#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/25/2012509.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_2012509 loop_ _publ_author_name 'Bujak, Maciej' 'Zaleski, Jacek' 'Prezhdo, Victor' 'Uspenskiy, Boris' _publ_section_title ; Methyl 3-(4-methoxyphenyl)prop-2-enoate ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first o76 _journal_page_last o77 _journal_paper_doi 10.1107/S0108270101019539 _journal_volume 58 _journal_year 2002 _chemical_formula_iupac 'C11 H12 O3' _chemical_formula_moiety 'C11 H12 O3' _chemical_formula_sum 'C11 H12 O3' _chemical_formula_weight 192.21 _chemical_name_systematic ; Methyl 3-(4-methoxyphenyl)propenoate ; _space_group_IT_number 29 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2c -2ac' _symmetry_space_group_name_H-M 'P c a 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL97 _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 6.2030(10) _cell_length_b 7.2590(10) _cell_length_c 22.657(5) _cell_measurement_reflns_used 44 _cell_measurement_temperature 295(2) _cell_measurement_theta_max 17 _cell_measurement_theta_min 6 _cell_volume 1020.2(3) _computing_cell_refinement 'Kuma Diffraction Software (Kuma, 1996)' _computing_data_collection 'Kuma Diffraction Software (Kuma, 1996)' _computing_data_reduction 'Kuma Diffraction Software (Kuma, 1995)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 1990)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 295(2) _diffrn_measured_fraction_theta_full .987 _diffrn_measured_fraction_theta_max .987 _diffrn_measurement_device_type 'Kuma KM-4' _diffrn_measurement_method '\w/\q scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .036 _diffrn_reflns_av_sigmaI/netI .025 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 2911 _diffrn_reflns_theta_full 30.08 _diffrn_reflns_theta_max 30.08 _diffrn_reflns_theta_min 2.81 _diffrn_standards_decay_% 1.03 _diffrn_standards_interval_count 50 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu .091 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.251 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description pillar _exptl_crystal_F_000 408 _exptl_crystal_size_max .6 _exptl_crystal_size_mid .6 _exptl_crystal_size_min .5 _refine_diff_density_max .18 _refine_diff_density_min -.16 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 127 _refine_ls_number_reflns 1521 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.027 _refine_ls_R_factor_all .059 _refine_ls_R_factor_gt .042 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean .000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0719P)^2^+0.0319P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt .109 _refine_ls_wR_factor_ref .119 _reflns_number_gt 1142 _reflns_number_total 1521 _reflns_threshold_expression I>2\s(I) _cod_data_source_file na1531.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0719P)^2^+0.0319P] where P=(Fo^2^+2Fc^2^)/3' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0719P)^2^+0.0319P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_database_code 2012509 _cod_database_fobs_code 2012509 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' 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 C1 -.0668(3) .2458(2) .50348(9) .0431(4) Uani d . 1 . . C C2 .0402(3) .1621(3) .45595(10) .0466(4) Uani d . 1 . . C H2 .1769 .1035 .4624 .056 Uiso d R 1 . . H C3 -.0479(3) .1632(3) .40043(9) .0462(4) Uani d . 1 . . C H3 .0277 .1050 .3685 .055 Uiso d R 1 . . H C4 -.2457(3) .2475(2) .38988(8) .0433(4) Uani d . 1 . . C C5 -.3555(3) .3301(3) .43624(9) .0474(4) Uani d . 1 . . C H5 -.4917 .3893 .4296 .057 Uiso d R 1 . . H C6 -.2663(3) .3262(3) .49212(10) .0484(4) Uani d . 1 . . C H6 -.3446 .3806 .5242 .058 Uiso d R 1 . . H C7 .0232(4) .2545(3) .56295(10) .0514(5) Uani d . 1 . . C H7 -.0708 .2986 .5935 .062 Uiso d R 1 . . H C8 .2204(4) .2083(4) .57921(10) .0555(5) Uani d . 1 . . C H8 .3175 .1571 .5506 .067 Uiso d R 1 . . H C9 .2935(4) .2336(3) .64031(11) .0609(6) Uani d . 1 . . C C10 .5926(7) .2157(6) .70424(17) .0968(11) Uani d . 1 . . C H101 .7431 .1847 .7034 .116 Uiso d R 1 . . H H102 .5759 .3411 .7168 .116 Uiso d R 1 . . H H103 .5189 .1356 .7312 .116 Uiso d R 1 . . H C11 -.5128(5) .3305(5) .31932(13) .0731(7) Uani d . 1 . . C H111 -.5441 .3147 .2781 .088 Uiso d R 1 . . H H112 -.6277 .2789 .3424 .088 Uiso d R 1 . . H H113 -.4994 .4594 .3280 .088 Uiso d R 1 . . H O1 .1843(4) .2841(4) .68057(10) .1010(8) Uani d . 1 . . O O2 .5012(4) .1950(4) .64563(10) .0849(6) Uani d . 1 . . O O3 -.3167(3) .2403(2) .33326(8) .0558(4) Uani d . 1 . . O 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 C1 .0481(9) .0401(9) .0411(9) -.0011(7) .0047(7) .0003(6) C2 .0433(8) .0450(9) .0516(10) .0049(7) .0043(8) -.0019(7) C3 .0478(10) .0458(9) .0451(10) .0034(7) .0080(8) -.0035(7) C4 .0444(8) .0430(8) .0425(9) -.0035(7) .0012(8) .0015(7) C5 .0432(9) .0487(10) .0504(10) .0054(7) .0024(8) -.0009(8) C6 .0462(9) .0498(10) .0492(10) .0061(7) .0091(8) -.0050(7) C7 .0561(11) .0553(12) .0429(11) .0036(8) .0048(8) -.0008(8) C8 .0583(12) .0656(10) .0426(10) .0025(10) .0010(9) -.0018(9) C9 .0661(14) .0702(14) .0463(12) .0037(11) -.0040(10) -.0024(9) C10 .094(2) .129(3) .0670(19) .016(2) -.0303(17) -.0189(19) C11 .0621(13) .101(2) .0564(14) .0122(13) -.0104(11) -.0007(14) O1 .0865(15) .169(2) .0480(11) .0227(15) .0013(10) -.0200(12) O2 .0747(12) .1230(16) .0569(11) .0195(11) -.0162(10) -.0228(11) O3 .0568(8) .0668(9) .0439(8) .0049(7) -.0025(6) -.0022(6) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C2 C1 C7 123.1(2) y C2 C3 C4 120.8(2) y C3 C2 C1 120.9(2) y C4 O3 C11 118.1(2) y C5 C4 C3 119.5(2) y C5 C6 C1 122.3(2) y C6 C1 C2 117.4(2) y C6 C1 C7 119.5(2) y C6 C5 C4 119.2(2) y C7 C8 C9 121.1(2) y C8 C7 C1 126.9(2) y C9 O2 C10 116.2(2) y O1 C9 C8 125.7(2) y O1 C9 O2 123.2(3) y O2 C9 C8 111.1(2) y O3 C4 C3 115.6(2) y O3 C4 C5 125.0(2) y C1 C2 H2 119.6 ? C1 C6 H6 118.9 ? C1 C7 H7 116.6 ? C2 C3 H3 119.6 ? C3 C2 H2 119.6 ? C4 C3 H3 119.7 ? C4 C5 H5 120.4 ? C5 C6 H6 118.9 ? C6 C5 H5 120.4 ? C7 C8 H8 119.4 ? C8 C7 H7 116.5 ? C9 C8 H8 119.4 ? O2 C10 H101 109.8 ? O2 C10 H102 109.1 ? O2 C10 H103 109.5 ? O3 C11 H111 109.5 ? O3 C11 H112 109.6 ? O3 C11 H113 109.3 ? H101 C10 H102 109.5 ? H101 C10 H103 109.5 ? H102 C10 H103 109.5 ? H111 C11 H112 109.5 ? H111 C11 H113 109.5 ? H112 C11 H113 109.5 ? 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 C1 C2 . 1.403(3) y C1 C6 . 1.392(3) y C1 C7 . 1.460(3) y C2 C3 . 1.372(3) y C3 C4 . 1.391(3) y C4 C5 . 1.388(3) y C4 O3 . 1.357(2) y C5 C6 . 1.382(3) y C7 C8 . 1.321(3) y C8 C9 . 1.468(3) y C9 O1 . 1.194(3) y C9 O2 . 1.324(3) y C10 O2 . 1.452(4) y C11 O3 . 1.418(3) y C2 H2 . .9600 ? C3 H3 . .9600 ? C5 H5 . .9600 ? C6 H6 . .9600 ? C7 H7 . .9600 ? C8 H8 . .9600 ? C10 H101 . .9600 ? C10 H102 . .9600 ? C10 H103 . .9600 ? C11 H111 . .9600 ? C11 H112 . .9600 ? C11 H113 . .9600 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA C11 H111 O1 4_454 .96 2.39 3.336(4) 170 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 C6 C1 C2 C3 1.2(3) ? C7 C1 C2 C3 -177.65(18) ? C1 C2 C3 C4 .0(3) ? C2 C3 C4 O3 179.91(18) ? C2 C3 C4 C5 -.5(3) ? O3 C4 C5 C6 179.31(17) ? C3 C4 C5 C6 -.3(3) ? C4 C5 C6 C1 1.5(3) ? C2 C1 C6 C5 -1.9(3) ? C7 C1 C6 C5 176.91(19) ? C6 C1 C7 C8 -170.1(2) y C2 C1 C7 C8 8.7(3) ? C1 C7 C8 C9 176.6(2) ? C7 C8 C9 O1 5.2(5) ? C7 C8 C9 O2 -174.0(2) y O1 C9 O2 C10 .6(5) ? C8 C9 O2 C10 179.8(3) ? C5 C4 O3 C11 3.0(3) ? C3 C4 O3 C11 -177.4(2) ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 1361975 2 PubChem 641297