#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/92/4309251.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_4309251
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            'C23 H24 N O2.5 Sn'
_chemical_formula_weight         473.12
_chemical_name_systematic
;
 5c
;
_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_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             2004-06-25T10:15:49-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 93.682(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.3162(14)
_cell_length_b                   10.1829(9)
_cell_length_c                   24.627(2)
_cell_measurement_temperature    100(2)
_cell_volume                     4083.2(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            9955
_diffrn_reflns_theta_full        25
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         1.66
_exptl_absorpt_coefficient_mu    1.272
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1912
_refine_diff_density_max         0.555
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         3603
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0255
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0233P)²+7.6577P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0579
_refine_ls_wR_factor_ref         0.0589
_reflns_number_gt                3379
_reflns_number_total             3603
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic048628osi20041001_112555.cif
_cod_data_source_block           hiraneum
_cod_original_cell_volume        4083.3(6)
_cod_original_formula_sum        'C23 H24 N O2.50 Sn'
_cod_database_code               4309251
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_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
H5 H 0.2818(16) 0.676(3) 0.2282(11) 0.020(7) Uiso 1 1 d . . .
H7 H 0.3631(15) 0.594(2) 0.2935(10) 0.016(6) Uiso 1 1 d . . .
H25 H 0.0144(18) 0.702(3) 0.3196(12) 0.030(8) Uiso 1 1 d . . .
H4B H 0.1420(16) 0.672(3) 0.2427(10) 0.018(7) Uiso 1 1 d . . .
H27B H 0.4183(18) 0.790(3) 0.2258(12) 0.028(8) Uiso 1 1 d . . .
H26B H 0.2841(16) 0.942(3) 0.2552(10) 0.020(7) Uiso 1 1 d . . .
H4A H 0.1542(16) 0.792(2) 0.2053(11) 0.021(7) Uiso 1 1 d . . .
H27C H 0.4130(18) 0.855(3) 0.2830(13) 0.032(8) Uiso 1 1 d . . .
H13 H 0.4358(16) 0.444(3) 0.3500(11) 0.024(7) Uiso 1 1 d . . .
H19 H 0.3063(19) 0.986(3) 0.4285(12) 0.035(8) Uiso 1 1 d . . .
H10 H 0.3260(16) 0.628(3) 0.5014(11) 0.025(7) Uiso 1 1 d . . .
H27A H 0.4203(19) 0.941(3) 0.2325(12) 0.040(9) Uiso 1 1 d . . .
H12 H 0.4681(18) 0.362(3) 0.4374(11) 0.029(8) Uiso 1 1 d . . .
H16 H 0.1023(19) 1.276(3) 0.3773(12) 0.033(8) Uiso 1 1 d . . .
H26A H 0.2908(16) 0.890(3) 0.1991(11) 0.023(7) Uiso 1 1 d . . .
H11 H 0.4088(16) 0.447(3) 0.5114(11) 0.021(7) Uiso 1 1 d . . .
H22 H 0.0671(18) 0.452(3) 0.4745(12) 0.034(8) Uiso 1 1 d . . .
H17 H 0.2150(18) 1.350(3) 0.4290(12) 0.034(8) Uiso 1 1 d . . .
H24 H -0.0809(17) 0.552(3) 0.3446(11) 0.026(7) Uiso 1 1 d . . .
H23 H -0.0545(19) 0.422(3) 0.4194(11) 0.033(8) Uiso 1 1 d . . .
H1 H 0.0346(18) 0.944(3) 0.2570(13) 0.036(9) Uiso 1 1 d . . .
H15 H 0.0919(17) 1.070(3) 0.3490(11) 0.020(7) Uiso 1 1 d . . .
H21 H 0.1576(19) 0.605(3) 0.4492(11) 0.029(8) Uiso 1 1 d . . .
H18 H 0.317(2) 1.203(3) 0.4525(14) 0.046(10) Uiso 1 1 d . . .
Sn2 Sn 0.189001(10) 0.805458(17) 0.357500(6) 0.02154(7) Uani 1 1 d . . .
N6 N 0.27749(13) 0.7146(2) 0.30680(8) 0.0212(5) Uani 1 1 d . . .
O1 O 0.27692(11) 0.75090(18) 0.41941(7) 0.0259(4) Uani 1 1 d . . .
O3 O 0.13822(11) 0.84565(19) 0.27990(7) 0.0271(4) Uani 1 1 d . . .
C9 C 0.32427(15) 0.6464(3) 0.42233(10) 0.0223(5) Uani 1 1 d . . .
C8 C 0.35647(15) 0.5874(3) 0.37579(10) 0.0225(5) Uani 1 1 d . . .
C13 C 0.41123(16) 0.4811(3) 0.38264(10) 0.0245(6) Uani 1 1 d . . .
C12 C 0.43164(17) 0.4286(3) 0.43288(11) 0.0259(6) Uani 1 1 d . . .
C11 C 0.39787(16) 0.4841(3) 0.47835(11) 0.0274(6) Uani 1 1 d . . .
C10 C 0.34657(16) 0.5905(3) 0.47339(10) 0.0261(6) Uani 1 1 d . . .
C7 C 0.33391(15) 0.6307(3) 0.32138(10) 0.0219(5) Uani 1 1 d . . .
C5 C 0.26060(16) 0.7468(3) 0.24866(10) 0.0241(6) Uani 1 1 d . . .
C4 C 0.16757(17) 0.7596(3) 0.24074(10) 0.0257(6) Uani 1 1 d . . .
C20 C 0.09915(16) 0.6696(3) 0.38122(10) 0.0243(6) Uani 1 1 d . . .
C21 C 0.11292(18) 0.5944(3) 0.42847(11) 0.0302(6) Uani 1 1 d . . .
C22 C 0.05549(18) 0.5029(3) 0.44315(12) 0.0350(7) Uani 1 1 d . . .
C23 C -0.01680(19) 0.4863(3) 0.41154(12) 0.0347(7) Uani 1 1 d . . .
C24 C -0.03218(18) 0.5628(3) 0.36554(11) 0.0313(6) Uani 1 1 d . . .
C25 C 0.02558(17) 0.6527(3) 0.35002(11) 0.0271(6) Uani 1 1 d . . .
C14 C 0.19731(16) 1.0039(2) 0.38339(10) 0.0234(5) Uani 1 1 d . . .
C15 C 0.13610(18) 1.0942(3) 0.36850(10) 0.0269(6) Uani 1 1 d . . .
C16 C 0.1420(2) 1.2230(3) 0.38650(11) 0.0325(7) Uani 1 1 d . . .
C17 C 0.2098(2) 1.2640(3) 0.41820(12) 0.0345(7) Uani 1 1 d . . .
C18 C 0.2711(2) 1.1758(3) 0.43319(13) 0.0352(7) Uani 1 1 d . . .
C19 C 0.26448(17) 1.0465(3) 0.41655(11) 0.0304(6) Uani 1 1 d . . .
C26 C 0.30467(17) 0.8732(3) 0.23507(11) 0.0275(6) Uani 1 1 d . . .
C27 C 0.39740(18) 0.8648(3) 0.24380(13) 0.0322(6) Uani 1 1 d . . .
O1H O 0 0.9934(3) 0.25 0.0307(6) Uani 1 2 d S . .
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 159.21(7) . . ?
O3 Sn2 C14 95.91(9) . . ?
O1 Sn2 C14 90.36(9) . . ?
O3 Sn2 C20 98.04(9) . . ?
O1 Sn2 C20 94.55(9) . . ?
C14 Sn2 C20 124.73(9) . . ?
O3 Sn2 N6 78.21(7) . . ?
O1 Sn2 N6 81.75(7) . . ?
C14 Sn2 N6 123.10(9) . . ?
C20 Sn2 N6 112.08(8) . . ?
C7 N6 C5 120.2(2) . . ?
C7 N6 Sn2 127.60(17) . . ?
C5 N6 Sn2 111.86(15) . . ?
C9 O1 Sn2 128.73(15) . . ?
C4 O3 Sn2 111.99(15) . . ?
O1 C9 C10 119.6(2) . . ?
O1 C9 C8 122.9(2) . . ?
C10 C9 C8 117.5(2) . . ?
C13 C8 C9 119.5(2) . . ?
C13 C8 C7 118.1(2) . . ?
C9 C8 C7 122.4(2) . . ?
C12 C13 C8 121.6(2) . . ?
C13 C12 C11 118.7(3) . . ?
C10 C11 C12 121.2(3) . . ?
C11 C10 C9 121.4(2) . . ?
N6 C7 C8 126.8(2) . . ?
N6 C5 C26 109.9(2) . . ?
N6 C5 C4 105.4(2) . . ?
C26 C5 C4 112.4(2) . . ?
O3 C4 C5 110.2(2) . . ?
C25 C20 C21 118.5(3) . . ?
C25 C20 Sn2 120.93(19) . . ?
C21 C20 Sn2 120.5(2) . . ?
C22 C21 C20 120.7(3) . . ?
C23 C22 C21 120.1(3) . . ?
C22 C23 C24 119.8(3) . . ?
C23 C24 C25 120.4(3) . . ?
C24 C25 C20 120.4(3) . . ?
C15 C14 C19 118.3(2) . . ?
C15 C14 Sn2 121.4(2) . . ?
C19 C14 Sn2 120.39(19) . . ?
C16 C15 C14 120.5(3) . . ?
C17 C16 C15 120.3(3) . . ?
C16 C17 C18 119.9(3) . . ?
C17 C18 C19 120.0(3) . . ?
C18 C19 C14 121.0(3) . . ?
C27 C26 C5 113.7(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 2.0742(17) . ?
Sn2 O1 2.1000(17) . ?
Sn2 C14 2.120(3) . ?
Sn2 C20 2.125(3) . ?
Sn2 N6 2.175(2) . ?
N6 C7 1.290(3) . ?
N6 C5 1.477(3) . ?
O1 C9 1.315(3) . ?
O3 C4 1.410(3) . ?
C9 C10 1.406(4) . ?
C9 C8 1.424(3) . ?
C8 C13 1.406(4) . ?
C8 C7 1.436(3) . ?
C13 C12 1.369(4) . ?
C12 C11 1.399(4) . ?
C11 C10 1.370(4) . ?
C5 C26 1.522(4) . ?
C5 C4 1.523(4) . ?
C20 C25 1.394(4) . ?
C20 C21 1.399(4) . ?
C21 C22 1.386(4) . ?
C22 C23 1.381(4) . ?
C23 C24 1.384(4) . ?
C24 C25 1.385(4) . ?
C14 C15 1.389(4) . ?
C14 C19 1.393(4) . ?
C15 C16 1.386(4) . ?
C16 C17 1.376(4) . ?
C17 C18 1.378(4) . ?
C18 C19 1.381(4) . ?
C26 C27 1.517(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 -164.6(2) . . . . ?
O1 Sn2 N6 C7 21.0(2) . . . . ?
C14 Sn2 N6 C7 106.0(2) . . . . ?
C20 Sn2 N6 C7 -70.6(2) . . . . ?
O3 Sn2 N6 C5 8.23(16) . . . . ?
O1 Sn2 N6 C5 -166.18(17) . . . . ?
C14 Sn2 N6 C5 -81.17(19) . . . . ?
C20 Sn2 N6 C5 102.22(18) . . . . ?
O3 Sn2 O1 C9 -50.5(3) . . . . ?
C14 Sn2 O1 C9 -158.4(2) . . . . ?
C20 Sn2 O1 C9 76.7(2) . . . . ?
N6 Sn2 O1 C9 -35.0(2) . . . . ?
O1 Sn2 O3 C4 36.6(3) . . . . ?
C14 Sn2 O3 C4 143.53(18) . . . . ?
C20 Sn2 O3 C4 -90.10(18) . . . . ?
N6 Sn2 O3 C4 20.90(17) . . . . ?
Sn2 O1 C9 C10 -147.57(19) . . . . ?
Sn2 O1 C9 C8 34.1(3) . . . . ?
O1 C9 C8 C13 175.7(2) . . . . ?
C10 C9 C8 C13 -2.7(4) . . . . ?
O1 C9 C8 C7 -5.6(4) . . . . ?
C10 C9 C8 C7 176.0(2) . . . . ?
C9 C8 C13 C12 3.1(4) . . . . ?
C7 C8 C13 C12 -175.7(2) . . . . ?
C8 C13 C12 C11 -1.1(4) . . . . ?
C13 C12 C11 C10 -1.2(4) . . . . ?
C12 C11 C10 C9 1.5(4) . . . . ?
O1 C9 C10 C11 -177.9(2) . . . . ?
C8 C9 C10 C11 0.5(4) . . . . ?
C5 N6 C7 C8 -178.8(2) . . . . ?
Sn2 N6 C7 C8 -6.5(4) . . . . ?
C13 C8 C7 N6 170.8(3) . . . . ?
C9 C8 C7 N6 -8.0(4) . . . . ?
C7 N6 C5 C26 -97.9(3) . . . . ?
Sn2 N6 C5 C26 88.7(2) . . . . ?
C7 N6 C5 C4 140.8(2) . . . . ?
Sn2 N6 C5 C4 -32.6(2) . . . . ?
Sn2 O3 C4 C5 -46.4(3) . . . . ?
N6 C5 C4 O3 51.3(3) . . . . ?
C26 C5 C4 O3 -68.3(3) . . . . ?
O3 Sn2 C20 C25 -10.8(2) . . . . ?
O1 Sn2 C20 C25 -174.2(2) . . . . ?
C14 Sn2 C20 C25 92.2(2) . . . . ?
N6 Sn2 C20 C25 -91.3(2) . . . . ?
O3 Sn2 C20 C21 168.8(2) . . . . ?
O1 Sn2 C20 C21 5.4(2) . . . . ?
C14 Sn2 C20 C21 -88.2(2) . . . . ?
N6 Sn2 C20 C21 88.3(2) . . . . ?
C25 C20 C21 C22 1.6(4) . . . . ?
Sn2 C20 C21 C22 -178.0(2) . . . . ?
C20 C21 C22 C23 -1.0(4) . . . . ?
C21 C22 C23 C24 -0.8(4) . . . . ?
C22 C23 C24 C25 2.1(4) . . . . ?
C23 C24 C25 C20 -1.5(4) . . . . ?
C21 C20 C25 C24 -0.3(4) . . . . ?
Sn2 C20 C25 C24 179.3(2) . . . . ?
O3 Sn2 C14 C15 38.5(2) . . . . ?
O1 Sn2 C14 C15 -161.4(2) . . . . ?
C20 Sn2 C14 C15 -65.6(2) . . . . ?
N6 Sn2 C14 C15 118.2(2) . . . . ?
O3 Sn2 C14 C19 -142.3(2) . . . . ?
O1 Sn2 C14 C19 17.8(2) . . . . ?
C20 Sn2 C14 C19 113.6(2) . . . . ?
N6 Sn2 C14 C19 -62.5(2) . . . . ?
C19 C14 C15 C16 -0.2(4) . . . . ?
Sn2 C14 C15 C16 179.0(2) . . . . ?
C14 C15 C16 C17 1.7(4) . . . . ?
C15 C16 C17 C18 -1.5(4) . . . . ?
C16 C17 C18 C19 -0.2(4) . . . . ?
C17 C18 C19 C14 1.7(4) . . . . ?
C15 C14 C19 C18 -1.5(4) . . . . ?
Sn2 C14 C19 C18 179.2(2) . . . . ?
N6 C5 C26 C27 61.7(3) . . . . ?
C4 C5 C26 C27 178.7(2) . . . . ?
