#------------------------------------------------------------------------------ #$Date: 2016-02-20 03:06:23 +0000 (Sat, 20 Feb 2016) $ #$Revision: 176774 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/03/2200364.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_2200364 loop_ _publ_author_name 'Jevric, Martyn' 'Taylor, Dennis K.' 'Tiekink, Edward R. T.' _publ_section_title ; Ethyl (E)-4-(2-hydroxy-1-naphthyl)-2-methyl-2-butenoate ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o426 _journal_page_last o427 _journal_paper_doi 10.1107/S160053680100602X _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C17 H18 O3' _chemical_formula_moiety 'C17 H18 O3' _chemical_formula_sum 'C17 H18 O3' _chemical_formula_weight 270.33 _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 92.76(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 9.273(2) _cell_length_b 4.877(2) _cell_length_c 31.976(5) _cell_measurement_reflns_used 25 _cell_measurement_temperature 173 _cell_measurement_theta_max 14.9 _cell_measurement_theta_min 12.2 _cell_volume 1444.4(7) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ; MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1996) ; _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1997)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR97 (Altomare et. al., 1994)' _diffrn_ambient_temperature 173 _diffrn_measured_fraction_theta_full .998 _diffrn_measured_fraction_theta_max .998 _diffrn_measurement_device 'Rigaku AFC-7R' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Rotating anode' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .041 _diffrn_reflns_av_sigmaI/netI .049 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 41 _diffrn_reflns_limit_l_min -41 _diffrn_reflns_number 3930 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_reflns_theta_full 27.5 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 3.2 _diffrn_standards_decay_% -.3 _diffrn_standards_interval_count 400 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .08 _exptl_absorpt_correction_type none _exptl_crystal_colour 'pale yellow' _exptl_crystal_density_diffrn 1.243 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 576 _exptl_crystal_size_max .40 _exptl_crystal_size_mid .31 _exptl_crystal_size_min .16 _refine_diff_density_max .21 _refine_diff_density_min -.17 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref .82 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 182 _refine_ls_number_reflns 3318 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all .82 _refine_ls_R_factor_all .067 _refine_ls_R_factor_gt .037 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0918P)^2^+0.5393P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .135 _reflns_number_gt 2254 _reflns_number_total 3318 _reflns_threshold_expression I>2\s(I) _cod_data_source_file ya6019.cif _cod_data_source_block I _cod_original_cell_volume 1444.5(7) _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2200364 _cod_database_fobs_code 2200364 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_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol O2' .29394(11) -.0748(2) .40820(3) .0417(3) Uani d . 1 . . O H2' .3862 -.0271 .4169 .0591(14) Uiso d . 1 . . H O11 -.43518(11) .0624(3) .44042(4) .0548(4) Uani d . 1 . . O O12 -.22437(10) .2413(2) .46249(3) .0396(3) Uani d . 1 . . O C1 -.30511(15) .0794(3) .43740(5) .0370(3) Uani d . 1 . . C C1' .11484(14) .0342(3) .35626(4) .0299(3) Uani d . 1 . . C C2 -.22441(15) -.0738(3) .40595(4) .0338(3) Uani d . 1 . . C C2' .25083(15) .0786(3) .37425(4) .0334(3) Uani d . 1 . . C C3 -.08172(14) -.0449(3) .40487(4) .0311(3) Uani d . 1 . . C H3 -.0374 .0729 .4253 .0472(11) Uiso calc R 1 . . H C3' .34337(15) .2797(3) .35833(5) .0399(4) Uani d . 1 . . C H3' .4366 .3073 .3713 .0472(11) Uiso calc R 1 . . H C4 .01702(14) -.1776(3) .37494(4) .0321(3) Uani d . 1 . . C H4A -.0412 -.2693 .3522 .0591(14) Uiso calc R 1 . . H H4B .0764 -.3187 .3899 .0591(14) Uiso calc R 1 . . H C4' .30000(16) .4337(3) .32467(5) .0405(4) Uani d . 1 . . C H4' .3633 .5681 .3143 .0472(11) Uiso calc R 1 . . H C4A' .16174(15) .3966(3) .30478(5) .0343(3) Uani d . 1 . . C C5' .11631(18) .5522(3) .26951(5) .0427(4) Uani d . 1 . . C H5' .1793 .6868 .2590 .0472(11) Uiso calc R 1 . . H C6' -.01601(19) .5138(4) .25008(5) .0468(4) Uani d . 1 . . C H6' -.0444 .6183 .2260 .0472(11) Uiso calc R 1 . . H C7' -.11039(18) .3175(3) .26604(6) .0464(4) Uani d . 1 . . C H7' -.2031 .2910 .2527 .0472(11) Uiso calc R 1 . . H C8' -.07032(16) .1650(3) .30042(5) .0382(3) Uani d . 1 . . C H8' -.1364 .0359 .3109 .0472(11) Uiso calc R 1 . . H C8A' .06803(14) .1951(3) .32097(4) .0315(3) Uani d . 1 . . C C13 -.29989(18) .3956(4) .49385(5) .0486(4) Uani d . 1 . . C H13A -.3504 .2689 .5124 .0591(14) Uiso calc R 1 . . H H13B -.3722 .5195 .4801 .0591(14) Uiso calc R 1 . . H C14 -.1892(2) .5577(4) .51862(6) .0578(5) Uani d . 1 . . C H14A -.2364 .6641 .5401 .0709(16) Uiso calc R 1 . . H H14B -.1402 .6826 .4999 .0709(16) Uiso calc R 1 . . H H14C -.1184 .4329 .5321 .0709(16) Uiso calc R 1 . . H C21 -.31546(18) -.2557(4) .37736(6) .0505(4) Uani d . 1 . . C H21A -.2527 -.3674 .3604 .0709(16) Uiso calc R 1 . . H H21B -.3784 -.1423 .3589 .0709(16) Uiso calc R 1 . . H H21C -.3747 -.3758 .3941 .0709(16) Uiso calc R 1 . . H 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 O2' .0331(5) .0517(7) .0400(6) -.0048(5) -.0028(4) -.0024(5) O11 .0250(5) .0894(10) .0502(7) -.0053(6) .0039(5) -.0033(7) O12 .0295(5) .0520(7) .0378(5) -.0007(5) .0069(4) -.0077(5) C1 .0269(6) .0491(9) .0350(7) -.0030(6) .0009(5) .0066(7) C1' .0275(6) .0284(6) .0344(7) -.0023(5) .0065(5) -.0082(6) C2 .0291(6) .0380(7) .0342(7) -.0064(6) .0008(5) .0022(6) C2' .0297(6) .0359(7) .0349(7) -.0022(6) .0059(5) -.0100(6) C3 .0301(6) .0320(7) .0312(6) -.0057(5) .0011(5) -.0002(6) C3' .0282(7) .0469(9) .0450(8) -.0089(6) .0060(6) -.0124(7) C4 .0290(6) .0302(7) .0370(7) -.0037(5) .0027(5) -.0030(6) C4' .0348(7) .0392(8) .0490(9) -.0098(6) .0164(6) -.0082(7) C4A' .0351(7) .0312(7) .0377(7) -.0014(6) .0133(6) -.0077(6) C5' .0468(9) .0352(8) .0477(9) .0006(7) .0193(7) .0016(7) C6' .0504(9) .0421(9) .0482(9) .0079(7) .0067(7) .0083(7) C7' .0417(8) .0430(9) .0539(10) .0016(7) -.0043(7) .0026(8) C8' .0337(7) .0328(7) .0481(8) -.0031(6) .0016(6) -.0016(7) C8A' .0313(6) .0275(6) .0364(7) -.0007(5) .0082(5) -.0078(6) C13 .0446(9) .0621(11) .0405(8) .0091(8) .0145(7) -.0031(8) C14 .0631(11) .0666(12) .0445(9) .0059(10) .0086(8) -.0167(9) C21 .0355(8) .0610(11) .0550(10) -.0166(8) .0003(7) -.0096(9) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C .002 .002 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; H .000 .000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O .008 .006 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -2 -2 -12 4 0 -14 4 0 -16 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 C1 O12 C13 116.47(12) no O11 C1 O12 121.58(15) no O11 C1 C2 123.57(14) no O12 C1 C2 114.84(12) no C2' C1' C8A' 118.83(13) no C2' C1' C4 119.68(13) no C8A' C1' C4 121.47(12) no C3 C2 C1 119.87(13) no C3 C2 C21 125.14(14) no C1 C2 C21 114.99(12) no O2' C2' C1' 118.31(13) no O2' C2' C3' 120.53(13) no C1' C2' C3' 121.16(14) no C2 C3 C4 127.39(13) no C4' C3' C2' 120.50(14) no C3 C4 C1' 110.60(11) no C3' C4' C4A' 120.88(14) no C5' C4A' C4' 121.40(14) no C5' C4A' C8A' 119.92(14) no C4' C4A' C8A' 118.68(14) no C6' C5' C4A' 121.34(15) no C5' C6' C7' 119.34(16) no C8' C7' C6' 120.83(16) no C7' C8' C8A' 121.41(14) no C8' C8A' C4A' 117.14(14) no C8' C8A' C1' 122.90(13) no C4A' C8A' C1' 119.96(13) no O12 C13 C14 107.30(13) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O2' C2' . 1.3624(18) no O11 C1 . 1.2175(18) no O12 C1 . 1.3303(18) no O12 C13 . 1.4593(18) no C1 C2 . 1.484(2) no C1' C2' . 1.3778(19) no C1' C8A' . 1.425(2) no C1' C4 . 1.5164(19) no C2 C3 . 1.3327(19) no C2 C21 . 1.504(2) no C2' C3' . 1.414(2) no C3 C4 . 1.5024(19) no C3' C4' . 1.357(2) no C4' C4A' . 1.415(2) no C4A' C5' . 1.407(2) no C4A' C8A' . 1.425(2) no C5' C6' . 1.361(3) no C6' C7' . 1.409(2) no C7' C8' . 1.364(2) no C8' C8A' . 1.421(2) no C13 C14 . 1.493(3) no