#------------------------------------------------------------------------------
#$Date: 2016-03-21 16:54:59 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178760 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/14/4101429.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_4101429
loop_
_publ_author_name
'Haga, Ryuta'
'Saito, Masaichi'
'Yoshioka, Michikazu'
_publ_section_title
;
 Reversible redox behavior between stannole dianion and
 bistannole-1,2-dianion.
;
_journal_issue                   15
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              4934
_journal_page_last               4935
_journal_paper_doi               10.1021/ja057228c
_journal_volume                  128
_journal_year                    2006
_chemical_formula_sum            'C86 H94 Li2 O10 Sn2'
_chemical_formula_weight         1538.91
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 130.960(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   35.223(3)
_cell_length_b                   11.1137(9)
_cell_length_c                   25.776(2)
_cell_measurement_reflns_used    6896
_cell_measurement_temperature    153
_cell_measurement_theta_max      27.97
_cell_measurement_theta_min      2.49
_cell_volume                     7619.8(11)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153
_diffrn_measured_fraction_theta_full 0.818
_diffrn_measured_fraction_theta_max 0.818
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0439
_diffrn_reflns_av_sigmaI/netI    0.0703
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            16366
_diffrn_reflns_theta_full        28.00
_diffrn_reflns_theta_max         28.00
_diffrn_reflns_theta_min         1.53
_exptl_absorpt_coefficient_mu    0.714
_exptl_absorpt_correction_T_max  0.931
_exptl_absorpt_correction_T_min  0.918
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS; Sheldrick 1996
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             3184.0
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.986
_refine_diff_density_min         -0.510
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.945
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         7523
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.945
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0380
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0566P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0907
_refine_ls_wR_factor_ref         0.1089
_reflns_number_gt                5593
_reflns_number_total             9194
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja057228csi20051031_060155.cif
_cod_data_source_block           global
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4101429
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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
Li1 Li 0.1546(3) 0.9850(6) 0.2189(4) 0.0436(14) Uani 1 1 d .
O5 O 0.18467(13) 1.0015(3) 0.17983(18) 0.0588(8) Uani 1 1 d .
O2 O 0.14631(10) 1.1416(2) 0.25277(14) 0.0455(6) Uani 1 1 d .
Sn1 Sn 0.054569(8) 0.730763(17) 0.301454(11) 0.02439(8) Uani 1 1 d .
C23 C 0.06559(12) 0.7564(3) 0.43635(16) 0.0271(6) Uani 1 1 d .
C1 C 0.07595(10) 0.5429(3) 0.30925(15) 0.0257(6) Uani 1 1 d .
C12 C 0.08070(16) 0.2690(3) 0.3511(2) 0.0375(8) Uani 1 1 d .
H12 H 0.0475 0.2834 0.3119 0.045 Uiso 1 1 calc R
O4 O 0.14521(10) 0.8005(2) 0.22538(15) 0.0437(6) Uani 1 1 d .
C2 C 0.09324(10) 0.4916(2) 0.36925(15) 0.0251(6) Uani 1 1 d .
C4 C 0.07179(11) 0.6767(3) 0.39636(15) 0.0253(6) Uani 1 1 d .
C24 C 0.04623(14) 0.7168(3) 0.46652(18) 0.0349(7) Uani 1 1 d .
H24 H 0.0381 0.6361 0.4636 0.042 Uiso 1 1 calc R
O1 O 0.07784(10) 0.9835(2) 0.15565(13) 0.0378(5) Uani 1 1 d .
C7 C 0.04571(14) 0.4455(3) 0.14506(19) 0.0380(8) Uani 1 1 d .
H7 H 0.0175 0.4381 0.0987 0.046 Uiso 1 1 calc R
C28 C 0.07653(12) 0.8790(3) 0.44141(17) 0.0344(7) Uani 1 1 d .
H28 H 0.0890 0.9081 0.4213 0.041 Uiso 1 1 calc R
C5 C 0.08165(11) 0.4909(2) 0.26188(16) 0.0263(6) Uani 1 1 d .
C3 C 0.09123(11) 0.5618(3) 0.41588(15) 0.0257(6) Uani 1 1 d .
C11 C 0.11307(12) 0.3657(3) 0.38884(17) 0.0297(6) Uani 1 1 d .
C35 C 0.09216(15) 0.7759(3) 0.1783(2) 0.0408(8) Uani 1 1 d .
H35A H 0.0855 0.7054 0.1934 0.049 Uiso 1 1 calc R
H35B H 0.0807 0.7595 0.1330 0.049 Uiso 1 1 calc R
C29 C 0.06156(15) 1.0964(3) 0.1622(2) 0.0439(9) Uani 1 1 d .
H29A H 0.0287 1.0868 0.1486 0.053 Uiso 1 1 calc R
H29B H 0.0587 1.1553 0.1320 0.053 Uiso 1 1 calc R
C6 C 0.04012(12) 0.4812(3) 0.19136(17) 0.0314(7) Uani 1 1 d .
H6 H 0.0082 0.4991 0.1753 0.038 Uiso 1 1 calc R
C10 C 0.12905(12) 0.4635(3) 0.28342(17) 0.0320(7) Uani 1 1 d .
H10 H 0.1574 0.4679 0.3299 0.038 Uiso 1 1 calc R
C15 C 0.18013(17) 0.2240(3) 0.4659(3) 0.0477(10) Uani 1 1 d .
H15 H 0.2136 0.2095 0.5041 0.057 Uiso 1 1 calc R
C18 C 0.09153(14) 0.3999(3) 0.48514(18) 0.0364(7) Uani 1 1 d .
H18 H 0.0666 0.3594 0.4445 0.044 Uiso 1 1 calc R
C17 C 0.11114(12) 0.5073(3) 0.48257(16) 0.0295(6) Uani 1 1 d .
C26 C 0.05032(14) 0.9177(4) 0.50572(19) 0.0474(10) Uani 1 1 d .
H26 H 0.0454 0.9708 0.5287 0.057 Uiso 1 1 calc R
C13 C 0.09774(19) 0.1511(3) 0.3716(2) 0.0521(11) Uani 1 1 d .
H13 H 0.0757 0.0872 0.3467 0.063 Uiso 1 1 calc R
C9 C 0.13439(13) 0.4299(3) 0.23679(19) 0.0366(7) Uani 1 1 d .
H9 H 0.1662 0.4132 0.2523 0.044 Uiso 1 1 calc R
C22 C 0.14962(13) 0.5629(3) 0.54497(18) 0.0376(7) Uani 1 1 d .
H22 H 0.1640 0.6332 0.5451 0.045 Uiso 1 1 calc R
C20 C 0.14615(16) 0.4101(4) 0.6080(2) 0.0508(10) Uani 1 1 d .
H20 H 0.1575 0.3783 0.6494 0.061 Uiso 1 1 calc R
C30 C 0.09787(16) 1.1401(3) 0.2343(2) 0.0475(9) Uani 1 1 d .
H30A H 0.0888 1.2203 0.2378 0.057 Uiso 1 1 calc R
H30B H 0.0983 1.0868 0.2644 0.057 Uiso 1 1 calc R
C16 C 0.16298(14) 0.3409(3) 0.44578(19) 0.0373(7) Uani 1 1 d .
H16 H 0.1852 0.4044 0.4708 0.045 Uiso 1 1 calc R
C36 C 0.06423(13) 0.8815(3) 0.17476(18) 0.0370(7) Uani 1 1 d .
H36A H 0.0283 0.8676 0.1409 0.044 Uiso 1 1 calc R
H36B H 0.0735 0.8951 0.2190 0.044 Uiso 1 1 calc R
C8 C 0.09280(15) 0.4208(3) 0.1671(2) 0.0409(8) Uani 1 1 d .
H8 H 0.0966 0.3987 0.1359 0.049 Uiso 1 1 calc R
C14 C 0.14764(18) 0.1287(3) 0.4292(2) 0.0534(11) Uani 1 1 d .
H14 H 0.1590 0.0500 0.4429 0.064 Uiso 1 1 calc R
C25 C 0.03888(15) 0.7971(4) 0.50096(19) 0.0426(8) Uani 1 1 d .
H25 H 0.0261 0.7691 0.5209 0.051 Uiso 1 1 calc R
C27 C 0.06923(14) 0.9581(3) 0.4759(2) 0.0432(9) Uani 1 1 d .
H27 H 0.0771 1.0391 0.4789 0.052 Uiso 1 1 calc R
C31 C 0.1878(2) 1.1562(4) 0.3242(2) 0.0669(14) Uani 1 1 d .
H31A H 0.1786 1.2098 0.3440 0.080 Uiso 1 1 calc R
H31B H 0.2158 1.1919 0.3307 0.080 Uiso 1 1 calc R
C19 C 0.10830(16) 0.3533(3) 0.5464(2) 0.0470(9) Uani 1 1 d .
H19 H 0.0941 0.2828 0.5465 0.056 Uiso 1 1 calc R
O3 O 0.21155(10) 0.9635(2) 0.32274(15) 0.0517(7) Uani 1 1 d .
C42 C 0.20528(13) 0.7980(3) 0.4786(2) 0.0380(8) Uani 1 1 d .
H42 H 0.1754 0.8303 0.4645 0.046 Uiso 1 1 calc R
C43 C 0.20604(13) 0.6823(3) 0.45792(18) 0.0362(7) Uani 1 1 d .
H43 H 0.1766 0.6372 0.4297 0.043 Uiso 1 1 calc R
C34 C 0.16965(17) 0.7769(3) 0.2973(2) 0.0471(10) Uani 1 1 d .
H34A H 0.1745 0.6911 0.3064 0.056 Uiso 1 1 calc R
H34B H 0.1491 0.8070 0.3071 0.056 Uiso 1 1 calc R
C41 C 0.24955(13) 0.8642(3) 0.52048(19) 0.0391(8) Uani 1 1 d .
H41 H 0.2491 0.9413 0.5341 0.047 Uiso 1 1 calc R
C21 C 0.16682(15) 0.5152(4) 0.6070(2) 0.0468(9) Uani 1 1 d .
H21 H 0.1923 0.5539 0.6480 0.056 Uiso 1 1 calc R
C33 C 0.21899(15) 0.8400(4) 0.3404(2) 0.0511(10) Uani 1 1 d .
H33A H 0.2356 0.8313 0.3886 0.061 Uiso 1 1 calc R
H33B H 0.2404 0.8044 0.3333 0.061 Uiso 1 1 calc R
C32 C 0.20333(19) 1.0366(4) 0.3597(2) 0.0605(12) Uani 1 1 d .
H32A H 0.2338 1.0440 0.4074 0.073 Uiso 1 1 calc R
H32B H 0.1770 1.0031 0.3579 0.073 Uiso 1 1 calc R
C40 C 0.2085(2) 0.9041(5) 0.1741(3) 0.0763(15) Uani 1 1 d .
H40A H 0.1902 0.8297 0.1630 0.092 Uiso 1 1 calc R
H40B H 0.2428 0.8932 0.2168 0.092 Uiso 1 1 calc R
C37 C 0.1910(2) 1.1070(4) 0.1563(3) 0.0746(15) Uani 1 1 d .
H37A H 0.2145 1.1608 0.1944 0.090 Uiso 1 1 calc R
H37B H 0.1592 1.1484 0.1236 0.090 Uiso 1 1 calc R
C39 C 0.2081(2) 0.9379(5) 0.1185(3) 0.0744(15) Uani 1 1 d .
H39A H 0.2366 0.9038 0.1259 0.089 Uiso 1 1 calc R
H39B H 0.1773 0.9116 0.0742 0.089 Uiso 1 1 calc R
C38 C 0.2111(3) 1.0680(6) 0.1227(4) 0.092(2) Uani 1 1 d .
H38A H 0.1912 1.1028 0.0771 0.111 Uiso 1 1 calc R
H38B H 0.2457 1.0941 0.1496 0.111 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'
Li Li -0.0003 0.0001 '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
O5 Li1 O1 119.0(4) . .
O5 Li1 O3 107.2(4) . .
O1 Li1 O3 133.7(4) . .
O5 Li1 O2 115.4(3) . .
O1 Li1 O2 82.2(3) . .
O3 Li1 O2 80.4(3) . .
O5 Li1 O4 108.0(3) . .
O1 Li1 O4 82.1(2) . .
O3 Li1 O4 81.5(3) . .
O2 Li1 O4 136.2(3) . .
C37 O5 C40 108.4(4) . .
C37 O5 Li1 128.0(4) . .
C40 O5 Li1 123.5(3) . .
C31 O2 C30 114.8(4) . .
C31 O2 Li1 109.6(3) . .
C30 O2 Li1 108.5(3) . .
C1 Sn1 C4 78.93(11) . .
C1 Sn1 Sn1 104.72(7) . 2
C4 Sn1 Sn1 104.62(8) . 2
C28 C23 C24 117.3(3) . .
C28 C23 C4 119.4(3) . .
C24 C23 C4 123.2(3) . .
C2 C1 C5 124.9(3) . .
C2 C1 Sn1 112.1(2) . .
C5 C1 Sn1 121.5(2) . .
C13 C12 C11 120.5(4) . .
C35 O4 C34 113.2(3) . .
C35 O4 Li1 107.6(3) . .
C34 O4 Li1 106.4(3) . .
C1 C2 C3 118.7(3) . .
C1 C2 C11 122.5(3) . .
C3 C2 C11 118.8(3) . .
C3 C4 C23 124.4(3) . .
C3 C4 Sn1 111.8(2) . .
C23 C4 Sn1 123.8(2) . .
C25 C24 C23 120.9(3) . .
C29 O1 C36 113.6(3) . .
C29 O1 Li1 108.7(3) . .
C36 O1 Li1 107.2(3) . .
C8 C7 C6 120.8(3) . .
C27 C28 C23 121.4(3) . .
C6 C5 C10 117.1(3) . .
C6 C5 C1 120.6(3) . .
C10 C5 C1 121.9(3) . .
C4 C3 C2 118.1(3) . .
C4 C3 C17 122.8(3) . .
C2 C3 C17 119.1(3) . .
C16 C11 C12 118.2(3) . .
C16 C11 C2 121.9(3) . .
C12 C11 C2 119.8(3) . .
O4 C35 C36 110.0(3) . .
O1 C29 C30 110.5(3) . .
C7 C6 C5 121.4(3) . .
C9 C10 C5 121.2(3) . .
C14 C15 C16 120.1(4) . .
C19 C18 C17 121.4(3) . .
C22 C17 C18 117.3(3) . .
C22 C17 C3 121.0(3) . .
C18 C17 C3 121.7(3) . .
C25 C26 C27 119.0(3) . .
C14 C13 C12 120.1(4) . .
C10 C9 C8 121.0(3) . .
C21 C22 C17 121.2(3) . .
C21 C20 C19 118.9(4) . .
O2 C30 C29 106.3(3) . .
C15 C16 C11 121.3(4) . .
O1 C36 C35 106.6(3) . .
C7 C8 C9 118.6(3) . .
C15 C14 C13 119.6(3) . .
C26 C25 C24 120.7(4) . .
C26 C27 C28 120.6(3) . .
O2 C31 C32 110.1(3) . .
C18 C19 C20 120.7(4) . .
C33 O3 C32 114.5(4) . .
C33 O3 Li1 110.4(3) . .
C32 O3 Li1 110.7(3) . .
C41 C42 C43 119.4(3) . .
C41 C43 C42 119.5(3) 7_566 .
O4 C34 C33 106.9(3) . .
C43 C41 C42 121.1(3) 7_566 .
C20 C21 C22 120.4(4) . .
O3 C33 C34 109.7(3) . .
O3 C32 C31 104.5(4) . .
O5 C40 C39 105.9(4) . .
O5 C37 C38 106.1(4) . .
C38 C39 C40 103.3(4) . .
C39 C38 C37 107.0(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Li1 O5 1.891(7) .
Li1 O1 2.045(7) .
Li1 O3 2.051(8) .
Li1 O2 2.052(7) .
Li1 O4 2.100(7) .
O5 C37 1.404(5) .
O5 C40 1.436(6) .
O2 C31 1.423(5) .
O2 C30 1.439(5) .
Sn1 C1 2.184(3) .
Sn1 C4 2.184(3) .
Sn1 Sn1 2.9059(5) 2
C23 C28 1.399(4) .
C23 C24 1.399(5) .
C23 C4 1.480(4) .
C1 C2 1.361(4) .
C1 C5 1.479(4) .
C12 C13 1.393(5) .
C12 C11 1.395(5) .
O4 C35 1.437(5) .
O4 C34 1.467(5) .
C2 C3 1.473(4) .
C2 C11 1.496(4) .
C4 C3 1.378(4) .
C24 C25 1.397(5) .
O1 C29 1.435(4) .
O1 C36 1.438(4) .
C7 C8 1.384(5) .
C7 C6 1.388(5) .
C28 C27 1.389(5) .
C5 C6 1.403(4) .
C5 C10 1.405(4) .
C3 C17 1.494(4) .
C11 C16 1.392(5) .
C35 C36 1.495(5) .
C29 C30 1.485(5) .
C10 C9 1.384(5) .
C15 C14 1.380(6) .
C15 C16 1.383(5) .
C18 C19 1.373(5) .
C18 C17 1.402(5) .
C17 C22 1.396(5) .
C26 C25 1.381(6) .
C26 C27 1.382(6) .
C13 C14 1.391(6) .
C9 C8 1.391(5) .
C22 C21 1.391(5) .
C20 C21 1.385(6) .
C20 C19 1.388(6) .
C31 C32 1.499(6) .
O3 C33 1.415(5) .
O3 C32 1.419(5) .
C42 C41 1.390(5) .
C42 C43 1.400(5) .
C43 C41 1.372(5) 7_566
C34 C33 1.489(6) .
C41 C43 1.372(5) 7_566
C40 C39 1.471(7) .
C37 C38 1.497(8) .
C39 C38 1.449(8) .
