# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_3d
_database_code_depnum_ccdc_archive 'CCDC 1997732'
loop_
_audit_author_name
_audit_author_address
'Tarun Kanti Panda'
;IIT Hyderabad
India
;
_audit_update_record             
;
2020-04-18 deposited with the CCDC.	2020-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H23 Br N2'
_chemical_formula_sum            'C19 H23 Br N2'
_chemical_formula_weight         359.30

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'

_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                   19.7432(16)
_cell_length_b                   18.485(2)
_cell_length_c                   10.3179(10)
_cell_angle_alpha                90
_cell_angle_beta                 99.181(8)
_cell_angle_gamma                90
_cell_volume                     3717.3(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    8825
_cell_measurement_theta_min      3.468
_cell_measurement_theta_max      29.588

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_F_000             1488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    2.211
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.78286
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Dual, Mo at zero, Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23291
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.468
_diffrn_reflns_theta_max         29.588
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.844
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.844
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.844
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             8825
_reflns_number_gt                3647
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1012P)²+1.6317P] 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         8825
_refine_ls_number_parameters     414
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1642
_refine_ls_R_factor_gt           0.0710
_refine_ls_wR_factor_ref         0.2609
_refine_ls_wR_factor_gt          0.1999
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.032
_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
Br2A Br 0.3088(2) 0.5783(3) 0.5073(5) 0.1359(17) Uani 0.5 1 d . . P . .
Br1 Br 0.20198(4) 0.93015(5) 0.48153(8) 0.1642(5) Uani 1 1 d . . . . .
N3 N 0.01652(12) 0.76444(16) 0.2502(2) 0.0536(7) Uani 1 1 d . . . . .
N1 N 0.48766(12) 0.73460(16) 0.7350(2) 0.0532(7) Uani 1 1 d . . . . .
N4 N 0.01694(15) 0.78376(19) 0.4742(2) 0.0697(9) Uani 1 1 d . . . . .
H4A H -0.0191 0.8106 0.4605 0.084 Uiso 1 1 calc R U . . .
H4B H 0.0368 0.7752 0.5531 0.084 Uiso 1 1 calc R U . . .
N2 N 0.48694(15) 0.71496(19) 0.5110(3) 0.0709(9) Uani 1 1 d . . . . .
H2A H 0.5233 0.6887 0.5243 0.085 Uiso 1 1 calc R U . . .
H2B H 0.4667 0.7231 0.4322 0.085 Uiso 1 1 calc R U . . .
C20 C 0.04237(15) 0.7549(2) 0.3716(3) 0.0510(8) Uani 1 1 d . . . . .
C1 C 0.46155(15) 0.7434(2) 0.6137(3) 0.0529(9) Uani 1 1 d . . . . .
C27 C -0.04565(16) 0.8046(2) 0.2205(3) 0.0555(9) Uani 1 1 d . . . . .
C2 C 0.39788(16) 0.7871(2) 0.5816(3) 0.0569(9) Uani 1 1 d . . . . .
C32 C -0.10749(17) 0.7659(2) 0.1855(3) 0.0618(10) Uani 1 1 d . . . . .
C21 C 0.10574(16) 0.7108(2) 0.4035(3) 0.0566(9) Uani 1 1 d . . . . .
C13 C 0.61196(17) 0.7353(2) 0.7953(3) 0.0631(10) Uani 1 1 d . . . . .
C8 C 0.55110(17) 0.6956(2) 0.7644(3) 0.0580(10) Uani 1 1 d . . . . .
C26 C 0.12109(18) 0.6584(2) 0.3181(3) 0.0632(10) Uani 1 1 d . . . . .
H26 H 0.0919 0.6519 0.2389 0.076 Uiso 1 1 calc R U . . .
C7 C 0.38250(17) 0.8395(2) 0.6671(4) 0.0635(10) Uani 1 1 d . . . . .
H7 H 0.4116 0.8464 0.7464 0.076 Uiso 1 1 calc R U . . .
C33 C -0.10863(18) 0.6846(2) 0.1863(3) 0.0663(10) Uani 1 1 d . . . . .
H33 H -0.0617 0.6681 0.1833 0.080 Uiso 1 1 calc R U . . .
C14 C 0.61205(18) 0.8165(2) 0.7938(4) 0.0691(11) Uani 1 1 d . . . . .
H14 H 0.5649 0.8321 0.7972 0.083 Uiso 1 1 calc R U . . .
C28 C -0.0448(2) 0.8799(2) 0.2185(3) 0.0666(10) Uani 1 1 d . . . . .
C9 C 0.5510(2) 0.6206(3) 0.7683(3) 0.0690(11) Uani 1 1 d . . . . .
C31 C -0.1680(2) 0.8051(3) 0.1523(4) 0.0777(12) Uani 1 1 d . . . . .
H31 H -0.2093 0.7804 0.1305 0.093 Uiso 1 1 calc R U . . .
C25 C 0.1784(2) 0.6152(3) 0.3462(4) 0.0790(12) Uani 1 1 d . . . . .
H25 H 0.1873 0.5794 0.2878 0.095 Uiso 1 1 calc R U . . .
C6 C 0.3247(2) 0.8821(3) 0.6373(4) 0.0807(12) Uani 1 1 d . . . . .
H6 H 0.3153 0.9178 0.6955 0.097 Uiso 1 1 calc R U . . .
C12 C 0.67327(19) 0.6974(3) 0.8273(4) 0.0794(12) Uani 1 1 d . . . . .
H12 H 0.7142 0.7229 0.8476 0.095 Uiso 1 1 calc R U . . .
C10 C 0.6138(3) 0.5860(3) 0.8020(4) 0.0892(14) Uani 1 1 d . . . . .
H10 H 0.6150 0.5357 0.8062 0.107 Uiso 1 1 calc R U . . .
C29 C -0.1068(3) 0.9156(3) 0.1829(4) 0.0883(14) Uani 1 1 d . . . . .
H29 H -0.1072 0.9659 0.1803 0.106 Uiso 1 1 calc R U . . .
C30 C -0.1679(2) 0.8785(3) 0.1511(4) 0.0918(15) Uani 1 1 d . . . . .
H30 H -0.2088 0.9037 0.1289 0.110 Uiso 1 1 calc R U . . .
C24 C 0.2219(2) 0.6259(3) 0.4618(5) 0.0923(15) Uani 1 1 d . . . . .
C11 C 0.6744(2) 0.6242(3) 0.8294(4) 0.0933(15) Uani 1 1 d . . . . .
H11 H 0.7160 0.5998 0.8493 0.112 Uiso 1 1 calc R U . . .
C36 C 0.0223(2) 0.9212(2) 0.2514(4) 0.0813(12) Uani 1 1 d . . . . .
H36 H 0.0537 0.8909 0.3116 0.098 Uiso 1 1 calc R U . . .
C5 C 0.2814(2) 0.8715(3) 0.5224(5) 0.0954(16) Uani 1 1 d . . . . .
C22 C 0.1514(2) 0.7200(3) 0.5192(4) 0.0952(16) Uani 1 1 d . . . . .
H22 H 0.1427 0.7552 0.5788 0.114 Uiso 1 1 calc R U . . .
C17 C 0.4850(2) 0.5779(3) 0.7409(5) 0.0878(13) Uani 1 1 d . . . . .
H17 H 0.4530 0.6057 0.6775 0.105 Uiso 1 1 calc R U . . .
C3 C 0.3518(2) 0.7772(3) 0.4653(4) 0.0978(16) Uani 1 1 d . . . . .
H3 H 0.3607 0.7419 0.4060 0.117 Uiso 1 1 calc R U . . .
C16 C 0.6576(2) 0.8495(3) 0.9138(5) 0.1002(15) Uani 1 1 d . . . . .
H16A H 0.6511 0.8234 0.9913 0.150 Uiso 1 1 calc R U . . .
H16B H 0.6454 0.8993 0.9226 0.150 Uiso 1 1 calc R U . . .
H16C H 0.7049 0.8464 0.9024 0.150 Uiso 1 1 calc R U . . .
C35 C -0.1546(2) 0.6528(3) 0.0665(4) 0.0954(14) Uani 1 1 d . . . . .
H35A H -0.2018 0.6594 0.0755 0.143 Uiso 1 1 calc R U . . .
H35B H -0.1451 0.6021 0.0602 0.143 Uiso 1 1 calc R U . . .
H35C H -0.1456 0.6769 -0.0114 0.143 Uiso 1 1 calc R U . . .
C34 C -0.1287(3) 0.6561(3) 0.3134(5) 0.1006(15) Uani 1 1 d . . . . .
H34A H -0.0975 0.6747 0.3868 0.151 Uiso 1 1 calc R U . . .
H34B H -0.1266 0.6042 0.3138 0.151 Uiso 1 1 calc R U . . .
H34C H -0.1745 0.6714 0.3197 0.151 Uiso 1 1 calc R U . . .
C15 C 0.6311(3) 0.8457(3) 0.6667(5) 0.1030(16) Uani 1 1 d . . . . .
H15A H 0.6763 0.8295 0.6578 0.154 Uiso 1 1 calc R U . . .
H15B H 0.6302 0.8976 0.6683 0.154 Uiso 1 1 calc R U . . .
H15C H 0.5987 0.8285 0.5938 0.154 Uiso 1 1 calc R U . . .
C23 C 0.2095(3) 0.6780(4) 0.5475(5) 0.122(2) Uani 1 1 d . . . . .
H23 H 0.2400 0.6853 0.6248 0.146 Uiso 1 1 calc R U . . .
C4 C 0.2938(3) 0.8185(4) 0.4369(5) 0.126(2) Uani 1 1 d . . . . .
H4 H 0.2630 0.8105 0.3600 0.152 Uiso 1 1 calc R U . . .
C37 C 0.0550(4) 0.9341(4) 0.1336(7) 0.136(2) Uani 1 1 d . . . . .
H37A H 0.0601 0.8889 0.0903 0.205 Uiso 1 1 calc R U . . .
H37B H 0.0993 0.9556 0.1596 0.205 Uiso 1 1 calc R U . . .
H37C H 0.0267 0.9660 0.0746 0.205 Uiso 1 1 calc R U . . .
C19 C 0.4528(4) 0.5689(4) 0.8599(8) 0.157(3) Uani 1 1 d . . . . .
H19A H 0.4811 0.5382 0.9213 0.236 Uiso 1 1 calc R U . . .
H19B H 0.4084 0.5472 0.8364 0.236 Uiso 1 1 calc R U . . .
H19C H 0.4481 0.6153 0.8992 0.236 Uiso 1 1 calc R U . . .
C18 C 0.4916(4) 0.5043(5) 0.6826(9) 0.197(4) Uani 1 1 d . . . . .
H18A H 0.5121 0.4717 0.7500 0.295 Uiso 1 1 calc R U . . .
H18B H 0.5200 0.5074 0.6154 0.295 Uiso 1 1 calc R U . . .
H18C H 0.4470 0.4868 0.6451 0.295 Uiso 1 1 calc R U . . .
C38 C 0.0151(4) 0.9917(5) 0.3196(8) 0.188(4) Uani 1 1 d . . . . .
H38A H 0.0598 1.0108 0.3524 0.283 Uiso 1 1 calc R U . . .
H38B H -0.0096 0.9842 0.3914 0.283 Uiso 1 1 calc R U . . .
H38C H -0.0095 1.0255 0.2587 0.283 Uiso 1 1 calc R U . . .
Br2B Br 0.2933(2) 0.5568(3) 0.4974(6) 0.1313(13) 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
Br2A Br2B 0.502(9) . ?
Br2A C24 1.918(7) . ?
Br1 C5 1.898(4) . ?
N3 C20 1.287(4) . ?
N3 C27 1.426(4) . ?
N1 C1 1.286(4) . ?
N1 C8 1.435(4) . ?
N4 C20 1.351(4) . ?
N4 H4A 0.8600 . ?
N4 H4B 0.8600 . ?
N2 C1 1.349(4) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
C20 C21 1.486(5) . ?
C1 C2 1.486(5) . ?
C27 C28 1.392(5) . ?
C27 C32 1.411(5) . ?
C2 C7 1.378(5) . ?
C2 C3 1.398(5) . ?
C32 C31 1.392(5) . ?
C32 C33 1.504(6) . ?
C21 C26 1.376(5) . ?
C21 C22 1.387(5) . ?
C13 C12 1.391(5) . ?
C13 C8 1.401(5) . ?
C13 C14 1.502(6) . ?
C8 C9 1.386(6) . ?
C26 C25 1.377(5) . ?
C26 H26 0.9300 . ?
C7 C6 1.380(5) . ?
C7 H7 0.9300 . ?
C33 C34 1.523(6) . ?
C33 C35 1.529(5) . ?
C33 H33 0.9800 . ?
C14 C15 1.520(6) . ?
C14 C16 1.536(5) . ?
C14 H14 0.9800 . ?
C28 C29 1.387(6) . ?
C28 C36 1.520(6) . ?
C9 C10 1.389(6) . ?
C9 C17 1.512(6) . ?
C31 C30 1.357(6) . ?
C31 H31 0.9300 . ?
C25 C24 1.369(6) . ?
C25 H25 0.9300 . ?
C6 C5 1.361(6) . ?
C6 H6 0.9300 . ?
C12 C11 1.354(7) . ?
C12 H12 0.9300 . ?
C10 C11 1.380(7) . ?
C10 H10 0.9300 . ?
C29 C30 1.381(7) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
C24 C23 1.356(8) . ?
C24 Br2B 1.895(7) . ?
C11 H11 0.9300 . ?
C36 C37 1.483(7) . ?
C36 C38 1.500(8) . ?
C36 H36 0.9800 . ?
C5 C4 1.366(8) . ?
C22 C23 1.376(7) . ?
C22 H22 0.9300 . ?
C17 C19 1.479(8) . ?
C17 C18 1.501(9) . ?
C17 H17 0.9800 . ?
C3 C4 1.368(7) . ?
C3 H3 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C23 H23 0.9300 . ?
C4 H4 0.9300 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 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
Br2B Br2A C24 79.9(11) . . ?
C20 N3 C27 118.3(3) . . ?
C1 N1 C8 118.0(3) . . ?
C20 N4 H4A 120.0 . . ?
C20 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
C1 N2 H2A 120.0 . . ?
C1 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
N3 C20 N4 124.7(3) . . ?
N3 C20 C21 118.6(3) . . ?
N4 C20 C21 116.6(3) . . ?
N1 C1 N2 125.0(3) . . ?
N1 C1 C2 118.7(3) . . ?
N2 C1 C2 116.3(3) . . ?
C28 C27 C32 121.0(3) . . ?
C28 C27 N3 120.8(3) . . ?
C32 C27 N3 118.1(4) . . ?
C7 C2 C3 117.5(3) . . ?
C7 C2 C1 120.3(3) . . ?
C3 C2 C1 122.2(4) . . ?
C31 C32 C27 118.2(4) . . ?
C31 C32 C33 120.5(4) . . ?
C27 C32 C33 121.2(3) . . ?
C26 C21 C22 117.2(3) . . ?
C26 C21 C20 120.6(3) . . ?
C22 C21 C20 122.2(4) . . ?
C12 C13 C8 118.2(4) . . ?
C12 C13 C14 120.2(4) . . ?
C8 C13 C14 121.6(3) . . ?
C9 C8 C13 121.5(3) . . ?
C9 C8 N1 120.3(3) . . ?
C13 C8 N1 118.2(4) . . ?
C21 C26 C25 122.1(4) . . ?
C21 C26 H26 118.9 . . ?
C25 C26 H26 118.9 . . ?
C2 C7 C6 121.2(4) . . ?
C2 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C32 C33 C34 110.9(3) . . ?
C32 C33 C35 112.8(3) . . ?
C34 C33 C35 111.1(4) . . ?
C32 C33 H33 107.2 . . ?
C34 C33 H33 107.2 . . ?
C35 C33 H33 107.2 . . ?
C13 C14 C15 111.4(3) . . ?
C13 C14 C16 113.0(4) . . ?
C15 C14 C16 111.1(4) . . ?
C13 C14 H14 107.0 . . ?
C15 C14 H14 107.0 . . ?
C16 C14 H14 107.0 . . ?
C29 C28 C27 117.9(4) . . ?
C29 C28 C36 121.4(4) . . ?
C27 C28 C36 120.7(3) . . ?
C8 C9 C10 117.6(4) . . ?
C8 C9 C17 121.4(4) . . ?
C10 C9 C17 121.0(4) . . ?
C30 C31 C32 121.3(4) . . ?
C30 C31 H31 119.4 . . ?
C32 C31 H31 119.4 . . ?
C24 C25 C26 118.7(4) . . ?
C24 C25 H25 120.6 . . ?
C26 C25 H25 120.7 . . ?
C5 C6 C7 119.6(5) . . ?
C5 C6 H6 120.2 . . ?
C7 C6 H6 120.2 . . ?
C11 C12 C13 121.2(4) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C11 C10 C9 121.6(5) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C30 C29 C28 121.8(5) . . ?
C30 C29 H29 119.1 . . ?
C28 C29 H29 119.1 . . ?
C31 C30 C29 119.9(4) . . ?
C31 C30 H30 120.1 . . ?
C29 C30 H30 120.1 . . ?
C23 C24 C25 121.1(4) . . ?
C23 C24 Br2B 124.0(4) . . ?
C25 C24 Br2B 114.6(5) . . ?
C23 C24 Br2A 114.5(4) . . ?
C25 C24 Br2A 124.0(5) . . ?
Br2B C24 Br2A 15.1(3) . . ?
C12 C11 C10 119.8(4) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C37 C36 C38 109.4(5) . . ?
C37 C36 C28 112.0(4) . . ?
C38 C36 C28 113.4(4) . . ?
C37 C36 H36 107.3 . . ?
C38 C36 H36 107.3 . . ?
C28 C36 H36 107.3 . . ?
C6 C5 C4 120.9(4) . . ?
C6 C5 Br1 119.5(4) . . ?
C4 C5 Br1 119.5(4) . . ?
C23 C22 C21 121.3(5) . . ?
C23 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
C19 C17 C18 107.8(5) . . ?
C19 C17 C9 112.0(5) . . ?
C18 C17 C9 114.9(5) . . ?
C19 C17 H17 107.2 . . ?
C18 C17 H17 107.2 . . ?
C9 C17 H17 107.2 . . ?
C4 C3 C2 121.3(5) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C24 C23 C22 119.6(4) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C5 C4 C3 119.4(4) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C36 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C36 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
Br2A Br2B C24 85.0(12) . . ?

_refine_diff_density_max         0.745
_refine_diff_density_min         -0.796
_refine_diff_density_rms         0.052



####################################################################### 
# 
# 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_panda-17
_database_code_depnum_ccdc_archive 'CCDC 1997734'
loop_
_audit_author_name
_audit_author_address
'Tarun Kanti Panda'
;IIT Hyderabad
India
;
_audit_update_record             
;
2020-04-18 deposited with the CCDC.	2020-05-18 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C26 H28 Cl N3 O'
_chemical_formula_moiety         'C26 H28 Cl N3 O'
_chemical_formula_weight         433.98
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   12.988(2)
_cell_length_b                   15.255(2)
_cell_length_c                   14.374(2)
_cell_angle_alpha                90.0000
_cell_angle_beta                 104.275(4)
_cell_angle_gamma                90.0000
_cell_volume                     2760.0(7)
_cell_formula_units_Z            5
_cell_measurement_reflns_used    5215
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      27.50
_cell_measurement_temperature    113
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.170
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1150.00
_exptl_absorpt_coefficient_mu    0.196
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.898
_exptl_absorpt_correction_T_max  0.967

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      113
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            38432
_diffrn_reflns_av_R_equivalents  0.1199
_diffrn_reflns_theta_max         27.563
_diffrn_reflns_theta_min         3.045
_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
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6357
_reflns_number_gt                4767
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1398
_refine_ls_R_factor_gt           0.1178
_refine_ls_wR_factor_ref         0.4069
_refine_ls_wR_factor_gt          0.3791
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    undef
_refine_ls_number_reflns         6357
_refine_ls_number_parameters     316
_refine_ls_goodness_of_fit_ref   1.717
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         2.52
_refine_diff_density_min         -1.54
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 1.05967(9) 0.47215(10) 0.29556(8) 0.0403(5) Uani 1 1 d . . . . .
CL2 Cl 0.5414(3) 0.53954(17) 0.1242(3) 0.1411(14) Uani 1 1 d . . . . .
CL4 Cl 0.59237(16) 0.6465(3) 0.28935(17) 0.1275(14) Uani 1 1 d . . . . .
CL35 Cl 0.5567(2) 0.72185(19) 0.1049(2) 0.1385(16) Uani 1 1 d . . . . .
O3 O 0.6110(2) 0.48430(18) 0.4674(2) 0.0211(7) Uani 1 1 d . . . . .
N5 N 0.5855(2) 0.6027(2) 0.5532(2) 0.0138(7) Uani 1 1 d . . . . .
N6 N 0.7388(3) 0.5907(2) 0.4975(2) 0.0161(7) Uani 1 1 d . . . . .
N7 N 0.6955(3) 0.7224(2) 0.6047(2) 0.0142(7) Uani 1 1 d . . . . .
C8 C 0.5233(3) 0.7098(2) 0.6497(3) 0.0126(8) Uani 1 1 d . . . . .
C9 C 0.6089(3) 0.6820(2) 0.6028(2) 0.0114(7) Uani 1 1 d . . . . .
C10 C 0.8114(3) 0.5579(3) 0.4479(3) 0.0168(8) Uani 1 1 d . . . . .
C11 C 0.6456(3) 0.5542(2) 0.5028(3) 0.0149(8) Uani 1 1 d . . . . .
C12 C 0.7261(3) 0.8012(2) 0.6579(3) 0.0142(8) Uani 1 1 d . . . . .
C13 C 0.4807(3) 0.6483(3) 0.7026(3) 0.0181(8) Uani 1 1 d . . . . .
C14 C 0.7239(3) 0.8793(2) 0.6039(3) 0.0154(8) Uani 1 1 d . . . . .
C15 C 0.4855(3) 0.7960(3) 0.6415(3) 0.0178(8) Uani 1 1 d . . . . .
C16 C 0.7656(3) 0.8002(2) 0.7580(3) 0.0156(8) Uani 1 1 d . . . . .
C17 C 0.9043(3) 0.6062(3) 0.4557(3) 0.0223(9) Uani 1 1 d . . . . .
C18 C 0.4045(3) 0.8200(3) 0.6848(3) 0.0227(9) Uani 1 1 d . . . . .
C19 C 0.9814(3) 0.5803(3) 0.4091(3) 0.0242(9) Uani 1 1 d . . . . .
C20 C 0.7711(4) 0.7180(3) 0.8183(3) 0.0211(9) Uani 1 1 d . . . . .
C21 C 0.7947(3) 0.4821(3) 0.3915(3) 0.0251(10) Uani 1 1 d . . . . .
C22 C 0.6812(3) 0.8785(3) 0.4958(3) 0.0197(8) Uani 1 1 d . . . . .
C23 C 0.8018(3) 0.8800(3) 0.8033(3) 0.0222(9) Uani 1 1 d . . . . .
C24 C 0.7607(3) 0.9572(3) 0.6525(3) 0.0208(9) Uani 1 1 d . . . . .
C25 C 0.4010(3) 0.6728(3) 0.7470(3) 0.0221(9) Uani 1 1 d . . . . .
C26 C 0.7995(3) 0.9570(3) 0.7515(3) 0.0217(9) Uani 1 1 d . . . . .
C27 C 0.3623(3) 0.7588(3) 0.7372(3) 0.0239(9) Uani 1 1 d . . . . .
C28 C 0.9642(4) 0.5047(3) 0.3530(3) 0.0263(10) Uani 1 1 d . . . . .
C29 C 0.8711(4) 0.4562(3) 0.3440(3) 0.0310(11) Uani 1 1 d . . . . .
C30 C 0.8889(4) 0.6972(3) 0.8692(4) 0.0323(11) Uani 1 1 d . . . . .
C31 C 0.7034(4) 0.7280(3) 0.8933(3) 0.0316(11) Uani 1 1 d . . . . .
C32 C 0.7666(4) 0.8456(3) 0.4451(3) 0.0328(11) Uani 1 1 d . . . . .
C33 C 0.6389(5) 0.9670(3) 0.4534(4) 0.0368(12) Uani 1 1 d . . . . .
C34 C 0.5194(5) 0.6385(4) 0.1691(5) 0.0484(15) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b45'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b45'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2016/4 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C28 1.723(4) . ?
CL2 C34 1.694(7) . ?
CL4 C34 1.758(7) . ?
CL35 C34 1.710(6) . ?
O3 C11 1.219(5) . ?
N5 C9 1.400(4) . ?
N5 C11 1.400(5) . ?
N6 C11 1.351(5) . ?
N6 C10 1.407(5) . ?
N7 C9 1.277(5) . ?
N7 C12 1.428(4) . ?
C8 C15 1.399(5) . ?
C8 C13 1.404(5) . ?
C8 C9 1.496(5) . ?
C10 C17 1.394(6) . ?
C10 C21 1.399(6) . ?
C12 C16 1.404(5) . ?
C12 C14 1.418(5) . ?
C13 C25 1.395(6) . ?
C14 C24 1.402(5) . ?
C14 C22 1.516(6) . ?
C15 C18 1.397(6) . ?
C16 C23 1.405(5) . ?
C16 C20 1.516(5) . ?
C17 C19 1.393(6) . ?
C18 C27 1.395(6) . ?
C19 C28 1.394(6) . ?
C20 C30 1.557(6) . ?
C20 C31 1.558(6) . ?
C21 C29 1.393(6) . ?
C22 C33 1.526(6) . ?
C22 C32 1.553(6) . ?
C23 C26 1.388(6) . ?
C24 C26 1.386(6) . ?
C25 C27 1.399(6) . ?
C28 C29 1.396(7) . ?

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
C9 N5 C11 129.9(3) . . ?
C11 N6 C10 127.1(3) . . ?
C9 N7 C12 123.0(3) . . ?
C15 C8 C13 119.8(3) . . ?
C15 C8 C9 120.8(3) . . ?
C13 C8 C9 119.4(3) . . ?
N7 C9 N5 120.5(3) . . ?
N7 C9 C8 127.1(3) . . ?
N5 C9 C8 112.5(3) . . ?
C17 C10 C21 119.4(4) . . ?
C17 C10 N6 116.5(3) . . ?
C21 C10 N6 124.1(4) . . ?
O3 C11 N6 125.5(3) . . ?
O3 C11 N5 118.8(3) . . ?
N6 C11 N5 115.7(3) . . ?
C16 C12 C14 121.6(3) . . ?
C16 C12 N7 121.5(3) . . ?
C14 C12 N7 116.7(3) . . ?
C25 C13 C8 120.3(4) . . ?
C24 C14 C12 118.7(4) . . ?
C24 C14 C22 120.8(3) . . ?
C12 C14 C22 120.5(3) . . ?
C18 C15 C8 119.7(4) . . ?
C12 C16 C23 117.5(3) . . ?
C12 C16 C20 123.3(3) . . ?
C23 C16 C20 119.2(3) . . ?
C19 C17 C10 121.5(4) . . ?
C27 C18 C15 120.3(4) . . ?
C17 C19 C28 118.8(4) . . ?
C16 C20 C30 109.8(4) . . ?
C16 C20 C31 111.0(3) . . ?
C30 C20 C31 110.6(4) . . ?
C29 C21 C10 119.4(4) . . ?
C14 C22 C33 114.0(3) . . ?
C14 C22 C32 111.1(4) . . ?
C33 C22 C32 109.1(4) . . ?
C26 C23 C16 121.6(4) . . ?
C26 C24 C14 120.2(4) . . ?
C13 C25 C27 119.6(4) . . ?
C24 C26 C23 120.4(4) . . ?
C18 C27 C25 120.2(4) . . ?
C19 C28 C29 120.2(4) . . ?
C19 C28 CL1 118.9(4) . . ?
C29 C28 CL1 120.8(4) . . ?
C21 C29 C28 120.7(4) . . ?
CL2 C34 CL35 111.1(4) . . ?
CL2 C34 CL4 109.6(4) . . ?
CL35 C34 CL4 108.9(4) . . ?

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
C12 N7 C9 N5 -176.9(3) . . . . ?
C12 N7 C9 C8 3.1(6) . . . . ?
C11 N5 C9 N7 1.8(6) . . . . ?
C11 N5 C9 C8 -178.1(3) . . . . ?
C15 C8 C9 N7 46.5(5) . . . . ?
C13 C8 C9 N7 -133.4(4) . . . . ?
C15 C8 C9 N5 -133.5(3) . . . . ?
C13 C8 C9 N5 46.6(4) . . . . ?
C11 N6 C10 C17 -178.0(4) . . . . ?
C11 N6 C10 C21 3.0(6) . . . . ?
C10 N6 C11 O3 2.8(6) . . . . ?
C10 N6 C11 N5 -176.9(3) . . . . ?
C9 N5 C11 O3 177.3(3) . . . . ?
C9 N5 C11 N6 -3.0(6) . . . . ?
C9 N7 C12 C16 76.1(5) . . . . ?
C9 N7 C12 C14 -109.5(4) . . . . ?
C15 C8 C13 C25 0.0(6) . . . . ?
C9 C8 C13 C25 179.9(3) . . . . ?
C16 C12 C14 C24 -1.0(6) . . . . ?
N7 C12 C14 C24 -175.5(3) . . . . ?
C16 C12 C14 C22 179.9(4) . . . . ?
N7 C12 C14 C22 5.4(5) . . . . ?
C13 C8 C15 C18 -1.0(6) . . . . ?
C9 C8 C15 C18 179.1(3) . . . . ?
C14 C12 C16 C23 0.8(6) . . . . ?
N7 C12 C16 C23 174.9(4) . . . . ?
C14 C12 C16 C20 -178.9(4) . . . . ?
N7 C12 C16 C20 -4.8(6) . . . . ?
C21 C10 C17 C19 -0.5(6) . . . . ?
N6 C10 C17 C19 -179.5(4) . . . . ?
C8 C15 C18 C27 0.9(6) . . . . ?
C10 C17 C19 C28 0.5(6) . . . . ?
C12 C16 C20 C30 117.7(4) . . . . ?
C23 C16 C20 C30 -62.0(5) . . . . ?
C12 C16 C20 C31 -119.7(4) . . . . ?
C23 C16 C20 C31 60.7(5) . . . . ?
C17 C10 C21 C29 -0.1(6) . . . . ?
N6 C10 C21 C29 178.9(4) . . . . ?
C24 C14 C22 C33 -24.5(6) . . . . ?
C12 C14 C22 C33 154.6(4) . . . . ?
C24 C14 C22 C32 99.3(4) . . . . ?
C12 C14 C22 C32 -81.6(5) . . . . ?
C12 C16 C23 C26 -0.3(6) . . . . ?
C20 C16 C23 C26 179.4(4) . . . . ?
C12 C14 C24 C26 0.8(6) . . . . ?
C22 C14 C24 C26 179.9(4) . . . . ?
C8 C13 C25 C27 1.0(6) . . . . ?
C14 C24 C26 C23 -0.4(7) . . . . ?
C16 C23 C26 C24 0.2(7) . . . . ?
C15 C18 C27 C25 0.1(6) . . . . ?
C13 C25 C27 C18 -1.1(6) . . . . ?
C17 C19 C28 C29 0.0(6) . . . . ?
C17 C19 C28 CL1 -179.8(3) . . . . ?
C10 C21 C29 C28 0.6(7) . . . . ?
C19 C28 C29 C21 -0.6(7) . . . . ?
CL1 C28 C29 C21 179.2(4) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
####################################################################### 
# 
# 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_3j
_database_code_depnum_ccdc_archive 'CCDC 1997733'
loop_
_audit_author_name
_audit_author_address
'Tarun Kanti Panda'
;IIT Hyderabad
India
;
_audit_update_record             
;
2020-04-18 deposited with the CCDC.	2020-05-18 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C21 H29 N3'
_chemical_formula_moiety         'C21 H29 N3'
_chemical_formula_weight         323.48
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   8.5523(11)
_cell_length_b                   10.6764(14)
_cell_length_c                   20.418(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 93.693(4)
_cell_angle_gamma                90.0000
_cell_volume                     1860.5(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3337
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      27.50
_cell_measurement_temperature    113
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.090
_exptl_crystal_density_diffrn    1.155
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             704.00
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.915
_exptl_absorpt_correction_T_max  0.994

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      113
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            21956
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_theta_max         27.545
_diffrn_reflns_theta_min         3.056
_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
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             4271
_reflns_number_gt                3295
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0426
_refine_ls_wR_factor_ref         0.1149
_refine_ls_wR_factor_gt          0.1073
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4271
_refine_ls_number_parameters     223
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0640P)²+0.2469P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.25
_refine_diff_density_min         -0.25
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
C C 0.0033 0.0016
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
N1 N 0.22536(11) 0.06795(9) 0.74464(5) 0.0164(2) Uani 1 1 d . . . . .
N2 N 0.14887(12) 0.27947(9) 0.74261(5) 0.0206(2) Uani 1 1 d . . . . .
H2A H 0.207499 0.297412 0.778378 0.025 Uiso 1 1 calc R U . . .
H2B H 0.092104 0.338372 0.722469 0.025 Uiso 1 1 calc R U . . .
N3 N -0.27020(13) 0.05094(10) 0.49581(5) 0.0229(2) Uani 1 1 d . . . . .
C1 C 0.32376(13) 0.08901(10) 0.80205(5) 0.0158(2) Uani 1 1 d . . . . .
C2 C 0.27561(14) 0.04342(10) 0.86268(6) 0.0168(2) Uani 1 1 d . . . . .
C3 C 0.37623(15) 0.05915(11) 0.91865(6) 0.0211(3) Uani 1 1 d . . . . .
H3 H 0.345315 0.029306 0.959700 0.025 Uiso 1 1 calc R U . . .
C4 C 0.52053(15) 0.11752(12) 0.91553(6) 0.0228(3) Uani 1 1 d . . . . .
H4 H 0.586277 0.129363 0.954339 0.027 Uiso 1 1 calc R U . . .
C5 C 0.56835(14) 0.15845(11) 0.85566(6) 0.0204(3) Uani 1 1 d . . . . .
H5 H 0.668045 0.197078 0.853849 0.024 Uiso 1 1 calc R U . . .
C6 C 0.47359(13) 0.14431(11) 0.79793(6) 0.0171(2) Uani 1 1 d . . . . .
C7 C 0.11750(14) -0.02057(11) 0.86486(6) 0.0194(3) Uani 1 1 d . . . . .
H7 H 0.097906 -0.065802 0.822236 0.023 Uiso 1 1 calc R U . . .
C8 C -0.01581(15) 0.07393(12) 0.86976(7) 0.0273(3) Uani 1 1 d . . . . .
H8A H -0.011534 0.135841 0.834487 0.033 Uiso 1 1 calc R U . . .
H8B H -0.004705 0.116458 0.912339 0.033 Uiso 1 1 calc R U . . .
H8C H -0.116570 0.029983 0.865591 0.033 Uiso 1 1 calc R U . . .
C9 C 0.11235(16) -0.11853(13) 0.91932(7) 0.0299(3) Uani 1 1 d . . . . .
H9A H 0.013055 -0.164438 0.914436 0.036 Uiso 1 1 calc R U . . .
H9B H 0.120968 -0.076754 0.962141 0.036 Uiso 1 1 calc R U . . .
H9C H 0.199733 -0.177187 0.916293 0.036 Uiso 1 1 calc R U . . .
C10 C 0.53129(14) 0.17957(11) 0.73128(6) 0.0192(3) Uani 1 1 d . . . . .
H10 H 0.440148 0.214334 0.703986 0.023 Uiso 1 1 calc R U . . .
C11 C 0.58714(17) 0.06135(13) 0.69681(7) 0.0296(3) Uani 1 1 d . . . . .
H11A H 0.502391 -0.000558 0.693691 0.036 Uiso 1 1 calc R U . . .
H11B H 0.678007 0.026117 0.722098 0.036 Uiso 1 1 calc R U . . .
H11C H 0.616667 0.083092 0.652633 0.036 Uiso 1 1 calc R U . . .
C12 C 0.66032(15) 0.27862(13) 0.73474(7) 0.0271(3) Uani 1 1 d . . . . .
H12A H 0.754504 0.244415 0.758114 0.032 Uiso 1 1 calc R U . . .
H12B H 0.624757 0.352421 0.758147 0.032 Uiso 1 1 calc R U . . .
H12C H 0.684524 0.302611 0.690184 0.032 Uiso 1 1 calc R U . . .
C13 C 0.14596(13) 0.16012(10) 0.71832(5) 0.0153(2) Uani 1 1 d . . . . .
C14 C 0.04005(13) 0.13597(11) 0.65907(5) 0.0156(2) Uani 1 1 d . . . . .
C15 C -0.02980(13) 0.23069(11) 0.62008(6) 0.0173(2) Uani 1 1 d . . . . .
H15 H -0.009071 0.315659 0.631402 0.021 Uiso 1 1 calc R U . . .
C16 C -0.12856(14) 0.20408(11) 0.56531(6) 0.0184(3) Uani 1 1 d . . . . .
H16 H -0.172633 0.270823 0.539468 0.022 Uiso 1 1 calc R U . . .
C17 C -0.16446(13) 0.07912(11) 0.54745(6) 0.0174(2) Uani 1 1 d . . . . .
C18 C -0.09015(13) -0.01610(11) 0.58578(6) 0.0184(3) Uani 1 1 d . . . . .
H18 H -0.108424 -0.101263 0.574178 0.022 Uiso 1 1 calc R U . . .
C19 C 0.00853(13) 0.01210(11) 0.63977(6) 0.0173(2) Uani 1 1 d . . . . .
H19 H 0.056565 -0.054343 0.664620 0.021 Uiso 1 1 calc R U . . .
C20 C -0.32363(16) 0.14854(13) 0.45027(6) 0.0267(3) Uani 1 1 d . . . . .
H20A H -0.233803 0.183385 0.428992 0.032 Uiso 1 1 calc R U . . .
H20B H -0.374736 0.215023 0.474173 0.032 Uiso 1 1 calc R U . . .
H20C H -0.398443 0.113150 0.416898 0.032 Uiso 1 1 calc R U . . .
C21 C -0.29472(15) -0.07866(12) 0.47606(6) 0.0247(3) Uani 1 1 d . . . . .
H21A H -0.196521 -0.113544 0.461795 0.030 Uiso 1 1 calc R U . . .
H21B H -0.375326 -0.082644 0.439759 0.030 Uiso 1 1 calc R U . . .
H21C H -0.328873 -0.127209 0.513284 0.030 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b45'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b45'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2016/4 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4'

#==============================================================================
# MOLECULAR GEOMETRY

_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
N1 C13 1.2928(15) . ?
N1 C1 1.4163(15) . ?
N2 C13 1.3670(15) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N3 C17 1.3773(15) . ?
N3 C20 1.4507(16) . ?
N3 C21 1.4526(16) . ?
C1 C2 1.4160(16) . ?
C1 C6 1.4182(16) . ?
C2 C3 1.3957(17) . ?
C2 C7 1.5182(17) . ?
C3 C4 1.3876(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.3846(18) . ?
C4 H4 0.9500 . ?
C5 C6 1.3949(17) . ?
C5 H5 0.9500 . ?
C6 C10 1.5243(16) . ?
C7 C9 1.5293(17) . ?
C7 C8 1.5305(17) . ?
C7 H7 1.0000 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C12 1.5268(17) . ?
C10 C11 1.5362(17) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.4863(16) . ?
C14 C15 1.3972(16) . ?
C14 C19 1.4012(16) . ?
C15 C16 1.3868(17) . ?
C15 H15 0.9500 . ?
C16 C17 1.4117(17) . ?
C16 H16 0.9500 . ?
C17 C18 1.4091(17) . ?
C18 C19 1.3778(17) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 N1 C1 119.43(10) . . ?
C13 N2 H2A 120.0 . . ?
C13 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C17 N3 C20 119.86(10) . . ?
C17 N3 C21 119.77(10) . . ?
C20 N3 C21 118.18(10) . . ?
C2 C1 N1 118.58(10) . . ?
C2 C1 C6 120.64(10) . . ?
N1 C1 C6 120.53(10) . . ?
C3 C2 C1 118.41(11) . . ?
C3 C2 C7 122.24(10) . . ?
C1 C2 C7 119.34(10) . . ?
C4 C3 C2 121.32(11) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C5 C4 C3 119.76(11) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 121.56(11) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C5 C6 C1 118.23(11) . . ?
C5 C6 C10 121.59(11) . . ?
C1 C6 C10 120.09(10) . . ?
C2 C7 C9 113.36(10) . . ?
C2 C7 C8 111.96(10) . . ?
C9 C7 C8 110.29(10) . . ?
C2 C7 H7 106.9 . . ?
C9 C7 H7 106.9 . . ?
C8 C7 H7 106.9 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 C10 C12 113.85(10) . . ?
C6 C10 C11 109.53(10) . . ?
C12 C10 C11 110.19(10) . . ?
C6 C10 H10 107.7 . . ?
C12 C10 H10 107.7 . . ?
C11 C10 H10 107.7 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 N2 124.20(10) . . ?
N1 C13 C14 118.84(10) . . ?
N2 C13 C14 116.93(10) . . ?
C15 C14 C19 117.09(10) . . ?
C15 C14 C13 123.64(10) . . ?
C19 C14 C13 119.26(10) . . ?
C16 C15 C14 121.81(11) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C15 C16 C17 120.86(11) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
N3 C17 C18 121.19(11) . . ?
N3 C17 C16 121.69(11) . . ?
C18 C17 C16 117.10(11) . . ?
C19 C18 C17 121.19(11) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C18 C19 C14 121.87(11) . . ?
C18 C19 H19 119.1 . . ?
C14 C19 H19 119.1 . . ?
N3 C20 H20A 109.5 . . ?
N3 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N3 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
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 . . ?

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
C13 N1 C1 C2 106.36(12) . . . . ?
C13 N1 C1 C6 -79.35(13) . . . . ?
N1 C1 C2 C3 177.03(10) . . . . ?
C6 C1 C2 C3 2.75(16) . . . . ?
N1 C1 C2 C7 -2.96(15) . . . . ?
C6 C1 C2 C7 -177.25(10) . . . . ?
C1 C2 C3 C4 -0.23(17) . . . . ?
C7 C2 C3 C4 179.77(11) . . . . ?
C2 C3 C4 C5 -1.66(18) . . . . ?
C3 C4 C5 C6 1.03(18) . . . . ?
C4 C5 C6 C1 1.43(17) . . . . ?
C4 C5 C6 C10 -174.95(11) . . . . ?
C2 C1 C6 C5 -3.33(16) . . . . ?
N1 C1 C6 C5 -177.51(10) . . . . ?
C2 C1 C6 C10 173.10(10) . . . . ?
N1 C1 C6 C10 -1.07(16) . . . . ?
C3 C2 C7 C9 -28.95(16) . . . . ?
C1 C2 C7 C9 151.04(11) . . . . ?
C3 C2 C7 C8 96.60(13) . . . . ?
C1 C2 C7 C8 -83.40(13) . . . . ?
C5 C6 C10 C12 -25.25(16) . . . . ?
C1 C6 C10 C12 158.44(10) . . . . ?
C5 C6 C10 C11 98.61(13) . . . . ?
C1 C6 C10 C11 -77.71(13) . . . . ?
C1 N1 C13 N2 -0.52(16) . . . . ?
C1 N1 C13 C14 -178.45(10) . . . . ?
N1 C13 C14 C15 -168.42(10) . . . . ?
N2 C13 C14 C15 13.50(16) . . . . ?
N1 C13 C14 C19 10.65(15) . . . . ?
N2 C13 C14 C19 -167.43(10) . . . . ?
C19 C14 C15 C16 1.21(16) . . . . ?
C13 C14 C15 C16 -179.70(10) . . . . ?
C14 C15 C16 C17 1.08(18) . . . . ?
C20 N3 C17 C18 -169.10(11) . . . . ?
C21 N3 C17 C18 -6.18(17) . . . . ?
C20 N3 C17 C16 12.45(17) . . . . ?
C21 N3 C17 C16 175.36(11) . . . . ?
C15 C16 C17 N3 175.67(11) . . . . ?
C15 C16 C17 C18 -2.84(17) . . . . ?
N3 C17 C18 C19 -176.13(11) . . . . ?
C16 C17 C18 C19 2.39(17) . . . . ?
C17 C18 C19 C14 -0.15(17) . . . . ?
C15 C14 C19 C18 -1.67(16) . . . . ?
C13 C14 C19 C18 179.20(10) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
####################################################################### 
# 
# 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_4c
_database_code_depnum_ccdc_archive 'CCDC 1997735'
loop_
_audit_author_name
_audit_author_address
'Tarun Kanti Panda'
;IIT Hyderabad
India
;
_audit_update_record             
;
2020-04-18 deposited with the CCDC.	2020-05-18 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C27 H30 Cl N3 O2'
_chemical_formula_moiety         'C27 H30 Cl N3 O2'
_chemical_formula_weight         464.01
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   18.7816(14)
_cell_length_b                   29.0379(17)
_cell_length_c                   19.9928(15)
_cell_angle_alpha                90.0000
_cell_angle_beta                 115.4934(14)
_cell_angle_gamma                90.0000
_cell_volume                     9842.0(12)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    16113
_cell_measurement_theta_min      3.00
_cell_measurement_theta_max      27.50
_cell_measurement_temperature    113
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.140
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4182.00
_exptl_absorpt_coefficient_mu    0.195
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.941
_exptl_absorpt_correction_T_max  0.973

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      113
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            148562
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_theta_max         27.543
_diffrn_reflns_theta_min         3.024
_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
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             22653
_reflns_number_gt                16665
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_ref         0.1228
_refine_ls_wR_factor_gt          0.1113
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         22653
_refine_ls_number_parameters     1221
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0641P)²+3.5977P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.99
_refine_diff_density_min         -1.05
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 1.26676(2) 0.16670(2) 0.88774(3) 0.03114(11) Uani 1 1 d . . . . .
CL2 Cl 0.41555(2) 0.17225(2) 0.10032(3) 0.03684(12) Uani 1 1 d . . . . .
CL3 Cl 1.17861(2) 0.39468(2) 0.62340(3) 0.03540(12) Uani 1 1 d . . . . .
CL4 Cl 0.31437(3) 0.41706(2) -0.12864(3) 0.03766(12) Uani 1 1 d . . . . .
O1 O 0.44569(6) 0.24710(4) 0.42128(6) 0.0226(3) Uani 1 1 d . . . . .
O2 O 0.92501(6) 0.19419(4) 0.56802(6) 0.0214(3) Uani 1 1 d . . . . .
O3 O 1.23594(6) 0.22466(4) 0.58237(6) 0.0225(3) Uani 1 1 d . . . . .
O4 O 0.75059(6) 0.19866(4) 0.42089(6) 0.0214(3) Uani 1 1 d . . . . .
O5 O 0.36073(7) 0.48828(5) 0.18410(7) 0.0326(3) Uani 1 1 d . . . . .
O6 O 0.84082(6) 0.44863(4) 0.32829(6) 0.0197(2) Uani 1 1 d . . . . .
O7 O 1.12833(7) 0.53152(5) 0.30764(7) 0.0353(3) Uani 1 1 d . . . . .
O8 O 0.66023(6) 0.45302(4) 0.18459(6) 0.0234(3) Uani 1 1 d . . . . .
N1 N 0.81542(7) 0.21760(5) 0.57948(7) 0.0146(3) Uani 1 1 d . . . . .
N2 N 0.93458(7) 0.20899(5) 0.68415(7) 0.0165(3) Uani 1 1 d . . . . .
N3 N 0.80129(7) 0.23555(4) 0.68579(7) 0.0132(3) Uani 1 1 d . . . . .
N4 N 0.86441(7) 0.21770(5) 0.41429(7) 0.0157(3) Uani 1 1 d . . . . .
N5 N 0.74784(7) 0.21238(5) 0.30664(7) 0.0158(3) Uani 1 1 d . . . . .
N6 N 0.88528(7) 0.24100(4) 0.31320(7) 0.0136(3) Uani 1 1 d . . . . .
N7 N 0.73082(8) 0.46869(5) 0.34158(8) 0.0176(3) Uani 1 1 d . . . . .
N8 N 0.84876(8) 0.45534(5) 0.44564(7) 0.0191(3) Uani 1 1 d . . . . .
N9 N 0.71804(7) 0.48810(5) 0.44820(7) 0.0169(3) Uani 1 1 d . . . . .
N10 N 0.77111(7) 0.46615(5) 0.16875(7) 0.0151(3) Uani 1 1 d . . . . .
N11 N 0.65115(8) 0.45435(5) 0.06649(7) 0.0176(3) Uani 1 1 d . . . . .
N12 N 0.78851(7) 0.46286(5) 0.06080(7) 0.0149(3) Uani 1 1 d . . . . .
C1 C 0.76903(8) 0.22948(5) 0.61524(8) 0.0125(3) Uani 1 1 d . . . . .
C2 C 0.68338(8) 0.23406(5) 0.56516(8) 0.0129(3) Uani 1 1 d . . . . .
C3 C 0.64533(9) 0.20393(6) 0.50553(8) 0.0158(3) Uani 1 1 d . . . . .
H3 H 0.674450 0.179844 0.496699 0.019 Uiso 1 1 calc R U . . .
C4 C 0.56617(9) 0.20883(6) 0.45956(9) 0.0185(3) Uani 1 1 d . . . . .
H4 H 0.540953 0.187803 0.419896 0.022 Uiso 1 1 calc R U . . .
C5 C 0.52303(8) 0.24439(6) 0.47094(8) 0.0152(3) Uani 1 1 d . . . . .
C6 C 0.55938(9) 0.27458(5) 0.52987(8) 0.0159(3) Uani 1 1 d . . . . .
H6 H 0.530119 0.298799 0.538170 0.019 Uiso 1 1 calc R U . . .
C7 C 0.63893(9) 0.26899(5) 0.57651(8) 0.0146(3) Uani 1 1 d . . . . .
H7 H 0.663598 0.289466 0.617087 0.017 Uiso 1 1 calc R U . . .
C8 C 0.39881(9) 0.28231(7) 0.43237(10) 0.0263(4) Uani 1 1 d . . . . .
H8A H 0.344828 0.280527 0.393204 0.032 Uiso 1 1 calc R U . . .
H8B H 0.398135 0.278035 0.480720 0.032 Uiso 1 1 calc R U . . .
H8C H 0.421284 0.312523 0.430809 0.032 Uiso 1 1 calc R U . . .
C9 C 0.89559(9) 0.20605(6) 0.60954(8) 0.0152(3) Uani 1 1 d . . . . .
C10 C 1.01447(8) 0.19833(5) 0.72901(8) 0.0149(3) Uani 1 1 d . . . . .
C11 C 1.04589(9) 0.21453(6) 0.80179(9) 0.0192(3) Uani 1 1 d . . . . .
H11 H 1.013834 0.232195 0.818169 0.023 Uiso 1 1 calc R U . . .
C12 C 1.12353(9) 0.20510(6) 0.85050(9) 0.0218(4) Uani 1 1 d . . . . .
H12 H 1.144814 0.216366 0.899897 0.026 Uiso 1 1 calc R U . . .
C13 C 1.16947(9) 0.17911(6) 0.82623(9) 0.0196(3) Uani 1 1 d . . . . .
C14 C 1.13926(9) 0.16281(6) 0.75409(9) 0.0200(3) Uani 1 1 d . . . . .
H14 H 1.171535 0.145024 0.738125 0.024 Uiso 1 1 calc R U . . .
C15 C 1.06172(9) 0.17251(6) 0.70515(9) 0.0183(3) Uani 1 1 d . . . . .
H15 H 1.040984 0.161562 0.655587 0.022 Uiso 1 1 calc R U . . .
C16 C 0.75790(8) 0.23942(5) 0.72886(8) 0.0133(3) Uani 1 1 d . . . . .
C17 C 0.75445(9) 0.28260(6) 0.75984(8) 0.0156(3) Uani 1 1 d . . . . .
C18 C 0.71808(9) 0.28455(6) 0.80779(9) 0.0194(3) Uani 1 1 d . . . . .
H18 H 0.714700 0.313300 0.828933 0.023 Uiso 1 1 calc R U . . .
C19 C 0.68683(9) 0.24567(6) 0.82531(9) 0.0216(4) Uani 1 1 d . . . . .
H19 H 0.663029 0.247750 0.858600 0.026 Uiso 1 1 calc R U . . .
C20 C 0.69054(9) 0.20376(6) 0.79393(9) 0.0196(3) Uani 1 1 d . . . . .
H20 H 0.668616 0.177219 0.805720 0.024 Uiso 1 1 calc R U . . .
C21 C 0.72586(9) 0.19963(6) 0.74527(8) 0.0168(3) Uani 1 1 d . . . . .
C22 C 0.78787(9) 0.32531(6) 0.73972(9) 0.0186(3) Uani 1 1 d . . . . .
H22 H 0.779440 0.321656 0.687093 0.022 Uiso 1 1 calc R U . . .
C23 C 0.87703(10) 0.32985(6) 0.78713(10) 0.0250(4) Uani 1 1 d . . . . .
H23A H 0.896388 0.357685 0.772615 0.030 Uiso 1 1 calc R U . . .
H23B H 0.887762 0.331958 0.839537 0.030 Uiso 1 1 calc R U . . .
H23C H 0.903908 0.302813 0.779523 0.030 Uiso 1 1 calc R U . . .
C24 C 0.74645(12) 0.36962(6) 0.74405(11) 0.0299(4) Uani 1 1 d . . . . .
H24A H 0.770452 0.395831 0.730546 0.036 Uiso 1 1 calc R U . . .
H24B H 0.690399 0.367724 0.709712 0.036 Uiso 1 1 calc R U . . .
H24C H 0.751883 0.373761 0.794675 0.036 Uiso 1 1 calc R U . . .
C25 C 0.73075(11) 0.15308(6) 0.71279(10) 0.0261(4) Uani 1 1 d . . . . .
H25 H 0.732924 0.159077 0.664453 0.031 Uiso 1 1 calc R U . . .
C26 C 0.6616(3) 0.12322(13) 0.6970(3) 0.137(2) Uani 1 1 d . . . . .
H26A H 0.668663 0.093921 0.676282 0.164 Uiso 1 1 calc R U . . .
H26B H 0.656431 0.117416 0.742997 0.164 Uiso 1 1 calc R U . . .
H26C H 0.613884 0.138535 0.661258 0.164 Uiso 1 1 calc R U . . .
C27 C 0.8077(3) 0.12906(11) 0.76295(16) 0.1211(19) Uani 1 1 d . . . . .
H27A H 0.852212 0.149751 0.772270 0.145 Uiso 1 1 calc R U . . .
H27B H 0.806538 0.121022 0.810073 0.145 Uiso 1 1 calc R U . . .
H27C H 0.813746 0.100979 0.738674 0.145 Uiso 1 1 calc R U . . .
C28 C 0.91399(8) 0.23012(5) 0.38225(8) 0.0127(3) Uani 1 1 d . . . . .
C29 C 0.99910(8) 0.22929(5) 0.43477(8) 0.0135(3) Uani 1 1 d . . . . .
C30 C 1.03143(9) 0.19180(6) 0.48225(8) 0.0164(3) Uani 1 1 d . . . . .
H30 H 0.998757 0.166624 0.481397 0.020 Uiso 1 1 calc R U . . .
C31 C 1.11077(9) 0.19127(6) 0.53041(9) 0.0178(3) Uani 1 1 d . . . . .
H31 H 1.132556 0.165567 0.562078 0.021 Uiso 1 1 calc R U . . .
C32 C 1.15889(9) 0.22838(6) 0.53260(8) 0.0157(3) Uani 1 1 d . . . . .
C33 C 1.12720(9) 0.26591(6) 0.48607(8) 0.0166(3) Uani 1 1 d . . . . .
H33 H 1.159648 0.291401 0.487769 0.020 Uiso 1 1 calc R U . . .
C34 C 1.04771(9) 0.26589(5) 0.43707(8) 0.0155(3) Uani 1 1 d . . . . .
H34 H 1.026269 0.291302 0.404620 0.019 Uiso 1 1 calc R U . . .
C35 C 1.28723(10) 0.26159(7) 0.58483(10) 0.0272(4) Uani 1 1 d . . . . .
H35A H 1.340693 0.255024 0.622470 0.033 Uiso 1 1 calc R U . . .
H35B H 1.287892 0.264814 0.536309 0.033 Uiso 1 1 calc R U . . .
H35C H 1.268305 0.290278 0.597408 0.033 Uiso 1 1 calc R U . . .
C36 C 0.78346(9) 0.20887(6) 0.38096(8) 0.0156(3) Uani 1 1 d . . . . .
C37 C 0.66828(9) 0.20220(5) 0.25978(8) 0.0154(3) Uani 1 1 d . . . . .
C38 C 0.63613(9) 0.22113(6) 0.18882(9) 0.0188(3) Uani 1 1 d . . . . .
H38 H 0.667552 0.240574 0.174129 0.023 Uiso 1 1 calc R U . . .
C39 C 0.55873(9) 0.21188(6) 0.13940(9) 0.0231(4) Uani 1 1 d . . . . .
H39 H 0.536984 0.224932 0.091128 0.028 Uiso 1 1 calc R U . . .
C40 C 0.51378(9) 0.18347(6) 0.16133(9) 0.0229(4) Uani 1 1 d . . . . .
C41 C 0.54487(10) 0.16385(6) 0.23092(10) 0.0257(4) Uani 1 1 d . . . . .
H41 H 0.513284 0.144119 0.244966 0.031 Uiso 1 1 calc R U . . .
C42 C 0.62236(10) 0.17293(6) 0.28042(9) 0.0226(4) Uani 1 1 d . . . . .
H42 H 0.644034 0.159233 0.328229 0.027 Uiso 1 1 calc R U . . .
C43 C 0.93296(8) 0.24804(5) 0.27461(8) 0.0135(3) Uani 1 1 d . . . . .
C44 C 0.96339(8) 0.20990(5) 0.25191(8) 0.0148(3) Uani 1 1 d . . . . .
C45 C 0.99759(9) 0.21765(6) 0.20299(8) 0.0180(3) Uani 1 1 d . . . . .
H45 H 1.017774 0.192257 0.186565 0.022 Uiso 1 1 calc R U . . .
C46 C 1.00272(9) 0.26145(6) 0.17797(9) 0.0192(3) Uani 1 1 d . . . . .
H46 H 1.024760 0.265891 0.143682 0.023 Uiso 1 1 calc R U . . .
C47 C 0.97541(9) 0.29866(6) 0.20342(8) 0.0176(3) Uani 1 1 d . . . . .
H47 H 0.980527 0.328779 0.187446 0.021 Uiso 1 1 calc R U . . .
C48 C 0.94048(8) 0.29300(5) 0.25208(8) 0.0139(3) Uani 1 1 d . . . . .
C49 C 0.95812(9) 0.16118(6) 0.27723(9) 0.0182(3) Uani 1 1 d . . . . .
H49 H 0.942236 0.163550 0.318856 0.022 Uiso 1 1 calc R U . . .
C50 C 0.89435(12) 0.13357(7) 0.21543(11) 0.0379(5) Uani 1 1 d . . . . .
H50A H 0.892171 0.102368 0.233140 0.045 Uiso 1 1 calc R U . . .
H50B H 0.843164 0.148679 0.200826 0.045 Uiso 1 1 calc R U . . .
H50C H 0.906780 0.131935 0.172641 0.045 Uiso 1 1 calc R U . . .
C51 C 1.03810(11) 0.13718(7) 0.30737(12) 0.0362(5) Uani 1 1 d . . . . .
H51A H 1.032938 0.105918 0.323236 0.043 Uiso 1 1 calc R U . . .
H51B H 1.056656 0.135652 0.268501 0.043 Uiso 1 1 calc R U . . .
H51C H 1.076092 0.154537 0.349731 0.043 Uiso 1 1 calc R U . . .
C52 C 0.91073(9) 0.33439(5) 0.27929(8) 0.0165(3) Uani 1 1 d . . . . .
H52 H 0.906240 0.324862 0.325385 0.020 Uiso 1 1 calc R U . . .
C53 C 0.96831(10) 0.37488(6) 0.29945(10) 0.0251(4) Uani 1 1 d . . . . .
H53A H 0.947063 0.400760 0.316652 0.030 Uiso 1 1 calc R U . . .
H53B H 1.019202 0.365535 0.338895 0.030 Uiso 1 1 calc R U . . .
H53C H 0.975562 0.384294 0.255709 0.030 Uiso 1 1 calc R U . . .
C54 C 0.82836(10) 0.34873(6) 0.22243(9) 0.0255(4) Uani 1 1 d . . . . .
H54A H 0.810518 0.375393 0.241178 0.031 Uiso 1 1 calc R U . . .
H54B H 0.830288 0.356869 0.175670 0.031 Uiso 1 1 calc R U . . .
H54C H 0.791551 0.323092 0.214060 0.031 Uiso 1 1 calc R U . . .
C55 C 0.68516(9) 0.48067(5) 0.37783(8) 0.0149(3) Uani 1 1 d . . . . .
C56 C 0.59930(9) 0.48347(6) 0.32794(8) 0.0154(3) Uani 1 1 d . . . . .
C57 C 0.56215(9) 0.44839(6) 0.27689(9) 0.0209(3) Uani 1 1 d . . . . .
H57 H 0.591989 0.422666 0.274069 0.025 Uiso 1 1 calc R U . . .
C58 C 0.48260(10) 0.45072(6) 0.23054(10) 0.0249(4) Uani 1 1 d . . . . .
H58 H 0.457791 0.426384 0.196727 0.030 Uiso 1 1 calc R U . . .
C59 C 0.43864(9) 0.48867(6) 0.23324(9) 0.0213(4) Uani 1 1 d . . . . .
C60 C 0.47454(9) 0.52382(6) 0.28371(9) 0.0187(3) Uani 1 1 d . . . . .
H60 H 0.444741 0.549736 0.285906 0.022 Uiso 1 1 calc R U . . .
C61 C 0.55442(9) 0.52076(6) 0.33096(8) 0.0167(3) Uani 1 1 d . . . . .
H61 H 0.578779 0.544597 0.365968 0.020 Uiso 1 1 calc R U . . .
C62 C 0.31392(10) 0.52692(7) 0.18474(11) 0.0348(5) Uani 1 1 d . . . . .
H62A H 0.259592 0.522533 0.147277 0.042 Uiso 1 1 calc R U . . .
H62B H 0.314384 0.529713 0.233773 0.042 Uiso 1 1 calc R U . . .
H62C H 0.335672 0.555015 0.173598 0.042 Uiso 1 1 calc R U . . .
C63 C 0.81072(9) 0.45680(6) 0.37097(8) 0.0165(3) Uani 1 1 d . . . . .
C64 C 0.92785(9) 0.44045(6) 0.48617(8) 0.0176(3) Uani 1 1 d . . . . .
C65 C 0.97705(10) 0.46572(6) 0.54765(9) 0.0224(4) Uani 1 1 d . . . . .
H65 H 0.957763 0.492751 0.561029 0.027 Uiso 1 1 calc R U . . .
C66 C 1.05439(10) 0.45171(7) 0.58976(9) 0.0240(4) Uani 1 1 d . . . . .
H66 H 1.088210 0.469165 0.631596 0.029 Uiso 1 1 calc R U . . .
C67 C 1.08137(9) 0.41232(6) 0.57020(9) 0.0225(4) Uani 1 1 d . . . . .
C68 C 1.03295(10) 0.38642(6) 0.50971(10) 0.0237(4) Uani 1 1 d . . . . .
H68 H 1.052250 0.359065 0.497239 0.028 Uiso 1 1 calc R U . . .
C69 C 0.95588(9) 0.40064(6) 0.46725(9) 0.0209(3) Uani 1 1 d . . . . .
H69 H 0.922390 0.383152 0.425312 0.025 Uiso 1 1 calc R U . . .
C70 C 0.67298(8) 0.49580(6) 0.48915(8) 0.0150(3) Uani 1 1 d . . . . .
C71 C 0.67558(9) 0.54010(6) 0.51909(8) 0.0177(3) Uani 1 1 d . . . . .
C72 C 0.63648(9) 0.54698(6) 0.56380(9) 0.0215(4) Uani 1 1 d . . . . .
H72 H 0.636524 0.576746 0.583538 0.026 Uiso 1 1 calc R U . . .
C73 C 0.59756(10) 0.51124(7) 0.58001(9) 0.0242(4) Uani 1 1 d . . . . .
H73 H 0.571597 0.516495 0.610920 0.029 Uiso 1 1 calc R U . . .
C74 C 0.59666(9) 0.46792(6) 0.55104(9) 0.0224(4) Uani 1 1 d . . . . .
H74 H 0.570248 0.443545 0.562776 0.027 Uiso 1 1 calc R U . . .
C75 C 0.63385(9) 0.45909(6) 0.50465(8) 0.0176(3) Uani 1 1 d . . . . .
C76 C 0.72124(10) 0.57827(6) 0.50324(9) 0.0244(4) Uani 1 1 d . . . . .
H76 H 0.716769 0.573187 0.452112 0.029 Uiso 1 1 calc R U . . .
C77 C 0.80901(11) 0.57590(8) 0.55682(11) 0.0370(5) Uani 1 1 d . . . . .
H77A H 0.837332 0.600830 0.545594 0.044 Uiso 1 1 calc R U . . .
H77B H 0.815216 0.579173 0.607828 0.044 Uiso 1 1 calc R U . . .
H77C H 0.830583 0.546166 0.551279 0.044 Uiso 1 1 calc R U . . .
C78 C 0.68913(14) 0.62621(7) 0.50509(12) 0.0406(5) Uani 1 1 d . . . . .
H78A H 0.721010 0.649247 0.494474 0.049 Uiso 1 1 calc R U . . .
H78B H 0.634290 0.628235 0.467695 0.049 Uiso 1 1 calc R U . . .
H78C H 0.691443 0.631977 0.554279 0.049 Uiso 1 1 calc R U . . .
C79 C 0.63406(10) 0.41076(6) 0.47592(10) 0.0235(4) Uani 1 1 d . . . . .
H79 H 0.651048 0.413229 0.435022 0.028 Uiso 1 1 calc R U . . .
C80 C 0.55226(12) 0.38866(7) 0.44328(13) 0.0388(5) Uani 1 1 d . . . . .
H80A H 0.555486 0.357618 0.425564 0.047 Uiso 1 1 calc R U . . .
H80B H 0.532832 0.386818 0.481516 0.047 Uiso 1 1 calc R U . . .
H80C H 0.515990 0.407387 0.401831 0.047 Uiso 1 1 calc R U . . .
C81 C 0.69528(13) 0.38111(7) 0.53689(12) 0.0390(5) Uani 1 1 d . . . . .
H81A H 0.695012 0.349973 0.517871 0.047 Uiso 1 1 calc R U . . .
H81B H 0.747723 0.394766 0.552487 0.047 Uiso 1 1 calc R U . . .
H81C H 0.682287 0.379600 0.579353 0.047 Uiso 1 1 calc R U . . .
C82 C 0.81811(9) 0.47020(5) 0.13100(8) 0.0136(3) Uani 1 1 d . . . . .
C83 C 0.90082(9) 0.48439(5) 0.17839(8) 0.0151(3) Uani 1 1 d . . . . .
C84 C 0.91613(9) 0.52156(6) 0.22742(9) 0.0196(3) Uani 1 1 d . . . . .
H84 H 0.873592 0.536610 0.232112 0.024 Uiso 1 1 calc R U . . .
C85 C 0.99245(10) 0.53650(6) 0.26899(9) 0.0236(4) Uani 1 1 d . . . . .
H85 H 1.002062 0.562122 0.301272 0.028 Uiso 1 1 calc R U . . .
C86 C 1.05539(9) 0.51402(6) 0.26364(9) 0.0225(4) Uani 1 1 d . . . . .
C87 C 1.04134(9) 0.47699(6) 0.21592(9) 0.0207(3) Uani 1 1 d . . . . .
H87 H 1.084152 0.461430 0.212502 0.025 Uiso 1 1 calc R U . . .
C88 C 0.96441(9) 0.46271(6) 0.17313(8) 0.0175(3) Uani 1 1 d . . . . .
H88 H 0.954955 0.437732 0.139692 0.021 Uiso 1 1 calc R U . . .
C89 C 1.19373(11) 0.51107(8) 0.30262(11) 0.0360(5) Uani 1 1 d . . . . .
H89A H 1.242114 0.526614 0.336658 0.043 Uiso 1 1 calc R U . . .
H89B H 1.196395 0.478423 0.315905 0.043 Uiso 1 1 calc R U . . .
H89C H 1.188249 0.513927 0.251779 0.043 Uiso 1 1 calc R U . . .
C90 C 0.69041(9) 0.45723(6) 0.14100(8) 0.0161(3) Uani 1 1 d . . . . .
C91 C 0.56970(9) 0.44633(6) 0.02390(9) 0.0169(3) Uani 1 1 d . . . . .
C92 C 0.53898(9) 0.45786(6) -0.05106(9) 0.0216(4) Uani 1 1 d . . . . .
H92 H 0.572226 0.471581 -0.070266 0.026 Uiso 1 1 calc R U . . .
C93 C 0.46049(10) 0.44951(6) -0.09776(9) 0.0246(4) Uani 1 1 d . . . . .
H93 H 0.439702 0.457727 -0.148650 0.030 Uiso 1 1 calc R U . . .
C94 C 0.41275(9) 0.42910(6) -0.06953(10) 0.0244(4) Uani 1 1 d . . . . .
C95 C 0.44200(10) 0.41771(6) 0.00484(10) 0.0245(4) Uani 1 1 d . . . . .
H95 H 0.408443 0.403949 0.023662 0.029 Uiso 1 1 calc R U . . .
C96 C 0.52051(9) 0.42645(6) 0.05181(9) 0.0210(3) Uani 1 1 d . . . . .
H96 H 0.540668 0.418890 0.102915 0.025 Uiso 1 1 calc R U . . .
C97 C 0.83272(8) 0.46834(5) 0.01848(8) 0.0140(3) Uani 1 1 d . . . . .
C98 C 0.85337(9) 0.42789(6) -0.00831(8) 0.0157(3) Uani 1 1 d . . . . .
C99 C 0.89241(9) 0.43249(6) -0.05335(8) 0.0178(3) Uani 1 1 d . . . . .
H99 H 0.907391 0.405657 -0.071330 0.021 Uiso 1 1 calc R U . . .
C100 C 0.90993(9) 0.47563(6) -0.07256(9) 0.0189(3) Uani 1 1 d . . . . .
H100 H 0.936397 0.478207 -0.103578 0.023 Uiso 1 1 calc R U . . .
C101 C 0.88851(9) 0.51477(6) -0.04616(8) 0.0181(3) Uani 1 1 d . . . . .
H101 H 0.900459 0.544150 -0.059619 0.022 Uiso 1 1 calc R U . . .
C102 C 0.84977(9) 0.51223(6) -0.00021(8) 0.0161(3) Uani 1 1 d . . . . .
C103 C 0.83272(10) 0.38107(6) 0.01256(9) 0.0207(3) Uani 1 1 d . . . . .
H103 H 0.841351 0.382891 0.065464 0.025 Uiso 1 1 calc R U . . .
C104 C 0.88381(12) 0.34165(6) 0.00674(11) 0.0311(4) Uani 1 1 d . . . . .
H10A H 0.867308 0.312674 0.020932 0.037 Uiso 1 1 calc R U . . .
H10B H 0.877609 0.339360 -0.044392 0.037 Uiso 1 1 calc R U . . .
H10C H 0.939252 0.347673 0.039941 0.037 Uiso 1 1 calc R U . . .
C105 C 0.74491(11) 0.37053(7) -0.03432(10) 0.0291(4) Uani 1 1 d . . . . .
H10D H 0.732228 0.340317 -0.020444 0.035 Uiso 1 1 calc R U . . .
H10E H 0.712747 0.394207 -0.025492 0.035 Uiso 1 1 calc R U . . .
H10F H 0.733750 0.370355 -0.086928 0.035 Uiso 1 1 calc R U . . .
C106 C 0.82729(9) 0.55605(6) 0.02767(9) 0.0188(3) Uani 1 1 d . . . . .
H106 H 0.806833 0.546959 0.064417 0.023 Uiso 1 1 calc R U . . .
C107 C 0.89932(10) 0.58710(6) 0.06767(10) 0.0242(4) Uani 1 1 d . . . . .
H10G H 0.883188 0.615024 0.085027 0.029 Uiso 1 1 calc R U . . .
H10H H 0.938878 0.570560 0.110137 0.029 Uiso 1 1 calc R U . . .
H10I H 0.921941 0.595552 0.033408 0.029 Uiso 1 1 calc R U . . .
C108 C 0.76114(10) 0.58195(6) -0.03558(10) 0.0276(4) Uani 1 1 d . . . . .
H10J H 0.747876 0.609981 -0.016057 0.033 Uiso 1 1 calc R U . . .
H10K H 0.778875 0.590238 -0.073480 0.033 Uiso 1 1 calc R U . . .
H10L H 0.714436 0.562182 -0.057569 0.033 Uiso 1 1 calc R U . . .
H4A H 0.8869(11) 0.2141(6) 0.4605(11) 0.020(5) Uiso 1 1 d . . . . .
H5 H 0.7788(11) 0.2230(7) 0.2861(11) 0.027(5) Uiso 1 1 d . . . . .
H1 H 0.7942(12) 0.2162(7) 0.5337(12) 0.027(5) Uiso 1 1 d . . . . .
H2 H 0.9069(11) 0.2198(7) 0.7064(11) 0.025(5) Uiso 1 1 d . . . . .
H8 H 0.8231(12) 0.4663(7) 0.4712(11) 0.031(5) Uiso 1 1 d . . . . .
H7A H 0.7088(12) 0.4669(7) 0.2959(12) 0.030(6) Uiso 1 1 d . . . . .
H11A H 0.6807(11) 0.4577(7) 0.0438(11) 0.025(5) Uiso 1 1 d . . . . .
H10 H 0.7947(12) 0.4661(7) 0.2168(12) 0.033(6) Uiso 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.1 b45'
_computing_data_reduction        'CrystalClear-SM Expert 2.1 b45'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL Version 2016/4 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4'

#==============================================================================
# MOLECULAR GEOMETRY

_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 C13 1.7456(16) . ?
CL2 C40 1.7495(16) . ?
CL3 C67 1.7485(16) . ?
CL4 C94 1.7474(17) . ?
O1 C5 1.3640(17) . ?
O1 C8 1.427(2) . ?
O2 C9 1.2279(18) . ?
O3 C32 1.3625(17) . ?
O3 C35 1.428(2) . ?
O4 C36 1.2373(18) . ?
O5 C59 1.3672(19) . ?
O5 C62 1.429(2) . ?
O6 C63 1.2325(18) . ?
O7 C86 1.3679(19) . ?
O7 C89 1.406(2) . ?
O8 C90 1.2332(18) . ?
N1 C1 1.3877(19) . ?
N1 C9 1.4007(19) . ?
N1 H1 0.83(2) . ?
N2 C9 1.352(2) . ?
N2 C10 1.4117(19) . ?
N2 H2 0.88(2) . ?
N3 C1 1.2853(19) . ?
N3 C16 1.4222(19) . ?
N4 C28 1.3861(19) . ?
N4 C36 1.3960(19) . ?
N4 H4A 0.841(19) . ?
N5 C36 1.3453(19) . ?
N5 C37 1.4118(19) . ?
N5 H5 0.90(2) . ?
N6 C28 1.2867(19) . ?
N6 C43 1.4260(18) . ?
N7 C55 1.3846(19) . ?
N7 C63 1.3990(19) . ?
N7 H7A 0.83(2) . ?
N8 C63 1.350(2) . ?
N8 C64 1.4190(19) . ?
N8 H8 0.90(2) . ?
N9 C55 1.288(2) . ?
N9 C70 1.4258(19) . ?
N10 C82 1.3915(19) . ?
N10 C90 1.3958(19) . ?
N10 H10 0.87(2) . ?
N11 C90 1.351(2) . ?
N11 C91 1.4136(19) . ?
N11 H11A 0.86(2) . ?
N12 C82 1.2855(19) . ?
N12 C97 1.4266(19) . ?
C1 C2 1.4904(19) . ?
C2 C7 1.393(2) . ?
C2 C3 1.402(2) . ?
C3 C4 1.378(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.389(2) . ?
C6 C7 1.389(2) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C10 C15 1.394(2) . ?
C10 C11 1.396(2) . ?
C11 C12 1.388(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.382(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.386(2) . ?
C14 C15 1.390(2) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C21 1.405(2) . ?
C16 C17 1.412(2) . ?
C17 C18 1.397(2) . ?
C17 C22 1.520(2) . ?
C18 C19 1.385(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.385(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.399(2) . ?
C20 H20 0.9500 . ?
C21 C25 1.519(2) . ?
C22 C24 1.525(2) . ?
C22 C23 1.534(2) . ?
C22 H22 1.0000 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.478(3) . ?
C25 C27 1.528(3) . ?
C25 H25 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.488(2) . ?
C29 C34 1.389(2) . ?
C29 C30 1.399(2) . ?
C30 C31 1.383(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.395(2) . ?
C31 H31 0.9500 . ?
C32 C33 1.389(2) . ?
C33 C34 1.389(2) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C37 C38 1.394(2) . ?
C37 C42 1.394(2) . ?
C38 C39 1.387(2) . ?
C38 H38 0.9500 . ?
C39 C40 1.380(2) . ?
C39 H39 0.9500 . ?
C40 C41 1.379(3) . ?
C41 C42 1.388(2) . ?
C41 H41 0.9500 . ?
C42 H42 0.9500 . ?
C43 C48 1.408(2) . ?
C43 C44 1.408(2) . ?
C44 C45 1.400(2) . ?
C44 C49 1.520(2) . ?
C45 C46 1.385(2) . ?
C45 H45 0.9500 . ?
C46 C47 1.384(2) . ?
C46 H46 0.9500 . ?
C47 C48 1.397(2) . ?
C47 H47 0.9500 . ?
C48 C52 1.521(2) . ?
C49 C51 1.525(2) . ?
C49 C50 1.526(2) . ?
C49 H49 1.0000 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C52 C53 1.529(2) . ?
C52 C54 1.531(2) . ?
C52 H52 1.0000 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C55 C56 1.489(2) . ?
C56 C61 1.390(2) . ?
C56 C57 1.397(2) . ?
C57 C58 1.380(2) . ?
C57 H57 0.9500 . ?
C58 C59 1.392(2) . ?
C58 H58 0.9500 . ?
C59 C60 1.389(2) . ?
C60 C61 1.390(2) . ?
C60 H60 0.9500 . ?
C61 H61 0.9500 . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C64 C65 1.388(2) . ?
C64 C69 1.389(2) . ?
C65 C66 1.390(2) . ?
C65 H65 0.9500 . ?
C66 C67 1.374(3) . ?
C66 H66 0.9500 . ?
C67 C68 1.381(2) . ?
C68 C69 1.389(2) . ?
C68 H68 0.9500 . ?
C69 H69 0.9500 . ?
C70 C75 1.403(2) . ?
C70 C71 1.411(2) . ?
C71 C72 1.394(2) . ?
C71 C76 1.516(2) . ?
C72 C73 1.386(2) . ?
C72 H72 0.9500 . ?
C73 C74 1.382(3) . ?
C73 H73 0.9500 . ?
C74 C75 1.404(2) . ?
C74 H74 0.9500 . ?
C75 C79 1.517(2) . ?
C76 C78 1.524(3) . ?
C76 C77 1.533(3) . ?
C76 H76 1.0000 . ?
C77 H77A 0.9800 . ?
C77 H77B 0.9800 . ?
C77 H77C 0.9800 . ?
C78 H78A 0.9800 . ?
C78 H78B 0.9800 . ?
C78 H78C 0.9800 . ?
C79 C80 1.528(3) . ?
C79 C81 1.531(3) . ?
C79 H79 1.0000 . ?
C80 H80A 0.9800 . ?
C80 H80B 0.9800 . ?
C80 H80C 0.9800 . ?
C81 H81A 0.9800 . ?
C81 H81B 0.9800 . ?
C81 H81C 0.9800 . ?
C82 C83 1.488(2) . ?
C83 C88 1.394(2) . ?
C83 C84 1.402(2) . ?
C84 C85 1.381(2) . ?
C84 H84 0.9500 . ?
C85 C86 1.394(2) . ?
C85 H85 0.9500 . ?
C86 C87 1.386(3) . ?
C87 C88 1.388(2) . ?
C87 H87 0.9500 . ?
C88 H88 0.9500 . ?
C89 H89A 0.9800 . ?
C89 H89B 0.9800 . ?
C89 H89C 0.9800 . ?
C91 C96 1.393(2) . ?
C91 C92 1.395(2) . ?
C92 C93 1.385(2) . ?
C92 H92 0.9500 . ?
C93 C94 1.382(3) . ?
C93 H93 0.9500 . ?
C94 C95 1.385(3) . ?
C95 C96 1.389(2) . ?
C95 H95 0.9500 . ?
C96 H96 0.9500 . ?
C97 C102 1.403(2) . ?
C97 C98 1.413(2) . ?
C98 C99 1.391(2) . ?
C98 C103 1.521(2) . ?
C99 C100 1.390(2) . ?
C99 H99 0.9500 . ?
C100 C101 1.384(2) . ?
C100 H100 0.9500 . ?
C101 C102 1.398(2) . ?
C101 H101 0.9500 . ?
C102 C106 1.520(2) . ?
C103 C104 1.530(2) . ?
C103 C105 1.537(2) . ?
C103 H103 1.0000 . ?
C104 H10A 0.9800 . ?
C104 H10B 0.9800 . ?
C104 H10C 0.9800 . ?
C105 H10D 0.9800 . ?
C105 H10E 0.9800 . ?
C105 H10F 0.9800 . ?
C106 C107 1.533(2) . ?
C106 C108 1.535(2) . ?
C106 H106 1.0000 . ?
C107 H10G 0.9800 . ?
C107 H10H 0.9800 . ?
C107 H10I 0.9800 . ?
C108 H10J 0.9800 . ?
C108 H10K 0.9800 . ?
C108 H10L 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 O1 C8 117.60(12) . . ?
C32 O3 C35 117.01(13) . . ?
C59 O5 C62 117.36(14) . . ?
C86 O7 C89 117.45(15) . . ?
C1 N1 C9 129.48(13) . . ?
C1 N1 H1 118.2(14) . . ?
C9 N1 H1 112.3(14) . . ?
C9 N2 C10 127.58(13) . . ?
C9 N2 H2 115.2(12) . . ?
C10 N2 H2 117.2(12) . . ?
C1 N3 C16 123.57(12) . . ?
C28 N4 C36 129.59(13) . . ?
C28 N4 H4A 114.9(12) . . ?
C36 N4 H4A 115.5(12) . . ?
C36 N5 C37 126.74(13) . . ?
C36 N5 H5 114.8(12) . . ?
C37 N5 H5 118.5(12) . . ?
C28 N6 C43 123.02(12) . . ?
C55 N7 C63 129.51(14) . . ?
C55 N7 H7A 117.9(14) . . ?
C63 N7 H7A 112.6(14) . . ?
C63 N8 C64 124.51(13) . . ?
C63 N8 H8 117.4(13) . . ?
C64 N8 H8 118.0(13) . . ?
C55 N9 C70 121.97(13) . . ?
C82 N10 C90 129.34(13) . . ?
C82 N10 H10 117.4(13) . . ?
C90 N10 H10 112.9(13) . . ?
C90 N11 C91 127.60(14) . . ?
C90 N11 H11A 113.9(13) . . ?
C91 N11 H11A 118.5(13) . . ?
C82 N12 C97 122.71(13) . . ?
N3 C1 N1 119.70(13) . . ?
N3 C1 C2 125.99(13) . . ?
N1 C1 C2 114.31(12) . . ?
C7 C2 C3 118.12(13) . . ?
C7 C2 C1 120.32(13) . . ?
C3 C2 C1 121.56(13) . . ?
C4 C3 C2 120.77(14) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 120.33(14) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
O1 C5 C6 124.15(14) . . ?
O1 C5 C4 115.91(14) . . ?
C6 C5 C4 119.95(14) . . ?
C7 C6 C5 119.31(14) . . ?
C7 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C6 C7 C2 121.51(14) . . ?
C6 C7 H7 119.2 . . ?
C2 C7 H7 119.2 . . ?
O1 C8 H8A 109.5 . . ?
O1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O2 C9 N2 125.16(14) . . ?
O2 C9 N1 119.37(13) . . ?
N2 C9 N1 115.47(13) . . ?
C15 C10 C11 119.50(14) . . ?
C15 C10 N2 124.05(14) . . ?
C11 C10 N2 116.45(14) . . ?
C12 C11 C10 120.66(15) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C13 C12 C11 119.18(15) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
C12 C13 C14 120.93(14) . . ?
C12 C13 CL1 119.20(13) . . ?
C14 C13 CL1 119.87(13) . . ?
C13 C14 C15 119.92(15) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C10 119.80(15) . . ?
C14 C15 H15 120.1 . . ?
C10 C15 H15 120.1 . . ?
C21 C16 C17 121.51(14) . . ?
C21 C16 N3 119.41(14) . . ?
C17 C16 N3 118.82(14) . . ?
C18 C17 C16 117.72(15) . . ?
C18 C17 C22 121.86(14) . . ?
C16 C17 C22 120.41(13) . . ?
C19 C18 C17 121.72(15) . . ?
C19 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
C20 C19 C18 119.50(15) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C19 C20 C21 121.46(15) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C20 C21 C16 118.09(15) . . ?
C20 C21 C25 120.50(15) . . ?
C16 C21 C25 121.40(14) . . ?
C17 C22 C24 113.23(14) . . ?
C17 C22 C23 111.83(13) . . ?
C24 C22 C23 109.89(14) . . ?
C17 C22 H22 107.2 . . ?
C24 C22 H22 107.2 . . ?
C23 C22 H22 107.2 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C21 113.82(18) . . ?
C26 C25 C27 111.6(3) . . ?
C21 C25 C27 109.88(17) . . ?
C26 C25 H25 107.1 . . ?
C21 C25 H25 107.1 . . ?
C27 C25 H25 107.1 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N6 C28 N4 120.34(13) . . ?
N6 C28 C29 126.02(13) . . ?
N4 C28 C29 113.65(12) . . ?
C34 C29 C30 119.05(14) . . ?
C34 C29 C28 120.14(13) . . ?
C30 C29 C28 120.81(14) . . ?
C31 C30 C29 120.26(14) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C30 C31 C32 120.17(15) . . ?
C30 C31 H31 119.9 . . ?
C32 C31 H31 119.9 . . ?
O3 C32 C33 124.43(14) . . ?
O3 C32 C31 115.58(14) . . ?
C33 C32 C31 119.99(14) . . ?
C34 C33 C32 119.51(15) . . ?
C34 C33 H33 120.2 . . ?
C32 C33 H33 120.2 . . ?
C33 C34 C29 121.01(14) . . ?
C33 C34 H34 119.5 . . ?
C29 C34 H34 119.5 . . ?
O3 C35 H35A 109.5 . . ?
O3 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
O3 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O4 C36 N5 125.57(14) . . ?
O4 C36 N4 118.64(13) . . ?
N5 C36 N4 115.79(13) . . ?
C38 C37 C42 119.33(14) . . ?
C38 C37 N5 117.63(14) . . ?
C42 C37 N5 122.99(14) . . ?
C39 C38 C37 120.70(15) . . ?
C39 C38 H38 119.6 . . ?
C37 C38 H38 119.6 . . ?
C40 C39 C38 119.09(15) . . ?
C40 C39 H39 120.5 . . ?
C38 C39 H39 120.5 . . ?
C41 C40 C39 121.08(15) . . ?
C41 C40 CL2 119.20(13) . . ?
C39 C40 CL2 119.72(13) . . ?
C40 C41 C42 119.96(16) . . ?
C40 C41 H41 120.0 . . ?
C42 C41 H41 120.0 . . ?
C41 C42 C37 119.81(16) . . ?
C41 C42 H42 120.1 . . ?
C37 C42 H42 120.1 . . ?
C48 C43 C44 121.05(13) . . ?
C48 C43 N6 118.62(13) . . ?
C44 C43 N6 119.87(14) . . ?
C45 C44 C43 118.07(14) . . ?
C45 C44 C49 119.83(14) . . ?
C43 C44 C49 122.08(13) . . ?
C46 C45 C44 121.60(15) . . ?
C46 C45 H45 119.2 . . ?
C44 C45 H45 119.2 . . ?
C47 C46 C45 119.34(14) . . ?
C47 C46 H46 120.3 . . ?
C45 C46 H46 120.3 . . ?
C46 C47 C48 121.56(15) . . ?
C46 C47 H47 119.2 . . ?
C48 C47 H47 119.2 . . ?
C47 C48 C43 118.27(14) . . ?
C47 C48 C52 120.70(14) . . ?
C43 C48 C52 121.02(13) . . ?
C44 C49 C51 111.27(14) . . ?
C44 C49 C50 111.10(14) . . ?
C51 C49 C50 112.08(16) . . ?
C44 C49 H49 107.4 . . ?
C51 C49 H49 107.4 . . ?
C50 C49 H49 107.4 . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C49 C51 H51A 109.5 . . ?
C49 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C49 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C48 C52 C53 112.00(13) . . ?
C48 C52 C54 111.01(13) . . ?
C53 C52 C54 111.14(14) . . ?
C48 C52 H52 107.5 . . ?
C53 C52 H52 107.5 . . ?
C54 C52 H52 107.5 . . ?
C52 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C52 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C52 C54 H54A 109.5 . . ?
C52 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C52 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
N9 C55 N7 120.00(14) . . ?
N9 C55 C56 126.47(13) . . ?
N7 C55 C56 113.53(13) . . ?
C61 C56 C57 118.57(14) . . ?
C61 C56 C55 121.04(14) . . ?
C57 C56 C55 120.39(14) . . ?
C58 C57 C56 120.71(15) . . ?
C58 C57 H57 119.6 . . ?
C56 C57 H57 119.6 . . ?
C57 C58 C59 120.12(16) . . ?
C57 C58 H58 119.9 . . ?
C59 C58 H58 119.9 . . ?
O5 C59 C60 124.25(15) . . ?
O5 C59 C58 115.78(15) . . ?
C60 C59 C58 119.97(15) . . ?
C59 C60 C61 119.43(15) . . ?
C59 C60 H60 120.3 . . ?
C61 C60 H60 120.3 . . ?
C60 C61 C56 121.19(15) . . ?
C60 C61 H61 119.4 . . ?
C56 C61 H61 119.4 . . ?
O5 C62 H62A 109.5 . . ?
O5 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
O5 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
O6 C63 N8 125.27(14) . . ?
O6 C63 N7 119.04(14) . . ?
N8 C63 N7 115.70(13) . . ?
C65 C64 C69 119.69(15) . . ?
C65 C64 N8 118.63(15) . . ?
C69 C64 N8 121.64(14) . . ?
C64 C65 C66 120.40(16) . . ?
C64 C65 H65 119.8 . . ?
C66 C65 H65 119.8 . . ?
C67 C66 C65 119.23(16) . . ?
C67 C66 H66 120.4 . . ?
C65 C66 H66 120.4 . . ?
C66 C67 C68 121.19(15) . . ?
C66 C67 CL3 119.16(13) . . ?
C68 C67 CL3 119.66(14) . . ?
C67 C68 C69 119.58(16) . . ?
C67 C68 H68 120.2 . . ?
C69 C68 H68 120.2 . . ?
C68 C69 C64 119.91(15) . . ?
C68 C69 H69 120.0 . . ?
C64 C69 H69 120.0 . . ?
C75 C70 C71 121.66(14) . . ?
C75 C70 N9 120.29(14) . . ?
C71 C70 N9 117.77(14) . . ?
C72 C71 C70 118.11(15) . . ?
C72 C71 C76 122.05(15) . . ?
C70 C71 C76 119.83(14) . . ?
C73 C72 C71 121.27(16) . . ?
C73 C72 H72 119.4 . . ?
C71 C72 H72 119.4 . . ?
C74 C73 C72 119.75(15) . . ?
C74 C73 H73 120.1 . . ?
C72 C73 H73 120.1 . . ?
C73 C74 C75 121.55(16) . . ?
C73 C74 H74 119.2 . . ?
C75 C74 H74 119.2 . . ?
C70 C75 C74 117.64(15) . . ?
C70 C75 C79 122.16(14) . . ?
C74 C75 C79 120.14(15) . . ?
C71 C76 C78 113.42(15) . . ?
C71 C76 C77 110.86(15) . . ?
C78 C76 C77 110.00(16) . . ?
C71 C76 H76 107.4 . . ?
C78 C76 H76 107.4 . . ?
C77 C76 H76 107.4 . . ?
C76 C77 H77A 109.5 . . ?
C76 C77 H77B 109.5 . . ?
H77A C77 H77B 109.5 . . ?
C76 C77 H77C 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 109.5 . . ?
C76 C78 H78A 109.5 . . ?
C76 C78 H78B 109.5 . . ?
H78A C78 H78B 109.5 . . ?
C76 C78 H78C 109.5 . . ?
H78A C78 H78C 109.5 . . ?
H78B C78 H78C 109.5 . . ?
C75 C79 C80 112.59(14) . . ?
C75 C79 C81 110.02(15) . . ?
C80 C79 C81 112.11(16) . . ?
C75 C79 H79 107.3 . . ?
C80 C79 H79 107.3 . . ?
C81 C79 H79 107.3 . . ?
C79 C80 H80A 109.5 . . ?
C79 C80 H80B 109.5 . . ?
H80A C80 H80B 109.5 . . ?
C79 C80 H80C 109.5 . . ?
H80A C80 H80C 109.5 . . ?
H80B C80 H80C 109.5 . . ?
C79 C81 H81A 109.5 . . ?
C79 C81 H81B 109.5 . . ?
H81A C81 H81B 109.5 . . ?
C79 C81 H81C 109.5 . . ?
H81A C81 H81C 109.5 . . ?
H81B C81 H81C 109.5 . . ?
N12 C82 N10 120.06(13) . . ?
N12 C82 C83 125.70(13) . . ?
N10 C82 C83 114.22(13) . . ?
C88 C83 C84 118.43(14) . . ?
C88 C83 C82 121.37(14) . . ?
C84 C83 C82 120.15(14) . . ?
C85 C84 C83 120.65(15) . . ?
C85 C84 H84 119.7 . . ?
C83 C84 H84 119.7 . . ?
C84 C85 C86 120.10(16) . . ?
C84 C85 H85 120.0 . . ?
C86 C85 H85 120.0 . . ?
O7 C86 C87 124.91(16) . . ?
O7 C86 C85 115.11(16) . . ?
C87 C86 C85 119.98(15) . . ?
C86 C87 C88 119.69(15) . . ?
C86 C87 H87 120.2 . . ?
C88 C87 H87 120.2 . . ?
C87 C88 C83 121.14(15) . . ?
C87 C88 H88 119.4 . . ?
C83 C88 H88 119.4 . . ?
O7 C89 H89A 109.5 . . ?
O7 C89 H89B 109.5 . . ?
H89A C89 H89B 109.5 . . ?
O7 C89 H89C 109.5 . . ?
H89A C89 H89C 109.5 . . ?
H89B C89 H89C 109.5 . . ?
O8 C90 N11 125.06(14) . . ?
O8 C90 N10 119.23(14) . . ?
N11 C90 N10 115.71(13) . . ?
C96 C91 C92 119.38(14) . . ?
C96 C91 N11 123.99(14) . . ?
C92 C91 N11 116.58(14) . . ?
C93 C92 C91 120.67(16) . . ?
C93 C92 H92 119.7 . . ?
C91 C92 H92 119.7 . . ?
C94 C93 C92 119.28(16) . . ?
C94 C93 H93 120.4 . . ?
C92 C93 H93 120.4 . . ?
C93 C94 C95 120.90(15) . . ?
C93 C94 CL4 119.52(14) . . ?
C95 C94 CL4 119.57(14) . . ?
C94 C95 C96 119.82(16) . . ?
C94 C95 H95 120.1 . . ?
C96 C95 H95 120.1 . . ?
C95 C96 C91 119.93(16) . . ?
C95 C96 H96 120.0 . . ?
C91 C96 H96 120.0 . . ?
C102 C97 C98 121.51(13) . . ?
C102 C97 N12 121.14(14) . . ?
C98 C97 N12 117.19(13) . . ?
C99 C98 C97 118.23(14) . . ?
C99 C98 C103 122.10(14) . . ?
C97 C98 C103 119.68(13) . . ?
C100 C99 C98 121.24(15) . . ?
C100 C99 H99 119.4 . . ?
C98 C99 H99 119.4 . . ?
C101 C100 C99 119.49(14) . . ?
C101 C100 H100 120.3 . . ?
C99 C100 H100 120.3 . . ?
C100 C101 C102 121.75(15) . . ?
C100 C101 H101 119.1 . . ?
C102 C101 H101 119.1 . . ?
C101 C102 C97 117.78(14) . . ?
C101 C102 C106 120.14(14) . . ?
C97 C102 C106 122.08(13) . . ?
C98 C103 C104 113.92(14) . . ?
C98 C103 C105 110.13(14) . . ?
C104 C103 C105 110.38(15) . . ?
C98 C103 H103 107.4 . . ?
C104 C103 H103 107.4 . . ?
C105 C103 H103 107.4 . . ?
C103 C104 H10A 109.5 . . ?
C103 C104 H10B 109.5 . . ?
H10A C104 H10B 109.5 . . ?
C103 C104 H10C 109.5 . . ?
H10A C104 H10C 109.5 . . ?
H10B C104 H10C 109.5 . . ?
C103 C105 H10D 109.5 . . ?
C103 C105 H10E 109.5 . . ?
H10D C105 H10E 109.5 . . ?
C103 C105 H10F 109.5 . . ?
H10D C105 H10F 109.5 . . ?
H10E C105 H10F 109.5 . . ?
C102 C106 C107 111.19(13) . . ?
C102 C106 C108 111.24(13) . . ?
C107 C106 C108 111.16(14) . . ?
C102 C106 H106 107.7 . . ?
C107 C106 H106 107.7 . . ?
C108 C106 H106 107.7 . . ?
C106 C107 H10G 109.5 . . ?
C106 C107 H10H 109.5 . . ?
H10G C107 H10H 109.5 . . ?
C106 C107 H10I 109.5 . . ?
H10G C107 H10I 109.5 . . ?
H10H C107 H10I 109.5 . . ?
C106 C108 H10J 109.5 . . ?
C106 C108 H10K 109.5 . . ?
H10J C108 H10K 109.5 . . ?
C106 C108 H10L 109.5 . . ?
H10J C108 H10L 109.5 . . ?
H10K C108 H10L 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
C16 N3 C1 N1 -168.11(14) . . . . ?
C16 N3 C1 C2 12.0(2) . . . . ?
C9 N1 C1 N3 7.2(2) . . . . ?
C9 N1 C1 C2 -172.90(15) . . . . ?
N3 C1 C2 C7 39.0(2) . . . . ?
N1 C1 C2 C7 -140.87(14) . . . . ?
N3 C1 C2 C3 -141.36(16) . . . . ?
N1 C1 C2 C3 38.8(2) . . . . ?
C7 C2 C3 C4 0.0(2) . . . . ?
C1 C2 C3 C4 -179.66(14) . . . . ?
C2 C3 C4 C5 1.1(2) . . . . ?
C8 O1 C5 C6 -2.2(2) . . . . ?
C8 O1 C5 C4 178.16(15) . . . . ?
C3 C4 C5 O1 178.23(14) . . . . ?
C3 C4 C5 C6 -1.4(2) . . . . ?
O1 C5 C6 C7 -179.08(14) . . . . ?
C4 C5 C6 C7 0.5(2) . . . . ?
C5 C6 C7 C2 0.6(2) . . . . ?
C3 C2 C7 C6 -0.9(2) . . . . ?
C1 C2 C7 C6 178.77(14) . . . . ?
C10 N2 C9 O2 -1.6(3) . . . . ?
C10 N2 C9 N1 178.19(14) . . . . ?
C1 N1 C9 O2 176.26(15) . . . . ?
C1 N1 C9 N2 -3.5(2) . . . . ?
C9 N2 C10 C15 -16.2(3) . . . . ?
C9 N2 C10 C11 164.90(16) . . . . ?
C15 C10 C11 C12 -0.1(2) . . . . ?
N2 C10 C11 C12 178.86(15) . . . . ?
C10 C11 C12 C13 -0.4(3) . . . . ?
C11 C12 C13 C14 0.5(3) . . . . ?
C11 C12 C13 CL1 -179.30(13) . . . . ?
C12 C13 C14 C15 -0.1(3) . . . . ?
CL1 C13 C14 C15 179.74(13) . . . . ?
C13 C14 C15 C10 -0.5(2) . . . . ?
C11 C10 C15 C14 0.6(2) . . . . ?
N2 C10 C15 C14 -178.33(15) . . . . ?
C1 N3 C16 C21 76.05(19) . . . . ?
C1 N3 C16 C17 -109.82(17) . . . . ?
C21 C16 C17 C18 0.1(2) . . . . ?
N3 C16 C17 C18 -173.87(13) . . . . ?
C21 C16 C17 C22 -178.55(13) . . . . ?
N3 C16 C17 C22 7.4(2) . . . . ?
C16 C17 C18 C19 0.5(2) . . . . ?
C22 C17 C18 C19 179.20(14) . . . . ?
C17 C18 C19 C20 -0.9(2) . . . . ?
C18 C19 C20 C21 0.6(2) . . . . ?
C19 C20 C21 C16 0.1(2) . . . . ?
C19 C20 C21 C25 178.71(15) . . . . ?
C17 C16 C21 C20 -0.4(2) . . . . ?
N3 C16 C21 C20 173.55(13) . . . . ?
C17 C16 C21 C25 -179.05(14) . . . . ?
N3 C16 C21 C25 -5.1(2) . . . . ?
C18 C17 C22 C24 -27.3(2) . . . . ?
C16 C17 C22 C24 151.28(14) . . . . ?
C18 C17 C22 C23 97.45(17) . . . . ?
C16 C17 C22 C23 -83.92(17) . . . . ?
C20 C21 C25 C26 35.4(3) . . . . ?
C16 C21 C25 C26 -146.0(3) . . . . ?
C20 C21 C25 C27 -90.6(3) . . . . ?
C16 C21 C25 C27 88.0(3) . . . . ?
C43 N6 C28 N4 -171.31(14) . . . . ?
C43 N6 C28 C29 8.7(2) . . . . ?
C36 N4 C28 N6 9.2(3) . . . . ?
C36 N4 C28 C29 -170.80(15) . . . . ?
N6 C28 C29 C34 46.5(2) . . . . ?
N4 C28 C29 C34 -133.50(15) . . . . ?
N6 C28 C29 C30 -133.32(17) . . . . ?
N4 C28 C29 C30 46.70(19) . . . . ?
C34 C29 C30 C31 -0.3(2) . . . . ?
C28 C29 C30 C31 179.48(14) . . . . ?
C29 C30 C31 C32 0.8(2) . . . . ?
C35 O3 C32 C33 -1.7(2) . . . . ?
C35 O3 C32 C31 178.59(14) . . . . ?
C30 C31 C32 O3 179.44(14) . . . . ?
C30 C31 C32 C33 -0.3(2) . . . . ?
O3 C32 C33 C34 179.62(14) . . . . ?
C31 C32 C33 C34 -0.7(2) . . . . ?
C32 C33 C34 C29 1.2(2) . . . . ?
C30 C29 C34 C33 -0.7(2) . . . . ?
C28 C29 C34 C33 179.54(14) . . . . ?
C37 N5 C36 O4 -4.7(3) . . . . ?
C37 N5 C36 N4 175.36(14) . . . . ?
C28 N4 C36 O4 -179.22(15) . . . . ?
C28 N4 C36 N5 0.8(2) . . . . ?
C36 N5 C37 C38 160.29(16) . . . . ?
C36 N5 C37 C42 -22.3(3) . . . . ?
C42 C37 C38 C39 1.3(2) . . . . ?
N5 C37 C38 C39 178.84(15) . . . . ?
C37 C38 C39 C40 -0.2(3) . . . . ?
C38 C39 C40 C41 -0.8(3) . . . . ?
C38 C39 C40 CL2 178.88(13) . . . . ?
C39 C40 C41 C42 0.6(3) . . . . ?
CL2 C40 C41 C42 -179.05(14) . . . . ?
C40 C41 C42 C37 0.5(3) . . . . ?
C38 C37 C42 C41 -1.5(3) . . . . ?
N5 C37 C42 C41 -178.86(15) . . . . ?
C28 N6 C43 C48 -110.40(17) . . . . ?
C28 N6 C43 C44 77.34(19) . . . . ?
C48 C43 C44 C45 -3.4(2) . . . . ?
N6 C43 C44 C45 168.68(13) . . . . ?
C48 C43 C44 C49 178.22(13) . . . . ?
N6 C43 C44 C49 -9.7(2) . . . . ?
C43 C44 C45 C46 0.8(2) . . . . ?
C49 C44 C45 C46 179.27(14) . . . . ?
C44 C45 C46 C47 1.8(2) . . . . ?
C45 C46 C47 C48 -2.0(2) . . . . ?
C46 C47 C48 C43 -0.5(2) . . . . ?
C46 C47 C48 C52 -179.90(14) . . . . ?
C44 C43 C48 C47 3.2(2) . . . . ?
N6 C43 C48 C47 -168.96(13) . . . . ?
C44 C43 C48 C52 -177.35(13) . . . . ?
N6 C43 C48 C52 10.5(2) . . . . ?
C45 C44 C49 C51 51.7(2) . . . . ?
C43 C44 C49 C51 -129.93(16) . . . . ?
C45 C44 C49 C50 -73.93(19) . . . . ?
C43 C44 C49 C50 104.43(18) . . . . ?
C47 C48 C52 C53 -42.38(19) . . . . ?
C43 C48 C52 C53 138.20(15) . . . . ?
C47 C48 C52 C54 82.50(18) . . . . ?
C43 C48 C52 C54 -96.92(17) . . . . ?
C70 N9 C55 N7 -173.35(14) . . . . ?
C70 N9 C55 C56 6.5(3) . . . . ?
C63 N7 C55 N9 9.5(3) . . . . ?
C63 N7 C55 C56 -170.37(15) . . . . ?
N9 C55 C56 C61 47.0(2) . . . . ?
N7 C55 C56 C61 -133.11(15) . . . . ?
N9 C55 C56 C57 -132.97(18) . . . . ?
N7 C55 C56 C57 46.9(2) . . . . ?
C61 C56 C57 C58 -0.1(2) . . . . ?
C55 C56 C57 C58 179.93(15) . . . . ?
C56 C57 C58 C59 1.2(3) . . . . ?
C62 O5 C59 C60 0.6(3) . . . . ?
C62 O5 C59 C58 -179.37(17) . . . . ?
C57 C58 C59 O5 178.65(16) . . . . ?
C57 C58 C59 C60 -1.3(3) . . . . ?
O5 C59 C60 C61 -179.70(15) . . . . ?
C58 C59 C60 C61 0.3(2) . . . . ?
C59 C60 C61 C56 0.9(2) . . . . ?
C57 C56 C61 C60 -1.0(2) . . . . ?
C55 C56 C61 C60 179.00(14) . . . . ?
C64 N8 C63 O6 -5.4(3) . . . . ?
C64 N8 C63 N7 174.61(15) . . . . ?
C55 N7 C63 O6 -177.67(16) . . . . ?
C55 N7 C63 N8 2.3(3) . . . . ?
C63 N8 C64 C65 136.56(17) . . . . ?
C63 N8 C64 C69 -45.7(2) . . . . ?
C69 C64 C65 C66 0.8(2) . . . . ?
N8 C64 C65 C66 178.58(15) . . . . ?
C64 C65 C66 C67 -0.6(3) . . . . ?
C65 C66 C67 C68 -0.2(3) . . . . ?
C65 C66 C67 CL3 -179.84(13) . . . . ?
C66 C67 C68 C69 0.8(3) . . . . ?
CL3 C67 C68 C69 -179.60(13) . . . . ?
C67 C68 C69 C64 -0.6(2) . . . . ?
C65 C64 C69 C68 -0.2(2) . . . . ?
N8 C64 C69 C68 -177.95(15) . . . . ?
C55 N9 C70 C75 73.9(2) . . . . ?
C55 N9 C70 C71 -112.07(17) . . . . ?
C75 C70 C71 C72 -1.3(2) . . . . ?
N9 C70 C71 C72 -175.30(13) . . . . ?
C75 C70 C71 C76 177.63(14) . . . . ?
N9 C70 C71 C76 3.7(2) . . . . ?
C70 C71 C72 C73 1.4(2) . . . . ?
C76 C71 C72 C73 -177.49(15) . . . . ?
C71 C72 C73 C74 -0.5(2) . . . . ?
C72 C73 C74 C75 -0.6(3) . . . . ?
C71 C70 C75 C74 0.3(2) . . . . ?
N9 C70 C75 C74 174.12(14) . . . . ?
C71 C70 C75 C79 -176.90(15) . . . . ?
N9 C70 C75 C79 -3.1(2) . . . . ?
C73 C74 C75 C70 0.7(2) . . . . ?
C73 C74 C75 C79 177.93(15) . . . . ?
C72 C71 C76 C78 -28.9(2) . . . . ?
C70 C71 C76 C78 152.14(16) . . . . ?
C72 C71 C76 C77 95.38(19) . . . . ?
C70 C71 C76 C77 -83.54(18) . . . . ?
C70 C75 C79 C80 -134.33(17) . . . . ?
C74 C75 C79 C80 48.5(2) . . . . ?
C70 C75 C79 C81 99.83(18) . . . . ?
C74 C75 C79 C81 -77.3(2) . . . . ?
C97 N12 C82 N10 177.29(14) . . . . ?
C97 N12 C82 C83 -1.0(2) . . . . ?
C90 N10 C82 N12 -4.1(2) . . . . ?
C90 N10 C82 C83 174.39(15) . . . . ?
N12 C82 C83 C88 -46.3(2) . . . . ?
N10 C82 C83 C88 135.31(15) . . . . ?
N12 C82 C83 C84 130.94(17) . . . . ?
N10 C82 C83 C84 -47.5(2) . . . . ?
C88 C83 C84 C85 0.6(2) . . . . ?
C82 C83 C84 C85 -176.76(15) . . . . ?
C83 C84 C85 C86 -1.3(2) . . . . ?
C89 O7 C86 C87 1.7(2) . . . . ?
C89 O7 C86 C85 -177.98(16) . . . . ?
C84 C85 C86 O7 -179.55(15) . . . . ?
C84 C85 C86 C87 0.8(2) . . . . ?
O7 C86 C87 C88 -179.08(15) . . . . ?
C85 C86 C87 C88 0.6(2) . . . . ?
C86 C87 C88 C83 -1.4(2) . . . . ?
C84 C83 C88 C87 0.8(2) . . . . ?
C82 C83 C88 C87 178.08(14) . . . . ?
C91 N11 C90 O8 0.3(3) . . . . ?
C91 N11 C90 N10 -179.07(15) . . . . ?
C82 N10 C90 O8 176.92(15) . . . . ?
C82 N10 C90 N11 -3.7(2) . . . . ?
C90 N11 C91 C96 -20.4(3) . . . . ?
C90 N11 C91 C92 161.99(16) . . . . ?
C96 C91 C92 C93 -0.4(3) . . . . ?
N11 C91 C92 C93 177.40(15) . . . . ?
C91 C92 C93 C94 -0.7(3) . . . . ?
C92 C93 C94 C95 1.2(3) . . . . ?
C92 C93 C94 CL4 -178.30(13) . . . . ?
C93 C94 C95 C96 -0.6(3) . . . . ?
CL4 C94 C95 C96 178.87(13) . . . . ?
C94 C95 C96 C91 -0.5(3) . . . . ?
C92 C91 C96 C95 0.9(2) . . . . ?
N11 C91 C96 C95 -176.65(15) . . . . ?
C82 N12 C97 C102 -75.5(2) . . . . ?
C82 N12 C97 C98 109.08(17) . . . . ?
C102 C97 C98 C99 0.9(2) . . . . ?
N12 C97 C98 C99 176.28(13) . . . . ?
C102 C97 C98 C103 -179.18(14) . . . . ?
N12 C97 C98 C103 -3.8(2) . . . . ?
C97 C98 C99 C100 -0.8(2) . . . . ?
C103 C98 C99 C100 179.21(14) . . . . ?
C98 C99 C100 C101 0.3(2) . . . . ?
C99 C100 C101 C102 0.2(2) . . . . ?
C100 C101 C102 C97 -0.2(2) . . . . ?
C100 C101 C102 C106 179.96(14) . . . . ?
C98 C97 C102 C101 -0.4(2) . . . . ?
N12 C97 C102 C101 -175.58(13) . . . . ?
C98 C97 C102 C106 179.47(14) . . . . ?
N12 C97 C102 C106 4.3(2) . . . . ?
C99 C98 C103 C104 22.5(2) . . . . ?
C97 C98 C103 C104 -157.48(15) . . . . ?
C99 C98 C103 C105 -102.17(17) . . . . ?
C97 C98 C103 C105 77.88(18) . . . . ?
C101 C102 C106 C107 -55.06(19) . . . . ?
C97 C102 C106 C107 125.11(16) . . . . ?
C101 C102 C106 C108 69.42(19) . . . . ?
C97 C102 C106 C108 -110.41(17) . . . . ?

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 O4 . . . 2.9180(17) 0.83(2) 2.10(2) 168.0(19) no
N2 H2 N3 . . . 2.633(2) 0.88(2) 1.90(2) 140.2(15) no
N4 H4A O2 . . . 2.8630(17) 0.841(19) 2.04(2) 167.9(18) no
N5 H5 N6 . . . 2.661(2) 0.90(2) 1.91(2) 140.3(15) no
N7 H7A O8 . . . 2.8695(18) 0.83(2) 2.05(2) 172(2) no
N8 H8 N9 . . . 2.654(2) 0.90(3) 1.93(2) 136.5(15) no
N10 H10 O6 . . . 2.9244(17) 0.87(2) 2.08(2) 165.3(19) no
N11 H11A N12 . . . 2.642(2) 0.86(3) 1.91(2) 142.2(15) no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
