#------------------------------------------------------------------------------ #$Date: 2014-10-25 18:23:10 +0100 (Sat, 25 Oct 2014) $ #$Revision: 125873 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/50/2105030.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_2105030 loop_ _publ_author_name 'Joseph, Sumy' 'Sathishkumar, Ranganathan' 'Mahapatra, Sudarshan' 'Desiraju, Gautam R.' _publ_section_title ; Crystal packing and melting temperatures of small oxalate esters: the role of C---H···O hydrogen bonding ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 525 _journal_page_last 534 _journal_volume 67 _journal_year 2011 _chemical_formula_moiety 'C8 H14 O4' _chemical_formula_sum 'C8 H14 O4' _chemical_formula_weight 174.19 _chemical_name_common 'Diisopropyl oxalate' _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' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90 _cell_angle_beta 92.444(7) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 4.2679(17) _cell_length_b 9.947(4) _cell_length_c 11.272(5) _cell_measurement_reflns_used 1802 _cell_measurement_temperature 90 _cell_measurement_theta_max 55.48 _cell_measurement_theta_min 5.46 _cell_volume 478.1(3) _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, 1997) and CAMERON (Watkin et al., 1993)' _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 0.989 _diffrn_measured_fraction_theta_max 0.989 _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 0.0484 _diffrn_reflns_av_sigmaI/netI 0.0364 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 4124 _diffrn_reflns_reduction_process ; ; _diffrn_reflns_theta_full 25.41 _diffrn_reflns_theta_max 25.41 _diffrn_reflns_theta_min 2.73 _exptl_absorpt_coefficient_mu 0.097 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.210 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_description Block _exptl_crystal_F_000 188 _exptl_crystal_size_max 0.500 _exptl_crystal_size_mid 0.500 _exptl_crystal_size_min 0.350 _refine_diff_density_max 0.271 _refine_diff_density_min -0.218 _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 83 _refine_ls_number_reflns 864 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.109 _refine_ls_R_factor_all 0.0648 _refine_ls_R_factor_gt 0.0505 _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^)+(0.0601P)^2^+0.3470P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1240 _refine_ls_wR_factor_ref 0.1327 _reflns_number_gt 705 _reflns_number_total 864 _reflns_threshold_expression >2\s(i) _[local]_cod_data_source_file og5050.cif _[local]_cod_data_source_block DiPO90 _[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_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2105030 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,1/2+y,1/2-z 3 -x,-y,-z 4 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 0.0208(9) 0.0194(8) 0.0245(8) -0.0015(6) -0.0058(6) -0.0004(6) O2 0.0171(8) 0.0160(9) 0.0188(8) 0.0004(6) -0.0028(6) 0.0030(6) C1 0.0132(11) 0.0155(11) 0.0153(10) 0.0014(9) 0.0035(8) 0.0003(8) C2 0.0188(12) 0.0201(12) 0.0197(11) 0.0023(9) -0.0038(9) 0.0056(9) C3 0.056(2) 0.0256(15) 0.0274(14) 0.0140(13) -0.0090(14) 0.0017(11) C4 0.0280(14) 0.0269(14) 0.0215(12) 0.0036(11) -0.0009(10) 0.0050(10) 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 0.2984(4) 0.54623(16) 0.10350(13) 0.0218(5) Uani 1.000 O O2 0.0889(4) 0.34285(15) 0.06043(13) 0.0174(5) Uani 1.000 C C1 0.1187(5) 0.4745(2) 0.04856(17) 0.0146(6) Uani 1.000 C C2 0.3045(5) 0.2772(2) 0.14859(19) 0.0197(7) Uani 1.000 C C3 0.3345(9) 0.1343(3) 0.1077(3) 0.0366(10) Uani 1.000 C C4 0.1764(6) 0.2899(3) 0.2700(2) 0.0255(8) Uani 1.000 H H2 0.496(7) 0.322(3) 0.145(2) 0.020(6) Uiso 1.000 H H3A 0.134(10) 0.096(4) 0.099(3) 0.060(11) Uiso 1.000 H H3B 0.457(7) 0.080(3) 0.165(2) 0.034(7) Uiso 1.000 H H3C 0.420(9) 0.131(3) 0.029(3) 0.058(10) Uiso 1.000 H H4A -0.032(8) 0.242(3) 0.278(3) 0.046(9) Uiso 1.000 H H4B 0.138(6) 0.382(3) 0.290(2) 0.025(7) Uiso 1.000 H H4C 0.323(7) 0.250(3) 0.328(3) 0.042(8) 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_3 _geom_angle _geom_angle_publ_flag C1 O2 C2 . 116.47(16) yes O1 C1 O2 . 126.75(19) yes O1 C1 C1 3_565 123.76(18) yes O2 C1 C1 3_565 109.49(17) yes O2 C2 C3 . 105.7(2) yes O2 C2 C4 . 109.61(18) yes C3 C2 C4 . 113.5(2) no O2 C2 H2 . 106.3(16) no C3 C2 H2 . 110.6(18) no C4 C2 H2 . 110.7(14) no C2 C3 H3A . 109(3) no C2 C3 H3B . 111.8(17) no C2 C3 H3C . 110.6(18) no H3A C3 H3B . 108(3) no H3A C3 H3C . 106(3) no H3B C3 H3C . 112(3) no C2 C4 H4A . 113.3(19) no C2 C4 H4B . 111.6(14) no C2 C4 H4C . 109.3(19) no H4A C4 H4B . 106(2) no H4A C4 H4C . 107(3) no H4B C4 H4C . 110(2) 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 C1 . 1.200(3) yes O2 C1 . 1.323(3) yes O2 C2 . 1.477(3) yes C1 C1 3_565 1.545(3) no C2 C3 . 1.501(4) no C2 C4 . 1.501(3) no C2 H2 . 0.93(3) no C3 H3A . 0.94(4) no C3 H3B . 0.98(3) no C3 H3C . 0.97(3) no C4 H4A . 1.02(3) no C4 H4B . 0.96(3) no C4 H4C . 0.97(3) 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 C4 3.222(3) . no O1 C1 3.088(3) 3_665 no O1 O1 3.097(3) 3_665 no O1 O2 2.665(3) 3_565 no O2 O1 2.665(3) 3_565 no O1 H4B 2.77(3) . no O1 H4C 2.69(3) 2_655 no O1 H4A 2.65(3) 2_555 no O1 H2 2.42(3) . no O1 H3B 2.79(2) 2_655 no O2 H2 2.75(3) 1_455 no C1 O1 3.088(3) 3_665 no C1 C1 3.515(3) 3_665 no C4 O1 3.222(3) . no C1 H4B 2.87(2) . no H2 O1 2.42(3) . no H2 O2 2.75(3) 1_655 no H2 H4A 2.59(4) 1_655 no H3B H4C 2.58(4) . no H3B O1 2.79(2) 2_645 no H3C H4C 2.57(5) 4_554 no H4A H2 2.59(4) 1_455 no H4A O1 2.65(3) 2_545 no H4B O1 2.77(3) . no H4B C1 2.87(2) . no H4C H3B 2.58(4) . no H4C O1 2.69(3) 2_645 no H4C H3C 2.57(5) 4_555 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_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C2 O2 C1 O1 . . -1.5(3) no C2 O2 C1 C1 . 3_565 178.80(16) no C1 O2 C2 C3 . . -154.2(2) no C1 O2 C2 C4 . . 83.2(2) no O1 C1 C1 O1 3_565 3_565 180.0(2) no O2 C1 C1 O2 3_565 3_565 180.00(17) no O1 C1 C1 O2 3_565 3_565 0.3(3) no O2 C1 C1 O1 3_565 3_565 -0.3(3) no _cod_database_fobs_code 2105030 _journal_paper_doi 10.1107/S0108768111037487