#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/26/2012634.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_2012634
loop_
_publ_author_name
'Georgina M. Rosair'
'Dey, Dilip Kumar'
'Samanta, Brajagopal'
'Mitra, Samiran'
_publ_section_title
;
 [5-Bromo-N-(2-carboxylatophenyl)salicylideniminato]dimethyltin(IV)
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m266
_journal_page_last               m267
_journal_paper_doi               10.1107/S0108270102003530
_journal_volume                  58
_journal_year                    2002
_chemical_formula_iupac          '[Sn (C14 H8 Br N O3) (C H3)2]'
_chemical_formula_moiety         'C16 H14 Br N O3 Sn'
_chemical_formula_sum            'C16 H14 Br N O3 Sn'
_chemical_formula_weight         466.886
_chemical_melting_point_gt       517
_chemical_name_systematic
;
[2-(5-bromo-2-oxidobenzylideneamino)benzoato-κ³O,N,O']dimethyltin(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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90
_cell_angle_beta                 94.702(16)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.8719(17)
_cell_length_b                   12.0961(17)
_cell_length_c                   15.323(4)
_cell_measurement_reflns_used    29
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.46
_cell_measurement_theta_min      5.24
_cell_volume                     1638.9(6)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1996)'
_computing_data_reduction        'SHELXTL (Bruker, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.00
_diffrn_measured_fraction_theta_max 1.00
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_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  0.039
_diffrn_reflns_av_sigmaI/netI    0.046
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3818
_diffrn_reflns_theta_full        25.0
_diffrn_reflns_theta_max         25.0
_diffrn_reflns_theta_min         2.2
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    4.008
_exptl_absorpt_correction_T_max  0.326
_exptl_absorpt_correction_T_min  0.081
_exptl_absorpt_correction_type   '\y scan'
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.892
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular_block
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.96
_exptl_crystal_size_mid          0.56
_exptl_crystal_size_min          0.28
_refine_diff_density_max         1.55
_refine_diff_density_min         -1.34
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2875
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.053
_refine_ls_R_factor_gt           0.042
_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)+(0.0679P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.103
_refine_ls_wR_factor_ref         0.109
_reflns_number_gt                2411
_reflns_number_total             2875
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gg1098.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:

'_chemical_melting_point' tag was changed to
'_chemical_melting_point_gt' since the value was specified 'more
than' ('>') a certain temperature. The value '>517' was changed to
'517' - it should be numeric and without a unit designator.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_chemical_melting_point' tag was changed to
'_chemical_melting_point_gt' since the value was specified 'more
than' ('>') a certain temperature. The value '>517' was changed to
'517' - it should be numeric and without a unit
designator.

'_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 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        1638.8(5)
_cod_original_sg_symbol_Hall     P2yn
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2012634
_cod_database_fobs_code          2012634
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 0.07632(4) 0.83956(3) 0.98368(2) 0.02925(15) Uani d . 1 . . Sn
Br1 0.62844(7) 0.44430(5) 1.19032(4) 0.04488(19) Uani d . 1 . . Br
O3 0.2377(5) 1.1790(3) 0.9619(3) 0.0450(10) Uani d . 1 . . O
N1 0.3177(5) 0.8352(3) 0.9486(3) 0.0284(9) Uani d . 1 . . N
C22 0.4206(7) 1.0956(5) 0.8371(4) 0.0383(12) Uani d . 1 . . C
H22 0.4015 1.1712 0.8379 0.046 Uiso calc R 1 . . H
O1 0.1084(4) 0.6629(3) 0.9791(2) 0.0349(9) Uani d . 1 . . O
O2 0.1407(4) 1.0157(3) 0.9839(3) 0.0394(9) Uani d . 1 . . O
C13 0.4653(6) 0.5115(4) 1.1220(3) 0.0318(11) Uani d . 1 . . C
C21 0.3491(6) 1.0270(4) 0.8943(3) 0.0304(11) Uani d . 1 . . C
C20 0.2390(6) 1.0784(4) 0.9507(3) 0.0312(11) Uani d . 1 . . C
C14 0.4893(6) 0.6101(4) 1.0811(3) 0.0298(11) Uani d . 1 . . C
H14 0.5854 0.6415 1.0856 0.036 Uiso calc R 1 . . H
C16 0.4099(6) 0.7609(4) 0.9852(3) 0.0303(11) Uani d . 1 . . C
H16 0.5126 0.7719 0.9803 0.036 Uiso calc R 1 . . H
C10 0.2235(6) 0.6157(4) 1.0237(3) 0.0313(11) Uani d . 1 . . C
C15 0.3690(6) 0.6644(4) 1.0322(3) 0.0286(10) Uani d . 1 . . C
C11 0.2059(7) 0.5114(4) 1.0646(4) 0.0378(12) Uani d . 1 . . C
H11 0.1121 0.4766 1.0587 0.045 Uiso calc R 1 . . H
C12 0.3228(6) 0.4614(4) 1.1122(4) 0.0372(12) Uani d . 1 . . C
H12 0.3079 0.3934 1.1384 0.045 Uiso calc R 1 . . H
C26 0.3816(6) 0.9123(4) 0.8921(3) 0.0281(10) Uani d . 1 . . C
C24 0.5466(8) 0.9440(5) 0.7769(4) 0.0495(15) Uani d . 1 . . C
H24 0.6114 0.9161 0.7375 0.059 Uiso calc R 1 . . H
C25 0.4785(7) 0.8737(5) 0.8328(4) 0.0393(12) Uani d . 1 . . C
H25 0.4984 0.7983 0.8305 0.047 Uiso calc R 1 . . H
C23 0.5181(8) 1.0552(5) 0.7799(4) 0.0466(14) Uani d . 1 . . C
H23 0.5647 1.1032 0.7431 0.056 Uiso calc R 1 . . H
C101 0.1064(8) 0.8372(5) 1.1209(4) 0.0451(14) Uani d . 1 . . C
H10D 0.0845 0.9090 1.1433 0.068 Uiso calc R 1 . . H
H10E 0.2091 0.8177 1.1391 0.068 Uiso calc R 1 . . H
H10F 0.0393 0.7837 1.1431 0.068 Uiso calc R 1 . . H
C102 -0.0435(8) 0.8364(5) 0.8597(4) 0.0440(15) Uani d . 1 . . C
H10A -0.1155 0.7770 0.8573 0.066 Uiso calc R 1 . . H
H10B 0.0259 0.8255 0.8156 0.066 Uiso calc R 1 . . H
H10C -0.0957 0.9053 0.8495 0.066 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'
Br Br -0.2901 2.4595 '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_publ_flag
C101 Sn1 C102 156.9(3) y
C101 Sn1 O1 90.71(19) y
C102 Sn1 O1 90.65(18) y
C101 Sn1 O2 90.0(2) y
C102 Sn1 O2 97.5(2) y
O1 Sn1 O2 157.21(15) y
C101 Sn1 N1 101.2(2) y
C102 Sn1 N1 101.8(2) y
O1 Sn1 N1 80.70(14) y
O2 Sn1 N1 76.81(14) y
C16 N1 C26 116.4(4) ?
C16 N1 Sn1 119.1(3) ?
C26 N1 Sn1 124.3(3) ?
C23 C22 C21 122.1(5) ?
C23 C22 H22 118.9 ?
C21 C22 H22 118.9 ?
C10 O1 Sn1 120.9(3) ?
C20 O2 Sn1 138.6(3) ?
C14 C13 C12 120.0(5) ?
C14 C13 Br1 118.9(4) ?
C12 C13 Br1 121.1(4) ?
C22 C21 C26 117.6(5) ?
C22 C21 C20 117.9(5) ?
C26 C21 C20 124.4(4) ?
O3 C20 O2 120.8(5) ?
O3 C20 C21 120.5(5) ?
O2 C20 C21 118.6(4) ?
C13 C14 C15 120.5(5) ?
C13 C14 H14 119.8 ?
C15 C14 H14 119.8 ?
N1 C16 C15 126.8(5) ?
N1 C16 H16 116.6 ?
C15 C16 H16 116.6 ?
O1 C10 C15 122.1(4) ?
O1 C10 C11 120.4(5) ?
C15 C10 C11 117.5(5) ?
C14 C15 C10 119.9(4) ?
C14 C15 C16 115.7(5) ?
C10 C15 C16 124.0(5) ?
C12 C11 C10 121.6(5) ?
C12 C11 H11 119.2 ?
C10 C11 H11 119.2 ?
C11 C12 C13 120.6(5) ?
C11 C12 H12 119.7 ?
C13 C12 H12 119.7 ?
C25 C26 C21 119.0(5) ?
C25 C26 N1 118.6(4) ?
C21 C26 N1 122.4(5) ?
C23 C24 C25 119.5(6) ?
C23 C24 H24 120.3 ?
C25 C24 H24 120.3 ?
C24 C25 C26 121.8(5) ?
C24 C25 H25 119.1 ?
C26 C25 H25 119.1 ?
C24 C23 C22 120.0(5) ?
C24 C23 H23 120.0 ?
C22 C23 H23 120.0 ?
Sn1 C101 H10D 109.5 ?
Sn1 C101 H10E 109.5 ?
H10D C101 H10E 109.5 ?
Sn1 C101 H10F 109.5 ?
H10D C101 H10F 109.5 ?
H10E C101 H10F 109.5 ?
Sn1 C102 H10A 109.5 ?
Sn1 C102 H10B 109.5 ?
H10A C102 H10B 109.5 ?
Sn1 C102 H10C 109.5 ?
H10A C102 H10C 109.5 ?
H10B C102 H10C 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 C101 . 2.098(6) y
Sn1 C102 . 2.100(5) y
Sn1 O1 . 2.158(3) y
Sn1 O2 . 2.206(4) y
Sn1 O2 3_577 2.679(4) y
Sn1 O3 3_577 2.981(4) y
Sn1 N1 . 2.251(4) y
Br1 C13 . 1.898(5) ?
O3 C20 . 1.230(6) ?
N1 C16 . 1.309(6) ?
N1 C26 . 1.422(6) ?
C22 C23 . 1.371(9) ?
C22 C21 . 1.396(7) ?
C22 H22 . 0.9300 ?
O1 C10 . 1.312(6) ?
O2 C20 . 1.291(6) ?
C13 C14 . 1.372(7) ?
C13 C12 . 1.399(8) ?
C21 C26 . 1.418(7) ?
C21 C20 . 1.492(7) ?
C14 C15 . 1.415(7) ?
C14 H14 . 0.9300 ?
C16 C15 . 1.433(7) ?
C16 H16 . 0.9300 ?
C10 C15 . 1.415(7) ?
C10 C11 . 1.423(7) ?
C11 C12 . 1.360(8) ?
C11 H11 . 0.9300 ?
C12 H12 . 0.9300 ?
C26 C25 . 1.382(8) ?
C24 C23 . 1.370(9) ?
C24 C25 . 1.382(8) ?
C24 H24 . 0.9300 ?
C25 H25 . 0.9300 ?
C23 H23 . 0.9300 ?
C101 H10D . 0.9600 ?
C101 H10E . 0.9600 ?
C101 H10F . 0.9600 ?
C102 H10A . 0.9600 ?
C102 H10B . 0.9600 ?
C102 H10C . 0.9600 ?
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
C101 Sn1 N1 C16 49.5(4)
C102 Sn1 N1 C16 -128.1(4)
O1 Sn1 N1 C16 -39.4(4)
O2 Sn1 N1 C16 136.9(4)
C101 Sn1 N1 C26 -126.9(4)
C102 Sn1 N1 C26 55.5(4)
O1 Sn1 N1 C26 144.3(4)
O2 Sn1 N1 C26 -39.5(4)
C101 Sn1 O1 C10 -49.0(4)
C102 Sn1 O1 C10 154.1(4)
O2 Sn1 O1 C10 42.7(6)
N1 Sn1 O1 C10 52.2(4)
C101 Sn1 O2 C20 123.8(6)
C102 Sn1 O2 C20 -78.1(6)
O1 Sn1 O2 C20 32.0(8)
N1 Sn1 O2 C20 22.4(5)
C23 C22 C21 C26 0.6(8)
C23 C22 C21 C20 -176.9(5)
Sn1 O2 C20 O3 176.4(4)
Sn1 O2 C20 C21 -0.3(8)
C22 C21 C20 O3 -16.8(8)
C26 C21 C20 O3 165.9(5)
C22 C21 C20 O2 159.9(5)
C26 C21 C20 O2 -17.4(8)
C12 C13 C14 C15 3.0(8)
Br1 C13 C14 C15 -177.8(4)
C26 N1 C16 C15 -168.7(5)
Sn1 N1 C16 C15 14.6(7)
Sn1 O1 C10 C15 -38.7(6)
Sn1 O1 C10 C11 142.1(4)
C13 C14 C15 C10 -1.3(7)
C13 C14 C15 C16 -174.1(5)
O1 C10 C15 C14 179.9(4)
C11 C10 C15 C14 -1.0(7)
O1 C10 C15 C16 -8.0(8)
C11 C10 C15 C16 171.1(5)
N1 C16 C15 C14 -167.0(5)
N1 C16 C15 C10 20.5(8)
O1 C10 C11 C12 -179.1(5)
C15 C10 C11 C12 1.8(8)
C10 C11 C12 C13 -0.2(9)
C14 C13 C12 C11 -2.2(8)
Br1 C13 C12 C11 178.6(4)
C22 C21 C26 C25 -1.5(7)
C20 C21 C26 C25 175.7(5)
C22 C21 C26 N1 178.7(5)
C20 C21 C26 N1 -4.1(8)
C16 N1 C26 C25 44.2(7)
Sn1 N1 C26 C25 -139.3(4)
C16 N1 C26 C21 -136.0(5)
Sn1 N1 C26 C21 40.5(6)
C23 C24 C25 C26 0.0(10)
C21 C26 C25 C24 1.2(9)
N1 C26 C25 C24 -178.9(6)
C25 C24 C23 C22 -1.0(11)
C21 C22 C23 C24 0.7(10)
