#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/00/2200094.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_2200094
loop_
_publ_author_name
'Bond, Andrew D.'
'Edwards, Marc R.'
'Jones, William'
_publ_section_title
;
 Sebacic acid
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o141
_journal_page_last               o142
_journal_paper_doi               10.1107/S1600536801000794
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          'C10 H18 O4'
_chemical_formula_moiety         'C10 H18 O4'
_chemical_formula_sum            'C10 H18 O4'
_chemical_formula_weight         202.24
_chemical_melting_point          407.0(10)
_chemical_name_common            'sebacic acid'
_chemical_name_systematic        'octane-1,8-dicarboxylic acid'
_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'
_cell_angle_alpha                90.00
_cell_angle_beta                 92.273(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.9197(7)
_cell_length_b                   4.9876(6)
_cell_length_c                   9.9640(10)
_cell_measurement_reflns_used    2040
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.02
_cell_volume                     542.24(9)
_computing_cell_refinement       'HKL SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction
'HKL DENZO and SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics
'XP (Sheldrick, 1993) and CAMERON (Watkin et al., 1996)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick 1997)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full .990
_diffrn_measured_fraction_theta_max .990
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'Thin-slice ω and φ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71069
_diffrn_reflns_av_R_equivalents  .054
_diffrn_reflns_av_sigmaI/netI    .0601
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3745
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         3.73
_exptl_absorpt_coefficient_mu    .095
_exptl_absorpt_correction_T_max  .995
_exptl_absorpt_correction_T_min  .912
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SORTAV; Blessing, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             220
_exptl_crystal_size_max          .23
_exptl_crystal_size_mid          .18
_exptl_crystal_size_min          .05
_refine_diff_density_max         .224
_refine_diff_density_min         -.182
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     68
_refine_ls_number_reflns         1241
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          .090
_refine_ls_R_factor_gt           .051
_refine_ls_shift/su_max          .006
_refine_ls_shift/su_mean         .002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0705P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .139
_reflns_number_gt                796
_reflns_number_total             1241
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt6002.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '406-408' was changed to '407.0(10)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_chemical_melting_point' value '406-408' was changed to '407.0(10)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        542.27(9)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2200094
_cod_database_fobs_code          2200094
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
O1 .12859(9) .4028(2) .92528(12) .0427(4) Uani d . 1 . . O
O2 .01144(9) .7593(3) .88045(12) .0445(4) Uani d . 1 . . O
H1 -.042(2) .685(6) .959(3) .117(9) Uiso d . 1 . . H
C1 .10498(13) .6043(4) .85865(16) .0332(4) Uani d . 1 . . C
C2 .18124(13) .6970(4) .74613(16) .0372(5) Uani d . 1 . . C
H2A .2144 .8767 .7691 .045 Uiso calc R 1 . . H
H2B .1273 .7166 .6645 .045 Uiso calc R 1 . . H
C3 .28703(13) .5157(3) .71336(16) .0365(5) Uani d . 1 . . C
H3A .2551 .3343 .6919 .044 Uiso calc R 1 . . H
H3B .3434 .5007 .7933 .044 Uiso calc R 1 . . H
C4 .35752(14) .6183(4) .59603(18) .0427(5) Uani d . 1 . . C
H4A .3005 .6314 .5166 .051 Uiso calc R 1 . . H
H4B .3870 .8017 .6174 .051 Uiso calc R 1 . . H
C5 .46563(15) .4497(4) .55935(18) .0436(5) Uani d . 1 . . C
H5A .4364 .2655 .5395 .052 Uiso calc R 1 . . H
H5B .5235 .4395 .6382 .052 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 .0410(7) .0463(9) .0418(7) .0036(6) .0153(5) .0111(6)
O2 .0424(7) .0477(9) .0449(8) .0095(6) .0183(5) .0105(6)
C1 .0319(9) .0361(11) .0318(9) -.0012(7) .0053(6) .0005(8)
C2 .0375(8) .0399(11) .0350(9) .0000(7) .0112(7) .0064(8)
C3 .0340(9) .0384(10) .0377(10) -.0009(7) .0100(7) .0048(8)
C4 .0415(10) .0450(12) .0427(10) .0048(8) .0157(7) .0104(9)
C5 .0419(9) .0451(11) .0451(10) .0049(8) .0175(8) .0104(9)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C1 O2 H1 . . 111.8(14) no
O1 C1 O2 . . 122.96(14) no
O1 C1 C2 . . 123.21(14) no
O2 C1 C2 . . 113.83(15) no
C1 C2 C3 . . 115.45(14) no
C1 C2 H2A . . 108.4 no
C3 C2 H2A . . 108.4 no
C1 C2 H2B . . 108.4 no
C3 C2 H2B . . 108.4 no
H2A C2 H2B . . 107.5 no
C2 C3 C4 . . 112.38(14) no
C2 C3 H3A . . 109.1 no
C4 C3 H3A . . 109.1 no
C2 C3 H3B . . 109.1 no
C4 C3 H3B . . 109.1 no
H3A C3 H3B . . 107.9 no
C5 C4 C3 . . 115.21(15) no
C5 C4 H4A . . 108.5 no
C3 C4 H4A . . 108.5 no
C5 C4 H4B . . 108.5 no
C3 C4 H4B . . 108.5 no
H4A C4 H4B . . 107.5 no
C4 C5 C5 . 3_666 115.04(19) no
C4 C5 H5A . . 108.5 no
C5 C5 H5A 3_666 . 108.5 no
C4 C5 H5B . . 108.5 no
C5 C5 H5B 3_666 . 108.5 no
H5A C5 H5B . . 107.5 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
O1 C1 . 1.2263(19) no
O2 C1 . 1.3061(19) no
O2 H1 . 1.06(3) no
C1 C2 . 1.496(2) no
C2 C3 . 1.513(2) no
C2 H2A . .9900 no
C2 H2B . .9900 no
C3 C4 . 1.514(2) no
C3 H3A . .9900 no
C3 H3B . .9900 no
C4 C5 . 1.506(2) no
C4 H4A . .9900 no
C4 H4B . .9900 no
C5 C5 3_666 1.511(3) no
C5 H5A . .9900 no
C5 H5B . .9900 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O2 H1 O1 3_567 1.06(3) 1.58(3) 2.6406(15) 175(2) yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 C1 C2 C3 . 3.5(2) no
O2 C1 C2 C3 . -177.21(14) no
C1 C2 C3 C4 . 178.31(15) no
C2 C3 C4 C5 . 179.01(16) no
C3 C4 C5 C5 3_666 179.0(2) no
