Supplementary Material (ESI) for Organic & Biomolecular Chemistry This journal is (c) The Royal Society of Chemistry 2005 data_global _journal_coden_Cambridge 177 _publ_requested_journal ' Organic & Biomolecular Chemistry' loop_ _publ_author_name 'Jonathan Steed' 'Warwick J. Belcher' 'Muriel Fabre' 'Tamer Farhan' _publ_contact_author_name 'Jonathan Steed' _publ_contact_author_address ; Department of Chemistry University of Durham University Science Laboratories South Road Durham DH1 3LE UNITED KINGDOM ; _publ_contact_author_email JON.STEED@DUR.AC.UK _publ_section_title ; Pyridinium CH***Anion and pi-Stacking Interactions in Modular Tripodal Anion Binding Hosts: ATP binding and Supramolecular Chiral Induction ; # Attachment '1b_C3.CIF' data_tf27 _database_code_depnum_ccdc_archive 'CCDC 289341' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C47 H42 F18 N7 P3' _chemical_formula_weight 1139.79 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' P P 0.1023 0.0942 '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' _symmetry_cell_setting hexagonal _symmetry_space_group_name_H-M P63 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x-y, x, z+1/2' '-y, x-y, z' '-x, -y, z+1/2' '-x+y, -x, z' 'y, -x+y, z+1/2' _cell_length_a 11.9328(2) _cell_length_b 11.9328(2) _cell_length_c 20.0477(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 2472.18(9) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'hexagonal needle' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.531 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1160 _exptl_absorpt_coefficient_mu 0.231 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8931 _exptl_absorpt_correction_T_max 0.9552 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 KappaCCD _diffrn_measurement_method '1.5o phi+omega frames 20 s deg-1' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 6895 _diffrn_reflns_av_R_equivalents 0.0359 _diffrn_reflns_av_sigmaI/netI 0.0471 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.41 _diffrn_reflns_theta_max 27.49 _reflns_number_total 3524 _reflns_number_gt 3134 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius Collect' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSeed (Barbour, 1999)' _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^)+(0.0534P)^2^+0.5760P] 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 0.0088(15) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(11) _refine_ls_number_reflns 3524 _refine_ls_number_parameters 229 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0479 _refine_ls_R_factor_gt 0.0396 _refine_ls_wR_factor_ref 0.0993 _refine_ls_wR_factor_gt 0.0949 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.067 _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 N2 N 0.4136(2) 0.0806(2) 0.40163(11) 0.0324(5) Uani 1 1 d . . . F4 F 0.4104(2) -0.20927(16) 0.05422(8) 0.0551(5) Uani 1 1 d . . . F6 F 0.78935(17) 0.42469(18) -0.03613(10) 0.0504(5) Uani 1 1 d . . . F3 F 0.2846(2) -0.25720(19) 0.14634(9) 0.0500(5) Uani 1 1 d . . . F5 F 0.75671(13) 0.30132(14) 0.05585(9) 0.0380(4) Uani 1 1 d . . . P3 P 0.6667 0.3333 0.00857(7) 0.0337(3) Uani 1 3 d S . . C15 C 0.3920(2) 0.0004(3) 0.28922(14) 0.0346(6) Uani 1 1 d . . . H15 H 0.3370 -0.0436 0.2525 0.041 Uiso 1 1 calc R . . C7 C 0.6912(2) 0.0162(3) 0.22523(13) 0.0293(5) Uani 1 1 d . . . H7 H 0.7250 0.0102 0.2671 0.035 Uiso 1 1 calc R . . C9 C 0.5405(2) 0.0450(2) 0.16011(12) 0.0251(5) Uani 1 1 d . . . H9 H 0.4687 0.0584 0.1566 0.030 Uiso 1 1 calc R . . C10 C 0.5987(2) 0.0339(2) 0.10337(12) 0.0224(5) Uani 1 1 d . . . H10 H 0.5671 0.0401 0.0608 0.027 Uiso 1 1 calc R . . C13 C 0.5419(3) 0.1302(3) 0.39580(13) 0.0307(5) Uani 1 1 d . . . H13 H 0.5953 0.1771 0.4325 0.037 Uiso 1 1 calc R . . C8 C 0.5860(2) 0.0366(2) 0.22271(12) 0.0240(5) Uani 1 1 d . . . C1 C 1.0014(3) 0.2935(3) -0.02136(14) 0.0292(5) Uani 1 1 d . . . H1A H 1.0848 0.3192 -0.0426 0.044 Uiso 1 1 calc R . . H1B H 0.9878 0.3680 -0.0197 0.044 Uiso 1 1 calc R . . H1C H 0.9317 0.2237 -0.0472 0.044 Uiso 1 1 calc R . . C11 C 0.5253(2) 0.0510(2) 0.28474(12) 0.0260(5) Uani 1 1 d . . . C12 C 0.6009(2) 0.1168(2) 0.33923(12) 0.0275(5) Uani 1 1 d . . . H12 H 0.6920 0.1522 0.3379 0.033 Uiso 1 1 calc R . . C14 C 0.3414(3) 0.0160(3) 0.34884(16) 0.0356(6) Uani 1 1 d . . . H14 H 0.2502 -0.0214 0.3522 0.043 Uiso 1 1 calc R . . C2 C 1.0014(2) 0.24597(19) 0.04999(13) 0.0217(4) Uani 1 1 d . . . H2A H 1.0787 0.3122 0.0740 0.026 Uiso 1 1 calc R . . H2B H 0.9238 0.2345 0.0740 0.026 Uiso 1 1 calc R . . C6 C 0.7457(2) 0.0047(2) 0.16763(13) 0.0265(5) Uani 1 1 d . . . H6 H 0.8167 -0.0102 0.1699 0.032 Uiso 1 1 calc R . . C3 C 1.00162(19) 0.11894(19) 0.05020(12) 0.0176(4) Uani 1 1 d . . . N1 N 0.70041(17) 0.01432(18) 0.10768(10) 0.0194(4) Uani 1 1 d . . . C5 C 0.7573(2) 0.0027(2) 0.04273(12) 0.0211(4) Uani 1 1 d . . . C4 C 0.88342(19) 0.0010(2) 0.04981(12) 0.0173(4) Uani 1 1 d . . . P2 P 0.3333 -0.3333 0.10086(5) 0.0257(2) Uani 1 3 d S . . F1 F 1.11083(13) 0.10903(14) 0.34229(8) 0.0294(3) Uani 1 1 d . . . F2 F 1.10841(13) -0.00205(13) 0.24985(7) 0.0279(3) Uani 1 1 d . . . P1 P 1.0000 0.0000 0.29713(5) 0.0199(2) Uani 1 3 d S . . C1S C 0.3333 -0.3333 0.3080(15) 0.242(10) Uiso 1 3 d S . . C2S C 0.2525(18) -0.3071(17) 0.3255(9) 0.092(4) Uiso 0.33 1 d P . . N1S N 0.1768(17) -0.2742(17) 0.3319(8) 0.113(5) Uiso 0.33 1 d P . . 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 N2 0.0399(12) 0.0425(13) 0.0262(12) 0.0089(9) 0.0111(9) 0.0293(11) F4 0.0711(12) 0.0410(9) 0.0320(10) 0.0128(7) 0.0043(9) 0.0122(8) F6 0.0424(10) 0.0445(10) 0.0610(12) 0.0115(9) 0.0163(8) 0.0193(8) F3 0.0745(12) 0.0633(11) 0.0346(9) -0.0095(8) -0.0009(9) 0.0512(11) F5 0.0264(7) 0.0288(7) 0.0606(11) 0.0000(7) -0.0021(7) 0.0152(6) P3 0.0255(4) 0.0255(4) 0.0501(8) 0.000 0.000 0.01273(18) C15 0.0265(12) 0.0513(16) 0.0290(15) -0.0034(12) -0.0004(11) 0.0218(12) C7 0.0293(12) 0.0468(15) 0.0188(12) -0.0006(10) -0.0024(10) 0.0243(11) C9 0.0215(11) 0.0368(13) 0.0227(12) -0.0017(10) -0.0022(9) 0.0188(10) C10 0.0216(10) 0.0292(12) 0.0183(11) 0.0011(9) -0.0008(9) 0.0142(9) C13 0.0385(14) 0.0369(14) 0.0237(13) 0.0001(11) 0.0012(10) 0.0239(12) C8 0.0218(11) 0.0308(12) 0.0214(11) -0.0029(10) -0.0008(9) 0.0146(10) C1 0.0348(13) 0.0310(13) 0.0288(13) 0.0095(11) 0.0069(10) 0.0218(11) C11 0.0253(11) 0.0380(13) 0.0204(13) 0.0002(10) 0.0003(9) 0.0201(10) C12 0.0280(12) 0.0370(13) 0.0224(12) -0.0002(10) 0.0025(10) 0.0199(11) C14 0.0280(13) 0.0532(18) 0.0308(14) 0.0049(12) 0.0062(11) 0.0243(13) C2 0.0248(10) 0.0197(10) 0.0222(12) -0.0002(9) 0.0022(10) 0.0124(8) C6 0.0255(11) 0.0407(13) 0.0202(12) -0.0020(10) -0.0023(9) 0.0219(10) C3 0.0229(9) 0.0191(9) 0.0116(9) -0.0010(8) -0.0006(9) 0.0111(8) N1 0.0174(8) 0.0235(9) 0.0177(9) 0.0006(7) -0.0017(7) 0.0106(7) C5 0.0196(10) 0.0294(11) 0.0178(11) -0.0015(9) 0.0005(9) 0.0149(9) C4 0.0174(9) 0.0232(9) 0.0124(9) -0.0009(9) 0.0009(8) 0.0110(8) P2 0.0289(3) 0.0289(3) 0.0193(5) 0.000 0.000 0.01445(17) F1 0.0260(7) 0.0295(7) 0.0284(8) -0.0069(6) -0.0047(6) 0.0107(6) F2 0.0279(7) 0.0319(8) 0.0260(8) -0.0009(6) 0.0044(6) 0.0165(6) P1 0.0206(3) 0.0206(3) 0.0185(5) 0.000 0.000 0.01032(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 N2 C14 1.339(4) . ? N2 C13 1.342(3) . ? F4 P2 1.5969(17) . ? F6 P3 1.5933(18) . ? F3 P2 1.5882(17) . ? F5 P3 1.6154(17) . ? P3 F6 1.5933(18) 5_665 ? P3 F6 1.5933(18) 3_655 ? P3 F5 1.6154(17) 5_665 ? P3 F5 1.6154(17) 3_655 ? C15 C14 1.393(4) . ? C15 C11 1.394(4) . ? C7 C6 1.366(4) . ? C7 C8 1.394(3) . ? C9 C10 1.373(3) . ? C9 C8 1.391(3) . ? C10 N1 1.349(3) . ? C13 C12 1.385(4) . ? C8 C11 1.492(3) . ? C1 C2 1.539(4) . ? C11 C12 1.383(4) . ? C2 C3 1.517(3) . ? C6 N1 1.346(3) . ? C3 C4 1.398(3) 5_765 ? C3 C4 1.409(3) . ? N1 C5 1.506(3) . ? C5 C4 1.522(3) . ? C4 C3 1.398(3) 3_645 ? P2 F3 1.5882(17) 3_545 ? P2 F3 1.5882(17) 5_655 ? P2 F4 1.5969(17) 3_545 ? P2 F4 1.5969(17) 5_655 ? F1 P1 1.5940(15) . ? F2 P1 1.6137(15) . ? P1 F1 1.5940(15) 5_765 ? P1 F1 1.5940(15) 3_645 ? P1 F2 1.6137(15) 5_765 ? P1 F2 1.6137(15) 3_645 ? C1S C2S 1.205(19) . ? C1S C2S 1.205(19) 5_655 ? C1S C2S 1.205(19) 3_545 ? C2S N1S 1.16(2) . ? C2S C2S 2.00(3) 5_655 ? C2S C2S 2.00(3) 3_545 ? 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 C14 N2 C13 116.7(2) . . ? F6 P3 F6 91.46(12) 5_665 . ? F6 P3 F6 91.46(12) 5_665 3_655 ? F6 P3 F6 91.46(12) . 3_655 ? F6 P3 F5 89.48(9) 5_665 . ? F6 P3 F5 89.98(9) . . ? F6 P3 F5 178.25(12) 3_655 . ? F6 P3 F5 89.98(9) 5_665 5_665 ? F6 P3 F5 178.25(13) . 5_665 ? F6 P3 F5 89.48(9) 3_655 5_665 ? F5 P3 F5 89.05(10) . 5_665 ? F6 P3 F5 178.25(12) 5_665 3_655 ? F6 P3 F5 89.48(9) . 3_655 ? F6 P3 F5 89.98(9) 3_655 3_655 ? F5 P3 F5 89.05(10) . 3_655 ? F5 P3 F5 89.05(10) 5_665 3_655 ? C14 C15 C11 118.3(3) . . ? C6 C7 C8 120.2(2) . . ? C10 C9 C8 120.4(2) . . ? N1 C10 C9 120.4(2) . . ? N2 C13 C12 123.6(2) . . ? C9 C8 C7 117.6(2) . . ? C9 C8 C11 121.0(2) . . ? C7 C8 C11 121.4(2) . . ? C12 C11 C15 118.3(2) . . ? C12 C11 C8 120.5(2) . . ? C15 C11 C8 121.2(2) . . ? C11 C12 C13 119.2(2) . . ? N2 C14 C15 123.9(2) . . ? C3 C2 C1 111.8(2) . . ? N1 C6 C7 121.0(2) . . ? C4 C3 C4 119.1(2) 5_765 . ? C4 C3 C2 121.09(18) 5_765 . ? C4 C3 C2 119.79(18) . . ? C6 N1 C10 120.4(2) . . ? C6 N1 C5 123.04(18) . . ? C10 N1 C5 116.52(18) . . ? N1 C5 C4 114.50(18) . . ? C3 C4 C3 120.9(2) 3_645 . ? C3 C4 C5 119.56(18) 3_645 . ? C3 C4 C5 119.34(18) . . ? F3 P2 F3 90.33(10) . 3_545 ? F3 P2 F3 90.33(10) . 5_655 ? F3 P2 F3 90.33(10) 3_545 5_655 ? F3 P2 F4 89.82(10) . 3_545 ? F3 P2 F4 90.66(10) 3_545 3_545 ? F3 P2 F4 178.99(12) 5_655 3_545 ? F3 P2 F4 90.66(10) . . ? F3 P2 F4 178.99(12) 3_545 . ? F3 P2 F4 89.82(10) 5_655 . ? F4 P2 F4 89.18(10) 3_545 . ? F3 P2 F4 178.99(11) . 5_655 ? F3 P2 F4 89.82(10) 3_545 5_655 ? F3 P2 F4 90.66(10) 5_655 5_655 ? F4 P2 F4 89.18(10) 3_545 5_655 ? F4 P2 F4 89.18(10) . 5_655 ? F1 P1 F1 90.92(9) . 5_765 ? F1 P1 F1 90.92(9) . 3_645 ? F1 P1 F1 90.92(9) 5_765 3_645 ? F1 P1 F2 178.64(11) . 5_765 ? F1 P1 F2 90.10(7) 5_765 5_765 ? F1 P1 F2 89.97(7) 3_645 5_765 ? F1 P1 F2 90.10(7) . . ? F1 P1 F2 89.97(7) 5_765 . ? F1 P1 F2 178.64(10) 3_645 . ? F2 P1 F2 88.99(9) 5_765 . ? F1 P1 F2 89.97(7) . 3_645 ? F1 P1 F2 178.64(11) 5_765 3_645 ? F1 P1 F2 90.10(7) 3_645 3_645 ? F2 P1 F2 88.99(9) 5_765 3_645 ? F2 P1 F2 88.99(9) . 3_645 ? C2S C1S C2S 111.9(16) . 5_655 ? C2S C1S C2S 111.9(16) . 3_545 ? C2S C1S C2S 111.9(16) 5_655 3_545 ? N1S C2S C1S 169(3) . . ? N1S C2S C2S 146(2) . 5_655 ? C1S C2S C2S 34.0(8) . 5_655 ? N1S C2S C2S 153(2) . 3_545 ? C1S C2S C2S 34.0(8) . 3_545 ? C2S C2S C2S 60.000(1) 5_655 3_545 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.584 _refine_diff_density_min -0.351 _refine_diff_density_rms 0.067 # Attachment '1b_polymorph.CIF' data_tf392a _database_code_depnum_ccdc_archive 'CCDC 289342' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C45 H53 F18 N6 O4 P3' _chemical_formula_weight 1176.84 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.1149(15) _cell_length_b 30.678(3) _cell_length_c 15.2165(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.413(5) _cell_angle_gamma 90.00 _cell_volume 5188.4(11) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.507 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2416 _exptl_absorpt_coefficient_mu 0.228 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9558 _exptl_absorpt_correction_T_max 0.9776 _exptl_absorpt_process_details 'Otwinowski & Minor, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 KappaCCD _diffrn_measurement_method '0.5 deg \q & \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 17021 _diffrn_reflns_av_R_equivalents 0.1699 _diffrn_reflns_av_sigmaI/netI 0.2463 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 26.00 _reflns_number_total 8705 _reflns_number_gt 3577 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius Collect' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Xseed (barbour, 1999)' _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^)+(0.1728P)^2^+3.5136P] 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 0.0023(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 8705 _refine_ls_number_parameters 669 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2538 _refine_ls_R_factor_gt 0.1203 _refine_ls_wR_factor_ref 0.3550 _refine_ls_wR_factor_gt 0.2790 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _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 O1S O 0.589(2) 0.0087(6) 0.4858(13) 0.136(7) Uiso 0.50 1 d P . . O2S O 0.5933(14) 0.0056(5) 0.3094(9) 0.084(4) Uiso 0.50 1 d P . . O4S O -0.1528(10) 0.0127(3) 0.2860(6) 0.135(3) Uiso 1 1 d . . . O3S O -0.0930(8) 0.0236(2) 0.4622(5) 0.094(2) Uiso 1 1 d . . . F18 F 0.9769(6) 0.0507(2) 0.8112(4) 0.092(2) Uani 1 1 d . . . F13 F 0.7747(6) 0.05373(19) 0.8307(3) 0.0807(19) Uani 1 1 d . . . F17 F 0.7702(5) 0.11912(18) 0.7664(3) 0.0715(17) Uani 1 1 d . . . F15 F 0.9697(5) 0.11619(19) 0.7465(3) 0.0819(19) Uani 1 1 d . . . F14 F 0.8529(6) 0.06242(18) 0.6953(3) 0.0762(18) Uani 1 1 d . . . F16 F 0.8925(5) 0.10735(19) 0.8812(3) 0.0727(17) Uani 1 1 d . . . P3 P 0.8723(3) 0.08438(9) 0.78820(15) 0.0548(8) Uani 1 1 d . . . C31 C 0.6404(12) 0.1162(5) 0.5370(10) 0.097(5) Uani 1 1 d . . . H31 H 0.6287 0.1005 0.5900 0.116 Uiso 1 1 calc R . . C16 C 0.2905(16) 0.4681(4) 0.8116(6) 0.137(7) Uani 1 1 d . . . H16 H 0.2636 0.4963 0.7948 0.164 Uiso 1 1 calc R . . N4 N 0.6534(9) 0.0943(3) 0.4659(10) 0.091(3) Uani 1 1 d . . . C20 C 0.3815(10) 0.4036(3) 0.7768(5) 0.059(3) Uani 1 1 d . . . H20 H 0.4199 0.3852 0.7354 0.071 Uiso 1 1 calc R . . C32 C 0.6420(10) 0.1596(4) 0.5416(7) 0.076(4) Uani 1 1 d . . . H32 H 0.6302 0.1738 0.5963 0.092 Uiso 1 1 calc R . . C8 C 0.6114(9) 0.4303(3) 0.6190(5) 0.055(3) Uani 1 1 d . . . H8A H 0.5879 0.4384 0.6794 0.066 Uiso 1 1 calc R . . H8B H 0.6694 0.4059 0.6232 0.066 Uiso 1 1 calc R . . C15 C 0.0944(10) 0.4615(3) 0.5409(6) 0.066(3) Uani 1 1 d . . . H15A H 0.1410 0.4879 0.5538 0.099 Uiso 1 1 calc R . . H15B H 0.0142 0.4641 0.5666 0.099 Uiso 1 1 calc R . . H15C H 0.0870 0.4578 0.4772 0.099 Uiso 1 1 calc R . . C21 C 0.2031(9) 0.4062(4) 1.1573(5) 0.061(3) Uani 1 1 d . . . H21 H 0.1670 0.4251 1.1989 0.073 Uiso 1 1 calc R . . C27 C 0.5882(9) 0.2547(4) 0.5276(6) 0.056(3) Uani 1 1 d . . . H27 H 0.5440 0.2388 0.5702 0.067 Uiso 1 1 calc R . . C17 C 0.2710(16) 0.4532(4) 0.8948(6) 0.142(7) Uani 1 1 d . . . H17 H 0.2310 0.4717 0.9354 0.170 Uiso 1 1 calc R . . C10 C 0.6393(8) 0.3712(3) 0.4676(5) 0.049(2) Uani 1 1 d . . . H10A H 0.6601 0.3821 0.4085 0.058 Uiso 1 1 calc R . . H10B H 0.7003 0.3823 0.5097 0.058 Uiso 1 1 calc R . . C9 C 0.6723(10) 0.4689(3) 0.5759(6) 0.077(3) Uani 1 1 d . . . H9A H 0.7032 0.4602 0.5183 0.116 Uiso 1 1 calc R . . H9B H 0.7391 0.4790 0.6131 0.116 Uiso 1 1 calc R . . H9C H 0.6140 0.4926 0.5683 0.116 Uiso 1 1 calc R . . C29 C 0.7245(8) 0.2564(3) 0.4063(5) 0.048(2) Uani 1 1 d . . . H29 H 0.7739 0.2425 0.3640 0.057 Uiso 1 1 calc R . . F10 F 1.0268(6) 0.1946(4) 0.1607(4) 0.157(4) Uani 1 1 d . . . C35 C 0.6724(10) 0.1158(4) 0.3903(9) 0.081(3) Uani 1 1 d . . . H35 H 0.6822 0.0999 0.3372 0.097 Uiso 1 1 calc R . . C41 C 0.0094(9) 0.1265(3) 0.3905(6) 0.051(2) Uani 1 1 d . . . H41 H 0.0126 0.1071 0.3420 0.061 Uiso 1 1 calc R . . C34 C 0.6778(10) 0.1607(4) 0.3889(7) 0.072(3) Uani 1 1 d . . . H34 H 0.6929 0.1756 0.3354 0.087 Uiso 1 1 calc R . . C24 C 0.3074(9) 0.3544(3) 1.0362(5) 0.058(3) Uani 1 1 d . . . H24 H 0.3438 0.3351 0.9954 0.069 Uiso 1 1 calc R . . C11 C 0.4370(9) 0.3595(3) 0.3482(5) 0.055(3) Uani 1 1 d . . . H11A H 0.3655 0.3429 0.3281 0.066 Uiso 1 1 calc R . . H11B H 0.5066 0.3394 0.3504 0.066 Uiso 1 1 calc R . . C2 C 0.4991(9) 0.4149(3) 0.5681(5) 0.046(2) Uani 1 1 d . . . C7 C 0.3698(9) 0.4618(3) 0.6633(5) 0.049(3) Uani 1 1 d . . . H7A H 0.4430 0.4801 0.6660 0.059 Uiso 1 1 calc R . . H7B H 0.3014 0.4810 0.6476 0.059 Uiso 1 1 calc R . . F9 F 0.9124(7) 0.1592(3) 0.0604(4) 0.144(4) Uani 1 1 d . . . C12 C 0.4626(10) 0.3975(4) 0.2841(6) 0.073(3) Uani 1 1 d . . . H12A H 0.3924 0.4168 0.2810 0.109 Uiso 1 1 calc R . . H12B H 0.4792 0.3858 0.2255 0.109 Uiso 1 1 calc R . . H12C H 0.5326 0.4141 0.3051 0.109 Uiso 1 1 calc R . . C22 C 0.2293(8) 0.4221(3) 1.0749(5) 0.051(2) Uani 1 1 d . . . H22 H 0.2093 0.4514 1.0608 0.061 Uiso 1 1 calc R . . C26 C 0.5825(8) 0.2991(4) 0.5269(5) 0.053(3) Uani 1 1 d . . . H26 H 0.5347 0.3137 0.5693 0.063 Uiso 1 1 calc R . . C43 C 0.0427(9) 0.1975(3) 0.4483(6) 0.052(3) Uani 1 1 d . . . C45 C -0.0396(9) 0.1405(3) 0.5322(6) 0.057(3) Uani 1 1 d . . . H45 H -0.0727 0.1311 0.5864 0.068 Uiso 1 1 calc R . . C44 C -0.0013(8) 0.1824(3) 0.5270(6) 0.051(3) Uani 1 1 d . . . H44 H -0.0049 0.2011 0.5768 0.061 Uiso 1 1 calc R . . C28 C 0.6583(9) 0.2321(3) 0.4663(6) 0.053(3) Uani 1 1 d . . . C1 C 0.3851(9) 0.4282(3) 0.5908(5) 0.043(2) Uani 1 1 d . . . C3 C 0.5151(9) 0.3887(3) 0.4932(5) 0.046(2) Uani 1 1 d . . . C40 C 0.1837(9) 0.3054(3) 0.4963(5) 0.054(3) Uani 1 1 d . . . H40 H 0.2284 0.3185 0.5427 0.065 Uiso 1 1 calc R . . C18 C 0.3066(8) 0.4130(3) 0.9219(5) 0.045(2) Uani 1 1 d . . . C30 C 0.7165(8) 0.3016(4) 0.4098(5) 0.055(3) Uani 1 1 d . . . H30 H 0.7639 0.3183 0.3707 0.066 Uiso 1 1 calc R . . C39 C 0.1439(9) 0.2638(3) 0.5052(6) 0.051(3) Uani 1 1 d . . . H39 H 0.1581 0.2488 0.5588 0.061 Uiso 1 1 calc R . . C23 C 0.2838(8) 0.3965(3) 1.0128(5) 0.048(2) Uani 1 1 d . . . C36 C 0.1026(8) 0.3088(3) 0.3556(5) 0.045(2) Uani 1 1 d . . . H36 H 0.0869 0.3246 0.3031 0.055 Uiso 1 1 calc R . . C6 C 0.2838(9) 0.4132(3) 0.5466(5) 0.044(2) Uani 1 1 d . . . F11 F 0.9169(8) 0.1390(2) 0.2003(4) 0.128(3) Uani 1 1 d . . . C14 C 0.1588(9) 0.4219(3) 0.5804(6) 0.059(3) Uani 1 1 d . . . H14A H 0.1637 0.4258 0.6449 0.071 Uiso 1 1 calc R . . H14B H 0.1088 0.3957 0.5690 0.071 Uiso 1 1 calc R . . C42 C 0.0491(8) 0.1679(3) 0.3782(5) 0.046(2) Uani 1 1 d . . . H42 H 0.0807 0.1767 0.3231 0.055 Uiso 1 1 calc R . . C33 C 0.6611(8) 0.1839(3) 0.4662(6) 0.054(3) Uani 1 1 d . . . N1 N 0.3477(7) 0.4428(2) 0.7541(4) 0.050(2) Uani 1 1 d . . . C19 C 0.3611(9) 0.3892(3) 0.8610(5) 0.057(3) Uani 1 1 d . . . H19 H 0.3874 0.3607 0.8764 0.069 Uiso 1 1 calc R . . C37 C 0.0654(9) 0.2664(3) 0.3610(5) 0.048(2) Uani 1 1 d . . . H37 H 0.0269 0.2528 0.3123 0.058 Uiso 1 1 calc R . . F12 F 0.8653(7) 0.2263(2) 0.1012(5) 0.120(3) Uani 1 1 d . . . C25 C 0.2782(9) 0.3398(3) 1.1198(6) 0.055(3) Uani 1 1 d . . . H25 H 0.2957 0.3104 1.1347 0.065 Uiso 1 1 calc R . . C38 C 0.0846(8) 0.2435(3) 0.4394(5) 0.045(2) Uani 1 1 d . . . C5 C 0.2997(9) 0.3893(3) 0.4677(5) 0.046(2) Uani 1 1 d . . . C4 C 0.4145(8) 0.3787(3) 0.4392(5) 0.043(2) Uani 1 1 d . . . N3 N 0.6433(6) 0.3228(2) 0.4672(4) 0.0439(19) Uani 1 1 d . . . N5 N 0.1600(6) 0.3285(2) 0.4212(4) 0.0408(18) Uani 1 1 d . . . N6 N -0.0342(7) 0.1113(2) 0.4665(5) 0.056(2) Uani 1 1 d . . . F8 F 0.7546(6) 0.1693(2) 0.1461(3) 0.0821(19) Uani 1 1 d . . . N2 N 0.2265(7) 0.3653(3) 1.1805(4) 0.056(2) Uani 1 1 d . . . F7 F 0.8679(5) 0.20570(19) 0.2438(3) 0.0750(17) Uani 1 1 d . . . F1 F 0.2827(5) 0.30826(19) 0.7545(4) 0.0778(18) Uani 1 1 d . . . F2 F 0.3052(6) 0.23509(18) 0.7698(4) 0.084(2) Uani 1 1 d . . . F6 F 0.4191(6) 0.28110(19) 0.8511(3) 0.082(2) Uani 1 1 d . . . F5 F 0.3671(5) 0.26876(18) 0.6449(3) 0.0661(16) Uani 1 1 d . . . F3 F 0.5009(5) 0.24115(17) 0.7408(3) 0.0697(17) Uani 1 1 d . . . F4 F 0.4821(5) 0.31384(16) 0.7270(3) 0.0615(15) Uani 1 1 d . . . P2 P 0.8905(3) 0.18322(12) 0.15226(17) 0.0748(10) Uani 1 1 d . . . P1 P 0.3918(3) 0.27430(8) 0.74860(15) 0.0525(8) Uani 1 1 d . . . C13 C 0.1930(9) 0.3760(3) 0.4129(5) 0.051(2) Uani 1 1 d . . . H13A H 0.2103 0.3824 0.3504 0.061 Uiso 1 1 calc R . . H13B H 0.1230 0.3940 0.4301 0.061 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 F18 0.113(6) 0.106(5) 0.059(4) 0.001(3) 0.018(4) 0.034(4) F13 0.098(5) 0.086(4) 0.059(4) 0.006(3) 0.019(3) -0.032(4) F17 0.086(5) 0.076(4) 0.052(3) 0.005(3) 0.004(3) 0.002(3) F15 0.084(5) 0.104(5) 0.058(3) -0.011(3) 0.029(3) -0.030(4) F14 0.111(5) 0.078(4) 0.039(3) -0.011(3) 0.006(3) -0.009(4) F16 0.072(4) 0.110(5) 0.035(3) -0.017(3) 0.007(3) -0.003(4) P3 0.0658(19) 0.0655(18) 0.0333(13) -0.0039(12) 0.0097(12) -0.0036(16) C31 0.099(11) 0.086(11) 0.106(12) 0.025(8) 0.026(9) 0.046(9) C16 0.29(2) 0.088(9) 0.030(6) 0.017(6) 0.041(9) 0.107(12) N4 0.053(7) 0.068(7) 0.152(11) 0.029(8) -0.003(7) -0.009(6) C20 0.101(9) 0.048(6) 0.030(5) 0.006(4) 0.018(5) 0.012(6) C32 0.083(9) 0.091(10) 0.055(7) 0.022(6) 0.023(6) 0.032(7) C8 0.064(7) 0.066(7) 0.036(5) 0.000(4) 0.014(5) -0.010(6) C15 0.080(8) 0.073(7) 0.045(6) 0.010(5) 0.003(5) 0.008(6) C21 0.076(8) 0.076(8) 0.029(5) 0.000(5) 0.010(5) -0.004(6) C27 0.059(7) 0.074(8) 0.035(5) 0.009(5) 0.003(5) -0.009(6) C17 0.28(2) 0.119(11) 0.026(6) 0.011(6) 0.051(9) 0.100(13) C10 0.055(7) 0.059(7) 0.033(5) 0.003(4) 0.007(4) -0.006(5) C9 0.076(8) 0.096(8) 0.060(7) -0.019(6) 0.021(6) -0.033(7) C29 0.054(6) 0.061(7) 0.029(5) -0.006(4) 0.007(4) 0.008(5) F10 0.059(5) 0.372(13) 0.039(4) 0.013(6) -0.002(3) -0.019(7) C35 0.071(9) 0.066(9) 0.105(10) -0.004(7) -0.007(7) -0.010(7) C41 0.064(7) 0.050(6) 0.038(5) 0.004(4) -0.001(5) 0.005(5) C34 0.064(8) 0.090(10) 0.063(7) 0.004(6) -0.009(6) -0.011(7) C24 0.072(8) 0.073(7) 0.028(5) 0.012(5) 0.008(4) 0.013(6) C11 0.064(7) 0.072(7) 0.030(5) -0.010(4) 0.014(4) 0.002(6) C2 0.061(7) 0.052(6) 0.024(4) -0.002(4) 0.005(4) -0.004(5) C7 0.081(8) 0.042(5) 0.024(4) 0.009(4) 0.011(4) -0.002(5) F9 0.126(7) 0.256(10) 0.050(4) -0.059(5) -0.023(4) 0.063(7) C12 0.076(8) 0.109(9) 0.033(5) -0.001(5) 0.011(5) -0.026(7) C22 0.056(7) 0.060(6) 0.036(5) -0.003(4) 0.007(4) 0.007(5) C26 0.041(6) 0.082(8) 0.035(5) -0.003(5) 0.007(4) 0.003(6) C43 0.059(7) 0.058(7) 0.040(5) 0.014(5) -0.004(5) -0.003(6) C45 0.060(7) 0.072(8) 0.039(5) 0.017(5) -0.002(5) 0.006(6) C44 0.061(7) 0.049(6) 0.043(5) 0.009(4) 0.006(5) -0.011(5) C28 0.058(7) 0.054(7) 0.046(6) 0.001(5) -0.002(5) -0.002(6) C1 0.063(7) 0.045(6) 0.019(4) 0.013(4) 0.015(4) 0.005(5) C3 0.057(7) 0.054(6) 0.027(4) 0.008(4) 0.009(4) -0.013(5) C40 0.073(7) 0.060(7) 0.029(5) 0.000(4) -0.008(4) -0.020(6) C18 0.059(6) 0.051(6) 0.027(4) 0.005(4) 0.006(4) 0.009(5) C30 0.045(6) 0.089(8) 0.031(5) -0.003(5) 0.020(4) -0.003(6) C39 0.064(7) 0.056(7) 0.033(5) 0.014(4) 0.005(5) -0.010(5) C23 0.056(6) 0.064(7) 0.025(4) 0.005(4) 0.007(4) 0.004(5) C36 0.053(6) 0.058(7) 0.025(4) -0.002(4) 0.002(4) -0.001(5) C6 0.053(6) 0.056(6) 0.024(4) 0.007(4) 0.013(4) 0.012(5) F11 0.186(9) 0.109(5) 0.088(5) -0.021(4) -0.051(5) 0.055(6) C14 0.068(7) 0.072(7) 0.037(5) -0.009(5) -0.010(5) 0.015(6) C42 0.059(7) 0.044(6) 0.035(5) 0.008(4) 0.008(4) 0.004(5) C33 0.042(6) 0.073(7) 0.047(6) 0.001(5) -0.005(5) -0.001(5) N1 0.072(6) 0.056(5) 0.022(4) -0.002(3) 0.007(4) -0.001(4) C19 0.087(8) 0.045(6) 0.041(5) 0.004(4) 0.021(5) 0.003(6) C37 0.070(7) 0.050(6) 0.025(4) -0.001(4) 0.010(4) -0.010(5) F12 0.120(7) 0.132(6) 0.107(6) 0.058(5) -0.029(5) -0.032(5) C25 0.050(6) 0.070(7) 0.044(5) 0.002(5) -0.007(5) 0.009(5) C38 0.049(6) 0.051(6) 0.035(5) -0.005(4) 0.002(4) -0.004(5) C5 0.048(6) 0.054(6) 0.035(5) 0.004(4) 0.005(4) 0.000(5) C4 0.050(6) 0.055(6) 0.024(4) 0.004(4) 0.000(4) 0.010(5) N3 0.043(5) 0.064(5) 0.026(4) -0.001(3) 0.005(3) 0.001(4) N5 0.053(5) 0.045(5) 0.024(4) 0.000(3) 0.003(3) 0.001(4) N6 0.060(6) 0.053(5) 0.055(5) 0.009(4) -0.010(4) -0.002(4) F8 0.088(5) 0.105(5) 0.053(3) 0.003(3) -0.020(3) -0.022(4) N2 0.069(6) 0.069(6) 0.031(4) 0.001(4) 0.007(4) -0.005(5) F7 0.071(4) 0.102(4) 0.053(3) -0.022(3) -0.001(3) 0.000(4) F1 0.053(4) 0.085(4) 0.095(4) -0.012(3) 0.014(3) 0.005(3) F2 0.112(6) 0.072(4) 0.068(4) -0.015(3) 0.040(4) -0.032(4) F6 0.121(6) 0.095(4) 0.030(3) -0.007(3) 0.011(3) 0.004(4) F5 0.063(4) 0.096(4) 0.039(3) -0.007(3) 0.002(3) -0.008(3) F3 0.078(4) 0.070(4) 0.060(3) 0.010(3) 0.014(3) 0.021(3) F4 0.070(4) 0.062(3) 0.053(3) -0.005(3) 0.010(3) -0.005(3) P2 0.069(2) 0.119(3) 0.0362(15) -0.0079(16) -0.0040(14) -0.001(2) P1 0.0614(19) 0.0611(18) 0.0351(13) -0.0047(11) 0.0119(12) -0.0024(16) C13 0.059(7) 0.054(6) 0.039(5) 0.002(4) 0.003(5) 0.008(5) _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 F18 P3 1.592(7) . ? F13 P3 1.578(6) . ? F17 P3 1.590(6) . ? F15 P3 1.592(6) . ? F14 P3 1.579(5) . ? F16 P3 1.596(5) . ? C31 N4 1.282(15) . ? C31 C32 1.332(15) . ? C16 N1 1.336(12) . ? C16 C17 1.365(13) . ? N4 C35 1.344(14) . ? C20 N1 1.304(11) . ? C20 C19 1.376(11) . ? C32 C33 1.386(12) . ? C8 C9 1.517(12) . ? C8 C2 1.538(12) . ? C15 C14 1.531(12) . ? C21 N2 1.327(11) . ? C21 C22 1.380(11) . ? C27 C26 1.366(13) . ? C27 C28 1.403(12) . ? C17 C18 1.359(13) . ? C10 N3 1.486(11) . ? C10 C3 1.534(12) . ? C29 C30 1.388(12) . ? C29 C28 1.394(12) . ? F10 P2 1.560(7) . ? C35 C34 1.378(14) . ? C41 N6 1.341(10) . ? C41 C42 1.357(12) . ? C34 C33 1.390(13) . ? C24 C23 1.365(12) . ? C24 C25 1.390(11) . ? C11 C4 1.527(10) . ? C11 C12 1.549(12) . ? C2 C1 1.377(12) . ? C2 C3 1.407(11) . ? C7 N1 1.520(9) . ? C7 C1 1.521(11) . ? F9 P2 1.600(6) . ? C22 C23 1.373(11) . ? C26 N3 1.348(11) . ? C43 C44 1.377(11) . ? C43 C42 1.402(12) . ? C43 C38 1.492(12) . ? C45 N6 1.346(11) . ? C45 C44 1.357(12) . ? C28 C33 1.476(13) . ? C1 C6 1.386(12) . ? C3 C4 1.415(12) . ? C40 C39 1.356(12) . ? C40 N5 1.370(10) . ? C18 C19 1.330(11) . ? C18 C23 1.496(10) . ? C30 N3 1.362(10) . ? C39 C38 1.348(12) . ? C36 N5 1.328(10) . ? C36 C37 1.366(11) . ? C6 C5 1.419(11) . ? C6 C14 1.509(12) . ? F11 P2 1.567(8) . ? C37 C38 1.400(11) . ? F12 P2 1.559(7) . ? C25 N2 1.344(11) . ? C5 C4 1.389(12) . ? C5 C13 1.501(12) . ? N5 C13 1.508(10) . ? F8 P2 1.572(7) . ? F7 P2 1.576(5) . ? F1 P1 1.602(6) . ? F2 P1 1.575(6) . ? F6 P1 1.600(5) . ? F5 P1 1.609(5) . ? F3 P1 1.588(6) . ? F4 P1 1.610(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 F13 P3 F14 91.3(3) . . ? F13 P3 F17 89.6(3) . . ? F14 P3 F17 90.4(3) . . ? F13 P3 F18 91.5(4) . . ? F14 P3 F18 90.8(3) . . ? F17 P3 F18 178.4(4) . . ? F13 P3 F15 178.7(4) . . ? F14 P3 F15 89.7(3) . . ? F17 P3 F15 89.6(3) . . ? F18 P3 F15 89.3(4) . . ? F13 P3 F16 89.6(3) . . ? F14 P3 F16 179.0(3) . . ? F17 P3 F16 89.1(3) . . ? F18 P3 F16 89.7(3) . . ? F15 P3 F16 89.5(3) . . ? N4 C31 C32 124.4(13) . . ? N1 C16 C17 119.5(10) . . ? C31 N4 C35 119.0(11) . . ? N1 C20 C19 119.6(8) . . ? C31 C32 C33 119.8(11) . . ? C9 C8 C2 112.7(8) . . ? N2 C21 C22 122.3(9) . . ? C26 C27 C28 121.0(9) . . ? C18 C17 C16 122.5(10) . . ? N3 C10 C3 112.2(7) . . ? C30 C29 C28 118.4(8) . . ? N4 C35 C34 120.6(12) . . ? N6 C41 C42 124.4(8) . . ? C35 C34 C33 119.6(11) . . ? C23 C24 C25 119.9(9) . . ? C4 C11 C12 108.2(7) . . ? C1 C2 C3 119.6(8) . . ? C1 C2 C8 121.8(8) . . ? C3 C2 C8 118.5(8) . . ? N1 C7 C1 114.8(6) . . ? C23 C22 C21 121.3(9) . . ? N3 C26 C27 121.2(8) . . ? C44 C43 C42 117.7(9) . . ? C44 C43 C38 120.6(8) . . ? C42 C43 C38 121.7(8) . . ? N6 C45 C44 124.9(8) . . ? C45 C44 C43 118.8(9) . . ? C29 C28 C27 117.9(9) . . ? C29 C28 C33 121.6(9) . . ? C27 C28 C33 120.4(9) . . ? C2 C1 C6 121.8(8) . . ? C2 C1 C7 119.4(9) . . ? C6 C1 C7 118.8(8) . . ? C2 C3 C4 119.3(8) . . ? C2 C3 C10 121.6(8) . . ? C4 C3 C10 119.1(7) . . ? C39 C40 N5 120.6(8) . . ? C19 C18 C17 114.9(8) . . ? C19 C18 C23 122.7(8) . . ? C17 C18 C23 122.4(8) . . ? N3 C30 C29 122.7(8) . . ? C38 C39 C40 121.3(8) . . ? C24 C23 C22 116.6(8) . . ? C24 C23 C18 121.8(8) . . ? C22 C23 C18 121.4(8) . . ? N5 C36 C37 122.2(8) . . ? C1 C6 C5 118.4(8) . . ? C1 C6 C14 121.6(8) . . ? C5 C6 C14 120.0(9) . . ? C6 C14 C15 115.7(8) . . ? C41 C42 C43 118.8(8) . . ? C32 C33 C34 116.5(10) . . ? C32 C33 C28 122.3(9) . . ? C34 C33 C28 121.1(9) . . ? C20 N1 C16 120.0(7) . . ? C20 N1 C7 123.1(7) . . ? C16 N1 C7 116.9(8) . . ? C18 C19 C20 123.4(9) . . ? C36 C37 C38 119.0(8) . . ? N2 C25 C24 123.0(9) . . ? C39 C38 C37 118.1(8) . . ? C39 C38 C43 121.4(8) . . ? C37 C38 C43 120.5(8) . . ? C4 C5 C6 120.3(9) . . ? C4 C5 C13 119.2(8) . . ? C6 C5 C13 120.5(8) . . ? C5 C4 C3 119.5(8) . . ? C5 C4 C11 121.9(8) . . ? C3 C4 C11 118.4(8) . . ? C26 N3 C30 118.7(8) . . ? C26 N3 C10 121.3(7) . . ? C30 N3 C10 119.9(7) . . ? C36 N5 C40 118.6(7) . . ? C36 N5 C13 119.6(7) . . ? C40 N5 C13 121.8(7) . . ? C41 N6 C45 115.2(8) . . ? C21 N2 C25 116.9(8) . . ? F12 P2 F10 91.2(5) . . ? F12 P2 F11 177.9(5) . . ? F10 P2 F11 88.7(5) . . ? F12 P2 F8 91.8(4) . . ? F10 P2 F8 177.0(5) . . ? F11 P2 F8 88.3(4) . . ? F12 P2 F7 92.3(4) . . ? F10 P2 F7 89.4(4) . . ? F11 P2 F7 89.8(4) . . ? F8 P2 F7 90.7(3) . . ? F12 P2 F9 89.0(5) . . ? F10 P2 F9 91.2(4) . . ? F11 P2 F9 88.9(4) . . ? F8 P2 F9 88.6(4) . . ? F7 P2 F9 178.5(5) . . ? F2 P1 F3 89.7(3) . . ? F2 P1 F1 91.2(3) . . ? F3 P1 F1 178.8(3) . . ? F2 P1 F6 90.7(3) . . ? F3 P1 F6 90.9(3) . . ? F1 P1 F6 89.9(3) . . ? F2 P1 F5 91.2(3) . . ? F3 P1 F5 89.1(3) . . ? F1 P1 F5 90.0(3) . . ? F6 P1 F5 178.1(3) . . ? F2 P1 F4 179.1(4) . . ? F3 P1 F4 89.4(3) . . ? F1 P1 F4 89.7(3) . . ? F6 P1 F4 89.2(3) . . ? F5 P1 F4 88.9(3) . . ? C5 C13 N5 114.0(7) . . ? 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 C32 C31 N4 C35 1(2) . . . . ? N4 C31 C32 C33 -1(2) . . . . ? N1 C16 C17 C18 -1(3) . . . . ? C31 N4 C35 C34 -0.1(18) . . . . ? N4 C35 C34 C33 -1.2(17) . . . . ? C9 C8 C2 C1 -96.5(10) . . . . ? C9 C8 C2 C3 79.6(10) . . . . ? N2 C21 C22 C23 -1.4(15) . . . . ? C28 C27 C26 N3 0.4(14) . . . . ? N6 C45 C44 C43 2.5(15) . . . . ? C42 C43 C44 C45 -2.0(14) . . . . ? C38 C43 C44 C45 179.4(9) . . . . ? C30 C29 C28 C27 -0.7(14) . . . . ? C30 C29 C28 C33 179.4(8) . . . . ? C26 C27 C28 C29 1.7(14) . . . . ? C26 C27 C28 C33 -178.4(9) . . . . ? C3 C2 C1 C6 5.9(12) . . . . ? C8 C2 C1 C6 -178.0(8) . . . . ? C3 C2 C1 C7 -171.1(7) . . . . ? C8 C2 C1 C7 5.0(11) . . . . ? N1 C7 C1 C2 -94.6(9) . . . . ? N1 C7 C1 C6 88.3(10) . . . . ? C1 C2 C3 C4 4.1(12) . . . . ? C8 C2 C3 C4 -172.1(8) . . . . ? C1 C2 C3 C10 -177.0(7) . . . . ? C8 C2 C3 C10 6.8(12) . . . . ? N3 C10 C3 C2 118.9(8) . . . . ? N3 C10 C3 C4 -62.2(9) . . . . ? C16 C17 C18 C19 0(2) . . . . ? C16 C17 C18 C23 -179.2(15) . . . . ? C28 C29 C30 N3 -2.5(14) . . . . ? N5 C40 C39 C38 2.8(15) . . . . ? C25 C24 C23 C22 -1.1(14) . . . . ? C25 C24 C23 C18 -176.2(9) . . . . ? C21 C22 C23 C24 1.7(14) . . . . ? C21 C22 C23 C18 176.8(9) . . . . ? C19 C18 C23 C24 -6.4(15) . . . . ? C17 C18 C23 C24 172.3(13) . . . . ? C19 C18 C23 C22 178.8(9) . . . . ? C17 C18 C23 C22 -2.5(17) . . . . ? C2 C1 C6 C5 -10.1(12) . . . . ? C7 C1 C6 C5 166.9(7) . . . . ? C2 C1 C6 C14 169.9(8) . . . . ? C7 C1 C6 C14 -13.2(12) . . . . ? C1 C6 C14 C15 95.7(10) . . . . ? C5 C6 C14 C15 -84.3(11) . . . . ? N6 C41 C42 C43 -1.4(15) . . . . ? C44 C43 C42 C41 1.5(13) . . . . ? C38 C43 C42 C41 -179.9(9) . . . . ? C31 C32 C33 C34 -0.1(16) . . . . ? C31 C32 C33 C28 177.0(11) . . . . ? C35 C34 C33 C32 1.3(15) . . . . ? C35 C34 C33 C28 -175.9(10) . . . . ? C29 C28 C33 C32 151.9(10) . . . . ? C27 C28 C33 C32 -27.9(15) . . . . ? C29 C28 C33 C34 -31.1(14) . . . . ? C27 C28 C33 C34 149.1(10) . . . . ? C19 C20 N1 C16 -2.0(17) . . . . ? C19 C20 N1 C7 178.2(9) . . . . ? C17 C16 N1 C20 2(2) . . . . ? C17 C16 N1 C7 -178.3(14) . . . . ? C1 C7 N1 C20 24.2(13) . . . . ? C1 C7 N1 C16 -155.6(11) . . . . ? C17 C18 C19 C20 0.4(17) . . . . ? C23 C18 C19 C20 179.2(10) . . . . ? N1 C20 C19 C18 0.8(17) . . . . ? N5 C36 C37 C38 2.2(14) . . . . ? C23 C24 C25 N2 0.2(15) . . . . ? C40 C39 C38 C37 0.2(14) . . . . ? C40 C39 C38 C43 178.9(9) . . . . ? C36 C37 C38 C39 -2.7(13) . . . . ? C36 C37 C38 C43 178.7(8) . . . . ? C44 C43 C38 C39 37.6(14) . . . . ? C42 C43 C38 C39 -140.9(10) . . . . ? C44 C43 C38 C37 -143.7(9) . . . . ? C42 C43 C38 C37 37.7(13) . . . . ? C1 C6 C5 C4 4.2(12) . . . . ? C14 C6 C5 C4 -175.7(8) . . . . ? C1 C6 C5 C13 -174.2(8) . . . . ? C14 C6 C5 C13 5.9(12) . . . . ? C6 C5 C4 C3 5.6(12) . . . . ? C13 C5 C4 C3 -176.0(8) . . . . ? C6 C5 C4 C11 -170.1(8) . . . . ? C13 C5 C4 C11 8.3(13) . . . . ? C2 C3 C4 C5 -9.7(12) . . . . ? C10 C3 C4 C5 171.3(8) . . . . ? C2 C3 C4 C11 166.1(8) . . . . ? C10 C3 C4 C11 -12.8(11) . . . . ? C12 C11 C4 C5 92.1(10) . . . . ? C12 C11 C4 C3 -83.6(10) . . . . ? C27 C26 N3 C30 -3.5(13) . . . . ? C27 C26 N3 C10 -178.6(8) . . . . ? C29 C30 N3 C26 4.7(13) . . . . ? C29 C30 N3 C10 179.8(8) . . . . ? C3 C10 N3 C26 -36.5(11) . . . . ? C3 C10 N3 C30 148.4(8) . . . . ? C37 C36 N5 C40 0.8(13) . . . . ? C37 C36 N5 C13 -176.8(8) . . . . ? C39 C40 N5 C36 -3.3(13) . . . . ? C39 C40 N5 C13 174.3(8) . . . . ? C42 C41 N6 C45 1.6(14) . . . . ? C44 C45 N6 C41 -2.2(14) . . . . ? C22 C21 N2 C25 0.4(14) . . . . ? C24 C25 N2 C21 0.2(14) . . . . ? C4 C5 C13 N5 77.6(10) . . . . ? C6 C5 C13 N5 -104.0(9) . . . . ? C36 N5 C13 C5 -154.0(8) . . . . ? C40 N5 C13 C5 28.4(11) . . . . ? _diffrn_measured_fraction_theta_max 0.854 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.854 _refine_diff_density_max 1.337 _refine_diff_density_min -0.447 _refine_diff_density_rms 0.116 # Attachment '1c.CIF' data_tf44a _database_code_depnum_ccdc_archive 'CCDC 289343' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C60 H64 F12 N6 O7 P2' _chemical_formula_weight 1271.11 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M Cc 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' _cell_length_a 9.8279(2) _cell_length_b 30.0349(10) _cell_length_c 20.0581(6) _cell_angle_alpha 90.00 _cell_angle_beta 99.280(2) _cell_angle_gamma 90.00 _cell_volume 5843.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.445 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2640 _exptl_absorpt_coefficient_mu 0.172 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9344 _exptl_absorpt_correction_T_max 0.9664 _exptl_absorpt_process_details 'Otwinowski & Minor, 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 KappaCCD _diffrn_measurement_method '1.5o \q & \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 18382 _diffrn_reflns_av_R_equivalents 0.0389 _diffrn_reflns_av_sigmaI/netI 0.0629 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.78 _diffrn_reflns_theta_max 25.99 _reflns_number_total 10607 _reflns_number_gt 8767 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius Collect' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSeed (Barbour, 1999)' _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^)+(0.0545P)^2^+6.1493P] 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 riding _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00148(19) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.09(9) _refine_ls_number_reflns 10607 _refine_ls_number_parameters 843 _refine_ls_number_restraints 74 _refine_ls_R_factor_all 0.0681 _refine_ls_R_factor_gt 0.0515 _refine_ls_wR_factor_ref 0.1210 _refine_ls_wR_factor_gt 0.1123 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.005 _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 F3A F 0.1890(14) 0.6290(3) 0.8568(5) 0.114(4) Uani 0.467(7) 1 d PU A 2 F2A F 0.1459(12) 0.5973(3) 0.7561(5) 0.100(3) Uani 0.467(7) 1 d PU A 2 F1A F -0.0033(13) 0.6514(3) 0.7204(5) 0.109(4) Uani 0.467(7) 1 d PU A 2 F6A F -0.0246(7) 0.6087(3) 0.8056(4) 0.080(2) Uani 0.467(7) 1 d PU A 2 F4A F 0.0428(8) 0.6821(2) 0.8228(4) 0.074(2) Uani 0.467(7) 1 d PU A 2 F6 F 0.0057(8) 0.5953(2) 0.7549(5) 0.107(3) Uani 0.533(7) 1 d PU A 1 F4 F -0.0428(6) 0.6667(2) 0.7735(4) 0.082(2) Uani 0.533(7) 1 d PU A 1 F2 F 0.2246(7) 0.6096(3) 0.7819(4) 0.085(2) Uani 0.533(7) 1 d PU A 1 F1 F 0.0882(6) 0.65037(19) 0.7017(3) 0.0601(16) Uani 0.533(7) 1 d PU A 1 F5 F 0.1800(10) 0.6821(3) 0.7935(4) 0.087(3) Uani 0.533(7) 1 d PU A 1 F3 F 0.0983(8) 0.6293(3) 0.8576(4) 0.083(2) Uani 0.533(7) 1 d PU A 1 F9 F 0.6822(4) 0.57182(11) 0.44816(16) 0.0980(12) Uani 1 1 d . . . O2S O -0.7442(3) 0.43713(8) 0.98100(16) 0.0475(7) Uani 1 1 d . . . O1S O -0.5393(3) 0.48855(9) 1.06116(15) 0.0468(7) Uani 1 1 d . . . O3S O -0.8599(3) 0.43289(10) 1.10356(14) 0.0489(7) Uani 1 1 d . . . O4S O -0.7628(3) 0.50176(8) 1.19245(13) 0.0388(6) Uani 1 1 d . . . C57 C -0.3975(4) 0.67785(17) 1.3298(2) 0.0525(12) Uani 1 1 d . . . H57 H -0.3543 0.6845 1.3745 0.063 Uiso 1 1 calc R . . C56 C -0.4258(4) 0.71127(16) 1.2848(2) 0.0455(10) Uani 1 1 d . . . H56 H -0.4013 0.7409 1.2981 0.055 Uiso 1 1 calc R . . C52 C -0.6297(4) 0.76126(14) 1.0557(2) 0.0427(10) Uani 1 1 d . . . H52 H -0.6111 0.7914 1.0681 0.051 Uiso 1 1 calc R . . C59 C -0.4927(4) 0.62342(13) 1.24813(17) 0.0356(8) Uani 1 1 d . . . H59 H -0.5156 0.5933 1.2369 0.043 Uiso 1 1 calc R . . C55 C -0.4928(3) 0.70241(12) 1.21674(18) 0.0319(8) Uani 1 1 d . . . C51 C -0.6931(4) 0.75131(15) 0.9927(2) 0.0487(11) Uani 1 1 d . . . H51 H -0.7192 0.7748 0.9615 0.058 Uiso 1 1 calc R . . C49 C -0.6857(3) 0.67249(14) 1.01580(18) 0.0355(8) Uani 1 1 d . . . H49 H -0.7041 0.6427 1.0011 0.043 Uiso 1 1 calc R . . C58 C -0.4303(4) 0.63335(16) 1.3121(2) 0.0486(11) Uani 1 1 d . . . H58 H -0.4090 0.6103 1.3445 0.058 Uiso 1 1 calc R . . C60 C -0.5248(3) 0.65677(11) 1.19755(17) 0.0268(7) Uani 1 1 d . . . C54 C -0.5259(3) 0.73571(12) 1.1697(2) 0.0358(8) Uani 1 1 d . . . H54 H -0.5044 0.7657 1.1824 0.043 Uiso 1 1 calc R . . C50 C -0.7213(4) 0.70713(15) 0.9720(2) 0.0435(10) Uani 1 1 d . . . H50 H -0.7657 0.7012 0.9273 0.052 Uiso 1 1 calc R . . C48 C -0.6204(3) 0.68110(11) 1.08384(17) 0.0254(7) Uani 1 1 d . . . C53 C -0.5902(3) 0.72658(12) 1.10413(19) 0.0316(8) Uani 1 1 d . . . C47 C -0.5872(3) 0.64679(11) 1.13109(16) 0.0242(7) Uani 1 1 d . . . O2 O -0.7230(2) 0.58252(8) 1.13450(12) 0.0335(5) Uani 1 1 d . . . C46 C -0.6202(3) 0.59889(11) 1.11240(16) 0.0263(7) Uani 1 1 d . . . O1 O -0.5434(2) 0.57928(8) 1.07818(12) 0.0336(6) Uani 1 1 d . . . C14 C -0.1542(4) 0.49426(12) 0.70968(17) 0.0327(8) Uani 1 1 d . . . H14A H -0.0537 0.4924 0.7096 0.039 Uiso 1 1 calc R . . H14B H -0.1929 0.5162 0.6749 0.039 Uiso 1 1 calc R . . C15 C -0.2192(4) 0.44861(13) 0.6910(2) 0.0412(9) Uani 1 1 d . . . H15A H -0.3198 0.4511 0.6854 0.062 Uiso 1 1 calc R . . H15B H -0.1872 0.4273 0.7271 0.062 Uiso 1 1 calc R . . H15C H -0.1921 0.4383 0.6487 0.062 Uiso 1 1 calc R . . C44 C 0.2067(4) 0.27576(12) 0.80697(18) 0.0344(8) Uani 1 1 d . . . H44 H 0.2808 0.2930 0.7958 0.041 Uiso 1 1 calc R . . C21 C -0.4463(4) 0.78985(14) 0.6277(2) 0.0413(9) Uani 1 1 d . . . H21 H -0.3791 0.8077 0.6113 0.050 Uiso 1 1 calc R . . C1 C -0.3065(3) 0.52896(11) 0.78610(16) 0.0264(7) Uani 1 1 d . . . C45 C 0.2175(4) 0.23058(13) 0.81167(18) 0.0391(9) Uani 1 1 d . . . H45 H 0.3004 0.2173 0.8026 0.047 Uiso 1 1 calc R . . C12 C 0.1211(3) 0.55015(12) 0.97191(19) 0.0356(8) Uani 1 1 d . . . H12A H 0.0796 0.5774 0.9864 0.053 Uiso 1 1 calc R . . H12B H 0.1558 0.5557 0.9295 0.053 Uiso 1 1 calc R . . H12C H 0.1975 0.5409 1.0068 0.053 Uiso 1 1 calc R . . C35 C -0.3034(4) 0.82151(12) 0.99939(18) 0.0333(8) Uani 1 1 d . . . H35 H -0.3794 0.8385 1.0091 0.040 Uiso 1 1 calc R . . C9 C -0.5660(4) 0.52341(16) 0.8736(2) 0.0502(11) Uani 1 1 d . . . H9A H -0.5232 0.5083 0.9151 0.075 Uiso 1 1 calc R . . H9B H -0.5789 0.5021 0.8361 0.075 Uiso 1 1 calc R . . H9C H -0.6556 0.5355 0.8800 0.075 Uiso 1 1 calc R . . C8 C -0.4723(3) 0.56153(12) 0.85763(18) 0.0324(8) Uani 1 1 d . . . H8A H -0.5149 0.5766 0.8155 0.039 Uiso 1 1 calc R . . H8B H -0.4622 0.5837 0.8947 0.039 Uiso 1 1 calc R . . C11 C 0.0119(3) 0.51315(11) 0.96101(16) 0.0288(7) Uani 1 1 d . . . H11A H 0.0585 0.4844 0.9560 0.035 Uiso 1 1 calc R . . H11B H -0.0328 0.5111 1.0018 0.035 Uiso 1 1 calc R . . C23 C -0.5188(3) 0.71753(12) 0.65767(16) 0.0292(7) Uani 1 1 d . . . C31 C -0.0859(4) 0.81833(12) 0.9746(2) 0.0370(8) Uani 1 1 d . . . H31 H -0.0049 0.8331 0.9660 0.044 Uiso 1 1 calc R . . C34 C -0.3145(3) 0.77586(11) 0.99886(18) 0.0303(8) Uani 1 1 d . . . H34 H -0.3967 0.7621 1.0078 0.036 Uiso 1 1 calc R . . N6 N 0.1193(3) 0.20332(10) 0.82813(15) 0.0370(7) Uani 1 1 d . . . C2 C -0.3313(3) 0.54390(11) 0.84928(16) 0.0252(7) Uani 1 1 d . . . C16 C -0.3362(3) 0.60967(12) 0.70530(17) 0.0303(8) Uani 1 1 d . . . H16 H -0.2447 0.5993 0.7194 0.036 Uiso 1 1 calc R . . C42 C -0.0179(3) 0.26880(12) 0.83480(18) 0.0316(8) Uani 1 1 d . . . H42 H -0.1026 0.2811 0.8432 0.038 Uiso 1 1 calc R . . C20 C -0.5725(3) 0.59476(12) 0.68075(18) 0.0329(8) Uani 1 1 d . . . H20 H -0.6461 0.5739 0.6771 0.039 Uiso 1 1 calc R . . C18 C -0.4933(3) 0.66898(12) 0.66888(16) 0.0288(7) Uani 1 1 d . . . C33 C -0.2047(3) 0.74980(11) 0.98509(17) 0.0265(7) Uani 1 1 d . . . C30 C -0.3211(3) 0.63225(11) 1.01059(16) 0.0265(7) Uani 1 1 d . . . H30 H -0.3850 0.6172 1.0334 0.032 Uiso 1 1 calc R . . C4 C -0.0993(3) 0.52013(10) 0.89951(16) 0.0224(6) Uani 1 1 d . . . C24 C -0.6373(3) 0.73810(12) 0.67227(17) 0.0313(8) Uani 1 1 d . . . H24 H -0.7082 0.7209 0.6869 0.038 Uiso 1 1 calc R . . C28 C -0.2145(3) 0.70071(11) 0.98258(15) 0.0227(7) Uani 1 1 d . . . C7 C -0.4189(3) 0.53374(12) 0.72486(16) 0.0309(8) Uani 1 1 d . . . H7A H -0.3930 0.5162 0.6870 0.037 Uiso 1 1 calc R . . H7B H -0.5058 0.5212 0.7358 0.037 Uiso 1 1 calc R . . C25 C -0.6512(3) 0.78350(13) 0.66538(18) 0.0343(8) Uani 1 1 d . . . H25 H -0.7320 0.7969 0.6767 0.041 Uiso 1 1 calc R . . C26 C -0.1498(3) 0.62992(11) 0.94200(16) 0.0239(7) Uani 1 1 d . . . H26 H -0.0952 0.6132 0.9160 0.029 Uiso 1 1 calc R . . C36 C -0.0146(3) 0.41289(11) 0.85863(17) 0.0288(7) Uani 1 1 d . . . H36 H -0.0701 0.4274 0.8867 0.035 Uiso 1 1 calc R . . C29 C -0.3094(3) 0.67723(11) 1.01489(17) 0.0275(7) Uani 1 1 d . . . H29 H -0.3667 0.6933 1.0403 0.033 Uiso 1 1 calc R . . C39 C 0.1424(3) 0.37173(12) 0.77670(18) 0.0310(8) Uani 1 1 d . . . H39 H 0.1956 0.3580 0.7469 0.037 Uiso 1 1 calc R . . C10 C -0.2514(3) 0.55903(10) 0.97248(15) 0.0242(7) Uani 1 1 d . . . H10A H -0.3441 0.5499 0.9807 0.029 Uiso 1 1 calc R . . H10B H -0.1826 0.5466 1.0092 0.029 Uiso 1 1 calc R . . C37 C -0.0098(3) 0.36752(11) 0.85718(17) 0.0280(7) Uani 1 1 d . . . H37 H -0.0629 0.3508 0.8839 0.034 Uiso 1 1 calc R . . C22 C -0.4230(3) 0.74481(13) 0.63346(19) 0.0358(8) Uani 1 1 d . . . H22 H -0.3419 0.7323 0.6210 0.043 Uiso 1 1 calc R . . C6 C -0.1791(3) 0.51046(11) 0.77824(16) 0.0256(7) Uani 1 1 d . . . C3 C -0.2265(3) 0.54018(10) 0.90558(15) 0.0227(6) Uani 1 1 d . . . C19 C -0.6000(3) 0.63831(13) 0.66340(17) 0.0328(8) Uani 1 1 d . . . H19 H -0.6920 0.6475 0.6476 0.039 Uiso 1 1 calc R . . C13 C 0.0621(3) 0.48708(11) 0.82803(17) 0.0266(7) Uani 1 1 d . . . H13A H 0.0928 0.5003 0.7878 0.032 Uiso 1 1 calc R . . H13B H 0.1303 0.4953 0.8681 0.032 Uiso 1 1 calc R . . C32 C -0.0872(3) 0.77237(12) 0.97339(19) 0.0330(8) Uani 1 1 d . . . H32 H -0.0087 0.7563 0.9647 0.040 Uiso 1 1 calc R . . C5 C -0.0766(3) 0.50624(10) 0.83559(16) 0.0236(7) Uani 1 1 d . . . N4 N -0.1912(3) 0.84331(10) 0.98694(15) 0.0338(7) Uani 1 1 d . . . C41 C 0.0032(4) 0.22304(12) 0.83850(18) 0.0360(8) Uani 1 1 d . . . H41 H -0.0694 0.2048 0.8490 0.043 Uiso 1 1 calc R . . N1 N -0.4428(3) 0.58104(10) 0.70292(13) 0.0283(6) Uani 1 1 d . . . C38 C 0.0718(3) 0.34542(11) 0.81717(17) 0.0261(7) Uani 1 1 d . . . C27 C -0.1338(3) 0.67514(10) 0.94652(16) 0.0249(7) Uani 1 1 d . . . H27 H -0.0664 0.6892 0.9247 0.030 Uiso 1 1 calc R . . N5 N 0.0584(3) 0.43731(9) 0.82085(13) 0.0251(6) Uani 1 1 d . . . N3 N -0.2417(3) 0.60879(9) 0.97378(13) 0.0228(6) Uani 1 1 d . . . P1 P 0.09349(9) 0.63868(3) 0.78348(5) 0.0357(2) Uani 1 1 d . . . F8 F 0.7583(3) 0.54292(10) 0.54915(17) 0.0840(10) Uani 1 1 d . . . F7 F 0.8316(3) 0.61059(14) 0.58641(15) 0.0921(11) Uani 1 1 d . . . F10 F 0.7508(3) 0.63954(9) 0.48110(19) 0.0779(9) Uani 1 1 d . . . F12 F 0.6095(3) 0.59932(10) 0.53947(19) 0.0807(9) Uani 1 1 d . . . P2 P 0.75423(10) 0.59238(3) 0.51745(5) 0.0385(2) Uani 1 1 d . . . C43 C 0.0853(3) 0.29636(11) 0.81877(16) 0.0276(7) Uani 1 1 d . . . C17 C -0.3585(3) 0.65343(12) 0.68765(16) 0.0309(8) Uani 1 1 d . . . H17 H -0.2827 0.6731 0.6882 0.037 Uiso 1 1 calc R . . H4S1 H -0.8126 0.4789 1.1652 0.037 Uiso 1 1 d R . . H5S1 H -0.9228 0.5954 1.1014 0.037 Uiso 1 1 d R . . H2S1 H -0.6732 0.4513 0.9976 0.037 Uiso 1 1 d R . . H3S1 H -0.9456 0.4215 1.0919 0.037 Uiso 1 1 d R . . H5S2 H -1.0337 0.6189 1.1281 0.037 Uiso 1 1 d R . . H42S H -0.7304 0.5232 1.1551 0.037 Uiso 1 1 d R . . H1S1 H -0.5681 0.5225 1.0657 0.037 Uiso 1 1 d R . . H3S2 H -0.8292 0.4387 1.0547 0.037 Uiso 1 1 d R . . H2S2 H -0.7296 0.4019 0.9866 0.037 Uiso 1 1 d R . . O5S O -1.0125(3) 0.60090(9) 1.09352(14) 0.0444(7) Uani 1 1 d . . . N2 N -0.5578(3) 0.81000(10) 0.64365(15) 0.0360(7) Uani 1 1 d . . . C40 C 0.1356(3) 0.41726(11) 0.77966(16) 0.0266(7) Uani 1 1 d . . . H40 H 0.1856 0.4348 0.7525 0.032 Uiso 1 1 calc R . . F5A F 0.2089(10) 0.6691(4) 0.7695(6) 0.096(4) Uani 0.467(7) 1 d PU A 2 F11 F 0.9007(3) 0.58426(11) 0.49568(13) 0.0788(10) Uani 1 1 d . . . H1S2 H -0.4500 0.4829 1.0533 0.095 Uiso 1 1 d 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 F3A 0.160(8) 0.075(5) 0.083(5) 0.013(4) -0.053(6) 0.000(5) F2A 0.118(7) 0.063(4) 0.125(6) -0.046(4) 0.040(5) 0.019(5) F1A 0.120(7) 0.105(6) 0.084(6) 0.023(5) -0.044(6) -0.032(5) F6A 0.073(4) 0.093(5) 0.087(5) -0.019(4) 0.049(4) -0.054(3) F4A 0.085(5) 0.058(4) 0.089(5) -0.029(3) 0.042(4) 0.010(3) F6 0.095(5) 0.054(4) 0.166(7) 0.008(4) 0.001(5) -0.021(3) F4 0.052(3) 0.105(5) 0.096(5) 0.016(4) 0.031(3) 0.047(3) F2 0.056(4) 0.119(6) 0.082(4) 0.023(4) 0.021(3) 0.056(4) F1 0.048(3) 0.078(4) 0.049(3) 0.009(2) -0.007(2) 0.008(3) F5 0.109(6) 0.059(4) 0.083(5) 0.003(4) -0.015(4) -0.039(4) F3 0.076(4) 0.132(5) 0.055(4) 0.037(3) 0.051(4) 0.022(4) F9 0.149(3) 0.075(2) 0.0537(17) 0.0041(16) -0.0323(19) -0.025(2) O2S 0.0418(15) 0.0295(15) 0.0692(19) -0.0021(13) 0.0030(14) 0.0030(11) O1S 0.0522(16) 0.0349(15) 0.0537(17) -0.0084(13) 0.0096(13) 0.0045(12) O3S 0.0333(14) 0.0604(19) 0.0500(17) 0.0015(14) -0.0020(12) -0.0033(12) O4S 0.0487(15) 0.0334(14) 0.0374(14) 0.0026(11) 0.0161(12) 0.0056(11) C57 0.037(2) 0.091(4) 0.030(2) -0.016(2) 0.0032(17) -0.013(2) C56 0.033(2) 0.069(3) 0.036(2) -0.024(2) 0.0124(17) -0.0150(18) C52 0.0299(19) 0.041(2) 0.062(3) 0.0170(19) 0.0212(19) 0.0100(15) C59 0.0308(18) 0.048(2) 0.0281(19) 0.0044(16) 0.0054(15) -0.0030(16) C55 0.0219(16) 0.044(2) 0.0326(19) -0.0085(16) 0.0112(14) -0.0032(14) C51 0.035(2) 0.059(3) 0.056(3) 0.035(2) 0.018(2) 0.0137(18) C49 0.0229(17) 0.054(2) 0.0295(19) 0.0049(17) 0.0040(14) 0.0038(15) C58 0.036(2) 0.080(3) 0.028(2) 0.009(2) 0.0018(16) 0.003(2) C60 0.0193(15) 0.0362(19) 0.0261(17) -0.0005(14) 0.0073(13) 0.0006(13) C54 0.0253(17) 0.0288(19) 0.056(2) -0.0112(17) 0.0165(17) -0.0038(14) C50 0.0278(18) 0.068(3) 0.035(2) 0.019(2) 0.0075(16) 0.0114(18) C48 0.0159(15) 0.0323(18) 0.0292(17) 0.0009(14) 0.0077(13) 0.0026(12) C53 0.0207(16) 0.0323(19) 0.045(2) 0.0052(16) 0.0150(15) 0.0034(13) C47 0.0189(15) 0.0327(18) 0.0219(16) -0.0010(13) 0.0059(12) 0.0006(12) O2 0.0282(12) 0.0353(14) 0.0384(14) 0.0006(11) 0.0091(10) -0.0050(10) C46 0.0211(16) 0.0320(18) 0.0257(17) 0.0021(14) 0.0033(13) -0.0029(13) O1 0.0303(12) 0.0302(13) 0.0425(15) -0.0080(11) 0.0123(11) -0.0021(10) C14 0.0306(18) 0.044(2) 0.0244(17) -0.0049(15) 0.0069(14) -0.0035(14) C15 0.044(2) 0.043(2) 0.036(2) -0.0148(17) 0.0040(17) 0.0017(17) C44 0.0353(19) 0.041(2) 0.0286(18) 0.0014(16) 0.0104(15) 0.0096(15) C21 0.0281(18) 0.052(3) 0.044(2) 0.0186(19) 0.0058(17) -0.0060(16) C1 0.0248(16) 0.0297(18) 0.0228(16) -0.0026(13) -0.0017(13) -0.0057(13) C45 0.041(2) 0.046(2) 0.030(2) -0.0045(17) 0.0049(16) 0.0150(17) C12 0.0253(17) 0.040(2) 0.039(2) -0.0123(16) -0.0021(15) 0.0034(14) C35 0.0326(18) 0.032(2) 0.035(2) -0.0044(15) 0.0039(15) 0.0066(15) C9 0.0285(19) 0.077(3) 0.047(2) -0.009(2) 0.0126(18) -0.0158(19) C8 0.0211(16) 0.046(2) 0.0281(18) -0.0036(16) -0.0003(14) 0.0018(14) C11 0.0248(16) 0.036(2) 0.0244(17) -0.0028(14) 0.0013(14) 0.0055(13) C23 0.0250(17) 0.042(2) 0.0206(17) 0.0029(14) 0.0029(13) -0.0014(14) C31 0.0354(19) 0.031(2) 0.045(2) -0.0053(16) 0.0091(17) -0.0072(15) C34 0.0254(16) 0.0306(19) 0.0349(19) -0.0013(15) 0.0046(14) 0.0012(13) N6 0.0469(18) 0.0330(17) 0.0294(16) -0.0023(13) 0.0016(14) 0.0081(14) C2 0.0231(16) 0.0257(17) 0.0265(17) -0.0008(13) 0.0029(13) -0.0054(12) C16 0.0199(16) 0.045(2) 0.0267(17) -0.0065(15) 0.0062(14) -0.0004(14) C42 0.0298(18) 0.032(2) 0.0322(19) 0.0009(15) 0.0040(15) 0.0018(14) C20 0.0197(16) 0.045(2) 0.0309(19) 0.0006(16) -0.0043(14) -0.0056(14) C18 0.0239(16) 0.044(2) 0.0192(16) 0.0023(14) 0.0049(13) -0.0013(14) C33 0.0247(16) 0.0325(19) 0.0219(16) -0.0031(14) 0.0030(13) 0.0017(13) C30 0.0248(16) 0.0333(19) 0.0227(16) -0.0050(14) 0.0074(13) -0.0016(13) C4 0.0219(15) 0.0211(15) 0.0247(16) 0.0020(12) 0.0048(13) -0.0024(12) C24 0.0231(16) 0.044(2) 0.0273(18) 0.0075(15) 0.0051(14) -0.0040(14) C28 0.0189(15) 0.0288(18) 0.0195(15) 0.0001(13) 0.0005(12) -0.0016(12) C7 0.0294(17) 0.036(2) 0.0251(18) -0.0030(14) -0.0017(14) -0.0013(14) C25 0.0273(18) 0.043(2) 0.0327(19) 0.0091(16) 0.0061(15) 0.0011(15) C26 0.0222(15) 0.0264(17) 0.0240(16) 0.0008(13) 0.0064(13) 0.0017(12) C36 0.0302(17) 0.0326(19) 0.0263(17) -0.0024(14) 0.0126(14) 0.0004(13) C29 0.0235(16) 0.0306(19) 0.0291(18) -0.0050(14) 0.0065(13) -0.0005(13) C39 0.0271(17) 0.040(2) 0.0285(18) -0.0028(15) 0.0119(14) 0.0014(14) C10 0.0298(17) 0.0242(17) 0.0199(16) 0.0008(13) 0.0076(13) -0.0038(13) C37 0.0297(17) 0.0313(19) 0.0248(16) -0.0014(14) 0.0102(14) -0.0035(13) C22 0.0231(17) 0.047(2) 0.039(2) 0.0098(17) 0.0108(15) 0.0027(15) C6 0.0255(16) 0.0281(17) 0.0241(16) -0.0019(13) 0.0066(13) -0.0076(13) C3 0.0245(15) 0.0239(17) 0.0192(15) 0.0010(12) 0.0025(13) -0.0022(12) C19 0.0229(17) 0.048(2) 0.0261(18) 0.0015(15) 0.0000(14) 0.0010(15) C13 0.0249(16) 0.0251(17) 0.0306(18) -0.0057(14) 0.0070(14) -0.0029(13) C32 0.0267(17) 0.031(2) 0.042(2) -0.0051(16) 0.0091(15) -0.0010(13) C5 0.0250(16) 0.0222(16) 0.0239(16) -0.0025(13) 0.0052(13) -0.0049(12) N4 0.0390(17) 0.0276(16) 0.0346(16) -0.0032(13) 0.0050(13) -0.0007(12) C41 0.042(2) 0.036(2) 0.0288(19) -0.0015(15) 0.0008(16) -0.0015(16) N1 0.0245(14) 0.0396(17) 0.0194(14) -0.0033(12) -0.0007(11) -0.0020(12) C38 0.0250(16) 0.0264(17) 0.0255(16) -0.0038(14) -0.0005(13) 0.0007(13) C27 0.0210(15) 0.0258(17) 0.0287(17) 0.0021(13) 0.0064(13) -0.0013(12) N5 0.0208(13) 0.0301(15) 0.0245(14) -0.0037(12) 0.0037(11) -0.0012(11) N3 0.0220(13) 0.0234(14) 0.0227(14) -0.0005(11) 0.0027(11) -0.0029(10) P1 0.0271(4) 0.0307(5) 0.0515(6) 0.0034(4) 0.0126(4) 0.0009(4) F8 0.092(2) 0.071(2) 0.090(2) 0.0424(17) 0.0177(18) 0.0263(16) F7 0.071(2) 0.158(3) 0.0478(16) -0.0427(19) 0.0111(14) -0.014(2) F10 0.0661(18) 0.0439(16) 0.122(3) 0.0192(16) 0.0086(18) 0.0002(12) F12 0.0402(14) 0.081(2) 0.125(3) 0.0001(18) 0.0250(16) 0.0082(13) P2 0.0374(5) 0.0430(6) 0.0341(5) 0.0014(4) 0.0034(4) 0.0103(4) C43 0.0291(17) 0.0318(18) 0.0205(16) -0.0023(14) -0.0002(13) 0.0027(14) C17 0.0238(16) 0.042(2) 0.0277(18) -0.0023(15) 0.0074(14) -0.0056(14) O5S 0.0315(13) 0.0561(18) 0.0449(16) -0.0148(13) 0.0044(12) 0.0041(11) N2 0.0323(16) 0.0432(18) 0.0313(16) 0.0089(14) 0.0019(13) -0.0022(13) C40 0.0239(16) 0.0343(19) 0.0236(16) -0.0007(14) 0.0096(13) -0.0029(13) F5A 0.076(4) 0.098(7) 0.134(7) -0.035(5) 0.079(5) -0.049(4) F11 0.0731(19) 0.119(3) 0.0499(16) 0.0169(16) 0.0275(14) 0.0456(17) _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 F3A P1 1.638(8) . ? F2A P1 1.484(7) . ? F1A P1 1.505(8) . ? F6A P1 1.587(5) . ? F4A P1 1.642(5) . ? F6 P1 1.617(7) . ? F4 P1 1.568(5) . ? F2 P1 1.561(5) . ? F1 P1 1.669(6) . ? F5 P1 1.551(8) . ? F3 P1 1.506(6) . ? F9 P2 1.580(3) . ? C57 C56 1.348(7) . ? C57 C58 1.407(7) . ? C56 C55 1.442(5) . ? C52 C51 1.350(6) . ? C52 C53 1.434(5) . ? C59 C58 1.363(5) . ? C59 C60 1.424(5) . ? C55 C54 1.377(5) . ? C55 C60 1.445(5) . ? C51 C50 1.404(6) . ? C49 C50 1.370(5) . ? C49 C48 1.435(5) . ? C60 C47 1.407(5) . ? C54 C53 1.392(5) . ? C48 C47 1.403(5) . ? C48 C53 1.442(5) . ? C47 C46 1.509(5) . ? O2 C46 1.267(4) . ? C46 O1 1.247(4) . ? C14 C6 1.515(5) . ? C14 C15 1.533(5) . ? C44 C45 1.363(5) . ? C44 C43 1.398(5) . ? C21 N2 1.335(5) . ? C21 C22 1.374(5) . ? C1 C6 1.402(4) . ? C1 C2 1.402(5) . ? C1 C7 1.521(4) . ? C45 N6 1.346(5) . ? C12 C11 1.536(5) . ? C35 N4 1.340(5) . ? C35 C34 1.375(5) . ? C9 C8 1.535(5) . ? C8 C2 1.518(5) . ? C11 C4 1.525(4) . ? C23 C24 1.391(5) . ? C23 C22 1.394(5) . ? C23 C18 1.490(5) . ? C31 N4 1.334(5) . ? C31 C32 1.380(5) . ? C34 C33 1.396(5) . ? N6 C41 1.332(5) . ? C2 C3 1.404(4) . ? C16 N1 1.350(4) . ? C16 C17 1.370(5) . ? C42 C43 1.387(5) . ? C42 C41 1.390(5) . ? C20 N1 1.346(4) . ? C20 C19 1.369(5) . ? C18 C19 1.386(5) . ? C18 C17 1.398(5) . ? C33 C32 1.391(5) . ? C33 C28 1.478(5) . ? C30 N3 1.355(4) . ? C30 C29 1.357(5) . ? C4 C5 1.400(5) . ? C4 C3 1.410(4) . ? C24 C25 1.375(5) . ? C28 C27 1.388(4) . ? C28 C29 1.408(5) . ? C7 N1 1.495(4) . ? C25 N2 1.340(5) . ? C26 N3 1.345(4) . ? C26 C27 1.369(5) . ? C36 N5 1.342(4) . ? C36 C37 1.364(5) . ? C39 C40 1.371(5) . ? C39 C38 1.395(5) . ? C10 N3 1.498(4) . ? C10 C3 1.512(4) . ? C37 C38 1.391(5) . ? C6 C5 1.407(4) . ? C13 N5 1.502(4) . ? C13 C5 1.510(4) . ? C38 C43 1.479(5) . ? N5 C40 1.350(4) . ? P1 F5A 1.518(8) . ? F8 P2 1.614(3) . ? F7 P2 1.566(3) . ? F10 P2 1.591(3) . ? F12 P2 1.570(3) . ? P2 F11 1.589(3) . ? 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 C56 C57 C58 121.6(4) . . ? C57 C56 C55 120.6(4) . . ? C51 C52 C53 120.5(4) . . ? C58 C59 C60 122.1(4) . . ? C54 C55 C56 122.4(4) . . ? C54 C55 C60 119.3(3) . . ? C56 C55 C60 118.3(3) . . ? C52 C51 C50 121.6(4) . . ? C50 C49 C48 120.1(4) . . ? C59 C58 C57 119.7(4) . . ? C47 C60 C59 122.5(3) . . ? C47 C60 C55 119.8(3) . . ? C59 C60 C55 117.6(3) . . ? C55 C54 C53 121.7(3) . . ? C49 C50 C51 120.7(4) . . ? C47 C48 C49 122.0(3) . . ? C47 C48 C53 119.4(3) . . ? C49 C48 C53 118.6(3) . . ? C54 C53 C52 121.9(4) . . ? C54 C53 C48 119.7(3) . . ? C52 C53 C48 118.4(4) . . ? C48 C47 C60 120.1(3) . . ? C48 C47 C46 121.0(3) . . ? C60 C47 C46 118.8(3) . . ? O1 C46 O2 126.7(3) . . ? O1 C46 C47 117.5(3) . . ? O2 C46 C47 115.8(3) . . ? C6 C14 C15 112.8(3) . . ? C45 C44 C43 119.2(3) . . ? N2 C21 C22 123.9(3) . . ? C6 C1 C2 121.1(3) . . ? C6 C1 C7 119.5(3) . . ? C2 C1 C7 119.4(3) . . ? N6 C45 C44 124.9(3) . . ? N4 C35 C34 123.5(3) . . ? C2 C8 C9 110.6(3) . . ? C4 C11 C12 114.1(3) . . ? C24 C23 C22 116.6(3) . . ? C24 C23 C18 121.9(3) . . ? C22 C23 C18 121.4(3) . . ? N4 C31 C32 124.0(3) . . ? C35 C34 C33 119.8(3) . . ? C41 N6 C45 115.7(3) . . ? C1 C2 C3 119.3(3) . . ? C1 C2 C8 120.4(3) . . ? C3 C2 C8 120.2(3) . . ? N1 C16 C17 120.7(3) . . ? C43 C42 C41 119.6(3) . . ? N1 C20 C19 120.9(3) . . ? C19 C18 C17 118.1(3) . . ? C19 C18 C23 122.1(3) . . ? C17 C18 C23 119.8(3) . . ? C32 C33 C34 116.7(3) . . ? C32 C33 C28 122.1(3) . . ? C34 C33 C28 121.2(3) . . ? N3 C30 C29 120.1(3) . . ? C5 C4 C3 118.7(3) . . ? C5 C4 C11 120.0(3) . . ? C3 C4 C11 121.2(3) . . ? C25 C24 C23 119.5(3) . . ? C27 C28 C29 116.0(3) . . ? C27 C28 C33 122.0(3) . . ? C29 C28 C33 121.9(3) . . ? N1 C7 C1 112.7(3) . . ? N2 C25 C24 124.0(3) . . ? N3 C26 C27 121.0(3) . . ? N5 C36 C37 120.7(3) . . ? C30 C29 C28 121.7(3) . . ? C40 C39 C38 120.5(3) . . ? N3 C10 C3 111.7(2) . . ? C36 C37 C38 120.9(3) . . ? C21 C22 C23 119.7(3) . . ? C1 C6 C5 118.6(3) . . ? C1 C6 C14 120.5(3) . . ? C5 C6 C14 120.9(3) . . ? C2 C3 C4 120.6(3) . . ? C2 C3 C10 118.8(3) . . ? C4 C3 C10 120.6(3) . . ? C20 C19 C18 120.0(3) . . ? N5 C13 C5 112.4(2) . . ? C31 C32 C33 119.4(3) . . ? C4 C5 C6 121.5(3) . . ? C4 C5 C13 119.1(3) . . ? C6 C5 C13 119.4(3) . . ? C31 N4 C35 116.5(3) . . ? N6 C41 C42 123.8(4) . . ? C20 N1 C16 120.4(3) . . ? C20 N1 C7 118.9(3) . . ? C16 N1 C7 120.7(3) . . ? C37 C38 C39 116.9(3) . . ? C37 C38 C43 121.4(3) . . ? C39 C38 C43 121.7(3) . . ? C26 C27 C28 120.9(3) . . ? C36 N5 C40 120.4(3) . . ? C36 N5 C13 119.8(3) . . ? C40 N5 C13 119.7(3) . . ? C26 N3 C30 120.1(3) . . ? C26 N3 C10 120.6(3) . . ? C30 N3 C10 119.2(3) . . ? F2A P1 F3 104.6(5) . . ? F2A P1 F1A 96.4(7) . . ? F3 P1 F1A 142.4(6) . . ? F2A P1 F5A 96.9(5) . . ? F3 P1 F5A 112.9(5) . . ? F1A P1 F5A 94.7(6) . . ? F2A P1 F5 122.3(6) . . ? F3 P1 F5 95.7(5) . . ? F1A P1 F5 98.9(4) . . ? F5A P1 F5 26.8(4) . . ? F2A P1 F2 35.6(4) . . ? F3 P1 F2 91.2(4) . . ? F1A P1 F2 122.5(6) . . ? F5A P1 F2 71.9(5) . . ? F5 P1 F2 92.0(5) . . ? F2A P1 F4 138.0(6) . . ? F3 P1 F4 96.7(4) . . ? F1A P1 F4 49.1(5) . . ? F5A P1 F4 107.6(5) . . ? F5 P1 F4 90.3(5) . . ? F2 P1 F4 171.6(4) . . ? F2A P1 F6A 86.7(5) . . ? F3 P1 F6A 61.7(4) . . ? F1A P1 F6A 89.3(5) . . ? F5A P1 F6A 174.3(5) . . ? F5 P1 F6A 148.2(5) . . ? F2 P1 F6A 109.4(4) . . ? F4 P1 F6A 72.0(4) . . ? F2A P1 F6 52.5(5) . . ? F3 P1 F6 97.5(5) . . ? F1A P1 F6 71.2(4) . . ? F5A P1 F6 142.3(5) . . ? F5 P1 F6 166.7(5) . . ? F2 P1 F6 86.4(5) . . ? F4 P1 F6 89.5(4) . . ? F6A P1 F6 43.1(4) . . ? F2A P1 F3A 90.0(6) . . ? F3 P1 F3A 32.7(4) . . ? F1A P1 F3A 173.3(7) . . ? F5A P1 F3A 86.4(6) . . ? F5 P1 F3A 79.1(5) . . ? F2 P1 F3A 64.1(5) . . ? F4 P1 F3A 124.3(6) . . ? F6A P1 F3A 89.2(5) . . ? F6 P1 F3A 111.8(4) . . ? F2A P1 F4A 173.1(5) . . ? F3 P1 F4A 68.7(4) . . ? F1A P1 F4A 90.2(5) . . ? F5A P1 F4A 84.6(4) . . ? F5 P1 F4A 58.3(5) . . ? F2 P1 F4A 140.2(4) . . ? F4 P1 F4A 46.8(3) . . ? F6A P1 F4A 91.3(4) . . ? F6 P1 F4A 128.7(4) . . ? F3A P1 F4A 83.3(5) . . ? F2A P1 F1 76.7(5) . . ? F3 P1 F1 178.6(4) . . ? F1A P1 F1 37.3(5) . . ? F5A P1 F1 66.3(5) . . ? F5 P1 F1 83.1(4) . . ? F2 P1 F1 89.6(3) . . ? F4 P1 F1 82.6(3) . . ? F6A P1 F1 119.0(4) . . ? F6 P1 F1 83.7(4) . . ? F3A P1 F1 147.3(6) . . ? F4A P1 F1 110.0(3) . . ? F7 P2 F12 92.20(18) . . ? F7 P2 F9 176.8(2) . . ? F12 P2 F9 90.1(2) . . ? F7 P2 F11 87.93(17) . . ? F12 P2 F11 178.76(19) . . ? F9 P2 F11 89.7(2) . . ? F7 P2 F10 93.7(2) . . ? F12 P2 F10 93.29(17) . . ? F9 P2 F10 88.35(18) . . ? F11 P2 F10 87.94(17) . . ? F7 P2 F8 89.8(2) . . ? F12 P2 F8 88.71(17) . . ? F9 P2 F8 88.05(18) . . ? F11 P2 F8 90.05(17) . . ? F10 P2 F8 175.9(2) . . ? C42 C43 C44 116.8(3) . . ? C42 C43 C38 122.2(3) . . ? C44 C43 C38 120.9(3) . . ? C16 C17 C18 119.7(3) . . ? C21 N2 C25 116.1(3) . . ? N5 C40 C39 120.5(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 C58 C57 C56 C55 0.8(6) . . . . ? C57 C56 C55 C54 178.7(4) . . . . ? C57 C56 C55 C60 -1.9(5) . . . . ? C53 C52 C51 C50 -0.6(5) . . . . ? C60 C59 C58 C57 0.9(6) . . . . ? C56 C57 C58 C59 -0.3(6) . . . . ? C58 C59 C60 C47 178.9(3) . . . . ? C58 C59 C60 C55 -2.0(5) . . . . ? C54 C55 C60 C47 1.0(4) . . . . ? C56 C55 C60 C47 -178.5(3) . . . . ? C54 C55 C60 C59 -178.2(3) . . . . ? C56 C55 C60 C59 2.4(4) . . . . ? C56 C55 C54 C53 179.8(3) . . . . ? C60 C55 C54 C53 0.3(5) . . . . ? C48 C49 C50 C51 0.9(5) . . . . ? C52 C51 C50 C49 0.3(5) . . . . ? C50 C49 C48 C47 177.4(3) . . . . ? C50 C49 C48 C53 -1.7(5) . . . . ? C55 C54 C53 C52 177.6(3) . . . . ? C55 C54 C53 C48 -1.5(5) . . . . ? C51 C52 C53 C54 -179.3(3) . . . . ? C51 C52 C53 C48 -0.3(5) . . . . ? C47 C48 C53 C54 1.4(4) . . . . ? C49 C48 C53 C54 -179.5(3) . . . . ? C47 C48 C53 C52 -177.7(3) . . . . ? C49 C48 C53 C52 1.4(4) . . . . ? C49 C48 C47 C60 -179.2(3) . . . . ? C53 C48 C47 C60 -0.1(4) . . . . ? C49 C48 C47 C46 -0.6(5) . . . . ? C53 C48 C47 C46 178.5(3) . . . . ? C59 C60 C47 C48 178.0(3) . . . . ? C55 C60 C47 C48 -1.1(4) . . . . ? C59 C60 C47 C46 -0.6(5) . . . . ? C55 C60 C47 C46 -179.7(3) . . . . ? C48 C47 C46 O1 77.3(4) . . . . ? C60 C47 C46 O1 -104.1(4) . . . . ? C48 C47 C46 O2 -103.9(3) . . . . ? C60 C47 C46 O2 74.7(4) . . . . ? C43 C44 C45 N6 -1.1(5) . . . . ? N4 C35 C34 C33 0.3(5) . . . . ? C44 C45 N6 C41 1.8(5) . . . . ? C6 C1 C2 C3 -0.1(5) . . . . ? C7 C1 C2 C3 -178.9(3) . . . . ? C6 C1 C2 C8 -176.7(3) . . . . ? C7 C1 C2 C8 4.5(5) . . . . ? C9 C8 C2 C1 87.9(4) . . . . ? C9 C8 C2 C3 -88.7(4) . . . . ? C24 C23 C18 C19 30.8(5) . . . . ? C22 C23 C18 C19 -150.8(3) . . . . ? C24 C23 C18 C17 -147.1(3) . . . . ? C22 C23 C18 C17 31.3(5) . . . . ? C35 C34 C33 C32 0.9(5) . . . . ? C35 C34 C33 C28 -178.6(3) . . . . ? C12 C11 C4 C5 84.9(4) . . . . ? C12 C11 C4 C3 -95.6(4) . . . . ? C22 C23 C24 C25 -3.0(5) . . . . ? C18 C23 C24 C25 175.5(3) . . . . ? C32 C33 C28 C27 -23.3(5) . . . . ? C34 C33 C28 C27 156.1(3) . . . . ? C32 C33 C28 C29 158.8(3) . . . . ? C34 C33 C28 C29 -21.8(5) . . . . ? C6 C1 C7 N1 -108.5(3) . . . . ? C2 C1 C7 N1 70.4(4) . . . . ? C23 C24 C25 N2 1.6(5) . . . . ? N3 C30 C29 C28 -0.9(5) . . . . ? C27 C28 C29 C30 -0.2(5) . . . . ? C33 C28 C29 C30 177.8(3) . . . . ? N5 C36 C37 C38 0.7(5) . . . . ? N2 C21 C22 C23 -0.4(6) . . . . ? C24 C23 C22 C21 2.4(5) . . . . ? C18 C23 C22 C21 -176.1(3) . . . . ? C2 C1 C6 C5 1.3(5) . . . . ? C7 C1 C6 C5 -179.9(3) . . . . ? C2 C1 C6 C14 179.7(3) . . . . ? C7 C1 C6 C14 -1.5(5) . . . . ? C15 C14 C6 C1 -78.5(4) . . . . ? C15 C14 C6 C5 99.9(4) . . . . ? C1 C2 C3 C4 -2.4(5) . . . . ? C8 C2 C3 C4 174.2(3) . . . . ? C1 C2 C3 C10 176.2(3) . . . . ? C8 C2 C3 C10 -7.2(4) . . . . ? C5 C4 C3 C2 3.5(5) . . . . ? C11 C4 C3 C2 -176.0(3) . . . . ? C5 C4 C3 C10 -175.1(3) . . . . ? C11 C4 C3 C10 5.4(4) . . . . ? N3 C10 C3 C2 -75.3(4) . . . . ? N3 C10 C3 C4 103.3(3) . . . . ? N1 C20 C19 C18 -0.3(5) . . . . ? C17 C18 C19 C20 4.5(5) . . . . ? C23 C18 C19 C20 -173.4(3) . . . . ? N4 C31 C32 C33 0.6(6) . . . . ? C34 C33 C32 C31 -1.3(5) . . . . ? C28 C33 C32 C31 178.2(3) . . . . ? C3 C4 C5 C6 -2.2(5) . . . . ? C11 C4 C5 C6 177.3(3) . . . . ? C3 C4 C5 C13 176.7(3) . . . . ? C11 C4 C5 C13 -3.8(4) . . . . ? C1 C6 C5 C4 -0.1(5) . . . . ? C14 C6 C5 C4 -178.5(3) . . . . ? C1 C6 C5 C13 -179.0(3) . . . . ? C14 C6 C5 C13 2.6(5) . . . . ? N5 C13 C5 C4 103.9(3) . . . . ? N5 C13 C5 C6 -77.2(4) . . . . ? C32 C31 N4 C35 0.6(6) . . . . ? C34 C35 N4 C31 -1.0(5) . . . . ? C45 N6 C41 C42 -1.7(5) . . . . ? C43 C42 C41 N6 0.7(5) . . . . ? C19 C20 N1 C16 -3.2(5) . . . . ? C19 C20 N1 C7 176.7(3) . . . . ? C17 C16 N1 C20 2.4(5) . . . . ? C17 C16 N1 C7 -177.5(3) . . . . ? C1 C7 N1 C20 -141.9(3) . . . . ? C1 C7 N1 C16 38.0(4) . . . . ? C36 C37 C38 C39 -2.9(5) . . . . ? C36 C37 C38 C43 175.7(3) . . . . ? C40 C39 C38 C37 3.2(5) . . . . ? C40 C39 C38 C43 -175.5(3) . . . . ? N3 C26 C27 C28 -1.7(5) . . . . ? C29 C28 C27 C26 1.6(4) . . . . ? C33 C28 C27 C26 -176.5(3) . . . . ? C37 C36 N5 C40 1.4(5) . . . . ? C37 C36 N5 C13 -174.3(3) . . . . ? C5 C13 N5 C36 -40.4(4) . . . . ? C5 C13 N5 C40 143.8(3) . . . . ? C27 C26 N3 C30 0.5(4) . . . . ? C27 C26 N3 C10 -175.7(3) . . . . ? C29 C30 N3 C26 0.8(5) . . . . ? C29 C30 N3 C10 177.1(3) . . . . ? C3 C10 N3 C26 -35.8(4) . . . . ? C3 C10 N3 C30 148.0(3) . . . . ? C41 C42 C43 C44 0.1(5) . . . . ? C41 C42 C43 C38 -177.1(3) . . . . ? C45 C44 C43 C42 0.0(5) . . . . ? C45 C44 C43 C38 177.3(3) . . . . ? C37 C38 C43 C42 28.0(5) . . . . ? C39 C38 C43 C42 -153.5(3) . . . . ? C37 C38 C43 C44 -149.1(3) . . . . ? C39 C38 C43 C44 29.5(5) . . . . ? N1 C16 C17 C18 1.9(5) . . . . ? C19 C18 C17 C16 -5.3(5) . . . . ? C23 C18 C17 C16 172.7(3) . . . . ? C22 C21 N2 C25 -1.1(5) . . . . ? C24 C25 N2 C21 0.6(5) . . . . ? C36 N5 C40 C39 -1.1(5) . . . . ? C13 N5 C40 C39 174.6(3) . . . . ? C38 C39 C40 N5 -1.2(5) . . . . ? 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 O4S H4S1 O3S 0.96 1.86 2.796(4) 163.2 . O5S H5S1 O2 0.89 2.01 2.884(3) 171.1 . O2S H2S1 O1S 0.84 2.02 2.826(4) 161.5 . O3S H3S1 F11 0.90 2.26 2.974(4) 135.8 2_365 O3S H3S1 F7 0.90 2.38 3.268(4) 167.8 2_365 O5S H5S2 N2 0.93 2.18 2.918(4) 136.1 4_465 O4S H42S O2 1.07 1.83 2.745(3) 140.1 . O1S H1S1 O1 1.07 1.73 2.747(3) 156.8 . O3S H3S2 O2S 1.08 1.81 2.872(4) 164.6 . O2S H2S2 N4 1.07 1.80 2.865(4) 172.3 3_445 O1S H1S2 F8 0.93 2.20 3.119(4) 167.6 2_465 O1S H1S2 F12 0.93 2.56 3.082(4) 115.6 2_465 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.366 _refine_diff_density_min -0.299 _refine_diff_density_rms 0.050 # Attachment '2A.CIF' data_2A.CIF _database_code_depnum_ccdc_archive 'CCDC 289344' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common trisester _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41 H50 Br3 Cl6 N3 O6' _chemical_formula_weight 1133.27 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' Br Br -0.2901 2.4595 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.8286(8) _cell_length_b 18.3316(12) _cell_length_c 24.2103(14) _cell_angle_alpha 90.00 _cell_angle_beta 100.766(3) _cell_angle_gamma 90.00 _cell_volume 4721.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.594 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2288 _exptl_absorpt_coefficient_mu 2.950 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4714 _exptl_absorpt_correction_T_max 0.7568 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 KappaCCD _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 29345 _diffrn_reflns_av_R_equivalents 0.1495 _diffrn_reflns_av_sigmaI/netI 0.1406 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 26.00 _reflns_number_total 9276 _reflns_number_gt 5961 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius Collect' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSeed interface to POVRay' _computing_publication_material 'CIFTAB (Sheldrick, 1997)' _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^)+(0.0629P)^2^+20.9147P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9276 _refine_ls_number_parameters 595 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.1347 _refine_ls_R_factor_gt 0.0785 _refine_ls_wR_factor_ref 0.1764 _refine_ls_wR_factor_gt 0.1575 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.009 _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 Br3 Br 0.51428(7) 0.64351(4) 0.24223(3) 0.0408(2) Uani 1 1 d . . . Br2 Br 0.92610(6) 0.80945(3) 0.22616(3) 0.0339(2) Uani 1 1 d . . . Br1 Br 1.16562(7) 0.48800(4) 0.44996(3) 0.0408(2) Uani 1 1 d . . . C9A C 0.7682(6) 0.4799(3) 0.2731(3) 0.0236(14) Uani 1 1 d . . . H9A1 H 0.7375 0.5240 0.2899 0.028 Uiso 1 1 calc R . . H9A2 H 0.7472 0.4370 0.2944 0.028 Uiso 1 1 calc R . . C3A C 0.9098(6) 0.4847(3) 0.2781(2) 0.0193(13) Uani 1 1 d . . . C10A C 0.7019(6) 0.4733(4) 0.2115(3) 0.0333(16) Uani 1 1 d . . . H10A H 0.7252 0.5148 0.1901 0.050 Uiso 1 1 calc R . . H10B H 0.6107 0.4731 0.2095 0.050 Uiso 1 1 calc R . . H10C H 0.7275 0.4278 0.1956 0.050 Uiso 1 1 calc R . . C1A C 1.1151(6) 0.4265(3) 0.2892(2) 0.0213(13) Uani 1 1 d . . . C22A C 0.8882(6) 0.6211(3) 0.2715(3) 0.0243(14) Uani 1 1 d . . . H22A H 0.8073 0.6133 0.2454 0.029 Uiso 1 1 calc R . . H22B H 0.9324 0.6620 0.2567 0.029 Uiso 1 1 calc R . . C4A C 0.9670(6) 0.5531(3) 0.2737(3) 0.0223(14) Uani 1 1 d . . . C5A C 1.0962(6) 0.5579(3) 0.2727(3) 0.0235(14) Uani 1 1 d . . . C2A C 0.9851(6) 0.4211(3) 0.2861(3) 0.0213(13) Uani 1 1 d . . . Cl1B Cl 1.1436(3) 0.92461(14) 0.36578(11) 0.0710(7) Uani 1 1 d . . . Cl2B Cl 0.9462(3) 0.86685(15) 0.41814(11) 0.0730(7) Uani 1 1 d . . . Cl3B Cl 1.1327(3) 0.77030(13) 0.38846(10) 0.0745(8) Uani 1 1 d . . . N2A N 0.8629(5) 0.6411(3) 0.3290(2) 0.0250(12) Uani 1 1 d . . . N3A N 1.3935(5) 0.5091(3) 0.3330(2) 0.0213(11) Uani 1 1 d . . . N1A N 0.8968(5) 0.3299(3) 0.3468(2) 0.0227(11) Uani 1 1 d . . . C36A C 1.5053(6) 0.4755(4) 0.3417(3) 0.0348(17) Uani 1 1 d . . . H36A H 1.5255 0.4428 0.3142 0.042 Uiso 1 1 calc R . . C13A C 0.9224(6) 0.3482(3) 0.2894(3) 0.0210(13) Uani 1 1 d . . . H13A H 0.8419 0.3477 0.2622 0.025 Uiso 1 1 calc R . . H13B H 0.9766 0.3097 0.2780 0.025 Uiso 1 1 calc R . . C8A C 1.2084(7) 0.3187(4) 0.2451(4) 0.052(2) Uani 1 1 d . . . H8A1 H 1.1293 0.2937 0.2301 0.079 Uiso 1 1 calc R . . H8A2 H 1.2767 0.2830 0.2528 0.079 Uiso 1 1 calc R . . H8A3 H 1.2267 0.3542 0.2174 0.079 Uiso 1 1 calc R . . C32A C 1.3648(6) 0.5563(3) 0.3701(3) 0.0290(15) Uani 1 1 d . . . H32A H 1.2852 0.5798 0.3630 0.035 Uiso 1 1 calc R . . C6A C 1.1696(6) 0.4937(3) 0.2810(3) 0.0231(13) Uani 1 1 d . . . C18A C 0.9195(6) 0.3769(3) 0.3907(3) 0.0262(15) Uani 1 1 d . . . H18A H 0.9598 0.4221 0.3866 0.031 Uiso 1 1 calc R . . C27A C 0.9158(7) 0.6044(4) 0.3756(3) 0.0333(16) Uani 1 1 d . . . H27A H 0.9776 0.5682 0.3735 0.040 Uiso 1 1 calc R . . C34A C 1.5647(7) 0.5363(4) 0.4296(3) 0.0344(17) Uani 1 1 d . . . H34A H 1.6237 0.5451 0.4632 0.041 Uiso 1 1 calc R . . C14A C 0.8412(6) 0.2647(3) 0.3519(3) 0.0279(15) Uani 1 1 d . A . H14A H 0.8239 0.2324 0.3207 0.033 Uiso 1 1 calc R . . C7A C 1.1966(6) 0.3584(4) 0.2997(3) 0.0356(17) Uani 1 1 d . . . H7A1 H 1.1599 0.3246 0.3241 0.043 Uiso 1 1 calc R . . H7A2 H 1.2815 0.3723 0.3198 0.043 Uiso 1 1 calc R . . O6A O 1.3222(6) 0.6654(3) 0.4464(2) 0.0603(17) Uani 1 1 d . . . O4A O 0.6234(6) 0.8130(4) 0.3421(4) 0.077(2) Uani 1 1 d . . . O2A O 0.7151(6) 0.1340(3) 0.3649(2) 0.0508(14) Uani 1 1 d . . . O1A O 0.7354(9) 0.1570(3) 0.4572(3) 0.092(3) Uani 1 1 d . . . C31A C 1.3086(6) 0.4976(4) 0.2774(3) 0.0267(14) Uani 1 1 d . . . H31A H 1.3327 0.4517 0.2606 0.032 Uiso 1 1 calc R . . H31B H 1.3212 0.5380 0.2519 0.032 Uiso 1 1 calc R . . C23A C 0.7796(6) 0.6945(4) 0.3316(3) 0.0320(16) Uani 1 1 d . . . H23A H 0.7457 0.7212 0.2986 0.038 Uiso 1 1 calc R . . C17A C 0.8854(7) 0.3604(4) 0.4408(3) 0.0332(16) Uani 1 1 d . . . H17A H 0.8981 0.3948 0.4706 0.040 Uiso 1 1 calc R . . C33A C 1.4500(6) 0.5720(4) 0.4192(3) 0.0293(15) Uani 1 1 d . . . C16A C 0.8322(8) 0.2930(4) 0.4478(3) 0.0431(19) Uani 1 1 d . A . H16A H 0.8116 0.2798 0.4829 0.052 Uiso 1 1 calc R . . C15A C 0.8098(7) 0.2454(3) 0.4025(3) 0.0356(17) Uani 1 1 d . . . C12A C 1.1327(7) 0.6408(4) 0.1965(3) 0.0420(19) Uani 1 1 d . . . H12A H 1.1658 0.5983 0.1794 0.063 Uiso 1 1 calc R . . H12B H 1.1771 0.6848 0.1881 0.063 Uiso 1 1 calc R . . H12C H 1.0428 0.6459 0.1812 0.063 Uiso 1 1 calc R . . C11A C 1.1522(6) 0.6302(3) 0.2601(3) 0.0296(15) Uani 1 1 d . . . H11A H 1.2431 0.6310 0.2763 0.036 Uiso 1 1 calc R . . H11B H 1.1111 0.6704 0.2772 0.036 Uiso 1 1 calc R . . C35A C 1.5909(7) 0.4883(4) 0.3904(3) 0.0404(18) Uani 1 1 d . . . H35A H 1.6691 0.4634 0.3968 0.049 Uiso 1 1 calc R . . C19A C 0.7502(9) 0.1723(4) 0.4049(4) 0.051(2) Uani 1 1 d . A . C37A C 1.4125(8) 0.6278(4) 0.4583(3) 0.048(2) Uani 1 1 d . . . C24A C 0.7423(7) 0.7113(4) 0.3817(3) 0.0412(19) Uani 1 1 d . . . C25A C 0.7915(8) 0.6707(5) 0.4293(3) 0.046(2) Uani 1 1 d . . . H25A H 0.7632 0.6788 0.4637 0.056 Uiso 1 1 calc R . . C26A C 0.8810(8) 0.6190(4) 0.4261(3) 0.044(2) Uani 1 1 d . . . H26A H 0.9191 0.5932 0.4589 0.053 Uiso 1 1 calc R C . O5A O 1.4981(6) 0.6316(4) 0.5049(3) 0.077(2) Uani 1 1 d . . . C20A C 0.628(9) 0.087(3) 0.459(3) 0.24(5) Uani 0.50 1 d P A 1 H20A H 0.5627 0.0874 0.4246 0.293 Uiso 0.50 1 calc PR A 1 H20B H 0.6714 0.0391 0.4617 0.293 Uiso 0.50 1 calc PR A 1 O3A O 0.5880(8) 0.7689(5) 0.4234(4) 0.102(3) Uani 1 1 d . . . C1B C 1.0427(9) 0.8482(5) 0.3701(4) 0.058(2) Uani 1 1 d . . . H1B H 0.9887 0.8403 0.3324 0.069 Uiso 1 1 calc R . . C39A C 1.597(2) 0.7112(11) 0.5719(8) 0.125(8) Uani 0.75 1 d P B 1 H39A H 1.6440 0.6733 0.5953 0.187 Uiso 0.75 1 calc PR B 1 H39B H 1.5850 0.7533 0.5953 0.187 Uiso 0.75 1 calc PR B 1 H39C H 1.6431 0.7263 0.5427 0.187 Uiso 0.75 1 calc PR B 1 Cl3C Cl 0.2239(3) 0.5881(2) 0.06806(13) 0.1047(11) Uani 1 1 d . . . Cl2C Cl 0.3703(4) 0.7192(3) 0.07111(18) 0.1415(18) Uani 1 1 d . . . Cl1C Cl 0.4872(4) 0.5782(3) 0.06470(18) 0.1415(17) Uani 1 1 d . . . C1C C 0.3707(10) 0.6281(6) 0.0903(5) 0.074(3) Uani 1 1 d . . . H1C H 0.3904 0.6257 0.1323 0.089 Uiso 1 1 calc R . . C28A C 0.6456(10) 0.7686(7) 0.3806(7) 0.090(4) Uani 1 1 d . . . C38A C 1.4772(15) 0.6832(9) 0.5461(7) 0.075(4) Uani 0.75 1 d PU B 1 H38A H 1.4224 0.7231 0.5283 0.090 Uiso 0.75 1 calc PR B 1 H38B H 1.4359 0.6594 0.5745 0.090 Uiso 0.75 1 calc PR B 1 C21A C 0.590(3) 0.0944(17) 0.4919(15) 0.115(10) Uani 0.50 1 d PU A 1 H21A H 0.6444 0.1257 0.5189 0.173 Uiso 0.50 1 calc PR A 1 H21B H 0.5792 0.0472 0.5095 0.173 Uiso 0.50 1 calc PR A 1 H21C H 0.5078 0.1178 0.4805 0.173 Uiso 0.50 1 calc PR A 1 C30D C 0.593(3) 0.9291(12) 0.3968(11) 0.094(9) Uani 0.50 1 d P C 2 H30A H 0.6232 0.9095 0.4345 0.140 Uiso 0.50 1 calc PR C 2 H30B H 0.5293 0.9667 0.3986 0.140 Uiso 0.50 1 calc PR C 2 H30C H 0.6631 0.9505 0.3822 0.140 Uiso 0.50 1 calc PR C 2 C29D C 0.535(2) 0.8679(11) 0.3580(8) 0.078(7) Uani 0.50 1 d P C 2 H29A H 0.4730 0.8419 0.3763 0.093 Uiso 0.50 1 calc PR C 2 H29B H 0.4873 0.8901 0.3230 0.093 Uiso 0.50 1 calc PR C 2 C29A C 0.4755(17) 0.8280(12) 0.4092(9) 0.068(6) Uani 0.50 1 d P C 1 H29C H 0.4324 0.8225 0.3696 0.082 Uiso 0.50 1 calc PR C 1 H29D H 0.4133 0.8194 0.4337 0.082 Uiso 0.50 1 calc PR C 1 C30A C 0.526(3) 0.9007(12) 0.4181(11) 0.095(8) Uani 0.50 1 d P C 1 H30D H 0.6084 0.8988 0.4427 0.142 Uiso 0.50 1 calc PR C 1 H30E H 0.4687 0.9306 0.4359 0.142 Uiso 0.50 1 calc PR C 1 H30F H 0.5334 0.9224 0.3820 0.142 Uiso 0.50 1 calc PR C 1 C21D C 0.761(4) 0.035(2) 0.4616(14) 0.140(12) Uani 0.50 1 d PU A 2 H21D H 0.7690 0.0305 0.4222 0.210 Uiso 0.50 1 calc PR A 2 H21E H 0.7270 -0.0100 0.4742 0.210 Uiso 0.50 1 calc PR A 2 H21F H 0.8431 0.0455 0.4848 0.210 Uiso 0.50 1 calc PR A 2 C20D C 0.690(4) 0.085(2) 0.466(2) 0.077(9) Uani 0.50 1 d PU A 2 H20C H 0.6692 0.0832 0.5043 0.092 Uiso 0.50 1 calc PR A 2 H20D H 0.6104 0.0771 0.4389 0.092 Uiso 0.50 1 calc PR A 2 C38D C 1.515(3) 0.727(2) 0.5314(16) 0.056(10) Uani 0.25 1 d PU B 2 H38C H 1.5940 0.7510 0.5264 0.067 Uiso 0.25 1 calc PR B 2 H38D H 1.4412 0.7583 0.5174 0.067 Uiso 0.25 1 calc PR B 2 C39D C 1.518(3) 0.696(3) 0.591(2) 0.070(14) Uani 0.25 1 d P B 2 H39D H 1.4330 0.6975 0.5999 0.105 Uiso 0.25 1 calc PR B 2 H39E H 1.5744 0.7258 0.6187 0.105 Uiso 0.25 1 calc PR B 2 H39F H 1.5481 0.6457 0.5930 0.105 Uiso 0.25 1 calc PR B 2 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 Br3 0.0289(4) 0.0296(4) 0.0658(5) 0.0051(3) 0.0142(4) -0.0032(3) Br2 0.0271(4) 0.0209(3) 0.0539(4) 0.0063(3) 0.0078(3) 0.0033(3) Br1 0.0320(4) 0.0560(5) 0.0311(4) 0.0068(3) -0.0031(3) -0.0042(4) C9A 0.023(3) 0.018(3) 0.029(3) 0.002(3) 0.004(3) 0.002(3) C3A 0.025(3) 0.020(3) 0.012(3) 0.002(2) 0.001(2) 0.000(3) C10A 0.025(4) 0.035(4) 0.037(4) 0.001(3) -0.005(3) -0.002(3) C1A 0.021(3) 0.019(3) 0.024(3) 0.005(2) 0.002(3) 0.001(3) C22A 0.021(3) 0.018(3) 0.032(4) 0.004(3) -0.001(3) 0.003(3) C4A 0.022(3) 0.018(3) 0.025(3) 0.008(2) -0.002(3) 0.000(3) C5A 0.022(3) 0.018(3) 0.028(3) 0.004(3) -0.001(3) -0.008(3) C2A 0.021(3) 0.017(3) 0.027(3) -0.001(2) 0.006(3) -0.004(3) Cl1B 0.0725(17) 0.0589(15) 0.0777(17) -0.0001(12) 0.0037(13) 0.0046(13) Cl2B 0.0683(16) 0.0761(17) 0.0717(16) -0.0080(13) 0.0060(13) -0.0003(14) Cl3B 0.096(2) 0.0558(14) 0.0635(15) 0.0056(12) -0.0061(14) 0.0220(14) N2A 0.028(3) 0.019(3) 0.027(3) -0.002(2) 0.003(2) 0.000(2) N3A 0.015(3) 0.016(3) 0.034(3) 0.001(2) 0.007(2) 0.001(2) N1A 0.023(3) 0.018(2) 0.027(3) 0.003(2) 0.004(2) 0.002(2) C36A 0.026(4) 0.026(4) 0.056(5) -0.007(3) 0.017(4) 0.006(3) C13A 0.015(3) 0.019(3) 0.029(3) 0.005(3) 0.004(3) -0.001(3) C8A 0.034(4) 0.036(4) 0.091(7) -0.023(4) 0.019(4) -0.001(4) C32A 0.022(4) 0.023(3) 0.041(4) 0.006(3) 0.006(3) 0.005(3) C6A 0.020(3) 0.025(3) 0.025(3) 0.003(3) 0.006(3) -0.005(3) C18A 0.025(4) 0.019(3) 0.033(4) 0.001(3) 0.002(3) -0.005(3) C27A 0.038(4) 0.030(4) 0.029(4) 0.000(3) -0.003(3) 0.003(3) C34A 0.026(4) 0.034(4) 0.038(4) 0.006(3) -0.007(3) 0.001(3) C14A 0.030(4) 0.020(3) 0.033(4) 0.002(3) 0.005(3) -0.001(3) C7A 0.018(3) 0.026(4) 0.060(5) 0.015(3) 0.003(3) 0.002(3) O6A 0.059(4) 0.062(4) 0.057(4) -0.023(3) 0.003(3) 0.029(3) O4A 0.057(4) 0.041(4) 0.133(7) -0.007(4) 0.020(4) 0.021(3) O2A 0.069(4) 0.030(3) 0.058(4) 0.001(3) 0.024(3) -0.012(3) O1A 0.192(9) 0.042(4) 0.062(4) 0.001(3) 0.074(5) -0.033(5) C31A 0.021(3) 0.024(3) 0.035(4) -0.002(3) 0.006(3) -0.002(3) C23A 0.026(4) 0.024(3) 0.043(4) -0.004(3) -0.001(3) 0.001(3) C17A 0.039(4) 0.028(4) 0.031(4) -0.004(3) 0.002(3) 0.003(3) C33A 0.030(4) 0.026(3) 0.031(4) 0.008(3) 0.004(3) 0.003(3) C16A 0.063(5) 0.040(4) 0.028(4) 0.006(3) 0.011(4) 0.002(4) C15A 0.055(5) 0.017(3) 0.037(4) 0.005(3) 0.016(4) 0.001(3) C12A 0.040(4) 0.039(4) 0.046(4) 0.017(4) 0.007(4) -0.012(4) C11A 0.029(4) 0.022(3) 0.037(4) 0.009(3) 0.004(3) -0.005(3) C35A 0.028(4) 0.043(4) 0.048(5) -0.006(4) 0.001(4) 0.012(3) C19A 0.079(6) 0.028(4) 0.055(5) 0.004(4) 0.037(5) -0.007(4) C37A 0.046(5) 0.046(5) 0.050(5) -0.012(4) 0.003(4) 0.013(4) C24A 0.039(4) 0.035(4) 0.049(5) -0.013(4) 0.005(4) 0.002(4) C25A 0.054(5) 0.049(5) 0.038(4) -0.010(4) 0.010(4) -0.013(4) C26A 0.045(5) 0.044(5) 0.040(5) 0.008(4) -0.003(4) -0.006(4) O5A 0.074(5) 0.089(5) 0.057(4) -0.042(4) -0.017(3) 0.024(4) C20A 0.57(15) 0.06(2) 0.18(5) 0.00(3) 0.28(9) 0.02(6) O3A 0.092(6) 0.102(6) 0.123(7) -0.023(5) 0.046(5) 0.036(5) C1B 0.064(6) 0.049(5) 0.050(5) 0.001(4) -0.014(4) 0.003(5) C39A 0.17(2) 0.112(16) 0.077(12) -0.052(11) -0.017(14) -0.028(16) Cl3C 0.097(2) 0.126(3) 0.084(2) -0.0120(19) 0.0009(17) -0.031(2) Cl2C 0.109(3) 0.155(4) 0.137(3) 0.064(3) -0.035(2) -0.045(3) Cl1C 0.105(3) 0.205(5) 0.118(3) 0.034(3) 0.029(2) -0.020(3) C1C 0.069(7) 0.084(8) 0.074(7) 0.018(6) 0.023(5) -0.021(6) C28A 0.050(6) 0.075(8) 0.149(12) -0.051(8) 0.029(8) 0.014(6) C38A 0.081(10) 0.073(10) 0.064(9) -0.030(8) -0.005(8) -0.005(8) C21A 0.100(17) 0.094(17) 0.15(2) 0.023(17) 0.034(16) -0.017(14) C30D 0.16(3) 0.052(14) 0.093(18) 0.001(12) 0.072(18) 0.018(15) C29D 0.110(18) 0.071(13) 0.055(11) 0.008(10) 0.025(12) 0.057(13) C29A 0.045(11) 0.093(16) 0.073(13) 0.006(11) 0.025(10) 0.016(11) C30A 0.15(3) 0.050(14) 0.096(19) -0.012(13) 0.049(18) -0.001(15) C21D 0.16(2) 0.15(2) 0.110(18) 0.048(17) 0.018(16) -0.038(18) C20D 0.114(16) 0.035(13) 0.102(18) 0.027(13) 0.073(14) -0.018(12) C38D 0.035(16) 0.051(17) 0.07(2) 0.047(16) -0.014(14) -0.007(14) C39D 0.016(17) 0.10(4) 0.09(4) 0.03(3) 0.01(2) -0.01(2) _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 C9A C3A 1.518(9) . ? C9A C10A 1.534(9) . ? C3A C4A 1.411(8) . ? C3A C2A 1.414(8) . ? C1A C6A 1.397(8) . ? C1A C2A 1.400(9) . ? C1A C7A 1.523(9) . ? C22A C4A 1.506(8) . ? C22A N2A 1.514(8) . ? C4A C5A 1.406(9) . ? C5A C6A 1.413(9) . ? C5A C11A 1.511(8) . ? C2A C13A 1.509(8) . ? Cl1B C1B 1.791(9) . ? Cl2B C1B 1.736(10) . ? Cl3B C1B 1.740(9) . ? N2A C23A 1.341(8) . ? N2A C27A 1.347(8) . ? N3A C32A 1.325(8) . ? N3A C36A 1.339(8) . ? N3A C31A 1.498(8) . ? N1A C18A 1.354(8) . ? N1A C14A 1.355(8) . ? N1A C13A 1.504(8) . ? C36A C35A 1.378(10) . ? C8A C7A 1.534(11) . ? C32A C33A 1.392(9) . ? C6A C31A 1.526(9) . ? C18A C17A 1.365(9) . ? C27A C26A 1.371(10) . ? C34A C35A 1.362(10) . ? C34A C33A 1.384(9) . ? C14A C15A 1.379(9) . ? O6A C37A 1.188(9) . ? O4A C28A 1.228(16) . ? O4A C29D 1.490(18) . ? O2A C19A 1.200(10) . ? O1A C19A 1.334(10) . ? O1A C20D 1.44(4) . ? O1A C20A 1.74(7) . ? C23A C24A 1.382(10) . ? C17A C16A 1.386(10) . ? C33A C37A 1.501(10) . ? C16A C15A 1.386(10) . ? C15A C19A 1.492(10) . ? C12A C11A 1.527(10) . ? C37A O5A 1.321(10) . ? C24A C25A 1.392(11) . ? C24A C28A 1.480(13) . ? C25A C26A 1.368(11) . ? O5A C38A 1.423(14) . ? O5A C38D 1.86(4) . ? C20A C21A 0.97(5) . ? O3A C28A 1.304(15) . ? O3A C29A 1.62(2) . ? C39A C38A 1.42(2) . ? Cl3C C1C 1.742(11) . ? Cl2C C1C 1.733(11) . ? Cl1C C1C 1.762(12) . ? C30D C29D 1.52(3) . ? C29A C30A 1.44(3) . ? C21D C20D 1.21(6) . ? C38D C39D 1.55(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 C3A C9A C10A 111.4(5) . . ? C4A C3A C2A 119.5(6) . . ? C4A C3A C9A 119.8(5) . . ? C2A C3A C9A 120.7(5) . . ? C6A C1A C2A 120.1(6) . . ? C6A C1A C7A 120.0(6) . . ? C2A C1A C7A 119.8(5) . . ? C4A C22A N2A 111.5(5) . . ? C5A C4A C3A 120.6(6) . . ? C5A C4A C22A 120.4(5) . . ? C3A C4A C22A 119.0(6) . . ? C4A C5A C6A 118.7(5) . . ? C4A C5A C11A 119.8(6) . . ? C6A C5A C11A 121.5(6) . . ? C1A C2A C3A 119.9(5) . . ? C1A C2A C13A 121.1(5) . . ? C3A C2A C13A 119.0(5) . . ? C23A N2A C27A 120.7(6) . . ? C23A N2A C22A 117.3(5) . . ? C27A N2A C22A 121.9(5) . . ? C32A N3A C36A 121.0(6) . . ? C32A N3A C31A 121.2(5) . . ? C36A N3A C31A 117.4(5) . . ? C18A N1A C14A 120.5(5) . . ? C18A N1A C13A 123.1(5) . . ? C14A N1A C13A 116.2(5) . . ? N3A C36A C35A 119.9(6) . . ? N1A C13A C2A 114.1(5) . . ? N3A C32A C33A 120.7(6) . . ? C1A C6A C5A 120.9(6) . . ? C1A C6A C31A 119.7(6) . . ? C5A C6A C31A 119.2(5) . . ? N1A C18A C17A 121.1(6) . . ? N2A C27A C26A 120.3(7) . . ? C35A C34A C33A 118.3(6) . . ? N1A C14A C15A 119.7(6) . . ? C1A C7A C8A 112.6(6) . . ? C28A O4A C29D 107.3(11) . . ? C19A O1A C20D 116(2) . . ? C19A O1A C20A 112(2) . . ? C20D O1A C20A 21(4) . . ? N3A C31A C6A 113.6(5) . . ? N2A C23A C24A 120.9(7) . . ? C18A C17A C16A 119.6(6) . . ? C34A C33A C32A 119.2(6) . . ? C34A C33A C37A 123.1(6) . . ? C32A C33A C37A 117.7(6) . . ? C17A C16A C15A 118.7(7) . . ? C14A C15A C16A 120.3(6) . . ? C14A C15A C19A 116.5(6) . . ? C16A C15A C19A 123.2(7) . . ? C5A C11A C12A 109.3(5) . . ? C34A C35A C36A 120.9(7) . . ? O2A C19A O1A 124.5(7) . . ? O2A C19A C15A 124.6(7) . . ? O1A C19A C15A 110.8(7) . . ? O6A C37A O5A 126.2(7) . . ? O6A C37A C33A 123.4(7) . . ? O5A C37A C33A 110.2(7) . . ? C23A C24A C25A 118.6(7) . . ? C23A C24A C28A 117.6(9) . . ? C25A C24A C28A 123.6(9) . . ? C26A C25A C24A 119.2(7) . . ? C25A C26A C27A 120.2(7) . . ? C37A O5A C38A 117.1(9) . . ? C37A O5A C38D 110.6(11) . . ? C38A O5A C38D 32.0(13) . . ? C21A C20A O1A 108(5) . . ? C28A O3A C29A 106.7(11) . . ? Cl2B C1B Cl3B 111.7(5) . . ? Cl2B C1B Cl1B 109.6(5) . . ? Cl3B C1B Cl1B 109.8(5) . . ? Cl2C C1C Cl3C 111.5(6) . . ? Cl2C C1C Cl1C 111.8(6) . . ? Cl3C C1C Cl1C 110.2(6) . . ? O4A C28A O3A 123.0(10) . . ? O4A C28A C24A 121.5(12) . . ? O3A C28A C24A 115.5(13) . . ? C39A C38A O5A 107.2(13) . . ? O4A C29D C30D 116.3(19) . . ? C30A C29A O3A 109.9(17) . . ? C21D C20D O1A 116(3) . . ? C39D C38D O5A 88(3) . . ? 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 C1B H1B Br2 1.00 2.60 3.551(9) 159.6 . C1C H1C Br3 1.00 2.77 3.727(11) 161.0 . C27A H27A Br1 0.95 2.88 3.645(7) 137.8 . C18A H18A Br1 0.95 2.74 3.447(6) 131.9 . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.019 _refine_diff_density_min -1.337 _refine_diff_density_rms 0.134 data_bipy3 _database_code_depnum_ccdc_archive 'CCDC 290379' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H60 Br3 N6 O4.50' _chemical_formula_weight 1032.75 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' Br Br -0.2901 2.4595 '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' _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 10.6106(4) _cell_length_b 12.4052(5) _cell_length_c 20.5253(5) _cell_angle_alpha 82.503(2) _cell_angle_beta 78.979(2) _cell_angle_gamma 72.937(2) _cell_volume 2527.15(15) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.357 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1062 _exptl_absorpt_coefficient_mu 2.442 _exptl_absorpt_correction_type Scalepack _exptl_absorpt_correction_T_min 0.2455 _exptl_absorpt_correction_T_max 0.6409 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 KappaCCD _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 16485 _diffrn_reflns_av_R_equivalents 0.0888 _diffrn_reflns_av_sigmaI/netI 0.0954 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8867 _reflns_number_gt 6519 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius Collect' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XSeed (Barbour, 1999' _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^)+(0.0747P)^2^+11.5881P] 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 8867 _refine_ls_number_parameters 592 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1047 _refine_ls_R_factor_gt 0.0740 _refine_ls_wR_factor_ref 0.1982 _refine_ls_wR_factor_gt 0.1788 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.036 _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 Br1 Br -0.37421(6) 0.44443(6) 0.86431(3) 0.03249(19) Uani 1 1 d . . . N1 N 0.2678(5) -0.3562(4) 0.5491(2) 0.0290(11) Uani 1 1 d . . . C1 C 0.2267(6) -0.4774(5) 0.6549(3) 0.0230(12) Uani 1 1 d . . . Br2 Br 0.37589(8) -0.64609(8) 0.44283(4) 0.0566(3) Uani 1 1 d . . . N2 N 0.1043(6) 0.1838(5) 0.3738(3) 0.0504(16) Uani 1 1 d . . . C2 C 0.0913(6) -0.4749(5) 0.6629(3) 0.0235(12) Uani 1 1 d . . . Br3 Br 0.03860(12) 0.03798(11) 0.77158(6) 0.0327(3) Uani 0.50 1 d P A 1 N3 N -0.2077(4) -0.3531(4) 0.7473(2) 0.0219(10) Uani 1 1 d . . . C3 C 0.0204(5) -0.4879(5) 0.7274(3) 0.0206(11) Uani 1 1 d . . . Br4 Br 0.2232(2) -0.11589(17) 0.71205(8) 0.0584(5) Uani 0.50 1 d P B 2 N4 N -0.6086(5) 0.1946(5) 0.8229(3) 0.0413(14) Uani 1 1 d . . . C4 C 0.0848(5) -0.5099(4) 0.7832(3) 0.0198(11) Uani 1 1 d . . . N5 N 0.2596(4) -0.4282(4) 0.8714(2) 0.0208(10) Uani 1 1 d . . . C5 C 0.2203(5) -0.5113(5) 0.7748(3) 0.0213(12) Uani 1 1 d . . . N6 N 0.1508(6) 0.0551(5) 1.0454(3) 0.0409(14) Uani 1 1 d . . . C6 C 0.2895(5) -0.4898(5) 0.7107(3) 0.0226(12) Uani 1 1 d . . . C7 C 0.3051(6) -0.4693(5) 0.5857(3) 0.0276(13) Uani 1 1 d . . . H7A H 0.4013 -0.4894 0.5890 0.033 Uiso 1 1 calc R . . H7B H 0.2921 -0.5258 0.5596 0.033 Uiso 1 1 calc R . . C8 C 0.0214(6) -0.4635(6) 0.6030(3) 0.0318(14) Uani 1 1 d . . . H8A H 0.0671 -0.4246 0.5646 0.038 Uiso 1 1 calc R . . H8B H -0.0720 -0.4164 0.6135 0.038 Uiso 1 1 calc R . . C9 C 0.0216(7) -0.5786(6) 0.5841(3) 0.0397(16) Uani 1 1 d . . . H9A H -0.0147 -0.6207 0.6234 0.060 Uiso 1 1 calc R . . H9B H 0.1133 -0.6212 0.5676 0.060 Uiso 1 1 calc R . . H9C H -0.0336 -0.5678 0.5493 0.060 Uiso 1 1 calc R . . C10 C -0.1292(5) -0.4734(5) 0.7366(3) 0.0239(12) Uani 1 1 d . . . H10A H -0.1511 -0.4965 0.6967 0.029 Uiso 1 1 calc R . . H10B H -0.1548 -0.5234 0.7754 0.029 Uiso 1 1 calc R . . C11 C 0.0121(5) -0.5335(5) 0.8534(3) 0.0243(12) Uani 1 1 d . . . H11A H 0.0470 -0.5027 0.8862 0.029 Uiso 1 1 calc R . . H11B H -0.0843 -0.4943 0.8560 0.029 Uiso 1 1 calc R . . C12 C 0.0301(6) -0.6591(5) 0.8713(3) 0.0335(14) Uani 1 1 d . . . H12A H 0.1256 -0.6985 0.8677 0.050 Uiso 1 1 calc R . . H12B H -0.0096 -0.6890 0.8408 0.050 Uiso 1 1 calc R . . H12C H -0.0141 -0.6711 0.9171 0.050 Uiso 1 1 calc R . . C13 C 0.2889(5) -0.5325(5) 0.8344(3) 0.0235(12) Uani 1 1 d . . . H13A H 0.3865 -0.5604 0.8199 0.028 Uiso 1 1 calc R . . H13B H 0.2600 -0.5925 0.8650 0.028 Uiso 1 1 calc R . . C14 C 0.4323(6) -0.4814(6) 0.7026(3) 0.0305(14) Uani 1 1 d . . . H14A H 0.4463 -0.4248 0.6652 0.037 Uiso 1 1 calc R . . H14B H 0.4446 -0.4542 0.7436 0.037 Uiso 1 1 calc R . . C15 C 0.5374(6) -0.5934(6) 0.6892(3) 0.0387(16) Uani 1 1 d . . . H15A H 0.5224 -0.6235 0.6504 0.058 Uiso 1 1 calc R . . H15B H 0.5309 -0.6475 0.7282 0.058 Uiso 1 1 calc R . . H15C H 0.6266 -0.5813 0.6805 0.058 Uiso 1 1 calc R . . C16 C 0.2628(6) -0.3481(6) 0.4826(3) 0.0321(14) Uani 1 1 d . . . H16 H 0.2821 -0.4152 0.4605 0.039 Uiso 1 1 calc R . . C17 C 0.2307(6) -0.2456(6) 0.4474(3) 0.0373(15) Uani 1 1 d . . . H17 H 0.2260 -0.2418 0.4014 0.045 Uiso 1 1 calc R . . C18 C 0.2044(6) -0.1449(6) 0.4788(3) 0.0337(15) Uani 1 1 d . . . C19 C 0.2150(7) -0.1570(6) 0.5464(3) 0.0387(16) Uani 1 1 d . . . H19 H 0.2016 -0.0915 0.5691 0.046 Uiso 1 1 calc R . . C20 C 0.2445(7) -0.2616(6) 0.5803(3) 0.0363(15) Uani 1 1 d . . . H20 H 0.2486 -0.2675 0.6265 0.044 Uiso 1 1 calc R . . C21 C 0.0802(7) 0.0938(7) 0.3541(4) 0.0485(19) Uani 1 1 d . . . H21 H 0.0396 0.1048 0.3154 0.058 Uiso 1 1 calc R . . C22 C 0.1098(7) -0.0127(7) 0.3856(4) 0.0472(18) Uani 1 1 d . . . H22 H 0.0896 -0.0726 0.3689 0.057 Uiso 1 1 calc R . . C23 C 0.1697(6) -0.0324(6) 0.4425(3) 0.0403(16) Uani 1 1 d . . . C24 C 0.1960(7) 0.0594(6) 0.4638(4) 0.0480(18) Uani 1 1 d . . . H24 H 0.2371 0.0508 0.5021 0.058 Uiso 1 1 calc R . . C25 C 0.1608(8) 0.1644(7) 0.4281(4) 0.0515(19) Uani 1 1 d . . . H25 H 0.1785 0.2264 0.4437 0.062 Uiso 1 1 calc R . . C26 C -0.3257(6) -0.3126(6) 0.7252(3) 0.0355(15) Uani 1 1 d . . . H26 H -0.3546 -0.3588 0.7011 0.043 Uiso 1 1 calc R . . C27 C -0.4044(6) -0.2056(6) 0.7370(4) 0.0389(16) Uani 1 1 d . . . H27 H -0.4870 -0.1784 0.7207 0.047 Uiso 1 1 calc R . . C28 C -0.3652(6) -0.1361(5) 0.7726(3) 0.0268(13) Uani 1 1 d . . . C29 C -0.2424(6) -0.1805(5) 0.7946(3) 0.0294(13) Uani 1 1 d . . . H29 H -0.2112 -0.1362 0.8189 0.035 Uiso 1 1 calc R . . C30 C -0.1664(6) -0.2879(5) 0.7812(3) 0.0289(13) Uani 1 1 d . . . H30 H -0.0828 -0.3169 0.7963 0.035 Uiso 1 1 calc R . . C31 C -0.6586(7) 0.1187(6) 0.8054(4) 0.0439(18) Uani 1 1 d . . . H31 H -0.7518 0.1396 0.8043 0.053 Uiso 1 1 calc R . . C32 C -0.5845(6) 0.0104(6) 0.7887(4) 0.0421(17) Uani 1 1 d . . . H32 H -0.6270 -0.0409 0.7779 0.050 Uiso 1 1 calc R . . C33 C -0.4488(6) -0.0210(5) 0.7880(3) 0.0296(13) Uani 1 1 d . . . C34 C -0.3924(7) 0.0594(6) 0.8021(4) 0.0465(18) Uani 1 1 d . . . H34 H -0.2985 0.0435 0.7995 0.056 Uiso 1 1 calc R . . C35 C -0.4777(7) 0.1651(6) 0.8204(4) 0.0483(19) Uani 1 1 d . . . H35 H -0.4387 0.2186 0.8316 0.058 Uiso 1 1 calc R . . C36 C 0.2308(6) -0.3247(5) 0.8396(3) 0.0265(13) Uani 1 1 d . . . H36 H 0.2252 -0.3164 0.7934 0.032 Uiso 1 1 calc R . . C37 C 0.2093(6) -0.2302(5) 0.8732(3) 0.0285(13) Uani 1 1 d . . . H37 H 0.1876 -0.1572 0.8503 0.034 Uiso 1 1 calc R . . C38 C 0.2190(5) -0.2406(5) 0.9403(3) 0.0236(12) Uani 1 1 d . . . C39 C 0.2508(5) -0.3503(5) 0.9717(3) 0.0247(12) Uani 1 1 d . . . H39 H 0.2581 -0.3611 1.0177 0.030 Uiso 1 1 calc R . . C40 C 0.2714(5) -0.4415(5) 0.9364(3) 0.0246(12) Uani 1 1 d . . . H40 H 0.2945 -0.5156 0.9579 0.030 Uiso 1 1 calc R . . C41 C 0.1521(8) 0.0609(6) 0.9806(4) 0.0474(18) Uani 1 1 d . . . H41 H 0.1371 0.1335 0.9571 0.057 Uiso 1 1 calc R . . C42 C 0.1740(8) -0.0318(6) 0.9447(3) 0.0438(17) Uani 1 1 d . . . H42 H 0.1735 -0.0221 0.8981 0.053 Uiso 1 1 calc R . . C43 C 0.1965(6) -0.1380(5) 0.9773(3) 0.0276(13) Uani 1 1 d . . . C44 C 0.1966(7) -0.1459(6) 1.0451(3) 0.0365(15) Uani 1 1 d . . . H44 H 0.2134 -0.2176 1.0696 0.044 Uiso 1 1 calc R . . C45 C 0.1722(8) -0.0491(6) 1.0765(4) 0.0463(18) Uani 1 1 d . . . H45 H 0.1703 -0.0563 1.1233 0.056 Uiso 1 1 calc R . . O1S O -0.3153(4) 0.6398(4) 0.9408(2) 0.0374(11) Uani 1 1 d . . . H1S H -0.3256 0.5857 0.9236 0.045 Uiso 1 1 calc R . . C1S C -0.4431(6) 0.7201(7) 0.9580(4) 0.0459(18) Uani 1 1 d . . . H1S1 H -0.5024 0.6837 0.9908 0.055 Uiso 1 1 calc R . . H1S2 H -0.4857 0.7478 0.9179 0.055 Uiso 1 1 calc R . . O2S O -0.0687(4) 0.7076(4) 0.9215(2) 0.0374(11) Uani 1 1 d . . . C2S C -0.4220(8) 0.8170(8) 0.9870(5) 0.064(2) Uani 1 1 d . . . H2S1 H -0.3683 0.7879 1.0227 0.096 Uiso 1 1 calc R . . H2S2 H -0.5087 0.8667 1.0052 0.096 Uiso 1 1 calc R . . H2S3 H -0.3751 0.8598 0.9522 0.096 Uiso 1 1 calc R . . O3S O -0.1676(8) 0.2692(7) 0.7238(4) 0.100(2) Uani 1 1 d . . . C3S C 0.436(3) 0.178(2) 0.6122(13) 0.099(9) Uani 0.50 1 d P C 1 H3S1 H 0.4893 0.1411 0.6478 0.119 Uiso 0.50 1 calc PR C 1 H3S2 H 0.4386 0.2577 0.6019 0.119 Uiso 0.50 1 calc PR C 1 O4S O 0.2913(12) -0.1815(11) 0.7029(6) 0.061(3) Uani 0.50 1 d PU D 1 H2S4 H -0.1379 0.6799 0.9319 0.073 Uiso 1 1 d R . . H2S5 H -0.1014 0.7832 0.9192 0.073 Uiso 1 1 d R . . H5S4 H 0.5010 -0.1389 0.6256 0.073 Uiso 0.50 1 d PR E 1 H5S5 H 0.5103 -0.0955 0.5563 0.073 Uiso 0.50 1 d PR F 1 H3S4 H -0.1125 0.1944 0.7506 0.073 Uiso 1 1 d R . . H4S4 H 0.3360 -0.1383 0.6615 0.073 Uiso 0.50 1 d PR G 1 H3S3 H -0.2541 0.3009 0.7699 0.073 Uiso 1 1 d R . . C4S C 0.330(3) 0.168(3) 0.6224(15) 0.140(15) Uani 0.50 1 d P C 1 H4S1 H 0.3348 0.0870 0.6284 0.209 Uiso 0.50 1 calc PR C 1 H4S2 H 0.2842 0.2032 0.5847 0.209 Uiso 0.50 1 calc PR C 1 H4S3 H 0.2810 0.2039 0.6629 0.209 Uiso 0.50 1 calc PR C 1 O5S O 0.4408(14) -0.0912(13) 0.5955(6) 0.080(4) Uani 0.50 1 d P H 1 O6S O 0.4748(17) 0.1086(17) 0.5481(15) 0.155(10) Uani 0.50 1 d P C 1 H6S H 0.4644 0.0437 0.5590 0.186 Uiso 0.50 1 calc PR C 1 H4S6 H 0.2273 -0.1268 0.7202 0.186 Uiso 0.50 1 d PR C 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.0217(3) 0.0475(4) 0.0294(3) 0.0041(3) -0.0062(2) -0.0128(3) N1 0.028(3) 0.035(3) 0.027(2) -0.001(2) -0.001(2) -0.017(2) C1 0.030(3) 0.022(3) 0.019(3) -0.001(2) -0.002(2) -0.010(2) Br2 0.0670(5) 0.0742(6) 0.0418(4) -0.0274(4) 0.0219(4) -0.0494(5) N2 0.043(3) 0.045(4) 0.066(4) 0.015(3) -0.014(3) -0.021(3) C2 0.027(3) 0.019(3) 0.026(3) -0.002(2) -0.005(2) -0.009(2) Br3 0.0330(7) 0.0333(7) 0.0247(6) -0.0041(5) -0.0141(5) 0.0085(5) N3 0.018(2) 0.022(3) 0.026(2) -0.0022(19) -0.0043(19) -0.0051(19) C3 0.021(3) 0.021(3) 0.023(3) -0.002(2) -0.004(2) -0.009(2) Br4 0.0858(13) 0.0575(11) 0.0471(9) 0.0074(8) -0.0310(9) -0.0350(11) N4 0.035(3) 0.042(3) 0.043(3) -0.014(3) -0.006(3) 0.001(3) C4 0.022(3) 0.015(3) 0.021(3) -0.003(2) 0.000(2) -0.005(2) N5 0.015(2) 0.026(3) 0.021(2) -0.0051(19) -0.0020(18) -0.0053(19) C5 0.022(3) 0.023(3) 0.018(3) -0.004(2) -0.001(2) -0.004(2) N6 0.046(3) 0.033(3) 0.049(3) -0.012(3) -0.018(3) -0.008(3) C6 0.019(3) 0.022(3) 0.026(3) -0.002(2) -0.004(2) -0.004(2) C7 0.033(3) 0.029(3) 0.021(3) 0.001(2) -0.001(2) -0.013(3) C8 0.035(3) 0.047(4) 0.020(3) 0.005(3) -0.006(2) -0.023(3) C9 0.050(4) 0.056(5) 0.026(3) -0.006(3) -0.008(3) -0.031(4) C10 0.026(3) 0.021(3) 0.027(3) -0.004(2) -0.006(2) -0.007(2) C11 0.019(3) 0.027(3) 0.024(3) 0.001(2) 0.001(2) -0.006(2) C12 0.029(3) 0.029(3) 0.035(3) 0.005(3) 0.005(3) -0.005(3) C13 0.019(3) 0.025(3) 0.024(3) -0.004(2) 0.000(2) -0.001(2) C14 0.024(3) 0.048(4) 0.022(3) -0.005(3) 0.000(2) -0.015(3) C15 0.023(3) 0.056(5) 0.034(3) -0.005(3) 0.002(3) -0.009(3) C16 0.032(3) 0.043(4) 0.022(3) -0.002(3) -0.002(2) -0.013(3) C17 0.036(4) 0.048(4) 0.026(3) 0.001(3) -0.002(3) -0.013(3) C18 0.027(3) 0.041(4) 0.037(3) 0.010(3) -0.007(3) -0.021(3) C19 0.049(4) 0.032(4) 0.039(4) -0.001(3) -0.010(3) -0.017(3) C20 0.051(4) 0.035(4) 0.028(3) 0.001(3) -0.009(3) -0.018(3) C21 0.040(4) 0.048(5) 0.057(4) 0.020(4) -0.016(3) -0.017(4) C22 0.042(4) 0.054(5) 0.049(4) 0.014(4) -0.012(3) -0.022(4) C23 0.029(3) 0.047(4) 0.044(4) 0.011(3) -0.005(3) -0.016(3) C24 0.046(4) 0.042(4) 0.061(5) 0.012(4) -0.021(4) -0.021(4) C25 0.057(5) 0.042(4) 0.064(5) 0.013(4) -0.020(4) -0.027(4) C26 0.024(3) 0.041(4) 0.047(4) -0.015(3) -0.012(3) -0.010(3) C27 0.022(3) 0.040(4) 0.056(4) -0.013(3) -0.011(3) -0.004(3) C28 0.022(3) 0.030(3) 0.027(3) -0.002(2) -0.005(2) -0.004(3) C29 0.027(3) 0.029(3) 0.034(3) -0.003(3) -0.014(3) -0.004(3) C30 0.027(3) 0.026(3) 0.036(3) -0.005(3) -0.016(3) -0.004(3) C31 0.025(3) 0.046(4) 0.055(4) -0.016(4) -0.011(3) 0.006(3) C32 0.030(3) 0.043(4) 0.054(4) -0.016(3) -0.009(3) -0.005(3) C33 0.029(3) 0.028(3) 0.028(3) -0.002(3) -0.009(3) 0.000(3) C34 0.033(4) 0.040(4) 0.068(5) -0.013(4) -0.022(3) 0.000(3) C35 0.042(4) 0.035(4) 0.070(5) -0.012(4) -0.025(4) -0.002(3) C36 0.027(3) 0.030(3) 0.024(3) 0.000(2) -0.008(2) -0.008(3) C37 0.032(3) 0.029(3) 0.027(3) 0.002(2) -0.010(3) -0.011(3) C38 0.015(3) 0.030(3) 0.026(3) -0.006(2) -0.002(2) -0.006(2) C39 0.017(3) 0.034(3) 0.021(3) -0.003(2) -0.004(2) -0.003(2) C40 0.021(3) 0.030(3) 0.023(3) 0.001(2) -0.004(2) -0.008(2) C41 0.066(5) 0.028(4) 0.050(4) -0.003(3) -0.016(4) -0.012(3) C42 0.070(5) 0.033(4) 0.033(3) -0.004(3) -0.015(3) -0.016(4) C43 0.024(3) 0.029(3) 0.032(3) -0.003(3) -0.007(2) -0.010(3) C44 0.051(4) 0.026(3) 0.036(3) -0.003(3) -0.021(3) -0.007(3) C45 0.060(5) 0.044(4) 0.040(4) -0.012(3) -0.020(3) -0.011(4) O1S 0.027(2) 0.039(3) 0.049(3) -0.001(2) -0.004(2) -0.013(2) C1S 0.024(3) 0.063(5) 0.047(4) -0.001(4) -0.004(3) -0.009(3) O2S 0.025(2) 0.031(2) 0.057(3) -0.012(2) -0.009(2) -0.0040(19) C2S 0.037(4) 0.064(6) 0.089(6) -0.034(5) 0.014(4) -0.015(4) O3S 0.089(5) 0.117(7) 0.099(6) -0.033(5) -0.005(4) -0.034(5) C3S 0.17(3) 0.062(14) 0.100(17) 0.028(12) -0.067(18) -0.063(17) O4S 0.060(5) 0.045(5) 0.065(5) -0.009(4) -0.005(4) 0.001(4) C4S 0.093(18) 0.16(3) 0.17(3) 0.13(2) -0.082(19) -0.06(2) O5S 0.087(9) 0.115(12) 0.054(7) -0.008(7) 0.015(6) -0.067(9) O6S 0.071(11) 0.092(14) 0.29(3) 0.021(17) -0.049(15) -0.016(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 N1 C20 1.347(8) . ? N1 C16 1.365(8) . ? N1 C7 1.485(8) . ? C1 C6 1.401(8) . ? C1 C2 1.407(8) . ? C1 C7 1.510(7) . ? N2 C25 1.327(10) . ? N2 C21 1.341(10) . ? C2 C3 1.407(7) . ? C2 C8 1.524(8) . ? N3 C30 1.342(7) . ? N3 C26 1.347(8) . ? N3 C10 1.502(7) . ? C3 C4 1.401(8) . ? C3 C10 1.521(7) . ? N4 C35 1.321(9) . ? N4 C31 1.324(9) . ? C4 C5 1.410(8) . ? C4 C11 1.535(7) . ? N5 C36 1.340(8) . ? N5 C40 1.348(7) . ? N5 C13 1.510(7) . ? C5 C6 1.413(7) . ? C5 C13 1.495(8) . ? N6 C41 1.320(9) . ? N6 C45 1.340(9) . ? C6 C14 1.525(8) . ? C8 C9 1.527(9) . ? C11 C12 1.517(8) . ? C14 C15 1.524(9) . ? C16 C17 1.363(9) . ? C17 C18 1.410(9) . ? C18 C19 1.397(9) . ? C18 C23 1.474(10) . ? C19 C20 1.370(9) . ? C21 C22 1.369(10) . ? C22 C23 1.395(10) . ? C23 C24 1.388(10) . ? C24 C25 1.395(10) . ? C26 C27 1.369(9) . ? C27 C28 1.393(9) . ? C28 C29 1.394(8) . ? C28 C33 1.481(8) . ? C29 C30 1.372(8) . ? C31 C32 1.392(10) . ? C32 C33 1.375(9) . ? C33 C34 1.389(9) . ? C34 C35 1.408(10) . ? C36 C37 1.378(8) . ? C37 C38 1.386(8) . ? C38 C39 1.402(8) . ? C38 C43 1.503(8) . ? C39 C40 1.365(8) . ? C41 C42 1.386(9) . ? C42 C43 1.374(9) . ? C43 C44 1.381(9) . ? C44 C45 1.371(9) . ? O1S C1S 1.440(8) . ? C1S C2S 1.498(11) . ? C3S C4S 1.15(3) . ? C3S O6S 1.59(3) . ? 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 C20 N1 C16 119.8(6) . . ? C20 N1 C7 120.5(5) . . ? C16 N1 C7 119.7(5) . . ? C6 C1 C2 120.4(5) . . ? C6 C1 C7 120.1(5) . . ? C2 C1 C7 119.5(5) . . ? C25 N2 C21 115.3(7) . . ? C3 C2 C1 119.3(5) . . ? C3 C2 C8 119.3(5) . . ? C1 C2 C8 121.3(5) . . ? C30 N3 C26 119.8(5) . . ? C30 N3 C10 121.5(5) . . ? C26 N3 C10 118.6(5) . . ? C4 C3 C2 120.9(5) . . ? C4 C3 C10 119.7(5) . . ? C2 C3 C10 119.4(5) . . ? C35 N4 C31 116.0(6) . . ? C3 C4 C5 119.3(5) . . ? C3 C4 C11 121.7(5) . . ? C5 C4 C11 118.9(5) . . ? C36 N5 C40 120.5(5) . . ? C36 N5 C13 120.9(4) . . ? C40 N5 C13 118.5(5) . . ? C4 C5 C6 120.0(5) . . ? C4 C5 C13 119.5(5) . . ? C6 C5 C13 120.4(5) . . ? C41 N6 C45 115.6(6) . . ? C1 C6 C5 119.7(5) . . ? C1 C6 C14 120.5(5) . . ? C5 C6 C14 119.8(5) . . ? N1 C7 C1 114.4(5) . . ? C2 C8 C9 111.7(5) . . ? N3 C10 C3 111.6(4) . . ? C12 C11 C4 111.9(5) . . ? C5 C13 N5 112.8(5) . . ? C15 C14 C6 113.2(5) . . ? C17 C16 N1 121.1(6) . . ? C16 C17 C18 120.5(6) . . ? C19 C18 C17 116.6(6) . . ? C19 C18 C23 121.3(6) . . ? C17 C18 C23 122.1(6) . . ? C20 C19 C18 121.1(6) . . ? N1 C20 C19 120.9(6) . . ? N2 C21 C22 125.0(7) . . ? C21 C22 C23 119.3(7) . . ? C24 C23 C22 117.0(7) . . ? C24 C23 C18 120.8(6) . . ? C22 C23 C18 122.2(7) . . ? C23 C24 C25 118.8(7) . . ? N2 C25 C24 124.6(7) . . ? N3 C26 C27 120.8(6) . . ? C26 C27 C28 121.0(6) . . ? C27 C28 C29 116.8(6) . . ? C27 C28 C33 122.8(5) . . ? C29 C28 C33 120.4(5) . . ? C30 C29 C28 120.3(5) . . ? N3 C30 C29 121.4(5) . . ? N4 C31 C32 124.7(6) . . ? C33 C32 C31 118.9(6) . . ? C32 C33 C34 117.6(6) . . ? C32 C33 C28 121.4(6) . . ? C34 C33 C28 121.0(6) . . ? C33 C34 C35 118.5(6) . . ? N4 C35 C34 124.1(7) . . ? N5 C36 C37 120.4(5) . . ? C36 C37 C38 120.6(6) . . ? C37 C38 C39 117.3(5) . . ? C37 C38 C43 121.0(6) . . ? C39 C38 C43 121.7(5) . . ? C40 C39 C38 120.1(5) . . ? N5 C40 C39 121.0(6) . . ? N6 C41 C42 124.3(7) . . ? C43 C42 C41 119.3(6) . . ? C42 C43 C44 117.2(6) . . ? C42 C43 C38 120.8(5) . . ? C44 C43 C38 121.9(6) . . ? C45 C44 C43 119.3(6) . . ? N6 C45 C44 124.3(6) . . ? O1S C1S C2S 108.5(6) . . ? C4S C3S O6S 92(2) . . ? 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 C6 C1 C2 C3 -1.6(8) . . . . ? C7 C1 C2 C3 176.9(5) . . . . ? C6 C1 C2 C8 -178.9(5) . . . . ? C7 C1 C2 C8 -0.4(8) . . . . ? C1 C2 C3 C4 -3.8(8) . . . . ? C8 C2 C3 C4 173.6(5) . . . . ? C1 C2 C3 C10 173.9(5) . . . . ? C8 C2 C3 C10 -8.8(8) . . . . ? C2 C3 C4 C5 4.3(8) . . . . ? C10 C3 C4 C5 -173.3(5) . . . . ? C2 C3 C4 C11 -175.2(5) . . . . ? C10 C3 C4 C11 7.2(8) . . . . ? C3 C4 C5 C6 0.5(8) . . . . ? C11 C4 C5 C6 180.0(5) . . . . ? C3 C4 C5 C13 178.8(5) . . . . ? C11 C4 C5 C13 -1.7(8) . . . . ? C2 C1 C6 C5 6.4(8) . . . . ? C7 C1 C6 C5 -172.2(5) . . . . ? C2 C1 C6 C14 -174.2(5) . . . . ? C7 C1 C6 C14 7.3(8) . . . . ? C4 C5 C6 C1 -5.8(8) . . . . ? C13 C5 C6 C1 175.9(5) . . . . ? C4 C5 C6 C14 174.7(5) . . . . ? C13 C5 C6 C14 -3.6(8) . . . . ? C20 N1 C7 C1 41.9(7) . . . . ? C16 N1 C7 C1 -141.0(5) . . . . ? C6 C1 C7 N1 -110.5(6) . . . . ? C2 C1 C7 N1 70.9(7) . . . . ? C3 C2 C8 C9 -82.2(7) . . . . ? C1 C2 C8 C9 95.1(6) . . . . ? C30 N3 C10 C3 -35.2(7) . . . . ? C26 N3 C10 C3 148.4(5) . . . . ? C4 C3 C10 N3 87.1(6) . . . . ? C2 C3 C10 N3 -90.6(6) . . . . ? C3 C4 C11 C12 92.6(6) . . . . ? C5 C4 C11 C12 -86.9(6) . . . . ? C4 C5 C13 N5 -80.8(6) . . . . ? C6 C5 C13 N5 97.5(6) . . . . ? C36 N5 C13 C5 -28.3(7) . . . . ? C40 N5 C13 C5 155.9(5) . . . . ? C1 C6 C14 C15 -86.7(7) . . . . ? C5 C6 C14 C15 92.8(6) . . . . ? C20 N1 C16 C17 -2.0(9) . . . . ? C7 N1 C16 C17 -179.1(5) . . . . ? N1 C16 C17 C18 1.3(9) . . . . ? C16 C17 C18 C19 0.9(9) . . . . ? C16 C17 C18 C23 179.8(6) . . . . ? C17 C18 C19 C20 -2.4(9) . . . . ? C23 C18 C19 C20 178.6(6) . . . . ? C16 N1 C20 C19 0.4(9) . . . . ? C7 N1 C20 C19 177.5(6) . . . . ? C18 C19 C20 N1 1.9(10) . . . . ? C25 N2 C21 C22 -0.1(11) . . . . ? N2 C21 C22 C23 -0.2(11) . . . . ? C21 C22 C23 C24 0.0(10) . . . . ? C21 C22 C23 C18 -180.0(6) . . . . ? C19 C18 C23 C24 25.0(9) . . . . ? C17 C18 C23 C24 -153.9(7) . . . . ? C19 C18 C23 C22 -155.1(7) . . . . ? C17 C18 C23 C22 26.1(9) . . . . ? C22 C23 C24 C25 0.4(10) . . . . ? C18 C23 C24 C25 -179.7(6) . . . . ? C21 N2 C25 C24 0.6(11) . . . . ? C23 C24 C25 N2 -0.7(12) . . . . ? C30 N3 C26 C27 -0.2(9) . . . . ? C10 N3 C26 C27 176.4(6) . . . . ? N3 C26 C27 C28 -0.4(10) . . . . ? C26 C27 C28 C29 0.6(10) . . . . ? C26 C27 C28 C33 -178.4(6) . . . . ? C27 C28 C29 C30 -0.3(9) . . . . ? C33 C28 C29 C30 178.8(6) . . . . ? C26 N3 C30 C29 0.6(9) . . . . ? C10 N3 C30 C29 -175.9(5) . . . . ? C28 C29 C30 N3 -0.3(9) . . . . ? C35 N4 C31 C32 3.6(11) . . . . ? N4 C31 C32 C33 -1.9(12) . . . . ? C31 C32 C33 C34 -2.1(10) . . . . ? C31 C32 C33 C28 178.1(6) . . . . ? C27 C28 C33 C32 22.2(9) . . . . ? C29 C28 C33 C32 -156.8(6) . . . . ? C27 C28 C33 C34 -157.5(7) . . . . ? C29 C28 C33 C34 23.5(9) . . . . ? C32 C33 C34 C35 4.1(10) . . . . ? C28 C33 C34 C35 -176.2(7) . . . . ? C31 N4 C35 C34 -1.4(12) . . . . ? C33 C34 C35 N4 -2.4(12) . . . . ? C40 N5 C36 C37 -1.8(8) . . . . ? C13 N5 C36 C37 -177.5(5) . . . . ? N5 C36 C37 C38 1.0(9) . . . . ? C36 C37 C38 C39 -0.2(8) . . . . ? C36 C37 C38 C43 179.6(5) . . . . ? C37 C38 C39 C40 0.2(8) . . . . ? C43 C38 C39 C40 -179.6(5) . . . . ? C36 N5 C40 C39 1.9(8) . . . . ? C13 N5 C40 C39 177.6(5) . . . . ? C38 C39 C40 N5 -1.1(8) . . . . ? C45 N6 C41 C42 -0.1(11) . . . . ? N6 C41 C42 C43 -0.2(12) . . . . ? C41 C42 C43 C44 -0.4(10) . . . . ? C41 C42 C43 C38 179.3(6) . . . . ? C37 C38 C43 C42 -4.1(9) . . . . ? C39 C38 C43 C42 175.7(6) . . . . ? C37 C38 C43 C44 175.5(6) . . . . ? C39 C38 C43 C44 -4.7(8) . . . . ? C42 C43 C44 C45 1.2(10) . . . . ? C38 C43 C44 C45 -178.4(6) . . . . ? C41 N6 C45 C44 1.1(11) . . . . ? C43 C44 C45 N6 -1.7(11) . . . . ? 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 O1S H1S Br1 0.84 2.48 3.314(5) 172.8 . O2S H2S4 O1S 0.88 2.05 2.919(6) 167.9 . O2S H2S5 N6 0.90 2.11 2.945(7) 154.9 2_567 O5S H5S5 O6S 0.98 2.44 2.64(2) 91.1 . O3S H3S4 Br3 1.09 2.18 3.222(9) 160.8 . O4S H4S4 O5S 1.05 1.74 2.773(16) 167.4 . O3S H3S3 Br1 1.20 2.68 3.778(7) 151.4 . O6S H6S O5S 0.84 1.81 2.64(2) 171.1 . O4S H4S6 Br3 0.87 2.58 3.444(12) 179.3 . _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 2.730 _refine_diff_density_min -1.930 _refine_diff_density_rms 0.123