#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:58:33 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202018 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/16/8101692.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_8101692
loop_
_publ_author_name
'A. R. Mahjoub'
'A. Morsali'
'S. Nouryan Aval'
_publ_section_title
;
Crystal structure of pyridyl-2-methylammonium nitrate, (C₆H₉N₂)
NO₃
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              45
_journal_page_last               46
_journal_volume                  220
_journal_year                    2005
_chemical_formula_moiety         'C6 H9 N2 1+, N O3 1-'
_chemical_formula_sum            'C6 H9 N3 O3'
_chemical_formula_weight         171.16
_chemical_melting_point          447
_chemical_name_systematic
; 
2-aminomethylepyridine-nitrate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 105.366(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.2341(15)
_cell_length_b                   10.4212(19)
_cell_length_c                   9.3945(17)
_cell_measurement_reflns_used    765
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      56
_cell_measurement_theta_min      3
_cell_volume                     777.3(2)
_computing_cell_refinement       'SAINTPlus (Bruker, 1998a)'
_computing_data_collection       'SMART (Bruker, 1998b)'
_computing_data_reduction        'SAINTPlus (Bruker, 1998a)'
_computing_molecular_graphics    'SHELXTL ver. 5.1 (Sheldrick, 1998b)'
_computing_publication_material  'SHELXTL ver. 5.1 (Sheldrick, 1998b)'
_computing_structure_refinement  'SHELXTL ver. 5.1 (Sheldrick, 1998b)'
_computing_structure_solution    'SHELXTL ver. 5.1 (Sheldrick, 1998b)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_sigmaI/netI    0.0202
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7477
_diffrn_reflns_theta_full        28.00
_diffrn_reflns_theta_max         28.00
_diffrn_reflns_theta_min         2.57
_exptl_absorpt_coefficient_mu    0.119
_exptl_absorpt_correction_T_max  0.977
_exptl_absorpt_correction_T_min  0.956
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1998a)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         1840
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.986
_refine_ls_R_factor_all          0.0510
_refine_ls_R_factor_gt           0.0442
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0300P)²+0.6500P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0939
_refine_ls_wR_factor_ref         0.0973
_reflns_number_gt                1529
_reflns_number_total             1840
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            1267-1420.cff
_cod_data_source_block           sn-17
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '447K' was changed to '447' - the
value should be numeric and without a unit designator.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 
;
_cod_original_sg_symbol_H-M      P121/c1
_cod_database_code               8101692
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.79992(15) 0.56389(11) 0.09890(12) 0.0209(2) Uani 1 4 e d . . .
N2 N 1.02272(14) 0.67317(10) -0.02725(12) 0.0200(2) Uani 1 4 e d . . .
H2A H 1.0751 0.6616 0.0701 0.024 Uiso 1 4 e calc R . .
H2B H 1.0909 0.7189 -0.0705 0.024 Uiso 1 4 e calc R . .
H2C H 1.0001 0.5954 -0.0722 0.024 Uiso 1 4 e calc R . .
C1 C 0.70037(19) 0.50683(14) 0.17348(15) 0.0242(3) Uani 1 4 e d . . .
H1 H 0.7337 0.4255 0.2173 0.029 Uiso 1 4 e calc R . .
C2 C 0.55263(18) 0.56022(14) 0.18962(16) 0.0264(3) Uani 1 4 e d . . .
H2 H 0.4864 0.5167 0.2432 0.032 Uiso 1 4 e calc R . .
C3 C 0.50337(18) 0.67876(15) 0.12576(16) 0.0266(3) Uani 1 4 e d . . .
H3 H 0.4022 0.7179 0.1343 0.032 Uiso 1 4 e calc R . .
C4 C 0.60444(17) 0.73939(14) 0.04908(15) 0.0240(3) Uani 1 4 e d . . .
H4 H 0.5739 0.8208 0.0044 0.029 Uiso 1 4 e calc R . .
C5 C 0.75128(17) 0.67848(12) 0.03899(14) 0.0193(3) Uani 1 4 e d . . .
C6 C 0.86317(17) 0.74417(13) -0.04210(15) 0.0221(3) Uani 1 4 e d . . .
H6A H 0.8027 0.7513 -0.1480 0.026 Uiso 1 4 e calc R . .
H6B H 0.8890 0.8321 -0.0026 0.026 Uiso 1 4 e calc R . .
N3 N 1.18610(14) 0.92771(11) -0.15551(13) 0.0211(2) Uani 1 4 e d . . .
O1 O 1.20704(17) 0.93435(11) -0.02041(12) 0.0367(3) Uani 1 4 e d . . .
O2 O 1.18188(14) 1.02489(10) -0.23284(12) 0.0298(3) Uani 1 4 e d . . .
O3 O 1.16840(13) 0.81716(9) -0.21681(10) 0.0235(2) Uani 1 4 e d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0240(6) 0.0185(5) 0.0208(5) -0.0005(4) 0.0070(4) -0.0010(4)
N2 0.0232(6) 0.0173(5) 0.0211(5) 0.0016(4) 0.0086(4) -0.0002(4)
C1 0.0297(7) 0.0216(6) 0.0224(6) -0.0010(5) 0.0092(5) -0.0041(5)
C2 0.0257(7) 0.0308(7) 0.0251(7) -0.0058(6) 0.0112(5) -0.0084(6)
C3 0.0200(7) 0.0326(8) 0.0274(7) -0.0072(6) 0.0064(5) -0.0002(6)
C4 0.0231(7) 0.0231(7) 0.0246(7) -0.0023(5) 0.0045(5) 0.0023(5)
C5 0.0216(6) 0.0185(6) 0.0180(6) -0.0026(5) 0.0052(5) -0.0012(5)
C6 0.0249(7) 0.0179(6) 0.0244(6) 0.0027(5) 0.0083(5) 0.0034(5)
N3 0.0215(6) 0.0198(5) 0.0219(5) 0.0016(4) 0.0057(4) -0.0006(4)
O1 0.0602(8) 0.0288(6) 0.0207(5) -0.0022(4) 0.0100(5) -0.0041(5)
O2 0.0324(6) 0.0224(5) 0.0316(5) 0.0088(4) 0.0035(4) -0.0041(4)
O3 0.0297(5) 0.0186(5) 0.0233(5) -0.0020(4) 0.0091(4) -0.0002(4)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N1 C1 117.21(12) . . ?
C6 N2 H2A 109.5 . . ?
C6 N2 H2B 109.5 . . ?
H2A N2 H2B 109.5 . . ?
C6 N2 H2C 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
N1 C1 C2 123.58(13) . . ?
N1 C1 H1 118.2 . . ?
C2 C1 H1 118.2 . . ?
C1 C2 C3 118.45(13) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
C2 C3 C4 118.89(13) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C3 C4 C5 118.62(13) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 123.26(12) . . ?
N1 C5 C6 117.65(12) . . ?
C4 C5 C6 119.09(12) . . ?
N2 C6 C5 111.79(11) . . ?
N2 C6 H6A 109.3 . . ?
C5 C6 H6A 109.3 . . ?
N2 C6 H6B 109.3 . . ?
C5 C6 H6B 109.3 . . ?
H6A C6 H6B 107.9 . . ?
O1 N3 O2 121.97(12) . . ?
O1 N3 O3 118.74(11) . . ?
O2 N3 O3 119.29(11) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C5 1.3357(17) . ?
N1 C1 1.3493(17) . ?
N2 C6 1.4817(17) . ?
N2 H2A 0.9100 . ?
N2 H2B 0.9100 . ?
N2 H2C 0.9100 . ?
C1 C2 1.382(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.386(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.389(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.3908(19) . ?
C4 H4 0.9500 . ?
C5 C6 1.5066(18) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
O1 N3 1.2367(15) . ?
O2 N3 1.2415(15) . ?
O3 N3 1.2789(15) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 0.4(2) . . . . ?
N1 C1 C2 C3 0.1(2) . . . . ?
C1 C2 C3 C4 -0.4(2) . . . . ?
C2 C3 C4 C5 0.2(2) . . . . ?
C1 N1 C5 C4 -0.62(19) . . . . ?
C1 N1 C5 C6 178.88(12) . . . . ?
C3 C4 C5 N1 0.3(2) . . . . ?
C3 C4 C5 C6 -179.15(12) . . . . ?
N1 C5 C6 N2 -6.13(17) . . . . ?
C4 C5 C6 N2 173.39(11) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21130858
