#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/31/7223132.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_7223132
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                 112.01(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.846(2)
_cell_length_b                   23.647(7)
_cell_length_c                   7.460(2)
_cell_measurement_temperature    200
_cell_volume                     1283.2(6)
_computing_cell_refinement       unknown
_computing_data_collection       unknown
_computing_data_reduction        unknown
_computing_molecular_graphics    unknown
_computing_structure_solution    unknown
_diffrn_ambient_temperature      200
_diffrn_measured_fraction_theta_full 0.93
_diffrn_measured_fraction_theta_max 0
_diffrn_radiation_probe          neutron
_diffrn_radiation_wavelength     -1
_diffrn_reflns_av_sigmaI/netI    0.0815
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       52
_diffrn_reflns_limit_k_min       -60
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5595
_diffrn_reflns_theta_full        11.53
_diffrn_reflns_theta_max         77.3
_diffrn_reflns_theta_min         2.88
_exptl_absorpt_coefficient_mu    0
_exptl_crystal_density_diffrn    1.5582
_exptl_crystal_F_000             616
_refine_ls_extinction_coef       48.3(12)
_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   2.88
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_constraints    0
_refine_ls_number_parameters     268
_refine_ls_number_reflns         5593
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0760
_refine_ls_shift/su_max          0.0322
_refine_ls_shift/su_mean         0.0046
_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          0.1595
_refine_ls_wR_factor_ref         0.1606
_reflns_number_gt                4973
_reflns_number_total             5593
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            c5ra06733b1.cif
_cod_data_source_block           I
_cod_original_cell_volume        1283.2(7)
_cod_original_sg_symbol_Hall     '-P 2ycb'
_cod_database_code               7223132
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 0.5433(5) 0.63679(12) 0.3782(6) Uani 0.0324(14) 4 1 d
O2 O 0.8300(5) 0.87949(14) 0.6475(7) Uani 0.0472(18) 4 1 d
O3 O 0.5634(5) 0.89903(13) 0.4373(6) Uani 0.0412(17) 4 1 d
N2 N 0.6816(3) 0.86461(8) 0.5269(4) Uani 0.0308(9) 4 1 d
Cl1 Cl 0.2392(3) 0.70967(8) 0.1485(4) Uani 0.0343(9) 4 1 d
Cl2 Cl 0.9095(3) 0.66115(8) 0.6837(4) Uani 0.0380(9) 4 1 d
C1 C 0.5773(4) 0.68897(10) 0.4138(4) Uani 0.0223(10) 4 1 d
C2 C 0.4469(4) 0.73150(10) 0.3178(4) Uani 0.0233(10) 4 1 d
C3 C 0.4794(4) 0.78852(11) 0.3500(4) Uani 0.0238(11) 4 1 d
C4 C 0.6472(4) 0.80568(10) 0.4909(4) Uani 0.0241(11) 4 1 d
C5 C 0.7802(4) 0.76645(11) 0.5932(4) Uani 0.0244(11) 4 1 d
C6 C 0.7452(4) 0.71011(11) 0.5555(4) Uani 0.0244(11) 4 1 d
H2 H 0.3754(9) 0.8195(2) 0.2744(10) Uani 0.046(3) 4 1 d
H3 H 0.9087(9) 0.7813(2) 0.7024(11) Uani 0.045(3) 4 1 d
N1 N 0.6989(3) 0.54201(8) 0.4825(4) Uani 0.0309(9) 4 1 d
C7 C 0.7258(4) 0.52296(11) 0.6612(5) Uani 0.0289(12) 4 1 d
C8 C 0.7779(4) 0.46728(11) 0.7132(5) Uani 0.0272(11) 4 1 d
C9 C 0.8027(4) 0.43233(11) 0.5752(5) Uani 0.0285(12) 4 1 d
C10 C 0.7762(4) 0.45319(12) 0.3939(5) Uani 0.0299(12) 4 1 d
C11 C 0.7239(4) 0.50863(11) 0.3509(5) Uani 0.0300(12) 4 1 d
C12 C 0.8039(6) 0.44682(17) 0.9124(6) Uani 0.0396(16) 4 1 d
H1 H 0.6461(9) 0.5871(3) 0.4446(11) Uani 0.051(3) 4 1 d
H4 H 0.7001(10) 0.5535(3) 0.7569(11) Uani 0.056(3) 4 1 d
H5 H 0.8420(10) 0.3887(2) 0.6106(11) Uani 0.054(3) 4 1 d
H6 H 0.7912(11) 0.4252(3) 0.2842(11) Uani 0.063(4) 4 1 d
H7 H 0.6992(11) 0.5284(3) 0.2107(12) Uani 0.061(4) 4 1 d
H8 H 0.9236(17) 0.4240(5) 0.9743(16) Uani 0.104(6) 4 1 d
H9 H 0.8106(18) 0.4804(5) 1.0029(15) Uani 0.105(6) 4 1 d
H10 H 0.6967(14) 0.4196(5) 0.9079(15) Uani 0.097(5) 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
