#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:49:28 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179130 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/92/4309250.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_4309250
loop_
_publ_author_name
'Luis S. Zamudio-Rivera'
'Rocio George-Tellez'
'Gerson López-Mendoza'
'Adela Morales-Pacheco'
'Eugenio Flores'
'Herbert Höpfl'
'Victor Barba'
'Francisco J. Fernández'
'Nathalie Cabirol'
'Hiram I. Beltrán'
_publ_contact_author_address
;
Programa de Ingeniería Molecular, Instituto Mexicano del Petróleo,
Eje Central Lázaro Cárdenas 152, Col. San Bartolo Atepehuacan,
C. P. 07730, México, D. F.
;
_publ_contact_author_fax         (52)55-91756239
_publ_contact_author_name        'Hiram Isaac Beltrán Conde'
_publ_contact_author_phone       (52)55-91757399
_publ_section_title
;
Synthesis, Characterization, Biocide and Toxicological Activities of
Di-n-butyl- and Diphenyl-tinIV-Salicyliden-β-Amino Alcohol Derivatives
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5370
_journal_page_last               5378
_journal_paper_doi               10.1021/ic048628o
_journal_volume                  44
_journal_year                    2005
_chemical_formula_sum            'C21 H19 N O2 Sn'
_chemical_formula_weight         436.06
_chemical_name_systematic
;
 5a
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.2
_audit_creation_date             2004-06-24T18:30:46-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                86.643(2)
_cell_angle_beta                 78.387(2)
_cell_angle_gamma                70.979(2)
_cell_formula_units_Z            2
_cell_length_a                   9.0118(11)
_cell_length_b                   9.4311(11)
_cell_length_c                   11.2241(13)
_cell_measurement_temperature    100(2)
_cell_volume                     883.38(18)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6992
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.85
_exptl_absorpt_coefficient_mu    1.46
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             436
_refine_diff_density_max         0.603
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         3104
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0222
_refine_ls_R_factor_gt           0.0215
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0279P)²+0.3568P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0531
_refine_ls_wR_factor_ref         0.0536
_reflns_number_gt                3013
_reflns_number_total             3104
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic048628osi20041001_112517.cif
_cod_data_source_block           elsdrezm
_cod_database_code               4309250
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
H19 H 0.065(3) 1.001(3) 0.612(3) 0.033(8) Uiso 1 1 d . . .
H23 H -0.346(3) 0.398(3) 0.679(2) 0.028(7) Uiso 1 1 d . . .
H5B H 0.257(3) 0.516(3) 1.031(3) 0.026(7) Uiso 1 1 d . . .
H15 H 0.438(3) 0.621(3) 0.559(2) 0.029(7) Uiso 1 1 d . . .
H7 H 0.059(3) 0.733(3) 1.094(3) 0.023(7) Uiso 1 1 d . . .
H4B H 0.408(3) 0.360(3) 0.853(2) 0.022(6) Uiso 1 1 d . . .
H13 H -0.172(3) 0.900(3) 1.200(3) 0.031(7) Uiso 1 1 d . . .
H5A H 0.358(4) 0.593(3) 0.939(3) 0.041(8) Uiso 1 1 d . . .
H25 H 0.104(3) 0.391(3) 0.647(2) 0.024(7) Uiso 1 1 d . . .
H11 H -0.482(3) 1.202(3) 1.024(2) 0.023(7) Uiso 1 1 d . . .
H21 H -0.263(3) 0.760(3) 0.776(2) 0.030(7) Uiso 1 1 d . . .
H10 H -0.329(3) 1.103(3) 0.843(2) 0.026(7) Uiso 1 1 d . . .
H17 H 0.441(3) 0.993(3) 0.359(3) 0.041(8) Uiso 1 1 d . . .
H22 H -0.440(3) 0.640(3) 0.751(2) 0.027(7) Uiso 1 1 d . . .
H4A H 0.227(4) 0.386(3) 0.871(3) 0.038(8) Uiso 1 1 d . . .
H12 H -0.403(3) 1.097(3) 1.208(3) 0.029(7) Uiso 1 1 d . . .
H24 H -0.076(3) 0.273(3) 0.621(2) 0.027(7) Uiso 1 1 d . . .
H16 H 0.565(4) 0.742(3) 0.402(3) 0.042(8) Uiso 1 1 d . . .
H18 H 0.186(4) 1.120(4) 0.467(3) 0.044(9) Uiso 1 1 d . . .
Sn2 Sn 0.111567(16) 0.691958(16) 0.738926(13) 0.01888(7) Uani 1 1 d . . .
N6 N 0.1327(2) 0.6781(2) 0.93025(18) 0.0226(4) Uani 1 1 d . . .
O1 O -0.06628(19) 0.89656(18) 0.79798(14) 0.0214(3) Uani 1 1 d . . .
O3 O 0.30627(19) 0.50387(18) 0.73945(16) 0.0273(4) Uani 1 1 d . . .
C9 C -0.1534(3) 0.9440(3) 0.9059(2) 0.0195(5) Uani 1 1 d . . .
C8 C -0.1075(3) 0.8811(3) 1.0163(2) 0.0212(5) Uani 1 1 d . . .
C13 C -0.2044(3) 0.9438(3) 1.1278(2) 0.0265(5) Uani 1 1 d . . .
C12 C -0.3433(3) 1.0605(3) 1.1328(2) 0.0302(6) Uani 1 1 d . . .
C11 C -0.3904(3) 1.1193(3) 1.0242(2) 0.0267(5) Uani 1 1 d . . .
C10 C -0.2968(3) 1.0635(3) 0.9133(2) 0.0226(5) Uani 1 1 d . . .
C7 C 0.0351(3) 0.7577(3) 1.0207(2) 0.0243(5) Uani 1 1 d . . .
C5 C 0.2726(3) 0.5529(3) 0.9516(2) 0.0299(6) Uani 1 1 d . . .
C4 C 0.3064(3) 0.4349(3) 0.8535(3) 0.0311(6) Uani 1 1 d . . .
C20 C -0.0566(3) 0.5864(3) 0.7150(2) 0.0207(5) Uani 1 1 d . . .
C21 C -0.2209(3) 0.6602(3) 0.7446(2) 0.0229(5) Uani 1 1 d . . .
C22 C -0.3292(3) 0.5890(3) 0.7307(2) 0.0269(5) Uani 1 1 d . . .
C23 C -0.2758(3) 0.4440(3) 0.6861(2) 0.0295(6) Uani 1 1 d . . .
C24 C -0.1128(3) 0.3694(3) 0.6545(2) 0.0302(6) Uani 1 1 d . . .
C25 C -0.0038(3) 0.4399(3) 0.6695(2) 0.0256(5) Uani 1 1 d . . .
C14 C 0.2318(3) 0.8030(3) 0.6028(2) 0.0205(5) Uani 1 1 d . . .
C19 C 0.1600(3) 0.9521(3) 0.5736(2) 0.0237(5) Uani 1 1 d . . .
C18 C 0.2387(3) 1.0221(3) 0.4816(2) 0.0302(6) Uani 1 1 d . . .
C17 C 0.3891(3) 0.9429(3) 0.4186(2) 0.0327(6) Uani 1 1 d . . .
C16 C 0.4618(3) 0.7952(3) 0.4467(2) 0.0317(6) Uani 1 1 d . . .
C15 C 0.3835(3) 0.7256(3) 0.5388(2) 0.0248(5) Uani 1 1 d . . .
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 0 '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 0.006 '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
_geom_angle_publ_flag
O3 Sn2 O1 159.26(7) . . ?
O3 Sn2 C14 94.91(8) . . ?
O1 Sn2 C14 91.14(8) . . ?
O3 Sn2 C20 98.66(8) . . ?
O1 Sn2 C20 93.67(8) . . ?
C14 Sn2 C20 126.14(8) . . ?
O3 Sn2 N6 78.04(7) . . ?
O1 Sn2 N6 82.20(7) . . ?
C14 Sn2 N6 124.71(8) . . ?
C20 Sn2 N6 109.07(8) . . ?
C7 N6 C5 120.0(2) . . ?
C7 N6 Sn2 128.20(16) . . ?
C5 N6 Sn2 111.65(16) . . ?
C9 O1 Sn2 131.97(14) . . ?
C4 O3 Sn2 112.73(15) . . ?
O1 C9 C10 119.0(2) . . ?
O1 C9 C8 123.0(2) . . ?
C10 C9 C8 118.0(2) . . ?
C13 C8 C9 119.0(2) . . ?
C13 C8 C7 117.7(2) . . ?
C9 C8 C7 123.3(2) . . ?
C12 C13 C8 121.9(2) . . ?
C13 C12 C11 118.9(2) . . ?
C10 C11 C12 120.9(2) . . ?
C11 C10 C9 121.2(2) . . ?
N6 C7 C8 127.2(2) . . ?
N6 C5 C4 107.0(2) . . ?
O3 C4 C5 109.5(2) . . ?
C21 C20 C25 118.3(2) . . ?
C21 C20 Sn2 121.39(17) . . ?
C25 C20 Sn2 120.27(17) . . ?
C22 C21 C20 120.8(2) . . ?
C23 C22 C21 120.4(2) . . ?
C22 C23 C24 119.7(2) . . ?
C23 C24 C25 120.0(2) . . ?
C24 C25 C20 120.7(2) . . ?
C15 C14 C19 119.0(2) . . ?
C15 C14 Sn2 119.84(17) . . ?
C19 C14 Sn2 121.19(17) . . ?
C18 C19 C14 120.5(2) . . ?
C17 C18 C19 119.7(2) . . ?
C16 C17 C18 120.4(2) . . ?
C17 C16 C15 119.9(2) . . ?
C16 C15 C14 120.6(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sn2 O3 2.0493(16) . ?
Sn2 O1 2.1066(16) . ?
Sn2 C14 2.119(2) . ?
Sn2 C20 2.130(2) . ?
Sn2 N6 2.1864(19) . ?
N6 C7 1.291(3) . ?
N6 C5 1.470(3) . ?
O1 C9 1.318(3) . ?
O3 C4 1.402(3) . ?
C9 C10 1.402(3) . ?
C9 C8 1.421(3) . ?
C8 C13 1.410(3) . ?
C8 C7 1.433(3) . ?
C13 C12 1.365(4) . ?
C12 C11 1.396(4) . ?
C11 C10 1.379(4) . ?
C5 C4 1.527(4) . ?
C20 C21 1.394(3) . ?
C20 C25 1.397(3) . ?
C21 C22 1.389(3) . ?
C22 C23 1.380(4) . ?
C23 C24 1.387(4) . ?
C24 C25 1.393(4) . ?
C14 C15 1.390(3) . ?
C14 C19 1.394(3) . ?
C19 C18 1.391(3) . ?
C18 C17 1.383(4) . ?
C17 C16 1.380(4) . ?
C16 C15 1.389(4) . ?
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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 Sn2 N6 C7 -172.5(2) . . . . ?
O1 Sn2 N6 C7 13.9(2) . . . . ?
C14 Sn2 N6 C7 99.9(2) . . . . ?
C20 Sn2 N6 C7 -77.3(2) . . . . ?
O3 Sn2 N6 C5 2.89(15) . . . . ?
O1 Sn2 N6 C5 -170.76(16) . . . . ?
C14 Sn2 N6 C5 -84.81(18) . . . . ?
C20 Sn2 N6 C5 98.03(17) . . . . ?
O3 Sn2 O1 C9 -41.1(3) . . . . ?
C14 Sn2 O1 C9 -148.25(19) . . . . ?
C20 Sn2 O1 C9 85.42(19) . . . . ?
N6 Sn2 O1 C9 -23.35(18) . . . . ?
O1 Sn2 O3 C4 43.0(3) . . . . ?
C14 Sn2 O3 C4 149.44(17) . . . . ?
C20 Sn2 O3 C4 -82.83(17) . . . . ?
N6 Sn2 O3 C4 24.97(17) . . . . ?
Sn2 O1 C9 C10 -159.19(16) . . . . ?
Sn2 O1 C9 C8 21.8(3) . . . . ?
O1 C9 C8 C13 177.0(2) . . . . ?
C10 C9 C8 C13 -2.0(3) . . . . ?
O1 C9 C8 C7 -1.8(3) . . . . ?
C10 C9 C8 C7 179.2(2) . . . . ?
C9 C8 C13 C12 1.8(3) . . . . ?
C7 C8 C13 C12 -179.3(2) . . . . ?
C8 C13 C12 C11 0.0(4) . . . . ?
C13 C12 C11 C10 -1.6(4) . . . . ?
C12 C11 C10 C9 1.4(4) . . . . ?
O1 C9 C10 C11 -178.6(2) . . . . ?
C8 C9 C10 C11 0.4(3) . . . . ?
C5 N6 C7 C8 -178.8(2) . . . . ?
Sn2 N6 C7 C8 -3.8(3) . . . . ?
C13 C8 C7 N6 174.4(2) . . . . ?
C9 C8 C7 N6 -6.8(4) . . . . ?
C7 N6 C5 C4 148.9(2) . . . . ?
Sn2 N6 C5 C4 -26.9(2) . . . . ?
Sn2 O3 C4 C5 -48.0(2) . . . . ?
N6 C5 C4 O3 48.2(3) . . . . ?
O3 Sn2 C20 C21 160.30(18) . . . . ?
O1 Sn2 C20 C21 -2.98(18) . . . . ?
C14 Sn2 C20 C21 -97.1(2) . . . . ?
N6 Sn2 C20 C21 80.03(19) . . . . ?
O3 Sn2 C20 C25 -19.21(19) . . . . ?
O1 Sn2 C20 C25 177.52(18) . . . . ?
C14 Sn2 C20 C25 83.4(2) . . . . ?
N6 Sn2 C20 C25 -99.48(19) . . . . ?
C25 C20 C21 C22 0.8(3) . . . . ?
Sn2 C20 C21 C22 -178.75(18) . . . . ?
C20 C21 C22 C23 -0.6(4) . . . . ?
C21 C22 C23 C24 -0.2(4) . . . . ?
C22 C23 C24 C25 0.9(4) . . . . ?
C23 C24 C25 C20 -0.7(4) . . . . ?
C21 C20 C25 C24 -0.1(4) . . . . ?
Sn2 C20 C25 C24 179.43(18) . . . . ?
O3 Sn2 C14 C15 9.90(19) . . . . ?
O1 Sn2 C14 C15 170.04(18) . . . . ?
C20 Sn2 C14 C15 -94.6(2) . . . . ?
N6 Sn2 C14 C15 88.7(2) . . . . ?
O3 Sn2 C14 C19 -171.79(19) . . . . ?
O1 Sn2 C14 C19 -11.66(19) . . . . ?
C20 Sn2 C14 C19 83.7(2) . . . . ?
N6 Sn2 C14 C19 -92.9(2) . . . . ?
C15 C14 C19 C18 0.2(4) . . . . ?
Sn2 C14 C19 C18 -178.12(18) . . . . ?
C14 C19 C18 C17 0.1(4) . . . . ?
C19 C18 C17 C16 -0.2(4) . . . . ?
C18 C17 C16 C15 0.0(4) . . . . ?
C17 C16 C15 C14 0.4(4) . . . . ?
C19 C14 C15 C16 -0.4(4) . . . . ?
Sn2 C14 C15 C16 177.90(18) . . . . ?
