# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_g23719
_database_code_depnum_ccdc_archive 'CCDC 1996696'
loop_
_audit_author_name
_audit_author_address
'Shalisa Oburn'
;The Pennsylvania State University
United States of America
;
_audit_update_record             
;
2020-04-20 deposited with the CCDC.	2020-05-14 downloaded from the CCDC.
;
_audit_creation_date             2020-04-13
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C6 Cl4 I2), C24 H20 N4, 2(C7 H8)'
_chemical_formula_sum            'C50 H36 Cl8 I4 N4'
_chemical_formula_weight         1484.03
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'

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

_cell_length_a                   11.0411(4)
_cell_length_b                   16.8624(7)
_cell_length_c                   28.2059(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5251.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9616
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.32
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.820
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.877
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2848
_exptl_crystal_size_max          0.137
_exptl_crystal_size_mid          0.112
_exptl_crystal_size_min          0.107
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_unetI/netI     0.0182
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            55382
_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         28.287
_diffrn_reflns_theta_min         2.320
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.955
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.994
_reflns_number_gt                6413
_reflns_number_total             6505
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'SHELXS-1997  (Sheldrick, 2008)'
_refine_diff_density_max         0.683
_refine_diff_density_min         -0.582
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 
;
 Flack x determined using 3067 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.012(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         6505
_refine_ls_number_restraints     133
_refine_ls_R_factor_all          0.0144
_refine_ls_R_factor_gt           0.0140
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0118P)²+5.3941P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0319
_refine_ls_wR_factor_ref         0.0323
_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. Uiso/Uaniso restraints and constraints
C5A \\sim C4A \\sim C3A \\sim C2A \\sim C6A \\sim C1A \\sim C7A: within 1.7A
with sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
Uanis(C4A) = Uanis(C5A) = Uanis(C6A) = Uanis(C1A) = Uanis(C2A) = Uanis(C3A)
3. Rigid body (RIGU) restrains
 C6B, C3B, C2B, C7B, C1B, C4B, C5B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C6A, C5A, C4A, C3A, C2A, C1A, C7A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Fixed Sof: C2A(0.5) H2A(0.5) C1A(0.5) C6A(0.5) H6A(0.5) C5A(0.5) H5A(0.5)
 C4A(0.5) H4A(0.5) C3A(0.5) H3A(0.5) C7A(0.5) H7AA(0.5) H7AB(0.5) H7AC(0.5)
 C1B(0.5) H1B(0.5) C2B(0.5) C3B(0.5) H3B(0.5) C6B(0.5) H6B(0.5) C5B(0.5)
 H5B(0.5) C4B(0.5) H4B(0.5) C7B(0.5) H7BA(0.5) H7BB(0.5) H7BC(0.5)
5.a Ternary CH refined with riding coordinates:
 C12(H12), C6(H6)
5.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C5(H5), C4(H4), C11(H11), C7(H7), C8(H8), C2(H2), C1(H1), C2A(H2A),
 C6A(H6A), C5A(H5A), C4A(H4A), C3A(H3A), C1B(H1B), C3B(H3B), C6B(H6B), C5B(H5B),
  C4B(H4B)
5.c Fitted hexagon refined as free rotating group:
 C2A(C1A,C6A,C5A,C4A,C3A), C1B(C2B,C3B,C6B,C5B,C4B)
5.d Idealised Me refined as rotating group:
 C7A(H7AA,H7AB,H7AC), C7B(H7BA,H7BB,H7BC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.89136(2) 0.60998(2) 0.91358(2) 0.01765(4) Uani 1 1 d . . . . .
I2 I 0.73831(2) 0.32762(2) 1.08650(2) 0.01802(4) Uani 1 1 d . . . . .
Cl3 Cl 0.71974(7) 0.30204(4) 0.96817(3) 0.02277(15) Uani 1 1 d . . . . .
Cl1 Cl 0.90985(7) 0.63367(4) 1.03093(3) 0.02075(14) Uani 1 1 d . . . . .
Cl2 Cl 0.83009(8) 0.51334(4) 1.10612(3) 0.02570(16) Uani 1 1 d . . . . .
Cl4 Cl 0.77036(7) 0.42950(4) 0.89290(3) 0.02127(14) Uani 1 1 d . . . . .
C13 C 0.8434(2) 0.52519(16) 0.96483(10) 0.0149(5) Uani 1 1 d . . . . .
N1 N 0.4576(3) 0.76480(16) 0.84961(10) 0.0268(6) Uani 1 1 d . . . . .
C14 C 0.8561(2) 0.54239(16) 1.01284(10) 0.0150(5) Uani 1 1 d . . . . .
C3 C 0.5180(3) 0.61300(16) 0.81474(10) 0.0150(5) Uani 1 1 d . . . . .
C15 C 0.8225(3) 0.48686(16) 1.04717(10) 0.0155(5) Uani 1 1 d . . . . .
C9 C 0.5969(3) 0.58890(16) 0.71355(10) 0.0142(5) Uani 1 1 d . . . . .
C18 C 0.7974(3) 0.45119(17) 0.95181(10) 0.0156(5) Uani 1 1 d . . . . .
C12 C 0.5637(2) 0.51839(15) 0.74351(9) 0.0126(5) Uani 1 1 d . . . . .
H12 H 0.622750 0.476171 0.737538 0.015 Uiso 1 1 calc R U . . .
C16 C 0.7812(3) 0.41146(17) 1.03421(10) 0.0157(5) Uani 1 1 d . . . . .
C10 C 0.5170(3) 0.62769(17) 0.68327(10) 0.0177(6) Uani 1 1 d . . . . .
H10 H 0.436891 0.611102 0.680757 0.021 Uiso 1 1 calc R U . . .
N2 N 0.6714(3) 0.71921(17) 0.65904(10) 0.0244(6) Uani 1 1 d . . . . .
C17 C 0.7698(3) 0.39418(16) 0.98602(11) 0.0153(5) Uani 1 1 d . . . . .
C5 C 0.3869(3) 0.7268(2) 0.81886(13) 0.0278(7) Uani 1 1 d . . . . .
H5 H 0.316737 0.751923 0.808506 0.033 Uiso 1 1 calc R U . . .
C4 C 0.4122(3) 0.6517(2) 0.80144(12) 0.0272(7) Uani 1 1 d . . . . .
H4 H 0.358275 0.627107 0.780813 0.033 Uiso 1 1 calc R U . . .
C11 C 0.5588(3) 0.69169(19) 0.65683(12) 0.0223(6) Uani 1 1 d . . . . .
H11 H 0.504793 0.716681 0.636414 0.027 Uiso 1 1 calc R U . . .
C7 C 0.7477(3) 0.6819(2) 0.68824(13) 0.0265(7) Uani 1 1 d . . . . .
H7 H 0.827039 0.700215 0.690123 0.032 Uiso 1 1 calc R U . . .
C8 C 0.7153(3) 0.61782(19) 0.71571(11) 0.0224(6) Uani 1 1 d . . . . .
H8 H 0.771806 0.593960 0.735564 0.027 Uiso 1 1 calc R U . . .
C2 C 0.5914(3) 0.6530(2) 0.84629(14) 0.0327(8) Uani 1 1 d . . . . .
H2 H 0.663037 0.629878 0.856809 0.039 Uiso 1 1 calc R U . . .
C1 C 0.5582(4) 0.7279(2) 0.86237(16) 0.0412(10) Uani 1 1 d . . . . .
H1 H 0.609928 0.753585 0.883377 0.049 Uiso 1 1 calc R U . . .
C6 C 0.5531(3) 0.53081(16) 0.79881(10) 0.0144(5) Uani 1 1 d . . . . .
H6 H 0.624456 0.510974 0.815699 0.017 Uiso 1 1 calc R U . . .
C2A C 0.5007(9) 0.5074(5) 1.05052(18) 0.0571(11) Uani 0.5 1 d G U P A -1
H2A H 0.506293 0.519119 1.082669 0.069 Uiso 0.5 1 calc R U P A -1
C1A C 0.5371(7) 0.5630(4) 1.0170(2) 0.0571(11) Uani 0.5 1 d G U P A -1
C6A C 0.5287(7) 0.5455(4) 0.9690(2) 0.0571(11) Uani 0.5 1 d G U P A -1
H6A H 0.553037 0.582755 0.946603 0.069 Uiso 0.5 1 calc R U P A -1
C5A C 0.4841(7) 0.4724(4) 0.95443(18) 0.0571(11) Uani 0.5 1 d G U P A -1
H5A H 0.478516 0.460718 0.922281 0.069 Uiso 0.5 1 calc R U P A -1
C4A C 0.4478(5) 0.4168(4) 0.9879(2) 0.0571(11) Uani 0.5 1 d G U P A -1
H4A H 0.417883 0.367880 0.978152 0.069 Uiso 0.5 1 calc R U P A -1
C3A C 0.4561(7) 0.4343(4) 1.0359(2) 0.0571(11) Uani 0.5 1 d G U P A -1
H3A H 0.431770 0.397079 1.058347 0.069 Uiso 0.5 1 calc R U P A -1
C7A C 0.5828(8) 0.6389(6) 1.0264(5) 0.068(3) Uani 0.5 1 d . U P A -1
H7AA H 0.617043 0.640100 1.057664 0.102 Uiso 0.5 1 calc R U P A -1
H7AB H 0.518499 0.677065 1.024306 0.102 Uiso 0.5 1 calc R U P A -1
H7AC H 0.644371 0.651643 1.003562 0.102 Uiso 0.5 1 calc R U P A -1
C1B C 1.0070(8) 0.5090(4) 0.78168(12) 0.0365(17) Uani 0.5 1 d G . P B -1
H1B H 1.024584 0.529309 0.811556 0.044 Uiso 0.5 1 calc R U P B -1
C2B C 1.0372(5) 0.5520(3) 0.74132(17) 0.0316(15) Uani 0.5 1 d G . P B -1
C3B C 1.0109(7) 0.5216(4) 0.69668(13) 0.037(3) Uani 0.5 1 d G . P B -1
H3B H 1.031103 0.550370 0.669671 0.045 Uiso 0.5 1 calc R U P B -1
C6B C 0.9543(9) 0.4483(5) 0.69239(17) 0.059(4) Uani 0.5 1 d G . P B -1
H6B H 0.936694 0.428040 0.662516 0.070 Uiso 0.5 1 calc R U P B -1
C5B C 0.9241(7) 0.4054(3) 0.7327(2) 0.055(3) Uani 0.5 1 d G . P B -1
H5B H 0.886229 0.356343 0.729881 0.066 Uiso 0.5 1 calc R U P B -1
C4B C 0.9504(7) 0.4357(4) 0.77740(18) 0.050(2) Uani 0.5 1 d G . P B -1
H4B H 0.930174 0.406976 0.804401 0.060 Uiso 0.5 1 calc R U P B -1
C7B C 1.0971(9) 0.6319(6) 0.7460(4) 0.049(2) Uani 0.5 1 d . . P B -1
H7BA H 1.036802 0.672812 0.744128 0.074 Uiso 0.5 1 calc R U P B -1
H7BB H 1.154790 0.638729 0.720874 0.074 Uiso 0.5 1 calc R U P B -1
H7BC H 1.137854 0.635124 0.776015 0.074 Uiso 0.5 1 calc R U P B -1


_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 C13 2.101(3) . ?
I2 C16 2.097(3) . ?
Cl3 C17 1.724(3) . ?
Cl1 C14 1.727(3) . ?
Cl2 C15 1.724(3) . ?
Cl4 C18 1.728(3) . ?
C13 C14 1.392(4) . ?
C13 C18 1.396(4) . ?
N1 C5 1.332(4) . ?
N1 C1 1.323(5) . ?
C14 C15 1.397(4) . ?
C3 C4 1.389(4) . ?
C3 C2 1.380(4) . ?
C3 C6 1.507(4) . ?
C15 C16 1.399(4) . ?
C9 C12 1.504(4) . ?
C9 C10 1.391(4) . ?
C9 C8 1.397(4) . ?
C18 C17 1.396(4) . ?
C12 C12 1.537(5) 2_665 ?
C12 H12 0.9800 . ?
C12 C6 1.578(4) . ?
C16 C17 1.396(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.391(4) . ?
N2 C11 1.329(4) . ?
N2 C7 1.335(4) . ?
C5 H5 0.9300 . ?
C5 C4 1.387(4) . ?
C4 H4 0.9300 . ?
C11 H11 0.9300 . ?
C7 H7 0.9300 . ?
C7 C8 1.378(4) . ?
C8 H8 0.9300 . ?
C2 H2 0.9300 . ?
C2 C1 1.391(5) . ?
C1 H1 0.9300 . ?
C6 C6 1.566(6) 2_665 ?
C6 H6 0.9800 . ?
C2A H2A 0.9300 . ?
C2A C1A 1.3900 . ?
C2A C3A 1.3900 . ?
C1A C6A 1.3900 . ?
C1A C7A 1.401(13) . ?
C6A H6A 0.9300 . ?
C6A C5A 1.3900 . ?
C5A H5A 0.9300 . ?
C5A C4A 1.3900 . ?
C4A H4A 0.9300 . ?
C4A C3A 1.3900 . ?
C3A H3A 0.9300 . ?
C7A H7AA 0.9600 . ?
C7A H7AB 0.9600 . ?
C7A H7AC 0.9600 . ?
C1B H1B 0.9300 . ?
C1B C2B 1.3900 . ?
C1B C4B 1.3900 . ?
C2B C3B 1.3900 . ?
C2B C7B 1.507(11) . ?
C3B H3B 0.9300 . ?
C3B C6B 1.3900 . ?
C6B H6B 0.9300 . ?
C6B C5B 1.3900 . ?
C5B H5B 0.9300 . ?
C5B C4B 1.3900 . ?
C4B H4B 0.9300 . ?
C7B H7BA 0.9600 . ?
C7B H7BB 0.9600 . ?
C7B H7BC 0.9600 . ?

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
C14 C13 I1 120.2(2) . . ?
C14 C13 C18 118.6(3) . . ?
C18 C13 I1 121.2(2) . . ?
C1 N1 C5 116.3(3) . . ?
C13 C14 Cl1 120.5(2) . . ?
C13 C14 C15 120.5(3) . . ?
C15 C14 Cl1 118.9(2) . . ?
C4 C3 C6 124.5(3) . . ?
C2 C3 C4 116.0(3) . . ?
C2 C3 C6 119.4(3) . . ?
C14 C15 Cl2 118.8(2) . . ?
C14 C15 C16 121.0(3) . . ?
C16 C15 Cl2 120.2(2) . . ?
C10 C9 C12 124.2(3) . . ?
C10 C9 C8 117.1(3) . . ?
C8 C9 C12 118.6(3) . . ?
C13 C18 Cl4 120.3(2) . . ?
C17 C18 Cl4 118.8(2) . . ?
C17 C18 C13 120.9(3) . . ?
C9 C12 C12 122.8(2) . 2_665 ?
C9 C12 H12 108.4 . . ?
C9 C12 C6 117.9(2) . . ?
C12 C12 H12 108.4 2_665 . ?
C12 C12 C6 89.17(14) 2_665 . ?
C6 C12 H12 108.4 . . ?
C15 C16 I2 120.2(2) . . ?
C17 C16 I2 121.6(2) . . ?
C17 C16 C15 118.3(3) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 C9 118.9(3) . . ?
C11 C10 H10 120.5 . . ?
C11 N2 C7 117.0(3) . . ?
C18 C17 Cl3 119.3(2) . . ?
C16 C17 Cl3 120.1(2) . . ?
C16 C17 C18 120.6(3) . . ?
N1 C5 H5 118.3 . . ?
N1 C5 C4 123.5(3) . . ?
C4 C5 H5 118.3 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
C10 C11 H11 118.1 . . ?
N2 C11 C10 123.8(3) . . ?
N2 C11 H11 118.1 . . ?
N2 C7 H7 118.2 . . ?
N2 C7 C8 123.5(3) . . ?
C8 C7 H7 118.2 . . ?
C9 C8 H8 120.2 . . ?
C7 C8 C9 119.5(3) . . ?
C7 C8 H8 120.2 . . ?
C3 C2 H2 120.0 . . ?
C3 C2 C1 119.9(3) . . ?
C1 C2 H2 120.0 . . ?
N1 C1 C2 124.0(3) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
C3 C6 C12 115.8(2) . . ?
C3 C6 C6 114.7(3) . 2_665 ?
C3 C6 H6 112.0 . . ?
C12 C6 H6 112.0 . . ?
C6 C6 C12 88.15(14) 2_665 . ?
C6 C6 H6 112.0 2_665 . ?
C1A C2A H2A 120.0 . . ?
C1A C2A C3A 120.0 . . ?
C3A C2A H2A 120.0 . . ?
C2A C1A C7A 126.4(8) . . ?
C6A C1A C2A 120.0 . . ?
C6A C1A C7A 113.6(8) . . ?
C1A C6A H6A 120.0 . . ?
C1A C6A C5A 120.0 . . ?
C5A C6A H6A 120.0 . . ?
C6A C5A H5A 120.0 . . ?
C6A C5A C4A 120.0 . . ?
C4A C5A H5A 120.0 . . ?
C5A C4A H4A 120.0 . . ?
C3A C4A C5A 120.0 . . ?
C3A C4A H4A 120.0 . . ?
C2A C3A H3A 120.0 . . ?
C4A C3A C2A 120.0 . . ?
C4A C3A H3A 120.0 . . ?
C1A C7A H7AA 109.5 . . ?
C1A C7A H7AB 109.5 . . ?
C1A C7A H7AC 109.5 . . ?
H7AA C7A H7AB 109.5 . . ?
H7AA C7A H7AC 109.5 . . ?
H7AB C7A H7AC 109.5 . . ?
C2B C1B H1B 120.0 . . ?
C2B C1B C4B 120.0 . . ?
C4B C1B H1B 120.0 . . ?
C1B C2B C7B 120.0(5) . . ?
C3B C2B C1B 120.0 . . ?
C3B C2B C7B 120.0(5) . . ?
C2B C3B H3B 120.0 . . ?
C2B C3B C6B 120.0 . . ?
C6B C3B H3B 120.0 . . ?
C3B C6B H6B 120.0 . . ?
C5B C6B C3B 120.0 . . ?
C5B C6B H6B 120.0 . . ?
C6B C5B H5B 120.0 . . ?
C6B C5B C4B 120.0 . . ?
C4B C5B H5B 120.0 . . ?
C1B C4B H4B 120.0 . . ?
C5B C4B C1B 120.0 . . ?
C5B C4B H4B 120.0 . . ?
C2B C7B H7BA 109.5 . . ?
C2B C7B H7BB 109.5 . . ?
C2B C7B H7BC 109.5 . . ?
H7BA C7B H7BB 109.5 . . ?
H7BA C7B H7BC 109.5 . . ?
H7BB C7B H7BC 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
I1 C13 C14 Cl1 0.6(3) . . . . ?
I1 C13 C14 C15 178.9(2) . . . . ?
I1 C13 C18 Cl4 -3.8(3) . . . . ?
I1 C13 C18 C17 177.8(2) . . . . ?
I2 C16 C17 Cl3 -0.2(3) . . . . ?
I2 C16 C17 C18 179.2(2) . . . . ?
Cl1 C14 C15 Cl2 2.7(3) . . . . ?
Cl1 C14 C15 C16 -178.4(2) . . . . ?
Cl2 C15 C16 I2 -3.7(3) . . . . ?
Cl2 C15 C16 C17 176.3(2) . . . . ?
Cl4 C18 C17 Cl3 4.5(3) . . . . ?
Cl4 C18 C17 C16 -174.9(2) . . . . ?
C13 C14 C15 Cl2 -175.6(2) . . . . ?
C13 C14 C15 C16 3.3(4) . . . . ?
C13 C18 C17 Cl3 -177.1(2) . . . . ?
C13 C18 C17 C16 3.5(4) . . . . ?
N1 C5 C4 C3 -2.1(6) . . . . ?
C14 C13 C18 Cl4 175.6(2) . . . . ?
C14 C13 C18 C17 -2.8(4) . . . . ?
C14 C15 C16 I2 177.4(2) . . . . ?
C14 C15 C16 C17 -2.6(4) . . . . ?
C3 C2 C1 N1 0.6(7) . . . . ?
C15 C16 C17 Cl3 179.8(2) . . . . ?
C15 C16 C17 C18 -0.8(4) . . . . ?
C9 C12 C6 C3 28.2(3) . . . . ?
C9 C12 C6 C6 144.8(3) . . . 2_665 ?
C9 C10 C11 N2 -0.8(5) . . . . ?
C18 C13 C14 Cl1 -178.8(2) . . . . ?
C18 C13 C14 C15 -0.5(4) . . . . ?
C12 C9 C10 C11 -179.1(3) . . . . ?
C12 C9 C8 C7 179.4(3) . . . . ?
C12 C12 C6 C3 -99.1(3) 2_665 . . . ?
C12 C12 C6 C6 17.6(3) 2_665 . . 2_665 ?
C10 C9 C12 C12 0.1(4) . . . 2_665 ?
C10 C9 C12 C6 -108.7(3) . . . . ?
C10 C9 C8 C7 -0.3(5) . . . . ?
N2 C7 C8 C9 0.1(5) . . . . ?
C5 N1 C1 C2 -1.1(6) . . . . ?
C4 C3 C2 C1 -0.8(6) . . . . ?
C4 C3 C6 C12 58.4(4) . . . . ?
C4 C3 C6 C6 -42.2(3) . . . 2_665 ?
C11 N2 C7 C8 -0.3(5) . . . . ?
C7 N2 C11 C10 0.7(5) . . . . ?
C8 C9 C12 C12 -179.6(3) . . . 2_665 ?
C8 C9 C12 C6 71.6(3) . . . . ?
C8 C9 C10 C11 0.6(4) . . . . ?
C2 C3 C4 C5 1.5(5) . . . . ?
C2 C3 C6 C12 -124.6(3) . . . . ?
C2 C3 C6 C6 134.9(3) . . . 2_665 ?
C1 N1 C5 C4 1.9(6) . . . . ?
C6 C3 C4 C5 178.6(3) . . . . ?
C6 C3 C2 C1 -178.1(4) . . . . ?
C2A C1A C6A C5A 0.0 . . . . ?
C1A C2A C3A C4A 0.0 . . . . ?
C1A C6A C5A C4A 0.0 . . . . ?
C6A C5A C4A C3A 0.0 . . . . ?
C5A C4A C3A C2A 0.0 . . . . ?
C3A C2A C1A C6A 0.0 . . . . ?
C3A C2A C1A C7A 179.6(7) . . . . ?
C7A C1A C6A C5A -179.6(6) . . . . ?
C1B C2B C3B C6B 0.0 . . . . ?
C2B C1B C4B C5B 0.0 . . . . ?
C2B C3B C6B C5B 0.0 . . . . ?
C3B C6B C5B C4B 0.0 . . . . ?
C6B C5B C4B C1B 0.0 . . . . ?
C4B C1B C2B C3B 0.0 . . . . ?
C4B C1B C2B C7B 179.2(7) . . . . ?
C7B C2B C3B C6B -179.2(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
