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

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

data_czx_6i4no_auto
_database_code_depnum_ccdc_archive 'CCDC 2313098'
loop_
_audit_author_name
_audit_author_address
'ZiXiang Chen'
;College of Physics and Electronic Information Engineering, Minjiang University
China
;
_audit_update_record             
;
2023-12-10 deposited with the CCDC.	2024-03-25 downloaded from the CCDC.
;
_audit_creation_date             2023-07-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H6 I N2 O, N O3'
_chemical_formula_sum            'C8 H6 I N3 O4'
_chemical_formula_weight         335.06
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O I'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'

_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           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   11.3638(4)
_cell_length_b                   6.3747(3)
_cell_length_c                   15.1177(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1095.14(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3116
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.3200
_cell_measurement_theta_min      2.2310
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.927
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79452
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.032
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6145
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.038
_diffrn_reflns_theta_min         2.242
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -36.00  34.00   0.50    3.77    --    9.20 -73.00-123.00  140
  2  ω    -79.00 -54.00   0.50    3.77    --    9.20 -73.00-123.00   50
  3  ω     70.00  95.00   0.50    3.77    --    9.20  77.00-120.00   50
  4  ω     28.00  53.00   0.50    3.77    --    9.20  52.00 164.00   50
  5  ω     36.00  73.00   0.50    3.77    --   -9.60  77.00  60.00   74
  6  ω    -98.00  22.00   0.50    3.77    --   -9.60 -38.00 120.00  240
  7  ω    -15.00  11.00   0.50    3.77    --   -9.60  77.00  60.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Pro II AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0258251000
_diffrn_orient_matrix_UB_12      -0.0426912000
_diffrn_orient_matrix_UB_13      0.0020126000
_diffrn_orient_matrix_UB_21      0.0438504000
_diffrn_orient_matrix_UB_22      -0.0155611000
_diffrn_orient_matrix_UB_23      -0.0701076000
_diffrn_orient_matrix_UB_31      0.0361322000
_diffrn_orient_matrix_UB_32      -0.0116514000
_diffrn_orient_matrix_UB_33      0.0864214000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed 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                987
_reflns_number_total             1260
_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 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (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 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.637
_refine_diff_density_min         -0.737
_refine_diff_density_rms         0.134
_refine_ls_extinction_coef       0.0060(6)
_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   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     98
_refine_ls_number_reflns         1260
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0470
_refine_ls_R_factor_gt           0.0294
_refine_ls_restrained_S_all      1.051
_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)+(0.0380P)²+0.3491P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0707
_refine_ls_wR_factor_ref         0.0800
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N2(H2), N3(H3), C2(H2A), C3(H3A), C5(H5), 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
I1 I 0.50821(3) 0.750000 0.71209(2) 0.0762(2) Uani 1 2 d S T P . .
O1 O 0.0431(3) 0.750000 0.5827(2) 0.0830(12) Uani 1 2 d S T P . .
N2 N 0.2273(3) 0.750000 0.3580(2) 0.0500(9) Uani 1 2 d S T P . .
H2 H 0.263214 0.750000 0.307873 0.060 Uiso 1 2 calc R U P . .
N3 N 0.0529(3) 0.750000 0.4338(2) 0.0559(9) Uani 1 2 d S T P . .
H3 H -0.022625 0.750000 0.430790 0.067 Uiso 1 2 calc R U P . .
C1 C 0.4172(4) 0.750000 0.5915(3) 0.0535(10) Uani 1 2 d S T P . .
C2 C 0.4764(4) 0.750000 0.5115(3) 0.0527(11) Uani 1 2 d S T P . .
H2A H 0.558186 0.750000 0.510653 0.063 Uiso 1 2 calc R U P . .
C3 C 0.4149(3) 0.750000 0.4331(3) 0.0508(10) Uani 1 2 d S T P . .
H3A H 0.454512 0.750000 0.379330 0.061 Uiso 1 2 calc R U P . .
C4 C 0.2933(3) 0.750000 0.4355(2) 0.0443(9) Uani 1 2 d S T P . .
C5 C 0.1131(4) 0.750000 0.3591(2) 0.0548(11) Uani 1 2 d S T P . .
H5 H 0.072483 0.750000 0.305685 0.066 Uiso 1 2 calc R U P . .
C6 C 0.1052(4) 0.750000 0.5177(3) 0.0563(11) Uani 1 2 d S T P . .
C7 C 0.2331(3) 0.750000 0.5157(2) 0.0463(9) Uani 1 2 d S T P . .
C8 C 0.2971(4) 0.750000 0.5944(3) 0.0551(11) Uani 1 2 d S T P . .
H8 H 0.258287 0.750000 0.648564 0.066 Uiso 1 2 calc R U P . .
O2 O 0.1947(3) 0.250000 0.56070(18) 0.0645(8) Uani 1 2 d S T P . .
O3 O 0.3321(2) 0.250000 0.6589(2) 0.0709(10) Uani 1 2 d S T P . .
O4 O 0.1513(2) 0.250000 0.69928(18) 0.0755(11) Uani 1 2 d S T P . .
N1 N 0.2275(3) 0.250000 0.6398(2) 0.0520(9) Uani 1 2 d S T P . .


_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 2.096(4) . ?
O1 C6 1.210(5) . ?
N2 H2 0.8600 . ?
N2 C4 1.392(4) . ?
N2 C5 1.298(5) . ?
N3 H3 0.8600 . ?
N3 C5 1.321(5) . ?
N3 C6 1.401(5) . ?
C1 C2 1.384(6) . ?
C1 C8 1.365(6) . ?
C2 H2A 0.9300 . ?
C2 C3 1.375(6) . ?
C3 H3A 0.9300 . ?
C3 C4 1.382(5) . ?
C4 C7 1.393(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.454(6) . ?
C7 C8 1.394(5) . ?
C8 H8 0.9300 . ?
O2 N1 1.252(4) . ?
O3 N1 1.223(4) . ?
O4 N1 1.249(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 N2 H2 119.1 . . ?
C5 N2 H2 119.1 . . ?
C5 N2 C4 121.9(3) . . ?
C5 N3 H3 118.1 . . ?
C5 N3 C6 123.7(3) . . ?
C6 N3 H3 118.1 . . ?
C2 C1 I1 121.4(3) . . ?
C8 C1 I1 117.7(3) . . ?
C8 C1 C2 120.9(4) . . ?
C1 C2 H2A 119.8 . . ?
C3 C2 C1 120.4(4) . . ?
C3 C2 H2A 119.8 . . ?
C2 C3 H3A 120.5 . . ?
C2 C3 C4 119.1(4) . . ?
C4 C3 H3A 120.5 . . ?
N2 C4 C7 118.0(4) . . ?
C3 C4 N2 121.1(3) . . ?
C3 C4 C7 120.9(3) . . ?
N2 C5 N3 121.9(4) . . ?
N2 C5 H5 119.0 . . ?
N3 C5 H5 119.0 . . ?
O1 C6 N3 119.2(4) . . ?
O1 C6 C7 126.9(4) . . ?
N3 C6 C7 113.9(3) . . ?
C4 C7 C6 120.6(3) . . ?
C4 C7 C8 119.1(4) . . ?
C8 C7 C6 120.3(3) . . ?
C1 C8 C7 119.6(4) . . ?
C1 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
O3 N1 O2 121.0(3) . . ?
O3 N1 O4 120.2(3) . . ?
O4 N1 O2 118.8(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 C2 C3 180.000(1) . . . . ?
I1 C1 C8 C7 180.000(1) . . . . ?
O1 C6 C7 C4 180.000(1) . . . . ?
O1 C6 C7 C8 0.000(1) . . . . ?
N2 C4 C7 C6 0.000(1) . . . . ?
N2 C4 C7 C8 180.000(1) . . . . ?
N3 C6 C7 C4 0.000(1) . . . . ?
N3 C6 C7 C8 180.000(1) . . . . ?
C1 C2 C3 C4 0.000(1) . . . . ?
C2 C1 C8 C7 0.000(1) . . . . ?
C2 C3 C4 N2 180.000(1) . . . . ?
C2 C3 C4 C7 0.000(1) . . . . ?
C3 C4 C7 C6 180.000(1) . . . . ?
C3 C4 C7 C8 0.000(1) . . . . ?
C4 N2 C5 N3 0.000(1) . . . . ?
C4 C7 C8 C1 0.000(1) . . . . ?
C5 N2 C4 C3 180.000(1) . . . . ?
C5 N2 C4 C7 0.000(1) . . . . ?
C5 N3 C6 O1 180.000(1) . . . . ?
C5 N3 C6 C7 0.000(1) . . . . ?
C6 N3 C5 N2 0.000(1) . . . . ?
C6 C7 C8 C1 180.000(1) . . . . ?
C8 C1 C2 C3 0.000(1) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.218
_oxdiff_exptl_absorpt_empirical_full_min 0.838
