# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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. 
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data_ad-a05c
_database_code_depnum_ccdc_archive 'CCDC 1817655'
_audit_update_record             
;
2018-01-17 deposited with the CCDC.
2018-02-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
'3,5-bis(1-benzyl-5-iodo-1H-1,2,3-triazol-4-yl)-1-methylpyridin-1-ium trifluoromethane-sulfonate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H20 I2 N7, C F3 O3 S'
_chemical_formula_sum            'C25 H20 F3 I2 N7 O3 S'
_chemical_formula_weight         809.34

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   14.2649(18)
_cell_length_b                   8.5985(7)
_cell_length_c                   22.850(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.100(15)
_cell_angle_gamma                90
_cell_volume                     2791.6(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    4658
_cell_measurement_theta_min      2.8
_cell_measurement_theta_max      25.0

_exptl_crystal_description       neelde
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      1.93
_exptl_crystal_density_diffrn    1.926
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_absorpt_coefficient_mu    2.390
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.5191
_exptl_absorpt_correction_T_max  0.8491
_exptl_absorpt_process_details   
;
[X-Red (Stoe & Cie, 2001) and X-Shape (Stoe & Cie, 1999)]
;
_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'STOE IPDS I'
_diffrn_measurement_method       ω
_diffrn_reflns_number            24138
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.769
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measured_fraction_theta_full 0.947
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_Laue_measured_fraction_full 0.947
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_point_group_measured_fraction_full 0.947
_reflns_number_total             4658
_reflns_number_gt                3752
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_solution    ShelXT
_computing_structure_refinement  'SHELXL-2015 (Sheldrick, 2015)'
_computing_molecular_graphics    'Diamond 3, Mercury'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. 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     
'w=1/[σ²(Fo²)+(0.0305P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4658
_refine_ls_number_parameters     371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0299
_refine_ls_R_factor_gt           0.0212
_refine_ls_wR_factor_ref         0.0503
_refine_ls_wR_factor_gt          0.0469
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_refine_ls_shift/su_max          0.003
_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
I2 I 0.56871(2) 0.29011(2) 0.60949(2) 0.02246(6) Uani 1 1 d . . . . .
I1 I 0.35073(2) 0.06541(3) 0.51892(2) 0.02385(6) Uani 1 1 d . . . . .
S1 S 0.37417(5) 0.06191(10) 0.68937(3) 0.02327(17) Uani 1 1 d . . . . .
F3 F 0.24109(16) 0.2350(3) 0.63686(9) 0.0477(6) Uani 1 1 d . . . . .
O1 O 0.37819(16) -0.0318(3) 0.74163(10) 0.0338(6) Uani 1 1 d . . . . .
F1 F 0.22958(14) 0.2037(3) 0.72901(9) 0.0506(6) Uani 1 1 d . . . . .
F2 F 0.19265(15) 0.0196(3) 0.66906(12) 0.0583(7) Uani 1 1 d . . . . .
O3 O 0.38082(19) -0.0244(3) 0.63594(10) 0.0408(7) Uani 1 1 d . . . . .
O2 O 0.43002(17) 0.2016(3) 0.69424(11) 0.0370(6) Uani 1 1 d . . . . .
N3 N 0.33370(18) 0.1496(4) 0.33441(11) 0.0262(6) Uani 1 1 d . . . . .
N7 N 0.73692(17) 0.4813(3) 0.58448(11) 0.0221(6) Uani 1 1 d . . . . .
N5 N 0.74400(18) 0.5119(4) 0.49195(11) 0.0262(6) Uani 1 1 d . . . . .
C13 C 0.6364(2) 0.4190(4) 0.39252(13) 0.0221(7) Uani 1 1 d . . . . .
H13 H 0.692667 0.473201 0.391341 0.027 Uiso 1 1 calc R U . . .
N4 N 0.58536(17) 0.3820(3) 0.34214(10) 0.0214(6) Uani 1 1 d . . . . .
C17 C 0.6615(2) 0.4028(4) 0.55901(13) 0.0199(6) Uani 1 1 d . . . . .
C7 C 0.1655(2) -0.0277(4) 0.41741(14) 0.0279(7) Uani 1 1 d . . . . .
H7A H 0.183848 -0.091119 0.451638 0.034 Uiso 1 1 calc R U . . .
H7B H 0.139168 -0.096279 0.386480 0.034 Uiso 1 1 calc R U . . .
N6 N 0.78669(19) 0.5467(4) 0.54318(12) 0.0307(7) Uani 1 1 d . . . . .
N2 N 0.25513(19) 0.0756(4) 0.33965(11) 0.0292(6) Uani 1 1 d . . . . .
C16 C 0.6661(2) 0.4253(4) 0.49953(13) 0.0213(7) Uani 1 1 d . . . . .
N1 N 0.25006(18) 0.0489(3) 0.39790(11) 0.0242(6) Uani 1 1 d . . . . .
C14 C 0.6057(2) 0.3767(4) 0.44639(12) 0.0198(6) Uani 1 1 d . . . . .
C19 C 0.8436(2) 0.3980(4) 0.67139(13) 0.0227(7) Uani 1 1 d . . . . .
C11 C 0.5043(2) 0.3048(4) 0.34145(13) 0.0216(6) Uani 1 1 d . . . . .
H11 H 0.470629 0.281864 0.305760 0.026 Uiso 1 1 calc R U . . .
C10 C 0.4696(2) 0.2581(4) 0.39378(13) 0.0202(6) Uani 1 1 d . . . . .
C6 C 0.0909(2) 0.0860(4) 0.43250(15) 0.0291(8) Uani 1 1 d . . . . .
C5 C 0.0254(3) 0.1400(5) 0.38883(17) 0.0413(9) Uani 1 1 d . . . . .
H5 H 0.028087 0.107578 0.350189 0.050 Uiso 1 1 calc R U . . .
C15 C 0.5214(2) 0.2969(4) 0.44651(12) 0.0201(6) Uani 1 1 d . . . . .
H15 H 0.499070 0.268783 0.482046 0.024 Uiso 1 1 calc R U . . .
C18 C 0.7686(2) 0.5097(4) 0.64675(13) 0.0256(7) Uani 1 1 d . . . . .
H18A H 0.714787 0.502051 0.669769 0.031 Uiso 1 1 calc R U . . .
H18B H 0.792811 0.614924 0.650818 0.031 Uiso 1 1 calc R U . . .
C8 C 0.3265(2) 0.1062(4) 0.42979(13) 0.0215(7) Uani 1 1 d . . . . .
C3 C -0.0479(3) 0.2950(5) 0.4590(2) 0.0564(13) Uani 1 1 d . . . . .
H3 H -0.093827 0.365818 0.467923 0.068 Uiso 1 1 calc R U . . .
C12 C 0.6195(2) 0.4300(4) 0.28517(13) 0.0291(7) Uani 1 1 d . . . . .
H12A H 0.605157 0.350129 0.256417 0.044 Uiso 1 1 calc R U . . .
H12B H 0.686380 0.445878 0.290215 0.044 Uiso 1 1 calc R U . . .
H12C H 0.589103 0.525031 0.272126 0.044 Uiso 1 1 calc R U . . .
C21 C 0.8950(3) 0.1912(5) 0.73688(16) 0.0405(9) Uani 1 1 d . . . . .
H21 H 0.881659 0.118076 0.764943 0.049 Uiso 1 1 calc R U . . .
C9 C 0.3804(2) 0.1723(4) 0.38894(12) 0.0206(7) Uani 1 1 d . . . . .
C20 C 0.8245(2) 0.2889(5) 0.71293(14) 0.0332(8) Uani 1 1 d . . . . .
H20 H 0.764044 0.280847 0.724921 0.040 Uiso 1 1 calc R U . . .
C25 C 0.2531(2) 0.1332(5) 0.68080(14) 0.0300(8) Uani 1 1 d . . . . .
C24 C 0.9335(2) 0.4074(5) 0.65304(16) 0.0334(8) Uani 1 1 d . . . . .
H24 H 0.946621 0.479184 0.624462 0.040 Uiso 1 1 calc R U . . .
C4 C -0.0446(3) 0.2428(6) 0.4029(2) 0.0551(12) Uani 1 1 d . . . . .
H4 H -0.089586 0.276275 0.373641 0.066 Uiso 1 1 calc R U . . .
C1 C 0.0857(3) 0.1376(5) 0.48950(16) 0.0409(9) Uani 1 1 d . . . . .
H1 H 0.128659 0.101630 0.519428 0.049 Uiso 1 1 calc R U . . .
C23 C 1.0038(3) 0.3094(5) 0.67740(18) 0.0433(10) Uani 1 1 d . . . . .
H23 H 1.064161 0.316593 0.665240 0.052 Uiso 1 1 calc R U . . .
C22 C 0.9851(3) 0.2016(5) 0.71941(16) 0.0413(9) Uani 1 1 d . . . . .
H22 H 1.032447 0.136535 0.735811 0.050 Uiso 1 1 calc R U . . .
C2 C 0.0169(3) 0.2424(6) 0.5021(2) 0.0522(12) Uani 1 1 d . . . . .
H2 H 0.014700 0.277612 0.540471 0.063 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
I2 C17 2.072(3) . ?
I1 C8 2.065(3) . ?
S1 O1 1.438(2) . ?
S1 O3 1.439(2) . ?
S1 O2 1.440(3) . ?
S1 C25 1.827(3) . ?
F3 C25 1.331(4) . ?
F1 C25 1.326(4) . ?
F2 C25 1.315(4) . ?
N3 N2 1.304(4) . ?
N3 C9 1.374(4) . ?
N7 N6 1.353(4) . ?
N7 C17 1.356(4) . ?
N7 C18 1.474(4) . ?
N5 N6 1.305(4) . ?
N5 C16 1.361(4) . ?
C13 N4 1.345(4) . ?
C13 C14 1.391(4) . ?
C13 H13 0.9300 . ?
N4 C11 1.332(4) . ?
N4 C12 1.489(4) . ?
C17 C16 1.380(4) . ?
C7 N1 1.477(4) . ?
C7 C6 1.507(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
N2 N1 1.359(4) . ?
C16 C14 1.485(4) . ?
N1 C8 1.350(4) . ?
C14 C15 1.386(4) . ?
C19 C20 1.379(5) . ?
C19 C24 1.387(4) . ?
C19 C18 1.509(5) . ?
C11 C10 1.393(4) . ?
C11 H11 0.9300 . ?
C10 C15 1.397(4) . ?
C10 C9 1.467(4) . ?
C6 C1 1.384(5) . ?
C6 C5 1.386(5) . ?
C5 C4 1.392(6) . ?
C5 H5 0.9300 . ?
C15 H15 0.9300 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C8 C9 1.383(4) . ?
C3 C4 1.365(7) . ?
C3 C2 1.366(7) . ?
C3 H3 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C21 C22 1.381(5) . ?
C21 C20 1.386(5) . ?
C21 H21 0.9300 . ?
C20 H20 0.9300 . ?
C24 C23 1.388(5) . ?
C24 H24 0.9300 . ?
C4 H4 0.9300 . ?
C1 C2 1.381(6) . ?
C1 H1 0.9300 . ?
C23 C22 1.378(6) . ?
C23 H23 0.9300 . ?
C22 H22 0.9300 . ?
C2 H2 0.9300 . ?

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 O3 114.51(16) . . ?
O1 S1 O2 114.99(15) . . ?
O3 S1 O2 114.71(16) . . ?
O1 S1 C25 104.17(14) . . ?
O3 S1 C25 102.43(15) . . ?
O2 S1 C25 103.85(16) . . ?
N2 N3 C9 109.7(2) . . ?
N6 N7 C17 110.7(2) . . ?
N6 N7 C18 118.0(3) . . ?
C17 N7 C18 131.3(2) . . ?
N6 N5 C16 109.4(2) . . ?
N4 C13 C14 120.4(3) . . ?
N4 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C11 N4 C13 122.1(2) . . ?
C11 N4 C12 118.6(3) . . ?
C13 N4 C12 119.2(3) . . ?
N7 C17 C16 104.3(2) . . ?
N7 C17 I2 121.0(2) . . ?
C16 C17 I2 134.6(2) . . ?
N1 C7 C6 113.1(3) . . ?
N1 C7 H7A 109.0 . . ?
C6 C7 H7A 109.0 . . ?
N1 C7 H7B 109.0 . . ?
C6 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
N5 N6 N7 107.4(3) . . ?
N3 N2 N1 107.1(2) . . ?
N5 C16 C17 108.2(3) . . ?
N5 C16 C14 118.1(3) . . ?
C17 C16 C14 133.7(3) . . ?
C8 N1 N2 110.9(2) . . ?
C8 N1 C7 130.0(3) . . ?
N2 N1 C7 119.1(3) . . ?
C15 C14 C13 118.2(3) . . ?
C15 C14 C16 125.3(3) . . ?
C13 C14 C16 116.4(3) . . ?
C20 C19 C24 119.5(3) . . ?
C20 C19 C18 120.9(3) . . ?
C24 C19 C18 119.6(3) . . ?
N4 C11 C10 120.5(3) . . ?
N4 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C11 C10 C15 118.1(3) . . ?
C11 C10 C9 116.9(3) . . ?
C15 C10 C9 125.0(3) . . ?
C1 C6 C5 118.7(4) . . ?
C1 C6 C7 121.5(3) . . ?
C5 C6 C7 119.8(3) . . ?
C6 C5 C4 119.9(4) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C14 C15 C10 120.6(3) . . ?
C14 C15 H15 119.7 . . ?
C10 C15 H15 119.7 . . ?
N7 C18 C19 113.6(3) . . ?
N7 C18 H18A 108.8 . . ?
C19 C18 H18A 108.8 . . ?
N7 C18 H18B 108.8 . . ?
C19 C18 H18B 108.8 . . ?
H18A C18 H18B 107.7 . . ?
N1 C8 C9 104.9(3) . . ?
N1 C8 I1 121.8(2) . . ?
C9 C8 I1 133.0(2) . . ?
C4 C3 C2 119.4(4) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
N4 C12 H12A 109.5 . . ?
N4 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N4 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C22 C21 C20 120.6(4) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
N3 C9 C8 107.5(3) . . ?
N3 C9 C10 119.2(2) . . ?
C8 C9 C10 133.3(3) . . ?
C19 C20 C21 120.2(3) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
F2 C25 F1 107.4(3) . . ?
F2 C25 F3 107.3(3) . . ?
F1 C25 F3 107.5(3) . . ?
F2 C25 S1 111.6(3) . . ?
F1 C25 S1 111.8(2) . . ?
F3 C25 S1 111.0(2) . . ?
C19 C24 C23 119.9(3) . . ?
C19 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C3 C4 C5 120.7(4) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C2 C1 C6 120.3(4) . . ?
C2 C1 H1 119.8 . . ?
C6 C1 H1 119.8 . . ?
C22 C23 C24 120.6(3) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C23 C22 C21 119.2(3) . . ?
C23 C22 H22 120.4 . . ?
C21 C22 H22 120.4 . . ?
C3 C2 C1 120.9(4) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?

_refine_diff_density_max         0.671
_refine_diff_density_min         -0.504
_refine_diff_density_rms         0.083

####################################################################### 
# 
# 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_ad-bhb3-4
_database_code_depnum_ccdc_archive 'CCDC 1817656'
_audit_update_record             
;
2018-01-17 deposited with the CCDC.
2018-02-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        
'3,5-bis(1-benzyl-5-iodo-1H-1,2,3-triazol-4-yl)-1-octylpyridin-1-ium bromide'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H34 I2 N7, C2 H3 N, Br'
_chemical_formula_sum            'C33 H37 Br I2 N8'
_chemical_formula_weight         879.11

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2900 2.4600 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4740 1.8120 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   15.479(5)
_cell_length_b                   16.978(5)
_cell_length_c                   13.102(5)
_cell_angle_alpha                90
_cell_angle_beta                 99.204(5)
_cell_angle_gamma                90
_cell_volume                     3399(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    5803
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      25

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.718
_exptl_crystal_F_000             1728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    3.062
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.5191
_exptl_absorpt_correction_T_max  0.8491
_exptl_absorpt_process_details   
;
[X-Red (Stoe & Cie, 2001) and X-Shape (Stoe & Cie, 1999)]
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'STOE IPDS I'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23120
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_av_R_equivalents  0.0518
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.523
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.969
_reflns_number_total             5803
_reflns_number_gt                4778
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'X-Area (Stoe & Cie, 2001)'
_computing_cell_refinement       'X-Area (Stoe & Cie, 2001)'
_computing_data_reduction        'X-Area (Stoe & Cie, 2001)'
_computing_structure_solution    ShelXT
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Diamond 3, Mercury'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_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)+(0.0394P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5803
_refine_ls_number_parameters     398
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0265
_refine_ls_wR_factor_ref         0.0646
_refine_ls_wR_factor_gt          0.0617
_refine_ls_goodness_of_fit_ref   0.957
_refine_ls_restrained_S_all      0.957
_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 -0.36739(2) -0.12946(2) -0.22522(2) 0.02199(7) Uani 1 1 d . . . . .
I2 I -0.47248(2) -0.21245(2) 0.00386(2) 0.02196(7) Uani 1 1 d . . . . .
N1 N -0.67591(18) 0.08201(18) -0.1647(2) 0.0180(6) Uani 1 1 d . . . . .
N2 N -0.50124(19) 0.0723(2) -0.3701(2) 0.0239(7) Uani 1 1 d . . . . .
N3 N -0.4429(2) 0.0591(2) -0.4294(2) 0.0283(7) Uani 1 1 d . . . . .
N4 N -0.39752(18) -0.00599(19) -0.3928(2) 0.0218(7) Uani 1 1 d . . . . .
N5 N -0.67584(18) -0.06428(19) 0.0838(2) 0.0222(7) Uani 1 1 d . . . . .
N6 N -0.6669(2) -0.1153(2) 0.1588(2) 0.0252(7) Uani 1 1 d . . . . .
N7 N -0.60508(18) -0.16757(19) 0.1408(2) 0.0209(7) Uani 1 1 d . . . . .
C1 C -0.7391(2) 0.1486(2) -0.1755(3) 0.0203(8) Uani 1 1 d . . . . .
H1A H -0.713112 0.193570 -0.204824 0.024 Uiso 1 1 calc R U . . .
H1B H -0.750788 0.163604 -0.107598 0.024 Uiso 1 1 calc R U . . .
C2 C -0.8250(2) 0.1278(2) -0.2440(3) 0.0213(8) Uani 1 1 d . . . . .
H2A H -0.850833 0.082149 -0.216091 0.026 Uiso 1 1 calc R U . . .
H2B H -0.814236 0.114878 -0.312960 0.026 Uiso 1 1 calc R U . . .
C3 C -0.8879(2) 0.1979(2) -0.2489(3) 0.0240(8) Uani 1 1 d . . . . .
H3A H -0.857920 0.244979 -0.266303 0.029 Uiso 1 1 calc R U . . .
H3B H -0.937000 0.188771 -0.303624 0.029 Uiso 1 1 calc R U . . .
C4 C -0.9224(3) 0.2115(3) -0.1474(3) 0.0305(9) Uani 1 1 d . . . . .
H4A H -0.946494 0.162574 -0.126207 0.037 Uiso 1 1 calc R U . . .
H4B H -0.873827 0.226147 -0.094450 0.037 Uiso 1 1 calc R U . . .
C5 C -0.9920(2) 0.2749(2) -0.1541(3) 0.0289(9) Uani 1 1 d . . . . .
H5A H -1.043076 0.257916 -0.201825 0.035 Uiso 1 1 calc R U . . .
H5B H -0.970027 0.322543 -0.181829 0.035 Uiso 1 1 calc R U . . .
C6 C -1.0191(3) 0.2935(3) -0.0503(3) 0.0343(10) Uani 1 1 d . . . . .
H6A H -0.968564 0.314220 -0.004843 0.041 Uiso 1 1 calc R U . . .
H6B H -1.062926 0.334749 -0.060443 0.041 Uiso 1 1 calc R U . . .
C7 C -1.0554(3) 0.2249(3) 0.0038(3) 0.0355(10) Uani 1 1 d . . . . .
H7A H -1.010613 0.184660 0.018122 0.043 Uiso 1 1 calc R U . . .
H7B H -1.069305 0.242945 0.069527 0.043 Uiso 1 1 calc R U . . .
C8 C -1.1356(3) 0.1889(4) -0.0574(4) 0.0562(15) Uani 1 1 d . . . . .
H8A H -1.181968 0.227073 -0.066895 0.084 Uiso 1 1 calc R U . . .
H8B H -1.153136 0.144116 -0.021075 0.084 Uiso 1 1 calc R U . . .
H8C H -1.123079 0.172579 -0.123688 0.084 Uiso 1 1 calc R U . . .
C9 C -0.6186(2) 0.0764(2) -0.2312(2) 0.0175(7) Uani 1 1 d . . . . .
H9 H -0.620458 0.112792 -0.284622 0.021 Uiso 1 1 calc R U . . .
C10 C -0.5564(2) 0.0164(2) -0.2207(2) 0.0172(7) Uani 1 1 d . . . . .
C11 C -0.5562(2) -0.0367(2) -0.1407(3) 0.0193(7) Uani 1 1 d . . . . .
H11 H -0.515097 -0.077159 -0.132147 0.023 Uiso 1 1 calc R U . . .
C12 C -0.6169(2) -0.0306(2) -0.0723(2) 0.0178(7) Uani 1 1 d . . . . .
C13 C -0.6766(2) 0.0307(2) -0.0878(3) 0.0199(8) Uani 1 1 d . . . . .
H13 H -0.717877 0.036069 -0.043922 0.024 Uiso 1 1 calc R U . . .
C21 C -0.4951(2) 0.0153(2) -0.2953(3) 0.0195(8) Uani 1 1 d . . . . .
C22 C -0.4269(2) -0.0350(2) -0.3092(3) 0.0196(7) Uani 1 1 d . . . . .
C23 C -0.3306(2) -0.0375(3) -0.4485(3) 0.0269(9) Uani 1 1 d . . . . .
H23A H -0.347084 -0.025530 -0.521373 0.032 Uiso 1 1 calc R U . . .
H23B H -0.329416 -0.094344 -0.441219 0.032 Uiso 1 1 calc R U . . .
C24 C -0.2400(2) -0.0060(2) -0.4123(3) 0.0229(8) Uani 1 1 d . . . . .
C25 C -0.2252(3) 0.0660(3) -0.3633(3) 0.0310(9) Uani 1 1 d . . . . .
H25 H -0.271880 0.094520 -0.345563 0.037 Uiso 1 1 calc R U . . .
C26 C -0.1411(3) 0.0956(3) -0.3405(3) 0.0373(10) Uani 1 1 d . . . . .
H26 H -0.131570 0.144292 -0.308127 0.045 Uiso 1 1 calc R U . . .
C27 C -0.0712(3) 0.0534(3) -0.3654(3) 0.0401(11) Uani 1 1 d . . . . .
H27 H -0.014810 0.073684 -0.350346 0.048 Uiso 1 1 calc R U . . .
C28 C -0.0853(3) -0.0187(3) -0.4125(3) 0.0359(10) Uani 1 1 d . . . . .
H28 H -0.038259 -0.047710 -0.428391 0.043 Uiso 1 1 calc R U . . .
C29 C -0.1696(2) -0.0485(3) -0.4364(3) 0.0281(9) Uani 1 1 d . . . . .
H29 H -0.178914 -0.097201 -0.468804 0.034 Uiso 1 1 calc R U . . .
C31 C -0.6195(2) -0.0829(2) 0.0169(2) 0.0173(7) Uani 1 1 d . . . . .
C32 C -0.5742(2) -0.1497(2) 0.0538(3) 0.0174(7) Uani 1 1 d . . . . .
C33 C -0.5796(2) -0.2302(2) 0.2171(3) 0.0272(9) Uani 1 1 d . . . . .
H33A H -0.562167 -0.206641 0.284654 0.033 Uiso 1 1 calc R U . . .
H33B H -0.529444 -0.258150 0.199139 0.033 Uiso 1 1 calc R U . . .
C34 C -0.6524(2) -0.2881(2) 0.2225(3) 0.0224(8) Uani 1 1 d . . . . .
C35 C -0.7017(3) -0.2831(3) 0.3011(3) 0.0302(9) Uani 1 1 d . . . . .
H35 H -0.689019 -0.244301 0.351379 0.036 Uiso 1 1 calc R U . . .
C36 C -0.7698(3) -0.3348(3) 0.3061(3) 0.0393(11) Uani 1 1 d . . . . .
H36 H -0.802260 -0.330997 0.359869 0.047 Uiso 1 1 calc R U . . .
C37 C -0.7898(3) -0.3923(3) 0.2314(4) 0.0415(11) Uani 1 1 d . . . . .
H37 H -0.836402 -0.426464 0.233699 0.050 Uiso 1 1 calc R U . . .
C38 C -0.7404(3) -0.3986(3) 0.1539(3) 0.0416(11) Uani 1 1 d . . . . .
H38 H -0.752695 -0.437929 0.104371 0.050 Uiso 1 1 calc R U . . .
C39 C -0.6720(3) -0.3466(3) 0.1489(3) 0.0324(9) Uani 1 1 d . . . . .
H39 H -0.639064 -0.351107 0.095634 0.039 Uiso 1 1 calc R U . . .
N90 N 0.0546(5) -0.0200(4) -0.1196(5) 0.095(2) Uani 1 1 d . . . . .
C90 C -0.0233(5) -0.0336(4) -0.1251(4) 0.0727(18) Uani 1 1 d . . . . .
C91 C -0.1160(3) -0.0505(4) -0.1270(5) 0.0671(17) Uani 1 1 d . . . . .
H91C H -0.127606 -0.032805 -0.057088 0.101 Uiso 1 1 d R U . . .
H91A H -0.126931 -0.106059 -0.124034 0.101 Uiso 1 1 d R U . . .
H91B H -0.155266 -0.026182 -0.179453 0.101 Uiso 1 1 d R U . . .
Br Br -0.29439(2) -0.26895(2) -0.07279(3) 0.02559(10) 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 C22 2.076(4) . ?
I2 C32 2.092(3) . ?
N1 C13 1.333(5) . ?
N1 C9 1.343(4) . ?
N1 C1 1.487(4) . ?
N2 N3 1.301(4) . ?
N2 C21 1.369(5) . ?
N3 N4 1.355(4) . ?
N4 C22 1.345(4) . ?
N4 C23 1.460(4) . ?
N5 N6 1.300(4) . ?
N5 C31 1.369(4) . ?
N6 N7 1.353(4) . ?
N7 C32 1.338(4) . ?
N7 C33 1.470(5) . ?
C1 C2 1.521(5) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C3 1.532(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.528(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.515(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.519(5) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C7 1.518(6) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.495(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.393(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.382(5) . ?
C10 C21 1.468(5) . ?
C11 C12 1.402(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.385(5) . ?
C12 C31 1.474(5) . ?
C13 H13 0.9300 . ?
C21 C22 1.392(5) . ?
C23 C24 1.506(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.383(6) . ?
C24 C29 1.384(5) . ?
C25 C26 1.383(6) . ?
C25 H25 0.9300 . ?
C26 C27 1.379(6) . ?
C26 H26 0.9300 . ?
C27 C28 1.373(6) . ?
C27 H27 0.9300 . ?
C28 C29 1.388(5) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C31 C32 1.380(5) . ?
C33 C34 1.505(5) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.379(5) . ?
C34 C39 1.385(6) . ?
C35 C36 1.382(6) . ?
C35 H35 0.9300 . ?
C36 C37 1.382(7) . ?
C36 H36 0.9300 . ?
C37 C38 1.370(6) . ?
C37 H37 0.9300 . ?
C38 C39 1.388(6) . ?
C38 H38 0.9300 . ?
C39 H39 0.9300 . ?
N90 C90 1.219(8) . ?
C90 C91 1.460(9) . ?
C91 H91C 1.0061 . ?
C91 H91A 0.9609 . ?
C91 H91B 0.9370 . ?

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
C13 N1 C9 122.0(3) . . ?
C13 N1 C1 119.0(3) . . ?
C9 N1 C1 119.0(3) . . ?
N3 N2 C21 109.3(3) . . ?
N2 N3 N4 107.4(3) . . ?
C22 N4 N3 111.3(3) . . ?
C22 N4 C23 129.2(3) . . ?
N3 N4 C23 119.4(3) . . ?
N6 N5 C31 109.2(3) . . ?
N5 N6 N7 107.3(3) . . ?
C32 N7 N6 111.0(3) . . ?
C32 N7 C33 130.5(3) . . ?
N6 N7 C33 118.5(3) . . ?
N1 C1 C2 112.3(3) . . ?
N1 C1 H1A 109.2 . . ?
C2 C1 H1A 109.2 . . ?
N1 C1 H1B 109.2 . . ?
C2 C1 H1B 109.2 . . ?
H1A C1 H1B 107.9 . . ?
C1 C2 C3 109.5(3) . . ?
C1 C2 H2A 109.8 . . ?
C3 C2 H2A 109.8 . . ?
C1 C2 H2B 109.8 . . ?
C3 C2 H2B 109.8 . . ?
H2A C2 H2B 108.2 . . ?
C4 C3 C2 112.9(3) . . ?
C4 C3 H3A 109.0 . . ?
C2 C3 H3A 109.0 . . ?
C4 C3 H3B 109.0 . . ?
C2 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
C5 C4 C3 113.7(3) . . ?
C5 C4 H4A 108.8 . . ?
C3 C4 H4A 108.8 . . ?
C5 C4 H4B 108.8 . . ?
C3 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
C4 C5 C6 113.0(3) . . ?
C4 C5 H5A 109.0 . . ?
C6 C5 H5A 109.0 . . ?
C4 C5 H5B 109.0 . . ?
C6 C5 H5B 109.0 . . ?
H5A C5 H5B 107.8 . . ?
C7 C6 C5 115.8(4) . . ?
C7 C6 H6A 108.3 . . ?
C5 C6 H6A 108.3 . . ?
C7 C6 H6B 108.3 . . ?
C5 C6 H6B 108.3 . . ?
H6A C6 H6B 107.4 . . ?
C8 C7 C6 113.6(4) . . ?
C8 C7 H7A 108.8 . . ?
C6 C7 H7A 108.8 . . ?
C8 C7 H7B 108.8 . . ?
C6 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 C10 120.3(3) . . ?
N1 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 118.1(3) . . ?
C11 C10 C21 124.9(3) . . ?
C9 C10 C21 117.0(3) . . ?
C10 C11 C12 121.0(3) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C13 C12 C11 117.5(3) . . ?
C13 C12 C31 117.8(3) . . ?
C11 C12 C31 124.7(3) . . ?
N1 C13 C12 121.1(3) . . ?
N1 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
N2 C21 C22 107.9(3) . . ?
N2 C21 C10 119.3(3) . . ?
C22 C21 C10 132.8(3) . . ?
N4 C22 C21 104.1(3) . . ?
N4 C22 I1 122.4(2) . . ?
C21 C22 I1 133.3(3) . . ?
N4 C23 C24 114.4(3) . . ?
N4 C23 H23A 108.7 . . ?
C24 C23 H23A 108.7 . . ?
N4 C23 H23B 108.7 . . ?
C24 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
C25 C24 C29 119.3(3) . . ?
C25 C24 C23 122.4(3) . . ?
C29 C24 C23 118.1(3) . . ?
C24 C25 C26 120.1(4) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C27 C26 C25 120.4(4) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C28 C27 C26 119.7(4) . . ?
C28 C27 H27 120.2 . . ?
C26 C27 H27 120.2 . . ?
C27 C28 C29 120.2(4) . . ?
C27 C28 H28 119.9 . . ?
C29 C28 H28 119.9 . . ?
C24 C29 C28 120.3(4) . . ?
C24 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
N5 C31 C32 107.8(3) . . ?
N5 C31 C12 118.1(3) . . ?
C32 C31 C12 134.2(3) . . ?
N7 C32 C31 104.7(3) . . ?
N7 C32 I2 122.7(3) . . ?
C31 C32 I2 132.4(3) . . ?
N7 C33 C34 112.5(3) . . ?
N7 C33 H33A 109.1 . . ?
C34 C33 H33A 109.1 . . ?
N7 C33 H33B 109.1 . . ?
C34 C33 H33B 109.1 . . ?
H33A C33 H33B 107.8 . . ?
C35 C34 C39 118.6(4) . . ?
C35 C34 C33 120.3(4) . . ?
C39 C34 C33 121.1(3) . . ?
C34 C35 C36 121.0(4) . . ?
C34 C35 H35 119.5 . . ?
C36 C35 H35 119.5 . . ?
C37 C36 C35 120.0(4) . . ?
C37 C36 H36 120.0 . . ?
C35 C36 H36 120.0 . . ?
C38 C37 C36 119.5(4) . . ?
C38 C37 H37 120.3 . . ?
C36 C37 H37 120.3 . . ?
C37 C38 C39 120.5(4) . . ?
C37 C38 H38 119.8 . . ?
C39 C38 H38 119.8 . . ?
C34 C39 C38 120.4(4) . . ?
C34 C39 H39 119.8 . . ?
C38 C39 H39 119.8 . . ?
N90 C90 C91 177.6(6) . . ?
C90 C91 H91C 104.1 . . ?
C90 C91 H91A 111.7 . . ?
H91C C91 H91A 101.4 . . ?
C90 C91 H91B 116.5 . . ?
H91C C91 H91B 110.4 . . ?
H91A C91 H91B 111.4 . . ?

_refine_diff_density_max         0.972
_refine_diff_density_min         -0.530
_refine_diff_density_rms         0.102


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: MeCN'
