#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:17:54 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178697 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/08/4080818.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_4080818
loop_
_publ_author_name
'Arens, Verena'
'Dietz, Christina'
'Schollmeyer, Dieter'
'Jurkschat, Klaus'
_publ_section_title
;
 Intramolecularly Coordinated Bis(crown ether)-Substituted Organotin
 Halides as Ditopic Salt Receptors
;
_journal_issue                   9
_journal_name_full               Organometallics
_journal_page_first              2775
_journal_paper_doi               10.1021/om400216z
_journal_volume                  32
_journal_year                    2013
_chemical_formula_moiety         'C20 H38 I2 O8 Sn'
_chemical_formula_sum            'C20 H38 I2 O8 Sn'
_chemical_formula_weight         778.99
_chemical_melting_point          419
_chemical_name_systematic
; 
diiodido-bis(1,4,7,10-tetraoxacylcotridec-12-ylmethyl)stannane
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 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                 101.20(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.020(5)
_cell_length_b                   11.6934(7)
_cell_length_c                   17.380(3)
_cell_measurement_reflns_used    4058
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.1688
_cell_measurement_theta_min      2.2816
_cell_volume                     2795.0(12)
_computing_cell_refinement
'CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55''
_computing_data_collection
'CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55''
_computing_data_reduction
'CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55''
_computing_molecular_graphics    'SHELXP-97 (Sheldrick, 1997)'
_computing_publication_material  'enCIFer Version 1.4'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'Xcalibur2 CCD Diffractometer'
_diffrn_measurement_method       'ω und ψ scan'
_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  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0446
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            6981
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.29
_exptl_absorpt_coefficient_mu    3.160
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83603
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan  5 2010,16:28:46)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.851
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1512
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.829
_refine_diff_density_min         -0.621
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.913
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         2605
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.913
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0258
_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)+(0.0267P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0535
_refine_ls_wR_factor_ref         0.0551
_reflns_number_gt                2044
_reflns_number_total             2605
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om400216z_si_001.cif
_cod_data_source_block           compound10_a1532i
_cod_original_sg_symbol_H-M      'I 2/a'
_cod_database_code               4080818
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -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
Sn1 Sn 0.7500 0.51485(3) 0.5000 0.01950(10) Uani 1 2 d S
I1 I 0.841432(19) 0.35703(2) 0.416490(17) 0.03642(10) Uani 1 1 d .
O1 O 0.68724(17) 0.6663(2) 0.57627(14) 0.0240(6) Uani 1 1 d .
O4 O 0.93196(18) 0.8022(2) 0.73297(15) 0.0340(7) Uani 1 1 d .
O2 O 0.6169(2) 0.8882(2) 0.61027(16) 0.0379(7) Uani 1 1 d .
O3 O 0.8143(2) 0.9544(2) 0.62915(17) 0.0403(7) Uani 1 1 d .
C3 C 0.7569(2) 0.6814(3) 0.6484(2) 0.0248(8) Uani 1 1 d .
H3A H 0.7483 0.6215 0.6868 0.030 Uiso 1 1 calc R
H3B H 0.7484 0.7572 0.6716 0.030 Uiso 1 1 calc R
C1 C 0.8696(3) 0.5567(3) 0.5910(2) 0.0244(9) Uani 1 1 d .
H1A H 0.8771 0.4966 0.6319 0.029 Uiso 1 1 calc R
H1B H 0.9299 0.5584 0.5693 0.029 Uiso 1 1 calc R
C2 C 0.8560(3) 0.6723(3) 0.6281(2) 0.0240(8) Uani 1 1 d .
H2A H 0.8622 0.7336 0.5893 0.029 Uiso 1 1 calc R
C10 C 0.9344(3) 0.6907(3) 0.7006(2) 0.0314(9) Uani 1 1 d .
H10A H 0.9263 0.6334 0.7407 0.038 Uiso 1 1 calc R
H10B H 0.9988 0.6781 0.6867 0.038 Uiso 1 1 calc R
C4 C 0.5892(3) 0.6893(3) 0.5843(2) 0.0318(10) Uani 1 1 d .
H4A H 0.5834 0.6783 0.6397 0.038 Uiso 1 1 calc R
H4B H 0.5447 0.6347 0.5518 0.038 Uiso 1 1 calc R
C8 C 0.8987(3) 0.9876(3) 0.6816(3) 0.0443(12) Uani 1 1 d .
H8A H 0.8825 1.0087 0.7327 0.053 Uiso 1 1 calc R
H8B H 0.9280 1.0551 0.6607 0.053 Uiso 1 1 calc R
C9 C 0.9686(3) 0.8916(4) 0.6921(3) 0.0386(11) Uani 1 1 d .
H9A H 0.9781 0.8638 0.6403 0.046 Uiso 1 1 calc R
H9B H 1.0322 0.9176 0.7222 0.046 Uiso 1 1 calc R
C5 C 0.5601(3) 0.8090(4) 0.5594(3) 0.0446(12) Uani 1 1 d .
H5A H 0.5694 0.8216 0.5051 0.054 Uiso 1 1 calc R
H5B H 0.4905 0.8206 0.5606 0.054 Uiso 1 1 calc R
C6 C 0.6497(3) 0.9844(4) 0.5724(3) 0.0548(14) Uani 1 1 d .
H6A H 0.5977 1.0428 0.5614 0.066 Uiso 1 1 calc R
H6B H 0.6668 0.9608 0.5221 0.066 Uiso 1 1 calc R
C7 C 0.7363(4) 1.0324(4) 0.6253(3) 0.0545(14) Uani 1 1 d .
H7A H 0.7538 1.1070 0.6050 0.065 Uiso 1 1 calc R
H7B H 0.7220 1.0445 0.6783 0.065 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'
I I -0.4742 1.8119 '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 C1 153.4(2) . 2_656
C1 Sn1 O1 75.41(11) . .
C1 Sn1 O1 85.56(11) 2_656 .
C1 Sn1 O1 85.56(11) . 2_656
C1 Sn1 O1 75.41(11) 2_656 2_656
O1 Sn1 O1 88.59(11) . 2_656
C1 Sn1 I1 99.34(9) . .
C1 Sn1 I1 98.05(10) 2_656 .
O1 Sn1 I1 173.41(6) . .
O1 Sn1 I1 87.01(6) 2_656 .
C1 Sn1 I1 98.05(10) . 2_656
C1 Sn1 I1 99.34(10) 2_656 2_656
O1 Sn1 I1 87.01(6) . 2_656
O1 Sn1 I1 173.41(6) 2_656 2_656
I1 Sn1 I1 97.78(2) . 2_656
C4 O1 C3 113.1(3) . .
C4 O1 Sn1 129.4(2) . .
C3 O1 Sn1 107.59(18) . .
C9 O4 C10 116.1(3) . .
C5 O2 C6 115.0(4) . .
C8 O3 C7 113.6(4) . .
O1 C3 C2 106.7(3) . .
O1 C3 H3A 110.4 . .
C2 C3 H3A 110.4 . .
O1 C3 H3B 110.4 . .
C2 C3 H3B 110.4 . .
H3A C3 H3B 108.6 . .
C2 C1 Sn1 111.9(2) . .
C2 C1 H1A 109.2 . .
Sn1 C1 H1A 109.2 . .
C2 C1 H1B 109.2 . .
Sn1 C1 H1B 109.2 . .
H1A C1 H1B 107.9 . .
C3 C2 C10 110.4(3) . .
C3 C2 C1 111.0(3) . .
C10 C2 C1 110.3(3) . .
C3 C2 H2A 108.3 . .
C10 C2 H2A 108.3 . .
C1 C2 H2A 108.3 . .
O4 C10 C2 112.9(3) . .
O4 C10 H10A 109.0 . .
C2 C10 H10A 109.0 . .
O4 C10 H10B 109.0 . .
C2 C10 H10B 109.0 . .
H10A C10 H10B 107.8 . .
O1 C4 C5 111.1(3) . .
O1 C4 H4A 109.4 . .
C5 C4 H4A 109.4 . .
O1 C4 H4B 109.4 . .
C5 C4 H4B 109.4 . .
H4A C4 H4B 108.0 . .
O3 C8 C9 109.0(3) . .
O3 C8 H8A 109.9 . .
C9 C8 H8A 109.9 . .
O3 C8 H8B 109.9 . .
C9 C8 H8B 109.9 . .
H8A C8 H8B 108.3 . .
O4 C9 C8 109.1(3) . .
O4 C9 H9A 109.9 . .
C8 C9 H9A 109.9 . .
O4 C9 H9B 109.9 . .
C8 C9 H9B 109.9 . .
H9A C9 H9B 108.3 . .
O2 C5 C4 110.1(3) . .
O2 C5 H5A 109.6 . .
C4 C5 H5A 109.6 . .
O2 C5 H5B 109.6 . .
C4 C5 H5B 109.6 . .
H5A C5 H5B 108.2 . .
O2 C6 C7 108.1(4) . .
O2 C6 H6A 110.1 . .
C7 C6 H6A 110.1 . .
O2 C6 H6B 110.1 . .
C7 C6 H6B 110.1 . .
H6A C6 H6B 108.4 . .
O3 C7 C6 108.5(4) . .
O3 C7 H7A 110.0 . .
C6 C7 H7A 110.0 . .
O3 C7 H7B 110.0 . .
C6 C7 H7B 110.0 . .
H7A C7 H7B 108.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 C1 2.126(4) .
Sn1 C1 2.126(4) 2_656
Sn1 O1 2.474(2) .
Sn1 O1 2.474(2) 2_656
Sn1 I1 2.8068(6) .
Sn1 I1 2.8068(6) 2_656
O1 C4 1.434(4) .
O1 C3 1.443(4) .
O4 C9 1.415(5) .
O4 C10 1.423(4) .
O2 C5 1.414(5) .
O2 C6 1.423(5) .
O3 C8 1.401(5) .
O3 C7 1.415(5) .
C3 C2 1.502(5) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C1 C2 1.527(5) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C2 C10 1.517(5) .
C2 H2A 1.0000 .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C4 C5 1.498(6) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C8 C9 1.478(6) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 C7 1.483(7) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
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
C1 Sn1 O1 C4 -154.7(3) .
C1 Sn1 O1 C4 44.1(3) 2_656
O1 Sn1 O1 C4 119.5(3) 2_656
I1 Sn1 O1 C4 167.6(4) .
I1 Sn1 O1 C4 -55.6(3) 2_656
C1 Sn1 O1 C3 -12.3(2) .
C1 Sn1 O1 C3 -173.6(2) 2_656
O1 Sn1 O1 C3 -98.1(2) 2_656
I1 Sn1 O1 C3 -50.0(6) .
I1 Sn1 O1 C3 86.8(2) 2_656
C4 O1 C3 C2 -171.4(3) .
Sn1 O1 C3 C2 39.5(3) .
C1 Sn1 C1 C2 27.6(2) 2_656
O1 Sn1 C1 C2 -18.1(2) .
O1 Sn1 C1 C2 71.6(2) 2_656
I1 Sn1 C1 C2 157.8(2) .
I1 Sn1 C1 C2 -102.9(2) 2_656
O1 C3 C2 C10 178.4(3) .
O1 C3 C2 C1 -59.0(4) .
Sn1 C1 C2 C3 48.4(4) .
Sn1 C1 C2 C10 171.2(2) .
C9 O4 C10 C2 -75.5(4) .
C3 C2 C10 O4 -63.3(4) .
C1 C2 C10 O4 173.6(3) .
C3 O1 C4 C5 96.4(4) .
Sn1 O1 C4 C5 -122.8(3) .
C7 O3 C8 C9 169.6(3) .
C10 O4 C9 C8 132.1(4) .
O3 C8 C9 O4 -68.5(4) .
C6 O2 C5 C4 138.0(4) .
O1 C4 C5 O2 -64.8(4) .
C5 O2 C6 C7 -157.7(3) .
C8 O3 C7 C6 -176.2(4) .
O2 C6 C7 O3 69.6(5) .
