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

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

data_shelx
_audit_block_doi                 10.5517/ccdc.csd.cc2cq9fv
_database_code_depnum_ccdc_archive 'CCDC 2196177'
loop_
_audit_author_name
_audit_author_address
'Shagufi Naz Ansari'
;JNCASR
India
;
_audit_update_record             
;
2022-08-11 deposited with the CCDC.	2023-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4.09 H5.39 Br0.17 N0.26 O0.52 S0.17'
_chemical_formula_weight         85.99

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'

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

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

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

_cell_length_a                   5.2184(16)
_cell_length_b                   22.132(7)
_cell_length_c                   22.185(7)
_cell_angle_alpha                77.088(7)
_cell_angle_beta                 84.165(7)
_cell_angle_gamma                86.306(7)
_cell_volume                     2482.2(13)
_cell_formula_units_Z            23
_cell_measurement_temperature    303(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_F_000             1030
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    1.764
_shelx_estimated_absorpt_T_min   0.816
_shelx_estimated_absorpt_T_max   0.902
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            60999
_diffrn_reflns_av_unetI/netI     0.1951
_diffrn_reflns_av_R_equivalents  0.2645
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.890
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8754
_reflns_number_gt                3245
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8754
_refine_ls_number_parameters     528
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.3023
_refine_ls_R_factor_gt           0.1649
_refine_ls_wR_factor_ref         0.5345
_refine_ls_wR_factor_gt          0.4848
_refine_ls_goodness_of_fit_ref   1.481
_refine_ls_restrained_S_all      1.499
_refine_ls_shift/su_max          1.453
_refine_ls_shift/su_mean         0.058

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.891(4) 0.4892(11) 0.7862(12) 0.088(7) Uani 1 1 d . . . . .
C2 C 1.555(4) 0.5430(9) 0.7385(11) 0.076(6) Uani 1 1 d . . . . .
C3 C 1.547(3) 0.5545(9) 0.8000(10) 0.064(5) Uani 1 1 d . . . . .
C4 C 1.372(4) 0.5922(8) 0.8301(10) 0.074(6) Uani 1 1 d . . . . .
H4 H 1.234561 0.614610 0.810712 0.089 Uiso 1 1 calc R U . . .
C5 C 1.418(4) 0.5936(9) 0.8904(11) 0.080(6) Uani 1 1 d . . . . .
C6 C 1.278(4) 0.6269(11) 0.9311(10) 0.085(7) Uani 1 1 d . . . . .
C7 C 1.623(4) 0.5753(10) 0.9807(11) 0.084(6) Uani 1 1 d . . . . .
C8 C 1.627(3) 0.5613(8) 0.9198(9) 0.060(5) Uani 1 1 d . . . . .
C9 C 1.791(4) 0.5236(9) 0.8879(11) 0.072(6) Uani 1 1 d . . . . .
H9 H 1.927351 0.500427 0.906821 0.086 Uiso 1 1 calc R U . . .
C10 C 1.748(4) 0.5216(8) 0.8299(10) 0.066(5) Uani 1 1 d . . . . .
C11 C 1.867(4) 0.4877(10) 0.6719(10) 0.088(7) Uani 1 1 d . . . . .
H11A H 1.879953 0.525641 0.640044 0.106 Uiso 1 1 calc R U . . .
H11B H 2.039335 0.468508 0.675167 0.106 Uiso 1 1 calc R U . . .
C12 C 1.700(5) 0.4450(14) 0.6522(12) 0.116(9) Uani 1 1 d . . . . .
H12 H 1.528622 0.465490 0.647219 0.139 Uiso 1 1 calc R U . . .
C13 C 1.817(7) 0.4317(19) 0.5857(16) 0.217(19) Uani 1 1 d . . . . .
H13A H 1.851806 0.471939 0.558879 0.261 Uiso 1 1 calc R U . . .
H13B H 1.983709 0.410432 0.592447 0.261 Uiso 1 1 calc R U . . .
C14 C 1.694904 0.399294 0.550921 0.221 Uani 1 1 d D . . . .
H14A H 1.727637 0.356612 0.572216 0.266 Uiso 1 1 calc R U . . .
H14B H 1.514511 0.408171 0.562565 0.266 Uiso 1 1 calc R U . . .
C15 C 1.690058 0.394089 0.494174 0.396 Uani 1 1 d D . . . .
H15A H 1.695931 0.432680 0.463132 0.475 Uiso 1 1 calc R U . . .
H15B H 1.563219 0.366702 0.487388 0.475 Uiso 1 1 calc R U . . .
C16 C 1.983074 0.359461 0.512660 0.46(5) Uani 1 1 d D . . . .
H16A H 1.957733 0.320314 0.541198 0.684 Uiso 1 1 calc R U . . .
H16B H 2.073544 0.385771 0.531524 0.684 Uiso 1 1 calc R U . . .
H16C H 2.082290 0.352876 0.475627 0.684 Uiso 1 1 calc R U . . .
C17 C 1.668(6) 0.3811(17) 0.7018(17) 0.150(12) Uani 1 1 d . . . . .
H17A H 1.587604 0.389934 0.740508 0.180 Uiso 1 1 calc R U . . .
H17B H 1.551813 0.356143 0.687248 0.180 Uiso 1 1 calc R U . . .
C18 C 1.917(6) 0.3432(15) 0.7150(18) 0.176(14) Uani 1 1 d . . . . .
H18A H 2.049610 0.357993 0.682681 0.263 Uiso 1 1 calc R U . . .
H18B H 1.890755 0.300341 0.716344 0.263 Uiso 1 1 calc R U . . .
H18C H 1.968695 0.347203 0.754161 0.263 Uiso 1 1 calc R U . . .
C19 C 1.345(5) 0.6459(11) 1.0418(10) 0.090(7) Uani 1 1 d . . . . .
H19A H 1.165535 0.660594 1.042609 0.108 Uiso 1 1 calc R U . . .
H19B H 1.364702 0.614549 1.079479 0.108 Uiso 1 1 calc R U . . .
C20 C 1.494(7) 0.694(2) 1.0416(15) 0.153(14) Uani 1 1 d . . . . .
H20 H 1.673640 0.678270 1.039917 0.184 Uiso 1 1 calc R U . . .
C21 C 1.472(10) 0.750(2) 0.9877(17) 0.23(2) Uani 1 1 d D . . . .
H21A H 1.287203 0.757001 0.986330 0.280 Uiso 1 1 calc R U . . .
H21B H 1.530099 0.733199 0.951894 0.280 Uiso 1 1 calc R U . . .
C22 C 1.568(12) 0.8178(16) 0.967(3) 0.43(6) Uani 1 1 d D . . . .
H22A H 1.528210 0.839016 1.001200 0.515 Uiso 1 1 calc R U . . .
H22B H 1.753684 0.816382 0.957964 0.515 Uiso 1 1 calc R U . . .
C23 C 1.448(11) 0.8515(18) 0.914(2) 0.27(3) Uani 1 1 d D . . . .
H23A H 1.261770 0.854043 0.921075 0.324 Uiso 1 1 calc R U . . .
H23B H 1.497925 0.834391 0.877429 0.324 Uiso 1 1 calc R U . . .
C25 C 1.437(17) 0.718(3) 1.102(3) 0.47(7) Uani 1 1 d . . . . .
H25A H 1.452934 0.762925 1.090876 0.569 Uiso 1 1 calc R U . . .
H25B H 1.256626 0.711288 1.116272 0.569 Uiso 1 1 calc R U . . .
C26 C 1.572(19) 0.697(5) 1.153(9) 1.0(2) Uani 1 1 d . . . . .
H26A H 1.681730 0.662055 1.147373 1.532 Uiso 1 1 calc R U . . .
H26B H 1.454247 0.685184 1.189573 1.532 Uiso 1 1 calc R U . . .
H26C H 1.676043 0.729561 1.158731 1.532 Uiso 1 1 calc R U . . .
C27 C 0.726(4) 0.7304(9) 0.6860(11) 0.081(6) Uani 1 1 d . . . . .
C28 C 0.648(3) 0.7518(9) 0.7393(10) 0.069(5) Uani 1 1 d . . . . .
C29 C 0.442(4) 0.7960(8) 0.7384(9) 0.079(6) Uani 1 1 d . . . . .
H29 H 0.377381 0.807334 0.775108 0.095 Uiso 1 1 calc R U . . .
C30 C 0.334(3) 0.8234(8) 0.6828(11) 0.078(7) Uani 1 1 d . . . . .
C31 C 0.425(4) 0.7987(10) 0.6291(11) 0.079(6) Uani 1 1 d . . . . .
C32 C 0.619(4) 0.7520(9) 0.6311(11) 0.089(7) Uani 1 1 d . . . . .
H32 H 0.673926 0.736147 0.596240 0.106 Uiso 1 1 calc R U . . .
C33 C 0.035(4) 0.8933(9) 0.7578(11) 0.112(9) Uani 1 1 d . . . . .
H33A H -0.044037 0.857928 0.784749 0.169 Uiso 1 1 calc R U . . .
H33B H -0.075413 0.929575 0.758144 0.169 Uiso 1 1 calc R U . . .
H33C H 0.197706 0.898983 0.772121 0.169 Uiso 1 1 calc R U . . .
C34 C 0.399(9) 0.7894(18) 0.5091(15) 0.26(3) Uani 1 1 d . . . . .
H34A H 0.572466 0.801063 0.494944 0.384 Uiso 1 1 calc R U . . .
H34B H 0.297072 0.796535 0.474314 0.384 Uiso 1 1 calc R U . . .
H34C H 0.399367 0.746186 0.529179 0.384 Uiso 1 1 calc R U . . .
C35 C -0.167(4) 0.9334(10) 0.4237(11) 0.081(6) Uani 1 1 d . . . . .
C36 C -0.496(4) 0.9936(10) 0.3743(11) 0.086(7) Uani 1 1 d . . . . .
C37 C -0.515(4) 1.0017(8) 0.4394(9) 0.065(5) Uani 1 1 d . . . . .
C38 C -0.705(4) 1.0342(9) 0.4689(13) 0.096(8) Uani 1 1 d . . . . .
H38 H -0.844293 1.054519 0.448917 0.115 Uiso 1 1 calc R U . . .
C39 C -0.674(3) 1.0343(9) 0.5292(10) 0.070(6) Uani 1 1 d . . . . .
C40 C -0.172(4) 0.9353(10) 0.3160(11) 0.084(6) Uani 1 1 d . . . . .
H40A H 0.008676 0.923632 0.321102 0.100 Uiso 1 1 calc R U . . .
H40B H -0.175514 0.972000 0.282669 0.100 Uiso 1 1 calc R U . . .
C41 C -0.286(7) 0.8828(12) 0.2929(13) 0.138(11) Uani 1 1 d D . . . .
H41 H -0.461909 0.898552 0.284846 0.166 Uiso 1 1 calc R U . . .
C42 C -0.166(9) 0.8717(16) 0.229(2) 0.21(2) Uani 1 1 d . . . . .
H42A H 0.015741 0.860480 0.231613 0.258 Uiso 1 1 calc R U . . .
H42B H -0.247890 0.837034 0.219827 0.258 Uiso 1 1 calc R U . . .
C43 C -0.195(10) 0.926(3) 0.1780(16) 0.26(3) Uani 1 1 d D . . . .
H43A H -0.067049 0.954974 0.180893 0.309 Uiso 1 1 calc R U . . .
H43B H -0.362554 0.945895 0.186087 0.309 Uiso 1 1 calc R U . . .
C44 C -0.174(9) 0.919(3) 0.110(2) 0.42(6) Uani 1 1 d D . . . .
H44A H -0.196822 0.877410 0.105794 0.506 Uiso 1 1 calc R U . . .
H44B H -0.289148 0.948320 0.084497 0.506 Uiso 1 1 calc R U . . .
C45 C 0.103(9) 0.938(3) 0.097(3) 0.44(6) Uani 1 1 d D . . . .
H45A H 0.205339 0.905699 0.081503 0.654 Uiso 1 1 calc R U . . .
H45B H 0.165949 0.942376 0.134806 0.654 Uiso 1 1 calc R U . . .
H45C H 0.114698 0.975950 0.066763 0.654 Uiso 1 1 calc R U . . .
C90M C -0.325(9) 0.8285(16) 0.3490(16) 0.27(3) Uani 1 1 d D . . . .
H90A H -0.159114 0.815590 0.364712 0.326 Uiso 1 1 calc R U . . .
H90B H -0.433562 0.843343 0.381319 0.326 Uiso 1 1 calc R U . . .
C90N C -0.445(10) 0.7721(15) 0.337(3) 0.38(4) Uani 1 1 d D . . . .
H90C H -0.612650 0.767209 0.359549 0.567 Uiso 1 1 calc R U . . .
H90D H -0.337451 0.735836 0.350764 0.567 Uiso 1 1 calc R U . . .
H90E H -0.461953 0.777631 0.293486 0.567 Uiso 1 1 calc R U . . .
Br01 Br 0.9927(4) 0.66633(9) 0.68611(11) 0.0876(9) Uani 1 1 d . . . . .
Br02 Br 0.8052(4) 0.72151(10) 0.81407(11) 0.0918(10) Uani 1 1 d . . . . .
N1 N 1.770(3) 0.5040(8) 0.7336(8) 0.077(5) Uani 1 1 d . . . . .
N2 N 1.404(3) 0.6174(7) 0.9891(9) 0.080(5) Uani 1 1 d . . . . .
N3 N -0.274(3) 0.9530(7) 0.3696(8) 0.074(5) Uani 1 1 d . . . . .
O1 O 2.083(3) 0.4562(7) 0.7929(7) 0.091(4) Uani 1 1 d . . . . .
O2 O 1.416(3) 0.5641(7) 0.6970(7) 0.098(5) Uani 1 1 d . . . . .
O3 O 1.759(3) 0.5549(7) 1.0235(6) 0.091(4) Uani 1 1 d . . . . .
O4 O 1.086(3) 0.6624(7) 0.9267(7) 0.096(4) Uani 1 1 d . . . . .
O5 O 0.037(3) 0.9041(7) 0.4330(7) 0.091(4) Uani 1 1 d . . . . .
O6 O -0.626(3) 1.0140(6) 0.3321(7) 0.091(4) Uani 1 1 d . . . . .
S001 S 0.0896(11) 0.8799(3) 0.6758(3) 0.0920(19) Uani 1 1 d . . . . .
S002 S 0.2695(12) 0.8331(3) 0.5610(3) 0.102(2) Uani 1 1 d . . . . .
C24 C 1.569(10) 0.914(2) 0.909(2) 0.34(4) Uani 1 1 d D . . . .
H24A H 1.434877 0.945910 0.908540 0.505 Uiso 1 1 calc R U . . .
H24B H 1.682101 0.923603 0.871767 0.505 Uiso 1 1 calc R U . . .
H24C H 1.664821 0.911541 0.944406 0.505 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
C1 O1 1.20(2) . ?
C1 N1 1.35(2) . ?
C1 C10 1.45(3) . ?
C2 O2 1.22(2) . ?
C2 N1 1.38(2) . ?
C2 C3 1.44(3) . ?
C3 C10 1.38(2) . ?
C3 C4 1.41(3) . ?
C4 C5 1.39(3) . ?
C5 C8 1.40(2) . ?
C5 C6 1.41(3) . ?
C6 O4 1.23(2) . ?
C6 N2 1.47(3) . ?
C7 O3 1.23(2) . ?
C7 N2 1.45(3) . ?
C7 C8 1.45(3) . ?
C8 C9 1.41(3) . ?
C9 C10 1.34(3) . ?
C11 C12 1.49(3) . ?
C11 N1 1.52(3) . ?
C12 C17 1.59(4) . ?
C12 C13 1.62(4) . ?
C13 C14 1.39(3) . ?
C14 C15 1.2925(4) . ?
C14 C16 1.9139(4) . ?
C15 C16 1.7116(4) . ?
C17 C18 1.52(4) . ?
C19 C20 1.36(4) . ?
C19 N2 1.45(3) . ?
C20 C21 1.53(5) . ?
C20 C25 1.56(4) . ?
C21 C22 1.56(2) . ?
C22 C23 1.43(6) . ?
C23 C24 1.54(2) . ?
C25 C26 1.4(2) . ?
C27 C32 1.37(3) . ?
C27 C28 1.38(3) . ?
C27 Br01 1.923(19) . ?
C28 C29 1.40(2) . ?
C28 Br02 1.893(19) . ?
C29 C30 1.40(3) . ?
C30 C31 1.45(3) . ?
C30 S001 1.72(2) . ?
C31 C32 1.40(3) . ?
C31 S002 1.78(2) . ?
C33 S001 1.90(3) . ?
C34 S002 1.72(3) . ?
C35 O5 1.22(2) . ?
C35 N3 1.35(3) . ?
C35 C39 1.54(3) 2_476 ?
C36 O6 1.20(2) . ?
C36 N3 1.43(2) . ?
C36 C37 1.49(3) . ?
C37 C39 1.37(2) 2_476 ?
C37 C38 1.38(3) . ?
C38 C39 1.36(3) . ?
C40 N3 1.38(2) . ?
C40 C41 1.54(3) . ?
C41 C90M 1.532(19) . ?
C41 C42 1.55(4) . ?
C42 C43 1.47(5) . ?
C43 C44 1.55(2) . ?
C44 C45 1.51(2) . ?
C90M C90N 1.517(19) . ?

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
O1 C1 N1 125(2) . . ?
O1 C1 C10 129(2) . . ?
N1 C1 C10 106.5(18) . . ?
O2 C2 N1 125(2) . . ?
O2 C2 C3 129.9(19) . . ?
N1 C2 C3 104.7(17) . . ?
C10 C3 C4 121(2) . . ?
C10 C3 C2 109.3(19) . . ?
C4 C3 C2 129.8(17) . . ?
C5 C4 C3 115.7(18) . . ?
C4 C5 C8 123(2) . . ?
C4 C5 C6 128(2) . . ?
C8 C5 C6 109(2) . . ?
O4 C6 C5 134(2) . . ?
O4 C6 N2 117(2) . . ?
C5 C6 N2 109.7(17) . . ?
O3 C7 N2 120(2) . . ?
O3 C7 C8 131(2) . . ?
N2 C7 C8 108.7(19) . . ?
C5 C8 C9 119(2) . . ?
C5 C8 C7 108(2) . . ?
C9 C8 C7 133.1(19) . . ?
C10 C9 C8 119(2) . . ?
C9 C10 C3 123(2) . . ?
C9 C10 C1 130.3(19) . . ?
C3 C10 C1 106.9(19) . . ?
C12 C11 N1 113.6(19) . . ?
C11 C12 C17 112(2) . . ?
C11 C12 C13 110(2) . . ?
C17 C12 C13 110(3) . . ?
C14 C13 C12 125(3) . . ?
C15 C14 C13 140.4(15) . . ?
C15 C14 C16 60.928(10) . . ?
C13 C14 C16 101.3(14) . . ?
C14 C15 C16 77.773(9) . . ?
C15 C16 C14 41.298(14) . . ?
C18 C17 C12 115(3) . . ?
C20 C19 N2 114(2) . . ?
C19 C20 C21 116(3) . . ?
C19 C20 C25 111(4) . . ?
C21 C20 C25 107(4) . . ?
C20 C21 C22 139(4) . . ?
C23 C22 C21 111(4) . . ?
C22 C23 C24 97(4) . . ?
C26 C25 C20 123(9) . . ?
C32 C27 C28 123.3(18) . . ?
C32 C27 Br01 115.9(17) . . ?
C28 C27 Br01 120.8(15) . . ?
C27 C28 C29 119.2(17) . . ?
C27 C28 Br02 121.8(14) . . ?
C29 C28 Br02 119.0(16) . . ?
C28 C29 C30 121(2) . . ?
C29 C30 C31 116.6(18) . . ?
C29 C30 S001 125(2) . . ?
C31 C30 S001 118.5(16) . . ?
C32 C31 C30 122.2(19) . . ?
C32 C31 S002 124(2) . . ?
C30 C31 S002 114.2(16) . . ?
C27 C32 C31 118(2) . . ?
O5 C35 N3 128(2) . . ?
O5 C35 C39 125(2) . 2_476 ?
N3 C35 C39 106.1(18) . 2_476 ?
O6 C36 N3 123(2) . . ?
O6 C36 C37 132.2(19) . . ?
N3 C36 C37 104.3(17) . . ?
C39 C37 C38 122.0(19) 2_476 . ?
C39 C37 C36 110.0(19) 2_476 . ?
C38 C37 C36 128(2) . . ?
C39 C38 C37 115.6(19) . . ?
C38 C39 C37 121.9(19) . 2_476 ?
C38 C39 C35 131.4(19) . 2_476 ?
C37 C39 C35 107(2) 2_476 2_476 ?
N3 C40 C41 122(2) . . ?
C90M C41 C40 107(2) . . ?
C90M C41 C42 121(3) . . ?
C40 C41 C42 116(2) . . ?
C43 C42 C41 113(3) . . ?
C42 C43 C44 121(5) . . ?
C45 C44 C43 94(4) . . ?
C90N C90M C41 116(3) . . ?
C1 N1 C2 112.6(19) . . ?
C1 N1 C11 126.0(18) . . ?
C2 N1 C11 121.1(17) . . ?
C19 N2 C7 125.7(17) . . ?
C19 N2 C6 129.8(17) . . ?
C7 N2 C6 104.4(19) . . ?
C35 N3 C40 121.7(18) . . ?
C35 N3 C36 113.1(19) . . ?
C40 N3 C36 125.2(17) . . ?
C30 S001 C33 101.8(11) . . ?
C34 S002 C31 102.4(13) . . ?

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
O2 C2 C3 C10 -178(2) . . . . ?
N1 C2 C3 C10 -2(2) . . . . ?
O2 C2 C3 C4 2(4) . . . . ?
N1 C2 C3 C4 178.5(18) . . . . ?
C10 C3 C4 C5 0(3) . . . . ?
C2 C3 C4 C5 180.0(19) . . . . ?
C3 C4 C5 C8 2(3) . . . . ?
C3 C4 C5 C6 180(2) . . . . ?
C4 C5 C6 O4 0(4) . . . . ?
C8 C5 C6 O4 178(2) . . . . ?
C4 C5 C6 N2 -176.6(19) . . . . ?
C8 C5 C6 N2 2(2) . . . . ?
C4 C5 C8 C9 -3(3) . . . . ?
C6 C5 C8 C9 178.7(17) . . . . ?
C4 C5 C8 C7 177.3(18) . . . . ?
C6 C5 C8 C7 -1(2) . . . . ?
O3 C7 C8 C5 175(2) . . . . ?
N2 C7 C8 C5 0(2) . . . . ?
O3 C7 C8 C9 -4(4) . . . . ?
N2 C7 C8 C9 -179.6(17) . . . . ?
C5 C8 C9 C10 2(3) . . . . ?
C7 C8 C9 C10 -177.9(18) . . . . ?
C8 C9 C10 C3 -1(3) . . . . ?
C8 C9 C10 C1 177.2(18) . . . . ?
C4 C3 C10 C9 -1(3) . . . . ?
C2 C3 C10 C9 179.5(18) . . . . ?
C4 C3 C10 C1 -179.0(17) . . . . ?
C2 C3 C10 C1 1(2) . . . . ?
O1 C1 C10 C9 0(4) . . . . ?
N1 C1 C10 C9 -178.2(19) . . . . ?
O1 C1 C10 C3 178(2) . . . . ?
N1 C1 C10 C3 0(2) . . . . ?
N1 C11 C12 C17 -59(3) . . . . ?
N1 C11 C12 C13 179(2) . . . . ?
C11 C12 C13 C14 -173(3) . . . . ?
C17 C12 C13 C14 63(4) . . . . ?
C12 C13 C14 C15 155.7(19) . . . . ?
C12 C13 C14 C16 -147(3) . . . . ?
C13 C14 C15 C16 71(3) . . . . ?
C11 C12 C17 C18 -61(3) . . . . ?
C13 C12 C17 C18 62(3) . . . . ?
N2 C19 C20 C21 63(4) . . . . ?
N2 C19 C20 C25 -175(4) . . . . ?
C19 C20 C21 C22 172(6) . . . . ?
C25 C20 C21 C22 47(9) . . . . ?
C20 C21 C22 C23 -172(6) . . . . ?
C21 C22 C23 C24 177(5) . . . . ?
C19 C20 C25 C26 93(7) . . . . ?
C21 C20 C25 C26 -140(6) . . . . ?
C32 C27 C28 C29 2(3) . . . . ?
Br01 C27 C28 C29 -176.4(15) . . . . ?
C32 C27 C28 Br02 -178.9(16) . . . . ?
Br01 C27 C28 Br02 2(2) . . . . ?
C27 C28 C29 C30 -7(3) . . . . ?
Br02 C28 C29 C30 174.8(13) . . . . ?
C28 C29 C30 C31 7(3) . . . . ?
C28 C29 C30 S001 -177.7(15) . . . . ?
C29 C30 C31 C32 -3(3) . . . . ?
S001 C30 C31 C32 -178.9(16) . . . . ?
C29 C30 C31 S002 177.4(13) . . . . ?
S001 C30 C31 S002 1(2) . . . . ?
C28 C27 C32 C31 1(3) . . . . ?
Br01 C27 C32 C31 -179.9(15) . . . . ?
C30 C31 C32 C27 -1(3) . . . . ?
S002 C31 C32 C27 178.7(16) . . . . ?
O6 C36 C37 C39 177(3) . . . 2_476 ?
N3 C36 C37 C39 -3(2) . . . 2_476 ?
O6 C36 C37 C38 4(4) . . . . ?
N3 C36 C37 C38 -176.2(19) . . . . ?
C39 C37 C38 C39 8(3) 2_476 . . . ?
C36 C37 C38 C39 -179.8(19) . . . . ?
C37 C38 C39 C37 -8(3) . . . 2_476 ?
C37 C38 C39 C35 177.2(19) . . . 2_476 ?
N3 C40 C41 C90M -47(4) . . . . ?
N3 C40 C41 C42 175(3) . . . . ?
C90M C41 C42 C43 167(4) . . . . ?
C40 C41 C42 C43 -61(5) . . . . ?
C41 C42 C43 C44 -160(4) . . . . ?
C42 C43 C44 C45 -98(6) . . . . ?
C40 C41 C90M C90N 178(4) . . . . ?
C42 C41 C90M C90N -46(6) . . . . ?
O1 C1 N1 C2 -180(2) . . . . ?
C10 C1 N1 C2 -1(2) . . . . ?
O1 C1 N1 C11 -7(4) . . . . ?
C10 C1 N1 C11 172.0(18) . . . . ?
O2 C2 N1 C1 178(2) . . . . ?
C3 C2 N1 C1 2(2) . . . . ?
O2 C2 N1 C11 5(3) . . . . ?
C3 C2 N1 C11 -171.7(17) . . . . ?
C12 C11 N1 C1 116(2) . . . . ?
C12 C11 N1 C2 -72(3) . . . . ?
C20 C19 N2 C7 77(3) . . . . ?
C20 C19 N2 C6 -98(3) . . . . ?
O3 C7 N2 C19 9(3) . . . . ?
C8 C7 N2 C19 -175.2(18) . . . . ?
O3 C7 N2 C6 -175.0(18) . . . . ?
C8 C7 N2 C6 1(2) . . . . ?
O4 C6 N2 C19 -3(3) . . . . ?
C5 C6 N2 C19 174(2) . . . . ?
O4 C6 N2 C7 -178.8(18) . . . . ?
C5 C6 N2 C7 -1(2) . . . . ?
O5 C35 N3 C40 7(3) . . . . ?
C39 C35 N3 C40 177.0(18) 2_476 . . . ?
O5 C35 N3 C36 -172(2) . . . . ?
C39 C35 N3 C36 -2(2) 2_476 . . . ?
C41 C40 N3 C35 100(3) . . . . ?
C41 C40 N3 C36 -81(3) . . . . ?
O6 C36 N3 C35 -177(2) . . . . ?
C37 C36 N3 C35 3(2) . . . . ?
O6 C36 N3 C40 4(4) . . . . ?
C37 C36 N3 C40 -175.6(18) . . . . ?
C29 C30 S001 C33 2.2(18) . . . . ?
C31 C30 S001 C33 177.7(15) . . . . ?
C32 C31 S002 C34 5(3) . . . . ?
C30 C31 S002 C34 -175(2) . . . . ?

_refine_diff_density_max         1.627
_refine_diff_density_min         -0.710
_refine_diff_density_rms         0.156


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: ACN'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_shelx_CCDC1
_audit_block_doi                 10.5517/ccdc.csd.cc2cwd3s
_database_code_depnum_ccdc_archive 'CCDC 2201065'
loop_
_audit_author_name
_audit_author_address
'Shagufi Naz Ansari'
;JNCASR
India
;
_audit_update_record             
;
2022-08-12 deposited with the CCDC.	2023-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C H Br N O'
_chemical_formula_weight         122.94

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

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

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

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

_cell_length_a                   9.943(5)
_cell_length_b                   10.798(5)
_cell_length_c                   17.670(9)
_cell_angle_alpha                104.405(13)
_cell_angle_beta                 102.771(12)
_cell_angle_gamma                91.430(13)
_cell_volume                     1785.6(16)
_cell_formula_units_Z            22
_cell_measurement_temperature    302(2)
_cell_measurement_reflns_used    3093
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      18.32

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.515
_exptl_crystal_F_000             1254
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    12.400
_shelx_estimated_absorpt_T_min   0.214
_shelx_estimated_absorpt_T_max   0.707
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5844
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      302(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 8
_diffrn_reflns_number            30299
_diffrn_reflns_av_unetI/netI     0.2158
_diffrn_reflns_av_R_equivalents  0.1998
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.954
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6254
_reflns_number_gt                2632
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  Shelx97
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1357P)²+9.0884P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6254
_refine_ls_number_parameters     403
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2519
_refine_ls_R_factor_gt           0.1228
_refine_ls_wR_factor_ref         0.3460
_refine_ls_wR_factor_gt          0.2796
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          1.429
_refine_ls_shift/su_mean         0.019

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 0.04144(16) 0.87833(15) 0.60019(10) 0.0695(6) Uani 1 1 d . . . . .
Br02 Br 0.33485(18) 0.74945(17) 0.66852(10) 0.0763(6) Uani 1 1 d . . . . .
O1 O -0.0925(13) 0.5110(12) 0.2803(7) 0.087(4) Uani 1 1 d . . . . .
O2 O 0.2823(10) 0.3404(11) 0.4099(6) 0.079(3) Uani 1 1 d . . . . .
O3 O 0.3907(9) 0.6544(9) 0.3711(6) 0.063(3) Uani 1 1 d . . . . .
O4 O 0.1686(10) 0.7453(10) 0.3189(7) 0.076(3) Uani 1 1 d . . . . .
O5 O 0.3635(14) 0.9935(13) 0.2822(8) 0.102(4) Uani 1 1 d . . . . .
O6 O 0.7576(11) 0.8319(10) 0.3912(7) 0.083(3) Uani 1 1 d . . . . .
N1 N 0.1061(11) 0.4146(11) 0.3272(7) 0.054(3) Uani 1 1 d . . . . .
N2 N 0.5700(14) 0.9039(12) 0.3191(8) 0.068(4) Uani 1 1 d . . . . .
C1 C 0.1535(13) 0.8053(12) 0.5311(9) 0.052(4) Uani 1 1 d . . . . .
C2 C 0.2760(13) 0.7519(12) 0.5600(8) 0.050(4) Uani 1 1 d . . . . .
C3 C 0.3572(12) 0.7027(12) 0.5074(9) 0.053(4) Uani 1 1 d . . . . .
H3 H 0.439461 0.669892 0.526994 0.063 Uiso 1 1 calc R U . . .
C4 C 0.3212(12) 0.7003(12) 0.4261(9) 0.045(3) Uani 1 1 d . . . . .
C5 C 0.1973(14) 0.7516(13) 0.3995(9) 0.053(4) Uani 1 1 d . . . . .
C6 C 0.1137(14) 0.8035(12) 0.4480(9) 0.056(4) Uani 1 1 d . . . . .
H6 H 0.032469 0.837062 0.427675 0.068 Uiso 1 1 calc R U . . .
C7 C 0.0448(19) 0.8027(18) 0.2880(10) 0.098(6) Uani 1 1 d . . . . .
H7A H -0.034323 0.761618 0.297413 0.147 Uiso 1 1 calc R U . . .
H7B H 0.033547 0.792008 0.231270 0.147 Uiso 1 1 calc R U . . .
H7C H 0.053371 0.892543 0.314759 0.147 Uiso 1 1 calc R U . . .
C8 C 0.5120(14) 0.5866(16) 0.3939(9) 0.075(5) Uani 1 1 d . . . . .
H8A H 0.573614 0.639738 0.441311 0.113 Uiso 1 1 calc R U . . .
H8B H 0.558800 0.567086 0.350865 0.113 Uiso 1 1 calc R U . . .
H8C H 0.483509 0.508355 0.404672 0.113 Uiso 1 1 calc R U . . .
C9 C -0.0146(18) 0.4808(15) 0.3336(11) 0.070(5) Uani 1 1 d . . . . .
C10 C 0.1706(14) 0.3912(13) 0.3991(10) 0.057(4) Uani 1 1 d . . . . .
C11 C 0.1581(18) 0.3856(15) 0.2541(9) 0.078(5) Uani 1 1 d . . . . .
H11A H 0.257573 0.405511 0.268278 0.094 Uiso 1 1 calc R U . . .
H11B H 0.117262 0.439330 0.220037 0.094 Uiso 1 1 calc R U . . .
C12 C 0.1242(19) 0.244(2) 0.2073(10) 0.095(6) Uani 1 1 d . . . . .
H12 H 0.171160 0.193723 0.242703 0.113 Uiso 1 1 calc R U . . .
C13 C -0.029(2) 0.194(2) 0.1820(13) 0.123(8) Uani 1 1 d . . . . .
H13A H -0.065101 0.217273 0.229794 0.148 Uiso 1 1 calc R U . . .
H13B H -0.075213 0.241992 0.145671 0.148 Uiso 1 1 calc R U . . .
C14 C -0.072(3) 0.060(2) 0.1443(17) 0.193(14) Uani 1 1 d . . . . .
H14A H -0.089239 0.045112 0.087010 0.289 Uiso 1 1 calc R U . . .
H14B H -0.154326 0.036974 0.158924 0.289 Uiso 1 1 calc R U . . .
H14C H 0.000432 0.008861 0.162010 0.289 Uiso 1 1 calc R U . . .
C15 C 0.190(2) 0.218(2) 0.1338(11) 0.123(8) Uani 1 1 d . . . . .
H15A H 0.154730 0.134042 0.099189 0.148 Uiso 1 1 calc R U . . .
H15B H 0.161130 0.280710 0.103545 0.148 Uiso 1 1 calc R U . . .
C16 C 0.339(2) 0.225(2) 0.1537(11) 0.119(8) Uani 1 1 d . . . . .
H16A H 0.368506 0.167439 0.187444 0.143 Uiso 1 1 calc R U . . .
H16B H 0.374840 0.311227 0.184559 0.143 Uiso 1 1 calc R U . . .
C17 C 0.402(3) 0.189(4) 0.0807(16) 0.232(19) Uani 1 1 d . . . . .
H17A H 0.362580 0.103886 0.048715 0.279 Uiso 1 1 calc R U . . .
H17B H 0.374593 0.248369 0.048005 0.279 Uiso 1 1 calc R U . . .
C18 C 0.553(4) 0.190(5) 0.100(2) 0.30(3) Uani 1 1 d . . . . .
H18A H 0.591698 0.264195 0.088830 0.447 Uiso 1 1 calc R U . . .
H18B H 0.579165 0.113823 0.066932 0.447 Uiso 1 1 calc R U . . .
H18C H 0.585846 0.192711 0.155298 0.447 Uiso 1 1 calc R U . . .
C19 C -0.0212(13) 0.4950(12) 0.4197(8) 0.047(3) Uani 1 1 d . . . . .
C20 C -0.1132(13) 0.5581(13) 0.4608(9) 0.057(4) Uani 1 1 d . . . . .
H20 H -0.184750 0.599096 0.436230 0.069 Uiso 1 1 calc R U . . .
C21 C 0.0926(12) 0.4434(12) 0.4587(8) 0.043(3) Uani 1 1 d . . . . .
C22 C 0.449(2) 0.9666(17) 0.3306(11) 0.079(5) Uani 1 1 d . . . . .
C23 C 0.6535(18) 0.8865(14) 0.3885(12) 0.072(5) Uani 1 1 d . . . . .
C24 C 0.607(2) 0.8723(18) 0.2398(10) 0.092(6) Uani 1 1 d . . . . .
H24A H 0.701272 0.905446 0.246711 0.111 Uiso 1 1 calc R U . . .
H24B H 0.547031 0.914487 0.204355 0.111 Uiso 1 1 calc R U . . .
C25 C 0.592(3) 0.728(2) 0.2005(12) 0.114(8) Uani 1 1 d . . . . .
H25 H 0.645539 0.688364 0.240567 0.136 Uiso 1 1 calc R U . . .
C26 C 0.666(3) 0.703(3) 0.1294(15) 0.159(11) Uani 1 1 d . . . . .
H26A H 0.610199 0.731383 0.085370 0.191 Uiso 1 1 calc R U . . .
H26B H 0.754198 0.754697 0.147004 0.191 Uiso 1 1 calc R U . . .
C27 C 0.691(3) 0.568(3) 0.1000(17) 0.214(16) Uani 1 1 d . . . . .
H27A H 0.778863 0.562458 0.086211 0.321 Uiso 1 1 calc R U . . .
H27B H 0.619068 0.527544 0.053273 0.321 Uiso 1 1 calc R U . . .
H27C H 0.689950 0.524322 0.141235 0.321 Uiso 1 1 calc R U . . .
C28 C 0.451(3) 0.670(2) 0.1816(13) 0.138(10) Uani 1 1 d . . . . .
H28A H 0.420204 0.683259 0.231089 0.166 Uiso 1 1 calc R U . . .
H28B H 0.451992 0.577883 0.160223 0.166 Uiso 1 1 calc R U . . .
C29 C 0.341(3) 0.723(3) 0.1185(14) 0.150(10) Uani 1 1 d . . . . .
H29A H 0.371453 0.716348 0.069269 0.180 Uiso 1 1 calc R U . . .
H29B H 0.326047 0.811254 0.141143 0.180 Uiso 1 1 calc R U . . .
C30 C 0.198(4) 0.627(3) 0.102(2) 0.214(16) Uani 1 1 d . . . . .
H30A H 0.208957 0.539702 0.073250 0.257 Uiso 1 1 calc R U . . .
H30B H 0.172554 0.625849 0.151494 0.257 Uiso 1 1 calc R U . . .
C31 C 0.092(4) 0.692(4) 0.049(2) 0.28(3) Uani 1 1 d . . . . .
H31A H 0.080562 0.647447 -0.006640 0.427 Uiso 1 1 calc R U . . .
H31B H 0.124981 0.779680 0.057389 0.427 Uiso 1 1 calc R U . . .
H31C H 0.004721 0.688697 0.063482 0.427 Uiso 1 1 calc R U . . .
C32 C 0.4601(14) 0.9892(13) 0.4195(9) 0.055(4) Uani 1 1 d . . . . .
C33 C 0.5837(13) 0.9408(12) 0.4519(10) 0.054(4) Uani 1 1 d . . . . .
C34 C 0.3770(13) 1.0497(13) 0.4661(10) 0.061(4) Uani 1 1 d . . . . .
H34 H 0.296952 1.083292 0.444081 0.073 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 C1 1.876(12) . ?
Br02 C2 1.884(14) . ?
O1 C9 1.198(18) . ?
O2 C10 1.249(16) . ?
O3 C4 1.320(14) . ?
O3 C8 1.460(14) . ?
O4 C5 1.374(15) . ?
O4 C7 1.452(17) . ?
O5 C22 1.165(19) . ?
O6 C23 1.202(18) . ?
N1 C10 1.377(17) . ?
N1 C9 1.424(18) . ?
N1 C11 1.462(17) . ?
N2 C23 1.38(2) . ?
N2 C22 1.42(2) . ?
N2 C24 1.485(19) . ?
C1 C2 1.408(18) . ?
C1 C6 1.428(18) . ?
C2 C3 1.381(17) . ?
C3 C4 1.395(18) . ?
C4 C5 1.398(17) . ?
C5 C6 1.355(17) . ?
C9 C19 1.51(2) . ?
C10 C21 1.456(17) . ?
C11 C12 1.53(2) . ?
C12 C13 1.53(2) . ?
C12 C15 1.55(2) . ?
C13 C14 1.44(3) . ?
C15 C16 1.44(2) . ?
C16 C17 1.52(3) . ?
C17 C18 1.46(4) . ?
C19 C20 1.381(17) . ?
C19 C21 1.393(17) . ?
C20 C21 1.396(17) 2_566 ?
C22 C32 1.51(2) . ?
C23 C33 1.45(2) . ?
C24 C25 1.53(2) . ?
C25 C28 1.45(3) . ?
C25 C26 1.57(3) . ?
C26 C27 1.47(3) . ?
C28 C29 1.61(3) . ?
C29 C30 1.66(4) . ?
C30 C31 1.55(4) . ?
C32 C34 1.360(18) . ?
C32 C33 1.407(19) . ?
C33 C34 1.390(18) 2_676 ?

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
C4 O3 C8 117.9(10) . . ?
C5 O4 C7 116.1(11) . . ?
C10 N1 C9 111.7(12) . . ?
C10 N1 C11 125.4(12) . . ?
C9 N1 C11 122.8(13) . . ?
C23 N2 C22 114.2(14) . . ?
C23 N2 C24 124.1(14) . . ?
C22 N2 C24 121.5(15) . . ?
C2 C1 C6 119.6(12) . . ?
C2 C1 Br01 120.8(11) . . ?
C6 C1 Br01 119.5(10) . . ?
C3 C2 C1 118.7(13) . . ?
C3 C2 Br02 119.0(10) . . ?
C1 C2 Br02 122.2(10) . . ?
C2 C3 C4 122.8(12) . . ?
O3 C4 C3 127.4(11) . . ?
O3 C4 C5 116.1(12) . . ?
C3 C4 C5 116.6(12) . . ?
C6 C5 O4 123.0(13) . . ?
C6 C5 C4 123.8(14) . . ?
O4 C5 C4 113.1(11) . . ?
C5 C6 C1 118.4(13) . . ?
O1 C9 N1 126.2(14) . . ?
O1 C9 C19 130.4(14) . . ?
N1 C9 C19 103.4(14) . . ?
O2 C10 N1 123.9(13) . . ?
O2 C10 C21 127.4(15) . . ?
N1 C10 C21 108.6(12) . . ?
N1 C11 C12 111.8(13) . . ?
C13 C12 C11 116.7(16) . . ?
C13 C12 C15 110.9(16) . . ?
C11 C12 C15 109.0(17) . . ?
C14 C13 C12 121(2) . . ?
C16 C15 C12 114.5(16) . . ?
C15 C16 C17 113.8(19) . . ?
C18 C17 C16 115(2) . . ?
C20 C19 C21 121.5(12) . . ?
C20 C19 C9 128.8(13) . . ?
C21 C19 C9 109.4(12) . . ?
C19 C20 C21 116.0(12) . 2_566 ?
C19 C21 C20 122.2(11) . 2_566 ?
C19 C21 C10 106.9(12) . . ?
C20 C21 C10 130.8(13) 2_566 . ?
O5 C22 N2 127.7(19) . . ?
O5 C22 C32 129.0(19) . . ?
N2 C22 C32 103.3(15) . . ?
O6 C23 N2 124.5(17) . . ?
O6 C23 C33 130.1(19) . . ?
N2 C23 C33 105.3(14) . . ?
N2 C24 C25 112.5(15) . . ?
C28 C25 C24 114(2) . . ?
C28 C25 C26 116(2) . . ?
C24 C25 C26 108(2) . . ?
C27 C26 C25 113(2) . . ?
C25 C28 C29 115(2) . . ?
C28 C29 C30 103(2) . . ?
C31 C30 C29 101(3) . . ?
C34 C32 C33 122.2(14) . . ?
C34 C32 C22 130.4(16) . . ?
C33 C32 C22 107.2(14) . . ?
C34 C33 C32 120.3(13) 2_676 . ?
C34 C33 C23 129.7(14) 2_676 . ?
C32 C33 C23 109.9(15) . . ?
C32 C34 C33 117.4(14) . 2_676 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 2.2(18) . . . . ?
Br01 C1 C2 C3 -178.1(10) . . . . ?
C6 C1 C2 Br02 -179.5(9) . . . . ?
Br01 C1 C2 Br02 0.2(15) . . . . ?
C1 C2 C3 C4 -1.9(19) . . . . ?
Br02 C2 C3 C4 179.7(10) . . . . ?
C8 O3 C4 C3 7(2) . . . . ?
C8 O3 C4 C5 -173.0(13) . . . . ?
C2 C3 C4 O3 -179.2(13) . . . . ?
C2 C3 C4 C5 0.5(19) . . . . ?
C7 O4 C5 C6 2(2) . . . . ?
C7 O4 C5 C4 -177.0(13) . . . . ?
O3 C4 C5 C6 -179.5(13) . . . . ?
C3 C4 C5 C6 1(2) . . . . ?
O3 C4 C5 O4 0.0(18) . . . . ?
C3 C4 C5 O4 -179.7(11) . . . . ?
O4 C5 C6 C1 -179.9(12) . . . . ?
C4 C5 C6 C1 0(2) . . . . ?
C2 C1 C6 C5 -1(2) . . . . ?
Br01 C1 C6 C5 179.2(11) . . . . ?
C10 N1 C9 O1 -178.3(16) . . . . ?
C11 N1 C9 O1 6(3) . . . . ?
C10 N1 C9 C19 -1.0(16) . . . . ?
C11 N1 C9 C19 -176.6(12) . . . . ?
C9 N1 C10 O2 -176.2(14) . . . . ?
C11 N1 C10 O2 -1(2) . . . . ?
C9 N1 C10 C21 -0.2(16) . . . . ?
C11 N1 C10 C21 175.2(13) . . . . ?
C10 N1 C11 C12 81.4(18) . . . . ?
C9 N1 C11 C12 -103.6(17) . . . . ?
N1 C11 C12 C13 57(2) . . . . ?
N1 C11 C12 C15 -176.4(14) . . . . ?
C11 C12 C13 C14 -174(2) . . . . ?
C15 C12 C13 C14 60(3) . . . . ?
C13 C12 C15 C16 -162(2) . . . . ?
C11 C12 C15 C16 69(3) . . . . ?
C12 C15 C16 C17 175(2) . . . . ?
C15 C16 C17 C18 -178(4) . . . . ?
O1 C9 C19 C20 -7(3) . . . . ?
N1 C9 C19 C20 176.1(14) . . . . ?
O1 C9 C19 C21 179.1(17) . . . . ?
N1 C9 C19 C21 2.0(15) . . . . ?
C21 C19 C20 C21 -6(2) . . . 2_566 ?
C9 C19 C20 C21 -179.2(13) . . . 2_566 ?
C20 C19 C21 C20 6(2) . . . 2_566 ?
C9 C19 C21 C20 -179.4(12) . . . 2_566 ?
C20 C19 C21 C10 -176.8(13) . . . . ?
C9 C19 C21 C10 -2.1(15) . . . . ?
O2 C10 C21 C19 177.3(14) . . . . ?
N1 C10 C21 C19 1.5(15) . . . . ?
O2 C10 C21 C20 -6(2) . . . 2_566 ?
N1 C10 C21 C20 178.4(13) . . . 2_566 ?
C23 N2 C22 O5 179.2(17) . . . . ?
C24 N2 C22 O5 5(3) . . . . ?
C23 N2 C22 C32 -0.7(17) . . . . ?
C24 N2 C22 C32 -175.3(13) . . . . ?
C22 N2 C23 O6 177.4(15) . . . . ?
C24 N2 C23 O6 -8(2) . . . . ?
C22 N2 C23 C33 0.4(17) . . . . ?
C24 N2 C23 C33 174.8(14) . . . . ?
C23 N2 C24 C25 75(2) . . . . ?
C22 N2 C24 C25 -111(2) . . . . ?
N2 C24 C25 C28 63(2) . . . . ?
N2 C24 C25 C26 -166.3(18) . . . . ?
C28 C25 C26 C27 -66(3) . . . . ?
C24 C25 C26 C27 165(2) . . . . ?
C24 C25 C28 C29 62(2) . . . . ?
C26 C25 C28 C29 -64(3) . . . . ?
C25 C28 C29 C30 173(2) . . . . ?
C28 C29 C30 C31 174(2) . . . . ?
O5 C22 C32 C34 -3(3) . . . . ?
N2 C22 C32 C34 177.3(14) . . . . ?
O5 C22 C32 C33 -179.2(18) . . . . ?
N2 C22 C32 C33 0.8(16) . . . . ?
C34 C32 C33 C34 2(2) . . . 2_676 ?
C22 C32 C33 C34 178.8(12) . . . 2_676 ?
C34 C32 C33 C23 -177.5(13) . . . . ?
C22 C32 C33 C23 -0.6(16) . . . . ?
O6 C23 C33 C34 4(3) . . . 2_676 ?
N2 C23 C33 C34 -179.2(13) . . . 2_676 ?
O6 C23 C33 C32 -176.6(15) . . . . ?
N2 C23 C33 C32 0.1(16) . . . . ?
C33 C32 C34 C33 -2(2) . . . 2_676 ?
C22 C32 C34 C33 -178.0(13) . . . 2_676 ?

_refine_diff_density_max         1.867
_refine_diff_density_min         -0.689
_refine_diff_density_rms         0.121


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_shelx_CCDC2
_audit_block_doi                 10.5517/ccdc.csd.cc2crjpc
_database_code_depnum_ccdc_archive 'CCDC 2197363'
loop_
_audit_author_name
_audit_author_address
'Shagufi Naz Ansari'
;JNCASR
India
;
_audit_update_record             
;
2022-08-11 deposited with the CCDC.	2023-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C2.57 H3.32 I0.15 N0.15 O0.45'
_chemical_formula_weight         62.68

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'
I I -0.4742 1.8119 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        P-1
_space_group_name_Hall           'P 2ac 2ab'

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

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

_cell_length_a                   9.6713(3)
_cell_length_b                   12.0440(4)
_cell_length_c                   31.4195(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3659.8(2)
_cell_formula_units_Z            53
_cell_measurement_temperature    301(2)
_cell_measurement_reflns_used    9890
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      24.68

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_F_000             1664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    1.761
_shelx_estimated_absorpt_T_min   0.791
_shelx_estimated_absorpt_T_max   0.949
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5182
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Stronge absorber'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 8
_diffrn_reflns_number            88022
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_av_R_equivalents  0.0734
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         2.131
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6456
_reflns_number_gt                4752
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.766
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  Shelx97
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0230P)²+7.6580P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1780 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.49(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6456
_refine_ls_number_parameters     376
_refine_ls_number_restraints     17
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0390
_refine_ls_wR_factor_ref         0.0925
_refine_ls_wR_factor_gt          0.0795
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          3.326
_refine_ls_shift/su_mean         0.051

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
I001 I -0.20155(12) 0.59485(6) 0.25457(4) 0.0572(3) Uani 1 1 d . . . . .
I002 I -0.20140(12) 0.90164(6) 0.25447(4) 0.0581(3) Uani 1 1 d . . . . .
O1 O 0.8625(12) 0.5622(9) 0.4228(3) 0.074(4) Uani 1 1 d . . . . .
O2 O 0.8622(13) 0.9402(9) 0.4230(4) 0.083(4) Uani 1 1 d . . . . .
O3 O 0.3995(12) 0.5569(7) 0.2956(3) 0.061(3) Uani 1 1 d . . . . .
O4 O 0.4062(12) 0.9358(8) 0.2952(3) 0.068(3) Uani 1 1 d . . . . .
O5 O 0.1907(12) 0.6400(7) 0.3755(3) 0.055(3) Uani 1 1 d . . . . .
O6 O 0.2004(13) 0.8521(7) 0.3747(3) 0.063(3) Uani 1 1 d . . . . .
N1 N 0.8826(6) 0.7438(14) 0.43405(19) 0.0607(19) Uani 1 1 d . . . . .
N2 N 0.3829(5) 0.7505(12) 0.28524(16) 0.0507(14) Uani 1 1 d . . . . .
C1 C 0.8216(17) 0.6509(14) 0.4162(5) 0.053(4) Uani 1 1 d . . . . .
C2 C 0.8298(17) 0.8415(15) 0.4166(5) 0.066(5) Uani 1 1 d . . . . .
C3 C 0.7110(17) 0.8035(12) 0.3883(4) 0.054(4) Uani 1 1 d . . . . .
C4 C 0.713(2) 0.6892(11) 0.3873(5) 0.051(4) Uani 1 1 d . . . . .
C5 C 1.0115(7) 0.748(2) 0.4596(2) 0.075(3) Uani 1 1 d . . . . .
H5A H 1.061474 0.815412 0.452277 0.090 Uiso 1 1 calc R U . . .
H5B H 1.069279 0.685538 0.451894 0.090 Uiso 1 1 calc R U . . .
C6 C 0.9872(9) 0.746(2) 0.5081(2) 0.083(3) Uani 1 1 d . . . . .
H6 H 1.080134 0.743561 0.520461 0.099 Uiso 1 1 calc R U . . .
C7 C 0.925(3) 0.862(2) 0.5240(6) 0.134(9) Uani 1 1 d . . . . .
H7A H 0.895080 0.849571 0.553140 0.160 Uiso 1 1 calc R U . . .
H7B H 0.840709 0.873204 0.507627 0.160 Uiso 1 1 calc R U . . .
C8 C 1.003(3) 0.986(2) 0.5245(8) 0.231(19) Uani 1 1 d . . . . .
H8A H 1.032467 1.002754 0.552987 0.346 Uiso 1 1 calc R U . . .
H8B H 0.940571 1.041685 0.514690 0.346 Uiso 1 1 calc R U . . .
H8C H 1.082721 0.983240 0.506144 0.346 Uiso 1 1 calc R U . . .
C9 C 0.919(2) 0.6482(15) 0.5242(6) 0.086(5) Uani 1 1 d . . . . .
H9A H 0.831461 0.638898 0.509577 0.103 Uiso 1 1 calc R U . . .
H9B H 0.899913 0.658006 0.554227 0.103 Uiso 1 1 calc R U . . .
C10 C 1.006(2) 0.5438(15) 0.5181(6) 0.111(7) Uani 1 1 d . . . . .
H10A H 1.095198 0.565264 0.529739 0.133 Uiso 1 1 calc R U . . .
H10B H 1.020123 0.541636 0.487493 0.133 Uiso 1 1 calc R U . . .
C11 C 0.996(6) 0.410(2) 0.5308(11) 0.55(6) Uani 1 1 d D . . . .
H11A H 1.016568 0.414517 0.560974 0.658 Uiso 1 1 calc R U . . .
H11B H 0.896126 0.400466 0.529840 0.658 Uiso 1 1 calc R U . . .
C12 C 1.043213 0.289392 0.521399 1.44(18) Uani 1 1 d D . . . .
H12A H 1.142378 0.285982 0.521760 2.160 Uiso 1 1 calc R U . . .
H12B H 1.009960 0.267154 0.493902 2.160 Uiso 1 1 calc R U . . .
H12C H 1.006665 0.240425 0.542723 2.160 Uiso 1 1 calc R U . . .
C13 C 0.6271(17) 0.6313(12) 0.3630(5) 0.056(5) Uani 1 1 d . . . . .
H13 H 0.626673 0.554084 0.362688 0.067 Uiso 1 1 calc R U . . .
C14 C 0.5386(16) 0.6932(13) 0.3382(5) 0.048(4) Uani 1 1 d . . . . .
C15 C 0.5326(16) 0.8082(12) 0.3361(5) 0.045(4) Uani 1 1 d . . . . .
C16 C 0.6197(16) 0.8695(12) 0.3624(5) 0.052(4) Uani 1 1 d . . . . .
H16 H 0.619039 0.946725 0.363082 0.063 Uiso 1 1 calc R U . . .
C17 C 0.4383(17) 0.6522(13) 0.3046(6) 0.052(5) Uani 1 1 d . . . . .
C18 C 0.4315(14) 0.8437(13) 0.3041(6) 0.046(4) Uani 1 1 d . . . . .
C19 C 0.2815(7) 0.7509(12) 0.2506(2) 0.060(2) Uani 1 1 d . . . . .
H19A H 0.240387 0.824136 0.248444 0.072 Uiso 1 1 calc R U . . .
H19B H 0.208370 0.698458 0.257105 0.072 Uiso 1 1 calc R U . . .
C20 C 0.347700 0.719900 0.207700 0.167 Uani 1 1 d D U . . .
H20 H 0.346228 0.797961 0.198909 0.201 Uiso 1 1 calc R U . . .
C21 C 0.454391 0.710608 0.194905 0.178 Uani 1 1 d D U . . .
H21A H 0.465568 0.631032 0.191619 0.213 Uiso 1 1 calc R U . . .
H21B H 0.513276 0.730966 0.218647 0.213 Uiso 1 1 calc R U . . .
C22 C 0.535728 0.764009 0.152289 0.135(5) Uani 1 1 d D U . . .
H22A H 0.468579 0.792203 0.132553 0.203 Uiso 1 1 calc R U . . .
H22B H 0.589554 0.707095 0.138759 0.203 Uiso 1 1 calc R U . . .
H22C H 0.595504 0.823227 0.161218 0.203 Uiso 1 1 calc R U . . .
C23 C 0.228251 0.688994 0.170813 0.107(5) Uani 1 1 d D U . . .
H23A H 0.270153 0.680219 0.142966 0.128 Uiso 1 1 calc R U . . .
H23B H 0.179199 0.621379 0.178116 0.128 Uiso 1 1 calc R U . . .
C24 C 0.1333(15) 0.7874(14) 0.1717(5) 0.131(7) Uani 1 1 d . . . . .
H24A H 0.178657 0.854201 0.161623 0.158 Uiso 1 1 calc R U . . .
H24B H 0.095934 0.800276 0.199959 0.158 Uiso 1 1 calc R U . . .
C25 C 0.0109(18) 0.7426(19) 0.1375(5) 0.181(9) Uani 1 1 d . . . . .
H25A H -0.009547 0.665393 0.143628 0.218 Uiso 1 1 calc R U . . .
H25B H -0.073011 0.784948 0.142141 0.218 Uiso 1 1 calc R U . . .
C26 C 0.049(2) 0.752(3) 0.0940(6) 0.260(14) Uani 1 1 d . . . . .
H26A H 0.104958 0.816930 0.090107 0.389 Uiso 1 1 calc R U . . .
H26B H -0.032826 0.757781 0.076815 0.389 Uiso 1 1 calc R U . . .
H26C H 0.100434 0.687342 0.085640 0.389 Uiso 1 1 calc R U . . .
C27 C 0.1019(17) 0.8050(13) 0.3485(5) 0.057(4) Uani 1 1 d . . . . .
C28 C 0.1046(14) 0.6898(10) 0.3473(5) 0.037(3) Uani 1 1 d . . . . .
C29 C 0.0138(16) 0.6353(11) 0.3206(5) 0.046(4) Uani 1 1 d . . . . .
H29 H 0.011930 0.558169 0.321358 0.055 Uiso 1 1 calc R U . . .
C30 C -0.0742(14) 0.6888(9) 0.2928(5) 0.039(4) Uani 1 1 d . . . . .
C31 C -0.0716(15) 0.8015(12) 0.2946(5) 0.047(4) Uani 1 1 d . . . . .
C32 C 0.0173(16) 0.8642(12) 0.3216(5) 0.050(5) Uani 1 1 d . . . . .
H32 H 0.018084 0.941386 0.321149 0.060 Uiso 1 1 calc R U . . .
C33 C 0.1906(19) 0.9692(12) 0.3790(5) 0.082(6) Uani 1 1 d . . . . .
H33A H 0.218495 1.003964 0.352827 0.122 Uiso 1 1 calc R U . . .
H33B H 0.249840 0.993560 0.401618 0.122 Uiso 1 1 calc R U . . .
H33C H 0.096760 0.989318 0.385291 0.122 Uiso 1 1 calc R U . . .
C34 C 0.192(2) 0.5215(8) 0.3779(4) 0.067(5) Uani 1 1 d . . . . .
H34A H 0.104798 0.495739 0.388657 0.100 Uiso 1 1 calc R U . . .
H34B H 0.264790 0.497992 0.396623 0.100 Uiso 1 1 calc R U . . .
H34C H 0.207301 0.491065 0.350047 0.100 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
I001 C30 2.059(14) . ?
I002 C31 2.150(14) . ?
O1 C1 1.157(15) . ?
O2 C2 1.245(16) . ?
O3 C17 1.240(16) . ?
O4 C18 1.170(15) . ?
O5 C28 1.356(16) . ?
O5 C34 1.430(12) . ?
O6 C27 1.381(17) . ?
O6 C33 1.421(16) . ?
N1 C1 1.383(17) . ?
N1 C2 1.396(19) . ?
N1 C5 1.483(8) . ?
N2 C18 1.354(17) . ?
N2 C17 1.434(17) . ?
N2 C19 1.465(8) . ?
C1 C4 1.46(2) . ?
C2 C3 1.52(2) . ?
C3 C4 1.377(10) . ?
C3 C16 1.441(19) . ?
C4 C13 1.33(2) . ?
C5 C6 1.543(9) . ?
C6 C9 1.44(2) . ?
C6 C7 1.60(3) . ?
C7 C8 1.67(3) . ?
C9 C10 1.53(2) . ?
C10 C11 1.66(3) . ?
C11 C12 1.56(3) . ?
C13 C14 1.38(2) . ?
C14 C15 1.388(10) . ?
C14 C17 1.52(2) . ?
C15 C16 1.39(2) . ?
C15 C18 1.47(2) . ?
C19 C20 1.538(7) . ?
C20 C21 1.11302(3) . ?
C20 C23 1.67819(3) . ?
C21 C22 1.68086(4) . ?
C23 C24 1.499(15) . ?
C24 C25 1.689(18) . ?
C25 C26 1.42(2) . ?
C27 C32 1.37(2) . ?
C27 C28 1.387(10) . ?
C28 C29 1.38(2) . ?
C29 C30 1.38(2) . ?
C30 C31 1.359(10) . ?
C31 C32 1.424(19) . ?

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
C28 O5 C34 118.9(11) . . ?
C27 O6 C33 114.7(12) . . ?
C1 N1 C2 111.5(7) . . ?
C1 N1 C5 127.4(16) . . ?
C2 N1 C5 119.3(16) . . ?
C18 N2 C17 111.6(6) . . ?
C18 N2 C19 123.7(13) . . ?
C17 N2 C19 124.6(13) . . ?
O1 C1 N1 121.9(16) . . ?
O1 C1 C4 130.3(15) . . ?
N1 C1 C4 107.6(13) . . ?
O2 C2 N1 130.6(16) . . ?
O2 C2 C3 124.7(16) . . ?
N1 C2 C3 104.6(12) . . ?
C4 C3 C16 123.2(18) . . ?
C4 C3 C2 107.7(18) . . ?
C16 C3 C2 128.8(15) . . ?
C13 C4 C3 122(2) . . ?
C13 C4 C1 129.8(13) . . ?
C3 C4 C1 108.1(18) . . ?
N1 C5 C6 113.9(6) . . ?
C9 C6 C5 115.3(16) . . ?
C9 C6 C7 115.6(9) . . ?
C5 C6 C7 110.7(14) . . ?
C6 C7 C8 127(2) . . ?
C6 C9 C10 112.3(17) . . ?
C9 C10 C11 137(2) . . ?
C12 C11 C10 147(3) . . ?
C4 C13 C14 115.5(14) . . ?
C13 C14 C15 126.4(18) . . ?
C13 C14 C17 128.0(15) . . ?
C15 C14 C17 105.4(17) . . ?
C14 C15 C16 118.5(18) . . ?
C14 C15 C18 110.6(17) . . ?
C16 C15 C18 130.9(14) . . ?
C15 C16 C3 114.4(13) . . ?
O3 C17 N2 123.7(15) . . ?
O3 C17 C14 130.7(15) . . ?
N2 C17 C14 105.4(12) . . ?
O4 C18 N2 127.5(14) . . ?
O4 C18 C15 125.4(15) . . ?
N2 C18 C15 106.9(11) . . ?
N2 C19 C20 111.8(6) . . ?
C21 C20 C19 136.6(2) . . ?
C21 C20 C23 111.495(2) . . ?
C19 C20 C23 111.9(2) . . ?
C20 C21 C22 133.086(1) . . ?
C24 C23 C20 103.5(6) . . ?
C23 C24 C25 99.5(13) . . ?
C26 C25 C24 114.0(17) . . ?
C32 C27 O6 124.3(14) . . ?
C32 C27 C28 120.9(18) . . ?
O6 C27 C28 114.4(17) . . ?
O5 C28 C29 125.2(11) . . ?
O5 C28 C27 115.9(16) . . ?
C29 C28 C27 118.7(17) . . ?
C30 C29 C28 123.7(13) . . ?
C31 C30 C29 115.4(17) . . ?
C31 C30 I001 125.8(14) . . ?
C29 C30 I001 118.8(9) . . ?
C30 C31 C32 124.4(17) . . ?
C30 C31 I002 121.6(15) . . ?
C32 C31 I002 113.9(10) . . ?
C27 C32 C31 116.7(14) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 O1 170.9(18) . . . . ?
C5 N1 C1 O1 6(2) . . . . ?
C2 N1 C1 C4 -4.6(11) . . . . ?
C5 N1 C1 C4 -169.1(9) . . . . ?
C1 N1 C2 O2 -177(2) . . . . ?
C5 N1 C2 O2 -11(2) . . . . ?
C1 N1 C2 C3 6.9(10) . . . . ?
C5 N1 C2 C3 172.7(9) . . . . ?
O2 C2 C3 C4 176.5(18) . . . . ?
N1 C2 C3 C4 -6.7(18) . . . . ?
O2 C2 C3 C16 3(3) . . . . ?
N1 C2 C3 C16 -179.8(14) . . . . ?
C16 C3 C4 C13 -2(3) . . . . ?
C2 C3 C4 C13 -175.6(12) . . . . ?
C16 C3 C4 C1 177.7(11) . . . . ?
C2 C3 C4 C1 4(2) . . . . ?
O1 C1 C4 C13 5(3) . . . . ?
N1 C1 C4 C13 179.7(15) . . . . ?
O1 C1 C4 C3 -174.9(19) . . . . ?
N1 C1 C4 C3 0(2) . . . . ?
C1 N1 C5 C6 -96(2) . . . . ?
C2 N1 C5 C6 100.5(19) . . . . ?
N1 C5 C6 C9 61(2) . . . . ?
N1 C5 C6 C7 -72(2) . . . . ?
C9 C6 C7 C8 159(2) . . . . ?
C5 C6 C7 C8 -67(2) . . . . ?
C5 C6 C9 C10 64.7(18) . . . . ?
C7 C6 C9 C10 -164.0(17) . . . . ?
C6 C9 C10 C11 176(3) . . . . ?
C9 C10 C11 C12 159(5) . . . . ?
C3 C4 C13 C14 2(3) . . . . ?
C1 C4 C13 C14 -178.1(15) . . . . ?
C4 C13 C14 C15 1(3) . . . . ?
C4 C13 C14 C17 174.1(15) . . . . ?
C13 C14 C15 C16 -2(3) . . . . ?
C17 C14 C15 C16 -177.1(12) . . . . ?
C13 C14 C15 C18 176.3(13) . . . . ?
C17 C14 C15 C18 2(2) . . . . ?
C14 C15 C16 C3 2(3) . . . . ?
C18 C15 C16 C3 -176.7(15) . . . . ?
C4 C3 C16 C15 0(3) . . . . ?
C2 C3 C16 C15 172.4(14) . . . . ?
C18 N2 C17 O3 172.8(19) . . . . ?
C19 N2 C17 O3 -5(2) . . . . ?
C18 N2 C17 C14 -2.9(10) . . . . ?
C19 N2 C17 C14 179.6(9) . . . . ?
C13 C14 C17 O3 11(3) . . . . ?
C15 C14 C17 O3 -174.7(18) . . . . ?
C13 C14 C17 N2 -173.9(15) . . . . ?
C15 C14 C17 N2 0.6(19) . . . . ?
C17 N2 C18 O4 179(2) . . . . ?
C19 N2 C18 O4 -3(2) . . . . ?
C17 N2 C18 C15 4.0(10) . . . . ?
C19 N2 C18 C15 -178.6(9) . . . . ?
C14 C15 C18 O4 -179.0(18) . . . . ?
C16 C15 C18 O4 0(3) . . . . ?
C14 C15 C18 N2 -4(2) . . . . ?
C16 C15 C18 N2 175.0(16) . . . . ?
C18 N2 C19 C20 107.7(12) . . . . ?
C17 N2 C19 C20 -75.2(13) . . . . ?
N2 C19 C20 C21 -12.5(15) . . . . ?
N2 C19 C20 C23 165.6(9) . . . . ?
C19 C20 C21 C22 -127.2(8) . . . . ?
C23 C20 C21 C22 54.623(1) . . . . ?
C21 C20 C23 C24 -129.0(6) . . . . ?
C19 C20 C23 C24 52.4(8) . . . . ?
C20 C23 C24 C25 -174.9(8) . . . . ?
C23 C24 C25 C26 -78(2) . . . . ?
C33 O6 C27 C32 12(2) . . . . ?
C33 O6 C27 C28 -174.8(16) . . . . ?
C34 O5 C28 C29 1(2) . . . . ?
C34 O5 C28 C27 176.0(16) . . . . ?
C32 C27 C28 O5 -179.3(11) . . . . ?
O6 C27 C28 O5 8(3) . . . . ?
C32 C27 C28 C29 -4(3) . . . . ?
O6 C27 C28 C29 -177.3(10) . . . . ?
O5 C28 C29 C30 178.8(13) . . . . ?
C27 C28 C29 C30 4(3) . . . . ?
C28 C29 C30 C31 -3(2) . . . . ?
C28 C29 C30 I001 179.2(12) . . . . ?
C29 C30 C31 C32 2(3) . . . . ?
I001 C30 C31 C32 179.6(9) . . . . ?
C29 C30 C31 I002 -179.6(7) . . . . ?
I001 C30 C31 I002 -2(2) . . . . ?
O6 C27 C32 C31 175.6(14) . . . . ?
C28 C27 C32 C31 3(3) . . . . ?
C30 C31 C32 C27 -2(3) . . . . ?
I002 C31 C32 C27 179.3(12) . . . . ?

_refine_diff_density_max         0.702
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.072


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_preparation       Luminescent
