#------------------------------------------------------------------------------ #$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/36/2203632.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_2203632 loop_ _publ_author_name 'Kooijman, Huub' 'Sprengers, Jeroen W.' 'Agerbeek, Melvin J.' 'Elsevier, Cornelis J.' 'Spek, Anthony L.' _publ_section_title ; Dimethyl fumarate ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o917 _journal_page_last o918 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac 'C6 H8 O4' _chemical_formula_moiety 'C6 H8 O4' _chemical_formula_sum 'C6 H8 O4' _chemical_formula_weight 144.12 _chemical_name_systematic ; ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 100.843(16) _cell_angle_beta 100.289(18) _cell_angle_gamma 105.706(14) _cell_formula_units_Z 1 _cell_length_a 3.8680(14) _cell_length_b 5.643(2) _cell_length_c 8.364(3) _cell_measurement_reflns_used 530 _cell_measurement_temperature 150 _cell_measurement_theta_max 25.0 _cell_measurement_theta_min 2.0 _cell_volume 167.44(11) _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997)' _computing_data_collection 'COLLECT (Nonius, 1998)' _computing_data_reduction DENZO _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material PLATON _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 150 _diffrn_detector_area_resol_mean 18.4 _diffrn_measured_fraction_theta_full 0.984 _diffrn_measured_fraction_theta_max 0.984 _diffrn_measurement_device_type 'Nonius KappaCCD area-detector' _diffrn_measurement_method '\f scans and \w scans with \k offset' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0371 _diffrn_reflns_av_sigmaI/netI 0.0387 _diffrn_reflns_limit_h_max 3 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_number 1315 _diffrn_reflns_reduction_process ' ?' _diffrn_reflns_theta_full 25.23 _diffrn_reflns_theta_max 25.23 _diffrn_reflns_theta_min 2.56 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.122 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.429 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_description 'irregular block' _exptl_crystal_F_000 76 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.242 _refine_diff_density_min -0.264 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_hydrogen_treatment refxyz _refine_ls_matrix_type full _refine_ls_number_parameters 58 _refine_ls_number_reflns 597 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.109 _refine_ls_R_factor_all 0.0486 _refine_ls_R_factor_gt 0.0445 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(F~o~^2^)+(0.0721P)^2^+0.03P] where P = (F~o~^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1174 _refine_ls_wR_factor_ref 0.1219 _reflns_number_gt 542 _reflns_number_total 597 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file lh6212.cif _[local]_cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' 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 'Triclinic' changed to 'triclinic' 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 2203632 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-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 0.0391(7) 0.0235(7) 0.0283(7) 0.0061(5) 0.0152(5) 0.0048(5) O2 0.0557(8) 0.0314(7) 0.0341(7) 0.0032(5) 0.0253(6) 0.0051(5) C1 0.0303(8) 0.0293(9) 0.0264(9) 0.0095(6) 0.0123(6) 0.0089(7) C2 0.0290(8) 0.0252(9) 0.0261(8) 0.0074(6) 0.0089(6) 0.0063(7) C3 0.0411(10) 0.0256(10) 0.0303(9) 0.0074(7) 0.0133(7) 0.0017(7) 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 0.2939(3) 0.53163(19) 0.19453(13) 0.0304(4) Uani 1.000 O O2 -0.0683(3) 0.2238(2) 0.28160(14) 0.0411(4) Uani 1.000 O C1 0.0993(4) 0.1212(3) 0.02180(18) 0.0276(5) Uani 1.000 C C2 0.0935(4) 0.2914(3) 0.17973(18) 0.0267(5) Uani 1.000 C C3 0.3066(5) 0.7139(3) 0.3450(2) 0.0331(6) Uani 1.000 C H1 0.250(5) 0.201(4) -0.044(2) 0.0330 Uiso 1.000 H H3A 0.062(6) 0.717(4) 0.346(3) 0.0500 Uiso 1.000 H H3B 0.461(6) 0.873(5) 0.338(3) 0.0500 Uiso 1.000 H H3C 0.417(6) 0.672(4) 0.440(3) 0.0500 Uiso 1.000 H 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 O1 C3 . 115.45(12) no C1 C1 C2 2_555 120.71(15) no O1 C2 O2 . 124.02(14) no O1 C2 C1 . 111.02(13) no O2 C2 C1 . 124.97(15) no C2 C1 H1 . 115.4(12) no C1 C1 H1 2_555 123.9(12) no O1 C3 H3A . 109.1(14) no O1 C3 H3B . 105.3(15) no O1 C3 H3C . 109.9(14) no H3A C3 H3B . 112(2) no H3A C3 H3C . 112(2) no H3B C3 H3C . 109(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 C2 . 1.337(2) no O1 C3 . 1.452(2) no O2 C2 . 1.203(2) no C1 C2 . 1.488(2) no C1 C1 2_555 1.318(2) no C1 H1 . 0.96(2) no C3 H3A . 0.95(2) no C3 H3B . 0.95(3) no C3 H3C . 0.94(2) 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 3.375(2) 2_565 no O2 C1 3.383(2) 1_455 no O2 C3 3.394(2) 2_566 no O2 C2 3.345(2) 1_455 no O2 C3 3.416(2) 1_445 no O1 H3A 2.83(2) 1_655 no O1 H1 2.65(2) 2_665 no O2 H3B 2.48(3) 1_445 no O2 H3C 2.64(2) . no O2 H3A 2.62(2) . no O2 H1 2.643(19) 2_555 no C1 O2 3.383(2) 1_655 no C1 O1 3.375(2) 2_565 no C1 C3 3.590(3) 2_565 no C2 O2 3.345(2) 1_655 no C3 O2 3.416(2) 1_665 no C3 C3 3.498(3) 2_676 no C3 O2 3.394(2) 2_566 no C3 C1 3.590(3) 2_565 no C3 H3A 2.92(2) 1_655 no C3 H3B 2.99(3) 2_676 no H1 O1 2.65(2) 2_665 no H1 O2 2.643(19) 2_555 no H3A O1 2.83(2) 1_455 no H3A O2 2.62(2) . no H3A C3 2.92(2) 1_455 no H3B O2 2.48(3) 1_665 no H3B C3 2.99(3) 2_676 no H3C O2 2.64(2) . no H3C H3C 2.52(3) 2_666 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 C1 H1 O1 2_665 0.96(2) 2.65(2) 3.603(2) 173.2(14) yes C3 H3B O2 1_665 0.95(3) 2.48(3) 3.416(2) 167(2) 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_site_symmetry_1 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C3 O1 C2 O2 . . . -0.1(2) no C3 O1 C2 C1 . . . -179.97(14) no C1 C1 C2 O1 2_555 . . -175.94(15) no C1 C1 C2 O2 2_555 . . 4.2(3) no C2 C1 C1 C2 . 2_555 2_555 180 no _cod_database_fobs_code 2203632 _journal_paper_doi 10.1107/S1600536804010177