#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:23:38 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180076 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/22/7052259.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_7052259
loop_
_publ_author_name
'Wilson, Chick C.'
'Xu, Xuelian'
'Florence, Alastair J.'
'Shankland, Norman'
_publ_section_title
;
 Temperature dependence of proton transfer in 4-chlorobenzoic acid
;
_journal_issue                   7
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              979
_journal_paper_doi               10.1039/b601123c
_journal_volume                  30
_journal_year                    2006
_chemical_formula_moiety         'C7 H5 Cl O2'
_chemical_formula_sum            'C7 H5 Cl O2'
_chemical_formula_weight         156.56
_chemical_melting_point          512
_chemical_name_common            '4-Chlorobenzoic acid'
_chemical_name_systematic
;
4-Chlorobenzoic acid
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           'from EXP file using GSAS2CIF'
_cell_angle_alpha                88.31(4)
_cell_angle_beta                 100.19(4)
_cell_angle_gamma                93.03(3)
_cell_formula_units_Z            2
_cell_length_a                   14.209(7)
_cell_length_b                   6.120(2)
_cell_length_c                   3.794(1)
_cell_measurement_reflns_used    100
_cell_measurement_temperature    200(1)
_cell_volume                     324.2(2)
_computing_structure_refinement  GSAS
_diffrn_ambient_temperature      200(1)
_diffrn_measurement_device_type  'SXD time-of-flight Laue diffractometer'
_diffrn_radiation_probe          neutron
_diffrn_radiation_type           neutron
_diffrn_radiation_wavelength     0.48-4.8
_diffrn_reflns_number            1413
_diffrn_source
'ISIS spallation source, Rutherford Appleton Laboratory'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_description       needle
_exptl_crystal_preparation       'recrystallised from ethanol solution'
_exptl_crystal_size_max          2.25
_exptl_crystal_size_mid          1.75
_exptl_crystal_size_min          1
_refine_ls_goodness_of_fit_ref   2.42
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     135
_refine_ls_number_reflns         761
_refine_ls_R_factor_all          0.077
_refine_ls_shift/su_max          0.05
_refine_ls_shift/su_mean         0.00
_refine_ls_wR_factor_all         0.054
_reflns_d_resolution_high        0.527
_reflns_d_resolution_low         5.700
_reflns_limit_h_max              23
_reflns_limit_h_min              0
_reflns_limit_k_max              10
_reflns_limit_k_min              -10
_reflns_limit_l_max              6
_reflns_limit_l_min              -6
_cod_data_source_file            b601123c.txt
_cod_data_source_block           neutron_CLB200K
_cod_database_code               7052259
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_thermal_displace_type
_atom_site_U_iso_or_equiv
_atom_site_symmetry_multiplicity
Cl1 0.42680(21) 0.7842(5) 0.8296(8) 1.0 Uani 0.03873 2
O1 0.02072(34) 0.2433(9) 0.2313(14) 1.0 Uani 0.03768 2
O2 0.1189(4) 0.0188(9) 0.0549(14) 1.0 Uani 0.03182 2
C1 0.18478(29) 0.3337(7) 0.3687(10) 1.0 Uani 0.02003 2
C2 0.27787(29) 0.2767(7) 0.3774(11) 1.0 Uani 0.02488 2
C3 0.35239(31) 0.4163(7) 0.5180(10) 1.0 Uani 0.02569 2
C4 0.33357(27) 0.6103(6) 0.6519(9) 1.0 Uani 0.02214 2
C5 0.24173(30) 0.6735(7) 0.6438(10) 1.0 Uani 0.02569 2
C6 0.16690(32) 0.5331(7) 0.5025(10) 1.0 Uani 0.02372 2
C7 0.10436(27) 0.1858(6) 0.2098(10) 1.0 Uani 0.02051 2
H2 0.2905(6) 0.1201(14) 0.2759(24) 1.0 Uani 0.04573 2
H3 0.4233(6) 0.3692(18) 0.5260(24) 1.0 Uani 0.04983 2
H5 0.2275(6) 0.8234(15) 0.7545(25) 1.0 Uani 0.04797 2
H6 0.0944(7) 0.5731(16) 0.4984(23) 1.0 Uani 0.05178 2
H1 -0.0293(12) 0.1378(25) 0.117(4) 0.793(22) Uiso 0.0481(31) 2
H1A 0.075(5) -0.055(10) -0.041(14) 0.207(22) Uiso 0.0481(31) 2
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C7 O1 H1 111.9(10)
C7 O2 H1A 120(5)
C2 C1 C7 120.1(4)
C6 C1 C7 119.9(4)
C2 C1 C6 120.0(4)
C1 C2 C3 120.0(4)
C2 C3 C4 119.3(4)
Cl1 C4 C3 119.2(4)
C3 C4 C5 122.3(4)
Cl1 C4 C5 118.5(3)
C4 C5 C6 118.4(4)
C1 C6 C5 120.1(4)
O2 C7 C1 120.7(4)
O1 C7 O2 122.8(5)
O1 C7 C1 116.5(4)
C1 C2 H2 119.0(6)
C3 C2 H2 121.0(6)
C2 C3 H3 119.1(7)
C4 C3 H3 121.6(7)
C4 C5 H5 121.9(6)
C6 C5 H5 119.6(6)
C1 C6 H6 118.9(6)
C5 C6 H6 121.0(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 C4 1.708(5)
O1 C7 1.275(6)
O2 C7 1.238(7)
O1 H1 0.983(16)
O2 H1A 0.79(6)
C1 C7 1.472(6)
C1 C2 1.380(6)
C1 C6 1.388(6)
C2 C3 1.366(6)
C3 C4 1.362(6)
C4 C5 1.376(6)
C5 C6 1.373(6)
C2 H2 1.078(9)
C3 H3 1.058(10)
C5 H5 1.064(10)
C6 H6 1.069(11)
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
H1 O1 2.734(14) . 2_555
H1 O2 1.607(16) . 2_555
H1 C7 2.461(14) . 2_555
H1 H1 2.20(2) . 2_555
H1A O1 1.80(7) . 2_555
H1A O2 2.77(7) . 2_555
H1A C7 2.61(7) . 2_555
H1A H1A 2.34(10) . 2_555
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O2 0.983(16) 1.607(16) 2.587(8) 174.0(15) 2_555
O2 H1A O1 0.79(6) 1.80(7) 2.587(8) 175(5) 2_555
C5 H5 O2 1.064(10) 2.450(10) 3.390(7) 146.6(7) 1_566
C6 H6 O1 1.069(11) 2.418(11) 3.379(7) 149.0(7) 2_566
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
C2 C1 C6 C5 -0.1(6)
C7 C1 C6 C5 -178.6(4)
C7 C1 C2 C3 178.6(4)
C2 C1 C7 O2 -6.4(6)
C6 C1 C7 O1 -5.7(6)
C2 C1 C7 O1 175.8(4)
C6 C1 C2 C3 0.1(6)
C6 C1 C7 O2 172.2(4)
C1 C2 C3 C4 0.7(6)
C2 C3 C4 C5 -1.4(6)
C2 C3 C4 Cl1 179.7(3)
Cl1 C4 C5 C6 -179.7(3)
C3 C4 C5 C6 1.4(6)
C4 C5 C6 C1 -0.7(6)
