#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/02/2010234.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_2010234
loop_
_publ_author_name
'Klinga, M.'
'Polamo, M.'
'Leskelä, M.'
_publ_section_title
;
 2,6-Bis(phenylamino)pyridine
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2051
_journal_page_last               2054
_journal_paper_doi               10.1107/S0108270194005111
_journal_volume                  50
_journal_year                    1994
_chemical_formula_moiety         'C17 H15 N3'
_chemical_formula_sum            'C17 H15 N3'
_chemical_formula_weight         261.3
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source           'SHELXTL/PC (Sheldrick, 1990)'
_cell_angle_alpha                90.
_cell_angle_beta                 97.56(3)
_cell_angle_gamma                90.
_cell_formula_units_Z            8
_cell_length_a                   16.283(3)
_cell_length_b                   8.150(2)
_cell_length_c                   20.697(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      15
_cell_measurement_theta_min      5
_cell_volume                     2722.8(10)
_diffrn_measurement_device       'Rigaku AFC-7S'
_diffrn_measurement_method       2θ/ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.014
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            2809
_diffrn_reflns_theta_max         26.5
_diffrn_standards_decay_%        <2
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_description       plate
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.17
_refine_diff_density_min         -0.25
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   2.16
_refine_ls_number_parameters     325
_refine_ls_number_reflns         1277
_refine_ls_R_factor_obs          0.0542
_refine_ls_shift/esd_max         0.354
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/σ²(F)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0449
_reflns_number_observed          1277
_reflns_number_total             2624
_reflns_observed_criterion       F>4\s(F)
_cod_data_source_file            ab1155.cif
_cod_data_source_block           ab1155_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/\s^2^(F)' was changed to
'calc'. New tag '_refine_ls_weighting_details' was created. The value
of the new tag was set to 'w = 1/\s^2^(F)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2723.0(10)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2010234
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2+x,1/2-y,1/2+z
-x,-y,-z
1/2-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
N(1) .9985(4) .2804(8) .3440(3) .040(3)
C(2) 1.0613(5) .2916(10) .3076(4) .040(4)
C(3) 1.0550(5) .2481(11) .2421(3) .049(4)
C(4) .9815(5) .1796(11) .2142(4) .049(4)
C(5) .9161(5) .1629(10) .2487(4) .046(4)
C(6) .9272(5) .2198(10) .3137(4) .041(4)
N(7) .8647(4) .2088(9) .3525(3) .049(3)
C(9) .7376(4) .0680(7) .3638(2) .049(4)
C(10) .6540 .0357 .3433 .064(5)
C(11) .6130 .1163 .2889 .065(5)
C(12) .6555 .2290 .2550 .061(4)
C(13) .7390 .2613 .2754 .050(4)
C(8) .7801 .1808 .3298 .043(4)
N(14) 1.1327(4) .3582(9) .3420(3) .051(3)
C(16) 1.2726(4) .4507(6) .3632(2) .047(4)
C(17) 1.3564 .4372 .3561 .051(4)
C(18) 1.3830 .3124 .3176 .058(4)
C(19) 1.3260 .2013 .2863 .059(4)
C(20) 1.2422 .2149 .2934 .049(4)
C(15) 1.2156 .3396 .3319 .044(4)
N(21) 1.1057(4) .7639(8) .4922(3) .043(3)
C(22) 1.0286(6) .7866(11) .4630(4) .052(4)
C(23) 1.0100(5) .8394(10) .3978(4) .052(4)
C(24) 1.0731(6) .8564(11) .3620(4) .054(4)
C(25) 1.1534(6) .8262(10) .3887(4) .049(4)
C(26) 1.1681(5) .7850(10) .4555(4) .044(4)
N(27) 1.2454(5) .7549(10) .4903(3) .056(3)
C(29) 1.3452(4) .8935(7) .4275(3) .051(4)
C(30) 1.4274 .9154 .4171 .063(4)
C(31) 1.4905 .8303 .4553 .065(4)
C(32) 1.4713 .7235 .5038 .067(5)
C(33) 1.3891 .7016 .5141 .059(4)
C(28) 1.3260 .7866 .4760 .047(4)
N(34) .9681(4) .7545(10) .5024(3) .060(3)
C(36) .8237(5) .7902(6) .5122(2) .050(4)
C(37) .7402 .7592 .4910 .058(4)
C(38) .7177 .6608 .4364 .063(4)
C(39) .7786 .5934 .4029 .055(4)
C(40) .8621 .6244 .4241 .054(4)
C(35) .8846 .7228 .4787 .045(4)
H(3) 1.1001 .2652 .2173 .080
H(4) .9761 .1430 .1698 .080
H(5) .8648 .1145 .2296 .080
H(7) .875(5) .224(10) .3960(7) .080
H(9) .7658 .0126 .4012 .080
H(10) .6248 -.0419 .3667 .080
H(11) .5555 .0941 .2749 .080
H(12) .6273 .2845 .2176 .080
H(13) .7683 .3389 .2521 .080
H(14) 1.122(5) .415(9) .377(2) .080
H(16) 1.2543 .5366 .3897 .080
H(17) 1.3956 .5137 .3776 .080
H(18) 1.4407 .3031 .3127 .080
H(19) 1.3443 .1155 .2598 .080
H(20) 1.2029 .1384 .2719 .080
H(23) .9540 .8625 .3793 .080
H(24) 1.0616 .8900 .3173 .080
H(25) 1.1980 .8328 .3628 .080
H(27) 1.247(5) .706(9) .5294(18) .080
H(29) 1.3018 .9520 .4012 .080
H(30) 1.4406 .9889 .3838 .080
H(31) 1.5471 .8454 .4482 .080
H(32) 1.5148 .6650 .5301 .080
H(33) 1.3759 .6280 .5475 .080
H(34) .984(5) .744(10) .5455(7) .080
H(36) .8392 .8579 .5498 .080
H(37) .6983 .8056 .5140 .080
H(38) .6602 .6395 .4218 .080
H(39) .7631 .5257 .3654 .080
H(40) .9040 .5780 .4011 .080
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(2) N(1) C(6) 115.9(6) yes
N(1) C(2) C(3) 124.1(7) yes
N(1) C(2) N(14) 112.6(7) yes
C(3) C(2) N(14) 123.2(8) yes
C(2) C(3) C(4) 117.5(8) yes
C(3) C(4) C(5) 121.1(7) yes
C(4) C(5) C(6) 117.1(7) yes
N(1) C(6) C(5) 124.1(8) yes
N(1) C(6) N(7) 114.3(7) yes
C(5) C(6) N(7) 121.4(7) yes
C(6) N(7) C(8) 125.3(6) yes
N(7) C(8) C(9) 117.7(3) yes
N(7) C(8) C(13) 122.3(3) yes
C(2) N(14) C(15) 129.6(6) yes
N(14) C(15) C(16) 117.1(3) yes
N(14) C(15) C(20) 122.9(3) yes
C(22) N(21) C(26) 117.2(7) yes
N(21) C(22) C(23) 123.2(8) yes
N(21) C(22) N(34) 114.0(7) yes
C(23) C(22) N(34) 122.8(8) yes
C(22) C(23) C(24) 118.2(8) yes
C(23) C(24) C(25) 120.9(7) yes
C(24) C(25) C(26) 117.8(8) yes
N(21) C(26) C(25) 122.4(8) yes
N(21) C(26) N(27) 112.4(7) yes
C(25) C(26) N(27) 125.1(8) yes
C(26) N(27) C(28) 131.7(7) yes
N(27) C(28) C(29) 124.7(4) yes
N(27) C(28) C(33) 115.3(4) yes
C(22) N(34) C(35) 124.0(6) yes
N(34) C(35) C(36) 118.2(4) yes
N(34) C(35) C(40) 121.8(4) yes
C(2) C(3) H(3) 121.3(5) no
C(3) C(4) H(4) 119.5(5) no
H(4) C(4) C(5) 119.4(4) no
C(4) C(5) H(5) 121.5(4) no
H(5) C(5) C(6) 121.5(5) no
C(6) N(7) H(7) 121.(5) no
H(7) N(7) C(8) 113.(5) no
C(10) C(9) C(8) 120.0 no
C(10) C(9) H(9) 120.0 no
C(8) C(9) H(9) 120.0 no
C(9) C(10) C(11) 120.0 no
C(9) C(10) H(10) 120.0 no
C(11) C(10) H(10) 120.0 no
C(10) C(11) C(12) 120.0 no
C(10) C(11) H(11) 120.0 no
C(12) C(11) H(11) 120.0 no
C(11) C(12) C(13) 120.0 no
C(11) C(12) H(12) 120.0 no
C(13) C(12) H(12) 120.0 no
C(12) C(13) C(8) 120.0 no
C(12) C(13) H(13) 120.0 no
C(8) C(13) H(13) 120.0 no
C(9) C(8) C(13) 120.0 no
C(2) N(14) H(14) 112.(5) no
H(14) N(14) C(15) 118.(5) no
C(17) C(16) C(15) 120.0 no
C(17) C(16) H(16) 120.0 no
C(15) C(16) H(16) 120.0 no
C(16) C(17) C(18) 120.0 no
C(16) C(17) H(17) 120.0 no
C(18) C(17) H(17) 120.0 no
C(17) C(18) C(19) 120.0 no
C(17) C(18) H(18) 120.0 no
C(19) C(18) H(18) 120.0 no
C(18) C(19) C(20) 120.0 no
C(18) C(19) H(19) 120.0 no
C(20) C(19) H(19) 120.0 no
C(19) C(20) C(15) 120.0 no
C(19) C(20) H(20) 120.0 no
C(15) C(20) H(20) 120.0 no
C(16) C(15) C(20) 120.0 no
C(22) C(23) H(23) 121.0(5) no
H(23) C(23) C(24) 120.9(5) no
C(23) C(24) H(24) 119.5(5) no
H(24) C(24) C(25) 119.5(5) no
C(24) C(25) H(25) 121.1(5) no
H(25) C(25) C(26) 121.1(5) no
C(26) N(27) H(27) 117.(5) no
H(27) N(27) C(28) 111.(5) no
C(30) C(29) C(28) 120.0 no
C(30) C(29) H(29) 120.0 no
C(28) C(29) H(29) 120.0 no
C(29) C(30) C(31) 120.0 no
C(29) C(30) H(30) 120.0 no
C(31) C(30) H(30) 120.0 no
C(30) C(31) C(32) 120.0 no
C(30) C(31) H(31) 120.0 no
C(32) C(31) H(31) 120.0 no
C(31) C(32) C(33) 120.0 no
C(31) C(32) H(32) 120.0 no
C(33) C(32) H(32) 120.0 no
C(32) C(33) C(28) 120.0 no
C(32) C(33) H(33) 120.0 no
C(28) C(33) H(33) 120.0 no
C(29) C(28) C(33) 120.0 no
C(22) N(34) H(34) 118.(5) no
H(34) N(34) C(35) 118.(5) no
C(37) C(36) C(35) 120.0 no
C(37) C(36) H(36) 120.0 no
C(35) C(36) H(36) 120.0 no
C(36) C(37) C(38) 120.0 no
C(36) C(37) H(37) 120.0 no
C(38) C(37) H(37) 120.0 no
C(37) C(38) C(39) 120.0 no
C(37) C(38) H(38) 120.0 no
C(39) C(38) H(38) 120.0 no
C(38) C(39) C(40) 120.0 no
C(38) C(39) H(39) 120.0 no
C(40) C(39) H(39) 120.0 no
C(39) C(40) C(35) 120.0 no
C(39) C(40) H(40) 120.0 no
C(35) C(40) H(40) 120.0 no
C(36) C(35) C(40) 120.0 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N(1) C(2) . . 1.352(11) yes
N(1) C(6) . . 1.339(10) yes
C(2) C(3) . . 1.393(11) yes
C(2) N(14) . . 1.391(11) yes
C(3) C(4) . . 1.376(12) yes
C(4) C(5) . . 1.365(12) yes
C(5) C(6) . . 1.413(11) yes
C(6) N(7) . . 1.379(11) yes
N(7) C(8) . . 1.415(10) yes
N(14) C(15) . . 1.400(10) yes
N(21) C(22) . . 1.333(11) yes
N(21) C(26) . . 1.357(11) yes
C(22) C(23) . . 1.411(11) yes
C(22) N(34) . . 1.385(12) yes
C(23) C(24) . . 1.350(13) yes
C(24) C(25) . . 1.373(12) yes
C(25) C(26) . . 1.412(11) yes
C(26) N(27) . . 1.388(11) yes
N(27) C(28) . . 1.407(10) yes
N(34) C(35) . . 1.406(10) yes
C(3) H(3) . . 0.960 no
C(4) H(4) . . 0.960 no
C(5) H(5) . . 0.960 no
N(7) H(7) . . 0.900(17) no
C(9) C(10) . . 1.395 no
C(9) C(8) . . 1.395 no
C(9) H(9) . . 0.960 no
C(10) C(11) . . 1.395 no
C(10) H(10) . . 0.960 no
C(11) C(12) . . 1.395 no
C(11) H(11) . . 0.960 no
C(12) C(13) . . 1.395 no
C(12) H(12) . . 0.960 no
C(13) C(8) . . 1.395 no
C(13) H(13) . . 0.960 no
N(14) H(14) . . 0.90(6) no
C(16) C(17) . . 1.395 no
C(16) C(15) . . 1.395 no
C(16) H(16) . . 0.960 no
C(17) C(18) . . 1.395 no
C(17) H(17) . . 0.960 no
C(18) C(19) . . 1.395 no
C(18) H(18) . . 0.960 no
C(19) C(20) . . 1.395 no
C(19) H(19) . . 0.960 no
C(20) C(15) . . 1.395 no
C(20) H(20) . . 0.960 no
C(23) H(23) . . 0.960 no
C(24) H(24) . . 0.960 no
C(25) H(25) . . 0.960 no
N(27) H(27) . . 0.90(5) no
C(29) C(30) . . 1.395 no
C(29) C(28) . . 1.395 no
C(29) H(29) . . 0.960 no
C(30) C(31) . . 1.395 no
C(30) H(30) . . 0.960 no
C(31) C(32) . . 1.395 no
C(31) H(31) . . 0.960 no
C(32) C(33) . . 1.395 no
C(32) H(32) . . 0.960 no
C(33) C(28) . . 1.395 no
C(33) H(33) . . 0.960 no
N(34) H(34) . . 0.90(2) no
C(36) C(37) . . 1.395 no
C(36) C(35) . . 1.395 no
C(36) H(36) . . 0.960 no
C(37) C(38) . . 1.395 no
C(37) H(37) . . 0.960 no
C(38) C(39) . . 1.395 no
C(38) H(38) . . 0.960 no
C(39) C(40) . . 1.395 no
C(39) H(39) . . 0.960 no
C(40) C(35) . . 1.395 no
C(40) H(40) . . 0.960 no
