#------------------------------------------------------------------------------
#$Date: 2018-10-05 15:19:55 +0300 (Fri, 05 Oct 2018) $
#$Revision: 211332 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/50/2015034.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_2015034
loop_
_publ_author_name
'Kruszynski, Rafal'
'Bartczak, Tadeusz J.'
_publ_section_title
Bis{μ-2-[(2,3-dichlorophenyl)amino]benzoato-κO}di-μ₂-ethoxo-octamethyldi-μ₃-oxo-tetratin(IV)
_journal_coeditor_code           JZ1743
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m439
_journal_page_last               m441
_journal_paper_doi               10.1107/S0108270105025989
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac
'[Sn4 (C H3)8 (C13 H8 Cl2 N O2)2 (C2 H5 O)2 O2]'
_chemical_formula_moiety         'C38 H50 Cl4 N2 O8 Sn4'
_chemical_formula_sum            'C38 H50 Cl4 N2 O8 Sn4'
_chemical_formula_weight         1279.36
_chemical_name_systematic
;
{2-[(2,3-Dichlorophenyl)amino]benzoato-\kO}di-μ₂-ethoxo-octamethyldi-
μ₃-oxo-tetratin(IV)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   direct
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.106(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.0875(6)
_cell_length_b                   9.7613(4)
_cell_length_c                   17.5858(8)
_cell_measurement_reflns_used    6140
_cell_measurement_temperature    291.0(3)
_cell_measurement_theta_max      20
_cell_measurement_theta_min      2
_cell_volume                     2380.74(18)
_computing_cell_refinement       'CrysAlis RED (UNIL IC and Kuma, 2000)'
_computing_data_collection       'CrysAlis CCD (UNIL IC and Kuma, 2000)'
_computing_data_reduction        'CrysAlis RED'
_computing_molecular_graphics
;
XP in SHELXTL/PC (Sheldrick, 1990b) and ORTEP-3 for Windows (version
1.062;  Farrugia 1997)
;
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990a)'
_diffrn_ambient_temperature      291.0(3)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Kuma KM4 CCD area-detector'
_diffrn_measurement_method       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  0.0355
_diffrn_reflns_av_sigmaI/netI    0.0197
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            27541
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         3.43
_diffrn_standards_decay_%        0.97
_diffrn_standards_interval_time  32.3
_diffrn_standards_number         179
_exptl_absorpt_coefficient_mu    2.345
_exptl_absorpt_correction_T_max  0.894
_exptl_absorpt_correction_T_min  0.518
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   '(X-RED; Stoe & Cie, 1999)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.785
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.527
_exptl_crystal_size_mid          0.069
_exptl_crystal_size_min          0.069
_refine_diff_density_max         1.104
_refine_diff_density_min         -0.498
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.149
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         4230
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.149
_refine_ls_R_factor_all          0.0343
_refine_ls_R_factor_gt           0.0273
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0294P)²+0.8584P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0594
_refine_ls_wR_factor_ref         0.0630
_reflns_number_gt                3656
_reflns_number_total             4230
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jz1743.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_sites_solution_hydrogens' value 'diffmap' was changed to
'difmap'.

Automatic conversion script
Id: cif_fix_values 6452 2018-10-05 10:23:21Z andrius 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2015034
_cod_database_fobs_code          2015034
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Sn1 0.471301(17) 0.03647(2) 0.085414(14) 0.03253(8) Uani d . 1 . . Sn
O3 0.55398(17) -0.0917(2) 0.03312(13) 0.0367(6) Uani d . 1 . . O
O4 0.53620(19) -0.1049(3) 0.17197(14) 0.0426(6) Uani d . 1 . . O
Sn2 0.608001(18) -0.24902(2) 0.102016(14) 0.03517(8) Uani d . 1 . . Sn
C1 0.7400(3) -0.4772(4) -0.0642(2) 0.0396(9) Uani d . 1 . . C
C2 0.7974(3) -0.5958(4) -0.0615(2) 0.0441(9) Uani d . 1 . . C
C3 0.8211(3) -0.6448(5) -0.1307(3) 0.0591(12) Uani d . 1 . . C
H3 0.8576 -0.7243 -0.1300 0.071 Uiso calc R 1 . . H
C4 0.7918(4) -0.5788(5) -0.1986(3) 0.0650(13) Uani d . 1 . . C
H4 0.8081 -0.6140 -0.2438 0.078 Uiso calc R 1 . . H
C5 0.7385(4) -0.4606(5) -0.2016(3) 0.0635(13) Uani d . 1 . . C
H5 0.7197 -0.4148 -0.2482 0.076 Uiso calc R 1 . . H
C6 0.7130(3) -0.4107(5) -0.1347(2) 0.0532(11) Uani d . 1 . . C
H6 0.6768 -0.3307 -0.1368 0.064 Uiso calc R 1 . . H
N1 0.8241(3) -0.6661(4) 0.0071(2) 0.0551(9) Uani d . 1 . . N
H1N 0.7852 -0.6562 0.0435 0.061(13) Uiso d R 1 . . H
C8 0.9060(3) -0.7469(4) 0.0284(2) 0.0445(10) Uani d . 1 . . C
C9 0.9049(3) -0.8484(4) 0.0842(2) 0.0403(9) Uani d . 1 . . C
C10 0.9864(3) -0.9260(4) 0.1103(2) 0.0493(10) Uani d . 1 . . C
C11 1.0694(3) -0.9083(5) 0.0809(3) 0.0634(13) Uani d . 1 . . C
H11 1.1231 -0.9631 0.0974 0.076 Uiso calc R 1 . . H
C12 1.0716(3) -0.8076(5) 0.0265(3) 0.0658(13) Uani d . 1 . . C
H12 1.1279 -0.7933 0.0068 0.079 Uiso calc R 1 . . H
C13 0.9917(3) -0.7275(5) 0.0004(3) 0.0584(12) Uani d . 1 . . C
H13 0.9951 -0.6598 -0.0362 0.070 Uiso calc R 1 . . H
Cl1 0.80140(8) -0.87167(13) 0.12217(7) 0.0619(3) Uani d . 1 . . Cl
Cl2 0.98415(9) -1.05157(14) 0.17976(8) 0.0743(4) Uani d . 1 . . Cl
C7 0.7039(3) -0.4257(4) 0.0053(2) 0.0427(9) Uani d . 1 . . C
O1 0.66257(19) -0.3075(3) -0.00124(15) 0.0471(7) Uani d . 1 . . O
O2 0.7110(2) -0.4937(3) 0.06478(17) 0.0583(8) Uani d . 1 . . O
C14 0.3271(3) -0.0202(5) 0.0867(3) 0.0549(11) Uani d . 1 . . C
H14A 0.3130 -0.1045 0.0589 0.082 Uiso calc R 1 . . H
H14B 0.2847 0.0504 0.0628 0.082 Uiso calc R 1 . . H
H14C 0.3181 -0.0324 0.1392 0.082 Uiso calc R 1 . . H
C15 0.5441(3) 0.2151(4) 0.1320(3) 0.0582(12) Uani d . 1 . . C
H15A 0.5985 0.1898 0.1703 0.087 Uiso calc R 1 . . H
H15B 0.5010 0.2709 0.1553 0.087 Uiso calc R 1 . . H
H15C 0.5658 0.2657 0.0915 0.087 Uiso calc R 1 . . H
C16 0.5010(3) -0.3983(5) 0.1015(3) 0.0644(13) Uani d . 1 . . C
H16A 0.4388 -0.3581 0.0840 0.097 Uiso calc R 1 . . H
H16B 0.5039 -0.4335 0.1528 0.097 Uiso calc R 1 . . H
H16C 0.5112 -0.4715 0.0674 0.097 Uiso calc R 1 . . H
C17 0.7414(3) -0.2255(5) 0.1761(3) 0.0644(13) Uani d . 1 . . C
H17A 0.7922 -0.2235 0.1462 0.097 Uiso calc R 1 . . H
H17B 0.7515 -0.3010 0.2116 0.097 Uiso calc R 1 . . H
H17C 0.7415 -0.1413 0.2043 0.097 Uiso calc R 1 . . H
C18 0.5096(4) -0.1322(5) 0.2448(2) 0.0657(13) Uani d . 1 . . C
H18A 0.5361 -0.2202 0.2635 0.079 Uiso calc R 1 . . H
H18B 0.4400 -0.1384 0.2383 0.079 Uiso calc R 1 . . H
C19 0.5436(5) -0.0270(6) 0.3027(3) 0.095(2) Uani d . 1 . . C
H19A 0.6126 -0.0211 0.3099 0.143 Uiso calc R 1 . . H
H19B 0.5245 -0.0509 0.3508 0.143 Uiso calc R 1 . . H
H19C 0.5160 0.0598 0.2853 0.143 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'
N N 0.0061 0.0033 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3 Sn1 C14 . . 118.17(15) yes
O3 Sn1 C15 . . 113.89(15) yes
C14 Sn1 C15 . . 127.94(18) yes
O3 Sn1 O3 . 3_655 73.92(10) yes
C14 Sn1 O3 . 3_655 94.68(13) yes
C15 Sn1 O3 . 3_655 99.06(15) yes
O3 Sn1 O4 . . 73.61(9) yes
C14 Sn1 O4 . . 96.61(14) yes
C15 Sn1 O4 . . 97.98(14) yes
O3 Sn1 O4 3_655 . 147.22(9) yes
Sn2 O3 Sn1 . . 112.42(11) no
Sn2 O3 Sn1 . 3_655 139.72(12) no
Sn1 O3 Sn1 . 3_655 106.08(10) no
C18 O4 Sn1 . . 128.0(2) no
C18 O4 Sn2 . . 126.6(2) no
Sn1 O4 Sn2 . . 101.16(10) no
O3 Sn2 C16 . . 109.31(16) yes
O3 Sn2 C17 . . 119.36(15) yes
C16 Sn2 C17 . . 129.99(19) yes
O3 Sn2 O1 . . 81.33(9) yes
C16 Sn2 O1 . . 100.01(15) yes
C17 Sn2 O1 . . 97.92(16) yes
O3 Sn2 O4 . . 72.00(9) yes
C16 Sn2 O4 . . 92.61(15) yes
C17 Sn2 O4 . . 91.84(15) yes
O1 Sn2 O4 . . 153.04(9) yes
C6 C1 C2 . . 118.6(4) no
C6 C1 C7 . . 119.6(4) no
C2 C1 C7 . . 121.8(3) no
N1 C2 C3 . . 121.3(4) no
N1 C2 C1 . . 120.3(4) no
C3 C2 C1 . . 118.3(4) no
C4 C3 C2 . . 121.4(4) no
C4 C3 H3 . . 119.3 no
C2 C3 H3 . . 119.3 no
C3 C4 C5 . . 120.8(4) no
C3 C4 H4 . . 119.6 no
C5 C4 H4 . . 119.6 no
C4 C5 C6 . . 119.2(4) no
C4 C5 H5 . . 120.4 no
C6 C5 H5 . . 120.4 no
C5 C6 C1 . . 121.7(4) no
C5 C6 H6 . . 119.2 no
C1 C6 H6 . . 119.2 no
C2 N1 C8 . . 127.0(4) no
C2 N1 H1N . . 116.8 no
C8 N1 H1N . . 116.1 no
C13 C8 N1 . . 123.7(4) no
C13 C8 C9 . . 117.5(4) no
N1 C8 C9 . . 118.7(4) no
C10 C9 C8 . . 120.7(4) no
C10 C9 Cl1 . . 120.5(3) no
C8 C9 Cl1 . . 118.7(3) no
C11 C10 C9 . . 121.2(4) no
C11 C10 Cl2 . . 118.5(3) no
C9 C10 Cl2 . . 120.3(3) no
C10 C11 C12 . . 118.6(4) no
C10 C11 H11 . . 120.7 no
C12 C11 H11 . . 120.7 no
C11 C12 C13 . . 121.2(4) no
C11 C12 H12 . . 119.4 no
C13 C12 H12 . . 119.4 no
C12 C13 C8 . . 120.8(4) no
C12 C13 H13 . . 119.6 no
C8 C13 H13 . . 119.6 no
O2 C7 O1 . . 121.9(4) no
O2 C7 C1 . . 121.8(3) no
O1 C7 C1 . . 116.3(3) no
C7 O1 Sn2 . . 112.5(2) no
Sn1 C14 H14A . . 109.5 no
Sn1 C14 H14B . . 109.5 no
H14A C14 H14B . . 109.5 no
Sn1 C14 H14C . . 109.5 no
H14A C14 H14C . . 109.5 no
H14B C14 H14C . . 109.5 no
Sn1 C15 H15A . . 109.5 no
Sn1 C15 H15B . . 109.5 no
H15A C15 H15B . . 109.5 no
Sn1 C15 H15C . . 109.5 no
H15A C15 H15C . . 109.5 no
H15B C15 H15C . . 109.5 no
Sn2 C16 H16A . . 109.5 no
Sn2 C16 H16B . . 109.5 no
H16A C16 H16B . . 109.5 no
Sn2 C16 H16C . . 109.5 no
H16A C16 H16C . . 109.5 no
H16B C16 H16C . . 109.5 no
Sn2 C17 H17A . . 109.5 no
Sn2 C17 H17B . . 109.5 no
H17A C17 H17B . . 109.5 no
Sn2 C17 H17C . . 109.5 no
H17A C17 H17C . . 109.5 no
H17B C17 H17C . . 109.5 no
O4 C18 C19 . . 112.9(4) no
O4 C18 H18A . . 109.0 no
C19 C18 H18A . . 109.0 no
O4 C18 H18B . . 109.0 no
C19 C18 H18B . . 109.0 no
H18A C18 H18B . . 107.8 no
C18 C19 H19A . . 109.5 no
C18 C19 H19B . . 109.5 no
H19A C19 H19B . . 109.5 no
C18 C19 H19C . . 109.5 no
H19A C19 H19C . . 109.5 no
H19B C19 H19C . . 109.5 no
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 O3 . 2.036(2) yes
Sn1 C14 . 2.109(4) yes
Sn1 C15 . 2.114(4) yes
Sn1 O3 3_655 2.122(2) yes
Sn1 O4 . 2.137(2) yes
O3 Sn1 3_655 2.122(2) no
Sn2 O3 . 2.020(2) yes
O4 C18 . 1.421(5) no
Sn2 O4 . 2.226(2) yes
Sn2 C16 . 2.096(4) yes
Sn2 C17 . 2.103(4) yes
Sn2 O1 . 2.169(3) yes
C1 C6 . 1.393(5) no
C1 C2 . 1.409(5) no
C1 C7 . 1.490(5) no
C2 N1 . 1.380(5) no
C2 C3 . 1.401(6) no
C3 C4 . 1.357(6) no
C3 H3 . 0.9300 no
C4 C5 . 1.373(6) no
C4 H4 . 0.9300 no
C5 C6 . 1.377(6) no
C5 H5 . 0.9300 no
C6 H6 . 0.9300 no
N1 C8 . 1.394(5) no
N1 H1N . 0.9187 no
C8 C13 . 1.393(6) no
C8 C9 . 1.396(5) no
C9 C10 . 1.385(5) no
C9 Cl1 . 1.722(4) no
C10 C11 . 1.370(6) no
C10 Cl2 . 1.734(4) no
C11 C12 . 1.376(7) no
C11 H11 . 0.9300 no
C12 C13 . 1.381(6) no
C12 H12 . 0.9300 no
C13 H13 . 0.9300 no
C7 O2 . 1.229(5) no
C7 O1 . 1.289(4) no
C14 H14A . 0.9600 no
C14 H14B . 0.9600 no
C14 H14C . 0.9600 no
C15 H15A . 0.9600 no
C15 H15B . 0.9600 no
C15 H15C . 0.9600 no
C16 H16A . 0.9600 no
C16 H16B . 0.9600 no
C16 H16C . 0.9600 no
C17 H17A . 0.9600 no
C17 H17B . 0.9600 no
C17 H17C . 0.9600 no
C18 C19 . 1.466(7) no
C18 H18A . 0.9700 no
C18 H18B . 0.9700 no
C19 H19A . 0.9600 no
C19 H19B . 0.9600 no
C19 H19C . 0.9600 no
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
N1 H1N Cl1 0.92 2.51 2.908(4) 107
N1 H1N O2 0.92 1.97 2.639(4) 128
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_publ_flag
C1 C7 O1 Sn2 177.5(3) no
