#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2003798.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_2003798
_journal_name_full 'Acta Crystallographica Section C'
_journal_year        1995
_journal_volume 51
_journal_page_first     1634
_journal_page_last     1636
_publ_section_title
;
L-(+)-\a-Bromophenylacetic Acid (-)-Menthyl Ester
;
_chemical_formula_moiety     'C18 H25 Br1 O2'
_chemical_formula_sum     'C18 H25 Br1 O2'
_chemical_formula_weight     353.30
_symmetry_cell_setting     monoclinic
loop_
    _symmetry_equiv_pos_as_xyz
    +x,+y,+z
    -x,1/2+y,-z
_symmetry_space_group_name_H-M     'P 21'
_cell_length_a     5.522(5)
_cell_length_b     19.389(17)
_cell_length_c     8.208(6)
_cell_angle_alpha     90.0
_cell_angle_beta     92.68(7)
_cell_angle_gamma     90.0
_cell_volume     878(1)
_cell_formula_units_Z     2
_exptl_crystal_density_diffrn     1.336
_exptl_crystal_density_meas     ?
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_cell_measurement_reflns_used     30
_cell_measurement_theta_min     15.42
_cell_measurement_theta_max     30.31
_exptl_absorpt_coefficient_mu     2.32
_cell_measurement_temperature     293(1)
_exptl_crystal_description     'approximately quadratic column'
_exptl_crystal_size_max     0.52
_exptl_crystal_size_mid     0.19
_exptl_crystal_size_min     0.16
_exptl_crystal_colour     colourless
_diffrn_measurement_device     'Nicolet R3m/V'
_diffrn_measurement_method     \q/2\q
_exptl_absorpt_correction_type     'none'
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_diffrn_reflns_number     2606
_reflns_number_total     1272
_reflns_number_observed     1001
_reflns_observed_criterion     refl_observed_if_F>_4.0_sigma(F)
_diffrn_reflns_av_R_equivalents     0.0452
_diffrn_reflns_theta_max     22.5
_diffrn_reflns_limit_h_min     -6
_diffrn_reflns_limit_h_max     6
_diffrn_reflns_limit_k_min     -1
_diffrn_reflns_limit_k_max     21
_diffrn_reflns_limit_l_min     -9
_diffrn_reflns_limit_l_max     9
_reflns_limit_h_min     -6
_reflns_limit_h_max     6
_reflns_limit_k_min     -1
_reflns_limit_k_max     21
_reflns_limit_l_min     0
_reflns_limit_l_max     9
_diffrn_standards_number     6
_diffrn_standards_interval_time     150
_diffrn_standards_decay_%     0
_refine_ls_structure_factor_coef     F
_refine_ls_R_factor_obs     0.0292
_refine_ls_wR_factor_obs     0.0299
_refine_ls_wR_factor_all     0.0401
_refine_ls_goodness_of_fit_obs     0.68
_refine_ls_goodness_of_fit_all     ?
_refine_ls_number_reflns     1001
_refine_ls_number_parameters     190
_refine_ls_hydrogen_treatment     'refU'
_refine_ls_weighting_scheme     'unit'
_refine_ls_shift/esd_max     0.003
_refine_diff_density_max     0.3
_refine_diff_density_min     -0.3
_refine_ls_extinction_method     'none'
_refine_ls_extinction_coef     ?
loop_
    _atom_type_symbol
    _atom_type_scat_source
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
C International_Tables_Vol_IV_Table_2.2B 0.002 0.002
H International_Tables_Vol_IV_Table_2.2B 0 0
O International_Tables_Vol_IV_Table_2.2B 0.008 0.006
International_Tables_Vol_IV_Table_2.2B 2.456 2 -0.374
_refine_ls_abs_structure_details     ?
_refine_ls_abs_structure_Flack     ?
_computing_structure_solution
'SHELXTL-Plus and SHELX76 (Sheldrick, 1976)'
_computing_publication_material
;PARST (Nardelli, 1983), PLATON (Spek, 1982) and MISSYM (Le Page, 1987)
;
loop_
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    Br(1) 0.1989(2) 0.0 0.07376(9) .0885
    O(1) -0.2872(9) 0.0765(3) -0.1618(6) .0691
    O(2) -0.0389(8) 0.1447(2) -0.0115(5) .0406
    C(1) -0.091(1) 0.0898(4) -0.1059(7) .0412
    C(2) 0.135(1) 0.0485(4) -0.1331(7) .0413
    H(2a) 0.265(1) 0.0802(4) -0.1495(7) .0600
    C(3) 0.1197(9) -0.0011(5) -0.2731(6) .0369
    C(4) 0.297(1) -0.0010(6) -0.3847(6) .0459
    H(4a) 0.424(1) 0.0327(6) -0.3735(6) .0600
    C(5) 0.292(1) -0.0452(4) -0.5143(8) .0534
    H(5a) 0.418(1) -0.0457(4) -0.5908(8) .0600
    C(6) 0.109(1) -0.0916(4) -0.5333(8) .0543
    H(6a) 0.104(1) -0.1240(4) -0.6219(8) .0600
    C(7) -0.071(1) -0.0934(4) -0.4250(9) .0558
    H(7a) -0.205(1) -0.1246(4) -0.4416(9) .0600
    C(8) -0.067(1) -0.0485(4) -0.2942(8) .0481
    H(8a) -0.191(1) -0.0510(4) -0.2164(8) .0600
    C(9) -0.247(1) 0.1834(4) 0.0428(8) .0391
    H(9a) -0.380(1) 0.1524(4) 0.0576(8) .0600
    C(10) -0.323(1) 0.2369(4) -0.0838(9) .0482
    H(10a) -0.365(1) 0.2148(4) -0.1858(9) .0600
    H(10b) -0.188(1) 0.2670(4) -0.0996(9) .0600
    C(11) -0.533(1) 0.2788(4) -0.028(1) .0551
    H(11a) -0.666(1) 0.2475(4) -0.014(1) .0600
    C(12) -0.470(1) 0.3109(4) 0.1370(9) .0602
    H(12a) -0.610(1) 0.3345(4) 0.1751(9) .0600
    H(12b) -0.344(1) 0.3442(4) 0.1255(9) .0600
    C(13) -0.387(1) 0.2574(4) 0.2619(9) .0540
    H(13a) -0.519(1) 0.2269(4) 0.2817(9) .0600
    H(13b) -0.340(1) 0.2798(4) 0.3628(9) .0600
    C(14) -0.171(1) 0.2149(4) 0.2056(8) .0406
    H(14a) -0.042(1) 0.2464(4) 0.1852(8) .0600
    C(15) -0.077(1) 0.1620(4) 0.3332(8) .0475
    H(15a) 0.058(1) 0.1392(4) 0.2859(8) .0600
    C(16) 0.022(2) 0.1957(4) 0.4895(9) .0668
    H(16a) 0.083(2) 0.1616(4) 0.5657(9) .0600
    H(16b) 0.151(2) 0.2265(4) 0.4640(9) .0600
    H(16c) -0.106(2) 0.2213(4) 0.5367(9) .0600
    C(17) -0.258(2) 0.1060(4) 0.371(1) .0805
    H(17a) -0.187(2) 0.0741(4) 0.449(1) .0600
    H(17b) -0.398(2) 0.1273(4) 0.415(1) .0600
    H(17c) -0.306(2) 0.0819(4) 0.273(1) .0600
    C(18) -0.619(2) 0.3313(5) -0.156(1) .0740
    H(18a) -0.658(2) 0.3093(5) -0.258(1) .0600
    H(18b) -0.760(2) 0.3542(5) -0.118(1) .0600
    H(18c) -0.492(2) 0.3644(5) -0.169(1) .0600
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_22
    _atom_site_aniso_U_23
    _atom_site_aniso_U_33
    Br(1) 1.365(8) -.005(6) -.243(4) .766(5) .409(8) .497(4)
    O(1) .371(29) -.462(34) -.080(27) .761(39) .047(20) .931(37)
    O(2) .387(27) -.102(22) .063(21) .369(26) .010(20) .466(25)
    C(1) .430(46) -.012(33) -.016(32) .443(42) -.027(30) .359(34)
    C(2) .361(41) .008(32) .014(31) .415(40) .016(30) .463(37)
    H(2a) .600(45) .0 .0 .0 .0 .0
    C(3) .351(33) -.047(46) -.048(26) .340(32) .107(40) .411(30)
    C(4) .450(37) .022(53) -.033(27) .505(36) -.075(40) .416(31)
    H(4a) .600(45) .0 .0 .0 .0 .0
    C(5) .427(45) -.135(39) .036(33) .770(54) .015(40) .407(38)
    H(5a) .600(45) .0 .0 .0 .0 .0
    C(6) .622(52) -.185(38) .010(38) .554(49) .036(40) .453(40)
    H(6a) .600(45) .0 .0 .0 .0 .0
    C(7) .591(52) -.117(40) -.072(43) .383(44) -.100(30) .690(49)
    H(7a) .600(45) .0 .0 .0 .0 .0
    C(8) .479(45) -.017(36) .096(34) .415(42) -.075(30) .558(43)
    H(8a) .600(45) .0 .0 .0 .0 .0
    C(9) .412(46) -.001(32) .115(34) .377(39) -.006(30) .392(38)
    H(9a) .600(45) .0 .0 .0 .0 .0
    C(10) .421(42) -.039(37) .075(35) .465(41) -.035(30) .565(44)
    H(10a) .600(45) .0 .0 .0 .0 .0
    H(10b) .600(45) .0 .0 .0 .0 .0
    C(11) .441(54) .011(42) .059(42) .443(48) -.030(40) .772(57)
    H(11a) .600(45) .0 .0 .0 .0 .0
    C(12) .565(56) -.101(44) .126(44) .489(48) .145(40) .761(54)
    H(12a) .600(45) .0 .0 .0 .0 .0
    H(12b) .600(45) .0 .0 .0 .0 .0
    C(13) .620(55) -.058(38) .153(39) .463(46) .061(40) .549(44)
    H(13a) .600(45) .0 .0 .0 .0 .0
    H(13b) .600(45) .0 .0 .0 .0 .0
    C(14) .388(42) -.029(33) .112(32) .434(42) -.049(30) .405(39)
    H(14a) .600(45) .0 .0 .0 .0 .0
    C(15) .462(45) .024(36) .048(34) .480(44) -.034(30) .485(42)
    H(15a) .600(45) .0 .0 .0 .0 .0
    C(16) .774(58) .018(42) .006(40) .809(60) .036(50) .419(42)
    H(16a) .600(45) .0 .0 .0 .0 .0
    H(16b) .600(45) .0 .0 .0 .0 .0
    H(16c) .600(45) .0 .0 .0 .0 .0
    C(17) .824(67) .271(51) -.038(51) .723(62) -.151(50) .861(63)
    H(17a) .600(45) .0 .0 .0 .0 .0
    H(17b) .600(45) .0 .0 .0 .0 .0
    H(17c) .600(45) .0 .0 .0 .0 .0
    C(18) .647(61) .067(53) -.117(50) .673(60) .144(50) .885(64)
    H(18a) .600(45) .0 .0 .0 .0 .0
    H(18b) .600(45) .0 .0 .0 .0 .0
    H(18c) .600(45) .0 .0 .0 .0 .0