#------------------------------------------------------------------------------ #$Date: 2015-04-02 12:22:18 +0100 (Thu, 02 Apr 2015) $ #$Revision: 134621 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/12/2101297.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_2101297 loop_ _publ_author_name 'Ferguson, George' 'Carrol, Christopher D.' 'Glidewell, Christopher' 'Zakaria, Choudhury, M.' 'Lough, Alan, J.' _publ_section_title ; Hydrogen bonding in diphenylmethanols, RCPh~2~OH: structures of monomeric (4-biphenyl)diphenylmethanol and diphenyl(2-pyridyl)methanol, dimeric 1,1,3-triphenylpropyn-1-ol, trimeric 2-methyl-1,1-diphenylpropan-1-ol, tetrameric diphenyl(2-thienyl)methanol, hexameric bis(pentafluorophenyl)methanol (at 293 and 173 K) and polymeric diphenylmethanol ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 367 _journal_page_last 377 _journal_paper_doi 10.1107/S0108768194013984 _journal_volume 51 _journal_year 1995 _chemical_formula_moiety 'C16 H18 O ' _chemical_formula_sum 'C16 H18 O' _chemical_formula_weight 226.32 _chemical_name_common 2-Methyl-1,1-diphenylpropan-1-ol _chemical_name_systematic ; 2-Methyl-1,1-diphenylpropan-1-ol ; _space_group_IT_number 159 _symmetry_cell_setting trigonal _symmetry_space_group_name_Hall 'P 3 -2c' _symmetry_space_group_name_H-M 'P 3 1 c' _cell_angle_alpha 90.0 _cell_angle_beta 90.0 _cell_angle_gamma 120.0 _cell_formula_units_Z 6 _cell_length_a 13.9232(17) _cell_length_b 13.9232(17) _cell_length_c 12.0200(19) _cell_measurement_reflns_used 24 _cell_measurement_temperature 293 _cell_measurement_theta_max 12.00 _cell_measurement_theta_min 9.50 _cell_volume 2018.0(5) _computing_cell_refinement 'Enraf-Nonius CELDIM' _computing_data_collection 'Enraf-Nonius CAD4' _computing_data_reduction 'NRCVAX DATRD2' _computing_molecular_graphics NRCVAX _computing_publication_material 'NRCVAX TABLES Jan 94 Version' _computing_structure_refinement 'NRCVAX LSTSQ' _computing_structure_solution 'NRCVAX SOLVER' _diffrn_ambient_temperature 293 _diffrn_measurement_device 'Nonius CAD-4 ' _diffrn_measurement_method 'Theta/2theta scan b/P/b ' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'xray tube' _diffrn_radiation_type 'Molybdenum K\a' _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.013 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 4619 _diffrn_reflns_theta_max 26.87 _diffrn_reflns_theta_min 2.00 _diffrn_standards_decay_% 12.7 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.06 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 1.0000 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.117 _exptl_crystal_description needle _exptl_crystal_F_000 732 _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _refine_diff_density_max 0.08 _refine_diff_density_min -0.09 _refine_ls_extinction_coef 13E3(3) _refine_ls_extinction_method 'Larson (1970)' _refine_ls_goodness_of_fit_obs 1.13 _refine_ls_hydrogen_treatment 'CH riding 0.95\%A, OH from diff. map' _refine_ls_matrix_type full _refine_ls_number_parameters 154 _refine_ls_number_reflns 763 _refine_ls_R_factor_all 0.081 _refine_ls_R_factor_obs 0.031 _refine_ls_shift/esd_max 0.000 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/(\s^2^(F)+0.0008F^2^)' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.051 _refine_ls_wR_factor_obs 0.040 _reflns_number_observed 763 _reflns_number_total 1474 _reflns_observed_criterion 'Inet > 3.0\s(Inet)' _[local]_cod_data_source_file ab0331.cif _[local]_cod_data_source_block 4 _[local]_cod_chemical_formula_sum_orig 'C16 H18 O ' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Trigonal' changed to 'trigonal' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Trigonal' changed to 'trigonal' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value '1/(\s^2^(F)+0.0008F^2^)' 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^(F)+0.0008F^2^)'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 2018.0(4) _cod_database_code 2101297 loop_ _symmetry_equiv_pos_as_xyz x,y,z -y,x-y,z -x+y,-x,z y,x,1/2+z x-y,-y,1/2+z -x,-x+y,1/2+z 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 _atom_site_aniso_type_symbol O1 0.0479(13) 0.0742(16) 0.0811(17) 0.0366(13) 0.0084(13) 0.0068(14) O C1 0.0374(16) 0.0501(19) 0.062(2) 0.0258(15) 0.0004(16) 0.0029(17) C C2 0.0476(19) 0.056(2) 0.060(2) 0.0288(17) 0.0049(19) 0.0067(19) C C3 0.080(3) 0.060(2) 0.074(3) 0.034(2) 0.002(2) 0.018(2) C C4 0.085(3) 0.083(3) 0.063(2) 0.044(3) -0.005(2) 0.006(2) C C11 0.0357(17) 0.0488(18) 0.062(2) 0.0186(15) -0.0046(17) 0.0019(19) C C12 0.067(2) 0.065(2) 0.061(2) 0.035(2) -0.006(2) 0.006(2) C C13 0.085(3) 0.063(3) 0.079(3) 0.029(2) -0.004(3) 0.020(2) C C14 0.088(3) 0.053(2) 0.108(4) 0.036(2) -0.023(3) 0.002(3) C C15 0.086(3) 0.068(3) 0.108(4) 0.051(2) -0.002(3) -0.012(3) C C16 0.061(2) 0.057(2) 0.086(3) 0.0314(19) 0.012(2) 0.000(2) C C21 0.055(2) 0.0418(17) 0.061(2) 0.0223(16) 0.000(2) 0.0105(18) C C22 0.082(3) 0.055(2) 0.061(2) 0.033(2) 0.000(2) 0.003(2) C C23 0.130(5) 0.051(2) 0.062(3) 0.028(3) -0.016(3) -0.001(2) C C24 0.101(4) 0.058(3) 0.101(4) 0.003(3) -0.041(3) 0.010(3) C C25 0.059(3) 0.078(3) 0.114(4) 0.011(2) -0.029(3) 0.017(3) C C26 0.049(2) 0.069(2) 0.085(3) 0.0226(18) -0.005(2) 0.007(2) C loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_type_symbol O1 0.54263(18) 0.3220(2) 0.0 0.0650(18) Uani 1 O C1 0.4420(2) 0.3209(3) 0.0306(4) 0.048(2) Uani 1 C C2 0.4026(3) 0.2637(3) 0.1439(4) 0.053(2) Uani 1 C C3 0.3623(3) 0.1399(3) 0.1393(4) 0.072(3) Uani 1 C C4 0.4906(4) 0.3179(4) 0.2349(4) 0.076(3) Uani 1 C C11 0.4678(2) 0.4416(3) 0.0294(4) 0.050(2) Uani 1 C C12 0.5324(3) 0.5109(3) -0.0561(4) 0.064(3) Uani 1 C C13 0.5562(4) 0.6198(4) -0.0602(4) 0.080(3) Uani 1 C C14 0.5151(4) 0.6607(3) 0.0176(5) 0.083(4) Uani 1 C C15 0.4504(4) 0.5940(4) 0.1010(5) 0.082(4) Uani 1 C C16 0.4268(3) 0.4850(3) 0.1082(4) 0.067(3) Uani 1 C C21 0.3550(3) 0.2571(3) -0.0588(4) 0.054(2) Uani 1 C C22 0.3754(3) 0.2101(3) -0.1499(4) 0.066(3) Uani 1 C C23 0.2937(5) 0.1496(3) -0.2263(4) 0.089(4) Uani 1 C C24 0.1895(5) 0.1358(4) -0.2138(6) 0.103(4) Uani 1 C C25 0.1672(4) 0.1831(4) -0.1243(6) 0.094(4) Uani 1 C C26 0.2491(3) 0.2440(3) -0.0478(5) 0.071(3) Uani 1 C H2 0.341 0.271 0.166 0.0645 Uiso 1 H H3a 0.339 0.109 0.211 0.0814 Uiso 1 H H3b 0.302 0.105 0.089 0.0814 Uiso 1 H H3c 0.421 0.129 0.115 0.0814 Uiso 1 H H4a 0.462 0.280 0.303 0.0869 Uiso 1 H H4b 0.555 0.315 0.215 0.0869 Uiso 1 H H4c 0.509 0.393 0.244 0.0869 Uiso 1 H H12 0.560 0.483 -0.112 0.0743 Uiso 1 H H13 0.602 0.667 -0.118 0.0859 Uiso 1 H H14 0.532 0.736 0.014 0.0931 Uiso 1 H H15 0.421 0.622 0.155 0.0974 Uiso 1 H H16 0.382 0.439 0.167 0.0777 Uiso 1 H H22 0.447 0.220 -0.160 0.0758 Uiso 1 H H23 0.309 0.117 -0.288 0.0911 Uiso 1 H H24 0.133 0.094 -0.267 0.0966 Uiso 1 H H25 0.095 0.174 -0.115 0.0935 Uiso 1 H H26 0.234 0.278 0.013 0.0778 Uiso 1 H HO1 0.600 0.385 0.012 0.0600 Uiso 0.5 H HO2 0.546 0.279 0.023 0.0600 Uiso 0.5 H loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0.002 0.002 'International Tables Vol. IV Table 2.2B' H 0.000 0.000 'International Tables Vol. IV Table 2.2B' O 0.008 0.006 'International Tables Vol. IV Table 2.2B' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -3 6 -2 -2 5 -4 -3 5 -4 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 O1 HO1 . 112 yes C1 O1 HO2 . 112 yes HO1 O1 HO2 . 113 no O1 C1 C2 . 109.0(2) yes O1 C1 C11 . 107.0(2) yes O1 C1 C21 . 108.1(3) yes C2 C1 C11 . 113.9(3) no C2 C1 C21 . 110.4(3) no C11 C1 C21 . 108.3(3) no C1 C2 C3 . 112.9(3) yes C1 C2 C4 . 112.8(3) yes C3 C2 C4 . 109.6(3) yes C1 C11 C12 . 119.0(3) no C1 C11 C16 . 123.2(3) no C12 C11 C16 . 117.8(3) no C11 C12 C13 . 120.4(4) no C12 C13 C14 . 120.9(4) no C13 C14 C15 . 119.7(4) no C14 C15 C16 . 120.6(4) no C11 C16 C15 . 120.6(4) no C1 C21 C22 . 122.9(3) no C1 C21 C26 . 119.1(4) no C22 C21 C26 . 118.0(4) no C21 C22 C23 . 121.2(4) no C22 C23 C24 . 120.4(5) no C23 C24 C25 . 119.6(4) no C24 C25 C26 . 120.1(5) no C21 C26 C25 . 120.7(5) no O1 HO1 O1 3_665 137 no O1 HO2 O1 2_655 131 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C1 1.441(4) yes O1 HO1 0.85 no O1 HO2 0.68 no C1 C2 1.534(6) yes C1 C11 1.533(4) yes C1 C21 1.529(6) yes C2 C3 1.523(5) yes C2 C4 1.530(6) yes C11 C12 1.388(6) no C11 C16 1.390(6) no C12 C13 1.382(6) no C13 C14 1.361(8) no C14 C15 1.357(8) no C15 C16 1.386(6) no C21 C22 1.376(7) no C21 C26 1.398(5) no C22 C23 1.374(7) no C23 C24 1.373(10) no C24 C25 1.375(12) no C25 C26 1.379(7) no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_2 _geom_contact_publ_flag O1 O1 2.864(7) 2_655 yes O1 O1 2.864(7) 3_665 yes HO1 O1 2.18 3_665 yes HO2 O1 2.37 2_655 yes 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 HO1 O1 C1 C2 -101 no HO1 O1 C1 C11 23 no HO1 O1 C1 C21 139 no HO2 O1 C1 C2 27 no HO2 O1 C1 C11 151 no HO2 O1 C1 C21 -93 no O1 C1 C2 C3 -68.6(4) no O1 C1 C2 C4 56.4(4) no C11 C1 C2 C3 172.0(7) no C11 C1 C2 C4 -63.0(5) no C21 C1 C2 C3 50.0(4) no C21 C1 C2 C4 174.9(7) no O1 C1 C11 C12 41.5(4) no O1 C1 C11 C16 -140.5(7) no C2 C1 C11 C12 162.0(7) no C2 C1 C11 C16 -20.0(4) no C21 C1 C11 C12 -74.7(5) no C21 C1 C11 C16 103.2(6) no O1 C1 C21 C22 0.6(3) no O1 C1 C21 C26 179.8(7) no C2 C1 C21 C22 -118.5(7) no C2 C1 C21 C26 60.7(5) no C11 C1 C21 C22 116.2(6) no C11 C1 C21 C26 -64.7(5) no C1 C11 C12 C13 179.3(8) no C16 C11 C12 C13 1.3(4) no C1 C11 C16 C15 -178.2(8) no C12 C11 C16 C15 -0.2(4) no C11 C12 C13 C14 -1.4(4) no C12 C13 C14 C15 0.4(4) no C13 C14 C15 C16 0.7(4) no C14 C15 C16 C11 -0.8(4) no C1 C21 C22 C23 177.4(8) no C26 C21 C22 C23 -1.8(4) no C1 C21 C26 C25 -177.3(8) no C22 C21 C26 C25 1.9(5) no C21 C22 C23 C24 0.9(5) no C22 C23 C24 C25 0.0(5) no C23 C24 C25 C26 0.1(5) no C24 C25 C26 C21 -1.1(5) no