#------------------------------------------------------------------------------ #$Date: 2012-03-13 04:13:21 +0200 (Tue, 13 Mar 2012) $ #$Revision: 41615 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/50/35/4503537.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4503537 loop_ _publ_author_name 'Bernardes, Carlos E. S.' 'Piedade, M. F\'atima M.' 'Piedade, Manuel E. Minas da' _publ_section_title ; Polymorphism in 4′-Hydroxyacetophenone: Structure and Energetics ; _journal_issue 7 _journal_name_full 'Crystal Growth & Design' _journal_page_first 2419 _journal_volume 8 _journal_year 2008 _chemical_formula_sum 'C8 H8 O2' _chemical_formula_weight 136.15 _chemical_name_systematic ; ? ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 95.02(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 7.7200(15) _cell_length_b 8.3600(17) _cell_length_c 11.280(2) _cell_measurement_temperature 293(2) _cell_volume 725.2(2) _computing_cell_refinement 'BRUKER SMART' _computing_data_collection 'BRUKER SMART' _computing_data_reduction 'BRUKER SMART' _computing_molecular_graphics 'ORTEP and MERCURY' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.968 _diffrn_measured_fraction_theta_max 0.938 _diffrn_measurement_device_type 'CCD Area Detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0329 _diffrn_reflns_av_sigmaI/netI 0.0365 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 5582 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 29.23 _diffrn_reflns_theta_min 3.04 _exptl_absorpt_coefficient_mu 0.089 _exptl_absorpt_correction_T_max 0.9947 _exptl_absorpt_correction_T_min 0.9832 _exptl_absorpt_correction_type multi-scan _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.247 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 288 _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.06 _refine_diff_density_max 0.111 _refine_diff_density_min -0.125 _refine_diff_density_rms 0.026 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.989 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 111 _refine_ls_number_reflns 1851 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.989 _refine_ls_R_factor_all 0.0995 _refine_ls_R_factor_gt 0.0441 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0612P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1052 _refine_ls_wR_factor_ref 0.1295 _reflns_number_gt 940 _reflns_number_total 1851 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file cg7012792-file004.cif _[local]_cod_data_source_block 250507acetofenona298k _[local]_cod_cif_authors_sg_H-M P21/c _cod_original_cell_volume 725.2(3) _cod_database_code 4503537 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags H6 H 0.564(2) -0.1872(18) -0.2350(15) 0.070(5) Uiso 1 1 d . H3 H 0.850(2) -0.1167(18) 0.1445(14) 0.070(5) Uiso 1 1 d . H2 H 0.7896(19) -0.382(2) 0.0735(14) 0.077(5) Uiso 1 1 d . H5 H 0.627(2) 0.069(2) -0.1648(14) 0.080(5) Uiso 1 1 d . H1 H 0.675(3) -0.520(2) -0.0846(19) 0.100(8) Uiso 1 1 d . C7 C 0.7855(2) 0.17205(19) 0.04172(17) 0.0695(5) Uani 1 1 d . C6 C 0.6213(2) -0.16807(19) -0.15651(14) 0.0617(4) Uani 1 1 d . C3 C 0.7921(2) -0.12906(18) 0.06708(14) 0.0602(4) Uani 1 1 d . C1 C 0.6672(2) -0.30091(17) -0.08679(14) 0.0603(4) Uani 1 1 d . O1 O 0.62251(19) -0.44785(15) -0.13379(12) 0.0872(5) Uani 1 1 d . C5 C 0.6611(2) -0.01672(19) -0.11414(14) 0.0606(4) Uani 1 1 d . C4 C 0.74782(19) 0.00650(15) -0.00105(13) 0.0547(4) Uani 1 1 d . C2 C 0.7526(2) -0.28133(19) 0.02519(14) 0.0627(5) Uani 1 1 d . O2 O 0.7444(2) 0.28678(15) -0.02318(15) 0.1032(5) Uani 1 1 d . C8 C 0.8731(3) 0.1991(2) 0.16320(18) 0.0911(7) Uani 1 1 d . H8A H 0.8878 0.3119 0.1768 0.137 Uiso 1 1 calc R H8B H 0.9848 0.1479 0.1696 0.137 Uiso 1 1 calc R H8C H 0.8031 0.1551 0.2215 0.137 Uiso 1 1 calc R loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C7 0.0602(11) 0.0549(9) 0.0969(14) -0.0011(8) 0.0261(10) 0.0004(7) C6 0.0603(11) 0.0721(10) 0.0515(9) 0.0071(7) -0.0024(7) 0.0025(7) C3 0.0689(12) 0.0606(9) 0.0494(8) 0.0013(7) -0.0044(7) 0.0017(7) C1 0.0653(11) 0.0582(8) 0.0573(9) -0.0025(7) 0.0052(7) -0.0003(7) O1 0.1190(12) 0.0625(7) 0.0760(8) -0.0099(6) -0.0147(7) -0.0019(7) C5 0.0562(10) 0.0633(9) 0.0626(9) 0.0182(7) 0.0068(7) 0.0098(7) C4 0.0484(10) 0.0545(8) 0.0625(9) 0.0038(6) 0.0121(7) 0.0030(6) C2 0.0786(12) 0.0544(8) 0.0537(9) 0.0070(7) -0.0020(8) 0.0063(7) O2 0.1132(12) 0.0563(7) 0.1420(13) 0.0151(8) 0.0227(10) 0.0055(7) C8 0.0950(16) 0.0774(12) 0.1037(15) -0.0309(10) 0.0244(12) -0.0162(10) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0110 0.0060 '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 O2 C7 C4 119.98(18) O2 C7 C8 120.03(16) C4 C7 C8 119.99(16) C5 C6 C1 120.00(15) C5 C6 H6 122.6(9) C1 C6 H6 117.4(9) C2 C3 C4 121.56(15) C2 C3 H3 119.1(9) C4 C3 H3 119.4(10) O1 C1 C2 122.92(14) O1 C1 C6 117.05(15) C2 C1 C6 120.02(14) C1 O1 H1 106.1(13) C6 C5 C4 121.14(14) C6 C5 H5 116.5(11) C4 C5 H5 122.3(11) C3 C4 C5 117.62(13) C3 C4 C7 123.11(15) C5 C4 C7 119.27(13) C1 C2 C3 119.65(14) C1 C2 H2 118.4(9) C3 C2 H2 121.9(9) C7 C8 H8A 109.5 C7 C8 H8B 109.5 H8A C8 H8B 109.5 C7 C8 H8C 109.5 H8A C8 H8C 109.5 H8B C8 H8C 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance C7 O2 1.231(2) C7 C4 1.486(2) C7 C8 1.492(3) C6 C5 1.378(2) C6 C1 1.389(2) C6 H6 0.968(18) C3 C2 1.383(2) C3 C4 1.395(2) C3 H3 0.951(16) C1 O1 1.3701(19) C1 C2 1.382(2) O1 H1 0.89(2) C5 C4 1.402(2) C5 H5 0.937(19) C2 H2 1.027(17) C8 H8A 0.9600 C8 H8B 0.9600 C8 H8C 0.9600 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 C5 C6 C1 O1 179.44(15) C5 C6 C1 C2 0.1(2) C1 C6 C5 C4 0.1(2) C2 C3 C4 C5 0.1(2) C2 C3 C4 C7 178.94(14) C6 C5 C4 C3 -0.1(2) C6 C5 C4 C7 -179.03(14) O2 C7 C4 C3 179.34(14) C8 C7 C4 C3 -0.6(2) O2 C7 C4 C5 -1.8(2) C8 C7 C4 C5 178.23(14) O1 C1 C2 C3 -179.45(15) C6 C1 C2 C3 -0.1(2) C4 C3 C2 C1 0.0(2)