#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/50/2005061.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_2005061
loop_
_publ_author_name
'Thompson, H. W.'
'Coté, M. L.'
'Lalancette, R. A.'
_publ_section_title
;
 (+-)-2-Oxocyclododecaneacetic Acid: Structure and Hydrogen-Bonding
 Pattern of a Large-Ring γ-Keto Acid
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1520
_journal_page_last               1523
_journal_paper_doi               10.1107/S0108270195010249
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C14 H24 O3'
_chemical_formula_weight         240.3
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                83.98(1)
_cell_angle_beta                 82.55(2)
_cell_angle_gamma                76.76(2)
_cell_formula_units_Z            2
_cell_length_a                   5.536(2)
_cell_length_b                   7.901(2)
_cell_length_c                   16.540(3)
_cell_measurement_reflns_used    16
_cell_measurement_temperature    297
_cell_measurement_theta_max      9.36
_cell_measurement_theta_min      5.25
_cell_volume                     696.2(3)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       'θ/2θ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            2044
_diffrn_reflns_theta_max         22.5
_diffrn_standards_decay_%        6.51
_diffrn_standards_interval_count 47
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.9924
_exptl_absorpt_correction_T_min  0.9841
_exptl_absorpt_correction_type   analytical
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.147
_exptl_crystal_density_meas      1.14(1)
_exptl_crystal_description       parallelpiped
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.19
_refine_diff_density_min         -0.20
_refine_ls_extinction_coef       '\c = 0.012(2)'
_refine_ls_extinction_method     'F^*^ = F(1+0.002\cF²/sin(2θ))^-1/4^'
_refine_ls_goodness_of_fit_obs   1.19
_refine_ls_hydrogen_treatment    'H atoms: see text'
_refine_ls_number_parameters     157
_refine_ls_number_reflns         932
_refine_ls_R_factor_obs          0.0504
_refine_ls_shift/esd_max         0.007
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F)+0.0006F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0582
_reflns_number_observed          932
_reflns_number_total             1815
_reflns_observed_criterion       F>4\s(F)
_cod_data_source_file            sz1045.cif
_cod_data_source_block           sz1045a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value ' 1/[\s^2^(F)+0.0006F^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)+0.0006F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        696.1(3)
_cod_database_code               2005061
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O(1) .4161(6) .8385(4) -.2266(2) .068(2)
O(2) .2719(6) .9988(5) -.0589(2) .073(2)
O(3) .1490(6) .7753(4) .0144(2) .072(2)
C(1) .7170(8) .7798(6) -.1306(3) .050(2)
C(2) .6065(9) .8661(6) -.2070(3) .050(2)
C(3) .7431(9) .9921(6) -.2591(3) .059(2)
C(4) .6982(9) 1.0148(7) -.3489(3) .069(2)
C(5) .8106(9) .8538(6) -.3942(3) .065(2)
C(6) 1.0964(9) .8091(6) -.4068(3) .066(2)
C(7) 1.2136(10) .6326(7) -.4401(3) .076(3)
C(8) 1.1657(10) .4769(7) -.3833(3) .074(2)
C(9) 1.2872(8) .4535(6) -.3038(3) .062(2)
C(10) 1.1454(9) .3688(6) -.2304(3) .069(2)
C(11) .9013(9) .4876(6) -.1981(3) .059(2)
C(12) .9451(8) .6330(6) -.1521(3) .056(2)
C(13) .5286(8) .7113(6) -.0687(3) .059(2)
C(14) .3047(9) .8423(8) -.0380(3) .055(2)
H(3C) -.0039 .8673 .0282 .080
H(1A) .7739 .8660 -.1058 .080
H(3A) .6899 1.1039 -.2370 .061(1)
H(3B) .9189 .9499 -.2560 .061(1)
H(4A) .7706 1.1087 -.3749 .061(1)
H(4B) .5215 1.0437 -.3521 .061(1)
H(5A) .7558 .7568 -.3636 .061(1)
H(5B) .7501 .8712 -.4470 .061(1)
H(6A) 1.1566 .8104 -.3551 .061(1)
H(6B) 1.1500 .8974 -.4446 .061(1)
H(7A) 1.3907 .6230 -.4505 .061(1)
H(7B) 1.1471 .6287 -.4905 .061(1)
H(8A) .9887 .4906 -.3697 .061(1)
H(8B) 1.2303 .3736 -.4119 .061(1)
H(9A) 1.4520 .3818 -.3129 .061(1)
H(9B) 1.2983 .5665 -.2903 .061(1)
H(10A) 1.2514 .3378 -.1872 .061(1)
H(10B) 1.1081 .2654 -.2468 .061(1)
H(11A) .8102 .5393 -.2434 .061(1)
H(11B) .8048 .4189 -.1619 .061(1)
H(12A) 1.0077 .5808 -.1018 .061(7)
H(12B) 1.0690 .6852 -.1850 .061(7)
H(13B) .6133 .6572 -.0224 .061(7)
H(13A) .4713 .6253 -.0935 .061(7)
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(12) . 110.3(4) yes
C(12) C(1) C(13) . 110.7(4) yes
O(1) C(2) C(3) . 120.7(4) yes
C(2) C(3) C(4) . 114.5(5) yes
C(4) C(5) C(6) . 114.6(5) yes
C(6) C(7) C(8) . 114.5(4) yes
C(8) C(9) C(10) . 114.6(4) yes
C(10) C(11) C(12) . 112.2(4) yes
C(1) C(13) C(14) . 116.5(4) yes
O(2) C(14) C(13) . 123.3(4) yes
C(14) O(3) H(3C) . 109.5(3) yes
O(2) H(3C) O(3) 2_575 172.8(2) yes
C(2) C(1) C(13) . 112.6(4) yes
O(1) C(2) C(1) . 122.3(4) yes
C(1) C(2) C(3) . 117.0(5) yes
C(3) C(4) C(5) . 113.5(4) yes
C(5) C(6) C(7) . 115.3(5) yes
C(7) C(8) C(9) . 114.3(5) yes
C(9) C(10) C(11) . 113.5(4) yes
C(1) C(2) C(11) . 116.7(4) yes
O(2) C(14) O(3) . 123.1(4) yes
O(3) C(14) C(13) . 113.6(5) yes
C(14) O(2) H(3C) 2_575 119.9(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(1) C(2) . 1.213(7) yes
O(3) C(14) . 1.301(6) yes
C(1) C(12) . 1.538(6) yes
C(2) C(3) . 1.517(7) yes
C(4) C(5) . 1.511(7) yes
C(6) C(7) . 1.524(7) yes
C(8) C(9) . 1.529(8) yes
C(10) C(11) . 1.526(6) yes
C(13) C(14) . 1.492(6) yes
O(2) C(14) . 1.227(7) yes
C(1) C(2) . 1.505(7) yes
C(1) C(13) . 1.514(6) yes
C(3) C(4) . 1.522(7) yes
C(5) C(6) . 1.532(7) yes
C(7) C(8) . 1.520(7) yes
C(9) C(10) . 1.537(7) yes
C(11) C(12) . 1.522(7) yes
O(2) O(3) 2_575 2.662(4) yes
