Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2002 data_sjd128 _database_code_CSD 191753 _journal_coden_Cambridge 182 loop_ _publ_author_name _publ_author_address 'Colin L. Raston' ; Department of Chemistry University of Leeds Leeds LS2 9JT UK ; 'Scott J. Dalgarno' ; Department of Chemistry University of Leeds Leeds LS2 9JT UK ; _publ_contact_author_name 'Prof Colin Raston' _publ_contact_author_address ; Department of Chemistry Leeds University Woodhouse Lane Leeds LS2 9JT UNITED KINGDOM ; _publ_contact_author_email 'C.L.RASTON@CHEM.LEEDS.AC.UK' _publ_contact_author_phone '+44 (0)113 2336555' _publ_contact_author_fax '+44 (0)113 2336401' _publ_requested_journal 'Chemical Communications' _publ_section_title ; Capture of di-protonated [2.2.2]cryptand in the cavity of two p-sulfonated calixarenes as part of 2-D bi-layer lanthanide coordination polymers ; _publ_contact_letter ; The following 1 set of data is supplementary data for the the crystal structure included in the paper, details of which are given below ; #================================================================= _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '(2H[2.2.2]cryptand)2+(p-sulfonatocalix[4]arene)4-2(M(H2O)4)3+2' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9.25 H10.75 N0.25 Nd0.25 O6.38 S' _chemical_formula_weight 295.55 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' 'Nd' 'Nd' -0.1943 3.0179 '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' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P4/nnc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+1/2, x, z' '-x+1/2, -y+1/2, z' 'y, -x+1/2, z' 'x, -y+1/2, -z+1/2' '-x+1/2, y, -z+1/2' 'y, x, -z+1/2' '-y+1/2, -x+1/2, -z+1/2' '-x, -y, -z' 'y-1/2, -x, -z' 'x-1/2, y-1/2, -z' '-y, x-1/2, -z' '-x, y-1/2, z-1/2' 'x-1/2, -y, z-1/2' '-y, -x, z-1/2' 'y-1/2, x-1/2, z-1/2' _cell_length_a 11.9026(17) _cell_length_b 11.9026(17) _cell_length_c 32.876(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4657.6(13) _cell_formula_units_Z 16 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.686 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2400 _exptl_absorpt_coefficient_mu 1.385 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.512 _exptl_absorpt_correction_T_max 0.995 _exptl_absorpt_process_details ; Using multiple and symmetry-related data measurements via the program SORTAV See R.H. Blessing, Acta Cryst (1995), A51, 33-38 ; _exptl_special_details ; PLEASE NOTE cell_measurement_ fields are not relevant to area detector data, the entire data set is used to refine the cell, which is indexed from all observed reflections in a 15 degree phi range. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD area detector diffractometer' _diffrn_measurement_method ; Detector set at 30mm from sample with different 2theta offsets 1 degree phi exposures for chi=0 degree settings 1 degree omega exposures for chi=90 degree settings ; _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17329 _diffrn_reflns_av_R_equivalents 0.1563 _diffrn_reflns_av_sigmaI/netI 0.1008 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -42 _diffrn_reflns_limit_l_max 42 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 27.52 _reflns_number_total 2701 _reflns_number_gt 1674 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1996)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1996)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; ORTEP3 for Windows (Farrugia, 1997) XSeed (Barbour, 2001) ; _computing_publication_material 'local program' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2701 _refine_ls_number_parameters 149 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1219 _refine_ls_R_factor_gt 0.0686 _refine_ls_wR_factor_ref 0.2046 _refine_ls_wR_factor_gt 0.1767 _refine_ls_goodness_of_fit_ref 1.186 _refine_ls_restrained_S_all 1.186 _refine_ls_shift/su_max 0.091 _refine_ls_shift/su_mean 0.005 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O8 O -0.287(4) 0.184(4) 0.6976(13) 0.040(11) Uiso 0.13 1 d P . . C11 C -0.343(6) 0.009(6) 0.7418(19) 0.189(6) Uani 0.38 1 d P . . C10 C -0.281(8) 0.027(6) 0.7325(16) 0.189(6) Uani 0.38 1 d P . 2 C9 C -0.323(3) -0.047(2) 0.6662(6) 0.189(6) Uani 0.75 1 d P . 2 H9A H -0.2889 0.0241 0.6570 0.226 Uiso 0.75 1 calc PR . 2 H9B H -0.4055 -0.0440 0.6620 0.226 Uiso 0.75 1 calc PR . 2 C8 C -0.276(4) -0.138(3) 0.6470(6) 0.189(6) Uani 0.75 1 d P . 2 H8A H -0.2036 -0.1080 0.6373 0.226 Uiso 0.75 1 calc PR . 2 H8B H -0.3231 -0.1452 0.6222 0.226 Uiso 0.75 1 calc PR . 2 C7 C 0.0379(5) -0.1568(5) 0.52520(19) 0.0201(14) Uani 1 1 d . . . H7A H 0.0263 -0.1609 0.4954 0.024 Uiso 1 1 calc R . . H7B H 0.1160 -0.1313 0.5300 0.024 Uiso 1 1 calc R . . O7 O -0.2952(18) -0.0712(16) 0.7088(5) 0.189(6) Uani 0.75 1 d P . . C6 C -0.0429(5) -0.0695(5) 0.54290(19) 0.0173(14) Uani 1 1 d . . . O6 O -0.0540(10) 0.2500 0.7500 0.085(3) Uiso 1 2 d S . . C5 C -0.0107(5) 0.0008(5) 0.5749(2) 0.0180(13) Uani 1 1 d . . . H5 H 0.0618 -0.0078 0.5865 0.022 Uiso 1 1 calc R . . O5 O 0.1068(4) 0.3431(4) 0.70065(14) 0.0341(13) Uani 1 1 d . . . C4 C -0.0814(5) 0.0819(5) 0.58986(19) 0.0199(14) Uani 1 1 d . . . O4 O 0.0829(4) 0.1923(4) 0.62144(14) 0.0290(12) Uani 1 1 d . . . C3 C -0.1905(5) 0.0913(5) 0.57462(19) 0.0195(14) Uani 1 1 d . . . H3 H -0.2406 0.1446 0.5862 0.023 Uiso 1 1 calc R . . O3 O -0.0557(4) 0.1132(4) 0.66681(15) 0.0343(13) Uani 1 1 d . . . C2 C -0.2262(5) 0.0242(5) 0.5430(2) 0.0179(15) Uani 1 1 d . . . O2 O -0.1030(4) 0.2746(4) 0.62489(16) 0.0366(13) Uani 1 1 d . . . C1 C -0.1503(5) -0.0526(5) 0.52657(19) 0.0179(14) Uani 1 1 d . . . N1 N -0.2500 -0.2500 0.6557(9) 0.189(6) Uani 1 4 d S . . H1A H -0.2500 -0.2500 0.6877 0.226 Uiso 1 4 calc SR . 2 O1 O -0.1822(4) -0.1108(4) 0.49199(12) 0.0229(11) Uani 1 1 d . . . H1 H -0.1300 -0.1541 0.4849 0.027 Uiso 1 1 calc R . . S1 S -0.03777(15) 0.17311(14) 0.62876(5) 0.0256(4) Uani 1 1 d . . . Nd1 Nd 0.2500 0.2500 0.65813(2) 0.0216(3) Uani 1 4 d S . . 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 C11 0.280(16) 0.182(14) 0.105(8) 0.053(9) 0.003(11) 0.091(13) C10 0.280(16) 0.182(14) 0.105(8) 0.053(9) 0.003(11) 0.091(13) C9 0.280(16) 0.182(14) 0.105(8) 0.053(9) 0.003(11) 0.091(13) C8 0.280(16) 0.182(14) 0.105(8) 0.053(9) 0.003(11) 0.091(13) C7 0.020(4) 0.019(4) 0.021(3) 0.003(3) 0.001(3) 0.004(3) O7 0.280(16) 0.182(14) 0.105(8) 0.053(9) 0.003(11) 0.091(13) C6 0.015(3) 0.014(3) 0.023(3) 0.008(3) 0.005(3) -0.003(3) C5 0.010(3) 0.019(4) 0.025(3) 0.005(3) -0.005(3) 0.001(2) O5 0.040(3) 0.029(3) 0.034(3) -0.001(2) 0.008(2) 0.009(2) C4 0.017(3) 0.014(3) 0.028(4) -0.001(3) -0.001(3) 0.002(3) O4 0.018(3) 0.032(3) 0.037(3) -0.003(2) -0.004(2) -0.004(2) C3 0.014(4) 0.022(4) 0.022(3) 0.008(3) 0.000(3) 0.003(3) O3 0.027(3) 0.038(3) 0.039(3) -0.003(2) -0.002(2) -0.007(2) C2 0.011(4) 0.015(3) 0.027(4) 0.007(3) 0.001(3) 0.001(2) O2 0.031(3) 0.028(3) 0.052(3) -0.011(2) -0.009(3) 0.003(2) C1 0.022(4) 0.007(3) 0.025(4) 0.005(3) -0.004(3) -0.007(3) N1 0.280(16) 0.182(14) 0.105(8) 0.053(9) 0.003(11) 0.091(13) O1 0.021(3) 0.023(3) 0.025(2) -0.001(2) -0.001(2) 0.0023(19) S1 0.0203(10) 0.0221(10) 0.0344(10) -0.0043(8) -0.0049(8) -0.0007(7) Nd1 0.0194(3) 0.0194(3) 0.0262(4) 0.000 0.000 0.000 _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 O8 O8 1.81(8) 3_455 ? C11 C10 0.83(11) . ? C11 O7 1.55(7) . ? C11 C10 1.71(7) 6_456 ? C10 C10 1.36(15) 6_456 ? C10 O7 1.42(8) . ? C10 C11 1.71(7) 6_456 ? C9 O7 1.47(2) . ? C9 C8 1.37(3) . ? C8 N1 1.40(2) . ? C8 C8 1.93(4) 2_455 ? C8 C8 1.93(4) 4_545 ? C7 C2 1.519(8) 4_545 ? C7 C6 1.532(9) . ? C6 C5 1.397(9) . ? C6 C1 1.400(9) . ? C5 C4 1.372(9) . ? O5 Nd1 2.467(5) . ? C4 C3 1.396(8) . ? C4 S1 1.756(7) . ? O4 S1 1.474(5) . ? O4 Nd1 2.425(4) . ? C3 C2 1.379(9) . ? O3 S1 1.456(5) . ? C2 C1 1.394(9) . ? C2 C7 1.519(8) 2_455 ? O2 S1 1.442(5) . ? C1 O1 1.385(7) . ? N1 C8 1.40(2) 3_445 ? N1 C8 1.40(2) 4_545 ? N1 C8 1.40(2) 2_455 ? Nd1 O4 2.425(5) 3 ? Nd1 O4 2.425(4) 2 ? Nd1 O4 2.425(4) 4 ? Nd1 O5 2.467(5) 4 ? Nd1 O5 2.467(5) 3 ? Nd1 O5 2.467(5) 2 ? 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 C10 C11 O7 65(8) . . ? C10 C11 C10 52(9) . 6_456 ? O7 C11 C10 96(4) . 6_456 ? C11 C10 C10 100(8) . 6_456 ? C11 C10 O7 83(10) . . ? C10 C10 O7 122(4) 6_456 . ? C11 C10 C11 123(8) . 6_456 ? C10 C10 C11 29(5) 6_456 6_456 ? O7 C10 C11 106(6) . 6_456 ? O7 C9 C8 101(2) . . ? C9 C8 N1 138(3) . . ? C9 C8 C8 117(4) . 2_455 ? N1 C8 C8 46.2(4) . 2_455 ? C9 C8 C8 140(4) . 4_545 ? N1 C8 C8 46.2(4) . 4_545 ? C8 C8 C8 90.000(7) 2_455 4_545 ? C2 C7 C6 114.1(5) 4_545 . ? C9 O7 C10 113(3) . . ? C9 O7 C11 118(3) . . ? C10 O7 C11 32(5) . . ? C5 C6 C1 117.0(6) . . ? C5 C6 C7 121.3(6) . . ? C1 C6 C7 121.7(6) . . ? C4 C5 C6 121.5(6) . . ? C5 C4 C3 119.9(6) . . ? C5 C4 S1 121.0(5) . . ? C3 C4 S1 119.1(5) . . ? S1 O4 Nd1 139.6(3) . . ? C2 C3 C4 120.7(6) . . ? C3 C2 C1 118.2(6) . . ? C3 C2 C7 120.7(6) . 2_455 ? C1 C2 C7 121.0(6) . 2_455 ? O1 C1 C2 118.0(6) . . ? O1 C1 C6 119.5(6) . . ? C2 C1 C6 122.5(6) . . ? C8 N1 C8 87.6(7) 3_445 4_545 ? C8 N1 C8 156(4) 3_445 . ? C8 N1 C8 87.6(7) 4_545 . ? C8 N1 C8 87.6(7) 3_445 2_455 ? C8 N1 C8 156(4) 4_545 2_455 ? C8 N1 C8 87.6(7) . 2_455 ? O2 S1 O3 114.0(3) . . ? O2 S1 O4 112.4(3) . . ? O3 S1 O4 111.1(3) . . ? O2 S1 C4 107.1(3) . . ? O3 S1 C4 106.2(3) . . ? O4 S1 C4 105.4(3) . . ? O4 Nd1 O4 120.4(2) 3 . ? O4 Nd1 O4 75.68(10) 3 2 ? O4 Nd1 O4 75.68(10) . 2 ? O4 Nd1 O4 75.68(10) 3 4 ? O4 Nd1 O4 75.68(10) . 4 ? O4 Nd1 O4 120.4(2) 2 4 ? O4 Nd1 O5 73.61(17) 3 4 ? O4 Nd1 O5 147.75(17) . 4 ? O4 Nd1 O5 136.14(17) 2 4 ? O4 Nd1 O5 80.93(17) 4 4 ? O4 Nd1 O5 80.93(16) 3 3 ? O4 Nd1 O5 136.14(17) . 3 ? O4 Nd1 O5 73.61(17) 2 3 ? O4 Nd1 O5 147.75(17) 4 3 ? O5 Nd1 O5 71.28(11) 4 3 ? O4 Nd1 O5 136.14(17) 3 . ? O4 Nd1 O5 80.93(16) . . ? O4 Nd1 O5 147.75(17) 2 . ? O4 Nd1 O5 73.61(16) 4 . ? O5 Nd1 O5 71.28(11) 4 . ? O5 Nd1 O5 111.0(2) 3 . ? O4 Nd1 O5 147.75(17) 3 2 ? O4 Nd1 O5 73.61(17) . 2 ? O4 Nd1 O5 80.93(17) 2 2 ? O4 Nd1 O5 136.14(17) 4 2 ? O5 Nd1 O5 111.0(2) 4 2 ? O5 Nd1 O5 71.28(11) 3 2 ? O5 Nd1 O5 71.28(11) . 2 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.530 _refine_diff_density_min -1.444 _refine_diff_density_rms 0.223