#------------------------------------------------------------------------------
#$Date: 2025-08-22 18:52:37 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301865 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/08/7220841.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7220841
loop_
_publ_author_name
'Chauhan, Ashok Kumar Singh'
'Singh, Bandana'
'Srivastava, Ramesh Chandra'
'Duthie, Andrew'
'Butcher, Ray Jay'
_publ_section_title
;
 Hydrotelluration of acetylenic Esters: Structural Characterization of
 Stereoisomers of Methyl/ethyl (β-aryltelluro)acrylates
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA07854G
_journal_year                    2015
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C12 H15 N O2 Te'
_chemical_formula_sum            'C12 H15 N O2 Te'
_chemical_formula_weight         332.85
_chemical_melting_point          372.5(5)
_chemical_name_common
'(Z)-((4-(N,N-dimethyl)phenyl)(2-methoxycarbonylvinyl)telluride '
_chemical_name_systematic
'(Z)-Methyl 2-(4'-(N,N-dimethyl)phenyltelluro)acrylate'
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yac'
_space_group_name_H-M_alt        'P 1 n 1'
_symmetry_space_group_name_Hall  'P -2yac'
_symmetry_space_group_name_H-M   'P 1 n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2015-04-22 deposited with the CCDC.
2015-06-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.239(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.969(5)
_cell_length_b                   5.535(5)
_cell_length_c                   14.965(5)
_cell_measurement_reflns_used    3728
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      41.2259
_cell_measurement_theta_min      2.6205
_cell_volume                     642.5(7)
_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_collection
;
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_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2008)'
_computing_structure_solution    'Sir92 (Altomare et al. 1993)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.6501
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0497
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            8095
_diffrn_reflns_point_group_measured_fraction_full 0.707
_diffrn_reflns_point_group_measured_fraction_max 0.635
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         41.189
_diffrn_reflns_theta_min         2.797
_exptl_absorpt_coefficient_mu    2.301
_exptl_absorpt_correction_T_max  0.641
_exptl_absorpt_correction_T_min  0.391
_exptl_absorpt_correction_type   analytical
_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_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.720
_exptl_crystal_description       'thick plate'
_exptl_crystal_F_000             324
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Hexane/ethyl acetate'
_exptl_crystal_size_max          0.7316
_exptl_crystal_size_mid          0.4537
_exptl_crystal_size_min          0.2697
_refine_diff_density_max         0.901
_refine_diff_density_min         -0.930
_refine_diff_density_rms         0.116
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.00(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         5439
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.992
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0317
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0169P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0557
_refine_ls_wR_factor_ref         0.0607
_reflns_Friedel_coverage         0.302
_reflns_Friedel_fraction_full    0.417
_reflns_Friedel_fraction_max     0.295
_reflns_number_gt                4789
_reflns_number_total             5439
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5ra07854g2.cif
_cod_data_source_block           5Aa
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '372-373' was changed to '372.5(5)' -
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 
;
_cod_database_code               7220841
_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.
;
_shelxl_version_number           2014-1
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y, z+1/2'
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
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
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
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_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
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_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
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
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_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139200438
