#------------------------------------------------------------------------------ #$Date: 2016-02-20 03:06:23 +0000 (Sat, 20 Feb 2016) $ #$Revision: 176774 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/03/2200363.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_2200363 loop_ _publ_author_name 'Avery, Thomas D.' 'Taylor, Dennis K.' 'Tiekink, Edward R. T.' _publ_section_title ; trans-(+-)-2-Carboxymethyl-3-phenylcyclopropane-1-carboxylic acid ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o419 _journal_page_last o420 _journal_paper_doi 10.1107/S1600536801005736 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C12 H12 O4' _chemical_formula_moiety 'C12 H12 O4' _chemical_formula_sum 'C12 H12 O4' _chemical_formula_weight 220.22 _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 101.70(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 8.555(4) _cell_length_b 8.814(4) _cell_length_c 14.849(2) _cell_measurement_reflns_used 24 _cell_measurement_temperature 173 _cell_measurement_theta_max 10.7 _cell_measurement_theta_min 7.3 _cell_volume 1096.4(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 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR97 (Altomare et. al., 1994)' _diffrn_ambient_temperature 173 _diffrn_measured_fraction_theta_full .999 _diffrn_measured_fraction_theta_max .999 _diffrn_measurement_device 'Rigaku AFC-7R' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Rotating anode' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .020 _diffrn_reflns_av_sigmaI/netI .059 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 4704 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_reflns_theta_full 27.5 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 3.0 _diffrn_standards_decay_% .3 _diffrn_standards_interval_count 400 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .10 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.334 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 464 _exptl_crystal_size_max .45 _exptl_crystal_size_mid .29 _exptl_crystal_size_min .16 _refine_diff_density_max .21 _refine_diff_density_min -.23 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref .90 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 146 _refine_ls_number_reflns 2510 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all .90 _refine_ls_R_factor_all .061 _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^)+(0.0728P)^2^+0.3498P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .114 _reflns_number_gt 1829 _reflns_number_total 2510 _reflns_threshold_expression I>2\s(I) _cod_data_source_file ya6018.cif _cod_data_source_block I _cod_original_cell_volume 1096.5(6) _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2200363 _cod_database_fobs_code 2200363 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 O11 .55130(14) -.42612(11) .10228(7) .0320(3) Uani d . 1 . . O O11A .42968(15) -.30476(12) -.02518(7) .0354(3) Uani d . 1 . . O H11A .4284 -.3979 -.0527 .0498(17) Uiso d . 1 . . H O22 .83491(12) -.07007(12) .02195(7) .0301(3) Uani d . 1 . . O O22A .98659(13) .10984(12) .10230(7) .0330(3) Uani d . 1 . . O H22A 1.0453 .1030 .0607 .0498(17) Uiso d . 1 . . H C1 .52950(16) -.15774(15) .10490(8) .0219(3) Uani d . 1 . . C H1 .4862 -.0689 .0658 .0398(14) Uiso calc R 1 . . H C2 .68966(16) -.13619(15) .16992(8) .0214(3) Uani d . 1 . . C H2 .7576 -.2293 .1811 .0398(14) Uiso calc R 1 . . H C3 .53970(15) -.14191(15) .20782(8) .0203(3) Uani d . 1 . . C H3 .5243 -.2392 .2396 .0398(14) Uiso calc R 1 . . H C11 .50386(17) -.30868(16) .06200(9) .0236(3) Uani d . 1 . . C C21 .77971(17) .00923(15) .16713(9) .0239(3) Uani d . 1 . . C H21A .8563 .0226 .2262 .0498(17) Uiso calc R 1 . . H H21B .7038 .0953 .1598 .0498(17) Uiso calc R 1 . . H C22 .86886(16) .01157(15) .08976(9) .0224(3) Uani d . 1 . . C C31 .47758(16) -.00532(15) .24848(9) .0215(3) Uani d . 1 . . C C32 .40565(19) .11704(18) .19765(10) .0314(3) Uani d . 1 . . C H32 .3934 .1164 .1326 .0398(14) Uiso calc R 1 . . H C33 .3510(2) .24112(19) .24096(12) .0376(4) Uani d . 1 . . C H33 .3033 .3248 .2054 .0398(14) Uiso calc R 1 . . H C34 .36597(19) .24268(19) .33486(12) .0361(4) Uani d . 1 . . C H34 .3268 .3262 .3641 .0398(14) Uiso calc R 1 . . H C35 .4381(2) .1225(2) .38613(11) .0418(4) Uani d . 1 . . C H35 .4497 .1237 .4511 .0398(14) Uiso calc R 1 . . H C36 .4938(2) -.00037(17) .34346(10) .0339(4) Uani d . 1 . . C H36 .5439 -.0824 .3797 .0398(14) 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 O11 .0512(7) .0202(5) .0223(5) -.0012(5) .0020(5) -.0009(4) O11A .0563(7) .0227(5) .0222(5) .0010(5) -.0037(5) -.0037(4) O22 .0308(6) .0372(6) .0245(5) -.0104(5) .0111(4) -.0090(4) O22A .0346(6) .0320(6) .0376(6) -.0138(5) .0197(5) -.0121(4) C1 .0285(7) .0189(6) .0186(6) -.0025(5) .0055(5) -.0006(5) C2 .0245(7) .0202(6) .0207(6) -.0002(5) .0076(5) -.0023(5) C3 .0231(7) .0197(6) .0186(6) -.0010(5) .0058(5) .0003(5) C11 .0294(7) .0226(7) .0191(6) -.0037(5) .0058(5) -.0012(5) C21 .0263(7) .0232(7) .0237(6) -.0045(5) .0089(5) -.0052(5) C22 .0228(7) .0217(6) .0231(6) -.0006(5) .0056(5) -.0005(5) C31 .0203(6) .0212(6) .0246(6) -.0042(5) .0078(5) -.0029(5) C32 .0316(8) .0339(8) .0278(7) .0086(6) .0039(6) -.0014(6) C33 .0312(8) .0330(8) .0465(9) .0120(7) .0030(7) -.0046(7) C34 .0312(8) .0316(8) .0478(9) -.0001(6) .0139(7) -.0163(7) C35 .0627(12) .0361(9) .0307(8) -.0005(8) .0191(8) -.0101(7) C36 .0538(10) .0252(7) .0250(7) .0009(7) .0135(7) -.0009(6) 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 0 -6 -1 0 -7 0 1 -5 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 C11 C1 C3 119.43(11) no C11 C1 C2 115.08(12) no C3 C1 C2 59.27(8) no C21 C2 C3 121.41(11) no C21 C2 C1 119.42(12) no C3 C2 C1 60.36(9) no C31 C3 C2 121.71(11) no C31 C3 C1 121.91(11) no C2 C3 C1 60.37(9) no O11 C11 O11A 123.16(12) no O11 C11 C1 123.22(12) no O11A C11 C1 113.58(12) no C2 C21 C22 112.08(11) no O22 C22 O22A 123.51(12) no O22 C22 C21 123.26(12) no O22A C22 C21 113.23(11) no C32 C31 C36 118.03(13) no C32 C31 C3 124.22(12) no C36 C31 C3 117.75(12) no C31 C32 C33 120.76(14) no C34 C33 C32 120.27(15) no C34 C35 C36 120.37(15) no C33 C34 C35 119.54(14) no C35 C36 C31 121.01(15) 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 O11 C11 . 1.2230(18) no O11A C11 . 1.3215(16) no O22 C22 . 1.2236(16) no O22A C22 . 1.3127(17) no C1 C11 . 1.4722(19) no C1 C3 . 1.5195(17) no C1 C2 . 1.5196(19) no C2 C21 . 1.5004(19) no C2 C3 . 1.5027(19) no C3 C31 . 1.4921(18) no C21 C22 . 1.5025(18) no C31 C32 . 1.387(2) no C31 C36 . 1.3895(18) no C32 C33 . 1.396(2) no C33 C34 . 1.374(2) no C35 C34 . 1.375(3) no C35 C36 . 1.388(2) no