# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Maochun Hong' _publ_contact_author_email hmc@fjirsm.ac.cn loop_ _publ_author_name 'Xingjun Li' 'Feilong Jiang' 'Maochun Hong' # Attachment 'OPCP.CIF' data_OPCP _database_code_depnum_ccdc_archive 'CCDC 862777' #TrackingRef 'OPCP.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C40 H40 N20 P4, C4 H8 O, 10.5(H2 O)' _chemical_formula_sum 'C44 H69 N20 O11.50 P4' _chemical_formula_weight 1186.07 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbcn 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 22.621(7) _cell_length_b 11.489(3) _cell_length_c 25.264(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6566(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 11589 _cell_measurement_theta_min 3.0005 _cell_measurement_theta_max 27.4758 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.200 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2500 _exptl_absorpt_coefficient_mu 0.180 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8994 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Sphere (Rigaku CrystalClear)' _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 CCD_Profile_fitting _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 39417 _diffrn_reflns_av_R_equivalents 0.0441 _diffrn_reflns_av_sigmaI/netI 0.0274 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5754 _reflns_number_gt 4842 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _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. The THF molecule is found to be at partial occupancy (50%) and is disordered. Bond (DFIX) and thermal (ISOR) restraints are placed on this solvent molecule to get acceptable bond lengths and ADPs. Thermal (ISOR) restrain is also placed on the solvent water O5 which is also found to be at partial occupancy (25%). A water molecule O4 is found to be disordered over two sites (set at 50:50). ; _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^)+(0.1260P)^2^+6.6838P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5754 _refine_ls_number_parameters 370 _refine_ls_number_restraints 11 _refine_ls_R_factor_all 0.0898 _refine_ls_R_factor_gt 0.0778 _refine_ls_wR_factor_ref 0.2342 _refine_ls_wR_factor_gt 0.2219 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.097 _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 P1 P 0.05425(4) 0.12078(8) 0.31179(3) 0.0393(3) Uani 1 1 d . . . O1 O 0.10501(13) 0.1432(3) 0.63269(11) 0.0651(8) Uani 1 1 d . . . H1A H 0.1267 0.1953 0.6485 0.078 Uiso 1 1 d R . . H1B H 0.1061 0.1567 0.5982 0.078 Uiso 1 1 d R . . N1 N 0.0567(2) 0.3779(4) 0.01118(15) 0.0788(12) Uani 1 1 d . . . C1 C 0.0515(2) 0.4568(5) 0.0498(2) 0.0788(14) Uani 1 1 d . . . H1 H 0.0447 0.5337 0.0399 0.095 Uiso 1 1 calc R . . P2 P 0.06670(4) 0.16222(8) 0.20080(3) 0.0394(3) Uani 1 1 d . . . O2 O -0.01411(17) 0.1989(3) 0.6549(2) 0.1063(14) Uani 1 1 d . . . H2A H 0.0183 0.2174 0.6389 0.128 Uiso 1 1 d R . . H2B H -0.0433 0.2476 0.6464 0.128 Uiso 1 1 d R . . N2 N 0.06798(14) 0.2931(3) 0.17283(12) 0.0492(8) Uani 1 1 d . . . H2N H 0.0712 0.3516 0.1939 0.059 Uiso 1 1 calc R . . C2 C 0.0554(2) 0.4327(4) 0.10305(18) 0.0657(11) Uani 1 1 d . . . H2 H 0.0521 0.4921 0.1279 0.079 Uiso 1 1 calc R . . O3 O 0.10848(12) 0.4440(3) 0.33497(11) 0.0600(7) Uani 1 1 d . . . H3A H 0.1435 0.4725 0.3278 0.072 Uiso 1 1 d R . . H3B H 0.0846 0.5003 0.3395 0.072 Uiso 1 1 d R . . N3 N 0.3023(2) 0.1986(6) 0.1686(2) 0.1065(18) Uani 1 1 d . . . C3 C 0.06437(17) 0.3187(4) 0.11913(14) 0.0500(9) Uani 1 1 d . . . O4A O 0.0947(7) 0.5358(17) 0.2261(4) 0.081(6) Uani 0.44(4) 1 d P A 1 H4A H 0.0968 0.5044 0.2492 0.097 Uiso 1 1 d R . . H4B H 0.0695 0.5898 0.2301 0.097 Uiso 1 1 d R . . N4 N 0.12455(13) 0.0910(3) 0.17639(11) 0.0467(7) Uani 1 1 d . . . H4N H 0.1178 0.0231 0.1634 0.056 Uiso 1 1 calc R . . C4 C 0.0681(2) 0.2348(4) 0.07950(16) 0.0665(12) Uani 1 1 d . . . H4 H 0.0730 0.1566 0.0879 0.080 Uiso 1 1 calc R . . N5 N 0.07472(12) 0.1923(3) 0.26136(11) 0.0430(7) Uani 1 1 d . . . C5 C 0.0642(2) 0.2707(5) 0.02717(18) 0.0781(14) Uani 1 1 d . . . H5 H 0.0673 0.2136 0.0012 0.094 Uiso 1 1 calc R . . O6 O -0.0755(2) 0.3711(3) 0.59903(16) 0.1081(14) Uani 1 1 d . . . H6A H -0.0946 0.3814 0.5704 0.130 Uiso 1 1 d R . . H6B H -0.0412 0.3988 0.5922 0.130 Uiso 1 1 d R . . N6 N -0.01324(12) 0.0843(3) 0.31858(10) 0.0418(7) Uani 1 1 d . . . C6 C 0.2617(2) 0.2612(6) 0.1946(2) 0.0821(16) Uani 1 1 d . . . H6 H 0.2740 0.3293 0.2112 0.098 Uiso 1 1 calc R . . N7 N 0.07857(13) 0.2075(3) 0.35973(11) 0.0470(7) Uani 1 1 d . . . H7N H 0.0906 0.2749 0.3496 0.056 Uiso 1 1 calc R . . C7 C 0.20256(19) 0.2314(4) 0.19846(16) 0.0594(10) Uani 1 1 d . . . H7 H 0.1763 0.2790 0.2167 0.071 Uiso 1 1 calc R . . N8 N 0.08845(13) -0.0051(3) 0.32014(12) 0.0470(7) Uani 1 1 d . . . H8N H 0.0662 -0.0653 0.3235 0.056 Uiso 1 1 calc R . . C8 C 0.18301(17) 0.1298(4) 0.17471(15) 0.0521(9) Uani 1 1 d . . . N9 N 0.27124(16) -0.0696(4) 0.32702(17) 0.0727(11) Uani 1 1 d . . . C9 C 0.22486(19) 0.0639(5) 0.1472(2) 0.0744(13) Uani 1 1 d . . . H9 H 0.2140 -0.0048 0.1303 0.089 Uiso 1 1 calc R . . N10 N 0.0951(2) 0.1550(4) 0.52368(14) 0.0769(12) Uani 1 1 d . . . C10 C 0.2821(2) 0.1020(7) 0.1454(3) 0.107(2) Uani 1 1 d . . . H10 H 0.3090 0.0570 0.1267 0.128 Uiso 1 1 calc R . . C11 C 0.24949(19) 0.0318(5) 0.31079(19) 0.0699(12) Uani 1 1 d . . . H11 H 0.2763 0.0887 0.3005 0.084 Uiso 1 1 calc R . . C12 C 0.19025(17) 0.0591(4) 0.30807(16) 0.0577(10) Uani 1 1 d . . . H12 H 0.1781 0.1324 0.2969 0.069 Uiso 1 1 calc R . . C13 C 0.14905(16) -0.0249(3) 0.32229(14) 0.0475(8) Uani 1 1 d . . . C14 C 0.1709(2) -0.1312(4) 0.33927(19) 0.0642(11) Uani 1 1 d . . . H14 H 0.1453 -0.1904 0.3494 0.077 Uiso 1 1 calc R . . C15 C 0.2311(2) -0.1475(4) 0.3408(2) 0.0760(14) Uani 1 1 d . . . H15 H 0.2447 -0.2193 0.3526 0.091 Uiso 1 1 calc R . . C16 C 0.0733(2) 0.0730(5) 0.49223(17) 0.0752(14) Uani 1 1 d . . . H16 H 0.0622 0.0031 0.5079 0.090 Uiso 1 1 calc R . . C17 C 0.06580(19) 0.0832(4) 0.43826(15) 0.0612(11) Uani 1 1 d . . . H17 H 0.0501 0.0222 0.4186 0.073 Uiso 1 1 calc R . . C18 C 0.08224(16) 0.1866(3) 0.41391(13) 0.0476(8) Uani 1 1 d . . . C19 C 0.1055(2) 0.2743(4) 0.44643(16) 0.0644(11) Uani 1 1 d . . . H19 H 0.1174 0.3451 0.4322 0.077 Uiso 1 1 calc R . . C20 C 0.1102(2) 0.2532(5) 0.49989(17) 0.0764(14) Uani 1 1 d . . . H20 H 0.1251 0.3127 0.5210 0.092 Uiso 1 1 calc R . . O5 O 0.0000 0.3170(9) 0.7500 0.080(3) Uani 0.50 2 d SPU . . H5A H -0.0162 0.2757 0.7274 0.096 Uiso 0.50 1 d PR . . C21 C 0.2730(7) -0.1575(11) 0.0359(5) 0.108(4) Uiso 0.50 1 d PD . . H21A H 0.2378 -0.1807 0.0552 0.130 Uiso 0.50 1 calc PR B 1 H21B H 0.3072 -0.1668 0.0586 0.130 Uiso 0.50 1 calc PR B 1 C22 C 0.2798(7) -0.2267(13) -0.0157(5) 0.115(4) Uiso 0.50 1 d PD C . H22A H 0.3138 -0.2777 -0.0130 0.139 Uiso 0.50 1 calc PR . . H22B H 0.2450 -0.2747 -0.0211 0.139 Uiso 0.50 1 calc PR . . O7 O 0.2866(7) -0.1560(12) -0.0567(6) 0.177(5) Uiso 0.50 1 d PD . . O4B O 0.0583(15) 0.4936(13) 0.2393(6) 0.122(9) Uani 0.56(4) 1 d P A 2 C24 C 0.2680(8) -0.0380(13) 0.0161(6) 0.132(5) Uiso 0.50 1 d PD C 1 H24A H 0.3030 0.0071 0.0245 0.159 Uiso 0.50 1 calc PR C 1 H24B H 0.2335 0.0008 0.0306 0.159 Uiso 0.50 1 calc PR C 1 C23 C 0.2621(8) -0.0562(15) -0.0427(6) 0.136(5) Uiso 0.50 1 d PD C 1 H23A H 0.2206 -0.0566 -0.0523 0.163 Uiso 0.50 1 calc PR C 1 H23B H 0.2811 0.0073 -0.0613 0.163 Uiso 0.50 1 calc PR C 1 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 P1 0.0374(5) 0.0483(5) 0.0323(5) 0.0018(4) -0.0032(3) -0.0022(4) O1 0.0660(18) 0.083(2) 0.0467(15) 0.0113(14) -0.0094(13) -0.0174(16) N1 0.100(3) 0.089(3) 0.047(2) 0.024(2) -0.0075(19) -0.005(2) C1 0.098(4) 0.075(3) 0.064(3) 0.025(3) -0.012(3) 0.000(3) P2 0.0381(5) 0.0472(5) 0.0330(5) 0.0020(4) 0.0007(3) 0.0013(4) O2 0.078(3) 0.083(3) 0.157(4) 0.028(3) 0.025(2) 0.000(2) N2 0.062(2) 0.0487(17) 0.0370(15) 0.0044(13) -0.0011(13) 0.0007(15) C2 0.079(3) 0.063(3) 0.055(2) 0.013(2) -0.007(2) 0.004(2) O3 0.0531(16) 0.0609(17) 0.0661(17) -0.0020(14) 0.0046(13) -0.0069(13) N3 0.057(3) 0.156(5) 0.106(4) -0.031(3) 0.026(2) -0.030(3) C3 0.052(2) 0.059(2) 0.0394(18) 0.0089(17) -0.0005(15) 0.0004(18) O4A 0.078(9) 0.113(10) 0.052(5) -0.012(5) -0.006(4) 0.015(7) N4 0.0409(16) 0.0521(17) 0.0472(16) -0.0022(13) 0.0045(13) -0.0010(13) C4 0.096(3) 0.061(3) 0.042(2) 0.0061(19) 0.003(2) 0.002(2) N5 0.0406(15) 0.0531(17) 0.0355(15) 0.0019(13) -0.0010(12) -0.0040(13) C5 0.108(4) 0.084(3) 0.042(2) 0.005(2) 0.001(2) -0.004(3) O6 0.155(4) 0.096(3) 0.073(2) -0.008(2) 0.018(2) -0.004(3) N6 0.0393(16) 0.0493(16) 0.0367(14) 0.0033(12) -0.0007(11) -0.0037(13) C6 0.065(3) 0.106(4) 0.075(3) -0.009(3) 0.011(2) -0.036(3) N7 0.0520(18) 0.0528(18) 0.0362(15) 0.0034(13) -0.0057(13) -0.0105(14) C7 0.055(2) 0.070(3) 0.053(2) -0.0027(19) 0.0086(18) -0.014(2) N8 0.0399(16) 0.0471(17) 0.0541(17) 0.0053(14) -0.0037(13) -0.0032(13) C8 0.0401(19) 0.069(2) 0.047(2) 0.0012(18) 0.0058(16) -0.0052(18) N9 0.051(2) 0.073(3) 0.093(3) 0.002(2) -0.0050(19) 0.013(2) C9 0.049(2) 0.098(4) 0.077(3) -0.022(3) 0.014(2) -0.004(2) N10 0.099(3) 0.089(3) 0.0427(19) 0.003(2) -0.0136(19) 0.000(2) C10 0.052(3) 0.152(6) 0.117(5) -0.052(5) 0.028(3) -0.012(3) C11 0.046(2) 0.081(3) 0.083(3) 0.007(3) -0.003(2) -0.002(2) C12 0.046(2) 0.058(2) 0.068(2) 0.015(2) -0.0017(18) 0.0023(18) C13 0.0430(19) 0.055(2) 0.0444(19) 0.0013(16) -0.0045(15) 0.0018(17) C14 0.055(2) 0.053(2) 0.084(3) 0.006(2) -0.003(2) 0.0034(19) C15 0.057(3) 0.063(3) 0.107(4) 0.007(3) -0.006(3) 0.015(2) C16 0.095(4) 0.084(3) 0.047(2) 0.016(2) -0.010(2) -0.012(3) C17 0.076(3) 0.070(3) 0.0375(19) 0.0050(19) -0.0046(18) -0.020(2) C18 0.048(2) 0.061(2) 0.0338(17) -0.0007(16) -0.0066(15) -0.0011(17) C19 0.084(3) 0.065(3) 0.044(2) -0.0025(19) -0.008(2) -0.006(2) C20 0.103(4) 0.083(3) 0.044(2) -0.012(2) -0.019(2) -0.002(3) O5 0.080(5) 0.089(6) 0.071(5) 0.000 0.002(4) 0.000 O4B 0.19(2) 0.089(7) 0.091(7) -0.024(6) -0.042(10) 0.037(9) _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 P1 N5 1.585(3) . ? P1 N6 1.593(3) . ? P1 N8 1.653(3) . ? P1 N7 1.662(3) . ? O1 H1A 0.8712 . ? O1 H1B 0.8859 . ? N1 C5 1.307(6) . ? N1 C1 1.337(7) . ? C1 C2 1.377(6) . ? C1 H1 0.9300 . ? P2 N5 1.579(3) . ? P2 N6 1.582(3) 4 ? P2 N4 1.662(3) . ? P2 N2 1.662(3) . ? O2 H2A 0.8632 . ? O2 H2B 0.8916 . ? N2 C3 1.390(5) . ? N2 H2N 0.8600 . ? C2 C3 1.386(6) . ? C2 H2 0.9300 . ? O3 H3A 0.8766 . ? O3 H3B 0.8503 . ? N3 C10 1.335(8) . ? N3 C6 1.340(7) . ? C3 C4 1.392(6) . ? O4A H4A 0.6880 . ? O4A H4B 0.8487 . ? N4 C8 1.396(5) . ? N4 H4N 0.8600 . ? C4 C5 1.388(6) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? O6 H6A 0.8507 . ? O6 H6B 0.8556 . ? N6 P2 1.582(3) 4 ? C6 C7 1.384(6) . ? C6 H6 0.9300 . ? N7 C18 1.392(4) . ? N7 H7N 0.8600 . ? C7 C8 1.385(6) . ? C7 H7 0.9300 . ? N8 C13 1.391(5) . ? N8 H8N 0.8600 . ? C8 C9 1.398(6) . ? N9 C15 1.321(6) . ? N9 C11 1.329(6) . ? C9 C10 1.367(7) . ? C9 H9 0.9300 . ? N10 C20 1.322(7) . ? N10 C16 1.327(6) . ? C10 H10 0.9300 . ? C11 C12 1.378(6) . ? C11 H11 0.9300 . ? C12 C13 1.388(5) . ? C12 H12 0.9300 . ? C13 C14 1.385(6) . ? C14 C15 1.376(6) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C17 1.379(6) . ? C16 H16 0.9300 . ? C17 C18 1.388(6) . ? C17 H17 0.9300 . ? C18 C19 1.402(6) . ? C19 C20 1.376(6) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? O5 H5A 0.8272 . ? C21 C24 1.466(14) . ? C21 C22 1.535(14) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 O7 1.326(14) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? O7 C23 1.322(14) . ? O4B H4A 0.9149 . ? O4B H4B 1.1581 . ? C24 C23 1.506(15) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? 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 N5 P1 N6 120.21(15) . . ? N5 P1 N8 114.79(16) . . ? N6 P1 N8 101.80(16) . . ? N5 P1 N7 100.27(16) . . ? N6 P1 N7 113.37(16) . . ? N8 P1 N7 106.05(16) . . ? H1A O1 H1B 108.4 . . ? C5 N1 C1 115.1(4) . . ? N1 C1 C2 124.8(5) . . ? N1 C1 H1 117.6 . . ? C2 C1 H1 117.6 . . ? N5 P2 N6 120.77(15) . 4 ? N5 P2 N4 112.13(16) . . ? N6 P2 N4 102.03(16) 4 . ? N5 P2 N2 102.22(16) . . ? N6 P2 N2 113.21(16) 4 . ? N4 P2 N2 105.89(16) . . ? H2A O2 H2B 111.2 . . ? C3 N2 P2 127.2(3) . . ? C3 N2 H2N 116.4 . . ? P2 N2 H2N 116.4 . . ? C1 C2 C3 119.1(5) . . ? C1 C2 H2 120.5 . . ? C3 C2 H2 120.5 . . ? H3A O3 H3B 108.6 . . ? C10 N3 C6 115.2(4) . . ? C2 C3 N2 119.6(4) . . ? C2 C3 C4 116.9(4) . . ? N2 C3 C4 123.5(4) . . ? H4A O4A H4B 109.1 . . ? C8 N4 P2 126.9(3) . . ? C8 N4 H4N 116.6 . . ? P2 N4 H4N 116.6 . . ? C5 C4 C3 118.4(4) . . ? C5 C4 H4 120.8 . . ? C3 C4 H4 120.8 . . ? P2 N5 P1 129.2(2) . . ? N1 C5 C4 125.6(5) . . ? N1 C5 H5 117.2 . . ? C4 C5 H5 117.2 . . ? H6A O6 H6B 103.8 . . ? P2 N6 P1 123.37(19) 4 . ? N3 C6 C7 124.4(5) . . ? N3 C6 H6 117.8 . . ? C7 C6 H6 117.8 . . ? C18 N7 P1 129.3(3) . . ? C18 N7 H7N 115.4 . . ? P1 N7 H7N 115.4 . . ? C6 C7 C8 119.1(4) . . ? C6 C7 H7 120.4 . . ? C8 C7 H7 120.4 . . ? C13 N8 P1 127.6(3) . . ? C13 N8 H8N 116.2 . . ? P1 N8 H8N 116.2 . . ? C7 C8 N4 123.9(4) . . ? C7 C8 C9 117.1(4) . . ? N4 C8 C9 118.9(4) . . ? C15 N9 C11 114.9(4) . . ? C10 C9 C8 118.9(5) . . ? C10 C9 H9 120.5 . . ? C8 C9 H9 120.5 . . ? C20 N10 C16 115.4(4) . . ? N3 C10 C9 125.3(5) . . ? N3 C10 H10 117.4 . . ? C9 C10 H10 117.4 . . ? N9 C11 C12 125.1(5) . . ? N9 C11 H11 117.5 . . ? C12 C11 H11 117.5 . . ? C11 C12 C13 118.8(4) . . ? C11 C12 H12 120.6 . . ? C13 C12 H12 120.6 . . ? C14 C13 C12 116.9(4) . . ? C14 C13 N8 120.5(4) . . ? C12 C13 N8 122.5(3) . . ? C15 C14 C13 118.8(4) . . ? C15 C14 H14 120.6 . . ? C13 C14 H14 120.6 . . ? N9 C15 C14 125.5(4) . . ? N9 C15 H15 117.3 . . ? C14 C15 H15 117.3 . . ? N10 C16 C17 125.3(5) . . ? N10 C16 H16 117.4 . . ? C17 C16 H16 117.4 . . ? C16 C17 C18 118.5(4) . . ? C16 C17 H17 120.7 . . ? C18 C17 H17 120.7 . . ? C17 C18 N7 124.5(3) . . ? C17 C18 C19 117.1(3) . . ? N7 C18 C19 118.3(4) . . ? C20 C19 C18 118.5(4) . . ? C20 C19 H19 120.7 . . ? C18 C19 H19 120.7 . . ? N10 C20 C19 125.2(4) . . ? N10 C20 H20 117.4 . . ? C19 C20 H20 117.4 . . ? C24 C21 C22 101.6(11) . . ? C24 C21 H21A 111.4 . . ? C22 C21 H21A 111.4 . . ? C24 C21 H21B 111.4 . . ? C22 C21 H21B 111.4 . . ? H21A C21 H21B 109.3 . . ? O7 C22 C21 111.0(13) . . ? O7 C22 H22A 109.4 . . ? C21 C22 H22A 109.4 . . ? O7 C22 H22B 109.4 . . ? C21 C22 H22B 109.4 . . ? H22A C22 H22B 108.0 . . ? C23 O7 C22 105.9(15) . . ? H4A O4B H4B 73.5 . . ? C21 C24 C23 102.4(12) . . ? C21 C24 H24A 111.3 . . ? C23 C24 H24A 111.3 . . ? C21 C24 H24B 111.3 . . ? C23 C24 H24B 111.3 . . ? H24A C24 H24B 109.2 . . ? O7 C23 C24 110.3(14) . . ? O7 C23 H23A 109.6 . . ? C24 C23 H23A 109.6 . . ? O7 C23 H23B 109.6 . . ? C24 C23 H23B 109.6 . . ? H23A C23 H23B 108.1 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.918 _refine_diff_density_min -0.482 _refine_diff_density_rms 0.075 data_complex-1 _database_code_depnum_ccdc_archive 'CCDC 862778' #TrackingRef '1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H21 Co N10 O2 P2, Cl O4' _chemical_formula_sum 'C21 H21 Cl Co N10 O6 P2' _chemical_formula_weight 665.80 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' P P 0.1023 0.0942 '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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Fddd loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/4, -y+1/4, z' 'x, -y+1/4, -z+1/4' '-x+1/4, y, -z+1/4' 'x, y+1/2, z+1/2' '-x+1/4, -y+3/4, z+1/2' 'x, -y+3/4, -z+3/4' '-x+1/4, y+1/2, -z+3/4' 'x+1/2, y, z+1/2' '-x+3/4, -y+1/4, z+1/2' 'x+1/2, -y+1/4, -z+3/4' '-x+3/4, y, -z+3/4' 'x+1/2, y+1/2, z' '-x+3/4, -y+3/4, z' 'x+1/2, -y+3/4, -z+1/4' '-x+3/4, y+1/2, -z+1/4' '-x, -y, -z' 'x-1/4, y-1/4, -z' '-x, y-1/4, z-1/4' 'x-1/4, -y, z-1/4' '-x, -y+1/2, -z+1/2' 'x-1/4, y+1/4, -z+1/2' '-x, y+1/4, z+1/4' 'x-1/4, -y+1/2, z+1/4' '-x+1/2, -y, -z+1/2' 'x+1/4, y-1/4, -z+1/2' '-x+1/2, y-1/4, z+1/4' 'x+1/4, -y, z+1/4' '-x+1/2, -y+1/2, -z' 'x+1/4, y+1/4, -z' '-x+1/2, y+1/4, z-1/4' 'x+1/4, -y+1/2, z-1/4' _cell_length_a 17.215(3) _cell_length_b 18.088(4) _cell_length_c 44.671(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 13910(5) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9571 _cell_measurement_theta_min 3.2671 _cell_measurement_theta_max 27.4797 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.272 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5424 _exptl_absorpt_coefficient_mu 0.708 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7808 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Sphere (Rigaku CrystalClear)' _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 CCD_Profile_fitting _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20798 _diffrn_reflns_av_R_equivalents 0.0172 _diffrn_reflns_av_sigmaI/netI 0.0103 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -50 _diffrn_reflns_limit_l_max 53 _diffrn_reflns_theta_min 3.54 _diffrn_reflns_theta_max 25.49 _reflns_number_total 3212 _reflns_number_gt 3064 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _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. The perchlorate counter ion is found to be at partial occupancy (50%) and is disordered. Bond (DFIX and SADI) and thermal (ISOR and EADP) restraints are placed on this anion to get acceptable bond lengths and ADPs. Bond (DFIX) restrain is also placed on the formate which is also found to be at partial occupancy (50%). ; _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^)+(0.1200P)^2^+104.2998P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3212 _refine_ls_number_parameters 187 _refine_ls_number_restraints 17 _refine_ls_R_factor_all 0.0611 _refine_ls_R_factor_gt 0.0598 _refine_ls_wR_factor_ref 0.1852 _refine_ls_wR_factor_gt 0.1832 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.146 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 # SQUEEZE RESULTS (APPEND TO CIF) 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 -0.003 -0.003 0.000 739.6 19.5 2 0.125 0.625 0.125 203.6 10.9 3 -0.008 0.258 0.250 739.5 19.3 4 -0.125 0.875 0.375 203.6 11.3 5 0.000 0.500 0.500 739.6 19.5 6 0.125 0.125 0.625 203.6 10.9 7 -0.008 0.758 0.750 739.5 19.3 8 -0.125 0.375 0.875 203.6 11.3 9 0.375 0.375 0.375 203.6 11.3 10 0.375 0.875 0.875 203.6 11.3 11 0.625 0.125 0.125 203.6 10.9 12 0.625 0.625 0.625 203.6 10.9 _platon_squeeze_details ; ; 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 Co1 Co 0.5000 1.0000 0.0000 0.0189(3) Uani 1 2 d S . . P2 P 0.50882(6) 0.6250 0.1250 0.0155(3) Uani 1 2 d S . . P1 P 0.6250 0.73642(6) 0.1250 0.0169(3) Uani 1 2 d S . . N3 N 0.55387(15) 0.69303(14) 0.11103(6) 0.0195(6) Uani 1 1 d . . . N4 N 0.45197(17) 0.58874(15) 0.09867(6) 0.0248(6) Uani 1 1 d . . . H3 H 0.4532 0.5413 0.0972 0.030 Uiso 1 1 calc R . . N2 N 0.66164(16) 0.79121(16) 0.09815(7) 0.0267(7) Uani 1 1 d . . . N5 N 0.30918(18) 0.69333(16) 0.03545(7) 0.0289(7) Uani 1 1 d . . . N1 N 0.55509(17) 0.92418(16) 0.03243(6) 0.0265(6) Uani 1 1 d . . . O4 O 0.40601(16) 0.92875(14) -0.00124(6) 0.0370(7) Uani 1 1 d D . . C3 C 0.62438(19) 0.83427(19) 0.07673(8) 0.0247(7) Uani 1 1 d . . . C6 C 0.40294(19) 0.62452(18) 0.07876(8) 0.0251(7) Uani 1 1 d . . . C10 C 0.3865(2) 0.7001(2) 0.08012(8) 0.0306(8) Uani 1 1 d . . . H10 H 0.4064 0.7291 0.0955 0.037 Uiso 1 1 calc R . . C9 C 0.3404(2) 0.7308(2) 0.05838(9) 0.0336(8) Uani 1 1 d . . . H9 H 0.3301 0.7811 0.0596 0.040 Uiso 1 1 calc R . . C5 C 0.5201(2) 0.8640(2) 0.04369(9) 0.0359(9) Uani 1 1 d . . . H5 H 0.4709 0.8524 0.0365 0.043 Uiso 1 1 calc R . . C8 C 0.3228(3) 0.6202(2) 0.03511(9) 0.0382(9) Uani 1 1 d . . . H8 H 0.3000 0.5923 0.0200 0.046 Uiso 1 1 calc R . . C4 C 0.5511(2) 0.8184(2) 0.06495(9) 0.0369(9) Uani 1 1 d . . . H4 H 0.5237 0.7771 0.0715 0.044 Uiso 1 1 calc R . . C7 C 0.3681(2) 0.5840(2) 0.05562(9) 0.0361(9) Uani 1 1 d . . . H7 H 0.3756 0.5333 0.0542 0.043 Uiso 1 1 calc R . . C11 C 0.3750 0.8750 -0.01438(12) 0.0340(12) Uani 1 2 d SD . . H11 H 0.3750 0.8750 -0.0352 0.041 Uiso 1 2 calc SR . . C2 C 0.6622(3) 0.8952(3) 0.06440(13) 0.0552(14) Uani 1 1 d . . . H2 H 0.7120 0.9074 0.0707 0.066 Uiso 1 1 calc R . . C1 C 0.6262(3) 0.9370(3) 0.04310(12) 0.0528(13) Uani 1 1 d . . . H1 H 0.6532 0.9774 0.0355 0.063 Uiso 1 1 calc R . . H1A H 0.7050 0.8023 0.1016 0.022(10) Uiso 1 1 d R . . Cl1 Cl 0.3750 0.8750 0.13694(5) 0.0691(6) Uani 1 2 d SD . . O5 O 0.4256(8) 0.8284(8) 0.1533(4) 0.138(4) Uiso 0.50 1 d PD . . O3 O 0.3058(6) 0.8283(7) 0.1313(3) 0.138(4) Uiso 0.50 1 d PD . . O1 O 0.3434(5) 0.9332(5) 0.1529(2) 0.071(3) Uiso 0.50 1 d PD . . O2 O 0.4064(7) 0.8836(8) 0.10769(18) 0.133(5) Uiso 0.50 1 d PD . . 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 Co1 0.0217(4) 0.0154(4) 0.0197(4) 0.0025(2) 0.0043(2) -0.0015(2) P2 0.0167(6) 0.0146(6) 0.0151(6) 0.0007(4) 0.000 0.000 P1 0.0189(6) 0.0134(6) 0.0183(6) 0.000 -0.0007(4) 0.000 N3 0.0213(12) 0.0163(12) 0.0208(13) 0.0035(10) -0.0023(10) -0.0015(10) N4 0.0295(14) 0.0160(13) 0.0291(15) 0.0001(11) -0.0099(12) -0.0024(11) N2 0.0203(14) 0.0246(15) 0.0352(16) 0.0106(12) -0.0039(12) -0.0050(11) N5 0.0352(16) 0.0226(14) 0.0290(16) -0.0012(12) -0.0117(13) 0.0004(12) N1 0.0279(15) 0.0249(14) 0.0268(15) 0.0087(12) 0.0018(12) 0.0023(12) O4 0.0366(15) 0.0238(13) 0.0505(18) 0.0055(11) -0.0025(12) -0.0111(11) C3 0.0250(16) 0.0217(16) 0.0274(17) 0.0072(13) 0.0022(13) 0.0001(12) C6 0.0236(16) 0.0224(17) 0.0293(18) 0.0021(13) -0.0075(13) -0.0014(13) C10 0.0379(19) 0.0238(17) 0.0299(19) -0.0060(14) -0.0127(15) 0.0014(14) C9 0.041(2) 0.0236(17) 0.036(2) -0.0038(15) -0.0138(16) 0.0060(15) C5 0.035(2) 0.034(2) 0.038(2) 0.0125(16) -0.0070(17) -0.0072(16) C8 0.052(2) 0.0262(18) 0.037(2) -0.0036(15) -0.0221(18) -0.0013(16) C4 0.037(2) 0.032(2) 0.042(2) 0.0184(17) -0.0063(16) -0.0105(16) C7 0.050(2) 0.0183(17) 0.040(2) -0.0037(15) -0.0199(18) -0.0002(15) C11 0.044(3) 0.029(3) 0.029(3) 0.000 0.000 -0.005(2) C2 0.037(2) 0.048(3) 0.081(4) 0.039(3) -0.020(2) -0.018(2) C1 0.036(2) 0.043(2) 0.080(3) 0.041(2) -0.012(2) -0.0142(18) Cl1 0.0710(12) 0.0706(13) 0.0657(12) 0.000 0.000 0.0502(10) _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 Co1 O4 2.069(2) . ? Co1 O4 2.069(2) 17_675 ? Co1 N5 2.144(3) 14_565 ? Co1 N5 2.144(3) 30 ? Co1 N1 2.209(3) 17_675 ? Co1 N1 2.209(3) . ? P2 N3 1.583(3) . ? P2 N3 1.583(3) 3_565 ? P2 N4 1.665(3) 3_565 ? P2 N4 1.665(3) . ? P1 N3 1.583(3) . ? P1 N3 1.583(3) 4_655 ? P1 N2 1.679(3) 4_655 ? P1 N2 1.679(3) . ? N4 C6 1.387(4) . ? N4 H3 0.8600 . ? N2 C3 1.391(4) . ? N2 H1A 0.7878 . ? N5 C9 1.341(5) . ? N5 C8 1.344(5) . ? N5 Co1 2.144(3) 14_565 ? N1 C1 1.334(5) . ? N1 C5 1.342(5) . ? O4 C11 1.255(3) . ? C3 C2 1.394(5) . ? C3 C4 1.396(5) . ? C6 C10 1.397(5) . ? C6 C7 1.402(5) . ? C10 C9 1.371(5) . ? C10 H10 0.9300 . ? C9 H9 0.9300 . ? C5 C4 1.368(5) . ? C5 H5 0.9300 . ? C8 C7 1.368(5) . ? C8 H8 0.9300 . ? C4 H4 0.9300 . ? C7 H7 0.9300 . ? C11 O4 1.255(3) 14_565 ? C11 H11 0.9300 . ? C2 C1 1.364(6) . ? C2 H2 0.9300 . ? C1 H1 0.9300 . ? Cl1 O1 1.384(6) . ? Cl1 O1 1.384(6) 14_565 ? Cl1 O5 1.414(7) 14_565 ? Cl1 O5 1.414(7) . ? Cl1 O2 1.422(7) 14_565 ? Cl1 O2 1.422(7) . ? Cl1 O3 1.482(7) . ? Cl1 O3 1.482(7) 14_565 ? O5 O1 0.39(2) 14_565 ? O3 O2 1.419(17) 14_565 ? O1 O5 0.39(2) 14_565 ? O2 O2 1.12(2) 14_565 ? O2 O3 1.419(17) 14_565 ? 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 Co1 O4 180.00(15) . 17_675 ? O4 Co1 N5 86.91(12) . 14_565 ? O4 Co1 N5 93.09(12) 17_675 14_565 ? O4 Co1 N5 93.09(12) . 30 ? O4 Co1 N5 86.91(12) 17_675 30 ? N5 Co1 N5 180.00(11) 14_565 30 ? O4 Co1 N1 91.92(11) . 17_675 ? O4 Co1 N1 88.08(11) 17_675 17_675 ? N5 Co1 N1 89.06(12) 14_565 17_675 ? N5 Co1 N1 90.94(12) 30 17_675 ? O4 Co1 N1 88.08(11) . . ? O4 Co1 N1 91.92(11) 17_675 . ? N5 Co1 N1 90.94(12) 14_565 . ? N5 Co1 N1 89.06(12) 30 . ? N1 Co1 N1 180.00(11) 17_675 . ? N3 P2 N3 121.3(2) . 3_565 ? N3 P2 N4 105.09(14) . 3_565 ? N3 P2 N4 108.40(14) 3_565 3_565 ? N3 P2 N4 108.40(14) . . ? N3 P2 N4 105.09(14) 3_565 . ? N4 P2 N4 108.0(2) 3_565 . ? N3 P1 N3 120.5(2) . 4_655 ? N3 P1 N2 106.49(14) . 4_655 ? N3 P1 N2 107.56(14) 4_655 4_655 ? N3 P1 N2 107.56(14) . . ? N3 P1 N2 106.49(14) 4_655 . ? N2 P1 N2 107.6(2) 4_655 . ? P1 N3 P2 127.52(17) . . ? C6 N4 P2 128.8(2) . . ? C6 N4 H3 115.6 . . ? P2 N4 H3 115.6 . . ? C3 N2 P1 130.5(2) . . ? C3 N2 H1A 115.4 . . ? P1 N2 H1A 111.5 . . ? C9 N5 C8 115.9(3) . . ? C9 N5 Co1 120.9(2) . 14_565 ? C8 N5 Co1 123.0(2) . 14_565 ? C1 N1 C5 114.8(3) . . ? C1 N1 Co1 121.3(2) . . ? C5 N1 Co1 123.8(2) . . ? C11 O4 Co1 145.9(2) . . ? N2 C3 C2 120.0(3) . . ? N2 C3 C4 124.1(3) . . ? C2 C3 C4 115.8(3) . . ? N4 C6 C10 123.5(3) . . ? N4 C6 C7 119.3(3) . . ? C10 C6 C7 117.1(3) . . ? C9 C10 C6 118.9(3) . . ? C9 C10 H10 120.6 . . ? C6 C10 H10 120.6 . . ? N5 C9 C10 124.7(3) . . ? N5 C9 H9 117.7 . . ? C10 C9 H9 117.7 . . ? N1 C5 C4 125.1(4) . . ? N1 C5 H5 117.5 . . ? C4 C5 H5 117.5 . . ? N5 C8 C7 124.2(3) . . ? N5 C8 H8 117.9 . . ? C7 C8 H8 117.9 . . ? C5 C4 C3 119.4(3) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? C8 C7 C6 119.2(3) . . ? C8 C7 H7 120.4 . . ? C6 C7 H7 120.4 . . ? O4 C11 O4 124.2(5) 14_565 . ? O4 C11 H11 117.9 14_565 . ? O4 C11 H11 117.9 . . ? C1 C2 C3 120.1(4) . . ? C1 C2 H2 119.9 . . ? C3 C2 H2 119.9 . . ? N1 C1 C2 124.7(4) . . ? N1 C1 H1 117.6 . . ? C2 C1 H1 117.6 . . ? O1 Cl1 O1 117.8(10) . 14_565 ? O1 Cl1 O5 15.9(9) . 14_565 ? O1 Cl1 O5 115.4(6) 14_565 14_565 ? O1 Cl1 O5 115.4(6) . . ? O1 Cl1 O5 15.9(9) 14_565 . ? O5 Cl1 O5 117.9(16) 14_565 . ? O1 Cl1 O2 114.1(8) . 14_565 ? O1 Cl1 O2 122.8(7) 14_565 14_565 ? O5 Cl1 O2 107.7(9) 14_565 14_565 ? O5 Cl1 O2 130.0(11) . 14_565 ? O1 Cl1 O2 122.8(7) . . ? O1 Cl1 O2 114.1(8) 14_565 . ? O5 Cl1 O2 130.0(11) 14_565 . ? O5 Cl1 O2 107.7(9) . . ? O2 Cl1 O2 46.6(10) 14_565 . ? O1 Cl1 O3 101.8(7) . . ? O1 Cl1 O3 88.3(7) 14_565 . ? O5 Cl1 O3 86.1(9) 14_565 . ? O5 Cl1 O3 104.0(8) . . ? O2 Cl1 O3 58.5(8) 14_565 . ? O2 Cl1 O3 102.2(8) . . ? O1 Cl1 O3 88.3(7) . 14_565 ? O1 Cl1 O3 101.8(7) 14_565 14_565 ? O5 Cl1 O3 104.0(8) 14_565 14_565 ? O5 Cl1 O3 86.1(9) . 14_565 ? O2 Cl1 O3 102.2(8) 14_565 14_565 ? O2 Cl1 O3 58.5(8) . 14_565 ? O3 Cl1 O3 160.5(11) . 14_565 ? O1 O5 Cl1 77.5(14) 14_565 . ? O2 O3 Cl1 58.7(5) 14_565 . ? O5 O1 Cl1 86.5(16) 14_565 . ? O2 O2 Cl1 66.7(5) 14_565 . ? O2 O2 O3 125.1(10) 14_565 14_565 ? Cl1 O2 O3 62.8(5) . 14_565 ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.225 _refine_diff_density_min -1.348 _refine_diff_density_rms 0.102 # Attachment '2.CIF' data_complex-2 _database_code_depnum_ccdc_archive 'CCDC 862779' #TrackingRef '2.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H21 Cd N10 O2 P2, Cl O4' _chemical_formula_sum 'C21 H21 Cd Cl N10 O6 P2' _chemical_formula_weight 719.27 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' P P 0.1023 0.0942 '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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Fddd loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/4, -y+1/4, z' 'x, -y+1/4, -z+1/4' '-x+1/4, y, -z+1/4' 'x, y+1/2, z+1/2' '-x+1/4, -y+3/4, z+1/2' 'x, -y+3/4, -z+3/4' '-x+1/4, y+1/2, -z+3/4' 'x+1/2, y, z+1/2' '-x+3/4, -y+1/4, z+1/2' 'x+1/2, -y+1/4, -z+3/4' '-x+3/4, y, -z+3/4' 'x+1/2, y+1/2, z' '-x+3/4, -y+3/4, z' 'x+1/2, -y+3/4, -z+1/4' '-x+3/4, y+1/2, -z+1/4' '-x, -y, -z' 'x-1/4, y-1/4, -z' '-x, y-1/4, z-1/4' 'x-1/4, -y, z-1/4' '-x, -y+1/2, -z+1/2' 'x-1/4, y+1/4, -z+1/2' '-x, y+1/4, z+1/4' 'x-1/4, -y+1/2, z+1/4' '-x+1/2, -y, -z+1/2' 'x+1/4, y-1/4, -z+1/2' '-x+1/2, y-1/4, z+1/4' 'x+1/4, -y, z+1/4' '-x+1/2, -y+1/2, -z' 'x+1/4, y+1/4, -z' '-x+1/2, y+1/4, z-1/4' 'x+1/4, -y+1/2, z-1/4' _cell_length_a 17.3043(5) _cell_length_b 18.3115(7) _cell_length_c 45.7907(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 14509.6(9) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8874 _cell_measurement_theta_min 2.0981 _cell_measurement_theta_max 27.4719 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.317 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5760 _exptl_absorpt_coefficient_mu 0.808 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7669 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Sphere (Rigaku CrystalClear)' _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 CCD_Profile_fitting _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27531 _diffrn_reflns_av_R_equivalents 0.0380 _diffrn_reflns_av_sigmaI/netI 0.0226 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -59 _diffrn_reflns_limit_l_max 59 _diffrn_reflns_theta_min 3.36 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4153 _reflns_number_gt 3851 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _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. The perchlorate counter ion is found to be at partial occupancy (50%) and is disordered. Bond (DFIX and SADI) and thermal (EADP) restraints are placed on this anion to get acceptable bond lengths and ADPs. ; _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^)+(0.1200P)^2^+73.1223P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4153 _refine_ls_number_parameters 185 _refine_ls_number_restraints 16 _refine_ls_R_factor_all 0.0620 _refine_ls_R_factor_gt 0.0588 _refine_ls_wR_factor_ref 0.1876 _refine_ls_wR_factor_gt 0.1837 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.103 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 # SQUEEZE RESULTS (APPEND TO CIF) 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 -0.003 -0.003 0.000 782.6 215.8 2 0.125 0.625 0.125 223.5 92.8 3 -0.010 0.260 0.250 782.6 215.0 4 -0.125 0.875 0.375 223.4 92.7 5 0.004 0.504 0.500 782.6 215.8 6 0.125 0.125 0.625 223.5 92.8 7 -0.010 0.760 0.750 782.6 215.0 8 -0.125 0.375 0.875 223.4 92.7 9 0.375 0.375 0.375 223.4 92.7 10 0.375 0.875 0.875 223.4 92.7 11 0.625 0.125 0.125 223.5 92.8 12 0.625 0.625 0.625 223.5 92.8 _platon_squeeze_details ; ; 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 Cd1 Cd 0.5000 1.0000 0.0000 0.04202(19) Uani 1 2 d S . . P2 P 0.50965(6) 0.6250 0.1250 0.0244(3) Uani 1 2 d S . . P1 P 0.6250 0.73501(6) 0.1250 0.0261(3) Uani 1 2 d S . . N3 N 0.55437(15) 0.69205(15) 0.11130(6) 0.0284(5) Uani 1 1 d . . . N4 N 0.45326(18) 0.58900(16) 0.09953(6) 0.0353(6) Uani 1 1 d . . . H3 H 0.4545 0.5422 0.0983 0.042 Uiso 1 1 calc R . . N2 N 0.66165(17) 0.78842(16) 0.09879(7) 0.0363(6) Uani 1 1 d . . . N5 N 0.3098(2) 0.6893(2) 0.03814(8) 0.0567(10) Uani 1 1 d . . . N1 N 0.5566(2) 0.9169(2) 0.03382(8) 0.0497(8) Uani 1 1 d . . . O4 O 0.3921(3) 0.9320(2) -0.00078(9) 0.0763(12) Uani 1 1 d . . . C3 C 0.6242(2) 0.8308(2) 0.07757(8) 0.0369(7) Uani 1 1 d . . . C6 C 0.4044(2) 0.62354(19) 0.07994(8) 0.0367(7) Uani 1 1 d . . . C10 C 0.3853(2) 0.6973(2) 0.08179(9) 0.0433(9) Uani 1 1 d . . . H10 H 0.4035 0.7259 0.0971 0.052 Uiso 1 1 calc R . . C9 C 0.3389(3) 0.7270(2) 0.06050(10) 0.0533(11) Uani 1 1 d . . . H9 H 0.3270 0.7765 0.0618 0.064 Uiso 1 1 calc R . . C5 C 0.5211(3) 0.8592(3) 0.04482(10) 0.0532(10) Uani 1 1 d . . . H5 H 0.4725 0.8474 0.0375 0.064 Uiso 1 1 calc R . . C8 C 0.3263(3) 0.6176(3) 0.03708(11) 0.0644(14) Uani 1 1 d . . . H8 H 0.3057 0.5903 0.0218 0.077 Uiso 1 1 calc R . . C4 C 0.5516(3) 0.8155(2) 0.06641(10) 0.0518(10) Uani 1 1 d . . . H4 H 0.5236 0.7759 0.0735 0.062 Uiso 1 1 calc R . . C7 C 0.3716(3) 0.5822(2) 0.05717(10) 0.0555(12) Uani 1 1 d . . . H7 H 0.3805 0.5322 0.0558 0.067 Uiso 1 1 calc R . . C11 C 0.3750 0.8750 -0.01242(14) 0.0504(13) Uani 1 2 d S . . H11 H 0.3750 0.8750 -0.0327 0.060 Uiso 1 2 calc SR . . C2 C 0.6628(3) 0.8900(3) 0.06515(14) 0.0752(18) Uani 1 1 d . . . H2 H 0.7125 0.9019 0.0711 0.090 Uiso 1 1 calc R . . C1 C 0.6268(3) 0.9302(3) 0.04414(15) 0.083(2) Uani 1 1 d . . . H1 H 0.6535 0.9699 0.0365 0.100 Uiso 1 1 calc R . . H1A H 0.7098 0.8089 0.1021 0.033(10) Uiso 1 1 d R . . Cl1 Cl 0.3750 0.8750 0.13591(5) 0.0847(7) Uani 1 2 d SD . . O5 O 0.4242(7) 0.8270(7) 0.1510(3) 0.125(2) Uiso 0.50 1 d PD . . O3 O 0.3046(5) 0.8331(6) 0.1298(3) 0.125(2) Uiso 0.50 1 d PD . . O1 O 0.3504(8) 0.9363(6) 0.1517(3) 0.125(2) Uiso 0.50 1 d PD . . O2 O 0.4020(7) 0.8877(7) 0.10685(17) 0.125(2) Uiso 0.50 1 d PD . . 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 Cd1 0.0497(3) 0.0451(3) 0.0312(3) 0.01170(14) 0.01380(14) 0.01464(16) P2 0.0255(5) 0.0256(5) 0.0222(5) 0.0004(4) 0.000 0.000 P1 0.0288(5) 0.0239(5) 0.0255(5) 0.000 -0.0004(4) 0.000 N3 0.0306(12) 0.0294(12) 0.0251(12) 0.0030(10) -0.0020(10) -0.0026(10) N4 0.0411(15) 0.0292(13) 0.0355(14) 0.0007(11) -0.0104(12) -0.0014(12) N2 0.0336(14) 0.0330(14) 0.0423(16) 0.0100(12) -0.0006(12) -0.0035(11) N5 0.072(2) 0.052(2) 0.0455(19) -0.0085(16) -0.0309(18) 0.0161(19) N1 0.0518(19) 0.0498(19) 0.0476(19) 0.0220(15) 0.0068(15) 0.0131(16) O4 0.084(3) 0.056(2) 0.089(3) 0.0013(19) 0.011(2) -0.015(2) C3 0.0395(17) 0.0325(17) 0.0387(17) 0.0098(14) 0.0052(14) 0.0019(13) C6 0.0385(17) 0.0344(17) 0.0370(17) -0.0033(13) -0.0121(14) 0.0011(14) C10 0.051(2) 0.0384(19) 0.0402(19) -0.0065(15) -0.0186(16) 0.0080(16) C9 0.065(3) 0.044(2) 0.051(2) -0.0082(18) -0.025(2) 0.016(2) C5 0.051(2) 0.058(3) 0.051(2) 0.018(2) -0.0083(19) -0.006(2) C8 0.088(3) 0.048(2) 0.058(3) -0.013(2) -0.039(3) 0.012(2) C4 0.048(2) 0.052(2) 0.055(2) 0.0244(19) -0.0111(18) -0.0111(18) C7 0.075(3) 0.040(2) 0.051(2) -0.0081(18) -0.031(2) 0.004(2) C11 0.060(4) 0.048(3) 0.043(3) 0.000 0.000 -0.003(3) C2 0.050(3) 0.072(3) 0.104(4) 0.056(3) -0.016(3) -0.017(2) C1 0.064(3) 0.078(4) 0.107(5) 0.066(4) -0.011(3) -0.012(3) Cl1 0.0872(14) 0.0822(14) 0.0847(14) 0.000 0.000 0.0520(12) _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 Cd1 O4 2.245(4) . ? Cd1 O4 2.245(4) 17_675 ? Cd1 N5 2.314(3) 30 ? Cd1 N5 2.314(3) 14_565 ? Cd1 N1 2.382(3) 17_675 ? Cd1 N1 2.382(3) . ? P2 N3 1.581(3) . ? P2 N3 1.581(3) 3_565 ? P2 N4 1.657(3) . ? P2 N4 1.658(3) 3_565 ? P1 N3 1.583(3) . ? P1 N3 1.583(3) 4_655 ? P1 N2 1.673(3) . ? P1 N2 1.673(3) 4_655 ? N4 C6 1.386(4) . ? N4 H3 0.8600 . ? N2 C3 1.402(4) . ? N2 H1A 0.9253 . ? N5 C9 1.334(5) . ? N5 C8 1.345(6) . ? N5 Cd1 2.314(3) 14_565 ? N1 C5 1.322(6) . ? N1 C1 1.326(7) . ? O4 C11 1.209(5) . ? C3 C4 1.386(6) . ? C3 C2 1.393(5) . ? C6 C10 1.393(5) . ? C6 C7 1.408(5) . ? C10 C9 1.375(5) . ? C10 H10 0.9300 . ? C9 H9 0.9300 . ? C5 C4 1.377(6) . ? C5 H5 0.9300 . ? C8 C7 1.372(6) . ? C8 H8 0.9300 . ? C4 H4 0.9300 . ? C7 H7 0.9300 . ? C11 O4 1.209(5) 14_565 ? C11 H11 0.9300 . ? C2 C1 1.362(7) . ? C2 H2 0.9300 . ? C1 H1 0.9300 . ? Cl1 O1 1.400(6) . ? Cl1 O1 1.400(6) 14_565 ? Cl1 O5 1.406(6) . ? Cl1 O5 1.406(6) 14_565 ? Cl1 O2 1.429(6) 14_565 ? Cl1 O2 1.429(6) . ? Cl1 O3 1.467(7) 14_565 ? Cl1 O3 1.467(7) . ? O5 O1 0.49(2) 14_565 ? O3 O2 1.400(16) 14_565 ? O1 O5 0.49(2) 14_565 ? O2 O2 1.04(2) 14_565 ? O2 O3 1.400(16) 14_565 ? 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 Cd1 O4 180.0 . 17_675 ? O4 Cd1 N5 95.37(16) . 30 ? O4 Cd1 N5 84.63(16) 17_675 30 ? O4 Cd1 N5 84.63(16) . 14_565 ? O4 Cd1 N5 95.37(16) 17_675 14_565 ? N5 Cd1 N5 180.00(12) 30 14_565 ? O4 Cd1 N1 90.08(15) . 17_675 ? O4 Cd1 N1 89.92(15) 17_675 17_675 ? N5 Cd1 N1 90.01(13) 30 17_675 ? N5 Cd1 N1 89.99(13) 14_565 17_675 ? O4 Cd1 N1 89.92(15) . . ? O4 Cd1 N1 90.08(15) 17_675 . ? N5 Cd1 N1 89.99(13) 30 . ? N5 Cd1 N1 90.01(13) 14_565 . ? N1 Cd1 N1 180.00(13) 17_675 . ? N3 P2 N3 121.4(2) . 3_565 ? N3 P2 N4 108.53(14) . . ? N3 P2 N4 104.98(14) 3_565 . ? N3 P2 N4 104.98(14) . 3_565 ? N3 P2 N4 108.53(14) 3_565 3_565 ? N4 P2 N4 107.9(2) . 3_565 ? N3 P1 N3 120.4(2) . 4_655 ? N3 P1 N2 107.39(14) . . ? N3 P1 N2 106.39(14) 4_655 . ? N3 P1 N2 106.39(14) . 4_655 ? N3 P1 N2 107.39(14) 4_655 4_655 ? N2 P1 N2 108.4(2) . 4_655 ? P2 N3 P1 127.35(17) . . ? C6 N4 P2 129.3(2) . . ? C6 N4 H3 115.4 . . ? P2 N4 H3 115.4 . . ? C3 N2 P1 130.2(2) . . ? C3 N2 H1A 107.6 . . ? P1 N2 H1A 117.5 . . ? C9 N5 C8 117.0(4) . . ? C9 N5 Cd1 120.0(3) . 14_565 ? C8 N5 Cd1 122.4(3) . 14_565 ? C5 N1 C1 115.9(4) . . ? C5 N1 Cd1 124.5(3) . . ? C1 N1 Cd1 119.4(3) . . ? C11 O4 Cd1 133.6(3) . . ? C4 C3 C2 116.1(4) . . ? C4 C3 N2 124.2(3) . . ? C2 C3 N2 119.5(4) . . ? N4 C6 C10 123.3(3) . . ? N4 C6 C7 118.7(3) . . ? C10 C6 C7 118.1(3) . . ? C9 C10 C6 118.6(3) . . ? C9 C10 H10 120.7 . . ? C6 C10 H10 120.7 . . ? N5 C9 C10 124.0(4) . . ? N5 C9 H9 118.0 . . ? C10 C9 H9 118.0 . . ? N1 C5 C4 124.0(4) . . ? N1 C5 H5 118.0 . . ? C4 C5 H5 118.0 . . ? N5 C8 C7 123.9(4) . . ? N5 C8 H8 118.0 . . ? C7 C8 H8 118.0 . . ? C5 C4 C3 119.7(4) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? C8 C7 C6 118.2(4) . . ? C8 C7 H7 120.9 . . ? C6 C7 H7 120.9 . . ? O4 C11 O4 127.7(7) . 14_565 ? O4 C11 H11 116.1 . . ? O4 C11 H11 116.1 14_565 . ? C1 C2 C3 119.4(5) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? N1 C1 C2 124.8(5) . . ? N1 C1 H1 117.6 . . ? C2 C1 H1 117.6 . . ? O1 Cl1 O1 117.9(14) . 14_565 ? O1 Cl1 O5 115.5(6) . . ? O1 Cl1 O5 20.2(9) 14_565 . ? O1 Cl1 O5 20.2(9) . 14_565 ? O1 Cl1 O5 115.5(6) 14_565 14_565 ? O5 Cl1 O5 121.1(14) . 14_565 ? O1 Cl1 O2 120.7(10) . 14_565 ? O1 Cl1 O2 116.7(8) 14_565 14_565 ? O5 Cl1 O2 123.7(10) . 14_565 ? O5 Cl1 O2 111.2(8) 14_565 14_565 ? O1 Cl1 O2 116.7(8) . . ? O1 Cl1 O2 120.7(10) 14_565 . ? O5 Cl1 O2 111.2(8) . . ? O5 Cl1 O2 123.7(10) 14_565 . ? O2 Cl1 O2 42.8(9) 14_565 . ? O1 Cl1 O3 86.1(7) . 14_565 ? O1 Cl1 O3 105.3(7) 14_565 14_565 ? O5 Cl1 O3 85.2(7) . 14_565 ? O5 Cl1 O3 105.7(7) 14_565 14_565 ? O2 Cl1 O3 100.4(7) 14_565 14_565 ? O2 Cl1 O3 57.8(7) . 14_565 ? O1 Cl1 O3 105.3(7) . . ? O1 Cl1 O3 86.1(7) 14_565 . ? O5 Cl1 O3 105.7(7) . . ? O5 Cl1 O3 85.2(7) 14_565 . ? O2 Cl1 O3 57.8(7) 14_565 . ? O2 Cl1 O3 100.4(7) . . ? O3 Cl1 O3 158.1(10) 14_565 . ? O1 O5 Cl1 79.3(11) 14_565 . ? O2 O3 Cl1 59.8(4) 14_565 . ? O5 O1 Cl1 80.5(11) 14_565 . ? O2 O2 O3 130.6(5) 14_565 14_565 ? O2 O2 Cl1 68.6(4) 14_565 . ? O3 O2 Cl1 62.5(5) 14_565 . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.305 _refine_diff_density_min -1.222 _refine_diff_density_rms 0.117 # Attachment '- 3.CIF' data_complex-3 _database_code_depnum_ccdc_archive 'CCDC 862780' #TrackingRef '- 3.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C160 H160 Cu9 N80 P16' _chemical_formula_sum 'C160 H160 Cu9 N80 O0 P16' _chemical_formula_weight 4271.06 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M I41/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+3/4, x+1/4, z+1/4' '-x, -y+1/2, z' 'y+1/4, -x+1/4, z+1/4' 'x+1/2, y+1/2, z+1/2' '-y+5/4, x+3/4, z+3/4' '-x+1/2, -y+1, z+1/2' 'y+3/4, -x+3/4, z+3/4' '-x, -y, -z' 'y-3/4, -x-1/4, -z-1/4' 'x, y-1/2, -z' '-y-1/4, x-1/4, -z-1/4' '-x+1/2, -y+1/2, -z+1/2' 'y-1/4, -x+1/4, -z+1/4' 'x+1/2, y, -z+1/2' '-y+1/4, x+1/4, -z+1/4' _cell_length_a 37.979(5) _cell_length_b 37.979(5) _cell_length_c 16.959(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 24463(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 34717 _cell_measurement_theta_min 2.0074 _cell_measurement_theta_max 27.4855 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.160 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 8724 _exptl_absorpt_coefficient_mu 0.927 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8473 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'Sphere (Rigaku CrystalClear)' _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 CCD_Profile_fitting _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 82299 _diffrn_reflns_av_R_equivalents 0.0595 _diffrn_reflns_av_sigmaI/netI 0.0361 _diffrn_reflns_limit_h_min -45 _diffrn_reflns_limit_h_max 46 _diffrn_reflns_limit_k_min -46 _diffrn_reflns_limit_k_max 46 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 25.50 _reflns_number_total 11358 _reflns_number_gt 9653 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _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. ; _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^)+(0.1079P)^2^+33.7945P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11358 _refine_ls_number_parameters 597 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0701 _refine_ls_R_factor_gt 0.0606 _refine_ls_wR_factor_ref 0.1835 _refine_ls_wR_factor_gt 0.1760 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 # SQUEEZE RESULTS (APPEND TO CIF) 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 -0.018 -0.002 0.000 8546.3 1641.6 _platon_squeeze_details ; ; 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 Cu1 Cu 0.0000 0.2500 0.1250 0.0613(3) Uani 1 4 d S . . Cu2 Cu 0.181583(16) -0.039949(14) 0.27461(3) 0.0662(2) Uani 1 1 d . . . P2 P 0.25279(2) 0.19124(2) 0.01599(4) 0.02991(19) Uani 1 1 d . . . P3 P 0.22475(2) 0.13157(2) 0.09030(5) 0.03052(19) Uani 1 1 d . . . P1 P 0.18767(2) 0.22556(2) 0.04906(5) 0.0324(2) Uani 1 1 d . . . P4 P 0.17748(2) 0.17596(2) 0.17212(5) 0.0339(2) Uani 1 1 d . . . Cu3 Cu 0.402324(18) 0.10216(2) -0.15826(5) 0.1020(3) Uani 1 1 d . . . N9 N 0.26749(7) 0.17897(7) -0.07241(16) 0.0358(6) Uani 1 1 d . . . H1 H 0.2539 0.1835 -0.1117 0.043 Uiso 1 1 calc R . . N14 N 0.24366(7) 0.10331(7) 0.15232(16) 0.0368(6) Uani 1 1 d . . . H2 H 0.2643 0.1086 0.1693 0.044 Uiso 1 1 calc R . . N10 N 0.28291(7) 0.21862(7) 0.05147(16) 0.0383(6) Uani 1 1 d . . . H3 H 0.2903 0.2140 0.0983 0.046 Uiso 1 1 calc R . . N13 N 0.21570(7) 0.10887(7) 0.00831(16) 0.0365(6) Uani 1 1 d . . . H4 H 0.1938 0.1072 -0.0044 0.044 Uiso 1 1 calc R . . C11 C 0.29903(8) 0.16236(8) -0.08993(19) 0.0335(7) Uani 1 1 d . . . C21 C 0.22932(9) 0.07224(8) 0.17885(19) 0.0362(7) Uani 1 1 d . . . N5 N 0.15103(7) 0.21901(8) -0.00174(17) 0.0416(6) Uani 1 1 d . . . H7 H 0.1532 0.2087 -0.0466 0.050 Uiso 1 1 calc R . . N6 N 0.19208(8) 0.26876(7) 0.05757(17) 0.0415(6) Uani 1 1 d . . . H8 H 0.1949 0.2766 0.1047 0.050 Uiso 1 1 calc R . . N16 N 0.20254(10) 0.00781(8) 0.2356(2) 0.0570(9) Uani 1 1 d . . . N17 N 0.19797(7) 0.17810(7) 0.25896(16) 0.0401(6) Uani 1 1 d . . . H10 H 0.2098 0.1971 0.2673 0.048 Uiso 1 1 calc R . . N1 N 0.21661(7) 0.20891(7) -0.00674(16) 0.0370(6) Uani 1 1 d . . . N3 N 0.18676(7) 0.14263(7) 0.11986(16) 0.0378(6) Uani 1 1 d . . . C6 C 0.29772(10) 0.24771(9) 0.0161(2) 0.0420(8) Uani 1 1 d . . . C26 C 0.19874(9) 0.15362(9) 0.3198(2) 0.0394(7) Uani 1 1 d . . . N15 N 0.28643(9) 0.05982(8) -0.14725(19) 0.0503(8) Uani 1 1 d . . . C22 C 0.19694(9) 0.05922(9) 0.1535(2) 0.0425(8) Uani 1 1 d . . . H16 H 0.1835 0.0717 0.1171 0.051 Uiso 1 1 calc R . . C37 C 0.10995(9) 0.25002(10) 0.0852(2) 0.0481(9) Uani 1 1 d . . . H17 H 0.1284 0.2593 0.1147 0.058 Uiso 1 1 calc R . . C16 C 0.23960(9) 0.09242(8) -0.04154(19) 0.0363(7) Uani 1 1 d . . . N2 N 0.25427(7) 0.16034(7) 0.07890(16) 0.0338(6) Uani 1 1 d . . . N4 N 0.18498(7) 0.21409(7) 0.13874(16) 0.0382(6) Uani 1 1 d . . . N8 N 0.04755(8) 0.24573(8) 0.0665(2) 0.0500(8) Uani 1 1 d . . . C36 C 0.11688(9) 0.22858(9) 0.0209(2) 0.0411(8) Uani 1 1 d . . . N18 N 0.13564(7) 0.16807(8) 0.19249(18) 0.0450(7) Uani 1 1 d . . . H23 H 0.1262 0.1511 0.1664 0.054 Uiso 1 1 calc R . . C30 C 0.21903(11) 0.16034(10) 0.3866(2) 0.0489(9) Uani 1 1 d . . . H24 H 0.2324 0.1808 0.3900 0.059 Uiso 1 1 calc R . . N20 N 0.20105(9) 0.10607(9) 0.44720(19) 0.0521(8) Uani 1 1 d . . . C12 C 0.30509(9) 0.15100(9) -0.1671(2) 0.0419(8) Uani 1 1 d . . . H26 H 0.2884 0.1550 -0.2061 0.050 Uiso 1 1 calc R . . C20 C 0.27338(9) 0.08273(9) -0.0187(2) 0.0438(8) Uani 1 1 d . . . H27 H 0.2811 0.0870 0.0324 0.053 Uiso 1 1 calc R . . N12 N 0.36119(9) 0.12741(10) -0.1314(2) 0.0603(9) Uani 1 1 d . . . C18 C 0.25345(12) 0.06891(12) -0.1683(2) 0.0595(11) Uani 1 1 d . . . H29 H 0.2462 0.0641 -0.2195 0.071 Uiso 1 1 calc R . . C23 C 0.18499(10) 0.02738(10) 0.1833(2) 0.0478(9) Uani 1 1 d . . . H30 H 0.1633 0.0191 0.1657 0.057 Uiso 1 1 calc R . . C29 C 0.21904(11) 0.13625(12) 0.4477(2) 0.0553(10) Uani 1 1 d . . . H31 H 0.2325 0.1414 0.4921 0.066 Uiso 1 1 calc R . . C15 C 0.32510(10) 0.15613(11) -0.0339(2) 0.0493(9) Uani 1 1 d . . . H32 H 0.3223 0.1635 0.0180 0.059 Uiso 1 1 calc R . . C25 C 0.24809(11) 0.05172(10) 0.2338(2) 0.0524(10) Uani 1 1 d . . . H33 H 0.2700 0.0591 0.2518 0.063 Uiso 1 1 calc R . . N11 N 0.33034(12) 0.30662(10) -0.0512(2) 0.0729(11) Uani 1 1 d . . . C13 C 0.33579(11) 0.13390(11) -0.1849(2) 0.0535(10) Uani 1 1 d . . . H35 H 0.3393 0.1264 -0.2364 0.064 Uiso 1 1 calc R . . C27 C 0.17996(11) 0.12215(11) 0.3188(2) 0.0540(10) Uani 1 1 d . . . H36 H 0.1662 0.1162 0.2754 0.065 Uiso 1 1 calc R . . C38 C 0.07569(9) 0.25759(11) 0.1054(3) 0.0523(9) Uani 1 1 d . . . H37 H 0.0719 0.2719 0.1490 0.063 Uiso 1 1 calc R . . C10 C 0.32717(12) 0.26313(11) 0.0499(3) 0.0594(11) Uani 1 1 d . . . H38 H 0.3365 0.2540 0.0963 0.071 Uiso 1 1 calc R . . C40 C 0.08758(9) 0.21698(10) -0.0222(2) 0.0503(9) Uani 1 1 d . . . H39 H 0.0905 0.2033 -0.0672 0.060 Uiso 1 1 calc R . . C31 C 0.11356(10) 0.18497(12) 0.2457(2) 0.0526(10) Uani 1 1 d . . . C17 C 0.22999(11) 0.08486(11) -0.1185(2) 0.0499(9) Uani 1 1 d . . . H41 H 0.2076 0.0906 -0.1364 0.060 Uiso 1 1 calc R . . C1 C 0.19177(10) 0.29406(9) -0.0022(2) 0.0457(8) Uani 1 1 d . . . C2 C 0.19191(13) 0.32959(11) 0.0178(3) 0.0649(12) Uani 1 1 d . . . H43 H 0.1918 0.3367 0.0703 0.078 Uiso 1 1 calc R . . C14 C 0.35517(10) 0.13872(12) -0.0575(3) 0.0598(11) Uani 1 1 d . . . H44 H 0.3724 0.1345 -0.0197 0.072 Uiso 1 1 calc R . . C19 C 0.29527(10) 0.06683(10) -0.0722(2) 0.0476(8) Uani 1 1 d . . . H45 H 0.3177 0.0605 -0.0555 0.057 Uiso 1 1 calc R . . C39 C 0.05433(10) 0.22615(11) 0.0034(3) 0.0578(10) Uani 1 1 d . . . H46 H 0.0352 0.2180 -0.0257 0.069 Uiso 1 1 calc R . . C8 C 0.30152(14) 0.29191(12) -0.0831(3) 0.0692(13) Uani 1 1 d . . . H47 H 0.2925 0.3019 -0.1289 0.083 Uiso 1 1 calc R . . C9 C 0.34258(14) 0.29176(13) 0.0151(3) 0.0747(14) Uani 1 1 d . . . H48 H 0.3625 0.3014 0.0386 0.090 Uiso 1 1 calc R . . C28 C 0.18200(12) 0.09981(12) 0.3829(3) 0.0593(11) Uani 1 1 d . . . H49 H 0.1692 0.0790 0.3809 0.071 Uiso 1 1 calc R . . C35 C 0.12055(12) 0.21801(14) 0.2756(3) 0.0673(12) Uani 1 1 d . . . H50 H 0.1408 0.2301 0.2612 0.081 Uiso 1 1 calc R . . C24 C 0.23379(12) 0.02073(11) 0.2605(3) 0.0646(12) Uani 1 1 d . . . H51 H 0.2463 0.0079 0.2979 0.078 Uiso 1 1 calc R . . C7 C 0.28457(12) 0.26307(10) -0.0525(2) 0.0555(10) Uani 1 1 d . . . H52 H 0.2647 0.2539 -0.0770 0.067 Uiso 1 1 calc R . . C5 C 0.19185(15) 0.28602(12) -0.0800(3) 0.0688(13) Uani 1 1 d . . . H53 H 0.1914 0.2627 -0.0964 0.083 Uiso 1 1 calc R . . C34 C 0.09634(15) 0.23268(19) 0.3277(3) 0.093(2) Uani 1 1 d . . . H55 H 0.1012 0.2550 0.3474 0.112 Uiso 1 1 calc R . . N7 N 0.19302(18) 0.34703(12) -0.1169(3) 0.1057(18) Uani 1 1 d . . . C4 C 0.1926(2) 0.31296(15) -0.1348(3) 0.102(2) Uani 1 1 d . . . H57 H 0.1928 0.3068 -0.1879 0.123 Uiso 1 1 calc R . . C3 C 0.19217(16) 0.35404(12) -0.0424(4) 0.0853(17) Uani 1 1 d . . . H59 H 0.1917 0.3777 -0.0280 0.102 Uiso 1 1 calc R . . C32 C 0.08283(11) 0.16773(18) 0.2705(3) 0.0819(16) Uani 1 1 d . . . H60 H 0.0774 0.1453 0.2525 0.098 Uiso 1 1 calc R . . C33 C 0.06122(15) 0.1850(3) 0.3218(4) 0.131(3) Uani 1 1 d . . . H64 H 0.0408 0.1735 0.3376 0.157 Uiso 1 1 calc R . . N19 N 0.06725(14) 0.2173(2) 0.3512(3) 0.125(3) 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 Cu1 0.0312(3) 0.0312(3) 0.1213(10) 0.000 0.000 0.000 Cu2 0.0785(4) 0.0580(3) 0.0621(4) 0.0238(2) -0.0341(3) -0.0195(3) P2 0.0303(4) 0.0286(4) 0.0308(4) 0.0026(3) 0.0058(3) 0.0033(3) P3 0.0321(4) 0.0281(4) 0.0314(4) 0.0029(3) 0.0037(3) 0.0022(3) P1 0.0314(4) 0.0313(4) 0.0345(4) 0.0035(3) 0.0044(3) 0.0067(3) P4 0.0315(4) 0.0374(4) 0.0327(4) 0.0041(3) 0.0063(3) 0.0036(3) Cu3 0.0654(4) 0.1461(7) 0.0945(5) -0.0323(5) 0.0108(3) 0.0574(4) N9 0.0323(13) 0.0434(15) 0.0317(14) 0.0005(11) 0.0031(11) 0.0085(11) N14 0.0380(14) 0.0328(14) 0.0395(15) 0.0082(11) -0.0030(12) -0.0017(11) N10 0.0457(16) 0.0337(14) 0.0354(14) 0.0045(11) 0.0034(12) -0.0072(12) N13 0.0345(14) 0.0394(15) 0.0354(14) -0.0040(11) -0.0026(11) 0.0004(11) C11 0.0313(16) 0.0313(15) 0.0377(16) 0.0027(13) 0.0082(13) 0.0039(12) C21 0.0391(17) 0.0327(16) 0.0369(17) 0.0039(13) 0.0004(14) 0.0013(13) N5 0.0350(15) 0.0481(16) 0.0415(15) -0.0064(13) 0.0028(12) 0.0072(12) N6 0.0487(17) 0.0356(15) 0.0404(15) 0.0012(12) 0.0012(13) 0.0048(12) N16 0.070(2) 0.0433(17) 0.058(2) 0.0217(15) -0.0258(17) -0.0152(15) N17 0.0437(16) 0.0376(15) 0.0390(15) 0.0085(12) 0.0036(12) -0.0038(12) N1 0.0359(14) 0.0396(15) 0.0355(14) 0.0063(12) 0.0065(11) 0.0103(11) N3 0.0343(14) 0.0374(14) 0.0418(15) 0.0042(12) 0.0077(12) 0.0012(11) C6 0.049(2) 0.0334(17) 0.0437(19) -0.0011(14) 0.0106(15) -0.0051(14) C26 0.0368(17) 0.0459(19) 0.0356(17) 0.0088(14) 0.0060(14) 0.0081(14) N15 0.063(2) 0.0401(16) 0.0478(18) -0.0118(14) 0.0142(15) -0.0082(14) C22 0.0467(19) 0.0369(17) 0.0438(19) 0.0110(15) -0.0062(15) -0.0008(14) C37 0.0297(17) 0.058(2) 0.057(2) -0.0113(18) -0.0036(15) 0.0054(15) C16 0.0434(18) 0.0308(15) 0.0348(16) 0.0001(13) 0.0032(14) -0.0029(13) N2 0.0308(13) 0.0297(13) 0.0408(14) 0.0059(11) 0.0033(11) 0.0019(10) N4 0.0447(16) 0.0356(14) 0.0342(14) 0.0001(11) 0.0075(12) 0.0076(11) N8 0.0317(15) 0.0456(17) 0.073(2) -0.0004(16) 0.0009(14) -0.0008(12) C36 0.0331(17) 0.0404(18) 0.050(2) 0.0031(15) 0.0024(14) 0.0021(13) N18 0.0332(15) 0.0561(18) 0.0456(17) -0.0003(14) 0.0074(12) 0.0036(13) C30 0.055(2) 0.048(2) 0.044(2) 0.0044(16) -0.0036(17) 0.0020(16) N20 0.0534(18) 0.060(2) 0.0423(17) 0.0185(15) 0.0097(14) 0.0156(15) C12 0.0421(18) 0.0438(19) 0.0399(18) -0.0025(15) 0.0048(15) 0.0064(14) C20 0.0455(19) 0.0449(19) 0.0409(19) -0.0050(15) 0.0026(15) 0.0073(15) N12 0.0436(18) 0.075(2) 0.062(2) -0.0079(18) 0.0102(16) 0.0192(16) C18 0.068(3) 0.068(3) 0.043(2) -0.0181(19) 0.0053(19) -0.011(2) C23 0.051(2) 0.0438(19) 0.049(2) 0.0116(16) -0.0094(17) -0.0078(16) C29 0.061(2) 0.067(3) 0.038(2) 0.0090(18) -0.0025(17) 0.014(2) C15 0.0409(19) 0.059(2) 0.048(2) -0.0101(17) 0.0054(16) 0.0135(17) C25 0.057(2) 0.0408(19) 0.059(2) 0.0155(17) -0.0231(19) -0.0063(16) N11 0.093(3) 0.057(2) 0.069(2) 0.0067(19) 0.018(2) -0.033(2) C13 0.057(2) 0.057(2) 0.047(2) -0.0062(18) 0.0186(18) 0.0089(18) C27 0.062(2) 0.056(2) 0.044(2) 0.0134(18) -0.0059(18) -0.0098(19) C38 0.0358(19) 0.055(2) 0.066(3) -0.0132(19) 0.0053(17) 0.0033(16) C10 0.066(3) 0.050(2) 0.062(3) 0.0075(19) -0.008(2) -0.0186(19) C40 0.0375(19) 0.052(2) 0.061(2) -0.0075(18) -0.0062(17) -0.0022(16) C31 0.0366(19) 0.081(3) 0.0398(19) 0.0070(19) 0.0028(15) 0.0142(18) C17 0.049(2) 0.060(2) 0.0398(19) -0.0090(17) -0.0033(16) -0.0009(17) C1 0.0451(19) 0.0322(17) 0.060(2) 0.0059(16) -0.0032(17) 0.0049(14) C2 0.078(3) 0.042(2) 0.075(3) 0.003(2) -0.018(2) 0.006(2) C14 0.042(2) 0.075(3) 0.063(3) -0.012(2) -0.0024(18) 0.0184(19) C19 0.045(2) 0.046(2) 0.052(2) -0.0061(17) 0.0080(16) 0.0030(15) C39 0.040(2) 0.054(2) 0.079(3) 0.003(2) -0.011(2) -0.0103(17) C8 0.101(4) 0.052(2) 0.054(3) 0.015(2) 0.000(2) -0.026(2) C9 0.074(3) 0.067(3) 0.083(3) 0.003(3) 0.000(3) -0.033(2) C28 0.063(3) 0.060(3) 0.055(2) 0.020(2) 0.004(2) -0.0068(19) C35 0.056(3) 0.091(3) 0.055(2) -0.011(2) 0.002(2) 0.019(2) C24 0.074(3) 0.047(2) 0.072(3) 0.025(2) -0.036(2) -0.013(2) C7 0.067(3) 0.045(2) 0.054(2) 0.0089(18) -0.0027(19) -0.0144(18) C5 0.105(4) 0.043(2) 0.058(3) 0.0100(19) 0.010(2) 0.006(2) C34 0.067(3) 0.140(6) 0.074(3) -0.040(3) -0.002(3) 0.034(3) N7 0.174(6) 0.055(3) 0.088(4) 0.027(2) -0.008(4) 0.002(3) C4 0.181(7) 0.065(3) 0.062(3) 0.022(3) -0.002(4) 0.000(4) C3 0.113(4) 0.033(2) 0.110(5) 0.017(3) -0.021(4) 0.002(2) C32 0.036(2) 0.136(5) 0.074(3) -0.012(3) 0.011(2) -0.008(3) C33 0.044(3) 0.260(11) 0.088(4) -0.039(6) 0.026(3) -0.006(4) N19 0.063(3) 0.226(8) 0.086(4) -0.051(4) 0.014(3) 0.038(4) _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 Cu1 N8 2.067(3) 14 ? Cu1 N8 2.067(3) 3 ? Cu1 N8 2.067(3) . ? Cu1 N8 2.067(3) 16 ? Cu2 N15 1.950(3) 7_545 ? Cu2 N20 1.971(3) 6_444 ? Cu2 N16 2.088(3) . ? P2 N1 1.577(3) . ? P2 N2 1.587(3) . ? P2 N10 1.659(3) . ? P2 N9 1.666(3) . ? P3 N2 1.577(3) . ? P3 N3 1.584(3) . ? P3 N14 1.665(3) . ? P3 N13 1.672(3) . ? P1 N1 1.582(3) . ? P1 N4 1.585(3) . ? P1 N5 1.656(3) . ? P1 N6 1.655(3) . ? P4 N4 1.581(3) . ? P4 N3 1.585(3) . ? P4 N18 1.654(3) . ? P4 N17 1.668(3) . ? Cu3 N12 1.889(3) . ? Cu3 N11 1.895(3) 12_655 ? N9 C11 1.386(4) . ? N9 H1 0.8600 . ? N14 C21 1.375(4) . ? N14 H2 0.8600 . ? N10 C6 1.377(4) . ? N10 H3 0.8600 . ? N13 C16 1.389(4) . ? N13 H4 0.8600 . ? C11 C15 1.392(5) . ? C11 C12 1.397(5) . ? C21 C22 1.394(5) . ? C21 C25 1.409(5) . ? N5 C36 1.401(4) . ? N5 H7 0.8600 . ? N6 C1 1.396(5) . ? N6 H8 0.8600 . ? N16 C23 1.336(5) . ? N16 C24 1.352(5) . ? N17 C26 1.390(4) . ? N17 H10 0.8600 . ? C6 C10 1.387(5) . ? C6 C7 1.393(5) . ? C26 C27 1.392(5) . ? C26 C30 1.393(5) . ? N15 C19 1.342(5) . ? N15 C18 1.347(6) . ? N15 Cu2 1.950(3) 7_544 ? C22 C23 1.387(5) . ? C22 H16 0.9300 . ? C37 C38 1.376(5) . ? C37 C36 1.387(5) . ? C37 H17 0.9300 . ? C16 C17 1.386(5) . ? C16 C20 1.389(5) . ? N8 C39 1.328(6) . ? N8 C38 1.334(5) . ? C36 C40 1.402(5) . ? N18 C31 1.390(5) . ? N18 H23 0.8600 . ? C30 C29 1.383(5) . ? C30 H24 0.9300 . ? N20 C28 1.330(6) . ? N20 C29 1.334(6) . ? N20 Cu2 1.971(3) 4 ? C12 C13 1.368(5) . ? C12 H26 0.9300 . ? C20 C19 1.371(5) . ? C20 H27 0.9300 . ? N12 C14 1.345(6) . ? N12 C13 1.347(5) . ? C18 C17 1.368(6) . ? C18 H29 0.9300 . ? C23 H30 0.9300 . ? C29 H31 0.9300 . ? C15 C14 1.379(5) . ? C15 H32 0.9300 . ? C25 C24 1.373(5) . ? C25 H33 0.9300 . ? N11 C9 1.341(7) . ? N11 C8 1.343(6) . ? N11 Cu3 1.895(3) 10_665 ? C13 H35 0.9300 . ? C27 C28 1.381(5) . ? C27 H36 0.9300 . ? C38 H37 0.9300 . ? C10 C9 1.368(6) . ? C10 H38 0.9300 . ? C40 C39 1.380(6) . ? C40 H39 0.9300 . ? C31 C35 1.379(7) . ? C31 C32 1.402(6) . ? C17 H41 0.9300 . ? C1 C5 1.355(6) . ? C1 C2 1.391(5) . ? C2 C3 1.380(7) . ? C2 H43 0.9300 . ? C14 H44 0.9300 . ? C19 H45 0.9300 . ? C39 H46 0.9300 . ? C8 C7 1.373(5) . ? C8 H47 0.9300 . ? C9 H48 0.9300 . ? C28 H49 0.9300 . ? C35 C34 1.392(6) . ? C35 H50 0.9300 . ? C24 H51 0.9300 . ? C7 H52 0.9300 . ? C5 C4 1.382(6) . ? C5 H53 0.9300 . ? C34 N19 1.311(9) . ? C34 H55 0.9300 . ? N7 C3 1.292(7) . ? N7 C4 1.329(7) . ? C4 H57 0.9300 . ? C3 H59 0.9300 . ? C32 C33 1.364(9) . ? C32 H60 0.9300 . ? C33 N19 1.347(11) . ? C33 H64 0.9300 . ? 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 N8 Cu1 N8 103.31(8) 14 3 ? N8 Cu1 N8 103.31(8) 14 . ? N8 Cu1 N8 122.65(19) 3 . ? N8 Cu1 N8 122.65(19) 14 16 ? N8 Cu1 N8 103.31(8) 3 16 ? N8 Cu1 N8 103.31(8) . 16 ? N15 Cu2 N20 146.88(13) 7_545 6_444 ? N15 Cu2 N16 108.29(13) 7_545 . ? N20 Cu2 N16 102.49(12) 6_444 . ? N1 P2 N2 120.65(14) . . ? N1 P2 N10 115.01(15) . . ? N2 P2 N10 101.27(14) . . ? N1 P2 N9 101.02(14) . . ? N2 P2 N9 112.71(14) . . ? N10 P2 N9 105.69(14) . . ? N2 P3 N3 120.15(14) . . ? N2 P3 N14 102.56(14) . . ? N3 P3 N14 111.33(14) . . ? N2 P3 N13 113.66(14) . . ? N3 P3 N13 102.29(15) . . ? N14 P3 N13 106.36(14) . . ? N1 P1 N4 120.59(14) . . ? N1 P1 N5 102.27(15) . . ? N4 P1 N5 113.82(15) . . ? N1 P1 N6 112.21(15) . . ? N4 P1 N6 101.26(15) . . ? N5 P1 N6 106.21(15) . . ? N4 P4 N3 119.43(14) . . ? N4 P4 N18 114.46(16) . . ? N3 P4 N18 100.70(15) . . ? N4 P4 N17 100.82(15) . . ? N3 P4 N17 115.39(15) . . ? N18 P4 N17 105.83(15) . . ? N12 Cu3 N11 171.93(19) . 12_655 ? C11 N9 P2 127.6(2) . . ? C11 N9 H1 116.2 . . ? P2 N9 H1 116.2 . . ? C21 N14 P3 126.1(2) . . ? C21 N14 H2 117.0 . . ? P3 N14 H2 117.0 . . ? C6 N10 P2 128.8(2) . . ? C6 N10 H3 115.6 . . ? P2 N10 H3 115.6 . . ? C16 N13 P3 127.1(2) . . ? C16 N13 H4 116.4 . . ? P3 N13 H4 116.4 . . ? N9 C11 C15 123.1(3) . . ? N9 C11 C12 118.9(3) . . ? C15 C11 C12 118.0(3) . . ? N14 C21 C22 123.6(3) . . ? N14 C21 C25 119.4(3) . . ? C22 C21 C25 117.0(3) . . ? C36 N5 P1 126.6(2) . . ? C36 N5 H7 116.7 . . ? P1 N5 H7 116.7 . . ? C1 N6 P1 128.2(3) . . ? C1 N6 H8 115.9 . . ? P1 N6 H8 115.9 . . ? C23 N16 C24 116.3(3) . . ? C23 N16 Cu2 120.2(3) . . ? C24 N16 Cu2 123.4(2) . . ? C26 N17 P4 129.3(3) . . ? C26 N17 H10 115.4 . . ? P4 N17 H10 115.4 . . ? P2 N1 P1 128.98(18) . . ? P3 N3 P4 126.26(19) . . ? N10 C6 C10 119.2(3) . . ? N10 C6 C7 123.6(3) . . ? C10 C6 C7 117.2(3) . . ? N17 C26 C27 123.7(3) . . ? N17 C26 C30 119.5(3) . . ? C27 C26 C30 116.8(3) . . ? C19 N15 C18 115.6(3) . . ? C19 N15 Cu2 124.4(3) . 7_544 ? C18 N15 Cu2 119.9(3) . 7_544 ? C23 C22 C21 119.0(3) . . ? C23 C22 H16 120.5 . . ? C21 C22 H16 120.5 . . ? C38 C37 C36 119.8(3) . . ? C38 C37 H17 120.1 . . ? C36 C37 H17 120.1 . . ? C17 C16 N13 119.6(3) . . ? C17 C16 C20 116.8(3) . . ? N13 C16 C20 123.6(3) . . ? P3 N2 P2 124.72(17) . . ? P4 N4 P1 127.37(18) . . ? C39 N8 C38 115.6(3) . . ? C39 N8 Cu1 126.9(3) . . ? C38 N8 Cu1 115.9(3) . . ? C37 C36 N5 123.0(3) . . ? C37 C36 C40 116.4(3) . . ? N5 C36 C40 120.7(3) . . ? C31 N18 P4 129.2(3) . . ? C31 N18 H23 115.4 . . ? P4 N18 H23 115.4 . . ? C29 C30 C26 119.2(4) . . ? C29 C30 H24 120.4 . . ? C26 C30 H24 120.4 . . ? C28 N20 C29 115.9(3) . . ? C28 N20 Cu2 120.7(3) . 4 ? C29 N20 Cu2 122.0(3) . 4 ? C13 C12 C11 119.5(3) . . ? C13 C12 H26 120.2 . . ? C11 C12 H26 120.2 . . ? C19 C20 C16 119.5(3) . . ? C19 C20 H27 120.3 . . ? C16 C20 H27 120.3 . . ? C14 N12 C13 116.6(3) . . ? C14 N12 Cu3 121.9(3) . . ? C13 N12 Cu3 121.5(3) . . ? N15 C18 C17 123.8(4) . . ? N15 C18 H29 118.1 . . ? C17 C18 H29 118.1 . . ? N16 C23 C22 124.4(3) . . ? N16 C23 H30 117.8 . . ? C22 C23 H30 117.8 . . ? N20 C29 C30 124.3(4) . . ? N20 C29 H31 117.9 . . ? C30 C29 H31 117.9 . . ? C14 C15 C11 118.2(3) . . ? C14 C15 H32 120.9 . . ? C11 C15 H32 120.9 . . ? C24 C25 C21 119.5(3) . . ? C24 C25 H33 120.2 . . ? C21 C25 H33 120.2 . . ? C9 N11 C8 116.5(4) . . ? C9 N11 Cu3 119.9(3) . 10_665 ? C8 N11 Cu3 123.5(3) . 10_665 ? N12 C13 C12 123.3(4) . . ? N12 C13 H35 118.3 . . ? C12 C13 H35 118.3 . . ? C28 C27 C26 119.3(4) . . ? C28 C27 H36 120.4 . . ? C26 C27 H36 120.4 . . ? N8 C38 C37 124.4(4) . . ? N8 C38 H37 117.8 . . ? C37 C38 H37 117.8 . . ? C9 C10 C6 120.2(4) . . ? C9 C10 H38 119.9 . . ? C6 C10 H38 119.9 . . ? C39 C40 C36 118.9(4) . . ? C39 C40 H39 120.6 . . ? C36 C40 H39 120.6 . . ? C35 C31 N18 122.8(4) . . ? C35 C31 C32 118.4(4) . . ? N18 C31 C32 118.8(4) . . ? C18 C17 C16 120.0(4) . . ? C18 C17 H41 120.0 . . ? C16 C17 H41 120.0 . . ? C5 C1 C2 117.1(4) . . ? C5 C1 N6 123.5(3) . . ? C2 C1 N6 119.4(4) . . ? C3 C2 C1 118.2(5) . . ? C3 C2 H43 120.9 . . ? C1 C2 H43 120.9 . . ? N12 C14 C15 124.3(4) . . ? N12 C14 H44 117.8 . . ? C15 C14 H44 117.8 . . ? N15 C19 C20 124.3(4) . . ? N15 C19 H45 117.9 . . ? C20 C19 H45 117.9 . . ? N8 C39 C40 124.9(4) . . ? N8 C39 H46 117.6 . . ? C40 C39 H46 117.6 . . ? N11 C8 C7 124.1(4) . . ? N11 C8 H47 117.9 . . ? C7 C8 H47 117.9 . . ? N11 C9 C10 123.2(4) . . ? N11 C9 H48 118.4 . . ? C10 C9 H48 118.4 . . ? N20 C28 C27 124.5(4) . . ? N20 C28 H49 117.8 . . ? C27 C28 H49 117.8 . . ? C31 C35 C34 118.0(5) . . ? C31 C35 H50 121.0 . . ? C34 C35 H50 121.0 . . ? N16 C24 C25 123.7(3) . . ? N16 C24 H51 118.1 . . ? C25 C24 H51 118.1 . . ? C8 C7 C6 118.8(4) . . ? C8 C7 H52 120.6 . . ? C6 C7 H52 120.6 . . ? C1 C5 C4 119.2(5) . . ? C1 C5 H53 120.4 . . ? C4 C5 H53 120.4 . . ? N19 C34 C35 124.9(6) . . ? N19 C34 H55 117.6 . . ? C35 C34 H55 117.6 . . ? C3 N7 C4 115.1(4) . . ? N7 C4 C5 124.6(5) . . ? N7 C4 H57 117.7 . . ? C5 C4 H57 117.7 . . ? N7 C3 C2 125.8(5) . . ? N7 C3 H59 117.1 . . ? C2 C3 H59 117.1 . . ? C33 C32 C31 117.9(6) . . ? C33 C32 H60 121.1 . . ? C31 C32 H60 121.1 . . ? N19 C33 C32 124.9(7) . . ? N19 C33 H64 117.5 . . ? C32 C33 H64 117.5 . . ? C34 N19 C33 115.9(5) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.950 _refine_diff_density_min -1.149 _refine_diff_density_rms 0.081