# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2023

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

data_mo_2022943_0m
_database_code_depnum_ccdc_archive 'CCDC 2247532'
loop_
_audit_author_name
_audit_author_address
FZ
;Beijing Institute of Technology,
China
;
_audit_update_record             
;
2023-03-09 deposited with the CCDC.	2023-06-28 downloaded from the CCDC.
;
_audit_creation_date             2022-08-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 H2 I N3 O'
_chemical_formula_sum            'C2 H2 I N3 O'
_chemical_formula_weight         210.97
_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'

_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           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   7.3213(8)
_cell_length_b                   6.5361(7)
_cell_length_c                   10.6969(14)
_cell_angle_alpha                90
_cell_angle_beta                 93.005(5)
_cell_angle_gamma                90
_cell_volume                     511.17(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2843
_cell_measurement_temperature    170
_cell_measurement_theta_max      26.394
_cell_measurement_theta_min      3.293
_shelx_estimated_absorpt_T_max   0.887
_shelx_estimated_absorpt_T_min   0.639
_exptl_absorpt_coefficient_mu    6.139
_exptl_absorpt_correction_T_max  0.2602
_exptl_absorpt_correction_T_min  0.1769
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0878 before and 0.0405 after correction. The Ratio of minimum to maximum transmission is 0.6799. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.741
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_unetI/netI     0.0259
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3871
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.398
_diffrn_reflns_theta_min         1.906
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1046
_reflns_number_total             1126
_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       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.427
_refine_diff_density_min         -0.438
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     86
_refine_ls_number_reflns         1126
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0182
_refine_ls_R_factor_gt           0.0158
_refine_ls_restrained_S_all      1.108
_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)+(0.0080P)²+0.5496P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0353
_refine_ls_wR_factor_ref         0.0366
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups
2. Others
 Fixed Sof: H4A(0.5) H4B(0.5)
3.a Rotating group:
 N4(H4A,H4B)
3.b X=CH2 refined with riding coordinates:
 N1(H1A,H1B)
;
_atom_sites_solution_hydrogens   mixed
_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 0.89839(3) 0.250000 0.59960(2) 0.02061(9) Uani 1 2 d S T P . .
I2 I -0.22340(3) 0.250000 0.22294(3) 0.02500(10) Uani 1 2 d S T P . .
O003 O 0.3488(4) 0.250000 0.4823(3) 0.0249(6) Uani 1 2 d S T P . .
N5 N -0.0963(5) 0.250000 -0.0379(3) 0.0251(8) Uani 1 2 d S T P . .
O005 O 0.0637(4) 0.250000 -0.1019(3) 0.0286(7) Uani 1 2 d S T P . .
N2 N 0.3204(4) 0.250000 0.6110(3) 0.0234(7) Uani 1 2 d S T P . .
C4 C -0.0454(5) 0.250000 0.0796(4) 0.0193(8) Uani 1 2 d S T P . .
N3 N 0.5351(4) 0.250000 0.4609(3) 0.0225(7) Uani 1 2 d S T P . .
N4 N 0.2522(5) 0.250000 0.2036(4) 0.0350(9) Uani 1 2 d S T P . .
H4A H 0.194689 0.181286 0.261255 0.042 Uiso 0.5 1 d GR . . . .
H4B H 0.359681 0.191374 0.193685 0.042 Uiso 0.5 1 d GR . . . .
N6 N 0.2168(5) 0.250000 -0.0165(3) 0.0269(8) Uani 1 2 d S T P . .
C1 C 0.4850(5) 0.250000 0.6664(4) 0.0211(8) Uani 1 2 d S T P . .
C2 C 0.6167(5) 0.250000 0.5713(4) 0.0179(8) Uani 1 2 d S T P . .
N1 N 0.5225(5) 0.250000 0.7909(3) 0.0351(10) Uani 1 2 d S T P . .
H1A H 0.432756 0.250000 0.842443 0.042 Uiso 1 2 calc RS T P . .
H1B H 0.636852 0.250000 0.820715 0.042 Uiso 1 2 calc RS T P . .
C3 C 0.1501(5) 0.250000 0.0934(4) 0.0220(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 C2 2.069(4) . ?
I2 C4 2.064(4) . ?
O003 N2 1.403(4) . ?
O003 N3 1.395(4) . ?
N5 O005 1.387(4) . ?
N5 C4 1.292(5) . ?
O005 N6 1.409(5) . ?
N2 C1 1.315(5) . ?
C4 C3 1.431(5) . ?
N3 C2 1.295(5) . ?
N4 H4A 0.8868 . ?
N4 H4A 0.89(4) 4_565 ?
N4 H4B 0.8867 . ?
N4 H4B 0.89(3) 4_565 ?
N4 C3 1.363(5) . ?
N6 C3 1.296(5) . ?
C1 C2 1.438(6) . ?
C1 N1 1.345(6) . ?
N1 H1A 0.8800 . ?
N1 H1B 0.8800 . ?

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
N3 O003 N2 111.0(3) . . ?
C4 N5 O005 105.8(3) . . ?
N5 O005 N6 110.1(3) . . ?
C1 N2 O003 105.2(3) . . ?
N5 C4 I2 124.2(3) . . ?
N5 C4 C3 109.6(3) . . ?
C3 C4 I2 126.2(3) . . ?
C2 N3 O003 105.0(3) . . ?
H4A N4 H4A 60.9 . 4_565 ?
H4A N4 H4B 108.7 . . ?
H4A N4 H4B 139.4 . 4_565 ?
H4A N4 H4B 108.7 4_565 4_565 ?
H4B N4 H4A 139.4 . 4_565 ?
H4B N4 H4B 51.2 . 4_565 ?
C3 N4 H4A 110.1 . . ?
C3 N4 H4A 110.1(9) . 4_565 ?
C3 N4 H4B 110.3(8) . 4_565 ?
C3 N4 H4B 110.3 . . ?
C3 N6 O005 105.2(3) . . ?
N2 C1 C2 108.3(4) . . ?
N2 C1 N1 125.5(4) . . ?
N1 C1 C2 126.2(4) . . ?
N3 C2 I1 122.9(3) . . ?
N3 C2 C1 110.5(3) . . ?
C1 C2 I1 126.6(3) . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
N4 C3 C4 126.1(4) . . ?
N6 C3 C4 109.2(3) . . ?
N6 C3 N4 124.7(4) . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_20211678fzsz_0m
_database_code_depnum_ccdc_archive 'CCDC 2247542'
loop_
_audit_author_name
_audit_author_address
FZ-SZ
;Beijing Institute of Technology,
China
;
_audit_update_record             
;
2023-03-09 deposited with the CCDC.	2023-06-28 downloaded from the CCDC.
;
_audit_creation_date             2021-11-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H4 N6 O'
_chemical_formula_sum            'C4 H4 N6 O'
_chemical_formula_weight         152.13
_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'
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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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'
'-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                   14.758(5)
_cell_length_b                   6.536(2)
_cell_length_c                   14.080(5)
_cell_angle_alpha                90
_cell_angle_beta                 117.167(11)
_cell_angle_gamma                90
_cell_volume                     1208.3(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    1979
_cell_measurement_temperature    170
_cell_measurement_theta_max      26.020
_cell_measurement_theta_min      3.252
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.131
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6407
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0750 before and 0.0551 after correction. The Ratio of minimum to maximum transmission is 0.8595. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.673
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4638
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.436
_diffrn_reflns_theta_min         3.103
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                936
_reflns_number_total             1220
_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       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     108
_refine_ls_number_reflns         1220
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0395
_refine_ls_restrained_S_all      1.081
_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)+(0.0417P)²+0.8981P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0909
_refine_ls_wR_factor_ref         0.1027
_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), C1(H1)
;
_atom_sites_solution_hydrogens   mixed
_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
O1 O 0.14048(9) 0.0767(2) 0.28641(11) 0.0362(4) Uani 1 1 d . . . . .
N3 N 0.39553(11) 0.2171(2) 0.40110(12) 0.0231(4) Uani 1 1 d . . . . .
N6 N 0.24565(12) 0.5227(2) 0.42867(13) 0.0291(4) Uani 1 1 d . . . . .
N1 N 0.55835(11) 0.2533(2) 0.50711(13) 0.0283(4) Uani 1 1 d . . . . .
N2 N 0.54540(11) 0.2050(2) 0.40503(13) 0.0297(4) Uani 1 1 d . . . . .
N5 N 0.13012(11) 0.2659(2) 0.32811(13) 0.0298(4) Uani 1 1 d . . . . .
N4 N 0.24025(11) 0.0410(2) 0.31044(14) 0.0331(4) Uani 1 1 d . . . . .
C3 C 0.28988(13) 0.1990(2) 0.36397(14) 0.0232(4) Uani 1 1 d . . . . .
C4 C 0.22204(13) 0.3421(3) 0.37571(14) 0.0231(4) Uani 1 1 d . . . . .
C2 C 0.44890(13) 0.1841(3) 0.34455(16) 0.0282(4) Uani 1 1 d . . . . .
H2 H 0.418973 0.150407 0.270821 0.034 Uiso 1 1 calc R . . . .
C1 C 0.46828(13) 0.2592(3) 0.50204(15) 0.0256(4) Uani 1 1 d . . . . .
H1 H 0.454994 0.288844 0.560568 0.031 Uiso 1 1 calc R . . . .
H6A H 0.1923(17) 0.598(3) 0.4229(17) 0.042(6) Uiso 1 1 d . . . . .
H6B H 0.3009(18) 0.590(3) 0.4326(18) 0.045(6) Uiso 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
O1 N5 1.4070(19) . ?
O1 N4 1.3718(19) . ?
N3 C3 1.405(2) . ?
N3 C2 1.369(2) . ?
N3 C1 1.362(2) . ?
N6 C4 1.354(2) . ?
N1 N2 1.397(2) . ?
N1 C1 1.299(2) . ?
N2 C2 1.290(2) . ?
N5 C4 1.307(2) . ?
N4 C3 1.291(2) . ?
C3 C4 1.434(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
N4 O1 N5 110.82(12) . . ?
C2 N3 C3 127.29(16) . . ?
C1 N3 C3 128.13(15) . . ?
C1 N3 C2 104.48(15) . . ?
C1 N1 N2 107.12(15) . . ?
C2 N2 N1 107.12(14) . . ?
C4 N5 O1 105.31(13) . . ?
C3 N4 O1 105.47(14) . . ?
N3 C3 C4 128.10(16) . . ?
N4 C3 N3 121.44(15) . . ?
N4 C3 C4 110.45(16) . . ?
N6 C4 C3 127.92(16) . . ?
N5 C4 N6 124.11(16) . . ?
N5 C4 C3 107.94(16) . . ?
N2 C2 N3 110.75(17) . . ?
N1 C1 N3 110.53(16) . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mo_20211732_0m
_database_code_depnum_ccdc_archive 'CCDC 2247540'
loop_
_audit_author_name
_audit_author_address
FZ-SZ
;Beijing Institute of Technology,
China
;
_audit_update_record             
;
2023-03-09 deposited with the CCDC.	2023-06-28 downloaded from the CCDC.
;
_audit_creation_date             2021-12-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H2 I2 N6 O'
_chemical_formula_sum            'C4 H2 I2 N6 O'
_chemical_formula_weight         403.92
_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'

_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                   7.4358(3)
_cell_length_b                   7.7129(3)
_cell_length_c                   8.4365(3)
_cell_angle_alpha                93.0410(10)
_cell_angle_beta                 97.0290(10)
_cell_angle_gamma                104.1400(10)
_cell_volume                     463.93(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3883
_cell_measurement_temperature    150
_cell_measurement_theta_max      26.39
_cell_measurement_theta_min      2.73
_shelx_estimated_absorpt_T_max   0.729
_shelx_estimated_absorpt_T_min   0.498
_exptl_absorpt_coefficient_mu    6.750
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5338
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0710 before and 0.0374 after correction. The Ratio of minimum to maximum transmission is 0.7161. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.891
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             364
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            5146
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.391
_diffrn_reflns_theta_min         2.442
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1712
_reflns_number_total             1837
_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       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.739
_refine_diff_density_min         -0.712
_refine_diff_density_rms         0.103
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         1837
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0231
_refine_ls_R_factor_gt           0.0209
_refine_ls_restrained_S_all      1.125
_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)+(0.0131P)²+0.7154P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0464
_refine_ls_wR_factor_ref         0.0473
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H,H) groups
2.a Rotating group:
 N6(H6A,H6B)
;
_atom_sites_solution_hydrogens   difmap
_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
I2 I 0.83928(3) 0.75636(3) 0.28285(3) 0.02271(8) Uani 1 1 d . . . . .
I1 I 0.03965(3) 0.30297(3) 0.20826(3) 0.02999(9) Uani 1 1 d . . . . .
O1 O 0.3008(3) 0.8303(3) 0.5280(3) 0.0215(5) Uani 1 1 d . . . . .
N6 N 0.3606(5) 0.8920(4) 0.1297(3) 0.0244(7) Uani 1 1 d . . . . .
H6A H 0.313457 0.797530 0.060581 0.029 Uiso 1 1 d GR . . . .
H6B H 0.298767 0.974156 0.110084 0.029 Uiso 1 1 d GR . . . .
N3 N 0.4339(4) 0.5447(3) 0.2598(3) 0.0131(5) Uani 1 1 d . . . . .
N2 N 0.4184(4) 0.2868(3) 0.1270(3) 0.0182(6) Uani 1 1 d . . . . .
N1 N 0.6029(4) 0.3932(3) 0.1398(3) 0.0171(6) Uani 1 1 d . . . . .
N5 N 0.2931(4) 0.9331(4) 0.3943(3) 0.0186(6) Uani 1 1 d . . . . .
C1 C 0.3221(5) 0.3796(4) 0.1990(4) 0.0152(6) Uani 1 1 d . . . . .
C2 C 0.6073(4) 0.5446(4) 0.2182(4) 0.0141(6) Uani 1 1 d . . . . .
N4 N 0.3554(4) 0.6783(4) 0.4907(3) 0.0206(6) Uani 1 1 d . . . . .
C3 C 0.3819(4) 0.6841(4) 0.3425(4) 0.0128(6) Uani 1 1 d . . . . .
C4 C 0.3440(4) 0.8432(4) 0.2798(4) 0.0155(6) 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
I2 C2 2.059(3) . ?
I1 C1 2.050(3) . ?
O1 N5 1.416(4) . ?
O1 N4 1.365(3) . ?
N6 C4 1.351(4) . ?
N3 C1 1.373(4) . ?
N3 C2 1.378(4) . ?
N3 C3 1.408(4) . ?
N2 N1 1.404(4) . ?
N2 C1 1.306(4) . ?
N1 C2 1.302(4) . ?
N5 C4 1.305(4) . ?
N4 C3 1.291(4) . ?
C3 C4 1.437(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
N4 O1 N5 111.1(2) . . ?
C1 N3 C2 104.3(2) . . ?
C1 N3 C3 127.8(3) . . ?
C2 N3 C3 127.9(3) . . ?
C1 N2 N1 107.4(2) . . ?
C2 N1 N2 106.9(2) . . ?
C4 N5 O1 105.0(2) . . ?
N3 C1 I1 123.4(2) . . ?
N2 C1 I1 125.9(2) . . ?
N2 C1 N3 110.5(3) . . ?
N3 C2 I2 122.8(2) . . ?
N1 C2 I2 126.3(2) . . ?
N1 C2 N3 110.9(3) . . ?
C3 N4 O1 105.3(2) . . ?
N3 C3 C4 127.5(3) . . ?
N4 C3 N3 121.7(3) . . ?
N4 C3 C4 110.8(3) . . ?
N6 C4 C3 126.1(3) . . ?
N5 C4 N6 126.1(3) . . ?
N5 C4 C3 107.8(3) . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_fz
_database_code_depnum_ccdc_archive 'CCDC 2247541'
loop_
_audit_author_name
_audit_author_address
FZ-SZ
;Beijing Institute of Technology,
China
;
_audit_update_record             
;
2023-03-09 deposited with the CCDC.	2023-06-28 downloaded from the CCDC.
;
_audit_creation_date             2022-01-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 I2 N6 O3'
_chemical_formula_sum            'C4 I2 N6 O3'
_chemical_formula_weight         433.90
_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'
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      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                   13.1447(5)
_cell_length_b                   13.1447(5)
_cell_length_c                   25.5232(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4410.0(5)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    9880
_cell_measurement_temperature    170
_cell_measurement_theta_max      26.395
_cell_measurement_theta_min      2.710
_shelx_estimated_absorpt_T_max   0.894
_shelx_estimated_absorpt_T_min   0.548
_exptl_absorpt_coefficient_mu    5.704
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5419
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1015 before and 0.0509 after correction. The Ratio of minimum to maximum transmission is 0.7270. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.614
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             3136
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            25380
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.460
_diffrn_reflns_theta_min         2.711
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2067
_reflns_number_total             2276
_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       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.105
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.152
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2276
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0220
_refine_ls_R_factor_gt           0.0175
_refine_ls_restrained_S_all      1.152
_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)+(0.0053P)²+9.1039P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0333
_refine_ls_wR_factor_ref         0.0349
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   .
_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 0.85429(2) 0.14718(2) 0.49656(2) 0.02204(6) Uani 1 1 d . . . . .
I2 I 0.86050(2) 0.50426(2) 0.34096(2) 0.02364(6) Uani 1 1 d . . . . .
N1 N 0.85241(18) 0.31573(17) 0.41168(8) 0.0200(5) Uani 1 1 d . . . . .
N3 N 0.85556(19) 0.45716(17) 0.45674(9) 0.0232(5) Uani 1 1 d . . . . .
O4 O 0.86826(19) 0.12454(17) 0.31776(9) 0.0403(6) Uani 1 1 d . . . . .
N2 N 0.85351(19) 0.37524(18) 0.49182(9) 0.0229(5) Uani 1 1 d . . . . .
O2 O 0.64684(18) 0.34873(19) 0.36882(11) 0.0476(6) Uani 1 1 d . . . . .
C1 C 0.8544(2) 0.4202(2) 0.40971(10) 0.0204(6) Uani 1 1 d . . . . .
N4 N 0.9081(2) 0.17894(19) 0.35926(10) 0.0305(6) Uani 1 1 d . . . . .
C2 C 0.8521(2) 0.2919(2) 0.46457(10) 0.0196(6) Uani 1 1 d . . . . .
N6 N 0.6636(2) 0.2929(2) 0.33164(11) 0.0366(7) Uani 1 1 d . . . . .
C3 C 0.8399(2) 0.2473(2) 0.36978(10) 0.0215(6) Uani 1 1 d . . . . .
O1 O 0.6090(2) 0.2796(2) 0.29385(11) 0.0602(8) Uani 1 1 d . . . . .
N5 N 0.7759(2) 0.1619(2) 0.30251(11) 0.0374(7) Uani 1 1 d . . . . .
C4 C 0.7581(2) 0.2361(2) 0.33424(11) 0.0256(6) 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
I1 C2 2.070(3) . ?
I2 C1 2.075(3) . ?
N1 C1 1.374(3) . ?
N1 C2 1.386(3) . ?
N1 C3 1.407(3) . ?
N3 N2 1.401(3) . ?
N3 C1 1.295(3) . ?
O4 N4 1.381(3) . ?
O4 N5 1.367(4) . ?
N2 C2 1.298(3) . ?
O2 N6 1.220(4) . ?
N4 C3 1.297(4) . ?
N6 O1 1.215(4) . ?
N6 C4 1.451(4) . ?
C3 C4 1.414(4) . ?
N5 C4 1.289(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
C1 N1 C2 105.2(2) . . ?
C1 N1 C3 127.8(2) . . ?
C2 N1 C3 126.5(2) . . ?
C1 N3 N2 107.7(2) . . ?
N5 O4 N4 111.7(2) . . ?
C2 N2 N3 107.9(2) . . ?
N1 C1 I2 124.31(19) . . ?
N3 C1 I2 125.7(2) . . ?
N3 C1 N1 109.9(2) . . ?
C3 N4 O4 104.8(2) . . ?
N1 C2 I1 126.31(19) . . ?
N2 C2 I1 124.33(19) . . ?
N2 C2 N1 109.3(2) . . ?
O2 N6 C4 115.4(3) . . ?
O1 N6 O2 126.6(3) . . ?
O1 N6 C4 118.0(3) . . ?
N1 C3 C4 130.0(3) . . ?
N4 C3 N1 121.3(3) . . ?
N4 C3 C4 108.7(2) . . ?
C4 N5 O4 104.7(2) . . ?
C3 C4 N6 128.9(3) . . ?
N5 C4 N6 121.0(3) . . ?
N5 C4 C3 110.1(3) . . ?


_olex2_submission_special_instructions 'No special instructions were received'
