# Supplementary Information (SI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_mk-82
_database_code_depnum_ccdc_archive 'CCDC 2378222'
loop_
_audit_author_name
_audit_author_address
'Ray J Butcher'
;Department of Chemistry Howard University Washington DC USA
United States of America
;
_audit_update_record             
;
2024-08-18 deposited with the CCDC.	2024-10-29 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT230_mk-82               
;
PROBLEM: Hirshfeld Test Diff for    Te       --Cl2      .        7.7 s.u.  
RESPONSE: Cl2 is a terminal ligand and therefore has more degrees of freedom
which leads to larger ADP's. Also, compared to Cl1, Cl2 is not involved in 
intermolecular contacts.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H14 Cl2 O2 Te'
_chemical_formula_sum            'C16 H14 Cl2 O2 Te'
_chemical_formula_weight         436.77

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'
O O 0.0106 0.0060 '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'
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           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   13.395(3)
_cell_length_b                   13.251(3)
_cell_length_c                   9.036(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.213(4)
_cell_angle_gamma                90
_cell_volume                     1587.5(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9010
_cell_measurement_theta_min      2.174
_cell_measurement_theta_max      32.189

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.827
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    2.211
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4720
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Apex 2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12748
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.173
_diffrn_reflns_theta_max         32.169
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.903
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.903
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.903
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             5046
_reflns_number_gt                4596
_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       'Bruker Apex 2'
_computing_cell_refinement       'Bruker Saint'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    SHELXT
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'Bruker SHELXTL (Sheldrick, 2008)'
_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)+(0.0289P)²+0.3006P] 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         5046
_refine_ls_number_parameters     194
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0255
_refine_ls_R_factor_gt           0.0224
_refine_ls_wR_factor_ref         0.0586
_refine_ls_wR_factor_gt          0.0570
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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
Te Te 0.61707(2) 0.35764(2) 0.72503(2) 0.01295(4) Uani 1 1 d . . . . .
Cl1 Cl 0.60955(3) 0.18320(3) 0.60337(4) 0.01698(7) Uani 1 1 d . . . . .
Cl2 Cl 0.61546(3) 0.53498(3) 0.80622(5) 0.02272(8) Uani 1 1 d . . . . .
O1 O 0.81494(9) 0.39015(10) 0.64994(13) 0.0216(2) Uani 1 1 d . . . . .
O2 O 0.97211(9) 0.38442(10) 0.51912(14) 0.0205(2) Uani 1 1 d . . . . .
H2O H 0.936(2) 0.3792(19) 0.581(3) 0.035(7) Uiso 1 1 d . . . . .
C1 C 0.45676(11) 0.35950(10) 0.68582(18) 0.0135(3) Uani 1 1 d . . . . .
C2 C 0.40731(11) 0.40038(12) 0.79802(17) 0.0162(3) Uani 1 1 d . . . . .
H2A H 0.444786 0.429654 0.884611 0.019 Uiso 1 1 calc R U . . .
C3 C 0.30231(11) 0.39765(12) 0.78123(19) 0.0184(3) Uani 1 1 d . . . . .
H3A H 0.267884 0.424591 0.857251 0.022 Uiso 1 1 calc R U . . .
C4 C 0.24776(12) 0.35565(11) 0.6536(2) 0.0198(3) Uani 1 1 d . . . . .
H4A H 0.176182 0.354113 0.642659 0.024 Uiso 1 1 calc R U . . .
C5 C 0.29768(11) 0.31581(12) 0.54178(19) 0.0204(3) Uani 1 1 d . . . . .
H5A H 0.259951 0.287914 0.454325 0.024 Uiso 1 1 calc R U . . .
C6 C 0.40287(11) 0.31667(12) 0.55759(18) 0.0170(3) Uani 1 1 d . . . . .
H6A H 0.437193 0.288562 0.482288 0.020 Uiso 1 1 calc R U . . .
C7 C 0.65112(10) 0.40849(12) 0.51342(16) 0.0150(3) Uani 1 1 d . . . . .
H7A H 0.614310 0.368046 0.430999 0.018 Uiso 1 1 calc R U . . .
H7B H 0.632755 0.480423 0.497236 0.018 Uiso 1 1 calc R U . . .
C8 C 0.76387(11) 0.39392(11) 0.52196(17) 0.0151(3) Uani 1 1 d . . . . .
C9 C 0.80658(10) 0.38841(12) 0.38784(17) 0.0150(3) Uani 1 1 d . . . . .
H9A H 0.763644 0.387815 0.294584 0.018 Uiso 1 1 calc R U . . .
C10 C 0.91017(11) 0.38386(11) 0.39052(17) 0.0143(3) Uani 1 1 d . . . . .
C11 C 0.95904(11) 0.37888(11) 0.25519(18) 0.0145(3) Uani 1 1 d . . . . .
C12 C 0.90281(12) 0.36557(12) 0.11314(19) 0.0184(3) Uani 1 1 d . . . . .
H12A H 0.831484 0.359739 0.103421 0.022 Uiso 1 1 calc R U . . .
C13 C 0.95042(14) 0.36088(12) -0.0128(2) 0.0216(3) Uani 1 1 d . . . . .
H13A H 0.911705 0.352075 -0.108551 0.026 Uiso 1 1 calc R U . . .
C14 C 1.05506(14) 0.36903(13) 0.0003(2) 0.0234(3) Uani 1 1 d . . . . .
H14A H 1.087728 0.365371 -0.086177 0.028 Uiso 1 1 calc R U . . .
C15 C 1.11142(12) 0.38252(14) 0.1403(2) 0.0237(3) Uani 1 1 d . . . . .
H15A H 1.182706 0.388541 0.149290 0.028 Uiso 1 1 calc R U . . .
C16 C 1.06410(11) 0.38725(13) 0.26702(19) 0.0196(3) Uani 1 1 d . . . . .
H16A H 1.103203 0.396221 0.362407 0.024 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
Te C1 2.1260(16) . ?
Te C7 2.1373(15) . ?
Te Cl2 2.4628(7) . ?
Te Cl1 2.5554(7) . ?
O1 C8 1.2577(18) . ?
O2 C10 1.3280(18) . ?
O2 H2O 0.80(3) . ?
C1 C6 1.395(2) . ?
C1 C2 1.397(2) . ?
C2 C3 1.393(2) . ?
C2 H2A 0.9500 . ?
C3 C4 1.390(2) . ?
C3 H3A 0.9500 . ?
C4 C5 1.393(2) . ?
C4 H4A 0.9500 . ?
C5 C6 1.396(2) . ?
C5 H5A 0.9500 . ?
C6 H6A 0.9500 . ?
C7 C8 1.514(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.414(2) . ?
C9 C10 1.386(2) . ?
C9 H9A 0.9500 . ?
C10 C11 1.469(2) . ?
C11 C16 1.400(2) . ?
C11 C12 1.404(2) . ?
C12 C13 1.384(3) . ?
C12 H12A 0.9500 . ?
C13 C14 1.394(2) . ?
C13 H13A 0.9500 . ?
C14 C15 1.389(3) . ?
C14 H14A 0.9500 . ?
C15 C16 1.387(2) . ?
C15 H15A 0.9500 . ?
C16 H16A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Te C7 100.77(6) . . ?
C1 Te Cl2 89.26(4) . . ?
C7 Te Cl2 88.73(4) . . ?
C1 Te Cl1 87.82(4) . . ?
C7 Te Cl1 84.30(4) . . ?
Cl2 Te Cl1 171.795(14) . . ?
C10 O2 H2O 104.3(19) . . ?
C6 C1 C2 121.18(14) . . ?
C6 C1 Te 121.61(11) . . ?
C2 C1 Te 117.12(11) . . ?
C3 C2 C1 119.13(14) . . ?
C3 C2 H2A 120.4 . . ?
C1 C2 H2A 120.4 . . ?
C4 C3 C2 120.23(15) . . ?
C4 C3 H3A 119.9 . . ?
C2 C3 H3A 119.9 . . ?
C3 C4 C5 120.24(15) . . ?
C3 C4 H4A 119.9 . . ?
C5 C4 H4A 119.9 . . ?
C4 C5 C6 120.32(14) . . ?
C4 C5 H5A 119.8 . . ?
C6 C5 H5A 119.8 . . ?
C1 C6 C5 118.90(15) . . ?
C1 C6 H6A 120.6 . . ?
C5 C6 H6A 120.6 . . ?
C8 C7 Te 104.66(9) . . ?
C8 C7 H7A 110.8 . . ?
Te C7 H7A 110.8 . . ?
C8 C7 H7B 110.8 . . ?
Te C7 H7B 110.8 . . ?
H7A C7 H7B 108.9 . . ?
O1 C8 C9 123.54(13) . . ?
O1 C8 C7 117.37(13) . . ?
C9 C8 C7 119.06(13) . . ?
C10 C9 C8 120.93(13) . . ?
C10 C9 H9A 119.5 . . ?
C8 C9 H9A 119.5 . . ?
O2 C10 C9 120.93(14) . . ?
O2 C10 C11 115.58(13) . . ?
C9 C10 C11 123.49(13) . . ?
C16 C11 C12 118.81(15) . . ?
C16 C11 C10 119.70(14) . . ?
C12 C11 C10 121.49(13) . . ?
C13 C12 C11 120.53(15) . . ?
C13 C12 H12A 119.7 . . ?
C11 C12 H12A 119.7 . . ?
C12 C13 C14 120.16(17) . . ?
C12 C13 H13A 119.9 . . ?
C14 C13 H13A 119.9 . . ?
C15 C14 C13 119.79(17) . . ?
C15 C14 H14A 120.1 . . ?
C13 C14 H14A 120.1 . . ?
C16 C15 C14 120.30(15) . . ?
C16 C15 H15A 119.8 . . ?
C14 C15 H15A 119.8 . . ?
C15 C16 C11 120.41(15) . . ?
C15 C16 H16A 119.8 . . ?
C11 C16 H16A 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.3(2) . . . . ?
Te C1 C2 C3 -176.15(12) . . . . ?
C1 C2 C3 C4 -0.6(2) . . . . ?
C2 C3 C4 C5 0.1(2) . . . . ?
C3 C4 C5 C6 0.7(2) . . . . ?
C2 C1 C6 C5 0.5(2) . . . . ?
Te C1 C6 C5 176.83(12) . . . . ?
C4 C5 C6 C1 -1.0(2) . . . . ?
Te C7 C8 O1 -22.47(17) . . . . ?
Te C7 C8 C9 159.45(12) . . . . ?
O1 C8 C9 C10 -3.6(2) . . . . ?
C7 C8 C9 C10 174.39(14) . . . . ?
C8 C9 C10 O2 0.1(2) . . . . ?
C8 C9 C10 C11 -179.48(14) . . . . ?
O2 C10 C11 C16 -7.6(2) . . . . ?
C9 C10 C11 C16 172.00(15) . . . . ?
O2 C10 C11 C12 172.24(14) . . . . ?
C9 C10 C11 C12 -8.2(2) . . . . ?
C16 C11 C12 C13 0.0(2) . . . . ?
C10 C11 C12 C13 -179.87(15) . . . . ?
C11 C12 C13 C14 0.2(2) . . . . ?
C12 C13 C14 C15 -0.4(3) . . . . ?
C13 C14 C15 C16 0.4(3) . . . . ?
C14 C15 C16 C11 -0.3(3) . . . . ?
C12 C11 C16 C15 0.1(2) . . . . ?
C10 C11 C16 C15 179.89(15) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H2O O1 0.80(3) 1.82(3) 2.5586(18) 154(3) . yes
C9 H9A Cl1 0.95 2.67 3.5405(16) 153.1 4_565 yes

_refine_diff_density_max         1.013
_refine_diff_density_min         -0.549
_refine_diff_density_rms         0.110



####################################################################### 
# 
# 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_mk46
_database_code_depnum_ccdc_archive 'CCDC 2378224'
loop_
_audit_author_name
_audit_author_address
'Ray J Butcher'
;Department of Chemistry Howard University Washington DC USA
United States of America
;
_audit_update_record             
;
2024-08-18 deposited with the CCDC.	2024-10-29 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT915_mk46                
;
PROBLEM: No Flack x Check Done: Low Friedel Pair Coverage         43 %     
RESPONSE: When the data was collected it was not known that the
compound had crystallized in an achiral space group hence a complete
Friedel coverage was not collected. 
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H18 Cl2 O2 Te'
_chemical_formula_sum            'C14 H18 Cl2 O2 Te'
_chemical_formula_weight         416.78

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'
O O 0.0106 0.0060 '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'
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           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

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

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

_cell_length_a                   8.389(5)
_cell_length_b                   12.312(5)
_cell_length_c                   8.461(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 116.320(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     783.3(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6202
_cell_measurement_theta_min      2.6813
_cell_measurement_theta_max      41.0655

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.767
_exptl_crystal_F_000             408
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.4405
_exptl_crystal_size_mid          0.2723
_exptl_crystal_size_min          0.2324
_exptl_absorpt_coefficient_mu    2.235
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.564
_exptl_absorpt_correction_T_max  0.733
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.6501
_diffrn_reflns_number            11130
_diffrn_reflns_av_unetI/netI     0.0523
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.686
_diffrn_reflns_theta_max         41.134
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.708
_diffrn_reflns_point_group_measured_fraction_full 0.813
_reflns_number_total             7370
_reflns_number_gt                6779
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.410
_reflns_Friedel_fraction_max     0.425
_reflns_Friedel_fraction_full    0.611

_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, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_structure_solution    'Sir92 Altomare et al. 1993)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_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    mixed
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.0116(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   -0.025(16)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         7370
_refine_ls_number_parameters     179
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0344
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.0601
_refine_ls_wR_factor_gt          0.0569
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_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
Te Te 0.59236(2) 0.60750(2) 0.36522(2) 0.01220(4) Uani 1 1 d . . . . .
Cl1 Cl 0.90049(9) 0.57228(6) 0.39084(9) 0.01921(12) Uani 1 1 d . . . . .
Cl2 Cl 0.29189(8) 0.62117(8) 0.35212(8) 0.02132(16) Uani 1 1 d . . . . .
O2 O 0.6029(4) 0.28098(18) -0.0295(3) 0.0258(5) Uani 1 1 d . . . . .
H2 H 0.558319 0.340272 -0.019998 0.072(19) Uiso 1 1 calc R . . . .
O1 O 0.5083(3) 0.42944(18) 0.1118(3) 0.0215(4) Uani 1 1 d . . . . .
C11 C 0.5992(4) 0.3837(2) 0.2580(3) 0.0150(4) Uani 1 1 d . . . . .
C12 C 0.6934(4) 0.2862(2) 0.2756(3) 0.0158(4) Uani 1 1 d . . . . .
H12 H 0.757460 0.254101 0.388480 0.019 Uiso 1 1 calc R U . . .
C1 C 0.7096(3) 0.6841(2) 0.6165(3) 0.0131(4) Uani 1 1 d . . . . .
C2 C 0.7047(3) 0.6432(2) 0.7694(3) 0.0149(4) Uani 1 1 d . . . . .
C3 C 0.7919(4) 0.7037(2) 0.9243(4) 0.0192(5) Uani 1 1 d . . . . .
H3 H 0.793279 0.676818 1.030154 0.023 Uiso 1 1 calc R U . . .
C6 C 0.7904(4) 0.7841(2) 0.6163(3) 0.0148(4) Uani 1 1 d . . . . .
C10 C 0.6011(4) 0.4372(2) 0.4196(4) 0.0172(5) Uani 1 1 d . . . . .
H10A H 0.710686 0.418238 0.526527 0.021 Uiso 1 1 calc R U . . .
H10B H 0.496541 0.414761 0.436834 0.021 Uiso 1 1 calc R U . . .
C9 C 0.7892(4) 0.8343(2) 0.4529(4) 0.0199(5) Uani 1 1 d . . . . .
H9A H 0.824369 0.910749 0.475678 0.030 Uiso 1 1 calc R U . . .
H9B H 0.669302 0.829269 0.355298 0.030 Uiso 1 1 calc R U . . .
H9C H 0.873077 0.795348 0.421579 0.030 Uiso 1 1 calc R U . . .
C8 C 0.9684(5) 0.8641(3) 1.0994(4) 0.0289(7) Uani 1 1 d . . . . .
H8A H 1.073661 0.823909 1.181064 0.043 Uiso 1 1 calc R U . . .
H8B H 0.886621 0.873769 1.152510 0.043 Uiso 1 1 calc R U . . .
H8C H 1.004729 0.935349 1.075094 0.043 Uiso 1 1 calc R U . . .
C13 C 0.6924(4) 0.2375(2) 0.1284(3) 0.0168(5) Uani 1 1 d . . . . .
C4 C 0.8766(4) 0.8014(2) 0.9296(4) 0.0190(5) Uani 1 1 d . . . . .
C7 C 0.6091(4) 0.5417(3) 0.7768(4) 0.0209(5) Uani 1 1 d . . . . .
H7A H 0.675850 0.478026 0.769864 0.031 Uiso 1 1 calc R U . . .
H7B H 0.489929 0.540865 0.677501 0.031 Uiso 1 1 calc R U . . .
H7C H 0.599063 0.539841 0.887854 0.031 Uiso 1 1 calc R U . . .
C14 C 0.7862(4) 0.1355(3) 0.1307(4) 0.0216(5) Uani 1 1 d . . . . .
H14A H 0.699467 0.080321 0.060618 0.032 Uiso 1 1 calc R U . . .
H14B H 0.851593 0.109981 0.252532 0.032 Uiso 1 1 calc R U . . .
H14C H 0.869715 0.148616 0.080625 0.032 Uiso 1 1 calc R U . . .
C5 C 0.8740(4) 0.8408(2) 0.7744(4) 0.0178(5) Uani 1 1 d . . . . .
H5 H 0.930580 0.907911 0.776337 0.021 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
Te C1 2.126(3) . ?
Te C10 2.141(3) . ?
Te Cl2 2.4793(16) . ?
Te Cl1 2.5337(17) . ?
O2 C13 1.321(3) . ?
O2 H2 0.8400 . ?
O1 C11 1.262(3) . ?
C11 C12 1.408(4) . ?
C11 C10 1.512(4) . ?
C12 C13 1.378(4) . ?
C12 H12 0.9500 . ?
C1 C2 1.406(4) . ?
C1 C6 1.406(4) . ?
C2 C3 1.399(4) . ?
C2 C7 1.502(4) . ?
C3 C4 1.387(4) . ?
C3 H3 0.9500 . ?
C6 C5 1.391(4) . ?
C6 C9 1.511(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C8 C4 1.507(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C13 C14 1.477(4) . ?
C4 C5 1.391(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
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
C1 Te C10 105.22(11) . . ?
C1 Te Cl2 91.43(7) . . ?
C10 Te Cl2 90.76(8) . . ?
C1 Te Cl1 89.33(7) . . ?
C10 Te Cl1 82.97(8) . . ?
Cl2 Te Cl1 173.66(3) . . ?
C13 O2 H2 109.5 . . ?
O1 C11 C12 123.5(2) . . ?
O1 C11 C10 116.8(2) . . ?
C12 C11 C10 119.7(2) . . ?
C13 C12 C11 119.8(2) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C2 C1 C6 121.7(2) . . ?
C2 C1 Te 124.9(2) . . ?
C6 C1 Te 113.37(18) . . ?
C3 C2 C1 117.1(3) . . ?
C3 C2 C7 118.1(2) . . ?
C1 C2 C7 124.8(2) . . ?
C4 C3 C2 122.6(3) . . ?
C4 C3 H3 118.7 . . ?
C2 C3 H3 118.7 . . ?
C5 C6 C1 118.4(2) . . ?
C5 C6 C9 118.1(3) . . ?
C1 C6 C9 123.5(2) . . ?
C11 C10 Te 104.28(18) . . ?
C11 C10 H10A 110.9 . . ?
Te C10 H10A 110.9 . . ?
C11 C10 H10B 110.9 . . ?
Te C10 H10B 110.9 . . ?
H10A C10 H10B 108.9 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O2 C13 C12 120.7(3) . . ?
O2 C13 C14 114.7(2) . . ?
C12 C13 C14 124.6(3) . . ?
C3 C4 C5 118.5(3) . . ?
C3 C4 C8 120.8(3) . . ?
C5 C4 C8 120.6(3) . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C4 C5 C6 121.6(3) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C11 C12 C13 1.6(4) . . . . ?
C10 C11 C12 C13 -179.8(3) . . . . ?
C6 C1 C2 C3 -3.3(4) . . . . ?
Te C1 C2 C3 178.9(2) . . . . ?
C6 C1 C2 C7 175.1(3) . . . . ?
Te C1 C2 C7 -2.8(4) . . . . ?
C1 C2 C3 C4 1.7(4) . . . . ?
C7 C2 C3 C4 -176.8(3) . . . . ?
C2 C1 C6 C5 2.9(4) . . . . ?
Te C1 C6 C5 -179.0(2) . . . . ?
C2 C1 C6 C9 -176.2(3) . . . . ?
Te C1 C6 C9 1.9(3) . . . . ?
O1 C11 C10 Te -35.1(3) . . . . ?
C12 C11 C10 Te 146.2(2) . . . . ?
C11 C12 C13 O2 -0.4(4) . . . . ?
C11 C12 C13 C14 179.9(3) . . . . ?
C2 C3 C4 C5 0.2(5) . . . . ?
C2 C3 C4 C8 179.8(3) . . . . ?
C3 C4 C5 C6 -0.6(4) . . . . ?
C8 C4 C5 C6 179.8(3) . . . . ?
C1 C6 C5 C4 -0.9(4) . . . . ?
C9 C6 C5 C4 178.2(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H2 O1 0.84 1.74 2.498(3) 148.4 . yes
C12 H12 Cl2 0.95 2.91 3.704(3) 141.8 2_646 yes
C14 H14A O1 0.98 2.52 3.501(4) 176.4 2_645 yes
C14 H14B Cl1 0.98 2.84 3.803(4) 166.8 2_746 yes

_refine_diff_density_max         1.285
_refine_diff_density_min         -0.985
_refine_diff_density_rms         0.121



####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2378223'
loop_
_audit_author_name
_audit_author_address
'Ray J Butcher'
;Department of Chemistry Howard University Washington DC USA
United States of America
;
_audit_update_record             
;
2024-08-18 deposited with the CCDC.	2024-10-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H20 Cl2 O2 Te'
_chemical_formula_weight         478.85

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'
O O 0.0106 0.0060 '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'
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           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                   8.7845(4)
_cell_length_b                   19.5434(8)
_cell_length_c                   11.0751(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.679(4)
_cell_angle_gamma                90
_cell_volume                     1884.31(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    8769
_cell_measurement_theta_min      3.1207
_cell_measurement_theta_max      40.7632

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.688
_exptl_crystal_F_000             944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.7670
_exptl_crystal_size_mid          0.5485
_exptl_crystal_size_min          0.3491
_exptl_absorpt_coefficient_mu    1.871
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.434
_exptl_absorpt_correction_T_max  0.593
_exptl_absorpt_process_details   
;
'Fri Oct 04 17:47:03 2013'
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.5081
_diffrn_reflns_number            24302
_diffrn_reflns_av_unetI/netI     0.0421
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.134
_diffrn_reflns_theta_max         40.857
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             11990
_reflns_number_gt                9540
_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       
;
'Fri Oct 04 17:47:03 2013'
;
_computing_cell_refinement       
;
'Fri Oct 04 17:47:03 2013'
;
_computing_data_reduction        
;
'Fri Oct 04 17:47:03 2013'
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0224P)²+0.3160P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11990
_refine_ls_number_parameters     224
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0345
_refine_ls_wR_factor_ref         0.0707
_refine_ls_wR_factor_gt          0.0652
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.002
_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
Te Te 0.61172(2) 0.69226(2) 0.54591(2) 0.01408(2) Uani 1 1 d . . . . .
Cl2 Cl 0.61435(5) 0.69954(2) 0.32101(4) 0.02462(7) Uani 1 1 d . . . . .
Cl1 Cl 0.58596(5) 0.69462(2) 0.76983(4) 0.02743(8) Uani 1 1 d . . . . .
O1 O 0.44997(12) 0.56948(6) 0.47404(11) 0.0224(2) Uani 1 1 d . . . . .
O2 O 0.26492(13) 0.47579(6) 0.38995(12) 0.0232(2) Uani 1 1 d . . . . .
H2O H 0.340(3) 0.4932(13) 0.413(2) 0.046(7) Uiso 1 1 d . . . . .
C1 C 0.65980(16) 0.79879(7) 0.55771(13) 0.0150(2) Uani 1 1 d . . . . .
C2 C 0.55299(16) 0.85046(7) 0.57403(13) 0.0162(2) Uani 1 1 d . . . . .
C3 C 0.60607(17) 0.91790(8) 0.58021(14) 0.0198(3) Uani 1 1 d . . . . .
H3A H 0.5352 0.9537 0.5890 0.024 Uiso 1 1 calc R U . . .
C4 C 0.75907(18) 0.93477(8) 0.57402(14) 0.0206(3) Uani 1 1 d . . . . .
C5 C 0.86220(17) 0.88188(8) 0.56139(14) 0.0200(3) Uani 1 1 d . . . . .
H5A H 0.9672 0.8927 0.5589 0.024 Uiso 1 1 calc R U . . .
C6 C 0.81592(16) 0.81367(7) 0.55226(13) 0.0165(2) Uani 1 1 d . . . . .
C7 C 0.38665(17) 0.83769(8) 0.58797(16) 0.0229(3) Uani 1 1 d . . . . .
H7A H 0.3430 0.8788 0.6205 0.034 Uiso 1 1 calc R U . . .
H7B H 0.3798 0.7994 0.6441 0.034 Uiso 1 1 calc R U . . .
H7C H 0.3292 0.8266 0.5084 0.034 Uiso 1 1 calc R U . . .
C8 C 0.8111(2) 1.00838(9) 0.58077(19) 0.0309(4) Uani 1 1 d . . . . .
H8A H 0.9086 1.0120 0.6349 0.046 Uiso 1 1 calc R U . . .
H8B H 0.7333 1.0366 0.6127 0.046 Uiso 1 1 calc R U . . .
H8C H 0.8251 1.0244 0.4991 0.046 Uiso 1 1 calc R U . . .
C9 C 0.93411(16) 0.75899(8) 0.53710(15) 0.0217(3) Uani 1 1 d . . . . .
H9A H 1.0349 0.7804 0.5364 0.033 Uiso 1 1 calc R U . . .
H9B H 0.9047 0.7347 0.4601 0.033 Uiso 1 1 calc R U . . .
H9C H 0.9392 0.7265 0.6050 0.033 Uiso 1 1 calc R U . . .
C10 C 0.36683(16) 0.68327(7) 0.50248(15) 0.0179(3) Uani 1 1 d . . . . .
H10A H 0.3156 0.6931 0.5749 0.021 Uiso 1 1 calc R U . . .
H10B H 0.3275 0.7155 0.4367 0.021 Uiso 1 1 calc R U . . .
C11 C 0.33839(15) 0.61003(7) 0.46135(13) 0.0163(2) Uani 1 1 d . . . . .
C12 C 0.18602(15) 0.58993(7) 0.41344(14) 0.0173(2) Uani 1 1 d . . . . .
H12A H 0.1060 0.6230 0.4041 0.021 Uiso 1 1 calc R U . . .
C13 C 0.15434(15) 0.52306(7) 0.38071(13) 0.0158(2) Uani 1 1 d . . . . .
C14 C 0.00124(15) 0.49565(7) 0.33441(13) 0.0156(2) Uani 1 1 d . . . . .
C15 C -0.01152(17) 0.42893(8) 0.28753(14) 0.0194(3) Uani 1 1 d . . . . .
H15A H 0.0782 0.4021 0.2849 0.023 Uiso 1 1 calc R U . . .
C16 C -0.15534(18) 0.40183(8) 0.24485(15) 0.0224(3) Uani 1 1 d . . . . .
H16A H -0.1635 0.3565 0.2136 0.027 Uiso 1 1 calc R U . . .
C17 C -0.28692(17) 0.44093(8) 0.24783(15) 0.0222(3) Uani 1 1 d . . . . .
H17A H -0.3848 0.4223 0.2186 0.027 Uiso 1 1 calc R U . . .
C18 C -0.27568(17) 0.50739(9) 0.29356(15) 0.0221(3) Uani 1 1 d . . . . .
H18A H -0.3658 0.5341 0.2953 0.027 Uiso 1 1 calc R U . . .
C19 C -0.13216(16) 0.53480(8) 0.33686(14) 0.0183(3) Uani 1 1 d . . . . .
H19A H -0.1247 0.5801 0.3681 0.022 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
Te C1 2.1248(13) . ?
Te C10 2.1479(13) . ?
Te Cl2 2.4980(4) . ?
Te Cl1 2.5206(4) . ?
O1 C11 1.2537(17) . ?
O2 C13 1.3345(17) . ?
O2 H2O 0.75(2) . ?
C1 C2 1.406(2) . ?
C1 C6 1.4111(19) . ?
C2 C3 1.397(2) . ?
C2 C7 1.510(2) . ?
C3 C4 1.394(2) . ?
C3 H3A 0.9500 . ?
C4 C5 1.394(2) . ?
C4 C8 1.508(2) . ?
C5 C6 1.393(2) . ?
C5 H5A 0.9500 . ?
C6 C9 1.515(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.5127(19) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.4274(18) . ?
C12 C13 1.3747(19) . ?
C12 H12A 0.9500 . ?
C13 C14 1.4746(18) . ?
C14 C15 1.403(2) . ?
C14 C19 1.403(2) . ?
C15 C16 1.393(2) . ?
C15 H15A 0.9500 . ?
C16 C17 1.390(2) . ?
C16 H16A 0.9500 . ?
C17 C18 1.393(2) . ?
C17 H17A 0.9500 . ?
C18 C19 1.3945(19) . ?
C18 H18A 0.9500 . ?
C19 H19A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Te C10 106.19(5) . . ?
C1 Te Cl2 88.70(4) . . ?
C10 Te Cl2 85.63(5) . . ?
C1 Te Cl1 87.98(4) . . ?
C10 Te Cl1 90.17(5) . . ?
Cl2 Te Cl1 173.714(15) . . ?
C13 O2 H2O 107.9(19) . . ?
C2 C1 C6 121.76(12) . . ?
C2 C1 Te 125.51(10) . . ?
C6 C1 Te 112.69(10) . . ?
C3 C2 C1 117.37(13) . . ?
C3 C2 C7 118.18(13) . . ?
C1 C2 C7 124.44(13) . . ?
C4 C3 C2 122.58(14) . . ?
C4 C3 H3A 118.7 . . ?
C2 C3 H3A 118.7 . . ?
C5 C4 C3 118.24(14) . . ?
C5 C4 C8 121.05(15) . . ?
C3 C4 C8 120.71(15) . . ?
C6 C5 C4 121.98(14) . . ?
C6 C5 H5A 119.0 . . ?
C4 C5 H5A 119.0 . . ?
C5 C6 C1 118.03(13) . . ?
C5 C6 C9 119.03(13) . . ?
C1 C6 C9 122.94(13) . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 Te 105.37(9) . . ?
C11 C10 H10A 110.7 . . ?
Te C10 H10A 110.7 . . ?
C11 C10 H10B 110.7 . . ?
Te C10 H10B 110.7 . . ?
H10A C10 H10B 108.8 . . ?
O1 C11 C12 123.23(13) . . ?
O1 C11 C10 117.98(12) . . ?
C12 C11 C10 118.77(12) . . ?
C13 C12 C11 120.42(13) . . ?
C13 C12 H12A 119.8 . . ?
C11 C12 H12A 119.8 . . ?
O2 C13 C12 121.22(12) . . ?
O2 C13 C14 113.32(12) . . ?
C12 C13 C14 125.46(12) . . ?
C15 C14 C19 119.25(12) . . ?
C15 C14 C13 119.38(13) . . ?
C19 C14 C13 121.38(12) . . ?
C16 C15 C14 120.20(14) . . ?
C16 C15 H15A 119.9 . . ?
C14 C15 H15A 119.9 . . ?
C17 C16 C15 120.16(14) . . ?
C17 C16 H16A 119.9 . . ?
C15 C16 H16A 119.9 . . ?
C16 C17 C18 120.17(13) . . ?
C16 C17 H17A 119.9 . . ?
C18 C17 H17A 119.9 . . ?
C17 C18 C19 120.01(15) . . ?
C17 C18 H18A 120.0 . . ?
C19 C18 H18A 120.0 . . ?
C18 C19 C14 120.20(14) . . ?
C18 C19 H19A 119.9 . . ?
C14 C19 H19A 119.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 2.3(2) . . . . ?
Te C1 C2 C3 179.73(11) . . . . ?
C6 C1 C2 C7 -176.28(14) . . . . ?
Te C1 C2 C7 1.1(2) . . . . ?
C1 C2 C3 C4 -1.7(2) . . . . ?
C7 C2 C3 C4 176.99(14) . . . . ?
C2 C3 C4 C5 -0.1(2) . . . . ?
C2 C3 C4 C8 179.85(15) . . . . ?
C3 C4 C5 C6 1.4(2) . . . . ?
C8 C4 C5 C6 -178.55(15) . . . . ?
C4 C5 C6 C1 -0.8(2) . . . . ?
C4 C5 C6 C9 179.23(14) . . . . ?
C2 C1 C6 C5 -1.1(2) . . . . ?
Te C1 C6 C5 -178.83(11) . . . . ?
C2 C1 C6 C9 178.84(14) . . . . ?
Te C1 C6 C9 1.13(17) . . . . ?
Te C10 C11 O1 8.40(17) . . . . ?
Te C10 C11 C12 -173.34(11) . . . . ?
O1 C11 C12 C13 1.4(2) . . . . ?
C10 C11 C12 C13 -176.81(14) . . . . ?
C11 C12 C13 O2 -1.6(2) . . . . ?
C11 C12 C13 C14 177.74(14) . . . . ?
O2 C13 C14 C15 -10.0(2) . . . . ?
C12 C13 C14 C15 170.61(15) . . . . ?
O2 C13 C14 C19 169.68(14) . . . . ?
C12 C13 C14 C19 -9.7(2) . . . . ?
C19 C14 C15 C16 -0.5(2) . . . . ?
C13 C14 C15 C16 179.15(14) . . . . ?
C14 C15 C16 C17 0.4(2) . . . . ?
C15 C16 C17 C18 0.0(2) . . . . ?
C16 C17 C18 C19 -0.2(2) . . . . ?
C17 C18 C19 C14 0.1(2) . . . . ?
C15 C14 C19 C18 0.3(2) . . . . ?
C13 C14 C19 C18 -179.38(14) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2O O1 0.75(2) 1.86(3) 2.5413(15) 151(3) .
O2 H2O O1 0.75(2) 2.42(2) 2.8838(15) 121(2) 3_666

_refine_diff_density_max         0.687
_refine_diff_density_min         -1.097
_refine_diff_density_rms         0.122

_shelxl_version_number           2013-4



