#------------------------------------------------------------------------------
#$Date: 2019-11-23 21:09:18 +0200 (Sat, 23 Nov 2019) $
#$Revision: 235016 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/66/4036643.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_4036643
loop_
_publ_author_name
'Prasad, Poonam Rajesh'
'Selvakumar, Karuthapandi'
'Singh, Harkesh B.'
'Butcher, Ray J.'
_publ_section_title
;
 Synthesis, Structure, and Bonding of 1-Oxa-6,6aλ(4)-
 chalcogenopentalenes and Related Derivatives; The Role of Intramolecular
 Coordination.
;
_journal_issue                   8
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              3214
_journal_page_last               3226
_journal_paper_doi               10.1021/acs.joc.6b00173
_journal_volume                  81
_journal_year                    2016
_chemical_formula_moiety         'C8 H8 O2 Te'
_chemical_formula_sum            'C8 H8 O2 Te'
_chemical_formula_weight         263.74
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.0396(3)
_cell_length_b                   6.4746(5)
_cell_length_c                   23.7857(14)
_cell_measurement_reflns_used    768
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      75.3605
_cell_measurement_theta_min      3.7112
_cell_volume                     776.11(9)
_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_collection
;
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_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 10.5081
_diffrn_measured_fraction_theta_full 0.946
_diffrn_measured_fraction_theta_max 0.898
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0985
_diffrn_reflns_av_sigmaI/netI    0.0560
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            1622
_diffrn_reflns_theta_full        67.50
_diffrn_reflns_theta_max         76.20
_diffrn_reflns_theta_min         7.09
_exptl_absorpt_coefficient_mu    29.806
_exptl_absorpt_correction_T_max  0.467
_exptl_absorpt_correction_T_min  0.027
_exptl_absorpt_correction_type   analytical
_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_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.257
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.3857
_exptl_crystal_size_mid          0.3041
_exptl_crystal_size_min          0.0279
_refine_diff_density_max         1.478
_refine_diff_density_min         -2.070
_refine_diff_density_rms         0.281
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     100
_refine_ls_number_reflns         1254
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0630
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1367P)²+0.4095P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1647
_refine_ls_wR_factor_ref         0.1750
_reflns_number_gt                1112
_reflns_number_total             1254
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo6b00173_si_006.cif
_cod_data_source_block           37
_cod_original_cell_volume        776.12(9)
_cod_database_code               4036643
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Te Te 0.12154(19) 0.34095(13) 0.16446(3) 0.0273(3) Uani 1 1 d .
O1 O 0.175(2) 0.569(2) 0.2311(4) 0.034(2) Uani 1 1 d .
O2 O 0.1663(19) 0.2193(16) 0.0804(4) 0.028(2) Uani 1 1 d .
C1 C 0.387(3) 0.540(2) 0.1316(6) 0.028(3) Uani 1 1 d U
C2 C 0.476(3) 0.705(2) 0.1654(6) 0.022(2) Uani 1 1 d U
C3 C 0.678(3) 0.849(2) 0.1410(5) 0.027(3) Uani 1 1 d .
H3A H 0.8573 0.8063 0.1534 0.033 Uiso 1 1 calc R
H3B H 0.6451 0.9904 0.1551 0.033 Uiso 1 1 calc R
C4 C 0.665(3) 0.848(2) 0.0761(5) 0.028(3) Uani 1 1 d .
H4A H 0.4970 0.9133 0.0640 0.033 Uiso 1 1 calc R
H4B H 0.8130 0.9332 0.0613 0.033 Uiso 1 1 calc R
C5 C 0.683(2) 0.636(2) 0.0511(5) 0.023(3) Uani 1 1 d U
H5A H 0.8621 0.5792 0.0578 0.028 Uiso 1 1 calc R
H5B H 0.6548 0.6451 0.0100 0.028 Uiso 1 1 calc R
C6 C 0.478(2) 0.494(2) 0.0764(6) 0.024(3) Uani 1 1 d .
C7 C 0.344(3) 0.714(3) 0.2164(6) 0.033(3) Uani 1 1 d .
H7A H 0.3758 0.8264 0.2411 0.040 Uiso 1 1 calc R
C8 C 0.346(3) 0.328(2) 0.0523(5) 0.024(2) Uani 1 1 d U
H8A H 0.3849 0.2914 0.0145 0.028 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Te 0.0222(5) 0.0351(5) 0.0247(4) 0.0036(3) 0.0022(3) -0.0015(4)
O1 0.019(5) 0.061(7) 0.023(4) -0.005(4) 0.003(4) 0.006(5)
O2 0.022(5) 0.032(5) 0.029(4) 0.004(4) 0.002(4) 0.009(4)
C1 0.029(4) 0.027(4) 0.029(4) 0.004(4) -0.001(4) 0.007(4)
C2 0.014(4) 0.024(4) 0.028(4) 0.001(4) -0.003(4) 0.008(4)
C3 0.027(7) 0.035(7) 0.021(6) 0.001(5) 0.002(5) -0.004(7)
C4 0.028(7) 0.028(7) 0.027(6) 0.000(5) 0.003(5) 0.006(7)
C5 0.015(5) 0.035(6) 0.019(4) 0.002(4) 0.002(4) -0.006(5)
C6 0.011(5) 0.030(7) 0.030(6) -0.001(6) -0.005(5) 0.006(6)
C7 0.018(7) 0.053(9) 0.030(6) 0.001(6) 0.002(6) -0.004(7)
C8 0.020(4) 0.031(4) 0.019(4) -0.002(3) 0.001(4) 0.002(4)
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'
O O 0.0492 0.0322 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 Te O2 78.7(5)
C1 Te O1 76.6(5)
O2 Te O1 154.9(4)
C7 O1 Te 111.7(9)
C8 O2 Te 110.1(8)
C2 C1 C6 125.6(14)
C2 C1 Te 118.2(10)
C6 C1 Te 116.1(11)
C7 C2 C1 112.2(13)
C7 C2 C3 129.9(13)
C1 C2 C3 117.8(12)
C2 C3 C4 111.0(12)
C2 C3 H3A 109.4
C4 C3 H3A 109.4
C2 C3 H3B 109.4
C4 C3 H3B 109.4
H3A C3 H3B 108.0
C5 C4 C3 113.3(12)
C5 C4 H4A 108.9
C3 C4 H4A 108.9
C5 C4 H4B 108.9
C3 C4 H4B 108.9
H4A C4 H4B 107.7
C4 C5 C6 111.3(11)
C4 C5 H5A 109.4
C6 C5 H5A 109.4
C4 C5 H5B 109.4
C6 C5 H5B 109.4
H5A C5 H5B 108.0
C8 C6 C1 112.8(13)
C8 C6 C5 129.6(13)
C1 C6 C5 117.5(13)
O1 C7 C2 121.0(14)
O1 C7 H7A 119.5
C2 C7 H7A 119.5
O2 C8 C6 122.0(11)
O2 C8 H8A 119.0
C6 C8 H8A 119.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Te C1 2.015(16)
Te O2 2.160(10)
Te O1 2.183(11)
O1 C7 1.31(2)
O2 C8 1.328(16)
C1 C2 1.413(19)
C1 C6 1.422(19)
C2 C7 1.38(2)
C2 C3 1.50(2)
C3 C4 1.545(16)
C3 H3A 0.9900
C3 H3B 0.9900
C4 C5 1.498(19)
C4 H4A 0.9900
C4 H4B 0.9900
C5 C6 1.507(19)
C5 H5A 0.9900
C5 H5B 0.9900
C6 C8 1.39(2)
C7 H7A 0.9500
C8 H8A 0.9500
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
C1 Te O1 C7 0.4(11)
O2 Te O1 C7 -9.9(16)
C1 Te O2 C8 2.4(9)
O1 Te O2 C8 12.6(14)
O2 Te C1 C2 178.3(12)
O1 Te C1 C2 2.7(10)
O2 Te C1 C6 -4.6(10)
O1 Te C1 C6 179.8(12)
C6 C1 C2 C7 177.9(14)
Te C1 C2 C7 -5.3(17)
C6 C1 C2 C3 2(2)
Te C1 C2 C3 178.7(10)
C7 C2 C3 C4 -150.7(15)
C1 C2 C3 C4 24.4(17)
C2 C3 C4 C5 -52.7(16)
C3 C4 C5 C6 53.2(15)
C2 C1 C6 C8 -177.1(13)
Te C1 C6 C8 6.1(16)
C2 C1 C6 C5 -2(2)
Te C1 C6 C5 -178.4(9)
C4 C5 C6 C8 148.7(14)
C4 C5 C6 C1 -26.0(17)
Te O1 C7 C2 -3.6(19)
C1 C2 C7 O1 6(2)
C3 C2 C7 O1 -178.8(13)
Te O2 C8 C6 0.2(16)
C1 C6 C8 O2 -4.0(19)
C5 C6 C8 O2 -178.9(13)
