# Electronic Supplementary Material (ESI) for Chemical Science.
# 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_jmlzy190410
_database_code_depnum_ccdc_archive 'CCDC 2006765'
loop_
_audit_author_name
_audit_author_address
'Corinne Bailly'
;Service de Radiocristallographie, Institut de Chimie, Universite de Strasbourg
France
;
_audit_update_record             
;
2020-05-30 deposited with the CCDC.	2023-05-26 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         'C24 H28 N4 O2, H2 O'
_chemical_formula_sum            'C24 H30 N4 O3'
_chemical_formula_weight         422.52

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      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'

_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, -z+1/2'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y+1/2, z'
'-x, -y, -z'
'-x-1/2, y, z-1/2'
'x, -y-1/2, z-1/2'
'x-1/2, y-1/2, -z'

_cell_length_a                   16.0157(5)
_cell_length_b                   16.9055(6)
_cell_length_c                   8.2684(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2238.70(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9551
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      27.99

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_F_000             904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   0.987
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6584
_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            27088
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.410
_diffrn_reflns_theta_max         28.012
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2703
_reflns_number_gt                2311
_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)+(0.0555P)²+1.1109P] 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         2703
_refine_ls_number_parameters     145
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_ref         0.1168
_refine_ls_wR_factor_gt          0.1117
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.001
_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 0.61535(7) 0.44812(7) 0.71612(15) 0.0195(3) Uani 1 1 d . . . . .
C2 C 0.59036(8) 0.52535(7) 0.67785(16) 0.0222(3) Uani 1 1 d . . . . .
H2 H 0.5620 0.5563 0.7564 0.027 Uiso 1 1 calc R U . . .
C3 C 0.60674(8) 0.55683(7) 0.52638(16) 0.0221(3) Uani 1 1 d . . . . .
H3 H 0.5892 0.6091 0.5014 0.027 Uiso 1 1 calc R U . . .
C4 C 0.64885(7) 0.51215(7) 0.41043(15) 0.0184(3) Uani 1 1 d . . . . .
C5 C 0.67272(8) 0.43450(7) 0.44798(16) 0.0195(3) Uani 1 1 d . . . . .
H5 H 0.7003 0.4032 0.3688 0.023 Uiso 1 1 calc R U . . .
C6 C 0.65653(8) 0.40287(7) 0.59959(16) 0.0200(3) Uani 1 1 d . . . . .
H6 H 0.6735 0.3504 0.6241 0.024 Uiso 1 1 calc R U . . .
C7 C 0.67009(7) 0.54571(7) 0.25105(16) 0.0196(3) Uani 1 1 d . . . . .
H7 H 0.6876 0.5112 0.1670 0.023 Uiso 1 1 calc R U . . .
C8 C 0.68997(8) 0.64663(8) 0.06259(16) 0.0232(3) Uani 1 1 d . . . . .
H8A H 0.6913 0.6013 -0.0131 0.028 Uiso 1 1 calc R U . . .
H8B H 0.7467 0.6698 0.0673 0.028 Uiso 1 1 calc R U . . .
C9 C 0.62898(8) 0.70789(7) 0.00183(16) 0.0218(3) Uani 1 1 d . . . . .
H9A H 0.6213 0.7499 0.0840 0.026 Uiso 1 1 calc R U . . .
H9B H 0.6503 0.7326 -0.0986 0.026 Uiso 1 1 calc R U . . .
C10 C 0.51236(8) 0.27846(8) 1.07942(16) 0.0222(3) Uani 1 1 d . . . . .
H10A H 0.5198 0.2354 0.9996 0.027 Uiso 1 1 calc R U . . .
H10B H 0.4984 0.2547 1.1855 0.027 Uiso 1 1 calc R U . . .
C11 C 0.59118(8) 0.32764(8) 1.09212(16) 0.0244(3) Uani 1 1 d . . . . .
H11A H 0.5801 0.3756 1.1572 0.029 Uiso 1 1 calc R U . . .
H11B H 0.6354 0.2967 1.1470 0.029 Uiso 1 1 calc R U . . .
C12 C 0.59670(8) 0.41779(8) 0.87944(16) 0.0209(3) Uani 1 1 d . . . . .
H12 H 0.5659 0.4508 0.9509 0.025 Uiso 1 1 calc R U . . .
N1 N 0.66560(7) 0.61926(6) 0.22306(13) 0.0209(2) Uani 1 1 d . . . . .
N2 N 0.61931(7) 0.35037(7) 0.93005(14) 0.0226(3) Uani 1 1 d . . . . .
O1 O 0.55198(5) 0.66926(5) -0.02890(12) 0.0217(2) Uani 1 1 d . . . . .
O2 O 0.7500 0.2500 0.80155(19) 0.0348(4) Uani 1 2 d DS T P . .
H1W H 0.7063(15) 0.2797(16) 0.862(4) 0.117(11) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.3960(17) . ?
C1 C2 1.4016(17) . ?
C1 C12 1.4750(18) . ?
C2 C3 1.3859(19) . ?
C2 H2 0.9500 . ?
C3 C4 1.3945(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.4020(17) . ?
C4 C7 1.4745(18) . ?
C5 C6 1.3873(18) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 N1 1.2668(16) . ?
C7 H7 0.9500 . ?
C8 N1 1.4584(16) . ?
C8 C9 1.5098(18) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 O1 1.4184(15) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 O1 1.4203(15) 5_666 ?
C10 C11 1.5151(18) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 N2 1.4651(17) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 N2 1.2671(17) . ?
C12 H12 0.9500 . ?
O1 C10 1.4204(15) 5_666 ?
O2 H1W 0.995(17) . ?

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
C6 C1 C2 119.31(12) . . ?
C6 C1 C12 122.48(11) . . ?
C2 C1 C12 118.21(11) . . ?
C3 C2 C1 120.51(12) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 120.32(11) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C5 119.13(12) . . ?
C3 C4 C7 121.17(11) . . ?
C5 C4 C7 119.69(11) . . ?
C6 C5 C4 120.67(12) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C1 120.05(11) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
N1 C7 C4 121.86(12) . . ?
N1 C7 H7 119.1 . . ?
C4 C7 H7 119.1 . . ?
N1 C8 C9 110.32(11) . . ?
N1 C8 H8A 109.6 . . ?
C9 C8 H8A 109.6 . . ?
N1 C8 H8B 109.6 . . ?
C9 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
O1 C9 C8 107.83(10) . . ?
O1 C9 H9A 110.1 . . ?
C8 C9 H9A 110.1 . . ?
O1 C9 H9B 110.1 . . ?
C8 C9 H9B 110.1 . . ?
H9A C9 H9B 108.5 . . ?
O1 C10 C11 106.46(10) 5_666 . ?
O1 C10 H10A 110.4 5_666 . ?
C11 C10 H10A 110.4 . . ?
O1 C10 H10B 110.4 5_666 . ?
C11 C10 H10B 110.4 . . ?
H10A C10 H10B 108.6 . . ?
N2 C11 C10 109.68(10) . . ?
N2 C11 H11A 109.7 . . ?
C10 C11 H11A 109.7 . . ?
N2 C11 H11B 109.7 . . ?
C10 C11 H11B 109.7 . . ?
H11A C11 H11B 108.2 . . ?
N2 C12 C1 123.86(12) . . ?
N2 C12 H12 118.1 . . ?
C1 C12 H12 118.1 . . ?
C7 N1 C8 117.54(11) . . ?
C12 N2 C11 116.76(12) . . ?
C9 O1 C10 113.39(9) . 5_666 ?

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 -0.41(19) . . . . ?
C12 C1 C2 C3 179.67(12) . . . . ?
C1 C2 C3 C4 -0.4(2) . . . . ?
C2 C3 C4 C5 1.37(19) . . . . ?
C2 C3 C4 C7 -177.34(11) . . . . ?
C3 C4 C5 C6 -1.47(18) . . . . ?
C7 C4 C5 C6 177.25(11) . . . . ?
C4 C5 C6 C1 0.64(19) . . . . ?
C2 C1 C6 C5 0.31(18) . . . . ?
C12 C1 C6 C5 -179.77(11) . . . . ?
C3 C4 C7 N1 13.47(19) . . . . ?
C5 C4 C7 N1 -165.24(12) . . . . ?
N1 C8 C9 O1 -68.85(13) . . . . ?
O1 C10 C11 N2 -70.28(13) 5_666 . . . ?
C6 C1 C12 N2 3.2(2) . . . . ?
C2 C1 C12 N2 -176.86(12) . . . . ?
C4 C7 N1 C8 178.51(11) . . . . ?
C9 C8 N1 C7 137.23(12) . . . . ?
C1 C12 N2 C11 -176.40(11) . . . . ?
C10 C11 N2 C12 95.53(14) . . . . ?
C8 C9 O1 C10 177.04(10) . . . 5_666 ?

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
O2 H1W N2 0.995(17) 1.920(18) 2.8964(12) 166(3) .

_refine_diff_density_max         0.350
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.046



####################################################################### 
# 
# 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_jmlzy190205
_database_code_depnum_ccdc_archive 'CCDC 2006766'
loop_
_audit_author_name
_audit_author_address
'Corinne Bailly'
;Service de Radiocristallographie, Institut de Chimie, Universite de Strasbourg
France
;
_audit_update_record             
;
2020-05-30 deposited with the CCDC.	2023-05-26 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 H36 N4 O2'
_chemical_formula_sum            'C36 H36 N4 O2'
_chemical_formula_weight         556.69

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      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                   8.9175(4)
_cell_length_b                   9.6423(5)
_cell_length_c                   10.4108(5)
_cell_angle_alpha                62.612(2)
_cell_angle_beta                 67.462(2)
_cell_angle_gamma                72.983(2)
_cell_volume                     726.71(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9888
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      29.98

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_F_000             296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7069
_exptl_absorpt_correction_T_max  0.7460
_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            27416
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.304
_diffrn_reflns_theta_max         30.008
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4246
_reflns_number_gt                3538
_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)+(0.0564P)²+0.1862P] 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         4246
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0394
_refine_ls_wR_factor_ref         0.1104
_refine_ls_wR_factor_gt          0.1026
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.001
_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 0.73540(11) 0.36879(10) 0.36802(10) 0.01750(18) Uani 1 1 d . . . . .
C2 C 0.80070(11) 0.46565(11) 0.21565(10) 0.01912(18) Uani 1 1 d . . . . .
H2 H 0.7447 0.4911 0.1445 0.023 Uiso 1 1 calc R U . . .
C3 C 0.94577(11) 0.52449(11) 0.16790(10) 0.01924(18) Uani 1 1 d . . . . .
H3 H 0.9876 0.5906 0.0646 0.023 Uiso 1 1 calc R U . . .
C4 C 1.03144(11) 0.48746(11) 0.27027(10) 0.01839(18) Uani 1 1 d . . . . .
C5 C 0.96606(12) 0.39229(11) 0.42182(10) 0.01958(18) Uani 1 1 d . . . . .
H5 H 1.0219 0.3676 0.4929 0.023 Uiso 1 1 calc R U . . .
C6 C 0.82078(12) 0.33325(11) 0.47030(10) 0.01963(18) Uani 1 1 d . . . . .
H6 H 0.7787 0.2681 0.5738 0.024 Uiso 1 1 calc R U . . .
C7 C 1.18634(11) 0.54760(11) 0.22322(11) 0.01949(18) Uani 1 1 d . . . . .
H7 H 1.2303 0.5331 0.2992 0.023 Uiso 1 1 calc R U . . .
C8 C 1.40748(11) 0.68299(12) 0.05665(11) 0.02117(19) Uani 1 1 d . . . . .
H8A H 1.5015 0.6516 -0.0191 0.025 Uiso 1 1 calc R U . . .
H8B H 1.4378 0.6416 0.1512 0.025 Uiso 1 1 calc R U . . .
C9 C 1.36762(11) 0.86134(12) -0.00191(11) 0.02101(19) Uani 1 1 d . . . . .
H9A H 1.4692 0.9091 -0.0435 0.025 Uiso 1 1 calc R U . . .
H9B H 1.3155 0.9014 -0.0834 0.025 Uiso 1 1 calc R U . . .
C10 C 1.17247(12) 1.05703(11) 0.07315(11) 0.02189(19) Uani 1 1 d . . . . .
H10A H 1.1211 1.0727 -0.0025 0.026 Uiso 1 1 calc R U . . .
H10B H 1.2493 1.1350 0.0257 0.026 Uiso 1 1 calc R U . . .
C11 C 1.04218(12) 1.07965(12) 0.20934(11) 0.0235(2) Uani 1 1 d . . . . .
H11A H 1.0918 1.0472 0.2911 0.028 Uiso 1 1 calc R U . . .
H11B H 0.9956 1.1926 0.1819 0.028 Uiso 1 1 calc R U . . .
C12 C 0.83266(11) 0.93893(11) 0.40246(11) 0.02028(19) Uani 1 1 d . . . . .
H12 H 0.8628 0.9621 0.4679 0.024 Uiso 1 1 calc R U . . .
C13 C 0.69501(11) 0.84913(11) 0.46539(10) 0.01887(18) Uani 1 1 d . . . . .
C14 C 0.59246(11) 0.82185(11) 0.61258(10) 0.02029(19) Uani 1 1 d . . . . .
H14 H 0.6164 0.8548 0.6749 0.024 Uiso 1 1 calc R U . . .
C15 C 0.45548(11) 0.74686(11) 0.66887(10) 0.01949(18) Uani 1 1 d . . . . .
H15 H 0.3871 0.7286 0.7694 0.023 Uiso 1 1 calc R U . . .
C16 C 0.58240(11) 0.30190(11) 0.42126(10) 0.01790(18) Uani 1 1 d . . . . .
C17 C 0.52547(12) 0.71984(12) 0.43319(11) 0.02105(19) Uani 1 1 d . . . . .
H17 H 0.5041 0.6836 0.3719 0.025 Uiso 1 1 calc R U . . .
C18 C 0.66214(12) 0.79308(11) 0.37789(11) 0.02119(19) Uani 1 1 d . . . . .
H18 H 0.7344 0.8055 0.2797 0.025 Uiso 1 1 calc R U . . .
N1 N 1.26358(10) 0.61799(10) 0.08548(9) 0.02091(17) Uani 1 1 d . . . . .
N2 N 0.91190(10) 0.98604(10) 0.26301(9) 0.02203(18) Uani 1 1 d . . . . .
O1 O 1.25849(8) 0.90153(8) 0.12143(8) 0.02208(16) 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 C6 1.4014(13) . ?
C1 C2 1.4053(12) . ?
C1 C16 1.4802(12) . ?
C2 C3 1.3855(13) . ?
C2 H2 0.9500 . ?
C3 C4 1.4004(13) . ?
C3 H3 0.9500 . ?
C4 C5 1.3955(13) . ?
C4 C7 1.4742(13) . ?
C5 C6 1.3868(13) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 N1 1.2698(12) . ?
C7 H7 0.9500 . ?
C8 N1 1.4602(12) . ?
C8 C9 1.5163(14) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 O1 1.4231(11) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 O1 1.4207(12) . ?
C10 C11 1.5104(13) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 N2 1.4590(12) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 N2 1.2681(12) . ?
C12 C13 1.4729(13) . ?
C12 H12 0.9500 . ?
C13 C14 1.3962(12) . ?
C13 C18 1.3993(14) . ?
C14 C15 1.3917(13) . ?
C14 H14 0.9500 . ?
C15 C16 1.3991(13) 2_666 ?
C15 H15 0.9500 . ?
C16 C15 1.3991(13) 2_666 ?
C16 C17 1.4049(12) 2_666 ?
C17 C18 1.3812(13) . ?
C17 C16 1.4049(12) 2_666 ?
C17 H17 0.9500 . ?
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
C6 C1 C2 118.30(8) . . ?
C6 C1 C16 119.86(8) . . ?
C2 C1 C16 121.83(8) . . ?
C3 C2 C1 120.80(8) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 120.69(8) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 118.56(9) . . ?
C5 C4 C7 119.33(8) . . ?
C3 C4 C7 122.10(8) . . ?
C6 C5 C4 120.99(8) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C1 120.65(8) . . ?
C5 C6 H6 119.7 . . ?
C1 C6 H6 119.7 . . ?
N1 C7 C4 122.82(9) . . ?
N1 C7 H7 118.6 . . ?
C4 C7 H7 118.6 . . ?
N1 C8 C9 108.79(8) . . ?
N1 C8 H8A 109.9 . . ?
C9 C8 H8A 109.9 . . ?
N1 C8 H8B 109.9 . . ?
C9 C8 H8B 109.9 . . ?
H8A C8 H8B 108.3 . . ?
O1 C9 C8 107.78(8) . . ?
O1 C9 H9A 110.2 . . ?
C8 C9 H9A 110.2 . . ?
O1 C9 H9B 110.2 . . ?
C8 C9 H9B 110.2 . . ?
H9A C9 H9B 108.5 . . ?
O1 C10 C11 108.51(8) . . ?
O1 C10 H10A 110.0 . . ?
C11 C10 H10A 110.0 . . ?
O1 C10 H10B 110.0 . . ?
C11 C10 H10B 110.0 . . ?
H10A C10 H10B 108.4 . . ?
N2 C11 C10 110.31(8) . . ?
N2 C11 H11A 109.6 . . ?
C10 C11 H11A 109.6 . . ?
N2 C11 H11B 109.6 . . ?
C10 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
N2 C12 C13 121.59(9) . . ?
N2 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C14 C13 C18 118.83(9) . . ?
C14 C13 C12 120.39(9) . . ?
C18 C13 C12 120.76(8) . . ?
C15 C14 C13 120.61(9) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 120.60(8) . 2_666 ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 2_666 . ?
C15 C16 C17 118.33(9) 2_666 2_666 ?
C15 C16 C1 121.20(8) 2_666 . ?
C17 C16 C1 120.42(8) 2_666 . ?
C18 C17 C16 120.96(9) . 2_666 ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 2_666 . ?
C17 C18 C13 120.52(8) . . ?
C17 C18 H18 119.7 . . ?
C13 C18 H18 119.7 . . ?
C7 N1 C8 116.56(8) . . ?
C12 N2 C11 117.90(9) . . ?
C10 O1 C9 112.51(7) . . ?

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 -0.02(13) . . . . ?
C16 C1 C2 C3 -178.76(8) . . . . ?
C1 C2 C3 C4 0.61(14) . . . . ?
C2 C3 C4 C5 -1.09(14) . . . . ?
C2 C3 C4 C7 179.80(8) . . . . ?
C3 C4 C5 C6 1.00(14) . . . . ?
C7 C4 C5 C6 -179.87(8) . . . . ?
C4 C5 C6 C1 -0.43(14) . . . . ?
C2 C1 C6 C5 -0.07(13) . . . . ?
C16 C1 C6 C5 178.70(8) . . . . ?
C5 C4 C7 N1 171.02(9) . . . . ?
C3 C4 C7 N1 -9.88(14) . . . . ?
N1 C8 C9 O1 72.34(9) . . . . ?
O1 C10 C11 N2 -70.18(10) . . . . ?
N2 C12 C13 C14 -169.08(9) . . . . ?
N2 C12 C13 C18 9.33(14) . . . . ?
C18 C13 C14 C15 -3.01(14) . . . . ?
C12 C13 C14 C15 175.43(8) . . . . ?
C13 C14 C15 C16 -0.30(14) . . . 2_666 ?
C6 C1 C16 C15 -142.53(9) . . . 2_666 ?
C2 C1 C16 C15 36.19(13) . . . 2_666 ?
C6 C1 C16 C17 34.94(13) . . . 2_666 ?
C2 C1 C16 C17 -146.34(9) . . . 2_666 ?
C16 C17 C18 C13 -0.80(15) 2_666 . . . ?
C14 C13 C18 C17 3.56(14) . . . . ?
C12 C13 C18 C17 -174.88(9) . . . . ?
C4 C7 N1 C8 174.83(8) . . . . ?
C9 C8 N1 C7 -108.05(10) . . . . ?
C13 C12 N2 C11 177.59(8) . . . . ?
C10 C11 N2 C12 151.68(9) . . . . ?
C11 C10 O1 C9 171.37(8) . . . . ?
C8 C9 O1 C10 -161.15(8) . . . . ?

_refine_diff_density_max         0.380
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.042



####################################################################### 
# 
# 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_jmlzzy200702
_database_code_depnum_ccdc_archive 'CCDC 2018494'
loop_
_audit_author_name
_audit_author_address
'Dr. Lydia KARMAZIN'
;Service de Radiocristallographie, Institut de Chimie, Universite de Strasbourg
France
;
_audit_update_record             
;
2020-07-23 deposited with the CCDC.	2023-05-26 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         'C72 H66 N8, 3(C H Cl3)'
_chemical_formula_sum            'C75 H69 Cl9 N8'
_chemical_formula_weight         1401.43

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'
Cl Cl 0.1484 0.1585 '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                   12.9054(10)
_cell_length_b                   13.4545(11)
_cell_length_c                   22.5621(18)
_cell_angle_alpha                76.114(3)
_cell_angle_beta                 82.526(3)
_cell_angle_gamma                62.714(3)
_cell_volume                     3379.0(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9724
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      27.76

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_F_000             1456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.424
_shelx_estimated_absorpt_T_min   0.849
_shelx_estimated_absorpt_T_max   0.943
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6456
_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            147869
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.986
_diffrn_reflns_theta_max         27.978
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             16195
_reflns_number_gt                12684
_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)+(0.0933P)²+4.9129P] 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         16195
_refine_ls_number_parameters     829
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0831
_refine_ls_R_factor_gt           0.0659
_refine_ls_wR_factor_ref         0.1941
_refine_ls_wR_factor_gt          0.1778
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.001
_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 0.3190(2) 1.23613(19) 0.16684(10) 0.0223(4) Uani 1 1 d . . . . .
H1A H 0.2896 1.3002 0.1885 0.027 Uiso 1 1 calc R U . . .
H1B H 0.3182 1.2686 0.1225 0.027 Uiso 1 1 calc R U . . .
C2 C 0.4447(2) 1.1553(2) 0.18506(11) 0.0268(5) Uani 1 1 d . . . . .
H2A H 0.4761 1.0925 0.1624 0.032 Uiso 1 1 calc R U . . .
H2B H 0.4928 1.1973 0.1737 0.032 Uiso 1 1 calc R U . . .
C3 C 0.4976(2) 0.9994(2) 0.26576(11) 0.0255(5) Uani 1 1 d . . . . .
H3 H 0.5206 0.9574 0.2341 0.031 Uiso 1 1 calc R U . . .
C4 C 0.5162(2) 0.9347(2) 0.32924(10) 0.0234(4) Uani 1 1 d . . . . .
C5 C 0.4550(2) 0.98167(19) 0.37937(11) 0.0245(5) Uani 1 1 d . . . . .
H5 H 0.3976 1.0590 0.3731 0.029 Uiso 1 1 calc R U . . .
C6 C 0.4776(2) 0.9162(2) 0.43808(11) 0.0248(5) Uani 1 1 d . . . . .
H6 H 0.4344 0.9494 0.4715 0.030 Uiso 1 1 calc R U . . .
C7 C 0.5627(2) 0.80182(19) 0.44938(10) 0.0209(4) Uani 1 1 d . . . . .
C8 C 0.6233(2) 0.7561(2) 0.39883(11) 0.0299(5) Uani 1 1 d . . . . .
H8 H 0.6824 0.6794 0.4049 0.036 Uiso 1 1 calc R U . . .
C9 C 0.5987(2) 0.8207(2) 0.34000(11) 0.0305(5) Uani 1 1 d . . . . .
H9 H 0.6389 0.7866 0.3064 0.037 Uiso 1 1 calc R U . . .
C10 C 0.5893(2) 0.73129(18) 0.51231(10) 0.0205(4) Uani 1 1 d . . . . .
C11 C 0.5524(2) 0.7800(2) 0.56407(11) 0.0270(5) Uani 1 1 d . . . . .
H11 H 0.5078 0.8604 0.5590 0.032 Uiso 1 1 calc R U . . .
C12 C 0.5791(2) 0.7141(2) 0.62256(11) 0.0269(5) Uani 1 1 d . . . . .
H12 H 0.5519 0.7504 0.6566 0.032 Uiso 1 1 calc R U . . .
C13 C 0.6453(2) 0.59528(18) 0.63264(10) 0.0210(4) Uani 1 1 d . . . . .
C14 C 0.6817(2) 0.5470(2) 0.58070(11) 0.0289(5) Uani 1 1 d . . . . .
H14 H 0.7267 0.4666 0.5856 0.035 Uiso 1 1 calc R U . . .
C15 C 0.6542(2) 0.6128(2) 0.52236(11) 0.0294(5) Uani 1 1 d . . . . .
H15 H 0.6801 0.5764 0.4884 0.035 Uiso 1 1 calc R U . . .
C16 C 0.6728(2) 0.52444(18) 0.69516(10) 0.0213(4) Uani 1 1 d . . . . .
C17 C 0.6680(2) 0.57208(19) 0.74487(11) 0.0230(4) Uani 1 1 d . . . . .
H17 H 0.6510 0.6504 0.7382 0.028 Uiso 1 1 calc R U . . .
C18 C 0.6879(2) 0.50607(19) 0.80381(11) 0.0232(4) Uani 1 1 d . . . . .
H18 H 0.6850 0.5400 0.8368 0.028 Uiso 1 1 calc R U . . .
C19 C 0.7120(2) 0.39102(19) 0.81542(10) 0.0220(4) Uani 1 1 d . . . . .
C20 C 0.7217(2) 0.34167(19) 0.76580(11) 0.0239(4) Uani 1 1 d . . . . .
H20 H 0.7416 0.2626 0.7725 0.029 Uiso 1 1 calc R U . . .
C21 C 0.7025(2) 0.40688(19) 0.70706(11) 0.0243(5) Uani 1 1 d . . . . .
H21 H 0.7095 0.3716 0.6740 0.029 Uiso 1 1 calc R U . . .
C22 C 0.7240(2) 0.32615(19) 0.87884(11) 0.0233(4) Uani 1 1 d . . . . .
H22 H 0.7299 0.3594 0.9101 0.028 Uiso 1 1 calc R U . . .
C23 C 0.7413(2) 0.1732(2) 0.95812(11) 0.0260(5) Uani 1 1 d . . . . .
H23A H 0.7424 0.2261 0.9816 0.031 Uiso 1 1 calc R U . . .
H23B H 0.8171 0.1040 0.9635 0.031 Uiso 1 1 calc R U . . .
C24 C 0.6431(2) 0.13970(19) 0.98328(11) 0.0247(5) Uani 1 1 d . . . . .
H24A H 0.6447 0.0847 0.9604 0.030 Uiso 1 1 calc R U . . .
H24B H 0.6590 0.0998 1.0265 0.030 Uiso 1 1 calc R U . . .
C25 C 0.2643(2) 1.10413(19) 0.13962(10) 0.0242(5) Uani 1 1 d . . . . .
H25A H 0.3493 1.0544 0.1389 0.029 Uiso 1 1 calc R U . . .
H25B H 0.2419 1.1485 0.0976 0.029 Uiso 1 1 calc R U . . .
C26 C 0.2010(2) 1.0291(2) 0.15860(11) 0.0277(5) Uani 1 1 d . . . . .
H26A H 0.1158 1.0780 0.1592 0.033 Uiso 1 1 calc R U . . .
H26B H 0.2187 0.9806 0.1284 0.033 Uiso 1 1 calc R U . . .
C27 C 0.1562(2) 0.96059(19) 0.25850(11) 0.0272(5) Uani 1 1 d . . . . .
H27 H 0.0778 1.0118 0.2478 0.033 Uiso 1 1 calc R U . . .
C28 C 0.1802(2) 0.88835(19) 0.32037(11) 0.0259(5) Uani 1 1 d . . . . .
C29 C 0.0892(2) 0.8767(2) 0.35673(11) 0.0269(5) Uani 1 1 d . . . . .
H29 H 0.0124 0.9155 0.3414 0.032 Uiso 1 1 calc R U . . .
C30 C 0.1089(2) 0.8090(2) 0.41518(12) 0.0271(5) Uani 1 1 d . . . . .
H30 H 0.0454 0.8017 0.4390 0.033 Uiso 1 1 calc R U . . .
C31 C 0.2203(2) 0.75145(19) 0.43957(11) 0.0237(4) Uani 1 1 d . . . . .
C32 C 0.3119(2) 0.7637(2) 0.40234(12) 0.0288(5) Uani 1 1 d . . . . .
H32 H 0.3888 0.7250 0.4175 0.035 Uiso 1 1 calc R U . . .
C33 C 0.2920(2) 0.8308(2) 0.34417(12) 0.0304(5) Uani 1 1 d . . . . .
H33 H 0.3553 0.8379 0.3201 0.036 Uiso 1 1 calc R U . . .
C34 C 0.2419(2) 0.68319(19) 0.50282(11) 0.0243(5) Uani 1 1 d . . . . .
C35 C 0.1627(2) 0.6470(2) 0.53630(12) 0.0315(5) Uani 1 1 d . . . . .
H35 H 0.0908 0.6679 0.5187 0.038 Uiso 1 1 calc R U . . .
C36 C 0.1865(2) 0.5811(3) 0.59495(12) 0.0335(6) Uani 1 1 d . . . . .
H36 H 0.1304 0.5576 0.6164 0.040 Uiso 1 1 calc R U . . .
C37 C 0.2896(2) 0.5485(2) 0.62309(11) 0.0257(5) Uani 1 1 d . . . . .
C38 C 0.3674(3) 0.5877(3) 0.59074(15) 0.0484(8) Uani 1 1 d . . . . .
H38 H 0.4383 0.5683 0.6090 0.058 Uiso 1 1 calc R U . . .
C39 C 0.3436(3) 0.6541(3) 0.53274(15) 0.0483(8) Uani 1 1 d . . . . .
H39 H 0.3978 0.6810 0.5124 0.058 Uiso 1 1 calc R U . . .
C40 C 0.3197(2) 0.4727(2) 0.68428(11) 0.0286(5) Uani 1 1 d . . . . .
C41 C 0.2370(2) 0.4594(3) 0.72683(13) 0.0399(7) Uani 1 1 d . . . . .
H41 H 0.1568 0.5031 0.7173 0.048 Uiso 1 1 calc R U . . .
C42 C 0.2673(2) 0.3849(3) 0.78255(13) 0.0388(6) Uani 1 1 d . . . . .
H42 H 0.2080 0.3777 0.8103 0.047 Uiso 1 1 calc R U . . .
C43 C 0.3831(2) 0.3205(3) 0.79843(12) 0.0339(6) Uani 1 1 d . . . . .
C44 C 0.4690(3) 0.3237(3) 0.75431(15) 0.0476(8) Uani 1 1 d . . . . .
H44 H 0.5488 0.2737 0.7626 0.057 Uiso 1 1 calc R U . . .
C45 C 0.4381(3) 0.3995(3) 0.69867(15) 0.0477(8) Uani 1 1 d . . . . .
H45 H 0.4974 0.4024 0.6696 0.057 Uiso 1 1 calc R U . . .
C46 C 0.4243(2) 0.2380(2) 0.85609(12) 0.0337(6) Uani 1 1 d . . . . .
H46 H 0.5060 0.1948 0.8613 0.040 Uiso 1 1 calc R U . . .
C47 C 0.4176(2) 0.1358(2) 0.95311(11) 0.0284(5) Uani 1 1 d . . . . .
H47A H 0.4933 0.0783 0.9401 0.034 Uiso 1 1 calc R U . . .
H47B H 0.3701 0.0959 0.9728 0.034 Uiso 1 1 calc R U . . .
C48 C 0.4391(2) 0.1905(2) 0.99958(11) 0.0252(5) Uani 1 1 d . . . . .
H48A H 0.3642 0.2538 1.0086 0.030 Uiso 1 1 calc R U . . .
H48B H 0.4652 0.1328 1.0380 0.030 Uiso 1 1 calc R U . . .
C49 C 0.1187(2) 1.27217(19) 0.17414(10) 0.0226(4) Uani 1 1 d . . . . .
H49A H 0.0670 1.2357 0.1746 0.027 Uiso 1 1 calc R U . . .
H49B H 0.1108 1.3247 0.1340 0.027 Uiso 1 1 calc R U . . .
C50 C 0.0768(2) 1.34196(19) 0.22400(10) 0.0242(5) Uani 1 1 d . . . . .
H50A H 0.1266 1.3805 0.2233 0.029 Uiso 1 1 calc R U . . .
H50B H -0.0042 1.4017 0.2159 0.029 Uiso 1 1 calc R U . . .
C51 C 0.1282(2) 1.28090(19) 0.32643(10) 0.0236(4) Uani 1 1 d . . . . .
H51 H 0.1562 1.3371 0.3179 0.028 Uiso 1 1 calc R U . . .
C52 C 0.1415(2) 1.20961(19) 0.38852(10) 0.0221(4) Uani 1 1 d . . . . .
C53 C 0.1731(2) 1.2374(2) 0.43671(11) 0.0240(4) Uani 1 1 d . . . . .
H53 H 0.1833 1.3049 0.4299 0.029 Uiso 1 1 calc R U . . .
C54 C 0.1901(2) 1.16781(19) 0.49477(11) 0.0231(4) Uani 1 1 d . . . . .
H54 H 0.2098 1.1894 0.5272 0.028 Uiso 1 1 calc R U . . .
C55 C 0.1786(2) 1.06630(19) 0.50582(10) 0.0215(4) Uani 1 1 d . . . . .
C56 C 0.1465(2) 1.0394(2) 0.45676(11) 0.0268(5) Uani 1 1 d . . . . .
H56 H 0.1375 0.9713 0.4631 0.032 Uiso 1 1 calc R U . . .
C57 C 0.1278(2) 1.1096(2) 0.39955(11) 0.0266(5) Uani 1 1 d . . . . .
H57 H 0.1055 1.0897 0.3673 0.032 Uiso 1 1 calc R U . . .
C58 C 0.1993(2) 0.98872(18) 0.56669(11) 0.0224(4) Uani 1 1 d . . . . .
C59 C 0.2725(2) 0.9847(2) 0.60883(11) 0.0250(5) Uani 1 1 d . . . . .
H59 H 0.3103 1.0329 0.5982 0.030 Uiso 1 1 calc R U . . .
C60 C 0.2912(2) 0.9117(2) 0.66589(11) 0.0268(5) Uani 1 1 d . . . . .
H60 H 0.3417 0.9106 0.6934 0.032 Uiso 1 1 calc R U . . .
C61 C 0.2361(2) 0.83974(19) 0.68328(11) 0.0241(4) Uani 1 1 d . . . . .
C62 C 0.1632(2) 0.8432(2) 0.64121(12) 0.0273(5) Uani 1 1 d . . . . .
H62 H 0.1253 0.7950 0.6518 0.033 Uiso 1 1 calc R U . . .
C63 C 0.1455(2) 0.9157(2) 0.58455(11) 0.0264(5) Uani 1 1 d . . . . .
H63 H 0.0955 0.9161 0.5569 0.032 Uiso 1 1 calc R U . . .
C64 C 0.2557(2) 0.7608(2) 0.74384(11) 0.0269(5) Uani 1 1 d . . . . .
C65 C 0.1691(2) 0.7305(2) 0.77319(12) 0.0311(5) Uani 1 1 d . . . . .
H65 H 0.0960 0.7612 0.7545 0.037 Uiso 1 1 calc R U . . .
C66 C 0.1891(2) 0.6557(2) 0.82965(13) 0.0324(5) Uani 1 1 d . . . . .
H66 H 0.1293 0.6358 0.8489 0.039 Uiso 1 1 calc R U . . .
C67 C 0.2947(2) 0.6094(2) 0.85855(12) 0.0275(5) Uani 1 1 d . . . . .
C68 C 0.3820(2) 0.6387(3) 0.82928(13) 0.0384(6) Uani 1 1 d . . . . .
H68 H 0.4552 0.6074 0.8480 0.046 Uiso 1 1 calc R U . . .
C69 C 0.3625(2) 0.7129(3) 0.77316(13) 0.0384(6) Uani 1 1 d . . . . .
H69 H 0.4229 0.7321 0.7540 0.046 Uiso 1 1 calc R U . . .
C70 C 0.3114(2) 0.5329(2) 0.91915(12) 0.0278(5) Uani 1 1 d . . . . .
H70 H 0.2513 0.5118 0.9360 0.033 Uiso 1 1 calc R U . . .
C71 C 0.4049(2) 0.42487(19) 1.01057(11) 0.0266(5) Uani 1 1 d . . . . .
H71A H 0.3359 0.4094 1.0169 0.032 Uiso 1 1 calc R U . . .
H71B H 0.4011 0.4677 1.0415 0.032 Uiso 1 1 calc R U . . .
C72 C 0.5153(2) 0.31213(19) 1.01909(10) 0.0239(4) Uani 1 1 d . . . . .
H72A H 0.5836 0.3287 1.0108 0.029 Uiso 1 1 calc R U . . .
H72B H 0.5182 0.2722 1.0623 0.029 Uiso 1 1 calc R U . . .
C73 C 0.0877(3) 0.2886(3) 0.94076(14) 0.0422(7) Uani 1 1 d . . . . .
H73 H 0.1641 0.2587 0.9180 0.051 Uiso 1 1 calc R U . . .
C74 C -0.0028(3) 0.3383(3) 0.66242(18) 0.0476(8) Uani 1 1 d . . . . .
H74 H -0.0726 0.3235 0.6649 0.057 Uiso 1 1 calc R U . . .
C75 C 0.1429(3) 0.0234(3) 0.82664(17) 0.0562(9) Uani 1 1 d . . . . .
H75 H 0.1635 -0.0006 0.7864 0.067 Uiso 1 1 calc R U . . .
N1 N 0.23911(17) 1.18355(15) 0.17991(8) 0.0199(4) Uani 1 1 d . . . . .
N2 N 0.45287(18) 1.10734(17) 0.25070(9) 0.0253(4) Uani 1 1 d . . . . .
N3 N 0.72668(18) 0.22789(16) 0.89369(9) 0.0246(4) Uani 1 1 d . . . . .
N4 N 0.2369(2) 0.95671(17) 0.21899(10) 0.0281(4) Uani 1 1 d . . . . .
N5 N 0.3576(2) 0.22076(18) 0.89933(9) 0.0279(4) Uani 1 1 d . . . . .
N6 N 0.08084(18) 1.27002(17) 0.28408(9) 0.0243(4) Uani 1 1 d . . . . .
N7 N 0.40220(19) 0.49441(16) 0.94958(9) 0.0261(4) Uani 1 1 d . . . . .
N8 N 0.52535(17) 0.23500(16) 0.98011(9) 0.0217(4) Uani 1 1 d . . . . .
Cl1 Cl 0.06424(12) 0.17257(10) 0.98248(6) 0.0824(4) Uani 1 1 d . . . . .
Cl2 Cl 0.09447(10) 0.36673(10) 0.99129(5) 0.0683(3) Uani 1 1 d . . . . .
Cl3 Cl -0.02267(8) 0.37703(9) 0.88788(5) 0.0607(2) Uani 1 1 d . . . . .
Cl4 Cl -0.00561(12) 0.42992(10) 0.59200(6) 0.0788(3) Uani 1 1 d . . . . .
Cl5 Cl -0.01166(9) 0.39926(9) 0.72462(6) 0.0677(3) Uani 1 1 d . . . . .
Cl6 Cl 0.12088(7) 0.20743(7) 0.66594(4) 0.0530(2) Uani 1 1 d . . . . .
Cl7 Cl 0.16717(17) -0.09695(10) 0.88422(7) 0.1105(6) Uani 1 1 d . . . . .
Cl8 Cl 0.23233(9) 0.08768(13) 0.83644(6) 0.0794(3) Uani 1 1 d . . . . .
Cl9 Cl -0.00338(8) 0.12123(8) 0.82687(6) 0.0617(3) 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 1.463(3) . ?
C1 C2 1.525(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N2 1.463(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 N2 1.267(3) . ?
C3 C4 1.472(3) . ?
C3 H3 0.9500 . ?
C4 C9 1.391(3) . ?
C4 C5 1.398(3) . ?
C5 C6 1.386(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.405(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.398(3) . ?
C7 C10 1.488(3) . ?
C8 C9 1.386(3) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 C15 1.395(3) . ?
C10 C11 1.399(3) . ?
C11 C12 1.387(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.401(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.399(3) . ?
C13 C16 1.483(3) . ?
C14 C15 1.384(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.401(3) . ?
C16 C21 1.410(3) . ?
C17 C18 1.391(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.395(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.398(3) . ?
C19 C22 1.472(3) . ?
C20 C21 1.384(3) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 N3 1.269(3) . ?
C22 H22 0.9500 . ?
C23 N3 1.456(3) . ?
C23 C24 1.532(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 N8 1.468(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 N1 1.464(3) . ?
C25 C26 1.525(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 N4 1.461(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 N4 1.270(3) . ?
C27 C28 1.474(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.391(3) . ?
C28 C33 1.396(4) . ?
C29 C30 1.390(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.396(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.409(3) . ?
C31 C34 1.482(3) . ?
C32 C33 1.382(4) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 C35 1.389(3) . ?
C34 C39 1.401(4) . ?
C35 C36 1.387(4) . ?
C35 H35 0.9500 . ?
C36 C37 1.385(4) . ?
C36 H36 0.9500 . ?
C37 C38 1.388(4) . ?
C37 C40 1.482(3) . ?
C38 C39 1.377(4) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 C41 1.385(4) . ?
C40 C45 1.417(4) . ?
C41 C42 1.379(4) . ?
C41 H41 0.9500 . ?
C42 C43 1.384(4) . ?
C42 H42 0.9500 . ?
C43 C44 1.399(4) . ?
C43 C46 1.468(4) . ?
C44 C45 1.384(4) . ?
C44 H44 0.9500 . ?
C45 H45 0.9500 . ?
C46 N5 1.266(4) . ?
C46 H46 0.9500 . ?
C47 N5 1.465(3) . ?
C47 C48 1.533(3) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C48 N8 1.466(3) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C49 N1 1.461(3) . ?
C49 C50 1.524(3) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C50 N6 1.456(3) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C51 N6 1.269(3) . ?
C51 C52 1.476(3) . ?
C51 H51 0.9500 . ?
C52 C53 1.393(3) . ?
C52 C57 1.396(3) . ?
C53 C54 1.392(3) . ?
C53 H53 0.9500 . ?
C54 C55 1.401(3) . ?
C54 H54 0.9500 . ?
C55 C56 1.406(3) . ?
C55 C58 1.483(3) . ?
C56 C57 1.380(3) . ?
C56 H56 0.9500 . ?
C57 H57 0.9500 . ?
C58 C59 1.400(3) . ?
C58 C63 1.405(3) . ?
C59 C60 1.391(3) . ?
C59 H59 0.9500 . ?
C60 C61 1.405(3) . ?
C60 H60 0.9500 . ?
C61 C62 1.400(3) . ?
C61 C64 1.485(3) . ?
C62 C63 1.382(3) . ?
C62 H62 0.9500 . ?
C63 H63 0.9500 . ?
C64 C65 1.397(4) . ?
C64 C69 1.404(4) . ?
C65 C66 1.391(3) . ?
C65 H65 0.9500 . ?
C66 C67 1.388(4) . ?
C66 H66 0.9500 . ?
C67 C68 1.396(4) . ?
C67 C70 1.474(3) . ?
C68 C69 1.382(4) . ?
C68 H68 0.9500 . ?
C69 H69 0.9500 . ?
C70 N7 1.263(3) . ?
C70 H70 0.9500 . ?
C71 N7 1.461(3) . ?
C71 C72 1.522(3) . ?
C71 H71A 0.9900 . ?
C71 H71B 0.9900 . ?
C72 N8 1.467(3) . ?
C72 H72A 0.9900 . ?
C72 H72B 0.9900 . ?
C73 Cl1 1.752(3) . ?
C73 Cl3 1.753(3) . ?
C73 Cl2 1.760(3) . ?
C73 H73 1.0000 . ?
C74 Cl6 1.745(3) . ?
C74 Cl4 1.755(4) . ?
C74 Cl5 1.755(3) . ?
C74 H74 1.0000 . ?
C75 Cl9 1.738(4) . ?
C75 Cl7 1.743(4) . ?
C75 Cl8 1.790(4) . ?
C75 H75 1.0000 . ?

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 C2 114.76(18) . . ?
N1 C1 H1A 108.6 . . ?
C2 C1 H1A 108.6 . . ?
N1 C1 H1B 108.6 . . ?
C2 C1 H1B 108.6 . . ?
H1A C1 H1B 107.6 . . ?
N2 C2 C1 111.5(2) . . ?
N2 C2 H2A 109.3 . . ?
C1 C2 H2A 109.3 . . ?
N2 C2 H2B 109.3 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 108.0 . . ?
N2 C3 C4 124.1(2) . . ?
N2 C3 H3 117.9 . . ?
C4 C3 H3 117.9 . . ?
C9 C4 C5 118.2(2) . . ?
C9 C4 C3 118.3(2) . . ?
C5 C4 C3 123.5(2) . . ?
C6 C5 C4 120.5(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C7 121.6(2) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C8 C7 C6 117.3(2) . . ?
C8 C7 C10 120.6(2) . . ?
C6 C7 C10 122.1(2) . . ?
C9 C8 C7 121.1(2) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C8 C9 C4 121.3(2) . . ?
C8 C9 H9 119.4 . . ?
C4 C9 H9 119.4 . . ?
C15 C10 C11 116.7(2) . . ?
C15 C10 C7 121.3(2) . . ?
C11 C10 C7 122.0(2) . . ?
C12 C11 C10 121.8(2) . . ?
C12 C11 H11 119.1 . . ?
C10 C11 H11 119.1 . . ?
C11 C12 C13 121.5(2) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C14 C13 C12 116.4(2) . . ?
C14 C13 C16 121.9(2) . . ?
C12 C13 C16 121.6(2) . . ?
C15 C14 C13 122.0(2) . . ?
C15 C14 H14 119.0 . . ?
C13 C14 H14 119.0 . . ?
C14 C15 C10 121.6(2) . . ?
C14 C15 H15 119.2 . . ?
C10 C15 H15 119.2 . . ?
C17 C16 C21 117.4(2) . . ?
C17 C16 C13 121.36(19) . . ?
C21 C16 C13 121.2(2) . . ?
C18 C17 C16 120.8(2) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C17 C18 C19 121.2(2) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 H18 119.4 . . ?
C18 C19 C20 118.3(2) . . ?
C18 C19 C22 119.7(2) . . ?
C20 C19 C22 122.1(2) . . ?
C21 C20 C19 120.6(2) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C20 C21 C16 121.5(2) . . ?
C20 C21 H21 119.2 . . ?
C16 C21 H21 119.2 . . ?
N3 C22 C19 123.1(2) . . ?
N3 C22 H22 118.4 . . ?
C19 C22 H22 118.4 . . ?
N3 C23 C24 111.7(2) . . ?
N3 C23 H23A 109.3 . . ?
C24 C23 H23A 109.3 . . ?
N3 C23 H23B 109.3 . . ?
C24 C23 H23B 109.3 . . ?
H23A C23 H23B 108.0 . . ?
N8 C24 C23 115.23(18) . . ?
N8 C24 H24A 108.5 . . ?
C23 C24 H24A 108.5 . . ?
N8 C24 H24B 108.5 . . ?
C23 C24 H24B 108.5 . . ?
H24A C24 H24B 107.5 . . ?
N1 C25 C26 113.74(19) . . ?
N1 C25 H25A 108.8 . . ?
C26 C25 H25A 108.8 . . ?
N1 C25 H25B 108.8 . . ?
C26 C25 H25B 108.8 . . ?
H25A C25 H25B 107.7 . . ?
N4 C26 C25 110.8(2) . . ?
N4 C26 H26A 109.5 . . ?
C25 C26 H26A 109.5 . . ?
N4 C26 H26B 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 108.1 . . ?
N4 C27 C28 122.3(2) . . ?
N4 C27 H27 118.9 . . ?
C28 C27 H27 118.9 . . ?
C29 C28 C33 118.3(2) . . ?
C29 C28 C27 119.6(2) . . ?
C33 C28 C27 122.1(2) . . ?
C30 C29 C28 121.0(2) . . ?
C30 C29 H29 119.5 . . ?
C28 C29 H29 119.5 . . ?
C29 C30 C31 121.2(2) . . ?
C29 C30 H30 119.4 . . ?
C31 C30 H30 119.4 . . ?
C30 C31 C32 117.4(2) . . ?
C30 C31 C34 121.9(2) . . ?
C32 C31 C34 120.7(2) . . ?
C33 C32 C31 121.2(2) . . ?
C33 C32 H32 119.4 . . ?
C31 C32 H32 119.4 . . ?
C32 C33 C28 120.9(2) . . ?
C32 C33 H33 119.6 . . ?
C28 C33 H33 119.6 . . ?
C35 C34 C39 116.2(2) . . ?
C35 C34 C31 122.7(2) . . ?
C39 C34 C31 121.1(2) . . ?
C36 C35 C34 121.4(2) . . ?
C36 C35 H35 119.3 . . ?
C34 C35 H35 119.3 . . ?
C37 C36 C35 121.8(2) . . ?
C37 C36 H36 119.1 . . ?
C35 C36 H36 119.1 . . ?
C36 C37 C38 117.1(2) . . ?
C36 C37 C40 122.7(2) . . ?
C38 C37 C40 120.2(2) . . ?
C39 C38 C37 121.2(3) . . ?
C39 C38 H38 119.4 . . ?
C37 C38 H38 119.4 . . ?
C38 C39 C34 122.1(3) . . ?
C38 C39 H39 118.9 . . ?
C34 C39 H39 118.9 . . ?
C41 C40 C45 116.7(2) . . ?
C41 C40 C37 123.2(2) . . ?
C45 C40 C37 119.7(2) . . ?
C42 C41 C40 122.2(3) . . ?
C42 C41 H41 118.9 . . ?
C40 C41 H41 118.9 . . ?
C41 C42 C43 120.8(3) . . ?
C41 C42 H42 119.6 . . ?
C43 C42 H42 119.6 . . ?
C42 C43 C44 118.4(3) . . ?
C42 C43 C46 124.9(3) . . ?
C44 C43 C46 116.3(3) . . ?
C45 C44 C43 120.2(3) . . ?
C45 C44 H44 119.9 . . ?
C43 C44 H44 119.9 . . ?
C44 C45 C40 121.2(3) . . ?
C44 C45 H45 119.4 . . ?
C40 C45 H45 119.4 . . ?
N5 C46 C43 124.1(3) . . ?
N5 C46 H46 118.0 . . ?
C43 C46 H46 118.0 . . ?
N5 C47 C48 111.9(2) . . ?
N5 C47 H47A 109.2 . . ?
C48 C47 H47A 109.2 . . ?
N5 C47 H47B 109.2 . . ?
C48 C47 H47B 109.2 . . ?
H47A C47 H47B 107.9 . . ?
N8 C48 C47 115.0(2) . . ?
N8 C48 H48A 108.5 . . ?
C47 C48 H48A 108.5 . . ?
N8 C48 H48B 108.5 . . ?
C47 C48 H48B 108.5 . . ?
H48A C48 H48B 107.5 . . ?
N1 C49 C50 114.49(19) . . ?
N1 C49 H49A 108.6 . . ?
C50 C49 H49A 108.6 . . ?
N1 C49 H49B 108.6 . . ?
C50 C49 H49B 108.6 . . ?
H49A C49 H49B 107.6 . . ?
N6 C50 C49 111.31(18) . . ?
N6 C50 H50A 109.4 . . ?
C49 C50 H50A 109.4 . . ?
N6 C50 H50B 109.4 . . ?
C49 C50 H50B 109.4 . . ?
H50A C50 H50B 108.0 . . ?
N6 C51 C52 122.6(2) . . ?
N6 C51 H51 118.7 . . ?
C52 C51 H51 118.7 . . ?
C53 C52 C57 118.5(2) . . ?
C53 C52 C51 121.0(2) . . ?
C57 C52 C51 120.5(2) . . ?
C54 C53 C52 121.0(2) . . ?
C54 C53 H53 119.5 . . ?
C52 C53 H53 119.5 . . ?
C53 C54 C55 120.7(2) . . ?
C53 C54 H54 119.7 . . ?
C55 C54 H54 119.7 . . ?
C54 C55 C56 117.6(2) . . ?
C54 C55 C58 122.0(2) . . ?
C56 C55 C58 120.4(2) . . ?
C57 C56 C55 121.5(2) . . ?
C57 C56 H56 119.2 . . ?
C55 C56 H56 119.2 . . ?
C56 C57 C52 120.7(2) . . ?
C56 C57 H57 119.7 . . ?
C52 C57 H57 119.7 . . ?
C59 C58 C63 117.0(2) . . ?
C59 C58 C55 122.1(2) . . ?
C63 C58 C55 120.9(2) . . ?
C60 C59 C58 121.6(2) . . ?
C60 C59 H59 119.2 . . ?
C58 C59 H59 119.2 . . ?
C59 C60 C61 120.7(2) . . ?
C59 C60 H60 119.6 . . ?
C61 C60 H60 119.6 . . ?
C62 C61 C60 117.8(2) . . ?
C62 C61 C64 120.7(2) . . ?
C60 C61 C64 121.4(2) . . ?
C63 C62 C61 121.0(2) . . ?
C63 C62 H62 119.5 . . ?
C61 C62 H62 119.5 . . ?
C62 C63 C58 121.7(2) . . ?
C62 C63 H63 119.1 . . ?
C58 C63 H63 119.1 . . ?
C65 C64 C69 117.7(2) . . ?
C65 C64 C61 121.1(2) . . ?
C69 C64 C61 121.1(2) . . ?
C66 C65 C64 120.4(2) . . ?
C66 C65 H65 119.8 . . ?
C64 C65 H65 119.8 . . ?
C67 C66 C65 121.5(2) . . ?
C67 C66 H66 119.3 . . ?
C65 C66 H66 119.3 . . ?
C66 C67 C68 118.4(2) . . ?
C66 C67 C70 119.8(2) . . ?
C68 C67 C70 121.8(2) . . ?
C69 C68 C67 120.4(3) . . ?
C69 C68 H68 119.8 . . ?
C67 C68 H68 119.8 . . ?
C68 C69 C64 121.6(2) . . ?
C68 C69 H69 119.2 . . ?
C64 C69 H69 119.2 . . ?
N7 C70 C67 122.8(2) . . ?
N7 C70 H70 118.6 . . ?
C67 C70 H70 118.6 . . ?
N7 C71 C72 111.4(2) . . ?
N7 C71 H71A 109.4 . . ?
C72 C71 H71A 109.4 . . ?
N7 C71 H71B 109.4 . . ?
C72 C71 H71B 109.4 . . ?
H71A C71 H71B 108.0 . . ?
N8 C72 C71 114.75(19) . . ?
N8 C72 H72A 108.6 . . ?
C71 C72 H72A 108.6 . . ?
N8 C72 H72B 108.6 . . ?
C71 C72 H72B 108.6 . . ?
H72A C72 H72B 107.6 . . ?
Cl1 C73 Cl3 111.12(18) . . ?
Cl1 C73 Cl2 109.44(18) . . ?
Cl3 C73 Cl2 110.35(18) . . ?
Cl1 C73 H73 108.6 . . ?
Cl3 C73 H73 108.6 . . ?
Cl2 C73 H73 108.6 . . ?
Cl6 C74 Cl4 110.2(2) . . ?
Cl6 C74 Cl5 111.3(2) . . ?
Cl4 C74 Cl5 112.39(18) . . ?
Cl6 C74 H74 107.6 . . ?
Cl4 C74 H74 107.6 . . ?
Cl5 C74 H74 107.6 . . ?
Cl9 C75 Cl7 110.0(2) . . ?
Cl9 C75 Cl8 110.2(2) . . ?
Cl7 C75 Cl8 110.6(2) . . ?
Cl9 C75 H75 108.7 . . ?
Cl7 C75 H75 108.7 . . ?
Cl8 C75 H75 108.7 . . ?
C49 N1 C1 109.85(17) . . ?
C49 N1 C25 111.10(18) . . ?
C1 N1 C25 110.95(18) . . ?
C3 N2 C2 115.8(2) . . ?
C22 N3 C23 116.9(2) . . ?
C27 N4 C26 116.8(2) . . ?
C46 N5 C47 114.8(2) . . ?
C51 N6 C50 117.7(2) . . ?
C70 N7 C71 117.4(2) . . ?
C48 N8 C72 110.03(18) . . ?
C48 N8 C24 109.64(18) . . ?
C72 N8 C24 110.27(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
N1 C1 C2 N2 -60.4(3) . . . . ?
N2 C3 C4 C9 -158.7(3) . . . . ?
N2 C3 C4 C5 21.5(4) . . . . ?
C9 C4 C5 C6 0.8(4) . . . . ?
C3 C4 C5 C6 -179.5(2) . . . . ?
C4 C5 C6 C7 0.7(4) . . . . ?
C5 C6 C7 C8 -0.6(3) . . . . ?
C5 C6 C7 C10 178.8(2) . . . . ?
C6 C7 C8 C9 -1.0(4) . . . . ?
C10 C7 C8 C9 179.5(2) . . . . ?
C7 C8 C9 C4 2.6(4) . . . . ?
C5 C4 C9 C8 -2.5(4) . . . . ?
C3 C4 C9 C8 177.8(2) . . . . ?
C8 C7 C10 C15 -14.8(3) . . . . ?
C6 C7 C10 C15 165.7(2) . . . . ?
C8 C7 C10 C11 164.1(2) . . . . ?
C6 C7 C10 C11 -15.3(3) . . . . ?
C15 C10 C11 C12 0.2(4) . . . . ?
C7 C10 C11 C12 -178.8(2) . . . . ?
C10 C11 C12 C13 0.5(4) . . . . ?
C11 C12 C13 C14 -0.6(4) . . . . ?
C11 C12 C13 C16 -179.2(2) . . . . ?
C12 C13 C14 C15 0.1(4) . . . . ?
C16 C13 C14 C15 178.7(2) . . . . ?
C13 C14 C15 C10 0.6(4) . . . . ?
C11 C10 C15 C14 -0.7(4) . . . . ?
C7 C10 C15 C14 178.3(2) . . . . ?
C14 C13 C16 C17 160.6(2) . . . . ?
C12 C13 C16 C17 -20.8(3) . . . . ?
C14 C13 C16 C21 -20.6(3) . . . . ?
C12 C13 C16 C21 157.9(2) . . . . ?
C21 C16 C17 C18 -2.2(3) . . . . ?
C13 C16 C17 C18 176.6(2) . . . . ?
C16 C17 C18 C19 -0.6(4) . . . . ?
C17 C18 C19 C20 3.2(4) . . . . ?
C17 C18 C19 C22 -175.5(2) . . . . ?
C18 C19 C20 C21 -2.9(4) . . . . ?
C22 C19 C20 C21 175.8(2) . . . . ?
C19 C20 C21 C16 0.0(4) . . . . ?
C17 C16 C21 C20 2.6(3) . . . . ?
C13 C16 C21 C20 -176.2(2) . . . . ?
C18 C19 C22 N3 168.0(2) . . . . ?
C20 C19 C22 N3 -10.6(4) . . . . ?
N3 C23 C24 N8 -60.8(3) . . . . ?
N1 C25 C26 N4 -62.0(3) . . . . ?
N4 C27 C28 C29 -165.4(2) . . . . ?
N4 C27 C28 C33 14.8(4) . . . . ?
C33 C28 C29 C30 -0.4(3) . . . . ?
C27 C28 C29 C30 179.8(2) . . . . ?
C28 C29 C30 C31 0.7(4) . . . . ?
C29 C30 C31 C32 -0.7(3) . . . . ?
C29 C30 C31 C34 177.2(2) . . . . ?
C30 C31 C32 C33 0.6(4) . . . . ?
C34 C31 C32 C33 -177.4(2) . . . . ?
C31 C32 C33 C28 -0.3(4) . . . . ?
C29 C28 C33 C32 0.2(4) . . . . ?
C27 C28 C33 C32 180.0(2) . . . . ?
C30 C31 C34 C35 17.1(4) . . . . ?
C32 C31 C34 C35 -165.0(2) . . . . ?
C30 C31 C34 C39 -161.2(3) . . . . ?
C32 C31 C34 C39 16.6(4) . . . . ?
C39 C34 C35 C36 -3.0(4) . . . . ?
C31 C34 C35 C36 178.6(2) . . . . ?
C34 C35 C36 C37 0.3(4) . . . . ?
C35 C36 C37 C38 1.9(4) . . . . ?
C35 C36 C37 C40 -176.4(3) . . . . ?
C36 C37 C38 C39 -1.3(5) . . . . ?
C40 C37 C38 C39 177.1(3) . . . . ?
C37 C38 C39 C34 -1.6(6) . . . . ?
C35 C34 C39 C38 3.7(5) . . . . ?
C31 C34 C39 C38 -177.9(3) . . . . ?
C36 C37 C40 C41 -22.9(4) . . . . ?
C38 C37 C40 C41 158.8(3) . . . . ?
C36 C37 C40 C45 149.6(3) . . . . ?
C38 C37 C40 C45 -28.7(4) . . . . ?
C45 C40 C41 C42 4.7(5) . . . . ?
C37 C40 C41 C42 177.3(3) . . . . ?
C40 C41 C42 C43 0.6(5) . . . . ?
C41 C42 C43 C44 -6.7(5) . . . . ?
C41 C42 C43 C46 -179.1(3) . . . . ?
C42 C43 C44 C45 7.3(5) . . . . ?
C46 C43 C44 C45 -179.6(3) . . . . ?
C43 C44 C45 C40 -1.9(6) . . . . ?
C41 C40 C45 C44 -4.0(5) . . . . ?
C37 C40 C45 C44 -176.9(3) . . . . ?
C42 C43 C46 N5 -3.9(5) . . . . ?
C44 C43 C46 N5 -176.5(3) . . . . ?
N5 C47 C48 N8 -69.3(3) . . . . ?
N1 C49 C50 N6 -61.1(3) . . . . ?
N6 C51 C52 C53 -167.7(2) . . . . ?
N6 C51 C52 C57 15.3(4) . . . . ?
C57 C52 C53 C54 -0.4(4) . . . . ?
C51 C52 C53 C54 -177.5(2) . . . . ?
C52 C53 C54 C55 1.6(4) . . . . ?
C53 C54 C55 C56 -1.6(3) . . . . ?
C53 C54 C55 C58 178.3(2) . . . . ?
C54 C55 C56 C57 0.5(4) . . . . ?
C58 C55 C56 C57 -179.4(2) . . . . ?
C55 C56 C57 C52 0.7(4) . . . . ?
C53 C52 C57 C56 -0.7(4) . . . . ?
C51 C52 C57 C56 176.4(2) . . . . ?
C54 C55 C58 C59 -25.5(3) . . . . ?
C56 C55 C58 C59 154.3(2) . . . . ?
C54 C55 C58 C63 154.4(2) . . . . ?
C56 C55 C58 C63 -25.8(3) . . . . ?
C63 C58 C59 C60 -0.1(3) . . . . ?
C55 C58 C59 C60 179.9(2) . . . . ?
C58 C59 C60 C61 -0.4(4) . . . . ?
C59 C60 C61 C62 0.6(4) . . . . ?
C59 C60 C61 C64 179.6(2) . . . . ?
C60 C61 C62 C63 -0.4(4) . . . . ?
C64 C61 C62 C63 -179.4(2) . . . . ?
C61 C62 C63 C58 -0.1(4) . . . . ?
C59 C58 C63 C62 0.3(4) . . . . ?
C55 C58 C63 C62 -179.6(2) . . . . ?
C62 C61 C64 C65 -31.2(4) . . . . ?
C60 C61 C64 C65 149.8(3) . . . . ?
C62 C61 C64 C69 147.9(3) . . . . ?
C60 C61 C64 C69 -31.0(4) . . . . ?
C69 C64 C65 C66 0.3(4) . . . . ?
C61 C64 C65 C66 179.4(2) . . . . ?
C64 C65 C66 C67 0.2(4) . . . . ?
C65 C66 C67 C68 -0.7(4) . . . . ?
C65 C66 C67 C70 178.3(2) . . . . ?
C66 C67 C68 C69 0.6(4) . . . . ?
C70 C67 C68 C69 -178.3(3) . . . . ?
C67 C68 C69 C64 -0.2(5) . . . . ?
C65 C64 C69 C68 -0.3(4) . . . . ?
C61 C64 C69 C68 -179.5(3) . . . . ?
C66 C67 C70 N7 -175.0(3) . . . . ?
C68 C67 C70 N7 3.9(4) . . . . ?
N7 C71 C72 N8 -65.2(3) . . . . ?
C50 C49 N1 C1 -69.9(2) . . . . ?
C50 C49 N1 C25 166.91(18) . . . . ?
C2 C1 N1 C49 166.84(19) . . . . ?
C2 C1 N1 C25 -69.9(2) . . . . ?
C26 C25 N1 C49 -68.8(2) . . . . ?
C26 C25 N1 C1 168.66(19) . . . . ?
C4 C3 N2 C2 178.4(2) . . . . ?
C1 C2 N2 C3 121.7(2) . . . . ?
C19 C22 N3 C23 178.7(2) . . . . ?
C24 C23 N3 C22 124.4(2) . . . . ?
C28 C27 N4 C26 177.4(2) . . . . ?
C25 C26 N4 C27 126.8(2) . . . . ?
C43 C46 N5 C47 -178.9(2) . . . . ?
C48 C47 N5 C46 90.8(3) . . . . ?
C52 C51 N6 C50 -177.6(2) . . . . ?
C49 C50 N6 C51 131.6(2) . . . . ?
C67 C70 N7 C71 176.5(2) . . . . ?
C72 C71 N7 C70 128.7(2) . . . . ?
C47 C48 N8 C72 164.17(19) . . . . ?
C47 C48 N8 C24 -74.4(2) . . . . ?
C71 C72 N8 C48 -69.6(2) . . . . ?
C71 C72 N8 C24 169.31(19) . . . . ?
C23 C24 N8 C48 174.16(19) . . . . ?
C23 C24 N8 C72 -64.5(2) . . . . ?

_refine_diff_density_max         1.932
_refine_diff_density_min         -1.456
_refine_diff_density_rms         0.081



