data_2200426
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o636
_journal_page_last  o637
_publ_section_title
;
3,5-Dihydroxy-3,5-bis(trifluoromethyl)-1,2-dioxolane--1,4-dioxane (1/1)
at 173 K
;
loop_
_publ_author_name
  'Dickman, Michael H.'
_chemical_formula_moiety  'C5 H4 F6 O4, C4 H8 O2'
_chemical_formula_sum  'C9 H12 F6 O6'
_chemical_formula_iupac  'C5 H4 F6 O4, C4 H8 O2'
_chemical_formula_weight  330.19
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
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  8.1997(3)
_cell_length_b  18.2477(6)
_cell_length_c  8.8871(3)
_cell_angle_alpha  90.00
_cell_angle_beta  95.7980(10)
_cell_angle_gamma  90.00
_cell_volume  1322.94(8)
_cell_formula_units_Z  4
_cell_measurement_temperature  173(2)
_exptl_crystal_density_diffrn  1.658
_diffrn_ambient_temperature  173(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
  C1  -.2201(3)  .60124(13)  .3134(3)  .0355(6) Uani d . 1 . . C
  C2  -.1703(3)  .60104(11)  .4839(2)  .0271(5) Uani d . 1 . . C
  C3  -.2440(3)  .53778(12)  .5659(3)  .0279(5) Uani d . 1 . . C
  C4  -.3292(3)  .57642(11)  .6882(2)  .0261(5) Uani d . 1 . . C
  C5  -.2830(3)  .54601(14)  .8472(3)  .0360(6) Uani d . 1 . . C
  C6  .1961(3)  .84774(14)  .3706(4)  .0435(7) Uani d . 1 . . C
  C7  .0834(3)  .78324(14)  .3605(4)  .0430(7) Uani d . 1 . . C
  C8  .3108(3)  .70342(15)  .3821(4)  .0451(7) Uani d . 1 . . C
  C9  .4238(3)  .76778(16)  .3923(4)  .0516(8) Uani d . 1 . . C
  O1  -.24388(19)  .66614(8)  .53627(17)  .0314(4) Uani d . 1 . . O
  O2  -.26438(18)  .64919(8)  .69518(16)  .0310(4) Uani d . 1 . . O
  O3  -.00145(19)  .60093(9)  .51480(18)  .0321(4) Uani d . 1 . . O
  O4  -.49705(18)  .57478(9)  .65256(18)  .0308(4) Uani d . 1 . . O
  O5  .34649(19)  .82868(9)  .3109(2)  .0428(4) Uani d . 1 . . O
  O6  .15997(19)  .72218(8)  .44301(19)  .0383(4) Uani d . 1 . . O
  F1  -.15800(19)  .65878(9)  .24585(16)  .0542(4) Uani d . 1 . . F
  F2  -.16385(19)  .54089(8)  .25039(16)  .0503(4) Uani d . 1 . . F
  F3  -.38182(17)  .60265(8)  .27995(16)  .0463(4) Uani d . 1 . . F
  F4  -.12240(17)  .54721(8)  .88728(16)  .0498(4) Uani d . 1 . . F
  F5  -.33115(19)  .47633(8)  .85480(18)  .0567(4) Uani d . 1 . . F
  F6  -.3550(2)  .58357(10)  .95058(16)  .0593(5) Uani d . 1 . . F
  H1O3  .039(3)  .6401(14)  .484(3)  .042(8) Uiso d . 1 . . H
  H1O4  -.541(3)  .6054(15)  .709(3)  .059(9) Uiso d . 1 . . H
  H1C3  -.157(3)  .5085(12)  .609(3)  .033(6) Uiso d . 1 . . H
  H2C3  -.324(3)  .5100(14)  .500(3)  .048(7) Uiso d . 1 . . H
  H1C6  .221(3)  .8624(15)  .479(3)  .062(9) Uiso d . 1 . . H
  H2C6  .148(3)  .8872(16)  .308(3)  .062(9) Uiso d . 1 . . H
  H1C7  -.016(3)  .7952(13)  .410(3)  .045(7) Uiso d . 1 . . H
  H2C7  .061(3)  .7668(15)  .246(4)  .067(9) Uiso d . 1 . . H
  H1C8  .358(3)  .6618(15)  .446(3)  .058(8) Uiso d . 1 . . H
  H2C8  .284(3)  .6884(15)  .272(3)  .063(9) Uiso d . 1 . . H
  H1C9  .445(3)  .7818(15)  .507(4)  .064(9) Uiso d . 1 . . H
  H2C9  .527(4)  .7575(15)  .346(3)  .064(9) Uiso d . 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
  C1  .0355(14)  .0390(14)  .0325(13)  .0026(11)  .0064(10)  .0005(11)
  C2  .0249(12)  .0255(11)  .0316(12)  .0036(9)  .0068(9)  -.0001(9)
  C3  .0264(12)  .0260(12)  .0322(13)  .0002(10)  .0071(10)  -.0018(10)
  C4  .0237(11)  .0253(11)  .0297(12)  -.0011(9)  .0057(9)  -.0027(9)
  C5  .0284(13)  .0458(15)  .0342(14)  -.0001(11)  .0049(10)  .0023(11)
  C6  .0391(15)  .0344(14)  .0582(19)  .0042(12)  .0102(13)  .0096(14)
  C7  .0292(14)  .0384(14)  .0623(19)  .0040(11)  .0083(13)  .0182(13)
  C8  .0369(15)  .0377(15)  .063(2)  .0079(12)  .0154(13)  .0165(14)
  C9  .0287(14)  .0478(17)  .079(2)  .0031(12)  .0089(14)  .0305(16)
  O1  .0387(9)  .0252(8)  .0312(9)  .0033(7)  .0085(7)  .0020(7)
  O2  .0367(9)  .0283(8)  .0288(9)  -.0038(7)  .0065(7)  -.0058(7)
  O3  .0253(9)  .0316(9)  .0398(10)  -.0006(7)  .0062(7)  .0076(8)
  O4  .0234(8)  .0354(9)  .0337(9)  .0020(7)  .0035(7)  -.0081(7)
  O5  .0302(9)  .0403(10)  .0592(11)  .0005(7)  .0105(8)  .0210(9)
  O6  .0291(9)  .0369(10)  .0498(11)  .0018(7)  .0085(7)  .0178(8)
  F1  .0646(11)  .0602(10)  .0371(8)  -.0139(8)  .0015(7)  .0154(7)
  F2  .0609(10)  .0562(10)  .0346(8)  .0134(8)  .0089(7)  -.0118(7)
  F3  .0361(8)  .0597(10)  .0413(8)  .0032(7)  -.0058(6)  -.0041(7)
  F4  .0338(8)  .0650(10)  .0483(9)  .0012(7)  -.0074(7)  .0084(8)
  F5  .0598(10)  .0528(10)  .0564(10)  -.0126(8)  -.0004(8)  .0244(8)
  F6  .0601(10)  .0910(13)  .0274(8)  .0181(9)  .0077(7)  -.0007(8)
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
  C1 F3 . 1.330(3) yes
  C1 F1 . 1.336(3) yes
  C1 F2 . 1.338(3) yes
  C1 C2 . 1.530(3) yes
  C2 O3 . 1.384(3) yes
  C2 O1 . 1.431(2) yes
  C2 C3 . 1.522(3) yes
  C3 C4 . 1.523(3) yes
  C3 H1C3 .  .94(2) no
  C3 H2C3 .  .98(3) no
  C4 O4 . 1.381(2) yes
  C4 O2 . 1.429(2) yes
  C4 C5 . 1.529(3) yes
  C5 F4 . 1.329(3) yes
  C5 F6 . 1.331(3) yes
  C5 F5 . 1.335(3) yes
  C6 O5 . 1.433(3) yes
  C6 C7 . 1.494(4) yes
  C6 H1C6 . 1.00(3) no
  C6 H2C6 .  .97(3) no
  C7 O6 . 1.442(3) yes
  C7 H1C7 .  .99(3) no
  C7 H2C7 . 1.06(3) no
  C8 O6 . 1.440(3) yes
  C8 C9 . 1.493(4) yes
  C8 H1C8 . 1.00(3) no
  C8 H2C8 . 1.02(3) no
  C9 O5 . 1.438(3) yes
  C9 H1C9 . 1.04(3) no
  C9 H2C9 .  .99(3) no
  O1 O2 . 1.472(2) yes
  O3 H1O3 .  .85(3) no
  O4 H1O4 .  .86(3) no