#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/31/7223133.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_7223133
loop_
_publ_author_name
'Majerz, Irena'
'Gutmann, Matthias'
_publ_section_title
;
 Intermolecular OHN hydrogen bond with proton moving in 3-methylpyridinium
 2,6-dichloro-4-nitrophenolate
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA06733B
_journal_year                    2015
_chemical_formula_sum            'C12 H10 Cl2 N2 O3'
_chemical_formula_weight         301.1
_chemical_name_systematic        ' ?'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_update_record
;
2015-04-16 deposited with the CCDC.
2015-11-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.10(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.865(2)
_cell_length_b                   23.681(8)
_cell_length_c                   7.472(3)
_cell_measurement_temperature    230
_cell_volume                     1289.4(8)
_computing_cell_refinement       unknown
_computing_data_collection       unknown
_computing_data_reduction        unknown
_computing_molecular_graphics    unknown
_computing_structure_solution    unknown
_diffrn_ambient_temperature      230
_diffrn_measured_fraction_theta_full 0.89
_diffrn_measured_fraction_theta_max 0
_diffrn_radiation_probe          neutron
_diffrn_radiation_wavelength     -1
_diffrn_reflns_av_sigmaI/netI    0.0805
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       58
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4946
_diffrn_reflns_theta_full        13.61
_diffrn_reflns_theta_max         75.61
_diffrn_reflns_theta_min         2.87
_exptl_absorpt_coefficient_mu    0
_exptl_crystal_density_diffrn    1.5505
_exptl_crystal_F_000             616
_refine_ls_extinction_coef       46.7(13)
_refine_ls_extinction_method
'B-C type 1 Lorentzian isotropic (Becker & Coppens, 1974)'
_refine_ls_goodness_of_fit_gt    3.18
_refine_ls_goodness_of_fit_ref   3.06
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_constraints    0
_refine_ls_number_parameters     268
_refine_ls_number_reflns         4943
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0883
_refine_ls_R_factor_gt           0.0786
_refine_ls_shift/su_max          0.0260
_refine_ls_shift/su_mean         0.0020
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     w=1/(σ²(I)+0.0004I²)
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.1665
_refine_ls_wR_factor_ref         0.1708
_reflns_number_gt                4370
_reflns_number_total             4943
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            c5ra06733b1.cif
_cod_data_source_block           I
_cod_original_cell_volume        1289.6(7)
_cod_original_sg_symbol_Hall     '-P 2ycb'
_cod_database_code               7223133
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_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_adp_type
_atom_site_U_iso_or_equiv
_atom_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
O1 O 0.5448(5) 0.63689(15) 0.3785(7) Uani 0.0360(17) 4 1 d
O2 O 0.8308(7) 0.87914(18) 0.6482(9) Uani 0.057(2) 4 1 d
O3 O 0.5656(7) 0.89895(17) 0.4392(8) Uani 0.049(2) 4 1 d
N2 N 0.6829(4) 0.86441(10) 0.5271(4) Uani 0.0357(12) 4 1 d
Cl1 Cl 0.2417(3) 0.70958(10) 0.1493(4) Uani 0.0401(11) 4 1 d
Cl2 Cl 0.9111(3) 0.66142(10) 0.6834(5) Uani 0.0440(12) 4 1 d
C1 C 0.5783(4) 0.68912(12) 0.4140(5) Uani 0.0264(13) 4 1 d
C2 C 0.4489(4) 0.73147(12) 0.3208(5) Uani 0.0249(12) 4 1 d
C3 C 0.4800(5) 0.78837(13) 0.3512(5) Uani 0.0281(13) 4 1 d
C4 C 0.6474(5) 0.80580(12) 0.4905(5) Uani 0.0284(14) 4 1 d
C5 C 0.7819(5) 0.76649(13) 0.5929(5) Uani 0.0293(14) 4 1 d
C6 C 0.7465(4) 0.71012(13) 0.5550(5) Uani 0.0284(13) 4 1 d
H2 H 0.3799(11) 0.8191(3) 0.2720(12) Uani 0.051(3) 4 1 d
H3 H 0.9083(10) 0.7814(3) 0.6993(13) Uani 0.051(3) 4 1 d
N1 N 0.6992(3) 0.54215(10) 0.4849(4) Uani 0.0347(11) 4 1 d
C7 C 0.7261(5) 0.52322(13) 0.6600(6) Uani 0.0327(15) 4 1 d
C8 C 0.7772(5) 0.46777(13) 0.7138(6) Uani 0.0314(14) 4 1 d
C9 C 0.8017(5) 0.43260(13) 0.5769(5) Uani 0.0306(14) 4 1 d
C10 C 0.7761(5) 0.45339(14) 0.3929(6) Uani 0.0356(15) 4 1 d
C11 C 0.7233(5) 0.50879(14) 0.3491(6) Uani 0.0356(16) 4 1 d
C12 C 0.8045(8) 0.4467(2) 0.9118(7) Uani 0.046(2) 4 1 d
H1 H 0.6473(11) 0.5876(3) 0.4435(13) Uani 0.055(4) 4 1 d
H4 H 0.6980(12) 0.5535(3) 0.7552(14) Uani 0.063(4) 4 1 d
H5 H 0.8417(12) 0.3889(3) 0.6137(13) Uani 0.061(4) 4 1 d
H6 H 0.7895(14) 0.4264(4) 0.2841(15) Uani 0.073(5) 4 1 d
H7 H 0.6986(14) 0.5284(3) 0.2097(14) Uani 0.068(4) 4 1 d
H8 H 0.919(2) 0.4257(7) 0.9762(18) Uani 0.115(8) 4 1 d
H9 H 0.807(2) 0.4816(6) 0.9961(17) Uani 0.113(8) 4 1 d
H10 H 0.7024(18) 0.4193(6) 0.9102(17) Uani 0.116(7) 4 1 d
loop_
_atom_type_symbol
_atom_type_scat_length_neutron
_atom_type_scat_source
C 6.646 International_Tables_Vol_C
H -3.739 International_Tables_Vol_C
Cl 9.577 International_Tables_Vol_C
N 9.360 International_Tables_Vol_C
O 5.803 International_Tables_Vol_C
