# 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_AU311_b
_database_code_depnum_ccdc_archive 'CCDC 1964808'
loop_
_audit_author_name
_audit_author_address
'Pavel Abramov'
;Nikolaev Institute of Inorganic Chemistry SB RAS
Russia
;
_audit_update_record             
;
2020-02-03 deposited with the CCDC.	2020-02-06 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT915_AU311_b             
;
PROBLEM: No Flack x Check Done: Low Friedel Pair Coverage         30 %
RESPONSE: Refined as a 2-component inversion twin
;
# Added during the CSD deposition process: Monday 03 February 2020 06:45 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H20 Br2 Cl6 N2 Te'
_chemical_formula_weight         620.36

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_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, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   16.2697(10)
_cell_length_b                   9.5846(5)
_cell_length_c                   13.5620(9)
_cell_angle_alpha                90
_cell_angle_beta                 111.878(7)
_cell_angle_gamma                90
_cell_volume                     1962.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    140(2)
_cell_measurement_reflns_used    2182
_cell_measurement_theta_min      3.6700
_cell_measurement_theta_max      28.8450

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.100
_exptl_crystal_F_000             1176
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.500
_exptl_crystal_size_min          0.500
_exptl_absorpt_coefficient_mu    6.389
_shelx_estimated_absorpt_T_min   0.142
_shelx_estimated_absorpt_T_max   0.142
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.56420
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      140(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.6168
_diffrn_reflns_number            4258
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_av_R_equivalents  0.0182
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.355
_diffrn_reflns_theta_max         28.910
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.832
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.832
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.832
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2915
_reflns_number_gt                2835
_reflns_threshold_expression     >2σ(I)
_reflns_Friedel_coverage         0.998
_reflns_Friedel_fraction_max     0.832
_reflns_Friedel_fraction_full    0.997

_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       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2014)'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0392P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.461(14)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2915
_refine_ls_number_parameters     161
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0284
_refine_ls_R_factor_gt           0.0274
_refine_ls_wR_factor_ref         0.0667
_refine_ls_wR_factor_gt          0.0661
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_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
C1 C 0.3728(5) 0.3724(9) 0.0956(6) 0.031(2) Uani 1 1 d . . . . .
H1A H 0.385268 0.470890 0.114766 0.047 Uiso 1 1 calc R U . . .
H1B H 0.325283 0.339908 0.117884 0.047 Uiso 1 1 calc R U . . .
H1C H 0.354294 0.361923 0.018429 0.047 Uiso 1 1 calc R U . . .
C2 C 0.5280(6) 0.3361(9) 0.1189(7) 0.032(2) Uani 1 1 d . . . . .
H2A H 0.510939 0.326492 0.041853 0.048 Uiso 1 1 calc R U . . .
H2B H 0.580575 0.279095 0.155399 0.048 Uiso 1 1 calc R U . . .
H2C H 0.541181 0.434093 0.139086 0.048 Uiso 1 1 calc R U . . .
C3 C 0.4374(6) 0.1375(8) 0.1310(7) 0.032(2) Uani 1 1 d . . . . .
H3A H 0.393963 0.107244 0.160832 0.048 Uiso 1 1 calc R U . . .
H3B H 0.492918 0.086225 0.165468 0.048 Uiso 1 1 calc R U . . .
H3C H 0.414429 0.118784 0.054487 0.048 Uiso 1 1 calc R U . . .
C4 C 0.7696(6) 0.1929(9) 0.8909(7) 0.037(2) Uani 1 1 d . . . . .
H4A H 0.796103 0.187382 0.968561 0.056 Uiso 1 1 calc R U . . .
H4B H 0.812738 0.232009 0.863808 0.056 Uiso 1 1 calc R U . . .
H4C H 0.752348 0.099273 0.861399 0.056 Uiso 1 1 calc R U . . .
C5 C 0.6220(6) 0.2242(9) 0.8951(7) 0.033(2) Uani 1 1 d . . . . .
H5A H 0.606180 0.130373 0.865392 0.049 Uiso 1 1 calc R U . . .
H5B H 0.569186 0.283637 0.871126 0.049 Uiso 1 1 calc R U . . .
H5C H 0.645832 0.218958 0.972875 0.049 Uiso 1 1 calc R U . . .
C6 C 0.7131(7) 0.4290(8) 0.8989(7) 0.037(2) Uani 1 1 d . . . . .
H6A H 0.660477 0.488489 0.870567 0.055 Uiso 1 1 calc R U . . .
H6B H 0.759437 0.465046 0.875910 0.055 Uiso 1 1 calc R U . . .
H6C H 0.734685 0.428835 0.976693 0.055 Uiso 1 1 calc R U . . .
N1 N 0.4539(5) 0.2883(6) 0.1496(6) 0.0173(16) Uani 1 1 d . . . . .
H1 H 0.472231 0.304559 0.227677 0.021 Uiso 1 1 calc R U . . .
N2 N 0.6898(5) 0.2842(7) 0.8587(6) 0.0189(17) Uani 1 1 d . . . . .
H2 H 0.664040 0.288119 0.779317 0.023 Uiso 1 1 calc R U . . .
Cl1 Cl 0.48954(14) 0.2411(2) 0.62679(16) 0.0256(4) Uani 1 1 d . . . . .
Cl2 Cl 0.48306(13) 0.41511(18) 0.37993(14) 0.0208(4) Uani 1 1 d . . . . .
Cl3 Cl 0.46134(13) 0.0436(2) 0.39865(14) 0.0223(4) Uani 1 1 d . . . . .
Cl4 Cl 0.65538(13) 0.1738(2) 0.38202(15) 0.0206(4) Uani 1 1 d . . . . .
Cl5 Cl 0.65537(13) 0.0182(2) 0.61982(14) 0.0207(4) Uani 1 1 d . . . . .
Cl6 Cl 0.69606(14) 0.37884(19) 0.63141(14) 0.0209(4) Uani 1 1 d . . . . .
Br1 Br 0.36520(4) 0.65273(8) 0.29242(5) 0.01747(19) Uani 1 1 d . . . . .
Br2 Br 0.28216(5) 0.84573(8) 0.21110(5) 0.01809(19) Uani 1 1 d . . . . .
Te1 Te 0.57342(4) 0.20660(4) 0.50624(4) 0.01098(11) 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
C1 N1 1.486(10) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 N1 1.485(11) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 N1 1.475(10) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 N2 1.489(12) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 N2 1.483(11) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 N2 1.487(10) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
N1 H1 1.0000 . ?
N2 H2 1.0000 . ?
Cl1 Te1 2.511(2) . ?
Cl2 Te1 2.6857(18) . ?
Cl3 Te1 2.4316(19) . ?
Cl4 Te1 2.5277(19) . ?
Cl5 Te1 2.4246(18) . ?
Cl6 Te1 2.6578(19) . ?
Br1 Br2 2.3137(8) . ?

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
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C3 N1 C2 111.7(7) . . ?
C3 N1 C1 112.1(7) . . ?
C2 N1 C1 111.0(7) . . ?
C3 N1 H1 107.3 . . ?
C2 N1 H1 107.3 . . ?
C1 N1 H1 107.3 . . ?
C5 N2 C6 111.1(7) . . ?
C5 N2 C4 110.5(7) . . ?
C6 N2 C4 111.5(8) . . ?
C5 N2 H2 107.9 . . ?
C6 N2 H2 107.9 . . ?
C4 N2 H2 107.9 . . ?
Cl5 Te1 Cl3 90.84(6) . . ?
Cl5 Te1 Cl1 89.31(7) . . ?
Cl3 Te1 Cl1 90.42(7) . . ?
Cl5 Te1 Cl4 91.66(7) . . ?
Cl3 Te1 Cl4 89.08(6) . . ?
Cl1 Te1 Cl4 178.92(8) . . ?
Cl5 Te1 Cl6 87.28(7) . . ?
Cl3 Te1 Cl6 177.48(7) . . ?
Cl1 Te1 Cl6 87.89(7) . . ?
Cl4 Te1 Cl6 92.64(7) . . ?
Cl5 Te1 Cl2 179.76(8) . . ?
Cl3 Te1 Cl2 89.17(6) . . ?
Cl1 Te1 Cl2 90.93(7) . . ?
Cl4 Te1 Cl2 88.10(6) . . ?
Cl6 Te1 Cl2 92.72(6) . . ?

_refine_diff_density_max         0.659
_refine_diff_density_min         -1.341
_refine_diff_density_rms         0.152

_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AtlasS2

####################################################################### 
# 
# 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_AU378_a
_database_code_depnum_ccdc_archive 'CCDC 1964810'
loop_
_audit_author_name
_audit_author_address
'Pavel Abramov'
;Nikolaev Institute of Inorganic Chemistry SB RAS
Russia
;
_audit_update_record             
;
2020-02-03 deposited with the CCDC.	2020-02-06 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT230_AU378_a             
;
PROBLEM: Hirshfeld Test Diff for    Te1      --Cl1      .       11.5 s.u.
RESPONSE: Refinement of Cl/Br statistical disordering gave possible presence of Br less then 1%. Elongation of Te-Cl bond is caused by Cl...Br2 interactions.
;
# Added during the CSD deposition process: Monday 03 February 2020 06:45 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H16 Br2 Cl6 N2 Te'
_chemical_formula_weight         688.39

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   7.7903(4)
_cell_length_b                   8.9520(5)
_cell_length_c                   17.1961(10)
_cell_angle_alpha                100.706(5)
_cell_angle_beta                 97.205(5)
_cell_angle_gamma                108.223(5)
_cell_volume                     1097.41(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    140(2)
_cell_measurement_reflns_used    3174
_cell_measurement_theta_min      2.8130
_cell_measurement_theta_max      28.5950

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.083
_exptl_crystal_F_000             652
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    5.725
_shelx_estimated_absorpt_T_min   0.394
_shelx_estimated_absorpt_T_max   0.598
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.74962
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      140(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.6168
_diffrn_reflns_number            8222
_diffrn_reflns_av_unetI/netI     0.0527
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.459
_diffrn_reflns_theta_max         29.012
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.818
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.818
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.818
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4794
_reflns_number_gt                3999
_reflns_threshold_expression     >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       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2014)'
_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)+(0.0206P)²+0.3544P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4794
_refine_ls_number_parameters     210
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0345
_refine_ls_wR_factor_ref         0.0740
_refine_ls_wR_factor_gt          0.0688
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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
C1 C 0.2642(7) 0.0678(5) 0.0302(3) 0.0463(12) Uani 1 1 d . . . . .
H1A H 0.347320 0.006464 0.021011 0.069 Uiso 1 1 calc R U . . .
H1B H 0.216535 0.087711 -0.020922 0.069 Uiso 1 1 calc R U . . .
H1C H 0.161349 0.005462 0.051624 0.069 Uiso 1 1 calc R U . . .
C2 C 0.4949(6) 0.3496(5) 0.0678(3) 0.0371(11) Uani 1 1 d . . . . .
H2 H 0.516802 0.334664 0.014297 0.045 Uiso 1 1 calc R U . . .
C3 C 0.5883(7) 0.4904(6) 0.1215(4) 0.0507(14) Uani 1 1 d . . . . .
H3 H 0.676604 0.574702 0.106396 0.061 Uiso 1 1 calc R U . . .
N1 N 0.5561(6) 0.5107(5) 0.1957(3) 0.0539(12) Uani 1 1 d . . . . .
H4 H 0.616580 0.603812 0.230594 0.065 Uiso 1 1 calc R U . . .
C5 C 0.4353(9) 0.3949(6) 0.2196(3) 0.0627(17) Uani 1 1 d . . . . .
H5 H 0.416475 0.412635 0.273542 0.075 Uiso 1 1 calc R U . . .
C6 C 0.3399(7) 0.2525(5) 0.1666(3) 0.0409(12) Uani 1 1 d . . . . .
H6 H 0.252781 0.170079 0.183293 0.049 Uiso 1 1 calc R U . . .
C21 C 0.3672(5) 0.2257(5) 0.0894(2) 0.0256(9) Uani 1 1 d . . . . .
Cl1 Cl 0.71210(16) 0.81565(12) 0.35059(6) 0.0375(3) Uani 1 1 d . . . . .
Cl2 Cl 0.47699(14) 0.86989(12) 0.16025(6) 0.0319(2) Uani 1 1 d . . . . .
Cl3 Cl 0.84147(14) 1.21877(13) 0.16541(7) 0.0366(3) Uani 1 1 d . . . . .
Cl4 Cl 1.09524(14) 1.20747(12) 0.34133(6) 0.0300(2) Uani 1 1 d . . . . .
Cl5 Cl 0.64623(15) 1.21445(12) 0.33515(8) 0.0395(3) Uani 1 1 d . . . . .
Cl6 Cl 0.94508(14) 0.87297(12) 0.17383(7) 0.0336(3) Uani 1 1 d . . . . .
Br1 Br 0.55011(6) 0.58560(5) 0.45804(3) 0.02906(11) Uani 1 1 d . . . . .
Te1 Te 0.79047(3) 1.04071(3) 0.25368(2) 0.02009(8) Uani 1 1 d . . . . .
N3 N 0.8065(10) 1.0638(9) 0.5162(5) 0.0389(18) Uiso 0.5 1 d . . P A 1
H7 H 0.793871 0.992335 0.471259 0.047 Uiso 0.5 1 calc R U P A 1
C16 C 0.9263(13) 1.2134(11) 0.5295(6) 0.040(2) Uiso 0.5 1 d . . P A 1
H16 H 0.999122 1.242836 0.490685 0.048 Uiso 0.5 1 calc R U P A 1
C17 C 0.7203(13) 1.1220(12) 0.6388(7) 0.029(2) Uiso 0.5 1 d . . P A 1
H17 H 0.648317 1.084349 0.676549 0.035 Uiso 0.5 1 calc R U P A 1
C11 C 0.8593(12) 1.4027(10) 0.7315(5) 0.034(2) Uiso 0.5 1 d . . P A 1
H11A H 0.981304 1.430688 0.765229 0.051 Uiso 0.5 1 calc R U P A 1
H11B H 0.763982 1.355202 0.760729 0.051 Uiso 0.5 1 calc R U P A 1
H11C H 0.844271 1.500671 0.718755 0.051 Uiso 0.5 1 calc R U P A 1
C20 C 0.9448(15) 1.3251(14) 0.5991(7) 0.039(3) Uiso 0.5 1 d . . P A 1
H20 H 1.029869 1.432069 0.608061 0.047 Uiso 0.5 1 calc R U P A 1
C8 C 0.7093(14) 1.0235(12) 0.5687(6) 0.032(3) Uiso 0.5 1 d . . P A 1
H8 H 0.623775 0.916049 0.556799 0.039 Uiso 0.5 1 calc R U P A 1
C7 C 0.8420(11) 1.2845(10) 0.6559(5) 0.0211(17) Uiso 0.5 1 d . . P A 1
C12 C 0.9542(12) 1.4110(11) 0.5271(6) 0.042(2) Uiso 0.5 1 d . . P A -1
H12A H 0.862446 1.454191 0.505293 0.062 Uiso 0.5 1 calc R U P A -1
H12B H 0.987661 1.347282 0.482537 0.062 Uiso 0.5 1 calc R U P A -1
H12C H 1.064220 1.500709 0.558109 0.062 Uiso 0.5 1 calc R U P A -1
C13 C 0.7778(13) 1.1403(12) 0.5481(7) 0.043(2) Uiso 0.5 1 d . . P A -1
H13 H 0.767834 1.095305 0.492425 0.051 Uiso 0.5 1 calc R U P A -1
C15 C 0.8117(12) 1.2679(11) 0.7082(6) 0.038(2) Uiso 0.5 1 d . . P A -1
H15 H 0.823336 1.310024 0.764297 0.045 Uiso 0.5 1 calc R U P A -1
C19 C 0.6936(15) 1.0389(14) 0.5962(7) 0.036(3) Uiso 0.5 1 d . . P A -1
H19 H 0.625279 0.926867 0.575210 0.043 Uiso 0.5 1 calc R U P A -1
C18 C 0.8911(13) 1.3652(13) 0.6614(6) 0.034(2) Uiso 0.5 1 d . . P A -1
H18 H 0.958593 1.476333 0.685376 0.041 Uiso 0.5 1 calc R U P A -1
N2 N 0.7177(11) 1.1133(10) 0.6745(6) 0.039(2) Uiso 0.5 1 d . . P A -1
H9 H 0.665973 1.053435 0.706109 0.047 Uiso 0.5 1 calc R U P A -1
C9 C 0.8764(14) 1.3068(12) 0.5801(7) 0.032(2) Uiso 0.5 1 d . . P A -1
Br2 Br 0.9987(2) 0.61327(19) 0.04502(11) 0.0291(4) Uani 0.25 1 d . . P B 2
Br3 Br 1.12429(9) 0.59754(7) 0.04521(4) 0.04278(17) Uani 0.75 1 d . . P C 4


_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
C1 C21 1.493(6) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.340(7) . ?
C2 C21 1.383(5) . ?
C2 H2 0.9500 . ?
C3 N1 1.322(7) . ?
C3 H3 0.9500 . ?
N1 C5 1.331(6) . ?
N1 H4 0.8800 . ?
C5 C6 1.346(7) . ?
C5 H5 0.9500 . ?
C6 C21 1.360(6) . ?
C6 H6 0.9500 . ?
Cl1 Te1 2.8181(10) . ?
Cl2 Te1 2.5790(11) . ?
Cl3 Te1 2.3785(10) . ?
Cl4 Te1 2.4873(11) . ?
Cl5 Te1 2.5144(10) . ?
Cl6 Te1 2.5241(9) . ?
Br1 Br1 2.3231(8) 2_666 ?
N3 C13 0.898(10) . ?
N3 C8 1.280(12) . ?
N3 C16 1.330(11) . ?
N3 C19 1.735(12) . ?
N3 H7 0.8800 . ?
C16 C13 1.252(12) . ?
C16 C9 1.275(13) . ?
C16 C20 1.370(14) . ?
C16 C12 1.722(12) . ?
C16 H16 0.9500 . ?
C17 N2 0.633(11) . ?
C17 C19 0.893(12) . ?
C17 C8 1.331(14) . ?
C17 C7 1.418(13) . ?
C17 C15 1.504(14) . ?
C17 C13 1.700(14) . ?
C17 H17 0.9500 . ?
C11 C15 1.122(11) . ?
C11 C18 1.266(11) . ?
C11 C7 1.478(12) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C20 C9 0.547(14) . ?
C20 C18 1.231(13) . ?
C20 C7 1.369(13) . ?
C20 C12 1.572(13) . ?
C20 C13 1.740(16) . ?
C20 H20 0.9500 . ?
C8 C19 0.509(13) . ?
C8 C13 1.158(12) . ?
C8 N2 1.831(13) . ?
C8 H8 0.9500 . ?
C7 C18 0.685(10) . ?
C7 C15 0.983(11) . ?
C7 C9 1.401(12) . ?
C7 N2 1.649(12) . ?
C7 C13 1.957(14) . ?
C12 C9 1.473(12) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C19 1.409(14) . ?
C13 C9 1.410(14) . ?
C13 H13 0.9500 . ?
C15 N2 1.322(12) . ?
C15 C18 1.355(12) . ?
C15 H15 0.9500 . ?
C19 N2 1.347(15) . ?
C19 H19 0.9500 . ?
C18 C9 1.376(14) . ?
C18 H18 0.9500 . ?
N2 H9 0.8800 . ?
Br2 Br2 2.319(3) 2_765 ?
Br3 Br3 2.3105(13) 2_765 ?

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
C21 C1 H1A 109.5 . . ?
C21 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C21 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C21 120.9(4) . . ?
C3 C2 H2 119.6 . . ?
C21 C2 H2 119.6 . . ?
N1 C3 C2 119.2(4) . . ?
N1 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 N1 C5 122.2(4) . . ?
C3 N1 H4 118.9 . . ?
C5 N1 H4 118.9 . . ?
N1 C5 C6 119.5(5) . . ?
N1 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C5 C6 C21 120.6(4) . . ?
C5 C6 H6 119.7 . . ?
C21 C6 H6 119.7 . . ?
C6 C21 C2 117.6(4) . . ?
C6 C21 C1 121.3(4) . . ?
C2 C21 C1 121.2(4) . . ?
Cl3 Te1 Cl4 89.83(4) . . ?
Cl3 Te1 Cl5 89.87(4) . . ?
Cl4 Te1 Cl5 89.02(4) . . ?
Cl3 Te1 Cl6 89.65(4) . . ?
Cl4 Te1 Cl6 89.24(4) . . ?
Cl5 Te1 Cl6 178.20(4) . . ?
Cl3 Te1 Cl2 89.08(4) . . ?
Cl4 Te1 Cl2 178.79(3) . . ?
Cl5 Te1 Cl2 91.50(4) . . ?
Cl6 Te1 Cl2 90.23(4) . . ?
Cl3 Te1 Cl1 176.42(4) . . ?
Cl4 Te1 Cl1 93.63(3) . . ?
Cl5 Te1 Cl1 91.13(4) . . ?
Cl6 Te1 Cl1 89.45(3) . . ?
Cl2 Te1 Cl1 87.45(3) . . ?
C13 N3 C8 61.3(8) . . ?
C13 N3 C16 65.0(9) . . ?
C8 N3 C16 120.2(9) . . ?
C13 N3 C19 54.0(9) . . ?
C8 N3 C19 8.8(7) . . ?
C16 N3 C19 111.4(8) . . ?
C13 N3 H7 154.8 . . ?
C8 N3 H7 119.9 . . ?
C16 N3 H7 119.9 . . ?
C19 N3 H7 128.7 . . ?
C13 C16 C9 67.8(7) . . ?
C13 C16 N3 40.6(6) . . ?
C9 C16 N3 108.2(8) . . ?
C13 C16 C20 83.0(9) . . ?
C9 C16 C20 23.5(6) . . ?
N3 C16 C20 120.0(9) . . ?
C13 C16 C12 113.6(8) . . ?
C9 C16 C12 56.5(6) . . ?
N3 C16 C12 145.5(8) . . ?
C20 C16 C12 59.8(6) . . ?
C13 C16 H16 151.7 . . ?
C9 C16 H16 127.1 . . ?
N3 C16 H16 120.0 . . ?
C20 C16 H16 120.0 . . ?
C12 C16 H16 71.2 . . ?
N2 C17 C19 123.1(19) . . ?
N2 C17 C8 134.4(17) . . ?
C19 C17 C8 13.6(10) . . ?
N2 C17 C7 99.8(16) . . ?
C19 C17 C7 132.0(13) . . ?
C8 C17 C7 118.4(9) . . ?
N2 C17 C15 61.3(14) . . ?
C19 C17 C15 166.3(13) . . ?
C8 C17 C15 154.8(9) . . ?
C7 C17 C15 39.2(5) . . ?
N2 C17 C13 166.2(16) . . ?
C19 C17 C13 55.9(10) . . ?
C8 C17 C13 42.8(6) . . ?
C7 C17 C13 77.2(7) . . ?
C15 C17 C13 116.3(8) . . ?
N2 C17 H17 31.8 . . ?
C19 C17 H17 107.2 . . ?
C8 C17 H17 120.8 . . ?
C7 C17 H17 120.8 . . ?
C15 C17 H17 82.7 . . ?
C13 C17 H17 158.9 . . ?
C15 C11 C18 68.8(8) . . ?
C15 C11 C7 41.7(6) . . ?
C18 C11 C7 27.6(5) . . ?
C15 C11 H11A 104.6 . . ?
C18 C11 H11A 101.6 . . ?
C7 C11 H11A 109.5 . . ?
C15 C11 H11B 72.8 . . ?
C18 C11 H11B 135.4 . . ?
C7 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C15 C11 H11C 142.3 . . ?
C18 C11 H11C 88.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C20 C18 93.3(19) . . ?
C9 C20 C7 81.9(18) . . ?
C18 C20 C7 30.0(5) . . ?
C9 C20 C16 68.5(19) . . ?
C18 C20 C16 150.1(12) . . ?
C7 C20 C16 120.8(10) . . ?
C9 C20 C12 69.5(18) . . ?
C18 C20 C12 125.9(9) . . ?
C7 C20 C12 142.4(9) . . ?
C16 C20 C12 71.3(7) . . ?
C9 C20 C13 45.3(17) . . ?
C18 C20 C13 104.7(9) . . ?
C7 C20 C13 77.0(7) . . ?
C16 C20 C13 45.6(6) . . ?
C12 C20 C13 98.0(8) . . ?
C9 C20 H20 120.9 . . ?
C18 C20 H20 90.0 . . ?
C7 C20 H20 119.6 . . ?
C16 C20 H20 119.6 . . ?
C12 C20 H20 61.5 . . ?
C13 C20 H20 159.4 . . ?
C19 C8 C13 109(2) . . ?
C19 C8 N3 149(3) . . ?
C13 C8 N3 42.9(6) . . ?
C19 C8 C17 24.3(19) . . ?
C13 C8 C17 85.8(9) . . ?
N3 C8 C17 124.4(10) . . ?
C19 C8 N2 15(2) . . ?
C13 C8 N2 99.3(9) . . ?
N3 C8 N2 134.8(9) . . ?
C17 C8 N2 14.3(5) . . ?
C19 C8 H8 93.5 . . ?
C13 C8 H8 149.7 . . ?
N3 C8 H8 117.8 . . ?
C17 C8 H8 117.8 . . ?
N2 C8 H8 106.4 . . ?
C18 C7 C15 107.2(15) . . ?
C18 C7 C20 63.8(11) . . ?
C15 C7 C20 159.9(11) . . ?
C18 C7 C9 73.7(12) . . ?
C15 C7 C9 177.3(11) . . ?
C20 C7 C9 22.8(6) . . ?
C18 C7 C17 172.2(15) . . ?
C15 C7 C17 75.1(9) . . ?
C20 C7 C17 116.3(9) . . ?
C9 C7 C17 103.6(9) . . ?
C18 C7 C11 58.8(11) . . ?
C15 C7 C11 49.4(7) . . ?
C20 C7 C11 121.8(9) . . ?
C9 C7 C11 131.0(8) . . ?
C17 C7 C11 121.8(8) . . ?
C18 C7 N2 160.4(14) . . ?
C15 C7 N2 53.3(8) . . ?
C20 C7 N2 135.2(8) . . ?
C9 C7 N2 125.6(8) . . ?
C17 C7 N2 22.2(5) . . ?
C11 C7 N2 101.7(7) . . ?
C18 C7 C13 119.7(13) . . ?
C15 C7 C13 132.9(10) . . ?
C20 C7 C13 60.0(7) . . ?
C9 C7 C13 46.1(6) . . ?
C17 C7 C13 57.9(6) . . ?
C11 C7 C13 168.6(7) . . ?
N2 C7 C13 79.6(6) . . ?
C9 C12 C20 20.4(5) . . ?
C9 C12 C16 46.2(5) . . ?
C20 C12 C16 48.9(6) . . ?
C9 C12 H12A 109.5 . . ?
C20 C12 H12A 126.1 . . ?
C16 C12 H12A 128.3 . . ?
C9 C12 H12B 109.5 . . ?
C20 C12 H12B 109.2 . . ?
C16 C12 H12B 63.4 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
C20 C12 H12C 91.2 . . ?
C16 C12 H12C 121.3 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N3 C13 C8 75.8(10) . . ?
N3 C13 C16 74.4(9) . . ?
C8 C13 C16 139.7(11) . . ?
N3 C13 C19 95.0(11) . . ?
C8 C13 C19 20.0(7) . . ?
C16 C13 C19 145.7(10) . . ?
N3 C13 C9 131.1(11) . . ?
C8 C13 C9 140.6(11) . . ?
C16 C13 C9 56.9(7) . . ?
C19 C13 C9 121.9(10) . . ?
N3 C13 C17 122.5(11) . . ?
C8 C13 C17 51.4(7) . . ?
C16 C13 C17 131.8(10) . . ?
C19 C13 C17 31.6(5) . . ?
C9 C13 C17 90.4(8) . . ?
N3 C13 C20 121.5(11) . . ?
C8 C13 C20 132.0(11) . . ?
C16 C13 C20 51.4(7) . . ?
C19 C13 C20 116.4(9) . . ?
C9 C13 C20 16.0(6) . . ?
C17 C13 C20 87.0(7) . . ?
N3 C13 C7 144.0(11) . . ?
C8 C13 C7 95.1(9) . . ?
C16 C13 C7 93.2(8) . . ?
C19 C13 C7 76.2(7) . . ?
C9 C13 C7 45.7(6) . . ?
C17 C13 C7 44.9(5) . . ?
C20 C13 C7 43.0(5) . . ?
N3 C13 H13 40.0 . . ?
C8 C13 H13 99.9 . . ?
C16 C13 H13 73.3 . . ?
C19 C13 H13 119.1 . . ?
C9 C13 H13 119.1 . . ?
C17 C13 H13 150.4 . . ?
C20 C13 H13 122.1 . . ?
C7 C13 H13 164.7 . . ?
C7 C15 C11 88.9(9) . . ?
C7 C15 N2 90.0(10) . . ?
C11 C15 N2 166.2(11) . . ?
C7 C15 C18 28.9(7) . . ?
C11 C15 C18 60.6(7) . . ?
N2 C15 C18 118.9(10) . . ?
C7 C15 C17 65.7(9) . . ?
C11 C15 C17 148.8(11) . . ?
N2 C15 C17 24.8(5) . . ?
C18 C15 C17 94.3(9) . . ?
C7 C15 H15 149.4 . . ?
C11 C15 H15 61.8 . . ?
N2 C15 H15 120.6 . . ?
C18 C15 H15 120.6 . . ?
C17 C15 H15 144.9 . . ?
C8 C19 C17 142(3) . . ?
C8 C19 N2 159(3) . . ?
C17 C19 N2 23.2(8) . . ?
C8 C19 C13 51.0(18) . . ?
C17 C19 C13 92.5(12) . . ?
N2 C19 C13 114.6(11) . . ?
C8 C19 N3 22.6(19) . . ?
C17 C19 N3 119.6(12) . . ?
N2 C19 N3 137.9(10) . . ?
C13 C19 N3 31.0(5) . . ?
C8 C19 H19 73.6 . . ?
C17 C19 H19 144.2 . . ?
N2 C19 H19 122.7 . . ?
C13 C19 H19 122.7 . . ?
N3 C19 H19 96.1 . . ?
C7 C18 C20 86.2(14) . . ?
C7 C18 C11 93.7(12) . . ?
C20 C18 C11 170.4(11) . . ?
C7 C18 C15 43.9(10) . . ?
C20 C18 C15 127.2(11) . . ?
C11 C18 C15 50.5(6) . . ?
C7 C18 C9 77.8(13) . . ?
C20 C18 C9 23.4(6) . . ?
C11 C18 C9 165.0(11) . . ?
C15 C18 C9 121.6(10) . . ?
C7 C18 H18 162.9 . . ?
C20 C18 H18 108.7 . . ?
C11 C18 H18 70.2 . . ?
C15 C18 H18 119.2 . . ?
C9 C18 H18 119.2 . . ?
C17 N2 C15 93.8(15) . . ?
C17 N2 C19 33.7(12) . . ?
C15 N2 C19 126.2(10) . . ?
C17 N2 C7 57.9(13) . . ?
C15 N2 C7 36.6(5) . . ?
C19 N2 C7 89.6(8) . . ?
C17 N2 C8 31.3(13) . . ?
C15 N2 C8 121.8(8) . . ?
C19 N2 C8 5.7(7) . . ?
C7 N2 C8 85.3(6) . . ?
C17 N2 H9 147.7 . . ?
C15 N2 H9 116.9 . . ?
C19 N2 H9 116.9 . . ?
C7 N2 H9 153.5 . . ?
C8 N2 H9 121.1 . . ?
C20 C9 C16 88.0(19) . . ?
C20 C9 C18 63.3(18) . . ?
C16 C9 C18 142.8(11) . . ?
C20 C9 C7 75.3(19) . . ?
C16 C9 C7 125.6(9) . . ?
C18 C9 C7 28.6(5) . . ?
C20 C9 C13 119(2) . . ?
C16 C9 C13 55.3(7) . . ?
C18 C9 C13 116.8(9) . . ?
C7 C9 C13 88.2(8) . . ?
C20 C9 C12 90.1(18) . . ?
C16 C9 C12 77.2(7) . . ?
C18 C9 C12 122.8(9) . . ?
C7 C9 C12 151.4(10) . . ?
C13 C9 C12 120.4(9) . . ?

_refine_diff_density_max         0.831
_refine_diff_density_min         -0.989
_refine_diff_density_rms         0.122

_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AtlasS2

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1964811'
loop_
_audit_author_name
_audit_author_address
'Pavel Abramov'
;Nikolaev Institute of Inorganic Chemistry SB RAS
Russia
;
_audit_update_record             
;
2020-02-03 deposited with the CCDC.	2020-02-06 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT230_4                   
;
PROBLEM: Hirshfeld Test Diff for    Te1      --Cl1      .        9.7 s.u.
RESPONSE: Refinement of Cl/Br statistical disordering gave possible presence of Br less then 1%. Elongation of Te-Cl bond is caused by Cl...Br2 interactions.
;
# Added during the CSD deposition process: Monday 03 February 2020 06:45 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H16 Br2 Cl6 N2 Te'
_chemical_formula_weight         688.39

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           96
_space_group_name_H-M_alt        'P 43 21 2'
_space_group_name_Hall           'P 4nw 2abw'

_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, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   9.2138(2)
_cell_length_b                   9.2138(2)
_cell_length_c                   25.0947(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2130.39(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    140(2)
_cell_measurement_reflns_used    3395
_cell_measurement_theta_min      2.3530
_cell_measurement_theta_max      28.5400

_exptl_crystal_description       polyhedra
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.146
_exptl_crystal_F_000             1304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    5.898
_shelx_estimated_absorpt_T_min   0.271
_shelx_estimated_absorpt_T_max   0.385
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.98832
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      140(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.6168
_diffrn_reflns_number            5997
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.355
_diffrn_reflns_theta_max         29.037
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.873
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.873
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.843
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2405
_reflns_number_gt                2247
_reflns_threshold_expression     >2σ(I)
_reflns_Friedel_coverage         0.593
_reflns_Friedel_fraction_max     0.798
_reflns_Friedel_fraction_full    1.000

_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       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2014)'
_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)+(0.0131P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 773 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.012(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2405
_refine_ls_number_parameters     106
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0271
_refine_ls_wR_factor_ref         0.0422
_refine_ls_wR_factor_gt          0.0412
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_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
Te1 Te 0.35901(3) 0.64099(3) 0.250000 0.01596(10) Uani 1 2 d S T P . .
C1 C 0.1348(5) 0.6016(5) 0.43428(16) 0.0324(12) Uani 1 1 d . . . . .
H1A H 0.230031 0.641805 0.425143 0.049 Uiso 1 1 calc R U . . .
H1B H 0.138624 0.495402 0.432290 0.049 Uiso 1 1 calc R U . . .
H1C H 0.108509 0.631085 0.470537 0.049 Uiso 1 1 calc R U . . .
N1 N 0.0253(4) 0.6562(4) 0.39651(13) 0.0231(9) Uani 1 1 d . . . . .
Br1 Br -0.07888(5) 0.24974(5) 0.26235(2) 0.03021(13) Uani 1 1 d . . . . .
Cl1 Cl 0.55591(12) 0.44409(12) 0.250000 0.0265(4) Uani 1 2 d S T P . .
Cl2 Cl 0.42506(13) 0.70113(13) 0.34536(4) 0.0253(3) Uani 1 1 d . . . . .
C2 C -0.0758(5) 0.5642(5) 0.37735(16) 0.0274(11) Uani 1 1 d . . . . .
H2 H -0.074028 0.465188 0.387931 0.033 Uiso 1 1 calc R U . . .
Cl4 Cl 0.17361(12) 0.45879(12) 0.28495(4) 0.0245(3) Uani 1 1 d . . . . .
C4 C -0.1815(5) 0.7543(6) 0.32753(17) 0.0301(12) Uani 1 1 d . . . . .
H4 H -0.253703 0.788679 0.303605 0.036 Uiso 1 1 calc R U . . .
Cl3 Cl 0.16903(12) 0.83097(12) 0.250000 0.0290(4) Uani 1 2 d S T P . .
C3 C -0.1806(5) 0.6111(6) 0.34295(18) 0.0311(12) Uani 1 1 d . . . . .
H3 H -0.251924 0.545674 0.329858 0.037 Uiso 1 1 calc R U . . .
C6 C 0.0265(5) 0.7952(5) 0.38191(16) 0.0247(11) Uani 1 1 d . . . . .
H6 H 0.098848 0.858716 0.395484 0.030 Uiso 1 1 calc R U . . .
C5 C -0.0780(5) 0.8474(6) 0.34678(16) 0.0307(12) Uani 1 1 d . . . . .
H5 H -0.077648 0.946447 0.336268 0.037 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
Te1 Cl3 2.4755(16) . ?
Te1 Cl2 2.5306(9) 8_665 ?
Te1 Cl2 2.5306(9) . ?
Te1 Cl4 2.5506(11) . ?
Te1 Cl4 2.5506(11) 8_665 ?
Te1 Cl1 2.5656(16) . ?
C1 N1 1.473(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
N1 C6 1.332(6) . ?
N1 C2 1.348(6) . ?
Br1 Br1 2.3110(9) 8 ?
C2 C3 1.366(6) . ?
C2 H2 0.9500 . ?
C4 C5 1.371(6) . ?
C4 C3 1.376(7) . ?
C4 H4 0.9500 . ?
C3 H3 0.9500 . ?
C6 C5 1.392(6) . ?
C6 H6 0.9500 . ?
C5 H5 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
Cl3 Te1 Cl2 90.87(3) . 8_665 ?
Cl3 Te1 Cl2 90.87(3) . . ?
Cl2 Te1 Cl2 178.26(6) 8_665 . ?
Cl3 Te1 Cl4 89.53(3) . . ?
Cl2 Te1 Cl4 91.16(3) 8_665 . ?
Cl2 Te1 Cl4 88.86(3) . . ?
Cl3 Te1 Cl4 89.53(3) . 8_665 ?
Cl2 Te1 Cl4 88.86(3) 8_665 8_665 ?
Cl2 Te1 Cl4 91.16(3) . 8_665 ?
Cl4 Te1 Cl4 179.06(6) . 8_665 ?
Cl3 Te1 Cl1 180.0 . . ?
Cl2 Te1 Cl1 89.13(3) 8_665 . ?
Cl2 Te1 Cl1 89.13(3) . . ?
Cl4 Te1 Cl1 90.47(3) . . ?
Cl4 Te1 Cl1 90.47(3) 8_665 . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C6 N1 C2 120.8(4) . . ?
C6 N1 C1 120.0(4) . . ?
C2 N1 C1 119.2(4) . . ?
N1 C2 C3 121.0(4) . . ?
N1 C2 H2 119.5 . . ?
C3 C2 H2 119.5 . . ?
C5 C4 C3 119.8(4) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C2 C3 C4 119.1(5) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
N1 C6 C5 120.0(4) . . ?
N1 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C4 C5 C6 119.3(5) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?

_refine_diff_density_max         0.445
_refine_diff_density_min         -0.543
_refine_diff_density_rms         0.091

_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AtlasS2

####################################################################### 
# 
# 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 1964809'
loop_
_audit_author_name
_audit_author_address
'Pavel Abramov'
;Nikolaev Institute of Inorganic Chemistry SB RAS
Russia
;
_audit_update_record             
;
2020-02-03 deposited with the CCDC.	2020-02-06 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT230_2                   
;
PROBLEM: Hirshfeld Test Diff for    Te1      --Cl1      .       13.3 s.u.
RESPONSE: Refinement of Cl/Br statistical disordering gave possible presence of Br less then 1%. Elongation of Te-Cl bond is caused by Cl...Br2 interactions.
;
# Added during the CSD deposition process: Monday 03 February 2020 06:45 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H12 Br2 Cl6 N2 Te'
_chemical_formula_weight         660.34

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   16.8313(8)
_cell_length_b                   9.4395(4)
_cell_length_c                   13.2246(6)
_cell_angle_alpha                90
_cell_angle_beta                 109.260(5)
_cell_angle_gamma                90
_cell_volume                     1983.51(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    140(2)
_cell_measurement_reflns_used    2605
_cell_measurement_theta_min      2.5220
_cell_measurement_theta_max      28.8460

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.211
_exptl_crystal_F_000             1240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    6.330
_shelx_estimated_absorpt_T_min   0.144
_shelx_estimated_absorpt_T_max   0.253
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.57690
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      140(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.6168
_diffrn_reflns_number            4386
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_av_R_equivalents  0.0141
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.510
_diffrn_reflns_theta_max         28.904
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.840
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.840
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.840
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2189
_reflns_number_gt                1966
_reflns_threshold_expression     >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       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2014)'
_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)+(0.0288P)²+1.0149P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2189
_refine_ls_number_parameters     96
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0287
_refine_ls_R_factor_gt           0.0240
_refine_ls_wR_factor_ref         0.0582
_refine_ls_wR_factor_gt          0.0566
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_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
C1 C 0.6730(4) 0.5790(6) 0.1542(3) 0.0796(18) Uani 1 1 d . . . . .
H1 H 0.701941 0.491030 0.169115 0.096 Uiso 1 1 calc R U . . .
C2 C 0.7142(3) 0.7002(8) 0.1441(3) 0.0764(18) Uani 1 1 d . . . . .
H2 H 0.772231 0.698088 0.151157 0.092 Uiso 1 1 calc R U . . .
C3 C 0.6707(3) 0.8225(5) 0.1238(3) 0.0589(12) Uani 1 1 d . . . . .
H3 H 0.698506 0.907656 0.116817 0.071 Uiso 1 1 calc R U . . .
C4 C 0.5904(2) 0.8263(4) 0.1137(3) 0.0431(9) Uani 1 1 d . . . . .
H4 H 0.561088 0.914041 0.099621 0.052 Uiso 1 1 calc R U . . .
C5 C 0.5505(3) 0.7118(6) 0.1225(3) 0.0596(12) Uani 1 1 d . . . . .
H5 H 0.492407 0.716652 0.114572 0.072 Uiso 1 1 calc R U . . .
N1 N 0.5904(4) 0.5866(5) 0.1427(3) 0.0861(15) Uani 1 1 d . . . . .
H1A H 0.562703 0.509610 0.148461 0.103 Uiso 1 1 calc R U . . .
Cl1 Cl 0.59564(5) 0.39594(9) 0.36805(6) 0.03581(19) Uani 1 1 d . . . . .
Cl2 Cl 0.59004(5) 0.19660(8) 0.13028(6) 0.03297(19) Uani 1 1 d . . . . .
Cl3 Cl 0.40982(5) 0.01179(8) 0.13904(6) 0.03195(18) Uani 1 1 d . . . . .
Br1 Br 0.70780(2) 0.65713(3) 0.45658(2) 0.03150(10) Uani 1 1 d . . . . .
Te1 Te 0.500000 0.19679(3) 0.250000 0.01843(9) Uani 1 2 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.350(7) . ?
C1 C2 1.367(7) . ?
C1 H1 0.9500 . ?
C2 C3 1.347(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.314(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.298(6) . ?
C4 H4 0.9500 . ?
C5 N1 1.341(6) . ?
C5 H5 0.9500 . ?
N1 H1A 0.8800 . ?
Cl1 Te1 2.6277(8) . ?
Cl2 Te1 2.5272(7) . ?
Cl3 Te1 2.4571(7) . ?
Br1 Br1 2.3096(6) 7_666 ?

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
N1 C1 C2 118.8(4) . . ?
N1 C1 H1 120.6 . . ?
C2 C1 H1 120.6 . . ?
C3 C2 C1 118.5(4) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C4 C3 C2 121.2(4) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C5 C4 C3 120.8(4) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 N1 120.8(4) . . ?
C4 C5 H5 119.6 . . ?
N1 C5 H5 119.6 . . ?
C5 N1 C1 119.9(4) . . ?
C5 N1 H1A 120.1 . . ?
C1 N1 H1A 120.1 . . ?
Cl3 Te1 Cl3 89.41(4) . 2_655 ?
Cl3 Te1 Cl2 89.64(3) . 2_655 ?
Cl3 Te1 Cl2 90.30(3) 2_655 2_655 ?
Cl3 Te1 Cl2 90.30(3) . . ?
Cl3 Te1 Cl2 89.64(3) 2_655 . ?
Cl2 Te1 Cl2 179.92(4) 2_655 . ?
Cl3 Te1 Cl1 90.97(3) . 2_655 ?
Cl3 Te1 Cl1 179.60(3) 2_655 2_655 ?
Cl2 Te1 Cl1 89.79(3) 2_655 2_655 ?
Cl2 Te1 Cl1 90.27(3) . 2_655 ?
Cl3 Te1 Cl1 179.61(3) . . ?
Cl3 Te1 Cl1 90.97(3) 2_655 . ?
Cl2 Te1 Cl1 90.27(3) 2_655 . ?
Cl2 Te1 Cl1 89.79(3) . . ?
Cl1 Te1 Cl1 88.64(4) 2_655 . ?

_refine_diff_density_max         0.550
_refine_diff_density_min         -0.662
_refine_diff_density_rms         0.103

_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AtlasS2

