data_2000650 _journal_name_full 'Acta Cryst.' _journal_year 1992 _journal_volume C48 _journal_page_first 1734 _journal_page_last 1737 _publ_section_title ; Structure and Conformation of cis-9a- Methoxy-1,2,3,4,4a,9a-hexahydrofluoren-9-one Oxime ; loop_ _publ_author_name 'Ianelli, Sandra' 'Nardelli*, Mario' 'Belletti, Daniele' 'Jamart-Gr\'egoire, Brigitte' 'Caub\`ere, Paul' _chemical_name_systematic ; cis-9a-Methoxy-1,2,3,4,4a,9a,-hexahydrofluoren-9-one oxime ; _chemical_formula_sum ' C14 H17 N1 O2 ' _chemical_formula_analytical ' C14 H17 N1 O2 ' _chemical_formula_weight 231.29 _chemical_melting_point 120 _symmetry_cell_setting 'triclinic' _symmetry_space_group_name_H-M ' P -1 ' _cell_length_a 13.474(2) _cell_length_b 12.5400(10) _cell_length_c 7.6320(10) _cell_angle_alpha 101.780(10) _cell_angle_beta 95.020(10) _cell_angle_gamma 87.140(10) _cell_volume 1256.8(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 27 _cell_measurement_theta_min 11 _cell_measurement_theta_max 40 _cell_measurement_temperature 293(2) _exptl_crystal_description ; Needles ; _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.21 _exptl_crystal_density_diffrn 1.222 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_F_000 496.0 _exptl_absorpt_coefficient_mu .6178 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _diffrn_ambient_temperature 293(2) _diffrn_radiation_type 'Cu K\a~1~' _diffrn_radiation_wavelength 1.540562 _diffrn_radiation_source 'standard Cu anode' _diffrn_radiation_monochromator 'Ni filter' _diffrn_measurement_device 'Siemens-AED' _diffrn_measurement_method '\q--2\q' _diffrn_reflns_number 4062 _diffrn_reflns_av_R_equivalents ? _diffrn_reflns_theta_min 3 _diffrn_reflns_theta_max 70 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_reduction_process ; Standard. Lp correction. ; _diffrn_standards_number 1 _diffrn_standards_interval_count 50 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 4 -1 1 _reflns_observed_criterion 'I>3\s(I)' _refine_ls_structure_factor_coef 'F' _refine_ls_matrix_type 'full' _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.0846 _refine_ls_wR_factor_obs 0.0976 _refine_ls_goodness_of_fit_obs 2.6728 _refine_ls_number_reflns 1082 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_hydrogen_treatment 'noref' _refine_ls_weighting_scheme '0.9552/[\s^2^(F~o~)+0.0005F~o~]' _refine_ls_shift/esd_max 0.4 _refine_ls_shift/esd_mean ? _refine_diff_density_max 0.20 _refine_diff_density_min -0.22 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source O Oxygen .047 .032 'IT.4 Tab.2.2A 2.3.1' N Nitrogen .029 .018 'IT.4 Tab.2.2A 2.3.1' C Carbon .017 .009 'IT.4 Tab.2.2A 2.3.1' H Hydrogen .000 .000 'IT.4 Tab.2.2C' 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 _atom_site_type_symbol O1A .9161(7) .0664(8) -.1069(14) .073(5) Uani . . O O2A .7675(7) .1067(10) .3842(14) .068(6) Uani . . O N1A .9196(8) .0797(10) .0777(19) .058(6) Uani . . N C1A .7757(10) .2171(13) .074(2) .054(8) Uani . . C C2A .8557(10) .1492(12) .156(2) .050(7) Uani . . C C3A .8440(11) .1697(13) .353(2) .051(8) Uani . . C C4A .7947(13) .2883(16) .384(2) .059(8) Uani . . C C5A .7366(11) .2891(14) .212(3) .065(8) Uani . . C C6A .6554(13) .3651(14) .176(3) .087(11) Uani . . C C7A .6186(13) .3485(16) -.006(3) .082(12) Uani . . C C8A .6561(14) .2779(17) -.142(3) .092(11) Uani . . C C9A .7387(12) .2020(15) -.108(2) .081(10) Uani . . C C10A .9393(13) .1593(16) .472(2) .067(9) Uani . . C C11A 1.0081(12) .251(2) .501(3) .087(10) Uani . . C C12A .9550(14) .3637(19) .568(3) .103(11) Uani . . C C13A .8692(14) .3767(16) .425(3) .086(10) Uani . . C C14A .7884(12) -.0099(15) .356(3) .090(10) Uani . . C O1B -.4083(7) -.5184(9) -.3584(15) .088(6) Uani . . O O2B -.2824(10) -.2603(14) -.567(3) .146(10) Uani . . O N1B -.4221(9) -.4178(12) -.4182(18) .060(7) Uani . . N C1B -.2662(11) -.3496(16) -.222(2) .050(7) Uani . . C C2B -.3553(11) -.3511(15) -.351(2) .055(8) Uani . . C C3B -.3576(15) -.2343(15) -.404(3) .079(10) Uani . . C C4B -.2898(13) -.1692(16) -.272(3) .069(10) Uani . . C C5B -.2289(12) -.2507(16) -.185(2) .048(8) Uani . . C C6B -.1413(12) -.2256(14) -.067(3) .071(9) Uani . . C C7B -.0938(13) -.322(2) -.009(3) .083(12) Uani . . C C8B -.1334(14) -.4172(19) -.047(3) .089(12) Uani . . C C9B -.2193(13) -.4436(13) -.157(3) .072(9) Uani . . C C10B -.439(2) -.206(3) -.509(4) .19(2) Uani . . C C11B -.5044(17) -.136(3) -.323(4) .19(2) Uani . . C C12B -.445(3) -.037(2) -.229(4) .19(2) Uani . . C C13B -.3457(18) -.087(2) -.125(3) .137(15) Uani . . C C14B -.313(2) -.324(3) -.732(3) .178(18) Uani . . C H1OA .964(3) .016(4) -.164(5) .0800 Uiso . O1A H H1OB -.458(3) -.568(4) -.408(5) .0800 Uiso . O1B H H4A .745(3) .299(4) .491(5) .0627 Uiso . C4A H H6A .626(2) .428(3) .280(5) .0967 Uiso . C6A H H7A .554(3) .398(3) -.039(5) .0950 Uiso . C7A H H8A .625(2) .277(3) -.278(5) .0951 Uiso . C8A H H9A .769(2) .141(3) -.213(4) .0783 Uiso . C9A H H101 .979(2) .086(3) .411(4) .0680 Uiso . C10A H H102 .918(2) .151(3) .601(4) .0680 Uiso . C10A H H111 1.039(2) .252(4) .376(4) .0834 Uiso . C11A H H112 1.067(2) .238(4) .600(4) .0834 Uiso . C11A H H121 1.007(2) .428(4) .582(5) .0963 Uiso . C12A H H122 .926(2) .366(4) .696(5) .0963 Uiso . C12A H H131 .830(2) .453(4) .471(4) .0817 Uiso . C13A H H132 .902(2) .380(4) .302(4) .0817 Uiso . C13A H H141 .7292(19) -.059(3) .381(4) .0998 Uiso . C14A H H142 .8527(19) -.024(3) .445(4) .0998 Uiso . C14A H H143 .8057(12) -.0377(15) .219(3) .0998 Uiso . C14A H H4B -.242(3) -.126(4) -.338(5) .0741 Uiso . C4B H H6B -.113(2) -.145(4) -.024(4) .0688 Uiso . C6B H H7B -.023(2) -.314(4) .068(4) .0905 Uiso . C7B H H8B -.096(2) -.481(4) .012(5) .0855 Uiso . C8B H H9B -.249(2) -.525(3) -.190(4) .0780 Uiso . C9B H H201 -.478(3) -.275(5) -.587(7) .2151 Uiso . C10B H H202 -.421(3) -.153(5) -.596(7) .2151 Uiso . C10B H H211 -.511(4) -.190(6) -.230(7) .1981 Uiso . C11B H H212 -.578(4) -.110(6) -.369(7) .1981 Uiso . C11B H H221 -.488(4) .017(5) -.133(7) .1948 Uiso . C12B H H222 -.422(4) .007(5) -.326(7) .1948 Uiso . C12B H H231 -.297(4) -.021(4) -.061(6) .1370 Uiso . C13B H H232 -.368(4) -.128(4) -.025(6) .1370 Uiso . C13B H H241 -.264(3) -.341(4) -.839(5) .1694 Uiso . C14B H H242 -.379(3) -.284(4) -.783(5) .1694 Uiso . C14B H H243 -.333(3) -.402(4) -.707(5) .1694 Uiso . C14B H