#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:10:02 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179616 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/80/4508021.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4508021
loop_
_publ_author_name
'Bhattacharya, Suman'
'Saraswatula, Viswanadha G.'
'Saha, Binoy K.'
_publ_section_title
;
 Thermal Expansion in Alkane Diacids---Another Property Showing
 Alternation in an Odd--Even Series
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3651
_journal_paper_doi               10.1021/cg400668w
_journal_volume                  13
_journal_year                    2013
_chemical_formula_moiety         'C8 H14 O4'
_chemical_formula_sum            'C8 H14 O4'
_chemical_formula_weight         174.19
_chemical_name_common            C8-120
_chemical_name_systematic        'Octane-1,8-dioic acid'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-12-09
_audit_creation_method
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 95.924(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.7719(5)
_cell_length_b                   5.0668(4)
_cell_length_c                   9.8849(7)
_cell_measurement_reflns_used    814
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      28.9639
_cell_measurement_theta_min      4.5157
_cell_volume                     436.99(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.9890
_diffrn_measured_fraction_theta_max 0.9000
_diffrn_measurement_details
;
  1 omega  -32.00   31.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960   57.0000    0.0000 63

  2 omega   -7.00   24.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960  -99.0000 -120.0000 31

  3 omega    9.00   41.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       19.1366   57.0000   90.0000 32

  4 omega  -41.00   44.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       19.1366  -37.0000  150.0000 85

  5 omega  -90.00  -16.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.4960  -37.0000 -180.0000 74
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0554867000
_diffrn_orient_matrix_UB_12      -0.1021442000
_diffrn_orient_matrix_UB_13      -0.0027212000
_diffrn_orient_matrix_UB_21      -0.0593244000
_diffrn_orient_matrix_UB_22      0.0956445000
_diffrn_orient_matrix_UB_23      -0.0046220000
_diffrn_orient_matrix_UB_31      -0.0025154000
_diffrn_orient_matrix_UB_32      -0.0022896000
_diffrn_orient_matrix_UB_33      -0.0719509000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0201
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2244
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.03
_diffrn_reflns_theta_min         4.53
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93359
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             188
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.215
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     59
_refine_ls_number_reflns         998
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0366
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0401P)²+0.0930P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0886
_refine_ls_wR_factor_ref         0.0929
_reflns_number_gt                865
_reflns_number_total             998
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg400668w_si_002.cif
_cod_data_source_block           C8-120
_cod_database_code               4508021
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.65936(9) 0.09541(18) 0.59546(8) 0.0225(3) Uani 1 1 d .
C1 C 0.62913(12) -0.0999(2) 0.66056(11) 0.0169(3) Uani 1 1 d .
O2 O 0.51229(9) -0.25600(18) 0.62425(9) 0.0244(3) Uani 1 1 d .
C3 C 0.85456(12) -0.0061(2) 0.83659(11) 0.0193(3) Uani 1 1 d .
H3A H 0.8174 0.1735 0.8422 0.023 Uiso 1 1 calc R
H3B H 0.9286 -0.0092 0.7702 0.023 Uiso 1 1 calc R
C2 C 0.72137(12) -0.1856(2) 0.78887(11) 0.0180(3) Uani 1 1 d .
H2A H 0.7610 -0.3613 0.7751 0.022 Uiso 1 1 calc R
H2B H 0.6539 -0.1972 0.8604 0.022 Uiso 1 1 calc R
C4 C 0.93328(13) -0.0876(2) 0.97431(11) 0.0212(3) Uani 1 1 d .
H4A H 0.8585 -0.0857 1.0401 0.025 Uiso 1 1 calc R
H4B H 0.9699 -0.2674 0.9681 0.025 Uiso 1 1 calc R
H2 H 0.453(2) -0.194(4) 0.546(2) 0.065(6) Uiso 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0215(4) 0.0241(5) 0.0209(4) 0.0070(4) -0.0033(3) -0.0033(4)
C1 0.0153(5) 0.0186(6) 0.0168(5) -0.0011(5) 0.0020(4) 0.0008(5)
O2 0.0228(4) 0.0257(5) 0.0228(5) 0.0059(4) -0.0065(4) -0.0065(4)
C3 0.0186(5) 0.0199(6) 0.0187(6) 0.0044(5) -0.0015(4) 0.0001(5)
C2 0.0188(5) 0.0173(6) 0.0173(6) 0.0025(5) -0.0004(4) 0.0008(5)
C4 0.0216(6) 0.0208(6) 0.0202(6) 0.0051(5) -0.0029(4) -0.0019(5)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
_geom_angle_site_symmetry_1
O1 C1 O2 123.21(10) .
O1 C1 C2 123.55(10) .
O2 C1 C2 113.23(10) .
C1 O2 H2 111.7(12) .
H3A C3 H3B 107.9 .
C2 C3 H3A 109.1 .
C2 C3 H3B 109.1 .
C2 C3 C4 112.33(10) .
C4 C3 H3A 109.1 .
C4 C3 H3B 109.1 .
C1 C2 C3 114.89(10) .
C1 C2 H2A 108.5 .
C1 C2 H2B 108.5 .
C3 C2 H2A 108.5 .
C3 C2 H2B 108.5 .
H2A C2 H2B 107.5 .
C3 C4 H4A 108.8 .
C3 C4 H4B 108.8 .
C4 C4 C3 113.91(12) 3_757
C4 C4 H4A 108.8 3_757
C4 C4 H4B 108.8 3_757
H4A C4 H4B 107.7 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.2241(14) .
C1 O2 1.3150(13) .
C1 C2 1.4968(15) .
O2 H2 0.94(2) .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C3 C2 1.5169(16) .
C3 C4 1.5188(16) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C4 C4 1.515(2) 3_757
C4 H4A 0.9700 .
C4 H4B 0.9700 .
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
_geom_torsion_site_symmetry_4
O1 C1 C2 C3 1.96(16) .
O2 C1 C2 C3 -178.27(9) .
C2 C3 C4 C4 -179.82(12) 3_757
C4 C3 C2 C1 174.07(10) .
