# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/2216 data_global #============================================================================== # SUBMISSION DETAILS _publ_contact_author_name 'Prof. Xiao-Zeng You' _publ_contact_author_address ; Prof. Ren-Gen Xiong Coordination Chemistry Institue Nanjing University, Nanjing 210093, P. R. China ; _publ_contact_author_email 'xyz@netra.nju.edu.cn' _publ_contact_author_fax '86-25-3317761' _publ_contact_author_phone '86-25-3594724' _publ_requested_journal 'J. Chem. Soc. Dalton Trans.' _publ_section_title ; Metal Radius-dependent Structural Diversity of Antibacterial Drug Norfloxacin ; _publ_section_references ; Allen, F.H., Kennard, O., Watson, D.G., Brammer, L., Orpen, A.G. & Taylor, R. (1987). Chem. Soc. Perkin Trans. II, S1-S19. Nardelli, M. (1995). J. Appl. Cryst. 28, 659. Orpen, A.G., Brammer, L., Allen, F.H., Kennard, O., Watson, D.G. & Taylor, R. (1989). J. Chem. Soc. Dalton Trans., S1-S83. Siemens (1996). SMART and SAINT. Area Detector Control and Integration Software. Siemens Analytical X-Ray Systems, Inc., Madison, Wisconsin, USA. Sheldrick, G. M. (1996). SADABS. Program for Empirical Absorption Correction of Area Detector Data, University of G\"ottingen, Germany. Sheldrick, G.M. (1997). SHELXTL V5.1 Software Reference Manual, Bruker AXS, Inc., Madison, Wisconsin, USA. Spek, A.L. (1990). Acta Cryst. A46, C-34. ; _publ_section_exptl_refinement ; The data collection covered over a hemisphere of reciprocal space by a combination of three sets of exposures; each set had a different \f angle (0, 88 and 180\%) for the crystal and each exposure of 10s covered 0.3\% in \w. The crystal-to-detector distance was 4 cm and the detector swing angle was -35\%. Coverage of the unique set is over 99% complete. Crystal decay was monitored by repeating fifty initial frames at the end of data collection and analysing the duplicate reflections, and was found to be negligible. ; #============================================================================ data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H28 Cl2 F Mg N3 O8' _chemical_formula_weight 504.62 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' 'F' 'F' 0.0171 0.0103 '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' 'Mg' 'Mg' 0.0486 0.0363 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8109(5) _cell_length_b 10.8325(7) _cell_length_c 11.6965(7) _cell_angle_alpha 85.8250(10) _cell_angle_beta 87.1270(10) _cell_angle_gamma 85.4620(10) _cell_volume 1108.80(12) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.511 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 528 _exptl_absorpt_coefficient_mu 0.377 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.8637 _exptl_absorpt_correction_T_max 0.9421 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7900 _diffrn_reflns_av_R_equivalents 0.0537 _diffrn_reflns_av_sigmaI/netI 0.1117 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 28.32 _reflns_number_total 5207 _reflns_number_gt 2751 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0952P)^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 5207 _refine_ls_number_parameters 291 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1165 _refine_ls_R_factor_gt 0.0632 _refine_ls_wR_factor_ref 0.1928 _refine_ls_wR_factor_gt 0.1653 _refine_ls_goodness_of_fit_ref 0.908 _refine_ls_restrained_S_all 0.908 _refine_ls_shift/su_max 0.064 _refine_ls_shift/su_mean 0.004 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 Mg1 Mg 0.43105(11) -0.12309(9) -0.03769(8) 0.0285(3) Uani 1 1 d . . . Cl1 Cl 0.04869(10) 0.13681(10) 0.15194(8) 0.0522(3) Uani 1 1 d . . . Cl2 Cl 0.25755(15) -0.51780(9) -1.04549(11) 0.0769(4) Uani 1 1 d . . . O1 O 0.3749(3) -0.1589(2) -0.19456(17) 0.0381(6) Uani 1 1 d . . . O2 O 0.5060(2) 0.04361(19) -0.11126(17) 0.0322(5) Uani 1 1 d . . . O3 O 0.5001(4) 0.2130(2) -0.2287(2) 0.0621(8) Uani 1 1 d . . . N1 N 0.2965(4) 0.0690(3) -0.4844(2) 0.0432(8) Uani 1 1 d . A . N2 N 0.0724(3) -0.2693(2) -0.6545(2) 0.0375(7) Uani 1 1 d . . . N3 N 0.0130(4) -0.3568(3) -0.8724(2) 0.0506(8) Uani 1 1 d . . . H3B H 0.0977 -0.3390 -0.9146 0.061 Uiso 1 1 calc R . . H3A H -0.0488 -0.3923 -0.9172 0.061 Uiso 1 1 calc R . . F1 F 0.1059(3) -0.4037(2) -0.44804(17) 0.0671(7) Uani 1 1 d . . . C1 C 0.4727(4) 0.1038(3) -0.2064(3) 0.0348(7) Uani 1 1 d . . . C2 C 0.3643(4) 0.1089(3) -0.3948(3) 0.0399(8) Uani 1 1 d . . . H2A H 0.3940 0.1897 -0.4019 0.048 Uiso 1 1 calc R . . C3 C 0.3933(4) 0.0404(3) -0.2935(3) 0.0330(7) Uani 1 1 d . . . C4 C 0.3515(4) -0.0848(3) -0.2806(2) 0.0312(7) Uani 1 1 d . . . C5 C 0.2767(4) -0.1274(3) -0.3774(2) 0.0331(7) Uani 1 1 d . . . C6 C 0.2263(4) -0.2489(3) -0.3694(3) 0.0412(8) Uani 1 1 d . . . H6A H 0.2377 -0.2996 -0.3023 0.049 Uiso 1 1 calc R . . C7 C 0.1625(5) -0.2898(3) -0.4589(3) 0.0439(9) Uani 1 1 d . . . C8 C 0.1407(4) -0.2188(3) -0.5646(3) 0.0364(8) Uani 1 1 d . . . C9 C 0.1843(4) -0.0992(3) -0.5710(3) 0.0374(8) Uani 1 1 d . . . H9A H 0.1693 -0.0484 -0.6377 0.045 Uiso 1 1 calc R . . C10 C 0.2517(4) -0.0526(3) -0.4773(3) 0.0346(8) Uani 1 1 d . . . C11 C 0.2664(6) 0.1526(4) -0.5890(3) 0.0631(13) Uani 1 1 d D . . H11A H 0.1620 0.1481 -0.6071 0.076 Uiso 0.801(9) 1 d PR A . H11B H 0.3288 0.1210 -0.6516 0.076 Uiso 0.801(9) 1 d PR . . H11C H 0.2485 0.1005 -0.6492 0.076 Uiso 0.199(9) 1 d PR . . H11D H 0.3587 0.1915 -0.6108 0.076 Uiso 0.199(9) 1 d PR . . C12A C 0.2939(9) 0.2797(5) -0.5838(5) 0.078(2) Uani 0.801(9) 1 d PD A 1 H12A H 0.2708 0.3240 -0.6557 0.117 Uiso 0.801(9) 1 calc PR A 1 H12B H 0.3991 0.2860 -0.5689 0.117 Uiso 0.801(9) 1 calc PR A 1 H12C H 0.2305 0.3147 -0.5234 0.117 Uiso 0.801(9) 1 calc PR A 1 C12B C 0.1443(18) 0.2461(16) -0.5989(18) 0.074(9) Uani 0.199(9) 1 d PD A 2 H12D H 0.1492 0.2877 -0.6741 0.111 Uiso 0.199(9) 1 calc PR A 2 H12E H 0.1521 0.3051 -0.5424 0.111 Uiso 0.199(9) 1 calc PR A 2 H12F H 0.0490 0.2088 -0.5867 0.111 Uiso 0.199(9) 1 calc PR A 2 C13 C 0.1513(5) -0.3849(3) -0.6933(3) 0.0486(10) Uani 1 1 d . . . H13A H 0.1735 -0.4418 -0.6273 0.058 Uiso 1 1 calc R . . H13B H 0.2472 -0.3667 -0.7328 0.058 Uiso 1 1 calc R . . C14 C -0.0652(4) -0.2410(3) -0.8315(3) 0.0437(9) Uani 1 1 d . . . H14A H -0.1606 -0.2594 -0.7912 0.052 Uiso 1 1 calc R . . H14B H -0.0881 -0.1830 -0.8966 0.052 Uiso 1 1 calc R . . C15 C 0.0550(6) -0.4453(3) -0.7726(3) 0.0592(12) Uani 1 1 d . . . H15A H 0.1109 -0.5188 -0.8002 0.071 Uiso 1 1 calc R . . H15B H -0.0369 -0.4706 -0.7312 0.071 Uiso 1 1 calc R . . C16 C 0.0344(4) -0.1832(3) -0.7523(3) 0.0399(8) Uani 1 1 d . . . H16A H 0.1272 -0.1606 -0.7939 0.048 Uiso 1 1 calc R . . H16B H -0.0185 -0.1082 -0.7252 0.048 Uiso 1 1 calc R . . O1W O 0.3629(3) -0.2844(2) 0.04867(19) 0.0423(6) Uani 1 1 d . . . H1W1 H 0.3664 -0.3573 -0.0028 0.063 Uiso 1 1 d R . . H2W1 H 0.4140 -0.2810 0.1221 0.063 Uiso 1 1 d R . . O2W O 0.6414(3) -0.2180(2) -0.0589(2) 0.0491(7) Uani 1 1 d . . . H1W2 H 0.6579 -0.3034 -0.0423 0.074 Uiso 1 1 d R . . H2W2 H 0.7319 -0.1994 -0.1021 0.074 Uiso 1 1 d R . . O3W O 0.2095(3) -0.0451(2) -0.0167(2) 0.0457(6) Uani 1 1 d . . . H2W3 H 0.1252 -0.0773 -0.0630 0.068 Uiso 1 1 d R . . H1W3 H 0.2124 -0.0059 0.0615 0.068 Uiso 1 1 d R . . O4W O 0.4930(14) 0.4570(13) -0.7658(11) 0.400(9) Uani 1 1 d . . . O5W O 0.439(2) -0.5654(9) -0.391(2) 0.581(18) 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 Mg1 0.0303(6) 0.0316(6) 0.0252(5) -0.0025(4) -0.0063(4) -0.0092(4) Cl1 0.0371(5) 0.0729(7) 0.0507(6) -0.0223(5) 0.0014(4) -0.0157(4) Cl2 0.0977(10) 0.0385(6) 0.1001(9) -0.0115(6) -0.0335(7) -0.0156(6) O1 0.0569(15) 0.0340(12) 0.0254(11) -0.0012(10) -0.0112(10) -0.0125(11) O2 0.0366(12) 0.0333(12) 0.0287(11) -0.0009(9) -0.0084(9) -0.0112(9) O3 0.110(2) 0.0400(15) 0.0425(15) 0.0071(12) -0.0325(15) -0.0348(15) N1 0.072(2) 0.0320(15) 0.0291(15) 0.0019(12) -0.0203(14) -0.0145(14) N2 0.0564(19) 0.0361(16) 0.0231(13) -0.0042(12) -0.0119(12) -0.0130(13) N3 0.071(2) 0.0527(19) 0.0309(15) -0.0123(14) -0.0187(15) -0.0047(17) F1 0.122(2) 0.0514(13) 0.0354(12) 0.0072(10) -0.0234(12) -0.0507(13) C1 0.042(2) 0.0360(19) 0.0279(17) -0.0021(14) -0.0084(14) -0.0105(15) C2 0.059(2) 0.0298(17) 0.0337(18) -0.0037(14) -0.0139(16) -0.0108(16) C3 0.0428(19) 0.0310(17) 0.0269(16) -0.0033(13) -0.0079(14) -0.0083(14) C4 0.0387(18) 0.0331(17) 0.0228(15) -0.0042(13) -0.0034(13) -0.0062(14) C5 0.0427(19) 0.0356(18) 0.0227(15) -0.0040(13) -0.0051(13) -0.0095(14) C6 0.064(2) 0.0372(19) 0.0245(16) 0.0011(14) -0.0103(15) -0.0169(17) C7 0.070(3) 0.0338(19) 0.0314(18) 0.0017(14) -0.0113(17) -0.0248(17) C8 0.052(2) 0.0372(18) 0.0226(15) -0.0029(13) -0.0091(14) -0.0125(15) C9 0.054(2) 0.0375(18) 0.0230(16) 0.0011(13) -0.0124(15) -0.0117(16) C10 0.048(2) 0.0321(17) 0.0256(16) -0.0033(13) -0.0100(14) -0.0090(15) C11 0.113(4) 0.039(2) 0.040(2) 0.0058(17) -0.028(2) -0.013(2) C12A 0.134(6) 0.043(3) 0.059(4) 0.021(3) -0.036(4) -0.013(3) C12B 0.077(18) 0.083(18) 0.070(15) -0.050(13) 0.027(12) -0.038(14) C13 0.072(3) 0.044(2) 0.0312(18) -0.0042(16) -0.0150(18) 0.0000(19) C14 0.055(2) 0.045(2) 0.0337(18) -0.0068(16) -0.0186(16) -0.0056(17) C15 0.104(4) 0.038(2) 0.039(2) -0.0090(17) -0.027(2) -0.003(2) C16 0.056(2) 0.0364(18) 0.0299(17) -0.0023(14) -0.0154(15) -0.0133(16) O1W 0.0516(15) 0.0413(14) 0.0367(12) -0.0016(11) -0.0083(11) -0.0181(11) O2W 0.0330(13) 0.0443(15) 0.0682(17) 0.0039(13) 0.0032(12) -0.0020(11) O3W 0.0325(13) 0.0581(16) 0.0505(15) -0.0193(12) -0.0147(11) -0.0061(11) O4W 0.283(11) 0.444(18) 0.397(15) 0.196(14) 0.128(11) 0.155(12) O5W 0.56(3) 0.168(9) 1.05(5) 0.057(16) -0.50(3) -0.024(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 Mg1 O1 1.997(2) . ? Mg1 O2W 2.059(2) . ? Mg1 O1W 2.069(2) . ? Mg1 O3W 2.075(2) . ? Mg1 O2 2.084(2) . ? Mg1 O2 2.116(2) 2_655 ? Mg1 Mg1 3.214(2) 2_655 ? O1 C4 1.255(3) . ? O2 C1 1.283(4) . ? O2 Mg1 2.116(2) 2_655 ? O3 C1 1.232(4) . ? N1 C2 1.346(4) . ? N1 C10 1.400(4) . ? N1 C11 1.490(4) . ? N2 C8 1.403(4) . ? N2 C16 1.457(4) . ? N2 C13 1.473(4) . ? N3 C14 1.482(4) . ? N3 C15 1.496(4) . ? F1 C7 1.362(4) . ? C1 C3 1.500(4) . ? C2 C3 1.375(4) . ? C3 C4 1.429(4) . ? C4 C5 1.459(4) . ? C5 C10 1.389(4) . ? C5 C6 1.418(5) . ? C6 C7 1.331(4) . ? C7 C8 1.422(4) . ? C8 C9 1.377(5) . ? C9 C10 1.415(4) . ? C11 C12B 1.422(6) . ? C11 C12A 1.423(6) . ? C13 C15 1.504(5) . ? C14 C16 1.507(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Mg1 O2W 91.39(10) . . ? O1 Mg1 O1W 97.75(10) . . ? O2W Mg1 O1W 86.19(10) . . ? O1 Mg1 O3W 86.29(10) . . ? O2W Mg1 O3W 174.05(11) . . ? O1W Mg1 O3W 88.69(10) . . ? O1 Mg1 O2 87.18(9) . . ? O2W Mg1 O2 93.55(10) . . ? O1W Mg1 O2 175.07(9) . . ? O3W Mg1 O2 91.82(10) . . ? O1 Mg1 O2 166.91(10) . 2_655 ? O2W Mg1 O2 92.60(10) . 2_655 ? O1W Mg1 O2 94.95(9) . 2_655 ? O3W Mg1 O2 90.85(9) . 2_655 ? O2 Mg1 O2 80.14(9) . 2_655 ? O1 Mg1 Mg1 127.54(8) . 2_655 ? O2W Mg1 Mg1 94.02(8) . 2_655 ? O1W Mg1 Mg1 134.66(8) . 2_655 ? O3W Mg1 Mg1 91.74(8) . 2_655 ? O2 Mg1 Mg1 40.44(6) . 2_655 ? O2 Mg1 Mg1 39.71(6) 2_655 2_655 ? C4 O1 Mg1 128.99(19) . . ? C1 O2 Mg1 130.1(2) . . ? C1 O2 Mg1 125.4(2) . 2_655 ? Mg1 O2 Mg1 99.86(9) . 2_655 ? C2 N1 C10 118.9(3) . . ? C2 N1 C11 121.1(3) . . ? C10 N1 C11 120.0(3) . . ? C8 N2 C16 115.8(3) . . ? C8 N2 C13 114.7(3) . . ? C16 N2 C13 110.7(2) . . ? C14 N3 C15 110.3(3) . . ? O3 C1 O2 122.9(3) . . ? O3 C1 C3 118.1(3) . . ? O2 C1 C3 118.9(3) . . ? N1 C2 C3 125.6(3) . . ? C2 C3 C4 118.6(3) . . ? C2 C3 C1 116.1(3) . . ? C4 C3 C1 125.3(3) . . ? O1 C4 C3 125.5(3) . . ? O1 C4 C5 118.9(3) . . ? C3 C4 C5 115.7(3) . . ? C10 C5 C6 118.6(3) . . ? C10 C5 C4 122.3(3) . . ? C6 C5 C4 119.1(3) . . ? C7 C6 C5 119.4(3) . . ? C6 C7 F1 119.0(3) . . ? C6 C7 C8 124.1(3) . . ? F1 C7 C8 116.8(3) . . ? C9 C8 N2 123.1(3) . . ? C9 C8 C7 116.6(3) . . ? N2 C8 C7 120.3(3) . . ? C8 C9 C10 120.8(3) . . ? C5 C10 N1 118.9(3) . . ? C5 C10 C9 120.5(3) . . ? N1 C10 C9 120.6(3) . . ? C12B C11 C12A 59.8(9) . . ? C12B C11 N1 125.0(10) . . ? C12A C11 N1 117.0(3) . . ? N2 C13 C15 110.9(3) . . ? N3 C14 C16 110.2(3) . . ? N3 C15 C13 110.4(3) . . ? N2 C16 C14 110.7(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 O2W Mg1 O1 C4 -113.9(3) . . . . ? O1W Mg1 O1 C4 159.7(3) . . . . ? O3W Mg1 O1 C4 71.6(3) . . . . ? O2 Mg1 O1 C4 -20.4(3) . . . . ? O2 Mg1 O1 C4 -6.1(6) 2_655 . . . ? Mg1 Mg1 O1 C4 -17.8(3) 2_655 . . . ? O1 Mg1 O2 C1 20.3(3) . . . . ? O2W Mg1 O2 C1 111.6(3) . . . . ? O1W Mg1 O2 C1 -161.7(11) . . . . ? O3W Mg1 O2 C1 -65.9(3) . . . . ? O2 Mg1 O2 C1 -156.4(3) 2_655 . . . ? Mg1 Mg1 O2 C1 -156.4(3) 2_655 . . . ? O1 Mg1 O2 Mg1 176.75(11) . . . 2_655 ? O2W Mg1 O2 Mg1 -92.03(10) . . . 2_655 ? O1W Mg1 O2 Mg1 -5.3(12) . . . 2_655 ? O3W Mg1 O2 Mg1 90.55(10) . . . 2_655 ? O2 Mg1 O2 Mg1 0.0 2_655 . . 2_655 ? Mg1 O2 C1 O3 164.6(3) . . . . ? Mg1 O2 C1 O3 13.5(5) 2_655 . . . ? Mg1 O2 C1 C3 -13.7(4) . . . . ? Mg1 O2 C1 C3 -164.8(2) 2_655 . . . ? C10 N1 C2 C3 -0.7(6) . . . . ? C11 N1 C2 C3 178.1(4) . . . . ? N1 C2 C3 C4 1.1(6) . . . . ? N1 C2 C3 C1 179.0(3) . . . . ? O3 C1 C3 C2 3.2(5) . . . . ? O2 C1 C3 C2 -178.4(3) . . . . ? O3 C1 C3 C4 -179.1(3) . . . . ? O2 C1 C3 C4 -0.7(5) . . . . ? Mg1 O1 C4 C3 15.2(5) . . . . ? Mg1 O1 C4 C5 -165.4(2) . . . . ? C2 C3 C4 O1 177.9(3) . . . . ? C1 C3 C4 O1 0.2(6) . . . . ? C2 C3 C4 C5 -1.6(5) . . . . ? C1 C3 C4 C5 -179.2(3) . . . . ? O1 C4 C5 C10 -177.6(3) . . . . ? C3 C4 C5 C10 1.9(5) . . . . ? O1 C4 C5 C6 2.9(5) . . . . ? C3 C4 C5 C6 -177.6(3) . . . . ? C10 C5 C6 C7 2.8(5) . . . . ? C4 C5 C6 C7 -177.8(3) . . . . ? C5 C6 C7 F1 -175.9(3) . . . . ? C5 C6 C7 C8 0.0(6) . . . . ? C16 N2 C8 C9 -6.4(5) . . . . ? C13 N2 C8 C9 124.5(4) . . . . ? C16 N2 C8 C7 171.0(3) . . . . ? C13 N2 C8 C7 -58.1(4) . . . . ? C6 C7 C8 C9 -2.4(6) . . . . ? F1 C7 C8 C9 173.7(3) . . . . ? C6 C7 C8 N2 -180.0(4) . . . . ? F1 C7 C8 N2 -3.9(5) . . . . ? N2 C8 C9 C10 179.5(3) . . . . ? C7 C8 C9 C10 2.0(5) . . . . ? C6 C5 C10 N1 177.9(3) . . . . ? C4 C5 C10 N1 -1.6(5) . . . . ? C6 C5 C10 C9 -3.1(5) . . . . ? C4 C5 C10 C9 177.4(3) . . . . ? C2 N1 C10 C5 0.9(5) . . . . ? C11 N1 C10 C5 -178.0(4) . . . . ? C2 N1 C10 C9 -178.1(3) . . . . ? C11 N1 C10 C9 3.0(5) . . . . ? C8 C9 C10 C5 0.7(5) . . . . ? C8 C9 C10 N1 179.7(3) . . . . ? C2 N1 C11 C12B -78.5(12) . . . . ? C10 N1 C11 C12B 100.3(12) . . . . ? C2 N1 C11 C12A -8.0(7) . . . . ? C10 N1 C11 C12A 170.9(5) . . . . ? C8 N2 C13 C15 168.9(3) . . . . ? C16 N2 C13 C15 -57.8(4) . . . . ? C15 N3 C14 C16 56.9(4) . . . . ? C14 N3 C15 C13 -56.2(5) . . . . ? N2 C13 C15 N3 56.4(4) . . . . ? C8 N2 C16 C14 -168.8(3) . . . . ? C13 N2 C16 C14 58.5(4) . . . . ? N3 C14 C16 N2 -58.4(4) . . . . ? _diffrn_measured_fraction_theta_max 0.944 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.944 _refine_diff_density_max 0.491 _refine_diff_density_min -0.469 _refine_diff_density_rms 0.087 #============================================================== data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C96 H128 Ca2 Cl4 F6 N18 O28' _chemical_formula_weight 2318.12 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' 'F' 'F' 0.0171 0.0103 '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' 'Ca' 'Ca' 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 26.4943(1) _cell_length_b 15.3545(1) _cell_length_c 27.8604(2) _cell_angle_alpha 90.00 _cell_angle_beta 109.244(1) _cell_angle_gamma 90.00 _cell_volume 10700.50(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6238 _cell_measurement_theta_min 1.55 _cell_measurement_theta_max 29.68 _exptl_crystal_description slab _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.439 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4864 _exptl_absorpt_coefficient_mu 0.301 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9152 _exptl_absorpt_correction_T_max 0.9822 _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 ; Siemens SMART CCD area detector diffractometer ; _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.33 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35821 _diffrn_reflns_av_R_equivalents 0.1220 _diffrn_reflns_av_sigmaI/netI 0.1438 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 27.50 _reflns_number_total 12224 _reflns_number_gt 6500 _reflns_threshold_expression 'I > 2\s(I)' _computing_data_collection 'SMART (Siemens, 1996)' _computing_cell_refinement 'SAINT (Siemens, 1996)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXTL (Sheldrick, 1997)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material ; SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 1990) ; _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^)+(0.0882P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00147(13) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 12224 _refine_ls_number_parameters 720 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1447 _refine_ls_R_factor_gt 0.0771 _refine_ls_wR_factor_ref 0.2005 _refine_ls_wR_factor_gt 0.1736 _refine_ls_goodness_of_fit_ref 0.945 _refine_ls_restrained_S_all 0.945 _refine_ls_shift/su_max 0.181 _refine_ls_shift/su_mean 0.007 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 Ca1 Ca 0.46586(3) 0.74381(5) 0.14122(2) 0.01893(19) Uani 1 1 d . . . F1 F 0.46810(12) 0.70402(17) -0.10406(9) 0.0550(8) Uani 1 1 d . . . F2 F 0.31264(11) 0.63532(19) -0.09978(9) 0.0603(8) Uani 1 1 d . . . F3 F 0.36164(9) 0.9070(2) -0.10299(8) 0.0523(8) Uani 1 1 d . . . O1 O 0.48180(10) 0.65570(17) 0.07593(9) 0.0279(6) Uani 1 1 d . . . O2 O 0.44419(11) 0.59632(17) 0.15334(9) 0.0306(7) Uani 1 1 d . . . O3 O 0.42580(14) 0.45499(19) 0.14864(10) 0.0447(8) Uani 1 1 d . . . O4 O 0.37927(10) 0.73460(17) 0.07869(9) 0.0263(6) Uani 1 1 d . . . O5 O 0.41305(10) 0.86132(18) 0.15549(9) 0.0297(6) Uani 1 1 d . . . O6 O 0.35762(13) 0.9711(2) 0.14822(10) 0.0525(9) Uani 1 1 d . . . O7 O 0.46871(10) 0.84659(18) 0.07677(9) 0.0268(6) Uani 1 1 d . . . O8 O 0.55706(10) 0.78034(18) 0.15549(9) 0.0296(6) Uani 1 1 d . . . O9 O 0.63559(11) 0.8197(3) 0.15047(10) 0.0534(10) Uani 1 1 d . . . Cl1 Cl 0.5000 0.74263(9) 0.2500 0.0305(3) Uani 1 2 d S . . Cl2 Cl 0.5000 0.81719(12) -0.2500 0.0600(5) Uani 1 2 d S . . Cl3 Cl 0.77471(7) 1.06822(13) 0.28761(7) 0.0916(6) Uani 1 1 d . . . O1W O 0.27611(14) 1.0874(3) 0.12689(14) 0.0685(11) Uani 1 1 d . . . H1W1 H 0.7562 0.8172 0.1357 0.103 Uiso 1 1 d R . . H1W2 H 0.2562 1.0695 0.1543 0.103 Uiso 1 1 d R . . O2W O 0.72850(15) 0.8682(3) 0.13208(16) 0.0831(13) Uani 1 1 d . . . H2W1 H 0.2962 1.0421 0.1353 0.125 Uiso 1 1 d R . . H2W2 H 0.7037 0.8417 0.1363 0.125 Uiso 1 1 d R . . O3W O 0.41608(19) 0.2769(3) 0.14615(16) 0.0867(14) Uani 1 1 d . . . H1W3 H 0.4423 0.2552 0.1361 0.130 Uiso 1 1 d R . . H2W3 H 0.4423 0.3413 0.1422 0.130 Uiso 1 1 d R . . O4W O 0.79229(16) 0.9922(3) 0.19341(18) 0.0908(14) Uani 1 1 d . . . H1W4 H 0.7568 0.9464 0.1723 0.136 Uiso 1 1 d R . . H2W4 H 0.7840 0.9883 0.2212 0.136 Uiso 1 1 d R . . O5W O 0.3129(3) 0.2522(4) 0.1484(3) 0.173(3) Uani 1 1 d . . . H1W5 H 0.3235 0.2482 0.1627 0.259 Uiso 1 1 d R . . H2W5 H 0.3035 0.2552 0.1009 0.259 Uiso 1 1 d R . . N1 N 0.41560(12) 0.4334(2) 0.00037(11) 0.0227(7) Uani 1 1 d . . . N2 N 0.42903(14) 0.5543(2) -0.15770(11) 0.0289(8) Uani 1 1 d . . . N3 N 0.40249(16) 0.5338(2) -0.26523(12) 0.0349(9) Uani 1 1 d . . . N4 N 0.26384(12) 0.9093(2) 0.00427(10) 0.0241(7) Uani 1 1 d . . . N5 N 0.23190(12) 0.7451(2) -0.15367(11) 0.0305(8) Uani 1 1 d . . . N6 N 0.18265(14) 0.7527(3) -0.26087(12) 0.0408(10) Uani 1 1 d . . . N7 N 0.57677(12) 0.9042(2) 0.00528(10) 0.0225(7) Uani 1 1 d . . . N8 N 0.43066(12) 0.9535(2) -0.15431(11) 0.0279(8) Uani 1 1 d . . . N9 N 0.41263(15) 0.9685(2) -0.26062(12) 0.0350(9) Uani 1 1 d . . . C1 C 0.45715(14) 0.5905(2) 0.05319(13) 0.0201(8) Uani 1 1 d . . . C2 C 0.43687(14) 0.5215(2) 0.07628(12) 0.0209(8) Uani 1 1 d . . . C3 C 0.41930(15) 0.4468(2) 0.04900(13) 0.0240(8) Uani 1 1 d . . . H3B H 0.4090 0.4013 0.0657 0.029 Uiso 1 1 calc R . . C4 C 0.42794(14) 0.5016(2) -0.02691(12) 0.0208(8) Uani 1 1 d . . . C5 C 0.41989(15) 0.4936(3) -0.07967(13) 0.0242(8) Uani 1 1 d . . . H5A H 0.4058 0.4423 -0.0965 0.029 Uiso 1 1 calc R . . C6 C 0.43270(15) 0.5610(3) -0.10646(13) 0.0249(9) Uani 1 1 d . . . C7 C 0.45298(17) 0.6376(3) -0.07895(14) 0.0294(9) Uani 1 1 d . . . C8 C 0.46050(15) 0.6471(3) -0.02914(14) 0.0254(9) Uani 1 1 d . . . H8A H 0.4742 0.6991 -0.0129 0.030 Uiso 1 1 calc R . . C9 C 0.44791(14) 0.5793(2) -0.00137(13) 0.0214(8) Uani 1 1 d . . . C10 C 0.42217(16) 0.4667(3) -0.18033(14) 0.0290(9) Uani 1 1 d . . . H10A H 0.3854 0.4479 -0.1881 0.035 Uiso 1 1 calc R . . H10B H 0.4451 0.4256 -0.1566 0.035 Uiso 1 1 calc R . . C11 C 0.43663(17) 0.4697(3) -0.22860(14) 0.0341(10) Uani 1 1 d . . . H11A H 0.4739 0.4859 -0.2204 0.041 Uiso 1 1 calc R . . H11B H 0.4319 0.4124 -0.2441 0.041 Uiso 1 1 calc R . . C12 C 0.4080(2) 0.6219(3) -0.24164(15) 0.0479(13) Uani 1 1 d . . . H12A H 0.3843 0.6625 -0.2651 0.058 Uiso 1 1 calc R . . H12B H 0.4444 0.6425 -0.2341 0.058 Uiso 1 1 calc R . . C13 C 0.39414(19) 0.6174(3) -0.19295(15) 0.0397(11) Uani 1 1 d . . . H13A H 0.3986 0.6745 -0.1771 0.048 Uiso 1 1 calc R . . H13B H 0.3571 0.6001 -0.2008 0.048 Uiso 1 1 calc R . . C14 C 0.43571(15) 0.5258(3) 0.13002(13) 0.0246(9) Uani 1 1 d . . . C15 C 0.39902(17) 0.3473(3) -0.02315(14) 0.0312(9) Uani 1 1 d . . . H15A H 0.4080 0.3032 0.0033 0.037 Uiso 1 1 calc R . . H15B H 0.4189 0.3345 -0.0459 0.037 Uiso 1 1 calc R . . C16 C 0.33982(19) 0.3423(3) -0.0526(2) 0.0573(14) Uani 1 1 d . . . H16A H 0.3312 0.2852 -0.0670 0.086 Uiso 1 1 calc R . . H16B H 0.3308 0.3849 -0.0793 0.086 Uiso 1 1 calc R . . H16C H 0.3198 0.3536 -0.0301 0.086 Uiso 1 1 calc R . . C17 C 0.34825(13) 0.7937(2) 0.05656(12) 0.0192(8) Uani 1 1 d . . . C18 C 0.33875(14) 0.8733(2) 0.07909(12) 0.0210(8) Uani 1 1 d . . . C19 C 0.29566(15) 0.9238(3) 0.05286(13) 0.0241(8) Uani 1 1 d . . . H19A H 0.2877 0.9715 0.0697 0.029 Uiso 1 1 calc R . . C20 C 0.27645(14) 0.8408(2) -0.02324(13) 0.0200(8) Uani 1 1 d . . . C21 C 0.24776(14) 0.8294(2) -0.07527(12) 0.0227(8) Uani 1 1 d . . . H21A H 0.2202 0.8676 -0.0917 0.027 Uiso 1 1 calc R . . C22 C 0.26045(14) 0.7617(3) -0.10195(13) 0.0259(9) Uani 1 1 d . . . C23 C 0.30167(16) 0.7053(3) -0.07536(14) 0.0313(10) Uani 1 1 d . . . C24 C 0.33011(15) 0.7162(3) -0.02508(13) 0.0262(9) Uani 1 1 d . . . H24A H 0.3577 0.6779 -0.0089 0.031 Uiso 1 1 calc R . . C25 C 0.31792(14) 0.7840(2) 0.00184(12) 0.0189(8) Uani 1 1 d . . . C26 C 0.18093(15) 0.7906(3) -0.17551(13) 0.0284(9) Uani 1 1 d . . . H26A H 0.1873 0.8516 -0.1804 0.034 Uiso 1 1 calc R . . H26B H 0.1602 0.7866 -0.1526 0.034 Uiso 1 1 calc R . . C27 C 0.15048(16) 0.7490(3) -0.22604(14) 0.0358(10) Uani 1 1 d . . . H27A H 0.1425 0.6888 -0.2207 0.043 Uiso 1 1 calc R . . H27B H 0.1169 0.7794 -0.2413 0.043 Uiso 1 1 calc R . . C28 C 0.23445(18) 0.7071(4) -0.23846(15) 0.0531(14) Uani 1 1 d . . . H28A H 0.2555 0.7120 -0.2610 0.064 Uiso 1 1 calc R . . H28B H 0.2283 0.6458 -0.2340 0.064 Uiso 1 1 calc R . . C29 C 0.26444(17) 0.7480(4) -0.18745(15) 0.0474(13) Uani 1 1 d . . . H29A H 0.2977 0.7169 -0.1718 0.057 Uiso 1 1 calc R . . H29B H 0.2730 0.8080 -0.1924 0.057 Uiso 1 1 calc R . . C30 C 0.37234(15) 0.9032(3) 0.13152(13) 0.0242(8) Uani 1 1 d . . . C31 C 0.21606(15) 0.9648(3) -0.01777(14) 0.0312(10) Uani 1 1 d . . . H31A H 0.2046 0.9871 0.0095 0.037 Uiso 1 1 calc R . . H31B H 0.1873 0.9294 -0.0396 0.037 Uiso 1 1 calc R . . C32 C 0.22582(19) 1.0402(3) -0.04807(18) 0.0524(13) Uani 1 1 d . . . H32A H 0.1936 1.0737 -0.0614 0.079 Uiso 1 1 calc R . . H32B H 0.2364 1.0186 -0.0757 0.079 Uiso 1 1 calc R . . H32C H 0.2537 1.0764 -0.0265 0.079 Uiso 1 1 calc R . . C33 C 0.50274(14) 0.8566(2) 0.05489(12) 0.0204(8) Uani 1 1 d . . . C34 C 0.55999(14) 0.8484(2) 0.07934(12) 0.0212(8) Uani 1 1 d . . . C35 C 0.59265(15) 0.8760(2) 0.05351(13) 0.0238(8) Uani 1 1 d . . . H35A H 0.6292 0.8752 0.0709 0.029 Uiso 1 1 calc R . . C36 C 0.52252(14) 0.9040(2) -0.02307(13) 0.0212(8) Uani 1 1 d . . . C37 C 0.50449(15) 0.9269(2) -0.07460(13) 0.0237(8) Uani 1 1 d . . . H37A H 0.5293 0.9420 -0.0902 0.028 Uiso 1 1 calc R . . C38 C 0.45067(15) 0.9277(2) -0.10288(12) 0.0230(8) Uani 1 1 d . . . C39 C 0.41496(15) 0.9039(3) -0.07721(14) 0.0290(9) Uani 1 1 d . . . C40 C 0.43132(14) 0.8805(2) -0.02757(13) 0.0243(8) Uani 1 1 d . . . H40A H 0.4062 0.8646 -0.0124 0.029 Uiso 1 1 calc R . . C41 C 0.48612(14) 0.8802(2) 0.00129(12) 0.0193(8) Uani 1 1 d . . . C42 C 0.46903(16) 0.9991(3) -0.17313(13) 0.0265(9) Uani 1 1 d . . . H42A H 0.4957 0.9585 -0.1765 0.032 Uiso 1 1 calc R . . H42B H 0.4871 1.0442 -0.1493 0.032 Uiso 1 1 calc R . . C43 C 0.43919(17) 1.0395(3) -0.22453(13) 0.0316(10) Uani 1 1 d . . . H43A H 0.4126 1.0803 -0.2212 0.038 Uiso 1 1 calc R . . H43B H 0.4640 1.0707 -0.2372 0.038 Uiso 1 1 calc R . . C44 C 0.37283(17) 0.9234(3) -0.24170(15) 0.0426(12) Uani 1 1 d . . . H44A H 0.3555 0.8771 -0.2650 0.051 Uiso 1 1 calc R . . H44B H 0.3456 0.9644 -0.2400 0.051 Uiso 1 1 calc R . . C45 C 0.40113(17) 0.8856(3) -0.18917(14) 0.0363(10) Uani 1 1 d . . . H45A H 0.3750 0.8597 -0.1760 0.044 Uiso 1 1 calc R . . H45B H 0.4257 0.8403 -0.1917 0.044 Uiso 1 1 calc R . . C46 C 0.58501(15) 0.8131(3) 0.13183(13) 0.0267(9) Uani 1 1 d . . . C47 C 0.61740(16) 0.9351(3) -0.01726(14) 0.0309(10) Uani 1 1 d . . . H47A H 0.6484 0.9568 0.0097 0.037 Uiso 1 1 calc R . . H47B H 0.6026 0.9830 -0.0403 0.037 Uiso 1 1 calc R . . C48 C 0.6347(2) 0.8641(3) -0.04573(18) 0.0514(13) Uani 1 1 d . . . H48A H 0.6608 0.8867 -0.0596 0.077 Uiso 1 1 calc R . . H48B H 0.6043 0.8432 -0.0729 0.077 Uiso 1 1 calc R . . H48C H 0.6501 0.8170 -0.0229 0.077 Uiso 1 1 calc R . . H2N9 H 0.450(3) 0.914(5) -0.264(3) 0.18(3) Uiso 1 1 d . . . H1N9 H 0.393(2) 1.000(3) -0.294(2) 0.071(16) Uiso 1 1 d . . . H2N3 H 0.406(4) 0.529(6) -0.307(4) 0.21(4) Uiso 1 1 d . . . H1N3 H 0.366(2) 0.506(3) -0.2771(18) 0.060(16) Uiso 1 1 d . . . H1N6 H 0.162(2) 0.723(3) -0.296(2) 0.064(15) Uiso 1 1 d . . . H2N6 H 0.193(2) 0.817(4) -0.271(2) 0.077(18) 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 Ca1 0.0216(4) 0.0253(4) 0.0081(3) 0.0008(3) 0.0025(3) 0.0002(3) F1 0.103(2) 0.0442(16) 0.0266(13) -0.0005(12) 0.0334(14) -0.0250(16) F2 0.0662(19) 0.0625(18) 0.0354(15) -0.0295(14) -0.0063(13) 0.0284(16) F3 0.0230(13) 0.102(2) 0.0243(13) 0.0238(14) -0.0018(10) -0.0014(14) O1 0.0330(15) 0.0318(15) 0.0207(14) -0.0062(12) 0.0112(11) -0.0055(13) O2 0.0498(18) 0.0299(15) 0.0114(12) -0.0032(12) 0.0095(12) -0.0030(14) O3 0.086(2) 0.0373(17) 0.0182(14) -0.0027(13) 0.0271(16) -0.0174(18) O4 0.0229(14) 0.0296(15) 0.0182(12) -0.0018(11) -0.0046(10) 0.0010(12) O5 0.0288(15) 0.0379(16) 0.0162(13) -0.0053(12) -0.0010(11) 0.0079(13) O6 0.061(2) 0.053(2) 0.0232(16) -0.0203(15) -0.0133(14) 0.0274(18) O7 0.0257(14) 0.0395(16) 0.0155(13) 0.0064(12) 0.0071(11) 0.0001(13) O8 0.0259(14) 0.0445(17) 0.0155(13) 0.0097(12) 0.0026(11) -0.0057(13) O9 0.0227(16) 0.108(3) 0.0225(15) 0.0297(17) -0.0015(12) -0.0039(18) Cl1 0.0376(8) 0.0406(8) 0.0101(5) 0.000 0.0035(5) 0.000 Cl2 0.0661(12) 0.0420(10) 0.0782(14) 0.000 0.0325(11) 0.000 Cl3 0.0664(10) 0.1183(15) 0.1024(13) 0.0059(11) 0.0444(10) -0.0113(10) O1W 0.062(2) 0.080(3) 0.058(2) 0.003(2) 0.0120(19) 0.032(2) O2W 0.060(2) 0.100(3) 0.095(3) 0.011(3) 0.033(2) -0.020(2) O3W 0.118(4) 0.060(3) 0.087(3) -0.020(2) 0.040(3) -0.027(3) O4W 0.058(3) 0.102(4) 0.110(4) -0.022(3) 0.025(2) -0.022(3) O5W 0.131(5) 0.112(5) 0.293(10) -0.031(5) 0.093(6) 0.003(4) N1 0.0335(18) 0.0224(16) 0.0121(14) -0.0015(13) 0.0073(13) 0.0010(15) N2 0.047(2) 0.0307(18) 0.0123(15) -0.0003(14) 0.0147(15) 0.0066(17) N3 0.047(2) 0.044(2) 0.0146(16) -0.0036(16) 0.0111(16) 0.004(2) N4 0.0239(17) 0.0306(18) 0.0141(15) -0.0038(13) 0.0011(13) 0.0037(14) N5 0.0262(17) 0.049(2) 0.0113(14) -0.0106(15) -0.0004(12) 0.0046(17) N6 0.034(2) 0.068(3) 0.0141(16) -0.0099(19) -0.0012(14) -0.002(2) N7 0.0205(16) 0.0343(19) 0.0116(14) 0.0066(13) 0.0037(12) -0.0054(15) N8 0.0280(18) 0.0355(19) 0.0147(15) 0.0077(14) -0.0005(13) -0.0059(16) N9 0.042(2) 0.045(2) 0.0123(16) 0.0073(16) 0.0012(15) -0.0021(19) C1 0.0199(19) 0.023(2) 0.0151(17) -0.0017(15) 0.0035(14) 0.0037(16) C2 0.0227(19) 0.027(2) 0.0124(16) 0.0002(15) 0.0055(14) -0.0001(17) C3 0.032(2) 0.025(2) 0.0137(17) 0.0013(15) 0.0061(15) -0.0012(18) C4 0.0251(19) 0.026(2) 0.0112(16) 0.0008(15) 0.0059(14) 0.0073(17) C5 0.031(2) 0.028(2) 0.0135(17) -0.0038(16) 0.0066(15) 0.0012(18) C6 0.034(2) 0.031(2) 0.0122(17) 0.0019(16) 0.0114(16) 0.0064(19) C7 0.047(3) 0.028(2) 0.0180(19) 0.0016(17) 0.0166(18) -0.003(2) C8 0.035(2) 0.023(2) 0.0208(19) -0.0029(16) 0.0124(16) -0.0047(18) C9 0.026(2) 0.025(2) 0.0126(17) -0.0022(15) 0.0067(15) 0.0034(17) C10 0.036(2) 0.032(2) 0.0206(19) -0.0046(17) 0.0110(17) 0.0042(19) C11 0.042(2) 0.041(3) 0.019(2) -0.0038(18) 0.0092(18) 0.008(2) C12 0.079(4) 0.049(3) 0.018(2) 0.003(2) 0.018(2) 0.005(3) C13 0.062(3) 0.035(2) 0.023(2) 0.0030(19) 0.016(2) 0.018(2) C14 0.031(2) 0.032(2) 0.0111(17) 0.0019(16) 0.0072(15) 0.0001(19) C15 0.048(3) 0.024(2) 0.020(2) -0.0037(17) 0.0089(18) -0.001(2) C16 0.050(3) 0.053(3) 0.060(3) -0.021(3) 0.006(3) -0.012(3) C17 0.0156(18) 0.027(2) 0.0123(16) -0.0024(15) 0.0015(13) -0.0072(17) C18 0.0217(19) 0.027(2) 0.0119(16) -0.0028(15) 0.0021(14) -0.0012(17) C19 0.028(2) 0.028(2) 0.0131(17) -0.0058(16) 0.0035(15) 0.0018(18) C20 0.0205(19) 0.025(2) 0.0155(17) -0.0045(15) 0.0066(14) -0.0053(17) C21 0.0208(19) 0.029(2) 0.0132(17) -0.0009(16) -0.0014(14) -0.0004(17) C22 0.0204(19) 0.039(2) 0.0144(17) -0.0063(17) 0.0000(14) -0.0022(18) C23 0.031(2) 0.038(2) 0.021(2) -0.0136(18) 0.0046(17) 0.006(2) C24 0.025(2) 0.030(2) 0.0182(18) -0.0030(17) -0.0010(15) 0.0051(18) C25 0.0181(18) 0.0233(19) 0.0137(17) -0.0046(15) 0.0030(14) -0.0033(16) C26 0.026(2) 0.042(2) 0.0131(17) -0.0053(17) 0.0018(15) 0.0009(19) C27 0.028(2) 0.055(3) 0.0169(18) -0.007(2) -0.0024(15) -0.003(2) C28 0.040(3) 0.095(4) 0.020(2) -0.016(2) 0.0028(19) 0.015(3) C29 0.031(2) 0.089(4) 0.020(2) -0.015(2) 0.0042(17) 0.006(3) C30 0.029(2) 0.026(2) 0.0153(18) -0.0024(16) 0.0041(15) 0.0017(18) C31 0.026(2) 0.041(2) 0.022(2) -0.0021(18) 0.0015(16) 0.013(2) C32 0.045(3) 0.054(3) 0.051(3) 0.020(3) 0.006(2) 0.014(3) C33 0.0219(19) 0.024(2) 0.0125(17) 0.0036(15) 0.0014(14) -0.0003(16) C34 0.0219(19) 0.027(2) 0.0108(16) 0.0033(15) 0.0000(14) 0.0026(17) C35 0.0228(19) 0.031(2) 0.0136(17) 0.0008(16) 0.0007(14) -0.0021(18) C36 0.0241(19) 0.026(2) 0.0124(16) 0.0035(15) 0.0047(14) -0.0019(17) C37 0.025(2) 0.030(2) 0.0140(17) 0.0057(16) 0.0042(15) -0.0068(18) C38 0.029(2) 0.028(2) 0.0093(16) 0.0067(15) 0.0034(15) 0.0001(18) C39 0.021(2) 0.042(2) 0.0206(19) 0.0065(18) 0.0020(15) 0.0002(19) C40 0.0186(19) 0.035(2) 0.0176(18) 0.0051(17) 0.0031(14) -0.0017(18) C41 0.0203(19) 0.0232(19) 0.0122(16) 0.0050(15) 0.0024(14) -0.0012(16) C42 0.035(2) 0.027(2) 0.0140(18) 0.0051(16) 0.0033(15) -0.0021(19) C43 0.044(3) 0.031(2) 0.0164(19) 0.0086(17) 0.0054(17) 0.002(2) C44 0.036(2) 0.062(3) 0.018(2) 0.008(2) -0.0056(17) -0.011(2) C45 0.041(2) 0.045(3) 0.0158(19) 0.0055(18) -0.0010(17) -0.015(2) C46 0.026(2) 0.039(2) 0.0126(17) 0.0026(17) 0.0022(15) 0.0013(19) C47 0.028(2) 0.044(3) 0.0208(19) 0.0055(18) 0.0079(16) -0.010(2) C48 0.057(3) 0.064(3) 0.044(3) -0.003(3) 0.031(3) -0.006(3) _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 Ca1 O8 2.383(3) . ? Ca1 O4 2.384(2) . ? Ca1 O2 2.387(3) . ? Ca1 O5 2.395(3) . ? Ca1 O7 2.410(2) . ? Ca1 O1 2.413(2) . ? Ca1 Cl1 2.8629(6) . ? F1 C7 1.369(4) . ? F2 C23 1.353(4) . ? F3 C39 1.358(4) . ? O1 C1 1.248(4) . ? O2 C14 1.245(4) . ? O3 C14 1.269(5) . ? O4 C17 1.243(4) . ? O5 C30 1.244(4) . ? O6 C30 1.256(4) . ? O7 C33 1.253(4) . ? O8 C46 1.248(4) . ? O9 C46 1.272(5) . ? Cl1 Ca1 2.8629(6) 2_655 ? N1 C3 1.342(4) . ? N1 C4 1.395(5) . ? N1 C15 1.477(5) . ? N2 C6 1.402(4) . ? N2 C13 1.470(5) . ? N2 C10 1.471(5) . ? N3 C11 1.489(5) . ? N3 C12 1.491(6) . ? N4 C19 1.357(4) . ? N4 C20 1.405(5) . ? N4 C31 1.481(5) . ? N5 C22 1.413(4) . ? N5 C26 1.463(5) . ? N5 C29 1.472(5) . ? N6 C28 1.482(6) . ? N6 C27 1.489(5) . ? N7 C35 1.341(4) . ? N7 C36 1.393(5) . ? N7 C47 1.491(4) . ? N8 C38 1.410(4) . ? N8 C45 1.462(5) . ? N8 C42 1.466(5) . ? N9 C43 1.492(5) . ? N9 C44 1.495(5) . ? C1 C2 1.432(5) . ? C1 C9 1.468(5) . ? C2 C3 1.370(5) . ? C2 C14 1.509(5) . ? C4 C9 1.400(5) . ? C4 C5 1.419(5) . ? C5 C6 1.381(5) . ? C6 C7 1.411(5) . ? C7 C8 1.343(5) . ? C8 C9 1.402(5) . ? C10 C11 1.516(5) . ? C12 C13 1.520(5) . ? C15 C16 1.513(6) . ? C17 C18 1.433(5) . ? C17 C25 1.478(4) . ? C18 C19 1.374(5) . ? C18 C30 1.510(5) . ? C20 C25 1.397(5) . ? C20 C21 1.408(5) . ? C21 C22 1.383(5) . ? C22 C23 1.400(5) . ? C23 C24 1.365(5) . ? C24 C25 1.382(5) . ? C26 C27 1.513(5) . ? C28 C29 1.517(6) . ? C31 C32 1.505(6) . ? C33 C34 1.449(5) . ? C33 C41 1.456(4) . ? C34 C35 1.363(5) . ? C34 C46 1.494(5) . ? C36 C41 1.399(5) . ? C36 C37 1.400(5) . ? C37 C38 1.383(5) . ? C38 C39 1.409(5) . ? C39 C40 1.354(5) . ? C40 C41 1.409(5) . ? C42 C43 1.521(5) . ? C44 C45 1.522(5) . ? C47 C48 1.507(6) . ? 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 O8 Ca1 O4 144.55(9) . . ? O8 Ca1 O2 118.52(10) . . ? O4 Ca1 O2 80.14(9) . . ? O8 Ca1 O5 114.25(10) . . ? O4 Ca1 O5 72.05(9) . . ? O2 Ca1 O5 120.68(10) . . ? O8 Ca1 O7 72.01(8) . . ? O4 Ca1 O7 75.72(9) . . ? O2 Ca1 O7 142.60(9) . . ? O5 Ca1 O7 78.11(9) . . ? O8 Ca1 O1 80.67(9) . . ? O4 Ca1 O1 77.37(9) . . ? O2 Ca1 O1 71.63(9) . . ? O5 Ca1 O1 143.54(9) . . ? O7 Ca1 O1 75.48(9) . . ? O8 Ca1 Cl1 82.86(6) . . ? O4 Ca1 Cl1 131.71(7) . . ? O2 Ca1 Cl1 81.43(7) . . ? O5 Ca1 Cl1 80.05(6) . . ? O7 Ca1 Cl1 135.74(7) . . ? O1 Ca1 Cl1 136.19(7) . . ? C1 O1 Ca1 129.8(2) . . ? C14 O2 Ca1 139.6(2) . . ? C17 O4 Ca1 129.7(2) . . ? C30 O5 Ca1 138.6(2) . . ? C33 O7 Ca1 130.3(2) . . ? C46 O8 Ca1 138.8(2) . . ? Ca1 Cl1 Ca1 179.27(7) . 2_655 ? C3 N1 C4 118.8(3) . . ? C3 N1 C15 119.9(3) . . ? C4 N1 C15 121.3(3) . . ? C6 N2 C13 116.7(3) . . ? C6 N2 C10 117.4(3) . . ? C13 N2 C10 110.8(3) . . ? C11 N3 C12 110.4(3) . . ? C19 N4 C20 119.1(3) . . ? C19 N4 C31 119.0(3) . . ? C20 N4 C31 121.9(3) . . ? C22 N5 C26 116.6(3) . . ? C22 N5 C29 114.7(3) . . ? C26 N5 C29 112.0(3) . . ? C28 N6 C27 110.9(3) . . ? C35 N7 C36 119.5(3) . . ? C35 N7 C47 119.5(3) . . ? C36 N7 C47 121.0(3) . . ? C38 N8 C45 114.5(3) . . ? C38 N8 C42 115.1(3) . . ? C45 N8 C42 112.6(3) . . ? C43 N9 C44 109.4(3) . . ? O1 C1 C2 125.2(3) . . ? O1 C1 C9 120.0(3) . . ? C2 C1 C9 114.8(3) . . ? C3 C2 C1 118.6(3) . . ? C3 C2 C14 118.2(3) . . ? C1 C2 C14 123.1(3) . . ? N1 C3 C2 126.0(3) . . ? N1 C4 C9 118.7(3) . . ? N1 C4 C5 121.2(3) . . ? C9 C4 C5 120.1(3) . . ? C6 C5 C4 121.0(3) . . ? C5 C6 N2 123.3(3) . . ? C5 C6 C7 116.6(3) . . ? N2 C6 C7 120.0(3) . . ? C8 C7 F1 118.6(4) . . ? C8 C7 C6 123.5(4) . . ? F1 C7 C6 117.8(3) . . ? C7 C8 C9 120.5(4) . . ? C4 C9 C8 118.1(3) . . ? C4 C9 C1 122.2(3) . . ? C8 C9 C1 119.7(3) . . ? N2 C10 C11 108.7(3) . . ? N3 C11 C10 110.7(3) . . ? N3 C12 C13 109.6(4) . . ? N2 C13 C12 110.0(3) . . ? O2 C14 O3 123.9(3) . . ? O2 C14 C2 119.8(3) . . ? O3 C14 C2 116.3(3) . . ? N1 C15 C16 112.9(4) . . ? O4 C17 C18 126.0(3) . . ? O4 C17 C25 118.9(3) . . ? C18 C17 C25 115.1(3) . . ? C19 C18 C17 118.9(3) . . ? C19 C18 C30 117.7(3) . . ? C17 C18 C30 123.4(3) . . ? N4 C19 C18 124.9(3) . . ? C25 C20 N4 118.9(3) . . ? C25 C20 C21 120.4(3) . . ? N4 C20 C21 120.6(3) . . ? C22 C21 C20 120.1(3) . . ? C21 C22 C23 117.8(3) . . ? C21 C22 N5 122.8(3) . . ? C23 C22 N5 119.3(3) . . ? F2 C23 C24 118.4(4) . . ? F2 C23 C22 119.0(3) . . ? C24 C23 C22 122.6(4) . . ? C23 C24 C25 120.0(4) . . ? C24 C25 C20 119.0(3) . . ? C24 C25 C17 119.4(3) . . ? C20 C25 C17 121.6(3) . . ? N5 C26 C27 108.8(3) . . ? N6 C27 C26 110.3(3) . . ? N6 C28 C29 109.0(4) . . ? N5 C29 C28 110.5(4) . . ? O5 C30 O6 123.4(3) . . ? O5 C30 C18 119.5(3) . . ? O6 C30 C18 117.1(3) . . ? N4 C31 C32 113.2(3) . . ? O7 C33 C34 124.8(3) . . ? O7 C33 C41 120.4(3) . . ? C34 C33 C41 114.8(3) . . ? C35 C34 C33 118.2(3) . . ? C35 C34 C46 118.4(3) . . ? C33 C34 C46 123.4(3) . . ? N7 C35 C34 125.8(3) . . ? N7 C36 C41 118.2(3) . . ? N7 C36 C37 121.3(3) . . ? C41 C36 C37 120.4(3) . . ? C38 C37 C36 121.7(3) . . ? C37 C38 C39 116.5(3) . . ? C37 C38 N8 123.6(3) . . ? C39 C38 N8 119.9(3) . . ? C40 C39 F3 118.5(3) . . ? C40 C39 C38 123.0(3) . . ? F3 C39 C38 118.5(3) . . ? C39 C40 C41 120.4(3) . . ? C36 C41 C40 117.9(3) . . ? C36 C41 C33 122.6(3) . . ? C40 C41 C33 119.5(3) . . ? N8 C42 C43 109.0(3) . . ? N9 C43 C42 108.7(3) . . ? N9 C44 C45 109.5(3) . . ? N8 C45 C44 110.7(4) . . ? O8 C46 O9 123.0(3) . . ? O8 C46 C34 120.9(3) . . ? O9 C46 C34 116.0(3) . . ? N7 C47 C48 112.3(4) . . ? 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 O8 Ca1 O1 C1 159.3(3) . . . . ? O4 Ca1 O1 C1 -48.7(3) . . . . ? O2 Ca1 O1 C1 35.0(3) . . . . ? O5 Ca1 O1 C1 -82.1(3) . . . . ? O7 Ca1 O1 C1 -127.0(3) . . . . ? Cl1 Ca1 O1 C1 90.0(3) . . . . ? O8 Ca1 O2 C14 -82.6(4) . . . . ? O4 Ca1 O2 C14 65.2(4) . . . . ? O5 Ca1 O2 C14 127.4(4) . . . . ? O7 Ca1 O2 C14 15.0(5) . . . . ? O1 Ca1 O2 C14 -14.6(4) . . . . ? Cl1 Ca1 O2 C14 -159.6(4) . . . . ? O8 Ca1 O4 C17 -71.6(3) . . . . ? O2 Ca1 O4 C17 162.2(3) . . . . ? O5 Ca1 O4 C17 35.3(3) . . . . ? O7 Ca1 O4 C17 -46.6(3) . . . . ? O1 Ca1 O4 C17 -124.6(3) . . . . ? Cl1 Ca1 O4 C17 93.1(3) . . . . ? O8 Ca1 O5 C30 121.2(4) . . . . ? O4 Ca1 O5 C30 -21.3(4) . . . . ? O2 Ca1 O5 C30 -87.7(4) . . . . ? O7 Ca1 O5 C30 57.3(4) . . . . ? O1 Ca1 O5 C30 13.1(5) . . . . ? Cl1 Ca1 O5 C30 -161.4(4) . . . . ? O8 Ca1 O7 C33 34.1(3) . . . . ? O4 Ca1 O7 C33 -131.0(3) . . . . ? O2 Ca1 O7 C33 -79.6(3) . . . . ? O5 Ca1 O7 C33 154.7(3) . . . . ? O1 Ca1 O7 C33 -50.6(3) . . . . ? Cl1 Ca1 O7 C33 92.7(3) . . . . ? O4 Ca1 O8 C46 7.1(5) . . . . ? O2 Ca1 O8 C46 122.4(4) . . . . ? O5 Ca1 O8 C46 -85.7(4) . . . . ? O7 Ca1 O8 C46 -18.3(4) . . . . ? O1 Ca1 O8 C46 59.3(4) . . . . ? Cl1 Ca1 O8 C46 -161.4(4) . . . . ? O8 Ca1 Cl1 Ca1 76.23(8) . . . 2_655 ? O4 Ca1 Cl1 Ca1 -94.88(10) . . . 2_655 ? O2 Ca1 Cl1 Ca1 -163.40(7) . . . 2_655 ? O5 Ca1 Cl1 Ca1 -40.01(7) . . . 2_655 ? O7 Ca1 Cl1 Ca1 21.30(10) . . . 2_655 ? O1 Ca1 Cl1 Ca1 144.73(10) . . . 2_655 ? Ca1 O1 C1 C2 -40.5(5) . . . . ? Ca1 O1 C1 C9 140.8(3) . . . . ? O1 C1 C2 C3 -168.3(3) . . . . ? C9 C1 C2 C3 10.5(5) . . . . ? O1 C1 C2 C14 9.4(6) . . . . ? C9 C1 C2 C14 -171.8(3) . . . . ? C4 N1 C3 C2 -3.4(6) . . . . ? C15 N1 C3 C2 176.2(4) . . . . ? C1 C2 C3 N1 -5.0(6) . . . . ? C14 C2 C3 N1 177.2(3) . . . . ? C3 N1 C4 C9 5.2(5) . . . . ? C15 N1 C4 C9 -174.5(3) . . . . ? C3 N1 C4 C5 -174.0(3) . . . . ? C15 N1 C4 C5 6.4(5) . . . . ? N1 C4 C5 C6 -179.3(3) . . . . ? C9 C4 C5 C6 1.6(6) . . . . ? C4 C5 C6 N2 175.4(3) . . . . ? C4 C5 C6 C7 -1.2(6) . . . . ? C13 N2 C6 C5 122.0(4) . . . . ? C10 N2 C6 C5 -13.1(6) . . . . ? C13 N2 C6 C7 -61.5(5) . . . . ? C10 N2 C6 C7 163.4(4) . . . . ? C5 C6 C7 C8 0.5(6) . . . . ? N2 C6 C7 C8 -176.2(4) . . . . ? C5 C6 C7 F1 177.3(4) . . . . ? N2 C6 C7 F1 0.6(6) . . . . ? F1 C7 C8 C9 -177.1(3) . . . . ? C6 C7 C8 C9 -0.3(6) . . . . ? N1 C4 C9 C8 179.6(3) . . . . ? C5 C4 C9 C8 -1.3(5) . . . . ? N1 C4 C9 C1 1.1(5) . . . . ? C5 C4 C9 C1 -179.7(3) . . . . ? C7 C8 C9 C4 0.6(6) . . . . ? C7 C8 C9 C1 179.1(4) . . . . ? O1 C1 C9 C4 170.0(3) . . . . ? C2 C1 C9 C4 -8.9(5) . . . . ? O1 C1 C9 C8 -8.4(5) . . . . ? C2 C1 C9 C8 172.7(3) . . . . ? C6 N2 C10 C11 -162.2(3) . . . . ? C13 N2 C10 C11 60.2(4) . . . . ? C12 N3 C11 C10 57.6(5) . . . . ? N2 C10 C11 N3 -58.5(4) . . . . ? C11 N3 C12 C13 -56.5(5) . . . . ? C6 N2 C13 C12 161.4(4) . . . . ? C10 N2 C13 C12 -60.6(5) . . . . ? N3 C12 C13 N2 57.9(5) . . . . ? Ca1 O2 C14 O3 178.3(3) . . . . ? Ca1 O2 C14 C2 -1.8(6) . . . . ? C3 C2 C14 O2 -170.0(4) . . . . ? C1 C2 C14 O2 12.3(6) . . . . ? C3 C2 C14 O3 9.9(5) . . . . ? C1 C2 C14 O3 -167.8(4) . . . . ? C3 N1 C15 C16 95.6(4) . . . . ? C4 N1 C15 C16 -84.7(5) . . . . ? Ca1 O4 C17 C18 -39.5(5) . . . . ? Ca1 O4 C17 C25 140.0(3) . . . . ? O4 C17 C18 C19 -166.7(3) . . . . ? C25 C17 C18 C19 13.8(5) . . . . ? O4 C17 C18 C30 10.6(6) . . . . ? C25 C17 C18 C30 -168.9(3) . . . . ? C20 N4 C19 C18 -3.6(6) . . . . ? C31 N4 C19 C18 174.9(4) . . . . ? C17 C18 C19 N4 -7.3(6) . . . . ? C30 C18 C19 N4 175.3(3) . . . . ? C19 N4 C20 C25 6.8(5) . . . . ? C31 N4 C20 C25 -171.7(3) . . . . ? C19 N4 C20 C21 -173.3(3) . . . . ? C31 N4 C20 C21 8.2(5) . . . . ? C25 C20 C21 C22 0.0(5) . . . . ? N4 C20 C21 C22 -179.9(3) . . . . ? C20 C21 C22 C23 0.9(6) . . . . ? C20 C21 C22 N5 177.6(3) . . . . ? C26 N5 C22 C21 -12.8(6) . . . . ? C29 N5 C22 C21 120.9(4) . . . . ? C26 N5 C22 C23 163.8(4) . . . . ? C29 N5 C22 C23 -62.4(5) . . . . ? C21 C22 C23 F2 175.9(4) . . . . ? N5 C22 C23 F2 -0.9(6) . . . . ? C21 C22 C23 C24 -1.6(6) . . . . ? N5 C22 C23 C24 -178.5(4) . . . . ? F2 C23 C24 C25 -176.2(4) . . . . ? C22 C23 C24 C25 1.3(6) . . . . ? C23 C24 C25 C20 -0.2(6) . . . . ? C23 C24 C25 C17 178.6(4) . . . . ? N4 C20 C25 C24 179.5(3) . . . . ? C21 C20 C25 C24 -0.4(5) . . . . ? N4 C20 C25 C17 0.7(5) . . . . ? C21 C20 C25 C17 -179.2(3) . . . . ? O4 C17 C25 C24 -9.2(5) . . . . ? C18 C17 C25 C24 170.3(3) . . . . ? O4 C17 C25 C20 169.6(3) . . . . ? C18 C17 C25 C20 -10.8(5) . . . . ? C22 N5 C26 C27 -166.5(3) . . . . ? C29 N5 C26 C27 58.6(4) . . . . ? C28 N6 C27 C26 58.9(5) . . . . ? N5 C26 C27 N6 -58.0(5) . . . . ? C27 N6 C28 C29 -57.4(5) . . . . ? C22 N5 C29 C28 165.4(4) . . . . ? C26 N5 C29 C28 -58.8(5) . . . . ? N6 C28 C29 N5 56.7(6) . . . . ? Ca1 O5 C30 O6 -170.4(3) . . . . ? Ca1 O5 C30 C18 8.3(6) . . . . ? C19 C18 C30 O5 -176.8(3) . . . . ? C17 C18 C30 O5 6.0(6) . . . . ? C19 C18 C30 O6 2.0(5) . . . . ? C17 C18 C30 O6 -175.3(4) . . . . ? C19 N4 C31 C32 95.5(4) . . . . ? C20 N4 C31 C32 -86.0(5) . . . . ? Ca1 O7 C33 C34 -38.4(5) . . . . ? Ca1 O7 C33 C41 143.1(3) . . . . ? O7 C33 C34 C35 -168.5(4) . . . . ? C41 C33 C34 C35 10.1(5) . . . . ? O7 C33 C34 C46 10.0(6) . . . . ? C41 C33 C34 C46 -171.3(3) . . . . ? C36 N7 C35 C34 -2.2(6) . . . . ? C47 N7 C35 C34 178.0(4) . . . . ? C33 C34 C35 N7 -5.7(6) . . . . ? C46 C34 C35 N7 175.7(4) . . . . ? C35 N7 C36 C41 4.6(5) . . . . ? C47 N7 C36 C41 -175.5(3) . . . . ? C35 N7 C36 C37 -175.3(3) . . . . ? C47 N7 C36 C37 4.5(6) . . . . ? N7 C36 C37 C38 -179.4(4) . . . . ? C41 C36 C37 C38 0.7(6) . . . . ? C36 C37 C38 C39 -0.3(6) . . . . ? C36 C37 C38 N8 177.6(4) . . . . ? C45 N8 C38 C37 119.0(4) . . . . ? C42 N8 C38 C37 -13.8(5) . . . . ? C45 N8 C38 C39 -63.2(5) . . . . ? C42 N8 C38 C39 163.9(4) . . . . ? C37 C38 C39 C40 -0.5(6) . . . . ? N8 C38 C39 C40 -178.4(4) . . . . ? C37 C38 C39 F3 177.5(4) . . . . ? N8 C38 C39 F3 -0.4(6) . . . . ? F3 C39 C40 C41 -177.1(4) . . . . ? C38 C39 C40 C41 0.8(6) . . . . ? N7 C36 C41 C40 179.7(3) . . . . ? C37 C36 C41 C40 -0.3(6) . . . . ? N7 C36 C41 C33 0.7(6) . . . . ? C37 C36 C41 C33 -179.4(4) . . . . ? C39 C40 C41 C36 -0.4(6) . . . . ? C39 C40 C41 C33 178.7(4) . . . . ? O7 C33 C41 C36 170.8(4) . . . . ? C34 C33 C41 C36 -8.0(5) . . . . ? O7 C33 C41 C40 -8.2(6) . . . . ? C34 C33 C41 C40 173.0(4) . . . . ? C38 N8 C42 C43 -167.9(3) . . . . ? C45 N8 C42 C43 58.3(4) . . . . ? C44 N9 C43 C42 62.1(4) . . . . ? N8 C42 C43 N9 -60.6(4) . . . . ? C43 N9 C44 C45 -59.3(5) . . . . ? C38 N8 C45 C44 169.9(4) . . . . ? C42 N8 C45 C44 -56.1(5) . . . . ? N9 C44 C45 N8 55.5(5) . . . . ? Ca1 O8 C46 O9 -175.9(3) . . . . ? Ca1 O8 C46 C34 4.9(6) . . . . ? C35 C34 C46 O8 -174.0(4) . . . . ? C33 C34 C46 O8 7.5(6) . . . . ? C35 C34 C46 O9 6.8(6) . . . . ? C33 C34 C46 O9 -171.7(4) . . . . ? C35 N7 C47 C48 94.1(4) . . . . ? C36 N7 C47 C48 -85.7(5) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.796 _refine_diff_density_min -0.990 _refine_diff_density_rms 0.099