#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/81/2208165.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2208165
loop_
_publ_author_name
'Gang Li'
'Handong Yin'
'Daqi Wang'
_publ_section_title
Dichlorooctakis(di-2,4-chlorobenzyl)di-μ₂-methanolato-di-μ₃-oxo-tetratin(IV)
_journal_coeditor_code           SG6058
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m366
_journal_page_last               m368
_journal_paper_doi               10.1107/S160053680600225X
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Sn4 (C7 H5 Cl2)8 (C H3 O)2 Cl2 O2]'
_chemical_formula_moiety         'C58 H46 Cl18 O4 Sn4'
_chemical_formula_sum            'C58 H46 Cl18 O4 Sn4'
_chemical_formula_weight         1919.81
_chemical_name_systematic
;
Dichlorooctakis(di-2,4-chlorobenzyl)di-μ₂-methanolato-di-μ₃-oxo-
tetratin(IV)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 113.045(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.462(3)
_cell_length_b                   21.277(5)
_cell_length_c                   14.201(3)
_cell_measurement_reflns_used    4626
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.770
_cell_measurement_theta_min      2.469
_cell_volume                     3465.0(14)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Siemens SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0573
_diffrn_reflns_av_sigmaI/netI    0.0621
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            17614
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.83
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.163
_exptl_absorpt_correction_T_max  0.378
_exptl_absorpt_correction_T_min  0.351
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.840
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1864
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.45
_refine_diff_density_max         0.917
_refine_diff_density_min         -0.475
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         6006
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0924
_refine_ls_R_factor_gt           0.0451
_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)+(0.0483P)²+7.9094P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0982
_refine_ls_wR_factor_ref         0.1286
_reflns_number_gt                3838
_reflns_number_total             6006
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sg6058.cif
_cod_data_source_block           I
_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 

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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        3464.7(14)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2208165
_cod_database_fobs_code          2208165
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
Sn1 0.66628(4) 0.41929(2) 0.69673(4) 0.04955(17) Uani d . 1 Sn
Sn2 0.42039(4) 0.50246(2) 0.57194(4) 0.04581(16) Uani d . 1 Sn
Cl1 0.6311(3) 0.28301(14) 0.8909(2) 0.1065(9) Uani d . 1 Cl
Cl2 0.9889(3) 0.14468(16) 0.8892(3) 0.1539(16) Uani d . 1 Cl
Cl3 1.2804(3) 0.49823(18) 0.9258(3) 0.1227(12) Uani d . 1 Cl
Cl4 0.9277(3) 0.36022(14) 0.9322(2) 0.1120(10) Uani d . 1 Cl
Cl5 0.1399(3) 0.50659(13) 0.6054(2) 0.1016(9) Uani d . 1 Cl
Cl6 0.0980(4) 0.2893(2) 0.7691(4) 0.1749(18) Uani d . 1 Cl
Cl7 0.6617(3) 0.64180(16) 0.7015(2) 0.1114(10) Uani d . 1 Cl
Cl8 0.6221(3) 0.68017(19) 1.0560(2) 0.1413(14) Uani d . 1 Cl
Cl9 0.81397(17) 0.40440(10) 0.62565(15) 0.0648(6) Uani d . 1 Cl
O1 0.5751(4) 0.4709(2) 0.5721(3) 0.0469(12) Uani d . 1 O
O2 0.5079(4) 0.4554(2) 0.7130(4) 0.0574(14) Uani d D 1 O
C1 0.6025(7) 0.3236(4) 0.6772(6) 0.059(2) Uani d . 1 C
H1A 0.5413 0.3203 0.7031 0.070 Uiso calc R 1 H
H1B 0.5684 0.3138 0.6047 0.070 Uiso calc R 1 H
C2 0.6939(7) 0.2769(4) 0.7299(6) 0.0521(19) Uani d . 1 C
C3 0.7165(8) 0.2562(4) 0.8272(6) 0.064(2) Uani d . 1 C
C4 0.8077(9) 0.2154(4) 0.8788(7) 0.079(3) Uani d . 1 C
H4 0.8239 0.2035 0.9460 0.095 Uiso calc R 1 H
C5 0.8739(8) 0.1930(4) 0.8266(10) 0.085(3) Uani d . 1 C
C6 0.8503(9) 0.2108(4) 0.7288(9) 0.085(3) Uani d . 1 C
H6 0.8941 0.1950 0.6940 0.102 Uiso calc R 1 H
C7 0.7620(8) 0.2520(4) 0.6822(7) 0.070(2) Uani d . 1 C
H7 0.7467 0.2640 0.6152 0.084 Uiso calc R 1 H
C8 0.7696(8) 0.4706(5) 0.8331(7) 0.083(3) Uani d . 1 C
H8A 0.7384 0.5128 0.8271 0.099 Uiso calc R 1 H
H8B 0.7603 0.4508 0.8909 0.099 Uiso calc R 1 H
C9 0.8947(8) 0.4752(5) 0.8556(6) 0.066(2) Uani d . 1 C
C10 0.9750(8) 0.4303(4) 0.9014(6) 0.064(2) Uani d . 1 C
C11 1.0929(8) 0.4369(5) 0.9231(7) 0.073(2) Uani d . 1 C
H11 1.1443 0.4045 0.9554 0.088 Uiso calc R 1 H
C12 1.1324(9) 0.4896(5) 0.8976(7) 0.076(3) Uani d . 1 C
C13 1.0600(10) 0.5363(6) 0.8502(8) 0.091(3) Uani d . 1 C
H13 1.0884 0.5728 0.8319 0.109 Uiso calc R 1 H
C14 0.9427(10) 0.5299(5) 0.8288(7) 0.088(3) Uani d . 1 C
H14 0.8928 0.5626 0.7955 0.106 Uiso calc R 1 H
C15 0.2782(8) 0.4380(4) 0.5041(6) 0.068(2) Uani d . 1 C
H15A 0.2119 0.4615 0.4578 0.082 Uiso calc R 1 H
H15B 0.3002 0.4083 0.4630 0.082 Uiso calc R 1 H
C16 0.2395(7) 0.4018(4) 0.5738(6) 0.063(2) Uani d . 1 C
C17 0.1706(7) 0.4280(4) 0.6196(6) 0.062(2) Uani d . 1 C
C18 0.1269(7) 0.3948(5) 0.6800(7) 0.077(3) Uani d . 1 C
H18 0.0798 0.4143 0.7084 0.093 Uiso calc R 1 H
C19 0.1539(10) 0.3336(6) 0.6966(9) 0.097(3) Uani d . 1 C
C20 0.2246(10) 0.3047(5) 0.6564(9) 0.100(4) Uani d . 1 C
H20 0.2449 0.2627 0.6710 0.120 Uiso calc R 1 H
C21 0.2658(9) 0.3383(5) 0.5940(9) 0.090(3) Uani d . 1 C
H21 0.3118 0.3182 0.5650 0.107 Uiso calc R 1 H
C22 0.4067(8) 0.5967(4) 0.6195(6) 0.069(2) Uani d . 1 C
H22A 0.4379 0.6245 0.5823 0.083 Uiso calc R 1 H
H22B 0.3244 0.6063 0.5974 0.083 Uiso calc R 1 H
C23 0.4639(7) 0.6132(3) 0.7299(6) 0.056(2) Uani d . 1 C
C24 0.5772(8) 0.6358(4) 0.7742(7) 0.063(2) Uani d . 1 C
C25 0.6269(8) 0.6558(4) 0.8737(7) 0.073(2) Uani d . 1 C
H25 0.7027 0.6714 0.9006 0.088 Uiso calc R 1 H
C26 0.5631(9) 0.6524(4) 0.9325(7) 0.072(2) Uani d . 1 C
C27 0.4517(8) 0.6294(4) 0.8944(7) 0.072(2) Uani d . 1 C
H27 0.4092 0.6269 0.9355 0.086 Uiso calc R 1 H
C28 0.4038(8) 0.6100(4) 0.7935(7) 0.067(2) Uani d . 1 C
H28 0.3282 0.5942 0.7674 0.080 Uiso calc R 1 H
C29 0.4762(8) 0.4461(5) 0.7985(7) 0.079(3) Uani d D 1 C
H29A 0.3928 0.4460 0.7755 0.118 Uiso calc R 1 H
H29B 0.5080 0.4795 0.8470 0.118 Uiso calc R 1 H
H29C 0.5067 0.4066 0.8304 0.118 Uiso calc R 1 H
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'
Cl Cl 0.1484 0.1585 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Sn1 C8 . . 116.5(3) y
O1 Sn1 C1 . . 110.4(2) y
C8 Sn1 C1 . . 130.7(4) y
O1 Sn1 O2 . . 71.49(17) y
C8 Sn1 O2 . . 88.5(3) y
C1 Sn1 O2 . . 92.4(3) y
O1 Sn1 Cl9 . . 88.00(13) y
C8 Sn1 Cl9 . . 98.9(3) y
C1 Sn1 Cl9 . . 97.1(2) y
O2 Sn1 Cl9 . . 159.36(13) y
O1 Sn2 O2 . . 72.98(17) y
O1 Sn2 C22 . . 119.9(3) y
O2 Sn2 C22 . . 102.6(3) y
O1 Sn2 O1 . 3_666 73.16(19) y
O2 Sn2 O1 . 3_666 146.12(17) y
C22 Sn2 O1 . 3_666 95.1(3) y
O1 Sn2 C15 . . 113.8(3) y
O2 Sn2 C15 . . 98.7(3) y
C22 Sn2 C15 . . 125.8(4) y
O1 Sn2 C15 3_666 . 93.8(3) y
Sn1 O1 Sn2 . . 112.9(2) y
Sn1 O1 Sn2 . 3_666 140.0(2) y
Sn2 O1 Sn2 . 3_666 106.84(19) y
C29 O2 Sn2 . . 131.1(5) ?
C29 O2 Sn1 . . 126.5(5) ?
Sn2 O2 Sn1 . . 102.42(18) y
C2 C1 Sn1 . . 113.4(5) ?
C2 C1 H1A . . 108.9 ?
Sn1 C1 H1A . . 108.9 ?
C2 C1 H1B . . 108.9 ?
Sn1 C1 H1B . . 108.9 ?
H1A C1 H1B . . 107.7 ?
C3 C2 C7 . . 116.7(8) ?
C3 C2 C1 . . 122.7(8) ?
C7 C2 C1 . . 120.6(7) ?
C2 C3 C4 . . 122.4(9) ?
C2 C3 Cl1 . . 119.5(7) ?
C4 C3 Cl1 . . 118.0(7) ?
C3 C4 C5 . . 117.7(9) ?
C3 C4 H4 . . 121.1 ?
C5 C4 H4 . . 121.1 ?
C6 C5 C4 . . 121.0(9) ?
C6 C5 Cl2 . . 120.2(10) ?
C4 C5 Cl2 . . 118.8(10) ?
C5 C6 C7 . . 119.1(10) ?
C5 C6 H6 . . 120.4 ?
C7 C6 H6 . . 120.4 ?
C6 C7 C2 . . 123.0(9) ?
C6 C7 H7 . . 118.5 ?
C2 C7 H7 . . 118.5 ?
C9 C8 Sn1 . . 116.1(6) ?
C9 C8 H8A . . 108.3 ?
Sn1 C8 H8A . . 108.3 ?
C9 C8 H8B . . 108.3 ?
Sn1 C8 H8B . . 108.3 ?
H8A C8 H8B . . 107.4 ?
C10 C9 C14 . . 113.3(8) ?
C10 C9 C8 . . 125.6(9) ?
C14 C9 C8 . . 121.1(10) ?
C9 C10 C11 . . 123.9(9) ?
C9 C10 Cl4 . . 118.2(7) ?
C11 C10 Cl4 . . 118.0(8) ?
C12 C11 C10 . . 119.8(9) ?
C12 C11 H11 . . 120.1 ?
C10 C11 H11 . . 120.1 ?
C11 C12 C13 . . 121.1(10) ?
C11 C12 Cl3 . . 119.9(9) ?
C13 C12 Cl3 . . 119.0(8) ?
C12 C13 C14 . . 119.1(10) ?
C12 C13 H13 . . 120.5 ?
C14 C13 H13 . . 120.5 ?
C13 C14 C9 . . 122.8(10) ?
C13 C14 H14 . . 118.6 ?
C9 C14 H14 . . 118.6 ?
C16 C15 Sn2 . . 117.4(6) ?
C16 C15 H15A . . 108.0 ?
Sn2 C15 H15A . . 108.0 ?
C16 C15 H15B . . 108.0 ?
Sn2 C15 H15B . . 108.0 ?
H15A C15 H15B . . 107.2 ?
C17 C16 C21 . . 115.7(8) ?
C17 C16 C15 . . 122.2(8) ?
C21 C16 C15 . . 122.0(8) ?
C18 C17 C16 . . 123.9(9) ?
C18 C17 Cl5 . . 116.7(7) ?
C16 C17 Cl5 . . 119.3(7) ?
C19 C18 C17 . . 118.3(9) ?
C19 C18 H18 . . 120.9 ?
C17 C18 H18 . . 120.9 ?
C18 C19 C20 . . 121.3(10) ?
C18 C19 Cl6 . . 120.1(10) ?
C20 C19 Cl6 . . 118.6(10) ?
C19 C20 C21 . . 119.7(11) ?
C19 C20 H20 . . 120.1 ?
C21 C20 H20 . . 120.1 ?
C20 C21 C16 . . 121.0(10) ?
C20 C21 H21 . . 119.5 ?
C16 C21 H21 . . 119.5 ?
C23 C22 Sn2 . . 119.3(5) ?
C23 C22 H22A . . 107.5 ?
Sn2 C22 H22A . . 107.5 ?
C23 C22 H22B . . 107.5 ?
Sn2 C22 H22B . . 107.5 ?
H22A C22 H22B . . 107.0 ?
C28 C23 C24 . . 115.9(8) ?
C28 C23 C22 . . 121.2(8) ?
C24 C23 C22 . . 122.8(8) ?
C25 C24 C23 . . 122.9(8) ?
C25 C24 Cl7 . . 117.0(7) ?
C23 C24 Cl7 . . 120.0(7) ?
C26 C25 C24 . . 118.6(8) ?
C26 C25 H25 . . 120.7 ?
C24 C25 H25 . . 120.7 ?
C25 C26 C27 . . 121.5(8) ?
C25 C26 Cl8 . . 119.2(8) ?
C27 C26 Cl8 . . 119.2(7) ?
C26 C27 C28 . . 118.4(8) ?
C26 C27 H27 . . 120.8 ?
C28 C27 H27 . . 120.8 ?
C27 C28 C23 . . 122.5(8) ?
C27 C28 H28 . . 118.7 ?
C23 C28 H28 . . 118.7 ?
O2 C29 H29A . . 109.5 ?
O2 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
O2 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Sn1 O1 . 2.014(4) y
Sn1 C8 . 2.155(8) y
Sn1 C1 . 2.164(8) y
Sn1 O2 . 2.213(5) y
Sn1 Cl9 . 2.442(2) y
Sn2 O1 . 2.040(4) y
Sn2 O2 . 2.120(5) y
Sn2 C22 . 2.144(8) y
Sn2 O1 3_666 2.145(4) y
Sn2 C15 . 2.148(8) y
Cl1 C3 . 1.741(9) ?
Cl2 C5 . 1.704(10) ?
Cl3 C12 . 1.736(10) ?
Cl4 C10 . 1.722(9) ?
Cl5 C17 . 1.710(9) ?
Cl6 C19 . 1.730(11) ?
Cl7 C24 . 1.743(9) ?
Cl8 C26 . 1.719(9) ?
O1 Sn2 3_666 2.145(4) ?
O2 C29 . 1.429(8) ?
C1 C2 . 1.476(10) ?
C1 H1A . 0.9700 ?
C1 H1B . 0.9700 ?
C2 C3 . 1.369(10) ?
C2 C7 . 1.382(11) ?
C3 C4 . 1.390(12) ?
C4 C5 . 1.391(14) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.357(14) ?
C6 C7 . 1.360(13) ?
C6 H6 . 0.9300 ?
C7 H7 . 0.9300 ?
C8 C9 . 1.466(12) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 C10 . 1.351(12) ?
C9 C14 . 1.427(13) ?
C10 C11 . 1.386(12) ?
C11 C12 . 1.331(13) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.334(14) ?
C13 C14 . 1.379(14) ?
C13 H13 . 0.9300 ?
C14 H14 . 0.9300 ?
C15 C16 . 1.476(11) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C16 C17 . 1.380(11) ?
C16 C21 . 1.394(12) ?
C17 C18 . 1.377(12) ?
C18 C19 . 1.343(14) ?
C18 H18 . 0.9300 ?
C19 C20 . 1.370(14) ?
C20 C21 . 1.384(14) ?
C20 H20 . 0.9300 ?
C21 H21 . 0.9300 ?
C22 C23 . 1.488(11) ?
C22 H22A . 0.9700 ?
C22 H22B . 0.9700 ?
C23 C28 . 1.383(11) ?
C23 C24 . 1.387(11) ?
C24 C25 . 1.371(12) ?
C25 C26 . 1.361(12) ?
C25 H25 . 0.9300 ?
C26 C27 . 1.367(12) ?
C27 C28 . 1.382(11) ?
C27 H27 . 0.9300 ?
C28 H28 . 0.9300 ?
C29 H29A . 0.9600 ?
C29 H29B . 0.9600 ?
C29 H29C . 0.9600 ?
