#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/62/2006291.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_2006291 loop_ _publ_author_name 'Griesbaum, Karl' 'McCullough, Kevin J.' 'Perner, Iris' 'Quinkert, Ralf-Olaf' 'Rosair, Georgina M.' _publ_section_title ; (E)-3,5-Dichloro-3,5-bis(chloromethyl)-1,2,4-trioxolane ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 911 _journal_page_last 913 _journal_volume 53 _journal_year 1997 _chemical_formula_moiety 'C4 H4 Cl4 O3' _chemical_formula_sum 'C4 H4 Cl4 O3' _chemical_formula_weight 241.87 _chemical_melting_point 314 _chemical_name_systematic ; E-3,5-Dichloro-3,5-bis(chloromethyl)-1,2,4-trioxolane ; _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' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 115.810(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 10.732(2) _cell_length_b 8.9450(10) _cell_length_c 10.1450(10) _cell_measurement_reflns_used 11 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 12.49 _cell_measurement_theta_min 12.15 _cell_volume 876.7(2) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Siemens, 1994)' _computing_data_reduction XSCANS _computing_molecular_graphics SHELXTL/PC _computing_publication_material SHELXTL/PC _computing_structure_refinement SHELXTL/PC _computing_structure_solution 'SHELXTL/PC (Sheldrick, 1994)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\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 0.0347 _diffrn_reflns_av_sigmaI/netI 0.0302 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_number 2884 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_min 2.11 _diffrn_standards_decay_% 8.4 _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 1.304 _exptl_absorpt_correction_T_max 0.634 _exptl_absorpt_correction_T_min 0.570 _exptl_absorpt_correction_type 'empirical via \y scans (XSCANS: Siemens, 1994)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.832 _exptl_crystal_density_method none _exptl_crystal_description block _exptl_crystal_F_000 480 _exptl_crystal_size_max 0.57 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.35 _refine_diff_density_max 0.268 _refine_diff_density_min -0.240 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.061 _refine_ls_goodness_of_fit_obs 1.096 _refine_ls_hydrogen_treatment 'H atoms riding (see text)' _refine_ls_matrix_type full _refine_ls_number_parameters 100 _refine_ls_number_reflns 1235 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.061 _refine_ls_restrained_S_obs 1.096 _refine_ls_R_factor_all 0.0487 _refine_ls_R_factor_obs .0362 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_scheme 'calc w = 1/[\s^2^(Fo^2^)+(0.0455P)^2^+0.4456P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_wR_factor_all 0.0950 _refine_ls_wR_factor_obs .0873 _reflns_number_observed 995 _reflns_number_total 1235 _reflns_observed_criterion >2sigma(I) _[local]_cod_data_source_file cf1150.cif _[local]_cod_data_source_block ip2ab _[local]_cod_cif_authors_sg_H-M P21/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: '_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 2006291 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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 Cl1 .0554(5) .0532(4) .0634(8) -.0030(3) .0397(5) .0022(5) Cl2 .0509(4) .0747(6) .0733(9) .0015(4) .0385(5) -.0061(6) Cl3 .0833(6) .0497(5) .1299(13) -.0150(4) .0692(7) .0034(6) Cl4 .0848(6) .0506(5) .0720(9) -.0009(4) .0341(6) .0155(5) O1 .0450(11) .0443(11) .042(2) -.0002(9) .0158(11) -.0055(11) O2 .0475(11) .0466(11) .041(2) .0070(9) .0214(12) .0090(11) O3 .0409(10) .0371(10) .036(2) .0017(8) .0147(10) -.0031(10) C1 .0404(14) .0390(14) .036(3) .0000(12) .021(2) .003(2) C2 .0420(14) .045(2) .036(2) .0008(13) .020(2) -.001(2) C3 .057(2) .037(2) .070(3) .0007(13) .037(2) .005(2) C4 .059(2) .042(2) .060(3) .0099(14) .019(2) -.001(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_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol Cl1 .04013(8) .12393(9) .40401(12) .0524(3) Uani d . 1 . Cl Cl2 .41882(8) .02013(11) .25996(13) .0622(4) Uani d . 1 . Cl Cl3 .32703(11) .39763(10) .3223(2) .0795(5) Uani d . 1 . Cl Cl4 .21114(10) -.23670(10) .46382(13) .0692(4) Uani d . 1 . Cl O1 .1573(2) -.0245(2) .2027(3) .0449(7) Uani d . 1 . O O2 .1231(2) .1349(2) .1953(3) .0441(7) Uani d . 1 . O O3 .2870(2) .0830(2) .4174(2) .0385(6) Uani d . 1 . O C1 .1692(3) .1703(3) .3425(4) .0368(9) Uani d . 1 . C C2 .2880(3) -.0265(3) .3203(4) .0397(10) Uani d . 1 . C C3 .1940(3) .3363(3) .3666(5) .0513(11) Uani d . 1 . C H3A .2186(3) .3596(3) .4683(5) .077 Uiso calc R 1 . H H3B .1093(3) .3895(3) .3066(5) .077 Uiso calc R 1 . H C4 .3214(3) -.1823(4) .3858(5) .0562(12) Uani d . 1 . C H4B .4165(3) -.1846(4) .4603(5) .084 Uiso calc R 1 . H H4A .3130(3) -.2530(4) .3099(5) .084 Uiso calc R 1 . H 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 Cl1 C1 . 1.798(3) y Cl2 C2 . 1.807(4) y Cl3 C3 . 1.760(4) y Cl4 C4 . 1.755(4) y O1 C2 . 1.391(4) y O1 O2 . 1.465(3) y O2 C1 . 1.390(4) y O3 C2 . 1.392(4) y O3 C1 . 1.396(3) y C1 C3 . 1.510(4) y C2 C4 . 1.518(4) y loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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 _geom_angle_publ_flag C2 O1 O2 101.1(2) y C1 O2 O1 101.7(2) y C2 O3 C1 107.0(2) y O2 C1 O3 105.8(3) y O2 C1 C3 110.7(3) y O3 C1 C3 114.1(2) y O2 C1 Cl1 110.6(2) y O3 C1 Cl1 109.5(2) y C3 C1 Cl1 106.2(3) y O1 C2 O3 106.4(2) y O1 C2 C4 110.2(3) y O3 C2 C4 114.1(3) y O1 C2 Cl2 110.4(3) y O3 C2 Cl2 108.9(2) y C4 C2 Cl2 106.8(2) y C1 C3 Cl3 111.8(3) y C2 C4 Cl4 112.0(3) y 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 _geom_torsion_publ_flag C2 O1 O2 C1 -42.2(3) n O1 O2 C1 O3 34.8(3) n O1 O2 C1 C3 158.8(2) n O1 O2 C1 Cl1 -83.7(2) n C2 O3 C1 O2 -14.4(3) n C2 O3 C1 C3 -136.3(3) n C2 O3 C1 Cl1 104.8(3) n O2 O1 C2 O3 34.0(3) n O2 O1 C2 C4 158.2(3) n O2 O1 C2 Cl2 -84.0(2) n C1 O3 C2 O1 -13.4(3) n C1 O3 C2 C4 -135.1(3) n C1 O3 C2 Cl2 105.6(2) n O2 C1 C3 Cl3 -63.7(3) n O3 C1 C3 Cl3 55.5(4) n Cl1 C1 C3 Cl3 176.2(2) y O1 C2 C4 Cl4 -65.2(4) n O3 C2 C4 Cl4 54.4(3) n Cl2 C2 C4 Cl4 174.9(2) y