#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2005025.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_2005025
loop_
_publ_author_name
'Ng, S. W.'
'Kumar Das, V. G.'
_publ_section_title
;
 [3-(Diethylphosphono)propionato]triphenyltin
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1373
_journal_page_last               1375
_journal_volume                  52
_journal_year                    1996
_chemical_formula_moiety         '[Sn (C7 H14 O5 P) (C6 H5)3]'
_chemical_formula_sum            'C25 H29 O5 P Sn'
_chemical_formula_weight         559.14
_chemical_name_systematic
;
  (3-diethylphosphonopropionato)triphenyltin
;
_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'
_audit_creation_method           SHELXL
_cell_angle_alpha                90
_cell_angle_beta                 96.980(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.1700(10)
_cell_length_b                   16.1350(9)
_cell_length_c                   17.697(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    300
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      10.0
_cell_volume                     2599.0(4)
_computing_cell_refinement       'CAD-4 VAX/PC'
_computing_data_collection       'CAD-4 VAX/PC (Enraf-Nonius Delft, 1988)'
_computing_data_reduction
'NRCVAX (Gabe, Le Page, Charland, Lee & White, 1989)'
_computing_molecular_graphics
'PLUTON (Spek, 1994), ZORTEP (Zsolnai & Pritzkow, 1994)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      300
_diffrn_measurement_device       'Enraf-Nonius CAD4'
_diffrn_measurement_method       \w-2\q
_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  0.0213
_diffrn_reflns_av_sigmaI/netI    0.0397
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            4850
_diffrn_reflns_theta_max         24.96
_diffrn_reflns_theta_min         1.71
_diffrn_standards_decay_%        2.4
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.076
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_type   '\y-scans (North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.426
_refine_diff_density_min         -0.270
_refine_ls_extinction_coef       'not refined'
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.971
_refine_ls_goodness_of_fit_obs   1.060
_refine_ls_hydrogen_treatment    'U(H) = 1.5U~eq~(C)'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4546
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.971
_refine_ls_restrained_S_obs      1.060
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_obs          0.0355
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
'calc w = 1/[\s^2^(Fo^2^)+(0.0441P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_wR_factor_all         0.0827
_refine_ls_wR_factor_obs         0.0767
_reflns_number_observed          3360
_reflns_number_total             4546
_reflns_observed_criterion       >2sigma(I)
_[local]_cod_data_source_file    kh1075.cif
_[local]_cod_data_source_block   KH1075
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
_cod_original_cell_volume        2598.9(5)
_cod_database_code               2005025
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_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
Sn1 0.0462(2) 0.0440(2) 0.03517(14) 0.00090(10) -0.00080(10) 0.00130(10)
P1 0.0729(8) 0.0484(6) 0.0392(6) -0.0011(6) -0.0140(5) -0.0017(5)
O1 0.058(2) 0.051(2) 0.0380(10) 0.0100(10) 0.0000(10) 0.0060(10)
O2 0.077(2) 0.072(2) 0.047(2) 0.023(2) 0.004(2) 0.000(2)
O3 0.082(2) 0.059(2) 0.047(2) -0.004(2) -0.019(2) -0.0070(10)
O4 0.115(3) 0.062(2) 0.047(2) 0.023(2) -0.009(2) 0.000(2)
O5 0.088(3) 0.096(3) 0.084(2) -0.032(2) -0.007(2) -0.008(2)
C1 0.043(2) 0.050(2) 0.045(2) 0.005(2) 0.000(2) 0.005(2)
C2 0.059(3) 0.063(3) 0.053(2) -0.006(2) 0.002(2) -0.006(2)
C3 0.062(3) 0.084(4) 0.075(3) -0.017(3) -0.007(3) -0.002(3)
C4 0.043(3) 0.105(4) 0.095(4) 0.000(3) 0.007(3) 0.013(3)
C5 0.051(3) 0.122(5) 0.072(3) 0.019(3) 0.018(3) 0.000(3)
C6 0.048(2) 0.083(3) 0.058(3) 0.014(2) 0.005(2) -0.003(2)
C7 0.042(2) 0.063(3) 0.036(2) 0.002(2) 0.001(2) 0.004(2)
C8 0.085(4) 0.078(3) 0.068(3) 0.007(3) 0.028(3) 0.019(3)
C9 0.108(5) 0.129(5) 0.065(4) 0.020(4) 0.041(3) 0.034(4)
C10 0.097(4) 0.139(6) 0.049(3) 0.032(4) 0.020(3) -0.003(3)
C11 0.118(5) 0.093(4) 0.082(4) 0.013(4) 0.030(4) -0.024(3)
C12 0.090(4) 0.069(3) 0.065(3) -0.005(3) 0.027(3) -0.007(3)
C13 0.060(3) 0.042(2) 0.039(2) -0.004(2) -0.001(2) 0.004(2)
C14 0.081(4) 0.055(3) 0.076(3) 0.007(3) -0.011(3) -0.007(3)
C15 0.124(5) 0.051(3) 0.085(4) 0.003(3) 0.001(4) -0.011(3)
C16 0.130(6) 0.067(4) 0.080(4) -0.030(4) 0.008(4) -0.017(3)
C17 0.079(4) 0.106(5) 0.145(6) -0.032(4) 0.005(4) -0.039(4)
C18 0.065(3) 0.073(3) 0.124(5) -0.010(3) 0.002(3) -0.023(3)
C19 0.048(2) 0.047(2) 0.044(2) -0.002(2) 0.000(2) 0.001(2)
C20 0.087(4) 0.062(3) 0.045(2) 0.023(3) -0.006(2) 0.007(2)
C21 0.095(4) 0.051(3) 0.048(2) 0.007(2) -0.019(2) 0.003(2)
C22 0.111(5) 0.058(3) 0.079(4) 0.021(3) -0.003(3) 0.005(3)
C23 0.170(7) 0.110(5) 0.140(6) 0.060(5) 0.060(5) 0.039(5)
C24 0.138(7) 0.260(10) 0.134(7) -0.102(8) 0.045(6) -0.033(7)
C25 0.144(8) 0.230(10) 0.220(10) -0.056(8) 0.041(8) 0.017(9)
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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
Sn1 0.16084(3) 0.19838(2) 0.200310(10) 0.04220(10) Uani d . 1 Sn
P1 -0.13790(10) 0.41267(7) -0.13090(6) 0.0552(3) Uani d . 1 P
O1 0.0397(3) 0.2841(2) 0.12710(10) 0.0496(7) Uani d . 1 O
O2 0.1234(4) 0.2344(2) 0.0239(2) 0.0658(8) Uani d . 1 O
O3 -0.2114(3) 0.3914(2) -0.20600(10) 0.0649(8) Uani d . 1 O
O4 -0.2318(4) 0.4689(2) -0.0841(2) 0.0770(10) Uani d . 1 O
O5 0.0036(4) 0.4637(2) -0.1334(2) 0.0910(10) Uani d . 1 O
C1 0.3784(4) 0.2340(2) 0.1857(2) 0.0464(9) Uani d . 1 C
C2 0.4600(5) 0.2812(3) 0.2406(2) 0.0590(10) Uani d . 1 C
H2 0.4164(5) 0.3012(3) 0.2817(2) 0.088 Uiso calc R 1 H
C3 0.6074(5) 0.2992(3) 0.2351(3) 0.0750(10) Uani d . 1 C
H3 0.6619(5) 0.3304(3) 0.2727(3) 0.113 Uiso calc R 1 H
C4 0.6710(5) 0.2708(4) 0.1740(3) 0.081(2) Uani d . 1 C
H4 0.7687(5) 0.2832(4) 0.1698(3) 0.122 Uiso calc R 1 H
C5 0.5914(5) 0.2242(4) 0.1193(3) 0.080(2) Uani d . 1 C
H5 0.6352(5) 0.2049(4) 0.0780(3) 0.121 Uiso calc R 1 H
C6 0.4460(5) 0.2057(3) 0.1251(2) 0.0630(10) Uani d . 1 C
H6 0.3929(5) 0.1737(3) 0.0876(2) 0.095 Uiso calc R 1 H
C7 0.0664(4) 0.2537(3) 0.2923(2) 0.0470(10) Uani d . 1 C
C8 -0.0011(6) 0.2072(3) 0.3434(3) 0.0750(10) Uani d . 1 C
H8 -0.0024(6) 0.1498(3) 0.3392(3) 0.113 Uiso calc R 1 H
C9 -0.0675(7) 0.2453(5) 0.4014(3) 0.098(2) Uani d . 1 C
H9 -0.1136(7) 0.2131(5) 0.4351(3) 0.147 Uiso calc R 1 H
C10 -0.0649(7) 0.3283(5) 0.4086(3) 0.094(2) Uani d . 1 C
H10 -0.1087(7) 0.3536(5) 0.4473(3) 0.141 Uiso calc R 1 H
C11 0.0004(7) 0.3740(4) 0.3601(3) 0.096(2) Uani d . 1 C
H11 0.0020(7) 0.4314(4) 0.3655(3) 0.144 Uiso calc R 1 H
C12 0.0663(6) 0.3381(3) 0.3015(3) 0.0730(10) Uani d . 1 C
H12 0.1107(6) 0.3716(3) 0.2681(3) 0.110 Uiso calc R 1 H
C13 0.0673(5) 0.0870(2) 0.1526(2) 0.0475(9) Uani d . 1 C
C14 0.1499(6) 0.0193(3) 0.1404(3) 0.0720(10) Uani d . 1 C
H14 0.2505(6) 0.0206(3) 0.1558(3) 0.109 Uiso calc R 1 H
C15 0.0879(8) -0.0513(3) 0.1057(3) 0.088(2) Uani d . 1 C
H15 0.1475(8) -0.0961(3) 0.0970(3) 0.131 Uiso calc R 1 H
C16 -0.0568(8) -0.0558(4) 0.0845(3) 0.093(2) Uani d . 1 C
H16 -0.0985(8) -0.1038(4) 0.0622(3) 0.139 Uiso calc R 1 H
C17 -0.1422(7) 0.0108(4) 0.0959(4) 0.110(2) Uani d . 1 C
H17 -0.2431(7) 0.0085(4) 0.0814(4) 0.166 Uiso calc R 1 H
C18 -0.0791(6) 0.0825(3) 0.1294(3) 0.088(2) Uani d . 1 C
H18 -0.1383(6) 0.1281(3) 0.1361(3) 0.132 Uiso calc R 1 H
C19 0.0464(4) 0.2814(2) 0.0541(2) 0.0470(10) Uani d . 1 C
C20 -0.0480(6) 0.3472(3) 0.0111(2) 0.0660(10) Uani d . 1 C
H20A -0.1352(6) 0.3557(3) 0.0361(2) 0.099 Uiso calc R 1 H
H20B 0.0062(6) 0.3989(3) 0.0135(2) 0.099 Uiso calc R 1 H
C21 -0.0937(6) 0.3261(3) -0.0700(2) 0.0670(10) Uani d . 1 C
H21A -0.1788(6) 0.2900(3) -0.0727(2) 0.100 Uiso calc R 1 H
H21B -0.0150(6) 0.2951(3) -0.0889(2) 0.100 Uiso calc R 1 H
C22 -0.3099(7) 0.5398(3) -0.1188(3) 0.084(2) Uani d . 1 C
H22A -0.2408(7) 0.5804(3) -0.1337(3) 0.126 Uiso calc R 1 H
H22B -0.3737(7) 0.5227(3) -0.1639(3) 0.126 Uiso calc R 1 H
C23 -0.3957(9) 0.5754(4) -0.0640(4) 0.137(3) Uani d . 1 C
H23A -0.4483(9) 0.6227(4) -0.0860(4) 0.205 Uiso calc R 1 H
H23B -0.3317(9) 0.5922(4) -0.0197(4) 0.205 Uiso calc R 1 H
H23C -0.4642(9) 0.5349(4) -0.0498(4) 0.205 Uiso calc R 1 H
C24 0.1010(10) 0.4504(7) -0.1906(5) 0.176(4) Uani d . 1 C
H24A 0.1250(10) 0.3919(7) -0.1911(5) 0.264 Uiso calc R 1 H
H24B 0.0470(10) 0.4637(7) -0.2399(5) 0.264 Uiso calc R 1 H
C25 0.2250(10) 0.4932(7) -0.1828(6) 0.196(4) Uani d . 1 C
H25A 0.2810(10) 0.4796(7) -0.2236(6) 0.295 Uiso calc R 1 H
H25B 0.2810(10) 0.4795(7) -0.1350(6) 0.295 Uiso calc R 1 H
H25C 0.2040(10) 0.5515(7) -0.1841(6) 0.295 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Sn1 C1 . . 100.40(10) yes
O1 Sn1 C7 . . 87.90(10) yes
O1 Sn1 C13 . . 98.80(10) ?
O1 Sn1 O3 . 4_666 174.10(10) yes
O3 Sn1 C1 4_666 . 82.00(10) yes
O3 Sn1 C7 4_666 . 86.20(10) yes
O3 Sn1 C13 4_666 . 84.50(10) yes
C1 Sn1 C13 . . 121.4(2) yes
C1 Sn1 C7 . . 117.1(2) yes
C13 Sn1 C7 . . 118.5(2) yes
O3 P1 O4 . . 113.5(2) no
O3 P1 O5 . . 113.5(2) no
O5 P1 O4 . . 103.0(2) no
O3 P1 C21 . . 114.4(2) no
O4 P1 C21 . . 103.5(2) no
O5 P1 C21 . . 107.8(2) no
C19 O1 Sn1 . . 120.1(2) no
C22 O4 P1 . . 120.8(3) no
C24 O5 P1 . . 122.2(4) no
C6 C1 C2 . . 118.3(4) no
C6 C1 Sn1 . . 121.5(3) no
C2 C1 Sn1 . . 120.0(3) no
C1 C2 C3 . . 120.8(4) no
C2 C3 C4 . . 119.6(5) no
C3 C4 C5 . . 120.1(5) no
C4 C5 C6 . . 120.3(5) no
C1 C6 C5 . . 120.9(4) no
C12 C7 C8 . . 117.1(4) no
C12 C7 Sn1 . . 120.8(3) no
C8 C7 Sn1 . . 122.0(3) no
C7 C8 C9 . . 120.9(5) no
C8 C9 C10 . . 120.2(5) no
C9 C10 C11 . . 119.7(6) no
C10 C11 C12 . . 121.5(6) no
C7 C12 C11 . . 120.6(5) no
C18 C13 C14 . . 117.3(4) no
C18 C13 Sn1 . . 120.1(3) no
C14 C13 Sn1 . . 122.4(3) no
C13 C14 C15 . . 121.6(5) no
C14 C15 C16 . . 120.6(5) no
C15 C16 C17 . . 119.1(5) no
C16 C17 C18 . . 120.2(6) no
C13 C18 C17 . . 121.1(5) no
O2 C19 O1 . . 124.3(4) no
O2 C19 C20 . . 123.2(4) no
O1 C19 C20 . . 112.4(4) no
C21 C20 C19 . . 113.7(4) no
C20 C21 P1 . . 114.9(3) no
C23 C22 O4 . . 108.2(5) no
C25 C24 O5 . . 116.4(8) 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
Sn1 O1 . 2.116(2) yes
Sn1 O3 4_666 2.397(3) yes
Sn1 C1 . 2.122(4) yes
Sn1 C7 . 2.131(4) yes
Sn1 C13 . 2.123(4) yes
P1 O3 . 1.457(3) no
P1 O4 . 1.557(3) no
P1 O5 . 1.541(4) no
P1 C21 . 1.781(4) no
O1 C19 . 1.301(4) no
O2 C19 . 1.204(5) no
O4 C22 . 1.447(5) no
O5 C24 . 1.444(8) no
C1 C6 . 1.380(6) no
C1 C2 . 1.381(5) no
C2 C3 . 1.397(6) no
C3 C4 . 1.368(7) no
C4 C5 . 1.365(7) no
C5 C6 . 1.383(6) no
C7 C12 . 1.372(6) no
C7 C8 . 1.377(6) no
C8 C9 . 1.397(7) no
C9 C10 . 1.346(8) no
C10 C11 . 1.328(8) no
C11 C12 . 1.389(6) no
C13 C18 . 1.357(6) no
C13 C14 . 1.360(6) no
C14 C15 . 1.384(6) no
C15 C16 . 1.336(8) no
C16 C17 . 1.359(8) no
C17 C18 . 1.393(7) no
C19 C20 . 1.516(6) no
C20 C21 . 1.484(6) no
C22 C23 . 1.440(8) no
C24 C25 . 1.330(10) no