#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/95/2209583.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_2209583
loop_
_publ_author_name
'Shao-Wen Chen'
'Han-Dong Yin'
_publ_section_title
;
 (3-Methoxy-2-oxidobenzaldehyde benzoylhydrazonato)dimethyltin(IV)
;
_journal_coeditor_code           KP2027
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1654
_journal_page_last               m1655
_journal_paper_doi               10.1107/S1600536806021465
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Sn (C H3)2 (C15 H12 N2 O3)]'
_chemical_formula_moiety         'C17 H18 N2 O3 Sn'
_chemical_formula_sum            'C17 H18 N2 O3 Sn'
_chemical_formula_weight         417.02
_chemical_name_systematic
;
Dimethyl[3-methoxyl-2-oxidobenzaldehyde oxido(phenyl)methylhydrazone]tin(IV)
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 103.475(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   26.477(4)
_cell_length_b                   9.5444(16)
_cell_length_c                   13.594(2)
_cell_measurement_reflns_used    3675
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.425
_cell_measurement_theta_min      2.276
_cell_volume                     3340.7(9)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Siemens SMART CCD area-detector'
_diffrn_measurement_method       'φ and 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  0.0399
_diffrn_reflns_av_sigmaI/netI    0.0401
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8516
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.58
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.545
_exptl_absorpt_correction_T_max  0.6542
_exptl_absorpt_correction_T_min  0.5181
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.658
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1664
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.499
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2947
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0307
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0420P)²+2.9384P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0746
_refine_ls_wR_factor_ref         0.0828
_reflns_number_gt                2381
_reflns_number_total             2947
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            kp2027.cif
_cod_data_source_block           I
_cod_original_cell_volume        3340.8(9)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               2209583
_cod_database_fobs_code          2209583
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_type_symbol
_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
Sn Sn1 0.536695(10) 0.80131(3) 0.547540(19) 0.03824(12) Uani d . 1
N N1 0.54279(12) 0.5045(3) 0.6394(2) 0.0384(7) Uani d . 1
N N2 0.50665(11) 0.6116(3) 0.6041(2) 0.0359(7) Uani d . 1
O O1 0.59898(11) 0.6470(3) 0.5793(2) 0.0511(7) Uani d . 1
O O2 0.45778(10) 0.8674(3) 0.5200(2) 0.0476(7) Uani d . 1
O O3 0.37061(11) 1.0139(3) 0.4749(2) 0.0611(8) Uani d . 1
C C1 0.63087(14) 0.4336(4) 0.6614(3) 0.0395(9) Uani d . 1
C C2 0.62206(17) 0.3092(4) 0.7076(3) 0.0482(10) Uani d . 1
H H2 0.5885 0.2855 0.7116 0.058 Uiso calc R 1
C C3 0.6628(2) 0.2203(5) 0.7476(4) 0.0606(13) Uani d . 1
H H3 0.6565 0.1365 0.7775 0.073 Uiso calc R 1
C C4 0.71259(19) 0.2549(5) 0.7435(4) 0.0651(13) Uani d . 1
H H4 0.7400 0.1957 0.7720 0.078 Uiso calc R 1
C C5 0.72180(17) 0.3774(5) 0.6972(4) 0.0626(13) Uani d . 1
H H5 0.7554 0.4004 0.6935 0.075 Uiso calc R 1
C C6 0.68118(16) 0.4663(5) 0.6562(3) 0.0498(10) Uani d . 1
H H6 0.6876 0.5489 0.6249 0.060 Uiso calc R 1
C C7 0.58834(14) 0.5348(4) 0.6235(3) 0.0384(9) Uani d . 1
C C8 0.46097(15) 0.5908(4) 0.6185(3) 0.0393(9) Uani d . 1
H H8 0.4562 0.5072 0.6504 0.047 Uiso calc R 1
C C9 0.41626(15) 0.6804(4) 0.5916(3) 0.0382(9) Uani d . 1
C C10 0.37084(16) 0.6289(5) 0.6146(3) 0.0494(10) Uani d . 1
H H10 0.3712 0.5415 0.6450 0.059 Uiso calc R 1
C C11 0.32585(17) 0.7056(5) 0.5929(4) 0.0576(12) Uani d . 1
H H11 0.2958 0.6713 0.6088 0.069 Uiso calc R 1
C C12 0.32589(16) 0.8360(5) 0.5467(3) 0.0536(11) Uani d . 1
H H12 0.2955 0.8886 0.5321 0.064 Uiso calc R 1
C C13 0.36898(14) 0.8880(4) 0.5226(3) 0.0435(9) Uani d . 1
C C14 0.41696(15) 0.8122(4) 0.5451(3) 0.0395(9) Uani d . 1
C C15 0.32287(18) 1.0883(6) 0.4423(5) 0.0877(19) Uani d . 1
H H15A 0.2973 1.0278 0.4017 0.132 Uiso calc R 1
H H15B 0.3282 1.1682 0.4031 0.132 Uiso calc R 1
H H15C 0.3109 1.1189 0.5003 0.132 Uiso calc R 1
C C16 0.53787(18) 0.8044(4) 0.3937(3) 0.0457(10) Uani d . 1
H H16A 0.5186 0.7260 0.3601 0.069 Uiso calc R 1
H H16B 0.5731 0.7989 0.3871 0.069 Uiso calc R 1
H H16C 0.5224 0.8899 0.3636 0.069 Uiso calc R 1
C C17 0.56436(16) 0.9141(5) 0.6821(3) 0.0501(10) Uani d . 1
H H17A 0.5531 0.8691 0.7365 0.075 Uiso calc R 1
H H17B 0.5510 1.0079 0.6740 0.075 Uiso calc R 1
H H17C 0.6016 0.9169 0.6973 0.075 Uiso calc R 1
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'
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
C16 Sn1 C17 140.97(16) y
C16 Sn1 O2 93.57(14) ?
C17 Sn1 O2 97.46(14) y
C16 Sn1 O1 91.21(14) ?
C17 Sn1 O1 94.56(14) ?
O2 Sn1 O1 154.34(11) y
C16 Sn1 N2 116.92(13) ?
C17 Sn1 N2 101.52(14) ?
O2 Sn1 N2 83.39(11) y
O1 Sn1 N2 72.01(11) y
C7 N1 N2 111.3(3) ?
C8 N2 N1 115.2(3) ?
C8 N2 Sn1 127.9(3) ?
N1 N2 Sn1 116.6(2) ?
C7 O1 Sn1 114.6(2) ?
C14 O2 Sn1 131.8(2) ?
C13 O3 C15 117.4(4) ?
C6 C1 C2 118.7(4) ?
C6 C1 C7 119.8(4) ?
C2 C1 C7 121.4(4) ?
C3 C2 C1 120.4(4) ?
C3 C2 H2 119.8 ?
C1 C2 H2 119.8 ?
C4 C3 C2 120.4(5) ?
C4 C3 H3 119.8 ?
C2 C3 H3 119.8 ?
C3 C4 C5 119.8(4) ?
C3 C4 H4 120.1 ?
C5 C4 H4 120.1 ?
C4 C5 C6 120.1(4) ?
C4 C5 H5 119.9 ?
C6 C5 H5 119.9 ?
C5 C6 C1 120.5(4) ?
C5 C6 H6 119.7 ?
C1 C6 H6 119.7 ?
O1 C7 N1 124.8(3) ?
O1 C7 C1 118.2(3) ?
N1 C7 C1 117.0(3) ?
N2 C8 C9 128.1(4) ?
N2 C8 H8 115.9 ?
C9 C8 H8 115.9 ?
C10 C9 C14 121.0(4) ?
C10 C9 C8 115.7(4) ?
C14 C9 C8 123.3(4) ?
C11 C10 C9 120.9(4) ?
C11 C10 H10 119.6 ?
C9 C10 H10 119.6 ?
C10 C11 C12 118.8(4) ?
C10 C11 H11 120.6 ?
C12 C11 H11 120.6 ?
C13 C12 C11 121.7(4) ?
C13 C12 H12 119.1 ?
C11 C12 H12 119.1 ?
C12 C13 O3 123.9(4) ?
C12 C13 C14 121.3(4) ?
O3 C13 C14 114.9(3) ?
O2 C14 C9 124.8(3) ?
O2 C14 C13 118.8(4) ?
C9 C14 C13 116.3(4) ?
O3 C15 H15A 109.5 ?
O3 C15 H15B 109.5 ?
H15A C15 H15B 109.5 ?
O3 C15 H15C 109.5 ?
H15A C15 H15C 109.5 ?
H15B C15 H15C 109.5 ?
Sn1 C16 H16A 109.5 ?
Sn1 C16 H16B 109.5 ?
H16A C16 H16B 109.5 ?
Sn1 C16 H16C 109.5 ?
H16A C16 H16C 109.5 ?
H16B C16 H16C 109.5 ?
Sn1 C17 H17A 109.5 ?
Sn1 C17 H17B 109.5 ?
H17A C17 H17B 109.5 ?
Sn1 C17 H17C 109.5 ?
H17A C17 H17C 109.5 ?
H17B C17 H17C 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Sn1 C16 2.099(4) y
Sn1 C17 2.102(4) y
Sn1 O2 2.131(3) y
Sn1 O1 2.178(3) y
Sn1 N2 2.188(3) y
N1 C7 1.306(5) y
N1 N2 1.405(4) y
N2 C8 1.285(5) y
O1 C7 1.290(5) ?
O2 C14 1.317(5) ?
O3 C13 1.370(5) ?
O3 C15 1.428(5) ?
C1 C6 1.386(6) ?
C1 C2 1.388(6) ?
C1 C7 1.482(5) ?
C2 C3 1.380(6) ?
C2 H2 0.9300 ?
C3 C4 1.372(7) ?
C3 H3 0.9300 ?
C4 C5 1.377(7) ?
C4 H4 0.9300 ?
C5 C6 1.381(6) ?
C5 H5 0.9300 ?
C6 H6 0.9300 ?
C8 C9 1.437(5) ?
C8 H8 0.9300 ?
C9 C10 1.401(6) ?
C9 C14 1.409(5) ?
C10 C11 1.371(6) ?
C10 H10 0.9300 ?
C11 C12 1.394(6) ?
C11 H11 0.9300 ?
C12 C13 1.353(6) ?
C12 H12 0.9300 ?
C13 C14 1.432(5) ?
C15 H15A 0.9600 ?
C15 H15B 0.9600 ?
C15 H15C 0.9600 ?
C16 H16A 0.9600 ?
C16 H16B 0.9600 ?
C16 H16C 0.9600 ?
C17 H17A 0.9600 ?
C17 H17B 0.9600 ?
C17 H17C 0.9600 ?
