# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_2Ba
_database_code_depnum_ccdc_archive 'CCDC 1061067'
_audit_update_record             
;
2015-04-22 deposited with the CCDC.
2015-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        '(Z)-Ethyl 2-(1-naphthyltelluro)acrylate'
_chemical_name_common            
(Z)-(1-naphthyl)((2-ethoxycarbonylvinyl)telluride
_chemical_melting_point          321-323
_chemical_formula_moiety         'C15 H14 O2 Te'
_chemical_formula_sum            'C15 H14 O2 Te'
_chemical_formula_weight         353.86

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'
Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

_cell_length_a                   16.6948(7)
_cell_length_b                   7.1386(4)
_cell_length_c                   23.0042(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2741.6(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9841
_cell_measurement_theta_min      3.3890
_cell_measurement_theta_max      32.6340

_exptl_crystal_description       
;
chunk
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.715
_exptl_crystal_F_000             1376
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.17
_exptl_absorpt_coefficient_mu    2.161
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.49073
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0416
_diffrn_reflns_number            34454
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_av_R_equivalents  0.0852
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         3.228
_diffrn_reflns_theta_max         32.840
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             4822
_reflns_number_gt                3706
_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, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_structure_solution    'Superflip (Palatinus et al. 2007)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2008)'
_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)+(0.0351P)²+5.4889P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4822
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0736
_refine_ls_R_factor_gt           0.0524
_refine_ls_wR_factor_ref         0.1047
_refine_ls_wR_factor_gt          0.0942
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_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 0.55574(2) 0.82845(3) 0.41189(2) 0.02995(8) Uani 1 1 d . . . . .
O1 O 0.55031(14) 0.5449(4) 0.32483(11) 0.0349(5) Uani 1 1 d . . . . .
O2 O 0.64547(14) 0.3459(3) 0.29298(11) 0.0333(5) Uani 1 1 d . . . . .
C6 C 0.60579(18) 1.0131(5) 0.47556(13) 0.0255(6) Uani 1 1 d . . . . .
C7 C 0.6266(2) 1.1900(5) 0.45823(15) 0.0334(7) Uani 1 1 d . . . . .
H7 H 0.6167 1.2271 0.4192 0.040 Uiso 1 1 calc R U . . .
C8 C 0.6625(2) 1.3189(5) 0.49686(17) 0.0358(8) Uani 1 1 d . . . . .
H8 H 0.6765 1.4409 0.4838 0.043 Uiso 1 1 calc R U . . .
C9 C 0.6771(2) 1.2671(5) 0.55319(16) 0.0303(7) Uani 1 1 d . . . . .
H9 H 0.7023 1.3526 0.5790 0.036 Uiso 1 1 calc R U . . .
C10 C 0.65465(18) 1.0862(4) 0.57326(13) 0.0243(6) Uani 1 1 d . . . . .
C11 C 0.6669(2) 1.0344(5) 0.63223(14) 0.0305(7) Uani 1 1 d . . . . .
H11 H 0.6917 1.1203 0.6581 0.037 Uiso 1 1 calc R U . . .
C12 C 0.6433(2) 0.8630(6) 0.65215(15) 0.0362(8) Uani 1 1 d . . . . .
H12 H 0.6515 0.8303 0.6917 0.043 Uiso 1 1 calc R U . . .
C13 C 0.6069(2) 0.7349(5) 0.61396(16) 0.0354(7) Uani 1 1 d . . . . .
H13 H 0.5905 0.6158 0.6281 0.042 Uiso 1 1 calc R U . . .
C14 C 0.5948(2) 0.7793(5) 0.55678(15) 0.0289(6) Uani 1 1 d . . . . .
H14 H 0.5706 0.6903 0.5316 0.035 Uiso 1 1 calc R U . . .
C15 C 0.61811(17) 0.9573(4) 0.53446(13) 0.0220(5) Uani 1 1 d . . . . .
C1 C 0.66882(18) 0.7284(5) 0.39097(15) 0.0277(6) Uani 1 1 d . . . . .
H1 H 0.7131 0.7831 0.4106 0.033 Uiso 1 1 calc R U . . .
C2 C 0.68496(18) 0.5938(5) 0.35230(16) 0.0297(7) Uani 1 1 d . . . . .
H2 H 0.7390 0.5610 0.3443 0.036 Uiso 1 1 calc R U . . .
C3 C 0.61982(19) 0.4966(5) 0.32220(13) 0.0264(6) Uani 1 1 d . . . . .
C4 C 0.5837(2) 0.2320(5) 0.26615(16) 0.0347(7) Uani 1 1 d . . . . .
H4A H 0.5607 0.2976 0.2321 0.042 Uiso 1 1 calc R U . . .
H4B H 0.5402 0.2064 0.2943 0.042 Uiso 1 1 calc R U . . .
C5 C 0.6230(3) 0.0516(5) 0.24747(16) 0.0385(8) Uani 1 1 d . . . . .
H5A H 0.5838 -0.0267 0.2271 0.058 Uiso 1 1 calc R U . . .
H5B H 0.6429 -0.0151 0.2818 0.058 Uiso 1 1 calc R U . . .
H5C H 0.6678 0.0795 0.2214 0.058 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 2.075(3) . ?
Te C6 2.140(3) . ?
O1 C3 1.212(4) . ?
O2 C3 1.339(4) . ?
O2 C4 1.450(4) . ?
C6 C7 1.369(5) . ?
C6 C15 1.427(4) . ?
C7 C8 1.413(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.369(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.422(5) . ?
C9 H9 0.9500 . ?
C10 C15 1.420(4) . ?
C10 C11 1.421(4) . ?
C11 C12 1.364(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.406(5) . ?
C7 H7 0.9500 . ?
C13 C14 1.368(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.424(4) . ?
C14 H14 0.9500 . ?
C1 C2 1.337(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.464(4) . ?
C2 H2 0.9500 . ?
C4 C5 1.508(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 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
C1 Te C6 90.89(12) . . ?
C3 O2 C4 115.9(3) . . ?
C7 C6 C15 119.8(3) . . ?
C7 C6 Te 117.9(2) . . ?
C15 C6 Te 122.3(2) . . ?
C6 C7 C8 121.7(3) . . ?
C6 C7 H7 119.2 . . ?
C8 C7 H7 119.2 . . ?
C9 C8 C7 119.7(3) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 120.4(3) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C15 C10 C11 119.5(3) . . ?
C15 C10 C9 119.9(3) . . ?
C11 C10 C9 120.6(3) . . ?
C12 C11 C10 120.9(3) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 119.9(3) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C14 C13 C12 120.9(3) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 120.9(3) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C10 C15 C14 118.0(3) . . ?
C10 C15 C6 118.5(3) . . ?
C14 C15 C6 123.5(3) . . ?
C2 C1 Te 125.8(2) . . ?
C2 C1 H11 117.1 . . ?
Te C1 H11 117.1 . . ?
C1 C2 C3 120.4(3) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 H2 119.8 . . ?
O1 C3 O2 124.0(3) . . ?
O1 C3 C2 123.6(3) . . ?
O2 C3 C2 112.4(3) . . ?
O2 C4 C5 106.9(3) . . ?
O2 C4 H4A 110.3 . . ?
C5 C4 H4A 110.3 . . ?
O2 C4 H4B 110.3 . . ?
C5 C4 H4B 110.3 . . ?
H4A C4 H4B 108.6 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15 C6 C7 C8 1.9(5) . . . . ?
Te C6 C7 C8 -177.8(3) . . . . ?
C6 C7 C8 C9 0.0(5) . . . . ?
C7 C8 C9 C10 -1.4(5) . . . . ?
C8 C9 C10 C15 1.1(5) . . . . ?
C8 C9 C10 C11 -177.6(3) . . . . ?
C15 C10 C11 C12 -0.6(5) . . . . ?
C9 C10 C11 C12 178.1(3) . . . . ?
C10 C11 C12 C13 0.4(5) . . . . ?
C11 C12 C13 C14 0.2(6) . . . . ?
C12 C13 C14 C15 -0.6(5) . . . . ?
C11 C10 C15 C14 0.2(4) . . . . ?
C9 C10 C15 C14 -178.5(3) . . . . ?
C11 C10 C15 C6 179.4(3) . . . . ?
C9 C10 C15 C6 0.8(4) . . . . ?
C13 C14 C15 C10 0.4(5) . . . . ?
C13 C14 C15 C6 -178.8(3) . . . . ?
C7 C6 C15 C10 -2.2(4) . . . . ?
Te C6 C15 C10 177.5(2) . . . . ?
C7 C6 C15 C14 177.0(3) . . . . ?
Te C6 C15 C14 -3.3(4) . . . . ?
Te C1 C2 C3 -2.8(5) . . . . ?
C4 O2 C3 O1 -3.4(5) . . . . ?
C4 O2 C3 C2 174.7(3) . . . . ?
C1 C2 C3 O1 9.0(5) . . . . ?
C1 C2 C3 O2 -169.2(3) . . . . ?
C3 O2 C4 C5 -167.9(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
C5 H5A O1 0.98 2.59 3.338(5) 133.3 4_645

_refine_diff_density_max         1.763
_refine_diff_density_min         -1.061
_refine_diff_density_rms         0.169

_shelxl_version_number           2013-4


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane'
####################################################################### 
# 
# 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_3Aa
_database_code_depnum_ccdc_archive 'CCDC 1061068'
_audit_update_record             
;
2015-04-22 deposited with the CCDC.
2015-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
"(Z)-Methyl 2-(2',4',6'-trimethylphenylltelluro)acrylate"
_chemical_name_common            
(Z)-(mesityl)(2-methoxycarbonylvinyl)telluride
_chemical_melting_point          358-360
_chemical_formula_moiety         'C13 H16 O2 Te'
_chemical_formula_sum            'C13 H16 O2 Te'
_chemical_formula_weight         331.86

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'
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                   5.63177(9)
_cell_length_b                   15.3211(3)
_cell_length_c                   15.0625(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.5658(19)
_cell_angle_gamma                90
_cell_volume                     1285.16(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7641
_cell_measurement_theta_min      2.7296
_cell_measurement_theta_max      41.0748

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.715
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.5913
_exptl_crystal_size_mid          0.2290
_exptl_crystal_size_min          0.1455
_exptl_absorpt_coefficient_mu    2.298
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.413
_exptl_absorpt_correction_T_max  0.743
_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_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            19013
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.735
_diffrn_reflns_theta_max         41.176
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             8312
_reflns_number_gt                6656
_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, 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    'Superflip (Palatinus et al. 2007)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2008)'
_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)+(0.0278P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8312
_refine_ls_number_parameters     149
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_ref         0.0799
_refine_ls_wR_factor_gt          0.0716
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.004
_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 0.23561(2) 0.50789(2) 0.27649(2) 0.02179(3) Uani 1 1 d . . . . .
O1 O 0.10929(18) 0.59563(8) 0.43220(8) 0.0248(2) Uani 1 1 d . . . . .
O2 O 0.34277(19) 0.64763(8) 0.55515(8) 0.0237(2) Uani 1 1 d . . . . .
C5 C 0.4565(2) 0.44837(10) 0.18999(10) 0.0198(2) Uani 1 1 d . . . . .
C6 C 0.4631(3) 0.35678(10) 0.18299(11) 0.0217(3) Uani 1 1 d . . . . .
C7 C 0.6138(3) 0.31945(10) 0.12821(12) 0.0243(3) Uani 1 1 d . . . . .
H7 H 0.6201 0.2577 0.1236 0.029 Uiso 1 1 calc R U . . .
C8 C 0.7558(3) 0.36996(11) 0.07990(12) 0.0248(3) Uani 1 1 d . . . . .
C9 C 0.7439(3) 0.46011(11) 0.08736(12) 0.0260(3) Uani 1 1 d . . . . .
H9 H 0.8388 0.4953 0.0543 0.031 Uiso 1 1 calc R U . . .
C10 C 0.5976(3) 0.50066(9) 0.14168(12) 0.0231(3) Uani 1 1 d . . . . .
C11 C 0.3163(3) 0.29790(11) 0.23329(12) 0.0279(3) Uani 1 1 d . . . . .
H11A H 0.3516 0.2369 0.2208 0.042 Uiso 1 1 calc R U . . .
H11B H 0.1452 0.3094 0.2140 0.042 Uiso 1 1 calc R U . . .
H11C H 0.3564 0.3090 0.2979 0.042 Uiso 1 1 calc R U . . .
C12 C 0.9167(3) 0.32876(13) 0.02050(14) 0.0341(4) Uani 1 1 d . . . . .
H12A H 0.8812 0.3535 -0.0400 0.051 Uiso 1 1 calc R U . . .
H12B H 0.8889 0.2656 0.0177 0.051 Uiso 1 1 calc R U . . .
H12C H 1.0848 0.3403 0.0451 0.051 Uiso 1 1 calc R U . . .
C13 C 0.6009(3) 0.59891(11) 0.14613(13) 0.0303(3) Uani 1 1 d . . . . .
H13A H 0.6588 0.6224 0.0927 0.045 Uiso 1 1 calc R U . . .
H13B H 0.7079 0.6178 0.2000 0.045 Uiso 1 1 calc R U . . .
H13C H 0.4382 0.6205 0.1485 0.045 Uiso 1 1 calc R U . . .
C1 C 0.5350(2) 0.54935(10) 0.36357(11) 0.0223(3) Uani 1 1 d . . . . .
H1 H 0.6876 0.5383 0.3462 0.027 Uiso 1 1 calc R U . . .
C2 C 0.5325(3) 0.59002(11) 0.44150(12) 0.0235(3) Uani 1 1 d . . . . .
H2 H 0.6803 0.6060 0.4767 0.028 Uiso 1 1 calc R U . . .
C3 C 0.3074(2) 0.61059(9) 0.47411(11) 0.0198(2) Uani 1 1 d . . . . .
C4 C 0.1296(3) 0.66860(12) 0.59259(13) 0.0290(3) Uani 1 1 d . . . . .
H4A H 0.1746 0.6930 0.6529 0.043 Uiso 1 1 calc R U . . .
H4B H 0.0342 0.6156 0.5962 0.043 Uiso 1 1 calc R U . . .
H4C H 0.0347 0.7115 0.5542 0.043 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 2.0755(14) . ?
Te C5 2.1354(15) . ?
O1 C3 1.2189(17) . ?
O2 C3 1.3340(19) . ?
O2 C4 1.436(2) . ?
C5 C10 1.405(2) . ?
C5 C6 1.408(2) . ?
C6 C7 1.392(2) . ?
C6 C11 1.503(2) . ?
C7 C8 1.393(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.388(2) . ?
C8 C12 1.504(2) . ?
C9 C10 1.391(2) . ?
C9 H9 0.9500 . ?
C10 C13 1.507(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C1 C2 1.331(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.461(2) . ?
C2 H2 0.9500 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 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
C1 Te C5 91.38(6) . . ?
C3 O2 C4 115.77(12) . . ?
C10 C5 C6 120.41(14) . . ?
C10 C5 Te 119.88(11) . . ?
C6 C5 Te 119.70(11) . . ?
C7 C6 C5 118.62(15) . . ?
C7 C6 C11 118.83(14) . . ?
C5 C6 C11 122.55(15) . . ?
C6 C7 C8 121.97(15) . . ?
C6 C7 H7 119.0 . . ?
C8 C7 H7 119.0 . . ?
C9 C8 C7 118.18(15) . . ?
C9 C8 C12 120.42(16) . . ?
C7 C8 C12 121.41(16) . . ?
C8 C9 C10 122.13(16) . . ?
C8 C9 H9 118.9 . . ?
C10 C9 H9 118.9 . . ?
C9 C10 C5 118.69(14) . . ?
C9 C10 C13 117.89(16) . . ?
C5 C10 C13 123.42(15) . . ?
C6 C11 H11A 109.5 . . ?
C6 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C6 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C2 C1 Te 125.90(11) . . ?
C2 C1 H1 117.0 . . ?
Te C1 H1 117.0 . . ?
C1 C2 C3 121.41(13) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 H2 119.3 . . ?
O1 C3 O2 123.66(14) . . ?
O1 C3 C2 123.96(15) . . ?
O2 C3 C2 112.37(12) . . ?
O2 C4 H4A 109.5 . . ?
O2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
O2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C5 C6 C7 0.7(2) . . . . ?
Te C5 C6 C7 -178.13(11) . . . . ?
C10 C5 C6 C11 179.88(15) . . . . ?
Te C5 C6 C11 1.03(19) . . . . ?
C5 C6 C7 C8 -0.6(2) . . . . ?
C11 C6 C7 C8 -179.75(15) . . . . ?
C6 C7 C8 C9 -0.1(2) . . . . ?
C6 C7 C8 C12 -179.61(15) . . . . ?
C7 C8 C9 C10 0.6(2) . . . . ?
C12 C8 C9 C10 -179.91(16) . . . . ?
C8 C9 C10 C5 -0.4(3) . . . . ?
C8 C9 C10 C13 179.06(16) . . . . ?
C6 C5 C10 C9 -0.3(2) . . . . ?
Te C5 C10 C9 178.58(12) . . . . ?
C6 C5 C10 C13 -179.68(16) . . . . ?
Te C5 C10 C13 -0.8(2) . . . . ?
Te C1 C2 C3 -0.4(2) . . . . ?
C4 O2 C3 O1 0.9(2) . . . . ?
C4 O2 C3 C2 -179.03(14) . . . . ?
C1 C2 C3 O1 -2.9(3) . . . . ?
C1 C2 C3 O2 177.08(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
C2 H2 O1 0.95 2.60 3.2733(18) 127.6 1_655

_refine_diff_density_max         2.978
_refine_diff_density_min         -1.190
_refine_diff_density_rms         0.119

_shelxl_version_number           2014-1


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane'
####################################################################### 
# 
# 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_3Ba
_database_code_depnum_ccdc_archive 'CCDC 1061069'
_audit_update_record             
;
2015-06-02 deposited with the CCDC.
2015-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H18 O2 Te'
_chemical_formula_sum            'C14 H18 O2 Te'
_chemical_formula_weight         345.88

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'
O O 0.0106 0.0060 '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                   7.4608(2)
_cell_length_b                   10.2199(3)
_cell_length_c                   18.9450(7)
_cell_angle_alpha                88.279(3)
_cell_angle_beta                 86.598(3)
_cell_angle_gamma                79.657(2)
_cell_volume                     1418.28(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    8856
_cell_measurement_theta_min      2.7738
_cell_measurement_theta_max      29.7777

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.620
_exptl_crystal_F_000             680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2221
_exptl_crystal_size_mid          0.1404
_exptl_crystal_size_min          0.0653
_exptl_absorpt_coefficient_mu    2.086
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.692
_exptl_absorpt_correction_T_max  0.877
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
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_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(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 5.3250
_diffrn_reflns_number            22076
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_av_R_equivalents  0.0430
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.925
_diffrn_reflns_theta_max         29.844
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.861
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.861
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.861
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             7036
_reflns_number_gt                5494
_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, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'Superflip (Palatinus & Chapius, 2007)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2008)'
_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)+(0.0302P)²+4.3282P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7036
_refine_ls_number_parameters     315
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0405
_refine_ls_wR_factor_ref         0.0970
_refine_ls_wR_factor_gt          0.0846
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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 0.40645(4) 0.60354(2) 0.24733(2) 0.02772(9) Uani 1 1 d . . . . .
Te' Te 0.72217(4) 0.87348(3) 0.73095(2) 0.03112(9) Uani 1 1 d . . . . .
O1 O 0.5850(4) 0.4579(3) 0.36118(15) 0.0281(6) Uani 1 1 d . . . . .
O1' O 0.7249(5) 1.0033(3) 0.59621(15) 0.0332(7) Uani 1 1 d . . . . .
O2' O 0.7492(4) 0.9248(3) 0.48584(15) 0.0291(6) Uani 1 1 d . . . . .
O2 O 0.7178(4) 0.5216(3) 0.45487(15) 0.0272(6) Uani 1 1 d . . . . .
C6 C 0.2949(6) 0.7694(4) 0.1820(2) 0.0240(8) Uani 1 1 d . . . . .
C1' C 0.7209(6) 0.7434(4) 0.6490(2) 0.0281(9) Uani 1 1 d . . . . .
H1' H 0.7162 0.6534 0.6618 0.034 Uiso 1 1 calc R U . . .
C7' C 0.6159(6) 0.7049(4) 0.8602(2) 0.0312(9) Uani 1 1 d . . . . .
C1 C 0.5055(6) 0.7261(4) 0.3159(2) 0.0272(9) Uani 1 1 d . . . . .
H1 H 0.4850 0.8188 0.3051 0.033 Uiso 1 1 calc R U . . .
C6' C 0.7540(6) 0.7156(4) 0.8084(2) 0.0254(8) Uani 1 1 d . . . . .
C8' C 0.6455(7) 0.6036(5) 0.9113(2) 0.0352(10) Uani 1 1 d . . . . .
H8' H 0.5515 0.5964 0.9466 0.042 Uiso 1 1 calc R U . . .
C9 C 0.1464(6) 0.9892(4) 0.0987(2) 0.0316(10) Uani 1 1 d . . . . .
C13 C 0.0681(8) 1.1109(4) 0.0552(3) 0.0421(12) Uani 1 1 d . . . . .
H13A H 0.1310 1.1071 0.0082 0.063 Uiso 1 1 calc R U . . .
H13B H 0.0852 1.1914 0.0789 0.063 Uiso 1 1 calc R U . . .
H13C H -0.0624 1.1129 0.0505 0.063 Uiso 1 1 calc R U . . .
C2' C 0.7263(6) 0.7744(4) 0.5797(2) 0.0289(9) Uani 1 1 d . . . . .
H2' H 0.7256 0.7077 0.5459 0.035 Uiso 1 1 calc R U . . .
C13' C 0.8373(8) 0.4029(5) 0.9682(3) 0.0439(12) Uani 1 1 d . . . . .
H13A' H 0.9679 0.3669 0.9699 0.066 Uiso 1 1 calc R U . . .
H13B' H 0.7723 0.3319 0.9564 0.066 Uiso 1 1 calc R U . . .
H13C' H 0.7903 0.4388 1.0144 0.066 Uiso 1 1 calc R U . . .
C2 C 0.5952(6) 0.6854(4) 0.3737(2) 0.0264(9) Uani 1 1 d . . . . .
H2 H 0.6363 0.7486 0.4016 0.032 Uiso 1 1 calc R U . . .
C3 C 0.6308(5) 0.5449(4) 0.3945(2) 0.0230(8) Uani 1 1 d . . . . .
C8 C 0.3253(6) 0.9264(4) 0.0869(2) 0.0323(10) Uani 1 1 d . . . . .
H8 H 0.3982 0.9588 0.0498 0.039 Uiso 1 1 calc R U . . .
C3' C 0.7331(6) 0.9116(4) 0.5562(2) 0.0259(8) Uani 1 1 d . . . . .
C7 C 0.4023(6) 0.8168(4) 0.1277(2) 0.0293(9) Uani 1 1 d . . . . .
C11 C 0.1111(6) 0.8297(4) 0.1947(2) 0.0270(9) Uani 1 1 d . . . . .
C10 C 0.0417(6) 0.9392(4) 0.1521(2) 0.0295(9) Uani 1 1 d . . . . .
H10 H -0.0820 0.9807 0.1602 0.035 Uiso 1 1 calc R U . . .
C4' C 0.7528(6) 1.0588(4) 0.4595(2) 0.0291(9) Uani 1 1 d . . . . .
H4A' H 0.8593 1.0911 0.4769 0.035 Uiso 1 1 calc R U . . .
H4B' H 0.6405 1.1193 0.4764 0.035 Uiso 1 1 calc R U . . .
C9' C 0.8085(6) 0.5126(4) 0.9124(2) 0.0312(9) Uani 1 1 d . . . . .
C10' C 0.9433(6) 0.5258(4) 0.8603(2) 0.0305(9) Uani 1 1 d . . . . .
H10' H 1.0552 0.4644 0.8600 0.037 Uiso 1 1 calc R U . . .
C5 C 0.8465(6) 0.3763(4) 0.5477(2) 0.0312(9) Uani 1 1 d . . . . .
H5A H 0.8658 0.2843 0.5659 0.047 Uiso 1 1 calc R U . . .
H5B H 0.7676 0.4339 0.5816 0.047 Uiso 1 1 calc R U . . .
H5C H 0.9642 0.4060 0.5407 0.047 Uiso 1 1 calc R U . . .
C11' C 0.9206(6) 0.6253(4) 0.8086(2) 0.0294(9) Uani 1 1 d . . . . .
C4 C 0.7565(6) 0.3835(4) 0.4777(2) 0.0272(9) Uani 1 1 d . . . . .
H4A H 0.8389 0.3305 0.4420 0.033 Uiso 1 1 calc R U . . .
H4B H 0.6420 0.3471 0.4833 0.033 Uiso 1 1 calc R U . . .
C5' C 0.7654(7) 1.0561(5) 0.3799(2) 0.0395(11) Uani 1 1 d . . . . .
H5A' H 0.7584 1.1470 0.3608 0.059 Uiso 1 1 calc R U . . .
H5B' H 0.6644 1.0178 0.3634 0.059 Uiso 1 1 calc R U . . .
H5C' H 0.8817 1.0018 0.3637 0.059 Uiso 1 1 calc R U . . .
C12 C 0.5986(7) 0.7530(5) 0.1101(3) 0.0475(13) Uani 1 1 d . . . . .
H12A H 0.6717 0.7588 0.1508 0.071 Uiso 1 1 calc R U . . .
H12B H 0.6469 0.7995 0.0693 0.071 Uiso 1 1 calc R U . . .
H12C H 0.6042 0.6593 0.0988 0.071 Uiso 1 1 calc R U . . .
C14 C -0.0114(7) 0.7839(5) 0.2524(2) 0.0378(11) Uani 1 1 d . . . . .
H14A H -0.1338 0.8378 0.2508 0.057 Uiso 1 1 calc R U . . .
H14B H 0.0378 0.7936 0.2984 0.057 Uiso 1 1 calc R U . . .
H14C H -0.0182 0.6902 0.2456 0.057 Uiso 1 1 calc R U . . .
C12' C 0.4315(7) 0.7973(5) 0.8624(3) 0.0493(13) Uani 1 1 d . . . . .
H12A' H 0.4489 0.8889 0.8688 0.074 Uiso 1 1 calc R U . . .
H12B' H 0.3540 0.7707 0.9018 0.074 Uiso 1 1 calc R U . . .
H12C' H 0.3730 0.7919 0.8179 0.074 Uiso 1 1 calc R U . . .
C14' C 1.0758(7) 0.6311(6) 0.7539(3) 0.0487(13) Uani 1 1 d . . . . .
H14A' H 1.1860 0.5718 0.7688 0.073 Uiso 1 1 calc R U . . .
H14B' H 1.0990 0.7224 0.7494 0.073 Uiso 1 1 calc R U . . .
H14C' H 1.0429 0.6027 0.7082 0.073 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 2.085(4) . ?
Te C6 2.141(4) . ?
Te' C1' 2.076(4) . ?
Te' C6' 2.138(4) . ?
O1 C3 1.215(5) . ?
O1' C3' 1.214(5) . ?
O2' C3' 1.337(5) . ?
O2' C4' 1.447(5) . ?
O2 C3 1.342(5) . ?
O2 C4 1.447(5) . ?
C6 C7 1.396(6) . ?
C6 C11 1.409(6) . ?
C1' C2' 1.341(6) . ?
C1' H1' 0.9500 . ?
C7' C8' 1.393(6) . ?
C7' C6' 1.398(6) . ?
C7' C12' 1.522(6) . ?
C1 C2 1.334(6) . ?
C1 H1 0.9500 . ?
C6' C11' 1.409(6) . ?
C8' C9' 1.393(7) . ?
C8' H8' 0.9500 . ?
C9 C8 1.382(7) . ?
C9 C10 1.383(6) . ?
C9 C13 1.517(6) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C2' C3' 1.467(5) . ?
C2' H2' 0.9500 . ?
C13' C9' 1.514(6) . ?
C13' H13A' 0.9800 . ?
C13' H13B' 0.9800 . ?
C13' H13C' 0.9800 . ?
C2 C3 1.459(5) . ?
C2 H2 0.9500 . ?
C8 C7 1.398(6) . ?
C8 H8 0.9500 . ?
C7 C12 1.514(7) . ?
C11 C10 1.400(6) . ?
C11 C14 1.501(6) . ?
C10 H10 0.9500 . ?
C4' C5' 1.507(6) . ?
C4' H4A' 0.9900 . ?
C4' H4B' 0.9900 . ?
C9' C10' 1.388(6) . ?
C10' C11' 1.385(6) . ?
C10' H10' 0.9500 . ?
C5 C4 1.515(6) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C11' C14' 1.515(7) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5' H5A' 0.9800 . ?
C5' H5B' 0.9800 . ?
C5' H5C' 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C12' H12A' 0.9800 . ?
C12' H12B' 0.9800 . ?
C12' H12C' 0.9800 . ?
C14' H14A' 0.9800 . ?
C14' H14B' 0.9800 . ?
C14' H14C' 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
C1 Te C6 92.04(15) . . ?
C1' Te' C6' 92.50(15) . . ?
C3' O2' C4' 115.1(3) . . ?
C3 O2 C4 115.1(3) . . ?
C7 C6 C11 120.5(4) . . ?
C7 C6 Te 120.6(3) . . ?
C11 C6 Te 118.9(3) . . ?
C2' C1' Te' 126.1(3) . . ?
C2' C1' H1' 116.9 . . ?
Te' C1' H1' 116.9 . . ?
C8' C7' C6' 119.0(4) . . ?
C8' C7' C12' 118.2(4) . . ?
C6' C7' C12' 122.8(4) . . ?
C2 C1 Te 125.5(3) . . ?
C2 C1 H1 117.3 . . ?
Te C1 H1 117.3 . . ?
C7' C6' C11' 120.0(4) . . ?
C7' C6' Te' 121.0(3) . . ?
C11' C6' Te' 119.0(3) . . ?
C7' C8' C9' 122.1(4) . . ?
C7' C8' H8' 119.0 . . ?
C9' C8' H8' 119.0 . . ?
C8 C9 C10 118.1(4) . . ?
C8 C9 C13 120.9(4) . . ?
C10 C9 C13 121.0(4) . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C1' C2' C3' 119.8(4) . . ?
C1' C2' H2' 120.1 . . ?
C3' C2' H2' 120.1 . . ?
C9' C13' H13A' 109.5 . . ?
C9' C13' H13B' 109.5 . . ?
H13A' C13' H13B' 109.5 . . ?
C9' C13' H13C' 109.5 . . ?
H13A' C13' H13C' 109.5 . . ?
H13B' C13' H13C' 109.5 . . ?
C1 C2 C3 120.8(4) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 H2 119.6 . . ?
O1 C3 O2 123.3(3) . . ?
O1 C3 C2 123.6(4) . . ?
O2 C3 C2 113.1(3) . . ?
C9 C8 C7 122.0(4) . . ?
C9 C8 H8 119.0 . . ?
C7 C8 H8 119.0 . . ?
O1' C3' O2' 123.6(4) . . ?
O1' C3' C2' 123.8(4) . . ?
O2' C3' C2' 112.6(3) . . ?
C6 C7 C8 118.9(4) . . ?
C6 C7 C12 122.8(4) . . ?
C8 C7 C12 118.3(4) . . ?
C10 C11 C6 117.9(4) . . ?
C10 C11 C14 118.9(4) . . ?
C6 C11 C14 123.2(4) . . ?
C9 C10 C11 122.6(4) . . ?
C9 C10 H10 118.7 . . ?
C11 C10 H10 118.7 . . ?
O2' C4' C5' 108.0(3) . . ?
O2' C4' H4A' 110.1 . . ?
C5' C4' H4A' 110.1 . . ?
O2' C4' H4B' 110.1 . . ?
C5' C4' H4B' 110.1 . . ?
H4A' C4' H4B' 108.4 . . ?
C10' C9' C8' 117.6(4) . . ?
C10' C9' C13' 121.2(4) . . ?
C8' C9' C13' 121.1(4) . . ?
C11' C10' C9' 122.4(4) . . ?
C11' C10' H10' 118.8 . . ?
C9' C10' H10' 118.8 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C10' C11' C6' 118.9(4) . . ?
C10' C11' C14' 118.4(4) . . ?
C6' C11' C14' 122.7(4) . . ?
O2 C4 C5 108.0(3) . . ?
O2 C4 H4A 110.1 . . ?
C5 C4 H4A 110.1 . . ?
O2 C4 H4B 110.1 . . ?
C5 C4 H4B 110.1 . . ?
H4A C4 H4B 108.4 . . ?
C4' C5' H5A' 109.5 . . ?
C4' C5' H5B' 109.5 . . ?
H5A' C5' H5B' 109.5 . . ?
C4' C5' H5C' 109.5 . . ?
H5A' C5' H5C' 109.5 . . ?
H5B' C5' H5C' 109.5 . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C7' C12' H12A' 109.5 . . ?
C7' C12' H12B' 109.5 . . ?
H12A' C12' H12B' 109.5 . . ?
C7' C12' H12C' 109.5 . . ?
H12A' C12' H12C' 109.5 . . ?
H12B' C12' H12C' 109.5 . . ?
C11' C14' H14A' 109.5 . . ?
C11' C14' H14B' 109.5 . . ?
H14A' C14' H14B' 109.5 . . ?
C11' C14' H14C' 109.5 . . ?
H14A' C14' H14C' 109.5 . . ?
H14B' C14' H14C' 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8' C7' C6' C11' -0.4(6) . . . . ?
C12' C7' C6' C11' -178.9(4) . . . . ?
C8' C7' C6' Te' -177.4(3) . . . . ?
C12' C7' C6' Te' 4.2(6) . . . . ?
C6' C7' C8' C9' 0.0(7) . . . . ?
C12' C7' C8' C9' 178.5(4) . . . . ?
Te' C1' C2' C3' -0.2(6) . . . . ?
Te C1 C2 C3 -0.6(6) . . . . ?
C4 O2 C3 O1 0.8(5) . . . . ?
C4 O2 C3 C2 -179.9(3) . . . . ?
C1 C2 C3 O1 1.1(7) . . . . ?
C1 C2 C3 O2 -178.3(4) . . . . ?
C10 C9 C8 C7 -1.1(6) . . . . ?
C13 C9 C8 C7 177.9(4) . . . . ?
C4' O2' C3' O1' -1.1(6) . . . . ?
C4' O2' C3' C2' 178.8(3) . . . . ?
C1' C2' C3' O1' -3.9(7) . . . . ?
C1' C2' C3' O2' 176.1(4) . . . . ?
C11 C6 C7 C8 1.0(6) . . . . ?
Te C6 C7 C8 -179.1(3) . . . . ?
C11 C6 C7 C12 -177.9(4) . . . . ?
Te C6 C7 C12 2.0(6) . . . . ?
C9 C8 C7 C6 0.0(6) . . . . ?
C9 C8 C7 C12 179.0(4) . . . . ?
C7 C6 C11 C10 -1.1(6) . . . . ?
Te C6 C11 C10 179.1(3) . . . . ?
C7 C6 C11 C14 -179.8(4) . . . . ?
Te C6 C11 C14 0.3(5) . . . . ?
C8 C9 C10 C11 1.0(6) . . . . ?
C13 C9 C10 C11 -177.9(4) . . . . ?
C6 C11 C10 C9 0.0(6) . . . . ?
C14 C11 C10 C9 178.8(4) . . . . ?
C3' O2' C4' C5' -178.3(4) . . . . ?
C7' C8' C9' C10' 0.1(7) . . . . ?
C7' C8' C9' C13' -179.7(4) . . . . ?
C8' C9' C10' C11' 0.3(6) . . . . ?
C13' C9' C10' C11' 180.0(4) . . . . ?
C9' C10' C11' C6' -0.7(6) . . . . ?
C9' C10' C11' C14' -179.9(4) . . . . ?
C7' C6' C11' C10' 0.8(6) . . . . ?
Te' C6' C11' C10' 177.8(3) . . . . ?
C7' C6' C11' C14' 179.9(4) . . . . ?
Te' C6' C11' C14' -3.1(6) . . . . ?
C3 O2 C4 C5 -177.5(3) . . . . ?

_refine_diff_density_max         3.011
_refine_diff_density_min         -1.053
_refine_diff_density_rms         0.125

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_5Aa
_database_code_depnum_ccdc_archive 'CCDC 1061070'
_audit_update_record             
;
2015-04-22 deposited with the CCDC.
2015-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
"(Z)-Methyl 2-(4'-(N,N-dimethyl)phenyltelluro)acrylate"
_chemical_name_common            
'(Z)-((4-(N,N-dimethyl)phenyl)(2-methoxycarbonylvinyl)telluride '
_chemical_melting_point          372-373
_chemical_formula_moiety         'C12 H15 N O2 Te'
_chemical_formula_sum            'C12 H15 N O2 Te'
_chemical_formula_weight         332.85

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           7
_space_group_name_H-M_alt        'P n'
_space_group_name_Hall           'P -2yac'

_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, z+1/2'

_cell_length_a                   7.969(5)
_cell_length_b                   5.535(5)
_cell_length_c                   14.965(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.239(5)
_cell_angle_gamma                90
_cell_volume                     642.5(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3728
_cell_measurement_theta_min      2.6205
_cell_measurement_theta_max      41.2259

_exptl_crystal_description       'thick plate'
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.720
_exptl_crystal_F_000             324
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.7316
_exptl_crystal_size_mid          0.4537
_exptl_crystal_size_min          0.2697
_exptl_absorpt_coefficient_mu    2.301
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.391
_exptl_absorpt_correction_T_max  0.641
_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_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            8095
_diffrn_reflns_av_unetI/netI     0.0497
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.797
_diffrn_reflns_theta_max         41.189
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.635
_diffrn_reflns_point_group_measured_fraction_full 0.707
_reflns_number_total             5439
_reflns_number_gt                4789
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.302
_reflns_Friedel_fraction_max     0.295
_reflns_Friedel_fraction_full    0.417

_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-2014 (Sheldrick, 2008)'
_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)+(0.0169P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.00(2)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5439
_refine_ls_number_parameters     148
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0317
_refine_ls_wR_factor_ref         0.0607
_refine_ls_wR_factor_gt          0.0557
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_restrained_S_all      0.992
_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 0.70851(2) 0.64051(2) 0.63996(2) 0.02161(3) Uani 1 1 d . . . . .
O1 O 0.3699(3) 0.8281(3) 0.53737(15) 0.0226(4) Uani 1 1 d . . . . .
O2 O 0.1302(3) 0.6250(3) 0.46776(16) 0.0240(4) Uani 1 1 d . . . . .
N N 1.2312(3) -0.1716(4) 0.82403(17) 0.0221(5) Uani 1 1 d . . . . .
C5 C 0.8892(5) 0.3774(6) 0.7035(3) 0.0198(7) Uani 1 1 d . . . . .
C6 C 0.8803(4) 0.2782(6) 0.7872(2) 0.0252(5) Uani 1 1 d . . . . .
H6 H 0.7973 0.3379 0.8183 0.030 Uiso 1 1 calc R U . . .
C7 C 0.9901(4) 0.0933(6) 0.8268(2) 0.0246(5) Uani 1 1 d . . . . .
H7 H 0.9799 0.0265 0.8838 0.029 Uiso 1 1 calc R U . . .
C8 C 1.1165(3) 0.0038(5) 0.78343(18) 0.0189(5) Uani 1 1 d . . . . .
C9 C 1.1244(4) 0.1040(5) 0.69816(19) 0.0211(5) Uani 1 1 d . . . . .
H9 H 1.2072 0.0458 0.6667 0.025 Uiso 1 1 calc R U . . .
C10 C 1.0121(3) 0.2873(5) 0.65950(19) 0.0207(5) Uani 1 1 d . . . . .
H10 H 1.0193 0.3526 0.6018 0.025 Uiso 1 1 calc R U . . .
C11 C 1.2113(4) -0.2859(6) 0.9080(2) 0.0280(6) Uani 1 1 d . . . . .
H11A H 1.2177 -0.1630 0.9558 0.042 Uiso 1 1 calc R U . . .
H11B H 1.3036 -0.4046 0.9279 0.042 Uiso 1 1 calc R U . . .
H11C H 1.0993 -0.3673 0.8971 0.042 Uiso 1 1 calc R U . . .
C12 C 1.3505(4) -0.2759(6) 0.7753(2) 0.0270(6) Uani 1 1 d . . . . .
H12A H 1.4128 -0.1465 0.7520 0.041 Uiso 1 1 calc R U . . .
H12B H 1.2868 -0.3728 0.7238 0.041 Uiso 1 1 calc R U . . .
H12C H 1.4329 -0.3792 0.8171 0.041 Uiso 1 1 calc R U . . .
C1 C 0.5280(5) 0.3719(6) 0.5912(3) 0.0196(7) Uani 1 1 d . . . . .
H1 H 0.5641 0.2103 0.6060 0.023 Uiso 1 1 calc R U . . .
C2 C 0.3673(4) 0.4009(4) 0.5416(2) 0.0200(5) Uani 1 1 d . . . . .
H2 H 0.2987 0.2620 0.5219 0.024 Uiso 1 1 calc R U . . .
C3 C 0.2942(3) 0.6393(4) 0.51675(18) 0.0168(4) Uani 1 1 d . . . . .
C4 C 0.0457(4) 0.8529(5) 0.4409(3) 0.0315(7) Uani 1 1 d . . . . .
H4A H -0.0652 0.8239 0.3978 0.047 Uiso 1 1 calc R U . . .
H4B H 0.1186 0.9530 0.4112 0.047 Uiso 1 1 calc R U . . .
H4C H 0.0262 0.9364 0.4953 0.047 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 2.081(4) . ?
Te C5 2.114(4) . ?
O1 C3 1.211(3) . ?
O2 C3 1.346(3) . ?
O2 C4 1.443(3) . ?
N C8 1.376(3) . ?
N C12 1.444(4) . ?
N C11 1.448(4) . ?
C5 C6 1.384(5) . ?
C5 C10 1.392(5) . ?
C6 C7 1.388(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.408(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.406(4) . ?
C9 C10 1.388(4) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C1 C2 1.335(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.456(4) . ?
C2 H2 0.9500 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 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
C1 Te C5 90.59(11) . . ?
C3 O2 C4 115.7(2) . . ?
C8 N C12 120.4(3) . . ?
C8 N C11 119.9(3) . . ?
C12 N C11 118.6(2) . . ?
C6 C5 C10 118.3(3) . . ?
C6 C5 Te 120.6(3) . . ?
C10 C5 Te 120.9(3) . . ?
C5 C6 C7 121.4(3) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C6 C7 C8 120.7(3) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 H7 119.6 . . ?
N C8 C9 121.1(3) . . ?
N C8 C7 121.2(3) . . ?
C9 C8 C7 117.7(2) . . ?
C10 C9 C8 120.5(3) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C9 C10 C5 121.4(3) . . ?
C9 C10 H10 119.3 . . ?
C5 C10 H10 119.3 . . ?
N C11 H11A 109.5 . . ?
N C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N C12 H12A 109.5 . . ?
N C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C2 C1 Te 127.4(2) . . ?
C2 C1 H1 116.3 . . ?
Te C1 H1 116.3 . . ?
C1 C2 C3 121.8(2) . . ?
C1 C2 H2 119.1 . . ?
C3 C2 H2 119.1 . . ?
O1 C3 O2 123.7(2) . . ?
O1 C3 C2 124.8(2) . . ?
O2 C3 C2 111.5(2) . . ?
O2 C4 H4A 109.5 . . ?
O2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
O2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C5 C6 C7 -0.1(5) . . . . ?
Te C5 C6 C7 175.4(2) . . . . ?
C5 C6 C7 C8 1.1(5) . . . . ?
C12 N C8 C9 -6.8(4) . . . . ?
C11 N C8 C9 -174.9(3) . . . . ?
C12 N C8 C7 174.8(3) . . . . ?
C11 N C8 C7 6.7(4) . . . . ?
C6 C7 C8 N 177.0(3) . . . . ?
C6 C7 C8 C9 -1.5(4) . . . . ?
N C8 C9 C10 -177.6(3) . . . . ?
C7 C8 C9 C10 0.9(4) . . . . ?
C8 C9 C10 C5 0.1(4) . . . . ?
C6 C5 C10 C9 -0.5(5) . . . . ?
Te C5 C10 C9 -176.0(2) . . . . ?
Te C1 C2 C3 -2.0(5) . . . . ?
C4 O2 C3 O1 -0.6(4) . . . . ?
C4 O2 C3 C10 -154.9(3) . . . . ?
C1 C2 C3 O1 0.6(5) . . . . ?
C1 C2 C3 O2 -179.2(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
C2 H2 O1 0.95 2.47 3.171(4) 130.9 1_545
C4 H4A N 0.98 2.60 3.232(4) 122.7 2_364

_refine_diff_density_max         0.901
_refine_diff_density_min         -0.930
_refine_diff_density_rms         0.116

_shelxl_version_number           2014-1


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane/ethyl acetate'
####################################################################### 
# 
# 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_5Ba
_database_code_depnum_ccdc_archive 'CCDC 1061071'
_audit_update_record             
;
2015-04-22 deposited with the CCDC.
2015-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
"(Z)-Ethyl 2-(4'-(N,N-dimethyl)phenyltelluro)acrylate"
_chemical_name_common            
'(Z)-((4-(N,N-dimethyl)phenyl)(2-ethoxycarbonylvinyl)telluride '
_chemical_melting_point          366-367
_chemical_formula_moiety         'C13 H17 N O2 Te'
_chemical_formula_sum            'C13 H17 N O2 Te'
_chemical_formula_weight         346.87

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   8.6633(3)
_cell_length_b                   11.3506(3)
_cell_length_c                   14.3428(5)
_cell_angle_alpha                90
_cell_angle_beta                 103.460(3)
_cell_angle_gamma                90
_cell_volume                     1371.66(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5381
_cell_measurement_theta_min      3.8680
_cell_measurement_theta_max      32.2640

_exptl_crystal_description       
;
rod
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.680
_exptl_crystal_F_000             680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    2.159
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.58248
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0416
_diffrn_reflns_number            17901
_diffrn_reflns_av_unetI/netI     0.0382
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.011
_diffrn_reflns_theta_max         32.825
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             4708
_reflns_number_gt                3760
_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, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_structure_solution    'Superflip (Palatinus et al. 2007)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2008)'
_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)+(0.0235P)²+0.5415P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0043(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4708
_refine_ls_number_parameters     158
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0310
_refine_ls_wR_factor_ref         0.0718
_refine_ls_wR_factor_gt          0.0643
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_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 0.52942(2) 0.53183(2) 0.70947(2) 0.03415(7) Uani 1 1 d . . . . .
O1 O 0.84177(19) 0.59115(14) 0.81303(12) 0.0362(4) Uani 1 1 d . . . . .
O2 O 1.05005(19) 0.47797(13) 0.88170(13) 0.0339(4) Uani 1 1 d . . . . .
N N -0.0986(2) 0.29433(18) 0.47254(14) 0.0368(4) Uani 1 1 d . . . . .
C6 C 0.3275(3) 0.43965(19) 0.63284(16) 0.0295(4) Uani 1 1 d . . . . .
C7 C 0.3107(3) 0.4084(2) 0.53735(16) 0.0325(4) Uani 1 1 d . . . . .
H7 H 0.3972 0.4203 0.5081 0.039 Uiso 1 1 calc R U . . .
C8 C 0.1715(3) 0.36055(19) 0.48386(16) 0.0314(4) Uani 1 1 d . . . . .
H8 H 0.1640 0.3402 0.4187 0.038 Uiso 1 1 calc R U . . .
C9 C 0.0409(2) 0.34152(18) 0.52458(16) 0.0282(4) Uani 1 1 d . . . . .
C10 C 0.0595(3) 0.3720(2) 0.62147(16) 0.0315(4) Uani 1 1 d . . . . .
H10 H -0.0257 0.3592 0.6517 0.038 Uiso 1 1 calc R U . . .
C11 C 0.1994(3) 0.4200(2) 0.67354(16) 0.0315(4) Uani 1 1 d . . . . .
H11 H 0.2081 0.4402 0.7389 0.038 Uiso 1 1 calc R U . . .
C12 C -0.1193(3) 0.2709(2) 0.37146(17) 0.0412(6) Uani 1 1 d . . . . .
H12A H -0.0914 0.3414 0.3395 0.062 Uiso 1 1 calc R U . . .
H12B H -0.2302 0.2500 0.3437 0.062 Uiso 1 1 calc R U . . .
H12C H -0.0503 0.2055 0.3626 0.062 Uiso 1 1 calc R U . . .
C13 C -0.2322(3) 0.2793(2) 0.5158(2) 0.0412(5) Uani 1 1 d . . . . .
H13A H -0.2013 0.2286 0.5724 0.062 Uiso 1 1 calc R U . . .
H13B H -0.3203 0.2427 0.4694 0.062 Uiso 1 1 calc R U . . .
H13C H -0.2657 0.3563 0.5349 0.062 Uiso 1 1 calc R U . . .
C1 C 0.6692(3) 0.38341(18) 0.74821(16) 0.0298(4) Uani 1 1 d . . . . .
H1 H 0.6231 0.3091 0.7276 0.036 Uiso 1 1 calc R U . . .
C2 C 0.8191(3) 0.38416(19) 0.79992(17) 0.0313(4) Uani 1 1 d . . . . .
H2 H 0.8730 0.3116 0.8167 0.038 Uiso 1 1 calc R U . . .
C3 C 0.9016(3) 0.49502(19) 0.83111(16) 0.0290(4) Uani 1 1 d . . . . .
C4 C 1.1408(3) 0.5833(2) 0.91564(18) 0.0359(5) Uani 1 1 d . . . . .
H4A H 1.0902 0.6276 0.9600 0.043 Uiso 1 1 calc R U . . .
H4B H 1.1467 0.6351 0.8611 0.043 Uiso 1 1 calc R U . . .
C5 C 1.3041(3) 0.5435(2) 0.9666(2) 0.0405(6) Uani 1 1 d . . . . .
H5A H 1.3701 0.6124 0.9896 0.061 Uiso 1 1 calc R U . . .
H5B H 1.3519 0.4984 0.9223 0.061 Uiso 1 1 calc R U . . .
H5C H 1.2967 0.4937 1.0212 0.061 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 2.073(2) . ?
Te C6 2.114(2) . ?
O1 C3 1.210(3) . ?
O2 C3 1.335(3) . ?
O2 C4 1.451(3) . ?
N C9 1.373(3) . ?
N C12 1.444(3) . ?
N C13 1.446(3) . ?
C6 C11 1.387(3) . ?
C6 C7 1.389(3) . ?
C7 C8 1.381(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.406(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.404(3) . ?
C10 C11 1.379(3) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C1 C2 1.338(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.465(3) . ?
C2 H2 0.9500 . ?
C4 C5 1.503(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 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
C1 Te C6 95.63(8) . . ?
C3 O2 C4 116.17(17) . . ?
C9 N C12 120.4(2) . . ?
C9 N C13 120.3(2) . . ?
C12 N C13 119.0(2) . . ?
C11 C6 C7 117.6(2) . . ?
C11 C6 Te 120.47(16) . . ?
C7 C6 Te 121.53(17) . . ?
C8 C7 C6 121.7(2) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C7 C8 C9 120.9(2) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
N C9 C10 121.2(2) . . ?
N C9 C8 121.7(2) . . ?
C10 C9 C8 117.1(2) . . ?
C11 C10 C9 121.1(2) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C6 121.6(2) . . ?
C10 C11 H11 119.2 . . ?
C6 C11 H11 119.2 . . ?
N C12 H12A 109.5 . . ?
N C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N C13 H13A 109.5 . . ?
N C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C2 C1 Te 125.06(16) . . ?
C2 C1 H1 117.5 . . ?
Te C1 H1 117.5 . . ?
C1 C2 C3 121.1(2) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
O1 C3 O2 123.9(2) . . ?
O1 C3 C2 123.7(2) . . ?
O2 C3 C2 112.42(19) . . ?
O2 C4 C5 106.91(18) . . ?
O2 C4 H4A 110.3 . . ?
C5 C4 H4A 110.3 . . ?
O2 C4 H4B 110.3 . . ?
C5 C4 H4B 110.3 . . ?
H4A C4 H4B 108.6 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 C6 C7 C8 0.6(3) . . . . ?
Te C6 C7 C8 -172.36(17) . . . . ?
C6 C7 C8 C9 -0.1(3) . . . . ?
C12 N C9 C10 175.8(2) . . . . ?
C13 N C9 C10 2.4(3) . . . . ?
C12 N C9 C8 -4.7(3) . . . . ?
C13 N C9 C8 -178.1(2) . . . . ?
C7 C8 C9 N 179.8(2) . . . . ?
C7 C8 C9 C10 -0.7(3) . . . . ?
N C9 C10 C11 -179.6(2) . . . . ?
C8 C9 C10 C11 0.9(3) . . . . ?
C9 C10 C11 C6 -0.4(3) . . . . ?
C7 C6 C11 C10 -0.4(3) . . . . ?
Te C6 C11 C10 172.66(17) . . . . ?
Te C1 C2 C3 -2.6(3) . . . . ?
C4 O2 C3 O1 0.0(3) . . . . ?
C4 O2 C3 C2 -179.96(19) . . . . ?
C1 C2 C3 O1 0.1(4) . . . . ?
C1 C2 C3 O2 -179.9(2) . . . . ?
C3 O2 C4 C5 -177.8(2) . . . . ?

_refine_diff_density_max         0.707
_refine_diff_density_min         -0.666
_refine_diff_density_rms         0.090

_shelxl_version_number           2013-4


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane/ethyl acetate'
####################################################################### 
# 
# 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_5Bb
_database_code_depnum_ccdc_archive 'CCDC 1061072'
_audit_update_record             
;
2015-04-22 deposited with the CCDC.
2015-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
"(E)-Ethyl 2-(4'-(N,N-dimethyl)phenyltelluro)acrylate"
_chemical_name_common            
'(E)-((4-(N,N-dimethyl)phenyl)(2-ethoxycarbonylvinyl)telluride '
_chemical_melting_point          347-349
_chemical_formula_moiety         'C13 H17 N O2 Te'
_chemical_formula_sum            'C13 H17 N O2 Te'
_chemical_formula_weight         346.88

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'
O O 0.0106 0.0060 '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'
N N 0.0061 0.0033 '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                   6.2387(2)
_cell_length_b                   12.7873(5)
_cell_length_c                   18.0003(8)
_cell_angle_alpha                90
_cell_angle_beta                 93.021(4)
_cell_angle_gamma                90
_cell_volume                     1434.00(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5082
_cell_measurement_theta_min      3.3680
_cell_measurement_theta_max      32.3740

_exptl_crystal_description       
;
 ?
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.607
_exptl_crystal_F_000             680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    2.065
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.40961
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0416
_diffrn_reflns_number            16574
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.382
_diffrn_reflns_theta_max         32.867
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.904
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.904
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.904
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             4854
_reflns_number_gt                3947
_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, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_structure_solution    'Superflip (Palatinus et al. 2007)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2008)'
_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)+(0.0276P)²+0.6962P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0043(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4854
_refine_ls_number_parameters     158
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0391
_refine_ls_wR_factor_ref         0.0865
_refine_ls_wR_factor_gt          0.0796
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_restrained_S_all      1.128
_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 0.98044(3) 0.47398(2) 0.64474(2) 0.03469(8) Uani 1 1 d . . . . .
O1 O 0.2405(3) 0.25190(18) 0.63500(12) 0.0399(5) Uani 1 1 d . . . . .
O2 O 0.5457(3) 0.16117(16) 0.62830(11) 0.0337(4) Uani 1 1 d . . . . .
N N 0.1708(4) 0.7672(3) 0.61098(14) 0.0480(7) Uani 1 1 d . . . . .
C6 C 0.7205(4) 0.5792(2) 0.63469(15) 0.0309(5) Uani 1 1 d . . . . .
C7 C 0.6300(4) 0.6224(2) 0.69639(14) 0.0334(6) Uani 1 1 d . . . . .
H7 H 0.6933 0.6084 0.7445 0.040 Uiso 1 1 calc R U . . .
C8 C 0.4494(4) 0.6854(2) 0.68949(14) 0.0321(6) Uani 1 1 d . . . . .
H8 H 0.3917 0.7143 0.7327 0.039 Uiso 1 1 calc R U . . .
C9 C 0.3505(4) 0.7069(2) 0.61907(14) 0.0295(5) Uani 1 1 d . . . . .
C10 C 0.4446(5) 0.6630(2) 0.55666(14) 0.0332(6) Uani 1 1 d . . . . .
H10 H 0.3827 0.6764 0.5083 0.040 Uiso 1 1 calc R U . . .
C11 C 0.6246(5) 0.6012(2) 0.56483(14) 0.0329(6) Uani 1 1 d . . . . .
H11 H 0.6849 0.5729 0.5218 0.040 Uiso 1 1 calc R U . . .
C12 C 0.0748(5) 0.8116(3) 0.67495(18) 0.0536(10) Uani 1 1 d . . . . .
H12A H 0.1809 0.8548 0.7029 0.080 Uiso 1 1 calc R U . . .
H12B H 0.0266 0.7552 0.7070 0.080 Uiso 1 1 calc R U . . .
H12C H -0.0483 0.8549 0.6585 0.080 Uiso 1 1 calc R U . . .
C13 C 0.0656(5) 0.7838(3) 0.53826(18) 0.0513(9) Uani 1 1 d . . . . .
H13A H 0.0331 0.7161 0.5148 0.077 Uiso 1 1 calc R U . . .
H13B H 0.1606 0.8239 0.5072 0.077 Uiso 1 1 calc R U . . .
H13C H -0.0680 0.8228 0.5436 0.077 Uiso 1 1 calc R U . . .
C1 C 0.7822(4) 0.3433(2) 0.64388(13) 0.0264(5) Uani 1 1 d . . . . .
H1 H 0.8508 0.2770 0.6458 0.032 Uiso 1 1 calc R U . . .
C2 C 0.5698(4) 0.3435(2) 0.64095(13) 0.0267(5) Uani 1 1 d . . . . .
H2 H 0.4998 0.4093 0.6432 0.032 Uiso 1 1 calc R U . . .
C3 C 0.4344(4) 0.2501(2) 0.63446(13) 0.0261(5) Uani 1 1 d . . . . .
C4 C 0.4197(5) 0.0660(3) 0.6203(2) 0.0437(7) Uani 1 1 d . . . . .
H4A H 0.3166 0.0713 0.5768 0.052 Uiso 1 1 calc R U . . .
H4B H 0.3382 0.0541 0.6653 0.052 Uiso 1 1 calc R U . . .
C5 C 0.5715(7) -0.0211(3) 0.6101(3) 0.0609(10) Uani 1 1 d . . . . .
H5A H 0.4910 -0.0856 0.5992 0.091 Uiso 1 1 calc R U . . .
H5B H 0.6624 -0.0305 0.6557 0.091 Uiso 1 1 calc R U . . .
H5C H 0.6618 -0.0050 0.5686 0.091 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 2.078(3) . ?
Te C6 2.108(3) . ?
O1 C3 1.210(3) . ?
O2 C3 1.340(3) . ?
O2 C4 1.452(4) . ?
N C9 1.362(4) . ?
N C12 1.442(4) . ?
N C13 1.449(4) . ?
C6 C7 1.387(4) . ?
C6 C11 1.393(4) . ?
C7 C8 1.385(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.407(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.411(4) . ?
C10 C11 1.374(4) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C1 C2 1.324(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.464(4) . ?
C2 H2 0.9500 . ?
C4 C5 1.480(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 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
C1 Te C6 93.31(10) . . ?
C3 O2 C4 116.0(2) . . ?
C9 N C12 120.8(3) . . ?
C9 N C13 120.7(3) . . ?
C12 N C13 118.4(3) . . ?
C7 C6 C11 118.0(3) . . ?
C7 C6 Te 122.0(2) . . ?
C11 C6 Te 119.9(2) . . ?
C8 C7 C6 121.6(2) . . ?
C8 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
C7 C8 C9 120.7(2) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 H8 119.7 . . ?
N C9 C8 121.7(2) . . ?
N C9 C10 121.0(2) . . ?
C8 C9 C10 117.3(2) . . ?
C11 C10 C9 121.0(2) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C10 C11 C6 121.5(2) . . ?
C10 C11 H11 119.2 . . ?
C6 C11 H11 119.2 . . ?
N C12 H12A 109.5 . . ?
N C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N C13 H13A 109.5 . . ?
N C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C2 C1 Te 126.4(2) . . ?
C2 C1 H1 116.8 . . ?
Te C1 H1 116.8 . . ?
C1 C2 C3 125.1(3) . . ?
C1 C2 H2 117.5 . . ?
C3 C2 H2 117.5 . . ?
O1 C3 O2 122.7(3) . . ?
O1 C3 C2 123.8(3) . . ?
O2 C3 C2 113.5(2) . . ?
O2 C4 C5 107.2(3) . . ?
O2 C4 H4A 110.3 . . ?
C5 C4 H4A 110.3 . . ?
O2 C4 H4B 110.3 . . ?
C5 C4 H4B 110.3 . . ?
H4A C4 H4B 108.5 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 C6 C7 C8 0.2(4) . . . . ?
Te C6 C7 C8 -175.2(2) . . . . ?
C6 C7 C8 C9 0.5(5) . . . . ?
C12 N C9 C8 0.0(5) . . . . ?
C13 N C9 C8 -176.8(3) . . . . ?
C12 N C9 C10 179.8(3) . . . . ?
C13 N C9 C10 3.0(5) . . . . ?
C7 C8 C9 N 178.9(3) . . . . ?
C7 C8 C9 C10 -0.9(4) . . . . ?
N C9 C10 C11 -179.3(3) . . . . ?
C8 C9 C10 C11 0.5(4) . . . . ?
C9 C10 C11 C6 0.2(5) . . . . ?
C7 C6 C11 C10 -0.6(4) . . . . ?
Te C6 C11 C10 174.9(2) . . . . ?
Te C1 C2 C3 174.86(18) . . . . ?
C4 O2 C3 O1 1.5(4) . . . . ?
C4 O2 C3 C2 -178.9(2) . . . . ?
C1 C2 C3 O1 176.8(2) . . . . ?
C1 C2 C3 O2 -2.8(3) . . . . ?
C3 O2 C4 C5 176.8(3) . . . . ?

_refine_diff_density_max         0.671
_refine_diff_density_min         -0.796
_refine_diff_density_rms         0.094

_shelxl_version_number           2014-1


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane/ethyl acetate'
####################################################################### 
# 
# 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_8
_database_code_depnum_ccdc_archive 'CCDC 1061073'
_audit_update_record             
;
2015-04-22 deposited with the CCDC.
2015-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'(Z)-((2,4,6-trimethylphenyl)(2-phenylvinyl)telluride '
_chemical_name_common            ?
_chemical_melting_point          361-362
_chemical_formula_moiety         'C17 H18 Te'
_chemical_formula_sum            'C17 H18 Te'
_chemical_formula_weight         349.91

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Te Te -0.1759 6.3531 '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                   17.9956(6)
_cell_length_b                   10.9480(3)
_cell_length_c                   15.7185(5)
_cell_angle_alpha                90
_cell_angle_beta                 109.940(3)
_cell_angle_gamma                90
_cell_volume                     2911.14(16)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    4004
_cell_measurement_theta_min      2.9882
_cell_measurement_theta_max      74.0465

_exptl_crystal_description       prism
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_F_000             1376
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2954
_exptl_crystal_size_mid          0.1984
_exptl_crystal_size_min          0.1126
_exptl_absorpt_coefficient_mu    15.950
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.094
_exptl_absorpt_correction_T_max  0.375
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
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_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.3250
_diffrn_reflns_number            5951
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         4.811
_diffrn_reflns_theta_max         74.214
_diffrn_reflns_theta_full        67.500
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2885
_reflns_number_gt                2663
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Data were apparently pre-merged, so _diffrn_reflns_number
 etc. will have to be added later.
 
 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 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2008)'
_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)+(0.0390P)²+9.6466P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2885
_refine_ls_number_parameters     166
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0866
_refine_ls_wR_factor_gt          0.0844
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_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 0.36131(2) 0.47890(2) 0.52733(2) 0.02463(11) Uani 1 1 d . . . . .
C9 C 0.42095(19) 0.6169(3) 0.4792(2) 0.0199(7) Uani 1 1 d . . . . .
C10 C 0.42373(19) 0.6094(3) 0.3906(2) 0.0210(7) Uani 1 1 d . . . . .
C11 C 0.4647(2) 0.6981(4) 0.3622(2) 0.0217(7) Uani 1 1 d . . . . .
H11 H 0.4651 0.6949 0.3019 0.026 Uiso 1 1 calc R U . . .
C12 C 0.5055(2) 0.7919(4) 0.4185(2) 0.0222(7) Uani 1 1 d . . . . .
C13 C 0.50275(19) 0.7975(4) 0.5061(2) 0.0221(7) Uani 1 1 d . . . . .
H13 H 0.5304 0.8606 0.5457 0.027 Uiso 1 1 calc R U . . .
C14 C 0.4599(2) 0.7116(4) 0.5365(2) 0.0224(7) Uani 1 1 d . . . . .
C15 C 0.3833(2) 0.5079(4) 0.3260(3) 0.0266(8) Uani 1 1 d . . . . .
H15A H 0.3976 0.5134 0.2712 0.040 Uiso 1 1 calc R U . . .
H15B H 0.3259 0.5158 0.3096 0.040 Uiso 1 1 calc R U . . .
H15C H 0.4003 0.4287 0.3552 0.040 Uiso 1 1 calc R U . . .
C16 C 0.5525(2) 0.8839(4) 0.3870(3) 0.0336(9) Uani 1 1 d . . . . .
H16A H 0.5903 0.8414 0.3649 0.050 Uiso 1 1 calc R U . . .
H16B H 0.5813 0.9372 0.4376 0.050 Uiso 1 1 calc R U . . .
H16C H 0.5167 0.9332 0.3381 0.050 Uiso 1 1 calc R U . . .
C17 C 0.4571(3) 0.7282(4) 0.6309(3) 0.0322(9) Uani 1 1 d . . . . .
H17A H 0.4676 0.6498 0.6629 0.048 Uiso 1 1 calc R U . . .
H17B H 0.4046 0.7577 0.6271 0.048 Uiso 1 1 calc R U . . .
H17C H 0.4972 0.7879 0.6639 0.048 Uiso 1 1 calc R U . . .
C1 C 0.2622(2) 0.5883(3) 0.5125(2) 0.0223(7) Uani 1 1 d . . . . .
H1 H 0.2544 0.6541 0.4709 0.027 Uiso 1 1 calc R U . . .
C2 C 0.2082(2) 0.5783(3) 0.5534(3) 0.0239(7) Uani 1 1 d . . . . .
H2 H 0.1689 0.6401 0.5398 0.029 Uiso 1 1 calc R U . . .
C3 C 0.2026(2) 0.4827(3) 0.6171(2) 0.0202(7) Uani 1 1 d . . . . .
C4 C 0.2298(2) 0.3638(3) 0.6152(2) 0.0233(7) Uani 1 1 d . . . . .
H4 H 0.2515 0.3413 0.5702 0.028 Uiso 1 1 calc R U . . .
C5 C 0.2255(2) 0.2781(4) 0.6783(3) 0.0284(8) Uani 1 1 d . . . . .
H5 H 0.2451 0.1978 0.6768 0.034 Uiso 1 1 calc R U . . .
C6 C 0.1928(2) 0.3088(4) 0.7438(3) 0.0292(8) Uani 1 1 d . . . . .
H6 H 0.1908 0.2503 0.7877 0.035 Uiso 1 1 calc R U . . .
C7 C 0.1634(2) 0.4246(4) 0.7445(3) 0.0289(8) Uani 1 1 d . . . . .
H7 H 0.1403 0.4458 0.7886 0.035 Uiso 1 1 calc R U . . .
C8 C 0.1672(2) 0.5115(4) 0.6810(3) 0.0249(8) Uani 1 1 d . . . . .
H8 H 0.1456 0.5906 0.6813 0.030 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 2.094(3) . ?
Te C9 2.135(4) . ?
C9 C14 1.396(5) . ?
C9 C10 1.414(5) . ?
C10 C11 1.383(5) . ?
C10 C15 1.514(5) . ?
C11 C12 1.390(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.397(5) . ?
C12 C16 1.504(5) . ?
C13 C14 1.399(5) . ?
C13 H13 0.9500 . ?
C14 C17 1.513(5) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C1 C2 1.340(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.476(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.394(5) . ?
C3 C8 1.397(6) . ?
C4 C5 1.386(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.391(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.376(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.397(6) . ?
C7 H7 0.9500 . ?
C8 H8 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 C9 93.89(13) . . ?
C14 C9 C10 120.0(3) . . ?
C14 C9 Te 120.0(3) . . ?
C10 C9 Te 120.0(3) . . ?
C11 C10 C9 118.7(3) . . ?
C11 C10 C15 119.1(3) . . ?
C9 C10 C15 122.2(3) . . ?
C10 C11 C12 122.5(3) . . ?
C10 C11 H11 118.7 . . ?
C12 C11 H11 118.7 . . ?
C11 C12 C13 118.1(3) . . ?
C11 C12 C16 121.3(3) . . ?
C13 C12 C16 120.5(4) . . ?
C12 C13 C14 121.1(3) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C9 C14 C13 119.6(3) . . ?
C9 C14 C17 123.0(4) . . ?
C13 C14 C17 117.4(4) . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C2 C1 Te 129.0(3) . . ?
C2 C1 H1 115.5 . . ?
Te C1 H1 115.5 . . ?
C1 C2 C3 127.8(3) . . ?
C1 C2 H2 116.1 . . ?
C3 C2 H2 116.1 . . ?
C4 C3 C8 118.4(3) . . ?
C4 C3 C2 122.8(3) . . ?
C8 C3 C2 118.8(3) . . ?
C5 C4 C3 120.7(4) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 120.5(4) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C7 C6 C5 119.3(4) . . ?
C7 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C6 C7 C8 120.6(4) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 H7 119.7 . . ?
C7 C8 C3 120.4(4) . . ?
C7 C8 H8 119.8 . . ?
C3 C8 H8 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
C14 C9 C10 C11 -0.7(5) . . . . ?
Te C9 C10 C11 -178.1(2) . . . . ?
C14 C9 C10 C15 179.3(3) . . . . ?
Te C9 C10 C15 1.9(4) . . . . ?
C9 C10 C11 C12 2.3(5) . . . . ?
C15 C10 C11 C12 -177.8(3) . . . . ?
C10 C11 C12 C13 -1.8(5) . . . . ?
C10 C11 C12 C16 177.3(3) . . . . ?
C11 C12 C13 C14 -0.2(5) . . . . ?
C16 C12 C13 C14 -179.3(3) . . . . ?
C10 C9 C14 C13 -1.2(5) . . . . ?
Te C9 C14 C13 176.2(3) . . . . ?
C10 C9 C14 C17 177.7(3) . . . . ?
Te C9 C14 C17 -5.0(5) . . . . ?
C12 C13 C14 C9 1.7(5) . . . . ?
C12 C13 C14 C17 -177.2(3) . . . . ?
Te C1 C2 C3 -3.3(6) . . . . ?
C1 C2 C3 C4 -28.7(6) . . . . ?
C1 C2 C3 C8 152.6(4) . . . . ?
C8 C3 C4 C5 -3.3(5) . . . . ?
C2 C3 C4 C5 177.9(3) . . . . ?
C3 C4 C5 C6 1.1(6) . . . . ?
C4 C5 C6 C7 1.1(6) . . . . ?
C5 C6 C7 C8 -0.9(6) . . . . ?
C6 C7 C8 C3 -1.5(6) . . . . ?
C4 C3 C8 C7 3.5(5) . . . . ?
C2 C3 C8 C7 -177.7(3) . . . . ?

_refine_diff_density_max         2.669
_refine_diff_density_min         -0.878
_refine_diff_density_rms         0.119

_shelxl_version_number           2013-4


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane'
