6(2) . . ?
C28 N4 C19 121.3(3) . . ?
C28 N4 C22 118.4(3) . . ?
C19 N4 C22 118.7(3) . . ?
C9 C8 C7 116.7(3) . . ?
C9 C8 C16 121.9(3) . . ?
C7 C8 C16 121.4(3) . . ?
C11 N3 C15 117.6(3) . . ?
C8 C7 C6 121.0(3) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
N2 C10 C9 122.8(3) . . ?
N2 C10 C11 116.2(2) . . ?
C9 C10 C11 120.9(3) . . ?
N2 C6 C7 121.9(3) . . ?
N2 C6 C5 116.4(3) . . ?
C7 C6 C5 121.8(3) . . ?
N3 C11 C12 122.1(3) . . ?
N3 C11 C10 116.7(3) . . ?
C12 C11 C10 121.2(3) . . ?
C5 N1 C1 116.3(3) . . ?
C8 C9 C10 120.0(3) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C21 C16 C17 116.9(3) . . ?
C21 C16 C8 122.5(3) . . ?
C17 C16 C8 120.6(3) . . ?
C16 C21 C20 122.5(3) . . ?
C16 C21 H21 118.8 . . ?
C20 C21 H21 118.8 . . ?
C13 C12 C11 119.1(3) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
C18 C19 C20 118.2(3) . . ?
C18 C19 N4 120.9(3) . . ?
C20 C19 N4 120.9(3) . . ?
N1 C5 C4 122.1(3) . . ?
N1 C5 C6 116.5(3) . . ?
C4 C5 C6 121.5(3) . . ?
C21 C20 C19 120.0(3) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C29 C28 N4 120.7(3) . . ?
C29 C28 C33 118.3(4) . . ?
N4 C28 C33 121.0(4) . . ?
C27 C22 C23 119.2(4) . . ?
C27 C22 N4 121.3(3) . . ?
C23 C22 N4 119.5(4) . . ?
C3 C4 C5 119.9(4) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C30 C29 C28 120.2(4) . . ?
C30 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
C18 C17 C16 121.4(3) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C17 C18 C19 121.1(3) . . ?
C17 C18 H18 119.5 . . ?
C19 C18 H18 119.5 . . ?
C14 C13 C12 119.3(3) . . ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 . . ?
C32 C31 C30 118.1(4) . . ?
C32 C31 C34 119.1(5) . . ?
C30 C31 C34 122.8(5) . . ?
C13 C14 C15 117.9(3) . . ?
C13 C14 H14 121.1 . . ?
C15 C14 H14 121.1 . . ?
C34 N5 O1 114.0(6) . . ?
C32 C33 C28 122.4(5) . . ?
C32 C33 H33 118.8 . . ?
C28 C33 H33 118.8 . . ?
C1 C2 C3 119.1(4) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
C2 C3 C4 118.6(4) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
N3 C15 C14 124.0(4) . . ?
N3 C15 H15 118.0 . . ?
C14 C15 H15 118.0 . . ?
C22 C27 C26 120.6(4) . . ?
C22 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
C29 C30 C31 118.5(5) . . ?
C29 C30 H30 120.7 . . ?
C31 C30 H30 120.7 . . ?
C2 C1 N1 124.0(4) . . ?
C2 C1 H1 118.0 . . ?
N1 C1 H1 118.0 . . ?
C25 C24 C23 121.0(5) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C24 C23 C22 119.5(5) . . ?
C24 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
C33 C32 C31 122.2(5) . . ?
C33 C32 H32 118.9 . . ?
C31 C32 H32 118.9 . . ?
C24 C25 C26 118.6(5) . . ?
C24 C25 H25 120.7 . . ?
C26 C25 H25 120.7 . . ?
C25 C26 C27 121.1(6) . . ?
C25 C26 H26 119.5 . . ?
C27 C26 H26 119.5 . . ?
N5 C34 C31 120.2(6) . . ?
N5 C34 H34 119.9 . . ?
C31 C34 H34 119.9 . . ?
N5 O1 H1A 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9 C8 C7 C6 -1.8(5) . . . . ?
C16 C8 C7 C6 176.9(3) . . . . ?
C6 N2 C10 C9 -0.9(4) . . . . ?
C6 N2 C10 C11 179.5(3) . . . . ?
C10 N2 C6 C7 1.0(4) . . . . ?
C10 N2 C6 C5 -178.9(3) . . . . ?
C8 C7 C6 N2 0.3(5) . . . . ?
C8 C7 C6 C5 -179.8(3) . . . . ?
C15 N3 C11 C12 -1.0(6) . . . . ?
C15 N3 C11 C10 178.0(4) . . . . ?
N2 C10 C11 N3 -167.8(3) . . . . ?
C9 C10 C11 N3 12.5(5) . . . . ?
N2 C10 C11 C12 11.1(5) . . . . ?
C9 C10 C11 C12 -168.5(3) . . . . ?
C7 C8 C9 C10 1.9(5) . . . . ?
C16 C8 C9 C10 -176.8(3) . . . . ?
N2 C10 C9 C8 -0.6(5) . . . . ?
C11 C10 C9 C8 179.0(3) . . . . ?
C9 C8 C16 C21 -31.8(5) . . . . ?
C7 C8 C16 C21 149.6(3) . . . . ?
C9 C8 C16 C17 147.4(3) . . . . ?
C7 C8 C16 C17 -31.2(5) . . . . ?
C17 C16 C21 C20 -0.2(5) . . . . ?
C8 C16 C21 C20 179.0(3) . . . . ?
N3 C11 C12 C13 -0.8(5) . . . . ?
C10 C11 C12 C13 -179.8(3) . . . . ?
C28 N4 C19 C18 26.2(5) . . . . ?
C22 N4 C19 C18 -139.2(4) . . . . ?
C28 N4 C19 C20 -153.7(3) . . . . ?
C22 N4 C19 C20 40.9(5) . . . . ?
C1 N1 C5 C4 -1.2(6) . . . . ?
C1 N1 C5 C6 179.9(3) . . . . ?
N2 C6 C5 N1 168.5(3) . . . . ?
C7 C6 C5 N1 -11.4(5) . . . . ?
N2 C6 C5 C4 -10.4(5) . . . . ?
C7 C6 C5 C4 169.7(3) . . . . ?
C16 C21 C20 C19 -0.6(5) . . . . ?
C18 C19 C20 C21 0.4(5) . . . . ?
N4 C19 C20 C21 -179.7(3) . . . . ?
C19 N4 C28 C29 44.3(5) . . . . ?
C22 N4 C28 C29 -150.2(3) . . . . ?
C19 N4 C28 C33 -136.0(4) . . . . ?
C22 N4 C28 C33 29.5(5) . . . . ?
C28 N4 C22 C27 -118.5(4) . . . . ?
C19 N4 C22 C27 47.4(5) . . . . ?
C28 N4 C22 C23 59.6(5) . . . . ?
C19 N4 C22 C23 -134.5(4) . . . . ?
N1 C5 C4 C3 1.1(6) . . . . ?
C6 C5 C4 C3 180.0(3) . . . . ?
N4 C28 C29 C30 -178.3(3) . . . . ?
C33 C28 C29 C30 2.0(6) . . . . ?
C21 C16 C17 C18 1.2(5) . . . . ?
C8 C16 C17 C18 -178.0(3) . . . . ?
C16 C17 C18 C19 -1.4(6) . . . . ?
C20 C19 C18 C17 0.5(6) . . . . ?
N4 C19 C18 C17 -179.4(3) . . . . ?
C11 C12 C13 C14 1.8(6) . . . . ?
C12 C13 C14 C15 -1.1(6) . . . . ?
C29 C28 C33 C32 -0.6(6) . . . . ?
N4 C28 C33 C32 179.7(4) . . . . ?
C1 C2 C3 C4 0.2(7) . . . . ?
C5 C4 C3 C2 -0.6(7) . . . . ?
C11 N3 C15 C14 1.8(7) . . . . ?
C13 C14 C15 N3 -0.8(8) . . . . ?
C23 C22 C27 C26 -0.9(6) . . . . ?
N4 C22 C27 C26 177.1(4) . . . . ?
C28 C29 C30 C31 0.3(6) . . . . ?
C32 C31 C30 C29 -4.0(6) . . . . ?
C34 C31 C30 C29 177.6(4) . . . . ?
C3 C2 C1 N1 -0.4(7) . . . . ?
C5 N1 C1 C2 0.8(7) . . . . ?
C25 C24 C23 C22 -1.5(7) . . . . ?
C27 C22 C23 C24 2.2(6) . . . . ?
N4 C22 C23 C24 -175.9(4) . . . . ?
C28 C33 C32 C31 -3.4(7) . . . . ?
C30 C31 C32 C33 5.6(7) . . . . ?
C34 C31 C32 C33 -176.0(4) . . . . ?
C23 C24 C25 C26 -0.6(8) . . . . ?
C24 C25 C26 C27 1.9(8) . . . . ?
C22 C27 C26 C25 -1.1(7) . . . . ?
O1 N5 C34 C31 -177.0(4) . . . . ?
C32 C31 C34 N5 169.6(5) . . . . ?
C30 C31 C34 N5 -12.0(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.977
_diffrn_reflns_theta_full        24.31
_diffrn_measured_fraction_theta_full 0.977
_refine_diff_density_max         0.669
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.051
####################################################################### 
# 
# 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 1455555'
_audit_update_record             
;
2016-02-24 deposited with the CCDC.
2016-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H27 Br2 Cl2 N5 O Zn'
_chemical_formula_weight         829.70

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   11.057(5)
_cell_length_b                   14.625(5)
_cell_length_c                   21.079(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 91.805(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     3407(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    6615
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      23.59

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_F_000             1656
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    3.260
_shelx_estimated_absorpt_T_min   0.441
_shelx_estimated_absorpt_T_max   0.562
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23690
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.695
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             5963
_reflns_number_gt                4338
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.1749P)²+0.5403P]
 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         5963
_refine_ls_number_parameters     443
_refine_ls_number_restraints     133
_refine_ls_R_factor_all          0.0936
_refine_ls_R_factor_gt           0.0705
_refine_ls_wR_factor_ref         0.2453
_refine_ls_wR_factor_gt          0.2269
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.128
_refine_ls_shift/su_max          0.016
_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
Br1 Br -0.15866(7) 1.25288(4) 1.01411(4) 0.0687(3) Uani 1 1 d . . . . .
Br2 Br -0.00643(9) 1.31926(5) 1.18563(4) 0.0862(4) Uani 1 1 d . . . . .
C1 C 0.6026(11) 0.5518(6) 0.8383(4) 0.093(3) Uani 1 1 d . . . . .
H1 H 0.6659 0.5099 0.8398 0.112 Uiso 1 1 calc R U . . .
C2 C 0.4878(14) 0.5209(7) 0.8410(4) 0.114(4) Uani 1 1 d . . . . .
H2C H 0.4724 0.4585 0.8436 0.137 Uiso 1 1 calc R U . . .
C3 C 0.3931(10) 0.5832(7) 0.8397(4) 0.097(3) Uani 1 1 d . . . . .
H3 H 0.3143 0.5620 0.8431 0.116 Uiso 1 1 calc R U . . .
C4 C 0.4133(8) 0.6756(5) 0.8335(4) 0.078(2) Uani 1 1 d . . . . .
H4 H 0.3496 0.7171 0.8319 0.093 Uiso 1 1 calc R U . . .
C5 C 0.6283(8) 0.6422(5) 0.8335(3) 0.074(2) Uani 1 1 d . . . . .
H5 H 0.7083 0.6617 0.8327 0.089 Uiso 1 1 calc R U . . .
C6 C 0.5356(6) 0.7049(4) 0.8298(3) 0.0585(16) Uani 1 1 d . . . . .
C7 C 0.6511(5) 0.8291(4) 0.7825(3) 0.0495(14) Uani 1 1 d . . . . .
C8 C 0.6684(6) 0.7824(4) 0.7247(3) 0.0578(15) Uani 1 1 d . . . . .
H8 H 0.6163 0.7350 0.7129 0.069 Uiso 1 1 calc R U . . .
C9 C 0.7587(6) 0.8054(4) 0.6865(3) 0.0610(17) Uani 1 1 d . . . . .
H9 H 0.7718 0.7716 0.6500 0.073 Uiso 1 1 calc R U . . .
C10 C 0.8321(5) 0.8793(5) 0.7015(3) 0.0604(15) Uani 1 1 d D U . . .
C11 C 0.8121(6) 0.9293(4) 0.7550(3) 0.0551(14) Uani 1 1 d . . . . .
H11 H 0.8584 0.9812 0.7636 0.066 Uiso 1 1 calc R U . . .
C12 C 0.7246(5) 0.9037(4) 0.7960(3) 0.0545(15) Uani 1 1 d . . . . .
H12 H 0.7144 0.9367 0.8332 0.065 Uiso 1 1 calc R U . . .
C14 C 0.4996(5) 0.8654(4) 0.8614(3) 0.0491(13) Uani 1 1 d . . . . .
C15 C 0.4669(5) 0.8401(4) 0.9224(3) 0.0521(14) Uani 1 1 d . . . . .
H15 H 0.4885 0.7830 0.9385 0.063 Uiso 1 1 calc R U . . .
C16 C 0.4024(5) 0.9003(4) 0.9586(3) 0.0496(14) Uani 1 1 d . . . . .
H16 H 0.3797 0.8826 0.9989 0.060 Uiso 1 1 calc R U . . .
C17 C 0.3702(5) 0.9875(4) 0.9364(3) 0.0451(12) Uani 1 1 d . . . . .
C18 C 0.4705(6) 0.9511(4) 0.8400(3) 0.0546(15) Uani 1 1 d . . . . .
H18 H 0.4939 0.9687 0.7998 0.066 Uiso 1 1 calc R U . . .
C19 C 0.4070(5) 1.0127(4) 0.8765(3) 0.0518(14) Uani 1 1 d . . . . .
H19 H 0.3892 1.0708 0.8608 0.062 Uiso 1 1 calc R U . . .
C20 C 0.2927(5) 1.0479(4) 0.9747(2) 0.0448(12) Uani 1 1 d . . . . .
C21 C 0.2083(5) 1.0110(4) 1.0139(2) 0.0425(12) Uani 1 1 d . . . . .
H21 H 0.2005 0.9478 1.0169 0.051 Uiso 1 1 calc R U . . .
C22 C 0.1352(5) 1.0668(3) 1.0489(2) 0.0396(11) Uani 1 1 d . . . . .
C23 C 0.3021(5) 1.1428(4) 0.9719(3) 0.0461(13) Uani 1 1 d . . . . .
H23 H 0.3578 1.1701 0.9457 0.055 Uiso 1 1 calc R U . . .
C24 C 0.2276(5) 1.1962(4) 1.0084(3) 0.0455(13) Uani 1 1 d . . . . .
C25 C 0.2280(6) 1.2977(4) 1.0103(3) 0.0522(14) Uani 1 1 d . . . . .
C26 C 0.3169(7) 1.3501(5) 0.9812(3) 0.0686(18) Uani 1 1 d . . . . .
H26 H 0.3805 1.3222 0.9608 0.082 Uiso 1 1 calc R U . . .
C27 C 0.3075(9) 1.4448(5) 0.9837(4) 0.092(3) Uani 1 1 d . . . . .
H27 H 0.3639 1.4815 0.9640 0.110 Uiso 1 1 calc R U . . .
C28 C 0.2125(9) 1.4843(5) 1.0161(4) 0.086(2) Uani 1 1 d . . . . .
H28 H 0.2046 1.5475 1.0189 0.103 Uiso 1 1 calc R U . . .
C29 C 0.1320(7) 1.4279(5) 1.0434(4) 0.074(2) Uani 1 1 d . . . . .
H29 H 0.0688 1.4541 1.0651 0.089 Uiso 1 1 calc R U . . .
C30 C 0.0255(5) 0.9423(4) 1.1072(3) 0.0495(13) Uani 1 1 d . . . . .
H30 H 0.0690 0.8971 1.0868 0.059 Uiso 1 1 calc R U . . .
C31 C 0.0425(5) 1.0348(4) 1.0931(2) 0.0420(12) Uani 1 1 d . . . . .
C32 C -0.0590(6) 0.9193(4) 1.1531(3) 0.0605(16) Uani 1 1 d . . . . .
H32 H -0.0717 0.8585 1.1639 0.073 Uiso 1 1 calc R U . . .
C33 C -0.1224(6) 0.9874(5) 1.1817(3) 0.0630(17) Uani 1 1 d . . . . .
H33 H -0.1772 0.9739 1.2129 0.076 Uiso 1 1 calc R U . . .
C34 C -0.1033(6) 1.0754(5) 1.1635(3) 0.0588(16) Uani 1 1 d . . . . .
H34 H -0.1487 1.1211 1.1821 0.071 Uiso 1 1 calc R U . . .
N1 N 0.5599(5) 0.8011(3) 0.8232(2) 0.0578(13) Uani 1 1 d . . . . .
C13 C 0.9333(8) 0.9131(7) 0.6648(4) 0.062(2) Uani 0.682(10) 1 d D U P A 1
H13 H 0.9686 0.9700 0.6723 0.075 Uiso 0.682(10) 1 calc R U P A 1
N2 N 0.9729(8) 0.8539(8) 0.6176(4) 0.082(2) Uani 0.682(10) 1 d D U P A 1
O1 O 1.0761(8) 0.8770(8) 0.5836(5) 0.120(3) Uani 0.682(10) 1 d D U P A 1
H1B H 1.1056 0.8228 0.5636 0.180 Uiso 0.682(10) 1 d R U P A 1
C13' C 0.9282(19) 0.8666(17) 0.6513(9) 0.075(3) Uani 0.318(10) 1 d D U P A 2
H13' H 0.9794 0.9170 0.6505 0.090 Uiso 0.318(10) 1 calc R U P A 2
N2' N 0.9627(17) 0.8000(12) 0.6052(7) 0.062(3) Uani 0.318(10) 1 d D U P A 2
O1' O 0.993(3) 0.8307(16) 0.5406(7) 0.131(5) Uani 0.318(10) 1 d D U P A 2
H1'2 H 0.9883 0.7999 0.5003 0.197 Uiso 0.318(10) 1 d R U P A 2
N3 N -0.0229(4) 1.1002(3) 1.1202(2) 0.0471(11) Uani 1 1 d . . . . .
N4 N 0.1444(4) 1.1585(3) 1.0450(2) 0.0425(10) Uani 1 1 d . . . . .
N5 N 0.1382(5) 1.3364(3) 1.0410(2) 0.0563(13) Uani 1 1 d . . . . .
Zn1 Zn 0.01442(7) 1.24072(4) 1.08790(3) 0.0502(3) Uani 1 1 d . . . . .
Cl1 Cl 0.6646(4) 0.1504(3) 0.8487(2) 0.1642(14) Uani 1 1 d . . . . .
Cl2 Cl 0.6890(4) 0.3277(2) 0.7926(3) 0.1794(17) Uani 1 1 d . . . . .
C35 C 0.7556(12) 0.2266(11) 0.8215(8) 0.158(6) Uani 1 1 d . . . . .
H35A H 0.8003 0.1990 0.7876 0.190 Uiso 1 1 calc R U . . .
H35B H 0.8137 0.2426 0.8552 0.190 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
Br1 Zn1 2.4344(13) . ?
Br2 Zn1 2.3762(10) . ?
C1 C2 1.351(15) . ?
C1 C5 1.356(11) . ?
C1 H1 0.9300 . ?
C2 C3 1.388(15) . ?
C2 H2C 0.9300 . ?
C3 C4 1.376(12) . ?
C3 H3 0.9300 . ?
C4 C6 1.424(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.376(10) . ?
C5 H5 0.9300 . ?
C6 N1 1.439(8) . ?
C7 C12 1.385(8) . ?
C7 N1 1.405(8) . ?
C7 C8 1.414(8) . ?
C8 C9 1.346(9) . ?
C8 H8 0.9300 . ?
C9 C10 1.382(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.367(8) . ?
C10 C13 1.467(8) . ?
C10 C13' 1.535(9) . ?
C11 C12 1.370(9) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C14 C18 1.368(8) . ?
C14 C15 1.395(8) . ?
C14 N1 1.419(7) . ?
C15 C16 1.379(8) . ?
C15 H15 0.9300 . ?
C16 C17 1.401(8) . ?
C16 H16 0.9300 . ?
C17 C19 1.388(8) . ?
C17 C20 1.486(7) . ?
C18 C19 1.389(8) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.376(8) . ?
C20 C23 1.394(8) . ?
C21 C22 1.378(7) . ?
C21 H21 0.9300 . ?
C22 N4 1.348(7) . ?
C22 C31 1.482(7) . ?
C23 C24 1.387(8) . ?
C23 H23 0.9300 . ?
C24 N4 1.338(7) . ?
C24 C25 1.484(8) . ?
C25 N5 1.329(8) . ?
C25 C26 1.403(9) . ?
C26 C27 1.390(10) . ?
C26 H26 0.9300 . ?
C27 C28 1.397(12) . ?
C27 H27 0.9300 . ?
C28 C29 1.355(11) . ?
C28 H28 0.9300 . ?
C29 N5 1.340(8) . ?
C29 H29 0.9300 . ?
C30 C31 1.400(7) . ?
C30 C32 1.406(8) . ?
C30 H30 0.9300 . ?
C31 N3 1.338(7) . ?
C32 C33 1.368(10) . ?
C32 H32 0.9300 . ?
C33 C34 1.362(9) . ?
C33 H33 0.9300 . ?
C34 N3 1.344(7) . ?
C34 H34 0.9300 . ?
C13 N2 1.399(8) . ?
C13 H13 0.9300 . ?
N2 O1 1.408(8) . ?
O1 H1B 0.9600 . ?
C13' N2' 1.436(10) . ?
C13' H13' 0.9300 . ?
N2' O1' 1.481(9) . ?
O1' H1'2 0.9600 . ?
N3 Zn1 2.207(5) . ?
N4 Zn1 2.100(4) . ?
N5 Zn1 2.213(5) . ?
Cl1 C35 1.618(16) . ?
Cl2 C35 1.753(13) . ?
C35 H35A 0.9700 . ?
C35 H35B 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
C2 C1 C5 121.9(10) . . ?
C2 C1 H1 119.0 . . ?
C5 C1 H1 119.0 . . ?
C1 C2 C3 119.3(9) . . ?
C1 C2 H2C 120.4 . . ?
C3 C2 H2C 120.4 . . ?
C4 C3 C2 121.5(9) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C6 117.3(8) . . ?
C3 C4 H4 121.4 . . ?
C6 C4 H4 121.4 . . ?
C1 C5 C6 119.8(9) . . ?
C1 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C5 C6 C4 120.2(7) . . ?
C5 C6 N1 121.1(6) . . ?
C4 C6 N1 118.7(6) . . ?
C12 C7 N1 122.1(5) . . ?
C12 C7 C8 117.6(5) . . ?
N1 C7 C8 120.3(5) . . ?
C9 C8 C7 121.2(6) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C8 C9 C10 120.0(5) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C11 C10 C9 119.9(5) . . ?
C11 C10 C13 113.6(6) . . ?
C9 C10 C13 126.5(6) . . ?
C11 C10 C13' 140.1(11) . . ?
C9 C10 C13' 99.3(10) . . ?
C10 C11 C12 120.7(6) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C11 C12 C7 120.4(5) . . ?
C11 C12 H12 119.8 . . ?
C7 C12 H12 119.8 . . ?
C18 C14 C15 118.8(5) . . ?
C18 C14 N1 122.0(5) . . ?
C15 C14 N1 119.2(5) . . ?
C16 C15 C14 119.6(6) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C15 C16 C17 121.7(5) . . ?
C15 C16 H16 119.1 . . ?
C17 C16 H16 119.1 . . ?
C19 C17 C16 117.8(5) . . ?
C19 C17 C20 121.8(5) . . ?
C16 C17 C20 120.2(5) . . ?
C14 C18 C19 121.9(5) . . ?
C14 C18 H18 119.0 . . ?
C19 C18 H18 119.0 . . ?
C17 C19 C18 120.0(6) . . ?
C17 C19 H19 120.0 . . ?
C18 C19 H19 120.0 . . ?
C21 C20 C23 118.0(5) . . ?
C21 C20 C17 120.5(5) . . ?
C23 C20 C17 121.6(5) . . ?
C20 C21 C22 120.6(5) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
N4 C22 C21 120.7(5) . . ?
N4 C22 C31 114.0(4) . . ?
C21 C22 C31 125.3(5) . . ?
C24 C23 C20 119.4(5) . . ?
C24 C23 H23 120.3 . . ?
C20 C23 H23 120.3 . . ?
N4 C24 C23 121.3(5) . . ?
N4 C24 C25 113.5(5) . . ?
C23 C24 C25 125.2(5) . . ?
N5 C25 C26 121.6(6) . . ?
N5 C25 C24 115.9(5) . . ?
C26 C25 C24 122.5(6) . . ?
C27 C26 C25 118.3(7) . . ?
C27 C26 H26 120.8 . . ?
C25 C26 H26 120.8 . . ?
C26 C27 C28 119.3(7) . . ?
C26 C27 H27 120.4 . . ?
C28 C27 H27 120.4 . . ?
C29 C28 C27 118.0(7) . . ?
C29 C28 H28 121.0 . . ?
C27 C28 H28 121.0 . . ?
N5 C29 C28 123.8(7) . . ?
N5 C29 H29 118.1 . . ?
C28 C29 H29 118.1 . . ?
C31 C30 C32 118.3(6) . . ?
C31 C30 H30 120.8 . . ?
C32 C30 H30 120.8 . . ?
N3 C31 C30 121.4(5) . . ?
N3 C31 C22 115.9(5) . . ?
C30 C31 C22 122.6(5) . . ?
C33 C32 C30 119.3(6) . . ?
C33 C32 H32 120.3 . . ?
C30 C32 H32 120.3 . . ?
C34 C33 C32 118.5(6) . . ?
C34 C33 H33 120.7 . . ?
C32 C33 H33 120.7 . . ?
N3 C34 C33 124.0(6) . . ?
N3 C34 H34 118.0 . . ?
C33 C34 H34 118.0 . . ?
C7 N1 C14 120.9(5) . . ?
C7 N1 C6 118.9(5) . . ?
C14 N1 C6 120.0(5) . . ?
N2 C13 C10 115.3(7) . . ?
N2 C13 H13 122.3 . . ?
C10 C13 H13 122.3 . . ?
C13 N2 O1 119.3(8) . . ?
N2 O1 H1B 108.5 . . ?
N2' C13' C10 138.9(18) . . ?
N2' C13' H13' 110.5 . . ?
C10 C13' H13' 110.5 . . ?
C13' N2' O1' 119.3(11) . . ?
N2' O1' H1'2 131.6 . . ?
C31 N3 C34 118.4(5) . . ?
C31 N3 Zn1 115.2(3) . . ?
C34 N3 Zn1 126.5(4) . . ?
C24 N4 C22 120.0(5) . . ?
C24 N4 Zn1 120.3(4) . . ?
C22 N4 Zn1 119.3(3) . . ?
C25 N5 C29 119.0(6) . . ?
C25 N5 Zn1 115.5(4) . . ?
C29 N5 Zn1 125.5(5) . . ?
N4 Zn1 N3 74.75(16) . . ?
N4 Zn1 N5 74.23(19) . . ?
N3 Zn1 N5 148.29(18) . . ?
N4 Zn1 Br2 137.43(13) . . ?
N3 Zn1 Br2 99.11(12) . . ?
N5 Zn1 Br2 99.22(13) . . ?
N4 Zn1 Br1 107.54(13) . . ?
N3 Zn1 Br1 96.57(13) . . ?
N5 Zn1 Br1 98.80(15) . . ?
Br2 Zn1 Br1 115.02(4) . . ?
Cl1 C35 Cl2 116.4(7) . . ?
Cl1 C35 H35A 108.2 . . ?
Cl2 C35 H35A 108.2 . . ?
Cl1 C35 H35B 108.2 . . ?
Cl2 C35 H35B 108.2 . . ?
H35A C35 H35B 107.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 -0.9(13) . . . . ?
C1 C2 C3 C4 2.3(14) . . . . ?
C2 C3 C4 C6 -1.2(12) . . . . ?
C2 C1 C5 C6 -1.5(12) . . . . ?
C1 C5 C6 C4 2.5(10) . . . . ?
C1 C5 C6 N1 -178.6(6) . . . . ?
C3 C4 C6 C5 -1.2(10) . . . . ?
C3 C4 C6 N1 179.9(6) . . . . ?
C12 C7 C8 C9 4.9(10) . . . . ?
N1 C7 C8 C9 -176.9(6) . . . . ?
C7 C8 C9 C10 -4.0(10) . . . . ?
C8 C9 C10 C11 -0.5(10) . . . . ?
C8 C9 C10 C13 -179.6(8) . . . . ?
C8 C9 C10 C13' 171.4(11) . . . . ?
C9 C10 C11 C12 4.0(10) . . . . ?
C13 C10 C11 C12 -176.8(7) . . . . ?
C13' C10 C11 C12 -163.6(16) . . . . ?
C10 C11 C12 C7 -3.0(9) . . . . ?
N1 C7 C12 C11 -179.6(6) . . . . ?
C8 C7 C12 C11 -1.4(9) . . . . ?
C18 C14 C15 C16 2.4(9) . . . . ?
N1 C14 C15 C16 -176.5(5) . . . . ?
C14 C15 C16 C17 -1.1(9) . . . . ?
C15 C16 C17 C19 -1.1(9) . . . . ?
C15 C16 C17 C20 175.3(6) . . . . ?
C15 C14 C18 C19 -1.6(9) . . . . ?
N1 C14 C18 C19 177.3(6) . . . . ?
C16 C17 C19 C18 1.9(8) . . . . ?
C20 C17 C19 C18 -174.4(5) . . . . ?
C14 C18 C19 C17 -0.6(9) . . . . ?
C19 C17 C20 C21 145.9(6) . . . . ?
C16 C17 C20 C21 -30.3(8) . . . . ?
C19 C17 C20 C23 -33.5(8) . . . . ?
C16 C17 C20 C23 150.3(6) . . . . ?
C23 C20 C21 C22 0.3(8) . . . . ?
C17 C20 C21 C22 -179.1(5) . . . . ?
C20 C21 C22 N4 0.5(8) . . . . ?
C20 C21 C22 C31 -179.2(5) . . . . ?
C21 C20 C23 C24 0.4(8) . . . . ?
C17 C20 C23 C24 179.9(5) . . . . ?
C20 C23 C24 N4 -2.0(9) . . . . ?
C20 C23 C24 C25 179.8(5) . . . . ?
N4 C24 C25 N5 -7.9(7) . . . . ?
C23 C24 C25 N5 170.4(6) . . . . ?
N4 C24 C25 C26 172.5(6) . . . . ?
C23 C24 C25 C26 -9.1(9) . . . . ?
N5 C25 C26 C27 -1.6(10) . . . . ?
C24 C25 C26 C27 177.9(7) . . . . ?
C25 C26 C27 C28 1.6(12) . . . . ?
C26 C27 C28 C29 -0.7(13) . . . . ?
C27 C28 C29 N5 -0.2(13) . . . . ?
C32 C30 C31 N3 -2.7(8) . . . . ?
C32 C30 C31 C22 175.6(5) . . . . ?
N4 C22 C31 N3 3.3(7) . . . . ?
C21 C22 C31 N3 -177.0(5) . . . . ?
N4 C22 C31 C30 -175.1(5) . . . . ?
C21 C22 C31 C30 4.6(8) . . . . ?
C31 C30 C32 C33 0.7(9) . . . . ?
C30 C32 C33 C34 1.6(10) . . . . ?
C32 C33 C34 N3 -2.1(10) . . . . ?
C12 C7 N1 C14 30.1(9) . . . . ?
C8 C7 N1 C14 -148.1(6) . . . . ?
C12 C7 N1 C6 -144.4(6) . . . . ?
C8 C7 N1 C6 37.4(8) . . . . ?
C18 C14 N1 C7 37.9(9) . . . . ?
C15 C14 N1 C7 -143.2(6) . . . . ?
C18 C14 N1 C6 -147.6(6) . . . . ?
C15 C14 N1 C6 31.3(8) . . . . ?
C5 C6 N1 C7 40.7(8) . . . . ?
C4 C6 N1 C7 -140.4(6) . . . . ?
C5 C6 N1 C14 -133.9(6) . . . . ?
C4 C6 N1 C14 45.1(8) . . . . ?
C11 C10 C13 N2 167.3(8) . . . . ?
C9 C10 C13 N2 -13.6(13) . . . . ?
C13' C10 C13 N2 5(2) . . . . ?
C10 C13 N2 O1 -174.5(9) . . . . ?
C11 C10 C13' N2' 159.9(19) . . . . ?
C9 C10 C13' N2' -9(3) . . . . ?
C13 C10 C13' N2' -174(5) . . . . ?
C10 C13' N2' O1' 136(3) . . . . ?
C30 C31 N3 C34 2.2(8) . . . . ?
C22 C31 N3 C34 -176.2(5) . . . . ?
C30 C31 N3 Zn1 -177.7(4) . . . . ?
C22 C31 N3 Zn1 3.9(6) . . . . ?
C33 C34 N3 C31 0.2(9) . . . . ?
C33 C34 N3 Zn1 -179.9(5) . . . . ?
C23 C24 N4 C22 2.9(8) . . . . ?
C25 C24 N4 C22 -178.7(5) . . . . ?
C23 C24 N4 Zn1 -169.9(4) . . . . ?
C25 C24 N4 Zn1 8.5(6) . . . . ?
C21 C22 N4 C24 -2.1(8) . . . . ?
C31 C22 N4 C24 177.7(5) . . . . ?
C21 C22 N4 Zn1 170.7(4) . . . . ?
C31 C22 N4 Zn1 -9.5(6) . . . . ?
C26 C25 N5 C29 0.8(10) . . . . ?
C24 C25 N5 C29 -178.8(6) . . . . ?
C26 C25 N5 Zn1 -176.6(5) . . . . ?
C24 C25 N5 Zn1 3.8(6) . . . . ?
C28 C29 N5 C25 0.1(12) . . . . ?
C28 C29 N5 Zn1 177.2(6) . . . . ?

_refine_diff_density_max         1.341
_refine_diff_density_min         -1.320
_refine_diff_density_rms         0.134

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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 1455556'
_audit_update_record             
;
2016-02-24 deposited with the CCDC.
2016-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H25 Cl2 N6 O Zn'
_chemical_formula_weight         693.89

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'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/c  '

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

_cell_length_a                   11.124(5)
_cell_length_b                   14.265(5)
_cell_length_c                   20.970(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 92.901(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     3323(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3745
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      21.76

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1420
_exptl_absorpt_coefficient_mu    0.938
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.7661
_exptl_absorpt_correction_T_max  0.8345
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71069
_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       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            23260
_diffrn_reflns_av_R_equivalents  0.0607
_diffrn_reflns_av_sigmaI/netI    0.0496
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.73
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5857
_reflns_number_gt                3924
_reflns_threshold_expression     >2sigma(I)

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

_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)+(0.1000P)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_number_reflns         5857
_refine_ls_number_parameters     417
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0780
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.1632
_refine_ls_wR_factor_gt          0.1409
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_restrained_S_all      0.984
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.51634(4) 0.25860(3) 1.08312(2) 0.05280(19) Uani 1 1 d . . .
Cl1 Cl 0.35436(10) 0.24885(6) 1.01137(6) 0.0673(3) Uani 1 1 d . . .
Cl2 Cl 0.49838(14) 0.18018(9) 1.17450(6) 0.1013(5) Uani 1 1 d . . .
N2 N 1.0609(3) 0.7128(2) 0.82553(15) 0.0600(8) Uani 1 1 d . . .
N5 N 0.4790(3) 0.4025(2) 1.11737(13) 0.0523(7) Uani 1 1 d . . .
C3 C 1.2550(3) 0.7037(3) 0.68877(17) 0.0541(9) Uani 1 1 d . . .
H3 H 1.2656 0.7377 0.6516 0.065 Uiso 1 1 calc R . .
C21 C 0.8032(3) 0.3641(2) 0.97192(16) 0.0483(9) Uani 1 1 d . . .
H21 H 0.8602 0.3368 0.9468 0.058 Uiso 1 1 calc R . .
N4 N 0.6456(2) 0.34563(19) 1.04334(13) 0.0450(7) Uani 1 1 d . . .
N3 N 0.6403(3) 0.1637(2) 1.03601(14) 0.0540(8) Uani 1 1 d . . .
C17 C 0.8687(3) 0.5243(2) 0.93766(16) 0.0471(8) Uani 1 1 d . . .
C15 C 0.9622(3) 0.6745(3) 0.92314(17) 0.0529(9) Uani 1 1 d . . .
H15 H 0.9821 0.7336 0.9391 0.064 Uiso 1 1 calc R . .
C23 C 0.6353(3) 0.4396(2) 1.04776(15) 0.0443(8) Uani 1 1 d . . .
C5 C 1.1491(3) 0.6820(2) 0.78408(16) 0.0503(9) Uani 1 1 d . . .
C2 C 1.3306(3) 0.6282(3) 0.70368(17) 0.0520(9) Uani 1 1 d . . .
C30 C 0.5443(3) 0.4717(2) 1.09271(15) 0.0454(8) Uani 1 1 d . . .
N1 N 1.4671(3) 0.6594(3) 0.62324(16) 0.0736(10) Uani 1 1 d . . .
C22 C 0.7077(3) 0.4986(2) 1.01465(15) 0.0467(8) Uani 1 1 d . . .
H22 H 0.6996 0.5632 1.0186 0.056 Uiso 1 1 calc R . .
C24 C 0.7279(3) 0.3083(2) 1.00631(15) 0.0450(8) Uani 1 1 d . . .
C4 C 1.1660(4) 0.7288(3) 0.72735(19) 0.0563(10) Uani 1 1 d . . .
H4 H 1.1154 0.7784 0.7155 0.068 Uiso 1 1 calc R . .
C16 C 0.8978(3) 0.6141(2) 0.95897(17) 0.0517(9) Uani 1 1 d . . .
H16 H 0.8731 0.6336 0.9985 0.062 Uiso 1 1 calc R . .
C31 C 0.5284(3) 0.5645(2) 1.10924(17) 0.0554(9) Uani 1 1 d . . .
H31 H 0.5707 0.6116 1.0894 0.066 Uiso 1 1 calc R . .
C14 C 0.9980(3) 0.6483(2) 0.86294(17) 0.0498(9) Uani 1 1 d . . .
C8 C 1.0404(4) 0.8113(3) 0.83170(16) 0.0615(11) Uani 1 1 d . . .
C7 C 1.3095(3) 0.5773(3) 0.75899(17) 0.0529(9) Uani 1 1 d . . .
H7 H 1.3551 0.5241 0.7688 0.064 Uiso 1 1 calc R . .
C26 C 0.8198(4) 0.1529(3) 0.97888(18) 0.0596(10) Uani 1 1 d . . .
H26 H 0.8828 0.1828 0.9596 0.071 Uiso 1 1 calc R . .
C20 C 0.7934(3) 0.4615(2) 0.97510(15) 0.0470(8) Uani 1 1 d . . .
C25 C 0.7312(3) 0.2040(2) 1.00608(16) 0.0500(9) Uani 1 1 d . . .
C19 C 0.9689(3) 0.5597(3) 0.84088(17) 0.0572(10) Uani 1 1 d . . .
H19 H 0.9910 0.5411 0.8006 0.069 Uiso 1 1 calc R . .
C6 C 1.2215(3) 0.6051(3) 0.79910(17) 0.0547(9) Uani 1 1 d . . .
H6 H 1.2107 0.5721 0.8366 0.066 Uiso 1 1 calc R . .
O1 O 1.5652(3) 0.6222(2) 0.59332(16) 0.0944(10) Uani 1 1 d . . .
H1 H 1.6074 0.5924 0.6193 0.142 Uiso 1 1 calc R . .
C18 C 0.9071(3) 0.4987(3) 0.87822(17) 0.0554(9) Uani 1 1 d . . .
H18 H 0.8907 0.4386 0.8631 0.066 Uiso 1 1 calc R . .
C1 C 1.4305(4) 0.6020(3) 0.66591(18) 0.0620(10) Uani 1 1 d . . .
H1A H 1.4681 0.5443 0.6723 0.074 Uiso 1 1 calc R . .
C27 C 0.8136(4) 0.0562(3) 0.9807(2) 0.0755(12) Uani 1 1 d . . .
H27 H 0.8729 0.0199 0.9630 0.091 Uiso 1 1 calc R . .
C32 C 0.4491(4) 0.5864(3) 1.15550(19) 0.0625(10) Uani 1 1 d . . .
H32 H 0.4398 0.6482 1.1686 0.075 Uiso 1 1 calc R . .
C29 C 0.6346(4) 0.0704(3) 1.0361(2) 0.0691(11) Uani 1 1 d . . .
H29 H 0.5708 0.0418 1.0555 0.083 Uiso 1 1 calc R . .
C34 C 0.4003(3) 0.4255(3) 1.16097(18) 0.0621(10) Uani 1 1 d . . .
H34 H 0.3543 0.3780 1.1779 0.075 Uiso 1 1 calc R . .
C33 C 0.3842(3) 0.5157(3) 1.18189(18) 0.0631(10) Uani 1 1 d . . .
H33 H 0.3304 0.5286 1.2133 0.076 Uiso 1 1 calc R . .
C28 C 0.7183(5) 0.0144(3) 1.0090(2) 0.0814(13) Uani 1 1 d . . .
H28 H 0.7108 -0.0505 1.0097 0.098 Uiso 1 1 calc R . .
C9 C 1.1369(5) 0.8725(3) 0.83552(19) 0.0745(13) Uani 1 1 d . . .
H9 H 1.2152 0.8498 0.8350 0.089 Uiso 1 1 calc R . .
C13 C 0.9249(5) 0.8456(4) 0.8332(2) 0.0829(14) Uani 1 1 d . . .
H13 H 0.8592 0.8053 0.8312 0.100 Uiso 1 1 calc R . .
C10 C 1.1161(7) 0.9676(4) 0.8402(2) 0.1032(19) Uani 1 1 d . . .
H10 H 1.1812 1.0085 0.8426 0.124 Uiso 1 1 calc R . .
C12 C 0.9089(7) 0.9427(5) 0.8377(3) 0.117(2) Uani 1 1 d . . .
H12 H 0.8312 0.9666 0.8382 0.141 Uiso 1 1 calc R . .
C36 C 0.0757(9) 0.2676(7) 0.8865(5) 0.175(4) Uani 1 1 d . . .
H36A H 0.0014 0.2543 0.8630 0.263 Uiso 1 1 calc R . .
H36B H 0.0677 0.3247 0.9102 0.263 Uiso 1 1 calc R . .
H36C H 0.0948 0.2170 0.9154 0.263 Uiso 1 1 calc R . .
C11 C 1.0028(9) 1.0026(5) 0.8412(3) 0.139(4) Uani 1 1 d . . .
H11 H 0.9901 1.0669 0.8444 0.167 Uiso 1 1 calc R . .
C35 C 0.1531(11) 0.2761(10) 0.8509(5) 0.213(6) Uani 1 1 d . . .
N6 N 0.2449(9) 0.2494(6) 0.8065(5) 0.232(5) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N4 2.104(3) . ?
Zn1 N3 2.202(3) . ?
Zn1 N5 2.221(3) . ?
Zn1 Cl2 2.2365(12) . ?
Zn1 Cl1 2.2925(14) . ?
N2 C5 1.413(4) . ?
N2 C14 1.417(4) . ?
N2 C8 1.430(5) . ?
N5 C34 1.338(4) . ?
N5 C30 1.344(4) . ?
C3 C4 1.358(5) . ?
C3 C2 1.393(5) . ?
C3 H3 0.9300 . ?
C21 C24 1.385(5) . ?
C21 C20 1.396(5) . ?
C21 H21 0.9300 . ?
N4 C24 1.340(4) . ?
N4 C23 1.349(4) . ?
N3 C29 1.333(5) . ?
N3 C25 1.346(4) . ?
C17 C18 1.387(5) . ?
C17 C16 1.389(5) . ?
C17 C20 1.479(5) . ?
C15 C16 1.369(5) . ?
C15 C14 1.394(5) . ?
C15 H15 0.9300 . ?
C23 C22 1.377(5) . ?
C23 C30 1.490(4) . ?
C5 C4 1.385(5) . ?
C5 C6 1.387(5) . ?
C2 C7 1.399(5) . ?
C2 C1 1.446(5) . ?
C30 C31 1.381(5) . ?
N1 C1 1.294(5) . ?
N1 O1 1.391(4) . ?
C22 C20 1.398(5) . ?
C22 H22 0.9300 . ?
C24 C25 1.489(5) . ?
C4 H4 0.9300 . ?
C16 H16 0.9300 . ?
C31 C32 1.380(5) . ?
C31 H31 0.9300 . ?
C14 C19 1.378(5) . ?
C8 C13 1.377(6) . ?
C8 C9 1.383(6) . ?
C7 C6 1.380(5) . ?
C7 H7 0.9300 . ?
C26 C25 1.372(5) . ?
C26 C27 1.382(5) . ?
C26 H26 0.9300 . ?
C19 C18 1.377(5) . ?
C19 H19 0.9300 . ?
C6 H6 0.9300 . ?
O1 H1 0.8200 . ?
C18 H18 0.9300 . ?
C1 H1A 0.9300 . ?
C27 C28 1.377(6) . ?
C27 H27 0.9300 . ?
C32 C33 1.373(5) . ?
C32 H32 0.9300 . ?
C29 C28 1.371(6) . ?
C29 H29 0.9300 . ?
C34 C33 1.375(5) . ?
C34 H34 0.9300 . ?
C33 H33 0.9300 . ?
C28 H28 0.9300 . ?
C9 C10 1.380(7) . ?
C9 H9 0.9300 . ?
C13 C12 1.400(8) . ?
C13 H13 0.9300 . ?
C10 C11 1.358(9) . ?
C10 H10 0.9300 . ?
C12 C11 1.349(10) . ?
C12 H12 0.9300 . ?
C36 C35 1.175(14) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C11 H11 0.9300 . ?
C35 N6 1.467(14) . ?

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
N4 Zn1 N3 74.27(12) . . ?
N4 Zn1 N5 74.05(10) . . ?
N3 Zn1 N5 147.66(11) . . ?
N4 Zn1 Cl2 136.67(9) . . ?
N3 Zn1 Cl2 99.32(9) . . ?
N5 Zn1 Cl2 99.15(8) . . ?
N4 Zn1 Cl1 107.81(9) . . ?
N3 Zn1 Cl1 99.06(9) . . ?
N5 Zn1 Cl1 96.59(8) . . ?
Cl2 Zn1 Cl1 115.51(6) . . ?
C5 N2 C14 121.0(3) . . ?
C5 N2 C8 118.7(3) . . ?
C14 N2 C8 120.2(3) . . ?
C34 N5 C30 117.9(3) . . ?
C34 N5 Zn1 125.9(3) . . ?
C30 N5 Zn1 116.2(2) . . ?
C4 C3 C2 121.4(3) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C24 C21 C20 119.7(3) . . ?
C24 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C24 N4 C23 119.8(3) . . ?
C24 N4 Zn1 119.7(2) . . ?
C23 N4 Zn1 119.8(2) . . ?
C29 N3 C25 117.7(3) . . ?
C29 N3 Zn1 125.6(3) . . ?
C25 N3 Zn1 116.7(2) . . ?
C18 C17 C16 117.0(3) . . ?
C18 C17 C20 121.8(3) . . ?
C16 C17 C20 121.1(3) . . ?
C16 C15 C14 120.6(3) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
N4 C23 C22 121.3(3) . . ?
N4 C23 C30 114.3(3) . . ?
C22 C23 C30 124.4(3) . . ?
C4 C5 C6 118.3(3) . . ?
C4 C5 N2 120.4(3) . . ?
C6 C5 N2 121.3(3) . . ?
C3 C2 C7 117.6(3) . . ?
C3 C2 C1 123.3(3) . . ?
C7 C2 C1 119.1(3) . . ?
N5 C30 C31 121.9(3) . . ?
N5 C30 C23 114.5(3) . . ?
C31 C30 C23 123.6(3) . . ?
C1 N1 O1 110.7(4) . . ?
C23 C22 C20 120.1(3) . . ?
C23 C22 H22 119.9 . . ?
C20 C22 H22 119.9 . . ?
N4 C24 C21 121.5(3) . . ?
N4 C24 C25 114.6(3) . . ?
C21 C24 C25 123.8(3) . . ?
C3 C4 C5 121.3(4) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C15 C16 C17 121.6(3) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 H16 119.2 . . ?
C32 C31 C30 119.2(3) . . ?
C32 C31 H31 120.4 . . ?
C30 C31 H31 120.4 . . ?
C19 C14 C15 118.5(3) . . ?
C19 C14 N2 121.6(3) . . ?
C15 C14 N2 119.9(3) . . ?
C13 C8 C9 119.8(4) . . ?
C13 C8 N2 120.3(4) . . ?
C9 C8 N2 119.9(4) . . ?
C6 C7 C2 120.7(3) . . ?
C6 C7 H7 119.7 . . ?
C2 C7 H7 119.7 . . ?
C25 C26 C27 118.7(4) . . ?
C25 C26 H26 120.6 . . ?
C27 C26 H26 120.6 . . ?
C21 C20 C22 117.5(3) . . ?
C21 C20 C17 121.9(3) . . ?
C22 C20 C17 120.5(3) . . ?
N3 C25 C26 122.7(3) . . ?
N3 C25 C24 113.9(3) . . ?
C26 C25 C24 123.4(3) . . ?
C18 C19 C14 120.2(3) . . ?
C18 C19 H19 119.9 . . ?
C14 C19 H19 119.9 . . ?
C7 C6 C5 120.7(3) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
N1 O1 H1 109.5 . . ?
C19 C18 C17 122.0(3) . . ?
C19 C18 H18 119.0 . . ?
C17 C18 H18 119.0 . . ?
N1 C1 C2 119.5(4) . . ?
N1 C1 H1A 120.2 . . ?
C2 C1 H1A 120.2 . . ?
C28 C27 C26 118.9(4) . . ?
C28 C27 H27 120.5 . . ?
C26 C27 H27 120.5 . . ?
C33 C32 C31 119.0(4) . . ?
C33 C32 H32 120.5 . . ?
C31 C32 H32 120.5 . . ?
N3 C29 C28 123.2(4) . . ?
N3 C29 H29 118.4 . . ?
C28 C29 H29 118.4 . . ?
N5 C34 C33 123.2(4) . . ?
N5 C34 H34 118.4 . . ?
C33 C34 H34 118.4 . . ?
C32 C33 C34 118.6(3) . . ?
C32 C33 H33 120.7 . . ?
C34 C33 H33 120.7 . . ?
C29 C28 C27 118.8(4) . . ?
C29 C28 H28 120.6 . . ?
C27 C28 H28 120.6 . . ?
C10 C9 C8 119.5(5) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
C8 C13 C12 118.4(6) . . ?
C8 C13 H13 120.8 . . ?
C12 C13 H13 120.8 . . ?
C11 C10 C9 121.5(6) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C11 C12 C13 122.0(7) . . ?
C11 C12 H12 119.0 . . ?
C13 C12 H12 119.0 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C12 C11 C10 118.8(6) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
C36 C35 N6 159.0(15) . . ?

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
N4 Zn1 N5 C34 -172.2(3) . . . . ?
N3 Zn1 N5 C34 -160.2(3) . . . . ?
Cl2 Zn1 N5 C34 -36.1(3) . . . . ?
Cl1 Zn1 N5 C34 81.1(3) . . . . ?
N4 Zn1 N5 C30 6.1(2) . . . . ?
N3 Zn1 N5 C30 18.1(4) . . . . ?
Cl2 Zn1 N5 C30 142.2(2) . . . . ?
Cl1 Zn1 N5 C30 -100.6(2) . . . . ?
N3 Zn1 N4 C24 6.0(3) . . . . ?
N5 Zn1 N4 C24 179.4(3) . . . . ?
Cl2 Zn1 N4 C24 92.9(3) . . . . ?
Cl1 Zn1 N4 C24 -88.7(2) . . . . ?
N3 Zn1 N4 C23 176.8(3) . . . . ?
N5 Zn1 N4 C23 -9.8(2) . . . . ?
Cl2 Zn1 N4 C23 -96.3(3) . . . . ?
Cl1 Zn1 N4 C23 82.1(2) . . . . ?
N4 Zn1 N3 C29 177.4(3) . . . . ?
N5 Zn1 N3 C29 165.5(3) . . . . ?
Cl2 Zn1 N3 C29 41.4(3) . . . . ?
Cl1 Zn1 N3 C29 -76.5(3) . . . . ?
N4 Zn1 N3 C25 -0.7(3) . . . . ?
N5 Zn1 N3 C25 -12.7(4) . . . . ?
Cl2 Zn1 N3 C25 -136.8(2) . . . . ?
Cl1 Zn1 N3 C25 105.3(3) . . . . ?
C24 N4 C23 C22 0.2(5) . . . . ?
Zn1 N4 C23 C22 -170.6(3) . . . . ?
C24 N4 C23 C30 -177.4(3) . . . . ?
Zn1 N4 C23 C30 11.8(4) . . . . ?
C14 N2 C5 C4 147.0(4) . . . . ?
C8 N2 C5 C4 -36.2(5) . . . . ?
C14 N2 C5 C6 -33.6(5) . . . . ?
C8 N2 C5 C6 143.1(4) . . . . ?
C4 C3 C2 C7 1.8(6) . . . . ?
C4 C3 C2 C1 -176.6(4) . . . . ?
C34 N5 C30 C31 -2.7(5) . . . . ?
Zn1 N5 C30 C31 178.9(3) . . . . ?
C34 N5 C30 C23 176.2(3) . . . . ?
Zn1 N5 C30 C23 -2.2(4) . . . . ?
N4 C23 C30 N5 -5.8(4) . . . . ?
C22 C23 C30 N5 176.7(3) . . . . ?
N4 C23 C30 C31 173.1(3) . . . . ?
C22 C23 C30 C31 -4.4(6) . . . . ?
N4 C23 C22 C20 0.5(5) . . . . ?
C30 C23 C22 C20 177.9(3) . . . . ?
C23 N4 C24 C21 -0.2(5) . . . . ?
Zn1 N4 C24 C21 170.6(2) . . . . ?
C23 N4 C24 C25 179.3(3) . . . . ?
Zn1 N4 C24 C25 -9.9(4) . . . . ?
C20 C21 C24 N4 -0.6(5) . . . . ?
C20 C21 C24 C25 180.0(3) . . . . ?
C2 C3 C4 C5 1.9(6) . . . . ?
C6 C5 C4 C3 -3.4(6) . . . . ?
N2 C5 C4 C3 176.0(4) . . . . ?
C14 C15 C16 C17 1.6(6) . . . . ?
C18 C17 C16 C15 -0.4(5) . . . . ?
C20 C17 C16 C15 -176.5(3) . . . . ?
N5 C30 C31 C32 4.4(6) . . . . ?
C23 C30 C31 C32 -174.4(3) . . . . ?
C16 C15 C14 C19 -1.0(6) . . . . ?
C16 C15 C14 N2 177.8(3) . . . . ?
C5 N2 C14 C19 -34.2(5) . . . . ?
C8 N2 C14 C19 149.1(4) . . . . ?
C5 N2 C14 C15 146.9(4) . . . . ?
C8 N2 C14 C15 -29.8(5) . . . . ?
C5 N2 C8 C13 137.7(4) . . . . ?
C14 N2 C8 C13 -45.6(5) . . . . ?
C5 N2 C8 C9 -41.6(5) . . . . ?
C14 N2 C8 C9 135.1(4) . . . . ?
C3 C2 C7 C6 -4.1(5) . . . . ?
C1 C2 C7 C6 174.4(3) . . . . ?
C24 C21 C20 C22 1.3(5) . . . . ?
C24 C21 C20 C17 -177.9(3) . . . . ?
C23 C22 C20 C21 -1.2(5) . . . . ?
C23 C22 C20 C17 177.9(3) . . . . ?
C18 C17 C20 C21 32.0(5) . . . . ?
C16 C17 C20 C21 -152.1(4) . . . . ?
C18 C17 C20 C22 -147.2(3) . . . . ?
C16 C17 C20 C22 28.8(5) . . . . ?
C29 N3 C25 C26 -3.2(6) . . . . ?
Zn1 N3 C25 C26 175.1(3) . . . . ?
C29 N3 C25 C24 177.9(3) . . . . ?
Zn1 N3 C25 C24 -3.8(4) . . . . ?
C27 C26 C25 N3 1.9(6) . . . . ?
C27 C26 C25 C24 -179.2(4) . . . . ?
N4 C24 C25 N3 8.7(4) . . . . ?
C21 C24 C25 N3 -171.8(3) . . . . ?
N4 C24 C25 C26 -170.2(4) . . . . ?
C21 C24 C25 C26 9.3(5) . . . . ?
C15 C14 C19 C18 -0.8(6) . . . . ?
N2 C14 C19 C18 -179.7(3) . . . . ?
C2 C7 C6 C5 2.6(5) . . . . ?
C4 C5 C6 C7 1.1(5) . . . . ?
N2 C5 C6 C7 -178.3(3) . . . . ?
C14 C19 C18 C17 2.1(6) . . . . ?
C16 C17 C18 C19 -1.5(5) . . . . ?
C20 C17 C18 C19 174.6(3) . . . . ?
O1 N1 C1 C2 178.6(3) . . . . ?
C3 C2 C1 N1 13.3(6) . . . . ?
C7 C2 C1 N1 -165.1(4) . . . . ?
C25 C26 C27 C28 0.7(6) . . . . ?
C30 C31 C32 C33 -2.8(6) . . . . ?
C25 N3 C29 C28 1.9(6) . . . . ?
Zn1 N3 C29 C28 -176.2(3) . . . . ?
C30 N5 C34 C33 -0.6(6) . . . . ?
Zn1 N5 C34 C33 177.7(3) . . . . ?
C31 C32 C33 C34 -0.3(6) . . . . ?
N5 C34 C33 C32 2.0(6) . . . . ?
N3 C29 C28 C27 0.6(7) . . . . ?
C26 C27 C28 C29 -1.9(7) . . . . ?
C13 C8 C9 C10 -0.6(6) . . . . ?
N2 C8 C9 C10 178.7(4) . . . . ?
C9 C8 C13 C12 0.9(6) . . . . ?
N2 C8 C13 C12 -178.4(4) . . . . ?
C8 C9 C10 C11 0.2(7) . . . . ?
C8 C13 C12 C11 -0.7(8) . . . . ?
C13 C12 C11 C10 0.3(9) . . . . ?
C9 C10 C11 C12 0.0(9) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.501
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.060
####################################################################### 
# 
# 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_151129c_0m
_database_code_depnum_ccdc_archive 'CCDC 1455557'
_audit_update_record             
;
2016-02-24 deposited with the CCDC.
2016-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C138 H96 Cl4 I8 N22 O4 Zn4'
_chemical_formula_weight         3544.85

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'

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

_cell_length_a                   11.166(4)
_cell_length_b                   14.692(5)
_cell_length_c                   21.336(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.616(5)
_cell_angle_gamma                90.00
_cell_volume                     3499(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2064
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      18.01

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.682
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1722
_exptl_absorpt_coefficient_mu    2.578
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_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       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25158
_diffrn_reflns_av_R_equivalents  0.1296
_diffrn_reflns_av_sigmaI/netI    0.1164
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.68
_diffrn_reflns_theta_max         25.50
_reflns_number_total             6469
_reflns_number_gt                2846
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.1770P)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_number_reflns         6469
_refine_ls_number_parameters     437
_refine_ls_number_restraints     132
_refine_ls_R_factor_all          0.1968
_refine_ls_R_factor_gt           0.0962
_refine_ls_wR_factor_ref         0.3171
_refine_ls_wR_factor_gt          0.2745
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.050
_refine_ls_shift/su_mean         0.001

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
C34 C 0.921(5) 0.601(3) 0.1506(17) 0.101(4) Uani 0.404(18) 1 d PDU A 1
N5 N 0.955(2) 0.673(2) 0.1037(13) 0.110(4) Uani 0.61(3) 1 d PDU A 1
O1 O 0.940(4) 0.767(2) 0.119(2) 0.148(7) Uani 0.398(18) 1 d PDU A 1
C34' C 0.928(3) 0.589(2) 0.1721(11) 0.098(4) Uani 0.612(18) 1 d PDU A 2
N5' N 0.9824(18) 0.6354(15) 0.1247(10) 0.115(4) Uani 0.93(3) 1 d PDU A 2
O1' O 1.0811(19) 0.6052(17) 0.0898(10) 0.115(4) Uani 0.602(18) 1 d PDU A 2
C1 C -0.1021(13) 0.4279(11) 0.6556(7) 0.060(4) Uani 1 1 d . . .
H1 H -0.1488 0.3829 0.6734 0.072 Uiso 1 1 calc R . .
C2 C -0.1208(13) 0.5207(11) 0.6712(6) 0.059(4) Uani 1 1 d . . .
H2 H -0.1782 0.5363 0.7001 0.070 Uiso 1 1 calc R . .
C3 C -0.0530(14) 0.5882(11) 0.6431(7) 0.061(4) Uani 1 1 d . . .
H3 H -0.0650 0.6493 0.6524 0.073 Uiso 1 1 calc R . .
C4 C 0.0311(13) 0.5628(10) 0.6018(6) 0.055(4) Uani 1 1 d . . .
H4 H 0.0773 0.6063 0.5821 0.066 Uiso 1 1 calc R . .
C5 C 0.0474(10) 0.4697(8) 0.5894(5) 0.035(3) Uani 1 1 d . . .
C6 C 0.1392(11) 0.4364(8) 0.5468(6) 0.043(3) Uani 1 1 d . . .
C7 C 0.2147(11) 0.4916(9) 0.5131(6) 0.044(3) Uani 1 1 d . . .
H7 H 0.2089 0.5545 0.5165 0.052 Uiso 1 1 calc R . .
C8 C 0.2985(12) 0.4537(9) 0.4744(6) 0.049(3) Uani 1 1 d . . .
C9 C 0.3073(12) 0.3588(9) 0.4724(6) 0.048(3) Uani 1 1 d . . .
H9 H 0.3625 0.3309 0.4469 0.057 Uiso 1 1 calc R . .
C10 C 0.2306(13) 0.3053(9) 0.5100(6) 0.050(3) Uani 1 1 d . . .
C11 C 0.2295(15) 0.2050(9) 0.5109(6) 0.055(4) Uani 1 1 d . . .
C12 C 0.3207(15) 0.1531(10) 0.4798(8) 0.067(4) Uani 1 1 d . . .
H12 H 0.3814 0.1804 0.4574 0.081 Uiso 1 1 calc R . .
C13 C 0.310(2) 0.0565(12) 0.4862(10) 0.101(7) Uani 1 1 d . . .
H13 H 0.3665 0.0182 0.4691 0.121 Uiso 1 1 calc R . .
C14 C 0.217(2) 0.0210(11) 0.5169(10) 0.098(7) Uani 1 1 d . . .
H14 H 0.2083 -0.0417 0.5198 0.118 Uiso 1 1 calc R . .
C15 C 0.1362(18) 0.0779(10) 0.5437(9) 0.082(5) Uani 1 1 d . . .
H15 H 0.0725 0.0519 0.5645 0.099 Uiso 1 1 calc R . .
C16 C 0.3736(12) 0.5124(9) 0.4372(6) 0.048(3) Uani 1 1 d . . .
C17 C 0.4046(14) 0.5982(11) 0.4567(7) 0.066(4) Uani 1 1 d . . .
H17 H 0.3809 0.6168 0.4961 0.079 Uiso 1 1 calc R . .
C18 C 0.4698(13) 0.6595(11) 0.4210(7) 0.061(4) Uani 1 1 d . . .
H18 H 0.4907 0.7165 0.4368 0.073 Uiso 1 1 calc R . .
C19 C 0.5031(12) 0.6330(10) 0.3605(6) 0.051(3) Uani 1 1 d . A .
C20 C 0.4752(12) 0.5462(10) 0.3389(7) 0.056(4) Uani 1 1 d . . .
H20 H 0.4968 0.5276 0.2991 0.067 Uiso 1 1 calc R . .
C21 C 0.4140(13) 0.4876(10) 0.3782(7) 0.057(4) Uani 1 1 d . . .
H21 H 0.3992 0.4285 0.3643 0.069 Uiso 1 1 calc R . .
C22 C 0.5351(14) 0.7920(11) 0.3311(7) 0.061(4) Uani 1 1 d . A .
C23 C 0.4142(17) 0.8221(12) 0.3297(8) 0.078(5) Uani 1 1 d . . .
H23 H 0.3518 0.7809 0.3236 0.093 Uiso 1 1 calc R . .
C24 C 0.391(3) 0.9120(18) 0.3373(9) 0.107(8) Uani 1 1 d . . .
H24 H 0.3129 0.9311 0.3427 0.129 Uiso 1 1 calc R . .
C25 C 0.481(3) 0.9749(16) 0.3371(9) 0.101(7) Uani 1 1 d . . .
H25 H 0.4636 1.0368 0.3383 0.121 Uiso 1 1 calc R . .
C26 C 0.594(3) 0.9458(14) 0.3354(10) 0.107(7) Uani 1 1 d . . .
H26 H 0.6536 0.9897 0.3363 0.128 Uiso 1 1 calc R . .
C27 C 0.6289(15) 0.8554(12) 0.3322(8) 0.072(5) Uani 1 1 d . . .
H27 H 0.7090 0.8382 0.3309 0.086 Uiso 1 1 calc R . .
C28 C 0.6501(12) 0.6705(9) 0.2814(7) 0.052(4) Uani 1 1 d . A .
C29 C 0.6704(13) 0.7121(11) 0.2265(6) 0.056(4) Uani 1 1 d . . .
H29 H 0.6191 0.7592 0.2146 0.068 Uiso 1 1 calc R . .
C30 C 0.7541(15) 0.6919(12) 0.1897(7) 0.076(5) Uani 1 1 d D A .
H30 H 0.7633 0.7262 0.1535 0.091 Uiso 1 1 calc R . .
C31 C 0.8308(17) 0.6213(14) 0.2021(9) 0.084(4) Uani 1 1 d U . .
C32 C 0.8153(14) 0.5723(11) 0.2584(7) 0.060(4) Uani 1 1 d . A .
H32 H 0.8651 0.5235 0.2687 0.072 Uiso 1 1 calc R . .
C33 C 0.7239(14) 0.5983(10) 0.2984(7) 0.063(4) Uani 1 1 d . . .
H33 H 0.7129 0.5674 0.3359 0.075 Uiso 1 1 calc R A .
I1 I -0.16690(13) 0.24092(9) 0.51526(7) 0.0941(5) Uani 1 1 d . . .
I2 I -0.00345(12) 0.18494(8) 0.69326(5) 0.0817(5) Uani 1 1 d . . .
N1 N -0.0190(9) 0.4058(7) 0.6162(5) 0.046(3) Uani 1 1 d . . .
N2 N 0.1488(10) 0.3449(7) 0.5436(5) 0.047(3) Uani 1 1 d . . .
N3 N 0.1435(11) 0.1681(7) 0.5419(6) 0.059(3) Uani 1 1 d . . .
N4 N 0.5617(12) 0.6980(8) 0.3238(6) 0.070(4) Uani 1 1 d . . .
Zn1 Zn 0.02037(15) 0.26338(11) 0.58646(8) 0.0527(5) Uani 1 1 d . . .
C35 C 0.756(3) 0.254(3) 0.3308(16) 0.098(15) Uani 0.50 1 d P . .
H35A H 0.8142 0.2746 0.3013 0.118 Uiso 0.50 1 calc PR . .
H35B H 0.7987 0.2345 0.3686 0.118 Uiso 0.50 1 calc PR . .
Cl1 Cl 0.6643(13) 0.3437(13) 0.3491(7) 0.154(6) Uani 0.50 1 d P . .
Cl2 Cl 0.6916(18) 0.1737(12) 0.3032(12) 0.202(9) Uani 0.50 1 d P . .


_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
C34 N5 1.503(10) . ?
C34 C31 1.54(6) . ?
N5 O1 1.439(10) . ?
C34' C31 1.36(3) . ?
C34' N5' 1.375(10) . ?
N5' O1' 1.418(10) . ?
C1 N1 1.310(17) . ?
C1 C2 1.42(2) . ?
C1 H1 0.9300 . ?
C2 C3 1.39(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.358(19) . ?
C3 H3 0.9300 . ?
C4 C5 1.406(18) . ?
C4 H4 0.9300 . ?
C5 N1 1.336(15) . ?
C5 C6 1.472(17) . ?
C6 N2 1.351(16) . ?
C6 C7 1.386(16) . ?
C7 C8 1.382(18) . ?
C7 H7 0.9300 . ?
C8 C9 1.398(18) . ?
C8 C16 1.454(18) . ?
C9 C10 1.425(18) . ?
C9 H9 0.9300 . ?
C10 N2 1.313(16) . ?
C10 C11 1.474(18) . ?
C11 N3 1.299(18) . ?
C11 C12 1.45(2) . ?
C12 C13 1.43(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.34(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.37(2) . ?
C14 H14 0.9300 . ?
C15 N3 1.329(18) . ?
C15 H15 0.9300 . ?
C16 C17 1.37(2) . ?
C16 C21 1.398(19) . ?
C17 C18 1.397(19) . ?
C17 H17 0.9300 . ?
C18 C19 1.41(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.39(2) . ?
C19 N4 1.408(17) . ?
C20 C21 1.395(19) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C27 1.40(2) . ?
C22 C23 1.42(2) . ?
C22 N4 1.42(2) . ?
C23 C24 1.36(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.36(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.33(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.39(3) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C29 1.346(19) . ?
C28 C33 1.38(2) . ?
C28 N4 1.416(19) . ?
C29 C30 1.27(2) . ?
C29 H29 0.9300 . ?
C30 C31 1.37(2) . ?
C30 H30 0.9300 . ?
C31 C32 1.42(2) . ?
C32 C33 1.40(2) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
I1 Zn1 2.571(2) . ?
I2 Zn1 2.574(2) . ?
N1 Zn1 2.234(11) . ?
N2 Zn1 2.097(11) . ?
N3 Zn1 2.197(12) . ?
C35 Cl2 1.49(4) . ?
C35 Cl1 1.72(4) . ?
C35 H35A 0.9700 . ?
C35 H35B 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
N5 C34 C31 122(3) . . ?
O1 N5 C34 119.5(12) . . ?
C31 C34' N5' 124(3) . . ?
C34' N5' O1' 126.8(14) . . ?
N1 C1 C2 120.1(14) . . ?
N1 C1 H1 120.0 . . ?
C2 C1 H1 120.0 . . ?
C3 C2 C1 119.8(13) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C4 C3 C2 118.5(14) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C3 C4 C5 119.0(14) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
N1 C5 C4 121.8(11) . . ?
N1 C5 C6 115.9(10) . . ?
C4 C5 C6 122.4(11) . . ?
N2 C6 C7 120.4(12) . . ?
N2 C6 C5 114.8(11) . . ?
C7 C6 C5 124.8(11) . . ?
C8 C7 C6 120.4(12) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 118.0(12) . . ?
C7 C8 C16 119.8(12) . . ?
C9 C8 C16 122.2(12) . . ?
C8 C9 C10 119.3(12) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
N2 C10 C9 120.1(12) . . ?
N2 C10 C11 115.4(13) . . ?
C9 C10 C11 124.4(13) . . ?
N3 C11 C12 123.6(12) . . ?
N3 C11 C10 115.5(13) . . ?
C12 C11 C10 120.9(14) . . ?
C13 C12 C11 114.5(16) . . ?
C13 C12 H12 122.8 . . ?
C11 C12 H12 122.8 . . ?
C14 C13 C12 120.0(17) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 119.6(16) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
N3 C15 C14 123.7(17) . . ?
N3 C15 H15 118.2 . . ?
C14 C15 H15 118.2 . . ?
C17 C16 C21 115.4(13) . . ?
C17 C16 C8 121.7(13) . . ?
C21 C16 C8 122.8(12) . . ?
C16 C17 C18 124.0(15) . . ?
C16 C17 H17 118.0 . . ?
C18 C17 H17 118.0 . . ?
C17 C18 C19 118.5(15) . . ?
C17 C18 H18 120.8 . . ?
C19 C18 H18 120.8 . . ?
C20 C19 C18 119.8(13) . . ?
C20 C19 N4 122.7(13) . . ?
C18 C19 N4 117.5(14) . . ?
C19 C20 C21 118.4(14) . . ?
C19 C20 H20 120.8 . . ?
C21 C20 H20 120.8 . . ?
C20 C21 C16 123.8(13) . . ?
C20 C21 H21 118.1 . . ?
C16 C21 H21 118.1 . . ?
C27 C22 C23 120.2(16) . . ?
C27 C22 N4 119.3(14) . . ?
C23 C22 N4 120.1(15) . . ?
C24 C23 C22 119(2) . . ?
C24 C23 H23 120.6 . . ?
C22 C23 H23 120.6 . . ?
C23 C24 C25 121(2) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 H24 119.3 . . ?
C26 C25 C24 119(2) . . ?
C26 C25 H25 120.7 . . ?
C24 C25 H25 120.7 . . ?
C25 C26 C27 125(2) . . ?
C25 C26 H26 117.3 . . ?
C27 C26 H26 117.3 . . ?
C26 C27 C22 115.1(18) . . ?
C26 C27 H27 122.5 . . ?
C22 C27 H27 122.5 . . ?
C29 C28 C33 117.5(14) . . ?
C29 C28 N4 124.3(14) . . ?
C33 C28 N4 118.2(13) . . ?
C30 C29 C28 125.2(16) . . ?
C30 C29 H29 117.4 . . ?
C28 C29 H29 117.4 . . ?
C29 C30 C31 121.6(15) . . ?
C29 C30 H30 119.2 . . ?
C31 C30 H30 119.2 . . ?
C34' C31 C30 133(2) . . ?
C34' C31 C32 110.0(19) . . ?
C30 C31 C32 117.3(16) . . ?
C34' C31 C34 18.4(16) . . ?
C30 C31 C34 115.2(18) . . ?
C32 C31 C34 127.4(19) . . ?
C33 C32 C31 119.2(16) . . ?
C33 C32 H32 120.4 . . ?
C31 C32 H32 120.4 . . ?
C28 C33 C32 119.2(13) . . ?
C28 C33 H33 120.4 . . ?
C32 C33 H33 120.4 . . ?
C1 N1 C5 120.8(12) . . ?
C1 N1 Zn1 124.3(10) . . ?
C5 N1 Zn1 114.8(8) . . ?
C10 N2 C6 121.7(12) . . ?
C10 N2 Zn1 118.7(8) . . ?
C6 N2 Zn1 119.4(9) . . ?
C11 N3 C15 118.6(14) . . ?
C11 N3 Zn1 115.8(9) . . ?
C15 N3 Zn1 125.7(12) . . ?
C19 N4 C28 120.4(12) . . ?
C19 N4 C22 119.7(12) . . ?
C28 N4 C22 119.9(12) . . ?
N2 Zn1 N3 74.4(4) . . ?
N2 Zn1 N1 74.5(4) . . ?
N3 Zn1 N1 148.3(4) . . ?
N2 Zn1 I1 111.7(3) . . ?
N3 Zn1 I1 99.8(3) . . ?
N1 Zn1 I1 97.2(3) . . ?
N2 Zn1 I2 136.9(3) . . ?
N3 Zn1 I2 100.4(3) . . ?
N1 Zn1 I2 98.1(3) . . ?
I1 Zn1 I2 111.28(8) . . ?
Cl2 C35 Cl1 115(2) . . ?
Cl2 C35 H35A 108.6 . . ?
Cl1 C35 H35A 108.6 . . ?
Cl2 C35 H35B 108.6 . . ?
Cl1 C35 H35B 108.6 . . ?
H35A C35 H35B 107.6 . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.849
_refine_diff_density_min         -2.242
_refine_diff_density_rms         0.196
####################################################################### 
# 
# 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 1455558'
_audit_update_record             
;
2016-02-24 deposited with the CCDC.
2016-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H27 Br2 N5 O Zn'
_chemical_formula_weight         770.82

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1   '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.759(5)
_cell_length_b                   12.636(5)
_cell_length_c                   13.141(5)
_cell_angle_alpha                100.106(5)
_cell_angle_beta                 103.238(5)
_cell_angle_gamma                114.716(5)
_cell_volume                     1643.3(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2332
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      21.81

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.558
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             772
_exptl_absorpt_coefficient_mu    3.216
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.4455
_exptl_absorpt_correction_T_max  0.5656
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71069
_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       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11643
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_sigmaI/netI    0.0596
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.67
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5731
_reflns_number_gt                3724
_reflns_threshold_expression     >2sigma(I)

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

_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)+(0.1000P)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_number_reflns         5731
_refine_ls_number_parameters     407
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0879
_refine_ls_R_factor_gt           0.0490
_refine_ls_wR_factor_ref         0.1609
_refine_ls_wR_factor_gt          0.1348
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_restrained_S_all      0.963
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 1.17466(6) 1.32347(5) 0.23617(5) 0.0450(2) Uani 1 1 d . . .
Br2 Br 1.34784(6) 1.31245(6) 0.17369(6) 0.0701(3) Uani 1 1 d . . .
Br1 Br 1.19322(8) 1.52386(6) 0.28550(6) 0.0717(3) Uani 1 1 d . . .
N2 N 1.0517(4) 1.1419(4) 0.2276(3) 0.0381(10) Uani 1 1 d . . .
C24 C 0.9556(5) 1.0632(4) 0.1319(4) 0.0327(11) Uani 1 1 d . . .
C21 C 1.0193(5) 0.9787(5) 0.3031(4) 0.0428(13) Uani 1 1 d . . .
H21 H 1.0418 0.9522 0.3626 0.051 Uiso 1 1 calc R . .
N4 N 1.0075(4) 1.2448(4) 0.0791(4) 0.0458(11) Uani 1 1 d . . .
C8 C 0.6191(5) 0.3002(5) 0.0314(5) 0.0435(13) Uani 1 1 d . . .
C14 C 0.7523(5) 0.5100(4) 0.1581(4) 0.0420(13) Uani 1 1 d . . .
N3 N 1.2384(4) 1.3123(4) 0.4036(4) 0.0478(11) Uani 1 1 d . . .
C5 C 0.7472(5) 0.3412(5) 0.2253(4) 0.0427(13) Uani 1 1 d . . .
N1 N 0.7013(4) 0.3821(4) 0.1399(4) 0.0462(11) Uani 1 1 d . . .
C17 C 0.8603(5) 0.7621(5) 0.1900(4) 0.0413(13) Uani 1 1 d . . .
C20 C 0.9223(5) 0.8946(4) 0.2044(4) 0.0387(12) Uani 1 1 d . . .
O1 O 0.9046(6) 0.1321(5) 0.4743(4) 0.0887(16) Uani 1 1 d . . .
C4 C 0.7677(5) 0.2390(5) 0.2021(5) 0.0442(13) Uani 1 1 d . . .
H4 H 0.7508 0.1977 0.1299 0.053 Uiso 1 1 calc R . .
C26 C 0.8210(6) 1.0624(6) -0.0469(5) 0.0521(15) Uani 1 1 d . . .
H26 H 0.7672 0.9782 -0.0663 0.063 Uiso 1 1 calc R . .
C22 C 1.0816(5) 1.1009(5) 0.3123(4) 0.0390(12) Uani 1 1 d . . .
C16 C 0.9382(5) 0.7135(5) 0.2356(4) 0.0449(13) Uani 1 1 d . . .
H16 H 1.0267 0.7659 0.2788 0.054 Uiso 1 1 calc R . .
C23 C 0.8891(5) 0.9387(4) 0.1178(4) 0.0384(12) Uani 1 1 d . . .
H23 H 0.8231 0.8851 0.0514 0.046 Uiso 1 1 calc R . .
C30 C 1.1840(5) 1.2003(5) 0.4153(4) 0.0414(13) Uani 1 1 d . . .
C15 C 0.8873(5) 0.5888(5) 0.2182(4) 0.0447(13) Uani 1 1 d . . .
H15 H 0.9423 0.5576 0.2463 0.054 Uiso 1 1 calc R . .
C2 C 0.8399(6) 0.2599(5) 0.3943(5) 0.0527(15) Uani 1 1 d . . .
C10 C 0.4466(6) 0.1057(5) -0.0867(5) 0.0605(17) Uani 1 1 d . . .
H10 H 0.3819 0.0270 -0.0960 0.073 Uiso 1 1 calc R . .
C29 C 0.9822(6) 1.3067(6) 0.0124(5) 0.0575(16) Uani 1 1 d . . .
H29 H 1.0391 1.3902 0.0311 0.069 Uiso 1 1 calc R . .
C25 C 0.9274(5) 1.1235(5) 0.0493(4) 0.0407(13) Uani 1 1 d . . .
C9 C 0.5207(5) 0.1855(5) 0.0176(5) 0.0499(14) Uani 1 1 d . . .
H9 H 0.5043 0.1620 0.0782 0.060 Uiso 1 1 calc R . .
C6 C 0.7727(6) 0.4018(5) 0.3325(5) 0.0563(16) Uani 1 1 d . . .
H6 H 0.7574 0.4684 0.3483 0.068 Uiso 1 1 calc R . .
C19 C 0.6745(5) 0.5596(5) 0.1159(5) 0.0472(14) Uani 1 1 d . . .
H19 H 0.5841 0.5086 0.0780 0.057 Uiso 1 1 calc R . .
C3 C 0.8132(6) 0.1999(5) 0.2874(5) 0.0487(14) Uani 1 1 d . . .
H3 H 0.8259 0.1318 0.2716 0.058 Uiso 1 1 calc R . .
C18 C 0.7273(5) 0.6816(5) 0.1288(4) 0.0447(13) Uani 1 1 d . . .
H18 H 0.6735 0.7117 0.0960 0.054 Uiso 1 1 calc R . .
C13 C 0.6385(6) 0.3345(5) -0.0607(5) 0.0502(14) Uani 1 1 d . . .
H13 H 0.7036 0.4126 -0.0523 0.060 Uiso 1 1 calc R . .
C11 C 0.4664(7) 0.1399(6) -0.1776(5) 0.0657(18) Uani 1 1 d . . .
H11 H 0.4146 0.0853 -0.2477 0.079 Uiso 1 1 calc R . .
C12 C 0.5615(6) 0.2531(6) -0.1642(5) 0.0585(16) Uani 1 1 d . . .
H12 H 0.5753 0.2766 -0.2254 0.070 Uiso 1 1 calc R . .
C32 C 1.3151(7) 1.2766(6) 0.6040(5) 0.0647(18) Uani 1 1 d . . .
H32 H 1.3416 1.2647 0.6715 0.078 Uiso 1 1 calc R . .
C7 C 0.8214(7) 0.3631(6) 0.4169(5) 0.0608(17) Uani 1 1 d . . .
H7 H 0.8420 0.4063 0.4894 0.073 Uiso 1 1 calc R . .
C1 C 0.8878(8) 0.2206(7) 0.4836(6) 0.075(2) Uani 1 1 d . . .
H1 H 0.9074 0.2675 0.5544 0.090 Uiso 1 1 calc R . .
C35 C 0.5300(9) 0.8154(9) 0.6272(11) 0.135(4) Uani 1 1 d . . .
H35A H 0.5895 0.8481 0.7017 0.202 Uiso 1 1 calc R . .
H35B H 0.5389 0.7490 0.5883 0.202 Uiso 1 1 calc R . .
H35C H 0.4401 0.7861 0.6265 0.202 Uiso 1 1 calc R . .
C34 C 1.3314(6) 1.4067(5) 0.4934(5) 0.0581(16) Uani 1 1 d . . .
H34 H 1.3695 1.4852 0.4872 0.070 Uiso 1 1 calc R . .
C31 C 1.2183(6) 1.1789(6) 0.5140(5) 0.0564(16) Uani 1 1 d . . .
H31 H 1.1775 1.1005 0.5200 0.068 Uiso 1 1 calc R . .
C28 C 0.8749(7) 1.2507(7) -0.0828(6) 0.0670(18) Uani 1 1 d . . .
H28 H 0.8567 1.2969 -0.1255 0.080 Uiso 1 1 calc R . .
C33 C 1.3708(7) 1.3900(6) 0.5925(5) 0.0666(18) Uani 1 1 d . . .
H33 H 1.4359 1.4565 0.6524 0.080 Uiso 1 1 calc R . .
C27 C 0.7952(7) 1.1280(7) -0.1146(5) 0.0659(18) Uani 1 1 d . . .
H27 H 0.7245 1.0885 -0.1807 0.079 Uiso 1 1 calc R . .
N5 N 0.6487(9) 1.0261(11) 0.5789(10) 0.160(4) Uani 1 1 d . . .
C36 C 0.562(4) 0.908(4) 0.576(2) 0.42(3) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N2 2.104(4) . ?
Zn1 N3 2.205(5) . ?
Zn1 N4 2.214(4) . ?
Zn1 Br1 2.4034(13) . ?
Zn1 Br2 2.4091(12) . ?
N2 C22 1.344(6) . ?
N2 C24 1.349(6) . ?
C24 C23 1.387(6) . ?
C24 C25 1.484(7) . ?
C21 C22 1.372(7) . ?
C21 C20 1.392(7) . ?
C21 H21 0.9300 . ?
N4 C29 1.335(7) . ?
N4 C25 1.343(6) . ?
C8 C9 1.372(7) . ?
C8 C13 1.390(7) . ?
C8 N1 1.432(7) . ?
C14 C19 1.381(7) . ?
C14 C15 1.401(7) . ?
C14 N1 1.421(6) . ?
N3 C30 1.341(7) . ?
N3 C34 1.355(7) . ?
C5 C6 1.377(7) . ?
C5 C4 1.405(7) . ?
C5 N1 1.406(6) . ?
C17 C16 1.386(7) . ?
C17 C18 1.391(7) . ?
C17 C20 1.474(7) . ?
C20 C23 1.401(7) . ?
O1 C1 1.206(8) . ?
C4 C3 1.388(7) . ?
C4 H4 0.9300 . ?
C26 C25 1.373(7) . ?
C26 C27 1.384(8) . ?
C26 H26 0.9300 . ?
C22 C30 1.501(7) . ?
C16 C15 1.385(7) . ?
C16 H16 0.9300 . ?
C23 H23 0.9300 . ?
C30 C31 1.376(8) . ?
C15 H15 0.9300 . ?
C2 C3 1.368(8) . ?
C2 C7 1.403(8) . ?
C2 C1 1.441(8) . ?
C10 C9 1.374(8) . ?
C10 C11 1.376(9) . ?
C10 H10 0.9300 . ?
C29 C28 1.371(9) . ?
C29 H29 0.9300 . ?
C9 H9 0.9300 . ?
C6 C7 1.390(8) . ?
C6 H6 0.9300 . ?
C19 C18 1.360(7) . ?
C19 H19 0.9300 . ?
C3 H3 0.9300 . ?
C18 H18 0.9300 . ?
C13 C12 1.376(8) . ?
C13 H13 0.9300 . ?
C11 C12 1.346(9) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C32 C33 1.358(9) . ?
C32 C31 1.384(8) . ?
C32 H32 0.9300 . ?
C7 H7 0.9300 . ?
C1 H1 0.9300 . ?
C35 C36 1.41(3) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C34 C33 1.363(9) . ?
C34 H34 0.9300 . ?
C31 H31 0.9300 . ?
C28 C27 1.355(9) . ?
C28 H28 0.9300 . ?
C33 H33 0.9300 . ?
C27 H27 0.9300 . ?
N5 C36 1.40(4) . ?

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
N2 Zn1 N3 74.28(16) . . ?
N2 Zn1 N4 74.01(16) . . ?
N3 Zn1 N4 145.05(17) . . ?
N2 Zn1 Br1 140.95(12) . . ?
N3 Zn1 Br1 97.93(12) . . ?
N4 Zn1 Br1 97.41(12) . . ?
N2 Zn1 Br2 103.86(12) . . ?
N3 Zn1 Br2 100.27(12) . . ?
N4 Zn1 Br2 101.24(12) . . ?
Br1 Zn1 Br2 115.19(4) . . ?
C22 N2 C24 120.2(4) . . ?
C22 N2 Zn1 119.6(3) . . ?
C24 N2 Zn1 119.6(3) . . ?
N2 C24 C23 120.9(4) . . ?
N2 C24 C25 113.8(4) . . ?
C23 C24 C25 125.3(4) . . ?
C22 C21 C20 119.8(5) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C29 N4 C25 118.5(5) . . ?
C29 N4 Zn1 125.9(4) . . ?
C25 N4 Zn1 115.6(3) . . ?
C9 C8 C13 119.2(5) . . ?
C9 C8 N1 119.8(5) . . ?
C13 C8 N1 121.0(5) . . ?
C19 C14 C15 118.6(5) . . ?
C19 C14 N1 122.4(5) . . ?
C15 C14 N1 119.0(5) . . ?
C30 N3 C34 117.7(5) . . ?
C30 N3 Zn1 116.3(3) . . ?
C34 N3 Zn1 125.9(4) . . ?
C6 C5 C4 119.7(5) . . ?
C6 C5 N1 119.9(5) . . ?
C4 C5 N1 120.4(5) . . ?
C5 N1 C14 118.7(4) . . ?
C5 N1 C8 121.9(4) . . ?
C14 N1 C8 118.9(4) . . ?
C16 C17 C18 117.7(5) . . ?
C16 C17 C20 119.2(5) . . ?
C18 C17 C20 123.1(5) . . ?
C21 C20 C23 118.2(5) . . ?
C21 C20 C17 120.8(5) . . ?
C23 C20 C17 120.9(4) . . ?
C3 C4 C5 119.7(5) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C25 C26 C27 119.0(6) . . ?
C25 C26 H26 120.5 . . ?
C27 C26 H26 120.5 . . ?
N2 C22 C21 121.5(5) . . ?
N2 C22 C30 113.9(4) . . ?
C21 C22 C30 124.6(5) . . ?
C15 C16 C17 121.6(5) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 H16 119.2 . . ?
C24 C23 C20 119.3(4) . . ?
C24 C23 H23 120.3 . . ?
C20 C23 H23 120.3 . . ?
N3 C30 C31 122.7(5) . . ?
N3 C30 C22 114.5(5) . . ?
C31 C30 C22 122.9(5) . . ?
C16 C15 C14 119.5(5) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C3 C2 C7 118.8(5) . . ?
C3 C2 C1 121.7(6) . . ?
C7 C2 C1 119.5(6) . . ?
C9 C10 C11 121.3(6) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
N4 C29 C28 122.0(6) . . ?
N4 C29 H29 119.0 . . ?
C28 C29 H29 119.0 . . ?
N4 C25 C26 121.8(5) . . ?
N4 C25 C24 115.2(4) . . ?
C26 C25 C24 122.9(5) . . ?
C8 C9 C10 119.3(6) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C5 C6 C7 119.7(5) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C18 C19 C14 121.3(5) . . ?
C18 C19 H19 119.3 . . ?
C14 C19 H19 119.3 . . ?
C2 C3 C4 121.2(5) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C19 C18 C17 121.2(5) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C12 C13 C8 120.2(5) . . ?
C12 C13 H13 119.9 . . ?
C8 C13 H13 119.9 . . ?
C12 C11 C10 119.4(6) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 C13 120.6(6) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C33 C32 C31 119.1(6) . . ?
C33 C32 H32 120.5 . . ?
C31 C32 H32 120.5 . . ?
C6 C7 C2 120.9(5) . . ?
C6 C7 H7 119.6 . . ?
C2 C7 H7 119.6 . . ?
O1 C1 C2 125.5(7) . . ?
O1 C1 H1 117.2 . . ?
C2 C1 H1 117.2 . . ?
C36 C35 H35A 109.5 . . ?
C36 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C36 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N3 C34 C33 121.9(6) . . ?
N3 C34 H34 119.0 . . ?
C33 C34 H34 119.0 . . ?
C30 C31 C32 118.5(6) . . ?
C30 C31 H31 120.8 . . ?
C32 C31 H31 120.8 . . ?
C27 C28 C29 119.8(6) . . ?
C27 C28 H28 120.1 . . ?
C29 C28 H28 120.1 . . ?
C32 C33 C34 120.1(6) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 H33 119.9 . . ?
C28 C27 C26 118.8(6) . . ?
C28 C27 H27 120.6 . . ?
C26 C27 H27 120.6 . . ?
N5 C36 C35 149(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 Zn1 N2 C22 -11.5(4) . . . . ?
N4 Zn1 N2 C22 -176.6(4) . . . . ?
Br1 Zn1 N2 C22 -94.7(4) . . . . ?
Br2 Zn1 N2 C22 85.5(4) . . . . ?
N3 Zn1 N2 C24 177.9(4) . . . . ?
N4 Zn1 N2 C24 12.8(4) . . . . ?
Br1 Zn1 N2 C24 94.7(4) . . . . ?
Br2 Zn1 N2 C24 -85.1(4) . . . . ?
C22 N2 C24 C23 -2.2(7) . . . . ?
Zn1 N2 C24 C23 168.3(4) . . . . ?
C22 N2 C24 C25 175.7(4) . . . . ?
Zn1 N2 C24 C25 -13.8(5) . . . . ?
N2 Zn1 N4 C29 171.6(5) . . . . ?
N3 Zn1 N4 C29 146.0(4) . . . . ?
Br1 Zn1 N4 C29 30.6(5) . . . . ?
Br2 Zn1 N4 C29 -87.0(5) . . . . ?
N2 Zn1 N4 C25 -9.7(3) . . . . ?
N3 Zn1 N4 C25 -35.3(5) . . . . ?
Br1 Zn1 N4 C25 -150.7(3) . . . . ?
Br2 Zn1 N4 C25 91.6(4) . . . . ?
N2 Zn1 N3 C30 7.6(4) . . . . ?
N4 Zn1 N3 C30 33.2(5) . . . . ?
Br1 Zn1 N3 C30 148.4(4) . . . . ?
Br2 Zn1 N3 C30 -94.1(4) . . . . ?
N2 Zn1 N3 C34 -175.8(5) . . . . ?
N4 Zn1 N3 C34 -150.2(4) . . . . ?
Br1 Zn1 N3 C34 -34.9(5) . . . . ?
Br2 Zn1 N3 C34 82.6(5) . . . . ?
C6 C5 N1 C14 37.1(8) . . . . ?
C4 C5 N1 C14 -142.6(5) . . . . ?
C6 C5 N1 C8 -151.4(5) . . . . ?
C4 C5 N1 C8 28.8(8) . . . . ?
C19 C14 N1 C5 -143.1(5) . . . . ?
C15 C14 N1 C5 38.8(7) . . . . ?
C19 C14 N1 C8 45.2(8) . . . . ?
C15 C14 N1 C8 -132.9(5) . . . . ?
C9 C8 N1 C5 39.8(8) . . . . ?
C13 C8 N1 C5 -139.4(5) . . . . ?
C9 C8 N1 C14 -148.8(5) . . . . ?
C13 C8 N1 C14 32.0(8) . . . . ?
C22 C21 C20 C23 -1.6(8) . . . . ?
C22 C21 C20 C17 175.9(5) . . . . ?
C16 C17 C20 C21 -38.3(7) . . . . ?
C18 C17 C20 C21 144.3(6) . . . . ?
C16 C17 C20 C23 139.1(5) . . . . ?
C18 C17 C20 C23 -38.3(8) . . . . ?
C6 C5 C4 C3 0.1(8) . . . . ?
N1 C5 C4 C3 179.9(5) . . . . ?
C24 N2 C22 C21 2.3(7) . . . . ?
Zn1 N2 C22 C21 -168.2(4) . . . . ?
C24 N2 C22 C30 -176.1(4) . . . . ?
Zn1 N2 C22 C30 13.4(6) . . . . ?
C20 C21 C22 N2 -0.4(8) . . . . ?
C20 C21 C22 C30 177.9(5) . . . . ?
C18 C17 C16 C15 2.1(8) . . . . ?
C20 C17 C16 C15 -175.5(5) . . . . ?
N2 C24 C23 C20 0.2(7) . . . . ?
C25 C24 C23 C20 -177.4(5) . . . . ?
C21 C20 C23 C24 1.6(7) . . . . ?
C17 C20 C23 C24 -175.8(5) . . . . ?
C34 N3 C30 C31 0.5(8) . . . . ?
Zn1 N3 C30 C31 177.4(4) . . . . ?
C34 N3 C30 C22 179.7(5) . . . . ?
Zn1 N3 C30 C22 -3.3(6) . . . . ?
N2 C22 C30 N3 -6.0(7) . . . . ?
C21 C22 C30 N3 175.6(5) . . . . ?
N2 C22 C30 C31 173.2(5) . . . . ?
C21 C22 C30 C31 -5.1(9) . . . . ?
C17 C16 C15 C14 -3.4(8) . . . . ?
C19 C14 C15 C16 1.3(8) . . . . ?
N1 C14 C15 C16 179.5(5) . . . . ?
C25 N4 C29 C28 2.4(9) . . . . ?
Zn1 N4 C29 C28 -179.0(5) . . . . ?
C29 N4 C25 C26 -0.3(8) . . . . ?
Zn1 N4 C25 C26 -179.0(4) . . . . ?
C29 N4 C25 C24 -175.3(5) . . . . ?
Zn1 N4 C25 C24 6.0(6) . . . . ?
C27 C26 C25 N4 -0.4(8) . . . . ?
C27 C26 C25 C24 174.1(5) . . . . ?
N2 C24 C25 N4 4.5(6) . . . . ?
C23 C24 C25 N4 -177.7(5) . . . . ?
N2 C24 C25 C26 -170.4(5) . . . . ?
C23 C24 C25 C26 7.4(8) . . . . ?
C13 C8 C9 C10 2.2(8) . . . . ?
N1 C8 C9 C10 -176.9(5) . . . . ?
C11 C10 C9 C8 -2.1(9) . . . . ?
C4 C5 C6 C7 1.4(9) . . . . ?
N1 C5 C6 C7 -178.3(5) . . . . ?
C15 C14 C19 C18 2.2(8) . . . . ?
N1 C14 C19 C18 -175.9(5) . . . . ?
C7 C2 C3 C4 -0.5(9) . . . . ?
C1 C2 C3 C4 -179.7(6) . . . . ?
C5 C4 C3 C2 -0.6(9) . . . . ?
C14 C19 C18 C17 -3.6(9) . . . . ?
C16 C17 C18 C19 1.4(8) . . . . ?
C20 C17 C18 C19 178.9(5) . . . . ?
C9 C8 C13 C12 -1.4(9) . . . . ?
N1 C8 C13 C12 177.8(5) . . . . ?
C9 C10 C11 C12 1.0(10) . . . . ?
C10 C11 C12 C13 -0.1(10) . . . . ?
C8 C13 C12 C11 0.3(9) . . . . ?
C5 C6 C7 C2 -2.6(10) . . . . ?
C3 C2 C7 C6 2.2(10) . . . . ?
C1 C2 C7 C6 -178.7(6) . . . . ?
C3 C2 C1 O1 -2.6(12) . . . . ?
C7 C2 C1 O1 178.2(7) . . . . ?
C30 N3 C34 C33 0.8(9) . . . . ?
Zn1 N3 C34 C33 -175.8(5) . . . . ?
N3 C30 C31 C32 -1.5(9) . . . . ?
C22 C30 C31 C32 179.3(5) . . . . ?
C33 C32 C31 C30 1.2(10) . . . . ?
N4 C29 C28 C27 -3.8(10) . . . . ?
C31 C32 C33 C34 0.0(10) . . . . ?
N3 C34 C33 C32 -1.1(10) . . . . ?
C29 C28 C27 C26 2.9(10) . . . . ?
C25 C26 C27 C28 -0.9(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.660
_refine_diff_density_min         -0.511
_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_1
_database_code_depnum_ccdc_archive 'CCDC 1455559'
_audit_update_record             
;
2016-02-24 deposited with the CCDC.
2016-06-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT375_1                   
;
PROBLEM: Strange C-O-H Geometry (C-O  &gt;   1.45 Ang) .....         O2 Check
RESPONSE: This is casued by solvent molecule
;

# Added during the CSD deposition process: Wednesday 24th of February 2016 12:51:56 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H27 Cl2 N5 O Zn'
_chemical_formula_weight         681.90

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'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/n  '

loop_
_symmetry_equiv_pos_as_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                   14.796(5)
_cell_length_b                   14.776(5)
_cell_length_c                   16.532(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 114.555(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     3287.4(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9964
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      26.68

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1400
_exptl_absorpt_coefficient_mu    0.946
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.7644
_exptl_absorpt_correction_T_max  0.8333
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71069
_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       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22889
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_av_sigmaI/netI    0.0227
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.56
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5792
_reflns_number_gt                4939
_reflns_threshold_expression     >2sigma(I)

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

_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)+(0.1405P)²+8.0163P] 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     SHELXL
_refine_ls_extinction_coef       0.0007(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5792
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0729
_refine_ls_R_factor_gt           0.0642
_refine_ls_wR_factor_ref         0.2179
_refine_ls_wR_factor_gt          0.2056
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.014
_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
Zn1 Zn 0.64300(4) 1.13262(3) 0.66754(3) 0.0396(2) Uani 1 1 d . . .
Cl1 Cl 0.72438(9) 1.18624(8) 0.58671(8) 0.0486(3) Uani 1 1 d . . .
Cl2 Cl 0.61711(12) 1.23731(11) 0.75498(10) 0.0672(4) Uani 1 1 d . . .
C36 C 0.2705(3) 0.7231(3) 0.9077(3) 0.0335(9) Uani 1 1 d . . .
H36A H 0.2962 0.7269 0.8632 0.050 Uiso 1 1 calc R . .
H36B H 0.2590 0.6609 0.9170 0.050 Uiso 1 1 calc R . .
H36C H 0.3177 0.7486 0.9623 0.050 Uiso 1 1 calc R . .
N1 N 0.3107(3) 0.5294(3) 0.7566(3) 0.0514(11) Uani 1 1 d . . .
N3 N 0.5846(3) 1.0070(2) 0.6793(2) 0.0360(8) Uani 1 1 d . . .
N4 N 0.4924(3) 1.1271(2) 0.5568(3) 0.0418(9) Uani 1 1 d . . .
C17 C 0.4575(3) 0.7598(3) 0.7167(3) 0.0351(9) Uani 1 1 d . . .
N2 N 0.7687(3) 1.0560(3) 0.7640(3) 0.0438(9) Uani 1 1 d . . .
C21 C 0.6021(3) 0.8668(3) 0.7568(3) 0.0356(10) Uani 1 1 d . . .
H21 H 0.6423 0.8273 0.8008 0.043 Uiso 1 1 calc R . .
C23 C 0.4465(3) 0.9060(3) 0.6377(3) 0.0361(9) Uani 1 1 d . . .
H23 H 0.3806 0.8930 0.6009 0.043 Uiso 1 1 calc R . .
C20 C 0.5027(3) 0.8447(3) 0.7042(3) 0.0355(9) Uani 1 1 d . . .
C24 C 0.4891(3) 0.9866(3) 0.6267(3) 0.0343(9) Uani 1 1 d . . .
C25 C 0.4372(3) 1.0553(3) 0.5567(3) 0.0362(9) Uani 1 1 d . . .
C18 C 0.4927(3) 0.7163(3) 0.7999(3) 0.0395(10) Uani 1 1 d . . .
H18 H 0.5483 0.7390 0.8470 0.047 Uiso 1 1 calc R . .
C30 C 0.7460(3) 0.9767(3) 0.7905(3) 0.0384(10) Uani 1 1 d . . .
C22 C 0.6404(3) 0.9483(3) 0.7426(3) 0.0345(9) Uani 1 1 d . . .
C8 C 0.3626(3) 0.4621(3) 0.8209(3) 0.0460(11) Uani 1 1 d . . .
C15 C 0.3304(4) 0.6445(3) 0.6595(3) 0.0474(12) Uani 1 1 d . . .
H15 H 0.2774 0.6194 0.6114 0.057 Uiso 1 1 calc R . .
C14 C 0.3620(3) 0.6045(3) 0.7428(3) 0.0415(10) Uani 1 1 d . . .
C19 C 0.4459(4) 0.6406(3) 0.8125(3) 0.0433(11) Uani 1 1 d . . .
H19 H 0.4703 0.6129 0.8680 0.052 Uiso 1 1 calc R . .
C31 C 0.8179(4) 0.9244(4) 0.8557(4) 0.0527(13) Uani 1 1 d . . .
H31 H 0.8008 0.8707 0.8751 0.063 Uiso 1 1 calc R . .
C29 C 0.4520(4) 1.1906(3) 0.4944(4) 0.0519(12) Uani 1 1 d . . .
H29 H 0.4913 1.2394 0.4937 0.062 Uiso 1 1 calc R . .
C26 C 0.3395(4) 1.0449(3) 0.4938(3) 0.0463(11) Uani 1 1 d . . .
H26 H 0.3027 0.9940 0.4941 0.056 Uiso 1 1 calc R . .
C5 C 0.2060(4) 0.5224(4) 0.7090(3) 0.0481(12) Uani 1 1 d . . .
C16 C 0.3767(3) 0.7210(3) 0.6472(3) 0.0434(11) Uani 1 1 d . . .
H16 H 0.3534 0.7473 0.5910 0.052 Uiso 1 1 calc R . .
C34 C 0.8628(4) 1.0843(4) 0.8003(4) 0.0575(14) Uani 1 1 d . . .
H34 H 0.8779 1.1395 0.7819 0.069 Uiso 1 1 calc R . .
C4 C 0.1644(4) 0.4382(4) 0.6778(4) 0.0586(14) Uani 1 1 d . . .
H4 H 0.2047 0.3872 0.6888 0.070 Uiso 1 1 calc R . .
C27 C 0.2982(4) 1.1128(4) 0.4306(3) 0.0522(13) Uani 1 1 d . . .
H27 H 0.2330 1.1082 0.3883 0.063 Uiso 1 1 calc R . .
C13 C 0.4497(4) 0.4247(4) 0.8249(4) 0.0577(13) Uani 1 1 d . . .
H13 H 0.4770 0.4452 0.7867 0.069 Uiso 1 1 calc R . .
C9 C 0.3245(5) 0.4314(5) 0.8793(4) 0.0685(17) Uani 1 1 d . . .
H9 H 0.2669 0.4572 0.8787 0.082 Uiso 1 1 calc R . .
C28 C 0.3560(4) 1.1877(4) 0.4315(4) 0.0551(13) Uani 1 1 d . . .
H28 H 0.3300 1.2343 0.3906 0.066 Uiso 1 1 calc R . .
C32 C 0.9148(4) 0.9537(4) 0.8910(5) 0.0699(18) Uani 1 1 d . . .
H32 H 0.9644 0.9189 0.9332 0.084 Uiso 1 1 calc R . .
C33 C 0.9384(4) 1.0359(4) 0.8633(4) 0.0665(16) Uani 1 1 d . . .
H33 H 1.0034 1.0574 0.8868 0.080 Uiso 1 1 calc R . .
C11 C 0.4573(5) 0.3249(4) 0.9411(4) 0.0714(17) Uani 1 1 d . . .
H11 H 0.4880 0.2779 0.9805 0.086 Uiso 1 1 calc R . .
C3 C 0.0622(5) 0.4306(5) 0.6300(4) 0.0694(18) Uani 1 1 d . . .
H3 H 0.0341 0.3745 0.6080 0.083 Uiso 1 1 calc R . .
O1 O -0.1500(4) 0.4281(7) 0.5360(4) 0.141(3) Uani 1 1 d . . .
C2 C 0.0021(4) 0.5058(6) 0.6150(4) 0.0729(19) Uani 1 1 d . . .
C10 C 0.3713(6) 0.3629(5) 0.9384(5) 0.083(2) Uani 1 1 d . . .
H10 H 0.3445 0.3421 0.9769 0.099 Uiso 1 1 calc R . .
C6 C 0.1453(4) 0.5972(4) 0.6922(5) 0.0694(17) Uani 1 1 d . . .
H6 H 0.1729 0.6539 0.7118 0.083 Uiso 1 1 calc R . .
C12 C 0.4970(5) 0.3562(4) 0.8860(5) 0.0675(16) Uani 1 1 d . . .
H12 H 0.5563 0.3320 0.8889 0.081 Uiso 1 1 calc R . .
C1 C -0.1077(5) 0.4952(9) 0.5642(5) 0.111(4) Uani 1 1 d . . .
H1 H -0.1459 0.5474 0.5541 0.134 Uiso 1 1 calc R . .
C7 C 0.0430(5) 0.5881(6) 0.6461(6) 0.084(2) Uani 1 1 d . . .
H7 H 0.0023 0.6386 0.6365 0.100 Uiso 1 1 calc R . .
O2 O 0.1627(3) 0.8780(3) 0.9269(3) 0.0574(10) Uani 1 1 d . . .
H2 H 0.1756 0.8666 0.9791 0.086 Uiso 1 1 calc R . .
C37 C 0.1610(8) 0.7819(10) 0.8729(8) 0.161(6) Uani 1 1 d . . .
H37A H 0.1397 0.7962 0.8104 0.193 Uiso 1 1 calc R . .
H37B H 0.1112 0.7423 0.8778 0.193 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 N3 2.091(4) . ?
Zn1 N2 2.196(4) . ?
Zn1 N4 2.221(4) . ?
Zn1 Cl2 2.2559(15) . ?
Zn1 Cl1 2.2806(14) . ?
C36 C37 1.713(14) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
N1 C14 1.415(6) . ?
N1 C8 1.425(7) . ?
N1 C5 1.420(6) . ?
N3 C22 1.347(6) . ?
N3 C24 1.350(6) . ?
N4 C29 1.337(6) . ?
N4 C25 1.339(6) . ?
C17 C16 1.392(6) . ?
C17 C18 1.407(6) . ?
C17 C20 1.477(6) . ?
N2 C34 1.334(6) . ?
N2 C30 1.341(6) . ?
C21 C22 1.390(6) . ?
C21 C20 1.401(6) . ?
C21 H21 0.9300 . ?
C23 C24 1.394(6) . ?
C23 C20 1.400(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.490(6) . ?
C25 C26 1.395(7) . ?
C18 C19 1.377(7) . ?
C18 H18 0.9300 . ?
C30 C31 1.393(7) . ?
C30 C22 1.488(6) . ?
C8 C13 1.378(8) . ?
C8 C9 1.381(8) . ?
C15 C16 1.381(7) . ?
C15 C14 1.389(7) . ?
C15 H15 0.9300 . ?
C14 C19 1.401(7) . ?
C19 H19 0.9300 . ?
C31 C32 1.374(7) . ?
C31 H31 0.9300 . ?
C29 C28 1.369(8) . ?
C29 H29 0.9300 . ?
C26 C27 1.393(7) . ?
C26 H26 0.9300 . ?
C5 C6 1.378(8) . ?
C5 C4 1.390(7) . ?
C16 H16 0.9300 . ?
C34 C33 1.370(8) . ?
C34 H34 0.9300 . ?
C4 C3 1.390(8) . ?
C4 H4 0.9300 . ?
C27 C28 1.394(8) . ?
C27 H27 0.9300 . ?
C13 C12 1.395(8) . ?
C13 H13 0.9300 . ?
C9 C10 1.378(9) . ?
C9 H9 0.9300 . ?
C28 H28 0.9300 . ?
C32 C33 1.393(9) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
C11 C12 1.355(10) . ?
C11 C10 1.375(11) . ?
C11 H11 0.9300 . ?
C3 C2 1.381(10) . ?
C3 H3 0.9300 . ?
O1 C1 1.161(13) . ?
C2 C7 1.360(11) . ?
C2 C1 1.495(9) . ?
C10 H10 0.9300 . ?
C6 C7 1.389(9) . ?
C6 H6 0.9300 . ?
C12 H12 0.9300 . ?
C1 H1 0.9300 . ?
C7 H7 0.9300 . ?
O2 C37 1.671(17) . ?
O2 H2 0.8200 . ?
C37 H37A 0.9700 . ?
C37 H37B 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
N3 Zn1 N2 74.48(14) . . ?
N3 Zn1 N4 74.47(14) . . ?
N2 Zn1 N4 146.79(14) . . ?
N3 Zn1 Cl2 111.25(11) . . ?
N2 Zn1 Cl2 101.90(12) . . ?
N4 Zn1 Cl2 100.04(11) . . ?
N3 Zn1 Cl1 134.61(11) . . ?
N2 Zn1 Cl1 96.37(11) . . ?
N4 Zn1 Cl1 97.04(11) . . ?
Cl2 Zn1 Cl1 114.13(6) . . ?
C37 C36 H36A 109.5 . . ?
C37 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C37 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C14 N1 C8 120.6(4) . . ?
C14 N1 C5 120.2(4) . . ?
C8 N1 C5 119.1(4) . . ?
C22 N3 C24 119.8(4) . . ?
C22 N3 Zn1 120.1(3) . . ?
C24 N3 Zn1 120.1(3) . . ?
C29 N4 C25 118.5(4) . . ?
C29 N4 Zn1 125.7(3) . . ?
C25 N4 Zn1 115.6(3) . . ?
C16 C17 C18 117.5(4) . . ?
C16 C17 C20 121.1(4) . . ?
C18 C17 C20 121.4(4) . . ?
C34 N2 C30 118.9(4) . . ?
C34 N2 Zn1 125.1(3) . . ?
C30 N2 Zn1 115.8(3) . . ?
C22 C21 C20 119.5(4) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C24 C23 C20 120.1(4) . . ?
C24 C23 H23 120.0 . . ?
C20 C23 H23 120.0 . . ?
C21 C20 C23 117.7(4) . . ?
C21 C20 C17 122.0(4) . . ?
C23 C20 C17 120.3(4) . . ?
N3 C24 C23 121.0(4) . . ?
N3 C24 C25 114.3(4) . . ?
C23 C24 C25 124.6(4) . . ?
N4 C25 C26 122.1(4) . . ?
N4 C25 C24 115.0(4) . . ?
C26 C25 C24 122.9(4) . . ?
C19 C18 C17 120.9(4) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
N2 C30 C31 121.5(4) . . ?
N2 C30 C22 115.1(4) . . ?
C31 C30 C22 123.4(4) . . ?
N3 C22 C21 121.8(4) . . ?
N3 C22 C30 113.6(4) . . ?
C21 C22 C30 124.5(4) . . ?
C13 C8 C9 118.7(5) . . ?
C13 C8 N1 121.2(5) . . ?
C9 C8 N1 120.1(5) . . ?
C16 C15 C14 120.7(4) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C14 C19 118.2(4) . . ?
C15 C14 N1 120.7(4) . . ?
C19 C14 N1 121.1(4) . . ?
C18 C19 C14 120.9(4) . . ?
C18 C19 H19 119.5 . . ?
C14 C19 H19 119.5 . . ?
C32 C31 C30 118.7(5) . . ?
C32 C31 H31 120.6 . . ?
C30 C31 H31 120.6 . . ?
N4 C29 C28 123.7(5) . . ?
N4 C29 H29 118.2 . . ?
C28 C29 H29 118.2 . . ?
C25 C26 C27 118.4(5) . . ?
C25 C26 H26 120.8 . . ?
C27 C26 H26 120.8 . . ?
C6 C5 C4 119.5(5) . . ?
C6 C5 N1 121.5(5) . . ?
C4 C5 N1 119.0(5) . . ?
C15 C16 C17 121.6(4) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 H16 119.2 . . ?
N2 C34 C33 123.2(5) . . ?
N2 C34 H34 118.4 . . ?
C33 C34 H34 118.4 . . ?
C3 C4 C5 119.5(6) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C26 C27 C28 119.2(5) . . ?
C26 C27 H27 120.4 . . ?
C28 C27 H27 120.4 . . ?
C8 C13 C12 120.2(5) . . ?
C8 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C10 C9 C8 120.5(6) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C29 C28 C27 118.1(5) . . ?
C29 C28 H28 120.9 . . ?
C27 C28 H28 120.9 . . ?
C31 C32 C33 119.7(5) . . ?
C31 C32 H32 120.2 . . ?
C33 C32 H32 120.2 . . ?
C34 C33 C32 117.9(5) . . ?
C34 C33 H33 121.1 . . ?
C32 C33 H33 121.1 . . ?
C12 C11 C10 119.5(6) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C4 C3 C2 120.3(6) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C7 C2 C3 120.0(5) . . ?
C7 C2 C1 121.1(8) . . ?
C3 C2 C1 119.0(8) . . ?
C11 C10 C9 120.6(6) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C5 C6 C7 120.2(6) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
C11 C12 C13 120.5(6) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
O1 C1 C2 126.5(11) . . ?
O1 C1 H1 116.8 . . ?
C2 C1 H1 116.8 . . ?
C2 C7 C6 120.4(7) . . ?
C2 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C37 O2 H2 109.5 . . ?
O2 C37 C36 116.7(7) . . ?
O2 C37 H37A 108.1 . . ?
C36 C37 H37A 108.1 . . ?
O2 C37 H37B 108.1 . . ?
C36 C37 H37B 108.1 . . ?
H37A C37 H37B 107.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Zn1 N3 C22 8.8(3) . . . . ?
N4 Zn1 N3 C22 176.9(4) . . . . ?
Cl2 Zn1 N3 C22 -88.2(3) . . . . ?
Cl1 Zn1 N3 C22 92.4(3) . . . . ?
N2 Zn1 N3 C24 -174.9(4) . . . . ?
N4 Zn1 N3 C24 -6.8(3) . . . . ?
Cl2 Zn1 N3 C24 88.1(3) . . . . ?
Cl1 Zn1 N3 C24 -91.3(3) . . . . ?
N3 Zn1 N4 C29 -177.2(4) . . . . ?
N2 Zn1 N4 C29 -155.9(4) . . . . ?
Cl2 Zn1 N4 C29 73.3(4) . . . . ?
Cl1 Zn1 N4 C29 -42.8(4) . . . . ?
N3 Zn1 N4 C25 6.3(3) . . . . ?
N2 Zn1 N4 C25 27.6(5) . . . . ?
Cl2 Zn1 N4 C25 -103.2(3) . . . . ?
Cl1 Zn1 N4 C25 140.7(3) . . . . ?
N3 Zn1 N2 C34 175.3(5) . . . . ?
N4 Zn1 N2 C34 154.0(4) . . . . ?
Cl2 Zn1 N2 C34 -75.7(5) . . . . ?
Cl1 Zn1 N2 C34 40.7(5) . . . . ?
N3 Zn1 N2 C30 -8.1(3) . . . . ?
N4 Zn1 N2 C30 -29.4(5) . . . . ?
Cl2 Zn1 N2 C30 101.0(3) . . . . ?
Cl1 Zn1 N2 C30 -142.7(3) . . . . ?
C22 C21 C20 C23 1.3(6) . . . . ?
C22 C21 C20 C17 -179.2(4) . . . . ?
C24 C23 C20 C21 -1.2(6) . . . . ?
C24 C23 C20 C17 179.3(4) . . . . ?
C16 C17 C20 C21 -154.3(5) . . . . ?
C18 C17 C20 C21 27.4(7) . . . . ?
C16 C17 C20 C23 25.1(7) . . . . ?
C18 C17 C20 C23 -153.1(4) . . . . ?
C22 N3 C24 C23 1.0(6) . . . . ?
Zn1 N3 C24 C23 -175.3(3) . . . . ?
C22 N3 C24 C25 -177.3(4) . . . . ?
Zn1 N3 C24 C25 6.4(5) . . . . ?
C20 C23 C24 N3 0.1(6) . . . . ?
C20 C23 C24 C25 178.2(4) . . . . ?
C29 N4 C25 C26 0.1(7) . . . . ?
Zn1 N4 C25 C26 176.8(4) . . . . ?
C29 N4 C25 C24 178.2(4) . . . . ?
Zn1 N4 C25 C24 -5.1(5) . . . . ?
N3 C24 C25 N4 -0.5(6) . . . . ?
C23 C24 C25 N4 -178.7(4) . . . . ?
N3 C24 C25 C26 177.6(4) . . . . ?
C23 C24 C25 C26 -0.7(7) . . . . ?
C16 C17 C18 C19 -2.8(7) . . . . ?
C20 C17 C18 C19 175.6(4) . . . . ?
C34 N2 C30 C31 1.1(8) . . . . ?
Zn1 N2 C30 C31 -175.8(4) . . . . ?
C34 N2 C30 C22 -176.6(5) . . . . ?
Zn1 N2 C30 C22 6.6(5) . . . . ?
C24 N3 C22 C21 -0.9(6) . . . . ?
Zn1 N3 C22 C21 175.4(3) . . . . ?
C24 N3 C22 C30 175.5(4) . . . . ?
Zn1 N3 C22 C30 -8.2(5) . . . . ?
C20 C21 C22 N3 -0.3(7) . . . . ?
C20 C21 C22 C30 -176.3(4) . . . . ?
N2 C30 C22 N3 0.6(6) . . . . ?
C31 C30 C22 N3 -177.0(5) . . . . ?
N2 C30 C22 C21 177.0(4) . . . . ?
C31 C30 C22 C21 -0.6(7) . . . . ?
C14 N1 C8 C13 -47.7(7) . . . . ?
C5 N1 C8 C13 135.0(6) . . . . ?
C14 N1 C8 C9 133.9(6) . . . . ?
C5 N1 C8 C9 -43.4(8) . . . . ?
C16 C15 C14 C19 -3.9(8) . . . . ?
C16 C15 C14 N1 176.1(5) . . . . ?
C8 N1 C14 C15 148.6(5) . . . . ?
C5 N1 C14 C15 -34.1(7) . . . . ?
C8 N1 C14 C19 -31.4(7) . . . . ?
C5 N1 C14 C19 145.9(5) . . . . ?
C17 C18 C19 C14 0.1(8) . . . . ?
C15 C14 C19 C18 3.3(8) . . . . ?
N1 C14 C19 C18 -176.8(5) . . . . ?
N2 C30 C31 C32 -2.4(8) . . . . ?
C22 C30 C31 C32 175.1(5) . . . . ?
C25 N4 C29 C28 1.8(8) . . . . ?
Zn1 N4 C29 C28 -174.6(4) . . . . ?
N4 C25 C26 C27 -1.4(7) . . . . ?
C24 C25 C26 C27 -179.3(4) . . . . ?
C14 N1 C5 C6 -38.6(8) . . . . ?
C8 N1 C5 C6 138.7(6) . . . . ?
C14 N1 C5 C4 140.5(5) . . . . ?
C8 N1 C5 C4 -42.2(7) . . . . ?
C14 C15 C16 C17 1.3(8) . . . . ?
C18 C17 C16 C15 2.1(7) . . . . ?
C20 C17 C16 C15 -176.3(5) . . . . ?
C30 N2 C34 C33 0.5(9) . . . . ?
Zn1 N2 C34 C33 177.0(5) . . . . ?
C6 C5 C4 C3 0.1(9) . . . . ?
N1 C5 C4 C3 -179.0(5) . . . . ?
C25 C26 C27 C28 0.8(8) . . . . ?
C9 C8 C13 C12 1.0(9) . . . . ?
N1 C8 C13 C12 -177.4(5) . . . . ?
C13 C8 C9 C10 -2.0(10) . . . . ?
N1 C8 C9 C10 176.5(6) . . . . ?
N4 C29 C28 C27 -2.3(8) . . . . ?
C26 C27 C28 C29 0.9(8) . . . . ?
C30 C31 C32 C33 2.2(10) . . . . ?
N2 C34 C33 C32 -0.6(11) . . . . ?
C31 C32 C33 C34 -0.7(11) . . . . ?
C5 C4 C3 C2 -1.2(9) . . . . ?
C4 C3 C2 C7 0.8(10) . . . . ?
C4 C3 C2 C1 -179.4(6) . . . . ?
C12 C11 C10 C9 1.0(12) . . . . ?
C8 C9 C10 C11 1.0(12) . . . . ?
C4 C5 C6 C7 1.4(10) . . . . ?
N1 C5 C6 C7 -179.5(6) . . . . ?
C10 C11 C12 C13 -2.0(11) . . . . ?
C8 C13 C12 C11 1.0(10) . . . . ?
C7 C2 C1 O1 -178.8(8) . . . . ?
C3 C2 C1 O1 1.4(12) . . . . ?
C3 C2 C7 C6 0.7(11) . . . . ?
C1 C2 C7 C6 -179.1(7) . . . . ?
C5 C6 C7 C2 -1.8(12) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.957
_refine_diff_density_min         -0.572
_refine_diff_density_rms         0.110
