# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_mo_d8v21409_0m
_database_code_depnum_ccdc_archive 'CCDC 2105971'
loop_
_audit_author_name
_audit_author_address
'Junhua Li'
;Changzhou University
China
;
_audit_update_record             
;
2021-08-27 deposited with the CCDC.	2022-04-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H16 Cl N O4'
_chemical_formula_weight         405.82

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

_space_group_crystal_system      triclinic
_space_group_IT_number           1
_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'

_cell_length_a                   10.606(3)
_cell_length_b                   14.275(4)
_cell_length_c                   15.503(5)
_cell_angle_alpha                65.747(7)
_cell_angle_beta                 88.159(7)
_cell_angle_gamma                71.091(7)
_cell_volume                     2010.6(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6171
_cell_measurement_theta_min      4.302
_cell_measurement_theta_max      49.719

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_F_000             840
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.219
_shelx_estimated_absorpt_T_min   0.964
_shelx_estimated_absorpt_T_max   0.976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6010
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23840
_diffrn_reflns_av_unetI/netI     0.0780
_diffrn_reflns_av_R_equivalents  0.0480
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.044
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.794
_diffrn_reflns_point_group_measured_fraction_full 0.798
_reflns_number_total             11905
_reflns_number_gt                6025
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.594
_reflns_Friedel_fraction_max     0.592
_reflns_Friedel_fraction_full    0.599

_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.1228P)²+0.3590P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.016(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 2103 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.06(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         11905
_refine_ls_number_parameters     1103
_refine_ls_number_restraints     118
_refine_ls_R_factor_all          0.1436
_refine_ls_R_factor_gt           0.0722
_refine_ls_wR_factor_ref         0.2434
_refine_ls_wR_factor_gt          0.1841
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.013
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.003

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.6160(4) 0.5861(3) 1.1844(3) 0.1336(13) Uani 1 1 d . . . . .
Cl1A Cl 0.7259(5) 0.6712(4) 0.7241(3) 0.1623(18) Uani 1 1 d . . . . .
Cl1B Cl 0.5702(3) 0.7134(3) 0.3614(2) 0.1161(11) Uani 1 1 d . . . . .
Cl1C Cl 0.4157(7) 0.6168(4) -0.1873(3) 0.190(2) Uani 1 1 d . . . . .
N1 N 0.8673(9) 0.9479(7) 0.8783(6) 0.085(2) Uani 1 1 d . . . . .
N1A N 0.9693(7) 0.8808(6) 0.3123(5) 0.070(2) Uani 1 1 d . . . . .
N1B N 0.3096(6) 0.3766(6) 0.6932(5) 0.0648(19) Uani 1 1 d . . . . .
N1C N 0.2481(9) 0.4331(8) 0.2600(7) 0.096(3) Uani 1 1 d . . . . .
O1 O 0.8103(9) 1.0822(8) 0.9298(8) 0.132(3) Uani 1 1 d . . . . .
O2 O 0.9900(8) 0.8148(9) 0.8302(7) 0.121(3) Uani 1 1 d . . . . .
O3 O 0.7536(9) 1.1258(8) 0.6966(6) 0.110(2) Uani 1 1 d . . . . .
O4 O 0.7356(9) 1.0476(8) 0.6028(7) 0.113(3) Uani 1 1 d . . . . .
O1A O 1.1900(7) 0.8542(6) 0.3522(6) 0.096(2) Uani 1 1 d . . . . .
O2A O 0.7812(7) 0.8818(6) 0.2428(5) 0.093(2) Uani 1 1 d . . . . .
O3A O 0.9891(8) 1.0998(6) 0.2249(6) 0.125(3) Uani 1 1 d . . . . .
O4A O 0.7799(7) 1.2121(6) 0.1664(5) 0.088(2) Uani 1 1 d . . . . .
O1B O 0.4044(10) 0.2601(8) 0.6246(7) 0.122(3) Uani 1 1 d . . . . .
O2B O 0.1545(7) 0.4832(8) 0.7529(7) 0.108(3) Uani 1 1 d . . . . .
O3B O 0.4636(7) 0.1486(7) 0.8617(5) 0.094(2) Uani 1 1 d . . . . .
O4B O 0.4705(7) 0.2537(5) 0.9335(5) 0.0857(19) Uani 1 1 d . . . . .
O1C O 0.0394(10) 0.4457(10) 0.2075(8) 0.142(4) Uani 1 1 d . . . . .
O2C O 0.4151(8) 0.4454(9) 0.3419(7) 0.140(4) Uani 1 1 d . . . . .
C1 C 0.8961(12) 1.0178(11) 0.9103(10) 0.097(3) Uani 1 1 d . . . . .
C2 C 1.0399(11) 0.9978(11) 0.9080(9) 0.099(4) Uani 1 1 d . . . . .
C3 C 1.1180(13) 1.0422(12) 0.9331(11) 0.123(5) Uani 1 1 d . . . . .
H3 H 1.0810 1.0973 0.9533 0.148 Uiso 1 1 calc R U . . .
C4 C 1.2483(18) 1.0061(15) 0.9286(13) 0.139(5) Uani 1 1 d . . . . .
H4 H 1.3019 1.0405 0.9409 0.167 Uiso 1 1 calc R U . . .
C5 C 1.3068(15) 0.9194(18) 0.9065(12) 0.141(6) Uani 1 1 d . . . . .
H5 H 1.3998 0.8900 0.9112 0.170 Uiso 1 1 calc R U . . .
C6 C 1.2252(12) 0.8745(13) 0.8763(9) 0.113(4) Uani 1 1 d . . . . .
H6 H 1.2621 0.8191 0.8565 0.136 Uiso 1 1 calc R U . . .
C7 C 1.0937(11) 0.9151(11) 0.8777(8) 0.091(3) Uani 1 1 d . . . . .
C8 C 0.9819(10) 0.8824(11) 0.8599(8) 0.087(3) Uani 1 1 d . . . . .
C9 C 0.7324(10) 0.9501(9) 0.8606(8) 0.090(3) Uani 1 1 d . . . . .
H9 H 0.6721 1.0170 0.8634 0.108 Uiso 1 1 calc R U . . .
C10 C 0.7013(11) 0.9624(11) 0.7625(8) 0.102(4) Uani 1 1 d . . . . .
H10A H 0.6065 0.9744 0.7525 0.123 Uiso 1 1 calc R U . . .
H10B H 0.7507 0.8940 0.7589 0.123 Uiso 1 1 calc R U . . .
C11 C 0.7335(12) 1.0545(12) 0.6812(11) 0.098(4) Uani 1 1 d . . . . .
C12 C 0.7717(14) 1.1257(11) 0.5290(10) 0.098(4) Uani 1 1 d . . . . .
C13 C 0.6821(12) 1.2209(10) 0.4696(9) 0.094(3) Uani 1 1 d . . . . .
H13 H 0.5922 1.2391 0.4798 0.113 Uiso 1 1 calc R U . . .
C14 C 0.7240(16) 1.2922(12) 0.3927(11) 0.113(4) Uani 1 1 d . . . . .
H14 H 0.6606 1.3570 0.3503 0.135 Uiso 1 1 calc R U . . .
C15 C 0.851(2) 1.2709(19) 0.3782(13) 0.138(6) Uani 1 1 d . . . . .
H15 H 0.8780 1.3211 0.3282 0.166 Uiso 1 1 calc R U . . .
C16 C 0.9429(17) 1.1707(19) 0.4399(17) 0.139(6) Uani 1 1 d . . . . .
H16 H 1.0327 1.1532 0.4294 0.167 Uiso 1 1 calc R U . . .
C17 C 0.9041(15) 1.0978(13) 0.5153(13) 0.119(4) Uani 1 1 d . . . . .
H17 H 0.9661 1.0312 0.5561 0.143 Uiso 1 1 calc R U . . .
C18 C 0.7014(9) 0.8557(9) 0.9415(8) 0.080(3) Uani 1 1 d . . . . .
C19 C 0.6372(12) 0.8735(11) 1.0136(10) 0.097(3) Uani 1 1 d . . . . .
H19 H 0.6092 0.9428 1.0125 0.116 Uiso 1 1 calc R U . . .
C20 C 0.6142(12) 0.7890(13) 1.0875(9) 0.102(4) Uani 1 1 d . . . . .
H20 H 0.5711 0.8016 1.1369 0.122 Uiso 1 1 calc R U . . .
C21 C 0.6526(11) 0.6874(10) 1.0905(9) 0.093(3) Uani 1 1 d . . . . .
C22 C 0.7090(19) 0.6718(12) 1.0185(13) 0.147(6) Uani 1 1 d . . . . .
H22 H 0.7282 0.6041 1.0170 0.177 Uiso 1 1 calc R U . . .
C23 C 0.7398(17) 0.7524(12) 0.9461(12) 0.136(6) Uani 1 1 d . . . . .
H23 H 0.7875 0.7371 0.8993 0.163 Uiso 1 1 calc R U . . .
C1A C 1.1070(10) 0.8473(8) 0.3060(8) 0.075(3) Uani 1 1 d . . . . .
C2A C 1.1241(9) 0.8014(8) 0.2355(7) 0.071(2) Uani 1 1 d . . . . .
C3A C 1.2412(10) 0.7544(9) 0.2033(8) 0.084(3) Uani 1 1 d . . . . .
H3A H 1.3253 0.7484 0.2253 0.100 Uiso 1 1 calc R U . . .
C4A C 1.2246(13) 0.7178(10) 0.1374(9) 0.099(3) Uani 1 1 d . . . . .
H4A H 1.3003 0.6885 0.1124 0.119 Uiso 1 1 calc R U . . .
C5A C 1.0988(15) 0.7218(11) 0.1046(8) 0.103(4) Uani 1 1 d . . . . .
H5A H 1.0928 0.6920 0.0622 0.124 Uiso 1 1 calc R U . . .
C6A C 0.9915(12) 0.7685(10) 0.1357(8) 0.094(3) Uani 1 1 d . . . . .
H6A H 0.9075 0.7759 0.1124 0.112 Uiso 1 1 calc R U . . .
C7A C 1.0017(10) 0.8081(8) 0.2043(7) 0.070(2) Uani 1 1 d . . . . .
C8A C 0.8987(10) 0.8610(8) 0.2514(6) 0.069(2) Uani 1 1 d . . . . .
C9A C 0.9120(9) 0.9430(7) 0.3687(7) 0.071(2) Uani 1 1 d . . . . .
H9A H 0.9855 0.9578 0.3914 0.085 Uiso 1 1 calc R U . . .
C10A C 0.8106(10) 1.0514(8) 0.3068(8) 0.084(3) Uani 1 1 d . . . . .
H10C H 0.7721 1.0901 0.3455 0.100 Uiso 1 1 calc R U . . .
H10D H 0.7388 1.0398 0.2799 0.100 Uiso 1 1 calc R U . . .
C11A C 0.8716(12) 1.1207(9) 0.2270(9) 0.090(3) Uani 1 1 d . . . . .
C12A C 0.8234(10) 1.2802(9) 0.0867(8) 0.082(3) Uani 1 1 d . . . . .
C13A C 0.8115(14) 1.2721(12) 0.0042(10) 0.120(4) Uani 1 1 d . . . . .
H13A H 0.7736 1.2232 0.0007 0.144 Uiso 1 1 calc R U . . .
C14A C 0.8556(17) 1.3362(14) -0.0748(10) 0.133(5) Uani 1 1 d . . . . .
H14A H 0.8490 1.3305 -0.1320 0.160 Uiso 1 1 calc R U . . .
C15A C 0.9095(13) 1.4090(11) -0.0690(9) 0.106(4) Uani 1 1 d . . . . .
H15A H 0.9366 1.4544 -0.1230 0.128 Uiso 1 1 calc R U . . .
C16A C 0.9234(10) 1.4150(9) 0.0142(10) 0.098(3) Uani 1 1 d . . . . .
H16A H 0.9600 1.4648 0.0173 0.117 Uiso 1 1 calc R U . . .
C17A C 0.8834(11) 1.3473(9) 0.0960(8) 0.089(3) Uani 1 1 d . . . . .
H17A H 0.8972 1.3479 0.1547 0.107 Uiso 1 1 calc R U . . .
C18A C 0.8610(10) 0.8742(9) 0.4561(7) 0.078(3) Uani 1 1 d . . . . .
C19A C 0.9443(11) 0.8138(10) 0.5417(9) 0.097(3) Uani 1 1 d . . . . .
H19A H 1.0311 0.8154 0.5430 0.117 Uiso 1 1 calc R U . . .
C20A C 0.9036(16) 0.7507(12) 0.6258(10) 0.118(4) Uani 1 1 d . . . . .
H20A H 0.9612 0.7115 0.6824 0.142 Uiso 1 1 calc R U . . .
C21A C 0.7800(17) 0.7489(11) 0.6219(9) 0.115(4) Uani 1 1 d . . . . .
C22A C 0.6967(15) 0.8035(15) 0.5416(11) 0.139(6) Uani 1 1 d . . . . .
H22A H 0.6111 0.7993 0.5412 0.167 Uiso 1 1 calc R U . . .
C23A C 0.7373(13) 0.8673(12) 0.4579(9) 0.118(4) Uani 1 1 d . . . . .
H23A H 0.6777 0.9058 0.4023 0.142 Uiso 1 1 calc R U . . .
C1B C 0.3090(12) 0.3074(11) 0.6514(8) 0.087(3) Uani 1 1 d . . . . .
C2B C 0.1656(13) 0.3107(12) 0.6482(9) 0.103(4) Uani 1 1 d . . . . .
C3B C 0.111(2) 0.256(2) 0.6115(13) 0.190(9) Uani 1 1 d . . . . .
H3B H 0.1589 0.2091 0.5850 0.227 Uiso 1 1 calc R U . . .
C4B C -0.037(3) 0.283(3) 0.6208(18) 0.248(16) Uani 1 1 d . . . . .
H4B H -0.0858 0.2531 0.5968 0.297 Uiso 1 1 calc R U . . .
C5B C -0.099(2) 0.346(3) 0.6613(14) 0.227(16) Uani 1 1 d . . . . .
H5B H -0.1891 0.3545 0.6698 0.272 Uiso 1 1 calc R U . . .
C6B C -0.0410(15) 0.3972(18) 0.6906(10) 0.153(7) Uani 1 1 d . . . . .
H6B H -0.0900 0.4469 0.7140 0.184 Uiso 1 1 calc R U . . .
C7B C 0.0965(12) 0.3756(13) 0.6859(9) 0.103(4) Uani 1 1 d . . . . .
C8B C 0.1813(10) 0.4221(10) 0.7152(8) 0.084(3) Uani 1 1 d . . . . .
C9B C 0.4244(9) 0.4030(8) 0.7140(7) 0.073(3) Uani 1 1 d . . . . .
H9B H 0.3925 0.4449 0.7518 0.087 Uiso 1 1 calc R U . . .
C10B C 0.5379(9) 0.2998(8) 0.7786(8) 0.084(3) Uani 1 1 d . . . . .
H10E H 0.5834 0.2611 0.7413 0.101 Uiso 1 1 calc R U . . .
H10F H 0.6026 0.3204 0.8029 0.101 Uiso 1 1 calc R U . . .
C11B C 0.4893(9) 0.2266(10) 0.8586(8) 0.076(3) Uani 1 1 d . . . . .
C12B C 0.4221(10) 0.1890(9) 1.0117(8) 0.080(3) Uani 1 1 d . . . . .
C13B C 0.5076(11) 0.1005(9) 1.0854(8) 0.083(3) Uani 1 1 d . . . . .
H13B H 0.5999 0.0834 1.0854 0.099 Uiso 1 1 calc R U . . .
C14B C 0.4558(14) 0.0380(10) 1.1585(9) 0.097(3) Uani 1 1 d . . . . .
H14B H 0.5140 -0.0229 1.2084 0.116 Uiso 1 1 calc R U . . .
C15B C 0.3215(14) 0.0615(11) 1.1614(9) 0.096(3) Uani 1 1 d . . . . .
H15B H 0.2873 0.0175 1.2119 0.116 Uiso 1 1 calc R U . . .
C16B C 0.2372(12) 0.1530(12) 1.0868(10) 0.102(4) Uani 1 1 d . . . . .
H16B H 0.1448 0.1706 1.0878 0.122 Uiso 1 1 calc R U . . .
C17B C 0.2845(11) 0.2169(9) 1.0132(9) 0.088(3) Uani 1 1 d . . . . .
H17B H 0.2262 0.2787 0.9641 0.106 Uiso 1 1 calc R U . . .
C18B C 0.4636(8) 0.4772(8) 0.6265(7) 0.063(2) Uani 1 1 d . . . . .
C19B C 0.4069(12) 0.5874(10) 0.5938(8) 0.094(3) Uani 1 1 d . . . . .
H19B H 0.3443 0.6152 0.6283 0.112 Uiso 1 1 calc R U . . .
C20B C 0.4381(11) 0.6613(9) 0.5108(9) 0.095(3) Uani 1 1 d . . . . .
H20B H 0.3974 0.7364 0.4902 0.114 Uiso 1 1 calc R U . . .
C21B C 0.5292(10) 0.6195(10) 0.4618(7) 0.079(3) Uani 1 1 d . . . . .
C22B C 0.5833(11) 0.5101(11) 0.4886(9) 0.095(3) Uani 1 1 d . . . . .
H22B H 0.6433 0.4827 0.4527 0.114 Uiso 1 1 calc R U . . .
C23B C 0.5478(11) 0.4397(10) 0.5705(9) 0.089(3) Uani 1 1 d . . . . .
H23B H 0.5824 0.3650 0.5875 0.106 Uiso 1 1 calc R U . . .
C1C C 0.1081(13) 0.4575(11) 0.2591(10) 0.103(4) Uani 1 1 d . . . . .
C2C C 0.0671(10) 0.5058(9) 0.3288(8) 0.081(3) Uani 1 1 d . . . . .
C3C C -0.0525(13) 0.5460(12) 0.3543(11) 0.114(4) Uani 1 1 d . . . . .
H3C H -0.1302 0.5454 0.3287 0.137 Uiso 1 1 calc R U . . .
C4C C -0.0566(16) 0.5886(11) 0.4200(10) 0.108(4) Uani 1 1 d . . . . .
H4C H -0.1394 0.6179 0.4379 0.130 Uiso 1 1 calc R U . . .
C5C C 0.0551(16) 0.5897(9) 0.4597(9) 0.102(4) Uani 1 1 d . . . . .
H5C H 0.0490 0.6175 0.5050 0.122 Uiso 1 1 calc R U . . .
C6C C 0.1778(13) 0.5486(9) 0.4315(8) 0.094(3) Uani 1 1 d . . . . .
H6C H 0.2552 0.5508 0.4559 0.113 Uiso 1 1 calc R U . . .
C7C C 0.1838(10) 0.5056(9) 0.3683(7) 0.077(3) Uani 1 1 d . . . . .
C8C C 0.2991(13) 0.4588(11) 0.3271(9) 0.097(3) Uani 1 1 d . . . . .
C9C C 0.3470(13) 0.3714(11) 0.2173(9) 0.108(4) Uani 1 1 d . . . . .
H9C H 0.4356 0.3496 0.2510 0.130 Uiso 1 1 calc R U . . .
C10C C 0.320(2) 0.2683(11) 0.2320(10) 0.153(6) Uani 1 1 d D . . . .
H10G H 0.2253 0.2861 0.2238 0.183 Uiso 0.5 1 d R U P A 1
H10H H 0.3615 0.2434 0.1859 0.183 Uiso 0.5 1 d R U P A 1
H10X H 0.3946 0.2225 0.2142 0.183 Uiso 0.5 1 d R U P B 2
H10Y H 0.2405 0.2885 0.1915 0.183 Uiso 0.5 1 d R U P B 2
O3C O 0.285(3) 0.139(3) 0.3706(18) 0.184(6) Uani 0.5 1 d D U P C 1
O4C O 0.497(3) 0.127(2) 0.372(2) 0.227(9) Uani 0.5 1 d D U P C 1
C11C C 0.372(3) 0.180(3) 0.334(2) 0.193(7) Uani 0.5 1 d D U P C 1
C12C C 0.373(3) 0.0382(19) 0.4603(14) 0.168(6) Uani 0.5 1 d G U P C 1
C13C C 0.289(3) -0.018(2) 0.4569(13) 0.159(6) Uani 0.5 1 d G U P C 1
H13C H 0.2444 -0.0007 0.3989 0.190 Uiso 0.5 1 calc R U P C 1
C14C C 0.272(3) -0.099(2) 0.5400(18) 0.154(6) Uani 0.5 1 d G U P C 1
H14C H 0.2159 -0.1364 0.5376 0.185 Uiso 0.5 1 calc R U P C 1
C15C C 0.339(3) -0.1244(18) 0.6265(13) 0.148(6) Uani 0.5 1 d G U P C 1
H15C H 0.3277 -0.1788 0.6822 0.177 Uiso 0.5 1 calc R U P C 1
C16C C 0.423(2) -0.069(2) 0.6300(14) 0.158(6) Uani 0.5 1 d G U P C 1
H16C H 0.4680 -0.0856 0.6880 0.190 Uiso 0.5 1 calc R U P C 1
C17C C 0.440(2) 0.013(2) 0.5469(19) 0.164(6) Uani 0.5 1 d G U P C 1
H17C H 0.4964 0.0501 0.5492 0.196 Uiso 0.5 1 calc R U P C 1
O3' O 0.204(2) 0.2400(14) 0.3735(14) 0.144(6) Uani 0.5 1 d D U P C 2
O4' O 0.3801(18) 0.1060(13) 0.3712(13) 0.097(3) Uani 0.5 1 d D U P C 2
C11' C 0.296(2) 0.2040(18) 0.3339(16) 0.103(4) Uani 0.5 1 d D U P C 2
C12' C 0.3385(19) 0.0541(13) 0.4632(10) 0.098(3) Uani 0.5 1 d G U P C 2
C13' C 0.304(2) -0.0379(15) 0.4825(11) 0.097(4) Uani 0.5 1 d G U P C 2
H13' H 0.2834 -0.0530 0.4327 0.116 Uiso 0.5 1 calc R U P C 2
C14' C 0.300(2) -0.1073(13) 0.5761(13) 0.103(4) Uani 0.5 1 d G U P C 2
H14' H 0.2765 -0.1688 0.5890 0.123 Uiso 0.5 1 calc R U P C 2
C15' C 0.3301(18) -0.0847(13) 0.6504(10) 0.108(4) Uani 0.5 1 d G U P C 2
H15' H 0.3274 -0.1312 0.7130 0.130 Uiso 0.5 1 calc R U P C 2
C16' C 0.3648(17) 0.0073(15) 0.6311(11) 0.103(4) Uani 0.5 1 d G U P C 2
H16' H 0.3852 0.0224 0.6808 0.124 Uiso 0.5 1 calc R U P C 2
C17' C 0.3689(17) 0.0767(12) 0.5375(12) 0.099(4) Uani 0.5 1 d G U P C 2
H17' H 0.3921 0.1383 0.5246 0.119 Uiso 0.5 1 calc R U P C 2
C18C C 0.3523(13) 0.4351(9) 0.1140(8) 0.089(3) Uani 1 1 d . . . . .
C19C C 0.2471(16) 0.4906(15) 0.0468(12) 0.140(5) Uani 1 1 d . . . . .
H19C H 0.1606 0.4934 0.0616 0.168 Uiso 1 1 calc R U . . .
C20C C 0.274(2) 0.5482(13) -0.0535(9) 0.136(5) Uani 1 1 d . . . . .
H20C H 0.2047 0.5860 -0.1034 0.163 Uiso 1 1 calc R U . . .
C21C C 0.395(2) 0.5440(15) -0.0687(13) 0.127(5) Uani 1 1 d . . . . .
C22C C 0.502(2) 0.4921(16) -0.0013(16) 0.160(7) Uani 1 1 d . . . . .
H22C H 0.5875 0.4950 -0.0146 0.192 Uiso 1 1 calc R U . . .
C23C C 0.4738(14) 0.4331(13) 0.0909(11) 0.136(6) Uani 1 1 d . . . . .
H23C H 0.5455 0.3898 0.1388 0.163 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
Cl1 C21 1.720(13) . ?
Cl1A C21A 1.725(13) . ?
Cl1B C21B 1.740(11) . ?
Cl1C C21C 1.749(17) . ?
N1 C8 1.376(14) . ?
N1 C1 1.395(14) . ?
N1 C9 1.453(12) . ?
N1A C8A 1.390(12) . ?
N1A C1A 1.396(12) . ?
N1A C9A 1.475(11) . ?
N1B C1B 1.386(14) . ?
N1B C8B 1.403(13) . ?
N1B C9B 1.467(12) . ?
N1C C8C 1.409(14) . ?
N1C C1C 1.410(14) . ?
N1C C9C 1.466(14) . ?
O1 C1 1.197(13) . ?
O2 C8 1.208(13) . ?
O3 C11 1.217(15) . ?
O4 C11 1.259(15) . ?
O4 C12 1.378(15) . ?
O1A C1A 1.205(11) . ?
O2A C8A 1.182(10) . ?
O3A C11A 1.187(12) . ?
O4A C11A 1.327(12) . ?
O4A C12A 1.397(12) . ?
O1B C1B 1.189(12) . ?
O2B C8B 1.197(13) . ?
O3B C11B 1.212(13) . ?
O4B C11B 1.357(13) . ?
O4B C12B 1.390(12) . ?
O1C C1C 1.195(14) . ?
O2C C8C 1.197(13) . ?
C1 C2 1.460(16) . ?
C2 C3 1.344(17) . ?
C2 C7 1.394(17) . ?
C3 C4 1.32(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.37(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.42(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.329(16) . ?
C6 H6 0.9300 . ?
C7 C8 1.478(16) . ?
C9 C10 1.493(15) . ?
C9 C18 1.540(14) . ?
C9 H9 0.9800 . ?
C10 C11 1.529(17) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C12 C13 1.338(16) . ?
C12 C17 1.366(18) . ?
C13 C14 1.384(18) . ?
C13 H13 0.9300 . ?
C14 C15 1.31(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.40(2) . ?
C15 H15 0.9300 . ?
C16 C17 1.37(2) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.359(15) . ?
C18 C23 1.368(17) . ?
C19 C20 1.365(17) . ?
C19 H19 0.9300 . ?
C20 C21 1.355(17) . ?
C20 H20 0.9300 . ?
C21 C22 1.315(17) . ?
C22 C23 1.359(18) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C1A C2A 1.467(14) . ?
C2A C7A 1.360(13) . ?
C2A C3A 1.392(13) . ?
C3A C4A 1.364(17) . ?
C3A H3A 0.9300 . ?
C4A C5A 1.419(17) . ?
C4A H4A 0.9300 . ?
C5A C6A 1.308(16) . ?
C5A H5A 0.9300 . ?
C6A C7A 1.416(15) . ?
C6A H6A 0.9300 . ?
C7A C8A 1.471(13) . ?
C9A C10A 1.495(13) . ?
C9A C18A 1.516(14) . ?
C9A H9A 0.9800 . ?
C10A C11A 1.511(14) . ?
C10A H10C 0.9700 . ?
C10A H10D 0.9700 . ?
C12A C13A 1.345(15) . ?
C12A C17A 1.363(14) . ?
C13A C14A 1.369(18) . ?
C13A H13A 0.9300 . ?
C14A C15A 1.370(19) . ?
C14A H14A 0.9300 . ?
C15A C16A 1.344(17) . ?
C15A H15A 0.9300 . ?
C16A C17A 1.396(15) . ?
C16A H16A 0.9300 . ?
C17A H17A 0.9300 . ?
C18A C23A 1.346(16) . ?
C18A C19A 1.388(16) . ?
C19A C20A 1.395(17) . ?
C19A H19A 0.9300 . ?
C20A C21A 1.324(18) . ?
C20A H20A 0.9300 . ?
C21A C22A 1.328(19) . ?
C22A C23A 1.395(18) . ?
C22A H22A 0.9300 . ?
C23A H23A 0.9300 . ?
C1B C2B 1.508(16) . ?
C2B C7B 1.309(17) . ?
C2B C3B 1.400(19) . ?
C3B C4B 1.51(3) . ?
C3B H3B 0.9300 . ?
C4B C5B 1.30(4) . ?
C4B H4B 0.9300 . ?
C5B C6B 1.31(3) . ?
C5B H5B 0.9300 . ?
C6B C7B 1.395(18) . ?
C6B H6B 0.9300 . ?
C7B C8B 1.456(17) . ?
C9B C18B 1.484(13) . ?
C9B C10B 1.529(13) . ?
C9B H9B 0.9800 . ?
C10B C11B 1.463(15) . ?
C10B H10E 0.9700 . ?
C10B H10F 0.9700 . ?
C12B C13B 1.365(15) . ?
C12B C17B 1.385(14) . ?
C13B C14B 1.352(15) . ?
C13B H13B 0.9300 . ?
C14B C15B 1.357(17) . ?
C14B H14B 0.9300 . ?
C15B C16B 1.382(17) . ?
C15B H15B 0.9300 . ?
C16B C17B 1.339(16) . ?
C16B H16B 0.9300 . ?
C17B H17B 0.9300 . ?
C18B C19B 1.358(14) . ?
C18B C23B 1.364(13) . ?
C19B C20B 1.401(16) . ?
C19B H19B 0.9300 . ?
C20B C21B 1.348(15) . ?
C20B H20B 0.9300 . ?
C21B C22B 1.357(15) . ?
C22B C23B 1.388(15) . ?
C22B H22B 0.9300 . ?
C23B H23B 0.9300 . ?
C1C C2C 1.489(16) . ?
C2C C3C 1.333(15) . ?
C2C C7C 1.397(14) . ?
C3C C4C 1.377(18) . ?
C3C H3C 0.9300 . ?
C4C C5C 1.360(18) . ?
C4C H4C 0.9300 . ?
C5C C6C 1.381(17) . ?
C5C H5C 0.9300 . ?
C6C C7C 1.344(15) . ?
C6C H6C 0.9300 . ?
C7C C8C 1.457(15) . ?
C9C C18C 1.492(16) . ?
C9C C10C 1.512(18) . ?
C9C H9C 0.9800 . ?
C10C C11' 1.53(2) . ?
C10C C11C 1.54(2) . ?
C10C H10G 0.9567 . ?
C10C H10H 0.9564 . ?
C10C H10X 0.9607 . ?
C10C H10Y 0.9611 . ?
O3C C11C 1.25(2) . ?
O3C C12C 1.57(3) . ?
O4C C11C 1.31(2) . ?
C12C C13C 1.3900 . ?
C12C C17C 1.3900 . ?
C13C C14C 1.3900 . ?
C13C H13C 0.9300 . ?
C14C C15C 1.3900 . ?
C14C H14C 0.9300 . ?
C15C C16C 1.3900 . ?
C15C H15C 0.9300 . ?
C16C C17C 1.3900 . ?
C16C H16C 0.9300 . ?
C17C H17C 0.9300 . ?
O3' C11' 1.225(19) . ?
O4' C11' 1.28(2) . ?
O4' C12' 1.44(2) . ?
C12' C13' 1.3900 . ?
C12' C17' 1.3900 . ?
C13' C14' 1.3900 . ?
C13' H13' 0.9300 . ?
C14' C15' 1.3900 . ?
C14' H14' 0.9300 . ?
C15' C16' 1.3900 . ?
C15' H15' 0.9300 . ?
C16' C17' 1.3900 . ?
C16' H16' 0.9300 . ?
C17' H17' 0.9300 . ?
C18C C23C 1.321(17) . ?
C18C C19C 1.335(18) . ?
C19C C20C 1.50(2) . ?
C19C H19C 0.9300 . ?
C20C C21C 1.28(2) . ?
C20C H20C 0.9300 . ?
C21C C22C 1.35(2) . ?
C22C C23C 1.41(2) . ?
C22C H22C 0.9300 . ?
C23C H23C 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N1 C1 111.1(10) . . ?
C8 N1 C9 124.7(10) . . ?
C1 N1 C9 124.0(9) . . ?
C8A N1A C1A 112.1(8) . . ?
C8A N1A C9A 126.8(8) . . ?
C1A N1A C9A 120.6(8) . . ?
C1B N1B C8B 111.2(8) . . ?
C1B N1B C9B 127.4(8) . . ?
C8B N1B C9B 121.4(8) . . ?
C8C N1C C1C 110.9(9) . . ?
C8C N1C C9C 116.6(9) . . ?
C1C N1C C9C 131.5(10) . . ?
C11 O4 C12 115.8(11) . . ?
C11A O4A C12A 117.5(8) . . ?
C11B O4B C12B 117.5(8) . . ?
O1 C1 N1 122.0(10) . . ?
O1 C1 C2 131.4(12) . . ?
N1 C1 C2 106.5(11) . . ?
C3 C2 C7 121.4(12) . . ?
C3 C2 C1 130.3(14) . . ?
C7 C2 C1 108.2(10) . . ?
C4 C3 C2 118.7(15) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.7 . . ?
C3 C4 C5 121.8(15) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.1 . . ?
C4 C5 C6 119.7(14) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C7 C6 C5 117.1(15) . . ?
C7 C6 H6 121.4 . . ?
C5 C6 H6 121.4 . . ?
C6 C7 C2 120.8(12) . . ?
C6 C7 C8 131.8(13) . . ?
C2 C7 C8 107.1(10) . . ?
O2 C8 N1 127.1(10) . . ?
O2 C8 C7 125.9(11) . . ?
N1 C8 C7 106.9(11) . . ?
N1 C9 C10 112.9(9) . . ?
N1 C9 C18 111.4(8) . . ?
C10 C9 C18 115.1(9) . . ?
N1 C9 H9 105.5 . . ?
C10 C9 H9 105.5 . . ?
C18 C9 H9 105.5 . . ?
C9 C10 C11 115.9(10) . . ?
C9 C10 H10A 108.3 . . ?
C11 C10 H10A 108.3 . . ?
C9 C10 H10B 108.3 . . ?
C11 C10 H10B 108.3 . . ?
H10A C10 H10B 107.4 . . ?
O3 C11 O4 126.6(13) . . ?
O3 C11 C10 119.3(13) . . ?
O4 C11 C10 114.1(13) . . ?
C13 C12 C17 121.0(14) . . ?
C13 C12 O4 122.6(13) . . ?
C17 C12 O4 116.2(13) . . ?
C12 C13 C14 119.6(12) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C15 C14 C13 121.7(15) . . ?
C15 C14 H14 119.1 . . ?
C13 C14 H14 119.1 . . ?
C14 C15 C16 118.2(17) . . ?
C14 C15 H15 120.9 . . ?
C16 C15 H15 120.9 . . ?
C17 C16 C15 121.3(16) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C16 C17 C12 118.1(15) . . ?
C16 C17 H17 120.9 . . ?
C12 C17 H17 120.9 . . ?
C19 C18 C23 117.9(12) . . ?
C19 C18 C9 119.4(11) . . ?
C23 C18 C9 122.7(11) . . ?
C18 C19 C20 119.7(12) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C21 C20 C19 121.6(12) . . ?
C21 C20 H20 119.2 . . ?
C19 C20 H20 119.2 . . ?
C22 C21 C20 118.5(12) . . ?
C22 C21 Cl1 122.5(11) . . ?
C20 C21 Cl1 118.8(11) . . ?
C21 C22 C23 121.4(13) . . ?
C21 C22 H22 119.3 . . ?
C23 C22 H22 119.3 . . ?
C22 C23 C18 120.7(13) . . ?
C22 C23 H23 119.7 . . ?
C18 C23 H23 119.7 . . ?
O1A C1A N1A 125.0(10) . . ?
O1A C1A C2A 129.8(9) . . ?
N1A C1A C2A 105.2(9) . . ?
C7A C2A C3A 121.9(10) . . ?
C7A C2A C1A 108.8(8) . . ?
C3A C2A C1A 129.4(10) . . ?
C4A C3A C2A 115.6(11) . . ?
C4A C3A H3A 122.2 . . ?
C2A C3A H3A 122.2 . . ?
C3A C4A C5A 123.9(11) . . ?
C3A C4A H4A 118.0 . . ?
C5A C4A H4A 118.0 . . ?
C6A C5A C4A 118.0(11) . . ?
C6A C5A H5A 121.0 . . ?
C4A C5A H5A 121.0 . . ?
C5A C6A C7A 120.8(11) . . ?
C5A C6A H6A 119.6 . . ?
C7A C6A H6A 119.6 . . ?
C2A C7A C6A 119.6(9) . . ?
C2A C7A C8A 109.0(8) . . ?
C6A C7A C8A 131.3(9) . . ?
O2A C8A N1A 125.7(9) . . ?
O2A C8A C7A 129.3(9) . . ?
N1A C8A C7A 105.0(8) . . ?
N1A C9A C10A 110.4(8) . . ?
N1A C9A C18A 110.4(8) . . ?
C10A C9A C18A 114.7(8) . . ?
N1A C9A H9A 107.0 . . ?
C10A C9A H9A 107.0 . . ?
C18A C9A H9A 107.0 . . ?
C9A C10A C11A 112.0(8) . . ?
C9A C10A H10C 109.2 . . ?
C11A C10A H10C 109.2 . . ?
C9A C10A H10D 109.2 . . ?
C11A C10A H10D 109.2 . . ?
H10C C10A H10D 107.9 . . ?
O3A C11A O4A 124.3(10) . . ?
O3A C11A C10A 123.0(10) . . ?
O4A C11A C10A 112.3(9) . . ?
C13A C12A C17A 122.2(11) . . ?
C13A C12A O4A 118.2(11) . . ?
C17A C12A O4A 119.5(10) . . ?
C12A C13A C14A 119.5(13) . . ?
C12A C13A H13A 120.2 . . ?
C14A C13A H13A 120.2 . . ?
C15A C14A C13A 119.6(13) . . ?
C15A C14A H14A 120.2 . . ?
C13A C14A H14A 120.2 . . ?
C16A C15A C14A 120.5(12) . . ?
C16A C15A H15A 119.8 . . ?
C14A C15A H15A 119.8 . . ?
C15A C16A C17A 120.5(12) . . ?
C15A C16A H16A 119.7 . . ?
C17A C16A H16A 119.7 . . ?
C12A C17A C16A 117.5(11) . . ?
C12A C17A H17A 121.3 . . ?
C16A C17A H17A 121.2 . . ?
C23A C18A C19A 115.9(11) . . ?
C23A C18A C9A 124.5(10) . . ?
C19A C18A C9A 119.5(10) . . ?
C18A C19A C20A 123.0(12) . . ?
C18A C19A H19A 118.5 . . ?
C20A C19A H19A 118.5 . . ?
C21A C20A C19A 117.4(12) . . ?
C21A C20A H20A 121.3 . . ?
C19A C20A H20A 121.3 . . ?
C20A C21A C22A 122.2(13) . . ?
C20A C21A Cl1A 119.0(12) . . ?
C22A C21A Cl1A 118.8(14) . . ?
C21A C22A C23A 120.2(14) . . ?
C21A C22A H22A 119.9 . . ?
C23A C22A H22A 119.9 . . ?
C18A C23A C22A 121.2(12) . . ?
C18A C23A H23A 119.4 . . ?
C22A C23A H23A 119.4 . . ?
O1B C1B N1B 124.5(10) . . ?
O1B C1B C2B 131.0(12) . . ?
N1B C1B C2B 104.5(10) . . ?
C7B C2B C3B 123.8(15) . . ?
C7B C2B C1B 108.5(10) . . ?
C3B C2B C1B 127.7(16) . . ?
C2B C3B C4B 110.8(19) . . ?
C2B C3B H3B 124.6 . . ?
C4B C3B H3B 124.6 . . ?
C5B C4B C3B 122.4(19) . . ?
C5B C4B H4B 118.8 . . ?
C3B C4B H4B 118.8 . . ?
C4B C5B C6B 123(2) . . ?
C4B C5B H5B 118.6 . . ?
C6B C5B H5B 118.6 . . ?
C5B C6B C7B 118(2) . . ?
C5B C6B H6B 120.8 . . ?
C7B C6B H6B 120.8 . . ?
C2B C7B C6B 121.7(14) . . ?
C2B C7B C8B 110.6(11) . . ?
C6B C7B C8B 127.6(16) . . ?
O2B C8B N1B 124.8(10) . . ?
O2B C8B C7B 129.9(12) . . ?
N1B C8B C7B 105.2(11) . . ?
N1B C9B C18B 112.1(7) . . ?
N1B C9B C10B 111.2(8) . . ?
C18B C9B C10B 115.7(8) . . ?
N1B C9B H9B 105.6 . . ?
C18B C9B H9B 105.6 . . ?
C10B C9B H9B 105.6 . . ?
C11B C10B C9B 112.4(8) . . ?
C11B C10B H10E 109.1 . . ?
C9B C10B H10E 109.1 . . ?
C11B C10B H10F 109.1 . . ?
C9B C10B H10F 109.1 . . ?
H10E C10B H10F 107.9 . . ?
O3B C11B O4B 119.8(9) . . ?
O3B C11B C10B 126.0(12) . . ?
O4B C11B C10B 114.2(11) . . ?
C13B C12B C17B 120.6(11) . . ?
C13B C12B O4B 121.1(9) . . ?
C17B C12B O4B 118.3(10) . . ?
C14B C13B C12B 119.0(11) . . ?
C14B C13B H13B 120.5 . . ?
C12B C13B H13B 120.5 . . ?
C13B C14B C15B 122.0(12) . . ?
C13B C14B H14B 119.0 . . ?
C15B C14B H14B 119.0 . . ?
C14B C15B C16B 117.9(12) . . ?
C14B C15B H15B 121.0 . . ?
C16B C15B H15B 121.0 . . ?
C17B C16B C15B 121.9(11) . . ?
C17B C16B H16B 119.0 . . ?
C15B C16B H16B 119.0 . . ?
C16B C17B C12B 118.6(11) . . ?
C16B C17B H17B 120.7 . . ?
C12B C17B H17B 120.7 . . ?
C19B C18B C23B 116.5(10) . . ?
C19B C18B C9B 120.8(9) . . ?
C23B C18B C9B 122.5(9) . . ?
C18B C19B C20B 123.3(10) . . ?
C18B C19B H19B 118.4 . . ?
C20B C19B H19B 118.4 . . ?
C21B C20B C19B 117.5(10) . . ?
C21B C20B H20B 121.2 . . ?
C19B C20B H20B 121.2 . . ?
C20B C21B C22B 121.4(11) . . ?
C20B C21B Cl1B 116.4(10) . . ?
C22B C21B Cl1B 122.2(9) . . ?
C21B C22B C23B 119.2(11) . . ?
C21B C22B H22B 120.4 . . ?
C23B C22B H22B 120.4 . . ?
C18B C23B C22B 121.9(11) . . ?
C18B C23B H23B 119.1 . . ?
C22B C23B H23B 119.1 . . ?
O1C C1C N1C 124.7(12) . . ?
O1C C1C C2C 128.9(12) . . ?
N1C C1C C2C 106.3(10) . . ?
C3C C2C C7C 121.1(11) . . ?
C3C C2C C1C 132.0(11) . . ?
C7C C2C C1C 106.9(9) . . ?
C2C C3C C4C 117.5(13) . . ?
C2C C3C H3C 121.3 . . ?
C4C C3C H3C 121.3 . . ?
C5C C4C C3C 122.8(13) . . ?
C5C C4C H4C 118.6 . . ?
C3C C4C H4C 118.6 . . ?
C4C C5C C6C 118.7(12) . . ?
C4C C5C H5C 120.6 . . ?
C6C C5C H5C 120.6 . . ?
C7C C6C C5C 119.1(12) . . ?
C7C C6C H6C 120.4 . . ?
C5C C6C H6C 120.4 . . ?
C6C C7C C2C 120.7(10) . . ?
C6C C7C C8C 129.6(11) . . ?
C2C C7C C8C 109.7(10) . . ?
O2C C8C N1C 124.1(11) . . ?
O2C C8C C7C 129.7(12) . . ?
N1C C8C C7C 106.1(10) . . ?
N1C C9C C18C 114.0(10) . . ?
N1C C9C C10C 110.1(11) . . ?
C18C C9C C10C 109.6(11) . . ?
N1C C9C H9C 107.6 . . ?
C18C C9C H9C 107.6 . . ?
C10C C9C H9C 107.6 . . ?
C9C C10C C11' 113.7(16) . . ?
C9C C10C C11C 111(2) . . ?
C9C C10C H10G 107.5 . . ?
C11C C10C H10G 107.4 . . ?
C9C C10C H10H 109.1 . . ?
C11C C10C H10H 111.1 . . ?
H10G C10C H10H 110.6 . . ?
C9C C10C H10X 109.2 . . ?
C11' C10C H10X 109.6 . . ?
C9C C10C H10Y 108.3 . . ?
C11' C10C H10Y 106.8 . . ?
H10X C10C H10Y 109.1 . . ?
C11C O3C C12C 100(2) . . ?
O3C C11C O4C 119(3) . . ?
O3C C11C C10C 111(2) . . ?
O4C C11C C10C 127(3) . . ?
C13C C12C C17C 120.0 . . ?
C13C C12C O3C 89(2) . . ?
C17C C12C O3C 141(2) . . ?
C12C C13C C14C 120.0 . . ?
C12C C13C H13C 120.0 . . ?
C14C C13C H13C 120.0 . . ?
C15C C14C C13C 120.0 . . ?
C15C C14C H14C 120.0 . . ?
C13C C14C H14C 120.0 . . ?
C14C C15C C16C 120.0 . . ?
C14C C15C H15C 120.0 . . ?
C16C C15C H15C 120.0 . . ?
C15C C16C C17C 120.0 . . ?
C15C C16C H16C 120.0 . . ?
C17C C16C H16C 120.0 . . ?
C16C C17C C12C 120.0 . . ?
C16C C17C H17C 120.0 . . ?
C12C C17C H17C 120.0 . . ?
C11' O4' C12' 105.5(16) . . ?
O3' C11' O4' 124(2) . . ?
O3' C11' C10C 124.0(19) . . ?
O4' C11' C10C 112.1(17) . . ?
C13' C12' C17' 120.0 . . ?
C13' C12' O4' 118.5(13) . . ?
C17' C12' O4' 119.1(14) . . ?
C12' C13' C14' 120.0 . . ?
C12' C13' H13' 120.0 . . ?
C14' C13' H13' 120.0 . . ?
C15' C14' C13' 120.0 . . ?
C15' C14' H14' 120.0 . . ?
C13' C14' H14' 120.0 . . ?
C14' C15' C16' 120.0 . . ?
C14' C15' H15' 120.0 . . ?
C16' C15' H15' 120.0 . . ?
C17' C16' C15' 120.0 . . ?
C17' C16' H16' 120.0 . . ?
C15' C16' H16' 120.0 . . ?
C16' C17' C12' 120.0 . . ?
C16' C17' H17' 120.0 . . ?
C12' C17' H17' 120.0 . . ?
C23C C18C C19C 120.0(13) . . ?
C23C C18C C9C 114.5(12) . . ?
C19C C18C C9C 125.5(12) . . ?
C18C C19C C20C 117.3(13) . . ?
C18C C19C H19C 121.4 . . ?
C20C C19C H19C 121.4 . . ?
C21C C20C C19C 118.2(15) . . ?
C21C C20C H20C 120.9 . . ?
C19C C20C H20C 120.9 . . ?
C20C C21C C22C 125.6(17) . . ?
C20C C21C Cl1C 115.0(17) . . ?
C22C C21C Cl1C 119.4(15) . . ?
C21C C22C C23C 114.1(17) . . ?
C21C C22C H22C 123.0 . . ?
C23C C22C H22C 123.0 . . ?
C18C C23C C22C 124.5(15) . . ?
C18C C23C H23C 117.7 . . ?
C22C C23C H23C 117.7 . . ?

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
C8 N1 C1 O1 179.5(13) . . . . ?
C9 N1 C1 O1 3.6(19) . . . . ?
C8 N1 C1 C2 2.5(13) . . . . ?
C9 N1 C1 C2 -173.4(10) . . . . ?
O1 C1 C2 C3 5(3) . . . . ?
N1 C1 C2 C3 -178.7(15) . . . . ?
O1 C1 C2 C7 -178.3(15) . . . . ?
N1 C1 C2 C7 -1.7(14) . . . . ?
C7 C2 C3 C4 0(2) . . . . ?
C1 C2 C3 C4 176.7(14) . . . . ?
C2 C3 C4 C5 -5(3) . . . . ?
C3 C4 C5 C6 8(3) . . . . ?
C4 C5 C6 C7 -5(2) . . . . ?
C5 C6 C7 C2 0(2) . . . . ?
C5 C6 C7 C8 -173.8(13) . . . . ?
C3 C2 C7 C6 3(2) . . . . ?
C1 C2 C7 C6 -174.6(11) . . . . ?
C3 C2 C7 C8 177.6(13) . . . . ?
C1 C2 C7 C8 0.3(13) . . . . ?
C1 N1 C8 O2 -178.9(13) . . . . ?
C9 N1 C8 O2 -3.0(19) . . . . ?
C1 N1 C8 C7 -2.3(12) . . . . ?
C9 N1 C8 C7 173.6(9) . . . . ?
C6 C7 C8 O2 -8(2) . . . . ?
C2 C7 C8 O2 177.8(13) . . . . ?
C6 C7 C8 N1 175.4(13) . . . . ?
C2 C7 C8 N1 1.2(13) . . . . ?
C8 N1 C9 C10 -49.9(14) . . . . ?
C1 N1 C9 C10 125.5(12) . . . . ?
C8 N1 C9 C18 81.5(13) . . . . ?
C1 N1 C9 C18 -103.1(12) . . . . ?
N1 C9 C10 C11 -49.5(14) . . . . ?
C18 C9 C10 C11 -179.0(10) . . . . ?
C12 O4 C11 O3 3.9(19) . . . . ?
C12 O4 C11 C10 -176.5(10) . . . . ?
C9 C10 C11 O3 -15.8(16) . . . . ?
C9 C10 C11 O4 164.6(11) . . . . ?
C11 O4 C12 C13 -90.2(14) . . . . ?
C11 O4 C12 C17 94.2(14) . . . . ?
C17 C12 C13 C14 0.2(19) . . . . ?
O4 C12 C13 C14 -175.1(11) . . . . ?
C12 C13 C14 C15 -2(2) . . . . ?
C13 C14 C15 C16 3(2) . . . . ?
C14 C15 C16 C17 -2(2) . . . . ?
C15 C16 C17 C12 0(2) . . . . ?
C13 C12 C17 C16 1(2) . . . . ?
O4 C12 C17 C16 176.6(12) . . . . ?
N1 C9 C18 C19 94.9(12) . . . . ?
C10 C9 C18 C19 -134.9(11) . . . . ?
N1 C9 C18 C23 -82.9(15) . . . . ?
C10 C9 C18 C23 47.4(15) . . . . ?
C23 C18 C19 C20 0.4(17) . . . . ?
C9 C18 C19 C20 -177.4(10) . . . . ?
C18 C19 C20 C21 -0.7(18) . . . . ?
C19 C20 C21 C22 -2(2) . . . . ?
C19 C20 C21 Cl1 -178.3(9) . . . . ?
C20 C21 C22 C23 6(3) . . . . ?
Cl1 C21 C22 C23 -178.5(14) . . . . ?
C21 C22 C23 C18 -6(3) . . . . ?
C19 C18 C23 C22 3(2) . . . . ?
C9 C18 C23 C22 -179.3(15) . . . . ?
C8A N1A C1A O1A -179.0(10) . . . . ?
C9A N1A C1A O1A 8.7(14) . . . . ?
C8A N1A C1A C2A -0.6(10) . . . . ?
C9A N1A C1A C2A -172.9(8) . . . . ?
O1A C1A C2A C7A 177.9(11) . . . . ?
N1A C1A C2A C7A -0.5(10) . . . . ?
O1A C1A C2A C3A -0.4(18) . . . . ?
N1A C1A C2A C3A -178.7(9) . . . . ?
C7A C2A C3A C4A 1.3(15) . . . . ?
C1A C2A C3A C4A 179.3(10) . . . . ?
C2A C3A C4A C5A -2.4(17) . . . . ?
C3A C4A C5A C6A 3.8(19) . . . . ?
C4A C5A C6A C7A -3.7(18) . . . . ?
C3A C2A C7A C6A -1.4(14) . . . . ?
C1A C2A C7A C6A -179.8(9) . . . . ?
C3A C2A C7A C8A 179.7(9) . . . . ?
C1A C2A C7A C8A 1.3(11) . . . . ?
C5A C6A C7A C2A 2.7(16) . . . . ?
C5A C6A C7A C8A -178.7(11) . . . . ?
C1A N1A C8A O2A -179.9(9) . . . . ?
C9A N1A C8A O2A -8.2(15) . . . . ?
C1A N1A C8A C7A 1.3(10) . . . . ?
C9A N1A C8A C7A 173.0(8) . . . . ?
C2A C7A C8A O2A 179.6(10) . . . . ?
C6A C7A C8A O2A 0.9(18) . . . . ?
C2A C7A C8A N1A -1.6(10) . . . . ?
C6A C7A C8A N1A 179.6(10) . . . . ?
C8A N1A C9A C10A -50.2(12) . . . . ?
C1A N1A C9A C10A 120.8(9) . . . . ?
C8A N1A C9A C18A 77.6(11) . . . . ?
C1A N1A C9A C18A -111.3(9) . . . . ?
N1A C9A C10A C11A -60.6(11) . . . . ?
C18A C9A C10A C11A 173.9(9) . . . . ?
C12A O4A C11A O3A 10.2(17) . . . . ?
C12A O4A C11A C10A -176.7(9) . . . . ?
C9A C10A C11A O3A -13.1(16) . . . . ?
C9A C10A C11A O4A 173.6(9) . . . . ?
C11A O4A C12A C13A 97.0(13) . . . . ?
C11A O4A C12A C17A -79.0(12) . . . . ?
C17A C12A C13A C14A -3(2) . . . . ?
O4A C12A C13A C14A -178.8(12) . . . . ?
C12A C13A C14A C15A -1(2) . . . . ?
C13A C14A C15A C16A 2(2) . . . . ?
C14A C15A C16A C17A 0.1(19) . . . . ?
C13A C12A C17A C16A 5.1(16) . . . . ?
O4A C12A C17A C16A -179.1(8) . . . . ?
C15A C16A C17A C12A -3.7(16) . . . . ?
N1A C9A C18A C23A -87.1(13) . . . . ?
C10A C9A C18A C23A 38.4(16) . . . . ?
N1A C9A C18A C19A 93.5(11) . . . . ?
C10A C9A C18A C19A -141.0(10) . . . . ?
C23A C18A C19A C20A -1.2(18) . . . . ?
C9A C18A C19A C20A 178.3(11) . . . . ?
C18A C19A C20A C21A 1(2) . . . . ?
C19A C20A C21A C22A 1(2) . . . . ?
C19A C20A C21A Cl1A 179.6(10) . . . . ?
C20A C21A C22A C23A -1(3) . . . . ?
Cl1A C21A C22A C23A 179.8(12) . . . . ?
C19A C18A C23A C22A 1(2) . . . . ?
C9A C18A C23A C22A -178.9(13) . . . . ?
C21A C22A C23A C18A 1(3) . . . . ?
C8B N1B C1B O1B 178.6(12) . . . . ?
C9B N1B C1B O1B -1.4(18) . . . . ?
C8B N1B C1B C2B -0.3(11) . . . . ?
C9B N1B C1B C2B 179.7(9) . . . . ?
O1B C1B C2B C7B -179.4(14) . . . . ?
N1B C1B C2B C7B -0.5(14) . . . . ?
O1B C1B C2B C3B 0(2) . . . . ?
N1B C1B C2B C3B 179.2(14) . . . . ?
C7B C2B C3B C4B 1(3) . . . . ?
C1B C2B C3B C4B -179.2(17) . . . . ?
C2B C3B C4B C5B -2(4) . . . . ?
C3B C4B C5B C6B 5(5) . . . . ?
C4B C5B C6B C7B -6(4) . . . . ?
C3B C2B C7B C6B -1(2) . . . . ?
C1B C2B C7B C6B 178.3(12) . . . . ?
C3B C2B C7B C8B -178.6(14) . . . . ?
C1B C2B C7B C8B 1.1(15) . . . . ?
C5B C6B C7B C2B 4(2) . . . . ?
C5B C6B C7B C8B -179.3(17) . . . . ?
C1B N1B C8B O2B 178.8(11) . . . . ?
C9B N1B C8B O2B -1.2(15) . . . . ?
C1B N1B C8B C7B 1.0(11) . . . . ?
C9B N1B C8B C7B -179.0(9) . . . . ?
C2B C7B C8B O2B -179.0(13) . . . . ?
C6B C7B C8B O2B 4(2) . . . . ?
C2B C7B C8B N1B -1.3(14) . . . . ?
C6B C7B C8B N1B -178.3(13) . . . . ?
C1B N1B C9B C18B 73.7(12) . . . . ?
C8B N1B C9B C18B -106.3(10) . . . . ?
C1B N1B C9B C10B -57.5(13) . . . . ?
C8B N1B C9B C10B 122.5(9) . . . . ?
N1B C9B C10B C11B -45.7(12) . . . . ?
C18B C9B C10B C11B -175.0(10) . . . . ?
C12B O4B C11B O3B 0.2(13) . . . . ?
C12B O4B C11B C10B 178.8(8) . . . . ?
C9B C10B C11B O3B 96.1(12) . . . . ?
C9B C10B C11B O4B -82.4(10) . . . . ?
C11B O4B C12B C13B 90.7(11) . . . . ?
C11B O4B C12B C17B -89.6(11) . . . . ?
C17B C12B C13B C14B 2.3(16) . . . . ?
O4B C12B C13B C14B -178.0(10) . . . . ?
C12B C13B C14B C15B -0.9(17) . . . . ?
C13B C14B C15B C16B -0.5(18) . . . . ?
C14B C15B C16B C17B 0.5(19) . . . . ?
C15B C16B C17B C12B 0.9(18) . . . . ?
C13B C12B C17B C16B -2.3(16) . . . . ?
O4B C12B C17B C16B 177.9(10) . . . . ?
N1B C9B C18B C19B 88.7(11) . . . . ?
C10B C9B C18B C19B -142.3(10) . . . . ?
N1B C9B C18B C23B -85.2(11) . . . . ?
C10B C9B C18B C23B 43.7(12) . . . . ?
C23B C18B C19B C20B -4.4(16) . . . . ?
C9B C18B C19B C20B -178.7(10) . . . . ?
C18B C19B C20B C21B -0.1(18) . . . . ?
C19B C20B C21B C22B 3.7(17) . . . . ?
C19B C20B C21B Cl1B -177.7(9) . . . . ?
C20B C21B C22B C23B -2.6(17) . . . . ?
Cl1B C21B C22B C23B 178.9(8) . . . . ?
C19B C18B C23B C22B 5.6(15) . . . . ?
C9B C18B C23B C22B 179.8(9) . . . . ?
C21B C22B C23B C18B -2.3(17) . . . . ?
C8C N1C C1C O1C 178.4(13) . . . . ?
C9C N1C C1C O1C -13(2) . . . . ?
C8C N1C C1C C2C 2.0(13) . . . . ?
C9C N1C C1C C2C 170.3(11) . . . . ?
O1C C1C C2C C3C 2(2) . . . . ?
N1C C1C C2C C3C 177.8(13) . . . . ?
O1C C1C C2C C7C -177.3(14) . . . . ?
N1C C1C C2C C7C -1.1(13) . . . . ?
C7C C2C C3C C4C 0.8(19) . . . . ?
C1C C2C C3C C4C -177.9(12) . . . . ?
C2C C3C C4C C5C -1(2) . . . . ?
C3C C4C C5C C6C 1.5(19) . . . . ?
C4C C5C C6C C7C -2.2(17) . . . . ?
C5C C6C C7C C2C 2.3(16) . . . . ?
C5C C6C C7C C8C 179.3(11) . . . . ?
C3C C2C C7C C6C -1.7(18) . . . . ?
C1C C2C C7C C6C 177.4(10) . . . . ?
C3C C2C C7C C8C -179.2(11) . . . . ?
C1C C2C C7C C8C -0.1(13) . . . . ?
C1C N1C C8C O2C 179.7(13) . . . . ?
C9C N1C C8C O2C 9.5(19) . . . . ?
C1C N1C C8C C7C -2.0(13) . . . . ?
C9C N1C C8C C7C -172.3(9) . . . . ?
C6C C7C C8C O2C 2(2) . . . . ?
C2C C7C C8C O2C 179.4(14) . . . . ?
C6C C7C C8C N1C -175.9(11) . . . . ?
C2C C7C C8C N1C 1.3(13) . . . . ?
C8C N1C C9C C18C -111.6(13) . . . . ?
C1C N1C C9C C18C 80.6(16) . . . . ?
C8C N1C C9C C10C 124.7(12) . . . . ?
C1C N1C C9C C10C -43.1(18) . . . . ?
N1C C9C C10C C11' -46.9(19) . . . . ?
C18C C9C C10C C11' -173.1(15) . . . . ?
N1C C9C C10C C11C -78(2) . . . . ?
C18C C9C C10C C11C 156(2) . . . . ?
C12C O3C C11C O4C 5(6) . . . . ?
C12C O3C C11C C10C 168(3) . . . . ?
C9C C10C C11C O3C 131(4) . . . . ?
C11' C10C C11C O3C 30(3) . . . . ?
C9C C10C C11C O4C -68(6) . . . . ?
C11' C10C C11C O4C -169(10) . . . . ?
C11C O3C C12C C13C -150(4) . . . . ?
C11C O3C C12C C17C 70(5) . . . . ?
C17C C12C C13C C14C 0.0 . . . . ?
O3C C12C C13C C14C -152(2) . . . . ?
C12C C13C C14C C15C 0.0 . . . . ?
C13C C14C C15C C16C 0.0 . . . . ?
C14C C15C C16C C17C 0.0 . . . . ?
C15C C16C C17C C12C 0.0 . . . . ?
C13C C12C C17C C16C 0.0 . . . . ?
O3C C12C C17C C16C 131(3) . . . . ?
C12' O4' C11' O3' 1(4) . . . . ?
C12' O4' C11' C10C -175.7(19) . . . . ?
C9C C10C C11' O3' 61(4) . . . . ?
C11C C10C C11' O3' 153(7) . . . . ?
C9C C10C C11' O4' -122(2) . . . . ?
C11C C10C C11' O4' -31(4) . . . . ?
C11' O4' C12' C13' 120.4(19) . . . . ?
C11' O4' C12' C17' -77(2) . . . . ?
C17' C12' C13' C14' 0.0 . . . . ?
O4' C12' C13' C14' 162.0(16) . . . . ?
C12' C13' C14' C15' 0.0 . . . . ?
C13' C14' C15' C16' 0.0 . . . . ?
C14' C15' C16' C17' 0.0 . . . . ?
C15' C16' C17' C12' 0.0 . . . . ?
C13' C12' C17' C16' 0.0 . . . . ?
O4' C12' C17' C16' -161.9(16) . . . . ?
N1C C9C C18C C23C 128.7(13) . . . . ?
C10C C9C C18C C23C -107.3(15) . . . . ?
N1C C9C C18C C19C -51.6(19) . . . . ?
C10C C9C C18C C19C 72.3(18) . . . . ?
C23C C18C C19C C20C 0(2) . . . . ?
C9C C18C C19C C20C -179.2(13) . . . . ?
C18C C19C C20C C21C -2(2) . . . . ?
C19C C20C C21C C22C 0(3) . . . . ?
C19C C20C C21C Cl1C -178.3(12) . . . . ?
C20C C21C C22C C23C 4(3) . . . . ?
Cl1C C21C C22C C23C -177.8(12) . . . . ?
C19C C18C C23C C22C 4(3) . . . . ?
C9C C18C C23C C22C -176.3(15) . . . . ?
C21C C22C C23C C18C -6(3) . . . . ?

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
C9 H9 O3B 0.98 2.39 3.311(14) 157.2 1_565
C10 H10B O2 0.97 2.50 3.021(15) 113.7 .
C10A H10D O2A 0.97 2.45 3.070(14) 121.3 .
C13A H13A O1 0.93 2.59 3.357(16) 140.4 1_554
C10B H10E O3 0.97 2.50 3.426(14) 160.5 1_545
C10C H10G O1C 0.96 2.41 3.14(2) 132.8 .
C13' H13' O1A 0.93 2.57 3.440(15) 156.5 1_445

_refine_diff_density_max         0.285
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.045

_shelxl_version_number           2013-4

