#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/08/2200844.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_2200844 loop_ _publ_author_name 'Bond, Andrew D.' 'Davies, John E.' _publ_section_title ; 3,5-Lutidine ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o5 _journal_page_last o7 _journal_paper_doi 10.1107/S1600536801020426 _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 264 _chemical_name_common 3,5-lutidine _chemical_name_systematic 3,5-dimethylpyridine _space_group_IT_number 15 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-I 2ya' _symmetry_space_group_name_H-M 'I 1 2/a 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.00 _cell_angle_beta 95.691(5) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 9.7236(9) _cell_length_b 6.2851(8) _cell_length_c 10.517(2) _cell_measurement_reflns_used 1914 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 30.03 _cell_measurement_theta_min 1.00 _cell_volume 639.57(16) _computing_cell_refinement 'HKL SCALEPACK (Otwinowski & Minor, 1997)' _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_data_reduction ; HKL SCALEPACK and DENZO (Otwinowski & Minor, 1997) ; _computing_molecular_graphics 'XP (Sheldrick, 1993) and CAMERON (Watkin et al., 1996)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _diffrn_ambient_temperature 150(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_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .7107 _diffrn_reflns_av_R_equivalents .1650 _diffrn_reflns_av_sigmaI/netI .0997 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 2651 _diffrn_reflns_theta_full 29.98 _diffrn_reflns_theta_max 29.98 _diffrn_reflns_theta_min 3.78 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu .066 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.113 _exptl_crystal_density_method 'not measured' _exptl_crystal_description cylinder _exptl_crystal_F_000 232 _exptl_crystal_size_rad .15 _refine_diff_density_max .209 _refine_diff_density_min -.217 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 46 _refine_ls_number_reflns 912 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.053 _refine_ls_R_factor_all .0963 _refine_ls_R_factor_gt .0688 _refine_ls_shift/su_max .000 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.1018P)^2^+0.203P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt .1914 _refine_ls_wR_factor_ref .2139 _reflns_number_gt 620 _reflns_number_total 912 _reflns_threshold_expression I>2\s(I) _cod_data_source_file cf6133.cif _cod_data_source_block I _cod_original_sg_symbol_H-M 'I 2/a' _cod_database_code 2200844 _cod_database_fobs_code 2200844 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z' '-x+1/2, -y+1/2, -z+1/2' '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 .7500 .1620(3) 1.0000 .0464(6) Uani d S 1 . . N C2 .81964(16) .2733(3) .91918(16) .0404(5) Uani d . 1 . . C H2 .871(3) .193(4) .861(2) .072(7) Uiso d . 1 . . H C3 .82374(14) .4940(2) .91442(13) .0311(5) Uani d . 1 . . C C4 .7500 .6042(3) 1.0000 .0291(5) Uani d S 1 . . C H4 .7500 .763(5) 1.0000 .046(7) Uiso d S 1 . . H C7 .90627(17) .6065(3) .82106(17) .0429(5) Uani d . 1 . . C H7A .8930 .7605 .8280 .095(5) Uiso calc R 1 . . H H7B .8751 .5599 .7340 .095(5) Uiso calc R 1 . . H H7C 1.0045 .5723 .8404 .095(5) 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 .0640(13) .0267(9) .0507(12) .000 .0167(10) .000 C2 .0488(9) .0338(9) .0404(9) .0055(6) .0138(7) -.0046(6) C3 .0307(7) .0321(8) .0308(7) .0008(5) .0046(5) .0021(5) C4 .0301(10) .0251(10) .0320(10) .000 .0033(8) .000 C7 .0398(9) .0501(10) .0406(9) -.0013(6) .0129(7) .0086(7) 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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 N1 C2 2_657 . 116.88(19) no N1 C2 C3 . . 124.33(14) no N1 C2 H2 . . 117.3(15) no C3 C2 H2 . . 118.4(15) no C2 C3 C4 . . 117.13(13) no C2 C3 C7 . . 120.79(13) no C4 C3 C7 . . 122.07(14) no C3 C4 C3 . 2_657 120.21(18) no C3 C4 H4 . . 119.90(9) no C3 C4 H4 2_657 . 119.90(9) no C3 C7 H7A . . 109.5 no C3 C7 H7B . . 109.5 no H7A C7 H7B . . 109.5 no C3 C7 H7C . . 109.5 no H7A C7 H7C . . 109.5 no H7B 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 C2 2_657 1.3357(19) no N1 C2 . 1.3357(19) no C2 C3 . 1.389(2) no C2 H2 . .97(3) no C3 C4 . 1.3900(17) no C3 C7 . 1.5047(19) no C4 C3 2_657 1.3900(17) no C4 H4 . 1.00(3) no C7 H7A . .980 no C7 H7B . .980 no C7 H7C . .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 1_565 1.00(3) 2.51(3) 3.506(3) 180.0 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_1 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C2 N1 C2 C3 2_657 . .00(11) no N1 C2 C3 C4 . . .0(2) no N1 C2 C3 C7 . . 179.33(13) no C2 C3 C4 C3 . 2_657 .00(9) no C7 C3 C4 C3 . 2_657 -179.32(14) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 11565