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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Complex1
_database_code_depnum_ccdc_archive 'CCDC 2209748'
loop_
_audit_author_name
_audit_author_address
'ARUMUGAM RAMAR'
;tifrh
India
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-05-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C27 H18 B Br F2 N3 O), C H2 Cl2'
_chemical_formula_sum            'C55 H38 B2 Br2 Cl2 F4 N6 O2'
_chemical_formula_weight         1143.25

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.1247(2)
_cell_length_b                   11.5918(3)
_cell_length_c                   13.4085(4)
_cell_angle_alpha                111.653(3)
_cell_angle_beta                 93.085(2)
_cell_angle_gamma                108.122(2)
_cell_volume                     1229.75(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7603
_cell_measurement_theta_min      3.0900
_cell_measurement_theta_max      28.0460

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.544
_exptl_crystal_F_000             576
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.823
_shelx_estimated_absorpt_T_min   0.784
_shelx_estimated_absorpt_T_max   0.839
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.56837
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21849
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.100
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5026
_reflns_number_gt                4103
_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 1.171.39.29d (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.1232P)²+5.4205P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5026
_refine_ls_number_parameters     607
_refine_ls_number_restraints     2776
_refine_ls_R_factor_all          0.0990
_refine_ls_R_factor_gt           0.0823
_refine_ls_wR_factor_ref         0.2270
_refine_ls_wR_factor_gt          0.2163
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      0.874
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.001

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
Br1 Br 0.2585(4) 0.7937(3) -0.0603(2) 0.0363(4) Uani 0.858(10) 1 d D U P A 1
Br1A Br 0.281(3) 0.778(2) -0.0775(19) 0.060(5) Uani 0.142(10) 1 d D U P A 2
F1 F 1.0802(5) 1.0979(4) 0.7838(3) 0.0539(11) Uani 1 1 d . U . . .
F2 F 1.0969(4) 0.8974(4) 0.7603(3) 0.0405(8) Uani 1 1 d . U . . .
O1 O 1.1776(7) 0.9963(6) 0.6367(4) 0.0393(17) Uani 0.858(10) 1 d D U P A 1
O1A O 1.178(3) 0.964(4) 0.6341(18) 0.038(5) Uani 0.142(10) 1 d D U P A 2
N1 N 0.8988(7) 0.8996(7) 0.6377(5) 0.0340(17) Uani 0.858(10) 1 d D U P A 1
N1A N 0.900(2) 0.918(5) 0.635(2) 0.035(4) Uani 0.142(10) 1 d D U P A 2
N2 N 0.7148(7) 0.7623(9) 0.4918(5) 0.0321(14) Uani 0.858(10) 1 d D U P A 1
N2A N 0.703(3) 0.770(5) 0.500(2) 0.031(4) Uani 0.142(10) 1 d D U P A 2
N3 N 0.3458(11) 0.3882(6) 0.0890(6) 0.052(2) Uani 0.858(10) 1 d D U P A 1
N3A N 0.382(5) 0.392(2) 0.094(2) 0.030(4) Uani 0.142(10) 1 d D U P A 2
C1 C 0.8651(7) 0.8245(14) 0.5322(6) 0.0290(15) Uani 0.858(10) 1 d D U P A 1
C1A C 0.856(2) 0.820(9) 0.537(3) 0.033(4) Uani 0.142(10) 1 d D U P A 2
C2 C 0.6384(8) 0.8037(12) 0.5803(7) 0.0319(16) Uani 0.858(10) 1 d D U P A 1
C2A C 0.638(2) 0.820(8) 0.592(3) 0.033(4) Uani 0.142(10) 1 d D U P A 2
C3 C 0.4828(8) 0.7750(11) 0.5817(6) 0.0339(16) Uani 0.858(10) 1 d D U P A 1
H3 H 0.407360 0.716470 0.519121 0.041 Uiso 0.858(10) 1 calc R U P A 1
C3A C 0.485(3) 0.791(7) 0.606(4) 0.035(5) Uani 0.142(10) 1 d D U P A 2
H3A H 0.403102 0.726130 0.550211 0.041 Uiso 0.142(10) 1 calc R U P A 2
C4 C 0.4410(8) 0.8357(9) 0.6791(7) 0.0326(17) Uani 0.858(10) 1 d D U P A 1
H4 H 0.335224 0.817790 0.682629 0.039 Uiso 0.858(10) 1 calc R U P A 1
C4A C 0.459(4) 0.861(6) 0.708(4) 0.032(5) Uani 0.142(10) 1 d D U P A 2
H4A H 0.357520 0.855177 0.717397 0.039 Uiso 0.142(10) 1 calc R U P A 2
C5 C 0.5547(10) 0.9238(11) 0.7729(6) 0.0360(18) Uani 0.858(10) 1 d D U P A 1
H5 H 0.523545 0.963243 0.838005 0.043 Uiso 0.858(10) 1 calc R U P A 1
C5A C 0.583(4) 0.940(7) 0.797(3) 0.034(5) Uani 0.142(10) 1 d D U P A 2
H5A H 0.562122 0.978345 0.866689 0.041 Uiso 0.142(10) 1 calc R U P A 2
C6 C 0.7134(10) 0.9532(16) 0.7701(6) 0.0400(19) Uani 0.858(10) 1 d D U P A 1
H6 H 0.790047 1.013054 0.831679 0.048 Uiso 0.858(10) 1 calc R U P A 1
C6A C 0.737(4) 0.962(9) 0.783(3) 0.033(5) Uani 0.142(10) 1 d D U P A 2
H6A H 0.820959 1.006099 0.842379 0.039 Uiso 0.142(10) 1 calc R U P A 2
C7 C 0.7528(7) 0.8893(7) 0.6714(6) 0.0312(17) Uani 0.858(10) 1 d D U P A 1
C7A C 0.759(2) 0.915(5) 0.676(2) 0.034(4) Uani 0.142(10) 1 d D U P A 2
C8 C 1.0021(9) 0.8238(10) 0.4723(6) 0.0316(17) Uani 0.858(10) 1 d D U P A 1
C8A C 0.986(3) 0.806(7) 0.472(3) 0.034(4) Uani 0.142(10) 1 d D U P A 2
C9 C 0.9825(10) 0.7451(8) 0.3586(7) 0.041(2) Uani 0.858(10) 1 d D U P A 1
H9 H 0.883390 0.687746 0.317541 0.050 Uiso 0.858(10) 1 calc R U P A 1
C9A C 0.962(4) 0.714(4) 0.362(2) 0.031(4) Uani 0.142(10) 1 d D U P A 2
H9A H 0.863159 0.648964 0.328063 0.038 Uiso 0.142(10) 1 calc R U P A 2
C10 C 1.1155(11) 0.7558(8) 0.3098(6) 0.0359(19) Uani 0.858(10) 1 d D U P A 1
H10 H 1.106553 0.704104 0.236147 0.043 Uiso 0.858(10) 1 calc R U P A 1
C10A C 1.087(5) 0.722(5) 0.306(3) 0.034(5) Uani 0.142(10) 1 d D U P A 2
H10A H 1.072278 0.664886 0.233066 0.041 Uiso 0.142(10) 1 calc R U P A 2
C11 C 1.2581(10) 0.8433(9) 0.3721(7) 0.0349(18) Uani 0.858(10) 1 d D U P A 1
H11 H 1.346364 0.850243 0.339949 0.042 Uiso 0.858(10) 1 calc R U P A 1
C11A C 1.230(5) 0.814(6) 0.360(3) 0.034(5) Uani 0.142(10) 1 d D U P A 2
H11A H 1.314056 0.819937 0.323409 0.041 Uiso 0.142(10) 1 calc R U P A 2
C12 C 1.2752(10) 0.9197(12) 0.4786(7) 0.0384(18) Uani 0.858(10) 1 d D U P A 1
H12 H 1.374353 0.979677 0.517654 0.046 Uiso 0.858(10) 1 calc R U P A 1
C12A C 1.256(5) 0.899(8) 0.466(3) 0.037(5) Uani 0.142(10) 1 d D U P A 2
H12A H 1.356260 0.960381 0.499987 0.044 Uiso 0.142(10) 1 calc R U P A 2
C13 C 1.1518(10) 0.9115(12) 0.5299(6) 0.0344(17) Uani 0.858(10) 1 d D U P A 1
C13A C 1.138(4) 0.896(9) 0.524(2) 0.035(4) Uani 0.142(10) 1 d D U P A 2
C14 C 0.6317(8) 0.6631(7) 0.3825(5) 0.0281(16) Uani 0.858(10) 1 d D U P A 1
C14A C 0.614(4) 0.667(3) 0.394(2) 0.029(4) Uani 0.142(10) 1 d D U P A 2
C15 C 0.570(2) 0.7018(8) 0.3086(9) 0.027(2) Uani 0.858(10) 1 d D U P A 1
H15 H 0.591573 0.791031 0.323442 0.032 Uiso 0.858(10) 1 calc R U P A 1
C15A C 0.582(13) 0.700(4) 0.308(5) 0.029(5) Uani 0.142(10) 1 d D U P A 2
H15A H 0.635851 0.783589 0.309829 0.035 Uiso 0.142(10) 1 calc R U P A 2
C16 C 0.4734(17) 0.6017(6) 0.2110(6) 0.0230(16) Uani 0.858(10) 1 d D U P A 1
C16A C 0.466(12) 0.604(2) 0.219(4) 0.030(4) Uani 0.142(10) 1 d D U P A 2
C17 C 0.3875(6) 0.6023(5) 0.1185(4) 0.0255(10) Uani 1 1 d . U . . .
C18 C 0.3741(6) 0.7017(5) 0.0879(4) 0.0265(11) Uani 1 1 d . U . . .
C19 C 0.2794(7) 0.6632(6) -0.0112(5) 0.0325(12) Uani 1 1 d . U . . .
C20 C 0.2000(14) 0.5330(9) -0.0798(9) 0.048(3) Uani 0.858(10) 1 d D U P A 1
H20 H 0.133312 0.511896 -0.143917 0.058 Uiso 0.858(10) 1 calc R U P A 1
C20A C 0.230(8) 0.523(4) -0.084(5) 0.036(6) Uani 0.142(10) 1 d D U P A 2
H20A H 0.178397 0.497564 -0.155024 0.043 Uiso 0.142(10) 1 calc R U P A 2
C21 C 0.2183(14) 0.4344(9) -0.0547(8) 0.055(3) Uani 0.858(10) 1 d D U P A 1
H21 H 0.171128 0.345969 -0.103575 0.066 Uiso 0.858(10) 1 calc R U P A 1
C21A C 0.252(7) 0.427(4) -0.058(3) 0.034(5) Uani 0.142(10) 1 d D U P A 2
H21A H 0.207161 0.337708 -0.105723 0.041 Uiso 0.142(10) 1 calc R U P A 2
C22 C 0.3094(11) 0.4686(8) 0.0461(7) 0.042(2) Uani 0.858(10) 1 d D U P A 1
C22A C 0.343(7) 0.463(3) 0.043(3) 0.036(4) Uani 0.142(10) 1 d D U P A 2
C23 C 0.3036(9) 0.2414(7) 0.0323(6) 0.0419(18) Uani 0.858(10) 1 d D U P A 1
H23A H 0.300913 0.214928 -0.045532 0.050 Uiso 0.858(10) 1 calc R U P A 1
H23B H 0.379151 0.213081 0.061380 0.050 Uiso 0.858(10) 1 calc R U P A 1
C23A C 0.414(4) 0.267(3) 0.046(3) 0.053(5) Uani 0.142(10) 1 d D U P A 2
H23C H 0.463263 0.264732 -0.016560 0.064 Uiso 0.142(10) 1 calc R U P A 2
H23D H 0.483313 0.261008 0.099441 0.064 Uiso 0.142(10) 1 calc R U P A 2
C24 C 0.1511(11) 0.1845(12) 0.0528(9) 0.066(3) Uani 0.858(10) 1 d D U P A 1
H24A H 0.077651 0.212389 0.022564 0.098 Uiso 0.858(10) 1 calc R U P A 1
H24B H 0.155402 0.213483 0.130213 0.098 Uiso 0.858(10) 1 calc R U P A 1
H24C H 0.118108 0.089328 0.019399 0.098 Uiso 0.858(10) 1 calc R U P A 1
C24A C 0.267(3) 0.159(3) 0.013(2) 0.015(6) Uani 0.142(10) 1 d D U P A 2
H24D H 0.230961 0.127072 -0.064368 0.022 Uiso 0.142(10) 1 calc R U P A 2
H24E H 0.190560 0.189189 0.051166 0.022 Uiso 0.142(10) 1 calc R U P A 2
H24F H 0.279468 0.088895 0.029734 0.022 Uiso 0.142(10) 1 calc R U P A 2
C25 C 0.4467(9) 0.4685(6) 0.1911(6) 0.0338(17) Uani 0.858(10) 1 d D U P A 1
C25A C 0.409(5) 0.471(3) 0.209(2) 0.031(4) Uani 0.142(10) 1 d D U P A 2
C26 C 0.5058(9) 0.4300(6) 0.2668(6) 0.0330(16) Uani 0.858(10) 1 d D U P A 1
H26 H 0.483896 0.340837 0.252450 0.040 Uiso 0.858(10) 1 calc R U P A 1
C26A C 0.452(5) 0.436(3) 0.293(2) 0.030(4) Uani 0.142(10) 1 d D U P A 2
H26A H 0.410105 0.349416 0.287060 0.036 Uiso 0.142(10) 1 calc R U P A 2
C27 C 0.5988(8) 0.5304(7) 0.3646(5) 0.0248(16) Uani 0.858(10) 1 d D U P A 1
H27 H 0.639004 0.509152 0.417972 0.030 Uiso 0.858(10) 1 calc R U P A 1
C27A C 0.561(6) 0.536(4) 0.384(3) 0.031(5) Uani 0.142(10) 1 d D U P A 2
H27A H 0.598500 0.515179 0.439171 0.037 Uiso 0.142(10) 1 calc R U P A 2
B1 B 1.0643(8) 0.9750(6) 0.7105(5) 0.0312(13) Uani 1 1 d D U . . .
Cl2 Cl 1.0351(12) 0.4889(11) 0.4855(8) 0.119(3) Uani 0.5 1 d D U P B -1
Cl3 Cl 0.8283(7) 0.5542(6) 0.6457(6) 0.111(2) Uani 0.5 1 d D U P B -1
C1B C 1.0184(12) 0.5666(13) 0.6240(10) 0.063(4) Uani 0.5 1 d D U P B -1
H1BA H 1.060264 0.527761 0.666222 0.075 Uiso 0.5 1 calc R U P B -1
H1BB H 1.083369 0.659956 0.652067 0.075 Uiso 0.5 1 calc R U P B -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C19 1.913(6) . ?
Br1A C19 1.85(2) . ?
F1 B1 1.357(7) . ?
F2 B1 1.389(7) . ?
O1 C13 1.362(8) . ?
O1 B1 1.497(9) . ?
O1A C13A 1.358(18) . ?
O1A B1 1.499(19) . ?
N1 C1 1.317(8) . ?
N1 C7 1.414(9) . ?
N1 B1 1.545(8) . ?
N1A C1A 1.319(19) . ?
N1A C7A 1.423(15) . ?
N1A B1 1.559(18) . ?
N2 C1 1.308(8) . ?
N2 C2 1.415(8) . ?
N2 C14 1.463(7) . ?
N2A C1A 1.316(17) . ?
N2A C2A 1.414(15) . ?
N2A C14A 1.460(14) . ?
N3 C22 1.371(9) . ?
N3 C25 1.407(8) . ?
N3 C23 1.493(10) . ?
N3A C22A 1.365(17) . ?
N3A C25A 1.438(17) . ?
N3A C23A 1.476(19) . ?
C1 C8 1.522(9) . ?
C1A C8A 1.524(15) . ?
C2 C3 1.356(10) . ?
C2 C7 1.375(9) . ?
C2A C3A 1.363(16) . ?
C2A C7A 1.374(17) . ?
C3 C4 1.374(10) . ?
C3 H3 0.9300 . ?
C3A C4A 1.386(19) . ?
C3A H3A 0.9300 . ?
C4 C5 1.398(10) . ?
C4 H4 0.9300 . ?
C4A C5A 1.40(2) . ?
C4A H4A 0.9300 . ?
C5 C6 1.387(11) . ?
C5 H5 0.9300 . ?
C5A C6A 1.382(19) . ?
C5A H5A 0.9300 . ?
C6 C7 1.386(10) . ?
C6 H6 0.9300 . ?
C6A C7A 1.388(19) . ?
C6A H6A 0.9300 . ?
C8 C13 1.393(9) . ?
C8 C9 1.425(10) . ?
C8A C13A 1.400(18) . ?
C8A C9A 1.415(17) . ?
C9 C10 1.404(11) . ?
C9 H9 0.9300 . ?
C9A C10A 1.403(19) . ?
C9A H9A 0.9300 . ?
C10 C11 1.362(11) . ?
C10 H10 0.9300 . ?
C10A C11A 1.357(19) . ?
C10A H10A 0.9300 . ?
C11 C12 1.342(10) . ?
C11 H11 0.9300 . ?
C11A C12A 1.349(18) . ?
C11A H11A 0.9300 . ?
C12 C13 1.347(10) . ?
C12 H12 0.9300 . ?
C12A C13A 1.357(17) . ?
C12A H12A 0.9300 . ?
C14 C15 1.388(9) . ?
C14 C27 1.396(8) . ?
C14A C15A 1.388(18) . ?
C14A C27A 1.396(17) . ?
C15 C16 1.397(8) . ?
C15 H15 0.9300 . ?
C15A C16A 1.394(19) . ?
C15A H15A 0.9300 . ?
C16 C25 1.403(8) . ?
C16 C17 1.435(9) . ?
C16A C25A 1.417(18) . ?
C16A C17 1.48(3) . ?
C17 C18 1.394(7) . ?
C17 C22 1.407(9) . ?
C17 C22A 1.46(3) . ?
C18 C19 1.383(7) . ?
C19 C20 1.369(10) . ?
C19 C20A 1.46(4) . ?
C20 C21 1.357(11) . ?
C20 H20 0.9300 . ?
C20A C21A 1.36(2) . ?
C20A H20A 0.9300 . ?
C21 C22 1.398(10) . ?
C21 H21 0.9300 . ?
C21A C22A 1.39(2) . ?
C21A H21A 0.9300 . ?
C23 C24 1.431(13) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23A C24A 1.43(2) . ?
C23A H23C 0.9700 . ?
C23A H23D 0.9700 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C24A H24D 0.9600 . ?
C24A H24E 0.9600 . ?
C24A H24F 0.9600 . ?
C25 C26 1.395(9) . ?
C25A C26A 1.397(17) . ?
C26 C27 1.391(8) . ?
C26 H26 0.9300 . ?
C26A C27A 1.393(17) . ?
C26A H26A 0.9300 . ?
C27 H27 0.9300 . ?
C27A H27A 0.9300 . ?
Cl2 C1B 1.779(9) . ?
Cl3 C1B 1.745(8) . ?
C1B H1BA 0.9700 . ?
C1B H1BB 0.9700 . ?

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
C13 O1 B1 122.8(5) . . ?
C13A O1A B1 125.0(19) . . ?
C1 N1 C7 105.9(5) . . ?
C1 N1 B1 126.6(6) . . ?
C7 N1 B1 127.4(5) . . ?
C1A N1A C7A 105.3(12) . . ?
C1A N1A B1 126(2) . . ?
C7A N1A B1 123.3(17) . . ?
C1 N2 C2 105.5(5) . . ?
C1 N2 C14 130.9(6) . . ?
C2 N2 C14 123.5(5) . . ?
C1A N2A C2A 105.0(12) . . ?
C1A N2A C14A 129.4(18) . . ?
C2A N2A C14A 124.8(16) . . ?
C22 N3 C25 108.6(5) . . ?
C22 N3 C23 126.3(6) . . ?
C25 N3 C23 124.7(6) . . ?
C22A N3A C25A 106.3(14) . . ?
C22A N3A C23A 128.8(19) . . ?
C25A N3A C23A 124.3(16) . . ?
N2 C1 N1 114.4(6) . . ?
N2 C1 C8 128.4(6) . . ?
N1 C1 C8 117.2(5) . . ?
N2A C1A N1A 114.0(18) . . ?
N2A C1A C8A 128.0(18) . . ?
N1A C1A C8A 116.0(17) . . ?
C3 C2 C7 122.7(6) . . ?
C3 C2 N2 129.7(6) . . ?
C7 C2 N2 107.5(6) . . ?
C3A C2A C7A 121.3(13) . . ?
C3A C2A N2A 131.1(14) . . ?
C7A C2A N2A 107.6(11) . . ?
C2 C3 C4 117.4(6) . . ?
C2 C3 H3 121.3 . . ?
C4 C3 H3 121.3 . . ?
C2A C3A C4A 116.8(16) . . ?
C2A C3A H3A 121.6 . . ?
C4A C3A H3A 121.6 . . ?
C3 C4 C5 121.2(6) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C3A C4A C5A 121.3(17) . . ?
C3A C4A H4A 119.3 . . ?
C5A C4A H4A 119.3 . . ?
C6 C5 C4 120.8(6) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C6A C5A C4A 120.4(15) . . ?
C6A C5A H5A 119.8 . . ?
C4A C5A H5A 119.8 . . ?
C7 C6 C5 117.0(6) . . ?
C7 C6 H6 121.5 . . ?
C5 C6 H6 121.5 . . ?
C5A C6A C7A 115.9(17) . . ?
C5A C6A H6A 122.0 . . ?
C7A C6A H6A 122.0 . . ?
C2 C7 C6 120.9(6) . . ?
C2 C7 N1 106.6(6) . . ?
C6 C7 N1 132.3(6) . . ?
C2A C7A C6A 121(2) . . ?
C2A C7A N1A 106.6(11) . . ?
C6A C7A N1A 129.4(18) . . ?
C13 C8 C9 118.7(6) . . ?
C13 C8 C1 118.1(6) . . ?
C9 C8 C1 123.0(6) . . ?
C13A C8A C9A 118.9(13) . . ?
C13A C8A C1A 116.5(14) . . ?
C9A C8A C1A 124.6(14) . . ?
C10 C9 C8 118.7(6) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
C10A C9A C8A 119.4(16) . . ?
C10A C9A H9A 120.3 . . ?
C8A C9A H9A 120.3 . . ?
C11 C10 C9 118.8(6) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C11A C10A C9A 118.5(15) . . ?
C11A C10A H10A 120.7 . . ?
C9A C10A H10A 120.7 . . ?
C12 C11 C10 122.2(7) . . ?
C12 C11 H11 118.9 . . ?
C10 C11 H11 118.9 . . ?
C12A C11A C10A 122.3(16) . . ?
C12A C11A H11A 118.9 . . ?
C10A C11A H11A 118.9 . . ?
C11 C12 C13 121.4(6) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C11A C12A C13A 121.5(16) . . ?
C11A C12A H12A 119.2 . . ?
C13A C12A H12A 119.2 . . ?
C12 C13 O1 117.8(6) . . ?
C12 C13 C8 120.2(6) . . ?
O1 C13 C8 121.9(6) . . ?
C12A C13A O1A 117.7(18) . . ?
C12A C13A C8A 119.2(13) . . ?
O1A C13A C8A 122(2) . . ?
C15 C14 C27 123.1(5) . . ?
C15 C14 N2 119.7(6) . . ?
C27 C14 N2 116.5(5) . . ?
C15A C14A C27A 122.3(13) . . ?
C15A C14A N2A 120.5(15) . . ?
C27A C14A N2A 117.2(15) . . ?
C14 C15 C16 117.5(6) . . ?
C14 C15 H15 121.2 . . ?
C16 C15 H15 121.2 . . ?
C14A C15A C16A 118(2) . . ?
C14A C15A H15A 121.2 . . ?
C16A C15A H15A 121.2 . . ?
C15 C16 C25 119.2(6) . . ?
C15 C16 C17 133.5(6) . . ?
C25 C16 C17 107.3(5) . . ?
C15A C16A C25A 119.2(15) . . ?
C15A C16A C17 134(3) . . ?
C25A C16A C17 106.2(19) . . ?
C18 C17 C22 118.9(5) . . ?
C18 C17 C16 134.3(5) . . ?
C22 C17 C16 106.7(5) . . ?
C18 C17 C22A 123.9(11) . . ?
C18 C17 C16A 133.5(10) . . ?
C22A C17 C16A 101.9(17) . . ?
C19 C18 C17 117.8(5) . . ?
C20 C19 C18 123.0(6) . . ?
C18 C19 C20A 116.0(14) . . ?
C18 C19 Br1A 123.2(8) . . ?
C20A C19 Br1A 115.8(17) . . ?
C20 C19 Br1 116.7(5) . . ?
C18 C19 Br1 120.3(4) . . ?
C21 C20 C19 120.3(7) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C21A C20A C19 125(3) . . ?
C21A C20A H20A 117.3 . . ?
C19 C20A H20A 117.3 . . ?
C20 C21 C22 118.6(7) . . ?
C20 C21 H21 120.7 . . ?
C22 C21 H21 120.7 . . ?
C20A C21A C22A 119(2) . . ?
C20A C21A H21A 120.7 . . ?
C22A C21A H21A 120.7 . . ?
N3 C22 C21 129.4(7) . . ?
N3 C22 C17 109.3(5) . . ?
C21 C22 C17 121.3(7) . . ?
N3A C22A C21A 132(2) . . ?
N3A C22A C17 110.7(15) . . ?
C21A C22A C17 116(2) . . ?
C24 C23 N3 105.5(8) . . ?
C24 C23 H23A 110.6 . . ?
N3 C23 H23A 110.6 . . ?
C24 C23 H23B 110.6 . . ?
N3 C23 H23B 110.6 . . ?
H23A C23 H23B 108.8 . . ?
C24A C23A N3A 108(2) . . ?
C24A C23A H23C 110.2 . . ?
N3A C23A H23C 110.2 . . ?
C24A C23A H23D 110.2 . . ?
N3A C23A H23D 110.2 . . ?
H23C C23A H23D 108.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23A C24A H24D 109.5 . . ?
C23A C24A H24E 109.5 . . ?
H24D C24A H24E 109.5 . . ?
C23A C24A H24F 109.5 . . ?
H24D C24A H24F 109.5 . . ?
H24E C24A H24F 109.5 . . ?
C26 C25 C16 123.0(5) . . ?
C26 C25 N3 128.8(6) . . ?
C16 C25 N3 108.1(6) . . ?
C26A C25A C16A 121.9(13) . . ?
C26A C25A N3A 125.9(19) . . ?
C16A C25A N3A 104.4(17) . . ?
C27 C26 C25 117.2(5) . . ?
C27 C26 H26 121.4 . . ?
C25 C26 H26 121.4 . . ?
C27A C26A C25A 117.8(14) . . ?
C27A C26A H26A 121.1 . . ?
C25A C26A H26A 121.1 . . ?
C26 C27 C14 119.8(5) . . ?
C26 C27 H27 120.1 . . ?
C14 C27 H27 120.1 . . ?
C26A C27A C14A 119.8(15) . . ?
C26A C27A H27A 120.1 . . ?
C14A C27A H27A 120.1 . . ?
F1 B1 F2 112.4(5) . . ?
F1 B1 O1 105.9(5) . . ?
F2 B1 O1 110.2(6) . . ?
F1 B1 O1A 117.9(17) . . ?
F2 B1 O1A 98(2) . . ?
F1 B1 N1 112.4(6) . . ?
F2 B1 N1 108.9(5) . . ?
O1 B1 N1 106.9(5) . . ?
F1 B1 N1A 106.6(17) . . ?
F2 B1 N1A 117(2) . . ?
O1A B1 N1A 105.2(17) . . ?
Cl3 C1B Cl2 115.4(7) . . ?
Cl3 C1B H1BA 108.4 . . ?
Cl2 C1B H1BA 108.4 . . ?
Cl3 C1B H1BB 108.4 . . ?
Cl2 C1B H1BB 108.4 . . ?
H1BA C1B H1BB 107.5 . . ?

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
C2 N2 C1 N1 1.9(18) . . . . ?
C14 N2 C1 N1 -174.3(9) . . . . ?
C2 N2 C1 C8 -176.0(15) . . . . ?
C14 N2 C1 C8 8(2) . . . . ?
C7 N1 C1 N2 -1.9(16) . . . . ?
B1 N1 C1 N2 174.2(11) . . . . ?
C7 N1 C1 C8 176.2(11) . . . . ?
B1 N1 C1 C8 -7.7(19) . . . . ?
C2A N2A C1A N1A -13(11) . . . . ?
C14A N2A C1A N1A 177(5) . . . . ?
C2A N2A C1A C8A -176(10) . . . . ?
C14A N2A C1A C8A 14(15) . . . . ?
C7A N1A C1A N2A 12(10) . . . . ?
B1 N1A C1A N2A 166(7) . . . . ?
C7A N1A C1A C8A 177(7) . . . . ?
B1 N1A C1A C8A -30(11) . . . . ?
C1 N2 C2 C3 175.8(17) . . . . ?
C14 N2 C2 C3 -8(2) . . . . ?
C1 N2 C2 C7 -1.0(16) . . . . ?
C14 N2 C2 C7 175.5(8) . . . . ?
C1A N2A C2A C3A -172(12) . . . . ?
C14A N2A C2A C3A -1(15) . . . . ?
C1A N2A C2A C7A 9(10) . . . . ?
C14A N2A C2A C7A 180(5) . . . . ?
C7 C2 C3 C4 0(2) . . . . ?
N2 C2 C3 C4 -176.2(14) . . . . ?
C7A C2A C3A C4A 0(14) . . . . ?
N2A C2A C3A C4A -179(9) . . . . ?
C2 C3 C4 C5 0.2(19) . . . . ?
C2A C3A C4A C5A -11(13) . . . . ?
C3 C4 C5 C6 0.4(19) . . . . ?
C3A C4A C5A C6A 7(13) . . . . ?
C4 C5 C6 C7 -1(2) . . . . ?
C4A C5A C6A C7A 7(13) . . . . ?
C3 C2 C7 C6 -1(2) . . . . ?
N2 C2 C7 C6 175.9(12) . . . . ?
C3 C2 C7 N1 -177.1(13) . . . . ?
N2 C2 C7 N1 0.0(13) . . . . ?
C5 C6 C7 C2 1.7(19) . . . . ?
C5 C6 C7 N1 176.4(10) . . . . ?
C1 N1 C7 C2 1.1(13) . . . . ?
B1 N1 C7 C2 -174.9(9) . . . . ?
C1 N1 C7 C6 -174.2(15) . . . . ?
B1 N1 C7 C6 9.8(17) . . . . ?
C3A C2A C7A C6A 15(13) . . . . ?
N2A C2A C7A C6A -166(8) . . . . ?
C3A C2A C7A N1A 178(9) . . . . ?
N2A C2A C7A N1A -3(9) . . . . ?
C5A C6A C7A C2A -18(12) . . . . ?
C5A C6A C7A N1A -177(7) . . . . ?
C1A N1A C7A C2A -5(8) . . . . ?
B1 N1A C7A C2A -160(6) . . . . ?
C1A N1A C7A C6A 156(9) . . . . ?
B1 N1A C7A C6A 2(10) . . . . ?
N2 C1 C8 C13 171.7(17) . . . . ?
N1 C1 C8 C13 -6.1(18) . . . . ?
N2 C1 C8 C9 -3(2) . . . . ?
N1 C1 C8 C9 178.8(13) . . . . ?
N2A C1A C8A C13A 164(11) . . . . ?
N1A C1A C8A C13A 1(11) . . . . ?
N2A C1A C8A C9A -13(15) . . . . ?
N1A C1A C8A C9A -175(9) . . . . ?
C13 C8 C9 C10 2.0(16) . . . . ?
C1 C8 C9 C10 177.2(11) . . . . ?
C13A C8A C9A C10A -5(11) . . . . ?
C1A C8A C9A C10A 172(8) . . . . ?
C8 C9 C10 C11 -1.5(14) . . . . ?
C8A C9A C10A C11A 3(10) . . . . ?
C9 C10 C11 C12 -0.2(17) . . . . ?
C9A C10A C11A C12A 0(12) . . . . ?
C10 C11 C12 C13 2(2) . . . . ?
C10A C11A C12A C13A 0(15) . . . . ?
C11 C12 C13 O1 -177.3(14) . . . . ?
C11 C12 C13 C8 -1(2) . . . . ?
B1 O1 C13 C12 -163.5(11) . . . . ?
B1 O1 C13 C8 20.3(18) . . . . ?
C9 C8 C13 C12 -0.8(19) . . . . ?
C1 C8 C13 C12 -176.2(14) . . . . ?
C9 C8 C13 O1 175.4(12) . . . . ?
C1 C8 C13 O1 0.0(19) . . . . ?
C11A C12A C13A O1A 167(9) . . . . ?
C11A C12A C13A C8A -2(15) . . . . ?
B1 O1A C13A C12A 178(7) . . . . ?
B1 O1A C13A C8A -13(12) . . . . ?
C9A C8A C13A C12A 5(13) . . . . ?
C1A C8A C13A C12A -172(9) . . . . ?
C9A C8A C13A O1A -164(9) . . . . ?
C1A C8A C13A O1A 20(12) . . . . ?
C1 N2 C14 C15 -99.6(17) . . . . ?
C2 N2 C14 C15 84.8(16) . . . . ?
C1 N2 C14 C27 89.8(15) . . . . ?
C2 N2 C14 C27 -85.7(13) . . . . ?
C1A N2A C14A C15A -90(10) . . . . ?
C2A N2A C14A C15A 102(10) . . . . ?
C1A N2A C14A C27A 91(9) . . . . ?
C2A N2A C14A C27A -77(8) . . . . ?
C27 C14 C15 C16 -2(2) . . . . ?
N2 C14 C15 C16 -171.5(11) . . . . ?
C27A C14A C15A C16A 14(13) . . . . ?
N2A C14A C15A C16A -165(8) . . . . ?
C14 C15 C16 C25 -1(2) . . . . ?
C14 C15 C16 C17 178.3(15) . . . . ?
C14A C15A C16A C25A -12(14) . . . . ?
C14A C15A C16A C17 173(10) . . . . ?
C15 C16 C17 C18 4(2) . . . . ?
C25 C16 C17 C18 -175.9(7) . . . . ?
C15 C16 C17 C22 -179.0(16) . . . . ?
C25 C16 C17 C22 0.9(13) . . . . ?
C15A C16A C17 C18 -17(16) . . . . ?
C25A C16A C17 C18 167(2) . . . . ?
C15A C16A C17 C22A 153(12) . . . . ?
C25A C16A C17 C22A -22(7) . . . . ?
C22 C17 C18 C19 2.3(9) . . . . ?
C16 C17 C18 C19 178.8(10) . . . . ?
C22A C17 C18 C19 17(3) . . . . ?
C16A C17 C18 C19 -175(6) . . . . ?
C17 C18 C19 C20 -0.4(11) . . . . ?
C17 C18 C19 C20A -13(4) . . . . ?
C17 C18 C19 Br1A -166.5(11) . . . . ?
C17 C18 C19 Br1 -178.7(4) . . . . ?
C18 C19 C20 C21 -3.4(16) . . . . ?
Br1 C19 C20 C21 175.0(10) . . . . ?
C18 C19 C20A C21A 9(9) . . . . ?
Br1A C19 C20A C21A 165(6) . . . . ?
C19 C20 C21 C22 5.0(19) . . . . ?
C19 C20A C21A C22A -7(11) . . . . ?
C25 N3 C22 C21 177.5(12) . . . . ?
C23 N3 C22 C21 4.7(18) . . . . ?
C25 N3 C22 C17 0.8(11) . . . . ?
C23 N3 C22 C17 -172.0(9) . . . . ?
C20 C21 C22 N3 -179.4(11) . . . . ?
C20 C21 C22 C17 -3.0(17) . . . . ?
C18 C17 C22 N3 176.4(7) . . . . ?
C16 C17 C22 N3 -1.0(12) . . . . ?
C18 C17 C22 C21 -0.6(13) . . . . ?
C16 C17 C22 C21 -178.0(11) . . . . ?
C25A N3A C22A C21A -152(7) . . . . ?
C23A N3A C22A C21A 37(9) . . . . ?
C25A N3A C22A C17 16(5) . . . . ?
C23A N3A C22A C17 -155(4) . . . . ?
C20A C21A C22A N3A 177(6) . . . . ?
C20A C21A C22A C17 9(9) . . . . ?
C18 C17 C22A N3A 175(3) . . . . ?
C16A C17 C22A N3A 4(7) . . . . ?
C18 C17 C22A C21A -15(7) . . . . ?
C16A C17 C22A C21A 174(6) . . . . ?
C22 N3 C23 C24 -87.7(12) . . . . ?
C25 N3 C23 C24 100.6(11) . . . . ?
C22A N3A C23A C24A -87(5) . . . . ?
C25A N3A C23A C24A 103(4) . . . . ?
C15 C16 C25 C26 3.3(19) . . . . ?
C17 C16 C25 C26 -176.5(8) . . . . ?
C15 C16 C25 N3 179.4(13) . . . . ?
C17 C16 C25 N3 -0.4(14) . . . . ?
C22 N3 C25 C26 175.6(9) . . . . ?
C23 N3 C25 C26 -11.4(16) . . . . ?
C22 N3 C25 C16 -0.2(13) . . . . ?
C23 N3 C25 C16 172.7(10) . . . . ?
C15A C16A C25A C26A 7(11) . . . . ?
C17 C16A C25A C26A -177(5) . . . . ?
C15A C16A C25A N3A -144(9) . . . . ?
C17 C16A C25A N3A 33(6) . . . . ?
C22A N3A C25A C26A -179(4) . . . . ?
C23A N3A C25A C26A -7(6) . . . . ?
C22A N3A C25A C16A -30(5) . . . . ?
C23A N3A C25A C16A 142(5) . . . . ?
C16 C25 C26 C27 -1.9(14) . . . . ?
N3 C25 C26 C27 -177.2(10) . . . . ?
C16A C25A C26A C27A -3(7) . . . . ?
N3A C25A C26A C27A 141(5) . . . . ?
C25 C26 C27 C14 -1.2(11) . . . . ?
C15 C14 C27 C26 3.0(15) . . . . ?
N2 C14 C27 C26 173.2(7) . . . . ?
C25A C26A C27A C14A 5(7) . . . . ?
C15A C14A C27A C26A -11(10) . . . . ?
N2A C14A C27A C26A 169(4) . . . . ?
C13 O1 B1 F1 -149.5(10) . . . . ?
C13 O1 B1 F2 88.7(10) . . . . ?
C13 O1 B1 N1 -29.5(12) . . . . ?
C13A O1A B1 F1 -129(6) . . . . ?
C13A O1A B1 F2 110(7) . . . . ?
C13A O1A B1 N1A -11(7) . . . . ?
C1 N1 B1 F1 139.5(11) . . . . ?
C7 N1 B1 F1 -45.2(10) . . . . ?
C1 N1 B1 F2 -95.3(12) . . . . ?
C7 N1 B1 F2 80.0(9) . . . . ?
C1 N1 B1 O1 23.8(13) . . . . ?
C7 N1 B1 O1 -161.0(8) . . . . ?
C1A N1A B1 F1 159(7) . . . . ?
C7A N1A B1 F1 -51(5) . . . . ?
C1A N1A B1 F2 -74(7) . . . . ?
C7A N1A B1 F2 75(5) . . . . ?
C1A N1A B1 O1A 34(8) . . . . ?
C7A N1A B1 O1A -177(5) . . . . ?

_refine_diff_density_max         1.692
_refine_diff_density_min         -0.812
_refine_diff_density_rms         0.136



####################################################################### 
# 
# 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_Ligand1
_database_code_depnum_ccdc_archive 'CCDC 2209750'
loop_
_audit_author_name
_audit_author_address
'ARUMUGAM RAMAR'
;tifrh
India
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-05-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H20 Br N3 O'
_chemical_formula_sum            'C27 H20 Br N3 O'
_chemical_formula_weight         482.37

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   5.9686(4)
_cell_length_b                   25.0587(15)
_cell_length_c                   14.3483(11)
_cell_angle_alpha                90
_cell_angle_beta                 94.521(7)
_cell_angle_gamma                90
_cell_volume                     2139.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3634
_cell_measurement_theta_min      2.8250
_cell_measurement_theta_max      25.9580

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.947
_shelx_estimated_absorpt_T_min   0.772
_shelx_estimated_absorpt_T_max   0.829
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.62422
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13804
_diffrn_reflns_av_unetI/netI     0.0574
_diffrn_reflns_av_R_equivalents  0.0544
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.824
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4333
_reflns_number_gt                3037
_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 1.171.39.29d (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0447P)²+0.3044P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4333
_refine_ls_number_parameters     291
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0749
_refine_ls_R_factor_gt           0.0437
_refine_ls_wR_factor_ref         0.1029
_refine_ls_wR_factor_gt          0.0935
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.002
_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
Br Br 1.01410(5) 0.66868(2) 0.97603(2) 0.06355(15) Uani 1 1 d . . . . .
N2 N 0.1709(3) 0.44690(7) 0.68714(14) 0.0352(5) Uani 1 1 d . . . . .
O003 O -0.3145(3) 0.33470(7) 0.75214(16) 0.0584(5) Uani 1 1 d . . . . .
H003 H -0.214095 0.333646 0.716314 0.088 Uiso 1 1 calc R U . . .
N3 N 0.1663(3) 0.66746(7) 0.72317(16) 0.0387(5) Uani 1 1 d . . . . .
N1 N 0.0625(3) 0.36133(7) 0.68319(15) 0.0390(5) Uani 1 1 d . . . . .
C26 C 0.3257(4) 0.58589(8) 0.75135(16) 0.0325(5) Uani 1 1 d . . . . .
C27 C 0.3362(4) 0.53057(9) 0.74486(17) 0.0344(6) Uani 1 1 d . . . . .
H27 H 0.458366 0.511934 0.772892 0.041 Uiso 1 1 calc R U . . .
C25 C 0.4691(4) 0.62585(9) 0.79769(17) 0.0342(6) Uani 1 1 d . . . . .
C14 C 0.1636(4) 0.50410(8) 0.69647(18) 0.0358(6) Uani 1 1 d . . . . .
C1 C 0.0349(4) 0.40867(9) 0.72187(17) 0.0341(5) Uani 1 1 d . . . . .
C17 C 0.1400(4) 0.61311(9) 0.70670(17) 0.0348(6) Uani 1 1 d . . . . .
C20 C 0.3639(4) 0.67541(9) 0.77779(18) 0.0371(6) Uani 1 1 d . . . . .
C7 C 0.2259(4) 0.36835(9) 0.62068(18) 0.0386(6) Uani 1 1 d . . . . .
C2 C 0.2956(4) 0.42130(9) 0.62271(17) 0.0362(6) Uani 1 1 d . . . . .
C8 C -0.1228(4) 0.41718(9) 0.79356(17) 0.0368(6) Uani 1 1 d . . . . .
C24 C 0.6667(4) 0.62369(10) 0.85568(17) 0.0388(6) Uani 1 1 d . . . . .
H24 H 0.739363 0.591434 0.869014 0.047 Uiso 1 1 calc R U . . .
C22 C 0.6495(5) 0.71980(10) 0.87150(18) 0.0454(7) Uani 1 1 d . . . . .
H22 H 0.712823 0.750882 0.897337 0.054 Uiso 1 1 calc R U . . .
C15 C -0.0183(4) 0.53145(10) 0.65167(19) 0.0420(6) Uani 1 1 d . . . . .
H15 H -0.131476 0.512386 0.618151 0.050 Uiso 1 1 calc R U . . .
C23 C 0.7510(5) 0.67086(10) 0.89266(18) 0.0423(6) Uani 1 1 d . . . . .
C21 C 0.4567(5) 0.72270(9) 0.81289(19) 0.0430(6) Uani 1 1 d . . . . .
H21 H 0.390431 0.755407 0.797191 0.052 Uiso 1 1 calc R U . . .
C16 C -0.0323(4) 0.58610(10) 0.65637(19) 0.0416(6) Uani 1 1 d . . . . .
H16 H -0.153557 0.604369 0.626765 0.050 Uiso 1 1 calc R U . . .
C13 C -0.2939(4) 0.37945(10) 0.80382(19) 0.0432(6) Uani 1 1 d . . . . .
C18 C 0.0066(4) 0.70896(10) 0.6917(2) 0.0464(7) Uani 1 1 d . . . . .
H18A H 0.001323 0.735637 0.740416 0.056 Uiso 1 1 calc R U . . .
H18B H -0.141940 0.693304 0.681519 0.056 Uiso 1 1 calc R U . . .
C9 C -0.1034(5) 0.45969(10) 0.85623(19) 0.0474(7) Uani 1 1 d . . . . .
H9 H 0.012567 0.484171 0.852356 0.057 Uiso 1 1 calc R U . . .
C6 C 0.3239(5) 0.33241(10) 0.5626(2) 0.0480(7) Uani 1 1 d . . . . .
H6 H 0.280851 0.296736 0.560346 0.058 Uiso 1 1 calc R U . . .
C3 C 0.4590(4) 0.44060(11) 0.5688(2) 0.0476(7) Uani 1 1 d . . . . .
H3 H 0.502791 0.476217 0.571246 0.057 Uiso 1 1 calc R U . . .
C12 C -0.4483(5) 0.38804(12) 0.8698(2) 0.0582(8) Uani 1 1 d . . . . .
H12 H -0.568055 0.364624 0.873808 0.070 Uiso 1 1 calc R U . . .
C5 C 0.4869(5) 0.35126(14) 0.5083(2) 0.0563(8) Uani 1 1 d . . . . .
H5 H 0.553887 0.327805 0.468631 0.068 Uiso 1 1 calc R U . . .
C10 C -0.2523(6) 0.46617(12) 0.9236(2) 0.0586(8) Uani 1 1 d . . . . .
H10 H -0.235803 0.494518 0.965453 0.070 Uiso 1 1 calc R U . . .
C4 C 0.5542(5) 0.40451(13) 0.5112(2) 0.0576(8) Uani 1 1 d . . . . .
H4 H 0.665058 0.415864 0.473633 0.069 Uiso 1 1 calc R U . . .
C11 C -0.4248(6) 0.43071(14) 0.9289(2) 0.0662(9) Uani 1 1 d . . . . .
H11 H -0.527944 0.435742 0.973419 0.079 Uiso 1 1 calc R U . . .
C19 C 0.0653(5) 0.73558(12) 0.6035(2) 0.0606(8) Uani 1 1 d . . . . .
H19A H 0.070640 0.709409 0.554821 0.091 Uiso 1 1 calc R U . . .
H19B H 0.209479 0.752503 0.613762 0.091 Uiso 1 1 calc R U . . .
H19C H -0.046404 0.761923 0.585191 0.091 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
Br C23 1.898(3) . ?
N2 C1 1.374(3) . ?
N2 C2 1.388(3) . ?
N2 C14 1.441(3) . ?
O003 C13 1.345(3) . ?
O003 H003 0.8200 . ?
N3 C20 1.378(3) . ?
N3 C17 1.389(3) . ?
N3 C18 1.458(3) . ?
N1 C1 1.325(3) . ?
N1 C7 1.387(3) . ?
C26 C27 1.391(3) . ?
C26 C17 1.411(3) . ?
C26 C25 1.445(3) . ?
C27 C14 1.368(3) . ?
C27 H27 0.9300 . ?
C25 C24 1.390(4) . ?
C25 C20 1.411(3) . ?
C14 C15 1.397(3) . ?
C1 C8 1.464(3) . ?
C17 C16 1.386(4) . ?
C20 C21 1.386(3) . ?
C7 C6 1.388(4) . ?
C7 C2 1.390(3) . ?
C2 C3 1.379(3) . ?
C8 C9 1.393(4) . ?
C8 C13 1.408(3) . ?
C24 C23 1.375(3) . ?
C24 H24 0.9300 . ?
C22 C21 1.372(4) . ?
C22 C23 1.391(4) . ?
C22 H22 0.9300 . ?
C15 C16 1.374(3) . ?
C15 H15 0.9300 . ?
C21 H21 0.9300 . ?
C16 H16 0.9300 . ?
C13 C12 1.389(4) . ?
C18 C19 1.497(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C9 C10 1.374(4) . ?
C9 H9 0.9300 . ?
C6 C5 1.377(4) . ?
C6 H6 0.9300 . ?
C3 C4 1.378(4) . ?
C3 H3 0.9300 . ?
C12 C11 1.364(5) . ?
C12 H12 0.9300 . ?
C5 C4 1.393(5) . ?
C5 H5 0.9300 . ?
C10 C11 1.367(5) . ?
C10 H10 0.9300 . ?
C4 H4 0.9300 . ?
C11 H11 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?

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
C1 N2 C2 106.38(18) . . ?
C1 N2 C14 129.54(19) . . ?
C2 N2 C14 122.92(19) . . ?
C13 O003 H003 109.5 . . ?
C20 N3 C17 108.59(19) . . ?
C20 N3 C18 125.6(2) . . ?
C17 N3 C18 125.7(2) . . ?
C1 N1 C7 105.92(18) . . ?
C27 C26 C17 119.3(2) . . ?
C27 C26 C25 133.9(2) . . ?
C17 C26 C25 106.82(19) . . ?
C14 C27 C26 118.7(2) . . ?
C14 C27 H27 120.6 . . ?
C26 C27 H27 120.6 . . ?
C24 C25 C20 119.9(2) . . ?
C24 C25 C26 133.8(2) . . ?
C20 C25 C26 106.2(2) . . ?
C27 C14 C15 121.5(2) . . ?
C27 C14 N2 120.1(2) . . ?
C15 C14 N2 118.3(2) . . ?
N1 C1 N2 112.1(2) . . ?
N1 C1 C8 122.2(2) . . ?
N2 C1 C8 125.7(2) . . ?
C16 C17 N3 129.6(2) . . ?
C16 C17 C26 121.6(2) . . ?
N3 C17 C26 108.8(2) . . ?
N3 C20 C21 129.0(2) . . ?
N3 C20 C25 109.6(2) . . ?
C21 C20 C25 121.4(3) . . ?
N1 C7 C6 131.1(2) . . ?
N1 C7 C2 109.4(2) . . ?
C6 C7 C2 119.5(2) . . ?
C3 C2 N2 130.6(2) . . ?
C3 C2 C7 123.1(2) . . ?
N2 C2 C7 106.3(2) . . ?
C9 C8 C13 118.0(2) . . ?
C9 C8 C1 122.7(2) . . ?
C13 C8 C1 119.2(2) . . ?
C23 C24 C25 117.7(2) . . ?
C23 C24 H24 121.1 . . ?
C25 C24 H24 121.1 . . ?
C21 C22 C23 120.7(2) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C16 C15 C14 121.0(2) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C24 C23 C22 122.3(3) . . ?
C24 C23 Br 118.5(2) . . ?
C22 C23 Br 119.2(2) . . ?
C22 C21 C20 118.0(2) . . ?
C22 C21 H21 121.0 . . ?
C20 C21 H21 121.0 . . ?
C15 C16 C17 117.8(2) . . ?
C15 C16 H16 121.1 . . ?
C17 C16 H16 121.1 . . ?
O003 C13 C12 118.0(2) . . ?
O003 C13 C8 122.5(2) . . ?
C12 C13 C8 119.5(3) . . ?
N3 C18 C19 112.9(2) . . ?
N3 C18 H18A 109.0 . . ?
C19 C18 H18A 109.0 . . ?
N3 C18 H18B 109.0 . . ?
C19 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C10 C9 C8 121.3(3) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C5 C6 C7 117.9(2) . . ?
C5 C6 H6 121.1 . . ?
C7 C6 H6 121.1 . . ?
C4 C3 C2 116.7(3) . . ?
C4 C3 H3 121.6 . . ?
C2 C3 H3 121.6 . . ?
C11 C12 C13 120.2(3) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C6 C5 C4 121.8(3) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C11 C10 C9 119.6(3) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C3 C4 C5 121.0(3) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C12 C11 C10 121.1(3) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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
C17 C26 C27 C14 -1.1(3) . . . . ?
C25 C26 C27 C14 177.8(2) . . . . ?
C27 C26 C25 C24 -2.7(5) . . . . ?
C17 C26 C25 C24 176.3(2) . . . . ?
C27 C26 C25 C20 -179.6(3) . . . . ?
C17 C26 C25 C20 -0.7(3) . . . . ?
C26 C27 C14 C15 1.8(4) . . . . ?
C26 C27 C14 N2 179.0(2) . . . . ?
C1 N2 C14 C27 114.6(3) . . . . ?
C2 N2 C14 C27 -79.5(3) . . . . ?
C1 N2 C14 C15 -68.2(3) . . . . ?
C2 N2 C14 C15 97.8(3) . . . . ?
C7 N1 C1 N2 0.6(3) . . . . ?
C7 N1 C1 C8 -178.9(2) . . . . ?
C2 N2 C1 N1 -0.9(3) . . . . ?
C14 N2 C1 N1 166.9(2) . . . . ?
C2 N2 C1 C8 178.6(2) . . . . ?
C14 N2 C1 C8 -13.6(4) . . . . ?
C20 N3 C17 C16 179.5(2) . . . . ?
C18 N3 C17 C16 2.1(4) . . . . ?
C20 N3 C17 C26 -0.4(3) . . . . ?
C18 N3 C17 C26 -177.7(2) . . . . ?
C27 C26 C17 C16 -0.1(3) . . . . ?
C25 C26 C17 C16 -179.2(2) . . . . ?
C27 C26 C17 N3 179.8(2) . . . . ?
C25 C26 C17 N3 0.6(3) . . . . ?
C17 N3 C20 C21 -178.7(2) . . . . ?
C18 N3 C20 C21 -1.4(4) . . . . ?
C17 N3 C20 C25 -0.1(3) . . . . ?
C18 N3 C20 C25 177.3(2) . . . . ?
C24 C25 C20 N3 -177.0(2) . . . . ?
C26 C25 C20 N3 0.5(3) . . . . ?
C24 C25 C20 C21 1.8(4) . . . . ?
C26 C25 C20 C21 179.2(2) . . . . ?
C1 N1 C7 C6 178.6(3) . . . . ?
C1 N1 C7 C2 -0.1(3) . . . . ?
C1 N2 C2 C3 -178.9(3) . . . . ?
C14 N2 C2 C3 12.4(4) . . . . ?
C1 N2 C2 C7 0.8(3) . . . . ?
C14 N2 C2 C7 -168.0(2) . . . . ?
N1 C7 C2 C3 179.2(2) . . . . ?
C6 C7 C2 C3 0.4(4) . . . . ?
N1 C7 C2 N2 -0.4(3) . . . . ?
C6 C7 C2 N2 -179.3(2) . . . . ?
N1 C1 C8 C9 158.0(2) . . . . ?
N2 C1 C8 C9 -21.5(4) . . . . ?
N1 C1 C8 C13 -18.2(4) . . . . ?
N2 C1 C8 C13 162.3(2) . . . . ?
C20 C25 C24 C23 0.8(3) . . . . ?
C26 C25 C24 C23 -175.8(2) . . . . ?
C27 C14 C15 C16 -1.4(4) . . . . ?
N2 C14 C15 C16 -178.6(2) . . . . ?
C25 C24 C23 C22 -2.1(4) . . . . ?
C25 C24 C23 Br 177.53(17) . . . . ?
C21 C22 C23 C24 0.8(4) . . . . ?
C21 C22 C23 Br -178.77(19) . . . . ?
C23 C22 C21 C20 1.7(4) . . . . ?
N3 C20 C21 C22 175.5(2) . . . . ?
C25 C20 C21 C22 -3.0(4) . . . . ?
C14 C15 C16 C17 0.2(4) . . . . ?
N3 C17 C16 C15 -179.3(2) . . . . ?
C26 C17 C16 C15 0.5(4) . . . . ?
C9 C8 C13 O003 -174.2(2) . . . . ?
C1 C8 C13 O003 2.2(4) . . . . ?
C9 C8 C13 C12 5.5(4) . . . . ?
C1 C8 C13 C12 -178.1(2) . . . . ?
C20 N3 C18 C19 85.6(3) . . . . ?
C17 N3 C18 C19 -97.4(3) . . . . ?
C13 C8 C9 C10 -2.8(4) . . . . ?
C1 C8 C9 C10 -179.0(3) . . . . ?
N1 C7 C6 C5 -179.1(3) . . . . ?
C2 C7 C6 C5 -0.5(4) . . . . ?
N2 C2 C3 C4 179.5(3) . . . . ?
C7 C2 C3 C4 -0.1(4) . . . . ?
O003 C13 C12 C11 175.0(3) . . . . ?
C8 C13 C12 C11 -4.7(4) . . . . ?
C7 C6 C5 C4 0.4(4) . . . . ?
C8 C9 C10 C11 -0.8(4) . . . . ?
C2 C3 C4 C5 0.0(4) . . . . ?
C6 C5 C4 C3 -0.1(5) . . . . ?
C13 C12 C11 C10 1.0(5) . . . . ?
C9 C10 C11 C12 1.8(5) . . . . ?

_refine_diff_density_max         0.233
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.058



####################################################################### 
# 
# 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_Complex3
_database_code_depnum_ccdc_archive 'CCDC 2209749'
loop_
_audit_author_name
_audit_author_address
'ARUMUGAM RAMAR'
;tifrh
India
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-05-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H16 B Br F2 N2 O2'
_chemical_formula_sum            'C25 H16 B Br F2 N2 O2'
_chemical_formula_weight         505.12

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

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

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

_cell_length_a                   23.5034(10)
_cell_length_b                   9.7906(5)
_cell_length_c                   19.6480(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4521.2(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    9928
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      24.84

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_F_000             2032
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    1.860
_shelx_estimated_absorpt_T_min   0.808
_shelx_estimated_absorpt_T_max   0.865
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.808
_exptl_absorpt_correction_T_max  0.865
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110(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            28363
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_av_R_equivalents  0.0440
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.247
_diffrn_reflns_theta_max         24.889
_diffrn_reflns_theta_full        24.889
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             3893
_reflns_number_gt                3280
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0784P)²+14.9857P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3893
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0855
_refine_ls_R_factor_gt           0.0747
_refine_ls_wR_factor_ref         0.1971
_refine_ls_wR_factor_gt          0.1882
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.25025(3) -0.08558(8) 0.50377(3) 0.0788(3) Uani 1 1 d . . . . .
O2 O 0.26851(13) 0.1716(3) 0.78110(17) 0.0482(8) Uani 1 1 d . . . . .
F1 F 0.58922(13) 0.7402(3) 0.8795(3) 0.0948(14) Uani 1 1 d . . . . .
O1 O 0.57656(16) 0.5675(4) 0.9591(3) 0.0777(13) Uani 1 1 d . . . . .
C20 C 0.26717(18) 0.1182(4) 0.7154(2) 0.0376(9) Uani 1 1 d . . . . .
F2 F 0.55898(17) 0.7930(4) 0.9850(3) 0.127(2) Uani 1 1 d . . . . .
C17 C 0.30926(17) 0.2691(4) 0.7970(2) 0.0382(10) Uani 1 1 d . . . . .
C21 C 0.30984(17) 0.0339(4) 0.6925(2) 0.0408(10) Uani 1 1 d . . . . .
H21 H 0.342274 0.016976 0.720077 0.049 Uiso 1 1 calc R U . . .
N2 N 0.42220(17) 0.5715(4) 0.8625(3) 0.0614(13) Uani 1 1 d . . . . .
C18 C 0.31603(18) 0.2940(4) 0.8659(2) 0.0419(10) Uani 1 1 d . . . . .
H18 H 0.293992 0.244523 0.898098 0.050 Uiso 1 1 calc R U . . .
C22 C 0.30527(17) -0.0262(4) 0.6289(2) 0.0419(10) Uani 1 1 d . . . . .
H22 H 0.334605 -0.083959 0.612273 0.050 Uiso 1 1 calc R U . . .
C25 C 0.2197(2) 0.1427(4) 0.6762(3) 0.0461(11) Uani 1 1 d . . . . .
H25 H 0.190465 0.200867 0.692727 0.055 Uiso 1 1 calc R U . . .
C23 C 0.25810(18) -0.0013(4) 0.5906(2) 0.0431(10) Uani 1 1 d . . . . .
N1 N 0.49442(18) 0.6780(4) 0.9093(3) 0.0712(15) Uani 1 1 d . . . . .
C24 C 0.2147(2) 0.0828(5) 0.6128(3) 0.0507(12) Uani 1 1 d . . . . .
H24 H 0.182250 0.098943 0.585203 0.061 Uiso 1 1 calc R U . . .
C19 C 0.35422(18) 0.3894(5) 0.8878(3) 0.0483(11) Uani 1 1 d . . . . .
H19 H 0.360620 0.403785 0.935027 0.058 Uiso 1 1 calc R U . . .
C2 C 0.4046(2) 0.7068(5) 0.8729(3) 0.0576(14) Uani 1 1 d . . . . .
C1 C 0.47527(19) 0.5596(5) 0.8873(3) 0.0571(14) Uani 1 1 d . . . . .
C16 C 0.3387(2) 0.3423(4) 0.7490(3) 0.0559(13) Uani 1 1 d . . . . .
H16 H 0.333866 0.323627 0.701901 0.067 Uiso 1 1 calc R U . . .
C13 C 0.5594(2) 0.4493(5) 0.9283(3) 0.0643(16) Uani 1 1 d . . . . .
C3 C 0.3538(2) 0.7725(5) 0.8589(3) 0.0574(13) Uani 1 1 d . . . . .
H3 H 0.322556 0.726134 0.838644 0.069 Uiso 1 1 calc R U . . .
C14 C 0.3835(2) 0.4650(5) 0.8392(3) 0.0548(13) Uani 1 1 d . . . . .
C8 C 0.5118(2) 0.4361(5) 0.8900(4) 0.0725(19) Uani 1 1 d . . . . .
C15 C 0.3756(2) 0.4438(5) 0.7702(3) 0.0623(15) Uani 1 1 d . . . . .
H15 H 0.395245 0.498248 0.737853 0.075 Uiso 1 1 calc R U . . .
C7 C 0.4505(2) 0.7737(5) 0.9017(4) 0.0663(16) Uani 1 1 d . . . . .
C4 C 0.3510(2) 0.9066(6) 0.8759(3) 0.0677(16) Uani 1 1 d . . . . .
H4 H 0.316868 0.955510 0.866920 0.081 Uiso 1 1 calc R U . . .
C6 C 0.4460(2) 0.9111(5) 0.9198(4) 0.0761(19) Uani 1 1 d . . . . .
H6 H 0.476586 0.958389 0.940888 0.091 Uiso 1 1 calc R U . . .
C5 C 0.3958(3) 0.9742(5) 0.9057(4) 0.079(2) Uani 1 1 d . . . . .
H5 H 0.391602 1.068112 0.916831 0.095 Uiso 1 1 calc R U . . .
C9 C 0.4998(3) 0.3148(6) 0.8584(5) 0.099(3) Uani 1 1 d . . . . .
H9 H 0.467486 0.308431 0.829566 0.118 Uiso 1 1 calc R U . . .
C12 C 0.5952(3) 0.3352(7) 0.9397(4) 0.087(2) Uani 1 1 d . . . . .
H12 H 0.628367 0.342401 0.967173 0.104 Uiso 1 1 calc R U . . .
C11 C 0.5798(3) 0.2104(6) 0.9088(5) 0.100(3) Uani 1 1 d . . . . .
H11 H 0.601979 0.130723 0.916603 0.120 Uiso 1 1 calc R U . . .
C10 C 0.5331(3) 0.2042(6) 0.8675(6) 0.119(4) Uani 1 1 d . . . . .
H10 H 0.523963 0.121152 0.845094 0.143 Uiso 1 1 calc R U . . .
B1 B 0.5562(3) 0.7001(7) 0.9354(5) 0.078(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C23 1.904(5) . ?
O2 C17 1.388(5) . ?
O2 C20 1.394(5) . ?
F1 B1 1.400(10) . ?
O1 C13 1.366(7) . ?
O1 B1 1.459(8) . ?
C20 C21 1.375(6) . ?
C20 C25 1.376(7) . ?
F2 B1 1.335(9) . ?
C17 C16 1.373(6) . ?
C17 C18 1.385(6) . ?
C21 C22 1.385(6) . ?
C21 H21 0.9500 . ?
N2 C1 1.344(7) . ?
N2 C2 1.403(6) . ?
N2 C14 1.457(6) . ?
C18 C19 1.365(6) . ?
C18 H18 0.9500 . ?
C22 C23 1.362(6) . ?
C22 H22 0.9500 . ?
C25 C24 1.382(7) . ?
C25 H25 0.9500 . ?
C23 C24 1.381(6) . ?
N1 C1 1.318(6) . ?
N1 C7 1.403(6) . ?
N1 B1 1.556(7) . ?
C24 H24 0.9500 . ?
C19 C14 1.392(7) . ?
C19 H19 0.9500 . ?
C2 C7 1.382(7) . ?
C2 C3 1.385(7) . ?
C1 C8 1.484(7) . ?
C16 C15 1.383(7) . ?
C16 H16 0.9500 . ?
C13 C8 1.355(9) . ?
C13 C12 1.416(8) . ?
C3 C4 1.357(7) . ?
C3 H3 0.9500 . ?
C14 C15 1.383(8) . ?
C8 C9 1.370(8) . ?
C15 H15 0.9500 . ?
C7 C6 1.395(7) . ?
C4 C5 1.376(8) . ?
C4 H4 0.9500 . ?
C6 C5 1.360(8) . ?
C6 H6 0.9500 . ?
C5 H5 0.9500 . ?
C9 C10 1.347(9) . ?
C9 H9 0.9500 . ?
C12 C11 1.412(10) . ?
C12 H12 0.9500 . ?
C11 C10 1.366(13) . ?
C11 H11 0.9500 . ?
C10 H10 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C17 O2 C20 118.8(3) . . ?
C13 O1 B1 121.0(5) . . ?
C21 C20 C25 120.9(4) . . ?
C21 C20 O2 120.8(4) . . ?
C25 C20 O2 118.1(4) . . ?
C16 C17 C18 121.4(4) . . ?
C16 C17 O2 123.6(4) . . ?
C18 C17 O2 114.9(4) . . ?
C20 C21 C22 119.6(4) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C1 N2 C2 107.6(4) . . ?
C1 N2 C14 129.1(4) . . ?
C2 N2 C14 122.6(4) . . ?
C19 C18 C17 120.3(4) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C23 C22 C21 119.1(4) . . ?
C23 C22 H22 120.5 . . ?
C21 C22 H22 120.5 . . ?
C20 C25 C24 119.9(4) . . ?
C20 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C22 C23 C24 122.2(4) . . ?
C22 C23 Br1 119.8(3) . . ?
C24 C23 Br1 118.0(4) . . ?
C1 N1 C7 107.5(4) . . ?
C1 N1 B1 123.3(4) . . ?
C7 N1 B1 129.1(4) . . ?
C23 C24 C25 118.4(4) . . ?
C23 C24 H24 120.8 . . ?
C25 C24 H24 120.8 . . ?
C18 C19 C14 118.2(5) . . ?
C18 C19 H19 120.9 . . ?
C14 C19 H19 120.9 . . ?
C7 C2 C3 122.3(4) . . ?
C7 C2 N2 106.1(4) . . ?
C3 C2 N2 131.6(5) . . ?
N1 C1 N2 111.1(4) . . ?
N1 C1 C8 120.5(5) . . ?
N2 C1 C8 128.4(4) . . ?
C17 C16 C15 119.0(5) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C8 C13 O1 124.8(5) . . ?
C8 C13 C12 120.2(6) . . ?
O1 C13 C12 115.0(6) . . ?
C4 C3 C2 116.3(5) . . ?
C4 C3 H3 121.9 . . ?
C2 C3 H3 121.9 . . ?
C15 C14 C19 121.7(4) . . ?
C15 C14 N2 120.0(5) . . ?
C19 C14 N2 118.3(5) . . ?
C13 C8 C9 120.3(6) . . ?
C13 C8 C1 114.8(5) . . ?
C9 C8 C1 124.8(6) . . ?
C16 C15 C14 119.2(5) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C2 C7 C6 120.2(5) . . ?
C2 C7 N1 107.5(4) . . ?
C6 C7 N1 132.3(5) . . ?
C3 C4 C5 122.2(5) . . ?
C3 C4 H4 118.9 . . ?
C5 C4 H4 118.9 . . ?
C5 C6 C7 116.8(5) . . ?
C5 C6 H6 121.6 . . ?
C7 C6 H6 121.6 . . ?
C6 C5 C4 122.2(5) . . ?
C6 C5 H5 118.9 . . ?
C4 C5 H5 118.9 . . ?
C10 C9 C8 121.1(8) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C11 C12 C13 117.6(7) . . ?
C11 C12 H12 121.2 . . ?
C13 C12 H12 121.2 . . ?
C10 C11 C12 119.9(6) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C9 C10 C11 120.7(7) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
F2 B1 F1 110.8(6) . . ?
F2 B1 O1 110.9(7) . . ?
F1 B1 O1 108.6(5) . . ?
F2 B1 N1 112.3(5) . . ?
F1 B1 N1 107.3(6) . . ?
O1 B1 N1 106.7(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
C17 O2 C20 C21 69.4(5) . . . . ?
C17 O2 C20 C25 -115.9(4) . . . . ?
C20 O2 C17 C16 17.6(6) . . . . ?
C20 O2 C17 C18 -166.2(4) . . . . ?
C25 C20 C21 C22 0.5(6) . . . . ?
O2 C20 C21 C22 175.0(4) . . . . ?
C16 C17 C18 C19 -2.6(7) . . . . ?
O2 C17 C18 C19 -178.9(4) . . . . ?
C20 C21 C22 C23 -0.6(6) . . . . ?
C21 C20 C25 C24 -0.3(7) . . . . ?
O2 C20 C25 C24 -174.9(4) . . . . ?
C21 C22 C23 C24 0.4(7) . . . . ?
C21 C22 C23 Br1 -178.8(3) . . . . ?
C22 C23 C24 C25 -0.2(7) . . . . ?
Br1 C23 C24 C25 179.1(4) . . . . ?
C20 C25 C24 C23 0.1(7) . . . . ?
C17 C18 C19 C14 3.4(7) . . . . ?
C1 N2 C2 C7 2.6(7) . . . . ?
C14 N2 C2 C7 173.6(5) . . . . ?
C1 N2 C2 C3 -177.9(6) . . . . ?
C14 N2 C2 C3 -7.0(10) . . . . ?
C7 N1 C1 N2 2.8(8) . . . . ?
B1 N1 C1 N2 -174.8(7) . . . . ?
C7 N1 C1 C8 -178.8(6) . . . . ?
B1 N1 C1 C8 3.6(10) . . . . ?
C2 N2 C1 N1 -3.5(7) . . . . ?
C14 N2 C1 N1 -173.6(6) . . . . ?
C2 N2 C1 C8 178.3(6) . . . . ?
C14 N2 C1 C8 8.1(10) . . . . ?
C18 C17 C16 C15 -0.5(8) . . . . ?
O2 C17 C16 C15 175.5(5) . . . . ?
B1 O1 C13 C8 -21.1(9) . . . . ?
B1 O1 C13 C12 159.7(6) . . . . ?
C7 C2 C3 C4 -0.7(9) . . . . ?
N2 C2 C3 C4 179.9(6) . . . . ?
C18 C19 C14 C15 -1.2(7) . . . . ?
C18 C19 C14 N2 177.0(4) . . . . ?
C1 N2 C14 C15 -103.0(8) . . . . ?
C2 N2 C14 C15 88.1(7) . . . . ?
C1 N2 C14 C19 78.7(7) . . . . ?
C2 N2 C14 C19 -90.2(7) . . . . ?
O1 C13 C8 C9 176.7(7) . . . . ?
C12 C13 C8 C9 -4.1(10) . . . . ?
O1 C13 C8 C1 -4.6(9) . . . . ?
C12 C13 C8 C1 174.6(5) . . . . ?
N1 C1 C8 C13 12.8(9) . . . . ?
N2 C1 C8 C13 -169.1(6) . . . . ?
N1 C1 C8 C9 -168.5(7) . . . . ?
N2 C1 C8 C9 9.6(11) . . . . ?
C17 C16 C15 C14 2.6(8) . . . . ?
C19 C14 C15 C16 -1.8(8) . . . . ?
N2 C14 C15 C16 -180.0(5) . . . . ?
C3 C2 C7 C6 1.9(10) . . . . ?
N2 C2 C7 C6 -178.6(6) . . . . ?
C3 C2 C7 N1 179.5(6) . . . . ?
N2 C2 C7 N1 -1.0(7) . . . . ?
C1 N1 C7 C2 -1.1(8) . . . . ?
B1 N1 C7 C2 176.4(7) . . . . ?
C1 N1 C7 C6 176.1(8) . . . . ?
B1 N1 C7 C6 -6.4(13) . . . . ?
C2 C3 C4 C5 -0.4(10) . . . . ?
C2 C7 C6 C5 -1.9(11) . . . . ?
N1 C7 C6 C5 -178.8(7) . . . . ?
C7 C6 C5 C4 0.8(12) . . . . ?
C3 C4 C5 C6 0.3(12) . . . . ?
C13 C8 C9 C10 3.6(12) . . . . ?
C1 C8 C9 C10 -175.0(7) . . . . ?
C8 C13 C12 C11 1.2(10) . . . . ?
O1 C13 C12 C11 -179.6(6) . . . . ?
C13 C12 C11 C10 2.4(11) . . . . ?
C8 C9 C10 C11 0.0(13) . . . . ?
C12 C11 C10 C9 -3.0(13) . . . . ?
C13 O1 B1 F2 155.9(5) . . . . ?
C13 O1 B1 F1 -82.1(6) . . . . ?
C13 O1 B1 N1 33.2(9) . . . . ?
C1 N1 B1 F2 -147.0(7) . . . . ?
C7 N1 B1 F2 35.9(11) . . . . ?
C1 N1 B1 F1 91.0(7) . . . . ?
C7 N1 B1 F1 -86.1(8) . . . . ?
C1 N1 B1 O1 -25.2(10) . . . . ?
C7 N1 B1 O1 157.7(6) . . . . ?

_refine_diff_density_max         0.925
_refine_diff_density_min         -1.127
_refine_diff_density_rms         0.081




####################################################################### 
# 
# 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_Ligand6
_database_code_depnum_ccdc_archive 'CCDC 2209755'
loop_
_audit_author_name
_audit_author_address
'ARUMUGAM RAMAR'
;tifrh
India
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-05-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H26 N4 O3'
_chemical_formula_weight         586.63

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

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

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

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

_cell_length_a                   19.9282(6)
_cell_length_b                   13.7760(5)
_cell_length_c                   10.6142(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.567(3)
_cell_angle_gamma                90
_cell_volume                     2894.81(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9359
_cell_measurement_theta_min      3.0740
_cell_measurement_theta_max      27.1890

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_F_000             1224
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.087
_shelx_estimated_absorpt_T_min   0.991
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.54544
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33686
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.432
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5898
_reflns_number_gt                4256
_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 1.171.39.29d (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0680P)²+0.3025P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5898
_refine_ls_number_parameters     408
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0659
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_ref         0.1311
_refine_ls_wR_factor_gt          0.1199
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_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
O2 O 0.70257(5) 0.28810(9) 0.54936(10) 0.0537(3) Uani 1 1 d . . . . .
N2 N 0.52731(6) 0.50875(9) 0.21706(12) 0.0442(3) Uani 1 1 d . . . . .
O1 O 0.54878(7) 0.75588(9) -0.01253(14) 0.0727(4) Uani 1 1 d . . . . .
H1 H 0.515614 0.724304 0.001825 0.109 Uiso 1 1 calc R U . . .
N1 N 0.48138(6) 0.62313(10) 0.08584(13) 0.0506(3) Uani 1 1 d . . . . .
N4 N 0.95310(6) 0.14772(9) 0.44871(13) 0.0479(3) Uani 1 1 d . . . . .
N3 N 1.03617(6) 0.06803(10) 0.36981(14) 0.0516(3) Uani 1 1 d . . . . .
O3 O 1.01958(7) -0.04136(12) 0.17532(15) 0.0866(5) Uani 1 1 d . . . . .
H3 H 1.039754 -0.011502 0.234885 0.130 Uiso 1 1 calc R U . . .
C22 C 0.76441(7) 0.25571(11) 0.51804(14) 0.0426(4) Uani 1 1 d . . . . .
C23 C 0.66054(7) 0.34228(11) 0.46198(15) 0.0440(4) Uani 1 1 d . . . . .
C2 C 0.45843(7) 0.48990(11) 0.19789(15) 0.0435(4) Uani 1 1 d . . . . .
C14 C 0.57315(7) 0.45125(11) 0.30146(15) 0.0423(4) Uani 1 1 d . . . . .
C7 C 0.43060(7) 0.56206(11) 0.11694(15) 0.0450(4) Uani 1 1 d . . . . .
C1 C 0.53842(7) 0.59000(11) 0.14637(15) 0.0450(4) Uani 1 1 d . . . . .
C17 C 0.78893(8) 0.17199(12) 0.57744(15) 0.0473(4) Uani 1 1 d . . . . .
H17 H 0.763697 0.139467 0.632683 0.057 Uiso 1 1 calc R U . . .
C16 C 0.62920(8) 0.42127(12) 0.50862(15) 0.0494(4) Uani 1 1 d . . . . .
H16 H 0.637542 0.437470 0.594039 0.059 Uiso 1 1 calc R U . . .
C15 C 0.58530(8) 0.47637(12) 0.42796(16) 0.0504(4) Uani 1 1 d . . . . .
H15 H 0.564024 0.530107 0.458586 0.060 Uiso 1 1 calc R U . . .
C19 C 0.88838(7) 0.18513(11) 0.47242(15) 0.0461(4) Uani 1 1 d . . . . .
C26 C 0.97037(7) 0.08434(11) 0.35735(15) 0.0449(4) Uani 1 1 d . . . . .
C25 C 0.60270(8) 0.36965(12) 0.25616(15) 0.0485(4) Uani 1 1 d . . . . .
H25 H 0.592544 0.351492 0.171741 0.058 Uiso 1 1 calc R U . . .
C27 C 1.01261(8) 0.17222(11) 0.52375(15) 0.0467(4) Uani 1 1 d . . . . .
C32 C 1.06394(8) 0.12231(11) 0.47331(16) 0.0464(4) Uani 1 1 d . . . . .
C33 C 0.92490(8) 0.03846(11) 0.25471(16) 0.0493(4) Uani 1 1 d . . . . .
C8 C 0.60335(8) 0.63620(11) 0.13282(16) 0.0477(4) Uani 1 1 d . . . . .
C24 C 0.64729(8) 0.31507(11) 0.33612(15) 0.0499(4) Uani 1 1 d . . . . .
H24 H 0.668134 0.260801 0.305887 0.060 Uiso 1 1 calc R U . . .
C18 C 0.85121(8) 0.13661(11) 0.55450(16) 0.0491(4) Uani 1 1 d . . . . .
H18 H 0.868076 0.080129 0.594358 0.059 Uiso 1 1 calc R U . . .
C21 C 0.80228(8) 0.30594(12) 0.43853(17) 0.0534(4) Uani 1 1 d . . . . .
H21 H 0.785858 0.363278 0.400347 0.064 Uiso 1 1 calc R U . . .
C3 C 0.42014(8) 0.41664(12) 0.24351(16) 0.0522(4) Uani 1 1 d . . . . .
H3A H 0.439554 0.368310 0.296997 0.063 Uiso 1 1 calc R U . . .
C20 C 0.86465(8) 0.27064(12) 0.41599(17) 0.0549(4) Uani 1 1 d . . . . .
H20 H 0.890568 0.304342 0.363013 0.066 Uiso 1 1 calc R U . . .
C6 C 0.36138(8) 0.56353(13) 0.08017(17) 0.0538(4) Uani 1 1 d . . . . .
H6 H 0.341792 0.611516 0.026323 0.065 Uiso 1 1 calc R U . . .
C13 C 0.60488(9) 0.71640(12) 0.05064(18) 0.0550(4) Uani 1 1 d . . . . .
C9 C 0.66528(8) 0.60423(13) 0.19497(18) 0.0580(4) Uani 1 1 d . . . . .
H9 H 0.665810 0.551547 0.249859 0.070 Uiso 1 1 calc R U . . .
C31 C 1.13007(8) 0.13276(12) 0.52587(18) 0.0558(4) Uani 1 1 d . . . . .
H31 H 1.164904 0.100317 0.492322 0.067 Uiso 1 1 calc R U . . .
C5 C 0.32294(8) 0.49198(14) 0.12583(17) 0.0585(5) Uani 1 1 d . . . . .
H5 H 0.276464 0.492045 0.103114 0.070 Uiso 1 1 calc R U . . .
C4 C 0.35175(9) 0.41933(14) 0.20529(18) 0.0589(5) Uani 1 1 d . . . . .
H4 H 0.324176 0.371350 0.233337 0.071 Uiso 1 1 calc R U . . .
C28 C 1.02486(9) 0.23253(13) 0.62871(18) 0.0592(5) Uani 1 1 d . . . . .
H28 H 0.990203 0.265364 0.662295 0.071 Uiso 1 1 calc R U . . .
C30 C 1.14283(9) 0.19227(13) 0.62878(18) 0.0611(5) Uani 1 1 d . . . . .
H30 H 1.187177 0.200357 0.665245 0.073 Uiso 1 1 calc R U . . .
C38 C 0.95302(9) -0.02212(13) 0.16894(18) 0.0605(5) Uani 1 1 d . . . . .
C10 C 0.72515(9) 0.64853(14) 0.1770(2) 0.0654(5) Uani 1 1 d . . . . .
H10 H 0.765474 0.626131 0.219987 0.078 Uiso 1 1 calc R U . . .
C12 C 0.66649(10) 0.75954(14) 0.0336(2) 0.0660(5) Uani 1 1 d . . . . .
H12 H 0.667299 0.812156 -0.021113 0.079 Uiso 1 1 calc R U . . .
C11 C 0.72546(10) 0.72592(14) 0.0957(2) 0.0679(5) Uani 1 1 d . . . . .
H11 H 0.766086 0.755484 0.082885 0.081 Uiso 1 1 calc R U . . .
C29 C 1.09152(10) 0.24097(14) 0.68044(18) 0.0642(5) Uani 1 1 d . . . . .
H29 H 1.102168 0.280102 0.751313 0.077 Uiso 1 1 calc R U . . .
C34 C 0.85512(9) 0.05033(13) 0.23880(18) 0.0605(5) Uani 1 1 d . . . . .
H34 H 0.835384 0.090502 0.294590 0.073 Uiso 1 1 calc R U . . .
C35 C 0.81440(10) 0.00489(15) 0.1438(2) 0.0687(5) Uani 1 1 d . . . . .
H35 H 0.767833 0.013419 0.136800 0.082 Uiso 1 1 calc R U . . .
C36 C 0.84253(12) -0.05293(15) 0.0595(2) 0.0739(6) Uani 1 1 d . . . . .
H36 H 0.815164 -0.083056 -0.005933 0.089 Uiso 1 1 calc R U . . .
C37 C 0.91123(12) -0.06660(15) 0.0712(2) 0.0765(6) Uani 1 1 d . . . . .
H37 H 0.930111 -0.105935 0.013334 0.092 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
O2 C22 1.3864(18) . ?
O2 C23 1.3933(18) . ?
N2 C1 1.379(2) . ?
N2 C2 1.3889(19) . ?
N2 C14 1.4412(19) . ?
O1 C13 1.350(2) . ?
O1 H1 0.8200 . ?
N1 C1 1.3214(19) . ?
N1 C7 1.385(2) . ?
N4 C26 1.378(2) . ?
N4 C27 1.3924(19) . ?
N4 C19 1.4376(19) . ?
N3 C26 1.3221(19) . ?
N3 C32 1.390(2) . ?
O3 C38 1.347(2) . ?
O3 H3 0.8200 . ?
C22 C17 1.377(2) . ?
C22 C21 1.381(2) . ?
C23 C16 1.375(2) . ?
C23 C24 1.384(2) . ?
C2 C3 1.386(2) . ?
C2 C7 1.387(2) . ?
C14 C25 1.381(2) . ?
C14 C15 1.381(2) . ?
C7 C6 1.390(2) . ?
C1 C8 1.464(2) . ?
C17 C18 1.381(2) . ?
C17 H17 0.9300 . ?
C16 C15 1.380(2) . ?
C16 H16 0.9300 . ?
C15 H15 0.9300 . ?
C19 C18 1.379(2) . ?
C19 C20 1.380(2) . ?
C26 C33 1.477(2) . ?
C25 C24 1.379(2) . ?
C25 H25 0.9300 . ?
C27 C28 1.389(2) . ?
C27 C32 1.389(2) . ?
C32 C31 1.379(2) . ?
C33 C34 1.391(2) . ?
C33 C38 1.399(2) . ?
C8 C9 1.402(2) . ?
C8 C13 1.410(2) . ?
C24 H24 0.9300 . ?
C18 H18 0.9300 . ?
C21 C20 1.381(2) . ?
C21 H21 0.9300 . ?
C3 C4 1.377(2) . ?
C3 H3A 0.9300 . ?
C20 H20 0.9300 . ?
C6 C5 1.370(3) . ?
C6 H6 0.9300 . ?
C13 C12 1.394(2) . ?
C9 C10 1.373(2) . ?
C9 H9 0.9300 . ?
C31 C30 1.366(3) . ?
C31 H31 0.9300 . ?
C5 C4 1.390(3) . ?
C5 H5 0.9300 . ?
C4 H4 0.9300 . ?
C28 C29 1.383(3) . ?
C28 H28 0.9300 . ?
C30 C29 1.387(3) . ?
C30 H30 0.9300 . ?
C38 C37 1.396(3) . ?
C10 C11 1.373(3) . ?
C10 H10 0.9300 . ?
C12 C11 1.361(3) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?
C29 H29 0.9300 . ?
C34 C35 1.371(3) . ?
C34 H34 0.9300 . ?
C35 C36 1.366(3) . ?
C35 H35 0.9300 . ?
C36 C37 1.373(3) . ?
C36 H36 0.9300 . ?
C37 H37 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
C22 O2 C23 119.73(12) . . ?
C1 N2 C2 106.82(12) . . ?
C1 N2 C14 130.87(12) . . ?
C2 N2 C14 122.26(13) . . ?
C13 O1 H1 109.5 . . ?
C1 N1 C7 106.60(13) . . ?
C26 N4 C27 106.94(12) . . ?
C26 N4 C19 130.68(13) . . ?
C27 N4 C19 122.38(14) . . ?
C26 N3 C32 106.75(13) . . ?
C38 O3 H3 109.5 . . ?
C17 C22 C21 120.63(14) . . ?
C17 C22 O2 116.00(14) . . ?
C21 C22 O2 123.25(14) . . ?
C16 C23 C24 121.18(14) . . ?
C16 C23 O2 116.59(14) . . ?
C24 C23 O2 122.10(13) . . ?
C3 C2 C7 122.76(14) . . ?
C3 C2 N2 131.26(14) . . ?
C7 C2 N2 105.97(13) . . ?
C25 C14 C15 120.55(14) . . ?
C25 C14 N2 119.75(14) . . ?
C15 C14 N2 119.66(13) . . ?
N1 C7 C2 109.37(13) . . ?
N1 C7 C6 130.77(15) . . ?
C2 C7 C6 119.86(15) . . ?
N1 C1 N2 111.23(13) . . ?
N1 C1 C8 121.53(14) . . ?
N2 C1 C8 127.22(13) . . ?
C22 C17 C18 119.60(15) . . ?
C22 C17 H17 120.2 . . ?
C18 C17 H17 120.2 . . ?
C23 C16 C15 119.60(15) . . ?
C23 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C15 C14 119.59(14) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C18 C19 C20 120.37(14) . . ?
C18 C19 N4 119.63(13) . . ?
C20 C19 N4 119.97(14) . . ?
N3 C26 N4 111.23(14) . . ?
N3 C26 C33 121.26(14) . . ?
N4 C26 C33 127.51(13) . . ?
C24 C25 C14 119.99(15) . . ?
C24 C25 H25 120.0 . . ?
C14 C25 H25 120.0 . . ?
C28 C27 C32 122.38(15) . . ?
C28 C27 N4 131.59(15) . . ?
C32 C27 N4 106.02(14) . . ?
C31 C32 C27 120.27(16) . . ?
C31 C32 N3 130.65(15) . . ?
C27 C32 N3 109.06(13) . . ?
C34 C33 C38 117.42(16) . . ?
C34 C33 C26 124.03(16) . . ?
C38 C33 C26 118.54(15) . . ?
C9 C8 C13 117.20(15) . . ?
C9 C8 C1 123.89(16) . . ?
C13 C8 C1 118.90(14) . . ?
C25 C24 C23 119.00(14) . . ?
C25 C24 H24 120.5 . . ?
C23 C24 H24 120.5 . . ?
C19 C18 C17 119.93(14) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C22 C21 C20 119.68(15) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C4 C3 C2 116.32(16) . . ?
C4 C3 H3A 121.8 . . ?
C2 C3 H3A 121.8 . . ?
C19 C20 C21 119.73(15) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 H20 120.1 . . ?
C5 C6 C7 117.84(16) . . ?
C5 C6 H6 121.1 . . ?
C7 C6 H6 121.1 . . ?
O1 C13 C12 117.07(17) . . ?
O1 C13 C8 123.19(15) . . ?
C12 C13 C8 119.73(17) . . ?
C10 C9 C8 121.83(18) . . ?
C10 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
C30 C31 C32 117.91(16) . . ?
C30 C31 H31 121.0 . . ?
C32 C31 H31 121.0 . . ?
C6 C5 C4 121.58(15) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C3 C4 C5 121.62(16) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C29 C28 C27 116.19(16) . . ?
C29 C28 H28 121.9 . . ?
C27 C28 H28 121.9 . . ?
C31 C30 C29 121.87(16) . . ?
C31 C30 H30 119.1 . . ?
C29 C30 H30 119.1 . . ?
O3 C38 C37 116.84(18) . . ?
O3 C38 C33 123.39(17) . . ?
C37 C38 C33 119.77(18) . . ?
C9 C10 C11 119.94(18) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C11 C12 C13 121.10(19) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C12 C11 C10 120.21(17) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C28 C29 C30 121.35(17) . . ?
C28 C29 H29 119.3 . . ?
C30 C29 H29 119.3 . . ?
C35 C34 C33 122.33(18) . . ?
C35 C34 H34 118.8 . . ?
C33 C34 H34 118.8 . . ?
C36 C35 C34 119.71(19) . . ?
C36 C35 H35 120.1 . . ?
C34 C35 H35 120.1 . . ?
C35 C36 C37 120.02(19) . . ?
C35 C36 H36 120.0 . . ?
C37 C36 H36 120.0 . . ?
C36 C37 C38 120.7(2) . . ?
C36 C37 H37 119.6 . . ?
C38 C37 H37 119.6 . . ?

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
C23 O2 C22 C17 -152.29(14) . . . . ?
C23 O2 C22 C21 31.6(2) . . . . ?
C22 O2 C23 C16 -137.44(15) . . . . ?
C22 O2 C23 C24 46.6(2) . . . . ?
C1 N2 C2 C3 178.62(17) . . . . ?
C14 N2 C2 C3 -3.6(3) . . . . ?
C1 N2 C2 C7 -0.75(16) . . . . ?
C14 N2 C2 C7 177.03(13) . . . . ?
C1 N2 C14 C25 -93.9(2) . . . . ?
C2 N2 C14 C25 88.88(19) . . . . ?
C1 N2 C14 C15 88.3(2) . . . . ?
C2 N2 C14 C15 -88.88(18) . . . . ?
C1 N1 C7 C2 -0.42(17) . . . . ?
C1 N1 C7 C6 179.84(17) . . . . ?
C3 C2 C7 N1 -178.70(15) . . . . ?
N2 C2 C7 N1 0.73(17) . . . . ?
C3 C2 C7 C6 1.1(2) . . . . ?
N2 C2 C7 C6 -179.50(14) . . . . ?
C7 N1 C1 N2 -0.07(18) . . . . ?
C7 N1 C1 C8 178.54(14) . . . . ?
C2 N2 C1 N1 0.52(17) . . . . ?
C14 N2 C1 N1 -176.99(14) . . . . ?
C2 N2 C1 C8 -177.99(15) . . . . ?
C14 N2 C1 C8 4.5(3) . . . . ?
C21 C22 C17 C18 -1.8(2) . . . . ?
O2 C22 C17 C18 -177.95(14) . . . . ?
C24 C23 C16 C15 -2.0(2) . . . . ?
O2 C23 C16 C15 -178.05(14) . . . . ?
C23 C16 C15 C14 0.3(2) . . . . ?
C25 C14 C15 C16 2.3(2) . . . . ?
N2 C14 C15 C16 -179.98(14) . . . . ?
C26 N4 C19 C18 90.9(2) . . . . ?
C27 N4 C19 C18 -88.07(19) . . . . ?
C26 N4 C19 C20 -90.9(2) . . . . ?
C27 N4 C19 C20 90.07(19) . . . . ?
C32 N3 C26 N4 0.09(17) . . . . ?
C32 N3 C26 C33 179.33(14) . . . . ?
C27 N4 C26 N3 -0.27(17) . . . . ?
C19 N4 C26 N3 -179.39(14) . . . . ?
C27 N4 C26 C33 -179.45(15) . . . . ?
C19 N4 C26 C33 1.4(3) . . . . ?
C15 C14 C25 C24 -3.1(2) . . . . ?
N2 C14 C25 C24 179.15(14) . . . . ?
C26 N4 C27 C28 -179.71(17) . . . . ?
C19 N4 C27 C28 -0.5(3) . . . . ?
C26 N4 C27 C32 0.33(16) . . . . ?
C19 N4 C27 C32 179.54(13) . . . . ?
C28 C27 C32 C31 -1.1(2) . . . . ?
N4 C27 C32 C31 178.84(14) . . . . ?
C28 C27 C32 N3 179.75(15) . . . . ?
N4 C27 C32 N3 -0.28(17) . . . . ?
C26 N3 C32 C31 -178.88(16) . . . . ?
C26 N3 C32 C27 0.12(17) . . . . ?
N3 C26 C33 C34 177.98(15) . . . . ?
N4 C26 C33 C34 -2.9(3) . . . . ?
N3 C26 C33 C38 -0.9(2) . . . . ?
N4 C26 C33 C38 178.23(15) . . . . ?
N1 C1 C8 C9 179.85(16) . . . . ?
N2 C1 C8 C9 -1.8(3) . . . . ?
N1 C1 C8 C13 -1.6(2) . . . . ?
N2 C1 C8 C13 176.77(15) . . . . ?
C14 C25 C24 C23 1.4(3) . . . . ?
C16 C23 C24 C25 1.2(2) . . . . ?
O2 C23 C24 C25 177.00(15) . . . . ?
C20 C19 C18 C17 2.0(2) . . . . ?
N4 C19 C18 C17 -179.82(15) . . . . ?
C22 C17 C18 C19 0.0(2) . . . . ?
C17 C22 C21 C20 1.6(3) . . . . ?
O2 C22 C21 C20 177.46(15) . . . . ?
C7 C2 C3 C4 -0.7(2) . . . . ?
N2 C2 C3 C4 180.00(16) . . . . ?
C18 C19 C20 C21 -2.2(3) . . . . ?
N4 C19 C20 C21 179.63(16) . . . . ?
C22 C21 C20 C19 0.4(3) . . . . ?
N1 C7 C6 C5 179.38(16) . . . . ?
C2 C7 C6 C5 -0.3(2) . . . . ?
C9 C8 C13 O1 -178.33(16) . . . . ?
C1 C8 C13 O1 3.0(2) . . . . ?
C9 C8 C13 C12 0.6(2) . . . . ?
C1 C8 C13 C12 -178.09(15) . . . . ?
C13 C8 C9 C10 -0.1(3) . . . . ?
C1 C8 C9 C10 178.45(17) . . . . ?
C27 C32 C31 C30 0.8(2) . . . . ?
N3 C32 C31 C30 179.66(16) . . . . ?
C7 C6 C5 C4 -0.7(3) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
C6 C5 C4 C3 1.0(3) . . . . ?
C32 C27 C28 C29 0.4(3) . . . . ?
N4 C27 C28 C29 -179.52(16) . . . . ?
C32 C31 C30 C29 0.2(3) . . . . ?
C34 C33 C38 O3 -178.58(18) . . . . ?
C26 C33 C38 O3 0.4(3) . . . . ?
C34 C33 C38 C37 0.9(3) . . . . ?
C26 C33 C38 C37 179.87(17) . . . . ?
C8 C9 C10 C11 -0.5(3) . . . . ?
O1 C13 C12 C11 178.54(17) . . . . ?
C8 C13 C12 C11 -0.4(3) . . . . ?
C13 C12 C11 C10 -0.2(3) . . . . ?
C9 C10 C11 C12 0.7(3) . . . . ?
C27 C28 C29 C30 0.6(3) . . . . ?
C31 C30 C29 C28 -0.9(3) . . . . ?
C38 C33 C34 C35 0.2(3) . . . . ?
C26 C33 C34 C35 -178.63(16) . . . . ?
C33 C34 C35 C36 -1.2(3) . . . . ?
C34 C35 C36 C37 1.0(3) . . . . ?
C35 C36 C37 C38 0.2(3) . . . . ?
O3 C38 C37 C36 178.39(19) . . . . ?
C33 C38 C37 C36 -1.1(3) . . . . ?

_refine_diff_density_max         0.231
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.067



####################################################################### 
# 
# 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_Ligand2
_database_code_depnum_ccdc_archive 'CCDC 2209751'
loop_
_audit_author_name
_audit_author_address
'ARUMUGAM RAMAR'
;tifrh
India
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-05-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H20 Br N3 O'
_chemical_formula_sum            'C26 H20 Br N3 O'
_chemical_formula_weight         470.36

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   20.9350(17)
_cell_length_b                   13.2912(8)
_cell_length_c                   17.0064(10)
_cell_angle_alpha                90
_cell_angle_beta                 113.317(8)
_cell_angle_gamma                90
_cell_volume                     4345.6(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7377
_cell_measurement_theta_min      2.5950
_cell_measurement_theta_max      23.7160

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_F_000             1920
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    1.915
_shelx_estimated_absorpt_T_min   0.832
_shelx_estimated_absorpt_T_max   0.894
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.57384
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37705
_diffrn_reflns_av_unetI/netI     0.0714
_diffrn_reflns_av_R_equivalents  0.0616
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.844
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             8765
_reflns_number_gt                4569
_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 1.171.39.29d (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0564P)²+2.1517P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8765
_refine_ls_number_parameters     855
_refine_ls_number_restraints     2726
_refine_ls_R_factor_all          0.1324
_refine_ls_R_factor_gt           0.0520
_refine_ls_wR_factor_ref         0.1327
_refine_ls_wR_factor_gt          0.1094
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_restrained_S_all      0.894
_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
Br1 Br 0.92620(3) 0.45909(5) 1.12789(3) 0.1075(2) Uani 1 1 d . . . . .
O1 O 1.09004(17) 0.7290(3) 0.4932(2) 0.0860(11) Uani 0.888(3) 1 d D U P A 1
H1 H 1.057620 0.693347 0.463091 0.129 Uiso 0.888(3) 1 calc R U P A 1
O1A O 0.9668(11) 0.593(2) 0.3542(13) 0.073(5) Uani 0.112(3) 1 d D U P A 2
H1A H 0.988011 0.636417 0.389006 0.110 Uiso 0.112(3) 1 calc R U P A 2
N1 N 0.98002(17) 0.6242(3) 0.4511(2) 0.0521(9) Uani 0.888(3) 1 d D U P A 1
N1A N 1.0138(10) 0.6748(18) 0.4989(12) 0.054(3) Uani 0.112(3) 1 d D U P A 2
N2 N 0.91835(15) 0.6095(2) 0.53175(18) 0.0428(8) Uani 0.888(3) 1 d D U P A 1
N2A N 0.9601(8) 0.6659(17) 0.5898(11) 0.051(4) Uani 0.112(3) 1 d D U P A 2
N3 N 0.81024(15) 0.6739(2) 0.78396(17) 0.0538(8) Uani 1 1 d . . . . .
C1 C 0.9771(2) 0.6488(4) 0.5255(3) 0.0425(10) Uani 0.888(3) 1 d D U P A 1
C1A C 0.9666(15) 0.625(3) 0.5156(18) 0.053(4) Uani 0.112(3) 1 d D U P A 2
C2 C 0.8819(2) 0.5597(3) 0.4564(2) 0.0427(10) Uani 0.888(3) 1 d D U P A 1
C2A C 1.0158(14) 0.722(3) 0.6280(17) 0.064(4) Uani 0.112(3) 1 d D U P A 2
C3 C 0.8190(3) 0.5059(4) 0.4277(3) 0.0505(11) Uani 0.888(3) 1 d D U P A 1
H3 H 0.793445 0.499083 0.461371 0.061 Uiso 0.888(3) 1 calc R U P A 1
C3A C 1.0500(16) 0.766(3) 0.7104(16) 0.064(4) Uani 0.112(3) 1 d D U P A 2
H3A H 1.029598 0.763802 0.750028 0.077 Uiso 0.112(3) 1 calc R U P A 2
C4 C 0.7972(3) 0.4640(4) 0.3476(3) 0.0561(13) Uani 0.888(3) 1 d D U P A 1
H4 H 0.755828 0.427764 0.326157 0.067 Uiso 0.888(3) 1 calc R U P A 1
C4A C 1.1129(18) 0.811(4) 0.7308(19) 0.064(5) Uani 0.112(3) 1 d D U P A 2
H4A H 1.138042 0.831767 0.786900 0.076 Uiso 0.112(3) 1 calc R U P A 2
C5 C 0.8357(3) 0.4748(4) 0.2980(3) 0.0595(12) Uani 0.888(3) 1 d D U P A 1
H5 H 0.819519 0.444922 0.244203 0.071 Uiso 0.888(3) 1 calc R U P A 1
C5A C 1.1405(19) 0.828(3) 0.670(2) 0.062(5) Uani 0.112(3) 1 d D U P A 2
H5A H 1.177200 0.872319 0.681296 0.075 Uiso 0.112(3) 1 calc R U P A 2
C6 C 0.8968(3) 0.5278(4) 0.3254(3) 0.0579(12) Uani 0.888(3) 1 d D U P A 1
H6 H 0.921432 0.535270 0.290626 0.069 Uiso 0.888(3) 1 calc R U P A 1
C6A C 1.1136(17) 0.778(4) 0.593(2) 0.065(4) Uani 0.112(3) 1 d D U P A 2
H6A H 1.135474 0.780570 0.554793 0.078 Uiso 0.112(3) 1 calc R U P A 2
C7 C 0.9207(2) 0.5697(4) 0.4061(3) 0.0478(10) Uani 0.888(3) 1 d D U P A 1
C7A C 1.0536(17) 0.724(4) 0.574(2) 0.060(4) Uani 0.112(3) 1 d D U P A 2
C8 C 1.0334(2) 0.7051(3) 0.5912(3) 0.0533(11) Uani 0.888(3) 1 d D U P A 1
C8A C 0.9045(14) 0.582(3) 0.4456(15) 0.051(4) Uani 0.112(3) 1 d D U P A 2
C9 C 1.0374(2) 0.7239(4) 0.6719(3) 0.0633(12) Uani 0.888(3) 1 d D U P A 1
H9 H 1.001970 0.699305 0.686569 0.076 Uiso 0.888(3) 1 calc R U P A 1
C9A C 0.8483(14) 0.545(3) 0.4569(18) 0.050(4) Uani 0.112(3) 1 d D U P A 2
H9A H 0.843331 0.558793 0.507829 0.060 Uiso 0.112(3) 1 calc R U P A 2
C10 C 1.0897(3) 0.7760(4) 0.7323(4) 0.0778(14) Uani 0.888(3) 1 d D U P A 1
H10 H 1.089842 0.786631 0.786424 0.093 Uiso 0.888(3) 1 calc R U P A 1
C10A C 0.7990(17) 0.488(3) 0.396(2) 0.053(4) Uani 0.112(3) 1 d D U P A 2
H10A H 0.760328 0.465436 0.405189 0.063 Uiso 0.112(3) 1 calc R U P A 2
C11 C 1.1428(3) 0.8131(4) 0.7112(4) 0.0820(16) Uani 0.888(3) 1 d D U P A 1
H11 H 1.179301 0.848969 0.751347 0.098 Uiso 0.888(3) 1 calc R U P A 1
C11A C 0.807(2) 0.465(4) 0.322(2) 0.052(5) Uani 0.112(3) 1 d D U P A 2
H11A H 0.776650 0.420737 0.282552 0.062 Uiso 0.112(3) 1 calc R U P A 2
C12 C 1.1412(3) 0.7965(5) 0.6307(4) 0.0755(14) Uani 0.888(3) 1 d D U P A 1
H12 H 1.176783 0.821707 0.616624 0.091 Uiso 0.888(3) 1 calc R U P A 1
C12A C 0.8611(19) 0.507(4) 0.3054(19) 0.051(4) Uani 0.112(3) 1 d D U P A 2
H12A H 0.863657 0.497012 0.252538 0.061 Uiso 0.112(3) 1 calc R U P A 2
C13 C 1.0868(3) 0.7422(4) 0.5695(3) 0.0649(12) Uani 0.888(3) 1 d D U P A 1
C13A C 0.9118(16) 0.564(4) 0.3690(16) 0.052(4) Uani 0.112(3) 1 d D U P A 2
C14 C 0.89287(18) 0.6292(3) 0.5991(2) 0.0550(10) Uani 1 1 d D . . . .
C15 C 0.90333(19) 0.5590(3) 0.6622(2) 0.0532(9) Uani 1 1 d . . . . .
H15 H 0.927887 0.500393 0.663098 0.064 Uiso 1 1 calc R U . . .
C16 C 0.87745(18) 0.5751(3) 0.7245(2) 0.0462(8) Uani 1 1 d . . . . .
H16 H 0.885008 0.527182 0.767103 0.055 Uiso 1 1 calc R U . . .
C17 C 0.84036(17) 0.6619(3) 0.7244(2) 0.0438(8) Uani 1 1 d . . . . .
C18 C 0.83818(18) 0.6239(3) 0.8649(2) 0.0480(9) Uani 1 1 d . . . . .
C19 C 0.79445(19) 0.5720(3) 0.8932(2) 0.0586(10) Uani 1 1 d . . . . .
H19 H 0.747083 0.569267 0.859183 0.070 Uiso 1 1 calc R U . . .
C20 C 0.8201(2) 0.5242(3) 0.9709(3) 0.0674(11) Uani 1 1 d . . . . .
H20 H 0.790152 0.489494 0.989597 0.081 Uiso 1 1 calc R U . . .
C21 C 0.8904(2) 0.5276(3) 1.0214(2) 0.0608(11) Uani 1 1 d . . . . .
C22 C 0.9345(2) 0.5806(3) 0.9944(2) 0.0589(10) Uani 1 1 d . . . . .
H22 H 0.981751 0.583937 1.028709 0.071 Uiso 1 1 calc R U . . .
C23 C 0.90827(18) 0.6285(3) 0.9163(2) 0.0517(9) Uani 1 1 d . . . . .
H23 H 0.938023 0.664316 0.897968 0.062 Uiso 1 1 calc R U . . .
C24 C 0.76094(19) 0.7552(3) 0.7735(2) 0.0661(11) Uani 1 1 d . . . . .
H24A H 0.784882 0.818587 0.783162 0.099 Uiso 1 1 calc R U . . .
H24B H 0.739834 0.747071 0.813940 0.099 Uiso 1 1 calc R U . . .
H24C H 0.725602 0.753709 0.716387 0.099 Uiso 1 1 calc R U . . .
C25 C 0.83077(18) 0.7326(3) 0.6605(2) 0.0563(10) Uani 1 1 d . . . . .
H25 H 0.806870 0.791863 0.659642 0.068 Uiso 1 1 calc R U . . .
C26 C 0.8566(2) 0.7157(3) 0.5976(2) 0.0623(11) Uani 1 1 d . . . . .
H26 H 0.849216 0.763036 0.554631 0.075 Uiso 1 1 calc R U . . .
Br2 Br 0.58571(3) 0.56667(4) 0.70835(3) 0.08171(19) Uani 1 1 d . . . . .
O2A O 0.3841(2) 0.2453(3) -0.0724(2) 0.0874(13) Uani 0.769(3) 1 d D U P B 1
H2A H 0.414010 0.283459 -0.075086 0.131 Uiso 0.769(3) 1 calc R U P B 1
O2B O 0.5076(7) 0.3827(11) -0.1144(6) 0.084(4) Uani 0.231(3) 1 d D U P B 2
H2B H 0.486054 0.341931 -0.098126 0.126 Uiso 0.231(3) 1 calc R U P B 2
N4A N 0.4983(2) 0.3430(3) -0.0178(2) 0.0538(11) Uani 0.769(3) 1 d D U P B 1
N4B N 0.4659(6) 0.3027(10) -0.0089(7) 0.053(3) Uani 0.231(3) 1 d D U P B 2
N5A N 0.56618(18) 0.3620(3) 0.1211(2) 0.0459(10) Uani 0.769(3) 1 d D U P B 1
N5B N 0.5267(5) 0.3078(9) 0.1344(6) 0.051(3) Uani 0.231(3) 1 d D U P B 2
N6 N 0.68889(15) 0.3221(2) 0.48001(16) 0.0531(8) Uani 1 1 d . . . . .
C27A C 0.5061(3) 0.3213(7) 0.0613(3) 0.0463(14) Uani 0.769(3) 1 d D U P B 1
C27B C 0.5231(10) 0.333(2) 0.0545(8) 0.049(3) Uani 0.231(3) 1 d D U P B 2
C28A C 0.5972(3) 0.4153(5) 0.0756(4) 0.0474(13) Uani 0.769(3) 1 d D U P B 1
C28B C 0.4659(9) 0.2583(19) 0.1201(10) 0.054(3) Uani 0.231(3) 1 d D U P B 2
C29A C 0.6569(3) 0.4746(5) 0.1045(4) 0.0563(15) Uani 0.769(3) 1 d D U P B 1
H29A H 0.684655 0.481904 0.162428 0.068 Uiso 0.769(3) 1 calc R U P B 1
C29B C 0.4409(11) 0.2104(18) 0.1755(11) 0.059(4) Uani 0.231(3) 1 d D U P B 2
H29B H 0.468497 0.205337 0.233657 0.071 Uiso 0.231(3) 1 calc R U P B 2
C30A C 0.6727(3) 0.5227(5) 0.0410(5) 0.0592(15) Uani 0.769(3) 1 d D U P B 1
H30A H 0.711328 0.564680 0.056522 0.071 Uiso 0.769(3) 1 calc R U P B 1
C30B C 0.3739(11) 0.1705(19) 0.1419(13) 0.055(4) Uani 0.231(3) 1 d D U P B 2
H30B H 0.354073 0.145528 0.178117 0.066 Uiso 0.231(3) 1 calc R U P B 2
C31A C 0.6314(4) 0.5080(5) -0.0443(4) 0.0574(15) Uani 0.769(3) 1 d D U P B 1
H31A H 0.643587 0.540509 -0.084786 0.069 Uiso 0.769(3) 1 calc R U P B 1
C31B C 0.3373(11) 0.168(2) 0.0541(14) 0.056(4) Uani 0.231(3) 1 d D U P B 2
H31B H 0.293678 0.138317 0.032183 0.067 Uiso 0.231(3) 1 calc R U P B 2
C32A C 0.5732(4) 0.4482(5) -0.0730(4) 0.0586(16) Uani 0.769(3) 1 d D U P B 1
H32A H 0.547153 0.438534 -0.131088 0.070 Uiso 0.769(3) 1 calc R U P B 1
C32B C 0.3627(10) 0.2089(19) -0.0025(11) 0.062(4) Uani 0.231(3) 1 d D U P B 2
H32B H 0.336540 0.207482 -0.061219 0.074 Uiso 0.231(3) 1 calc R U P B 2
C33A C 0.5547(3) 0.4020(4) -0.0100(4) 0.0518(13) Uani 0.769(3) 1 d D U P B 1
C33B C 0.4295(8) 0.2527(16) 0.0315(10) 0.054(3) Uani 0.231(3) 1 d D U P B 2
C34A C 0.4531(3) 0.2626(4) 0.0803(4) 0.0505(13) Uani 0.769(3) 1 d D U P B 1
C34B C 0.5738(9) 0.4004(16) 0.0381(10) 0.049(3) Uani 0.231(3) 1 d D U P B 2
C35A C 0.4556(3) 0.2449(5) 0.1597(4) 0.0618(16) Uani 0.769(3) 1 d D U P B 1
H35A H 0.494149 0.267129 0.206590 0.074 Uiso 0.769(3) 1 calc R U P B 1
C35B C 0.6302(11) 0.4410(18) 0.1003(11) 0.053(3) Uani 0.231(3) 1 d D U P B 2
H35B H 0.640161 0.424969 0.157140 0.063 Uiso 0.231(3) 1 calc R U P B 2
C36A C 0.4043(4) 0.1960(5) 0.1737(4) 0.0685(16) Uani 0.769(3) 1 d D U P B 1
H36A H 0.408248 0.183966 0.229364 0.082 Uiso 0.769(3) 1 calc R U P B 1
C36B C 0.6731(10) 0.5054(17) 0.0813(13) 0.056(4) Uani 0.231(3) 1 d D U P B 2
H36B H 0.711700 0.533436 0.124840 0.067 Uiso 0.231(3) 1 calc R U P B 2
C37A C 0.3462(4) 0.1642(5) 0.1051(6) 0.0673(17) Uani 0.769(3) 1 d D U P B 1
H37A H 0.310395 0.131837 0.114319 0.081 Uiso 0.769(3) 1 calc R U P B 1
C37B C 0.6585(11) 0.5279(16) -0.0023(14) 0.052(4) Uani 0.231(3) 1 d D U P B 2
H37B H 0.685943 0.574769 -0.015053 0.063 Uiso 0.231(3) 1 calc R U P B 2
C38A C 0.3410(4) 0.1801(7) 0.0231(5) 0.070(2) Uani 0.769(3) 1 d D U P B 1
H38A H 0.302216 0.157410 -0.023161 0.084 Uiso 0.769(3) 1 calc R U P B 1
C38B C 0.6044(12) 0.483(2) -0.0682(12) 0.056(4) Uani 0.231(3) 1 d D U P B 2
H38B H 0.597022 0.496366 -0.124836 0.067 Uiso 0.231(3) 1 calc R U P B 2
C39A C 0.3945(4) 0.2309(5) 0.0093(4) 0.0615(15) Uani 0.769(3) 1 d D U P B 1
C39B C 0.5605(9) 0.4176(16) -0.0482(10) 0.051(3) Uani 0.231(3) 1 d D U P B 2
C40 C 0.5933(2) 0.3437(3) 0.2143(2) 0.0697(12) Uani 1 1 d D . . . .
C41 C 0.58463(19) 0.4187(3) 0.2646(2) 0.0573(10) Uani 1 1 d . . . . .
H41 H 0.557804 0.474818 0.239400 0.069 Uiso 1 1 calc R U . . .
C42 C 0.61571(17) 0.4107(2) 0.35253(19) 0.0444(8) Uani 1 1 d . . . . .
H42 H 0.609611 0.461803 0.386313 0.053 Uiso 1 1 calc R U . . .
C43 C 0.65593(16) 0.3277(2) 0.39133(19) 0.0399(8) Uani 1 1 d . . . . .
C44 C 0.66406(17) 0.3800(2) 0.53251(18) 0.0415(8) Uani 1 1 d . . . . .
C45 C 0.70961(17) 0.4392(3) 0.5975(2) 0.0470(9) Uani 1 1 d . . . . .
H45 H 0.756256 0.442099 0.605956 0.056 Uiso 1 1 calc R U . . .
C46 C 0.68644(19) 0.4939(3) 0.6498(2) 0.0506(9) Uani 1 1 d . . . . .
H46 H 0.717283 0.533355 0.693532 0.061 Uiso 1 1 calc R U . . .
C47 C 0.61777(19) 0.4898(3) 0.6369(2) 0.0451(9) Uani 1 1 d . . . . .
C48 C 0.57143(18) 0.4321(3) 0.5726(2) 0.0493(9) Uani 1 1 d . . . . .
H48 H 0.524725 0.430323 0.564036 0.059 Uiso 1 1 calc R U . . .
C49 C 0.59497(18) 0.3768(3) 0.52105(19) 0.0466(9) Uani 1 1 d . . . . .
H49 H 0.563976 0.336748 0.477937 0.056 Uiso 1 1 calc R U . . .
C50 C 0.7411(2) 0.2466(3) 0.5210(2) 0.0677(11) Uani 1 1 d . . . . .
H50A H 0.720473 0.180942 0.507678 0.102 Uiso 1 1 calc R U . . .
H50B H 0.759865 0.256514 0.581881 0.102 Uiso 1 1 calc R U . . .
H50C H 0.777739 0.252080 0.500718 0.102 Uiso 1 1 calc R U . . .
C51 C 0.66470(17) 0.2527(3) 0.3392(2) 0.0489(9) Uani 1 1 d . . . . .
H51 H 0.691523 0.196383 0.363730 0.059 Uiso 1 1 calc R U . . .
C52 C 0.6336(2) 0.2619(3) 0.2511(2) 0.0651(11) Uani 1 1 d . . . . .
H52 H 0.640242 0.212088 0.216635 0.078 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
Br1 C21 1.897(4) . ?
O1 C13 1.337(6) . ?
O1 H1 0.8200 . ?
O1A C13A 1.330(16) . ?
O1A H1A 0.8200 . ?
N1 C1 1.332(5) . ?
N1 C7 1.378(5) . ?
N1A C1A 1.312(17) . ?
N1A C7A 1.378(16) . ?
N2 C2 1.375(5) . ?
N2 C1 1.378(5) . ?
N2 C14 1.466(4) . ?
N2A C2A 1.321(14) . ?
N2A C1A 1.429(15) . ?
N2A C14 1.555(13) . ?
N3 C17 1.398(4) . ?
N3 C18 1.429(4) . ?
N3 C24 1.456(4) . ?
C1 C8 1.468(6) . ?
C1A C8A 1.484(17) . ?
C2 C3 1.404(7) . ?
C2 C7 1.399(6) . ?
C2A C3A 1.421(16) . ?
C2A C7A 1.432(16) . ?
C3 C4 1.373(6) . ?
C3 H3 0.9300 . ?
C3A C4A 1.363(18) . ?
C3A H3A 0.9300 . ?
C4 C5 1.385(6) . ?
C4 H4 0.9300 . ?
C4A C5A 1.386(19) . ?
C4A H4A 0.9300 . ?
C5 C6 1.371(7) . ?
C5 H5 0.9300 . ?
C5A C6A 1.375(18) . ?
C5A H5A 0.9300 . ?
C6 C7 1.380(6) . ?
C6 H6 0.9300 . ?
C6A C7A 1.370(16) . ?
C6A H6A 0.9300 . ?
C8 C9 1.365(6) . ?
C8 C13 1.398(7) . ?
C8A C9A 1.359(16) . ?
C8A C13A 1.394(16) . ?
C9 C10 1.357(7) . ?
C9 H9 0.9300 . ?
C9A C10A 1.360(18) . ?
C9A H9A 0.9300 . ?
C10 C11 1.387(8) . ?
C10 H10 0.9300 . ?
C10A C11A 1.384(19) . ?
C10A H10A 0.9300 . ?
C11 C12 1.374(8) . ?
C11 H11 0.9300 . ?
C11A C12A 1.378(19) . ?
C11A H11A 0.9300 . ?
C12 C13 1.402(7) . ?
C12 H12 0.9300 . ?
C12A C13A 1.400(17) . ?
C12A H12A 0.9300 . ?
C14 C26 1.372(5) . ?
C14 C15 1.373(5) . ?
C15 C16 1.385(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.389(5) . ?
C16 H16 0.9300 . ?
C17 C25 1.391(5) . ?
C18 C19 1.376(5) . ?
C18 C23 1.380(5) . ?
C19 C20 1.370(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.381(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.376(5) . ?
C22 C23 1.376(5) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.394(5) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
Br2 C47 1.902(3) . ?
O2A C39A 1.333(7) . ?
O2A H2A 0.8200 . ?
O2B C39B 1.313(14) . ?
O2B H2B 0.8200 . ?
N4A C27A 1.322(6) . ?
N4A C33A 1.380(7) . ?
N4B C27B 1.318(13) . ?
N4B C33B 1.380(14) . ?
N5A C27A 1.376(6) . ?
N5A C28A 1.386(7) . ?
N5A C40 1.477(5) . ?
N5B C28B 1.367(13) . ?
N5B C27B 1.372(13) . ?
N5B C40 1.588(9) . ?
N6 C43 1.390(4) . ?
N6 C44 1.424(4) . ?
N6 C50 1.444(4) . ?
C27A C34A 1.493(9) . ?
C27B C34B 1.497(15) . ?
C28A C29A 1.392(9) . ?
C28A C33A 1.384(7) . ?
C28B C29B 1.398(16) . ?
C28B C33B 1.396(15) . ?
C29A C30A 1.403(8) . ?
C29A H29A 0.9300 . ?
C29B C30B 1.392(17) . ?
C29B H29B 0.9300 . ?
C30A C31A 1.377(8) . ?
C30A H30A 0.9300 . ?
C30B C31B 1.383(17) . ?
C30B H30B 0.9300 . ?
C31A C32A 1.372(9) . ?
C31A H31A 0.9300 . ?
C31B C32B 1.379(18) . ?
C31B H31B 0.9300 . ?
C32A C33A 1.415(8) . ?
C32A H32A 0.9300 . ?
C32B C33B 1.411(15) . ?
C32B H32B 0.9300 . ?
C34A C35A 1.350(8) . ?
C34A C39A 1.403(8) . ?
C34B C35B 1.347(16) . ?
C34B C39B 1.400(15) . ?
C35A C36A 1.356(9) . ?
C35A H35A 0.9300 . ?
C35B C36B 1.369(17) . ?
C35B H35B 0.9300 . ?
C36A C37A 1.377(8) . ?
C36A H36A 0.9300 . ?
C36B C37B 1.364(16) . ?
C36B H36B 0.9300 . ?
C37A C38A 1.371(9) . ?
C37A H37A 0.9300 . ?
C37B C38B 1.372(17) . ?
C37B H37B 0.9300 . ?
C38A C39A 1.405(10) . ?
C38A H38A 0.9300 . ?
C38B C39B 1.404(17) . ?
C38B H38B 0.9300 . ?
C40 C52 1.366(5) . ?
C40 C41 1.372(5) . ?
C41 C42 1.379(4) . ?
C41 H41 0.9300 . ?
C42 C43 1.387(4) . ?
C42 H42 0.9300 . ?
C43 C51 1.393(4) . ?
C44 C45 1.385(4) . ?
C44 C49 1.382(5) . ?
C45 C46 1.376(5) . ?
C45 H45 0.9300 . ?
C46 C47 1.367(5) . ?
C46 H46 0.9300 . ?
C47 C48 1.373(5) . ?
C48 C49 1.376(5) . ?
C48 H48 0.9300 . ?
C49 H49 0.9300 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
C51 C52 1.383(4) . ?
C51 H51 0.9300 . ?
C52 H52 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
C13 O1 H1 109.5 . . ?
C13A O1A H1A 109.5 . . ?
C1 N1 C7 106.6(3) . . ?
C1A N1A C7A 105.6(12) . . ?
C2 N2 C1 107.1(3) . . ?
C2 N2 C14 125.1(3) . . ?
C1 N2 C14 127.2(3) . . ?
C2A N2A C1A 106.0(11) . . ?
C2A N2A C14 141.9(12) . . ?
C1A N2A C14 112.1(10) . . ?
C17 N3 C18 121.0(3) . . ?
C17 N3 C24 119.8(3) . . ?
C18 N3 C24 117.6(3) . . ?
N1 C1 N2 111.0(4) . . ?
N1 C1 C8 121.5(4) . . ?
N2 C1 C8 127.4(3) . . ?
N1A C1A N2A 110.0(13) . . ?
N1A C1A C8A 121(2) . . ?
N2A C1A C8A 119.7(16) . . ?
N2 C2 C3 131.8(4) . . ?
N2 C2 C7 106.3(4) . . ?
C3 C2 C7 121.8(4) . . ?
N2A C2A C3A 136.0(16) . . ?
N2A C2A C7A 107.2(11) . . ?
C3A C2A C7A 116.0(12) . . ?
C4 C3 C2 116.7(4) . . ?
C4 C3 H3 121.7 . . ?
C2 C3 H3 121.7 . . ?
C4A C3A C2A 119.4(15) . . ?
C4A C3A H3A 120.3 . . ?
C2A C3A H3A 120.3 . . ?
C3 C4 C5 121.1(5) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C3A C4A C5A 121.7(16) . . ?
C3A C4A H4A 119.2 . . ?
C5A C4A H4A 119.2 . . ?
C6 C5 C4 122.5(4) . . ?
C6 C5 H5 118.8 . . ?
C4 C5 H5 118.8 . . ?
C6A C5A C4A 120.1(16) . . ?
C6A C5A H5A 119.9 . . ?
C4A C5A H5A 119.9 . . ?
C5 C6 C7 117.8(4) . . ?
C5 C6 H6 121.1 . . ?
C7 C6 H6 121.1 . . ?
C7A C6A C5A 117.9(15) . . ?
C7A C6A H6A 121.0 . . ?
C5A C6A H6A 121.0 . . ?
N1 C7 C6 131.0(4) . . ?
N1 C7 C2 109.0(4) . . ?
C6 C7 C2 120.1(4) . . ?
C6A C7A N1A 128.8(15) . . ?
C6A C7A C2A 122.9(14) . . ?
N1A C7A C2A 107.7(11) . . ?
C9 C8 C13 117.7(4) . . ?
C9 C8 C1 124.7(4) . . ?
C13 C8 C1 117.6(4) . . ?
C9A C8A C13A 119.3(13) . . ?
C9A C8A C1A 123.9(15) . . ?
C13A C8A C1A 115.7(13) . . ?
C10 C9 C8 124.4(5) . . ?
C10 C9 H9 117.8 . . ?
C8 C9 H9 117.8 . . ?
C10A C9A C8A 122.3(15) . . ?
C10A C9A H9A 118.8 . . ?
C8A C9A H9A 118.8 . . ?
C9 C10 C11 118.3(5) . . ?
C9 C10 H10 120.8 . . ?
C11 C10 H10 120.8 . . ?
C9A C10A C11A 118.9(15) . . ?
C9A C10A H10A 120.5 . . ?
C11A C10A H10A 120.5 . . ?
C12 C11 C10 119.7(5) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C10A C11A C12A 120.4(16) . . ?
C10A C11A H11A 119.8 . . ?
C12A C11A H11A 119.8 . . ?
C11 C12 C13 121.0(5) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C11A C12A C13A 119.4(15) . . ?
C11A C12A H12A 120.3 . . ?
C13A C12A H12A 120.3 . . ?
O1 C13 C12 116.7(5) . . ?
O1 C13 C8 124.3(5) . . ?
C12 C13 C8 119.0(5) . . ?
O1A C13A C12A 117.5(16) . . ?
O1A C13A C8A 123.2(15) . . ?
C12A C13A C8A 119.2(13) . . ?
C26 C14 C15 120.0(3) . . ?
C26 C14 N2 120.3(3) . . ?
C15 C14 N2 119.6(3) . . ?
C26 C14 N2A 104.6(9) . . ?
C15 C14 N2A 115.0(9) . . ?
C14 C15 C16 120.2(3) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C17 121.0(3) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C16 C17 C25 118.0(3) . . ?
C16 C17 N3 120.4(3) . . ?
C25 C17 N3 121.4(3) . . ?
C19 C18 C23 119.3(3) . . ?
C19 C18 N3 119.6(3) . . ?
C23 C18 N3 121.1(3) . . ?
C18 C19 C20 120.6(4) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C19 C20 C21 119.9(4) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C22 C21 C20 120.0(4) . . ?
C22 C21 Br1 120.1(3) . . ?
C20 C21 Br1 119.9(3) . . ?
C21 C22 C23 119.7(3) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C22 C23 C18 120.5(3) . . ?
C22 C23 H23 119.7 . . ?
C18 C23 H23 119.7 . . ?
N3 C24 H24A 109.5 . . ?
N3 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N3 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C17 C25 C26 120.7(3) . . ?
C17 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C14 C26 C25 120.0(3) . . ?
C14 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C39A O2A H2A 109.5 . . ?
C39B O2B H2B 109.5 . . ?
C27A N4A C33A 105.6(4) . . ?
C27B N4B C33B 104.0(10) . . ?
C27A N5A C28A 106.4(4) . . ?
C27A N5A C40 125.4(4) . . ?
C28A N5A C40 128.1(4) . . ?
C28B N5B C27B 105.1(9) . . ?
C28B N5B C40 137.5(9) . . ?
C27B N5B C40 117.4(8) . . ?
C43 N6 C44 120.2(3) . . ?
C43 N6 C50 121.1(3) . . ?
C44 N6 C50 117.9(3) . . ?
N4A C27A N5A 112.0(5) . . ?
N4A C27A C34A 122.1(5) . . ?
N5A C27A C34A 125.9(5) . . ?
N4B C27B N5B 114.2(10) . . ?
N4B C27B C34B 120.9(11) . . ?
N5B C27B C34B 124.4(10) . . ?
C29A C28A C33A 123.9(5) . . ?
C29A C28A N5A 130.2(6) . . ?
C33A C28A N5A 105.9(6) . . ?
N5B C28B C29B 132.1(13) . . ?
N5B C28B C33B 106.8(11) . . ?
C29B C28B C33B 120.9(11) . . ?
C28A C29A C30A 116.0(5) . . ?
C28A C29A H29A 122.0 . . ?
C30A C29A H29A 122.0 . . ?
C30B C29B C28B 118.8(13) . . ?
C30B C29B H29B 120.6 . . ?
C28B C29B H29B 120.6 . . ?
C31A C30A C29A 120.3(6) . . ?
C31A C30A H30A 119.8 . . ?
C29A C30A H30A 119.8 . . ?
C29B C30B C31B 119.2(13) . . ?
C29B C30B H30B 120.4 . . ?
C31B C30B H30B 120.4 . . ?
C32A C31A C30A 123.8(6) . . ?
C32A C31A H31A 118.1 . . ?
C30A C31A H31A 118.1 . . ?
C32B C31B C30B 123.0(14) . . ?
C32B C31B H31B 118.5 . . ?
C30B C31B H31B 118.5 . . ?
C31A C32A C33A 117.0(5) . . ?
C31A C32A H32A 121.5 . . ?
C33A C32A H32A 121.5 . . ?
C31B C32B C33B 117.9(13) . . ?
C31B C32B H32B 121.0 . . ?
C33B C32B H32B 121.0 . . ?
N4A C33A C28A 110.1(6) . . ?
N4A C33A C32A 130.9(6) . . ?
C28A C33A C32A 119.0(6) . . ?
N4B C33B C28B 109.8(11) . . ?
N4B C33B C32B 130.3(14) . . ?
C28B C33B C32B 119.5(12) . . ?
C35A C34A C39A 118.9(6) . . ?
C35A C34A C27A 124.7(5) . . ?
C39A C34A C27A 116.2(6) . . ?
C35B C34B C39B 120.4(12) . . ?
C35B C34B C27B 124.1(13) . . ?
C39B C34B C27B 115.5(12) . . ?
C36A C35A C34A 122.7(6) . . ?
C36A C35A H35A 118.7 . . ?
C34A C35A H35A 118.7 . . ?
C34B C35B C36B 121.3(13) . . ?
C34B C35B H35B 119.3 . . ?
C36B C35B H35B 119.3 . . ?
C35A C36A C37A 119.5(6) . . ?
C35A C36A H36A 120.2 . . ?
C37A C36A H36A 120.2 . . ?
C35B C36B C37B 119.0(14) . . ?
C35B C36B H36B 120.5 . . ?
C37B C36B H36B 120.5 . . ?
C36A C37A C38A 120.2(7) . . ?
C36A C37A H37A 119.9 . . ?
C38A C37A H37A 119.9 . . ?
C36B C37B C38B 121.9(14) . . ?
C36B C37B H37B 119.0 . . ?
C38B C37B H37B 119.0 . . ?
C37A C38A C39A 119.8(6) . . ?
C37A C38A H38A 120.1 . . ?
C39A C38A H38A 120.1 . . ?
C37B C38B C39B 118.6(13) . . ?
C37B C38B H38B 120.7 . . ?
C39B C38B H38B 120.7 . . ?
O2A C39A C34A 125.5(7) . . ?
O2A C39A C38A 115.6(6) . . ?
C34A C39A C38A 118.9(6) . . ?
O2B C39B C34B 126.3(14) . . ?
O2B C39B C38B 115.0(14) . . ?
C34B C39B C38B 118.6(12) . . ?
C52 C40 C41 120.2(3) . . ?
C52 C40 N5A 121.9(3) . . ?
C41 C40 N5A 117.4(3) . . ?
C52 C40 N5B 109.1(5) . . ?
C41 C40 N5B 117.6(5) . . ?
C40 C41 C42 119.9(3) . . ?
C40 C41 H41 120.1 . . ?
C42 C41 H41 120.1 . . ?
C41 C42 C43 120.9(3) . . ?
C41 C42 H42 119.5 . . ?
C43 C42 H42 119.5 . . ?
C42 C43 N6 120.4(3) . . ?
C42 C43 C51 118.3(3) . . ?
N6 C43 C51 121.2(3) . . ?
C45 C44 C49 118.8(3) . . ?
C45 C44 N6 120.1(3) . . ?
C49 C44 N6 121.1(3) . . ?
C46 C45 C44 120.6(3) . . ?
C46 C45 H45 119.7 . . ?
C44 C45 H45 119.7 . . ?
C47 C46 C45 119.5(3) . . ?
C47 C46 H46 120.2 . . ?
C45 C46 H46 120.2 . . ?
C46 C47 C48 121.1(3) . . ?
C46 C47 Br2 119.4(3) . . ?
C48 C47 Br2 119.5(3) . . ?
C47 C48 C49 119.2(3) . . ?
C47 C48 H48 120.4 . . ?
C49 C48 H48 120.4 . . ?
C48 C49 C44 120.8(3) . . ?
C48 C49 H49 119.6 . . ?
C44 C49 H49 119.6 . . ?
N6 C50 H50A 109.5 . . ?
N6 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
N6 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C52 C51 C43 120.2(3) . . ?
C52 C51 H51 119.9 . . ?
C43 C51 H51 119.9 . . ?
C40 C52 C51 120.4(3) . . ?
C40 C52 H52 119.8 . . ?
C51 C52 H52 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 N1 C1 N2 1.8(5) . . . . ?
C7 N1 C1 C8 178.1(4) . . . . ?
C2 N2 C1 N1 -1.5(5) . . . . ?
C14 N2 C1 N1 -172.7(3) . . . . ?
C2 N2 C1 C8 -177.5(5) . . . . ?
C14 N2 C1 C8 11.2(7) . . . . ?
C7A N1A C1A N2A 19(5) . . . . ?
C7A N1A C1A C8A 166(4) . . . . ?
C2A N2A C1A N1A -16(5) . . . . ?
C14 N2A C1A N1A 165(3) . . . . ?
C2A N2A C1A C8A -163(4) . . . . ?
C14 N2A C1A C8A 18(5) . . . . ?
C1 N2 C2 C3 179.8(5) . . . . ?
C14 N2 C2 C3 -8.7(7) . . . . ?
C1 N2 C2 C7 0.5(5) . . . . ?
C14 N2 C2 C7 172.0(3) . . . . ?
C1A N2A C2A C3A -164(5) . . . . ?
C14 N2A C2A C3A 15(9) . . . . ?
C1A N2A C2A C7A 5(5) . . . . ?
C14 N2A C2A C7A -176(3) . . . . ?
N2 C2 C3 C4 -179.5(5) . . . . ?
C7 C2 C3 C4 -0.3(7) . . . . ?
N2A C2A C3A C4A 172(5) . . . . ?
C7A C2A C3A C4A 4(7) . . . . ?
C2 C3 C4 C5 0.0(7) . . . . ?
C2A C3A C4A C5A 9(7) . . . . ?
C3 C4 C5 C6 -0.5(8) . . . . ?
C3A C4A C5A C6A -16(8) . . . . ?
C4 C5 C6 C7 1.3(7) . . . . ?
C4A C5A C6A C7A 9(8) . . . . ?
C1 N1 C7 C6 178.6(5) . . . . ?
C1 N1 C7 C2 -1.4(5) . . . . ?
C5 C6 C7 N1 178.4(5) . . . . ?
C5 C6 C7 C2 -1.6(6) . . . . ?
N2 C2 C7 N1 0.5(5) . . . . ?
C3 C2 C7 N1 -178.8(4) . . . . ?
N2 C2 C7 C6 -179.4(4) . . . . ?
C3 C2 C7 C6 1.2(7) . . . . ?
C5A C6A C7A N1A 174(5) . . . . ?
C5A C6A C7A C2A 4(8) . . . . ?
C1A N1A C7A C6A 173(6) . . . . ?
C1A N1A C7A C2A -16(5) . . . . ?
N2A C2A C7A C6A 178(5) . . . . ?
C3A C2A C7A C6A -11(8) . . . . ?
N2A C2A C7A N1A 6(5) . . . . ?
C3A C2A C7A N1A 178(4) . . . . ?
N1 C1 C8 C9 -172.9(5) . . . . ?
N2 C1 C8 C9 2.8(8) . . . . ?
N1 C1 C8 C13 7.2(7) . . . . ?
N2 C1 C8 C13 -177.1(5) . . . . ?
N1A C1A C8A C9A -168(4) . . . . ?
N2A C1A C8A C9A -25(7) . . . . ?
N1A C1A C8A C13A 24(6) . . . . ?
N2A C1A C8A C13A 167(4) . . . . ?
C13 C8 C9 C10 0.0(7) . . . . ?
C1 C8 C9 C10 -179.9(5) . . . . ?
C13A C8A C9A C10A 1(8) . . . . ?
C1A C8A C9A C10A -166(5) . . . . ?
C8 C9 C10 C11 0.0(8) . . . . ?
C8A C9A C10A C11A 2(8) . . . . ?
C9 C10 C11 C12 0.1(8) . . . . ?
C9A C10A C11A C12A -6(9) . . . . ?
C10 C11 C12 C13 -0.3(8) . . . . ?
C10A C11A C12A C13A 7(9) . . . . ?
C11 C12 C13 O1 -179.3(5) . . . . ?
C11 C12 C13 C8 0.3(7) . . . . ?
C9 C8 C13 O1 179.5(5) . . . . ?
C1 C8 C13 O1 -0.6(7) . . . . ?
C9 C8 C13 C12 -0.1(6) . . . . ?
C1 C8 C13 C12 179.8(5) . . . . ?
C11A C12A C13A O1A 173(5) . . . . ?
C11A C12A C13A C8A -4(8) . . . . ?
C9A C8A C13A O1A -177(4) . . . . ?
C1A C8A C13A O1A -8(7) . . . . ?
C9A C8A C13A C12A 0(8) . . . . ?
C1A C8A C13A C12A 168(4) . . . . ?
C2 N2 C14 C26 -89.8(5) . . . . ?
C1 N2 C14 C26 80.0(5) . . . . ?
C2 N2 C14 C15 87.9(5) . . . . ?
C1 N2 C14 C15 -102.3(5) . . . . ?
C2A N2A C14 C26 61(4) . . . . ?
C1A N2A C14 C26 -120(2) . . . . ?
C2A N2A C14 C15 -73(4) . . . . ?
C1A N2A C14 C15 106(2) . . . . ?
C26 C14 C15 C16 -0.1(6) . . . . ?
N2 C14 C15 C16 -177.8(3) . . . . ?
N2A C14 C15 C16 126.0(8) . . . . ?
C14 C15 C16 C17 0.3(6) . . . . ?
C15 C16 C17 C25 -0.8(5) . . . . ?
C15 C16 C17 N3 175.4(3) . . . . ?
C18 N3 C17 C16 26.2(5) . . . . ?
C24 N3 C17 C16 -168.4(3) . . . . ?
C18 N3 C17 C25 -157.7(3) . . . . ?
C24 N3 C17 C25 7.6(5) . . . . ?
C17 N3 C18 C19 -131.5(4) . . . . ?
C24 N3 C18 C19 62.9(4) . . . . ?
C17 N3 C18 C23 49.9(5) . . . . ?
C24 N3 C18 C23 -115.8(4) . . . . ?
C23 C18 C19 C20 -0.8(5) . . . . ?
N3 C18 C19 C20 -179.4(3) . . . . ?
C18 C19 C20 C21 -0.3(6) . . . . ?
C19 C20 C21 C22 1.2(6) . . . . ?
C19 C20 C21 Br1 -178.7(3) . . . . ?
C20 C21 C22 C23 -1.1(5) . . . . ?
Br1 C21 C22 C23 178.8(3) . . . . ?
C21 C22 C23 C18 0.0(5) . . . . ?
C19 C18 C23 C22 0.9(5) . . . . ?
N3 C18 C23 C22 179.6(3) . . . . ?
C16 C17 C25 C26 1.2(5) . . . . ?
N3 C17 C25 C26 -175.0(3) . . . . ?
C15 C14 C26 C25 0.5(6) . . . . ?
N2 C14 C26 C25 178.2(3) . . . . ?
N2A C14 C26 C25 -130.3(7) . . . . ?
C17 C25 C26 C14 -1.0(6) . . . . ?
C33A N4A C27A N5A -1.2(8) . . . . ?
C33A N4A C27A C34A 176.6(6) . . . . ?
C28A N5A C27A N4A 1.7(8) . . . . ?
C40 N5A C27A N4A -173.9(5) . . . . ?
C28A N5A C27A C34A -176.1(7) . . . . ?
C40 N5A C27A C34A 8.4(11) . . . . ?
C33B N4B C27B N5B -1(3) . . . . ?
C33B N4B C27B C34B -173(3) . . . . ?
C28B N5B C27B N4B -1(3) . . . . ?
C40 N5B C27B N4B -178.7(19) . . . . ?
C28B N5B C27B C34B 171(3) . . . . ?
C40 N5B C27B C34B -7(4) . . . . ?
C27A N5A C28A C29A 176.5(6) . . . . ?
C40 N5A C28A C29A -8.1(9) . . . . ?
C27A N5A C28A C33A -1.4(6) . . . . ?
C40 N5A C28A C33A 174.0(4) . . . . ?
C27B N5B C28B C29B 176(3) . . . . ?
C40 N5B C28B C29B -7(5) . . . . ?
C27B N5B C28B C33B 2(3) . . . . ?
C40 N5B C28B C33B 179.4(15) . . . . ?
C33A C28A C29A C30A 0.4(8) . . . . ?
N5A C28A C29A C30A -177.2(6) . . . . ?
N5B C28B C29B C30B 177(3) . . . . ?
C33B C28B C29B C30B -10(4) . . . . ?
C28A C29A C30A C31A -1.7(9) . . . . ?
C28B C29B C30B C31B 8(4) . . . . ?
C29A C30A C31A C32A 0.6(10) . . . . ?
C29B C30B C31B C32B -3(5) . . . . ?
C30A C31A C32A C33A 1.8(9) . . . . ?
C30B C31B C32B C33B 1(5) . . . . ?
C27A N4A C33A C28A 0.3(7) . . . . ?
C27A N4A C33A C32A -178.9(7) . . . . ?
C29A C28A C33A N4A -177.4(5) . . . . ?
N5A C28A C33A N4A 0.7(6) . . . . ?
C29A C28A C33A C32A 2.0(8) . . . . ?
N5A C28A C33A C32A -180.0(5) . . . . ?
C31A C32A C33A N4A 176.2(5) . . . . ?
C31A C32A C33A C28A -3.0(8) . . . . ?
C27B N4B C33B C28B 2(3) . . . . ?
C27B N4B C33B C32B 176(3) . . . . ?
N5B C28B C33B N4B -3(3) . . . . ?
C29B C28B C33B N4B -178(2) . . . . ?
N5B C28B C33B C32B -177(2) . . . . ?
C29B C28B C33B C32B 8(4) . . . . ?
C31B C32B C33B N4B -176(3) . . . . ?
C31B C32B C33B C28B -3(4) . . . . ?
N4A C27A C34A C35A -174.7(7) . . . . ?
N5A C27A C34A C35A 2.9(12) . . . . ?
N4A C27A C34A C39A 0.5(10) . . . . ?
N5A C27A C34A C39A 178.1(7) . . . . ?
N4B C27B C34B C35B 174(3) . . . . ?
N5B C27B C34B C35B 3(5) . . . . ?
N4B C27B C34B C39B -8(4) . . . . ?
N5B C27B C34B C39B -179(3) . . . . ?
C39A C34A C35A C36A 1.1(9) . . . . ?
C27A C34A C35A C36A 176.2(7) . . . . ?
C39B C34B C35B C36B 5(4) . . . . ?
C27B C34B C35B C36B -177(3) . . . . ?
C34A C35A C36A C37A -1.3(10) . . . . ?
C34B C35B C36B C37B -1(4) . . . . ?
C35A C36A C37A C38A 1.3(10) . . . . ?
C35B C36B C37B C38B -4(4) . . . . ?
C36A C37A C38A C39A -1.3(11) . . . . ?
C36B C37B C38B C39B 4(4) . . . . ?
C35A C34A C39A O2A 178.3(6) . . . . ?
C27A C34A C39A O2A 2.8(9) . . . . ?
C35A C34A C39A C38A -1.1(9) . . . . ?
C27A C34A C39A C38A -176.5(7) . . . . ?
C37A C38A C39A O2A -178.2(7) . . . . ?
C37A C38A C39A C34A 1.2(11) . . . . ?
C35B C34B C39B O2B -180(2) . . . . ?
C27B C34B C39B O2B 2(4) . . . . ?
C35B C34B C39B C38B -4(4) . . . . ?
C27B C34B C39B C38B 178(3) . . . . ?
C37B C38B C39B O2B 176(2) . . . . ?
C37B C38B C39B C34B 0(4) . . . . ?
C27A N5A C40 C52 84.9(7) . . . . ?
C28A N5A C40 C52 -89.6(6) . . . . ?
C27A N5A C40 C41 -103.7(6) . . . . ?
C28A N5A C40 C41 81.7(6) . . . . ?
C28B N5B C40 C52 74(2) . . . . ?
C27B N5B C40 C52 -109.4(19) . . . . ?
C28B N5B C40 C41 -68(2) . . . . ?
C27B N5B C40 C41 109.1(19) . . . . ?
C52 C40 C41 C42 -1.1(6) . . . . ?
N5A C40 C41 C42 -172.6(4) . . . . ?
N5B C40 C41 C42 136.0(6) . . . . ?
C40 C41 C42 C43 0.0(6) . . . . ?
C41 C42 C43 N6 177.9(3) . . . . ?
C41 C42 C43 C51 0.6(5) . . . . ?
C44 N6 C43 C42 22.1(5) . . . . ?
C50 N6 C43 C42 -168.1(3) . . . . ?
C44 N6 C43 C51 -160.7(3) . . . . ?
C50 N6 C43 C51 9.1(5) . . . . ?
C43 N6 C44 C45 -129.2(3) . . . . ?
C50 N6 C44 C45 60.6(4) . . . . ?
C43 N6 C44 C49 52.1(4) . . . . ?
C50 N6 C44 C49 -118.0(4) . . . . ?
C49 C44 C45 C46 0.0(5) . . . . ?
N6 C44 C45 C46 -178.7(3) . . . . ?
C44 C45 C46 C47 -0.3(5) . . . . ?
C45 C46 C47 C48 0.0(5) . . . . ?
C45 C46 C47 Br2 -179.3(3) . . . . ?
C46 C47 C48 C49 0.6(5) . . . . ?
Br2 C47 C48 C49 179.9(2) . . . . ?
C47 C48 C49 C44 -0.9(5) . . . . ?
C45 C44 C49 C48 0.6(5) . . . . ?
N6 C44 C49 C48 179.3(3) . . . . ?
C42 C43 C51 C52 -0.1(5) . . . . ?
N6 C43 C51 C52 -177.4(3) . . . . ?
C41 C40 C52 C51 1.5(7) . . . . ?
N5A C40 C52 C51 172.7(4) . . . . ?
N5B C40 C52 C51 -138.8(5) . . . . ?
C43 C51 C52 C40 -0.9(6) . . . . ?

_refine_diff_density_max         0.466
_refine_diff_density_min         -0.651
_refine_diff_density_rms         0.048



####################################################################### 
# 
# 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_Ligand3
_database_code_depnum_ccdc_archive 'CCDC 2209752'
loop_
_audit_author_name
_audit_author_address
'ARUMUGAM RAMAR'
;tifrh
India
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-05-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H17 Br N2 O2'
_chemical_formula_sum            'C25 H17 Br N2 O2'
_chemical_formula_weight         457.31

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'
Br Br -0.2901 2.4595 '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                   7.3752(4)
_cell_length_b                   22.5930(14)
_cell_length_c                   12.2479(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.230(5)
_cell_angle_gamma                90
_cell_volume                     2014.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4344
_cell_measurement_theta_min      2.9380
_cell_measurement_theta_max      27.7320

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    2.066
_shelx_estimated_absorpt_T_min   0.820
_shelx_estimated_absorpt_T_max   0.869
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.74301
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15044
_diffrn_reflns_av_unetI/netI     0.0514
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.798
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4096
_reflns_number_gt                3302
_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 1.171.39.29d (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0317P)²+1.1750P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4096
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0371
_refine_ls_wR_factor_ref         0.0796
_refine_ls_wR_factor_gt          0.0755
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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
Br Br 1.29462(3) 0.47266(2) 0.72411(2) 0.02272(10) Uani 1 1 d . . . . .
O2 O 0.5938(2) 0.59524(7) 0.52060(13) 0.0187(4) Uani 1 1 d . . . . .
O1 O 0.0000(2) 0.92604(8) 0.58319(15) 0.0248(4) Uani 1 1 d . . . . .
H1 H -0.028102 0.909641 0.637834 0.037 Uiso 1 1 calc R U . . .
N1 N 0.0178(3) 0.84271(9) 0.73368(17) 0.0174(5) Uani 1 1 d . . . . .
N2 N 0.1903(3) 0.76206(9) 0.71745(16) 0.0139(4) Uani 1 1 d . . . . .
C19 C 1.0722(3) 0.51158(11) 0.66365(19) 0.0148(5) Uani 1 1 d . . . . .
C7 C -0.0412(3) 0.79668(11) 0.7958(2) 0.0157(5) Uani 1 1 d . . . . .
C1 C 0.1549(3) 0.82057(11) 0.68872(19) 0.0150(5) Uani 1 1 d . . . . .
C8 C 0.2554(3) 0.85671(11) 0.6191(2) 0.0164(5) Uani 1 1 d . . . . .
C22 C 0.7537(3) 0.56823(11) 0.57522(19) 0.0141(5) Uani 1 1 d . . . . .
C2 C 0.0639(3) 0.74631(11) 0.78583(19) 0.0137(5) Uani 1 1 d . . . . .
C23 C 0.5064(3) 0.63732(10) 0.5753(2) 0.0142(5) Uani 1 1 d . . . . .
C24 C 0.3697(3) 0.66892(10) 0.50809(19) 0.0145(5) Uani 1 1 d . . . . .
H24 H 0.348067 0.662522 0.432106 0.017 Uiso 1 1 calc R U . . .
C25 C 0.2661(3) 0.70996(10) 0.5552(2) 0.0153(5) Uani 1 1 d . . . . .
H25 H 0.173244 0.730779 0.511015 0.018 Uiso 1 1 calc R U . . .
C13 C 0.1696(3) 0.90780(11) 0.5680(2) 0.0198(6) Uani 1 1 d . . . . .
C20 C 1.0750(3) 0.57187(11) 0.6468(2) 0.0188(5) Uani 1 1 d . . . . .
H20 H 1.183589 0.593090 0.665375 0.023 Uiso 1 1 calc R U . . .
C14 C 0.3011(3) 0.72008(10) 0.6691(2) 0.0141(5) Uani 1 1 d . . . . .
C16 C 0.5404(3) 0.64678(11) 0.6881(2) 0.0155(5) Uani 1 1 d . . . . .
H16 H 0.631699 0.625373 0.732474 0.019 Uiso 1 1 calc R U . . .
C18 C 0.9127(3) 0.47944(11) 0.6377(2) 0.0200(6) Uani 1 1 d . . . . .
H18 H 0.913022 0.438814 0.649931 0.024 Uiso 1 1 calc R U . . .
C3 C 0.0381(3) 0.69340(11) 0.8407(2) 0.0169(5) Uani 1 1 d . . . . .
H3 H 0.107973 0.659824 0.833208 0.020 Uiso 1 1 calc R U . . .
C17 C 0.7510(3) 0.50820(11) 0.5930(2) 0.0192(6) Uani 1 1 d . . . . .
H17 H 0.642095 0.487016 0.575304 0.023 Uiso 1 1 calc R U . . .
C15 C 0.4374(3) 0.68850(11) 0.7350(2) 0.0155(5) Uani 1 1 d . . . . .
H15 H 0.460307 0.695161 0.810928 0.019 Uiso 1 1 calc R U . . .
C21 C 0.9138(3) 0.60059(11) 0.6016(2) 0.0208(6) Uani 1 1 d . . . . .
H21 H 0.913626 0.641211 0.589280 0.025 Uiso 1 1 calc R U . . .
C12 C 0.2571(4) 0.94119(11) 0.4961(2) 0.0242(6) Uani 1 1 d . . . . .
H12 H 0.198505 0.973783 0.459832 0.029 Uiso 1 1 calc R U . . .
C6 C -0.1770(3) 0.79680(11) 0.8629(2) 0.0182(6) Uani 1 1 d . . . . .
H6 H -0.247749 0.830249 0.869887 0.022 Uiso 1 1 calc R U . . .
C9 C 0.4352(3) 0.84386(11) 0.6038(2) 0.0210(6) Uani 1 1 d . . . . .
H9 H 0.496800 0.811880 0.640510 0.025 Uiso 1 1 calc R U . . .
C4 C -0.0977(3) 0.69398(12) 0.9067(2) 0.0183(6) Uani 1 1 d . . . . .
H4 H -0.120487 0.659679 0.944197 0.022 Uiso 1 1 calc R U . . .
C10 C 0.5218(4) 0.87840(12) 0.5345(2) 0.0259(6) Uani 1 1 d . . . . .
H10 H 0.641643 0.869783 0.525215 0.031 Uiso 1 1 calc R U . . .
C5 C -0.2018(3) 0.74479(11) 0.9186(2) 0.0194(6) Uani 1 1 d . . . . .
H5 H -0.289790 0.743564 0.965103 0.023 Uiso 1 1 calc R U . . .
C11 C 0.4307(4) 0.92562(12) 0.4792(2) 0.0240(6) Uani 1 1 d . . . . .
H11 H 0.487640 0.947264 0.429645 0.029 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
Br C19 1.903(2) . ?
O2 C23 1.381(3) . ?
O2 C22 1.399(3) . ?
O1 C13 1.358(3) . ?
O1 H1 0.8200 . ?
N1 C1 1.325(3) . ?
N1 C7 1.399(3) . ?
N2 C1 1.382(3) . ?
N2 C2 1.395(3) . ?
N2 C14 1.440(3) . ?
C19 C18 1.375(3) . ?
C19 C20 1.379(3) . ?
C7 C2 1.393(3) . ?
C7 C6 1.393(3) . ?
C1 C8 1.465(3) . ?
C8 C9 1.399(3) . ?
C8 C13 1.414(3) . ?
C22 C17 1.374(4) . ?
C22 C21 1.383(3) . ?
C2 C3 1.399(3) . ?
C23 C16 1.381(3) . ?
C23 C24 1.392(3) . ?
C24 C25 1.385(3) . ?
C24 H24 0.9300 . ?
C25 C14 1.395(3) . ?
C25 H25 0.9300 . ?
C13 C12 1.394(4) . ?
C20 C21 1.389(3) . ?
C20 H20 0.9300 . ?
C14 C15 1.383(3) . ?
C16 C15 1.392(3) . ?
C16 H16 0.9300 . ?
C18 C17 1.391(3) . ?
C18 H18 0.9300 . ?
C3 C4 1.384(4) . ?
C3 H3 0.9300 . ?
C17 H17 0.9300 . ?
C15 H15 0.9300 . ?
C21 H21 0.9300 . ?
C12 C11 1.375(4) . ?
C12 H12 0.9300 . ?
C6 C5 1.386(4) . ?
C6 H6 0.9300 . ?
C9 C10 1.383(4) . ?
C9 H9 0.9300 . ?
C4 C5 1.402(4) . ?
C4 H4 0.9300 . ?
C10 C11 1.379(4) . ?
C10 H10 0.9300 . ?
C5 H5 0.9300 . ?
C11 H11 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
C23 O2 C22 119.45(18) . . ?
C13 O1 H1 109.5 . . ?
C1 N1 C7 105.7(2) . . ?
C1 N2 C2 106.24(19) . . ?
C1 N2 C14 128.4(2) . . ?
C2 N2 C14 123.8(2) . . ?
C18 C19 C20 121.3(2) . . ?
C18 C19 Br 119.85(18) . . ?
C20 C19 Br 118.84(18) . . ?
C2 C7 C6 121.1(2) . . ?
C2 C7 N1 109.5(2) . . ?
C6 C7 N1 129.4(2) . . ?
N1 C1 N2 112.4(2) . . ?
N1 C1 C8 121.5(2) . . ?
N2 C1 C8 126.1(2) . . ?
C9 C8 C13 118.5(2) . . ?
C9 C8 C1 122.8(2) . . ?
C13 C8 C1 118.7(2) . . ?
C17 C22 C21 121.2(2) . . ?
C17 C22 O2 118.3(2) . . ?
C21 C22 O2 120.3(2) . . ?
C7 C2 N2 106.2(2) . . ?
C7 C2 C3 122.3(2) . . ?
N2 C2 C3 131.4(2) . . ?
O2 C23 C16 124.6(2) . . ?
O2 C23 C24 114.6(2) . . ?
C16 C23 C24 120.7(2) . . ?
C25 C24 C23 119.5(2) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C14 120.0(2) . . ?
C24 C25 H25 120.0 . . ?
C14 C25 H25 120.0 . . ?
O1 C13 C12 116.9(2) . . ?
O1 C13 C8 123.0(2) . . ?
C12 C13 C8 120.1(2) . . ?
C19 C20 C21 119.3(2) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 H20 120.4 . . ?
C15 C14 C25 120.0(2) . . ?
C15 C14 N2 120.4(2) . . ?
C25 C14 N2 119.5(2) . . ?
C23 C16 C15 119.6(2) . . ?
C23 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C19 C18 C17 119.5(2) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C4 C3 C2 116.1(2) . . ?
C4 C3 H3 122.0 . . ?
C2 C3 H3 122.0 . . ?
C22 C17 C18 119.3(2) . . ?
C22 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
C14 C15 C16 120.1(2) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C22 C21 C20 119.4(2) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C11 C12 C13 119.6(2) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C5 C6 C7 116.9(2) . . ?
C5 C6 H6 121.5 . . ?
C7 C6 H6 121.5 . . ?
C10 C9 C8 120.4(2) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C3 C4 C5 121.9(2) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.1 . . ?
C11 C10 C9 120.1(3) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C6 C5 C4 121.7(2) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C12 C11 C10 121.0(2) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 C7 C2 -0.5(3) . . . . ?
C1 N1 C7 C6 177.4(2) . . . . ?
C7 N1 C1 N2 0.1(3) . . . . ?
C7 N1 C1 C8 -178.5(2) . . . . ?
C2 N2 C1 N1 0.3(3) . . . . ?
C14 N2 C1 N1 166.6(2) . . . . ?
C2 N2 C1 C8 178.8(2) . . . . ?
C14 N2 C1 C8 -14.9(4) . . . . ?
N1 C1 C8 C9 155.9(2) . . . . ?
N2 C1 C8 C9 -22.6(4) . . . . ?
N1 C1 C8 C13 -22.0(3) . . . . ?
N2 C1 C8 C13 159.5(2) . . . . ?
C23 O2 C22 C17 117.2(2) . . . . ?
C23 O2 C22 C21 -68.3(3) . . . . ?
C6 C7 C2 N2 -177.4(2) . . . . ?
N1 C7 C2 N2 0.6(3) . . . . ?
C6 C7 C2 C3 0.8(4) . . . . ?
N1 C7 C2 C3 178.9(2) . . . . ?
C1 N2 C2 C7 -0.5(2) . . . . ?
C14 N2 C2 C7 -167.6(2) . . . . ?
C1 N2 C2 C3 -178.6(2) . . . . ?
C14 N2 C2 C3 14.3(4) . . . . ?
C22 O2 C23 C16 -14.5(3) . . . . ?
C22 O2 C23 C24 168.8(2) . . . . ?
O2 C23 C24 C25 176.4(2) . . . . ?
C16 C23 C24 C25 -0.4(4) . . . . ?
C23 C24 C25 C14 1.0(4) . . . . ?
C9 C8 C13 O1 -175.9(2) . . . . ?
C1 C8 C13 O1 2.1(4) . . . . ?
C9 C8 C13 C12 5.8(4) . . . . ?
C1 C8 C13 C12 -176.2(2) . . . . ?
C18 C19 C20 C21 -0.6(4) . . . . ?
Br C19 C20 C21 179.34(19) . . . . ?
C24 C25 C14 C15 -1.0(4) . . . . ?
C24 C25 C14 N2 -178.8(2) . . . . ?
C1 N2 C14 C15 128.2(3) . . . . ?
C2 N2 C14 C15 -67.7(3) . . . . ?
C1 N2 C14 C25 -54.0(3) . . . . ?
C2 N2 C14 C25 110.2(3) . . . . ?
O2 C23 C16 C15 -176.8(2) . . . . ?
C24 C23 C16 C15 -0.3(4) . . . . ?
C20 C19 C18 C17 0.3(4) . . . . ?
Br C19 C18 C17 -179.66(19) . . . . ?
C7 C2 C3 C4 -0.5(3) . . . . ?
N2 C2 C3 C4 177.2(2) . . . . ?
C21 C22 C17 C18 -0.4(4) . . . . ?
O2 C22 C17 C18 174.0(2) . . . . ?
C19 C18 C17 C22 0.2(4) . . . . ?
C25 C14 C15 C16 0.3(4) . . . . ?
N2 C14 C15 C16 178.1(2) . . . . ?
C23 C16 C15 C14 0.3(4) . . . . ?
C17 C22 C21 C20 0.1(4) . . . . ?
O2 C22 C21 C20 -174.2(2) . . . . ?
C19 C20 C21 C22 0.4(4) . . . . ?
O1 C13 C12 C11 178.7(2) . . . . ?
C8 C13 C12 C11 -2.9(4) . . . . ?
C2 C7 C6 C5 0.0(3) . . . . ?
N1 C7 C6 C5 -177.6(2) . . . . ?
C13 C8 C9 C10 -4.1(4) . . . . ?
C1 C8 C9 C10 178.0(2) . . . . ?
C2 C3 C4 C5 -0.6(3) . . . . ?
C8 C9 C10 C11 -0.5(4) . . . . ?
C7 C6 C5 C4 -1.1(4) . . . . ?
C3 C4 C5 C6 1.5(4) . . . . ?
C13 C12 C11 C10 -1.8(4) . . . . ?
C9 C10 C11 C12 3.5(4) . . . . ?

_refine_diff_density_max         0.338
_refine_diff_density_min         -0.380
_refine_diff_density_rms         0.072



####################################################################### 
# 
# 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_Ligand4
_database_code_depnum_ccdc_archive 'CCDC 2209753'
loop_
_audit_author_name
_audit_author_address
'ARUMUGAM RAMAR'
;tifrh
India
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-05-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H29 N5 O2, C H2 Cl2 '
_chemical_formula_sum            'C41 H31 Cl2 N5 O2'
_chemical_formula_weight         696.61

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           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

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

_cell_length_a                   10.8967(2)
_cell_length_b                   12.4713(2)
_cell_length_c                   12.8652(3)
_cell_angle_alpha                94.276(2)
_cell_angle_beta                 102.900(2)
_cell_angle_gamma                93.460(2)
_cell_volume                     1694.12(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    11742
_cell_measurement_theta_min      2.7590
_cell_measurement_theta_max      26.4840

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_F_000             724
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.237
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.63893
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31758
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.627
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6896
_reflns_number_gt                5530
_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 1.171.39.29d (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0748P)²+1.0107P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6896
_refine_ls_number_parameters     454
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0589
_refine_ls_wR_factor_ref         0.1678
_refine_ls_wR_factor_gt          0.1594
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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
Cl Cl 0.89097(11) 0.75450(10) 0.30268(9) 0.1076(4) Uani 1 1 d . . . . .
Cl1 Cl 0.95125(11) 0.98277(12) 0.35248(15) 0.1542(7) Uani 1 1 d . . . . .
N3 N 0.32301(17) 0.47687(13) 0.41593(14) 0.0388(4) Uani 1 1 d . . . . .
O1 O 0.78474(18) 0.76005(16) 0.00288(18) 0.0678(5) Uani 1 1 d . . . . .
H1 H 0.820206 0.705569 0.019349 0.102 Uiso 1 1 calc R U . . .
N5 N 0.26834(17) 0.03060(14) 0.34671(14) 0.0393(4) Uani 1 1 d . . . . .
N2 N 0.68535(17) 0.50942(14) 0.17338(14) 0.0390(4) Uani 1 1 d . . . . .
N4 N 0.25735(19) -0.14375(14) 0.37675(16) 0.0454(4) Uani 1 1 d . . . . .
N1 N 0.81040(18) 0.56645(17) 0.06909(15) 0.0473(5) Uani 1 1 d . . . . .
O2 O 0.2491(3) -0.19427(14) 0.56671(16) 0.0796(7) Uani 1 1 d . . . . .
H2 H 0.239516 -0.202534 0.501485 0.119 Uiso 1 1 calc R U . . .
C17 C 0.36371(19) 0.31827(15) 0.33600(16) 0.0336(4) Uani 1 1 d . . . . .
C22 C 0.29439(19) 0.36676(15) 0.40435(16) 0.0346(4) Uani 1 1 d . . . . .
C25 C 0.4118(2) 0.50083(16) 0.35780(16) 0.0358(4) Uani 1 1 d . . . . .
C15 C 0.5257(2) 0.40804(16) 0.24030(16) 0.0369(4) Uani 1 1 d . . . . .
H15 H 0.540485 0.345858 0.201878 0.044 Uiso 1 1 calc R U . . .
C19 C 0.27682(19) 0.14637(16) 0.36477(17) 0.0367(4) Uani 1 1 d . . . . .
C16 C 0.43859(19) 0.40499(15) 0.30509(16) 0.0345(4) Uani 1 1 d . . . . .
C20 C 0.2057(2) 0.19530(17) 0.43025(17) 0.0390(5) Uani 1 1 d . . . . .
H20 H 0.151928 0.152661 0.459926 0.047 Uiso 1 1 calc R U . . .
C18 C 0.3556(2) 0.20636(16) 0.31663(17) 0.0371(4) Uani 1 1 d . . . . .
H18 H 0.401833 0.173034 0.272614 0.045 Uiso 1 1 calc R U . . .
C21 C 0.2142(2) 0.30556(17) 0.45144(17) 0.0385(5) Uani 1 1 d . . . . .
H21 H 0.167885 0.338178 0.495805 0.046 Uiso 1 1 calc R U . . .
C2 C 0.7898(2) 0.44838(17) 0.19143(17) 0.0403(5) Uani 1 1 d . . . . .
C29 C 0.2197(2) -0.02751(18) 0.24726(17) 0.0413(5) Uani 1 1 d . . . . .
C14 C 0.5893(2) 0.50569(17) 0.23485(16) 0.0374(4) Uani 1 1 d . . . . .
C1 C 0.7027(2) 0.57771(18) 0.09788(17) 0.0409(5) Uani 1 1 d . . . . .
C26 C 0.4754(2) 0.59979(16) 0.35037(17) 0.0419(5) Uani 1 1 d . . . . .
H26 H 0.457149 0.663216 0.384577 0.050 Uiso 1 1 calc R U . . .
C7 C 0.8671(2) 0.48536(19) 0.12680(17) 0.0446(5) Uani 1 1 d . . . . .
C23 C 0.2668(2) 0.55256(18) 0.47953(18) 0.0438(5) Uani 1 1 d . . . . .
H23A H 0.320191 0.619568 0.495585 0.053 Uiso 1 1 calc R U . . .
H23B H 0.264279 0.523422 0.546913 0.053 Uiso 1 1 calc R U . . .
C27 C 0.5658(2) 0.60038(17) 0.29085(17) 0.0413(5) Uani 1 1 d . . . . .
H27 H 0.612263 0.664640 0.287684 0.050 Uiso 1 1 calc R U . . .
C28 C 0.2887(2) -0.04436(16) 0.42078(18) 0.0398(5) Uani 1 1 d . . . . .
C3 C 0.8202(2) 0.36523(19) 0.25638(18) 0.0471(5) Uani 1 1 d . . . . .
H3 H 0.767700 0.341290 0.299237 0.057 Uiso 1 1 calc R U . . .
C8 C 0.6159(2) 0.65686(18) 0.05394(17) 0.0419(5) Uani 1 1 d . . . . .
C35 C 0.3393(2) -0.02082(17) 0.53642(17) 0.0401(5) Uani 1 1 d . . . . .
C34 C 0.2135(2) -0.13523(18) 0.26739(19) 0.0449(5) Uani 1 1 d . . . . .
C36 C 0.4128(2) 0.07305(18) 0.58436(19) 0.0457(5) Uani 1 1 d . . . . .
H36 H 0.431936 0.125310 0.541259 0.055 Uiso 1 1 calc R U . . .
C13 C 0.6638(2) 0.74718(19) 0.01083(18) 0.0481(5) Uani 1 1 d . . . . .
C40 C 0.3154(3) -0.09989(18) 0.6043(2) 0.0513(6) Uani 1 1 d . . . . .
C30 C 0.1801(2) 0.0071(2) 0.1464(2) 0.0528(6) Uani 1 1 d . . . . .
H30 H 0.184243 0.079816 0.134754 0.063 Uiso 1 1 calc R U . . .
C12 C 0.5842(3) 0.8272(2) -0.0235(2) 0.0573(6) Uani 1 1 d . . . . .
H12 H 0.616093 0.888126 -0.049205 0.069 Uiso 1 1 calc R U . . .
C9 C 0.4873(2) 0.6471(2) 0.05139(18) 0.0500(6) Uani 1 1 d . . . . .
H9 H 0.453003 0.585922 0.075092 0.060 Uiso 1 1 calc R U . . .
C33 C 0.1667(3) -0.2144(2) 0.1835(2) 0.0576(6) Uani 1 1 d . . . . .
H33 H 0.162488 -0.287010 0.195636 0.069 Uiso 1 1 calc R U . . .
C6 C 0.9810(2) 0.4401(2) 0.1273(2) 0.0565(6) Uani 1 1 d . . . . .
H6 H 1.034729 0.465529 0.086119 0.068 Uiso 1 1 calc R U . . .
C10 C 0.4096(3) 0.7258(2) 0.0146(2) 0.0581(7) Uani 1 1 d . . . . .
H10 H 0.323809 0.717428 0.012848 0.070 Uiso 1 1 calc R U . . .
C4 C 0.9317(3) 0.3201(2) 0.2541(2) 0.0573(6) Uani 1 1 d . . . . .
H4 H 0.954845 0.263790 0.296054 0.069 Uiso 1 1 calc R U . . .
C11 C 0.4597(3) 0.8170(2) -0.0197(2) 0.0613(7) Uani 1 1 d . . . . .
H11 H 0.408444 0.872215 -0.040391 0.074 Uiso 1 1 calc R U . . .
C37 C 0.4574(2) 0.0904(2) 0.6929(2) 0.0538(6) Uani 1 1 d . . . . .
H37 H 0.506324 0.153512 0.722747 0.065 Uiso 1 1 calc R U . . .
C32 C 0.1267(3) -0.1827(2) 0.0818(2) 0.0625(7) Uani 1 1 d . . . . .
H32 H 0.094785 -0.234463 0.024727 0.075 Uiso 1 1 calc R U . . .
C5 C 1.0120(3) 0.3568(2) 0.1900(2) 0.0607(7) Uani 1 1 d . . . . .
H5 H 1.086659 0.324388 0.190126 0.073 Uiso 1 1 calc R U . . .
C38 C 0.4297(3) 0.0146(2) 0.7571(2) 0.0597(7) Uani 1 1 d . . . . .
H38 H 0.458595 0.027117 0.831000 0.072 Uiso 1 1 calc R U . . .
C39 C 0.3596(3) -0.0800(2) 0.7138(2) 0.0614(7) Uani 1 1 d . . . . .
H39 H 0.341769 -0.131051 0.758616 0.074 Uiso 1 1 calc R U . . .
C31 C 0.1335(3) -0.0733(3) 0.0633(2) 0.0666(8) Uani 1 1 d . . . . .
H31 H 0.106395 -0.053968 -0.006111 0.080 Uiso 1 1 calc R U . . .
C24 C 0.1358(3) 0.5762(2) 0.4251(2) 0.0611(7) Uani 1 1 d . . . . .
H24A H 0.138309 0.610129 0.360951 0.092 Uiso 1 1 calc R U . . .
H24B H 0.102327 0.623526 0.472321 0.092 Uiso 1 1 calc R U . . .
H24C H 0.082774 0.510053 0.407169 0.092 Uiso 1 1 calc R U . . .
C C 0.8832(4) 0.8806(3) 0.2542(4) 0.0985(12) Uani 1 1 d . . . . .
HA H 0.926144 0.882117 0.195889 0.118 Uiso 1 1 calc R U . . .
HB H 0.795453 0.893093 0.226077 0.118 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
Cl C 1.734(5) . ?
Cl1 C 1.732(4) . ?
N3 C22 1.379(3) . ?
N3 C25 1.380(3) . ?
N3 C23 1.454(3) . ?
O1 C13 1.346(3) . ?
O1 H1 0.8200 . ?
N5 C28 1.377(3) . ?
N5 C29 1.398(3) . ?
N5 C19 1.439(3) . ?
N2 C1 1.375(3) . ?
N2 C2 1.394(3) . ?
N2 C14 1.447(3) . ?
N4 C28 1.316(3) . ?
N4 C34 1.395(3) . ?
N1 C1 1.319(3) . ?
N1 C7 1.392(3) . ?
O2 C40 1.341(3) . ?
O2 H2 0.8200 . ?
C17 C18 1.393(3) . ?
C17 C22 1.408(3) . ?
C17 C16 1.448(3) . ?
C22 C21 1.392(3) . ?
C25 C26 1.399(3) . ?
C25 C16 1.408(3) . ?
C15 C14 1.378(3) . ?
C15 C16 1.397(3) . ?
C15 H15 0.9300 . ?
C19 C18 1.382(3) . ?
C19 C20 1.398(3) . ?
C20 C21 1.375(3) . ?
C20 H20 0.9300 . ?
C18 H18 0.9300 . ?
C21 H21 0.9300 . ?
C2 C3 1.389(3) . ?
C2 C7 1.391(3) . ?
C29 C30 1.383(3) . ?
C29 C34 1.387(3) . ?
C14 C27 1.404(3) . ?
C1 C8 1.465(3) . ?
C26 C27 1.377(3) . ?
C26 H26 0.9300 . ?
C7 C6 1.393(3) . ?
C23 C24 1.501(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C27 H27 0.9300 . ?
C28 C35 1.467(3) . ?
C3 C4 1.375(4) . ?
C3 H3 0.9300 . ?
C8 C9 1.392(3) . ?
C8 C13 1.414(3) . ?
C35 C36 1.397(3) . ?
C35 C40 1.415(3) . ?
C34 C33 1.392(3) . ?
C36 C37 1.368(3) . ?
C36 H36 0.9300 . ?
C13 C12 1.393(4) . ?
C40 C39 1.382(4) . ?
C30 C31 1.394(4) . ?
C30 H30 0.9300 . ?
C12 C11 1.367(4) . ?
C12 H12 0.9300 . ?
C9 C10 1.377(4) . ?
C9 H9 0.9300 . ?
C33 C32 1.379(4) . ?
C33 H33 0.9300 . ?
C6 C5 1.374(4) . ?
C6 H6 0.9300 . ?
C10 C11 1.375(4) . ?
C10 H10 0.9300 . ?
C4 C5 1.409(4) . ?
C4 H4 0.9300 . ?
C11 H11 0.9300 . ?
C37 C38 1.363(4) . ?
C37 H37 0.9300 . ?
C32 C31 1.402(4) . ?
C32 H32 0.9300 . ?
C5 H5 0.9300 . ?
C38 C39 1.375(4) . ?
C38 H38 0.9300 . ?
C39 H39 0.9300 . ?
C31 H31 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C HA 0.9700 . ?
C HB 0.9700 . ?

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
C22 N3 C25 108.62(16) . . ?
C22 N3 C23 124.28(18) . . ?
C25 N3 C23 127.10(17) . . ?
C13 O1 H1 109.5 . . ?
C28 N5 C29 106.32(17) . . ?
C28 N5 C19 128.73(18) . . ?
C29 N5 C19 124.44(17) . . ?
C1 N2 C2 106.41(17) . . ?
C1 N2 C14 129.51(18) . . ?
C2 N2 C14 123.70(17) . . ?
C28 N4 C34 105.86(18) . . ?
C1 N1 C7 105.97(18) . . ?
C40 O2 H2 109.5 . . ?
C18 C17 C22 119.93(18) . . ?
C18 C17 C16 133.63(19) . . ?
C22 C17 C16 106.32(17) . . ?
N3 C22 C21 129.07(19) . . ?
N3 C22 C17 109.38(17) . . ?
C21 C22 C17 121.53(18) . . ?
N3 C25 C26 129.71(19) . . ?
N3 C25 C16 109.25(17) . . ?
C26 C25 C16 120.98(19) . . ?
C14 C15 C16 118.21(19) . . ?
C14 C15 H15 120.9 . . ?
C16 C15 H15 120.9 . . ?
C18 C19 C20 121.67(19) . . ?
C18 C19 N5 118.82(19) . . ?
C20 C19 N5 119.51(18) . . ?
C15 C16 C25 120.25(18) . . ?
C15 C16 C17 133.33(19) . . ?
C25 C16 C17 106.40(17) . . ?
C21 C20 C19 120.97(18) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C19 C18 C17 118.03(19) . . ?
C19 C18 H18 121.0 . . ?
C17 C18 H18 121.0 . . ?
C20 C21 C22 117.84(19) . . ?
C20 C21 H21 121.1 . . ?
C22 C21 H21 121.1 . . ?
C3 C2 C7 122.5(2) . . ?
C3 C2 N2 131.5(2) . . ?
C7 C2 N2 105.99(18) . . ?
C30 C29 C34 123.3(2) . . ?
C30 C29 N5 130.8(2) . . ?
C34 C29 N5 105.83(19) . . ?
C15 C14 C27 121.33(19) . . ?
C15 C14 N2 119.06(19) . . ?
C27 C14 N2 119.57(18) . . ?
N1 C1 N2 112.25(19) . . ?
N1 C1 C8 122.06(19) . . ?
N2 C1 C8 125.67(19) . . ?
C27 C26 C25 117.93(19) . . ?
C27 C26 H26 121.0 . . ?
C25 C26 H26 121.0 . . ?
C2 C7 N1 109.4(2) . . ?
C2 C7 C6 120.0(2) . . ?
N1 C7 C6 130.7(2) . . ?
N3 C23 C24 113.4(2) . . ?
N3 C23 H23A 108.9 . . ?
C24 C23 H23A 108.9 . . ?
N3 C23 H23B 108.9 . . ?
C24 C23 H23B 108.9 . . ?
H23A C23 H23B 107.7 . . ?
C26 C27 C14 121.16(19) . . ?
C26 C27 H27 119.4 . . ?
C14 C27 H27 119.4 . . ?
N4 C28 N5 112.38(19) . . ?
N4 C28 C35 121.70(19) . . ?
N5 C28 C35 125.92(19) . . ?
C4 C3 C2 116.6(2) . . ?
C4 C3 H3 121.7 . . ?
C2 C3 H3 121.7 . . ?
C9 C8 C13 118.0(2) . . ?
C9 C8 C1 123.1(2) . . ?
C13 C8 C1 118.9(2) . . ?
C36 C35 C40 117.4(2) . . ?
C36 C35 C28 124.6(2) . . ?
C40 C35 C28 117.9(2) . . ?
C29 C34 C33 119.8(2) . . ?
C29 C34 N4 109.61(19) . . ?
C33 C34 N4 130.5(2) . . ?
C37 C36 C35 121.9(2) . . ?
C37 C36 H36 119.0 . . ?
C35 C36 H36 119.0 . . ?
O1 C13 C12 118.2(2) . . ?
O1 C13 C8 122.4(2) . . ?
C12 C13 C8 119.4(2) . . ?
O2 C40 C39 117.8(2) . . ?
O2 C40 C35 122.5(2) . . ?
C39 C40 C35 119.7(2) . . ?
C29 C30 C31 116.1(2) . . ?
C29 C30 H30 121.9 . . ?
C31 C30 H30 121.9 . . ?
C11 C12 C13 120.6(2) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C10 C9 C8 121.5(2) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C32 C33 C34 118.3(3) . . ?
C32 C33 H33 120.8 . . ?
C34 C33 H33 120.8 . . ?
C5 C6 C7 118.4(2) . . ?
C5 C6 H6 120.8 . . ?
C7 C6 H6 120.8 . . ?
C11 C10 C9 119.6(3) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C3 C4 C5 121.8(2) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.1 . . ?
C12 C11 C10 120.6(2) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C38 C37 C36 119.7(2) . . ?
C38 C37 H37 120.1 . . ?
C36 C37 H37 120.1 . . ?
C33 C32 C31 120.9(2) . . ?
C33 C32 H32 119.6 . . ?
C31 C32 H32 119.6 . . ?
C6 C5 C4 120.7(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C37 C38 C39 120.7(2) . . ?
C37 C38 H38 119.7 . . ?
C39 C38 H38 119.7 . . ?
C38 C39 C40 120.5(2) . . ?
C38 C39 H39 119.7 . . ?
C40 C39 H39 119.7 . . ?
C30 C31 C32 121.5(3) . . ?
C30 C31 H31 119.2 . . ?
C32 C31 H31 119.2 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
Cl1 C Cl 112.0(3) . . ?
Cl1 C HA 109.2 . . ?
Cl C HA 109.2 . . ?
Cl1 C HB 109.2 . . ?
Cl C HB 109.2 . . ?
HA C HB 107.9 . . ?

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
C25 N3 C22 C21 177.2(2) . . . . ?
C23 N3 C22 C21 -2.9(3) . . . . ?
C25 N3 C22 C17 -1.1(2) . . . . ?
C23 N3 C22 C17 178.84(19) . . . . ?
C18 C17 C22 N3 176.60(18) . . . . ?
C16 C17 C22 N3 0.1(2) . . . . ?
C18 C17 C22 C21 -1.8(3) . . . . ?
C16 C17 C22 C21 -178.29(19) . . . . ?
C22 N3 C25 C26 -175.4(2) . . . . ?
C23 N3 C25 C26 4.6(4) . . . . ?
C22 N3 C25 C16 1.7(2) . . . . ?
C23 N3 C25 C16 -178.3(2) . . . . ?
C28 N5 C19 C18 124.4(2) . . . . ?
C29 N5 C19 C18 -64.9(3) . . . . ?
C28 N5 C19 C20 -55.5(3) . . . . ?
C29 N5 C19 C20 115.2(2) . . . . ?
C14 C15 C16 C25 3.8(3) . . . . ?
C14 C15 C16 C17 -174.5(2) . . . . ?
N3 C25 C16 C15 179.71(18) . . . . ?
C26 C25 C16 C15 -2.9(3) . . . . ?
N3 C25 C16 C17 -1.6(2) . . . . ?
C26 C25 C16 C17 175.84(19) . . . . ?
C18 C17 C16 C15 3.6(4) . . . . ?
C22 C17 C16 C15 179.3(2) . . . . ?
C18 C17 C16 C25 -174.9(2) . . . . ?
C22 C17 C16 C25 0.9(2) . . . . ?
C18 C19 C20 C21 -1.7(3) . . . . ?
N5 C19 C20 C21 178.25(19) . . . . ?
C20 C19 C18 C17 0.7(3) . . . . ?
N5 C19 C18 C17 -179.28(18) . . . . ?
C22 C17 C18 C19 1.1(3) . . . . ?
C16 C17 C18 C19 176.4(2) . . . . ?
C19 C20 C21 C22 0.9(3) . . . . ?
N3 C22 C21 C20 -177.3(2) . . . . ?
C17 C22 C21 C20 0.8(3) . . . . ?
C1 N2 C2 C3 -177.6(2) . . . . ?
C14 N2 C2 C3 8.9(4) . . . . ?
C1 N2 C2 C7 1.4(2) . . . . ?
C14 N2 C2 C7 -172.10(19) . . . . ?
C28 N5 C29 C30 178.3(2) . . . . ?
C19 N5 C29 C30 5.9(4) . . . . ?
C28 N5 C29 C34 0.0(2) . . . . ?
C19 N5 C29 C34 -172.44(19) . . . . ?
C16 C15 C14 C27 -1.3(3) . . . . ?
C16 C15 C14 N2 176.31(18) . . . . ?
C1 N2 C14 C15 131.5(2) . . . . ?
C2 N2 C14 C15 -56.7(3) . . . . ?
C1 N2 C14 C27 -50.9(3) . . . . ?
C2 N2 C14 C27 121.0(2) . . . . ?
C7 N1 C1 N2 1.0(3) . . . . ?
C7 N1 C1 C8 179.7(2) . . . . ?
C2 N2 C1 N1 -1.5(3) . . . . ?
C14 N2 C1 N1 171.4(2) . . . . ?
C2 N2 C1 C8 179.8(2) . . . . ?
C14 N2 C1 C8 -7.2(4) . . . . ?
N3 C25 C26 C27 176.2(2) . . . . ?
C16 C25 C26 C27 -0.6(3) . . . . ?
C3 C2 C7 N1 178.3(2) . . . . ?
N2 C2 C7 N1 -0.8(2) . . . . ?
C3 C2 C7 C6 -1.3(4) . . . . ?
N2 C2 C7 C6 179.7(2) . . . . ?
C1 N1 C7 C2 -0.1(3) . . . . ?
C1 N1 C7 C6 179.4(3) . . . . ?
C22 N3 C23 C24 -77.8(3) . . . . ?
C25 N3 C23 C24 102.1(3) . . . . ?
C25 C26 C27 C14 3.2(3) . . . . ?
C15 C14 C27 C26 -2.3(3) . . . . ?
N2 C14 C27 C26 -179.83(19) . . . . ?
C34 N4 C28 N5 0.0(2) . . . . ?
C34 N4 C28 C35 179.9(2) . . . . ?
C29 N5 C28 N4 0.0(2) . . . . ?
C19 N5 C28 N4 172.0(2) . . . . ?
C29 N5 C28 C35 -180.0(2) . . . . ?
C19 N5 C28 C35 -7.9(3) . . . . ?
C7 C2 C3 C4 0.0(3) . . . . ?
N2 C2 C3 C4 178.8(2) . . . . ?
N1 C1 C8 C9 156.7(2) . . . . ?
N2 C1 C8 C9 -24.8(4) . . . . ?
N1 C1 C8 C13 -22.6(3) . . . . ?
N2 C1 C8 C13 155.9(2) . . . . ?
N4 C28 C35 C36 157.2(2) . . . . ?
N5 C28 C35 C36 -22.8(3) . . . . ?
N4 C28 C35 C40 -20.8(3) . . . . ?
N5 C28 C35 C40 159.2(2) . . . . ?
C30 C29 C34 C33 0.7(4) . . . . ?
N5 C29 C34 C33 179.1(2) . . . . ?
C30 C29 C34 N4 -178.5(2) . . . . ?
N5 C29 C34 N4 0.0(2) . . . . ?
C28 N4 C34 C29 0.0(3) . . . . ?
C28 N4 C34 C33 -179.0(2) . . . . ?
C40 C35 C36 C37 -1.9(3) . . . . ?
C28 C35 C36 C37 -180.0(2) . . . . ?
C9 C8 C13 O1 -175.3(2) . . . . ?
C1 C8 C13 O1 4.0(3) . . . . ?
C9 C8 C13 C12 5.7(3) . . . . ?
C1 C8 C13 C12 -175.0(2) . . . . ?
C36 C35 C40 O2 -178.1(2) . . . . ?
C28 C35 C40 O2 0.1(4) . . . . ?
C36 C35 C40 C39 2.9(4) . . . . ?
C28 C35 C40 C39 -178.9(2) . . . . ?
C34 C29 C30 C31 -0.7(4) . . . . ?
N5 C29 C30 C31 -178.7(2) . . . . ?
O1 C13 C12 C11 178.4(2) . . . . ?
C8 C13 C12 C11 -2.6(4) . . . . ?
C13 C8 C9 C10 -4.1(3) . . . . ?
C1 C8 C9 C10 176.6(2) . . . . ?
C29 C34 C33 C32 -0.4(4) . . . . ?
N4 C34 C33 C32 178.5(2) . . . . ?
C2 C7 C6 C5 2.0(4) . . . . ?
N1 C7 C6 C5 -177.4(2) . . . . ?
C8 C9 C10 C11 -0.6(4) . . . . ?
C2 C3 C4 C5 0.6(4) . . . . ?
C13 C12 C11 C10 -2.3(4) . . . . ?
C9 C10 C11 C12 3.9(4) . . . . ?
C35 C36 C37 C38 -0.2(4) . . . . ?
C34 C33 C32 C31 0.3(4) . . . . ?
C7 C6 C5 C4 -1.5(4) . . . . ?
C3 C4 C5 C6 0.2(4) . . . . ?
C36 C37 C38 C39 1.3(4) . . . . ?
C37 C38 C39 C40 -0.3(4) . . . . ?
O2 C40 C39 C38 179.1(3) . . . . ?
C35 C40 C39 C38 -1.9(4) . . . . ?
C29 C30 C31 C32 0.5(4) . . . . ?
C33 C32 C31 C30 -0.3(4) . . . . ?

_refine_diff_density_max         0.538
_refine_diff_density_min         -0.783
_refine_diff_density_rms         0.049



####################################################################### 
# 
# 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_Ligand5
_database_code_depnum_ccdc_archive 'CCDC 2209754'
loop_
_audit_author_name
_audit_author_address
'ARUMUGAM RAMAR'
;tifrh
India
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-05-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H29 N5 O2'
_chemical_formula_sum            'C39 H29 N5 O2'
_chemical_formula_weight         599.67

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

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

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

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

_cell_length_a                   18.8372(8)
_cell_length_b                   9.9615(4)
_cell_length_c                   17.4465(8)
_cell_angle_alpha                90
_cell_angle_beta                 109.989(5)
_cell_angle_gamma                90
_cell_volume                     3076.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    16741
_cell_measurement_theta_min      2.5370
_cell_measurement_theta_max      27.5200

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.082
_shelx_estimated_absorpt_T_min   0.989
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.22321
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49301
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_av_R_equivalents  0.0881
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.833
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6282
_reflns_number_gt                4939
_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 1.171.39.29d (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0468P)²+1.4624P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6282
_refine_ls_number_parameters     710
_refine_ls_number_restraints     2696
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0575
_refine_ls_wR_factor_ref         0.1466
_refine_ls_wR_factor_gt          0.1389
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      0.924
_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
O1 O 0.59412(13) 0.6106(2) 0.48128(13) 0.0713(6) Uani 0.817(2) 1 d D U P A 1
H1 H 0.617235 0.539590 0.486026 0.107 Uiso 0.817(2) 1 calc R U P A 1
O1A O 0.7233(7) 0.2617(12) 0.5275(8) 0.095(4) Uani 0.183(2) 1 d D U P A 2
H1A H 0.752387 0.297984 0.508002 0.143 Uiso 0.183(2) 1 calc R U P A 2
O2 O -0.21620(9) -0.0298(2) 0.27281(12) 0.0809(6) Uani 0.9607(19) 1 d D U P B 1
H2 H -0.189802 0.010923 0.313373 0.121 Uiso 0.9607(19) 1 calc R U P B 1
O2A O -0.1288(16) 0.154(4) 0.436(2) 0.074(7) Uani 0.0393(19) 1 d D U P B 2
H2A H -0.143541 0.111250 0.393471 0.112 Uiso 0.0393(19) 1 calc R U P B 2
N1 N 0.61911(18) 0.3668(3) 0.4533(3) 0.0504(7) Uani 0.817(2) 1 d D U P A 1
N1A N 0.6047(8) 0.4005(12) 0.4470(14) 0.053(3) Uani 0.183(2) 1 d D U P A 2
N2 N 0.52851(12) 0.2269(2) 0.37980(13) 0.0498(5) Uani 0.817(2) 1 d D U P A 1
N2A N 0.4986(5) 0.3033(8) 0.3639(6) 0.050(2) Uani 0.183(2) 1 d D U P A 2
N3 N 0.24758(10) -0.02524(19) 0.22446(12) 0.0639(5) Uani 1 1 d . . . . .
N4 N 0.00960(9) 0.08962(16) 0.34085(10) 0.0459(4) Uani 0.9607(19) 1 d D U P B 1
N4A N -0.0146(8) 0.061(4) 0.2773(14) 0.053(4) Uani 0.0393(19) 1 d D U P B 2
N5 N -0.09929(10) 0.10183(18) 0.36448(12) 0.0546(5) Uani 0.9607(19) 1 d D U P B
1
N5A N -0.1228(11) 0.061(4) 0.3031(17) 0.057(4) Uani 0.0393(19) 1 d D U P B 2
C1 C 0.54735(13) 0.3563(3) 0.40544(15) 0.0457(6) Uani 0.817(2) 1 d D U P A 1
C1A C 0.5738(5) 0.2870(9) 0.4120(7) 0.054(2) Uani 0.183(2) 1 d D U P A 2
C3 C 0.59418(18) 0.1509(3) 0.4150(3) 0.0524(8) Uani 0.817(2) 1 d D U P A 1
C3A C 0.4824(7) 0.4368(10) 0.3708(12) 0.052(3) Uani 0.183(2) 1 d D U P A 2
C4 C 0.6074(2) 0.0150(4) 0.4088(2) 0.0687(10) Uani 0.817(2) 1 d D U P A 1
H4 H 0.569593 -0.043179 0.378516 0.082 Uiso 0.817(2) 1 calc R U P A 1
C4A C 0.4162(8) 0.5113(15) 0.3366(12) 0.055(3) Uani 0.183(2) 1 d D U P A 2
H4A H 0.372343 0.471303 0.301950 0.066 Uiso 0.183(2) 1 calc R U P A 2
C5 C 0.6797(2) -0.0285(4) 0.4501(3) 0.0846(11) Uani 0.817(2) 1 d D U P A 1
H5 H 0.692312 -0.117325 0.444537 0.102 Uiso 0.817(2) 1 calc R U P A 1
C5A C 0.4179(8) 0.6450(13) 0.3556(11) 0.062(3) Uani 0.183(2) 1 d D U P A 2
H5A H 0.374167 0.696136 0.335036 0.074 Uiso 0.183(2) 1 calc R U P A 2
C6 C 0.7349(3) 0.0583(6) 0.5004(3) 0.0787(14) Uani 0.817(2) 1 d D U P A 1
H6 H 0.781327 0.023728 0.532691 0.094 Uiso 0.817(2) 1 calc R U P A 1
C6A C 0.4862(18) 0.707(3) 0.407(5) 0.061(4) Uani 0.183(2) 1 d D U P A 2
H6A H 0.487458 0.798349 0.417545 0.074 Uiso 0.183(2) 1 calc R U P A 2
C7 C 0.7212(2) 0.1923(4) 0.5026(3) 0.0718(10) Uani 0.817(2) 1 d D U P A 1
H7 H 0.759276 0.250979 0.531789 0.086 Uiso 0.817(2) 1 calc R U P A 1
C7A C 0.5487(8) 0.6314(12) 0.4389(12) 0.054(3) Uani 0.183(2) 1 d D U P A 2
H7A H 0.592803 0.670123 0.473950 0.065 Uiso 0.183(2) 1 calc R U P A 2
C8 C 0.64897(14) 0.2388(3) 0.46004(16) 0.0533(6) Uani 0.817(2) 1 d D U P A 1
C8A C 0.5475(6) 0.4978(9) 0.4199(7) 0.049(2) Uani 0.183(2) 1 d D U P A 2
C9 C 0.49833(17) 0.4750(3) 0.3840(2) 0.0456(7) Uani 0.817(2) 1 d D U P A 1
C9A C 0.6166(8) 0.1610(14) 0.4242(14) 0.058(3) Uani 0.183(2) 1 d D U P A 2
C10 C 0.4278(2) 0.4759(4) 0.3228(3) 0.0636(11) Uani 0.817(2) 1 d D U P A 1
H10 H 0.409788 0.397327 0.293934 0.076 Uiso 0.817(2) 1 calc R U P A 1
C10A C 0.5895(9) 0.0441(14) 0.3801(11) 0.072(3) Uani 0.183(2) 1 d D U P A 2
H10A H 0.542783 0.045609 0.338492 0.086 Uiso 0.183(2) 1 calc R U P A 2
C11 C 0.38425(18) 0.5894(3) 0.3041(2) 0.0764(9) Uani 0.817(2) 1 d D U P A 1
H11 H 0.337331 0.587531 0.262779 0.092 Uiso 0.817(2) 1 calc R U P A 1
C11A C 0.6306(8) -0.0743(13) 0.3968(10) 0.080(3) Uani 0.183(2) 1 d D U P A 2
H11A H 0.609195 -0.153465 0.370826 0.096 Uiso 0.183(2) 1 calc R U P A 2
C12 C 0.4101(2) 0.7060(4) 0.3463(3) 0.0700(9) Uani 0.817(2) 1 d D U P A 1
H12 H 0.380166 0.782763 0.334213 0.084 Uiso 0.817(2) 1 calc R U P A 1
C12A C 0.7021(8) -0.0742(14) 0.4512(12) 0.077(3) Uani 0.183(2) 1 d D U P A 2
H12A H 0.727503 -0.154482 0.469363 0.093 Uiso 0.183(2) 1 calc R U P A 2
C13 C 0.4785(4) 0.7099(7) 0.4053(10) 0.0637(12) Uani 0.817(2) 1 d D U P A 1
H13 H 0.495085 0.789491 0.433577 0.076 Uiso 0.817(2) 1 calc R U P A 1
C13A C 0.7359(10) 0.0451(19) 0.4785(16) 0.074(4) Uani 0.183(2) 1 d D U P A 2
H13A H 0.788199 0.053675 0.495353 0.089 Uiso 0.183(2) 1 calc R U P A 2
C14 C 0.52486(18) 0.5967(3) 0.4248(2) 0.0530(8) Uani 0.817(2) 1 d D U P A 1
C14A C 0.6899(7) 0.1567(13) 0.4808(9) 0.067(3) Uani 0.183(2) 1 d D U P A 2
C15 C 0.45340(12) 0.1723(2) 0.33720(13) 0.0595(6) Uani 1 1 d D . . . .
C16 C 0.43344(15) 0.1343(3) 0.25758(15) 0.0796(8) Uani 1 1 d . . . . .
H16 H 0.465932 0.151140 0.228807 0.095 Uiso 1 1 calc R U . . .
C17 C 0.36526(14) 0.0709(3) 0.21937(14) 0.0710(7) Uani 1 1 d . . . . .
H17 H 0.351960 0.046642 0.164791 0.085 Uiso 1 1 calc R U . . .
C18 C 0.31658(11) 0.0431(2) 0.26122(12) 0.0484(5) Uani 1 1 d . . . . .
C19 C 0.33905(12) 0.0789(2) 0.34214(13) 0.0565(5) Uani 1 1 d . . . . .
H19 H 0.308125 0.058079 0.372142 0.068 Uiso 1 1 calc R U . . .
C20 C 0.40616(12) 0.1446(2) 0.37976(13) 0.0581(6) Uani 1 1 d . . . . .
H20 H 0.419422 0.170311 0.434107 0.070 Uiso 1 1 calc R U . . .
C21 C 0.24063(15) -0.1209(3) 0.16207(17) 0.0818(8) Uani 1 1 d . . . . .
H21A H 0.241653 -0.209774 0.183723 0.123 Uiso 1 1 calc R U . . .
H21B H 0.281821 -0.110494 0.141984 0.123 Uiso 1 1 calc R U . . .
H21C H 0.193712 -0.107214 0.118292 0.123 Uiso 1 1 calc R U . . .
C22 C 0.18648(11) 0.0014(2) 0.25107(12) 0.0478(5) Uani 1 1 d . . . . .
C23 C 0.14094(12) -0.1011(2) 0.26245(15) 0.0613(6) Uani 1 1 d . . . . .
H23 H 0.150202 -0.189319 0.251158 0.074 Uiso 1 1 calc R U . . .
C24 C 0.08200(12) -0.0735(2) 0.29037(14) 0.0571(5) Uani 1 1 d . . . . .
H24 H 0.052246 -0.142946 0.298242 0.069 Uiso 1 1 calc R U . . .
C25 C 0.06745(10) 0.05707(19) 0.30648(12) 0.0455(4) Uani 1 1 d D . . . .
C26 C 0.11086(11) 0.15999(19) 0.29363(13) 0.0493(5) Uani 1 1 d . . . . .
H26 H 0.100581 0.248249 0.303736 0.059 Uiso 1 1 calc R U . . .
C27 C 0.16963(11) 0.1323(2) 0.26577(12) 0.0498(5) Uani 1 1 d . . . . .
H27 H 0.198354 0.202504 0.256732 0.060 Uiso 1 1 calc R U . . .
C28 C -0.06682(12) 0.06962(19) 0.31052(14) 0.0461(5) Uani 0.9607(19) 1 d D U P
B 1
C28A C -0.0532(10) 0.107(5) 0.3294(17) 0.056(4) Uani 0.0393(19) 1 d D U P B 2
C29 C 0.02649(13) 0.1391(2) 0.42002(13) 0.0478(5) Uani 0.9607(19) 1 d D U P B 1
C29A C -0.0693(10) 0.017(6) 0.2078(17) 0.059(4) Uani 0.0393(19) 1 d D U P B 2
C30 C 0.09435(15) 0.1762(2) 0.47803(16) 0.0590(6) Uani 0.9607(19) 1 d D U P B 1
H30 H 0.139712 0.171259 0.468042 0.071 Uiso 0.9607(19) 1 calc R U P B 1
C30A C -0.0701(18) -0.007(5) 0.1286(16) 0.060(4) Uani 0.0393(19) 1 d D U P B 2
H30A H -0.027029 0.004141 0.114553 0.072 Uiso 0.0393(19) 1 calc R U P B 2
C31 C 0.09105(18) 0.2213(3) 0.55178(17) 0.0695(7) Uani 0.9607(19) 1 d D U P B 1
H31 H 0.135304 0.247102 0.592758 0.083 Uiso 0.9607(19) 1 calc R U P B 1
C31A C -0.138(2) -0.048(7) 0.072(2) 0.064(4) Uani 0.0393(19) 1 d D U P B 2
H31A H -0.138309 -0.096449 0.026508 0.076 Uiso 0.0393(19) 1 calc R U P B 2
C32 C 0.0230(2) 0.2285(3) 0.56562(18) 0.0725(7) Uani 0.9607(19) 1 d D U P B 1
H32 H 0.022912 0.259542 0.615863 0.087 Uiso 0.9607(19) 1 calc R U P B 1
C32A C -0.2059(18) -0.016(9) 0.083(2) 0.061(4) Uani 0.0393(19) 1 d D U P B 2
H32A H -0.250450 -0.012205 0.038495 0.073 Uiso 0.0393(19) 1 calc R U P B 2
C33 C -0.04438(17) 0.1915(3) 0.50792(18) 0.0681(7) Uani 0.9607(19) 1 d D U P B
1
H33 H -0.089583 0.197006 0.518212 0.082 Uiso 0.9607(19) 1 calc R U P B 1
C33A C -0.2070(12) 0.009(7) 0.161(2) 0.061(4) Uani 0.0393(19) 1 d D U P B 2
H33A H -0.252189 0.010849 0.171028 0.073 Uiso 0.0393(19) 1 calc R U P B 2
C34 C -0.04225(13) 0.1454(2) 0.43339(14) 0.0527(5) Uani 0.9607(19) 1 d D U P B
1
C34A C -0.1386(11) 0.030(8) 0.222(2) 0.058(4) Uani 0.0393(19) 1 d D U P B 2
C35 C -0.11169(12) 0.0274(2) 0.22797(14) 0.0493(5) Uani 0.9607(19) 1 d D U P B
1
C35A C -0.0102(14) 0.115(6) 0.4179(16) 0.057(3) Uani 0.0393(19) 1 d D U P B 2
C36 C -0.08645(13) 0.0344(2) 0.16207(15) 0.0545(5) Uani 0.9607(19) 1 d D U P B
1
H36 H -0.037754 0.065364 0.170630 0.065 Uiso 0.9607(19) 1 calc R U P B 1
C36A C 0.0674(14) 0.126(7) 0.450(2) 0.057(4) Uani 0.0393(19) 1 d D U P B 2
H36A H 0.095940 0.103401 0.417278 0.069 Uiso 0.0393(19) 1 calc R U P B 2
C37 C -0.13072(16) -0.0026(3) 0.08478(18) 0.0679(7) Uani 0.9607(19) 1 d D U P B
1
H37 H -0.112582 0.004670 0.041623 0.081 Uiso 0.9607(19) 1 calc R U P B 1
C37A C 0.1035(18) 0.168(7) 0.528(3) 0.060(4) Uani 0.0393(19) 1 d D U P B 2
H37A H 0.155871 0.163977 0.551760 0.073 Uiso 0.0393(19) 1 calc R U P B 2
C38 C -0.20348(16) -0.0513(3) 0.0718(2) 0.0711(9) Uani 0.9607(19) 1 d D U P B 1
H38 H -0.233565 -0.079346 0.019997 0.085 Uiso 0.9607(19) 1 calc R U P B 1
C38A C 0.060(2) 0.218(7) 0.573(3) 0.060(4) Uani 0.0393(19) 1 d D U P B 2
H38A H 0.082931 0.246164 0.626296 0.072 Uiso 0.0393(19) 1 calc R U P B 2
C39 C -0.23039(14) -0.0578(3) 0.13517(18) 0.0698(7) Uani 0.9607(19) 1 d D U P B
1
H39 H -0.279178 -0.089020 0.125770 0.084 Uiso 0.9607(19) 1 calc R U P B 1
C39A C -0.017(2) 0.226(7) 0.537(3) 0.059(4) Uani 0.0393(19) 1 d D U P B 2
H39A H -0.045389 0.283768 0.557705 0.070 Uiso 0.0393(19) 1 calc R U P B 2
C40 C -0.18618(13) -0.0187(2) 0.21346(16) 0.0581(6) Uani 0.9607(19) 1 d D U P B
1
C40A C -0.0531(17) 0.146(5) 0.4688(18) 0.058(4) Uani 0.0393(19) 1 d D U P B 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
O1 C14 1.347(4) . ?
O1 H1 0.8200 . ?
O1A C14A 1.342(13) . ?
O1A H1A 0.8200 . ?
O2 C40 1.343(3) . ?
O2 H2 0.8200 . ?
O2A C40A 1.345(18) . ?
O2A H2A 0.8200 . ?
N1 C1 1.328(4) . ?
N1 C8 1.383(4) . ?
N1A C1A 1.321(13) . ?
N1A C8A 1.406(13) . ?
N2 C1 1.371(3) . ?
N2 C3 1.401(4) . ?
N2 C15 1.460(3) . ?
N2A C3A 1.379(11) . ?
N2A C1A 1.386(11) . ?
N2A C15 1.541(8) . ?
N3 C22 1.406(2) . ?
N3 C18 1.412(2) . ?
N3 C21 1.419(3) . ?
N4 C28 1.368(3) . ?
N4 C29 1.397(3) . ?
N4 C25 1.449(2) . ?
N4A C29A 1.366(15) . ?
N4A C28A 1.418(16) . ?
N4A C25 1.454(14) . ?
N5 C28 1.326(3) . ?
N5 C34 1.380(3) . ?
N5A C28A 1.313(18) . ?
N5A C34A 1.380(16) . ?
C1 C9 1.468(4) . ?
C1A C9A 1.468(12) . ?
C3 C8 1.377(4) . ?
C3 C4 1.387(5) . ?
C3A C8A 1.374(12) . ?
C3A C4A 1.397(14) . ?
C4 C5 1.375(6) . ?
C4 H4 0.9300 . ?
C4A C5A 1.371(15) . ?
C4A H4A 0.9300 . ?
C5 C6 1.406(6) . ?
C5 H5 0.9300 . ?
C5A C6A 1.430(18) . ?
C5A H5A 0.9300 . ?
C6 C7 1.362(7) . ?
C6 H6 0.9300 . ?
C6A C7A 1.347(18) . ?
C6A H6A 0.9300 . ?
C7 C8 1.389(5) . ?
C7 H7 0.9300 . ?
C7A C8A 1.369(13) . ?
C7A H7A 0.9300 . ?
C9 C10 1.391(5) . ?
C9 C14 1.408(5) . ?
C9A C10A 1.393(15) . ?
C9A C14A 1.397(14) . ?
C10 C11 1.370(5) . ?
C10 H10 0.9300 . ?
C10A C11A 1.386(14) . ?
C10A H10A 0.9300 . ?
C11 C12 1.373(5) . ?
C11 H11 0.9300 . ?
C11A C12A 1.358(15) . ?
C11A H11A 0.9300 . ?
C12 C13 1.347(7) . ?
C12 H12 0.9300 . ?
C12A C13A 1.356(18) . ?
C12A H12A 0.9300 . ?
C13 C14 1.395(6) . ?
C13 H13 0.9300 . ?
C13A C14A 1.419(16) . ?
C13A H13A 0.9300 . ?
C15 C16 1.363(3) . ?
C15 C20 1.368(3) . ?
C16 C17 1.381(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.381(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.375(3) . ?
C19 C20 1.375(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C27 1.387(3) . ?
C22 C23 1.390(3) . ?
C23 C24 1.384(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.378(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.377(3) . ?
C26 C27 1.381(3) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C35 1.461(3) . ?
C28A C35A 1.480(17) . ?
C29 C30 1.382(4) . ?
C29 C34 1.393(3) . ?
C29A C30A 1.397(16) . ?
C29A C34A 1.415(16) . ?
C30 C31 1.384(4) . ?
C30 H30 0.9300 . ?
C30A C31A 1.383(18) . ?
C30A H30A 0.9300 . ?
C31 C32 1.385(4) . ?
C31 H31 0.9300 . ?
C31A C32A 1.394(19) . ?
C31A H31A 0.9300 . ?
C32 C33 1.373(4) . ?
C32 H32 0.9300 . ?
C32A C33A 1.379(18) . ?
C32A H32A 0.9300 . ?
C33 C34 1.393(4) . ?
C33 H33 0.9300 . ?
C33A C34A 1.382(16) . ?
C33A H33A 0.9300 . ?
C35 C36 1.388(3) . ?
C35 C40 1.414(3) . ?
C35A C36A 1.380(16) . ?
C35A C40A 1.423(16) . ?
C36 C37 1.371(4) . ?
C36 H36 0.9300 . ?
C36A C37A 1.375(18) . ?
C36A H36A 0.9300 . ?
C37 C38 1.397(4) . ?
C37 H37 0.9300 . ?
C37A C38A 1.400(18) . ?
C37A H37A 0.9300 . ?
C38 C39 1.367(4) . ?
C38 H38 0.9300 . ?
C38A C39A 1.374(19) . ?
C38A H38A 0.9300 . ?
C39 C40 1.391(4) . ?
C39 H39 0.9300 . ?
C39A C40A 1.40(2) . ?
C39A H39A 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
C14 O1 H1 109.5 . . ?
C14A O1A H1A 109.5 . . ?
C40 O2 H2 109.5 . . ?
C40A O2A H2A 109.5 . . ?
C1 N1 C8 106.1(2) . . ?
C1A N1A C8A 105.6(9) . . ?
C1 N2 C3 105.9(2) . . ?
C1 N2 C15 127.9(2) . . ?
C3 N2 C15 125.3(2) . . ?
C3A N2A C1A 105.7(8) . . ?
C3A N2A C15 136.6(8) . . ?
C1A N2A C15 115.4(7) . . ?
C22 N3 C18 119.32(15) . . ?
C22 N3 C21 120.58(17) . . ?
C18 N3 C21 120.10(17) . . ?
C28 N4 C29 106.73(17) . . ?
C28 N4 C25 130.41(17) . . ?
C29 N4 C25 122.61(17) . . ?
C29A N4A C28A 106.0(10) . . ?
C29A N4A C25 133.6(15) . . ?
C28A N4A C25 120.1(12) . . ?
C28 N5 C34 106.49(18) . . ?
C28A N5A C34A 105.9(15) . . ?
N1 C1 N2 111.9(3) . . ?
N1 C1 C9 120.9(2) . . ?
N2 C1 C9 127.2(2) . . ?
N1A C1A N2A 112.1(8) . . ?
N1A C1A C9A 122.1(9) . . ?
N2A C1A C9A 125.8(9) . . ?
C8 C3 C4 123.1(3) . . ?
C8 C3 N2 106.5(3) . . ?
C4 C3 N2 130.4(3) . . ?
C8A C3A N2A 107.7(9) . . ?
C8A C3A C4A 120.4(10) . . ?
N2A C3A C4A 131.8(11) . . ?
C5 C4 C3 116.0(3) . . ?
C5 C4 H4 122.0 . . ?
C3 C4 H4 122.0 . . ?
C5A C4A C3A 118.0(12) . . ?
C5A C4A H4A 121.0 . . ?
C3A C4A H4A 121.0 . . ?
C4 C5 C6 121.5(4) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C4A C5A C6A 120.7(12) . . ?
C4A C5A H5A 119.6 . . ?
C6A C5A H5A 119.6 . . ?
C7 C6 C5 120.9(4) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C7A C6A C5A 119.5(14) . . ?
C7A C6A H6A 120.3 . . ?
C5A C6A H6A 120.3 . . ?
C6 C7 C8 118.1(4) . . ?
C6 C7 H7 120.9 . . ?
C8 C7 H7 120.9 . . ?
C6A C7A C8A 120.0(13) . . ?
C6A C7A H7A 120.0 . . ?
C8A C7A H7A 120.0 . . ?
C3 C8 N1 109.5(2) . . ?
C3 C8 C7 120.0(3) . . ?
N1 C8 C7 130.5(3) . . ?
C7A C8A C3A 121.3(10) . . ?
C7A C8A N1A 129.9(10) . . ?
C3A C8A N1A 108.8(8) . . ?
C10 C9 C14 117.6(3) . . ?
C10 C9 C1 123.6(3) . . ?
C14 C9 C1 118.8(3) . . ?
C10A C9A C14A 116.9(10) . . ?
C10A C9A C1A 123.7(11) . . ?
C14A C9A C1A 119.4(10) . . ?
C11 C10 C9 121.7(3) . . ?
C11 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C11A C10A C9A 121.5(12) . . ?
C11A C10A H10A 119.3 . . ?
C9A C10A H10A 119.3 . . ?
C10 C11 C12 119.8(3) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C12A C11A C10A 119.7(11) . . ?
C12A C11A H11A 120.1 . . ?
C10A C11A H11A 120.1 . . ?
C13 C12 C11 120.3(4) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C13A C12A C11A 118.7(13) . . ?
C13A C12A H12A 120.6 . . ?
C11A C12A H12A 120.6 . . ?
C12 C13 C14 121.3(5) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C12A C13A C14A 118.6(15) . . ?
C12A C13A H13A 120.7 . . ?
C14A C13A H13A 120.7 . . ?
O1 C14 C13 117.7(4) . . ?
O1 C14 C9 123.1(3) . . ?
C13 C14 C9 119.2(4) . . ?
O1A C14A C9A 123.4(11) . . ?
O1A C14A C13A 117.6(12) . . ?
C9A C14A C13A 118.0(11) . . ?
C16 C15 C20 119.57(19) . . ?
C16 C15 N2 120.27(19) . . ?
C20 C15 N2 119.73(19) . . ?
C16 C15 N2A 118.3(4) . . ?
C20 C15 N2A 113.7(4) . . ?
C15 C16 C17 120.4(2) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C16 C17 C18 120.8(2) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C19 C18 C17 117.63(18) . . ?
C19 C18 N3 120.23(17) . . ?
C17 C18 N3 122.06(18) . . ?
C18 C19 C20 121.57(18) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 H19 119.2 . . ?
C15 C20 C19 119.96(19) . . ?
C15 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
N3 C21 H21A 109.5 . . ?
N3 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N3 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C27 C22 C23 118.21(17) . . ?
C27 C22 N3 120.21(17) . . ?
C23 C22 N3 121.58(18) . . ?
C24 C23 C22 120.83(18) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C25 C24 C23 119.95(18) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C26 C25 C24 119.94(17) . . ?
C26 C25 N4 118.25(17) . . ?
C24 C25 N4 121.74(17) . . ?
C26 C25 N4A 122.9(16) . . ?
C24 C25 N4A 102.5(14) . . ?
C25 C26 C27 120.07(18) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
C26 C27 C22 120.97(18) . . ?
C26 C27 H27 119.5 . . ?
C22 C27 H27 119.5 . . ?
N5 C28 N4 111.7(2) . . ?
N5 C28 C35 121.21(19) . . ?
N4 C28 C35 126.95(18) . . ?
N5A C28A N4A 109.5(14) . . ?
N5A C28A C35A 121(2) . . ?
N4A C28A C35A 118.0(17) . . ?
C30 C29 C34 123.0(2) . . ?
C30 C29 N4 131.3(2) . . ?
C34 C29 N4 105.7(2) . . ?
N4A C29A C30A 133.1(18) . . ?
N4A C29A C34A 106.0(11) . . ?
C30A C29A C34A 119.2(14) . . ?
C29 C30 C31 116.3(2) . . ?
C29 C30 H30 121.8 . . ?
C31 C30 H30 121.8 . . ?
C31A C30A C29A 116.8(17) . . ?
C31A C30A H30A 121.6 . . ?
C29A C30A H30A 121.6 . . ?
C30 C31 C32 121.2(3) . . ?
C30 C31 H31 119.4 . . ?
C32 C31 H31 119.4 . . ?
C30A C31A C32A 120(2) . . ?
C30A C31A H31A 119.8 . . ?
C32A C31A H31A 119.8 . . ?
C33 C32 C31 122.5(2) . . ?
C33 C32 H32 118.8 . . ?
C31 C32 H32 118.8 . . ?
C33A C32A C31A 119.8(19) . . ?
C33A C32A H32A 120.1 . . ?
C31A C32A H32A 120.1 . . ?
C32 C33 C34 117.3(2) . . ?
C32 C33 H33 121.4 . . ?
C34 C33 H33 121.4 . . ?
C32A C33A C34A 117.6(16) . . ?
C32A C33A H33A 121.2 . . ?
C34A C33A H33A 121.2 . . ?
N5 C34 C33 130.9(2) . . ?
N5 C34 C29 109.4(2) . . ?
C33 C34 C29 119.8(2) . . ?
N5A C34A C33A 130.3(15) . . ?
N5A C34A C29A 108.1(12) . . ?
C33A C34A C29A 121.6(13) . . ?
C36 C35 C40 117.9(2) . . ?
C36 C35 C28 123.7(2) . . ?
C40 C35 C28 118.3(2) . . ?
C36A C35A C40A 118.9(13) . . ?
C36A C35A C28A 123.4(18) . . ?
C40A C35A C28A 116.0(15) . . ?
C37 C36 C35 122.4(2) . . ?
C37 C36 H36 118.8 . . ?
C35 C36 H36 118.8 . . ?
C37A C36A C35A 121.3(15) . . ?
C37A C36A H36A 119.3 . . ?
C35A C36A H36A 119.3 . . ?
C36 C37 C38 119.1(3) . . ?
C36 C37 H37 120.5 . . ?
C38 C37 H37 120.5 . . ?
C36A C37A C38A 118.5(15) . . ?
C36A C37A H37A 120.8 . . ?
C38A C37A H37A 120.8 . . ?
C39 C38 C37 120.0(3) . . ?
C39 C38 H38 120.0 . . ?
C37 C38 H38 120.0 . . ?
C39A C38A C37A 120.2(17) . . ?
C39A C38A H38A 119.9 . . ?
C37A C38A H38A 119.9 . . ?
C38 C39 C40 121.2(2) . . ?
C38 C39 H39 119.4 . . ?
C40 C39 H39 119.4 . . ?
C38A C39A C40A 118(2) . . ?
C38A C39A H39A 120.8 . . ?
C40A C39A H39A 120.8 . . ?
O2 C40 C39 117.7(2) . . ?
O2 C40 C35 122.8(2) . . ?
C39 C40 C35 119.4(2) . . ?
O2A C40A C39A 117(2) . . ?
O2A C40A C35A 119.7(17) . . ?
C39A C40A C35A 116.3(19) . . ?

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 N2 -0.3(5) . . . . ?
C8 N1 C1 C9 -179.1(3) . . . . ?
C3 N2 C1 N1 0.1(4) . . . . ?
C15 N2 C1 N1 170.0(3) . . . . ?
C3 N2 C1 C9 178.8(3) . . . . ?
C15 N2 C1 C9 -11.3(4) . . . . ?
C8A N1A C1A N2A -1(2) . . . . ?
C8A N1A C1A C9A 178.9(18) . . . . ?
C3A N2A C1A N1A -1(2) . . . . ?
C15 N2A C1A N1A -166.3(15) . . . . ?
C3A N2A C1A C9A 179.7(19) . . . . ?
C15 N2A C1A C9A 14(2) . . . . ?
C1 N2 C3 C8 0.1(4) . . . . ?
C15 N2 C3 C8 -170.1(2) . . . . ?
C1 N2 C3 C4 -179.2(5) . . . . ?
C15 N2 C3 C4 10.6(7) . . . . ?
C1A N2A C3A C8A 1.7(18) . . . . ?
C15 N2A C3A C8A 162.9(10) . . . . ?
C1A N2A C3A C4A -180(2) . . . . ?
C15 N2A C3A C4A -19(3) . . . . ?
C8 C3 C4 C5 -0.7(7) . . . . ?
N2 C3 C4 C5 178.6(5) . . . . ?
C8A C3A C4A C5A -2(3) . . . . ?
N2A C3A C4A C5A 179.9(19) . . . . ?
C3 C4 C5 C6 4.7(7) . . . . ?
C3A C4A C5A C6A 2(5) . . . . ?
C4 C5 C6 C7 -7.8(8) . . . . ?
C4A C5A C6A C7A -3(9) . . . . ?
C5 C6 C7 C8 6.3(7) . . . . ?
C5A C6A C7A C8A 3(9) . . . . ?
C4 C3 C8 N1 179.1(5) . . . . ?
N2 C3 C8 N1 -0.3(5) . . . . ?
C4 C3 C8 C7 -0.6(7) . . . . ?
N2 C3 C8 C7 -180.0(3) . . . . ?
C1 N1 C8 C3 0.4(5) . . . . ?
C1 N1 C8 C7 -180.0(3) . . . . ?
C6 C7 C8 C3 -2.2(6) . . . . ?
C6 C7 C8 N1 178.2(5) . . . . ?
C6A C7A C8A C3A -3(5) . . . . ?
C6A C7A C8A N1A -179(5) . . . . ?
N2A C3A C8A C7A -179.3(14) . . . . ?
C4A C3A C8A C7A 2(3) . . . . ?
N2A C3A C8A N1A -2(2) . . . . ?
C4A C3A C8A N1A 179(2) . . . . ?
C1A N1A C8A C7A 178.6(16) . . . . ?
C1A N1A C8A C3A 2(2) . . . . ?
N1 C1 C9 C10 167.5(4) . . . . ?
N2 C1 C9 C10 -11.1(6) . . . . ?
N1 C1 C9 C14 -9.7(5) . . . . ?
N2 C1 C9 C14 171.8(3) . . . . ?
N1A C1A C9A C10A -171(2) . . . . ?
N2A C1A C9A C10A 9(3) . . . . ?
N1A C1A C9A C14A 7(3) . . . . ?
N2A C1A C9A C14A -173.7(17) . . . . ?
C14 C9 C10 C11 -1.9(6) . . . . ?
C1 C9 C10 C11 -179.1(4) . . . . ?
C14A C9A C10A C11A 6(4) . . . . ?
C1A C9A C10A C11A -177(2) . . . . ?
C9 C10 C11 C12 -0.1(6) . . . . ?
C9A C10A C11A C12A -7(3) . . . . ?
C10 C11 C12 C13 1.0(12) . . . . ?
C10A C11A C12A C13A -10(3) . . . . ?
C11 C12 C13 C14 0(2) . . . . ?
C11A C12A C13A C14A 28(4) . . . . ?
C12 C13 C14 O1 176.3(11) . . . . ?
C12 C13 C14 C9 -2(2) . . . . ?
C10 C9 C14 O1 -175.5(4) . . . . ?
C1 C9 C14 O1 1.8(6) . . . . ?
C10 C9 C14 C13 3.1(11) . . . . ?
C1 C9 C14 C13 -179.5(10) . . . . ?
C10A C9A C14A O1A 180(2) . . . . ?
C1A C9A C14A O1A 2(3) . . . . ?
C10A C9A C14A C13A 12(3) . . . . ?
C1A C9A C14A C13A -166(2) . . . . ?
C12A C13A C14A O1A 162(2) . . . . ?
C12A C13A C14A C9A -29(3) . . . . ?
C1 N2 C15 C16 110.1(3) . . . . ?
C3 N2 C15 C16 -81.8(4) . . . . ?
C1 N2 C15 C20 -77.5(3) . . . . ?
C3 N2 C15 C20 90.6(4) . . . . ?
C3A N2A C15 C16 91.8(16) . . . . ?
C1A N2A C15 C16 -108.3(8) . . . . ?
C3A N2A C15 C20 -56.2(17) . . . . ?
C1A N2A C15 C20 103.6(8) . . . . ?
C20 C15 C16 C17 1.4(4) . . . . ?
N2 C15 C16 C17 173.8(3) . . . . ?
N2A C15 C16 C17 -144.7(4) . . . . ?
C15 C16 C17 C18 -0.9(5) . . . . ?
C16 C17 C18 C19 -1.0(4) . . . . ?
C16 C17 C18 N3 -178.0(3) . . . . ?
C22 N3 C18 C19 32.6(3) . . . . ?
C21 N3 C18 C19 -146.7(3) . . . . ?
C22 N3 C18 C17 -150.5(2) . . . . ?
C21 N3 C18 C17 30.3(4) . . . . ?
C17 C18 C19 C20 2.5(4) . . . . ?
N3 C18 C19 C20 179.5(2) . . . . ?
C16 C15 C20 C19 0.0(4) . . . . ?
N2 C15 C20 C19 -172.4(2) . . . . ?
N2A C15 C20 C19 147.7(4) . . . . ?
C18 C19 C20 C15 -2.0(4) . . . . ?
C18 N3 C22 C27 43.0(3) . . . . ?
C21 N3 C22 C27 -137.8(3) . . . . ?
C18 N3 C22 C23 -137.7(2) . . . . ?
C21 N3 C22 C23 41.5(3) . . . . ?
C27 C22 C23 C24 -2.2(3) . . . . ?
N3 C22 C23 C24 178.6(2) . . . . ?
C22 C23 C24 C25 0.6(4) . . . . ?
C23 C24 C25 C26 1.0(3) . . . . ?
C23 C24 C25 N4 -175.8(2) . . . . ?
C23 C24 C25 N4A 141.2(12) . . . . ?
C28 N4 C25 C26 120.8(2) . . . . ?
C29 N4 C25 C26 -65.8(3) . . . . ?
C28 N4 C25 C24 -62.3(3) . . . . ?
C29 N4 C25 C24 111.0(2) . . . . ?
C29A N4A C25 C26 93(5) . . . . ?
C28A N4A C25 C26 -94(3) . . . . ?
C29A N4A C25 C24 -46(5) . . . . ?
C28A N4A C25 C24 127(3) . . . . ?
C24 C25 C26 C27 -1.0(3) . . . . ?
N4 C25 C26 C27 175.97(18) . . . . ?
N4A C25 C26 C27 -133.0(10) . . . . ?
C25 C26 C27 C22 -0.6(3) . . . . ?
C23 C22 C27 C26 2.2(3) . . . . ?
N3 C22 C27 C26 -178.6(2) . . . . ?
C34 N5 C28 N4 0.2(2) . . . . ?
C34 N5 C28 C35 -176.00(19) . . . . ?
C29 N4 C28 N5 -0.4(2) . . . . ?
C25 N4 C28 N5 173.80(18) . . . . ?
C29 N4 C28 C35 175.6(2) . . . . ?
C25 N4 C28 C35 -10.3(3) . . . . ?
C34A N5A C28A N4A -22(6) . . . . ?
C34A N5A C28A C35A -164(5) . . . . ?
C29A N4A C28A N5A 16(5) . . . . ?
C25 N4A C28A N5A -159(3) . . . . ?
C29A N4A C28A C35A 159(4) . . . . ?
C25 N4A C28A C35A -16(6) . . . . ?
C28 N4 C29 C30 -179.9(2) . . . . ?
C25 N4 C29 C30 5.3(3) . . . . ?
C28 N4 C29 C34 0.4(2) . . . . ?
C25 N4 C29 C34 -174.34(17) . . . . ?
C28A N4A C29A C30A 161(6) . . . . ?
C25 N4A C29A C30A -25(10) . . . . ?
C28A N4A C29A C34A -3(6) . . . . ?
C25 N4A C29A C34A 170(5) . . . . ?
C34 C29 C30 C31 -0.1(3) . . . . ?
N4 C29 C30 C31 -179.7(2) . . . . ?
N4A C29A C30A C31A -178(6) . . . . ?
C34A C29A C30A C31A -15(9) . . . . ?
C29 C30 C31 C32 -0.2(4) . . . . ?
C29A C30A C31A C32A 24(9) . . . . ?
C30 C31 C32 C33 0.2(4) . . . . ?
C30A C31A C32A C33A -24(11) . . . . ?
C31 C32 C33 C34 0.0(4) . . . . ?
C31A C32A C33A C34A 14(11) . . . . ?
C28 N5 C34 C33 179.7(2) . . . . ?
C28 N5 C34 C29 0.1(2) . . . . ?
C32 C33 C34 N5 -179.9(2) . . . . ?
C32 C33 C34 C29 -0.3(4) . . . . ?
C30 C29 C34 N5 -180.0(2) . . . . ?
N4 C29 C34 N5 -0.3(2) . . . . ?
C30 C29 C34 C33 0.3(3) . . . . ?
N4 C29 C34 C33 -180.0(2) . . . . ?
C28A N5A C34A C33A -163(8) . . . . ?
C28A N5A C34A C29A 19(7) . . . . ?
C32A C33A C34A N5A 178(8) . . . . ?
C32A C33A C34A C29A -5(11) . . . . ?
N4A C29A C34A N5A -9(8) . . . . ?
C30A C29A C34A N5A -177(5) . . . . ?
N4A C29A C34A C33A 173(7) . . . . ?
C30A C29A C34A C33A 6(11) . . . . ?
N5 C28 C35 C36 158.2(2) . . . . ?
N4 C28 C35 C36 -17.4(4) . . . . ?
N5 C28 C35 C40 -19.4(3) . . . . ?
N4 C28 C35 C40 165.1(2) . . . . ?
N5A C28A C35A C36A 161(5) . . . . ?
N4A C28A C35A C36A 22(7) . . . . ?
N5A C28A C35A C40A -34(6) . . . . ?
N4A C28A C35A C40A -173(4) . . . . ?
C40 C35 C36 C37 -0.6(3) . . . . ?
C28 C35 C36 C37 -178.1(2) . . . . ?
C40A C35A C36A C37A -2(9) . . . . ?
C28A C35A C36A C37A 163(6) . . . . ?
C35 C36 C37 C38 -1.1(4) . . . . ?
C35A C36A C37A C38A -8(10) . . . . ?
C36 C37 C38 C39 1.9(4) . . . . ?
C36A C37A C38A C39A -1(11) . . . . ?
C37 C38 C39 C40 -1.1(4) . . . . ?
C37A C38A C39A C40A 21(11) . . . . ?
C38 C39 C40 O2 -179.1(2) . . . . ?
C38 C39 C40 C35 -0.7(4) . . . . ?
C36 C35 C40 O2 179.8(2) . . . . ?
C28 C35 C40 O2 -2.5(3) . . . . ?
C36 C35 C40 C39 1.5(3) . . . . ?
C28 C35 C40 C39 179.2(2) . . . . ?
C38A C39A C40A O2A 179(6) . . . . ?
C38A C39A C40A C35A -30(9) . . . . ?
C36A C35A C40A O2A 171(5) . . . . ?
C28A C35A C40A O2A 6(7) . . . . ?
C36A C35A C40A C39A 21(7) . . . . ?
C28A C35A C40A C39A -145(5) . . . . ?

_refine_diff_density_max         0.277
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.036



####################################################################### 
# 
# 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_Complex6
_database_code_depnum_ccdc_archive 'CCDC 2209756'
loop_
_audit_author_name
_audit_author_address
'ARUMUGAM RAMAR'
;tifrh
India
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-05-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H24 B2 F4 N4 O3, 2(C Cl3)'
_chemical_formula_sum            'C40 H24 B2 Cl6 F4 N4 O3'
_chemical_formula_weight         918.95

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   23.0413(8)
_cell_length_b                   16.8362(7)
_cell_length_c                   10.3975(4)
_cell_angle_alpha                90
_cell_angle_beta                 97.843(4)
_cell_angle_gamma                90
_cell_volume                     3995.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9082
_cell_measurement_theta_min      2.8410
_cell_measurement_theta_max      28.1590

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_F_000             1856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.494
_shelx_estimated_absorpt_T_min   0.934
_shelx_estimated_absorpt_T_max   0.952
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.78045
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22171
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.579
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4070
_reflns_number_gt                3311
_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 1.171.39.29d (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.1327P)²+8.9348P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4070
_refine_ls_number_parameters     286
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0871
_refine_ls_R_factor_gt           0.0753
_refine_ls_wR_factor_ref         0.2326
_refine_ls_wR_factor_gt          0.2226
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.002
_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
Cl2 Cl 0.000000 0.72795(10) 0.250000 0.0944(6) Uani 1 2 d S T P A 1
Cl3 Cl -0.00147(13) 0.57927(11) 0.38580(19) 0.1465(9) Uani 1 1 d . . . A 1
F2 F 0.83322(9) 0.77784(12) 0.4735(2) 0.0606(6) Uani 1 1 d . . . . .
F1 F 0.85238(10) 0.71994(14) 0.2893(2) 0.0688(7) Uani 1 1 d . . . . .
O2 O 0.500000 0.40900(17) 0.250000 0.0586(10) Uani 1 2 d S T P . .
N2 N 0.71192(10) 0.56692(14) 0.3803(2) 0.0361(5) Uani 1 1 d . . . . .
N1 N 0.77805(10) 0.66168(14) 0.3969(2) 0.0372(5) Uani 1 1 d . . . . .
O1 O 0.76485(12) 0.79126(15) 0.2953(3) 0.0645(7) Uani 1 1 d . . . . .
C1 C 0.72701(12) 0.63806(16) 0.3337(3) 0.0349(6) Uani 1 1 d . . . . .
C14 C 0.65708(11) 0.52536(16) 0.3484(3) 0.0351(6) Uani 1 1 d . . . . .
C15 C 0.65491(12) 0.45518(17) 0.2786(3) 0.0390(6) Uani 1 1 d . . . . .
H15 H 0.688855 0.433643 0.253795 0.047 Uiso 1 1 calc R U . . .
C8 C 0.69693(13) 0.68513(18) 0.2284(3) 0.0385(6) Uani 1 1 d . . . . .
C2 C 0.75614(12) 0.54462(17) 0.4785(3) 0.0379(6) Uani 1 1 d . . . . .
C17 C 0.55191(12) 0.45042(16) 0.2837(3) 0.0403(7) Uani 1 1 d . . . . .
C16 C 0.60171(12) 0.41761(16) 0.2463(3) 0.0398(7) Uani 1 1 d . . . . .
H16 H 0.599512 0.370370 0.199528 0.048 Uiso 1 1 calc R U . . .
C19 C 0.60756(13) 0.55635(18) 0.3908(3) 0.0442(7) Uani 1 1 d . . . . .
H19 H 0.609964 0.602045 0.441540 0.053 Uiso 1 1 calc R U . . .
C7 C 0.79755(12) 0.60412(18) 0.4883(3) 0.0389(6) Uani 1 1 d . . . . .
C18 C 0.55446(13) 0.51877(19) 0.3571(4) 0.0491(8) Uani 1 1 d . . . . .
H18 H 0.520618 0.539427 0.383788 0.059 Uiso 1 1 calc R U . . .
C9 C 0.64963(14) 0.6592(2) 0.1396(3) 0.0476(7) Uani 1 1 d . . . . .
H9 H 0.635073 0.608088 0.146475 0.057 Uiso 1 1 calc R U . . .
C3 C 0.76218(14) 0.4775(2) 0.5567(3) 0.0477(7) Uani 1 1 d . . . . .
H3 H 0.733912 0.437750 0.549907 0.057 Uiso 1 1 calc R U . . .
C13 C 0.71875(16) 0.7620(2) 0.2154(4) 0.0528(8) Uani 1 1 d . . . . .
C6 C 0.84798(14) 0.5996(2) 0.5772(3) 0.0537(8) Uani 1 1 d . . . . .
H6 H 0.876269 0.639353 0.583336 0.064 Uiso 1 1 calc R U . . .
C4 C 0.81251(16) 0.4731(2) 0.6449(4) 0.0595(9) Uani 1 1 d . . . . .
H4 H 0.818725 0.428745 0.698280 0.071 Uiso 1 1 calc R U . . .
C10 C 0.62450(18) 0.7084(3) 0.0427(4) 0.0643(10) Uani 1 1 d . . . . .
H10 H 0.593922 0.689951 -0.017625 0.077 Uiso 1 1 calc R U . . .
C5 C 0.85434(16) 0.5335(3) 0.6564(4) 0.0645(10) Uani 1 1 d . . . . .
H5 H 0.887220 0.529168 0.718631 0.077 Uiso 1 1 calc R U . . .
C12 C 0.6909(2) 0.8120(3) 0.1192(5) 0.0775(13) Uani 1 1 d . . . . .
H12 H 0.703887 0.863971 0.112642 0.093 Uiso 1 1 calc R U . . .
B1 B 0.80917(16) 0.7400(2) 0.3628(4) 0.0449(8) Uani 1 1 d . . . . .
C11 C 0.6445(2) 0.7849(3) 0.0344(4) 0.0776(13) Uani 1 1 d . . . . .
H11 H 0.626226 0.818616 -0.029514 0.093 Uiso 1 1 calc R U . . .
C21 C -0.0269(4) 0.6309(5) 0.2474(10) 0.071(2) Uani 0.5 1 d . . P A 1
Cl1 Cl 0.000000 0.62177(11) 0.750000 0.1146(9) Uani 1 2 d S T P . .
Cl5 Cl -0.0268(3) 0.7644(3) 0.5941(9) 0.115(2) Uani 0.5 1 d . . P . .
C22 C -0.0215(4) 0.7228(6) 0.7570(13) 0.085(3) Uani 0.5 1 d . . P . .
Cl20 Cl -0.0225(5) 0.7695(7) 0.6392(12) 0.197(5) Uani 0.5 1 d . . P . .


_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
Cl2 C21 1.745(8) 2 ?
Cl2 C21 1.745(8) . ?
Cl3 C21 1.715(9) . ?
Cl3 C21 1.830(10) 2 ?
F2 B1 1.365(4) . ?
F1 B1 1.377(4) . ?
O2 C17 1.388(3) . ?
O2 C17 1.388(3) 2_655 ?
N2 C1 1.355(4) . ?
N2 C2 1.392(4) . ?
N2 C14 1.443(3) . ?
N1 C1 1.327(4) . ?
N1 C7 1.388(4) . ?
N1 B1 1.565(4) . ?
O1 C13 1.349(4) . ?
O1 B1 1.444(5) . ?
C1 C8 1.449(4) . ?
C14 C19 1.381(4) . ?
C14 C15 1.384(4) . ?
C15 C16 1.379(4) . ?
C15 H15 0.9300 . ?
C8 C9 1.398(4) . ?
C8 C13 1.401(5) . ?
C2 C7 1.378(4) . ?
C2 C3 1.388(4) . ?
C17 C16 1.377(4) . ?
C17 C18 1.378(4) . ?
C16 H16 0.9300 . ?
C19 C18 1.379(4) . ?
C19 H19 0.9300 . ?
C7 C6 1.385(4) . ?
C18 H18 0.9300 . ?
C9 C10 1.370(5) . ?
C9 H9 0.9300 . ?
C3 C4 1.379(5) . ?
C3 H3 0.9300 . ?
C13 C12 1.396(5) . ?
C6 C5 1.380(5) . ?
C6 H6 0.9300 . ?
C4 C5 1.395(6) . ?
C4 H4 0.9300 . ?
C10 C11 1.375(6) . ?
C10 H10 0.9300 . ?
C5 H5 0.9300 . ?
C12 C11 1.368(7) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?
C21 C21 1.232(17) 2 ?
Cl1 C22 1.776(10) 2_556 ?
Cl1 C22 1.776(10) . ?
Cl5 C22 1.822(15) . ?
Cl5 C22 1.913(13) 2_556 ?
C22 C22 1.023(17) 2_556 ?
C22 Cl20 1.453(16) . ?
C22 Cl20 1.585(14) 2_556 ?
Cl20 Cl20 2.39(2) 2_556 ?

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
C21 Cl2 C21 41.3(6) 2 . ?
C21 Cl3 C21 40.5(5) . 2 ?
C17 O2 C17 119.6(3) . 2_655 ?
C1 N2 C2 107.6(2) . . ?
C1 N2 C14 127.3(2) . . ?
C2 N2 C14 124.6(2) . . ?
C1 N1 C7 108.2(2) . . ?
C1 N1 B1 122.9(3) . . ?
C7 N1 B1 128.9(2) . . ?
C13 O1 B1 121.8(3) . . ?
N1 C1 N2 109.9(2) . . ?
N1 C1 C8 120.7(2) . . ?
N2 C1 C8 129.3(3) . . ?
C19 C14 C15 121.2(3) . . ?
C19 C14 N2 118.7(2) . . ?
C15 C14 N2 120.2(2) . . ?
C16 C15 C14 119.1(3) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C9 C8 C13 118.8(3) . . ?
C9 C8 C1 125.3(3) . . ?
C13 C8 C1 115.9(3) . . ?
C7 C2 C3 122.4(3) . . ?
C7 C2 N2 106.8(2) . . ?
C3 C2 N2 130.8(3) . . ?
C16 C17 C18 121.2(3) . . ?
C16 C17 O2 116.8(3) . . ?
C18 C17 O2 122.0(3) . . ?
C17 C16 C15 119.6(3) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C18 C19 C14 119.2(3) . . ?
C18 C19 H19 120.4 . . ?
C14 C19 H19 120.4 . . ?
C2 C7 C6 121.3(3) . . ?
C2 C7 N1 107.5(2) . . ?
C6 C7 N1 131.2(3) . . ?
C17 C18 C19 119.5(3) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C10 C9 C8 120.7(3) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C4 C3 C2 116.2(3) . . ?
C4 C3 H3 121.9 . . ?
C2 C3 H3 121.9 . . ?
O1 C13 C12 117.9(3) . . ?
O1 C13 C8 122.7(3) . . ?
C12 C13 C8 119.4(3) . . ?
C5 C6 C7 117.0(3) . . ?
C5 C6 H6 121.5 . . ?
C7 C6 H6 121.5 . . ?
C3 C4 C5 121.7(3) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.1 . . ?
C9 C10 C11 120.0(4) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C6 C5 C4 121.4(3) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C11 C12 C13 120.2(4) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
F2 B1 F1 109.9(3) . . ?
F2 B1 O1 108.1(3) . . ?
F1 B1 O1 113.2(3) . . ?
F2 B1 N1 110.4(3) . . ?
F1 B1 N1 107.9(3) . . ?
O1 B1 N1 107.4(2) . . ?
C12 C11 C10 120.8(4) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C21 C21 Cl3 74.8(8) 2 . ?
C21 C21 Cl2 69.3(3) 2 . ?
Cl3 C21 Cl2 112.5(5) . . ?
C21 C21 Cl3 64.7(7) 2 2 ?
Cl3 C21 Cl3 106.1(5) . 2 ?
Cl2 C21 Cl3 107.1(5) . 2 ?
C22 Cl1 C22 33.5(6) 2_556 . ?
C22 Cl5 C22 31.7(5) . 2_556 ?
C22 C22 Cl20 77.5(13) 2_556 . ?
C22 C22 Cl20 63.5(12) 2_556 2_556 ?
Cl20 C22 Cl20 103.9(11) . 2_556 ?
C22 C22 Cl1 73.3(3) 2_556 . ?
Cl20 C22 Cl1 117.2(9) . . ?
Cl20 C22 Cl1 110.3(7) 2_556 . ?
C22 C22 Cl5 79.1(13) 2_556 . ?
Cl20 C22 Cl5 10.5(7) . . ?
Cl20 C22 Cl5 113.4(8) 2_556 . ?
Cl1 C22 Cl5 108.3(6) . . ?
C22 C22 Cl5 69.3(12) 2_556 2_556 ?
Cl20 C22 Cl5 115.1(7) . 2_556 ?
Cl20 C22 Cl5 11.3(7) 2_556 2_556 ?
Cl1 C22 Cl5 104.4(6) . 2_556 ?
Cl5 C22 Cl5 124.7(6) . 2_556 ?
C22 Cl20 C22 39.0(7) . 2_556 ?
C22 Cl20 Cl20 40.0(6) . 2_556 ?
C22 Cl20 Cl20 36.1(6) 2_556 2_556 ?

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
C7 N1 C1 N2 0.2(3) . . . . ?
B1 N1 C1 N2 177.4(3) . . . . ?
C7 N1 C1 C8 -177.7(2) . . . . ?
B1 N1 C1 C8 -0.4(4) . . . . ?
C2 N2 C1 N1 0.0(3) . . . . ?
C14 N2 C1 N1 172.4(3) . . . . ?
C2 N2 C1 C8 177.6(3) . . . . ?
C14 N2 C1 C8 -10.0(5) . . . . ?
C1 N2 C14 C19 -69.3(4) . . . . ?
C2 N2 C14 C19 101.9(3) . . . . ?
C1 N2 C14 C15 111.8(3) . . . . ?
C2 N2 C14 C15 -77.0(4) . . . . ?
C19 C14 C15 C16 2.8(5) . . . . ?
N2 C14 C15 C16 -178.3(3) . . . . ?
N1 C1 C8 C9 166.8(3) . . . . ?
N2 C1 C8 C9 -10.6(5) . . . . ?
N1 C1 C8 C13 -11.9(4) . . . . ?
N2 C1 C8 C13 170.7(3) . . . . ?
C1 N2 C2 C7 -0.1(3) . . . . ?
C14 N2 C2 C7 -172.8(3) . . . . ?
C1 N2 C2 C3 -179.8(3) . . . . ?
C14 N2 C2 C3 7.5(5) . . . . ?
C17 O2 C17 C16 -144.4(3) 2_655 . . . ?
C17 O2 C17 C18 39.1(3) 2_655 . . . ?
C18 C17 C16 C15 -2.4(5) . . . . ?
O2 C17 C16 C15 -179.0(3) . . . . ?
C14 C15 C16 C17 0.1(5) . . . . ?
C15 C14 C19 C18 -3.4(5) . . . . ?
N2 C14 C19 C18 177.7(3) . . . . ?
C3 C2 C7 C6 0.3(5) . . . . ?
N2 C2 C7 C6 -179.4(3) . . . . ?
C3 C2 C7 N1 179.9(3) . . . . ?
N2 C2 C7 N1 0.2(3) . . . . ?
C1 N1 C7 C2 -0.3(3) . . . . ?
B1 N1 C7 C2 -177.3(3) . . . . ?
C1 N1 C7 C6 179.3(3) . . . . ?
B1 N1 C7 C6 2.2(5) . . . . ?
C16 C17 C18 C19 1.9(5) . . . . ?
O2 C17 C18 C19 178.2(3) . . . . ?
C14 C19 C18 C17 1.0(5) . . . . ?
C13 C8 C9 C10 -0.9(5) . . . . ?
C1 C8 C9 C10 -179.5(3) . . . . ?
C7 C2 C3 C4 -0.4(5) . . . . ?
N2 C2 C3 C4 179.2(3) . . . . ?
B1 O1 C13 C12 -156.4(4) . . . . ?
B1 O1 C13 C8 25.8(5) . . . . ?
C9 C8 C13 O1 -178.8(3) . . . . ?
C1 C8 C13 O1 -0.1(5) . . . . ?
C9 C8 C13 C12 3.5(5) . . . . ?
C1 C8 C13 C12 -177.7(4) . . . . ?
C2 C7 C6 C5 -0.9(5) . . . . ?
N1 C7 C6 C5 179.6(3) . . . . ?
C2 C3 C4 C5 1.1(6) . . . . ?
C8 C9 C10 C11 -2.2(6) . . . . ?
C7 C6 C5 C4 1.5(6) . . . . ?
C3 C4 C5 C6 -1.7(7) . . . . ?
O1 C13 C12 C11 179.0(4) . . . . ?
C8 C13 C12 C11 -3.2(7) . . . . ?
C13 O1 B1 F2 -153.2(3) . . . . ?
C13 O1 B1 F1 84.8(4) . . . . ?
C13 O1 B1 N1 -34.1(4) . . . . ?
C1 N1 B1 F2 139.5(3) . . . . ?
C7 N1 B1 F2 -43.9(4) . . . . ?
C1 N1 B1 F1 -100.4(3) . . . . ?
C7 N1 B1 F1 76.3(4) . . . . ?
C1 N1 B1 O1 22.0(4) . . . . ?
C7 N1 B1 O1 -161.4(3) . . . . ?
C13 C12 C11 C10 0.2(8) . . . . ?
C9 C10 C11 C12 2.5(7) . . . . ?
C21 Cl3 C21 Cl2 -59.4(5) 2 . . . ?
C21 Cl3 C21 Cl3 57.4(6) 2 . . 2 ?
C21 Cl2 C21 Cl3 62.6(7) 2 . . . ?
C21 Cl2 C21 Cl3 -53.6(7) 2 . . 2 ?
C22 Cl1 C22 Cl20 65.9(14) 2_556 . . . ?
C22 Cl1 C22 Cl20 -52.5(12) 2_556 . . 2_556 ?
C22 Cl1 C22 Cl5 72.1(13) 2_556 . . . ?
C22 Cl1 C22 Cl5 -62.7(12) 2_556 . . 2_556 ?
C22 Cl5 C22 Cl20 80(4) 2_556 . . . ?
C22 Cl5 C22 Cl20 54.6(9) 2_556 . . 2_556 ?
C22 Cl5 C22 Cl1 -68.1(6) 2_556 . . . ?
C22 Cl5 C22 Cl5 55.1(8) 2_556 . . 2_556 ?
Cl20 C22 Cl20 C22 58.3(9) 2_556 . . 2_556 ?
Cl1 C22 Cl20 C22 -63.6(8) . . . 2_556 ?
Cl5 C22 Cl20 C22 -97(4) . . . 2_556 ?
Cl5 C22 Cl20 C22 59.7(10) 2_556 . . 2_556 ?
C22 C22 Cl20 Cl20 -58.3(9) 2_556 . . 2_556 ?
Cl1 C22 Cl20 Cl20 -121.8(8) . . . 2_556 ?
Cl5 C22 Cl20 Cl20 -156(4) . . . 2_556 ?
Cl5 C22 Cl20 Cl20 1.5(8) 2_556 . . 2_556 ?

_refine_diff_density_max         0.893
_refine_diff_density_min         -0.821
_refine_diff_density_rms         0.079



####################################################################### 
# 
# 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_Complex4
_database_code_depnum_ccdc_archive 'CCDC 2209757'
loop_
_audit_author_name
_audit_author_address
'ARUMUGAM RAMAR'
;tifrh
India
;
_audit_update_record             
;
2023-05-05 deposited with the CCDC.	2023-05-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H27 B2 F4 N5 O2, 3(C H Cl3)'
_chemical_formula_sum            'C43 H30 B2 Cl9 F4 N5 O2'
_chemical_formula_weight         1065.39

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   11.7915(5)
_cell_length_b                   13.9890(4)
_cell_length_c                   15.4697(4)
_cell_angle_alpha                74.904(2)
_cell_angle_beta                 81.699(3)
_cell_angle_gamma                72.920(3)
_cell_volume                     2348.65(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    10282
_cell_measurement_theta_min      2.7580
_cell_measurement_theta_max      26.6310

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.506
_exptl_crystal_F_000             1076
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.596
_shelx_estimated_absorpt_T_min   0.932
_shelx_estimated_absorpt_T_max   0.954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.18199
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37383
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_av_R_equivalents  0.0411
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.727
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             8205
_reflns_number_gt                5753
_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 1.171.39.29d (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.1603P)²+0.9459P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8205
_refine_ls_number_parameters     661
_refine_ls_number_restraints     330
_refine_ls_R_factor_all          0.1020
_refine_ls_R_factor_gt           0.0773
_refine_ls_wR_factor_ref         0.2597
_refine_ls_wR_factor_gt          0.2368
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.120
_refine_ls_shift/su_max          0.042
_refine_ls_shift/su_mean         0.002

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 0.0658(3) 0.08359(17) 1.18457(14) 0.1935(13) Uani 1 1 d . . . . .
Cl2 Cl -0.0225(2) 0.03613(16) 1.36693(18) 0.1691(10) Uani 1 1 d . . . . .
Cl3 Cl 0.15027(18) -0.11451(14) 1.29752(14) 0.1351(7) Uani 1 1 d . . . . .
C41 C 0.0971(5) 0.0179(4) 1.2906(4) 0.0976(16) Uani 1 1 d . . . . .
H41 H 0.159299 0.041053 1.308233 0.117 Uiso 1 1 calc R U . . .
Cl4 Cl 0.2245(9) 0.2829(7) 0.8239(4) 0.118(2) Uani 0.452(18) 1 d D U P A 1
Cl5 Cl 0.1791(9) 0.1084(9) 0.7837(6) 0.134(3) Uani 0.452(18) 1 d D U P A 1
Cl6 Cl 0.1818(6) 0.1269(7) 0.9695(5) 0.111(2) Uani 0.452(18) 1 d D U P A 1
C42 C 0.237(2) 0.1560(15) 0.8600(10) 0.117(6) Uani 0.452(18) 1 d D U P A 1
H42 H 0.322591 0.122008 0.859477 0.141 Uiso 0.452(18) 1 calc R U P A 1
Cl4A Cl 0.2112(11) 0.2563(10) 0.8227(7) 0.185(4) Uani 0.548(18) 1 d D U P A 2
Cl5A Cl 0.1535(9) 0.0845(8) 0.7902(6) 0.164(3) Uani 0.548(18) 1 d D U P A 2
Cl6A Cl 0.1606(13) 0.0961(11) 0.9665(5) 0.218(5) Uani 0.548(18) 1 d D U P A 2
C42A C 0.2249(16) 0.1289(14) 0.8600(8) 0.129(5) Uani 0.548(18) 1 d D U P A 2
H42A H 0.309540 0.092017 0.859026 0.155 Uiso 0.548(18) 1 calc R U P A 2
Cl7 Cl 0.9312(13) 0.3127(9) 0.7337(9) 0.186(4) Uani 0.482(18) 1 d D U P B 1
Cl8 Cl 0.9175(7) 0.5057(5) 0.5891(7) 0.139(3) Uani 0.482(18) 1 d D U P B 1
Cl9 Cl 0.7538(6) 0.3928(7) 0.6174(6) 0.115(2) Uani 0.482(18) 1 d D U P B 1
C43 C 0.843(2) 0.432(2) 0.670(2) 0.149(6) Uani 0.482(18) 1 d D U P B 1
H43 H 0.794208 0.473402 0.711226 0.178 Uiso 0.482(18) 1 calc R U P B 1
Cl7A Cl 0.7888(14) 0.3859(8) 0.5864(10) 0.180(4) Uani 0.518(18) 1 d D U P B 2
Cl8A Cl 0.9064(12) 0.3521(13) 0.7550(7) 0.217(5) Uani 0.518(18) 1 d D U P B 2
Cl9A Cl 0.9455(17) 0.4910(10) 0.6127(11) 0.230(5) Uani 0.518(18) 1 d D U P B 2
C43A C 0.834(2) 0.4379(19) 0.667(2) 0.155(6) Uani 0.518(18) 1 d D U P B 2
H43A H 0.767811 0.489625 0.687956 0.186 Uiso 0.518(18) 1 calc R U P B 2
F1 F 0.4771(2) 0.51879(17) -0.25530(12) 0.0696(6) Uani 1 1 d . . . . .
F2 F 0.6329(2) 0.49590(17) -0.17841(17) 0.0740(6) Uani 1 1 d . . . . .
F3 F 0.4790(3) 0.0029(2) 0.80697(14) 0.0935(9) Uani 1 1 d . . . . .
F4 F 0.6270(2) -0.03945(17) 0.70361(16) 0.0733(6) Uani 1 1 d . . . . .
O1 O 0.4603(3) 0.61710(18) -0.15214(18) 0.0669(7) Uani 1 1 d . . . . .
O2 O 0.4635(3) -0.1054(2) 0.72092(18) 0.0722(8) Uani 1 1 d . . . . .
N1 N 0.4659(3) 0.43596(19) -0.09984(16) 0.0447(6) Uani 1 1 d . . . . .
N2 N 0.3493(2) 0.3692(2) 0.00871(16) 0.0458(6) Uani 1 1 d . . . . .
N3 N 0.0022(2) 0.3036(2) 0.2825(2) 0.0559(7) Uani 1 1 d . . . . .
N4 N 0.4418(3) 0.0759(2) 0.65263(17) 0.0532(7) Uani 1 1 d . . . . .
N5 N 0.3260(3) 0.1680(2) 0.54375(17) 0.0491(7) Uani 1 1 d . . . . .
C1 C 0.3710(3) 0.4573(2) -0.04287(19) 0.0433(7) Uani 1 1 d . . . . .
C2 C 0.4376(3) 0.2876(2) -0.0158(2) 0.0463(8) Uani 1 1 d . . . . .
C3 C 0.4576(4) 0.1818(3) 0.0176(2) 0.0560(9) Uani 1 1 d . . . . .
H3 H 0.408210 0.153672 0.063372 0.067 Uiso 1 1 calc R U . . .
C4 C 0.5546(4) 0.1221(3) -0.0211(3) 0.0623(10) Uani 1 1 d . . . . .
H4 H 0.571991 0.051058 -0.000716 0.075 Uiso 1 1 calc R U . . .
C5 C 0.6285(4) 0.1639(3) -0.0903(3) 0.0630(10) Uani 1 1 d . . . . .
H5 H 0.693222 0.120133 -0.114903 0.076 Uiso 1 1 calc R U . . .
C6 C 0.6076(3) 0.2679(3) -0.1227(2) 0.0532(8) Uani 1 1 d . . . . .
H6 H 0.656817 0.295998 -0.168627 0.064 Uiso 1 1 calc R U . . .
C7 C 0.5106(3) 0.3288(2) -0.08407(19) 0.0445(7) Uani 1 1 d . . . . .
C8 C 0.3086(3) 0.5640(2) -0.0421(2) 0.0469(8) Uani 1 1 d . . . . .
C9 C 0.2092(3) 0.5954(3) 0.0143(2) 0.0572(9) Uani 1 1 d . . . . .
H9 H 0.177917 0.546209 0.055220 0.069 Uiso 1 1 calc R U . . .
C10 C 0.1556(4) 0.6990(3) 0.0105(3) 0.0670(10) Uani 1 1 d . . . . .
H10 H 0.088230 0.719359 0.047740 0.080 Uiso 1 1 calc R U . . .
C11 C 0.2046(4) 0.7722(3) -0.0501(3) 0.0715(12) Uani 1 1 d . . . . .
H11 H 0.168173 0.841634 -0.053892 0.086 Uiso 1 1 calc R U . . .
C12 C 0.3047(4) 0.7436(3) -0.1037(3) 0.0653(10) Uani 1 1 d . . . . .
H12 H 0.337117 0.793529 -0.142448 0.078 Uiso 1 1 calc R U . . .
C13 C 0.3588(3) 0.6401(3) -0.1009(2) 0.0537(9) Uani 1 1 d . . . . .
C14 C 0.2552(3) 0.3543(2) 0.0774(2) 0.0461(8) Uani 1 1 d . . . . .
C15 C 0.2841(3) 0.3167(2) 0.16546(19) 0.0412(7) Uani 1 1 d . . . . .
H15 H 0.361972 0.301717 0.180540 0.049 Uiso 1 1 calc R U . . .
C16 C 0.1928(3) 0.3019(2) 0.2308(2) 0.0413(7) Uani 1 1 d . . . . .
C17 C 0.1882(3) 0.2650(2) 0.3275(2) 0.0401(7) Uani 1 1 d . . . . .
C18 C 0.2743(3) 0.2314(2) 0.38906(19) 0.0417(7) Uani 1 1 d . . . . .
H18 H 0.353508 0.229153 0.370543 0.050 Uiso 1 1 calc R U . . .
C19 C 0.2389(3) 0.2013(2) 0.4786(2) 0.0450(7) Uani 1 1 d . . . . .
C20 C 0.1206(3) 0.2054(3) 0.5073(2) 0.0594(9) Uani 1 1 d . . . . .
H20 H 0.099606 0.185878 0.568294 0.071 Uiso 1 1 calc R U . . .
C21 C 0.0342(3) 0.2379(3) 0.4473(2) 0.0596(9) Uani 1 1 d . . . . .
H21 H -0.044669 0.239648 0.466697 0.071 Uiso 1 1 calc R U . . .
C22 C 0.0681(3) 0.2681(2) 0.3568(2) 0.0483(8) Uani 1 1 d . . . . .
C23 C -0.1281(3) 0.3267(4) 0.2850(3) 0.0776(13) Uani 1 1 d . . . . .
H23A H -0.156475 0.282199 0.337563 0.093 Uiso 1 1 calc R U . . .
H23B H -0.149989 0.313063 0.232251 0.093 Uiso 1 1 calc R U . . .
C24 C -0.1860(5) 0.4363(5) 0.2879(6) 0.132(3) Uani 1 1 d . . . . .
H24A H -0.145445 0.479859 0.244156 0.198 Uiso 1 1 calc R U . . .
H24B H -0.181973 0.445537 0.346646 0.198 Uiso 1 1 calc R U . . .
H24C H -0.267704 0.453795 0.274851 0.198 Uiso 1 1 calc R U . . .
C25 C 0.0754(3) 0.3252(2) 0.2066(2) 0.0483(8) Uani 1 1 d . . . . .
C26 C 0.0487(3) 0.3605(3) 0.1169(3) 0.0589(9) Uani 1 1 d . . . . .
H26 H -0.028504 0.374303 0.100794 0.071 Uiso 1 1 calc R U . . .
C27 C 0.1399(3) 0.3742(3) 0.0532(2) 0.0575(9) Uani 1 1 d . . . . .
H27 H 0.124409 0.397120 -0.007086 0.069 Uiso 1 1 calc R U . . .
C28 C 0.3736(3) 0.0717(2) 0.59274(19) 0.0467(8) Uani 1 1 d . . . . .
C29 C 0.3690(3) 0.2364(3) 0.5736(2) 0.0531(8) Uani 1 1 d . . . . .
C30 C 0.3509(4) 0.3412(3) 0.5449(3) 0.0678(11) Uani 1 1 d . . . . .
H30 H 0.302138 0.380054 0.498915 0.081 Uiso 1 1 calc R U . . .
C31 C 0.4098(5) 0.3853(3) 0.5887(3) 0.0831(13) Uani 1 1 d . . . . .
H31 H 0.402211 0.455582 0.570874 0.100 Uiso 1 1 calc R U . . .
C32 C 0.4790(5) 0.3270(4) 0.6577(3) 0.0864(14) Uani 1 1 d . . . . .
H32 H 0.514071 0.360096 0.686936 0.104 Uiso 1 1 calc R U . . .
C33 C 0.4990(4) 0.2237(3) 0.6854(3) 0.0744(12) Uani 1 1 d . . . . .
H33 H 0.548664 0.185356 0.731014 0.089 Uiso 1 1 calc R U . . .
C34 C 0.4413(3) 0.1783(3) 0.6420(2) 0.0561(9) Uani 1 1 d . . . . .
C35 C 0.3633(3) -0.0249(2) 0.5849(2) 0.0495(8) Uani 1 1 d . . . . .
C36 C 0.3145(4) -0.0397(3) 0.5138(2) 0.0622(10) Uani 1 1 d . . . . .
H36 H 0.283275 0.016730 0.468528 0.075 Uiso 1 1 calc R U . . .
C37 C 0.3118(4) -0.1360(3) 0.5093(3) 0.0720(11) Uani 1 1 d . . . . .
H37 H 0.279485 -0.144775 0.461451 0.086 Uiso 1 1 calc R U . . .
C38 C 0.3579(4) -0.2195(3) 0.5769(3) 0.0704(11) Uani 1 1 d . . . . .
H38 H 0.356290 -0.284673 0.573999 0.084 Uiso 1 1 calc R U . . .
C39 C 0.4055(3) -0.2087(3) 0.6476(3) 0.0669(11) Uani 1 1 d . . . . .
H39 H 0.434309 -0.265944 0.692885 0.080 Uiso 1 1 calc R U . . .
C40 C 0.4113(3) -0.1118(3) 0.6525(2) 0.0552(9) Uani 1 1 d . . . . .
B1 B 0.5098(4) 0.5185(3) -0.1745(2) 0.0470(9) Uani 1 1 d . . . . .
B2 B 0.5072(4) -0.0196(3) 0.7236(3) 0.0601(11) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C41 1.692(6) . ?
Cl2 C41 1.706(6) . ?
Cl3 C41 1.752(6) . ?
C41 H41 0.9800 . ?
Cl4 C42 1.685(16) . ?
Cl5 C42 1.792(16) . ?
Cl6 C42 1.715(14) . ?
C42 H42 0.9800 . ?
Cl4A C42A 1.691(14) . ?
Cl5A C42A 1.782(15) . ?
Cl6A C42A 1.718(12) . ?
C42A H42A 0.9800 . ?
Cl7 C43 1.80(3) . ?
Cl8 C43 1.72(3) . ?
Cl9 C43 1.70(3) . ?
C43 H43 0.9800 . ?
Cl7A C43A 1.81(3) . ?
Cl8A C43A 1.70(3) . ?
Cl9A C43A 1.70(3) . ?
C43A H43A 0.9800 . ?
F1 B1 1.360(4) . ?
F2 B1 1.388(5) . ?
F3 B2 1.378(5) . ?
F4 B2 1.363(5) . ?
O1 C13 1.340(5) . ?
O1 B1 1.442(5) . ?
O2 C40 1.333(5) . ?
O2 B2 1.451(6) . ?
N1 C1 1.332(4) . ?
N1 C7 1.403(4) . ?
N1 B1 1.555(4) . ?
N2 C1 1.355(4) . ?
N2 C2 1.395(4) . ?
N2 C14 1.444(4) . ?
N3 C25 1.375(5) . ?
N3 C22 1.380(4) . ?
N3 C23 1.471(4) . ?
N4 C28 1.334(4) . ?
N4 C34 1.398(5) . ?
N4 B2 1.568(5) . ?
N5 C28 1.360(4) . ?
N5 C29 1.403(5) . ?
N5 C19 1.437(4) . ?
C1 C8 1.459(5) . ?
C2 C7 1.378(5) . ?
C2 C3 1.395(5) . ?
C3 C4 1.366(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.397(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.369(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.373(5) . ?
C6 H6 0.9300 . ?
C8 C9 1.389(5) . ?
C8 C13 1.422(5) . ?
C9 C10 1.391(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.396(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.362(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.392(5) . ?
C12 H12 0.9300 . ?
C14 C15 1.380(4) . ?
C14 C27 1.392(5) . ?
C15 C16 1.390(4) . ?
C15 H15 0.9300 . ?
C16 C25 1.408(4) . ?
C16 C17 1.449(4) . ?
C17 C18 1.387(4) . ?
C17 C22 1.415(4) . ?
C18 C19 1.379(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.390(5) . ?
C20 C21 1.374(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.389(5) . ?
C21 H21 0.9300 . ?
C23 C24 1.493(8) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.396(5) . ?
C26 C27 1.371(5) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C28 C35 1.429(5) . ?
C29 C30 1.377(5) . ?
C29 C34 1.383(5) . ?
C30 C31 1.389(6) . ?
C30 H30 0.9300 . ?
C31 C32 1.370(7) . ?
C31 H31 0.9300 . ?
C32 C33 1.355(7) . ?
C32 H32 0.9300 . ?
C33 C34 1.387(6) . ?
C33 H33 0.9300 . ?
C35 C36 1.399(5) . ?
C35 C40 1.413(5) . ?
C36 C37 1.377(6) . ?
C36 H36 0.9300 . ?
C37 C38 1.381(6) . ?
C37 H37 0.9300 . ?
C38 C39 1.359(6) . ?
C38 H38 0.9300 . ?
C39 C40 1.399(6) . ?
C39 H39 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
Cl1 C41 Cl2 113.4(4) . . ?
Cl1 C41 Cl3 111.3(3) . . ?
Cl2 C41 Cl3 107.4(3) . . ?
Cl1 C41 H41 108.2 . . ?
Cl2 C41 H41 108.2 . . ?
Cl3 C41 H41 108.2 . . ?
Cl4 C42 Cl6 111.0(11) . . ?
Cl4 C42 Cl5 111.7(9) . . ?
Cl6 C42 Cl5 115.0(10) . . ?
Cl4 C42 H42 106.2 . . ?
Cl6 C42 H42 106.2 . . ?
Cl5 C42 H42 106.2 . . ?
Cl4A C42A Cl6A 113.6(8) . . ?
Cl4A C42A Cl5A 110.9(8) . . ?
Cl6A C42A Cl5A 105.6(10) . . ?
Cl4A C42A H42A 108.9 . . ?
Cl6A C42A H42A 108.9 . . ?
Cl5A C42A H42A 108.9 . . ?
Cl9 C43 Cl8 107.6(18) . . ?
Cl9 C43 Cl7 102.9(14) . . ?
Cl8 C43 Cl7 117.1(15) . . ?
Cl9 C43 H43 109.6 . . ?
Cl8 C43 H43 109.6 . . ?
Cl7 C43 H43 109.6 . . ?
Cl8A C43A Cl9A 100.4(17) . . ?
Cl8A C43A Cl7A 117.0(15) . . ?
Cl9A C43A Cl7A 106.0(16) . . ?
Cl8A C43A H43A 111.0 . . ?
Cl9A C43A H43A 110.9 . . ?
Cl7A C43A H43A 110.9 . . ?
C13 O1 B1 123.4(3) . . ?
C40 O2 B2 125.2(3) . . ?
C1 N1 C7 108.1(3) . . ?
C1 N1 B1 124.0(3) . . ?
C7 N1 B1 127.7(3) . . ?
C1 N2 C2 107.4(3) . . ?
C1 N2 C14 129.9(3) . . ?
C2 N2 C14 122.7(3) . . ?
C25 N3 C22 109.4(3) . . ?
C25 N3 C23 125.0(3) . . ?
C22 N3 C23 125.2(3) . . ?
C28 N4 C34 108.4(3) . . ?
C28 N4 B2 124.4(3) . . ?
C34 N4 B2 127.2(3) . . ?
C28 N5 C29 107.6(3) . . ?
C28 N5 C19 129.2(3) . . ?
C29 N5 C19 123.0(3) . . ?
N1 C1 N2 110.1(3) . . ?
N1 C1 C8 120.0(3) . . ?
N2 C1 C8 129.8(3) . . ?
C7 C2 N2 107.5(3) . . ?
C7 C2 C3 122.0(3) . . ?
N2 C2 C3 130.5(3) . . ?
C4 C3 C2 115.6(3) . . ?
C4 C3 H3 122.2 . . ?
C2 C3 H3 122.2 . . ?
C3 C4 C5 122.4(3) . . ?
C3 C4 H4 118.8 . . ?
C5 C4 H4 118.8 . . ?
C6 C5 C4 121.4(4) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 C7 116.8(3) . . ?
C5 C6 H6 121.6 . . ?
C7 C6 H6 121.6 . . ?
C6 C7 C2 121.9(3) . . ?
C6 C7 N1 131.3(3) . . ?
C2 C7 N1 106.8(3) . . ?
C9 C8 C13 118.6(3) . . ?
C9 C8 C1 125.0(3) . . ?
C13 C8 C1 116.3(3) . . ?
C8 C9 C10 121.1(4) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C9 C10 C11 119.0(4) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
C12 C11 C10 121.2(4) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C13 120.3(4) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
O1 C13 C12 117.3(3) . . ?
O1 C13 C8 122.9(3) . . ?
C12 C13 C8 119.7(4) . . ?
C15 C14 C27 122.0(3) . . ?
C15 C14 N2 118.3(3) . . ?
C27 C14 N2 119.7(3) . . ?
C14 C15 C16 117.7(3) . . ?
C14 C15 H15 121.2 . . ?
C16 C15 H15 121.2 . . ?
C15 C16 C25 120.3(3) . . ?
C15 C16 C17 133.5(3) . . ?
C25 C16 C17 106.1(3) . . ?
C18 C17 C22 120.4(3) . . ?
C18 C17 C16 132.8(3) . . ?
C22 C17 C16 106.8(3) . . ?
C19 C18 C17 117.9(3) . . ?
C19 C18 H18 121.1 . . ?
C17 C18 H18 121.1 . . ?
C18 C19 C20 121.7(3) . . ?
C18 C19 N5 118.9(3) . . ?
C20 C19 N5 119.4(3) . . ?
C21 C20 C19 121.3(3) . . ?
C21 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C20 C21 C22 118.0(3) . . ?
C20 C21 H21 121.0 . . ?
C22 C21 H21 121.0 . . ?
N3 C22 C21 130.8(3) . . ?
N3 C22 C17 108.4(3) . . ?
C21 C22 C17 120.8(3) . . ?
N3 C23 C24 111.2(4) . . ?
N3 C23 H23A 109.4 . . ?
C24 C23 H23A 109.4 . . ?
N3 C23 H23B 109.4 . . ?
C24 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N3 C25 C26 129.6(3) . . ?
N3 C25 C16 109.3(3) . . ?
C26 C25 C16 121.0(3) . . ?
C27 C26 C25 117.9(3) . . ?
C27 C26 H26 121.1 . . ?
C25 C26 H26 121.1 . . ?
C26 C27 C14 121.0(3) . . ?
C26 C27 H27 119.5 . . ?
C14 C27 H27 119.5 . . ?
N4 C28 N5 109.9(3) . . ?
N4 C28 C35 120.5(3) . . ?
N5 C28 C35 129.6(3) . . ?
C30 C29 C34 122.2(3) . . ?
C30 C29 N5 131.0(3) . . ?
C34 C29 N5 106.9(3) . . ?
C29 C30 C31 116.0(4) . . ?
C29 C30 H30 122.0 . . ?
C31 C30 H30 122.0 . . ?
C32 C31 C30 121.1(4) . . ?
C32 C31 H31 119.4 . . ?
C30 C31 H31 119.4 . . ?
C33 C32 C31 123.4(4) . . ?
C33 C32 H32 118.3 . . ?
C31 C32 H32 118.3 . . ?
C32 C33 C34 116.2(4) . . ?
C32 C33 H33 121.9 . . ?
C34 C33 H33 121.9 . . ?
C29 C34 C33 121.1(4) . . ?
C29 C34 N4 107.3(3) . . ?
C33 C34 N4 131.6(3) . . ?
C36 C35 C40 118.3(3) . . ?
C36 C35 C28 124.8(3) . . ?
C40 C35 C28 116.8(3) . . ?
C37 C36 C35 121.4(4) . . ?
C37 C36 H36 119.3 . . ?
C35 C36 H36 119.3 . . ?
C36 C37 C38 119.1(4) . . ?
C36 C37 H37 120.5 . . ?
C38 C37 H37 120.5 . . ?
C39 C38 C37 121.5(4) . . ?
C39 C38 H38 119.2 . . ?
C37 C38 H38 119.2 . . ?
C38 C39 C40 120.3(4) . . ?
C38 C39 H39 119.8 . . ?
C40 C39 H39 119.8 . . ?
O2 C40 C39 118.3(3) . . ?
O2 C40 C35 122.4(3) . . ?
C39 C40 C35 119.3(4) . . ?
F1 B1 F2 108.6(3) . . ?
F1 B1 O1 111.6(3) . . ?
F2 B1 O1 108.5(3) . . ?
F1 B1 N1 109.7(3) . . ?
F2 B1 N1 109.8(3) . . ?
O1 B1 N1 108.6(3) . . ?
F4 B2 F3 109.9(4) . . ?
F4 B2 O2 111.5(3) . . ?
F3 B2 O2 110.2(4) . . ?
F4 B2 N4 109.7(3) . . ?
F3 B2 N4 108.2(3) . . ?
O2 B2 N4 107.3(3) . . ?

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
C7 N1 C1 N2 -1.2(3) . . . . ?
B1 N1 C1 N2 174.6(3) . . . . ?
C7 N1 C1 C8 177.7(2) . . . . ?
B1 N1 C1 C8 -6.4(4) . . . . ?
C2 N2 C1 N1 1.5(3) . . . . ?
C14 N2 C1 N1 -178.3(3) . . . . ?
C2 N2 C1 C8 -177.4(3) . . . . ?
C14 N2 C1 C8 2.9(5) . . . . ?
C1 N2 C2 C7 -1.2(3) . . . . ?
C14 N2 C2 C7 178.6(2) . . . . ?
C1 N2 C2 C3 178.5(3) . . . . ?
C14 N2 C2 C3 -1.7(5) . . . . ?
C7 C2 C3 C4 0.5(5) . . . . ?
N2 C2 C3 C4 -179.1(3) . . . . ?
C2 C3 C4 C5 -0.5(5) . . . . ?
C3 C4 C5 C6 0.4(6) . . . . ?
C4 C5 C6 C7 -0.2(5) . . . . ?
C5 C6 C7 C2 0.1(5) . . . . ?
C5 C6 C7 N1 178.8(3) . . . . ?
N2 C2 C7 C6 179.4(3) . . . . ?
C3 C2 C7 C6 -0.3(5) . . . . ?
N2 C2 C7 N1 0.4(3) . . . . ?
C3 C2 C7 N1 -179.3(3) . . . . ?
C1 N1 C7 C6 -178.3(3) . . . . ?
B1 N1 C7 C6 6.0(5) . . . . ?
C1 N1 C7 C2 0.5(3) . . . . ?
B1 N1 C7 C2 -175.2(3) . . . . ?
N1 C1 C8 C9 -179.9(3) . . . . ?
N2 C1 C8 C9 -1.1(5) . . . . ?
N1 C1 C8 C13 -3.2(4) . . . . ?
N2 C1 C8 C13 175.6(3) . . . . ?
C13 C8 C9 C10 3.3(5) . . . . ?
C1 C8 C9 C10 179.8(3) . . . . ?
C8 C9 C10 C11 -1.2(5) . . . . ?
C9 C10 C11 C12 -1.4(6) . . . . ?
C10 C11 C12 C13 1.8(6) . . . . ?
B1 O1 C13 C12 -163.4(3) . . . . ?
B1 O1 C13 C8 19.5(5) . . . . ?
C11 C12 C13 O1 -176.8(3) . . . . ?
C11 C12 C13 C8 0.4(5) . . . . ?
C9 C8 C13 O1 174.2(3) . . . . ?
C1 C8 C13 O1 -2.7(4) . . . . ?
C9 C8 C13 C12 -2.9(5) . . . . ?
C1 C8 C13 C12 -179.8(3) . . . . ?
C1 N2 C14 C15 -110.3(4) . . . . ?
C2 N2 C14 C15 69.9(4) . . . . ?
C1 N2 C14 C27 72.1(4) . . . . ?
C2 N2 C14 C27 -107.6(4) . . . . ?
C27 C14 C15 C16 -2.0(5) . . . . ?
N2 C14 C15 C16 -179.5(3) . . . . ?
C14 C15 C16 C25 -0.1(4) . . . . ?
C14 C15 C16 C17 -179.9(3) . . . . ?
C15 C16 C17 C18 0.1(6) . . . . ?
C25 C16 C17 C18 -179.7(3) . . . . ?
C15 C16 C17 C22 179.6(3) . . . . ?
C25 C16 C17 C22 -0.1(3) . . . . ?
C22 C17 C18 C19 0.2(4) . . . . ?
C16 C17 C18 C19 179.7(3) . . . . ?
C17 C18 C19 C20 -0.9(5) . . . . ?
C17 C18 C19 N5 -178.8(3) . . . . ?
C28 N5 C19 C18 -108.4(4) . . . . ?
C29 N5 C19 C18 77.9(4) . . . . ?
C28 N5 C19 C20 73.6(4) . . . . ?
C29 N5 C19 C20 -100.1(4) . . . . ?
C18 C19 C20 C21 1.3(5) . . . . ?
N5 C19 C20 C21 179.3(3) . . . . ?
C19 C20 C21 C22 -1.0(6) . . . . ?
C25 N3 C22 C21 179.2(4) . . . . ?
C23 N3 C22 C21 6.1(6) . . . . ?
C25 N3 C22 C17 -1.1(4) . . . . ?
C23 N3 C22 C17 -174.2(3) . . . . ?
C20 C21 C22 N3 180.0(4) . . . . ?
C20 C21 C22 C17 0.3(5) . . . . ?
C18 C17 C22 N3 -179.6(3) . . . . ?
C16 C17 C22 N3 0.8(4) . . . . ?
C18 C17 C22 C21 0.1(5) . . . . ?
C16 C17 C22 C21 -179.5(3) . . . . ?
C25 N3 C23 C24 -81.5(6) . . . . ?
C22 N3 C23 C24 90.5(6) . . . . ?
C22 N3 C25 C26 178.5(4) . . . . ?
C23 N3 C25 C26 -8.3(6) . . . . ?
C22 N3 C25 C16 1.0(4) . . . . ?
C23 N3 C25 C16 174.1(3) . . . . ?
C15 C16 C25 N3 179.7(3) . . . . ?
C17 C16 C25 N3 -0.5(4) . . . . ?
C15 C16 C25 C26 1.9(5) . . . . ?
C17 C16 C25 C26 -178.3(3) . . . . ?
N3 C25 C26 C27 -178.8(4) . . . . ?
C16 C25 C26 C27 -1.5(5) . . . . ?
C25 C26 C27 C14 -0.5(6) . . . . ?
C15 C14 C27 C26 2.4(5) . . . . ?
N2 C14 C27 C26 179.8(3) . . . . ?
C34 N4 C28 N5 -1.0(4) . . . . ?
B2 N4 C28 N5 177.4(3) . . . . ?
C34 N4 C28 C35 176.5(3) . . . . ?
B2 N4 C28 C35 -5.1(5) . . . . ?
C29 N5 C28 N4 1.2(4) . . . . ?
C19 N5 C28 N4 -173.2(3) . . . . ?
C29 N5 C28 C35 -176.0(3) . . . . ?
C19 N5 C28 C35 9.6(5) . . . . ?
C28 N5 C29 C30 178.0(4) . . . . ?
C19 N5 C29 C30 -7.1(6) . . . . ?
C28 N5 C29 C34 -0.9(4) . . . . ?
C19 N5 C29 C34 173.9(3) . . . . ?
C34 C29 C30 C31 0.1(6) . . . . ?
N5 C29 C30 C31 -178.7(4) . . . . ?
C29 C30 C31 C32 -1.6(7) . . . . ?
C30 C31 C32 C33 2.8(8) . . . . ?
C31 C32 C33 C34 -2.4(8) . . . . ?
C30 C29 C34 C33 0.2(6) . . . . ?
N5 C29 C34 C33 179.3(3) . . . . ?
C30 C29 C34 N4 -178.8(3) . . . . ?
N5 C29 C34 N4 0.3(4) . . . . ?
C32 C33 C34 C29 0.9(6) . . . . ?
C32 C33 C34 N4 179.5(4) . . . . ?
C28 N4 C34 C29 0.5(4) . . . . ?
B2 N4 C34 C29 -177.9(3) . . . . ?
C28 N4 C34 C33 -178.4(4) . . . . ?
B2 N4 C34 C33 3.3(6) . . . . ?
N4 C28 C35 C36 -166.5(3) . . . . ?
N5 C28 C35 C36 10.5(6) . . . . ?
N4 C28 C35 C40 10.3(5) . . . . ?
N5 C28 C35 C40 -172.7(3) . . . . ?
C40 C35 C36 C37 0.6(5) . . . . ?
C28 C35 C36 C37 177.4(3) . . . . ?
C35 C36 C37 C38 0.3(6) . . . . ?
C36 C37 C38 C39 0.1(6) . . . . ?
C37 C38 C39 C40 -1.4(6) . . . . ?
B2 O2 C40 C39 161.5(4) . . . . ?
B2 O2 C40 C35 -17.8(5) . . . . ?
C38 C39 C40 O2 -177.1(3) . . . . ?
C38 C39 C40 C35 2.3(5) . . . . ?
C36 C35 C40 O2 177.5(3) . . . . ?
C28 C35 C40 O2 0.4(5) . . . . ?
C36 C35 C40 C39 -1.9(5) . . . . ?
C28 C35 C40 C39 -179.0(3) . . . . ?
C13 O1 B1 F1 95.3(4) . . . . ?
C13 O1 B1 F2 -145.1(3) . . . . ?
C13 O1 B1 N1 -25.7(4) . . . . ?
C1 N1 B1 F1 -102.5(3) . . . . ?
C7 N1 B1 F1 72.5(4) . . . . ?
C1 N1 B1 F2 138.2(3) . . . . ?
C7 N1 B1 F2 -46.9(4) . . . . ?
C1 N1 B1 O1 19.6(4) . . . . ?
C7 N1 B1 O1 -165.4(3) . . . . ?
C40 O2 B2 F4 -99.4(4) . . . . ?
C40 O2 B2 F3 138.3(3) . . . . ?
C40 O2 B2 N4 20.7(5) . . . . ?
C28 N4 B2 F4 111.9(4) . . . . ?
C34 N4 B2 F4 -70.0(4) . . . . ?
C28 N4 B2 F3 -128.2(4) . . . . ?
C34 N4 B2 F3 49.9(5) . . . . ?
C28 N4 B2 O2 -9.3(5) . . . . ?
C34 N4 B2 O2 168.8(3) . . . . ?

_refine_diff_density_max         0.801
_refine_diff_density_min         -0.596
_refine_diff_density_rms         0.070



