# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2019

####################################################################### 
# 
# 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_AU289
_database_code_depnum_ccdc_archive 'CCDC 1878422'
_audit_update_record             
;
2018-11-12 deposited with the CCDC.
2019-02-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H20.50 Br6 N2 O0.25 Te'
_chemical_formula_weight         827.88

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'
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'
O O 0.0106 0.0060 '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                   15.3224(4)
_cell_length_b                   13.0117(4)
_cell_length_c                   23.4808(7)
_cell_angle_alpha                90
_cell_angle_beta                 94.188(3)
_cell_angle_gamma                90
_cell_volume                     4668.9(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    6114
_cell_measurement_theta_min      3.94
_cell_measurement_theta_max      28.71

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.356
_exptl_crystal_F_000             3060
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.25
_exptl_absorpt_coefficient_mu    11.546
_shelx_estimated_absorpt_T_min   0.124
_shelx_estimated_absorpt_T_max   0.160
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.52708
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_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
_diffrn_ambient_temperature      130(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            12214
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_av_R_equivalents  0.0169
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.398
_diffrn_reflns_theta_max         28.936
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.830
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.830
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.830
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5127
_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT-2018 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018 (Sheldrick, 2015)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB (Sheldrick, 2015)'

_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)+(0.0165P)²+30.3550P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_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         5127
_refine_ls_number_parameters     219
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0274
_refine_ls_wR_factor_ref         0.0632
_refine_ls_wR_factor_gt          0.0625
_refine_ls_goodness_of_fit_ref   1.233
_refine_ls_restrained_S_all      1.233
_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 1.000000 0.49076(3) 0.250000 0.01154(8) Uani 1 2 d S T P . .
Br11 Br 0.97613(3) 0.34076(3) 0.32628(2) 0.02105(10) Uani 1 1 d . . . . .
Br12 Br 0.99337(3) 0.63894(3) 0.32998(2) 0.01938(9) Uani 1 1 d . . . . .
Br13 Br 0.82523(3) 0.49581(3) 0.22732(2) 0.02134(10) Uani 1 1 d . . . . .
Te2 Te 0.500000 0.500000 0.500000 0.01464(8) Uani 1 2 d S . P . .
Br21 Br 0.44350(3) 0.64692(4) 0.56978(2) 0.02755(11) Uani 1 1 d . . . . .
Br22 Br 0.44088(3) 0.60718(4) 0.40648(2) 0.02953(11) Uani 1 1 d . . . . .
Br23 Br 0.65558(3) 0.59619(3) 0.49718(2) 0.02355(10) Uani 1 1 d . . . . .
N1 N 0.8475(2) 0.4701(3) 0.53771(15) 0.0129(7) Uani 0.5 1 d . . P A 1
C1 C 0.8475(2) 0.4701(3) 0.53771(15) 0.0129(7) Uani 0.5 1 d . . P A 2
C11 C 0.8193(3) 0.3579(4) 0.4543(2) 0.0288(10) Uani 1 1 d . . . . .
H11A H 0.836041 0.353782 0.414842 0.043 Uiso 1 1 calc R U . B 1
H11B H 0.755360 0.357671 0.454395 0.043 Uiso 1 1 calc R U . B 1
H11C H 0.843264 0.298584 0.475910 0.043 Uiso 1 1 calc R U . B 1
C12 C 0.8547(2) 0.4546(3) 0.48118(16) 0.0195(8) Uani 0.5 1 d . . P A 1
N12 N 0.8547(2) 0.4546(3) 0.48118(16) 0.0195(8) Uani 0.5 1 d . . P A 2
C13 C 0.8934(3) 0.5287(3) 0.44976(18) 0.0220(9) Uani 1 1 d . . . . .
H13 H 0.898937 0.517893 0.410177 0.026 Uiso 1 1 calc R U . A 1
C14 C 0.9241(3) 0.6186(4) 0.47508(19) 0.0231(9) Uani 1 1 d . . . . .
H14 H 0.949612 0.670303 0.453015 0.028 Uiso 1 1 calc R U . . .
C15 C 0.9174(3) 0.6326(3) 0.53304(19) 0.0217(9) Uani 1 1 d . . . . .
H15 H 0.939262 0.693409 0.551418 0.026 Uiso 1 1 calc R U . . .
C16 C 0.8787(3) 0.5573(3) 0.56361(17) 0.0184(8) Uani 1 1 d . . . . .
H16 H 0.873673 0.566450 0.603382 0.022 Uiso 1 1 calc R U . A 1
C17 C 0.8018(3) 0.3934(3) 0.57129(19) 0.0228(9) Uani 1 1 d . . . . .
H17A H 0.802194 0.416269 0.611078 0.034 Uiso 1 1 calc R U . A 1
H17B H 0.831791 0.327036 0.569722 0.034 Uiso 1 1 calc R U . A 1
H17C H 0.741237 0.386081 0.555339 0.034 Uiso 1 1 calc R U . A 1
N2 N 0.7630(3) 0.7571(3) 0.2615(2) 0.0312(10) Uani 0.5 1 d . . P C 1
C2 C 0.7630(3) 0.7571(3) 0.2615(2) 0.0312(10) Uani 0.5 1 d . . P C 2
C21 C 0.8884(3) 0.8718(5) 0.2740(3) 0.0426(14) Uani 1 1 d . . . . .
H21A H 0.860639 0.925231 0.249506 0.064 Uiso 1 1 calc R U . D 1
H21B H 0.925535 0.828719 0.251571 0.064 Uiso 1 1 calc R U . D 1
H21C H 0.924205 0.903986 0.305404 0.064 Uiso 1 1 calc R U . D 1
C22 C 0.8205(3) 0.8079(3) 0.29750(18) 0.0275(9) Uani 0.5 1 d . . P C 1
N22 N 0.8205(3) 0.8079(3) 0.29750(18) 0.0275(9) Uani 0.5 1 d . . P C 2
C23 C 0.8155(3) 0.8015(4) 0.3550(2) 0.0343(12) Uani 1 1 d . . . . .
H23 H 0.856692 0.837853 0.379541 0.041 Uiso 1 1 calc R U . C 1
C24 C 0.7531(3) 0.7444(4) 0.3780(2) 0.0367(13) Uani 1 1 d . . . . .
H24 H 0.750516 0.740454 0.418199 0.044 Uiso 1 1 calc R U . . .
C25 C 0.6936(4) 0.6922(4) 0.3420(3) 0.0405(13) Uani 1 1 d . . . . .
H25 H 0.649148 0.651888 0.357206 0.049 Uiso 1 1 calc R U . . .
C26 C 0.6988(4) 0.6989(4) 0.2834(2) 0.0362(12) Uani 1 1 d . . . . .
H26 H 0.657795 0.663081 0.258400 0.043 Uiso 1 1 calc R U . C 1
C27 C 0.7682(4) 0.7668(4) 0.1987(2) 0.0392(13) Uani 1 1 d . . . . .
H27A H 0.723012 0.723880 0.178974 0.059 Uiso 1 1 calc R U . C 1
H27B H 0.826037 0.744328 0.188480 0.059 Uiso 1 1 calc R U . C 1
H27C H 0.759001 0.838743 0.187409 0.059 Uiso 1 1 calc R U . C 1
O1W O 0.500000 0.5967(7) 0.250000 0.042(3) Uani 0.5 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
Te1 Br11 2.6920(5) . yes
Te1 Br11 2.6921(5) 2_755 ?
Te1 Br12 2.6987(5) . yes
Te1 Br12 2.6987(5) 2_755 ?
Te1 Br13 2.6927(4) . yes
Te1 Br13 2.6927(4) 2_755 ?
Te2 Br21 2.7010(4) . yes
Te2 Br21 2.7010(4) 5_666 ?
Te2 Br22 2.7013(5) . yes
Te2 Br22 2.7013(5) 5_666 ?
Te2 Br23 2.6976(4) . yes
Te2 Br23 2.6976(4) 5_666 ?
N1 C12 1.355(5) . ?
N1 C16 1.358(5) . ?
N1 C17 1.479(5) . ?
C1 N12 1.355(5) . ?
C1 C16 1.358(5) . ?
C1 C17 1.479(5) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C11 C12 1.493(6) . ?
C11 N12 1.493(6) . ?
C12 C13 1.374(6) . ?
N12 C13 1.374(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.380(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.384(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.375(6) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
N2 C22 1.349(6) . ?
N2 C26 1.371(7) . ?
N2 C27 1.486(6) . ?
C2 N22 1.349(6) . ?
C2 C26 1.371(7) . ?
C2 C27 1.486(6) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C21 C22 1.470(7) . ?
C21 N22 1.470(7) . ?
C22 C23 1.360(6) . ?
N22 C23 1.360(6) . ?
C23 H23 0.9500 . ?
C23 C24 1.352(7) . ?
C24 H24 0.9500 . ?
C24 C25 1.377(8) . ?
C25 H25 0.9500 . ?
C25 C26 1.386(8) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br11 Te1 Br11 87.06(2) . 2_755 yes
Br11 Te1 Br12 92.353(13) 2_755 2_755 ?
Br11 Te1 Br12 92.354(13) . . yes
Br11 Te1 Br12 174.195(13) . 2_755 yes
Br11 Te1 Br12 174.195(13) 2_755 . ?
Br11 Te1 Br13 88.156(14) 2_755 2_755 ?
Br11 Te1 Br13 88.157(14) . . yes
Br11 Te1 Br13 93.875(14) . 2_755 yes
Br11 Te1 Br13 93.874(15) 2_755 . ?
Br12 Te1 Br12 88.80(2) . 2_755 yes
Br13 Te1 Br12 86.120(14) . 2_755 yes
Br13 Te1 Br12 86.120(14) 2_755 . ?
Br13 Te1 Br12 91.878(14) 2_755 2_755 ?
Br13 Te1 Br12 91.879(14) . . yes
Br13 Te1 Br13 177.20(2) . 2_755 yes
Br21 Te2 Br21 180.0 . 5_666 yes
Br21 Te2 Br22 88.599(15) 5_666 . ?
Br21 Te2 Br22 88.599(16) . 5_666 yes
Br21 Te2 Br22 91.401(15) 5_666 5_666 ?
Br21 Te2 Br22 91.401(16) . . yes
Br22 Te2 Br22 180.0 5_666 . yes
Br23 Te2 Br21 89.459(14) 5_666 . ?
Br23 Te2 Br21 89.460(14) . 5_666 yes
Br23 Te2 Br21 90.541(14) . . yes
Br23 Te2 Br21 90.541(14) 5_666 5_666 ?
Br23 Te2 Br22 89.140(14) . . yes
Br23 Te2 Br22 89.141(14) 5_666 5_666 ?
Br23 Te2 Br22 90.859(14) 5_666 . ?
Br23 Te2 Br22 90.861(14) . 5_666 yes
Br23 Te2 Br23 180.0 5_666 . yes
C12 N1 C16 120.8(4) . . ?
C12 N1 C17 119.9(4) . . ?
C16 N1 C17 119.3(3) . . ?
N12 C1 C16 120.8(4) . . ?
N12 C1 C17 119.9(4) . . ?
C16 C1 C17 119.3(3) . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
N1 C12 C11 119.1(4) . . ?
N1 C12 C13 119.4(4) . . ?
C13 C12 C11 121.5(4) . . ?
C1 N12 C11 119.1(4) . . ?
C1 N12 C13 119.4(4) . . ?
C13 N12 C11 121.5(4) . . ?
C12 C13 H13 119.6 . . ?
C12 C13 C14 120.7(4) . . ?
N12 C13 C14 120.7(4) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.2(4) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 120.5 . . ?
C16 C15 C14 119.0(4) . . ?
C16 C15 H15 120.5 . . ?
N1 C16 C15 120.9(4) . . ?
N1 C16 H16 119.6 . . ?
C1 C16 C15 120.9(4) . . ?
C15 C16 H16 119.6 . . ?
N1 C17 H17A 109.5 . . ?
N1 C17 H17B 109.5 . . ?
N1 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C22 N2 C26 119.2(5) . . ?
C22 N2 C27 120.0(4) . . ?
C26 N2 C27 120.8(5) . . ?
N22 C2 C26 119.2(5) . . ?
N22 C2 C27 120.0(4) . . ?
C26 C2 C27 120.8(5) . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
N2 C22 C21 119.3(4) . . ?
N2 C22 C23 120.7(5) . . ?
C23 C22 C21 119.9(5) . . ?
C2 N22 C21 119.3(4) . . ?
C2 N22 C23 120.7(5) . . ?
C23 N22 C21 119.9(5) . . ?
C22 C23 H23 119.3 . . ?
C24 C23 C22 121.5(5) . . ?
C24 C23 N22 121.5(5) . . ?
C24 C23 H23 119.3 . . ?
C23 C24 H24 120.6 . . ?
C23 C24 C25 118.8(5) . . ?
C25 C24 H24 120.6 . . ?
C24 C25 H25 120.2 . . ?
C24 C25 C26 119.6(5) . . ?
C26 C25 H25 120.2 . . ?
N2 C26 C25 120.1(5) . . ?
N2 C26 H26 119.9 . . ?
C2 C26 C25 120.1(5) . . ?
C25 C26 H26 119.9 . . ?
N2 C27 H27A 109.5 . . ?
N2 C27 H27B 109.5 . . ?
N2 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

_refine_diff_density_max         0.804
_refine_diff_density_min         -0.628
_refine_diff_density_rms         0.125

####################################################################### 
# 
# 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_AU303
_database_code_depnum_ccdc_archive 'CCDC 1878423'
_audit_update_record             
;
2018-11-12 deposited with the CCDC.
2019-02-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H14 Br6 I2 N2 O2 Te'
_chemical_formula_weight         1055.09

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'
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'
I I -0.4742 1.8119 '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'

_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                   7.6363(5)
_cell_length_b                   11.3319(7)
_cell_length_c                   14.0460(10)
_cell_angle_alpha                95.738(5)
_cell_angle_beta                 93.775(5)
_cell_angle_gamma                103.128(5)
_cell_volume                     1172.83(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    3713
_cell_measurement_theta_min      3.65
_cell_measurement_theta_max      28.46

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.988
_exptl_crystal_F_000             944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    14.128
_shelx_estimated_absorpt_T_min   0.101
_shelx_estimated_absorpt_T_max   0.332
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.33901
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_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
_diffrn_ambient_temperature      130(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            10349
_diffrn_reflns_av_unetI/netI     0.0494
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.277
_diffrn_reflns_theta_max         28.873
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.822
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.822
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.822
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5087
_reflns_number_gt                4280
_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT-2018 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018 (Sheldrick, 2015)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB (Sheldrick, 2015)'
_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)+(0.0237P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5087
_refine_ls_number_parameters     220
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.0667
_refine_ls_wR_factor_gt          0.0631
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_restrained_S_all      0.997
_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
Te1 Te 0.31901(4) 0.26923(3) 0.24339(2) 0.01297(9) Uani 1 1 d . . . . .
Br1 Br 0.53744(7) 0.14778(5) 0.33047(4) 0.02182(13) Uani 1 1 d . . . . .
Br2 Br 0.04571(7) 0.16145(5) 0.34552(4) 0.02116(13) Uani 1 1 d . . . . .
Br3 Br 0.40842(7) 0.44764(5) 0.38773(4) 0.02234(13) Uani 1 1 d . . . . .
Br4 Br 0.59671(7) 0.38331(5) 0.15501(4) 0.02380(14) Uani 1 1 d . . . . .
Br5 Br 0.21350(7) 0.08137(4) 0.09747(4) 0.02118(13) Uani 1 1 d . . . . .
Br6 Br 0.10776(7) 0.39294(5) 0.15606(4) 0.02126(13) Uani 1 1 d . . . . .
N1 N 0.6082(6) -0.1014(4) 0.1380(3) 0.0205(10) Uani 1 1 d . . . . .
H1 H 0.643128 -0.035067 0.109856 0.025 Uiso 1 1 calc R U . . .
C11 C 0.6677(6) -0.0993(4) 0.2284(4) 0.0163(11) Uani 1 1 d . . . . .
H11 H 0.748372 -0.028362 0.261379 0.020 Uiso 1 1 calc R U . . .
C12 C 0.6114(7) -0.2013(5) 0.2749(4) 0.0171(11) Uani 1 1 d . . . . .
C13 C 0.4994(7) -0.3045(5) 0.2237(4) 0.0209(12) Uani 1 1 d . . . . .
H13 H 0.461193 -0.376160 0.254030 0.025 Uiso 1 1 calc R U . . .
C14 C 0.4433(7) -0.3031(5) 0.1284(4) 0.0226(13) Uani 1 1 d . . . . .
H14 H 0.367618 -0.373928 0.092421 0.027 Uiso 1 1 calc R U . . .
C15 C 0.4977(7) -0.1989(5) 0.0863(4) 0.0211(12) Uani 1 1 d . . . . .
H15 H 0.457615 -0.195504 0.021396 0.025 Uiso 1 1 calc R U . . .
I1 I 0.69687(5) -0.19251(3) 0.42119(3) 0.02478(10) Uani 1 1 d . . . . .
N2 N 0.0751(6) 0.6579(4) 0.3882(3) 0.0204(10) Uani 1 1 d . . . . .
H2 H 0.051475 0.597717 0.423950 0.025 Uiso 1 1 calc R U . . .
C21 C 0.0068(7) 0.6375(5) 0.2963(4) 0.0175(12) Uani 1 1 d . . . . .
H21 H -0.066678 0.559806 0.271087 0.021 Uiso 1 1 calc R U . . .
C22 C 0.0436(6) 0.7300(5) 0.2383(4) 0.0172(11) Uani 1 1 d . . . . .
C23 C 0.1477(7) 0.8439(5) 0.2791(4) 0.0207(13) Uani 1 1 d . . . . .
H23 H 0.172365 0.909284 0.240864 0.025 Uiso 1 1 calc R U . . .
C24 C 0.2151(7) 0.8621(5) 0.3744(4) 0.0247(13) Uani 1 1 d . . . . .
H24 H 0.285763 0.939580 0.402160 0.030 Uiso 1 1 calc R U . . .
C25 C 0.1783(7) 0.7662(5) 0.4285(4) 0.0219(12) Uani 1 1 d . . . . .
H25 H 0.225359 0.776353 0.493909 0.026 Uiso 1 1 calc R U . . .
I2 I -0.05083(4) 0.69472(3) 0.09333(3) 0.02201(10) Uani 1 1 d . . . . .
O1 O 0.7602(5) 0.1232(3) 0.0937(3) 0.0249(9) Uani 1 1 d D . . . .
H11O H 0.760(7) 0.183(3) 0.134(3) 0.030 Uiso 1 1 d D U . . .
H12O H 0.826(3) 0.146(4) 0.0501(17) 0.030 Uiso 1 1 d D U . . .
O2 O -0.1238(5) 0.4201(3) 0.4161(3) 0.0285(9) Uani 1 1 d D . . . .
H21O H -0.2374(16) 0.408(4) 0.409(4) 0.034 Uiso 1 1 d D U . . .
H22O H -0.091(6) 0.364(3) 0.382(4) 0.034 Uiso 1 1 d D 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 Br1 2.6986(6) . yes
Te1 Br2 2.7372(6) . yes
Te1 Br3 2.6523(7) . yes
Te1 Br4 2.6705(6) . yes
Te1 Br5 2.7410(7) . yes
Te1 Br6 2.6801(6) . yes
N1 H1 0.8800 . ?
N1 C11 1.317(7) . ?
N1 C15 1.339(7) . ?
C11 H11 0.9500 . ?
C11 C12 1.382(7) . ?
C12 C13 1.383(7) . ?
C12 I1 2.100(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.382(8) . ?
C14 H14 0.9500 . ?
C14 C15 1.366(7) . ?
C15 H15 0.9500 . ?
N2 H2 0.8800 . ?
N2 C21 1.337(7) . ?
N2 C25 1.346(7) . ?
C21 H21 0.9500 . ?
C21 C22 1.382(7) . ?
C22 C23 1.397(7) . ?
C22 I2 2.084(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.381(8) . ?
C24 H24 0.9500 . ?
C24 C25 1.376(7) . ?
C25 H25 0.9500 . ?
O1 H11O 0.845(10) . ?
O1 H12O 0.841(10) . ?
O2 H21O 0.845(10) . ?
O2 H22O 0.847(10) . ?

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
Br1 Te1 Br2 89.053(19) . . yes
Br1 Te1 Br5 90.762(19) . . yes
Br2 Te1 Br5 90.319(19) . . yes
Br3 Te1 Br1 89.70(2) . . yes
Br3 Te1 Br2 87.37(2) . . yes
Br3 Te1 Br4 88.93(2) . . yes
Br3 Te1 Br5 177.632(19) . . yes
Br3 Te1 Br6 89.970(19) . . yes
Br4 Te1 Br1 89.608(19) . . yes
Br4 Te1 Br2 176.07(2) . . yes
Br4 Te1 Br5 93.39(2) . . yes
Br4 Te1 Br6 89.323(19) . . yes
Br6 Te1 Br1 178.89(2) . . yes
Br6 Te1 Br2 91.993(19) . . yes
Br6 Te1 Br5 89.61(2) . . yes
C11 N1 H1 118.1 . . ?
C11 N1 C15 123.7(5) . . ?
C15 N1 H1 118.1 . . ?
N1 C11 H11 120.4 . . ?
N1 C11 C12 119.3(5) . . ?
C12 C11 H11 120.4 . . ?
C11 C12 C13 118.9(5) . . ?
C11 C12 I1 118.6(4) . . ?
C13 C12 I1 122.6(4) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.7(5) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 H14 120.3 . . ?
C15 C14 C13 119.3(5) . . ?
C15 C14 H14 120.3 . . ?
N1 C15 C14 119.1(5) . . ?
N1 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
C21 N2 H2 118.5 . . ?
C21 N2 C25 123.1(5) . . ?
C25 N2 H2 118.5 . . ?
N2 C21 H21 120.2 . . ?
N2 C21 C22 119.6(5) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 C23 118.3(5) . . ?
C21 C22 I2 119.4(4) . . ?
C23 C22 I2 122.2(4) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 C22 120.5(5) . . ?
C24 C23 H23 119.7 . . ?
C23 C24 H24 120.6 . . ?
C25 C24 C23 118.9(5) . . ?
C25 C24 H24 120.6 . . ?
N2 C25 C24 119.5(5) . . ?
N2 C25 H25 120.2 . . ?
C24 C25 H25 120.2 . . ?
H11O O1 H12O 110.2(17) . . ?
H21O O2 H22O 109.2(18) . . ?

_refine_diff_density_max         1.114
_refine_diff_density_min         -1.492
_refine_diff_density_rms         0.192

####################################################################### 
# 
# 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_AU200Orange
_database_code_depnum_ccdc_archive 'CCDC 1878424'
_audit_update_record             
;
2018-11-12 deposited with the CCDC.
2019-02-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H10 Br6 Cl2 N2 Te'
_chemical_formula_weight         836.16

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'
Br Br -0.2901 2.4595 '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'
N N 0.0061 0.0033 '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                   7.3223(5)
_cell_length_b                   8.3339(6)
_cell_length_c                   9.0497(6)
_cell_angle_alpha                74.694(6)
_cell_angle_beta                 70.263(5)
_cell_angle_gamma                83.031(6)
_cell_volume                     501.05(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    2463
_cell_measurement_theta_min      3.93
_cell_measurement_theta_max      29.01

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.771
_exptl_crystal_F_000             380
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    13.707
_shelx_estimated_absorpt_T_min   0.076
_shelx_estimated_absorpt_T_max   0.341
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.21008
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_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
_diffrn_ambient_temperature      130(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            3754
_diffrn_reflns_av_unetI/netI     0.0467
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.617
_diffrn_reflns_theta_max         29.052
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.823
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.823
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.823
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2201
_reflns_number_gt                1905
_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT-2018 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018 (Sheldrick, 2015)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB (Sheldrick, 2015)'

_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)+(0.0363P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2201
_refine_ls_number_parameters     97
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0783
_refine_ls_wR_factor_gt          0.0741
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.064
_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 0.000000 0.500000 0.500000 0.01461(12) Uani 1 2 d S . P . .
Br1 Br 0.06273(7) 0.16984(6) 0.60041(6) 0.01987(14) Uani 1 1 d . . . . .
Br3 Br 0.30757(7) 0.51433(6) 0.22841(6) 0.02015(14) Uani 1 1 d . . . . .
Br5 Br 0.22921(8) 0.56862(7) 0.65329(6) 0.02813(16) Uani 1 1 d . . . . .
N1 N 0.4186(7) 0.1795(6) 0.7862(5) 0.0318(11) Uani 1 1 d . U . . .
H1 H 0.447147 0.285011 0.760304 0.038 Uiso 1 1 d R U . . .
C11 C 0.2846(7) 0.1121(7) 0.9256(6) 0.0229(11) Uani 1 1 d . U . . .
C12 C 0.2570(7) -0.0545(6) 0.9689(6) 0.0229(11) Uani 1 1 d . U . . .
H12 H 0.164005 -0.103678 1.068508 0.028 Uiso 1 1 calc R U . . .
C13 C 0.3664(9) -0.1495(8) 0.8657(7) 0.0430(16) Uani 1 1 d . U . . .
H13 H 0.347774 -0.265825 0.892543 0.052 Uiso 1 1 calc R U . . .
C14 C 0.5031(10) -0.0773(9) 0.7233(8) 0.054(2) Uani 1 1 d . U . . .
H14 H 0.578160 -0.143551 0.651554 0.065 Uiso 1 1 calc R U . . .
C15 C 0.5306(8) 0.0869(9) 0.6856(7) 0.0454(17) Uani 1 1 d . U . . .
H15 H 0.627767 0.137042 0.589154 0.055 Uiso 1 1 calc R U . . .
Cl1 Cl 0.1587(3) 0.24219(19) 1.04334(19) 0.0552(5) Uani 1 1 d . 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 Br1 2.6950(5) . yes
Te1 Br1 2.6950(5) 2_566 ?
Te1 Br3 2.7016(5) . yes
Te1 Br3 2.7017(5) 2_566 ?
Te1 Br5 2.7005(6) . yes
Te1 Br5 2.7005(6) 2_566 ?
N1 H1 0.8800 . ?
N1 C11 1.339(7) . ?
N1 C15 1.346(8) . ?
C11 C12 1.359(7) . ?
C11 Cl1 1.693(6) . ?
C12 H12 0.9500 . ?
C12 C13 1.369(8) . ?
C13 H13 0.9500 . ?
C13 C14 1.375(8) . ?
C14 H14 0.9500 . ?
C14 C15 1.343(10) . ?
C15 H15 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
Br1 Te1 Br1 180.0 . 2_566 yes
Br1 Te1 Br3 88.826(16) . 2_566 yes
Br1 Te1 Br3 88.826(16) 2_566 . ?
Br1 Te1 Br3 91.174(16) . . yes
Br1 Te1 Br3 91.174(16) 2_566 2_566 ?
Br1 Te1 Br5 88.341(16) . 2_566 yes
Br1 Te1 Br5 88.341(16) 2_566 . ?
Br1 Te1 Br5 91.658(16) . . yes
Br1 Te1 Br5 91.659(16) 2_566 2_566 ?
Br3 Te1 Br3 180.0 . 2_566 yes
Br5 Te1 Br3 89.638(16) . 2_566 yes
Br5 Te1 Br3 89.639(16) 2_566 . ?
Br5 Te1 Br3 90.362(16) . . yes
Br5 Te1 Br3 90.362(16) 2_566 2_566 ?
Br5 Te1 Br5 180.0 2_566 . yes
C11 N1 H1 121.7 . . ?
C11 N1 C15 122.0(5) . . ?
C15 N1 H1 116.0 . . ?
N1 C11 C12 120.2(5) . . ?
N1 C11 Cl1 117.0(4) . . ?
C12 C11 Cl1 122.7(4) . . ?
C11 C12 H12 120.8 . . ?
C11 C12 C13 118.4(5) . . ?
C13 C12 H12 120.8 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.2(6) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 120.0(6) . . ?
C15 C14 H14 120.0 . . ?
N1 C15 H15 120.4 . . ?
C14 C15 N1 119.1(5) . . ?
C14 C15 H15 120.4 . . ?

_refine_diff_density_max         0.952
_refine_diff_density_min         -1.538
_refine_diff_density_rms         0.195

####################################################################### 
# 
# 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_Au282
_database_code_depnum_ccdc_archive 'CCDC 1878426'
_audit_update_record             
;
2018-11-12 deposited with the CCDC.
2019-02-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H12 Br6 Cl4 N2 O2 Te'
_chemical_formula_weight         941.08

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.6178(4)
_cell_length_b                   12.9085(6)
_cell_length_c                   10.8436(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.779(4)
_cell_angle_gamma                90
_cell_volume                     1192.14(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    2278
_cell_measurement_theta_min      3.62
_cell_measurement_theta_max      28.78

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.622
_exptl_crystal_F_000             864
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    11.760
_shelx_estimated_absorpt_T_min   0.191
_shelx_estimated_absorpt_T_max   0.333
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.72265
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_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
_diffrn_ambient_temperature      130(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            5336
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.275
_diffrn_reflns_theta_max         28.847
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.841
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.841
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.841
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2627
_reflns_number_gt                2283
_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT-2018 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018 (Sheldrick, 2015)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB (Sheldrick, 2015)'

_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)+(0.0174P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2627
_refine_ls_number_parameters     121
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0274
_refine_ls_wR_factor_ref         0.0527
_refine_ls_wR_factor_gt          0.0508
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.026
_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 0.500000 0.500000 1.000000 0.01318(9) Uani 1 2 d S . P . .
Br1 Br 0.36562(4) 0.39771(3) 0.79433(3) 0.02040(10) Uani 1 1 d . . . . .
Br2 Br 0.71023(5) 0.34665(3) 1.05688(3) 0.02028(10) Uani 1 1 d . . . . .
Br3 Br 0.30462(5) 0.40378(3) 1.13348(3) 0.02148(10) Uani 1 1 d . . . . .
N1 N 0.8784(4) 0.3740(2) 0.6600(3) 0.0208(7) Uani 1 1 d . . . . .
H1N H 0.918263 0.377224 0.739614 0.025 Uiso 1 1 calc R U . . .
C1 C 0.9772(5) 0.3721(3) 0.5759(3) 0.0205(8) Uani 1 1 d . . . . .
H1 H 1.087563 0.373561 0.601856 0.025 Uiso 1 1 calc R U . . .
C2 C 0.9162(5) 0.3680(3) 0.4517(3) 0.0184(8) Uani 1 1 d . . . . .
C3 C 0.7557(5) 0.3650(3) 0.4151(3) 0.0216(8) Uani 1 1 d . . . . .
H3 H 0.712417 0.361999 0.329173 0.026 Uiso 1 1 calc R U . . .
C4 C 0.6587(5) 0.3664(3) 0.5059(3) 0.0206(8) Uani 1 1 d . . . . .
C5 C 0.7232(5) 0.3711(3) 0.6292(3) 0.0200(8) Uani 1 1 d . . . . .
H5 H 0.657697 0.372427 0.692144 0.024 Uiso 1 1 calc R U . . .
Cl1 Cl 1.04215(12) 0.37030(7) 0.34300(9) 0.0252(2) Uani 1 1 d . . . . .
Cl2 Cl 0.45901(12) 0.36296(8) 0.46576(9) 0.0304(2) Uani 1 1 d . . . . .
O1 O 1.0012(4) 0.3972(3) 0.8945(2) 0.0442(9) Uani 1 1 d D . . . .
H1O H 0.948(3) 0.389(4) 0.953(3) 0.053 Uiso 1 1 d D U . . .
H2O H 1.0978(14) 0.399(4) 0.923(3) 0.053 Uiso 1 1 d D 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 Br1 2.6963(4) . yes
Te1 Br1 2.6963(4) 3_667 ?
Te1 Br2 2.6908(4) . yes
Te1 Br2 2.6908(4) 3_667 ?
Te1 Br3 2.6864(4) . yes
Te1 Br3 2.6864(4) 3_667 ?
N1 H1N 0.8800 . ?
N1 C1 1.340(4) . ?
N1 C5 1.328(5) . ?
C1 H1 0.9500 . ?
C1 C2 1.369(5) . ?
C2 C3 1.381(5) . ?
C2 Cl1 1.720(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(5) . ?
C4 C5 1.369(5) . ?
C4 Cl2 1.710(4) . ?
C5 H5 0.9500 . ?
O1 H1O 0.840(10) . ?
O1 H2O 0.843(10) . ?

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
Br1 Te1 Br1 180.0 . 3_667 yes
Br2 Te1 Br1 88.940(12) . 3_667 yes
Br2 Te1 Br1 88.940(12) 3_667 . ?
Br2 Te1 Br1 91.059(12) 3_667 3_667 ?
Br2 Te1 Br1 91.060(12) . . yes
Br2 Te1 Br2 180.0 . 3_667 yes
Br3 Te1 Br1 89.648(12) . . yes
Br3 Te1 Br1 89.649(12) 3_667 3_667 ?
Br3 Te1 Br1 90.351(12) 3_667 . ?
Br3 Te1 Br1 90.352(12) . 3_667 yes
Br3 Te1 Br2 89.531(12) . . yes
Br3 Te1 Br2 89.532(12) 3_667 3_667 ?
Br3 Te1 Br2 90.468(12) 3_667 . ?
Br3 Te1 Br2 90.469(12) . 3_667 yes
Br3 Te1 Br3 180.0 3_667 . yes
C1 N1 H1N 118.4 . . ?
C5 N1 H1N 118.4 . . ?
C5 N1 C1 123.2(3) . . ?
N1 C1 H1 120.6 . . ?
N1 C1 C2 118.8(4) . . ?
C2 C1 H1 120.6 . . ?
C1 C2 C3 120.1(3) . . ?
C1 C2 Cl1 119.1(3) . . ?
C3 C2 Cl1 120.9(3) . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.8(3) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 Cl2 120.7(3) . . ?
C5 C4 C3 119.7(4) . . ?
C5 C4 Cl2 119.5(3) . . ?
N1 C5 C4 119.4(3) . . ?
N1 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
H1O O1 H2O 110.5(17) . . ?

_refine_diff_density_max         0.502
_refine_diff_density_min         -0.589
_refine_diff_density_rms         0.143

####################################################################### 
# 
# 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_AU304
_database_code_depnum_ccdc_archive 'CCDC 1878425'
_audit_update_record             
;
2018-11-12 deposited with the CCDC.
2019-02-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H18 Br8 N2 O2 Te'
_chemical_formula_weight         989.16

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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.7234(5)
_cell_length_b                   11.0724(5)
_cell_length_c                   12.1082(7)
_cell_angle_alpha                90
_cell_angle_beta                 109.028(6)
_cell_angle_gamma                90
_cell_volume                     1232.36(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    2812
_cell_measurement_theta_min      3.73
_cell_measurement_theta_max      28.51

_exptl_crystal_description       stick
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.666
_exptl_crystal_F_000             904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    14.186
_shelx_estimated_absorpt_T_min   0.057
_shelx_estimated_absorpt_T_max   0.331
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.39721
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_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
_diffrn_ambient_temperature      130(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            5857
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.560
_diffrn_reflns_theta_max         28.874
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.843
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.843
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.843
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2725
_reflns_number_gt                2266
_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       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT-2018 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018 (Sheldrick, 2015)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB (Sheldrick, 2015)'

_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)+(0.0122P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2725
_refine_ls_number_parameters     122
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0281
_refine_ls_wR_factor_ref         0.0460
_refine_ls_wR_factor_gt          0.0429
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_restrained_S_all      0.972
_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 0.500000 1.000000 0.500000 0.01636(9) Uani 1 2 d S . P . .
Br1 Br 0.25227(4) 1.11657(4) 0.38147(3) 0.02634(11) Uani 1 1 d . . . . .
Br2 Br 0.63690(4) 1.12047(4) 0.37480(3) 0.02724(11) Uani 1 1 d . . . . .
Br3 Br 0.42827(4) 0.82685(4) 0.33526(3) 0.02531(11) Uani 1 1 d . . . . .
N1 N 0.7763(3) 0.4350(3) 0.5309(3) 0.0225(8) Uani 1 1 d . . . . .
H1 H 0.718904 0.475613 0.560668 0.027 Uiso 1 1 calc R U . . .
C1 C 0.7846(4) 0.4682(4) 0.4267(3) 0.0201(9) Uani 1 1 d . . . . .
C2 C 0.8736(4) 0.4061(4) 0.3790(3) 0.0231(9) Uani 1 1 d . . . . .
H2 H 0.880461 0.429113 0.305392 0.028 Uiso 1 1 calc R U . . .
C3 C 0.9525(4) 0.3103(4) 0.4393(3) 0.0241(9) Uani 1 1 d . . . . .
H3 H 1.014351 0.267348 0.406431 0.029 Uiso 1 1 calc R U . . .
C4 C 0.9444(4) 0.2738(4) 0.5481(3) 0.0225(9) Uani 1 1 d . . . . .
C5 C 0.8532(4) 0.3416(4) 0.5912(3) 0.0222(9) Uani 1 1 d . . . . .
H5 H 0.844872 0.321454 0.665077 0.027 Uiso 1 1 calc R U . . .
C6 C 1.0234(4) 0.1658(4) 0.6124(3) 0.0285(10) Uani 1 1 d . . . . .
H6A H 1.053717 0.181096 0.696659 0.043 Uiso 1 1 calc R U . . .
H6B H 1.109307 0.150144 0.589202 0.043 Uiso 1 1 calc R U . . .
H6C H 0.958789 0.095418 0.593467 0.043 Uiso 1 1 calc R U . . .
Br4 Br 0.67129(4) 0.60073(4) 0.35686(4) 0.03244(12) Uani 1 1 d . . . . .
O1 O 0.6137(3) 0.5773(3) 0.6245(2) 0.0362(8) Uani 1 1 d D . . . .
H1O H 0.627(4) 0.6443(19) 0.596(3) 0.043 Uiso 1 1 d D U . . .
H2O H 0.659(4) 0.575(3) 0.6966(11) 0.043 Uiso 1 1 d D 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 Br1 2.6970(4) . yes
Te1 Br1 2.6970(4) 3_676 ?
Te1 Br2 2.6768(4) . yes
Te1 Br2 2.6768(4) 3_676 ?
Te1 Br3 2.6896(4) . yes
Te1 Br3 2.6896(4) 3_676 ?
N1 H1 0.8800 . ?
N1 C1 1.342(4) . ?
N1 C5 1.344(5) . ?
C1 C2 1.372(5) . ?
C1 Br4 1.864(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.372(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.404(5) . ?
C4 C5 1.387(5) . ?
C4 C6 1.495(5) . ?
C5 H5 0.9500 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
O1 H1O 0.843(10) . ?
O1 H2O 0.841(10) . ?

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
Br1 Te1 Br1 180.0 . 3_676 yes
Br2 Te1 Br1 89.021(13) . . yes
Br2 Te1 Br1 89.021(13) 3_676 3_676 ?
Br2 Te1 Br1 90.978(13) 3_676 . ?
Br2 Te1 Br1 90.979(13) . 3_676 yes
Br2 Te1 Br2 180.0 . 3_676 yes
Br2 Te1 Br3 89.528(12) . . yes
Br2 Te1 Br3 89.528(13) 3_676 3_676 ?
Br2 Te1 Br3 90.471(13) . 3_676 yes
Br2 Te1 Br3 90.472(13) 3_676 . ?
Br3 Te1 Br1 88.615(13) 3_676 3_676 ?
Br3 Te1 Br1 88.615(14) . . yes
Br3 Te1 Br1 91.385(14) . 3_676 yes
Br3 Te1 Br1 91.385(14) 3_676 . ?
Br3 Te1 Br3 180.0 . 3_676 yes
C1 N1 H1 119.0 . . ?
C1 N1 C5 121.9(3) . . ?
C5 N1 H1 119.0 . . ?
N1 C1 C2 119.9(4) . . ?
N1 C1 Br4 115.8(3) . . ?
C2 C1 Br4 124.3(3) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 C1 118.9(3) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 119.0 . . ?
C2 C3 C4 121.9(3) . . ?
C4 C3 H3 119.0 . . ?
C3 C4 C6 122.8(3) . . ?
C5 C4 C3 115.8(4) . . ?
C5 C4 C6 121.3(3) . . ?
N1 C5 C4 121.5(3) . . ?
N1 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
H1O O1 H2O 110.7(17) . . ?

_refine_diff_density_max         0.692
_refine_diff_density_min         -0.813
_refine_diff_density_rms         0.147

