#------------------------------------------------------------------------------
#$Date: 2016-02-13 04:23:52 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176411 $
#$URL: svn://www.crystallography.net/cod/cif/2/24/15/2241552.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2241552
loop_
_publ_author_name
'Mastalir, Matthias'
'Schroffenegger, Martina'
'Stöger, Berthold'
'Weil, Matthias'
'Kirchner, Karl'
_publ_section_title
;
 Crystal structure of 2,6-diaminopyridinium chloride
;
_journal_coeditor_code           HB7564
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              331
_journal_page_last               333
_journal_paper_doi               10.1107/S2056989016002425
_journal_volume                  72
_journal_year                    2016
_chemical_formula_iupac          'C5 H8 N3+, Cl-'
_chemical_formula_moiety         '(C5 H8 N3)+, Cl-'
_chemical_formula_sum            'C5 H8 Cl N3'
_chemical_formula_weight         145.6
_chemical_name_systematic
;
2,6-Diaminopyridin-1-ium chloride
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_cell_angle_alpha                90
_cell_angle_beta                 96.710(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.8046(10)
_cell_length_b                   9.0459(9)
_cell_length_c                   6.8108(7)
_cell_measurement_reflns_used    6316
_cell_measurement_temperature    100
_cell_measurement_theta_max      35.5
_cell_measurement_theta_min      2.9
_cell_volume                     661.11(11)
_computing_cell_refinement
;
SAINT (Bruker, 2014)
;
_computing_data_collection
;
APEX2 (Bruker, 2014)
;
_computing_data_reduction
;
SAINT (Bruker, 2014)
;
_computing_molecular_graphics
;
XP in SHELXTL (Sheldrick, 2008) and Mercury (Macrae et al.,
2006)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
JANA2006 (Petříček et al., 2014)
;
_computing_structure_solution
;
SUPERFLIP (Palatinus & Chapuis, 2007)
;
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_measurement_device       'four-cycle diffractometer'
_diffrn_measurement_device_type  'Bruker Kappa APEXII CCD'
_diffrn_measurement_method       'ω- and φ-scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            9529
_diffrn_reflns_theta_full        35.03
_diffrn_reflns_theta_max         35.03
_diffrn_reflns_theta_min         2.95
_exptl_absorpt_coefficient_mu    0.484
_exptl_absorpt_correction_T_max  0.90
_exptl_absorpt_correction_T_min  0.80
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2014)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.4623
_exptl_crystal_description       block
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.49
_refine_diff_density_min         -0.18
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.24
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_constraints    0
_refine_ls_number_parameters     64
_refine_ls_number_reflns         1538
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0268
_refine_ls_R_factor_gt           0.0244
_refine_ls_shift/su_max          0.0299
_refine_ls_shift/su_mean         0.0034
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     w=1/(σ²(F)+0.0001F²)
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.0380
_refine_ls_wR_factor_ref         0.0384
_reflns_number_gt                1407
_reflns_number_total             1538
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            hb7564sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/m'
_cod_database_code               2241552
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,y,-z
3 -x,-y,-z
4 x,-y,z
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z
7 -x+1/2,-y+1/2,-z
8 x+1/2,-y+1/2,z
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
Cl Cl1 0.17115(2) 0 0.12206(3) 0.01401(7) Uani d 1
N N1 0.45600(9) 0 0.22925(12) 0.0132(2) Uani d 1
N N2 0.44617(7) 0.25682(8) 0.22357(10) 0.01951(18) Uani d 1
C C1 0.51532(7) 0.13257(7) 0.25660(9) 0.01272(16) Uani d 1
C C2 0.64225(7) 0.13396(7) 0.32011(10) 0.01334(17) Uani d 1
C C3 0.70393(10) 0 0.35111(14) 0.0136(2) Uani d 1
H H1C2 0.6796(9) 0.2256(14) 0.3421(16) 0.019(3) Uiso d 1
H H1C3 0.7905(16) 0 0.392(2) 0.015(3) Uiso d 1
H H1N2 0.3742(16) 0.2574(17) 0.150(2) 0.046(4) Uiso d 1
H H2N2 0.4841(12) 0.3350(15) 0.2058(19) 0.032(3) Uiso d 1
H H1N1 0.3735(19) 0 0.191(3) 0.039(5) Uiso d 1
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0033 0.0016 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
Cl 0.1484 0.1585 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.0061 0.0033 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C1 N1 C1 . 1_555 123.37(8)
C1 N1 H1N1 . . 118.32(4)
C1 N1 H1N1 1_555 . 118.32(4)
C1 N2 H1N2 . . 122.5(10)
C1 N2 H2N2 . . 117.2(9)
H1N2 N2 H2N2 . . 109.3(13)
N1 C1 N2 . . 117.81(7)
N1 C1 C2 . . 118.83(6)
N2 C1 C2 . . 123.35(6)
C1 C2 C3 . . 118.60(7)
C1 C2 H1C2 . . 117.0(6)
C3 C2 H1C2 . . 124.4(6)
C2 C3 C2 1_555 . 121.75(9)
C2 C3 H1C3 . . 119.12(5)
C2 C3 H1C3 1_555 . 119.12(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
N1 C1 . 1.3622(8)
N1 C1 1_555 1.3622(8)
N1 H1N1 . 0.90(2)
N2 C1 . 1.3538(10)
N2 H1N2 . 0.875(16)
N2 H2N2 . 0.833(13)
C1 C2 . 1.3890(10)
C2 C3 . 1.3872(9)
C2 H1C2 . 0.927(12)
C3 H1C3 . 0.944(17)
C3 C2 1_555 1.3872(9)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1N1 Cl1 . 0.90(2) 2.18(2) 3.0790(11) 175.6(19)
N2 H2N2 Cl1 5 0.833(13) 2.628(13) 3.4086(8) 156.5(12)
N2 H1N2 Cl1 7 0.875(13) 2.877(13) 3.3601(8) 116.8(2)

_cod_database_fobs_code 2241552
