#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/31/7223134.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_7223134
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                 112.22(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.889(2)
_cell_length_b                   23.720(8)
_cell_length_c                   7.487(3)
_cell_measurement_temperature    260
_cell_volume                     1297.0(8)
_computing_cell_refinement       unknown
_computing_data_collection       unknown
_computing_data_reduction        unknown
_computing_molecular_graphics    unknown
_computing_structure_solution    unknown
_diffrn_ambient_temperature      260
_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    0.0736
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       44
_diffrn_reflns_limit_k_min       -52
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4653
_diffrn_reflns_theta_full        12.98
_diffrn_reflns_theta_max         74.81
_diffrn_reflns_theta_min         2.75
_exptl_absorpt_coefficient_mu    0
_exptl_crystal_density_diffrn    1.5416
_exptl_crystal_F_000             616
_refine_ls_extinction_coef       50.6(14)
_refine_ls_extinction_method
'B-C type 1 Lorentzian isotropic (Becker & Coppens, 1974)'
_refine_ls_goodness_of_fit_gt    3.26
_refine_ls_goodness_of_fit_ref   3.09
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_constraints    0
_refine_ls_number_parameters     268
_refine_ls_number_reflns         4651
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0753
_refine_ls_shift/su_max          0.0296
_refine_ls_shift/su_mean         0.0023
_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          0.1633
_refine_ls_wR_factor_ref         0.1652
_reflns_number_gt                4120
_reflns_number_total             4651
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            c5ra06733b1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_Hall     '-P 2ycb'
_cod_database_code               7223134
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) 0.63700(15) 0.3806(7) Uani 0.0440(19) 4 1 d
O2 O 0.8328(7) 0.87910(18) 0.6467(9) Uani 0.064(3) 4 1 d
O3 O 0.5647(7) 0.89836(17) 0.4388(8) Uani 0.057(2) 4 1 d
N2 N 0.6836(4) 0.86438(9) 0.5270(5) Uani 0.0428(13) 4 1 d
Cl1 Cl 0.2427(3) 0.70959(10) 0.1514(4) Uani 0.0465(11) 4 1 d
Cl2 Cl 0.9119(3) 0.66172(10) 0.6833(5) Uani 0.0510(12) 4 1 d
C1 C 0.5791(4) 0.68907(12) 0.4154(5) Uani 0.0310(13) 4 1 d
C2 C 0.4511(4) 0.73147(12) 0.3196(5) Uani 0.0308(13) 4 1 d
C3 C 0.4822(5) 0.78814(13) 0.3512(6) Uani 0.0324(14) 4 1 d
C4 C 0.6479(4) 0.80548(12) 0.4914(5) Uani 0.0328(14) 4 1 d
C5 C 0.7830(5) 0.76664(13) 0.5934(6) Uani 0.0338(15) 4 1 d
C6 C 0.7482(4) 0.71012(13) 0.5560(5) Uani 0.0327(14) 4 1 d
H2 H 0.3766(10) 0.8192(3) 0.2767(12) Uani 0.058(4) 4 1 d
H3 H 0.9098(12) 0.7812(3) 0.7010(13) Uani 0.060(4) 4 1 d
N1 N 0.7005(3) 0.54250(10) 0.4839(4) Uani 0.0415(12) 4 1 d
C7 C 0.7252(5) 0.52320(14) 0.6613(6) Uani 0.0391(16) 4 1 d
C8 C 0.7758(5) 0.46782(13) 0.7124(5) Uani 0.0351(14) 4 1 d
C9 C 0.8004(5) 0.43295(14) 0.5760(6) Uani 0.0398(15) 4 1 d
C10 C 0.7762(5) 0.45384(14) 0.3964(6) Uani 0.0422(16) 4 1 d
C11 C 0.7253(5) 0.50934(14) 0.3526(6) Uani 0.0413(17) 4 1 d
C12 C 0.8020(8) 0.4472(2) 0.9115(7) Uani 0.053(2) 4 1 d
H1 H 0.6494(10) 0.5881(3) 0.4458(13) Uani 0.059(4) 4 1 d
H4 H 0.7008(13) 0.5535(3) 0.7571(13) Uani 0.075(5) 4 1 d
H5 H 0.8396(12) 0.3895(3) 0.6118(13) Uani 0.067(4) 4 1 d
H6 H 0.7907(14) 0.4264(4) 0.2872(13) Uani 0.082(5) 4 1 d
H7 H 0.7052(14) 0.5289(3) 0.2139(15) Uani 0.079(5) 4 1 d
H8 H 0.919(2) 0.4259(7) 0.974(2) Uani 0.133(8) 4 1 d
H9 H 0.803(3) 0.4799(6) 1.004(2) Uani 0.150(10) 4 1 d
H10 H 0.702(2) 0.4191(7) 0.9076(19) Uani 0.145(9) 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
