#------------------------------------------------------------------------------ #$Date: 2012-02-03 19:16:24 +0200 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/02/2010292.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_2010292 loop_ _publ_author_name 'Jasinski, Jerry P.' 'Woudenberg, Richard C.' _publ_contact_author ; Dr. Jerry P. Jasinski Chemistry Department Keene State College 229 Main St. Keene, New Hampshire 03431 USA ; _publ_section_title ; 7-Amino-4-methylcoumarin ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1954 _journal_page_last 1956 _journal_volume 50 _journal_year 1994 _chemical_formula_moiety 'C10 H9 N O2' _chemical_formula_sum 'C10 H9 N O2' _chemical_formula_weight 175.19 _chemical_name_systematic ; 7-Amino-4-methylcoumarin ; _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 'from TEXRAY.INF file' _cell_angle_alpha 95.130(10) _cell_angle_beta 110.110(10) _cell_angle_gamma 71.780(10) _cell_formula_units_Z 2 _cell_length_a 7.1570(10) _cell_length_b 9.5660(10) _cell_length_c 6.9200(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296 _cell_measurement_theta_max 49.7 _cell_measurement_theta_min 44.2 _cell_volume 422.49(10) _computing_cell_refinement ' MSC/AFC Diffractometer Control Software' _computing_data_collection ; MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1988) ; _computing_data_reduction ' TEXSAN PROCESS (Molecular Structure Corporation, 1985)' _computing_molecular_graphics ' VAXSTATION 3520 (Digital Equipment Corporation, 1990)' _computing_publication_material 'TEXSAN FINISH' _computing_structure_refinement 'TEXSAN LS' _computing_structure_solution 'MITHRIL (Gilmore, 1984)' _diffrn_ambient_temperature 296 _diffrn_measurement_device 'Rigaku AFC-6S' _diffrn_measurement_method '\w scans with profile analysis' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents XX _diffrn_reflns_av_sigmaI/netI .012 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 2089 _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_min 5.00 _diffrn_standards_decay_% 2.20 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.0907 _exptl_absorpt_correction_T_max 0.98 _exptl_absorpt_correction_T_min 0.92 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details \y _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.377 _exptl_crystal_description prism _exptl_crystal_F_000 184 _exptl_crystal_size_max 0.90 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.18 _refine_diff_density_min -0.24 _refine_ls_extinction_coef 2.8325E-5 _refine_ls_extinction_method ' Type 2 gaussian isotropic (Zachariasen, 1963)' _refine_ls_goodness_of_fit_obs 1.901 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_constraints 0 _refine_ls_number_parameters 155 _refine_ls_number_reflns 1232 _refine_ls_number_restraints 0 _refine_ls_R_factor_obs 0.041 _refine_ls_shift/esd_max 0.0056 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme 'calc w = 4F~o~^2^/\s^2^F~o~^2^' _refine_ls_wR_factor_obs 0.050 _reflns_number_observed 1232 _reflns_number_total 1934 _reflns_observed_criterion I>3.0\s(I) _[local]_cod_data_source_file hh1048.cif _[local]_cod_data_source_block HH1048 _cod_depositor_comments ; The following automatic conversions were performed: '_atom_site_thermal_displace_type' tag value 'Uij' was replaced with 'Uani' value 22 times. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana ; _cod_original_cell_volume 422.5(2) _cod_database_code 2010292 loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x, -y, -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 0.0355(7) 0.0320(6) 0.0604(9) -0.0163(5) 0.0124(6) -0.0012(5) O11 0.0566(9) 0.0392(8) 0.1020(10) -0.0283(7) 0.0271(9) -0.0110(8) N13 0.0560(10) 0.0318(9) 0.0670(10) -0.0140(8) 0.0152(10) 0.0048(8) C2 0.0450(10) 0.0333(9) 0.0580(10) -0.0172(8) 0.0211(9) -0.0035(8) C3 0.0440(10) 0.0302(9) 0.0560(10) -0.0079(8) 0.0204(9) -0.0006(9) C4 0.0352(9) 0.0395(10) 0.0380(10) -0.0125(8) 0.0143(8) -0.0008(8) C5 0.0400(10) 0.0450(10) 0.0440(10) -0.0228(9) 0.0113(9) -0.0041(9) C6 0.0530(10) 0.0357(10) 0.0460(10) -0.0257(9) 0.0150(9) -0.0041(8) C7 0.0470(10) 0.0318(9) 0.0360(10) -0.0121(8) 0.0134(8) 0.0016(7) C8 0.0356(10) 0.0369(10) 0.0410(10) -0.0134(8) 0.0095(8) 0.0008(8) C9 0.0382(10) 0.0317(9) 0.0360(10) -0.0177(7) 0.0117(8) -0.0013(7) C10 0.0333(9) 0.0352(9) 0.0360(10) -0.0141(7) 0.0115(8) -0.0015(8) C12 0.0360(10) 0.0500(10) 0.065(2) -0.0099(9) 0.0160(10) -0.0010(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 0.2784(2) 0.34060(10) 0.1452(2) 0.0421 Uani ? ? O11 0.3033(2) 0.10660(10) 0.1105(3) 0.0632 Uani ? ? N13 0.1645(3) 0.8550(2) 0.1726(3) 0.0527 Uani ? ? C2 0.3994(3) 0.1963(2) 0.1655(3) 0.0430 Uani ? ? C3 0.6198(3) 0.1672(2) 0.2488(3) 0.0431 Uani ? ? C4 0.7113(3) 0.2754(2) 0.3013(3) 0.0368 Uani ? ? C5 0.6519(3) 0.5510(2) 0.3143(3) 0.0412 Uani ? ? C6 0.5175(3) 0.6906(2) 0.2808(3) 0.0424 Uani ? ? C7 0.3005(3) 0.7152(2) 0.2026(3) 0.0379 Uani ? ? C8 0.2260(3) 0.5940(2) 0.1614(3) 0.0380 Uani ? ? C9 0.3654(3) 0.4548(2) 0.1951(3) 0.0339 Uani ? ? C10 0.5812(3) 0.4263(2) 0.2727(3) 0.0338 Uani ? ? C12 0.9434(3) 0.2396(3) 0.3883(4) 0.0517 Uani ? ? H3 0.704(3) 0.065(2) 0.259(3) 0.041(5) Uani ? ? H5 0.799(3) 0.540(2) 0.372(3) 0.050(5) Uani ? ? H6 0.568(3) 0.774(2) 0.307(3) 0.043(5) Uani ? ? H8 0.078(3) 0.608(2) 0.105(3) 0.035(5) Uani ? ? H12A 1.013(3) 0.132(3) 0.390(3) 0.073(7) Uani ? ? H12B 0.993(3) 0.287(2) 0.300(4) 0.075(7) Uani ? ? H12C 0.987(3) 0.275(2) 0.530(4) 0.066(7) Uani ? ? H13A 0.213(3) 0.924(2) 0.165(3) 0.058(6) Uani ? ? H13B 0.030(4) 0.864(2) 0.099(4) 0.068(7) 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 C2 . . 1.371(2) yes O1 C9 . . 1.382(2) yes O11 C2 . . 1.218(2) yes N13 C7 . . 1.369(2) yes C2 C3 . . 1.424(3) yes C3 C4 . . 1.351(2) yes C4 C10 . . 1.440(2) yes C4 C12 . . 1.495(2) yes C5 C6 . . 1.365(2) yes C5 C10 . . 1.406(2) yes C6 C7 . . 1.406(2) yes C7 C8 . . 1.391(2) yes C8 C9 . . 1.374(2) yes C9 C10 . . 1.393(2) yes loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0.002 0.002 International_Tables_Vol_IV_Table_2.2B H 0.000 0.000 International_Tables_Vol_IV_Table_2.2B N 0.004 0.003 International_Tables_Vol_IV_Table_2.2B O 0.008 0.006 International_Tables_Vol_IV_Table_2.2B loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -2 -2 -1 -2 -2 1 0 -2 1 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 C2 O1 C9 121.80(10) yes O1 C2 O11 115.2(2) yes O1 C2 C3 117.50(10) yes O11 C2 C3 127.3(2) yes C2 C3 C4 122.6(2) yes C3 C4 C10 118.9(2) yes C3 C4 C12 120.7(2) yes C10 C4 C12 120.4(2) yes C6 C5 C10 122.0(2) yes C5 C6 C7 120.8(2) yes N13 C7 C6 121.1(2) yes N13 C7 C8 120.4(2) yes C6 C7 C8 118.5(2) yes C7 C8 C9 119.4(2) yes O1 C9 C8 115.60(10) yes O1 C9 C10 120.70(10) yes C8 C9 C10 123.7(2) yes C4 C10 C5 125.8(2) yes C4 C10 C9 118.50(10) yes