#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/05/2200598.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_2200598
loop_
_publ_author_name
'Bond, Andrew D.'
'Davies, John E.'
_publ_section_title
;
 3-Picoline
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1087
_journal_page_last               o1088
_journal_paper_doi               10.1107/S1600536801017536
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          'C6 H7 N'
_chemical_formula_moiety         'C6 H7 N'
_chemical_formula_sum            'C6 H7 N'
_chemical_formula_weight         93.13
_chemical_melting_point          254.9
_chemical_name_common            3-picoline
_chemical_name_systematic        3-methylpyridine
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.3516(9)
_cell_length_b                   9.7925(10)
_cell_length_c                   5.7651(3)
_cell_measurement_reflns_used    3581
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     527.94(8)
_computing_cell_refinement
'HKL and SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction
;
HKL, DENZO and SCALEPACK (Otwinowski & Minor, 1997)
;
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full .988
_diffrn_measured_fraction_theta_max .988
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'Thin-slice ω and φ'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .7107
_diffrn_reflns_av_R_equivalents  .0397
_diffrn_reflns_av_sigmaI/netI    .0437
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            2718
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         4.10
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    .070
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.172
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cylinder
_exptl_crystal_F_000             200
_exptl_crystal_size_rad          .15
_refine_diff_density_max         .171
_refine_diff_density_min         -.155
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     82
_refine_ls_number_reflns         665
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          .0415
_refine_ls_R_factor_gt           .0398
_refine_ls_shift/su_max          .002
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0633P)²+0.0757P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .1059
_reflns_number_gt                643
_reflns_number_total             665
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt6087.cif
_cod_data_source_block           I
_cod_database_code               2200598
_cod_database_fobs_code          2200598
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, 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
_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 .81677(17) -.01946(16) 1.0686(3) .0269(4) Uani d . 1 . . N
C2 .70900(19) .02815(16) .9380(3) .0231(4) Uani d . 1 . . C
H2 .691(3) -.016(2) .789(5) .028(6) Uiso d . 1 . . H
C3 .62234(17) .13911(16) .9967(3) .0211(4) Uani d . 1 . . C
C4 .65209(18) .20425(18) 1.2061(3) .0239(4) Uani d . 1 . . C
H4 .597(3) .286(3) 1.247(6) .042(7) Uiso d . 1 . . H
C5 .7631(2) .15703(17) 1.3440(4) .0263(4) Uani d . 1 . . C
H5 .783(2) .204(2) 1.495(5) .030(6) Uiso d . 1 . . H
C6 .8417(2) .04500(19) 1.2694(4) .0263(5) Uani d . 1 . . C
H6 .919(3) .011(2) 1.358(5) .043(7) Uiso d . 1 . . H
C7 .5034(2) .18534(18) .8400(4) .0286(4) Uani d . 1 . . C
H7A .4235 .2191 .9339 .071(6) Uiso calc R 1 . . H
H7B .4710 .1084 .7449 .071(6) Uiso calc R 1 . . H
H7C .5381 .2587 .7389 .071(6) 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 .0241(7) .0239(7) .0326(9) .0023(6) .0034(7) .0003(7)
C2 .0247(8) .0214(8) .0231(8) -.0018(6) .0027(8) -.0028(7)
C3 .0192(7) .0201(7) .0239(8) -.0030(6) .0012(7) .0010(7)
C4 .0225(8) .0216(8) .0275(10) .0009(6) .0013(8) -.0040(7)
C5 .0268(9) .0249(8) .0273(9) -.0030(7) -.0009(8) -.0029(10)
C6 .0205(8) .0266(8) .0319(11) -.0005(6) -.0022(7) .0026(8)
C7 .0254(8) .0300(8) .0304(9) .0016(7) -.0057(8) -.0022(9)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .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_publ_flag
C6 N1 C2 116.88(15) no
N1 C2 C3 124.75(17) no
C4 C3 C2 116.75(17) no
C4 C3 C7 122.05(16) no
C2 C3 C7 121.20(17) no
C5 C4 C3 119.57(16) no
C4 C5 C6 118.82(19) no
N1 C6 C5 123.23(18) 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 C6 . 1.339(3) no
N1 C2 . 1.342(2) no
C2 C3 . 1.397(2) no
C3 C4 . 1.393(2) no
C3 C7 . 1.503(3) no
C4 C5 . 1.387(3) no
C5 C6 . 1.389(3) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21106520
