#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/31/7223125.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_7223125
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                 111.49(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.7629(16)
_cell_length_b                   23.525(5)
_cell_length_c                   7.3900(18)
_cell_measurement_temperature    10
_cell_volume                     1255.8(5)
_computing_cell_refinement       unknown
_computing_data_collection       unknown
_computing_data_reduction        unknown
_computing_molecular_graphics    unknown
_computing_structure_solution    unknown
_diffrn_ambient_temperature      10
_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       18
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       59
_diffrn_reflns_limit_k_min       -58
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10207
_diffrn_reflns_theta_full        13.97
_diffrn_reflns_theta_max         79.78
_diffrn_reflns_theta_min         2.82
_exptl_absorpt_coefficient_mu    0
_exptl_crystal_density_diffrn    1.5922
_exptl_crystal_F_000             616
_refine_ls_extinction_coef       33.8(7)
_refine_ls_extinction_method
'B-C type 1 Lorentzian isotropic (Becker & Coppens, 1974)'
_refine_ls_goodness_of_fit_gt    3.05
_refine_ls_goodness_of_fit_ref   2.90
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_constraints    0
_refine_ls_number_parameters     268
_refine_ls_number_reflns         10207
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0937
_refine_ls_R_factor_gt           0.0855
_refine_ls_shift/su_max          0.0211
_refine_ls_shift/su_mean         0.0017
_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          0.1759
_refine_ls_wR_factor_ref         0.1775
_reflns_number_gt                9069
_reflns_number_total             10207
_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               7223125
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 0.5349(3) 0.63565(8) 0.3738(4) Uani 0.0068(6) 4 1 d
O2 O 0.8259(3) 0.87936(8) 0.6500(4) Uani 0.0085(7) 4 1 d
O3 O 0.5566(3) 0.89991(8) 0.4368(4) Uani 0.0096(7) 4 1 d
N2 N 0.67625(19) 0.86491(5) 0.5273(2) Uani 0.0054(4) 4 1 d
Cl1 Cl 0.22958(17) 0.70930(5) 0.1434(2) Uani 0.0060(4) 4 1 d
Cl2 Cl 0.90340(17) 0.65984(5) 0.6849(2) Uani 0.0054(4) 4 1 d
C1 C 0.5692(3) 0.68820(7) 0.4104(3) Uani 0.0046(5) 4 1 d
C2 C 0.4387(2) 0.73125(7) 0.3146(3) Uani 0.0051(5) 4 1 d
C3 C 0.4710(3) 0.78864(7) 0.3473(3) Uani 0.0040(5) 4 1 d
C4 C 0.6400(3) 0.80568(7) 0.4910(3) Uani 0.0044(5) 4 1 d
C5 C 0.7736(3) 0.76620(7) 0.5943(3) Uani 0.0058(6) 4 1 d
C6 C 0.7377(2) 0.70924(7) 0.5555(3) Uani 0.0044(5) 4 1 d
H2 H 0.3675(6) 0.82017(17) 0.2695(8) Uani 0.0207(16) 4 1 d
H3 H 0.9030(6) 0.78076(18) 0.7046(7) Uani 0.0183(14) 4 1 d
N1 N 0.69509(19) 0.54088(5) 0.4808(2) Uani 0.0058(4) 4 1 d
C7 C 0.7266(3) 0.52205(7) 0.6617(3) Uani 0.0057(5) 4 1 d
C8 C 0.7840(2) 0.46644(7) 0.7152(3) Uani 0.0052(5) 4 1 d
C9 C 0.8088(3) 0.43085(7) 0.5754(3) Uani 0.0061(6) 4 1 d
C10 C 0.7761(3) 0.45156(7) 0.3886(3) Uani 0.0066(6) 4 1 d
C11 C 0.7192(3) 0.50736(7) 0.3470(3) Uani 0.0065(6) 4 1 d
C12 C 0.8139(3) 0.44602(8) 0.9167(3) Uani 0.0084(6) 4 1 d
H1 H 0.6440(7) 0.58600(18) 0.4461(7) Uani 0.0195(15) 4 1 d
H4 H 0.7012(7) 0.55260(18) 0.7578(7) Uani 0.0209(16) 4 1 d
H5 H 0.8509(7) 0.38694(17) 0.6120(9) Uani 0.0252(18) 4 1 d
H6 H 0.7914(7) 0.42438(19) 0.2795(8) Uani 0.0236(17) 4 1 d
H7 H 0.6895(7) 0.52668(18) 0.2028(8) Uani 0.0237(17) 4 1 d
H8 H 0.9389(8) 0.4207(2) 0.9727(10) Uani 0.034(2) 4 1 d
H9 H 0.8249(9) 0.48220(19) 1.0150(8) Uani 0.0282(19) 4 1 d
H10 H 0.6997(8) 0.4193(2) 0.9175(10) Uani 0.036(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
