# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Kresimir Molcanov' _publ_contact_author_email Kresimir.Molcanov@irb.hr loop_ _publ_author_name K.Molcanov I.Sabljic B.Kojic-Prodic data_opti _database_code_depnum_ccdc_archive 'CCDC 810582' #TrackingRef 'CsCAxurea.cif' _audit_creation_date 2009-10-21T15:43:25-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #------------------ CHEMICAL INFORMATION ------------------------------------# _chemical_formula_moiety 'C7 H4 Cl2 Cs2 N2 O5' _chemical_formula_sum 'C7 H4 Cl2 Cs2 N2 O5' _chemical_formula_weight 532.84 #------------------ UNIT CELL INFORMATION -----------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y, z-1/2' _cell_length_a 11.8722(4) _cell_length_b 12.9955(4) _cell_length_c 8.1575(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1258.58(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3297 _cell_measurement_theta_min 3.7696 _cell_measurement_theta_max 38.9023 #------------------ CRYSTAL INFORMATION -------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 2.812 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 976 _exptl_absorpt_coefficient_mu 6.229 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.44537 _exptl_absorpt_correction_T_max 1 #------------------ DATA COLLECTION INFORMATION -----------------------------# _diffrn_measurement_device_type 'Oxford Xcalibur' _diffrn_measurement_method ; CCD detector ; _diffrn_radiation_monochromator graphite _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_probe x-ray _diffrn_ambient_temperature 293(2) _diffrn_reflns_number 13079 _diffrn_reflns_av_R_equivalents 0.0739 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 4.01 _diffrn_reflns_theta_max 36.5 _diffrn_reflns_theta_full 38.94 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measured_fraction_theta_full 0.847 _reflns_number_total 3094 _reflns_number_gt 1301 _reflns_threshold_expression >2sigma(I) #------------------ COMPUTER PROGRAMS USED ----------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #------------------ REFINEMENT INFORMATION ----------------------------------# _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0838P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 3094 _refine_ls_number_parameters 83 _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.0579 _refine_ls_wR_factor_ref 0.1652 _refine_ls_goodness_of_fit_ref 0.879 _refine_ls_restrained_S_all 0.879 _refine_ls_shift/su_max 0 _refine_diff_density_max 1.917 _refine_diff_density_min -1.399 #------------------ ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS --------# 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cs Cs -0.368 2.1192 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 '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' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group _atom_site_disorder_assembly O3 O 0 0.0336(4) 0.25 0.0225(13) Uani 1 d S . . C4 C 0 -0.0607(6) 0.25 0.0191(16) Uani 1 d S . . N1 N -0.0316(5) -0.1155(4) 0.3833(7) 0.0334(13) Uani 1 d . . . H1A H -0.0524 -0.0841 0.4711 0.04 Uiso 1 calc R . . H1B H -0.0309 -0.1816 0.3802 0.04 Uiso 1 calc R . . O2 O 0.1212(4) 0.6605(3) 0.3840(6) 0.0277(10) Uani 1 d . . . C3 C 0.0682(5) 0.5838(4) 0.4353(7) 0.0155(10) Uani 1 d . . . Cs1 Cs 0.18476(4) 0.19859(3) 0.15858(5) 0.03531(16) Uani 1 d . . . Cl1 Cl 0.22831(13) 0.45755(12) 0.3118(2) 0.0276(3) Uani 1 d . . . O1 O 0.0680(4) 0.3048(3) 0.4486(6) 0.0301(10) Uani 1 d . . . C2 C 0.1031(5) 0.4811(4) 0.4135(7) 0.0138(10) Uani 1 d . . . C1 C 0.0404(5) 0.3959(4) 0.4705(6) 0.0156(10) Uani 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O3 0.016(3) 0.015(3) 0.036(3) 0 0.004(2) 0 C4 0.015(4) 0.006(3) 0.037(4) 0 -0.007(3) 0 N1 0.047(4) 0.018(3) 0.035(3) 0.005(2) 0.000(3) -0.001(3) O2 0.027(3) 0.0107(19) 0.045(3) 0.0007(18) 0.017(2) -0.0071(18) C3 0.013(3) 0.008(2) 0.026(2) -0.0013(19) 0.003(2) 0.0013(18) Cs1 0.0352(3) 0.0297(2) 0.0410(2) 0.00176(19) -0.00411(19) 0.00572(18) Cl1 0.0167(7) 0.0216(7) 0.0446(8) 0.0048(6) 0.0130(6) 0.0039(6) O1 0.034(3) 0.0086(18) 0.048(3) 0.0012(19) 0.020(2) 0.0029(17) C2 0.011(3) 0.006(2) 0.025(2) 0.0009(19) 0.006(2) -0.0013(17) C1 0.013(3) 0.011(2) 0.022(2) 0.0009(19) 0.002(2) -0.0008(19) #------------------ MOLECULAR GEOMETRY --------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O3 C4 1.225(9) . ? O3 Cs1 3.157(4) 4 ? O3 Cs1 3.157(4) . ? C4 N1 1.352(7) . ? C4 N1 1.352(7) 4 ? N1 Cs1 3.579(6) 8_556 ? N1 H1A 0.86 . ? N1 H1B 0.86 . ? O2 C3 1.252(6) . ? O2 Cs1 2.988(4) 7_665 ? O2 Cs1 2.989(5) 8_566 ? C3 C2 1.408(7) . ? C3 C1 1.524(7) 5_566 ? C3 Cs1 3.638(5) 8_566 ? Cs1 O2 2.988(4) 7_655 ? Cs1 O2 2.989(5) 8_565 ? Cs1 O1 3.070(4) . ? Cs1 O1 3.399(5) 2_554 ? Cs1 O1 3.416(5) 4 ? Cs1 Cl1 3.5270(15) 7_655 ? Cs1 N1 3.579(6) 8 ? Cs1 Cl1 3.6269(16) . ? Cs1 Cl1 3.6311(17) 2_554 ? Cs1 C3 3.638(5) 8_565 ? Cs1 C1 3.809(5) 2_554 ? Cl1 C2 1.730(5) . ? Cl1 Cs1 3.5270(15) 7_665 ? Cl1 Cs1 3.6311(17) 2 ? O1 C1 1.242(6) . ? O1 Cs1 3.399(5) 2 ? O1 Cs1 3.416(5) 4 ? C2 C1 1.413(7) . ? C1 C3 1.524(7) 5_566 ? C1 Cs1 3.809(5) 2 ? C1 Cs1 3.851(5) 4 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C4 O3 Cs1 132.78(7) . 4 ? C4 O3 Cs1 132.78(7) . . ? Cs1 O3 Cs1 94.44(15) 4 . ? O3 C4 N1 121.8(4) . . ? O3 C4 N1 121.8(4) . 4 ? N1 C4 N1 116.5(8) . 4 ? C4 N1 Cs1 117.7(3) . 8_556 ? C4 N1 H1A 120 . . ? Cs1 N1 H1A 80 8_556 . ? C4 N1 H1B 120 . . ? Cs1 N1 H1B 73.1 8_556 . ? H1A N1 H1B 120 . . ? C3 O2 Cs1 136.5(4) . 7_665 ? C3 O2 Cs1 111.4(4) . 8_566 ? Cs1 O2 Cs1 99.52(13) 7_665 8_566 ? O2 C3 C2 124.4(5) . . ? O2 C3 C1 117.1(5) . 5_566 ? C2 C3 C1 118.5(5) . 5_566 ? O2 C3 Cs1 49.9(3) . 8_566 ? C2 C3 Cs1 133.5(4) . 8_566 ? C1 C3 Cs1 86.2(3) 5_566 8_566 ? O2 Cs1 O2 139.18(5) 7_655 8_565 ? O2 Cs1 O1 87.03(14) 7_655 . ? O2 Cs1 O1 100.85(12) 8_565 . ? O2 Cs1 O3 106.13(10) 7_655 . ? O2 Cs1 O3 114.69(10) 8_565 . ? O1 Cs1 O3 79.01(10) . . ? O2 Cs1 O1 69.05(13) 7_655 2_554 ? O2 Cs1 O1 81.26(11) 8_565 2_554 ? O1 Cs1 O1 141.65(9) . 2_554 ? O3 Cs1 O1 135.27(10) . 2_554 ? O2 Cs1 O1 154.31(12) 7_655 4 ? O2 Cs1 O1 48.66(11) 8_565 4 ? O1 Cs1 O1 67.60(16) . 4 ? O3 Cs1 O1 74.00(9) . 4 ? O1 Cs1 O1 129.40(2) 2_554 4 ? O2 Cs1 Cl1 53.81(9) 7_655 7_655 ? O2 Cs1 Cl1 152.03(9) 8_565 7_655 ? O1 Cs1 Cl1 104.97(9) . 7_655 ? O3 Cs1 Cl1 61.08(7) . 7_655 ? O1 Cs1 Cl1 85.10(8) 2_554 7_655 ? O1 Cs1 Cl1 134.94(7) 4 7_655 ? O2 Cs1 N1 152.79(12) 7_655 8 ? O2 Cs1 N1 62.20(13) 8_565 8 ? O1 Cs1 N1 107.17(14) . 8 ? O3 Cs1 N1 56.25(10) . 8 ? O1 Cs1 N1 107.44(12) 2_554 8 ? O1 Cs1 N1 48.01(12) 4 8 ? Cl1 Cs1 N1 99.45(10) 7_655 8 ? O2 Cs1 Cl1 80.30(9) 7_655 . ? O2 Cs1 Cl1 74.10(9) 8_565 . ? O1 Cs1 Cl1 51.81(8) . . ? O3 Cs1 Cl1 130.38(7) . . ? O1 Cs1 Cl1 93.58(7) 2_554 . ? O1 Cs1 Cl1 80.72(8) 4 . ? Cl1 Cs1 Cl1 131.32(4) 7_655 . ? N1 Cs1 Cl1 126.78(10) 8 . ? O2 Cs1 Cl1 99.67(9) 7_655 2_554 ? O2 Cs1 Cl1 80.22(9) 8_565 2_554 ? O1 Cs1 Cl1 168.51(9) . 2_554 ? O3 Cs1 Cl1 90.12(6) . 2_554 ? O1 Cs1 Cl1 49.82(8) 2_554 2_554 ? O1 Cs1 Cl1 106.02(8) 4 2_554 ? Cl1 Cs1 Cl1 72.34(2) 7_655 2_554 ? N1 Cs1 Cl1 63.03(10) 8 2_554 ? Cl1 Cs1 Cl1 138.29(4) . 2_554 ? O2 Cs1 C3 136.88(12) 7_655 8_565 ? O2 Cs1 C3 18.69(12) 8_565 8_565 ? O1 Cs1 C3 82.22(12) . 8_565 ? O3 Cs1 C3 112.46(10) . 8_565 ? O1 Cs1 C3 94.94(11) 2_554 8_565 ? O1 Cs1 C3 39.08(11) 4 8_565 ? Cl1 Cs1 C3 168.33(9) 7_655 8_565 ? N1 Cs1 C3 69.36(13) 8 8_565 ? Cl1 Cs1 C3 60.35(9) . 8_565 ? Cl1 Cs1 C3 98.77(9) 2_554 8_565 ? O2 Cs1 C1 62.24(12) 7_655 2_554 ? O2 Cs1 C1 96.42(11) 8_565 2_554 ? O1 Cs1 C1 147.37(13) . 2_554 ? O3 Cs1 C1 118.13(11) . 2_554 ? O1 Cs1 C1 18.75(10) 2_554 2_554 ? O1 Cs1 C1 141.22(11) 4 2_554 ? Cl1 Cs1 C1 66.78(8) 7_655 2_554 ? N1 Cs1 C1 105.36(13) 8 2_554 ? Cl1 Cs1 C1 108.41(8) . 2_554 ? Cl1 Cs1 C1 42.49(8) 2_554 2_554 ? C3 Cs1 C1 112.02(11) 8_565 2_554 ? C2 Cl1 Cs1 105.33(17) . 7_665 ? C2 Cl1 Cs1 101.93(17) . . ? Cs1 Cl1 Cs1 138.04(5) 7_665 . ? C2 Cl1 Cs1 88.25(19) . 2 ? Cs1 Cl1 Cs1 133.57(5) 7_665 2 ? Cs1 Cl1 Cs1 77.91(3) . 2 ? C1 O1 Cs1 131.2(4) . . ? C1 O1 Cs1 99.7(4) . 2 ? Cs1 O1 Cs1 89.58(11) . 2 ? C1 O1 Cs1 101.0(4) . 4 ? Cs1 O1 Cs1 91.03(13) . 4 ? Cs1 O1 Cs1 151.92(14) 2 4 ? C3 C2 C1 123.1(5) . . ? C3 C2 Cl1 118.7(4) . . ? C1 C2 Cl1 118.2(4) . . ? O1 C1 C2 124.1(5) . . ? O1 C1 C3 117.5(5) . 5_566 ? C2 C1 C3 118.4(5) . 5_566 ? O1 C1 Cs1 61.6(3) . 2 ? C2 C1 Cs1 86.2(3) . 2 ? C3 C1 Cs1 125.3(3) 5_566 2 ? O1 C1 Cs1 60.6(3) . 4 ? C2 C1 Cs1 142.9(4) . 4 ? C3 C1 Cs1 70.5(3) 5_566 4 ? Cs1 C1 Cs1 119.34(13) 2 4 ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cs1 O3 C4 N1 -52.2(3) 4 . . . ? Cs1 O3 C4 N1 127.8(3) . . . . ? Cs1 O3 C4 N1 127.8(3) 4 . . 4 ? Cs1 O3 C4 N1 -52.2(3) . . . 4 ? O3 C4 N1 Cs1 -94.4(3) . . . 8_556 ? N1 C4 N1 Cs1 85.6(3) 4 . . 8_556 ? Cs1 O2 C3 C2 11.2(9) 7_665 . . . ? Cs1 O2 C3 C2 -120.9(5) 8_566 . . . ? Cs1 O2 C3 C1 -169.7(4) 7_665 . . 5_566 ? Cs1 O2 C3 C1 58.2(5) 8_566 . . 5_566 ? Cs1 O2 C3 Cs1 132.1(6) 7_665 . . 8_566 ? C4 O3 Cs1 O2 -59.85(10) . . . 7_655 ? Cs1 O3 Cs1 O2 120.15(10) 4 . . 7_655 ? C4 O3 Cs1 O2 119.53(9) . . . 8_565 ? Cs1 O3 Cs1 O2 -60.47(9) 4 . . 8_565 ? C4 O3 Cs1 O1 -143.47(10) . . . . ? Cs1 O3 Cs1 O1 36.53(10) 4 . . . ? C4 O3 Cs1 O1 16.44(11) . . . 2_554 ? Cs1 O3 Cs1 O1 -163.56(11) 4 . . 2_554 ? C4 O3 Cs1 O1 146.90(8) . . . 4 ? Cs1 O3 Cs1 O1 -33.10(8) 4 . . 4 ? C4 O3 Cs1 Cl1 -29.40(4) . . . 7_655 ? Cs1 O3 Cs1 Cl1 150.60(4) 4 . . 7_655 ? C4 O3 Cs1 N1 97.10(12) . . . 8 ? Cs1 O3 Cs1 N1 -82.90(12) 4 . . 8 ? C4 O3 Cs1 Cl1 -150.75(5) . . . . ? Cs1 O3 Cs1 Cl1 29.25(5) 4 . . . ? C4 O3 Cs1 Cl1 40.25(3) . . . 2_554 ? Cs1 O3 Cs1 Cl1 -139.75(3) 4 . . 2_554 ? C4 O3 Cs1 C3 139.80(9) . . . 8_565 ? Cs1 O3 Cs1 C3 -40.20(9) 4 . . 8_565 ? C4 O3 Cs1 C1 6.87(9) . . . 2_554 ? Cs1 O3 Cs1 C1 -173.13(9) 4 . . 2_554 ? O2 Cs1 Cl1 C2 -116.6(2) 7_655 . . . ? O2 Cs1 Cl1 C2 95.5(2) 8_565 . . . ? O1 Cs1 Cl1 C2 -22.7(2) . . . . ? O3 Cs1 Cl1 C2 -13.6(2) . . . . ? O1 Cs1 Cl1 C2 175.4(2) 2_554 . . . ? O1 Cs1 Cl1 C2 46.0(2) 4 . . . ? Cl1 Cs1 Cl1 C2 -97.99(19) 7_655 . . . ? N1 Cs1 Cl1 C2 60.5(2) 8 . . . ? Cl1 Cs1 Cl1 C2 149.74(19) 2_554 . . . ? C3 Cs1 Cl1 C2 81.7(2) 8_565 . . . ? C1 Cs1 Cl1 C2 -172.9(2) 2_554 . . . ? O2 Cs1 Cl1 Cs1 113.69(12) 7_655 . . 7_665 ? O2 Cs1 Cl1 Cs1 -34.20(11) 8_565 . . 7_665 ? O1 Cs1 Cl1 Cs1 -152.44(15) . . . 7_665 ? O3 Cs1 Cl1 Cs1 -143.33(7) . . . 7_665 ? O1 Cs1 Cl1 Cs1 45.66(10) 2_554 . . 7_665 ? O1 Cs1 Cl1 Cs1 -83.70(10) 4 . . 7_665 ? Cl1 Cs1 Cl1 Cs1 132.28(10) 7_655 . . 7_665 ? N1 Cs1 Cl1 Cs1 -69.28(15) 8 . . 7_665 ? Cl1 Cs1 Cl1 Cs1 20.00(9) 2_554 . . 7_665 ? C3 Cs1 Cl1 Cs1 -47.99(11) 8_565 . . 7_665 ? C1 Cs1 Cl1 Cs1 57.39(11) 2_554 . . 7_665 ? O2 Cs1 Cl1 Cs1 -31.00(10) 7_655 . . 2 ? O2 Cs1 Cl1 Cs1 -178.88(9) 8_565 . . 2 ? O1 Cs1 Cl1 Cs1 62.87(12) . . . 2 ? O3 Cs1 Cl1 Cs1 71.98(6) . . . 2 ? O1 Cs1 Cl1 Cs1 -99.03(8) 2_554 . . 2 ? O1 Cs1 Cl1 Cs1 131.61(8) 4 . . 2 ? Cl1 Cs1 Cl1 Cs1 -12.41(4) 7_655 . . 2 ? N1 Cs1 Cl1 Cs1 146.03(13) 8 . . 2 ? Cl1 Cs1 Cl1 Cs1 -124.69(5) 2_554 . . 2 ? C3 Cs1 Cl1 Cs1 167.32(10) 8_565 . . 2 ? C1 Cs1 Cl1 Cs1 -87.30(9) 2_554 . . 2 ? O2 Cs1 O1 C1 114.1(5) 7_655 . . . ? O2 Cs1 O1 C1 -25.5(5) 8_565 . . . ? O3 Cs1 O1 C1 -138.8(5) . . . . ? O1 Cs1 O1 C1 64.1(6) 2_554 . . . ? O1 Cs1 O1 C1 -61.8(5) 4 . . . ? Cl1 Cs1 O1 C1 165.4(5) 7_655 . . . ? N1 Cs1 O1 C1 -89.5(5) 8 . . . ? Cl1 Cs1 O1 C1 34.1(5) . . . . ? Cl1 Cs1 O1 C1 -119.8(5) 2_554 . . . ? C3 Cs1 O1 C1 -24.0(5) 8_565 . . . ? C1 Cs1 O1 C1 95.2(5) 2_554 . . . ? O2 Cs1 O1 Cs1 11.61(11) 7_655 . . 2 ? O2 Cs1 O1 Cs1 -128.00(11) 8_565 . . 2 ? O3 Cs1 O1 Cs1 118.67(9) . . . 2 ? O1 Cs1 O1 Cs1 -38.41(19) 2_554 . . 2 ? O1 Cs1 O1 Cs1 -164.25(9) 4 . . 2 ? Cl1 Cs1 O1 Cs1 62.85(9) 7_655 . . 2 ? N1 Cs1 O1 Cs1 167.95(11) 8 . . 2 ? Cl1 Cs1 O1 Cs1 -68.39(9) . . . 2 ? Cl1 Cs1 O1 Cs1 137.7(4) 2_554 . . 2 ? C3 Cs1 O1 Cs1 -126.54(12) 8_565 . . 2 ? C1 Cs1 O1 Cs1 -7.3(2) 2_554 . . 2 ? O2 Cs1 O1 Cs1 -140.32(12) 7_655 . . 4 ? O2 Cs1 O1 Cs1 80.07(12) 8_565 . . 4 ? O3 Cs1 O1 Cs1 -33.26(8) . . . 4 ? O1 Cs1 O1 Cs1 169.67(12) 2_554 . . 4 ? O1 Cs1 O1 Cs1 43.82(12) 4 . . 4 ? Cl1 Cs1 O1 Cs1 -89.07(9) 7_655 . . 4 ? N1 Cs1 O1 Cs1 16.03(14) 8 . . 4 ? Cl1 Cs1 O1 Cs1 139.69(15) . . . 4 ? Cl1 Cs1 O1 Cs1 -14.2(5) 2_554 . . 4 ? C3 Cs1 O1 Cs1 81.54(12) 8_565 . . 4 ? C1 Cs1 O1 Cs1 -159.23(16) 2_554 . . 4 ? O2 C3 C2 C1 -178.9(6) . . . . ? C1 C3 C2 C1 2.0(9) 5_566 . . . ? Cs1 C3 C2 C1 116.3(6) 8_566 . . . ? O2 C3 C2 Cl1 0.9(8) . . . . ? C1 C3 C2 Cl1 -178.2(4) 5_566 . . . ? Cs1 C3 C2 Cl1 -63.9(6) 8_566 . . . ? Cs1 Cl1 C2 C3 -7.8(5) 7_665 . . . ? Cs1 Cl1 C2 C3 -155.6(4) . . . . ? Cs1 Cl1 C2 C3 127.1(4) 2 . . . ? Cs1 Cl1 C2 C1 172.0(4) 7_665 . . . ? Cs1 Cl1 C2 C1 24.3(5) . . . . ? Cs1 Cl1 C2 C1 -53.0(4) 2 . . . ? Cs1 O1 C1 C2 -35.2(8) . . . . ? Cs1 O1 C1 C2 62.8(6) 2 . . . ? Cs1 O1 C1 C2 -136.4(5) 4 . . . ? Cs1 O1 C1 C3 144.7(4) . . . 5_566 ? Cs1 O1 C1 C3 -117.3(4) 2 . . 5_566 ? Cs1 O1 C1 C3 43.5(5) 4 . . 5_566 ? Cs1 O1 C1 Cs1 -98.0(4) . . . 2 ? Cs1 O1 C1 Cs1 160.8(2) 4 . . 2 ? Cs1 O1 C1 Cs1 101.2(5) . . . 4 ? Cs1 O1 C1 Cs1 -160.8(2) 2 . . 4 ? C3 C2 C1 O1 177.9(6) . . . . ? Cl1 C2 C1 O1 -2.0(8) . . . . ? C3 C2 C1 C3 -2.0(9) . . . 5_566 ? Cl1 C2 C1 C3 178.2(4) . . . 5_566 ? C3 C2 C1 Cs1 -130.4(5) . . . 2 ? Cl1 C2 C1 Cs1 49.7(4) . . . 2 ? C3 C2 C1 Cs1 93.0(7) . . . 4 ? Cl1 C2 C1 Cs1 -86.9(7) . . . 4 ? # Attachment 'CsHCAxH2CAx3H2O.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2009-10-23 at 16:11:34 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\program files\wingx\files\cifdoc.dat # CIF files read : urea-ca-4 struct urea-ca-4-teh #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_urea-ca-4 _database_code_depnum_ccdc_archive 'CCDC 810583' #TrackingRef 'CsHCAxH2CAx3H2O.cif' _audit_creation_date 2009-10-23T16:11:34-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #------------------ CHEMICAL INFORMATION ------------------------------------# _chemical_formula_moiety 'C6 Br2 Cs1 O4' _chemical_formula_sum 'C9 H8 Cl3 Cs O9' _chemical_formula_weight 499.41 #------------------ UNIT CELL INFORMATION -----------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.3773(4) _cell_length_b 9.3823(4) _cell_length_c 9.9299(4) _cell_angle_alpha 93.075(3) _cell_angle_beta 97.838(3) _cell_angle_gamma 118.980(4) _cell_volume 749.85(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 #------------------ CRYSTAL INFORMATION -------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 2.212 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 480 _exptl_absorpt_coefficient_mu 24.61 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.39269 _exptl_absorpt_correction_T_max 1 #------------------ DATA COLLECTION INFORMATION -----------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54179 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance (Cu) X-ray Source' _diffrn_measurement_device_type 'Oxford Xcalibur Nova' _diffrn_measurement_method ; CCD detector ; _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 10.4323 _diffrn_reflns_number 7646 _diffrn_reflns_av_R_equivalents 0.0222 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 4.54 _diffrn_reflns_theta_max 76.37 _diffrn_reflns_theta_full 76.37 _diffrn_measured_fraction_theta_max 0.986 _diffrn_measured_fraction_theta_full 0.986 _reflns_number_total 3097 _reflns_number_gt 3005 _reflns_threshold_expression >2sigma(I) #------------------ COMPUTER PROGRAMS USED ----------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #------------------ REFINEMENT INFORMATION ----------------------------------# _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0444P)^2^+0.3252P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.0039(2) _refine_ls_number_reflns 3097 _refine_ls_number_parameters 200 _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.024 _refine_ls_wR_factor_ref 0.0637 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.001 _refine_diff_density_max 0.593 _refine_diff_density_min -0.467 #------------------ ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS --------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cs Cs -0.7457 7.9052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group _atom_site_disorder_assembly Cs1 Cs 0.177354(19) 0.268195(18) 0.052799(17) 0.03489(9) Uani 1 d . . . Cl1 Cl 0.12470(7) 0.62207(7) 0.14893(6) 0.03156(14) Uani 1 d . . . Cl2 Cl 0.82402(7) 1.26322(7) 0.20184(6) 0.02716(13) Uani 1 d . . . O1 O 0.7474(2) 0.9137(2) 0.2165(2) 0.0328(4) Uani 1 d . . . O2 O 0.4514(2) 0.6424(2) 0.1882(2) 0.0318(4) Uani 1 d . . . H2 H 0.5592 0.6646 0.1772 0.048 Uiso 1 d R . . O3 O 0.1948(2) 0.9570(2) 0.1070(2) 0.0322(4) Uani 1 d . . . O4 O 0.4891(2) 1.2313(2) 0.1253(2) 0.0301(4) Uani 1 d . . . O7 O 0.3121(3) 0.4308(2) -0.2002(2) 0.0377(4) Uani 1 d . . . H7A H 0.3854 0.5438 -0.1993 0.056 Uiso 1 d R . . H7B H 0.2414 0.3958 -0.2873 0.056 Uiso 1 d R . . O8 O 0.0727(2) 0.1225(3) 0.3430(2) 0.0347(4) Uani 1 d . . . H8A H -0.0435 0.0531 0.3217 0.052 Uiso 1 d R . . H8B H 0.0975 0.2061 0.4137 0.052 Uiso 1 d R . . C1 C 0.6265(3) 0.9360(3) 0.1934(2) 0.0216(4) Uani 1 d . . . C2 C 0.4566(3) 0.7839(3) 0.1777(2) 0.0220(4) Uani 1 d . . . C3 C 0.3160(3) 0.7936(3) 0.1589(2) 0.0226(4) Uani 1 d . . . C4 C 0.3195(3) 0.9465(3) 0.1354(2) 0.0215(4) Uani 1 d . . . C5 C 0.4902(3) 1.1032(3) 0.1472(2) 0.0206(4) Uani 1 d . . . C6 C 0.6323(3) 1.0876(3) 0.1811(2) 0.0214(4) Uani 1 d . . . Cl3 Cl 0.45588(8) 0.30771(7) 0.45476(7) 0.03338(14) Uani 1 d . . . O5 O 0.7647(2) 0.2964(2) 0.51680(19) 0.0283(4) Uani 1 d . . . O6 O 0.1820(2) -0.0545(2) 0.4393(2) 0.0320(4) Uani 1 d . . . H6 H 0.1753 0.0294 0.4268 0.048 Uiso 1 d R . . C7 C 0.6409(3) 0.1619(3) 0.5081(2) 0.0214(4) Uani 1 d . . . C8 C 0.4733(3) 0.1360(3) 0.4773(2) 0.0229(4) Uani 1 d . . . C9 C 0.3375(3) -0.0154(3) 0.4672(2) 0.0220(4) Uani 1 d . . . O9 O 0.1122(3) 0.3686(2) 0.5390(2) 0.0387(4) Uani 1 d . . . H9A H -0.0011 0.3259 0.5381 0.058 Uiso 1 d R . . H9B H 0.1579 0.4749 0.5161 0.058 Uiso 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cs1 0.02872(11) 0.02723(11) 0.05059(13) 0.00517(7) 0.00454(7) 0.01607(8) Cl1 0.0193(3) 0.0203(3) 0.0436(3) 0.0036(2) 0.0008(2) 0.0023(2) Cl2 0.0185(2) 0.0187(2) 0.0370(3) 0.0034(2) 0.0035(2) 0.0041(2) O1 0.0204(8) 0.0238(9) 0.0513(11) 0.0021(8) -0.0030(7) 0.0115(7) O2 0.0235(8) 0.0188(8) 0.0501(11) 0.0061(7) 0.0004(7) 0.0097(7) O3 0.0209(8) 0.0268(9) 0.0497(11) 0.0039(8) 0.0028(7) 0.0136(7) O4 0.0245(9) 0.0200(8) 0.0446(10) 0.0047(7) 0.0016(7) 0.0113(7) O7 0.0356(10) 0.0236(9) 0.0512(11) 0.0061(8) -0.0001(8) 0.0147(8) O8 0.0242(9) 0.0322(10) 0.0478(11) 0.0038(8) 0.0000(8) 0.0160(8) C1 0.0185(10) 0.0189(10) 0.0249(10) 0.0010(8) -0.0003(8) 0.0087(9) C2 0.0215(11) 0.0157(10) 0.0242(10) 0.0013(8) -0.0011(8) 0.0073(9) C3 0.0177(10) 0.0146(10) 0.0289(10) 0.0013(8) 0.0007(8) 0.0041(8) C4 0.0197(10) 0.0201(10) 0.0229(10) 0.0007(8) 0.0024(8) 0.0090(9) C5 0.0202(10) 0.0162(10) 0.0229(10) -0.0001(8) 0.0013(8) 0.0082(8) C6 0.0171(10) 0.0160(10) 0.0263(10) 0.0016(8) 0.0020(8) 0.0052(8) Cl3 0.0305(3) 0.0201(3) 0.0513(3) 0.0063(2) 0.0029(2) 0.0149(2) O5 0.0215(8) 0.0201(8) 0.0382(9) 0.0054(7) 0.0035(7) 0.0068(7) O6 0.0195(8) 0.0239(8) 0.0516(11) 0.0082(8) 0.0040(7) 0.0104(7) C7 0.0194(10) 0.0191(10) 0.0237(10) 0.0030(8) 0.0038(8) 0.0082(8) C8 0.0219(11) 0.0184(10) 0.0292(11) 0.0046(8) 0.0049(8) 0.0105(9) C9 0.0205(10) 0.0200(10) 0.0260(10) 0.0055(8) 0.0058(8) 0.0100(9) O9 0.0280(9) 0.0259(9) 0.0586(12) 0.0063(8) 0.0032(8) 0.0119(8) #------------------ MOLECULAR GEOMETRY --------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cs1 O3 3.0740(19) 1_545 ? Cs1 O4 3.1006(18) 1_545 ? Cs1 O7 3.105(2) . ? Cs1 O3 3.1851(19) 2_565 ? Cs1 O2 3.2475(18) . ? Cs1 O8 3.321(2) . ? Cs1 O1 3.428(2) 2_665 ? Cs1 Cl1 3.6818(6) . ? Cs1 Cl2 3.7902(6) 1_445 ? Cs1 Cl1 3.8203(6) 2_565 ? Cl1 C3 1.719(2) . ? Cl1 Cs1 3.8203(6) 2_565 ? Cl2 C6 1.727(2) . ? Cl2 Cs1 3.7902(6) 1_665 ? O1 C1 1.243(3) . ? O1 Cs1 3.428(2) 2_665 ? O2 C2 1.315(3) . ? O2 H2 0.9517 . ? O3 C4 1.217(3) . ? O3 Cs1 3.0740(19) 1_565 ? O3 Cs1 3.1851(19) 2_565 ? O4 C5 1.238(3) . ? O4 Cs1 3.1006(18) 1_565 ? O7 H7A 0.9422 . ? O7 H7B 0.9474 . ? O8 H8A 0.9439 . ? O8 H8B 0.939 . ? C1 C6 1.409(3) . ? C1 C2 1.518(3) . ? C2 C3 1.354(3) . ? C3 C4 1.451(3) . ? C4 C5 1.545(3) . ? C5 C6 1.408(3) . ? Cl3 C8 1.719(2) . ? O5 C7 1.220(3) . ? O6 C9 1.303(3) . ? O6 H6 0.8338 . ? C7 C8 1.454(3) . ? C7 C9 1.511(3) 2_656 ? C8 C9 1.359(3) . ? C9 C7 1.511(3) 2_656 ? O9 H9A 0.9349 . ? O9 H9B 0.931 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Cs1 O4 51.53(5) 1_545 1_545 ? O3 Cs1 O7 117.51(5) 1_545 . ? O4 Cs1 O7 88.93(5) 1_545 . ? O3 Cs1 O3 89.54(5) 1_545 2_565 ? O4 Cs1 O3 136.61(5) 1_545 2_565 ? O7 Cs1 O3 94.93(5) . 2_565 ? O3 Cs1 O2 125.94(5) 1_545 . ? O4 Cs1 O2 79.56(5) 1_545 . ? O7 Cs1 O2 77.46(5) . . ? O3 Cs1 O2 143.40(5) 2_565 . ? O3 Cs1 O8 63.21(5) 1_545 . ? O4 Cs1 O8 87.20(5) 1_545 . ? O7 Cs1 O8 173.90(5) . . ? O3 Cs1 O8 91.13(5) 2_565 . ? O2 Cs1 O8 97.19(5) . . ? O3 Cs1 O1 65.14(5) 1_545 2_665 ? O4 Cs1 O1 66.28(5) 1_545 2_665 ? O7 Cs1 O1 54.25(5) . 2_665 ? O3 Cs1 O1 81.28(5) 2_565 2_665 ? O2 Cs1 O1 119.10(5) . 2_665 ? O8 Cs1 O1 127.80(5) . 2_665 ? O3 Cs1 Cl1 153.78(4) 1_545 . ? O4 Cs1 Cl1 128.66(4) 1_545 . ? O7 Cs1 Cl1 87.94(4) . . ? O3 Cs1 Cl1 94.70(3) 2_565 . ? O2 Cs1 Cl1 49.82(3) . . ? O8 Cs1 Cl1 90.80(4) . . ? O1 Cs1 Cl1 141.07(3) 2_665 . ? O3 Cs1 Cl2 109.28(4) 1_545 1_445 ? O4 Cs1 Cl2 142.53(4) 1_545 1_445 ? O7 Cs1 Cl2 126.59(4) . 1_445 ? O3 Cs1 Cl2 60.24(4) 2_565 1_445 ? O2 Cs1 Cl2 95.50(4) . 1_445 ? O8 Cs1 Cl2 56.32(3) . 1_445 ? O1 Cs1 Cl2 141.45(3) 2_665 1_445 ? Cl1 Cs1 Cl2 52.566(13) . 1_445 ? O3 Cs1 Cl1 138.00(4) 1_545 2_565 ? O4 Cs1 Cl1 158.36(4) 1_545 2_565 ? O7 Cs1 Cl1 69.45(4) . 2_565 ? O3 Cs1 Cl1 48.74(4) 2_565 2_565 ? O2 Cs1 Cl1 96.00(3) . 2_565 ? O8 Cs1 Cl1 114.42(3) . 2_565 ? O1 Cs1 Cl1 98.65(3) 2_665 2_565 ? Cl1 Cs1 Cl1 54.112(17) . 2_565 ? Cl2 Cs1 Cl1 58.616(13) 1_445 2_565 ? O3 Cs1 Cs1 45.78(4) 1_545 2 ? O4 Cs1 Cs1 95.19(3) 1_545 2 ? O7 Cs1 Cs1 112.39(4) . 2 ? O3 Cs1 Cs1 43.76(3) 2_565 2 ? O2 Cs1 Cs1 168.94(4) . 2 ? O8 Cs1 Cs1 72.68(4) . 2 ? O1 Cs1 Cs1 66.46(3) 2_665 2 ? Cl1 Cs1 Cs1 132.782(11) . 2 ? Cl2 Cs1 Cs1 82.687(10) 1_445 2 ? Cl1 Cs1 Cs1 92.374(10) 2_565 2 ? O3 Cs1 Cs1 105.59(4) 1_545 2_665 ? O4 Cs1 Cs1 56.37(3) 1_545 2_665 ? O7 Cs1 Cs1 44.88(4) . 2_665 ? O3 Cs1 Cs1 139.71(4) 2_565 2_665 ? O2 Cs1 Cs1 46.77(4) . 2_665 ? O8 Cs1 Cs1 129.11(3) . 2_665 ? O1 Cs1 Cs1 72.35(3) 2_665 2_665 ? Cl1 Cs1 Cs1 87.668(10) . 2_665 ? Cl2 Cs1 Cs1 139.838(10) 1_445 2_665 ? Cl1 Cs1 Cs1 105.340(10) 2_565 2_665 ? Cs1 Cs1 Cs1 137.104(7) 2 2_665 ? C3 Cl1 Cs1 105.83(8) . . ? C3 Cl1 Cs1 104.20(8) . 2_565 ? Cs1 Cl1 Cs1 125.888(17) . 2_565 ? C6 Cl2 Cs1 121.74(8) . 1_665 ? C1 O1 Cs1 117.02(15) . 2_665 ? C2 O2 Cs1 132.09(14) . . ? C2 O2 H2 103.6 . . ? Cs1 O2 H2 110.1 . . ? C4 O3 Cs1 126.91(16) . 1_565 ? C4 O3 Cs1 137.94(16) . 2_565 ? Cs1 O3 Cs1 90.46(5) 1_565 2_565 ? C5 O4 Cs1 126.27(15) . 1_565 ? Cs1 O7 H7A 125.1 . . ? Cs1 O7 H7B 120.1 . . ? H7A O7 H7B 105 . . ? Cs1 O8 H8A 104.9 . . ? Cs1 O8 H8B 112.3 . . ? H8A O8 H8B 108.5 . . ? O1 C1 C6 126.5(2) . . ? O1 C1 C2 116.1(2) . . ? C6 C1 C2 117.4(2) . . ? O2 C2 C3 121.1(2) . . ? O2 C2 C1 117.3(2) . . ? C3 C2 C1 121.6(2) . . ? C2 C3 C4 121.3(2) . . ? C2 C3 Cl1 121.28(18) . . ? C4 C3 Cl1 117.27(17) . . ? O3 C4 C3 123.2(2) . . ? O3 C4 C5 118.7(2) . . ? C3 C4 C5 118.18(19) . . ? O4 C5 C6 126.0(2) . . ? O4 C5 C4 116.6(2) . . ? C6 C5 C4 117.40(19) . . ? C5 C6 C1 123.6(2) . . ? C5 C6 Cl2 117.93(17) . . ? C1 C6 Cl2 118.42(18) . . ? C9 O6 H6 109.6 . . ? O5 C7 C8 123.2(2) . . ? O5 C7 C9 118.5(2) . 2_656 ? C8 C7 C9 118.3(2) . 2_656 ? C9 C8 C7 122.0(2) . . ? C9 C8 Cl3 121.66(18) . . ? C7 C8 Cl3 116.38(17) . . ? O6 C9 C8 127.8(2) . . ? O6 C9 C7 112.5(2) . 2_656 ? C8 C9 C7 119.7(2) . 2_656 ? H9A O9 H9B 109.7 . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Cs1 Cl1 C3 111.31(12) 1_545 . . . ? O4 Cs1 Cl1 C3 31.61(10) 1_545 . . . ? O7 Cs1 Cl1 C3 -55.37(9) . . . . ? O3 Cs1 Cl1 C3 -150.15(9) 2_565 . . . ? O2 Cs1 Cl1 C3 19.92(10) . . . . ? O8 Cs1 Cl1 C3 118.66(9) . . . . ? O1 Cs1 Cl1 C3 -68.22(10) 2_665 . . . ? Cl2 Cs1 Cl1 C3 163.49(9) 1_445 . . . ? Cl1 Cs1 Cl1 C3 -121.32(9) 2_565 . . . ? Cs1 Cs1 Cl1 C3 -174.46(8) 2 . . . ? Cs1 Cs1 Cl1 C3 -10.45(8) 2_665 . . . ? O3 Cs1 Cl1 Cs1 -127.37(8) 1_545 . . 2_565 ? O4 Cs1 Cl1 Cs1 152.93(5) 1_545 . . 2_565 ? O7 Cs1 Cl1 Cs1 65.95(4) . . . 2_565 ? O3 Cs1 Cl1 Cs1 -28.82(4) 2_565 . . 2_565 ? O2 Cs1 Cl1 Cs1 141.24(5) . . . 2_565 ? O8 Cs1 Cl1 Cs1 -120.02(4) . . . 2_565 ? O1 Cs1 Cl1 Cs1 53.11(5) 2_665 . . 2_565 ? Cl2 Cs1 Cl1 Cs1 -75.19(2) 1_445 . . 2_565 ? Cl1 Cs1 Cl1 Cs1 0 2_565 . . 2_565 ? Cs1 Cs1 Cl1 Cs1 -53.13(3) 2 . . 2_565 ? Cs1 Cs1 Cl1 Cs1 110.872(19) 2_665 . . 2_565 ? O3 Cs1 O2 C2 -177.3(2) 1_545 . . . ? O4 Cs1 O2 C2 158.9(2) 1_545 . . . ? O7 Cs1 O2 C2 67.6(2) . . . . ? O3 Cs1 O2 C2 -13.6(3) 2_565 . . . ? O8 Cs1 O2 C2 -115.4(2) . . . . ? O1 Cs1 O2 C2 103.6(2) 2_665 . . . ? Cl1 Cs1 O2 C2 -30.41(19) . . . . ? Cl2 Cs1 O2 C2 -58.7(2) 1_445 . . . ? Cl1 Cs1 O2 C2 0.3(2) 2_565 . . . ? Cs1 Cs1 O2 C2 -138.69(18) 2 . . . ? Cs1 Cs1 O2 C2 105.7(2) 2_665 . . . ? Cs1 O1 C1 C6 -106.4(2) 2_665 . . . ? Cs1 O1 C1 C2 73.9(2) 2_665 . . . ? Cs1 O2 C2 C3 31.8(3) . . . . ? Cs1 O2 C2 C1 -150.59(15) . . . . ? O1 C1 C2 O2 -0.8(3) . . . . ? C6 C1 C2 O2 179.5(2) . . . . ? O1 C1 C2 C3 176.8(2) . . . . ? C6 C1 C2 C3 -2.9(3) . . . . ? O2 C2 C3 C4 -174.6(2) . . . . ? C1 C2 C3 C4 7.9(3) . . . . ? O2 C2 C3 Cl1 0.5(3) . . . . ? C1 C2 C3 Cl1 -177.05(17) . . . . ? Cs1 Cl1 C3 C2 -21.6(2) . . . . ? Cs1 Cl1 C3 C2 -156.02(18) 2_565 . . . ? Cs1 Cl1 C3 C4 153.64(16) . . . . ? Cs1 Cl1 C3 C4 19.19(19) 2_565 . . . ? Cs1 O3 C4 C3 -179.75(15) 1_565 . . . ? Cs1 O3 C4 C3 -31.8(4) 2_565 . . . ? Cs1 O3 C4 C5 0.4(3) 1_565 . . . ? Cs1 O3 C4 C5 148.30(17) 2_565 . . . ? C2 C3 C4 O3 173.9(2) . . . . ? Cl1 C3 C4 O3 -1.3(3) . . . . ? C2 C3 C4 C5 -6.2(3) . . . . ? Cl1 C3 C4 C5 178.54(15) . . . . ? Cs1 O4 C5 C6 -179.50(16) 1_565 . . . ? Cs1 O4 C5 C4 0.8(3) 1_565 . . . ? O3 C4 C5 O4 -0.8(3) . . . . ? C3 C4 C5 O4 179.3(2) . . . . ? O3 C4 C5 C6 179.5(2) . . . . ? C3 C4 C5 C6 -0.3(3) . . . . ? O4 C5 C6 C1 -174.3(2) . . . . ? C4 C5 C6 C1 5.4(3) . . . . ? O4 C5 C6 Cl2 3.0(3) . . . . ? C4 C5 C6 Cl2 -177.34(15) . . . . ? O1 C1 C6 C5 176.3(2) . . . . ? C2 C1 C6 C5 -4.0(3) . . . . ? O1 C1 C6 Cl2 -1.0(3) . . . . ? C2 C1 C6 Cl2 178.75(16) . . . . ? Cs1 Cl2 C6 C5 -136.42(15) 1_665 . . . ? Cs1 Cl2 C6 C1 41.0(2) 1_665 . . . ? O5 C7 C8 C9 179.5(2) . . . . ? C9 C7 C8 C9 -1.4(4) 2_656 . . . ? O5 C7 C8 Cl3 -0.8(3) . . . . ? C9 C7 C8 Cl3 178.28(16) 2_656 . . . ? C7 C8 C9 O6 -179.5(2) . . . . ? Cl3 C8 C9 O6 0.8(4) . . . . ? C7 C8 C9 C7 1.5(4) . . . 2_656 ? Cl3 C8 C9 C7 -178.25(16) . . . 2_656 ? # Attachment 'Na2CAx2urea.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2008-02-29 at 12:33:07 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : f:\programs\wingx\files\cifdoc.dat # CIF files read : ureja-ca-2 struct ureja-ca-2-teh #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_ureja-ca-2 _database_code_depnum_ccdc_archive 'CCDC 810584' #TrackingRef 'Na2CAx2urea.cif' _audit_creation_date 2008-02-29T12:33:07-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #------------------ CHEMICAL INFORMATION ------------------------------------# _chemical_formula_moiety 'C8 H9 Cl2 N4 Na1 O6' _chemical_formula_sum 'C8 H9 Cl2 N4 Na O6' _chemical_formula_weight 351.08 #------------------ UNIT CELL INFORMATION -----------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.8219(2) _cell_length_b 7.0831(2) _cell_length_c 19.9550(4) _cell_angle_alpha 90 _cell_angle_beta 90.850(2) _cell_angle_gamma 90 _cell_volume 1388.11(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 #------------------ CRYSTAL INFORMATION -------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.68 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 4.859 _exptl_absorpt_correction_type none #------------------ DATA COLLECTION INFORMATION -----------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_probe x-ray _diffrn_radiation_source 'Enhance (Cu) X-ray Source' _diffrn_measurement_device_type 'Oxford Xcalibur Nova' _diffrn_measurement_method ; CCD detector ; _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 10.4323 _diffrn_reflns_number 14080 _diffrn_reflns_av_R_equivalents 0.0357 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 4.43 _diffrn_reflns_theta_max 76.51 _diffrn_reflns_theta_full 76.51 _diffrn_measured_fraction_theta_max 0.984 _diffrn_measured_fraction_theta_full 0.984 _reflns_number_total 2873 _reflns_number_gt 2364 _reflns_threshold_expression >2sigma(I) #------------------ COMPUTER PROGRAMS USED ----------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.11 (release 31-10-2007 CrysAlis171 .NET) (compiled Oct 31 2007,17:16:07) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.11 (release 31-10-2007 CrysAlis171 .NET) (compiled Oct 31 2007,17:16:07) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.11 (release 31-10-2007 CrysAlis171 .NET) (compiled Oct 31 2007,17:16:07) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #------------------ REFINEMENT INFORMATION ----------------------------------# _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0784P)^2^+0.1940P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_number_reflns 2873 _refine_ls_number_parameters 226 _refine_ls_number_restraints 2 _refine_ls_R_factor_gt 0.046 _refine_ls_wR_factor_ref 0.1223 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0 _refine_diff_density_max 0.562 _refine_diff_density_min -0.186 #------------------ ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS --------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.1353 0.1239 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group _atom_site_disorder_assembly Cl2 Cl 0.98634(5) 0.30704(9) 0.23812(3) 0.05562(19) Uani 1 d . . . Cl1 Cl 0.34699(6) 0.30352(13) 0.27357(4) 0.0772(3) Uani 1 d . . . O4 O 0.77022(16) 0.3446(3) 0.13020(7) 0.0616(5) Uani 1 d . . . O2 O 0.55876(18) 0.2640(3) 0.37901(8) 0.0655(5) Uani 1 d . . . O1 O 0.82614(16) 0.2788(3) 0.36270(8) 0.0626(5) Uani 1 d . . . C6 C 0.8109(2) 0.3096(3) 0.24592(10) 0.0412(4) Uani 1 d . . . C2 C 0.6049(2) 0.2876(3) 0.31767(10) 0.0457(5) Uani 1 d . . . O3 O 0.50251(17) 0.3562(3) 0.14858(9) 0.0675(5) Uani 1 d . . . C4 C 0.5740(2) 0.3317(3) 0.19816(11) 0.0481(5) Uani 1 d . . . C5 C 0.7300(2) 0.3284(3) 0.18881(10) 0.0447(5) Uani 1 d . . . C1 C 0.7577(2) 0.2918(3) 0.31049(10) 0.0428(4) Uani 1 d . . . Na1 Na 0.61748(8) 0.53128(14) 0.06043(4) 0.0504(2) Uani 1 d . . . O6 O 0.79653(17) 0.6864(3) 0.00797(8) 0.0565(4) Uani 1 d . . . O5 O 0.57861(17) 0.3195(2) -0.02727(9) 0.0575(4) Uani 1 d . . . C8 C 0.8675(2) 0.6556(4) -0.04215(11) 0.0516(5) Uani 1 d . . . N4 N 0.9952(2) 0.7132(4) -0.04499(14) 0.0724(7) Uani 1 d . . . C7 C 0.6264(2) 0.1594(4) -0.03446(11) 0.0518(5) Uani 1 d . . . N2 N 0.6028(3) 0.0578(5) -0.08978(14) 0.0760(7) Uani 1 d . . . N1 N 0.7104(3) 0.0828(4) 0.01175(12) 0.0687(6) Uani 1 d D . . N3 N 0.8158(3) 0.5657(5) -0.09461(13) 0.0867(9) Uani 1 d D . . C3 C 0.5207(2) 0.3067(3) 0.26448(11) 0.0496(5) Uani 1 d . . . H1A H 0.733(3) -0.039(5) 0.0089(15) 0.072(9) Uiso 1 d . . . H4B H 1.031(4) 0.773(5) -0.012(2) 0.084(11) Uiso 1 d . . . H2 H 0.622(4) 0.249(5) 0.406(2) 0.092(11) Uiso 1 d . . . H4A H 1.047(4) 0.691(5) -0.078(2) 0.092(12) Uiso 1 d . . . H1B H 0.713(3) 0.130(5) 0.0498(11) 0.075(9) Uiso 1 d D . . H2B H 0.636(4) -0.046(6) -0.096(2) 0.099(14) Uiso 1 d . . . H3A H 0.866(4) 0.539(5) -0.1264(18) 0.084(10) Uiso 1 d . . . H2A H 0.544(4) 0.107(6) -0.1142(19) 0.094(12) Uiso 1 d . . . H3B H 0.738(2) 0.526(5) -0.0888(19) 0.093(12) Uiso 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl2 0.0343(3) 0.0792(4) 0.0534(3) 0.0116(2) 0.0030(2) 0.0028(2) Cl1 0.0336(3) 0.1252(7) 0.0728(4) 0.0281(4) 0.0022(2) 0.0015(3) O4 0.0450(9) 0.1022(14) 0.0377(8) 0.0055(8) 0.0016(6) 0.0064(8) O2 0.0413(9) 0.1105(16) 0.0449(9) 0.0177(9) 0.0061(7) 0.0013(9) O1 0.0414(9) 0.1048(14) 0.0414(8) 0.0166(8) -0.0042(6) -0.0050(8) C6 0.0320(9) 0.0488(11) 0.0429(10) 0.0050(8) 0.0010(7) 0.0002(8) C2 0.0382(10) 0.0566(13) 0.0424(10) 0.0090(8) 0.0046(8) -0.0009(9) O3 0.0430(9) 0.1095(15) 0.0495(9) 0.0154(9) -0.0096(7) -0.0044(9) C4 0.0397(11) 0.0586(13) 0.0460(11) 0.0063(9) -0.0039(8) -0.0016(9) C5 0.0396(11) 0.0546(12) 0.0400(10) 0.0015(8) 0.0006(8) 0.0018(9) C1 0.0380(10) 0.0493(12) 0.0411(10) 0.0074(8) -0.0015(8) -0.0009(8) Na1 0.0406(4) 0.0721(6) 0.0385(4) -0.0001(4) -0.0035(3) 0.0019(4) O6 0.0470(9) 0.0755(12) 0.0473(8) -0.0097(7) 0.0122(6) 0.0000(7) O5 0.0539(10) 0.0632(11) 0.0548(9) -0.0069(7) -0.0135(7) 0.0090(8) C8 0.0434(11) 0.0635(14) 0.0480(11) -0.0002(9) 0.0062(9) 0.0047(10) N4 0.0455(12) 0.112(2) 0.0599(13) -0.0079(13) 0.0117(10) -0.0043(12) C7 0.0389(11) 0.0694(16) 0.0470(11) -0.0014(10) -0.0007(8) -0.0021(10) N2 0.0720(16) 0.0844(19) 0.0710(15) -0.0233(13) -0.0205(12) 0.0164(14) N1 0.0744(15) 0.0712(16) 0.0600(13) -0.0030(11) -0.0153(11) 0.0185(12) N3 0.0644(15) 0.141(3) 0.0547(13) -0.0336(15) 0.0158(11) -0.0167(17) C3 0.0330(10) 0.0657(14) 0.0501(11) 0.0106(9) 0.0016(8) -0.0002(9) #------------------ MOLECULAR GEOMETRY --------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl2 C6 1.733(2) . ? Cl1 C3 1.719(2) . ? O4 C5 1.245(3) . ? O4 Na1 2.4240(18) . ? O2 C2 1.322(3) . ? O2 H2 0.83(4) . ? O1 C1 1.235(3) . ? O1 Na1 2.389(2) 2_645 ? C6 C5 1.386(3) . ? C6 C1 1.403(3) . ? C2 C3 1.342(3) . ? C2 C1 1.510(3) . ? O3 C4 1.217(3) . ? O3 Na1 2.443(2) . ? C4 C3 1.441(3) . ? C4 C5 1.546(3) . ? C4 Na1 3.125(2) . ? C5 Na1 3.125(2) . ? Na1 O5 2.2863(18) 3_665 ? Na1 O5 2.3323(18) . ? Na1 O6 2.3346(19) . ? Na1 O1 2.389(2) 2_655 ? Na1 Na1 3.3425(15) 3_665 ? O6 C8 1.247(3) . ? O5 C7 1.236(3) . ? O5 Na1 2.2863(18) 3_665 ? C8 N3 1.320(3) . ? C8 N4 1.321(3) . ? N4 H4B 0.85(4) . ? N4 H4A 0.86(4) . ? C7 N2 1.335(3) . ? C7 N1 1.343(3) . ? N2 H2B 0.81(4) . ? N2 H2A 0.83(4) . ? N1 H1A 0.89(3) . ? N1 H1B 0.830(18) . ? N3 H3A 0.83(4) . ? N3 H3B 0.827(18) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C5 O4 Na1 112.80(14) . . ? C2 O2 H2 111(3) . . ? C1 O1 Na1 135.58(17) . 2_645 ? C5 C6 C1 123.16(19) . . ? C5 C6 Cl2 119.07(16) . . ? C1 C6 Cl2 117.77(15) . . ? O2 C2 C3 122.0(2) . . ? O2 C2 C1 116.43(18) . . ? C3 C2 C1 121.62(18) . . ? C4 O3 Na1 112.98(15) . . ? O3 C4 C3 123.4(2) . . ? O3 C4 C5 117.7(2) . . ? C3 C4 C5 118.87(18) . . ? O3 C4 Na1 46.01(12) . . ? C3 C4 Na1 156.81(17) . . ? C5 C4 Na1 75.66(11) . . ? O4 C5 C6 126.5(2) . . ? O4 C5 C4 116.13(18) . . ? C6 C5 C4 117.33(18) . . ? O4 C5 Na1 45.65(11) . . ? C6 C5 Na1 155.49(16) . . ? C4 C5 Na1 75.69(11) . . ? O1 C1 C6 125.2(2) . . ? O1 C1 C2 116.61(18) . . ? C6 C1 C2 118.23(17) . . ? O5 Na1 O5 87.28(7) 3_665 . ? O5 Na1 O6 106.83(7) 3_665 . ? O5 Na1 O6 94.72(7) . . ? O5 Na1 O1 91.87(7) 3_665 2_655 ? O5 Na1 O1 170.97(8) . 2_655 ? O6 Na1 O1 76.91(6) . 2_655 ? O5 Na1 O4 158.44(7) 3_665 . ? O5 Na1 O4 99.97(7) . . ? O6 Na1 O4 92.89(7) . . ? O1 Na1 O4 84.03(7) 2_655 . ? O5 Na1 O3 92.68(7) 3_665 . ? O5 Na1 O3 98.14(8) . . ? O6 Na1 O3 157.10(7) . . ? O1 Na1 O3 90.88(7) 2_655 . ? O4 Na1 O3 66.31(6) . . ? O5 Na1 C5 137.40(7) 3_665 . ? O5 Na1 C5 111.80(7) . . ? O6 Na1 C5 108.93(6) . . ? O1 Na1 C5 74.65(6) 2_655 . ? O4 Na1 C5 21.55(6) . . ? O3 Na1 C5 48.53(5) . . ? O5 Na1 C4 109.77(7) 3_665 . ? O5 Na1 C4 110.24(7) . . ? O6 Na1 C4 136.11(6) . . ? O1 Na1 C4 78.50(7) 2_655 . ? O4 Na1 C4 48.67(6) . . ? O3 Na1 C4 21.01(5) . . ? C5 Na1 C4 28.65(5) . . ? O5 Na1 Na1 44.18(5) 3_665 3_665 ? O5 Na1 Na1 43.10(4) . 3_665 ? O6 Na1 Na1 104.80(6) . 3_665 ? O1 Na1 Na1 135.35(6) 2_655 3_665 ? O4 Na1 Na1 139.19(7) . 3_665 ? O3 Na1 Na1 97.51(5) . 3_665 ? C5 Na1 Na1 139.69(6) . 3_665 ? C4 Na1 Na1 118.21(6) . 3_665 ? C8 O6 Na1 135.32(17) . . ? C7 O5 Na1 135.25(15) . 3_665 ? C7 O5 Na1 128.24(14) . . ? Na1 O5 Na1 92.72(7) 3_665 . ? O6 C8 N3 120.5(2) . . ? O6 C8 N4 121.5(2) . . ? N3 C8 N4 118.0(2) . . ? C8 N4 H4B 120(2) . . ? C8 N4 H4A 123(3) . . ? H4B N4 H4A 117(3) . . ? O5 C7 N2 121.9(2) . . ? O5 C7 N1 121.4(2) . . ? N2 C7 N1 116.6(3) . . ? C7 N2 H2B 123(3) . . ? C7 N2 H2A 112(3) . . ? H2B N2 H2A 125(4) . . ? C7 N1 H1A 120(2) . . ? C7 N1 H1B 118(2) . . ? H1A N1 H1B 117(3) . . ? C8 N3 H3A 119(2) . . ? C8 N3 H3B 114(3) . . ? H3A N3 H3B 127(3) . . ? C2 C3 C4 120.7(2) . . ? C2 C3 Cl1 121.06(17) . . ? C4 C3 Cl1 118.24(16) . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Na1 O3 C4 C3 153.3(2) . . . . ? Na1 O3 C4 C5 -26.4(3) . . . . ? Na1 O4 C5 C6 -149.2(2) . . . . ? Na1 O4 C5 C4 30.2(2) . . . . ? C1 C6 C5 O4 -179.9(2) . . . . ? Cl2 C6 C5 O4 -0.1(3) . . . . ? C1 C6 C5 C4 0.7(3) . . . . ? Cl2 C6 C5 C4 -179.48(15) . . . . ? C1 C6 C5 Na1 118.2(3) . . . . ? Cl2 C6 C5 Na1 -61.9(4) . . . . ? O3 C4 C5 O4 -2.5(3) . . . . ? C3 C4 C5 O4 177.8(2) . . . . ? Na1 C4 C5 O4 -21.76(18) . . . . ? O3 C4 C5 C6 177.0(2) . . . . ? C3 C4 C5 C6 -2.8(3) . . . . ? Na1 C4 C5 C6 157.7(2) . . . . ? O3 C4 C5 Na1 19.3(2) . . . . ? C3 C4 C5 Na1 -160.5(2) . . . . ? Na1 O1 C1 C6 -106.0(2) 2_645 . . . ? Na1 O1 C1 C2 73.9(3) 2_645 . . . ? C5 C6 C1 O1 -178.3(2) . . . . ? Cl2 C6 C1 O1 1.8(3) . . . . ? C5 C6 C1 C2 1.7(3) . . . . ? Cl2 C6 C1 C2 -178.12(15) . . . . ? O2 C2 C1 O1 -2.3(3) . . . . ? C3 C2 C1 O1 177.8(2) . . . . ? O2 C2 C1 C6 177.7(2) . . . . ? C3 C2 C1 C6 -2.2(3) . . . . ? C5 O4 Na1 O5 -17.3(3) . . . 3_665 ? C5 O4 Na1 O5 -125.54(17) . . . . ? C5 O4 Na1 O6 139.15(17) . . . . ? C5 O4 Na1 O1 62.64(17) . . . 2_655 ? C5 O4 Na1 O3 -30.96(16) . . . . ? C5 O4 Na1 C4 -17.29(15) . . . . ? C5 O4 Na1 Na1 -104.12(17) . . . 3_665 ? C4 O3 Na1 O5 -145.33(19) . . . 3_665 ? C4 O3 Na1 O5 127.03(19) . . . . ? C4 O3 Na1 O6 3.5(3) . . . . ? C4 O3 Na1 O1 -53.42(19) . . . 2_655 ? C4 O3 Na1 O4 29.67(18) . . . . ? C4 O3 Na1 C5 15.06(16) . . . . ? C4 O3 Na1 Na1 170.55(18) . . . 3_665 ? O4 C5 Na1 O5 170.73(17) . . . 3_665 ? C6 C5 Na1 O5 -107.2(4) . . . 3_665 ? C4 C5 Na1 O5 18.48(17) . . . 3_665 ? O4 C5 Na1 O5 59.67(18) . . . . ? C6 C5 Na1 O5 141.8(4) . . . . ? C4 C5 Na1 O5 -92.58(13) . . . . ? O4 C5 Na1 O6 -43.68(18) . . . . ? C6 C5 Na1 O6 38.4(4) . . . . ? C4 C5 Na1 O6 164.07(12) . . . . ? O4 C5 Na1 O1 -113.66(18) . . . 2_655 ? C6 C5 Na1 O1 -31.6(4) . . . 2_655 ? C4 C5 Na1 O1 94.09(12) . . . 2_655 ? C6 C5 Na1 O4 82.1(4) . . . . ? C4 C5 Na1 O4 -152.3(2) . . . . ? O4 C5 Na1 O3 141.0(2) . . . . ? C6 C5 Na1 O3 -136.8(4) . . . . ? C4 C5 Na1 O3 -11.20(12) . . . . ? O4 C5 Na1 C4 152.3(2) . . . . ? C6 C5 Na1 C4 -125.6(4) . . . . ? O4 C5 Na1 Na1 101.57(18) . . . 3_665 ? C6 C5 Na1 Na1 -176.3(3) . . . 3_665 ? C4 C5 Na1 Na1 -50.68(15) . . . 3_665 ? O3 C4 Na1 O5 37.1(2) . . . 3_665 ? C3 C4 Na1 O5 -34.8(4) . . . 3_665 ? C5 C4 Na1 O5 -166.82(12) . . . 3_665 ? O3 C4 Na1 O5 -57.4(2) . . . . ? C3 C4 Na1 O5 -129.3(4) . . . . ? C5 C4 Na1 O5 98.66(12) . . . . ? O3 C4 Na1 O6 -178.04(19) . . . . ? C3 C4 Na1 O6 110.0(4) . . . . ? C5 C4 Na1 O6 -22.00(16) . . . . ? O3 C4 Na1 O1 125.0(2) . . . 2_655 ? C3 C4 Na1 O1 53.0(4) . . . 2_655 ? C5 C4 Na1 O1 -78.98(12) . . . 2_655 ? O3 C4 Na1 O4 -142.9(2) . . . . ? C3 C4 Na1 O4 145.2(4) . . . . ? C5 C4 Na1 O4 13.16(11) . . . . ? C3 C4 Na1 O3 -72.0(4) . . . . ? C5 C4 Na1 O3 156.0(3) . . . . ? O3 C4 Na1 C5 -156.0(3) . . . . ? C3 C4 Na1 C5 132.0(5) . . . . ? O3 C4 Na1 Na1 -10.6(2) . . . 3_665 ? C3 C4 Na1 Na1 -82.6(4) . . . 3_665 ? C5 C4 Na1 Na1 145.39(11) . . . 3_665 ? O5 Na1 O6 C8 -100.4(2) 3_665 . . . ? O5 Na1 O6 C8 -11.8(2) . . . . ? O1 Na1 O6 C8 171.6(2) 2_655 . . . ? O4 Na1 O6 C8 88.4(2) . . . . ? O3 Na1 O6 C8 112.3(3) . . . . ? C5 Na1 O6 C8 103.1(2) . . . . ? C4 Na1 O6 C8 114.1(2) . . . . ? Na1 Na1 O6 C8 -54.4(2) 3_665 . . . ? O5 Na1 O5 C7 -160.5(2) 3_665 . . . ? O6 Na1 O5 C7 92.8(2) . . . . ? O1 Na1 O5 C7 114.7(4) 2_655 . . . ? O4 Na1 O5 C7 -0.9(2) . . . . ? O3 Na1 O5 C7 -68.2(2) . . . . ? C5 Na1 O5 C7 -19.7(2) . . . . ? C4 Na1 O5 C7 -50.4(2) . . . . ? Na1 Na1 O5 C7 -160.5(2) 3_665 . . . ? O5 Na1 O5 Na1 0 3_665 . . 3_665 ? O6 Na1 O5 Na1 -106.67(7) . . . 3_665 ? O1 Na1 O5 Na1 -84.8(4) 2_655 . . 3_665 ? O4 Na1 O5 Na1 159.55(7) . . . 3_665 ? O3 Na1 O5 Na1 92.32(7) . . . 3_665 ? C5 Na1 O5 Na1 140.77(7) . . . 3_665 ? C4 Na1 O5 Na1 110.08(7) . . . 3_665 ? Na1 O6 C8 N3 31.7(4) . . . . ? Na1 O6 C8 N4 -149.2(2) . . . . ? Na1 O5 C7 N2 33.1(4) 3_665 . . . ? Na1 O5 C7 N2 -175.2(2) . . . . ? Na1 O5 C7 N1 -150.3(2) 3_665 . . . ? Na1 O5 C7 N1 1.4(4) . . . . ? O2 C2 C3 C4 -179.8(2) . . . . ? C1 C2 C3 C4 0.1(4) . . . . ? O2 C2 C3 Cl1 0.6(4) . . . . ? C1 C2 C3 Cl1 -179.49(17) . . . . ? O3 C4 C3 C2 -177.4(2) . . . . ? C5 C4 C3 C2 2.4(4) . . . . ? Na1 C4 C3 C2 -122.3(3) . . . . ? O3 C4 C3 Cl1 2.2(4) . . . . ? C5 C4 C3 Cl1 -178.03(16) . . . . ? Na1 C4 C3 Cl1 57.3(5) . . . . ? # Attachment 'RbHCAxH2CAx3H2O.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2009-10-23 at 16:01:35 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\program files\wingx\files\cifdoc.dat # CIF files read : urea-ca-3 struct urea-ca-3-teh #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_urea-ca-3 _database_code_depnum_ccdc_archive 'CCDC 810585' #TrackingRef 'RbHCAxH2CAx3H2O.cif' _audit_creation_date 2009-10-23T16:01:35-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #------------------ CHEMICAL INFORMATION ------------------------------------# _chemical_formula_moiety 'C9 H8 Cl3 O9 Rb1' _chemical_formula_sum 'C9 H8 Cl3 O9 Rb' _chemical_formula_weight 451.97 #------------------ UNIT CELL INFORMATION -----------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.2357(4) _cell_length_b 9.2416(4) _cell_length_c 9.8443(4) _cell_angle_alpha 92.646(3) _cell_angle_beta 98.035(3) _cell_angle_gamma 118.378(4) _cell_volume 725.87(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 #------------------ CRYSTAL INFORMATION -------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 2.068 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 444 _exptl_absorpt_coefficient_mu 10.214 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.49535 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.11 (release 31-10-2007 CrysAlis171 .NET) (compiled Oct 31 2007,17:16:07) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; #------------------ DATA COLLECTION INFORMATION -----------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54179 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance (Cu) X-ray Source' _diffrn_measurement_device_type 'Oxford Xcalibur Nova' _diffrn_measurement_method ; CCD detector ; _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 10.4323 _diffrn_reflns_number 7401 _diffrn_reflns_av_R_equivalents 0.0436 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 4.57 _diffrn_reflns_theta_max 76.18 _diffrn_reflns_theta_full 76.18 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measured_fraction_theta_full 0.989 _reflns_number_total 3006 _reflns_number_gt 2820 _reflns_threshold_expression >2sigma(I) #------------------ COMPUTER PROGRAMS USED ----------------------------------# _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) (compiled Jun 10 2008,16:49:55) ; _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #------------------ REFINEMENT INFORMATION ----------------------------------# _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1227P)^2^+0.3982P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_number_reflns 3006 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_gt 0.0547 _refine_ls_wR_factor_ref 0.1583 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0 _refine_diff_density_max 1.711 _refine_diff_density_min -0.737 #------------------ ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS --------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Rb Rb -0.4688 1.6079 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group _atom_site_disorder_assembly Rb1 Rb 0.17650(4) 0.26728(4) 0.05309(4) 0.0421(2) Uani 1 d . . . Cl1 Cl 0.11588(9) 0.61944(9) 0.14859(8) 0.0321(2) Uani 1 d . . . Cl2 Cl 0.81743(8) 1.26527(8) 0.20004(7) 0.0266(2) Uani 1 d . . . O1 O 0.7445(3) 0.9138(3) 0.2176(3) 0.0322(5) Uani 1 d . . . O2 O 0.4461(3) 0.6387(3) 0.1863(3) 0.0307(5) Uani 1 d . . . H2 H 0.5539 0.6609 0.1753 0.046 Uiso 1 d R . . O3 O 0.1818(3) 0.9564(3) 0.0993(3) 0.0309(5) Uani 1 d . . . O4 O 0.4778(3) 1.2336(3) 0.1202(3) 0.0297(5) Uani 1 d . . . O7 O 0.3096(3) 0.4281(3) -0.1869(3) 0.0372(6) Uani 1 d . . . H7A H 0.3829 0.5411 -0.186 0.056 Uiso 1 d R . . H7B H 0.2389 0.3931 -0.274 0.056 Uiso 1 d R . . O8 O 0.0731(3) 0.1313(3) 0.3336(3) 0.0340(5) Uani 1 d . . . H8A H -0.0431 0.0619 0.3123 0.051 Uiso 1 d R . . H8B H 0.0979 0.2149 0.4043 0.051 Uiso 1 d R . . C1 C 0.6200(4) 0.9348(4) 0.1924(3) 0.0225(6) Uani 1 d . . . C2 C 0.4507(4) 0.7821(4) 0.1766(3) 0.0226(6) Uani 1 d . . . C3 C 0.3072(4) 0.7929(3) 0.1573(3) 0.0235(6) Uani 1 d . . . C4 C 0.3089(4) 0.9464(4) 0.1314(3) 0.0227(6) Uani 1 d . . . C5 C 0.4807(4) 1.1040(4) 0.1439(3) 0.0225(6) Uani 1 d . . . C6 C 0.6245(4) 1.0880(3) 0.1789(3) 0.0220(6) Uani 1 d . . . Cl3 Cl 0.45569(10) 0.31256(9) 0.45236(9) 0.0331(2) Uani 1 d . . . O5 O 0.7671(3) 0.2977(3) 0.5172(2) 0.0276(5) Uani 1 d . . . O6 O 0.1789(3) -0.0515(3) 0.4359(3) 0.0310(5) Uani 1 d . . . H6 H 0.1722 0.0324 0.4234 0.047 Uiso 1 d R . . C7 C 0.6417(4) 0.1625(3) 0.5090(3) 0.0209(5) Uani 1 d . . . C8 C 0.4725(4) 0.1382(4) 0.4764(3) 0.0231(6) Uani 1 d . . . C9 C 0.3356(4) -0.0134(4) 0.4654(3) 0.0232(6) Uani 1 d . . . O9 O 0.1163(3) 0.3678(3) 0.5439(3) 0.0370(6) Uani 1 d . . . H9A H 0.003 0.3251 0.543 0.056 Uiso 1 d R . . H9B H 0.162 0.4741 0.521 0.056 Uiso 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Rb1 0.0340(3) 0.0357(3) 0.0569(3) 0.01275(19) 0.00296(19) 0.0180(2) Cl1 0.0198(4) 0.0226(4) 0.0391(4) 0.0060(3) -0.0009(3) 0.0000(3) Cl2 0.0186(4) 0.0189(3) 0.0331(4) 0.0059(3) -0.0001(3) 0.0029(3) O1 0.0216(11) 0.0235(11) 0.0482(13) 0.0045(9) -0.0030(10) 0.0108(9) O2 0.0247(11) 0.0192(10) 0.0438(12) 0.0091(9) -0.0010(9) 0.0089(9) O3 0.0200(10) 0.0286(11) 0.0418(13) 0.0061(9) -0.0003(9) 0.0114(9) O4 0.0258(11) 0.0199(10) 0.0414(12) 0.0059(8) -0.0008(9) 0.0111(9) O7 0.0342(12) 0.0228(11) 0.0510(15) 0.0103(10) -0.0005(11) 0.0128(10) O8 0.0245(11) 0.0298(12) 0.0454(13) 0.0024(10) -0.0045(10) 0.0143(10) C1 0.0209(13) 0.0201(13) 0.0218(13) 0.0024(10) -0.0036(10) 0.0081(11) C2 0.0232(14) 0.0169(12) 0.0214(13) 0.0053(10) -0.0001(10) 0.0055(11) C3 0.0187(13) 0.0169(13) 0.0245(13) 0.0034(10) -0.0032(10) 0.0023(11) C4 0.0210(14) 0.0218(13) 0.0217(12) 0.0032(10) -0.0005(10) 0.0086(11) C5 0.0213(13) 0.0199(13) 0.0223(13) 0.0029(10) -0.0005(10) 0.0080(11) C6 0.0202(13) 0.0159(12) 0.0233(13) 0.0043(10) -0.0012(10) 0.0048(11) Cl3 0.0294(4) 0.0197(4) 0.0493(5) 0.0072(3) -0.0008(3) 0.0131(3) O5 0.0212(10) 0.0194(10) 0.0361(11) 0.0080(8) 0.0023(8) 0.0054(8) O6 0.0185(10) 0.0231(11) 0.0501(13) 0.0117(9) 0.0026(9) 0.0093(9) C7 0.0195(13) 0.0188(12) 0.0216(12) 0.0059(9) 0.0018(10) 0.0075(10) C8 0.0230(14) 0.0188(13) 0.0285(14) 0.0066(10) 0.0027(11) 0.0111(11) C9 0.0209(13) 0.0223(13) 0.0256(13) 0.0059(10) 0.0008(11) 0.0105(11) O9 0.0248(11) 0.0266(11) 0.0549(15) 0.0088(10) 0.0017(10) 0.0098(9) #------------------ MOLECULAR GEOMETRY --------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Rb1 O4 2.934(2) 1_545 ? Rb1 O7 2.949(3) . ? Rb1 O3 2.952(2) 1_545 ? Rb1 O3 3.049(2) 2_565 ? Rb1 O8 3.167(3) . ? Rb1 O2 3.201(2) . ? Rb1 O1 3.424(3) 2_665 ? Rb1 Cl1 3.6587(9) . ? Rb1 Cl1 3.7027(8) 2_565 ? Rb1 Cl2 3.7915(8) 1_445 ? Cl1 C3 1.718(3) . ? Cl1 Rb1 3.7027(8) 2_565 ? Cl2 C6 1.730(3) . ? Cl2 Rb1 3.7915(8) 1_665 ? O1 C1 1.248(4) . ? O1 Rb1 3.424(3) 2_665 ? O2 C2 1.314(4) . ? O2 H2 0.9397 . ? O3 C4 1.220(4) . ? O3 Rb1 2.952(2) 1_565 ? O3 Rb1 3.049(2) 2_565 ? O4 C5 1.243(4) . ? O4 Rb1 2.934(2) 1_565 ? O7 H7A 0.9351 . ? O7 H7B 0.9398 . ? O8 H8A 0.9367 . ? O8 H8B 0.9335 . ? C1 C6 1.410(4) . ? C1 C2 1.508(4) . ? C2 C3 1.364(4) . ? C3 C4 1.446(4) . ? C4 C5 1.544(4) . ? C5 C6 1.402(4) . ? Cl3 C8 1.714(3) . ? O5 C7 1.224(4) . ? O6 C9 1.300(4) . ? O6 H6 0.82 . ? C7 C8 1.455(4) . ? C7 C9 1.516(4) 2_656 ? C8 C9 1.355(4) . ? C9 C7 1.516(4) 2_656 ? O9 H9A 0.9248 . ? O9 H9B 0.9203 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Rb1 O7 87.74(7) 1_545 . ? O4 Rb1 O3 54.33(6) 1_545 1_545 ? O7 Rb1 O3 117.71(7) . 1_545 ? O4 Rb1 O3 135.52(6) 1_545 2_565 ? O7 Rb1 O3 96.43(7) . 2_565 ? O3 Rb1 O3 85.61(6) 1_545 2_565 ? O4 Rb1 O8 88.95(6) 1_545 . ? O7 Rb1 O8 172.96(7) . . ? O3 Rb1 O8 64.80(6) 1_545 . ? O3 Rb1 O8 90.29(6) 2_565 . ? O4 Rb1 O2 79.38(6) 1_545 . ? O7 Rb1 O2 76.64(7) . . ? O3 Rb1 O2 128.55(6) 1_545 . ? O3 Rb1 O2 144.69(6) 2_565 . ? O8 Rb1 O2 96.65(6) . . ? O4 Rb1 O1 65.95(6) 1_545 2_665 ? O7 Rb1 O1 54.50(6) . 2_665 ? O3 Rb1 O1 64.70(6) 1_545 2_665 ? O3 Rb1 O1 80.75(6) 2_565 2_665 ? O8 Rb1 O1 129.19(6) . 2_665 ? O2 Rb1 O1 118.99(6) . 2_665 ? O4 Rb1 Cl1 128.88(5) 1_545 . ? O7 Rb1 Cl1 88.06(5) . . ? O3 Rb1 Cl1 153.98(5) 1_545 . ? O3 Rb1 Cl1 95.57(5) 2_565 . ? O8 Rb1 Cl1 89.19(5) . . ? O2 Rb1 Cl1 50.18(4) . . ? O1 Rb1 Cl1 141.21(4) 2_665 . ? O4 Rb1 Cl1 156.68(5) 1_545 2_565 ? O7 Rb1 Cl1 68.96(5) . 2_565 ? O3 Rb1 Cl1 135.95(5) 1_545 2_565 ? O3 Rb1 Cl1 50.75(4) 2_565 2_565 ? O8 Rb1 Cl1 114.31(4) . 2_565 ? O2 Rb1 Cl1 95.47(4) . 2_565 ? O1 Rb1 Cl1 98.03(4) 2_665 2_565 ? Cl1 Rb1 Cl1 54.01(2) . 2_565 ? O4 Rb1 Cl2 143.74(5) 1_545 1_445 ? O7 Rb1 Cl2 126.26(5) . 1_445 ? O3 Rb1 Cl2 108.68(5) 1_545 1_445 ? O3 Rb1 Cl2 60.66(5) 2_565 1_445 ? O8 Rb1 Cl2 55.78(4) . 1_445 ? O2 Rb1 Cl2 95.28(5) . 1_445 ? O1 Rb1 Cl2 141.40(4) 2_665 1_445 ? Cl1 Rb1 Cl2 51.617(16) . 1_445 ? Cl1 Rb1 Cl2 58.936(18) 2_565 1_445 ? O4 Rb1 Rb1 95.92(5) 1_545 2 ? O7 Rb1 Rb1 112.91(5) . 2 ? O3 Rb1 Rb1 43.66(4) 1_545 2 ? O3 Rb1 Rb1 41.95(4) 2_565 2 ? O8 Rb1 Rb1 73.62(4) . 2 ? O2 Rb1 Rb1 169.38(5) . 2 ? O1 Rb1 Rb1 66.56(4) 2_665 2 ? Cl1 Rb1 Rb1 132.045(17) . 2 ? Cl1 Rb1 Rb1 92.505(16) 2_565 2 ? Cl2 Rb1 Rb1 82.844(15) 1_445 2 ? C3 Cl1 Rb1 105.63(11) . . ? C3 Cl1 Rb1 102.90(10) . 2_565 ? Rb1 Cl1 Rb1 125.99(2) . 2_565 ? C6 Cl2 Rb1 121.39(10) . 1_665 ? C1 O1 Rb1 116.14(19) . 2_665 ? C2 O2 Rb1 132.70(18) . . ? C2 O2 H2 103.3 . . ? Rb1 O2 H2 110.1 . . ? C4 O3 Rb1 124.5(2) . 1_565 ? C4 O3 Rb1 137.5(2) . 2_565 ? Rb1 O3 Rb1 94.39(6) 1_565 2_565 ? C5 O4 Rb1 125.85(19) . 1_565 ? Rb1 O7 H7A 125.7 . . ? Rb1 O7 H7B 119.1 . . ? H7A O7 H7B 105.6 . . ? Rb1 O8 H8A 105.1 . . ? Rb1 O8 H8B 113.2 . . ? H8A O8 H8B 109 . . ? O1 C1 C6 125.7(3) . . ? O1 C1 C2 116.6(3) . . ? C6 C1 C2 117.7(3) . . ? O2 C2 C3 121.0(3) . . ? O2 C2 C1 117.8(3) . . ? C3 C2 C1 121.2(3) . . ? C2 C3 C4 121.4(3) . . ? C2 C3 Cl1 120.7(2) . . ? C4 C3 Cl1 117.6(2) . . ? O3 C4 C3 123.1(3) . . ? O3 C4 C5 119.0(3) . . ? C3 C4 C5 117.9(2) . . ? O4 C5 C6 126.1(3) . . ? O4 C5 C4 116.3(3) . . ? C6 C5 C4 117.7(2) . . ? C5 C6 C1 123.5(3) . . ? C5 C6 Cl2 118.0(2) . . ? C1 C6 Cl2 118.5(2) . . ? C9 O6 H6 109.5 . . ? O5 C7 C8 123.2(3) . . ? O5 C7 C9 118.2(3) . 2_656 ? C8 C7 C9 118.6(3) . 2_656 ? C9 C8 C7 122.1(3) . . ? C9 C8 Cl3 121.7(2) . . ? C7 C8 Cl3 116.2(2) . . ? O6 C9 C8 128.0(3) . . ? O6 C9 C7 112.6(3) . 2_656 ? C8 C9 C7 119.3(3) . 2_656 ? H9A O9 H9B 110.3 . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Rb1 Cl1 C3 31.41(12) 1_545 . . . ? O7 Rb1 Cl1 C3 -54.11(11) . . . . ? O3 Rb1 Cl1 C3 118.20(15) 1_545 . . . ? O3 Rb1 Cl1 C3 -150.38(11) 2_565 . . . ? O8 Rb1 Cl1 C3 119.41(11) . . . . ? O2 Rb1 Cl1 C3 20.05(12) . . . . ? O1 Rb1 Cl1 C3 -68.22(12) 2_665 . . . ? Cl1 Rb1 Cl1 C3 -119.31(11) 2_565 . . . ? Cl2 Rb1 Cl1 C3 164.47(11) 1_445 . . . ? Rb1 Rb1 Cl1 C3 -173.71(10) 2 . . . ? O4 Rb1 Cl1 Rb1 150.73(7) 1_545 . . 2_565 ? O7 Rb1 Cl1 Rb1 65.20(6) . . . 2_565 ? O3 Rb1 Cl1 Rb1 -122.49(11) 1_545 . . 2_565 ? O3 Rb1 Cl1 Rb1 -31.07(5) 2_565 . . 2_565 ? O8 Rb1 Cl1 Rb1 -121.28(5) . . . 2_565 ? O2 Rb1 Cl1 Rb1 139.37(7) . . . 2_565 ? O1 Rb1 Cl1 Rb1 51.09(7) 2_665 . . 2_565 ? Cl1 Rb1 Cl1 Rb1 0 2_565 . . 2_565 ? Cl2 Rb1 Cl1 Rb1 -76.21(3) 1_445 . . 2_565 ? Rb1 Rb1 Cl1 Rb1 -54.40(4) 2 . . 2_565 ? O4 Rb1 O2 C2 158.7(3) 1_545 . . . ? O7 Rb1 O2 C2 68.5(3) . . . . ? O3 Rb1 O2 C2 -176.6(2) 1_545 . . . ? O3 Rb1 O2 C2 -13.7(3) 2_565 . . . ? O8 Rb1 O2 C2 -113.7(3) . . . . ? O1 Rb1 O2 C2 104.0(3) 2_665 . . . ? Cl1 Rb1 O2 C2 -30.3(2) . . . . ? Cl1 Rb1 O2 C2 1.6(3) 2_565 . . . ? Cl2 Rb1 O2 C2 -57.6(3) 1_445 . . . ? Rb1 Rb1 O2 C2 -136.9(2) 2 . . . ? Rb1 O1 C1 C6 -106.7(3) 2_665 . . . ? Rb1 O1 C1 C2 73.9(3) 2_665 . . . ? Rb1 O2 C2 C3 31.2(4) . . . . ? Rb1 O2 C2 C1 -150.9(2) . . . . ? O1 C1 C2 O2 -1.9(4) . . . . ? C6 C1 C2 O2 178.6(3) . . . . ? O1 C1 C2 C3 176.0(3) . . . . ? C6 C1 C2 C3 -3.4(4) . . . . ? O2 C2 C3 C4 -173.1(3) . . . . ? C1 C2 C3 C4 9.0(4) . . . . ? O2 C2 C3 Cl1 1.3(4) . . . . ? C1 C2 C3 Cl1 -176.5(2) . . . . ? Rb1 Cl1 C3 C2 -21.9(3) . . . . ? Rb1 Cl1 C3 C2 -155.5(2) 2_565 . . . ? Rb1 Cl1 C3 C4 152.8(2) . . . . ? Rb1 Cl1 C3 C4 19.2(2) 2_565 . . . ? Rb1 O3 C4 C3 178.1(2) 1_565 . . . ? Rb1 O3 C4 C3 -29.4(5) 2_565 . . . ? Rb1 O3 C4 C5 -2.5(4) 1_565 . . . ? Rb1 O3 C4 C5 150.0(2) 2_565 . . . ? C2 C3 C4 O3 172.0(3) . . . . ? Cl1 C3 C4 O3 -2.6(4) . . . . ? C2 C3 C4 C5 -7.4(4) . . . . ? Cl1 C3 C4 C5 178.0(2) . . . . ? Rb1 O4 C5 C6 -178.5(2) 1_565 . . . ? Rb1 O4 C5 C4 2.3(4) 1_565 . . . ? O3 C4 C5 O4 0.1(4) . . . . ? C3 C4 C5 O4 179.6(3) . . . . ? O3 C4 C5 C6 -179.1(3) . . . . ? C3 C4 C5 C6 0.3(4) . . . . ? O4 C5 C6 C1 -174.0(3) . . . . ? C4 C5 C6 C1 5.1(4) . . . . ? O4 C5 C6 Cl2 3.4(4) . . . . ? C4 C5 C6 Cl2 -177.46(19) . . . . ? O1 C1 C6 C5 176.8(3) . . . . ? C2 C1 C6 C5 -3.8(4) . . . . ? O1 C1 C6 Cl2 -0.6(4) . . . . ? C2 C1 C6 Cl2 178.8(2) . . . . ? Rb1 Cl2 C6 C5 -136.8(2) 1_665 . . . ? Rb1 Cl2 C6 C1 40.7(3) 1_665 . . . ? O5 C7 C8 C9 178.8(3) . . . . ? C9 C7 C8 C9 -1.4(5) 2_656 . . . ? O5 C7 C8 Cl3 -1.2(4) . . . . ? C9 C7 C8 Cl3 178.6(2) 2_656 . . . ? C7 C8 C9 O6 -179.4(3) . . . . ? Cl3 C8 C9 O6 0.5(5) . . . . ? C7 C8 C9 C7 1.4(5) . . . 2_656 ? Cl3 C8 C9 C7 -178.6(2) . . . 2_656 ?