#------------------------------------------------------------------------------ #$Date: 2019-12-26 20:43:08 +0200 (Thu, 26 Dec 2019) $ #$Revision: 246070 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/31/16/2311651.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_2311651 loop_ _publ_author_name 'Joseph, Sumy' 'Sathishkumar, Ranganathan' _publ_section_title ; Succinate esters: odd-even effects in melting points. ; _journal_issue 'Pt 5' _journal_name_full 'Acta crystallographica Section B, Structural science, crystal engineering and materials' _journal_page_first 839 _journal_page_last 846 _journal_paper_doi 10.1107/S2052520614013730 _journal_volume 70 _journal_year 2014 _chemical_formula_moiety 'C6 H10 O4' _chemical_formula_sum 'C6 H10 O4' _chemical_formula_weight 146.14 _chemical_name_common 'Dimethyl succinate' _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90 _cell_angle_beta 139.71(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.555(7) _cell_length_b 6.160(3) _cell_length_c 14.163(6) _cell_measurement_reflns_used 2027 _cell_measurement_temperature 90 _cell_measurement_theta_max 25.4 _cell_measurement_theta_min 3.3 _cell_volume 708.3(7) _computing_cell_refinement 'Bruker SMART V5.628, (Bruker, 2004)' _computing_data_collection 'Bruker SMART V5.628, (Bruker, 2004)' _computing_data_reduction 'Bruker SAINT V6.45a, (Bruker, 2004)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia,' _computing_publication_material 'PLATON (Spek, 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXTL V6.14 (Bruker, 2000)' _diffrn_ambient_temperature 90 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Bruker SMART CCD area detector' _diffrn_measurement_method '\f and \w 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 0.0214 _diffrn_reflns_av_sigmaI/netI 0.0120 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 3121 _diffrn_reflns_reduction_process ; ; _diffrn_reflns_theta_full 25.39 _diffrn_reflns_theta_max 25.39 _diffrn_reflns_theta_min 3.30 _exptl_absorpt_coefficient_mu 0.116 _exptl_absorpt_correction_T_max 0.966 _exptl_absorpt_correction_T_min 0.961 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.370 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_description cylindrical _exptl_crystal_F_000 312 _exptl_crystal_size_max 0.350 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.300 _refine_diff_density_max 0.168 _refine_diff_density_min -0.309 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 66 _refine_ls_number_reflns 662 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.109 _refine_ls_R_factor_all 0.0373 _refine_ls_R_factor_gt 0.0356 _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^)+(0.0578P)^2^+0.4012P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0949 _refine_ls_wR_factor_ref 0.0966 _reflns_number_gt 623 _reflns_number_total 662 _reflns_threshold_expression >2\s(i) _iucr_refine_instructions_details ; ; _cod_data_source_file bm5064sup1.cif _cod_data_source_block DMS _cod_original_sg_symbol_H-M 'C 2/c' _cod_database_code 2311651 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,y,1/2-z 3 -x,-y,-z 4 x,-y,1/2+z 5 1/2+x,1/2+y,z 6 1/2-x,1/2+y,1/2-z 7 1/2-x,1/2-y,-z 8 1/2+x,1/2-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 0.0156(5) 0.0199(5) 0.0289(6) 0.0019(3) 0.0141(5) 0.0019(4) O2 0.0157(5) 0.0157(5) 0.0299(6) -0.0011(3) 0.0151(5) 0.0002(3) C1 0.0139(6) 0.0168(7) 0.0188(6) 0.0013(5) 0.0107(6) 0.0011(5) C2 0.0167(7) 0.0163(7) 0.0154(6) -0.0004(5) 0.0117(6) -0.0009(4) C3 0.0160(6) 0.0200(7) 0.0257(7) -0.0039(5) 0.0140(6) -0.0020(5) loop_ _atom_site_type_symbol _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 O O1 0.45361(11) 0.67374(14) 0.33826(10) 0.0250(3) Uani 1.000 O O2 0.56317(11) 0.33999(14) 0.41194(10) 0.0232(3) Uani 1.000 C C1 0.74455(15) 0.62853(19) 0.50392(14) 0.0187(4) Uani 1.000 C C2 0.57121(13) 0.55636(19) 0.40873(11) 0.0168(4) Uani 1.000 C C3 0.40171(16) 0.2527(2) 0.32484(15) 0.0229(4) Uani 1.000 H H1 0.814(2) 0.585(3) 0.6018(18) 0.026(4) Uiso 1.000 H H2 0.7810(19) 0.552(3) 0.4725(17) 0.026(4) Uiso 1.000 H H3 0.361(2) 0.317(3) 0.3537(19) 0.034(4) Uiso 1.000 H H4 0.328(2) 0.277(3) 0.2232(18) 0.025(4) Uiso 1.000 H H5 0.418(2) 0.099(3) 0.3445(18) 0.032(4) Uiso 1.000 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source O O 0.0106 0.0060 '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' C C 0.0033 0.0016 '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_site_symmetry_1 _geom_angle _geom_angle_publ_flag C2 O2 C3 . 115.61(13) yes C1 C1 C2 7_666 112.03(14) no O1 C2 O2 . 123.28(16) yes O1 C2 C1 . 125.78(12) yes O2 C2 C1 . 110.95(13) yes C2 C1 H1 . 108.2(18) no C2 C1 H2 . 108.1(12) no H1 C1 H2 . 107.6(19) no C1 C1 H1 7_666 110.5(11) no C1 C1 H2 7_666 110.3(13) no O2 C3 H3 . 109.9(14) no O2 C3 H4 . 110.0(17) no O2 C3 H5 . 105.5(16) no H3 C3 H4 . 111(2) no H3 C3 H5 . 111(2) no H4 C3 H5 . 109.7(15) no 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 O1 C2 . 1.205(2) yes O2 C2 . 1.3400(17) yes O2 C3 . 1.451(3) yes C1 C2 . 1.508(3) no C1 C1 7_666 1.5145(19) no C1 H1 . 0.954(17) no C1 H2 . 0.97(3) no C3 H3 . 0.95(3) no C3 H4 . 0.959(18) no C3 H5 . 0.964(18) 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 C1 3.371(3) 2_655 no O1 C2 3.346(3) 2_655 no O1 C3 3.123(3) 6_555 no O2 C1 3.345(3) 7_656 no O1 H3 2.57(2) . no O1 H5 2.670(19) 1_565 no O1 H3 2.72(3) 6_555 no O1 H4 2.682(18) . no O1 H2 2.74(2) 7_666 no O1 H1 2.746(19) 8_464 no O1 H1 2.77(3) 7_666 no O2 H2 2.730(19) 7_656 no C1 O1 3.371(3) 2_655 no C1 O2 3.345(3) 7_656 no C2 O1 3.346(3) 2_655 no C2 C2 3.339(3) 2_655 no C3 O1 3.123(3) 6_545 no C2 H3 2.88(2) 3_666 no H1 O1 2.77(3) 7_666 no H1 O1 2.746(19) 8_565 no H2 H4 2.58(3) 2_655 no H2 O1 2.74(2) 7_666 no H2 O2 2.730(19) 7_656 no H3 O1 2.57(2) . no H3 C2 2.88(2) 3_666 no H3 O1 2.72(3) 6_545 no H4 O1 2.682(18) . no H4 H2 2.58(3) 2_655 no H5 O1 2.670(19) 1_545 no 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_site_symmetry_1 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C3 O2 C2 O1 . . . -0.5(2) no C3 O2 C2 C1 . . . 179.49(14) no C2 C1 C1 C2 . 7_666 7_666 180.00(13) no C1 C1 C2 O1 7_666 . . -3.1(2) no C1 C1 C2 O2 7_666 . . 177.01(14) no