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#$Date: 2016-03-21 09:15:41 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178620 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/31/4073109.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_4073109
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            'C14 H27 O Sn'
_chemical_formula_weight         330.05
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                99.562(2)
_cell_angle_beta                 91.475(2)
_cell_angle_gamma                107.792(2)
_cell_formula_units_Z            2
_cell_length_a                   6.6057(2)
_cell_length_b                   10.4017(3)
_cell_length_c                   12.4606(4)
_cell_measurement_temperature    150(2)
_cell_volume                     801.23(4)
_computing_cell_refinement       'DENZO (Otwinowski & Miror, 1997)and COLLECT'
_computing_data_collection       'Kappa-CCD; COLLECT(Nonius, 1998)'
_computing_data_reduction        'DENZO and COLLECT'
_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_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Nonius Kappa-CCD'
_diffrn_measurement_method       'CCD rotation images, thick slices'
_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  0.0247
_diffrn_reflns_av_sigmaI/netI    0.0361
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8948
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         4.39
_exptl_absorpt_coefficient_mu    1.578
_exptl_absorpt_correction_T_max  0.7978
_exptl_absorpt_correction_T_min  0.3650
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   scalepack
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             338
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.953
_refine_diff_density_min         -0.586
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         4655
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0270
_refine_ls_shift/su_max          1.027
_refine_ls_shift/su_mean         0.007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0231P)²+0.4411P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0622
_refine_ls_wR_factor_ref         0.0652
_reflns_number_gt                4040
_reflns_number_total             4655
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om070078p-file001.cif
_cod_data_source_block           6MediC8Ph_4
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4073109
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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 0.51379(2) 0.316659(15) 0.664509(12) 0.02624(6) Uani 1 1 d .
O1 O 0.1861(3) 0.02572(16) 0.63648(14) 0.0319(4) Uani 1 1 d .
C1 C 0.6650(4) 0.1185(2) 0.49316(18) 0.0263(4) Uani 1 1 d .
H1 H 0.7782 0.1990 0.4879 0.032 Uiso 1 1 calc R
C2 C 0.5027(3) 0.1274(2) 0.56108(17) 0.0251(4) Uani 1 1 d .
C3 C 0.3386(3) 0.0081(2) 0.56686(18) 0.0258(4) Uani 1 1 d .
C4 C 0.0040(4) -0.0910(2) 0.64074(19) 0.0285(5) Uani 1 1 d .
H4A H 0.0494 -0.1635 0.6671 0.034 Uiso 1 1 calc R
H4B H -0.0708 -0.1292 0.5671 0.034 Uiso 1 1 calc R
C5 C -0.1428(4) -0.0441(2) 0.7181(2) 0.0298(5) Uani 1 1 d .
H5A H -0.1964 0.0227 0.6878 0.036 Uiso 1 1 calc R
H5B H -0.0618 0.0029 0.7891 0.036 Uiso 1 1 calc R
C6 C -0.3312(4) -0.1646(2) 0.7360(2) 0.0303(5) Uani 1 1 d .
H6A H -0.4109 -0.2113 0.6646 0.036 Uiso 1 1 calc R
H6B H -0.2763 -0.2314 0.7654 0.036 Uiso 1 1 calc R
C7 C -0.4841(4) -0.1234(2) 0.8136(2) 0.0309(5) Uani 1 1 d .
H7A H -0.4043 -0.0750 0.8846 0.037 Uiso 1 1 calc R
H7B H -0.5423 -0.0585 0.7834 0.037 Uiso 1 1 calc R
C8 C -0.6679(4) -0.2453(2) 0.8322(2) 0.0309(5) Uani 1 1 d .
H8A H -0.6088 -0.3111 0.8603 0.037 Uiso 1 1 calc R
H8B H -0.7488 -0.2923 0.7611 0.037 Uiso 1 1 calc R
C9 C -0.8212(4) -0.2078(3) 0.9116(2) 0.0326(5) Uani 1 1 d .
H9A H -0.7416 -0.1631 0.9833 0.039 Uiso 1 1 calc R
H9B H -0.8783 -0.1405 0.8844 0.039 Uiso 1 1 calc R
C10 C -1.0063(4) -0.3312(3) 0.9266(2) 0.0379(6) Uani 1 1 d .
H10A H -0.9489 -0.3991 0.9525 0.046 Uiso 1 1 calc R
H10B H -1.0871 -0.3748 0.8550 0.046 Uiso 1 1 calc R
C11 C -1.1591(5) -0.2948(4) 1.0077(2) 0.0502(7) Uani 1 1 d .
H11A H -1.2738 -0.3783 1.0142 0.075 Uiso 1 1 calc R
H11B H -1.2204 -0.2298 0.9815 0.075 Uiso 1 1 calc R
H11C H -1.0810 -0.2529 1.0792 0.075 Uiso 1 1 calc R
C12 C 0.7371(4) 0.4765(3) 0.5988(2) 0.0373(5) Uani 1 1 d .
H12A H 0.6807 0.4797 0.5261 0.056 Uiso 1 1 calc R
H12B H 0.8734 0.4576 0.5933 0.056 Uiso 1 1 calc R
H12C H 0.7589 0.5650 0.6470 0.056 Uiso 1 1 calc R
C13 C 0.6258(5) 0.3047(3) 0.8239(2) 0.0400(6) Uani 1 1 d .
H13A H 0.6335 0.3891 0.8747 0.060 Uiso 1 1 calc R
H13B H 0.7679 0.2938 0.8214 0.060 Uiso 1 1 calc R
H13C H 0.5273 0.2257 0.8486 0.060 Uiso 1 1 calc R
C14 C 0.2118(4) 0.3529(3) 0.6691(2) 0.0380(6) Uani 1 1 d .
H14A H 0.1628 0.3586 0.5957 0.057 Uiso 1 1 calc R
H14B H 0.2268 0.4394 0.7188 0.057 Uiso 1 1 calc R
H14C H 0.1077 0.2773 0.6950 0.057 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'
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
C13 Sn1 C14 110.36(11) . .
C13 Sn1 C2 106.13(10) . .
C14 Sn1 C2 113.45(9) . .
C13 Sn1 C12 111.52(11) . .
C14 Sn1 C12 109.38(10) . .
C2 Sn1 C12 105.92(9) . .
C3 O1 C4 118.03(17) . .
C3 C1 C2 120.3(2) 2_656 .
C3 C1 H1 119.9 2_656 .
C2 C1 H1 119.9 . .
C3 C2 C1 118.65(19) . .
C3 C2 Sn1 119.56(15) . .
C1 C2 Sn1 121.63(16) . .
O1 C3 C2 114.93(19) . .
O1 C3 C1 124.0(2) . 2_656
C2 C3 C1 121.1(2) . 2_656
O1 C4 C5 107.86(18) . .
O1 C4 H4A 110.1 . .
C5 C4 H4A 110.1 . .
O1 C4 H4B 110.1 . .
C5 C4 H4B 110.1 . .
H4A C4 H4B 108.4 . .
C4 C5 C6 111.41(19) . .
C4 C5 H5A 109.3 . .
C6 C5 H5A 109.3 . .
C4 C5 H5B 109.3 . .
C6 C5 H5B 109.3 . .
H5A C5 H5B 108.0 . .
C7 C6 C5 113.69(19) . .
C7 C6 H6A 108.8 . .
C5 C6 H6A 108.8 . .
C7 C6 H6B 108.8 . .
C5 C6 H6B 108.8 . .
H6A C6 H6B 107.7 . .
C8 C7 C6 112.83(19) . .
C8 C7 H7A 109.0 . .
C6 C7 H7A 109.0 . .
C8 C7 H7B 109.0 . .
C6 C7 H7B 109.0 . .
H7A C7 H7B 107.8 . .
C7 C8 C9 114.1(2) . .
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 113.0(2) . .
C10 C9 H9A 109.0 . .
C8 C9 H9A 109.0 . .
C10 C9 H9B 109.0 . .
C8 C9 H9B 109.0 . .
H9A C9 H9B 107.8 . .
C9 C10 C11 113.4(2) . .
C9 C10 H10A 108.9 . .
C11 C10 H10A 108.9 . .
C9 C10 H10B 108.9 . .
C11 C10 H10B 108.9 . .
H10A C10 H10B 107.7 . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
Sn1 C12 H12A 109.5 . .
Sn1 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
Sn1 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
Sn1 C13 H13A 109.5 . .
Sn1 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
Sn1 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
Sn1 C14 H14A 109.5 . .
Sn1 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
Sn1 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 C13 2.138(3) .
Sn1 C14 2.141(3) .
Sn1 C2 2.147(2) .
Sn1 C12 2.151(3) .
O1 C3 1.381(3) .
O1 C4 1.434(3) .
C1 C3 1.395(3) 2_656
C1 C2 1.398(3) .
C1 H1 0.9500 .
C2 C3 1.390(3) .
C3 C1 1.395(3) 2_656
C4 C5 1.513(3) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 C6 1.525(3) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 C7 1.522(3) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 C8 1.519(3) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 C9 1.524(3) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C10 1.520(3) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C11 1.530(4) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
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 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
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_4
C3 C1 C2 C3 -0.3(4) 2_656 .
C3 C1 C2 Sn1 175.12(16) 2_656 .
C13 Sn1 C2 C3 75.85(19) . .
C14 Sn1 C2 C3 -45.5(2) . .
C12 Sn1 C2 C3 -165.49(18) . .
C13 Sn1 C2 C1 -99.52(19) . .
C14 Sn1 C2 C1 139.13(19) . .
C12 Sn1 C2 C1 19.1(2) . .
C4 O1 C3 C2 175.62(19) . .
C4 O1 C3 C1 -5.3(3) . 2_656
C1 C2 C3 O1 179.4(2) . .
Sn1 C2 C3 O1 3.9(3) . .
C1 C2 C3 C1 0.3(4) . 2_656
Sn1 C2 C3 C1 -175.21(16) . 2_656
C3 O1 C4 C5 -177.38(19) . .
O1 C4 C5 C6 -174.63(19) . .
C4 C5 C6 C7 179.8(2) . .
C5 C6 C7 C8 -178.7(2) . .
C6 C7 C8 C9 178.7(2) . .
C7 C8 C9 C10 178.6(2) . .
C8 C9 C10 C11 179.1(2) . .
