# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H14 N3 O9 P2 Zn' _chemical_formula_sum 'C8 H14 N3 O9 P2 Zn' _chemical_formula_weight 423.53 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P-1 ' _symmetry_space_group_name_Hall '-P 1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.9012(8) _cell_length_b 8.9692(8) _cell_length_c 10.1085(7) _cell_angle_alpha 76.626(7) _cell_angle_beta 70.921(7) _cell_angle_gamma 67.717(8) _cell_volume 700.40(10) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1957 _cell_measurement_theta_min 2.4678 _cell_measurement_theta_max 28.5841 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_min 0.234 _exptl_crystal_size_mid 0.289 _exptl_crystal_size_max 0.349 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.008 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 430 _exptl_absorpt_coefficient_mu 2.037 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.496 _exptl_absorpt_correction_T_max 0.621 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 4243 _diffrn_reflns_av_R_equivalents 0.0298 _diffrn_reflns_av_sigmaI/netI 0.0521 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.47 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2464 _reflns_number_gt 2081 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0269P)^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 2464 _refine_ls_number_parameters 218 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0424 _refine_ls_R_factor_gt 0.0323 _refine_ls_wR_factor_ref 0.0712 _refine_ls_wR_factor_gt 0.0680 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.001 _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 Zn1 Zn 0.28530(4) 1.25682(4) 0.03825(4) 0.01460(12) Uani 1 1 d . . . P1 P 0.34196(10) 0.89598(9) 0.18923(8) 0.01184(19) Uani 1 1 d . . . O2 O 0.2329(3) 1.0715(2) 0.1649(2) 0.0162(5) Uani 1 1 d . . . O1 O 0.3135(3) 0.8313(3) 0.3441(2) 0.0177(5) Uani 1 1 d . . . O4 O 0.3220(3) 0.6139(2) 0.1843(2) 0.0195(5) Uani 1 1 d . . . H4AA H 0.3332 0.5476 0.1349 0.029 Uiso 1 1 calc R . . O8 O 0.1568(3) 1.3650(3) -0.1124(2) 0.0210(5) Uani 1 1 d . . . C8 C 0.0232(4) 1.4806(4) -0.0755(3) 0.0158(7) Uani 1 1 d . . . N3 N -0.0109(3) 0.8472(3) 0.2872(3) 0.0174(6) Uani 1 1 d . . . N1 N 0.5497(3) 0.5021(3) 0.3509(3) 0.0222(7) Uani 1 1 d . . . H1AB H 0.4806 0.6000 0.3244 0.027 Uiso 1 1 calc R . . H1AA H 0.6142 0.4547 0.2726 0.027 Uiso 1 1 calc R . . C7 C 0.2709(4) 0.7737(4) 0.1120(3) 0.0133(7) Uani 1 1 d . . . C6 C 0.0792(4) 0.8408(4) 0.1371(3) 0.0178(7) Uani 1 1 d . . . H6AA H 0.0479 0.9492 0.0868 0.021 Uiso 1 1 calc R . . H6AB H 0.0446 0.7730 0.0990 0.021 Uiso 1 1 calc R . . N2 N -0.1516(4) 0.9467(4) 0.4834(3) 0.0262(7) Uani 1 1 d . . . C5 C -0.0209(4) 0.7195(4) 0.3895(4) 0.0273(9) Uani 1 1 d . . . H5AA H 0.0242 0.6102 0.3768 0.033 Uiso 1 1 calc R . . C4 C -0.0903(4) 0.9838(4) 0.3466(4) 0.0224(8) Uani 1 1 d . . . H4AB H -0.1010 1.0881 0.2998 0.027 Uiso 1 1 calc R . . C2 C 0.4478(4) 0.4007(4) 0.4437(3) 0.0254(8) Uani 1 1 d . . . H2AA H 0.5219 0.2931 0.4681 0.030 Uiso 1 1 calc R . . H2AB H 0.3766 0.3898 0.3940 0.030 Uiso 1 1 calc R . . C1 C 0.6594(4) 0.5234(5) 0.4247(4) 0.0275(9) Uani 1 1 d . . . H1AD H 0.7226 0.5922 0.3632 0.033 Uiso 1 1 calc R . . H1AC H 0.7389 0.4189 0.4483 0.033 Uiso 1 1 calc R . . C3 C -0.1081(5) 0.7809(5) 0.5122(4) 0.0323(9) Uani 1 1 d . . . P2 P 0.36670(10) 0.76769(10) -0.07996(9) 0.0148(2) Uani 1 1 d . . . O3 O 0.5290(2) 0.8657(2) 0.1185(2) 0.0169(5) Uani 1 1 d . . . O9 O -0.0751(3) 1.5644(3) -0.1499(2) 0.0229(6) Uani 1 1 d . . . O7 O 0.3204(3) 0.9491(3) -0.1485(2) 0.0211(5) Uani 1 1 d . . . H7AA H 0.3810 0.9914 -0.1360 0.032 Uiso 1 1 calc R . . O5 O 0.2844(3) 0.6838(3) -0.1314(2) 0.0210(5) Uani 1 1 d . . . O6 O 0.5554(3) 0.6879(3) -0.1023(2) 0.0192(5) Uani 1 1 d . . . H2 H -0.135(4) 0.732(4) 0.598(3) 0.019(9) Uiso 1 1 d . . . H3 H -0.215(5) 1.030(5) 0.546(4) 0.053(13) Uiso 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 Zn1 0.0129(2) 0.0128(2) 0.0159(2) -0.00291(15) -0.00423(16) -0.00090(15) P1 0.0125(4) 0.0105(4) 0.0113(4) -0.0037(3) -0.0029(3) -0.0013(3) O2 0.0152(11) 0.0122(12) 0.0170(12) -0.0013(9) -0.0008(10) -0.0032(9) O1 0.0255(13) 0.0158(12) 0.0119(12) -0.0023(10) -0.0056(10) -0.0058(10) O4 0.0290(13) 0.0110(12) 0.0206(13) -0.0040(10) -0.0120(11) -0.0032(10) O8 0.0170(12) 0.0196(13) 0.0191(13) -0.0062(10) -0.0048(10) 0.0040(10) C8 0.0147(17) 0.0120(17) 0.0201(18) -0.0059(14) -0.0037(14) -0.0023(14) N3 0.0133(14) 0.0233(16) 0.0146(15) -0.0066(13) -0.0009(12) -0.0049(12) N1 0.0266(16) 0.0258(16) 0.0111(14) -0.0019(12) -0.0048(13) -0.0055(13) C7 0.0153(16) 0.0103(16) 0.0128(17) -0.0034(13) -0.0025(13) -0.0024(13) C6 0.0147(16) 0.0263(19) 0.0121(17) -0.0068(14) -0.0036(14) -0.0040(14) N2 0.0264(17) 0.0313(19) 0.0190(17) -0.0127(15) 0.0007(14) -0.0077(14) C5 0.029(2) 0.021(2) 0.027(2) -0.0010(17) 0.0003(17) -0.0112(16) C4 0.0208(18) 0.024(2) 0.022(2) -0.0059(16) -0.0046(16) -0.0069(15) C2 0.034(2) 0.029(2) 0.020(2) -0.0027(16) -0.0097(17) -0.0160(17) C1 0.0241(19) 0.042(2) 0.0191(19) -0.0017(17) -0.0052(16) -0.0154(17) C3 0.037(2) 0.038(3) 0.015(2) -0.0029(18) 0.0007(18) -0.0127(19) P2 0.0142(4) 0.0170(5) 0.0135(4) -0.0069(4) -0.0033(4) -0.0029(3) O3 0.0118(11) 0.0189(12) 0.0199(12) -0.0082(10) -0.0025(10) -0.0029(9) O9 0.0215(13) 0.0195(13) 0.0209(13) -0.0070(10) -0.0100(11) 0.0069(10) O7 0.0249(13) 0.0202(13) 0.0232(13) -0.0011(11) -0.0121(11) -0.0089(10) O5 0.0198(12) 0.0281(14) 0.0186(13) -0.0122(11) -0.0018(10) -0.0091(10) O6 0.0126(11) 0.0226(13) 0.0222(13) -0.0134(10) -0.0022(10) -0.0016(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 Zn1 O2 1.957(2) . ? Zn1 O6 1.990(2) 2_675 ? Zn1 O3 2.041(2) 2_675 ? Zn1 O8 2.045(2) . ? Zn1 O9 2.128(2) 2_585 ? P1 O1 1.511(2) . ? P1 O2 1.516(2) . ? P1 O3 1.525(2) . ? P1 C7 1.859(3) . ? O4 C7 1.426(3) . ? O4 H4AA 0.8200 . ? O8 C8 1.257(4) . ? C8 O9 1.251(3) . ? C8 C8 1.532(6) 2_585 ? N3 C4 1.330(4) . ? N3 C5 1.364(4) . ? N3 C6 1.469(4) . ? N1 C2 1.485(4) . ? N1 C1 1.494(4) . ? N1 H1AB 0.9000 . ? N1 H1AA 0.9000 . ? C7 C6 1.532(4) . ? C7 P2 1.851(3) . ? C6 H6AA 0.9700 . ? C6 H6AB 0.9700 . ? N2 C4 1.323(4) . ? N2 C3 1.373(5) . ? N2 H3 0.97(4) . ? C5 C3 1.344(5) . ? C5 H5AA 0.9300 . ? C4 H4AB 0.9300 . ? C2 C1 1.497(4) 2_666 ? C2 H2AA 0.9700 . ? C2 H2AB 0.9700 . ? C1 C2 1.497(4) 2_666 ? C1 H1AD 0.9700 . ? C1 H1AC 0.9700 . ? C3 H2 0.87(3) . ? P2 O5 1.490(2) . ? P2 O6 1.516(2) . ? P2 O7 1.566(2) . ? O3 Zn1 2.041(2) 2_675 ? O9 Zn1 2.128(2) 2_585 ? O7 H7AA 0.8200 . ? O6 Zn1 1.990(2) 2_675 ? 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 O2 Zn1 O6 108.65(9) . 2_675 ? O2 Zn1 O3 98.69(8) . 2_675 ? O6 Zn1 O3 93.36(8) 2_675 2_675 ? O2 Zn1 O8 117.58(9) . . ? O6 Zn1 O8 133.43(9) 2_675 . ? O3 Zn1 O8 85.30(8) 2_675 . ? O2 Zn1 O9 95.04(9) . 2_585 ? O6 Zn1 O9 91.63(8) 2_675 2_585 ? O3 Zn1 O9 163.03(8) 2_675 2_585 ? O8 Zn1 O9 79.51(8) . 2_585 ? O1 P1 O2 112.12(12) . . ? O1 P1 O3 110.71(12) . . ? O2 P1 O3 113.61(12) . . ? O1 P1 C7 105.13(13) . . ? O2 P1 C7 106.87(13) . . ? O3 P1 C7 107.87(13) . . ? P1 O2 Zn1 131.17(13) . . ? C7 O4 H4AA 109.5 . . ? C8 O8 Zn1 114.9(2) . . ? O9 C8 O8 126.1(3) . . ? O9 C8 C8 117.6(3) . 2_585 ? O8 C8 C8 116.3(3) . 2_585 ? C4 N3 C5 108.5(3) . . ? C4 N3 C6 123.9(3) . . ? C5 N3 C6 127.5(3) . . ? C2 N1 C1 111.1(3) . . ? C2 N1 H1AB 109.4 . . ? C1 N1 H1AB 109.4 . . ? C2 N1 H1AA 109.4 . . ? C1 N1 H1AA 109.4 . . ? H1AB N1 H1AA 108.0 . . ? O4 C7 C6 110.7(2) . . ? O4 C7 P2 109.4(2) . . ? C6 C7 P2 107.9(2) . . ? O4 C7 P1 104.7(2) . . ? C6 C7 P1 110.5(2) . . ? P2 C7 P1 113.64(16) . . ? N3 C6 C7 112.7(3) . . ? N3 C6 H6AA 109.0 . . ? C7 C6 H6AA 109.0 . . ? N3 C6 H6AB 109.0 . . ? C7 C6 H6AB 109.0 . . ? H6AA C6 H6AB 107.8 . . ? C4 N2 C3 108.3(3) . . ? C4 N2 H3 122(2) . . ? C3 N2 H3 130(2) . . ? C3 C5 N3 107.3(3) . . ? C3 C5 H5AA 126.4 . . ? N3 C5 H5AA 126.4 . . ? N2 C4 N3 108.7(3) . . ? N2 C4 H4AB 125.7 . . ? N3 C4 H4AB 125.7 . . ? N1 C2 C1 110.3(3) . 2_666 ? N1 C2 H2AA 109.6 . . ? C1 C2 H2AA 109.6 2_666 . ? N1 C2 H2AB 109.6 . . ? C1 C2 H2AB 109.6 2_666 . ? H2AA C2 H2AB 108.1 . . ? N1 C1 C2 109.4(3) . 2_666 ? N1 C1 H1AD 109.8 . . ? C2 C1 H1AD 109.8 2_666 . ? N1 C1 H1AC 109.8 . . ? C2 C1 H1AC 109.8 2_666 . ? H1AD C1 H1AC 108.2 . . ? C5 C3 N2 107.2(3) . . ? C5 C3 H2 130(2) . . ? N2 C3 H2 122(2) . . ? O5 P2 O6 115.16(13) . . ? O5 P2 O7 108.36(13) . . ? O6 P2 O7 111.55(13) . . ? O5 P2 C7 108.17(13) . . ? O6 P2 C7 107.39(13) . . ? O7 P2 C7 105.75(13) . . ? P1 O3 Zn1 139.08(13) . 2_675 ? C8 O9 Zn1 111.68(18) . 2_585 ? P2 O7 H7AA 109.5 . . ? P2 O6 Zn1 129.74(13) . 2_675 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 P1 O2 Zn1 136.52(16) . . . . ? O3 P1 O2 Zn1 10.1(2) . . . . ? C7 P1 O2 Zn1 -108.79(18) . . . . ? O6 Zn1 O2 P1 -67.10(18) 2_675 . . . ? O3 Zn1 O2 P1 29.46(18) 2_675 . . . ? O8 Zn1 O2 P1 118.68(17) . . . . ? O9 Zn1 O2 P1 -160.53(17) 2_585 . . . ? O2 Zn1 O8 C8 91.1(2) . . . . ? O6 Zn1 O8 C8 -81.4(2) 2_675 . . . ? O3 Zn1 O8 C8 -171.6(2) 2_675 . . . ? O9 Zn1 O8 C8 0.8(2) 2_585 . . . ? Zn1 O8 C8 O9 179.8(3) . . . . ? Zn1 O8 C8 C8 -1.2(4) . . . 2_585 ? O1 P1 C7 O4 -37.5(2) . . . . ? O2 P1 C7 O4 -156.82(18) . . . . ? O3 P1 C7 O4 80.7(2) . . . . ? O1 P1 C7 C6 81.8(2) . . . . ? O2 P1 C7 C6 -37.6(2) . . . . ? O3 P1 C7 C6 -160.1(2) . . . . ? O1 P1 C7 P2 -156.84(15) . . . . ? O2 P1 C7 P2 83.85(18) . . . . ? O3 P1 C7 P2 -38.66(19) . . . . ? C4 N3 C6 C7 107.3(3) . . . . ? C5 N3 C6 C7 -68.9(4) . . . . ? O4 C7 C6 N3 58.8(3) . . . . ? P2 C7 C6 N3 178.5(2) . . . . ? P1 C7 C6 N3 -56.7(3) . . . . ? C4 N3 C5 C3 0.1(4) . . . . ? C6 N3 C5 C3 176.8(3) . . . . ? C3 N2 C4 N3 0.7(4) . . . . ? C5 N3 C4 N2 -0.5(4) . . . . ? C6 N3 C4 N2 -177.3(3) . . . . ? C1 N1 C2 C1 58.5(4) . . . 2_666 ? C2 N1 C1 C2 -58.0(4) . . . 2_666 ? N3 C5 C3 N2 0.3(4) . . . . ? C4 N2 C3 C5 -0.6(4) . . . . ? O4 C7 P2 O5 70.2(2) . . . . ? C6 C7 P2 O5 -50.4(2) . . . . ? P1 C7 P2 O5 -173.21(15) . . . . ? O4 C7 P2 O6 -54.7(2) . . . . ? C6 C7 P2 O6 -175.2(2) . . . . ? P1 C7 P2 O6 61.92(19) . . . . ? O4 C7 P2 O7 -173.92(19) . . . . ? C6 C7 P2 O7 65.5(2) . . . . ? P1 C7 P2 O7 -57.30(18) . . . . ? O1 P1 O3 Zn1 118.62(19) . . . 2_675 ? O2 P1 O3 Zn1 -114.2(2) . . . 2_675 ? C7 P1 O3 Zn1 4.1(2) . . . 2_675 ? O8 C8 O9 Zn1 179.2(3) . . . 2_585 ? C8 C8 O9 Zn1 0.2(4) 2_585 . . 2_585 ? O5 P2 O6 Zn1 -174.33(15) . . . 2_675 ? O7 P2 O6 Zn1 61.6(2) . . . 2_675 ? C7 P2 O6 Zn1 -53.8(2) . . . 2_675 ? 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 O4 H4AA O6 0.82 2.02 2.722(3) 143.6 2_665 N1 H1AB O1 0.90 2.05 2.905(3) 157.5 . N1 H1AB O4 0.90 2.26 2.802(3) 118.5 . N1 H1AA O5 0.90 1.88 2.755(3) 164.3 2_665 O7 H7AA O3 0.82 1.81 2.615(3) 164.7 2_675 N2 H3 O1 0.97(4) 1.65(4) 2.620(4) 177(4) 2_576 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.439 _refine_diff_density_min -0.352 _refine_diff_density_rms 0.086 _database_code_depnum_ccdc_archive 'CCDC 954518' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H18 N4 O18 P4 Zn3' _chemical_formula_sum 'C10 H18 N4 O18 P4 Zn3' _chemical_formula_weight 802.27 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' Zn Zn 0.2839 1.4301 '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 ' _symmetry_space_group_name_Hall '-C 2yc ' 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 12.6601(5) _cell_length_b 9.6890(5) _cell_length_c 19.0954(7) _cell_angle_alpha 90.00 _cell_angle_beta 92.356(4) _cell_angle_gamma 90.00 _cell_volume 2340.33(17) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1684 _cell_measurement_theta_min 2.6427 _cell_measurement_theta_max 28.0627 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.277 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1600 _exptl_absorpt_coefficient_mu 3.420 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.71823 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 4076 _diffrn_reflns_av_R_equivalents 0.0262 _diffrn_reflns_av_sigmaI/netI 0.0448 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.65 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2069 _reflns_number_gt 1765 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0287P)^2^+5.6015P] 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 2069 _refine_ls_number_parameters 184 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0408 _refine_ls_R_factor_gt 0.0321 _refine_ls_wR_factor_ref 0.0774 _refine_ls_wR_factor_gt 0.0745 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.012 _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 Zn1 Zn 0.5000 0.62037(8) 0.7500 0.0227(2) Uani 1 2 d S . . Zn2 Zn 0.23310(3) 0.85561(5) 0.65778(2) 0.01610(15) Uani 1 1 d . . . P1 P 0.35962(7) 0.60309(11) 0.60212(5) 0.0109(2) Uani 1 1 d . . . P2 P 0.24339(7) 0.58264(11) 0.73844(5) 0.0108(2) Uani 1 1 d . . . O3 O 0.46288(19) 0.5887(3) 0.64508(13) 0.0179(6) Uani 1 1 d . . . O1 O 0.3665(2) 0.5336(3) 0.53163(13) 0.0178(6) Uani 1 1 d . . . C5 C 0.2575(3) 0.5076(4) 0.65028(18) 0.0110(8) Uani 1 1 d . . . N2 N 0.1340(2) 0.4234(4) 0.55227(16) 0.0149(7) Uani 1 1 d . . . C2 C 0.1314(3) 0.4661(5) 0.4835(2) 0.0196(9) Uani 1 1 d . . . H2 H 0.1368 0.5565 0.4677 0.024 Uiso 1 1 calc R . . C3 C 0.1245(3) 0.2869(5) 0.5533(2) 0.0225(10) Uani 1 1 d . . . H3 H 0.1240 0.2324 0.5934 0.027 Uiso 1 1 calc R . . C4 C 0.1457(3) 0.5117(4) 0.61400(19) 0.0165(9) Uani 1 1 d . . . H4A H 0.0944 0.4837 0.6476 0.020 Uiso 1 1 calc R . . H4B H 0.1297 0.6060 0.6003 0.020 Uiso 1 1 calc R . . O7 O 0.2932(2) 0.3685(3) 0.65258(14) 0.0190(6) Uani 1 1 d . . . H7 H 0.2941 0.3406 0.6932 0.028 Uiso 1 1 calc R . . O6 O 0.18039(19) 0.4790(3) 0.78115(13) 0.0153(6) Uani 1 1 d . . . O4 O 0.1816(2) 0.7156(3) 0.72504(13) 0.0173(6) Uani 1 1 d . . . O2 O 0.3211(2) 0.7522(3) 0.59672(14) 0.0181(6) Uani 1 1 d . . . O5 O 0.3493(2) 0.6040(3) 0.77437(14) 0.0243(7) Uani 1 1 d . . . O1W O 0.1112(2) 0.9097(4) 0.59957(15) 0.0268(8) Uani 1 1 d . . . H1WA H 0.1285 0.9272 0.5566 0.040 Uiso 1 1 d R . . O2W O 0.5000 0.8368(5) 0.7500 0.0379(12) Uani 1 2 d S . . N1 N 0.1160(3) 0.2414(4) 0.48838(18) 0.0252(9) Uani 1 1 d . . . H1 H 0.1093 0.1565 0.4759 0.030 Uiso 1 1 calc R . . C1 C 0.1195(3) 0.3533(5) 0.4438(2) 0.0242(10) Uani 1 1 d . . . H1A H 0.1145 0.3506 0.3951 0.029 Uiso 1 1 calc R . . O3W O 0.5000 0.3687(9) 0.7500 0.105(3) Uani 1 2 d S . . H1WB H 0.066(4) 0.959(6) 0.612(3) 0.042(17) Uiso 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 Zn1 0.0099(3) 0.0436(5) 0.0145(3) 0.000 0.0010(3) 0.000 Zn2 0.0213(3) 0.0124(3) 0.0145(2) -0.0007(2) -0.00004(19) 0.0028(2) P1 0.0128(5) 0.0100(6) 0.0100(4) -0.0010(4) 0.0017(4) 0.0006(4) P2 0.0116(5) 0.0109(5) 0.0099(5) -0.0002(4) 0.0014(4) -0.0008(4) O3 0.0122(13) 0.0285(18) 0.0130(13) 0.0000(13) 0.0002(11) 0.0010(13) O1 0.0252(15) 0.0161(16) 0.0123(13) -0.0019(12) 0.0042(11) 0.0004(13) C5 0.0168(19) 0.006(2) 0.0103(18) -0.0008(16) 0.0030(15) 0.0016(16) N2 0.0139(16) 0.0161(19) 0.0146(16) -0.0035(15) 0.0001(13) -0.0043(15) C2 0.024(2) 0.020(2) 0.0156(19) 0.0015(19) 0.0011(17) -0.0011(19) C3 0.026(2) 0.018(2) 0.024(2) -0.002(2) -0.0007(18) -0.0044(19) C4 0.0143(19) 0.018(2) 0.0170(19) -0.0029(19) 0.0011(16) -0.0033(18) O7 0.0331(16) 0.0090(15) 0.0148(13) 0.0018(12) 0.0026(13) 0.0047(13) O6 0.0168(13) 0.0142(16) 0.0153(13) 0.0033(12) 0.0045(11) -0.0024(12) O4 0.0271(15) 0.0090(15) 0.0162(14) 0.0015(12) 0.0052(11) 0.0049(13) O2 0.0249(15) 0.0094(15) 0.0207(14) 0.0025(13) 0.0086(12) 0.0043(12) O5 0.0125(14) 0.044(2) 0.0167(14) -0.0053(15) 0.0013(11) -0.0036(14) O1W 0.0301(18) 0.035(2) 0.0151(15) 0.0030(15) 0.0029(13) 0.0169(16) O2W 0.022(2) 0.023(3) 0.068(3) 0.000 -0.006(2) 0.000 N1 0.029(2) 0.016(2) 0.030(2) -0.0082(18) -0.0062(16) -0.0023(17) C1 0.031(2) 0.024(3) 0.017(2) 0.001(2) -0.0021(18) 0.003(2) O3W 0.080(5) 0.120(7) 0.116(6) 0.000 0.018(5) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O5 1.988(3) . ? Zn1 O5 1.988(3) 2_656 ? Zn1 O3 2.062(2) . ? Zn1 O3 2.062(2) 2_656 ? Zn1 O2W 2.097(5) . ? Zn1 O3W 2.438(9) . ? Zn2 O2 1.926(3) . ? Zn2 O1W 1.937(3) . ? Zn2 O6 1.971(3) 4_556 ? Zn2 O4 1.996(3) . ? P1 O1 1.511(3) . ? P1 O3 1.521(3) . ? P1 O2 1.527(3) . ? P1 C5 1.863(4) . ? P2 O5 1.496(3) . ? P2 O4 1.524(3) . ? P2 O6 1.537(3) . ? P2 C5 1.849(4) . ? C5 O7 1.422(4) . ? C5 C4 1.551(5) . ? N2 C3 1.328(6) . ? N2 C2 1.376(5) . ? N2 C4 1.459(5) . ? C2 C1 1.336(6) . ? C2 H2 0.9300 . ? C3 N1 1.317(5) . ? C3 H3 0.9300 . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? O7 H7 0.8200 . ? O6 Zn2 1.971(3) 4_546 ? O1W H1WA 0.8749 . ? O1W H1WB 0.79(5) . ? N1 C1 1.381(5) . ? N1 H1 0.8600 . ? C1 H1A 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 O5 Zn1 O5 170.84(19) . 2_656 ? O5 Zn1 O3 91.90(10) . . ? O5 Zn1 O3 86.74(10) 2_656 . ? O5 Zn1 O3 86.74(10) . 2_656 ? O5 Zn1 O3 91.90(10) 2_656 2_656 ? O3 Zn1 O3 162.88(17) . 2_656 ? O5 Zn1 O2W 94.58(10) . . ? O5 Zn1 O2W 94.58(10) 2_656 . ? O3 Zn1 O2W 98.56(8) . . ? O3 Zn1 O2W 98.56(8) 2_656 . ? O5 Zn1 O3W 85.42(10) . . ? O5 Zn1 O3W 85.42(10) 2_656 . ? O3 Zn1 O3W 81.44(8) . . ? O3 Zn1 O3W 81.44(8) 2_656 . ? O2W Zn1 O3W 180.000(3) . . ? O2 Zn2 O1W 105.11(12) . . ? O2 Zn2 O6 110.63(11) . 4_556 ? O1W Zn2 O6 125.84(13) . 4_556 ? O2 Zn2 O4 104.40(11) . . ? O1W Zn2 O4 106.23(13) . . ? O6 Zn2 O4 102.70(11) 4_556 . ? O1 P1 O3 111.08(15) . . ? O1 P1 O2 113.06(16) . . ? O3 P1 O2 112.83(16) . . ? O1 P1 C5 106.59(16) . . ? O3 P1 C5 106.65(16) . . ? O2 P1 C5 106.09(16) . . ? O5 P2 O4 113.88(17) . . ? O5 P2 O6 108.79(15) . . ? O4 P2 O6 111.54(15) . . ? O5 P2 C5 110.70(16) . . ? O4 P2 C5 104.34(16) . . ? O6 P2 C5 107.35(16) . . ? P1 O3 Zn1 131.83(15) . . ? O7 C5 C4 108.7(3) . . ? O7 C5 P2 112.8(2) . . ? C4 C5 P2 106.0(2) . . ? O7 C5 P1 105.1(2) . . ? C4 C5 P1 114.0(3) . . ? P2 C5 P1 110.5(2) . . ? C3 N2 C2 108.4(4) . . ? C3 N2 C4 125.3(3) . . ? C2 N2 C4 126.3(4) . . ? C1 C2 N2 107.1(4) . . ? C1 C2 H2 126.5 . . ? N2 C2 H2 126.5 . . ? N1 C3 N2 108.8(4) . . ? N1 C3 H3 125.6 . . ? N2 C3 H3 125.6 . . ? N2 C4 C5 114.0(3) . . ? N2 C4 H4A 108.8 . . ? C5 C4 H4A 108.8 . . ? N2 C4 H4B 108.8 . . ? C5 C4 H4B 108.8 . . ? H4A C4 H4B 107.7 . . ? C5 O7 H7 109.5 . . ? P2 O6 Zn2 114.98(14) . 4_546 ? P2 O4 Zn2 120.23(15) . . ? P1 O2 Zn2 129.94(16) . . ? P2 O5 Zn1 138.98(17) . . ? Zn2 O1W H1WA 111.5 . . ? Zn2 O1W H1WB 124(4) . . ? H1WA O1W H1WB 112.1 . . ? C3 N1 C1 108.4(4) . . ? C3 N1 H1 125.8 . . ? C1 N1 H1 125.8 . . ? C2 C1 N1 107.3(4) . . ? C2 C1 H1A 126.3 . . ? N1 C1 H1A 126.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 P1 O3 Zn1 -165.4(2) . . . . ? O2 P1 O3 Zn1 66.4(3) . . . . ? C5 P1 O3 Zn1 -49.7(3) . . . . ? O5 Zn1 O3 P1 19.9(2) . . . . ? O5 Zn1 O3 P1 -169.1(2) 2_656 . . . ? O3 Zn1 O3 P1 105.0(2) 2_656 . . . ? O2W Zn1 O3 P1 -75.0(2) . . . . ? O3W Zn1 O3 P1 105.0(2) . . . . ? O5 P2 C5 O7 69.8(3) . . . . ? O4 P2 C5 O7 -167.2(2) . . . . ? O6 P2 C5 O7 -48.8(3) . . . . ? O5 P2 C5 C4 -171.3(2) . . . . ? O4 P2 C5 C4 -48.4(3) . . . . ? O6 P2 C5 C4 70.1(3) . . . . ? O5 P2 C5 P1 -47.4(2) . . . . ? O4 P2 C5 P1 75.5(2) . . . . ? O6 P2 C5 P1 -166.02(17) . . . . ? O1 P1 C5 O7 57.3(3) . . . . ? O3 P1 C5 O7 -61.4(3) . . . . ? O2 P1 C5 O7 178.1(2) . . . . ? O1 P1 C5 C4 -61.5(3) . . . . ? O3 P1 C5 C4 179.7(3) . . . . ? O2 P1 C5 C4 59.2(3) . . . . ? O1 P1 C5 P2 179.24(18) . . . . ? O3 P1 C5 P2 60.5(2) . . . . ? O2 P1 C5 P2 -60.0(2) . . . . ? C3 N2 C2 C1 0.4(4) . . . . ? C4 N2 C2 C1 -179.9(3) . . . . ? C2 N2 C3 N1 0.0(5) . . . . ? C4 N2 C3 N1 -179.8(3) . . . . ? C3 N2 C4 C5 75.6(5) . . . . ? C2 N2 C4 C5 -104.1(4) . . . . ? O7 C5 C4 N2 -42.3(4) . . . . ? P2 C5 C4 N2 -163.8(3) . . . . ? P1 C5 C4 N2 74.5(4) . . . . ? O5 P2 O6 Zn2 -23.1(2) . . . 4_546 ? O4 P2 O6 Zn2 -149.50(15) . . . 4_546 ? C5 P2 O6 Zn2 96.78(18) . . . 4_546 ? O5 P2 O4 Zn2 66.6(2) . . . . ? O6 P2 O4 Zn2 -169.76(15) . . . . ? C5 P2 O4 Zn2 -54.2(2) . . . . ? O2 Zn2 O4 P2 23.2(2) . . . . ? O1W Zn2 O4 P2 134.00(18) . . . . ? O6 Zn2 O4 P2 -92.30(18) 4_556 . . . ? O1 P1 O2 Zn2 144.68(19) . . . . ? O3 P1 O2 Zn2 -88.2(2) . . . . ? C5 P1 O2 Zn2 28.2(2) . . . . ? O1W Zn2 O2 P1 -120.2(2) . . . . ? O6 Zn2 O2 P1 101.2(2) 4_556 . . . ? O4 Zn2 O2 P1 -8.6(2) . . . . ? O4 P2 O5 Zn1 -97.6(3) . . . . ? O6 P2 O5 Zn1 137.4(3) . . . . ? C5 P2 O5 Zn1 19.6(4) . . . . ? O5 Zn1 O5 P2 -83.1(3) 2_656 . . . ? O3 Zn1 O5 P2 -1.9(3) . . . . ? O3 Zn1 O5 P2 -164.8(3) 2_656 . . . ? O2W Zn1 O5 P2 96.9(3) . . . . ? O3W Zn1 O5 P2 -83.1(3) . . . . ? N2 C3 N1 C1 -0.3(5) . . . . ? N2 C2 C1 N1 -0.6(4) . . . . ? C3 N1 C1 C2 0.6(5) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.870 _refine_diff_density_min -0.662 _refine_diff_density_rms 0.103 _database_code_depnum_ccdc_archive 'CCDC 954519' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H24 N6 O14 P4 Zn3' _chemical_formula_sum 'C14 H24 N6 O14 P4 Zn3' _chemical_formula_weight 820.38 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M 'P3(2)21 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z+2/3' '-x+y, -x, z+1/3' 'x-y, -y, -z+1/3' '-x, -x+y, -z+2/3' 'y, x, -z' _cell_length_a 14.3807(3) _cell_length_b 14.3807(3) _cell_length_c 14.3552(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 2570.99(9) _cell_formula_units_Z 3 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1990 _cell_measurement_theta_min 2.8272 _cell_measurement_theta_max 28.7943 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.304 _exptl_crystal_size_mid 0.268 _exptl_crystal_size_min 0.193 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.590 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1236 _exptl_absorpt_coefficient_mu 2.330 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.497 _exptl_absorpt_correction_T_max 0.638 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _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 'Xcalibur, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean none _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 4993 _diffrn_reflns_av_R_equivalents 0.0249 _diffrn_reflns_av_sigmaI/netI 0.0459 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.83 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2989 _reflns_number_gt 2747 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.1056P)^2^+10.5346P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(3) _refine_ls_number_reflns 2989 _refine_ls_number_parameters 188 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0648 _refine_ls_R_factor_gt 0.0587 _refine_ls_wR_factor_ref 0.1873 _refine_ls_wR_factor_gt 0.1824 _refine_ls_goodness_of_fit_ref 1.161 _refine_ls_restrained_S_all 1.172 _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 Zn1 Zn 0.58507(9) 0.25785(8) 0.83541(6) 0.0247(3) Uani 1 1 d . . . Zn2 Zn 0.34366(11) 0.0000 0.6667 0.0256(4) Uani 1 2 d S . . P2 P 0.53270(17) 0.22012(18) 0.61950(15) 0.0202(5) Uani 1 1 d . . . P1 P 0.36435(19) 0.20870(19) 0.75924(15) 0.0228(5) Uani 1 1 d . . . O4 O 0.4649(5) 0.1036(5) 0.5932(4) 0.0293(15) Uani 1 1 d . . . O6 O 0.6028(6) 0.2372(6) 0.7036(4) 0.0347(16) Uani 1 1 d . . . O3 O 0.4481(6) 0.2516(7) 0.8368(4) 0.0395(18) Uani 1 1 d . . . O1 O 0.2836(6) 0.2428(6) 0.7719(5) 0.0350(16) Uani 1 1 d . . . O2 O 0.3134(7) 0.0883(6) 0.7471(5) 0.046(2) Uani 1 1 d . . . C7 C 0.4399(7) 0.2709(7) 0.6507(6) 0.0217(19) Uani 1 1 d . . . O7 O 0.3672(6) 0.2479(7) 0.5739(4) 0.0367(18) Uani 1 1 d . . . H7 H 0.3060 0.2239 0.5938 0.055 Uiso 1 1 calc R . . C6 C 0.5068(8) 0.3921(7) 0.6582(7) 0.027(2) Uani 1 1 d . . . H6A H 0.5610 0.4092 0.7057 0.033 Uiso 1 1 calc R . . H6B H 0.5440 0.4195 0.5995 0.033 Uiso 1 1 calc R . . N4 N 0.4502(7) 0.4490(6) 0.6801(5) 0.0277(18) Uani 1 1 d . . . C4 C 0.4686(8) 0.5109(8) 0.7558(6) 0.028(2) Uani 1 1 d . . . H4 H 0.5165 0.5204 0.8033 0.033 Uiso 1 1 calc R . . C5 C 0.3752(11) 0.4522(10) 0.6266(7) 0.044(3) Uani 1 1 d . . . H5 H 0.3469 0.4154 0.5711 0.053 Uiso 1 1 calc R . . C3 C 0.3489(10) 0.5210(9) 0.6705(7) 0.046(3) Uani 1 1 d . . . H3 H 0.3000 0.5407 0.6494 0.055 Uiso 1 1 calc R . . N3 N 0.4087(7) 0.5557(7) 0.7525(5) 0.0319(19) Uani 1 1 d . . . O5 O 0.5955(5) 0.2857(5) 0.5372(4) 0.0282(14) Uani 1 1 d . . . N1 N 0.6314(14) 1.0000 0.6667 0.121(12) Uani 1 2 d S . . H1A H 0.6122 1.0368 0.6280 0.146 Uiso 0.50 1 calc PR . . H1B H 0.5754 0.9632 0.7053 0.146 Uiso 0.50 1 calc PR . . N2 N 0.8242(19) 1.0000 0.6667 0.22(3) Uani 1 2 d S . . H2A H 0.8419 0.9616 0.7047 0.267 Uiso 0.50 1 calc PR . . H2B H 0.8803 1.0384 0.6286 0.267 Uiso 0.50 1 calc PR . . C1 C 0.6370(18) 0.9224(17) 0.6112(15) 0.094(7) Uani 1 1 d D . . H1C H 0.5819 0.8524 0.6330 0.113 Uiso 1 1 calc R . . H1D H 0.6176 0.9306 0.5482 0.113 Uiso 1 1 calc R . . C2 C 0.726(2) 0.9206(15) 0.6064(18) 0.136(11) Uani 1 1 d D . . H2C H 0.7487 0.9325 0.5418 0.163 Uiso 1 1 calc R . . H2D H 0.7096 0.8485 0.6223 0.163 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0321(6) 0.0227(6) 0.0204(5) -0.0018(4) -0.0043(4) 0.0145(5) Zn2 0.0296(6) 0.0186(7) 0.0250(7) -0.0030(6) -0.0015(3) 0.0093(4) P2 0.0212(11) 0.0194(11) 0.0198(10) -0.0026(9) 0.0035(8) 0.0100(9) P1 0.0233(12) 0.0255(12) 0.0205(11) -0.0026(9) 0.0026(9) 0.0128(10) O4 0.030(4) 0.023(3) 0.029(3) -0.002(3) 0.009(3) 0.009(3) O6 0.045(4) 0.047(4) 0.022(3) -0.004(3) -0.003(3) 0.030(4) O3 0.040(4) 0.068(5) 0.020(3) -0.011(3) -0.003(3) 0.034(4) O1 0.039(4) 0.047(5) 0.032(4) -0.002(3) 0.005(3) 0.031(4) O2 0.054(5) 0.028(4) 0.047(4) -0.003(3) 0.027(4) 0.014(4) C7 0.022(4) 0.024(4) 0.018(4) 0.002(3) 0.003(3) 0.011(4) O7 0.038(4) 0.057(5) 0.024(3) -0.001(3) -0.005(3) 0.030(4) C6 0.030(5) 0.029(5) 0.031(5) -0.002(4) 0.008(4) 0.020(4) N4 0.042(5) 0.020(4) 0.025(4) -0.004(3) -0.007(3) 0.018(4) C4 0.041(6) 0.024(5) 0.026(4) -0.004(4) -0.006(4) 0.022(4) C5 0.071(8) 0.052(7) 0.034(5) -0.019(5) -0.023(6) 0.049(7) C3 0.063(8) 0.046(7) 0.044(6) -0.026(5) -0.035(6) 0.039(7) N3 0.036(5) 0.039(5) 0.028(4) -0.010(4) -0.010(4) 0.025(4) O5 0.027(3) 0.037(4) 0.023(3) 0.005(3) 0.006(3) 0.018(3) N1 0.097(11) 0.25(4) 0.066(13) 0.075(18) 0.038(9) 0.127(19) N2 0.17(2) 0.51(8) 0.11(2) -0.11(3) -0.055(17) 0.25(4) C1 0.098(15) 0.091(15) 0.110(15) -0.029(12) -0.039(13) 0.060(13) C2 0.15(2) 0.046(10) 0.15(2) -0.005(12) 0.069(19) 0.001(13) _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 Zn1 O3 1.927(8) . ? Zn1 O5 1.948(7) 3_665 ? Zn1 O6 1.951(6) . ? Zn1 N3 1.993(8) 5_656 ? Zn2 O2 1.921(7) . ? Zn2 O2 1.921(7) 4_556 ? Zn2 O4 1.943(6) 4_556 ? Zn2 O4 1.943(6) . ? P2 O5 1.501(6) . ? P2 O4 1.506(7) . ? P2 O6 1.512(7) . ? P2 C7 1.869(9) . ? P1 O1 1.480(7) . ? P1 O2 1.516(8) . ? P1 O3 1.526(7) . ? P1 C7 1.854(9) . ? C7 O7 1.439(11) . ? C7 C6 1.515(12) . ? O7 H7 0.8200 . ? C6 N4 1.449(12) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? N4 C5 1.343(13) . ? N4 C4 1.344(12) . ? C4 N3 1.310(12) . ? C4 H4 0.9300 . ? C5 C3 1.376(16) . ? C5 H5 0.9300 . ? C3 N3 1.394(12) . ? C3 H3 0.9300 . ? N3 Zn1 1.993(8) 5_666 ? O5 Zn1 1.948(6) 2_654 ? N1 C1 1.41(2) 4_676 ? N1 C1 1.41(2) . ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? N2 C2 1.56(3) 4_676 ? N2 C2 1.56(3) . ? N2 H2A 0.9000 . ? N2 H2B 0.9000 . ? C1 C2 1.29(3) . ? C1 H1C 0.9700 . ? C1 H1D 0.9700 . ? C2 H2C 0.9700 . ? C2 H2D 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 O3 Zn1 O5 105.6(3) . 3_665 ? O3 Zn1 O6 102.2(3) . . ? O5 Zn1 O6 109.0(3) 3_665 . ? O3 Zn1 N3 114.3(4) . 5_656 ? O5 Zn1 N3 113.4(3) 3_665 5_656 ? O6 Zn1 N3 111.5(3) . 5_656 ? O2 Zn2 O2 112.3(5) . 4_556 ? O2 Zn2 O4 109.9(3) . 4_556 ? O2 Zn2 O4 103.5(3) 4_556 4_556 ? O2 Zn2 O4 103.5(3) . . ? O2 Zn2 O4 109.9(3) 4_556 . ? O4 Zn2 O4 118.1(4) 4_556 . ? O5 P2 O4 110.7(4) . . ? O5 P2 O6 112.6(4) . . ? O4 P2 O6 112.9(4) . . ? O5 P2 C7 105.4(4) . . ? O4 P2 C7 107.7(4) . . ? O6 P2 C7 107.1(4) . . ? O1 P1 O2 112.4(5) . . ? O1 P1 O3 111.6(4) . . ? O2 P1 O3 112.3(5) . . ? O1 P1 C7 108.1(4) . . ? O2 P1 C7 106.7(4) . . ? O3 P1 C7 105.4(4) . . ? P2 O4 Zn2 123.4(4) . . ? P2 O6 Zn1 132.2(4) . . ? P1 O3 Zn1 126.4(4) . . ? P1 O2 Zn2 133.2(5) . . ? O7 C7 C6 106.8(8) . . ? O7 C7 P1 110.5(6) . . ? C6 C7 P1 112.2(6) . . ? O7 C7 P2 107.8(6) . . ? C6 C7 P2 107.4(6) . . ? P1 C7 P2 111.9(5) . . ? C7 O7 H7 109.5 . . ? N4 C6 C7 116.9(8) . . ? N4 C6 H6A 108.1 . . ? C7 C6 H6A 108.1 . . ? N4 C6 H6B 108.1 . . ? C7 C6 H6B 108.1 . . ? H6A C6 H6B 107.3 . . ? C5 N4 C4 109.6(8) . . ? C5 N4 C6 125.6(8) . . ? C4 N4 C6 124.7(8) . . ? N3 C4 N4 109.7(8) . . ? N3 C4 H4 125.2 . . ? N4 C4 H4 125.2 . . ? N4 C5 C3 106.1(9) . . ? N4 C5 H5 127.0 . . ? C3 C5 H5 127.0 . . ? C5 C3 N3 107.6(10) . . ? C5 C3 H3 126.2 . . ? N3 C3 H3 126.2 . . ? C4 N3 C3 107.1(8) . . ? C4 N3 Zn1 129.2(7) . 5_666 ? C3 N3 Zn1 122.7(7) . 5_666 ? P2 O5 Zn1 128.0(4) . 2_654 ? C1 N1 C1 126(2) 4_676 . ? C1 N1 H1A 105.8 4_676 . ? C1 N1 H1A 105.8 . . ? C1 N1 H1B 105.8 4_676 . ? C1 N1 H1B 105.8 . . ? H1A N1 H1B 106.2 . . ? C2 N2 C2 115(3) 4_676 . ? C2 N2 H2A 108.6 4_676 . ? C2 N2 H2A 108.6 . . ? C2 N2 H2B 108.6 4_676 . ? C2 N2 H2B 108.6 . . ? H2A N2 H2B 107.6 . . ? C2 C1 N1 120(2) . . ? C2 C1 H1C 107.4 . . ? N1 C1 H1C 107.4 . . ? C2 C1 H1D 107.4 . . ? N1 C1 H1D 107.4 . . ? H1C C1 H1D 106.9 . . ? C1 C2 N2 120(2) . . ? C1 C2 H2C 107.3 . . ? N2 C2 H2C 107.3 . . ? C1 C2 H2D 107.3 . . ? N2 C2 H2D 107.3 . . ? H2C C2 H2D 106.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O5 P2 O4 Zn2 -162.0(4) . . . . ? O6 P2 O4 Zn2 70.8(6) . . . . ? C7 P2 O4 Zn2 -47.2(6) . . . . ? O2 Zn2 O4 P2 16.1(6) . . . . ? O2 Zn2 O4 P2 136.1(5) 4_556 . . . ? O4 Zn2 O4 P2 -105.6(5) 4_556 . . . ? O5 P2 O6 Zn1 136.2(5) . . . . ? O4 P2 O6 Zn1 -97.6(6) . . . . ? C7 P2 O6 Zn1 20.7(7) . . . . ? O3 Zn1 O6 P2 0.0(7) . . . . ? O5 Zn1 O6 P2 -111.5(6) 3_665 . . . ? N3 Zn1 O6 P2 122.5(6) 5_656 . . . ? O1 P1 O3 Zn1 -164.3(5) . . . . ? O2 P1 O3 Zn1 68.5(7) . . . . ? C7 P1 O3 Zn1 -47.3(7) . . . . ? O5 Zn1 O3 P1 129.7(6) 3_665 . . . ? O6 Zn1 O3 P1 15.7(7) . . . . ? N3 Zn1 O3 P1 -104.9(6) 5_656 . . . ? O1 P1 O2 Zn2 138.7(7) . . . . ? O3 P1 O2 Zn2 -94.5(8) . . . . ? C7 P1 O2 Zn2 20.4(9) . . . . ? O2 Zn2 O2 P1 -119.0(9) 4_556 . . . ? O4 Zn2 O2 P1 126.4(7) 4_556 . . . ? O4 Zn2 O2 P1 -0.6(9) . . . . ? O1 P1 C7 O7 -52.7(7) . . . . ? O2 P1 C7 O7 68.3(7) . . . . ? O3 P1 C7 O7 -172.2(6) . . . . ? O1 P1 C7 C6 66.3(7) . . . . ? O2 P1 C7 C6 -172.6(7) . . . . ? O3 P1 C7 C6 -53.1(7) . . . . ? O1 P1 C7 P2 -172.9(5) . . . . ? O2 P1 C7 P2 -51.8(6) . . . . ? O3 P1 C7 P2 67.7(5) . . . . ? O5 P2 C7 O7 64.1(7) . . . . ? O4 P2 C7 O7 -54.1(7) . . . . ? O6 P2 C7 O7 -175.7(6) . . . . ? O5 P2 C7 C6 -50.6(7) . . . . ? O4 P2 C7 C6 -168.9(6) . . . . ? O6 P2 C7 C6 69.5(7) . . . . ? O5 P2 C7 P1 -174.2(4) . . . . ? O4 P2 C7 P1 67.6(5) . . . . ? O6 P2 C7 P1 -54.0(6) . . . . ? O7 C7 C6 N4 63.3(10) . . . . ? P1 C7 C6 N4 -57.9(10) . . . . ? P2 C7 C6 N4 178.8(6) . . . . ? C7 C6 N4 C5 -63.5(13) . . . . ? C7 C6 N4 C4 119.6(10) . . . . ? C5 N4 C4 N3 -0.9(13) . . . . ? C6 N4 C4 N3 176.4(8) . . . . ? C4 N4 C5 C3 1.5(14) . . . . ? C6 N4 C5 C3 -175.8(10) . . . . ? N4 C5 C3 N3 -1.5(15) . . . . ? N4 C4 N3 C3 0.0(12) . . . . ? N4 C4 N3 Zn1 -169.0(7) . . . 5_666 ? C5 C3 N3 C4 0.9(14) . . . . ? C5 C3 N3 Zn1 170.8(9) . . . 5_666 ? O4 P2 O5 Zn1 -94.5(5) . . . 2_654 ? O6 P2 O5 Zn1 32.9(6) . . . 2_654 ? C7 P2 O5 Zn1 149.3(5) . . . 2_654 ? C1 N1 C1 C2 -2(2) 4_676 . . . ? N1 C1 C2 N2 4(4) . . . . ? C2 N2 C2 C1 -1.9(19) 4_676 . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.510 _refine_diff_density_min -0.713 _refine_diff_density_rms 0.184 #end _database_code_depnum_ccdc_archive 'CCDC 954520'