data_2010292 _journal_name_full 'Acta Crystallographica' _journal_year 1994 _journal_volume C50 _journal_page_first 1954 _journal_page_last 1956 _publ_section_title ; 7-Amino-4-methylcoumarin ; loop_ _publ_author_name 'Jasinski, Jerry P.' 'Woudenberg, Richard C.' _chemical_formula_moiety 'C10 H9 N O2' _chemical_formula_sum 'C10 H9 N O2' _chemical_formula_weight 175.19 _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x, -y, -z' _cell_length_a 7.1570(10) _cell_length_b 9.5660(10) _cell_length_c 6.9200(10) _cell_angle_alpha 95.130(10) _cell_angle_beta 110.110(10) _cell_angle_gamma 71.780(10) _cell_volume 422.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 296 _exptl_crystal_density_diffrn 1.377 _diffrn_ambient_temperature 296 _refine_ls_R_factor_obs 0.041 _refine_ls_wR_factor_obs 0.050 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 Uij ? ? O11 0.3033(2) 0.10660(10) 0.1105(3) 0.0632 Uij ? ? N13 0.1645(3) 0.8550(2) 0.1726(3) 0.0527 Uij ? ? C2 0.3994(3) 0.1963(2) 0.1655(3) 0.0430 Uij ? ? C3 0.6198(3) 0.1672(2) 0.2488(3) 0.0431 Uij ? ? C4 0.7113(3) 0.2754(2) 0.3013(3) 0.0368 Uij ? ? C5 0.6519(3) 0.5510(2) 0.3143(3) 0.0412 Uij ? ? C6 0.5175(3) 0.6906(2) 0.2808(3) 0.0424 Uij ? ? C7 0.3005(3) 0.7152(2) 0.2026(3) 0.0379 Uij ? ? C8 0.2260(3) 0.5940(2) 0.1614(3) 0.0380 Uij ? ? C9 0.3654(3) 0.4548(2) 0.1951(3) 0.0339 Uij ? ? C10 0.5812(3) 0.4263(2) 0.2727(3) 0.0338 Uij ? ? C12 0.9434(3) 0.2396(3) 0.3883(4) 0.0517 Uij ? ? H3 0.704(3) 0.065(2) 0.259(3) 0.041(5) Uij ? ? H5 0.799(3) 0.540(2) 0.372(3) 0.050(5) Uij ? ? H6 0.568(3) 0.774(2) 0.307(3) 0.043(5) Uij ? ? H8 0.078(3) 0.608(2) 0.105(3) 0.035(5) Uij ? ? H12A 1.013(3) 0.132(3) 0.390(3) 0.073(7) Uij ? ? H12B 0.993(3) 0.287(2) 0.300(4) 0.075(7) Uij ? ? H12C 0.987(3) 0.275(2) 0.530(4) 0.066(7) Uij ? ? H13A 0.213(3) 0.924(2) 0.165(3) 0.058(6) Uij ? ? H13B 0.030(4) 0.864(2) 0.099(4) 0.068(7) Uij ? ? 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_ _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