#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:58:33 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202018 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/07/8100771.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_8100771
loop_
_publ_author_name
'Polamo, M.'
'Lappalainen, K.'
'Hämäläinen, M.'
_publ_section_title
;
Crystal structure of 2,6-di[(2-ethyl)phenylamino]pyridine, C₂₁H₂₃N₃
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              559
_journal_page_last               560
_journal_volume                  217
_journal_year                    2002
_chemical_formula_moiety         'C21 H23 N3'
_chemical_formula_structural     'C21 H23 N3'
_chemical_formula_sum            'C21 H23 N3'
_chemical_formula_weight         318.43
_chemical_name_common            '2,6-di[(2-ethyl)phenylamino]pyridine '
_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'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.59(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.461(5)
_cell_length_b                   7.703(6)
_cell_length_c                   24.416(13)
_cell_measurement_temperature    193(2)
_cell_volume                     1779(2)
_diffrn_ambient_temperature      193(2)
_exptl_crystal_density_diffrn    1.185
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               8100771
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 0.34297(18) 0.3408(2) 0.00561(7) 0.0454(4) Uani 1 4 e d . . .
C2 C 0.2835(2) 0.4410(3) -0.03334(8) 0.0432(5) Uani 1 4 e d . . .
C3 C 0.1438(2) 0.4206(3) -0.05057(9) 0.0487(5) Uani 1 4 e d . . .
H3A H 0.1049 0.4913 -0.0777 0.058 Uiso 1 4 e calc R . .
C4 C 0.0653(2) 0.2923(3) -0.02614(9) 0.0522(6) Uani 1 4 e d . . .
H4A H -0.0282 0.2757 -0.0369 0.063 Uiso 1 4 e calc R . .
C5 C 0.1232(2) 0.1884(3) 0.01394(9) 0.0508(6) Uani 1 4 e d . . .
H5A H 0.0707 0.1011 0.0304 0.061 Uiso 1 4 e calc R . .
C6 C 0.2627(2) 0.2183(3) 0.02894(8) 0.0454(5) Uani 1 4 e d . . .
N7 N 0.3720(2) 0.5647(2) -0.05455(8) 0.0553(5) Uani 1 4 e d . . .
H7A H 0.4584 0.5647 -0.0433 0.066 Uiso 1 4 e calc R . .
C8 C 0.3319(2) 0.6924(3) -0.09358(9) 0.0460(5) Uani 1 4 e d . . .
C9 C 0.3236(3) 0.6535(3) -0.14932(9) 0.0535(6) Uani 1 4 e d . . .
C10 C 0.2960(3) 0.7901(4) -0.18503(10) 0.0671(7) Uani 1 4 e d . . .
H10A H 0.2895 0.7676 -0.2224 0.081 Uiso 1 4 e calc R . .
C11 C 0.2782(3) 0.9572(4) -0.16689(12) 0.0741(8) Uani 1 4 e d . . .
H11A H 0.2621 1.0461 -0.1920 0.089 Uiso 1 4 e calc R . .
C12 C 0.2840(3) 0.9941(3) -0.11189(12) 0.0716(8) Uani 1 4 e d . . .
H12A H 0.2713 1.1070 -0.0994 0.086 Uiso 1 4 e calc R . .
C13 C 0.3091(3) 0.8606(3) -0.07573(10) 0.0596(6) Uani 1 4 e d . . .
H13A H 0.3107 0.8838 -0.0384 0.072 Uiso 1 4 e calc R . .
C14 C 0.3464(4) 0.4711(4) -0.16994(11) 0.0771(8) Uani 1 4 e d . . .
H14A H 0.3863 0.4021 -0.1404 0.093 Uiso 1 4 e calc R . .
H14B H 0.2553 0.4214 -0.1795 0.093 Uiso 1 4 e calc R . .
C15 C 0.4416(4) 0.4564(5) -0.21874(14) 0.1053(12) Uani 1 4 e d . . .
H15A H 0.4503 0.3367 -0.2291 0.158 Uiso 1 4 e calc R . .
H15B H 0.5333 0.5020 -0.2095 0.158 Uiso 1 4 e calc R . .
H15C H 0.4020 0.5213 -0.2488 0.158 Uiso 1 4 e calc R . .
N16 N 0.3308(2) 0.1237(3) 0.06937(8) 0.0611(6) Uani 1 4 e d . . .
H16A H 0.4151 0.1549 0.0784 0.073 Uiso 1 4 e calc R . .
C17 C 0.2723(2) -0.0214(3) 0.09722(9) 0.0519(6) Uani 1 4 e d . . .
C18 C 0.1624(3) 0.0019(3) 0.13437(9) 0.0561(6) Uani 1 4 e d . . .
C19 C 0.1105(3) -0.1471(3) 0.15948(11) 0.0693(7) Uani 1 4 e d . . .
H19A H 0.0360 -0.1366 0.1838 0.083 Uiso 1 4 e calc R . .
C20 C 0.1653(3) -0.3085(3) 0.14958(12) 0.0746(8) Uani 1 4 e d . . .
H20A H 0.1277 -0.4050 0.1670 0.089 Uiso 1 4 e calc R . .
C21 C 0.2750(3) -0.3284(3) 0.11423(11) 0.0724(8) Uani 1 4 e d . . .
H21A H 0.3135 -0.4376 0.1080 0.087 Uiso 1 4 e calc R . .
C22 C 0.3279(3) -0.1849(3) 0.08792(10) 0.0635(7) Uani 1 4 e d . . .
H22A H 0.4020 -0.1978 0.0635 0.076 Uiso 1 4 e calc R . .
C23 C 0.1021(4) 0.1776(3) 0.14801(11) 0.0759(8) Uani 1 4 e d . . .
H23A H 0.1587 0.2657 0.1302 0.091 Uiso 1 4 e calc R . .
H23B H 0.0072 0.1848 0.1327 0.091 Uiso 1 4 e calc R . .
C24 C 0.0957(5) 0.2183(5) 0.20762(13) 0.1075(13) Uani 1 4 e d . . .
H24A H 0.0562 0.3320 0.2125 0.161 Uiso 1 4 e calc R . .
H24B H 0.1893 0.2150 0.2231 0.161 Uiso 1 4 e calc R . .
H24C H 0.0375 0.1341 0.2256 0.161 Uiso 1 4 e calc R . .
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 C6 1.342(3) . ?
N1 C2 1.344(3) . ?
C2 N7 1.373(3) . ?
C2 C3 1.391(3) . ?
C3 C4 1.376(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.374(3) . ?
C4 H4A 0.9300 . ?
C5 C6 1.385(3) . ?
C5 H5A 0.9300 . ?
C6 N16 1.381(3) . ?
N7 C8 1.419(3) . ?
N7 H7A 0.8600 . ?
C8 C13 1.384(3) . ?
C8 C9 1.395(3) . ?
C9 C10 1.390(3) . ?
C9 C14 1.509(4) . ?
C10 C11 1.372(4) . ?
C10 H10A 0.9300 . ?
C11 C12 1.373(4) . ?
C11 H11A 0.9300 . ?
C12 C13 1.374(3) . ?
C12 H12A 0.9300 . ?
C13 H13A 0.9300 . ?
C14 C15 1.505(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
N16 C17 1.423(3) . ?
N16 H16A 0.8600 . ?
C17 C22 1.384(3) . ?
C17 C18 1.398(3) . ?
C18 C19 1.393(3) . ?
C18 C23 1.507(4) . ?
C19 C20 1.370(4) . ?
C19 H19A 0.9300 . ?
C20 C21 1.365(4) . ?
C20 H20A 0.9300 . ?
C21 C22 1.375(4) . ?
C21 H21A 0.9300 . ?
C22 H22A 0.9300 . ?
C23 C24 1.491(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21122347
