#------------------------------------------------------------------------------ #$Date: 2015-01-23 12:30:19 +0000 (Fri, 23 Jan 2015) $ #$Revision: 130086 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/73/2007324.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_2007324 loop_ _publ_author_name 'Blackburn, Anthony C.' 'Gerkin, Roger E.' _publ_section_title ; Hydrogen-Bonding Patterns in a Centrosymmetric Structure with Z' = 2: \a,\a',\a''-Trimethyl-1,3,5-benzenetrimethanol ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 792 _journal_page_last 795 _journal_paper_doi 10.1107/S0108270197019975 _journal_volume 54 _journal_year 1998 _chemical_formula_moiety 'C12 H18 O3 ' _chemical_formula_sum 'C12 H18 O3' _chemical_formula_weight 210.27 _chemical_name_common \a,\a',\a''-trimethyl-1,3,5-benzenetrimethanol _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' _cell_angle_alpha 90 _cell_angle_beta 115.51(2) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 9.386(2) _cell_length_b 27.5000(10) _cell_length_c 10.316(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296 _cell_measurement_theta_max 17.1 _cell_measurement_theta_min 12.6 _cell_volume 2403.1(8) _computing_cell_refinement 'MSC/AFC Diffractometer Control Software' _computing_data_collection ; MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1988) ; _computing_data_reduction 'TEXSAN (Molecular Structure Corporation, 1995)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'TEXSAN and PLATON (Spek, 1990)' _computing_structure_refinement TEXSAN _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 296 _diffrn_measurement_device_type 'Rigaku AFC-5S' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.019 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 35 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 6027 _diffrn_reflns_theta_max 27.56 _diffrn_reflns_theta_min 2.0 _diffrn_standards_decay_% '+-2.2% (average maximum relative intensity)' _diffrn_standards_interval_count 150 _diffrn_standards_number 6 _exptl_absorpt_coefficient_mu 0.082 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.162 _exptl_crystal_density_meas ? _exptl_crystal_description 'cut plate' _exptl_crystal_F_000 912 _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.19 _refine_diff_density_max 0.52 _refine_diff_density_min -0.43 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 2.11 _refine_ls_hydrogen_treatment 'H atoms treated by a mixture of independent and constrained refinement' _refine_ls_matrix_type full _refine_ls_number_parameters 300 _refine_ls_number_reflns 5563 _refine_ls_R_factor_gt 0.071 _refine_ls_shift/su_max <0.01 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'w = 1/\s^2^(F^2^)' _refine_ls_wR_factor_ref 0.083 _reflns_number_gt 3119 _reflns_number_total 5697 _reflns_threshold_expression I>2\s~I~ _[local]_cod_data_source_file fg1397.cif _[local]_cod_data_source_block fg1397 _[local]_cod_cif_authors_sg_H-M 'P 21/c' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' 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: '_atom_site_adp_type' tag value 'Uij' was replaced with 'Uani' value 30 times. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' 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: '_exptl_crystal_density_meas' value 'none' 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 ; _cod_original_cell_volume 2403.2(9) _cod_database_code 2007324 _cod_database_fobs_code 2007324 loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x,1/2+y,1/2-z' ' -x, -y, -z' ' +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_calc_attached_atom _atom_site_occupancy O1A -.3723(2) .15813(6) .4856(2) .0532(7) Uani ? ? 1 O2A -.1637(2) .37664(7) .4649(2) .0521(6) Uani ? ? 1 O3A -.6352(2) .33058(8) .7331(2) .0580(7) Uani ? ? 1 C1A -.3429(3) .24540(8) .5279(3) .0385(8) Uani ? ? 1 C2A -.2969(3) .28892(9) .4902(3) .0425(8) Uani ? ? 1 C3A -.3604(3) .33291(8) .5056(3) .0415(8) Uani ? ? 1 C4A -.4732(3) .33262(8) .5599(3) .0448(8) Uani ? ? 1 C5A -.5212(3) .28940(9) .5982(3) .0400(8) Uani ? ? 1 C6A -.4547(3) .24622(8) .5825(3) .0411(8) Uani ? ? 1 C7A -.2678(3) .19816(9) .5144(3) .0472(9) Uani ? ? 1 C8A -.1227(3) .18690(10) .6506(3) .0670(10) Uani ? ? 1 C9A -.3186(3) .38039(10) .4563(3) .0600(10) Uani ? ? 1 C10A -.4369(4) .39550(10) .3172(4) .0690(10) Uani ? ? .817(6) C11A -.6510(3) .28858(10) .6479(3) .0529(9) Uani ? ? 1 C12A -.8082(4) .28460(10) .5251(4) .1030(10) Uani ? ? 1 C51A -.394(2) .4225(6) .455(2) .071(7) Uiso ? ? .183(6) O1B -.3287(2) .44026(7) 1.0440(2) .0509(7) Uani ? ? 1 O2B .0887(2) .36198(8) .7247(2) .0620(7) Uani ? ? 1 O3B .1048(2) .54808(7) .6864(2) .0558(7) Uani ? ? 1 C1B -.2245(3) .46578(8) .8728(2) .0363(7) Uani ? ? 1 C2B -.1475(3) .42215(8) .8792(3) .0386(8) Uani ? ? 1 C3B -.0325(3) .41881(8) .8288(2) .0388(8) Uani ? ? 1 C4B .0036(3) .45984(9) .7695(3) .0416(8) Uani ? ? 1 C5B -.0735(3) .50349(9) .7614(3) .0400(8) Uani ? ? 1 C6B -.1850(3) .50612(8) .8148(2) .0390(8) Uani ? ? 1 C7B -.3554(3) .46978(8) .9220(3) .0442(8) Uani ? ? 1 C8B -.5138(3) .45890(10) .8005(3) .0604(10) Uani ? ? 1 C9B .0523(3) .37107(10) .8422(3) .0533(9) Uani ? ? 1 C10B .2034(4) .36870(10) .9757(3) .0780(10) Uani ? ? 1 C11B -.0451(3) .54860(10) .6896(3) .0543(10) Uani ? ? 1 C12B -.1674(3) .55410(10) .5423(3) .0800(10) Uani ? ? 1 H2A -.2179 .2887 .4518 .0510 Uiso calc C2A 1 H2B -.1746 .3933 .9198 .0464 Uiso calc C2B 1 H4A -.5193 .3634 .5712 .0538 Uiso calc C4A 1 H4B .0843 .4578 .7333 .0499 Uiso calc C4B 1 H6A -.4871 .2156 .6105 .0493 Uiso calc C6A 1 H6B -.2373 .5372 .8117 .0468 Uiso calc C6B 1 H7A -.2367 .2012 .4354 .0566 Uiso calc C7A 1 H7B -.3579 .5037 .9503 .0531 Uiso calc C7B 1 H8A1 -.0717 .1576 .6365 .0801 Uiso calc C8A 1 H8A2 -.0490 .2143 .6746 .0801 Uiso calc C8A 1 H8A3 -.1533 .1815 .7291 .0801 Uiso calc C8A 1 H8B1 -.5969 .4645 .8324 .0725 Uiso calc C8B 1 H8B2 -.5167 .4250 .7708 .0725 Uiso calc C8B 1 H8B3 -.5310 .4803 .7191 .0725 Uiso calc C8B 1 H9A -.3125 .4047 .5282 .0709 Uiso calc C9A 1 H9B -.0165 .3449 .8461 .0639 Uiso calc C9B 1 H10A1 -.5399 .3825 .3024 .0830 Uiso calc C10A 1 H10A2 -.4418 .4311 .3127 .0830 Uiso calc C10A 1 H10A3 -.4089 .3831 .2420 .0830 Uiso calc C10A 1 H10B1 .1818 .3737 1.0596 .0932 Uiso calc C10B 1 H10B2 .2523 .3368 .9823 .0932 Uiso calc C10B 1 H10B3 .2752 .3941 .9728 .0932 Uiso calc C10B 1 H11A -.6353 .2599 .7090 .0634 Uiso calc C11A 1 H11B -.0494 .5771 .7448 .0652 Uiso calc C11B 1 H12A1 -.8062 .2588 .4603 .1234 Uiso calc C12A 1 H12A2 -.8872 .2768 .5603 .1234 Uiso calc C12A 1 H12A3 -.8354 .3156 .4732 .1234 Uiso calc C12A 1 H12B1 -.2716 .5541 .5426 .0965 Uiso calc C12B 1 H12B2 -.1517 .5849 .5023 .0965 Uiso calc C12B 1 H12B3 -.1605 .5270 .4834 .0965 Uiso calc C12B 1 H16A -.452(3) .1650(10) .406(3) .100(10) Uiso ? ? 1 H16B -.336(3) .4133(8) 1.023(3) .046(9) Uiso ? ? 1 H17A -.147(3) .4007(9) .425(3) .080(10) Uiso ? ? 1 H17B .012(3) .3668(9) .652(2) .051(9) Uiso ? ? 1 H18A -.713(3) .3359(9) .733(3) .052(9) Uiso ? ? 1 H18B .177(3) .5503(10) .777(3) .080(10) Uiso ? ? 1 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 O1A .0600(10) .0320(10) .0650(10) .0030(10) .0240(10) -.0020(10) O2A .0470(10) .0490(10) .0670(10) -.0055(10) .0310(10) .0130(10) O3A .0430(10) .0690(10) .0710(10) .0030(10) .0320(10) -.0200(10) C1A .041(2) .0320(10) .048(2) .0020(10) .0240(10) .0000(10) C2A .0390(10) .043(2) .056(2) .0040(10) .0300(10) .0040(10) C3A .040(2) .0310(10) .057(2) .0030(10) .0250(10) .0070(10) C4A .044(2) .0310(10) .065(2) .0050(10) .0300(10) -.0020(10) C5A .0370(10) .0390(10) .048(2) -.0030(10) .0220(10) -.0030(10) C6A .049(2) .0290(10) .051(2) -.0030(10) .0270(10) .0020(10) C7A .049(2) .037(2) .061(2) .0050(10) .029(2) -.0010(10) C8A .059(2) .053(2) .078(2) .013(2) .020(2) -.004(2) C9A .056(2) .043(2) .094(3) .005(2) .045(2) .014(2) C10A .054(2) .074(3) .080(3) .012(2) .030(2) .044(2) C11A .046(2) .057(2) .067(2) -.003(2) .035(2) -.015(2) C12A .059(2) .121(3) .138(3) -.014(2) .051(2) -.060(3) O1B .0680(10) .0430(10) .0540(10) -.0060(10) .0370(10) -.0010(10) O2B .0500(10) .080(2) .0570(10) .0220(10) .0240(10) -.0070(10) O3B .0490(10) .0640(10) .0580(10) -.0130(10) .0270(10) .0110(10) C1B .0360(10) .0350(10) .040(2) .0000(10) .0180(10) .0000(10) C2B .047(2) .0310(10) .047(2) -.0010(10) .0280(10) .0040(10) C3B .042(2) .0340(10) .044(2) .0050(10) .0220(10) .0030(10) C4B .0390(10) .047(2) .047(2) .0010(10) .0250(10) .0040(10) C5B .0360(10) .039(2) .047(2) -.0030(10) .0200(10) .0070(10) C6B .0370(10) .0300(10) .049(2) .0030(10) .0180(10) .0050(10) C7B .050(2) .035(2) .057(2) .0000(10) .033(2) .0020(10) C8B .050(2) .068(2) .069(2) .003(2) .031(2) .004(2) C9B .056(2) .051(2) .062(2) .015(2) .034(2) .004(2) C10B .087(3) .072(2) .071(2) .037(2) .032(2) .007(2) C11B .052(2) .054(2) .063(2) -.001(2) .030(2) .015(2) C12B .060(2) .097(3) .081(2) -.001(2) .028(2) .043(2) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source H 0 0 'Stewart, Davidson & Simpson (1965)' C .003 .002 'Creagh & McAuley (1992)' O .011 .006 'Creagh & McAuley (1992)' 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 C7A O1A H16A 105(2) no C9A O2A H17A 108.0(10) no C11A O3A H18A 108(2) no C2A C1A C6A 118.8(2) yes C2A C1A C7A 120.2(2) no C6A C1A C7A 121.0(2) no C1A C2A C3A 121.4(2) yes C1A C2A H2A 119.3 no C3A C2A H2A 119.3 no C2A C3A C4A 118.6(2) yes C2A C3A C9A 121.9(2) no C4A C3A C9A 119.4(2) no C3A C4A C5A 121.0(2) yes C3A C4A H4A 119.5 no C5A C4A H4A 119.5 no C4A C5A C6A 119.0(2) yes C4A C5A C11A 121.1(2) no C6A C5A C11A 119.8(2) no C1A C6A C5A 121.3(2) yes C1A C6A H6A 119.4 no C5A C6A H6A 119.4 no O1A C7A C1A 112.2(2) yes O1A C7A C8A 107.5(2) yes O1A C7A H7A 108.7 no C1A C7A C8A 111.1(2) no C1A C7A H7A 108.7 no C8A C7A H7A 108.7 no C7A C8A H8A3 109.5 no C7A C8A H8A2 109.5 no C7A C8A H8A1 109.5 no H8A3 C8A H8A2 109.5 no H8A3 C8A H8A1 109.5 no H8A2 C8A H8A1 109.5 no O2A C9A C3A 108.8(2) yes O2A C9A C10A 114.1(3) yes O2A C9A C51A 125.2(7) no O2A C9A H9A 106.1 no C3A C9A C10A 112.5(3) no C3A C9A C51A 122.3(7) no C3A C9A H9A 105.9 no C10A C9A H9A 108.9 no C9A C10A H10A3 109.5 no C9A C10A H10A2 109.5 no C9A C10A H10A1 109.5 no H10A3 C10A H10A2 109.5 no H10A3 C10A H10A1 109.5 no H10A2 C10A H10A1 109.5 no O3A C11A C5A 108.2(2) yes O3A C11A C12A 113.0(2) yes O3A C11A H11A 108.1 no C5A C11A C12A 111.3(2) no C5A C11A H11A 108.1 no C12A C11A H11A 108.1 no C11A C12A H12A1 109.5 no C11A C12A H12A2 109.5 no C11A C12A H12A3 109.5 no H12A1 C12A H12A2 109.5 no H12A1 C12A H12A3 109.5 no H12A2 C12A H12A3 109.5 no C10A C51A H9A 107.5 no C7B O1B H16B 109.0(10) no C2B C1B C6B 118.8(2) yes C2B C1B C7B 121.7(2) no C6B C1B C7B 119.4(2) no C9B O2B H17B 108.0(10) no C1B C2B C3B 120.8(2) yes C1B C2B H2B 119.6 no C3B C2B H2B 119.6 no C11B O3B H18B 106.0(10) no C2B C3B C4B 119.1(2) yes C2B C3B C9B 119.2(2) no C4B C3B C9B 121.7(2) no C3B C4B C5B 120.6(2) yes C3B C4B H4B 119.7 no C5B C4B H4B 119.7 no C4B C5B C6B 119.2(2) yes C4B C5B C11B 122.5(2) no C6B C5B C11B 118.2(2) no C1B C6B C5B 121.4(2) yes C1B C6B H6B 119.3 no C5B C6B H6B 119.3 no O1B C7B C1B 113.1(2) yes O1B C7B C8B 110.9(2) yes O1B C7B H7B 107.2 no C1B C7B C8B 111.0(2) no C1B C7B H7B 107.2 no C8B C7B H7B 107.2 no C7B C8B H8B1 109.5 no C7B C8B H8B2 109.5 no C7B C8B H8B3 109.5 no H8B1 C8B H8B2 109.5 no H8B1 C8B H8B3 109.5 no H8B2 C8B H8B3 109.5 no O2B C9B C3B 112.8(2) yes O2B C9B C10B 107.4(2) yes O2B C9B H9B 108.2 no C3B C9B C10B 112.1(2) no C3B C9B H9B 108.2 no C10B C9B H9B 108.1 no C9B C10B H10B1 109.5 no C9B C10B H10B2 109.5 no C9B C10B H10B3 109.4 no H10B1 C10B H10B2 109.5 no H10B1 C10B H10B3 109.4 no H10B2 C10B H10B3 109.4 no O3B C11B C5B 112.6(2) yes O3B C11B C12B 108.5(2) yes O3B C11B H11B 108.1 no C5B C11B C12B 111.4(2) no C5B C11B H11B 108.1 no C12B C11B H11B 108.1 no C11B C12B H12B2 109.5 no C11B C12B H12B1 109.5 no C11B C12B H12B3 109.5 no H12B2 C12B H12B1 109.5 no H12B2 C12B H12B3 109.5 no H12B1 C12B H12B3 109.5 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1A C7A ? ? 1.419(3) yes O1A H16A ? ? .86(3) no O2A C9A ? ? 1.423(3) yes O2A H17A ? ? .83(2) no O3A C11A ? ? 1.420(3) yes O3A H18A ? ? .74(2) no C1A C2A ? ? 1.383(3) no C1A C6A ? ? 1.389(3) no C1A C7A ? ? 1.513(3) no C2A C3A ? ? 1.387(3) no C2A H2A ? ? .980 no C3A C4A ? ? 1.395(3) no C3A C9A ? ? 1.513(3) no C4A C5A ? ? 1.387(3) no C4A H4A ? ? .980 no C5A C6A ? ? 1.383(3) no C5A C11A ? ? 1.513(3) no C6A H6A ? ? .980 no C7A C8A ? ? 1.508(3) yes C7A H7A ? ? .980 no C8A H8A3 ? ? .980 no C8A H8A2 ? ? .980 no C8A H8A1 ? ? .980 no C9A C10A ? ? 1.447(4) yes C9A C51A ? ? 1.35(2) no C9A H9A ? ? .982 no C10A C51A ? ? 1.50(2) no C10A H10A3 ? ? .980 no C10A H10A2 ? ? .980 no C10A H10A1 ? ? .980 no C11A C12A ? ? 1.478(4) yes C11A H11A ? ? .980 no C12A H12A1 ? ? .980 no C12A H12A2 ? ? .980 no C12A H12A3 ? ? .980 no C51A H9A ? ? .946 no O1B C7B ? ? 1.426(3) yes O1B H16B ? ? .77(2) no C1B C2B ? ? 1.388(3) no C1B C6B ? ? 1.385(3) no C1B C7B ? ? 1.521(3) no O2B C9B ? ? 1.416(3) yes O2B H17B ? ? .80(2) no C2B C3B ? ? 1.388(3) no C2B H2B ? ? .980 no O3B C11B ? ? 1.422(3) yes O3B H18B ? ? .89(2) no C3B C4B ? ? 1.393(3) no C3B C9B ? ? 1.511(3) no C4B C5B ? ? 1.385(3) no C4B H4B ? ? .980 no C5B C6B ? ? 1.378(3) no C5B C11B ? ? 1.526(3) no C6B H6B ? ? .980 no C7B C8B ? ? 1.505(3) yes C7B H7B ? ? .980 no C8B H8B1 ? ? .980 no C8B H8B2 ? ? .980 no C8B H8B3 ? ? .980 no C9B C10B ? ? 1.493(4) yes C9B H9B ? ? .980 no C10B H10B1 ? ? .980 no C10B H10B2 ? ? .980 no C10B H10B3 ? ? .981 no C11B C12B ? ? 1.466(3) yes C11B H11B ? ? .980 no C12B H12B2 ? ? .980 no C12B H12B1 ? ? .980 no C12B H12B3 ? ? .980 no 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 _geom_hbond_publ_flag O1A H16A O3A 4_554 0.86(3) 1.87(3) 2.726(3) 171(3) yes O2A H17A O3B 3_566 0.83(2) 1.96(2) 2.787(2) 173(3) yes O3A H18A O2B 1_455 0.74(2) 1.96(2) 2.697(3) 170(3) yes O1B H16B O1A 4_555 0.77(2) 2.00(2) 2.764(3) 171(3) yes O2B H17B O2A ? 0.80(2) 1.94(2) 2.737(3) 175(3) yes O3B H18B O1B 3_567 0.89(2) 1.80(2) 2.687(3) 175(3) yes