#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/31/7223128.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_7223128
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                 111.59(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.780(2)
_cell_length_b                   23.541(7)
_cell_length_c                   7.405(2)
_cell_measurement_temperature    80
_cell_volume                     1261.1(6)
_computing_cell_refinement       unknown
_computing_data_collection       unknown
_computing_data_reduction        unknown
_computing_molecular_graphics    unknown
_computing_structure_solution    unknown
_diffrn_ambient_temperature      80
_diffrn_measured_fraction_theta_full 0.91
_diffrn_measured_fraction_theta_max 0
_diffrn_radiation_probe          neutron
_diffrn_radiation_wavelength     -1
_diffrn_reflns_av_sigmaI/netI    0.0993
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       54
_diffrn_reflns_limit_k_min       -57
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7985
_diffrn_reflns_theta_full        13.32
_diffrn_reflns_theta_max         70.6
_diffrn_reflns_theta_min         2.81
_exptl_absorpt_coefficient_mu    0
_exptl_crystal_density_diffrn    1.5855
_exptl_crystal_F_000             616
_refine_ls_extinction_coef       37.2(8)
_refine_ls_extinction_method
'B-C type 1 Lorentzian isotropic (Becker & Coppens, 1974)'
_refine_ls_goodness_of_fit_gt    2.76
_refine_ls_goodness_of_fit_ref   2.63
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_constraints    0
_refine_ls_number_parameters     268
_refine_ls_number_reflns         7985
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0891
_refine_ls_R_factor_gt           0.0794
_refine_ls_shift/su_max          0.0081
_refine_ls_shift/su_mean         0.0006
_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          0.1603
_refine_ls_wR_factor_ref         0.1638
_reflns_number_gt                6946
_reflns_number_total             7985
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            c5ra06733b1.cif
_cod_data_source_block           I
_cod_original_cell_volume        1261.1(7)
_cod_original_sg_symbol_Hall     '-P 2ycb'
_cod_database_code               7223128
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 0.5368(3) 0.63573(9) 0.3737(4) Uani 0.0132(8) 4 1 d
O2 O 0.8268(4) 0.87942(10) 0.6498(5) Uani 0.0184(10) 4 1 d
O3 O 0.5577(4) 0.89996(10) 0.4363(4) Uani 0.0159(9) 4 1 d
N2 N 0.6776(2) 0.86484(6) 0.5276(3) Uani 0.0120(5) 4 1 d
Cl1 Cl 0.2315(2) 0.70945(6) 0.1444(3) Uani 0.0128(5) 4 1 d
Cl2 Cl 0.9045(2) 0.66019(6) 0.6834(3) Uani 0.0151(5) 4 1 d
C1 C 0.5716(3) 0.68837(8) 0.4116(3) Uani 0.0097(7) 4 1 d
C2 C 0.4406(3) 0.73141(8) 0.3150(3) Uani 0.0095(6) 4 1 d
C3 C 0.4728(3) 0.78853(8) 0.3479(3) Uani 0.0098(7) 4 1 d
C4 C 0.6413(3) 0.80565(8) 0.4897(3) Uani 0.0096(7) 4 1 d
C5 C 0.7744(3) 0.76627(8) 0.5933(3) Uani 0.0103(7) 4 1 d
C6 C 0.7389(3) 0.70938(8) 0.5543(3) Uani 0.0097(7) 4 1 d
H2 H 0.3703(7) 0.82001(18) 0.2711(8) Uani 0.0259(18) 4 1 d
H3 H 0.9051(7) 0.7807(2) 0.7042(9) Uani 0.0277(19) 4 1 d
N1 N 0.6961(2) 0.54109(6) 0.4812(3) Uani 0.0126(5) 4 1 d
C7 C 0.7266(3) 0.52220(8) 0.6617(4) Uani 0.0116(7) 4 1 d
C8 C 0.7828(3) 0.46665(8) 0.7149(3) Uani 0.0112(7) 4 1 d
C9 C 0.8075(3) 0.43126(8) 0.5756(4) Uani 0.0116(7) 4 1 d
C10 C 0.7757(3) 0.45177(8) 0.3904(4) Uani 0.0127(7) 4 1 d
C11 C 0.7194(3) 0.50762(8) 0.3460(4) Uani 0.0122(7) 4 1 d
C12 C 0.8119(3) 0.44628(9) 0.9166(4) Uani 0.0158(8) 4 1 d
H1 H 0.6433(8) 0.58601(20) 0.4446(9) Uani 0.030(2) 4 1 d
H4 H 0.7032(8) 0.5528(2) 0.7608(9) Uani 0.032(2) 4 1 d
H5 H 0.8490(8) 0.38774(19) 0.6118(8) Uani 0.0287(19) 4 1 d
H6 H 0.7904(8) 0.4243(2) 0.2794(8) Uani 0.032(2) 4 1 d
H7 H 0.6912(8) 0.5271(2) 0.2040(9) Uani 0.032(2) 4 1 d
H8 H 0.9377(9) 0.4208(3) 0.9740(10) Uani 0.044(3) 4 1 d
H9 H 0.8224(11) 0.4818(2) 1.0114(10) Uani 0.047(3) 4 1 d
H10 H 0.6999(9) 0.4192(3) 0.9135(10) Uani 0.045(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
