#------------------------------------------------------------------------------
#$Date: 2016-02-20 04:06:23 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/15/2201564.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_2201564
loop_
_publ_author_name
'Bond, Andrew D.'
'Davies, John E.'
_publ_section_title
;
 2,3-Lutidine
;
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o961
_journal_page_last               o963
_journal_paper_doi               10.1107/S1600536802013648
_journal_volume                  58
_journal_year                    2002
_chemical_formula_iupac          'C7 H9 N'
_chemical_formula_moiety         'C7 H9 N'
_chemical_formula_sum            'C7 H9 N'
_chemical_formula_weight         107.15
_chemical_melting_point          258
_chemical_name_common            2,3-lutidine
_chemical_name_systematic        2,3-dimethylpyridine
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 101.900(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.4158(7)
_cell_length_b                   7.5787(5)
_cell_length_c                   7.4714(4)
_cell_measurement_reflns_used    3561
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      34.97
_cell_measurement_theta_min      1.00
_cell_volume                     632.51(7)
_computing_cell_refinement       'HKL SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction
'HKL DENZO and SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics
'XP (Sheldrick, 1993) and CAMERON (Watkin et al., 1996)'
_computing_publication_material  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'Thin-slice ω and φ'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0231
_diffrn_reflns_av_sigmaI/netI    0.0305
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2468
_diffrn_reflns_theta_full        35.31
_diffrn_reflns_theta_max         35.31
_diffrn_reflns_theta_min         4.52
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.125
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cylinder
_exptl_crystal_F_000             232
_exptl_crystal_size_rad          0.15
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.166
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     41
_refine_ls_number_reflns         1366
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0503
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0759P)²+0.1323P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1445
_refine_ls_wR_factor_ref         0.1570
_reflns_number_gt                1035
_reflns_number_total             1366
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ob6159.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2201564
_cod_database_fobs_code          2201564
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
N1 0.38396(7) 0.29005(11) 0.15137(11) 0.0379(2) Uani d P 0.50 A 1 N
C4 0.38396(7) 0.29005(11) 0.15137(11) 0.0379(2) Uani d P 0.50 A 2 C
H4 0.3039 0.2892 0.0833 0.074(3) Uiso calc PR 0.50 A 2 H
C2 0.44100(6) 0.44503(9) 0.20050(9) 0.02796(19) Uani d . 1 . . C
C6 0.44263(10) 0.13626(12) 0.20058(14) 0.0492(3) Uani d . 1 . . C
H6 0.4034 0.0273 0.1658 0.078(5) Uiso calc R 1 A 1 H
C7 0.37536(9) 0.61430(14) 0.14849(13) 0.0464(3) Uani d . 1 A . C
H7C 0.2962 0.5888 0.0732 0.073(2) Uiso calc R 1 . . H
H7B 0.4208 0.6877 0.0789 0.073(2) Uiso calc R 1 . . H
H7A 0.3661 0.6772 0.2593 0.073(2) Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
N1 0.0329(4) 0.0438(5) 0.0339(4) -0.0090(3) -0.0003(3) -0.0015(3)
C4 0.0329(4) 0.0438(5) 0.0339(4) -0.0090(3) -0.0003(3) -0.0015(3)
C2 0.0272(3) 0.0317(4) 0.0250(3) 0.0037(2) 0.0057(2) 0.0028(2)
C6 0.0660(6) 0.0320(4) 0.0466(5) -0.0152(4) 0.0046(4) -0.0043(3)
C7 0.0528(5) 0.0462(5) 0.0431(5) 0.0236(4) 0.0164(4) 0.0108(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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 N1 C6 . . 119.21(8) no
N1 C2 C2 . 2_655 120.00(4) no
N1 C2 C7 . . 119.04(8) no
C2 C2 C7 2_655 . 120.95(5) no
N1 C6 C6 . 2_655 120.78(5) no
N1 C6 H6 . . 119.6 no
C6 C6 H6 2_655 . 119.6 no
C2 C7 H7C . . 109.5 no
C2 C7 H7B . . 109.5 no
H7C C7 H7B . . 109.5 no
C2 C7 H7A . . 109.5 no
H7C C7 H7A . . 109.5 no
H7B C7 H7A . . 109.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C2 . 1.3564(11) no
N1 C6 . 1.3567(13) no
C2 C2 2_655 1.3966(14) no
C2 C7 . 1.4961(11) no
C6 C6 2_655 1.365(2) no
C6 H6 . 0.950 no
C7 H7C . 0.980 no
C7 H7B . 0.980 no
C7 H7A . 0.980 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C4 H4 N1 7 0.95 2.55 3.4622(14) 162 no
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_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 N1 C2 C2 2_655 0.43(14) no
C6 N1 C2 C7 . -179.05(8) no
C2 N1 C6 C6 2_655 0.45(19) no
