#------------------------------------------------------------------------------
#$Date: 2016-03-21 09:15:41 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178620 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/31/4073116.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_4073116
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            'C40 H54 O2 Sn2'
_chemical_formula_weight         804.21
_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
_audit_update_record
;
2007-01-15 # Formatted by publCIF
;
_cell_angle_alpha                114.029(6)
_cell_angle_beta                 92.593(5)
_cell_angle_gamma                96.610(5)
_cell_formula_units_Z            1
_cell_length_a                   8.1292(5)
_cell_length_b                   11.3297(6)
_cell_length_c                   11.9733(7)
_cell_measurement_temperature    150(2)
_cell_volume                     995.33(11)
_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_measured_fraction_theta_full 0.894
_diffrn_measured_fraction_theta_max 0.894
_diffrn_measurement_device_type  'Xcalibure CCD'
_diffrn_measurement_method       ω
_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  0.0260
_diffrn_reflns_av_sigmaI/netI    0.0592
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            11811
_diffrn_reflns_theta_full        33.16
_diffrn_reflns_theta_max         33.16
_diffrn_reflns_theta_min         3.63
_exptl_absorpt_coefficient_mu    1.284
_exptl_absorpt_correction_T_max  0.8307
_exptl_absorpt_correction_T_min  0.6993
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'scale3 Abspack'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             410
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.817
_refine_diff_density_min         -0.380
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.950
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         6810
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.950
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0327
_refine_ls_shift/su_max          0.041
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0312P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0646
_refine_ls_wR_factor_ref         0.0672
_reflns_number_gt                5326
_reflns_number_total             6810
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om070078p-file001.cif
_cod_data_source_block           6Pr1arC8_20
_cod_original_cell_volume        995.33(10)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4073116
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 0.646110(16) 0.267260(13) 0.866575(13) 0.0242(3) Uani 1 1 d .
O1 O 0.98988(17) 0.23538(13) 0.93016(14) 0.0289(4) Uani 1 1 d .
C2 C 1.0027(2) 0.36806(19) 0.96853(18) 0.0229(5) Uani 1 1 d .
C3 C 0.8587(2) 0.41019(19) 0.93956(18) 0.0225(5) Uani 1 1 d .
C4 C 1.1270(3) 0.1839(2) 0.9634(2) 0.0307(5) Uani 1 1 d .
H4A H 1.1341 0.2045 1.0523 0.037 Uiso 1 1 calc R
H4B H 1.2324 0.2230 0.9458 0.037 Uiso 1 1 calc R
C5 C 1.0990(3) 0.0380(2) 0.8892(2) 0.0304(5) Uani 1 1 d .
H5A H 0.9818 0.0039 0.8910 0.036 Uiso 1 1 calc R
H5B H 1.1709 -0.0022 0.9285 0.036 Uiso 1 1 calc R
C6 C 0.4578(3) 0.3524(2) 0.8180(2) 0.0287(5) Uani 1 1 d .
C7 C 0.8559(2) 0.54242(19) 0.96981(18) 0.0231(5) Uani 1 1 d .
H7 H 0.7588 0.5711 0.9486 0.028 Uiso 1 1 calc R
C8 C 1.1349(3) -0.0038(2) 0.7565(2) 0.0327(5) Uani 1 1 d .
H8A H 1.2507 0.0325 0.7538 0.039 Uiso 1 1 calc R
H8B H 1.0593 0.0320 0.7152 0.039 Uiso 1 1 calc R
C11 C 0.6715(3) 0.1022(2) 0.7110(2) 0.0301(5) Uani 1 1 d .
C13 C 1.1116(3) -0.1529(2) 0.6876(2) 0.0358(8) Uani 1.000(9) 1 d .
H13A H 1.1668 -0.1893 0.7393 0.043 Uiso 1 1 calc R
H13B H 0.9913 -0.1867 0.6752 0.043 Uiso 1 1 calc R
C15 C 0.5677(3) 0.2093(2) 1.0021(2) 0.0292(5) Uani 1 1 d .
C17 C 1.1806(3) -0.2010(2) 0.5640(2) 0.0417(6) Uani 1 1 d .
H17A H 1.2960 -0.1566 0.5738 0.050 Uiso 1 1 calc R
H17B H 1.1130 -0.1778 0.5071 0.050 Uiso 1 1 calc R
C18 C 1.1801(4) -0.3487(3) 0.5081(3) 0.0487(7) Uani 1 1 d .
H18A H 1.2373 -0.3722 0.5694 0.058 Uiso 1 1 calc R
H18B H 1.0633 -0.3924 0.4916 0.058 Uiso 1 1 calc R
C19 C 1.2616(4) -0.4004(3) 0.3921(3) 0.0531(8) Uani 1 1 d .
H19A H 1.3757 -0.3522 0.4069 0.064 Uiso 1 1 calc R
H19B H 1.1991 -0.3832 0.3287 0.064 Uiso 1 1 calc R
C21 C 1.2714(5) -0.5446(3) 0.3431(3) 0.0808(12) Uani 1 1 d .
H21A H 1.3261 -0.5716 0.2671 0.121 Uiso 1 1 calc R
H21B H 1.1589 -0.5935 0.3261 0.121 Uiso 1 1 calc R
H21C H 1.3358 -0.5624 0.4042 0.121 Uiso 1 1 calc R
C22 C 0.5192(3) 0.1809(2) 1.0817(2) 0.0282(5) Uani 1 1 d .
C23 C 0.3547(3) 0.3995(2) 0.7830(2) 0.0307(5) Uani 1 1 d .
C24 C 0.6854(3) 0.0080(2) 0.6210(2) 0.0316(5) Uani 1 1 d .
C25 C 0.4577(3) 0.1437(3) 1.1783(2) 0.0394(6) Uani 1 1 d .
H25A H 0.4948 0.2150 1.2591 0.059 Uiso 1 1 calc R
H25B H 0.5014 0.0648 1.1730 0.059 Uiso 1 1 calc R
H25C H 0.3357 0.1267 1.1671 0.059 Uiso 1 1 calc R
C26 C 0.2269(3) 0.4566(3) 0.7398(3) 0.0482(7) Uani 1 1 d .
H26A H 0.2288 0.4311 0.6512 0.072 Uiso 1 1 calc R
H26B H 0.2493 0.5521 0.7831 0.072 Uiso 1 1 calc R
H26C H 0.1172 0.4251 0.7561 0.072 Uiso 1 1 calc R
C27 C 0.7028(4) -0.1087(3) 0.5102(2) 0.0495(7) Uani 1 1 d .
H27A H 0.8061 -0.0930 0.4760 0.074 Uiso 1 1 calc R
H27B H 0.6078 -0.1277 0.4491 0.074 Uiso 1 1 calc R
H27C H 0.7061 -0.1832 0.5317 0.074 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
C11 Sn1 C6 106.49(9) . .
C11 Sn1 C15 108.65(8) . .
C6 Sn1 C15 108.07(8) . .
C11 Sn1 C3 116.28(8) . .
C6 Sn1 C3 107.96(8) . .
C15 Sn1 C3 109.10(8) . .
C2 O1 C4 118.14(15) . .
O1 C2 C7 125.33(18) . 2_767
O1 C2 C3 114.14(16) . .
C7 C2 C3 120.53(18) 2_767 .
C7 C3 C2 120.23(17) . .
C7 C3 Sn1 123.27(14) . .
C2 C3 Sn1 116.21(14) . .
O1 C4 C5 107.84(17) . .
O1 C4 H4A 110.1 . .
C5 C4 H4A 110.1 . .
O1 C4 H4B 110.1 . .
C5 C4 H4B 110.1 . .
H4A C4 H4B 108.5 . .
C4 C5 C8 113.92(18) . .
C4 C5 H5A 108.8 . .
C8 C5 H5A 108.8 . .
C4 C5 H5B 108.8 . .
C8 C5 H5B 108.8 . .
H5A C5 H5B 107.7 . .
C23 C6 Sn1 175.55(19) . .
C2 C7 C3 119.23(18) 2_767 .
C2 C7 H7 120.4 2_767 .
C3 C7 H7 120.4 . .
C5 C8 C13 111.42(18) . .
C5 C8 H8A 109.3 . .
C13 C8 H8A 109.3 . .
C5 C8 H8B 109.3 . .
C13 C8 H8B 109.3 . .
H8A C8 H8B 108.0 . .
C24 C11 Sn1 179.4(2) . .
C17 C13 C8 113.95(19) . .
C17 C13 H13A 108.8 . .
C8 C13 H13A 108.8 . .
C17 C13 H13B 108.8 . .
C8 C13 H13B 108.8 . .
H13A C13 H13B 107.7 . .
C22 C15 Sn1 177.1(2) . .
C13 C17 C18 112.0(2) . .
C13 C17 H17A 109.2 . .
C18 C17 H17A 109.2 . .
C13 C17 H17B 109.2 . .
C18 C17 H17B 109.2 . .
H17A C17 H17B 107.9 . .
C19 C18 C17 114.5(2) . .
C19 C18 H18A 108.6 . .
C17 C18 H18A 108.6 . .
C19 C18 H18B 108.6 . .
C17 C18 H18B 108.6 . .
H18A C18 H18B 107.6 . .
C18 C19 C21 114.0(2) . .
C18 C19 H19A 108.8 . .
C21 C19 H19A 108.8 . .
C18 C19 H19B 108.8 . .
C21 C19 H19B 108.8 . .
H19A C19 H19B 107.7 . .
C19 C21 H21A 109.5 . .
C19 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
C19 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
C15 C22 C25 179.0(3) . .
C6 C23 C26 179.6(2) . .
C11 C24 C27 179.7(3) . .
C22 C25 H25A 109.5 . .
C22 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C22 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C23 C26 H26A 109.5 . .
C23 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C23 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C24 C27 H27A 109.5 . .
C24 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C24 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 C11 2.073(2) .
Sn1 C6 2.081(2) .
Sn1 C15 2.082(2) .
Sn1 C3 2.1068(19) .
O1 C2 1.371(2) .
O1 C4 1.428(2) .
C2 C7 1.393(3) 2_767
C2 C3 1.395(3) .
C3 C7 1.394(3) .
C4 C5 1.508(3) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 C8 1.514(3) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 C23 1.190(3) .
C7 C2 1.393(3) 2_767
C7 H7 0.9500 .
C8 C13 1.532(3) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C11 C24 1.190(3) .
C13 C17 1.513(3) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C15 C22 1.193(3) .
C17 C18 1.528(3) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C18 C19 1.491(4) .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C19 C21 1.508(4) .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
C21 H21A 0.9800 .
C21 H21B 0.9800 .
C21 H21C 0.9800 .
C22 C25 1.471(3) .
C23 C26 1.464(3) .
C24 C27 1.469(3) .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 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
C4 O1 C2 C7 5.0(3) . 2_767
C4 O1 C2 C3 -175.57(18) . .
O1 C2 C3 C7 -178.04(17) . .
C7 C2 C3 C7 1.4(3) 2_767 .
O1 C2 C3 Sn1 8.0(2) . .
C7 C2 C3 Sn1 -172.55(15) 2_767 .
C11 Sn1 C3 C7 130.69(16) . .
C6 Sn1 C3 C7 11.16(19) . .
C15 Sn1 C3 C7 -106.05(17) . .
C11 Sn1 C3 C2 -55.59(17) . .
C6 Sn1 C3 C2 -175.12(15) . .
C15 Sn1 C3 C2 67.67(17) . .
C2 O1 C4 C5 -168.04(17) . .
O1 C4 C5 C8 76.3(2) . .
C11 Sn1 C6 C23 -42(3) . .
C15 Sn1 C6 C23 -159(2) . .
C3 Sn1 C6 C23 83(3) . .
C2 C3 C7 C2 -1.4(3) . 2_767
Sn1 C3 C7 C2 172.13(14) . 2_767
C4 C5 C8 C13 177.50(19) . .
C6 Sn1 C11 C24 20(20) . .
C15 Sn1 C11 C24 136(20) . .
C3 Sn1 C11 C24 -101(20) . .
C5 C8 C13 C17 -167.5(2) . .
C11 Sn1 C15 C22 -150(4) . .
C6 Sn1 C15 C22 -35(4) . .
C3 Sn1 C15 C22 83(4) . .
C8 C13 C17 C18 170.8(2) . .
C13 C17 C18 C19 -174.4(2) . .
C17 C18 C19 C21 175.7(3) . .
Sn1 C15 C22 C25 115(14) . .
Sn1 C6 C23 C26 115(44) . .
Sn1 C11 C24 C27 -169(100) . .
