# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

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

data_try1_ax
_database_code_depnum_ccdc_archive 'CCDC 2241948'
loop_
_audit_author_name
_audit_author_address
'Naveen Joseph Roy'
;Indian Institute of Science Education and Research Pune
India
;
_audit_update_record             
;
2023-02-15 deposited with the CCDC.	2023-03-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H15 Br N2 O2'
_chemical_formula_weight         335.20

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   7.588(4)
_cell_length_b                   13.617(8)
_cell_length_c                   14.984(9)
_cell_angle_alpha                67.863(17)
_cell_angle_beta                 80.098(17)
_cell_angle_gamma                77.161(16)
_cell_volume                     1391.6(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2902
_cell_measurement_theta_min      2.82
_cell_measurement_theta_max      24.67

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.600
_exptl_crystal_F_000             680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.559
_exptl_crystal_size_mid          0.254
_exptl_crystal_size_min          0.101
_exptl_absorpt_coefficient_mu    2.957
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5360
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'ceramic sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22357
_diffrn_reflns_av_unetI/netI     0.1263
_diffrn_reflns_av_R_equivalents  0.0882
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.474
_diffrn_reflns_theta_max         29.574
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7792
_reflns_number_gt                4415
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0338P)²] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0007(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7792
_refine_ls_number_parameters     368
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1174
_refine_ls_R_factor_gt           0.0509
_refine_ls_wR_factor_ref         0.1196
_refine_ls_wR_factor_gt          0.1003
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_restrained_S_all      0.963
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 1.24447(5) 0.44607(3) 0.05011(3) 0.03068(13) Uani 1 1 d . . . . .
O1 O 0.5027(3) 0.1327(2) 0.81853(19) 0.0277(7) Uani 1 1 d . . . . .
N1 N 0.5964(4) 0.4751(2) 0.6460(2) 0.0173(7) Uani 1 1 d . . . . .
H1 H 0.609970 0.541057 0.628031 0.021 Uiso 1 1 calc R U . . .
C1 C 0.4470(5) 0.4731(3) 0.8067(3) 0.0228(9) Uani 1 1 d . . . . .
H1A H 0.483064 0.542400 0.784020 0.034 Uiso 1 1 calc R U . . .
H1B H 0.498346 0.428847 0.866320 0.034 Uiso 1 1 calc R U . . .
H1C H 0.316982 0.481640 0.817427 0.034 Uiso 1 1 calc R U . . .
O2 O 0.7845(3) 0.55104(18) 0.46518(18) 0.0202(6) Uani 1 1 d . . . . .
Br2 Br 0.17882(5) 0.80333(3) 1.04603(3) 0.02654(12) Uani 1 1 d . . . . .
N2 N 0.8217(4) 0.3878(2) 0.4467(2) 0.0209(7) Uani 1 1 d . . . . .
H2 H 0.796664 0.324100 0.476087 0.025 Uiso 1 1 calc R U . . .
C2 C 0.5137(4) 0.4207(3) 0.7325(3) 0.0173(8) Uani 1 1 d . . . . .
N3 N 0.7903(4) 0.7738(2) 0.4425(2) 0.0168(7) Uani 1 1 d . . . . .
H3 H 0.769846 0.709501 0.458114 0.020 Uiso 1 1 calc R U . . .
O3 O 1.0318(3) 1.08011(19) 0.31302(19) 0.0221(6) Uani 1 1 d . . . . .
C3 C 0.5185(4) 0.3166(3) 0.7341(3) 0.0168(8) Uani 1 1 d . . . . .
O4 O 0.5634(3) 0.71048(19) 0.61372(18) 0.0204(6) Uani 1 1 d . . . . .
N4 N 0.6243(4) 0.8429(2) 0.6580(2) 0.0178(7) Uani 1 1 d . . . . .
H4 H 0.691492 0.891522 0.640207 0.021 Uiso 1 1 calc R U . . .
C4 C 0.6081(4) 0.3108(3) 0.6430(3) 0.0160(8) Uani 1 1 d . . . . .
C5 C 0.6563(4) 0.4113(3) 0.5902(3) 0.0168(8) Uani 1 1 d . . . . .
C6 C 0.4522(5) 0.2262(3) 0.8158(3) 0.0185(8) Uani 1 1 d . . . . .
C7 C 0.3196(5) 0.2493(3) 0.8963(3) 0.0229(9) Uani 1 1 d . . . . .
H7A H 0.381970 0.268706 0.936037 0.034 Uiso 1 1 calc R U . . .
H7B H 0.268223 0.186175 0.934970 0.034 Uiso 1 1 calc R U . . .
H7C H 0.224383 0.307478 0.868765 0.034 Uiso 1 1 calc R U . . .
C8 C 0.6334(5) 0.2161(3) 0.6099(3) 0.0210(8) Uani 1 1 d . . . . .
H8A H 0.596653 0.240651 0.545745 0.032 Uiso 1 1 calc R U . . .
H8B H 0.560634 0.164837 0.653293 0.032 Uiso 1 1 calc R U . . .
H8C H 0.758950 0.182822 0.609559 0.032 Uiso 1 1 calc R U . . .
C9 C 0.7582(4) 0.4574(3) 0.4959(3) 0.0169(8) Uani 1 1 d . . . . .
C10 C 0.9221(4) 0.4044(3) 0.3551(3) 0.0167(8) Uani 1 1 d . . . . .
C12 C 1.0921(5) 0.5093(3) 0.2129(3) 0.0224(9) Uani 1 1 d . . . . .
H12 H 1.141397 0.571179 0.177954 0.027 Uiso 1 1 calc R U . . .
C11 C 0.9980(5) 0.4973(3) 0.3040(3) 0.0234(9) Uani 1 1 d . . . . .
H11 H 0.985780 0.550545 0.330450 0.028 Uiso 1 1 calc R U . . .
C15 C 0.9465(5) 0.3246(3) 0.3154(3) 0.0202(8) Uani 1 1 d . . . . .
H15 H 0.897521 0.262521 0.349904 0.024 Uiso 1 1 calc R U . . .
C14 C 1.0422(4) 0.3353(3) 0.2257(3) 0.0187(8) Uani 1 1 d . . . . .
H14 H 1.059183 0.280835 0.200317 0.022 Uiso 1 1 calc R U . . .
C13 C 1.1123(4) 0.4292(3) 0.1744(3) 0.0201(9) Uani 1 1 d . . . . .
C16 C 0.9334(5) 0.7807(3) 0.2795(3) 0.0225(9) Uani 1 1 d . . . . .
H16A H 0.890564 0.831168 0.219489 0.034 Uiso 1 1 calc R U . . .
H16B H 0.884312 0.715979 0.297289 0.034 Uiso 1 1 calc R U . . .
H16C H 1.063587 0.764201 0.272037 0.034 Uiso 1 1 calc R U . . .
C17 C 0.8732(4) 0.8291(3) 0.3574(3) 0.0155(8) Uani 1 1 d . . . . .
C18 C 0.8853(4) 0.9294(3) 0.3601(2) 0.0139(7) Uani 1 1 d . . . . .
C19 C 0.7978(4) 0.9341(3) 0.4519(3) 0.0139(7) Uani 1 1 d . . . . .
C20 C 0.7423(4) 0.8348(3) 0.5019(3) 0.0157(8) Uani 1 1 d . . . . .
C21 C 0.9879(4) 1.0114(3) 0.2900(3) 0.0175(8) Uani 1 1 d . . . . .
C22 C 1.0460(5) 1.0085(3) 0.1895(3) 0.0227(9) Uani 1 1 d . . . . .
H22A H 0.946435 0.997168 0.164793 0.034 Uiso 1 1 calc R U . . .
H22B H 1.146443 0.950826 0.191736 0.034 Uiso 1 1 calc R U . . .
H22C H 1.082014 1.075599 0.147851 0.034 Uiso 1 1 calc R U . . .
C23 C 0.7552(4) 1.0320(3) 0.4818(3) 0.0182(8) Uani 1 1 d . . . . .
H23A H 0.746596 1.096069 0.425109 0.027 Uiso 1 1 calc R U . . .
H23B H 0.850091 1.030540 0.517402 0.027 Uiso 1 1 calc R U . . .
H23C H 0.641805 1.031565 0.521785 0.027 Uiso 1 1 calc R U . . .
C24 C 0.6363(4) 0.7899(3) 0.5958(3) 0.0148(8) Uani 1 1 d . . . . .
C25 C 0.5177(4) 0.8301(3) 0.7480(2) 0.0146(8) Uani 1 1 d . . . . .
C26 C 0.3926(4) 0.7585(3) 0.7853(3) 0.0178(8) Uani 1 1 d . . . . .
H26 H 0.375442 0.717527 0.750967 0.021 Uiso 1 1 calc R U . . .
C27 C 0.2945(5) 0.7505(3) 0.8753(3) 0.0201(8) Uani 1 1 d . . . . .
H27 H 0.213740 0.702174 0.902068 0.024 Uiso 1 1 calc R U . . .
C28 C 0.3174(5) 0.8139(3) 0.9244(3) 0.0190(8) Uani 1 1 d . . . . .
C29 C 0.4360(5) 0.8872(3) 0.8862(3) 0.0214(9) Uani 1 1 d . . . . .
H29 H 0.448768 0.930469 0.919318 0.026 Uiso 1 1 calc R U . . .
C30 C 0.5350(5) 0.8948(3) 0.7976(3) 0.0195(8) Uani 1 1 d . . . . .
H30 H 0.614293 0.943967 0.771113 0.023 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C13 1.915(4) . ?
O1 C6 1.233(4) . ?
N1 C2 1.352(4) . ?
N1 C5 1.379(4) . ?
N1 H1 0.8600 . ?
C1 C2 1.499(5) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
O2 C9 1.232(4) . ?
Br2 C28 1.913(4) . ?
N2 C9 1.369(4) . ?
N2 C10 1.414(4) . ?
N2 H2 0.8600 . ?
C2 C3 1.402(5) . ?
N3 C17 1.342(4) . ?
N3 C20 1.388(4) . ?
N3 H3 0.8600 . ?
O3 C21 1.235(4) . ?
C3 C4 1.438(5) . ?
C3 C6 1.481(5) . ?
O4 C24 1.243(4) . ?
N4 C24 1.359(5) . ?
N4 C25 1.418(4) . ?
N4 H4 0.8600 . ?
C4 C5 1.392(5) . ?
C4 C8 1.511(5) . ?
C5 C9 1.469(5) . ?
C6 C7 1.514(5) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C10 C15 1.388(5) . ?
C10 C11 1.400(5) . ?
C12 C13 1.382(5) . ?
C12 C11 1.396(5) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?
C15 C14 1.386(5) . ?
C15 H15 0.9300 . ?
C14 C13 1.389(5) . ?
C14 H14 0.9300 . ?
C16 C17 1.506(5) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.405(5) . ?
C18 C19 1.439(5) . ?
C18 C21 1.476(5) . ?
C19 C20 1.396(5) . ?
C19 C23 1.514(5) . ?
C20 C24 1.476(5) . ?
C21 C22 1.509(5) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C25 C30 1.388(5) . ?
C25 C26 1.408(5) . ?
C26 C27 1.402(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.381(5) . ?
C27 H27 0.9300 . ?
C28 C29 1.388(5) . ?
C29 C30 1.388(5) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C5 111.4(3) . . ?
C2 N1 H1 124.3 . . ?
C5 N1 H1 124.3 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C9 N2 C10 130.1(3) . . ?
C9 N2 H2 114.9 . . ?
C10 N2 H2 114.9 . . ?
N1 C2 C3 107.0(3) . . ?
N1 C2 C1 120.2(3) . . ?
C3 C2 C1 132.6(3) . . ?
C17 N3 C20 110.6(3) . . ?
C17 N3 H3 124.7 . . ?
C20 N3 H3 124.7 . . ?
C2 C3 C4 107.7(3) . . ?
C2 C3 C6 126.8(3) . . ?
C4 C3 C6 125.5(3) . . ?
C24 N4 C25 129.8(3) . . ?
C24 N4 H4 115.1 . . ?
C25 N4 H4 115.1 . . ?
C5 C4 C3 106.3(3) . . ?
C5 C4 C8 127.3(3) . . ?
C3 C4 C8 126.2(3) . . ?
N1 C5 C4 107.6(3) . . ?
N1 C5 C9 117.8(3) . . ?
C4 C5 C9 134.5(3) . . ?
O1 C6 C3 120.7(3) . . ?
O1 C6 C7 119.7(3) . . ?
C3 C6 C7 119.6(3) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O2 C9 N2 123.5(3) . . ?
O2 C9 C5 121.8(3) . . ?
N2 C9 C5 114.7(3) . . ?
C15 C10 C11 119.4(4) . . ?
C15 C10 N2 118.2(3) . . ?
C11 C10 N2 122.4(3) . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C11 C10 119.3(4) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
C14 C15 C10 121.6(3) . . ?
C14 C15 H15 119.2 . . ?
C10 C15 H15 119.2 . . ?
C15 C14 C13 118.5(4) . . ?
C15 C14 H14 120.7 . . ?
C13 C14 H14 120.7 . . ?
C12 C13 C14 121.1(3) . . ?
C12 C13 Br1 119.6(3) . . ?
C14 C13 Br1 119.3(3) . . ?
C17 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C17 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N3 C17 C18 107.9(3) . . ?
N3 C17 C16 120.5(3) . . ?
C18 C17 C16 131.6(3) . . ?
C17 C18 C19 107.5(3) . . ?
C17 C18 C21 128.1(3) . . ?
C19 C18 C21 123.9(3) . . ?
C20 C19 C18 105.9(3) . . ?
C20 C19 C23 127.4(3) . . ?
C18 C19 C23 126.3(3) . . ?
N3 C20 C19 108.0(3) . . ?
N3 C20 C24 118.0(3) . . ?
C19 C20 C24 133.7(3) . . ?
O3 C21 C18 121.4(3) . . ?
O3 C21 C22 119.5(3) . . ?
C18 C21 C22 119.1(3) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C19 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O4 C24 N4 124.1(3) . . ?
O4 C24 C20 121.0(3) . . ?
N4 C24 C20 114.9(3) . . ?
C30 C25 C26 120.0(3) . . ?
C30 C25 N4 117.4(3) . . ?
C26 C25 N4 122.5(3) . . ?
C27 C26 C25 118.5(4) . . ?
C27 C26 H26 120.7 . . ?
C25 C26 H26 120.7 . . ?
C28 C27 C26 120.3(3) . . ?
C28 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C27 C28 C29 121.3(3) . . ?
C27 C28 Br2 119.5(3) . . ?
C29 C28 Br2 119.1(3) . . ?
C30 C29 C28 118.7(4) . . ?
C30 C29 H29 120.7 . . ?
C28 C29 H29 120.7 . . ?
C25 C30 C29 121.1(3) . . ?
C25 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?

_refine_diff_density_max         0.620
_refine_diff_density_min         -0.804
_refine_diff_density_rms         0.121



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Ethyl acetate'
####################################################################### 
# 
# 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_TBACL
_database_code_depnum_ccdc_archive 'CCDC 2241950'
loop_
_audit_author_name
_audit_author_address
'Naveen Joseph Roy'
;Indian Institute of Science Education and Research Pune
India
;
_audit_update_record             
;
2023-02-15 deposited with the CCDC.	2023-03-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H51 Br Cl N3 O2'
_chemical_formula_weight         613.10

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   7.5114(14)
_cell_length_b                   23.535(4)
_cell_length_c                   18.064(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.010(10)
_cell_angle_gamma                90
_cell_volume                     3193.4(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9803
_cell_measurement_theta_min      2.94
_cell_measurement_theta_max      22.8

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_F_000             1304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.470
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    1.402
_shelx_estimated_absorpt_T_min   0.559
_shelx_estimated_absorpt_T_max   0.861
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.65
_exptl_absorpt_correction_T_max  0.88
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Bruker microfocus X-ray (I\^I1/4S) source'
_diffrn_measurement_device_type  'PHOTON 100 CMOS'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            63359
_diffrn_reflns_av_unetI/netI     0.1068
_diffrn_reflns_av_R_equivalents  0.2346
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.065
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5609
_reflns_number_gt                3966
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_computing_data_collection       'APEX2 (Bruker, 2016)'
_computing_cell_refinement       'APEX2/SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'

_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0842P)²+15.5857P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5609
_refine_ls_number_parameters     359
_refine_ls_number_restraints     636
_refine_ls_R_factor_all          0.1339
_refine_ls_R_factor_gt           0.0842
_refine_ls_wR_factor_ref         0.2097
_refine_ls_wR_factor_gt          0.1778
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3492(13) 0.3865(4) 0.8695(5) 0.025(2) Uani 1 1 d . U . . .
C2 C 0.3623(13) 0.3747(4) 0.7966(5) 0.0264(19) Uani 1 1 d . U . . .
H2 H 0.381123 0.403650 0.762448 0.032 Uiso 1 1 calc R U . . .
C3 C 0.3469(12) 0.3170(3) 0.7725(5) 0.0226(19) Uani 1 1 d . U . . .
H3 H 0.357343 0.307995 0.722549 0.027 Uiso 1 1 calc R U . . .
C4 C 0.3167(11) 0.2753(3) 0.8237(5) 0.0195(18) Uani 1 1 d . U . . .
C5 C 0.3054(10) 0.2885(3) 0.8985(5) 0.0218(17) Uani 1 1 d . U . . .
H5 H 0.286604 0.259835 0.933045 0.026 Uiso 1 1 calc R U . . .
C6 C 0.3224(11) 0.3449(4) 0.9217(5) 0.025(2) Uani 1 1 d . U . . .
H6 H 0.315699 0.354148 0.971695 0.030 Uiso 1 1 calc R U . . .
C7 C 0.2470(11) 0.1709(3) 0.8333(5) 0.0181(18) Uani 1 1 d . U . . .
C8 C 0.2329(11) 0.1190(3) 0.7876(5) 0.0186(18) Uani 1 1 d . U . . .
C9 C 0.1988(12) 0.0650(3) 0.6863(5) 0.0207(18) Uani 1 1 d . U . . .
C10 C 0.1975(12) 0.0293(3) 0.7486(5) 0.0205(18) Uani 1 1 d . U . . .
C11 C 0.2198(11) 0.0630(3) 0.8134(5) 0.0187(18) Uani 1 1 d . U . . .
C12 C 0.1786(12) -0.0331(4) 0.7486(5) 0.026(2) Uani 1 1 d . U . . .
C13 C 0.1397(15) -0.0639(4) 0.6774(5) 0.035(2) Uani 1 1 d . U . . .
H13A H 0.236668 -0.058446 0.643492 0.052 Uiso 1 1 calc R U . . .
H13B H 0.032219 -0.049101 0.655961 0.052 Uiso 1 1 calc R U . . .
H13C H 0.125282 -0.103688 0.687206 0.052 Uiso 1 1 calc R U . . .
C14 C 0.1806(12) 0.0559(3) 0.6059(5) 0.028(2) Uani 1 1 d . U . . .
H14A H 0.174690 0.091917 0.581201 0.042 Uiso 1 1 calc R U . . .
H14B H 0.073664 0.034787 0.596239 0.042 Uiso 1 1 calc R U . . .
H14C H 0.281437 0.034921 0.588059 0.042 Uiso 1 1 calc R U . . .
C15 C 0.2256(12) 0.0438(3) 0.8914(5) 0.0232(19) Uani 1 1 d . U . . .
H15A H 0.234147 0.076279 0.923438 0.035 Uiso 1 1 calc R U . . .
H15B H 0.327314 0.019776 0.898717 0.035 Uiso 1 1 calc R U . . .
H15C H 0.119082 0.023025 0.902732 0.035 Uiso 1 1 calc R U . . .
C16 C -0.3047(11) 0.2430(3) 0.9960(5) 0.0200(18) Uani 1 1 d D U . A 1
H16A H -0.362454 0.245237 0.948053 0.024 Uiso 1 1 calc R U . A 1
H16B H -0.382147 0.261530 1.031546 0.024 Uiso 1 1 calc R U . A 1
C17 C -0.1331(12) 0.2760(3) 0.9921(5) 0.0206(18) Uani 1 1 d D U . A 1
H17A H -0.057178 0.260102 0.953884 0.025 Uiso 1 1 calc R U . A 1
H17B H -0.070756 0.273265 1.038998 0.025 Uiso 1 1 calc R U . A 1
C18 C -0.1735(13) 0.3386(3) 0.9745(5) 0.031(2) Uani 1 1 d D U . A 1
H18A H -0.063777 0.357405 0.960229 0.037 Uiso 1 1 calc R U . A 1
H18B H -0.254169 0.340342 0.932645 0.037 Uiso 1 1 calc R U . A 1
C19 C -0.2556(14) 0.3707(4) 1.0390(5) 0.038(3) Uani 1 1 d D U . A 1
H19A H -0.366336 0.353112 1.052453 0.058 Uiso 1 1 calc R U . A 1
H19B H -0.276761 0.409385 1.024734 0.058 Uiso 1 1 calc R U . A 1
H19C H -0.175767 0.369752 1.080432 0.058 Uiso 1 1 calc R U . A 1
C20 C -0.2089(11) 0.1453(3) 0.9549(4) 0.0216(18) Uani 1 1 d D U . . .
H20A H -0.096613 0.162503 0.940682 0.026 Uiso 1 1 calc R U . . .
H20B H -0.182805 0.107601 0.973690 0.026 Uiso 1 1 calc R U . . .
C21 C -0.3231(11) 0.1392(3) 0.8860(4) 0.0238(19) Uani 1 1 d D U . . .
H21A H -0.366124 0.176145 0.870485 0.029 Uiso 1 1 calc R U . . .
H21B H -0.425140 0.115268 0.896611 0.029 Uiso 1 1 calc R U . . .
C22 C -0.2117(11) 0.1126(4) 0.8243(4) 0.025(2) Uani 1 1 d D U . . .
H22A H -0.161026 0.077216 0.842188 0.030 Uiso 1 1 calc R U . . .
H22B H -0.113916 0.137909 0.812480 0.030 Uiso 1 1 calc R U . . .
C23 C -0.3174(13) 0.1005(4) 0.7535(5) 0.034(2) Uani 1 1 d D U . . .
H23A H -0.411170 0.074020 0.764117 0.051 Uiso 1 1 calc R U . . .
H23B H -0.239490 0.084623 0.716754 0.051 Uiso 1 1 calc R U . . .
H23C H -0.367637 0.135259 0.735174 0.051 Uiso 1 1 calc R U . . .
C24 C -0.1679(10) 0.1734(3) 1.0839(4) 0.0205(18) Uani 1 1 d D U . . .
H24A H -0.051598 0.188609 1.071648 0.025 Uiso 1 1 calc R U . . .
H24B H -0.153492 0.133177 1.093977 0.025 Uiso 1 1 calc R U . . .
C25 C -0.2346(11) 0.2025(4) 1.1538(4) 0.0216(19) Uani 1 1 d D U . . .
H25A H -0.275086 0.240514 1.141809 0.026 Uiso 1 1 calc R U . . .
H25B H -0.334935 0.181459 1.173628 0.026 Uiso 1 1 calc R U . . .
C26 C -0.0907(12) 0.2058(4) 1.2110(4) 0.027(2) Uani 1 1 d D U . . .
H26A H 0.005083 0.229520 1.192554 0.033 Uiso 1 1 calc R U . . .
H26B H -0.042825 0.168042 1.219417 0.033 Uiso 1 1 calc R U . . .
C27 C -0.1564(13) 0.2296(4) 1.2834(5) 0.034(2) Uani 1 1 d D U . . .
H27A H -0.192359 0.268406 1.276462 0.051 Uiso 1 1 calc R U . . .
H27B H -0.062626 0.227985 1.319458 0.051 Uiso 1 1 calc R U . . .
H27C H -0.256075 0.207699 1.300410 0.051 Uiso 1 1 calc R U . . .
C28 C -0.4769(10) 0.1612(3) 1.0336(5) 0.0169(17) Uani 1 1 d D U . . .
H28A H -0.547466 0.167134 0.989254 0.020 Uiso 1 1 calc R U . . .
H28B H -0.525085 0.185743 1.071752 0.020 Uiso 1 1 calc R U . . .
C29 C -0.5018(11) 0.1000(3) 1.0581(5) 0.023(2) Uani 1 1 d D U . . .
H29A H -0.478838 0.074481 1.017100 0.028 Uiso 1 1 calc R U . . .
H29B H -0.419091 0.091091 1.097714 0.028 Uiso 1 1 calc R U . . .
C30 C -0.6912(11) 0.0927(3) 1.0850(5) 0.024(2) Uani 1 1 d D U . . .
H30A H -0.772766 0.103488 1.045768 0.029 Uiso 1 1 calc R U . . .
H30B H -0.711814 0.117730 1.126759 0.029 Uiso 1 1 calc R U . . .
C31 C -0.7283(14) 0.0316(3) 1.1080(6) 0.037(2) Uani 1 1 d D U . . .
H31A H -0.715641 0.007094 1.065906 0.056 Uiso 1 1 calc R U . . .
H31B H -0.847394 0.028837 1.126949 0.056 Uiso 1 1 calc R U . . .
H31C H -0.645310 0.020495 1.145731 0.056 Uiso 1 1 calc R U . . .
N1 N 0.2973(10) 0.2192(3) 0.7948(4) 0.0205(15) Uani 1 1 d . U . . .
N2 N 0.2202(10) 0.1191(3) 0.7132(4) 0.0220(16) Uani 1 1 d . U . . .
N3 N -0.2886(9) 0.1802(2) 1.0175(4) 0.0207(15) Uani 1 1 d D U . . .
O1 O 0.2219(8) 0.1715(2) 0.8994(3) 0.0230(13) Uani 1 1 d . U . . .
O2 O 0.1933(10) -0.0603(3) 0.8062(4) 0.0387(17) Uani 1 1 d . U . . .
Cl1 Cl 0.3018(3) 0.22066(8) 0.61238(12) 0.0269(5) Uani 1 1 d . . . . .
Br1 Br 0.36900(16) 0.46345(3) 0.90163(6) 0.0371(3) Uani 1 1 d . . . . .
H1 H 0.311(11) 0.216(3) 0.738(5) 0.018(11) Uiso 1 1 d . U . . .
H2A H 0.240(12) 0.150(4) 0.670(5) 0.028(11) Uiso 1 1 d . U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.351(12) . ?
C1 C6 1.374(12) . ?
C1 Br1 1.906(9) . ?
C2 C3 1.429(12) . ?
C2 H2 0.9300 . ?
C3 C4 1.368(12) . ?
C3 H3 0.9300 . ?
C4 C5 1.388(13) . ?
C4 N1 1.427(10) . ?
C5 C6 1.399(11) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 O1 1.209(10) . ?
C7 N1 1.384(11) . ?
C7 C8 1.479(12) . ?
C8 N2 1.347(11) . ?
C8 C11 1.401(11) . ?
C9 N2 1.371(10) . ?
C9 C10 1.405(12) . ?
C9 C14 1.474(12) . ?
C10 C11 1.422(12) . ?
C10 C12 1.476(11) . ?
C11 C15 1.481(12) . ?
C12 O2 1.227(11) . ?
C12 C13 1.505(13) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.506(10) . ?
C16 N3 1.533(8) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.539(9) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.518(10) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.518(9) . ?
C20 N3 1.520(9) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.528(9) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.532(10) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 N3 1.512(9) . ?
C24 C25 1.522(9) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.498(10) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.506(10) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 N3 1.512(9) . ?
C28 C29 1.519(9) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.512(10) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.522(9) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
N1 H1 1.04(8) . ?
N2 H2A 1.07(9) . ?

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
C2 C1 C6 122.2(8) . . ?
C2 C1 Br1 119.2(6) . . ?
C6 C1 Br1 118.7(6) . . ?
C1 C2 C3 119.2(8) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 H2 120.4 . . ?
C4 C3 C2 119.2(8) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 120.5(7) . . ?
C3 C4 N1 115.7(8) . . ?
C5 C4 N1 123.8(7) . . ?
C4 C5 C6 119.9(8) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C5 119.0(8) . . ?
C1 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
O1 C7 N1 122.0(7) . . ?
O1 C7 C8 123.2(7) . . ?
N1 C7 C8 114.8(7) . . ?
N2 C8 C11 109.2(7) . . ?
N2 C8 C7 124.0(7) . . ?
C11 C8 C7 126.7(8) . . ?
N2 C9 C10 105.8(7) . . ?
N2 C9 C14 119.7(7) . . ?
C10 C9 C14 134.5(7) . . ?
C9 C10 C11 108.9(7) . . ?
C9 C10 C12 126.6(8) . . ?
C11 C10 C12 124.5(8) . . ?
C8 C11 C10 105.0(7) . . ?
C8 C11 C15 126.9(8) . . ?
C10 C11 C15 128.1(7) . . ?
O2 C12 C10 120.6(8) . . ?
O2 C12 C13 119.5(8) . . ?
C10 C12 C13 119.9(8) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C9 C14 H14A 109.5 . . ?
C9 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C9 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C15 H15A 109.5 . . ?
C11 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C11 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 N3 116.2(6) . . ?
C17 C16 H16A 108.2 . . ?
N3 C16 H16A 108.2 . . ?
C17 C16 H16B 108.2 . . ?
N3 C16 H16B 108.2 . . ?
H16A C16 H16B 107.4 . . ?
C16 C17 C18 109.5(7) . . ?
C16 C17 H17A 109.8 . . ?
C18 C17 H17A 109.8 . . ?
C16 C17 H17B 109.8 . . ?
C18 C17 H17B 109.8 . . ?
H17A C17 H17B 108.2 . . ?
C19 C18 C17 113.5(7) . . ?
C19 C18 H18A 108.9 . . ?
C17 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
C17 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 N3 116.0(6) . . ?
C21 C20 H20A 108.3 . . ?
N3 C20 H20A 108.3 . . ?
C21 C20 H20B 108.3 . . ?
N3 C20 H20B 108.3 . . ?
H20A C20 H20B 107.4 . . ?
C20 C21 C22 109.1(7) . . ?
C20 C21 H21A 109.9 . . ?
C22 C21 H21A 109.9 . . ?
C20 C21 H21B 109.9 . . ?
C22 C21 H21B 109.9 . . ?
H21A C21 H21B 108.3 . . ?
C21 C22 C23 113.7(7) . . ?
C21 C22 H22A 108.8 . . ?
C23 C22 H22A 108.8 . . ?
C21 C22 H22B 108.8 . . ?
C23 C22 H22B 108.8 . . ?
H22A C22 H22B 107.7 . . ?
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 . . ?
N3 C24 C25 114.4(6) . . ?
N3 C24 H24A 108.6 . . ?
C25 C24 H24A 108.6 . . ?
N3 C24 H24B 108.6 . . ?
C25 C24 H24B 108.6 . . ?
H24A C24 H24B 107.6 . . ?
C26 C25 C24 111.0(7) . . ?
C26 C25 H25A 109.4 . . ?
C24 C25 H25A 109.4 . . ?
C26 C25 H25B 109.4 . . ?
C24 C25 H25B 109.4 . . ?
H25A C25 H25B 108.0 . . ?
C25 C26 C27 112.4(8) . . ?
C25 C26 H26A 109.1 . . ?
C27 C26 H26A 109.1 . . ?
C25 C26 H26B 109.1 . . ?
C27 C26 H26B 109.1 . . ?
H26A C26 H26B 107.8 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N3 C28 C29 116.9(6) . . ?
N3 C28 H28A 108.1 . . ?
C29 C28 H28A 108.1 . . ?
N3 C28 H28B 108.1 . . ?
C29 C28 H28B 108.1 . . ?
H28A C28 H28B 107.3 . . ?
C30 C29 C28 108.5(7) . . ?
C30 C29 H29A 110.0 . . ?
C28 C29 H29A 110.0 . . ?
C30 C29 H29B 110.0 . . ?
C28 C29 H29B 110.0 . . ?
H29A C29 H29B 108.4 . . ?
C29 C30 C31 111.5(7) . . ?
C29 C30 H30A 109.3 . . ?
C31 C30 H30A 109.3 . . ?
C29 C30 H30B 109.3 . . ?
C31 C30 H30B 109.3 . . ?
H30A C30 H30B 108.0 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C7 N1 C4 127.2(7) . . ?
C7 N1 H1 117(5) . . ?
C4 N1 H1 115(5) . . ?
C8 N2 C9 111.1(7) . . ?
C8 N2 H2A 136(5) . . ?
C9 N2 H2A 113(5) . . ?
C28 N3 C24 112.1(6) . . ?
C28 N3 C20 110.6(6) . . ?
C24 N3 C20 107.2(6) . . ?
C28 N3 C16 105.1(5) . . ?
C24 N3 C16 110.5(6) . . ?
C20 N3 C16 111.4(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.4(15) . . . . ?
Br1 C1 C2 C3 -179.8(7) . . . . ?
C1 C2 C3 C4 0.9(14) . . . . ?
C2 C3 C4 C5 -1.6(13) . . . . ?
C2 C3 C4 N1 178.1(8) . . . . ?
C3 C4 C5 C6 1.0(13) . . . . ?
N1 C4 C5 C6 -178.7(8) . . . . ?
C2 C1 C6 C5 -1.0(14) . . . . ?
Br1 C1 C6 C5 179.2(6) . . . . ?
C4 C5 C6 C1 0.3(13) . . . . ?
O1 C7 C8 N2 164.3(8) . . . . ?
N1 C7 C8 N2 -17.7(12) . . . . ?
O1 C7 C8 C11 -11.6(14) . . . . ?
N1 C7 C8 C11 166.4(8) . . . . ?
N2 C9 C10 C11 -0.5(10) . . . . ?
C14 C9 C10 C11 -179.4(10) . . . . ?
N2 C9 C10 C12 -179.7(9) . . . . ?
C14 C9 C10 C12 1.4(17) . . . . ?
N2 C8 C11 C10 -0.2(10) . . . . ?
C7 C8 C11 C10 176.2(8) . . . . ?
N2 C8 C11 C15 -179.4(8) . . . . ?
C7 C8 C11 C15 -3.0(15) . . . . ?
C9 C10 C11 C8 0.4(10) . . . . ?
C12 C10 C11 C8 179.7(8) . . . . ?
C9 C10 C11 C15 179.6(8) . . . . ?
C12 C10 C11 C15 -1.1(15) . . . . ?
C9 C10 C12 O2 174.3(9) . . . . ?
C11 C10 C12 O2 -4.9(14) . . . . ?
C9 C10 C12 C13 -6.2(14) . . . . ?
C11 C10 C12 C13 174.7(9) . . . . ?
N3 C16 C17 C18 -176.7(7) . . . . ?
C16 C17 C18 C19 72.4(10) . . . . ?
N3 C20 C21 C22 169.9(7) . . . . ?
C20 C21 C22 C23 176.0(7) . . . . ?
N3 C24 C25 C26 -166.5(7) . . . . ?
C24 C25 C26 C27 -174.9(7) . . . . ?
N3 C28 C29 C30 169.5(7) . . . . ?
C28 C29 C30 C31 177.9(8) . . . . ?
O1 C7 N1 C4 -3.9(13) . . . . ?
C8 C7 N1 C4 178.1(8) . . . . ?
C3 C4 N1 C7 -172.4(8) . . . . ?
C5 C4 N1 C7 7.3(13) . . . . ?
C11 C8 N2 C9 -0.1(10) . . . . ?
C7 C8 N2 C9 -176.6(8) . . . . ?
C10 C9 N2 C8 0.3(10) . . . . ?
C14 C9 N2 C8 179.5(8) . . . . ?
C29 C28 N3 C24 -58.7(9) . . . . ?
C29 C28 N3 C20 60.9(9) . . . . ?
C29 C28 N3 C16 -178.8(7) . . . . ?
C25 C24 N3 C28 -54.4(8) . . . . ?
C25 C24 N3 C20 -176.0(7) . . . . ?
C25 C24 N3 C16 62.4(9) . . . . ?
C21 C20 N3 C28 48.9(9) . . . . ?
C21 C20 N3 C24 171.4(7) . . . . ?
C21 C20 N3 C16 -67.5(9) . . . . ?
C17 C16 N3 C28 167.9(7) . . . . ?
C17 C16 N3 C24 46.8(9) . . . . ?
C17 C16 N3 C20 -72.3(9) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C3 H3 Cl1 0.93 2.89 3.691(9) 144.9 . yes
C5 H5 O1 0.93 2.22 2.825(9) 121.9 . yes
C13 H13A Br1 0.96 3.12 4.009(11) 155.6 2_646 yes
C14 H14C Br1 0.96 3.12 4.025(9) 156.9 2_646 yes
C16^a H16B^a Cl1 0.97 2.82 3.727(9) 156.2 4_466 yes
C20 H20A O1 0.97 2.52 3.443(10) 160.1 . yes
C24 H24B O2 0.97 2.51 3.327(10) 142.2 3_557 yes
C28 H28A O1 0.97 2.38 3.324(10) 165.5 1_455 yes
C28 H28B Cl1 0.97 2.66 3.539(8) 150.6 4_466 yes
C29 H29B O2 0.97 2.53 3.500(12) 174.8 3_557 yes
N1 H1 Cl1 1.04(8) 2.27(8) 3.296(8) 169(7) . yes
N2 H2A Cl1 1.07(9) 2.02(9) 3.068(8) 165(7) . yes
C3 H3 Cl1 0.93 2.89 3.691(9) 144.9 . yes
C5 H5 O1 0.93 2.22 2.825(9) 121.9 . yes
C13 H13A Br1 0.96 3.12 4.009(11) 155.6 2_646 yes
C14 H14C Br1 0.96 3.12 4.025(9) 156.9 2_646 yes
C16^a H16B^a Cl1 0.97 2.82 3.727(9) 156.2 4_466 yes
C20 H20A O1 0.97 2.52 3.443(10) 160.1 . yes
C24 H24B O2 0.97 2.51 3.327(10) 142.2 3_557 yes
C28 H28A O1 0.97 2.38 3.324(10) 165.5 1_455 yes
C28 H28B Cl1 0.97 2.66 3.539(8) 150.6 4_466 yes
C29 H29B O2 0.97 2.53 3.500(12) 174.8 3_557 yes
N1 H1 Cl1 1.04(8) 2.27(8) 3.296(8) 169(7) . yes
N2 H2A Cl1 1.07(9) 2.02(9) 3.068(8) 165(7) . yes

_refine_diff_density_max         1.162
_refine_diff_density_min         -1.495
_refine_diff_density_rms         0.147


# start Validation Reply Form
_vrf_RINTA01_TBACL               
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: This is due to the pressence pf pseudo merohedral twin.
;
_vrf_PLAT020_TBACL               
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.235 Report
RESPONSE:  This is due to the pressence pf pseudo merohedral twin.
;
_vrf_PLAT353_TBACL               
;
PROBLEM: Long   N-H (N0.87,N1.01A)  N2       - H2A      .       1.08 Ang.  
RESPONSE: ...
;
# end Validation Reply Form

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Acetonitrile'
