#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/44/2004432.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_2004432
loop_
_publ_author_name
'Lalancette, R. A.'
'Coté, M. L.'
'Thompson, H. W.'
_publ_section_title
;
 (+-)-trans-2-Benzoylcyclohexanecarboxylic Acid. Structure and
 Hydrogen-Bonding Pattern of a γ-Keto Acid
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              244
_journal_page_last               246
_journal_paper_doi               10.1107/S0108270195010407
_journal_volume                  52
_journal_year                    1996
_chemical_formula_moiety         'C14 H16 O3'
_chemical_formula_sum            'C14 H16 O3'
_chemical_formula_weight         232.3
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 99.053(9)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   5.774(1)
_cell_length_b                   40.748(6)
_cell_length_c                   10.648(1)
_cell_measurement_reflns_used    22
_cell_measurement_temperature    297
_cell_measurement_theta_max      14.77
_cell_measurement_theta_min      7.95
_cell_volume                     2474.0(6)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0206
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3596
_diffrn_reflns_theta_max         22.5
_diffrn_standards_decay_%        2.97
_diffrn_standards_interval_count 47
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.97391
_exptl_absorpt_correction_T_min  0.94762
_exptl_absorpt_correction_type   analytical
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_description       'flattened hexagonal prism'
_exptl_crystal_size_max          0.82
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.15
_refine_diff_density_min         -0.14
_refine_ls_extinction_coef       '\c = 0.0012'
_refine_ls_extinction_method     'F* = F/(1 + 0.002F²χ/sin2θ)^1/4^'
_refine_ls_goodness_of_fit_obs   1.56
_refine_ls_number_parameters     311
_refine_ls_number_reflns         2289
_refine_ls_R_factor_obs          0.0531
_refine_ls_shift/esd_max         0.138
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F) + 0.0007F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0630
_reflns_number_observed          2289
_reflns_number_total             3227
_reflns_observed_criterion       >4\s(F)
_cod_data_source_file            pt1013.cif
_cod_data_source_block           pt1013a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(F) + 0.0007F^2^]'
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) +
0.0007F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2474.2(6)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2004432
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2+x,1/2-y,1/2+z
-x,-y,-z
1/2-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
O(1A) .6839(4) .0634(1) .6385(2) .069(1)
O(2A) .3925(4) .1067(1) .8313(2) .072(1)
O(3A) .6681(4) .0817(1) .9663(2) .066(1)
C(1A) .4161(5) .0482(1) .8245(2) .046(1)
C(2A) .3075(5) .0490(1) .6838(2) .043(1)
C(3A) .2366(5) .0146(1) .6369(3) .057(1)
C(4A) .0704(6) -.0014(1) .7158(3) .061(1)
C(5A) .1752(6) -.0017(1) .8562(3) .069(1)
C(6A) .2452(6) .0328(1) .9032(3) .064(1)
C(7A) .4920(5) .0813(1) .8736(3) .049(1)
C(8A) .4727(5) .0631(1) .6014(3) .046(1)
C(9A) .3782(5) .0747(1) .4710(2) .044(1)
C(10A) .5195(5) .0717(1) .3773(3) .057(1)
C(11A) .4422(7) .0829(1) .2560(3) .074(2)
C(12A) .2270(7) .0979(1) .2268(3) .072(1)
C(13A) .0884(6) .1014(1) .3184(3) .064(1)
C(14A) .1611(5) .0896(1) .4401(3) .051(1)
O(1B) -.5164(4) .1857(1) .2330(2) .072(1)
O(2B) -.2231(4) .1416(1) .0544(2) .067(1)
O(3B) -.4897(4) .1662(1) -.0867(2) .073(1)
C(1B) -.2383(5) .2002(1) .0518(2) .047(1)
C(2B) -.1398(5) .2021(1) .1934(2) .044(1)
C(3B) -.0833(5) .2381(1) .2279(3) .055(1)
C(4B) .0961(6) .2520(1) .1506(3) .063(1)
C(5B) .0183(6) .2475(1) .0085(3) .068(1)
C(6B) -.0527(6) .2126(1) -.0260(3) .062(1)
C(7B) -.3179(5) .1666(1) .0081(3) .048(1)
C(8B) -.3080(5) .1877(1) .2754(3) .048(1)
C(9B) -.2195(5) .1765(1) .4075(3) .045(1)
C(10B) -.3706(5) .1592(1) .4726(3) .057(1)
C(11B) -.2980(6) .1489(1) .5957(3) .067(1)
C(12B) -.0751(6) .1558(1) .6563(3) .067(1)
C(13B) .0764(6) .1726(1) .5935(3) .068(1)
C(14B) .0071(5) .1825(1) .4690(3) .057(1)
H(15) .6983 .1049 .9940 .080
H(1AA) .5544 .0348 .8322 .049(4)
H(2AA) .1725 .0631 .6773 .049(4)
H(3AA) .3750 .0013 .6414 .072(3)
H(3AB) .1601 .0159 .5502 .072(3)
H(4AA) -.0743 .0106 .7049 .072(3)
H(4AB) .0407 -.0236 .6874 .072(3)
H(5AA) .0612 -.0102 .9043 .072(3)
H(5AB) .3115 -.0155 .8683 .072(3)
H(6AA) .1073 .0462 .8968 .072(3)
H(6AB) .3189 .0316 .9904 .072(3)
H(10A) .6719 .0618 .3975 .072(3)
H(11A) .5387 .0800 .1911 .072(3)
H(12A) .1751 .1061 .1425 .072(3)
H(13A) -.0610 .1121 .2983 .072(3)
H(14A) .0608 .0918 .5035 .072(3)
H(16) -.5263 .1430 -.1133 .080
H(1BA) -.3753 .2139 .0382 .048(4)
H(2BA) .0004 .1891 .2098 .049(4)
H(3BA) -.0207 .2395 .3167 .072(3)
H(3BB) -.2249 .2507 .2107 .072(3)
H(4BA) .2429 .2409 .1750 .072(3)
H(4BB) .1159 .2750 .1688 .072(3)
H(5BA) .1456 .2536 -.0350 0.72(3)
H(5BB) -.1132 .2617 -.0183 .072(3)
H(6BA) -.1161 .2116 -.1149 .072(3)
H(6BB) .0833 .1988 -.0092 .072(3)
H(10B) -.5273 .1545 .4316 .072(3)
H(11B) -.4036 .1367 .6393 .072(3)
H(12B) -.0259 .1488 .7425 .072(3)
H(13B) .2315 .1777 .6360 .072(3)
H(14B) .1167 .1936 .4247 .072(3)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C(2A) C(1A) C(6A) . . 110.3(2) yes
C(2A) C(1A) C(7A) . . 112.0(2) yes
C(6A) C(1A) C(7A) . . 111.1(2) yes
C(1A) C(2A) C(3A) . . 110.3(2) yes
C(1A) C(2A) C(8A) . . 112.3(2) yes
C(3A) C(2A) C(8A) . . 108.8(2) yes
C(2A) C(3A) C(4A) . . 112.0(2) yes
C(3A) C(4A) C(5A) . . 111.0(3) yes
C(4A) C(5A) C(6A) . . 111.1(3) yes
C(1A) C(6A) C(5A) . . 111.1(3) yes
O(2A) C(7A) O(3A) . . 122.2(3) yes
O(2A) C(7A) C(1A) . . 122.5(2) yes
O(3A) C(7A) C(1A) . . 115.3(3) yes
O(1A) C(8A) C(2A) . . 120.4(2) yes
O(1A) C(8A) C(9A) . . 120.0(3) yes
C(2A) C(8A) C(9A) . . 119.5(2) yes
C(8A) C(9A) C(10A) . . 118.1(3) yes
C(8A) C(9A) C(14A) . . 123.1(3) yes
C(10A) C(9A) C(14A) . . 118.7(2) yes
C(9A) C(10A) C(11A) . . 120.2(3) yes
C(10A) C(11A) C(12A) . . 120.5(3) yes
C(11A) C(12A) C(13A) . . 119.7(3) yes
C(12A) C(13A) C(14A) . . 120.6(3) yes
C(9A) C(14A) C(13A) . . 120.3(3) yes
O(2A) H(16) O(3B) 1_454 . 173.8(2) yes
C(7A) O(2A) H(16) . 1_454 122.5(2) yes
C(7A) O(3A) H(15) . . 108.4(3) yes
C(2B) C(1B) C(6B) . . 109.4(2) yes
C(2B) C(1B) C(7B) . . 113.7(2) yes
C(6B) C(1B) C(7B) . . 109.8(2) yes
C(1B) C(2B) C(3B) . . 108.4(2) yes
C(1B) C(2B) C(8B) . . 112.1(2) yes
C(3B) C(2B) C(8B) . . 111.1(2) yes
C(2B) C(3B) C(4B) . . 111.2(3) yes
C(3B) C(4B) C(5B) . . 111.9(3) yes
C(4B) C(5B) C(6B) . . 112.4(3) yes
C(1B) C(6B) C(5B) . . 111.3(3) yes
O(2B) C(7B) O(3B) . . 122.6(3) yes
O(2B) C(7B) C(1B) . . 122.8(2) yes
O(3B) C(7B) C(1B) . . 114.5(3) yes
O(1B) C(8B) C(2B) . . 119.7(2) yes
O(1B) C(8B) C(9B) . . 120.0(3) yes
C(2B) C(8B) C(9B) . . 120.3(2) yes
C(8B) C(9B) C(10B) . . 118.5(2) yes
C(8B) C(9B) C(14B) . . 123.2(3) yes
C(10B) C(9B) C(14B) . . 118.3(3) yes
C(9B) C(10B) C(11B) . . 120.6(3) yes
C(10B) C(11B) C(12B) . . 120.4(3) yes
C(11B) C(12B) C(13B) . . 119.8(3) yes
C(12B) C(13B) C(14B) . . 120.3(3) yes
C(9B) C(14B) C(13B) . . 120.6(3) yes
O(2B) H(15) O(3A) 1_656 . 172.4(2) yes
C(7B) O(2B) H(15) . . 121.0(2) yes
C(7B) O(3B) H(16) . . 109.5(3) yes
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(1A) C(8A) . 1.221(3) yes
O(2A) C(7A) . 1.232(4) yes
O(3A) C(7A) . 1.301(3) yes
C(1A) C(2A) . 1.531(3) yes
C(1A) C(6A) . 1.526(4) yes
C(1A) C(7A) . 1.490(4) yes
C(2A) C(3A) . 1.524(4) yes
C(2A) C(8A) . 1.507(4) yes
C(3A) C(4A) . 1.519(5) yes
C(4A) C(5A) . 1.522(4) yes
C(5A) C(6A) . 1.523(5) yes
C(8A) C(9A) . 1.487(4) yes
C(9A) C(10A) . 1.389(4) yes
C(9A) C(14A) . 1.385(5) yes
C(10A) C(11A) . 1.377(4) yes
C(12A) C(13A) . 1.363(5) yes
C(11A) C(12A) . 1.377(5) yes
C(13A) C(14A) . 1.384(4) yes
O(3A) O(2B) 1_656 2.655(5) yes
H(16) O(2A) 1_656 1.634(4) yes
H(15) O(3A) . 0.997(4) yes
O(1B) C(8B) . 1.220(3) yes
O(2B) C(7B) . 1.225(4) yes
O(3B) C(7B) . 1.299(3) yes
C(1B) C(2B) . 1.527(3) yes
C(1B) C(6B) . 1.540(4) yes
C(1B) C(7B) . 1.494(4) yes
C(2B) C(3B) . 1.535(4) yes
C(2B) C(8B) . 1.521(4) yes
C(3B) C(4B) . 1.530(5) yes
C(4B) C(5B) . 1.519(4) yes
C(5B) C(6B) . 1.511(5) yes
C(8B) C(9B) . 1.491(4) yes
C(9B) C(10B) . 1.388(4) yes
C(9B) C(14B) . 1.390(4) yes
C(10B) C(11B) . 1.378(4) yes
C(11B) C(12B) . 1.375(5) yes
C(12B) C(13B) . 1.367(5) yes
C(13B) C(14B) . 1.383(4) yes
O(3B) O(2A) 1_454 2.630(5) yes
H(15) O(2B) 1_656 1.663(4) yes
H(16) O(3B) . 1.000(4) yes
