#------------------------------------------------------------------------------
#$Date: 2010-01-30 14:59:17 +0100 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012676.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_2012676
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o280
_journal_page_last  o281
_publ_section_title
;
5,5-Dimethyl-2-[6-methyl-2-(methylsulfanyl)pyrimidin-4-yloxy]-
1,3,2-dioxaphosphorinane-2-thione
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
_[local]_cod_cif_authors_sg_Hall -P_2ybc
loop_
_publ_author_name
  'Pop, Mihaela'
  'Borodi, Gheorghe'
  'Goubitz, Kees'
  "Peschar, Ren\'e"
  'Fraanje, Jan'
  'Fenesan, Ioan'
  'Schenk, Henk'
_chemical_formula_moiety  'C11 H17 N2 O3 P S2'
_chemical_formula_sum  'C11 H17 N2 O3 P S2'
_chemical_formula_weight  320.36
_symmetry_cell_setting  'monoclinic'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  9.900(2)
_cell_length_b  9.330(2)
_cell_length_c  17.010(3)
_cell_angle_alpha  90
_cell_angle_beta  90.23(2)
_cell_angle_gamma  90
_cell_volume  1571.2(5)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.354
_diffrn_ambient_temperature  293
loop_
_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
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  S1 0.50695(10) 0.27240(12) 0.02876(5) 0.0789(3) Uani d . 1 . . S
  S2 1.15227(8) 0.29194(7) -0.12452(5) 0.0601(3) Uani d . 1 . . S
  P1 0.63259(6) 0.20343(6) 0.10651(3) 0.0426(2) Uani d . 1 . . P
  O1 0.59314(19) 0.05838(18) 0.13681(10) 0.0499(5) Uani d . 1 . . O
  O2 0.6484(2) 0.29258(17) 0.18254(10) 0.0525(5) Uani d . 1 . . O
  O3 0.79901(19) 0.1961(2) 0.08193(10) 0.0506(5) Uani d . 1 . . O
  N1 0.9551(2) 0.2350(2) -0.01586(11) 0.0413(4) Uani d . 1 . . N
  N2 0.9768(2) 0.0878(2) -0.12732(11) 0.0443(5) Uani d . 1 . . N
  C1 0.6699(3) 0.0057(3) 0.20605(15) 0.0514(6) Uani d . 1 . . C
  H11 0.6356 -0.0879 0.2206 0.062 Uiso calc R 1 . . H
  H12 0.7639 -0.0057 0.1915 0.062 Uiso calc R 1 . . H
  C2 0.6620(3) 0.1019(3) 0.27525(13) 0.0439(5) Uani d . 1 . . C
  C3 0.7234(3) 0.2374(3) 0.25065(15) 0.0519(6) Uani d . 1 . . C
  H31 0.8172 0.2221 0.2368 0.062 Uiso calc R 1 . . H
  H32 0.7201 0.3062 0.2934 0.062 Uiso calc R 1 . . H
  C4 0.8506(2) 0.1555(3) 0.00940(13) 0.0405(5) Uani d . 1 . . C
  C5 0.8019(3) 0.0422(3) -0.02909(15) 0.0467(6) Uani d . 1 . . C
  H5 0.7287 -0.0111 -0.0112 0.056 Uiso calc R 1 . . H
  C6 0.8707(2) 0.0101(3) -0.09910(14) 0.0446(5) Uani d . 1 . . C
  C7 1.0128(2) 0.1962(2) -0.08401(13) 0.0411(5) Uani d . 1 . . C
  C8 0.5069(3) 0.1200(3) 0.30306(17) 0.0566(7) Uani d . 1 . . C
  H81 0.5027 0.1871 0.3458 0.085 Uiso calc R 1 . . H
  H82 0.4724 0.0290 0.3200 0.085 Uiso calc R 1 . . H
  H83 0.4534 0.1549 0.2599 0.085 Uiso calc R 1 . . H
  C9 0.7536(4) 0.0437(4) 0.3418(2) 0.0765(10) Uani d . 1 . . C
  H91 0.8444 0.0344 0.3229 0.115 Uiso calc R 1 . . H
  H92 0.7210 -0.0483 0.3585 0.115 Uiso calc R 1 . . H
  H93 0.7522 0.1090 0.3854 0.115 Uiso calc R 1 . . H
  C10 0.8316(3) -0.1128(4) -0.1458(2) 0.0676(8) Uani d . 1 . . C
  H101 0.8286 -0.0862 -0.2004 0.101 Uiso calc R 1 . . H
  H102 0.7439 -0.1452 -0.1297 0.101 Uiso calc R 1 . . H
  H103 0.8962 -0.1883 -0.1385 0.101 Uiso calc R 1 . . H
  C11 1.1717(4) 0.4290(3) -0.0566(2) 0.0749(10) Uani d . 1 . . C
  H111 1.0992 0.4966 -0.0626 0.112 Uiso calc R 1 . . H
  H112 1.2563 0.4766 -0.0653 0.112 Uiso calc R 1 . . H
  H113 1.1703 0.3899 -0.0044 0.112 Uiso calc R 1 . . H
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
  S1 0.0765(6) 0.1059(7) 0.0545(4) 0.0255(5) 0.0013(4) 0.0224(4)
  S2 0.0704(5) 0.0480(4) 0.0623(4) -0.0066(3) 0.0303(4) -0.0028(3)
  P1 0.0525(4) 0.0401(3) 0.0352(3) -0.0003(2) 0.0082(2) 0.0018(2)
  O1 0.0707(12) 0.0371(8) 0.0420(9) -0.0136(8) 0.0056(8) -0.0069(7)
  O2 0.0845(13) 0.0286(8) 0.0445(9) -0.0027(8) 0.0128(9) -0.0006(6)
  O3 0.0556(10) 0.0607(11) 0.0356(8) -0.0061(8) 0.0103(7) -0.0027(7)
  N1 0.0487(11) 0.0373(9) 0.0380(10) 0.0036(8) 0.0064(8) 0.0028(7)
  N2 0.0496(11) 0.0435(10) 0.0399(10) 0.0053(8) 0.0018(8) 0.0001(8)
  C1 0.0703(17) 0.0319(11) 0.0519(14) 0.0010(11) 0.0079(12) 0.0001(10)
  C2 0.0549(14) 0.0396(11) 0.0371(11) -0.0041(10) 0.0012(10) 0.0025(9)
  C3 0.0669(16) 0.0429(13) 0.0459(13) -0.0167(12) 0.0012(12) -0.0056(10)
  C4 0.0442(12) 0.0432(11) 0.0340(10) 0.0054(9) 0.0017(9) 0.0048(9)
  C5 0.0492(13) 0.0478(13) 0.0432(12) -0.0039(10) 0.0034(10) 0.0045(10)
  C6 0.0478(13) 0.0449(12) 0.0410(11) 0.0027(10) -0.0049(10) -0.0004(10)
  C7 0.0480(12) 0.0363(11) 0.0391(11) 0.0070(9) 0.0034(9) 0.0051(9)
  C8 0.0670(17) 0.0551(15) 0.0479(14) -0.0059(13) 0.0168(12) 0.0008(11)
  C9 0.094(2) 0.077(2) 0.0583(17) 0.0038(19) -0.0166(17) 0.0156(16)
  C10 0.0710(19) 0.0692(19) 0.0625(17) -0.0128(15) -0.0033(15) -0.0192(15)
  C11 0.083(2) 0.0472(15) 0.095(2) -0.0125(15) 0.0310(19) -0.0128(16)
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
  S1 P1 . 1.9227(10) ?
  S2 C11 . 1.734(3) ?
  S2 C7 . 1.785(3) ?
  P1 O1 . 1.5004(18) ?
  P1 O2 . 1.5452(18) ?
  P1 O3 . 1.7028(19) ?
  O1 C1 . 1.483(3) ?
  O2 C3 . 1.467(3) ?
  O3 C4 . 1.390(3) ?
  N1 C7 . 1.344(3) ?
  N1 C4 . 1.344(3) ?
  N2 C7 . 1.300(3) ?
  N2 C6 . 1.365(3) ?
  C1 C2 . 1.482(3) ?
  C1 H11 . 0.9700 ?
  C1 H12 . 0.9700 ?
  C2 C3 . 1.465(3) ?
  C2 C9 . 1.546(4) ?
  C2 C8 . 1.617(4) ?
  C3 H31 . 0.9700 ?
  C3 H32 . 0.9700 ?
  C4 C5 . 1.333(4) ?
  C5 C6 . 1.407(3) ?
  C5 H5 . 0.9300 ?
  C6 C10 . 1.447(4) ?
  C8 H81 . 0.9600 ?
  C8 H82 . 0.9600 ?
  C8 H83 . 0.9600 ?
  C9 H91 . 0.9600 ?
  C9 H92 . 0.9600 ?
  C9 H93 . 0.9600 ?
  C10 H101 . 0.9600 ?
  C10 H102 . 0.9600 ?
  C10 H103 . 0.9600 ?
  C11 H111 . 0.9600 ?
  C11 H112 . 0.9600 ?
  C11 H113 . 0.9600 ?
_cod_database_code 2012676