#------------------------------------------------------------------------------ #$Date: 2012-02-03 19:16:24 +0200 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/46/2014677.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_2014677 loop_ _publ_author_name 'Rozycka-Sokolowska, Ewa' 'Marciniak, Bernard' 'Pavlyuk, Volodymyr' 'Dziwinski, Euzebiusz' _publ_section_title ; 2,4'-Isopropylidenediphenol ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first o45 _journal_page_last o46 _journal_volume 61 _journal_year 2005 _chemical_formula_iupac 'C15 H16 O2' _chemical_formula_moiety 'C15 H16 O2' _chemical_formula_sum 'C15 H16 O2' _chemical_formula_weight 228.28 _chemical_name_systematic ; 2,4'-(propane-2,2-diyl)diphenol ; _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 SHELXL97 _cell_angle_alpha 90.00 _cell_angle_beta 93.62(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 13.621(3) _cell_length_b 12.461(2) _cell_length_c 7.2320(10) _cell_measurement_reflns_used 20 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 15 _cell_measurement_theta_min 8 _cell_volume 1225.0(4) _computing_cell_refinement 'DARCH software' _computing_data_collection 'DARCH software' _computing_data_reduction 'DARCH software' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2000)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type DARCH-1 _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'BSW x-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0061 _diffrn_reflns_av_sigmaI/netI 0.0266 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 5620 _diffrn_reflns_theta_full 27.44 _diffrn_reflns_theta_max 27.44 _diffrn_reflns_theta_min 1.50 _diffrn_standards_decay_% 2.2 _diffrn_standards_interval_count 100 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_T_max 0.996 _exptl_absorpt_correction_T_min 0.966 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details '(DIFABS; Walker & Stuart, 1983)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.238 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 488 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.04 _refine_diff_density_max 0.081 _refine_diff_density_min -0.187 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.138 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 158 _refine_ls_number_reflns 2810 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.138 _refine_ls_R_factor_all 0.0670 _refine_ls_R_factor_gt 0.0425 _refine_ls_shift/su_max 0.027 _refine_ls_shift/su_mean 0.009 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0401P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1105 _refine_ls_wR_factor_ref 0.1364 _reflns_number_gt 1589 _reflns_number_total 2810 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file ga1076.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/c' _cod_database_code 2014677 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_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 0.41329(13) -0.03795(15) 0.2452(2) 0.0906(5) Uani d . 1 . . C H1 0.4489 0.0258 0.2494 0.109 Uiso calc R 1 . . H C2 0.45624(13) -0.12856(14) 0.1752(3) 0.0912(5) Uani d . 1 . . C H2 0.5193 -0.1247 0.1334 0.109 Uiso calc R 1 . . H C3 0.40668(13) -0.22299(15) 0.1672(2) 0.0961(5) Uani d . 1 . . C H3 0.4357 -0.2840 0.1206 0.115 Uiso calc R 1 . . H C4 0.31466(13) -0.22779(16) 0.2277(3) 0.0981(5) Uani d . 1 . . C H4 0.2806 -0.2925 0.2216 0.118 Uiso calc R 1 . . H C5 0.27073(13) -0.13841(14) 0.2979(3) 0.0890(4) Uani d . 1 . . C C6 0.31862(13) -0.03781(14) 0.3102(2) 0.0897(4) Uani d . 1 . . C O7 0.17594(9) -0.14379(10) 0.35549(19) 0.0960(4) Uani d . 1 . . O H7 0.1660 -0.2038 0.3968 0.144 Uiso calc R 1 . . H C8 0.27151(13) 0.05871(14) 0.3980(2) 0.0882(4) Uani d . 1 . . C C9 0.33327(14) 0.16039(16) 0.3794(3) 0.1017(5) Uani d . 1 . . C H9A 0.3005 0.2200 0.4326 0.153 Uiso calc R 1 . . H H9B 0.3414 0.1744 0.2507 0.153 Uiso calc R 1 . . H H9C 0.3966 0.1505 0.4432 0.153 Uiso calc R 1 . . H C10 0.26617(13) 0.03819(14) 0.6043(2) 0.0933(5) Uani d . 1 . . C H10A 0.2394 0.1002 0.6619 0.140 Uiso calc R 1 . . H H10B 0.3310 0.0241 0.6587 0.140 Uiso calc R 1 . . H H10C 0.2247 -0.0227 0.6226 0.140 Uiso calc R 1 . . H C11 0.08672(14) 0.09981(15) 0.3934(3) 0.0947(5) Uani d . 1 . . C H11 0.0906 0.0944 0.5219 0.114 Uiso calc R 1 . . H C12 -0.00174(14) 0.12450(14) 0.3048(3) 0.0959(5) Uani d . 1 . . C H12 -0.0563 0.1359 0.3735 0.115 Uiso calc R 1 . . H C13 -0.01109(13) 0.13264(13) 0.1157(3) 0.0866(4) Uani d . 1 . . C C14 0.07046(14) 0.11704(15) 0.0172(3) 0.0949(5) Uani d . 1 . . C H14 0.0661 0.1237 -0.1111 0.114 Uiso calc R 1 . . H C15 0.15901(13) 0.09135(15) 0.1094(3) 0.0925(5) Uani d . 1 . . C H15 0.2133 0.0795 0.0404 0.111 Uiso calc R 1 . . H C16 0.17051(12) 0.08251(13) 0.3007(2) 0.0846(4) Uani d . 1 . . C O17 -0.10262(8) 0.15825(11) 0.03339(18) 0.0951(4) Uani d . 1 . . O H17 -0.1037 0.1446 -0.0776 0.143 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 C1 0.0813(9) 0.0976(11) 0.0931(11) -0.0075(8) 0.0080(8) -0.0022(8) C2 0.0857(10) 0.0958(11) 0.0952(11) 0.0056(8) 0.0062(8) -0.0010(9) C3 0.0920(11) 0.0985(12) 0.0964(11) 0.0049(9) -0.0057(9) -0.0184(9) C4 0.0896(10) 0.0954(11) 0.1081(12) 0.0042(9) -0.0038(9) -0.0135(10) C5 0.0769(9) 0.0997(11) 0.0903(10) -0.0002(8) 0.0047(8) -0.0014(8) C6 0.0843(10) 0.0956(11) 0.0886(10) -0.0001(8) 0.0019(8) 0.0004(8) O7 0.0874(7) 0.0885(7) 0.1129(10) -0.0064(5) 0.0129(6) -0.0011(6) C8 0.0849(10) 0.0865(10) 0.0916(10) -0.0029(7) -0.0059(8) 0.0017(8) C9 0.0987(12) 0.1046(13) 0.1004(13) -0.0124(10) -0.0042(10) -0.0001(10) C10 0.0922(11) 0.0912(11) 0.0947(11) 0.0004(8) -0.0090(9) -0.0033(8) C11 0.0958(11) 0.1038(12) 0.0843(10) 0.0112(9) 0.0052(9) 0.0002(8) C12 0.0884(11) 0.1013(12) 0.0988(12) 0.0065(9) 0.0118(9) -0.0014(9) C13 0.0818(9) 0.0813(9) 0.0949(11) 0.0067(7) -0.0079(8) -0.0035(8) C14 0.0962(12) 0.0982(12) 0.0905(11) 0.0066(9) 0.0068(9) 0.0009(9) C15 0.0871(10) 0.0964(11) 0.0947(11) 0.0061(8) 0.0106(8) 0.0008(9) C16 0.0879(10) 0.0785(9) 0.0869(9) -0.0012(7) 0.0016(8) -0.0017(7) O17 0.0828(7) 0.1016(8) 0.0992(8) 0.0136(6) -0.0076(6) -0.0091(7) 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 . 1.382(2) ? C1 C6 . 1.400(2) ? C1 H1 . 0.9300 ? C2 C3 . 1.356(3) ? C2 H2 . 0.9300 ? C3 C4 . 1.354(2) ? C3 H3 . 0.9300 ? C4 C5 . 1.377(2) ? C4 H4 . 0.9300 ? C5 O7 . 1.383(2) ? C5 C6 . 1.413(2) ? C6 C8 . 1.521(2) ? O7 H7 . 0.8200 ? C8 C10 . 1.520(2) ? C8 C9 . 1.532(3) ? C8 C16 . 1.534(2) ? C9 H9A . 0.9600 ? C9 H9B . 0.9600 ? C9 H9C . 0.9600 ? C10 H10A . 0.9600 ? C10 H10B . 0.9600 ? C10 H10C . 0.9600 ? C11 C12 . 1.363(2) ? C11 C16 . 1.377(2) ? C11 H11 . 0.9300 ? C12 C13 . 1.370(3) ? C12 H12 . 0.9300 ? C13 C14 . 1.371(2) ? C13 O17 . 1.384(2) ? C14 C15 . 1.379(2) ? C14 H14 . 0.9300 ? C15 C16 . 1.387(2) ? C15 H15 . 0.9300 ? O17 H17 . 0.8200 ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0000 '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 0.0106 0.0000 '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 C2 C1 C6 122.96(16) C2 C1 H1 118.5 C6 C1 H1 118.5 C3 C2 C1 120.22(17) C3 C2 H2 119.9 C1 C2 H2 119.9 C4 C3 C2 119.53(17) C4 C3 H3 120.2 C2 C3 H3 120.2 C3 C4 C5 121.07(18) C3 C4 H4 119.5 C5 C4 H4 119.5 C4 C5 O7 120.51(16) C4 C5 C6 122.09(17) O7 C5 C6 117.39(15) C1 C6 C5 114.14(15) C1 C6 C8 124.27(16) C5 C6 C8 121.50(16) C5 O7 H7 109.5 C10 C8 C6 108.93(14) C10 C8 C9 106.63(15) C6 C8 C9 111.65(15) C10 C8 C16 112.69(15) C6 C8 C16 110.56(14) C9 C8 C16 106.34(14) C8 C9 H9A 109.5 C8 C9 H9B 109.5 H9A C9 H9B 109.5 C8 C9 H9C 109.5 H9A C9 H9C 109.5 H9B C9 H9C 109.5 C8 C10 H10A 109.5 C8 C10 H10B 109.5 H10A C10 H10B 109.5 C8 C10 H10C 109.5 H10A C10 H10C 109.5 H10B C10 H10C 109.5 C12 C11 C16 122.82(18) C12 C11 H11 118.6 C16 C11 H11 118.6 C11 C12 C13 120.63(18) C11 C12 H12 119.7 C13 C12 H12 119.7 C14 C13 C12 118.76(17) C14 C13 O17 123.15(17) C12 C13 O17 118.08(18) C13 C14 C15 119.65(18) C13 C14 H14 120.2 C15 C14 H14 120.2 C14 C15 C16 122.77(17) C14 C15 H15 118.6 C16 C15 H15 118.6 C11 C16 C15 115.36(16) C11 C16 C8 123.65(16) C15 C16 C8 120.97(16) C13 O17 H17 109.5 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 O7 H7 O17 2_545 0.82 2.00 2.798(2) 163 O17 H17 O7 3 0.82 2.18 2.930(2) 152 C10 H10C O7 . 0.96 2.51 3.100(2) 120 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 C6 C1 C2 C3 -0.1(3) C1 C2 C3 C4 0.3(3) C2 C3 C4 C5 -0.3(3) C3 C4 C5 O7 178.60(17) C3 C4 C5 C6 0.2(3) C2 C1 C6 C5 0.0(3) C2 C1 C6 C8 176.38(17) C4 C5 C6 C1 0.0(3) O7 C5 C6 C1 -178.48(16) C4 C5 C6 C8 -176.53(17) O7 C5 C6 C8 5.0(3) C1 C6 C8 C10 -108.56(19) C5 C6 C8 C10 67.6(2) C1 C6 C8 C9 8.9(2) C5 C6 C8 C9 -174.92(16) C1 C6 C8 C16 127.10(18) C5 C6 C8 C16 -56.8(2) C16 C11 C12 C13 0.4(3) C11 C12 C13 C14 -0.9(3) C11 C12 C13 O17 -179.80(16) C12 C13 C14 C15 1.4(3) O17 C13 C14 C15 -179.78(16) C13 C14 C15 C16 -1.4(3) C12 C11 C16 C15 -0.3(3) C12 C11 C16 C8 177.69(17) C14 C15 C16 C11 0.8(3) C14 C15 C16 C8 -177.23(16) C10 C8 C16 C11 9.4(2) C6 C8 C16 C11 131.57(18) C9 C8 C16 C11 -107.1(2) C10 C8 C16 C15 -172.69(16) C6 C8 C16 C15 -50.5(2) C9 C8 C16 C15 70.8(2)