#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:07:36 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180061 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/07/7050744.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_7050744
loop_
_publ_author_name
'Bensemann, Igor'
'Gdaniec, Maria'
'Połoński, Tadeusz'
_publ_section_title
;
 Supramolecular structures formed by 2-aminopyridine derivatives.
;
_journal_issue                   4
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              448
_journal_paper_doi               10.1039/b108861k
_journal_volume                  26
_journal_year                    2002
_chemical_formula_sum            'C16 H14 N4'
_chemical_formula_weight         262.31
_chemical_melting_point          205.5(5)
_chemical_name_systematic
; 
N,N'-Bis(2-pyridyl)-1,4-diaminobenzene, polymorph alpha
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                101.77(3)
_cell_angle_beta                 97.54(3)
_cell_angle_gamma                105.52(3)
_cell_formula_units_Z            2
_cell_length_a                   7.778(2)
_cell_length_b                   9.003(2)
_cell_length_c                   10.240(2)
_cell_measurement_reflns_used    26
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      5
_cell_volume                     663.1(3)
_computing_cell_refinement       'Kuma KM-4 software (Kuma Diffraction, 1991)'
_computing_data_collection       'Kuma KM-4 sofware (Kuma Diffraction, 1991)'
_computing_data_reduction        'Kuma KM-4 software (Kuma Diffraction, 1991)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'KM-4 four-circle diffractometer'
_diffrn_measurement_method       'ω/2θ scan'
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0594
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2080
_diffrn_reflns_theta_max         24.05
_diffrn_reflns_theta_min         2.43
_diffrn_standards_decay_%        <1.5
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            light-brown
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.172
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.032(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         2080
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.1126
_refine_ls_R_factor_gt           0.0429
_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)+(0.0737P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1109
_refine_ls_wR_factor_ref         0.1220
_reflns_number_gt                1289
_reflns_number_total             2080
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b108861k.txt
_cod_data_source_block           3a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '205-206' was changed to '205.5(5)' -
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1569 2011-02-09 13:29:24Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7050744
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1A N 0.2206(3) 0.0184(2) 0.41059(18) 0.0449(5) Uani 1 1 d . . .
C2A C 0.3281(3) 0.0825(3) 0.3311(2) 0.0435(6) Uani 1 1 d . . .
C3A C 0.4702(4) 0.2242(3) 0.3830(3) 0.0584(8) Uani 1 1 d . . .
H3A H 0.537(4) 0.264(3) 0.319(3) 0.069(8) Uiso 1 1 d . . .
C4A C 0.5059(4) 0.2939(4) 0.5188(3) 0.0638(8) Uani 1 1 d . . .
H4A H 0.616(4) 0.393(4) 0.554(3) 0.088(10) Uiso 1 1 d . . .
C5A C 0.3992(4) 0.2268(4) 0.6017(3) 0.0615(8) Uani 1 1 d . . .
H5A H 0.423(4) 0.282(3) 0.700(3) 0.073(9) Uiso 1 1 d . . .
C6A C 0.2587(4) 0.0917(3) 0.5430(2) 0.0497(7) Uani 1 1 d . . .
H6A H 0.176(3) 0.048(3) 0.598(2) 0.045(6) Uiso 1 1 d . . .
N7A N 0.2787(3) 0.0031(3) 0.1963(2) 0.0549(6) Uani 1 1 d . . .
H7NA H 0.171(4) -0.072(4) 0.171(3) 0.067(9) Uiso 1 1 d . . .
C8A C 0.3937(4) 0.0062(3) 0.1004(2) 0.0450(6) Uani 1 1 d . . .
C9A C 0.5780(4) 0.0326(3) 0.1348(2) 0.0483(7) Uani 1 1 d . . .
H9A H 0.651(3) 0.051(3) 0.227(3) 0.059(7) Uiso 1 1 d . . .
C10A C 0.3161(4) -0.0269(3) -0.0354(3) 0.0489(7) Uani 1 1 d . . .
H10A H 0.194(3) -0.041(3) -0.059(2) 0.052(7) Uiso 1 1 d . . .
N1B N 0.0662(3) 0.2649(2) 0.90147(18) 0.0440(5) Uani 1 1 d . . .
C2B C 0.0991(3) 0.3761(3) 0.8315(2) 0.0395(6) Uani 1 1 d . . .
C3B C 0.2252(4) 0.5266(3) 0.8905(3) 0.0524(7) Uani 1 1 d . . .
H3B H 0.247(4) 0.592(3) 0.837(3) 0.061(8) Uiso 1 1 d . . .
C4B C 0.3118(4) 0.5609(3) 1.0218(3) 0.0571(7) Uani 1 1 d . . .
H4B H 0.400(4) 0.671(4) 1.068(3) 0.084(9) Uiso 1 1 d . . .
C5B C 0.2758(4) 0.4460(3) 1.0952(3) 0.0562(7) Uani 1 1 d . . .
H5B H 0.343(4) 0.467(3) 1.197(3) 0.066(8) Uiso 1 1 d . . .
C6B C 0.1550(3) 0.3023(3) 1.0297(2) 0.0476(6) Uani 1 1 d . . .
H6B H 0.121(3) 0.210(3) 1.075(2) 0.056(7) Uiso 1 1 d . . .
N7B N 0.0043(3) 0.3287(2) 0.7006(2) 0.0481(6) Uani 1 1 d . . .
H7NB H -0.057(3) 0.221(3) 0.670(2) 0.054(7) Uiso 1 1 d . . .
C8B C 0.0069(3) 0.4186(3) 0.6027(2) 0.0400(6) Uani 1 1 d . . .
C9B C 0.0043(3) 0.5747(3) 0.6320(2) 0.0447(6) Uani 1 1 d . . .
H9B H 0.015(3) 0.633(3) 0.728(2) 0.052(7) Uiso 1 1 d . . .
C10B C 0.0011(3) 0.3449(3) 0.4684(2) 0.0447(6) Uani 1 1 d . . .
H10B H 0.000(3) 0.232(3) 0.447(2) 0.052(7) Uiso 1 1 d . . .
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'
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
C6A N1A C2A 117.7(2) . . y
N1A C2A N7A 114.5(2) . . y
N1A C2A C3A 121.5(2) . . y
N7A C2A C3A 123.8(2) . . y
C4A C3A C2A 118.8(3) . . y
C4A C3A H3A 125.0(17) . . y
C2A C3A H3A 116.1(17) . . y
C3A C4A C5A 120.0(3) . . y
C3A C4A H4A 116.7(17) . . y
C5A C4A H4A 123.3(17) . . y
C6A C5A C4A 117.9(3) . . y
C6A C5A H5A 122.9(16) . . y
C4A C5A H5A 119.1(16) . . y
N1A C6A C5A 123.9(2) . . y
N1A C6A H6A 117.0(14) . . y
C5A C6A H6A 119.0(14) . . y
C2A N7A C8A 126.2(2) . . y
C2A N7A H7NA 116.1(18) . . y
C8A N7A H7NA 116.4(18) . . y
C9A C8A C10A 118.2(2) . . y
C9A C8A N7A 123.3(2) . . y
C10A C8A N7A 118.4(2) . . y
C8A C9A C10A 121.0(2) . 2_655 y
C8A C9A H9A 127.0(15) . . y
C10A C9A H9A 111.9(15) 2_655 . y
C8A C10A C9A 120.8(3) . 2_655 y
C8A C10A H10A 118.8(15) . . y
C9A C10A H10A 120.4(15) 2_655 . y
C6B N1B C2B 117.9(2) . . y
N1B C2B N7B 114.6(2) . . y
N1B C2B C3B 121.1(2) . . y
N7B C2B C3B 124.3(2) . . y
C4B C3B C2B 119.3(2) . . y
C4B C3B H3B 123.9(18) . . y
C2B C3B H3B 116.7(18) . . y
C3B C4B C5B 119.7(3) . . y
C3B C4B H4B 120.4(17) . . y
C5B C4B H4B 119.9(17) . . y
C6B C5B C4B 117.4(2) . . y
C6B C5B H5B 120.8(15) . . y
C4B C5B H5B 121.8(15) . . y
N1B C6B C5B 124.6(2) . . y
N1B C6B H6B 112.3(14) . . y
C5B C6B H6B 123.0(14) . . y
C2B N7B C8B 128.0(2) . . y
C2B N7B H7NB 115.2(15) . . y
C8B N7B H7NB 116.3(15) . . y
C9B C8B C10B 117.9(2) . . y
C9B C8B N7B 123.2(2) . . y
C10B C8B N7B 118.7(2) . . y
C10B C9B C8B 121.0(2) 2_566 . y
C10B C9B H9B 119.1(14) 2_566 . y
C8B C9B H9B 119.8(14) . . y
C9B C10B C8B 121.1(2) 2_566 . y
C9B C10B H10B 121.3(14) 2_566 . y
C8B C10B H10B 117.7(13) . . y
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
N1A C6A 1.337(3) . y
N1A C2A 1.344(3) . y
C2A N7A 1.370(3) . y
C2A C3A 1.395(4) . y
C3A C4A 1.361(4) . y
C3A H3A 0.96(3) . y
C4A C5A 1.378(4) . y
C4A H4A 1.02(3) . y
C5A C6A 1.361(4) . y
C5A H5A 1.00(3) . y
C6A H6A 0.97(2) . y
N7A C8A 1.412(3) . y
N7A H7NA 0.89(3) . y
C8A C9A 1.373(4) . y
C8A C10A 1.379(3) . y
C9A C10A 1.393(4) 2_655 y
C9A H9A 0.99(3) . y
C10A C9A 1.393(4) 2_655 y
C10A H10A 0.92(2) . y
N1B C6B 1.331(3) . y
N1B C2B 1.336(3) . y
C2B N7B 1.365(3) . y
C2B C3B 1.401(3) . y
C3B C4B 1.356(4) . y
C3B H3B 0.88(3) . y
C4B C5B 1.389(4) . y
C4B H4B 1.02(3) . y
C5B C6B 1.355(4) . y
C5B H5B 1.06(3) . y
C6B H6B 1.02(3) . y
N7B C8B 1.411(3) . y
N7B H7NB 0.93(3) . y
C8B C9B 1.381(3) . y
C8B C10B 1.389(3) . y
C9B C10B 1.376(3) 2_566 y
C9B H9B 1.00(2) . y
C10B C9B 1.376(3) 2_566 y
C10B H10B 0.99(3) . y
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
C9A C8A N7A C10A -176.6(4) . . . . y
C9B C8B N7B C2B -42.7(4) . . . . y
C10A C8A N7A C2A -155.7(3) . . . . y
C10B C8B N7B C2B 141.2(2) . . . . y
C8A N7A C2A N1A -156.5(2) . . . . y
C8B N7B C2B N1B 178.8(2) . . . . y
C8A N7A C2A C3A 27.5(4) . . . . y
C8B N7B C2B C3B -2.8(4) . . . . y
