# Electronic Supplementary Material (ESI) for Materials Chemistry Frontiers.
# This journal is © the Partner Organisations 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. 
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data_L1
_database_code_depnum_ccdc_archive 'CCDC 1831226'
_audit_update_record             
;
2018-03-20 deposited with the CCDC.
2018-05-17 downloaded from the CCDC.
;
_audit_creation_date             2015-08-31
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H16 N2 O5, C3 H7 N O'
_chemical_formula_sum            'C28 H23 N3 O6'
_chemical_formula_weight         497.49
_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'

_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                   10.0464(7)
_cell_length_b                   17.5471(12)
_cell_length_c                   13.5425(9)
_cell_angle_alpha                90
_cell_angle_beta                 106.5660(10)
_cell_angle_gamma                90
_cell_volume                     2288.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6433
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.28
_cell_measurement_theta_min      2.41
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.968
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7036
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0475 before and 0.0453 after correction.
The Ratio of minimum to maximum transmission is 0.9430.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            33206
_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         27.995
_diffrn_reflns_theta_min         1.952
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4221
_reflns_number_total             5515
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.442
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     340
_refine_ls_number_reflns         5515
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0649
_refine_ls_R_factor_gt           0.0435
_refine_ls_restrained_S_all      1.017
_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)+(0.0440P)²+1.4300P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0973
_refine_ls_wR_factor_ref         0.1079
_refine_special_details          
;
The hydrogen atom H1 from the carboxylic acid group was 
allowed to refine freely with no restraints, all other 
hydrogen atoms were included in calculated positions.
;
_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.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C11(H11), C12(H12), C15(H15), C16(H16),
 C17(H17), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26)
2.c Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C28(H28A,H28B,H28C)
;
_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
C1 C 0.23476(16) 0.97889(8) 0.34343(12) 0.0165(3) Uani 1 1 d . . . . .
N1 N 0.47170(13) 0.63296(7) 0.41681(10) 0.0151(3) Uani 1 1 d . . . . .
O1 O 0.13884(11) 0.97869(6) 0.25313(9) 0.0198(2) Uani 1 1 d . . . . .
H1 H 0.089(3) 1.0271(15) 0.240(2) 0.058(7) Uiso 1 1 d . . . . .
C2 C 0.32320(15) 0.90859(8) 0.36375(12) 0.0153(3) Uani 1 1 d . . . . .
N2 N 0.17695(13) 0.30830(7) 0.26370(10) 0.0163(3) Uani 1 1 d . . . . .
O2 O 0.25002(13) 1.03031(7) 0.40613(9) 0.0260(3) Uani 1 1 d . . . . .
C3 C 0.41860(17) 0.89960(9) 0.46057(13) 0.0199(3) Uani 1 1 d . . . . .
H3 H 0.4308 0.9392 0.5103 0.024 Uiso 1 1 calc R . . . .
O3 O 0.51570(12) 0.61848(7) 0.26173(9) 0.0225(3) Uani 1 1 d . . . . .
C4 C 0.49573(17) 0.83308(9) 0.48456(13) 0.0208(3) Uani 1 1 d . . . . .
H4 H 0.5598 0.8272 0.5509 0.025 Uiso 1 1 calc R . . . .
O4 O 0.41091(12) 0.65322(7) 0.56361(9) 0.0236(3) Uani 1 1 d . . . . .
C5 C 0.48011(15) 0.77476(8) 0.41221(12) 0.0158(3) Uani 1 1 d . . . . .
O5 O -0.00609(11) 0.09840(6) 0.21381(9) 0.0190(2) Uani 1 1 d . . . . .
C6 C 0.39039(15) 0.78580(9) 0.31353(12) 0.0172(3) Uani 1 1 d . . . . .
H6 H 0.3830 0.7478 0.2623 0.021 Uiso 1 1 calc R . . . .
C7 C 0.31171(15) 0.85207(9) 0.28970(12) 0.0164(3) Uani 1 1 d . . . . .
H7 H 0.2499 0.8588 0.2226 0.020 Uiso 1 1 calc R . . . .
C8 C 0.56130(16) 0.70140(9) 0.43973(13) 0.0185(3) Uani 1 1 d . . . . .
H8A H 0.6310 0.6985 0.4008 0.022 Uiso 1 1 calc R . . . .
H8B H 0.6119 0.7020 0.5141 0.022 Uiso 1 1 calc R . . . .
C9 C 0.46326(15) 0.59333(9) 0.32584(12) 0.0162(3) Uani 1 1 d . . . . .
C10 C 0.38738(15) 0.51961(9) 0.31103(12) 0.0156(3) Uani 1 1 d . . . . .
C11 C 0.38934(16) 0.47404(9) 0.22887(12) 0.0176(3) Uani 1 1 d . . . . .
H11 H 0.4395 0.4897 0.1826 0.021 Uiso 1 1 calc R . . . .
C12 C 0.31719(16) 0.40405(9) 0.21300(12) 0.0168(3) Uani 1 1 d . . . . .
H12 H 0.3196 0.3723 0.1567 0.020 Uiso 1 1 calc R . . . .
C13 C 0.24366(15) 0.38211(9) 0.27934(12) 0.0163(3) Uani 1 1 d . . . . .
C14 C 0.23687(15) 0.42725(9) 0.36506(12) 0.0152(3) Uani 1 1 d . . . . .
C15 C 0.16524(15) 0.40634(9) 0.43706(12) 0.0156(3) Uani 1 1 d . . . . .
H15 H 0.1151 0.3597 0.4283 0.019 Uiso 1 1 calc R . . . .
C16 C 0.16710(16) 0.45222(9) 0.51916(13) 0.0197(3) Uani 1 1 d . . . . .
H16 H 0.1166 0.4377 0.5657 0.024 Uiso 1 1 calc R . . . .
C17 C 0.24302(16) 0.52074(9) 0.53524(13) 0.0193(3) Uani 1 1 d . . . . .
H17 H 0.2441 0.5520 0.5927 0.023 Uiso 1 1 calc R . . . .
C18 C 0.31599(15) 0.54249(9) 0.46737(12) 0.0161(3) Uani 1 1 d . . . . .
C19 C 0.40009(15) 0.61280(9) 0.48800(12) 0.0163(3) Uani 1 1 d . . . . .
C20 C 0.31330(15) 0.49708(8) 0.38076(12) 0.0147(3) Uani 1 1 d . . . . .
C21 C 0.03576(16) 0.30110(9) 0.24239(12) 0.0182(3) Uani 1 1 d . . . . .
H21 H -0.0194 0.3455 0.2391 0.022 Uiso 1 1 calc R . . . .
C22 C -0.02690(15) 0.23205(9) 0.22594(12) 0.0177(3) Uani 1 1 d . . . . .
H22 H -0.1250 0.2290 0.2114 0.021 Uiso 1 1 calc R . . . .
C23 C 0.05208(15) 0.16330(9) 0.22998(11) 0.0152(3) Uani 1 1 d . . . . .
C24 C 0.19884(15) 0.17407(9) 0.25212(12) 0.0164(3) Uani 1 1 d . . . . .
H24 H 0.2573 0.1309 0.2563 0.020 Uiso 1 1 calc R . . . .
C25 C 0.25581(15) 0.24438(9) 0.26715(12) 0.0170(3) Uani 1 1 d . . . . .
H25 H 0.3535 0.2495 0.2805 0.020 Uiso 1 1 calc R . . . .
N3 N 1.05514(14) 0.83779(8) 0.53923(11) 0.0227(3) Uani 1 1 d . . . . .
O6 O 0.85533(12) 0.76909(7) 0.48190(10) 0.0280(3) Uani 1 1 d . . . . .
C26 C 0.91706(17) 0.82833(10) 0.51429(12) 0.0215(3) Uani 1 1 d . . . . .
H26 H 0.8628 0.8709 0.5224 0.026 Uiso 1 1 calc R . . . .
C27 C 1.1189(2) 0.90914(12) 0.58252(16) 0.0388(5) Uani 1 1 d . . . . .
H27A H 1.0463 0.9463 0.5830 0.058 Uiso 1 1 calc GR . . . .
H27B H 1.1764 0.9287 0.5406 0.058 Uiso 1 1 calc GR . . . .
H27C H 1.1770 0.9006 0.6532 0.058 Uiso 1 1 calc GR . . . .
C28 C 1.14651(18) 0.77432(12) 0.53545(15) 0.0309(4) Uani 1 1 d . . . . .
H28A H 1.2032 0.7620 0.6054 0.046 Uiso 1 1 calc GR . . . .
H28B H 1.2072 0.7883 0.4931 0.046 Uiso 1 1 calc GR . . . .
H28C H 1.0907 0.7298 0.5053 0.046 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
C1 O1 1.3237(19) . ?
C1 C2 1.499(2) . ?
C1 O2 1.2183(19) . ?
N1 C8 1.4797(19) . ?
N1 C9 1.396(2) . ?
N1 C19 1.4027(19) . ?
O1 H1 0.97(3) . ?
C2 C3 1.395(2) . ?
C2 C7 1.392(2) . ?
N2 C13 1.4459(19) . ?
N2 C21 1.3704(19) . ?
N2 C25 1.3662(19) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(2) . ?
O3 C9 1.2195(18) . ?
C4 H4 0.9500 . ?
C4 C5 1.394(2) . ?
O4 C19 1.2247(19) . ?
C5 C6 1.396(2) . ?
C5 C8 1.513(2) . ?
O5 C23 1.2701(18) . ?
C6 H6 0.9500 . ?
C6 C7 1.391(2) . ?
C7 H7 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.486(2) . ?
C10 C11 1.375(2) . ?
C10 C20 1.415(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.411(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.371(2) . ?
C13 C14 1.423(2) . ?
C14 C15 1.415(2) . ?
C14 C20 1.429(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.368(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.407(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(2) . ?
C18 C19 1.476(2) . ?
C18 C20 1.412(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.354(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.436(2) . ?
C23 C24 1.431(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.351(2) . ?
C25 H25 0.9500 . ?
N3 C26 1.341(2) . ?
N3 C27 1.452(2) . ?
N3 C28 1.453(2) . ?
O6 C26 1.226(2) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 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
O1 C1 C2 113.87(13) . . ?
O2 C1 O1 124.03(14) . . ?
O2 C1 C2 122.09(14) . . ?
C9 N1 C8 118.01(12) . . ?
C9 N1 C19 124.53(12) . . ?
C19 N1 C8 117.45(13) . . ?
C1 O1 H1 111.5(15) . . ?
C3 C2 C1 118.55(14) . . ?
C7 C2 C1 122.08(14) . . ?
C7 C2 C3 119.36(14) . . ?
C21 N2 C13 121.47(12) . . ?
C25 N2 C13 119.36(12) . . ?
C25 N2 C21 119.14(13) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.22(15) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.63(15) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C6 118.91(14) . . ?
C4 C5 C8 120.44(14) . . ?
C6 C5 C8 120.64(14) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.47(15) . . ?
C7 C6 H6 119.8 . . ?
C2 C7 H7 119.9 . . ?
C6 C7 C2 120.24(14) . . ?
C6 C7 H7 119.9 . . ?
N1 C8 C5 112.70(12) . . ?
N1 C8 H8A 109.1 . . ?
N1 C8 H8B 109.1 . . ?
C5 C8 H8A 109.1 . . ?
C5 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?
N1 C9 C10 116.90(13) . . ?
O3 C9 N1 121.21(14) . . ?
O3 C9 C10 121.89(14) . . ?
C11 C10 C9 119.37(14) . . ?
C11 C10 C20 120.60(14) . . ?
C20 C10 C9 120.03(13) . . ?
C10 C11 H11 119.9 . . ?
C10 C11 C12 120.28(14) . . ?
C12 C11 H11 119.9 . . ?
C11 C12 H12 120.2 . . ?
C13 C12 C11 119.60(14) . . ?
C13 C12 H12 120.2 . . ?
C12 C13 N2 118.00(13) . . ?
C12 C13 C14 122.58(14) . . ?
C14 C13 N2 119.34(13) . . ?
C13 C14 C20 116.73(13) . . ?
C15 C14 C13 124.74(14) . . ?
C15 C14 C20 118.48(14) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 121.02(14) . . ?
C16 C15 H15 119.5 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.63(14) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 119.98(15) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 C19 119.22(14) . . ?
C17 C18 C20 120.55(14) . . ?
C20 C18 C19 120.21(13) . . ?
N1 C19 C18 117.31(13) . . ?
O4 C19 N1 119.20(14) . . ?
O4 C19 C18 123.49(14) . . ?
C10 C20 C14 120.18(14) . . ?
C18 C20 C10 120.50(14) . . ?
C18 C20 C14 119.31(14) . . ?
N2 C21 H21 119.3 . . ?
C22 C21 N2 121.45(14) . . ?
C22 C21 H21 119.3 . . ?
C21 C22 H22 119.4 . . ?
C21 C22 C23 121.29(14) . . ?
C23 C22 H22 119.4 . . ?
O5 C23 C22 121.63(13) . . ?
O5 C23 C24 123.40(14) . . ?
C24 C23 C22 114.97(13) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 C23 121.28(14) . . ?
C25 C24 H24 119.4 . . ?
N2 C25 H25 119.1 . . ?
C24 C25 N2 121.87(14) . . ?
C24 C25 H25 119.1 . . ?
C26 N3 C27 120.93(16) . . ?
C26 N3 C28 120.98(15) . . ?
C27 N3 C28 117.69(15) . . ?
N3 C26 H26 117.4 . . ?
O6 C26 N3 125.20(16) . . ?
O6 C26 H26 117.4 . . ?
N3 C27 H27A 109.5 . . ?
N3 C27 H27B 109.5 . . ?
N3 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N3 C28 H28A 109.5 . . ?
N3 C28 H28B 109.5 . . ?
N3 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O5 0.97(3) 1.56(3) 2.5247(15) 173(2) 1_565

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
C1 C2 C3 C4 175.73(14) . . . . ?
C1 C2 C7 C6 -176.49(14) . . . . ?
N1 C9 C10 C11 -172.59(13) . . . . ?
N1 C9 C10 C20 7.8(2) . . . . ?
O1 C1 C2 C3 -173.92(14) . . . . ?
O1 C1 C2 C7 5.3(2) . . . . ?
C2 C3 C4 C5 0.6(2) . . . . ?
N2 C13 C14 C15 -1.8(2) . . . . ?
N2 C13 C14 C20 175.53(13) . . . . ?
N2 C21 C22 C23 -0.1(2) . . . . ?
O2 C1 C2 C3 4.9(2) . . . . ?
O2 C1 C2 C7 -175.86(15) . . . . ?
C3 C2 C7 C6 2.7(2) . . . . ?
C3 C4 C5 C6 3.0(2) . . . . ?
C3 C4 C5 C8 -178.19(14) . . . . ?
O3 C9 C10 C11 7.6(2) . . . . ?
O3 C9 C10 C20 -172.03(14) . . . . ?
C4 C5 C6 C7 -3.8(2) . . . . ?
C4 C5 C8 N1 127.79(15) . . . . ?
C5 C6 C7 C2 0.9(2) . . . . ?
O5 C23 C24 C25 178.91(15) . . . . ?
C6 C5 C8 N1 -53.42(19) . . . . ?
C7 C2 C3 C4 -3.5(2) . . . . ?
C8 N1 C9 O3 -7.7(2) . . . . ?
C8 N1 C9 C10 172.43(12) . . . . ?
C8 N1 C19 O4 2.2(2) . . . . ?
C8 N1 C19 C18 -177.21(13) . . . . ?
C8 C5 C6 C7 177.42(14) . . . . ?
C9 N1 C8 C5 99.36(16) . . . . ?
C9 N1 C19 O4 -177.29(14) . . . . ?
C9 N1 C19 C18 3.3(2) . . . . ?
C9 C10 C11 C12 -179.57(14) . . . . ?
C9 C10 C20 C14 178.18(13) . . . . ?
C9 C10 C20 C18 -2.9(2) . . . . ?
C10 C11 C12 C13 0.8(2) . . . . ?
C11 C10 C20 C14 -1.4(2) . . . . ?
C11 C10 C20 C18 177.45(14) . . . . ?
C11 C12 C13 N2 -176.90(13) . . . . ?
C11 C12 C13 C14 -0.2(2) . . . . ?
C12 C13 C14 C15 -178.43(15) . . . . ?
C12 C13 C14 C20 -1.1(2) . . . . ?
C13 N2 C21 C22 178.81(15) . . . . ?
C13 N2 C25 C24 -179.36(14) . . . . ?
C13 C14 C15 C16 178.16(15) . . . . ?
C13 C14 C20 C10 1.9(2) . . . . ?
C13 C14 C20 C18 -176.96(13) . . . . ?
C14 C15 C16 C17 -1.4(2) . . . . ?
C15 C14 C20 C10 179.39(14) . . . . ?
C15 C14 C20 C18 0.5(2) . . . . ?
C15 C16 C17 C18 0.4(2) . . . . ?
C16 C17 C18 C19 -177.29(14) . . . . ?
C16 C17 C18 C20 1.0(2) . . . . ?
C17 C18 C19 N1 -179.61(14) . . . . ?
C17 C18 C19 O4 1.0(2) . . . . ?
C17 C18 C20 C10 179.64(14) . . . . ?
C17 C18 C20 C14 -1.5(2) . . . . ?
C19 N1 C8 C5 -80.14(17) . . . . ?
C19 N1 C9 O3 171.72(14) . . . . ?
C19 N1 C9 C10 -8.1(2) . . . . ?
C19 C18 C20 C10 -2.0(2) . . . . ?
C19 C18 C20 C14 176.84(13) . . . . ?
C20 C10 C11 C12 0.0(2) . . . . ?
C20 C14 C15 C16 0.9(2) . . . . ?
C20 C18 C19 N1 2.1(2) . . . . ?
C20 C18 C19 O4 -177.30(14) . . . . ?
C21 N2 C13 C12 -118.70(16) . . . . ?
C21 N2 C13 C14 64.5(2) . . . . ?
C21 N2 C25 C24 -1.3(2) . . . . ?
C21 C22 C23 O5 -179.42(15) . . . . ?
C21 C22 C23 C24 -0.1(2) . . . . ?
C22 C23 C24 C25 -0.4(2) . . . . ?
C23 C24 C25 N2 1.1(2) . . . . ?
C25 N2 C13 C12 59.3(2) . . . . ?
C25 N2 C13 C14 -117.51(16) . . . . ?
C25 N2 C21 C22 0.8(2) . . . . ?
C27 N3 C26 O6 -176.47(17) . . . . ?
C28 N3 C26 O6 -3.9(3) . . . . ?

_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_2
_database_code_depnum_ccdc_archive 'CCDC 1831228'
_audit_update_record             
;
2018-03-20 deposited with the CCDC.
2018-05-17 downloaded from the CCDC.
;
_audit_creation_date             2015-08-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H15 N5 O9 Zn, 0.5(C2 H3 N)'
_chemical_formula_sum            'C24 H16.50 N5.50 O9 Zn'
_chemical_formula_weight         591.30
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.4661(14)
_cell_length_b                   10.7897(16)
_cell_length_c                   13.170(2)
_cell_angle_alpha                69.199(2)
_cell_angle_beta                 83.790(3)
_cell_angle_gamma                72.466(2)
_cell_volume                     1199.0(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2559
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      22.23
_cell_measurement_theta_min      2.26
_shelx_estimated_absorpt_T_max   0.918
_shelx_estimated_absorpt_T_min   0.871
_exptl_absorpt_coefficient_mu    1.092
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6316
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0637 before and 0.0480 after correction.
The Ratio of minimum to maximum transmission is 0.8468.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             602
_exptl_crystal_size_max          0.13
_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  0.0656
_diffrn_reflns_av_unetI/netI     0.1024
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12163
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.495
_diffrn_reflns_theta_max         25.495
_diffrn_reflns_theta_min         1.654
_diffrn_ambient_temperature      100.01
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2456
_reflns_number_total             4455
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.699
_refine_diff_density_min         -0.515
_refine_diff_density_rms         0.080
_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     392
_refine_ls_number_reflns         4455
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1300
_refine_ls_R_factor_gt           0.0598
_refine_ls_restrained_S_all      0.990
_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)+(0.0855P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1378
_refine_ls_wR_factor_ref         0.1632
_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
 N5A-O9 = N5A-O8A = N5A-O7A
 1.27 with sigma of 0.01
 N5-O9 = N5-O8 = N5-O7
 1.27 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(O7A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(N5A) = Uanis(N5)
4. Others
 Fixed Sof: N5(0.6667) N5A(0.33333) O7(0.6667) O7A(0.33333) O8(0.6667)
 O8A(0.33333) N6(0.5) C24(0.5) H24A(0.5) H24B(0.5) H24C(0.5) C25(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
5.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C9(H9), C10(H10), C13(H13), C14(H14),
 C15(H15), C19(H19), C20(H20), C22(H22), C23(H23)
5.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C)
;
_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
C1 C 0.2136(7) -0.2668(7) 0.9698(4) 0.0573(17) Uani 1 1 d . . . . .
H1 H 0.3116 -0.3249 0.9882 0.069 Uiso 1 1 calc R . . . .
N1 N 0.1008(6) -0.3144(5) 1.0210(3) 0.0446(12) Uani 1 1 d . . . . .
O1 O 0.0257(5) 0.0517(4) 0.5993(3) 0.0606(11) Uani 1 1 d . . . . .
Zn1 Zn 1.11712(8) 0.50315(7) 0.13849(5) 0.0478(3) Uani 1 1 d . . . . .
C2 C 0.1955(8) -0.1385(7) 0.8924(4) 0.0603(18) Uani 1 1 d . . . . .
H2 H 0.2796 -0.1093 0.8594 0.072 Uiso 1 1 calc R . . . .
N2 N 0.1423(5) 0.1194(5) 0.7036(3) 0.0490(12) Uani 1 1 d . . . . .
O2 O 0.2517(6) 0.1887(6) 0.8099(4) 0.0903(17) Uani 1 1 d . . . . .
C3 C 0.0552(7) -0.0521(6) 0.8625(4) 0.0481(15) Uani 1 1 d . . . . .
N3 N 0.6503(5) 0.3217(4) 0.3728(3) 0.0412(11) Uani 1 1 d . . . . .
O3 O 0.9163(4) 0.4890(4) 0.1324(3) 0.0482(10) Uani 1 1 d . . . . .
C4 C -0.0609(7) -0.1012(6) 0.9129(5) 0.0575(17) Uani 1 1 d . . . . .
H4 H -0.1598 -0.0454 0.8948 0.069 Uiso 1 1 calc R . . . .
N4 N 1.3589(7) 0.3153(7) 0.1023(4) 0.0612(15) Uani 1 1 d . . . . .
O4 O 1.2239(5) 0.3172(5) 0.1268(4) 0.0694(13) Uani 1 1 d . . . . .
C5 C -0.0344(8) -0.2318(7) 0.9902(5) 0.0545(18) Uani 1 1 d . . . . .
H5 H -0.1169 -0.2642 1.0229 0.065 Uiso 1 1 calc R . . . .
N5 N 1.1418(9) 0.5324(7) 0.3311(5) 0.0397(17) Uani 0.6667 1 d D . P A 1
N5A N 1.1705(19) 0.567(2) 0.3115(7) 0.0397(17) Uani 0.3333 1 d D . P A 2
O5 O 1.3943(5) 0.4200(5) 0.0876(3) 0.0761(14) Uani 1 1 d . . . . .
C6 C 0.0247(7) 0.0946(6) 0.7844(5) 0.0587(17) Uani 1 1 d . . . . .
H6A H -0.0690 0.1186 0.7456 0.070 Uiso 1 1 calc R . . . .
H6B H 0.0103 0.1574 0.8265 0.070 Uiso 1 1 calc R . . . .
O6 O 1.4475(7) 0.2090(6) 0.0961(5) 0.0990(18) Uani 1 1 d . . . . .
C7 C 0.2459(7) 0.1743(7) 0.7232(5) 0.0620(18) Uani 1 1 d . . . . .
O7 O 1.2228(6) 0.4574(6) 0.2806(4) 0.0476(14) Uani 0.6667 1 d D . P A 1
O7A O 1.083(2) 0.5130(18) 0.2864(12) 0.073(4) Uani 0.3333 1 d D U P A 2
C8 C 0.3545(7) 0.2125(6) 0.6298(5) 0.0583(17) Uani 1 1 d . . . . .
O8 O 1.0178(7) 0.6062(7) 0.2911(5) 0.0526(16) Uani 0.6667 1 d D . P A 1
O8A O 1.2632(12) 0.6041(14) 0.2401(9) 0.067(4) Uani 0.3333 1 d D . P A 2
C9 C 0.4534(8) 0.2728(7) 0.6420(5) 0.072(2) Uani 1 1 d . . . . .
H9 H 0.4541 0.2928 0.7066 0.087 Uiso 1 1 calc R . . . .
O9 O 1.1876(5) 0.5458(5) 0.4104(3) 0.0666(12) Uani 1 1 d D . . . .
C10 C 0.5579(7) 0.3066(6) 0.5572(5) 0.0565(16) Uani 1 1 d . . . . .
H10 H 0.6298 0.3482 0.5644 0.068 Uiso 1 1 calc R . . . .
C11 C 0.5504(6) 0.2762(6) 0.4629(5) 0.0511(16) Uani 1 1 d . . . . .
C12 C 0.4514(6) 0.2110(6) 0.4495(5) 0.0491(15) Uani 1 1 d . . . . .
C13 C 0.4515(6) 0.1692(5) 0.3625(4) 0.0412(13) Uani 1 1 d . . . . .
H13 H 0.5231 0.1850 0.3066 0.049 Uiso 1 1 calc R . . . .
C14 C 0.3488(6) 0.1042(6) 0.3547(5) 0.0519(15) Uani 1 1 d . . . . .
H14 H 0.3531 0.0735 0.2948 0.062 Uiso 1 1 calc R . . . .
C15 C 0.2397(6) 0.0835(6) 0.4337(5) 0.0507(15) Uani 1 1 d . . . . .
H15 H 0.1666 0.0437 0.4257 0.061 Uiso 1 1 calc R . . . .
C16 C 0.2385(6) 0.1218(5) 0.5252(4) 0.0461(14) Uani 1 1 d . . . . .
C17 C 0.1302(7) 0.0934(6) 0.6071(4) 0.0483(15) Uani 1 1 d . . . . .
C18 C 0.3447(6) 0.1795(5) 0.5360(4) 0.0404(13) Uani 1 1 d . . . . .
C19 C 0.7985(6) 0.2830(6) 0.3889(5) 0.0532(16) Uani 1 1 d . . . . .
H19 H 0.8383 0.2174 0.4566 0.064 Uiso 1 1 calc R . . . .
C20 C 0.8916(6) 0.3353(5) 0.3111(5) 0.0492(15) Uani 1 1 d . . . . .
H20 H 0.9950 0.3059 0.3249 0.059 Uiso 1 1 calc R . . . .
C21 C 0.8356(6) 0.4337(5) 0.2090(4) 0.0399(13) Uani 1 1 d . . . . .
C22 C 0.6794(6) 0.4709(5) 0.1943(4) 0.0434(14) Uani 1 1 d . . . . .
H22 H 0.6361 0.5349 0.1271 0.052 Uiso 1 1 calc R . . . .
C23 C 0.5918(6) 0.4151(5) 0.2762(4) 0.0424(13) Uani 1 1 d . . . . .
H23 H 0.4877 0.4421 0.2655 0.051 Uiso 1 1 calc R . . . .
N6 N 0.6773(14) 0.2508(13) 0.8238(10) 0.078(3) Uani 0.5 1 d . . P B 1
C24 C 0.5514(15) 0.0686(14) 0.9349(10) 0.067(4) Uani 0.5 1 d . . P B 1
H24A H 0.5939 0.0245 1.0082 0.101 Uiso 0.5 1 calc GR . P B 1
H24B H 0.5665 -0.0014 0.9005 0.101 Uiso 0.5 1 calc GR . P B 1
H24C H 0.4451 0.1123 0.9395 0.101 Uiso 0.5 1 calc GR . P B 1
C25 C 0.6227(14) 0.1710(14) 0.8717(11) 0.055(3) Uani 0.5 1 d . . 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
C1 H1 0.9500 . ?
C1 N1 1.337(6) . ?
C1 C2 1.370(8) . ?
N1 Zn1 2.000(5) 1_446 ?
N1 C5 1.329(8) . ?
O1 C17 1.231(6) . ?
Zn1 N1 2.000(5) 1_664 ?
Zn1 O3 1.964(4) . ?
Zn1 O4 2.009(5) . ?
Zn1 O7 2.049(6) . ?
Zn1 O7A 1.975(16) . ?
C2 H2 0.9500 . ?
C2 C3 1.376(8) . ?
N2 C6 1.471(6) . ?
N2 C7 1.375(7) . ?
N2 C17 1.417(7) . ?
O2 C7 1.215(7) . ?
C3 C4 1.368(7) . ?
C3 C6 1.510(8) . ?
N3 C11 1.472(7) . ?
N3 C19 1.355(7) . ?
N3 C23 1.359(7) . ?
O3 C21 1.279(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.382(8) . ?
N4 O4 1.280(6) . ?
N4 O5 1.219(6) . ?
N4 O6 1.223(7) . ?
C5 H5 0.9500 . ?
N5 O7 1.259(7) . ?
N5 O8 1.250(7) . ?
N5 O9 1.242(6) . ?
N5A O7A 1.270(9) . ?
N5A O8A 1.259(9) . ?
N5A O9 1.261(9) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.536(8) . ?
C8 C9 1.342(8) . ?
C8 C18 1.420(8) . ?
C9 H9 0.9500 . ?
C9 C10 1.431(8) . ?
C10 H10 0.9500 . ?
C10 C11 1.406(8) . ?
C11 C12 1.388(7) . ?
C12 C13 1.372(7) . ?
C12 C18 1.454(7) . ?
C13 H13 0.9500 . ?
C13 C14 1.390(7) . ?
C14 H14 0.9500 . ?
C14 C15 1.393(7) . ?
C15 H15 0.9500 . ?
C15 C16 1.403(8) . ?
C16 C17 1.422(7) . ?
C16 C18 1.375(7) . ?
C19 H19 0.9500 . ?
C19 C20 1.356(7) . ?
C20 H20 0.9500 . ?
C20 C21 1.421(8) . ?
C21 C22 1.426(7) . ?
C22 H22 0.9500 . ?
C22 C23 1.363(7) . ?
C23 H23 0.9500 . ?
N6 C25 1.104(16) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C24 C25 1.430(18) . ?

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
N1 C1 H1 118.2 . . ?
N1 C1 C2 123.5(6) . . ?
C2 C1 H1 118.2 . . ?
C1 N1 Zn1 126.2(5) . 1_446 ?
C5 N1 C1 116.3(5) . . ?
C5 N1 Zn1 117.5(3) . 1_446 ?
N1 Zn1 O4 125.75(18) 1_664 . ?
N1 Zn1 O7 119.6(2) 1_664 . ?
O3 Zn1 N1 99.61(18) . 1_664 ?
O3 Zn1 O4 96.00(17) . . ?
O3 Zn1 O7 123.47(19) . . ?
O3 Zn1 O7A 91.6(5) . . ?
O4 Zn1 O7 92.2(2) . . ?
O7A Zn1 N1 114.3(5) . 1_664 ?
O7A Zn1 O4 116.8(6) . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 119.9(5) . . ?
C3 C2 H2 120.0 . . ?
C7 N2 C6 118.7(5) . . ?
C7 N2 C17 125.8(5) . . ?
C17 N2 C6 115.3(4) . . ?
C2 C3 C6 123.6(5) . . ?
C4 C3 C2 116.9(6) . . ?
C4 C3 C6 119.4(6) . . ?
C19 N3 C11 120.5(4) . . ?
C19 N3 C23 119.7(4) . . ?
C23 N3 C11 119.3(4) . . ?
C21 O3 Zn1 129.6(4) . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0(6) . . ?
C5 C4 H4 120.0 . . ?
O5 N4 O4 118.0(6) . . ?
O5 N4 O6 122.6(6) . . ?
O6 N4 O4 119.3(6) . . ?
N4 O4 Zn1 107.6(4) . . ?
N1 C5 C4 123.2(5) . . ?
N1 C5 H5 118.4 . . ?
C4 C5 H5 118.4 . . ?
O8 N5 O7 117.2(6) . . ?
O9 N5 O7 122.1(7) . . ?
O9 N5 O8 120.2(7) . . ?
O8A N5A O7A 116.2(13) . . ?
O8A N5A O9 122.1(12) . . ?
O9 N5A O7A 118.8(11) . . ?
N2 C6 C3 114.4(5) . . ?
N2 C6 H6A 108.7 . . ?
N2 C6 H6B 108.7 . . ?
C3 C6 H6A 108.7 . . ?
C3 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
N2 C7 C8 115.7(5) . . ?
O2 C7 N2 121.5(5) . . ?
O2 C7 C8 122.8(5) . . ?
N5 O7 Zn1 107.5(5) . . ?
N5A O7A Zn1 113.0(11) . . ?
C9 C8 C7 118.5(6) . . ?
C9 C8 C18 124.1(6) . . ?
C18 C8 C7 117.4(5) . . ?
C8 C9 H9 120.2 . . ?
C8 C9 C10 119.6(6) . . ?
C10 C9 H9 120.2 . . ?
C9 C10 H10 121.1 . . ?
C11 C10 C9 117.7(6) . . ?
C11 C10 H10 121.1 . . ?
C10 C11 N3 117.2(5) . . ?
C12 C11 N3 119.1(5) . . ?
C12 C11 C10 123.7(5) . . ?
C11 C12 C18 117.6(5) . . ?
C13 C12 C11 124.4(5) . . ?
C13 C12 C18 117.9(5) . . ?
C12 C13 H13 119.4 . . ?
C12 C13 C14 121.2(5) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 H14 119.7 . . ?
C13 C14 C15 120.7(6) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 120.2 . . ?
C14 C15 C16 119.7(5) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 C17 118.5(5) . . ?
C18 C16 C15 119.8(5) . . ?
C18 C16 C17 121.7(5) . . ?
O1 C17 N2 118.0(5) . . ?
O1 C17 C16 125.1(6) . . ?
N2 C17 C16 116.9(5) . . ?
C8 C18 C12 117.3(5) . . ?
C16 C18 C8 122.3(5) . . ?
C16 C18 C12 120.5(5) . . ?
N3 C19 H19 119.1 . . ?
N3 C19 C20 121.9(5) . . ?
C20 C19 H19 119.1 . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.4(5) . . ?
C21 C20 H20 119.8 . . ?
O3 C21 C20 123.9(5) . . ?
O3 C21 C22 119.9(5) . . ?
C20 C21 C22 116.2(4) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.4(5) . . ?
C23 C22 H22 119.8 . . ?
N3 C23 C22 121.3(5) . . ?
N3 C23 H23 119.3 . . ?
C22 C23 H23 119.3 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C25 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
C25 C24 H24C 109.5 . . ?
N6 C25 C24 179.1(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 C5 C4 -2.5(8) . . . . ?
C1 C2 C3 C4 -0.4(8) . . . . ?
C1 C2 C3 C6 175.2(5) . . . . ?
N1 C1 C2 C3 -0.9(9) . . . . ?
Zn1 N1 C5 C4 177.5(4) 1_446 . . . ?
Zn1 O3 C21 C20 -19.1(7) . . . . ?
Zn1 O3 C21 C22 160.6(4) . . . . ?
C2 C1 N1 Zn1 -177.6(4) . . . 1_446 ?
C2 C1 N1 C5 2.4(8) . . . . ?
C2 C3 C4 C5 0.3(8) . . . . ?
C2 C3 C6 N2 28.4(8) . . . . ?
N2 C7 C8 C9 176.8(6) . . . . ?
N2 C7 C8 C18 -4.1(9) . . . . ?
O2 C7 C8 C9 -4.6(11) . . . . ?
O2 C7 C8 C18 174.5(7) . . . . ?
C3 C4 C5 N1 1.3(9) . . . . ?
N3 C11 C12 C13 8.7(9) . . . . ?
N3 C11 C12 C18 -174.2(5) . . . . ?
N3 C19 C20 C21 0.1(9) . . . . ?
O3 C21 C22 C23 -178.5(5) . . . . ?
C4 C3 C6 N2 -156.1(5) . . . . ?
O5 N4 O4 Zn1 -2.6(6) . . . . ?
C6 N2 C7 O2 8.0(10) . . . . ?
C6 N2 C7 C8 -173.4(5) . . . . ?
C6 N2 C17 O1 -0.8(8) . . . . ?
C6 N2 C17 C16 177.4(5) . . . . ?
C6 C3 C4 C5 -175.6(5) . . . . ?
O6 N4 O4 Zn1 176.4(5) . . . . ?
C7 N2 C6 C3 -97.1(7) . . . . ?
C7 N2 C17 O1 -175.6(6) . . . . ?
C7 N2 C17 C16 2.6(9) . . . . ?
C7 C8 C9 C10 178.6(6) . . . . ?
C7 C8 C18 C12 -177.7(5) . . . . ?
C7 C8 C18 C16 3.1(9) . . . . ?
C8 C9 C10 C11 0.8(10) . . . . ?
O8 N5 O7 Zn1 5.0(8) . . . . ?
O8A N5A O7A Zn1 0(3) . . . . ?
C9 C8 C18 C12 1.3(10) . . . . ?
C9 C8 C18 C16 -177.8(6) . . . . ?
C9 C10 C11 N3 175.2(5) . . . . ?
C9 C10 C11 C12 -2.4(10) . . . . ?
O9 N5 O7 Zn1 -167.0(5) . . . . ?
O9 N5A O7A Zn1 -161.3(13) . . . . ?
C10 C11 C12 C13 -173.7(6) . . . . ?
C10 C11 C12 C18 3.3(9) . . . . ?
C11 N3 C19 C20 -172.5(6) . . . . ?
C11 N3 C23 C22 173.1(5) . . . . ?
C11 C12 C13 C14 179.9(5) . . . . ?
C11 C12 C18 C8 -2.7(8) . . . . ?
C11 C12 C18 C16 176.5(5) . . . . ?
C12 C13 C14 C15 2.0(9) . . . . ?
C13 C12 C18 C8 174.6(5) . . . . ?
C13 C12 C18 C16 -6.3(8) . . . . ?
C13 C14 C15 C16 -3.6(9) . . . . ?
C14 C15 C16 C17 -177.0(5) . . . . ?
C14 C15 C16 C18 0.1(9) . . . . ?
C15 C16 C17 O1 -8.7(9) . . . . ?
C15 C16 C17 N2 173.2(5) . . . . ?
C15 C16 C18 C8 -176.1(5) . . . . ?
C15 C16 C18 C12 4.8(8) . . . . ?
C17 N2 C6 C3 87.7(6) . . . . ?
C17 N2 C7 O2 -177.4(6) . . . . ?
C17 N2 C7 C8 1.3(9) . . . . ?
C17 C16 C18 C8 0.9(9) . . . . ?
C17 C16 C18 C12 -178.2(5) . . . . ?
C18 C8 C9 C10 -0.4(11) . . . . ?
C18 C12 C13 C14 2.8(8) . . . . ?
C18 C16 C17 O1 174.3(5) . . . . ?
C18 C16 C17 N2 -3.8(8) . . . . ?
C19 N3 C11 C10 55.4(7) . . . . ?
C19 N3 C11 C12 -126.9(6) . . . . ?
C19 N3 C23 C22 0.2(8) . . . . ?
C19 C20 C21 O3 178.9(5) . . . . ?
C19 C20 C21 C22 -0.8(8) . . . . ?
C20 C21 C22 C23 1.3(8) . . . . ?
C21 C22 C23 N3 -1.0(8) . . . . ?
C23 N3 C11 C10 -117.4(6) . . . . ?
C23 N3 C11 C12 60.3(7) . . . . ?
C23 N3 C19 C20 0.2(9) . . . . ?

_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 1831229'
_audit_update_record             
;
2018-03-20 deposited with the CCDC.
2018-05-17 downloaded from the CCDC.
;
_audit_creation_date             2015-08-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C50 H30 N4 O10 Zn, 0.5(C6 H14 N2 O2)'
_chemical_formula_sum            'C53 H37 N5 O11 Zn'
_chemical_formula_weight         985.24
_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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   20.3079(18)
_cell_length_b                   17.8201(16)
_cell_length_c                   12.0220(11)
_cell_angle_alpha                90
_cell_angle_beta                 91.431(2)
_cell_angle_gamma                90
_cell_volume                     4349.3(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7192
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.363
_cell_measurement_theta_min      2.26
_shelx_estimated_absorpt_T_max   0.933
_shelx_estimated_absorpt_T_min   0.927
_exptl_absorpt_coefficient_mu    0.639
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6942
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0557 before and 0.0519 after correction.
The Ratio of minimum to maximum transmission is 0.9311.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2032
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_av_unetI/netI     0.0364
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            31047
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.486
_diffrn_reflns_theta_min         1.520
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 1.000
_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           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3936
_reflns_number_total             4984
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.712
_refine_diff_density_min         -1.072
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     333
_refine_ls_number_reflns         4984
_refine_ls_number_restraints     17
_refine_ls_R_factor_all          0.0611
_refine_ls_R_factor_gt           0.0420
_refine_ls_restrained_S_all      1.113
_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)+(0.0440P)²+9.6230P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0983
_refine_ls_wR_factor_ref         0.1075
_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
 O6-O6_$1
 1.5 with sigma of 0.01
 O6-O6_$1
 1.6 with sigma of 0.02
 N3-C26 = N3-C28 = N3-C27
 1.45 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
N3 \\sim C27 \\sim C28: within 1.7A with sigma of 0.005 and sigma for terminal
atoms of 0.005
4. Others
 Fixed Sof: O6(0.5) C26(0.5) H26(0.5) C27(0.5) H27A(0.5) H27B(0.5) H27C(0.5)
 H28A(0.5) H28B(0.5) H28C(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C11(H11), C12(H12), C15(H15), C16(H16),
 C17(H17), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26)
5.c Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C28(H28A,H28B,H28C)
;
_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
C1 C 0.41368(11) 0.77362(12) 0.58254(19) 0.0220(5) Uani 1 1 d . . . . .
N1 N 0.29573(10) 0.43380(10) 0.47685(17) 0.0261(4) Uani 1 1 d . . . . .
O1 O 0.44839(9) 0.76745(9) 0.67190(15) 0.0322(4) Uani 1 1 d . . . . .
Zn1 Zn 0.5000 0.84296(2) 0.7500 0.01917(11) Uani 1 2 d S T P . .
C2 C 0.37833(11) 0.70320(12) 0.54566(19) 0.0219(5) Uani 1 1 d . . . . .
N2 N 0.39858(10) 0.11491(10) 0.67142(16) 0.0226(4) Uani 1 1 d . . . . .
O2 O 0.40848(10) 0.83090(9) 0.52554(15) 0.0341(4) Uani 1 1 d . . . . .
C3 C 0.32759(12) 0.70748(13) 0.4662(2) 0.0253(5) Uani 1 1 d . . . . .
H3 H 0.3147 0.7549 0.4367 0.030 Uiso 1 1 calc R . . . .
O3 O 0.20655(9) 0.45461(10) 0.58224(17) 0.0352(4) Uani 1 1 d . . . . .
C4 C 0.29569(12) 0.64280(13) 0.4296(2) 0.0274(5) Uani 1 1 d . . . . .
H4 H 0.2602 0.6464 0.3770 0.033 Uiso 1 1 calc R . . . .
O4 O 0.38901(10) 0.41711(10) 0.37872(16) 0.0367(4) Uani 1 1 d . . . . .
C5 C 0.31515(12) 0.57288(13) 0.4692(2) 0.0242(5) Uani 1 1 d . . . . .
O5 O 0.44366(8) -0.08301(8) 0.82738(13) 0.0224(3) Uani 1 1 d . . . . .
C6 C 0.36414(14) 0.56915(14) 0.5514(2) 0.0362(6) Uani 1 1 d . . . . .
H6 H 0.3765 0.5218 0.5817 0.043 Uiso 1 1 calc R . . . .
C7 C 0.39538(14) 0.63390(14) 0.5902(2) 0.0324(6) Uani 1 1 d . . . . .
H7 H 0.4285 0.6306 0.6473 0.039 Uiso 1 1 calc R . . . .
C8 C 0.28256(13) 0.50446(13) 0.4168(2) 0.0305(6) Uani 1 1 d . . . . .
H8A H 0.2344 0.5128 0.4126 0.037 Uiso 1 1 calc R . . . .
H8B H 0.2980 0.4992 0.3397 0.037 Uiso 1 1 calc R . . . .
C9 C 0.35199(13) 0.39335(13) 0.4488(2) 0.0267(5) Uani 1 1 d . . . . .
C10 C 0.36371(12) 0.32189(12) 0.50860(19) 0.0228(5) Uani 1 1 d . . . . .
C11 C 0.41886(12) 0.27950(13) 0.4853(2) 0.0273(5) Uani 1 1 d . . . . .
H11 H 0.4492 0.2969 0.4323 0.033 Uiso 1 1 calc R . . . .
C12 C 0.42990(12) 0.21098(13) 0.5396(2) 0.0251(5) Uani 1 1 d . . . . .
H12 H 0.4681 0.1824 0.5243 0.030 Uiso 1 1 calc R . . . .
C13 C 0.38564(12) 0.18518(13) 0.61498(19) 0.0234(5) Uani 1 1 d . . . . .
C14 C 0.32660(11) 0.22401(12) 0.63733(19) 0.0221(5) Uani 1 1 d . . . . .
C15 C 0.27576(11) 0.19604(12) 0.70506(19) 0.0226(5) Uani 1 1 d . . . . .
H15 H 0.2811 0.1488 0.7409 0.027 Uiso 1 1 calc R . . . .
C16 C 0.21918(12) 0.23631(14) 0.7192(2) 0.0272(5) Uani 1 1 d . . . . .
H16 H 0.1848 0.2155 0.7617 0.033 Uiso 1 1 calc R . . . .
C17 C 0.21109(12) 0.30815(14) 0.6718(2) 0.0263(5) Uani 1 1 d . . . . .
H17 H 0.1724 0.3365 0.6847 0.032 Uiso 1 1 calc R . . . .
C18 C 0.25986(11) 0.33669(13) 0.60671(19) 0.0222(5) Uani 1 1 d . . . . .
C19 C 0.25099(12) 0.41254(13) 0.5571(2) 0.0260(5) Uani 1 1 d . . . . .
C20 C 0.31733(11) 0.29497(12) 0.58424(19) 0.0212(5) Uani 1 1 d . . . . .
C21 C 0.40839(12) 0.11290(13) 0.78480(19) 0.0246(5) Uani 1 1 d . . . . .
H21 H 0.4056 0.1581 0.8264 0.029 Uiso 1 1 calc R . . . .
C22 C 0.42203(12) 0.04734(13) 0.83847(19) 0.0232(5) Uani 1 1 d . . . . .
H22 H 0.4284 0.0473 0.9170 0.028 Uiso 1 1 calc R . . . .
C23 C 0.42685(11) -0.02129(12) 0.77826(19) 0.0211(5) Uani 1 1 d . . . . .
C24 C 0.41416(11) -0.01676(12) 0.66136(19) 0.0229(5) Uani 1 1 d . . . . .
H24 H 0.4145 -0.0612 0.6178 0.027 Uiso 1 1 calc R . . . .
C25 C 0.40160(12) 0.05025(13) 0.6113(2) 0.0242(5) Uani 1 1 d . . . . .
H25 H 0.3948 0.0521 0.5329 0.029 Uiso 1 1 calc R . . . .
N3 N 0.5000 0.39176(19) 0.7500 0.0436(8) Uani 1 2 d DS TU P . .
O6 O 0.4701(2) 0.2711(3) 0.7830(4) 0.090(2) Uani 0.5 1 d D . . . .
C26 C 0.4610(5) 0.3358(5) 0.7887(6) 0.062(2) Uani 0.5 1 d D . . A -1
H26 H 0.4220 0.3511 0.8244 0.075 Uiso 0.5 1 calc R . . A -1
C27 C 0.5636(4) 0.3784(5) 0.7156(8) 0.0646(18) Uani 0.5 1 d D U . A -1
H27A H 0.5661 0.3884 0.6357 0.097 Uiso 0.5 1 calc GR . . A -1
H27B H 0.5753 0.3259 0.7305 0.097 Uiso 0.5 1 calc GR . . A -1
H27C H 0.5943 0.4114 0.7564 0.097 Uiso 0.5 1 calc GR . . A -1
C28 C 0.5000 0.4710(4) 0.7500 0.1079(19) Uani 1 2 d DS TU P A .
H28A H 0.5362 0.4893 0.7049 0.162 Uiso 0.5 1 calc GR . . B -1
H28B H 0.5058 0.4893 0.8265 0.162 Uiso 0.5 1 calc GR . . B -1
H28C H 0.4580 0.4893 0.7187 0.162 Uiso 0.5 1 calc GR . . 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
C1 O1 1.275(3) . ?
C1 C2 1.507(3) . ?
C1 O2 1.232(3) . ?
N1 C8 1.473(3) . ?
N1 C9 1.399(3) . ?
N1 C19 1.394(3) . ?
O1 Zn1 1.9343(17) . ?
Zn1 O1 1.9344(17) 2_656 ?
Zn1 O5 1.9920(16) 2_666 ?
Zn1 O5 1.9920(16) 1_565 ?
C2 C3 1.390(3) . ?
C2 C7 1.386(3) . ?
N2 C13 1.445(3) . ?
N2 C21 1.373(3) . ?
N2 C25 1.362(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.388(3) . ?
O3 C19 1.217(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.388(3) . ?
O4 C9 1.219(3) . ?
C5 C6 1.386(3) . ?
C5 C8 1.517(3) . ?
O5 Zn1 1.9920(16) 1_545 ?
O5 C23 1.290(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.392(3) . ?
C7 H7 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.479(3) . ?
C10 C11 1.385(3) . ?
C10 C20 1.410(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.400(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.371(3) . ?
C13 C14 1.416(3) . ?
C14 C15 1.421(3) . ?
C14 C20 1.427(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.369(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.409(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.375(3) . ?
C18 C19 1.486(3) . ?
C18 C20 1.416(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.360(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.426(3) . ?
C23 C24 1.425(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.358(3) . ?
C25 H25 0.9500 . ?
N3 C26 1.362(7) . ?
N3 C27 1.386(8) . ?
N3 C28 1.412(7) . ?
O6 O6 1.467(8) 2_656 ?
O6 C26 1.170(10) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 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
O1 C1 C2 115.2(2) . . ?
O2 C1 O1 125.3(2) . . ?
O2 C1 C2 119.5(2) . . ?
C9 N1 C8 117.5(2) . . ?
C19 N1 C8 117.3(2) . . ?
C19 N1 C9 125.2(2) . . ?
C1 O1 Zn1 129.08(15) . . ?
O1 Zn1 O1 91.84(10) . 2_656 ?
O1 Zn1 O5 123.00(7) 2_656 1_565 ?
O1 Zn1 O5 112.14(7) 2_656 2_666 ?
O1 Zn1 O5 123.00(7) . 2_666 ?
O1 Zn1 O5 112.14(7) . 1_565 ?
O5 Zn1 O5 97.05(9) 2_666 1_565 ?
C3 C2 C1 119.7(2) . . ?
C7 C2 C1 121.0(2) . . ?
C7 C2 C3 119.2(2) . . ?
C21 N2 C13 120.59(19) . . ?
C25 N2 C13 119.59(19) . . ?
C25 N2 C21 119.82(19) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.3(2) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.7 . . ?
C5 C4 C3 120.7(2) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C8 117.5(2) . . ?
C6 C5 C4 118.7(2) . . ?
C6 C5 C8 123.8(2) . . ?
C23 O5 Zn1 119.95(15) . 1_545 ?
C5 C6 H6 119.6 . . ?
C5 C6 C7 120.8(2) . . ?
C7 C6 H6 119.6 . . ?
C2 C7 C6 120.1(2) . . ?
C2 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
N1 C8 C5 114.3(2) . . ?
N1 C8 H8A 108.7 . . ?
N1 C8 H8B 108.7 . . ?
C5 C8 H8A 108.7 . . ?
C5 C8 H8B 108.7 . . ?
H8A C8 H8B 107.6 . . ?
N1 C9 C10 116.7(2) . . ?
O4 C9 N1 120.6(2) . . ?
O4 C9 C10 122.7(2) . . ?
C11 C10 C9 119.5(2) . . ?
C11 C10 C20 120.1(2) . . ?
C20 C10 C9 120.3(2) . . ?
C10 C11 H11 119.9 . . ?
C10 C11 C12 120.1(2) . . ?
C12 C11 H11 119.9 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0(2) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 N2 119.1(2) . . ?
C12 C13 C14 122.3(2) . . ?
C14 C13 N2 118.6(2) . . ?
C13 C14 C15 124.6(2) . . ?
C13 C14 C20 116.8(2) . . ?
C15 C14 C20 118.5(2) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.8(2) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 119.5 . . ?
C15 C16 C17 121.0(2) . . ?
C17 C16 H16 119.5 . . ?
C16 C17 H17 120.4 . . ?
C18 C17 C16 119.2(2) . . ?
C18 C17 H17 120.4 . . ?
C17 C18 C19 118.9(2) . . ?
C17 C18 C20 121.5(2) . . ?
C20 C18 C19 119.6(2) . . ?
N1 C19 C18 116.8(2) . . ?
O3 C19 N1 120.3(2) . . ?
O3 C19 C18 122.9(2) . . ?
C10 C20 C14 120.5(2) . . ?
C10 C20 C18 120.8(2) . . ?
C18 C20 C14 118.7(2) . . ?
N2 C21 H21 119.5 . . ?
C22 C21 N2 121.1(2) . . ?
C22 C21 H21 119.5 . . ?
C21 C22 H22 119.6 . . ?
C21 C22 C23 120.8(2) . . ?
C23 C22 H22 119.6 . . ?
O5 C23 C22 121.3(2) . . ?
O5 C23 C24 122.6(2) . . ?
C24 C23 C22 116.0(2) . . ?
C23 C24 H24 119.5 . . ?
C25 C24 C23 120.9(2) . . ?
C25 C24 H24 119.5 . . ?
N2 C25 H25 119.4 . . ?
C24 C25 N2 121.3(2) . . ?
C24 C25 H25 119.4 . . ?
C26 N3 C27 122.0(7) . . ?
C26 N3 C28 137.0(5) . . ?
C27 N3 C28 99.9(4) . . ?
C26 O6 O6 99.5(5) . 2_656 ?
N3 C26 H26 116.3 . . ?
O6 C26 N3 127.4(9) . . ?
O6 C26 H26 116.3 . . ?
N3 C27 H27A 109.5 . . ?
N3 C27 H27B 109.5 . . ?
N3 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N3 C28 H28A 109.5 . . ?
N3 C28 H28B 109.5 . . ?
N3 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 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
C1 C2 C3 C4 178.5(2) . . . . ?
C1 C2 C7 C6 -177.1(3) . . . . ?
N1 C9 C10 C11 -179.5(2) . . . . ?
N1 C9 C10 C20 4.0(3) . . . . ?
O1 C1 C2 C3 164.7(2) . . . . ?
O1 C1 C2 C7 -15.0(3) . . . . ?
Zn1 O5 C23 C22 -143.27(18) 1_545 . . . ?
Zn1 O5 C23 C24 34.6(3) 1_545 . . . ?
C2 C1 O1 Zn1 -178.73(15) . . . . ?
C2 C3 C4 C5 -1.9(4) . . . . ?
N2 C13 C14 C15 -5.4(3) . . . . ?
N2 C13 C14 C20 176.89(19) . . . . ?
N2 C21 C22 C23 0.3(4) . . . . ?
O2 C1 O1 Zn1 2.7(4) . . . . ?
O2 C1 C2 C3 -16.7(3) . . . . ?
O2 C1 C2 C7 163.7(2) . . . . ?
C3 C2 C7 C6 3.2(4) . . . . ?
C3 C4 C5 C6 4.2(4) . . . . ?
C3 C4 C5 C8 -173.9(2) . . . . ?
C4 C5 C6 C7 -2.9(4) . . . . ?
C4 C5 C8 N1 -168.6(2) . . . . ?
O4 C9 C10 C11 0.1(4) . . . . ?
O4 C9 C10 C20 -176.4(2) . . . . ?
C5 C6 C7 C2 -0.8(5) . . . . ?
O5 C23 C24 C25 -174.8(2) . . . . ?
C6 C5 C8 N1 13.3(4) . . . . ?
C7 C2 C3 C4 -1.8(4) . . . . ?
C8 N1 C9 O4 1.5(3) . . . . ?
C8 N1 C9 C10 -178.9(2) . . . . ?
C8 N1 C19 O3 -6.4(3) . . . . ?
C8 N1 C19 C18 172.33(19) . . . . ?
C8 C5 C6 C7 175.2(3) . . . . ?
C9 N1 C8 C5 -88.2(3) . . . . ?
C9 N1 C19 O3 173.7(2) . . . . ?
C9 N1 C19 C18 -7.6(3) . . . . ?
C9 C10 C11 C12 -178.7(2) . . . . ?
C9 C10 C20 C14 176.4(2) . . . . ?
C9 C10 C20 C18 -1.8(3) . . . . ?
C10 C11 C12 C13 0.9(4) . . . . ?
C11 C10 C20 C14 -0.1(3) . . . . ?
C11 C10 C20 C18 -178.3(2) . . . . ?
C11 C12 C13 N2 -179.0(2) . . . . ?
C11 C12 C13 C14 2.8(4) . . . . ?
C12 C13 C14 C15 172.8(2) . . . . ?
C12 C13 C14 C20 -4.9(3) . . . . ?
C13 N2 C21 C22 -178.5(2) . . . . ?
C13 N2 C25 C24 179.5(2) . . . . ?
C13 C14 C15 C16 -177.8(2) . . . . ?
C13 C14 C20 C10 3.5(3) . . . . ?
C13 C14 C20 C18 -178.2(2) . . . . ?
C14 C15 C16 C17 -3.2(4) . . . . ?
C15 C14 C20 C10 -174.4(2) . . . . ?
C15 C14 C20 C18 3.9(3) . . . . ?
C15 C16 C17 C18 2.6(4) . . . . ?
C16 C17 C18 C19 -180.0(2) . . . . ?
C16 C17 C18 C20 1.4(3) . . . . ?
C17 C18 C19 N1 -169.2(2) . . . . ?
C17 C18 C19 O3 9.4(3) . . . . ?
C17 C18 C20 C10 173.7(2) . . . . ?
C17 C18 C20 C14 -4.6(3) . . . . ?
C19 N1 C8 C5 91.9(3) . . . . ?
C19 N1 C9 O4 -178.7(2) . . . . ?
C19 N1 C9 C10 1.0(3) . . . . ?
C19 C18 C20 C10 -5.0(3) . . . . ?
C19 C18 C20 C14 176.7(2) . . . . ?
C20 C10 C11 C12 -2.2(4) . . . . ?
C20 C14 C15 C16 -0.1(3) . . . . ?
C20 C18 C19 N1 9.5(3) . . . . ?
C20 C18 C19 O3 -171.9(2) . . . . ?
C21 N2 C13 C12 116.5(3) . . . . ?
C21 N2 C13 C14 -65.2(3) . . . . ?
C21 N2 C25 C24 0.0(4) . . . . ?
C21 C22 C23 O5 175.8(2) . . . . ?
C21 C22 C23 C24 -2.3(3) . . . . ?
C22 C23 C24 C25 3.2(3) . . . . ?
C23 C24 C25 N2 -2.2(4) . . . . ?
C25 N2 C13 C12 -62.9(3) . . . . ?
C25 N2 C13 C14 115.4(2) . . . . ?
C25 N2 C21 C22 0.9(4) . . . . ?
O6 O6 C26 N3 -4.2(9) 2_656 . . . ?
C27 N3 C26 O6 -12.4(10) . . . . ?
C28 N3 C26 O6 -177.9(5) . . . . ?

_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_1
_database_code_depnum_ccdc_archive 'CCDC 1831227'
_audit_update_record             
;
2018-03-20 deposited with the CCDC.
2018-05-17 downloaded from the CCDC.
;
_audit_creation_date             2015-08-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'F6 Sb, C46 H29 Ag N6 O6, 1(O), 2(C H4 O)'
_chemical_formula_sum            'C48 H39 Ag F6 N6 O9 Sb'
_chemical_formula_weight         1187.47
_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'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
Sb Sb -0.5866 1.5461 '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        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   39.611(2)
_cell_length_b                   8.5088(4)
_cell_length_c                   27.5544(15)
_cell_angle_alpha                90
_cell_angle_beta                 93.3010(10)
_cell_angle_gamma                90
_cell_volume                     9271.5(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3516
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      20.81
_cell_measurement_theta_min      2.449
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.880
_exptl_absorpt_coefficient_mu    1.094
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6769
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0516 before and 0.0465 after correction.
The Ratio of minimum to maximum transmission is 0.9081.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.701
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             4744
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0751
_diffrn_reflns_av_unetI/netI     0.0911
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       49
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            30813
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.387
_diffrn_reflns_theta_min         1.754
_diffrn_ambient_temperature      100.0
_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           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5824
_reflns_number_total             9481
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.362
_refine_diff_density_min         -1.357
_refine_diff_density_rms         0.113
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     698
_refine_ls_number_reflns         9481
_refine_ls_number_restraints     37
_refine_ls_R_factor_all          0.1112
_refine_ls_R_factor_gt           0.0541
_refine_ls_restrained_S_all      1.007
_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)+(0.0430P)²+36.9190P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1026
_refine_ls_wR_factor_ref         0.1208
_refine_special_details          
;
One of the two pyridone groups within the asymmetric
unit was modelled as disordered over two equivalent
positions on the naphthalimide ring with occupancies
0.6667:0.3333. The lower occupied of the two disordered
contributors was constrained to hexagonal geometry with
an AFIX 66/65 constraint and the anisotropic displacement
parameters were fixed with a RIGU restraint. The structure
also contained a region of diffuse electron density which
was best modelled as one water molecule per unit cell
which was equally split over three positions. Although
the associated hydrogen atoms were not explicitly modelled,
they were included in the chemical formula for correct
calculation of density, F000 and absorption coefficient.
;
_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, All O(H) groups
2. Restrained distances
 H7-O8
 1.85 with sigma of 0.02
3. Rigid body (RIGU) restrains
 N6A, C50A, C51A, C52A, C53A, C54A
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4. Others
 Fixed Sof: N6(0.6667) O6(0.6667) O6A(0.33333) C50(0.6667) H50(0.6667)
 C51(0.6667) H51(0.6667) C52(0.6667) C53(0.6667) H53(0.6667) C54(0.6667)
 H54(0.6667) C54A(0.33333) H54A(0.33333) N6A(0.33333) C50A(0.33333)
 H50A(0.33333) C51A(0.33333) H51A(0.33333) C52A(0.33333) C53A(0.33333)
 H53A(0.33333) O9(0.33333) O10(0.33333) O11(0.33333)
5.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C37(H37A,H37B)
5.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C12(H12), C13(H13), C17(H17), C18(H18), C21(H21), C22(H22),
 C23(H23), C27(H27), C28(H28), C30(H30), C31(H31), C32(H32), C33(H33), C35(H35),
  C36(H36), C40(H40), C41(H41), C45(H45), C46(H46), C50(H50), C51(H51),
 C53(H53), C54(H54), C54A(H54A), C50A(H50A), C51A(H51A), C53A(H53A)
5.c Fitted hexagon refined as free rotating group:
 C54A(N6A,C50A,C51A,C52A,C53A)
5.d Idealised Me refined as rotating group:
 C56(H56A,H56B,H56C), C55(H55A,H55B,H55C)
5.e Idealised tetrahedral OH refined as rotating group:
 O8(H8), O7(H7)
;
_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
F1 F 0.42659(8) 1.0296(4) 0.47365(16) 0.0572(12) Uani 1 1 d . . . . .
Sb1 Sb 0.38063(2) 1.07743(4) 0.47200(2) 0.02899(12) Uani 1 1 d . . . . .
F2 F 0.38880(9) 1.2189(4) 0.52394(13) 0.0469(10) Uani 1 1 d . . . . .
F3 F 0.38715(8) 1.2410(4) 0.42805(13) 0.0396(9) Uani 1 1 d . . . . .
F4 F 0.37203(10) 0.9354(4) 0.42117(14) 0.0513(10) Uani 1 1 d . . . . .
F5 F 0.37452(9) 0.9167(4) 0.51710(14) 0.0462(10) Uani 1 1 d . . . . .
F6 F 0.33490(8) 1.1281(4) 0.47147(15) 0.0460(10) Uani 1 1 d . . . . .
Ag1 Ag 0.38451(2) 0.60694(5) 0.68190(2) 0.04404(16) Uani 1 1 d . . . . .
N1 N 0.34908(13) 0.4134(5) 0.66483(18) 0.0341(12) Uani 1 1 d . . . . .
O1 O 0.25440(10) 0.1249(5) 0.55556(16) 0.0384(11) Uani 1 1 d . . . . .
N2 N 0.28861(11) -0.0628(5) 0.58838(18) 0.0275(11) Uani 1 1 d . . . . .
O2 O 0.32373(11) -0.2491(5) 0.62231(16) 0.0472(12) Uani 1 1 d . . . . .
N3 N 0.32257(12) -0.4684(5) 0.39825(19) 0.0329(12) Uani 1 1 d . . . . .
O3 O 0.34055(11) -0.6640(5) 0.26658(16) 0.0455(12) Uani 1 1 d . . . . .
N4 N 0.41233(13) 0.8270(6) 0.67228(19) 0.0410(14) Uani 1 1 d . . . . .
O4 O 0.42508(11) 1.4961(5) 0.60595(16) 0.0398(11) Uani 1 1 d . . . . .
N5 N 0.46468(11) 1.3089(5) 0.59408(18) 0.0287(11) Uani 1 1 d . . . . .
O5 O 0.50583(10) 1.1304(5) 0.58299(15) 0.0358(10) Uani 1 1 d . . . . .
N6 N 0.43251(16) 1.5524(7) 0.3758(2) 0.0231(15) Uani 0.6667 1 d . . P A -1
O6 O 0.4201(2) 1.6029(9) 0.2282(2) 0.060(2) Uani 0.6667 1 d . . P A -1
O6A O 0.4474(4) 1.469(2) 0.2203(5) 0.066(5) Uani 0.3333 1 d . . P B -2
C9 C 0.35895(15) 0.2957(7) 0.6362(3) 0.0402(16) Uani 1 1 d . . . . .
H9 H 0.3807 0.3004 0.6235 0.048 Uiso 1 1 calc R . . . .
C10 C 0.33840(15) 0.1685(7) 0.6246(3) 0.0415(17) Uani 1 1 d . . . . .
H10 H 0.3460 0.0890 0.6036 0.050 Uiso 1 1 calc R . . . .
C11 C 0.30704(14) 0.1555(6) 0.6432(2) 0.0296(14) Uani 1 1 d . . . . .
C12 C 0.29658(16) 0.2805(7) 0.6708(2) 0.0383(16) Uani 1 1 d . . . . .
H12 H 0.2746 0.2807 0.6828 0.046 Uiso 1 1 calc R . . . .
C13 C 0.31812(16) 0.4041(7) 0.6807(2) 0.0381(15) Uani 1 1 d . . . . .
H13 H 0.3104 0.4879 0.7000 0.046 Uiso 1 1 calc R . . . .
C14 C 0.28555(15) 0.0113(7) 0.6359(2) 0.0346(15) Uani 1 1 d . . . . .
H14A H 0.2921 -0.0659 0.6616 0.042 Uiso 1 1 calc R . . . .
H14B H 0.2616 0.0401 0.6394 0.042 Uiso 1 1 calc R . . . .
C15 C 0.30881(14) -0.1979(7) 0.5857(2) 0.0312(14) Uani 1 1 d . . . . .
C16 C 0.31071(13) -0.2693(6) 0.5370(2) 0.0272(14) Uani 1 1 d . . . . .
C17 C 0.32918(14) -0.4057(7) 0.5323(2) 0.0356(15) Uani 1 1 d . . . . .
H17 H 0.3395 -0.4548 0.5604 0.043 Uiso 1 1 calc R . . . .
C18 C 0.33266(14) -0.4718(6) 0.4861(2) 0.0327(15) Uani 1 1 d . . . . .
H18 H 0.3453 -0.5655 0.4827 0.039 Uiso 1 1 calc R . . . .
C19 C 0.31767(14) -0.4001(7) 0.4461(2) 0.0318(14) Uani 1 1 d . . . . .
C20 C 0.29790(13) -0.2634(6) 0.4486(2) 0.0279(14) Uani 1 1 d . . . . .
C21 C 0.28056(13) -0.1892(7) 0.4084(2) 0.0291(14) Uani 1 1 d . . . . .
H21 H 0.2823 -0.2316 0.3767 0.035 Uiso 1 1 calc R . . . .
C22 C 0.26145(14) -0.0576(7) 0.4144(2) 0.0354(15) Uani 1 1 d . . . . .
H22 H 0.2501 -0.0098 0.3869 0.042 Uiso 1 1 calc R . . . .
C23 C 0.25851(14) 0.0073(7) 0.4604(2) 0.0317(14) Uani 1 1 d . . . . .
H23 H 0.2453 0.0994 0.4641 0.038 Uiso 1 1 calc R . . . .
C24 C 0.27476(12) -0.0622(6) 0.5006(2) 0.0256(13) Uani 1 1 d . . . . .
C25 C 0.27139(13) 0.0080(7) 0.5484(2) 0.0293(14) Uani 1 1 d . . . . .
C26 C 0.29453(13) -0.1980(6) 0.4956(2) 0.0262(13) Uani 1 1 d . . . . .
C27 C 0.33799(18) -0.3850(8) 0.3635(3) 0.0488(18) Uani 1 1 d . . . . .
H27 H 0.3447 -0.2798 0.3705 0.059 Uiso 1 1 calc R . . . .
C28 C 0.34406(18) -0.4456(8) 0.3199(3) 0.0500(19) Uani 1 1 d . . . . .
H28 H 0.3550 -0.3828 0.2970 0.060 Uiso 1 1 calc R . . . .
C29 C 0.33432(15) -0.6033(7) 0.3072(2) 0.0379(15) Uani 1 1 d . . . . .
C30 C 0.31803(14) -0.6862(7) 0.3446(2) 0.0314(14) Uani 1 1 d . . . . .
H30 H 0.3107 -0.7911 0.3388 0.038 Uiso 1 1 calc R . . . .
C31 C 0.31287(14) -0.6191(6) 0.3879(2) 0.0316(14) Uani 1 1 d . . . . .
H31 H 0.3022 -0.6785 0.4119 0.038 Uiso 1 1 calc R . . . .
C32 C 0.40937(14) 0.8953(7) 0.6288(2) 0.0292(14) Uani 1 1 d . . . . .
H32 H 0.3951 0.8480 0.6040 0.035 Uiso 1 1 calc R . . . .
C33 C 0.42633(14) 1.0333(7) 0.6180(2) 0.0296(14) Uani 1 1 d . . . . .
H33 H 0.4237 1.0763 0.5862 0.035 Uiso 1 1 calc R . . . .
C34 C 0.44667(15) 1.1075(7) 0.6526(2) 0.0330(14) Uani 1 1 d . . . . .
C35 C 0.4511(2) 1.0349(10) 0.6970(3) 0.077(3) Uani 1 1 d . . . . .
H35 H 0.4661 1.0784 0.7216 0.093 Uiso 1 1 calc R . . . .
C36 C 0.4335(2) 0.8968(10) 0.7058(3) 0.080(3) Uani 1 1 d . . . . .
H36 H 0.4365 0.8497 0.7370 0.096 Uiso 1 1 calc R . . . .
C37 C 0.46466(16) 1.2619(7) 0.6453(2) 0.0369(15) Uani 1 1 d . . . . .
H37A H 0.4536 1.3451 0.6638 0.044 Uiso 1 1 calc R . . . .
H37B H 0.4883 1.2527 0.6586 0.044 Uiso 1 1 calc R . . . .
C38 C 0.44257(14) 1.4289(7) 0.5775(2) 0.0293(13) Uani 1 1 d . . . . .
C39 C 0.44231(13) 1.4687(6) 0.5259(2) 0.0252(13) Uani 1 1 d . . . . .
C40 C 0.42040(14) 1.5867(7) 0.5075(2) 0.0302(13) Uani 1 1 d . . . . .
H40 H 0.4070 1.6446 0.5288 0.036 Uiso 1 1 calc R . . . .
C41 C 0.41839(14) 1.6180(7) 0.4584(2) 0.0348(15) Uani 1 1 d . . . . .
H41 H 0.4033 1.6972 0.4461 0.042 Uiso 1 1 calc R . . . .
C42 C 0.43759(14) 1.5377(7) 0.4270(2) 0.0294(14) Uani 1 1 d . . . . .
C43 C 0.46098(13) 1.4224(6) 0.4439(2) 0.0260(13) Uani 1 1 d . . . . .
C44 C 0.48282(15) 1.3407(7) 0.4134(2) 0.0341(15) Uani 1 1 d . . . . .
C45 C 0.50522(15) 1.2332(7) 0.4330(2) 0.0387(16) Uani 1 1 d . . . . .
H45 H 0.5200 1.1812 0.4122 0.046 Uiso 1 1 calc R . . . .
C46 C 0.50725(14) 1.1967(7) 0.4825(2) 0.0317(15) Uani 1 1 d . . . . .
H46 H 0.5230 1.1206 0.4951 0.038 Uiso 1 1 calc R . . . .
C47 C 0.48609(13) 1.2724(6) 0.5130(2) 0.0252(13) Uani 1 1 d . . . . .
C48 C 0.48701(14) 1.2306(6) 0.5643(2) 0.0280(13) Uani 1 1 d . . . . .
C49 C 0.46317(12) 1.3880(6) 0.4946(2) 0.0202(12) Uani 1 1 d . . . . .
C50 C 0.4352(2) 1.6970(11) 0.3544(3) 0.032(2) Uani 0.6667 1 d . . P A -1
H50 H 0.4399 1.7856 0.3747 0.039 Uiso 0.6667 1 calc R . P A -1
C51 C 0.4314(2) 1.7190(11) 0.3060(3) 0.038(2) Uani 0.6667 1 d . . P A -1
H51 H 0.4341 1.8212 0.2928 0.045 Uiso 0.6667 1 calc R . P A -1
C52 C 0.4232(2) 1.5871(11) 0.2735(3) 0.036(2) Uani 0.6667 1 d . . P A -1
C53 C 0.4192(2) 1.4378(15) 0.2976(4) 0.041(3) Uani 0.6667 1 d . . P A -1
H53 H 0.4133 1.3471 0.2789 0.049 Uiso 0.6667 1 calc R . P A -1
C54 C 0.4236(2) 1.4254(10) 0.3459(3) 0.030(2) Uani 0.6667 1 d . . P A -1
H54 H 0.4204 1.3257 0.3605 0.036 Uiso 0.6667 1 calc R . P A -1
C54A C 0.4972(2) 1.3979(13) 0.3293(4) 0.036(4) Uani 0.3333 1 d . U P B -2
H54A H 0.5201 1.4040 0.3416 0.044 Uiso 0.3333 1 calc R . P B -2
N6A N 0.4721(3) 1.3537(12) 0.3598(3) 0.035(3) Uani 0.3333 1 d G U P B -2
C50A C 0.4386(2) 1.3448(16) 0.3418(4) 0.039(4) Uani 0.3333 1 d G U P B -2
H50A H 0.4215 1.3146 0.3626 0.046 Uiso 0.3333 1 calc R . P B -2
C51A C 0.4303(2) 1.3799(18) 0.2933(5) 0.055(8) Uani 0.3333 1 d G U P B -2
H51A H 0.4074 1.3738 0.2810 0.066 Uiso 0.3333 1 calc R . P B -2
C52A C 0.4554(3) 1.4240(16) 0.2628(3) 0.044(4) Uani 0.3333 1 d G U P B -2
C53A C 0.4888(3) 1.4330(14) 0.2808(4) 0.044(4) Uani 0.3333 1 d G U P B -2
H53A H 0.5060 1.4632 0.2600 0.053 Uiso 0.3333 1 calc R . P B -2
O9 O 0.4758(5) 1.072(2) 0.3219(8) 0.098(6) Uiso 0.3333 1 d . . P C -1
O10 O 0.4583(6) 0.986(3) 0.3299(7) 0.096(6) Uiso 0.3333 1 d . . P D -2
O11 O 0.4262(10) 0.916(4) 0.3387(13) 0.207(15) Uiso 0.3333 1 d . . P E -3
O8 O 0.32065(12) 1.0450(6) 0.24720(18) 0.0550(13) Uani 1 1 d D . . . .
H8 H 0.3243 1.1409 0.2524 0.083 Uiso 1 1 calc GR . . . .
C56 C 0.3505(2) 0.9585(10) 0.2592(4) 0.103(4) Uani 1 1 d . . . . .
H56A H 0.3548 0.8854 0.2328 0.154 Uiso 1 1 calc GR . . . .
H56B H 0.3478 0.8994 0.2893 0.154 Uiso 1 1 calc GR . . . .
H56C H 0.3696 1.0310 0.2639 0.154 Uiso 1 1 calc GR . . . .
O7 O 0.26416(16) 0.9675(7) 0.2941(2) 0.0776(17) Uani 1 1 d . . . . .
H7 H 0.2807 0.9889 0.2775 0.116 Uiso 1 1 calc DGR . . . .
C55 C 0.24942(19) 0.8261(9) 0.2776(3) 0.061(2) Uani 1 1 d . . . . .
H55A H 0.2397 0.8400 0.2443 0.091 Uiso 1 1 calc GR . . . .
H55B H 0.2315 0.7959 0.2989 0.091 Uiso 1 1 calc GR . . . .
H55C H 0.2667 0.7437 0.2780 0.091 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
F1 Sb1 1.863(3) . ?
Sb1 F2 1.884(4) . ?
Sb1 F3 1.873(3) . ?
Sb1 F4 1.866(4) . ?
Sb1 F5 1.873(3) . ?
Sb1 F6 1.861(3) . ?
Ag1 N1 2.197(5) . ?
Ag1 N4 2.197(5) . ?
N1 C9 1.347(7) . ?
N1 C13 1.328(7) . ?
O1 C25 1.223(7) . ?
N2 C14 1.464(7) . ?
N2 C15 1.405(7) . ?
N2 C25 1.398(7) . ?
O2 C15 1.219(7) . ?
N3 C19 1.464(8) . ?
N3 C27 1.364(8) . ?
N3 C31 1.364(7) . ?
O3 C29 1.269(7) . ?
N4 C32 1.331(7) . ?
N4 C36 1.349(9) . ?
O4 C38 1.218(7) . ?
N5 C37 1.466(7) . ?
N5 C38 1.404(7) . ?
N5 C48 1.409(7) . ?
O5 C48 1.227(6) . ?
N6 C42 1.419(8) . ?
N6 C50 1.370(10) . ?
N6 C54 1.392(10) . ?
O6 C52 1.254(11) . ?
O6A C52A 1.257(15) . ?
C9 H9 0.9500 . ?
C9 C10 1.380(8) . ?
C10 H10 0.9500 . ?
C10 C11 1.375(8) . ?
C11 C12 1.385(8) . ?
C11 C14 1.500(8) . ?
C12 H12 0.9500 . ?
C12 C13 1.371(8) . ?
C13 H13 0.9500 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.481(8) . ?
C16 C17 1.382(8) . ?
C16 C26 1.412(8) . ?
C17 H17 0.9500 . ?
C17 C18 1.407(9) . ?
C18 H18 0.9500 . ?
C18 C19 1.364(8) . ?
C19 C20 1.407(8) . ?
C20 C21 1.419(8) . ?
C20 C26 1.422(8) . ?
C21 H21 0.9500 . ?
C21 C22 1.367(8) . ?
C22 H22 0.9500 . ?
C22 C23 1.395(8) . ?
C23 H23 0.9500 . ?
C23 C24 1.382(8) . ?
C24 C25 1.460(8) . ?
C24 C26 1.407(7) . ?
C27 H27 0.9500 . ?
C27 C28 1.343(9) . ?
C28 H28 0.9500 . ?
C28 C29 1.434(9) . ?
C29 C30 1.434(9) . ?
C30 H30 0.9500 . ?
C30 C31 1.348(8) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C32 C33 1.393(8) . ?
C33 H33 0.9500 . ?
C33 C34 1.367(8) . ?
C34 C35 1.372(9) . ?
C34 C37 1.513(8) . ?
C35 H35 0.9500 . ?
C35 C36 1.396(10) . ?
C36 H36 0.9500 . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 C39 1.463(8) . ?
C39 C40 1.402(8) . ?
C39 C49 1.406(7) . ?
C40 H40 0.9500 . ?
C40 C41 1.377(8) . ?
C41 H41 0.9500 . ?
C41 C42 1.368(8) . ?
C42 C43 1.410(8) . ?
C43 C44 1.424(8) . ?
C43 C49 1.424(8) . ?
C44 C45 1.364(8) . ?
C44 N6A 1.517(10) . ?
C45 H45 0.9500 . ?
C45 C46 1.398(9) . ?
C46 H46 0.9500 . ?
C46 C47 1.380(8) . ?
C47 C48 1.456(8) . ?
C47 C49 1.413(7) . ?
C50 H50 0.9500 . ?
C50 C51 1.349(12) . ?
C51 H51 0.9500 . ?
C51 C52 1.460(13) . ?
C52 C53 1.447(15) . ?
C53 H53 0.9500 . ?
C53 C54 1.336(12) . ?
C54 H54 0.9500 . ?
C54A H54A 0.9500 . ?
C54A N6A 1.3900 . ?
C54A C53A 1.3900 . ?
N6A C50A 1.3900 . ?
C50A H50A 0.9500 . ?
C50A C51A 1.3900 . ?
C51A H51A 0.9500 . ?
C51A C52A 1.3900 . ?
C52A C53A 1.3900 . ?
C53A H53A 0.9500 . ?
O8 H8 0.8400 . ?
O8 C56 1.416(9) . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
O7 H7 0.8400 . ?
O7 C55 1.401(8) . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C55 H55C 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
F1 Sb1 F2 89.77(17) . . ?
F1 Sb1 F3 90.41(16) . . ?
F1 Sb1 F4 90.73(17) . . ?
F1 Sb1 F5 89.30(16) . . ?
F3 Sb1 F2 89.55(15) . . ?
F3 Sb1 F5 178.70(16) . . ?
F4 Sb1 F2 179.04(17) . . ?
F4 Sb1 F3 91.27(16) . . ?
F4 Sb1 F5 90.00(16) . . ?
F5 Sb1 F2 89.18(16) . . ?
F6 Sb1 F1 178.77(19) . . ?
F6 Sb1 F2 89.00(16) . . ?
F6 Sb1 F3 89.61(15) . . ?
F6 Sb1 F4 90.50(17) . . ?
F6 Sb1 F5 90.66(15) . . ?
N4 Ag1 N1 158.74(19) . . ?
C9 N1 Ag1 118.6(4) . . ?
C13 N1 Ag1 124.4(4) . . ?
C13 N1 C9 117.0(5) . . ?
C15 N2 C14 118.4(5) . . ?
C25 N2 C14 117.2(5) . . ?
C25 N2 C15 124.4(5) . . ?
C27 N3 C19 120.9(5) . . ?
C31 N3 C19 120.7(5) . . ?
C31 N3 C27 118.4(6) . . ?
C32 N4 Ag1 117.5(4) . . ?
C32 N4 C36 116.4(5) . . ?
C36 N4 Ag1 126.0(5) . . ?
C38 N5 C37 118.4(5) . . ?
C38 N5 C48 123.8(5) . . ?
C48 N5 C37 117.8(5) . . ?
C50 N6 C42 119.7(6) . . ?
C50 N6 C54 117.8(7) . . ?
C54 N6 C42 122.4(6) . . ?
N1 C9 H9 119.0 . . ?
N1 C9 C10 122.0(6) . . ?
C10 C9 H9 119.0 . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.7(6) . . ?
C11 C10 H10 119.6 . . ?
C10 C11 C12 116.6(5) . . ?
C10 C11 C14 122.3(5) . . ?
C12 C11 C14 121.1(5) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.7(6) . . ?
C13 C12 H12 120.1 . . ?
N1 C13 C12 123.8(6) . . ?
N1 C13 H13 118.1 . . ?
C12 C13 H13 118.1 . . ?
N2 C14 C11 113.4(5) . . ?
N2 C14 H14A 108.9 . . ?
N2 C14 H14B 108.9 . . ?
C11 C14 H14A 108.9 . . ?
C11 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
N2 C15 C16 116.2(5) . . ?
O2 C15 N2 120.0(6) . . ?
O2 C15 C16 123.8(5) . . ?
C17 C16 C15 118.9(5) . . ?
C17 C16 C26 120.3(6) . . ?
C26 C16 C15 120.8(5) . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 120.0(6) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 120.3 . . ?
C19 C18 C17 119.4(5) . . ?
C19 C18 H18 120.3 . . ?
C18 C19 N3 118.4(5) . . ?
C18 C19 C20 123.2(6) . . ?
C20 C19 N3 118.4(5) . . ?
C19 C20 C21 125.1(6) . . ?
C19 C20 C26 116.7(5) . . ?
C21 C20 C26 118.1(5) . . ?
C20 C21 H21 119.5 . . ?
C22 C21 C20 121.1(6) . . ?
C22 C21 H21 119.5 . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.7(6) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 120.0(6) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C25 119.0(5) . . ?
C23 C24 C26 120.6(6) . . ?
C26 C24 C25 120.4(5) . . ?
O1 C25 N2 118.2(6) . . ?
O1 C25 C24 123.9(5) . . ?
N2 C25 C24 117.9(5) . . ?
C16 C26 C20 120.3(5) . . ?
C24 C26 C16 120.2(5) . . ?
C24 C26 C20 119.5(5) . . ?
N3 C27 H27 118.7 . . ?
C28 C27 N3 122.6(6) . . ?
C28 C27 H27 118.7 . . ?
C27 C28 H28 119.4 . . ?
C27 C28 C29 121.2(6) . . ?
C29 C28 H28 119.4 . . ?
O3 C29 C28 122.2(6) . . ?
O3 C29 C30 123.5(6) . . ?
C28 C29 C30 114.2(6) . . ?
C29 C30 H30 119.1 . . ?
C31 C30 C29 121.7(6) . . ?
C31 C30 H30 119.1 . . ?
N3 C31 H31 119.1 . . ?
C30 C31 N3 121.8(6) . . ?
C30 C31 H31 119.1 . . ?
N4 C32 H32 118.6 . . ?
N4 C32 C33 122.8(5) . . ?
C33 C32 H32 118.6 . . ?
C32 C33 H33 119.6 . . ?
C34 C33 C32 120.9(5) . . ?
C34 C33 H33 119.6 . . ?
C33 C34 C35 117.0(6) . . ?
C33 C34 C37 124.8(5) . . ?
C35 C34 C37 118.2(5) . . ?
C34 C35 H35 120.2 . . ?
C34 C35 C36 119.7(6) . . ?
C36 C35 H35 120.2 . . ?
N4 C36 C35 123.2(7) . . ?
N4 C36 H36 118.4 . . ?
C35 C36 H36 118.4 . . ?
N5 C37 C34 113.1(5) . . ?
N5 C37 H37A 109.0 . . ?
N5 C37 H37B 109.0 . . ?
C34 C37 H37A 109.0 . . ?
C34 C37 H37B 109.0 . . ?
H37A C37 H37B 107.8 . . ?
O4 C38 N5 120.0(6) . . ?
O4 C38 C39 123.0(5) . . ?
N5 C38 C39 117.0(5) . . ?
C40 C39 C38 119.1(5) . . ?
C40 C39 C49 120.1(5) . . ?
C49 C39 C38 120.8(5) . . ?
C39 C40 H40 120.2 . . ?
C41 C40 C39 119.5(5) . . ?
C41 C40 H40 120.2 . . ?
C40 C41 H41 119.2 . . ?
C42 C41 C40 121.5(5) . . ?
C42 C41 H41 119.2 . . ?
C41 C42 N6 122.2(5) . . ?
C41 C42 C43 121.0(6) . . ?
C43 C42 N6 116.4(5) . . ?
C42 C43 C44 123.6(6) . . ?
C42 C43 C49 118.0(5) . . ?
C44 C43 C49 118.4(5) . . ?
C43 C44 N6A 113.2(6) . . ?
C45 C44 C43 119.8(6) . . ?
C45 C44 N6A 125.0(7) . . ?
C44 C45 H45 118.8 . . ?
C44 C45 C46 122.4(6) . . ?
C46 C45 H45 118.8 . . ?
C45 C46 H46 120.4 . . ?
C47 C46 C45 119.2(5) . . ?
C47 C46 H46 120.4 . . ?
C46 C47 C48 119.6(5) . . ?
C46 C47 C49 120.5(5) . . ?
C49 C47 C48 119.8(5) . . ?
N5 C48 C47 118.0(5) . . ?
O5 C48 N5 118.1(5) . . ?
O5 C48 C47 124.0(6) . . ?
C39 C49 C43 119.7(5) . . ?
C39 C49 C47 120.6(5) . . ?
C47 C49 C43 119.7(5) . . ?
N6 C50 H50 118.6 . . ?
C51 C50 N6 122.9(8) . . ?
C51 C50 H50 118.6 . . ?
C50 C51 H51 119.7 . . ?
C50 C51 C52 120.5(9) . . ?
C52 C51 H51 119.7 . . ?
O6 C52 C51 122.2(9) . . ?
O6 C52 C53 123.0(9) . . ?
C53 C52 C51 114.9(8) . . ?
C52 C53 H53 119.5 . . ?
C54 C53 C52 121.0(10) . . ?
C54 C53 H53 119.5 . . ?
N6 C54 H54 118.6 . . ?
C53 C54 N6 122.8(9) . . ?
C53 C54 H54 118.6 . . ?
N6A C54A H54A 120.0 . . ?
N6A C54A C53A 120.0 . . ?
C53A C54A H54A 120.0 . . ?
C54A N6A C44 116.0(7) . . ?
C54A N6A C50A 120.0 . . ?
C50A N6A C44 123.4(7) . . ?
N6A C50A H50A 120.0 . . ?
N6A C50A C51A 120.0 . . ?
C51A C50A H50A 120.0 . . ?
C50A C51A H51A 120.0 . . ?
C52A C51A C50A 120.0 . . ?
C52A C51A H51A 120.0 . . ?
O6A C52A C51A 119.7(12) . . ?
O6A C52A C53A 120.0(11) . . ?
C51A C52A C53A 120.0 . . ?
C54A C53A H53A 120.0 . . ?
C52A C53A C54A 120.0 . . ?
C52A C53A H53A 120.0 . . ?
C56 O8 H8 109.5 . . ?
O8 C56 H56A 109.5 . . ?
O8 C56 H56B 109.5 . . ?
O8 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C55 O7 H7 109.5 . . ?
O7 C55 H55A 109.5 . . ?
O7 C55 H55B 109.5 . . ?
O7 C55 H55C 109.5 . . ?
H55A C55 H55B 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 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
Ag1 N1 C9 C10 178.7(5) . . . . ?
Ag1 N1 C13 C12 -178.3(5) . . . . ?
Ag1 N4 C32 C33 -178.6(4) . . . . ?
Ag1 N4 C36 C35 178.3(7) . . . . ?
N1 C9 C10 C11 -1.6(11) . . . . ?
N2 C15 C16 C17 -177.7(5) . . . . ?
N2 C15 C16 C26 3.6(7) . . . . ?
O2 C15 C16 C17 2.9(8) . . . . ?
O2 C15 C16 C26 -175.8(5) . . . . ?
N3 C19 C20 C21 3.5(8) . . . . ?
N3 C19 C20 C26 -178.2(5) . . . . ?
N3 C27 C28 C29 0.4(11) . . . . ?
O3 C29 C30 C31 177.7(6) . . . . ?
N4 C32 C33 C34 -1.2(9) . . . . ?
O4 C38 C39 C40 -1.7(8) . . . . ?
O4 C38 C39 C49 179.6(5) . . . . ?
N5 C38 C39 C40 179.4(5) . . . . ?
N5 C38 C39 C49 0.7(7) . . . . ?
N6 C42 C43 C44 10.0(8) . . . . ?
N6 C42 C43 C49 -171.0(5) . . . . ?
N6 C50 C51 C52 1.7(14) . . . . ?
O6 C52 C53 C54 178.3(9) . . . . ?
O6A C52A C53A C54A 173.7(16) . . . . ?
C9 N1 C13 C12 2.2(9) . . . . ?
C9 C10 C11 C12 4.3(10) . . . . ?
C9 C10 C11 C14 -173.3(6) . . . . ?
C10 C11 C12 C13 -3.9(9) . . . . ?
C10 C11 C14 N2 -35.4(8) . . . . ?
C11 C12 C13 N1 0.7(10) . . . . ?
C12 C11 C14 N2 147.1(6) . . . . ?
C13 N1 C9 C10 -1.7(9) . . . . ?
C14 N2 C15 O2 -1.3(8) . . . . ?
C14 N2 C15 C16 179.3(4) . . . . ?
C14 N2 C25 O1 -1.4(7) . . . . ?
C14 N2 C25 C24 178.7(4) . . . . ?
C14 C11 C12 C13 173.7(6) . . . . ?
C15 N2 C14 C11 101.9(6) . . . . ?
C15 N2 C25 O1 179.5(5) . . . . ?
C15 N2 C25 C24 -0.4(7) . . . . ?
C15 C16 C17 C18 -177.1(5) . . . . ?
C15 C16 C26 C20 176.9(5) . . . . ?
C15 C16 C26 C24 -3.5(8) . . . . ?
C16 C17 C18 C19 0.0(8) . . . . ?
C17 C16 C26 C20 -1.8(8) . . . . ?
C17 C16 C26 C24 177.8(5) . . . . ?
C17 C18 C19 N3 178.1(5) . . . . ?
C17 C18 C19 C20 -1.6(9) . . . . ?
C18 C19 C20 C21 -176.9(5) . . . . ?
C18 C19 C20 C26 1.4(8) . . . . ?
C19 N3 C27 C28 177.5(6) . . . . ?
C19 N3 C31 C30 -178.0(5) . . . . ?
C19 C20 C21 C22 179.0(5) . . . . ?
C19 C20 C26 C16 0.3(7) . . . . ?
C19 C20 C26 C24 -179.3(5) . . . . ?
C20 C21 C22 C23 0.0(8) . . . . ?
C21 C20 C26 C16 178.7(5) . . . . ?
C21 C20 C26 C24 -0.9(7) . . . . ?
C21 C22 C23 C24 -0.6(8) . . . . ?
C22 C23 C24 C25 179.8(5) . . . . ?
C22 C23 C24 C26 0.4(8) . . . . ?
C23 C24 C25 O1 1.3(8) . . . . ?
C23 C24 C25 N2 -178.8(5) . . . . ?
C23 C24 C26 C16 -179.2(5) . . . . ?
C23 C24 C26 C20 0.4(8) . . . . ?
C25 N2 C14 C11 -77.2(6) . . . . ?
C25 N2 C15 O2 177.8(5) . . . . ?
C25 N2 C15 C16 -1.6(7) . . . . ?
C25 C24 C26 C16 1.3(7) . . . . ?
C25 C24 C26 C20 -179.1(5) . . . . ?
C26 C16 C17 C18 1.7(8) . . . . ?
C26 C20 C21 C22 0.7(8) . . . . ?
C26 C24 C25 O1 -179.3(5) . . . . ?
C26 C24 C25 N2 0.7(7) . . . . ?
C27 N3 C19 C18 -118.8(6) . . . . ?
C27 N3 C19 C20 60.9(7) . . . . ?
C27 N3 C31 C30 -0.2(8) . . . . ?
C27 C28 C29 O3 -178.3(7) . . . . ?
C27 C28 C29 C30 0.0(10) . . . . ?
C28 C29 C30 C31 -0.5(8) . . . . ?
C29 C30 C31 N3 0.6(9) . . . . ?
C31 N3 C19 C18 59.0(7) . . . . ?
C31 N3 C19 C20 -121.4(6) . . . . ?
C31 N3 C27 C28 -0.3(10) . . . . ?
C32 N4 C36 C35 1.3(13) . . . . ?
C32 C33 C34 C35 3.9(10) . . . . ?
C32 C33 C34 C37 -176.7(6) . . . . ?
C33 C34 C35 C36 -3.9(13) . . . . ?
C33 C34 C37 N5 -13.1(9) . . . . ?
C34 C35 C36 N4 1.4(16) . . . . ?
C35 C34 C37 N5 166.3(7) . . . . ?
C36 N4 C32 C33 -1.4(10) . . . . ?
C37 N5 C38 O4 3.3(8) . . . . ?
C37 N5 C38 C39 -177.7(4) . . . . ?
C37 N5 C48 O5 -1.9(7) . . . . ?
C37 N5 C48 C47 177.5(4) . . . . ?
C37 C34 C35 C36 176.6(8) . . . . ?
C38 N5 C37 C34 104.2(6) . . . . ?
C38 N5 C48 O5 178.1(5) . . . . ?
C38 N5 C48 C47 -2.6(7) . . . . ?
C38 C39 C40 C41 -175.8(5) . . . . ?
C38 C39 C49 C43 176.2(5) . . . . ?
C38 C39 C49 C47 -3.3(7) . . . . ?
C39 C40 C41 C42 -0.7(9) . . . . ?
C40 C39 C49 C43 -2.4(7) . . . . ?
C40 C39 C49 C47 178.0(5) . . . . ?
C40 C41 C42 N6 170.9(5) . . . . ?
C40 C41 C42 C43 -1.9(9) . . . . ?
C41 C42 C43 C44 -176.8(5) . . . . ?
C41 C42 C43 C49 2.2(8) . . . . ?
C42 N6 C50 C51 178.5(8) . . . . ?
C42 N6 C54 C53 -179.0(8) . . . . ?
C42 C43 C44 C45 178.6(5) . . . . ?
C42 C43 C44 N6A -16.4(9) . . . . ?
C42 C43 C49 C39 -0.1(7) . . . . ?
C42 C43 C49 C47 179.5(5) . . . . ?
C43 C44 C45 C46 1.4(9) . . . . ?
C43 C44 N6A C54A 130.2(7) . . . . ?
C43 C44 N6A C50A -41.0(9) . . . . ?
C44 C43 C49 C39 179.0(5) . . . . ?
C44 C43 C49 C47 -1.5(7) . . . . ?
C44 C45 C46 C47 -0.5(9) . . . . ?
C44 N6A C50A C51A 170.8(9) . . . . ?
C45 C44 N6A C54A -65.7(9) . . . . ?
C45 C44 N6A C50A 123.1(8) . . . . ?
C45 C46 C47 C48 177.5(5) . . . . ?
C45 C46 C47 C49 -1.4(8) . . . . ?
C46 C47 C48 N5 -179.1(5) . . . . ?
C46 C47 C48 O5 0.2(8) . . . . ?
C46 C47 C49 C39 -178.1(5) . . . . ?
C46 C47 C49 C43 2.4(7) . . . . ?
C48 N5 C37 C34 -75.8(6) . . . . ?
C48 N5 C38 O4 -176.7(5) . . . . ?
C48 N5 C38 C39 2.3(7) . . . . ?
C48 C47 C49 C39 3.1(7) . . . . ?
C48 C47 C49 C43 -176.5(5) . . . . ?
C49 C39 C40 C41 2.9(8) . . . . ?
C49 C43 C44 C45 -0.4(8) . . . . ?
C49 C43 C44 N6A 164.6(6) . . . . ?
C49 C47 C48 N5 -0.2(7) . . . . ?
C49 C47 C48 O5 179.1(5) . . . . ?
C50 N6 C42 C41 58.7(9) . . . . ?
C50 N6 C42 C43 -128.2(7) . . . . ?
C50 N6 C54 C53 3.4(12) . . . . ?
C50 C51 C52 O6 -178.8(9) . . . . ?
C50 C51 C52 C53 1.0(13) . . . . ?
C51 C52 C53 C54 -1.4(13) . . . . ?
C52 C53 C54 N6 -0.7(14) . . . . ?
C54 N6 C42 C41 -118.8(8) . . . . ?
C54 N6 C42 C43 54.3(9) . . . . ?
C54 N6 C50 C51 -3.8(12) . . . . ?
C54A N6A C50A C51A 0.0 . . . . ?
N6A C44 C45 C46 -161.7(7) . . . . ?
N6A C54A C53A C52A 0.0 . . . . ?
N6A C50A C51A C52A 0.0 . . . . ?
C50A C51A C52A O6A -173.7(15) . . . . ?
C50A C51A C52A C53A 0.0 . . . . ?
C51A C52A C53A C54A 0.0 . . . . ?
C53A C54A N6A C44 -171.5(9) . . . . ?
C53A C54A N6A C50A 0.0 . . . . ?

_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_4
_database_code_depnum_ccdc_archive 'CCDC 1831230'
_audit_update_record             
;
2018-03-20 deposited with the CCDC.
2018-05-17 downloaded from the CCDC.
;
_audit_creation_date             2018-02-20
_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         '0.5(C200 H120 Cu6 N20 O52)'
_chemical_formula_sum            'C100 H60 Cu3 N10 O26'
_chemical_formula_weight         2008.20
_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'
Cu Cu -1.9646 0.5888 '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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   13.6882(7)
_cell_length_b                   34.3485(17)
_cell_length_c                   26.2844(15)
_cell_angle_alpha                90
_cell_angle_beta                 90.286(4)
_cell_angle_gamma                90
_cell_volume                     12358.0(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4230
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.16
_cell_measurement_theta_min      2.573
_shelx_estimated_absorpt_T_max   0.935
_shelx_estimated_absorpt_T_min   0.830
_exptl_absorpt_coefficient_mu    1.135
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5764
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0892 before and 0.0716 after correction. The Ratio of minimum to maximum transmission is 0.7654. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.079
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             4100
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0612
_diffrn_reflns_av_unetI/netI     0.0803
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            28751
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.206
_diffrn_reflns_theta_min         2.573
_diffrn_ambient_temperature      99.99
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.975
_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                5698
_reflns_number_total             11035
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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    ?
_refine_diff_density_max         0.504
_refine_diff_density_min         -0.436
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     778
_refine_ls_number_reflns         11035
_refine_ls_number_restraints     358
_refine_ls_R_factor_all          0.1292
_refine_ls_R_factor_gt           0.0803
_refine_ls_restrained_S_all      0.995
_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)+(0.1443P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2281
_refine_ls_wR_factor_ref         0.2657
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Restrained distances
 C38-C35
 2.78 with sigma of 0.02
 N4-C46 \\sim N4-C46A \\sim N4A-C46A \\sim N4A-C50A
 with sigma of 0.01
3. Rigid body (RIGU) restrains
 O8, O8A, O9, O9A, N3, N3A, C34, C34A, C35, C35A, C36, C36A, C37, C37A, C38,
 C38A, C39, C39A, C40, C40A, C41, C41A, C42, C42A, C43, C43A, C44, C44A, C45,
 C45A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 N2, C21, C22, C23, C24, C25
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 N4, N4A, C46, C46A, C47, C47A, C48A, C49A, C50A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Others
 Fixed Sof: O8(0.5) O8A(0.5) O9(0.5) O9A(0.5) N3(0.5) N3A(0.5) N4(0.5)
 N4A(0.5) H33A(0.5) H33B(0.5) H33C(0.5) H33D(0.5) C34(0.5) C34A(0.5) C35(0.5)
 C35A(0.5) C36(0.5) H36(0.5) C36A(0.5) H36A(0.5) C37(0.5) H37(0.5) C37A(0.5)
 H37A(0.5) C38(0.5) H38(0.5) C38A(0.5) H38A(0.5) C39A(0.5) C40A(0.5) C41A(0.5)
 H41A(0.5) C42A(0.5) H42A(0.5) C43A(0.5) C44(0.5) C44A(0.5) C45(0.5) C39(0.5)
 C40(0.5) C41(0.5) H41(0.5) C42(0.5) H42(0.5) C43(0.5) C45A(0.5) C46(0.5)
 H46(0.5) H46B(0.5) H46A(0.5) C47(0.5) H47(0.5) C49A(0.5) H49A(0.5) C50A(0.5)
 H50A(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C33(H33A,H33B), C33(H33C,H33D)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C11(H11), C12(H12), C13(H13), C16(H16),
 C17(H17), C21(H21), C22(H22), C24(H24), C25(H25), C28(H28), C29(H29), C31(H31),
  C32(H32), C36(H36), C36A(H36A), C37(H37), C37A(H37A), C38(H38), C38A(H38A),
 C41A(H41A), C42A(H42A), C41(H41), C42(H42), C46(H46), C46A(H46B), C46A(H46A),
 C47(H47), C47A(H47A), C49A(H49A), C50A(H50A)
5.c Fitted hexagon refined as free rotating group:
 C45(C39,C40,C41,C42,C43)
;
_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
Cu1 Cu 0.34302(6) 0.75641(2) 0.51036(3) 0.0645(3) Uani 1 1 d . . . . .
Cu2 Cu 1.0000 0.5000 1.0000 0.1059(6) Uani 1 2 d S T P . .
O1 O 0.1540(3) 0.71698(12) 0.55566(15) 0.0834(11) Uani 1 1 d . . . . .
O2 O 0.3138(3) 0.72794(11) 0.57241(15) 0.0770(10) Uani 1 1 d . . . . .
O3 O 0.3037(4) 0.57456(14) 0.7571(2) 0.1022(14) Uani 1 1 d . . . . .
O4 O 0.2492(4) 0.68372(17) 0.8491(2) 0.1140(16) Uani 1 1 d . . . . .
O5 O 0.9471(3) 0.54595(14) 0.9677(2) 0.121(2) Uani 1 1 d . . . . .
O6 O 0.3650(3) 0.70701(11) 0.47514(16) 0.0814(11) Uani 1 1 d . . . . .
O7 O 0.2064(3) 0.69578(10) 0.45890(17) 0.0831(11) Uani 1 1 d . . . . .
O8 O 0.2449(10) 0.5136(4) 0.3177(6) 0.089(3) Uani 0.5 1 d . U . A 1
O8A O 0.2130(10) 0.5071(4) 0.3186(6) 0.090(3) Uani 0.5 1 d . U . A 2
O9 O 0.4635(9) 0.5028(4) 0.4462(5) 0.084(3) Uani 0.5 1 d . U . A 1
O9A O 0.4737(8) 0.5118(3) 0.4289(4) 0.077(2) Uani 0.5 1 d . U . A 2
O10 O -0.0060(3) 0.26632(12) 0.52869(17) 0.0877(11) Uani 1 1 d . . . . .
O11 O 0.9107(6) 0.5220(2) 1.0715(3) 0.158(3) Uani 1 1 d . . . . .
O12 O 1.0577(5) 0.53668(18) 1.0540(3) 0.140(2) Uani 1 1 d . . . . .
O13 O 0.9845(9) 0.5664(3) 1.1179(4) 0.218(5) Uani 1 1 d . . . . .
N1 N 0.2757(4) 0.62764(15) 0.80452(19) 0.0806(13) Uani 1 1 d . . . . .
N2 N 0.6757(4) 0.56875(18) 0.9100(3) 0.115(2) Uani 1 1 d . U . . .
N3 N 0.3565(12) 0.5081(4) 0.3827(6) 0.070(2) Uani 0.5 1 d . U . A 1
N3A N 0.3401(13) 0.5095(5) 0.3736(7) 0.081(4) Uani 0.5 1 d . U . A 2
N4 N 0.1668(6) 0.3607(3) 0.4990(5) 0.099(3) Uani 0.5 1 d D U . A 1
N4A N 0.1031(7) 0.3613(3) 0.4567(3) 0.080(2) Uani 0.5 1 d D U . A 2
N5 N 0.9845(7) 0.5428(3) 1.0830(5) 0.154(4) Uani 1 1 d . . . . .
C1 C 0.2318(5) 0.71490(15) 0.5827(2) 0.0693(14) Uani 1 1 d . . . . .
C2 C 0.2214(4) 0.69319(13) 0.63253(19) 0.0657(13) Uani 1 1 d . . . . .
C3 C 0.1314(4) 0.67836(14) 0.6479(2) 0.0650(13) Uani 1 1 d . . . . .
H3 H 0.0756 0.6818 0.6268 0.078 Uiso 1 1 calc R . . . .
C4 C 0.1228(4) 0.65909(15) 0.69291(19) 0.0689(13) Uani 1 1 d . . . . .
H4 H 0.0615 0.6485 0.7026 0.083 Uiso 1 1 calc R . . . .
C5 C 0.2020(4) 0.65488(16) 0.7242(2) 0.0727(14) Uani 1 1 d . . . . .
C6 C 0.2897(5) 0.66918(18) 0.7101(2) 0.0800(16) Uani 1 1 d . . . . .
H6 H 0.3449 0.6661 0.7318 0.096 Uiso 1 1 calc R . . . .
C7 C 0.2991(4) 0.68851(15) 0.66379(19) 0.0692(13) Uani 1 1 d . . . . .
H7 H 0.3610 0.6985 0.6541 0.083 Uiso 1 1 calc R . . . .
C8 C 0.1862(4) 0.6347(2) 0.7757(2) 0.0866(18) Uani 1 1 d . . . . .
H8A H 0.1421 0.6510 0.7965 0.104 Uiso 1 1 calc R . . . .
H8B H 0.1530 0.6095 0.7697 0.104 Uiso 1 1 calc R . . . .
C9 C 0.3001(5) 0.6552(2) 0.8429(2) 0.0840(18) Uani 1 1 d . . . . .
C10 C 0.3882(5) 0.64863(18) 0.8720(2) 0.0846(17) Uani 1 1 d . . . . .
C11 C 0.4167(5) 0.6734(2) 0.9102(3) 0.097(2) Uani 1 1 d . . . . .
H11 H 0.3801 0.6964 0.9163 0.116 Uiso 1 1 calc R . . . .
C12 C 0.4971(6) 0.6655(2) 0.9399(3) 0.111(2) Uani 1 1 d . . . . .
H12 H 0.5136 0.6826 0.9670 0.133 Uiso 1 1 calc R . . . .
C13 C 0.5540(5) 0.63344(19) 0.9312(3) 0.0865(17) Uani 1 1 d . . . . .
H13 H 0.6097 0.6287 0.9520 0.104 Uiso 1 1 calc R . . . .
C14 C 0.5314(5) 0.60816(19) 0.8928(3) 0.0891(18) Uani 1 1 d . . . . .
C15 C 0.5824(5) 0.5743(2) 0.8804(3) 0.094(2) Uani 1 1 d . . . . .
C16 C 0.5618(5) 0.5476(2) 0.8439(3) 0.0932(19) Uani 1 1 d . . . . .
H16 H 0.6024 0.5258 0.8373 0.112 Uiso 1 1 calc R . . . .
C17 C 0.4697(6) 0.5555(2) 0.8150(3) 0.103(2) Uani 1 1 d . . . . .
H17 H 0.4466 0.5379 0.7900 0.123 Uiso 1 1 calc R . . . .
C18 C 0.4210(5) 0.58806(18) 0.8254(3) 0.0895(19) Uani 1 1 d . . . . .
C19 C 0.3301(6) 0.5955(2) 0.7927(3) 0.093(2) Uani 1 1 d . . . . .
C20 C 0.4423(5) 0.61598(19) 0.8625(2) 0.0821(17) Uani 1 1 d . . . . .
C21 C 0.7523(5) 0.5942(2) 0.9058(4) 0.148(4) Uani 1 1 d . U . . .
H21 H 0.7427 0.6175 0.8869 0.178 Uiso 1 1 calc R . . . .
C22 C 0.8407(5) 0.5880(2) 0.9272(4) 0.133(3) Uani 1 1 d . U . . .
H22 H 0.8892 0.6077 0.9257 0.160 Uiso 1 1 calc R . . . .
C23 C 0.8616(5) 0.5527(2) 0.9516(3) 0.108(2) Uani 1 1 d . U . . .
C24 C 0.7802(5) 0.5277(2) 0.9580(3) 0.103(2) Uani 1 1 d . U . . .
H24 H 0.7880 0.5046 0.9775 0.124 Uiso 1 1 calc R . . . .
C25 C 0.6919(5) 0.5357(2) 0.9374(3) 0.103(2) Uani 1 1 d . U . . .
H25 H 0.6398 0.5179 0.9421 0.124 Uiso 1 1 calc R . . . .
C26 C 0.2956(5) 0.68736(14) 0.4577(2) 0.0692(14) Uani 1 1 d . . . . .
C27 C 0.3218(4) 0.64902(14) 0.4327(2) 0.0717(14) Uani 1 1 d . . . . .
C28 C 0.4168(5) 0.64071(17) 0.4204(2) 0.0835(17) Uani 1 1 d . . . . .
H28 H 0.4671 0.6587 0.4286 0.100 Uiso 1 1 calc R . . . .
C29 C 0.4394(5) 0.60626(17) 0.3963(3) 0.0887(18) Uani 1 1 d . . . . .
H29 H 0.5056 0.6006 0.3886 0.106 Uiso 1 1 calc R . . . .
C30 C 0.3698(5) 0.58047(16) 0.3835(3) 0.0899(19) Uani 1 1 d . . . . .
C31 C 0.2733(6) 0.58865(19) 0.3956(4) 0.136(4) Uani 1 1 d . . . . .
H31 H 0.2235 0.5703 0.3876 0.163 Uiso 1 1 calc R . . . .
C32 C 0.2492(5) 0.62340(18) 0.4192(3) 0.115(3) Uani 1 1 d . . . . .
H32 H 0.1828 0.6295 0.4260 0.138 Uiso 1 1 calc R . . . .
C33 C 0.3971(6) 0.54299(16) 0.3561(3) 0.108(3) Uani 1 1 d . . . . .
H33A H 0.3715 0.5439 0.3208 0.129 Uiso 0.5 1 calc R . . A 1
H33B H 0.4692 0.5408 0.3544 0.129 Uiso 0.5 1 calc R . . A 1
H33C H 0.3864 0.5465 0.3191 0.129 Uiso 0.5 1 calc R . . A 2
H33D H 0.4675 0.5377 0.3616 0.129 Uiso 0.5 1 calc R . . A 2
C34 C 0.2528(16) 0.4927(6) 0.3555(10) 0.081(4) Uani 0.5 1 d . U . A 1
C34A C 0.4028(13) 0.4958(5) 0.4181(8) 0.071(3) Uani 0.5 1 d . U . A 2
C35 C 0.2146(16) 0.4634(5) 0.3756(9) 0.076(3) Uani 0.5 1 d D U . A 1
C35A C 0.3582(10) 0.4615(4) 0.4443(5) 0.067(2) Uani 0.5 1 d . U . A 2
C36 C 0.1362(12) 0.4491(4) 0.3506(6) 0.081(3) Uani 0.5 1 d . U . A 1
H36 H 0.1150 0.4622 0.3207 0.097 Uiso 0.5 1 calc R . . A 1
C36A C 0.4069(9) 0.4459(3) 0.4864(5) 0.075(2) Uani 0.5 1 d . U . A 2
H36A H 0.4652 0.4578 0.4985 0.090 Uiso 0.5 1 calc R . . A 2
C37 C 0.0855(11) 0.4169(4) 0.3659(6) 0.085(3) Uani 0.5 1 d . U . A 1
H37 H 0.0304 0.4083 0.3469 0.102 Uiso 0.5 1 calc R . . A 1
C37A C 0.3714(9) 0.4140(4) 0.5102(5) 0.082(3) Uani 0.5 1 d . U . A 2
H37A H 0.4055 0.4037 0.5387 0.098 Uiso 0.5 1 calc R . . A 2
C38 C 0.1144(11) 0.3971(4) 0.4088(7) 0.078(3) Uani 0.5 1 d D U . A 1
H38 H 0.0807 0.3743 0.4192 0.093 Uiso 0.5 1 calc R . . A 1
C38A C 0.2851(10) 0.3959(4) 0.4935(5) 0.074(2) Uani 0.5 1 d . U . A 2
H38A H 0.2612 0.3734 0.5104 0.089 Uiso 0.5 1 calc R . . A 2
C39A C 0.2365(9) 0.4109(4) 0.4531(5) 0.075(2) Uani 0.5 1 d . U . A 2
C40A C 0.1485(9) 0.3931(3) 0.4334(5) 0.069(2) Uani 0.5 1 d . U . A 2
C41A C 0.1013(10) 0.4075(4) 0.3895(6) 0.072(3) Uani 0.5 1 d . U . A 2
H41A H 0.0441 0.3951 0.3768 0.087 Uiso 0.5 1 calc R . . A 2
C42A C 0.1382(12) 0.4390(4) 0.3658(6) 0.078(3) Uani 0.5 1 d . U . A 2
H42A H 0.1034 0.4493 0.3375 0.094 Uiso 0.5 1 calc R . . A 2
C43A C 0.2255(15) 0.4573(5) 0.3807(9) 0.070(3) Uani 0.5 1 d . U . A 2
C44 C 0.3830(13) 0.4904(5) 0.4244(8) 0.075(3) Uani 0.5 1 d . U . A 1
C44A C 0.2712(14) 0.4969(6) 0.3549(10) 0.073(4) Uani 0.5 1 d . U . A 2
C45 C 0.2484(8) 0.4431(3) 0.4191(3) 0.075(3) Uani 0.5 1 d . U . A 1
C39 C 0.1964(6) 0.4114(3) 0.4376(4) 0.073(2) Uani 0.5 1 d G U . A 1
C40 C 0.2279(7) 0.3924(2) 0.4815(4) 0.083(3) Uani 0.5 1 d G U . A 1
C41 C 0.3114(7) 0.4052(3) 0.5067(3) 0.090(3) Uani 0.5 1 d G U . A 1
H41 H 0.3329 0.3922 0.5367 0.108 Uiso 0.5 1 calc R . . A 1
C42 C 0.3634(6) 0.4368(3) 0.4882(4) 0.082(3) Uani 0.5 1 d G U . A 1
H42 H 0.4205 0.4455 0.5055 0.099 Uiso 0.5 1 calc R . . A 1
C43 C 0.3319(8) 0.4558(3) 0.4444(4) 0.077(3) Uani 0.5 1 d G U . A 1
C45A C 0.2697(11) 0.4439(4) 0.4257(6) 0.070(3) Uani 0.5 1 d . U . A 2
C46 C 0.2134(11) 0.3248(3) 0.5045(7) 0.118(5) Uani 0.5 1 d D U . A 1
H46 H 0.2821 0.3226 0.5003 0.141 Uiso 0.5 1 calc R . . A 1
C46A C 0.0659(5) 0.36536(19) 0.5060(3) 0.0990(16) Uani 1 1 d D U . . .
H46B H 0.0758 0.3880 0.5261 0.119 Uiso 0.5 1 calc R . . A 2
H46A H 0.0347 0.3896 0.4995 0.119 Uiso 0.5 1 calc R . . A 1
C47 C 0.1581(12) 0.2931(5) 0.5162(8) 0.132(5) Uani 0.5 1 d . U . A 1
H47 H 0.1886 0.2694 0.5259 0.158 Uiso 0.5 1 calc R . . A 1
C47A C 0.0149(5) 0.33438(19) 0.5224(3) 0.1054(18) Uani 1 1 d . U . . .
H47A H -0.0417 0.3396 0.5419 0.126 Uiso 1 1 calc R . . . .
C48A C 0.0365(6) 0.2962(2) 0.5136(3) 0.1135(19) Uani 1 1 d . U . . .
C49A C 0.0726(13) 0.2940(4) 0.4596(7) 0.129(5) Uani 0.5 1 d . U . A 2
H49A H 0.0665 0.2703 0.4411 0.155 Uiso 0.5 1 calc R . . A 2
C50A C 0.1110(13) 0.3235(3) 0.4388(7) 0.128(5) Uani 0.5 1 d D U . A 2
H50A H 0.1479 0.3194 0.4088 0.153 Uiso 0.5 1 calc R . . A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cu1 2.6384(16) 7_566 ?
Cu1 O1 1.962(4) 7_566 ?
Cu1 O2 1.945(4) . ?
Cu1 O6 1.957(4) . ?
Cu1 O7 1.953(4) 7_566 ?
Cu1 O10 2.147(4) 3 ?
Cu2 O5 1.931(4) . ?
Cu2 O5 1.931(4) 5_767 ?
Cu2 O11 2.370(8) . ?
Cu2 O11 2.370(8) 5_767 ?
Cu2 O12 2.053(8) 5_767 ?
Cu2 O12 2.053(8) . ?
O1 Cu1 1.962(4) 7_566 ?
O1 C1 1.279(7) . ?
O2 C1 1.239(7) . ?
O3 C19 1.231(8) . ?
O4 C9 1.212(8) . ?
O5 C23 1.266(8) . ?
O6 C26 1.250(7) . ?
O7 Cu1 1.953(4) 7_566 ?
O7 C26 1.256(7) . ?
O8 C34 1.23(3) . ?
O8A C44A 1.29(3) . ?
O9 C44 1.31(2) . ?
O9A C34A 1.150(18) . ?
O10 Cu1 2.147(4) 3_445 ?
O10 C48A 1.246(8) . ?
O11 N5 1.272(12) . ?
O12 N5 1.280(11) . ?
O13 N5 1.224(14) . ?
N1 C8 1.458(8) . ?
N1 C9 1.422(8) . ?
N1 C19 1.369(9) . ?
N2 C15 1.504(9) . ?
N2 C21 1.371(9) . ?
N2 C25 1.361(8) . ?
N3 C33 1.497(18) . ?
N3 C34 1.67(3) . ?
N3 C44 1.30(3) . ?
N3A C33 1.46(2) . ?
N3A C34A 1.52(3) . ?
N3A C44A 1.15(2) . ?
N4 C40 1.450(12) . ?
N4 C46 1.395(9) . ?
N4 C46A 1.404(8) . ?
N4A C40A 1.399(15) . ?
N4A C46A 1.402(8) . ?
N4A C50A 1.387(9) . ?
C1 C2 1.516(7) . ?
C2 C3 1.395(7) . ?
C2 C7 1.350(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.361(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.364(7) . ?
C5 C6 1.351(8) . ?
C5 C8 1.538(7) . ?
C6 H6 0.9500 . ?
C6 C7 1.394(7) . ?
C7 H7 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.443(9) . ?
C10 C11 1.371(9) . ?
C10 C20 1.367(9) . ?
C11 H11 0.9500 . ?
C11 C12 1.373(10) . ?
C12 H12 0.9500 . ?
C12 C13 1.367(10) . ?
C13 H13 0.9500 . ?
C13 C14 1.366(9) . ?
C14 C15 1.395(10) . ?
C14 C20 1.477(9) . ?
C15 C16 1.356(10) . ?
C16 H16 0.9500 . ?
C16 C17 1.493(10) . ?
C17 H17 0.9500 . ?
C17 C18 1.329(9) . ?
C18 C19 1.531(10) . ?
C18 C20 1.398(9) . ?
C21 H21 0.9500 . ?
C21 C22 1.347(10) . ?
C22 H22 0.9500 . ?
C22 C23 1.399(9) . ?
C23 C24 1.417(9) . ?
C24 H24 0.9500 . ?
C24 C25 1.350(9) . ?
C25 H25 0.9500 . ?
C26 C27 1.515(7) . ?
C27 C28 1.371(8) . ?
C27 C32 1.373(9) . ?
C28 H28 0.9500 . ?
C28 C29 1.378(8) . ?
C29 H29 0.9500 . ?
C29 C30 1.342(9) . ?
C30 C31 1.389(10) . ?
C30 C33 1.523(8) . ?
C31 H31 0.9500 . ?
C31 C32 1.386(9) . ?
C32 H32 0.9500 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 H33C 0.9900 . ?
C33 H33D 0.9900 . ?
C34 C35 1.25(3) . ?
C34A C35A 1.50(2) . ?
C35 C36 1.35(3) . ?
C35 C45 1.41(2) . ?
C35A C36A 1.396(17) . ?
C35A C45A 1.437(17) . ?
C36 H36 0.9500 . ?
C36 C37 1.37(2) . ?
C36A H36A 0.9500 . ?
C36A C37A 1.353(18) . ?
C37 H37 0.9500 . ?
C37 C38 1.37(2) . ?
C37A H37A 0.9500 . ?
C37A C38A 1.403(17) . ?
C38 H38 0.9500 . ?
C38 C39 1.438(18) . ?
C38A H38A 0.9500 . ?
C38A C39A 1.353(18) . ?
C39A C40A 1.444(18) . ?
C39A C45A 1.420(17) . ?
C40A C41A 1.41(2) . ?
C41A H41A 0.9500 . ?
C41A C42A 1.35(2) . ?
C42A H42A 0.9500 . ?
C42A C43A 1.40(2) . ?
C43A C44A 1.64(3) . ?
C43A C45A 1.40(2) . ?
C44 C43 1.475(17) . ?
C45 C39 1.3900 . ?
C45 C43 1.3900 . ?
C39 C40 1.3900 . ?
C40 C41 1.3900 . ?
C41 H41 0.9500 . ?
C41 C42 1.3900 . ?
C42 H42 0.9500 . ?
C42 C43 1.3900 . ?
C46 H46 0.9500 . ?
C46 C47 1.363(19) . ?
C46A H46B 0.9500 . ?
C46A H46A 0.9500 . ?
C46A C47A 1.344(9) . ?
C47 H47 0.9500 . ?
C47 C48A 1.668(18) . ?
C47A H47A 0.9500 . ?
C47A C48A 1.364(9) . ?
C48A C49A 1.507(19) . ?
C49A H49A 0.9500 . ?
C49A C50A 1.267(19) . ?
C50A H50A 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
O1 Cu1 Cu1 85.38(13) 7_566 7_566 ?
O1 Cu1 O10 95.76(17) 7_566 3 ?
O2 Cu1 Cu1 83.50(13) . 7_566 ?
O2 Cu1 O1 168.87(18) . 7_566 ?
O2 Cu1 O6 89.63(18) . . ?
O2 Cu1 O7 90.16(18) . 7_566 ?
O2 Cu1 O10 95.36(17) . 3 ?
O6 Cu1 Cu1 84.74(13) . 7_566 ?
O6 Cu1 O1 88.94(18) . 7_566 ?
O6 Cu1 O10 95.36(17) . 3 ?
O7 Cu1 Cu1 83.67(13) 7_566 7_566 ?
O7 Cu1 O1 89.02(18) 7_566 7_566 ?
O7 Cu1 O6 168.35(18) 7_566 . ?
O7 Cu1 O10 96.26(17) 7_566 3 ?
O10 Cu1 Cu1 178.86(13) 3 7_566 ?
O5 Cu2 O5 180.0(3) . 5_767 ?
O5 Cu2 O11 83.9(2) . . ?
O5 Cu2 O11 96.1(2) . 5_767 ?
O5 Cu2 O11 83.9(2) 5_767 5_767 ?
O5 Cu2 O11 96.1(2) 5_767 . ?
O5 Cu2 O12 86.8(2) . . ?
O5 Cu2 O12 86.8(2) 5_767 5_767 ?
O5 Cu2 O12 93.2(2) . 5_767 ?
O5 Cu2 O12 93.2(2) 5_767 . ?
O11 Cu2 O11 180.0(2) . 5_767 ?
O12 Cu2 O11 123.1(3) 5_767 . ?
O12 Cu2 O11 56.9(3) . . ?
O12 Cu2 O11 56.9(3) 5_767 5_767 ?
O12 Cu2 O11 123.1(3) . 5_767 ?
O12 Cu2 O12 180.0(3) . 5_767 ?
C1 O1 Cu1 119.7(4) . 7_566 ?
C1 O2 Cu1 123.7(4) . . ?
C23 O5 Cu2 129.9(4) . . ?
C26 O6 Cu1 121.6(4) . . ?
C26 O7 Cu1 122.9(4) . 7_566 ?
C48A O10 Cu1 120.7(5) . 3_445 ?
N5 O11 Cu2 87.5(7) . . ?
N5 O12 Cu2 102.3(8) . . ?
C9 N1 C8 116.8(6) . . ?
C19 N1 C8 118.3(6) . . ?
C19 N1 C9 125.0(6) . . ?
C21 N2 C15 121.7(5) . . ?
C25 N2 C15 121.1(6) . . ?
C25 N2 C21 116.7(6) . . ?
C33 N3 C34 111.7(15) . . ?
C44 N3 C33 131.7(15) . . ?
C44 N3 C34 116.3(17) . . ?
C33 N3A C34A 100.7(11) . . ?
C44A N3A C33 126.9(19) . . ?
C44A N3A C34A 132(2) . . ?
C46 N4 C40 115.7(9) . . ?
C46 N4 C46A 122.4(10) . . ?
C46A N4 C40 121.7(8) . . ?
C40A N4A C46A 119.5(8) . . ?
C50A N4A C40A 123.2(10) . . ?
C50A N4A C46A 115.8(10) . . ?
O11 N5 O12 112.9(13) . . ?
O13 N5 O11 123.2(12) . . ?
O13 N5 O12 123.9(13) . . ?
O1 C1 C2 115.2(5) . . ?
O2 C1 O1 127.7(5) . . ?
O2 C1 C2 117.1(5) . . ?
C3 C2 C1 121.2(5) . . ?
C7 C2 C1 120.5(5) . . ?
C7 C2 C3 118.3(5) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.7(5) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.2(5) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C8 117.6(5) . . ?
C6 C5 C4 120.1(5) . . ?
C6 C5 C8 122.3(5) . . ?
C5 C6 H6 120.1 . . ?
C5 C6 C7 119.9(5) . . ?
C7 C6 H6 120.1 . . ?
C2 C7 C6 120.9(5) . . ?
C2 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
N1 C8 C5 114.3(5) . . ?
N1 C8 H8A 108.7 . . ?
N1 C8 H8B 108.7 . . ?
C5 C8 H8A 108.7 . . ?
C5 C8 H8B 108.7 . . ?
H8A C8 H8B 107.6 . . ?
O4 C9 N1 120.0(6) . . ?
O4 C9 C10 122.3(7) . . ?
N1 C9 C10 117.6(7) . . ?
C11 C10 C9 121.7(7) . . ?
C20 C10 C9 119.0(6) . . ?
C20 C10 C11 119.3(7) . . ?
C10 C11 H11 119.4 . . ?
C10 C11 C12 121.2(8) . . ?
C12 C11 H11 119.4 . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.3(8) . . ?
C13 C12 H12 119.4 . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.6(7) . . ?
C14 C13 H13 119.7 . . ?
C13 C14 C15 126.2(7) . . ?
C13 C14 C20 117.7(7) . . ?
C15 C14 C20 116.0(7) . . ?
C14 C15 N2 114.2(7) . . ?
C16 C15 N2 116.9(7) . . ?
C16 C15 C14 128.8(7) . . ?
C15 C16 H16 123.0 . . ?
C15 C16 C17 114.1(7) . . ?
C17 C16 H16 123.0 . . ?
C16 C17 H17 120.9 . . ?
C18 C17 C16 118.1(7) . . ?
C18 C17 H17 120.9 . . ?
C17 C18 C19 115.5(7) . . ?
C17 C18 C20 128.1(8) . . ?
C20 C18 C19 116.4(6) . . ?
O3 C19 N1 119.0(7) . . ?
O3 C19 C18 124.4(8) . . ?
N1 C19 C18 116.6(6) . . ?
C10 C20 C14 119.9(6) . . ?
C10 C20 C18 125.3(6) . . ?
C18 C20 C14 114.8(7) . . ?
N2 C21 H21 118.3 . . ?
C22 C21 N2 123.5(6) . . ?
C22 C21 H21 118.3 . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.6(7) . . ?
C23 C22 H22 119.7 . . ?
O5 C23 C22 120.0(6) . . ?
O5 C23 C24 125.1(6) . . ?
C22 C23 C24 114.8(6) . . ?
C23 C24 H24 119.0 . . ?
C25 C24 C23 122.1(6) . . ?
C25 C24 H24 119.0 . . ?
N2 C25 H25 119.1 . . ?
C24 C25 N2 121.7(6) . . ?
C24 C25 H25 119.1 . . ?
O6 C26 O7 127.1(5) . . ?
O6 C26 C27 116.6(5) . . ?
O7 C26 C27 116.3(5) . . ?
C28 C27 C26 120.6(5) . . ?
C28 C27 C32 119.5(5) . . ?
C32 C27 C26 119.8(5) . . ?
C27 C28 H28 119.9 . . ?
C27 C28 C29 120.1(6) . . ?
C29 C28 H28 119.9 . . ?
C28 C29 H29 119.3 . . ?
C30 C29 C28 121.4(6) . . ?
C30 C29 H29 119.3 . . ?
C29 C30 C31 119.0(6) . . ?
C29 C30 C33 120.1(6) . . ?
C31 C30 C33 121.0(6) . . ?
C30 C31 H31 119.8 . . ?
C32 C31 C30 120.3(7) . . ?
C32 C31 H31 119.8 . . ?
C27 C32 C31 119.6(7) . . ?
C27 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?
N3 C33 C30 111.2(7) . . ?
N3 C33 H33A 109.4 . . ?
N3 C33 H33B 109.4 . . ?
N3A C33 C30 112.4(9) . . ?
N3A C33 H33C 109.1 . . ?
N3A C33 H33D 109.1 . . ?
C30 C33 H33A 109.4 . . ?
C30 C33 H33B 109.4 . . ?
C30 C33 H33C 109.1 . . ?
C30 C33 H33D 109.1 . . ?
H33A C33 H33B 108.0 . . ?
H33C C33 H33D 107.8 . . ?
O8 C34 N3 103.4(14) . . ?
O8 C34 C35 141(2) . . ?
C35 C34 N3 115(2) . . ?
O9A C34A N3A 121.0(15) . . ?
O9A C34A C35A 127.4(18) . . ?
C35A C34A N3A 111.6(14) . . ?
C34 C35 C36 115(2) . . ?
C34 C35 C45 127(2) . . ?
C36 C35 C45 118.1(14) . . ?
C36A C35A C34A 118.2(12) . . ?
C36A C35A C45A 120.6(12) . . ?
C45A C35A C34A 121.2(13) . . ?
C35 C36 H36 118.2 . . ?
C35 C36 C37 123.7(17) . . ?
C37 C36 H36 118.2 . . ?
C35A C36A H36A 119.8 . . ?
C37A C36A C35A 120.3(12) . . ?
C37A C36A H36A 119.8 . . ?
C36 C37 H37 120.1 . . ?
C36 C37 C38 119.8(15) . . ?
C38 C37 H37 120.1 . . ?
C36A C37A H37A 119.4 . . ?
C36A C37A C38A 121.3(13) . . ?
C38A C37A H37A 119.4 . . ?
C37 C38 H38 120.5 . . ?
C37 C38 C39 119.0(11) . . ?
C39 C38 H38 120.5 . . ?
C37A C38A H38A 120.5 . . ?
C39A C38A C37A 119.1(13) . . ?
C39A C38A H38A 120.5 . . ?
C38A C39A C40A 121.8(12) . . ?
C38A C39A C45A 123.1(12) . . ?
C45A C39A C40A 115.1(12) . . ?
N4A C40A C39A 123.0(12) . . ?
N4A C40A C41A 115.3(12) . . ?
C41A C40A C39A 121.6(12) . . ?
C40A C41A H41A 120.4 . . ?
C42A C41A C40A 119.2(13) . . ?
C42A C41A H41A 120.4 . . ?
C41A C42A H42A 118.3 . . ?
C41A C42A C43A 123.4(15) . . ?
C43A C42A H42A 118.3 . . ?
C42A C43A C44A 125.4(16) . . ?
C45A C43A C42A 116.8(15) . . ?
C45A C43A C44A 117.1(16) . . ?
O9 C44 C43 120.5(16) . . ?
N3 C44 O9 116.3(14) . . ?
N3 C44 C43 123.0(16) . . ?
O8A C44A C43A 107.3(13) . . ?
N3A C44A O8A 136(2) . . ?
N3A C44A C43A 117(2) . . ?
C39 C45 C35 120.2(10) . . ?
C39 C45 C43 120.0 . . ?
C43 C45 C35 119.7(10) . . ?
C45 C39 C38 118.8(9) . . ?
C40 C39 C38 121.1(9) . . ?
C40 C39 C45 120.0 . . ?
C39 C40 N4 116.0(8) . . ?
C39 C40 C41 120.0 . . ?
C41 C40 N4 124.0(8) . . ?
C40 C41 H41 120.0 . . ?
C42 C41 C40 120.0 . . ?
C42 C41 H41 120.0 . . ?
C41 C42 H42 120.0 . . ?
C41 C42 C43 120.0 . . ?
C43 C42 H42 120.0 . . ?
C45 C43 C44 118.2(10) . . ?
C42 C43 C44 121.7(10) . . ?
C42 C43 C45 120.0 . . ?
C39A C45A C35A 115.7(12) . . ?
C43A C45A C35A 120.6(13) . . ?
C43A C45A C39A 123.5(13) . . ?
N4 C46 H46 120.8 . . ?
C47 C46 N4 118.4(13) . . ?
C47 C46 H46 120.8 . . ?
N4 C46A H46A 121.2 . . ?
N4A C46A H46B 122.9 . . ?
C47A C46A N4 117.7(7) . . ?
C47A C46A N4A 114.2(7) . . ?
C47A C46A H46B 122.9 . . ?
C47A C46A H46A 121.2 . . ?
C46 C47 H47 120.2 . . ?
C46 C47 C48A 119.7(13) . . ?
C48A C47 H47 120.2 . . ?
C46A C47A H47A 116.8 . . ?
C46A C47A C48A 126.4(7) . . ?
C48A C47A H47A 116.8 . . ?
O10 C48A C47 113.7(8) . . ?
O10 C48A C47A 129.5(7) . . ?
O10 C48A C49A 114.4(8) . . ?
C47A C48A C47 105.7(8) . . ?
C47A C48A C49A 106.3(9) . . ?
C48A C49A H49A 119.9 . . ?
C50A C49A C48A 120.2(14) . . ?
C50A C49A H49A 119.9 . . ?
N4A C50A H50A 117.6 . . ?
C49A C50A N4A 124.8(14) . . ?
C49A C50A H50A 117.6 . . ?

loop_
_platon_missing_refln_index_h
_platon_missing_refln_index_k
_platon_missing_refln_index_l
_platon_missing_refln_theta
0 8 0 10.343
0 4 1 5.419
0 6 1 7.921
0 6 2 8.446
3 1 5 13.026
4 2 7 17.989

_platon_squeeze_details          
;
TITL cu_csh222_0m_a.res in C2/c
CELL   13.6882   34.3485   26.2844     90.00     90.29     90.00
SPGR C2/c
# Solvent Accessible Volume =      4382
# Electrons Found in S.A.V. =      1264
# Note: Atoms in Void as Cxxx and Qxxx all others
C101 0.500 0.078 0.748 !       5.72 eA-3
C102 1.000 0.484 0.254 !       3.07 eA-3
C103 0.107 0.478 0.200 !       3.00 eA-3
C104 0.500 0.031 0.246 !       2.75 eA-3
C105 0.018 0.454 0.245 !       2.28 eA-3
C106 0.096 0.220 0.352 !       1.88 eA-3
C107 0.831 0.063 0.200 !       1.87 eA-3
C108 0.157 0.071 0.294 !       1.84 eA-3
C109 0.791 0.071 0.175 !       1.81 eA-3
C110 0.220 0.055 0.370 !       1.79 eA-3
C111 0.881 0.045 0.205 !       1.78 eA-3
C112 0.359 0.296 0.615 !       1.76 eA-3
C113 0.868 0.198 0.091 !       1.68 eA-3
C114 0.839 0.163 0.104 !       1.66 eA-3
C115 0.500 0.281 0.249 !       1.51 eA-3
C116 0.358 0.203 0.179 !       1.37 eA-3
C117 0.047 0.241 0.356 !       1.36 eA-3
C118 0.279 0.094 0.298 !       1.34 eA-3
C119 0.500 0.476 0.746 !       1.32 eA-3
C120 0.420 0.468 0.724 !       1.31 eA-3
C121 0.402 0.249 0.706 !       1.26 eA-3
C122 0.982 0.221 0.349 !       1.26 eA-3
C123 0.401 0.201 0.161 !       1.24 eA-3
C124 0.851 0.049 0.165 !       1.23 eA-3
C125 1.000 0.086 0.244 !       1.18 eA-3
C126 0.517 0.234 0.306 !       1.18 eA-3
C127 0.043 0.089 0.260 !       1.17 eA-3
C128 0.532 0.242 0.173 !       1.15 eA-3
C129 0.845 0.384 0.814 !       1.10 eA-3
C130 0.450 0.182 0.165 !       1.05 eA-3
C131 0.720 0.111 0.148 !       1.04 eA-3
Q132 0.322 0.299 0.565 !       1.02 eA-3
C133 0.596 0.173 0.333 !       1.02 eA-3
C134 0.798 0.140 0.275 !       1.00 eA-3
Q135 0.918 0.244 0.098 !       0.94 eA-3
C136 0.660 0.113 0.271 !       0.89 eA-3
C137 0.733 0.399 0.735 !       0.83 eA-3
C138 0.466 0.209 0.161 !       0.82 eA-3
C139 0.080 0.172 0.317 !       0.81 eA-3
C140 0.223 0.211 0.182 !       0.80 eA-3
C141 0.580 0.328 0.807 !       0.79 eA-3
C142 0.760 0.202 0.153 !       0.79 eA-3
C143 0.500 0.133 0.253 !       0.78 eA-3
C144 0.273 0.191 0.181 !       0.78 eA-3
C145 0.624 0.383 0.759 !       0.77 eA-3
C146 0.215 0.115 0.255 !       0.76 eA-3
Q147 0.282 0.211 0.376 !       0.72 eA-3
Q148 0.230 0.196 0.417 !       0.72 eA-3
C149 0.422 0.226 0.698 !       0.71 eA-3
C150 0.971 0.211 0.186 !       0.69 eA-3
C151 0.686 0.258 0.768 !       0.68 eA-3
C152 0.526 0.211 0.180 !       0.68 eA-3
C153 0.352 0.249 0.264 !       0.67 eA-3
C154 0.955 0.270 0.225 !       0.67 eA-3
C155 0.409 0.248 0.290 !       0.66 eA-3
Q156 0.551 0.470 0.214 !       0.65 eA-3
C157 0.926 0.317 0.743 !       0.65 eA-3
C158 0.985 0.250 0.296 !       0.62 eA-3
C159 0.077 0.256 0.249 !       0.62 eA-3
C160 0.829 0.267 0.761 !       0.62 eA-3
C161 0.702 0.169 0.133 !       0.61 eA-3
Q162 0.453 0.476 0.198 !       0.61 eA-3
Q163 0.970 0.094 0.840 !       0.61 eA-3
Q164 0.981 0.429 0.613 !       0.61 eA-3
C165 0.941 0.193 0.207 !       0.59 eA-3
C166 0.763 0.174 0.296 !       0.58 eA-3
Q167 0.546 0.356 0.100 !       0.57 eA-3
Q168 0.763 0.197 0.444 !       0.57 eA-3
Q169 0.408 0.430 0.298 !       0.56 eA-3
C170 0.750 0.264 0.735 !       0.55 eA-3
C171 0.500 0.219 0.755 !       0.55 eA-3
C172 0.199 0.220 0.332 !       0.54 eA-3
Q173 0.582 0.410 0.188 !       0.54 eA-3
Q174 0.591 0.401 0.410 !       0.53 eA-3
C175 0.060 0.350 0.749 !       0.53 eA-3
Q176 0.907 0.259 0.500 !       0.52 eA-3
C177 0.129 0.334 0.696 !       0.52 eA-3
Q178 0.782 0.454 0.096 !       0.52 eA-3
Q179 0.172 0.327 0.461 !       0.52 eA-3
Q180 0.614 0.086 0.132 !       0.52 eA-3
C181 0.987 0.335 0.733 !       0.51 eA-3
Q182 0.330 0.358 0.344 !       0.51 eA-3
C183 0.919 0.375 0.774 !       0.50 eA-3
Q184 0.679 0.237 0.515 !       0.50 eA-3
C185 0.604 0.366 0.804 !       0.50 eA-3
Q186 0.732 0.459 0.764 !       0.50 eA-3
;
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 0.826 0.144 0.250 1090 316 ' '
2 0.326 0.644 0.250 1090 316 ' '
3 0.327 0.356 0.750 1090 316 ' '
4 0.827 0.856 0.750 1090 316 ' '

_platon_squeeze_void_probe_radius 1.20

_olex2_submission_special_instructions 'No special instructions were received'
