#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/05/2200599.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_2200599 loop_ _publ_author_name 'Bond, Andrew D.' 'Davies, John E.' _publ_section_title ; 2-Picoline ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o1089 _journal_page_last o1090 _journal_paper_doi 10.1107/S1600536801017548 _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 206.3 _chemical_name_common 2-picoline _chemical_name_systematic 2-methylpyridine _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 6.6593(5) _cell_length_b 7.0878(6) _cell_length_c 11.7358(7) _cell_measurement_reflns_used 4571 _cell_measurement_temperature 120(2) _cell_measurement_theta_max 27.48 _cell_measurement_theta_min 1.00 _cell_volume 553.93(7) _computing_cell_refinement 'HKL SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_data_reduction ; HKL DENZO (Otwinowski & Minor 1997) and SCALEPACK ; _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 .982 _diffrn_measured_fraction_theta_max .982 _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'Thin-slice \w and \f' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .7107 _diffrn_reflns_av_R_equivalents .1095 _diffrn_reflns_av_sigmaI/netI .0476 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 3477 _diffrn_reflns_theta_full 27.47 _diffrn_reflns_theta_max 27.46 _diffrn_reflns_theta_min 3.52 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu .067 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.117 _exptl_crystal_density_method 'not measured' _exptl_crystal_description cylinder _exptl_crystal_F_000 200 _exptl_crystal_size_rad .15 _refine_diff_density_max .288 _refine_diff_density_min -.286 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 71 _refine_ls_number_reflns 749 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.095 _refine_ls_R_factor_all .0679 _refine_ls_R_factor_gt .0621 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.1425P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1809 _reflns_number_gt 672 _reflns_number_total 749 _reflns_threshold_expression I>2\s(I) _cod_data_source_file bt6088.cif _cod_data_source_block I _cod_database_code 2200599 _cod_database_fobs_code 2200599 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, 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 .3417(3) .0686(3) .05357(16) .0301(5) Uani d . 1 A . N C2 .4756(3) -.0479(3) .10232(18) .0275(6) Uani d . 1 . . C C3 .4444(4) -.1249(3) .2101(2) .0335(6) Uani d . 1 A . C H3 .5432 -.2040 .2437 .071(12) Uiso calc R 1 . . H C4 .2683(4) -.0852(3) .26800(19) .0382(6) Uani d . 1 . . C H4 .2440 -.1368 .3414 .067(10) Uiso calc R 1 A . H C5 .1293(4) .0306(3) .2168(2) .0356(6) Uani d . 1 A . C H5 .0061 .0592 .2539 .048(8) Uiso calc R 1 . . H C6 .1716(4) .1045(3) .1109(2) .0337(6) Uani d . 1 . . C H6 .0751 .1852 .0765 .038(7) Uiso calc R 1 A . H C7 .6606(4) -.0923(4) .0342(2) .0408(7) Uani d P .80 A 1 C H7A .7359 .0242 .0201 .060(7) Uiso calc PR .80 A 1 H H7B .6217 -.1490 -.0386 .060(7) Uiso calc PR .80 A 1 H H7C .7449 -.1810 .0768 .060(7) Uiso calc PR .80 A 1 H C7' .6606(4) -.0923(4) .0342(2) .0408(7) Uani d P .20 A 2 C H7A' .6776 .0026 -.0257 .060(7) Uiso calc PR .20 A 2 H H7B' .6468 -.2174 -.0004 .060(7) Uiso calc PR .20 A 2 H H7C' .7781 -.0910 .0845 .060(7) Uiso calc PR .20 A 2 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 .0279(9) .0357(10) .0268(9) -.0009(9) -.0039(7) .0014(7) C2 .0274(10) .0255(9) .0295(10) -.0020(9) -.0028(9) -.0017(8) C3 .0391(12) .0275(11) .0339(11) .0009(9) -.0076(10) .0032(8) C4 .0492(14) .0361(12) .0293(11) -.0055(12) .0022(10) .0033(10) C5 .0308(11) .0399(12) .0360(12) -.0027(10) .0050(9) -.0041(10) C6 .0255(10) .0352(11) .0405(12) .0005(10) -.0036(10) .0033(10) C7 .0321(11) .0448(13) .0456(14) .0058(11) .0036(11) -.0012(11) C7' .0321(11) .0448(13) .0456(14) .0058(11) .0036(11) -.0012(11) 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 117.6(2) no N1 C2 C3 121.9(2) no N1 C2 C7 116.5(2) no C3 C2 C7 121.6(2) no C4 C3 C2 119.5(2) no C4 C3 H3 120.3 no C2 C3 H3 120.3 no C5 C4 C3 118.5(2) no C5 C4 H4 120.7 no C3 C4 H4 120.7 no C4 C5 C6 118.9(2) no C4 C5 H5 120.6 no C6 C5 H5 120.6 no N1 C6 C5 123.6(2) no N1 C6 H6 118.2 no C5 C6 H6 118.2 no C2 C7 H7A 109.5 no C2 C7 H7B 109.5 no C2 C7 H7C 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 C6 . 1.341(3) no N1 C2 . 1.343(3) no C2 C3 . 1.394(3) no C2 C7 . 1.502(3) no C3 C4 . 1.384(3) no C3 H3 . .9500 no C4 C5 . 1.375(4) no C4 H4 . .9500 no C5 C6 . 1.379(3) no C5 H5 . .9500 no C6 H6 . .9500 no C7 H7A . .9800 no C7 H7B . .9800 no C7 H7C . .9800 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 _geom_torsion_publ_flag C6 N1 C2 C3 -2.1(3) no C6 N1 C2 C7 177.44(18) no N1 C2 C3 C4 1.8(3) no C7 C2 C3 C4 -177.7(2) no C2 C3 C4 C5 -.3(3) no C3 C4 C5 C6 -.8(4) no C2 N1 C6 C5 .9(3) no C4 C5 C6 N1 .5(4) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 7975