# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_jwyk211202
_database_code_depnum_ccdc_archive 'CCDC 2240390'
loop_
_audit_author_name
_audit_author_address
'Corinne Bailly'
;Federation de Chimie Le Bel
France
;
_audit_update_record             
;
2023-02-07 deposited with the CCDC.	2023-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H24 N2 O2'
_chemical_formula_sum            'C36 H24 N2 O2'
_chemical_formula_weight         516.57

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'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.7134(5)
_cell_length_b                   12.6341(6)
_cell_length_c                   10.0230(5)
_cell_angle_alpha                90
_cell_angle_beta                 107.382(2)
_cell_angle_gamma                90
_cell_volume                     1294.70(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9866
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      29.13

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_F_000             540
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.082
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7215
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Mo-ImuS 3.0 microfocus tube'
_diffrn_measurement_device_type  'Bruker PHOTON-III CPAD'
_diffrn_measurement_method       'φ and ω shuterless scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43537
_diffrn_reflns_av_unetI/netI     0.0109
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.563
_diffrn_reflns_theta_max         29.159
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3481
_reflns_number_gt                3231
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0480P)²+0.4752P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3481
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0392
_refine_ls_wR_factor_ref         0.1049
_refine_ls_wR_factor_gt          0.1025
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.02718(9) 0.41267(8) 0.22378(10) 0.0231(2) Uani 1 1 d . . . . .
C2 C -0.05188(11) 0.33036(9) 0.15054(12) 0.0307(2) Uani 1 1 d . . . . .
H2 H -0.1290 0.3112 0.1730 0.037 Uiso 1 1 calc R U . . .
C3 C -0.01840(12) 0.27682(9) 0.04579(12) 0.0345(3) Uani 1 1 d . . . . .
H3 H -0.0714 0.2203 -0.0024 0.041 Uiso 1 1 calc R U . . .
C4 C 0.09331(12) 0.30615(9) 0.01131(12) 0.0341(3) Uani 1 1 d . . . . .
H4 H 0.1146 0.2713 -0.0630 0.041 Uiso 1 1 calc R U . . .
C5 C 0.17405(11) 0.38629(9) 0.08505(11) 0.0281(2) Uani 1 1 d . . . . .
H5 H 0.2505 0.4052 0.0611 0.034 Uiso 1 1 calc R U . . .
C6 C 0.14380(9) 0.43923(7) 0.19401(10) 0.02108(19) Uani 1 1 d . . . . .
C7 C 0.23486(9) 0.52092(7) 0.27637(10) 0.01945(18) Uani 1 1 d . . . . .
C8 C 0.28475(10) 0.51380(8) 0.42187(10) 0.02189(19) Uani 1 1 d . . . . .
H8 H 0.2612 0.4555 0.4691 0.026 Uiso 1 1 calc R U . . .
C9 C 0.36845(10) 0.59119(8) 0.49825(10) 0.02184(19) Uani 1 1 d . . . . .
H9 H 0.4040 0.5840 0.5967 0.026 Uiso 1 1 calc R U . . .
C10 C 0.40046(9) 0.67935(7) 0.43102(10) 0.01906(18) Uani 1 1 d . . . . .
C11 C 0.35019(9) 0.68660(8) 0.28554(10) 0.02159(19) Uani 1 1 d . . . . .
H11 H 0.3701 0.7467 0.2387 0.026 Uiso 1 1 calc R U . . .
C12 C 0.27159(9) 0.60703(8) 0.20888(10) 0.02180(19) Uani 1 1 d . . . . .
H12 H 0.2425 0.6111 0.1097 0.026 Uiso 1 1 calc R U . . .
C13 C 0.48332(9) 0.76636(7) 0.51048(10) 0.01981(18) Uani 1 1 d . . . . .
C14 C 0.58662(10) 0.74729(8) 0.63198(11) 0.0243(2) Uani 1 1 d . . . . .
H14 H 0.6078 0.6771 0.6652 0.029 Uiso 1 1 calc R U . . .
C15 C 0.65752(10) 0.83281(8) 0.70296(11) 0.0267(2) Uani 1 1 d . . . . .
H15 H 0.7285 0.8219 0.7853 0.032 Uiso 1 1 calc R U . . .
C16 C 0.62378(10) 0.93438(8) 0.65260(11) 0.0240(2) Uani 1 1 d . . . . .
H16 H 0.6700 0.9942 0.7003 0.029 Uiso 1 1 calc R U . . .
C17 C 0.52027(9) 0.94653(7) 0.53005(10) 0.02014(19) Uani 1 1 d . . . . .
C18 C -0.02042(10) 0.47710(9) 0.32197(11) 0.0274(2) Uani 1 1 d . . . . .
H18 H 0.0246 0.5409 0.3565 0.033 Uiso 1 1 calc R U . . .
N1 N 0.45180(8) 0.86432(6) 0.45945(8) 0.02001(17) Uani 1 1 d . . . . .
O1 O -0.11367(8) 0.45325(8) 0.36104(9) 0.0378(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.4022(14) . ?
C1 C6 1.4091(14) . ?
C1 C18 1.4802(15) . ?
C2 C3 1.3832(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.3915(19) . ?
C3 H3 0.9500 . ?
C4 C5 1.3919(15) . ?
C4 H4 0.9500 . ?
C5 C6 1.3987(14) . ?
C5 H5 0.9500 . ?
C6 C7 1.4890(13) . ?
C7 C8 1.3981(13) . ?
C7 C12 1.3983(13) . ?
C8 C9 1.3914(13) . ?
C8 H8 0.9500 . ?
C9 C10 1.3965(13) . ?
C9 H9 0.9500 . ?
C10 C11 1.3983(13) . ?
C10 C13 1.4861(13) . ?
C11 C12 1.3870(13) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 N1 1.3432(12) . ?
C13 C14 1.4003(13) . ?
C14 C15 1.3884(14) . ?
C14 H14 0.9500 . ?
C15 C16 1.3868(14) . ?
C15 H15 0.9500 . ?
C16 C17 1.3958(13) . ?
C16 H16 0.9500 . ?
C17 N1 1.3444(12) . ?
C17 C17 1.4903(18) 3_676 ?
C18 O1 1.2150(13) . ?
C18 H18 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
C2 C1 C6 120.06(10) . . ?
C2 C1 C18 118.80(9) . . ?
C6 C1 C18 120.88(9) . . ?
C3 C2 C1 120.46(11) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 119.71(10) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C5 120.40(11) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C4 C5 C6 120.68(11) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C5 C6 C1 118.58(9) . . ?
C5 C6 C7 119.88(9) . . ?
C1 C6 C7 121.54(9) . . ?
C8 C7 C12 118.65(9) . . ?
C8 C7 C6 121.12(8) . . ?
C12 C7 C6 120.23(8) . . ?
C9 C8 C7 120.76(9) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 120.38(9) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C9 C10 C11 118.80(9) . . ?
C9 C10 C13 121.66(8) . . ?
C11 C10 C13 119.52(8) . . ?
C12 C11 C10 120.74(9) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C7 120.53(9) . . ?
C11 C12 H12 119.7 . . ?
C7 C12 H12 119.7 . . ?
N1 C13 C14 122.23(9) . . ?
N1 C13 C10 115.82(8) . . ?
C14 C13 C10 121.95(8) . . ?
C15 C14 C13 118.75(9) . . ?
C15 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
C16 C15 C14 119.37(9) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C15 C16 C17 118.31(9) . . ?
C15 C16 H16 120.8 . . ?
C17 C16 H16 120.8 . . ?
N1 C17 C16 122.92(9) . . ?
N1 C17 C17 116.12(10) . 3_676 ?
C16 C17 C17 120.96(10) . 3_676 ?
O1 C18 C1 123.89(11) . . ?
O1 C18 H18 118.1 . . ?
C1 C18 H18 118.1 . . ?
C13 N1 C17 118.41(8) . . ?

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
C6 C1 C2 C3 -2.00(15) . . . . ?
C18 C1 C2 C3 172.14(10) . . . . ?
C1 C2 C3 C4 -1.13(16) . . . . ?
C2 C3 C4 C5 2.42(17) . . . . ?
C3 C4 C5 C6 -0.56(17) . . . . ?
C4 C5 C6 C1 -2.53(15) . . . . ?
C4 C5 C6 C7 176.89(9) . . . . ?
C2 C1 C6 C5 3.79(14) . . . . ?
C18 C1 C6 C5 -170.22(9) . . . . ?
C2 C1 C6 C7 -175.62(9) . . . . ?
C18 C1 C6 C7 10.36(14) . . . . ?
C5 C6 C7 C8 -124.52(11) . . . . ?
C1 C6 C7 C8 54.89(13) . . . . ?
C5 C6 C7 C12 55.82(13) . . . . ?
C1 C6 C7 C12 -124.77(10) . . . . ?
C12 C7 C8 C9 0.50(14) . . . . ?
C6 C7 C8 C9 -179.16(9) . . . . ?
C7 C8 C9 C10 2.22(15) . . . . ?
C8 C9 C10 C11 -1.97(14) . . . . ?
C8 C9 C10 C13 176.40(9) . . . . ?
C9 C10 C11 C12 -0.99(14) . . . . ?
C13 C10 C11 C12 -179.40(9) . . . . ?
C10 C11 C12 C7 3.75(15) . . . . ?
C8 C7 C12 C11 -3.47(14) . . . . ?
C6 C7 C12 C11 176.20(9) . . . . ?
C9 C10 C13 N1 -144.01(9) . . . . ?
C11 C10 C13 N1 34.34(12) . . . . ?
C9 C10 C13 C14 35.17(14) . . . . ?
C11 C10 C13 C14 -146.48(10) . . . . ?
N1 C13 C14 C15 0.93(15) . . . . ?
C10 C13 C14 C15 -178.20(9) . . . . ?
C13 C14 C15 C16 0.47(15) . . . . ?
C14 C15 C16 C17 -1.06(15) . . . . ?
C15 C16 C17 N1 0.32(15) . . . . ?
C15 C16 C17 C17 -179.60(11) . . . 3_676 ?
C2 C1 C18 O1 12.51(15) . . . . ?
C6 C1 C18 O1 -173.40(10) . . . . ?
C14 C13 N1 C17 -1.67(14) . . . . ?
C10 C13 N1 C17 177.51(8) . . . . ?
C16 C17 N1 C13 1.04(14) . . . . ?
C17 C17 N1 C13 -179.04(10) 3_676 . . . ?

_refine_diff_density_max         0.335
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.041



####################################################################### 
# 
# 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_jwar210608
_database_code_depnum_ccdc_archive 'CCDC 2240391'
loop_
_audit_author_name
_audit_author_address
'Corinne Bailly'
;Federation de Chimie Le Bel
France
;
_audit_update_record             
;
2023-02-07 deposited with the CCDC.	2023-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C54 H34 N6, C6 H12'
_chemical_formula_sum            'C60 H46 N6'
_chemical_formula_weight         851.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   12.0156(3)
_cell_length_b                   15.3535(4)
_cell_length_c                   24.3972(6)
_cell_angle_alpha                90
_cell_angle_beta                 93.1730(10)
_cell_angle_gamma                90
_cell_volume                     4493.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9758
_cell_measurement_theta_min      3.40
_cell_measurement_theta_max      66.57

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_F_000             1792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.575
_shelx_estimated_absorpt_T_min   0.934
_shelx_estimated_absorpt_T_max   0.955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6227
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Cu-ImuS DIAMOND microfocus tube'
_diffrn_measurement_device_type  'Bruker PHOTON-III CPAD'
_diffrn_measurement_method       'φ and ω shuterless scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            54518
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.403
_diffrn_reflns_theta_max         66.619
_diffrn_reflns_theta_full        66.619
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7944
_reflns_number_gt                7123
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0776P)²+5.1268P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7944
_refine_ls_number_parameters     615
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0578
_refine_ls_wR_factor_ref         0.1600
_refine_ls_wR_factor_gt          0.1551
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.26415(16) 0.58781(13) 0.57725(8) 0.0217(4) Uani 1 1 d . . . . .
C2 C 0.36927(17) 0.54986(13) 0.57312(8) 0.0223(4) Uani 1 1 d . . . . .
C3 C 0.39733(18) 0.45950(14) 0.57330(9) 0.0273(5) Uani 1 1 d . . . . .
H3 H 0.3464 0.4122 0.5741 0.033 Uiso 1 1 calc R U . . .
C4 C 0.51016(18) 0.45323(14) 0.57207(10) 0.0300(5) Uani 1 1 d . . . . .
H4 H 0.5515 0.4005 0.5714 0.036 Uiso 1 1 calc R U . . .
C5 C 0.55587(17) 0.53869(13) 0.57188(9) 0.0247(4) Uani 1 1 d . . . . .
C6 C 0.66787(17) 0.56027(14) 0.57521(9) 0.0258(5) Uani 1 1 d . . . . .
H6 H 0.7184 0.5128 0.5742 0.031 Uiso 1 1 calc R U . . .
C7 C 0.71613(17) 0.64254(14) 0.57978(9) 0.0237(4) Uani 1 1 d . . . . .
C8 C 0.83539(17) 0.65598(14) 0.58817(9) 0.0269(5) Uani 1 1 d . . . . .
H8 H 0.8914 0.6123 0.5899 0.032 Uiso 1 1 calc R U . . .
C9 C 0.85112(17) 0.74238(14) 0.59294(9) 0.0253(4) Uani 1 1 d . . . . .
H9 H 0.9203 0.7717 0.5991 0.030 Uiso 1 1 calc R U . . .
C10 C 0.74138(17) 0.78212(13) 0.58676(8) 0.0217(4) Uani 1 1 d . . . . .
C11 C 0.72292(17) 0.87253(13) 0.58662(8) 0.0221(4) Uani 1 1 d . . . . .
C12 C 0.61755(17) 0.91077(13) 0.57849(8) 0.0227(4) Uani 1 1 d . . . . .
C13 C 0.58971(18) 1.00113(14) 0.57730(9) 0.0274(5) Uani 1 1 d . . . . .
H13 H 0.6409 1.0483 0.5798 0.033 Uiso 1 1 calc R U . . .
C14 C 0.47648(19) 1.00761(14) 0.57197(10) 0.0297(5) Uani 1 1 d . . . . .
H14 H 0.4352 1.0604 0.5697 0.036 Uiso 1 1 calc R U . . .
C15 C 0.43041(17) 0.92230(13) 0.57044(9) 0.0246(4) Uani 1 1 d . . . . .
C16 C 0.31825(18) 0.90061(14) 0.56980(9) 0.0262(5) Uani 1 1 d . . . . .
H16 H 0.2676 0.9481 0.5674 0.031 Uiso 1 1 calc R U . . .
C17 C 0.27012(17) 0.81802(14) 0.57220(8) 0.0233(4) Uani 1 1 d . . . . .
C18 C 0.15116(17) 0.80446(14) 0.57482(9) 0.0266(5) Uani 1 1 d . . . . .
H18 H 0.0952 0.8482 0.5746 0.032 Uiso 1 1 calc R U . . .
C19 C 0.13559(17) 0.71776(14) 0.57768(9) 0.0259(5) Uani 1 1 d . . . . .
H19 H 0.0665 0.6883 0.5801 0.031 Uiso 1 1 calc R U . . .
C20 C 0.24522(16) 0.67818(14) 0.57634(8) 0.0217(4) Uani 1 1 d . . . . .
C21 C 0.16808(17) 0.52790(13) 0.58585(9) 0.0238(4) Uani 1 1 d . . . . .
C22 C 0.12684(18) 0.47464(14) 0.54310(9) 0.0285(5) Uani 1 1 d . . . . .
H22 H 0.1621 0.4750 0.5092 0.034 Uiso 1 1 calc R U . . .
C23 C 0.03535(19) 0.42110(15) 0.54908(10) 0.0323(5) Uani 1 1 d . . . . .
H23 H 0.0090 0.3847 0.5197 0.039 Uiso 1 1 calc R U . . .
C24 C -0.01749(19) 0.42094(15) 0.59818(10) 0.0333(5) Uani 1 1 d . . . . .
H24 H -0.0818 0.3861 0.6022 0.040 Uiso 1 1 calc R U . . .
C25 C 0.02417(18) 0.47198(15) 0.64137(10) 0.0302(5) Uani 1 1 d . . . . .
H25 H -0.0114 0.4706 0.6752 0.036 Uiso 1 1 calc R U . . .
C26 C 0.11725(17) 0.52556(13) 0.63653(9) 0.0248(4) Uani 1 1 d . . . . .
C27 C 0.16171(17) 0.57399(14) 0.68579(9) 0.0245(4) Uani 1 1 d . . . . .
C28 C 0.27501(18) 0.57044(15) 0.70223(9) 0.0299(5) Uani 1 1 d . . . . .
H28 H 0.3252 0.5410 0.6799 0.036 Uiso 1 1 calc R U . . .
C29 C 0.31520(18) 0.60919(16) 0.75058(9) 0.0303(5) Uani 1 1 d . . . . .
H29 H 0.3926 0.6066 0.7606 0.036 Uiso 1 1 calc R U . . .
C30 C 0.24371(18) 0.65201(14) 0.78474(9) 0.0262(5) Uani 1 1 d . . . . .
C31 C 0.13137(19) 0.65727(16) 0.76770(9) 0.0321(5) Uani 1 1 d . . . . .
H31 H 0.0813 0.6874 0.7898 0.038 Uiso 1 1 calc R U . . .
C32 C 0.09134(18) 0.61931(16) 0.71895(9) 0.0308(5) Uani 1 1 d . . . . .
H32 H 0.0145 0.6244 0.7081 0.037 Uiso 1 1 calc R U . . .
C33 C 0.28849(18) 0.68648(14) 0.83838(9) 0.0260(5) Uani 1 1 d . . . . .
C34 C 0.22043(19) 0.70192(15) 0.88216(9) 0.0292(5) Uani 1 1 d . . . . .
H34 H 0.1420 0.6944 0.8776 0.035 Uiso 1 1 calc R U . . .
C35 C 0.26916(19) 0.72828(14) 0.93205(9) 0.0296(5) Uani 1 1 d . . . . .
H35 H 0.2245 0.7392 0.9622 0.035 Uiso 1 1 calc R U . . .
C36 C 0.38384(19) 0.73860(14) 0.93764(9) 0.0276(5) Uani 1 1 d . . . . .
H36 H 0.4193 0.7551 0.9718 0.033 Uiso 1 1 calc R U . . .
C37 C 0.44573(18) 0.72412(13) 0.89186(8) 0.0242(4) Uani 1 1 d . . . . .
C38 C 0.56970(18) 0.73693(13) 0.89385(8) 0.0242(4) Uani 1 1 d . . . . .
C39 C 0.63558(19) 0.72270(14) 0.94194(9) 0.0284(5) Uani 1 1 d . . . . .
H39 H 0.6028 0.7068 0.9750 0.034 Uiso 1 1 calc R U . . .
C40 C 0.7497(2) 0.73234(15) 0.94026(9) 0.0315(5) Uani 1 1 d . . . . .
H40 H 0.7967 0.7220 0.9722 0.038 Uiso 1 1 calc R U . . .
C41 C 0.79467(19) 0.75719(15) 0.89180(9) 0.0301(5) Uani 1 1 d . . . . .
H41 H 0.8730 0.7632 0.8898 0.036 Uiso 1 1 calc R U . . .
C42 C 0.72308(18) 0.77341(14) 0.84569(9) 0.0255(4) Uani 1 1 d . . . . .
C43 C 0.76385(18) 0.80838(14) 0.79380(9) 0.0260(5) Uani 1 1 d . . . . .
C44 C 0.87472(19) 0.80113(16) 0.77992(9) 0.0313(5) Uani 1 1 d . . . . .
H44 H 0.9262 0.7696 0.8033 0.038 Uiso 1 1 calc R U . . .
C45 C 0.91073(18) 0.83923(15) 0.73251(9) 0.0302(5) Uani 1 1 d . . . . .
H45 H 0.9863 0.8327 0.7237 0.036 Uiso 1 1 calc R U . . .
C46 C 0.83814(18) 0.88679(14) 0.69772(9) 0.0255(4) Uani 1 1 d . . . . .
C47 C 0.72704(18) 0.89250(15) 0.71128(9) 0.0296(5) Uani 1 1 d . . . . .
H47 H 0.6755 0.9238 0.6878 0.036 Uiso 1 1 calc R U . . .
C48 C 0.69048(18) 0.85372(16) 0.75795(9) 0.0304(5) Uani 1 1 d . . . . .
H48 H 0.6141 0.8580 0.7658 0.036 Uiso 1 1 calc R U . . .
C49 C 0.87850(17) 0.93399(14) 0.64924(9) 0.0252(4) Uani 1 1 d . . . . .
C50 C 0.97470(19) 0.98507(15) 0.65598(10) 0.0315(5) Uani 1 1 d . . . . .
H50 H 1.0150 0.9859 0.6906 0.038 Uiso 1 1 calc R U . . .
C51 C 1.0125(2) 1.03441(15) 0.61333(10) 0.0348(5) Uani 1 1 d . . . . .
H51 H 1.0780 1.0686 0.6187 0.042 Uiso 1 1 calc R U . . .
C52 C 0.9542(2) 1.03369(15) 0.56275(10) 0.0340(5) Uani 1 1 d . . . . .
H52 H 0.9786 1.0685 0.5336 0.041 Uiso 1 1 calc R U . . .
C53 C 0.86005(19) 0.98196(14) 0.55488(9) 0.0295(5) Uani 1 1 d . . . . .
H53 H 0.8212 0.9810 0.5199 0.035 Uiso 1 1 calc R U . . .
C54 C 0.82132(17) 0.93137(13) 0.59723(9) 0.0239(4) Uani 1 1 d . . . . .
C55 C 0.6815(4) 0.5750(3) 0.73959(17) 0.0835(12) Uani 1 1 d D . . . .
H55A H 0.6202 0.5800 0.7109 0.100 Uiso 0.8 1 calc R U P A 1
H55B H 0.7134 0.6338 0.7460 0.100 Uiso 0.8 1 calc R U P A 1
H55C H 0.7377 0.5781 0.7115 0.100 Uiso 0.2 1 calc R U P B 2
H55D H 0.6492 0.6336 0.7446 0.100 Uiso 0.2 1 calc R U P B 2
C56 C 0.6336(4) 0.5406(3) 0.79404(18) 0.0645(11) Uani 0.8 1 d . . P C 1
H56A H 0.6933 0.5373 0.8236 0.077 Uiso 0.8 1 calc R U P C 1
H56B H 0.5743 0.5799 0.8061 0.077 Uiso 0.8 1 calc R U P C 1
C57 C 0.5883(3) 0.4539(3) 0.78155(17) 0.0646(11) Uani 0.8 1 d . . P C 1
H57A H 0.5266 0.4597 0.7532 0.078 Uiso 0.8 1 calc R U P C 1
H57B H 0.5566 0.4302 0.8150 0.078 Uiso 0.8 1 calc R U P C 1
C56B C 0.7313(14) 0.5391(11) 0.7932(6) 0.0645(11) Uani 0.2 1 d D . P C 2
H56C H 0.6741 0.5372 0.8209 0.077 Uiso 0.2 1 calc R U P C 2
H56D H 0.7934 0.5766 0.8074 0.077 Uiso 0.2 1 calc R U P C 2
C57B C 0.7745(13) 0.4457(11) 0.7821(7) 0.0646(11) Uani 0.2 1 d D . P C 2
H57C H 0.8094 0.4207 0.8164 0.078 Uiso 0.2 1 calc R U P C 2
H57D H 0.8315 0.4477 0.7544 0.078 Uiso 0.2 1 calc R U P C 2
C58 C 0.6746(5) 0.3875(3) 0.7609(2) 0.1034(17) Uani 1 1 d . . . . .
H58A H 0.7339 0.3776 0.7901 0.124 Uiso 0.8 1 calc R U P C 1
H58B H 0.6372 0.3312 0.7527 0.124 Uiso 0.8 1 calc R U P C 1
H58C H 0.7013 0.3267 0.7591 0.124 Uiso 0.2 1 calc R U P C 2
H58D H 0.6174 0.3893 0.7886 0.124 Uiso 0.2 1 calc R U P C 2
C59 C 0.7267(5) 0.4222(3) 0.70883(19) 0.0776(14) Uani 0.8 1 d . . P C 1
H59A H 0.7884 0.3835 0.6989 0.093 Uiso 0.8 1 calc R U P C 1
H59B H 0.6699 0.4228 0.6778 0.093 Uiso 0.8 1 calc R U P C 1
C60 C 0.7711(3) 0.5146(3) 0.71944(17) 0.0635(11) Uani 0.8 1 d . . P C 1
H60A H 0.8343 0.5124 0.7472 0.076 Uiso 0.8 1 calc R U P C 1
H60B H 0.7992 0.5384 0.6851 0.076 Uiso 0.8 1 calc R U P C 1
C59B C 0.618(2) 0.4109(11) 0.7051(8) 0.0776(14) Uani 0.2 1 d D . P C 2
H59C H 0.5516 0.3746 0.6955 0.093 Uiso 0.2 1 calc R U P C 2
H59D H 0.6698 0.4101 0.6750 0.093 Uiso 0.2 1 calc R U P C 2
C60B C 0.5873(10) 0.5054(9) 0.7233(7) 0.0635(11) Uani 0.2 1 d D . P C 2
H60C H 0.5403 0.4996 0.7552 0.076 Uiso 0.2 1 calc R U P C 2
H60D H 0.5395 0.5311 0.6931 0.076 Uiso 0.2 1 calc R U P C 2
N1 N 0.46750(14) 0.59520(12) 0.57137(7) 0.0218(4) Uani 1 1 d . . . . .
N2 N 0.66028(14) 0.72001(11) 0.57895(7) 0.0216(4) Uani 1 1 d . . . . .
N3 N 0.51875(14) 0.86549(12) 0.57334(7) 0.0221(4) Uani 1 1 d . . . . .
N4 N 0.32594(14) 0.74068(11) 0.57300(7) 0.0208(4) Uani 1 1 d . . . . .
N5 N 0.39928(15) 0.69840(11) 0.84334(7) 0.0246(4) Uani 1 1 d . . . . .
N6 N 0.61237(15) 0.76250(11) 0.84699(7) 0.0249(4) Uani 1 1 d . . . . .
H1N H 0.473(2) 0.6518(19) 0.5736(10) 0.033(7) Uiso 1 1 d . . . . .
H3N H 0.512(2) 0.806(2) 0.5779(11) 0.040(7) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.400(3) . ?
C1 C20 1.406(3) . ?
C1 C21 1.500(3) . ?
C2 N1 1.373(3) . ?
C2 C3 1.428(3) . ?
C3 C4 1.361(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.422(3) . ?
C4 H4 0.9500 . ?
C5 N1 1.371(3) . ?
C5 C6 1.384(3) . ?
C6 C7 1.392(3) . ?
C6 H6 0.9500 . ?
C7 N2 1.365(3) . ?
C7 C8 1.451(3) . ?
C8 C9 1.344(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.453(3) . ?
C9 H9 0.9500 . ?
C10 N2 1.369(3) . ?
C10 C11 1.406(3) . ?
C11 C12 1.400(3) . ?
C11 C54 1.499(3) . ?
C12 N3 1.375(3) . ?
C12 C13 1.427(3) . ?
C13 C14 1.363(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.422(3) . ?
C14 H14 0.9500 . ?
C15 N3 1.373(3) . ?
C15 C16 1.387(3) . ?
C16 C17 1.396(3) . ?
C16 H16 0.9500 . ?
C17 N4 1.363(3) . ?
C17 C18 1.449(3) . ?
C18 C19 1.347(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.453(3) . ?
C19 H19 0.9500 . ?
C20 N4 1.370(3) . ?
C21 C22 1.394(3) . ?
C21 C26 1.410(3) . ?
C22 C23 1.387(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.386(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.384(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.399(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.487(3) . ?
C27 C32 1.389(3) . ?
C27 C28 1.399(3) . ?
C28 C29 1.384(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.394(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.393(3) . ?
C30 C33 1.485(3) . ?
C31 C32 1.386(3) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 N5 1.343(3) . ?
C33 C34 1.401(3) . ?
C34 C35 1.382(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.386(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.394(3) . ?
C36 H36 0.9500 . ?
C37 N5 1.340(3) . ?
C37 C38 1.501(3) . ?
C38 N6 1.337(3) . ?
C38 C39 1.396(3) . ?
C39 C40 1.382(3) . ?
C39 H39 0.9500 . ?
C40 C41 1.381(3) . ?
C40 H40 0.9500 . ?
C41 C42 1.400(3) . ?
C41 H41 0.9500 . ?
C42 N6 1.343(3) . ?
C42 C43 1.483(3) . ?
C43 C48 1.393(3) . ?
C43 C44 1.397(3) . ?
C44 C45 1.387(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.390(3) . ?
C45 H45 0.9500 . ?
C46 C47 1.396(3) . ?
C46 C49 1.491(3) . ?
C47 C48 1.378(3) . ?
C47 H47 0.9500 . ?
C48 H48 0.9500 . ?
C49 C50 1.399(3) . ?
C49 C54 1.410(3) . ?
C50 C51 1.384(3) . ?
C50 H50 0.9500 . ?
C51 C52 1.385(4) . ?
C51 H51 0.9500 . ?
C52 C53 1.387(3) . ?
C52 H52 0.9500 . ?
C53 C54 1.393(3) . ?
C53 H53 0.9500 . ?
C55 C56B 1.513(13) . ?
C55 C60 1.523(6) . ?
C55 C56 1.568(6) . ?
C55 C60B 1.591(9) . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C55 H55C 0.9900 . ?
C55 H55D 0.9900 . ?
C56 C57 1.464(6) . ?
C56 H56A 0.9900 . ?
C56 H56B 0.9900 . ?
C57 C58 1.556(6) . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C56B C57B 1.554(16) . ?
C56B H56C 0.9900 . ?
C56B H56D 0.9900 . ?
C57B C58 1.562(16) . ?
C57B H57C 0.9900 . ?
C57B H57D 0.9900 . ?
C58 C59B 1.53(2) . ?
C58 C59 1.543(6) . ?
C58 H58A 0.9900 . ?
C58 H58B 0.9900 . ?
C58 H58C 0.9900 . ?
C58 H58D 0.9900 . ?
C59 C60 1.534(7) . ?
C59 H59A 0.9900 . ?
C59 H59B 0.9900 . ?
C60 H60A 0.9900 . ?
C60 H60B 0.9900 . ?
C59B C60B 1.567(16) . ?
C59B H59C 0.9900 . ?
C59B H59D 0.9900 . ?
C60B H60C 0.9900 . ?
C60B H60D 0.9900 . ?
N1 H1N 0.87(3) . ?
N3 H3N 0.93(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C20 123.75(19) . . ?
C2 C1 C21 117.34(18) . . ?
C20 C1 C21 118.84(18) . . ?
N1 C2 C1 124.88(19) . . ?
N1 C2 C3 106.83(17) . . ?
C1 C2 C3 128.19(19) . . ?
C4 C3 C2 107.70(19) . . ?
C4 C3 H3 126.2 . . ?
C2 C3 H3 126.2 . . ?
C3 C4 C5 108.66(19) . . ?
C3 C4 H4 125.7 . . ?
C5 C4 H4 125.7 . . ?
N1 C5 C6 126.81(19) . . ?
N1 C5 C4 106.55(18) . . ?
C6 C5 C4 126.51(19) . . ?
C5 C6 C7 128.43(19) . . ?
C5 C6 H6 115.8 . . ?
C7 C6 H6 115.8 . . ?
N2 C7 C6 125.96(19) . . ?
N2 C7 C8 111.03(18) . . ?
C6 C7 C8 122.97(19) . . ?
C9 C8 C7 106.59(19) . . ?
C9 C8 H8 126.7 . . ?
C7 C8 H8 126.7 . . ?
C8 C9 C10 106.44(18) . . ?
C8 C9 H9 126.8 . . ?
C10 C9 H9 126.8 . . ?
N2 C10 C11 125.20(18) . . ?
N2 C10 C9 110.90(18) . . ?
C11 C10 C9 123.86(19) . . ?
C12 C11 C10 123.78(19) . . ?
C12 C11 C54 118.05(18) . . ?
C10 C11 C54 118.15(18) . . ?
N3 C12 C11 124.77(19) . . ?
N3 C12 C13 106.82(18) . . ?
C11 C12 C13 128.31(19) . . ?
C14 C13 C12 107.73(19) . . ?
C14 C13 H13 126.1 . . ?
C12 C13 H13 126.1 . . ?
C13 C14 C15 108.68(19) . . ?
C13 C14 H14 125.7 . . ?
C15 C14 H14 125.7 . . ?
N3 C15 C16 126.59(19) . . ?
N3 C15 C14 106.57(18) . . ?
C16 C15 C14 126.72(19) . . ?
C15 C16 C17 128.45(19) . . ?
C15 C16 H16 115.8 . . ?
C17 C16 H16 115.8 . . ?
N4 C17 C16 125.95(19) . . ?
N4 C17 C18 111.09(18) . . ?
C16 C17 C18 122.96(19) . . ?
C19 C18 C17 106.53(18) . . ?
C19 C18 H18 126.7 . . ?
C17 C18 H18 126.7 . . ?
C18 C19 C20 106.48(19) . . ?
C18 C19 H19 126.8 . . ?
C20 C19 H19 126.8 . . ?
N4 C20 C1 125.29(18) . . ?
N4 C20 C19 110.74(18) . . ?
C1 C20 C19 123.96(19) . . ?
C22 C21 C26 119.2(2) . . ?
C22 C21 C1 119.96(19) . . ?
C26 C21 C1 120.83(18) . . ?
C23 C22 C21 121.3(2) . . ?
C23 C22 H22 119.3 . . ?
C21 C22 H22 119.3 . . ?
C24 C23 C22 119.7(2) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C25 C24 C23 119.5(2) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 121.7(2) . . ?
C24 C25 H25 119.1 . . ?
C26 C25 H25 119.1 . . ?
C25 C26 C21 118.4(2) . . ?
C25 C26 C27 118.6(2) . . ?
C21 C26 C27 122.85(19) . . ?
C32 C27 C28 117.8(2) . . ?
C32 C27 C26 121.21(19) . . ?
C28 C27 C26 120.84(19) . . ?
C29 C28 C27 121.1(2) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
C28 C29 C30 121.0(2) . . ?
C28 C29 H29 119.5 . . ?
C30 C29 H29 119.5 . . ?
C31 C30 C29 117.9(2) . . ?
C31 C30 C33 122.7(2) . . ?
C29 C30 C33 119.33(19) . . ?
C32 C31 C30 121.1(2) . . ?
C32 C31 H31 119.5 . . ?
C30 C31 H31 119.5 . . ?
C31 C32 C27 121.1(2) . . ?
C31 C32 H32 119.4 . . ?
C27 C32 H32 119.4 . . ?
N5 C33 C34 121.7(2) . . ?
N5 C33 C30 115.92(18) . . ?
C34 C33 C30 122.3(2) . . ?
C35 C34 C33 119.0(2) . . ?
C35 C34 H34 120.5 . . ?
C33 C34 H34 120.5 . . ?
C34 C35 C36 119.4(2) . . ?
C34 C35 H35 120.3 . . ?
C36 C35 H35 120.3 . . ?
C35 C36 C37 118.3(2) . . ?
C35 C36 H36 120.8 . . ?
C37 C36 H36 120.8 . . ?
N5 C37 C36 122.7(2) . . ?
N5 C37 C38 115.55(18) . . ?
C36 C37 C38 121.74(19) . . ?
N6 C38 C39 122.6(2) . . ?
N6 C38 C37 115.95(18) . . ?
C39 C38 C37 121.49(19) . . ?
C40 C39 C38 118.4(2) . . ?
C40 C39 H39 120.8 . . ?
C38 C39 H39 120.8 . . ?
C41 C40 C39 119.4(2) . . ?
C41 C40 H40 120.3 . . ?
C39 C40 H40 120.3 . . ?
C40 C41 C42 119.0(2) . . ?
C40 C41 H41 120.5 . . ?
C42 C41 H41 120.5 . . ?
N6 C42 C41 121.6(2) . . ?
N6 C42 C43 116.09(19) . . ?
C41 C42 C43 122.2(2) . . ?
C48 C43 C44 117.8(2) . . ?
C48 C43 C42 119.29(19) . . ?
C44 C43 C42 122.9(2) . . ?
C45 C44 C43 121.0(2) . . ?
C45 C44 H44 119.5 . . ?
C43 C44 H44 119.5 . . ?
C44 C45 C46 121.1(2) . . ?
C44 C45 H45 119.4 . . ?
C46 C45 H45 119.4 . . ?
C45 C46 C47 117.7(2) . . ?
C45 C46 C49 121.27(19) . . ?
C47 C46 C49 121.0(2) . . ?
C48 C47 C46 121.4(2) . . ?
C48 C47 H47 119.3 . . ?
C46 C47 H47 119.3 . . ?
C47 C48 C43 121.0(2) . . ?
C47 C48 H48 119.5 . . ?
C43 C48 H48 119.5 . . ?
C50 C49 C54 118.7(2) . . ?
C50 C49 C46 118.8(2) . . ?
C54 C49 C46 122.44(19) . . ?
C51 C50 C49 121.5(2) . . ?
C51 C50 H50 119.3 . . ?
C49 C50 H50 119.3 . . ?
C50 C51 C52 119.7(2) . . ?
C50 C51 H51 120.2 . . ?
C52 C51 H51 120.2 . . ?
C51 C52 C53 119.8(2) . . ?
C51 C52 H52 120.1 . . ?
C53 C52 H52 120.1 . . ?
C52 C53 C54 121.3(2) . . ?
C52 C53 H53 119.3 . . ?
C54 C53 H53 119.3 . . ?
C53 C54 C49 119.0(2) . . ?
C53 C54 C11 120.04(19) . . ?
C49 C54 C11 120.87(18) . . ?
C60 C55 C56 111.6(4) . . ?
C56B C55 C60B 102.3(9) . . ?
C60 C55 H55A 109.3 . . ?
C56 C55 H55A 109.3 . . ?
C60 C55 H55B 109.3 . . ?
C56 C55 H55B 109.3 . . ?
H55A C55 H55B 108.0 . . ?
C56B C55 H55C 111.3 . . ?
C60B C55 H55C 111.3 . . ?
C56B C55 H55D 111.3 . . ?
C60B C55 H55D 111.3 . . ?
H55C C55 H55D 109.2 . . ?
C57 C56 C55 106.2(3) . . ?
C57 C56 H56A 110.5 . . ?
C55 C56 H56A 110.5 . . ?
C57 C56 H56B 110.5 . . ?
C55 C56 H56B 110.5 . . ?
H56A C56 H56B 108.7 . . ?
C56 C57 C58 114.6(4) . . ?
C56 C57 H57A 108.6 . . ?
C58 C57 H57A 108.6 . . ?
C56 C57 H57B 108.6 . . ?
C58 C57 H57B 108.6 . . ?
H57A C57 H57B 107.6 . . ?
C55 C56B C57B 107.8(12) . . ?
C55 C56B H56C 110.1 . . ?
C57B C56B H56C 110.1 . . ?
C55 C56B H56D 110.1 . . ?
C57B C56B H56D 110.1 . . ?
H56C C56B H56D 108.5 . . ?
C56B C57B C58 109.0(12) . . ?
C56B C57B H57C 109.9 . . ?
C58 C57B H57C 109.9 . . ?
C56B C57B H57D 109.9 . . ?
C58 C57B H57D 109.9 . . ?
H57C C57B H57D 108.3 . . ?
C59 C58 C57 110.4(4) . . ?
C59B C58 C57B 117.1(11) . . ?
C59 C58 H58A 109.6 . . ?
C57 C58 H58A 109.6 . . ?
C59 C58 H58B 109.6 . . ?
C57 C58 H58B 109.6 . . ?
H58A C58 H58B 108.1 . . ?
C59B C58 H58C 108.0 . . ?
C57B C58 H58C 108.0 . . ?
C59B C58 H58D 108.0 . . ?
C57B C58 H58D 108.0 . . ?
H58C C58 H58D 107.3 . . ?
C60 C59 C58 109.5(4) . . ?
C60 C59 H59A 109.8 . . ?
C58 C59 H59A 109.8 . . ?
C60 C59 H59B 109.8 . . ?
C58 C59 H59B 109.8 . . ?
H59A C59 H59B 108.2 . . ?
C55 C60 C59 111.9(4) . . ?
C55 C60 H60A 109.2 . . ?
C59 C60 H60A 109.2 . . ?
C55 C60 H60B 109.2 . . ?
C59 C60 H60B 109.2 . . ?
H60A C60 H60B 107.9 . . ?
C58 C59B C60B 93.7(12) . . ?
C58 C59B H59C 113.0 . . ?
C60B C59B H59C 113.0 . . ?
C58 C59B H59D 113.0 . . ?
C60B C59B H59D 113.0 . . ?
H59C C59B H59D 110.4 . . ?
C59B C60B C55 121.2(13) . . ?
C59B C60B H60C 107.0 . . ?
C55 C60B H60C 107.0 . . ?
C59B C60B H60D 107.0 . . ?
C55 C60B H60D 107.0 . . ?
H60C C60B H60D 106.8 . . ?
C5 N1 C2 110.22(18) . . ?
C5 N1 H1N 124.8(17) . . ?
C2 N1 H1N 124.6(17) . . ?
C7 N2 C10 105.03(17) . . ?
C15 N3 C12 110.16(18) . . ?
C15 N3 H3N 124.1(17) . . ?
C12 N3 H3N 124.7(17) . . ?
C17 N4 C20 105.17(16) . . ?
C37 N5 C33 118.83(18) . . ?
C38 N6 C42 118.94(18) . . ?

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
C20 C1 C2 N1 4.5(3) . . . . ?
C21 C1 C2 N1 -172.40(19) . . . . ?
C20 C1 C2 C3 -179.6(2) . . . . ?
C21 C1 C2 C3 3.4(3) . . . . ?
N1 C2 C3 C4 0.4(2) . . . . ?
C1 C2 C3 C4 -176.0(2) . . . . ?
C2 C3 C4 C5 0.8(3) . . . . ?
C3 C4 C5 N1 -1.8(3) . . . . ?
C3 C4 C5 C6 174.4(2) . . . . ?
N1 C5 C6 C7 1.3(4) . . . . ?
C4 C5 C6 C7 -174.1(2) . . . . ?
C5 C6 C7 N2 -3.7(4) . . . . ?
C5 C6 C7 C8 174.0(2) . . . . ?
N2 C7 C8 C9 0.6(3) . . . . ?
C6 C7 C8 C9 -177.4(2) . . . . ?
C7 C8 C9 C10 -0.7(2) . . . . ?
C8 C9 C10 N2 0.7(2) . . . . ?
C8 C9 C10 C11 -176.9(2) . . . . ?
N2 C10 C11 C12 0.2(3) . . . . ?
C9 C10 C11 C12 177.37(19) . . . . ?
N2 C10 C11 C54 178.53(18) . . . . ?
C9 C10 C11 C54 -4.3(3) . . . . ?
C10 C11 C12 N3 4.6(3) . . . . ?
C54 C11 C12 N3 -173.78(18) . . . . ?
C10 C11 C12 C13 -179.7(2) . . . . ?
C54 C11 C12 C13 2.0(3) . . . . ?
N3 C12 C13 C14 0.5(2) . . . . ?
C11 C12 C13 C14 -175.9(2) . . . . ?
C12 C13 C14 C15 0.8(3) . . . . ?
C13 C14 C15 N3 -1.7(3) . . . . ?
C13 C14 C15 C16 174.4(2) . . . . ?
N3 C15 C16 C17 0.4(4) . . . . ?
C14 C15 C16 C17 -175.0(2) . . . . ?
C15 C16 C17 N4 -3.5(4) . . . . ?
C15 C16 C17 C18 175.8(2) . . . . ?
N4 C17 C18 C19 0.5(2) . . . . ?
C16 C17 C18 C19 -178.9(2) . . . . ?
C17 C18 C19 C20 -0.5(2) . . . . ?
C2 C1 C20 N4 -2.0(3) . . . . ?
C21 C1 C20 N4 174.86(18) . . . . ?
C2 C1 C20 C19 176.60(19) . . . . ?
C21 C1 C20 C19 -6.5(3) . . . . ?
C18 C19 C20 N4 0.3(2) . . . . ?
C18 C19 C20 C1 -178.5(2) . . . . ?
C2 C1 C21 C22 -71.6(3) . . . . ?
C20 C1 C21 C22 111.3(2) . . . . ?
C2 C1 C21 C26 109.4(2) . . . . ?
C20 C1 C21 C26 -67.7(3) . . . . ?
C26 C21 C22 C23 1.6(3) . . . . ?
C1 C21 C22 C23 -177.4(2) . . . . ?
C21 C22 C23 C24 0.8(3) . . . . ?
C22 C23 C24 C25 -2.3(3) . . . . ?
C23 C24 C25 C26 1.4(3) . . . . ?
C24 C25 C26 C21 0.9(3) . . . . ?
C24 C25 C26 C27 -176.0(2) . . . . ?
C22 C21 C26 C25 -2.4(3) . . . . ?
C1 C21 C26 C25 176.58(19) . . . . ?
C22 C21 C26 C27 174.39(19) . . . . ?
C1 C21 C26 C27 -6.6(3) . . . . ?
C25 C26 C27 C32 -46.3(3) . . . . ?
C21 C26 C27 C32 136.9(2) . . . . ?
C25 C26 C27 C28 129.3(2) . . . . ?
C21 C26 C27 C28 -47.5(3) . . . . ?
C32 C27 C28 C29 1.4(3) . . . . ?
C26 C27 C28 C29 -174.4(2) . . . . ?
C27 C28 C29 C30 0.8(4) . . . . ?
C28 C29 C30 C31 -2.3(3) . . . . ?
C28 C29 C30 C33 175.1(2) . . . . ?
C29 C30 C31 C32 1.5(3) . . . . ?
C33 C30 C31 C32 -175.7(2) . . . . ?
C30 C31 C32 C27 0.7(4) . . . . ?
C28 C27 C32 C31 -2.1(3) . . . . ?
C26 C27 C32 C31 173.6(2) . . . . ?
C31 C30 C33 N5 -162.7(2) . . . . ?
C29 C30 C33 N5 20.0(3) . . . . ?
C31 C30 C33 C34 20.1(3) . . . . ?
C29 C30 C33 C34 -157.1(2) . . . . ?
N5 C33 C34 C35 -1.4(3) . . . . ?
C30 C33 C34 C35 175.5(2) . . . . ?
C33 C34 C35 C36 -0.2(3) . . . . ?
C34 C35 C36 C37 1.7(3) . . . . ?
C35 C36 C37 N5 -1.9(3) . . . . ?
C35 C36 C37 C38 177.80(19) . . . . ?
N5 C37 C38 N6 30.8(3) . . . . ?
C36 C37 C38 N6 -148.9(2) . . . . ?
N5 C37 C38 C39 -149.1(2) . . . . ?
C36 C37 C38 C39 31.2(3) . . . . ?
N6 C38 C39 C40 -2.5(3) . . . . ?
C37 C38 C39 C40 177.43(19) . . . . ?
C38 C39 C40 C41 1.2(3) . . . . ?
C39 C40 C41 C42 1.0(3) . . . . ?
C40 C41 C42 N6 -2.3(3) . . . . ?
C40 C41 C42 C43 174.0(2) . . . . ?
N6 C42 C43 C48 21.0(3) . . . . ?
C41 C42 C43 C48 -155.5(2) . . . . ?
N6 C42 C43 C44 -161.7(2) . . . . ?
C41 C42 C43 C44 21.7(3) . . . . ?
C48 C43 C44 C45 1.2(3) . . . . ?
C42 C43 C44 C45 -176.2(2) . . . . ?
C43 C44 C45 C46 0.9(4) . . . . ?
C44 C45 C46 C47 -2.0(3) . . . . ?
C44 C45 C46 C49 174.9(2) . . . . ?
C45 C46 C47 C48 1.1(3) . . . . ?
C49 C46 C47 C48 -175.8(2) . . . . ?
C46 C47 C48 C43 1.0(4) . . . . ?
C44 C43 C48 C47 -2.1(3) . . . . ?
C42 C43 C48 C47 175.3(2) . . . . ?
C45 C46 C49 C50 -46.6(3) . . . . ?
C47 C46 C49 C50 130.1(2) . . . . ?
C45 C46 C49 C54 135.5(2) . . . . ?
C47 C46 C49 C54 -47.8(3) . . . . ?
C54 C49 C50 C51 1.8(3) . . . . ?
C46 C49 C50 C51 -176.1(2) . . . . ?
C49 C50 C51 C52 0.1(4) . . . . ?
C50 C51 C52 C53 -1.5(3) . . . . ?
C51 C52 C53 C54 1.1(3) . . . . ?
C52 C53 C54 C49 0.8(3) . . . . ?
C52 C53 C54 C11 -176.7(2) . . . . ?
C50 C49 C54 C53 -2.2(3) . . . . ?
C46 C49 C54 C53 175.63(19) . . . . ?
C50 C49 C54 C11 175.32(19) . . . . ?
C46 C49 C54 C11 -6.8(3) . . . . ?
C12 C11 C54 C53 -71.9(3) . . . . ?
C10 C11 C54 C53 109.7(2) . . . . ?
C12 C11 C54 C49 110.6(2) . . . . ?
C10 C11 C54 C49 -67.9(3) . . . . ?
C60 C55 C56 C57 -58.8(5) . . . . ?
C55 C56 C57 C58 58.9(5) . . . . ?
C60B C55 C56B C57B 58.4(14) . . . . ?
C55 C56B C57B C58 -60.9(15) . . . . ?
C56 C57 C58 C59 -58.1(6) . . . . ?
C56B C57B C58 C59B 65.6(14) . . . . ?
C57 C58 C59 C60 51.9(6) . . . . ?
C56 C55 C60 C59 58.9(5) . . . . ?
C58 C59 C60 C55 -54.6(6) . . . . ?
C57B C58 C59B C60B -58.5(14) . . . . ?
C58 C59B C60B C55 64.1(15) . . . . ?
C56B C55 C60B C59B -69.7(15) . . . . ?
C6 C5 N1 C2 -174.1(2) . . . . ?
C4 C5 N1 C2 2.1(2) . . . . ?
C1 C2 N1 C5 175.01(19) . . . . ?
C3 C2 N1 C5 -1.6(2) . . . . ?
C6 C7 N2 C10 177.8(2) . . . . ?
C8 C7 N2 C10 -0.2(2) . . . . ?
C11 C10 N2 C7 177.19(19) . . . . ?
C9 C10 N2 C7 -0.3(2) . . . . ?
C16 C15 N3 C12 -174.1(2) . . . . ?
C14 C15 N3 C12 2.1(2) . . . . ?
C11 C12 N3 C15 174.96(19) . . . . ?
C13 C12 N3 C15 -1.6(2) . . . . ?
C16 C17 N4 C20 179.1(2) . . . . ?
C18 C17 N4 C20 -0.3(2) . . . . ?
C1 C20 N4 C17 178.78(19) . . . . ?
C19 C20 N4 C17 0.0(2) . . . . ?
C36 C37 N5 C33 0.4(3) . . . . ?
C38 C37 N5 C33 -179.34(18) . . . . ?
C34 C33 N5 C37 1.3(3) . . . . ?
C30 C33 N5 C37 -175.83(18) . . . . ?
C39 C38 N6 C42 1.3(3) . . . . ?
C37 C38 N6 C42 -178.64(18) . . . . ?
C41 C42 N6 C38 1.2(3) . . . . ?
C43 C42 N6 C38 -175.41(18) . . . . ?

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
N1 H1N N2 0.87(3) 2.48(3) 3.004(2) 119(2) .
N1 H1N N4 0.87(3) 2.23(3) 2.809(2) 123(2) .
N3 H3N N2 0.93(3) 2.22(3) 2.806(2) 121(2) .
N3 H3N N4 0.93(3) 2.45(3) 3.006(2) 119(2) .

_refine_diff_density_max         0.970
_refine_diff_density_min         -0.454
_refine_diff_density_rms         0.055



####################################################################### 
# 
# 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_jwyk211213
_database_code_depnum_ccdc_archive 'CCDC 2240392'
loop_
_audit_author_name
_audit_author_address
'Corinne Bailly'
;Federation de Chimie Le Bel
France
;
_audit_update_record             
;
2023-02-07 deposited with the CCDC.	2023-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C57 H38 N6 O Zn, C H2 Cl2'
_chemical_formula_sum            'C58 H40 Cl2 N6 O Zn'
_chemical_formula_weight         973.23

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   12.0783(3)
_cell_length_b                   13.7262(4)
_cell_length_c                   27.7976(8)
_cell_angle_alpha                90
_cell_angle_beta                 102.4610(10)
_cell_angle_gamma                90
_cell_volume                     4500.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    8872
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      25.57

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_F_000             2008
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.716
_shelx_estimated_absorpt_T_min   0.870
_shelx_estimated_absorpt_T_max   0.932
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6692
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Mo-ImuS 3.0 microfocus tube'
_diffrn_measurement_device_type  'Bruker PHOTON-III CPAD'
_diffrn_measurement_method       'φ and ω shuterless scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            108282
_diffrn_reflns_av_unetI/netI     0.0601
_diffrn_reflns_av_R_equivalents  0.1329
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         2.026
_diffrn_reflns_theta_max         27.910
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             10969
_reflns_number_gt                7980
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1100P)²+9.9383P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10969
_refine_ls_number_parameters     616
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1015
_refine_ls_R_factor_gt           0.0675
_refine_ls_wR_factor_ref         0.2058
_refine_ls_wR_factor_gt          0.1777
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0052(3) 0.3728(3) 0.28752(16) 0.0194(8) Uani 1 1 d . . . . .
C2 C -0.0921(4) 0.3894(3) 0.30870(17) 0.0251(9) Uani 1 1 d . . . . .
H2 H -0.1661 0.3636 0.2972 0.030 Uiso 1 1 calc R U . . .
C3 C -0.0579(4) 0.4488(3) 0.34826(17) 0.0256(9) Uani 1 1 d . . . . .
H3 H -0.1035 0.4732 0.3695 0.031 Uiso 1 1 calc R U . . .
C4 C 0.0613(3) 0.4678(3) 0.35181(16) 0.0203(8) Uani 1 1 d . . . . .
C5 C 0.1298(3) 0.5227(3) 0.38882(16) 0.0194(8) Uani 1 1 d . . . . .
H5 H 0.0929 0.5549 0.4112 0.023 Uiso 1 1 calc R U . . .
C6 C 0.2470(3) 0.5352(3) 0.39633(15) 0.0188(8) Uani 1 1 d . . . . .
C7 C 0.3175(4) 0.5784(3) 0.43967(16) 0.0211(8) Uani 1 1 d . . . . .
H7 H 0.2919 0.6089 0.4660 0.025 Uiso 1 1 calc R U . . .
C8 C 0.4265(4) 0.5675(3) 0.43591(15) 0.0200(8) Uani 1 1 d . . . . .
H8 H 0.4922 0.5870 0.4594 0.024 Uiso 1 1 calc R U . . .
C9 C 0.4236(3) 0.5200(3) 0.38896(15) 0.0166(8) Uani 1 1 d . . . . .
C10 C 0.5199(3) 0.4929(3) 0.37130(15) 0.0174(8) Uani 1 1 d . . . . .
C11 C 0.5164(3) 0.4441(3) 0.32670(15) 0.0174(8) Uani 1 1 d . . . . .
C12 C 0.6154(3) 0.4200(3) 0.30768(16) 0.0212(8) Uani 1 1 d . . . . .
H12 H 0.6919 0.4351 0.3225 0.025 Uiso 1 1 calc R U . . .
C13 C 0.5784(4) 0.3719(3) 0.26470(17) 0.0242(9) Uani 1 1 d . . . . .
H13 H 0.6239 0.3468 0.2437 0.029 Uiso 1 1 calc R U . . .
C14 C 0.4566(3) 0.3660(3) 0.25703(15) 0.0191(8) Uani 1 1 d . . . . .
C15 C 0.3863(4) 0.3195(3) 0.21741(15) 0.0201(8) Uani 1 1 d . . . . .
H15 H 0.4220 0.2929 0.1931 0.024 Uiso 1 1 calc R U . . .
C16 C 0.2690(3) 0.3078(3) 0.20957(15) 0.0180(8) Uani 1 1 d . . . . .
C17 C 0.2011(4) 0.2519(3) 0.16983(15) 0.0206(8) Uani 1 1 d . . . . .
H17 H 0.2269 0.2213 0.1436 0.025 Uiso 1 1 calc R U . . .
C18 C 0.0941(4) 0.2514(3) 0.17710(16) 0.0206(8) Uani 1 1 d . . . . .
H18 H 0.0304 0.2203 0.1569 0.025 Uiso 1 1 calc R U . . .
C19 C 0.0946(3) 0.3073(3) 0.22148(15) 0.0169(8) Uani 1 1 d . . . . .
C20 C 0.0021(3) 0.3197(3) 0.24392(15) 0.0185(8) Uani 1 1 d . . . . .
C21 C -0.1101(3) 0.2772(3) 0.21894(16) 0.0207(8) Uani 1 1 d . . . . .
C22 C -0.1740(4) 0.3265(3) 0.17849(18) 0.0270(10) Uani 1 1 d . . . . .
H22 H -0.1434 0.3829 0.1664 0.032 Uiso 1 1 calc R U . . .
C23 C -0.2813(4) 0.2947(4) 0.15560(18) 0.0310(10) Uani 1 1 d . . . . .
H23 H -0.3239 0.3295 0.1282 0.037 Uiso 1 1 calc R U . . .
C24 C -0.3269(4) 0.2115(4) 0.17286(19) 0.0297(10) Uani 1 1 d . . . . .
H24 H -0.4006 0.1895 0.1575 0.036 Uiso 1 1 calc R U . . .
C25 C -0.2635(4) 0.1615(3) 0.21264(18) 0.0252(9) Uani 1 1 d . . . . .
H25 H -0.2943 0.1046 0.2242 0.030 Uiso 1 1 calc R U . . .
C26 C -0.1550(3) 0.1929(3) 0.23619(16) 0.0207(8) Uani 1 1 d . . . . .
C27 C -0.0889(3) 0.1338(3) 0.27755(16) 0.0214(8) Uani 1 1 d . . . . .
C28 C -0.1362(4) 0.1033(4) 0.31658(18) 0.0276(10) Uani 1 1 d . . . . .
H28 H -0.2115 0.1221 0.3174 0.033 Uiso 1 1 calc R U . . .
C29 C -0.0749(4) 0.0458(4) 0.35424(18) 0.0286(10) Uani 1 1 d . . . . .
H29 H -0.1087 0.0256 0.3804 0.034 Uiso 1 1 calc R U . . .
C30 C 0.0355(4) 0.0175(3) 0.35393(16) 0.0236(9) Uani 1 1 d . . . . .
C31 C 0.0821(4) 0.0476(3) 0.31430(17) 0.0220(8) Uani 1 1 d . . . . .
H31 H 0.1571 0.0283 0.3133 0.026 Uiso 1 1 calc R U . . .
C32 C 0.0218(4) 0.1041(3) 0.27692(16) 0.0221(8) Uani 1 1 d . . . . .
H32 H 0.0554 0.1232 0.2505 0.027 Uiso 1 1 calc R U . . .
C33 C 0.1064(4) -0.0431(3) 0.39268(17) 0.0258(9) Uani 1 1 d . . . . .
C34 C 0.0606(4) -0.1087(4) 0.42161(19) 0.0362(12) Uani 1 1 d . . . . .
H34 H -0.0191 -0.1124 0.4189 0.043 Uiso 1 1 calc R U . . .
C35 C 0.1334(4) -0.1686(4) 0.4545(2) 0.0381(13) Uani 1 1 d . . . . .
H35 H 0.1040 -0.2138 0.4744 0.046 Uiso 1 1 calc R U . . .
C36 C 0.2486(4) -0.1617(4) 0.45792(18) 0.0298(10) Uani 1 1 d . . . . .
H36 H 0.2997 -0.2036 0.4792 0.036 Uiso 1 1 calc R U . . .
C37 C 0.2888(4) -0.0917(3) 0.42944(16) 0.0231(9) Uani 1 1 d . . . . .
C38 C 0.4120(4) -0.0770(3) 0.43356(15) 0.0213(8) Uani 1 1 d . . . . .
C39 C 0.4882(4) -0.1550(3) 0.44380(17) 0.0253(9) Uani 1 1 d . . . . .
H39 H 0.4615 -0.2192 0.4473 0.030 Uiso 1 1 calc R U . . .
C40 C 0.6022(4) -0.1374(3) 0.44875(18) 0.0288(10) Uani 1 1 d . . . . .
H40 H 0.6552 -0.1893 0.4558 0.035 Uiso 1 1 calc R U . . .
C41 C 0.6392(4) -0.0424(3) 0.44324(18) 0.0271(10) Uani 1 1 d . . . . .
H41 H 0.7177 -0.0283 0.4471 0.033 Uiso 1 1 calc R U . . .
C42 C 0.5579(4) 0.0315(3) 0.43181(16) 0.0223(8) Uani 1 1 d . . . . .
C43 C 0.5915(4) 0.1343(3) 0.42620(15) 0.0203(8) Uani 1 1 d . . . . .
C44 C 0.6933(4) 0.1588(3) 0.41375(18) 0.0264(9) Uani 1 1 d . . . . .
H44 H 0.7407 0.1088 0.4057 0.032 Uiso 1 1 calc R U . . .
C45 C 0.7268(4) 0.2554(3) 0.41285(18) 0.0254(9) Uani 1 1 d . . . . .
H45 H 0.7969 0.2704 0.4044 0.030 Uiso 1 1 calc R U . . .
C46 C 0.6599(3) 0.3305(3) 0.42410(15) 0.0182(8) Uani 1 1 d . . . . .
C47 C 0.5561(3) 0.3059(3) 0.43558(15) 0.0192(8) Uani 1 1 d . . . . .
H47 H 0.5079 0.3560 0.4428 0.023 Uiso 1 1 calc R U . . .
C48 C 0.5226(3) 0.2094(3) 0.43653(15) 0.0202(8) Uani 1 1 d . . . . .
H48 H 0.4517 0.1943 0.4443 0.024 Uiso 1 1 calc R U . . .
C49 C 0.7007(3) 0.4335(3) 0.42723(14) 0.0171(7) Uani 1 1 d . . . . .
C50 C 0.8088(3) 0.4530(3) 0.45623(16) 0.0207(8) Uani 1 1 d . . . . .
H50 H 0.8542 0.4007 0.4718 0.025 Uiso 1 1 calc R U . . .
C51 C 0.8505(4) 0.5476(3) 0.46254(16) 0.0229(9) Uani 1 1 d . . . . .
H51 H 0.9233 0.5598 0.4827 0.028 Uiso 1 1 calc R U . . .
C52 C 0.7853(4) 0.6238(3) 0.43930(17) 0.0237(9) Uani 1 1 d . . . . .
H52 H 0.8132 0.6886 0.4434 0.028 Uiso 1 1 calc R U . . .
C53 C 0.6782(4) 0.6052(3) 0.40986(16) 0.0219(8) Uani 1 1 d . . . . .
H53 H 0.6342 0.6578 0.3937 0.026 Uiso 1 1 calc R U . . .
C54 C 0.6347(3) 0.5106(3) 0.40369(15) 0.0177(8) Uani 1 1 d . . . . .
C55 C 0.1433(4) 0.6039(3) 0.21918(16) 0.0226(9) Uani 1 1 d . . . . .
C56 C 0.1671(4) 0.6685(3) 0.17906(17) 0.0266(9) Uani 1 1 d . . . . .
H56A H 0.2450 0.6930 0.1884 0.040 Uiso 1 1 calc R U . . .
H56B H 0.1141 0.7235 0.1742 0.040 Uiso 1 1 calc R U . . .
H56C H 0.1578 0.6311 0.1484 0.040 Uiso 1 1 calc R U . . .
C57 C 0.0221(4) 0.5853(4) 0.2195(2) 0.0398(13) Uani 1 1 d . . . . .
H57A H -0.0082 0.5359 0.1947 0.060 Uiso 1 1 calc R U . . .
H57B H -0.0212 0.6458 0.2119 0.060 Uiso 1 1 calc R U . . .
H57C H 0.0158 0.5619 0.2521 0.060 Uiso 1 1 calc R U . . .
C58 C 0.1620(12) 0.2062(9) 0.4215(4) 0.123(5) Uani 1 1 d . . . . .
H58A H 0.2100 0.1513 0.4151 0.148 Uiso 1 1 calc R U . . .
H58B H 0.1075 0.2215 0.3904 0.148 Uiso 1 1 calc R U . . .
N1 N 0.0979(3) 0.4202(3) 0.31464(13) 0.0178(7) Uani 1 1 d . . . . .
N2 N 0.3133(3) 0.5019(2) 0.36577(12) 0.0161(6) Uani 1 1 d . . . . .
N3 N 0.4209(3) 0.4120(2) 0.29469(12) 0.0169(7) Uani 1 1 d . . . . .
N4 N 0.2031(3) 0.3421(2) 0.23987(13) 0.0176(7) Uani 1 1 d . . . . .
N5 N 0.2193(3) -0.0346(3) 0.39746(13) 0.0222(7) Uani 1 1 d . . . . .
N6 N 0.4467(3) 0.0148(3) 0.42738(14) 0.0214(7) Uani 1 1 d . . . . .
O1 O 0.2206(3) 0.5673(2) 0.24945(11) 0.0215(6) Uani 1 1 d . . . . .
Cl1 Cl 0.24398(18) 0.30357(14) 0.43945(9) 0.0710(5) Uani 1 1 d . . . . .
Cl2 Cl 0.0840(3) 0.1693(3) 0.46780(12) 0.1222(13) Uani 1 1 d . . . . .
Zn1 Zn 0.25428(4) 0.43716(3) 0.29814(2) 0.01599(13) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.371(5) . ?
C1 C20 1.408(6) . ?
C1 C2 1.442(6) . ?
C2 C3 1.360(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.445(6) . ?
C3 H3 0.9500 . ?
C4 N1 1.373(5) . ?
C4 C5 1.394(6) . ?
C5 C6 1.397(6) . ?
C5 H5 0.9500 . ?
C6 N2 1.365(5) . ?
C6 C7 1.444(6) . ?
C7 C8 1.352(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.452(6) . ?
C8 H8 0.9500 . ?
C9 N2 1.373(5) . ?
C9 C10 1.407(6) . ?
C10 C11 1.402(6) . ?
C10 C54 1.501(5) . ?
C11 N3 1.368(5) . ?
C11 C12 1.445(6) . ?
C12 C13 1.354(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.442(6) . ?
C13 H13 0.9500 . ?
C14 N3 1.370(5) . ?
C14 C15 1.392(6) . ?
C15 C16 1.395(6) . ?
C15 H15 0.9500 . ?
C16 N4 1.362(5) . ?
C16 C17 1.446(5) . ?
C17 C18 1.351(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.451(6) . ?
C18 H18 0.9500 . ?
C19 N4 1.385(5) . ?
C19 C20 1.402(6) . ?
C20 C21 1.501(5) . ?
C21 C22 1.394(6) . ?
C21 C26 1.405(6) . ?
C22 C23 1.385(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.398(7) . ?
C23 H23 0.9500 . ?
C24 C25 1.384(7) . ?
C24 H24 0.9500 . ?
C25 C26 1.401(6) . ?
C25 H25 0.9500 . ?
C26 C27 1.490(6) . ?
C27 C28 1.395(6) . ?
C27 C32 1.403(6) . ?
C28 C29 1.390(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.391(6) . ?
C29 H29 0.9500 . ?
C30 C31 1.402(6) . ?
C30 C33 1.479(6) . ?
C31 C32 1.373(6) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 N5 1.347(6) . ?
C33 C34 1.398(7) . ?
C34 C35 1.392(7) . ?
C34 H34 0.9500 . ?
C35 C36 1.377(7) . ?
C35 H35 0.9500 . ?
C36 C37 1.396(6) . ?
C36 H36 0.9500 . ?
C37 N5 1.336(6) . ?
C37 C38 1.482(6) . ?
C38 N6 1.351(5) . ?
C38 C39 1.400(6) . ?
C39 C40 1.375(7) . ?
C39 H39 0.9500 . ?
C40 C41 1.398(6) . ?
C40 H40 0.9500 . ?
C41 C42 1.400(6) . ?
C41 H41 0.9500 . ?
C42 N6 1.341(6) . ?
C42 C43 1.485(6) . ?
C43 C44 1.389(6) . ?
C43 C48 1.393(6) . ?
C44 C45 1.389(6) . ?
C44 H44 0.9500 . ?
C45 C46 1.386(6) . ?
C45 H45 0.9500 . ?
C46 C47 1.401(6) . ?
C46 C49 1.494(6) . ?
C47 C48 1.386(6) . ?
C47 H47 0.9500 . ?
C48 H48 0.9500 . ?
C49 C54 1.399(6) . ?
C49 C50 1.404(6) . ?
C50 C51 1.389(6) . ?
C50 H50 0.9500 . ?
C51 C52 1.383(6) . ?
C51 H51 0.9500 . ?
C52 C53 1.396(6) . ?
C52 H52 0.9500 . ?
C53 C54 1.398(6) . ?
C53 H53 0.9500 . ?
C55 O1 1.222(5) . ?
C55 C57 1.488(7) . ?
C55 C56 1.500(6) . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 Cl1 1.674(10) . ?
C58 Cl2 1.823(10) . ?
C58 H58A 0.9900 . ?
C58 H58B 0.9900 . ?
N1 Zn1 2.051(3) . ?
N2 Zn1 2.062(3) . ?
N3 Zn1 2.064(3) . ?
N4 Zn1 2.068(3) . ?
O1 Zn1 2.225(3) . ?

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 C20 125.9(4) . . ?
N1 C1 C2 109.9(4) . . ?
C20 C1 C2 124.1(4) . . ?
C3 C2 C1 107.0(4) . . ?
C3 C2 H2 126.5 . . ?
C1 C2 H2 126.5 . . ?
C2 C3 C4 106.7(4) . . ?
C2 C3 H3 126.6 . . ?
C4 C3 H3 126.6 . . ?
N1 C4 C5 125.2(4) . . ?
N1 C4 C3 109.9(4) . . ?
C5 C4 C3 124.8(4) . . ?
C4 C5 C6 126.7(4) . . ?
C4 C5 H5 116.7 . . ?
C6 C5 H5 116.7 . . ?
N2 C6 C5 125.3(4) . . ?
N2 C6 C7 109.7(4) . . ?
C5 C6 C7 124.9(4) . . ?
C8 C7 C6 107.4(4) . . ?
C8 C7 H7 126.3 . . ?
C6 C7 H7 126.3 . . ?
C7 C8 C9 106.5(4) . . ?
C7 C8 H8 126.7 . . ?
C9 C8 H8 126.7 . . ?
N2 C9 C10 125.5(4) . . ?
N2 C9 C8 109.6(3) . . ?
C10 C9 C8 124.8(4) . . ?
C11 C10 C9 124.5(4) . . ?
C11 C10 C54 117.1(4) . . ?
C9 C10 C54 118.3(4) . . ?
N3 C11 C10 126.1(4) . . ?
N3 C11 C12 109.7(4) . . ?
C10 C11 C12 124.3(4) . . ?
C13 C12 C11 107.0(4) . . ?
C13 C12 H12 126.5 . . ?
C11 C12 H12 126.5 . . ?
C12 C13 C14 106.8(4) . . ?
C12 C13 H13 126.6 . . ?
C14 C13 H13 126.6 . . ?
N3 C14 C15 125.2(4) . . ?
N3 C14 C13 109.9(4) . . ?
C15 C14 C13 124.9(4) . . ?
C14 C15 C16 127.0(4) . . ?
C14 C15 H15 116.5 . . ?
C16 C15 H15 116.5 . . ?
N4 C16 C15 125.0(4) . . ?
N4 C16 C17 110.2(3) . . ?
C15 C16 C17 124.7(4) . . ?
C18 C17 C16 106.9(4) . . ?
C18 C17 H17 126.5 . . ?
C16 C17 H17 126.5 . . ?
C17 C18 C19 107.2(4) . . ?
C17 C18 H18 126.4 . . ?
C19 C18 H18 126.4 . . ?
N4 C19 C20 125.1(4) . . ?
N4 C19 C18 109.0(3) . . ?
C20 C19 C18 125.8(4) . . ?
C19 C20 C1 124.8(4) . . ?
C19 C20 C21 118.2(4) . . ?
C1 C20 C21 117.0(4) . . ?
C22 C21 C26 119.2(4) . . ?
C22 C21 C20 118.2(4) . . ?
C26 C21 C20 122.6(4) . . ?
C23 C22 C21 121.2(5) . . ?
C23 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
C22 C23 C24 119.9(4) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C25 C24 C23 119.3(4) . . ?
C25 C24 H24 120.4 . . ?
C23 C24 H24 120.4 . . ?
C24 C25 C26 121.4(4) . . ?
C24 C25 H25 119.3 . . ?
C26 C25 H25 119.3 . . ?
C25 C26 C21 119.0(4) . . ?
C25 C26 C27 119.0(4) . . ?
C21 C26 C27 122.0(4) . . ?
C28 C27 C32 118.3(4) . . ?
C28 C27 C26 121.5(4) . . ?
C32 C27 C26 120.2(4) . . ?
C29 C28 C27 121.0(4) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
C28 C29 C30 120.6(4) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 H29 119.7 . . ?
C29 C30 C31 118.1(4) . . ?
C29 C30 C33 123.9(4) . . ?
C31 C30 C33 118.1(4) . . ?
C32 C31 C30 121.6(4) . . ?
C32 C31 H31 119.2 . . ?
C30 C31 H31 119.2 . . ?
C31 C32 C27 120.4(4) . . ?
C31 C32 H32 119.8 . . ?
C27 C32 H32 119.8 . . ?
N5 C33 C34 121.2(4) . . ?
N5 C33 C30 115.9(4) . . ?
C34 C33 C30 122.9(4) . . ?
C35 C34 C33 119.0(5) . . ?
C35 C34 H34 120.5 . . ?
C33 C34 H34 120.5 . . ?
C36 C35 C34 119.4(5) . . ?
C36 C35 H35 120.3 . . ?
C34 C35 H35 120.3 . . ?
C35 C36 C37 118.5(4) . . ?
C35 C36 H36 120.8 . . ?
C37 C36 H36 120.8 . . ?
N5 C37 C36 122.4(4) . . ?
N5 C37 C38 116.6(4) . . ?
C36 C37 C38 121.0(4) . . ?
N6 C38 C39 122.0(4) . . ?
N6 C38 C37 116.8(4) . . ?
C39 C38 C37 121.2(4) . . ?
C40 C39 C38 119.1(4) . . ?
C40 C39 H39 120.5 . . ?
C38 C39 H39 120.5 . . ?
C39 C40 C41 119.4(4) . . ?
C39 C40 H40 120.3 . . ?
C41 C40 H40 120.3 . . ?
C40 C41 C42 118.4(4) . . ?
C40 C41 H41 120.8 . . ?
C42 C41 H41 120.8 . . ?
N6 C42 C41 122.4(4) . . ?
N6 C42 C43 116.3(4) . . ?
C41 C42 C43 121.2(4) . . ?
C44 C43 C48 118.2(4) . . ?
C44 C43 C42 122.2(4) . . ?
C48 C43 C42 119.5(4) . . ?
C45 C44 C43 120.8(4) . . ?
C45 C44 H44 119.6 . . ?
C43 C44 H44 119.6 . . ?
C46 C45 C44 121.3(4) . . ?
C46 C45 H45 119.3 . . ?
C44 C45 H45 119.3 . . ?
C45 C46 C47 117.8(4) . . ?
C45 C46 C49 121.1(4) . . ?
C47 C46 C49 121.0(4) . . ?
C48 C47 C46 120.9(4) . . ?
C48 C47 H47 119.6 . . ?
C46 C47 H47 119.6 . . ?
C47 C48 C43 120.9(4) . . ?
C47 C48 H48 119.6 . . ?
C43 C48 H48 119.6 . . ?
C54 C49 C50 119.3(4) . . ?
C54 C49 C46 122.8(4) . . ?
C50 C49 C46 117.9(4) . . ?
C51 C50 C49 121.2(4) . . ?
C51 C50 H50 119.4 . . ?
C49 C50 H50 119.4 . . ?
C52 C51 C50 119.5(4) . . ?
C52 C51 H51 120.2 . . ?
C50 C51 H51 120.2 . . ?
C51 C52 C53 119.9(4) . . ?
C51 C52 H52 120.1 . . ?
C53 C52 H52 120.1 . . ?
C52 C53 C54 121.2(4) . . ?
C52 C53 H53 119.4 . . ?
C54 C53 H53 119.4 . . ?
C53 C54 C49 118.9(4) . . ?
C53 C54 C10 119.9(4) . . ?
C49 C54 C10 121.2(4) . . ?
O1 C55 C57 122.1(4) . . ?
O1 C55 C56 121.0(4) . . ?
C57 C55 C56 116.9(4) . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C55 C57 H57A 109.5 . . ?
C55 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C55 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
Cl1 C58 Cl2 112.0(5) . . ?
Cl1 C58 H58A 109.2 . . ?
Cl2 C58 H58A 109.2 . . ?
Cl1 C58 H58B 109.2 . . ?
Cl2 C58 H58B 109.2 . . ?
H58A C58 H58B 107.9 . . ?
C1 N1 C4 106.4(3) . . ?
C1 N1 Zn1 127.8(3) . . ?
C4 N1 Zn1 125.1(3) . . ?
C6 N2 C9 106.7(3) . . ?
C6 N2 Zn1 125.3(3) . . ?
C9 N2 Zn1 128.0(3) . . ?
C11 N3 C14 106.5(3) . . ?
C11 N3 Zn1 127.6(3) . . ?
C14 N3 Zn1 125.7(3) . . ?
C16 N4 C19 106.6(3) . . ?
C16 N4 Zn1 125.9(3) . . ?
C19 N4 Zn1 127.3(3) . . ?
C37 N5 C33 119.4(4) . . ?
C42 N6 C38 118.7(4) . . ?
C55 O1 Zn1 139.6(3) . . ?
N1 Zn1 N2 89.93(13) . . ?
N1 Zn1 N3 161.02(14) . . ?
N2 Zn1 N3 88.04(13) . . ?
N1 Zn1 N4 88.24(14) . . ?
N2 Zn1 N4 166.41(14) . . ?
N3 Zn1 N4 89.32(13) . . ?
N1 Zn1 O1 99.81(13) . . ?
N2 Zn1 O1 100.97(12) . . ?
N3 Zn1 O1 99.10(12) . . ?
N4 Zn1 O1 92.61(12) . . ?

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
N1 C1 C2 C3 1.2(5) . . . . ?
C20 C1 C2 C3 -175.8(4) . . . . ?
C1 C2 C3 C4 -0.8(5) . . . . ?
C2 C3 C4 N1 0.1(5) . . . . ?
C2 C3 C4 C5 -177.2(4) . . . . ?
N1 C4 C5 C6 -3.5(7) . . . . ?
C3 C4 C5 C6 173.5(4) . . . . ?
C4 C5 C6 N2 5.9(7) . . . . ?
C4 C5 C6 C7 -168.8(4) . . . . ?
N2 C6 C7 C8 -2.4(5) . . . . ?
C5 C6 C7 C8 173.0(4) . . . . ?
C6 C7 C8 C9 2.0(5) . . . . ?
C7 C8 C9 N2 -1.0(5) . . . . ?
C7 C8 C9 C10 -178.2(4) . . . . ?
N2 C9 C10 C11 0.9(6) . . . . ?
C8 C9 C10 C11 177.7(4) . . . . ?
N2 C9 C10 C54 -174.5(4) . . . . ?
C8 C9 C10 C54 2.3(6) . . . . ?
C9 C10 C11 N3 -2.8(7) . . . . ?
C54 C10 C11 N3 172.7(4) . . . . ?
C9 C10 C11 C12 177.2(4) . . . . ?
C54 C10 C11 C12 -7.3(6) . . . . ?
N3 C11 C12 C13 -1.2(5) . . . . ?
C10 C11 C12 C13 178.8(4) . . . . ?
C11 C12 C13 C14 0.0(5) . . . . ?
C12 C13 C14 N3 1.2(5) . . . . ?
C12 C13 C14 C15 -178.3(4) . . . . ?
N3 C14 C15 C16 -2.7(7) . . . . ?
C13 C14 C15 C16 176.7(4) . . . . ?
C14 C15 C16 N4 1.0(7) . . . . ?
C14 C15 C16 C17 -174.6(4) . . . . ?
N4 C16 C17 C18 -1.1(5) . . . . ?
C15 C16 C17 C18 175.0(4) . . . . ?
C16 C17 C18 C19 0.1(5) . . . . ?
C17 C18 C19 N4 1.0(5) . . . . ?
C17 C18 C19 C20 -175.7(4) . . . . ?
N4 C19 C20 C1 2.6(7) . . . . ?
C18 C19 C20 C1 178.8(4) . . . . ?
N4 C19 C20 C21 179.9(4) . . . . ?
C18 C19 C20 C21 -3.9(6) . . . . ?
N1 C1 C20 C19 0.0(7) . . . . ?
C2 C1 C20 C19 176.5(4) . . . . ?
N1 C1 C20 C21 -177.3(4) . . . . ?
C2 C1 C20 C21 -0.9(6) . . . . ?
C19 C20 C21 C22 -77.6(5) . . . . ?
C1 C20 C21 C22 100.0(5) . . . . ?
C19 C20 C21 C26 105.6(5) . . . . ?
C1 C20 C21 C26 -76.8(5) . . . . ?
C26 C21 C22 C23 1.0(7) . . . . ?
C20 C21 C22 C23 -175.9(4) . . . . ?
C21 C22 C23 C24 -0.4(7) . . . . ?
C22 C23 C24 C25 -0.3(7) . . . . ?
C23 C24 C25 C26 0.5(7) . . . . ?
C24 C25 C26 C21 0.1(7) . . . . ?
C24 C25 C26 C27 -177.6(4) . . . . ?
C22 C21 C26 C25 -0.8(6) . . . . ?
C20 C21 C26 C25 175.9(4) . . . . ?
C22 C21 C26 C27 176.8(4) . . . . ?
C20 C21 C26 C27 -6.5(6) . . . . ?
C25 C26 C27 C28 -49.8(6) . . . . ?
C21 C26 C27 C28 132.6(5) . . . . ?
C25 C26 C27 C32 127.5(4) . . . . ?
C21 C26 C27 C32 -50.1(6) . . . . ?
C32 C27 C28 C29 0.7(7) . . . . ?
C26 C27 C28 C29 178.1(4) . . . . ?
C27 C28 C29 C30 0.2(7) . . . . ?
C28 C29 C30 C31 -0.9(7) . . . . ?
C28 C29 C30 C33 179.7(4) . . . . ?
C29 C30 C31 C32 0.7(7) . . . . ?
C33 C30 C31 C32 -179.9(4) . . . . ?
C30 C31 C32 C27 0.2(7) . . . . ?
C28 C27 C32 C31 -0.9(6) . . . . ?
C26 C27 C32 C31 -178.3(4) . . . . ?
C29 C30 C33 N5 -156.2(5) . . . . ?
C31 C30 C33 N5 24.3(6) . . . . ?
C29 C30 C33 C34 26.3(7) . . . . ?
C31 C30 C33 C34 -153.1(5) . . . . ?
N5 C33 C34 C35 -2.5(8) . . . . ?
C30 C33 C34 C35 174.9(5) . . . . ?
C33 C34 C35 C36 0.2(9) . . . . ?
C34 C35 C36 C37 2.5(8) . . . . ?
C35 C36 C37 N5 -3.2(8) . . . . ?
C35 C36 C37 C38 176.6(5) . . . . ?
N5 C37 C38 N6 33.4(6) . . . . ?
C36 C37 C38 N6 -146.4(4) . . . . ?
N5 C37 C38 C39 -147.1(4) . . . . ?
C36 C37 C38 C39 33.1(7) . . . . ?
N6 C38 C39 C40 1.4(7) . . . . ?
C37 C38 C39 C40 -178.1(4) . . . . ?
C38 C39 C40 C41 -0.3(7) . . . . ?
C39 C40 C41 C42 -1.3(7) . . . . ?
C40 C41 C42 N6 1.9(7) . . . . ?
C40 C41 C42 C43 179.0(4) . . . . ?
N6 C42 C43 C44 -158.3(4) . . . . ?
C41 C42 C43 C44 24.4(7) . . . . ?
N6 C42 C43 C48 25.6(6) . . . . ?
C41 C42 C43 C48 -151.7(4) . . . . ?
C48 C43 C44 C45 1.6(7) . . . . ?
C42 C43 C44 C45 -174.5(4) . . . . ?
C43 C44 C45 C46 -0.2(7) . . . . ?
C44 C45 C46 C47 -1.2(7) . . . . ?
C44 C45 C46 C49 174.8(4) . . . . ?
C45 C46 C47 C48 1.2(6) . . . . ?
C49 C46 C47 C48 -174.7(4) . . . . ?
C46 C47 C48 C43 0.2(6) . . . . ?
C44 C43 C48 C47 -1.6(6) . . . . ?
C42 C43 C48 C47 174.7(4) . . . . ?
C45 C46 C49 C54 131.6(5) . . . . ?
C47 C46 C49 C54 -52.6(6) . . . . ?
C45 C46 C49 C50 -50.1(6) . . . . ?
C47 C46 C49 C50 125.7(4) . . . . ?
C54 C49 C50 C51 1.0(6) . . . . ?
C46 C49 C50 C51 -177.3(4) . . . . ?
C49 C50 C51 C52 -1.0(7) . . . . ?
C50 C51 C52 C53 0.2(7) . . . . ?
C51 C52 C53 C54 0.7(7) . . . . ?
C52 C53 C54 C49 -0.6(6) . . . . ?
C52 C53 C54 C10 -179.2(4) . . . . ?
C50 C49 C54 C53 -0.2(6) . . . . ?
C46 C49 C54 C53 178.0(4) . . . . ?
C50 C49 C54 C10 178.4(4) . . . . ?
C46 C49 C54 C10 -3.4(6) . . . . ?
C11 C10 C54 C53 110.0(5) . . . . ?
C9 C10 C54 C53 -74.2(5) . . . . ?
C11 C10 C54 C49 -68.6(5) . . . . ?
C9 C10 C54 C49 107.2(5) . . . . ?
C20 C1 N1 C4 175.8(4) . . . . ?
C2 C1 N1 C4 -1.1(5) . . . . ?
C20 C1 N1 Zn1 4.8(6) . . . . ?
C2 C1 N1 Zn1 -172.1(3) . . . . ?
C5 C4 N1 C1 178.0(4) . . . . ?
C3 C4 N1 C1 0.6(5) . . . . ?
C5 C4 N1 Zn1 -10.8(6) . . . . ?
C3 C4 N1 Zn1 171.9(3) . . . . ?
C5 C6 N2 C9 -173.7(4) . . . . ?
C7 C6 N2 C9 1.8(4) . . . . ?
C5 C6 N2 Zn1 6.2(6) . . . . ?
C7 C6 N2 Zn1 -178.4(3) . . . . ?
C10 C9 N2 C6 176.7(4) . . . . ?
C8 C9 N2 C6 -0.5(4) . . . . ?
C10 C9 N2 Zn1 -3.2(6) . . . . ?
C8 C9 N2 Zn1 179.6(3) . . . . ?
C10 C11 N3 C14 -178.1(4) . . . . ?
C12 C11 N3 C14 1.9(5) . . . . ?
C10 C11 N3 Zn1 6.8(6) . . . . ?
C12 C11 N3 Zn1 -173.3(3) . . . . ?
C15 C14 N3 C11 177.5(4) . . . . ?
C13 C14 N3 C11 -1.9(5) . . . . ?
C15 C14 N3 Zn1 -7.2(6) . . . . ?
C13 C14 N3 Zn1 173.4(3) . . . . ?
C15 C16 N4 C19 -174.4(4) . . . . ?
C17 C16 N4 C19 1.7(5) . . . . ?
C15 C16 N4 Zn1 10.3(6) . . . . ?
C17 C16 N4 Zn1 -173.6(3) . . . . ?
C20 C19 N4 C16 175.1(4) . . . . ?
C18 C19 N4 C16 -1.7(4) . . . . ?
C20 C19 N4 Zn1 -9.7(6) . . . . ?
C18 C19 N4 Zn1 173.5(3) . . . . ?
C36 C37 N5 C33 1.0(7) . . . . ?
C38 C37 N5 C33 -178.8(4) . . . . ?
C34 C33 N5 C37 1.9(7) . . . . ?
C30 C33 N5 C37 -175.6(4) . . . . ?
C41 C42 N6 C38 -0.9(6) . . . . ?
C43 C42 N6 C38 -178.1(4) . . . . ?
C39 C38 N6 C42 -0.8(6) . . . . ?
C37 C38 N6 C42 178.7(4) . . . . ?
C57 C55 O1 Zn1 25.6(7) . . . . ?
C56 C55 O1 Zn1 -153.0(3) . . . . ?

_refine_diff_density_max         1.292
_refine_diff_density_min         -1.793
_refine_diff_density_rms         0.122



####################################################################### 
# 
# 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_jwmb220721
_database_code_depnum_ccdc_archive 'CCDC 2240393'
loop_
_audit_author_name
_audit_author_address
'Corinne Bailly'
;Federation de Chimie Le Bel
France
;
_audit_update_record             
;
2023-02-07 deposited with the CCDC.	2023-05-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C88 H54 N8, C H2 Cl2, 2(C H4 O)'
_chemical_formula_sum            'C91 H64 Cl2 N8 O2'
_chemical_formula_weight         1372.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   13.2810(5)
_cell_length_b                   13.2984(5)
_cell_length_c                   20.8307(8)
_cell_angle_alpha                80.431(3)
_cell_angle_beta                 89.270(2)
_cell_angle_gamma                79.490(2)
_cell_volume                     3566.4(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9365
_cell_measurement_theta_min      3.39
_cell_measurement_theta_max      66.20

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_F_000             1432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    1.273
_shelx_estimated_absorpt_T_min   0.657
_shelx_estimated_absorpt_T_max   0.928
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4011
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Cu-ImuS DIAMOND microfocus tube'
_diffrn_measurement_device_type  'Bruker PHOTON-III CPAD'
_diffrn_measurement_method       'φ and ω shuterless scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            90821
_diffrn_reflns_av_unetI/netI     0.0763
_diffrn_reflns_av_R_equivalents  0.1296
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.151
_diffrn_reflns_theta_max         66.645
_diffrn_reflns_theta_full        66.645
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             12465
_reflns_number_gt                7903
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 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.
;

_computing_data_collection       'Bruker APEX4'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12465
_refine_ls_number_parameters     940
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1651
_refine_ls_R_factor_gt           0.1310
_refine_ls_wR_factor_ref         0.3752
_refine_ls_wR_factor_gt          0.3423
_refine_ls_goodness_of_fit_ref   1.368
_refine_ls_restrained_S_all      1.375
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2818(4) 0.9086(3) 0.7691(2) 0.0313(11) Uani 1 1 d . . . . .
C2 C 0.2322(4) 1.0175(3) 0.7553(2) 0.0339(11) Uani 1 1 d . . . . .
H2 H 0.2587 1.0747 0.7657 0.041 Uiso 1 1 calc R U . . .
C3 C 0.1436(4) 1.0216(4) 0.7258(2) 0.0350(11) Uani 1 1 d . . . . .
H3 H 0.0944 1.0825 0.7113 0.042 Uiso 1 1 calc R U . . .
C4 C 0.1351(4) 0.9162(3) 0.7196(2) 0.0313(11) Uani 1 1 d . . . . .
C5 C 0.0568(4) 0.8893(4) 0.6858(3) 0.0365(12) Uani 1 1 d . . . . .
C6 C 0.0548(4) 0.7888(3) 0.6724(2) 0.0332(11) Uani 1 1 d . . . . .
C7 C -0.0155(4) 0.7588(4) 0.6326(3) 0.0435(13) Uani 1 1 d . . . . .
H7 H -0.0734 0.8029 0.6105 0.052 Uiso 1 1 calc R U . . .
C8 C 0.0142(4) 0.6546(4) 0.6313(3) 0.0428(13) Uani 1 1 d . . . . .
H8 H -0.0189 0.6145 0.6075 0.051 Uiso 1 1 calc R U . . .
C9 C 0.1020(4) 0.6176(4) 0.6713(3) 0.0361(11) Uani 1 1 d . . . . .
C10 C 0.1521(4) 0.5140(3) 0.6884(3) 0.0344(11) Uani 1 1 d . . . . .
C11 C 0.2320(4) 0.4775(3) 0.7339(2) 0.0311(11) Uani 1 1 d . . . . .
C12 C 0.2766(4) 0.3672(4) 0.7546(3) 0.0367(12) Uani 1 1 d . . . . .
H12 H 0.2570 0.3102 0.7391 0.044 Uiso 1 1 calc R U . . .
C13 C 0.3490(4) 0.3619(4) 0.7989(3) 0.0339(11) Uani 1 1 d . . . . .
H13 H 0.3888 0.3005 0.8224 0.041 Uiso 1 1 calc R U . . .
C14 C 0.3559(4) 0.4679(3) 0.8048(2) 0.0331(11) Uani 1 1 d . . . . .
C15 C 0.4320(4) 0.4953(3) 0.8399(2) 0.0327(11) Uani 1 1 d . . . . .
C16 C 0.4510(4) 0.5964(3) 0.8370(2) 0.0320(11) Uani 1 1 d . . . . .
C17 C 0.5352(4) 0.6277(4) 0.8648(2) 0.0358(11) Uani 1 1 d . . . . .
H17 H 0.5910 0.5834 0.8891 0.043 Uiso 1 1 calc R U . . .
C18 C 0.5208(4) 0.7335(3) 0.8500(2) 0.0347(11) Uani 1 1 d . . . . .
H18 H 0.5664 0.7754 0.8613 0.042 Uiso 1 1 calc R U . . .
C19 C 0.4271(4) 0.7701(4) 0.8154(2) 0.0325(11) Uani 1 1 d . . . . .
C20 C 0.3788(4) 0.8739(3) 0.7983(2) 0.0322(11) Uani 1 1 d . . . . .
C21 C 0.4356(4) 0.9520(4) 0.8175(3) 0.0357(11) Uani 1 1 d . . . . .
C22 C 0.4108(5) 0.9861(4) 0.8779(3) 0.0437(13) Uani 1 1 d . . . . .
H22 H 0.3564 0.9631 0.9027 0.052 Uiso 1 1 calc R U . . .
C23 C 0.4649(5) 1.0520(4) 0.9003(3) 0.0519(15) Uani 1 1 d . . . . .
H23 H 0.4480 1.0739 0.9409 0.062 Uiso 1 1 calc R U . . .
C24 C 0.5432(5) 1.0864(5) 0.8648(3) 0.0608(17) Uani 1 1 d . . . . .
H24 H 0.5800 1.1326 0.8804 0.073 Uiso 1 1 calc R U . . .
C25 C 0.5684(5) 1.0533(4) 0.8057(3) 0.0511(15) Uani 1 1 d . . . . .
H25 H 0.6239 1.0759 0.7818 0.061 Uiso 1 1 calc R U . . .
C26 C 0.5141(4) 0.9877(4) 0.7808(3) 0.0364(11) Uani 1 1 d . . . . .
C27 C 0.5446(4) 0.9568(4) 0.7171(2) 0.0367(12) Uani 1 1 d . . . . .
C28 C 0.4724(4) 0.9579(4) 0.6685(2) 0.0358(11) Uani 1 1 d . . . . .
H28 H 0.4016 0.9756 0.6773 0.043 Uiso 1 1 calc R U . . .
C29 C 0.5016(4) 0.9338(4) 0.6078(3) 0.0389(12) Uani 1 1 d . . . . .
H29 H 0.4510 0.9347 0.5757 0.047 Uiso 1 1 calc R U . . .
C30 C 0.6049(4) 0.9082(4) 0.5941(3) 0.0398(12) Uani 1 1 d . . . . .
C31 C 0.6772(4) 0.9090(4) 0.6409(3) 0.0450(13) Uani 1 1 d . . . . .
H31 H 0.7478 0.8939 0.6311 0.054 Uiso 1 1 calc R U . . .
C32 C 0.6488(4) 0.9313(4) 0.7021(3) 0.0454(13) Uani 1 1 d . . . . .
H32 H 0.7000 0.9293 0.7340 0.054 Uiso 1 1 calc R U . . .
C33 C 0.6356(4) 0.8821(4) 0.5279(3) 0.0411(12) Uani 1 1 d . . . . .
C34 C 0.7231(4) 0.9101(4) 0.4989(3) 0.0438(13) Uani 1 1 d . . . . .
H34 H 0.7638 0.9482 0.5191 0.053 Uiso 1 1 calc R U . . .
C35 C 0.7489(4) 0.8804(4) 0.4391(3) 0.0445(13) Uani 1 1 d . . . . .
H35 H 0.8088 0.8973 0.4178 0.053 Uiso 1 1 calc R U . . .
C36 C 0.6884(4) 0.8271(4) 0.4108(3) 0.0415(13) Uani 1 1 d . . . . .
H36 H 0.7064 0.8053 0.3703 0.050 Uiso 1 1 calc R U . . .
C37 C 0.5995(4) 0.8048(4) 0.4420(3) 0.0406(12) Uani 1 1 d . . . . .
C38 C 0.5265(4) 0.7537(4) 0.4115(3) 0.0399(12) Uani 1 1 d . . . . .
C39 C 0.5195(4) 0.7609(4) 0.3435(3) 0.0455(14) Uani 1 1 d . . . . .
H39 H 0.5602 0.8016 0.3162 0.055 Uiso 1 1 calc R U . . .
C40 C 0.4556(4) 0.7108(4) 0.3165(3) 0.0464(13) Uani 1 1 d . . . . .
H40 H 0.4527 0.7142 0.2707 0.056 Uiso 1 1 calc R U . . .
C41 C 0.3943(4) 0.6545(4) 0.3564(3) 0.0460(13) Uani 1 1 d . . . . .
H41 H 0.3489 0.6186 0.3385 0.055 Uiso 1 1 calc R U . . .
C42 C 0.4008(4) 0.6515(4) 0.4250(3) 0.0388(12) Uani 1 1 d . . . . .
C43 C 0.3335(4) 0.5961(4) 0.4694(3) 0.0372(12) Uani 1 1 d . . . . .
C44 C 0.2359(4) 0.5885(4) 0.4489(3) 0.0446(13) Uani 1 1 d . . . . .
H44 H 0.2119 0.6211 0.4064 0.053 Uiso 1 1 calc R U . . .
C45 C 0.1738(4) 0.5349(4) 0.4889(3) 0.0433(13) Uani 1 1 d . . . . .
H45 H 0.1075 0.5317 0.4737 0.052 Uiso 1 1 calc R U . . .
C46 C 0.2061(4) 0.4849(3) 0.5515(3) 0.0371(12) Uani 1 1 d . . . . .
C47 C 0.3028(4) 0.4925(4) 0.5722(3) 0.0364(12) Uani 1 1 d . . . . .
H47 H 0.3266 0.4600 0.6147 0.044 Uiso 1 1 calc R U . . .
C48 C 0.3658(4) 0.5474(4) 0.5313(3) 0.0373(12) Uani 1 1 d . . . . .
H48 H 0.4320 0.5512 0.5465 0.045 Uiso 1 1 calc R U . . .
C49 C 0.1381(4) 0.4238(3) 0.5911(3) 0.0346(11) Uani 1 1 d . . . . .
C50 C 0.0952(4) 0.3511(4) 0.5643(3) 0.0420(13) Uani 1 1 d . . . . .
H50 H 0.1114 0.3418 0.5208 0.050 Uiso 1 1 calc R U . . .
C51 C 0.0303(4) 0.2922(4) 0.5985(3) 0.0465(14) Uani 1 1 d . . . . .
H51 H 0.0022 0.2440 0.5786 0.056 Uiso 1 1 calc R U . . .
C52 C 0.0064(4) 0.3044(4) 0.6627(3) 0.0466(14) Uani 1 1 d . . . . .
H52 H -0.0374 0.2637 0.6869 0.056 Uiso 1 1 calc R U . . .
C53 C 0.0469(4) 0.3762(4) 0.6910(3) 0.0423(13) Uani 1 1 d . . . . .
H53 H 0.0302 0.3844 0.7345 0.051 Uiso 1 1 calc R U . . .
C54 C 0.1125(4) 0.4372(4) 0.6559(3) 0.0357(11) Uani 1 1 d . . . . .
C55 C -0.0302(4) 0.9738(3) 0.6583(2) 0.0332(11) Uani 1 1 d . . . . .
C56 C -0.0379(4) 1.0064(4) 0.5902(3) 0.0389(12) Uani 1 1 d . . . . .
H56 H 0.0113 0.9734 0.5633 0.047 Uiso 1 1 calc R U . . .
C57 C -0.1143(4) 1.0846(4) 0.5616(3) 0.0398(12) Uani 1 1 d . . . . .
H57 H -0.1183 1.1044 0.5156 0.048 Uiso 1 1 calc R U . . .
C58 C -0.1857(4) 1.1343(4) 0.6006(3) 0.0375(12) Uani 1 1 d . . . . .
H58 H -0.2396 1.1876 0.5814 0.045 Uiso 1 1 calc R U . . .
C59 C -0.1779(4) 1.1060(4) 0.6680(3) 0.0365(12) Uani 1 1 d . . . . .
H59 H -0.2259 1.1416 0.6944 0.044 Uiso 1 1 calc R U . . .
C60 C -0.1019(4) 1.0271(3) 0.6972(2) 0.0332(11) Uani 1 1 d . . . . .
C61 C -0.1014(4) 0.9968(3) 0.7696(2) 0.0336(11) Uani 1 1 d . . . . .
C62 C -0.1111(4) 1.0709(4) 0.8106(3) 0.0403(12) Uani 1 1 d . . . . .
H62 H -0.1159 1.1420 0.7923 0.048 Uiso 1 1 calc R U . . .
C63 C -0.1137(4) 1.0429(4) 0.8773(3) 0.0426(13) Uani 1 1 d . . . . .
H63 H -0.1212 1.0954 0.9037 0.051 Uiso 1 1 calc R U . . .
C64 C -0.1059(4) 0.9400(4) 0.9071(2) 0.0351(11) Uani 1 1 d . . . . .
C65 C -0.0979(4) 0.8656(4) 0.8651(3) 0.0440(13) Uani 1 1 d . . . . .
H65 H -0.0934 0.7945 0.8834 0.053 Uiso 1 1 calc R U . . .
C66 C -0.0964(4) 0.8934(4) 0.7984(3) 0.0380(12) Uani 1 1 d . . . . .
H66 H -0.0919 0.8415 0.7717 0.046 Uiso 1 1 calc R U . . .
C67 C -0.1046(4) 0.9049(4) 0.9782(3) 0.0376(12) Uani 1 1 d . . . . .
C68 C -0.1338(4) 0.9734(4) 1.0221(3) 0.0415(13) Uani 1 1 d . . . . .
H68 H -0.1540 1.0458 1.0073 0.050 Uiso 1 1 calc R U . . .
C69 C -0.1323(4) 0.9327(4) 1.0877(3) 0.0482(14) Uani 1 1 d . . . . .
H69 H -0.1521 0.9775 1.1185 0.058 Uiso 1 1 calc R U . . .
C70 C -0.1023(4) 0.8269(4) 1.1089(3) 0.0426(13) Uani 1 1 d . . . . .
H70 H -0.1034 0.7978 1.1537 0.051 Uiso 1 1 calc R U . . .
C71 C -0.0704(4) 0.7649(4) 1.0621(3) 0.0386(12) Uani 1 1 d . . . . .
C72 C -0.0329(4) 0.6510(4) 1.0797(2) 0.0395(12) Uani 1 1 d . . . . .
C73 C -0.0865(4) 0.5896(4) 1.1227(3) 0.0454(13) Uani 1 1 d . . . . .
H73 H -0.1467 0.6192 1.1429 0.055 Uiso 1 1 calc R U . . .
C74 C -0.0490(5) 0.4837(4) 1.1352(3) 0.0539(15) Uani 1 1 d . . . . .
H74 H -0.0835 0.4389 1.1642 0.065 Uiso 1 1 calc R U . . .
C75 C 0.0380(5) 0.4447(4) 1.1052(3) 0.0529(15) Uani 1 1 d . . . . .
H75 H 0.0638 0.3722 1.1135 0.064 Uiso 1 1 calc R U . . .
C76 C 0.0896(4) 0.5095(4) 1.0628(3) 0.0391(12) Uani 1 1 d . . . . .
C77 C 0.1865(4) 0.4713(4) 1.0318(3) 0.0370(12) Uani 1 1 d . . . . .
C78 C 0.2162(4) 0.3667(4) 1.0252(3) 0.0393(12) Uani 1 1 d . . . . .
H78 H 0.1729 0.3188 1.0410 0.047 Uiso 1 1 calc R U . . .
C79 C 0.3072(4) 0.3322(4) 0.9962(3) 0.0383(12) Uani 1 1 d . . . . .
H79 H 0.3255 0.2608 0.9928 0.046 Uiso 1 1 calc R U . . .
C80 C 0.3733(4) 0.3997(4) 0.9715(2) 0.0356(11) Uani 1 1 d . . . . .
C81 C 0.3430(4) 0.5040(3) 0.9791(2) 0.0352(11) Uani 1 1 d . . . . .
H81 H 0.3865 0.5519 0.9638 0.042 Uiso 1 1 calc R U . . .
C82 C 0.2526(4) 0.5389(3) 1.0079(2) 0.0353(11) Uani 1 1 d . . . . .
H82 H 0.2347 0.6102 1.0117 0.042 Uiso 1 1 calc R U . . .
C83 C 0.4725(4) 0.3621(3) 0.9430(2) 0.0339(11) Uani 1 1 d . . . . .
C84 C 0.5420(4) 0.2794(4) 0.9778(3) 0.0408(13) Uani 1 1 d . . . . .
H84 H 0.5220 0.2446 1.0182 0.049 Uiso 1 1 calc R U . . .
C85 C 0.6379(4) 0.2476(4) 0.9553(3) 0.0391(12) Uani 1 1 d . . . . .
H85 H 0.6831 0.1916 0.9803 0.047 Uiso 1 1 calc R U . . .
C86 C 0.6700(4) 0.2961(4) 0.8963(3) 0.0420(13) Uani 1 1 d . . . . .
H86 H 0.7372 0.2752 0.8813 0.050 Uiso 1 1 calc R U . . .
C87 C 0.6015(4) 0.3759(4) 0.8597(3) 0.0399(12) Uani 1 1 d . . . . .
H87 H 0.6215 0.4080 0.8185 0.048 Uiso 1 1 calc R U . . .
C88 C 0.5040(4) 0.4098(3) 0.8823(2) 0.0314(11) Uani 1 1 d . . . . .
C89 C 0.1704(5) 0.7722(5) 0.9032(3) 0.0623(17) Uani 1 1 d . . . . .
H89A H 0.1187 0.8183 0.8735 0.093 Uiso 1 1 calc R U . . .
H89B H 0.1704 0.7000 0.8988 0.093 Uiso 1 1 calc R U . . .
H89C H 0.2381 0.7891 0.8924 0.093 Uiso 1 1 calc R U . . .
C90 C 0.2901(5) 0.7944(5) 0.5869(3) 0.0581(16) Uani 1 1 d . . . . .
H90A H 0.3459 0.7747 0.6194 0.087 Uiso 1 1 calc R U . . .
H90B H 0.2634 0.7326 0.5807 0.087 Uiso 1 1 calc R U . . .
H90C H 0.2351 0.8444 0.6020 0.087 Uiso 1 1 calc R U . . .
C91 C 0.5758(6) 0.6474(10) 0.6209(6) 0.146(5) Uani 1 1 d D . . . .
H91A H 0.5518 0.7227 0.6195 0.176 Uiso 1 1 calc R U . . .
H91B H 0.5487 0.6304 0.5807 0.176 Uiso 1 1 calc R U . . .
N1 N 0.2212(3) 0.8493(3) 0.7468(2) 0.0327(9) Uani 1 1 d . . . . .
N2 N 0.1250(3) 0.7018(3) 0.6956(2) 0.0336(9) Uani 1 1 d D . . . .
N3 N 0.2819(3) 0.5364(3) 0.7659(2) 0.0337(9) Uani 1 1 d . . . . .
N4 N 0.3879(3) 0.6851(3) 0.8070(2) 0.0310(9) Uani 1 1 d . . . . .
N5 N 0.5739(3) 0.8322(3) 0.5011(2) 0.0410(10) Uani 1 1 d . . . . .
N6 N 0.4667(3) 0.6997(3) 0.4513(2) 0.0357(10) Uani 1 1 d . . . . .
N7 N -0.0729(3) 0.8032(3) 0.9980(2) 0.0362(10) Uani 1 1 d . . . . .
N8 N 0.0530(3) 0.6129(3) 1.0499(2) 0.0359(10) Uani 1 1 d . . . . .
Cl1 Cl 0.7019(3) 0.6312(2) 0.61291(18) 0.1764(18) Uani 1 1 d D . . . .
Cl2 Cl 0.5163(2) 0.5904(2) 0.68045(11) 0.1129(9) Uani 1 1 d D . . . .
O1 O 0.1471(3) 0.7859(3) 0.9688(2) 0.0492(10) Uani 1 1 d . . . . .
H1 H 0.1059 0.7473 0.9839 0.074 Uiso 1 1 calc R U . . .
O2 O 0.3273(3) 0.8399(3) 0.5272(2) 0.0530(10) Uani 1 1 d . . . . .
H2A H 0.3862 0.8077 0.5211 0.080 Uiso 1 1 calc R U . . .
H2N H 0.179(2) 0.707(4) 0.717(2) 0.023(12) Uiso 1 1 d D . . . .
H4N H 0.336(4) 0.684(4) 0.790(2) 0.019(13) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.360(6) . ?
C1 C20 1.397(7) . ?
C1 C2 1.460(6) . ?
C2 C3 1.323(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.454(6) . ?
C3 H3 0.9500 . ?
C4 N1 1.377(6) . ?
C4 C5 1.393(7) . ?
C5 C6 1.416(7) . ?
C5 C55 1.501(7) . ?
C6 N2 1.369(6) . ?
C6 C7 1.408(7) . ?
C7 C8 1.374(7) . ?
C7 H7 0.9500 . ?
C8 C9 1.405(7) . ?
C8 H8 0.9500 . ?
C9 N2 1.385(6) . ?
C9 C10 1.406(7) . ?
C10 C11 1.395(7) . ?
C10 C54 1.487(7) . ?
C11 N3 1.367(6) . ?
C11 C12 1.472(7) . ?
C12 C13 1.325(7) . ?
C12 H12 0.9500 . ?
C13 C14 1.455(6) . ?
C13 H13 0.9500 . ?
C14 N3 1.378(6) . ?
C14 C15 1.389(7) . ?
C15 C16 1.404(6) . ?
C15 C88 1.509(7) . ?
C16 N4 1.376(6) . ?
C16 C17 1.423(7) . ?
C17 C18 1.367(7) . ?
C17 H17 0.9500 . ?
C18 C19 1.411(7) . ?
C18 H18 0.9500 . ?
C19 N4 1.365(6) . ?
C19 C20 1.401(7) . ?
C20 C21 1.496(6) . ?
C21 C26 1.391(7) . ?
C21 C22 1.421(7) . ?
C22 C23 1.370(8) . ?
C22 H22 0.9500 . ?
C23 C24 1.372(9) . ?
C23 H23 0.9500 . ?
C24 C25 1.392(8) . ?
C24 H24 0.9500 . ?
C25 C26 1.393(7) . ?
C25 H25 0.9500 . ?
C26 C27 1.483(7) . ?
C27 C28 1.399(7) . ?
C27 C32 1.408(8) . ?
C28 C29 1.390(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.390(7) . ?
C29 H29 0.9500 . ?
C30 C31 1.379(8) . ?
C30 C33 1.509(7) . ?
C31 C32 1.389(8) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 N5 1.326(7) . ?
C33 C34 1.386(7) . ?
C34 C35 1.390(8) . ?
C34 H34 0.9500 . ?
C35 C36 1.361(7) . ?
C35 H35 0.9500 . ?
C36 C37 1.396(7) . ?
C36 H36 0.9500 . ?
C37 N5 1.363(7) . ?
C37 C38 1.487(7) . ?
C38 N6 1.351(7) . ?
C38 C39 1.407(8) . ?
C39 C40 1.350(8) . ?
C39 H39 0.9500 . ?
C40 C41 1.382(8) . ?
C40 H40 0.9500 . ?
C41 C42 1.425(8) . ?
C41 H41 0.9500 . ?
C42 N6 1.345(6) . ?
C42 C43 1.479(7) . ?
C43 C48 1.380(7) . ?
C43 C44 1.397(7) . ?
C44 C45 1.372(8) . ?
C44 H44 0.9500 . ?
C45 C46 1.396(8) . ?
C45 H45 0.9500 . ?
C46 C47 1.386(7) . ?
C46 C49 1.477(7) . ?
C47 C48 1.398(7) . ?
C47 H47 0.9500 . ?
C48 H48 0.9500 . ?
C49 C50 1.401(7) . ?
C49 C54 1.420(7) . ?
C50 C51 1.381(8) . ?
C50 H50 0.9500 . ?
C51 C52 1.400(8) . ?
C51 H51 0.9500 . ?
C52 C53 1.389(7) . ?
C52 H52 0.9500 . ?
C53 C54 1.412(7) . ?
C53 H53 0.9500 . ?
C55 C60 1.411(7) . ?
C55 C56 1.411(7) . ?
C56 C57 1.375(7) . ?
C56 H56 0.9500 . ?
C57 C58 1.387(7) . ?
C57 H57 0.9500 . ?
C58 C59 1.390(7) . ?
C58 H58 0.9500 . ?
C59 C60 1.381(7) . ?
C59 H59 0.9500 . ?
C60 C61 1.494(7) . ?
C61 C66 1.396(7) . ?
C61 C62 1.397(7) . ?
C62 C63 1.379(8) . ?
C62 H62 0.9500 . ?
C63 C64 1.391(7) . ?
C63 H63 0.9500 . ?
C64 C65 1.415(7) . ?
C64 C67 1.476(7) . ?
C65 C66 1.377(7) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?
C67 N7 1.338(6) . ?
C67 C68 1.399(7) . ?
C68 C69 1.383(8) . ?
C68 H68 0.9500 . ?
C69 C70 1.388(8) . ?
C69 H69 0.9500 . ?
C70 C71 1.393(7) . ?
C70 H70 0.9500 . ?
C71 N7 1.345(7) . ?
C71 C72 1.491(7) . ?
C72 N8 1.349(7) . ?
C72 C73 1.389(7) . ?
C73 C74 1.387(8) . ?
C73 H73 0.9500 . ?
C74 C75 1.365(8) . ?
C74 H74 0.9500 . ?
C75 C76 1.393(8) . ?
C75 H75 0.9500 . ?
C76 N8 1.354(6) . ?
C76 C77 1.477(7) . ?
C77 C82 1.398(7) . ?
C77 C78 1.404(7) . ?
C78 C79 1.382(7) . ?
C78 H78 0.9500 . ?
C79 C80 1.400(7) . ?
C79 H79 0.9500 . ?
C80 C81 1.406(6) . ?
C80 C83 1.476(7) . ?
C81 C82 1.375(7) . ?
C81 H81 0.9500 . ?
C82 H82 0.9500 . ?
C83 C84 1.403(7) . ?
C83 C88 1.412(7) . ?
C84 C85 1.370(8) . ?
C84 H84 0.9500 . ?
C85 C86 1.390(8) . ?
C85 H85 0.9500 . ?
C86 C87 1.390(7) . ?
C86 H86 0.9500 . ?
C87 C88 1.394(7) . ?
C87 H87 0.9500 . ?
C89 O1 1.430(7) . ?
C89 H89A 0.9800 . ?
C89 H89B 0.9800 . ?
C89 H89C 0.9800 . ?
C90 O2 1.414(7) . ?
C90 H90A 0.9800 . ?
C90 H90B 0.9800 . ?
C90 H90C 0.9800 . ?
C91 Cl2 1.618(9) . ?
C91 Cl1 1.660(7) . ?
C91 H91A 0.9900 . ?
C91 H91B 0.9900 . ?
N2 H2N 0.861(19) . ?
N4 H4N 0.78(5) . ?
O1 H1 0.8400 . ?
O2 H2A 0.8400 . ?

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 C20 126.6(4) . . ?
N1 C1 C2 109.5(4) . . ?
C20 C1 C2 123.9(4) . . ?
C3 C2 C1 107.3(4) . . ?
C3 C2 H2 126.4 . . ?
C1 C2 H2 126.4 . . ?
C2 C3 C4 107.5(4) . . ?
C2 C3 H3 126.2 . . ?
C4 C3 H3 126.2 . . ?
N1 C4 C5 125.8(4) . . ?
N1 C4 C3 109.1(4) . . ?
C5 C4 C3 124.8(4) . . ?
C4 C5 C6 125.1(4) . . ?
C4 C5 C55 118.1(4) . . ?
C6 C5 C55 116.7(4) . . ?
N2 C6 C7 107.1(4) . . ?
N2 C6 C5 124.9(4) . . ?
C7 C6 C5 127.9(5) . . ?
C8 C7 C6 108.2(5) . . ?
C8 C7 H7 125.9 . . ?
C6 C7 H7 125.9 . . ?
C7 C8 C9 108.2(5) . . ?
C7 C8 H8 125.9 . . ?
C9 C8 H8 125.9 . . ?
N2 C9 C8 106.8(4) . . ?
N2 C9 C10 125.9(5) . . ?
C8 C9 C10 127.0(4) . . ?
C11 C10 C9 126.1(4) . . ?
C11 C10 C54 118.1(4) . . ?
C9 C10 C54 115.8(4) . . ?
N3 C11 C10 126.5(4) . . ?
N3 C11 C12 109.1(4) . . ?
C10 C11 C12 124.4(4) . . ?
C13 C12 C11 107.6(4) . . ?
C13 C12 H12 126.2 . . ?
C11 C12 H12 126.2 . . ?
C12 C13 C14 107.1(4) . . ?
C12 C13 H13 126.5 . . ?
C14 C13 H13 126.5 . . ?
N3 C14 C15 125.5(4) . . ?
N3 C14 C13 109.9(4) . . ?
C15 C14 C13 124.4(4) . . ?
C14 C15 C16 125.3(5) . . ?
C14 C15 C88 118.1(4) . . ?
C16 C15 C88 116.6(4) . . ?
N4 C16 C15 125.0(4) . . ?
N4 C16 C17 107.1(4) . . ?
C15 C16 C17 127.9(5) . . ?
C18 C17 C16 107.1(4) . . ?
C18 C17 H17 126.4 . . ?
C16 C17 H17 126.4 . . ?
C17 C18 C19 108.8(4) . . ?
C17 C18 H18 125.6 . . ?
C19 C18 H18 125.6 . . ?
N4 C19 C20 126.3(4) . . ?
N4 C19 C18 107.0(4) . . ?
C20 C19 C18 126.5(4) . . ?
C1 C20 C19 125.8(4) . . ?
C1 C20 C21 118.7(4) . . ?
C19 C20 C21 115.4(4) . . ?
C26 C21 C22 119.4(4) . . ?
C26 C21 C20 123.0(4) . . ?
C22 C21 C20 117.5(5) . . ?
C23 C22 C21 120.4(5) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C22 C23 C24 120.6(5) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C23 C24 C25 119.6(5) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C24 C25 C26 121.4(6) . . ?
C24 C25 H25 119.3 . . ?
C26 C25 H25 119.3 . . ?
C21 C26 C25 118.7(5) . . ?
C21 C26 C27 123.0(4) . . ?
C25 C26 C27 118.3(5) . . ?
C28 C27 C32 117.5(5) . . ?
C28 C27 C26 122.0(5) . . ?
C32 C27 C26 120.4(5) . . ?
C29 C28 C27 121.8(5) . . ?
C29 C28 H28 119.1 . . ?
C27 C28 H28 119.1 . . ?
C28 C29 C30 119.8(5) . . ?
C28 C29 H29 120.1 . . ?
C30 C29 H29 120.1 . . ?
C31 C30 C29 119.2(5) . . ?
C31 C30 C33 121.5(5) . . ?
C29 C30 C33 119.3(5) . . ?
C30 C31 C32 121.4(5) . . ?
C30 C31 H31 119.3 . . ?
C32 C31 H31 119.3 . . ?
C31 C32 C27 120.3(5) . . ?
C31 C32 H32 119.9 . . ?
C27 C32 H32 119.9 . . ?
N5 C33 C34 124.0(5) . . ?
N5 C33 C30 115.6(4) . . ?
C34 C33 C30 120.4(5) . . ?
C33 C34 C35 117.4(5) . . ?
C33 C34 H34 121.3 . . ?
C35 C34 H34 121.3 . . ?
C36 C35 C34 120.1(5) . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C35 C36 C37 119.2(5) . . ?
C35 C36 H36 120.4 . . ?
C37 C36 H36 120.4 . . ?
N5 C37 C36 121.5(5) . . ?
N5 C37 C38 116.8(5) . . ?
C36 C37 C38 121.7(5) . . ?
N6 C38 C39 120.9(5) . . ?
N6 C38 C37 117.8(5) . . ?
C39 C38 C37 121.3(5) . . ?
C40 C39 C38 120.7(5) . . ?
C40 C39 H39 119.7 . . ?
C38 C39 H39 119.7 . . ?
C39 C40 C41 119.3(5) . . ?
C39 C40 H40 120.4 . . ?
C41 C40 H40 120.4 . . ?
C40 C41 C42 118.6(5) . . ?
C40 C41 H41 120.7 . . ?
C42 C41 H41 120.7 . . ?
N6 C42 C41 121.4(5) . . ?
N6 C42 C43 118.0(5) . . ?
C41 C42 C43 120.6(5) . . ?
C48 C43 C44 117.7(5) . . ?
C48 C43 C42 121.5(5) . . ?
C44 C43 C42 120.7(5) . . ?
C45 C44 C43 121.4(5) . . ?
C45 C44 H44 119.3 . . ?
C43 C44 H44 119.3 . . ?
C44 C45 C46 121.3(5) . . ?
C44 C45 H45 119.4 . . ?
C46 C45 H45 119.4 . . ?
C47 C46 C45 117.6(5) . . ?
C47 C46 C49 123.5(5) . . ?
C45 C46 C49 118.8(5) . . ?
C46 C47 C48 121.0(5) . . ?
C46 C47 H47 119.5 . . ?
C48 C47 H47 119.5 . . ?
C43 C48 C47 121.1(5) . . ?
C43 C48 H48 119.5 . . ?
C47 C48 H48 119.5 . . ?
C50 C49 C54 118.0(5) . . ?
C50 C49 C46 119.7(5) . . ?
C54 C49 C46 122.3(4) . . ?
C51 C50 C49 122.6(5) . . ?
C51 C50 H50 118.7 . . ?
C49 C50 H50 118.7 . . ?
C50 C51 C52 119.3(5) . . ?
C50 C51 H51 120.3 . . ?
C52 C51 H51 120.3 . . ?
C53 C52 C51 119.8(5) . . ?
C53 C52 H52 120.1 . . ?
C51 C52 H52 120.1 . . ?
C52 C53 C54 121.0(5) . . ?
C52 C53 H53 119.5 . . ?
C54 C53 H53 119.5 . . ?
C53 C54 C49 119.3(4) . . ?
C53 C54 C10 118.6(5) . . ?
C49 C54 C10 122.2(4) . . ?
C60 C55 C56 117.7(4) . . ?
C60 C55 C5 123.4(5) . . ?
C56 C55 C5 118.8(4) . . ?
C57 C56 C55 122.1(5) . . ?
C57 C56 H56 118.9 . . ?
C55 C56 H56 118.9 . . ?
C56 C57 C58 119.3(5) . . ?
C56 C57 H57 120.3 . . ?
C58 C57 H57 120.3 . . ?
C57 C58 C59 119.7(5) . . ?
C57 C58 H58 120.1 . . ?
C59 C58 H58 120.1 . . ?
C60 C59 C58 121.4(5) . . ?
C60 C59 H59 119.3 . . ?
C58 C59 H59 119.3 . . ?
C59 C60 C55 119.7(5) . . ?
C59 C60 C61 118.6(4) . . ?
C55 C60 C61 121.6(4) . . ?
C66 C61 C62 117.6(5) . . ?
C66 C61 C60 120.9(4) . . ?
C62 C61 C60 121.5(4) . . ?
C63 C62 C61 121.2(5) . . ?
C63 C62 H62 119.4 . . ?
C61 C62 H62 119.4 . . ?
C62 C63 C64 122.0(5) . . ?
C62 C63 H63 119.0 . . ?
C64 C63 H63 119.0 . . ?
C63 C64 C65 116.4(5) . . ?
C63 C64 C67 124.5(4) . . ?
C65 C64 C67 119.2(4) . . ?
C66 C65 C64 121.8(5) . . ?
C66 C65 H65 119.1 . . ?
C64 C65 H65 119.1 . . ?
C65 C66 C61 120.9(4) . . ?
C65 C66 H66 119.5 . . ?
C61 C66 H66 119.5 . . ?
N7 C67 C68 122.0(5) . . ?
N7 C67 C64 115.6(4) . . ?
C68 C67 C64 122.4(5) . . ?
C69 C68 C67 118.0(5) . . ?
C69 C68 H68 121.0 . . ?
C67 C68 H68 121.0 . . ?
C68 C69 C70 120.6(5) . . ?
C68 C69 H69 119.7 . . ?
C70 C69 H69 119.7 . . ?
C69 C70 C71 117.5(5) . . ?
C69 C70 H70 121.2 . . ?
C71 C70 H70 121.2 . . ?
N7 C71 C70 122.5(5) . . ?
N7 C71 C72 115.5(4) . . ?
C70 C71 C72 122.0(5) . . ?
N8 C72 C73 123.4(5) . . ?
N8 C72 C71 115.8(4) . . ?
C73 C72 C71 120.8(5) . . ?
C74 C73 C72 117.7(5) . . ?
C74 C73 H73 121.2 . . ?
C72 C73 H73 121.2 . . ?
C75 C74 C73 119.2(5) . . ?
C75 C74 H74 120.4 . . ?
C73 C74 H74 120.4 . . ?
C74 C75 C76 121.1(5) . . ?
C74 C75 H75 119.5 . . ?
C76 C75 H75 119.5 . . ?
N8 C76 C75 120.1(5) . . ?
N8 C76 C77 117.0(4) . . ?
C75 C76 C77 122.9(5) . . ?
C82 C77 C78 117.5(5) . . ?
C82 C77 C76 120.7(4) . . ?
C78 C77 C76 121.8(4) . . ?
C79 C78 C77 121.0(5) . . ?
C79 C78 H78 119.5 . . ?
C77 C78 H78 119.5 . . ?
C78 C79 C80 121.8(4) . . ?
C78 C79 H79 119.1 . . ?
C80 C79 H79 119.1 . . ?
C79 C80 C81 116.5(5) . . ?
C79 C80 C83 121.7(4) . . ?
C81 C80 C83 121.7(4) . . ?
C82 C81 C80 122.1(5) . . ?
C82 C81 H81 118.9 . . ?
C80 C81 H81 118.9 . . ?
C81 C82 C77 121.1(4) . . ?
C81 C82 H82 119.5 . . ?
C77 C82 H82 119.5 . . ?
C84 C83 C88 117.3(5) . . ?
C84 C83 C80 120.1(5) . . ?
C88 C83 C80 122.5(4) . . ?
C85 C84 C83 121.9(5) . . ?
C85 C84 H84 119.1 . . ?
C83 C84 H84 119.1 . . ?
C84 C85 C86 120.9(5) . . ?
C84 C85 H85 119.6 . . ?
C86 C85 H85 119.6 . . ?
C85 C86 C87 118.5(5) . . ?
C85 C86 H86 120.8 . . ?
C87 C86 H86 120.8 . . ?
C86 C87 C88 121.2(5) . . ?
C86 C87 H87 119.4 . . ?
C88 C87 H87 119.4 . . ?
C87 C88 C83 120.1(5) . . ?
C87 C88 C15 119.0(5) . . ?
C83 C88 C15 120.8(4) . . ?
O1 C89 H89A 109.5 . . ?
O1 C89 H89B 109.5 . . ?
H89A C89 H89B 109.5 . . ?
O1 C89 H89C 109.5 . . ?
H89A C89 H89C 109.5 . . ?
H89B C89 H89C 109.5 . . ?
O2 C90 H90A 109.5 . . ?
O2 C90 H90B 109.5 . . ?
H90A C90 H90B 109.5 . . ?
O2 C90 H90C 109.5 . . ?
H90A C90 H90C 109.5 . . ?
H90B C90 H90C 109.5 . . ?
Cl2 C91 Cl1 125.6(6) . . ?
Cl2 C91 H91A 105.9 . . ?
Cl1 C91 H91A 105.9 . . ?
Cl2 C91 H91B 105.9 . . ?
Cl1 C91 H91B 105.9 . . ?
H91A C91 H91B 106.2 . . ?
C1 N1 C4 106.6(4) . . ?
C6 N2 C9 109.7(4) . . ?
C6 N2 H2N 120(3) . . ?
C9 N2 H2N 129(3) . . ?
C11 N3 C14 106.3(4) . . ?
C19 N4 C16 109.9(4) . . ?
C19 N4 H4N 128(3) . . ?
C16 N4 H4N 122(3) . . ?
C33 N5 C37 117.8(5) . . ?
C42 N6 C38 119.0(4) . . ?
C67 N7 C71 119.3(4) . . ?
C72 N8 C76 118.6(4) . . ?
C89 O1 H1 109.5 . . ?
C90 O2 H2A 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
N1 C1 C2 C3 0.4(6) . . . . ?
C20 C1 C2 C3 177.9(5) . . . . ?
C1 C2 C3 C4 -0.5(5) . . . . ?
C2 C3 C4 N1 0.4(6) . . . . ?
C2 C3 C4 C5 -173.8(5) . . . . ?
N1 C4 C5 C6 -1.9(8) . . . . ?
C3 C4 C5 C6 171.4(5) . . . . ?
N1 C4 C5 C55 -178.6(4) . . . . ?
C3 C4 C5 C55 -5.3(7) . . . . ?
C4 C5 C6 N2 6.0(8) . . . . ?
C55 C5 C6 N2 -177.2(5) . . . . ?
C4 C5 C6 C7 -172.2(5) . . . . ?
C55 C5 C6 C7 4.7(8) . . . . ?
N2 C6 C7 C8 -1.0(6) . . . . ?
C5 C6 C7 C8 177.3(5) . . . . ?
C6 C7 C8 C9 1.2(6) . . . . ?
C7 C8 C9 N2 -0.9(6) . . . . ?
C7 C8 C9 C10 173.8(5) . . . . ?
N2 C9 C10 C11 1.6(9) . . . . ?
C8 C9 C10 C11 -172.2(5) . . . . ?
N2 C9 C10 C54 179.4(5) . . . . ?
C8 C9 C10 C54 5.6(8) . . . . ?
C9 C10 C11 N3 -6.0(8) . . . . ?
C54 C10 C11 N3 176.2(4) . . . . ?
C9 C10 C11 C12 174.5(5) . . . . ?
C54 C10 C11 C12 -3.3(7) . . . . ?
N3 C11 C12 C13 1.5(5) . . . . ?
C10 C11 C12 C13 -178.9(5) . . . . ?
C11 C12 C13 C14 -3.0(5) . . . . ?
C12 C13 C14 N3 3.5(6) . . . . ?
C12 C13 C14 C15 -171.1(5) . . . . ?
N3 C14 C15 C16 -5.8(8) . . . . ?
C13 C14 C15 C16 168.0(5) . . . . ?
N3 C14 C15 C88 177.5(4) . . . . ?
C13 C14 C15 C88 -8.7(7) . . . . ?
C14 C15 C16 N4 10.7(8) . . . . ?
C88 C15 C16 N4 -172.5(4) . . . . ?
C14 C15 C16 C17 -171.0(5) . . . . ?
C88 C15 C16 C17 5.7(7) . . . . ?
N4 C16 C17 C18 -0.8(5) . . . . ?
C15 C16 C17 C18 -179.3(5) . . . . ?
C16 C17 C18 C19 2.1(6) . . . . ?
C17 C18 C19 N4 -2.7(6) . . . . ?
C17 C18 C19 C20 171.8(5) . . . . ?
N1 C1 C20 C19 -6.4(8) . . . . ?
C2 C1 C20 C19 176.5(5) . . . . ?
N1 C1 C20 C21 177.8(5) . . . . ?
C2 C1 C20 C21 0.7(7) . . . . ?
N4 C19 C20 C1 -0.4(8) . . . . ?
C18 C19 C20 C1 -173.9(5) . . . . ?
N4 C19 C20 C21 175.5(5) . . . . ?
C18 C19 C20 C21 2.0(7) . . . . ?
C1 C20 C21 C26 -101.2(6) . . . . ?
C19 C20 C21 C26 82.5(6) . . . . ?
C1 C20 C21 C22 82.3(6) . . . . ?
C19 C20 C21 C22 -94.0(6) . . . . ?
C26 C21 C22 C23 -1.2(8) . . . . ?
C20 C21 C22 C23 175.4(5) . . . . ?
C21 C22 C23 C24 0.4(9) . . . . ?
C22 C23 C24 C25 -0.6(10) . . . . ?
C23 C24 C25 C26 1.7(10) . . . . ?
C22 C21 C26 C25 2.2(8) . . . . ?
C20 C21 C26 C25 -174.3(5) . . . . ?
C22 C21 C26 C27 -179.5(5) . . . . ?
C20 C21 C26 C27 4.0(8) . . . . ?
C24 C25 C26 C21 -2.4(9) . . . . ?
C24 C25 C26 C27 179.2(5) . . . . ?
C21 C26 C27 C28 46.9(7) . . . . ?
C25 C26 C27 C28 -134.8(5) . . . . ?
C21 C26 C27 C32 -137.0(5) . . . . ?
C25 C26 C27 C32 41.2(7) . . . . ?
C32 C27 C28 C29 0.6(7) . . . . ?
C26 C27 C28 C29 176.8(4) . . . . ?
C27 C28 C29 C30 -0.3(7) . . . . ?
C28 C29 C30 C31 -1.1(8) . . . . ?
C28 C29 C30 C33 -180.0(4) . . . . ?
C29 C30 C31 C32 2.2(8) . . . . ?
C33 C30 C31 C32 -178.9(5) . . . . ?
C30 C31 C32 C27 -1.9(8) . . . . ?
C28 C27 C32 C31 0.4(7) . . . . ?
C26 C27 C32 C31 -175.8(5) . . . . ?
C31 C30 C33 N5 146.2(5) . . . . ?
C29 C30 C33 N5 -35.0(7) . . . . ?
C31 C30 C33 C34 -33.9(8) . . . . ?
C29 C30 C33 C34 145.0(5) . . . . ?
N5 C33 C34 C35 -2.4(8) . . . . ?
C30 C33 C34 C35 177.7(5) . . . . ?
C33 C34 C35 C36 0.9(8) . . . . ?
C34 C35 C36 C37 1.3(8) . . . . ?
C35 C36 C37 N5 -2.2(8) . . . . ?
C35 C36 C37 C38 175.5(5) . . . . ?
N5 C37 C38 N6 -27.2(7) . . . . ?
C36 C37 C38 N6 155.0(5) . . . . ?
N5 C37 C38 C39 152.9(5) . . . . ?
C36 C37 C38 C39 -24.9(7) . . . . ?
N6 C38 C39 C40 -2.5(8) . . . . ?
C37 C38 C39 C40 177.4(5) . . . . ?
C38 C39 C40 C41 2.0(8) . . . . ?
C39 C40 C41 C42 0.1(8) . . . . ?
C40 C41 C42 N6 -1.7(8) . . . . ?
C40 C41 C42 C43 177.3(5) . . . . ?
N6 C42 C43 C48 -33.5(7) . . . . ?
C41 C42 C43 C48 147.4(5) . . . . ?
N6 C42 C43 C44 148.7(5) . . . . ?
C41 C42 C43 C44 -30.3(7) . . . . ?
C48 C43 C44 C45 0.3(8) . . . . ?
C42 C43 C44 C45 178.1(5) . . . . ?
C43 C44 C45 C46 -0.6(8) . . . . ?
C44 C45 C46 C47 0.8(7) . . . . ?
C44 C45 C46 C49 -176.9(5) . . . . ?
C45 C46 C47 C48 -0.7(7) . . . . ?
C49 C46 C47 C48 176.8(4) . . . . ?
C44 C43 C48 C47 -0.2(7) . . . . ?
C42 C43 C48 C47 -178.0(4) . . . . ?
C46 C47 C48 C43 0.4(7) . . . . ?
C47 C46 C49 C50 -128.1(5) . . . . ?
C45 C46 C49 C50 49.5(7) . . . . ?
C47 C46 C49 C54 53.1(7) . . . . ?
C45 C46 C49 C54 -129.4(5) . . . . ?
C54 C49 C50 C51 -0.4(7) . . . . ?
C46 C49 C50 C51 -179.4(5) . . . . ?
C49 C50 C51 C52 -0.5(8) . . . . ?
C50 C51 C52 C53 0.9(8) . . . . ?
C51 C52 C53 C54 -0.3(8) . . . . ?
C52 C53 C54 C49 -0.7(7) . . . . ?
C52 C53 C54 C10 179.0(5) . . . . ?
C50 C49 C54 C53 1.0(7) . . . . ?
C46 C49 C54 C53 179.9(5) . . . . ?
C50 C49 C54 C10 -178.7(4) . . . . ?
C46 C49 C54 C10 0.2(7) . . . . ?
C11 C10 C54 C53 77.3(6) . . . . ?
C9 C10 C54 C53 -100.8(6) . . . . ?
C11 C10 C54 C49 -103.0(6) . . . . ?
C9 C10 C54 C49 79.0(6) . . . . ?
C4 C5 C55 C60 -67.7(6) . . . . ?
C6 C5 C55 C60 115.2(5) . . . . ?
C4 C5 C55 C56 108.4(5) . . . . ?
C6 C5 C55 C56 -68.6(6) . . . . ?
C60 C55 C56 C57 -2.5(7) . . . . ?
C5 C55 C56 C57 -178.8(5) . . . . ?
C55 C56 C57 C58 0.9(7) . . . . ?
C56 C57 C58 C59 1.2(7) . . . . ?
C57 C58 C59 C60 -1.7(7) . . . . ?
C58 C59 C60 C55 0.1(7) . . . . ?
C58 C59 C60 C61 -176.7(4) . . . . ?
C56 C55 C60 C59 1.9(7) . . . . ?
C5 C55 C60 C59 178.1(4) . . . . ?
C56 C55 C60 C61 178.7(4) . . . . ?
C5 C55 C60 C61 -5.2(7) . . . . ?
C59 C60 C61 C66 128.3(5) . . . . ?
C55 C60 C61 C66 -48.5(7) . . . . ?
C59 C60 C61 C62 -48.4(7) . . . . ?
C55 C60 C61 C62 134.8(5) . . . . ?
C66 C61 C62 C63 1.2(8) . . . . ?
C60 C61 C62 C63 178.0(5) . . . . ?
C61 C62 C63 C64 0.7(8) . . . . ?
C62 C63 C64 C65 -1.7(8) . . . . ?
C62 C63 C64 C67 177.8(5) . . . . ?
C63 C64 C65 C66 0.9(8) . . . . ?
C67 C64 C65 C66 -178.6(5) . . . . ?
C64 C65 C66 C61 0.9(8) . . . . ?
C62 C61 C66 C65 -1.9(8) . . . . ?
C60 C61 C66 C65 -178.8(5) . . . . ?
C63 C64 C67 N7 -164.9(5) . . . . ?
C65 C64 C67 N7 14.6(7) . . . . ?
C63 C64 C67 C68 14.5(8) . . . . ?
C65 C64 C67 C68 -166.0(5) . . . . ?
N7 C67 C68 C69 -2.1(8) . . . . ?
C64 C67 C68 C69 178.5(5) . . . . ?
C67 C68 C69 C70 0.3(9) . . . . ?
C68 C69 C70 C71 2.3(8) . . . . ?
C69 C70 C71 N7 -3.4(8) . . . . ?
C69 C70 C71 C72 177.7(5) . . . . ?
N7 C71 C72 N8 46.2(6) . . . . ?
C70 C71 C72 N8 -134.8(5) . . . . ?
N7 C71 C72 C73 -132.0(5) . . . . ?
C70 C71 C72 C73 47.0(8) . . . . ?
N8 C72 C73 C74 -0.2(8) . . . . ?
C71 C72 C73 C74 177.8(5) . . . . ?
C72 C73 C74 C75 0.3(9) . . . . ?
C73 C74 C75 C76 0.2(10) . . . . ?
C74 C75 C76 N8 -0.9(9) . . . . ?
C74 C75 C76 C77 177.1(6) . . . . ?
N8 C76 C77 C82 19.5(7) . . . . ?
C75 C76 C77 C82 -158.6(5) . . . . ?
N8 C76 C77 C78 -160.7(5) . . . . ?
C75 C76 C77 C78 21.2(8) . . . . ?
C82 C77 C78 C79 -0.1(8) . . . . ?
C76 C77 C78 C79 -179.8(5) . . . . ?
C77 C78 C79 C80 -0.6(8) . . . . ?
C78 C79 C80 C81 1.2(8) . . . . ?
C78 C79 C80 C83 177.4(5) . . . . ?
C79 C80 C81 C82 -1.2(8) . . . . ?
C83 C80 C81 C82 -177.4(5) . . . . ?
C80 C81 C82 C77 0.6(8) . . . . ?
C78 C77 C82 C81 0.1(8) . . . . ?
C76 C77 C82 C81 179.9(5) . . . . ?
C79 C80 C83 C84 -52.1(7) . . . . ?
C81 C80 C83 C84 123.9(5) . . . . ?
C79 C80 C83 C88 131.3(5) . . . . ?
C81 C80 C83 C88 -52.7(7) . . . . ?
C88 C83 C84 C85 2.0(7) . . . . ?
C80 C83 C84 C85 -174.8(4) . . . . ?
C83 C84 C85 C86 -0.4(7) . . . . ?
C84 C85 C86 C87 -1.8(7) . . . . ?
C85 C86 C87 C88 2.4(7) . . . . ?
C86 C87 C88 C83 -0.8(7) . . . . ?
C86 C87 C88 C15 -178.8(4) . . . . ?
C84 C83 C88 C87 -1.4(6) . . . . ?
C80 C83 C88 C87 175.3(4) . . . . ?
C84 C83 C88 C15 176.6(4) . . . . ?
C80 C83 C88 C15 -6.7(6) . . . . ?
C14 C15 C88 C87 101.0(5) . . . . ?
C16 C15 C88 C87 -76.0(6) . . . . ?
C14 C15 C88 C83 -77.0(6) . . . . ?
C16 C15 C88 C83 105.9(5) . . . . ?
C20 C1 N1 C4 -177.6(5) . . . . ?
C2 C1 N1 C4 -0.1(5) . . . . ?
C5 C4 N1 C1 174.0(5) . . . . ?
C3 C4 N1 C1 -0.1(5) . . . . ?
C7 C6 N2 C9 0.5(6) . . . . ?
C5 C6 N2 C9 -178.0(5) . . . . ?
C8 C9 N2 C6 0.3(6) . . . . ?
C10 C9 N2 C6 -174.6(5) . . . . ?
C10 C11 N3 C14 -178.9(5) . . . . ?
C12 C11 N3 C14 0.7(5) . . . . ?
C15 C14 N3 C11 172.1(5) . . . . ?
C13 C14 N3 C11 -2.5(5) . . . . ?
C20 C19 N4 C16 -172.3(5) . . . . ?
C18 C19 N4 C16 2.2(5) . . . . ?
C15 C16 N4 C19 177.7(5) . . . . ?
C17 C16 N4 C19 -0.9(5) . . . . ?
C34 C33 N5 C37 1.5(8) . . . . ?
C30 C33 N5 C37 -178.5(4) . . . . ?
C36 C37 N5 C33 0.8(7) . . . . ?
C38 C37 N5 C33 -177.0(5) . . . . ?
C41 C42 N6 C38 1.3(7) . . . . ?
C43 C42 N6 C38 -177.8(4) . . . . ?
C39 C38 N6 C42 0.8(7) . . . . ?
C37 C38 N6 C42 -179.1(4) . . . . ?
C68 C67 N7 C71 1.1(7) . . . . ?
C64 C67 N7 C71 -179.4(4) . . . . ?
C70 C71 N7 C67 1.7(7) . . . . ?
C72 C71 N7 C67 -179.3(4) . . . . ?
C73 C72 N8 C76 -0.4(8) . . . . ?
C71 C72 N8 C76 -178.6(4) . . . . ?
C75 C76 N8 C72 1.0(7) . . . . ?
C77 C76 N8 C72 -177.1(4) . . . . ?

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 N7 0.84 2.39 2.953(6) 125.4 .
O1 H1 N8 0.84 2.28 3.068(6) 156.5 .
O2 H2A N5 0.84 2.59 3.298(6) 142.6 .
O2 H2A N6 0.84 2.33 3.009(5) 138.6 .
N2 H2N N1 0.861(19) 2.26(4) 2.875(5) 129(4) .
N2 H2N N3 0.861(19) 2.49(4) 2.943(6) 114(4) .
N4 H4N N1 0.78(5) 2.48(5) 2.940(6) 119(4) .
N4 H4N N3 0.78(5) 2.34(5) 2.871(6) 126(4) .

_refine_diff_density_max         0.832
_refine_diff_density_min         -1.330
_refine_diff_density_rms         0.139

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 0.203 0.463 0.230 111 36 ' '
2 0.323 0.098 0.066 14 0 ' '
3 0.797 0.537 0.770 111 36 ' '
4 0.677 0.902 0.934 13 0 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          
'The residual electron density was assigned to one molecule of the dichloromethane solvent [72/2= 36 e per asymmetric unit; one molecule of CH2Cl2 would give 42 e].'





