#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/31/7223129.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_7223129
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                 111.70(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.792(2)
_cell_length_b                   23.565(7)
_cell_length_c                   7.419(2)
_cell_measurement_temperature    110
_cell_volume                     1265.7(6)
_computing_cell_refinement       unknown
_computing_data_collection       unknown
_computing_data_reduction        unknown
_computing_molecular_graphics    unknown
_computing_structure_solution    unknown
_diffrn_ambient_temperature      110
_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    0.0894
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       57
_diffrn_reflns_limit_k_min       -51
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7480
_diffrn_reflns_theta_full        13.36
_diffrn_reflns_theta_max         74.51
_diffrn_reflns_theta_min         2.85
_exptl_absorpt_coefficient_mu    0
_exptl_crystal_density_diffrn    1.5797
_exptl_crystal_F_000             616
_refine_ls_extinction_coef       35.5(9)
_refine_ls_extinction_method
'B-C type 1 Lorentzian isotropic (Becker & Coppens, 1974)'
_refine_ls_goodness_of_fit_gt    3.32
_refine_ls_goodness_of_fit_ref   3.19
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_constraints    0
_refine_ls_number_parameters     268
_refine_ls_number_reflns         7478
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0962
_refine_ls_R_factor_gt           0.0879
_refine_ls_shift/su_max          0.0085
_refine_ls_shift/su_mean         0.0010
_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          0.1799
_refine_ls_wR_factor_ref         0.1849
_reflns_number_gt                6546
_reflns_number_total             7478
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            c5ra06733b1.cif
_cod_data_source_block           I
_cod_original_cell_volume        1265.8(7)
_cod_original_sg_symbol_Hall     '-P 2ycb'
_cod_database_code               7223129
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 0.5390(4) 0.63577(11) 0.3756(5) Uani 0.0182(11) 4 1 d
O2 O 0.8274(5) 0.87948(13) 0.6485(6) Uani 0.0257(13) 4 1 d
O3 O 0.5617(5) 0.89987(12) 0.4396(6) Uani 0.0221(13) 4 1 d
N2 N 0.6786(3) 0.86503(7) 0.5274(3) Uani 0.0161(7) 4 1 d
Cl1 Cl 0.2325(2) 0.70939(7) 0.1438(3) Uani 0.0168(6) 4 1 d
Cl2 Cl 0.9044(3) 0.66036(7) 0.6814(3) Uani 0.0206(7) 4 1 d
C1 C 0.5751(3) 0.68838(10) 0.4154(4) Uani 0.0130(9) 4 1 d
C2 C 0.4428(3) 0.73173(10) 0.3165(4) Uani 0.0122(8) 4 1 d
C3 C 0.4736(3) 0.78858(9) 0.3471(4) Uani 0.0120(8) 4 1 d
C4 C 0.6408(3) 0.80562(9) 0.4881(4) Uani 0.0130(9) 4 1 d
C5 C 0.7768(4) 0.76605(10) 0.5947(4) Uani 0.0145(9) 4 1 d
C6 C 0.7402(3) 0.70945(10) 0.5538(4) Uani 0.0125(8) 4 1 d
H2 H 0.3670(9) 0.8200(2) 0.2653(10) Uani 0.034(3) 4 1 d
H3 H 0.9003(8) 0.7803(2) 0.6973(10) Uani 0.032(2) 4 1 d
N1 N 0.6954(3) 0.54111(7) 0.4805(3) Uani 0.0181(7) 4 1 d
C7 C 0.7280(4) 0.52211(10) 0.6634(4) Uani 0.0153(9) 4 1 d
C8 C 0.7790(4) 0.46686(10) 0.7114(4) Uani 0.0137(9) 4 1 d
C9 C 0.8050(4) 0.43180(10) 0.5735(4) Uani 0.0143(9) 4 1 d
C10 C 0.7767(4) 0.45190(10) 0.3921(4) Uani 0.0151(9) 4 1 d
C11 C 0.7195(4) 0.50766(10) 0.3462(4) Uani 0.0160(9) 4 1 d
C12 C 0.8087(5) 0.44666(12) 0.9147(5) Uani 0.0227(11) 4 1 d
H1 H 0.6490(8) 0.5861(2) 0.4506(10) Uani 0.030(2) 4 1 d
H4 H 0.6937(9) 0.5531(2) 0.7490(9) Uani 0.033(2) 4 1 d
H5 H 0.8498(9) 0.3878(2) 0.6149(10) Uani 0.035(3) 4 1 d
H6 H 0.7800(10) 0.4243(3) 0.2688(11) Uani 0.042(3) 4 1 d
H7 H 0.7005(11) 0.5266(3) 0.2122(11) Uani 0.044(3) 4 1 d
H8 H 0.9270(11) 0.4217(4) 0.9662(11) Uani 0.052(3) 4 1 d
H9 H 0.8127(14) 0.4793(3) 1.0066(12) Uani 0.057(4) 4 1 d
H10 H 0.7066(11) 0.4193(3) 0.9233(12) Uani 0.054(3) 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
