#------------------------------------------------------------------------------
#$Date: 2016-03-21 09:15:41 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178620 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/31/4073114.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_4073114
loop_
_publ_author_name
'Elhamzaoui, Hicham'
'Jousseaume, Bernard'
'Toupance, Thierry'
'Allouchi, Hassan'
_publ_section_title
;
 α,ω-Bis(trialkynyltin) Compounds with a Linear or Cross-Shaped Spacer
;
_journal_issue                   16
_journal_name_full               Organometallics
_journal_page_first              3908
_journal_paper_doi               10.1021/om070078p
_journal_volume                  26
_journal_year                    2007
_chemical_formula_sum            'C11 H18 Cl3 O Sn'
_chemical_formula_weight         391.29
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_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                 90.688(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.4073(4)
_cell_length_b                   10.5641(8)
_cell_length_c                   17.6320(9)
_cell_measurement_temperature    150(2)
_cell_volume                     1565.88(16)
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.'
_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.'
_computing_molecular_graphics    'ORTEP-III (Burnett & Johnson,1996)'
_computing_publication_material  'SHELXL-97 (Sheldrick,1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 8.3622
_diffrn_measured_fraction_theta_full 0.750
_diffrn_measured_fraction_theta_max 0.750
_diffrn_measurement_device_type  Xcalibure
_diffrn_measurement_method       φ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_sigmaI/netI    0.0248
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            7851
_diffrn_reflns_theta_full        29.55
_diffrn_reflns_theta_max         29.55
_diffrn_reflns_theta_min         3.32
_exptl_absorpt_coefficient_mu    2.124
_exptl_absorpt_correction_T_max  0.9012
_exptl_absorpt_correction_T_min  0.5589
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Scale3 Abspack'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.660
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.277
_refine_diff_density_min         -0.809
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         3287
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0345
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0424P)²+2.0902P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0820
_refine_ls_wR_factor_ref         0.0856
_reflns_number_gt                2789
_reflns_number_total             3287
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om070078p-file001.cif
_cod_data_source_block           6cl1arC8_13
_cod_original_sg_symbol_H-M      P21/a
_cod_database_code               4073114
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'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
Sn1 Sn 0.32477(3) 0.42911(3) 0.389533(13) 0.02477(10) Uani 1 1 d .
Cl1 Cl 0.27334(13) 0.28302(12) 0.29586(6) 0.0438(4) Uani 0.997(5) 1 d P
Cl2 Cl 0.45214(11) 0.59149(11) 0.32745(6) 0.0380(3) Uani 1 1 d .
Cl3 Cl 0.52168(11) 0.33488(10) 0.46380(6) 0.0368(2) Uani 1 1 d .
C1 C 0.1377(4) 0.4557(4) 0.5392(2) 0.0236(8) Uani 1 1 d .
H1 H 0.2303 0.4260 0.5649 0.028 Uiso 1 1 calc R
C2 C 0.1360(4) 0.4747(4) 0.46066(19) 0.0231(8) Uani 1 1 d .
C3 C 0.0018(4) 0.5179(4) 0.42187(19) 0.0233(7) Uani 1 1 d .
O4 O 0.0216(3) 0.5298(3) 0.34535(13) 0.0300(6) Uani 1 1 d .
C5 C -0.1159(4) 0.5563(4) 0.29847(19) 0.0267(8) Uani 1 1 d .
H5A H -0.1484 0.6457 0.3044 0.032 Uiso 1 1 calc R
H5B H -0.2059 0.5015 0.3132 0.032 Uiso 1 1 calc R
C6 C -0.0702(5) 0.5302(4) 0.2171(2) 0.0323(9) Uani 1 1 d .
H6A H -0.1652 0.5430 0.1842 0.039 Uiso 1 1 calc R
H6B H -0.0386 0.4403 0.2128 0.039 Uiso 1 1 calc R
C7 C 0.0637(4) 0.6119(4) 0.1875(2) 0.0307(9) Uani 1 1 d .
H7A H 0.1581 0.6031 0.2213 0.037 Uiso 1 1 calc R
H7B H 0.0305 0.7019 0.1880 0.037 Uiso 1 1 calc R
C8 C 0.1077(5) 0.5739(4) 0.1071(2) 0.0350(10) Uani 1 1 d .
H8A H 0.0129 0.5843 0.0738 0.042 Uiso 1 1 calc R
H8B H 0.1367 0.4831 0.1070 0.042 Uiso 1 1 calc R
C9 C 0.2453(4) 0.6501(4) 0.0738(2) 0.0329(9) Uani 1 1 d .
H9A H 0.2173 0.7411 0.0742 0.040 Uiso 1 1 calc R
H9B H 0.3411 0.6387 0.1063 0.040 Uiso 1 1 calc R
C10 C 0.2838(5) 0.6102(4) -0.0070(2) 0.0349(9) Uani 1 1 d .
H10A H 0.3131 0.5195 -0.0071 0.042 Uiso 1 1 calc R
H10B H 0.1873 0.6202 -0.0392 0.042 Uiso 1 1 calc R
C11 C 0.4183(5) 0.6861(5) -0.0414(2) 0.0423(11) Uani 1 1 d .
H11A H 0.3885 0.7768 -0.0415 0.051 Uiso 1 1 calc R
H13B H 0.5144 0.6767 -0.0089 0.051 Uiso 1 1 calc R
C12 C 0.4586(6) 0.6466(6) -0.1216(3) 0.0544(13) Uani 1 1 d .
H12A H 0.5460 0.6990 -0.1402 0.082 Uiso 1 1 calc R
H12B H 0.3650 0.6579 -0.1546 0.082 Uiso 1 1 calc R
H12C H 0.4908 0.5575 -0.1219 0.082 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2 Sn1 Cl1 116.64(10) . .
C2 Sn1 Cl2 118.26(11) . .
Cl1 Sn1 Cl2 104.06(4) . .
C2 Sn1 Cl3 107.57(10) . .
Cl1 Sn1 Cl3 104.13(4) . .
Cl2 Sn1 Cl3 104.75(4) . .
C3 C1 C2 117.4(3) 3_566 .
C3 C1 H1 121.3 3_566 .
C2 C1 H1 121.3 . .
C3 C2 C1 122.2(3) . .
C3 C2 Sn1 113.5(2) . .
C1 C2 Sn1 124.2(2) . .
O4 C3 C2 114.1(3) . .
O4 C3 C1 125.5(3) . 3_566
C2 C3 C1 120.4(3) . 3_566
C3 O4 C5 118.5(3) . .
O4 C5 C6 107.3(3) . .
O4 C5 H5A 110.3 . .
C6 C5 H5A 110.3 . .
O4 C5 H5B 110.3 . .
C6 C5 H5B 110.3 . .
H5A C5 H5B 108.5 . .
C5 C6 C7 114.8(3) . .
C5 C6 H6A 108.6 . .
C7 C6 H6A 108.6 . .
C5 C6 H6B 108.6 . .
C7 C6 H6B 108.6 . .
H6A C6 H6B 107.5 . .
C6 C7 C8 111.1(3) . .
C6 C7 H7A 109.4 . .
C8 C7 H7A 109.4 . .
C6 C7 H7B 109.4 . .
C8 C7 H7B 109.4 . .
H7A C7 H7B 108.0 . .
C7 C8 C9 114.3(3) . .
C7 C8 H8A 108.7 . .
C9 C8 H8A 108.7 . .
C7 C8 H8B 108.7 . .
C9 C8 H8B 108.7 . .
H8A C8 H8B 107.6 . .
C10 C9 C8 112.5(3) . .
C10 C9 H9A 109.1 . .
C8 C9 H9A 109.1 . .
C10 C9 H9B 109.1 . .
C8 C9 H9B 109.1 . .
H9A C9 H9B 107.8 . .
C11 C10 C9 113.3(4) . .
C11 C10 H10A 108.9 . .
C9 C10 H10A 108.9 . .
C11 C10 H10B 108.9 . .
C9 C10 H10B 108.9 . .
H10A C10 H10B 107.7 . .
C12 C11 C10 113.8(4) . .
C12 C11 H11A 108.8 . .
C10 C11 H11A 108.8 . .
C12 C11 H13B 108.8 . .
C10 C11 H13B 108.8 . .
H11A C11 H13B 107.7 . .
C11 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C11 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 C2 2.091(3) .
Sn1 Cl1 2.2978(11) .
Sn1 Cl2 2.3055(10) .
Sn1 Cl3 2.3225(10) .
C1 C3 1.394(4) 3_566
C1 C2 1.399(5) .
C1 H1 0.9500 .
C2 C3 1.389(5) .
C3 O4 1.367(4) .
C3 C1 1.394(4) 3_566
O4 C5 1.440(4) .
C5 C6 1.515(5) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 C7 1.516(5) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 C8 1.523(5) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 C9 1.532(5) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C10 1.524(5) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C11 1.518(6) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 C12 1.518(6) .
C11 H11A 0.9900 .
C11 H13B 0.9900 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
