# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_inn-sohan-ii-350_mo
_database_code_depnum_ccdc_archive 'CCDC 1992303'
loop_
_audit_author_name
_audit_author_address
'SOHAN LAL'
;Indian Institute of Technology Bombay
India
;
_audit_update_record             
;
2020-03-23 deposited with the CCDC.	2026-04-22 downloaded from the CCDC.
;
_audit_creation_date             2020-03-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H22 Br N O3 S'
_chemical_formula_sum            'C27 H22 Br N O3 S'
_chemical_formula_weight         520.42
_chemical_melting_point          497-498
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   10.4378(5)
_cell_length_b                   10.0604(4)
_cell_length_c                   21.4824(10)
_cell_angle_alpha                90
_cell_angle_beta                 101.308(5)
_cell_angle_gamma                90
_cell_volume                     2212.04(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6560
_cell_measurement_temperature    150
_cell_measurement_theta_max      31.2110
_cell_measurement_theta_min      2.2450
_shelx_estimated_absorpt_T_max   0.861
_shelx_estimated_absorpt_T_min   0.792
_exptl_absorpt_coefficient_mu    1.984
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74779
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.123
_exptl_crystal_size_mid          0.113
_exptl_crystal_size_min          0.078
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_av_unetI/netI     0.0477
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            11757
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.488
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    8.00    --  -20.00   0.00 108.00  360
  2  ω    -70.00  10.00   0.50    8.00    --  -20.00 -72.00 -36.00  160
  3  ω    -45.00 -14.00   0.50    8.00    --  -20.00  72.00 108.00   62
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0103801000
_diffrn_orient_matrix_UB_12      -0.0686556000
_diffrn_orient_matrix_UB_13      0.0065873000
_diffrn_orient_matrix_UB_21      0.0320634000
_diffrn_orient_matrix_UB_22      -0.0058228000
_diffrn_orient_matrix_UB_23      -0.0260896000
_diffrn_orient_matrix_UB_31      0.0605439000
_diffrn_orient_matrix_UB_32      0.0148797000
_diffrn_orient_matrix_UB_33      0.0202633000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3170
_reflns_number_total             3886
_reflns_odcompleteness_completeness 89.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.11
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.364
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         3886
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0365
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0264P)²+1.9956P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0745
_refine_ls_wR_factor_ref         0.0812
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C3(H3), C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C11(H11A,H11B), C12(H12A,H12B)
2.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C7(H7), C19(H19), C25(H25), C24(H24), C23(H23), C27(H27), C20(H20),
 C18(H18), C17(H17), C26(H26)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.37060(3) 0.75130(3) 0.50961(2) 0.02465(11) Uani 1 1 d . . . . .
S1 S 0.32816(7) 0.11815(7) 0.51956(3) 0.01971(18) Uani 1 1 d . . . . .
O3 O 0.21441(19) 0.78717(18) 0.62911(9) 0.0229(5) Uani 1 1 d . . . . .
O2 O 0.06721(18) 0.70394(18) 0.54595(9) 0.0205(5) Uani 1 1 d . . . . .
O1 O 0.1389(2) 0.22046(19) 0.60504(10) 0.0292(5) Uani 1 1 d . . . . .
N1 N 0.2311(2) 0.1377(2) 0.38657(11) 0.0195(5) Uani 1 1 d . . . . .
C8 C 0.3885(3) 0.5740(3) 0.61873(14) 0.0220(7) Uani 1 1 d . . . . .
H8 H 0.4813 0.5762 0.6265 0.026 Uiso 1 1 calc R . . . .
C22 C 0.3318(3) -0.0547(3) 0.34079(13) 0.0179(6) Uani 1 1 d . . . . .
C7 C 0.3151(3) 0.5263(3) 0.65708(14) 0.0231(7) Uani 1 1 d . . . . .
H7 H 0.3463 0.4886 0.6978 0.028 Uiso 1 1 calc R . . . .
C19 C 0.1236(3) 0.3613(3) 0.24854(14) 0.0280(7) Uani 1 1 d . . . . .
H19 H 0.0876 0.3625 0.2044 0.034 Uiso 1 1 calc R . . . .
C4 C 0.2303(3) 0.5058(3) 0.52130(12) 0.0149(6) Uani 1 1 d . . . . .
H4 H 0.1726 0.5382 0.4814 0.018 Uiso 1 1 calc R . . . .
C13 C 0.2745(3) 0.3272(3) 0.44328(13) 0.0160(6) Uani 1 1 d . . . . .
C25 C 0.5313(3) -0.1646(3) 0.28785(14) 0.0296(8) Uani 1 1 d . . . . .
H25 H 0.5994 -0.2017 0.2698 0.036 Uiso 1 1 calc R . . . .
C24 C 0.5486(3) -0.0429(3) 0.31865(14) 0.0265(7) Uani 1 1 d . . . . .
H24 H 0.6289 0.0034 0.3218 0.032 Uiso 1 1 calc R . . . .
C23 C 0.4497(3) 0.0114(3) 0.34487(14) 0.0238(7) Uani 1 1 d . . . . .
H23 H 0.4626 0.0948 0.3659 0.029 Uiso 1 1 calc R . . . .
C14 C 0.2758(3) 0.1926(3) 0.44555(13) 0.0174(6) Uani 1 1 d . . . . .
C16 C 0.2259(3) 0.3646(3) 0.37847(13) 0.0169(6) Uani 1 1 d . . . . .
C15 C 0.2000(3) 0.2429(3) 0.34416(13) 0.0184(6) Uani 1 1 d . . . . .
C27 C 0.3149(3) -0.1767(3) 0.30952(13) 0.0235(7) Uani 1 1 d . . . . .
H27 H 0.2344 -0.2227 0.3060 0.028 Uiso 1 1 calc R . . . .
C20 C 0.1491(3) 0.2404(3) 0.27914(14) 0.0247(7) Uani 1 1 d . . . . .
H20 H 0.1326 0.1588 0.2567 0.030 Uiso 1 1 calc R . . . .
C9 C 0.2972(3) 0.6244(3) 0.56010(13) 0.0173(6) Uani 1 1 d . . . . .
C1 C 0.1936(3) 0.3043(3) 0.58008(13) 0.0181(6) Uani 1 1 d . . . . .
C18 C 0.1497(3) 0.4815(3) 0.28109(14) 0.0273(7) Uani 1 1 d . . . . .
H18 H 0.1320 0.5627 0.2585 0.033 Uiso 1 1 calc R . . . .
C17 C 0.2007(3) 0.4848(3) 0.34552(13) 0.0212(7) Uani 1 1 d . . . . .
H17 H 0.2184 0.5673 0.3671 0.025 Uiso 1 1 calc R . . . .
C21 C 0.2222(3) -0.0027(3) 0.37052(14) 0.0225(7) Uani 1 1 d . . . . .
H21A H 0.1383 -0.0187 0.3408 0.027 Uiso 1 1 calc R . . . .
H21B H 0.2205 -0.0542 0.4096 0.027 Uiso 1 1 calc R . . . .
C10 C 0.1822(3) 0.6743(3) 0.59030(13) 0.0182(6) Uani 1 1 d . . . . .
C5 C 0.1464(3) 0.4462(3) 0.56649(13) 0.0168(6) Uani 1 1 d . . . . .
H5 H 0.0517 0.4475 0.5460 0.020 Uiso 1 1 calc R . . . .
C11 C 0.0543(3) 0.8462(3) 0.54407(14) 0.0213(7) Uani 1 1 d . . . . .
H11A H -0.0383 0.8736 0.5320 0.026 Uiso 1 1 calc R . . . .
H11B H 0.1046 0.8864 0.5143 0.026 Uiso 1 1 calc R . . . .
C6 C 0.1731(3) 0.5415(3) 0.62539(13) 0.0196(6) Uani 1 1 d . . . . .
H6 H 0.1083 0.5383 0.6540 0.024 Uiso 1 1 calc R . . . .
C3 C 0.3218(3) 0.3952(3) 0.50576(12) 0.0146(6) Uani 1 1 d . . . . .
H3 H 0.4125 0.4302 0.5084 0.018 Uiso 1 1 calc R . . . .
C12 C 0.1113(3) 0.8824(3) 0.61178(14) 0.0231(7) Uani 1 1 d . . . . .
H12A H 0.1458 0.9743 0.6149 0.028 Uiso 1 1 calc R . . . .
H12B H 0.0454 0.8739 0.6390 0.028 Uiso 1 1 calc R . . . .
C26 C 0.4140(3) -0.2315(3) 0.28354(15) 0.0305(8) Uani 1 1 d . . . . .
H26 H 0.4016 -0.3152 0.2627 0.037 Uiso 1 1 calc R . . . .
C2 C 0.3202(3) 0.2836(3) 0.55545(13) 0.0185(6) Uani 1 1 d . . . . .
H2 H 0.3966 0.2951 0.5912 0.022 Uiso 1 1 calc R . . . .


_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 C9 1.929(3) . ?
S1 C14 1.745(3) . ?
S1 C2 1.843(3) . ?
O3 C10 1.410(3) . ?
O3 C12 1.435(3) . ?
O2 C10 1.411(3) . ?
O2 C11 1.437(3) . ?
O1 C1 1.202(3) . ?
N1 C14 1.377(3) . ?
N1 C15 1.392(3) . ?
N1 C21 1.453(3) . ?
C8 C7 1.320(4) . ?
C8 C9 1.511(4) . ?
C22 C23 1.387(4) . ?
C22 C27 1.393(4) . ?
C22 C21 1.509(4) . ?
C7 C6 1.513(4) . ?
C19 C20 1.383(4) . ?
C19 C18 1.397(4) . ?
C4 C9 1.541(4) . ?
C4 C5 1.550(4) . ?
C4 C3 1.545(4) . ?
C13 C14 1.355(4) . ?
C13 C16 1.436(4) . ?
C13 C3 1.502(4) . ?
C25 C24 1.386(4) . ?
C25 C26 1.385(4) . ?
C24 C23 1.382(4) . ?
C16 C15 1.428(4) . ?
C16 C17 1.400(4) . ?
C15 C20 1.394(4) . ?
C27 C26 1.383(4) . ?
C9 C10 1.555(4) . ?
C1 C5 1.520(4) . ?
C1 C2 1.531(4) . ?
C18 C17 1.382(4) . ?
C10 C6 1.546(4) . ?
C5 C6 1.568(4) . ?
C11 C12 1.505(4) . ?
C3 C2 1.552(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C14 S1 C2 87.81(13) . . ?
C10 O3 C12 107.8(2) . . ?
C10 O2 C11 106.99(19) . . ?
C14 N1 C15 106.9(2) . . ?
C14 N1 C21 127.1(2) . . ?
C15 N1 C21 126.0(2) . . ?
C7 C8 C9 107.1(2) . . ?
C23 C22 C27 118.7(3) . . ?
C23 C22 C21 122.9(3) . . ?
C27 C22 C21 118.4(3) . . ?
C8 C7 C6 108.6(3) . . ?
C20 C19 C18 121.5(3) . . ?
C9 C4 C5 102.3(2) . . ?
C9 C4 C3 116.1(2) . . ?
C3 C4 C5 107.8(2) . . ?
C14 C13 C16 107.3(2) . . ?
C14 C13 C3 115.1(2) . . ?
C16 C13 C3 137.6(2) . . ?
C26 C25 C24 119.5(3) . . ?
C23 C24 C25 120.4(3) . . ?
C24 C23 C22 120.6(3) . . ?
N1 C14 S1 130.9(2) . . ?
C13 C14 S1 117.4(2) . . ?
C13 C14 N1 111.6(2) . . ?
C15 C16 C13 105.7(2) . . ?
C17 C16 C13 135.5(3) . . ?
C17 C16 C15 118.8(2) . . ?
N1 C15 C16 108.5(2) . . ?
N1 C15 C20 129.5(3) . . ?
C20 C15 C16 122.0(3) . . ?
C26 C27 C22 120.8(3) . . ?
C19 C20 C15 117.4(3) . . ?
C8 C9 Br1 115.81(19) . . ?
C8 C9 C4 109.6(2) . . ?
C8 C9 C10 100.0(2) . . ?
C4 C9 Br1 113.32(18) . . ?
C4 C9 C10 99.8(2) . . ?
C10 C9 Br1 116.44(18) . . ?
O1 C1 C5 125.5(3) . . ?
O1 C1 C2 125.2(3) . . ?
C5 C1 C2 109.3(2) . . ?
C17 C18 C19 121.4(3) . . ?
C18 C17 C16 118.9(3) . . ?
N1 C21 C22 114.8(2) . . ?
O3 C10 O2 107.6(2) . . ?
O3 C10 C9 113.1(2) . . ?
O3 C10 C6 116.0(2) . . ?
O2 C10 C9 114.2(2) . . ?
O2 C10 C6 112.7(2) . . ?
C6 C10 C9 92.9(2) . . ?
C4 C5 C6 103.6(2) . . ?
C1 C5 C4 106.4(2) . . ?
C1 C5 C6 114.8(2) . . ?
O2 C11 C12 101.4(2) . . ?
C7 C6 C10 99.1(2) . . ?
C7 C6 C5 107.8(2) . . ?
C10 C6 C5 98.8(2) . . ?
C4 C3 C2 106.4(2) . . ?
C13 C3 C4 114.3(2) . . ?
C13 C3 C2 103.8(2) . . ?
O3 C12 C11 102.9(2) . . ?
C27 C26 C25 120.0(3) . . ?
C1 C2 S1 112.33(19) . . ?
C1 C2 C3 105.4(2) . . ?
C3 C2 S1 111.00(19) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.305
_oxdiff_exptl_absorpt_empirical_full_min 0.807
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Ethanol'
####################################################################### 
# 
# 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_inn-sohan-ii-300_mo
_database_code_depnum_ccdc_archive 'CCDC 1974434'
loop_
_audit_author_name
_audit_author_address
'SOHAN LAL'
;Indian Institute of Technology Bombay
India
;
_audit_update_record             
;
2019-12-27 deposited with the CCDC.	2026-04-22 downloaded from the CCDC.
;
_audit_creation_date             2019-01-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5488)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H20 Br N O2'
_chemical_formula_sum            'C25 H20 Br N O2'
_chemical_formula_weight         446.33
_chemical_melting_point          452-453
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7539(3)
_cell_length_b                   10.9118(4)
_cell_length_c                   12.2664(3)
_cell_angle_alpha                66.662(3)
_cell_angle_beta                 87.517(2)
_cell_angle_gamma                68.820(3)
_cell_volume                     996.32(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7110
_cell_measurement_temperature    150
_cell_measurement_theta_max      31.2290
_cell_measurement_theta_min      2.2780
_shelx_estimated_absorpt_T_max   0.782
_shelx_estimated_absorpt_T_min   0.635
_exptl_absorpt_coefficient_mu    2.085
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79279
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.124
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0667
_diffrn_reflns_av_unetI/netI     0.0556
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7281
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        24.993
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_min         2.848
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    6.00    --  -20.00   0.00 108.00  360
  2  ω    -64.50  19.00   0.50    6.00    --  -20.00 -72.00-108.00  167
  3  ω    -73.50  19.00   0.50    6.00    --  -20.00 -72.00 108.00  185
  4  ω    -73.00 -49.00   0.50    6.00    --  -20.00 -72.00  36.00   48
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0686885000
_diffrn_orient_matrix_UB_12      0.0584392000
_diffrn_orient_matrix_UB_13      0.0020430000
_diffrn_orient_matrix_UB_21      0.0136969000
_diffrn_orient_matrix_UB_22      -0.0322009000
_diffrn_orient_matrix_UB_23      0.0633578000
_diffrn_orient_matrix_UB_31      0.0524338000
_diffrn_orient_matrix_UB_32      0.0371587000
_diffrn_orient_matrix_UB_33      -0.0015395000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3220
_reflns_number_total             3478
_reflns_odcompleteness_completeness 86.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.18
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.405
_refine_diff_density_min         -0.410
_refine_diff_density_rms         0.111
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3478
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0385
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0560P)²+0.8890P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0978
_refine_ls_wR_factor_ref         0.1013
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C5C(H5C), C2C(H2C), C9C(H9C), C6C(H6C), C3C(H3C), C4C(H4C)
2.b Secondary CH2 refined with riding coordinates:
 C19C(H19A,H19B), C10C(H10A,H10B)
2.c Aromatic/amide H refined with riding coordinates:
 C7C(H7C), C8C(H8C), C25C(H25C), C21C(H21C), C17C(H17C), C14C(H14C),
 C22C(H22C), C15C(H15C), C24C(H24C), C23C(H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.21772(3) 0.81143(3) 0.67826(3) 0.02733(13) Uani 1 1 d . . . . .
O1 O 0.2466(2) 0.0359(2) 0.77337(19) 0.0263(5) Uani 1 1 d . . . . .
O2 O 0.3329(3) 0.2122(2) 0.46723(18) 0.0284(5) Uani 1 1 d . . . . .
N1 N 0.1936(3) 0.4543(2) 0.4171(2) 0.0211(5) Uani 1 1 d . . . . .
C20 C 0.1762(3) 0.5752(3) 0.1981(2) 0.0203(6) Uani 1 1 d . . . . .
C7 C 0.6289(3) -0.1033(3) 0.9116(3) 0.0236(6) Uani 1 1 d . . . . .
H7C H 0.5779 -0.1315 0.9825 0.028 Uiso 1 1 calc R . . . .
C12 C 0.2986(3) 0.3172(3) 0.4896(2) 0.0209(6) Uani 1 1 d . . . . .
C19 C 0.1064(4) 0.4911(3) 0.3036(2) 0.0237(6) Uani 1 1 d . . . . .
H19A H -0.0114 0.5488 0.3010 0.028 Uiso 1 1 calc R . . . .
H19B H 0.1133 0.4015 0.2975 0.028 Uiso 1 1 calc R . . . .
C5 C 0.5155(3) -0.0053(3) 0.7003(2) 0.0189(6) Uani 1 1 d . . . . .
H5C H 0.4937 -0.0268 0.6318 0.023 Uiso 1 1 calc R . . . .
C13 C 0.1817(3) 0.5530(3) 0.4658(2) 0.0199(6) Uani 1 1 d . . . . .
C8 C 0.7158(3) -0.0197(3) 0.8851(3) 0.0243(6) Uani 1 1 d . . . . .
H8C H 0.7374 0.0235 0.9333 0.029 Uiso 1 1 calc R . . . .
C21 C 0.3417(4) 0.5163(3) 0.1849(3) 0.0242(6) Uani 1 1 d . . . . .
H25C H 0.4101 0.4245 0.2423 0.029 Uiso 1 1 calc R . . . .
C14 C 0.2827(3) 0.4821(3) 0.5743(2) 0.0198(6) Uani 1 1 d . . . . .
C2 C 0.3604(3) 0.2178(3) 0.7256(2) 0.0186(6) Uani 1 1 d . . . . .
H2C H 0.3179 0.2531 0.7890 0.022 Uiso 1 1 calc R . . . .
C1 C 0.3572(3) 0.0776(3) 0.7360(2) 0.0189(6) Uani 1 1 d . . . . .
C9 C 0.7747(3) -0.0055(3) 0.7640(3) 0.0226(6) Uani 1 1 d . . . . .
H9C H 0.8730 0.0224 0.7465 0.027 Uiso 1 1 calc R . . . .
C25 C 0.0782(4) 0.7080(3) 0.1141(3) 0.0296(7) Uani 1 1 d . . . . .
H21C H -0.0349 0.7491 0.1230 0.035 Uiso 1 1 calc R . . . .
C15 C 0.2935(3) 0.5564(3) 0.6398(3) 0.0206(6) Uani 1 1 d . . . . .
H17C H 0.3633 0.5094 0.7133 0.025 Uiso 1 1 calc R . . . .
C11 C 0.3582(3) 0.3276(3) 0.5980(2) 0.0186(6) Uani 1 1 d . . . . .
C6 C 0.6257(3) -0.1455(3) 0.8087(3) 0.0231(6) Uani 1 1 d . . . . .
H6C H 0.5996 -0.2331 0.8269 0.028 Uiso 1 1 calc R . . . .
C18 C 0.0849(3) 0.6979(3) 0.4223(3) 0.0225(6) Uani 1 1 d . . . . .
H14C H 0.0145 0.7448 0.3492 0.027 Uiso 1 1 calc R . . . .
C10 C 0.7975(3) -0.1546(3) 0.7694(3) 0.0247(6) Uani 1 1 d . . . . .
H10A H 0.8110 -0.1600 0.6907 0.030 Uiso 1 1 calc R . . . .
H10B H 0.8886 -0.2340 0.8299 0.030 Uiso 1 1 calc R . . . .
C24 C 0.1437(4) 0.7826(3) 0.0159(3) 0.0310(7) Uani 1 1 d . . . . .
H22C H 0.0751 0.8737 -0.0425 0.037 Uiso 1 1 calc R . . . .
C3 C 0.5177(3) 0.2283(3) 0.6789(2) 0.0192(6) Uani 1 1 d . . . . .
H3C H 0.5755 0.2717 0.7128 0.023 Uiso 1 1 calc R . . . .
C4 C 0.6207(3) 0.0890(3) 0.6680(3) 0.0200(6) Uani 1 1 d . . . . .
H4C H 0.6531 0.1079 0.5854 0.024 Uiso 1 1 calc R . . . .
C17 C 0.0942(3) 0.7728(3) 0.4892(3) 0.0238(6) Uani 1 1 d . . . . .
H15C H 0.0285 0.8725 0.4623 0.029 Uiso 1 1 calc R . . . .
C22 C 0.4069(4) 0.5911(4) 0.0884(3) 0.0296(7) Uani 1 1 d . . . . .
H24C H 0.5205 0.5509 0.0802 0.035 Uiso 1 1 calc R . . . .
C16 C 0.1982(3) 0.7031(3) 0.5945(3) 0.0219(6) Uani 1 1 d . . . . .
C23 C 0.3086(4) 0.7238(4) 0.0038(3) 0.0308(7) Uani 1 1 d . . . . .
H23C H 0.3541 0.7746 -0.0626 0.037 Uiso 1 1 calc R . . . .


_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 C16 1.899(3) . ?
O1 C1 1.213(3) . ?
O2 C12 1.213(4) . ?
N1 C12 1.377(4) . ?
N1 C19 1.453(4) . ?
N1 C13 1.396(4) . ?
C20 C19 1.512(4) . ?
C20 C21 1.389(4) . ?
C20 C25 1.375(4) . ?
C7 H7C 0.9500 . ?
C7 C8 1.327(4) . ?
C7 C6 1.511(4) . ?
C12 C11 1.508(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C5 H5C 1.0000 . ?
C5 C1 1.512(4) . ?
C5 C6 1.573(4) . ?
C5 C4 1.548(4) . ?
C13 C14 1.394(4) . ?
C13 C18 1.380(4) . ?
C8 H8C 0.9500 . ?
C8 C9 1.518(4) . ?
C21 H25C 0.9500 . ?
C21 C22 1.381(4) . ?
C14 C15 1.376(4) . ?
C14 C11 1.479(4) . ?
C2 H2C 1.0000 . ?
C2 C1 1.494(4) . ?
C2 C11 1.544(4) . ?
C2 C3 1.494(4) . ?
C9 H9C 1.0000 . ?
C9 C10 1.540(4) . ?
C9 C4 1.562(4) . ?
C25 H21C 0.9500 . ?
C25 C24 1.394(4) . ?
C15 H17C 0.9500 . ?
C15 C16 1.392(4) . ?
C11 C3 1.511(4) . ?
C6 H6C 1.0000 . ?
C6 C10 1.540(4) . ?
C18 H14C 0.9500 . ?
C18 C17 1.391(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C24 H22C 0.9500 . ?
C24 C23 1.380(5) . ?
C3 H3C 1.0000 . ?
C3 C4 1.517(4) . ?
C4 H4C 1.0000 . ?
C17 H15C 0.9500 . ?
C17 C16 1.377(4) . ?
C22 H24C 0.9500 . ?
C22 C23 1.379(5) . ?
C23 H23C 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 N1 C19 123.8(2) . . ?
C12 N1 C13 111.9(2) . . ?
C13 N1 C19 124.3(2) . . ?
C21 C20 C19 119.3(3) . . ?
C25 C20 C19 121.3(3) . . ?
C25 C20 C21 119.4(3) . . ?
C8 C7 H7C 126.2 . . ?
C8 C7 C6 107.5(3) . . ?
C6 C7 H7C 126.2 . . ?
O2 C12 N1 125.2(3) . . ?
O2 C12 C11 128.8(3) . . ?
N1 C12 C11 106.0(2) . . ?
N1 C19 C20 112.3(2) . . ?
N1 C19 H19A 109.1 . . ?
N1 C19 H19B 109.1 . . ?
C20 C19 H19A 109.1 . . ?
C20 C19 H19B 109.1 . . ?
H19A C19 H19B 107.9 . . ?
C1 C5 H5C 111.6 . . ?
C1 C5 C6 112.4(2) . . ?
C1 C5 C4 106.2(2) . . ?
C6 C5 H5C 111.6 . . ?
C4 C5 H5C 111.6 . . ?
C4 C5 C6 102.9(2) . . ?
C14 C13 N1 109.3(2) . . ?
C18 C13 N1 128.9(3) . . ?
C18 C13 C14 121.8(3) . . ?
C7 C8 H8C 126.1 . . ?
C7 C8 C9 107.8(3) . . ?
C9 C8 H8C 126.1 . . ?
C20 C21 H25C 120.0 . . ?
C22 C21 C20 120.0(3) . . ?
C22 C21 H25C 120.0 . . ?
C13 C14 C11 107.6(2) . . ?
C15 C14 C13 120.6(3) . . ?
C15 C14 C11 131.7(3) . . ?
C1 C2 H2C 119.4 . . ?
C1 C2 C11 116.3(2) . . ?
C11 C2 H2C 119.4 . . ?
C3 C2 H2C 119.4 . . ?
C3 C2 C1 107.9(2) . . ?
C3 C2 C11 59.61(17) . . ?
O1 C1 C5 126.2(3) . . ?
O1 C1 C2 124.0(3) . . ?
C2 C1 C5 109.7(2) . . ?
C8 C9 H9C 115.9 . . ?
C8 C9 C10 100.1(2) . . ?
C8 C9 C4 107.5(2) . . ?
C10 C9 H9C 115.9 . . ?
C10 C9 C4 99.2(2) . . ?
C4 C9 H9C 115.9 . . ?
C20 C25 H21C 119.8 . . ?
C20 C25 C24 120.5(3) . . ?
C24 C25 H21C 119.8 . . ?
C14 C15 H17C 121.3 . . ?
C14 C15 C16 117.4(3) . . ?
C16 C15 H17C 121.3 . . ?
C12 C11 C2 121.2(2) . . ?
C12 C11 C3 126.5(2) . . ?
C14 C11 C12 105.1(2) . . ?
C14 C11 C2 117.4(2) . . ?
C14 C11 C3 122.1(2) . . ?
C3 C11 C2 58.54(17) . . ?
C7 C6 C5 106.6(2) . . ?
C7 C6 H6C 116.0 . . ?
C7 C6 C10 100.4(2) . . ?
C5 C6 H6C 116.0 . . ?
C10 C6 C5 99.6(2) . . ?
C10 C6 H6C 116.0 . . ?
C13 C18 H14C 121.2 . . ?
C13 C18 C17 117.7(3) . . ?
C17 C18 H14C 121.2 . . ?
C9 C10 H10A 113.0 . . ?
C9 C10 H10B 113.0 . . ?
C6 C10 C9 93.7(2) . . ?
C6 C10 H10A 113.0 . . ?
C6 C10 H10B 113.0 . . ?
H10A C10 H10B 110.4 . . ?
C25 C24 H22C 120.1 . . ?
C23 C24 C25 119.7(3) . . ?
C23 C24 H22C 120.1 . . ?
C2 C3 C11 61.85(17) . . ?
C2 C3 H3C 117.7 . . ?
C2 C3 C4 108.9(2) . . ?
C11 C3 H3C 117.7 . . ?
C11 C3 C4 119.9(2) . . ?
C4 C3 H3C 117.7 . . ?
C5 C4 C9 102.8(2) . . ?
C5 C4 H4C 111.1 . . ?
C9 C4 H4C 111.1 . . ?
C3 C4 C5 107.1(2) . . ?
C3 C4 C9 113.2(2) . . ?
C3 C4 H4C 111.1 . . ?
C18 C17 H15C 119.9 . . ?
C16 C17 C18 120.3(3) . . ?
C16 C17 H15C 119.9 . . ?
C21 C22 H24C 119.7 . . ?
C23 C22 C21 120.5(3) . . ?
C23 C22 H24C 119.7 . . ?
C15 C16 Br1 118.7(2) . . ?
C17 C16 Br1 119.0(2) . . ?
C17 C16 C15 122.2(3) . . ?
C24 C23 H23C 120.1 . . ?
C22 C23 C24 119.7(3) . . ?
C22 C23 H23C 120.1 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.821
_oxdiff_exptl_absorpt_empirical_full_min 0.799
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CHCl3'
####################################################################### 
# 
# 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_inn-sohan-ii-29_mo
_database_code_depnum_ccdc_archive 'CCDC 1974406'
loop_
_audit_author_name
_audit_author_address
'SOHAN LAL'
;Indian Institute of Technology Bombay
India
;
_audit_update_record             
;
2019-12-27 deposited with the CCDC.	2026-04-22 downloaded from the CCDC.
;
_audit_creation_date             2019-12-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H16 N2 O'
_chemical_formula_sum            'C17 H16 N2 O'
_chemical_formula_weight         264.32
_chemical_absolute_configuration .
_chemical_melting_point          378-379
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.5078(8)
_cell_length_b                   11.2634(9)
_cell_length_c                   12.0926(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1295.00(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4151
_cell_measurement_temperature    150
_cell_measurement_theta_max      31.0960
_cell_measurement_theta_min      2.4540
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45915
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.223
_exptl_crystal_size_mid          0.126
_exptl_crystal_size_min          0.102
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_unetI/netI     0.0551
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7151
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.993
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_min         2.471
_diffrn_ambient_temperature      150
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   0.50    8.00    --  -20.00   0.00  36.00  360
  2  ω    -34.50  -4.00   0.50    8.00    --  -20.00  72.00 -36.00   61
  3  ω   -110.00 -29.50   0.50    8.00    --  -20.00   0.00 108.00  161
;
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0440522000
_diffrn_orient_matrix_UB_12      -0.0240060000
_diffrn_orient_matrix_UB_13      -0.0416666000
_diffrn_orient_matrix_UB_21      -0.0069901000
_diffrn_orient_matrix_UB_22      0.0530956000
_diffrn_orient_matrix_UB_23      -0.0310917000
_diffrn_orient_matrix_UB_31      0.0598151000
_diffrn_orient_matrix_UB_32      0.0238899000
_diffrn_orient_matrix_UB_33      0.0271311000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.714
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                2036
_reflns_number_total             2283
_reflns_odcompleteness_completeness 93.53
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.96
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.206
_refine_diff_density_min         -0.195
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 
;
 Flack x determined using 741 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -2.4(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2283
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0441
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0404P)²+0.3002P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0942
_refine_ls_wR_factor_ref         0.1008
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C5(H5), C4(H4), C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C13(H13), C17(H17), C8(H8), C7(H7), C16(H16), C14(H14), C15(H15)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.5174(2) 0.5387(2) 0.38225(18) 0.0310(6) Uani 1 1 d . . . . .
N1 N 0.5228(3) 0.2957(2) 0.4757(2) 0.0252(6) Uani 1 1 d . . . . .
H1 H 0.5931 0.3171 0.5186 0.030 Uiso 1 1 calc R . . . .
N2 N 0.3191(3) 0.2029(2) 0.4293(2) 0.0215(6) Uani 1 1 d . . . . .
C11 C 0.4088(3) 0.2293(3) 0.5064(2) 0.0186(7) Uani 1 1 d . . . . .
C2 C 0.5065(3) 0.3244(3) 0.3589(2) 0.0201(7) Uani 1 1 d . . . . .
H2 H 0.5933 0.3061 0.3155 0.024 Uiso 1 1 calc R . . . .
C12 C 0.3923(3) 0.1924(3) 0.6235(2) 0.0209(7) Uani 1 1 d . . . . .
C1 C 0.4583(3) 0.4536(3) 0.3425(3) 0.0226(7) Uani 1 1 d . . . . .
C13 C 0.3540(3) 0.0765(3) 0.6496(3) 0.0256(7) Uani 1 1 d . . . . .
H13 H 0.3374 0.0205 0.5923 0.031 Uiso 1 1 calc R . . . .
C17 C 0.4154(3) 0.2741(3) 0.7085(3) 0.0257(7) Uani 1 1 d . . . . .
H17 H 0.4421 0.3532 0.6913 0.031 Uiso 1 1 calc R . . . .
C8 C 0.4503(3) 0.3248(3) 0.0979(2) 0.0268(8) Uani 1 1 d . . . . .
H8 H 0.5124 0.2635 0.0750 0.032 Uiso 1 1 calc R . . . .
C3 C 0.3814(3) 0.2465(3) 0.3235(2) 0.0209(7) Uani 1 1 d . . . . .
H3 H 0.4154 0.1779 0.2783 0.025 Uiso 1 1 calc R . . . .
C7 C 0.4832(3) 0.4381(3) 0.1109(3) 0.0249(7) Uani 1 1 d . . . . .
H7 H 0.5728 0.4729 0.0980 0.030 Uiso 1 1 calc R . . . .
C6 C 0.3526(3) 0.5025(3) 0.1502(3) 0.0257(7) Uani 1 1 d . . . . .
H6 H 0.3516 0.5905 0.1395 0.031 Uiso 1 1 calc R . . . .
C10 C 0.2391(3) 0.4323(3) 0.0886(3) 0.0303(8) Uani 1 1 d . . . . .
H10A H 0.2432 0.4434 0.0075 0.036 Uiso 1 1 calc R . . . .
H10B H 0.1431 0.4487 0.1163 0.036 Uiso 1 1 calc R . . . .
C5 C 0.3267(3) 0.4568(3) 0.2723(3) 0.0238(7) Uani 1 1 d . . . . .
H5 H 0.2502 0.5030 0.3093 0.029 Uiso 1 1 calc R . . . .
C4 C 0.2826(3) 0.3249(3) 0.2543(3) 0.0235(7) Uani 1 1 d . . . . .
H4 H 0.1828 0.3128 0.2780 0.028 Uiso 1 1 calc R . . . .
C9 C 0.2958(3) 0.3104(3) 0.1260(3) 0.0264(8) Uani 1 1 d . . . . .
H9 H 0.2481 0.2394 0.0935 0.032 Uiso 1 1 calc R . . . .
C16 C 0.3994(4) 0.2397(3) 0.8182(3) 0.0344(9) Uani 1 1 d . . . . .
H16 H 0.4135 0.2957 0.8758 0.041 Uiso 1 1 calc R . . . .
C14 C 0.3401(3) 0.0427(3) 0.7594(3) 0.0303(8) Uani 1 1 d . . . . .
H14 H 0.3147 -0.0366 0.7770 0.036 Uiso 1 1 calc R . . . .
C15 C 0.3629(3) 0.1238(3) 0.8434(3) 0.0350(9) Uani 1 1 d . . . . .
H15 H 0.3535 0.1000 0.9184 0.042 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.211(4) . ?
N1 H1 0.8800 . ?
N1 C11 1.368(4) . ?
N1 C2 1.458(4) . ?
N2 C11 1.298(4) . ?
N2 C3 1.493(4) . ?
C11 C12 1.484(4) . ?
C2 H2 1.0000 . ?
C2 C1 1.538(4) . ?
C2 C3 1.538(4) . ?
C12 C13 1.392(4) . ?
C12 C17 1.397(4) . ?
C1 C5 1.512(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.387(4) . ?
C17 H17 0.9500 . ?
C17 C16 1.390(5) . ?
C8 H8 0.9500 . ?
C8 C7 1.324(5) . ?
C8 C9 1.517(5) . ?
C3 H3 1.0000 . ?
C3 C4 1.538(4) . ?
C7 H7 0.9500 . ?
C7 C6 1.514(4) . ?
C6 H6 1.0000 . ?
C6 C10 1.531(4) . ?
C6 C5 1.582(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C9 1.543(5) . ?
C5 H5 1.0000 . ?
C5 C4 1.559(4) . ?
C4 H4 1.0000 . ?
C4 C9 1.565(4) . ?
C9 H9 1.0000 . ?
C16 H16 0.9500 . ?
C16 C15 1.385(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.383(5) . ?
C15 H15 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 N1 H1 126.3 . . ?
C11 N1 C2 107.5(2) . . ?
C2 N1 H1 126.3 . . ?
C11 N2 C3 106.2(2) . . ?
N1 C11 C12 119.7(3) . . ?
N2 C11 N1 116.8(3) . . ?
N2 C11 C12 123.5(3) . . ?
N1 C2 H2 112.0 . . ?
N1 C2 C1 111.5(2) . . ?
N1 C2 C3 103.0(2) . . ?
C1 C2 H2 112.0 . . ?
C3 C2 H2 112.0 . . ?
C3 C2 C1 105.9(2) . . ?
C13 C12 C11 120.5(3) . . ?
C13 C12 C17 119.5(3) . . ?
C17 C12 C11 120.1(3) . . ?
O1 C1 C2 124.0(3) . . ?
O1 C1 C5 126.0(3) . . ?
C5 C1 C2 109.9(3) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0(3) . . ?
C14 C13 H13 120.0 . . ?
C12 C17 H17 119.9 . . ?
C16 C17 C12 120.1(3) . . ?
C16 C17 H17 119.9 . . ?
C7 C8 H8 126.1 . . ?
C7 C8 C9 107.8(3) . . ?
C9 C8 H8 126.1 . . ?
N2 C3 C2 104.9(2) . . ?
N2 C3 H3 110.1 . . ?
N2 C3 C4 114.4(2) . . ?
C2 C3 H3 110.1 . . ?
C4 C3 C2 107.2(2) . . ?
C4 C3 H3 110.1 . . ?
C8 C7 H7 126.1 . . ?
C8 C7 C6 107.8(3) . . ?
C6 C7 H7 126.1 . . ?
C7 C6 H6 116.2 . . ?
C7 C6 C10 100.3(3) . . ?
C7 C6 C5 105.4(3) . . ?
C10 C6 H6 116.2 . . ?
C10 C6 C5 100.1(2) . . ?
C5 C6 H6 116.2 . . ?
C6 C10 H10A 112.9 . . ?
C6 C10 H10B 112.9 . . ?
C6 C10 C9 94.1(2) . . ?
H10A C10 H10B 110.3 . . ?
C9 C10 H10A 112.9 . . ?
C9 C10 H10B 112.9 . . ?
C1 C5 C6 113.8(2) . . ?
C1 C5 H5 111.2 . . ?
C1 C5 C4 106.2(2) . . ?
C6 C5 H5 111.2 . . ?
C4 C5 C6 102.8(2) . . ?
C4 C5 H5 111.2 . . ?
C3 C4 C5 107.9(2) . . ?
C3 C4 H4 110.2 . . ?
C3 C4 C9 115.5(3) . . ?
C5 C4 H4 110.2 . . ?
C5 C4 C9 102.5(2) . . ?
C9 C4 H4 110.2 . . ?
C8 C9 C10 100.2(3) . . ?
C8 C9 C4 106.8(2) . . ?
C8 C9 H9 115.9 . . ?
C10 C9 C4 99.7(3) . . ?
C10 C9 H9 115.9 . . ?
C4 C9 H9 115.9 . . ?
C17 C16 H16 120.0 . . ?
C15 C16 C17 120.0(3) . . ?
C15 C16 H16 120.0 . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.5(3) . . ?
C15 C14 H14 119.8 . . ?
C16 C15 H15 120.0 . . ?
C14 C15 C16 120.0(3) . . ?
C14 C15 H15 120.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.961
_oxdiff_exptl_absorpt_empirical_full_min 0.648
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol'
####################################################################### 
# 
# 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_inn_tgl_04_56_autored
_database_code_depnum_ccdc_archive 'CCDC 2530978'
loop_
_audit_author_name
_audit_author_address
'Tejashree G L'
;Indian Institute of Technology Bombay
India
;
_audit_update_record             
;
2026-03-18 deposited with the CCDC.	2026-04-22 downloaded from the CCDC.
;
_audit_creation_date             2026-03-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H15 Br N2 O3, 1[CH3SOCH3]'
_chemical_formula_sum            'C21 H21 Br N2 O4 S'
_chemical_formula_weight         477.37
_chemical_melting_point          ?
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4144(4)
_cell_length_b                   9.5780(4)
_cell_length_c                   12.3679(5)
_cell_angle_alpha                111.479(4)
_cell_angle_beta                 95.220(3)
_cell_angle_gamma                101.940(3)
_cell_volume                     998.15(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    14845
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      29.6980
_cell_measurement_theta_min      2.2460
_shelx_estimated_absorpt_T_max   0.794
_shelx_estimated_absorpt_T_min   0.734
_exptl_absorpt_coefficient_mu    2.195
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41587
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.105a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0999
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            35607
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.994
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_min         1.800
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ   -339.92  20.08   1.00    2.00  15.82  -9.84 -59.25    --   360
  2  ω    -65.46  -0.46   1.00    2.00    --  -19.39  94.56 145.16   65
  3  ω    -60.84   0.16   1.00    2.00    --  -14.77  94.56 -34.84   61
  4  ω   -100.80  15.20   1.00    2.00    --   -9.84 -59.25  20.08  116
  5  ω    -65.46  -0.46   1.00    2.00    --  -19.39  94.56   1.16   65
  6  ω   -100.80  15.20   1.00    2.00    --   -9.84 -59.25 164.08  116
  7  φ   -349.73  10.27   1.00    2.00   6.61  -9.84 -31.50    --   360
  8  ω   -100.80  15.20   1.00    2.00    --   -9.84 -59.25 -51.92  116
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0085199000
_diffrn_orient_matrix_UB_12      0.0711767000
_diffrn_orient_matrix_UB_13      -0.0014932000
_diffrn_orient_matrix_UB_21      -0.0398191000
_diffrn_orient_matrix_UB_22      0.0103263000
_diffrn_orient_matrix_UB_23      0.0471397000
_diffrn_orient_matrix_UB_31      0.0669172000
_diffrn_orient_matrix_UB_32      0.0402078000
_diffrn_orient_matrix_UB_33      0.0413006000
_diffrn_oxdiff_ac3_digest_hkl    01beeb52998bec02102a9cf93a08303e5a8f66
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3250
_reflns_number_total             3515
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.105a (Rigaku OD, 2024)'
_computing_data_collection       
'PROGRAM:BIS V6.2.16/2021-10-22 && APEX4 2021.4-0                                '
_computing_data_reduction        'CrysAlisPro 1.171.43.105a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.740
_refine_diff_density_min         -0.774
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       0.0082(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3515
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0373
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0515P)²+1.1824P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1004
_refine_ls_wR_factor_ref         0.1031
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C00F(H00F), C00I(H00I), C00J(H00J)
2.b Secondary CH2 refined with riding coordinates:
 C00O(H00A,H00C), C00P(H00D,H00E)
2.c Aromatic/amide H refined with riding coordinates:
 N009(H009), C00B(H00B), C00G(H00G), C00M(H00M), C00N(H00N), C00Q(H00Q),
 C00R(H00R), C00S(H00S)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Br01 Br 0.78641(4) 1.01852(3) 0.73293(3) 0.03249(13) Uani 1 1 d . . . . .
O004 O 0.6114(2) 0.8654(2) 0.89598(16) 0.0213(4) Uani 1 1 d . . . . .
O005 O 0.8486(2) 0.8545(2) 0.92861(17) 0.0258(5) Uani 1 1 d . . . . .
O006 O 0.7479(3) 0.3035(2) 0.63464(19) 0.0323(5) Uani 1 1 d . . . . .
N008 N 0.7957(2) 0.4020(3) 0.4105(2) 0.0194(5) Uani 1 1 d . . . . .
N009 N 0.8577(2) 0.6611(3) 0.4637(2) 0.0211(5) Uani 1 1 d . . . . .
H009 H 0.880503 0.753184 0.460476 0.025 Uiso 1 1 calc R U . . .
C00A C 0.7367(3) 0.8092(3) 0.7250(2) 0.0193(6) Uani 1 1 d . . . . .
C00B C 0.5905(3) 0.7055(3) 0.6497(2) 0.0206(6) Uani 1 1 d . . . . .
H00B H 0.535048 0.720479 0.588607 0.025 Uiso 1 1 calc R U . . .
C00C C 0.8101(3) 0.4722(3) 0.5313(2) 0.0200(6) Uani 1 1 d . . . . .
C00D C 0.7180(3) 0.7949(3) 0.8437(2) 0.0198(6) Uani 1 1 d . . . . .
C00E C 0.8185(3) 0.4949(3) 0.2492(2) 0.0201(6) Uani 1 1 d . . . . .
C00F C 0.8576(3) 0.7196(3) 0.6898(2) 0.0204(6) Uani 1 1 d . . . . .
H00F H 0.959426 0.787426 0.728133 0.025 Uiso 1 1 calc R U . . .
C00G C 0.5537(3) 0.5895(3) 0.6846(2) 0.0214(6) Uani 1 1 d . . . . .
H00G H 0.467835 0.505040 0.651410 0.026 Uiso 1 1 calc R U . . .
C00H C 0.7858(3) 0.4304(3) 0.6302(3) 0.0230(6) Uani 1 1 d . . . . .
C00I C 0.6715(3) 0.6144(3) 0.7861(2) 0.0207(6) Uani 1 1 d . . . . .
H00I H 0.640959 0.561088 0.839429 0.025 Uiso 1 1 calc R U . . .
C00J C 0.8140(3) 0.5870(3) 0.7361(2) 0.0207(6) Uani 1 1 d . . . . .
H00J H 0.893895 0.597106 0.799693 0.025 Uiso 1 1 calc R U . . .
C00K C 0.8257(3) 0.5213(3) 0.3740(2) 0.0199(6) Uani 1 1 d . . . . .
C00L C 0.8468(3) 0.6279(3) 0.5605(2) 0.0195(6) Uani 1 1 d . . . . .
C00M C 0.7398(3) 0.3526(3) 0.1605(3) 0.0236(6) Uani 1 1 d . . . . .
H00M H 0.690576 0.271471 0.181269 0.028 Uiso 1 1 calc R U . . .
C00N C 0.8873(3) 0.6136(3) 0.2167(3) 0.0269(6) Uani 1 1 d . . . . .
H00N H 0.940256 0.711462 0.276112 0.032 Uiso 1 1 calc R U . . .
C00O C 0.8191(3) 0.9547(4) 1.0380(3) 0.0268(6) Uani 1 1 d . . . . .
H00A H 0.854520 1.065307 1.050761 0.032 Uiso 1 1 calc R U . . .
H00C H 0.865767 0.938184 1.105797 0.032 Uiso 1 1 calc R U . . .
C00P C 0.6524(3) 0.9049(4) 1.0202(2) 0.0244(6) Uani 1 1 d . . . . .
H00D H 0.618669 0.814256 1.040648 0.029 Uiso 1 1 calc R U . . .
H00E H 0.612210 0.990828 1.067683 0.029 Uiso 1 1 calc R U . . .
C00Q C 0.8019(4) 0.4474(4) 0.0115(3) 0.0317(7) Uani 1 1 d . . . . .
H00Q H 0.796374 0.431145 -0.069409 0.038 Uiso 1 1 calc R U . . .
C00R C 0.7330(3) 0.3288(4) 0.0427(3) 0.0295(7) Uani 1 1 d . . . . .
H00R H 0.680958 0.230861 -0.017071 0.035 Uiso 1 1 calc R U . . .
C00S C 0.8789(4) 0.5900(4) 0.0991(3) 0.0334(7) Uani 1 1 d . . . . .
H00S H 0.926022 0.671561 0.077934 0.040 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
Br01 C00A 1.925(3) . ?
O004 C00D 1.399(3) . ?
O004 C00P 1.435(3) . ?
O005 C00D 1.406(3) . ?
O005 C00O 1.434(4) . ?
O006 C00H 1.217(4) . ?
N008 C00C 1.375(4) . ?
N008 C00K 1.364(4) . ?
N009 H009 0.8800 . ?
N009 C00K 1.342(4) . ?
N009 C00L 1.353(4) . ?
C00A C00B 1.507(4) . ?
C00A C00D 1.545(4) . ?
C00A C00F 1.563(4) . ?
C00B H00B 0.9500 . ?
C00B C00G 1.327(4) . ?
C00C C00H 1.443(4) . ?
C00C C00L 1.358(4) . ?
C00D C00I 1.555(4) . ?
C00E C00K 1.462(4) . ?
C00E C00M 1.397(4) . ?
C00E C00N 1.397(4) . ?
C00F H00F 1.0000 . ?
C00F C00J 1.571(4) . ?
C00F C00L 1.498(4) . ?
C00G H00G 0.9500 . ?
C00G C00I 1.510(4) . ?
C00H C00J 1.540(4) . ?
C00I H00I 1.0000 . ?
C00I C00J 1.558(4) . ?
C00J H00J 1.0000 . ?
C00M H00M 0.9500 . ?
C00M C00R 1.384(4) . ?
C00N H00N 0.9500 . ?
C00N C00S 1.380(5) . ?
C00O H00A 0.9900 . ?
C00O H00C 0.9900 . ?
C00O C00P 1.513(4) . ?
C00P H00D 0.9900 . ?
C00P H00E 0.9900 . ?
C00Q H00Q 0.9500 . ?
C00Q C00R 1.385(5) . ?
C00Q C00S 1.389(5) . ?
C00R H00R 0.9500 . ?
C00S H00S 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00D O004 C00P 105.5(2) . . ?
C00D O005 C00O 108.5(2) . . ?
C00K N008 C00C 105.0(2) . . ?
C00K N009 H009 128.0 . . ?
C00K N009 C00L 104.0(2) . . ?
C00L N009 H009 128.0 . . ?
C00B C00A Br01 116.35(19) . . ?
C00B C00A C00D 100.1(2) . . ?
C00B C00A C00F 108.0(2) . . ?
C00D C00A Br01 115.05(18) . . ?
C00D C00A C00F 100.5(2) . . ?
C00F C00A Br01 114.78(18) . . ?
C00A C00B H00B 126.4 . . ?
C00G C00B C00A 107.2(2) . . ?
C00G C00B H00B 126.4 . . ?
N008 C00C C00H 139.3(3) . . ?
C00L C00C N008 106.9(2) . . ?
C00L C00C C00H 113.5(3) . . ?
O004 C00D O005 107.6(2) . . ?
O004 C00D C00A 113.0(2) . . ?
O004 C00D C00I 115.6(2) . . ?
O005 C00D C00A 114.5(2) . . ?
O005 C00D C00I 112.8(2) . . ?
C00A C00D C00I 93.2(2) . . ?
C00M C00E C00K 120.9(3) . . ?
C00N C00E C00K 120.4(3) . . ?
C00N C00E C00M 118.8(3) . . ?
C00A C00F H00F 112.0 . . ?
C00A C00F C00J 101.8(2) . . ?
C00J C00F H00F 112.0 . . ?
C00L C00F C00A 116.4(2) . . ?
C00L C00F H00F 112.0 . . ?
C00L C00F C00J 101.6(2) . . ?
C00B C00G H00G 125.8 . . ?
C00B C00G C00I 108.4(2) . . ?
C00I C00G H00G 125.8 . . ?
O006 C00H C00C 130.6(3) . . ?
O006 C00H C00J 125.0(3) . . ?
C00C C00H C00J 104.4(2) . . ?
C00D C00I H00I 116.0 . . ?
C00D C00I C00J 98.7(2) . . ?
C00G C00I C00D 99.7(2) . . ?
C00G C00I H00I 116.0 . . ?
C00G C00I C00J 108.0(2) . . ?
C00J C00I H00I 116.0 . . ?
C00F C00J H00J 110.9 . . ?
C00H C00J C00F 107.7(2) . . ?
C00H C00J C00I 112.8(2) . . ?
C00H C00J H00J 110.9 . . ?
C00I C00J C00F 103.4(2) . . ?
C00I C00J H00J 110.9 . . ?
N008 C00K C00E 122.2(2) . . ?
N009 C00K N008 112.7(2) . . ?
N009 C00K C00E 125.2(3) . . ?
N009 C00L C00C 111.4(2) . . ?
N009 C00L C00F 135.9(3) . . ?
C00C C00L C00F 112.7(2) . . ?
C00E C00M H00M 119.8 . . ?
C00R C00M C00E 120.5(3) . . ?
C00R C00M H00M 119.8 . . ?
C00E C00N H00N 119.7 . . ?
C00S C00N C00E 120.6(3) . . ?
C00S C00N H00N 119.7 . . ?
O005 C00O H00A 111.3 . . ?
O005 C00O H00C 111.3 . . ?
O005 C00O C00P 102.4(2) . . ?
H00A C00O H00C 109.2 . . ?
C00P C00O H00A 111.3 . . ?
C00P C00O H00C 111.3 . . ?
O004 C00P C00O 101.6(2) . . ?
O004 C00P H00D 111.4 . . ?
O004 C00P H00E 111.4 . . ?
C00O C00P H00D 111.4 . . ?
C00O C00P H00E 111.4 . . ?
H00D C00P H00E 109.3 . . ?
C00R C00Q H00Q 120.1 . . ?
C00R C00Q C00S 119.8(3) . . ?
C00S C00Q H00Q 120.1 . . ?
C00M C00R C00Q 120.2(3) . . ?
C00M C00R H00R 119.9 . . ?
C00Q C00R H00R 119.9 . . ?
C00N C00S C00Q 120.2(3) . . ?
C00N C00S H00S 119.9 . . ?
C00Q C00S H00S 119.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br01 C00A C00B C00G -159.8(2) . . . . ?
Br01 C00A C00D O004 57.0(3) . . . . ?
Br01 C00A C00D O005 -66.6(3) . . . . ?
Br01 C00A C00D C00I 176.56(17) . . . . ?
Br01 C00A C00F C00J 159.89(17) . . . . ?
Br01 C00A C00F C00L -90.6(3) . . . . ?
O004 C00D C00I C00G 67.6(3) . . . . ?
O004 C00D C00I C00J 177.7(2) . . . . ?
O005 C00D C00I C00G -168.1(2) . . . . ?
O005 C00D C00I C00J -58.0(3) . . . . ?
O005 C00O C00P O004 -33.9(3) . . . . ?
O006 C00H C00J C00F -178.9(3) . . . . ?
O006 C00H C00J C00I -65.5(4) . . . . ?
N008 C00C C00H O006 4.9(6) . . . . ?
N008 C00C C00H C00J -173.2(3) . . . . ?
N008 C00C C00L N009 -0.4(3) . . . . ?
N008 C00C C00L C00F 176.7(2) . . . . ?
C00A C00B C00G C00I 1.5(3) . . . . ?
C00A C00D C00I C00G -49.8(2) . . . . ?
C00A C00D C00I C00J 60.3(2) . . . . ?
C00A C00F C00J C00H 121.9(2) . . . . ?
C00A C00F C00J C00I 2.3(3) . . . . ?
C00A C00F C00L N009 64.6(4) . . . . ?
C00A C00F C00L C00C -111.5(3) . . . . ?
C00B C00A C00D O004 -68.5(3) . . . . ?
C00B C00A C00D O005 167.9(2) . . . . ?
C00B C00A C00D C00I 51.1(2) . . . . ?
C00B C00A C00F C00J -68.5(3) . . . . ?
C00B C00A C00F C00L 41.0(3) . . . . ?
C00B C00G C00I C00D 32.4(3) . . . . ?
C00B C00G C00I C00J -70.1(3) . . . . ?
C00C N008 C00K N009 0.0(3) . . . . ?
C00C N008 C00K C00E -178.5(2) . . . . ?
C00C C00H C00J C00F -0.7(3) . . . . ?
C00C C00H C00J C00I 112.8(2) . . . . ?
C00D O004 C00P C00O 37.6(3) . . . . ?
C00D O005 C00O C00P 18.6(3) . . . . ?
C00D C00A C00B C00G -35.2(3) . . . . ?
C00D C00A C00F C00J 35.9(2) . . . . ?
C00D C00A C00F C00L 145.4(2) . . . . ?
C00D C00I C00J C00F -39.3(2) . . . . ?
C00D C00I C00J C00H -155.4(2) . . . . ?
C00E C00M C00R C00Q -1.3(5) . . . . ?
C00E C00N C00S C00Q -0.1(5) . . . . ?
C00F C00A C00B C00G 69.4(3) . . . . ?
C00F C00A C00D O004 -179.2(2) . . . . ?
C00F C00A C00D O005 57.2(3) . . . . ?
C00F C00A C00D C00I -59.6(2) . . . . ?
C00G C00I C00J C00F 63.9(3) . . . . ?
C00G C00I C00J C00H -52.1(3) . . . . ?
C00H C00C C00L N009 -175.4(2) . . . . ?
C00H C00C C00L C00F 1.7(3) . . . . ?
C00J C00F C00L N009 174.2(3) . . . . ?
C00J C00F C00L C00C -1.9(3) . . . . ?
C00K N008 C00C C00H 173.3(3) . . . . ?
C00K N008 C00C C00L 0.3(3) . . . . ?
C00K N009 C00L C00C 0.4(3) . . . . ?
C00K N009 C00L C00F -175.8(3) . . . . ?
C00K C00E C00M C00R 179.7(3) . . . . ?
C00K C00E C00N C00S -179.0(3) . . . . ?
C00L N009 C00K N008 -0.2(3) . . . . ?
C00L N009 C00K C00E 178.2(2) . . . . ?
C00L C00C C00H O006 177.6(3) . . . . ?
C00L C00C C00H C00J -0.6(3) . . . . ?
C00L C00F C00J C00H 1.5(3) . . . . ?
C00L C00F C00J C00I -118.1(2) . . . . ?
C00M C00E C00K N008 19.4(4) . . . . ?
C00M C00E C00K N009 -158.8(3) . . . . ?
C00M C00E C00N C00S -0.7(4) . . . . ?
C00N C00E C00K N008 -162.4(3) . . . . ?
C00N C00E C00K N009 19.4(4) . . . . ?
C00N C00E C00M C00R 1.4(4) . . . . ?
C00O O005 C00D O004 4.4(3) . . . . ?
C00O O005 C00D C00A 130.8(2) . . . . ?
C00O O005 C00D C00I -124.3(3) . . . . ?
C00P O004 C00D O005 -27.1(3) . . . . ?
C00P O004 C00D C00A -154.5(2) . . . . ?
C00P O004 C00D C00I 99.9(3) . . . . ?
C00R C00Q C00S C00N 0.2(5) . . . . ?
C00S C00Q C00R C00M 0.5(5) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.664 -0.512 -0.012 253.5 82.0 '2 CH3SOCH3'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.637
_oxdiff_exptl_absorpt_empirical_full_min 0.504
####################################################################### 
# 
# 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_INN-SOHAN-II-330_Mo
_database_code_depnum_ccdc_archive 'CCDC 1992116'
loop_
_audit_author_name
_audit_author_address
'SOHAN LAL'
;Indian Institute of Technology Bombay
India
;
_audit_update_record             
;
2020-03-23 deposited with the CCDC.	2026-04-22 downloaded from the CCDC.
;
_audit_creation_date             2020-03-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         '2(C20 H19 N O2)'
_chemical_formula_sum            'C40 H38 N2 O4'
_chemical_formula_weight         610.76
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   8.3696(4)
_cell_length_b                   9.9170(4)
_cell_length_c                   20.0570(9)
_cell_angle_alpha                96.597(3)
_cell_angle_beta                 94.003(4)
_cell_angle_gamma                112.839(4)
_cell_volume                     1512.14(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8457
_cell_measurement_temperature    150
_cell_measurement_theta_max      31.1170
_cell_measurement_theta_min      2.1020
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86322
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.3413
_exptl_crystal_description       block
_exptl_crystal_F_000             648.3022
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_av_unetI/netI     0.0690
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            15873
_diffrn_reflns_theta_full        24.9980
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.33
_diffrn_ambient_temperature      150.0
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.9974
_diffrn_measured_fraction_theta_max 0.9974
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  19.00   1.00    6.00    --  -20.00 -72.00 -36.00  129
  2  ω    -87.00  19.00   1.00    6.00    --  -20.00 -72.00-180.00  106
  3  ω    -32.00  70.00   1.00    6.00    --  -20.00   0.00 108.00  102
  4  ω    -42.00  -8.00   1.00    6.00    --  -20.00  72.00 108.00   34
  5  ω    -59.00 -30.00   1.00    6.00    --  -20.00  72.00-180.00   29
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0727201000
_diffrn_orient_matrix_UB_12      -0.0022390000
_diffrn_orient_matrix_UB_13      0.0167195000
_diffrn_orient_matrix_UB_21      -0.0490149000
_diffrn_orient_matrix_UB_22      -0.0082814000
_diffrn_orient_matrix_UB_23      -0.0316328000
_diffrn_orient_matrix_UB_31      -0.0299912000
_diffrn_orient_matrix_UB_32      -0.0780801000
_diffrn_orient_matrix_UB_33      -0.0026989000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              11
_reflns_limit_k_min              -11
_reflns_limit_l_max              23
_reflns_limit_l_min              0
_reflns_number_gt                4408
_reflns_number_total             5295
_reflns_odcompleteness_completeness 88.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.03
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXS-1997 (Sheldrick, 2008)'
_refine_diff_density_max         0.3259
_refine_diff_density_min         -0.3486
_refine_diff_density_rms         0.0898
_refine_ls_d_res_high            0.8409
_refine_ls_d_res_low             8.7395
_refine_ls_goodness_of_fit_ref   1.0529
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    68
_refine_ls_number_parameters     417
_refine_ls_number_reflns         5295
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0444
_refine_ls_restrained_S_all      1.0529
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0433P)²+0.5102P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1002
_refine_ls_wR_factor_ref         0.1083
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2a(H2a), C5(H5), C3a(H3a), C5a(H5a), C8(H8), C2(H2), C9(H9), C3(H3),
 C9a(H9a), C8a(H8a), C4(H4), C4a(H4a)
2.b Secondary CH2 refined with riding coordinates:
 C19a(H19a,H19b), C19(H19c,H19d), C10(H10c,H10d), C10a(H10a,H10b)
2.c Aromatic/amide H refined with riding coordinates:
 C17(H17), C7a(H7a), C16(H16), C14a(H14a), C6a(H6a), C6(H6), C15(H15), C7(H7),
 C17a(H17a), C15a(H15a), C14(H14), C16a(H16a)
2.d Idealised Me refined as rotating group:
 C20(H20d,H20e,H20f), C20a(H20a,H20b,H20c)
;
_atom_sites_solution_primary     direct
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_refinement_flags_posn
O1a O 0.40914(16) 0.63333(13) 0.17532(6) 0.0289(3) Uani 1.000000 .
O2 O 0.41248(16) 0.78533(13) 0.49404(6) 0.0291(3) Uani 1.000000 .
O2a O 0.25952(16) 0.37654(14) 0.01479(6) 0.0316(3) Uani 1.000000 .
O1 O 0.62796(15) 0.81894(13) 0.33955(7) 0.0310(3) Uani 1.000000 .
N1 N 0.24047(18) 0.54482(15) 0.50404(7) 0.0222(3) Uani 1.000000 .
N1a N -0.00636(18) 0.18522(16) 0.01560(7) 0.0232(3) Uani 1.000000 .
C11a C 0.1834(2) 0.25168(18) 0.11431(8) 0.0196(4) Uani 1.000000 .
C17 C 0.0222(2) 0.33199(19) 0.34284(10) 0.0242(4) Uani 1.000000 .
H17 H 0.0133(2) 0.35115(19) 0.29770(10) 0.0290(5) Uiso 1.000000 R
C13a C -0.0955(2) 0.09868(18) 0.06255(9) 0.0213(4) Uani 1.000000 .
C18 C 0.1225(2) 0.44413(18) 0.39460(9) 0.0206(4) Uani 1.000000 .
C2a C 0.2916(2) 0.37082(18) 0.17387(8) 0.0195(4) Uani 1.000000 .
H2a H 0.2464(2) 0.36861(18) 0.21876(8) 0.0233(4) Uiso 1.000000 R
C18a C 0.0131(2) 0.13642(18) 0.12391(9) 0.0198(4) Uani 1.000000 .
C7a C 0.7192(2) 0.5315(2) 0.23548(9) 0.0263(4) Uani 1.000000 .
H7a H 0.7269(2) 0.5983(2) 0.27472(9) 0.0316(5) Uiso 1.000000 R
C19a C -0.0800(2) 0.1824(2) -0.05271(9) 0.0270(4) Uani 1.000000 .
H19a H 0.0159(2) 0.2186(2) -0.08090(9) 0.0324(5) Uiso 1.000000 R
H19b H -0.1561(2) 0.0789(2) -0.07247(9) 0.0324(5) Uiso 1.000000 R
C19 C 0.2875(2) 0.5565(2) 0.57632(9) 0.0259(4) Uani 1.000000 .
H19c H 0.3205(2) 0.6600(2) 0.59801(9) 0.0310(5) Uiso 1.000000 R
H19d H 0.1846(2) 0.4927(2) 0.59603(9) 0.0310(5) Uiso 1.000000 R
C5 C 0.1585(2) 0.93766(19) 0.32234(9) 0.0262(4) Uani 1.000000 .
H5 H 0.0372(2) 0.93172(19) 0.32512(9) 0.0314(5) Uiso 1.000000 R
C3a C 0.3531(2) 0.25301(18) 0.14789(9) 0.0209(4) Uani 1.000000 .
H3a H 0.3451(2) 0.17484(18) 0.17642(9) 0.0251(4) Uiso 1.000000 R
C13 C 0.1337(2) 0.41400(19) 0.46064(9) 0.0228(4) Uani 1.000000 .
C16 C -0.0659(2) 0.19000(19) 0.35822(10) 0.0276(4) Uani 1.000000 .
H16 H -0.1353(2) 0.11172(19) 0.32314(10) 0.0331(5) Uiso 1.000000 R
C14a C -0.2631(2) -0.01061(19) 0.05435(10) 0.0265(4) Uani 1.000000 .
H14a H -0.3367(2) -0.03594(19) 0.01263(10) 0.0318(5) Uiso 1.000000 R
C6a C 0.6841(2) 0.3882(2) 0.23250(10) 0.0277(4) Uani 1.000000 .
H6a H 0.6612(2) 0.3338(2) 0.26926(10) 0.0332(5) Uiso 1.000000 R
C12 C 0.3074(2) 0.66139(18) 0.46913(9) 0.0216(4) Uani 1.000000 .
C6 C 0.1957(2) 0.8865(2) 0.25364(9) 0.0282(4) Uani 1.000000 .
H6 H 0.1112(2) 0.8224(2) 0.21755(9) 0.0339(5) Uiso 1.000000 R
C15 C -0.0533(2) 0.1618(2) 0.42385(11) 0.0314(5) Uani 1.000000 .
H15 H -0.1151(2) 0.0645(2) 0.43324(11) 0.0376(5) Uiso 1.000000 R
C11 C 0.2279(2) 0.60456(18) 0.39661(9) 0.0205(4) Uani 1.000000 .
C5a C 0.6870(2) 0.3270(2) 0.16019(10) 0.0277(4) Uani 1.000000 .
H5a H 0.7067(2) 0.2334(2) 0.15356(10) 0.0333(5) Uiso 1.000000 R
C8 C 0.4487(2) 1.04001(19) 0.32052(9) 0.0248(4) Uani 1.000000 .
H8 H 0.5684(2) 1.11903(19) 0.32190(9) 0.0298(5) Uiso 1.000000 R
C7 C 0.3665(2) 0.94647(19) 0.25246(9) 0.0279(4) Uani 1.000000 .
H7 H 0.4267(2) 0.93315(19) 0.21548(9) 0.0335(5) Uiso 1.000000 R
C20 C 0.4376(2) 0.5111(2) 0.59157(10) 0.0314(4) Uani 1.000000 .
H20d H 0.4039(6) 0.4074(5) 0.5717(6) 0.0471(7) Uiso 1.000000 GR
H20e H 0.5399(6) 0.5740(9) 0.5722(6) 0.0471(7) Uiso 1.000000 GR
H20f H 0.4663(11) 0.5225(13) 0.64067(10) 0.0471(7) Uiso 1.000000 GR
C20a C -0.1850(3) 0.2762(2) -0.05456(10) 0.0351(5) Uani 1.000000 .
H20a H -0.2299(15) 0.2722(12) -0.10151(12) 0.0527(7) Uiso 1.000000 GR
H20b H -0.2830(10) 0.2384(9) -0.0282(6) 0.0527(7) Uiso 1.000000 GR
H20c H -0.1102(5) 0.3789(4) -0.0352(6) 0.0527(7) Uiso 1.000000 GR
C1a C 0.4175(2) 0.51516(18) 0.15751(8) 0.0208(4) Uani 1.000000 .
C2 C 0.3240(2) 0.66148(18) 0.33655(9) 0.0206(4) Uani 1.000000 .
H2 H 0.3125(2) 0.58879(18) 0.29569(9) 0.0247(4) Uiso 1.000000 R
C1 C 0.4818(2) 0.80560(19) 0.35020(9) 0.0220(4) Uani 1.000000 .
C9 C 0.4276(2) 0.93037(18) 0.37329(9) 0.0221(4) Uani 1.000000 .
H9 H 0.4898(2) 0.98448(18) 0.41890(9) 0.0266(5) Uiso 1.000000 R
C17a C -0.0454(2) 0.06649(18) 0.17816(9) 0.0229(4) Uani 1.000000 .
H17a H 0.0278(2) 0.09265(18) 0.22002(9) 0.0274(5) Uiso 1.000000 R
C12a C 0.1584(2) 0.28348(19) 0.04351(9) 0.0225(4) Uani 1.000000 .
C15a C -0.3200(2) -0.08222(19) 0.10941(10) 0.0281(4) Uani 1.000000 .
H15a H -0.4337(2) -0.15904(19) 0.10478(10) 0.0338(5) Uiso 1.000000 R
C14 C 0.0482(2) 0.2735(2) 0.47643(10) 0.0284(4) Uani 1.000000 .
H14 H 0.0584(2) 0.2540(2) 0.52145(10) 0.0341(5) Uiso 1.000000 R
C10 C 0.3054(2) 1.0937(2) 0.33832(10) 0.0283(4) Uani 1.000000 .
H10c H 0.2910(2) 1.1621(2) 0.30844(10) 0.0339(5) Uiso 1.000000 R
H10d H 0.3217(2) 1.1382(2) 0.38639(10) 0.0339(5) Uiso 1.000000 R
C16a C -0.2146(2) -0.04378(19) 0.17067(10) 0.0262(4) Uani 1.000000 .
H16a H -0.2573(2) -0.09255(19) 0.20782(10) 0.0314(5) Uiso 1.000000 R
C3 C 0.1682(2) 0.69370(18) 0.35169(9) 0.0209(4) Uani 1.000000 .
H3 H 0.0572(2) 0.64069(18) 0.32025(9) 0.0251(4) Uiso 1.000000 R
C9a C 0.5601(2) 0.49217(18) 0.12188(9) 0.0217(4) Uani 1.000000 .
H9a H 0.5625(2) 0.52263(18) 0.07601(9) 0.0260(5) Uiso 1.000000 R
C8a C 0.7445(2) 0.56862(19) 0.16505(9) 0.0245(4) Uani 1.000000 .
H8a H 0.8111(2) 0.67558(19) 0.16201(9) 0.0294(5) Uiso 1.000000 R
C4 C 0.2270(2) 0.85966(18) 0.37426(9) 0.0222(4) Uani 1.000000 .
H4 H 0.1956(2) 0.88063(18) 0.42038(9) 0.0266(5) Uiso 1.000000 R
C10a C 0.8276(2) 0.4630(2) 0.13846(10) 0.0310(4) Uani 1.000000 .
H10a H 0.9458(2) 0.4884(2) 0.16205(10) 0.0372(5) Uiso 1.000000 R
H10b H 0.8297(2) 0.4538(2) 0.08888(10) 0.0372(5) Uiso 1.000000 R
C4a C 0.5217(2) 0.32471(19) 0.11751(9) 0.0231(4) Uani 1.000000 .
H4a H 0.5109(2) 0.27794(19) 0.06959(9) 0.0277(5) Uiso 1.000000 R


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
O1a C1a 1.215(2) . ?
O2 C12 1.222(2) . ?
O2a C12a 1.218(2) . ?
O1 C1 1.216(2) . ?
N1 C19 1.455(2) . ?
N1 C13 1.404(2) . ?
N1 C12 1.371(2) . ?
N1a C13a 1.402(2) . ?
N1a C19a 1.455(2) . ?
N1a C12a 1.374(2) . ?
C11a C2a 1.529(2) . ?
C11a C18a 1.483(2) . ?
C11a C3a 1.523(2) . ?
C11a C12a 1.507(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.381(2) . ?
C17 C16 1.395(2) . ?
C13a C18a 1.398(2) . ?
C13a C14a 1.384(2) . ?
C18 C13 1.396(2) . ?
C18 C11 1.484(2) . ?
C2a H2a 1.0000 . ?
C2a C3a 1.505(2) . ?
C2a C1a 1.501(2) . ?
C18a C17a 1.374(2) . ?
C7a H7a 0.9500 . ?
C7a C6a 1.328(3) . ?
C7a C8a 1.509(3) . ?
C19a H19a 0.9900 . ?
C19a H19b 0.9900 . ?
C19a C20a 1.509(3) . ?
C19 H19c 0.9900 . ?
C19 H19d 0.9900 . ?
C19 C20 1.514(2) . ?
C5 H5 1.0000 . ?
C5 C6 1.508(3) . ?
C5 C10 1.537(2) . ?
C5 C4 1.568(2) . ?
C3a H3a 1.0000 . ?
C3a C4a 1.519(2) . ?
C13 C14 1.383(2) . ?
C16 H16 0.9500 . ?
C16 C15 1.382(3) . ?
C14a H14a 0.9500 . ?
C14a C15a 1.394(3) . ?
C6a H6a 0.9500 . ?
C6a C5a 1.512(3) . ?
C12 C11 1.504(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.321(3) . ?
C15 H15 0.9500 . ?
C15 C14 1.392(3) . ?
C11 C2 1.535(2) . ?
C11 C3 1.518(2) . ?
C5a H5a 1.0000 . ?
C5a C10a 1.539(3) . ?
C5a C4a 1.567(2) . ?
C8 H8 1.0000 . ?
C8 C7 1.510(3) . ?
C8 C9 1.573(2) . ?
C8 C10 1.537(2) . ?
C7 H7 0.9500 . ?
C20 H20d 0.9800 . ?
C20 H20e 0.9800 . ?
C20 H20f 0.9800 . ?
C20a H20a 0.9800 . ?
C20a H20b 0.9800 . ?
C20a H20c 0.9800 . ?
C1a C9a 1.510(2) . ?
C2 H2 1.0000 . ?
C2 C1 1.502(2) . ?
C2 C3 1.500(2) . ?
C1 C9 1.512(2) . ?
C9 H9 1.0000 . ?
C9 C4 1.550(2) . ?
C17a H17a 0.9500 . ?
C17a C16a 1.398(2) . ?
C15a H15a 0.9500 . ?
C15a C16a 1.384(3) . ?
C14 H14 0.9500 . ?
C10 H10c 0.9900 . ?
C10 H10d 0.9900 . ?
C16a H16a 0.9500 . ?
C3 H3 1.0000 . ?
C3 C4 1.525(2) . ?
C9a H9a 1.0000 . ?
C9a C8a 1.569(2) . ?
C9a C4a 1.555(2) . ?
C8a H8a 1.0000 . ?
C8a C10a 1.534(2) . ?
C4 H4 1.0000 . ?
C10a H10a 0.9900 . ?
C10a H10b 0.9900 . ?
C4a H4a 1.0000 . ?

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 C19 125.41(15) . . ?
C12 N1 C19 122.90(15) . . ?
C12 N1 C13 111.53(14) . . ?
C19a N1a C13a 125.41(14) . . ?
C12a N1a C13a 111.56(14) . . ?
C12a N1a C19a 122.86(15) . . ?
C18a C11a C2a 119.55(14) . . ?
C3a C11a C2a 59.09(10) . . ?
C3a C11a C18a 120.20(14) . . ?
C12a C11a C2a 123.49(14) . . ?
C12a C11a C18a 105.19(14) . . ?
C12a C11a C3a 124.31(14) . . ?
C18 C17 H17 120.68(10) . . ?
C16 C17 H17 120.68(11) . . ?
C16 C17 C18 118.64(17) . . ?
C18a C13a N1a 109.55(14) . . ?
C14a C13a N1a 129.14(16) . . ?
C14a C13a C18a 121.31(16) . . ?
C13 C18 C17 119.88(16) . . ?
C11 C18 C17 132.76(16) . . ?
C11 C18 C13 107.35(15) . . ?
H2a C2a C11a 119.11(9) . . ?
C3a C2a C11a 60.26(10) . . ?
C3a C2a H2a 119.11(9) . . ?
C1a C2a C11a 117.18(14) . . ?
C1a C2a H2a 119.11(9) . . ?
C1a C2a C3a 107.41(13) . . ?
C13a C18a C11a 107.18(14) . . ?
C17a C18a C11a 132.33(16) . . ?
C17a C18a C13a 120.47(15) . . ?
C6a C7a H7a 126.31(12) . . ?
C8a C7a H7a 126.31(10) . . ?
C8a C7a C6a 107.38(16) . . ?
H19a C19a N1a 109.10(9) . . ?
H19b C19a N1a 109.10(9) . . ?
H19b C19a H19a 107.8 . . ?
C20a C19a N1a 112.49(15) . . ?
C20a C19a H19a 109.10(11) . . ?
C20a C19a H19b 109.10(10) . . ?
H19c C19 N1 109.16(9) . . ?
H19d C19 N1 109.16(9) . . ?
H19d C19 H19c 107.9 . . ?
C20 C19 N1 112.24(14) . . ?
C20 C19 H19c 109.16(11) . . ?
C20 C19 H19d 109.16(10) . . ?
C6 C5 H5 115.99(10) . . ?
C10 C5 H5 115.99(9) . . ?
C10 C5 C6 100.29(15) . . ?
C4 C5 H5 115.99(9) . . ?
C4 C5 C6 106.88(14) . . ?
C4 C5 C10 99.37(14) . . ?
C2a C3a C11a 60.64(10) . . ?
H3a C3a C11a 117.93(9) . . ?
H3a C3a C2a 117.93(9) . . ?
C4a C3a C11a 119.61(14) . . ?
C4a C3a C2a 109.00(14) . . ?
C4a C3a H3a 117.93(9) . . ?
C18 C13 N1 109.36(15) . . ?
C14 C13 N1 128.62(17) . . ?
C14 C13 C18 122.02(17) . . ?
H16 C16 C17 119.60(11) . . ?
C15 C16 C17 120.81(17) . . ?
C15 C16 H16 119.60(11) . . ?
H14a C14a C13a 121.16(11) . . ?
C15a C14a C13a 117.69(17) . . ?
C15a C14a H14a 121.16(10) . . ?
H6a C6a C7a 126.08(12) . . ?
C5a C6a C7a 107.84(16) . . ?
C5a C6a H6a 126.08(10) . . ?
N1 C12 O2 124.90(16) . . ?
C11 C12 O2 128.54(16) . . ?
C11 C12 N1 106.56(14) . . ?
H6 C6 C5 125.99(10) . . ?
C7 C6 C5 108.02(16) . . ?
C7 C6 H6 125.99(12) . . ?
H15 C15 C16 119.41(11) . . ?
C14 C15 C16 121.18(17) . . ?
C14 C15 H15 119.41(11) . . ?
C12 C11 C18 105.02(14) . . ?
C2 C11 C18 120.57(14) . . ?
C2 C11 C12 123.16(14) . . ?
C3 C11 C18 120.78(14) . . ?
C3 C11 C12 123.51(14) . . ?
C3 C11 C2 58.85(11) . . ?
H5a C5a C6a 115.91(10) . . ?
C10a C5a C6a 100.44(14) . . ?
C10a C5a H5a 115.91(9) . . ?
C4a C5a C6a 107.02(14) . . ?
C4a C5a H5a 115.91(9) . . ?
C4a C5a C10a 99.35(14) . . ?
C7 C8 H8 115.97(10) . . ?
C9 C8 H8 115.97(9) . . ?
C9 C8 C7 106.94(13) . . ?
C10 C8 H8 115.97(9) . . ?
C10 C8 C7 100.47(14) . . ?
C10 C8 C9 99.17(14) . . ?
C8 C7 C6 107.60(16) . . ?
H7 C7 C6 126.20(12) . . ?
H7 C7 C8 126.20(10) . . ?
H20d C20 C19 109.5 . . ?
H20e C20 C19 109.5 . . ?
H20e C20 H20d 109.5 . . ?
H20f C20 C19 109.5 . . ?
H20f C20 H20d 109.5 . . ?
H20f C20 H20e 109.5 . . ?
H20a C20a C19a 109.5 . . ?
H20b C20a C19a 109.5 . . ?
H20b C20a H20a 109.5 . . ?
H20c C20a C19a 109.5 . . ?
H20c C20a H20a 109.5 . . ?
H20c C20a H20b 109.5 . . ?
C2a C1a O1a 123.39(15) . . ?
C9a C1a O1a 126.16(15) . . ?
C9a C1a C2a 110.25(13) . . ?
H2 C2 C11 118.84(9) . . ?
C1 C2 C11 117.92(14) . . ?
C1 C2 H2 118.84(9) . . ?
C3 C2 C11 60.03(11) . . ?
C3 C2 H2 118.84(9) . . ?
C3 C2 C1 107.70(13) . . ?
C2 C1 O1 124.23(15) . . ?
C9 C1 O1 125.90(16) . . ?
C9 C1 C2 109.69(13) . . ?
C1 C9 C8 113.14(14) . . ?
H9 C9 C8 111.29(9) . . ?
H9 C9 C1 111.29(9) . . ?
C4 C9 C8 102.69(13) . . ?
C4 C9 C1 106.73(13) . . ?
C4 C9 H9 111.29(9) . . ?
H17a C17a C18a 120.58(10) . . ?
C16a C17a C18a 118.84(17) . . ?
C16a C17a H17a 120.58(11) . . ?
N1a C12a O2a 124.89(16) . . ?
C11a C12a O2a 128.78(16) . . ?
C11a C12a N1a 106.33(14) . . ?
H15a C15a C14a 119.31(10) . . ?
C16a C15a C14a 121.38(16) . . ?
C16a C15a H15a 119.31(10) . . ?
C15 C14 C13 117.46(18) . . ?
H14 C14 C13 121.27(11) . . ?
H14 C14 C15 121.27(11) . . ?
C8 C10 C5 93.81(13) . . ?
H10c C10 C5 112.96(9) . . ?
H10c C10 C8 112.96(10) . . ?
H10d C10 C5 112.96(10) . . ?
H10d C10 C8 112.96(10) . . ?
H10d C10 H10c 110.4 . . ?
C15a C16a C17a 120.29(17) . . ?
H16a C16a C17a 119.86(11) . . ?
H16a C16a C15a 119.86(10) . . ?
C2 C3 C11 61.12(11) . . ?
H3 C3 C11 118.02(9) . . ?
H3 C3 C2 118.02(9) . . ?
C4 C3 C11 119.01(14) . . ?
C4 C3 C2 109.16(14) . . ?
C4 C3 H3 118.02(9) . . ?
H9a C9a C1a 111.50(9) . . ?
C8a C9a C1a 113.00(14) . . ?
C8a C9a H9a 111.50(9) . . ?
C4a C9a C1a 106.10(13) . . ?
C4a C9a H9a 111.50(9) . . ?
C4a C9a C8a 102.80(13) . . ?
C9a C8a C7a 106.53(14) . . ?
H8a C8a C7a 115.87(10) . . ?
H8a C8a C9a 115.87(9) . . ?
C10a C8a C7a 100.73(14) . . ?
C10a C8a C9a 99.73(13) . . ?
C10a C8a H8a 115.87(9) . . ?
C9 C4 C5 102.85(13) . . ?
C3 C4 C5 113.38(14) . . ?
C3 C4 C9 106.71(13) . . ?
H4 C4 C5 111.17(9) . . ?
H4 C4 C9 111.17(9) . . ?
H4 C4 C3 111.17(9) . . ?
C8a C10a C5a 93.70(13) . . ?
H10a C10a C5a 112.98(10) . . ?
H10a C10a C8a 112.98(9) . . ?
H10b C10a C5a 112.98(10) . . ?
H10b C10a C8a 112.98(10) . . ?
H10b C10a H10a 110.4 . . ?
C5a C4a C3a 113.77(15) . . ?
C9a C4a C3a 107.16(13) . . ?
C9a C4a C5a 102.52(13) . . ?
H4a C4a C3a 111.01(9) . . ?
H4a C4a C5a 111.01(9) . . ?
H4a C4a C9a 111.01(9) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.568
_oxdiff_exptl_absorpt_empirical_full_min 0.607
_chemical_melting_point          429-430
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol'
