# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2499360'
loop_
_audit_author_name
_audit_author_address
'Suresh Sundaram'
;National Taiwan Normal University
India
;
_audit_update_record             
;
2025-12-02 deposited with the CCDC.	2026-01-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H7 N O3'
_chemical_formula_sum            'C9 H7 N O3'
_chemical_formula_weight         177.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   7.4487(3)
_cell_length_b                   13.7929(6)
_cell_length_c                   7.9813(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.279(2)
_cell_angle_gamma                90
_cell_volume                     817.71(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    5099
_cell_measurement_theta_min      6.42
_cell_measurement_theta_max      66.78

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_F_000             368
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.540
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.929
_shelx_estimated_absorpt_T_min   0.606
_shelx_estimated_absorpt_T_max   0.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.606
_exptl_absorpt_correction_T_max  0.964
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5160
_diffrn_reflns_av_unetI/netI     0.0506
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         6.418
_diffrn_reflns_theta_max         66.770
_diffrn_reflns_theta_full        66.770
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.971
_reflns_number_total             1417
_reflns_number_gt                1242
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1347P)²+0.3130P] 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         1417
_refine_ls_number_parameters     118
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0674
_refine_ls_wR_factor_ref         0.2004
_refine_ls_wR_factor_gt          0.1902
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5467(3) 0.72772(15) 0.7249(3) 0.0266(5) Uani 1 1 d . . . . .
C2 C 0.4888(3) 0.77469(16) 0.8643(3) 0.0317(6) Uani 1 1 d . . . . .
H2 H 0.4392 0.8380 0.8539 0.038 Uiso 1 1 calc R U . . .
C3 C 0.5037(3) 0.72900(17) 1.0183(3) 0.0360(6) Uani 1 1 d . . . . .
H3 H 0.4618 0.7599 1.1144 0.043 Uiso 1 1 calc R U . . .
C4 C 0.5801(3) 0.63784(17) 1.0315(3) 0.0349(6) Uani 1 1 d . . . . .
H4 H 0.5920 0.6068 1.1380 0.042 Uiso 1 1 calc R U . . .
C5 C 0.6398(3) 0.59064(16) 0.8927(3) 0.0322(6) Uani 1 1 d . . . . .
H5 H 0.6939 0.5284 0.9050 0.039 Uiso 1 1 calc R U . . .
C6 C 0.6202(3) 0.63469(15) 0.7347(3) 0.0271(6) Uani 1 1 d . . . . .
C7 C 0.7291(3) 0.49494(16) 0.5982(3) 0.0321(6) Uani 1 1 d . . . . .
H7A H 0.6294 0.4537 0.6324 0.039 Uiso 1 1 calc R U . . .
H7B H 0.8342 0.4862 0.6803 0.039 Uiso 1 1 calc R U . . .
C8 C 0.7760(3) 0.46884(16) 0.4295(3) 0.0333(6) Uani 1 1 d . . . . .
C9 C 0.8148(3) 0.44448(18) 0.2952(3) 0.0406(6) Uani 1 1 d . . . . .
H9 H 0.8459 0.4249 0.1870 0.049 Uiso 1 1 calc R U . . .
N1 N 0.5294(2) 0.78013(14) 0.5652(2) 0.0308(5) Uani 1 1 d . . . . .
O1 O 0.4852(3) 0.73629(13) 0.43573(19) 0.0455(6) Uani 1 1 d . . . . .
O2 O 0.5577(3) 0.86812(12) 0.5695(2) 0.0432(5) Uani 1 1 d . . . . .
O3 O 0.6752(2) 0.59468(11) 0.59103(19) 0.0351(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.384(3) . ?
C1 C6 1.395(3) . ?
C1 N1 1.463(3) . ?
C2 C3 1.378(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.381(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.387(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.398(3) . ?
C5 H5 0.9500 . ?
C6 O3 1.362(2) . ?
C7 O3 1.433(3) . ?
C7 C8 1.461(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.180(3) . ?
C9 H9 0.9500 . ?
N1 O1 1.221(3) . ?
N1 O2 1.232(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 122.04(19) . . ?
C2 C1 N1 117.2(2) . . ?
C6 C1 N1 120.77(18) . . ?
C3 C2 C1 119.6(2) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 119.3(2) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 121.4(2) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
C4 C5 C6 119.9(2) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
O3 C6 C1 117.85(18) . . ?
O3 C6 C5 124.4(2) . . ?
C1 C6 C5 117.65(19) . . ?
O3 C7 C8 106.59(17) . . ?
O3 C7 H7A 110.4 . . ?
C8 C7 H7A 110.4 . . ?
O3 C7 H7B 110.4 . . ?
C8 C7 H7B 110.4 . . ?
H7A C7 H7B 108.6 . . ?
C9 C8 C7 177.7(2) . . ?
C8 C9 H9 180.0 . . ?
O1 N1 O2 123.12(18) . . ?
O1 N1 C1 119.6(2) . . ?
O2 N1 C1 117.30(17) . . ?
C6 O3 C7 117.15(16) . . ?

_refine_diff_density_max         0.310
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.075

####################################################################### 
# 
# 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 2499361'
loop_
_audit_author_name
_audit_author_address
'Suresh Sundaram'
;National Taiwan Normal University
India
;
_audit_update_record             
;
2025-12-02 deposited with the CCDC.	2026-01-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H6 Cl I O'
_chemical_formula_sum            'C9 H6 Cl I O'
_chemical_formula_weight         292.49

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'
Cl Cl 0.1484 0.1585 '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'

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

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

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

_cell_length_a                   4.1996(7)
_cell_length_b                   10.2622(18)
_cell_length_c                   22.095(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.362(6)
_cell_angle_gamma                90
_cell_volume                     952.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    5330
_cell_measurement_theta_min      2.71
_cell_measurement_theta_max      25.09

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.040
_exptl_crystal_F_000             552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    3.591
_shelx_estimated_absorpt_T_min   0.422
_shelx_estimated_absorpt_T_max   0.900
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.422
_exptl_absorpt_correction_T_max  0.900
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9896
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_av_R_equivalents  0.0530
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.709
_diffrn_reflns_theta_max         25.092
_diffrn_reflns_theta_full        25.092
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             1651
_reflns_number_gt                1571
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+2.5179P] 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         1651
_refine_ls_number_parameters     109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0334
_refine_ls_R_factor_gt           0.0317
_refine_ls_wR_factor_ref         0.0808
_refine_ls_wR_factor_gt          0.0800
_refine_ls_goodness_of_fit_ref   1.200
_refine_ls_restrained_S_all      1.200
_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
C1 C 0.8288(11) 0.0929(5) 0.5821(2) 0.0394(11) Uani 1 1 d . . . . .
C2 C 0.7221(11) 0.1421(5) 0.5375(2) 0.0387(11) Uani 1 1 d . . . . .
C3 C 0.5910(12) 0.2005(5) 0.4822(2) 0.0413(11) Uani 1 1 d . . . . .
H3A H 0.6171 0.1400 0.4477 0.050 Uiso 1 1 calc R U . . .
H3B H 0.3611 0.2184 0.4873 0.050 Uiso 1 1 calc R U . . .
C4 C 0.6538(11) 0.3915(5) 0.4225(2) 0.0354(10) Uani 1 1 d . . . . .
C5 C 0.4652(12) 0.3456(5) 0.3757(2) 0.0410(11) Uani 1 1 d . . . . .
H5 H 0.3959 0.2575 0.3758 0.049 Uiso 1 1 calc R U . . .
C6 C 0.3762(13) 0.4281(5) 0.3286(2) 0.0439(11) Uani 1 1 d . . . . .
H6 H 0.2454 0.3970 0.2965 0.053 Uiso 1 1 calc R U . . .
C7 C 0.4805(11) 0.5553(5) 0.3291(2) 0.0351(10) Uani 1 1 d . . . . .
C8 C 0.6653(12) 0.6020(5) 0.3756(2) 0.0414(11) Uani 1 1 d . . . . .
H8 H 0.7317 0.6905 0.3755 0.050 Uiso 1 1 calc R U . . .
C9 C 0.7546(13) 0.5215(5) 0.4221(2) 0.0441(12) Uani 1 1 d . . . . .
H9 H 0.8848 0.5539 0.4540 0.053 Uiso 1 1 calc R U . . .
Cl1 Cl 0.3631(4) 0.66203(12) 0.27102(6) 0.0518(3) Uani 1 1 d . . . . .
I1 I 1.00357(7) 0.00782(3) 0.65667(2) 0.03883(15) Uani 1 1 d . . . . .
O1 O 0.7579(8) 0.3183(3) 0.47110(15) 0.0444(8) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.192(7) . ?
C1 I1 2.000(5) . ?
C2 C3 1.465(7) . ?
C3 O1 1.420(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.380(6) . ?
C4 O1 1.380(6) . ?
C4 C9 1.400(7) . ?
C5 C6 1.391(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.377(7) . ?
C6 H6 0.9500 . ?
C7 C8 1.369(7) . ?
C7 Cl1 1.756(5) . ?
C8 C9 1.369(7) . ?
C8 H8 0.9500 . ?
C9 H9 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
C2 C1 I1 179.1(4) . . ?
C1 C2 C3 179.1(5) . . ?
O1 C3 C2 108.0(4) . . ?
O1 C3 H3A 110.1 . . ?
C2 C3 H3A 110.1 . . ?
O1 C3 H3B 110.1 . . ?
C2 C3 H3B 110.1 . . ?
H3A C3 H3B 108.4 . . ?
C5 C4 O1 125.0(4) . . ?
C5 C4 C9 119.5(4) . . ?
O1 C4 C9 115.4(4) . . ?
C4 C5 C6 120.2(4) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C7 C6 C5 119.1(4) . . ?
C7 C6 H6 120.5 . . ?
C5 C6 H6 120.5 . . ?
C8 C7 C6 121.1(4) . . ?
C8 C7 Cl1 119.0(4) . . ?
C6 C7 Cl1 119.8(3) . . ?
C9 C8 C7 120.2(4) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C4 119.9(4) . . ?
C8 C9 H9 120.1 . . ?
C4 C9 H9 120.1 . . ?
C4 O1 C3 116.4(4) . . ?

_refine_diff_density_max         0.808
_refine_diff_density_min         -0.603
_refine_diff_density_rms         0.093

####################################################################### 
# 
# 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
_database_code_depnum_ccdc_archive 'CCDC 2499362'
loop_
_audit_author_name
_audit_author_address
'Suresh Sundaram'
;National Taiwan Normal University
India
;
_audit_update_record             
;
2025-12-02 deposited with the CCDC.	2026-01-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H10 I2 O2'
_chemical_formula_sum            'C10 H10 I2 O2'
_chemical_formula_weight         415.98

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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.0037(5)
_cell_length_b                   5.3169(2)
_cell_length_c                   31.9856(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2381.53(16)
_cell_formula_units_Z            8
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9277
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      25.07

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.320
_exptl_crystal_F_000             1536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.070
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    5.256
_shelx_estimated_absorpt_T_min   0.710
_shelx_estimated_absorpt_T_max   0.902
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.710
_exptl_absorpt_correction_T_max  0.902
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14790
_diffrn_reflns_av_unetI/netI     0.0355
_diffrn_reflns_av_R_equivalents  0.0533
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.547
_diffrn_reflns_theta_max         25.101
_diffrn_reflns_theta_full        25.101
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             2114
_reflns_number_gt                1940
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+12.9943P] 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         2114
_refine_ls_number_parameters     128
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0335
_refine_ls_wR_factor_ref         0.0782
_refine_ls_wR_factor_gt          0.0768
_refine_ls_goodness_of_fit_ref   1.182
_refine_ls_restrained_S_all      1.182
_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
C1 C 0.5253(4) 0.2108(10) 0.45478(17) 0.0301(12) Uani 1 1 d . . . . .
H1 H 0.5183 0.3010 0.4802 0.036 Uiso 1 1 calc R U . . .
C2 C 0.4618(3) 0.2491(9) 0.42543(16) 0.0232(10) Uani 1 1 d . . . . .
C3 C 0.4519(4) 0.1245(9) 0.38356(15) 0.0246(11) Uani 1 1 d . . . . .
H3A H 0.5125 0.0379 0.3767 0.030 Uiso 1 1 calc R U . . .
H3B H 0.4012 -0.0048 0.3853 0.030 Uiso 1 1 calc R U . . .
C4 C 0.4981(3) 0.4634(9) 0.33822(15) 0.0211(10) Uani 1 1 d . . . . .
C5 C 0.5918(3) 0.4631(10) 0.35227(16) 0.0250(11) Uani 1 1 d . . . . .
H5 H 0.6123 0.3412 0.3720 0.030 Uiso 1 1 calc R U . . .
C6 C 0.6563(3) 0.6438(10) 0.33709(16) 0.0277(11) Uani 1 1 d . . . . .
H6 H 0.7202 0.6468 0.3470 0.033 Uiso 1 1 calc R U . . .
C7 C 0.6261(4) 0.8175(10) 0.30767(16) 0.0267(11) Uani 1 1 d . . . . .
H7 H 0.6701 0.9369 0.2968 0.032 Uiso 1 1 calc R U . . .
C8 C 0.5326(4) 0.8184(10) 0.29396(16) 0.0276(11) Uani 1 1 d . . . . .
H8 H 0.5128 0.9383 0.2737 0.033 Uiso 1 1 calc R U . . .
C9 C 0.4674(3) 0.6455(10) 0.30953(15) 0.0223(10) Uani 1 1 d . . . . .
C10 C 0.3379(4) 0.8437(12) 0.2749(2) 0.0428(15) Uani 1 1 d . . . . .
H10A H 0.2679 0.8370 0.2742 0.064 Uiso 1 1 calc R U . . .
H10B H 0.3627 0.8353 0.2462 0.064 Uiso 1 1 calc R U . . .
H10C H 0.3584 1.0013 0.2879 0.064 Uiso 1 1 calc R U . . .
O1 O 0.4293(2) 0.2949(7) 0.35065(11) 0.0266(8) Uani 1 1 d . . . . .
O2 O 0.3736(3) 0.6357(7) 0.29844(12) 0.0334(9) Uani 1 1 d . . . . .
I1 I 0.64197(3) -0.03676(7) 0.44942(2) 0.03587(14) Uani 1 1 d . . . . .
I2 I 0.35168(2) 0.51195(7) 0.43926(2) 0.03269(13) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.309(8) . ?
C1 I1 2.105(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.501(7) . ?
C2 I2 2.128(5) . ?
C3 O1 1.425(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 O1 1.374(6) . ?
C4 C5 1.387(7) . ?
C4 C9 1.402(7) . ?
C5 C6 1.405(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.385(8) . ?
C6 H6 0.9500 . ?
C7 C8 1.381(7) . ?
C7 H7 0.9500 . ?
C8 C9 1.389(7) . ?
C8 H8 0.9500 . ?
C9 O2 1.361(6) . ?
C10 O2 1.429(7) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 I1 124.5(4) . . ?
C2 C1 H1 117.8 . . ?
I1 C1 H1 117.8 . . ?
C1 C2 C3 129.3(5) . . ?
C1 C2 I2 116.5(4) . . ?
C3 C2 I2 114.1(3) . . ?
O1 C3 C2 113.5(4) . . ?
O1 C3 H3A 108.9 . . ?
C2 C3 H3A 108.9 . . ?
O1 C3 H3B 108.9 . . ?
C2 C3 H3B 108.9 . . ?
H3A C3 H3B 107.7 . . ?
O1 C4 C5 124.6(4) . . ?
O1 C4 C9 115.1(4) . . ?
C5 C4 C9 120.2(5) . . ?
C4 C5 C6 119.7(5) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C7 C6 C5 119.7(5) . . ?
C7 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C8 C7 C6 120.5(5) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 120.5(5) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
O2 C9 C8 124.5(5) . . ?
O2 C9 C4 116.1(4) . . ?
C8 C9 C4 119.4(5) . . ?
O2 C10 H10A 109.5 . . ?
O2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C4 O1 C3 118.2(4) . . ?
C9 O2 C10 116.5(4) . . ?

_refine_diff_density_max         0.766
_refine_diff_density_min         -1.096
_refine_diff_density_rms         0.130

####################################################################### 
# 
# 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_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2499363'
loop_
_audit_author_name
_audit_author_address
'Suresh Sundaram'
;National Taiwan Normal University
Taiwan
;
_audit_update_record             
;
2025-10-31 deposited with the CCDC.	2026-01-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H9 I3 O2'
_chemical_formula_sum            'C10 H9 I3 O2'
_chemical_formula_weight         541.87

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

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

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

_cell_length_a                   9.6310(9)
_cell_length_b                   5.3074(4)
_cell_length_c                   13.5696(11)
_cell_angle_alpha                90
_cell_angle_beta                 94.695(3)
_cell_angle_gamma                90
_cell_volume                     691.29(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    7467
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      25.19

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.603
_exptl_crystal_F_000             488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.620
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    6.763
_shelx_estimated_absorpt_T_min   0.102
_shelx_estimated_absorpt_T_max   0.935
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.102
_exptl_absorpt_correction_T_max  0.935
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10770
_diffrn_reflns_av_unetI/netI     0.0383
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.499
_diffrn_reflns_theta_max         25.286
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             2467
_reflns_number_gt                2420
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.788
_reflns_Friedel_fraction_max     0.983
_reflns_Friedel_fraction_full    0.985

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0387P)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_abs_structure_details 
;
 Flack x determined using 1052 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.06(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2467
_refine_ls_number_parameters     137
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0193
_refine_ls_R_factor_gt           0.0187
_refine_ls_wR_factor_ref         0.0526
_refine_ls_wR_factor_gt          0.0519
_refine_ls_goodness_of_fit_ref   0.914
_refine_ls_restrained_S_all      0.914
_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
C1 C 0.4633(6) 0.3261(11) 0.7159(4) 0.0322(12) Uani 1 1 d . . . . .
C2 C 0.5662(6) 0.3672(12) 0.7867(4) 0.0338(12) Uani 1 1 d . . . . .
C3 C 0.7069(7) 0.2354(13) 0.7986(5) 0.0410(14) Uani 1 1 d . . . . .
H3A H 0.7055 0.1069 0.8513 0.049 Uiso 1 1 calc R U . . .
H3B H 0.7232 0.1476 0.7362 0.049 Uiso 1 1 calc R U . . .
C4 C 0.8576(5) 0.5698(12) 0.7511(4) 0.0310(11) Uani 1 1 d . . . . .
C5 C 0.8082(6) 0.5651(13) 0.6529(4) 0.0360(12) Uani 1 1 d . . . . .
H5 H 0.7410 0.4426 0.6305 0.043 Uiso 1 1 calc R U . . .
C6 C 0.8558(7) 0.7375(15) 0.5865(5) 0.0456(16) Uani 1 1 d . . . . .
H6 H 0.8226 0.7302 0.5186 0.055 Uiso 1 1 calc R U . . .
C7 C 0.9515(7) 0.9199(16) 0.6189(5) 0.0481(16) Uani 1 1 d . . . . .
H7 H 0.9832 1.0395 0.5737 0.058 Uiso 1 1 calc R U . . .
C8 C 1.0010(6) 0.9273(14) 0.7174(5) 0.0432(14) Uani 1 1 d . . . . .
H8 H 1.0677 1.0512 0.7392 0.052 Uiso 1 1 calc R U . . .
C9 C 0.9544(6) 0.7555(13) 0.7854(4) 0.0356(13) Uani 1 1 d . . . . .
C10 C 1.0971(8) 0.9375(19) 0.9178(6) 0.063(2) Uani 1 1 d . . . . .
H10A H 1.1206 0.9140 0.9888 0.095 Uiso 1 1 calc R U . . .
H10B H 1.0581 1.1063 0.9058 0.095 Uiso 1 1 calc R U . . .
H10C H 1.1813 0.9188 0.8825 0.095 Uiso 1 1 calc R U . . .
I1 I 0.49055(4) 0.06985(8) 0.59956(3) 0.04033(13) Uani 1 1 d . . . . .
I2 I 0.26783(4) 0.49658(8) 0.70701(3) 0.04569(15) Uani 1 1 d . . . . .
I3 I 0.53688(5) 0.62299(6) 0.90287(3) 0.04387(14) Uani 1 1 d . . . . .
O1 O 0.8188(4) 0.4072(9) 0.8228(3) 0.0383(9) Uani 1 1 d . . . . .
O2 O 0.9952(5) 0.7498(12) 0.8824(3) 0.0499(13) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.340(8) . ?
C1 I2 2.083(6) . ?
C1 I1 2.117(6) . ?
C2 C3 1.522(9) . ?
C2 I3 2.117(6) . ?
C3 O1 1.429(7) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.378(8) . ?
C4 O1 1.375(7) . ?
C4 C9 1.409(9) . ?
C5 C6 1.389(9) . ?
C5 H5 0.9500 . ?
C6 C7 1.384(10) . ?
C6 H6 0.9500 . ?
C7 C8 1.382(9) . ?
C7 H7 0.9500 . ?
C8 C9 1.397(9) . ?
C8 H8 0.9500 . ?
C9 O2 1.344(7) . ?
C10 O2 1.452(9) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 I2 125.6(4) . . ?
C2 C1 I1 120.7(4) . . ?
I2 C1 I1 113.7(3) . . ?
C1 C2 C3 126.9(5) . . ?
C1 C2 I3 120.2(4) . . ?
C3 C2 I3 112.8(4) . . ?
O1 C3 C2 112.3(5) . . ?
O1 C3 H3A 109.1 . . ?
C2 C3 H3A 109.1 . . ?
O1 C3 H3B 109.1 . . ?
C2 C3 H3B 109.1 . . ?
H3A C3 H3B 107.9 . . ?
C5 C4 O1 125.5(5) . . ?
C5 C4 C9 119.9(6) . . ?
O1 C4 C9 114.6(5) . . ?
C4 C5 C6 120.6(6) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C7 C6 C5 120.1(6) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C6 C7 C8 119.7(6) . . ?
C6 C7 H7 120.2 . . ?
C8 C7 H7 120.2 . . ?
C7 C8 C9 121.1(6) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
O2 C9 C8 125.3(6) . . ?
O2 C9 C4 116.1(6) . . ?
C8 C9 C4 118.6(5) . . ?
O2 C10 H10A 109.5 . . ?
O2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C4 O1 C3 118.8(4) . . ?
C9 O2 C10 116.3(6) . . ?

_refine_diff_density_max         0.476
_refine_diff_density_min         -0.476
_refine_diff_density_rms         0.079

