#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/31/7223126.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_7223126
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                 111.47(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.762(2)
_cell_length_b                   23.519(7)
_cell_length_c                   7.387(2)
_cell_measurement_temperature    30
_cell_volume                     1255.0(6)
_computing_cell_refinement       unknown
_computing_data_collection       unknown
_computing_data_reduction        unknown
_computing_molecular_graphics    unknown
_computing_structure_solution    unknown
_diffrn_ambient_temperature      30
_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    0.0976
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       58
_diffrn_reflns_limit_k_min       -58
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9693
_diffrn_reflns_theta_full        14.9
_diffrn_reflns_theta_max         79.87
_diffrn_reflns_theta_min         2.82
_exptl_absorpt_coefficient_mu    0
_exptl_crystal_density_diffrn    1.5933
_exptl_crystal_F_000             616
_refine_ls_extinction_coef       35.1(8)
_refine_ls_extinction_method
'B-C type 1 Lorentzian isotropic (Becker & Coppens, 1974)'
_refine_ls_goodness_of_fit_gt    2.98
_refine_ls_goodness_of_fit_ref   3.03
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_constraints    0
_refine_ls_number_parameters     268
_refine_ls_number_reflns         9693
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0991
_refine_ls_R_factor_gt           0.0901
_refine_ls_shift/su_max          0.0212
_refine_ls_shift/su_mean         0.0014
_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          0.1729
_refine_ls_wR_factor_ref         0.1871
_reflns_number_gt                8591
_reflns_number_total             9693
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            c5ra06733b1.cif
_cod_data_source_block           I
_cod_original_cell_volume        1255.0(7)
_cod_original_sg_symbol_Hall     '-P 2ycb'
_cod_database_code               7223126
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 0.5335(3) 0.63557(9) 0.3732(4) Uani 0.0077(7) 4 1 d
O2 O 0.8271(3) 0.87953(9) 0.6507(4) Uani 0.0103(8) 4 1 d
O3 O 0.5565(3) 0.90030(9) 0.4364(4) Uani 0.0091(8) 4 1 d
N2 N 0.6766(2) 0.86494(6) 0.5275(2) Uani 0.0069(4) 4 1 d
Cl1 Cl 0.22991(20) 0.70907(5) 0.1437(2) Uani 0.0070(4) 4 1 d
Cl2 Cl 0.90279(19) 0.66012(5) 0.6837(2) Uani 0.0069(4) 4 1 d
C1 C 0.5692(3) 0.68814(8) 0.4114(3) Uani 0.0060(6) 4 1 d
C2 C 0.4385(3) 0.73145(7) 0.3145(3) Uani 0.0055(6) 4 1 d
C3 C 0.4712(3) 0.78881(8) 0.3479(3) Uani 0.0060(6) 4 1 d
C4 C 0.6400(3) 0.80574(8) 0.4897(3) Uani 0.0057(6) 4 1 d
C5 C 0.7730(3) 0.76589(8) 0.5937(3) Uani 0.0065(6) 4 1 d
C6 C 0.7374(3) 0.70907(8) 0.5543(3) Uani 0.0062(6) 4 1 d
H2 H 0.3684(7) 0.81924(19) 0.2702(8) Uani 0.0214(17) 4 1 d
H3 H 0.9023(7) 0.7809(2) 0.7038(8) Uani 0.0230(17) 4 1 d
N1 N 0.6950(2) 0.54062(5) 0.4806(2) Uani 0.0071(4) 4 1 d
C7 C 0.7264(3) 0.52184(8) 0.6621(3) Uani 0.0068(6) 4 1 d
C8 C 0.7847(3) 0.46647(8) 0.7154(3) Uani 0.0066(6) 4 1 d
C9 C 0.8086(3) 0.43102(7) 0.5758(3) Uani 0.0071(6) 4 1 d
C10 C 0.7754(3) 0.45162(8) 0.3903(3) Uani 0.0076(6) 4 1 d
C11 C 0.7178(3) 0.50702(7) 0.3458(4) Uani 0.0067(6) 4 1 d
C12 C 0.8137(3) 0.44605(9) 0.9174(3) Uani 0.0098(6) 4 1 d
H1 H 0.6398(7) 0.58559(19) 0.4437(9) Uani 0.0220(18) 4 1 d
H4 H 0.7044(7) 0.55306(19) 0.7612(8) Uani 0.0233(19) 4 1 d
H5 H 0.8508(8) 0.3874(2) 0.6123(8) Uani 0.0264(19) 4 1 d
H6 H 0.7923(7) 0.4233(2) 0.2786(8) Uani 0.0225(18) 4 1 d
H7 H 0.6895(8) 0.5263(2) 0.2022(8) Uani 0.0266(19) 4 1 d
H8 H 0.9370(9) 0.4202(2) 0.9747(10) Uani 0.033(2) 4 1 d
H9 H 0.8221(9) 0.4815(2) 1.0136(10) Uani 0.033(2) 4 1 d
H10 H 0.7026(8) 0.4191(3) 0.9160(10) Uani 0.034(2) 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
