#------------------------------------------------------------------------------
#$Date: 2016-03-21 14:53:35 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178728 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/39/4083969.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_4083969
loop_
_publ_author_name
'Henning, Jens'
'Eichele, Klaus'
'Fink, Reinhold F.'
'Wesemann, Lars'
_publ_section_title
;
 Structural and Spectroscopic Characterization of Tin--Tin Double Bonds in
 Cyclic Distannenes
;
_journal_issue                   14
_journal_name_full               Organometallics
_journal_page_first              3904
_journal_paper_doi               10.1021/om500645b
_journal_volume                  33
_journal_year                    2014
_chemical_formula_moiety         'C87 H110 O Sn2'
_chemical_formula_sum            'C87 H110 O Sn2'
_chemical_formula_weight         1409.13
_space_group_IT_number           96
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P 4nw 2abw'
_symmetry_space_group_name_H-M   'P 43 21 2'
_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                   14.880(2)
_cell_length_b                   14.880(2)
_cell_length_c                   34.579(7)
_cell_measurement_reflns_used    39815
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      57.58
_cell_measurement_theta_min      4.53
_cell_volume                     7656(2)
_computing_cell_refinement       x-Area
_computing_data_collection       x-Area
_computing_data_reduction        x-Area
_computing_molecular_graphics    'ortep for windows'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Stoe IPDS2'
_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  0.0726
_diffrn_reflns_av_sigmaI/netI    0.0389
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            35088
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         2.98
_exptl_absorpt_coefficient_mu    0.696
_exptl_absorpt_correction_T_max  0.9170
_exptl_absorpt_correction_T_min  0.8053
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'x-red, x-shape'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2960
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.404
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 'Flack (1983), 2926 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.02(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         6963
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.106
_refine_ls_R_factor_all          0.0401
_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)+(0.0339P)²+3.5526P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0753
_refine_ls_wR_factor_ref         0.0772
_reflns_number_gt                6445
_reflns_number_total             6963
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om500645b_si_002.cif
_cod_data_source_block           bisstannylene2
_cod_depositor_comments
'Adding full bibliography for 4083969--4083976.cif.'
_cod_original_cell_volume        7657(2)
_cod_original_sg_symbol_H-M      'P 43212'
_cod_database_code               4083969
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Sn1 Sn 0.981950(15) 0.172783(15) 0.021314(6) 0.03127(7) Uani 1 1 d .
O1 O 0.96776(16) -0.03224(16) 0.0000 0.0360(8) Uani 1 2 d S
C2 C 0.7888(3) 0.0981(3) 0.04220(11) 0.0392(9) Uani 1 1 d .
H2 H 0.7800 0.1564 0.0527 0.047 Uiso 1 1 calc R
C3 C 0.7179(3) 0.0397(3) 0.04080(12) 0.0460(10) Uani 1 1 d .
H3 H 0.6602 0.0578 0.0497 0.055 Uiso 1 1 calc R
C4 C 0.7308(2) -0.0462(3) 0.02636(12) 0.0428(9) Uani 1 1 d .
H4 H 0.6810 -0.0862 0.0253 0.051 Uiso 1 1 calc R
C5 C 0.8142(2) -0.0758(2) 0.01331(9) 0.0344(8) Uani 1 1 d .
C6 C 0.8833(2) -0.0127(2) 0.01435(9) 0.0307(7) Uani 1 1 d .
C7 C 0.8275(2) -0.1725(2) 0.0000 0.0383(11) Uani 1 2 d S
C10 C 0.9301(2) 0.2620(2) 0.06757(9) 0.0291(7) Uani 1 1 d .
C8 C 0.8068(4) -0.2355(3) 0.03372(14) 0.0662(14) Uani 1 1 d .
H8A H 0.7900 -0.2947 0.0237 0.099 Uiso 1 1 calc R
H8B H 0.7571 -0.2109 0.0490 0.099 Uiso 1 1 calc R
H8C H 0.8602 -0.2413 0.0501 0.099 Uiso 1 1 calc R
C11 C 0.8915(2) 0.3467(2) 0.06173(9) 0.0299(7) Uani 1 1 d .
C12 C 0.8727(2) 0.4015(2) 0.09359(10) 0.0338(8) Uani 1 1 d .
H12 H 0.8448 0.4583 0.0899 0.041 Uiso 1 1 calc R
C13 C 0.8948(3) 0.3730(3) 0.13060(10) 0.0358(8) Uani 1 1 d .
H13 H 0.8822 0.4106 0.1521 0.043 Uiso 1 1 calc R
C14 C 0.9353(2) 0.2898(2) 0.13642(10) 0.0333(8) Uani 1 1 d .
H14 H 0.9510 0.2710 0.1618 0.040 Uiso 1 1 calc R
C15 C 0.9529(2) 0.2342(2) 0.10504(10) 0.0308(7) Uani 1 1 d .
C16 C 1.0062(2) 0.1490(2) 0.10810(8) 0.0311(7) Uani 1 1 d .
C17 C 0.9707(3) 0.0675(3) 0.12244(10) 0.0370(8) Uani 1 1 d .
C18 C 1.0231(3) -0.0095(3) 0.12050(11) 0.0398(8) Uani 1 1 d .
H18 H 0.9990 -0.0641 0.1303 0.048 Uiso 1 1 calc R
C19 C 1.1089(3) -0.0107(3) 0.10494(10) 0.0420(9) Uani 1 1 d .
C20 C 1.1447(2) 0.0706(3) 0.09265(10) 0.0376(9) Uani 1 1 d .
H20 H 1.2042 0.0716 0.0828 0.045 Uiso 1 1 calc R
C21 C 1.0964(2) 0.1506(3) 0.09424(9) 0.0327(8) Uani 1 1 d .
C22 C 0.8788(3) 0.0628(3) 0.14098(13) 0.0493(10) Uani 1 1 d .
H22 H 0.8435 0.1162 0.1321 0.059 Uiso 1 1 calc R
C23 C 0.8885(3) 0.0689(3) 0.18502(13) 0.0624(13) Uani 1 1 d .
H23A H 0.9409 0.0339 0.1933 0.094 Uiso 1 1 calc R
H23B H 0.8344 0.0448 0.1974 0.094 Uiso 1 1 calc R
H23C H 0.8965 0.1319 0.1926 0.094 Uiso 1 1 calc R
C24 C 0.8261(3) -0.0222(3) 0.12985(14) 0.0651(12) Uani 1 1 d .
H24A H 0.8381 -0.0371 0.1027 0.098 Uiso 1 1 calc R
H24B H 0.7616 -0.0113 0.1333 0.098 Uiso 1 1 calc R
H24C H 0.8449 -0.0722 0.1464 0.098 Uiso 1 1 calc R
C25 C 1.1625(3) -0.0964(3) 0.10278(12) 0.0514(11) Uani 1 1 d .
H25 H 1.2211 -0.0821 0.0900 0.062 Uiso 1 1 calc R
C26 C 1.1831(3) -0.1336(3) 0.14307(13) 0.0547(11) Uani 1 1 d .
H26A H 1.2195 -0.1882 0.1407 0.082 Uiso 1 1 calc R
H26B H 1.1267 -0.1479 0.1563 0.082 Uiso 1 1 calc R
H26C H 1.2163 -0.0885 0.1580 0.082 Uiso 1 1 calc R
C27 C 1.1156(4) -0.1683(3) 0.07828(13) 0.0731(16) Uani 1 1 d .
H27A H 1.1140 -0.1489 0.0512 0.110 Uiso 1 1 calc R
H27B H 1.0540 -0.1769 0.0877 0.110 Uiso 1 1 calc R
H27C H 1.1486 -0.2251 0.0803 0.110 Uiso 1 1 calc R
C28 C 1.1426(2) 0.2404(2) 0.08684(10) 0.0347(8) Uani 1 1 d .
H28 H 1.0964 0.2831 0.0767 0.042 Uiso 1 1 calc R
C29 C 1.2191(3) 0.2353(3) 0.05721(11) 0.0468(10) Uani 1 1 d .
H29A H 1.1996 0.1997 0.0349 0.070 Uiso 1 1 calc R
H29B H 1.2716 0.2067 0.0691 0.070 Uiso 1 1 calc R
H29C H 1.2350 0.2961 0.0487 0.070 Uiso 1 1 calc R
C30 C 1.1775(3) 0.2780(3) 0.12513(11) 0.0456(9) Uani 1 1 d .
H30A H 1.2290 0.2422 0.1338 0.068 Uiso 1 1 calc R
H30B H 1.1297 0.2752 0.1446 0.068 Uiso 1 1 calc R
H30C H 1.1961 0.3406 0.1215 0.068 Uiso 1 1 calc R
C31 C 0.8750(2) 0.3825(2) 0.02139(9) 0.0299(7) Uani 1 1 d .
C32 C 0.9460(3) 0.4249(2) 0.00163(10) 0.0340(8) Uani 1 1 d .
C33 C 0.9302(3) 0.4599(2) -0.03519(10) 0.0361(9) Uani 1 1 d .
H33 H 0.9785 0.4868 -0.0489 0.043 Uiso 1 1 calc R
C34 C 0.8456(3) 0.4565(3) -0.05247(10) 0.0409(9) Uani 1 1 d .
C35 C 0.7772(3) 0.4147(3) -0.03239(10) 0.0402(9) Uani 1 1 d .
H35 H 0.7195 0.4107 -0.0440 0.048 Uiso 1 1 calc R
C36 C 0.7897(2) 0.3781(2) 0.00430(10) 0.0364(8) Uani 1 1 d .
C37 C 1.0376(2) 0.4372(2) 0.02006(11) 0.0362(8) Uani 1 1 d .
H37 H 1.0433 0.3909 0.0409 0.043 Uiso 1 1 calc R
C38 C 1.1159(3) 0.4236(3) -0.00751(13) 0.0499(11) Uani 1 1 d .
H38A H 1.1022 0.3740 -0.0252 0.075 Uiso 1 1 calc R
H38B H 1.1702 0.4093 0.0073 0.075 Uiso 1 1 calc R
H38C H 1.1257 0.4788 -0.0224 0.075 Uiso 1 1 calc R
C39 C 1.0449(3) 0.5287(3) 0.03945(12) 0.0538(11) Uani 1 1 d .
H39A H 1.0557 0.5749 0.0198 0.081 Uiso 1 1 calc R
H39B H 1.0948 0.5282 0.0579 0.081 Uiso 1 1 calc R
H39C H 0.9888 0.5421 0.0531 0.081 Uiso 1 1 calc R
C40 C 0.8283(3) 0.4923(3) -0.09293(10) 0.0477(10) Uani 1 1 d .
H40 H 0.7651 0.5152 -0.0930 0.057 Uiso 1 1 calc R
C41 C 0.8312(5) 0.4171(3) -0.12172(12) 0.0713(15) Uani 1 1 d .
H41A H 0.8321 0.4419 -0.1480 0.107 Uiso 1 1 calc R
H41B H 0.7779 0.3790 -0.1185 0.107 Uiso 1 1 calc R
H41C H 0.8854 0.3810 -0.1175 0.107 Uiso 1 1 calc R
C42 C 0.8860(4) 0.5691(3) -0.10501(13) 0.0613(13) Uani 1 1 d .
H42A H 0.9491 0.5501 -0.1054 0.092 Uiso 1 1 calc R
H42B H 0.8786 0.6188 -0.0867 0.092 Uiso 1 1 calc R
H42C H 0.8683 0.5890 -0.1309 0.092 Uiso 1 1 calc R
C43 C 0.7089(2) 0.3378(3) 0.02557(11) 0.0432(9) Uani 1 1 d .
H43 H 0.7326 0.3025 0.0480 0.052 Uiso 1 1 calc R
C44 C 0.6547(3) 0.2734(4) 0.00022(14) 0.0629(13) Uani 1 1 d .
H44A H 0.6269 0.3070 -0.0210 0.094 Uiso 1 1 calc R
H44B H 0.6078 0.2448 0.0158 0.094 Uiso 1 1 calc R
H44C H 0.6947 0.2273 -0.0104 0.094 Uiso 1 1 calc R
C45 C 0.6494(3) 0.4109(4) 0.04160(15) 0.0699(14) Uani 1 1 d .
H45A H 0.6480 0.4616 0.0235 0.105 Uiso 1 1 calc R
H45B H 0.6731 0.4310 0.0666 0.105 Uiso 1 1 calc R
H45C H 0.5884 0.3874 0.0451 0.105 Uiso 1 1 calc R
C1 C 0.8738(2) 0.0741(2) 0.02858(9) 0.0319(7) Uani 1 1 d .
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
C1 Sn1 C10 93.60(13) . .
C6 O1 C6 120.7(4) 7_645 .
C3 C2 C1 121.6(4) . .
C2 C3 C4 119.5(4) . .
C3 C4 C5 122.2(3) . .
C6 C5 C4 115.9(3) . .
C6 C5 C7 123.3(3) . .
C4 C5 C7 120.8(3) . .
O1 C6 C1 114.5(3) . .
O1 C6 C5 121.4(3) . .
C1 C6 C5 124.1(3) . .
C5 C7 C5 109.6(4) . 7_645
C5 C7 C8 109.9(2) . 7_645
C5 C7 C8 108.8(2) 7_645 7_645
C5 C7 C8 108.8(2) . .
C5 C7 C8 109.9(2) 7_645 .
C8 C7 C8 109.6(5) 7_645 .
C11 C10 C15 119.9(3) . .
C11 C10 Sn1 125.3(2) . .
C15 C10 Sn1 114.0(2) . .
C12 C11 C10 119.6(3) . .
C12 C11 C31 119.2(3) . .
C10 C11 C31 121.1(3) . .
C13 C12 C11 120.0(3) . .
C12 C13 C14 120.5(3) . .
C15 C14 C13 119.8(3) . .
C14 C15 C10 120.1(3) . .
C14 C15 C16 123.2(3) . .
C10 C15 C16 116.3(3) . .
C17 C16 C21 118.9(3) . .
C17 C16 C15 123.6(3) . .
C21 C16 C15 117.4(3) . .
C18 C17 C16 118.8(3) . .
C18 C17 C22 119.4(3) . .
C16 C17 C22 121.8(3) . .
C19 C18 C17 123.1(4) . .
C18 C19 C20 117.5(4) . .
C18 C19 C25 121.2(4) . .
C20 C19 C25 121.3(3) . .
C19 C20 C21 122.4(3) . .
C20 C21 C16 119.0(3) . .
C20 C21 C28 120.8(3) . .
C16 C21 C28 119.7(3) . .
C17 C22 C23 109.4(3) . .
C17 C22 C24 113.1(4) . .
C23 C22 C24 110.2(3) . .
C19 C25 C26 111.5(4) . .
C19 C25 C27 112.1(4) . .
C26 C25 C27 110.0(4) . .
C21 C28 C30 109.2(3) . .
C21 C28 C29 113.8(3) . .
C30 C28 C29 110.2(3) . .
C36 C31 C32 119.7(3) . .
C36 C31 C11 121.2(3) . .
C32 C31 C11 118.9(3) . .
C33 C32 C31 118.9(3) . .
C33 C32 C37 119.4(3) . .
C31 C32 C37 121.7(3) . .
C34 C33 C32 122.0(4) . .
C35 C34 C33 117.8(3) . .
C35 C34 C40 119.7(3) . .
C33 C34 C40 122.4(3) . .
C34 C35 C36 122.4(3) . .
C35 C36 C31 119.1(3) . .
C35 C36 C43 119.0(3) . .
C31 C36 C43 121.8(3) . .
C32 C37 C38 114.2(3) . .
C32 C37 C39 110.9(3) . .
C38 C37 C39 110.0(3) . .
C42 C40 C41 111.8(4) . .
C42 C40 C34 115.4(3) . .
C41 C40 C34 110.2(3) . .
C45 C43 C44 110.7(4) . .
C45 C43 C36 110.8(4) . .
C44 C43 C36 112.6(3) . .
C6 C1 C2 116.7(3) . .
C6 C1 Sn1 120.5(2) . .
C2 C1 Sn1 122.2(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 C1 2.193(3) .
Sn1 C10 2.217(3) .
O1 C6 1.382(4) 7_645
O1 C6 1.383(4) .
C2 C3 1.368(6) .
C2 C1 1.396(5) .
C3 C4 1.385(6) .
C4 C5 1.393(5) .
C5 C6 1.393(5) .
C5 C7 1.524(5) .
C6 C1 1.390(5) .
C7 C5 1.524(5) 7_645
C7 C8 1.527(5) 7_645
C7 C8 1.527(5) .
C10 C11 1.400(5) .
C10 C15 1.402(4) .
C11 C12 1.399(5) .
C11 C31 1.513(4) .
C12 C13 1.388(5) .
C13 C14 1.392(5) .
C14 C15 1.389(5) .
C15 C16 1.499(5) .
C16 C17 1.412(5) .
C16 C21 1.427(5) .
C17 C18 1.388(5) .
C17 C22 1.512(5) .
C18 C19 1.386(5) .
C19 C20 1.388(5) .
C19 C25 1.506(6) .
C20 C21 1.391(5) .
C21 C28 1.524(5) .
C22 C23 1.532(6) .
C22 C24 1.537(6) .
C25 C26 1.530(6) .
C25 C27 1.533(7) .
C28 C30 1.528(5) .
C28 C29 1.534(5) .
C31 C36 1.402(5) .
C31 C32 1.408(5) .
C32 C33 1.395(5) .
C32 C37 1.516(5) .
C33 C34 1.394(5) .
C34 C35 1.381(5) .
C34 C40 1.519(5) .
C35 C36 1.393(5) .
C36 C43 1.531(5) .
C37 C38 1.518(5) .
C37 C39 1.521(6) .
C40 C42 1.490(6) .
C40 C41 1.499(6) .
C43 C45 1.508(6) .
C43 C44 1.528(6) .
