#------------------------------------------------------------------------------
#$Date: 2011-09-17 23:27:16 +0300 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2200678.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_2200678
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o1211
_journal_page_last  o1212
_publ_section_title
;
trans-2-(2-Bromo-4-methylphenyloxy)cyclohexanol
;
loop_
_publ_author_name
  'Thangavel Ravishankar'
  'Kandasamy Chinnakali'
  'Kamaraj Sriraghavan'
  'Vayalakkavoor T.Ramakrishnan'
  'Hoong-Kun Fun'
  'Suchada Chantrapromma'
  'Ibrahim Abdul Razak'
  'Anwar Usman'
_chemical_formula_moiety  'C13 H17 Br O2'
_chemical_formula_sum  'C13 H17 Br O2'
_chemical_formula_iupac  'C13 H17 Br O2'
_chemical_formula_weight  285.18
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  9.7151(2)
_cell_length_b  11.6911(3)
_cell_length_c  12.4332(3)
_cell_angle_alpha  77.4010(10)
_cell_angle_beta  80.5210(10)
_cell_angle_gamma  70.9050(10)
_cell_volume  1295.65(5)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.462
_diffrn_ambient_temperature  293(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
  Br1B  .40645(7)  .54211(4)  .83119(4)  .0871(2) Uani d . 1 . . Br
  O1B  .5970(3)  .2753(2)  .89449(19)  .0444(6) Uani d . 1 . . O
  O2B  .7840(3)  .0502(2) 1.0026(3)  .0609(7) Uani d . 1 . . O
  H2B  .8249  .0926  .9554  .091 Uiso calc R 1 . . H
  C1B  .4001(4)  .4328(3)  .6496(3)  .0553(10) Uani d . 1 . . C
  H1B  .3410  .5109  .6221  .066 Uiso calc R 1 . . H
  C2B  .4541(4)  .4114(3)  .7516(3)  .0473(9) Uani d . 1 . . C
  C3B  .5414(3)  .2960(3)  .7950(3)  .0387(7) Uani d . 1 . . C
  C4B  .5759(4)  .2041(3)  .7332(3)  .0491(9) Uani d . 1 . . C
  H4B  .6359  .1262  .7601  .059 Uiso calc R 1 . . H
  C5B  .5227(4)  .2256(4)  .6316(3)  .0533(10) Uani d . 1 . . C
  H5B  .5477  .1621  .5915  .064 Uiso calc R 1 . . H
  C6B  .4326(4)  .3406(3)  .5887(3)  .0487(9) Uani d . 1 . . C
  C7B  .3728(5)  .3633(4)  .4780(4)  .0711(13) Uani d . 1 . . C
  H7D  .4469  .3203  .4273  .107 Uiso calc R 1 . . H
  H7E  .3445  .4498  .4487  .107 Uiso calc R 1 . . H
  H7F  .2891  .3341  .4881  .107 Uiso calc R 1 . . H
  C8B  .5419(4)  .1928(3)  .9816(3)  .0395(8) Uani d . 1 . . C
  H8B  .5236  .1311  .9484  .047 Uiso calc R 1 . . H
  C9B  .6596(4)  .1283(3) 1.0587(3)  .0442(8) Uani d . 1 . . C
  H9B  .6897  .1898 1.0834  .053 Uiso calc R 1 . . H
  C10B  .6065(4)  .0485(4) 1.1584(3)  .0522(9) Uani d . 1 . . C
  H10C  .6816  .0144 1.2091  .063 Uiso calc R 1 . . H
  H10D  .5900  -.0194 1.1348  .063 Uiso calc R 1 . . H
  C11B  .4663(5)  .1194(4) 1.2182(3)  .0628(11) Uani d . 1 . . C
  H11C  .4846  .1827 1.2479  .075 Uiso calc R 1 . . H
  H11D  .4336  .0642 1.2797  .075 Uiso calc R 1 . . H
  C12B  .3467(4)  .1789(4) 1.1396(4)  .0643(11) Uani d . 1 . . C
  H12C  .3226  .1154 1.1145  .077 Uiso calc R 1 . . H
  H12D  .2591  .2267 1.1784  .077 Uiso calc R 1 . . H
  C13B  .3988(4)  .2618(4) 1.0407(3)  .0551(10) Uani d . 1 . . C
  H13C  .4122  .3302 1.0654  .066 Uiso calc R 1 . . H
  H13D  .3245  .2949  .9892  .066 Uiso calc R 1 . . H
  Br1A 1.31470(4)  .03705(4)  .54404(3)  .05096(14) Uani d . 1 . . Br
  O1A 1.0635(2)  .2016(2)  .6593(2)  .0499(6) Uani d . 1 . . O
  O2A 1.0011(3)  .1388(2)  .8876(3)  .0614(7) Uani d . 1 . . O
  H2A 1.0757  .0903  .9127  .092 Uiso calc R 1 . . H
  C1A 1.0964(4)  .1000(3)  .3978(3)  .0423(8) Uani d . 1 . . C
  H1A 1.1694  .0494  .3557  .051 Uiso calc R 1 . . H
  C2A 1.1258(3)  .1180(3)  .4968(3)  .0374(7) Uani d . 1 . . C
  C3A 1.0212(4)  .1932(3)  .5629(3)  .0401(8) Uani d . 1 . . C
  C4A  .8835(4)  .2493(3)  .5263(3)  .0501(9) Uani d . 1 . . C
  H4A  .8101  .2997  .5683  .060 Uiso calc R 1 . . H
  C5A  .8551(4)  .2301(3)  .4262(3)  .0525(10) Uani d . 1 . . C
  H5A  .7621  .2685  .4031  .063 Uiso calc R 1 . . H
  C6A  .9588(4)  .1570(3)  .3606(3)  .0466(9) Uani d . 1 . . C
  C7A  .9280(5)  .1377(4)  .2512(3)  .0666(12) Uani d . 1 . . C
  H7A  .9484  .0514  .2524  .100 Uiso calc R 1 . . H
  H7B  .9891  .1702  .1919  .100 Uiso calc R 1 . . H
  H7C  .8270  .1794  .2401  .100 Uiso calc R 1 . . H
  C8A  .9723(4)  .2935(3)  .7234(3)  .0404(8) Uani d . 1 . . C
  H8A  .8701  .2942  .7296  .049 Uiso calc R 1 . . H
  C9A 1.0275(4)  .2524(3)  .8374(3)  .0435(8) Uani d . 1 . . C
  H9A 1.1330  .2410  .8295  .052 Uiso calc R 1 . . H
  C10A  .9490(5)  .3496(4)  .9095(3)  .0618(11) Uani d . 1 . . C
  H10A  .8464  .3540  .9243  .074 Uiso calc R 1 . . H
  H10B  .9904  .3251  .9799  .074 Uiso calc R 1 . . H
  C11A  .9612(6)  .4761(4)  .8557(4)  .0763(14) Uani d . 1 . . C
  H11A  .9056  .5354  .9027  .092 Uiso calc R 1 . . H
  H11B 1.0628  .4745  .8476  .092 Uiso calc R 1 . . H
  C12A  .9036(6)  .5152(4)  .7428(4)  .0710(13) Uani d . 1 . . C
  H12A  .9174  .5939  .7077  .085 Uiso calc R 1 . . H
  H12B  .7996  .5248  .7515  .085 Uiso calc R 1 . . H
  C13A  .9844(4)  .4187(3)  .6695(3)  .0526(9) Uani d . 1 . . C
  H13A  .9435  .4430  .5989  .063 Uiso calc R 1 . . H
  H13B 1.0869  .4150  .6553  .063 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
  Br1B  .1400(5)  .0404(2)  .0823(4)  -.0088(3)  -.0410(3)  -.0198(2)
  O1B  .0502(14)  .0453(13)  .0408(14)  -.0203(11)  -.0170(11)  .0041(11)
  O2B  .0455(15)  .0494(15)  .071(2)  -.0043(12)  -.0040(13)  .0080(14)
  C1B  .068(3)  .040(2)  .055(3)  -.0107(18)  -.026(2)  .0029(18)
  C2B  .059(2)  .0319(17)  .052(2)  -.0120(16)  -.0144(17)  -.0062(16)
  C3B  .0375(18)  .0406(18)  .0392(19)  -.0134(14)  -.0092(14)  -.0033(15)
  C4B  .052(2)  .0389(18)  .047(2)  -.0012(16)  -.0064(16)  -.0072(17)
  C5B  .066(2)  .050(2)  .043(2)  -.0111(19)  -.0067(18)  -.0157(18)
  C6B  .054(2)  .053(2)  .043(2)  -.0226(18)  -.0112(17)  -.0023(18)
  C7B  .088(3)  .080(3)  .053(3)  -.033(3)  -.026(2)  -.003(2)
  C8B  .0449(19)  .0374(17)  .0386(19)  -.0128(15)  -.0129(14)  -.0044(15)
  C9B  .0442(19)  .0459(19)  .045(2)  -.0143(16)  -.0160(15)  -.0035(17)
  C10B  .061(2)  .058(2)  .039(2)  -.0220(19)  -.0166(17)  .0034(18)
  C11B  .082(3)  .069(3)  .043(2)  -.034(2)  -.003(2)  -.008(2)
  C12B  .054(2)  .067(3)  .066(3)  -.017(2)  .004(2)  -.009(2)
  C13B  .050(2)  .050(2)  .057(3)  -.0045(18)  -.0105(18)  -.0041(19)
  Br1A  .03262(19)  .0676(3)  .0494(2)  -.00139(16)  -.00783(14)  -.02205(19)
  O1A  .0397(13)  .0566(14)  .0477(15)  .0073(11)  -.0134(11)  -.0249(12)
  O2A  .0547(16)  .0500(15)  .0672(19)  -.0117(13)  -.0094(14)  .0114(14)
  C1A  .0416(19)  .0454(19)  .041(2)  -.0115(16)  -.0053(14)  -.0109(16)
  C2A  .0323(16)  .0413(17)  .0377(19)  -.0100(14)  -.0033(13)  -.0074(15)
  C3A  .0412(18)  .0386(18)  .041(2)  -.0087(15)  -.0090(15)  -.0089(15)
  C4A  .0391(19)  .047(2)  .060(2)  .0015(16)  -.0114(16)  -.0183(19)
  C5A  .049(2)  .047(2)  .062(3)  -.0077(17)  -.0273(19)  -.0044(19)
  C6A  .053(2)  .047(2)  .043(2)  -.0169(17)  -.0159(16)  -.0043(17)
  C7A  .078(3)  .074(3)  .055(3)  -.022(2)  -.031(2)  -.011(2)
  C8A  .0351(17)  .0410(18)  .0408(19)  -.0018(14)  -.0044(14)  -.0126(16)
  C9A  .0385(18)  .045(2)  .041(2)  -.0057(15)  -.0046(14)  -.0064(16)
  C10A  .073(3)  .064(3)  .041(2)  -.004(2)  -.0094(19)  -.018(2)
  C11A  .093(3)  .063(3)  .078(3)  -.010(2)  -.018(3)  -.038(3)
  C12A  .093(3)  .043(2)  .073(3)  -.010(2)  -.020(3)  -.010(2)
  C13A  .058(2)  .050(2)  .048(2)  -.0157(18)  -.0053(17)  -.0064(18)
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
  Br1B C2B . 1.891(3) ?
  O1B C3B . 1.373(4) ?
  O1B C8B . 1.443(4) ?
  O2B C9B . 1.435(4) ?
  O2B H2B .  .82 ?
  C1B C6B . 1.374(5) ?
  C1B C2B . 1.393(5) ?
  C1B H1B .  .93 ?
  C2B C3B . 1.385(5) ?
  C3B C4B . 1.377(5) ?
  C4B C5B . 1.384(5) ?
  C4B H4B .  .93 ?
  C5B C6B . 1.389(5) ?
  C5B H5B .  .93 ?
  C6B C7B . 1.518(5) ?
  C7B H7D .  .96 ?
  C7B H7E .  .96 ?
  C7B H7F .  .96 ?
  C8B C9B . 1.509(4) ?
  C8B C13B . 1.521(5) ?
  C8B H8B .  .98 ?
  C9B C10B . 1.507(5) ?
  C9B H9B .  .98 ?
  C10B C11B . 1.514(6) ?
  C10B H10C .  .97 ?
  C10B H10D .  .97 ?
  C11B C12B . 1.528(6) ?
  C11B H11C .  .97 ?
  C11B H11D .  .97 ?
  C12B C13B . 1.518(6) ?
  C12B H12C .  .97 ?
  C12B H12D .  .97 ?
  C13B H13C .  .97 ?
  C13B H13D .  .97 ?
  Br1A C2A . 1.894(3) ?
  O1A C3A . 1.362(4) ?
  O1A C8A . 1.447(4) ?
  O2A C9A . 1.424(4) ?
  O2A H2A .  .82 ?
  C1A C2A . 1.382(4) ?
  C1A C6A . 1.390(4) ?
  C1A H1A .  .93 ?
  C2A C3A . 1.391(4) ?
  C3A C4A . 1.387(4) ?
  C4A C5A . 1.396(5) ?
  C4A H4A .  .93 ?
  C5A C6A . 1.372(5) ?
  C5A H5A .  .93 ?
  C6A C7A . 1.516(5) ?
  C7A H7A .  .96 ?
  C7A H7B .  .96 ?
  C7A H7C .  .96 ?
  C8A C13A . 1.505(5) ?
  C8A C9A . 1.520(5) ?
  C8A H8A .  .98 ?
  C9A C10A . 1.527(5) ?
  C9A H9A .  .98 ?
  C10A C11A . 1.519(6) ?
  C10A H10A .  .97 ?
  C10A H10B .  .97 ?
  C11A C12A . 1.517(6) ?
  C11A H11A .  .97 ?
  C11A H11B .  .97 ?
  C12A C13A . 1.534(5) ?
  C12A H12A .  .97 ?
  C12A H12B .  .97 ?
  C13A H13A .  .97 ?
  C13A H13B .  .97 ?
_cod_database_code 2200678