#------------------------------------------------------------------------------
#$Date: 2017-11-30 21:25:31 +0200 (Thu, 30 Nov 2017) $
#$Revision: 203832 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/42/2004208.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_2004208
loop_
_publ_author_name
'Coté, M. L.'
'Lalancette, R. A.'
'Long, D. J.'
'Thompson, H. W.'
_publ_section_title
;
 (+-)-3-Oxo-trans-2-phenylcyclohexaneacetic Acid: Structure and
 Hydrogen-Bonding Pattern of a Partially Hydrated δ-Keto Acid
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2615
_journal_page_last               2617
_journal_paper_doi               10.1107/S0108270195008213
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C14 H16 O4'
_chemical_formula_sum            'C14 H16.5 O3.25'
_chemical_formula_weight         236.8
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.0
_cell_angle_beta                 90.634(8)
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   5.7473(6)
_cell_length_b                   6.8421(8)
_cell_length_c                   32.155(4)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    297
_cell_measurement_theta_max      12.3
_cell_measurement_theta_min      5.3
_cell_volume                     1264.4(3)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Fait, 1991)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics    SHELXTL/PC
_computing_publication_material  SHELXTL/PC
_computing_structure_refinement  SHELXTL/PC
_computing_structure_solution    'SHELXTL/PC (Sheldrick, 1990)'
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       2θ/ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.035
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5385
_diffrn_reflns_theta_max         30
_diffrn_standards_decay_%        1.27
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  N/A
_exptl_absorpt_correction_T_min  N/A
_exptl_absorpt_correction_type   '16 \y scans'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_density_meas      1.24(1)
_exptl_crystal_density_method    'flotation in cyclohexane/CCl~4~'
_exptl_crystal_description       Prism
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.24
_refine_diff_density_min         -0.23
_refine_ls_extinction_coef       '\c = 0.0023(7)'
_refine_ls_extinction_method
;
F^*^ = F/[1.0 + 0.002\cF²/sin(2θ)]^1/4^
;
_refine_ls_goodness_of_fit_obs   1.32
_refine_ls_hydrogen_treatment
;
All non-carboxyl H atoms were placed in calculated positions and
allowed to refine as riding models.  The carboxyl H atom was refined
isotropically.
;
_refine_ls_number_parameters     172
_refine_ls_number_reflns         1274
_refine_ls_R_factor_obs          0.056
_refine_ls_shift/esd_max         0.045
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      'based on measured e.s.d.'s'
_refine_ls_wR_factor_obs         0.060
_reflns_number_observed          1275
_reflns_number_total             3678
_reflns_observed_criterion       F>4\s(F)
_cod_data_source_file            bk1110.cif
_cod_data_source_block           cote
_cod_depositor_comments
;
 Marking attached hydrogen atoms.

 Antanas Vaitkus,
 2017-11-30

The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2004208
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,1/2-y,1/2+z
-x,-1/2+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
_atom_site_occupancy
_atom_site_attached_hydrogens
O(1) .7222(4) .4127(4) .3435(1) .068(1) 1 0
O(2) .2068(4) .9421(4) .4674(1) .078(1) 1 0
O(3) -.1560(4) .8459(4) .4639(1) .078(1) 1 0
O(4) 1.0453(16) .1186(14) .3473(3) .083(5) 0.267(8) 2
C(1) .3146(5) .6222(5) .4103(1) .042(1) 1 0
C(2) .3502(5) .5315(5) .3666(1) .040(1) 1 0
C(3) .5646(6) .3976(5) .3678(1) .048(1) 1 0
C(4) .5673(7) .2470(6) .4016(1) .062(1) 1 0
C(5) .5312(7) .3420(5) .4439(1) .062(1) 1 0
C(6) .3097(6) .4647(5) .4437(1) .054(1) 1 0
C(7) .0890(5) .7419(5) .4105(1) .049(1) 1 0
C(8) .0520(6) .8510(5) .4496(1) .048(1) 1 0
C(9) .3542(5) .6787(5) .3321(1) .039(1) 1 0
C(10) .1780(6) .6843(6) .3025(1) .051(1) 1 0
C(11) .1774(7) .8188(6) .2710(1) .065(1) 1 0
C(12) .3528(7) .9562(6) .2682(1) .066(2) 1 0
C(13) .5282(7) .9557(6) .2977(1) .059(1) 1 0
C(14) .5293(6) .8196(5) .3292(1) .050(1) 1 0
H(3) -.168(7) .930(6) .4898(14) .108(15) 1 0
H(1) .443 .708 .416 .057 1 0
H(2) .217 .452 .360 .057 1 0
H(4A) .715 .182 .402 .078 1 0
H(4B) .446 .154 .396 .078 1 0
H(5A) .661 .424 .451 .078 1 0
H(5B) .519 .241 .465 .078 1 0
H(6A) .293 .526 .470 .078 1 0
H(6B) .179 .380 .439 .078 1 0
H(7A) -.040 .655 .406 .078 1 0
H(7B) .095 .834 .388 .078 1 0
H(10) .054 .591 .304 .067 1 0
H(11) .054 .819 .252 .067 1 0
H(12) .353 1.050 .246 .067 1 0
H(13) .650 1.051 .297 .067 1 0
H(14) .653 .820 .349 .067 1 0
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C(2) C(1) C(6) . 111.1(3) yes
C(2) C(1) C(7) . 109.7(2) yes
C(6) C(1) C(7) . 110.6(3) yes
C(1) C(2) C(3) . 109.2(2) yes
C(1) C(2) C(9) . 113.8(3) yes
C(3) C(2) C(9) . 113.7(3) yes
O(1) C(3) C(2) . 122.7(3) yes
O(1) C(3) C(4) . 121.8(3) yes
C(2) C(3) C(4) . 115.6(3) yes
C(3) C(4) C(5) . 110.7(3) yes
C(4) C(5) C(6) . 110.7(3) yes
C(1) C(6) C(5) . 111.8(3) yes
C(1) C(7) C(8) . 113.8(3) yes
O(2) C(8) O(3) . 121.2(3) yes
O(2) C(8) C(7) . 123.0(3) yes
O(3) C(8) C(7) . 115.7(3) yes
C(2) C(9) C(10) . 120.7(3) yes
C(2) C(9) C(14) . 122.0(3) yes
C(10) C(9) C(14) . 117.3(3) yes
C(9) C(10) C(11) . 121.6(3) yes
C(10) C(11) C(12) . 120.6(3) yes
C(11) C(12) C(13) . 118.9(4) yes
C(12) C(13) C(14) . 120.4(4) yes
C(9) C(14) C(13) . 121.2(3) yes
C(3) O(1) O(4) . 115.1(2) yes
C(8) O(3) H(3) . 111(2) yes
O(3) H(3) O(2) 2_576 176(2) no
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
O(1) C(3) . 1.208(4) yes
O(2) C(8) . 1.224(4) yes
O(3) C(8) . 1.287(4) yes
C(1) C(2) . 1.551(4) yes
C(1) C(6) . 1.523(5) yes
C(1) C(7) . 1.534(5) yes
C(2) C(3) . 1.536(5) yes
C(2) C(9) . 1.498(4) yes
C(3) C(4) . 1.498(5) yes
C(4) C(5) . 1.523(5) yes
C(5) C(6) . 1.525(5) yes
C(7) C(8) . 1.479(5) yes
C(9) C(10) . 1.382(4) yes
C(9) C(14) . 1.397(5) yes
C(10) C(11) . 1.370(5) yes
C(11) C(12) . 1.382(6) yes
C(12) C(13) . 1.376(6) yes
C(13) C(14) . 1.376(5) yes
O(1) O(4) . 2.738(7) yes
O(3) O(2) 2_576 2.662(2) no
O(3) H(3) . 1.01(4) no
