#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006642.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_2006642
loop_
_publ_author_name
'Tahir, M. N.'
'\"Ulk\"u, D.'
'Ali, S.'
'Masood, T.'
'Danish, M.'
'Mazhar, M.'
_publ_section_title
;
 (Ketoprofenato)trimethyltin(IV)
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1574
_journal_page_last               1576
_journal_volume                  53
_journal_year                    1997
_chemical_formula_iupac          '[Sn (C H3)3 (C16 H13 O3)]'
_chemical_formula_moiety         'C19 H22 O3 Sn'
_chemical_formula_sum            'C19 H22 O3 Sn'
_chemical_formula_weight         417.075
_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_type_scat_source           IntTabIV
_cell_angle_alpha                90.00
_cell_angle_beta                 98.944(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.4924(2)
_cell_length_b                   9.8064(2)
_cell_length_c                   30.4234(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      17.89
_cell_measurement_theta_min      10.06
_cell_volume                     3681.72(11)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       '\w/2\q scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.011
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            3615
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.38
_diffrn_standards_decay_%        'variation +-1.1%'
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.402
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.833
_exptl_absorpt_correction_type   'empirical via \y scans (MolEN: Fair, 1990)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.5048
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.69
_refine_diff_density_min         -0.44
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.17
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2659
_refine_ls_R_factor_obs          0.029
_refine_ls_shift/esd_max         0.002
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      'w = [1/\s(F)^2^]'
_refine_ls_wR_factor_obs         0.046
_reflns_number_observed          2659
_reflns_number_total             3442
_reflns_observed_criterion       I>3\s(I)
_[local]_cod_data_source_file    bm1153.cif
_[local]_cod_data_source_block   ME3SNLK
_cod_original_cell_volume        3681.5(2)
_cod_database_code               2006642
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,y,-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
-x+1/2,-y+1/2,-z
x+1/2,-y+1/2,z+1/2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
_atom_site_aniso_type_symbol
Sn 0.04130(10) 0.03210(10) 0.0476(2) -0.00190(10) 0.01040(10) -0.00360(10) Sn
O1 0.057(2) 0.033(2) 0.057(2) 0.0020(10) 0.0170(10) 0.0000(10) O
O2 0.072(2) 0.041(2) 0.052(2) -0.010(2) 0.020(2) -0.003(2) O
O3 0.057(2) 0.036(2) 0.186(5) 0.004(2) -0.002(3) -0.011(3) O
C1 0.043(2) 0.037(2) 0.047(3) 0.001(2) 0.003(2) 0.000(2) C
C2 0.050(2) 0.037(2) 0.055(3) -0.004(2) 0.002(2) 0.001(2) C
C3 0.048(2) 0.066(3) 0.061(3) 0.002(3) 0.012(2) 0.016(3) C
C4 0.049(2) 0.035(2) 0.042(2) 0.000(2) 0.011(2) 0.004(2) C
C5 0.052(2) 0.037(2) 0.049(3) -0.005(2) 0.012(2) 0.005(2) C
C6 0.062(3) 0.034(2) 0.065(3) 0.003(2) 0.017(2) 0.016(2) C
C7 0.052(2) 0.042(2) 0.058(3) 0.008(2) 0.012(2) 0.012(2) C
C8 0.046(2) 0.036(2) 0.050(3) 0.004(2) 0.011(2) 0.001(2) C
C9 0.051(2) 0.030(2) 0.056(3) 0.003(2) 0.010(2) 0.006(2) C
C10 0.049(3) 0.037(2) 0.083(4) 0.004(2) 0.010(3) -0.002(3) C
C11 0.044(2) 0.043(2) 0.059(3) -0.001(2) 0.010(2) 0.000(2) C
C12 0.055(3) 0.047(3) 0.066(3) 0.004(2) 0.008(2) -0.001(3) C
C13 0.056(3) 0.051(3) 0.130(6) 0.013(3) 0.014(3) 0.015(3) C
C14 0.057(3) 0.089(4) 0.118(5) -0.006(3) -0.021(3) 0.054(4) C
C15 0.085(4) 0.111(5) 0.052(3) -0.026(4) -0.015(3) 0.022(3) C
C16 0.069(3) 0.077(4) 0.062(3) -0.012(3) 0.019(3) -0.010(3) C
C17 0.048(3) 0.068(4) 0.089(4) -0.004(3) 0.004(3) 0.013(3) C
C18 0.092(3) 0.040(3) 0.067(3) 0.000(3) 0.037(2) -0.007(2) C
C19 0.046(2) 0.048(3) 0.044(3) -0.003(2) 0.007(2) 0.002(2) C
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_type_symbol
Sn 0.28595(2) 0.13936(3) 0.231080(10) 0.04000(10) Uani Sn
O1 0.3201(3) 0.2915(3) 0.18270(10) 0.0481(12) Uani O
O2 0.2523(3) 0.4523(4) 0.22120(10) 0.0539(12) Uani O
O3 -0.0315(4) 0.3205(4) 0.0744(2) 0.0952(19) Uani O
C1 0.2973(4) 0.4161(5) 0.1890(2) 0.0428(14) Uani C
C2 0.3278(4) 0.5202(5) 0.1566(2) 0.0480(14) Uani C
C3 0.4100(4) 0.4692(6) 0.1287(2) 0.0580(16) Uani C
C4 0.2258(4) 0.5720(5) 0.1268(2) 0.0416(12) Uani C
C5 0.2226(4) 0.7052(5) 0.1111(2) 0.0456(14) Uani C
C6 0.1318(4) 0.7551(5) 0.0846(2) 0.0529(16) Uani C
C7 0.0429(4) 0.6734(5) 0.0726(2) 0.0503(14) Uani C
C8 0.0447(4) 0.5390(5) 0.0867(2) 0.0436(14) Uani C
C9 0.1364(4) 0.4901(5) 0.1141(2) 0.0455(14) Uani C
C10 -0.0461(4) 0.4434(5) 0.0720(2) 0.0564(18) Uani C
C11 -0.1552(4) 0.4973(5) 0.0519(2) 0.0485(14) Uani C
C12 -0.2040(4) 0.6016(6) 0.0721(2) 0.0561(17) Uani C
C13 -0.3073(5) 0.6423(6) 0.0537(3) 0.079(2) Uani C
C14 -0.3591(5) 0.5815(7) 0.0156(3) 0.092(2) Uani C
C15 -0.3101(6) 0.4794(8) -0.0042(2) 0.085(2) Uani C
C16 -0.2090(5) 0.4357(7) 0.0145(2) 0.0684(19) Uani C
C17 0.1162(4) 0.1607(7) 0.2154(2) 0.069(2) Uani C
C18 0.3587(5) -0.0130(5) 0.1969(2) 0.0637(17) Uani C
C19 0.3829(4) 0.2302(5) 0.2866(2) 0.0460(16) Uani C
H2 0.356 0.596 0.173 0.0621 Uiso H
H5 0.284 0.762 0.119 0.0570 Uiso H
H6 0.130 0.847 0.075 0.0684 Uiso H
H7 -0.020 0.708 0.054 0.0608 Uiso H
H9 0.138 0.398 0.124 0.0570 Uiso H
H12 -0.167 0.642 0.099 0.0760 Uiso H
H13 -0.341 0.714 0.067 0.1013 Uiso H
H14 -0.429 0.613 0.003 0.1191 Uiso H
H15 -0.348 0.437 -0.030 0.1127 Uiso H
H16 -0.175 0.362 0.002 0.0874 Uiso H
H31 0.432 0.544 0.108 0.0798 Uiso H
H32 0.475 0.419 0.151 0.0798 Uiso H
H33 0.372 0.404 0.103 0.0798 Uiso H
H171 0.084 0.072 0.217 0.0861 Uiso H
H172 0.103 0.197 0.190 0.0861 Uiso H
H173 0.085 0.231 0.231 0.0861 Uiso H
H181 0.381 -0.065 0.215 0.0798 Uiso H
H182 0.306 -0.058 0.174 0.0798 Uiso H
H183 0.411 0.020 0.184 0.0798 Uiso H
H191 0.415 0.163 0.306 0.0570 Uiso H
H192 0.428 0.271 0.275 0.0570 Uiso H
H193 0.341 0.295 0.304 0.0570 Uiso H
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
O1 Sn O2 . 6_545 174.00(10) yes
O1 Sn C17 . . 94.2(2) yes
O1 Sn C18 . . 90.4(2) yes
O1 Sn C19 . . 95.9(2) yes
O2 Sn C17 6_545 . 85.8(2) yes
O2 Sn C18 6_545 . 84.2(2) yes
O2 Sn C19 6_545 . 89.0(2) yes
C17 Sn C18 . . 117.0(2) yes
C17 Sn C19 . . 124.7(2) yes
C18 Sn C19 . . 117.1(2) yes
Sn O1 C1 . . 118.8(3) yes
Sn O2 C1 6_555 . 146.5(3) yes
O1 C1 O2 . . 121.8(5) no
O1 C1 C2 . . 117.7(4) no
O2 C1 C2 . . 120.5(4) no
C1 C2 C3 . . 113.8(4) no
C1 C2 C4 . . 109.9(4) no
C1 C2 H2 . . 107.1 no
C3 C2 C4 . . 110.6(4) no
C3 C2 H2 . . 109.8 no
C4 C2 H2 . . 105.3 no
C2 C3 H31 . . 112.3 no
C2 C3 H32 . . 108.6 no
C2 C3 H33 . . 110.5 no
H31 C3 H32 . . 116.7 no
H31 C3 H33 . . 95.2 no
H32 C3 H33 . . 113.0 no
C2 C4 C5 . . 119.5(4) no
C2 C4 C9 . . 122.3(4) no
C5 C4 C9 . . 118.2(4) no
C4 C5 C6 . . 120.9(4) no
C4 C5 H5 . . 119.1 no
C6 C5 H5 . . 120.0 no
C5 C6 C7 . . 120.5(5) no
C5 C6 H6 . . 119.9 no
C7 C6 H6 . . 119.6 no
C6 C7 C8 . . 119.9(4) no
C6 C7 H7 . . 120.4 no
C8 C7 H7 . . 119.7 no
C7 C8 C9 . . 119.1(4) no
C7 C8 C10 . . 122.1(4) no
C9 C8 C10 . . 118.8(4) no
C4 C9 C8 . . 121.4(4) no
C4 C9 H9 . . 119.1 no
C8 C9 H9 . . 119.5 no
O3 C10 C8 . . 120.4(5) no
O3 C10 C11 . . 119.4(5) no
C8 C10 C11 . . 120.2(4) no
C10 C11 C12 . . 120.9(5) no
C10 C11 C16 . . 118.8(5) no
C12 C11 C16 . . 120.1(5) no
C11 C12 C13 . . 118.8(5) no
C11 C12 H12 . . 119.9 no
C13 C12 H12 . . 121.3 no
C12 C13 C14 . . 120.3(6) no
C12 C13 H13 . . 119.3 no
C14 C13 H13 . . 120.4 no
C13 C14 C15 . . 120.4(6) no
C13 C14 H14 . . 119.1 no
C15 C14 H14 . . 120.4 no
C14 C15 C16 . . 119.7(6) no
C14 C15 H15 . . 119.5 no
C16 C15 H15 . . 120.8 no
C11 C16 C15 . . 120.6(6) no
C11 C16 H16 . . 119.0 no
C15 C16 H16 . . 120.4 no
Sn C17 H171 . . 108.6 no
Sn C17 H172 . . 106.9 no
Sn C17 H173 . . 115.5 no
H171 C17 H172 . . 112.9 no
H171 C17 H173 . . 115.5 no
H172 C17 H173 . . 96.8 no
Sn C18 H181 . . 104.8 no
Sn C18 H182 . . 111.7 no
Sn C18 H183 . . 111.5 no
H181 C18 H182 . . 109.3 no
H181 C18 H183 . . 110.2 no
H182 C18 H183 . . 109.3 no
Sn C19 H191 . . 109.7 no
Sn C19 H192 . . 101.5 no
Sn C19 H193 . . 114.0 no
H191 C19 H192 . . 111.3 no
H191 C19 H193 . . 108.2 no
H192 C19 H193 . . 112.1 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
Sn O1 . 2.184(3) yes
Sn O2 6_545 2.433(4) yes
Sn C17 . 2.110(5) yes
Sn C18 . 2.106(6) yes
Sn C19 . 2.116(5) yes
O1 C1 . 1.276(6) yes
O2 C1 . 1.255(6) yes
O3 C10 . 1.219(6) no
C1 C2 . 1.508(7) no
C2 C3 . 1.515(8) no
C2 C4 . 1.531(6) no
C2 H2 . 0.939 no
C3 H31 . 1.043 no
C3 H32 . 1.085 no
C3 H33 . 1.063 no
C4 C5 . 1.389(7) no
C4 C9 . 1.381(6) no
C5 C6 . 1.376(7) no
C5 H5 . 0.95 no
C6 C7 . 1.373(7) no
C6 H6 . 0.95 no
C7 C8 . 1.386(7) no
C7 H7 . 0.95 no
C8 C9 . 1.392(6) no
C8 C10 . 1.487(7) no
C9 H9 . 0.95 no
C10 C11 . 1.500(7) no
C11 C12 . 1.383(8) no
C11 C16 . 1.367(8) no
C12 C13 . 1.384(8) no
C12 H12 . 0.95 no
C13 C14 . 1.370(10) no
C13 H13 . 0.95 no
C14 C15 . 1.360(10) no
C14 H14 . 0.95 no
C15 C16 . 1.371(9) no
C15 H15 . 0.95 no
C16 H16 . 0.95 no
C17 H171 . 0.965 no
C17 H172 . 0.845 no
C17 H173 . 0.947 no
C18 H181 . 0.761 no
C18 H182 . 0.974 no
C18 H183 . 0.873 no
C19 H191 . 0.928 no
C19 H192 . 0.825 no
C19 H193 . 1.028 no
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
O2 Sn O1 C1 157.3(1.1) no
C17 Sn O1 C1 67.4(4) no
C18 Sn O1 C1 -175.5(4) no
C19 Sn O1 C1 -58.2(4) no
O1 Sn C17 H171 142.06 no
O1 Sn C17 H172 19.99 no
O1 Sn C17 H173 -86.40 no
O2 Sn C17 H171 -31.91 no
O2 Sn C17 H172 -153.99 no
O2 Sn C17 H173 99.63 no
C18 Sn C17 H171 49.44 no
C18 Sn C17 H172 -72.64 no
C18 Sn C17 H173 -179.02 no
C19 Sn C17 H171 -117.73 no
C19 Sn C17 H172 120.19 no
C19 Sn C17 H173 13.81 no
O1 Sn C18 H181 151.08 no
O1 Sn C18 H182 -90.69 no
O1 Sn C18 H183 31.94 no
O2 Sn C18 H181 -31.68 no
O2 Sn C18 H182 86.56 no
O2 Sn C18 H183 -150.82 no
C17 Sn C18 H181 -113.95 no
C17 Sn C18 H182 4.28 no
C17 Sn C18 H183 126.91 no
C19 Sn C18 H181 54.22 no
C19 Sn C18 H182 172.45 no
C19 Sn C18 H183 -64.92 no
O1 Sn C19 H191 -144.72 no
O1 Sn C19 H192 -26.90 no
O1 Sn C19 H193 93.83 no
O2 Sn C19 H191 31.80 no
O2 Sn C19 H192 149.62 no
O2 Sn C19 H193 -89.65 no
C17 Sn C19 H191 115.95 no
C17 Sn C19 H192 -126.23 no
C17 Sn C19 H193 -5.50 no
C18 Sn C19 H191 -51.21 no
C18 Sn C19 H192 66.61 no
C18 Sn C19 H193 -172.66 no
Sn O1 C1 C2 176.4(3) no
O1 C1 C2 C3 -16.8(6) no
O1 C1 C2 C4 107.8(5) no
O1 C1 C2 H2 -138.30 no
C1 C2 C3 H31 -177.84 no
C1 C2 C3 H32 -47.25 no
C1 C2 C3 H33 77.18 no
C4 C2 C3 H31 57.89 no
C4 C2 C3 H32 -171.52 no
C4 C2 C3 H33 -47.09 no
H2 C2 C3 H31 -57.87 no
H2 C2 C3 H32 72.72 no
H2 C2 C3 H33 -162.85 no
C1 C2 C4 C5 148.3(4) no
C1 C2 C4 C9 -32.7(6) no
C3 C2 C4 C5 -85.2(6) no
C3 C2 C4 C9 93.8(6) no
H2 C2 C4 C5 33.31 no
H2 C2 C4 C9 -147.68 no
C2 C4 C5 C6 -179.4(5) no
C2 C4 C5 H5 0.88 no
C9 C4 C5 C6 1.5(7) no
C9 C4 C5 H5 -178.18 no
C2 C4 C9 C8 -179.7(5) no
C2 C4 C9 H9 0.12 no
C5 C4 C9 C8 -0.7(7) no
C5 C4 C9 H9 179.15 no
C4 C5 C6 C7 -0.8(8) no
C4 C5 C6 H6 178.68 no
H5 C5 C6 C7 178.94 no
H5 C5 C6 H6 -1.63 no
C5 C6 C7 C8 -0.9(8) no
C5 C6 C7 H7 179.76 no
H6 C6 C7 C8 179.65 no
H6 C6 C7 H7 0.33 no
C6 C7 C8 C9 1.8(8) no
C6 C7 C8 C10 -175.4(5) no
H7 C7 C8 C9 -178.92 no
H7 C7 C8 C10 3.95 no
C7 C8 C9 C4 -1.0(7) no
C7 C8 C9 H9 179.24 no
C10 C8 C9 C4 176.3(5) no
C10 C8 C9 H9 -3.54 no
C7 C8 C10 O3 159.6(6) no
C7 C8 C10 C11 -17.2(8) no
C9 C8 C10 O3 -17.5(8) no
C9 C8 C10 C11 165.6(5) no
O3 C10 C11 C12 134.6(6) no
O3 C10 C11 C16 -41.4(8) no
C8 C10 C11 C12 -48.6(8) no
C8 C10 C11 C16 135.5(6) no
C10 C11 C12 C13 -176.2(5) no
C10 C11 C12 H12 2.30 no
C16 C11 C12 C13 -0.4(9) no
C16 C11 C12 H12 178.15 no
C10 C11 C16 C15 178.2(6) no
C10 C11 C16 H16 -2.02 no
C12 C11 C16 C15 2.2(9) no
C12 C11 C16 H16 -177.96 no
C11 C12 C13 C14 -1.1(9) no
C11 C12 C13 H13 179.93 no
H12 C12 C13 C14 -179.61 no
H12 C12 C13 H13 1.44 no
C12 C13 C14 C15 0.75(1.06) no
C12 C13 C14 H14 -177.67 no
H13 C13 C14 C15 179.69 no
H13 C13 C14 H14 1.28 no
C13 C14 C15 C16 1.11(1.09) no
C13 C14 C15 H15 178.66 no
H14 C14 C15 C16 179.49 no
H14 C14 C15 H15 -2.95 no
C14 C15 C16 C11 -2.60(1.03) no
C14 C15 C16 H16 177.59 no
H15 C15 C16 C11 179.88 no
H15 C15 C16 H16 0.07 no