#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/31/7223127.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_7223127
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                 111.51(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.766(2)
_cell_length_b                   23.537(7)
_cell_length_c                   7.395(2)
_cell_measurement_temperature    50
_cell_volume                     1257.6(6)
_computing_cell_refinement       unknown
_computing_data_collection       unknown
_computing_data_reduction        unknown
_computing_molecular_graphics    unknown
_computing_structure_solution    unknown
_diffrn_ambient_temperature      50
_diffrn_measured_fraction_theta_full 0.9
_diffrn_measured_fraction_theta_max 0
_diffrn_radiation_probe          neutron
_diffrn_radiation_wavelength     -1
_diffrn_reflns_av_sigmaI/netI    0.097
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       61
_diffrn_reflns_limit_k_min       -57
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9008
_diffrn_reflns_theta_full        14.08
_diffrn_reflns_theta_max         79.41
_diffrn_reflns_theta_min         2.78
_exptl_absorpt_coefficient_mu    0
_exptl_crystal_density_diffrn    1.59
_exptl_crystal_F_000             616
_refine_ls_extinction_coef       36.3(7)
_refine_ls_extinction_method
'B-C type 1 Lorentzian isotropic (Becker & Coppens, 1974)'
_refine_ls_goodness_of_fit_gt    2.73
_refine_ls_goodness_of_fit_ref   2.59
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_constraints    0
_refine_ls_number_parameters     268
_refine_ls_number_reflns         9008
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0901
_refine_ls_R_factor_gt           0.0806
_refine_ls_shift/su_max          0.0071
_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          0.1581
_refine_ls_wR_factor_ref         0.1601
_reflns_number_gt                7930
_reflns_number_total             9008
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            c5ra06733b1.cif
_cod_data_source_block           I
_cod_original_cell_volume        1257.6(7)
_cod_original_sg_symbol_Hall     '-P 2ycb'
_cod_database_code               7223127
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 0.5353(3) 0.63569(8) 0.3729(4) Uani 0.0094(7) 4 1 d
O2 O 0.8264(3) 0.87952(9) 0.6505(4) Uani 0.0134(8) 4 1 d
O3 O 0.5567(3) 0.89988(8) 0.4363(4) Uani 0.0118(8) 4 1 d
N2 N 0.67660(19) 0.86488(5) 0.5276(2) Uani 0.0088(4) 4 1 d
Cl1 Cl 0.23035(18) 0.70935(5) 0.1439(2) Uani 0.0093(4) 4 1 d
Cl2 Cl 0.90341(18) 0.65996(5) 0.6836(2) Uani 0.0097(4) 4 1 d
C1 C 0.5700(3) 0.68823(7) 0.4112(3) Uani 0.0075(6) 4 1 d
C2 C 0.4395(3) 0.73145(7) 0.3147(3) Uani 0.0072(5) 4 1 d
C3 C 0.4720(3) 0.78845(7) 0.3479(3) Uani 0.0074(5) 4 1 d
C4 C 0.6403(3) 0.80570(7) 0.4898(3) Uani 0.0068(5) 4 1 d
C5 C 0.7738(3) 0.76606(7) 0.5938(3) Uani 0.0081(6) 4 1 d
C6 C 0.7382(2) 0.70945(7) 0.5544(3) Uani 0.0069(5) 4 1 d
H2 H 0.3681(6) 0.82005(16) 0.2708(7) Uani 0.0234(16) 4 1 d
H3 H 0.9029(6) 0.78051(17) 0.7044(7) Uani 0.0218(15) 4 1 d
N1 N 0.69547(19) 0.54088(5) 0.4810(2) Uani 0.0091(4) 4 1 d
C7 C 0.7269(3) 0.52197(7) 0.6619(3) Uani 0.0077(6) 4 1 d
C8 C 0.7839(3) 0.46666(7) 0.7156(3) Uani 0.0081(6) 4 1 d
C9 C 0.8085(3) 0.43104(7) 0.5757(3) Uani 0.0084(6) 4 1 d
C10 C 0.7760(3) 0.45162(7) 0.3900(3) Uani 0.0090(6) 4 1 d
C11 C 0.7185(3) 0.50731(7) 0.3459(3) Uani 0.0089(6) 4 1 d
C12 C 0.8130(3) 0.44609(8) 0.9171(3) Uani 0.0109(6) 4 1 d
H1 H 0.6430(6) 0.58561(17) 0.4434(7) Uani 0.0232(16) 4 1 d
H4 H 0.7025(7) 0.55270(18) 0.7605(8) Uani 0.0272(18) 4 1 d
H5 H 0.8503(7) 0.38747(17) 0.6129(8) Uani 0.0256(17) 4 1 d
H6 H 0.7911(7) 0.42394(19) 0.2787(7) Uani 0.0252(17) 4 1 d
H7 H 0.6899(7) 0.52676(18) 0.2026(7) Uani 0.0272(17) 4 1 d
H8 H 0.9390(8) 0.4206(2) 0.9746(8) Uani 0.036(2) 4 1 d
H9 H 0.8243(9) 0.4819(2) 1.0125(8) Uani 0.039(2) 4 1 d
H10 H 0.7003(7) 0.4192(2) 0.9154(9) Uani 0.037(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
