# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2002 data_wy0372wm _database_code_CSD 177849 _journal_coden_Cambridge 440 _publ_requested_journal 'New Journal of Chemistry' loop_ _publ_author_name 'Lam, Michael H. W.' 'Lee, Derek Y. K.' 'Wong, Wai-Yeung' _publ_contact_author_name 'Dr Michael H W Lam' _publ_contact_author_address ; Department of Biology & Chemistry City University of Hong Kong Tat Chee Avenue Kowloon HONG KONG ; _publ_contact_author_email 'BHMHWLAM@CITYU.EDU.HK' _publ_section_title ; A novel molecular luminescednt sensor for metal ions uisng deprotonated tetramethylpropane-1,1,3,3-tetracarboxylate as ionophore ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H38 Cl2 N2 O16 Pd' _chemical_formula_weight 883.94 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n 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 9.5535(6) _cell_length_b 9.6338(7) _cell_length_c 21.1761(14) _cell_angle_alpha 90.00 _cell_angle_beta 100.8310(10) _cell_angle_gamma 90.00 _cell_volume 1914.3(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.534 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 0.697 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Smart CCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10918 _diffrn_reflns_av_R_equivalents 0.0230 _diffrn_reflns_av_sigmaI/netI 0.0349 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 27.52 _reflns_number_total 4314 _reflns_number_gt 3060 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0746P)^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 SHELXL _refine_ls_extinction_coef 0.0011(6) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4314 _refine_ls_number_parameters 242 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0594 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.1271 _refine_ls_wR_factor_gt 0.1182 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.031 _refine_ls_shift/su_mean 0.006 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 C1 C 0.9012(3) 0.1123(3) 0.11347(13) 0.0389(7) Uani 1 1 d . . . H1A H 0.8653 0.1831 0.0852 0.047 Uiso 1 1 calc R . . C2 C 0.8860(3) 0.1220(3) 0.17671(13) 0.0378(7) Uani 1 1 d . . . H2A H 0.8451 0.2008 0.1910 0.045 Uiso 1 1 calc R . . C3 C 0.9312(3) 0.0150(3) 0.21901(14) 0.0336(6) Uani 1 1 d . . . C4 C 0.9936(3) -0.0985(3) 0.19483(14) 0.0416(7) Uani 1 1 d . . . H4A H 1.0231 -0.1742 0.2212 0.050 Uiso 1 1 calc R . . C5 C 1.0120(3) -0.0993(3) 0.13188(14) 0.0430(7) Uani 1 1 d . . . H5A H 1.0579 -0.1744 0.1172 0.052 Uiso 1 1 calc R . . C6 C 0.9210(3) 0.0203(3) 0.28973(14) 0.0346(7) Uani 1 1 d . . . H6A H 0.9322 -0.0744 0.3068 0.041 Uiso 1 1 calc R . . C7 C 0.7747(3) 0.0771(3) 0.30119(12) 0.0339(6) Uani 1 1 d . . . H7A H 0.7752 0.1789 0.3014 0.041 Uiso 1 1 calc R . . C8 C 0.6553(3) 0.0227(3) 0.24832(15) 0.0377(8) Uani 1 1 d . . . C9 C 0.4742(5) 0.0857(5) 0.16078(19) 0.0805(13) Uani 1 1 d . . . H9A H 0.4300 0.1674 0.1400 0.121 Uiso 1 1 calc R . . H9B H 0.4038 0.0305 0.1761 0.121 Uiso 1 1 calc R . . H9C H 0.5159 0.0326 0.1307 0.121 Uiso 1 1 calc R . . C10 C 0.7415(4) 0.0221(3) 0.36395(15) 0.0432(8) Uani 1 1 d . . . C11 C 0.6028(5) 0.0636(6) 0.4443(2) 0.0924(16) Uani 1 1 d . . . H11A H 0.5337 0.1291 0.4536 0.139 Uiso 1 1 calc R . . H11B H 0.6843 0.0640 0.4786 0.139 Uiso 1 1 calc R . . H11C H 0.5615 -0.0275 0.4402 0.139 Uiso 1 1 calc R . . C12 C 1.0478(3) 0.1083(3) 0.32528(14) 0.0410(7) Uani 1 1 d . . . H12A H 1.0381 0.2017 0.3066 0.049 Uiso 1 1 calc R . . C13 C 1.0566(4) 0.1239(4) 0.39794(15) 0.0533(9) Uani 1 1 d . . . C14 C 0.9624(5) 0.2416(6) 0.4786(2) 0.0872(15) Uani 1 1 d . . . H14A H 0.8887 0.3074 0.4820 0.131 Uiso 1 1 calc R . . H14B H 1.0532 0.2793 0.4982 0.131 Uiso 1 1 calc R . . H14C H 0.9455 0.1572 0.5001 0.131 Uiso 1 1 calc R . . C15 C 1.1904(4) 0.0520(5) 0.31650(17) 0.0536(9) Uani 1 1 d . . . C16 C 1.3305(5) -0.1533(6) 0.3223(3) 0.111(2) Uani 1 1 d . . . H16A H 1.3219 -0.2510 0.3297 0.166 Uiso 1 1 calc R . . H16B H 1.4052 -0.1153 0.3544 0.166 Uiso 1 1 calc R . . H16C H 1.3528 -0.1389 0.2805 0.166 Uiso 1 1 calc R . . Cl1 Cl 1.23735(12) -0.02829(17) 0.03743(6) 0.0953(5) Uani 1 1 d . . . N1 N 0.9661(3) 0.0039(3) 0.09124(12) 0.0382(6) Uani 1 1 d . . . O1 O 0.6300(3) -0.0979(3) 0.23817(11) 0.0536(6) Uani 1 1 d . . . O2 O 0.5857(2) 0.1263(2) 0.21521(10) 0.0522(6) Uani 1 1 d . . . O3 O 0.7914(3) -0.0815(3) 0.39062(12) 0.0670(8) Uani 1 1 d . . . O4 O 0.6467(3) 0.1021(3) 0.38443(11) 0.0662(8) Uani 1 1 d . . . O5 O 1.1416(4) 0.0686(5) 0.43688(14) 0.1107(13) Uani 1 1 d . . . O6 O 0.9619(3) 0.2126(3) 0.41109(10) 0.0611(7) Uani 1 1 d . . . O7 O 1.2846(3) 0.1192(4) 0.30310(16) 0.0881(10) Uani 1 1 d . . . O8 O 1.1982(2) -0.0856(3) 0.32591(13) 0.0640(7) Uani 1 1 d . . . Pd1 Pd 1.0000 0.0000 0.0000 0.03581(14) Uani 1 2 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 C1 0.0462(18) 0.0409(17) 0.0303(15) 0.0032(13) 0.0094(13) 0.0031(14) C2 0.0443(17) 0.0402(17) 0.0307(15) -0.0013(12) 0.0118(12) 0.0030(13) C3 0.0346(14) 0.0387(17) 0.0280(14) -0.0022(12) 0.0068(11) -0.0035(12) C4 0.055(2) 0.0376(17) 0.0340(16) 0.0021(13) 0.0125(14) 0.0050(15) C5 0.0552(19) 0.0411(17) 0.0360(16) 0.0005(14) 0.0171(14) 0.0080(15) C6 0.0370(16) 0.0404(17) 0.0269(14) 0.0028(11) 0.0076(12) 0.0011(12) C7 0.0381(15) 0.0398(17) 0.0249(14) -0.0003(12) 0.0087(11) 0.0005(13) C8 0.0367(16) 0.048(2) 0.0308(15) 0.0006(13) 0.0109(12) -0.0003(13) C9 0.074(3) 0.091(3) 0.061(3) -0.011(2) -0.028(2) 0.002(2) C10 0.0437(17) 0.058(2) 0.0281(15) -0.0012(14) 0.0077(13) -0.0028(15) C11 0.090(3) 0.148(4) 0.051(3) 0.026(3) 0.042(2) 0.027(3) C12 0.0426(17) 0.0451(18) 0.0345(16) 0.0001(13) 0.0053(13) -0.0017(14) C13 0.055(2) 0.068(2) 0.0342(17) -0.0034(16) 0.0005(15) 0.0037(19) C14 0.103(3) 0.119(4) 0.045(2) -0.029(3) 0.026(2) -0.015(3) C15 0.043(2) 0.075(2) 0.0419(19) -0.0047(18) 0.0046(15) -0.0060(19) C16 0.047(2) 0.102(4) 0.178(6) -0.039(4) 0.009(3) 0.024(3) Cl1 0.0463(6) 0.1886(15) 0.0496(6) 0.0001(7) 0.0050(4) 0.0087(7) N1 0.0414(14) 0.0457(15) 0.0292(12) -0.0003(11) 0.0107(10) 0.0012(12) O1 0.0611(15) 0.0446(14) 0.0508(14) -0.0033(11) -0.0009(11) -0.0093(12) O2 0.0556(14) 0.0517(14) 0.0420(13) -0.0023(11) -0.0097(10) 0.0087(11) O3 0.097(2) 0.0643(18) 0.0455(14) 0.0195(14) 0.0282(14) 0.0104(16) O4 0.0661(16) 0.098(2) 0.0415(14) 0.0150(14) 0.0273(12) 0.0257(15) O5 0.128(3) 0.151(3) 0.0423(17) 0.000(2) -0.0119(17) 0.069(3) O6 0.0657(16) 0.0794(18) 0.0389(13) -0.0134(12) 0.0111(11) 0.0012(14) O7 0.0542(17) 0.097(2) 0.117(3) 0.003(2) 0.0255(17) -0.0226(17) O8 0.0393(14) 0.0703(19) 0.0806(18) -0.0089(15) 0.0065(12) 0.0100(13) Pd1 0.0369(2) 0.0472(2) 0.02449(18) -0.00289(14) 0.00855(12) -0.00135(15) _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 C1 N1 1.344(4) . ? C1 C2 1.377(4) . ? C2 C3 1.381(4) . ? C3 C4 1.388(4) . ? C3 C6 1.520(4) . ? C4 C5 1.377(4) . ? C5 N1 1.334(4) . ? C6 C12 1.553(4) . ? C6 C7 1.562(4) . ? C7 C10 1.519(4) . ? C7 C8 1.533(4) . ? C8 O1 1.198(4) . ? C8 O2 1.325(4) . ? C9 O2 1.468(4) . ? C10 O3 1.201(4) . ? C10 O4 1.323(4) . ? C11 O4 1.456(4) . ? C12 C15 1.510(5) . ? C12 C13 1.532(4) . ? C13 O5 1.171(4) . ? C13 O6 1.312(4) . ? C14 O6 1.455(4) . ? C15 O7 1.186(4) . ? C15 O8 1.341(5) . ? C16 O8 1.437(5) . ? Cl1 Pd1 2.2735(11) . ? N1 Pd1 2.019(3) . ? Pd1 N1 2.019(3) 3_755 ? Pd1 Cl1 2.2735(11) 3_755 ? 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 N1 C1 C2 122.2(3) . . ? C1 C2 C3 120.2(3) . . ? C2 C3 C4 116.9(3) . . ? C2 C3 C6 122.9(2) . . ? C4 C3 C6 120.1(3) . . ? C5 C4 C3 120.2(3) . . ? N1 C5 C4 122.3(3) . . ? C3 C6 C12 107.9(2) . . ? C3 C6 C7 113.0(2) . . ? C12 C6 C7 111.9(2) . . ? C10 C7 C8 105.7(2) . . ? C10 C7 C6 110.7(2) . . ? C8 C7 C6 109.4(2) . . ? O1 C8 O2 124.8(3) . . ? O1 C8 C7 124.1(3) . . ? O2 C8 C7 111.1(2) . . ? O3 C10 O4 124.4(3) . . ? O3 C10 C7 124.9(3) . . ? O4 C10 C7 110.6(3) . . ? C15 C12 C13 106.1(3) . . ? C15 C12 C6 112.5(3) . . ? C13 C12 C6 115.5(3) . . ? O5 C13 O6 124.2(3) . . ? O5 C13 C12 124.2(4) . . ? O6 C13 C12 111.5(3) . . ? O7 C15 O8 123.5(4) . . ? O7 C15 C12 125.2(4) . . ? O8 C15 C12 111.3(3) . . ? C5 N1 C1 118.1(3) . . ? C5 N1 Pd1 120.7(2) . . ? C1 N1 Pd1 121.2(2) . . ? C8 O2 C9 115.7(3) . . ? C10 O4 C11 117.7(3) . . ? C13 O6 C14 117.3(3) . . ? C15 O8 C16 117.8(3) . . ? N1 Pd1 N1 180.0 . 3_755 ? N1 Pd1 Cl1 90.14(8) . 3_755 ? N1 Pd1 Cl1 89.86(8) 3_755 3_755 ? N1 Pd1 Cl1 89.86(8) . . ? N1 Pd1 Cl1 90.14(8) 3_755 . ? Cl1 Pd1 Cl1 179.998(1) 3_755 . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 1.302 _refine_diff_density_min -0.944 _refine_diff_density_rms 0.074 #==================End of compound 2===================