#------------------------------------------------------------------------------
#$Date: 2016-03-21 12:17:54 +0100 (lun 21 de mar de 2016) $
#$Revision: 178697 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/08/4080816.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_4080816
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         'C24 H46 Cl2 O10 Sn'
_chemical_formula_sum            'C24 H46 Cl2 O10 Sn'
_chemical_formula_weight         684.20
_chemical_melting_point          409
_chemical_name_systematic
; 
dichlorido-bis(1,4,7,10,13-pentaoxacyclohexadec-15-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                 100.19(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.948(4)
_cell_length_b                   11.4212(6)
_cell_length_c                   16.389(2)
_cell_measurement_reflns_used    4734
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.1022
_cell_measurement_theta_min      2.1805
_cell_volume                     2938.1(9)
_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  0.0502
_diffrn_reflns_av_sigmaI/netI    0.0674
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            12808
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.18
_exptl_absorpt_coefficient_mu    1.102
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98409
_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    1.547
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1416
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.662
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.810
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         2745
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.810
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0238
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0107P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0352
_refine_ls_wR_factor_ref         0.0360
_reflns_number_gt                2094
_reflns_number_total             2745
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om400216z_si_001.cif
_cod_data_source_block           compound5_1128ia
_cod_original_cell_volume        2938.1(8)
_cod_original_sg_symbol_H-M      'I 2/a'
_cod_database_code               4080816
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 0.2500 0.05384(2) 0.5000 0.01918(7) Uani 1 2 d S
Cl1 Cl 0.28970(4) 0.19891(5) 0.40735(4) 0.02929(16) Uani 1 1 d .
O1 O 0.26615(9) -0.09053(12) 0.38432(9) 0.0240(4) Uani 1 1 d .
C1 C 0.12616(13) -0.00546(17) 0.44841(13) 0.0204(6) Uani 1 1 d .
H1A H 0.0906 -0.0064 0.4922 0.025 Uiso 1 1 calc R
H1B H 0.1000 0.0500 0.4049 0.025 Uiso 1 1 calc R
O2 O 0.25426(10) -0.09363(12) 0.19667(9) 0.0275(4) Uani 1 1 d .
C2 C 0.12694(14) -0.12771(18) 0.41091(13) 0.0208(6) Uani 1 1 d .
H2A H 0.1500 -0.1840 0.4561 0.025 Uiso 1 1 calc R
O3 O 0.08652(11) -0.09654(13) 0.10820(9) 0.0340(4) Uani 1 1 d .
C3 C 0.18301(14) -0.13100(18) 0.34646(14) 0.0228(6) Uani 1 1 d .
H3A H 0.1866 -0.2119 0.3256 0.027 Uiso 1 1 calc R
H3B H 0.1593 -0.0800 0.2991 0.027 Uiso 1 1 calc R
O4 O -0.02215(10) -0.26057(13) 0.17311(10) 0.0327(4) Uani 1 1 d .
C4 C 0.33122(14) -0.1096(2) 0.33486(14) 0.0293(6) Uani 1 1 d .
H4A H 0.3327 -0.1940 0.3212 0.035 Uiso 1 1 calc R
H4B H 0.3872 -0.0887 0.3682 0.035 Uiso 1 1 calc R
O5 O 0.04426(9) -0.28367(12) 0.34444(9) 0.0263(4) Uani 1 1 d .
C5 C 0.31826(14) -0.0406(2) 0.25594(13) 0.0305(6) Uani 1 1 d .
H5A H 0.3013 0.0404 0.2668 0.037 Uiso 1 1 calc R
H5B H 0.3723 -0.0372 0.2341 0.037 Uiso 1 1 calc R
C6 C 0.22722(16) -0.02203(19) 0.12724(15) 0.0368(7) Uani 1 1 d .
H6A H 0.2756 -0.0054 0.0987 0.044 Uiso 1 1 calc R
H6B H 0.2055 0.0533 0.1450 0.044 Uiso 1 1 calc R
C7 C 0.15822(16) -0.0841(2) 0.06969(14) 0.0381(7) Uani 1 1 d .
H7A H 0.1427 -0.0387 0.0177 0.046 Uiso 1 1 calc R
H7B H 0.1786 -0.1622 0.0556 0.046 Uiso 1 1 calc R
C8 C 0.02021(16) -0.1609(2) 0.06036(15) 0.0378(7) Uani 1 1 d .
H8A H 0.0420 -0.2377 0.0454 0.045 Uiso 1 1 calc R
H8B H -0.0018 -0.1181 0.0085 0.045 Uiso 1 1 calc R
C9 C -0.04944(16) -0.1788(2) 0.10844(15) 0.0346(7) Uani 1 1 d .
H9A H -0.0641 -0.1034 0.1322 0.042 Uiso 1 1 calc R
H9B H -0.1009 -0.2087 0.0715 0.042 Uiso 1 1 calc R
C10 C -0.07766(15) -0.2681(2) 0.23096(15) 0.0325(7) Uani 1 1 d .
H10A H -0.1304 -0.3096 0.2057 0.039 Uiso 1 1 calc R
H10B H -0.0935 -0.1884 0.2466 0.039 Uiso 1 1 calc R
C11 C -0.03521(15) -0.3325(2) 0.30637(14) 0.0314(6) Uani 1 1 d .
H11A H -0.0739 -0.3334 0.3474 0.038 Uiso 1 1 calc R
H11B H -0.0259 -0.4146 0.2909 0.038 Uiso 1 1 calc R
C12 C 0.03823(14) -0.16655(18) 0.37197(14) 0.0231(6) Uani 1 1 d .
H12A H -0.0003 -0.1625 0.4131 0.028 Uiso 1 1 calc R
H12B H 0.0153 -0.1152 0.3246 0.028 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'
Cl Cl 0.1484 0.1585 '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 C1 142.69(11) . 2_556
C1 Sn1 Cl1 107.41(6) . .
C1 Sn1 Cl1 98.12(6) 2_556 .
C1 Sn1 Cl1 98.12(6) . 2_556
C1 Sn1 Cl1 107.41(6) 2_556 2_556
Cl1 Sn1 Cl1 92.99(3) . 2_556
C3 O1 C4 114.17(16) . .
C2 C1 Sn1 112.33(14) . .
C2 C1 H1A 109.1 . .
Sn1 C1 H1A 109.1 . .
C2 C1 H1B 109.1 . .
Sn1 C1 H1B 109.1 . .
H1A C1 H1B 107.9 . .
C6 O2 C5 112.82(16) . .
C3 C2 C12 108.98(18) . .
C3 C2 C1 110.78(18) . .
C12 C2 C1 111.39(18) . .
C3 C2 H2A 108.5 . .
C12 C2 H2A 108.5 . .
C1 C2 H2A 108.5 . .
C7 O3 C8 113.15(18) . .
O1 C3 C2 107.89(17) . .
O1 C3 H3A 110.1 . .
C2 C3 H3A 110.1 . .
O1 C3 H3B 110.1 . .
C2 C3 H3B 110.1 . .
H3A C3 H3B 108.4 . .
C10 O4 C9 113.30(18) . .
O1 C4 C5 113.76(19) . .
O1 C4 H4A 108.8 . .
C5 C4 H4A 108.8 . .
O1 C4 H4B 108.8 . .
C5 C4 H4B 108.8 . .
H4A C4 H4B 107.7 . .
C12 O5 C11 113.76(16) . .
O2 C5 C4 109.91(18) . .
O2 C5 H5A 109.7 . .
C4 C5 H5A 109.7 . .
O2 C5 H5B 109.7 . .
C4 C5 H5B 109.7 . .
H5A C5 H5B 108.2 . .
O2 C6 C7 108.73(18) . .
O2 C6 H6A 109.9 . .
C7 C6 H6A 109.9 . .
O2 C6 H6B 109.9 . .
C7 C6 H6B 109.9 . .
H6A C6 H6B 108.3 . .
O3 C7 C6 109.3(2) . .
O3 C7 H7A 109.8 . .
C6 C7 H7A 109.8 . .
O3 C7 H7B 109.8 . .
C6 C7 H7B 109.8 . .
H7A C7 H7B 108.3 . .
O3 C8 C9 109.6(2) . .
O3 C8 H8A 109.8 . .
C9 C8 H8A 109.8 . .
O3 C8 H8B 109.8 . .
C9 C8 H8B 109.8 . .
H8A C8 H8B 108.2 . .
O4 C9 C8 109.1(2) . .
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 . .
O4 C10 C11 109.9(2) . .
O4 C10 H10A 109.7 . .
C11 C10 H10A 109.7 . .
O4 C10 H10B 109.7 . .
C11 C10 H10B 109.7 . .
H10A C10 H10B 108.2 . .
O5 C11 C10 114.09(19) . .
O5 C11 H11A 108.7 . .
C10 C11 H11A 108.7 . .
O5 C11 H11B 108.7 . .
C10 C11 H11B 108.7 . .
H11A C11 H11B 107.6 . .
O5 C12 C2 107.43(18) . .
O5 C12 H12A 110.2 . .
C2 C12 H12A 110.2 . .
O5 C12 H12B 110.2 . .
C2 C12 H12B 110.2 . .
H12A C12 H12B 108.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 C1 2.117(2) .
Sn1 C1 2.117(2) 2_556
Sn1 Cl1 2.4067(6) .
Sn1 Cl1 2.4067(6) 2_556
O1 C3 1.437(2) .
O1 C4 1.442(3) .
C1 C2 1.526(3) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
O2 C6 1.406(2) .
O2 C5 1.414(2) .
C2 C3 1.500(3) .
C2 C12 1.512(3) .
C2 H2A 1.0000 .
O3 C7 1.408(3) .
O3 C8 1.407(3) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
O4 C10 1.410(3) .
O4 C9 1.422(3) .
C4 C5 1.497(3) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
O5 C12 1.420(2) .
O5 C11 1.423(2) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 C7 1.495(3) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 C9 1.485(3) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C11 1.493(3) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 H12A 0.9900 .
C12 H12B 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 C1 C2 -25.18(13) 2_556
Cl1 Sn1 C1 C2 105.79(14) .
Cl1 Sn1 C1 C2 -158.48(14) 2_556
Sn1 C1 C2 C3 -56.6(2) .
Sn1 C1 C2 C12 -178.11(15) .
C4 O1 C3 C2 168.78(17) .
C12 C2 C3 O1 178.35(16) .
C1 C2 C3 O1 55.5(2) .
C3 O1 C4 C5 65.6(2) .
C6 O2 C5 C4 168.43(19) .
O1 C4 C5 O2 -77.2(2) .
C5 O2 C6 C7 -178.43(19) .
C8 O3 C7 C6 -176.13(18) .
O2 C6 C7 O3 65.5(2) .
C7 O3 C8 C9 175.04(19) .
C10 O4 C9 C8 169.53(19) .
O3 C8 C9 O4 -71.5(2) .
C9 O4 C10 C11 -166.51(17) .
C12 O5 C11 C10 60.5(3) .
O4 C10 C11 O5 55.7(3) .
C11 O5 C12 C2 179.77(19) .
C3 C2 C12 O5 61.8(2) .
C1 C2 C12 O5 -175.72(17) .
