#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2008367.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_2008367 loop_ _publ_author_name 'Goswami, S.' 'Ghosh, K.' 'Mahapatra, A. K.' 'Nigam, G. D.' 'Chinnakali, K.' 'Fun, H.-K.' _publ_section_title ; 2-Acetylamino-6-methylpyridine N-oxide monohydrate ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 579 _journal_page_last 581 _journal_volume 55 _journal_year 1999 _chemical_formula_iupac 'C8 H10 N2 O2,H2 O' _chemical_formula_sum 'C8 H12 N2 O3' _chemical_formula_weight 184.20 _chemical_name_systematic ; 2-Acetylamino-6-methylpyridine N-oxide monohydrate ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _audit_creation_method SHELXL97 _cell_angle_alpha 100.143(2) _cell_angle_beta 91.493(2) _cell_angle_gamma 110.9720(10) _cell_formula_units_Z 2 _cell_length_a 7.1276(6) _cell_length_b 7.8860(6) _cell_length_c 8.9938(7) _cell_measurement_reflns_used 2224 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 33.13 _cell_measurement_theta_min 2.82 _cell_volume 462.47(6) _computing_cell_refinement 'SAINT (Siemens, 1996)' _computing_data_collection 'SMART (Siemens, 1996)' _computing_data_reduction SAINT _computing_molecular_graphics SHELXTL _computing_publication_material 'SHELXTL and PLATON (Spek, 1990)' _computing_structure_refinement SHELXTL _computing_structure_solution 'SHELXTL (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 8.33 _diffrn_measurement_device 'Siemens SMART CCD area detector' _diffrn_measurement_method \w-scans _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.018 _diffrn_reflns_av_sigmaI/netI 0.037 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 3579 _diffrn_reflns_theta_max 29.99 _diffrn_reflns_theta_min 2.82 _exptl_absorpt_coefficient_mu 0.102 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.323 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 196 _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.38 _refine_diff_density_max 0.224 _refine_diff_density_min -0.172 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 166 _refine_ls_number_reflns 2541 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.044 _refine_ls_R_factor_all 0.071 _refine_ls_R_factor_gt 0.050 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0933P)^2^+0.0223P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.161 _reflns_number_gt 1808 _reflns_number_total 2541 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file ha1243.cif _[local]_cod_data_source_block I _cod_database_code 2008367 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -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_occupancy _atom_site_type_symbol O1 0.38168(17) 0.78512(13) 0.38537(11) 0.0527(3) Uani d 1 O O2 0.2021(2) 0.72978(17) 0.88469(12) 0.0712(4) Uani d 1 O O3 0.1230(3) 0.8634(2) 0.18875(18) 0.0752(4) Uani d 1 O N1 0.31208(16) 0.62365(15) 0.42950(12) 0.0428(3) Uani d 1 N N2 0.31271(19) 0.80037(17) 0.66086(13) 0.0465(3) Uani d 1 N C1 0.2808(2) 0.4624(2) 0.32906(17) 0.0483(3) Uani d 1 C C2 0.2099(2) 0.2980(2) 0.3793(2) 0.0556(4) Uani d 1 C C3 0.1677(2) 0.2955(2) 0.5274(2) 0.0573(4) Uani d 1 C C4 0.1975(2) 0.4583(2) 0.62801(18) 0.0516(3) Uani d 1 C C5 0.27204(19) 0.62381(19) 0.57748(15) 0.0431(3) Uani d 1 C C6 0.2702(2) 0.8452(2) 0.80674(15) 0.0487(3) Uani d 1 C C7 0.3099(3) 1.0459(2) 0.8614(2) 0.0599(4) Uani d 1 C C8 0.3251(4) 0.4764(3) 0.1700(2) 0.0653(5) Uani d 1 C H1O3 0.197(4) 0.839(3) 0.253(3) 0.091(8) Uiso d 1 H H2O3 0.128(5) 0.810(4) 0.098(4) 0.111(9) Uiso d 1 H H1N2 0.364(3) 0.890(3) 0.608(2) 0.060(5) Uiso d 1 H H2 0.190(3) 0.189(3) 0.305(3) 0.070(5) Uiso d 1 H H3 0.117(4) 0.181(3) 0.562(3) 0.085(7) Uiso d 1 H H4 0.166(3) 0.462(2) 0.730(2) 0.054(4) Uiso d 1 H H7A 0.196(6) 1.075(4) 0.847(4) 0.129(11) Uiso d 1 H H7B 0.362(5) 1.079(4) 0.965(4) 0.120(9) Uiso d 1 H H7C 0.403(5) 1.119(4) 0.809(4) 0.123(10) Uiso d 1 H H8A 0.285(3) 0.358(3) 0.114(3) 0.082(6) Uiso d 1 H H8B 0.461(4) 0.554(4) 0.164(3) 0.094(8) Uiso d 1 H H8C 0.248(4) 0.541(3) 0.129(3) 0.089(7) Uiso d 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 O1 0.0674(7) 0.0446(5) 0.0416(5) 0.0145(5) 0.0102(4) 0.0094(4) O2 0.1005(10) 0.0643(7) 0.0430(6) 0.0211(7) 0.0179(6) 0.0142(5) O3 0.1020(11) 0.0843(10) 0.0578(7) 0.0550(9) 0.0166(7) 0.0158(7) N1 0.0421(6) 0.0419(6) 0.0416(6) 0.0137(5) 0.0036(4) 0.0052(4) N2 0.0505(6) 0.0450(6) 0.0389(5) 0.0122(5) 0.0082(4) 0.0064(5) C1 0.0460(7) 0.0463(7) 0.0491(7) 0.0175(6) 0.0033(5) -0.0004(6) C2 0.0509(8) 0.0450(8) 0.0657(9) 0.0166(6) 0.0009(7) 0.0009(7) C3 0.0533(8) 0.0456(8) 0.0716(10) 0.0144(6) 0.0038(7) 0.0166(7) C4 0.0493(8) 0.0527(8) 0.0517(8) 0.0153(6) 0.0054(6) 0.0148(6) C5 0.0379(6) 0.0472(7) 0.0408(6) 0.0130(5) 0.0020(5) 0.0063(5) C6 0.0478(7) 0.0564(8) 0.0374(6) 0.0156(6) 0.0031(5) 0.0059(6) C7 0.0705(11) 0.0572(9) 0.0477(8) 0.0210(8) 0.0133(7) 0.0036(7) C8 0.0830(13) 0.0570(9) 0.0486(8) 0.0233(9) 0.0110(8) -0.0039(7) 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' O O 0.0106 0.0060 '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 O1 N1 C1 120.53(12) O1 N1 C5 118.15(11) C1 N1 C5 121.32(12) C6 N2 C5 126.62(12) N1 C1 C2 118.82(14) N1 C1 C8 117.29(14) C2 C1 C8 123.89(14) C1 C2 C3 120.64(14) C2 C3 C4 120.35(15) C3 C4 C5 118.80(14) N1 C5 N2 112.61(12) N1 C5 C4 120.07(13) N2 C5 C4 127.32(13) O2 C6 N2 122.58(14) O2 C6 C7 122.72(13) N2 C6 C7 114.68(13) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 N1 1.3271(14) yes O2 C6 1.2171(18) yes N1 C1 1.3654(18) yes N1 C5 1.3683(17) yes N2 C6 1.3682(17) yes N2 C5 1.3845(18) yes C1 C2 1.375(2) ? C1 C8 1.487(2) ? C2 C3 1.375(3) ? C3 C4 1.377(2) ? C4 C5 1.385(2) ? C6 C7 1.492(2) ? 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 O3 H1O3 O1 1_555 0.86(3) 1.96(3) 2.817(2) 175(3) yes C4 H4 O2 1_555 0.95(2) 2.24(2) 2.849(2) 121.0(10) yes N2 H1N2 O1 2_676 0.90(2) 2.54(2) 3.321(2) 146(2) yes C7 H7C O1 2_676 0.91(3) 2.40(4) 3.276(2) 161(3) yes C2 H2 O3 1_545 0.95(2) 2.46(2) 3.380(2) 161(2) yes C7 H7A O3 2_576 0.93(4) 2.51(4) 3.443(3) 177(3) yes O3 H2O3 O2 1_554 0.86(4) 2.06(4) 2.898(2) 167(3) yes 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 O1 N1 C1 C2 179.57(12) ? C5 N1 C1 C2 -0.7(2) ? O1 N1 C1 C8 -0.8(2) ? C5 N1 C1 C8 178.85(15) ? N1 C1 C2 C3 1.1(2) ? C8 C1 C2 C3 -178.46(17) ? C1 C2 C3 C4 -0.5(2) ? C2 C3 C4 C5 -0.6(2) ? O1 N1 C5 N2 -0.08(17) ? C1 N1 C5 N2 -179.76(11) ? O1 N1 C5 C4 179.41(12) ? C1 N1 C5 C4 -0.3(2) ? C6 N2 C5 N1 173.13(12) ? C6 N2 C5 C4 -6.3(2) yes C3 C4 C5 N1 0.9(2) ? C3 C4 C5 N2 -179.66(14) ? C5 N2 C6 O2 5.5(2) yes C5 N2 C6 C7 -173.33(15) ?