#------------------------------------------------------------------------------
#$Date: 2018-01-30 16:30:45 +0200 (Tue, 30 Jan 2018) $
#$Revision: 205898 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/15/2001546.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2001546
loop_
_publ_author_name
'Freer, A. A.'
'Bunyan, J. M.'
'Shankland, N.'
'Sheen, D. B.'
_publ_section_title
;
 Structure of (S)-(+)-ibuprofen
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1378
_journal_page_last               1380
_journal_paper_doi               10.1107/S0108270193000629
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C13 H18 O2'
_chemical_formula_weight         206.3
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 112.89(3)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   12.462(3)
_cell_length_b                   8.035(3)
_cell_length_c                   13.539(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    291
_cell_measurement_theta_max      15
_cell_measurement_theta_min      12
_cell_volume                     1248.9(7)
_diffrn_measurement_device       CAD-4
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            2911
_diffrn_reflns_theta_max         27
_diffrn_standards_decay_%        <5
_diffrn_standards_interval_time  120
_diffrn_standards_number         2
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.10
_exptl_crystal_description       Needle
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.15
_refine_diff_density_min         -0.19
_refine_ls_goodness_of_fit_obs   3.09
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     271
_refine_ls_number_reflns         1259
_refine_ls_R_factor_obs          0.056
_refine_ls_shift/esd_max         0.22
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/σ²(Fₒ)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.067
_reflns_number_observed          1259
_reflns_number_total             2911
_reflns_observed_criterion       I>3.0\s(I)
_cod_data_source_file            al1030.cif
_cod_data_source_block           al1030_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/\s^2^(F~o~)' was changed to
'calc'. New tag '_refine_ls_weighting_details' was created. The value
of the new tag was set to 'w = 1/\s^2^(F~o~)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1248.8
_cod_database_code               2001546
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O(1A) -.9649(5) -.9020(10) -.7762(4) .093
O(2A) -1.0849(4) -.7330 -.8958(4) .076
C(1A) -.9875(7) -.7597(13) -.8305(6) .068
C(2A) -.8907(6) -.6410(12) -.8011(6) .077
C(3A) -.9005(7) -.5283(13) -.8955(6) .092
C(4A) -.8838(6) -.5465(12) -.6991(6) .063
C(5A) -.9503(7) -.4072(13) -.7049(6) .073
C(6A) -.9468(6) -.3258(12) -.6166(6) .066
C(7A) -.8766(7) -.3801(12) -.5159(7) .075
C(8A) -.8111(7) -.5229(13) -.5092(6) .082
C(9A) -.8140(7) -.6038(13) -.6016(6) .079
C(10A) -.8637(7) -.2878(15) -.4112(6) .092
C(11A) -.7653(7) -.1641(12) -.3729(5) .076
C(12A) -.7429(7) -.0998(15) -.2646(6) .105
C(13A) -.7843(7) -.0218(13) -.4485(7) .090
O(1B) -.2680(4) .0713(9) .0491(4) .075
O(2B) -.1496(5) -.1000(8) .1688(4) .087
C(1B) -.2439(7) -.0699(12) .1008(6) .061
C(2B) -.3420(6) -.1968(12) .0675(5) .068
C(3B) -.4567(6) -.1145(13) .0514(6) .094
C(4B) -.3400(6) -.2878(11) -.0325(5) .058
C(5B) -.2668(6) -.4213(11) -.0168(5) .059
C(6B) -.2623(6) -.5106(11) -.1041(5) .060
C(7B) -.3324(6) -.4670(11) -.2057(6) .058
C(8B) -.4058(7) -.3294(12) -.2216(6) .070
C(9B) -.4088(6) -.2404(11) -.1353(5) .062
C(10B) -.3372(6) -.5633(11) -.3051(5) .066
C(11B) -.4390(7) -.6831(12) -.3517(6) .074
C(12B) -.4338(10) -.8180(15) -.2766(8) .122
C(13B) -.4477(8) -.7513(13) -.4568(6) .107
H(O1A) -1.065 -.9751 -.8120 ?
H(O1B) -.1687 .1309 .0866 ?
H(1A) -.8100 -.7068 -.7825 ?
H(2A) -.8319 -.4389 -.8766 ?
H(3A) -.9051 -.6006 -.9617 ?
H(4A) -.9814 -.462 -.9134 ?
H(5A) -1.005 -.3595 -.7818 ?
H(6A) -1.003 -.2199 -.6271 ?
H(7A) -.7514 -.5663 -.4329 ?
H(8A) -.7622 -.7144 -.5944 ?
H(9A) -.9437 -.2199 -.4280 ?
H(10A) -.8548 -.3756 -.3468 ?
H(11A) -.6916 -.2254 -.3744 ?
H(12A) -.6695 -.0149 -.2368 ?
H(13A) -.8167 -.0399 -.2627 ?
H(14A) -.7201 -.2057 -.212 ?
H(15A) -.712 .065 -.4126 ?
H(16A) -.7902 -.0703 -.5256 ?
H(17A) -.8624 .0448 -.4608 ?
H(1B) -.3211 -.2859 .1291 ?
H(2B) -.5253 -.2066 .0289 ?
H(3B) -.4531 -.0553 .1228 ?
H(4B) -.4780 -.0246 -.0123 ?
H(5B) -.2118 -.4594 .0654 ?
H(6B) -.2041 -.6161 -.0915 ?
H(7B) -.4634 -.2942 -.3035 ?
H(8B) -.4588 -.1277 -.1497 ?
H(9B) -.3351 -.4765 -.3647 ?
H(10B) -.2592 -.6374 -.2794 ?
H(11B) -.517 -.6141 -.3654 ?
H(12B) -.5086 -.8973 -.3092 ?
H(13B) -.3560 -.8873 -.2613 ?
H(14B) -.4302 -.7684 -.2002 ?
H(15B) -.5223 -.8323 -.4902 ?
H(16B) -.4497 -.6576 -.5123 ?
H(17B) -.3693 -.8241 -.4362 ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O(1A) C(1A) O(2A) 119.5(8) yes
O(2A) C(1A) C(2A) 124.6(9) yes
C(1A) C(2A) C(4A) 108.4(7) yes
C(2A) C(4A) C(5A) 121.6(7) yes
C(5A) C(4A) C(9A) 118.6(8) yes
C(5A) C(6A) C(7A) 120.9(9) yes
C(6A) C(7A) C(10A) 123.7(9) yes
C(7A) C(8A) C(9A) 121.0(8) yes
C(7A) C(10A) C(11A) 114.3(7) yes
C(10A) C(11A) C(13A) 112.3(7) yes
O(1B) C(1B) O(2B) 122.6(8) yes
O(2B) C(1B) C(2B) 121.7(8) yes
C(1B) C(2B) C(4B) 106.9(6) yes
C(2B) C(4B) C(5B) 118.0(6) yes
C(5B) C(4B) C(9B) 119.3(7) yes
C(5B) C(6B) C(7B) 120.1(8) yes
C(6B) C(7B) C(10B) 123.3(8) yes
C(7B) C(8B) C(9B) 120.7(7) yes
C(7B) C(10B) C(11B) 115.2(6) yes
C(10B) C(11B) C(13B) 111.6(7) yes
O(1A) C(1A) C(2A) 115.7(8) yes
C(1A) C(2A) C(3A) 111.6(7) yes
C(3A) C(2A) C(4A) 114.4(8) yes
C(2A) C(4A) C(9A) 119.7(8) yes
C(4A) C(5A) C(6A) 122.2(8) yes
C(6A) C(7A) C(8A) 117.3(8) yes
C(8A) C(7A) C(10A) 119.0(8) yes
C(4A) C(9A) C(8A) 120.0(9) yes
C(10A) C(11A) C(12A) 112.8(7) yes
C(12A) C(11A) C(13A) 109.4(9) yes
O(1B) C(1B) C(2B) 115.7(7) yes
C(1B) C(2B) C(3B) 110.8(8) yes
C(3B) C(2B) C(4B) 114.6(6) yes
C(2B) C(4B) C(9B) 122.7(8) yes
C(4B) C(5B) C(6B) 120.8(7) yes
C(6B) C(7B) C(8B) 119.0(7) yes
C(8B) C(7B) C(10B) 117.7(7) yes
C(4B) C(9B) C(8B) 120.1(8) yes
C(10B) C(11B) C(12B) 112.0(7) yes
C(12B) C(11B) C(13B) 110.9(9) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1A) C(1A) 1.329(13) yes
C(1A) C(2A) 1.466(13) yes
C(2A) C(4A) 1.549(12) yes
C(4A) C(9A) 1.348(11) yes
C(6A) C(7A) 1.374(12) yes
C(7A) C(10A) 1.552(12) yes
C(10A) C(11A) 1.505(14) yes
C(11A) C(13A) 1.491(13) yes
O(2B) C(1B) 1.202(10) yes
C(2B) C(3B) 1.512(12) yes
C(4B) C(5B) 1.370(12) yes
C(5B) C(6B) 1.402(10) yes
C(7B) C(8B) 1.397(12) yes
C(8B) C(9B) 1.382(11) yes
C(11B) C(12B) 1.470(15) yes
O(2A) C(1A) 1.211(10) yes
C(2A) C(3A) 1.533(13) yes
C(4A) C(5A) 1.376(13) yes
C(5A) C(6A) 1.347(12) yes
C(7A) C(8A) 1.390(14) yes
C(8A) C(9A) 1.398(12) yes
C(11A) C(12A) 1.476(11) yes
O(1B) C(1B) 1.306(11) yes
C(1B) C(2B) 1.520(12) yes
C(2B) C(4B) 1.548(10) yes
C(4B) C(9B) 1.374(10) yes
C(6B) C(7B) 1.358(10) yes
C(7B) C(10B) 1.533(11) yes
C(10B) C(11B) 1.521(12) yes
C(11B) C(13B) 1.489(11) yes
C(2A) H(1A) 1.075 yes
C(3A) H(3A) 1.051 yes
C(5A) H(5A) 1.070 yes
C(8A) H(7A) 1.069 yes
C(10A) H(9A) 1.081 yes
C(11A) H(11A) 1.049 yes
C(12A) H(13A) 1.047 yes
C(13A) H(15A) 1.084 yes
C(13A) H(17A) 1.066 yes
C(3B) H(2B) 1.081 yes
C(3B) H(4B) 1.076 yes
C(6B) H(6B) 1.085 yes
C(9B) H(8B) 1.073 yes
C(10B) H(10B) 1.076 yes
C(12B) H(12B) 1.073 yes
C(12B) H(14B) 1.093 yes
C(13B) H(16B) 1.057 yes
O(1A) H(O1A) 1.291 yes
C(3A) H(2A) 1.068 yes
C(3A) H(4A) 1.081 yes
C(6A) H(6A) 1.076 yes
C(9A) H(8A) 1.080 yes
C(10A) H(10A) 1.093 yes
C(12A) H(12A) 1.085 yes
C(12A) H(14A) 1.074 yes
C(13A) H(16A) 1.090 yes
C(2B) H(1B) 1.052 yes
C(3B) H(3B) 1.063 yes
C(5B) H(5B) 1.090 yes
C(8B) H(7B) 1.098 yes
C(10B) H(9B) 1.075 yes
C(11B) H(11B) 1.070 yes
C(12B) H(13B) 1.066 yes
C(13B) H(15B) 1.080 yes
C(13B) H(17B) 1.078 yes
O(1B) H(O1B) 1.237 yes
