#------------------------------------------------------------------------------
#$Date: 2021-04-16 11:46:56 +0300 (Fri, 16 Apr 2021) $
#$Revision: 264242 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/07/66/4076619.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_4076619
loop_
_publ_author_name
'Chandrasekhar, Vadapalli'
'Boomishankar, Ramamoorthy'
'Steiner, Alexander'
'Bickley, Jamie F.'
_publ_section_title
;
 First Example of a Hydrogen-Bonded Three-DimensionalPillaredStructure
 Involving an Organotin Motif:  Synthesis and X-ray Crystal
 Structures of
 {[nBu2Sn(H2O)3(L)Sn(H2O)3nBu2]2+[L]2-}·2MeOH·2H2O and
 {[Ph3Sn(L)Sn(H2O)Ph3]n}·THF (L = 1,5-Naphthalenedisulfonate)
;
_journal_issue                   17
_journal_name_full               Organometallics
_journal_page_first              3342
_journal_paper_doi               10.1021/om030423k
_journal_volume                  22
_journal_year                    2003
_chemical_formula_sum            'C19 H36 O11 S2 Sn'
_chemical_formula_weight         623.29
_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                113.35(4)
_cell_angle_beta                 94.59(4)
_cell_angle_gamma                100.65(4)
_cell_formula_units_Z            2
_cell_length_a                   9.093(3)
_cell_length_b                   11.484(4)
_cell_length_c                   14.058(4)
_cell_measurement_temperature    213(2)
_cell_volume                     1305.3(9)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      213(2)
_diffrn_measured_fraction_theta_full 0.917
_diffrn_measured_fraction_theta_max 0.917
_diffrn_measurement_device_type  'Stoe IPDS'
_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  0.0460
_diffrn_reflns_av_sigmaI/netI    0.0476
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8257
_diffrn_reflns_theta_full        24.16
_diffrn_reflns_theta_max         24.16
_diffrn_reflns_theta_min         1.96
_exptl_absorpt_coefficient_mu    1.191
_exptl_absorpt_correction_type   'not applied'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.586
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.307
_refine_diff_density_min         -1.240
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         3847
_refine_ls_number_restraints     34
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0335
_refine_ls_shift/su_max          0.144
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0638P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0886
_refine_ls_wR_factor_ref         0.0906
_reflns_number_gt                3403
_reflns_number_total             3847
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om030423k.cif
_cod_data_source_block           Compd_4
_cod_depositor_comments
;

2021-04-11
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C38 H72 O22 S4 Sn2'
_cod_original_formula_weight         1246.58
_cod_original_formula_units_Z            1
_cod_original_cell_volume        1305.3(7)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4076619
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
C1 C 0.6806(4) 0.8807(3) 0.9827(3) 0.0221(8) Uani 1 1 d .
H1A H 0.7835 0.9284 1.0207 0.027 Uiso 1 1 calc R
H1B H 0.6104 0.9312 1.0192 0.027 Uiso 1 1 calc R
C2 C 0.6462(5) 0.7484(4) 0.9900(3) 0.0240(8) Uani 1 1 d .
H2A H 0.5385 0.7054 0.9627 0.029 Uiso 1 1 calc R
H2B H 0.7063 0.6922 0.9465 0.029 Uiso 1 1 calc R
C3 C 0.6831(5) 0.7662(4) 1.1021(3) 0.0354(11) Uani 1 1 d .
H3A H 0.6247 0.8245 1.1453 0.043 Uiso 1 1 calc R
H3B H 0.7911 0.8085 1.1284 0.043 Uiso 1 1 calc R
C4 C 0.6486(6) 0.6385(5) 1.1151(4) 0.0435(12) Uani 1 1 d .
H4A H 0.5412 0.5974 1.0917 0.065 Uiso 1 1 calc R
H4B H 0.6759 0.6565 1.1885 0.065 Uiso 1 1 calc R
H4C H 0.7070 0.5804 1.0733 0.065 Uiso 1 1 calc R
C5 C 0.6664(5) 0.9313(4) 0.7049(3) 0.0317(10) Uani 1 1 d .
H5A H 0.5999 0.9919 0.7146 0.038 Uiso 1 1 calc R
H5B H 0.7695 0.9796 0.7096 0.038 Uiso 1 1 calc R
C6 C 0.6168(5) 0.8229(4) 0.5954(3) 0.0365(10) Uani 1 1 d .
H6A H 0.6940 0.7719 0.5789 0.044 Uiso 1 1 calc R
H6B H 0.5218 0.7645 0.5929 0.044 Uiso 1 1 calc R
C7 C 0.5938(6) 0.8754(6) 0.5142(4) 0.0540(15) Uani 1 1 d .
H7A H 0.5239 0.9331 0.5353 0.065 Uiso 1 1 calc R
H7B H 0.6913 0.9287 0.5141 0.065 Uiso 1 1 calc R
C8 C 0.5327(10) 0.7747(7) 0.4046(4) 0.090(2) Uani 1 1 d .
H8A H 0.6025 0.7186 0.3817 0.135 Uiso 1 1 calc R
H8B H 0.5214 0.8174 0.3581 0.135 Uiso 1 1 calc R
H8C H 0.4347 0.7227 0.4030 0.135 Uiso 1 1 calc R
C9 C 0.8598(4) 1.3410(3) 0.9627(3) 0.0179(8) Uani 1 1 d .
C10 C 0.7720(4) 1.3306(3) 0.8756(3) 0.0208(8) Uani 1 1 d .
H10 H 0.6889 1.2586 0.8406 0.025 Uiso 1 1 calc R
C11 C 0.8047(4) 1.4271(3) 0.8372(3) 0.0227(8) Uani 1 1 d .
H11 H 0.7433 1.4188 0.7767 0.027 Uiso 1 1 calc R
C12 C 0.9849(4) 1.4512(3) 1.0203(3) 0.0163(7) Uani 1 1 d .
C13 C 1.0762(4) 1.4683(3) 1.1134(3) 0.0207(8) Uani 1 1 d .
H13 H 1.0540 1.4062 1.1413 0.025 Uiso 1 1 calc R
C14 C 0.0744(4) 0.8580(3) 0.5019(3) 0.0184(8) Uani 1 1 d .
C15 C 0.0636(5) 0.7828(4) 0.3973(3) 0.0272(9) Uani 1 1 d .
H15 H 0.0948 0.7039 0.3748 0.033 Uiso 1 1 calc R
C16 C 0.0055(5) 0.8238(4) 0.3233(3) 0.0272(9) Uani 1 1 d .
H16 H -0.0022 0.7713 0.2512 0.033 Uiso 1 1 calc R
C17 C 0.0291(4) 0.9801(3) 0.5387(3) 0.0182(8) Uani 1 1 d .
C18 C 0.0399(4) 1.0618(4) 0.6461(3) 0.0236(8) Uani 1 1 d .
H18 H 0.0789 1.0371 0.6974 0.028 Uiso 1 1 calc R
C19 C 0.2319(9) 0.4896(8) 0.6549(7) 0.091(2) Uani 1 1 d .
H19A H 0.2723 0.4691 0.7108 0.136 Uiso 1 1 calc R
H19B H 0.1786 0.4094 0.5954 0.136 Uiso 1 1 calc R
H19C H 0.1622 0.5451 0.6799 0.136 Uiso 1 1 calc R
O1 O 0.9055(3) 0.8524(3) 0.8264(2) 0.0369(7) Uani 1 1 d D
H1X H 0.954(6) 0.840(7) 0.778(3) 0.084(8) Uiso 1 1 d D
H1Y H 0.953(6) 0.842(6) 0.874(4) 0.084(8) Uiso 1 1 d D
O2 O 0.6096(3) 0.6647(2) 0.7422(2) 0.0291(7) Uani 1 1 d D
H2X H 0.520(3) 0.630(6) 0.716(5) 0.084(8) Uiso 1 1 d D
H2Y H 0.662(5) 0.620(5) 0.706(4) 0.084(8) Uiso 1 1 d D
O3 O 0.4176(3) 0.8507(3) 0.8123(2) 0.0279(6) Uani 1 1 d D
H3X H 0.389(7) 0.823(6) 0.750(2) 0.084(8) Uiso 1 1 d D
H3Y H 0.355(6) 0.820(6) 0.840(4) 0.084(8) Uiso 1 1 d D
O4 O 0.6893(3) 1.1158(2) 0.9285(2) 0.0285(6) Uani 1 1 d .
O5 O 0.9521(3) 1.1621(3) 1.0059(2) 0.0309(7) Uani 1 1 d .
O6 O 0.7777(3) 1.2712(3) 1.1086(2) 0.0324(7) Uani 1 1 d .
O7 O 0.2656(3) 0.8967(3) 0.6656(2) 0.0324(7) Uani 1 1 d .
O8 O 0.0100(3) 0.7737(3) 0.6430(2) 0.0350(7) Uani 1 1 d .
O9 O 0.1829(4) 0.6768(3) 0.5310(2) 0.0375(7) Uani 1 1 d .
O10 O 0.8216(5) 0.5535(3) 0.6472(3) 0.0491(9) Uani 1 1 d D
H10X H 0.813(8) 0.484(4) 0.595(3) 0.084(8) Uiso 1 1 d D
H10Y H 0.876(7) 0.611(4) 0.637(5) 0.084(8) Uiso 1 1 d D
O11 O 0.3450(5) 0.5511(4) 0.6255(4) 0.0785(15) Uani 1 1 d .
H11x H 0.3101 0.5838 0.5882 0.118 Uiso 1 1 calc R
S1 S 0.81670(10) 1.21261(8) 1.00498(7) 0.0199(2) Uani 1 1 d .
S2 S 0.13893(11) 0.79700(9) 0.59220(7) 0.0224(2) Uani 1 1 d .
Sn1 Sn 0.66521(3) 0.87451(2) 0.830295(18) 0.01778(12) 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'
S S 0.1246 0.1234 '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 C1 Sn1 116.6(2) . .
C3 C2 C1 111.0(3) . .
C2 C3 C4 113.6(3) . .
C6 C5 Sn1 116.4(3) . .
C7 C6 C5 111.7(4) . .
C8 C7 C6 115.3(5) . .
C10 C9 C12 121.7(3) . .
C10 C9 S1 118.4(3) . .
C12 C9 S1 120.0(3) . .
C9 C10 C11 120.4(3) . .
C13 C11 C10 120.6(3) 2_787 .
C13 C12 C9 123.6(3) . .
C13 C12 C12 119.6(4) . 2_787
C9 C12 C12 116.7(4) . 2_787
C11 C13 C12 120.9(3) 2_787 .
C15 C14 C17 121.4(3) . .
C15 C14 S2 117.7(3) . .
C17 C14 S2 120.8(3) . .
C14 C15 C16 119.6(4) . .
C18 C16 C15 121.3(4) 2_576 .
C18 C17 C17 118.8(4) . 2_576
C18 C17 C14 123.3(3) . .
C17 C17 C14 117.8(4) 2_576 .
C16 C18 C17 121.0(3) 2_576 .
S1 O4 Sn1 127.91(16) . .
O6 S1 O4 112.35(17) . .
O6 S1 O5 112.60(18) . .
O4 S1 O5 112.24(17) . .
O6 S1 C9 106.15(17) . .
O4 S1 C9 105.93(15) . .
O5 S1 C9 106.99(17) . .
O7 S2 O9 112.24(19) . .
O7 S2 O8 112.27(19) . .
O9 S2 O8 112.06(19) . .
O7 S2 C14 106.96(16) . .
O9 S2 C14 107.16(17) . .
O8 S2 C14 105.64(17) . .
C1 Sn1 C5 162.24(16) . .
C1 Sn1 O2 98.13(13) . .
C5 Sn1 O2 99.63(15) . .
C1 Sn1 O3 92.61(14) . .
C5 Sn1 O3 89.11(14) . .
O2 Sn1 O3 84.29(13) . .
C1 Sn1 O1 90.12(14) . .
C5 Sn1 O1 91.97(15) . .
O2 Sn1 O1 83.35(13) . .
O3 Sn1 O1 167.60(12) . .
C1 Sn1 O4 82.77(12) . .
C5 Sn1 O4 79.65(14) . .
O2 Sn1 O4 171.75(10) . .
O3 Sn1 O4 87.48(11) . .
O1 Sn1 O4 104.87(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.539(5) .
C1 Sn1 2.107(4) .
C2 C3 1.508(5) .
C3 C4 1.528(6) .
C5 C6 1.512(6) .
C5 Sn1 2.108(4) .
C6 C7 1.505(6) .
C7 C8 1.494(8) .
C9 C10 1.358(5) .
C9 C12 1.435(5) .
C9 S1 1.789(3) .
C10 C11 1.408(5) .
C11 C13 1.355(5) 2_787
C12 C13 1.415(5) .
C12 C12 1.441(6) 2_787
C13 C11 1.355(5) 2_787
C14 C15 1.363(5) .
C14 C17 1.440(5) .
C14 S2 1.784(3) .
C15 C16 1.406(5) .
C16 C18 1.364(6) 2_576
C17 C18 1.411(5) .
C17 C17 1.437(6) 2_576
C18 C16 1.364(6) 2_576
C19 O11 1.326(8) .
O1 Sn1 2.249(3) .
O2 Sn1 2.163(3) .
O3 Sn1 2.198(3) .
O4 S1 1.453(3) .
O4 Sn1 2.515(3) .
O5 S1 1.456(3) .
O6 S1 1.448(3) .
O7 S2 1.445(3) .
O8 S2 1.458(3) .
O9 S2 1.457(3) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1X O8 0.82(3) 1.89(3) 2.688(4) 162(6) 1_655
O1 H1Y O5 0.82(3) 1.86(3) 2.676(4) 171(6) 2_777
O2 H2X O11 0.82(3) 1.79(3) 2.588(5) 163(6) .
O2 H2Y O10 0.82(3) 1.86(3) 2.665(5) 166(6) .
O3 H3X O7 0.81(3) 2.08(6) 2.669(4) 130(6) .
O3 H3Y O6 0.82(3) 1.83(3) 2.642(4) 171(7) 2_677
O10 H10X O9 0.83(3) 2.00(3) 2.822(5) 174(7) 2_666
O10 H10Y O8 0.82(3) 2.00(3) 2.804(4) 169(6) 1_655
O11 H11x O9 0.83 2.03 2.830(5) 162.3 .
