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#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/80/4508013.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_4508013
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         'C6 H10 O4'
_chemical_formula_sum            'C6 H10 O4'
_chemical_formula_weight         146.14
_chemical_name_common            C6-260-polymorph-I
_chemical_name_systematic        'Hexane-1,6-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             2012-12-07
_audit_creation_method
;
  Olex2 1.2
  (compiled 2012.05.09 svn.r2324, GUI svn.r4230)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 111.937(15)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.3313(11)
_cell_length_b                   5.1522(6)
_cell_length_c                   10.104(2)
_cell_measurement_reflns_used    679
_cell_measurement_temperature    260(2)
_cell_measurement_theta_max      29.0509
_cell_measurement_theta_min      4.3402
_cell_volume                     354.02(10)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_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      260(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.9852
_diffrn_measured_fraction_theta_max 0.8889
_diffrn_measurement_details
;
  1 omega  -93.00  -37.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178 -178.0000   60.0000 56

  2 omega  -73.00  -36.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178 -178.0000  150.0000 37

  3 omega   -8.00   24.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178  -99.0000   60.0000 32

  4 omega  -63.00   -4.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178  -77.0000    0.0000 59

  5 omega  -27.00   38.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178   57.0000  -60.0000 65

  6 omega  -90.00  -65.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.4178  -37.0000  150.0000 25
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0242724000
_diffrn_orient_matrix_UB_12      -0.1197022000
_diffrn_orient_matrix_UB_13      -0.0244627000
_diffrn_orient_matrix_UB_21      -0.0794489000
_diffrn_orient_matrix_UB_22      -0.0606271000
_diffrn_orient_matrix_UB_23      0.0123559000
_diffrn_orient_matrix_UB_31      -0.0617100000
_diffrn_orient_matrix_UB_32      0.0308275000
_diffrn_orient_matrix_UB_33      -0.0705304000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            1731
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.12
_diffrn_reflns_theta_min         4.35
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_correction_T_min  0.954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             156
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     50
_refine_ls_number_reflns         814
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.134
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0516
_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)+(0.0627P)²+0.1255P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1419
_refine_ls_wR_factor_ref         0.1498
_reflns_number_gt                657
_reflns_number_total             950
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg400668w_si_002.cif
_cod_data_source_block           C6-260
_cod_database_code               4508013
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 0.7050(2) 0.0994(3) 0.13192(14) 0.0535(5) Uani 1 1 d .
O2 O 0.5245(2) -0.2476(3) 0.12937(15) 0.0552(5) Uani 1 1 d D
C3 C 0.6705(3) -0.0900(4) 0.19141(19) 0.0371(5) Uani 1 1 d .
C4 C 0.9477(3) 0.0350(4) 0.42194(17) 0.0391(5) Uani 1 1 d .
H4A H 0.8865 0.2040 0.4151 0.047 Uiso 1 1 calc R
H4B H 1.0436 0.0470 0.3771 0.047 Uiso 1 1 calc R
C5 C 0.7923(3) -0.1621(4) 0.34239(18) 0.0400(5) Uani 1 1 d .
H5A H 0.8565 -0.3266 0.3421 0.048 Uiso 1 1 calc R
H5B H 0.7055 -0.1871 0.3940 0.048 Uiso 1 1 calc R
H2 H 0.454(5) -0.184(7) 0.046(2) 0.102(11) Uiso 1 1 d 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 0.0513(9) 0.0603(10) 0.0368(7) 0.0133(6) 0.0025(6) -0.0151(7)
O2 0.0513(9) 0.0586(10) 0.0394(8) 0.0090(7) -0.0017(7) -0.0172(7)
C3 0.0345(9) 0.0417(10) 0.0329(9) 0.0037(7) 0.0100(7) 0.0012(8)
C4 0.0361(9) 0.0446(10) 0.0314(9) 0.0071(8) 0.0066(7) 0.0011(8)
C5 0.0417(10) 0.0408(10) 0.0317(9) 0.0058(8) 0.0070(7) 0.0002(8)
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
C3 O2 H2 108(2) . .
O1 C3 O2 123.05(16) . .
O1 C3 C5 123.02(17) . .
O2 C3 C5 113.93(15) . .
C4 C4 H4A 109.1 3_756 .
C4 C4 H4B 109.1 3_756 .
H4A C4 H4B 107.9 . .
C5 C4 C4 112.3(2) . 3_756
C5 C4 H4A 109.1 . .
C5 C4 H4B 109.1 . .
C3 C5 C4 114.74(15) . .
C3 C5 H5A 108.6 . .
C3 C5 H5B 108.6 . .
C4 C5 H5A 108.6 . .
C4 C5 H5B 108.6 . .
H5A C5 H5B 107.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C3 1.221(2) .
O2 C3 1.302(2) .
O2 H2 0.872(18) .
C3 C5 1.498(2) .
C4 C4 1.517(3) 3_756
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C4 C5 1.514(3) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 196
