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

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

data_bbib
_database_code_depnum_ccdc_archive 'CCDC 1846912'
_audit_update_record             
;
2018-06-03 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_audit_creation_date             2018-06-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C20 H14 N4'
_chemical_formula_sum            'C20 H14 N4'
_chemical_formula_weight         310.35
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.2852(5)
_cell_length_b                   9.4826(5)
_cell_length_c                   18.6899(9)
_cell_angle_alpha                94.9130(10)
_cell_angle_beta                 91.4460(10)
_cell_angle_gamma                112.4880(10)
_cell_volume                     1511.88(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9948
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.43
_cell_measurement_theta_min      2.87
_shelx_estimated_absorpt_T_max   0.971
_shelx_estimated_absorpt_T_min   0.961
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  0.9712
_exptl_absorpt_correction_T_min  0.9608
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.35
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_unetI/netI     0.0236
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            16173
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.009
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_min         2.869
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4411
_reflns_number_total             5297
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.147
_refine_diff_density_min         -0.148
_refine_diff_density_rms         0.030
_refine_ls_extinction_coef       0.057(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     434
_refine_ls_number_reflns         5297
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0355
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0338P)²+0.4969P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0807
_refine_ls_wR_factor_ref         0.0876
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C6(H6), C9(H9), C1(H1), C11(H11), C3(H3), C14(H14), C10(H10),
 C5(H5), C4(H4), C16(H16), C19(H19), C17(H17), C18(H18), C33(H33), C26(H26),
 C29(H29), C21(H21), C30(H30), C31(H31), C24(H24), C39(H39), C25(H25), C23(H23),
  C34(H34), C36(H36), C37(H37), C38(H38)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N3 N -0.14714(13) 0.63487(13) 0.38137(6) 0.0316(3) Uani 1 1 d . . . . .
N2 N 0.22132(13) 0.38931(13) 0.35659(6) 0.0302(3) Uani 1 1 d . . . . .
N1 N 0.27294(14) 0.25500(14) 0.26331(6) 0.0368(3) Uani 1 1 d . . . . .
C13 C 0.03820(16) 0.51346(16) 0.36970(7) 0.0304(3) Uani 1 1 d . . . . .
H13 H -0.023276 0.448661 0.330849 0.036 Uiso 1 1 calc R . . . .
C8 C 0.17488(16) 0.50124(15) 0.39327(8) 0.0298(3) Uani 1 1 d . . . . .
C7 C 0.27719(15) 0.28932(15) 0.38609(7) 0.0281(3) Uani 1 1 d . . . . .
N4 N -0.40006(15) 0.55594(15) 0.34529(7) 0.0425(3) Uani 1 1 d . . . . .
C6 C 0.29805(17) 0.26102(17) 0.45624(8) 0.0356(3) Uani 1 1 d . . . . .
H6 H 0.276051 0.316002 0.495095 0.043 Uiso 1 1 calc R . . . .
C12 C -0.00542(16) 0.62376(16) 0.40492(8) 0.0304(3) Uani 1 1 d . . . . .
C9 C 0.26749(17) 0.59774(16) 0.45071(8) 0.0362(3) Uani 1 1 d . . . . .
H9 H 0.360390 0.590190 0.465569 0.043 Uiso 1 1 calc R . . . .
C1 C 0.22351(17) 0.36199(17) 0.28380(8) 0.0353(3) Uani 1 1 d . . . . .
H1 H 0.192137 0.415649 0.251517 0.042 Uiso 1 1 calc R . . . .
C2 C 0.30792(15) 0.20691(16) 0.32731(7) 0.0300(3) Uani 1 1 d . . . . .
C20 C -0.32830(16) 0.71413(17) 0.34428(8) 0.0335(3) Uani 1 1 d . . . . .
C11 C 0.08397(17) 0.71919(17) 0.46321(8) 0.0365(3) Uani 1 1 d . . . . .
H11 H 0.052731 0.791905 0.487049 0.044 Uiso 1 1 calc R . . . .
C15 C -0.17098(16) 0.76602(16) 0.36707(7) 0.0301(3) Uani 1 1 d . . . . .
C3 C 0.36632(17) 0.09457(17) 0.33809(8) 0.0359(3) Uani 1 1 d . . . . .
H3 H 0.390021 0.040380 0.299461 0.043 Uiso 1 1 calc R . . . .
C14 C -0.28848(17) 0.51585(17) 0.36700(8) 0.0394(4) Uani 1 1 d . . . . .
H14 H -0.303600 0.414623 0.372300 0.047 Uiso 1 1 calc R . . . .
C10 C 0.22027(18) 0.70535(17) 0.48569(9) 0.0394(4) Uani 1 1 d . . . . .
H10 H 0.281037 0.769371 0.524898 0.047 Uiso 1 1 calc R . . . .
C5 C 0.35286(18) 0.14772(18) 0.46575(8) 0.0398(4) Uani 1 1 d . . . . .
H5 H 0.367049 0.124675 0.512117 0.048 Uiso 1 1 calc R . . . .
C4 C 0.38769(17) 0.06655(17) 0.40756(9) 0.0395(4) Uani 1 1 d . . . . .
H4 H 0.426215 -0.008148 0.416023 0.047 Uiso 1 1 calc R . . . .
C16 C -0.07154(18) 0.91895(18) 0.37046(9) 0.0418(4) Uani 1 1 d . . . . .
H16 H 0.033455 0.952455 0.385569 0.050 Uiso 1 1 calc R . . . .
C19 C -0.39104(19) 0.8178(2) 0.32409(9) 0.0437(4) Uani 1 1 d . . . . .
H19 H -0.495925 0.785206 0.308947 0.052 Uiso 1 1 calc R . . . .
C17 C -0.1370(2) 1.0185(2) 0.35021(10) 0.0505(4) Uani 1 1 d . . . . .
H17 H -0.074356 1.122357 0.351941 0.061 Uiso 1 1 calc R . . . .
C18 C -0.2936(2) 0.9689(2) 0.32725(10) 0.0504(4) Uani 1 1 d . . . . .
H18 H -0.332833 1.040116 0.313750 0.060 Uiso 1 1 calc R . . . .
N6 N 0.59658(13) 0.28803(13) 0.13969(6) 0.0299(3) Uani 1 1 d . . . . .
N7 N 0.34942(13) 0.65209(13) 0.12373(6) 0.0333(3) Uani 1 1 d . . . . .
N5 N 0.73421(15) 0.25727(14) 0.23300(7) 0.0381(3) Uani 1 1 d . . . . .
C33 C 0.47289(16) 0.46912(16) 0.13064(7) 0.0305(3) Uani 1 1 d . . . . .
H33 H 0.533020 0.527697 0.171221 0.037 Uiso 1 1 calc R . . . .
C32 C 0.36678(16) 0.51458(16) 0.09632(8) 0.0311(3) Uani 1 1 d . . . . .
N8 N 0.41595(15) 0.90094(15) 0.16175(8) 0.0467(4) Uani 1 1 d . . . . .
C28 C 0.48872(15) 0.33536(15) 0.10393(7) 0.0287(3) Uani 1 1 d . . . . .
C27 C 0.69774(15) 0.22571(15) 0.11017(7) 0.0284(3) Uani 1 1 d . . . . .
C26 C 0.72860(17) 0.19268(17) 0.04006(8) 0.0364(3) Uani 1 1 d . . . . .
H26 H 0.673476 0.207177 0.001039 0.044 Uiso 1 1 calc R . . . .
C29 C 0.39826(17) 0.24719(17) 0.04429(8) 0.0363(3) Uani 1 1 d . . . . .
H29 H 0.407395 0.156196 0.027089 0.044 Uiso 1 1 calc R . . . .
C21 C 0.62564(17) 0.30248(17) 0.21251(8) 0.0348(3) Uani 1 1 d . . . . .
H21 H 0.572085 0.341467 0.244760 0.042 Uiso 1 1 calc R . . . .
C22 C 0.78123(16) 0.20666(15) 0.16923(8) 0.0317(3) Uani 1 1 d . . . . .
C30 C 0.29384(18) 0.29560(18) 0.01037(8) 0.0402(4) Uani 1 1 d . . . . .
H30 H 0.233534 0.236991 -0.030172 0.048 Uiso 1 1 calc R . . . .
C40 C 0.21054(16) 0.67082(16) 0.13589(8) 0.0322(3) Uani 1 1 d . . . . .
C31 C 0.27771(17) 0.42905(17) 0.03561(8) 0.0377(4) Uani 1 1 d . . . . .
H31 H 0.207917 0.461250 0.012182 0.045 Uiso 1 1 calc R . . . .
C24 C 0.92566(19) 0.11358(18) 0.08914(9) 0.0433(4) Uani 1 1 d . . . . .
H24 H 1.001895 0.073982 0.080871 0.052 Uiso 1 1 calc R . . . .
C39 C 0.05636(18) 0.56874(18) 0.12971(9) 0.0443(4) Uani 1 1 d . . . . .
H39 H 0.028090 0.465555 0.113738 0.053 Uiso 1 1 calc R . . . .
C35 C 0.25479(17) 0.82572(17) 0.15966(8) 0.0359(3) Uani 1 1 d . . . . .
C25 C 0.84471(19) 0.13736(19) 0.03079(9) 0.0434(4) Uani 1 1 d . . . . .
H25 H 0.869658 0.115334 -0.015590 0.052 Uiso 1 1 calc R . . . .
C23 C 0.89551(18) 0.14725(17) 0.15854(9) 0.0392(4) Uani 1 1 d . . . . .
H23 H 0.949872 0.130836 0.197309 0.047 Uiso 1 1 calc R . . . .
C34 C 0.46531(18) 0.79448(18) 0.14069(9) 0.0423(4) Uani 1 1 d . . . . .
H34 H 0.570677 0.813125 0.137352 0.051 Uiso 1 1 calc R . . . .
C36 C 0.1420(2) 0.88366(19) 0.17759(9) 0.0454(4) Uani 1 1 d . . . . .
H36 H 0.169358 0.987168 0.192579 0.054 Uiso 1 1 calc R . . . .
C37 C -0.0110(2) 0.7826(2) 0.17236(10) 0.0504(4) Uani 1 1 d . . . . .
H37 H -0.088506 0.817898 0.185033 0.060 Uiso 1 1 calc R . . . .
C38 C -0.0527(2) 0.6281(2) 0.14846(11) 0.0535(5) Uani 1 1 d . . . . .
H38 H -0.157753 0.563174 0.145086 0.064 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
N3 C12 1.4217(17) . ?
N3 C15 1.3898(17) . ?
N3 C14 1.3658(19) . ?
N2 C8 1.4222(17) . ?
N2 C7 1.3870(17) . ?
N2 C1 1.3651(18) . ?
N1 C1 1.2981(18) . ?
N1 C2 1.3897(18) . ?
C13 H13 0.9300 . ?
C13 C8 1.3825(19) . ?
C13 C12 1.3824(19) . ?
C8 C9 1.383(2) . ?
C7 C6 1.384(2) . ?
C7 C2 1.3923(19) . ?
N4 C20 1.3912(19) . ?
N4 C14 1.2995(19) . ?
C6 H6 0.9300 . ?
C6 C5 1.375(2) . ?
C12 C11 1.381(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.380(2) . ?
C1 H1 0.9300 . ?
C2 C3 1.3937(19) . ?
C20 C15 1.3930(19) . ?
C20 C19 1.392(2) . ?
C11 H11 0.9300 . ?
C11 C10 1.380(2) . ?
C15 C16 1.384(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.372(2) . ?
C14 H14 0.9300 . ?
C10 H10 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.394(2) . ?
C4 H4 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.375(2) . ?
C19 H19 0.9300 . ?
C19 C18 1.367(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.389(2) . ?
C18 H18 0.9300 . ?
N6 C28 1.4185(17) . ?
N6 C27 1.3896(17) . ?
N6 C21 1.3657(18) . ?
N7 C32 1.4280(17) . ?
N7 C40 1.3889(18) . ?
N7 C34 1.3709(19) . ?
N5 C21 1.2984(18) . ?
N5 C22 1.3892(18) . ?
C33 H33 0.9300 . ?
C33 C32 1.3814(19) . ?
C33 C28 1.3847(19) . ?
C32 C31 1.382(2) . ?
N8 C35 1.388(2) . ?
N8 C34 1.296(2) . ?
C28 C29 1.380(2) . ?
C27 C26 1.384(2) . ?
C27 C22 1.3965(19) . ?
C26 H26 0.9300 . ?
C26 C25 1.376(2) . ?
C29 H29 0.9300 . ?
C29 C30 1.383(2) . ?
C21 H21 0.9300 . ?
C22 C23 1.390(2) . ?
C30 H30 0.9300 . ?
C30 C31 1.376(2) . ?
C40 C39 1.383(2) . ?
C40 C35 1.393(2) . ?
C31 H31 0.9300 . ?
C24 H24 0.9300 . ?
C24 C25 1.391(2) . ?
C24 C23 1.371(2) . ?
C39 H39 0.9300 . ?
C39 C38 1.374(2) . ?
C35 C36 1.392(2) . ?
C25 H25 0.9300 . ?
C23 H23 0.9300 . ?
C34 H34 0.9300 . ?
C36 H36 0.9300 . ?
C36 C37 1.372(2) . ?
C37 H37 0.9300 . ?
C37 C38 1.393(2) . ?
C38 H38 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C15 N3 C12 127.86(12) . . ?
C14 N3 C12 126.23(12) . . ?
C14 N3 C15 105.90(11) . . ?
C7 N2 C8 128.07(12) . . ?
C1 N2 C8 126.09(11) . . ?
C1 N2 C7 105.81(11) . . ?
C1 N1 C2 104.05(12) . . ?
C8 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C12 C13 C8 118.79(13) . . ?
C13 C8 N2 118.99(12) . . ?
C13 C8 C9 120.99(13) . . ?
C9 C8 N2 120.01(12) . . ?
N2 C7 C2 105.00(12) . . ?
C6 C7 N2 132.65(13) . . ?
C6 C7 C2 122.31(13) . . ?
C14 N4 C20 104.22(12) . . ?
C7 C6 H6 121.6 . . ?
C5 C6 C7 116.81(13) . . ?
C5 C6 H6 121.6 . . ?
C13 C12 N3 118.81(12) . . ?
C11 C12 N3 120.11(12) . . ?
C11 C12 C13 121.06(13) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 C8 119.14(13) . . ?
C10 C9 H9 120.4 . . ?
N2 C1 H1 122.7 . . ?
N1 C1 N2 114.54(13) . . ?
N1 C1 H1 122.7 . . ?
N1 C2 C7 110.60(12) . . ?
N1 C2 C3 129.38(13) . . ?
C7 C2 C3 120.02(13) . . ?
N4 C20 C15 110.52(12) . . ?
N4 C20 C19 129.55(14) . . ?
C19 C20 C15 119.92(14) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 C12 119.18(13) . . ?
C10 C11 H11 120.4 . . ?
N3 C15 C20 104.98(12) . . ?
C16 C15 N3 132.46(13) . . ?
C16 C15 C20 122.55(13) . . ?
C2 C3 H3 121.1 . . ?
C4 C3 C2 117.83(14) . . ?
C4 C3 H3 121.1 . . ?
N3 C14 H14 122.8 . . ?
N4 C14 N3 114.37(13) . . ?
N4 C14 H14 122.8 . . ?
C9 C10 C11 120.83(14) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C6 C5 H5 119.2 . . ?
C6 C5 C4 121.61(14) . . ?
C4 C5 H5 119.2 . . ?
C3 C4 C5 121.38(14) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
C15 C16 H16 121.9 . . ?
C17 C16 C15 116.15(15) . . ?
C17 C16 H16 121.9 . . ?
C20 C19 H19 121.1 . . ?
C18 C19 C20 117.86(14) . . ?
C18 C19 H19 121.1 . . ?
C16 C17 H17 118.9 . . ?
C16 C17 C18 122.17(16) . . ?
C18 C17 H17 118.9 . . ?
C19 C18 C17 121.35(15) . . ?
C19 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
C27 N6 C28 128.81(12) . . ?
C21 N6 C28 125.23(12) . . ?
C21 N6 C27 105.89(11) . . ?
C40 N7 C32 127.03(12) . . ?
C34 N7 C32 127.39(12) . . ?
C34 N7 C40 105.53(12) . . ?
C21 N5 C22 104.26(12) . . ?
C32 C33 H33 120.4 . . ?
C32 C33 C28 119.27(13) . . ?
C28 C33 H33 120.4 . . ?
C33 C32 N7 119.56(12) . . ?
C33 C32 C31 120.85(13) . . ?
C31 C32 N7 119.59(12) . . ?
C34 N8 C35 104.33(13) . . ?
C33 C28 N6 119.18(12) . . ?
C29 C28 N6 120.30(12) . . ?
C29 C28 C33 120.50(12) . . ?
N6 C27 C22 104.87(12) . . ?
C26 C27 N6 132.89(13) . . ?
C26 C27 C22 122.15(13) . . ?
C27 C26 H26 121.6 . . ?
C25 C26 C27 116.86(14) . . ?
C25 C26 H26 121.6 . . ?
C28 C29 H29 120.4 . . ?
C28 C29 C30 119.26(13) . . ?
C30 C29 H29 120.4 . . ?
N6 C21 H21 122.8 . . ?
N5 C21 N6 114.46(13) . . ?
N5 C21 H21 122.8 . . ?
N5 C22 C27 110.52(12) . . ?
N5 C22 C23 129.53(13) . . ?
C23 C22 C27 119.94(13) . . ?
C29 C30 H30 119.5 . . ?
C31 C30 C29 121.07(14) . . ?
C31 C30 H30 119.5 . . ?
N7 C40 C35 105.14(12) . . ?
C39 C40 N7 132.30(13) . . ?
C39 C40 C35 122.54(13) . . ?
C32 C31 H31 120.5 . . ?
C30 C31 C32 119.02(13) . . ?
C30 C31 H31 120.5 . . ?
C25 C24 H24 119.3 . . ?
C23 C24 H24 119.3 . . ?
C23 C24 C25 121.44(14) . . ?
C40 C39 H39 121.8 . . ?
C38 C39 C40 116.32(15) . . ?
C38 C39 H39 121.8 . . ?
N8 C35 C40 110.53(13) . . ?
N8 C35 C36 129.36(14) . . ?
C36 C35 C40 120.11(14) . . ?
C26 C25 C24 121.59(15) . . ?
C26 C25 H25 119.2 . . ?
C24 C25 H25 119.2 . . ?
C22 C23 H23 121.0 . . ?
C24 C23 C22 117.99(14) . . ?
C24 C23 H23 121.0 . . ?
N7 C34 H34 122.8 . . ?
N8 C34 N7 114.47(14) . . ?
N8 C34 H34 122.8 . . ?
C35 C36 H36 121.2 . . ?
C37 C36 C35 117.60(15) . . ?
C37 C36 H36 121.2 . . ?
C36 C37 H37 119.3 . . ?
C36 C37 C38 121.34(15) . . ?
C38 C37 H37 119.3 . . ?
C39 C38 C37 122.07(16) . . ?
C39 C38 H38 119.0 . . ?
C37 C38 H38 119.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 C12 C11 C10 179.28(14) . . . . ?
N3 C15 C16 C17 178.40(15) . . . . ?
N2 C8 C9 C10 -179.87(13) . . . . ?
N2 C7 C6 C5 177.98(14) . . . . ?
N2 C7 C2 N1 0.32(15) . . . . ?
N2 C7 C2 C3 -179.92(12) . . . . ?
N1 C2 C3 C4 -178.59(14) . . . . ?
C13 C8 C9 C10 1.4(2) . . . . ?
C13 C12 C11 C10 1.1(2) . . . . ?
C8 N2 C7 C6 3.5(2) . . . . ?
C8 N2 C7 C2 -178.88(12) . . . . ?
C8 N2 C1 N1 179.01(13) . . . . ?
C8 C13 C12 N3 -179.08(12) . . . . ?
C8 C13 C12 C11 -0.8(2) . . . . ?
C8 C9 C10 C11 -1.2(2) . . . . ?
C7 N2 C8 C13 -135.35(14) . . . . ?
C7 N2 C8 C9 45.9(2) . . . . ?
C7 N2 C1 N1 0.63(17) . . . . ?
C7 C6 C5 C4 0.8(2) . . . . ?
C7 C2 C3 C4 1.7(2) . . . . ?
N4 C20 C15 N3 0.71(16) . . . . ?
N4 C20 C15 C16 179.28(14) . . . . ?
N4 C20 C19 C18 -179.15(16) . . . . ?
C6 C7 C2 N1 178.22(13) . . . . ?
C6 C7 C2 C3 -2.0(2) . . . . ?
C6 C5 C4 C3 -1.1(2) . . . . ?
C12 N3 C15 C20 178.65(13) . . . . ?
C12 N3 C15 C16 0.3(3) . . . . ?
C12 N3 C14 N4 -179.16(13) . . . . ?
C12 C13 C8 N2 -179.16(12) . . . . ?
C12 C13 C8 C9 -0.4(2) . . . . ?
C12 C11 C10 C9 -0.1(2) . . . . ?
C1 N2 C8 C13 46.6(2) . . . . ?
C1 N2 C8 C9 -132.15(15) . . . . ?
C1 N2 C7 C6 -178.13(15) . . . . ?
C1 N2 C7 C2 -0.54(14) . . . . ?
C1 N1 C2 C7 0.04(16) . . . . ?
C1 N1 C2 C3 -179.69(15) . . . . ?
C2 N1 C1 N2 -0.42(17) . . . . ?
C2 C7 C6 C5 0.7(2) . . . . ?
C2 C3 C4 C5 -0.2(2) . . . . ?
C20 N4 C14 N3 0.57(18) . . . . ?
C20 C15 C16 C17 0.3(2) . . . . ?
C20 C19 C18 C17 -0.4(3) . . . . ?
C15 N3 C12 C13 -131.59(15) . . . . ?
C15 N3 C12 C11 50.2(2) . . . . ?
C15 N3 C14 N4 -0.14(18) . . . . ?
C15 C20 C19 C18 0.3(2) . . . . ?
C15 C16 C17 C18 -0.3(3) . . . . ?
C14 N3 C12 C13 47.2(2) . . . . ?
C14 N3 C12 C11 -131.04(16) . . . . ?
C14 N3 C15 C20 -0.35(15) . . . . ?
C14 N3 C15 C16 -178.72(16) . . . . ?
C14 N4 C20 C15 -0.78(17) . . . . ?
C14 N4 C20 C19 178.70(16) . . . . ?
C16 C17 C18 C19 0.4(3) . . . . ?
C19 C20 C15 N3 -178.83(13) . . . . ?
C19 C20 C15 C16 -0.3(2) . . . . ?
N6 C28 C29 C30 179.95(13) . . . . ?
N6 C27 C26 C25 176.73(15) . . . . ?
N6 C27 C22 N5 -0.66(15) . . . . ?
N6 C27 C22 C23 -179.29(13) . . . . ?
N7 C32 C31 C30 -179.04(14) . . . . ?
N7 C40 C39 C38 178.28(16) . . . . ?
N7 C40 C35 N8 0.36(17) . . . . ?
N7 C40 C35 C36 -179.39(14) . . . . ?
N5 C22 C23 C24 -176.30(15) . . . . ?
C33 C32 C31 C30 1.3(2) . . . . ?
C33 C28 C29 C30 1.5(2) . . . . ?
C32 N7 C40 C39 3.9(3) . . . . ?
C32 N7 C40 C35 -177.58(13) . . . . ?
C32 N7 C34 N8 177.19(14) . . . . ?
C32 C33 C28 N6 -179.35(12) . . . . ?
C32 C33 C28 C29 -0.8(2) . . . . ?
N8 C35 C36 C37 -178.34(16) . . . . ?
C28 N6 C27 C26 1.3(2) . . . . ?
C28 N6 C27 C22 177.54(13) . . . . ?
C28 N6 C21 N5 -177.12(13) . . . . ?
C28 C33 C32 N7 179.76(12) . . . . ?
C28 C33 C32 C31 -0.5(2) . . . . ?
C28 C29 C30 C31 -0.7(2) . . . . ?
C27 N6 C28 C33 -139.32(14) . . . . ?
C27 N6 C28 C29 42.2(2) . . . . ?
C27 N6 C21 N5 0.31(17) . . . . ?
C27 C26 C25 C24 0.9(2) . . . . ?
C27 C22 C23 C24 2.0(2) . . . . ?
C26 C27 C22 N5 176.11(13) . . . . ?
C26 C27 C22 C23 -2.5(2) . . . . ?
C29 C30 C31 C32 -0.6(2) . . . . ?
C21 N6 C28 C33 37.51(19) . . . . ?
C21 N6 C28 C29 -141.00(15) . . . . ?
C21 N6 C27 C26 -176.04(15) . . . . ?
C21 N6 C27 C22 0.23(14) . . . . ?
C21 N5 C22 C27 0.83(16) . . . . ?
C21 N5 C22 C23 179.29(15) . . . . ?
C22 N5 C21 N6 -0.70(17) . . . . ?
C22 C27 C26 C25 1.0(2) . . . . ?
C40 N7 C32 C33 -132.31(15) . . . . ?
C40 N7 C32 C31 48.0(2) . . . . ?
C40 N7 C34 N8 -0.34(18) . . . . ?
C40 C39 C38 C37 0.0(3) . . . . ?
C40 C35 C36 C37 1.4(2) . . . . ?
C39 C40 C35 N8 179.10(14) . . . . ?
C39 C40 C35 C36 -0.7(2) . . . . ?
C35 N8 C34 N7 0.55(19) . . . . ?
C35 C40 C39 C38 -0.1(2) . . . . ?
C35 C36 C37 C38 -1.4(3) . . . . ?
C25 C24 C23 C22 -0.2(2) . . . . ?
C23 C24 C25 C26 -1.4(3) . . . . ?
C34 N7 C32 C33 50.7(2) . . . . ?
C34 N7 C32 C31 -129.04(16) . . . . ?
C34 N7 C40 C39 -178.59(17) . . . . ?
C34 N7 C40 C35 -0.03(16) . . . . ?
C34 N8 C35 C40 -0.55(18) . . . . ?
C34 N8 C35 C36 179.17(17) . . . . ?
C36 C37 C38 C39 0.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3
_database_code_depnum_ccdc_archive 'CCDC 1846916'
_audit_update_record             
;
2018-08-17 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H18 Cd N4 O4'
_chemical_formula_weight         586.87

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'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1 '

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

_cell_length_a                   10.409(2)
_cell_length_b                   11.604(2)
_cell_length_c                   12.093(2)
_cell_angle_alpha                62.633(4)
_cell_angle_beta                 72.031(4)
_cell_angle_gamma                66.239(4)
_cell_volume                     1173.5(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    303(2)
_cell_measurement_reflns_used    9843
_cell_measurement_theta_min      3.33
_cell_measurement_theta_max      27.70

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.23
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.661
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             588
_exptl_absorpt_coefficient_mu    0.975
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7585
_exptl_absorpt_correction_T_max  0.8068
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      303(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 D8 QUEST'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19888
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_sigmaI/netI    0.0160
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.10
_diffrn_reflns_theta_max         25.01
_reflns_number_total             4125
_reflns_number_gt                3969
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker APEX2'
_computing_data_reduction        'Bruker APEX2'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0364P)²+4.0520P] 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         4125
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0267
_refine_ls_wR_factor_ref         0.0848
_refine_ls_wR_factor_gt          0.0837
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.004
_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
C27 C 0.8748(4) 0.8250(4) 0.2063(3) 0.0303(8) Uani 1 1 d . . .
Cd1 Cd 0.65580(2) 0.38205(2) 0.11214(2) 0.02246(10) Uani 1 1 d . . .
O2 O 0.8812(3) 0.3994(3) 0.1072(2) 0.0326(6) Uani 1 1 d . . .
O4 O 1.4920(3) 0.2790(3) 0.2229(3) 0.0358(6) Uani 1 1 d . . .
O1 O 0.8179(3) 0.2253(3) 0.2634(3) 0.0386(7) Uani 1 1 d . . .
N1 N 0.7839(3) 0.2657(3) -0.0185(3) 0.0266(6) Uani 1 1 d . . .
C8 C 1.3822(4) 0.3288(3) 0.1718(3) 0.0257(7) Uani 1 1 d . . .
C3 C 1.0467(4) 0.1530(4) 0.3834(3) 0.0299(8) Uani 1 1 d . . .
H3 H 0.9752 0.1128 0.4288 0.036 Uiso 1 1 calc R . .
C7 C 1.1403(3) 0.3122(3) 0.1948(3) 0.0239(7) Uani 1 1 d . . .
H7 H 1.1311 0.3799 0.1145 0.029 Uiso 1 1 calc R . .
C1 C 0.9014(4) 0.2956(4) 0.2072(3) 0.0265(7) Uani 1 1 d . . .
C2 C 1.0325(3) 0.2531(4) 0.2633(3) 0.0240(7) Uani 1 1 d . . .
N2 N 0.9789(3) 0.1972(3) -0.1481(3) 0.0330(7) Uani 1 1 d . . .
N4 N 0.5574(3) 0.5326(3) 0.2161(3) 0.0310(7) Uani 1 1 d . . .
C6 C 1.2623(3) 0.2697(3) 0.2467(3) 0.0242(7) Uani 1 1 d . . .
C5 C 1.2735(4) 0.1703(4) 0.3677(3) 0.0301(8) Uani 1 1 d . . .
H5 H 1.3541 0.1425 0.4030 0.036 Uiso 1 1 calc R . .
N3 N 0.5952(3) 0.6712(3) 0.2770(3) 0.0317(7) Uani 1 1 d . . .
C10 C 0.8807(4) 0.1446(4) -0.1458(3) 0.0283(8) Uani 1 1 d . . .
C26 C 0.7992(4) 0.9395(4) 0.2340(4) 0.0327(8) Uani 1 1 d . . .
H26 H 0.8431 1.0021 0.2190 0.039 Uiso 1 1 calc R . .
C17 C 0.4493(4) 0.5570(4) 0.3101(4) 0.0307(8) Uani 1 1 d . . .
C28 C 0.8094(4) 0.7309(4) 0.2290(4) 0.0321(8) Uani 1 1 d . . .
H28 H 0.8621 0.6506 0.2160 0.038 Uiso 1 1 calc R . .
O3 O 1.3704(3) 0.4201(3) 0.0660(3) 0.0470(8) Uani 1 1 d . . .
C19 C 0.2398(5) 0.5473(5) 0.4581(4) 0.0453(11) Uani 1 1 d . . .
H19 H 0.1597 0.5183 0.4944 0.054 Uiso 1 1 calc R . .
C23 C 0.6641(4) 0.7588(4) 0.2714(4) 0.0308(8) Uani 1 1 d . . .
C15 C 0.7588(4) 0.1872(4) -0.0662(3) 0.0298(8) Uani 1 1 d . . .
C22 C 0.4700(4) 0.6425(4) 0.3513(4) 0.0325(8) Uani 1 1 d . . .
C25 C 0.6567(4) 0.9599(4) 0.2847(4) 0.0352(9) Uani 1 1 d . . .
H25 H 0.6066 1.0342 0.3080 0.042 Uiso 1 1 calc R . .
C16 C 0.6406(4) 0.6039(4) 0.1976(4) 0.0333(8) Uani 1 1 d . . .
H16 H 0.7212 0.6076 0.1369 0.040 Uiso 1 1 calc R . .
C21 C 0.3793(4) 0.6777(4) 0.4503(4) 0.0388(9) Uani 1 1 d . . .
H21 H 0.3952 0.7307 0.4805 0.047 Uiso 1 1 calc R . .
C24 C 0.5876(4) 0.8724(4) 0.3014(4) 0.0337(8) Uani 1 1 d . . .
H24 H 0.4911 0.8893 0.3323 0.040 Uiso 1 1 calc R . .
C14 C 0.6375(4) 0.1523(4) -0.0417(4) 0.0369(9) Uani 1 1 d . . .
H14 H 0.5576 0.1800 0.0124 0.044 Uiso 1 1 calc R . .
C4 C 1.1657(4) 0.1121(4) 0.4366(4) 0.0342(9) Uani 1 1 d . . .
H4 H 1.1735 0.0462 0.5178 0.041 Uiso 1 1 calc R . .
C12 C 0.7596(5) 0.0339(5) -0.1834(4) 0.0445(10) Uani 1 1 d . . .
H12 H 0.7568 -0.0174 -0.2228 0.053 Uiso 1 1 calc R . .
C11 C 0.8806(4) 0.0671(4) -0.2080(4) 0.0393(9) Uani 1 1 d . . .
H11 H 0.9593 0.0398 -0.2633 0.047 Uiso 1 1 calc R . .
C9 C 0.9145(4) 0.2672(4) -0.0706(4) 0.0366(9) Uani 1 1 d . . .
H9 H 0.9595 0.3125 -0.0558 0.044 Uiso 1 1 calc R . .
C18 C 0.3324(4) 0.5096(4) 0.3639(4) 0.0400(9) Uani 1 1 d . . .
H18 H 0.3177 0.4537 0.3364 0.048 Uiso 1 1 calc R . .
C13 C 0.6411(5) 0.0742(5) -0.1018(4) 0.0412(10) Uani 1 1 d . . .
H13 H 0.5619 0.0480 -0.0870 0.049 Uiso 1 1 calc R . .
C20 C 0.2642(5) 0.6291(5) 0.5008(4) 0.0456(11) Uani 1 1 d . . .
H20 H 0.1999 0.6518 0.5662 0.055 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
C27 C26 1.379(5) . ?
C27 C28 1.392(5) . ?
C27 N2 1.438(5) 2_765 ?
Cd1 O4 2.212(2) 1_455 ?
Cd1 O3 2.302(3) 2_765 ?
Cd1 N1 2.304(3) . ?
Cd1 N4 2.338(3) . ?
Cd1 O2 2.415(2) . ?
Cd1 O1 2.424(3) . ?
O2 C1 1.253(5) . ?
O4 C8 1.264(4) . ?
O4 Cd1 2.212(2) 1_655 ?
O1 C1 1.257(4) . ?
N1 C9 1.314(5) . ?
N1 C15 1.413(5) . ?
C8 O3 1.233(5) . ?
C8 C6 1.507(5) . ?
C3 C2 1.388(5) . ?
C3 C4 1.383(5) . ?
C3 H3 0.9300 . ?
C7 C2 1.393(5) . ?
C7 C6 1.397(5) . ?
C7 H7 0.9300 . ?
C1 C2 1.513(5) . ?
N2 C9 1.364(5) . ?
N2 C10 1.375(5) . ?
N2 C27 1.438(5) 2_765 ?
N4 C16 1.331(5) . ?
N4 C17 1.374(5) . ?
C6 C5 1.390(5) . ?
C5 C4 1.387(5) . ?
C5 H5 0.9300 . ?
N3 C16 1.366(5) . ?
N3 C22 1.403(5) . ?
N3 C23 1.430(5) . ?
C10 C15 1.400(5) . ?
C10 C11 1.413(5) . ?
C26 C25 1.386(5) . ?
C26 H26 0.9300 . ?
C17 C18 1.388(6) . ?
C17 C22 1.404(5) . ?
C28 C23 1.391(5) . ?
C28 H28 0.9300 . ?
O3 Cd1 2.302(3) 2_765 ?
C19 C18 1.364(6) . ?
C19 C20 1.399(7) . ?
C19 H19 0.9300 . ?
C23 C24 1.385(5) . ?
C15 C14 1.385(5) . ?
C22 C21 1.391(5) . ?
C25 C24 1.378(5) . ?
C25 H25 0.9300 . ?
C16 H16 0.9300 . ?
C21 C20 1.379(6) . ?
C21 H21 0.9300 . ?
C24 H24 0.9300 . ?
C14 C13 1.382(6) . ?
C14 H14 0.9300 . ?
C4 H4 0.9300 . ?
C12 C11 1.371(6) . ?
C12 C13 1.387(6) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?
C9 H9 0.9300 . ?
C18 H18 0.9300 . ?
C13 H13 0.9300 . ?
C20 H20 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C26 C27 C28 120.6(3) . . ?
C26 C27 N2 121.0(3) . 2_765 ?
C28 C27 N2 118.3(3) . 2_765 ?
O4 Cd1 O3 126.01(10) 1_455 2_765 ?
O4 Cd1 N1 102.12(10) 1_455 . ?
O3 Cd1 N1 87.40(12) 2_765 . ?
O4 Cd1 N4 90.72(11) 1_455 . ?
O3 Cd1 N4 83.47(12) 2_765 . ?
N1 Cd1 N4 167.02(11) . . ?
O4 Cd1 O2 146.08(10) 1_455 . ?
O3 Cd1 O2 87.09(10) 2_765 . ?
N1 Cd1 O2 84.81(10) . . ?
N4 Cd1 O2 85.53(10) . . ?
O4 Cd1 O1 92.18(9) 1_455 . ?
O3 Cd1 O1 141.43(10) 2_765 . ?
N1 Cd1 O1 89.64(10) . . ?
N4 Cd1 O1 91.75(11) . . ?
O2 Cd1 O1 54.35(9) . . ?
C1 O2 Cd1 91.4(2) . . ?
C8 O4 Cd1 113.9(2) . 1_655 ?
C1 O1 Cd1 90.9(2) . . ?
C9 N1 C15 103.7(3) . . ?
C9 N1 Cd1 119.9(2) . . ?
C15 N1 Cd1 136.4(2) . . ?
O3 C8 O4 123.5(3) . . ?
O3 C8 C6 120.0(3) . . ?
O4 C8 C6 116.5(3) . . ?
C2 C3 C4 120.8(3) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C2 C7 C6 120.0(3) . . ?
C2 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
O2 C1 O1 123.3(3) . . ?
O2 C1 C2 118.3(3) . . ?
O1 C1 C2 118.3(3) . . ?
C3 C2 C7 119.6(3) . . ?
C3 C2 C1 119.8(3) . . ?
C7 C2 C1 120.6(3) . . ?
C9 N2 C10 105.7(3) . . ?
C9 N2 C27 124.5(3) . 2_765 ?
C10 N2 C27 129.5(3) . 2_765 ?
C16 N4 C17 105.4(3) . . ?
C16 N4 Cd1 113.7(2) . . ?
C17 N4 Cd1 139.6(3) . . ?
C5 C6 C7 119.4(3) . . ?
C5 C6 C8 120.0(3) . . ?
C7 C6 C8 120.6(3) . . ?
C6 C5 C4 120.7(3) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C16 N3 C22 106.0(3) . . ?
C16 N3 C23 123.1(3) . . ?
C22 N3 C23 130.7(3) . . ?
N2 C10 C15 106.6(3) . . ?
N2 C10 C11 133.5(3) . . ?
C15 C10 C11 119.8(3) . . ?
C27 C26 C25 119.0(3) . . ?
C27 C26 H26 120.5 . . ?
C25 C26 H26 120.5 . . ?
N4 C17 C18 129.3(4) . . ?
N4 C17 C22 110.1(3) . . ?
C18 C17 C22 120.5(3) . . ?
C23 C28 C27 119.1(3) . . ?
C23 C28 H28 120.4 . . ?
C27 C28 H28 120.4 . . ?
C8 O3 Cd1 168.7(3) . 2_765 ?
C18 C19 C20 120.6(4) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C24 C23 C28 120.5(3) . . ?
C24 C23 N3 121.1(3) . . ?
C28 C23 N3 118.3(3) . . ?
C14 C15 C10 122.4(3) . . ?
C14 C15 N1 128.5(3) . . ?
C10 C15 N1 109.1(3) . . ?
C21 C22 C17 121.8(4) . . ?
C21 C22 N3 132.7(4) . . ?
C17 C22 N3 105.4(3) . . ?
C24 C25 C26 121.4(3) . . ?
C24 C25 H25 119.3 . . ?
C26 C25 H25 119.3 . . ?
N4 C16 N3 113.0(3) . . ?
N4 C16 H16 123.5 . . ?
N3 C16 H16 123.5 . . ?
C20 C21 C22 115.8(4) . . ?
C20 C21 H21 122.1 . . ?
C22 C21 H21 122.1 . . ?
C23 C24 C25 119.0(4) . . ?
C23 C24 H24 120.5 . . ?
C25 C24 H24 120.5 . . ?
C13 C14 C15 116.6(4) . . ?
C13 C14 H14 121.7 . . ?
C15 C14 H14 121.7 . . ?
C3 C4 C5 119.5(3) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C11 C12 C13 122.2(4) . . ?
C11 C12 H12 118.9 . . ?
C13 C12 H12 118.9 . . ?
C12 C11 C10 117.1(4) . . ?
C12 C11 H11 121.4 . . ?
C10 C11 H11 121.4 . . ?
N1 C9 N2 114.8(3) . . ?
N1 C9 H9 122.6 . . ?
N2 C9 H9 122.6 . . ?
C19 C18 C17 118.2(4) . . ?
C19 C18 H18 120.9 . . ?
C17 C18 H18 120.9 . . ?
C14 C13 C12 121.8(4) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C21 C20 C19 123.0(4) . . ?
C21 C20 H20 118.5 . . ?
C19 C20 H20 118.5 . . ?

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
O4 Cd1 O2 C1 9.0(3) 1_455 . . . ?
O3 Cd1 O2 C1 177.3(2) 2_765 . . . ?
N1 Cd1 O2 C1 -95.0(2) . . . . ?
N4 Cd1 O2 C1 93.6(2) . . . . ?
O1 Cd1 O2 C1 -1.73(19) . . . . ?
O4 Cd1 O1 C1 -172.3(2) 1_455 . . . ?
O3 Cd1 O1 C1 0.2(3) 2_765 . . . ?
N1 Cd1 O1 C1 85.6(2) . . . . ?
N4 Cd1 O1 C1 -81.5(2) . . . . ?
O2 Cd1 O1 C1 1.73(19) . . . . ?
O4 Cd1 N1 C9 -158.8(3) 1_455 . . . ?
O3 Cd1 N1 C9 74.9(3) 2_765 . . . ?
N4 Cd1 N1 C9 29.6(7) . . . . ?
O2 Cd1 N1 C9 -12.4(3) . . . . ?
O1 Cd1 N1 C9 -66.6(3) . . . . ?
O4 Cd1 N1 C15 23.2(4) 1_455 . . . ?
O3 Cd1 N1 C15 -103.1(4) 2_765 . . . ?
N4 Cd1 N1 C15 -148.4(4) . . . . ?
O2 Cd1 N1 C15 169.6(4) . . . . ?
O1 Cd1 N1 C15 115.4(3) . . . . ?
Cd1 O4 C8 O3 4.8(5) 1_655 . . . ?
Cd1 O4 C8 C6 -175.8(2) 1_655 . . . ?
Cd1 O2 C1 O1 3.3(4) . . . . ?
Cd1 O2 C1 C2 -176.5(3) . . . . ?
Cd1 O1 C1 O2 -3.2(4) . . . . ?
Cd1 O1 C1 C2 176.5(3) . . . . ?
C4 C3 C2 C7 0.7(6) . . . . ?
C4 C3 C2 C1 179.8(3) . . . . ?
C6 C7 C2 C3 0.5(5) . . . . ?
C6 C7 C2 C1 -178.5(3) . . . . ?
O2 C1 C2 C3 169.6(3) . . . . ?
O1 C1 C2 C3 -10.2(5) . . . . ?
O2 C1 C2 C7 -11.4(5) . . . . ?
O1 C1 C2 C7 168.8(3) . . . . ?
O4 Cd1 N4 C16 167.2(3) 1_455 . . . ?
O3 Cd1 N4 C16 -66.7(3) 2_765 . . . ?
N1 Cd1 N4 C16 -21.0(6) . . . . ?
O2 Cd1 N4 C16 20.9(3) . . . . ?
O1 Cd1 N4 C16 74.9(3) . . . . ?
O4 Cd1 N4 C17 2.3(4) 1_455 . . . ?
O3 Cd1 N4 C17 128.5(4) 2_765 . . . ?
N1 Cd1 N4 C17 174.1(4) . . . . ?
O2 Cd1 N4 C17 -143.9(4) . . . . ?
O1 Cd1 N4 C17 -89.9(4) . . . . ?
C2 C7 C6 C5 -1.3(5) . . . . ?
C2 C7 C6 C8 177.7(3) . . . . ?
O3 C8 C6 C5 -177.6(4) . . . . ?
O4 C8 C6 C5 3.0(5) . . . . ?
O3 C8 C6 C7 3.4(5) . . . . ?
O4 C8 C6 C7 -176.0(3) . . . . ?
C7 C6 C5 C4 0.8(6) . . . . ?
C8 C6 C5 C4 -178.2(3) . . . . ?
C9 N2 C10 C15 0.5(4) . . . . ?
C27 N2 C10 C15 174.1(4) 2_765 . . . ?
C9 N2 C10 C11 177.8(4) . . . . ?
C27 N2 C10 C11 -8.6(7) 2_765 . . . ?
C28 C27 C26 C25 -0.1(6) . . . . ?
N2 C27 C26 C25 177.0(4) 2_765 . . . ?
C16 N4 C17 C18 178.7(4) . . . . ?
Cd1 N4 C17 C18 -15.7(7) . . . . ?
C16 N4 C17 C22 -1.5(4) . . . . ?
Cd1 N4 C17 C22 164.1(3) . . . . ?
C26 C27 C28 C23 4.7(6) . . . . ?
N2 C27 C28 C23 -172.5(3) 2_765 . . . ?
O4 C8 O3 Cd1 -73.2(15) . . . 2_765 ?
C6 C8 O3 Cd1 107.4(13) . . . 2_765 ?
C27 C28 C23 C24 -5.7(6) . . . . ?
C27 C28 C23 N3 171.3(3) . . . . ?
C16 N3 C23 C24 147.2(4) . . . . ?
C22 N3 C23 C24 -27.7(6) . . . . ?
C16 N3 C23 C28 -29.7(6) . . . . ?
C22 N3 C23 C28 155.3(4) . . . . ?
N2 C10 C15 C14 -179.9(4) . . . . ?
C11 C10 C15 C14 2.4(6) . . . . ?
N2 C10 C15 N1 -0.6(4) . . . . ?
C11 C10 C15 N1 -178.3(3) . . . . ?
C9 N1 C15 C14 179.7(4) . . . . ?
Cd1 N1 C15 C14 -2.0(6) . . . . ?
C9 N1 C15 C10 0.4(4) . . . . ?
Cd1 N1 C15 C10 178.7(3) . . . . ?
N4 C17 C22 C21 -176.8(4) . . . . ?
C18 C17 C22 C21 3.0(6) . . . . ?
N4 C17 C22 N3 0.8(4) . . . . ?
C18 C17 C22 N3 -179.4(4) . . . . ?
C16 N3 C22 C21 177.5(4) . . . . ?
C23 N3 C22 C21 -6.9(7) . . . . ?
C16 N3 C22 C17 0.3(4) . . . . ?
C23 N3 C22 C17 175.9(4) . . . . ?
C27 C26 C25 C24 -3.6(6) . . . . ?
C17 N4 C16 N3 1.8(5) . . . . ?
Cd1 N4 C16 N3 -168.1(3) . . . . ?
C22 N3 C16 N4 -1.3(5) . . . . ?
C23 N3 C16 N4 -177.3(3) . . . . ?
C17 C22 C21 C20 -3.2(6) . . . . ?
N3 C22 C21 C20 -180.0(4) . . . . ?
C28 C23 C24 C25 2.1(6) . . . . ?
N3 C23 C24 C25 -174.8(4) . . . . ?
C26 C25 C24 C23 2.6(6) . . . . ?
C10 C15 C14 C13 -1.0(6) . . . . ?
N1 C15 C14 C13 179.8(4) . . . . ?
C2 C3 C4 C5 -1.3(6) . . . . ?
C6 C5 C4 C3 0.5(6) . . . . ?
C13 C12 C11 C10 0.3(7) . . . . ?
N2 C10 C11 C12 -178.9(4) . . . . ?
C15 C10 C11 C12 -1.9(6) . . . . ?
C15 N1 C9 N2 -0.1(5) . . . . ?
Cd1 N1 C9 N2 -178.7(3) . . . . ?
C10 N2 C9 N1 -0.3(5) . . . . ?
C27 N2 C9 N1 -174.3(3) 2_765 . . . ?
C20 C19 C18 C17 -1.3(7) . . . . ?
N4 C17 C18 C19 179.1(4) . . . . ?
C22 C17 C18 C19 -0.7(6) . . . . ?
C15 C14 C13 C12 -0.6(7) . . . . ?
C11 C12 C13 C14 1.0(7) . . . . ?
C22 C21 C20 C19 1.2(7) . . . . ?
C18 C19 C20 C21 1.1(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.602
_refine_diff_density_min         -0.465
_refine_diff_density_rms         0.074
####################################################################### 
# 
# 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 1846913'
_audit_update_record             
;
2018-06-03 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_audit_creation_date             2018-06-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '0.25(C112 H72 N16 O16 Zn4)'
_chemical_formula_sum            'C28 H18 N4 O4 Zn'
_chemical_formula_weight         539.85
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2840 1.4300 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           68
_space_group_name_H-M_alt        'C c c e'
_space_group_name_Hall           '-C 2b 2bc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z'
'x, -y+1/2, -z+1/2'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1, z'
'x+1/2, -y+1, -z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, y-1/2, -z'
'-x, y-1/2, z-1/2'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, y, -z'
'-x+1/2, y, z-1/2'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.1420(9)
_cell_length_b                   16.0637(10)
_cell_length_c                   19.8005(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4498.1(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9188
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      3.27
_shelx_estimated_absorpt_T_max   0.756
_shelx_estimated_absorpt_T_min   0.726
_exptl_absorpt_coefficient_mu    1.139
_exptl_absorpt_correction_T_max  0.7562
_exptl_absorpt_correction_T_min  0.7264
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2208
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.26
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_av_unetI/netI     0.0111
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            37488
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.534
_diffrn_reflns_theta_min         3.266
_diffrn_ambient_temperature      297.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2291
_reflns_number_total             2590
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.493
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     162
_refine_ls_number_reflns         2590
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0395
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0534P)²+9.6351P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1026
_refine_ls_wR_factor_ref         0.1080
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C3(H3), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.500000 0.250000 1.06111(2) 0.02809(13) Uani 1 2 d S T P . .
O1 O 0.52404(15) 0.33545(12) 1.12724(9) 0.0464(5) Uani 1 1 d . . . . .
O2 O 0.50185(17) 0.45252(15) 1.06990(9) 0.0569(6) Uani 1 1 d . . . . .
N1 N 0.60053(13) 0.21574(11) 0.99334(9) 0.0286(4) Uani 1 1 d . . . . .
N2 N 0.68984(13) 0.14157(11) 0.92335(9) 0.0278(4) Uani 1 1 d . . . . .
C1 C 0.50391(15) 0.45886(14) 1.18918(11) 0.0286(4) Uani 1 1 d . . . . .
C2 C 0.500000 0.4157(2) 1.250000 0.0296(6) Uani 1 2 d S T P . .
H2 H 0.500002 0.357815 1.250000 0.036 Uiso 1 2 calc RS T P . .
C5 C 0.62688(16) 0.14052(13) 0.97469(11) 0.0293(4) Uani 1 1 d . . . . .
H5 H 0.604566 0.091956 0.994683 0.035 Uiso 1 1 calc R . . . .
C6 C 0.64802(16) 0.27043(14) 0.95058(11) 0.0286(4) Uani 1 1 d . . . . .
C7 C 0.70555(15) 0.22473(14) 0.90667(11) 0.0281(4) Uani 1 1 d . . . . .
C8 C 0.76471(17) 0.26324(15) 0.85998(12) 0.0352(5) Uani 1 1 d . . . . .
H8 H 0.805118 0.233009 0.832203 0.042 Uiso 1 1 calc R . . . .
C9 C 0.75979(19) 0.34907(16) 0.85739(14) 0.0426(6) Uani 1 1 d . . . . .
H9 H 0.798419 0.377503 0.827170 0.051 Uiso 1 1 calc R . . . .
C10 C 0.69878(19) 0.39436(16) 0.89862(14) 0.0429(6) Uani 1 1 d . . . . .
H10 H 0.695592 0.451838 0.893486 0.051 Uiso 1 1 calc R . . . .
C11 C 0.64316(18) 0.35675(14) 0.94665(13) 0.0362(5) Uani 1 1 d . . . . .
H11 H 0.604199 0.387489 0.975104 0.043 Uiso 1 1 calc R . . . .
C12 C 0.750000 0.000000 0.92346(15) 0.0273(6) Uani 1 2 d S T P . .
H12 H 0.750001 0.000000 0.970424 0.033 Uiso 1 2 calc RS T P . .
C13 C 0.72399(17) 0.07090(14) 0.81789(11) 0.0321(5) Uani 1 1 d . . . . .
H13 H 0.706904 0.118683 0.794342 0.039 Uiso 1 1 calc R . . . .
C14 C 0.750000 0.000000 0.78360(15) 0.0340(7) Uani 1 2 d S T P . .
H14 H 0.750000 0.000000 0.736636 0.041 Uiso 1 2 calc RS T P . .
C15 C 0.72351(14) 0.07034(13) 0.88805(10) 0.0269(4) Uani 1 1 d . . . . .
C16 C 0.51037(16) 0.41361(16) 1.12259(12) 0.0338(5) Uani 1 1 d . . . . .
C3 C 0.50224(16) 0.54544(15) 1.18961(13) 0.0336(5) Uiso 1 1 d . . . . .
H3 H 0.502638 0.574511 1.148996 0.040 Uiso 1 1 calc R . . . .
C4 C 0.500000 0.5885(2) 1.250000 0.0364(7) Uiso 1 2 d S T P . .
H4 H 0.499999 0.646438 1.250001 0.044 Uiso 1 2 calc RS T 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
Zn1 O1 1.9273(18) . ?
Zn1 O1 1.9273(18) 2_655 ?
Zn1 N1 2.0310(18) 2_655 ?
Zn1 N1 2.0310(18) . ?
O1 C16 1.274(3) . ?
O2 C16 1.222(3) . ?
N1 C5 1.317(3) . ?
N1 C6 1.393(3) . ?
N2 C5 1.351(3) . ?
N2 C7 1.394(3) . ?
N2 C15 1.423(3) . ?
C1 C2 1.391(3) . ?
C1 C16 1.508(3) . ?
C1 C3 1.391(3) . ?
C2 H2 0.9300 . ?
C5 H5 0.9300 . ?
C6 C7 1.399(3) . ?
C6 C11 1.390(3) . ?
C7 C8 1.392(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.382(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.393(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.374(4) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C12 C15 1.382(3) 6_645 ?
C12 C15 1.381(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.376(3) . ?
C13 C15 1.389(3) . ?
C14 H14 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.382(3) . ?
C4 H4 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O1 94.41(12) . 2_655 ?
O1 Zn1 N1 121.22(8) . . ?
O1 Zn1 N1 112.30(8) 2_655 . ?
O1 Zn1 N1 112.30(8) . 2_655 ?
O1 Zn1 N1 121.22(8) 2_655 2_655 ?
N1 Zn1 N1 97.29(10) 2_655 . ?
C16 O1 Zn1 128.77(17) . . ?
C5 N1 Zn1 129.18(16) . . ?
C5 N1 C6 105.77(19) . . ?
C6 N1 Zn1 124.63(15) . . ?
C5 N2 C7 107.17(18) . . ?
C5 N2 C15 125.45(18) . . ?
C7 N2 C15 126.94(18) . . ?
C2 C1 C16 121.3(2) . . ?
C2 C1 C3 119.5(2) . . ?
C3 C1 C16 119.2(2) . . ?
C1 C2 C1 120.2(3) . 4_657 ?
C1 C2 H2 119.9 4_657 . ?
C1 C2 H2 119.9 . . ?
N1 C5 N2 112.69(19) . . ?
N1 C5 H5 123.7 . . ?
N2 C5 H5 123.7 . . ?
N1 C6 C7 109.10(19) . . ?
N1 C6 C11 129.7(2) . . ?
C11 C6 C7 121.2(2) . . ?
N2 C7 C6 105.25(19) . . ?
N2 C7 C8 132.8(2) . . ?
C8 C7 C6 121.9(2) . . ?
C7 C8 H8 122.0 . . ?
C9 C8 C7 116.0(2) . . ?
C9 C8 H8 122.0 . . ?
C8 C9 H9 119.0 . . ?
C8 C9 C10 122.0(2) . . ?
C10 C9 H9 119.0 . . ?
C9 C10 H10 119.0 . . ?
C11 C10 C9 122.0(2) . . ?
C11 C10 H10 119.0 . . ?
C6 C11 H11 121.7 . . ?
C10 C11 C6 116.7(2) . . ?
C10 C11 H11 121.7 . . ?
C15 C12 H12 120.5 6_645 . ?
C15 C12 H12 120.5 . . ?
C15 C12 C15 119.0(3) . 6_645 ?
C14 C13 H13 120.4 . . ?
C14 C13 C15 119.3(2) . . ?
C15 C13 H13 120.4 . . ?
C13 C14 C13 120.9(3) . 6_645 ?
C13 C14 H14 119.6 6_645 . ?
C13 C14 H14 119.6 . . ?
C12 C15 N2 120.0(2) . . ?
C12 C15 C13 120.8(2) . . ?
C13 C15 N2 119.18(19) . . ?
O1 C16 C1 114.9(2) . . ?
O2 C16 O1 125.5(2) . . ?
O2 C16 C1 119.6(2) . . ?
C1 C3 H3 119.8 . . ?
C4 C3 C1 120.4(3) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C3 119.9(3) 4_657 . ?
C3 C4 H4 120.1 4_657 . ?
C3 C4 H4 120.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O1 C16 O2 -19.9(4) . . . . ?
Zn1 O1 C16 C1 159.59(17) . . . . ?
Zn1 N1 C5 N2 173.88(15) . . . . ?
Zn1 N1 C6 C7 -174.57(14) . . . . ?
Zn1 N1 C6 C11 4.2(3) . . . . ?
N1 C6 C7 N2 1.1(2) . . . . ?
N1 C6 C7 C8 -177.2(2) . . . . ?
N1 C6 C11 C10 -179.8(2) . . . . ?
N2 C7 C8 C9 179.2(2) . . . . ?
C1 C3 C4 C3 -1.11(15) . . . 4_657 ?
C2 C1 C16 O1 -8.6(3) . . . . ?
C2 C1 C16 O2 170.9(2) . . . . ?
C2 C1 C3 C4 2.2(3) . . . . ?
C5 N1 C6 C7 -1.4(2) . . . . ?
C5 N1 C6 C11 177.3(2) . . . . ?
C5 N2 C7 C6 -0.5(2) . . . . ?
C5 N2 C7 C8 177.6(2) . . . . ?
C5 N2 C15 C12 -44.6(3) . . . . ?
C5 N2 C15 C13 131.7(2) . . . . ?
C6 N1 C5 N2 1.1(3) . . . . ?
C6 C7 C8 C9 -3.0(3) . . . . ?
C7 N2 C5 N1 -0.4(3) . . . . ?
C7 N2 C15 C12 144.1(2) . . . . ?
C7 N2 C15 C13 -39.7(3) . . . . ?
C7 C6 C11 C10 -1.2(4) . . . . ?
C7 C8 C9 C10 -0.5(4) . . . . ?
C8 C9 C10 C11 3.2(4) . . . . ?
C9 C10 C11 C6 -2.3(4) . . . . ?
C11 C6 C7 N2 -177.7(2) . . . . ?
C11 C6 C7 C8 4.0(3) . . . . ?
C14 C13 C15 N2 -175.32(17) . . . . ?
C14 C13 C15 C12 0.9(3) . . . . ?
C15 N2 C5 N1 -173.2(2) . . . . ?
C15 N2 C7 C6 172.2(2) . . . . ?
C15 N2 C7 C8 -9.8(4) . . . . ?
C15 C12 C15 N2 175.7(2) 6_645 . . . ?
C15 C12 C15 C13 -0.44(15) 6_645 . . . ?
C15 C13 C14 C13 -0.44(15) . . . 6_645 ?
C16 C1 C2 C1 178.6(2) . . . 4_657 ?
C16 C1 C3 C4 -177.52(18) . . . . ?
C3 C1 C2 C1 -1.09(14) . . . 4_657 ?
C3 C1 C16 O1 171.1(2) . . . . ?
C3 C1 C16 O2 -9.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5
_database_code_depnum_ccdc_archive 'CCDC 1846917'
_audit_update_record             
;
2018-06-03 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_audit_creation_date             2018-06-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C34 H22 Cd N4 O5, H2 O'
_chemical_formula_sum            'C34 H24 Cd N4 O6'
_chemical_formula_weight         696.98
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
Cd Cd -0.8080 1.2020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.4915(6)
_cell_length_b                   12.5940(6)
_cell_length_c                   13.9443(7)
_cell_angle_alpha                100.6360(10)
_cell_angle_beta                 106.3050(10)
_cell_angle_gamma                103.4970(10)
_cell_volume                     1656.63(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9899
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      27.44
_cell_measurement_theta_min      2.91
_shelx_estimated_absorpt_T_max   0.843
_shelx_estimated_absorpt_T_min   0.790
_exptl_absorpt_coefficient_mu    0.707
_exptl_absorpt_correction_T_max  0.8430
_exptl_absorpt_correction_T_min  0.7899
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.25
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            24125
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.007
_diffrn_reflns_theta_max         25.007
_diffrn_reflns_theta_min         2.909
_diffrn_ambient_temperature      294.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5168
_reflns_number_total             5824
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.505
_refine_diff_density_min         -0.687
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         5824
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0341
_refine_ls_restrained_S_all      16.658
_refine_ls_shift/su_max          0.035
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0393P)²+2.0281P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0900
_refine_ls_wR_factor_ref         0.0922
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 Cd1-O4
 2.3 with sigma of 0.01
3.a Free rotating group:
 O1W(H1WA,H1WB)
3.b Aromatic/amide H refined with riding coordinates:
 C15(H), C7(HA), C28(HB), C17(HC), C3(HD), C23(HE), C33(HF), C20(HG), C12(HH),
 C10(HI), C4(HJ), C6(HK), C13(HL), C32(HM), C19(HN), C30(HO), C18(HP), C9(HQ),
 C31(HR), C26(HS), C27(HT), C25(HU)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C24 C -0.2631(4) 0.3846(3) 0.5287(3) 0.0360(8) Uani 1 1 d . . . . .
Cd1 Cd 0.24229(2) 0.06442(2) 0.49949(2) 0.03072(10) Uani 1 1 d D . . . .
O1 O 0.4543(3) 0.0616(2) 0.6372(2) 0.0496(7) Uani 1 1 d . . . . .
C1 C 0.3775(4) -0.0279(3) 0.6420(3) 0.0342(8) Uani 1 1 d . . . . .
O2 O 0.2531(3) -0.0707(2) 0.58246(19) 0.0434(6) Uani 1 1 d . . . . .
O5 O 1.0365(3) 0.0422(2) 1.3752(2) 0.0547(7) Uani 1 1 d . . . . .
N2 N 0.0754(3) 0.3327(2) 0.6226(2) 0.0319(6) Uani 1 1 d . . . . .
C11 C 0.9175(4) -0.0948(3) 1.2145(3) 0.0352(8) Uani 1 1 d . . . . .
N4 N 0.3968(3) 0.1873(2) 0.4560(2) 0.0337(6) Uani 1 1 d . . . . .
O4 O 1.1333(3) -0.0874(3) 1.3356(2) 0.0567(8) Uani 1 1 d D . . . .
N1 N 0.1876(3) 0.2071(2) 0.5937(2) 0.0304(6) Uani 1 1 d . . . . .
N3 N 0.5938(3) 0.3211(2) 0.4823(2) 0.0362(7) Uani 1 1 d . . . . .
O3 O 0.5711(3) -0.2429(2) 0.9489(2) 0.0615(9) Uani 1 1 d . . . . .
C16 C 0.2697(3) 0.2900(3) 0.6859(3) 0.0310(7) Uani 1 1 d . . . . .
C15 C 0.0751(3) 0.2361(3) 0.5597(3) 0.0313(7) Uani 1 1 d . . . . .
H H 0.002135 0.194920 0.498687 0.038 Uiso 1 1 calc R . . . .
C14 C 1.0366(4) -0.0444(3) 1.3145(3) 0.0383(8) Uani 1 1 d . . . . .
C21 C 0.2012(3) 0.3688(3) 0.7055(3) 0.0318(7) Uani 1 1 d . . . . .
C22 C -0.0270(3) 0.3903(3) 0.6009(3) 0.0324(7) Uani 1 1 d . . . . .
C2 C 0.4326(4) -0.0849(3) 0.7227(2) 0.0332(8) Uani 1 1 d . . . . .
C7 C 0.5712(4) -0.0487(3) 0.7831(3) 0.0440(9) Uani 1 1 d . . . . .
HA H 0.632447 0.009853 0.771402 0.053 Uiso 1 1 calc R . . . .
C28 C 0.5290(4) 0.2310(3) 0.5094(3) 0.0361(8) Uani 1 1 d . . . . .
HB H 0.574934 0.202851 0.561561 0.043 Uiso 1 1 calc R . . . .
C17 C 0.4001(4) 0.2997(3) 0.7538(3) 0.0419(9) Uani 1 1 d . . . . .
HC H 0.447057 0.247448 0.740997 0.050 Uiso 1 1 calc R . . . .
C3 C 0.3442(4) -0.1733(3) 0.7389(3) 0.0416(9) Uani 1 1 d . . . . .
HD H 0.250940 -0.200136 0.697030 0.050 Uiso 1 1 calc R . . . .
C29 C 0.4911(4) 0.3366(3) 0.4014(3) 0.0375(8) Uani 1 1 d . . . . .
C23 C -0.1651(4) 0.3283(3) 0.5533(3) 0.0353(8) Uani 1 1 d . . . . .
HE H -0.192246 0.249552 0.537902 0.042 Uiso 1 1 calc R . . . .
C34 C 0.3690(4) 0.2525(3) 0.3866(3) 0.0349(8) Uani 1 1 d . . . . .
C33 C 0.2460(4) 0.2414(3) 0.3093(3) 0.0428(9) Uani 1 1 d . . . . .
HF H 0.164141 0.185413 0.298792 0.051 Uiso 1 1 calc R . . . .
C20 C 0.2569(4) 0.4585(3) 0.7944(3) 0.0420(9) Uani 1 1 d . . . . .
HG H 0.209005 0.509567 0.808723 0.050 Uiso 1 1 calc R . . . .
C12 C 0.9055(4) -0.1931(3) 1.1457(3) 0.0461(9) Uani 1 1 d . . . . .
HH H 0.974515 -0.228497 1.159939 0.055 Uiso 1 1 calc R . . . .
C5 C 0.5305(4) -0.1846(3) 0.8767(3) 0.0418(9) Uani 1 1 d . . . . .
C10 C 0.8135(4) -0.0436(3) 1.1926(3) 0.0442(9) Uani 1 1 d . . . . .
HI H 0.820305 0.022766 1.238761 0.053 Uiso 1 1 calc R . . . .
C4 C 0.3922(4) -0.2231(3) 0.8166(3) 0.0477(10) Uani 1 1 d . . . . .
HJ H 0.331198 -0.281996 0.828091 0.057 Uiso 1 1 calc R . . . .
C6 C 0.6212(4) -0.0979(3) 0.8607(3) 0.0477(10) Uani 1 1 d . . . . .
HK H 0.715013 -0.072496 0.901424 0.057 Uiso 1 1 calc R . . . .
C8 C 0.6900(4) -0.1875(3) 1.0360(3) 0.0444(10) Uani 1 1 d . . . . .
C13 C 0.7917(4) -0.2396(3) 1.0555(3) 0.0491(10) Uani 1 1 d . . . . .
HL H 0.784314 -0.305520 1.008619 0.059 Uiso 1 1 calc R . . . .
C32 C 0.2492(5) 0.3158(4) 0.2491(3) 0.0533(11) Uani 1 1 d . . . . .
HM H 0.168282 0.310264 0.196760 0.064 Uiso 1 1 calc R . . . .
C19 C 0.3863(4) 0.4680(3) 0.8602(3) 0.0498(10) Uani 1 1 d . . . . .
HN H 0.428282 0.528391 0.919581 0.060 Uiso 1 1 calc R . . . .
C30 C 0.4940(4) 0.4121(4) 0.3403(3) 0.0509(10) Uani 1 1 d . . . . .
HO H 0.575280 0.468339 0.350063 0.061 Uiso 1 1 calc R . . . .
C18 C 0.4563(4) 0.3902(3) 0.8406(3) 0.0500(10) Uani 1 1 d . . . . .
HP H 0.543572 0.399528 0.887527 0.060 Uiso 1 1 calc R . . . .
C9 C 0.6999(4) -0.0903(3) 1.1029(3) 0.0504(10) Uani 1 1 d . . . . .
HQ H 0.630338 -0.055486 1.088127 0.060 Uiso 1 1 calc R . . . .
C31 C 0.3716(5) 0.3993(4) 0.2652(4) 0.0607(12) Uani 1 1 d . . . . .
HR H 0.369977 0.448619 0.223056 0.073 Uiso 1 1 calc R . . . .
O1W O 0.2756(6) 0.7802(6) 0.2544(7) 0.177(3) Uani 1 1 d . . . . .
H1WA H 0.249528 0.712697 0.216348 0.265 Uiso 1 1 d G . . . .
H1WB H 0.219502 0.814976 0.229168 0.265 Uiso 1 1 d G . . . .
C26 C -0.0855(4) 0.5627(3) 0.5997(3) 0.0466(10) Uani 1 1 d . . . . .
HS H -0.058891 0.641377 0.615511 0.056 Uiso 1 1 calc R . . . .
C27 C 0.0143(4) 0.5082(3) 0.6240(3) 0.0402(9) Uani 1 1 d . . . . .
HT H 0.108003 0.549622 0.655456 0.048 Uiso 1 1 calc R . . . .
C25 C -0.2241(4) 0.5015(3) 0.5522(3) 0.0445(9) Uani 1 1 d . . . . .
HU H -0.290990 0.538642 0.536073 0.053 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
C24 N3 1.420(4) 1_455 ?
C24 C23 1.383(5) . ?
C24 C25 1.381(5) . ?
Cd1 O1 2.510(2) . ?
Cd1 O2 2.234(2) . ?
Cd1 O5 2.276(3) 1_454 ?
Cd1 N4 2.263(3) . ?
Cd1 O4 2.467(3) 1_454 ?
Cd1 N1 2.306(3) . ?
Cd1 C14 2.716(3) 1_454 ?
O1 C1 1.249(4) . ?
C1 O2 1.257(4) . ?
C1 C2 1.497(5) . ?
O5 C14 1.250(5) . ?
N2 C15 1.361(4) . ?
N2 C21 1.398(4) . ?
N2 C22 1.425(4) . ?
C11 C14 1.494(5) . ?
C11 C12 1.375(5) . ?
C11 C10 1.383(5) . ?
N4 C28 1.301(4) . ?
N4 C34 1.394(4) . ?
O4 C14 1.248(4) . ?
N1 C16 1.395(4) . ?
N1 C15 1.305(4) . ?
N3 C28 1.354(4) . ?
N3 C29 1.403(4) . ?
O3 C5 1.382(4) . ?
O3 C8 1.396(4) . ?
C16 C21 1.385(5) . ?
C16 C17 1.391(5) . ?
C15 H 0.9300 . ?
C21 C20 1.387(5) . ?
C22 C23 1.375(5) . ?
C22 C27 1.393(5) . ?
C2 C7 1.376(5) . ?
C2 C3 1.370(5) . ?
C7 HA 0.9300 . ?
C7 C6 1.383(5) . ?
C28 HB 0.9300 . ?
C17 HC 0.9300 . ?
C17 C18 1.375(5) . ?
C3 HD 0.9300 . ?
C3 C4 1.384(5) . ?
C29 C34 1.394(5) . ?
C29 C30 1.389(5) . ?
C23 HE 0.9300 . ?
C34 C33 1.387(5) . ?
C33 HF 0.9300 . ?
C33 C32 1.369(6) . ?
C20 HG 0.9300 . ?
C20 C19 1.372(6) . ?
C12 HH 0.9300 . ?
C12 C13 1.381(5) . ?
C5 C4 1.372(5) . ?
C5 C6 1.368(6) . ?
C10 HI 0.9300 . ?
C10 C9 1.377(5) . ?
C4 HJ 0.9300 . ?
C6 HK 0.9300 . ?
C8 C13 1.369(6) . ?
C8 C9 1.357(6) . ?
C13 HL 0.9300 . ?
C32 HM 0.9300 . ?
C32 C31 1.388(6) . ?
C19 HN 0.9300 . ?
C19 C18 1.387(6) . ?
C30 HO 0.9300 . ?
C30 C31 1.363(6) . ?
C18 HP 0.9300 . ?
C9 HQ 0.9300 . ?
C31 HR 0.9300 . ?
O1W H1WA 0.8500 . ?
O1W H1WB 0.8499 . ?
C26 HS 0.9300 . ?
C26 C27 1.380(5) . ?
C26 C25 1.376(5) . ?
C27 HT 0.9300 . ?
C25 HU 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C23 C24 N3 119.2(3) . 1_455 ?
C25 C24 N3 119.9(3) . 1_455 ?
C25 C24 C23 120.9(3) . . ?
O1 Cd1 C14 147.81(11) . 1_454 ?
O2 Cd1 O1 54.63(9) . . ?
O2 Cd1 O5 117.55(10) . 1_454 ?
O2 Cd1 N4 135.05(10) . . ?
O2 Cd1 O4 87.82(9) . 1_454 ?
O2 Cd1 N1 109.33(10) . . ?
O2 Cd1 C14 103.85(10) . 1_454 ?
O5 Cd1 O1 172.09(10) 1_454 . ?
O5 Cd1 O4 54.54(9) 1_454 1_454 ?
O5 Cd1 N1 84.70(10) 1_454 . ?
O5 Cd1 C14 27.22(11) 1_454 1_454 ?
N4 Cd1 O1 84.46(9) . . ?
N4 Cd1 O5 102.46(11) . 1_454 ?
N4 Cd1 O4 100.38(10) . 1_454 ?
N4 Cd1 N1 93.16(10) . . ?
N4 Cd1 C14 102.86(10) . 1_454 ?
O4 Cd1 O1 120.87(9) 1_454 . ?
O4 Cd1 C14 27.33(10) 1_454 1_454 ?
N1 Cd1 O1 98.88(9) . . ?
N1 Cd1 O4 138.84(9) . 1_454 ?
N1 Cd1 C14 111.76(11) . 1_454 ?
C1 O1 Cd1 85.4(2) . . ?
O1 C1 O2 121.9(3) . . ?
O1 C1 C2 119.6(3) . . ?
O2 C1 C2 118.5(3) . . ?
C1 O2 Cd1 98.0(2) . . ?
C14 O5 Cd1 96.4(2) . 1_656 ?
C15 N2 C21 106.4(3) . . ?
C15 N2 C22 125.8(3) . . ?
C21 N2 C22 127.5(3) . . ?
C12 C11 C14 121.9(3) . . ?
C12 C11 C10 119.1(3) . . ?
C10 C11 C14 119.0(3) . . ?
C28 N4 Cd1 124.9(2) . . ?
C28 N4 C34 105.3(3) . . ?
C34 N4 Cd1 127.9(2) . . ?
C14 O4 Cd1 87.5(2) . 1_656 ?
C16 N1 Cd1 129.8(2) . . ?
C15 N1 Cd1 124.0(2) . . ?
C15 N1 C16 105.4(3) . . ?
C28 N3 C24 125.4(3) . 1_655 ?
C28 N3 C29 105.9(3) . . ?
C29 N3 C24 128.6(3) . 1_655 ?
C5 O3 C8 118.6(3) . . ?
C21 C16 N1 109.6(3) . . ?
C21 C16 C17 121.0(3) . . ?
C17 C16 N1 129.3(3) . . ?
N2 C15 H 123.4 . . ?
N1 C15 N2 113.2(3) . . ?
N1 C15 H 123.4 . . ?
O5 C14 Cd1 56.40(18) . 1_656 ?
O5 C14 C11 118.0(3) . . ?
C11 C14 Cd1 174.4(3) . 1_656 ?
O4 C14 Cd1 65.15(19) . 1_656 ?
O4 C14 O5 121.5(3) . . ?
O4 C14 C11 120.5(3) . . ?
C16 C21 N2 105.4(3) . . ?
C16 C21 C20 121.9(3) . . ?
C20 C21 N2 132.7(3) . . ?
C23 C22 N2 119.4(3) . . ?
C23 C22 C27 120.8(3) . . ?
C27 C22 N2 119.8(3) . . ?
C7 C2 C1 121.1(3) . . ?
C3 C2 C1 120.1(3) . . ?
C3 C2 C7 118.8(3) . . ?
C2 C7 HA 119.4 . . ?
C2 C7 C6 121.2(4) . . ?
C6 C7 HA 119.4 . . ?
N4 C28 N3 114.0(3) . . ?
N4 C28 HB 123.0 . . ?
N3 C28 HB 123.0 . . ?
C16 C17 HC 121.6 . . ?
C18 C17 C16 116.9(4) . . ?
C18 C17 HC 121.6 . . ?
C2 C3 HD 119.6 . . ?
C2 C3 C4 120.8(3) . . ?
C4 C3 HD 119.6 . . ?
C34 C29 N3 105.3(3) . . ?
C30 C29 N3 133.1(4) . . ?
C30 C29 C34 121.5(3) . . ?
C24 C23 HE 120.5 . . ?
C22 C23 C24 119.0(3) . . ?
C22 C23 HE 120.5 . . ?
C29 C34 N4 109.4(3) . . ?
C33 C34 N4 130.0(3) . . ?
C33 C34 C29 120.6(3) . . ?
C34 C33 HF 121.1 . . ?
C32 C33 C34 117.7(4) . . ?
C32 C33 HF 121.1 . . ?
C21 C20 HG 121.8 . . ?
C19 C20 C21 116.5(4) . . ?
C19 C20 HG 121.8 . . ?
C11 C12 HH 119.8 . . ?
C11 C12 C13 120.4(4) . . ?
C13 C12 HH 119.8 . . ?
C4 C5 O3 115.6(3) . . ?
C6 C5 O3 123.4(3) . . ?
C6 C5 C4 120.9(3) . . ?
C11 C10 HI 119.8 . . ?
C9 C10 C11 120.4(4) . . ?
C9 C10 HI 119.8 . . ?
C3 C4 HJ 120.3 . . ?
C5 C4 C3 119.3(4) . . ?
C5 C4 HJ 120.3 . . ?
C7 C6 HK 120.5 . . ?
C5 C6 C7 118.9(3) . . ?
C5 C6 HK 120.5 . . ?
C13 C8 O3 117.2(3) . . ?
C9 C8 O3 121.4(4) . . ?
C9 C8 C13 121.2(3) . . ?
C12 C13 HL 120.4 . . ?
C8 C13 C12 119.3(4) . . ?
C8 C13 HL 120.4 . . ?
C33 C32 HM 119.5 . . ?
C33 C32 C31 120.9(4) . . ?
C31 C32 HM 119.5 . . ?
C20 C19 HN 119.0 . . ?
C20 C19 C18 121.9(4) . . ?
C18 C19 HN 119.0 . . ?
C29 C30 HO 121.7 . . ?
C31 C30 C29 116.6(4) . . ?
C31 C30 HO 121.7 . . ?
C17 C18 C19 121.7(4) . . ?
C17 C18 HP 119.1 . . ?
C19 C18 HP 119.1 . . ?
C10 C9 HQ 120.2 . . ?
C8 C9 C10 119.6(4) . . ?
C8 C9 HQ 120.2 . . ?
C32 C31 HR 118.7 . . ?
C30 C31 C32 122.6(4) . . ?
C30 C31 HR 118.7 . . ?
H1WA O1W H1WB 109.5 . . ?
C27 C26 HS 119.7 . . ?
C25 C26 HS 119.7 . . ?
C25 C26 C27 120.6(3) . . ?
C22 C27 HT 120.4 . . ?
C26 C27 C22 119.2(3) . . ?
C26 C27 HT 120.4 . . ?
C24 C25 HU 120.2 . . ?
C26 C25 C24 119.5(3) . . ?
C26 C25 HU 120.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C24 N3 C28 N4 179.4(3) 1_655 . . . ?
C24 N3 C29 C34 -179.3(3) 1_655 . . . ?
C24 N3 C29 C30 2.3(6) 1_655 . . . ?
Cd1 O1 C1 O2 3.1(3) . . . . ?
Cd1 O1 C1 C2 -175.1(3) . . . . ?
Cd1 O5 C14 C11 -179.2(3) 1_656 . . . ?
Cd1 O5 C14 O4 0.0(4) 1_656 . . . ?
Cd1 N4 C28 N3 -165.4(2) . . . . ?
Cd1 N4 C34 C29 165.1(2) . . . . ?
Cd1 N4 C34 C33 -17.3(5) . . . . ?
Cd1 O4 C14 O5 0.0(4) 1_656 . . . ?
Cd1 O4 C14 C11 179.2(3) 1_656 . . . ?
Cd1 N1 C16 C21 170.5(2) . . . . ?
Cd1 N1 C16 C17 -10.1(5) . . . . ?
Cd1 N1 C15 N2 -171.0(2) . . . . ?
O1 C1 O2 Cd1 -3.5(4) . . . . ?
O1 C1 C2 C7 -8.4(5) . . . . ?
O1 C1 C2 C3 170.4(3) . . . . ?
C1 C2 C7 C6 177.1(3) . . . . ?
C1 C2 C3 C4 -176.7(3) . . . . ?
O2 C1 C2 C7 173.4(3) . . . . ?
O2 C1 C2 C3 -7.8(5) . . . . ?
N2 C21 C20 C19 179.9(4) . . . . ?
N2 C22 C23 C24 -177.3(3) . . . . ?
N2 C22 C27 C26 178.0(3) . . . . ?
C11 C12 C13 C8 -0.8(6) . . . . ?
C11 C10 C9 C8 0.3(6) . . . . ?
N4 C34 C33 C32 -177.6(4) . . . . ?
N1 C16 C21 N2 -0.4(4) . . . . ?
N1 C16 C21 C20 177.5(3) . . . . ?
N1 C16 C17 C18 -178.9(3) . . . . ?
N3 C24 C23 C22 -178.2(3) 1_455 . . . ?
N3 C24 C25 C26 178.3(4) 1_455 . . . ?
N3 C29 C34 N4 -0.4(4) . . . . ?
N3 C29 C34 C33 -178.3(3) . . . . ?
N3 C29 C30 C31 178.0(4) . . . . ?
O3 C5 C4 C3 -176.7(4) . . . . ?
O3 C5 C6 C7 176.8(4) . . . . ?
O3 C8 C13 C12 -174.3(4) . . . . ?
O3 C8 C9 C10 174.3(4) . . . . ?
C16 N1 C15 N2 -0.1(4) . . . . ?
C16 C21 C20 C19 2.6(5) . . . . ?
C16 C17 C18 C19 0.3(6) . . . . ?
C15 N2 C21 C16 0.3(4) . . . . ?
C15 N2 C21 C20 -177.3(4) . . . . ?
C15 N2 C22 C23 39.0(5) . . . . ?
C15 N2 C22 C27 -138.2(4) . . . . ?
C15 N1 C16 C21 0.3(4) . . . . ?
C15 N1 C16 C17 179.7(4) . . . . ?
C14 C11 C12 C13 177.8(4) . . . . ?
C14 C11 C10 C9 -177.7(4) . . . . ?
C21 N2 C15 N1 -0.2(4) . . . . ?
C21 N2 C22 C23 -148.1(3) . . . . ?
C21 N2 C22 C27 34.7(5) . . . . ?
C21 C16 C17 C18 0.4(5) . . . . ?
C21 C20 C19 C18 -1.9(6) . . . . ?
C22 N2 C15 N1 174.0(3) . . . . ?
C22 N2 C21 C16 -173.7(3) . . . . ?
C22 N2 C21 C20 8.7(6) . . . . ?
C2 C1 O2 Cd1 174.7(3) . . . . ?
C2 C7 C6 C5 0.5(6) . . . . ?
C2 C3 C4 C5 -1.3(6) . . . . ?
C7 C2 C3 C4 2.1(6) . . . . ?
C28 N4 C34 C29 0.2(4) . . . . ?
C28 N4 C34 C33 177.8(4) . . . . ?
C28 N3 C29 C34 0.5(4) . . . . ?
C28 N3 C29 C30 -177.9(4) . . . . ?
C17 C16 C21 N2 -179.9(3) . . . . ?
C17 C16 C21 C20 -1.9(5) . . . . ?
C3 C2 C7 C6 -1.7(6) . . . . ?
C29 N3 C28 N4 -0.4(4) . . . . ?
C29 C34 C33 C32 -0.2(5) . . . . ?
C29 C30 C31 C32 -0.1(7) . . . . ?
C23 C24 C25 C26 0.8(6) . . . . ?
C23 C22 C27 C26 0.8(6) . . . . ?
C34 N4 C28 N3 0.2(4) . . . . ?
C34 C29 C30 C31 -0.1(6) . . . . ?
C34 C33 C32 C31 -0.1(6) . . . . ?
C33 C32 C31 C30 0.2(7) . . . . ?
C20 C19 C18 C17 0.5(7) . . . . ?
C12 C11 C14 O5 -176.7(4) . . . . ?
C12 C11 C14 O4 4.1(6) . . . . ?
C12 C11 C10 C9 -0.2(6) . . . . ?
C5 O3 C8 C13 -126.0(4) . . . . ?
C5 O3 C8 C9 58.8(6) . . . . ?
C10 C11 C14 O5 0.7(5) . . . . ?
C10 C11 C14 O4 -178.6(4) . . . . ?
C10 C11 C12 C13 0.5(6) . . . . ?
C4 C5 C6 C7 0.4(6) . . . . ?
C6 C5 C4 C3 0.0(6) . . . . ?
C8 O3 C5 C4 -156.2(4) . . . . ?
C8 O3 C5 C6 27.2(6) . . . . ?
C13 C8 C9 C10 -0.7(7) . . . . ?
C30 C29 C34 N4 178.2(3) . . . . ?
C30 C29 C34 C33 0.3(6) . . . . ?
C9 C8 C13 C12 0.9(6) . . . . ?
C27 C22 C23 C24 -0.2(5) . . . . ?
C27 C26 C25 C24 -0.1(6) . . . . ?
C25 C24 C23 C22 -0.6(5) . . . . ?
C25 C26 C27 C22 -0.7(6) . . . . ?

_platon_squeeze_details          
;

;
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1846914'
_audit_update_record             
;
2018-06-03 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_audit_creation_date             2018-06-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C34 H22 N4 O5 Zn'
_chemical_formula_sum            'C34 H22 N4 O5 Zn'
_chemical_formula_weight         631.95
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2840 1.4300 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.4474(13)
_cell_length_b                   12.4603(16)
_cell_length_c                   13.9284(18)
_cell_angle_alpha                101.248(3)
_cell_angle_beta                 108.513(3)
_cell_angle_gamma                103.284(3)
_cell_volume                     1601.2(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5011
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      23.81
_cell_measurement_theta_min      2.91
_shelx_estimated_absorpt_T_max   0.835
_shelx_estimated_absorpt_T_min   0.770
_exptl_absorpt_coefficient_mu    0.813
_exptl_absorpt_correction_T_max  0.8351
_exptl_absorpt_correction_T_min  0.7697
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.23
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0962
_diffrn_reflns_av_unetI/netI     0.1162
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            23076
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.009
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_min         2.909
_diffrn_ambient_temperature      300.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3687
_reflns_number_total             5633
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.706
_refine_diff_density_min         -0.782
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         5633
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1264
_refine_ls_R_factor_gt           0.0780
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0747P)²+4.5539P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1843
_refine_ls_wR_factor_ref         0.1997
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C27(H27), C15(H15), C28(H28), C3(H3), C18(H18), C30(H30), C17(H17), C31(H31),
 C13(H13), C10(H10), C12(H12), C23(H23), C9(H9), C24(H24), C25(H25), C7(H7),
 C20(H20), C32(H32), C33(H33), C4(H4), C6(H6), C19(H19)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C26 C -0.2674(7) 0.8727(5) 0.5278(5) 0.0295(16) Uani 1 1 d . . . . .
C27 C -0.1640(7) 0.8178(5) 0.5521(5) 0.0279(15) Uani 1 1 d . . . . .
H27 H -0.190617 0.738081 0.537668 0.033 Uiso 1 1 calc R . . . .
Zn1 Zn 0.24860(8) 0.57278(6) 0.50543(6) 0.0249(3) Uani 1 1 d . . . . .
O1 O 0.0681(5) 0.5169(4) 0.3824(4) 0.0424(13) Uani 1 1 d . . . . .
C14 C -0.6159(9) 0.4861(7) -0.3566(6) 0.044(2) Uani 1 1 d . . . . .
N1 N 0.2007(5) 0.7043(4) 0.5900(4) 0.0272(13) Uani 1 1 d . . . . .
O3 O -0.4507(6) 0.2588(4) -0.0482(4) 0.0553(15) Uani 1 1 d . . . . .
O4 O -0.7445(6) 0.4516(4) -0.4186(4) 0.0496(14) Uani 1 1 d . . . . .
N4 N 0.3896(6) 0.6753(5) 0.4616(4) 0.0315(14) Uani 1 1 d . . . . .
C2 C -0.0729(7) 0.3870(6) 0.2149(5) 0.0341(17) Uani 1 1 d . . . . .
N2 N 0.0839(5) 0.8267(4) 0.6193(4) 0.0308(13) Uani 1 1 d . . . . .
C15 C 0.0828(6) 0.7293(5) 0.5570(5) 0.0288(16) Uani 1 1 d . . . . .
H15 H 0.005097 0.683833 0.495897 0.035 Uiso 1 1 calc R . . . .
C16 C 0.2876(6) 0.7917(5) 0.6820(5) 0.0268(15) Uani 1 1 d . . . . .
N3 N 0.5875(6) 0.8065(5) 0.4823(4) 0.0308(13) Uani 1 1 d . . . . .
C29 C 0.3553(7) 0.7353(6) 0.3880(5) 0.0292(16) Uani 1 1 d . . . . .
C28 C 0.5279(6) 0.7191(6) 0.5142(5) 0.0298(16) Uani 1 1 d . . . . .
H28 H 0.578952 0.692770 0.567432 0.036 Uiso 1 1 calc R . . . .
C1 C 0.0587(8) 0.4281(6) 0.3128(5) 0.0362(17) Uani 1 1 d . . . . .
C3 C -0.1723(8) 0.4435(6) 0.2017(6) 0.0426(19) Uani 1 1 d . . . . .
H3 H -0.155800 0.510070 0.253803 0.051 Uiso 1 1 calc R . . . .
C34 C 0.4801(7) 0.8195(6) 0.4011(5) 0.0314(16) Uani 1 1 d . . . . .
C18 C 0.4836(8) 0.9007(6) 0.8390(6) 0.046(2) Uani 1 1 d . . . . .
H18 H 0.575970 0.915014 0.885998 0.056 Uiso 1 1 calc R . . . .
O5 O -0.5305(7) 0.5723(5) -0.3560(5) 0.0672(17) Uani 1 1 d . . . . .
C11 C -0.5707(7) 0.4229(6) -0.2774(5) 0.0329(17) Uani 1 1 d . . . . .
O2 O 0.1502(6) 0.3804(5) 0.3243(4) 0.0651(17) Uani 1 1 d . . . . .
C8 C -0.4854(8) 0.3181(6) -0.1220(5) 0.0369(18) Uani 1 1 d . . . . .
C21 C 0.2168(7) 0.8689(5) 0.7031(5) 0.0288(15) Uani 1 1 d . . . . .
C30 C 0.2246(8) 0.7230(6) 0.3098(6) 0.0396(18) Uani 1 1 d . . . . .
H30 H 0.140854 0.668960 0.301256 0.048 Uiso 1 1 calc R . . . .
C22 C -0.0227(7) 0.8823(6) 0.5975(5) 0.0287(15) Uani 1 1 d . . . . .
C17 C 0.4249(7) 0.8055(6) 0.7515(6) 0.0403(18) Uani 1 1 d . . . . .
H17 H 0.473292 0.753639 0.739272 0.048 Uiso 1 1 calc R . . . .
C5 C -0.3211(8) 0.3068(6) 0.0376(5) 0.0415(19) Uani 1 1 d . . . . .
C31 C 0.2267(8) 0.7945(7) 0.2467(6) 0.047(2) Uani 1 1 d . . . . .
H31 H 0.142415 0.786641 0.192441 0.057 Uiso 1 1 calc R . . . .
C13 C -0.3867(8) 0.3997(7) -0.1364(6) 0.0444(19) Uani 1 1 d . . . . .
H13 H -0.290756 0.419871 -0.094267 0.053 Uiso 1 1 calc R . . . .
C10 C -0.6680(8) 0.3364(6) -0.2644(6) 0.0411(19) Uani 1 1 d . . . . .
H10 H -0.763168 0.313294 -0.309251 0.049 Uiso 1 1 calc R . . . .
C12 C -0.4309(8) 0.4515(7) -0.2138(6) 0.0433(19) Uani 1 1 d . . . . .
H12 H -0.363710 0.507439 -0.223243 0.052 Uiso 1 1 calc R . . . .
C23 C 0.0178(8) 1.0022(6) 0.6215(6) 0.0393(18) Uani 1 1 d . . . . .
H23 H 0.113477 1.045784 0.652915 0.047 Uiso 1 1 calc R . . . .
C9 C -0.6273(8) 0.2842(6) -0.1871(6) 0.0439(19) Uani 1 1 d . . . . .
H9 H -0.693880 0.226940 -0.178618 0.053 Uiso 1 1 calc R . . . .
C24 C -0.0849(8) 1.0551(6) 0.5983(6) 0.0407(19) Uani 1 1 d . . . . .
H24 H -0.058587 1.134947 0.613844 0.049 Uiso 1 1 calc R . . . .
C25 C -0.2271(8) 0.9909(6) 0.5520(6) 0.0412(19) Uani 1 1 d . . . . .
H25 H -0.295857 1.027737 0.537060 0.049 Uiso 1 1 calc R . . . .
C7 C -0.1011(9) 0.2882(7) 0.1384(6) 0.053(2) Uani 1 1 d . . . . .
H7 H -0.035751 0.247717 0.146310 0.064 Uiso 1 1 calc R . . . .
C20 C 0.2755(8) 0.9618(6) 0.7934(5) 0.0401(18) Uani 1 1 d . . . . .
H20 H 0.225869 1.011861 0.808033 0.048 Uiso 1 1 calc R . . . .
C32 C 0.3510(9) 0.8791(7) 0.2608(6) 0.051(2) Uani 1 1 d . . . . .
H32 H 0.345837 0.927058 0.217195 0.061 Uiso 1 1 calc R . . . .
C33 C 0.4799(8) 0.8933(6) 0.3368(6) 0.0429(19) Uani 1 1 d . . . . .
H33 H 0.562466 0.948750 0.345303 0.051 Uiso 1 1 calc R . . . .
C4 C -0.2973(8) 0.4036(7) 0.1122(6) 0.052(2) Uani 1 1 d . . . . .
H4 H -0.363349 0.443425 0.104037 0.062 Uiso 1 1 calc R . . . .
C6 C -0.2260(8) 0.2470(6) 0.0486(6) 0.051(2) Uani 1 1 d . . . . .
H6 H -0.244200 0.179678 -0.003269 0.062 Uiso 1 1 calc R . . . .
C19 C 0.4097(9) 0.9759(6) 0.8594(6) 0.050(2) Uani 1 1 d . . . . .
H19 H 0.453417 1.038053 0.920410 0.059 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
C26 C27 1.394(9) . ?
C26 N3 1.411(8) 1_455 ?
C26 C25 1.375(9) . ?
C27 H27 0.9300 . ?
C27 C22 1.374(9) . ?
Zn1 O1 1.964(5) . ?
Zn1 C14 2.578(8) 1_656 ?
Zn1 N1 2.079(5) . ?
Zn1 O4 2.008(5) 1_656 ?
Zn1 N4 2.045(5) . ?
Zn1 O5 2.497(6) 1_656 ?
O1 C1 1.282(8) . ?
C14 O4 1.260(9) . ?
C14 O5 1.225(9) . ?
C14 C11 1.496(10) . ?
N1 C15 1.303(8) . ?
N1 C16 1.384(8) . ?
O3 C8 1.385(8) . ?
O3 C5 1.393(8) . ?
N4 C29 1.389(8) . ?
N4 C28 1.316(8) . ?
C2 C1 1.492(9) . ?
C2 C3 1.368(10) . ?
C2 C7 1.364(10) . ?
N2 C15 1.343(8) . ?
N2 C21 1.401(8) . ?
N2 C22 1.426(8) . ?
C15 H15 0.9300 . ?
C16 C21 1.383(9) . ?
C16 C17 1.401(9) . ?
N3 C28 1.351(8) . ?
N3 C34 1.382(8) . ?
C29 C34 1.407(9) . ?
C29 C30 1.402(9) . ?
C28 H28 0.9300 . ?
C1 O2 1.221(8) . ?
C3 H3 0.9300 . ?
C3 C4 1.390(10) . ?
C34 C33 1.404(9) . ?
C18 H18 0.9300 . ?
C18 C17 1.376(10) . ?
C18 C19 1.387(10) . ?
C11 C10 1.384(10) . ?
C11 C12 1.364(9) . ?
C8 C13 1.366(10) . ?
C8 C9 1.380(9) . ?
C21 C20 1.384(9) . ?
C30 H30 0.9300 . ?
C30 C31 1.370(10) . ?
C22 C23 1.397(9) . ?
C17 H17 0.9300 . ?
C5 C4 1.344(10) . ?
C5 C6 1.361(10) . ?
C31 H31 0.9300 . ?
C31 C32 1.401(11) . ?
C13 H13 0.9300 . ?
C13 C12 1.373(10) . ?
C10 H10 0.9300 . ?
C10 C9 1.369(10) . ?
C12 H12 0.9300 . ?
C23 H23 0.9300 . ?
C23 C24 1.370(9) . ?
C9 H9 0.9300 . ?
C24 H24 0.9300 . ?
C24 C25 1.381(10) . ?
C25 H25 0.9300 . ?
C7 H7 0.9300 . ?
C7 C6 1.391(10) . ?
C20 H20 0.9300 . ?
C20 C19 1.360(10) . ?
C32 H32 0.9300 . ?
C32 C33 1.370(10) . ?
C33 H33 0.9300 . ?
C4 H4 0.9300 . ?
C6 H6 0.9300 . ?
C19 H19 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C27 C26 N3 119.6(6) . 1_455 ?
C25 C26 C27 119.7(6) . . ?
C25 C26 N3 120.7(6) . 1_455 ?
C26 C27 H27 120.2 . . ?
C22 C27 C26 119.6(6) . . ?
C22 C27 H27 120.2 . . ?
O1 Zn1 C14 135.8(2) . 1_656 ?
O1 Zn1 N1 96.3(2) . . ?
O1 Zn1 O4 108.2(2) . 1_656 ?
O1 Zn1 N4 105.2(2) . . ?
O1 Zn1 O5 160.3(2) . 1_656 ?
N1 Zn1 C14 105.8(2) . 1_656 ?
N1 Zn1 O5 100.4(2) . 1_656 ?
O4 Zn1 C14 28.6(2) 1_656 1_656 ?
O4 Zn1 N1 108.4(2) 1_656 . ?
O4 Zn1 N4 135.0(2) 1_656 . ?
O4 Zn1 O5 56.5(2) 1_656 1_656 ?
N4 Zn1 C14 109.4(2) . 1_656 ?
N4 Zn1 N1 97.0(2) . . ?
N4 Zn1 O5 83.2(2) . 1_656 ?
O5 Zn1 C14 27.9(2) 1_656 1_656 ?
C1 O1 Zn1 113.1(5) . . ?
O4 C14 Zn1 49.7(4) . 1_454 ?
O4 C14 C11 118.0(7) . . ?
O5 C14 Zn1 72.4(5) . 1_454 ?
O5 C14 O4 122.0(7) . . ?
O5 C14 C11 119.8(8) . . ?
C11 C14 Zn1 166.8(6) . 1_454 ?
C15 N1 Zn1 124.8(4) . . ?
C15 N1 C16 105.2(5) . . ?
C16 N1 Zn1 129.4(4) . . ?
C8 O3 C5 118.9(5) . . ?
C14 O4 Zn1 101.7(5) . 1_454 ?
C29 N4 Zn1 125.8(4) . . ?
C28 N4 Zn1 126.2(4) . . ?
C28 N4 C29 106.2(5) . . ?
C3 C2 C1 121.2(7) . . ?
C7 C2 C1 120.7(7) . . ?
C7 C2 C3 118.0(7) . . ?
C15 N2 C21 106.2(5) . . ?
C15 N2 C22 126.4(6) . . ?
C21 N2 C22 127.0(5) . . ?
N1 C15 N2 113.7(6) . . ?
N1 C15 H15 123.1 . . ?
N2 C15 H15 123.1 . . ?
N1 C16 C17 129.2(6) . . ?
C21 C16 N1 109.8(5) . . ?
C21 C16 C17 121.0(6) . . ?
C28 N3 C26 124.8(6) . 1_655 ?
C28 N3 C34 107.4(5) . . ?
C34 N3 C26 127.8(6) . 1_655 ?
N4 C29 C34 108.5(6) . . ?
N4 C29 C30 130.8(6) . . ?
C30 C29 C34 120.7(6) . . ?
N4 C28 N3 112.4(6) . . ?
N4 C28 H28 123.8 . . ?
N3 C28 H28 123.8 . . ?
O1 C1 C2 114.9(7) . . ?
O2 C1 O1 123.2(7) . . ?
O2 C1 C2 121.9(7) . . ?
C2 C3 H3 119.2 . . ?
C2 C3 C4 121.5(7) . . ?
C4 C3 H3 119.2 . . ?
N3 C34 C29 105.5(6) . . ?
N3 C34 C33 132.5(7) . . ?
C33 C34 C29 121.9(6) . . ?
C17 C18 H18 118.9 . . ?
C17 C18 C19 122.2(7) . . ?
C19 C18 H18 118.9 . . ?
C14 O5 Zn1 79.7(5) . 1_454 ?
C10 C11 C14 121.7(7) . . ?
C12 C11 C14 120.2(7) . . ?
C12 C11 C10 118.1(6) . . ?
C13 C8 O3 123.3(7) . . ?
C13 C8 C9 120.8(6) . . ?
C9 C8 O3 115.8(6) . . ?
C16 C21 N2 105.0(5) . . ?
C16 C21 C20 122.5(6) . . ?
C20 C21 N2 132.5(6) . . ?
C29 C30 H30 121.7 . . ?
C31 C30 C29 116.6(7) . . ?
C31 C30 H30 121.7 . . ?
C27 C22 N2 120.0(6) . . ?
C27 C22 C23 120.5(6) . . ?
C23 C22 N2 119.5(6) . . ?
C16 C17 H17 122.1 . . ?
C18 C17 C16 115.9(7) . . ?
C18 C17 H17 122.1 . . ?
C4 C5 O3 120.4(7) . . ?
C4 C5 C6 121.3(7) . . ?
C6 C5 O3 118.0(7) . . ?
C30 C31 H31 118.8 . . ?
C30 C31 C32 122.5(7) . . ?
C32 C31 H31 118.8 . . ?
C8 C13 H13 120.4 . . ?
C8 C13 C12 119.1(7) . . ?
C12 C13 H13 120.4 . . ?
C11 C10 H10 119.3 . . ?
C9 C10 C11 121.4(7) . . ?
C9 C10 H10 119.3 . . ?
C11 C12 C13 121.7(7) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
C22 C23 H23 120.4 . . ?
C24 C23 C22 119.3(7) . . ?
C24 C23 H23 120.4 . . ?
C8 C9 H9 120.6 . . ?
C10 C9 C8 118.8(7) . . ?
C10 C9 H9 120.6 . . ?
C23 C24 H24 119.7 . . ?
C23 C24 C25 120.6(6) . . ?
C25 C24 H24 119.7 . . ?
C26 C25 C24 120.3(6) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C2 C7 H7 119.5 . . ?
C2 C7 C6 121.1(7) . . ?
C6 C7 H7 119.5 . . ?
C21 C20 H20 121.9 . . ?
C19 C20 C21 116.2(7) . . ?
C19 C20 H20 121.9 . . ?
C31 C32 H32 119.0 . . ?
C33 C32 C31 122.1(7) . . ?
C33 C32 H32 119.0 . . ?
C34 C33 H33 121.9 . . ?
C32 C33 C34 116.2(7) . . ?
C32 C33 H33 121.9 . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 119.0(7) . . ?
C5 C4 H4 120.5 . . ?
C5 C6 C7 119.1(7) . . ?
C5 C6 H6 120.5 . . ?
C7 C6 H6 120.5 . . ?
C18 C19 H19 118.9 . . ?
C20 C19 C18 122.3(7) . . ?
C20 C19 H19 118.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C26 C27 C22 N2 -177.8(6) . . . . ?
C26 C27 C22 C23 1.4(10) . . . . ?
C26 N3 C28 N4 177.1(6) 1_655 . . . ?
C26 N3 C34 C29 -178.0(6) 1_655 . . . ?
C26 N3 C34 C33 3.8(11) 1_655 . . . ?
C27 C26 C25 C24 1.2(10) . . . . ?
C27 C22 C23 C24 -0.7(11) . . . . ?
Zn1 O1 C1 C2 -176.4(4) . . . . ?
Zn1 O1 C1 O2 3.1(9) . . . . ?
Zn1 C14 C11 C10 13(3) 1_454 . . . ?
Zn1 C14 C11 C12 -165.3(19) 1_454 . . . ?
Zn1 N1 C15 N2 -171.9(4) . . . . ?
Zn1 N1 C16 C21 172.2(4) . . . . ?
Zn1 N1 C16 C17 -10.5(10) . . . . ?
Zn1 N4 C29 C34 163.5(4) . . . . ?
Zn1 N4 C29 C30 -16.8(10) . . . . ?
Zn1 N4 C28 N3 -163.3(4) . . . . ?
C14 C11 C10 C9 -175.6(7) . . . . ?
C14 C11 C12 C13 176.4(7) . . . . ?
N1 C16 C21 N2 -1.1(7) . . . . ?
N1 C16 C21 C20 176.5(6) . . . . ?
N1 C16 C17 C18 -178.3(6) . . . . ?
O3 C8 C13 C12 178.1(7) . . . . ?
O3 C8 C9 C10 -177.7(6) . . . . ?
O3 C5 C4 C3 174.1(7) . . . . ?
O3 C5 C6 C7 -174.5(7) . . . . ?
O4 C14 O5 Zn1 1.4(7) . . . 1_454 ?
O4 C14 C11 C10 -6.3(10) . . . . ?
O4 C14 C11 C12 175.1(6) . . . . ?
N4 C29 C34 N3 0.8(7) . . . . ?
N4 C29 C34 C33 179.1(6) . . . . ?
N4 C29 C30 C31 -178.1(7) . . . . ?
C2 C3 C4 C5 0.6(12) . . . . ?
C2 C7 C6 C5 -0.1(13) . . . . ?
N2 C21 C20 C19 179.0(7) . . . . ?
N2 C22 C23 C24 178.5(6) . . . . ?
C15 N1 C16 C21 0.6(7) . . . . ?
C15 N1 C16 C17 177.8(7) . . . . ?
C15 N2 C21 C16 1.2(7) . . . . ?
C15 N2 C21 C20 -176.1(7) . . . . ?
C15 N2 C22 C27 40.3(9) . . . . ?
C15 N2 C22 C23 -138.9(7) . . . . ?
C16 N1 C15 N2 0.2(7) . . . . ?
C16 C21 C20 C19 2.2(10) . . . . ?
N3 C26 C27 C22 -179.3(6) 1_455 . . . ?
N3 C26 C25 C24 178.8(6) 1_455 . . . ?
N3 C34 C33 C32 178.2(7) . . . . ?
C29 N4 C28 N3 1.7(7) . . . . ?
C29 C34 C33 C32 0.3(10) . . . . ?
C29 C30 C31 C32 -2.3(11) . . . . ?
C28 N4 C29 C34 -1.5(7) . . . . ?
C28 N4 C29 C30 178.2(7) . . . . ?
C28 N3 C34 C29 0.2(7) . . . . ?
C28 N3 C34 C33 -177.9(7) . . . . ?
C1 C2 C3 C4 -178.0(7) . . . . ?
C1 C2 C7 C6 177.7(7) . . . . ?
C3 C2 C1 O1 1.6(10) . . . . ?
C3 C2 C1 O2 -177.9(7) . . . . ?
C3 C2 C7 C6 1.1(12) . . . . ?
C34 N3 C28 N4 -1.2(7) . . . . ?
C34 C29 C30 C31 1.5(10) . . . . ?
O5 C14 O4 Zn1 -1.8(8) . . . 1_454 ?
O5 C14 C11 C10 169.9(7) . . . . ?
O5 C14 C11 C12 -8.7(10) . . . . ?
C11 C14 O4 Zn1 174.2(5) . . . 1_454 ?
C11 C14 O5 Zn1 -174.5(6) . . . 1_454 ?
C11 C10 C9 C8 -0.9(11) . . . . ?
C8 O3 C5 C4 67.5(10) . . . . ?
C8 O3 C5 C6 -118.6(8) . . . . ?
C8 C13 C12 C11 -0.5(12) . . . . ?
C21 N2 C15 N1 -0.9(8) . . . . ?
C21 N2 C22 C27 -147.5(6) . . . . ?
C21 N2 C22 C23 33.3(10) . . . . ?
C21 C16 C17 C18 -1.3(10) . . . . ?
C21 C20 C19 C18 -1.0(11) . . . . ?
C30 C29 C34 N3 -179.0(6) . . . . ?
C30 C29 C34 C33 -0.6(10) . . . . ?
C30 C31 C32 C33 2.1(12) . . . . ?
C22 N2 C15 N1 172.6(6) . . . . ?
C22 N2 C21 C16 -172.3(6) . . . . ?
C22 N2 C21 C20 10.5(11) . . . . ?
C22 C23 C24 C25 0.2(11) . . . . ?
C17 C16 C21 N2 -178.6(6) . . . . ?
C17 C16 C21 C20 -1.0(10) . . . . ?
C17 C18 C19 C20 -1.3(12) . . . . ?
C5 O3 C8 C13 21.8(10) . . . . ?
C5 O3 C8 C9 -162.6(7) . . . . ?
C31 C32 C33 C34 -1.0(11) . . . . ?
C13 C8 C9 C10 -2.0(11) . . . . ?
C10 C11 C12 C13 -2.3(11) . . . . ?
C12 C11 C10 C9 3.0(11) . . . . ?
C23 C24 C25 C26 -0.5(11) . . . . ?
C9 C8 C13 C12 2.7(11) . . . . ?
C25 C26 C27 C22 -1.7(10) . . . . ?
C7 C2 C1 O1 -174.9(7) . . . . ?
C7 C2 C1 O2 5.6(11) . . . . ?
C7 C2 C3 C4 -1.4(12) . . . . ?
C4 C5 C6 C7 -0.7(13) . . . . ?
C6 C5 C4 C3 0.4(13) . . . . ?
C19 C18 C17 C16 2.4(11) . . . . ?

_platon_squeeze_details          
;

;
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6
_database_code_depnum_ccdc_archive 'CCDC 1846918'
_audit_update_record             
;
2018-06-03 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_audit_creation_date             2018-06-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C28 H18 Cd N4 O4, C3 H6 N O'
_chemical_formula_sum            'C31 H24 Cd N5 O5'
_chemical_formula_weight         658.96
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
Cd Cd -0.8080 1.2020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.6340(7)
_cell_length_b                   12.2099(8)
_cell_length_c                   12.9166(9)
_cell_angle_alpha                68.118(2)
_cell_angle_beta                 76.862(2)
_cell_angle_gamma                81.009(2)
_cell_volume                     1368.70(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9875
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.90
_shelx_estimated_absorpt_T_max   0.803
_shelx_estimated_absorpt_T_min   0.755
_exptl_absorpt_coefficient_mu    0.849
_exptl_absorpt_correction_T_max  0.8031
_exptl_absorpt_correction_T_min  0.7554
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.599
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             666
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.27
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0176
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14766
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.010
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_min         2.903
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4410
_reflns_number_total             4813
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.572
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         4813
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0254
_refine_ls_restrained_S_all      2.642
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0331P)²+1.1648P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0648
_refine_ls_wR_factor_ref         0.0680
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cd1-O4
 4.5 with sigma of 0.01
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C8(H8), C20(H20), C25(H25), C1(H1), C26(H26), C23(H23),
 C16(H16), C6(H6), C17(H17), C18(H18), C13(H13), C24(H24), C10(H10), C5(H5),
 C11(H11), C12(H12)
3.b Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N2 N -0.0994(2) 0.51118(19) 0.18593(18) 0.0342(5) Uani 1 1 d . . . . .
C2 C -0.1617(3) 0.4747(2) 0.1184(2) 0.0324(5) Uani 1 1 d . . . . .
C3 C -0.2459(3) 0.5341(3) 0.0371(2) 0.0438(7) Uani 1 1 d . . . . .
H3 H -0.268645 0.615434 0.015595 0.053 Uiso 1 1 calc R . . . .
C4 C -0.2941(4) 0.4666(3) -0.0099(3) 0.0570(8) Uani 1 1 d . . . . .
H4 H -0.349563 0.503388 -0.065668 0.068 Uiso 1 1 calc R . . . .
Cd1 Cd 0.07231(2) 0.12696(2) 0.32366(2) 0.02892(7) Uani 1 1 d D . . . .
O3 O -0.13771(18) 0.06464(17) 0.35236(17) 0.0418(5) Uani 1 1 d . . . . .
C27 C -0.3591(2) 0.0276(2) 0.4763(2) 0.0291(5) Uani 1 1 d . . . . .
O4 O -0.15289(19) 0.06174(18) 0.52968(19) 0.0472(5) Uani 1 1 d D . . . .
N4 N 0.1559(2) 0.21241(18) 0.42418(18) 0.0305(4) Uani 1 1 d . . . . .
N3 N 0.1768(2) 0.25869(19) 0.56999(18) 0.0334(5) Uani 1 1 d . . . . .
C28 C -0.2054(2) 0.0545(2) 0.4510(2) 0.0342(6) Uani 1 1 d . . . . .
C8 C 0.1014(3) 0.2051(2) 0.5285(2) 0.0306(5) Uani 1 1 d . . . . .
H8 H 0.019343 0.167080 0.569956 0.037 Uiso 1 1 calc R . . . .
N1 N -0.0398(2) 0.31725(19) 0.23137(19) 0.0358(5) Uani 1 1 d . . . . .
C9 C 0.2778(3) 0.2744(2) 0.3937(2) 0.0305(5) Uani 1 1 d . . . . .
C19 C 0.1137(3) 0.3754(2) 0.8025(2) 0.0334(5) Uani 1 1 d . . . . .
C15 C 0.1461(3) 0.2626(2) 0.6821(2) 0.0345(6) Uani 1 1 d . . . . .
C21 C 0.2528(3) 0.0670(3) 0.1472(2) 0.0400(6) Uani 1 1 d . . . . .
C20 C 0.1414(3) 0.3715(2) 0.6939(2) 0.0345(6) Uani 1 1 d . . . . .
H20 H 0.156394 0.440101 0.630508 0.041 Uiso 1 1 calc R . . . .
O2 O 0.1386(3) 0.0247(3) 0.1652(3) 0.0818(9) Uani 1 1 d . . . . .
C25 C -0.4187(3) 0.0163(3) 0.3936(2) 0.0379(6) Uani 1 1 d . . . . .
H25 H -0.364349 0.027311 0.321547 0.046 Uiso 1 1 calc R . . . .
C1 C -0.0289(3) 0.4130(2) 0.2503(2) 0.0375(6) Uani 1 1 d . . . . .
H1 H 0.022237 0.414035 0.302823 0.045 Uiso 1 1 calc R . . . .
O1 O 0.2692(2) 0.1369(2) 0.1917(2) 0.0630(7) Uani 1 1 d . . . . .
C26 C -0.4406(3) 0.0114(3) 0.5826(2) 0.0400(6) Uani 1 1 d . . . . .
H26 H -0.401070 0.019114 0.638610 0.048 Uiso 1 1 calc R . . . .
C7 C -0.1258(3) 0.3533(2) 0.1499(2) 0.0337(6) Uani 1 1 d . . . . .
C23 C 0.5134(3) 0.0707(3) 0.0582(3) 0.0465(7) Uani 1 1 d . . . . .
H23 H 0.523460 0.118339 0.097487 0.056 Uiso 1 1 calc R . . . .
C16 C 0.1224(3) 0.1606(2) 0.7744(2) 0.0431(7) Uani 1 1 d . . . . .
H16 H 0.123209 0.088656 0.764979 0.052 Uiso 1 1 calc R . . . .
C14 C 0.2911(3) 0.3044(2) 0.4848(2) 0.0352(6) Uani 1 1 d . . . . .
C6 C -0.1783(3) 0.2860(3) 0.1032(2) 0.0444(7) Uani 1 1 d . . . . .
H6 H -0.157261 0.204453 0.125180 0.053 Uiso 1 1 calc R . . . .
C17 C 0.0972(3) 0.1671(3) 0.8821(3) 0.0488(7) Uani 1 1 d . . . . .
H17 H 0.081904 0.098507 0.945423 0.059 Uiso 1 1 calc R . . . .
C22 C 0.3803(3) 0.0346(2) 0.0686(2) 0.0366(6) Uani 1 1 d . . . . .
C18 C 0.0945(3) 0.2736(2) 0.8964(2) 0.0425(6) Uani 1 1 d . . . . .
H18 H 0.079803 0.276801 0.968952 0.051 Uiso 1 1 calc R . . . .
C13 C 0.4047(3) 0.3651(3) 0.4797(3) 0.0516(8) Uani 1 1 d . . . . .
H13 H 0.412982 0.385949 0.540150 0.062 Uiso 1 1 calc R . . . .
C24 C 0.3683(3) -0.0370(3) 0.0098(3) 0.0472(7) Uani 1 1 d . . . . .
H24 H 0.279748 -0.062508 0.016170 0.057 Uiso 1 1 calc R . . . .
C10 C 0.3788(3) 0.3030(3) 0.2945(2) 0.0425(6) Uani 1 1 d . . . . .
H10 H 0.370599 0.282922 0.233491 0.051 Uiso 1 1 calc R . . . .
C5 C -0.2622(4) 0.3447(3) 0.0234(3) 0.0562(8) Uani 1 1 d . . . . .
H5 H -0.298748 0.301965 -0.009332 0.067 Uiso 1 1 calc R . . . .
C11 C 0.4919(3) 0.3625(3) 0.2895(3) 0.0559(8) Uani 1 1 d . . . . .
H11 H 0.561475 0.382911 0.223970 0.067 Uiso 1 1 calc R . . . .
C12 C 0.5039(4) 0.3925(3) 0.3808(3) 0.0626(10) Uani 1 1 d . . . . .
H12 H 0.581678 0.432452 0.374587 0.075 Uiso 1 1 calc R . . . .
N5 N 0.3094(6) 0.6896(5) 0.3292(4) 0.1139(16) Uani 1 1 d . . . . .
O5 O 0.1547(7) 0.6170(6) 0.4843(6) 0.225(4) Uani 1 1 d . . . . .
C31 C 0.2519(10) 0.6814(6) 0.4392(7) 0.134(3) Uani 1 1 d . . . . .
C29 C 0.2513(9) 0.6407(8) 0.2719(8) 0.190(4) Uani 1 1 d . . . . .
H29A H 0.197589 0.576212 0.324951 0.285 Uiso 1 1 calc GR . . . .
H29B H 0.326071 0.611964 0.222940 0.285 Uiso 1 1 calc GR . . . .
H29C H 0.189000 0.699442 0.227192 0.285 Uiso 1 1 calc GR . . . .
C30 C 0.4293(17) 0.7494(11) 0.2755(10) 0.355(11) Uani 1 1 d . . . . .
H30A H 0.484880 0.743793 0.330465 0.532 Uiso 1 1 calc GR . . . .
H30B H 0.401885 0.831087 0.236553 0.532 Uiso 1 1 calc GR . . . .
H30C H 0.485177 0.715287 0.221689 0.532 Uiso 1 1 calc GR . . . .


_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 C2 1.390(3) . ?
N2 C19 1.430(3) 2_566 ?
N2 C1 1.359(3) . ?
C2 C3 1.387(4) . ?
C2 C7 1.391(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.373(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.391(5) . ?
Cd1 O3 2.1773(17) . ?
Cd1 O4 2.521(2) 2_556 ?
Cd1 N4 2.274(2) . ?
Cd1 N1 2.392(2) . ?
Cd1 O2 2.687(3) . ?
Cd1 O1 2.228(2) . ?
O3 C28 1.263(3) . ?
C27 C28 1.503(3) . ?
C27 C25 1.380(4) . ?
C27 C26 1.377(4) . ?
O4 C28 1.270(3) . ?
N4 C8 1.305(3) . ?
N4 C9 1.397(3) . ?
N3 C8 1.352(3) . ?
N3 C15 1.428(3) . ?
N3 C14 1.385(3) . ?
C8 H8 0.9300 . ?
N1 C1 1.304(3) . ?
N1 C7 1.388(3) . ?
C9 C14 1.392(4) . ?
C9 C10 1.385(4) . ?
C19 C20 1.385(4) . ?
C19 C18 1.378(4) . ?
C15 C20 1.386(4) . ?
C15 C16 1.373(4) . ?
C21 O2 1.226(4) . ?
C21 O1 1.239(4) . ?
C21 C22 1.509(3) . ?
C20 H20 0.9300 . ?
C25 H25 0.9300 . ?
C25 C26 1.386(3) 2_456 ?
C1 H1 0.9300 . ?
C26 H26 0.9300 . ?
C7 C6 1.390(4) . ?
C23 H23 0.9300 . ?
C23 C22 1.382(4) . ?
C23 C24 1.381(4) 2_655 ?
C16 H16 0.9300 . ?
C16 C17 1.385(4) . ?
C14 C13 1.391(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.370(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.376(4) . ?
C22 C24 1.385(4) . ?
C18 H18 0.9300 . ?
C13 H13 0.9300 . ?
C13 C12 1.372(4) . ?
C24 H24 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.378(4) . ?
C5 H5 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.391(5) . ?
C12 H12 0.9300 . ?
N5 C31 1.374(8) . ?
N5 C29 1.356(8) . ?
N5 C30 1.367(12) . ?
O5 C31 1.214(10) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N2 C19 129.1(2) . 2_566 ?
C1 N2 C2 106.3(2) . . ?
C1 N2 C19 124.4(2) . 2_566 ?
N2 C2 C7 105.1(2) . . ?
C3 C2 N2 132.8(2) . . ?
C3 C2 C7 122.1(2) . . ?
C2 C3 H3 121.8 . . ?
C4 C3 C2 116.5(3) . . ?
C4 C3 H3 121.8 . . ?
C3 C4 H4 119.1 . . ?
C3 C4 C5 121.9(3) . . ?
C5 C4 H4 119.1 . . ?
O3 Cd1 O4 91.46(7) . 2_556 ?
O3 Cd1 N4 129.09(7) . . ?
O3 Cd1 N1 84.64(7) . . ?
O3 Cd1 O2 83.90(7) . . ?
O3 Cd1 O1 134.20(8) . . ?
O4 Cd1 O2 90.80(9) 2_556 . ?
N4 Cd1 O4 82.84(7) . 2_556 ?
N4 Cd1 N1 87.41(7) . . ?
N4 Cd1 O2 146.35(7) . . ?
N1 Cd1 O4 163.77(7) . 2_556 ?
N1 Cd1 O2 104.39(9) . . ?
O1 Cd1 O4 96.53(9) . 2_556 ?
O1 Cd1 N4 96.68(8) . . ?
O1 Cd1 N1 97.46(9) . . ?
O1 Cd1 O2 51.10(8) . . ?
C28 O3 Cd1 110.99(16) . . ?
C25 C27 C28 120.1(2) . . ?
C26 C27 C28 120.5(2) . . ?
C26 C27 C25 119.5(2) . . ?
C28 O4 Cd1 118.54(16) . 2_556 ?
C8 N4 Cd1 125.17(16) . . ?
C8 N4 C9 105.7(2) . . ?
C9 N4 Cd1 128.98(16) . . ?
C8 N3 C15 125.9(2) . . ?
C8 N3 C14 106.9(2) . . ?
C14 N3 C15 127.1(2) . . ?
O3 C28 C27 116.2(2) . . ?
O4 C28 O3 125.3(2) . . ?
O4 C28 C27 118.5(2) . . ?
N4 C8 N3 112.9(2) . . ?
N4 C8 H8 123.5 . . ?
N3 C8 H8 123.5 . . ?
C1 N1 Cd1 124.27(18) . . ?
C1 N1 C7 104.8(2) . . ?
C7 N1 Cd1 130.91(16) . . ?
C14 C9 N4 108.8(2) . . ?
C10 C9 N4 130.2(2) . . ?
C10 C9 C14 120.9(2) . . ?
C20 C19 N2 118.0(2) . 2_566 ?
C18 C19 N2 121.0(2) . 2_566 ?
C18 C19 C20 121.0(2) . . ?
C20 C15 N3 118.0(2) . . ?
C16 C15 N3 120.2(2) . . ?
C16 C15 C20 121.8(2) . . ?
O2 C21 O1 122.4(3) . . ?
O2 C21 C22 120.4(3) . . ?
O1 C21 C22 117.3(3) . . ?
C19 C20 C15 118.2(2) . . ?
C19 C20 H20 120.9 . . ?
C15 C20 H20 120.9 . . ?
C21 O2 Cd1 81.96(18) . . ?
C27 C25 H25 119.9 . . ?
C27 C25 C26 120.2(2) . 2_456 ?
C26 C25 H25 119.9 2_456 . ?
N2 C1 H1 123.1 . . ?
N1 C1 N2 113.7(2) . . ?
N1 C1 H1 123.1 . . ?
C21 O1 Cd1 103.61(18) . . ?
C27 C26 C25 120.3(2) . 2_456 ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 2_456 . ?
N1 C7 C2 110.1(2) . . ?
N1 C7 C6 129.3(3) . . ?
C6 C7 C2 120.6(3) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 2_655 . ?
C24 C23 C22 120.8(3) 2_655 . ?
C15 C16 H16 120.7 . . ?
C15 C16 C17 118.7(3) . . ?
C17 C16 H16 120.7 . . ?
N3 C14 C9 105.6(2) . . ?
N3 C14 C13 132.7(3) . . ?
C13 C14 C9 121.7(3) . . ?
C7 C6 H6 121.4 . . ?
C5 C6 C7 117.2(3) . . ?
C5 C6 H6 121.4 . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.8(3) . . ?
C18 C17 H17 119.6 . . ?
C23 C22 C21 120.6(2) . . ?
C23 C22 C24 118.5(2) . . ?
C24 C22 C21 120.8(3) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 C19 119.5(3) . . ?
C17 C18 H18 120.3 . . ?
C14 C13 H13 121.7 . . ?
C12 C13 C14 116.5(3) . . ?
C12 C13 H13 121.7 . . ?
C23 C24 C22 120.7(3) 2_655 . ?
C23 C24 H24 119.7 2_655 . ?
C22 C24 H24 119.7 . . ?
C9 C10 H10 121.3 . . ?
C11 C10 C9 117.4(3) . . ?
C11 C10 H10 121.3 . . ?
C4 C5 H5 119.1 . . ?
C6 C5 C4 121.7(3) . . ?
C6 C5 H5 119.1 . . ?
C10 C11 H11 119.4 . . ?
C10 C11 C12 121.2(3) . . ?
C12 C11 H11 119.4 . . ?
C13 C12 C11 122.2(3) . . ?
C13 C12 H12 118.9 . . ?
C11 C12 H12 118.9 . . ?
C29 N5 C31 122.3(8) . . ?
C29 N5 C30 118.8(9) . . ?
C30 N5 C31 118.9(9) . . ?
O5 C31 N5 114.6(8) . . ?
N5 C29 H29A 109.5 . . ?
N5 C29 H29B 109.5 . . ?
N5 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N5 C30 H30A 109.5 . . ?
N5 C30 H30B 109.5 . . ?
N5 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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
N2 C2 C3 C4 -177.3(3) . . . . ?
N2 C2 C7 N1 -2.1(3) . . . . ?
N2 C2 C7 C6 176.2(2) . . . . ?
N2 C19 C20 C15 -175.9(2) 2_566 . . . ?
N2 C19 C18 C17 174.6(3) 2_566 . . . ?
C2 N2 C1 N1 -0.2(3) . . . . ?
C2 C3 C4 C5 1.1(5) . . . . ?
C2 C7 C6 C5 1.9(4) . . . . ?
C3 C2 C7 N1 179.3(2) . . . . ?
C3 C2 C7 C6 -2.4(4) . . . . ?
C3 C4 C5 C6 -1.5(5) . . . . ?
Cd1 O3 C28 C27 172.21(16) . . . . ?
Cd1 O3 C28 O4 -9.9(3) . . . . ?
Cd1 O4 C28 O3 -97.5(3) 2_556 . . . ?
Cd1 O4 C28 C27 80.3(2) 2_556 . . . ?
Cd1 N4 C8 N3 176.51(16) . . . . ?
Cd1 N4 C9 C14 -176.39(17) . . . . ?
Cd1 N4 C9 C10 1.6(4) . . . . ?
Cd1 N1 C1 N2 178.58(17) . . . . ?
Cd1 N1 C7 C2 -177.67(17) . . . . ?
Cd1 N1 C7 C6 4.2(4) . . . . ?
N4 C9 C14 N3 0.6(3) . . . . ?
N4 C9 C14 C13 178.8(3) . . . . ?
N4 C9 C10 C11 -178.0(3) . . . . ?
N3 C15 C20 C19 -179.1(2) . . . . ?
N3 C15 C16 C17 178.1(3) . . . . ?
N3 C14 C13 C12 176.9(3) . . . . ?
C28 C27 C25 C26 178.4(2) . . . 2_456 ?
C28 C27 C26 C25 -178.4(2) . . . 2_456 ?
C8 N4 C9 C14 -0.8(3) . . . . ?
C8 N4 C9 C10 177.2(3) . . . . ?
C8 N3 C15 C20 -130.4(3) . . . . ?
C8 N3 C15 C16 49.6(4) . . . . ?
C8 N3 C14 C9 -0.2(3) . . . . ?
C8 N3 C14 C13 -178.2(3) . . . . ?
N1 C7 C6 C5 179.8(3) . . . . ?
C9 N4 C8 N3 0.7(3) . . . . ?
C9 C14 C13 C12 -0.8(5) . . . . ?
C9 C10 C11 C12 0.0(5) . . . . ?
C19 N2 C2 C3 5.4(5) 2_566 . . . ?
C19 N2 C2 C7 -173.0(2) 2_566 . . . ?
C19 N2 C1 N1 174.5(2) 2_566 . . . ?
C15 N3 C8 N4 -178.1(2) . . . . ?
C15 N3 C14 C9 177.6(2) . . . . ?
C15 N3 C14 C13 -0.4(5) . . . . ?
C15 C16 C17 C18 0.6(5) . . . . ?
C21 C22 C24 C23 -177.2(3) . . . 2_655 ?
C20 C19 C18 C17 -2.6(4) . . . . ?
C20 C15 C16 C17 -1.9(4) . . . . ?
O2 C21 O1 Cd1 11.2(4) . . . . ?
O2 C21 C22 C23 -172.3(3) . . . . ?
O2 C21 C22 C24 4.4(5) . . . . ?
C25 C27 C28 O3 -0.5(3) . . . . ?
C25 C27 C28 O4 -178.5(2) . . . . ?
C25 C27 C26 C25 0.2(5) . . . 2_456 ?
C1 N2 C2 C3 179.7(3) . . . . ?
C1 N2 C2 C7 1.4(3) . . . . ?
C1 N1 C7 C2 1.9(3) . . . . ?
C1 N1 C7 C6 -176.2(3) . . . . ?
O1 C21 O2 Cd1 -9.1(3) . . . . ?
O1 C21 C22 C23 7.5(4) . . . . ?
O1 C21 C22 C24 -175.8(3) . . . . ?
C26 C27 C28 O3 178.1(2) . . . . ?
C26 C27 C28 O4 0.0(4) . . . . ?
C26 C27 C25 C26 -0.2(5) . . . 2_456 ?
C7 C2 C3 C4 0.8(4) . . . . ?
C7 N1 C1 N2 -1.1(3) . . . . ?
C7 C6 C5 C4 0.0(5) . . . . ?
C23 C22 C24 C23 -0.4(5) . . . 2_655 ?
C16 C15 C20 C19 0.9(4) . . . . ?
C16 C17 C18 C19 1.6(5) . . . . ?
C14 N3 C8 N4 -0.3(3) . . . . ?
C14 N3 C15 C20 52.2(4) . . . . ?
C14 N3 C15 C16 -127.8(3) . . . . ?
C14 C9 C10 C11 -0.2(4) . . . . ?
C14 C13 C12 C11 0.5(6) . . . . ?
C22 C21 O2 Cd1 170.7(3) . . . . ?
C22 C21 O1 Cd1 -168.6(2) . . . . ?
C18 C19 C20 C15 1.4(4) . . . . ?
C24 C23 C22 C21 177.2(3) 2_655 . . . ?
C24 C23 C22 C24 0.4(5) 2_655 . . . ?
C10 C9 C14 N3 -177.6(2) . . . . ?
C10 C9 C14 C13 0.7(4) . . . . ?
C10 C11 C12 C13 -0.1(6) . . . . ?
C29 N5 C31 O5 7.3(10) . . . . ?
C30 N5 C31 O5 -172.9(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

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

data_3_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1846915'
_audit_update_record             
;
2018-06-03 deposited with the CCDC.
2018-09-03 downloaded from the CCDC.
;
_audit_creation_date             2018-06-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C28 H18 N4 O4 Zn, C3 H7 N O'
_chemical_formula_sum            'C31 H25 N5 O5 Zn'
_chemical_formula_weight         612.95
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2840 1.4300 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.3633(5)
_cell_length_b                   12.1048(7)
_cell_length_c                   13.7443(7)
_cell_angle_alpha                69.8810(10)
_cell_angle_beta                 72.1480(10)
_cell_angle_gamma                76.809(2)
_cell_volume                     1379.11(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9932
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.39
_cell_measurement_theta_min      3.12
_shelx_estimated_absorpt_T_max   0.813
_shelx_estimated_absorpt_T_min   0.716
_exptl_absorpt_coefficient_mu    0.942
_exptl_absorpt_correction_T_max  0.8126
_exptl_absorpt_correction_T_min  0.7161
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.23
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            20203
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.008
_diffrn_reflns_theta_max         25.008
_diffrn_reflns_theta_min         3.122
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4299
_reflns_number_total             4843
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.579
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         4843
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0291
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0320P)²+1.0121P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0700
_refine_ls_wR_factor_ref         0.0737
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C9(H9), C11(H11), C12(H12), C13(H13), C14(H14), C19(H19),
 C21(H21), C22(H22), C23(H23), C24(H24), C27(H27), C28(H28), C17(H17), C18(H18),
  C8(H8), C7(H7), C31(H31)
2.b Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C29(H29A,H29B,H29C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.45411(2) 0.82806(2) 0.19544(2) 0.02342(8) Uani 1 1 d . . . . .
O1 O 0.62905(17) 0.90875(14) 0.15015(13) 0.0375(4) Uani 1 1 d . . . . .
O2 O 0.6788(2) 0.8854(3) -0.00832(19) 0.0964(10) Uani 1 1 d . . . . .
O3 O 0.27478(17) 0.88190(15) 0.29357(12) 0.0392(4) Uani 1 1 d . . . . .
O4 O 0.40391(18) 0.91349(16) 0.39070(13) 0.0449(4) Uani 1 1 d . . . . .
N1 N 0.35943(18) 0.79189(14) 0.09705(13) 0.0234(4) Uani 1 1 d . . . . .
N2 N 0.32601(18) 0.76244(14) -0.04461(13) 0.0238(4) Uani 1 1 d . . . . .
N4 N 0.53931(19) 0.65448(15) 0.26680(13) 0.0256(4) Uani 1 1 d . . . . .
N3 N 0.6084(2) 0.46059(15) 0.28975(13) 0.0268(4) Uani 1 1 d . . . . .
C1 C 0.7128(2) 0.9141(2) 0.0568(2) 0.0363(5) Uani 1 1 d . . . . .
C2 C 0.8614(2) 0.95912(18) 0.02830(18) 0.0283(5) Uani 1 1 d . . . . .
C3 C 0.9421(2) 0.99187(19) -0.07791(18) 0.0324(5) Uani 1 1 d . . . . .
H3 H 0.903221 0.986536 -0.130575 0.039 Uiso 1 1 calc R . . . .
C4 C 0.9199(2) 0.96755(19) 0.10604(18) 0.0305(5) Uani 1 1 d . . . . .
H4 H 0.866264 0.945872 0.177448 0.037 Uiso 1 1 calc R . . . .
C9 C 0.4107(2) 0.80569(17) -0.00621(15) 0.0232(4) Uani 1 1 d . . . . .
H9 H 0.496195 0.841452 -0.048268 0.028 Uiso 1 1 calc R . . . .
C15 C 0.2086(2) 0.71657(17) 0.04093(16) 0.0247(4) Uani 1 1 d . . . . .
C10 C 0.2305(2) 0.73604(17) 0.12902(16) 0.0240(4) Uani 1 1 d . . . . .
C11 C 0.1303(2) 0.7026(2) 0.22866(17) 0.0339(5) Uani 1 1 d . . . . .
H11 H 0.143744 0.715156 0.288150 0.041 Uiso 1 1 calc R . . . .
C12 C 0.0106(3) 0.6501(2) 0.23588(19) 0.0441(6) Uani 1 1 d . . . . .
H12 H -0.057563 0.625822 0.301927 0.053 Uiso 1 1 calc R . . . .
C13 C -0.0115(3) 0.6323(2) 0.1470(2) 0.0443(6) Uani 1 1 d . . . . .
H13 H -0.094644 0.597131 0.155023 0.053 Uiso 1 1 calc R . . . .
C14 C 0.0863(2) 0.6652(2) 0.04786(19) 0.0359(5) Uani 1 1 d . . . . .
H14 H 0.071303 0.653777 -0.011642 0.043 Uiso 1 1 calc R . . . .
C16 C 0.3567(2) 0.75992(18) -0.15228(16) 0.0251(4) Uani 1 1 d . . . . .
C19 C 0.5402(2) 0.56432(18) 0.23476(16) 0.0280(5) Uani 1 1 d . . . . .
H19 H 0.498010 0.570808 0.179608 0.034 Uiso 1 1 calc R . . . .
C20 C 0.6123(2) 0.60798(18) 0.34939(15) 0.0250(4) Uani 1 1 d . . . . .
C21 C 0.6454(2) 0.6652(2) 0.41047(17) 0.0322(5) Uani 1 1 d . . . . .
H21 H 0.617179 0.746413 0.400189 0.039 Uiso 1 1 calc R . . . .
C22 C 0.7216(3) 0.5963(2) 0.48660(18) 0.0410(6) Uani 1 1 d . . . . .
H22 H 0.744311 0.631540 0.529448 0.049 Uiso 1 1 calc R . . . .
C23 C 0.7657(3) 0.4752(2) 0.50122(19) 0.0439(6) Uani 1 1 d . . . . .
H23 H 0.817869 0.431918 0.553320 0.053 Uiso 1 1 calc R . . . .
C24 C 0.7349(3) 0.4171(2) 0.44122(17) 0.0374(5) Uani 1 1 d . . . . .
H24 H 0.765002 0.336058 0.451105 0.045 Uiso 1 1 calc R . . . .
C25 C 0.6565(2) 0.48637(18) 0.36525(16) 0.0265(4) Uani 1 1 d . . . . .
C26 C 0.6175(2) 0.34845(18) 0.27301(16) 0.0259(4) Uani 1 1 d . . . . .
C27 C 0.5860(3) 0.24845(19) 0.35877(16) 0.0314(5) Uani 1 1 d . . . . .
H27 H 0.569167 0.250607 0.428432 0.038 Uiso 1 1 calc R . . . .
C28 C 0.5801(3) 0.14519(19) 0.33923(17) 0.0335(5) Uani 1 1 d . . . . .
H28 H 0.556872 0.078031 0.396639 0.040 Uiso 1 1 calc R . . . .
C17 C 0.3922(2) 0.86039(18) -0.23639(16) 0.0296(5) Uani 1 1 d . . . . .
H17 H 0.397225 0.930071 -0.223989 0.036 Uiso 1 1 calc R . . . .
C18 C 0.3521(2) 0.65460(18) -0.16898(16) 0.0256(4) Uani 1 1 d . . . . .
H18 H 0.328991 0.587432 -0.111549 0.031 Uiso 1 1 calc R . . . .
C5 C 0.2856(2) 0.91500(19) 0.36997(17) 0.0303(5) Uani 1 1 d . . . . .
C6 C 0.1367(2) 0.95854(19) 0.43696(16) 0.0295(5) Uani 1 1 d . . . . .
C8 C -0.0010(3) 0.9443(2) 0.42804(19) 0.0396(6) Uani 1 1 d . . . . .
H8 H -0.003004 0.906801 0.379775 0.048 Uiso 1 1 calc R . . . .
C7 C 0.1356(3) 1.0145(2) 0.50955(19) 0.0402(6) Uani 1 1 d . . . . .
H7 H 0.226993 1.024779 0.516585 0.048 Uiso 1 1 calc R . . . .
O5 O 0.3298(6) 0.4137(3) 0.0270(3) 0.204(3) Uani 1 1 d . . . . .
N9 N 0.1898(3) 0.3210(2) 0.1812(2) 0.0608(6) Uani 1 1 d . . . . .
C30 C 0.2198(6) 0.3475(5) 0.2644(4) 0.1202(18) Uani 1 1 d . . . . .
H30A H 0.276116 0.279133 0.303635 0.180 Uiso 1 1 calc GR . . . .
H30B H 0.125919 0.368751 0.311607 0.180 Uiso 1 1 calc GR . . . .
H30C H 0.277792 0.412630 0.234776 0.180 Uiso 1 1 calc GR . . . .
C29 C 0.0835(7) 0.2401(5) 0.2097(4) 0.136(2) Uani 1 1 d . . . . .
H29A H -0.015543 0.275270 0.240279 0.203 Uiso 1 1 calc GR . . . .
H29B H 0.112879 0.167906 0.260906 0.203 Uiso 1 1 calc GR . . . .
H29C H 0.081737 0.222934 0.146896 0.203 Uiso 1 1 calc GR . . . .
C31 C 0.2572(6) 0.3668(5) 0.0816(4) 0.149(3) Uani 1 1 d . . . . .
H31 H 0.211239 0.340679 0.043969 0.179 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 O1 1.9265(14) . ?
Zn1 O3 1.9442(14) . ?
Zn1 N1 2.0311(16) . ?
Zn1 N4 2.0761(17) . ?
O1 C1 1.271(3) . ?
O2 C1 1.209(3) . ?
O3 C5 1.283(3) . ?
O4 C5 1.221(3) . ?
N1 C9 1.315(2) . ?
N1 C10 1.396(3) . ?
N2 C9 1.348(2) . ?
N2 C15 1.392(2) . ?
N2 C16 1.428(2) . ?
N4 C19 1.308(3) . ?
N4 C20 1.390(3) . ?
N3 C19 1.354(3) . ?
N3 C25 1.396(3) . ?
N3 C26 1.433(3) . ?
C1 C2 1.501(3) . ?
C2 C3 1.386(3) . ?
C2 C4 1.382(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.384(3) 2_775 ?
C4 H4 0.9300 . ?
C9 H9 0.9300 . ?
C15 C10 1.391(3) . ?
C15 C14 1.387(3) . ?
C10 C11 1.387(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.372(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.393(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.372(3) . ?
C14 H14 0.9300 . ?
C16 C17 1.381(3) . ?
C16 C18 1.383(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.392(3) . ?
C20 C25 1.394(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.373(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.390(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.377(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.386(3) . ?
C26 C27 1.382(3) . ?
C26 C18 1.382(3) 2_665 ?
C27 H27 0.9300 . ?
C27 C28 1.382(3) . ?
C28 H28 0.9300 . ?
C28 C17 1.379(3) 2_665 ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C5 C6 1.510(3) . ?
C6 C8 1.385(3) . ?
C6 C7 1.382(3) . ?
C8 H8 0.9300 . ?
C8 C7 1.385(3) 2_576 ?
C7 H7 0.9300 . ?
O5 C31 0.958(6) . ?
N9 C30 1.407(5) . ?
N9 C29 1.430(5) . ?
N9 C31 1.299(5) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C31 H31 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O3 118.25(7) . . ?
O1 Zn1 N1 125.45(7) . . ?
O1 Zn1 N4 102.18(7) . . ?
O3 Zn1 N1 101.11(7) . . ?
O3 Zn1 N4 110.18(7) . . ?
N1 Zn1 N4 97.30(6) . . ?
C1 O1 Zn1 116.86(14) . . ?
C5 O3 Zn1 121.19(14) . . ?
C9 N1 Zn1 128.48(14) . . ?
C9 N1 C10 105.50(16) . . ?
C10 N1 Zn1 125.78(13) . . ?
C9 N2 C15 107.22(16) . . ?
C9 N2 C16 125.78(17) . . ?
C15 N2 C16 126.94(16) . . ?
C19 N4 Zn1 123.79(14) . . ?
C19 N4 C20 105.37(17) . . ?
C20 N4 Zn1 130.75(13) . . ?
C19 N3 C25 106.50(16) . . ?
C19 N3 C26 123.95(17) . . ?
C25 N3 C26 129.46(17) . . ?
O1 C1 C2 116.7(2) . . ?
O2 C1 O1 123.7(2) . . ?
O2 C1 C2 119.6(2) . . ?
C3 C2 C1 119.3(2) . . ?
C4 C2 C1 121.3(2) . . ?
C4 C2 C3 119.42(19) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.4(2) 2_775 . ?
C4 C3 H3 119.8 2_775 . ?
C2 C4 C3 120.2(2) . 2_775 ?
C2 C4 H4 119.9 . . ?
C3 C4 H4 119.9 2_775 . ?
N1 C9 N2 112.78(17) . . ?
N1 C9 H9 123.6 . . ?
N2 C9 H9 123.6 . . ?
C10 C15 N2 105.30(17) . . ?
C14 C15 N2 132.47(19) . . ?
C14 C15 C10 122.18(19) . . ?
C15 C10 N1 109.20(17) . . ?
C11 C10 N1 130.26(19) . . ?
C11 C10 C15 120.54(19) . . ?
C10 C11 H11 121.4 . . ?
C12 C11 C10 117.3(2) . . ?
C12 C11 H11 121.4 . . ?
C11 C12 H12 119.1 . . ?
C11 C12 C13 121.8(2) . . ?
C13 C12 H12 119.1 . . ?
C12 C13 H13 119.2 . . ?
C14 C13 C12 121.6(2) . . ?
C14 C13 H13 119.2 . . ?
C15 C14 H14 121.7 . . ?
C13 C14 C15 116.6(2) . . ?
C13 C14 H14 121.7 . . ?
C17 C16 N2 120.02(18) . . ?
C17 C16 C18 121.76(18) . . ?
C18 C16 N2 118.21(18) . . ?
N4 C19 N3 113.41(18) . . ?
N4 C19 H19 123.3 . . ?
N3 C19 H19 123.3 . . ?
N4 C20 C21 129.64(19) . . ?
N4 C20 C25 109.55(17) . . ?
C21 C20 C25 120.80(19) . . ?
C20 C21 H21 121.5 . . ?
C22 C21 C20 117.0(2) . . ?
C22 C21 H21 121.5 . . ?
C21 C22 H22 119.2 . . ?
C21 C22 C23 121.7(2) . . ?
C23 C22 H22 119.2 . . ?
C22 C23 H23 118.9 . . ?
C24 C23 C22 122.3(2) . . ?
C24 C23 H23 118.9 . . ?
C23 C24 H24 122.0 . . ?
C23 C24 C25 116.1(2) . . ?
C25 C24 H24 122.0 . . ?
C20 C25 N3 105.18(17) . . ?
C24 C25 N3 132.6(2) . . ?
C24 C25 C20 122.2(2) . . ?
C27 C26 N3 120.72(18) . . ?
C18 C26 N3 117.94(18) 2_665 . ?
C18 C26 C27 121.18(19) 2_665 . ?
C26 C27 H27 120.6 . . ?
C28 C27 C26 118.85(19) . . ?
C28 C27 H27 120.6 . . ?
C27 C28 H28 119.3 . . ?
C17 C28 C27 121.4(2) 2_665 . ?
C17 C28 H28 119.3 2_665 . ?
C16 C17 H17 120.8 . . ?
C28 C17 C16 118.36(19) 2_665 . ?
C28 C17 H17 120.8 2_665 . ?
C16 C18 H18 120.8 . . ?
C26 C18 C16 118.42(18) 2_665 . ?
C26 C18 H18 120.8 2_665 . ?
O3 C5 C6 115.00(19) . . ?
O4 C5 O3 125.19(19) . . ?
O4 C5 C6 119.81(19) . . ?
C8 C6 C5 121.87(19) . . ?
C7 C6 C5 119.9(2) . . ?
C7 C6 C8 118.3(2) . . ?
C6 C8 H8 119.8 . . ?
C7 C8 C6 120.5(2) 2_576 . ?
C7 C8 H8 119.8 2_576 . ?
C6 C7 C8 121.3(2) . 2_576 ?
C6 C7 H7 119.4 . . ?
C8 C7 H7 119.4 2_576 . ?
C30 N9 C29 117.8(4) . . ?
C31 N9 C30 121.6(5) . . ?
C31 N9 C29 120.6(5) . . ?
N9 C30 H30A 109.5 . . ?
N9 C30 H30B 109.5 . . ?
N9 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N9 C29 H29A 109.5 . . ?
N9 C29 H29B 109.5 . . ?
N9 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O5 C31 N9 152.0(10) . . ?
O5 C31 H31 104.0 . . ?
N9 C31 H31 104.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O1 C1 O2 9.6(4) . . . . ?
Zn1 O1 C1 C2 -170.41(14) . . . . ?
Zn1 O3 C5 O4 -2.0(3) . . . . ?
Zn1 O3 C5 C6 177.91(14) . . . . ?
Zn1 N1 C9 N2 174.25(13) . . . . ?
Zn1 N1 C10 C15 -174.38(13) . . . . ?
Zn1 N1 C10 C11 6.6(3) . . . . ?
Zn1 N4 C19 N3 176.76(13) . . . . ?
Zn1 N4 C20 C21 2.1(3) . . . . ?
Zn1 N4 C20 C25 -176.53(14) . . . . ?
O1 C1 C2 C3 -165.9(2) . . . . ?
O1 C1 C2 C4 14.7(3) . . . . ?
O2 C1 C2 C3 14.1(4) . . . . ?
O2 C1 C2 C4 -165.3(3) . . . . ?
O3 C5 C6 C8 10.6(3) . . . . ?
O3 C5 C6 C7 -169.3(2) . . . . ?
O4 C5 C6 C8 -169.4(2) . . . . ?
O4 C5 C6 C7 10.7(3) . . . . ?
N1 C10 C11 C12 179.0(2) . . . . ?
N2 C15 C10 N1 -0.4(2) . . . . ?
N2 C15 C10 C11 178.76(19) . . . . ?
N2 C15 C14 C13 -178.3(2) . . . . ?
N2 C16 C17 C28 -179.51(19) . . . 2_665 ?
N2 C16 C18 C26 -179.61(18) . . . 2_665 ?
N4 C20 C21 C22 -179.0(2) . . . . ?
N4 C20 C25 N3 0.1(2) . . . . ?
N4 C20 C25 C24 178.55(19) . . . . ?
N3 C26 C27 C28 173.1(2) . . . . ?
C1 C2 C3 C4 -179.32(19) . . . 2_775 ?
C1 C2 C4 C3 179.32(19) . . . 2_775 ?
C3 C2 C4 C3 -0.1(3) . . . 2_775 ?
C4 C2 C3 C4 0.1(3) . . . 2_775 ?
C9 N1 C10 C15 0.5(2) . . . . ?
C9 N1 C10 C11 -178.5(2) . . . . ?
C9 N2 C15 C10 0.1(2) . . . . ?
C9 N2 C15 C14 177.6(2) . . . . ?
C9 N2 C16 C17 -47.7(3) . . . . ?
C9 N2 C16 C18 131.3(2) . . . . ?
C15 N2 C9 N1 0.2(2) . . . . ?
C15 N2 C16 C17 135.4(2) . . . . ?
C15 N2 C16 C18 -45.6(3) . . . . ?
C15 C10 C11 C12 0.1(3) . . . . ?
C10 N1 C9 N2 -0.4(2) . . . . ?
C10 C15 C14 C13 -1.2(3) . . . . ?
C10 C11 C12 C13 -0.8(4) . . . . ?
C11 C12 C13 C14 0.7(4) . . . . ?
C12 C13 C14 C15 0.4(4) . . . . ?
C14 C15 C10 N1 -178.16(19) . . . . ?
C14 C15 C10 C11 1.0(3) . . . . ?
C16 N2 C9 N1 -177.19(17) . . . . ?
C16 N2 C15 C10 177.47(18) . . . . ?
C16 N2 C15 C14 -5.1(4) . . . . ?
C19 N4 C20 C21 178.6(2) . . . . ?
C19 N4 C20 C25 -0.1(2) . . . . ?
C19 N3 C25 C20 -0.1(2) . . . . ?
C19 N3 C25 C24 -178.3(2) . . . . ?
C19 N3 C26 C27 -134.5(2) . . . . ?
C19 N3 C26 C18 41.0(3) . . . 2_665 ?
C20 N4 C19 N3 0.0(2) . . . . ?
C20 C21 C22 C23 0.9(3) . . . . ?
C21 C20 C25 N3 -178.66(18) . . . . ?
C21 C20 C25 C24 -0.2(3) . . . . ?
C21 C22 C23 C24 -0.5(4) . . . . ?
C22 C23 C24 C25 -0.2(4) . . . . ?
C23 C24 C25 N3 178.5(2) . . . . ?
C23 C24 C25 C20 0.6(3) . . . . ?
C25 N3 C19 N4 0.1(2) . . . . ?
C25 N3 C26 C27 41.6(3) . . . . ?
C25 N3 C26 C18 -142.9(2) . . . 2_665 ?
C25 C20 C21 C22 -0.5(3) . . . . ?
C26 N3 C19 N4 176.97(18) . . . . ?
C26 N3 C25 C20 -176.78(19) . . . . ?
C26 N3 C25 C24 5.0(4) . . . . ?
C26 C27 C28 C17 1.4(3) . . . 2_665 ?
C17 C16 C18 C26 -0.7(3) . . . 2_665 ?
C18 C16 C17 C28 1.6(3) . . . 2_665 ?
C18 C26 C27 C28 -2.3(3) 2_665 . . . ?
C5 C6 C8 C7 -179.8(2) . . . 2_576 ?
C5 C6 C7 C8 179.9(2) . . . 2_576 ?
C8 C6 C7 C8 -0.1(4) . . . 2_576 ?
C7 C6 C8 C7 0.1(4) . . . 2_576 ?
C30 N9 C31 O5 4.9(12) . . . . ?
C29 N9 C31 O5 -174.2(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
