data_2200590
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o1022
_journal_page_last  o1024
_publ_section_title
;
One-dimensional P---OH...O\\db P hydrogen bonds restricted by the bulky
ligand 2,6-diisopropylbenzene dihydrogen phosphate
;
loop_
_publ_author_name
  'Onoda, Akira'
  'Okamura, Taka-aki'
  'Yamamoto, Hitoshi'
  'Ueyama, Norikazu'
_chemical_name_common  '2,6-diisopropylbenzene phosphoric acid'
_chemical_formula_moiety  'C12 H19 O4 P'
_chemical_formula_sum  'C12 H19 O4 P'
_chemical_formula_iupac  'C12 H19 O4 P'
_chemical_formula_weight  258.24
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  10.0298(15)
_cell_length_b  6.3718(15)
_cell_length_c  11.2238(14)
_cell_angle_alpha  90.00
_cell_angle_beta  100.685(11)
_cell_angle_gamma  90.00
_cell_volume  704.9(2)
_cell_formula_units_Z  2
_cell_measurement_temperature  296(2)
_exptl_crystal_density_diffrn  1.217
_diffrn_ambient_temperature  296(2)
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
  P1  .12980(6)  .50000(10)  .02135(6)  .03514(14) Uani d . 1 . . P
  O1  .24004(17)  .3911(3)  .11897(16)  .0402(4) Uani d . 1 . . O
  O2  .1299(2)  .3641(4)  -.09264(16)  .0459(5) Uani d . 1 . . O
  H1  .0922  .2520  -.0853  .055 Uiso calc R 1 . . H
  O3  -.00615(15)  .5133(4)  .05675(15)  .0393(4) Uani d . 1 . . O
  O4  .18713(18)  .7165(3)  -.0045(2)  .0495(5) Uani d . 1 . . O
  H2  .1243  .7980  -.0272  .059 Uiso calc R 1 . . H
  C1  .2765(3)  .4642(5)  .2409(2)  .0426(7) Uani d . 1 . . C
  C2  .3916(3)  .5918(6)  .2681(3)  .0534(7) Uani d . 1 . . C
  C3  .4267(4)  .6547(7)  .3889(3)  .0722(11) Uani d . 1 . . C
  H3  .5032  .7382  .4123  .087 Uiso calc R 1 . . H
  C4  .3524(4)  .5976(9)  .4740(3)  .0772(12) Uani d . 1 . . C
  H4  .3760  .6477  .5529  .093 Uiso calc R 1 . . H
  C5  .2430(4)  .4666(8)  .4432(3)  .0683(11) Uani d . 1 . . C
  H5  .1947  .4265  .5026  .082 Uiso calc R 1 . . H
  C6  .2021(3)  .3919(5)  .3256(3)  .0489(7) Uani d . 1 . . C
  C7  .0894(3)  .2318(6)  .2952(3)  .0557(8) Uani d . 1 . . C
  H6  .0696  .2165  .2068  .067 Uiso calc R 1 . . H
  C8  .1357(5)  .0171(9)  .3487(4)  .0913(13) Uani d . 1 . . C
  H7  .2126  -.0294  .3160  .110 Uiso calc R 1 . . H
  H8  .0631  -.0821  .3283  .110 Uiso calc R 1 . . H
  H9  .1605  .0283  .4353  .110 Uiso calc R 1 . . H
  C9  -.0412(4)  .3002(11)  .3344(4)  .0979(17) Uani d . 1 . . C
  H10  -.0244  .3225  .4205  .117 Uiso calc R 1 . . H
  H11  -.1088  .1930  .3138  .117 Uiso calc R 1 . . H
  H12  -.0730  .4283  .2938  .117 Uiso calc R 1 . . H
  C10  .4776(3)  .6500(7)  .1756(4)  .0652(9) Uani d . 1 . . C
  H13  .4275  .6074  .0959  .078 Uiso calc R 1 . . H
  C11  .6099(4)  .5235(14)  .2002(5)  .123(2) Uani d . 1 . . C
  H14  .6618  .5532  .1383  .147 Uiso calc R 1 . . H
  H15  .5893  .3764  .1997  .147 Uiso calc R 1 . . H
  H16  .6617  .5618  .2779  .147 Uiso calc R 1 . . H
  C12  .5022(6)  .8825(10)  .1704(5)  .1106(19) Uani d . 1 . . C
  H17  .5508  .9298  .2476  .133 Uiso calc R 1 . . H
  H18  .4169  .9546  .1514  .133 Uiso calc R 1 . . H
  H19  .5548  .9115  .1090  .133 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
  P1  .0326(2)  .0288(2)  .0447(3)  .0002(3)  .0091(2)  .0030(3)
  O1  .0358(8)  .0375(10)  .0473(10)  .0068(8)  .0076(7)  .0016(8)
  O2  .0539(11)  .0419(11)  .0453(10)  -.0028(10)  .0182(8)  .0003(9)
  O3  .0332(7)  .0328(8)  .0533(9)  .0009(10)  .0117(6)  .0017(10)
  O4  .0357(9)  .0335(10)  .0795(14)  -.0028(8)  .0114(9)  .0118(10)
  C1  .0434(12)  .0427(19)  .0402(12)  .0122(11)  .0041(9)  .0031(11)
  C2  .0433(15)  .0496(16)  .0622(18)  .0025(13)  -.0033(13)  .0018(16)
  C3  .069(2)  .067(3)  .069(2)  .000(2)  -.0191(18)  -.006(2)
  C4  .102(3)  .075(3)  .0442(17)  .012(2)  -.0115(19)  -.0050(18)
  C5  .086(2)  .074(3)  .0443(15)  .021(2)  .0106(15)  .0085(17)
  C6  .0535(15)  .0461(17)  .0482(14)  .0161(14)  .0121(12)  .0120(14)
  C7  .0588(18)  .0551(18)  .0564(17)  .0039(16)  .0189(14)  .0158(16)
  C8  .112(3)  .067(3)  .093(3)  .004(3)  .014(2)  .028(3)
  C9  .068(2)  .122(5)  .113(3)  .007(3)  .041(2)  .007(4)
  C10  .0419(15)  .069(2)  .081(2)  -.0087(17)  .0026(15)  .001(2)
  C11  .058(2)  .131(6)  .186(5)  .019(4)  .039(3)  .037(5)
  C12  .131(5)  .085(4)  .117(4)  -.022(4)  .029(4)  .017(3)
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
  P1 O3 . 1.4917(16) Yes
  P1 O4 . 1.543(2) Yes
  P1 O2 . 1.545(2) Yes
  P1 O1 . 1.5668(18) Yes
  O1 C1 . 1.427(3) ?
  O2 H1 .  .8200 ?
  O4 H2 .  .8200 ?
  C1 C6 . 1.392(4) ?
  C1 C2 . 1.399(4) ?
  C2 C3 . 1.395(5) ?
  C2 C10 . 1.513(5) ?
  C3 C4 . 1.365(6) ?
  C3 H3 .  .9300 ?
  C4 C5 . 1.371(6) ?
  C4 H4 .  .9300 ?
  C5 C6 . 1.391(5) ?
  C5 H5 .  .9300 ?
  C6 C7 . 1.514(5) ?
  C7 C9 . 1.521(5) ?
  C7 C8 . 1.531(6) ?
  C7 H6 .  .9800 ?
  C8 H7 .  .9600 ?
  C8 H8 .  .9600 ?
  C8 H9 .  .9600 ?
  C9 H10 .  .9600 ?
  C9 H11 .  .9600 ?
  C9 H12 .  .9600 ?
  C10 C12 . 1.505(8) ?
  C10 C11 . 1.534(7) ?
  C10 H13 .  .9800 ?
  C11 H14 .  .9600 ?
  C11 H15 .  .9600 ?
  C11 H16 .  .9600 ?
  C12 H17 .  .9600 ?
  C12 H18 .  .9600 ?
  C12 H19 .  .9600 ?