# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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
_database_code_depnum_ccdc_archive 'CCDC 2348109'
loop_
_audit_author_name
_audit_author_address
'Diptikanta Swain'
;Institute of Chemical Technology IOC
India
;
_audit_update_record             
;
2024-04-13 deposited with the CCDC.	2024-06-06 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            'C6 H22 Br5 In N2 O2'
_chemical_formula_weight         668.62

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

_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'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   20.264(3)
_cell_length_b                   7.9353(11)
_cell_length_c                   11.0226(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1772.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9753
_cell_measurement_theta_min      2.73
_cell_measurement_theta_max      26.82

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.506
_exptl_crystal_F_000             1248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    12.597
_shelx_estimated_absorpt_T_min   0.168
_shelx_estimated_absorpt_T_max   0.366
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.594
_exptl_absorpt_correction_T_max  0.735
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            62850
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_av_R_equivalents  0.0626
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.731
_diffrn_reflns_theta_max         27.142
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2102
_reflns_number_gt                1896
_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 APEX 3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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)+(0.0429P)²+5.4870P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2102
_refine_ls_number_parameters     82
_refine_ls_number_restraints     39
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0304
_refine_ls_wR_factor_ref         0.0839
_refine_ls_wR_factor_gt          0.0817
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.195
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
In1 In 0.34735(2) 0.250000 0.12832(4) 0.03382(13) Uani 1 2 d S T P . .
Br3 Br 0.46943(3) 0.250000 0.20333(7) 0.05163(19) Uani 1 2 d S T P . .
Br1 Br 0.37303(2) 0.01211(6) -0.03721(4) 0.04757(15) Uani 1 1 d . . . . .
Br2 Br 0.30218(3) 0.01595(7) 0.27590(5) 0.05220(16) Uani 1 1 d . . . . .
O1W O 0.2443(2) 0.250000 0.0426(4) 0.0658(17) Uani 1 2 d DS T P . .
O2W O 0.1413(3) 0.250000 0.1961(6) 0.084(2) Uani 1 2 d DS T P . .
N1 N 0.2600(3) 0.250000 0.5344(5) 0.0576(17) Uani 1 2 d DS T P . .
H1A H 0.224055 0.250000 0.580736 0.086 Uiso 1 2 calc R U P . .
H1B H 0.260157 0.341576 0.487815 0.086 Uiso 0.5 1 calc R U P . .
H1C H 0.260157 0.158424 0.487815 0.086 Uiso 0.5 1 calc R U P . .
N8 N 0.5139(3) 0.250000 0.8887(5) 0.066(2) Uani 1 2 d S T P . .
H8A H 0.546183 0.250000 0.943466 0.099 Uiso 1 2 calc R U P . .
H8B H 0.489089 0.341576 0.898494 0.099 Uiso 0.5 1 calc R U P . .
H8C H 0.489089 0.158424 0.898494 0.099 Uiso 0.5 1 calc R U P . .
C2 C 0.3167(4) 0.250000 0.6088(8) 0.122(2) Uani 1 2 d DS TU P . .
H2A H 0.311538 0.347513 0.661009 0.147 Uiso 0.5 1 calc R U P . .
H2B H 0.311538 0.152487 0.661009 0.147 Uiso 0.5 1 calc R U P . .
C3 C 0.3824(4) 0.250000 0.5762(9) 0.122(2) Uani 1 2 d DS TU P . .
H3A H 0.390001 0.348281 0.525767 0.147 Uiso 0.5 1 calc R U P . .
H3B H 0.390001 0.151719 0.525767 0.147 Uiso 0.5 1 calc R U P . .
C4 C 0.4307(4) 0.250000 0.6680(9) 0.122(2) Uani 1 2 d DS TU P . .
H4A H 0.419999 0.347366 0.717456 0.147 Uiso 0.5 1 calc R U P . .
H4B H 0.419999 0.152634 0.717455 0.147 Uiso 0.5 1 calc R U P . .
C5 C 0.4987(4) 0.250000 0.6626(7) 0.122(2) Uani 1 2 d DS TU P . .
H5 H 0.498666 0.373499 0.662573 0.147 Uiso 0.5 1 calc R U P . .
C6 C 0.5363(5) 0.250000 0.5484(8) 0.122(2) Uani 1 2 d DS TU P . .
H6A H 0.582666 0.250000 0.566133 0.183 Uiso 1 2 calc R U P . .
H6B H 0.525361 0.151222 0.502316 0.183 Uiso 0.5 1 calc R U P . .
H6C H 0.525361 0.348778 0.502317 0.183 Uiso 0.5 1 calc R U P . .
C7 C 0.5424(3) 0.250000 0.7666(6) 0.0482(16) Uani 1 2 d DS T P . .
H7A H 0.570607 0.348268 0.759962 0.058 Uiso 0.5 1 calc R U P . .
H7B H 0.570607 0.151732 0.759962 0.058 Uiso 0.5 1 calc R U P . .
H1WA H 0.237(4) 0.250000 -0.0452(11) 0.058 Uiso 1 2 d DS U P . .
H1WB H 0.2030(13) 0.250000 0.089(4) 0.058 Uiso 1 2 d DS U P . .
H2WA H 0.138(3) 0.133(2) 0.224(4) 0.058 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
In1 O1W 2.291(5) . ?
In1 Br3 2.6083(8) . ?
In1 Br2 2.6331(6) 7_565 ?
In1 Br2 2.6331(6) . ?
In1 Br1 2.6765(6) 7_565 ?
In1 Br1 2.6765(6) . ?
N1 C2 1.410(7) . ?
N8 C7 1.465(9) . ?
C2 C3 1.380(8) . ?
C3 C4 1.408(8) . ?
C4 C5 1.378(8) . ?
C5 C7 1.448(8) . ?
C5 C6 1.471(8) . ?

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
O1W In1 Br3 174.14(12) . . ?
O1W In1 Br2 86.44(9) . 7_565 ?
Br3 In1 Br2 97.69(2) . 7_565 ?
O1W In1 Br2 86.44(9) . . ?
Br3 In1 Br2 97.69(2) . . ?
Br2 In1 Br2 89.71(3) 7_565 . ?
O1W In1 Br1 84.04(9) . 7_565 ?
Br3 In1 Br1 91.814(19) . 7_565 ?
Br2 In1 Br1 89.498(19) 7_565 7_565 ?
Br2 In1 Br1 170.48(2) . 7_565 ?
O1W In1 Br1 84.04(9) . . ?
Br3 In1 Br1 91.814(19) . . ?
Br2 In1 Br1 170.48(2) 7_565 . ?
Br2 In1 Br1 89.499(19) . . ?
Br1 In1 Br1 89.71(3) 7_565 . ?
C3 C2 N1 129.4(8) . . ?
C2 C3 C4 119.0(8) . . ?
C5 C4 C3 131.5(9) . . ?
C4 C5 C7 125.2(8) . . ?
C4 C5 C6 123.7(8) . . ?
C7 C5 C6 111.1(7) . . ?
C5 C7 N8 119.1(6) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1W H1WA Br2 0.9800(10) 2.995(12) 3.740(4) 133.7(12) 8_665 yes
O1W H1WB O2W 0.9800(10) 1.720(13) 2.686(8) 168(4) . yes
O2W H2WA Br1 0.9799(10) 2.88(4) 3.613(5) 132(4) 2 yes
N1 H1A Br2 0.89 3.06 3.623(5) 123.1 2 yes
N1 H1A Br2 0.89 3.06 3.623(5) 123.1 8_666 yes

_refine_diff_density_max         1.233
_refine_diff_density_min         -1.674
_refine_diff_density_rms         0.128


# start Validation Reply Form
_vrf_PLAT420_shelx               
;
PROBLEM: D-H Bond Without Acceptor  O1W      --H1WA     .     Please Check 
RESPONSE: This hydrogen bonds exist, however the distance between the 
   acceptor to hydrogen atom is about 2.995 angstrom for O1W-H1WA...Br2
   and 3.060 angstrom for N1-H1A...Br2. This has been included in the cif. 
;
# end Validation Reply Form

####################################################################### 
# 
# 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
_database_code_depnum_ccdc_archive 'CCDC 2348112'
loop_
_audit_author_name
_audit_author_address
'Diptikanta Swain'
;Institute of Chemical Technology IOC
India
;
_audit_update_record             
;
2024-05-18 deposited with the CCDC.	2024-06-06 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            'C6 H22 Br5 In N2 O2'
_chemical_formula_weight         668.62

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   7.8333(13)
_cell_length_b                   20.223(3)
_cell_length_c                   10.9317(17)
_cell_angle_alpha                90
_cell_angle_beta                 91.232(7)
_cell_angle_gamma                90
_cell_volume                     1731.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    127(2)
_cell_measurement_reflns_used    9899
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      26.864

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.565
_exptl_crystal_F_000             1248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    12.896
_shelx_estimated_absorpt_T_min   0.164
_shelx_estimated_absorpt_T_max   0.359
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.594
_exptl_absorpt_correction_T_max  0.735
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      127(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34407
_diffrn_reflns_av_unetI/netI     0.0460
_diffrn_reflns_av_R_equivalents  0.0803
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.601
_diffrn_reflns_theta_max         27.352
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3854
_reflns_number_gt                3102
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Bruker APEX 3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1505P)²+49.7913P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3854
_refine_ls_number_parameters     158
_refine_ls_number_restraints     25
_refine_ls_R_factor_all          0.1042
_refine_ls_R_factor_gt           0.0865
_refine_ls_wR_factor_ref         0.2686
_refine_ls_wR_factor_gt          0.2492
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.7804(17) 0.2391(4) 0.4694(9) 0.050(4) Uani 1 1 d D . . . .
H1A H 0.896504 0.237570 0.469160 0.075 Uiso 1 1 calc R U . . .
H1B H 0.744155 0.237060 0.547843 0.075 Uiso 1 1 calc R U . . .
H1C H 0.743904 0.277587 0.434446 0.075 Uiso 1 1 calc R U . . .
N8 N 0.777(2) -0.0145(6) 0.1124(6) 0.042(4) Uani 1 1 d D . . . .
H8A H 0.720880 0.024752 0.104969 0.064 Uiso 1 1 calc R U . . .
H8B H 0.739003 -0.042711 0.052954 0.064 Uiso 1 1 calc R U . . .
H8C H 0.891049 -0.007716 0.104519 0.064 Uiso 1 1 calc R U . . .
C7 C 0.744(2) -0.0439(4) 0.2357(4) 0.043(4) Uani 1 1 d D . . . .
H7A H 0.818466 -0.083057 0.246549 0.051 Uiso 1 1 calc R U . . .
H7B H 0.624285 -0.059577 0.236047 0.051 Uiso 1 1 calc R U . . .
C3 C 0.7987(12) 0.1173(3) 0.4225(9) 0.108(15) Uani 1 1 d D . . . .
H3A H 0.783607 0.102737 0.508032 0.130 Uiso 1 1 calc R U . . .
H3B H 0.922190 0.120862 0.406256 0.130 Uiso 1 1 calc R U . . .
C2 C 0.7090(13) 0.1817(3) 0.3981(11) 0.099(10) Uani 1 1 d D U . . .
H2A H 0.586936 0.176511 0.417818 0.119 Uiso 1 1 calc R U . . .
H2B H 0.715272 0.191855 0.309762 0.119 Uiso 1 1 calc R U . . .
C6 C 0.722(3) -0.0364(6) 0.4561(7) 0.118(17) Uani 1 1 d D . . . .
H6A H 0.608036 -0.055516 0.443216 0.177 Uiso 1 1 calc R U . . .
H6B H 0.720456 -0.006083 0.526077 0.177 Uiso 1 1 calc R U . . .
H6C H 0.804626 -0.071804 0.472479 0.177 Uiso 1 1 calc R U . . .
C5 C 0.7719(17) 0.0009(2) 0.3437(5) 0.120(17) Uani 1 1 d D . . . .
H5 H 0.898930 0.004705 0.351743 0.144 Uiso 1 1 calc R U . . .
C4 C 0.7116(14) 0.0711(3) 0.3339(9) 0.108(12) Uani 1 1 d D U . . .
H4A H 0.730585 0.087049 0.249696 0.129 Uiso 1 1 calc R U . . .
H4B H 0.587133 0.072267 0.347826 0.129 Uiso 1 1 calc R U . . .
O1W O 0.7269(19) 0.2558(6) 0.9575(11) 0.042(3) Uani 1 1 d D . . . .
O2W O 0.7223(16) -0.1449(7) 0.6888(15) 0.065(5) Uani 1 1 d D . . . .
In1 In 0.75471(18) 0.15289(6) 0.87505(10) 0.0347(3) Uani 1 1 d . . . . .
Br1 Br 0.9940(3) 0.20209(10) 0.73747(17) 0.0453(5) Uani 1 1 d . . . . .
Br2 Br 0.5204(3) 0.19498(9) 0.71478(17) 0.0428(5) Uani 1 1 d . . . . .
Br3 Br 0.5147(2) 0.12067(9) 1.03315(16) 0.0382(4) Uani 1 1 d . . . . .
Br4 Br 0.9950(3) 0.13231(9) 1.04996(16) 0.0390(4) Uani 1 1 d . . . . .
Br5 Br 0.7705(3) 0.03052(9) 0.79826(16) 0.0396(4) Uani 1 1 d . . . . .
H2WB H 0.617543 -0.138783 0.729323 0.059 Uiso 1 1 d D U . . .
H1WA H 0.75(3) 0.299(5) 0.921(15) 0.059 Uiso 1 1 d D U . . .
H1WB H 0.77(3) 0.262(9) 1.041(7) 0.059 Uiso 1 1 d D U . . .
H2WA H 0.786(12) -0.104(5) 0.707(18) 0.059 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.5000(3) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N8 C7 1.5000(3) . ?
N8 H8A 0.9100 . ?
N8 H8B 0.9100 . ?
N8 H8C 0.9100 . ?
C7 C5 1.5000(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C3 C2 1.5000(3) . ?
C3 C4 1.5000(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C6 C5 1.5000(3) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C5 C4 1.5000(3) . ?
C5 H5 1.0000 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
O1W In1 2.280(13) . ?
O1W H1WA 0.979(10) . ?
O1W H1WB 0.979(10) . ?
O2W H2WB 0.949 . ?
O2W H2WA 0.980(10) . ?
In1 Br5 2.617(2) . ?
In1 Br1 2.624(2) . ?
In1 Br2 2.650(2) . ?
In1 Br3 2.662(2) . ?
In1 Br4 2.687(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
H1A N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C7 N8 H8A 109.5 . . ?
C7 N8 H8B 109.5 . . ?
H8A N8 H8B 109.5 . . ?
C7 N8 H8C 109.5 . . ?
H8A N8 H8C 109.5 . . ?
H8B N8 H8C 109.5 . . ?
N8 C7 C5 116.3(6) . . ?
N8 C7 H7A 108.2 . . ?
C5 C7 H7A 108.2 . . ?
N8 C7 H7B 108.2 . . ?
C5 C7 H7B 108.2 . . ?
H7A C7 H7B 107.4 . . ?
C2 C3 C4 102.8(5) . . ?
C2 C3 H3A 111.2 . . ?
C4 C3 H3A 111.2 . . ?
C2 C3 H3B 111.2 . . ?
C4 C3 H3B 111.2 . . ?
H3A C3 H3B 109.1 . . ?
C3 C2 N1 114.3(7) . . ?
C3 C2 H2A 108.7 . . ?
N1 C2 H2A 108.7 . . ?
C3 C2 H2B 108.7 . . ?
N1 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C6 C5 C4 116.5(9) . . ?
C6 C5 C7 107.8(6) . . ?
C4 C5 C7 118.3(7) . . ?
C6 C5 H5 104.1 . . ?
C4 C5 H5 104.1 . . ?
C7 C5 H5 104.1 . . ?
C3 C4 C5 114.0(5) . . ?
C3 C4 H4A 108.8 . . ?
C5 C4 H4A 108.8 . . ?
C3 C4 H4B 108.8 . . ?
C5 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
In1 O1W H1WA 130(10) . . ?
In1 O1W H1WB 116(10) . . ?
H1WA O1W H1WB 102(2) . . ?
H2WB O2W H2WA 104 . . ?
O1W In1 Br5 174.5(3) . . ?
O1W In1 Br1 87.5(3) . . ?
Br5 In1 Br1 97.78(7) . . ?
O1W In1 Br2 84.1(4) . . ?
Br5 In1 Br2 97.39(7) . . ?
Br1 In1 Br2 89.57(7) . . ?
O1W In1 Br3 83.8(3) . . ?
Br5 In1 Br3 90.91(7) . . ?
Br1 In1 Br3 171.14(8) . . ?
Br2 In1 Br3 91.09(7) . . ?
O1W In1 Br4 86.1(4) . . ?
Br5 In1 Br4 92.55(7) . . ?
Br1 In1 Br4 88.19(7) . . ?
Br2 In1 Br4 170.02(7) . . ?
Br3 In1 Br4 89.65(7) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1W H1WB Br2 0.979(10) 2.83(9) 3.729(14) 153(15) 4_666 yes
O2W H2WA Br5 0.980(10) 2.91(5) 3.760(15) 146(5) . yes
N1 H1A O1W 0.91 2.60 3.50(2) 174.4 4_665 yes
N1 H1B Br2 0.91 2.70 3.518(12) 150.8 . yes
N1 H1C Br1 0.91 2.91 3.554(11) 129.2 4_565 yes
N8 H8A Br3 0.91 2.63 3.517(13) 164.0 1_554 yes
N8 H8C Br5 0.91 2.87 3.671(15) 147.3 3_756 yes
O1W H1WA O2W 0.979(10) 1.67(7) 2.603(18) 158(16) 2_656 yes
O1W H1WB Br2 0.979(10) 2.83(9) 3.729(14) 153(15) 4_666 yes
O2W H2WA Br5 0.980(10) 2.91(5) 3.760(15) 146(5) . yes
N1 H1B Br2 0.91 2.70 3.518(12) 150.8 . yes
N1 H1C Br1 0.91 2.91 3.554(11) 129.2 4_565 yes
N8 H8A Br3 0.91 2.63 3.517(13) 164.0 1_554 yes
N8 H8B Br3 0.91 2.69 3.493(13) 147.7 3_656 yes
N8 H8C Br5 0.91 2.87 3.671(15) 147.3 3_756 yes

_refine_diff_density_max         3.700
_refine_diff_density_min         -1.395
_refine_diff_density_rms         0.341



