#------------------------------------------------------------------------------ #$Date: 2022-09-28 16:08:17 +0100 (Wed, 28 Sep 2022) $ #$Revision: 278247 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/64/2006497.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_2006497 loop_ _publ_author_name 'Mague, Joel T.' 'Ensley, Harry E.' 'Ling, Jing' _publ_section_title ; Intermediates for the Convenient Synthesis of Bicyclic Aziridinocarbamates ; _journal_issue 9 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1347 _journal_page_last 1350 _journal_paper_doi 10.1107/S0108270197006070 _journal_volume 53 _journal_year 1997 _chemical_formula_structural 'C6 H10 I1 N1 O2' _chemical_formula_sum 'C6 H10 I N O2' _chemical_formula_weight 255.06 _chemical_name_systematic ; 4,4-dimethyl-5-iodo-2-oxazineone ; _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _atom_type_scat_source International_Tables_for_Xray_Crystallography_(Vol._IV) _cell_angle_alpha 95.46(4) _cell_angle_beta 113.56(3) _cell_angle_gamma 83.54(5) _cell_formula_units_Z 2 _cell_length_a 6.686(3) _cell_length_b 11.304(9) _cell_length_c 6.399(2) _cell_measurement_reflns_used 23 _cell_measurement_temperature 293 _cell_measurement_theta_max 16 _cell_measurement_theta_min 13 _cell_volume 439.8(4) _computing_cell_refinement 'CAD-4 Software' _computing_data_collection 'CAD-4 Software (Enraf-Nonius, 1989)' _computing_data_reduction 'PROCESS MolEN (Fair, 1990)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material 'CIF VAX MolEN' _computing_structure_refinement 'LSFM MolEN' _computing_structure_solution 'Patterson and Fourier methods' _diffrn_ambient_temperature 293 _diffrn_measurement_device Enraf_Nonius_CAD4 _diffrn_measurement_method \q/2\q _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.031 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_number 1678 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_theta_min 1.82 _diffrn_standards_decay_% -8.6 _diffrn_standards_interval_time 120 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu 3.59 _exptl_absorpt_correction_T_max 0.630 _exptl_absorpt_correction_T_min 0.515 _exptl_absorpt_correction_type \y_scans_(North,_Phillips_&_Mathews,_1968) _exptl_crystal_colour Colorless _exptl_crystal_density_diffrn 1.93 _exptl_crystal_density_method none _exptl_crystal_description Plate _exptl_crystal_F_000 244 _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.13 _refine_diff_density_max 3.3 _refine_diff_density_min -2.1 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 2.216 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_parameters 91 _refine_ls_number_reflns 1264 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.080 _refine_ls_R_factor_obs .064 _refine_ls_shift/esd_max 0.002 _refine_ls_structure_factor_coef F _refine_ls_weighting_details '4Fo^2^/[\s^2^(Fo^2^) + 0.0036Fo^4^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs .082 _reflns_number_observed 1264 _reflns_number_total 1535 _reflns_observed_criterion >2.0\s(I) _cod_data_source_file fr1050.cif _cod_data_source_block 1 _cod_original_formula_sum 'C6 H10 I1 N1 O2' _cod_database_code 2006497 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 x,y,z 2 -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 I .0410(3) .0510(3) .0987(4) .0110(2) .0139(2) .0250(3) O1 .045(2) .044(3) .060(2) .005(2) .021(2) .007(2) O2 .037(2) .043(3) .060(2) -.004(2) .015(2) .003(2) N .039(3) .038(3) .052(3) .000(2) .008(2) .012(2) C1 .032(3) .043(3) .046(3) .005(3) .014(2) .011(3) C2 .030(3) .047(4) .048(3) .002(3) .008(2) .004(3) C3 .033(3) .040(3) .051(3) .006(3) .013(2) .008(3) C4 .027(3) .038(3) .062(3) .007(3) .012(2) .012(3) C5 .040(3) .055(4) .097(5) -.003(3) .019(3) .026(4) C6 .050(4) .069(5) .054(4) .001(4) .008(3) -.008(4) 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 I .24825(8) .61092(5) .44760(10) .0677(2) Uani ? O1 -.2608(8) 1.0829(5) .1284(8) .0500(10) Uani ? O2 .0561(8) .9792(5) .2767(9) .0480(10) Uani ? N -.2664(9) .8850(5) .1020(10) .046(2) Uani ? C1 -.1640(10) .9859(6) .1650(10) .041(2) Uani ? C2 .1800(10) .8665(7) .3300(10) .045(2) Uani ? C3 .0460(10) .7746(6) .3530(10) .043(2) Uani ? C4 -.1600(10) .7614(6) .1340(10) .044(2) Uani ? C5 -.3190(10) .6855(8) .167(2) .065(3) Uani ? C6 -.1140(10) .7162(9) -.0720(10) .063(3) Uani ? H3 .0077 .8036 .4929 .0517 Uiso calc H5a -.2597 .6049 .1819 .0782 Uiso calc H5b -.3417 .7140 .3010 .0782 Uiso calc H5c -.4547 .6906 .0386 .0782 Uiso calc H6a -.0438 .6378 -.0503 .0756 Uiso calc H6b -.0202 .7673 -.0936 .0756 Uiso calc H6c -.2471 .7153 -.2032 .0756 Uiso calc H2a .3040 .8758 .4692 .0534 Uiso calc H2b .2284 .8400 .2106 .0534 Uiso calc 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 C1 O2 C2 121.0(6) yes C1 N C4 126.3(6) yes O1 C1 O2 118.2(7) yes O1 C1 N 122.7(7) yes O2 C1 N 119.1(7) yes O2 C2 C3 111.3(6) yes I C3 C2 108.9(5) ? I C3 C4 113.6(5) ? C2 C3 C4 110.3(6) ? N C4 C3 103.4(6) yes N C4 C5 106.8(6) ? N C4 C6 109.7(7) ? C3 C4 C5 111.5(7) ? C3 C4 C6 113.9(6) ? C5 C4 C6 111.0(8) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag I C3 2.147(7) ? O1 C1 1.200(10) yes O2 C1 1.354(9) yes O2 C2 1.430(10) yes N C1 1.341(9) yes N C4 1.488(9) yes C2 C3 1.500(10) ? C3 C4 1.530(10) ? C4 C5 1.530(10) ? C4 C6 1.510(10) ? 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 O2 C1 O1 178.6(6) yes C2 O2 C1 N -0.2(9) yes C1 O2 C2 C3 -27.4(8) yes C4 N C1 O1 178.3(5) yes C4 N C1 O2 -3.0(10) yes C1 N C4 C3 31.0(9) yes C2 C3 C4 N -55.6(7) yes