#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/62/2006221.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_2006221 loop_ _publ_author_name 'Dalluhn, J\"org' 'Henschel, Dagmar' 'Blaschette, Armand' 'Jones, Peter G.' _publ_section_title ; Polysulfonylamines. LXXXII. Oxalyl Chloride Dimesylamide ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 781 _journal_page_last 783 _journal_paper_doi 10.1107/S0108270197002096 _journal_volume 53 _journal_year 1997 _chemical_formula_sum 'C4 H6 Cl N O6 S2' _chemical_formula_weight 263.67 _chemical_name_systematic ; Oxalyl chloride dimesylamide ; _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 8.939(2) _cell_length_b 9.360(2) _cell_length_c 11.438(2) _cell_measurement_reflns_used 56 _cell_measurement_temperature 143(2) _cell_measurement_theta_max 11.5 _cell_measurement_theta_min 10 _cell_volume 957.0(3) _computing_cell_refinement DIF4 _computing_data_collection 'DIF4 (Stoe & Cie, 1991a)' _computing_data_reduction 'REDU4 (Stoe & Cie, 1991b)' _computing_molecular_graphics 'XP (Siemens, 1994)' _computing_publication_material SHELXL93 _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 143(2) _diffrn_measurement_device 'Stoe STADI-4' _diffrn_measurement_method '\w/\q 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 0.0188 _diffrn_reflns_av_sigmaI/netI 0.0153 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 2418 _diffrn_reflns_theta_max 27.51 _diffrn_reflns_theta_min 3.15 _diffrn_standards_decay_% 0 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.839 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.830 _exptl_crystal_density_meas ? _exptl_crystal_description prism _exptl_crystal_F_000 536 _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.4 _refine_diff_density_max 0.247 _refine_diff_density_min -0.220 _refine_ls_abs_structure_details 'Flack (1983)' _refine_ls_abs_structure_Flack 0.02(5) _refine_ls_extinction_coef 0.0221(14) _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_all 1.073 _refine_ls_goodness_of_fit_obs 1.075 _refine_ls_hydrogen_treatment 'H atoms: methyls refined as rigid groups' _refine_ls_matrix_type full _refine_ls_number_parameters 130 _refine_ls_number_reflns 2188 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.167 _refine_ls_restrained_S_obs 1.075 _refine_ls_R_factor_all 0.0208 _refine_ls_R_factor_obs .0201 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0297P)^2^+0.2238P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0575 _refine_ls_wR_factor_obs .0526 _reflns_number_observed 2162 _reflns_number_total 2195 _reflns_observed_criterion >2sigma(I) _cod_data_source_file fg1267.cif _cod_data_source_block ben _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0297P)^2^+0.2238P] where P=(Fo^2^+2Fc^2^)/3' 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^(Fo^2^)+(0.0297P)^2^+0.2238P] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_database_code 2006221 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+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 N1 .0217(6) .0197(6) .0153(5) .0006(5) .0025(4) -.0002(5) S1 .0200(2) .0265(2) .0153(2) .00188(14) .00170(13) -.00006(14) S2 .0201(2) .0226(2) .0217(2) .00346(14) .00083(13) -.00233(14) O1 .0291(6) .0357(6) .0262(6) -.0050(5) .0069(5) .0029(5) O2 .0286(6) .0306(6) .0241(6) .0079(5) .0010(5) -.0035(5) O3 .0278(6) .0418(7) .0360(7) .0008(6) .0112(5) -.0112(6) O4 .0393(7) .0287(6) .0309(6) .0103(5) -.0059(6) .0024(5) C1 .0300(8) .0390(9) .0196(7) .0047(8) -.0081(6) -.0010(7) C2 .0282(8) .0238(8) .0314(8) -.0021(7) -.0042(7) -.0032(7) C3 .0236(7) .0231(7) .0200(7) -.0021(6) .0011(6) .0018(6) C4 .0287(8) .0226(7) .0220(7) -.0031(7) .0061(6) .0014(5) O5 .0531(8) .0324(6) .0182(5) -.0076(6) -.0025(5) .0023(5) O6 .0345(6) .0348(7) .0325(7) -.0104(6) -.0020(6) -.0042(5) Cl .0594(3) .0258(2) .0483(3) .0062(2) -.0068(2) .0062(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 N1 .49951(14) .41739(14) .48450(10) .0189(2) Uani d . 1 . N S1 .57952(4) .39575(4) .34920(3) .02059(9) Uani d . 1 . S S2 .46036(4) .58510(4) .53775(3) .02149(10) Uani d . 1 . S O1 .67687(14) .51367(14) .33207(11) .0303(3) Uani d . 1 . O O2 .64085(14) .25469(13) .35360(11) .0278(3) Uani d . 1 . O O3 .34708(14) .5654(2) .62251(11) .0352(3) Uani d . 1 . O O4 .4298(2) .66835(13) .43634(11) .0330(3) Uani d . 1 . O C1 .4283(2) .4036(2) .25294(13) .0295(3) Uani d . 1 . C H1A .3549 .3303 .2741 .035 Uiso calc R 1 . H H1B .4635 .3868 .1730 .035 Uiso calc R 1 . H H1C .3816 .4981 .2577 .035 Uiso calc R 1 . H C2 .6279(2) .6369(2) .6040(2) .0278(3) Uani d . 1 . C H2A .7057 .6474 .5442 .033 Uiso calc R 1 . H H2B .6585 .5640 .6607 .033 Uiso calc R 1 . H H2C .6135 .7283 .6443 .033 Uiso calc R 1 . H C3 .5005(2) .3029(2) .56440(14) .0222(3) Uani d . 1 . C C4 .4578(2) .1568(2) .51329(14) .0244(3) Uani d . 1 . C O5 .5185(2) .31683(14) .66708(10) .0346(3) Uani d . 1 . O O6 .35879(15) .13859(14) .44719(12) .0339(3) Uani d . 1 . O Cl .55941(7) .01965(5) .57711(5) .04449(14) Uani d . 1 . Cl 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' N N 0.0061 0.0033 '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' S S 0.1246 0.1234 '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 C3 N1 S1 119.51(11) y C3 N1 S2 117.78(10) y S1 N1 S2 120.77(7) y O1 S1 O2 119.19(8) ? O1 S1 N1 106.75(7) ? O2 S1 N1 103.70(7) ? O1 S1 C1 110.80(9) ? O2 S1 C1 110.97(8) ? N1 S1 C1 103.95(7) ? O3 S2 O4 119.51(8) ? O3 S2 N1 105.64(7) ? O4 S2 N1 104.48(7) ? O3 S2 C2 110.65(8) ? O4 S2 C2 111.46(9) ? N1 S2 C2 103.44(7) ? O5 C3 N1 123.8(2) y O5 C3 C4 120.40(15) y N1 C3 C4 115.40(13) y O6 C4 C3 124.1(2) y O6 C4 Cl 123.85(14) y C3 C4 Cl 111.66(12) y 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 N1 C3 . 1.408(2) y N1 S1 . 1.7168(12) y N1 S2 . 1.7198(14) y S1 O1 . 1.4191(13) y S1 O2 . 1.4305(12) y S1 C1 . 1.745(2) y S2 O3 . 1.4140(13) y S2 O4 . 1.4237(13) y S2 C2 . 1.747(2) y C3 O5 . 1.192(2) y C3 C4 . 1.535(2) y C4 O6 . 1.177(2) y C4 Cl . 1.734(2) 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 C3 N1 S1 O1 -129.99(12) S2 N1 S1 O1 33.80(10) C3 N1 S1 O2 -3.29(13) S2 N1 S1 O2 160.49(9) C3 N1 S1 C1 112.82(13) S2 N1 S1 C1 -83.39(10) C3 N1 S2 O3 -38.68(13) S1 N1 S2 O3 157.26(9) C3 N1 S2 O4 -165.58(12) S1 N1 S2 O4 30.36(11) C3 N1 S2 C2 77.65(13) S1 N1 S2 C2 -86.41(10) S1 N1 C3 O5 142.1(2) S2 N1 C3 O5 -22.2(2) S1 N1 C3 C4 -45.0(2) S2 N1 C3 C4 150.76(11) O5 C3 C4 O6 130.7(2) N1 C3 C4 O6 -42.5(2) O5 C3 C4 Cl -42.5(2) N1 C3 C4 Cl 144.29(11) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21137690 2 PubChem 85731851