#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2011000.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_2011000 loop_ _publ_author_name 'Gerkin, Roger E.' _publ_section_title ; (E)-2-Methyl-5-(1-naphthylmethyl)cinnamic acid ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 674 _journal_page_last 676 _journal_volume 56 _journal_year 2000 _chemical_formula_moiety 'C21 H18 O2' _chemical_formula_sum 'C21 H18 O2' _chemical_formula_weight 302.37 _chemical_name_common ; ; _chemical_name_systematic ' ?' _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _cell_angle_alpha 90 _cell_angle_beta 108.122(5) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 16.9420(10) _cell_length_b 5.932(2) _cell_length_c 17.2650(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296 _cell_measurement_theta_max 17.4 _cell_measurement_theta_min 13.2 _cell_volume 1649.1(6) _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, 1995)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'TEXSAN and PLATON (Spek, 1990)' _computing_structure_refinement TEXSAN _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 296 _diffrn_measurement_device_type 'Rigaku AFC5S' _diffrn_measurement_method 'omega scans ' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .043 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 3942 _diffrn_reflns_theta_max 27.56 _diffrn_reflns_theta_min 2.03 _diffrn_standards_decay_% '+- 1.6 (average maximum relative intensity)' _diffrn_standards_interval_count 150 _diffrn_standards_number 6 _exptl_absorpt_coefficient_mu .077 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.218 _exptl_crystal_density_meas ' not measured' _exptl_crystal_description 'cut column ' _exptl_crystal_F_000 640 _exptl_crystal_size_max .38 _exptl_crystal_size_mid .19 _exptl_crystal_size_min .15 _refine_diff_density_max .54 _refine_diff_density_min -.49 _refine_ls_extinction_method ' none' _refine_ls_goodness_of_fit_ref 1.36 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 216 _refine_ls_number_reflns 3816 _refine_ls_R_factor_gt .057 _refine_ls_shift/su_max .0003 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details '1/[\s^2^~cs~ + (0.004 I)^2^]' _refine_ls_weighting_scheme sigma _refine_ls_wR_factor_ref .073 _reflns_number_gt 1452 _reflns_number_total 3816 _reflns_threshold_expression 'I >2.00\s~I~' _[local]_cod_data_source_file fr1261.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_original_cell_volume 1649.2(5) _cod_database_code 2011000 loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' 1/2-x,1/2+y,1/2-z ' -x, -y, -z' 1/2+x,1/2-y,1/2+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_calc_attached_atom _atom_site_occupancy O1 .94320(10) -.2712(3) .45540(10) .0926(8) Uani d ? 1.000 O2 .90840(10) -.5568(3) .52070(10) .0887(8) Uani d ? 1.000 C1 .72300(10) .0802(4) .44830(10) .0505(8) Uani d ? 1.000 C2 .69070(10) .2399(4) .38720(10) .0561(9) Uani d ? 1.000 C3 .6215(2) .3599(5) .38820(10) .0650(10) Uani d ? 1.000 C4 .58520(10) .3281(5) .4489(2) .0623(9) Uani d ? 1.000 C5 .61710(10) .1754(4) .51080(10) .0502(8) Uani d ? 1.000 C6 .68540(10) .0520(4) .50930(10) .0524(8) Uani d ? 1.000 C7 .7960(2) -.0554(5) .4502(2) .0610(10) Uani d ? 1.000 C8 .8160(2) -.2541(5) .4838(2) .0660(10) Uani d ? 1.000 C9 .8931(2) -.3666(5) .4859(2) .0660(10) Uani d ? 1.000 C10 .7284(2) .2813(5) .3200(2) .0850(10) Uani d ? 1.000 C11 .57860(10) .1459(4) .57820(10) .0542(8) Uani d ? 1.000 C12 .60400(10) .3214(4) .64530(10) .0469(8) Uani d ? 1.000 C13 .66120(10) .4832(5) .64710(10) .0566(9) Uani d ? 1.000 C14 .6828(2) .6481(5) .7091(2) .0710(10) Uani d ? 1.000 C15 .6452(2) .6509(5) .7676(2) .0750(10) Uani d ? 1.000 C16 .5440(2) .4906(6) .8278(2) .0870(10) Uani d ? 1.000 C17 .4866(2) .3328(7) .8285(2) .0940(10) Uani d ? 1.000 C18 .4681(2) .1594(5) .7706(2) .0830(10) Uani d ? 1.000 C19 .5064(2) .1532(5) .71180(10) .0640(10) Uani d ? 1.000 C20 .56540(10) .3179(4) .70830(10) .0505(8) Uani d ? 1.000 C21 .5853(2) .4885(5) .7685(2) .0596(9) Uani d ? 1.000 H1 .9867 -.3214 .4626 .111 Uiso d ? .500 H2 .9517 -.6069 .5278 .106 Uiso d ? .500 H3 .5975 .4700 .3450 .078 Uiso c C3 1.000 H4 .5358 .4159 .4478 .075 Uiso c C4 1.000 H6 .7085 -.0594 .5523 .063 Uiso c C6 1.000 H7 .8340(10) .011(4) .4250(10) .064(8) Uiso d ? 1.000 H8 .7820(10) -.343(4) .5100(10) .083(9) Uiso d ? 1.000 H10C .7340 .1377 .2940 .103 Uiso c C10 1.000 H10A .7833 .3503 .3428 .103 Uiso c C10 1.000 H10B .6924 .3827 .2793 .103 Uiso c C10 1.000 H11A .5181 .1523 .5539 .065 Uiso c C11 1.000 H11B .5946 -.0027 .6029 .065 Uiso c C11 1.000 H13 .6881 .4856 .6044 .068 Uiso c C13 1.000 H14 .7253 .7610 .7097 .086 Uiso c C14 1.000 H15 .6599 .7675 .8099 .089 Uiso c C15 1.000 H16 .5570 .6091 .8695 .104 Uiso c C16 1.000 H17 .4578 .3398 .8696 .112 Uiso c C17 1.000 H18 .4276 .0428 .7722 .100 Uiso c C18 1.000 H19 .4927 .0319 .6712 .077 Uiso c C19 1.000 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 .0820(10) .092(2) .128(2) .0310(10) .0670(10) .0380(10) O2 .0750(10) .0650(10) .139(2) .0250(10) .0520(10) .0300(10) C1 .050(2) .052(2) .055(2) .0100(10) .0240(10) -.0010(10) C2 .058(2) .062(2) .053(2) .012(2) .0240(10) .007(2) C3 .067(2) .070(2) .061(2) .025(2) .0230(10) .015(2) C4 .058(2) .069(2) .063(2) .021(2) .023(2) .002(2) C5 .052(2) .053(2) .050(2) .004(2) .0220(10) -.0030(10) C6 .053(2) .049(2) .056(2) .0090(10) .0180(10) .0030(10) C7 .057(2) .067(2) .066(2) .012(2) .029(2) .007(2) C8 .057(2) .064(2) .088(2) .019(2) .037(2) .009(2) C9 .063(2) .059(2) .084(2) .014(2) .033(2) .008(2) C10 .096(2) .099(3) .075(2) .025(2) .046(2) .018(2) C11 .057(2) .051(2) .060(2) .0070(10) .0260(10) -.005(2) C12 .045(2) .046(2) .046(2) .0100(10) .0100(10) .0010(10) C13 .051(2) .060(2) .056(2) .003(2) .0140(10) .002(2) C14 .067(2) .062(2) .071(2) -.007(2) .002(2) -.004(2) C15 .081(2) .072(2) .060(2) .002(2) .006(2) -.020(2) C16 .099(3) .107(3) .056(2) .024(2) .026(2) -.015(2) C17 .100(3) .132(4) .062(2) .024(3) .044(2) .004(2) C18 .088(2) .097(3) .077(2) .003(2) .044(2) .004(2) C19 .074(2) .067(2) .061(2) .004(2) .033(2) -.002(2) C20 .052(2) .051(2) .048(2) .0160(10) .0150(10) .0020(10) C21 .060(2) .066(2) .050(2) .015(2) .0120(10) -.006(2) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source H 0 0 'Stewart, Davidson and Simpson (1965)' C .003 .002 'Creagh & McAuley (1992)' O .011 .006 'Creagh & McAuley (1992)' 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 C9 O1 H1 119.6 no C9 O2 H2 117.7 no C2 C1 C6 119.1(2) no C2 C1 C7 121.2(2) no C6 C1 C7 119.7(2) no C1 C2 C3 118.5(2) no C1 C2 C10 122.1(2) no C3 C2 C10 119.4(2) no C2 C3 C4 121.3(2) no C2 C3 H3 119.3 no C4 C3 H3 119.4 no C3 C4 C5 121.2(2) no C3 C4 H4 119.4 no C5 C4 H4 119.4 no C4 C5 C6 117.7(2) no C4 C5 C11 121.0(2) no C6 C5 C11 121.4(2) no C1 C6 C5 122.2(2) no C1 C6 H6 118.9 no C5 C6 H6 118.9 no C1 C7 C8 127.0(3) no C1 C7 H7 116.0(10) no C8 C7 H7 117.0(10) no C7 C8 C9 121.8(3) no C7 C8 H8 125.0(10) no C9 C8 H8 113.0(10) no O1 C9 O2 122.2(3) no O1 C9 C8 119.9(3) no O2 C9 C8 117.9(3) no C2 C10 H10C 109.5 no C2 C10 H10A 109.5 no C2 C10 H10B 109.5 no H10C C10 H10A 109.4 no H10C C10 H10B 109.4 no H10A C10 H10B 109.4 no C5 C11 C12 114.9(2) no C5 C11 H11A 108.1 no C5 C11 H11B 108.1 no C12 C11 H11A 108.1 no C12 C11 H11B 108.1 no H11A C11 H11B 109.5 no C11 C12 C13 122.3(2) no C11 C12 C20 118.8(2) no C13 C12 C20 118.9(2) no C12 C13 C14 121.5(2) no C12 C13 H13 119.2 no C14 C13 H13 119.2 no C13 C14 C15 120.2(3) no C13 C14 H14 119.9 no C15 C14 H14 119.9 no C14 C15 C21 120.7(3) no C14 C15 H15 119.7 no C21 C15 H15 119.6 no C17 C16 C21 121.4(3) no C17 C16 H16 119.3 no C21 C16 H16 119.3 no C16 C17 C18 120.3(3) no C16 C17 H17 119.8 no C18 C17 H17 119.8 no C17 C18 C19 119.9(3) no C17 C18 H18 120.1 no C19 C18 H18 120.1 no C18 C19 C20 121.3(3) no C18 C19 H19 119.3 no C20 C19 H19 119.3 no C12 C20 C19 122.6(3) no C12 C20 C21 119.1(2) no C19 C20 C21 118.2(2) no C15 C21 C16 121.7(3) no C15 C21 C20 119.4(2) no C16 C21 C20 118.8(3) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C9 1.263(3) no O1 H1 .77 no O2 C9 1.267(3) no O2 H2 .77 no C1 C2 1.396(3) no C1 C6 1.399(3) no C1 C7 1.468(3) no C2 C3 1.376(3) no C2 C10 1.510(3) no C3 C4 1.383(3) no C3 H3 .98 no C4 C5 1.377(3) no C4 H4 .98 no C5 C6 1.377(3) no C5 C11 1.510(3) no C6 H6 .98 no C7 C8 1.311(3) no C7 H7 .96(2) no C8 C9 1.459(3) no C8 H8 1.00(2) no C10 H10C .98 no C10 H10A .98 no C10 H10B .98 no C11 C12 1.517(3) no C11 H11A .98 no C11 H11B .98 no C12 C13 1.357(3) no C12 C20 1.432(3) no C13 C14 1.411(3) no C13 H13 .98 no C14 C15 1.353(3) no C14 H14 .98 no C15 C21 1.403(3) no C15 H15 .98 no C16 C17 1.352(4) no C16 C21 1.410(3) no C16 H16 .98 no C17 C18 1.401(4) no C17 H17 .98 no C18 C19 1.364(3) no C18 H18 .98 no C19 C20 1.413(3) no C19 H19 .98 no C20 C21 1.415(3) no 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 C9 C8 C7 .8(5) yes O2 C9 C8 C7 178.9(3) yes C1 C2 C3 C4 1.4(4) no C1 C6 C5 C4 1.0(4) no C1 C6 C5 C11 -178.7(2) no C1 C7 C8 C9 -176.2(3) yes C2 C1 C6 C5 .5(4) no C2 C1 C7 C8 -155.1(3) yes C2 C3 C4 C5 .2(4) no C3 C2 C1 C6 -1.7(4) no C3 C2 C1 C7 179.2(2) no C3 C4 C5 C6 -1.3(4) no C3 C4 C5 C11 178.4(2) no C4 C3 C2 C10 -179.7(3) no C4 C5 C11 C12 -80.7(3) yes C5 C6 C1 C7 179.7(2) no C5 C11 C12 C13 -4.2(3) no C5 C11 C12 C20 175.0(2) no C6 C1 C2 C10 179.4(2) no C6 C1 C7 C8 25.8(4) no C6 C5 C11 C12 98.9(3) yes C7 C1 C2 C10 .3(4) no C11 C12 C13 C14 178.7(2) no C11 C12 C20 C19 2.0(3) no C11 C12 C20 C21 -176.5(2) no C12 C13 C14 C15 -1.4(4) no C12 C20 C19 C18 -177.2(2) no C12 C20 C21 C15 -3.1(4) no C12 C20 C21 C16 176.8(2) no C13 C12 C20 C19 -178.9(2) no C13 C12 C20 C21 2.7(3) no C13 C14 C15 C21 1.1(4) no C14 C13 C12 C20 -.5(4) no C14 C15 C21 C16 -178.7(3) no C14 C15 C21 C20 1.2(4) no C15 C21 C16 C17 -179.6(3) no C15 C21 C20 C19 178.4(2) no C16 C17 C18 C19 -1.8(5) no C16 C21 C20 C19 -1.7(4) no C17 C16 C21 C20 .5(5) no C17 C18 C19 C20 .6(5) no C18 C17 C16 C21 1.3(5) no C18 C19 C20 C21 1.2(4) no