# Supplementary Information (SI) for RSC Sustainability.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_240212lt_auto
_database_code_depnum_ccdc_archive 'CCDC 2415348'
loop_
_audit_author_name
_audit_author_address
'MAHIMA GUPTA'
;National Tsing Hua University
Taiwan
;
_audit_update_record             
;
2025-02-25 deposited with the CCDC.	2026-01-02 downloaded from the CCDC.
;
_audit_creation_date             2025-02-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H6 I N Se'
_chemical_formula_sum            'C9 H6 I N Se'
_chemical_formula_weight         334.01
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N Se I'
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'
I I -0.3257 6.8362 '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'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.8525(2)
_cell_length_b                   8.8084(5)
_cell_length_c                   10.7100(5)
_cell_angle_alpha                93.190(4)
_cell_angle_beta                 103.729(4)
_cell_angle_gamma                104.690(4)
_cell_volume                     514.85(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3431
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.2100
_cell_measurement_theta_min      4.2490
_shelx_estimated_absorpt_T_max   0.244
_shelx_estimated_absorpt_T_min   0.094
_exptl_absorpt_coefficient_mu    28.042
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25002
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.155
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             308
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4493
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.064
_diffrn_reflns_theta_max         67.064
_diffrn_reflns_theta_min         4.282
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     48.00  97.00   0.50    0.05    --   80.61  15.00-180.00   98
  2  ω     44.00  87.00   0.50    0.05    --   80.61  15.00-120.00   86
  3  ω     99.00 124.00   0.50    0.05    --   80.61  15.00-120.00   50
  4  ω     59.00 131.00   0.50    0.05    --   80.61  15.00 -90.00  144
  5  ω     60.00  88.00   0.50    0.05    --   80.61 -95.00  60.00   56
  6  ω     26.00  53.00   0.50    0.05    --   69.08 -95.00  30.00   54
  7  ω     14.00  62.00   0.50    0.05    --   55.95 -95.00 -60.00   96
  8  ω     42.00  85.00   0.50    0.05    --   80.61 -95.00   0.00   86
  9  ω     67.00  92.00   0.50    0.05    --   80.61-111.00 -60.00   50
 10  ω     40.00  87.00   0.50    0.05    --   80.61 -95.00 -30.00   94
 11  ω     38.00  92.00   0.50    0.05    --   80.61-111.00 -90.00  108
 12  ω     44.00  69.00   0.50    0.05    --   80.61 -95.00-150.00   50
 13  ω     38.00  88.00   0.50    0.05    --   80.61 -95.00-180.00  100
 14  ω     16.00  47.00   0.50    0.05    --   55.95 -95.00  90.00   62
 15  ω     42.00  88.00   0.50    0.05    --   80.61 -95.00 120.00   92
 16  ω     39.00  66.00   0.50    0.05    --   80.61 -95.00 -60.00   54
 17  ω     22.00  76.00   0.50    0.05    --   69.08-125.00-180.00  108
 18  ω     16.00  47.00   0.50    0.05    --   55.95 -95.00-150.00   62
 19  ω    -64.00 -37.00   0.50    0.05    --  -59.02 -15.00-120.00   54
 20  ω   -126.00 -46.00   0.50    0.05    --  -76.67 -15.00-120.00  160
 21  ω    -97.00 -61.00   0.50    0.05    --  -76.67 -15.00-180.00   72
 22  ω   -126.00 -42.00   0.50    0.05    --  -76.67 -15.00 -30.00  168
 23  ω    -84.00 -59.00   0.50    0.05    --  -81.00 100.00 130.91   50
 24  ω    -65.00 -28.00   0.50    0.05    --  -71.52 125.00  30.00   74
 25  ω    -92.00 -60.00   0.50    0.05    --  -76.67 111.00  60.00   64
 26  ω    -97.00 -51.00   0.50    0.05    --  -81.00 117.00   9.04   92
 27  ω    -81.00 -38.00   0.50    0.05    --  -76.67 111.00 -30.00   86
 28  ω    -50.00 -21.00   0.50    0.05    --  -59.02 125.00 -60.00   58
 29  ω    -88.00 -56.00   0.50    0.05    --  -76.67 111.00-120.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1427721000
_diffrn_orient_matrix_UB_12      0.1522141000
_diffrn_orient_matrix_UB_13      -0.0418602000
_diffrn_orient_matrix_UB_21      0.0378818000
_diffrn_orient_matrix_UB_22      -0.0988294000
_diffrn_orient_matrix_UB_23      -0.1127571000
_diffrn_orient_matrix_UB_31      -0.2400400000
_diffrn_orient_matrix_UB_32      0.0160921000
_diffrn_orient_matrix_UB_33      -0.0883038000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1689
_reflns_number_total             1794
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.812
_refine_diff_density_min         -1.338
_refine_diff_density_rms         0.159
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     166
_refine_ls_number_reflns         1794
_refine_ls_number_restraints     137
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0339
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0626P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0924
_refine_ls_wR_factor_ref         0.0931
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 Se1-C2 \\sim Se1A-C2
 with sigma of 0.02
 Se1-C9 \\sim Se1A-C9A
 with sigma of 0.02
 Se1-C2A \\sim Se1A-C2A
 with sigma of 0.02
 N1-C9 \\sim N1A-C9A
 with sigma of 0.02
 Se1-N1 \\sim Se1A-N1A
 with sigma of 0.04
 C2-C9 \\sim C2-C9A
 with sigma of 0.04
 C9-C2A \\sim C9A-C2A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C1 \\sim C2 \\sim C2A \\sim C1A: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
Se1 \\sim N1 \\sim C9 \\sim Se1A \\sim C9A \\sim N1A \\sim I1 \\sim I1A: within
2A with sigma of 0.005 and sigma for terminal atoms of 0.01 within 2A
Uanis(I1A) \\sim Ueq, Uanis(I1) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 I1A, I1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Se1, N1, C9, Se1A, C9A, N1A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C2A)=Sof(H2A)=Sof(C1A)=1-FVAR(1)
 Sof(C1)=Sof(H1)=Sof(C2)=FVAR(1)
 Sof(I1A)=1-FVAR(2)
 Sof(I1)=FVAR(2)
 Sof(Se1A)=Sof(C9A)=Sof(N1A)=1-FVAR(3)
 Sof(Se1)=Sof(N1)=Sof(C9)=FVAR(3)
6.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C1(H1), C2A(H2A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C3 C 0.7327(9) 0.3439(7) 0.7451(6) 0.0320(13) Uani 1 1 d . . . . .
C4 C 0.6972(12) 0.4500(7) 0.8328(6) 0.0421(15) Uani 1 1 d . . . . .
H4 H 0.562971 0.419741 0.870137 0.051 Uiso 1 1 calc R U . . .
C5 C 0.8557(15) 0.6004(8) 0.8670(7) 0.0547(19) Uani 1 1 d . . . . .
H5 H 0.832260 0.672438 0.928991 0.066 Uiso 1 1 calc R U . . .
C6 C 1.0466(14) 0.6455(8) 0.8115(8) 0.059(2) Uani 1 1 d . . . . .
H6 H 1.152696 0.749839 0.833760 0.071 Uiso 1 1 calc R U . . .
C7 C 1.0859(12) 0.5431(9) 0.7250(9) 0.055(2) Uani 1 1 d . . . . .
H7 H 1.220689 0.574848 0.688316 0.066 Uiso 1 1 calc R U . . .
C8 C 0.9280(11) 0.3913(8) 0.6904(7) 0.0464(16) Uani 1 1 d . . . . .
H8 H 0.953974 0.319688 0.629034 0.056 Uiso 1 1 calc R U . . .
I1 I 0.29724(6) 0.23182(4) 0.45753(3) 0.03272(16) Uani 0.9949(9) 1 d . U P A 1
Se1 Se 0.619(5) 0.049(4) 0.847(3) 0.0224(18) Uani 0.19(6) 1 d D U P A 1
N1 N 1.159(6) 0.095(7) 0.885(6) 0.024(3) Uani 0.19(6) 1 d D U P A 1
C1 C 0.3993(12) 0.1086(8) 0.6132(7) 0.0262(15) Uani 0.863(12) 1 d . U P A 1
H1 H 0.317620 -0.000475 0.607606 0.031 Uiso 0.863(12) 1 calc R U P A 1
C2 C 0.5741(12) 0.1772(8) 0.7196(7) 0.0233(15) Uani 0.863(12) 1 d . U P A 1
C9 C 0.950(6) 0.078(8) 0.855(8) 0.024(2) Uani 0.19(6) 1 d D U P A 1
C2A C 0.479(8) 0.101(6) 0.682(5) 0.025(4) Uani 0.137(12) 1 d . U P A 2
H2A H 0.352455 0.019895 0.624805 0.030 Uiso 0.137(12) 1 calc R U P A 2
C1A C 0.533(7) 0.210(5) 0.646(4) 0.025(4) Uani 0.137(12) 1 d . U P A 2
I1A I 0.354(13) 0.353(9) 0.536(7) 0.036(6) Uani 0.0051(9) 1 d . U P A 2
Se1A Se 0.6161(12) 0.0465(10) 0.8616(9) 0.0223(6) Uani 0.81(6) 1 d D U P A 2
C9A C 0.9369(17) 0.0580(18) 0.8598(19) 0.0245(15) Uani 0.81(6) 1 d D U P A 2
N1A N 1.1351(19) 0.0628(19) 0.8606(15) 0.0283(18) Uani 0.81(6) 1 d D U P A 2


_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
C3 C4 1.376(8) . ?
C3 C8 1.388(8) . ?
C3 C2 1.496(8) . ?
C3 C1A 1.57(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.382(9) . ?
C5 H5 0.9500 . ?
C5 C6 1.370(12) . ?
C6 H6 0.9500 . ?
C6 C7 1.355(12) . ?
C7 H7 0.9500 . ?
C7 C8 1.391(9) . ?
C8 H8 0.9500 . ?
I1 C1 2.090(7) . ?
Se1 C2 1.83(4) . ?
Se1 C9 1.865(16) . ?
N1 C9 1.157(18) . ?
C1 H1 0.9500 . ?
C1 C2 1.329(10) . ?
C2A H2A 0.9500 . ?
C2A C1A 1.06(8) . ?
C2A Se1A 2.03(5) . ?
C1A I1A 2.08(9) . ?
I1A I1A 2.97(15) 2_666 ?
Se1A C9A 1.859(7) . ?
C9A N1A 1.148(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 C3 C8 118.9(6) . . ?
C4 C3 C2 119.4(5) . . ?
C4 C3 C1A 127.5(15) . . ?
C8 C3 C2 121.5(6) . . ?
C8 C3 C1A 106.9(16) . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.4(7) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.0(7) . . ?
C6 C5 H5 120.0 . . ?
C5 C6 H6 119.6 . . ?
C7 C6 C5 120.8(7) . . ?
C7 C6 H6 119.6 . . ?
C6 C7 H7 120.2 . . ?
C6 C7 C8 119.7(7) . . ?
C8 C7 H7 120.2 . . ?
C3 C8 C7 120.3(7) . . ?
C3 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C2 Se1 C9 94(2) . . ?
I1 C1 H1 118.8 . . ?
C2 C1 I1 122.5(6) . . ?
C2 C1 H1 118.8 . . ?
C3 C2 Se1 118.1(11) . . ?
C1 C2 C3 127.3(7) . . ?
C1 C2 Se1 114.6(11) . . ?
N1 C9 Se1 167(7) . . ?
C1A C2A H2A 116.5 . . ?
C1A C2A Se1A 127(5) . . ?
Se1A C2A H2A 116.5 . . ?
C3 C1A I1A 98(3) . . ?
C2A C1A C3 115(5) . . ?
C2A C1A I1A 136(5) . . ?
C1A I1A I1A 119(4) . 2_666 ?
C9A Se1A C2A 101.7(13) . . ?
N1A C9A Se1A 178.5(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
C3 C4 C5 C6 1.3(10) . . . . ?
C4 C3 C8 C7 0.6(9) . . . . ?
C4 C3 C2 Se1 -71.2(14) . . . . ?
C4 C3 C2 C1 108.7(8) . . . . ?
C4 C3 C1A C2A -87(4) . . . . ?
C4 C3 C1A I1A 63(3) . . . . ?
C4 C5 C6 C7 -1.5(11) . . . . ?
C5 C6 C7 C8 1.2(11) . . . . ?
C6 C7 C8 C3 -0.8(10) . . . . ?
C8 C3 C4 C5 -0.9(9) . . . . ?
C8 C3 C2 Se1 103.4(14) . . . . ?
C8 C3 C2 C1 -76.7(9) . . . . ?
C8 C3 C1A C2A 123(4) . . . . ?
C8 C3 C1A I1A -87(3) . . . . ?
I1 C1 C2 C3 -3.4(9) . . . . ?
I1 C1 C2 Se1 176.5(12) . . . . ?
C2 C3 C4 C5 173.9(6) . . . . ?
C2 C3 C8 C7 -174.1(6) . . . . ?
C2 Se1 C9 N1 145(23) . . . . ?
C9 Se1 C2 C3 -56(3) . . . . ?
C9 Se1 C2 C1 124(3) . . . . ?
C1A C3 C4 C5 -148(2) . . . . ?
C1A C3 C8 C7 154.1(18) . . . . ?
Se1A C2A C1A C3 -3(6) . . . . ?
Se1A C2A C1A I1A -138(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.472
_oxdiff_exptl_absorpt_empirical_full_min 0.587
####################################################################### 
# 
# 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_240427lt_auto
_database_code_depnum_ccdc_archive 'CCDC 2415349'
loop_
_audit_author_name
_audit_author_address
'MAHIMA GUPTA'
;National Tsing Hua University
Taiwan
;
_audit_update_record             
;
2025-01-08 deposited with the CCDC.	2026-01-02 downloaded from the CCDC.
;
_audit_creation_date             2024-04-22
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H5 Br I N Se'
_chemical_formula_sum            'C9 H5 Br I N Se'
_chemical_formula_weight         412.91
_chemical_absolute_configuration .
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N Se I'
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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 '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'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   15.1846(2)
_cell_length_b                   17.1716(3)
_cell_length_c                   4.14080(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1079.69(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    10230
_cell_measurement_temperature    99.98(11)
_cell_measurement_theta_max      75.9830
_cell_measurement_theta_min      3.8800
_shelx_estimated_absorpt_T_max   0.455
_shelx_estimated_absorpt_T_min   0.083
_exptl_absorpt_coefficient_mu    31.115
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.04170
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.540
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            12033
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.022
_diffrn_reflns_theta_max         67.022
_diffrn_reflns_theta_min         3.886
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.98(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     39.00  67.00   0.50    0.05    --  111.34 -77.00-120.00   56
  2  ω     45.00  70.00   0.50    0.05    --  111.34 -77.00 -30.00   50
  3  ω     40.00  66.00   0.50    0.05    --  111.34 -77.00   0.00   52
  4  ω    -31.00  18.00   0.50    0.05    --   42.67 -38.00 -60.00   98
  5  ω    -30.00  -5.00   0.50    0.05    --   42.67 -38.00  77.00   50
  6  ω     48.00  73.00   0.50    0.05    --  111.34 -77.00  30.00   50
  7  ω    113.00 138.00   0.50    0.05    --  111.34  15.00  30.00   50
  8  ω    145.00 172.00   0.50    0.05    --  111.34  77.00 120.00   54
  9  ω    132.00 176.00   0.50    0.05    --  111.34  61.00 -60.00   88
 10  ω     99.00 129.00   0.50    0.05    --  111.34  61.00 -60.00   60
 11  ω    102.00 139.00   0.50    0.05    --  111.34  15.00 -60.00   74
 12  ω    114.00 139.00   0.50    0.05    --  111.34  38.00-127.00   50
 13  ω    100.00 147.00   0.50    0.05    --  111.34  30.00-150.00   94
 14  ω     50.00  75.00   0.50    0.05    --   42.67  38.00-127.00   50
 15  ω     97.00 127.00   0.50    0.05    --  111.34  15.00 150.00   60
 16  ω    -11.00  35.00   0.50    0.05    --  -42.67  38.00-127.00   92
 17  ω     -5.00  33.00   0.50    0.05    --  -42.67  38.00-180.00   76
 18  ω    -11.00  32.00   0.50    0.05    --  -42.67  38.00-150.00   86
 19  ω    -12.00  33.00   0.50    0.05    --  -42.67  38.00   0.00   90
 20  ω    -59.00 -29.00   0.50    0.05    -- -103.00  77.00 120.00   60
 21  ω    -64.00 -38.00   0.50    0.05    -- -103.00  77.00 150.00   52
 22  ω    -64.00 -30.00   0.50    0.05    -- -103.00  77.00 -60.00   68
 23  ω    -68.00 -37.00   0.50    0.05    -- -103.00  77.00 -90.00   62
 24  ω    -67.00 -42.00   0.50    0.05    -- -103.00  77.00-150.00   50
 25  ω   -121.00 -90.00   0.50    0.05    -- -103.00 -61.00-180.00   62
 26  ω   -172.00-128.00   0.50    0.05    -- -103.00 -61.00-180.00   88
 27  ω   -120.00 -30.00   0.50    0.05    --  -42.67 -38.00  77.00  180
 28  ω   -171.00 -92.00   0.50    0.05    -- -103.00 -38.00  77.00  158
 29  ω     30.00  57.00   0.50    0.05    --   42.67  38.00  30.00   54
 30  ω     33.00  75.00   0.50    0.05    --   42.67  38.00  60.00   84
 31  ω     92.00 118.00   0.50    0.05    --   42.67  38.00  60.00   52
 32  ω     60.00  87.00   0.50    0.05    --   42.67-125.00 -60.00   54
 33  ω     41.00  80.00   0.50    0.05    --   42.67  38.00 -30.00   78
 34  ω   -116.00 -90.00   0.50    0.05    -- -103.00 -48.00   1.03   52
 35  ω   -170.00-137.00   0.50    0.05    -- -103.00 -60.00  20.71   66
 36  ω   -117.00 -91.00   0.50    0.05    -- -103.00 -49.00 -61.08   52
 37  ω    -62.00 -36.00   0.50    0.05    -- -103.00  77.00  90.00   52
 38  ω   -126.00-100.00   0.50    0.05    -- -103.00 -42.00  33.87   52
 39  ω    -72.00 -47.00   0.50    0.05    -- -103.00  77.00-120.00   50
 40  ω   -116.00 -90.00   0.50    0.05    -- -103.00 -45.00 -37.77   52
 41  ω   -160.00-134.00   0.50    0.05    -- -103.00 -55.00 -12.28   52
 42  ω   -116.00 -91.00   0.50    0.05    -- -103.00 -55.00 -12.28   50
 43  ω   -114.00 -89.00   0.50    0.05    -- -103.00 -45.00  30.00   50
 44  ω   -115.00 -89.00   0.50    0.05    -- -103.00 -48.00  -3.53   52
 45  ω   -170.00-144.00   0.50    0.05    -- -103.00 -55.00 -69.21   52
 46  ω   -118.00 -92.00   0.50    0.05    -- -103.00 -57.00 -81.13   52
 47  ω   -114.00 -89.00   0.50    0.05    -- -103.00 -47.00 -79.49   50
 48  ω   -172.00-146.00   0.50    0.05    -- -103.00 -57.00 -81.13   52
 49  ω   -118.00 -92.00   0.50    0.05    -- -103.00 -55.00 -69.21   52
 50  ω   -115.00 -90.00   0.50    0.05    -- -103.00 -49.00 -65.59   50
 51  ω   -114.00 -89.00   0.50    0.05    -- -103.00 -58.00  22.51   50
 52  ω   -114.00 -89.00   0.50    0.05    -- -103.00 -61.00 -30.00   50
 53  ω   -112.00 -87.00   0.50    0.05    -- -103.00 -60.00  20.71   50
 54  ω   -169.00-136.00   0.50    0.05    -- -103.00 -46.00 -14.66   66
 55  ω   -115.00 -90.00   0.50    0.05    -- -103.00 -46.00 -14.66   50
 56  ω   -112.00 -87.00   0.50    0.05    -- -103.00 -59.00 -72.75   50
 57  ω   -121.00 -91.00   0.50    0.05    -- -103.00 -30.00   0.00   60
 58  ω   -114.00 -89.00   0.50    0.05    -- -103.00 -45.00 -60.00   50
 59  ω   -115.00 -89.00   0.50    0.05    -- -103.00 -45.00 -30.00   52
 60  ω   -166.00-129.00   0.50    0.05    -- -103.00 -42.00  33.87   74
 61  ω   -148.00 -93.00   0.50    0.05    -- -103.00 -45.00 -40.58  110
 62  ω   -114.00 -89.00   0.50    0.05    -- -103.00 -45.00 -22.74   50
 63  ω   -115.00 -90.00   0.50    0.05    -- -103.00 -47.00 -10.63   50
 64  ω     68.00  98.00   0.50    0.05    --  111.34-125.00 120.00   60
 65  ω     41.00  89.00   0.50    0.05    --  111.34 -95.00 150.00   96
 66  ω     52.00  89.00   0.50    0.05    --  111.34-125.00 -90.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0054225000
_diffrn_orient_matrix_UB_12      0.0803469000
_diffrn_orient_matrix_UB_13      0.1643341000
_diffrn_orient_matrix_UB_21      -0.0992479000
_diffrn_orient_matrix_UB_22      0.0037549000
_diffrn_orient_matrix_UB_23      -0.0753409000
_diffrn_orient_matrix_UB_31      -0.0202717000
_diffrn_orient_matrix_UB_32      -0.0397315000
_diffrn_orient_matrix_UB_33      0.3252462000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.713
_reflns_Friedel_fraction_full    0.972
_reflns_Friedel_fraction_max     0.972
_reflns_number_gt                1884
_reflns_number_total             1889
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.880
_refine_diff_density_min         -1.046
_refine_diff_density_rms         0.186
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.011(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         1889
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0454
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0959P)²+3.3810P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1158
_refine_ls_wR_factor_ref         0.1159
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.989(14)
 0.011(14)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C8(H8)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I12 I 0.19132(4) 0.72070(4) 0.1548(3) 0.0210(3) Uani 1 1 d . . . . .
Br13 Br 0.06497(8) 0.31460(7) 0.3841(4) 0.0299(4) Uani 1 1 d . . . . .
Se9 Se 0.42322(7) 0.55539(6) 0.5525(3) 0.0186(3) Uani 1 1 d . . . . .
N11 N 0.5635(7) 0.6545(6) 0.848(4) 0.033(3) Uani 1 1 d . . . . .
C1 C 0.2187(8) 0.5504(6) 0.349(3) 0.019(2) Uani 1 1 d . . . . .
C2 C 0.2551(7) 0.4834(7) 0.215(3) 0.022(2) Uani 1 1 d . . . . .
H2 H 0.310922 0.486304 0.112775 0.026 Uiso 1 1 calc R U . . .
C3 C 0.2109(8) 0.4112(7) 0.229(3) 0.022(3) Uani 1 1 d . . . . .
H3 H 0.235534 0.365557 0.136345 0.026 Uiso 1 1 calc R U . . .
C4 C 0.1298(7) 0.4100(7) 0.383(3) 0.022(2) Uani 1 1 d . . . . .
C5 C 0.0940(8) 0.4741(7) 0.525(3) 0.024(2) Uani 1 1 d . . . . .
H5 H 0.039059 0.470251 0.633997 0.028 Uiso 1 1 calc R U . . .
C6 C 0.1372(8) 0.5446(7) 0.511(3) 0.021(2) Uani 1 1 d . . . . .
H6 H 0.112191 0.589285 0.610403 0.025 Uiso 1 1 calc R U . . .
C7 C 0.2658(8) 0.6267(7) 0.328(3) 0.020(2) Uani 1 1 d . . . . .
C8 C 0.3505(8) 0.6388(6) 0.390(3) 0.022(2) Uani 1 1 d . . . . .
H8 H 0.375469 0.688797 0.354593 0.027 Uiso 1 1 calc R U . . .
C10 C 0.5087(8) 0.6201(7) 0.733(3) 0.029(3) 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
I12 C7 2.098(11) . ?
Br13 C4 1.911(11) . ?
Se9 C8 1.929(11) . ?
Se9 C10 1.865(13) . ?
N11 C10 1.127(18) . ?
C1 C2 1.392(17) . ?
C1 C6 1.410(17) . ?
C1 C7 1.495(16) . ?
C2 H2 0.9500 . ?
C2 C3 1.410(17) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(17) . ?
C4 C5 1.362(19) . ?
C5 H5 0.9500 . ?
C5 C6 1.379(17) . ?
C6 H6 0.9500 . ?
C7 C8 1.328(19) . ?
C8 H8 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
C10 Se9 C8 95.5(5) . . ?
C2 C1 C6 118.6(10) . . ?
C2 C1 C7 120.7(10) . . ?
C6 C1 C7 120.6(10) . . ?
C1 C2 H2 119.3 . . ?
C1 C2 C3 121.5(11) . . ?
C3 C2 H2 119.3 . . ?
C2 C3 H3 121.5 . . ?
C4 C3 C2 117.0(11) . . ?
C4 C3 H3 121.5 . . ?
C3 C4 Br13 118.2(9) . . ?
C5 C4 Br13 119.1(9) . . ?
C5 C4 C3 122.7(11) . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.1(12) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 H6 120.0 . . ?
C5 C6 C1 120.0(11) . . ?
C5 C6 H6 120.0 . . ?
C1 C7 I12 115.8(8) . . ?
C8 C7 I12 117.9(8) . . ?
C8 C7 C1 126.1(10) . . ?
Se9 C8 H8 119.8 . . ?
C7 C8 Se9 120.4(8) . . ?
C7 C8 H8 119.8 . . ?
N11 C10 Se9 175.1(11) . . ?

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
I12 C7 C8 Se9 179.6(6) . . . . ?
Br13 C4 C5 C6 -176.2(10) . . . . ?
C1 C2 C3 C4 -0.4(19) . . . . ?
C1 C7 C8 Se9 -4.6(18) . . . . ?
C2 C1 C6 C5 -2.1(19) . . . . ?
C2 C1 C7 I12 129.5(11) . . . . ?
C2 C1 C7 C8 -46.4(19) . . . . ?
C2 C3 C4 Br13 176.4(9) . . . . ?
C2 C3 C4 C5 -1.8(19) . . . . ?
C3 C4 C5 C6 2(2) . . . . ?
C4 C5 C6 C1 0(2) . . . . ?
C6 C1 C2 C3 2.3(19) . . . . ?
C6 C1 C7 I12 -51.9(15) . . . . ?
C6 C1 C7 C8 132.3(14) . . . . ?
C7 C1 C2 C3 -179.0(12) . . . . ?
C7 C1 C6 C5 179.2(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 14.381
_oxdiff_exptl_absorpt_empirical_full_min 0.596
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.989(14)
2 0.011(14)

####################################################################### 
# 
# 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_240204lt_auto
_database_code_depnum_ccdc_archive 'CCDC 2426651'
loop_
_audit_author_name
_audit_author_address
'MAHIMA GUPTA'
;National Tsing Hua University
Taiwan
;
_audit_update_record             
;
2025-02-25 deposited with the CCDC.	2026-01-02 downloaded from the CCDC.
;
_audit_creation_date             2025-02-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H8 I N S'
_chemical_formula_sum            'C13 H8 I N S'
_chemical_formula_weight         337.16
_chemical_absolute_configuration .
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N S I'
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'
I I -0.3257 6.8362 '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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   15.8497(6)
_cell_length_b                   10.5227(4)
_cell_length_c                   7.2426(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1207.93(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4455
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.0350
_cell_measurement_theta_min      5.5880
_shelx_estimated_absorpt_T_max   0.556
_shelx_estimated_absorpt_T_min   0.125
_exptl_absorpt_coefficient_mu    22.192
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.854
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            7726
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.035
_diffrn_reflns_theta_max         67.035
_diffrn_reflns_theta_min         5.045
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     17.00  42.00   0.50    0.10    --   55.95-108.00 -19.00   50
  2  ω    -55.00 -15.00   0.50    0.10    --  -59.02 108.00  77.00   80
  3  ω     46.00  71.00   0.50    0.10    --   69.08-108.00 -19.00   50
  4  ω    -57.00 -28.00   0.50    0.10    --  -71.52 108.00  77.00   58
  5  ω    -89.00 -52.00   0.50    0.10    --  -76.67 108.00  77.00   74
  6  ω     40.00  65.00   0.50    0.10    --   80.61-108.00 -19.00   50
  7  ω     26.00  58.00   0.50    0.10    --   55.95 -95.00 -30.00   64
  8  ω     13.00  38.00   0.50    0.10    --   55.95 -95.00-150.00   50
  9  ω    -43.00 -15.00   0.50    0.10    --  -59.02 125.00-180.00   56
 10  ω    -84.00 -47.00   0.50    0.10    --  -59.02 125.00-180.00   74
 11  ω     49.00  74.00   0.50    0.10    --   69.08 -95.00-120.00   50
 12  ω    -86.00 -52.00   0.50    0.10    --  -76.67 111.00   0.00   68
 13  ω   -120.00 -45.00   0.50    0.10    --  -76.67 -15.00-120.00  150
 14  ω    -63.00 -36.00   0.50    0.10    --  -76.67 111.00 120.00   54
 15  ω    -73.00 -45.00   0.50    0.10    --  -76.67 -15.00 -30.00   56
 16  ω   -123.00 -78.00   0.50    0.10    --  -76.67 -15.00 -30.00   90
 17  ω     41.00  68.00   0.50    0.10    --   80.61 -95.00-150.00   54
 18  ω     75.00 126.00   0.50    0.10    --   80.61  15.00-180.00  102
 19  ω     45.00 130.00   0.50    0.10    --   80.61  15.00 -60.00  170
 20  ω     40.00  91.00   0.50    0.10    --   80.61-111.00  60.00  102
 21  ω     39.00  87.00   0.50    0.10    --   80.61 -95.00 150.00   96
 22  ω     62.00  87.00   0.50    0.10    --   80.61 -95.00  60.00   50
 23  ω     40.00  82.00   0.50    0.10    --   80.61 -95.00 -90.00   84
 24  ω    -97.00 -53.00   0.50    0.10    --  -81.00 114.00 -40.89   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0181512000
_diffrn_orient_matrix_UB_12      0.1243674000
_diffrn_orient_matrix_UB_13      0.1052893000
_diffrn_orient_matrix_UB_21      -0.0659367000
_diffrn_orient_matrix_UB_22      0.0696660000
_diffrn_orient_matrix_UB_23      -0.1193574000
_diffrn_orient_matrix_UB_31      -0.0689613000
_diffrn_orient_matrix_UB_32      -0.0337640000
_diffrn_orient_matrix_UB_33      0.1411647000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.788
_reflns_Friedel_fraction_full    0.939
_reflns_Friedel_fraction_max     0.939
_reflns_number_gt                1874
_reflns_number_total             2110
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         2.557
_refine_diff_density_min         -1.798
_refine_diff_density_rms         0.135
_refine_ls_abs_structure_details 
;
 Flack x determined using 715 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.012(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2110
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0486
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0706P)²+3.7299P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1254
_refine_ls_wR_factor_ref         0.1290
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C15(H15)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4484(9) 0.2848(13) 0.379(2) 0.040(4) Uani 1 1 d . . . . .
C2 C 0.4074(7) 0.1693(12) 0.323(3) 0.034(3) Uani 1 1 d . . . . .
C3 C 0.3223(8) 0.1414(13) 0.360(3) 0.044(3) Uani 1 1 d . . . . .
H3 H 0.289123 0.202297 0.423872 0.053 Uiso 1 1 calc R U . . .
C4 C 0.2863(9) 0.0309(13) 0.3075(19) 0.043(3) Uani 1 1 d . . . . .
H4 H 0.229101 0.013830 0.338006 0.052 Uiso 1 1 calc R U . . .
C5 C 0.3346(10) -0.0608(16) 0.2057(19) 0.045(3) Uani 1 1 d . . . . .
H5 H 0.309399 -0.138509 0.168069 0.054 Uiso 1 1 calc R U . . .
C6 C 0.4158(9) -0.0360(13) 0.1638(19) 0.037(3) Uani 1 1 d . . . . .
H6 H 0.447414 -0.096449 0.095089 0.045 Uiso 1 1 calc R U . . .
C7 C 0.4550(8) 0.0789(13) 0.2208(15) 0.032(3) Uani 1 1 d . . . . .
C8 C 0.5417(9) 0.1048(14) 0.1814(16) 0.038(3) Uani 1 1 d . . . . .
H8 H 0.573960 0.044390 0.114172 0.045 Uiso 1 1 calc R U . . .
C9 C 0.5789(8) 0.2144(15) 0.238(2) 0.039(3) Uani 1 1 d . . . . .
H9 H 0.636294 0.230894 0.209399 0.047 Uiso 1 1 calc R U . . .
C10 C 0.5311(8) 0.3046(12) 0.342(3) 0.041(3) Uani 1 1 d . . . . .
H10 H 0.557727 0.379606 0.385827 0.049 Uiso 1 1 calc R U . . .
C11 C 0.3961(10) 0.3915(16) 0.459(2) 0.047(4) Uani 1 1 d . . . . .
S12 S 0.3596(2) 0.4968(4) 0.2827(5) 0.0453(8) Uani 1 1 d . . . . .
C13 C 0.2893(9) 0.5906(15) 0.3925(15) 0.038(3) Uani 1 1 d . . . . .
N14 N 0.2428(8) 0.6530(14) 0.4693(17) 0.048(3) Uani 1 1 d . . . . .
C15 C 0.3785(10) 0.4116(15) 0.626(2) 0.050(4) Uani 1 1 d . . . . .
H15 H 0.346552 0.484686 0.657887 0.060 Uiso 1 1 calc R U . . .
I16 I 0.41936(5) 0.28374(7) 0.84175(19) 0.0418(3) 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 1.437(19) . ?
C1 C10 1.354(19) . ?
C1 C11 1.51(2) . ?
C2 C3 1.406(18) . ?
C2 C7 1.420(19) . ?
C3 H3 0.9500 . ?
C3 C4 1.350(18) . ?
C4 H4 0.9500 . ?
C4 C5 1.43(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.35(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.420(19) . ?
C7 C8 1.431(19) . ?
C8 H8 0.9500 . ?
C8 C9 1.36(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.43(2) . ?
C10 H10 0.9500 . ?
C11 S12 1.785(15) . ?
C11 C15 1.26(2) . ?
S12 C13 1.688(16) . ?
C13 N14 1.132(18) . ?
C15 H15 0.9500 . ?
C15 I16 2.161(17) . ?

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 C11 119.3(12) . . ?
C10 C1 C2 120.9(13) . . ?
C10 C1 C11 119.5(13) . . ?
C3 C2 C1 123.8(13) . . ?
C3 C2 C7 118.0(13) . . ?
C7 C2 C1 118.2(12) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 C2 122.1(15) . . ?
C4 C3 H3 118.9 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.9(13) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.7(14) . . ?
C6 C5 H5 120.2 . . ?
C5 C6 H6 119.5 . . ?
C5 C6 C7 121.1(13) . . ?
C7 C6 H6 119.5 . . ?
C2 C7 C8 119.1(12) . . ?
C6 C7 C2 119.3(12) . . ?
C6 C7 C8 121.6(12) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 C7 121.2(13) . . ?
C9 C8 H8 119.4 . . ?
C8 C9 H9 120.2 . . ?
C8 C9 C10 119.6(12) . . ?
C10 C9 H9 120.2 . . ?
C1 C10 C9 121.0(13) . . ?
C1 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C1 C11 S12 111.4(11) . . ?
C15 C11 C1 127.9(15) . . ?
C15 C11 S12 120.7(14) . . ?
C13 S12 C11 103.9(7) . . ?
N14 C13 S12 178.7(12) . . ?
C11 C15 H15 119.2 . . ?
C11 C15 I16 121.6(13) . . ?
I16 C15 H15 119.2 . . ?

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
C1 C2 C3 C4 -178.9(16) . . . . ?
C1 C2 C7 C6 -180.0(14) . . . . ?
C1 C2 C7 C8 1(2) . . . . ?
C1 C11 S12 C13 169.8(11) . . . . ?
C1 C11 C15 I16 -2(2) . . . . ?
C2 C1 C10 C9 3(3) . . . . ?
C2 C1 C11 S12 -89.9(16) . . . . ?
C2 C1 C11 C15 91(2) . . . . ?
C2 C3 C4 C5 -2(3) . . . . ?
C2 C7 C8 C9 -0.5(19) . . . . ?
C3 C2 C7 C6 -1(2) . . . . ?
C3 C2 C7 C8 -179.9(15) . . . . ?
C3 C4 C5 C6 0(2) . . . . ?
C4 C5 C6 C7 1(2) . . . . ?
C5 C6 C7 C2 0(2) . . . . ?
C5 C6 C7 C8 178.4(13) . . . . ?
C6 C7 C8 C9 -179.2(13) . . . . ?
C7 C2 C3 C4 2(3) . . . . ?
C7 C8 C9 C10 1(2) . . . . ?
C8 C9 C10 C1 -2(2) . . . . ?
C10 C1 C2 C3 178.5(18) . . . . ?
C10 C1 C2 C7 -3(2) . . . . ?
C10 C1 C11 S12 82.8(17) . . . . ?
C10 C1 C11 C15 -96(2) . . . . ?
C11 C1 C2 C3 -9(3) . . . . ?
C11 C1 C2 C7 170.0(14) . . . . ?
C11 C1 C10 C9 -169.3(14) . . . . ?
S12 C11 C15 I16 178.7(8) . . . . ?
C15 C11 S12 C13 -11.1(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.059
_oxdiff_exptl_absorpt_empirical_full_min 0.673
####################################################################### 
# 
# 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_2405112lt_mo_auto
_database_code_depnum_ccdc_archive 'CCDC 2415490'
loop_
_audit_author_name
_audit_author_address
'MAHIMA GUPTA'
;National Tsing Hua University
Taiwan
;
_audit_update_record             
;
2025-01-08 deposited with the CCDC.	2026-01-02 downloaded from the CCDC.
;
_audit_creation_date             2024-06-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H6 I N O2 Se'
_chemical_formula_sum            'C6 H6 I N O2 Se'
_chemical_formula_weight         329.98
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.9161(3)
_cell_length_b                   7.3338(2)
_cell_length_c                   13.8985(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.850(3)
_cell_angle_gamma                90
_cell_volume                     897.99(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6160
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      31.8340
_cell_measurement_theta_min      3.6030
_shelx_estimated_absorpt_T_max   0.863
_shelx_estimated_absorpt_T_min   0.549
_exptl_absorpt_coefficient_mu    7.571
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54715
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.441
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6738
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_min         3.470
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -8.00  17.20   0.30    0.32    --   13.76 -85.00 -52.00   84
  2  ω      2.00  27.20   0.30    0.32    --   13.76 -99.00-180.00   84
  3  ω    -39.00   2.10   0.30    0.32    --  -13.37  85.00  66.00  137
  4  ω    -36.00   7.20   0.30    0.32    --  -13.37  77.00 120.00  144
  5  ω     22.00  67.00   0.30    0.32    --  -13.37  19.00   0.00  150
  6  ω    -67.00 -16.00   0.30    0.32    --   13.76 -19.00 -60.00  170
  7  ω    -10.00  23.00   0.30    0.32    --   13.76 -77.00 -30.00  110
  8  ω      0.00  31.20   0.30    0.32    --   13.76 -77.00  30.00  104
  9  ω      4.00  35.80   0.30    0.32    --   13.76 -77.00-120.00  106
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0161837000
_diffrn_orient_matrix_UB_12      -0.0848355000
_diffrn_orient_matrix_UB_13      -0.0207227000
_diffrn_orient_matrix_UB_21      -0.0777533000
_diffrn_orient_matrix_UB_22      -0.0099734000
_diffrn_orient_matrix_UB_23      -0.0197929000
_diffrn_orient_matrix_UB_31      0.0131422000
_diffrn_orient_matrix_UB_32      0.0453956000
_diffrn_orient_matrix_UB_33      -0.0429666000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1705
_reflns_number_total             1832
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.466
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.106
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         1832
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0224
_refine_ls_R_factor_gt           0.0200
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0230P)²+1.2000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0461
_refine_ls_wR_factor_ref         0.0470
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.23677(2) 0.37698(2) 0.52648(2) 0.01785(8) Uani 1 1 d . . . . .
Se1 Se 0.37224(3) 0.93425(4) 0.37737(2) 0.01706(9) Uani 1 1 d . . . . .
O1 O 0.2256(3) 0.9571(3) 0.52082(15) 0.0229(5) Uani 1 1 d . . . . .
O2 O 0.1438(2) 0.7499(3) 0.61990(14) 0.0175(4) Uani 1 1 d . . . . .
N1 N 0.5373(4) 0.8213(4) 0.2130(2) 0.0298(7) Uani 1 1 d . . . . .
C1 C 0.2701(3) 0.6494(4) 0.4909(2) 0.0157(6) Uani 1 1 d . . . . .
C2 C 0.3430(3) 0.6894(4) 0.4169(2) 0.0161(6) Uani 1 1 d . . . . .
H2 H 0.381935 0.592599 0.382622 0.019 Uiso 1 1 calc R U . . .
C3 C 0.4742(4) 0.8593(4) 0.2756(2) 0.0212(7) Uani 1 1 d . . . . .
C4 C 0.2113(3) 0.7997(4) 0.5456(2) 0.0161(6) Uani 1 1 d . . . . .
C5 C 0.0839(4) 0.9015(4) 0.6712(2) 0.0195(7) Uani 1 1 d . . . . .
H5A H 0.018738 0.980523 0.624363 0.023 Uiso 1 1 calc R U . . .
H5B H 0.168226 0.976125 0.705303 0.023 Uiso 1 1 calc R U . . .
C6 C -0.0072(4) 0.8213(4) 0.7434(2) 0.0198(6) Uani 1 1 d . . . . .
H6A H -0.091756 0.750217 0.708671 0.030 Uiso 1 1 calc R U . . .
H6B H -0.047078 0.919652 0.779885 0.030 Uiso 1 1 calc R U . . .
H6C H 0.057902 0.741599 0.788543 0.030 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
I1 C1 2.090(3) . ?
Se1 C2 1.907(3) . ?
Se1 C3 1.878(3) . ?
O1 C4 1.217(4) . ?
O2 C4 1.324(3) . ?
O2 C5 1.465(3) . ?
N1 C3 1.141(4) . ?
C1 C2 1.331(4) . ?
C1 C4 1.480(4) . ?
C2 H2 0.9500 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.504(4) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 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
C3 Se1 C2 92.58(12) . . ?
C4 O2 C5 114.5(2) . . ?
C2 C1 I1 119.8(2) . . ?
C2 C1 C4 119.1(3) . . ?
C4 C1 I1 121.0(2) . . ?
Se1 C2 H2 118.8 . . ?
C1 C2 Se1 122.3(2) . . ?
C1 C2 H2 118.8 . . ?
N1 C3 Se1 177.1(3) . . ?
O1 C4 O2 124.2(3) . . ?
O1 C4 C1 120.0(3) . . ?
O2 C4 C1 115.8(2) . . ?
O2 C5 H5A 110.2 . . ?
O2 C5 H5B 110.2 . . ?
O2 C5 C6 107.6(2) . . ?
H5A C5 H5B 108.5 . . ?
C6 C5 H5A 110.2 . . ?
C6 C5 H5B 110.2 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?

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
I1 C1 C2 Se1 177.97(14) . . . . ?
I1 C1 C4 O1 -176.5(2) . . . . ?
I1 C1 C4 O2 2.9(4) . . . . ?
C2 C1 C4 O1 2.4(5) . . . . ?
C2 C1 C4 O2 -178.2(3) . . . . ?
C4 O2 C5 C6 172.2(3) . . . . ?
C4 C1 C2 Se1 -1.0(4) . . . . ?
C5 O2 C4 O1 0.7(4) . . . . ?
C5 O2 C4 C1 -178.7(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.812
_oxdiff_exptl_absorpt_empirical_full_min 0.783
####################################################################### 
# 
# 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_240424lt2_auto
_database_code_depnum_ccdc_archive 'CCDC 2415484'
loop_
_audit_author_name
_audit_author_address
'MAHIMA GUPTA'
;National Tsing Hua University
Taiwan
;
_audit_update_record             
;
2025-01-08 deposited with the CCDC.	2026-01-02 downloaded from the CCDC.
;
_audit_creation_date             2024-04-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C11 H6 I N Se'
_chemical_formula_sum            'C11 H6 I N Se'
_chemical_formula_weight         358.03
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
I I -0.3257 6.8362 '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'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   4.13040(10)
_cell_length_b                   24.4751(7)
_cell_length_c                   10.7813(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.051(2)
_cell_angle_gamma                90
_cell_volume                     1081.66(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4812
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.1030
_cell_measurement_theta_min      3.5950
_shelx_estimated_absorpt_T_max   0.630
_shelx_estimated_absorpt_T_min   0.028
_exptl_absorpt_coefficient_mu    26.761
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44997
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.199
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.036
_exptl_crystal_size_min          0.019
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       2
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6202
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.058
_diffrn_reflns_theta_max         67.058
_diffrn_reflns_theta_min         3.612
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     70.00  95.00   0.50    0.13    --  111.34-135.00  91.00   50
  2  ω     26.00  95.00   0.50    0.05    --   42.67-135.00  91.00  138
  3  ω     37.00  62.00   0.50    0.05    --   42.67-135.00 -88.00   50
  4  ω     53.00  92.00   0.50    0.13    --  111.34 -95.00 -60.00   78
  5  ω     62.00  87.00   0.50    0.13    --  111.34 -95.00 -90.00   50
  6  ω     39.00  77.00   0.50    0.13    --  111.34 -77.00 -60.00   76
  7  ω     42.00  77.00   0.50    0.13    --  111.34 -77.00  60.00   70
  8  ω     41.00  78.00   0.50    0.13    --  111.34 -77.00 150.00   74
  9  ω    101.00 138.00   0.50    0.13    --  111.34  15.00  30.00   74
 10  ω    100.00 125.00   0.50    0.13    --  111.34 135.00 156.00   50
 11  ω    126.00 152.00   0.50    0.13    --  111.34 135.00 -23.00   52
 12  ω    114.00 139.00   0.50    0.13    --  111.34  15.00-150.00   50
 13  ω    -11.00  31.00   0.50    0.05    --  -42.67  38.00 150.00   84
 14  ω    -16.00   9.00   0.50    0.05    --  -42.67  38.00 -90.00   50
 15  ω      1.00  33.00   0.50    0.05    --  -42.67  38.00-150.00   64
 16  ω    -14.00  35.00   0.50    0.05    --  -42.67  38.00-180.00   98
 17  ω     -8.00  31.00   0.50    0.05    --  -42.67  38.00-120.00   78
 18  ω    -71.00 -30.00   0.50    0.13    -- -103.00  77.00   0.00   82
 19  ω    -72.00 -47.00   0.50    0.13    -- -103.00  77.00 -30.00   50
 20  ω    -82.00 -57.00   0.50    0.05    --  -42.67 135.00 -23.00   50
 21  ω    -91.00 -66.00   0.50    0.13    -- -103.00 135.00 -23.00   50
 22  ω    -70.00 -44.00   0.50    0.05    --  -42.67 135.00 156.00   52
 23  ω   -104.00 -44.00   0.50    0.13    -- -103.00 135.00 156.00  120
 24  ω    -66.00 -30.00   0.50    0.13    -- -103.00  77.00 150.00   72
 25  ω   -122.00 -88.00   0.50    0.13    -- -103.00 -15.00  60.00   68
 26  ω   -130.00 -99.00   0.50    0.13    -- -103.00 -15.00 150.00   62
 27  ω   -163.00 -89.00   0.50    0.13    -- -103.00 -30.00 150.00  148
 28  ω   -124.00 -95.00   0.50    0.13    -- -103.00-135.00  91.00   58
 29  ω   -159.00-133.00   0.50    0.13    -- -103.00-135.00  91.00   52
 30  ω   -148.00-123.00   0.50    0.13    -- -103.00-135.00 -88.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0169777000
_diffrn_orient_matrix_UB_12      -0.0350805000
_diffrn_orient_matrix_UB_13      0.1192632000
_diffrn_orient_matrix_UB_21      0.0109261000
_diffrn_orient_matrix_UB_22      0.0522772000
_diffrn_orient_matrix_UB_23      0.0800070000
_diffrn_orient_matrix_UB_31      -0.3752609000
_diffrn_orient_matrix_UB_32      -0.0000519000
_diffrn_orient_matrix_UB_33      -0.0099848000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1844
_reflns_number_total             1922
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         2.013
_refine_diff_density_min         -1.009
_refine_diff_density_rms         0.188
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     131
_refine_ls_number_reflns         1922
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0345
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0814P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1043
_refine_ls_wR_factor_ref         0.1052
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(I12A) = Uanis(I12)
3. Others
 Sof(I12A)=1-FVAR(1)
 Sof(I12)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C10(H10)
4.b :
 C9(H9)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I12 I 0.76380(7) 0.57449(2) 0.39204(3) 0.01856(19) Uani 0.9733(11) 1 d . . P A
1
Se1 Se 0.51072(12) 0.60339(2) 0.81185(4) 0.0189(2) Uani 1 1 d . . . . .
N1 N 0.1975(13) 0.49690(19) 0.8652(5) 0.0313(10) Uani 1 1 d . . . . .
C1 C 0.6490(11) 0.6110(2) 0.5587(5) 0.0186(10) Uani 1 1 d . . . . .
C2 C 0.5855(11) 0.6705(2) 0.5570(4) 0.0184(9) Uani 1 1 d . . . . .
C3 C 0.3812(12) 0.6952(2) 0.4586(5) 0.0214(10) Uani 1 1 d . . . . .
H3 H 0.301002 0.674481 0.386850 0.026 Uiso 1 1 calc R U . . .
C4 C 0.2981(13) 0.7495(2) 0.4667(5) 0.0221(10) Uani 1 1 d . . . . .
H4 H 0.159507 0.765652 0.399836 0.026 Uiso 1 1 calc R U . . .
C5 C 0.4114(12) 0.7814(2) 0.5703(4) 0.0188(9) Uani 1 1 d . . . . .
C6 C 0.6321(12) 0.7575(2) 0.6648(4) 0.0199(10) Uani 1 1 d . . . . .
H6 H 0.725412 0.778952 0.733391 0.024 Uiso 1 1 calc R U . . .
C7 C 0.7135(12) 0.7029(2) 0.6581(4) 0.0195(9) Uani 1 1 d . . . . .
H7 H 0.859023 0.687122 0.723429 0.023 Uiso 1 1 calc R U . . .
C8 C 0.3058(12) 0.8365(2) 0.5798(4) 0.0217(10) Uani 1 1 d . . . . .
C9 C 0.2000(13) 0.8823(2) 0.5887(5) 0.0256(11) Uani 1 1 d . . . . .
H9 H 0.117104 0.918280 0.595571 0.031 Uiso 1 1 calc R U . . .
C10 C 0.6314(13) 0.57778(19) 0.6549(5) 0.0194(10) Uani 1 1 d . . . . .
H10 H 0.679905 0.540142 0.646046 0.023 Uiso 1 1 calc R U . . .
C11 C 0.3221(12) 0.5374(2) 0.8453(5) 0.0217(10) Uani 1 1 d . . . . .
I12A I 0.811(3) 0.6028(7) 0.3773(11) 0.01856(19) Uani 0.0267(11) 1 d . . P A 2


_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
I12 C1 2.112(5) . ?
Se1 C10 1.927(5) . ?
Se1 C11 1.847(5) . ?
N1 C11 1.150(7) . ?
C1 C2 1.480(7) . ?
C1 C10 1.326(8) . ?
C1 I12A 2.153(13) . ?
C2 C3 1.408(7) . ?
C2 C7 1.398(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.378(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.396(7) . ?
C5 C6 1.409(7) . ?
C5 C8 1.424(7) . ?
C6 H6 0.9500 . ?
C6 C7 1.381(7) . ?
C7 H7 0.9500 . ?
C8 C9 1.213(8) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 Se1 C10 92.8(2) . . ?
C2 C1 I12 117.6(3) . . ?
C2 C1 I12A 98.9(6) . . ?
C10 C1 I12 116.4(4) . . ?
C10 C1 C2 125.9(5) . . ?
C10 C1 I12A 134.9(6) . . ?
C3 C2 C1 121.4(4) . . ?
C7 C2 C1 120.0(4) . . ?
C7 C2 C3 118.6(4) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.8(5) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 119.0 . . ?
C3 C4 C5 121.9(5) . . ?
C5 C4 H4 119.0 . . ?
C4 C5 C6 118.0(4) . . ?
C4 C5 C8 120.8(4) . . ?
C6 C5 C8 121.2(5) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.3(4) . . ?
C7 C6 H6 119.8 . . ?
C2 C7 H7 119.4 . . ?
C6 C7 C2 121.2(4) . . ?
C6 C7 H7 119.4 . . ?
C9 C8 C5 176.6(6) . . ?
C8 C9 H9 180.0 . . ?
Se1 C10 H10 118.9 . . ?
C1 C10 Se1 122.1(4) . . ?
C1 C10 H10 118.9 . . ?
N1 C11 Se1 178.4(5) . . ?

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
I12 C1 C2 C3 46.1(6) . . . . ?
I12 C1 C2 C7 -137.8(4) . . . . ?
I12 C1 C10 Se1 -177.2(2) . . . . ?
C1 C2 C3 C4 172.7(5) . . . . ?
C1 C2 C7 C6 -173.5(4) . . . . ?
C2 C1 C10 Se1 0.8(8) . . . . ?
C2 C3 C4 C5 0.2(8) . . . . ?
C3 C2 C7 C6 2.7(7) . . . . ?
C3 C4 C5 C6 3.8(8) . . . . ?
C3 C4 C5 C8 -176.1(5) . . . . ?
C4 C5 C6 C7 -4.5(7) . . . . ?
C5 C6 C7 C2 1.3(7) . . . . ?
C7 C2 C3 C4 -3.4(7) . . . . ?
C8 C5 C6 C7 175.3(5) . . . . ?
C10 C1 C2 C3 -131.8(6) . . . . ?
C10 C1 C2 C7 44.3(7) . . . . ?
I12A C1 C2 C3 53.6(6) . . . . ?
I12A C1 C2 C7 -130.3(5) . . . . ?
I12A C1 C10 Se1 173.2(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.940
_oxdiff_exptl_absorpt_empirical_full_min 0.612
####################################################################### 
# 
# 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_2502056lt_auto
_database_code_depnum_ccdc_archive 'CCDC 2429054'
loop_
_audit_author_name
_audit_author_address
'MAHIMA GUPTA'
;National Tsing Hua University
Taiwan
;
_audit_update_record             
;
2025-03-05 deposited with the CCDC.	2026-01-02 downloaded from the CCDC.
;
_audit_creation_date             2025-02-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H5 I2 N S'
_chemical_formula_sum            'C9 H5 I2 N S'
_chemical_formula_weight         413.00
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
I I -0.3257 6.8362 '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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.6916(2)
_cell_length_b                   8.6661(2)
_cell_length_c                   17.4852(4)
_cell_angle_alpha                84.454(2)
_cell_angle_beta                 87.571(2)
_cell_angle_gamma                73.493(2)
_cell_volume                     1112.09(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6813
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      73.1610
_cell_measurement_theta_min      5.0740
_shelx_estimated_absorpt_T_max   0.657
_shelx_estimated_absorpt_T_min   0.170
_exptl_absorpt_coefficient_mu    45.807
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59056
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.467
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13749
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.827
_diffrn_reflns_theta_min         5.083
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     76.00 101.00   0.50    0.06    --   67.81  30.00-150.00   50
  2  ω     94.00 136.00   0.50    0.06    --   83.05  30.00-120.00   84
  3  ω     78.00 122.00   0.50    0.06    --   67.81  30.00 -60.00   88
  4  ω     99.00 128.00   0.50    0.06    --   83.05  30.00-150.00   58
  5  ω     90.00 131.00   0.50    0.06    --   83.05  30.00-180.00   82
  6  ω     90.00 136.00   0.50    0.06    --   83.05  30.00 -90.00   92
  7  ω     90.00 135.00   0.50    0.06    --   83.05  30.00 -30.00   90
  8  ω    100.00 125.00   0.50    0.06    --   83.05  30.00  30.00   50
  9  ω     71.00  97.00   0.50    0.06    --   55.92  30.00  90.00   52
 10  ω     94.00 135.00   0.50    0.06    --   83.05  30.00 120.00   82
 11  ω     43.00  92.00   0.50    0.06    --   83.05 -95.00  30.00   98
 12  ω     39.00  64.00   0.50    0.06    --   83.05-111.00-120.00   50
 13  ω     21.00  46.00   0.50    0.06    --   55.92-119.00-179.00   50
 14  ω     26.00  91.00   0.50    0.06    --   67.81-119.00-179.00  130
 15  ω     46.00  86.00   0.50    0.06    --   83.05 -95.00-180.00   80
 16  ω     41.00  67.00   0.50    0.06    --   83.05-119.00-179.00   52
 17  ω     12.00  64.00   0.50    0.06    --   55.92 -95.00-120.00  104
 18  ω     13.00  46.00   0.50    0.06    --   55.92 -95.00-150.00   66
 19  ω     38.00  63.00   0.50    0.06    --   83.05 -95.00 -90.00   50
 20  ω     67.00  92.00   0.50    0.06    --   83.05 -95.00  60.00   50
 21  ω     65.00  92.00   0.50    0.06    --   83.05 -95.00 120.00   54
 22  ω     67.00  92.00   0.50    0.06    --   83.05 -95.00 150.00   50
 23  ω   -104.00 -70.00   0.50    0.06    --  -57.29 -30.00 -30.00   68
 24  ω   -112.00 -59.00   0.50    0.06    --  -77.71 -15.00  60.00  106
 25  ω   -105.00 -79.00   0.50    0.06    --  -57.29 -30.00  60.00   52
 26  ω   -125.00 -51.00   0.50    0.06    --  -77.71 -15.00   0.00  148
 27  ω   -132.00-105.00   0.50    0.06    --  -77.71 -30.00 -30.00   54
 28  ω    -88.00 -62.00   0.50    0.06    --  -77.71 -15.00-180.00   52
 29  ω    -92.00 -61.00   0.50    0.06    --  -81.75  96.00 -96.23   62
 30  ω    -65.00 -39.00   0.50    0.06    --  -68.44 119.00 -94.00   52
 31  ω    -58.00 -19.00   0.50    0.06    --  -57.29 119.00 -94.00   78
 32  ω    -97.00 -37.00   0.50    0.06    --  -81.75 114.00 -57.97  120
 33  ω    -97.00 -63.00   0.50    0.06    --  -77.71 119.00 -94.00   68
 34  ω    -97.00 -48.00   0.50    0.06    --  -81.75 114.00-159.17   98
 35  ω    -96.00 -54.00   0.50    0.06    --  -81.75 114.00 -73.92   84
 36  ω    -63.00 -30.00   0.50    0.06    --  -77.71 111.00-120.00   66
 37  ω    -59.00 -32.00   0.50    0.06    --  -77.71 111.00   0.00   54
 38  ω    -83.00 -30.00   0.50    0.06    --  -77.71 111.00 -30.00  106
 39  ω    -85.00 -40.00   0.50    0.06    --  -77.71 111.00  30.00   90
 40  ω    -97.00 -44.00   0.50    0.06    --  -81.75 115.00  43.60  106
 41  ω    -97.00 -71.00   0.50    0.06    --  -81.75 116.00 103.93   52
 42  ω    -71.00 -39.00   0.50    0.06    --  -77.71 111.00  90.00   64
 43  ω    -68.00 -42.00   0.50    0.06    --  -81.75  98.00  67.54   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1465249000
_diffrn_orient_matrix_UB_12      0.0316953000
_diffrn_orient_matrix_UB_13      0.0639704000
_diffrn_orient_matrix_UB_21      0.1434676000
_diffrn_orient_matrix_UB_22      -0.0886904000
_diffrn_orient_matrix_UB_23      0.0601093000
_diffrn_orient_matrix_UB_31      0.0399688000
_diffrn_orient_matrix_UB_32      0.1605505000
_diffrn_orient_matrix_UB_33      0.0115123000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3690
_reflns_number_total             4258
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.646
_refine_diff_density_min         -1.408
_refine_diff_density_rms         0.202
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4258
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0352
_refine_ls_restrained_S_all      0.996
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0551P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0884
_refine_ls_wR_factor_ref         0.0911
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C15(H15), C16(H16), C17(H17),
 C18(H18), C19(H19)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I12 I 1.63064(5) -0.62088(5) 0.10857(2) 0.02003(11) Uani 1 1 d . . . . .
I13 I 1.18879(5) -0.66091(4) 0.08986(2) 0.02014(11) Uani 1 1 d . . . . .
S8 S 1.0393(2) -0.27593(18) 0.12355(10) 0.0248(3) Uani 1 1 d . . . . .
N10 N 1.0022(8) 0.0590(7) 0.0955(4) 0.0305(13) Uani 1 1 d . . . . .
C1 C 1.3920(8) -0.2495(7) 0.1442(4) 0.0192(13) Uani 1 1 d . . . . .
C2 C 1.4026(9) -0.2215(8) 0.2204(4) 0.0244(14) Uani 1 1 d . . . . .
H2 H 1.339559 -0.269216 0.259419 0.029 Uiso 1 1 calc R U . . .
C3 C 1.5066(9) -0.1230(7) 0.2394(4) 0.0240(14) Uani 1 1 d . . . . .
H3 H 1.516542 -0.105162 0.291565 0.029 Uiso 1 1 calc R U . . .
C4 C 1.5942(9) -0.0518(7) 0.1829(4) 0.0246(14) Uani 1 1 d . . . . .
H4 H 1.662862 0.016913 0.196123 0.030 Uiso 1 1 calc R U . . .
C5 C 1.5839(9) -0.0788(8) 0.1068(4) 0.0233(14) Uani 1 1 d . . . . .
H5 H 1.646816 -0.029819 0.068186 0.028 Uiso 1 1 calc R U . . .
C6 C 1.4816(8) -0.1776(7) 0.0864(4) 0.0228(14) Uani 1 1 d . . . . .
H6 H 1.473059 -0.195640 0.034165 0.027 Uiso 1 1 calc R U . . .
C7 C 1.2823(8) -0.3568(7) 0.1232(3) 0.0195(13) Uani 1 1 d . . . . .
C9 C 1.0254(9) -0.0761(8) 0.1069(4) 0.0252(14) Uani 1 1 d . . . . .
C11 C 1.3494(8) -0.5091(7) 0.1090(3) 0.0190(13) Uani 1 1 d . . . . .
I25 I 1.30806(6) -0.12633(5) 0.46533(2) 0.02503(12) Uani 1 1 d . . . . .
I26 I 0.95801(5) -0.16849(5) 0.34971(2) 0.02183(11) Uani 1 1 d . . . . .
S21 S 0.9165(2) 0.21226(19) 0.28145(9) 0.0249(3) Uani 1 1 d . . . . .
N23 N 0.8178(9) 0.5434(7) 0.3101(4) 0.0421(17) Uani 1 1 d . . . . .
C14 C 1.1943(8) 0.2407(7) 0.3723(3) 0.0193(13) Uani 1 1 d . . . . .
C15 C 1.1730(10) 0.3078(8) 0.4421(4) 0.0278(15) Uani 1 1 d . . . . .
H15 H 1.087409 0.285297 0.479088 0.033 Uiso 1 1 calc R U . . .
C16 C 1.2769(9) 0.4081(8) 0.4578(4) 0.0267(14) Uani 1 1 d . . . . .
H16 H 1.262710 0.454053 0.505643 0.032 Uiso 1 1 calc R U . . .
C17 C 1.4014(9) 0.4412(8) 0.4035(4) 0.0275(15) Uani 1 1 d . . . . .
H17 H 1.473598 0.508606 0.414515 0.033 Uiso 1 1 calc R U . . .
C18 C 1.4204(9) 0.3758(8) 0.3332(4) 0.0298(16) Uani 1 1 d . . . . .
H18 H 1.504373 0.400029 0.295816 0.036 Uiso 1 1 calc R U . . .
C19 C 1.3168(9) 0.2748(8) 0.3172(4) 0.0242(14) Uani 1 1 d . . . . .
H19 H 1.329841 0.229725 0.269148 0.029 Uiso 1 1 calc R U . . .
C20 C 1.0834(8) 0.1319(7) 0.3553(3) 0.0194(13) Uani 1 1 d . . . . .
C22 C 0.8609(9) 0.4108(9) 0.2996(4) 0.0285(16) Uani 1 1 d . . . . .
C24 C 1.1051(9) -0.0172(8) 0.3842(4) 0.0235(14) 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
I12 C11 2.104(6) . ?
I13 C11 2.100(6) . ?
S8 C7 1.800(6) . ?
S8 C9 1.701(7) . ?
N10 C9 1.133(8) . ?
C1 C2 1.386(9) . ?
C1 C6 1.396(8) . ?
C1 C7 1.500(8) . ?
C2 H2 0.9500 . ?
C2 C3 1.394(8) . ?
C3 H3 0.9500 . ?
C3 C4 1.368(9) . ?
C4 H4 0.9500 . ?
C4 C5 1.383(9) . ?
C5 H5 0.9500 . ?
C5 C6 1.394(8) . ?
C6 H6 0.9500 . ?
C7 C11 1.317(8) . ?
I25 C24 2.106(6) . ?
I26 C24 2.102(6) . ?
S21 C20 1.806(6) . ?
S21 C22 1.709(7) . ?
N23 C22 1.132(9) . ?
C14 C15 1.386(9) . ?
C14 C19 1.389(9) . ?
C14 C20 1.496(8) . ?
C15 H15 0.9500 . ?
C15 C16 1.389(9) . ?
C16 H16 0.9500 . ?
C16 C17 1.388(10) . ?
C17 H17 0.9500 . ?
C17 C18 1.388(10) . ?
C18 H18 0.9500 . ?
C18 C19 1.394(9) . ?
C19 H19 0.9500 . ?
C20 C24 1.308(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
C9 S8 C7 98.9(3) . . ?
C2 C1 C6 120.6(6) . . ?
C2 C1 C7 120.1(5) . . ?
C6 C1 C7 119.3(6) . . ?
C1 C2 H2 120.2 . . ?
C1 C2 C3 119.5(6) . . ?
C3 C2 H2 120.2 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.1(6) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.7(6) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.2(6) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 H6 120.6 . . ?
C5 C6 C1 118.8(6) . . ?
C5 C6 H6 120.6 . . ?
C1 C7 S8 117.6(4) . . ?
C11 C7 S8 117.2(5) . . ?
C11 C7 C1 125.0(6) . . ?
N10 C9 S8 174.8(6) . . ?
I13 C11 I12 114.9(3) . . ?
C7 C11 I12 121.4(4) . . ?
C7 C11 I13 123.6(5) . . ?
C22 S21 C20 98.1(3) . . ?
C15 C14 C19 120.6(6) . . ?
C15 C14 C20 120.0(6) . . ?
C19 C14 C20 119.4(6) . . ?
C14 C15 H15 120.1 . . ?
C14 C15 C16 119.9(6) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 119.9(6) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 120.1(6) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.2(6) . . ?
C19 C18 H18 119.9 . . ?
C14 C19 C18 119.3(6) . . ?
C14 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C14 C20 S21 115.4(4) . . ?
C24 C20 S21 117.9(5) . . ?
C24 C20 C14 126.5(6) . . ?
N23 C22 S21 177.2(6) . . ?
I26 C24 I25 115.3(3) . . ?
C20 C24 I25 120.6(5) . . ?
C20 C24 I26 124.0(5) . . ?

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
S8 C7 C11 I12 -179.0(3) . . . . ?
S8 C7 C11 I13 -1.5(7) . . . . ?
C1 C2 C3 C4 1.4(10) . . . . ?
C1 C7 C11 I12 -3.4(9) . . . . ?
C1 C7 C11 I13 174.1(4) . . . . ?
C2 C1 C6 C5 0.8(10) . . . . ?
C2 C1 C7 S8 75.5(7) . . . . ?
C2 C1 C7 C11 -100.0(8) . . . . ?
C2 C3 C4 C5 -1.2(10) . . . . ?
C3 C4 C5 C6 0.9(10) . . . . ?
C4 C5 C6 C1 -0.7(10) . . . . ?
C6 C1 C2 C3 -1.2(10) . . . . ?
C6 C1 C7 S8 -104.0(6) . . . . ?
C6 C1 C7 C11 80.5(8) . . . . ?
C7 C1 C2 C3 179.3(6) . . . . ?
C7 C1 C6 C5 -179.7(6) . . . . ?
C9 S8 C7 C1 26.1(5) . . . . ?
C9 S8 C7 C11 -158.0(5) . . . . ?
S21 C20 C24 I25 176.0(3) . . . . ?
S21 C20 C24 I26 0.1(8) . . . . ?
C14 C15 C16 C17 0.2(10) . . . . ?
C14 C20 C24 I25 1.6(10) . . . . ?
C14 C20 C24 I26 -174.3(5) . . . . ?
C15 C14 C19 C18 0.9(10) . . . . ?
C15 C14 C20 S21 111.4(6) . . . . ?
C15 C14 C20 C24 -74.1(9) . . . . ?
C15 C16 C17 C18 0.8(10) . . . . ?
C16 C17 C18 C19 -1.0(10) . . . . ?
C17 C18 C19 C14 0.1(10) . . . . ?
C19 C14 C15 C16 -1.1(10) . . . . ?
C19 C14 C20 S21 -67.8(7) . . . . ?
C19 C14 C20 C24 106.7(8) . . . . ?
C20 C14 C15 C16 179.7(6) . . . . ?
C20 C14 C19 C18 -179.8(6) . . . . ?
C22 S21 C20 C14 -34.1(5) . . . . ?
C22 S21 C20 C24 150.9(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.606
_oxdiff_exptl_absorpt_empirical_full_min 0.742
####################################################################### 
# 
# 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_240426lt_auto
_database_code_depnum_ccdc_archive 'CCDC 2415478'
loop_
_audit_author_name
_audit_author_address
'MAHIMA GUPTA'
;National Tsing Hua University
Taiwan
;
_audit_update_record             
;
2025-01-08 deposited with the CCDC.	2026-01-02 downloaded from the CCDC.
;
_audit_creation_date             2024-04-22
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H6 I N O S'
_chemical_formula_sum            'C9 H6 I N O S'
_chemical_formula_weight         303.11
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
I I -0.3257 6.8362 '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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   30.1435(4)
_cell_length_b                   30.1435(4)
_cell_length_c                   4.27580(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3885.12(14)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    7543
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.4310
_cell_measurement_theta_min      4.0770
_shelx_estimated_absorpt_T_max   0.405
_shelx_estimated_absorpt_T_min   0.083
_exptl_absorpt_coefficient_mu    27.576
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.01264
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.073
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2304
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0667
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            11258
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.070
_diffrn_reflns_theta_max         67.070
_diffrn_reflns_theta_min         4.148
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -67.00 -29.00   0.50    0.05    -- -103.00  77.00  60.00   76
  2  ω    -58.00 -30.00   0.50    0.05    -- -103.00  77.00  90.00   56
  3  ω    -42.00  32.00   0.50    0.05    --  -42.67  57.00  60.00  148
  4  ω    -91.00 -53.00   0.50    0.05    --  -42.67 130.00  66.00   76
  5  ω   -100.00 -70.00   0.50    0.05    -- -103.00 130.00  66.00   60
  6  ω    -93.00 -61.00   0.50    0.05    -- -103.00 104.00  91.13   64
  7  ω    -97.00 -71.00   0.50    0.05    -- -103.00 114.00 -18.06   52
  8  ω    -93.00 -68.00   0.50    0.05    -- -103.00 140.00-120.00   50
  9  ω    -85.00 -60.00   0.50    0.05    --  -42.67 140.00-120.00   50
 10  ω   -130.00 -91.00   0.50    0.05    -- -103.00 -15.00   0.00   78
 11  ω   -150.00 -88.00   0.50    0.05    -- -103.00-130.00  -5.00  124
 12  ω   -136.00-102.00   0.50    0.05    -- -103.00 -77.00 -90.00   68
 13  ω   -145.00-120.00   0.50    0.05    -- -103.00-140.00-179.00   50
 14  ω     40.00  65.00   0.50    0.05    --   42.67-140.00-179.00   50
 15  ω     44.00  70.00   0.50    0.05    --   42.67-130.00  -5.00   52
 16  ω     49.00  93.00   0.50    0.05    --  111.34-130.00  -5.00   88
 17  ω     40.00  99.00   0.50    0.05    --  111.34-125.00   0.00  118
 18  ω     44.00  92.00   0.50    0.05    --  111.34-100.00  18.59   96
 19  ω     67.00  93.00   0.50    0.05    --  111.34 -91.00  -4.17   52
 20  ω     66.00  92.00   0.50    0.05    --  111.34 -95.00  60.00   52
 21  ω     67.00  92.00   0.50    0.05    --  111.34 -95.00  90.00   50
 22  ω     29.00  89.00   0.50    0.05    --   42.67  38.00   0.00  120
 23  ω     64.00 115.00   0.50    0.05    --   42.67  38.00 -90.00  102
 24  ω     97.00 130.00   0.50    0.05    --  111.34  15.00 -90.00   66
 25  ω     97.00 122.00   0.50    0.05    --  111.34  15.00 -60.00   50
 26  ω     98.00 161.00   0.50    0.05    --  111.34  30.00  90.00  126
 27  ω     99.00 139.00   0.50    0.05    --  111.34  15.00  60.00   80
 28  ω     97.00 123.00   0.50    0.05    --  111.34  15.00-180.00   52
 29  ω     41.00  66.00   0.50    0.05    --  111.34 -77.00-150.00   50
 30  ω     40.00  67.00   0.50    0.05    --  111.34 -77.00 -30.00   54
 31  ω    100.00 125.00   0.50    0.05    --  111.34 140.00-120.00   50
 32  ω    106.00 131.00   0.50    0.05    --  111.34 130.00  66.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0229051000
_diffrn_orient_matrix_UB_12      0.0442899000
_diffrn_orient_matrix_UB_13      -0.0796120000
_diffrn_orient_matrix_UB_21      -0.0376392000
_diffrn_orient_matrix_UB_22      0.0254113000
_diffrn_orient_matrix_UB_23      0.1650725000
_diffrn_orient_matrix_UB_31      0.0258885000
_diffrn_orient_matrix_UB_32      -0.0021784000
_diffrn_orient_matrix_UB_33      0.3102508000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1671
_reflns_number_total             1732
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.132
_refine_diff_density_min         -0.704
_refine_diff_density_rms         0.138
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         1732
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0304
_refine_ls_R_factor_gt           0.0294
_refine_ls_restrained_S_all      1.120
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0523P)²+6.8229P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0811
_refine_ls_wR_factor_ref         0.0818
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C6(H6), C8(H8)
2.b Idealised tetrahedral OH refined as rotating group:
 O13(H13)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I12 I 0.57071(2) 0.20261(2) 0.02649(6) 0.01627(14) Uani 1 1 d . . . . .
S9 S 0.56249(3) 0.05888(3) 0.4299(2) 0.0173(2) Uani 1 1 d . . . . .
O13 O 0.73611(9) 0.16193(9) 0.6092(7) 0.0202(6) Uani 1 1 d . . . . .
H13 H 0.722641 0.180137 0.723644 0.030 Uiso 1 1 calc R U . . .
N11 N 0.48409(12) 0.04784(12) 0.7893(8) 0.0229(8) Uani 1 1 d . . . . .
C1 C 0.63333(13) 0.12605(13) 0.2259(9) 0.0159(8) Uani 1 1 d . . . . .
C2 C 0.64821(12) 0.08690(13) 0.0843(10) 0.0165(8) Uani 1 1 d . . . . .
H2 H 0.628404 0.069208 -0.035313 0.020 Uiso 1 1 calc R U . . .
C3 C 0.69238(13) 0.07414(13) 0.1206(10) 0.0194(8) Uani 1 1 d . . . . .
H3 H 0.702641 0.047628 0.024608 0.023 Uiso 1 1 calc R U . . .
C4 C 0.72145(13) 0.09971(13) 0.2950(9) 0.0184(8) Uani 1 1 d . . . . .
H4 H 0.751545 0.090919 0.317415 0.022 Uiso 1 1 calc R U . . .
C5 C 0.70624(13) 0.13851(13) 0.4379(9) 0.0161(8) Uani 1 1 d . . . . .
C6 C 0.66257(12) 0.15204(12) 0.3994(9) 0.0147(7) Uani 1 1 d . . . . .
H6 H 0.652643 0.178974 0.491152 0.018 Uiso 1 1 calc R U . . .
C7 C 0.58598(13) 0.13843(12) 0.1990(9) 0.0139(7) Uani 1 1 d . . . . .
C8 C 0.55179(13) 0.11258(13) 0.2743(9) 0.0164(8) Uani 1 1 d . . . . .
H8 H 0.522202 0.122626 0.245427 0.020 Uiso 1 1 calc R U . . .
C10 C 0.51521(13) 0.05335(12) 0.6424(10) 0.0182(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
I12 C7 2.121(4) . ?
S9 C8 1.780(4) . ?
S9 C10 1.699(4) . ?
O13 H13 0.8400 . ?
O13 C5 1.358(5) . ?
N11 C10 1.141(5) . ?
C1 C2 1.400(6) . ?
C1 C6 1.393(6) . ?
C1 C7 1.480(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.395(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.385(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.397(6) . ?
C5 C6 1.388(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.332(6) . ?
C8 H8 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
C10 S9 C8 97.89(18) . . ?
C5 O13 H13 109.5 . . ?
C2 C1 C7 119.2(3) . . ?
C6 C1 C2 120.1(4) . . ?
C6 C1 C7 120.7(4) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.4(4) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.7(4) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.6(4) . . ?
C5 C4 H4 120.2 . . ?
O13 C5 C4 117.0(3) . . ?
O13 C5 C6 122.7(3) . . ?
C6 C5 C4 120.4(4) . . ?
C1 C6 H6 120.1 . . ?
C5 C6 C1 119.9(3) . . ?
C5 C6 H6 120.1 . . ?
C1 C7 I12 117.8(3) . . ?
C8 C7 I12 116.7(3) . . ?
C8 C7 C1 125.5(3) . . ?
S9 C8 H8 120.6 . . ?
C7 C8 S9 118.8(3) . . ?
C7 C8 H8 120.6 . . ?
N11 C10 S9 177.0(4) . . ?

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
I12 C7 C8 S9 -178.38(18) . . . . ?
O13 C5 C6 C1 -178.7(3) . . . . ?
C1 C2 C3 C4 0.1(6) . . . . ?
C1 C7 C8 S9 1.6(5) . . . . ?
C2 C1 C6 C5 -1.5(6) . . . . ?
C2 C1 C7 I12 -126.6(3) . . . . ?
C2 C1 C7 C8 53.4(5) . . . . ?
C2 C3 C4 C5 0.5(6) . . . . ?
C3 C4 C5 O13 179.2(4) . . . . ?
C3 C4 C5 C6 -1.6(6) . . . . ?
C4 C5 C6 C1 2.1(6) . . . . ?
C6 C1 C2 C3 0.4(6) . . . . ?
C6 C1 C7 I12 55.7(4) . . . . ?
C6 C1 C7 C8 -124.2(4) . . . . ?
C7 C1 C2 C3 -177.2(4) . . . . ?
C7 C1 C6 C5 176.1(3) . . . . ?
C10 S9 C8 C7 152.6(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 34.638
_oxdiff_exptl_absorpt_empirical_full_min 0.420
####################################################################### 
# 
# 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_240507lt_auto
_database_code_depnum_ccdc_archive 'CCDC 2415491'
loop_
_audit_author_name
_audit_author_address
'MAHIMA GUPTA'
;National Tsing Hua University
Taiwan
;
_audit_update_record             
;
2025-01-08 deposited with the CCDC.	2026-01-02 downloaded from the CCDC.
;
_audit_creation_date             2024-05-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C17 H14 I N S)'
_chemical_formula_sum            'C34 H28 I2 N2 S2'
_chemical_formula_weight         782.50
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
I I -0.3257 6.8362 '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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4074(2)
_cell_length_b                   9.5738(2)
_cell_length_c                   18.6802(3)
_cell_angle_alpha                90.5660(10)
_cell_angle_beta                 93.8530(10)
_cell_angle_gamma                111.035(2)
_cell_volume                     1565.72(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10565
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.8810
_cell_measurement_theta_min      4.7200
_shelx_estimated_absorpt_T_max   0.626
_shelx_estimated_absorpt_T_min   0.480
_exptl_absorpt_coefficient_mu    17.214
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73202
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.660
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            16745
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.076
_diffrn_reflns_theta_max         67.076
_diffrn_reflns_theta_min         4.748
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    106.00 133.00   0.50    0.27    --  111.34 127.00 -86.00   54
  2  ω    -13.00  60.00   0.50    0.07    --   42.67 -77.00  30.00  146
  3  ω    -25.00  22.00   0.50    0.07    --   42.67 -38.00 150.00   94
  4  ω    -23.00   3.00   0.50    0.07    --   42.67 -57.00 -60.00   52
  5  ω    -25.00  19.00   0.50    0.07    --   42.67 -38.00-120.00   88
  6  ω     10.00  75.00   0.50    0.07    --   42.67 -99.00-120.00  130
  7  ω     26.00  52.00   0.50    0.07    --   42.67-127.00-162.00   52
  8  ω     56.00  90.00   0.50    0.07    --   42.67-127.00-162.00   68
  9  ω     46.00  72.00   0.50    0.27    --  111.34-127.00-162.00   52
 10  ω     43.00 101.00   0.50    0.27    --  111.34-125.00  30.00  116
 11  ω     67.00  92.00   0.50    0.27    --  111.34 -95.00 150.00   50
 12  ω     70.00 100.00   0.50    0.27    --  111.34-125.00 120.00   60
 13  ω     38.00  88.00   0.50    0.27    --  111.34 -95.00  90.00  100
 14  ω     67.00  92.00   0.50    0.27    --  111.34 -95.00  30.00   50
 15  ω     61.00  90.00   0.50    0.27    --  111.34 -95.00   0.00   58
 16  ω     67.00  92.00   0.50    0.27    --  111.34 -95.00-180.00   50
 17  ω     42.00  91.00   0.50    0.27    --  111.34 -95.00-150.00   98
 18  ω     40.00  92.00   0.50    0.27    --  111.34 -95.00 -90.00  104
 19  ω     38.00  64.00   0.50    0.27    --  111.34 -77.00   0.00   52
 20  ω     43.00  68.00   0.50    0.27    --  111.34 -77.00 -30.00   50
 21  ω     40.00  77.00   0.50    0.27    --  111.34 -77.00  30.00   74
 22  ω    105.00 167.00   0.50    0.27    --  111.34  30.00 120.00  124
 23  ω    134.00 170.00   0.50    0.27    --  111.34  61.00 -30.00   72
 24  ω     95.00 129.00   0.50    0.27    --  111.34  61.00 -30.00   68
 25  ω     97.00 139.00   0.50    0.27    --  111.34  15.00 -30.00   84
 26  ω    104.00 132.00   0.50    0.27    --  111.34  15.00  60.00   56
 27  ω     99.00 126.00   0.50    0.27    --  111.34  15.00 120.00   54
 28  ω     97.00 138.00   0.50    0.27    --  111.34  15.00  90.00   82
 29  ω     51.00 120.00   0.50    0.07    --   42.67  38.00 -30.00  138
 30  ω    124.00 166.00   0.50    0.27    --  111.34  30.00-180.00   84
 31  ω      3.00  35.00   0.50    0.07    --  -42.67  38.00-180.00   64
 32  ω    -77.00 -52.00   0.50    0.07    --  -42.67 127.00 -86.00   50
 33  ω    -60.00 -34.00   0.50    0.27    -- -103.00 125.00-120.00   52
 34  ω    -91.00 -66.00   0.50    0.27    -- -103.00 125.00-120.00   50
 35  ω    -89.00 -64.00   0.50    0.27    -- -103.00 127.00 -86.00   50
 36  ω    -96.00 -36.00   0.50    0.27    -- -103.00 125.00   0.00  120
 37  ω    -14.00  31.00   0.50    0.07    --  -42.67  38.00  60.00   90
 38  ω    -11.00  34.00   0.50    0.07    --  -42.67  38.00  90.00   90
 39  ω    -70.00 -43.00   0.50    0.27    -- -103.00 122.00 134.87   54
 40  ω    -99.00 -73.00   0.50    0.27    -- -103.00 122.00 134.87   52
 41  ω    -93.00 -67.00   0.50    0.27    -- -103.00 102.00 127.70   52
 42  ω    -61.00 -29.00   0.50    0.27    -- -103.00 102.00 127.70   64
 43  ω    -65.00 -31.00   0.50    0.27    -- -103.00 114.00-163.41   68
 44  ω    -97.00 -71.00   0.50    0.27    -- -103.00 114.00-163.41   52
 45  ω    -97.00 -61.00   0.50    0.27    -- -103.00 114.00-141.92   72
 46  ω    -61.00 -31.00   0.50    0.27    -- -103.00  77.00 -60.00   60
 47  ω   -148.00 -89.00   0.50    0.27    -- -103.00 -30.00-120.00  118
 48  ω   -133.00 -93.00   0.50    0.27    -- -103.00 -15.00 -30.00   80
 49  ω    -63.00 -35.00   0.50    0.27    -- -103.00  77.00 120.00   56
 50  ω    -71.00 -46.00   0.50    0.27    -- -103.00  77.00 150.00   50
 51  ω   -150.00-110.00   0.50    0.27    -- -103.00 -30.00 120.00   80
 52  ω   -129.00-100.00   0.50    0.27    -- -103.00 -15.00-180.00   58
 53  ω   -174.00-149.00   0.50    0.27    -- -103.00-127.00-162.00   50
 54  ω   -140.00-107.00   0.50    0.27    -- -103.00-127.00-162.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1367890000
_diffrn_orient_matrix_UB_12      -0.0580560000
_diffrn_orient_matrix_UB_13      0.0467127000
_diffrn_orient_matrix_UB_21      0.1105314000
_diffrn_orient_matrix_UB_22      0.0353554000
_diffrn_orient_matrix_UB_23      0.0680593000
_diffrn_orient_matrix_UB_31      -0.0057272000
_diffrn_orient_matrix_UB_32      0.1585617000
_diffrn_orient_matrix_UB_33      0.0052131000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5039
_reflns_number_total             5552
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.917
_refine_diff_density_min         -0.779
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         5552
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0287
_refine_ls_R_factor_gt           0.0253
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0306P)²+0.6012P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0619
_refine_ls_wR_factor_ref         0.0632
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C33(H33A,H33B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C16(H16), C17(H17), C18(H18), C19(H19),
 C20(H20), C22(H22), C23(H23), C25(H25), C26(H26), C36(H36), C37(H37), C38(H38),
  C39(H39), C40(H40)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C34(H34A,H34B,H34C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I12 I 0.21639(2) -0.02441(2) 0.54578(2) 0.02266(7) Uani 1 1 d . . . . .
S9 S 0.30620(10) 0.48166(8) 0.51013(4) 0.03162(18) Uani 1 1 d . . . . .
N11 N 0.1408(4) 0.6266(3) 0.58415(17) 0.0391(7) Uani 1 1 d . . . . .
C1 C 0.2816(3) 0.2013(3) 0.42715(16) 0.0211(6) Uani 1 1 d . . . . .
C2 C 0.1793(3) 0.2304(3) 0.37720(17) 0.0249(6) Uani 1 1 d . . . . .
H2 H 0.091907 0.245827 0.392909 0.030 Uiso 1 1 calc R U . . .
C3 C 0.2045(4) 0.2370(3) 0.30492(17) 0.0257(6) Uani 1 1 d . . . . .
H3 H 0.132484 0.254517 0.271562 0.031 Uiso 1 1 calc R U . . .
C4 C 0.3332(4) 0.2185(3) 0.28006(17) 0.0258(6) Uani 1 1 d . . . . .
C5 C 0.4355(4) 0.1911(3) 0.33033(18) 0.0277(6) Uani 1 1 d . . . . .
H5 H 0.524754 0.179513 0.314677 0.033 Uiso 1 1 calc R U . . .
C6 C 0.4101(3) 0.1805(3) 0.40252(17) 0.0247(6) Uani 1 1 d . . . . .
H6 H 0.480247 0.158978 0.435510 0.030 Uiso 1 1 calc R U . . .
C7 C 0.2528(3) 0.1896(3) 0.50427(16) 0.0215(6) Uani 1 1 d . . . . .
C8 C 0.2482(4) 0.2989(3) 0.54781(17) 0.0237(6) Uani 1 1 d . . . . .
C10 C 0.2041(4) 0.5618(3) 0.55567(17) 0.0286(7) Uani 1 1 d . . . . .
C13 C 0.3595(4) 0.2276(4) 0.20083(18) 0.0370(8) Uani 1 1 d . . . . .
H13A H 0.454025 0.208086 0.193339 0.044 Uiso 1 1 calc R U . . .
H13B H 0.375057 0.330422 0.185511 0.044 Uiso 1 1 calc R U . . .
C14 C 0.2274(4) 0.1167(5) 0.15393(19) 0.0447(9) Uani 1 1 d . . . . .
H14A H 0.251379 0.126330 0.103550 0.067 Uiso 1 1 calc R U . . .
H14B H 0.134218 0.137943 0.159525 0.067 Uiso 1 1 calc R U . . .
H14C H 0.211651 0.014511 0.168583 0.067 Uiso 1 1 calc R U . . .
C15 C 0.2121(4) 0.2903(3) 0.62440(16) 0.0236(6) Uani 1 1 d . . . . .
C16 C 0.0643(4) 0.2102(3) 0.64242(17) 0.0285(7) Uani 1 1 d . . . . .
H16 H -0.012816 0.158467 0.606048 0.034 Uiso 1 1 calc R U . . .
C17 C 0.0297(5) 0.2061(4) 0.71377(19) 0.0360(8) Uani 1 1 d . . . . .
H17 H -0.071515 0.153372 0.726160 0.043 Uiso 1 1 calc R U . . .
C18 C 0.1437(5) 0.2793(4) 0.76682(18) 0.0378(8) Uani 1 1 d . . . . .
H18 H 0.120231 0.275808 0.815595 0.045 Uiso 1 1 calc R U . . .
C19 C 0.2917(5) 0.3575(4) 0.74921(19) 0.0385(8) Uani 1 1 d . . . . .
H19 H 0.369479 0.405635 0.785924 0.046 Uiso 1 1 calc R U . . .
C20 C 0.3259(4) 0.3653(4) 0.67797(18) 0.0320(7) Uani 1 1 d . . . . .
H20 H 0.426322 0.421523 0.665610 0.038 Uiso 1 1 calc R U . . .
I32 I 1.01445(2) 0.25768(2) 0.97797(2) 0.02922(7) Uani 1 1 d . . . . .
S28 S 0.50858(9) 0.19750(10) 1.01230(4) 0.03450(18) Uani 1 1 d . . . . .
N30 N 0.3629(4) 0.3655(4) 0.93346(18) 0.0456(8) Uani 1 1 d . . . . .
C21 C 0.6923(4) 0.2733(3) 0.89487(17) 0.0260(6) Uani 1 1 d . . . . .
C22 C 0.5943(4) 0.1696(4) 0.84454(17) 0.0299(7) Uani 1 1 d . . . . .
H22 H 0.520195 0.080551 0.860100 0.036 Uiso 1 1 calc R U . . .
C23 C 0.6037(4) 0.1948(4) 0.77183(18) 0.0322(7) Uani 1 1 d . . . . .
H23 H 0.536151 0.122585 0.738044 0.039 Uiso 1 1 calc R U . . .
C24 C 0.7111(4) 0.3249(4) 0.74754(17) 0.0283(7) Uani 1 1 d . . . . .
C25 C 0.8049(4) 0.4294(4) 0.79840(19) 0.0339(7) Uani 1 1 d . . . . .
H25 H 0.877119 0.519797 0.782978 0.041 Uiso 1 1 calc R U . . .
C26 C 0.7961(4) 0.4055(4) 0.87076(18) 0.0320(7) Uani 1 1 d . . . . .
H26 H 0.861178 0.479556 0.904482 0.038 Uiso 1 1 calc R U . . .
C27 C 0.6899(4) 0.2451(3) 0.97276(17) 0.0282(7) Uani 1 1 d . . . . .
C29 C 0.4279(4) 0.3013(4) 0.96382(18) 0.0341(7) Uani 1 1 d . . . . .
C31 C 0.8034(3) 0.2391(3) 1.01778(17) 0.0259(6) Uani 1 1 d . . . . .
C33 C 0.7312(4) 0.3567(4) 0.66904(18) 0.0320(7) Uani 1 1 d . . . . .
H33A H 0.841754 0.394635 0.661963 0.038 Uiso 1 1 calc R U . . .
H33B H 0.692479 0.437635 0.656666 0.038 Uiso 1 1 calc R U . . .
C34 C 0.6520(5) 0.2247(4) 0.61722(19) 0.0399(8) Uani 1 1 d . . . . .
H34A H 0.679566 0.253491 0.568402 0.060 Uiso 1 1 calc R U . . .
H34B H 0.541132 0.193906 0.619090 0.060 Uiso 1 1 calc R U . . .
H34C H 0.684087 0.141146 0.630636 0.060 Uiso 1 1 calc R U . . .
C35 C 0.7998(3) 0.2191(3) 1.09655(16) 0.0239(6) Uani 1 1 d . . . . .
C36 C 0.7935(4) 0.3331(3) 1.14197(17) 0.0277(6) Uani 1 1 d . . . . .
H36 H 0.787612 0.422300 1.122451 0.033 Uiso 1 1 calc R U . . .
C37 C 0.7959(4) 0.3159(4) 1.21560(17) 0.0294(7) Uani 1 1 d . . . . .
H37 H 0.793523 0.394261 1.246556 0.035 Uiso 1 1 calc R U . . .
C38 C 0.8016(4) 0.1845(4) 1.24431(17) 0.0283(7) Uani 1 1 d . . . . .
H38 H 0.803160 0.172948 1.294776 0.034 Uiso 1 1 calc R U . . .
C39 C 0.8050(4) 0.0709(4) 1.19927(19) 0.0319(7) Uani 1 1 d . . . . .
H39 H 0.806971 -0.019665 1.218820 0.038 Uiso 1 1 calc R U . . .
C40 C 0.8057(4) 0.0880(3) 1.12588(19) 0.0299(7) Uani 1 1 d . . . . .
H40 H 0.810255 0.009960 1.095356 0.036 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
I12 C7 2.116(3) . ?
S9 C8 1.801(3) . ?
S9 C10 1.692(3) . ?
N11 C10 1.151(4) . ?
C1 C2 1.397(4) . ?
C1 C6 1.400(4) . ?
C1 C7 1.481(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.385(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.393(4) . ?
C4 C5 1.393(5) . ?
C4 C13 1.515(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.384(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.334(4) . ?
C8 C15 1.489(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.526(5) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.392(5) . ?
C15 C20 1.397(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.391(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.388(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.387(6) . ?
C19 H19 0.9500 . ?
C19 C20 1.387(5) . ?
C20 H20 0.9500 . ?
I32 C31 2.116(3) . ?
S28 C27 1.811(3) . ?
S28 C29 1.688(4) . ?
N30 C29 1.142(5) . ?
C21 C22 1.388(5) . ?
C21 C26 1.393(5) . ?
C21 C27 1.483(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.385(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.395(5) . ?
C24 C25 1.385(5) . ?
C24 C33 1.511(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.376(5) . ?
C26 H26 0.9500 . ?
C27 C31 1.332(5) . ?
C31 C35 1.487(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.514(5) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 C36 1.396(4) . ?
C35 C40 1.392(5) . ?
C36 H36 0.9500 . ?
C36 C37 1.387(5) . ?
C37 H37 0.9500 . ?
C37 C38 1.390(5) . ?
C38 H38 0.9500 . ?
C38 C39 1.379(5) . ?
C39 H39 0.9500 . ?
C39 C40 1.382(5) . ?
C40 H40 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
C10 S9 C8 101.11(15) . . ?
C2 C1 C6 118.5(3) . . ?
C2 C1 C7 120.7(3) . . ?
C6 C1 C7 120.8(3) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.4(3) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 119.3 . . ?
C2 C3 C4 121.4(3) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C13 120.6(3) . . ?
C5 C4 C3 117.8(3) . . ?
C5 C4 C13 121.6(3) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 C4 121.6(3) . . ?
C6 C5 H5 119.2 . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.3(3) . . ?
C5 C6 H6 119.9 . . ?
C1 C7 I12 114.60(19) . . ?
C8 C7 I12 119.1(2) . . ?
C8 C7 C1 126.3(3) . . ?
C7 C8 S9 115.1(2) . . ?
C7 C8 C15 128.2(3) . . ?
C15 C8 S9 116.6(2) . . ?
N11 C10 S9 174.7(3) . . ?
C4 C13 H13A 109.0 . . ?
C4 C13 H13B 109.0 . . ?
C4 C13 C14 113.1(3) . . ?
H13A C13 H13B 107.8 . . ?
C14 C13 H13A 109.0 . . ?
C14 C13 H13B 109.0 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C8 120.0(3) . . ?
C16 C15 C20 120.1(3) . . ?
C20 C15 C8 120.0(3) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 C15 119.9(3) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 120.1 . . ?
C18 C17 C16 119.8(4) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.6(3) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 119.9(3) . . ?
C20 C19 H19 120.0 . . ?
C15 C20 H20 120.1 . . ?
C19 C20 C15 119.8(3) . . ?
C19 C20 H20 120.1 . . ?
C29 S28 C27 100.92(16) . . ?
C22 C21 C26 118.6(3) . . ?
C22 C21 C27 121.5(3) . . ?
C26 C21 C27 119.9(3) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.5(3) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 119.6 . . ?
C22 C23 C24 120.9(3) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 C33 123.6(3) . . ?
C25 C24 C23 117.9(3) . . ?
C25 C24 C33 118.5(3) . . ?
C24 C25 H25 119.2 . . ?
C26 C25 C24 121.6(3) . . ?
C26 C25 H25 119.2 . . ?
C21 C26 H26 119.8 . . ?
C25 C26 C21 120.4(3) . . ?
C25 C26 H26 119.8 . . ?
C21 C27 S28 117.6(2) . . ?
C31 C27 S28 114.1(2) . . ?
C31 C27 C21 128.1(3) . . ?
N30 C29 S28 174.6(3) . . ?
C27 C31 I32 119.7(2) . . ?
C27 C31 C35 126.7(3) . . ?
C35 C31 I32 113.6(2) . . ?
C24 C33 H33A 108.4 . . ?
C24 C33 H33B 108.4 . . ?
C24 C33 C34 115.5(3) . . ?
H33A C33 H33B 107.5 . . ?
C34 C33 H33A 108.4 . . ?
C34 C33 H33B 108.4 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C36 C35 C31 120.2(3) . . ?
C40 C35 C31 120.4(3) . . ?
C40 C35 C36 119.4(3) . . ?
C35 C36 H36 120.1 . . ?
C37 C36 C35 119.9(3) . . ?
C37 C36 H36 120.1 . . ?
C36 C37 H37 119.9 . . ?
C36 C37 C38 120.3(3) . . ?
C38 C37 H37 119.9 . . ?
C37 C38 H38 120.1 . . ?
C39 C38 C37 119.8(3) . . ?
C39 C38 H38 120.1 . . ?
C38 C39 H39 119.8 . . ?
C38 C39 C40 120.5(3) . . ?
C40 C39 H39 119.8 . . ?
C35 C40 H40 119.9 . . ?
C39 C40 C35 120.2(3) . . ?
C39 C40 H40 119.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
I12 C7 C8 S9 171.90(14) . . . . ?
I12 C7 C8 C15 -3.4(5) . . . . ?
S9 C8 C15 C16 115.7(3) . . . . ?
S9 C8 C15 C20 -62.9(3) . . . . ?
C1 C2 C3 C4 -1.5(4) . . . . ?
C1 C7 C8 S9 -8.1(4) . . . . ?
C1 C7 C8 C15 176.6(3) . . . . ?
C2 C1 C6 C5 1.0(4) . . . . ?
C2 C1 C7 I12 115.7(3) . . . . ?
C2 C1 C7 C8 -64.3(4) . . . . ?
C2 C3 C4 C5 0.8(4) . . . . ?
C2 C3 C4 C13 -179.4(3) . . . . ?
C3 C4 C5 C6 0.9(4) . . . . ?
C3 C4 C13 C14 -56.6(4) . . . . ?
C4 C5 C6 C1 -1.8(5) . . . . ?
C5 C4 C13 C14 123.2(4) . . . . ?
C6 C1 C2 C3 0.6(4) . . . . ?
C6 C1 C7 I12 -63.0(3) . . . . ?
C6 C1 C7 C8 117.0(3) . . . . ?
C7 C1 C2 C3 -178.1(3) . . . . ?
C7 C1 C6 C5 179.7(3) . . . . ?
C7 C8 C15 C16 -69.1(4) . . . . ?
C7 C8 C15 C20 112.3(4) . . . . ?
C8 C15 C16 C17 -178.0(3) . . . . ?
C8 C15 C20 C19 179.8(3) . . . . ?
C10 S9 C8 C7 151.7(3) . . . . ?
C10 S9 C8 C15 -32.5(3) . . . . ?
C13 C4 C5 C6 -179.0(3) . . . . ?
C15 C16 C17 C18 -1.4(5) . . . . ?
C16 C15 C20 C19 1.2(4) . . . . ?
C16 C17 C18 C19 0.5(5) . . . . ?
C17 C18 C19 C20 1.2(5) . . . . ?
C18 C19 C20 C15 -2.1(5) . . . . ?
C20 C15 C16 C17 0.6(4) . . . . ?
I32 C31 C35 C36 111.1(3) . . . . ?
I32 C31 C35 C40 -67.6(3) . . . . ?
S28 C27 C31 I32 170.53(15) . . . . ?
S28 C27 C31 C35 -9.1(4) . . . . ?
C21 C22 C23 C24 -0.3(5) . . . . ?
C21 C27 C31 I32 -4.1(4) . . . . ?
C21 C27 C31 C35 176.3(3) . . . . ?
C22 C21 C26 C25 -2.6(5) . . . . ?
C22 C21 C27 S28 -53.8(4) . . . . ?
C22 C21 C27 C31 120.6(4) . . . . ?
C22 C23 C24 C25 -1.7(5) . . . . ?
C22 C23 C24 C33 177.7(3) . . . . ?
C23 C24 C25 C26 1.5(5) . . . . ?
C23 C24 C33 C34 -12.9(5) . . . . ?
C24 C25 C26 C21 0.6(5) . . . . ?
C25 C24 C33 C34 166.4(3) . . . . ?
C26 C21 C22 C23 2.4(5) . . . . ?
C26 C21 C27 S28 127.1(3) . . . . ?
C26 C21 C27 C31 -58.5(5) . . . . ?
C27 C21 C22 C23 -176.7(3) . . . . ?
C27 C21 C26 C25 176.6(3) . . . . ?
C27 C31 C35 C36 -69.2(4) . . . . ?
C27 C31 C35 C40 112.1(4) . . . . ?
C29 S28 C27 C21 -34.4(3) . . . . ?
C29 S28 C27 C31 150.4(3) . . . . ?
C31 C35 C36 C37 -177.6(3) . . . . ?
C31 C35 C40 C39 178.9(3) . . . . ?
C33 C24 C25 C26 -177.9(3) . . . . ?
C35 C36 C37 C38 -1.2(5) . . . . ?
C36 C35 C40 C39 0.1(5) . . . . ?
C36 C37 C38 C39 0.0(5) . . . . ?
C37 C38 C39 C40 1.2(5) . . . . ?
C38 C39 C40 C35 -1.3(5) . . . . ?
C40 C35 C36 C37 1.1(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.470
_oxdiff_exptl_absorpt_empirical_full_min 0.759
####################################################################### 
# 
# 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_240495lt_auto
_database_code_depnum_ccdc_archive 'CCDC 2415489'
loop_
_audit_author_name
_audit_author_address
'MAHIMA GUPTA'
;National Tsing Hua University
Taiwan
;
_audit_update_record             
;
2025-02-25 deposited with the CCDC.	2026-01-02 downloaded from the CCDC.
;
_audit_creation_date             2025-02-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H8 F2 I N S'
_chemical_formula_sum            'C15 H8 F2 I N S'
_chemical_formula_weight         399.18
_chemical_absolute_configuration .
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 '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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.67880(10)
_cell_length_b                   9.3435(2)
_cell_length_c                   10.3948(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.971(2)
_cell_angle_gamma                90
_cell_volume                     740.28(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6561
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.1690
_cell_measurement_theta_min      4.2700
_shelx_estimated_absorpt_T_max   0.608
_shelx_estimated_absorpt_T_min   0.359
_exptl_absorpt_coefficient_mu    18.423
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63563
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.96a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.791
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7744
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.079
_diffrn_reflns_theta_max         67.079
_diffrn_reflns_theta_min         4.285
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      2.00  34.00   0.50    0.05    --  -42.67  38.00-150.00   64
  2  ω    -61.00 -35.00   0.50    0.13    -- -103.00  77.00 -90.00   52
  3  ω    -98.00 -32.00   0.50    0.13    -- -103.00 125.00 -90.00  132
  4  ω    -12.00  34.00   0.50    0.05    --  -42.67  38.00  90.00   92
  5  ω    -88.00 -13.00   0.50    0.05    --  -42.67 125.00   0.00  150
  6  ω    -65.00 -22.00   0.50    0.05    --  -42.67  83.00  -6.00   86
  7  ω    -78.00 -52.00   0.50    0.13    -- -103.00  83.00  -6.00   52
  8  ω   -162.00-105.00   0.50    0.13    -- -103.00 -30.00 -90.00  114
  9  ω   -128.00-103.00   0.50    0.13    -- -103.00 -15.00-150.00   50
 10  ω   -131.00 -88.00   0.50    0.13    -- -103.00 -15.00  30.00   86
 11  ω   -125.00 -90.00   0.50    0.13    -- -103.00 -15.00  90.00   70
 12  ω   -128.00 -92.00   0.50    0.13    -- -103.00 -15.00 120.00   72
 13  ω   -133.00-108.00   0.50    0.13    -- -103.00 -15.00  60.00   50
 14  ω   -174.00-112.00   0.50    0.13    -- -103.00 -83.00-127.00  124
 15  ω     36.00  63.00   0.50    0.05    --   42.67 -83.00-127.00   54
 16  ω     38.00  85.00   0.50    0.13    --  111.34 -83.00-127.00   94
 17  ω     41.00  87.00   0.50    0.13    --  111.34 -95.00 120.00   92
 18  ω    -30.00  47.00   0.50    0.05    --   42.67 -57.00 150.00  154
 19  ω     38.00  70.00   0.50    0.13    --  111.34 -77.00  30.00   64
 20  ω     39.00  64.00   0.50    0.13    --  111.34 -77.00 -60.00   50
 21  ω     38.00  65.00   0.50    0.13    --  111.34 -77.00 -90.00   54
 22  ω    107.00 132.00   0.50    0.13    --  111.34  15.00 -30.00   50
 23  ω    107.00 137.00   0.50    0.13    --  111.34  15.00   0.00   60
 24  ω    126.00 177.00   0.50    0.13    --  111.34  77.00 -30.00  102
 25  ω    119.00 144.00   0.50    0.13    --  111.34  83.00  -6.00   50
 26  ω    143.00 169.00   0.50    0.13    --  111.34  83.00  -6.00   52
 27  ω     -2.00  31.00   0.50    0.05    --  -42.67  38.00 -60.00   66
 28  ω     -6.00  22.00   0.50    0.05    --  -42.67  57.00 -30.00   56
 29  ω      9.00  35.00   0.50    0.05    --  -42.67  38.00-180.00   52
 30  ω    -11.00  27.00   0.50    0.05    --  -42.67  38.00  30.00   76
 31  ω     36.00 120.00   0.50    0.05    --   42.67  38.00  90.00  168
 32  ω   -118.00 -92.00   0.50    0.13    -- -103.00 -61.00 -90.00   52
 33  ω   -173.00-143.00   0.50    0.13    -- -103.00 -61.00 -90.00   60
 34  ω   -116.00 -90.00   0.50    0.13    -- -103.00 -45.00 -90.00   52
 35  ω   -164.00-107.00   0.50    0.13    -- -103.00 -77.00 150.00  114
 36  ω   -113.00 -87.00   0.50    0.13    -- -103.00 -61.00 -60.00   52
 37  ω   -125.00 -99.00   0.50    0.13    -- -103.00 -55.00 -82.80   52
 38  ω   -152.00 -89.00   0.50    0.13    -- -103.00 -61.00 120.00  126
 39  ω    -68.00 -31.00   0.50    0.13    -- -103.00  77.00 150.00   74
 40  ω   -158.00-132.00   0.50    0.13    -- -103.00 -55.00 -82.80   52
 41  ω     67.00  92.00   0.50    0.13    --  111.34 -95.00 -60.00   50
 42  ω    138.00 169.00   0.50    0.13    --  111.34  61.00  30.00   62
 43  ω     97.00 131.00   0.50    0.13    --  111.34  61.00  30.00   68
 44  ω     41.00  76.00   0.50    0.13    --  111.34 -77.00  60.00   70
 45  ω     38.00  63.00   0.50    0.13    --  111.34 -77.00 -30.00   50
 46  ω    110.00 151.00   0.50    0.13    --  111.34  77.00 120.00   82
 47  ω     65.00  91.00   0.50    0.13    --  111.34 -95.00 -90.00   52
 48  ω     51.00  88.00   0.50    0.13    --  111.34 -95.00  30.00   74
 49  ω     43.00  68.00   0.50    0.13    --  111.34 -95.00-120.00   50
 50  ω     74.00  99.00   0.50    0.13    --  111.34-125.00  30.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1693829000
_diffrn_orient_matrix_UB_12      0.0549692000
_diffrn_orient_matrix_UB_13      0.0792229000
_diffrn_orient_matrix_UB_21      0.0042315000
_diffrn_orient_matrix_UB_22      -0.1336196000
_diffrn_orient_matrix_UB_23      0.0872087000
_diffrn_orient_matrix_UB_31      0.1101890000
_diffrn_orient_matrix_UB_32      -0.0793732000
_diffrn_orient_matrix_UB_33      -0.0917766000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.873
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                2619
_reflns_number_total             2659
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.96a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.947
_refine_diff_density_min         -1.511
_refine_diff_density_rms         0.116
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.16(3)
_refine_ls_extinction_coef       0.0012(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.290
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         2659
_refine_ls_number_restraints     226
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0482
_refine_ls_restrained_S_all      1.311
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+4.5434P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1173
_refine_ls_wR_factor_ref         0.1175
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.84(3)
 0.16(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. Restrained distances
 S1-C15 \\sim S1A-C15A
 with sigma of 0.02
 N1-C15 \\sim N1A-C15A
 with sigma of 0.02
 S1-N1 \\sim S1A-N1A
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
I1 \\sim S1 \\sim F1 \\sim C3 \\sim C10 \\sim C13 \\sim C11 \\sim C2 \\sim C1
\\sim C9 \\sim C12 \\sim C5 \\sim C8 \\sim N1 \\sim C6 \\sim C7 \\sim C14 \\sim
C4 \\sim C15 \\sim I1A \\sim S1A \\sim C15A \\sim N1A \\sim F2: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
Uanis(N1) \\sim Ueq, Uanis(C15) \\sim Ueq: with sigma of 0.002 and sigma for
terminal atoms of 0.004
Uanis(S1A) \\sim Ueq, Uanis(C15A) \\sim Ueq, Uanis(N1A) \\sim Ueq, Uanis(S1)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(I1A) \\sim Ueq, Uanis(I1) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
Uanis(F2) \\sim Ueq, Uanis(F1) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(I1) = Uanis(I1A)
5. Others
 Sof(I1A)=Sof(S1A)=Sof(C15A)=Sof(N1A)=1-FVAR(1)
 Sof(I1)=Sof(S1)=Sof(N1)=Sof(C15)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C10(H10), C13(H13), C11(H11), C6(H6), C7(H7), C14(H14), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.77126(18) 0.37338(13) 0.17215(17) 0.0300(3) Uani 0.638(3) 1 d . U P A 1
S1 S 0.2568(8) 0.5819(7) 0.2855(6) 0.0297(13) Uani 0.638(3) 1 d D U P A 1
F2 F 0.0285(11) -0.0066(10) 0.0999(9) 0.048(2) Uani 1 1 d . U . . .
F1 F 0.9451(11) 1.0066(9) 0.4085(10) 0.047(2) Uani 1 1 d . U . . .
C3 C 0.3870(19) 0.1948(16) 0.2695(13) 0.033(3) Uani 1 1 d . U . . .
H3 H 0.469123 0.187990 0.345306 0.040 Uiso 1 1 calc R U . . .
C10 C 0.7365(16) 0.6630(15) 0.4092(13) 0.032(3) Uani 1 1 d . U . . .
H10 H 0.744386 0.575394 0.455886 0.038 Uiso 1 1 calc R U . . .
C13 C 0.7119(19) 0.9164(15) 0.2685(14) 0.038(3) Uani 1 1 d . U . . .
H13 H 0.706779 1.002485 0.219633 0.045 Uiso 1 1 calc R U . . .
C11 C 0.8503(17) 0.7715(15) 0.4468(14) 0.031(3) Uani 1 1 d . U . . .
H11 H 0.935794 0.761369 0.520315 0.037 Uiso 1 1 calc R U . . .
C2 C 0.3866(16) 0.3173(15) 0.1908(12) 0.029(2) Uani 1 1 d . U . . .
C1 C 0.5156(17) 0.4321(16) 0.2230(13) 0.034(3) Uani 1 1 d . U . . .
C9 C 0.6085(17) 0.6796(15) 0.3028(12) 0.030(2) Uani 1 1 d . U . . .
C12 C 0.8375(16) 0.8998(14) 0.3733(13) 0.031(3) Uani 1 1 d . U . . .
C5 C 0.1512(18) 0.1024(18) 0.1288(13) 0.037(3) Uani 1 1 d . U . . .
C8 C 0.4808(17) 0.5592(16) 0.2675(12) 0.030(2) Uani 1 1 d . U . . .
N1 N 0.297(2) 0.7992(16) 0.4745(15) 0.028(3) Uani 0.638(3) 1 d D U P A 1
C6 C 0.1407(19) 0.2169(17) 0.0495(14) 0.037(3) Uani 1 1 d . U . . .
H6 H 0.055179 0.222482 -0.024530 0.045 Uiso 1 1 calc R U . . .
C7 C 0.2621(16) 0.3278(13) 0.0813(12) 0.027(2) Uani 1 1 d . U . . .
H7 H 0.259487 0.410585 0.027941 0.033 Uiso 1 1 calc R U . . .
C14 C 0.5935(19) 0.8085(16) 0.2343(13) 0.034(3) Uani 1 1 d . U . . .
H14 H 0.502411 0.821498 0.164819 0.041 Uiso 1 1 calc R U . . .
C4 C 0.2701(18) 0.0845(17) 0.2384(14) 0.035(3) Uani 1 1 d . U . . .
H4 H 0.271255 0.000432 0.289868 0.041 Uiso 1 1 calc R U . . .
C15 C 0.283(2) 0.7092(17) 0.3991(15) 0.019(3) Uani 0.638(3) 1 d D U P A 1
I1A I 0.2226(4) 0.6262(2) 0.3191(3) 0.0300(3) Uani 0.362(3) 1 d . U P A 2
S1A S 0.7429(15) 0.4192(15) 0.2148(12) 0.037(3) Uani 0.362(3) 1 d D U P A 2
C15A C 0.711(4) 0.291(3) 0.100(3) 0.031(5) Uani 0.362(3) 1 d D U P A 2
N1A N 0.697(5) 0.204(3) 0.022(3) 0.049(8) Uani 0.362(3) 1 d D U P A 2


_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
I1 C1 2.165(14) . ?
S1 C8 1.765(14) . ?
S1 C15 1.671(15) . ?
F2 C5 1.395(16) . ?
F1 C12 1.318(16) . ?
C3 H3 0.9500 . ?
C3 C2 1.41(2) . ?
C3 C4 1.38(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.364(19) . ?
C10 C9 1.396(18) . ?
C13 H13 0.9500 . ?
C13 C12 1.37(2) . ?
C13 C14 1.38(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.419(19) . ?
C2 C1 1.471(18) . ?
C2 C7 1.399(18) . ?
C1 C8 1.314(15) . ?
C1 S1A 1.762(17) . ?
C9 C8 1.508(18) . ?
C9 C14 1.397(19) . ?
C5 C6 1.35(2) . ?
C5 C4 1.38(2) . ?
C8 I1A 2.206(14) . ?
N1 C15 1.145(18) . ?
C6 H6 0.9500 . ?
C6 C7 1.406(19) . ?
C7 H7 0.9500 . ?
C14 H14 0.9500 . ?
C4 H4 0.9500 . ?
S1A C15A 1.69(2) . ?
C15A N1A 1.15(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
C15 S1 C8 97.2(8) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C4 C3 C2 121.1(13) . . ?
C11 C10 H10 119.7 . . ?
C11 C10 C9 120.6(13) . . ?
C9 C10 H10 119.7 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.1(12) . . ?
C14 C13 H13 119.9 . . ?
C10 C11 H11 120.9 . . ?
C10 C11 C12 118.3(13) . . ?
C12 C11 H11 120.9 . . ?
C3 C2 C1 120.5(12) . . ?
C7 C2 C3 118.9(12) . . ?
C7 C2 C1 120.6(12) . . ?
C2 C1 I1 111.4(10) . . ?
C2 C1 S1A 125.6(12) . . ?
C8 C1 I1 123.0(8) . . ?
C8 C1 C2 125.4(10) . . ?
C8 C1 S1A 108.9(9) . . ?
C10 C9 C8 119.0(12) . . ?
C10 C9 C14 120.4(13) . . ?
C14 C9 C8 120.5(12) . . ?
F1 C12 C13 119.4(12) . . ?
F1 C12 C11 119.3(12) . . ?
C13 C12 C11 121.2(12) . . ?
C6 C5 F2 117.3(13) . . ?
C6 C5 C4 125.9(14) . . ?
C4 C5 F2 116.8(14) . . ?
C1 C8 S1 112.9(8) . . ?
C1 C8 C9 127.3(11) . . ?
C1 C8 I1A 124.7(8) . . ?
C9 C8 S1 119.9(11) . . ?
C9 C8 I1A 107.9(9) . . ?
C5 C6 H6 121.6 . . ?
C5 C6 C7 116.9(13) . . ?
C7 C6 H6 121.6 . . ?
C2 C7 C6 120.5(12) . . ?
C2 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C13 C14 C9 119.3(12) . . ?
C13 C14 H14 120.4 . . ?
C9 C14 H14 120.4 . . ?
C3 C4 C5 116.7(14) . . ?
C3 C4 H4 121.7 . . ?
C5 C4 H4 121.7 . . ?
N1 C15 S1 177.8(17) . . ?
C15A S1A C1 91.3(14) . . ?
N1A C15A S1A 177(3) . . ?

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
I1 C1 C8 S1 174.2(7) . . . . ?
I1 C1 C8 C9 -6.1(15) . . . . ?
F2 C5 C6 C7 178.4(11) . . . . ?
F2 C5 C4 C3 -177.6(12) . . . . ?
C3 C2 C1 I1 76.5(13) . . . . ?
C3 C2 C1 C8 -108.5(15) . . . . ?
C3 C2 C1 S1A 68.6(17) . . . . ?
C3 C2 C7 C6 -0.8(19) . . . . ?
C10 C11 C12 F1 179.4(11) . . . . ?
C10 C11 C12 C13 1.4(19) . . . . ?
C10 C9 C8 S1 112.4(13) . . . . ?
C10 C9 C8 C1 -67.3(17) . . . . ?
C10 C9 C8 I1A 108.0(12) . . . . ?
C10 C9 C14 C13 3(2) . . . . ?
C11 C10 C9 C8 -177.7(12) . . . . ?
C11 C10 C9 C14 -1(2) . . . . ?
C2 C3 C4 C5 -2(2) . . . . ?
C2 C1 C8 S1 -0.3(14) . . . . ?
C2 C1 C8 C9 179.5(14) . . . . ?
C2 C1 C8 I1A 4.9(15) . . . . ?
C2 C1 S1A C15A 26.5(18) . . . . ?
C1 C2 C7 C6 179.0(12) . . . . ?
C9 C10 C11 C12 -1.4(19) . . . . ?
C12 C13 C14 C9 -3(2) . . . . ?
C5 C6 C7 C2 0(2) . . . . ?
C8 C1 S1A C15A -156.0(15) . . . . ?
C8 C9 C14 C13 -179.9(12) . . . . ?
C6 C5 C4 C3 1(2) . . . . ?
C7 C2 C1 I1 -103.3(12) . . . . ?
C7 C2 C1 C8 71.7(16) . . . . ?
C7 C2 C1 S1A -111.1(14) . . . . ?
C14 C13 C12 F1 -176.9(12) . . . . ?
C14 C13 C12 C11 1.1(19) . . . . ?
C14 C9 C8 S1 -64.3(16) . . . . ?
C14 C9 C8 C1 116.0(15) . . . . ?
C14 C9 C8 I1A -68.7(14) . . . . ?
C4 C3 C2 C1 -178.1(12) . . . . ?
C4 C3 C2 C7 2(2) . . . . ?
C4 C5 C6 C7 0(2) . . . . ?
C15 S1 C8 C1 155.5(9) . . . . ?
C15 S1 C8 C9 -24.3(12) . . . . ?
S1A C1 C8 C9 1.9(14) . . . . ?
S1A C1 C8 I1A -172.6(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.900
_oxdiff_exptl_absorpt_empirical_full_min 0.757
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.84(3)
2 0.16(3)

