#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/31/7223130.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_7223130
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                 111.81(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.808(2)
_cell_length_b                   23.582(7)
_cell_length_c                   7.432(2)
_cell_measurement_temperature    140
_cell_volume                     1270.5(6)
_computing_cell_refinement       unknown
_computing_data_collection       unknown
_computing_data_reduction        unknown
_computing_molecular_graphics    unknown
_computing_structure_solution    unknown
_diffrn_ambient_temperature      140
_diffrn_measured_fraction_theta_full 0.92
_diffrn_measured_fraction_theta_max 0
_diffrn_radiation_probe          neutron
_diffrn_radiation_wavelength     -1
_diffrn_reflns_av_sigmaI/netI    0.0903
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       54
_diffrn_reflns_limit_k_min       -52
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6697
_diffrn_reflns_theta_full        12.5
_diffrn_reflns_theta_max         80.81
_diffrn_reflns_theta_min         2.89
_exptl_absorpt_coefficient_mu    0
_exptl_crystal_density_diffrn    1.5739
_exptl_crystal_F_000             616
_refine_ls_extinction_coef       40.9(9)
_refine_ls_extinction_method
'B-C type 1 Lorentzian isotropic (Becker & Coppens, 1974)'
_refine_ls_goodness_of_fit_gt    2.99
_refine_ls_goodness_of_fit_ref   2.81
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_constraints    0
_refine_ls_number_parameters     268
_refine_ls_number_reflns         6695
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0884
_refine_ls_R_factor_gt           0.0787
_refine_ls_shift/su_max          0.0072
_refine_ls_shift/su_mean         0.0005
_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          0.1630
_refine_ls_wR_factor_ref         0.1649
_reflns_number_gt                5808
_reflns_number_total             6695
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            c5ra06733b1.cif
_cod_data_source_block           I
_cod_original_cell_volume        1270.4(6)
_cod_original_sg_symbol_Hall     '-P 2ycb'
_cod_database_code               7223130
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 0.5398(4) 0.63629(11) 0.3752(5) Uani 0.0229(11) 4 1 d
O2 O 0.8288(5) 0.87952(12) 0.6493(6) Uani 0.0324(14) 4 1 d
O3 O 0.5605(5) 0.89965(12) 0.4373(5) Uani 0.0272(13) 4 1 d
N2 N 0.6800(3) 0.86480(7) 0.5273(3) Uani 0.0204(7) 4 1 d
Cl1 Cl 0.2354(2) 0.70953(7) 0.1461(3) Uani 0.0227(7) 4 1 d
Cl2 Cl 0.9072(2) 0.66073(7) 0.6832(3) Uani 0.0250(7) 4 1 d
C1 C 0.5743(3) 0.68855(9) 0.4133(4) Uani 0.0157(9) 4 1 d
C2 C 0.4438(3) 0.73145(9) 0.3165(4) Uani 0.0155(8) 4 1 d
C3 C 0.4757(3) 0.78856(9) 0.3490(4) Uani 0.0168(9) 4 1 d
C4 C 0.6440(3) 0.80580(9) 0.4906(4) Uani 0.0161(9) 4 1 d
C5 C 0.7776(3) 0.76636(9) 0.5936(4) Uani 0.0165(9) 4 1 d
C6 C 0.7423(3) 0.70969(9) 0.5546(4) Uani 0.0162(9) 4 1 d
H2 H 0.3734(8) 0.8199(2) 0.2709(9) Uani 0.036(2) 4 1 d
H3 H 0.9060(8) 0.7809(2) 0.7037(9) Uani 0.034(2) 4 1 d
N1 N 0.6971(3) 0.54154(7) 0.4816(3) Uani 0.0212(7) 4 1 d
C7 C 0.7263(3) 0.52245(9) 0.6608(4) Uani 0.0193(9) 4 1 d
C8 C 0.7806(3) 0.46701(10) 0.7137(4) Uani 0.0177(9) 4 1 d
C9 C 0.8051(3) 0.43162(10) 0.5764(4) Uani 0.0194(9) 4 1 d
C10 C 0.7764(4) 0.45227(10) 0.3918(4) Uani 0.0212(10) 4 1 d
C11 C 0.7210(4) 0.50817(10) 0.3476(4) Uani 0.0202(9) 4 1 d
C12 C 0.8081(4) 0.44650(12) 0.9142(4) Uani 0.0265(11) 4 1 d
H1 H 0.6453(8) 0.5867(2) 0.4435(10) Uani 0.037(2) 4 1 d
H4 H 0.7005(9) 0.5532(2) 0.7587(10) Uani 0.043(3) 4 1 d
H5 H 0.8457(9) 0.3881(2) 0.6127(10) Uani 0.040(2) 4 1 d
H6 H 0.7898(9) 0.4250(3) 0.2809(10) Uani 0.044(3) 4 1 d
H7 H 0.6948(9) 0.5276(3) 0.2069(10) Uani 0.045(3) 4 1 d
H8 H 0.9316(13) 0.4221(4) 0.9750(13) Uani 0.071(4) 4 1 d
H9 H 0.8162(14) 0.4814(3) 1.0087(12) Uani 0.069(4) 4 1 d
H10 H 0.7007(11) 0.4188(4) 0.9110(13) Uani 0.071(4) 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
