#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/61/2006114.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_2006114 loop_ _publ_author_name ' William H. Ojala' ' Ramaswamy A. Iyer' ' Patrick E. Hanna' ' William B. Gleason' _publ_section_title ; Heterocyclic N-Acetoxyarylamines, Models for the Putative Ultimate Carcinogens of Aromatic Amines: 2-Acetoxyamino-5-phenylpyridine and 2-Acetoxyaminopyridine ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 634 _journal_page_last 637 _journal_volume 53 _journal_year 1997 _chemical_formula_moiety 'C7 H8 N2 O2 ' _chemical_formula_sum 'C7 H8 N2 O2' _chemical_formula_weight 152.15 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _audit_creation_method TEXSAN _cell_angle_alpha 90 _cell_angle_beta 101.657(7) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 9.4320(10) _cell_length_b 5.472(2) _cell_length_c 14.9983(9) _cell_measurement_reflns_used 25 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 25 _cell_measurement_theta_min 23 _cell_volume 758.1(3) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1988) ; _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1985)' _computing_publication_material 'TEXSAN, PLUTON92 (Spek, 1992), ORTEPII (Johnson, 1976)' _computing_structure_refinement TEXSAN _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 173(2) _diffrn_measurement_device AFC6S _diffrn_measurement_method '\w/2\q scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_reflns_av_R_equivalents 0.017 _diffrn_reflns_limit_h_max '11; 0' _diffrn_reflns_limit_h_min '0; -9' _diffrn_reflns_limit_k_max '6; 0' _diffrn_reflns_limit_k_min '0; -5' _diffrn_reflns_limit_l_max '17; 14' _diffrn_reflns_limit_l_min '-18; -14' _diffrn_reflns_number 2610 _diffrn_reflns_reduction_process teXsan _diffrn_reflns_theta_max 70 _diffrn_reflns_theta_min 5 _diffrn_standards_decay_% -0.3 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.798 _exptl_absorpt_correction_T_max 0.909 _exptl_absorpt_correction_T_min 0.869 _exptl_absorpt_correction_type '\y scans (North, Phillips & Mathews, 1968)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.333 _exptl_crystal_density_meas 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 320.00 _exptl_crystal_size_max 0.320 _exptl_crystal_size_mid 0.120 _exptl_crystal_size_min 0.120 _refine_diff_density_max 0.29 _refine_diff_density_min -0.17 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 2.602 _refine_ls_hydrogen_treatment refxyz _refine_ls_matrix_type full _refine_ls_number_parameters 124 _refine_ls_number_reflns 1013 _refine_ls_R_factor_obs .0359 _refine_ls_shift/esd_max 0.0028 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme ' w = 4Fo^2^/\s^2^(Fo^2^) ' _refine_ls_wR_factor_obs .0362 _reflns_number_observed 1013 _reflns_number_total 1558 _reflns_observed_criterion '[ I > 3\s(I)]' _[local]_cod_data_source_file fr1017.cif _[local]_cod_data_source_block II _[local]_cod_cif_authors_sg_H-M 'P 21/c' _[local]_cod_chemical_formula_sum_orig 'C7 H8 N2 O2 ' _cod_depositor_comments ; The following automatic conversions were performed: '_diffrn_ambient_temperature' value ' 173 (2)' was changed to '173(2)' - the value was reformatted. '_atom_site_thermal_displace_type' tag value 'Uij' was replaced with 'Uani' value 19 times. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_diffrn_ambient_temperature' value ' 173 (2)' was changed to '173(2)' - the value was reformatted. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 758.1(2) _cod_database_code 2006114 loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x,1/2+y,1/2-z' ' -x, -y, -z' ' +x,1/2-y,1/2+z' 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 .0314(8) .0282(9) .0313(8) .0082(7) -.0026(6) -.0043(7) O2 .0346(9) .0440(10) .0590(10) .0053(8) -.0061(8) -.0159(9) N1 .0279(9) .0280(10) .0286(9) .0021(8) .0052(7) .0002(8) N2 .0267(9) .0250(10) .0324(10) .0059(8) .0043(8) .0055(8) C1 .0270(10) .0240(10) .0201(10) -.0012(10) .0005(8) -.0024(9) C2 .0380(10) .0270(10) .0290(10) -.0010(10) -.0004(10) .0046(10) C3 .0470(10) .0390(10) .0300(10) -.0160(10) .0060(10) .0020(10) C4 .0300(10) .056(2) .0330(10) -.0100(10) .0090(10) -.0070(10) C5 .0290(10) .0370(10) .0340(10) .0020(10) .0057(9) -.0030(10) C6 .0240(10) .0330(10) .0330(10) .0011(10) .0034(9) .0010(10) C7 .0340(10) .0380(10) .0390(10) .0100(10) .0020(10) -.0040(10) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom O1 .1821(2) .0421(3) .57348(9) .0315(4) Uani ? ? O2 .3639(2) .1846(3) .68240(11) .0479(5) Uani ? ? N1 -.1097(2) .4304(3) .58424(11) .0282(5) Uani ? ? N2 .1122(2) .2718(3) .58049(12) .0283(5) Uani ? ? C1 -.0195(2) .2437(4) .60835(12) .0246(5) Uani ? ? C2 -.0487(2) .0485(4) .66150(14) .0325(6) Uani ? ? C3 -.1790(3) .0501(5) .6903(2) .0390(7) Uani ? ? C4 -.2740(2) .2424(5) .66595(15) .0393(7) Uani ? ? C5 -.2352(2) .4260(5) .61394(14) .0335(6) Uani ? ? C6 .3154(2) .0286(4) .62885(14) .0305(6) Uani ? ? C7 .3852(3) -.2074(5) .6138(2) .0377(7) Uani ? ? H2N .108(2) .346(5) .5288(14) .0338 Uani ? ? H2 .015(2) -.075(4) .6780(10) .0390 Uani ? ? H3 -.201(2) -.084(5) .7260(10) .0456 Uani ? ? H4 -.368(2) .246(4) .6850(10) .0457 Uani ? ? H5 -.302(2) .564(4) .5930(10) .0418 Uani ? ? H7A .326(3) -.345(5) .6120(10) .0454 Uani ? ? H7B .472(2) -.221(4) .6570(10) .0454 Uani ? ? H7C .408(2) -.204(5) .555(2) .0454 Uani ? ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 N2 ? ? 1.433(2) yes O1 C6 ? ? 1.361(2) yes O2 C6 ? ? 1.198(3) yes N1 C1 ? ? 1.332(3) yes N1 C5 ? ? 1.346(3) yes N2 C1 ? ? 1.397(3) yes N2 H2N ? ? .87(2) no C1 C2 ? ? 1.393(3) yes C2 C3 ? ? 1.383(3) yes C2 H2 ? ? .90(2) no C3 C4 ? ? 1.383(4) yes C3 H3 ? ? .95(2) no C4 C5 ? ? 1.366(3) yes C4 H4 ? ? .98(2) no C5 H5 ? ? .99(2) no C6 C7 ? ? 1.487(3) yes C7 H7A ? ? .94(3) no C7 H7B ? ? .94(2) no C7 H7C ? ? .94(2) no loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0.018 0.009 'International Tables' H 0.000 0.000 'International Tables' O 0.049 0.032 'International Tables' N 0.031 0.018 'International Tables' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -2 0 2 -1 -1 3 -2 0 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 N2 O1 C6 112.6(2) yes C1 N1 C5 116.9(2) yes O1 N2 C1 112.1(2) yes O1 N2 H2N 106.0(10) no C1 N2 H2N 115.0(10) no N1 C1 N2 113.1(2) yes N1 C1 C2 123.6(2) yes N2 C1 C2 123.1(2) yes C1 C2 C3 117.7(2) yes C1 C2 H2 122.0(10) no C3 C2 H2 119.0(10) no C2 C3 C4 119.5(2) yes C2 C3 H3 118.0(10) no C4 C3 H3 121.0(10) no C3 C4 C5 118.4(2) yes C3 C4 H4 120.0(10) no C5 C4 H4 120.0(10) no N1 C5 C4 123.9(2) yes N1 C5 H5 115.0(10) no C4 C5 H5 120.0(10) no O1 C6 O2 123.5(2) yes O1 C6 C7 109.7(2) yes O2 C6 C7 126.8(2) yes C6 C7 H7A 115.0(10) no C6 C7 H7B 108.0(10) no C6 C7 H7C 108.0(10) no H7A C7 H7B 112(2) no H7A C7 H7C 103.0(10) no H7B C7 H7C 108.0(10) no