#------------------------------------------------------------------------------ #$Date: 2011-09-10 05:16:28 +0200 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006497.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, J. T.' 'Ensley, H. E.' 'Ling, J.' _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_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 ; _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 0.064 _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 0.082 _reflns_number_observed 1264 _reflns_number_total 1535 _reflns_observed_criterion >2.0\s(I) _[local]_cod_data_source_file fr1050.cif _[local]_cod_data_source_block 1 _[local]_cod_chemical_formula_sum_orig 'C6 H10 I1 N1 O2' _cod_database_code 2006497 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 0.0410(3) 0.0510(3) 0.0987(4) 0.0110(2) 0.0139(2) 0.0250(3) O1 0.045(2) 0.044(3) 0.060(2) 0.005(2) 0.021(2) 0.007(2) O2 0.037(2) 0.043(3) 0.060(2) -0.004(2) 0.015(2) 0.003(2) N 0.039(3) 0.038(3) 0.052(3) 0.000(2) 0.008(2) 0.012(2) C1 0.032(3) 0.043(3) 0.046(3) 0.005(3) 0.014(2) 0.011(3) C2 0.030(3) 0.047(4) 0.048(3) 0.002(3) 0.008(2) 0.004(3) C3 0.033(3) 0.040(3) 0.051(3) 0.006(3) 0.013(2) 0.008(3) C4 0.027(3) 0.038(3) 0.062(3) 0.007(3) 0.012(2) 0.012(3) C5 0.040(3) 0.055(4) 0.097(5) -0.003(3) 0.019(3) 0.026(4) C6 0.050(4) 0.069(5) 0.054(4) 0.001(4) 0.008(3) -0.008(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 0.24825(8) 0.61092(5) 0.44760(10) 0.0677(2) Uani ? O1 -0.2608(8) 1.0829(5) 0.1284(8) 0.0500(10) Uani ? O2 0.0561(8) 0.9792(5) 0.2767(9) 0.0480(10) Uani ? N -0.2664(9) 0.8850(5) 0.1020(10) 0.046(2) Uani ? C1 -0.1640(10) 0.9859(6) 0.1650(10) 0.041(2) Uani ? C2 0.1800(10) 0.8665(7) 0.3300(10) 0.045(2) Uani ? C3 0.0460(10) 0.7746(6) 0.3530(10) 0.043(2) Uani ? C4 -0.1600(10) 0.7614(6) 0.1340(10) 0.044(2) Uani ? C5 -0.3190(10) 0.6855(8) 0.167(2) 0.065(3) Uani ? C6 -0.1140(10) 0.7162(9) -0.0720(10) 0.063(3) Uani ? H3 0.0077 0.8036 0.4929 0.0517 Uiso calc H5a -0.2597 0.6049 0.1819 0.0782 Uiso calc H5b -0.3417 0.7140 0.3010 0.0782 Uiso calc H5c -0.4547 0.6906 0.0386 0.0782 Uiso calc H6a -0.0438 0.6378 -0.0503 0.0756 Uiso calc H6b -0.0202 0.7673 -0.0936 0.0756 Uiso calc H6c -0.2471 0.7153 -0.2032 0.0756 Uiso calc H2a 0.3040 0.8758 0.4692 0.0534 Uiso calc H2b 0.2284 0.8400 0.2106 0.0534 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