# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_PhICl2_IAM
_database_code_depnum_ccdc_archive 'CCDC 2071287'
loop_
_audit_author_name
_audit_author_address
'Jack Clegg'
;The University of Queensalnd
Australia
;
_audit_update_record             
;
2021-03-18 deposited with the CCDC.	2021-04-15 downloaded from the CCDC.
;
_audit_creation_date             2021-02-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H5 Cl2 I'
_chemical_formula_sum            'C6 H5 Cl2 I'
_chemical_formula_weight         274.90
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C6 H5 I Cl2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0013 0.0009 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1009 0.0992 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.8561 1.1928 '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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.0910(2)
_cell_length_b                   5.35790(10)
_cell_length_c                   12.42400(10)
_cell_angle_alpha                90
_cell_angle_beta                 101.8700(10)
_cell_angle_gamma                90
_cell_volume                     787.65(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    62344
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      55.6770
_cell_measurement_theta_min      3.2690
_shelx_estimated_absorpt_T_max   0.910
_shelx_estimated_absorpt_T_min   0.714
_exptl_absorpt_coefficient_mu    2.440
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.152
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
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    2.318
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             512
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0500
0 0 1 0.0550
0 1 1 0.4827
0 -1 -1 0.4113
1 0 1 0.0737
-1 0 -1 0.0737
-1 0 1 0.0268
1 0 -1 0.0268

_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_exptl_crystal_size_rad          0.400
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0005 -0.0001 -0.9994 -0.0380 0.0200 0.0165
-0.0005 0.0001 0.9994 0.0380 -0.0200 -0.0165
0.0078 1.0002 0.9994 -0.0062 -0.0265 -0.1109
-0.0078 -1.0002 -0.9994 0.0062 0.0265 0.1109
1.0131 0.0001 0.9861 0.0281 -0.0661 -0.0089
-1.0131 -0.0001 -0.9861 -0.0281 0.0661 0.0089
-0.9909 -0.0005 1.0094 0.0475 0.0252 -0.0238
0.9909 0.0005 -1.0094 -0.0475 -0.0252 0.0238

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_unetI/netI     0.0180
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            112634
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        19.665
_diffrn_reflns_theta_max         47.557
_diffrn_reflns_theta_min         2.644
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.997
_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     58.00  88.00   0.50   35.00    --   60.46  57.00  30.00   60
  2  ω     38.00 125.00   0.50   35.00    --   60.46  77.00   0.00  174
  3  ω     49.00 136.00   0.50   35.00    --   60.46  34.00 -93.00  174
  4  ω     41.00 130.00   0.50   35.00    --   60.46 178.00 150.00  178
  5  ω     50.00 136.00   0.50   35.00    --   60.46  37.00 150.00  172
  6  ω    -11.00  76.00   0.50    6.00    --    0.00  34.00 -93.00  174
  7  ω     -1.00  29.00   0.50   35.00    --   60.46 -57.00 -30.00   60
  8  ω    -10.00  44.00   0.50   35.00    --   60.46 -57.00  30.00  108
  9  ω     -4.00  83.00   0.50   35.00    --   60.46 -77.00 -60.00  174
 10  ω    -10.00  44.00   0.50   35.00    --   60.46 -57.00-180.00  108
 11  ω    -15.00  21.00   0.50   35.00    --   60.46 -37.00-180.00   72
 12  ω    -15.00  15.00   0.50   35.00    --   60.46 -37.00 -60.00   60
 13  ω    -10.00  44.00   0.50   35.00    --   60.46 -57.00   0.00  108
 14  ω    -10.00  44.00   0.50   35.00    --   60.46 -57.00  60.00  108
 15  ω    -11.00  20.00   0.50   35.00    --   60.46 -37.00 150.00   62
 16  ω    -15.00  18.00   0.50   35.00    --   60.46 -34.00 108.00   66
 17  ω    -15.00  21.00   0.50   35.00    --   60.46 -37.00  60.00   72
 18  ω    -15.00  11.00   0.50   35.00    --   60.46 -37.00  90.00   52
 19  ω    -23.00  33.00   0.50    6.00    --    0.00 -99.00 120.00  112
 20  ω    -40.00  46.00   0.50   35.00    --  -30.25  34.00 -93.00  172
 21  ω    -76.00  11.00   0.50    6.00    --    0.00 -34.00 108.00  174
 22  ω   -105.00 -19.00   0.50   35.00    --  -30.25 -34.00 108.00  172
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0092283000
_diffrn_orient_matrix_UB_12      -0.0441060000
_diffrn_orient_matrix_UB_13      0.0380165000
_diffrn_orient_matrix_UB_21      -0.0457843000
_diffrn_orient_matrix_UB_22      -0.0060902000
_diffrn_orient_matrix_UB_23      -0.0200292000
_diffrn_orient_matrix_UB_31      0.0072406000
_diffrn_orient_matrix_UB_32      -0.0944438000
_diffrn_orient_matrix_UB_33      -0.0164750000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Ag K\a'
_diffrn_radiation_wavelength     0.56087
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Ag) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                13060
_reflns_number_total             15024
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     53.05
_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 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.011
_refine_diff_density_min         -0.874
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     82
_refine_ls_number_reflns         15024
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0208
_refine_ls_R_factor_gt           0.0162
_refine_ls_restrained_S_all      1.050
_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)+(0.0180P)²+0.0412P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0392
_refine_ls_wR_factor_ref         0.0402
_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)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.24873(2) 0.32391(2) 0.39958(2) 0.00975(1) Uani 1 1 d . . . . .
Cl2 Cl 0.37742(2) -0.01936(2) 0.36412(2) 0.01370(1) Uani 1 1 d . . . . .
Cl1 Cl 0.12355(2) 0.65687(2) 0.44604(2) 0.01546(2) Uani 1 1 d . . . . .
C2 C 0.40528(4) 0.51282(7) 0.60308(3) 0.01244(5) Uani 1 1 d . . . . .
H2 H 0.421058 0.638745 0.554548 0.015 Uiso 1 1 calc R U . . .
C1 C 0.33061(3) 0.31978(6) 0.56571(3) 0.01021(4) Uani 1 1 d . . . . .
C3 C 0.45626(4) 0.51502(8) 0.71450(3) 0.01380(5) Uani 1 1 d . . . . .
H3 H 0.507742 0.644432 0.742925 0.017 Uiso 1 1 calc R U . . .
C4 C 0.43215(4) 0.32872(8) 0.78425(3) 0.01345(5) Uani 1 1 d . . . . .
H4 H 0.467093 0.332401 0.860068 0.016 Uiso 1 1 calc R U . . .
C5 C 0.35718(4) 0.13671(9) 0.74393(3) 0.01415(5) Uani 1 1 d . . . . .
H5 H 0.341672 0.009956 0.792218 0.017 Uiso 1 1 calc R U . . .
C6 C 0.30493(4) 0.13026(8) 0.63296(3) 0.01277(5) Uani 1 1 d . . . . .
H6 H 0.253558 0.000850 0.604287 0.015 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 Cl2 2.50592(11) . ?
I1 Cl1 2.48319(12) . ?
I1 C1 2.0977(4) . ?
C2 H2 0.9500 . ?
C2 C1 1.3885(5) . ?
C2 C3 1.3947(6) . ?
C1 C6 1.3901(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.3915(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.3943(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.3938(6) . ?
C6 H6 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
Cl1 I1 Cl2 176.701(4) . . ?
C1 I1 Cl2 88.900(10) . . ?
C1 I1 Cl1 88.035(10) . . ?
C1 C2 H2 121.2 . . ?
C1 C2 C3 117.54(4) . . ?
C3 C2 H2 121.2 . . ?
C2 C1 I1 117.64(3) . . ?
C2 C1 C6 123.60(4) . . ?
C6 C1 I1 118.72(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.37(4) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.63(4) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.17(4) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 117.69(4) . . ?
C1 C6 H6 121.2 . . ?
C5 C6 H6 121.2 . . ?

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
I1 C1 C6 C5 -177.62(3) . . . . ?
C2 C1 C6 C5 0.24(6) . . . . ?
C2 C3 C4 C5 0.27(7) . . . . ?
C1 C2 C3 C4 0.07(6) . . . . ?
C3 C2 C1 I1 177.55(3) . . . . ?
C3 C2 C1 C6 -0.33(6) . . . . ?
C3 C4 C5 C6 -0.37(7) . . . . ?
C4 C5 C6 C1 0.11(7) . . . . ?

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 2071289'
loop_
_audit_author_name
_audit_author_address
'Jack Clegg'
;The University of Queensalnd
Australia
;
_audit_update_record             
;
2021-03-18 deposited with the CCDC.	2021-04-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H10 Cl2 I N'
_chemical_formula_weight         354.00

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.9394(3)
_cell_length_b                   15.5397(4)
_cell_length_c                   9.5747(3)
_cell_angle_alpha                90
_cell_angle_beta                 107.339(4)
_cell_angle_gamma                90
_cell_volume                     1269.63(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11748
_cell_measurement_theta_min      2.6210
_cell_measurement_theta_max      33.3850

_exptl_crystal_description       Plate
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.852
_exptl_crystal_F_000             680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    2.911
_shelx_estimated_absorpt_T_min   0.721
_shelx_estimated_absorpt_T_max   0.892
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.84437
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12645
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_av_R_equivalents  0.0512
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.585
_diffrn_reflns_theta_max         25.122
_diffrn_reflns_theta_full        25.122
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2263
_reflns_number_gt                2133
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0221P)²+7.5969P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2263
_refine_ls_number_parameters     136
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0338
_refine_ls_wR_factor_ref         0.0786
_refine_ls_wR_factor_gt          0.0773
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.27849(3) 0.56753(2) 0.39474(3) 0.02058(12) Uani 1 1 d . . . . .
Cl1 Cl 0.30801(14) 0.70432(8) 0.27073(14) 0.0271(3) Uani 1 1 d . . . . .
Cl2 Cl 0.24982(15) 0.42663(7) 0.51266(14) 0.0281(3) Uani 1 1 d . . . . .
N1 N 0.2314(5) 0.4839(3) 0.1320(4) 0.0228(9) Uani 1 1 d . . . . .
C11 C 0.1289(6) 0.4187(3) 0.0957(5) 0.0241(10) Uani 1 1 d . . . . .
H11 H 0.080066 0.399532 0.165593 0.029 Uiso 1 1 calc R U . . .
C1 C 0.3067(5) 0.6341(3) 0.6001(5) 0.0185(9) Uani 1 1 d . . . . .
C6 C 0.4558(5) 0.6480(3) 0.6926(5) 0.0204(9) Uani 1 1 d . . . . .
H6 H 0.545147 0.631257 0.664973 0.024 Uiso 1 1 calc R U . . .
C10 C 0.0912(6) 0.3784(3) -0.0383(6) 0.0279(11) Uani 1 1 d . . . . .
H10 H 0.018611 0.332022 -0.059915 0.033 Uiso 1 1 calc R U . . .
C5 C 0.4728(6) 0.6870(3) 0.8267(6) 0.0243(10) Uani 1 1 d . . . . .
H5 H 0.574504 0.696569 0.892237 0.029 Uiso 1 1 calc R U . . .
C7 C 0.2989(6) 0.5105(3) 0.0316(6) 0.0243(10) Uani 1 1 d . . . . .
H7 H 0.371715 0.556692 0.056178 0.029 Uiso 1 1 calc R U . . .
C2 C 0.1740(6) 0.6585(3) 0.6359(6) 0.0250(10) Uani 1 1 d . . . . .
H2 H 0.072470 0.647938 0.570678 0.030 Uiso 1 1 calc R U . . .
C4 C 0.3418(6) 0.7121(3) 0.8656(6) 0.0255(11) Uani 1 1 d . . . . .
H4 H 0.353459 0.738558 0.957700 0.031 Uiso 1 1 calc R U . . .
C9 C 0.1610(6) 0.4065(3) -0.1407(6) 0.0278(11) Uani 1 1 d . . . . .
H9 H 0.136639 0.380054 -0.234276 0.033 Uiso 1 1 calc R U . . .
C8 C 0.2676(6) 0.4742(3) -0.1047(6) 0.0267(11) Uani 1 1 d . . . . .
H8 H 0.317550 0.494810 -0.172949 0.032 Uiso 1 1 calc R U . . .
C3 C 0.1925(6) 0.6984(3) 0.7686(6) 0.0289(11) Uani 1 1 d . . . . .
H3 H 0.102820 0.716807 0.794277 0.035 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 2.169(4) . ?
I1 Cl1 2.4869(12) . ?
I1 Cl2 2.5115(12) . ?
N1 C11 1.340(6) . ?
N1 C7 1.343(6) . ?
C11 C10 1.377(7) . ?
C11 H11 0.9500 . ?
C1 C6 1.380(6) . ?
C1 C2 1.382(7) . ?
C6 C5 1.387(7) . ?
C6 H6 0.9500 . ?
C10 C9 1.380(7) . ?
C10 H10 0.9500 . ?
C5 C4 1.386(7) . ?
C5 H5 0.9500 . ?
C7 C8 1.372(7) . ?
C7 H7 0.9500 . ?
C2 C3 1.379(8) . ?
C2 H2 0.9500 . ?
C4 C3 1.396(7) . ?
C4 H4 0.9500 . ?
C9 C8 1.393(7) . ?
C9 H9 0.9500 . ?
C8 H8 0.9500 . ?
C3 H3 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
C1 I1 Cl1 91.44(12) . . ?
C1 I1 Cl2 90.45(12) . . ?
Cl1 I1 Cl2 178.05(4) . . ?
C11 N1 C7 117.7(4) . . ?
N1 C11 C10 123.0(5) . . ?
N1 C11 H11 118.5 . . ?
C10 C11 H11 118.5 . . ?
C6 C1 C2 122.3(4) . . ?
C6 C1 I1 119.1(3) . . ?
C2 C1 I1 118.6(3) . . ?
C1 C6 C5 118.8(4) . . ?
C1 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
C11 C10 C9 118.7(5) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C4 C5 C6 120.2(5) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
N1 C7 C8 123.1(5) . . ?
N1 C7 H7 118.4 . . ?
C8 C7 H7 118.4 . . ?
C3 C2 C1 118.4(5) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C5 C4 C3 119.7(5) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C10 C9 C8 119.0(5) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
C7 C8 C9 118.5(5) . . ?
C7 C8 H8 120.8 . . ?
C9 C8 H8 120.8 . . ?
C2 C3 C4 120.7(5) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?

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
C7 N1 C11 C10 0.3(7) . . . . ?
C2 C1 C6 C5 0.7(7) . . . . ?
I1 C1 C6 C5 -177.0(3) . . . . ?
N1 C11 C10 C9 -0.5(7) . . . . ?
C1 C6 C5 C4 -0.7(7) . . . . ?
C11 N1 C7 C8 0.0(7) . . . . ?
C6 C1 C2 C3 0.3(7) . . . . ?
I1 C1 C2 C3 178.1(4) . . . . ?
C6 C5 C4 C3 -0.4(7) . . . . ?
C11 C10 C9 C8 0.4(7) . . . . ?
N1 C7 C8 C9 -0.1(7) . . . . ?
C10 C9 C8 C7 -0.1(7) . . . . ?
C1 C2 C3 C4 -1.4(7) . . . . ?
C5 C4 C3 C2 1.4(7) . . . . ?

_refine_diff_density_max         2.870
_refine_diff_density_min         -1.860
_refine_diff_density_rms         0.124


####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2071290'
loop_
_audit_author_name
_audit_author_address
'Jack Clegg'
;The University of Queensalnd
Australia
;
_audit_update_record             
;
2021-03-18 deposited with the CCDC.	2021-04-15 downloaded from the CCDC.
;
_audit_creation_date             2021-02-18
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C F3 O3 S, C7 H10 Cl N2'
_chemical_formula_sum            'C8 H10 Cl F3 N2 O3 S'
_chemical_formula_weight         306.69
_chemical_melting_point          ?
_chemical_oxdiff_formula         C7H10SF3O3ClN2
_chemical_oxdiff_usercomment     'tania t40 attempt 4'
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'
Cl Cl 0.3639 0.7018 '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'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.7784(2)
_cell_length_b                   9.3743(2)
_cell_length_c                   16.8499(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.923(3)
_cell_angle_gamma                90
_cell_volume                     1222.09(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5234
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      71.0360
_cell_measurement_theta_min      5.2470
_shelx_estimated_absorpt_T_max   0.761
_shelx_estimated_absorpt_T_min   0.478
_exptl_absorpt_coefficient_mu    4.807
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74472
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
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    1.667
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11583
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.295
_diffrn_reflns_theta_min         5.278
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.999
_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    -21.00   8.00   0.50    1.14    --  -38.50  91.00 109.00   58
  2  ω    -62.00 -27.00   0.50    1.14    --  -38.50  91.00 109.00   70
  3  ω     45.00  70.00   0.50    4.54    --  100.00 -91.00  -4.00   50
  4  ω    108.00 161.00   0.50    4.54    --  100.00  91.00 109.00  106
  5  ω    -64.00 -18.00   0.50    1.14    --  -38.50  77.00   0.00   92
  6  ω    -22.00  25.00   0.50    1.14    --  -38.50  77.00 -60.00   94
  7  ω    -81.00 -23.00   0.50    1.14    --  -38.50 -65.00-180.00  116
  8  ω    -13.00  14.00   0.50    1.14    --  -38.50  77.00   0.00   54
  9  ω    -52.00 -15.00   0.50    1.14    --  -38.50 138.00  90.00   74
 10  ω    -63.00 -32.00   0.50    1.14    --  -38.50  77.00 -60.00   62
 11  ω    -95.00 -64.00   0.50    1.14    --  -38.50 -32.00-150.00   62
 12  ω    -92.00 -57.00   0.50    1.14    --  -38.50 138.00  90.00   70
 13  ω    -95.00 -70.00   0.50    1.14    --  -38.50 -43.00 -30.00   50
 14  ω    -41.00  13.00   0.50    1.14    --  -38.50  32.00 -30.00  108
 15  ω    -96.00 -32.00   0.50    1.14    --  -38.50 -32.00  90.00  128
 16  ω    -56.00 -30.00   0.50    1.14    --  -38.50 -32.00-150.00   52
 17  ω    -96.00 -21.00   0.50    1.14    --  -38.50 -54.00   0.00  150
 18  ω     32.00  58.00   0.50    1.14    --   42.60-104.00-150.00   52
 19  ω    -19.00   9.00   0.50    1.14    --   42.60 -43.00-150.00   56
 20  ω     79.00 106.00   0.50    1.14    --   42.60  65.00  90.00   54
 21  ω     29.00  71.00   0.50    1.14    --   42.60  65.00  90.00   84
 22  ω     14.00  39.00   0.50    1.14    --   42.60 -91.00  -4.00   50
 23  ω     38.00  98.00   0.50    1.14    --   42.60  32.00  60.00  120
 24  ω     90.00 115.00   0.50    4.54    --  100.00 -77.00 150.00   50
 25  ω     78.00 104.00   0.50    4.54    --  100.00 -50.00-150.00   52
 26  ω    103.00 129.00   0.50    4.54    --  100.00 117.00  60.00   52
 27  ω     88.00 161.00   0.50    4.54    --  100.00  42.00 -30.00  146
 28  ω     77.00 103.00   0.50    4.54    --  100.00-117.00 -60.00   52
 29  ω    102.00 154.00   0.50    4.54    --  100.00 117.00 150.00  104
 30  ω     62.00 104.00   0.50    4.54    --  100.00 -96.00 120.00   84
 31  ω     87.00 118.00   0.50    4.54    --  100.00 -68.00 -30.00   62
 32  ω     42.00  67.00   0.50    4.54    --  100.00 -77.00 150.00   50
 33  ω     44.00  70.00   0.50    4.54    --  100.00-117.00 -60.00   52
 34  ω     84.00 109.00   0.50    4.54    --  100.00-117.00-150.00   50
 35  ω     84.00 150.00   0.50    4.54    --  100.00  50.00  60.00  132
 36  ω    111.00 155.00   0.50    4.54    --  100.00  33.00  30.00   88
 37  ω     29.00 114.00   0.50    4.54    --  100.00 -17.00 150.00  170
 38  ω     93.00 154.00   0.50    4.54    --  100.00  33.00 120.00  122
 39  ω     91.00 120.00   0.50    4.54    --  100.00  33.00-150.00   58
 40  ω     38.00 124.00   0.50    4.54    --  100.00-141.00 150.64  172
 41  ω     38.00 121.00   0.50    4.54    --  100.00 -68.00  90.00  166
 42  ω     35.00  62.00   0.50    4.54    --  100.00-117.00-150.00   54
 43  ω     39.00  65.00   0.50    4.54    --  100.00 -96.00  90.00   52
 44  ω     95.00 145.00   0.50    4.54    --  100.00 145.00 -90.00  100
 45  ω     32.00  81.00   0.50    4.54    --  100.00 -96.00 -60.00   98
 46  ω     37.00 107.00   0.50    4.54    --  100.00-117.00-120.00  140
 47  ω     45.00 105.00   0.50    4.54    --  100.00-117.00   0.00  120
 48  ω     55.00 111.00   0.50    4.54    --  100.00 -68.00 -60.00  112
 49  ω     79.00 111.00   0.50    4.54    --  100.00 -50.00 -30.00   64
 50  ω     84.00 109.00   0.50    4.54    --  100.00-117.00 -30.00   50
 51  ω     44.00  73.00   0.50    4.54    --  100.00 -59.00-180.00   58
 52  ω     80.00 107.00   0.50    4.54    --  100.00 -59.00-180.00   54
 53  ω     97.00 122.00   0.50    4.54    --  100.00-145.00 120.00   50
 54  ω     39.00  65.00   0.50    4.54    --  100.00-145.00 120.00   52
 55  ω    121.00 147.00   0.50    4.54    --  100.00  77.00 -90.00   52
 56  ω     84.00 109.00   0.50    4.54    --  100.00-117.00  30.00   50
 57  ω     89.00 133.00   0.50    4.54    --  100.00  50.00   0.00   88
 58  ω     39.00  65.00   0.50    4.54    --  100.00 -50.00-150.00   52
 59  ω     39.00  73.00   0.50    4.54    --  100.00 -50.00 -30.00   68
 60  ω     39.00 108.00   0.50    4.54    --  100.00 -33.00  30.00  138
 61  ω     72.00  97.00   0.50    4.54    --  100.00 -71.00-139.47   50
 62  ω    114.00 139.00   0.50    4.54    --  100.00 117.00   0.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1499471000
_diffrn_orient_matrix_UB_12      -0.0731907000
_diffrn_orient_matrix_UB_13      -0.0514580000
_diffrn_orient_matrix_UB_21      0.1182644000
_diffrn_orient_matrix_UB_22      -0.0234344000
_diffrn_orient_matrix_UB_23      -0.0667194000
_diffrn_orient_matrix_UB_31      0.0564278000
_diffrn_orient_matrix_UB_32      -0.1452933000
_diffrn_orient_matrix_UB_33      0.0366910000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2099
_reflns_number_total             2360
_reflns_odcompleteness_completeness 94.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.869
_refine_diff_density_min         -0.531
_refine_diff_density_rms         0.131
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         2360
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0788
_refine_ls_restrained_S_all      1.063
_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)+(0.1546P)²+1.3136P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2045
_refine_ls_wR_factor_ref         0.2133
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2A), C1(H1), C5(H5)
2.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C)
;
_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
S1 S 0.33523(10) 0.25214(7) 0.91323(5) 0.0265(3) Uani 1 1 d . . . . .
Cl1 Cl 0.70413(13) 0.03681(11) 0.63464(6) 0.0472(4) Uani 1 1 d . . . . .
O1 O 0.4207(3) 0.3722(3) 0.95495(16) 0.0373(6) Uani 1 1 d . . . . .
O3 O 0.1514(4) 0.2475(3) 0.91706(19) 0.0385(7) Uani 1 1 d . . . . .
O2 O 0.4241(3) 0.1185(3) 0.92528(18) 0.0413(7) Uani 1 1 d . . . . .
F1 F 0.5208(4) 0.3038(4) 0.79507(18) 0.0638(8) Uani 1 1 d . . . . .
F3 F 0.2796(4) 0.2002(4) 0.75997(17) 0.0679(9) Uani 1 1 d . . . . .
F2 F 0.2819(4) 0.4208(3) 0.78942(17) 0.0658(8) Uani 1 1 d . . . . .
N2 N 0.2569(4) 0.1731(3) 0.54176(18) 0.0333(7) Uani 1 1 d . . . . .
N1 N 0.6991(3) 0.3859(4) 0.63737(17) 0.0377(8) Uani 1 1 d . . . . .
C3 C 0.5584(4) 0.3112(4) 0.60710(18) 0.0280(7) Uani 1 1 d . . . . .
C2 C 0.4033(4) 0.3858(4) 0.5804(2) 0.0306(7) Uani 1 1 d . . . . .
H2A H 0.400575 0.486683 0.585460 0.037 Uiso 1 1 calc R U . . .
C4 C 0.5455(4) 0.1595(4) 0.60064(19) 0.0304(7) Uani 1 1 d . . . . .
C1 C 0.2600(4) 0.3171(4) 0.5482(2) 0.0311(7) Uani 1 1 d . . . . .
H1 H 0.160057 0.370542 0.529822 0.037 Uiso 1 1 calc R U . . .
C5 C 0.3965(4) 0.0964(4) 0.5683(2) 0.0332(8) Uani 1 1 d . . . . .
H5 H 0.391480 -0.004705 0.564541 0.040 Uiso 1 1 calc R U . . .
C6 C 0.6814(5) 0.5321(5) 0.6525(3) 0.0471(10) Uani 1 1 d . . . . .
H6A H 0.661594 0.583771 0.601843 0.071 Uiso 1 1 calc R U . . .
H6B H 0.787177 0.567613 0.682756 0.071 Uiso 1 1 calc R U . . .
H6C H 0.583120 0.547090 0.683578 0.071 Uiso 1 1 calc R U . . .
C8 C 0.3549(5) 0.2965(4) 0.8090(2) 0.0415(9) Uani 1 1 d . . . . .
C7 C 0.8746(5) 0.3270(5) 0.6518(3) 0.0555(12) Uani 1 1 d . . . . .
H7A H 0.894262 0.292444 0.706917 0.083 Uiso 1 1 calc R U . . .
H7B H 0.959039 0.401583 0.643302 0.083 Uiso 1 1 calc R U . . .
H7C H 0.887427 0.247816 0.614972 0.083 Uiso 1 1 calc R U . . .
H2 H 0.170(6) 0.132(5) 0.519(3) 0.044(12) 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
S1 O1 1.451(3) . ?
S1 O3 1.438(3) . ?
S1 O2 1.436(3) . ?
S1 C8 1.826(4) . ?
Cl1 C4 1.740(3) . ?
F1 C8 1.337(5) . ?
F3 C8 1.320(5) . ?
F2 C8 1.323(5) . ?
N2 C1 1.353(5) . ?
N2 C5 1.341(5) . ?
N2 H2 0.84(5) . ?
N1 C3 1.353(4) . ?
N1 C6 1.404(6) . ?
N1 C7 1.469(5) . ?
C3 C2 1.426(5) . ?
C3 C4 1.429(5) . ?
C2 H2A 0.9500 . ?
C2 C1 1.352(5) . ?
C4 C5 1.364(5) . ?
C1 H1 0.9500 . ?
C5 H5 0.9500 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 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
O1 S1 C8 102.09(17) . . ?
O3 S1 O1 114.17(16) . . ?
O3 S1 C8 103.44(19) . . ?
O2 S1 O1 114.76(16) . . ?
O2 S1 O3 115.68(16) . . ?
O2 S1 C8 104.36(18) . . ?
C1 N2 H2 120(3) . . ?
C5 N2 C1 120.1(3) . . ?
C5 N2 H2 120(3) . . ?
C3 N1 C6 118.9(3) . . ?
C3 N1 C7 124.7(4) . . ?
C6 N1 C7 116.3(3) . . ?
N1 C3 C2 119.3(3) . . ?
N1 C3 C4 126.2(3) . . ?
C2 C3 C4 114.4(3) . . ?
C3 C2 H2A 119.0 . . ?
C1 C2 C3 121.9(3) . . ?
C1 C2 H2A 119.0 . . ?
C3 C4 Cl1 126.2(3) . . ?
C5 C4 Cl1 112.9(3) . . ?
C5 C4 C3 120.8(3) . . ?
N2 C1 H1 119.5 . . ?
C2 C1 N2 121.0(3) . . ?
C2 C1 H1 119.5 . . ?
N2 C5 C4 121.7(3) . . ?
N2 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
N1 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
F1 C8 S1 111.0(3) . . ?
F3 C8 S1 111.8(3) . . ?
F3 C8 F1 107.4(3) . . ?
F3 C8 F2 107.1(4) . . ?
F2 C8 S1 111.4(3) . . ?
F2 C8 F1 107.9(4) . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
N1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 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
Cl1 C4 C5 N2 177.3(3) . . . . ?
O1 S1 C8 F1 61.8(3) . . . . ?
O1 S1 C8 F3 -178.3(3) . . . . ?
O1 S1 C8 F2 -58.5(3) . . . . ?
O3 S1 C8 F1 -179.4(3) . . . . ?
O3 S1 C8 F3 -59.5(3) . . . . ?
O3 S1 C8 F2 60.3(3) . . . . ?
O2 S1 C8 F1 -58.0(3) . . . . ?
O2 S1 C8 F3 61.9(3) . . . . ?
O2 S1 C8 F2 -178.3(3) . . . . ?
N1 C3 C2 C1 178.6(3) . . . . ?
N1 C3 C4 Cl1 3.3(5) . . . . ?
N1 C3 C4 C5 -179.5(3) . . . . ?
C3 C2 C1 N2 1.7(5) . . . . ?
C3 C4 C5 N2 -0.2(5) . . . . ?
C2 C3 C4 Cl1 -174.7(3) . . . . ?
C2 C3 C4 C5 2.4(4) . . . . ?
C4 C3 C2 C1 -3.1(4) . . . . ?
C1 N2 C5 C4 -1.5(5) . . . . ?
C5 N2 C1 C2 0.8(5) . . . . ?
C6 N1 C3 C2 9.2(5) . . . . ?
C6 N1 C3 C4 -168.8(3) . . . . ?
C7 N1 C3 C2 -167.1(4) . . . . ?
C7 N1 C3 C4 14.9(5) . . . . ?



####################################################################### 
# 
# 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_PhICl2_MM
_database_code_depnum_ccdc_archive 'CCDC 2071288'
loop_
_audit_author_name
_audit_author_address
'Jack Clegg'
;The University of Queensalnd
Australia
;
_audit_update_record             
;
2021-03-18 deposited with the CCDC.	2021-04-15 downloaded from the CCDC.
;
_audit_creation_method           'MoPro v18                '
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C6 H5 Cl2 I'
_chemical_formula_sum            'C6 H5 Cl2 I'
_chemical_formula_weight         274.908
_chemical_absolute_configuration .

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0015 0.0010
'Clementi & Roetti 1974. Atomic Data & Nuclear Data Tables. 14, 177'
H H 0.0000 0.0000
'Clementi & Roetti 1974. Atomic Data & Nuclear Data Tables. 14, 177'
Cl Cl 0.1017 0.0999
'Clementi & Roetti 1974. Atomic Data & Nuclear Data Tables. 14, 177'
I I -0.8550 1.2074
'Clementi & Roetti 1974. Atomic Data & Nuclear Data Tables. 14, 177'

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

_cell_length_a                   12.0910(2)
_cell_length_b                   5.3579
_cell_length_c                   12.4240
_cell_angle_alpha                90.
_cell_angle_beta                 101.8700
_cell_angle_gamma                90.
_cell_volume                     787.646(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    62344
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      55.6770
_cell_measurement_theta_min      3.2690
_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.318
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.152
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      100(2))
_diffrn_radiation_wavelength     0.56086
_diffrn_radiation_type           AgK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Ag) X-ray Source'
_reflns_Friedel_coverage         ?
_reflns_Friedel_fraction_full    ?
_reflns_Friedel_fraction_max     ?
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            112634
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_sigmaI/netI    0.02829
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.64
_diffrn_reflns_theta_max         47.57
_reflns_number_total             11758
_reflns_number_gt                11758
_reflns_threshold_expression     >2.0sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'MoPro (J. Appl. Cryst. 2005, 38, 38-54)'
_computing_molecular_graphics    'MoPro (J. Appl. Cryst. 2005, 38, 38-54)'
_computing_publication_material  ?
_refine_special_details          
;
 Refinement of F² against reflections.
 The threshold expression of F² > 2sigma(F²) is
 used for calculating R-factors(gt) and is not
 relevant to the choice of reflections for refinement.
 R-factors based on F² are statistically about twice
 as large as those based on F, and R-factors based on
 ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'calc w =1/[0.5237*σ²(Fo²)]'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
# refall refxyz hetero heteroxyz constr 

_refine_ls_extinction_method     none
_refine_ls_abs_structure_Flack   ?
_refine_ls_abs_structure_Rogers  ?
###  Notice MoPro refines Rogers parameter (Eta f" multiplier)

_refine_ls_number_reflns         11758
_refine_ls_number_parameters     301
_refine_ls_number_restraints     76
# R-factors: R(F)  &  wR2(I) 
_refine_ls_R_factor_all          0.0130
_refine_ls_R_factor_gt           0.0130
_refine_ls_wR_factor_ref         0.0267
_refine_ls_wR_factor_gt          0.0267
_refine_ls_goodness_of_fit_ref   1.008
# GOF(I) computed assuming  all parameters refined:     412
_refine_ls_restrained_S_all      26.304
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

_diffrn_measured_fraction_theta_max 0.781
_diffrn_reflns_theta_full        19.87
_diffrn_measured_fraction_theta_full 0.978
_refine_diff_density_max         ?
_refine_diff_density_min         ?
_refine_diff_density_rms         ?
###  to get diff_density_max min & rms : 
###  run MoPro  : WRIT FOUR   to create FOURier file 
### run VMoPro : FOUR  FastFourierTransform  
### to get a 3D grid (Xplor format) on whole unit-cell
###  To get max min rms statistics
###  run VMoPro: GRID STAT   or 
###  open 3D xplor grid with MoProViewer 

loop_
_atom_site_type_symbol
_atom_site_label
_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_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_disorder_assembly
_atom_site_disorder_group
I I1 0.248682(4) 0.323909(8) 0.399586(4) 0.009649(3) Uani 1 d . . . .
Cl Cl2 0.377304(19) -0.01917(4) 0.364106(17) 0.013765(12) Uani 1 d . . . .
Cl Cl1 0.12348(2) 0.65664(4) 0.446074(19) 0.015531(14) Uani 1 d . . . .
C C2 0.40528(3) 0.51284(7) 0.60304(3) 0.01260(4) Uani 1 d . . . .
H H2 0.42425 0.65575 0.54790 0.03306 Uiso 1 d R U . .
C C1 0.33059(3) 0.31981(7) 0.56566(3) 0.01028(4) Uani 1 d . . . .
C C3 0.45626(4) 0.51510(8) 0.71449(3) 0.01394(5) Uani 1 d . . . .
H H3 0.51457 0.66375 0.74630 0.03368 Uiso 1 d R U . .
C C4 0.43219(4) 0.32863(8) 0.78428(3) 0.01355(5) Uani 1 d . . . .
H H4 0.47074 0.33345 0.87102 0.03636 Uiso 1 d R U . .
C C5 0.35722(4) 0.13665(8) 0.74398(3) 0.01433(5) Uani 1 d . . . .
H H5 0.33924 -0.00828 0.79867 0.03796 Uiso 1 d R U . .
C C6 0.30488(4) 0.13009(8) 0.63286(3) 0.01289(4) Uani 1 d . . . .
H H6 0.24325 -0.01225 0.60098 0.02058 Uiso 1 d R U . .


_geom_special_details            
;                                    
;

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 Cl1 2.4825(2) . ?
I1 Cl2 2.5047(2) . ?
I1 C1 2.0971(4) . ?
C2 C1 1.3886(5) . ?
C2 C3 1.3951(6) . ?
C2 H2 1.08293 . ?
C1 C6 1.3905(5) . ?
C3 C4 1.3923(6) . ?
C3 H3 1.08305 . ?
C4 C5 1.3942(6) . ?
C4 H4 1.08290 . ?
C5 C6 1.3959(6) . ?
C5 H5 1.08292 . ?
C6 H6 1.08276 . ?

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 I1 Cl2 176.696(7) . . . ?
Cl1 I1 C1 88.039(12) . . . ?
Cl2 I1 C1 88.900(11) . . . ?
C1 C2 C3 117.55(3) . . . ?
C1 C2 H2 121.53(3) . . . ?
C3 C2 H2 120.92(3) . . . ?
I1 C1 C2 117.66(2) . . . ?
I1 C1 C6 118.67(2) . . . ?
C2 C1 C6 123.64(3) . . . ?
C4 C3 C2 120.37(3) . . . ?
C4 C3 H3 120.28(3) . . . ?
C2 C3 H3 119.35(3) . . . ?
C3 C4 C5 120.63(4) . . . ?
C3 C4 H4 120.02(3) . . . ?
C5 C4 H4 119.33(3) . . . ?
C4 C5 C6 120.18(4) . . . ?
C4 C5 H5 120.22(3) . . . ?
C6 C5 H5 119.60(3) . . . ?
C1 C6 C5 117.62(3) . . . ?
C1 C6 H6 121.15(3) . . . ?
C5 C6 H6 121.16(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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
I1 C1 C2 C3 . . . . 177.52(5) ?
I1 C1 C2 H2 . . . . -3.12 ?
I1 C1 C6 C5 . . . . -177.60(5) ?
I1 C1 C6 H6 . . . . -0.66 ?
Cl2 I1 C1 C2 . . . . 105.04(4) ?
Cl2 I1 C1 C6 . . . . -76.95(4) ?
Cl1 I1 C1 C2 . . . . -76.21(4) ?
Cl1 I1 C1 C6 . . . . 101.80(4) ?
C2 C1 C6 C5 . . . . 0.28(6) ?
C2 C1 C6 H6 . . . . 177.22 ?
C2 C3 C4 C5 . . . . 0.21(7) ?
C2 C3 C4 H4 . . . . -178.77 ?
H2 C2 C1 C6 . . . . 178.98 ?
H2 C2 C3 C4 . . . . -179.23 ?
H2 C2 C3 H3 . . . . 0.98 ?
C1 C2 C3 C4 . . . . 0.13(6) ?
C1 C2 C3 H3 . . . . -179.66 ?
C1 C6 C5 C4 . . . . 0.07(6) ?
C1 C6 C5 H5 . . . . -179.92 ?
C3 C4 C5 C6 . . . . -0.31(7) ?
C3 C4 C5 H5 . . . . 179.68 ?
C3 C2 C1 C6 . . . . -0.38(7) ?
H3 C3 C4 C5 . . . . 180.00 ?
H3 C3 C4 H4 . . . . 1.02 ?
C4 C5 C6 H6 . . . . -176.87 ?
H4 C4 C5 C6 . . . . 178.67 ?
H4 C4 C5 H5 . . . . -1.33 ?
H5 C5 C6 H6 . . . . 3.14 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
? ? ? ? ? ? ? ?
