#------------------------------------------------------------------------------
#$Date: 2016-03-22 12:04:14 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178932 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/61/4116143.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_4116143
loop_
_publ_author_name
'Venkat R. Thalladi'
'Markus Nüsse'
'Roland Boese'
_publ_section_title
;
 The Melting Point Alternation in α,ω-Alkanedicarboxylic Acids
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9227
_journal_page_last               9236
_journal_paper_doi               10.1021/ja0011459
_journal_volume                  122
_journal_year                    2000
_chemical_compound_source        fluka
_chemical_formula_moiety         'C6 H10 O4'
_chemical_formula_structural     'C6 H10 O4'
_chemical_formula_sum            'C6 H10 O4'
_chemical_formula_weight         146.14
_chemical_melting_point          426
_chemical_name_common            'Adipic acid'
_chemical_name_systematic
; 
 Hexane-1,6-dioic 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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 110.856(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.1870(14)
_cell_length_b                   5.1626(11)
_cell_length_c                   10.015(2)
_cell_measurement_temperature    130(2)
_cell_volume                     347.25(12)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0617
_diffrn_reflns_av_sigmaI/netI    0.0465
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            564
_diffrn_reflns_theta_max         28.26
_diffrn_reflns_theta_min         3.03
_exptl_absorpt_coefficient_mu    0.118
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_F_000             156
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.133
_refine_ls_goodness_of_fit_obs   1.107
_refine_ls_matrix_type           full
_refine_ls_number_parameters     50
_refine_ls_number_reflns         444
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.133
_refine_ls_restrained_S_obs      1.107
_refine_ls_R_factor_all          0.0951
_refine_ls_R_factor_obs          0.0683
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1013P)²+0.8555P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2354
_refine_ls_wR_factor_obs         0.1932
_reflns_number_observed          326
_reflns_number_total             444
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ja0011459_05.cif
_cod_data_source_block           disa62m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.1013P)^2^+0.8555P] where P=(Fo^2^+2Fc^2^)/3' 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^(Fo^2^)+(0.1013P)^2^+0.8555P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               4116143
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_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 0.031(3) 0.069(3) 0.0263(14) -0.009(2) 0.0051(13) 0.009(2)
O2 0.032(3) 0.065(3) 0.0276(14) -0.005(2) 0.0017(14) 0.010(2)
C1 0.022(4) 0.062(4) 0.024(2) 0.002(2) 0.009(2) -0.002(3)
C2 0.027(4) 0.055(3) 0.024(2) -0.004(2) 0.005(2) 0.001(3)
C3 0.027(4) 0.054(4) 0.023(2) 0.000(2) 0.004(2) -0.001(3)
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.2931(6) 0.1000(8) 0.8698(3) 0.0436(14) Uani 1 d .
O2 O 0.4774(6) -0.2526(9) 0.8704(3) 0.0437(15) Uani 1 d .
H1 H 0.5467(188) -0.1752(213) 0.9657(131) 0.176(47) Uiso 1 d .
C1 C 0.3294(8) -0.0904(12) 0.8091(4) 0.036(2) Uani 1 d .
C2 C 0.2084(8) -0.1656(12) 0.6570(4) 0.036(2) Uani 1 d .
H2A H 0.1407(8) -0.3323(12) 0.6575(4) 0.044 Uiso 1 calc R
H2B H 0.2994(8) -0.1916(12) 0.6037(4) 0.044 Uiso 1 calc R
C3 C 0.0519(8) 0.0380(12) 0.5793(4) 0.036(2) Uani 1 d .
H3B H 0.1168(8) 0.2091(12) 0.5856(4) 0.043 Uiso 1 calc R
H3A H -0.0483(8) 0.0517(12) 0.6258(4) 0.043 Uiso 1 calc R
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_3
O1 C1 O2 123.7(4) .
O1 C1 C2 123.7(5) .
O2 C1 C2 112.6(5) .
C1 C2 C3 113.0(5) .
C2 C3 C3 110.2(6) 3_556
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.232(7) .
O2 C1 1.321(7) .
C1 C2 1.512(5) .
C2 C3 1.533(7) .
C3 C3 1.546(7) 3_556
