#------------------------------------------------------------------------------ #$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2013962.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_2013962 loop_ _publ_author_name 'Cox, Philip J.' 'Lin, Paul Kong Thoo' _publ_section_title ; Two oxazane macrocycles ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first o321 _journal_page_last o324 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac 'C10 H28 N4 O4 4+, 4Cl 1-' _chemical_formula_moiety 'C10 H28 N4 O4 4+, 4Cl 1-' _chemical_formula_sum 'C10 H28 Cl4 N4 O4' _chemical_formula_weight 410.16 _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 _audit_creation_method 'WinGX routine CIF_UPDATE' _cell_angle_alpha 67.409(2) _cell_angle_beta 68.128(2) _cell_angle_gamma 88.967(2) _cell_formula_units_Z 1 _cell_length_a 7.6921(2) _cell_length_b 8.3920(2) _cell_length_c 8.6696(3) _cell_measurement_reflns_used 3448 _cell_measurement_temperature 120(2) _cell_measurement_theta_max 27.48 _cell_measurement_theta_min 2.91 _cell_volume 474.37(3) _computing_cell_refinement 'DENZO and COLLECT' _computing_data_collection ; DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998) ; _computing_data_reduction 'DENZO and COLLECT' _computing_molecular_graphics ; PLATON (Spek, 2003) and ORTEP-3 (Farrugia, 1997) ; _computing_publication_material 'WinGX (Farrugia, 1999)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR97 (Altomare et al.,1999)' _diffrn_measured_fraction_theta_full 0.966 _diffrn_measured_fraction_theta_max 0.966 _diffrn_measurement_device_type ; Nonius KappaCCD area detector ; _diffrn_measurement_method ; \f and \w scans to fill Ewald sphere ; _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0482 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_number 6137 _diffrn_reflns_theta_full 27.47 _diffrn_reflns_theta_max 27.47 _diffrn_reflns_theta_min 2.96 _diffrn_standards_decay_% 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.644 _exptl_absorpt_correction_T_max 0.980 _exptl_absorpt_correction_T_min 0.941 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SORTAV; Blessing, 1997)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.436 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 216 _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.03 _refine_diff_density_max 0.313 _refine_diff_density_min -0.258 _refine_ls_extinction_coef 0.019(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 101 _refine_ls_number_reflns 2090 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.047 _refine_ls_R_factor_all 0.0392 _refine_ls_R_factor_gt 0.0302 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0262P)^2^+0.1427P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0720 _refine_ls_wR_factor_ref 0.0753 _reflns_number_gt 1798 _reflns_number_total 2090 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file fg1742.cif _[local]_cod_data_source_block II _cod_database_code 2013962 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol Cl1 0.32480(5) 0.15909(5) 0.36436(5) 0.01571(13) Uani d . 1 Cl Cl2 0.84740(5) 0.26379(5) 0.87007(5) 0.01947(14) Uani d . 1 Cl O1 0.54871(14) 0.29156(14) 0.58324(14) 0.0143(3) Uani d . 1 O N2 0.70790(17) 0.21150(16) 0.60752(17) 0.0123(3) Uani d . 1 N H2A 0.6895 0.0952 0.6308 0.015 Uiso calc R 1 H H2B 0.7236 0.2206 0.7041 0.015 Uiso calc R 1 H C3 0.8764(2) 0.3029(2) 0.4382(2) 0.0145(3) Uani d . 1 C H3A 0.9912 0.2701 0.4616 0.017 Uiso calc R 1 H H3B 0.8798 0.4302 0.4033 0.017 Uiso calc R 1 H C4 0.8817(2) 0.2629(2) 0.2805(2) 0.0151(3) Uani d . 1 C H4A 1.0095 0.3075 0.1816 0.018 Uiso calc R 1 H H4B 0.8609 0.1347 0.3210 0.018 Uiso calc R 1 H N5 0.73925(18) 0.33915(16) 0.20681(17) 0.0127(3) Uani d . 1 N H5A 0.7546 0.3175 0.1065 0.015 Uiso calc R 1 H H5B 0.6189 0.2908 0.2932 0.015 Uiso calc R 1 H O6 0.76719(14) 0.52168(13) 0.15796(14) 0.0135(2) Uani d . 1 O C7 0.6143(2) 0.6011(2) 0.1116(2) 0.0136(3) Uani d . 1 C H7A 0.4899 0.5393 0.2097 0.016 Uiso calc R 1 H H7B 0.6200 0.5973 -0.0029 0.016 Uiso calc R 1 H C8 0.6429(2) 0.7871(2) 0.0894(2) 0.0139(3) Uani d . 1 C H8A 0.5483 0.8502 0.0472 0.017 Uiso calc R 1 H H8B 0.7701 0.8441 -0.0060 0.017 Uiso calc R 1 H C9 0.6255(2) 0.8042(2) 0.2626(2) 0.0158(3) Uani d . 1 C H9A 0.7345 0.7610 0.2924 0.019 Uiso calc R 1 H H9B 0.6314 0.9291 0.2409 0.019 Uiso calc R 1 H 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 0.0148(2) 0.0153(2) 0.0167(2) 0.00085(15) -0.00585(17) -0.00649(16) Cl2 0.0181(2) 0.0280(3) 0.0153(2) -0.00110(17) -0.00643(17) -0.01186(18) O1 0.0106(5) 0.0201(6) 0.0128(5) 0.0053(4) -0.0053(4) -0.0068(5) N2 0.0123(6) 0.0146(7) 0.0123(6) 0.0044(5) -0.0062(5) -0.0066(5) C3 0.0103(7) 0.0175(8) 0.0135(8) 0.0012(6) -0.0039(6) -0.0048(6) C4 0.0154(8) 0.0165(8) 0.0121(7) 0.0054(6) -0.0043(6) -0.0056(6) N5 0.0147(6) 0.0113(7) 0.0116(6) -0.0002(5) -0.0043(5) -0.0050(5) O6 0.0144(5) 0.0099(5) 0.0181(6) 0.0015(4) -0.0084(5) -0.0055(4) C7 0.0138(8) 0.0163(8) 0.0137(7) 0.0033(6) -0.0082(7) -0.0065(6) C8 0.0134(8) 0.0139(8) 0.0125(7) 0.0020(6) -0.0037(6) -0.0050(6) C9 0.0110(7) 0.0189(8) 0.0180(8) 0.0008(6) -0.0027(7) -0.0107(7) 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' Cl Cl 0.1484 0.1585 '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' 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_site_symmetry_3 _geom_angle N2 O1 C9 . 2_666 110.47(10) O1 N2 C3 . . 107.54(11) O1 N2 H2A . . 110.2 C3 N2 H2A . . 110.2 O1 N2 H2B . . 110.2 C3 N2 H2B . . 110.2 H2A N2 H2B . . 108.5 N2 C3 C4 . . 113.76(12) N2 C3 H3A . . 108.8 C4 C3 H3A . . 108.8 N2 C3 H3B . . 108.8 C4 C3 H3B . . 108.8 H3A C3 H3B . . 107.7 N5 C4 C3 . . 114.03(12) N5 C4 H4A . . 108.7 C3 C4 H4A . . 108.7 N5 C4 H4B . . 108.7 C3 C4 H4B . . 108.7 H4A C4 H4B . . 107.6 O6 N5 C4 . . 107.37(11) O6 N5 H5A . . 110.2 C4 N5 H5A . . 110.2 O6 N5 H5B . . 110.2 C4 N5 H5B . . 110.2 H5A N5 H5B . . 108.5 N5 O6 C7 . . 110.34(10) O6 C7 C8 . . 105.61(12) O6 C7 H7A . . 110.6 C8 C7 H7A . . 110.6 O6 C7 H7B . . 110.6 C8 C7 H7B . . 110.6 H7A C7 H7B . . 108.7 C7 C8 C9 . . 113.82(13) C7 C8 H8A . . 108.8 C9 C8 H8A . . 108.8 C7 C8 H8B . . 108.8 C9 C8 H8B . . 108.8 H8A C8 H8B . . 107.7 O1 C9 C8 2_666 . 113.05(12) O1 C9 H9A 2_666 . 109.0 C8 C9 H9A . . 109.0 O1 C9 H9B 2_666 . 109.0 C8 C9 H9B . . 109.0 H9A C9 H9B . . 107.8 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance O1 N2 . 1.4314(15) O1 C9 2_666 1.4518(18) N2 C3 . 1.4752(19) N2 H2A . 0.92 N2 H2B . 0.92 C3 C4 . 1.514(2) C3 H3A . 0.99 C3 H3B . 0.99 C4 N5 . 1.4836(19) C4 H4A . 0.99 C4 H4B . 0.99 N5 O6 . 1.4204(15) N5 H5A . 0.92 N5 H5B . 0.92 O6 C7 . 1.4516(17) C7 C8 . 1.508(2) C7 H7A . 0.99 C7 H7B . 0.99 C8 C9 . 1.519(2) C8 H8A . 0.99 C8 H8B . 0.99 C9 H9A . 0.99 C9 H9B . 0.99 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 N2 H2A Cl1 2_656 0.92 2.12 3.0323(13) 170 y N2 H2B Cl2 . 0.92 2.13 3.0214(13) 163 y N5 H5A Cl2 1_554 0.92 2.13 3.0340(13) 168 y N5 H5B Cl1 . 0.92 2.29 3.1074(13) 148 y N5 H5B O1 . 0.92 2.37 2.9007(16) 117 y C3 H3A Cl1 1_655 0.99 2.66 3.5445(15) 149 y C4 H4B Cl1 2_656 0.99 2.76 3.5673(16) 139 y C4 H4A O6 2_765 0.99 2.60 3.5012(19) 152 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C8 C9 O1 N2 2_666 2_666 . 69.50(17) y C9 O1 N2 C3 2_666 . . 173.78(11) y O1 N2 C3 C4 . . . -72.23(15) y N2 C3 C4 N5 . . . 70.57(17) y C3 C4 N5 O6 . . . 55.80(15) y C4 N5 O6 C7 . . . -171.03(11) y N5 O6 C7 C8 . . . 171.92(11) y O6 C7 C8 C9 . . . -63.37(15) y C7 C8 C9 O1 . . 2_666 -52.29(17) y