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

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

data_Cu
_database_code_depnum_ccdc_archive 'CCDC 1542188'
_audit_update_record             
;
2017-06-22 deposited with the CCDC.
2017-07-06 downloaded from the CCDC.
;
_audit_creation_date             2017-06-09
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H22 Cu3 N8 O10'
_chemical_formula_sum            'C32 H22 Cu3 N8 O10'
_chemical_formula_weight         869.23
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   23.508(5)
_cell_length_b                   5.9780(12)
_cell_length_c                   25.257(5)
_cell_angle_alpha                90
_cell_angle_beta                 99.95(3)
_cell_angle_gamma                90
_cell_volume                     3496.1(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2750
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.2080
_cell_measurement_theta_min      2.8800
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.832
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2244
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_av_unetI/netI     0.0517
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            6457
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.752
_diffrn_reflns_theta_min         3.276
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3460
_reflns_number_total             3685
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.133
_refine_diff_density_min         -0.723
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3685
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0360
_refine_ls_restrained_S_all      1.050
_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)+(0.0517P)²+4.6904P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1009
_refine_ls_wR_factor_ref         0.1029
_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:
 C3(H3), C16(H16), C14(H14), C15(H15), C13(H13), C7(H7), C6(H6), C4(H4),
 C11(H11), C10(H10)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O4 O 0.51390(5) 0.3540(3) 0.87118(5) 0.0234(3) Uani 1 1 d . . . . .
O1 O 0.12918(5) 0.8310(3) 0.53796(5) 0.0236(3) Uani 1 1 d . . . . .
N3 N 0.38663(6) 0.2698(3) 0.60224(6) 0.0203(3) Uani 1 1 d . . . . .
N1 N 0.44586(6) 0.3664(3) 0.54944(6) 0.0207(3) Uani 1 1 d . . . . .
C1 C 0.12837(8) 0.6376(4) 0.56016(7) 0.0221(4) Uani 1 1 d . . . . .
C12 C 0.37953(8) 0.3157(4) 0.69433(8) 0.0229(4) Uani 1 1 d . . . . .
C2 C 0.18747(8) 0.5436(4) 0.58186(8) 0.0227(4) Uani 1 1 d . . . . .
C3 C 0.19240(8) 0.3473(4) 0.61097(9) 0.0308(5) Uani 1 1 d . . . . .
H3 H 0.1594 0.2736 0.6173 0.037 Uiso 1 1 calc R . . . .
N4 N 0.35061(6) 0.2693(3) 0.64091(6) 0.0219(4) Uani 1 1 d . . . . .
C8 C 0.46274(8) 0.4159(4) 0.85687(8) 0.0225(4) Uani 1 1 d . . . . .
C9 C 0.43441(8) 0.3847(4) 0.79971(8) 0.0234(4) Uani 1 1 d . . . . .
C5 C 0.29521(8) 0.3700(4) 0.62102(7) 0.0223(4) Uani 1 1 d . . . . .
C16 C 0.38033(7) 0.1254(4) 0.56062(7) 0.0211(4) Uani 1 1 d . . . . .
H16 H 0.3550 0.0047 0.5559 0.025 Uiso 1 1 calc R . . . .
C14 C 0.45852(8) 0.2439(4) 0.76585(8) 0.0259(4) Uani 1 1 d . . . . .
H14 H 0.4936 0.1740 0.7785 0.031 Uiso 1 1 calc R . . . .
C15 C 0.42793(8) 0.4191(4) 0.59384(8) 0.0216(4) Uani 1 1 d . . . . .
H15 H 0.4411 0.5389 0.6161 0.026 Uiso 1 1 calc R . . . .
O3 O 0.43103(6) 0.5043(2) 0.88714(6) 0.0250(4) Uani 1 1 d . . . . .
C13 C 0.43113(8) 0.2061(4) 0.71363(8) 0.0259(4) Uani 1 1 d . . . . .
H13 H 0.4471 0.1082 0.6916 0.031 Uiso 1 1 calc R . . . .
C7 C 0.23636(9) 0.6514(4) 0.57239(10) 0.0360(6) Uani 1 1 d . . . . .
H7 H 0.2331 0.7837 0.5527 0.043 Uiso 1 1 calc R . . . .
C6 C 0.29042(9) 0.5645(5) 0.59190(11) 0.0376(6) Uani 1 1 d . . . . .
H6 H 0.3234 0.6378 0.5853 0.045 Uiso 1 1 calc R . . . .
C4 C 0.24655(8) 0.2595(4) 0.63078(9) 0.0307(5) Uani 1 1 d . . . . .
H4 H 0.2500 0.1273 0.6505 0.037 Uiso 1 1 calc R . . . .
C11 C 0.35539(9) 0.4594(4) 0.72720(9) 0.0297(5) Uani 1 1 d . . . . .
H11 H 0.3211 0.5339 0.7141 0.036 Uiso 1 1 calc R . . . .
C10 C 0.38275(10) 0.4916(4) 0.77994(9) 0.0301(5) Uani 1 1 d . . . . .
H10 H 0.3662 0.5860 0.8023 0.036 Uiso 1 1 calc R . . . .
Cu1 Cu 0.06122(2) 1.01327(4) 0.53486(2) 0.01980(11) Uani 1 1 d . . . . .
Cu2 Cu 0.5000 0.5000 0.5000 0.01898(12) Uani 1 2 d S T P . .
O5 O -0.00616(5) 1.2021(2) 0.52496(5) 0.0197(3) Uani 1 1 d . . . . .
N2 N 0.41521(6) 0.1811(3) 0.52827(6) 0.0209(3) Uani 1 1 d . . . . .
O2 O 0.08534(6) 0.5304(3) 0.56524(6) 0.0252(3) Uani 1 1 d . . . . .
H5 H -0.0153(10) 1.191(5) 0.5544(11) 0.031(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O4 C8 1.251(2) . ?
O1 C1 1.286(3) . ?
O1 Cu1 1.9241(14) . ?
N3 N4 1.399(2) . ?
N3 C16 1.349(3) . ?
N3 C15 1.362(3) . ?
N1 C15 1.303(3) . ?
N1 Cu2 2.0895(17) . ?
N1 N2 1.378(2) . ?
C1 C2 1.511(3) . ?
C1 O2 1.223(3) . ?
C12 N4 1.429(2) . ?
C12 C13 1.391(3) . ?
C12 C11 1.383(3) . ?
C2 C3 1.379(3) . ?
C2 C7 1.374(3) . ?
C3 C4 1.388(3) . ?
N4 C5 1.444(2) . ?
C8 C9 1.494(3) . ?
C8 O3 1.271(3) . ?
C9 C14 1.389(3) . ?
C9 C10 1.386(3) . ?
C5 C6 1.370(3) . ?
C5 C4 1.379(3) . ?
C16 N2 1.297(2) . ?
C14 C13 1.383(3) . ?
O3 Cu1 1.9496(15) 7_566 ?
C7 C6 1.382(3) . ?
C11 C10 1.389(3) . ?
Cu1 O3 1.9496(15) 7_566 ?
Cu1 O5 2.2227(15) 5_576 ?
Cu1 O5 1.9258(14) . ?
Cu1 N2 2.0399(17) 2_566 ?
Cu2 N1 2.0895(17) 5_666 ?
Cu2 O5 1.9032(15) 6_675 ?
Cu2 O5 1.9032(15) 2_546 ?
Cu2 O2 2.3730(16) 6_665 ?
Cu2 O2 2.3730(16) 2_556 ?
O5 Cu1 2.2226(15) 5_576 ?
O5 Cu2 1.9032(15) 2_566 ?
N2 Cu1 2.0399(17) 2_546 ?
O2 Cu2 2.3730(16) 2_556 ?

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
C1 O1 Cu1 116.87(12) . . ?
C16 N3 N4 122.99(16) . . ?
C16 N3 C15 106.46(16) . . ?
C15 N3 N4 130.10(17) . . ?
C15 N1 Cu2 137.98(15) . . ?
C15 N1 N2 107.64(16) . . ?
N2 N1 Cu2 114.02(11) . . ?
O1 C1 C2 114.24(17) . . ?
O2 C1 O1 126.28(18) . . ?
O2 C1 C2 119.48(19) . . ?
C13 C12 N4 118.89(18) . . ?
C11 C12 N4 120.65(17) . . ?
C11 C12 C13 120.39(18) . . ?
C3 C2 C1 119.82(18) . . ?
C7 C2 C1 120.4(2) . . ?
C7 C2 C3 119.73(19) . . ?
C2 C3 C4 120.1(2) . . ?
N3 N4 C12 114.33(14) . . ?
N3 N4 C5 111.99(14) . . ?
C12 N4 C5 120.05(16) . . ?
O4 C8 C9 119.24(18) . . ?
O4 C8 O3 125.71(18) . . ?
O3 C8 C9 115.05(17) . . ?
C14 C9 C8 120.63(17) . . ?
C10 C9 C8 120.48(19) . . ?
C10 C9 C14 118.87(18) . . ?
C6 C5 N4 121.76(17) . . ?
C6 C5 C4 120.55(18) . . ?
C4 C5 N4 117.66(19) . . ?
N2 C16 N3 109.29(17) . . ?
C13 C14 C9 120.92(18) . . ?
N1 C15 N3 108.72(18) . . ?
C8 O3 Cu1 128.56(13) . 7_566 ?
C14 C13 C12 119.45(19) . . ?
C2 C7 C6 120.4(2) . . ?
C5 C6 C7 119.7(2) . . ?
C5 C4 C3 119.5(2) . . ?
C12 C11 C10 119.45(19) . . ?
C9 C10 C11 120.9(2) . . ?
O1 Cu1 O3 89.80(6) . 7_566 ?
O1 Cu1 O5 174.68(6) . . ?
O1 Cu1 O5 94.68(6) . 5_576 ?
O1 Cu1 N2 88.54(7) . 2_566 ?
O3 Cu1 O5 126.70(6) 7_566 5_576 ?
O3 Cu1 N2 145.66(7) 7_566 2_566 ?
O5 Cu1 O3 95.38(6) . 7_566 ?
O5 Cu1 O5 83.21(7) . 5_576 ?
O5 Cu1 N2 86.49(7) . 2_566 ?
N2 Cu1 O5 87.62(6) 2_566 5_576 ?
N1 Cu2 N1 180.0 5_666 . ?
N1 Cu2 O2 85.13(6) 5_666 6_665 ?
N1 Cu2 O2 94.87(6) . 6_665 ?
N1 Cu2 O2 94.87(6) 5_666 2_556 ?
N1 Cu2 O2 85.13(6) . 2_556 ?
O5 Cu2 N1 94.05(6) 2_546 5_666 ?
O5 Cu2 N1 85.95(6) 6_675 5_666 ?
O5 Cu2 N1 94.05(6) 6_675 . ?
O5 Cu2 N1 85.95(6) 2_546 . ?
O5 Cu2 O5 180.0 6_675 2_546 ?
O5 Cu2 O2 86.85(5) 2_546 2_556 ?
O5 Cu2 O2 93.15(5) 2_546 6_665 ?
O5 Cu2 O2 93.15(5) 6_675 2_556 ?
O5 Cu2 O2 86.85(5) 6_675 6_665 ?
O2 Cu2 O2 180.0 6_665 2_556 ?
Cu1 O5 Cu1 96.79(6) . 5_576 ?
Cu2 O5 Cu1 112.67(6) 2_566 5_576 ?
Cu2 O5 Cu1 118.91(7) 2_566 . ?
N1 N2 Cu1 120.28(12) . 2_546 ?
C16 N2 N1 107.88(16) . . ?
C16 N2 Cu1 130.75(15) . 2_546 ?
C1 O2 Cu2 125.64(13) . 2_556 ?

_olex2_submission_special_instructions 'No special instructions were received'



#end
####################################################################### 
# 
# 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_Mn
_database_code_depnum_ccdc_archive 'CCDC 1542186'
_audit_update_record             
;
2017-06-22 deposited with the CCDC.
2017-07-06 downloaded from the CCDC.
;
_audit_creation_date             2017-02-24
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H10 Mn N4 O4, C3 H7 N O'
_chemical_formula_sum            'C19 H17 Mn N5 O5'
_chemical_formula_weight         450.32
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.4830(15)
_cell_length_b                   14.109(3)
_cell_length_c                   17.972(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1897.4(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    924
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.2080
_cell_measurement_theta_min      2.8800
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.723
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             780
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0737
_diffrn_reflns_av_unetI/netI     0.0650
_diffrn_reflns_Laue_measured_fraction_full 0.959
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            6586
_diffrn_reflns_point_group_measured_fraction_full 0.950
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_min         3.102
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.720
_reflns_Friedel_fraction_full    0.939
_reflns_Friedel_fraction_max     0.941
_reflns_number_gt                3548
_reflns_number_total             3551
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.413
_refine_diff_density_min         -0.493
_refine_diff_density_rms         0.084
_refine_ls_abs_structure_details 
;
 Flack x determined using 1454 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.498(19)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         3551
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0453
_refine_ls_restrained_S_all      1.074
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1229
_refine_ls_wR_factor_ref         0.1229
_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:
 C15(H15), C7(H7), C16(H16), C19(H19), C10(H10), C6(H6), C4(H4), C3(H3),
 C14(H14), C11(H11), C13(H13)
2.b Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Mn1 Mn 0.48443(5) 0.25590(3) 0.52320(2) 0.0087(2) Uani 1 1 d . . . . .
O2 O 0.8864(3) 0.37717(15) 0.51725(12) 0.0190(5) Uani 1 1 d . . . . .
O3 O 0.8016(4) 1.13181(17) 0.51000(12) 0.0261(6) Uani 1 1 d . . . . .
O5 O 0.3529(3) 0.76917(16) 0.71666(12) 0.0216(5) Uani 1 1 d . . . . .
O4 O 0.6263(3) 1.16750(15) 0.60535(12) 0.0242(5) Uani 1 1 d . . . . .
O1 O 0.6217(3) 0.36957(17) 0.57403(13) 0.0261(6) Uani 1 1 d . . . . .
N4 N 0.9024(3) 0.75989(16) 0.70695(12) 0.0116(5) Uani 1 1 d . . . . .
N3 N 0.8652(3) 0.75041(16) 0.78294(12) 0.0101(5) Uani 1 1 d . . . . .
N2 N 0.9090(3) 0.73913(17) 0.90176(13) 0.0115(5) Uani 1 1 d . . . . .
N1 N 0.7266(3) 0.74187(17) 0.88839(12) 0.0121(5) Uani 1 1 d . . . . .
C15 C 0.9902(3) 0.74482(17) 0.83758(17) 0.0110(6) Uani 1 1 d . . . . .
H15 H 1.1133 0.7450 0.8305 0.013 Uiso 1 1 calc R . . . .
C2 C 0.8025(4) 0.5022(2) 0.59641(13) 0.0146(6) Uani 1 1 d . . . . .
C1 C 0.7680(4) 0.4081(2) 0.55912(14) 0.0150(6) Uani 1 1 d . . . . .
N5 N 0.3112(4) 0.9056(2) 0.65192(14) 0.0215(6) Uani 1 1 d . . . . .
C8 C 0.7303(4) 1.1134(2) 0.57186(16) 0.0181(6) Uani 1 1 d . . . . .
C5 C 0.8671(4) 0.67235(19) 0.66687(13) 0.0118(6) Uani 1 1 d . . . . .
C7 C 0.9791(4) 0.53282(19) 0.60675(15) 0.0133(6) Uani 1 1 d . . . . .
H7 H 1.0742 0.4966 0.5894 0.016 Uiso 1 1 calc R . . . .
C16 C 0.7032(4) 0.74828(18) 0.81667(14) 0.0116(5) Uani 1 1 d . . . . .
H16 H 0.5933 0.7509 0.7926 0.014 Uiso 1 1 calc R . . . .
C19 C 0.3163(4) 0.8533(2) 0.71331(16) 0.0203(6) Uani 1 1 d . . . . .
H19 H 0.2895 0.8837 0.7579 0.024 Uiso 1 1 calc R . . . .
C12 C 0.8533(4) 0.84734(19) 0.67494(15) 0.0122(6) Uani 1 1 d . . . . .
C9 C 0.7742(4) 1.0199(2) 0.60707(16) 0.0141(6) Uani 1 1 d . . . . .
C10 C 0.8346(4) 0.94428(19) 0.56552(13) 0.0149(6) Uani 1 1 d . . . . .
H10 H 0.8516 0.9518 0.5146 0.018 Uiso 1 1 calc R . . . .
C6 C 1.0103(4) 0.61896(19) 0.64358(16) 0.0136(5) Uani 1 1 d . . . . .
H6 H 1.1265 0.6397 0.6521 0.016 Uiso 1 1 calc R . . . .
C4 C 0.6916(4) 0.6439(2) 0.65456(14) 0.0138(6) Uani 1 1 d . . . . .
H4 H 0.5962 0.6821 0.6688 0.017 Uiso 1 1 calc R . . . .
C3 C 0.6627(4) 0.55712(19) 0.62047(14) 0.0140(6) Uani 1 1 d . . . . .
H3 H 0.5462 0.5357 0.6138 0.017 Uiso 1 1 calc R . . . .
C14 C 0.7578(4) 1.0093(2) 0.68382(15) 0.0156(6) Uani 1 1 d . . . . .
H14 H 0.7182 1.0601 0.7125 0.019 Uiso 1 1 calc R . . . .
C11 C 0.8706(4) 0.8575(2) 0.59789(15) 0.0156(6) Uani 1 1 d . . . . .
H11 H 0.9060 0.8064 0.5687 0.019 Uiso 1 1 calc R . . . .
C13 C 0.7993(4) 0.92482(19) 0.71776(13) 0.0150(6) Uani 1 1 d . . . . .
H13 H 0.7914 0.9193 0.7692 0.018 Uiso 1 1 calc R . . . .
C18 C 0.3503(5) 0.8642(3) 0.58016(19) 0.0326(8) Uani 1 1 d . . . . .
H18A H 0.3663 0.7971 0.5856 0.049 Uiso 1 1 calc GR . . . .
H18B H 0.4577 0.8918 0.5606 0.049 Uiso 1 1 calc GR . . . .
H18C H 0.2529 0.8763 0.5467 0.049 Uiso 1 1 calc GR . . . .
C17 C 0.2713(5) 1.0061(3) 0.6534(2) 0.0327(9) Uani 1 1 d . . . . .
H17A H 0.1712 1.0188 0.6215 0.049 Uiso 1 1 calc GR . . . .
H17B H 0.3733 1.0410 0.6363 0.049 Uiso 1 1 calc GR . . . .
H17C H 0.2428 1.0249 0.7033 0.049 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
Mn1 O2 2.143(2) 4_456 ?
Mn1 O3 2.177(2) 4_466 ?
Mn1 O4 2.205(2) 1_545 ?
Mn1 O1 2.112(2) . ?
Mn1 N2 2.325(2) 2_664 ?
Mn1 N1 2.249(2) 3_646 ?
O2 Mn1 2.143(2) 4_556 ?
O2 C1 1.242(4) . ?
O3 Mn1 2.177(2) 4_566 ?
O3 C8 1.260(4) . ?
O5 C19 1.220(4) . ?
O4 Mn1 2.205(2) 1_565 ?
O4 C8 1.245(4) . ?
O1 C1 1.251(4) . ?
N4 N3 1.400(3) . ?
N4 C5 1.454(3) . ?
N4 C12 1.410(4) . ?
N3 C15 1.359(3) . ?
N3 C16 1.355(4) . ?
N2 Mn1 2.325(2) 2_665 ?
N2 N1 1.386(3) . ?
N2 C15 1.306(4) . ?
N1 Mn1 2.249(2) 3_656 ?
N1 C16 1.304(3) . ?
C15 H15 0.9300 . ?
C2 C1 1.509(4) . ?
C2 C7 1.403(4) . ?
C2 C3 1.372(4) . ?
N5 C19 1.327(4) . ?
N5 C18 1.446(4) . ?
N5 C17 1.449(5) . ?
C8 C9 1.500(4) . ?
C5 C6 1.375(4) . ?
C5 C4 1.391(4) . ?
C7 H7 0.9300 . ?
C7 C6 1.404(4) . ?
C16 H16 0.9300 . ?
C19 H19 0.9300 . ?
C12 C11 1.398(4) . ?
C12 C13 1.397(4) . ?
C9 C10 1.378(4) . ?
C9 C14 1.393(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.381(4) . ?
C6 H6 0.9300 . ?
C4 H4 0.9300 . ?
C4 C3 1.386(4) . ?
C3 H3 0.9300 . ?
C14 H14 0.9300 . ?
C14 C13 1.375(4) . ?
C11 H11 0.9300 . ?
C13 H13 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 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
O2 Mn1 O3 109.24(9) 4_456 4_466 ?
O2 Mn1 O4 84.05(8) 4_456 1_545 ?
O2 Mn1 N2 79.94(9) 4_456 2_664 ?
O2 Mn1 N1 85.54(9) 4_456 3_646 ?
O3 Mn1 O4 153.88(9) 4_466 1_545 ?
O3 Mn1 N2 86.35(8) 4_466 2_664 ?
O3 Mn1 N1 79.41(9) 4_466 3_646 ?
O4 Mn1 N2 118.72(9) 1_545 2_664 ?
O4 Mn1 N1 79.36(9) 1_545 3_646 ?
O1 Mn1 O2 168.08(9) . 4_456 ?
O1 Mn1 O3 82.63(11) . 4_466 ?
O1 Mn1 O4 84.59(9) . 1_545 ?
O1 Mn1 N2 102.49(9) . 2_664 ?
O1 Mn1 N1 95.90(9) . 3_646 ?
N1 Mn1 N2 155.07(9) 3_646 2_664 ?
C1 O2 Mn1 139.3(2) . 4_556 ?
C8 O3 Mn1 131.11(19) . 4_566 ?
C8 O4 Mn1 108.89(18) . 1_565 ?
C1 O1 Mn1 131.5(2) . . ?
N3 N4 C5 111.5(2) . . ?
N3 N4 C12 115.4(2) . . ?
C12 N4 C5 119.6(2) . . ?
C15 N3 N4 125.0(2) . . ?
C16 N3 N4 128.0(2) . . ?
C16 N3 C15 106.9(2) . . ?
N1 N2 Mn1 119.98(16) . 2_665 ?
C15 N2 Mn1 131.87(18) . 2_665 ?
C15 N2 N1 107.7(2) . . ?
N2 N1 Mn1 124.85(17) . 3_656 ?
C16 N1 Mn1 126.7(2) . 3_656 ?
C16 N1 N2 107.8(2) . . ?
N3 C15 H15 125.6 . . ?
N2 C15 N3 108.7(2) . . ?
N2 C15 H15 125.6 . . ?
C7 C2 C1 119.4(2) . . ?
C3 C2 C1 120.4(2) . . ?
C3 C2 C7 120.1(2) . . ?
O2 C1 O1 127.0(3) . . ?
O2 C1 C2 117.1(3) . . ?
O1 C1 C2 115.9(3) . . ?
C19 N5 C18 120.8(3) . . ?
C19 N5 C17 122.3(3) . . ?
C18 N5 C17 116.9(3) . . ?
O3 C8 C9 117.4(3) . . ?
O4 C8 O3 124.4(3) . . ?
O4 C8 C9 118.2(2) . . ?
C6 C5 N4 118.3(2) . . ?
C6 C5 C4 122.0(2) . . ?
C4 C5 N4 119.7(2) . . ?
C2 C7 H7 120.5 . . ?
C2 C7 C6 119.1(2) . . ?
C6 C7 H7 120.5 . . ?
N3 C16 H16 125.6 . . ?
N1 C16 N3 108.9(2) . . ?
N1 C16 H16 125.6 . . ?
O5 C19 N5 126.0(3) . . ?
O5 C19 H19 117.0 . . ?
N5 C19 H19 117.0 . . ?
C11 C12 N4 118.0(3) . . ?
C13 C12 N4 122.4(2) . . ?
C13 C12 C11 119.5(3) . . ?
C10 C9 C8 121.6(2) . . ?
C10 C9 C14 118.9(3) . . ?
C14 C9 C8 119.5(3) . . ?
C9 C10 H10 119.3 . . ?
C9 C10 C11 121.4(2) . . ?
C11 C10 H10 119.3 . . ?
C5 C6 C7 119.2(2) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C5 C4 H4 120.9 . . ?
C3 C4 C5 118.2(3) . . ?
C3 C4 H4 120.9 . . ?
C2 C3 C4 121.3(3) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C9 C14 H14 119.6 . . ?
C13 C14 C9 120.8(3) . . ?
C13 C14 H14 119.6 . . ?
C12 C11 H11 120.3 . . ?
C10 C11 C12 119.4(3) . . ?
C10 C11 H11 120.3 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0(2) . . ?
C14 C13 H13 120.0 . . ?
N5 C18 H18A 109.5 . . ?
N5 C18 H18B 109.5 . . ?
N5 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N5 C17 H17A 109.5 . . ?
N5 C17 H17B 109.5 . . ?
N5 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

_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_zn2
_database_code_depnum_ccdc_archive 'CCDC 1542185'
_audit_update_record             
;
2017-06-22 deposited with the CCDC.
2017-07-06 downloaded from the CCDC.
;
_audit_creation_date             2016-12-05
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H20 N8 O8 Zn2, 2(C3 H7 N O)'
_chemical_formula_sum            'C38 H34 N10 O10 Zn2'
_chemical_formula_weight         921.53
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C38 H34 N10 O10 Zn2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   22.5432(16)
_cell_length_b                   7.6652(4)
_cell_length_c                   22.7737(11)
_cell_angle_alpha                90
_cell_angle_beta                 102.378(6)
_cell_angle_gamma                90
_cell_volume                     3843.8(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7722
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.2080
_cell_measurement_theta_min      2.8800
_shelx_estimated_absorpt_T_max   0.742
_shelx_estimated_absorpt_T_min   1
_exptl_absorpt_coefficient_mu    1.322
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74190
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.7a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.592
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2912
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            25008
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.998
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_min         2.704
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.9871
_diffrn_measured_fraction_theta_max 0.8414
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -74.00 119.00   1.00   50.00    --   30.00  54.00 -30.00  193
  2  ω    -74.00 119.00   1.00   50.00    --   30.00  54.00 -30.00  193
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (JP)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0228294000
_diffrn_orient_matrix_UB_12      0.0010020000
_diffrn_orient_matrix_UB_13      0.0267933000
_diffrn_orient_matrix_UB_21      0.0225688000
_diffrn_orient_matrix_UB_22      0.0097608000
_diffrn_orient_matrix_UB_23      -0.0172162000
_diffrn_orient_matrix_UB_31      -0.0026523000
_diffrn_orient_matrix_UB_32      0.0920205000
_diffrn_orient_matrix_UB_33      0.0014386000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6308
_reflns_number_total             7519
_reflns_odcompleteness_completeness 98.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.39.7a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.7a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.736
_refine_diff_density_min         -0.582
_refine_diff_density_rms         0.092
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.159
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     545
_refine_ls_number_reflns         7519
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0533
_refine_ls_restrained_S_all      1.159
_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)+(0.0298P)²+15.9100P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1164
_refine_ls_wR_factor_ref         0.1297
_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:
 C15(H15), C30(H30), C00T(H00T), C29(H29), C11(H11), C010(H010), C10(H10),
 C26(H26), C14(H14), C13(H13), C3(H3), C4(H4), C7(H7), C16(H16), C6(H6),
 C23(H23), C22(H22), C20(H20), C19(H19), C33(H33), C36(H36), C27(H27)
2.b Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C), C32(H32A,H32B,H32C), C31(H31A,H31B,H31C), C34(H34A,H34B,
 H34C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.24708(2) 0.52367(6) 0.26689(2) 0.02123(13) Uani 1 1 d . . . . .
Zn2 Zn 0.24537(2) 0.43277(6) 0.73141(2) 0.02125(13) Uani 1 1 d . . . . .
O1 O 0.27170(15) 0.3987(5) 0.34773(14) 0.0383(8) Uani 1 1 d . . . . .
O2 O 0.29596(15) 0.1318(5) 0.31954(13) 0.0376(8) Uani 1 1 d . . . . .
O4 O 0.66565(14) 0.1242(5) 0.76039(15) 0.0367(8) Uani 1 1 d . . . . .
O3 O 0.67222(14) 0.3341(5) 0.69427(16) 0.0387(8) Uani 1 1 d . . . . .
N5 N 0.19757(15) 0.7195(5) 0.30145(15) 0.0235(7) Uani 1 1 d . . . . .
N6 N 0.20202(16) 0.8974(5) 0.29180(15) 0.0245(7) Uani 1 1 d . . . . .
N2 N 0.28830(16) 0.0468(5) 0.69686(16) 0.0263(8) Uani 1 1 d . . . . .
N7 N 0.14667(15) 0.8564(4) 0.35790(14) 0.0212(7) Uani 1 1 d . . . . .
N8 N 0.10903(14) 0.8931(5) 0.39830(15) 0.0226(7) Uani 1 1 d . . . . .
N3 N 0.35210(15) 0.1116(5) 0.64151(14) 0.0238(7) Uani 1 1 d . . . . .
N1 N 0.29127(16) 0.2281(5) 0.69247(16) 0.0258(8) Uani 1 1 d . . . . .
N4 N 0.39492(15) 0.0897(5) 0.60503(15) 0.0268(8) Uani 1 1 d . . . . .
O6 O -0.16879(15) 1.0072(5) 0.27236(19) 0.0540(11) Uani 1 1 d . . . . .
O7 O 0.23040(18) 0.5912(5) 0.66062(17) 0.0530(10) Uani 1 1 d . . . . .
O5 O -0.16937(15) 0.7193(5) 0.28070(19) 0.0499(10) Uani 1 1 d . . . . .
O9 O 0.1135(2) 0.3720(6) 0.40351(19) 0.0612(11) Uani 1 1 d . . . . .
C25 C -0.07730(18) 0.8676(6) 0.31567(18) 0.0248(9) Uani 1 1 d . . . . .
O8 O 0.1350(2) 0.6318(6) 0.66959(19) 0.0637(12) Uani 1 1 d . . . . .
C2 C 0.32103(18) 0.2057(6) 0.42282(17) 0.0238(9) Uani 1 1 d . . . . .
C1 C 0.29383(19) 0.2483(6) 0.35762(19) 0.0274(9) Uani 1 1 d . . . . .
C24 C -0.14425(19) 0.8634(6) 0.28727(18) 0.0267(9) Uani 1 1 d . . . . .
C5 C 0.37035(18) 0.1340(6) 0.54256(18) 0.0244(9) Uani 1 1 d . . . . .
C12 C 0.45576(17) 0.1345(6) 0.63362(18) 0.0241(9) Uani 1 1 d . . . . .
C15 C 0.32490(19) -0.0198(6) 0.66557(18) 0.0260(9) Uani 1 1 d . . . . .
H15 H 0.3313 -0.1382 0.6606 0.031 Uiso 1 1 calc R . . . .
C30 C -0.04729(19) 1.0279(6) 0.3247(2) 0.0304(10) Uani 1 1 d . . . . .
H30 H -0.0683 1.1304 0.3123 0.036 Uiso 1 1 calc R . . . .
C28 C 0.04460(17) 0.8802(6) 0.36972(18) 0.0228(8) Uani 1 1 d . . . . .
C00T C 0.17084(18) 0.9770(6) 0.32632(18) 0.0255(9) Uani 1 1 d . . . . .
H00T H 0.1661 1.0971 0.3287 0.031 Uiso 1 1 calc R . . . .
C9 C 0.57772(18) 0.1930(6) 0.68744(19) 0.0250(9) Uani 1 1 d . . . . .
O10 O 0.4018(2) 0.6237(7) 0.6256(3) 0.0841(16) Uani 1 1 d . . . . .
C29 C 0.01400(19) 1.0343(6) 0.3523(2) 0.0281(9) Uani 1 1 d . . . . .
H29 H 0.0341 1.1408 0.3589 0.034 Uiso 1 1 calc R . . . .
C11 C 0.4763(2) 0.1105(7) 0.69545(19) 0.0335(11) Uani 1 1 d . . . . .
H11 H 0.4493 0.0772 0.7191 0.040 Uiso 1 1 calc R . . . .
C21 C 0.1302(2) 0.8308(6) 0.45829(18) 0.0253(9) Uani 1 1 d . . . . .
C8 C 0.64386(19) 0.2188(6) 0.7160(2) 0.0276(9) Uani 1 1 d . . . . .
C010 C 0.16388(18) 0.6964(5) 0.34075(18) 0.0232(8) Uani 1 1 d . . . . .
H010 H 0.1533 0.5893 0.3548 0.028 Uiso 1 1 calc R . . . .
C10 C 0.5369(2) 0.1367(7) 0.72121(19) 0.0330(10) Uani 1 1 d . . . . .
H10 H 0.5508 0.1161 0.7621 0.040 Uiso 1 1 calc R . . . .
C26 C -0.0455(2) 0.7144(6) 0.3330(2) 0.0309(10) Uani 1 1 d . . . . .
H26 H -0.0655 0.6078 0.3262 0.037 Uiso 1 1 calc R . . . .
N9 N 0.1392(2) 0.2840(6) 0.5009(2) 0.0450(11) Uani 1 1 d . . . . .
C14 C 0.55645(19) 0.2228(6) 0.6263(2) 0.0317(10) Uani 1 1 d . . . . .
H14 H 0.5829 0.2651 0.6034 0.038 Uiso 1 1 calc R . . . .
C13 C 0.49659(19) 0.1905(6) 0.59899(19) 0.0307(10) Uani 1 1 d . . . . .
H13 H 0.4834 0.2060 0.5577 0.037 Uiso 1 1 calc R . . . .
C3 C 0.3327(2) 0.0349(6) 0.44147(19) 0.0337(10) Uani 1 1 d . . . . .
H3 H 0.3243 -0.0556 0.4137 0.040 Uiso 1 1 calc R . . . .
C4 C 0.3570(2) -0.0017(6) 0.50153(19) 0.0336(10) Uani 1 1 d . . . . .
H4 H 0.3643 -0.1166 0.5142 0.040 Uiso 1 1 calc R . . . .
N10 N 0.5038(2) 0.6678(6) 0.6411(2) 0.0495(11) Uani 1 1 d . . . . .
C7 C 0.3345(2) 0.3423(6) 0.4639(2) 0.0324(10) Uani 1 1 d . . . . .
H7 H 0.3268 0.4569 0.4511 0.039 Uiso 1 1 calc R . . . .
C16 C 0.33030(19) 0.2639(6) 0.65967(19) 0.0280(9) Uani 1 1 d . . . . .
H16 H 0.3416 0.3753 0.6501 0.034 Uiso 1 1 calc R . . . .
C6 C 0.3596(2) 0.3064(6) 0.52436(19) 0.0328(10) Uani 1 1 d . . . . .
H6 H 0.3690 0.3967 0.5520 0.039 Uiso 1 1 calc R . . . .
C18 C 0.1618(3) 0.7179(7) 0.5764(2) 0.0441(12) Uani 1 1 d . . . . .
C23 C 0.1045(3) 0.7668(8) 0.5541(2) 0.0504(14) Uani 1 1 d . . . . .
H23 H 0.0760 0.7639 0.5782 0.060 Uiso 1 1 calc R . . . .
C22 C 0.0880(3) 0.8212(7) 0.4955(2) 0.0429(12) Uani 1 1 d . . . . .
H22 H 0.0478 0.8526 0.4800 0.051 Uiso 1 1 calc R . . . .
C20 C 0.1898(2) 0.7868(7) 0.4811(2) 0.0424(12) Uani 1 1 d . . . . .
H20 H 0.2188 0.7953 0.4577 0.051 Uiso 1 1 calc R . . . .
C17 C 0.1781(3) 0.6425(8) 0.6418(3) 0.0490(14) Uani 1 1 d . . . . .
C19 C 0.2057(2) 0.7264(7) 0.5431(3) 0.0488(14) Uani 1 1 d . . . . .
H19 H 0.2454 0.6939 0.5600 0.059 Uiso 1 1 calc R . . . .
C33 C 0.1508(3) 0.3238(8) 0.4483(3) 0.0520(14) Uani 1 1 d . . . . .
H33 H 0.1910 0.3146 0.4446 0.062 Uiso 1 1 calc R . . . .
C36 C 0.4527(3) 0.6353(9) 0.6585(3) 0.0563(15) Uani 1 1 d . . . . .
H36 H 0.4554 0.6197 0.6995 0.068 Uiso 1 1 calc R . . . .
C35 C 0.5618(3) 0.6804(10) 0.6851(4) 0.083(2) Uani 1 1 d . . . . .
H35A H 0.5544 0.6722 0.7250 0.125 Uiso 1 1 calc GR . . . .
H35B H 0.5807 0.7902 0.6805 0.125 Uiso 1 1 calc GR . . . .
H35C H 0.5880 0.5870 0.6787 0.125 Uiso 1 1 calc GR . . . .
C32 C 0.1866(4) 0.2287(10) 0.5519(3) 0.089(3) Uani 1 1 d . . . . .
H32A H 0.2237 0.2100 0.5386 0.133 Uiso 1 1 calc GR . . . .
H32B H 0.1744 0.1223 0.5681 0.133 Uiso 1 1 calc GR . . . .
H32C H 0.1926 0.3176 0.5822 0.133 Uiso 1 1 calc GR . . . .
C31 C 0.0785(3) 0.2995(10) 0.5101(4) 0.078(2) Uani 1 1 d . . . . .
H31A H 0.0530 0.3511 0.4752 0.118 Uiso 1 1 calc GR . . . .
H31B H 0.0785 0.3718 0.5445 0.118 Uiso 1 1 calc GR . . . .
H31C H 0.0632 0.1859 0.5167 0.118 Uiso 1 1 calc GR . . . .
C34 C 0.5023(4) 0.6924(11) 0.5776(4) 0.088(3) Uani 1 1 d . . . . .
H34A H 0.4626 0.6642 0.5547 0.132 Uiso 1 1 calc GR . . . .
H34B H 0.5318 0.6175 0.5657 0.132 Uiso 1 1 calc GR . . . .
H34C H 0.5115 0.8118 0.5705 0.132 Uiso 1 1 calc GR . . . .
C27 C 0.0160(2) 0.7186(6) 0.3604(2) 0.0303(10) Uani 1 1 d . . . . .
H27 H 0.0374 0.6162 0.3722 0.036 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 2.044(3) . ?
Zn1 O2 2.164(3) 2 ?
Zn1 O4 2.135(3) 4_565 ?
Zn1 O3 2.143(3) 3_666 ?
Zn1 N5 2.120(3) . ?
Zn1 N6 2.167(3) 2_545 ?
Zn2 N2 2.131(4) 2_556 ?
Zn2 N1 2.171(4) . ?
Zn2 O6 2.013(3) 4_676 ?
Zn2 O7 1.988(4) . ?
Zn2 O5 2.041(3) 3_566 ?
O1 C1 1.257(6) . ?
O2 Zn1 2.164(3) 2_545 ?
O2 C1 1.253(5) . ?
O4 Zn1 2.135(3) 4_666 ?
O4 C8 1.256(5) . ?
O3 Zn1 2.143(3) 3_666 ?
O3 C8 1.253(5) . ?
N5 N6 1.388(5) . ?
N5 C010 1.304(5) . ?
N6 Zn1 2.167(3) 2 ?
N6 C00T 1.312(5) . ?
N2 Zn2 2.131(4) 2_546 ?
N2 N1 1.396(5) . ?
N2 C15 1.304(5) . ?
N7 N8 1.407(4) . ?
N7 C00T 1.355(5) . ?
N7 C010 1.369(5) . ?
N8 C28 1.462(5) . ?
N8 C21 1.429(5) . ?
N3 N4 1.412(4) . ?
N3 C15 1.355(5) . ?
N3 C16 1.365(6) . ?
N1 C16 1.299(5) . ?
N4 C5 1.452(5) . ?
N4 C12 1.428(5) . ?
O6 Zn2 2.013(3) 4_575 ?
O6 C24 1.247(6) . ?
O7 C17 1.230(7) . ?
O5 Zn2 2.041(3) 3_566 ?
O5 C24 1.236(6) . ?
O9 C33 1.232(7) . ?
C25 C24 1.510(6) . ?
C25 C30 1.396(6) . ?
C25 C26 1.388(6) . ?
O8 C17 1.269(7) . ?
C2 C1 1.516(6) . ?
C2 C3 1.385(6) . ?
C2 C7 1.393(6) . ?
C5 C4 1.388(6) . ?
C5 C6 1.390(6) . ?
C12 C11 1.397(6) . ?
C12 C13 1.402(6) . ?
C15 H15 0.9300 . ?
C30 H30 0.9300 . ?
C30 C29 1.391(6) . ?
C28 C29 1.383(6) . ?
C28 C27 1.391(6) . ?
C00T H00T 0.9300 . ?
C9 C8 1.506(6) . ?
C9 C10 1.388(6) . ?
C9 C14 1.391(6) . ?
O10 C36 1.233(8) . ?
C29 H29 0.9300 . ?
C11 H11 0.9300 . ?
C11 C10 1.382(6) . ?
C21 C22 1.406(6) . ?
C21 C20 1.374(6) . ?
C010 H010 0.9300 . ?
C10 H10 0.9300 . ?
C26 H26 0.9300 . ?
C26 C27 1.395(6) . ?
N9 C33 1.317(7) . ?
N9 C32 1.461(8) . ?
N9 C31 1.432(8) . ?
C14 H14 0.9300 . ?
C14 C13 1.382(6) . ?
C13 H13 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.389(6) . ?
C4 H4 0.9300 . ?
N10 C36 1.320(7) . ?
N10 C35 1.469(8) . ?
N10 C34 1.451(9) . ?
C7 H7 0.9300 . ?
C7 C6 1.400(6) . ?
C16 H16 0.9300 . ?
C6 H6 0.9300 . ?
C18 C23 1.337(8) . ?
C18 C17 1.567(8) . ?
C18 C19 1.372(8) . ?
C23 H23 0.9300 . ?
C23 C22 1.371(7) . ?
C22 H22 0.9300 . ?
C20 H20 0.9300 . ?
C20 C19 1.456(7) . ?
C19 H19 0.9300 . ?
C33 H33 0.9300 . ?
C36 H36 0.9300 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C27 H27 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 O2 168.80(14) . 2 ?
O1 Zn1 O4 82.94(13) . 4_565 ?
O1 Zn1 O3 79.86(13) . 3_666 ?
O1 Zn1 N5 93.45(14) . . ?
O1 Zn1 N6 105.59(14) . 2_545 ?
O2 Zn1 N6 78.67(13) 2 2_545 ?
O4 Zn1 O2 85.93(13) 4_565 2 ?
O4 Zn1 O3 160.03(13) 4_565 3_666 ?
O4 Zn1 N6 106.33(13) 4_565 2_545 ?
O3 Zn1 O2 110.87(13) 3_666 2 ?
O3 Zn1 N6 88.11(13) 3_666 2_545 ?
N5 Zn1 O2 84.12(13) . 2 ?
N5 Zn1 O4 83.58(13) . 4_565 ?
N5 Zn1 O3 87.39(14) . 3_666 ?
N5 Zn1 N6 159.33(13) . 2_545 ?
N2 Zn2 N1 152.75(14) 2_556 . ?
O6 Zn2 N2 90.92(15) 4_676 2_556 ?
O6 Zn2 N1 81.92(14) 4_676 . ?
O6 Zn2 O5 152.71(18) 4_676 3_566 ?
O7 Zn2 N2 110.15(16) . 2_556 ?
O7 Zn2 N1 97.07(16) . . ?
O7 Zn2 O6 102.43(18) . 4_676 ?
O7 Zn2 O5 104.33(17) . 3_566 ?
O5 Zn2 N2 84.91(15) 3_566 2_556 ?
O5 Zn2 N1 89.54(14) 3_566 . ?
C1 O1 Zn1 127.7(3) . . ?
C1 O2 Zn1 145.7(3) . 2_545 ?
C8 O4 Zn1 123.0(3) . 4_666 ?
C8 O3 Zn1 131.0(3) . 3_666 ?
N6 N5 Zn1 125.1(2) . . ?
C010 N5 Zn1 126.1(3) . . ?
C010 N5 N6 108.3(3) . . ?
N5 N6 Zn1 127.0(3) . 2 ?
C00T N6 Zn1 125.7(3) . 2 ?
C00T N6 N5 107.2(3) . . ?
N1 N2 Zn2 119.6(3) . 2_546 ?
C15 N2 Zn2 129.0(3) . 2_546 ?
C15 N2 N1 107.7(3) . . ?
C00T N7 N8 125.3(3) . . ?
C00T N7 C010 106.8(3) . . ?
C010 N7 N8 127.8(3) . . ?
N7 N8 C28 112.1(3) . . ?
N7 N8 C21 115.7(3) . . ?
C21 N8 C28 119.9(3) . . ?
C15 N3 N4 125.1(4) . . ?
C15 N3 C16 106.8(3) . . ?
C16 N3 N4 128.0(4) . . ?
N2 N1 Zn2 131.0(3) . . ?
C16 N1 Zn2 121.5(3) . . ?
C16 N1 N2 107.5(4) . . ?
N3 N4 C5 112.5(3) . . ?
N3 N4 C12 114.5(3) . . ?
C12 N4 C5 121.2(3) . . ?
C24 O6 Zn2 130.9(3) . 4_575 ?
C17 O7 Zn2 117.4(4) . . ?
C24 O5 Zn2 151.2(3) . 3_566 ?
C30 C25 C24 119.4(4) . . ?
C26 C25 C24 120.7(4) . . ?
C26 C25 C30 119.9(4) . . ?
C3 C2 C1 121.0(4) . . ?
C3 C2 C7 120.4(4) . . ?
C7 C2 C1 118.7(4) . . ?
O1 C1 C2 115.8(4) . . ?
O2 C1 O1 127.0(4) . . ?
O2 C1 C2 117.2(4) . . ?
O6 C24 C25 116.2(4) . . ?
O5 C24 O6 126.3(4) . . ?
O5 C24 C25 117.5(4) . . ?
C4 C5 N4 117.8(4) . . ?
C4 C5 C6 120.9(4) . . ?
C6 C5 N4 121.3(4) . . ?
C11 C12 N4 120.4(4) . . ?
C11 C12 C13 119.5(4) . . ?
C13 C12 N4 119.9(4) . . ?
N2 C15 N3 108.9(4) . . ?
N2 C15 H15 125.5 . . ?
N3 C15 H15 125.5 . . ?
C25 C30 H30 120.0 . . ?
C29 C30 C25 120.1(4) . . ?
C29 C30 H30 120.0 . . ?
C29 C28 N8 117.2(4) . . ?
C29 C28 C27 122.1(4) . . ?
C27 C28 N8 120.8(4) . . ?
N6 C00T N7 109.2(4) . . ?
N6 C00T H00T 125.4 . . ?
N7 C00T H00T 125.4 . . ?
C10 C9 C8 120.9(4) . . ?
C10 C9 C14 118.6(4) . . ?
C14 C9 C8 120.5(4) . . ?
C30 C29 H29 120.5 . . ?
C28 C29 C30 119.0(4) . . ?
C28 C29 H29 120.5 . . ?
C12 C11 H11 120.2 . . ?
C10 C11 C12 119.5(4) . . ?
C10 C11 H11 120.2 . . ?
C22 C21 N8 117.6(4) . . ?
C20 C21 N8 122.8(4) . . ?
C20 C21 C22 119.6(4) . . ?
O4 C8 C9 116.8(4) . . ?
O3 C8 O4 125.5(4) . . ?
O3 C8 C9 117.7(4) . . ?
N5 C010 N7 108.5(4) . . ?
N5 C010 H010 125.8 . . ?
N7 C010 H010 125.8 . . ?
C9 C10 H10 119.2 . . ?
C11 C10 C9 121.5(4) . . ?
C11 C10 H10 119.2 . . ?
C25 C26 H26 119.6 . . ?
C25 C26 C27 120.7(4) . . ?
C27 C26 H26 119.7 . . ?
C33 N9 C32 122.4(6) . . ?
C33 N9 C31 119.8(5) . . ?
C31 N9 C32 117.8(6) . . ?
C9 C14 H14 119.5 . . ?
C13 C14 C9 121.0(4) . . ?
C13 C14 H14 119.5 . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.8(4) . . ?
C14 C13 H13 120.1 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.1(4) . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 119.6(4) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C36 N10 C35 120.8(6) . . ?
C36 N10 C34 119.2(6) . . ?
C34 N10 C35 119.9(6) . . ?
C2 C7 H7 120.1 . . ?
C2 C7 C6 119.8(4) . . ?
C6 C7 H7 120.1 . . ?
N3 C16 H16 125.5 . . ?
N1 C16 N3 109.0(4) . . ?
N1 C16 H16 125.5 . . ?
C5 C6 C7 119.2(4) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C23 C18 C17 118.3(5) . . ?
C23 C18 C19 122.0(5) . . ?
C19 C18 C17 119.7(5) . . ?
C18 C23 H23 120.2 . . ?
C18 C23 C22 119.6(5) . . ?
C22 C23 H23 120.2 . . ?
C21 C22 H22 119.2 . . ?
C23 C22 C21 121.6(5) . . ?
C23 C22 H22 119.2 . . ?
C21 C20 H20 121.2 . . ?
C21 C20 C19 117.5(5) . . ?
C19 C20 H20 121.2 . . ?
O7 C17 O8 125.8(6) . . ?
O7 C17 C18 117.4(5) . . ?
O8 C17 C18 116.7(5) . . ?
C18 C19 C20 119.6(5) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
O9 C33 N9 126.1(6) . . ?
O9 C33 H33 117.0 . . ?
N9 C33 H33 117.0 . . ?
O10 C36 N10 126.2(6) . . ?
O10 C36 H36 116.9 . . ?
N10 C36 H36 116.9 . . ?
N10 C35 H35A 109.5 . . ?
N10 C35 H35B 109.5 . . ?
N10 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N9 C32 H32A 109.5 . . ?
N9 C32 H32B 109.5 . . ?
N9 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N9 C31 H31A 109.5 . . ?
N9 C31 H31B 109.5 . . ?
N9 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N10 C34 H34A 109.5 . . ?
N10 C34 H34B 109.5 . . ?
N10 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C28 C27 C26 118.2(4) . . ?
C28 C27 H27 120.9 . . ?
C26 C27 H27 120.9 . . ?

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
Zn1 O1 C1 O2 -13.3(7) . . . . ?
Zn1 O1 C1 C2 166.4(3) . . . . ?
Zn1 O2 C1 O1 -29.1(8) 2_545 . . . ?
Zn1 O2 C1 C2 151.3(4) 2_545 . . . ?
Zn1 O4 C8 O3 -52.3(6) 4_666 . . . ?
Zn1 O4 C8 C9 129.0(3) 4_666 . . . ?
Zn1 O3 C8 O4 -21.8(7) 3_666 . . . ?
Zn1 O3 C8 C9 156.9(3) 3_666 . . . ?
Zn1 N5 N6 Zn1 6.3(5) . . . 2 ?
Zn1 N5 N6 C00T -172.0(3) . . . . ?
Zn1 N5 C010 N7 171.5(3) . . . . ?
Zn1 N6 C00T N7 -178.1(3) 2 . . . ?
Zn2 N2 N1 Zn2 -19.2(5) 2_546 . . . ?
Zn2 N2 N1 C16 159.2(3) 2_546 . . . ?
Zn2 N2 C15 N3 -157.2(3) 2_546 . . . ?
Zn2 N1 C16 N3 179.7(3) . . . . ?
Zn2 O6 C24 O5 -1.7(8) 4_575 . . . ?
Zn2 O6 C24 C25 177.9(3) 4_575 . . . ?
Zn2 O7 C17 O8 14.4(8) . . . . ?
Zn2 O7 C17 C18 -161.9(4) . . . . ?
Zn2 O5 C24 O6 -21.4(11) 3_566 . . . ?
Zn2 O5 C24 C25 159.0(6) 3_566 . . . ?
N5 N6 C00T N7 0.2(5) . . . . ?
N6 N5 C010 N7 -0.8(5) . . . . ?
N2 N1 C16 N3 1.1(5) . . . . ?
N7 N8 C28 C29 -100.1(4) . . . . ?
N7 N8 C28 C27 79.5(5) . . . . ?
N7 N8 C21 C22 -163.1(4) . . . . ?
N7 N8 C21 C20 19.3(6) . . . . ?
N8 N7 C00T N6 -178.1(3) . . . . ?
N8 N7 C010 N5 178.3(3) . . . . ?
N8 C28 C29 C30 179.8(4) . . . . ?
N8 C28 C27 C26 179.9(4) . . . . ?
N8 C21 C22 C23 -178.5(5) . . . . ?
N8 C21 C20 C19 179.4(4) . . . . ?
N3 N4 C5 C4 -106.4(4) . . . . ?
N3 N4 C5 C6 72.7(5) . . . . ?
N3 N4 C12 C11 31.9(6) . . . . ?
N3 N4 C12 C13 -152.9(4) . . . . ?
N1 N2 C15 N3 0.7(5) . . . . ?
N4 N3 C15 N2 179.7(3) . . . . ?
N4 N3 C16 N1 179.6(4) . . . . ?
N4 C5 C4 C3 179.2(4) . . . . ?
N4 C5 C6 C7 -178.5(4) . . . . ?
N4 C12 C11 C10 173.1(4) . . . . ?
N4 C12 C13 C14 -175.8(4) . . . . ?
C25 C30 C29 C28 0.8(7) . . . . ?
C25 C26 C27 C28 -0.2(7) . . . . ?
C2 C3 C4 C5 -1.0(7) . . . . ?
C2 C7 C6 C5 -0.5(7) . . . . ?
C1 C2 C3 C4 -179.3(4) . . . . ?
C1 C2 C7 C6 180.0(4) . . . . ?
C24 C25 C30 C29 178.3(4) . . . . ?
C24 C25 C26 C27 -178.6(4) . . . . ?
C5 N4 C12 C11 172.0(4) . . . . ?
C5 N4 C12 C13 -12.7(6) . . . . ?
C12 N4 C5 C4 112.8(5) . . . . ?
C12 N4 C5 C6 -68.1(6) . . . . ?
C12 C11 C10 C9 2.6(8) . . . . ?
C15 N2 N1 Zn2 -179.5(3) . . . . ?
C15 N2 N1 C16 -1.1(5) . . . . ?
C15 N3 N4 C5 108.5(4) . . . . ?
C15 N3 N4 C12 -108.0(5) . . . . ?
C15 N3 C16 N1 -0.8(5) . . . . ?
C30 C25 C24 O6 1.3(6) . . . . ?
C30 C25 C24 O5 -179.1(4) . . . . ?
C30 C25 C26 C27 1.1(7) . . . . ?
C28 N8 C21 C22 -23.8(6) . . . . ?
C28 N8 C21 C20 158.6(4) . . . . ?
C00T N7 N8 C28 95.1(5) . . . . ?
C00T N7 N8 C21 -122.5(4) . . . . ?
C00T N7 C010 N5 0.9(5) . . . . ?
C9 C14 C13 C12 2.9(7) . . . . ?
C29 C28 C27 C26 -0.4(6) . . . . ?
C11 C12 C13 C14 -0.5(7) . . . . ?
C21 N8 C28 C29 119.2(4) . . . . ?
C21 N8 C28 C27 -61.2(5) . . . . ?
C21 C20 C19 C18 -0.9(8) . . . . ?
C8 C9 C10 C11 -179.2(4) . . . . ?
C8 C9 C14 C13 176.5(4) . . . . ?
C010 N5 N6 Zn1 178.7(3) . . . 2 ?
C010 N5 N6 C00T 0.4(5) . . . . ?
C010 N7 N8 C28 -81.9(5) . . . . ?
C010 N7 N8 C21 60.6(5) . . . . ?
C010 N7 C00T N6 -0.7(5) . . . . ?
C10 C9 C8 O4 29.4(6) . . . . ?
C10 C9 C8 O3 -149.4(4) . . . . ?
C10 C9 C14 C13 -2.6(7) . . . . ?
C26 C25 C24 O6 -179.0(4) . . . . ?
C26 C25 C24 O5 0.6(6) . . . . ?
C26 C25 C30 C29 -1.4(7) . . . . ?
C14 C9 C8 O4 -149.6(4) . . . . ?
C14 C9 C8 O3 31.6(6) . . . . ?
C14 C9 C10 C11 -0.2(7) . . . . ?
C13 C12 C11 C10 -2.2(7) . . . . ?
C3 C2 C1 O1 163.6(4) . . . . ?
C3 C2 C1 O2 -16.7(6) . . . . ?
C3 C2 C7 C6 -0.4(7) . . . . ?
C4 C5 C6 C7 0.6(7) . . . . ?
C7 C2 C1 O1 -16.8(6) . . . . ?
C7 C2 C1 O2 162.9(4) . . . . ?
C7 C2 C3 C4 1.1(7) . . . . ?
C16 N3 N4 C5 -71.9(5) . . . . ?
C16 N3 N4 C12 71.7(5) . . . . ?
C16 N3 C15 N2 0.0(5) . . . . ?
C6 C5 C4 C3 0.1(7) . . . . ?
C18 C23 C22 C21 -1.4(9) . . . . ?
C23 C18 C17 O7 176.9(5) . . . . ?
C23 C18 C17 O8 0.4(8) . . . . ?
C23 C18 C19 C20 -1.3(8) . . . . ?
C22 C21 C20 C19 1.9(7) . . . . ?
C20 C21 C22 C23 -0.8(8) . . . . ?
C17 C18 C23 C22 -175.2(5) . . . . ?
C17 C18 C19 C20 176.4(5) . . . . ?
C19 C18 C23 C22 2.5(9) . . . . ?
C19 C18 C17 O7 -0.8(8) . . . . ?
C19 C18 C17 O8 -177.4(5) . . . . ?
C35 N10 C36 O10 179.3(7) . . . . ?
C32 N9 C33 O9 -179.7(6) . . . . ?
C31 N9 C33 O9 -1.5(10) . . . . ?
C34 N10 C36 O10 -0.3(10) . . . . ?
C27 C28 C29 C30 0.1(7) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.378
_oxdiff_exptl_absorpt_empirical_full_min 0.751
####################################################################### 
# 
# 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_zn1
_database_code_depnum_ccdc_archive 'CCDC 1542184'
_audit_update_record             
;
2017-06-22 deposited with the CCDC.
2017-07-06 downloaded from the CCDC.
;
_audit_creation_date             2016-12-05
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H10 N4 O4 Zn, C4 H9 N O, H2 O'
_chemical_formula_sum            'C20 H21 N5 O6 Zn'
_chemical_formula_weight         492.81
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   8.2270(6)
_cell_length_b                   21.5096(9)
_cell_length_c                   23.8825(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4226.2(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5511
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      32.9090
_cell_measurement_theta_min      2.7050
_shelx_estimated_absorpt_T_max   0.852
_shelx_estimated_absorpt_T_min   1
_exptl_absorpt_coefficient_mu    1.211
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85182
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.7a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2299
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0186
_diffrn_reflns_av_unetI/netI     0.0187
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            12121
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.997
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_min         2.785
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.9967
_diffrn_measured_fraction_theta_max 0.9198
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -66.00 111.00   1.00   50.00    --   30.00  54.00-150.00  177
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (JP)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0261219000
_diffrn_orient_matrix_UB_12      -0.0297809000
_diffrn_orient_matrix_UB_13      -0.0090704000
_diffrn_orient_matrix_UB_21      0.0057744000
_diffrn_orient_matrix_UB_22      0.0112413000
_diffrn_orient_matrix_UB_23      -0.0278661000
_diffrn_orient_matrix_UB_31      0.0819689000
_diffrn_orient_matrix_UB_32      0.0086364000
_diffrn_orient_matrix_UB_33      0.0047714000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3556
_reflns_number_total             4118
_reflns_odcompleteness_completeness 99.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.39.7a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.7a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.084
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         4118
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0350
_refine_ls_restrained_S_all      1.056
_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)+(0.0317P)²+5.8294P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0808
_refine_ls_wR_factor_ref         0.0871
_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, All O(H,H) groups
2.a Free rotating group:
 O1W(H1WA,H1WB)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C16(H16), C15(H15), C9(H9), C7(H7), C6(H6), C12(H12), C11(H11),
 C3(H3), C4(H4)
2.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C17(H17A,H17B,H17C), C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.42634(4) 0.84300(2) 0.71746(2) 0.02692(10) Uani 1 1 d . . . . .
O3 O 0.5464(3) 0.76077(9) 0.63187(7) 0.0402(5) Uani 1 1 d . . . . .
O2 O 0.3415(2) 1.12487(8) 0.29461(8) 0.0387(4) Uani 1 1 d . . . . .
O4 O 0.3656(2) 0.83780(9) 0.63935(7) 0.0353(4) Uani 1 1 d . . . . .
O1 O 0.1569(3) 1.07651(8) 0.24454(8) 0.0429(5) Uani 1 1 d . . . . .
N1 N 0.4860(2) 0.71853(9) 0.27776(7) 0.0243(4) Uani 1 1 d . . . . .
N3 N 0.4881(3) 0.79338(8) 0.33800(7) 0.0236(4) Uani 1 1 d . . . . .
N2 N 0.6440(3) 0.74200(11) 0.28008(8) 0.0353(5) Uani 1 1 d . . . . .
N4 N 0.4322(3) 0.83947(9) 0.37413(8) 0.0332(5) Uani 1 1 d . . . . .
O5 O 0.0674(3) 0.96329(10) 0.42733(12) 0.0630(7) Uani 1 1 d . . . . .
C8 C 0.3950(3) 0.74931(10) 0.31292(9) 0.0231(5) Uani 1 1 d . . . . .
H8 H 0.2852 0.7423 0.3196 0.028 Uiso 1 1 calc R . . . .
C2 C 0.3216(3) 1.01362(10) 0.30208(9) 0.0252(5) Uani 1 1 d . . . . .
C14 C 0.4565(3) 0.80101(11) 0.61081(9) 0.0278(5) Uani 1 1 d . . . . .
C1 C 0.2729(3) 1.07593(11) 0.27873(9) 0.0266(5) Uani 1 1 d . . . . .
C13 C 0.4503(3) 0.80970(10) 0.54822(9) 0.0246(5) Uani 1 1 d . . . . .
C5 C 0.3984(3) 0.89872(10) 0.34892(9) 0.0264(5) Uani 1 1 d . . . . .
C10 C 0.4429(3) 0.82899(10) 0.43247(9) 0.0233(5) Uani 1 1 d . . . . .
C16 C 0.3447(3) 0.86463(11) 0.46753(9) 0.0276(5) Uani 1 1 d . . . . .
H16 H 0.2758 0.8946 0.4525 0.033 Uiso 1 1 calc R . . . .
C15 C 0.3501(3) 0.85522(11) 0.52486(10) 0.0274(5) Uani 1 1 d . . . . .
H15 H 0.2859 0.8796 0.5482 0.033 Uiso 1 1 calc R . . . .
C9 C 0.6409(3) 0.78768(12) 0.31637(10) 0.0335(6) Uani 1 1 d . . . . .
H9 H 0.7294 0.8124 0.3259 0.040 Uiso 1 1 calc R . . . .
C7 C 0.4323(3) 1.00949(11) 0.34608(10) 0.0295(5) Uani 1 1 d . . . . .
H7 H 0.4803 1.0454 0.3601 0.035 Uiso 1 1 calc R . . . .
C6 C 0.4714(3) 0.95218(11) 0.36924(10) 0.0307(5) Uani 1 1 d . . . . .
H6 H 0.5464 0.9497 0.3983 0.037 Uiso 1 1 calc R . . . .
C12 C 0.5462(3) 0.77410(11) 0.51286(10) 0.0306(6) Uani 1 1 d . . . . .
H12 H 0.6127 0.7434 0.5279 0.037 Uiso 1 1 calc R . . . .
C11 C 0.5445(3) 0.78353(11) 0.45510(10) 0.0301(6) Uani 1 1 d . . . . .
H11 H 0.6105 0.7597 0.4319 0.036 Uiso 1 1 calc R . . . .
C3 C 0.2527(4) 0.95948(11) 0.28105(10) 0.0364(6) Uani 1 1 d . . . . .
H3 H 0.1807 0.9617 0.2511 0.044 Uiso 1 1 calc R . . . .
C4 C 0.2905(4) 0.90189(11) 0.30439(11) 0.0390(7) Uani 1 1 d . . . . .
H4 H 0.2438 0.8658 0.2902 0.047 Uiso 1 1 calc R . . . .
O1W O 0.9082(4) 0.86177(14) 0.3789(2) 0.1136(14) Uani 1 1 d . . . . .
H1WA H 0.9780 0.8336 0.3722 0.170 Uiso 1 1 d G . . . .
H1WB H 0.9551 0.8930 0.3935 0.170 Uiso 1 1 d G . . . .
N5 N 0.1122(5) 1.06432(14) 0.43392(16) 0.0803(11) Uani 1 1 d . . . . .
C19 C 0.2394(5) 1.0493(2) 0.47961(15) 0.0693(10) Uani 1 1 d . . . . .
H19A H 0.2170 1.0736 0.5125 0.104 Uiso 1 1 calc GR . . . .
H19B H 0.3461 1.0591 0.4660 0.104 Uiso 1 1 calc GR . . . .
H19C H 0.2339 1.0059 0.4888 0.104 Uiso 1 1 calc GR . . . .
C17 C -0.0844(5) 1.0339(2) 0.36646(16) 0.0663(10) Uani 1 1 d . . . . .
H17A H -0.1156 0.9966 0.3472 0.099 Uiso 1 1 calc GR . . . .
H17B H -0.0375 1.0626 0.3403 0.099 Uiso 1 1 calc GR . . . .
H17C H -0.1784 1.0524 0.3835 0.099 Uiso 1 1 calc GR . . . .
C18 C 0.0412(5) 1.01809(18) 0.41199(18) 0.0675(11) Uani 1 1 d . . . . .
C20 C 0.0895(6) 1.12974(17) 0.4191(2) 0.0865(14) Uani 1 1 d . . . . .
H20A H 0.0769 1.1539 0.4526 0.130 Uiso 1 1 calc GR . . . .
H20B H -0.0059 1.1340 0.3963 0.130 Uiso 1 1 calc GR . . . .
H20C H 0.1826 1.1442 0.3987 0.130 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
Zn1 O2 2.051(2) 5_676 ?
Zn1 O4 1.9346(17) . ?
Zn1 O1 1.9710(17) 2_575 ?
Zn1 N1 2.0167(18) 7_576 ?
O3 C14 1.245(3) . ?
O2 Zn1 2.0513(19) 5_676 ?
O2 C1 1.253(3) . ?
O4 C14 1.285(3) . ?
O1 Zn1 1.9709(17) 2_574 ?
O1 C1 1.256(3) . ?
N1 Zn1 2.0167(18) 7_575 ?
N1 N2 1.396(3) . ?
N1 C8 1.305(3) . ?
N3 N4 1.392(3) . ?
N3 C8 1.358(3) . ?
N3 C9 1.365(3) . ?
N2 C9 1.310(3) . ?
N4 C5 1.437(3) . ?
N4 C10 1.414(3) . ?
O5 C18 1.253(4) . ?
C8 H8 0.9300 . ?
C2 C1 1.506(3) . ?
C2 C7 1.393(3) . ?
C2 C3 1.389(3) . ?
C14 C13 1.507(3) . ?
C13 C15 1.396(3) . ?
C13 C12 1.386(3) . ?
C5 C6 1.385(3) . ?
C5 C4 1.387(4) . ?
C10 C16 1.393(3) . ?
C10 C11 1.395(3) . ?
C16 H16 0.9300 . ?
C16 C15 1.385(3) . ?
C15 H15 0.9300 . ?
C9 H9 0.9300 . ?
C7 H7 0.9300 . ?
C7 C6 1.389(3) . ?
C6 H6 0.9300 . ?
C12 H12 0.9300 . ?
C12 C11 1.394(3) . ?
C11 H11 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.394(3) . ?
C4 H4 0.9300 . ?
O1W H1WA 0.8497 . ?
O1W H1WB 0.8501 . ?
N5 C19 1.546(5) . ?
N5 C18 1.267(5) . ?
N5 C20 1.463(5) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C17 C18 1.538(6) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Zn1 O2 97.16(8) . 5_676 ?
O4 Zn1 O1 106.11(8) . 2_575 ?
O4 Zn1 N1 135.53(8) . 7_576 ?
O1 Zn1 O2 94.23(8) 2_575 5_676 ?
O1 Zn1 N1 115.25(8) 2_575 7_576 ?
N1 Zn1 O2 95.45(8) 7_576 5_676 ?
C1 O2 Zn1 131.27(17) . 5_676 ?
C14 O4 Zn1 113.37(16) . . ?
C1 O1 Zn1 119.08(16) . 2_574 ?
N2 N1 Zn1 119.50(14) . 7_575 ?
C8 N1 Zn1 130.76(17) . 7_575 ?
C8 N1 N2 108.96(19) . . ?
C8 N3 N4 125.7(2) . . ?
C8 N3 C9 106.85(19) . . ?
C9 N3 N4 127.1(2) . . ?
C9 N2 N1 106.2(2) . . ?
N3 N4 C5 115.83(18) . . ?
N3 N4 C10 118.46(18) . . ?
C10 N4 C5 124.50(18) . . ?
N1 C8 N3 108.3(2) . . ?
N1 C8 H8 125.8 . . ?
N3 C8 H8 125.8 . . ?
C7 C2 C1 120.6(2) . . ?
C3 C2 C1 120.3(2) . . ?
C3 C2 C7 119.1(2) . . ?
O3 C14 O4 124.1(2) . . ?
O3 C14 C13 120.5(2) . . ?
O4 C14 C13 115.5(2) . . ?
O2 C1 O1 122.0(2) . . ?
O2 C1 C2 121.1(2) . . ?
O1 C1 C2 116.8(2) . . ?
C15 C13 C14 120.2(2) . . ?
C12 C13 C14 121.1(2) . . ?
C12 C13 C15 118.7(2) . . ?
C6 C5 N4 120.4(2) . . ?
C6 C5 C4 120.3(2) . . ?
C4 C5 N4 119.3(2) . . ?
C16 C10 N4 117.9(2) . . ?
C16 C10 C11 120.0(2) . . ?
C11 C10 N4 122.0(2) . . ?
C10 C16 H16 120.2 . . ?
C15 C16 C10 119.7(2) . . ?
C15 C16 H16 120.2 . . ?
C13 C15 H15 119.4 . . ?
C16 C15 C13 121.1(2) . . ?
C16 C15 H15 119.4 . . ?
N3 C9 H9 125.2 . . ?
N2 C9 N3 109.6(2) . . ?
N2 C9 H9 125.2 . . ?
C2 C7 H7 119.7 . . ?
C6 C7 C2 120.6(2) . . ?
C6 C7 H7 119.7 . . ?
C5 C6 C7 119.8(2) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C13 C12 H12 119.4 . . ?
C13 C12 C11 121.1(2) . . ?
C11 C12 H12 119.4 . . ?
C10 C11 H11 120.3 . . ?
C12 C11 C10 119.4(2) . . ?
C12 C11 H11 120.3 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.6(2) . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 119.6(2) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
H1WA O1W H1WB 109.5 . . ?
C18 N5 C19 116.1(3) . . ?
C18 N5 C20 126.6(5) . . ?
C20 N5 C19 117.3(4) . . ?
N5 C19 H19A 109.5 . . ?
N5 C19 H19B 109.5 . . ?
N5 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
O5 C18 N5 122.6(4) . . ?
O5 C18 C17 122.0(4) . . ?
N5 C18 C17 115.4(4) . . ?
N5 C20 H20A 109.5 . . ?
N5 C20 H20B 109.5 . . ?
N5 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O2 C1 O1 -114.4(3) 5_676 . . . ?
Zn1 O2 C1 C2 68.5(3) 5_676 . . . ?
Zn1 O4 C14 O3 17.5(3) . . . . ?
Zn1 O4 C14 C13 -161.80(16) . . . . ?
Zn1 O1 C1 O2 -2.7(3) 2_574 . . . ?
Zn1 O1 C1 C2 174.56(16) 2_574 . . . ?
Zn1 N1 N2 C9 169.67(17) 7_575 . . . ?
Zn1 N1 C8 N3 -168.70(15) 7_575 . . . ?
O3 C14 C13 C15 -179.5(2) . . . . ?
O3 C14 C13 C12 -1.2(4) . . . . ?
O4 C14 C13 C15 -0.2(3) . . . . ?
O4 C14 C13 C12 178.1(2) . . . . ?
N1 N2 C9 N3 1.2(3) . . . . ?
N3 N4 C5 C6 -125.0(3) . . . . ?
N3 N4 C5 C4 55.8(3) . . . . ?
N3 N4 C10 C16 -160.5(2) . . . . ?
N3 N4 C10 C11 17.8(4) . . . . ?
N2 N1 C8 N3 0.9(3) . . . . ?
N4 N3 C8 N1 173.48(19) . . . . ?
N4 N3 C9 N2 -174.2(2) . . . . ?
N4 C5 C6 C7 -177.2(2) . . . . ?
N4 C5 C4 C3 177.7(3) . . . . ?
N4 C10 C16 C15 179.2(2) . . . . ?
N4 C10 C11 C12 -178.1(2) . . . . ?
C8 N1 N2 C9 -1.3(3) . . . . ?
C8 N3 N4 C5 -95.6(3) . . . . ?
C8 N3 N4 C10 96.4(3) . . . . ?
C8 N3 C9 N2 -0.6(3) . . . . ?
C2 C7 C6 C5 -0.8(4) . . . . ?
C2 C3 C4 C5 -0.2(5) . . . . ?
C14 C13 C15 C16 178.9(2) . . . . ?
C14 C13 C12 C11 -177.8(2) . . . . ?
C1 C2 C7 C6 177.1(2) . . . . ?
C1 C2 C3 C4 -176.6(3) . . . . ?
C13 C12 C11 C10 -0.9(4) . . . . ?
C5 N4 C10 C16 32.6(4) . . . . ?
C5 N4 C10 C11 -149.1(3) . . . . ?
C10 N4 C5 C6 42.3(4) . . . . ?
C10 N4 C5 C4 -137.0(3) . . . . ?
C10 C16 C15 C13 -1.2(4) . . . . ?
C16 C10 C11 C12 0.2(4) . . . . ?
C15 C13 C12 C11 0.5(4) . . . . ?
C9 N3 N4 C5 76.9(3) . . . . ?
C9 N3 N4 C10 -91.2(3) . . . . ?
C9 N3 C8 N1 -0.2(3) . . . . ?
C7 C2 C1 O2 6.7(4) . . . . ?
C7 C2 C1 O1 -170.6(2) . . . . ?
C7 C2 C3 C4 1.5(4) . . . . ?
C6 C5 C4 C3 -1.6(4) . . . . ?
C12 C13 C15 C16 0.6(4) . . . . ?
C11 C10 C16 C15 0.8(4) . . . . ?
C3 C2 C1 O2 -175.3(2) . . . . ?
C3 C2 C1 O1 7.5(4) . . . . ?
C3 C2 C7 C6 -1.0(4) . . . . ?
C4 C5 C6 C7 2.1(4) . . . . ?
C19 N5 C18 O5 2.3(6) . . . . ?
C19 N5 C18 C17 -179.8(3) . . . . ?
C20 N5 C18 O5 -179.8(4) . . . . ?
C20 N5 C18 C17 -1.8(6) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.286
_oxdiff_exptl_absorpt_empirical_full_min 0.837
####################################################################### 
# 
# 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_p_sq_Cd
_database_code_depnum_ccdc_archive 'CCDC 1542187'
_audit_update_record             
;
2017-06-22 deposited with the CCDC.
2017-07-06 downloaded from the CCDC.
;
_audit_creation_date             2017-06-09
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H10 Cd N4 O4'
_chemical_formula_sum            'C16 H10 Cd N4 O4'
_chemical_formula_weight         434.69
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 '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           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.5850(15)
_cell_length_b                   14.052(3)
_cell_length_c                   18.237(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1943.8(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    856
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      0.892
_cell_measurement_theta_min      0.871
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.148
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1610
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_av_unetI/netI     0.0446
_diffrn_reflns_Laue_measured_fraction_full 0.933
_diffrn_reflns_Laue_measured_fraction_max 0.914
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_number            3809
_diffrn_reflns_point_group_measured_fraction_full 0.940
_diffrn_reflns_point_group_measured_fraction_max 0.922
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.749
_diffrn_reflns_theta_min         2.663
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.933
_diffrn_measured_fraction_theta_max 0.914
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.759
_reflns_Friedel_fraction_full    0.949
_reflns_Friedel_fraction_max     0.932
_reflns_number_gt                3784
_reflns_number_total             3809
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         1.240
_refine_diff_density_min         -2.030
_refine_diff_density_rms         0.226
_refine_ls_abs_structure_details 
;
 Flack x determined using 1635 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.479(16)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3809
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0511
_refine_ls_restrained_S_all      1.095
_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)+(0.1012P)²+5.3184P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1468
_refine_ls_wR_factor_ref         0.1485
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(N3) \\sim Ueq, Uanis(N4) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C15(H15), C3(H3), C16(H16), C6(H6), C4(H4), C7(H7), C10(H10), C13(H13),
 C14(H14), C11(H11)
;
_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
Cd1 Cd -0.03213(8) 0.24116(4) 0.51878(2) 0.0182(2) Uani 1 1 d . . . . .
O1 O 0.1526(11) -0.1247(5) 0.0262(4) 0.0342(16) Uani 1 1 d . . . . .
O4 O 0.3860(10) 0.6841(5) 0.1270(3) 0.0289(14) Uani 1 1 d . . . . .
N3 N 0.1317(10) 0.2542(5) 0.2783(3) 0.0210(14) Uani 1 1 d . U . . .
N1 N 0.0756(11) 0.2379(5) 0.3941(3) 0.0259(16) Uani 1 1 d . . . . .
O2 O 0.4365(12) -0.1011(5) 0.0573(4) 0.0372(17) Uani 1 1 d . . . . .
N4 N 0.1002(10) 0.2672(5) 0.2023(3) 0.0207(14) Uani 1 1 d . U . . .
C2 C 0.2295(13) 0.0156(6) 0.0887(4) 0.0209(16) Uani 1 1 d . . . . .
C15 C -0.0005(12) 0.2461(6) 0.3305(4) 0.0227(15) Uani 1 1 d . . . . .
H15 H -0.1213 0.2464 0.3216 0.027 Uiso 1 1 calc R . . . .
O3 O 0.2793(10) 0.6471(5) 0.0186(4) 0.0300(14) Uani 1 1 d . . . . .
C3 C 0.0535(13) 0.0378(6) 0.1024(4) 0.0220(17) Uani 1 1 d . . . . .
H3 H -0.0355 -0.0031 0.0870 0.026 Uiso 1 1 calc R . . . .
C16 C 0.2878(12) 0.2510(6) 0.3151(4) 0.0237(17) Uani 1 1 d . . . . .
H16 H 0.3989 0.2552 0.2938 0.028 Uiso 1 1 calc R . . . .
N2 N 0.2567(10) 0.2412(6) 0.3844(3) 0.0228(14) Uani 1 1 d . . . . .
C6 C 0.3189(13) 0.1631(6) 0.1446(4) 0.0238(19) Uani 1 1 d . . . . .
H6 H 0.4065 0.2068 0.1565 0.029 Uiso 1 1 calc R . . . .
C5 C 0.1484(11) 0.1832(6) 0.1613(4) 0.0192(16) Uani 1 1 d . . . . .
C4 C 0.0112(13) 0.1224(6) 0.1396(4) 0.0256(18) Uani 1 1 d . . . . .
H4 H -0.1056 0.1378 0.1496 0.031 Uiso 1 1 calc R . . . .
C7 C 0.3654(14) 0.0775(7) 0.1097(4) 0.0259(19) Uani 1 1 d . . . . .
H7 H 0.4828 0.0625 0.1007 0.031 Uiso 1 1 calc R . . . .
C1 C 0.2805(14) -0.0781(6) 0.0547(4) 0.0230(18) Uani 1 1 d . . . . .
C10 C 0.1931(14) 0.4602(7) 0.0703(4) 0.0267(19) Uani 1 1 d . . . . .
H10 H 0.1858 0.4694 0.0199 0.032 Uiso 1 1 calc R . . . .
C13 C 0.1905(14) 0.4355(6) 0.2231(5) 0.0269(18) Uani 1 1 d . . . . .
H13 H 0.1848 0.4283 0.2737 0.032 Uiso 1 1 calc R . . . .
C8 C 0.3078(13) 0.6292(7) 0.0870(4) 0.0267(19) Uani 1 1 d . . . . .
C14 C 0.2372(12) 0.5227(6) 0.1914(4) 0.0238(17) Uani 1 1 d . . . . .
H14 H 0.2643 0.5736 0.2220 0.029 Uiso 1 1 calc R . . . .
C9 C 0.2446(12) 0.5361(7) 0.1170(4) 0.0251(18) Uani 1 1 d . . . . .
C11 C 0.1541(14) 0.3734(7) 0.1001(4) 0.0261(19) Uani 1 1 d . . . . .
H11 H 0.1281 0.3226 0.0693 0.031 Uiso 1 1 calc R . . . .
C12 C 0.1529(13) 0.3599(6) 0.1763(4) 0.0251(18) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 O1 2.249(6) 3 ?
Cd1 O4 2.496(7) 2_565 ?
Cd1 N1 2.417(6) . ?
Cd1 O2 2.212(7) 2 ?
Cd1 O3 2.393(7) 3_545 ?
Cd1 O3 2.478(7) 2_565 ?
Cd1 N2 2.396(7) 4_456 ?
O1 Cd1 2.249(6) 3_545 ?
O1 C1 1.281(12) . ?
O4 Cd1 2.496(7) 2_564 ?
O4 C8 1.216(12) . ?
N3 N4 1.419(8) . ?
N3 C15 1.387(10) . ?
N3 C16 1.361(12) . ?
N1 C15 1.301(11) . ?
N1 N2 1.386(11) . ?
O2 Cd1 2.212(7) 2_554 ?
O2 C1 1.227(13) . ?
N4 C5 1.443(10) . ?
N4 C12 1.443(11) . ?
C2 C3 1.394(13) . ?
C2 C7 1.403(13) . ?
C2 C1 1.505(11) . ?
C15 H15 0.9300 . ?
O3 Cd1 2.478(7) 2_564 ?
O3 Cd1 2.393(7) 3 ?
O3 C8 1.291(11) . ?
C3 H3 0.9300 . ?
C3 C4 1.406(11) . ?
C16 H16 0.9300 . ?
C16 N2 1.294(10) . ?
N2 Cd1 2.396(7) 4_556 ?
C6 H6 0.9300 . ?
C6 C5 1.359(13) . ?
C6 C7 1.406(12) . ?
C5 C4 1.404(12) . ?
C4 H4 0.9300 . ?
C7 H7 0.9300 . ?
C10 H10 0.9300 . ?
C10 C9 1.420(13) . ?
C10 C11 1.366(12) . ?
C13 H13 0.9300 . ?
C13 C14 1.401(12) . ?
C13 C12 1.392(12) . ?
C8 C9 1.497(13) . ?
C14 H14 0.9300 . ?
C14 C9 1.370(12) . ?
C11 H11 0.9300 . ?
C11 C12 1.403(11) . ?

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 Cd1 O4 96.7(2) 3 2_565 ?
O1 Cd1 N1 79.0(3) 3 . ?
O1 Cd1 O3 92.3(3) 3 3_545 ?
O1 Cd1 O3 77.5(3) 3 2_565 ?
O1 Cd1 N2 84.9(3) 3 4_456 ?
N1 Cd1 O4 127.0(3) . 2_565 ?
N1 Cd1 O3 75.5(2) . 2_565 ?
O2 Cd1 O1 174.0(3) 2 3 ?
O2 Cd1 O4 88.7(2) 2 2_565 ?
O2 Cd1 N1 99.9(3) 2 . ?
O2 Cd1 O3 81.7(3) 2 3_545 ?
O2 Cd1 O3 108.1(3) 2 2_565 ?
O2 Cd1 N2 94.5(3) 2 4_456 ?
O3 Cd1 O4 143.7(2) 3_545 2_565 ?
O3 Cd1 O4 52.5(2) 2_565 2_565 ?
O3 Cd1 N1 89.2(2) 3_545 . ?
O3 Cd1 O3 162.88(4) 3_545 2_565 ?
O3 Cd1 N2 75.1(2) 3_545 4_456 ?
N2 Cd1 O4 70.8(2) 4_456 2_565 ?
N2 Cd1 N1 157.1(3) 4_456 . ?
N2 Cd1 O3 116.9(2) 4_456 2_565 ?
C1 O1 Cd1 152.2(7) . 3_545 ?
C8 O4 Cd1 90.5(5) . 2_564 ?
C15 N3 N4 124.0(7) . . ?
C16 N3 N4 129.2(7) . . ?
C16 N3 C15 106.8(6) . . ?
C15 N1 Cd1 133.4(6) . . ?
C15 N1 N2 108.9(7) . . ?
N2 N1 Cd1 117.0(5) . . ?
C1 O2 Cd1 122.6(6) . 2_554 ?
N3 N4 C5 111.0(6) . . ?
N3 N4 C12 113.0(7) . . ?
C5 N4 C12 119.9(6) . . ?
C3 C2 C7 121.0(7) . . ?
C3 C2 C1 121.1(8) . . ?
C7 C2 C1 117.8(8) . . ?
N3 C15 H15 126.3 . . ?
N1 C15 N3 107.3(8) . . ?
N1 C15 H15 126.3 . . ?
Cd1 O3 Cd1 104.9(2) 3 2_564 ?
C8 O3 Cd1 89.6(6) . 2_564 ?
C8 O3 Cd1 120.9(6) . 3 ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.7(8) . . ?
C4 C3 H3 120.2 . . ?
N3 C16 H16 125.5 . . ?
N2 C16 N3 109.0(8) . . ?
N2 C16 H16 125.5 . . ?
N1 N2 Cd1 124.9(4) . 4_556 ?
C16 N2 Cd1 125.9(6) . 4_556 ?
C16 N2 N1 108.0(7) . . ?
C5 C6 H6 119.4 . . ?
C5 C6 C7 121.2(9) . . ?
C7 C6 H6 119.4 . . ?
C6 C5 N4 121.8(7) . . ?
C6 C5 C4 121.0(7) . . ?
C4 C5 N4 117.2(7) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 C3 118.8(8) . . ?
C5 C4 H4 120.6 . . ?
C2 C7 C6 118.1(9) . . ?
C2 C7 H7 121.0 . . ?
C6 C7 H7 121.0 . . ?
O1 C1 C2 114.8(9) . . ?
O2 C1 O1 127.6(8) . . ?
O2 C1 C2 117.6(9) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C11 C10 C9 119.4(7) . . ?
C14 C13 H13 121.1 . . ?
C12 C13 H13 121.1 . . ?
C12 C13 C14 117.8(7) . . ?
O4 C8 O3 122.5(9) . . ?
O4 C8 C9 119.5(7) . . ?
O3 C8 C9 118.0(9) . . ?
C13 C14 H14 118.7 . . ?
C9 C14 C13 122.6(8) . . ?
C9 C14 H14 118.7 . . ?
C10 C9 C8 121.7(7) . . ?
C14 C9 C10 118.6(9) . . ?
C14 C9 C8 119.6(8) . . ?
C10 C11 H11 119.5 . . ?
C10 C11 C12 121.1(8) . . ?
C12 C11 H11 119.5 . . ?
C13 C12 N4 123.0(7) . . ?
C13 C12 C11 120.2(8) . . ?
C11 C12 N4 116.7(8) . . ?

_olex2_submission_special_instructions 'No special instructions were received'



loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.050 0.250 1.000 294 94 ' '
2 0.035 0.750 0.500 294 94 ' '
_platon_squeeze_details          ?
