#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:10:02 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179616 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/80/4508033.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_4508033
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         'C10 H18 O4'
_chemical_formula_sum            'C10 H18 O4'
_chemical_formula_weight         202.24
_chemical_name_common            C10-120
_chemical_name_systematic        '1,10-Decanedioic 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             2012-11-28
_audit_creation_method
;
  Olex2 1.2
  (compiled 2012.05.09 svn.r2324, GUI svn.r4230)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 133.79(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   15.085(2)
_cell_length_b                   5.0126(2)
_cell_length_c                   9.7915(13)
_cell_measurement_reflns_used    1079
_cell_measurement_temperature    120(10)
_cell_measurement_theta_max      29.1194
_cell_measurement_theta_min      4.0572
_cell_volume                     534.5(2)
_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(10)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.9894
_diffrn_measured_fraction_theta_max 0.8934
_diffrn_measurement_details
;
  1 omega  -85.00   24.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.3397  -20.0000 -166.0000 109

  2 omega   36.00   63.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       19.0585 -107.0000 -120.0000 27

  3 omega  -39.00   42.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.3397   37.0000   30.0000 81

  4 omega  -11.00   54.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       19.0585   77.0000   60.0000 65
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0197821000
_diffrn_orient_matrix_UB_12      -0.0047691000
_diffrn_orient_matrix_UB_13      0.0478893000
_diffrn_orient_matrix_UB_21      0.0600422000
_diffrn_orient_matrix_UB_22      -0.0372730000
_diffrn_orient_matrix_UB_23      0.0846060000
_diffrn_orient_matrix_UB_31      0.0157065000
_diffrn_orient_matrix_UB_32      0.1364137000
_diffrn_orient_matrix_UB_33      0.0248343000
_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     0.0267
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            2811
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.18
_diffrn_reflns_theta_min         4.48
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92405
_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    1.257
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             220
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     68
_refine_ls_number_reflns         1243
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0466
_refine_ls_R_factor_gt           0.0356
_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)+(0.0485P)²+0.0823P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0930
_refine_ls_wR_factor_ref         0.0998
_reflns_number_gt                1024
_reflns_number_total             1243
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg400668w_si_002.cif
_cod_data_source_block           C10-120
_cod_database_code               4508033
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
C1 C 0.39567(10) 0.5989(2) 0.03824(15) 0.0194(3) Uani 1 1 d .
O1 O 0.37027(7) 0.40087(16) -0.05747(12) 0.0256(2) Uani 1 1 d .
O2 O 0.48963(7) 0.75349(17) 0.11311(12) 0.0271(2) Uani 1 1 d .
C3 C 0.21134(10) 0.5130(2) -0.00414(16) 0.0215(3) Uani 1 1 d .
H3A H 0.2389 0.3309 0.0386 0.026 Uiso 1 1 calc R
H3B H 0.1542 0.5143 -0.1411 0.026 Uiso 1 1 calc R
C5 C 0.03115(11) 0.4527(2) -0.03190(18) 0.0248(3) Uani 1 1 d .
H5A H 0.0528 0.2660 0.0013 0.030 Uiso 1 1 calc R
H5B H -0.0267 0.4664 -0.1686 0.030 Uiso 1 1 calc R
C2 C 0.32072(10) 0.6877(2) 0.07827(16) 0.0213(3) Uani 1 1 d .
H2A H 0.2914 0.8671 0.0294 0.026 Uiso 1 1 calc R
H2B H 0.3739 0.6958 0.2143 0.026 Uiso 1 1 calc R
C4 C 0.14594(10) 0.6092(2) 0.05445(17) 0.0244(3) Uani 1 1 d .
H4B H 0.2027 0.5992 0.1912 0.029 Uiso 1 1 calc R
H4A H 0.1238 0.7951 0.0187 0.029 Uiso 1 1 calc R
H2 H 0.5381(17) 0.687(4) 0.094(3) 0.079(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
C1 0.0178(5) 0.0220(5) 0.0202(5) 0.0021(4) 0.0139(5) 0.0026(4)
O1 0.0241(4) 0.0284(5) 0.0312(5) -0.0068(4) 0.0218(4) -0.0017(3)
O2 0.0254(4) 0.0301(5) 0.0370(5) -0.0086(4) 0.0258(4) -0.0056(4)
C3 0.0196(6) 0.0226(6) 0.0273(6) -0.0017(5) 0.0181(5) 0.0014(4)
C5 0.0234(6) 0.0255(6) 0.0341(6) -0.0056(5) 0.0232(6) -0.0026(5)
C2 0.0212(6) 0.0225(6) 0.0261(6) -0.0020(4) 0.0186(5) 0.0012(4)
C4 0.0232(6) 0.0262(6) 0.0324(6) -0.0062(5) 0.0224(6) -0.0026(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
_geom_angle_site_symmetry_3
O1 C1 O2 123.42(10) . .
O1 C1 C2 123.06(10) . .
O2 C1 C2 113.52(9) . .
C1 O2 H2 111.8(13) . .
H3A C3 H3B 108.0 . .
C2 C3 H3A 109.3 . .
C2 C3 H3B 109.3 . .
C2 C3 C4 111.53(9) . .
C4 C3 H3A 109.3 . .
C4 C3 H3B 109.3 . .
C5 C5 H5A 108.8 3_565 .
C5 C5 H5B 108.8 3_565 .
H5A C5 H5B 107.7 . .
C4 C5 C5 113.67(12) . 3_565
C4 C5 H5A 108.8 . .
C4 C5 H5B 108.8 . .
C1 C2 C3 115.46(9) . .
C1 C2 H2A 108.4 . .
C1 C2 H2B 108.4 . .
C3 C2 H2A 108.4 . .
C3 C2 H2B 108.4 . .
H2A C2 H2B 107.5 . .
C3 C4 H4B 108.7 . .
C3 C4 H4A 108.7 . .
C5 C4 C3 114.42(9) . .
C5 C4 H4B 108.7 . .
C5 C4 H4A 108.7 . .
H4B C4 H4A 107.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.2302(13) .
C1 O2 1.3072(14) .
C1 C2 1.4978(15) .
O2 H2 0.93(2) .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C3 C2 1.5158(15) .
C3 C4 1.5225(15) .
C5 C5 1.520(2) 3_565
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C5 C4 1.5174(16) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C4 H4B 0.9700 .
C4 H4A 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_1
O1 C1 C2 C3 1.21(16) .
O2 C1 C2 C3 -179.44(9) .
C5 C5 C4 C3 178.61(13) 3_565
C2 C3 C4 C5 176.76(10) .
C4 C3 C2 C1 176.39(10) .
