#------------------------------------------------------------------------------ #$Date: 2016-02-19 14:29:56 +0000 (Fri, 19 Feb 2016) $ #$Revision: 176759 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/89/2008902.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_2008902 loop_ _publ_author_name 'Dobson, Allison J.' 'Gerkin, Roger E.' _publ_section_title ; C---H···O interactions in dimethyl 6,6'-dimethoxy-3,3',5,5'-tetramethylbiphenyl-2,2'-dicarboxylate ; _journal_issue 9 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1496 _journal_page_last 1499 _journal_paper_doi 10.1107/S0108270199007891 _journal_volume 55 _journal_year 1999 _chemical_formula_moiety 'C22 H26 O6' _chemical_formula_sum 'C22 H26 O6' _chemical_formula_weight 386.44 _space_group_IT_number 60 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2n 2ab' _symmetry_space_group_name_H-M 'P b c n' _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 14.8980(10) _cell_length_b 9.190(2) _cell_length_c 15.525(2) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296 _cell_measurement_theta_max 14.2 _cell_measurement_theta_min 11.3 _cell_volume 2125.6(6) _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 'Rigaku AFC-5S' _diffrn_measurement_method \w/2\q _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 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 2455 _diffrn_reflns_theta_max 27.56 _diffrn_reflns_theta_min 2.00 _diffrn_standards_decay_% 3.58 _diffrn_standards_interval_count 150 _diffrn_standards_number 6 _exptl_absorpt_coefficient_mu 0.087 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.207 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 824 _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.31 _refine_diff_density_max 0.40 _refine_diff_density_min -0.39 _refine_ls_extinction_coef 4.3E-7(3) _refine_ls_extinction_method 'Zachariasen (1963, 1968)' _refine_ls_goodness_of_fit_ref 1.35 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 132 _refine_ls_number_reflns 2454 _refine_ls_R_factor_gt 0.055 _refine_ls_shift/su_max 0.0002 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^~cs~ + (0.005 I)^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.074 _reflns_number_gt 1069 _reflns_number_total 2455 _reflns_threshold_expression I>2\s(I) _cod_data_source_file fr1207.cif _cod_data_source_block one _cod_depositor_comments ; The following automatic conversions were performed: '_atom_site_thermal_displace_type' tag value 'Uij' was replaced with 'Uani' value 14 times. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'w = 1/[\s^2^~cs~ + (0.005 I)^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^~cs~ + (0.005 I)^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 2125.6(8) _cod_database_code 2008902 loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' 1/2-x,1/2-y,1/2+z '1/2+x,1/2-y, -z' ' -x, +y,1/2-z' ' -x, -y, -z' 1/2+x,1/2+y,1/2-z '1/2-x,1/2+y, +z' ' +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 O1 0.1110(10) 0.0412(9) 0.0960(10) 0.0070(10) 0.0030(10) 0.0044(10) O2 0.0990(10) 0.0710(10) 0.0810(10) 0.0190(10) -0.0120(10) 0.0060(10) O3 0.0660(10) 0.0427(9) 0.0840(10) 0.0091(9) -0.0010(10) -0.0011(9) C1 0.0470(10) 0.0350(10) 0.059(2) -0.0020(10) 0.0010(10) -0.0020(10) C2 0.0530(10) 0.0400(10) 0.060(2) -0.0020(10) 0.0020(10) 0.0020(10) C3 0.0520(10) 0.0500(10) 0.070(2) 0.0010(10) 0.0060(10) -0.0060(10) C4 0.067(2) 0.059(2) 0.062(2) -0.0090(10) 0.0110(10) -0.0040(10) C5 0.066(2) 0.0450(10) 0.060(2) -0.0080(10) -0.0020(10) 0.0030(10) C6 0.0530(10) 0.0370(10) 0.062(2) -0.0010(10) -0.0010(10) -0.0050(10) C7 0.055(2) 0.051(2) 0.076(2) 0.0100(10) 0.011(2) -0.001(2) C8 0.150(3) 0.0450(10) 0.135(3) 0.022(2) 0.007(2) 0.022(2) C9 0.072(2) 0.088(2) 0.091(2) 0.018(2) 0.018(2) -0.004(2) C10 0.102(2) 0.069(2) 0.076(2) -0.005(2) -0.001(2) 0.016(2) C11 0.075(2) 0.082(2) 0.144(3) 0.018(2) -0.017(2) -0.020(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_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_occupancy O1 0.40270(10) 0.8023(2) 0.28620(10) 0.0827(6) Uani ? ? 1 O2 0.35920(10) 0.6557(2) 0.17900(10) 0.0837(7) Uani ? ? 1 O3 0.55770(10) 0.23800(10) 0.33190(10) 0.0644(5) Uani ? ? 1 C1 0.47550(10) 0.4510(2) 0.29210(10) 0.0470(7) Uani ? ? 1 C2 0.40930(10) 0.5528(2) 0.31270(10) 0.0508(7) Uani ? ? 1 C3 0.36040(10) 0.5428(2) 0.3893(2) 0.0571(8) Uani ? ? 1 C4 0.3803(2) 0.4301(3) 0.44500(10) 0.0629(8) Uani ? ? 1 C5 0.4474(2) 0.3296(2) 0.42810(10) 0.0570(8) Uani ? ? 1 C6 0.49390(10) 0.3415(2) 0.35170(10) 0.0506(7) Uani ? ? 1 C7 0.3874(2) 0.6721(2) 0.2506(2) 0.0608(8) Uani ? ? 1 C8 0.3819(2) 0.9282(2) 0.2343(2) 0.1100(10) Uani ? ? 1 C9 0.2839(2) 0.6461(3) 0.4105(2) 0.0835(9) Uani ? ? 1 C10 0.4670(2) 0.2076(3) 0.4905(2) 0.0821(10) Uani ? ? 1 C11 0.6470(2) 0.2770(3) 0.3498(2) 0.1000(10) Uani ? ? 1 H4 0.3458 0.4210 0.4983 0.0754 Uiso calc C4 1 H8A1 0.3178 0.9507 0.2394 0.1326 Uiso calc C8 0.48(3) H8A2 0.4173 1.0115 0.2543 0.1326 Uiso calc C8 0.484 H8A3 0.3964 0.9078 0.1739 0.1326 Uiso calc C8 0.484 H8B1 0.4300 0.9441 0.1922 0.1326 Uiso calc C8 0.516 H8B2 0.3747 1.0149 0.2703 0.1326 Uiso calc C8 0.516 H8B3 0.3258 0.9108 0.2029 0.1326 Uiso calc C8 0.516 H9A1 0.2474 0.6044 0.4568 0.1012 Uiso calc C9 0.79(2) H9A2 0.3085 0.7397 0.4291 0.1012 Uiso calc C9 0.786 H9A3 0.2466 0.6603 0.3589 0.1012 Uiso calc C9 0.786 H9B1 0.2793 0.6593 0.4730 0.1012 Uiso calc C9 0.214 H9B2 0.2952 0.7395 0.3822 0.1012 Uiso calc C9 0.214 H9B3 0.2279 0.6061 0.3873 0.1012 Uiso calc C9 0.214 H10A1 0.4193 0.2032 0.5339 0.0991 Uiso calc C10 0.65(2) H10A2 0.4696 0.1152 0.4592 0.0991 Uiso calc C10 0.649 H10A3 0.5247 0.2256 0.5189 0.0991 Uiso calc C10 0.649 H10B1 0.4178 0.1364 0.4883 0.0991 Uiso calc C10 0.351 H10B2 0.5235 0.1603 0.4746 0.0991 Uiso calc C10 0.351 H10B3 0.4713 0.2484 0.5487 0.0991 Uiso calc C10 0.351 H11A1 0.6857 0.1916 0.3429 0.1209 Uiso calc C11 0.59(3) H11A2 0.6660 0.3535 0.3100 0.1209 Uiso calc C11 0.592 H11A3 0.6512 0.3127 0.4092 0.1209 Uiso calc C11 0.592 H11B1 0.6831 0.2764 0.2971 0.1209 Uiso calc C11 0.408 H11B2 0.6718 0.2083 0.3919 0.1209 Uiso calc C11 0.408 H11B3 0.6477 0.3736 0.3764 0.1209 Uiso calc C11 0.408 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source H 0 0 'Stewart et al. (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_site_symmetry_1 _geom_angle _geom_angle_publ_flag C7 O1 C8 ? 116.6(2) yes C6 O3 C11 ? 115.6(2) yes C1 C1 C2 4_655 123.0(2) no C1 C1 C6 4_655 118.9(2) no C2 C1 C6 ? 118.0(2) no C1 C2 C3 ? 121.3(2) no C1 C2 C7 ? 119.8(2) no C3 C2 C7 ? 118.9(2) no C2 C3 C4 ? 118.0(2) no C2 C3 C9 ? 122.3(2) no C4 C3 C9 ? 119.6(2) no C3 C4 C5 ? 122.5(2) no C3 C4 H4 ? 118.8 no C5 C4 H4 ? 118.8 no C4 C5 C6 ? 118.2(2) no C4 C5 C10 ? 120.9(2) no C6 C5 C10 ? 120.9(2) no O3 C6 C1 ? 119.1(2) no O3 C6 C5 ? 118.9(2) no C1 C6 C5 ? 122.0(2) no O1 C7 O2 ? 123.8(2) yes O1 C7 C2 ? 110.6(2) yes O2 C7 C2 ? 125.6(2) yes O1 C8 H8A1 ? 109.4 no O1 C8 H8A2 ? 109.4 no O1 C8 H8A3 ? 109.4 no O1 C8 H8B1 ? 109.5 no O1 C8 H8B2 ? 110.8 no O1 C8 H8B3 ? 109.3 no H8A1 C8 H8A2 ? 109.5 no H8A1 C8 H8A3 ? 109.5 no H8A2 C8 H8A3 ? 109.5 no H8B1 C8 H8B2 ? 109.8 no H8B1 C8 H8B3 ? 108.4 no H8B2 C8 H8B3 ? 108.9 no C3 C9 H9A1 ? 109.3 no C3 C9 H9A2 ? 109.4 no C3 C9 H9A3 ? 109.3 no C3 C9 H9B1 ? 110.1 no C3 C9 H9B2 ? 108.7 no C3 C9 H9B3 ? 108.9 no H9A1 C9 H9A2 ? 109.5 no H9A1 C9 H9A3 ? 109.7 no H9A2 C9 H9A3 ? 109.6 no H9B1 C9 H9B2 ? 110.4 no H9B1 C9 H9B3 ? 110.5 no H9B2 C9 H9B3 ? 108.1 no C5 C10 H10A1 ? 109.4 no C5 C10 H10A2 ? 109.4 no C5 C10 H10A3 ? 109.5 no C5 C10 H10B1 ? 109.1 no C5 C10 H10B2 ? 109.5 no C5 C10 H10B3 ? 108.6 no H10A1 C10 H10A2 ? 109.5 no H10A1 C10 H10A3 ? 109.5 no H10A2 C10 H10A3 ? 109.6 no H10B1 C10 H10B2 ? 109.6 no H10B1 C10 H10B3 ? 109.6 no H10B2 C10 H10B3 ? 110.3 no O3 C11 H11A1 ? 109.3 no O3 C11 H11A2 ? 109.4 no O3 C11 H11A3 ? 109.3 no O3 C11 H11B1 ? 110.7 no O3 C11 H11B2 ? 108.9 no O3 C11 H11B3 ? 108.9 no H11A1 C11 H11A2 ? 109.6 no H11A1 C11 H11A3 ? 109.5 no H11A2 C11 H11A3 ? 109.6 no H11B1 C11 H11B2 ? 110.3 no H11B1 C11 H11B3 ? 110.5 no H11B2 C11 H11B3 ? 107.4 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 O1 C7 ? ? 1.338(3) yes O1 C8 ? ? 1.445(3) yes O2 C7 ? ? 1.197(3) yes O3 C6 ? ? 1.380(2) yes O3 C11 ? ? 1.406(3) yes C1 C1 ? 4_655 1.497(4) yes C1 C2 ? ? 1.396(2) no C1 C6 ? ? 1.394(3) no C2 C3 ? ? 1.397(3) no C2 C7 ? ? 1.497(3) no C3 C4 ? ? 1.381(3) no C3 C9 ? ? 1.520(3) no C4 C5 ? ? 1.385(3) no C4 H4 ? ? 0.98 no C5 C6 ? ? 1.379(3) no C5 C10 ? ? 1.510(3) no C8 H8A1 ? ? 0.98 no C8 H8A2 ? ? 0.98 no C8 H8A3 ? ? 0.98 no C8 H8B1 ? ? 0.98 no C8 H8B2 ? ? 0.98 no C8 H8B3 ? ? 0.98 no C9 H9A1 ? ? 0.98 no C9 H9A2 ? ? 0.98 no C9 H9A3 ? ? 0.98 no C9 H9B1 ? ? 0.98 no C9 H9B2 ? ? 0.98 no C9 H9B3 ? ? 0.98 no C10 H10A1 ? ? 0.98 no C10 H10A2 ? ? 0.98 no C10 H10A3 ? ? 0.98 no C10 H10B1 ? ? 0.98 no C10 H10B2 ? ? 0.98 no C10 H10B3 ? ? 0.98 no C11 H11A1 ? ? 0.98 no C11 H11A2 ? ? 0.98 no C11 H11A3 ? ? 0.98 no C11 H11B1 ? ? 0.98 no C11 H11B2 ? ? 0.98 no C11 H11B3 ? ? 0.98 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 '\a set' ? ? ? ? ? ? ? C8 H8A2 O3 4_665 0.98 2.50 3.157(3) 124 C8 H8B1 O3 4_665 0.98 2.73 3.157(3) 107 C8 H8B2 O3 4_665 0.98 2.78 3.157(3) 104 '\b set' ? ? ? ? ? ? ? C10 H10A1 O2 8_565 0.98 2.75 3.567(3) 141 C10 H10B3 O2 8_565 0.98 2.77 3.567(3) 139 '\g set' ? ? ? ? ? ? ? C11 H11A1 O2 6_545 0.98 2.63 3.382(3) 134 C11 H11B1 O2 6_545 0.98 2.87 3.382(3) 113 '\d set' ? ? ? ? ? ? ? C11 H11A2 O2 4_655 0.98 2.81 3.510(3) 129 C11 H11B3 O2 4_655 0.98 2.73 3.510(3) 137