# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_ab-kolba1_sq
_database_code_depnum_ccdc_archive 'CCDC 2177053'
loop_
_audit_author_name
_audit_author_address
'Katarzyna Slepokura'
;University of Wroclaw
Poland
;
_audit_update_record             
;
2022-06-14 deposited with the CCDC.	2022-07-12 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         'C35 H26 N2 O [+ solvent]'
_chemical_formula_sum            'C35 H26 N2 O [+ solvent]'
_chemical_formula_weight         490.58

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   14.077(2)
_cell_length_b                   20.144(3)
_cell_length_c                   10.359(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.94(2)
_cell_angle_gamma                90
_cell_volume                     2926.6(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    15790
_cell_measurement_theta_min      3.80
_cell_measurement_theta_max      72.29

_exptl_crystal_description       plate
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.113
_exptl_crystal_F_000             1032
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.521
_shelx_estimated_absorpt_T_min   0.748
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.47635
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.80a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'Rigaku, XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measurement_method       'omega scan'

_diffrn_reflns_number            26068
_diffrn_reflns_av_unetI/netI     0.0123
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.840
_diffrn_reflns_theta_max         72.981
_diffrn_reflns_theta_full        67.680
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2874
_reflns_number_gt                2649
_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       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    ?
_computing_publication_material  'PLATON (Spek, 2009)'
_refine_special_details          
;Disordered solvent molecule was not modelled and its electron density 
was taken into account using the SQUEEZE/PLATON procedure.,SQUEEZE
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0537P)²+2.9286P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.00040(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2874
_refine_ls_number_parameters     223
_refine_ls_number_restraints     21
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.1245
_refine_ls_wR_factor_gt          0.1221
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.083
_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
O23 O 0.5000 0.50445(6) 0.7500 0.0285(3) Uani 1 2 d S T P . .
N22 N 0.40219(9) 0.60650(5) 0.58524(12) 0.0274(3) Uani 1 1 d . . . . .
H22 H 0.450(2) 0.6032(15) 0.654(3) 0.027(8) Uiso 0.5 1 d . . P . .
C3 C 0.47022(11) 0.81795(7) 0.69546(15) 0.0339(3) Uani 1 1 d . . . . .
H3 H 0.4457 0.8563 0.6507 0.041 Uiso 1 1 calc R U . . .
C4 C 0.44945(11) 0.74883(7) 0.65730(15) 0.0335(3) Uani 1 1 d . . . . .
C5 C 0.38887(11) 0.72753(7) 0.55198(14) 0.0320(3) Uani 1 1 d . . . . .
H5 H 0.3612 0.7609 0.4959 0.038 Uiso 1 1 calc R U . . .
C6 C 0.36490(10) 0.66169(7) 0.52087(14) 0.0293(3) Uani 1 1 d . . . . .
C7 C 0.29298(11) 0.64010(8) 0.42383(14) 0.0339(3) Uani 1 1 d . . . . .
H7 H 0.2568 0.6677 0.3638 0.041 Uiso 1 1 calc R U . . .
C8 C 0.28573(11) 0.57304(8) 0.43293(14) 0.0335(3) Uani 1 1 d . . . . .
H8 H 0.2428 0.5453 0.3819 0.040 Uiso 1 1 calc R U . . .
C9 C 0.35529(10) 0.55209(7) 0.53453(13) 0.0280(3) Uani 1 1 d . . . . .
C10 C 0.37280(10) 0.48583(7) 0.57533(13) 0.0288(3) Uani 1 1 d . . . . .
C11 C 0.44115(10) 0.46339(7) 0.67023(13) 0.0283(3) Uani 1 1 d . . . . .
C12 C 0.46406(10) 0.39695(7) 0.70205(15) 0.0324(3) Uani 1 1 d . . . . .
H12 H 0.4343 0.3587 0.6630 0.039 Uiso 1 1 calc R U . . .
C21 C 0.5000 0.70932(11) 0.7500 0.0477(6) Uani 1 2 d S T P . .
H21 H 0.5000 0.6622 0.7500 0.057 Uiso 1 2 calc R U P . .
C30 C 0.30968(8) 0.43226(6) 0.51042(11) 0.0305(3) Uani 0.613(7) 1 d DG . P A 1
C31 C 0.31593(19) 0.41409(14) 0.38198(16) 0.0380(10) Uani 0.613(7) 1 d DG . P A
1
H31 H 0.3613 0.4350 0.3326 0.046 Uiso 0.613(7) 1 calc R U P A 1
C32 C 0.2559(2) 0.36536(17) 0.3259(2) 0.0422(9) Uani 0.613(7) 1 d DG . P A 1
H32 H 0.2601 0.3529 0.2381 0.051 Uiso 0.613(7) 1 calc R U P A 1
C33 C 0.18955(19) 0.33480(14) 0.3982(2) 0.0328(14) Uani 0.613(7) 1 d DG . P A 1
C34 C 0.1833(2) 0.35297(16) 0.5266(2) 0.0358(11) Uani 0.613(7) 1 d DG . P A 1
H34 H 0.1380 0.3321 0.5760 0.043 Uiso 0.613(7) 1 calc R U P A 1
C35 C 0.24335(18) 0.40170(14) 0.58272(15) 0.0349(9) Uani 0.613(7) 1 d DG . P A
1
H35 H 0.2391 0.4141 0.6705 0.042 Uiso 0.613(7) 1 calc R U P A 1
C36 C 0.1311(7) 0.2777(4) 0.3400(10) 0.058(3) Uani 0.613(7) 1 d D . P A 1
H36A H 0.0908 0.2600 0.4045 0.087 Uiso 0.613(7) 1 calc R U P A 1
H36B H 0.1737 0.2427 0.3136 0.087 Uiso 0.613(7) 1 calc R U P A 1
H36C H 0.0907 0.2934 0.2643 0.087 Uiso 0.613(7) 1 calc R U P A 1
C30X C 0.30968(8) 0.43226(6) 0.51042(11) 0.0305(3) Uani 0.387(7) 1 d D . P A 2
C31X C 0.3515(3) 0.38848(19) 0.4284(5) 0.0352(12) Uani 0.387(7) 1 d D . P A 2
H31X H 0.4168 0.3919 0.4124 0.042 Uiso 0.387(7) 1 calc R U P A 2
C32X C 0.2927(3) 0.3393(2) 0.3709(6) 0.0380(13) Uani 0.387(7) 1 d D . P A 2
H32X H 0.3166 0.3148 0.3024 0.046 Uiso 0.387(7) 1 calc R U P A 2
C33X C 0.2023(4) 0.3230(4) 0.4045(6) 0.0253(15) Uani 0.387(7) 1 d D . P A 2
C34X C 0.1699(4) 0.3655(3) 0.4968(8) 0.052(2) Uani 0.387(7) 1 d D . P A 2
H34X H 0.1068 0.3593 0.5204 0.063 Uiso 0.387(7) 1 calc R U P A 2
C35X C 0.2234(2) 0.4165(2) 0.5568(5) 0.0243(11) Uani 0.387(7) 1 d D U P A 2
H35X H 0.2012 0.4400 0.6279 0.029 Uiso 0.387(7) 1 calc R U P A 2
C36X C 0.1376(9) 0.2698(6) 0.3434(15) 0.039(3) Uani 0.387(7) 1 d D . P A 2
H36D H 0.1657 0.2261 0.3631 0.058 Uiso 0.387(7) 1 calc R U P A 2
H36E H 0.1301 0.2763 0.2493 0.058 Uiso 0.387(7) 1 calc R U P A 2
H36F H 0.0752 0.2726 0.3781 0.058 Uiso 0.387(7) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O23 C11 1.3911(16) . ?
O23 C11 1.3911(16) 2_656 ?
N22 C9 1.3614(18) . ?
N22 C6 1.3769(18) . ?
N22 H22 0.94(3) . ?
C3 C3 1.348(3) 2_656 ?
C3 C4 1.470(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.393(2) . ?
C4 C21 1.3943(19) . ?
C5 C6 1.399(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.432(2) . ?
C7 C8 1.359(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.438(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.4152(19) . ?
C10 C11 1.391(2) . ?
C10 C30X 1.5177(17) . ?
C10 C30 1.5177(17) . ?
C11 C12 1.4092(19) . ?
C12 C12 1.356(3) 2_656 ?
C12 H12 0.9500 . ?
C21 C4 1.3944(19) 2_656 ?
C21 H21 0.9500 . ?
C30 C31 1.3900 . ?
C30 C35 1.3900 . ?
C31 C32 1.3900 . ?
C31 H31 0.9500 . ?
C32 C33 1.3900 . ?
C32 H32 0.9500 . ?
C33 C34 1.3900 . ?
C33 C36 1.509(3) . ?
C34 C35 1.3900 . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C30X C35X 1.3814(19) . ?
C30X C31X 1.3907(19) . ?
C31X C32X 1.391(2) . ?
C31X H31X 0.9500 . ?
C32X C33X 1.388(2) . ?
C32X H32X 0.9500 . ?
C33X C34X 1.389(2) . ?
C33X C36X 1.509(3) . ?
C34X C35X 1.389(2) . ?
C34X H34X 0.9500 . ?
C35X H35X 0.9500 . ?
C36X H36D 0.9800 . ?
C36X H36E 0.9800 . ?
C36X H36F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 O23 C11 107.05(15) . 2_656 ?
C9 N22 C6 108.14(12) . . ?
C9 N22 H22 121.9(19) . . ?
C6 N22 H22 130.0(19) . . ?
C3 C3 C4 108.69(9) 2_656 . ?
C3 C3 H3 125.7 2_656 . ?
C4 C3 H3 125.7 . . ?
C5 C4 C21 127.24(14) . . ?
C5 C4 C3 126.61(14) . . ?
C21 C4 C3 106.11(14) . . ?
C4 C5 C6 126.26(13) . . ?
C4 C5 H5 116.9 . . ?
C6 C5 H5 116.9 . . ?
N22 C6 C5 125.41(13) . . ?
N22 C6 C7 108.17(12) . . ?
C5 C6 C7 126.28(13) . . ?
C8 C7 C6 107.83(13) . . ?
C8 C7 H7 126.1 . . ?
C6 C7 H7 126.1 . . ?
C7 C8 C9 106.99(13) . . ?
C7 C8 H8 126.5 . . ?
C9 C8 H8 126.5 . . ?
N22 C9 C10 125.31(13) . . ?
N22 C9 C8 108.85(12) . . ?
C10 C9 C8 125.84(13) . . ?
C11 C10 C9 127.58(13) . . ?
C11 C10 C30X 115.16(12) . . ?
C9 C10 C30X 117.26(12) . . ?
C11 C10 C30 115.16(12) . . ?
C9 C10 C30 117.26(12) . . ?
C10 C11 O23 124.55(12) . . ?
C10 C11 C12 127.20(13) . . ?
O23 C11 C12 108.25(12) . . ?
C12 C12 C11 108.22(9) 2_656 . ?
C12 C12 H12 125.9 2_656 . ?
C11 C12 H12 125.9 . . ?
C4 C21 C4 110.40(19) . 2_656 ?
C4 C21 H21 124.8 . . ?
C4 C21 H21 124.8 2_656 . ?
C31 C30 C35 120.0 . . ?
C31 C30 C10 121.90(10) . . ?
C35 C30 C10 118.10(10) . . ?
C32 C31 C30 120.0 . . ?
C32 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
C31 C32 C33 120.0 . . ?
C31 C32 H32 120.0 . . ?
C33 C32 H32 120.0 . . ?
C34 C33 C32 120.0 . . ?
C34 C33 C36 120.3(4) . . ?
C32 C33 C36 119.4(4) . . ?
C33 C34 C35 120.0 . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
C34 C35 C30 120.0 . . ?
C34 C35 H35 120.0 . . ?
C30 C35 H35 120.0 . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35X C30X C31X 119.9(3) . . ?
C35X C30X C10 120.5(2) . . ?
C31X C30X C10 117.33(17) . . ?
C30X C31X C32X 116.4(3) . . ?
C30X C31X H31X 121.8 . . ?
C32X C31X H31X 121.8 . . ?
C33X C32X C31X 125.9(3) . . ?
C33X C32X H32X 117.0 . . ?
C31X C32X H32X 117.0 . . ?
C32X C33X C34X 112.9(4) . . ?
C32X C33X C36X 126.6(7) . . ?
C34X C33X C36X 120.3(7) . . ?
C33X C34X C35X 124.6(4) . . ?
C33X C34X H34X 117.7 . . ?
C35X C34X H34X 117.7 . . ?
C30X C35X C34X 118.2(3) . . ?
C30X C35X H35X 120.9 . . ?
C34X C35X H35X 120.9 . . ?
C33X C36X H36D 109.5 . . ?
C33X C36X H36E 109.5 . . ?
H36D C36X H36E 109.5 . . ?
C33X C36X H36F 109.5 . . ?
H36D C36X H36F 109.5 . . ?
H36E C36X H36F 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
C3 C3 C4 C5 178.13(17) 2_656 . . . ?
C3 C3 C4 C21 0.0(2) 2_656 . . . ?
C21 C4 C5 C6 1.9(3) . . . . ?
C3 C4 C5 C6 -175.78(15) . . . . ?
C9 N22 C6 C5 174.47(14) . . . . ?
C9 N22 C6 C7 -1.33(16) . . . . ?
C4 C5 C6 N22 -4.3(2) . . . . ?
C4 C5 C6 C7 170.74(15) . . . . ?
N22 C6 C7 C8 1.70(17) . . . . ?
C5 C6 C7 C8 -174.06(14) . . . . ?
C6 C7 C8 C9 -1.36(17) . . . . ?
C6 N22 C9 C10 -179.73(13) . . . . ?
C6 N22 C9 C8 0.49(16) . . . . ?
C7 C8 C9 N22 0.57(17) . . . . ?
C7 C8 C9 C10 -179.20(14) . . . . ?
N22 C9 C10 C11 -1.8(2) . . . . ?
C8 C9 C10 C11 177.89(14) . . . . ?
N22 C9 C10 C30X 177.33(12) . . . . ?
C8 C9 C10 C30X -2.9(2) . . . . ?
N22 C9 C10 C30 177.33(12) . . . . ?
C8 C9 C10 C30 -2.9(2) . . . . ?
C9 C10 C11 O23 5.6(2) . . . . ?
C30X C10 C11 O23 -173.55(10) . . . . ?
C30 C10 C11 O23 -173.55(10) . . . . ?
C9 C10 C11 C12 -173.63(14) . . . . ?
C30X C10 C11 C12 7.2(2) . . . . ?
C30 C10 C11 C12 7.2(2) . . . . ?
C11 O23 C11 C10 -179.14(16) 2_656 . . . ?
C11 O23 C11 C12 0.25(7) 2_656 . . . ?
C10 C11 C12 C12 178.69(16) . . . 2_656 ?
O23 C11 C12 C12 -0.7(2) . . . 2_656 ?
C5 C4 C21 C4 -178.09(19) . . . 2_656 ?
C3 C4 C21 C4 -0.02(7) . . . 2_656 ?
C11 C10 C30 C31 -110.5(2) . . . . ?
C9 C10 C30 C31 70.2(2) . . . . ?
C11 C10 C30 C35 70.3(2) . . . . ?
C9 C10 C30 C35 -109.0(2) . . . . ?
C35 C30 C31 C32 0.0 . . . . ?
C10 C30 C31 C32 -179.17(16) . . . . ?
C30 C31 C32 C33 0.0 . . . . ?
C31 C32 C33 C34 0.0 . . . . ?
C31 C32 C33 C36 -174.5(6) . . . . ?
C32 C33 C34 C35 0.0 . . . . ?
C36 C33 C34 C35 174.4(6) . . . . ?
C33 C34 C35 C30 0.0 . . . . ?
C31 C30 C35 C34 0.0 . . . . ?
C10 C30 C35 C34 179.20(15) . . . . ?
C11 C10 C30X C35X 92.9(3) . . . . ?
C9 C10 C30X C35X -86.4(3) . . . . ?
C11 C10 C30X C31X -70.2(3) . . . . ?
C9 C10 C30X C31X 110.6(3) . . . . ?
C35X C30X C31X C32X 16.2(5) . . . . ?
C10 C30X C31X C32X 179.4(3) . . . . ?
C30X C31X C32X C33X -11.9(8) . . . . ?
C31X C32X C33X C34X 5.7(10) . . . . ?
C31X C32X C33X C36X -179.9(10) . . . . ?
C32X C33X C34X C35X -4.1(11) . . . . ?
C36X C33X C34X C35X -178.9(10) . . . . ?
C31X C30X C35X C34X -15.2(6) . . . . ?
C10 C30X C35X C34X -177.7(5) . . . . ?
C33X C34X C35X C30X 9.1(10) . . . . ?

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
N22 H22 O23 0.94(3) 2.31(3) 2.9378(15) 124(2) .
C21 H21 N22 0.95 2.38 2.949(2) 118.1 .
C31 H31 O23 0.95 2.51 3.4476(14) 167.3 5_666

_refine_diff_density_max         0.366
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.039



####################################################################### 
# 
# 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_apab1ab
_database_code_depnum_ccdc_archive 'CCDC 2177054'
loop_
_audit_author_name
_audit_author_address
'Katarzyna Slepokura'
;University of Wroclaw
Poland
;
_audit_update_record             
;
2022-06-14 deposited with the CCDC.	2022-07-12 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         'C39 H36 N2 O, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C39.50 H37 Cl N2 O'
_chemical_formula_weight         591.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   17.670(4)
_cell_length_b                   15.120(3)
_cell_length_c                   23.890(6)
_cell_angle_alpha                90
_cell_angle_beta                 98.85(2)
_cell_angle_gamma                90
_cell_volume                     6307(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2175
_cell_measurement_theta_min      4.1030
_cell_measurement_theta_max      66.6480

_exptl_crystal_description       plate
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_F_000             2504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    1.328
_shelx_estimated_absorpt_T_min   0.716
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.788
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'Agilent Technologies Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'omega scan'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Ruby
_diffrn_detector_area_resol_mean 10.3456

_diffrn_reflns_number            29556
_diffrn_reflns_av_unetI/netI     0.1140
_diffrn_reflns_av_R_equivalents  0.0975
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.471
_diffrn_reflns_theta_max         64.999
_diffrn_reflns_theta_full        64.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             10610
_reflns_number_gt                6033
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0350P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10610
_refine_ls_number_parameters     796
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1303
_refine_ls_R_factor_gt           0.0631
_refine_ls_wR_factor_ref         0.1337
_refine_ls_wR_factor_gt          0.1162
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_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
O23A O 0.60315(12) 0.77368(14) 0.60465(11) 0.0267(5) Uani 1 1 d . . . . .
N22A N 0.44868(15) 0.73194(18) 0.63326(13) 0.0283(7) Uani 1 1 d . . . . .
H22A H 0.4810 0.7011 0.6164 0.034 Uiso 0.5 1 calc R U P . .
N24A N 0.61536(15) 0.58995(18) 0.57288(14) 0.0293(7) Uani 1 1 d . . . . .
H24A H 0.5797 0.6224 0.5848 0.035 Uiso 0.5 1 calc R U P . .
C1A C 0.47721(19) 0.4665(2) 0.57989(17) 0.0320(8) Uani 1 1 d . . . . .
C2A C 0.4118(2) 0.4016(2) 0.58034(18) 0.0342(9) Uani 1 1 d . . . . .
H2AA H 0.4280 0.3511 0.6057 0.041 Uiso 1 1 calc R U . . .
H2AB H 0.3937 0.3788 0.5418 0.041 Uiso 1 1 calc R U . . .
C3A C 0.3486(2) 0.4556(2) 0.60239(18) 0.0364(9) Uani 1 1 d . . . . .
H3AA H 0.3022 0.4591 0.5734 0.044 Uiso 1 1 calc R U . . .
H3AB H 0.3347 0.4287 0.6372 0.044 Uiso 1 1 calc R U . . .
C4A C 0.38342(19) 0.5468(2) 0.61482(17) 0.0321(8) Uani 1 1 d . . . . .
C5A C 0.34993(19) 0.6178(2) 0.63856(17) 0.0320(8) Uani 1 1 d . . . . .
H5A H 0.3009 0.6080 0.6491 0.038 Uiso 1 1 calc R U . . .
C6A C 0.38132(18) 0.7022(2) 0.64851(17) 0.0310(8) Uani 1 1 d . . . . .
C7A C 0.3467(2) 0.7724(2) 0.67684(18) 0.0354(9) Uani 1 1 d . . . . .
H7A H 0.3003 0.7686 0.6922 0.043 Uiso 1 1 calc R U . . .
C8A C 0.39192(19) 0.8440(2) 0.67756(18) 0.0350(9) Uani 1 1 d . . . . .
H8A H 0.3837 0.9002 0.6934 0.042 Uiso 1 1 calc R U . . .
C9A C 0.45587(18) 0.8187(2) 0.64925(16) 0.0285(8) Uani 1 1 d . . . . .
C10A C 0.51336(18) 0.8776(2) 0.63848(16) 0.0280(8) Uani 1 1 d . . . . .
C11A C 0.58097(18) 0.8584(2) 0.61710(16) 0.0272(8) Uani 1 1 d . . . . .
C12A C 0.63871(19) 0.9175(2) 0.60647(18) 0.0337(9) Uani 1 1 d . . . . .
H12A H 0.6377 0.9800 0.6105 0.040 Uiso 1 1 calc R U . . .
C13A C 0.69637(19) 0.8694(2) 0.58945(18) 0.0332(9) Uani 1 1 d . . . . .
H13A H 0.7429 0.8925 0.5802 0.040 Uiso 1 1 calc R U . . .
C14A C 0.67523(18) 0.7803(2) 0.58801(16) 0.0281(8) Uani 1 1 d . . . . .
C15A C 0.71312(18) 0.7072(2) 0.57080(16) 0.0280(8) Uani 1 1 d . . . . .
C16A C 0.68684(18) 0.6203(2) 0.56439(16) 0.0269(8) Uani 1 1 d . . . . .
C17A C 0.72657(19) 0.5463(2) 0.54545(16) 0.0300(8) Uani 1 1 d . . . . .
H17A H 0.7772 0.5468 0.5366 0.036 Uiso 1 1 calc R U . . .
C18A C 0.67897(19) 0.4749(2) 0.54231(17) 0.0328(8) Uani 1 1 d . . . . .
H18A H 0.6907 0.4172 0.5304 0.039 Uiso 1 1 calc R U . . .
C19A C 0.6087(2) 0.5012(2) 0.55977(18) 0.0324(8) Uani 1 1 d . . . . .
C20A C 0.54633(19) 0.4452(2) 0.56284(17) 0.0332(8) Uani 1 1 d . . . . .
H20A H 0.5522 0.3854 0.5519 0.040 Uiso 1 1 calc R U . . .
C21A C 0.4559(2) 0.5471(2) 0.59951(18) 0.0348(9) Uani 1 1 d . . . . .
H21A H 0.4878 0.5979 0.6023 0.042 Uiso 1 1 calc R U . . .
C30A C 0.50264(18) 0.9731(2) 0.65370(16) 0.0279(8) Uani 1 1 d . . . . .
C31A C 0.54250(18) 1.0082(2) 0.70385(17) 0.0303(8) Uani 1 1 d . . . . .
C32A C 0.52759(19) 1.0945(2) 0.71960(17) 0.0311(8) Uani 1 1 d . . . . .
H32A H 0.5559 1.1188 0.7531 0.037 Uiso 1 1 calc R U . . .
C33A C 0.4714(2) 1.1461(2) 0.68665(17) 0.0325(8) Uani 1 1 d . . . . .
C34A C 0.43324(19) 1.1105(2) 0.63708(17) 0.0303(8) Uani 1 1 d . . . . .
H34A H 0.3953 1.1451 0.6145 0.036 Uiso 1 1 calc R U . . .
C35A C 0.44847(18) 1.0247(2) 0.61878(17) 0.0302(8) Uani 1 1 d . . . . .
C36A C 0.6011(2) 0.9553(2) 0.74263(18) 0.0413(9) Uani 1 1 d . . . . .
H36A H 0.5749 0.9109 0.7627 0.062 Uiso 1 1 calc R U . . .
H36B H 0.6307 0.9949 0.7702 0.062 Uiso 1 1 calc R U . . .
H36C H 0.6356 0.9256 0.7202 0.062 Uiso 1 1 calc R U . . .
C37A C 0.4554(2) 1.2374(2) 0.70594(19) 0.0393(9) Uani 1 1 d . . . . .
H37A H 0.4959 1.2776 0.6980 0.059 Uiso 1 1 calc R U . . .
H37B H 0.4536 1.2368 0.7467 0.059 Uiso 1 1 calc R U . . .
H37C H 0.4060 1.2577 0.6857 0.059 Uiso 1 1 calc R U . . .
C38A C 0.4066(2) 0.9905(2) 0.56312(17) 0.0360(9) Uani 1 1 d . . . . .
H38A H 0.4433 0.9802 0.5370 0.054 Uiso 1 1 calc R U . . .
H38B H 0.3686 1.0343 0.5467 0.054 Uiso 1 1 calc R U . . .
H38C H 0.3807 0.9350 0.5695 0.054 Uiso 1 1 calc R U . . .
C40A C 0.79277(18) 0.7217(2) 0.55666(17) 0.0285(8) Uani 1 1 d . . . . .
C41A C 0.80248(19) 0.7430(2) 0.50082(17) 0.0300(8) Uani 1 1 d . . . . .
C42A C 0.87567(19) 0.7433(2) 0.48675(18) 0.0327(8) Uani 1 1 d . . . . .
H42A H 0.8823 0.7572 0.4490 0.039 Uiso 1 1 calc R U . . .
C43A C 0.93947(19) 0.7238(2) 0.52636(18) 0.0333(9) Uani 1 1 d . . . . .
C44A C 0.92874(19) 0.7064(2) 0.58168(17) 0.0335(8) Uani 1 1 d . . . . .
H44A H 0.9723 0.6949 0.6094 0.040 Uiso 1 1 calc R U . . .
C45A C 0.85652(19) 0.7052(2) 0.59786(17) 0.0316(8) Uani 1 1 d . . . . .
C46A C 0.7359(2) 0.7661(3) 0.45591(18) 0.0384(9) Uani 1 1 d . . . . .
H46C H 0.6886 0.7667 0.4726 0.058 Uiso 1 1 calc R U . . .
H46B H 0.7316 0.7220 0.4255 0.058 Uiso 1 1 calc R U . . .
H46A H 0.7442 0.8247 0.4404 0.058 Uiso 1 1 calc R U . . .
C47A C 1.0177(2) 0.7197(3) 0.50898(19) 0.0418(10) Uani 1 1 d . . . . .
H47A H 1.0569 0.7242 0.5427 0.063 Uiso 1 1 calc R U . . .
H47B H 1.0236 0.7688 0.4832 0.063 Uiso 1 1 calc R U . . .
H47C H 1.0236 0.6634 0.4898 0.063 Uiso 1 1 calc R U . . .
C48A C 0.8479(2) 0.6852(3) 0.65849(18) 0.0441(10) Uani 1 1 d . . . . .
H48A H 0.8240 0.7357 0.6746 0.066 Uiso 1 1 calc R U . . .
H48B H 0.8984 0.6741 0.6806 0.066 Uiso 1 1 calc R U . . .
H48C H 0.8156 0.6327 0.6596 0.066 Uiso 1 1 calc R U . . .
O23B O 0.03750(11) 0.72312(14) 0.36715(10) 0.0255(5) Uani 1 1 d . . . . .
N22B N -0.12505(15) 0.75105(19) 0.32741(14) 0.0305(7) Uani 1 1 d . . . . .
H22B H -0.0879 0.7841 0.3451 0.037 Uiso 0.5 1 calc R U P . .
N24B N 0.04825(15) 0.90754(17) 0.40860(14) 0.0272(7) Uani 1 1 d . . . . .
H24B H 0.0103 0.8740 0.3926 0.033 Uiso 0.5 1 calc R U P . .
C1B C -0.0978(2) 1.0170(2) 0.39892(17) 0.0319(8) Uani 1 1 d . . . . .
C2B C -0.1701(2) 1.0716(2) 0.39664(18) 0.0368(9) Uani 1 1 d . . . . .
H2BA H -0.1627 1.1317 0.3820 0.044 Uiso 1 1 calc R U . . .
H2BB H -0.1854 1.0765 0.4347 0.044 Uiso 1 1 calc R U . . .
C3B C -0.2306(2) 1.0204(2) 0.35594(19) 0.0406(10) Uani 1 1 d . . . . .
H3BA H -0.2772 1.0103 0.3733 0.049 Uiso 1 1 calc R U . . .
H3BB H -0.2449 1.0534 0.3201 0.049 Uiso 1 1 calc R U . . .
C4B C -0.1928(2) 0.9335(2) 0.34543(18) 0.0367(9) Uani 1 1 d . . . . .
C5B C -0.22936(19) 0.8622(2) 0.31613(18) 0.0348(9) Uani 1 1 d . . . . .
H5B H -0.2813 0.8711 0.2998 0.042 Uiso 1 1 calc R U . . .
C6B C -0.19847(19) 0.7788(2) 0.30800(17) 0.0320(8) Uani 1 1 d . . . . .
C7B C -0.2394(2) 0.7057(2) 0.28117(18) 0.0376(9) Uani 1 1 d . . . . .
H7B H -0.2913 0.7065 0.2634 0.045 Uiso 1 1 calc R U . . .
C8B C -0.19232(19) 0.6346(2) 0.28504(18) 0.0355(9) Uani 1 1 d . . . . .
H8B H -0.2052 0.5769 0.2709 0.043 Uiso 1 1 calc R U . . .
C9B C -0.11942(19) 0.6625(2) 0.31454(17) 0.0300(8) Uani 1 1 d . . . . .
C10B C -0.05477(18) 0.6092(2) 0.32901(16) 0.0285(8) Uani 1 1 d . . . . .
C11B C 0.01892(19) 0.6355(2) 0.35339(16) 0.0276(8) Uani 1 1 d . . . . .
C12B C 0.08540(19) 0.5845(2) 0.36480(17) 0.0316(8) Uani 1 1 d . . . . .
H12B H 0.0887 0.5224 0.3600 0.038 Uiso 1 1 calc R U . . .
C13B C 0.14493(18) 0.6401(2) 0.38412(17) 0.0294(8) Uani 1 1 d . . . . .
H13B H 0.1971 0.6232 0.3940 0.035 Uiso 1 1 calc R U . . .
C14B C 0.11605(17) 0.7256(2) 0.38689(15) 0.0244(7) Uani 1 1 d . . . . .
C15B C 0.15505(18) 0.8022(2) 0.40750(16) 0.0264(8) Uani 1 1 d . . . . .
C16B C 0.12450(18) 0.8847(2) 0.41864(16) 0.0260(7) Uani 1 1 d . . . . .
C17B C 0.16770(19) 0.9586(2) 0.44515(17) 0.0305(8) Uani 1 1 d . . . . .
H17B H 0.2217 0.9610 0.4561 0.037 Uiso 1 1 calc R U . . .
C18B C 0.11743(19) 1.0237(2) 0.45153(17) 0.0331(8) Uani 1 1 d . . . . .
H18B H 0.1295 1.0798 0.4684 0.040 Uiso 1 1 calc R U . . .
C19B C 0.0421(2) 0.9925(2) 0.42809(16) 0.0302(8) Uani 1 1 d . . . . .
C20B C -0.0254(2) 1.0420(2) 0.42509(17) 0.0323(8) Uani 1 1 d . . . . .
H20B H -0.0212 1.0984 0.4428 0.039 Uiso 1 1 calc R U . . .
C21B C -0.11625(19) 0.9382(2) 0.37076(18) 0.0336(9) Uani 1 1 d . . . . .
H21B H -0.0804 0.8919 0.3688 0.040 Uiso 1 1 calc R U . . .
C30B C -0.06630(17) 0.5119(2) 0.31647(16) 0.0287(8) Uani 1 1 d . . . . .
C31B C -0.0465(2) 0.4749(3) 0.26734(18) 0.0365(9) Uani 1 1 d . . . . .
C32B C -0.0597(2) 0.3845(3) 0.25659(18) 0.0365(9) Uani 1 1 d . . . . .
H32B H -0.0445 0.3589 0.2238 0.044 Uiso 1 1 calc R U . . .
C33B C -0.09435(19) 0.3317(2) 0.29263(17) 0.0316(8) Uani 1 1 d . . . . .
C34B C -0.11520(19) 0.3700(2) 0.34048(17) 0.0331(8) Uani 1 1 d . . . . .
H34B H -0.1401 0.3345 0.3650 0.040 Uiso 1 1 calc R U . . .
C35B C -0.10110(18) 0.4590(2) 0.35429(17) 0.0298(8) Uani 1 1 d . . . . .
C36B C -0.0115(3) 0.5303(3) 0.2257(2) 0.0510(11) Uani 1 1 d . . . . .
H36D H -0.0413 0.5847 0.2177 0.077 Uiso 1 1 calc R U . . .
H36E H -0.0117 0.4970 0.1905 0.077 Uiso 1 1 calc R U . . .
H36F H 0.0413 0.5453 0.2418 0.077 Uiso 1 1 calc R U . . .
C37B C -0.1073(2) 0.2344(2) 0.2808(2) 0.0415(10) Uani 1 1 d . . . . .
H37D H -0.0795 0.1999 0.3121 0.062 Uiso 1 1 calc R U . . .
H37E H -0.0885 0.2189 0.2455 0.062 Uiso 1 1 calc R U . . .
H37F H -0.1621 0.2213 0.2770 0.062 Uiso 1 1 calc R U . . .
C38B C -0.1218(2) 0.4968(2) 0.40865(19) 0.0437(10) Uani 1 1 d . . . . .
H38D H -0.0760 0.5220 0.4314 0.066 Uiso 1 1 calc R U . . .
H38E H -0.1424 0.4497 0.4302 0.066 Uiso 1 1 calc R U . . .
H38F H -0.1605 0.5432 0.3996 0.066 Uiso 1 1 calc R U . . .
C40B C 0.24059(17) 0.7938(2) 0.42403(16) 0.0247(7) Uani 1 1 d . . . . .
C41B C 0.27187(18) 0.7628(2) 0.47792(16) 0.0269(8) Uani 1 1 d . . . . .
C42B C 0.35107(18) 0.7630(2) 0.49441(16) 0.0283(8) Uani 1 1 d . . . . .
H42B H 0.3719 0.7418 0.5310 0.034 Uiso 1 1 calc R U . . .
C43B C 0.40052(18) 0.7938(2) 0.45813(17) 0.0282(8) Uani 1 1 d . . . . .
C44B C 0.36840(18) 0.8238(2) 0.40490(17) 0.0289(8) Uani 1 1 d . . . . .
H44B H 0.4012 0.8445 0.3798 0.035 Uiso 1 1 calc R U . . .
C45B C 0.28993(18) 0.8247(2) 0.38721(16) 0.0266(7) Uani 1 1 d . . . . .
C46B C 0.22143(19) 0.7288(2) 0.51873(17) 0.0337(8) Uani 1 1 d . . . . .
H46D H 0.1814 0.7724 0.5223 0.051 Uiso 1 1 calc R U . . .
H46E H 0.2524 0.7190 0.5559 0.051 Uiso 1 1 calc R U . . .
H46F H 0.1977 0.6730 0.5045 0.051 Uiso 1 1 calc R U . . .
C47B C 0.48565(18) 0.7948(2) 0.47800(18) 0.0352(9) Uani 1 1 d . . . . .
H47D H 0.5122 0.7712 0.4481 0.053 Uiso 1 1 calc R U . . .
H47F H 0.4976 0.7583 0.5121 0.053 Uiso 1 1 calc R U . . .
H47E H 0.5025 0.8557 0.4867 0.053 Uiso 1 1 calc R U . . .
C48B C 0.2583(2) 0.8605(3) 0.32920(17) 0.0369(9) Uani 1 1 d . . . . .
H48D H 0.2223 0.8177 0.3091 0.055 Uiso 1 1 calc R U . . .
H48E H 0.3004 0.8706 0.3076 0.055 Uiso 1 1 calc R U . . .
H48F H 0.2316 0.9165 0.3333 0.055 Uiso 1 1 calc R U . . .
Cl1 Cl 0.38272(6) 1.03412(7) 0.78403(5) 0.0491(3) Uani 1 1 d . . . . .
Cl2 Cl 0.30452(8) 0.87245(8) 0.80838(6) 0.0673(4) Uani 1 1 d . . . . .
C1 C 0.2976(2) 0.9894(3) 0.8036(2) 0.0501(11) Uani 1 1 d . . . . .
H1A H 0.2894 1.0141 0.8405 0.060 Uiso 1 1 calc R U . . .
H1B H 0.2532 1.0060 0.7750 0.060 Uiso 1 1 calc R U . . .


_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
O23A C11A 1.386(4) . ?
O23A C14A 1.395(4) . ?
N22A C9A 1.366(5) . ?
N22A C6A 1.373(4) . ?
N22A H22A 0.8800 . ?
N24A C19A 1.379(5) . ?
N24A C16A 1.388(4) . ?
N24A H24A 0.8800 . ?
C1A C21A 1.379(5) . ?
C1A C20A 1.384(5) . ?
C1A C2A 1.517(5) . ?
C2A C3A 1.540(5) . ?
C2A H2AA 0.9900 . ?
C2A H2AB 0.9900 . ?
C3A C4A 1.520(5) . ?
C3A H3AA 0.9900 . ?
C3A H3AB 0.9900 . ?
C4A C21A 1.384(5) . ?
C4A C5A 1.388(5) . ?
C5A C6A 1.397(5) . ?
C5A H5A 0.9500 . ?
C6A C7A 1.445(5) . ?
C7A C8A 1.344(5) . ?
C7A H7A 0.9500 . ?
C8A C9A 1.455(5) . ?
C8A H8A 0.9500 . ?
C9A C10A 1.405(5) . ?
C10A C11A 1.400(5) . ?
C10A C30A 1.508(5) . ?
C11A C12A 1.408(5) . ?
C12A C13A 1.364(5) . ?
C12A H12A 0.9500 . ?
C13A C14A 1.398(5) . ?
C13A H13A 0.9500 . ?
C14A C15A 1.386(5) . ?
C15A C16A 1.395(5) . ?
C15A C40A 1.513(4) . ?
C16A C17A 1.431(5) . ?
C17A C18A 1.363(5) . ?
C17A H17A 0.9500 . ?
C18A C19A 1.425(5) . ?
C18A H18A 0.9500 . ?
C19A C20A 1.402(5) . ?
C20A H20A 0.9500 . ?
C21A H21A 0.9500 . ?
C30A C31A 1.398(6) . ?
C30A C35A 1.405(5) . ?
C31A C32A 1.394(5) . ?
C31A C36A 1.508(5) . ?
C32A C33A 1.405(5) . ?
C32A H32A 0.9500 . ?
C33A C34A 1.379(6) . ?
C33A C37A 1.497(5) . ?
C34A C35A 1.408(5) . ?
C34A H34A 0.9500 . ?
C35A C38A 1.510(6) . ?
C36A H36A 0.9800 . ?
C36A H36B 0.9800 . ?
C36A H36C 0.9800 . ?
C37A H37A 0.9800 . ?
C37A H37B 0.9800 . ?
C37A H37C 0.9800 . ?
C38A H38A 0.9800 . ?
C38A H38B 0.9800 . ?
C38A H38C 0.9800 . ?
C40A C45A 1.400(5) . ?
C40A C41A 1.408(5) . ?
C41A C42A 1.385(5) . ?
C41A C46A 1.506(5) . ?
C42A C43A 1.388(6) . ?
C42A H42A 0.9500 . ?
C43A C44A 1.389(6) . ?
C43A C47A 1.505(5) . ?
C44A C45A 1.389(5) . ?
C44A H44A 0.9500 . ?
C45A C48A 1.510(5) . ?
C46A H46C 0.9800 . ?
C46A H46B 0.9800 . ?
C46A H46A 0.9800 . ?
C47A H47A 0.9800 . ?
C47A H47B 0.9800 . ?
C47A H47C 0.9800 . ?
C48A H48A 0.9800 . ?
C48A H48B 0.9800 . ?
C48A H48C 0.9800 . ?
O23B C11B 1.392(4) . ?
O23B C14B 1.396(4) . ?
N22B C6B 1.375(5) . ?
N22B C9B 1.381(5) . ?
N22B H22B 0.8800 . ?
N24B C16B 1.376(4) . ?
N24B C19B 1.376(5) . ?
N24B H24B 0.8800 . ?
C1B C21B 1.382(5) . ?
C1B C20B 1.388(5) . ?
C1B C2B 1.515(5) . ?
C2B C3B 1.538(6) . ?
C2B H2BA 0.9900 . ?
C2B H2BB 0.9900 . ?
C3B C4B 1.512(5) . ?
C3B H3BA 0.9900 . ?
C3B H3BB 0.9900 . ?
C4B C5B 1.390(6) . ?
C4B C21B 1.396(5) . ?
C5B C6B 1.399(5) . ?
C5B H5B 0.9500 . ?
C6B C7B 1.419(6) . ?
C7B C8B 1.354(5) . ?
C7B H7B 0.9500 . ?
C8B C9B 1.434(5) . ?
C8B H8B 0.9500 . ?
C9B C10B 1.397(5) . ?
C10B C11B 1.400(5) . ?
C10B C30B 1.508(5) . ?
C11B C12B 1.396(5) . ?
C12B C13B 1.369(5) . ?
C12B H12B 0.9500 . ?
C13B C14B 1.396(5) . ?
C13B H13B 0.9500 . ?
C14B C15B 1.399(5) . ?
C15B C16B 1.401(5) . ?
C15B C40B 1.508(5) . ?
C16B C17B 1.443(5) . ?
C17B C18B 1.350(5) . ?
C17B H17B 0.9500 . ?
C18B C19B 1.441(5) . ?
C18B H18B 0.9500 . ?
C19B C20B 1.401(5) . ?
C20B H20B 0.9500 . ?
C21B H21B 0.9500 . ?
C30B C31B 1.393(5) . ?
C30B C35B 1.416(5) . ?
C31B C32B 1.403(6) . ?
C31B C36B 1.505(5) . ?
C32B C33B 1.384(6) . ?
C32B H32B 0.9500 . ?
C33B C34B 1.381(6) . ?
C33B C37B 1.508(5) . ?
C34B C35B 1.399(5) . ?
C34B H34B 0.9500 . ?
C35B C38B 1.514(5) . ?
C36B H36D 0.9800 . ?
C36B H36E 0.9800 . ?
C36B H36F 0.9800 . ?
C37B H37D 0.9800 . ?
C37B H37E 0.9800 . ?
C37B H37F 0.9800 . ?
C38B H38D 0.9800 . ?
C38B H38E 0.9800 . ?
C38B H38F 0.9800 . ?
C40B C41B 1.401(5) . ?
C40B C45B 1.410(5) . ?
C41B C42B 1.394(5) . ?
C41B C46B 1.509(5) . ?
C42B C43B 1.402(5) . ?
C42B H42B 0.9500 . ?
C43B C44B 1.387(5) . ?
C43B C47B 1.506(5) . ?
C44B C45B 1.386(5) . ?
C44B H44B 0.9500 . ?
C45B C48B 1.513(5) . ?
C46B H46D 0.9800 . ?
C46B H46E 0.9800 . ?
C46B H46F 0.9800 . ?
C47B H47D 0.9800 . ?
C47B H47F 0.9800 . ?
C47B H47E 0.9800 . ?
C48B H48D 0.9800 . ?
C48B H48E 0.9800 . ?
C48B H48F 0.9800 . ?
Cl1 C1 1.776(4) . ?
Cl2 C1 1.775(4) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?

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
C11A O23A C14A 107.2(2) . . ?
C9A N22A C6A 106.7(3) . . ?
C9A N22A H22A 126.6 . . ?
C6A N22A H22A 126.6 . . ?
C19A N24A C16A 109.6(3) . . ?
C19A N24A H24A 125.2 . . ?
C16A N24A H24A 125.2 . . ?
C21A C1A C20A 127.3(3) . . ?
C21A C1A C2A 108.7(3) . . ?
C20A C1A C2A 124.0(3) . . ?
C1A C2A C3A 104.6(3) . . ?
C1A C2A H2AA 110.8 . . ?
C3A C2A H2AA 110.8 . . ?
C1A C2A H2AB 110.8 . . ?
C3A C2A H2AB 110.8 . . ?
H2AA C2A H2AB 108.9 . . ?
C4A C3A C2A 104.8(3) . . ?
C4A C3A H3AA 110.8 . . ?
C2A C3A H3AA 110.8 . . ?
C4A C3A H3AB 110.8 . . ?
C2A C3A H3AB 110.8 . . ?
H3AA C3A H3AB 108.9 . . ?
C21A C4A C5A 125.1(3) . . ?
C21A C4A C3A 108.3(3) . . ?
C5A C4A C3A 126.6(3) . . ?
C4A C5A C6A 126.3(3) . . ?
C4A C5A H5A 116.8 . . ?
C6A C5A H5A 116.8 . . ?
N22A C6A C5A 126.3(3) . . ?
N22A C6A C7A 109.3(3) . . ?
C5A C6A C7A 124.4(3) . . ?
C8A C7A C6A 107.8(3) . . ?
C8A C7A H7A 126.1 . . ?
C6A C7A H7A 126.1 . . ?
C7A C8A C9A 106.5(3) . . ?
C7A C8A H8A 126.8 . . ?
C9A C8A H8A 126.8 . . ?
N22A C9A C10A 126.6(3) . . ?
N22A C9A C8A 109.7(3) . . ?
C10A C9A C8A 123.6(3) . . ?
C11A C10A C9A 128.1(3) . . ?
C11A C10A C30A 115.6(3) . . ?
C9A C10A C30A 116.3(3) . . ?
O23A C11A C10A 123.7(3) . . ?
O23A C11A C12A 108.1(3) . . ?
C10A C11A C12A 128.1(3) . . ?
C13A C12A C11A 108.1(3) . . ?
C13A C12A H12A 125.9 . . ?
C11A C12A H12A 125.9 . . ?
C12A C13A C14A 108.2(3) . . ?
C12A C13A H13A 125.9 . . ?
C14A C13A H13A 125.9 . . ?
C15A C14A O23A 122.1(3) . . ?
C15A C14A C13A 129.5(3) . . ?
O23A C14A C13A 108.3(3) . . ?
C14A C15A C16A 128.0(3) . . ?
C14A C15A C40A 117.3(3) . . ?
C16A C15A C40A 114.7(3) . . ?
N24A C16A C15A 126.2(3) . . ?
N24A C16A C17A 106.8(3) . . ?
C15A C16A C17A 126.9(3) . . ?
C18A C17A C16A 107.9(3) . . ?
C18A C17A H17A 126.0 . . ?
C16A C17A H17A 126.0 . . ?
C17A C18A C19A 108.7(3) . . ?
C17A C18A H18A 125.6 . . ?
C19A C18A H18A 125.6 . . ?
N24A C19A C20A 128.1(3) . . ?
N24A C19A C18A 106.9(3) . . ?
C20A C19A C18A 125.0(3) . . ?
C1A C20A C19A 127.7(3) . . ?
C1A C20A H20A 116.2 . . ?
C19A C20A H20A 116.2 . . ?
C1A C21A C4A 113.6(3) . . ?
C1A C21A H21A 123.2 . . ?
C4A C21A H21A 123.2 . . ?
C31A C30A C35A 120.4(3) . . ?
C31A C30A C10A 120.3(3) . . ?
C35A C30A C10A 119.2(3) . . ?
C32A C31A C30A 119.7(4) . . ?
C32A C31A C36A 118.1(4) . . ?
C30A C31A C36A 122.2(3) . . ?
C31A C32A C33A 121.0(4) . . ?
C31A C32A H32A 119.5 . . ?
C33A C32A H32A 119.5 . . ?
C34A C33A C32A 118.3(3) . . ?
C34A C33A C37A 122.3(4) . . ?
C32A C33A C37A 119.4(4) . . ?
C33A C34A C35A 122.3(4) . . ?
C33A C34A H34A 118.8 . . ?
C35A C34A H34A 118.8 . . ?
C30A C35A C34A 118.2(4) . . ?
C30A C35A C38A 122.0(3) . . ?
C34A C35A C38A 119.8(3) . . ?
C31A C36A H36A 109.5 . . ?
C31A C36A H36B 109.5 . . ?
H36A C36A H36B 109.5 . . ?
C31A C36A H36C 109.5 . . ?
H36A C36A H36C 109.5 . . ?
H36B C36A H36C 109.5 . . ?
C33A C37A H37A 109.5 . . ?
C33A C37A H37B 109.5 . . ?
H37A C37A H37B 109.5 . . ?
C33A C37A H37C 109.5 . . ?
H37A C37A H37C 109.5 . . ?
H37B C37A H37C 109.5 . . ?
C35A C38A H38A 109.5 . . ?
C35A C38A H38B 109.5 . . ?
H38A C38A H38B 109.5 . . ?
C35A C38A H38C 109.5 . . ?
H38A C38A H38C 109.5 . . ?
H38B C38A H38C 109.5 . . ?
C45A C40A C41A 120.3(3) . . ?
C45A C40A C15A 119.5(3) . . ?
C41A C40A C15A 119.8(3) . . ?
C42A C41A C40A 119.0(3) . . ?
C42A C41A C46A 118.8(4) . . ?
C40A C41A C46A 122.2(3) . . ?
C41A C42A C43A 121.6(4) . . ?
C41A C42A H42A 119.2 . . ?
C43A C42A H42A 119.2 . . ?
C42A C43A C44A 118.3(3) . . ?
C42A C43A C47A 120.3(4) . . ?
C44A C43A C47A 121.4(4) . . ?
C43A C44A C45A 122.2(4) . . ?
C43A C44A H44A 118.9 . . ?
C45A C44A H44A 118.9 . . ?
C44A C45A C40A 118.4(4) . . ?
C44A C45A C48A 120.1(3) . . ?
C40A C45A C48A 121.4(3) . . ?
C41A C46A H46C 109.5 . . ?
C41A C46A H46B 109.5 . . ?
H46C C46A H46B 109.5 . . ?
C41A C46A H46A 109.5 . . ?
H46C C46A H46A 109.5 . . ?
H46B C46A H46A 109.5 . . ?
C43A C47A H47A 109.5 . . ?
C43A C47A H47B 109.5 . . ?
H47A C47A H47B 109.5 . . ?
C43A C47A H47C 109.5 . . ?
H47A C47A H47C 109.5 . . ?
H47B C47A H47C 109.5 . . ?
C45A C48A H48A 109.5 . . ?
C45A C48A H48B 109.5 . . ?
H48A C48A H48B 109.5 . . ?
C45A C48A H48C 109.5 . . ?
H48A C48A H48C 109.5 . . ?
H48B C48A H48C 109.5 . . ?
C11B O23B C14B 106.9(2) . . ?
C6B N22B C9B 108.5(3) . . ?
C6B N22B H22B 125.7 . . ?
C9B N22B H22B 125.7 . . ?
C16B N24B C19B 107.5(3) . . ?
C16B N24B H24B 126.2 . . ?
C19B N24B H24B 126.2 . . ?
C21B C1B C20B 125.9(3) . . ?
C21B C1B C2B 108.5(3) . . ?
C20B C1B C2B 125.6(3) . . ?
C1B C2B C3B 104.4(3) . . ?
C1B C2B H2BA 110.9 . . ?
C3B C2B H2BA 110.9 . . ?
C1B C2B H2BB 110.9 . . ?
C3B C2B H2BB 110.9 . . ?
H2BA C2B H2BB 108.9 . . ?
C4B C3B C2B 105.1(3) . . ?
C4B C3B H3BA 110.7 . . ?
C2B C3B H3BA 110.7 . . ?
C4B C3B H3BB 110.7 . . ?
C2B C3B H3BB 110.7 . . ?
H3BA C3B H3BB 108.8 . . ?
C5B C4B C21B 127.0(3) . . ?
C5B C4B C3B 125.1(3) . . ?
C21B C4B C3B 107.9(3) . . ?
C4B C5B C6B 127.4(3) . . ?
C4B C5B H5B 116.3 . . ?
C6B C5B H5B 116.3 . . ?
N22B C6B C5B 126.6(4) . . ?
N22B C6B C7B 107.6(3) . . ?
C5B C6B C7B 125.6(3) . . ?
C8B C7B C6B 108.9(3) . . ?
C8B C7B H7B 125.6 . . ?
C6B C7B H7B 125.6 . . ?
C7B C8B C9B 107.2(3) . . ?
C7B C8B H8B 126.4 . . ?
C9B C8B H8B 126.4 . . ?
N22B C9B C10B 126.0(3) . . ?
N22B C9B C8B 107.8(3) . . ?
C10B C9B C8B 126.2(3) . . ?
C9B C10B C11B 127.7(3) . . ?
C9B C10B C30B 115.7(3) . . ?
C11B C10B C30B 116.6(3) . . ?
O23B C11B C12B 108.6(3) . . ?
O23B C11B C10B 122.6(3) . . ?
C12B C11B C10B 128.7(3) . . ?
C13B C12B C11B 107.9(3) . . ?
C13B C12B H12B 126.1 . . ?
C11B C12B H12B 126.1 . . ?
C12B C13B C14B 108.4(3) . . ?
C12B C13B H13B 125.8 . . ?
C14B C13B H13B 125.8 . . ?
C13B C14B O23B 108.1(3) . . ?
C13B C14B C15B 128.4(3) . . ?
O23B C14B C15B 123.5(3) . . ?
C14B C15B C16B 128.4(3) . . ?
C14B C15B C40B 116.2(3) . . ?
C16B C15B C40B 115.2(3) . . ?
N24B C16B C15B 125.9(3) . . ?
N24B C16B C17B 108.7(3) . . ?
C15B C16B C17B 125.4(3) . . ?
C18B C17B C16B 107.5(3) . . ?
C18B C17B H17B 126.2 . . ?
C16B C17B H17B 126.2 . . ?
C17B C18B C19B 107.6(3) . . ?
C17B C18B H18B 126.2 . . ?
C19B C18B H18B 126.2 . . ?
N24B C19B C20B 126.3(3) . . ?
N24B C19B C18B 108.7(3) . . ?
C20B C19B C18B 125.0(3) . . ?
C1B C20B C19B 126.6(3) . . ?
C1B C20B H20B 116.7 . . ?
C19B C20B H20B 116.7 . . ?
C1B C21B C4B 113.2(3) . . ?
C1B C21B H21B 123.4 . . ?
C4B C21B H21B 123.4 . . ?
C31B C30B C35B 120.1(3) . . ?
C31B C30B C10B 121.0(3) . . ?
C35B C30B C10B 118.9(3) . . ?
C30B C31B C32B 119.3(4) . . ?
C30B C31B C36B 121.1(3) . . ?
C32B C31B C36B 119.7(4) . . ?
C33B C32B C31B 121.7(4) . . ?
C33B C32B H32B 119.2 . . ?
C31B C32B H32B 119.2 . . ?
C34B C33B C32B 118.2(3) . . ?
C34B C33B C37B 120.8(4) . . ?
C32B C33B C37B 121.0(4) . . ?
C33B C34B C35B 122.6(3) . . ?
C33B C34B H34B 118.7 . . ?
C35B C34B H34B 118.7 . . ?
C34B C35B C30B 118.2(3) . . ?
C34B C35B C38B 120.5(3) . . ?
C30B C35B C38B 121.3(3) . . ?
C31B C36B H36D 109.5 . . ?
C31B C36B H36E 109.5 . . ?
H36D C36B H36E 109.5 . . ?
C31B C36B H36F 109.5 . . ?
H36D C36B H36F 109.5 . . ?
H36E C36B H36F 109.5 . . ?
C33B C37B H37D 109.5 . . ?
C33B C37B H37E 109.5 . . ?
H37D C37B H37E 109.5 . . ?
C33B C37B H37F 109.5 . . ?
H37D C37B H37F 109.5 . . ?
H37E C37B H37F 109.5 . . ?
C35B C38B H38D 109.5 . . ?
C35B C38B H38E 109.5 . . ?
H38D C38B H38E 109.5 . . ?
C35B C38B H38F 109.5 . . ?
H38D C38B H38F 109.5 . . ?
H38E C38B H38F 109.5 . . ?
C41B C40B C45B 119.3(3) . . ?
C41B C40B C15B 120.5(3) . . ?
C45B C40B C15B 120.0(3) . . ?
C42B C41B C40B 119.7(3) . . ?
C42B C41B C46B 119.0(3) . . ?
C40B C41B C46B 121.3(3) . . ?
C41B C42B C43B 121.3(4) . . ?
C41B C42B H42B 119.3 . . ?
C43B C42B H42B 119.3 . . ?
C44B C43B C42B 118.0(3) . . ?
C44B C43B C47B 122.2(3) . . ?
C42B C43B C47B 119.7(4) . . ?
C45B C44B C43B 122.1(3) . . ?
C45B C44B H44B 118.9 . . ?
C43B C44B H44B 118.9 . . ?
C44B C45B C40B 119.5(3) . . ?
C44B C45B C48B 119.6(3) . . ?
C40B C45B C48B 120.9(3) . . ?
C41B C46B H46D 109.5 . . ?
C41B C46B H46E 109.5 . . ?
H46D C46B H46E 109.5 . . ?
C41B C46B H46F 109.5 . . ?
H46D C46B H46F 109.5 . . ?
H46E C46B H46F 109.5 . . ?
C43B C47B H47D 109.5 . . ?
C43B C47B H47F 109.5 . . ?
H47D C47B H47F 109.5 . . ?
C43B C47B H47E 109.5 . . ?
H47D C47B H47E 109.5 . . ?
H47F C47B H47E 109.5 . . ?
C45B C48B H48D 109.5 . . ?
C45B C48B H48E 109.5 . . ?
H48D C48B H48E 109.5 . . ?
C45B C48B H48F 109.5 . . ?
H48D C48B H48F 109.5 . . ?
H48E C48B H48F 109.5 . . ?
Cl2 C1 Cl1 110.1(2) . . ?
Cl2 C1 H1A 109.6 . . ?
Cl1 C1 H1A 109.6 . . ?
Cl2 C1 H1B 109.6 . . ?
Cl1 C1 H1B 109.6 . . ?
H1A C1 H1B 108.2 . . ?

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
C21A C1A C2A C3A 0.6(5) . . . . ?
C20A C1A C2A C3A 179.9(4) . . . . ?
C1A C2A C3A C4A -1.8(4) . . . . ?
C2A C3A C4A C21A 2.5(5) . . . . ?
C2A C3A C4A C5A -176.2(4) . . . . ?
C21A C4A C5A C6A 3.3(7) . . . . ?
C3A C4A C5A C6A -178.2(4) . . . . ?
C9A N22A C6A C5A 177.8(4) . . . . ?
C9A N22A C6A C7A -2.0(4) . . . . ?
C4A C5A C6A N22A 4.6(7) . . . . ?
C4A C5A C6A C7A -175.6(4) . . . . ?
N22A C6A C7A C8A 1.2(5) . . . . ?
C5A C6A C7A C8A -178.6(4) . . . . ?
C6A C7A C8A C9A 0.1(5) . . . . ?
C6A N22A C9A C10A -175.2(4) . . . . ?
C6A N22A C9A C8A 2.1(4) . . . . ?
C7A C8A C9A N22A -1.4(5) . . . . ?
C7A C8A C9A C10A 176.0(4) . . . . ?
N22A C9A C10A C11A -10.4(7) . . . . ?
C8A C9A C10A C11A 172.8(4) . . . . ?
N22A C9A C10A C30A 172.0(4) . . . . ?
C8A C9A C10A C30A -4.9(6) . . . . ?
C14A O23A C11A C10A -176.2(4) . . . . ?
C14A O23A C11A C12A 1.7(4) . . . . ?
C9A C10A C11A O23A -2.4(7) . . . . ?
C30A C10A C11A O23A 175.3(3) . . . . ?
C9A C10A C11A C12A -179.8(4) . . . . ?
C30A C10A C11A C12A -2.2(6) . . . . ?
O23A C11A C12A C13A -1.8(5) . . . . ?
C10A C11A C12A C13A 175.9(4) . . . . ?
C11A C12A C13A C14A 1.2(5) . . . . ?
C11A O23A C14A C15A -177.9(4) . . . . ?
C11A O23A C14A C13A -1.0(4) . . . . ?
C12A C13A C14A C15A 176.5(4) . . . . ?
C12A C13A C14A O23A -0.2(5) . . . . ?
O23A C14A C15A C16A 3.5(7) . . . . ?
C13A C14A C15A C16A -172.8(4) . . . . ?
O23A C14A C15A C40A -176.9(3) . . . . ?
C13A C14A C15A C40A 6.9(7) . . . . ?
C19A N24A C16A C15A 177.0(4) . . . . ?
C19A N24A C16A C17A -0.4(5) . . . . ?
C14A C15A C16A N24A 1.7(7) . . . . ?
C40A C15A C16A N24A -177.9(3) . . . . ?
C14A C15A C16A C17A 178.7(4) . . . . ?
C40A C15A C16A C17A -1.0(6) . . . . ?
N24A C16A C17A C18A 0.8(5) . . . . ?
C15A C16A C17A C18A -176.7(4) . . . . ?
C16A C17A C18A C19A -0.8(5) . . . . ?
C16A N24A C19A C20A 179.5(4) . . . . ?
C16A N24A C19A C18A 0.0(5) . . . . ?
C17A C18A C19A N24A 0.5(5) . . . . ?
C17A C18A C19A C20A -179.0(4) . . . . ?
C21A C1A C20A C19A -2.5(8) . . . . ?
C2A C1A C20A C19A 178.3(4) . . . . ?
N24A C19A C20A C1A -0.1(8) . . . . ?
C18A C19A C20A C1A 179.4(4) . . . . ?
C20A C1A C21A C4A -178.2(4) . . . . ?
C2A C1A C21A C4A 1.0(5) . . . . ?
C5A C4A C21A C1A 176.4(4) . . . . ?
C3A C4A C21A C1A -2.3(5) . . . . ?
C11A C10A C30A C31A -77.2(5) . . . . ?
C9A C10A C30A C31A 100.7(4) . . . . ?
C11A C10A C30A C35A 106.9(4) . . . . ?
C9A C10A C30A C35A -75.2(5) . . . . ?
C35A C30A C31A C32A 0.9(5) . . . . ?
C10A C30A C31A C32A -175.0(3) . . . . ?
C35A C30A C31A C36A 179.9(3) . . . . ?
C10A C30A C31A C36A 4.1(5) . . . . ?
C30A C31A C32A C33A 1.9(5) . . . . ?
C36A C31A C32A C33A -177.3(3) . . . . ?
C31A C32A C33A C34A -2.4(5) . . . . ?
C31A C32A C33A C37A 178.1(3) . . . . ?
C32A C33A C34A C35A 0.3(5) . . . . ?
C37A C33A C34A C35A 179.8(3) . . . . ?
C31A C30A C35A C34A -2.9(5) . . . . ?
C10A C30A C35A C34A 173.0(3) . . . . ?
C31A C30A C35A C38A 177.4(3) . . . . ?
C10A C30A C35A C38A -6.7(5) . . . . ?
C33A C34A C35A C30A 2.3(5) . . . . ?
C33A C34A C35A C38A -178.0(3) . . . . ?
C14A C15A C40A C45A 96.0(4) . . . . ?
C16A C15A C40A C45A -84.3(4) . . . . ?
C14A C15A C40A C41A -90.4(4) . . . . ?
C16A C15A C40A C41A 89.3(4) . . . . ?
C45A C40A C41A C42A 2.9(5) . . . . ?
C15A C40A C41A C42A -170.6(3) . . . . ?
C45A C40A C41A C46A -176.6(3) . . . . ?
C15A C40A C41A C46A 9.9(5) . . . . ?
C40A C41A C42A C43A -0.4(5) . . . . ?
C46A C41A C42A C43A 179.1(3) . . . . ?
C41A C42A C43A C44A -2.0(5) . . . . ?
C41A C42A C43A C47A 176.6(3) . . . . ?
C42A C43A C44A C45A 2.1(5) . . . . ?
C47A C43A C44A C45A -176.5(3) . . . . ?
C43A C44A C45A C40A 0.3(5) . . . . ?
C43A C44A C45A C48A 179.5(4) . . . . ?
C41A C40A C45A C44A -2.8(5) . . . . ?
C15A C40A C45A C44A 170.7(3) . . . . ?
C41A C40A C45A C48A 178.0(3) . . . . ?
C15A C40A C45A C48A -8.5(5) . . . . ?
C21B C1B C2B C3B -8.2(4) . . . . ?
C20B C1B C2B C3B 172.0(4) . . . . ?
C1B C2B C3B C4B 9.0(4) . . . . ?
C2B C3B C4B C5B 172.3(4) . . . . ?
C2B C3B C4B C21B -7.0(4) . . . . ?
C21B C4B C5B C6B 3.2(7) . . . . ?
C3B C4B C5B C6B -176.0(4) . . . . ?
C9B N22B C6B C5B 175.0(4) . . . . ?
C9B N22B C6B C7B -1.2(4) . . . . ?
C4B C5B C6B N22B -0.3(7) . . . . ?
C4B C5B C6B C7B 175.3(4) . . . . ?
N22B C6B C7B C8B 1.1(5) . . . . ?
C5B C6B C7B C8B -175.2(4) . . . . ?
C6B C7B C8B C9B -0.5(5) . . . . ?
C6B N22B C9B C10B -177.5(3) . . . . ?
C6B N22B C9B C8B 0.9(4) . . . . ?
C7B C8B C9B N22B -0.3(4) . . . . ?
C7B C8B C9B C10B 178.2(4) . . . . ?
N22B C9B C10B C11B -7.7(6) . . . . ?
C8B C9B C10B C11B 174.1(4) . . . . ?
N22B C9B C10B C30B 172.6(3) . . . . ?
C8B C9B C10B C30B -5.7(6) . . . . ?
C14B O23B C11B C12B 0.3(4) . . . . ?
C14B O23B C11B C10B -176.2(3) . . . . ?
C9B C10B C11B O23B 0.3(6) . . . . ?
C30B C10B C11B O23B -180.0(3) . . . . ?
C9B C10B C11B C12B -175.4(4) . . . . ?
C30B C10B C11B C12B 4.3(6) . . . . ?
O23B C11B C12B C13B -1.4(4) . . . . ?
C10B C11B C12B C13B 174.8(4) . . . . ?
C11B C12B C13B C14B 2.0(4) . . . . ?
C12B C13B C14B O23B -1.9(4) . . . . ?
C12B C13B C14B C15B 175.6(4) . . . . ?
C11B O23B C14B C13B 1.0(4) . . . . ?
C11B O23B C14B C15B -176.7(3) . . . . ?
C13B C14B C15B C16B -168.9(4) . . . . ?
O23B C14B C15B C16B 8.3(6) . . . . ?
C13B C14B C15B C40B 6.1(6) . . . . ?
O23B C14B C15B C40B -176.7(3) . . . . ?
C19B N24B C16B C15B 176.9(4) . . . . ?
C19B N24B C16B C17B -0.4(4) . . . . ?
C14B C15B C16B N24B -3.3(6) . . . . ?
C40B C15B C16B N24B -178.4(3) . . . . ?
C14B C15B C16B C17B 173.5(4) . . . . ?
C40B C15B C16B C17B -1.5(5) . . . . ?
N24B C16B C17B C18B 1.0(4) . . . . ?
C15B C16B C17B C18B -176.3(4) . . . . ?
C16B C17B C18B C19B -1.2(4) . . . . ?
C16B N24B C19B C20B 178.6(4) . . . . ?
C16B N24B C19B C18B -0.4(4) . . . . ?
C17B C18B C19B N24B 1.0(4) . . . . ?
C17B C18B C19B C20B -178.0(4) . . . . ?
C21B C1B C20B C19B -0.2(6) . . . . ?
C2B C1B C20B C19B 179.6(4) . . . . ?
N24B C19B C20B C1B -4.3(6) . . . . ?
C18B C19B C20B C1B 174.5(4) . . . . ?
C20B C1B C21B C4B -176.0(4) . . . . ?
C2B C1B C21B C4B 4.1(5) . . . . ?
C5B C4B C21B C1B -177.3(4) . . . . ?
C3B C4B C21B C1B 1.9(5) . . . . ?
C9B C10B C30B C31B 97.6(4) . . . . ?
C11B C10B C30B C31B -82.2(5) . . . . ?
C9B C10B C30B C35B -79.5(5) . . . . ?
C11B C10B C30B C35B 100.8(4) . . . . ?
C35B C30B C31B C32B -1.6(5) . . . . ?
C10B C30B C31B C32B -178.6(3) . . . . ?
C35B C30B C31B C36B 178.3(4) . . . . ?
C10B C30B C31B C36B 1.2(6) . . . . ?
C30B C31B C32B C33B 2.2(6) . . . . ?
C36B C31B C32B C33B -177.6(4) . . . . ?
C31B C32B C33B C34B -0.8(6) . . . . ?
C31B C32B C33B C37B -179.3(4) . . . . ?
C32B C33B C34B C35B -1.4(6) . . . . ?
C37B C33B C34B C35B 177.1(4) . . . . ?
C33B C34B C35B C30B 2.1(6) . . . . ?
C33B C34B C35B C38B -177.2(3) . . . . ?
C31B C30B C35B C34B -0.5(5) . . . . ?
C10B C30B C35B C34B 176.6(3) . . . . ?
C31B C30B C35B C38B 178.7(3) . . . . ?
C10B C30B C35B C38B -4.2(5) . . . . ?
C14B C15B C40B C41B -84.5(4) . . . . ?
C16B C15B C40B C41B 91.2(4) . . . . ?
C14B C15B C40B C45B 101.3(4) . . . . ?
C16B C15B C40B C45B -83.0(4) . . . . ?
C45B C40B C41B C42B 0.1(5) . . . . ?
C15B C40B C41B C42B -174.1(3) . . . . ?
C45B C40B C41B C46B -179.8(3) . . . . ?
C15B C40B C41B C46B 6.0(5) . . . . ?
C40B C41B C42B C43B 0.1(5) . . . . ?
C46B C41B C42B C43B 180.0(3) . . . . ?
C41B C42B C43B C44B -0.3(5) . . . . ?
C41B C42B C43B C47B 178.6(3) . . . . ?
C42B C43B C44B C45B 0.5(5) . . . . ?
C47B C43B C44B C45B -178.5(3) . . . . ?
C43B C44B C45B C40B -0.3(5) . . . . ?
C43B C44B C45B C48B 178.4(3) . . . . ?
C41B C40B C45B C44B 0.0(5) . . . . ?
C15B C40B C45B C44B 174.3(3) . . . . ?
C41B C40B C45B C48B -178.6(3) . . . . ?
C15B C40B C45B C48B -4.4(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N22A H22A O23A 0.88 2.48 2.982(3) 117.1 .
N24A H24A O23A 0.88 2.36 2.897(4) 119.6 .
C21A H21A N22A 0.95 2.30 2.917(5) 122.0 .
C21A H21A N24A 0.95 2.46 3.053(4) 120.0 .
C8A H8A Cl1 0.95 2.97 3.858(4) 156.9 .
N22B H22B O23B 0.88 2.38 2.914(4) 119.1 .
N24B H24B O23B 0.88 2.43 2.955(4) 118.9 .
C21B H21B N22B 0.95 2.43 3.009(5) 119.3 .
C21B H21B N24B 0.95 2.34 2.945(5) 121.3 .
C5B H5B Cl1 0.95 2.86 3.679(4) 145.2 3_576

_refine_diff_density_max         0.243
_refine_diff_density_min         -0.515
_refine_diff_density_rms         0.060

