#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:58:33 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202018 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/21/8102146.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_8102146
loop_
_publ_author_name
'Glatz, Germund'
'Irrgang, Torsten'
'Kempe, Rhett'
_publ_section_title
;
Crystal structure of (4-methyl-pyridin-2-yl)-(2,4,6-trimethyl-phenyl)-
amine, C₁₅H₁₈N₂
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              265
_journal_page_last               266
_journal_volume                  222
_journal_year                    2007
_chemical_formula_sum            'C15 H18 N2'
_chemical_formula_weight         226.31
_chemical_name_systematic
;
(4-methyl-pyridin-2-yl)-(2,4,6-trimethyl-phenyl)-amine
;
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                79.418(9)
_cell_angle_beta                 73.391(9)
_cell_angle_gamma                84.103(9)
_cell_formula_units_Z            2
_cell_length_a                   7.6360(9)
_cell_length_b                   8.0350(9)
_cell_length_c                   11.2080(13)
_cell_measurement_reflns_used    all
_cell_measurement_temperature    173(2)
_cell_volume                     646.85(13)
_computing_data_collection       X-AREA-STOE
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-97
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Stoe IPDS 2'
_diffrn_measurement_method       omega
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0720
_diffrn_reflns_av_sigmaI/netI    0.0444
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8710
_diffrn_reflns_theta_full        25.67
_diffrn_reflns_theta_max         25.67
_diffrn_reflns_theta_min         1.92
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.162
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             244
_exptl_crystal_size_max          0.64
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     162
_refine_ls_number_reflns         2447
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0465
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0708P)²+0.1050P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1265
_refine_ls_wR_factor_ref         0.1309
_reflns_number_gt                2026
_reflns_number_total             2447
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-2036.cff
_cod_data_source_block           k437a
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               8102146
_cell_measurement_2theta_min     3.84
_cell_measurement_2theta_max     52.18
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_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3293(2) -0.24562(19) 1.01894(14) 0.0416(4) Uani 1 2 i d . . .
H1 H 0.2820 -0.3258 1.0921 0.050 Uiso 1 2 i calc R . .
C2 C 0.5135(2) -0.2571(2) 0.96190(15) 0.0428(4) Uani 1 2 i d . . .
H2 H 0.5901 -0.3447 0.9933 0.051 Uiso 1 2 i calc R . .
C3 C 0.58583(19) -0.13754(18) 0.85692(14) 0.0359(3) Uani 1 2 i d . . .
C4 C 0.46717(18) -0.01798(17) 0.81275(13) 0.0332(3) Uani 1 2 i d . . .
H4 H 0.5121 0.0640 0.7402 0.040 Uiso 1 2 i calc R . .
C5 C 0.27946(18) -0.01746(16) 0.87518(12) 0.0292(3) Uani 1 2 i d . . .
C6 C 0.7889(2) -0.1367(2) 0.79584(17) 0.0486(4) Uani 1 2 i d . . .
H6A H 0.8167 -0.0346 0.7323 0.073 Uiso 1 2 i calc R . .
H6B H 0.8290 -0.2375 0.7553 0.073 Uiso 1 2 i calc R . .
H6C H 0.8531 -0.1376 0.8602 0.073 Uiso 1 2 i calc R . .
C7 C 0.19284(17) 0.21565(16) 0.72271(12) 0.0288(3) Uani 1 2 i d . . .
C8 C 0.17675(18) 0.39008(17) 0.72721(13) 0.0313(3) Uani 1 2 i d . . .
C9 C 0.2082(2) 0.50281(17) 0.61515(14) 0.0360(3) Uani 1 2 i d . . .
H9 H 0.1948 0.6209 0.6183 0.043 Uiso 1 2 i calc R . .
C10 C 0.2586(2) 0.45035(18) 0.49864(14) 0.0371(3) Uani 1 2 i d . . .
C11 C 0.2746(2) 0.27792(18) 0.49678(13) 0.0367(3) Uani 1 2 i d . . .
H11 H 0.3104 0.2393 0.4176 0.044 Uiso 1 2 i calc R . .
C12 C 0.24019(18) 0.15908(16) 0.60640(13) 0.0325(3) Uani 1 2 i d . . .
C13 C 0.1271(2) 0.4547(2) 0.85086(15) 0.0441(4) Uani 1 2 i d . . .
H13A H 0.1787 0.5654 0.8385 0.066 Uiso 1 2 i calc R . .
H13B H 0.1766 0.3746 0.9118 0.066 Uiso 1 2 i calc R . .
H13C H -0.0064 0.4664 0.8829 0.066 Uiso 1 2 i calc R . .
C14 C 0.2508(2) -0.02668(18) 0.59743(15) 0.0426(4) Uani 1 2 i d . . .
H14A H 0.2223 -0.0403 0.5200 0.064 Uiso 1 2 i calc R . .
H14B H 0.1624 -0.0857 0.6707 0.064 Uiso 1 2 i calc R . .
H14C H 0.3745 -0.0748 0.5958 0.064 Uiso 1 2 i calc R . .
C15 C 0.2931(3) 0.5769(2) 0.37824(16) 0.0556(5) Uani 1 2 i d . . .
H15A H 0.3496 0.5179 0.3063 0.083 Uiso 1 2 i calc R . .
H15B H 0.3754 0.6611 0.3811 0.083 Uiso 1 2 i calc R . .
H15C H 0.1768 0.6339 0.3690 0.083 Uiso 1 2 i calc R . .
N1 N 0.21115(16) -0.12943(14) 0.97881(11) 0.0339(3) Uani 1 2 i d . . .
N2 N 0.15487(16) 0.09799(14) 0.83676(11) 0.0351(3) Uani 1 2 i d . . .
H1N H 0.047(2) 0.107(2) 0.8954(16) 0.039(4) Uiso 1 2 i 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
N1 C1 C2 124.63(14) . . ?
C1 C2 C3 118.41(13) . . ?
C4 C3 C2 118.13(13) . . ?
C4 C3 C6 121.13(14) . . ?
C2 C3 C6 120.71(14) . . ?
C3 C4 C5 119.78(13) . . ?
N1 C5 N2 115.38(11) . . ?
N1 C5 C4 121.88(12) . . ?
N2 C5 C4 122.73(12) . . ?
C12 C7 C8 119.94(12) . . ?
C12 C7 N2 120.42(12) . . ?
C8 C7 N2 119.61(12) . . ?
C9 C8 C7 118.74(12) . . ?
C9 C8 C13 120.10(12) . . ?
C7 C8 C13 121.15(12) . . ?
C8 C9 C10 122.55(12) . . ?
C11 C10 C9 117.56(12) . . ?
C11 C10 C15 121.31(14) . . ?
C9 C10 C15 121.13(14) . . ?
C10 C11 C12 122.35(13) . . ?
C11 C12 C7 118.83(12) . . ?
C11 C12 C14 119.49(13) . . ?
C7 C12 C14 121.66(12) . . ?
C1 N1 C5 117.10(12) . . ?
C5 N2 C7 124.90(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
C1 N1 1.3387(19) . ?
C1 C2 1.370(2) . ?
C2 C3 1.391(2) . ?
C3 C4 1.375(2) . ?
C3 C6 1.505(2) . ?
C4 C5 1.4038(19) . ?
C5 N1 1.3404(17) . ?
C5 N2 1.3628(17) . ?
C7 C12 1.3968(19) . ?
C7 C8 1.4032(18) . ?
C7 N2 1.4186(17) . ?
C8 C9 1.3820(19) . ?
C8 C13 1.5026(19) . ?
C9 C10 1.383(2) . ?
C10 C11 1.382(2) . ?
C10 C15 1.507(2) . ?
C11 C12 1.3880(19) . ?
C12 C14 1.5066(19) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653916
