# 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_L2
_database_code_depnum_ccdc_archive 'CCDC 1872943'
_audit_update_record             
;
2018-10-12 deposited with the CCDC.
2018-11-20 downloaded from the CCDC.
;
_audit_creation_date             2017-10-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H18 N4 O5'
_chemical_formula_sum            'C28 H18 N4 O5'
_chemical_formula_weight         490.46
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   19.4892(5)
_cell_length_b                   21.6795(5)
_cell_length_c                   10.5043(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4438.2(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9974
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.29
_cell_measurement_theta_min      4.54
_shelx_estimated_absorpt_T_max   0.967
_shelx_estimated_absorpt_T_min   0.848
_exptl_absorpt_coefficient_mu    0.855
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6829
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0655 before and 0.0565 after correction. The Ratio of minimum to maximum transmission is 0.9068. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             2032
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            44932
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.339
_diffrn_reflns_theta_min         3.049
_diffrn_ambient_temperature      100.03
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3791
_reflns_number_total             4081
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 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         0.260
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         4081
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0379
_refine_ls_restrained_S_all      1.024
_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)+(0.0630P)²+1.8580P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1018
_refine_ls_wR_factor_ref         0.1043
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C23(H23A,H23B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C9(H9), C11(H11), C12(H12), C16(H16),
 C17(H17), C20(H20), C25(H25), C26(H26), C27(H27), C28(H28)
;
_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
O1 O 0.63339(5) 0.62021(4) 1.27950(9) 0.0269(2) Uani 1 1 d . . . . .
O2 O 0.47940(5) 0.72614(4) 1.03439(9) 0.0253(2) Uani 1 1 d . . . . .
O3 O 0.50869(5) 0.51121(4) 0.75076(9) 0.0277(2) Uani 1 1 d . . . . .
O4 O 0.28203(5) 0.48983(5) 0.45055(10) 0.0318(2) Uani 1 1 d . . . . .
O5 O 0.39410(5) 0.64259(5) 0.23369(9) 0.0295(2) Uani 1 1 d . . . . .
N1 N 0.63706(6) 0.77313(6) 1.08562(11) 0.0275(3) Uani 1 1 d . . . . .
N2 N 0.55415(6) 0.68369(5) 1.18156(10) 0.0226(2) Uani 1 1 d . . . . .
N3 N 0.32732(6) 0.56421(5) 0.31592(11) 0.0240(3) Uani 1 1 d . . . . .
N4 N 0.20567(7) 0.62585(6) 0.37954(11) 0.0312(3) Uani 1 1 d . . . . .
C1 C 0.68729(8) 0.80908(7) 1.04038(14) 0.0308(3) Uani 1 1 d . . . . .
H1 H 0.6983 0.8061 0.9525 0.037 Uiso 1 1 calc R . . . .
C2 C 0.72396(7) 0.85026(7) 1.11385(15) 0.0306(3) Uani 1 1 d . . . . .
H2 H 0.7586 0.8754 1.0770 0.037 Uiso 1 1 calc R . . . .
C3 C 0.70910(8) 0.85421(7) 1.24249(15) 0.0304(3) Uani 1 1 d . . . . .
H3 H 0.7334 0.8821 1.2958 0.037 Uiso 1 1 calc R . . . .
C4 C 0.65806(7) 0.81672(6) 1.29205(14) 0.0265(3) Uani 1 1 d . . . . .
H4 H 0.6473 0.8177 1.3802 0.032 Uiso 1 1 calc R . . . .
C5 C 0.62298(7) 0.77763(6) 1.20983(13) 0.0224(3) Uani 1 1 d . . . . .
C6 C 0.56432(7) 0.73837(6) 1.25937(13) 0.0246(3) Uani 1 1 d . . . . .
H6A H 0.5742 0.7258 1.3481 0.030 Uiso 1 1 calc R . . . .
H6B H 0.5216 0.7631 1.2599 0.030 Uiso 1 1 calc R . . . .
C7 C 0.51573(7) 0.68430(6) 1.06955(13) 0.0217(3) Uani 1 1 d . . . . .
C8 C 0.53093(7) 0.62409(6) 1.00524(13) 0.0215(3) Uani 1 1 d . . . . .
C9 C 0.50561(7) 0.60013(6) 0.89266(13) 0.0236(3) Uani 1 1 d . . . . .
H9 H 0.4722 0.6213 0.8434 0.028 Uiso 1 1 calc R . . . .
C10 C 0.53206(7) 0.54300(6) 0.85564(13) 0.0239(3) Uani 1 1 d . . . . .
C11 C 0.58142(7) 0.51194(6) 0.92727(13) 0.0252(3) Uani 1 1 d . . . . .
H11 H 0.5983 0.4732 0.8986 0.030 Uiso 1 1 calc R . . . .
C12 C 0.60624(7) 0.53687(7) 1.03991(13) 0.0250(3) Uani 1 1 d . . . . .
H12 H 0.6401 0.5162 1.0890 0.030 Uiso 1 1 calc R . . . .
C13 C 0.57949(7) 0.59323(6) 1.07786(12) 0.0223(3) Uani 1 1 d . . . . .
C14 C 0.59469(7) 0.63129(6) 1.19182(13) 0.0223(3) Uani 1 1 d . . . . .
C15 C 0.47765(7) 0.54225(6) 0.65032(13) 0.0238(3) Uani 1 1 d . . . . .
C16 C 0.51005(7) 0.59165(6) 0.59118(13) 0.0255(3) Uani 1 1 d . . . . .
H16 H 0.5513 0.6079 0.6256 0.031 Uiso 1 1 calc R . . . .
C17 C 0.48197(7) 0.61726(6) 0.48139(13) 0.0247(3) Uani 1 1 d . . . . .
H17 H 0.5031 0.6513 0.4400 0.030 Uiso 1 1 calc R . . . .
C18 C 0.42194(7) 0.59134(6) 0.43465(12) 0.0224(3) Uani 1 1 d . . . . .
C19 C 0.38930(7) 0.54327(6) 0.49701(13) 0.0228(3) Uani 1 1 d . . . . .
C20 C 0.41631(7) 0.51712(6) 0.60645(13) 0.0241(3) Uani 1 1 d . . . . .
H20 H 0.3942 0.4840 0.6491 0.029 Uiso 1 1 calc R . . . .
C21 C 0.32594(7) 0.52693(6) 0.42457(13) 0.0245(3) Uani 1 1 d . . . . .
C22 C 0.38245(7) 0.60517(6) 0.31678(13) 0.0234(3) Uani 1 1 d . . . . .
C23 C 0.27116(7) 0.56795(7) 0.22451(13) 0.0282(3) Uani 1 1 d . . . . .
H23A H 0.2454 0.5286 0.2247 0.034 Uiso 1 1 calc R . . . .
H23B H 0.2901 0.5742 0.1380 0.034 Uiso 1 1 calc R . . . .
C24 C 0.22290(7) 0.62048(7) 0.25653(13) 0.0253(3) Uani 1 1 d . . . . .
C25 C 0.19830(7) 0.65947(7) 0.16240(14) 0.0280(3) Uani 1 1 d . . . . .
H25 H 0.2113 0.6538 0.0760 0.034 Uiso 1 1 calc R . . . .
C26 C 0.15444(8) 0.70685(7) 0.19688(15) 0.0321(3) Uani 1 1 d . . . . .
H26 H 0.1368 0.7343 0.1345 0.039 Uiso 1 1 calc R . . . .
C27 C 0.13678(8) 0.71352(7) 0.32337(15) 0.0305(3) Uani 1 1 d . . . . .
H27 H 0.1073 0.7459 0.3499 0.037 Uiso 1 1 calc R . . . .
C28 C 0.16299(8) 0.67194(7) 0.41055(14) 0.0319(3) Uani 1 1 d . . . . .
H28 H 0.1500 0.6763 0.4973 0.038 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
O1 C14 1.2145(17) . ?
O2 C7 1.2084(17) . ?
O3 C10 1.3770(16) . ?
O3 C15 1.3900(16) . ?
O4 C21 1.2056(18) . ?
O5 C22 1.2131(17) . ?
N1 C1 1.3385(19) . ?
N1 C5 1.3368(18) . ?
N2 C6 1.4534(17) . ?
N2 C7 1.3947(17) . ?
N2 C14 1.3881(18) . ?
N3 C21 1.3988(18) . ?
N3 C22 1.3939(18) . ?
N3 C23 1.4582(17) . ?
N4 C24 1.3402(19) . ?
N4 C28 1.3402(19) . ?
C1 H1 0.9500 . ?
C1 C2 1.380(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.385(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.3897(19) . ?
C5 C6 1.5174(18) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.4994(18) . ?
C8 C9 1.3826(19) . ?
C8 C13 1.3875(19) . ?
C9 H9 0.9500 . ?
C9 C10 1.3968(19) . ?
C10 C11 1.395(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.388(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.387(2) . ?
C13 C14 1.4836(19) . ?
C15 C16 1.390(2) . ?
C15 C20 1.392(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.392(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.3876(19) . ?
C18 C19 1.3856(19) . ?
C18 C22 1.4883(18) . ?
C19 C20 1.3856(19) . ?
C19 C21 1.4931(19) . ?
C20 H20 0.9500 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.5148(19) . ?
C24 C25 1.386(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.385(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.380(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.383(2) . ?
C28 H28 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 O3 C15 120.59(11) . . ?
C5 N1 C1 117.00(13) . . ?
C7 N2 C6 122.68(11) . . ?
C14 N2 C6 123.11(11) . . ?
C14 N2 C7 112.26(11) . . ?
C21 N3 C23 123.71(12) . . ?
C22 N3 C21 112.19(11) . . ?
C22 N3 C23 123.19(12) . . ?
C24 N4 C28 117.05(13) . . ?
N1 C1 H1 118.1 . . ?
N1 C1 C2 123.86(14) . . ?
C2 C1 H1 118.1 . . ?
C1 C2 H2 120.7 . . ?
C1 C2 C3 118.53(14) . . ?
C3 C2 H2 120.7 . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.71(14) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 120.7 . . ?
C3 C4 C5 118.51(14) . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 123.37(13) . . ?
N1 C5 C6 116.64(12) . . ?
C4 C5 C6 119.97(12) . . ?
N2 C6 C5 111.55(11) . . ?
N2 C6 H6A 109.3 . . ?
N2 C6 H6B 109.3 . . ?
C5 C6 H6A 109.3 . . ?
C5 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
O2 C7 N2 125.41(12) . . ?
O2 C7 C8 129.17(13) . . ?
N2 C7 C8 105.41(11) . . ?
C9 C8 C7 129.93(12) . . ?
C9 C8 C13 122.19(13) . . ?
C13 C8 C7 107.86(12) . . ?
C8 C9 H9 122.0 . . ?
C8 C9 C10 116.07(12) . . ?
C10 C9 H9 122.0 . . ?
O3 C10 C9 123.00(12) . . ?
O3 C10 C11 114.72(12) . . ?
C11 C10 C9 122.17(13) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.82(13) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 121.4 . . ?
C13 C12 C11 117.21(13) . . ?
C13 C12 H12 121.4 . . ?
C8 C13 C14 108.16(12) . . ?
C12 C13 C8 121.53(13) . . ?
C12 C13 C14 130.30(13) . . ?
O1 C14 N2 125.05(13) . . ?
O1 C14 C13 128.75(13) . . ?
N2 C14 C13 106.19(11) . . ?
O3 C15 C20 115.82(12) . . ?
C16 C15 O3 120.97(13) . . ?
C16 C15 C20 122.94(13) . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 119.94(13) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 121.2 . . ?
C18 C17 C16 117.58(13) . . ?
C18 C17 H17 121.2 . . ?
C17 C18 C22 130.44(13) . . ?
C19 C18 C17 121.63(13) . . ?
C19 C18 C22 107.90(12) . . ?
C18 C19 C20 121.70(13) . . ?
C18 C19 C21 108.49(12) . . ?
C20 C19 C21 129.79(13) . . ?
C15 C20 H20 121.9 . . ?
C19 C20 C15 116.15(13) . . ?
C19 C20 H20 121.9 . . ?
O4 C21 N3 125.72(13) . . ?
O4 C21 C19 129.05(13) . . ?
N3 C21 C19 105.24(11) . . ?
O5 C22 N3 124.45(13) . . ?
O5 C22 C18 129.53(13) . . ?
N3 C22 C18 106.00(11) . . ?
N3 C23 H23A 109.4 . . ?
N3 C23 H23B 109.4 . . ?
N3 C23 C24 111.20(11) . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 H23A 109.4 . . ?
C24 C23 H23B 109.4 . . ?
N4 C24 C23 115.79(12) . . ?
N4 C24 C25 123.23(13) . . ?
C25 C24 C23 120.98(13) . . ?
C24 C25 H25 120.7 . . ?
C26 C25 C24 118.64(13) . . ?
C26 C25 H25 120.7 . . ?
C25 C26 H26 120.5 . . ?
C27 C26 C25 118.92(14) . . ?
C27 C26 H26 120.5 . . ?
C26 C27 H27 120.8 . . ?
C26 C27 C28 118.49(14) . . ?
C28 C27 H27 120.8 . . ?
N4 C28 C27 123.66(14) . . ?
N4 C28 H28 118.2 . . ?
C27 C28 H28 118.2 . . ?

_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_1
_database_code_depnum_ccdc_archive 'CCDC 1872944'
_audit_update_record             
;
2018-10-12 deposited with the CCDC.
2018-11-20 downloaded from the CCDC.
;
_audit_creation_date             2016-12-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C52 H32 Cl4 N8 O8 Zn2), 3(C3 H6 O)'
_chemical_formula_sum            'C35 H34 Cl2 N4 O7 Zn'
_chemical_formula_weight         758.93
_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'
Cl Cl 0.1484 0.1585 '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           13
_space_group_name_H-M_alt        'P 1 2/c 1'
_space_group_name_Hall           '-P 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   11.1935(6)
_cell_length_b                   9.2331(5)
_cell_length_c                   16.7061(8)
_cell_angle_alpha                90
_cell_angle_beta                 94.587(2)
_cell_angle_gamma                90
_cell_volume                     1721.06(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9133
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      36.34
_cell_measurement_theta_min      2.205
_shelx_estimated_absorpt_T_max   0.922
_shelx_estimated_absorpt_T_min   0.802
_exptl_absorpt_coefficient_mu    0.923
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_correction_T_min  0.6933
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0395 before and 0.0358 after correction.
The Ratio of minimum to maximum transmission is 0.9280.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0160
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            69088
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         36.422
_diffrn_reflns_theta_min         1.825
_diffrn_ambient_temperature      99.99
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 8
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7226
_reflns_number_total             8423
_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 V8.35A (2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.35A (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    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.644
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         8423
_refine_ls_number_restraints     29
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0270
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0420P)²+0.4340P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0734
_refine_ls_wR_factor_ref         0.0785
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O3-C17
 2.35 with sigma of 0.01
 O3-C19
 2.35 with sigma of 0.01
 C18-C19 = C18-C17
 1.49 with sigma of 0.01
 O3-C18
 1.2 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C19) \\sim Ueq, Uanis(O3) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C18)
\\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.005
4. Others
 Fixed Sof: C19(0.5) H19A(0.5) H19B(0.5) H19C(0.5) O3(0.5) C17(0.5) H17A(0.5)
 H17B(0.5) H17C(0.5) C18(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
5.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C4(H4), C12(H12), C2(H2), C1(H1), C3(H3)
5.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C14(H14A,H14B,H14C), C19(H19A,H19B,H19C), 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
Zn1 Zn 1.0000 1.01671(2) 0.7500 0.01317(3) Uani 1 2 d S T P . .
Cl1 Cl 1.16875(2) 1.14251(2) 0.77683(2) 0.02239(5) Uani 1 1 d . . . . .
O2 O 0.83586(6) 0.49014(7) 0.63127(4) 0.01829(11) Uani 1 1 d . . . . .
O1 O 0.64961(6) 0.90905(7) 0.55475(4) 0.02088(12) Uani 1 1 d . . . . .
N2 N 0.73561(6) 0.69892(7) 0.60063(4) 0.01282(10) Uani 1 1 d . . . . .
N1 N 1.02114(6) 0.90053(7) 0.64565(4) 0.01363(11) Uani 1 1 d . . . . .
O4 O 0.25612(8) 0.35130(14) 0.58764(5) 0.0443(3) Uani 1 1 d . . . . .
C5 C 0.93880(6) 0.81462(8) 0.60553(4) 0.01228(11) Uani 1 1 d . . . . .
C8 C 0.74642(7) 0.54792(8) 0.59958(5) 0.01315(12) Uani 1 1 d . . . . .
C10 C 0.54759(6) 0.53996(8) 0.51964(4) 0.01159(11) Uani 1 1 d . . . . .
C13 C 0.45545(6) 0.30723(8) 0.48256(5) 0.01275(12) Uani 1 1 d . . . . .
C7 C 0.64492(7) 0.77710(8) 0.55752(5) 0.01392(12) Uani 1 1 d . . . . .
C6 C 0.82816(7) 0.78070(9) 0.64836(5) 0.01390(12) Uani 1 1 d . . . . .
H6A H 0.8526 0.7247 0.6975 0.017 Uiso 1 1 calc R . . . .
H6B H 0.7929 0.8729 0.6654 0.017 Uiso 1 1 calc R . . . .
C9 C 0.64503(6) 0.46536(8) 0.55953(5) 0.01220(11) Uani 1 1 d . . . . .
C11 C 0.64622(7) 0.31571(8) 0.56152(5) 0.01454(12) Uani 1 1 d . . . . .
H11 H 0.7115 0.2662 0.5892 0.017 Uiso 1 1 calc R . . . .
C4 C 0.95581(7) 0.76149(9) 0.52956(5) 0.01613(13) Uani 1 1 d . . . . .
H4 H 0.8973 0.7003 0.5027 0.019 Uiso 1 1 calc R . . . .
C12 C 0.55088(7) 0.23621(8) 0.52263(5) 0.01518(13) Uani 1 1 d . . . . .
H12 H 0.5524 0.1334 0.5240 0.018 Uiso 1 1 calc R . . . .
C2 C 1.14276(8) 0.88790(11) 0.53353(6) 0.02137(16) Uani 1 1 d . . . . .
H2 H 1.2137 0.9155 0.5098 0.026 Uiso 1 1 calc R . . . .
C1 C 1.12075(8) 0.93611(10) 0.60939(6) 0.01947(15) Uani 1 1 d . . . . .
H1 H 1.1784 0.9971 0.6373 0.023 Uiso 1 1 calc R . . . .
C3 C 1.05897(8) 0.79833(10) 0.49292(5) 0.01942(15) Uani 1 1 d . . . . .
H3 H 1.0718 0.7627 0.4409 0.023 Uiso 1 1 calc R . . . .
C15 C 0.24888(8) 0.42656(13) 0.64633(5) 0.02392(17) Uani 1 1 d . . . . .
C16 C 0.13441(12) 0.49744(15) 0.66407(8) 0.0348(2) Uani 1 1 d . . . . .
H16A H 0.0709 0.4694 0.6233 0.052 Uiso 1 1 calc GR . . . .
H16B H 0.1444 0.6029 0.6635 0.052 Uiso 1 1 calc GR . . . .
H16C H 0.1126 0.4667 0.7171 0.052 Uiso 1 1 calc GR . . . .
C14 C 0.35574(10) 0.44754(17) 0.70486(7) 0.0347(2) Uani 1 1 d . . . . .
H14A H 0.3427 0.3976 0.7552 0.052 Uiso 1 1 calc GR . . . .
H14B H 0.3676 0.5512 0.7154 0.052 Uiso 1 1 calc GR . . . .
H14C H 0.4270 0.4076 0.6824 0.052 Uiso 1 1 calc GR . . . .
C19 C 0.5615(6) 0.9727(6) 0.8196(3) 0.0659(17) Uani 0.5 1 d D U . A -1
H19A H 0.4938 1.0057 0.8486 0.099 Uiso 0.5 1 calc GR . . A -1
H19B H 0.6152 1.0545 0.8118 0.099 Uiso 0.5 1 calc GR . . A -1
H19C H 0.6055 0.8971 0.8508 0.099 Uiso 0.5 1 calc GR . . A -1
O3 O 0.5366(4) 0.7902(3) 0.7271(2) 0.0969(12) Uani 0.5 1 d D U . A -1
C17 C 0.4575(5) 1.0210(5) 0.6830(3) 0.0455(10) Uani 0.5 1 d D U . A -1
H17A H 0.3920 1.0702 0.7076 0.068 Uiso 0.5 1 calc GR . . A -1
H17B H 0.4253 0.9688 0.6349 0.068 Uiso 0.5 1 calc GR . . A -1
H17C H 0.5162 1.0927 0.6680 0.068 Uiso 0.5 1 calc GR . . A -1
C18 C 0.5174(3) 0.9149(3) 0.7423(2) 0.0406(6) Uani 0.5 1 d D U . A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 Cl1 2.2321(2) 2_756 ?
Zn1 Cl1 2.2321(2) . ?
Zn1 N1 2.0765(7) 2_756 ?
Zn1 N1 2.0765(7) . ?
O2 C8 1.2176(9) . ?
O1 C7 1.2205(10) . ?
N2 C8 1.3997(10) . ?
N2 C7 1.3977(10) . ?
N2 C6 1.4653(10) . ?
N1 C5 1.3525(10) . ?
N1 C1 1.3512(11) . ?
O4 C15 1.2096(13) . ?
C5 C6 1.5117(11) . ?
C5 C4 1.3879(11) . ?
C8 C9 1.4816(11) . ?
C10 C10 1.4137(14) 3_666 ?
C10 C13 1.4117(10) 3_666 ?
C10 C9 1.4114(10) . ?
C13 C10 1.4117(10) 3_666 ?
C13 C7 1.4820(11) 3_666 ?
C13 C12 1.3801(10) . ?
C7 C13 1.4820(11) 3_666 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C9 C11 1.3822(11) . ?
C11 H11 0.9500 . ?
C11 C12 1.4103(11) . ?
C4 H4 0.9500 . ?
C4 C3 1.3917(12) . ?
C12 H12 0.9500 . ?
C2 H2 0.9500 . ?
C2 C1 1.3839(12) . ?
C2 C3 1.3864(13) . ?
C1 H1 0.9500 . ?
C3 H3 0.9500 . ?
C15 C16 1.4895(16) . ?
C15 C14 1.4959(14) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C19 C18 1.448(6) . ?
O3 C18 1.202(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C17 C18 1.511(5) . ?

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
Cl1 Zn1 Cl1 117.284(14) 2_756 . ?
N1 Zn1 Cl1 106.614(19) 2_756 2_756 ?
N1 Zn1 Cl1 104.58(2) 2_756 . ?
N1 Zn1 Cl1 106.615(19) . . ?
N1 Zn1 Cl1 104.58(2) . 2_756 ?
N1 Zn1 N1 117.79(4) 2_756 . ?
C8 N2 C6 117.52(6) . . ?
C7 N2 C8 124.60(6) . . ?
C7 N2 C6 117.85(6) . . ?
C5 N1 Zn1 126.87(5) . . ?
C1 N1 Zn1 113.84(5) . . ?
C1 N1 C5 118.33(7) . . ?
N1 C5 C6 116.01(6) . . ?
N1 C5 C4 121.50(7) . . ?
C4 C5 C6 122.49(7) . . ?
O2 C8 N2 119.99(7) . . ?
O2 C8 C9 122.98(7) . . ?
N2 C8 C9 117.02(6) . . ?
C13 C10 C10 119.60(8) 3_666 3_666 ?
C9 C10 C10 119.32(8) . 3_666 ?
C9 C10 C13 121.07(7) . 3_666 ?
C10 C13 C7 119.83(6) 3_666 3_666 ?
C12 C13 C10 120.24(7) . 3_666 ?
C12 C13 C7 119.92(7) . 3_666 ?
O1 C7 N2 120.22(7) . . ?
O1 C7 C13 122.73(7) . 3_666 ?
N2 C7 C13 117.04(7) . 3_666 ?
N2 C6 C5 114.80(6) . . ?
N2 C6 H6A 108.6 . . ?
N2 C6 H6B 108.6 . . ?
C5 C6 H6A 108.6 . . ?
C5 C6 H6B 108.6 . . ?
H6A C6 H6B 107.5 . . ?
C10 C9 C8 119.82(7) . . ?
C11 C9 C8 119.86(7) . . ?
C11 C9 C10 120.32(7) . . ?
C9 C11 H11 119.9 . . ?
C9 C11 C12 120.25(7) . . ?
C12 C11 H11 119.9 . . ?
C5 C4 H4 120.2 . . ?
C5 C4 C3 119.68(7) . . ?
C3 C4 H4 120.2 . . ?
C13 C12 C11 120.26(7) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C1 C2 H2 120.8 . . ?
C1 C2 C3 118.49(8) . . ?
C3 C2 H2 120.8 . . ?
N1 C1 C2 123.09(8) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C4 C3 H3 120.6 . . ?
C2 C3 C4 118.90(8) . . ?
C2 C3 H3 120.6 . . ?
O4 C15 C16 121.88(9) . . ?
O4 C15 C14 120.15(10) . . ?
C16 C15 C14 117.95(10) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
C15 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 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 . . ?
C19 C18 C17 116.6(3) . . ?
O3 C18 C19 119.2(4) . . ?
O3 C18 C17 124.0(4) . . ?

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 N1 C5 C6 -10.77(10) . . . . ?
Zn1 N1 C5 C4 169.18(6) . . . . ?
Zn1 N1 C1 C2 -170.13(8) . . . . ?
O2 C8 C9 C10 -175.98(8) . . . . ?
O2 C8 C9 C11 4.13(12) . . . . ?
N2 C8 C9 C10 4.61(11) . . . . ?
N2 C8 C9 C11 -175.29(7) . . . . ?
N1 C5 C6 N2 174.52(7) . . . . ?
N1 C5 C4 C3 -0.82(12) . . . . ?
C5 N1 C1 C2 -0.51(14) . . . . ?
C5 C4 C3 C2 -0.02(14) . . . . ?
C8 N2 C7 O1 -171.82(8) . . . . ?
C8 N2 C7 C13 9.03(11) . . . 3_666 ?
C8 N2 C6 C5 85.14(9) . . . . ?
C8 C9 C11 C12 -179.13(7) . . . . ?
C10 C10 C9 C8 178.84(8) 3_666 . . . ?
C10 C10 C9 C11 -1.27(13) 3_666 . . . ?
C10 C13 C12 C11 -0.15(12) 3_666 . . . ?
C10 C9 C11 C12 0.97(12) . . . . ?
C13 C10 C9 C8 -0.29(11) 3_666 . . . ?
C13 C10 C9 C11 179.60(8) 3_666 . . . ?
C7 N2 C8 O2 171.25(8) . . . . ?
C7 N2 C8 C9 -9.32(11) . . . . ?
C7 N2 C6 C5 -93.00(8) . . . . ?
C7 C13 C12 C11 -179.43(8) 3_666 . . . ?
C6 N2 C8 O2 -6.74(11) . . . . ?
C6 N2 C8 C9 172.69(6) . . . . ?
C6 N2 C7 O1 6.17(11) . . . . ?
C6 N2 C7 C13 -172.98(7) . . . 3_666 ?
C6 C5 C4 C3 179.13(8) . . . . ?
C9 C11 C12 C13 -0.26(13) . . . . ?
C4 C5 C6 N2 -5.43(11) . . . . ?
C1 N1 C5 C6 -178.89(7) . . . . ?
C1 N1 C5 C4 1.07(12) . . . . ?
C1 C2 C3 C4 0.55(15) . . . . ?
C3 C2 C1 N1 -0.30(15) . . . . ?

_shelx_SHELXL_version_number     2014/7
_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 1872946'
_audit_update_record             
;
2018-10-12 deposited with the CCDC.
2018-11-20 downloaded from the CCDC.
;
_audit_creation_date             2018-06-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H18 N4 O4, Cl4 Zn, 2(H2 O)'
_chemical_formula_sum            'C26 H22 Cl4 N4 O6 Zn'
_chemical_formula_weight         693.64
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.8295(5)
_cell_length_b                   10.6901(5)
_cell_length_c                   13.3737(7)
_cell_angle_alpha                98.589(2)
_cell_angle_beta                 94.244(2)
_cell_angle_gamma                97.801(2)
_cell_volume                     1370.28(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3565
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.54
_cell_measurement_theta_min      2.28
_shelx_estimated_absorpt_T_max   0.961
_shelx_estimated_absorpt_T_min   0.856
_exptl_absorpt_coefficient_mu    1.337
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6553
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0777 before and 0.0625 after correction. The Ratio of minimum to maximum transmission is 0.8791. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.681
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.12
_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  0.1076
_diffrn_reflns_av_unetI/netI     0.1091
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            23411
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.429
_diffrn_reflns_theta_min         1.547
_diffrn_ambient_temperature      99.99
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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                3371
_reflns_number_total             5636
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 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         0.531
_refine_diff_density_min         -0.805
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         5636
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.1146
_refine_ls_R_factor_gt           0.0472
_refine_ls_restrained_S_all      1.056
_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)+(0.0340P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0800
_refine_ls_wR_factor_ref         0.0946
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 H1-O5
 2.4 with sigma of 0.01
 H5B-Cl2
 2.3 with sigma of 0.01
 H5A-H6D
 2.3 with sigma of 0.01
 H6C-H5A
 2.2 with sigma of 0.01
 H7B-H5A
 2.3 with sigma of 0.02
3. Others
 Fixed Sof: O7(0.5) H7A(0.5) H7B(0.5) O6(0.5) H6C(0.5) H6D(0.5)
4.a Free rotating group:
 O7(H7A,H7B), O5(H5A,H5B), O6(H6C,H6D)
4.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C20(H20A,H20B)
4.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N4(H4), C2(H2), C3(H3), C4(H4A), C5(H5), C9(H9), C10(H10), C15(H15),
 C16(H16), C22(H22), C23(H23), C24(H24), C25(H25)
;
_atom_sites_solution_hydrogens   mixed
_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
O1 O 0.5583(2) 0.6271(2) 0.70250(19) 0.0212(6) Uani 1 1 d . . . . .
O2 O 0.9484(3) 0.8001(3) 0.9066(2) 0.0294(7) Uani 1 1 d . . . . .
O3 O 0.4263(3) 0.1543(3) 1.0124(2) 0.0336(7) Uani 1 1 d . . . . .
O4 O 0.7983(3) 0.3414(3) 1.2288(2) 0.0271(7) Uani 1 1 d . . . . .
N1 N 0.7353(3) 0.7495(3) 0.5567(2) 0.0246(8) Uani 1 1 d . . . . .
H1 H 0.654286 0.774329 0.563518 0.029 Uiso 1 1 calc DR . . . .
N2 N 0.7522(3) 0.7141(3) 0.8053(2) 0.0190(7) Uani 1 1 d . . . . .
N3 N 0.6209(3) 0.2413(3) 1.1146(2) 0.0180(7) Uani 1 1 d . . . . .
N4 N 0.7396(3) 0.0508(3) 1.2924(2) 0.0256(8) Uani 1 1 d . . . . .
H4 H 0.693416 0.082701 1.341616 0.031 Uiso 1 1 calc R . . . .
C00M C 0.6744(4) 0.4295(4) 0.9911(3) 0.0162(9) Uani 1 1 d . . . . .
C1 C 0.8201(4) 0.7590(4) 0.6405(3) 0.0197(9) Uani 1 1 d . . . . .
C2 C 0.9462(4) 0.7182(4) 0.6301(3) 0.0254(10) Uani 1 1 d . . . . .
H2 H 1.008737 0.721422 0.688383 0.031 Uiso 1 1 calc R . . . .
C3 C 0.9818(4) 0.6724(4) 0.5342(4) 0.0349(11) Uani 1 1 d . . . . .
H3 H 1.069458 0.646078 0.526372 0.042 Uiso 1 1 calc R . . . .
C4 C 0.8882(5) 0.6657(4) 0.4504(3) 0.0395(12) Uani 1 1 d . . . . .
H4A H 0.910544 0.633701 0.384400 0.047 Uiso 1 1 calc R . . . .
C5 C 0.7636(5) 0.7054(4) 0.4633(3) 0.0347(11) Uani 1 1 d . . . . .
H5 H 0.698110 0.701582 0.406556 0.042 Uiso 1 1 calc R . . . .
C6 C 0.7743(4) 0.8129(4) 0.7404(3) 0.0216(9) Uani 1 1 d . . . . .
H6A H 0.845274 0.883690 0.775400 0.026 Uiso 1 1 calc R . . . .
H6B H 0.687546 0.848167 0.728418 0.026 Uiso 1 1 calc R . . . .
C7 C 0.8474(4) 0.7184(4) 0.8900(3) 0.0200(9) Uani 1 1 d . . . . .
C8 C 0.8176(4) 0.6200(4) 0.9553(3) 0.0171(9) Uani 1 1 d . . . . .
C9 C 0.9047(4) 0.6207(4) 1.0416(3) 0.0205(9) Uani 1 1 d . . . . .
H9 H 0.983978 0.684146 1.058427 0.025 Uiso 1 1 calc R . . . .
C10 C 0.8767(4) 0.5287(4) 1.1040(3) 0.0191(9) Uani 1 1 d . . . . .
H10 H 0.935826 0.531166 1.164014 0.023 Uiso 1 1 calc R . . . .
C11 C 0.7642(4) 0.4345(4) 1.0795(3) 0.0175(9) Uani 1 1 d . . . . .
C12 C 0.7331(4) 0.3388(4) 1.1478(3) 0.0199(9) Uani 1 1 d . . . . .
C13 C 0.5279(4) 0.2358(4) 1.0289(3) 0.0215(9) Uani 1 1 d . . . . .
C14 C 0.5569(4) 0.3350(3) 0.9647(3) 0.0166(9) Uani 1 1 d . . . . .
C15 C 0.4688(4) 0.3358(4) 0.8796(3) 0.0189(9) Uani 1 1 d . . . . .
H15 H 0.390130 0.271775 0.862285 0.023 Uiso 1 1 calc R . . . .
C16 C 0.4946(4) 0.4299(4) 0.8191(3) 0.0182(9) Uani 1 1 d . . . . .
H16 H 0.432780 0.429888 0.761009 0.022 Uiso 1 1 calc R . . . .
C17 C 0.6080(4) 0.5227(3) 0.8421(3) 0.0149(8) Uani 1 1 d . . . . .
C18 C 0.7007(4) 0.5252(3) 0.9288(3) 0.0160(9) Uani 1 1 d . . . . .
C19 C 0.6339(4) 0.6216(4) 0.7771(3) 0.0184(9) Uani 1 1 d . . . . .
C20 C 0.5913(4) 0.1473(4) 1.1830(3) 0.0238(10) Uani 1 1 d . . . . .
H20A H 0.507686 0.086515 1.154226 0.029 Uiso 1 1 calc R . . . .
H20B H 0.572334 0.192296 1.249604 0.029 Uiso 1 1 calc R . . . .
C21 C 0.7087(4) 0.0749(4) 1.1981(3) 0.0182(9) Uani 1 1 d . . . . .
C22 C 0.7826(4) 0.0278(3) 1.1214(3) 0.0157(8) Uani 1 1 d . . . . .
H22 H 0.763672 0.044760 1.054454 0.019 Uiso 1 1 calc R . . . .
C23 C 0.8844(4) -0.0444(4) 1.1422(3) 0.0228(10) Uani 1 1 d . . . . .
H23 H 0.936366 -0.076982 1.089799 0.027 Uiso 1 1 calc R . . . .
C24 C 0.9101(4) -0.0687(4) 1.2399(3) 0.0273(10) Uani 1 1 d . . . . .
H24 H 0.978573 -0.119846 1.254663 0.033 Uiso 1 1 calc R . . . .
C25 C 0.8370(4) -0.0193(4) 1.3149(3) 0.0281(10) Uani 1 1 d . . . . .
H25 H 0.855051 -0.034438 1.382527 0.034 Uiso 1 1 calc R . . . .
Zn1 Zn 0.26874(5) 0.80431(5) 0.29967(4) 0.02305(14) Uani 1 1 d . . . . .
Cl1 Cl 0.22880(10) 0.85908(10) 0.14448(8) 0.0310(3) Uani 1 1 d . . . . .
Cl2 Cl 0.50146(9) 0.83733(10) 0.34517(7) 0.0253(2) Uani 1 1 d D . . . .
Cl3 Cl 0.17506(10) 0.59948(10) 0.30731(9) 0.0384(3) Uani 1 1 d . . . . .
Cl4 Cl 0.18597(10) 0.93517(10) 0.42400(8) 0.0303(3) Uani 1 1 d . . . . .
O7 O 0.3385(7) 0.5860(7) 0.5050(6) 0.0385(16) Uani 0.5 1 d . . P A -2
H7A H 0.303351 0.573018 0.441936 0.058 Uiso 0.5 1 d G . P A -2
H7B H 0.419667 0.562819 0.502311 0.058 Uiso 0.5 1 d DG . P A -2
O5 O 0.4669(3) 0.8487(3) 0.5804(2) 0.0478(9) Uani 1 1 d D . . . .
H5A H 0.426430 0.770796 0.579091 0.072 Uiso 1 1 d DG . . . .
H5B H 0.471962 0.855825 0.516788 0.072 Uiso 1 1 d DG . . . .
O6 O 0.4408(7) 0.5613(7) 0.4936(7) 0.048(2) Uani 0.5 1 d . . P B -1
H6C H 0.395046 0.604861 0.456419 0.072 Uiso 0.5 1 d DG . P B -1
H6D H 0.390801 0.550992 0.543569 0.072 Uiso 0.5 1 d DG . P B -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C19 1.214(4) . ?
O2 C7 1.213(4) . ?
O3 C13 1.216(4) . ?
O4 C12 1.212(4) . ?
N1 H1 0.8800 . ?
N1 C1 1.329(5) . ?
N1 C5 1.331(5) . ?
N2 C6 1.469(5) . ?
N2 C7 1.406(5) . ?
N2 C19 1.407(5) . ?
N3 C12 1.406(5) . ?
N3 C13 1.401(5) . ?
N3 C20 1.471(5) . ?
N4 H4 0.8800 . ?
N4 C21 1.345(5) . ?
N4 C25 1.338(5) . ?
C00M C11 1.412(5) . ?
C00M C14 1.413(5) . ?
C00M C18 1.422(5) . ?
C1 C2 1.378(5) . ?
C1 C6 1.500(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.389(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.384(6) . ?
C4 H4A 0.9500 . ?
C4 C5 1.364(6) . ?
C5 H5 0.9500 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.478(5) . ?
C8 C9 1.383(5) . ?
C8 C18 1.411(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.395(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.374(5) . ?
C11 C12 1.487(5) . ?
C13 C14 1.472(5) . ?
C14 C15 1.380(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.392(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.370(5) . ?
C17 C18 1.416(5) . ?
C17 C19 1.473(5) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.492(5) . ?
C21 C22 1.374(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.381(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.382(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.361(6) . ?
C25 H25 0.9500 . ?
Zn1 Cl1 2.2604(12) . ?
Zn1 Cl2 2.2888(10) . ?
Zn1 Cl3 2.2774(12) . ?
Zn1 Cl4 2.2798(10) . ?
O7 H7A 0.8709 . ?
O7 H7B 0.8691 . ?
O5 H5A 0.8698 . ?
O5 H5B 0.8701 . ?
O6 H6C 0.8709 . ?
O6 H6D 0.8701 . ?

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 N1 H1 117.5 . . ?
C1 N1 C5 125.0(4) . . ?
C5 N1 H1 117.5 . . ?
C7 N2 C6 118.8(3) . . ?
C7 N2 C19 124.9(3) . . ?
C19 N2 C6 116.2(3) . . ?
C12 N3 C20 116.1(3) . . ?
C13 N3 C12 125.1(3) . . ?
C13 N3 C20 118.3(3) . . ?
C21 N4 H4 118.4 . . ?
C25 N4 H4 118.4 . . ?
C25 N4 C21 123.2(3) . . ?
C11 C00M C14 122.0(4) . . ?
C11 C00M C18 118.9(3) . . ?
C14 C00M C18 119.1(3) . . ?
N1 C1 C2 117.5(4) . . ?
N1 C1 C6 118.8(3) . . ?
C2 C1 C6 123.7(4) . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.0(4) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.4 . . ?
C4 C3 C2 119.2(4) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 H4A 120.3 . . ?
C5 C4 C3 119.4(4) . . ?
C5 C4 H4A 120.3 . . ?
N1 C5 C4 118.8(4) . . ?
N1 C5 H5 120.6 . . ?
C4 C5 H5 120.6 . . ?
N2 C6 C1 110.9(3) . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
H6A C6 H6B 108.0 . . ?
O2 C7 N2 120.2(4) . . ?
O2 C7 C8 123.0(4) . . ?
N2 C7 C8 116.9(3) . . ?
C9 C8 C7 120.0(3) . . ?
C9 C8 C18 120.3(4) . . ?
C18 C8 C7 119.6(3) . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.3(4) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.6(4) . . ?
C11 C10 H10 119.7 . . ?
C00M C11 C12 119.1(3) . . ?
C10 C11 C00M 120.7(4) . . ?
C10 C11 C12 120.2(3) . . ?
O4 C12 N3 119.7(4) . . ?
O4 C12 C11 123.6(4) . . ?
N3 C12 C11 116.7(3) . . ?
O3 C13 N3 119.9(4) . . ?
O3 C13 C14 123.1(4) . . ?
N3 C13 C14 117.0(3) . . ?
C00M C14 C13 119.7(3) . . ?
C15 C14 C00M 120.3(4) . . ?
C15 C14 C13 119.9(3) . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.3(4) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 119.5 . . ?
C17 C16 C15 120.9(3) . . ?
C17 C16 H16 119.5 . . ?
C16 C17 C18 120.4(3) . . ?
C16 C17 C19 120.3(3) . . ?
C18 C17 C19 119.3(3) . . ?
C8 C18 C00M 119.2(3) . . ?
C8 C18 C17 121.9(3) . . ?
C17 C18 C00M 118.8(3) . . ?
O1 C19 N2 119.5(3) . . ?
O1 C19 C17 123.2(4) . . ?
N2 C19 C17 117.3(3) . . ?
N3 C20 H20A 109.3 . . ?
N3 C20 H20B 109.3 . . ?
N3 C20 C21 111.8(3) . . ?
H20A C20 H20B 107.9 . . ?
C21 C20 H20A 109.3 . . ?
C21 C20 H20B 109.3 . . ?
N4 C21 C20 117.2(3) . . ?
N4 C21 C22 118.6(4) . . ?
C22 C21 C20 124.1(3) . . ?
C21 C22 H22 120.2 . . ?
C21 C22 C23 119.6(4) . . ?
C23 C22 H22 120.2 . . ?
C22 C23 H23 120.3 . . ?
C22 C23 C24 119.5(4) . . ?
C24 C23 H23 120.3 . . ?
C23 C24 H24 120.1 . . ?
C25 C24 C23 119.8(4) . . ?
C25 C24 H24 120.1 . . ?
N4 C25 C24 119.3(4) . . ?
N4 C25 H25 120.4 . . ?
C24 C25 H25 120.4 . . ?
Cl1 Zn1 Cl2 109.09(4) . . ?
Cl1 Zn1 Cl3 112.89(5) . . ?
Cl1 Zn1 Cl4 112.38(4) . . ?
Cl3 Zn1 Cl2 111.09(4) . . ?
Cl3 Zn1 Cl4 107.59(4) . . ?
Cl4 Zn1 Cl2 103.41(4) . . ?
H7A O7 H7B 104.6 . . ?
H5A O5 H5B 104.5 . . ?
H6C O6 H6D 104.4 . . ?

_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_4
_database_code_depnum_ccdc_archive 'CCDC 1872947'
_audit_update_record             
;
2018-10-12 deposited with the CCDC.
2018-11-20 downloaded from the CCDC.
;
_audit_creation_date             2018-06-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(Cl), C26 H18 N4 O4'
_chemical_formula_sum            'C26 H18 Cl2 N4 O4'
_chemical_formula_weight         521.34
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   4.9197(9)
_cell_length_b                   9.297(2)
_cell_length_c                   12.906(3)
_cell_angle_alpha                109.588(15)
_cell_angle_beta                 98.253(15)
_cell_angle_gamma                91.039(16)
_cell_volume                     549.0(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    277
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      53.88
_cell_measurement_theta_min      3.68
_shelx_estimated_absorpt_T_max   0.942
_shelx_estimated_absorpt_T_min   0.815
_exptl_absorpt_coefficient_mu    3.049
_exptl_absorpt_correction_T_max  0.7507
_exptl_absorpt_correction_T_min  0.4232
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1257 before and 0.0689 after correction. The Ratio of minimum to maximum transmission is 0.5637. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.577
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             268
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2359
_diffrn_reflns_av_unetI/netI     0.2619
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3697
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        54.366
_diffrn_reflns_theta_max         54.366
_diffrn_reflns_theta_min         3.682
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                660
_reflns_number_total             1337
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 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         0.405
_refine_diff_density_min         -0.481
_refine_diff_density_rms         0.113
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.964
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     167
_refine_ls_number_reflns         1337
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1767
_refine_ls_R_factor_gt           0.0819
_refine_ls_restrained_S_all      0.963
_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)+(0.0395P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1742
_refine_ls_wR_factor_ref         0.2223
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 N4-H4
 0.9 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C1AA(H1AA), C12(H12), C13(H13), C4(H4A), C3(H3)
;
_atom_sites_solution_hydrogens   mixed
_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
Cl1 Cl 1.1764(5) 1.0981(3) 0.7137(2) 0.0325(8) Uani 1 1 d . . . . .
O4 O 0.2536(14) 0.8957(8) 0.9386(5) 0.0324(18) Uani 1 1 d . . . . .
O3 O 0.8866(14) 0.6012(8) 0.7595(6) 0.0319(19) Uani 1 1 d . . . . .
N3 N 0.5806(14) 0.7515(9) 0.8514(6) 0.024(2) Uani 1 1 d . . . . .
N4 N 0.6955(17) 0.8651(10) 0.6185(7) 0.030(2) Uani 1 1 d D . . . .
C0AA C 0.5543(19) 0.8045(12) 0.6771(8) 0.029(3) Uani 1 1 d . . . . .
C2 C 0.4908(18) 0.4489(11) 1.0306(8) 0.024(3) Uani 1 1 d . . . . .
C5 C 0.3397(19) 0.6954(11) 0.6178(8) 0.028(3) Uani 1 1 d . . . . .
H5 H 0.240401 0.645453 0.655449 0.034 Uiso 1 1 calc R . . . .
C11 C 0.6360(18) 0.3178(12) 1.0081(8) 0.026(3) Uani 1 1 d . . . . .
C6 C 0.632(2) 0.8639(12) 0.8012(7) 0.028(3) Uani 1 1 d . . . . .
H6A H 0.830578 0.898270 0.820539 0.034 Uiso 1 1 calc R . . . .
H6B H 0.527260 0.953946 0.832533 0.034 Uiso 1 1 calc R . . . .
C1AA C 0.6369(19) 0.8335(13) 0.5061(8) 0.030(3) Uani 1 1 d . . . . .
H1AA H 0.739790 0.884233 0.469938 0.035 Uiso 1 1 calc R . . . .
C8 C 0.730(2) 0.6208(12) 0.8270(9) 0.032(3) Uani 1 1 d . . . . .
C12 C 0.8027(19) 0.2851(13) 0.9276(8) 0.029(3) Uani 1 1 d . . . . .
H12 H 0.898991 0.194498 0.912220 0.035 Uiso 1 1 calc R . . . .
C7 C 0.387(2) 0.7855(14) 0.9268(8) 0.031(3) Uani 1 1 d . . . . .
C13 C 0.8324(18) 0.3856(12) 0.8673(7) 0.027(3) Uani 1 1 d . . . . .
H13 H 0.948642 0.362020 0.811902 0.032 Uiso 1 1 calc R . . . .
C14 C 0.6932(19) 0.5171(12) 0.8888(8) 0.028(3) Uani 1 1 d . . . . .
C4 C 0.269(2) 0.6590(12) 0.5006(8) 0.033(3) Uani 1 1 d . . . . .
H4A H 0.116721 0.588910 0.460115 0.040 Uiso 1 1 calc R . . . .
C3 C 0.425(2) 0.7265(14) 0.4467(9) 0.045(3) Uani 1 1 d . . . . .
H3 H 0.385615 0.698905 0.368018 0.054 Uiso 1 1 calc R . . . .
H4 H 0.824(16) 0.943(8) 0.657(7) 0.05(4) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O4 C7 1.206(12) . ?
O3 C8 1.215(12) . ?
N3 C6 1.438(11) . ?
N3 C8 1.400(14) . ?
N3 C7 1.421(13) . ?
N4 C0AA 1.339(12) . ?
N4 C1AA 1.366(12) . ?
N4 H4 0.91(2) . ?
C0AA C5 1.392(14) . ?
C0AA C6 1.497(13) . ?
C2 C2 1.434(18) 2_667 ?
C2 C11 1.391(14) . ?
C2 C14 1.436(14) 2_667 ?
C5 H5 0.9500 . ?
C5 C4 1.422(13) . ?
C11 C12 1.373(13) . ?
C11 C7 1.486(13) 2_667 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C1AA H1AA 0.9500 . ?
C1AA C3 1.373(14) . ?
C8 C14 1.466(13) . ?
C12 H12 0.9500 . ?
C12 C13 1.420(13) . ?
C7 C11 1.486(13) 2_667 ?
C13 H13 0.9500 . ?
C13 C14 1.378(14) . ?
C14 C2 1.436(14) 2_667 ?
C4 H4A 0.9500 . ?
C4 C3 1.376(15) . ?
C3 H3 0.9500 . ?

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
C8 N3 C6 118.5(8) . . ?
C8 N3 C7 124.6(9) . . ?
C7 N3 C6 116.8(8) . . ?
C0AA N4 C1AA 125.1(9) . . ?
C0AA N4 H4 118(6) . . ?
C1AA N4 H4 117(6) . . ?
N4 C0AA C5 117.2(9) . . ?
N4 C0AA C6 117.5(9) . . ?
C5 C0AA C6 125.3(9) . . ?
C2 C2 C14 117.6(12) 2_667 2_667 ?
C11 C2 C2 120.7(12) . 2_667 ?
C11 C2 C14 121.6(9) . 2_667 ?
C0AA C5 H5 120.1 . . ?
C0AA C5 C4 119.9(9) . . ?
C4 C5 H5 120.1 . . ?
C2 C11 C7 119.4(9) . 2_667 ?
C12 C11 C2 120.4(10) . . ?
C12 C11 C7 120.2(10) . 2_667 ?
N3 C6 C0AA 112.9(8) . . ?
N3 C6 H6A 109.0 . . ?
N3 C6 H6B 109.0 . . ?
C0AA C6 H6A 109.0 . . ?
C0AA C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
N4 C1AA H1AA 120.9 . . ?
N4 C1AA C3 118.1(9) . . ?
C3 C1AA H1AA 120.9 . . ?
O3 C8 N3 119.4(9) . . ?
O3 C8 C14 123.7(11) . . ?
N3 C8 C14 116.9(10) . . ?
C11 C12 H12 119.7 . . ?
C11 C12 C13 120.5(10) . . ?
C13 C12 H12 119.7 . . ?
O4 C7 N3 121.0(9) . . ?
O4 C7 C11 121.9(10) . 2_667 ?
N3 C7 C11 117.1(10) . 2_667 ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.2(9) . . ?
C14 C13 H13 119.9 . . ?
C2 C14 C8 120.1(10) 2_667 . ?
C13 C14 C2 120.4(9) . 2_667 ?
C13 C14 C8 119.5(10) . . ?
C5 C4 H4A 120.4 . . ?
C3 C4 C5 119.2(10) . . ?
C3 C4 H4A 120.4 . . ?
C1AA C3 C4 120.4(10) . . ?
C1AA C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?

_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_THETM01_4                   
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Despite our best efforts, we were unable to generate single
crystals with improved diffraction characteristics; no meaningful
reflections were observed beyond ca. 1 Angstrom using Cu Ka radiation.
We present these data and this structural model purely as supporting 
data to reinforce the formulation ascertained by elemental analysis 
and other supporting methods.
;
_vrf_RINTA01_4                   
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: See above. Crystal was extremely poorly diffracting and 
achieved only a an average I/sigma of 3.8 from inf - 0.95 Angstroms
;
_vrf_PLAT020_4                   
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.236 Report
RESPONSE: See above. Crystal was extremely poorly diffracting and 
achieved only a an average I/sigma of 3.8 from inf - 0.95 Angstroms
;
_vrf_PLAT340_4                   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01477 Ang.  
RESPONSE: See above. We do not present this structural model as a high
precision indication of exact bond lengths, only as a supporting model
to accompany the formulation ascertained by other methods.
;
####################################################################### 
# 
# 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 1872945'
_audit_update_record             
;
2018-10-12 deposited with the CCDC.
2018-11-20 downloaded from the CCDC.
;
_audit_creation_date             2018-06-04
_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         '0.5(C52 H32 Cl4 N8 O8 Zn2), C2 H3 N'
_chemical_formula_sum            'C28 H19 Cl2 N5 O4 Zn'
_chemical_formula_weight         625.75
_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'
Cl Cl 0.1484 0.1585 '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           52
_space_group_name_H-M_alt        'P n n a'
_space_group_name_Hall           '-P 2a 2bc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z'
'-x+1/2, y+1/2, -z+1/2'
'x, -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                   10.8226(4)
_cell_length_b                   23.0562(8)
_cell_length_c                   10.5332(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2628.33(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7375
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.883
_cell_measurement_theta_min      2.699
_shelx_estimated_absorpt_T_max   0.911
_shelx_estimated_absorpt_T_min   0.764
_exptl_absorpt_coefficient_mu    1.184
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6529
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0479 before and 0.0416 after correction. The Ratio of minimum to maximum transmission is 0.8758. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            23530
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.096
_diffrn_reflns_theta_min         1.766
_diffrn_ambient_temperature      100.01
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_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                2542
_reflns_number_total             2901
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 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         0.345
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.198
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         2901
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0351
_refine_ls_restrained_S_all      1.198
_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)+(0.0122P)²+5.0542P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0772
_refine_ls_wR_factor_ref         0.0794
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: N3(0.5) C14(0.5) C15(0.5) H15A(0.5) H15B(0.5) H15C(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C10(H10), C11(H11), C4(H4), C2(H2), C3(H3)
3.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
;
_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 0.22314(4) 0.750000 0.250000 0.01694(10) Uani 1 2 d S T P . .
Cl1 Cl 0.11824(6) 0.68509(3) 0.13658(6) 0.02554(15) Uani 1 1 d . . . . .
O2 O 0.69061(17) 0.67931(7) 0.17677(17) 0.0235(4) Uani 1 1 d . . . . .
O1 O 0.37674(18) 0.54844(8) 0.1698(2) 0.0318(5) Uani 1 1 d . . . . .
N1 N 0.33877(19) 0.70648(8) 0.3729(2) 0.0169(4) Uani 1 1 d . . . . .
N2 N 0.53403(19) 0.61369(9) 0.16937(19) 0.0183(4) Uani 1 1 d . . . . .
C12 C 0.9210(2) 0.49033(10) 0.1499(2) 0.0187(5) Uani 1 1 d . . . . .
C13 C 0.7940(2) 0.47712(10) 0.1471(2) 0.0162(5) Uani 1 1 d . . . . .
C9 C 0.7490(2) 0.58092(10) 0.1489(2) 0.0176(5) Uani 1 1 d . . . . .
C1 C 0.3207(2) 0.71750(10) 0.4976(2) 0.0208(5) Uani 1 1 d . . . . .
H1 H 0.257396 0.743905 0.521197 0.025 Uiso 1 1 calc R . . . .
C8 C 0.6587(2) 0.62899(10) 0.1640(2) 0.0176(5) Uani 1 1 d . . . . .
C5 C 0.4280(2) 0.66932(10) 0.3380(2) 0.0190(5) Uani 1 1 d . . . . .
C10 C 0.8734(2) 0.59252(11) 0.1454(2) 0.0214(5) Uani 1 1 d . . . . .
H10 H 0.900943 0.631609 0.142206 0.026 Uiso 1 1 calc R . . . .
C6 C 0.4451(2) 0.66017(11) 0.1969(2) 0.0200(5) Uani 1 1 d . . . . .
H6A H 0.364410 0.650308 0.158228 0.024 Uiso 1 1 calc R . . . .
H6B H 0.474403 0.696726 0.157891 0.024 Uiso 1 1 calc R . . . .
C11 C 0.9602(2) 0.54741(11) 0.1464(3) 0.0228(5) Uani 1 1 d . . . . .
H11 H 1.045997 0.556040 0.144748 0.027 Uiso 1 1 calc R . . . .
C7 C 0.4867(2) 0.55701(11) 0.1622(2) 0.0208(5) Uani 1 1 d . . . . .
C4 C 0.5008(3) 0.64191(12) 0.4286(3) 0.0264(6) Uani 1 1 d . . . . .
H4 H 0.563233 0.615379 0.403092 0.032 Uiso 1 1 calc R . . . .
C2 C 0.3901(3) 0.69215(12) 0.5914(3) 0.0259(6) Uani 1 1 d . . . . .
H2 H 0.375290 0.700943 0.678239 0.031 Uiso 1 1 calc R . . . .
C3 C 0.4820(3) 0.65350(12) 0.5570(3) 0.0287(6) Uani 1 1 d . . . . .
H3 H 0.531387 0.635171 0.619800 0.034 Uiso 1 1 calc R . . . .
N3 N 0.6082(7) 0.5057(3) 0.4589(7) 0.065(2) Uani 0.5 1 d . . . A -1
C14 C 0.6905(7) 0.4914(3) 0.5174(7) 0.0443(16) Uani 0.5 1 d . . . A -1
C15 C 0.7949(6) 0.4707(4) 0.5917(7) 0.053(2) Uani 0.5 1 d . . . A -1
H15A H 0.872036 0.480790 0.548248 0.080 Uiso 0.5 1 calc GR . . A -1
H15B H 0.789502 0.428488 0.601026 0.080 Uiso 0.5 1 calc GR . . A -1
H15C H 0.793446 0.488904 0.675714 0.080 Uiso 0.5 1 calc GR . . A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 Cl1 2.2261(6) . ?
Zn1 Cl1 2.2261(6) 4_565 ?
Zn1 N1 2.061(2) 4_565 ?
Zn1 N1 2.061(2) . ?
O2 C8 1.218(3) . ?
O1 C7 1.209(3) . ?
N1 C1 1.352(3) . ?
N1 C5 1.342(3) . ?
N2 C8 1.395(3) . ?
N2 C6 1.470(3) . ?
N2 C7 1.405(3) . ?
C12 C13 1.408(3) . ?
C12 C11 1.383(3) . ?
C12 C7 1.485(3) 2_665 ?
C13 C13 1.421(5) 2_665 ?
C13 C9 1.417(3) 2_665 ?
C9 C8 1.487(3) . ?
C9 C10 1.373(4) . ?
C1 H1 0.9500 . ?
C1 C2 1.372(4) . ?
C5 C6 1.512(3) . ?
C5 C4 1.390(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.402(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C11 H11 0.9500 . ?
C4 H4 0.9500 . ?
C4 C3 1.393(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.384(4) . ?
C3 H3 0.9500 . ?
N3 C14 1.132(9) . ?
C14 C15 1.455(10) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?

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
Cl1 Zn1 Cl1 118.68(4) . 4_565 ?
N1 Zn1 Cl1 108.62(6) . . ?
N1 Zn1 Cl1 108.62(6) 4_565 4_565 ?
N1 Zn1 Cl1 107.46(6) . 4_565 ?
N1 Zn1 Cl1 107.46(6) 4_565 . ?
N1 Zn1 N1 105.22(11) 4_565 . ?
C1 N1 Zn1 115.52(16) . . ?
C5 N1 Zn1 125.16(17) . . ?
C5 N1 C1 119.3(2) . . ?
C8 N2 C6 117.2(2) . . ?
C8 N2 C7 125.8(2) . . ?
C7 N2 C6 116.7(2) . . ?
C13 C12 C7 120.0(2) . 2_665 ?
C11 C12 C13 120.3(2) . . ?
C11 C12 C7 119.7(2) . 2_665 ?
C12 C13 C13 119.5(3) . 2_665 ?
C12 C13 C9 121.6(2) . 2_665 ?
C9 C13 C13 118.8(3) 2_665 2_665 ?
C13 C9 C8 119.3(2) 2_665 . ?
C10 C9 C13 120.4(2) . 2_665 ?
C10 C9 C8 120.2(2) . . ?
N1 C1 H1 118.6 . . ?
N1 C1 C2 122.8(2) . . ?
C2 C1 H1 118.6 . . ?
O2 C8 N2 120.7(2) . . ?
O2 C8 C9 122.4(2) . . ?
N2 C8 C9 116.9(2) . . ?
N1 C5 C6 116.5(2) . . ?
N1 C5 C4 120.7(2) . . ?
C4 C5 C6 122.8(2) . . ?
C9 C10 H10 119.6 . . ?
C9 C10 C11 120.8(2) . . ?
C11 C10 H10 119.6 . . ?
N2 C6 C5 112.1(2) . . ?
N2 C6 H6A 109.2 . . ?
N2 C6 H6B 109.2 . . ?
C5 C6 H6A 109.2 . . ?
C5 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
C12 C11 C10 120.0(2) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
O1 C7 N2 120.5(2) . . ?
O1 C7 C12 123.2(2) . 2_665 ?
N2 C7 C12 116.3(2) . 2_665 ?
C5 C4 H4 120.1 . . ?
C5 C4 C3 119.7(2) . . ?
C3 C4 H4 120.1 . . ?
C1 C2 H2 120.7 . . ?
C1 C2 C3 118.6(2) . . ?
C3 C2 H2 120.7 . . ?
C4 C3 H3 120.6 . . ?
C2 C3 C4 118.9(3) . . ?
C2 C3 H3 120.6 . . ?
N3 C14 C15 177.9(8) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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 1872948'
_audit_update_record             
;
2018-10-12 deposited with the CCDC.
2018-11-20 downloaded from the CCDC.
;
_audit_creation_date             2018-06-04
_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         'F6 Sb, C26 H16 Ag N4 O4'
_chemical_formula_sum            'C26 H16 Ag F6 N4 O4 Sb'
_chemical_formula_weight         792.05
_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 0.0181 0.0091 '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'
Ag Ag 0.1306 4.2820 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.0562 5.8946 '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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.6209(4)
_cell_length_b                   17.8581(7)
_cell_length_c                   8.0036(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.903(3)
_cell_angle_gamma                90
_cell_volume                     1232.02(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    715
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.26
_cell_measurement_theta_min      4.953
_shelx_estimated_absorpt_T_max   0.857
_shelx_estimated_absorpt_T_min   0.449
_exptl_absorpt_coefficient_mu    15.900
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5297
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0744 before and 0.0487 after correction.
The Ratio of minimum to maximum transmission is 0.7034.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.135
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            7708
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.253
_diffrn_reflns_theta_min         4.953
_diffrn_ambient_temperature      100.01
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1653
_reflns_number_total             2253
_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 V8.35A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.35A (?, 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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.033
_refine_diff_density_min         -0.928
_refine_diff_density_rms         0.135
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         2253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0362
_refine_ls_restrained_S_all      1.036
_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)+(0.0580P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0957
_refine_ls_wR_factor_ref         0.1055
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C10(H10), C11(H11)
;
_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
Sb1 Sb 0.500000 0.500000 0.500000 0.02124(16) Uani 1 2 d S T P . .
F1 F 0.5818(3) 0.45173(14) 0.6902(3) 0.0337(6) Uani 1 1 d . . . . .
F2 F 0.3259(3) 0.52764(17) 0.6226(4) 0.0376(6) Uani 1 1 d . . . . .
F3 F 0.3988(3) 0.41101(14) 0.4364(3) 0.0319(6) Uani 1 1 d . . . . .
Ag1 Ag 0.500000 0.500000 1.000000 0.02045(17) Uani 1 2 d S T P . .
O1 O 0.8208(3) 0.48580(16) 0.9821(4) 0.0234(6) Uani 1 1 d . . . . .
O2 O 0.9119(4) 0.70757(15) 0.7251(4) 0.0268(7) Uani 1 1 d . . . . .
N1 N 0.5017(4) 0.62024(18) 0.9279(4) 0.0228(7) Uani 1 1 d . . . . .
N2 N 0.8516(4) 0.59701(17) 0.8467(4) 0.0200(7) Uani 1 1 d . . . . .
C1 C 0.3625(5) 0.6468(2) 0.8751(6) 0.0262(9) Uani 1 1 d . . . . .
H1 H 0.277169 0.613238 0.868596 0.031 Uiso 1 1 calc R . . . .
C2 C 0.3390(5) 0.7203(2) 0.8305(6) 0.0304(9) Uani 1 1 d . . . . .
H2 H 0.239968 0.736564 0.791281 0.036 Uiso 1 1 calc R . . . .
C3 C 0.4596(6) 0.7699(3) 0.8432(7) 0.0328(10) Uani 1 1 d . . . . .
H3 H 0.445216 0.821240 0.816264 0.039 Uiso 1 1 calc R . . . .
C4 C 0.6038(6) 0.7433(2) 0.8963(6) 0.0276(10) Uani 1 1 d . . . . .
H4 H 0.689710 0.776496 0.905509 0.033 Uiso 1 1 calc R . . . .
C5 C 0.6216(5) 0.6680(2) 0.9360(5) 0.0222(8) Uani 1 1 d . . . . .
C6 C 0.7783(5) 0.6375(2) 0.9868(5) 0.0233(8) Uani 1 1 d . . . . .
H6A H 0.846308 0.679343 1.023103 0.028 Uiso 1 1 calc R . . . .
H6B H 0.766592 0.603052 1.082667 0.028 Uiso 1 1 calc R . . . .
C7 C 0.8632(4) 0.5189(2) 0.8579(5) 0.0187(8) Uani 1 1 d . . . . .
C8 C 0.9105(4) 0.6390(2) 0.7153(5) 0.0211(8) Uani 1 1 d . . . . .
C9 C 0.9683(4) 0.5984(2) 0.5680(5) 0.0191(8) Uani 1 1 d . . . . .
C10 C 1.0150(4) 0.6371(2) 0.4300(5) 0.0210(8) Uani 1 1 d . . . . .
H10 H 1.010906 0.690250 0.429245 0.025 Uiso 1 1 calc R . . . .
C11 C 1.0689(4) 0.5985(2) 0.2896(5) 0.0212(8) Uani 1 1 d . . . . .
H11 H 1.101887 0.625810 0.194687 0.025 Uiso 1 1 calc R . . . .
C12 C 1.0745(4) 0.5211(2) 0.2882(5) 0.0178(8) Uani 1 1 d . . . . .
C13 C 1.0264(4) 0.4805(2) 0.4293(5) 0.0181(7) 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
Sb1 F1 1.877(3) . ?
Sb1 F1 1.877(3) 3_666 ?
Sb1 F2 1.872(2) 3_666 ?
Sb1 F2 1.872(2) . ?
Sb1 F3 1.879(2) . ?
Sb1 F3 1.879(2) 3_666 ?
Ag1 O1 2.783(3) . ?
Ag1 O1 2.783(3) 3_667 ?
Ag1 N1 2.223(3) 3_667 ?
Ag1 N1 2.224(3) . ?
O1 C7 1.218(5) . ?
O2 C8 1.228(5) . ?
N1 C1 1.352(6) . ?
N1 C5 1.341(5) . ?
N2 C6 1.485(5) . ?
N2 C7 1.401(5) . ?
N2 C8 1.393(5) . ?
C1 H1 0.9500 . ?
C1 C2 1.375(6) . ?
C2 H2 0.9500 . ?
C2 C3 1.368(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.391(6) . ?
C5 C6 1.506(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C12 1.479(6) 3_766 ?
C8 C9 1.477(6) . ?
C9 C10 1.369(6) . ?
C9 C13 1.410(5) 3_766 ?
C10 H10 0.9500 . ?
C10 C11 1.403(6) . ?
C11 H11 0.9500 . ?
C11 C12 1.384(5) . ?
C12 C13 1.409(6) . ?
C13 C13 1.411(8) 3_766 ?

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
F1 Sb1 F1 180.0 . 3_666 ?
F1 Sb1 F3 89.90(11) . . ?
F1 Sb1 F3 90.10(11) 3_666 . ?
F1 Sb1 F3 90.10(11) . 3_666 ?
F1 Sb1 F3 89.90(11) 3_666 3_666 ?
F2 Sb1 F1 89.43(13) 3_666 3_666 ?
F2 Sb1 F1 89.43(13) . . ?
F2 Sb1 F1 90.57(13) . 3_666 ?
F2 Sb1 F1 90.57(13) 3_666 . ?
F2 Sb1 F2 180.00(14) 3_666 . ?
F2 Sb1 F3 90.44(12) . 3_666 ?
F2 Sb1 F3 90.44(12) 3_666 . ?
F2 Sb1 F3 89.56(12) 3_666 3_666 ?
F2 Sb1 F3 89.56(12) . . ?
F3 Sb1 F3 180.0 3_666 . ?
O1 Ag1 O1 180.0 3_667 . ?
N1 Ag1 O1 93.68(10) . . ?
N1 Ag1 O1 93.68(10) 3_667 3_667 ?
N1 Ag1 O1 86.32(10) 3_667 . ?
N1 Ag1 O1 86.32(10) . 3_667 ?
N1 Ag1 N1 180.0 3_667 . ?
C7 O1 Ag1 108.0(2) . . ?
C1 N1 Ag1 114.3(3) . . ?
C5 N1 Ag1 127.6(3) . . ?
C5 N1 C1 118.1(3) . . ?
C7 N2 C6 117.9(3) . . ?
C8 N2 C6 118.2(3) . . ?
C8 N2 C7 123.9(3) . . ?
N1 C1 H1 118.5 . . ?
N1 C1 C2 122.9(4) . . ?
C2 C1 H1 118.5 . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.3(4) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 120.7 . . ?
C2 C3 C4 118.5(4) . . ?
C4 C3 H3 120.7 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.6(4) . . ?
C5 C4 H4 120.2 . . ?
N1 C5 C4 121.5(4) . . ?
N1 C5 C6 118.1(3) . . ?
C4 C5 C6 120.4(4) . . ?
N2 C6 C5 111.3(3) . . ?
N2 C6 H6A 109.4 . . ?
N2 C6 H6B 109.4 . . ?
C5 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
O1 C7 N2 120.9(4) . . ?
O1 C7 C12 121.9(4) . 3_766 ?
N2 C7 C12 117.2(4) . 3_766 ?
O2 C8 N2 119.5(4) . . ?
O2 C8 C9 122.5(4) . . ?
N2 C8 C9 118.1(3) . . ?
C10 C9 C8 120.3(4) . . ?
C10 C9 C13 120.5(4) . 3_766 ?
C13 C9 C8 119.2(4) 3_766 . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.2(4) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.6(4) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 C7 120.2(4) . 3_766 ?
C11 C12 C13 119.8(4) . . ?
C13 C12 C7 120.0(4) . 3_766 ?
C9 C13 C13 119.5(5) 3_766 3_766 ?
C12 C13 C9 121.1(4) . 3_766 ?
C12 C13 C13 119.4(5) . 3_766 ?

_olex2_submission_special_instructions 'No special instructions were received'
