# 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_author_name 'Guo-Xin Jin' _publ_contact_author_name 'Guo-Xin Jin' _publ_contact_author_email gxjin@fudan.edu.cn data_mo_00911b _database_code_depnum_ccdc_archive 'CCDC 814322' #TrackingRef '- Pd-Ni Revised-2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H40 N6 Ni O13 Pd' _chemical_formula_weight 785.73 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' Ni Ni 0.3393 1.1124 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 24.610(5) _cell_length_b 18.555(4) _cell_length_c 8.2379(16) _cell_angle_alpha 90.00 _cell_angle_beta 96.896(3) _cell_angle_gamma 90.00 _cell_volume 3734.6(12) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2059 _cell_measurement_theta_min 2.73 _cell_measurement_theta_max 25.03 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.397 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1616 _exptl_absorpt_coefficient_mu 1.047 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9026 _exptl_absorpt_correction_T_max 0.9693 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 5.90 _diffrn_reflns_number 13781 _diffrn_reflns_av_R_equivalents 0.0838 _diffrn_reflns_av_sigmaI/netI 0.1080 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 28.07 _reflns_number_total 4507 _reflns_number_gt 2654 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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. There are disordered water molecules in the asymmetric unit which cannot be refined properly. So the SQUEEZE algorithm was run to remove them before the structures were refined to convergence. ; _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^)+(0.0775P)^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 4507 _refine_ls_number_parameters 215 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.1114 _refine_ls_R_factor_gt 0.0571 _refine_ls_wR_factor_ref 0.1545 _refine_ls_wR_factor_gt 0.1386 _refine_ls_goodness_of_fit_ref 0.969 _refine_ls_restrained_S_all 0.972 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 Pd1 Pd 0.0000 0.0000 0.5000 0.02194(16) Uani 1 2 d S . . Ni1 Ni 0.2500 0.2500 0.0000 0.0436(3) Uani 1 2 d S . . O1 O 0.03484(14) -0.09017(18) 0.4322(4) 0.0306(8) Uani 1 1 d . . . O2 O 0.10165(17) -0.1294(2) 0.2945(5) 0.0484(11) Uani 1 1 d . . . O3 O 0.20115(17) 0.1835(2) 0.1384(5) 0.0488(12) Uani 1 1 d . . . O4 O 0.2231(2) 0.0674(3) 0.0957(6) 0.0669(14) Uani 1 1 d . . . N1 N 0.06018(17) 0.0457(2) 0.3942(5) 0.0246(9) Uani 1 1 d . . . N2 N 0.3138(3) 0.2542(6) 0.1849(7) 0.102(3) Uani 1 1 d D . . H2' H 0.334(2) 0.2890(12) 0.155(10) 0.11(3) Uiso 1 1 d D . . N3 N 0.2903(3) 0.1639(4) -0.0893(9) 0.095(3) Uani 1 1 d D . . H3 H 0.2690(16) 0.130(4) -0.057(9) 0.142 Uiso 1 1 d D . . C1 C 0.09215(18) -0.0036(3) 0.3289(5) 0.0258(10) Uani 1 1 d . . . C2 C 0.1361(2) 0.0184(3) 0.2511(6) 0.0323(13) Uani 1 1 d . . . H2 H 0.1589 -0.0164 0.2084 0.039 Uiso 1 1 calc R . . C3 C 0.1468(2) 0.0916(3) 0.2352(6) 0.0330(13) Uani 1 1 d . . . C4 C 0.1130(2) 0.1396(3) 0.3002(6) 0.0379(14) Uani 1 1 d . . . H4 H 0.1195 0.1898 0.2902 0.045 Uiso 1 1 calc R . . C5 C 0.0699(2) 0.1171(3) 0.3796(6) 0.0324(12) Uani 1 1 d . . . H5 H 0.0471 0.1514 0.4238 0.039 Uiso 1 1 calc R . . C6 C 0.0765(2) -0.0803(3) 0.3519(6) 0.0289(12) Uani 1 1 d . . . C7 C 0.1945(2) 0.1159(4) 0.1466(7) 0.0430(16) Uani 1 1 d . . . C8 C 0.3443(4) 0.1818(6) 0.1628(13) 0.097(3) Uani 1 1 d D . . H8A H 0.3823 0.1850 0.2174 0.117 Uiso 1 1 calc R . . H8B H 0.3256 0.1420 0.2136 0.117 Uiso 1 1 calc R . . C9 C 0.3448(4) 0.1677(6) -0.0093(15) 0.128(5) Uani 1 1 d D . . H9A H 0.3650 0.2065 -0.0588 0.154 Uiso 1 1 calc R . . H9B H 0.3639 0.1215 -0.0238 0.154 Uiso 1 1 calc R . . C10 C 0.2865(5) 0.1554(7) -0.2711(10) 0.115(4) Uani 1 1 d D . . H10A H 0.3005 0.1073 -0.2972 0.138 Uiso 1 1 calc R . . H10B H 0.3097 0.1922 -0.3159 0.138 Uiso 1 1 calc R . . C11 C 0.2278(5) 0.1634(7) -0.3521(12) 0.119(5) Uani 1 1 d . . . H11A H 0.2275 0.1511 -0.4691 0.142 Uiso 1 1 calc R . . H11B H 0.2054 0.1266 -0.3038 0.142 Uiso 1 1 calc R . . C12 C 0.1987(5) 0.2352(9) -0.3437(11) 0.146(6) Uani 1 1 d . . . H12A H 0.2225 0.2747 -0.3745 0.175 Uiso 1 1 calc R . . H12B H 0.1646 0.2354 -0.4211 0.175 Uiso 1 1 calc R . . O5 O 0.2878(4) 0.0207(6) 0.4030(10) 0.132(3) Uani 1 1 d D . . H5A H 0.270(5) -0.006(7) 0.465(13) 0.199 Uiso 1 1 d D . . H5B H 0.265(4) 0.027(8) 0.317(10) 0.199 Uiso 1 1 d D . . O6 O 0.3986(4) 0.9417(6) 0.0240(13) 0.189(4) Uani 1 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 Pd1 0.0211(3) 0.0247(3) 0.0211(3) 0.0031(3) 0.00695(18) -0.0046(3) Ni1 0.0418(6) 0.0675(7) 0.0239(5) -0.0006(5) 0.0141(5) -0.0310(6) O1 0.033(2) 0.0256(18) 0.035(2) 0.0051(15) 0.0126(17) -0.0044(16) O2 0.047(3) 0.048(2) 0.053(3) 0.008(2) 0.019(2) 0.011(2) O3 0.051(3) 0.071(3) 0.027(2) 0.000(2) 0.0145(19) -0.033(2) O4 0.053(3) 0.073(3) 0.083(4) 0.012(3) 0.045(3) -0.011(3) N1 0.025(2) 0.031(2) 0.018(2) 0.0013(18) 0.0042(17) -0.0071(19) N2 0.091(6) 0.175(8) 0.039(4) 0.021(5) -0.001(4) -0.103(6) N3 0.087(5) 0.082(5) 0.128(7) 0.011(5) 0.069(5) -0.031(4) C1 0.020(2) 0.037(3) 0.020(2) 0.008(3) 0.0044(17) -0.003(3) C2 0.022(3) 0.046(4) 0.029(3) 0.003(2) 0.006(2) -0.002(2) C3 0.028(3) 0.053(3) 0.018(3) 0.002(2) 0.005(2) -0.016(3) C4 0.044(3) 0.042(3) 0.028(3) 0.006(2) 0.011(3) -0.020(3) C5 0.037(3) 0.038(3) 0.024(3) 0.001(2) 0.012(2) -0.010(3) C6 0.023(3) 0.032(3) 0.034(3) 0.003(2) 0.012(2) 0.006(2) C7 0.032(3) 0.074(5) 0.024(3) 0.006(3) 0.009(2) -0.023(3) C8 0.070(6) 0.128(9) 0.093(8) 0.044(7) 0.004(6) -0.019(6) C9 0.084(8) 0.116(9) 0.199(14) 0.057(9) 0.073(9) -0.002(7) C10 0.119(9) 0.164(11) 0.077(7) -0.034(7) 0.073(7) -0.044(8) C11 0.147(12) 0.157(11) 0.065(6) -0.030(7) 0.066(7) -0.080(10) C12 0.136(11) 0.251(16) 0.045(6) 0.015(8) -0.013(6) -0.129(12) O5 0.124(6) 0.176(8) 0.101(6) 0.016(6) 0.031(5) -0.006(6) O6 0.139(8) 0.206(10) 0.235(11) 0.015(9) 0.076(8) -0.003(8) _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 Pd1 O1 1.990(3) . ? Pd1 O1 1.990(3) 5_556 ? Pd1 N1 1.995(4) . ? Pd1 N1 1.996(4) 5_556 ? Ni1 N2 2.053(7) . ? Ni1 N2 2.053(7) 7 ? Ni1 N3 2.062(8) . ? Ni1 N3 2.062(8) 7 ? Ni1 O3 2.144(4) . ? Ni1 O3 2.144(4) 7 ? O1 C6 1.297(6) . ? O2 C6 1.227(6) . ? O3 C7 1.266(8) . ? O4 C7 1.244(8) . ? N1 C5 1.353(7) . ? N1 C1 1.359(6) . ? N2 C12 1.393(12) 7 ? N2 C8 1.560(13) . ? N3 C9 1.423(8) . ? N3 C10 1.498(7) . ? C1 C2 1.383(7) . ? C1 C6 1.494(7) . ? C2 C3 1.393(7) . ? C3 C4 1.371(8) . ? C3 C7 1.523(7) . ? C4 C5 1.378(7) . ? C8 C9 1.443(13) . ? C10 C11 1.524(15) . ? C11 C12 1.518(17) . ? C12 N2 1.393(12) 7 ? 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 O1 Pd1 O1 180.0 . 5_556 ? O1 Pd1 N1 82.38(15) . . ? O1 Pd1 N1 97.62(15) 5_556 . ? O1 Pd1 N1 97.62(15) . 5_556 ? O1 Pd1 N1 82.38(15) 5_556 5_556 ? N1 Pd1 N1 180.0 . 5_556 ? N2 Ni1 N2 180.0(3) . 7 ? N2 Ni1 N3 86.3(4) . . ? N2 Ni1 N3 93.7(4) 7 . ? N2 Ni1 N3 93.7(4) . 7 ? N2 Ni1 N3 86.3(4) 7 7 ? N3 Ni1 N3 179.998(1) . 7 ? N2 Ni1 O3 93.2(2) . . ? N2 Ni1 O3 86.8(2) 7 . ? N3 Ni1 O3 93.9(2) . . ? N3 Ni1 O3 86.1(2) 7 . ? N2 Ni1 O3 86.8(2) . 7 ? N2 Ni1 O3 93.2(2) 7 7 ? N3 Ni1 O3 86.1(2) . 7 ? N3 Ni1 O3 93.9(2) 7 7 ? O3 Ni1 O3 179.998(1) . 7 ? C6 O1 Pd1 114.7(3) . . ? C7 O3 Ni1 133.0(4) . . ? C5 N1 C1 120.4(4) . . ? C5 N1 Pd1 127.1(4) . . ? C1 N1 Pd1 112.5(3) . . ? C12 N2 C8 113.2(10) 7 . ? C12 N2 Ni1 117.9(7) 7 . ? C8 N2 Ni1 102.5(5) . . ? C9 N3 C10 114.3(8) . . ? C9 N3 Ni1 105.3(7) . . ? C10 N3 Ni1 117.6(7) . . ? N1 C1 C2 120.5(5) . . ? N1 C1 C6 114.9(4) . . ? C2 C1 C6 124.6(5) . . ? C1 C2 C3 119.9(5) . . ? C4 C3 C2 117.8(5) . . ? C4 C3 C7 122.2(5) . . ? C2 C3 C7 120.0(6) . . ? C3 C4 C5 121.8(5) . . ? N1 C5 C4 119.6(5) . . ? O2 C6 O1 123.9(5) . . ? O2 C6 C1 120.5(4) . . ? O1 C6 C1 115.5(4) . . ? O4 C7 O3 128.0(5) . . ? O4 C7 C3 116.5(6) . . ? O3 C7 C3 115.5(6) . . ? C9 C8 N2 109.4(8) . . ? N3 C9 C8 110.2(8) . . ? N3 C10 C11 111.8(7) . . ? C12 C11 C10 119.5(10) . . ? N2 C12 C11 109.0(11) 7 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2' O2 0.87(2) 2.19(4) 2.991(8) 152(8) 4 N3 H3 O4 0.89(2) 2.13(4) 2.978(7) 161(8) . O5 H5A O4 0.86(2) 2.03(3) 2.888(10) 175(12) 6_556 O5 H5B O4 0.86(2) 2.12(4) 2.956(10) 164(12) . loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.500 0.000 -0.031 482.3 31.9 2 0.000 0.500 -0.035 482.3 31.9 _platon_squeeze_details ; ; _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 28.07 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.983 _refine_diff_density_min -0.810 _refine_diff_density_rms 0.128