# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_1 _database_code_depnum_ccdc_archive 'CCDC 922581' #TrackingRef 'all cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C45 H42 Cl N7 O13' _chemical_formula_weight 924.31 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' Cl Cl 0.1484 0.1585 '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 9.3971(5) _cell_length_b 14.8204(7) _cell_length_c 17.5829(9) _cell_angle_alpha 69.237(3) _cell_angle_beta 75.363(3) _cell_angle_gamma 83.377(3) _cell_volume 2214.51(19) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 5824 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 22.10 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.386 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 964 _exptl_absorpt_coefficient_mu 0.161 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.956 _exptl_absorpt_correction_T_max 0.965 _exptl_absorpt_process_details SADBAS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27999 _diffrn_reflns_av_R_equivalents 0.0415 _diffrn_reflns_av_unetI/netI 0.0728 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 28.26 _reflns_number_total 10812 _reflns_number_gt 4793 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.1000P)^2^+0.9550P] 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 9512 _refine_ls_number_parameters 614 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1339 _refine_ls_R_factor_gt 0.0568 _refine_ls_wR_factor_ref 0.1856 _refine_ls_wR_factor_gt 0.1436 _refine_ls_goodness_of_fit_ref 0.861 _refine_ls_restrained_S_all 0.861 _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 Cl1 Cl 0.95501(9) 0.86414(6) 0.11831(5) 0.0614(3) Uani 1 1 d . . . N1 N 0.8660(3) 0.73333(17) 0.64004(14) 0.0458(6) Uani 1 1 d . . . C1 C 0.7217(3) 0.6859(2) 0.68828(17) 0.0585(8) Uani 1 1 d . . . H1A H 0.7329 0.6397 0.7418 0.070 Uiso 1 1 calc R . . H1B H 0.6479 0.7342 0.6986 0.070 Uiso 1 1 calc R . . C2 C 0.6736(4) 0.6353(3) 0.63887(18) 0.0676(9) Uani 1 1 d . . . H2A H 0.7480 0.5883 0.6263 0.081 Uiso 1 1 calc R . . H2B H 0.5821 0.6026 0.6695 0.081 Uiso 1 1 calc R . . O1 O 0.6540(3) 0.71038(15) 0.56390(12) 0.0645(6) Uani 1 1 d . . . C16 C 0.8771(4) 0.8297(2) 0.64903(18) 0.0546(8) Uani 1 1 d . . . H16A H 0.8269 0.8279 0.7050 0.065 Uiso 1 1 calc R . . H16B H 0.9797 0.8433 0.6404 0.065 Uiso 1 1 calc R . . C17 C 0.8085(4) 0.9078(2) 0.58595(17) 0.0577(8) Uani 1 1 d . . . H17A H 0.7057 0.8954 0.5938 0.069 Uiso 1 1 calc R . . H17B H 0.8155 0.9704 0.5905 0.069 Uiso 1 1 calc R . . C5 C 0.6722(3) 0.7450(2) 0.34765(17) 0.0522(8) Uani 1 1 d . . . H5 H 0.6791 0.7965 0.2978 0.063 Uiso 1 1 calc R . . C6 C 0.6718(3) 0.6513(2) 0.34751(17) 0.0509(8) Uani 1 1 d . . . C4 C 0.6623(3) 0.7625(2) 0.42086(18) 0.0520(8) Uani 1 1 d . . . H4 H 0.6612 0.8254 0.4206 0.062 Uiso 1 1 calc R . . C3 C 0.6543(3) 0.6857(2) 0.49441(17) 0.0529(8) Uani 1 1 d . . . C7 C 0.6587(4) 0.5757(2) 0.42243(19) 0.0630(9) Uani 1 1 d . . . H7 H 0.6552 0.5128 0.4234 0.076 Uiso 1 1 calc R . . C8 C 0.6507(4) 0.5924(2) 0.49589(19) 0.0625(9) Uani 1 1 d . . . H8 H 0.6430 0.5410 0.5460 0.075 Uiso 1 1 calc R . . C9 C 0.7331(4) 0.5633(2) 0.24605(19) 0.0592(8) Uani 1 1 d . . . C13 C 0.8392(3) 0.6069(2) -0.01426(18) 0.0496(7) Uani 1 1 d . . . C12 C 0.8363(4) 0.6838(2) 0.0111(2) 0.0616(9) Uani 1 1 d . . . H12 H 0.8577 0.7450 -0.0281 0.074 Uiso 1 1 calc R . . C10 C 0.7689(3) 0.5802(2) 0.15373(18) 0.0511(7) Uani 1 1 d . . . C14 C 0.8092(4) 0.5153(2) 0.0424(2) 0.0646(9) Uani 1 1 d . . . H14 H 0.8122 0.4631 0.0242 0.078 Uiso 1 1 calc R . . C15 C 0.7746(4) 0.5027(2) 0.1266(2) 0.0659(9) Uani 1 1 d . . . H15 H 0.7549 0.4412 0.1656 0.079 Uiso 1 1 calc R . . C11 C 0.8016(4) 0.6706(2) 0.0950(2) 0.0615(9) Uani 1 1 d . . . H11 H 0.8000 0.7231 0.1125 0.074 Uiso 1 1 calc R . . N3 N 0.8708(3) 0.6229(3) -0.10354(18) 0.0691(8) Uani 1 1 d . . . O4 O 0.8563(4) 0.5583(2) -0.12673(17) 0.1231(13) Uani 1 1 d . . . O3 O 0.9106(4) 0.7010(2) -0.15229(16) 0.1156(12) Uani 1 1 d . . . N2 N 0.6871(4) 0.6403(2) 0.26906(18) 0.0644(9) Uani 1 1 d . . . O2 O 0.7491(4) 0.48241(18) 0.29547(15) 0.1014(10) Uani 1 1 d . . . C18 C 0.8557(3) 0.9690(2) 0.43530(17) 0.0478(7) Uani 1 1 d . . . C21 C 0.8048(3) 1.09303(19) 0.28274(17) 0.0448(7) Uani 1 1 d . . . C19 C 0.9390(3) 0.9597(2) 0.36158(18) 0.0532(8) Uani 1 1 d . . . H19 H 1.0129 0.9121 0.3628 0.064 Uiso 1 1 calc R . . C20 C 0.9131(3) 1.0209(2) 0.28605(17) 0.0506(7) Uani 1 1 d . . . H20 H 0.9693 1.0137 0.2367 0.061 Uiso 1 1 calc R . . C25 C 0.6818(3) 1.2707(2) 0.09213(19) 0.0513(7) Uani 1 1 d . . . C24 C 0.6780(4) 1.2183(2) 0.1832(2) 0.0606(9) Uani 1 1 d . . . C23 C 0.7481(3) 1.0407(2) 0.43273(18) 0.0559(8) Uani 1 1 d . . . H23 H 0.6926 1.0478 0.4823 0.067 Uiso 1 1 calc R . . C22 C 0.7215(3) 1.1025(2) 0.35700(18) 0.0559(8) Uani 1 1 d . . . H22 H 0.6478 1.1502 0.3560 0.067 Uiso 1 1 calc R . . C28 C 0.6768(4) 1.3738(2) -0.0717(2) 0.0618(9) Uani 1 1 d . . . C26 C 0.7994(4) 1.2690(2) 0.0286(2) 0.0673(10) Uani 1 1 d . . . H26 H 0.8825 1.2320 0.0414 0.081 Uiso 1 1 calc R . . C27 C 0.7993(4) 1.3201(2) -0.0540(2) 0.0724(10) Uani 1 1 d . . . H27 H 0.8807 1.3179 -0.0964 0.087 Uiso 1 1 calc R . . C30 C 0.5597(4) 1.3257(3) 0.0714(2) 0.0933(14) Uani 1 1 d . . . H30 H 0.4779 1.3284 0.1134 0.112 Uiso 1 1 calc R . . C29 C 0.5572(4) 1.3764(3) -0.0105(2) 0.0992(15) Uani 1 1 d . . . H29 H 0.4736 1.4125 -0.0238 0.119 Uiso 1 1 calc R . . O5 O 0.8918(2) 0.90400(14) 0.50705(11) 0.0581(6) Uani 1 1 d . . . N4 N 0.7851(3) 1.15225(17) 0.20269(16) 0.0491(6) Uani 1 1 d . . . O6 O 0.5804(3) 1.2367(2) 0.23544(16) 0.1328(14) Uani 1 1 d . . . N5 N 0.6762(4) 1.4308(2) -0.1598(2) 0.0826(10) Uani 1 1 d . . . O7 O 0.7864(5) 1.4313(2) -0.21362(18) 0.1134(11) Uani 1 1 d . . . O8 O 0.5694(4) 1.4820(3) -0.1727(2) 0.175(2) Uani 1 1 d . . . C31 C 0.9976(3) 0.6675(2) 0.65682(17) 0.0543(8) Uani 1 1 d . . . H31A H 0.9704 0.6007 0.6750 0.065 Uiso 1 1 calc R . . H31B H 1.0329 0.6769 0.7007 0.065 Uiso 1 1 calc R . . C32 C 1.1168(3) 0.6906(2) 0.57759(17) 0.0557(8) Uani 1 1 d . . . H32A H 1.1410 0.7582 0.5569 0.067 Uiso 1 1 calc R . . H32B H 1.2050 0.6515 0.5869 0.067 Uiso 1 1 calc R . . C33 C 1.1222(3) 0.7030(2) 0.43619(17) 0.0477(7) Uani 1 1 d . . . C36 C 1.2297(3) 0.7768(2) 0.26490(16) 0.0442(7) Uani 1 1 d . . . C35 C 1.0961(3) 0.7309(2) 0.29792(18) 0.0516(8) Uani 1 1 d . . . H35 H 1.0422 0.7250 0.2624 0.062 Uiso 1 1 calc R . . C34 C 1.0431(3) 0.6941(2) 0.38299(18) 0.0529(8) Uani 1 1 d . . . H34 H 0.9537 0.6632 0.4048 0.063 Uiso 1 1 calc R . . C38 C 1.2569(3) 0.7454(2) 0.40390(18) 0.0551(8) Uani 1 1 d . . . H38 H 1.3126 0.7489 0.4396 0.066 Uiso 1 1 calc R . . C37 C 1.3094(3) 0.7827(2) 0.31865(18) 0.0543(8) Uani 1 1 d . . . H37 H 1.3999 0.8123 0.2971 0.065 Uiso 1 1 calc R . . C39 C 1.4156(3) 0.8285(2) 0.13080(17) 0.0444(7) Uani 1 1 d . . . C40 C 1.4395(3) 0.87454(19) 0.03821(16) 0.0414(6) Uani 1 1 d . . . C41 C 1.3333(3) 0.9220(2) -0.00528(17) 0.0499(7) Uani 1 1 d . . . H41 H 1.2375 0.9280 0.0241 0.060 Uiso 1 1 calc R . . C42 C 1.3668(3) 0.9608(2) -0.09147(17) 0.0498(7) Uani 1 1 d . . . H42 H 1.2951 0.9939 -0.1199 0.060 Uiso 1 1 calc R . . C43 C 1.5069(3) 0.9496(2) -0.13409(17) 0.0465(7) Uani 1 1 d . . . C44 C 1.6178(4) 0.9072(2) -0.09352(19) 0.0660(9) Uani 1 1 d . . . H44 H 1.7138 0.9030 -0.1235 0.079 Uiso 1 1 calc R . . C45 C 1.5833(3) 0.8714(2) -0.00766(19) 0.0624(9) Uani 1 1 d . . . H45 H 1.6577 0.8443 0.0205 0.075 Uiso 1 1 calc R . . N6 N 1.2744(3) 0.81862(18) 0.17624(14) 0.0481(6) Uani 1 1 d . . . N7 N 1.5413(4) 0.98500(19) -0.22586(16) 0.0621(7) Uani 1 1 d . . . O9 O 1.0554(2) 0.66820(15) 0.52038(11) 0.0571(6) Uani 1 1 d . . . O10 O 1.5213(2) 0.80144(16) 0.16393(12) 0.0639(6) Uani 1 1 d . . . O11 O 1.4457(3) 1.02702(18) -0.26193(13) 0.0760(7) Uani 1 1 d . . . O12 O 1.6688(3) 0.9725(2) -0.26184(15) 0.1089(11) Uani 1 1 d . . . O13 O 0.0181(2) 0.08115(15) 0.07647(12) 0.0561(5) Uani 1 1 d G . . H13A H -0.0093 0.0230 0.0985 0.084 Uiso 1 1 d G . . H13B H 0.0267 0.0995 0.0239 0.084 Uiso 1 1 d G . . H1N H 0.865(3) 0.745(2) 0.5896(19) 0.055(9) Uiso 1 1 d . . . H2N H 0.678(4) 0.684(3) 0.235(2) 0.067(12) Uiso 1 1 d . . . H6N H 1.205(3) 0.836(2) 0.1508(18) 0.053(9) Uiso 1 1 d . . . H4N H 0.849(3) 1.146(2) 0.1581(19) 0.059(10) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl1 0.0572(5) 0.0668(5) 0.0561(5) -0.0153(4) -0.0144(4) 0.0000(4) N1 0.0565(15) 0.0560(16) 0.0199(13) -0.0097(11) -0.0074(11) 0.0048(12) C1 0.061(2) 0.079(2) 0.0268(16) -0.0116(15) -0.0010(14) -0.0079(16) C2 0.080(2) 0.082(2) 0.0336(18) -0.0036(16) -0.0147(16) -0.0219(19) O1 0.0883(16) 0.0699(14) 0.0336(12) -0.0116(10) -0.0173(11) -0.0077(12) C16 0.072(2) 0.0574(19) 0.0389(17) -0.0193(15) -0.0201(15) 0.0070(16) C17 0.073(2) 0.058(2) 0.0390(18) -0.0160(15) -0.0140(16) 0.0108(16) C5 0.0582(19) 0.059(2) 0.0329(17) -0.0056(14) -0.0149(14) 0.0024(15) C6 0.0600(19) 0.056(2) 0.0376(18) -0.0139(15) -0.0167(14) -0.0003(15) C4 0.0594(19) 0.0538(18) 0.0400(18) -0.0113(14) -0.0140(14) 0.0005(14) C3 0.0544(18) 0.069(2) 0.0327(17) -0.0121(15) -0.0093(14) -0.0111(15) C7 0.089(2) 0.055(2) 0.0434(19) -0.0084(15) -0.0180(17) -0.0142(17) C8 0.080(2) 0.064(2) 0.0353(18) -0.0016(15) -0.0112(16) -0.0239(17) C9 0.077(2) 0.057(2) 0.0421(19) -0.0100(16) -0.0261(16) 0.0085(17) C13 0.0516(17) 0.057(2) 0.0388(18) -0.0134(15) -0.0123(14) -0.0017(14) C12 0.077(2) 0.052(2) 0.051(2) -0.0171(16) -0.0106(17) 0.0018(16) C10 0.0581(18) 0.0507(18) 0.0468(18) -0.0139(15) -0.0220(15) 0.0039(14) C14 0.087(3) 0.058(2) 0.053(2) -0.0229(17) -0.0158(18) -0.0047(18) C15 0.091(3) 0.0489(19) 0.055(2) -0.0114(16) -0.0210(18) -0.0017(17) C11 0.083(2) 0.052(2) 0.050(2) -0.0193(16) -0.0135(17) -0.0017(17) N3 0.084(2) 0.076(2) 0.0503(19) -0.0228(17) -0.0152(15) -0.0084(17) O4 0.205(4) 0.115(2) 0.0667(19) -0.0385(18) -0.028(2) -0.055(2) O3 0.197(4) 0.084(2) 0.0459(16) -0.0083(15) -0.0038(18) -0.026(2) N2 0.103(2) 0.0521(18) 0.0372(17) -0.0109(14) -0.0287(16) 0.0160(16) O2 0.184(3) 0.0615(16) 0.0539(16) -0.0121(13) -0.0433(17) 0.0286(17) C18 0.0622(18) 0.0458(17) 0.0318(16) -0.0068(13) -0.0144(14) 0.0000(14) C21 0.0511(17) 0.0450(17) 0.0355(16) -0.0075(13) -0.0134(13) -0.0022(13) C19 0.065(2) 0.0514(18) 0.0413(18) -0.0156(14) -0.0159(15) 0.0123(15) C20 0.0614(19) 0.0525(18) 0.0339(16) -0.0125(14) -0.0109(14) 0.0077(15) C25 0.0534(18) 0.0431(17) 0.0498(19) -0.0050(14) -0.0154(15) 0.0017(14) C24 0.061(2) 0.063(2) 0.0455(19) -0.0093(16) -0.0097(16) 0.0146(16) C23 0.064(2) 0.063(2) 0.0380(18) -0.0201(15) -0.0098(15) 0.0127(16) C22 0.0600(19) 0.0580(19) 0.0463(19) -0.0160(15) -0.0156(15) 0.0138(15) C28 0.078(2) 0.0468(18) 0.055(2) 0.0036(15) -0.0305(19) -0.0154(17) C26 0.077(2) 0.058(2) 0.054(2) -0.0114(17) -0.0179(18) 0.0260(17) C27 0.098(3) 0.053(2) 0.054(2) -0.0110(17) -0.0152(19) 0.0188(19) C30 0.054(2) 0.103(3) 0.074(3) 0.020(2) -0.0092(19) 0.011(2) C29 0.054(2) 0.117(3) 0.078(3) 0.030(2) -0.024(2) 0.001(2) O5 0.0773(15) 0.0591(13) 0.0291(11) -0.0104(9) -0.0114(10) 0.0165(11) N4 0.0542(15) 0.0500(15) 0.0360(15) -0.0074(12) -0.0120(12) 0.0063(12) O6 0.121(2) 0.168(3) 0.0511(16) -0.0099(17) -0.0026(16) 0.097(2) N5 0.096(3) 0.065(2) 0.071(2) 0.0127(18) -0.036(2) -0.0165(19) O7 0.182(4) 0.085(2) 0.0586(19) -0.0141(16) -0.027(2) 0.022(2) O8 0.088(2) 0.220(4) 0.114(3) 0.083(3) -0.044(2) -0.015(3) C31 0.0637(19) 0.0593(19) 0.0307(16) -0.0087(14) -0.0111(14) 0.0138(15) C32 0.0571(19) 0.071(2) 0.0346(17) -0.0154(15) -0.0128(14) 0.0138(16) C33 0.0505(17) 0.0528(18) 0.0312(16) -0.0096(13) -0.0020(14) 0.0007(14) C36 0.0414(15) 0.0533(17) 0.0327(16) -0.0102(13) -0.0048(13) -0.0038(13) C35 0.0486(17) 0.069(2) 0.0357(17) -0.0158(15) -0.0069(14) -0.0083(15) C34 0.0449(17) 0.069(2) 0.0382(18) -0.0152(15) 0.0013(14) -0.0120(14) C38 0.0528(18) 0.078(2) 0.0331(17) -0.0135(15) -0.0126(14) -0.0057(16) C37 0.0454(17) 0.076(2) 0.0372(18) -0.0118(15) -0.0072(14) -0.0128(15) C39 0.0460(17) 0.0462(16) 0.0374(16) -0.0112(13) -0.0070(14) -0.0018(13) C40 0.0422(15) 0.0457(16) 0.0327(15) -0.0122(12) -0.0036(12) -0.0016(12) C41 0.0382(15) 0.0659(19) 0.0373(17) -0.0112(14) -0.0029(13) -0.0018(14) C42 0.0452(17) 0.0626(19) 0.0371(17) -0.0100(14) -0.0109(13) -0.0031(14) C43 0.0582(18) 0.0451(17) 0.0316(16) -0.0121(13) -0.0034(14) -0.0012(14) C44 0.0535(19) 0.083(2) 0.041(2) -0.0118(17) 0.0037(15) 0.0158(17) C45 0.0518(19) 0.080(2) 0.0413(19) -0.0105(16) -0.0079(15) 0.0165(16) N6 0.0403(14) 0.0691(17) 0.0295(14) -0.0102(12) -0.0061(11) -0.0053(12) N7 0.079(2) 0.0588(17) 0.0381(16) -0.0130(13) -0.0016(15) 0.0020(15) O9 0.0646(13) 0.0693(14) 0.0291(12) -0.0131(10) 0.0013(10) -0.0084(11) O10 0.0466(12) 0.0922(16) 0.0403(12) -0.0092(11) -0.0118(10) 0.0084(11) O11 0.0890(18) 0.0876(18) 0.0442(14) -0.0077(12) -0.0206(13) -0.0098(15) O12 0.111(2) 0.137(3) 0.0454(16) -0.0212(15) 0.0099(15) 0.0357(19) O13 0.0672(14) 0.0574(13) 0.0440(12) -0.0176(10) -0.0151(11) 0.0042(11) _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 C1 1.506(4) . ? N1 C31 1.506(4) . ? N1 C16 1.509(4) . ? N1 H1N 0.84(3) . ? C1 C2 1.504(4) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 O1 1.430(3) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? O1 C3 1.393(3) . ? C16 C17 1.505(4) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 O5 1.427(3) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C5 C4 1.380(4) . ? C5 C6 1.390(4) . ? C5 H5 0.9300 . ? C6 C7 1.382(4) . ? C6 N2 1.416(4) . ? C4 C3 1.378(4) . ? C4 H4 0.9300 . ? C3 C8 1.379(4) . ? C7 C8 1.382(4) . ? C7 H7 0.9300 . ? C8 H8 0.9300 . ? C9 O2 1.225(4) . ? C9 N2 1.333(4) . ? C9 C10 1.505(4) . ? C13 C12 1.358(4) . ? C13 C14 1.379(4) . ? C13 N3 1.458(4) . ? C12 C11 1.375(4) . ? C12 H12 0.9300 . ? C10 C11 1.381(4) . ? C10 C15 1.383(4) . ? C14 C15 1.381(4) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C11 H11 0.9300 . ? N3 O4 1.199(4) . ? N3 O3 1.204(4) . ? N2 H2N 0.73(3) . ? C18 C23 1.377(4) . ? C18 C19 1.378(4) . ? C18 O5 1.383(3) . ? C21 C20 1.385(4) . ? C21 C22 1.387(4) . ? C21 N4 1.415(3) . ? C19 C20 1.380(4) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C25 C26 1.363(4) . ? C25 C30 1.378(4) . ? C25 C24 1.505(4) . ? C24 O6 1.206(4) . ? C24 N4 1.341(4) . ? C23 C22 1.387(4) . ? C23 H23 0.9300 . ? C22 H22 0.9300 . ? C28 C29 1.354(5) . ? C28 C27 1.361(5) . ? C28 N5 1.479(4) . ? C26 C27 1.380(4) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C30 C29 1.372(5) . ? C30 H30 0.9300 . ? C29 H29 0.9300 . ? N4 H4N 0.88(3) . ? N5 O8 1.205(4) . ? N5 O7 1.212(4) . ? C31 C32 1.508(4) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 O9 1.424(3) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C38 1.374(4) . ? C33 C34 1.380(4) . ? C33 O9 1.384(3) . ? C36 C37 1.376(4) . ? C36 C35 1.387(4) . ? C36 N6 1.427(3) . ? C35 C34 1.375(4) . ? C35 H35 0.9300 . ? C34 H34 0.9300 . ? C38 C37 1.378(4) . ? C38 H38 0.9300 . ? C37 H37 0.9300 . ? C39 O10 1.234(3) . ? C39 N6 1.358(4) . ? C39 C40 1.493(4) . ? C40 C41 1.384(4) . ? C40 C45 1.393(4) . ? C41 C42 1.382(4) . ? C41 H41 0.9300 . ? C42 C43 1.365(4) . ? C42 H42 0.9300 . ? C43 C44 1.377(4) . ? C43 N7 1.469(4) . ? C44 C45 1.375(4) . ? C44 H44 0.9300 . ? C45 H45 0.9300 . ? N6 H6N 0.84(3) . ? N7 O11 1.215(3) . ? N7 O12 1.232(4) . ? O13 H13A 0.8500 . ? O13 H13B 0.8499 . ? 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 C1 N1 C31 113.1(2) . . ? C1 N1 C16 112.9(2) . . ? C31 N1 C16 112.6(2) . . ? C1 N1 H1N 104(2) . . ? C31 N1 H1N 107(2) . . ? C16 N1 H1N 106(2) . . ? C2 C1 N1 109.3(2) . . ? C2 C1 H1A 109.8 . . ? N1 C1 H1A 109.8 . . ? C2 C1 H1B 109.8 . . ? N1 C1 H1B 109.8 . . ? H1A C1 H1B 108.3 . . ? O1 C2 C1 104.8(3) . . ? O1 C2 H2A 110.8 . . ? C1 C2 H2A 110.8 . . ? O1 C2 H2B 110.8 . . ? C1 C2 H2B 110.8 . . ? H2A C2 H2B 108.9 . . ? C3 O1 C2 118.7(2) . . ? C17 C16 N1 109.7(2) . . ? C17 C16 H16A 109.7 . . ? N1 C16 H16A 109.7 . . ? C17 C16 H16B 109.7 . . ? N1 C16 H16B 109.7 . . ? H16A C16 H16B 108.2 . . ? O5 C17 C16 104.5(2) . . ? O5 C17 H17A 110.9 . . ? C16 C17 H17A 110.9 . . ? O5 C17 H17B 110.9 . . ? C16 C17 H17B 110.9 . . ? H17A C17 H17B 108.9 . . ? C4 C5 C6 120.8(3) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C7 C6 C5 118.8(3) . . ? C7 C6 N2 124.4(3) . . ? C5 C6 N2 116.8(3) . . ? C3 C4 C5 119.3(3) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C4 C3 C8 120.7(3) . . ? C4 C3 O1 115.0(3) . . ? C8 C3 O1 124.2(3) . . ? C8 C7 C6 120.8(3) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C3 C8 C7 119.5(3) . . ? C3 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? O2 C9 N2 123.5(3) . . ? O2 C9 C10 120.0(3) . . ? N2 C9 C10 116.5(3) . . ? C12 C13 C14 121.6(3) . . ? C12 C13 N3 118.7(3) . . ? C14 C13 N3 119.7(3) . . ? C13 C12 C11 119.4(3) . . ? C13 C12 H12 120.3 . . ? C11 C12 H12 120.3 . . ? C11 C10 C15 118.8(3) . . ? C11 C10 C9 121.9(3) . . ? C15 C10 C9 119.3(3) . . ? C13 C14 C15 118.6(3) . . ? C13 C14 H14 120.7 . . ? C15 C14 H14 120.7 . . ? C14 C15 C10 120.8(3) . . ? C14 C15 H15 119.6 . . ? C10 C15 H15 119.6 . . ? C12 C11 C10 120.8(3) . . ? C12 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? O4 N3 O3 121.5(3) . . ? O4 N3 C13 119.4(3) . . ? O3 N3 C13 119.0(3) . . ? C9 N2 C6 129.3(3) . . ? C9 N2 H2N 114(3) . . ? C6 N2 H2N 117(3) . . ? C23 C18 C19 119.4(3) . . ? C23 C18 O5 125.5(3) . . ? C19 C18 O5 115.2(2) . . ? C20 C21 C22 118.8(3) . . ? C20 C21 N4 117.2(2) . . ? C22 C21 N4 124.0(3) . . ? C18 C19 C20 120.2(3) . . ? C18 C19 H19 119.9 . . ? C20 C19 H19 119.9 . . ? C19 C20 C21 120.9(3) . . ? C19 C20 H20 119.5 . . ? C21 C20 H20 119.5 . . ? C26 C25 C30 117.6(3) . . ? C26 C25 C24 124.4(3) . . ? C30 C25 C24 118.0(3) . . ? O6 C24 N4 122.6(3) . . ? O6 C24 C25 119.6(3) . . ? N4 C24 C25 117.8(3) . . ? C18 C23 C22 120.7(3) . . ? C18 C23 H23 119.6 . . ? C22 C23 H23 119.6 . . ? C23 C22 C21 120.0(3) . . ? C23 C22 H22 120.0 . . ? C21 C22 H22 120.0 . . ? C29 C28 C27 121.2(3) . . ? C29 C28 N5 120.0(3) . . ? C27 C28 N5 118.8(4) . . ? C25 C26 C27 122.4(3) . . ? C25 C26 H26 118.8 . . ? C27 C26 H26 118.8 . . ? C28 C27 C26 118.1(3) . . ? C28 C27 H27 120.9 . . ? C26 C27 H27 120.9 . . ? C29 C30 C25 120.9(4) . . ? C29 C30 H30 119.6 . . ? C25 C30 H30 119.6 . . ? C28 C29 C30 119.8(3) . . ? C28 C29 H29 120.1 . . ? C30 C29 H29 120.1 . . ? C18 O5 C17 118.5(2) . . ? C24 N4 C21 128.6(3) . . ? C24 N4 H4N 113(2) . . ? C21 N4 H4N 119(2) . . ? O8 N5 O7 123.4(4) . . ? O8 N5 C28 116.9(4) . . ? O7 N5 C28 119.3(4) . . ? N1 C31 C32 108.7(2) . . ? N1 C31 H31A 109.9 . . ? C32 C31 H31A 109.9 . . ? N1 C31 H31B 109.9 . . ? C32 C31 H31B 109.9 . . ? H31A C31 H31B 108.3 . . ? O9 C32 C31 104.5(2) . . ? O9 C32 H32A 110.9 . . ? C31 C32 H32A 110.9 . . ? O9 C32 H32B 110.9 . . ? C31 C32 H32B 110.9 . . ? H32A C32 H32B 108.9 . . ? C38 C33 C34 119.7(3) . . ? C38 C33 O9 124.7(3) . . ? C34 C33 O9 115.6(3) . . ? C37 C36 C35 118.9(3) . . ? C37 C36 N6 123.5(3) . . ? C35 C36 N6 117.6(3) . . ? C34 C35 C36 120.3(3) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.9 . . ? C35 C34 C33 120.2(3) . . ? C35 C34 H34 119.9 . . ? C33 C34 H34 119.9 . . ? C33 C38 C37 119.9(3) . . ? C33 C38 H38 120.0 . . ? C37 C38 H38 120.0 . . ? C36 C37 C38 120.9(3) . . ? C36 C37 H37 119.5 . . ? C38 C37 H37 119.5 . . ? O10 C39 N6 122.0(3) . . ? O10 C39 C40 120.5(2) . . ? N6 C39 C40 117.5(2) . . ? C41 C40 C45 117.7(3) . . ? C41 C40 C39 126.1(2) . . ? C45 C40 C39 116.3(2) . . ? C42 C41 C40 121.4(3) . . ? C42 C41 H41 119.3 . . ? C40 C41 H41 119.3 . . ? C43 C42 C41 118.8(3) . . ? C43 C42 H42 120.6 . . ? C41 C42 H42 120.6 . . ? C42 C43 C44 121.8(3) . . ? C42 C43 N7 119.2(3) . . ? C44 C43 N7 118.9(3) . . ? C45 C44 C43 118.4(3) . . ? C45 C44 H44 120.8 . . ? C43 C44 H44 120.8 . . ? C44 C45 C40 121.6(3) . . ? C44 C45 H45 119.2 . . ? C40 C45 H45 119.2 . . ? C39 N6 C36 125.7(3) . . ? C39 N6 H6N 119(2) . . ? C36 N6 H6N 115(2) . . ? O11 N7 O12 123.7(3) . . ? O11 N7 C43 119.1(3) . . ? O12 N7 C43 117.1(3) . . ? C33 O9 C32 118.6(2) . . ? H13A O13 H13B 109.5 . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.285 _refine_diff_density_min -0.228 _refine_diff_density_rms 0.043 data_2 _database_code_depnum_ccdc_archive 'CCDC 922582' #TrackingRef 'all cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C45 H42 Br N7 O13' _chemical_formula_weight 968.76 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' Br Br -0.2901 2.4595 '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' _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 9.4231(11) _cell_length_b 14.9240(12) _cell_length_c 17.6464(15) _cell_angle_alpha 68.839(8) _cell_angle_beta 74.960(9) _cell_angle_gamma 83.360(8) _cell_volume 2234.3(4) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 4822 _cell_measurement_theta_min 1.84 _cell_measurement_theta_max 21.10 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.440 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1000.0 _exptl_absorpt_coefficient_mu 0.992 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.743 _exptl_absorpt_correction_T_max 0.788 _exptl_absorpt_process_details SADBAS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18093 _diffrn_reflns_av_R_equivalents 0.0770 _diffrn_reflns_av_unetI/netI 0.1203 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.87 _diffrn_reflns_theta_max 28.77 _reflns_number_total 11412 _reflns_number_gt 4794 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.We are not able to adjust the weighting scheme perfectly, therefore the default parameter values have been used during refinement cycles, which causes higher wR2(27%) value for complex 2. ; _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^)+(0.1303P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9981 _refine_ls_number_parameters 598 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1618 _refine_ls_R_factor_gt 0.0830 _refine_ls_wR_factor_ref 0.2748 _refine_ls_wR_factor_gt 0.2079 _refine_ls_goodness_of_fit_ref 0.988 _refine_ls_restrained_S_all 0.988 _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 Br1 Br 0.55581(6) 0.13920(4) 0.87646(3) 0.0666(3) Uani 1 1 d . . . O9 O 0.5595(4) 0.6669(3) 0.52417(18) 0.0575(10) Uani 1 1 d . . . O10 O 1.0260(4) 0.8041(3) 0.1667(2) 0.0732(13) Uani 1 1 d . . . O13 O 0.4814(5) 0.9165(3) 0.9192(2) 0.0656(11) Uani 1 1 d G . . H13B H 0.4671 0.8978 0.9721 0.098 Uiso 1 1 d G . . H13A H 0.4977 0.9763 0.8986 0.098 Uiso 1 1 d G . . O5 O 0.3906(4) 0.9010(3) 0.51136(19) 0.0620(11) Uani 1 1 d . . . O12 O 1.1752(6) 0.9746(4) -0.2587(2) 0.1035(19) Uani 1 1 d . . . O11 O 0.9496(6) 1.0217(4) -0.2588(2) 0.0853(14) Uani 1 1 d . . . N1 N 0.3659(4) 0.7305(3) 0.6439(2) 0.0479(11) Uani 1 1 d . . . H1N H 0.3684 0.7443 0.5889 0.058 Uiso 1 1 calc R . . O1 O 0.1596(5) 0.7060(3) 0.5665(2) 0.0668(11) Uani 1 1 d . . . N6 N 0.7804(4) 0.8142(3) 0.1796(2) 0.0521(12) Uani 1 1 d . . . H6N H 0.7125 0.8315 0.1522 0.063 Uiso 1 1 calc R . . O2 O 0.2307(7) 0.4800(3) 0.3005(2) 0.104(2) Uani 1 1 d . . . O6 O 0.0783(6) 1.2311(4) 0.2405(3) 0.137(3) Uani 1 1 d . . . N4 N 0.2887(5) 1.1515(3) 0.2077(2) 0.0551(12) Uani 1 1 d . . . H4N H 0.3567 1.1464 0.1662 0.066 Uiso 1 1 calc R . . O3 O 0.4004(7) 0.6974(4) -0.1459(2) 0.109(2) Uani 1 1 d . . . C9 C 0.2236(7) 0.5606(4) 0.2507(3) 0.0628(16) Uani 1 1 d . . . N2 N 0.1882(6) 0.6385(3) 0.2720(2) 0.0667(15) Uani 1 1 d . . . H2N H 0.1705 0.6897 0.2328 0.080 Uiso 1 1 calc R . . C36 C 0.7345(5) 0.7732(4) 0.2684(3) 0.0474(13) Uani 1 1 d . . . O4 O 0.3577(11) 0.5545(5) -0.1204(3) 0.167(4) Uani 1 1 d . . . C18 C 0.3543(6) 0.9664(4) 0.4402(3) 0.0481(13) Uani 1 1 d . . . C31 C 0.4979(6) 0.6661(4) 0.6597(3) 0.0570(16) Uani 1 1 d . . . H31B H 0.4719 0.5995 0.6768 0.068 Uiso 1 1 calc R . . H31A H 0.5312 0.6742 0.7044 0.068 Uiso 1 1 calc R . . C33 C 0.6272(6) 0.7010(4) 0.4401(3) 0.0499(14) Uani 1 1 d . . . C41 C 0.8366(6) 0.9134(4) -0.0018(3) 0.0591(16) Uani 1 1 d . . . H41 H 0.7396 0.9146 0.0280 0.071 Uiso 1 1 calc R . . C40 C 0.9450(5) 0.8729(3) 0.0414(3) 0.0450(12) Uani 1 1 d . . . N7 N 1.0464(6) 0.9828(4) -0.2231(3) 0.0671(15) Uani 1 1 d . . . N3 N 0.3657(7) 0.6202(5) -0.0990(3) 0.0761(15) Uani 1 1 d . . . C39 C 0.9203(6) 0.8282(4) 0.1347(3) 0.0509(14) Uani 1 1 d . . . C32 C 0.6194(6) 0.6912(4) 0.5809(3) 0.0577(16) Uani 1 1 d . . . H32A H 0.6410 0.7590 0.5599 0.069 Uiso 1 1 calc R . . H32B H 0.7084 0.6538 0.5905 0.069 Uiso 1 1 calc R . . C35 C 0.6040(6) 0.7257(4) 0.3024(3) 0.0551(14) Uani 1 1 d . . . H35 H 0.5515 0.7180 0.2672 0.066 Uiso 1 1 calc R . . C43 C 1.0126(6) 0.9471(4) -0.1303(3) 0.0508(13) Uani 1 1 d . . . C44 C 1.1235(6) 0.9119(4) -0.0899(3) 0.0654(18) Uani 1 1 d . . . H44 H 1.2206 0.9123 -0.1198 0.078 Uiso 1 1 calc R . . C17 C 0.3050(7) 0.9038(4) 0.5909(3) 0.0565(15) Uani 1 1 d . . . H17B H 0.2026 0.8912 0.5986 0.068 Uiso 1 1 calc R . . H17A H 0.3116 0.9657 0.5959 0.068 Uiso 1 1 calc R . . C25 C 0.1871(6) 1.2692(4) 0.0968(3) 0.0554(14) Uani 1 1 d . . . C6 C 0.1755(6) 0.6497(4) 0.3506(3) 0.0519(13) Uani 1 1 d . . . C10 C 0.2579(6) 0.5783(4) 0.1584(3) 0.0533(14) Uani 1 1 d . . . O8 O 0.3010(10) 1.4302(4) -0.2080(3) 0.133(3) Uani 1 1 d . . . C5 C 0.1752(6) 0.7410(4) 0.3504(3) 0.0522(14) Uani 1 1 d . . . H5 H 0.1808 0.7925 0.3006 0.063 Uiso 1 1 calc R . . C21 C 0.3050(5) 1.0909(4) 0.2873(3) 0.0464(12) Uani 1 1 d . . . C16 C 0.3739(7) 0.8250(4) 0.6533(3) 0.0570(15) Uani 1 1 d . . . H16B H 0.4759 0.8394 0.6448 0.068 Uiso 1 1 calc R . . H16A H 0.3230 0.8218 0.7096 0.068 Uiso 1 1 calc R . . C37 C 0.8147(6) 0.7823(4) 0.3214(3) 0.0589(15) Uani 1 1 d . . . H37 H 0.9047 0.8125 0.2991 0.071 Uiso 1 1 calc R . . C34 C 0.5494(6) 0.6890(4) 0.3881(3) 0.0533(14) Uani 1 1 d . . . H34 H 0.4612 0.6567 0.4105 0.064 Uiso 1 1 calc R . . C38 C 0.7595(6) 0.7461(4) 0.4080(3) 0.0617(16) Uani 1 1 d . . . H38 H 0.8122 0.7524 0.4435 0.074 Uiso 1 1 calc R . . C20 C 0.4133(6) 1.0196(4) 0.2908(3) 0.0564(15) Uani 1 1 d . . . H19 H 0.4703 1.0133 0.2413 0.068 Uiso 1 1 calc R . . N5 N 0.1872(9) 1.4267(5) -0.1564(4) 0.099(2) Uani 1 1 d . . . C42 C 0.8691(6) 0.9519(4) -0.0877(3) 0.0554(14) Uani 1 1 d . . . H42 H 0.7959 0.9804 -0.1161 0.067 Uiso 1 1 calc R . . C24 C 0.1808(7) 1.2163(4) 0.1882(3) 0.0660(17) Uani 1 1 d . . . C3 C 0.1589(6) 0.6808(4) 0.4978(3) 0.0517(13) Uani 1 1 d . . . C13 C 0.3305(6) 0.6033(4) -0.0091(3) 0.0556(14) Uani 1 1 d . . . C8 C 0.1546(7) 0.5895(4) 0.4984(3) 0.0643(16) Uani 1 1 d . . . H8 H 0.1470 0.5380 0.5484 0.077 Uiso 1 1 calc R . . C26 C 0.3077(8) 1.2719(4) 0.0344(3) 0.082(2) Uani 1 1 d . . . H26 H 0.3927 1.2387 0.0477 0.098 Uiso 1 1 calc R . . C11 C 0.2835(8) 0.6657(4) 0.0989(3) 0.076(2) Uani 1 1 d . . . H11 H 0.2761 0.7188 0.1156 0.091 Uiso 1 1 calc R . . C23 C 0.2468(6) 1.0366(4) 0.4378(3) 0.0599(16) Uani 1 1 d . . . H23 H 0.1888 1.0415 0.4875 0.072 Uiso 1 1 calc R . . C19 C 0.4389(6) 0.9575(4) 0.3663(3) 0.0590(16) Uani 1 1 d . . . H18 H 0.5125 0.9101 0.3673 0.071 Uiso 1 1 calc R . . C45 C 1.0888(6) 0.8764(4) -0.0051(3) 0.0641(17) Uani 1 1 d . . . H45 H 1.1640 0.8536 0.0228 0.077 Uiso 1 1 calc R . . C4 C 0.1667(6) 0.7586(4) 0.4243(3) 0.0521(13) Uani 1 1 d . . . H4 H 0.1662 0.8211 0.4240 0.063 Uiso 1 1 calc R . . C7 C 0.1614(7) 0.5729(4) 0.4253(3) 0.0599(15) Uani 1 1 d . . . H7 H 0.1565 0.5106 0.4263 0.072 Uiso 1 1 calc R . . C22 C 0.2232(6) 1.1000(4) 0.3627(3) 0.0598(16) Uani 1 1 d . . . H22 H 0.1526 1.1491 0.3622 0.072 Uiso 1 1 calc R . . C30 C 0.0627(8) 1.3196(6) 0.0759(4) 0.111(3) Uani 1 1 d . . . H30 H -0.0213 1.3210 0.1172 0.133 Uiso 1 1 calc R . . C27 C 0.3081(9) 1.3223(5) -0.0482(4) 0.087(3) Uani 1 1 d . . . H27 H 0.3921 1.3233 -0.0902 0.105 Uiso 1 1 calc R . . C2 C 0.1777(7) 0.6307(5) 0.6418(3) 0.0688(17) Uani 1 1 d . . . H2A H 0.2530 0.5845 0.6295 0.083 Uiso 1 1 calc R . . H2B H 0.0863 0.5974 0.6720 0.083 Uiso 1 1 calc R . . C12 C 0.3202(8) 0.6802(4) 0.0143(3) 0.075(2) Uani 1 1 d . . . H12 H 0.3372 0.7416 -0.0252 0.091 Uiso 1 1 calc R . . C28 C 0.1845(8) 1.3702(4) -0.0670(4) 0.0735(19) Uani 1 1 d . . . C1 C 0.2226(6) 0.6811(4) 0.6915(3) 0.0600(16) Uani 1 1 d . . . H1A H 0.2335 0.6348 0.7449 0.072 Uiso 1 1 calc R . . H1B H 0.1471 0.7280 0.7020 0.072 Uiso 1 1 calc R . . C15 C 0.2679(9) 0.5018(5) 0.1320(3) 0.087(2) Uani 1 1 d . . . H15 H 0.2490 0.4406 0.1714 0.104 Uiso 1 1 calc R . . C14 C 0.3056(9) 0.5135(5) 0.0476(4) 0.089(2) Uani 1 1 d . . . H14 H 0.3136 0.4608 0.0304 0.107 Uiso 1 1 calc R . . O7 O 0.0813(9) 1.4744(7) -0.1686(4) 0.221(6) Uani 1 1 d . . . C29 C 0.0650(8) 1.3680(6) -0.0072(5) 0.126(4) Uani 1 1 d . . . H29 H -0.0199 1.4001 -0.0218 0.151 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 Br1 0.0590(4) 0.0759(5) 0.0541(4) -0.0153(3) -0.0078(3) 0.0041(3) O9 0.067(2) 0.069(2) 0.0271(15) -0.0127(15) 0.0018(16) -0.0079(19) O10 0.041(2) 0.113(3) 0.0440(19) -0.011(2) -0.0052(17) 0.013(2) O13 0.074(3) 0.070(3) 0.048(2) -0.0201(18) -0.008(2) 0.007(2) O5 0.084(3) 0.059(2) 0.0327(16) -0.0112(16) -0.0108(17) 0.016(2) O12 0.098(4) 0.131(4) 0.047(2) -0.020(2) 0.016(2) 0.021(3) O11 0.099(4) 0.104(4) 0.044(2) -0.012(2) -0.021(2) -0.005(3) N1 0.056(3) 0.058(3) 0.0217(16) -0.0101(17) -0.0055(17) 0.010(2) O1 0.088(3) 0.075(3) 0.0363(18) -0.0127(17) -0.0170(18) -0.013(2) N6 0.043(2) 0.073(3) 0.0293(18) -0.0099(18) -0.0031(17) 0.002(2) O2 0.202(6) 0.057(3) 0.052(2) -0.012(2) -0.047(3) 0.020(3) O6 0.118(4) 0.175(6) 0.055(3) -0.008(3) -0.002(3) 0.099(4) N4 0.061(3) 0.053(3) 0.036(2) -0.0048(18) -0.0064(19) 0.012(2) O3 0.183(6) 0.083(3) 0.039(2) -0.004(2) -0.009(3) -0.010(4) C9 0.081(4) 0.065(4) 0.039(3) -0.010(3) -0.024(3) 0.009(3) N2 0.110(4) 0.055(3) 0.031(2) -0.0117(19) -0.023(2) 0.015(3) C36 0.044(3) 0.056(3) 0.032(2) -0.009(2) -0.002(2) 0.001(2) O4 0.331(12) 0.129(5) 0.055(3) -0.034(3) -0.023(4) -0.104(6) C18 0.062(3) 0.043(3) 0.036(2) -0.010(2) -0.012(2) 0.002(2) C31 0.063(3) 0.066(3) 0.025(2) -0.003(2) -0.007(2) 0.015(3) C33 0.048(3) 0.055(3) 0.031(2) -0.006(2) 0.002(2) 0.004(2) C41 0.045(3) 0.074(4) 0.040(3) -0.011(2) 0.006(2) 0.005(3) C40 0.038(3) 0.049(3) 0.038(2) -0.012(2) 0.001(2) 0.004(2) N7 0.083(4) 0.066(3) 0.039(2) -0.017(2) 0.005(3) 0.001(3) N3 0.098(4) 0.082(4) 0.052(3) -0.031(3) -0.006(3) -0.019(3) C39 0.046(3) 0.053(3) 0.040(2) -0.010(2) -0.003(2) 0.011(2) C32 0.061(3) 0.070(4) 0.031(2) -0.011(2) -0.009(2) 0.018(3) C35 0.054(3) 0.075(4) 0.033(2) -0.019(2) -0.004(2) -0.006(3) C43 0.061(3) 0.049(3) 0.036(2) -0.016(2) 0.003(2) -0.004(2) C44 0.053(3) 0.079(4) 0.041(3) -0.011(3) 0.008(2) 0.009(3) C17 0.076(4) 0.051(3) 0.038(2) -0.015(2) -0.011(3) 0.010(3) C25 0.062(3) 0.040(3) 0.054(3) -0.006(2) -0.014(3) 0.005(2) C6 0.063(3) 0.051(3) 0.037(2) -0.012(2) -0.008(2) -0.004(3) C10 0.067(3) 0.057(3) 0.037(2) -0.016(2) -0.017(2) 0.004(3) O8 0.240(9) 0.083(4) 0.059(3) -0.016(3) -0.035(4) 0.022(5) C5 0.064(3) 0.057(3) 0.030(2) -0.007(2) -0.016(2) 0.003(3) C21 0.045(3) 0.049(3) 0.040(2) -0.012(2) -0.006(2) -0.003(2) C16 0.076(4) 0.054(3) 0.036(2) -0.014(2) -0.014(3) 0.008(3) C37 0.048(3) 0.082(4) 0.036(2) -0.009(2) -0.005(2) -0.004(3) C34 0.051(3) 0.065(4) 0.037(2) -0.016(2) 0.002(2) -0.008(3) C38 0.055(3) 0.086(4) 0.037(3) -0.015(3) -0.009(2) 0.004(3) C20 0.065(3) 0.056(3) 0.036(2) -0.011(2) -0.004(2) 0.015(3) N5 0.119(6) 0.078(4) 0.077(4) 0.022(3) -0.044(4) -0.025(4) C42 0.043(3) 0.075(4) 0.044(3) -0.016(2) -0.010(2) 0.001(3) C24 0.069(4) 0.064(4) 0.052(3) -0.016(3) -0.010(3) 0.022(3) C3 0.056(3) 0.068(4) 0.032(2) -0.017(2) -0.010(2) -0.006(3) C13 0.068(4) 0.058(3) 0.041(3) -0.014(2) -0.014(3) -0.008(3) C8 0.086(4) 0.068(4) 0.031(2) -0.004(2) -0.015(3) -0.013(3) C26 0.103(5) 0.070(4) 0.051(3) -0.012(3) -0.012(3) 0.040(4) C11 0.124(6) 0.046(3) 0.052(3) -0.019(3) -0.004(3) -0.004(3) C23 0.065(4) 0.069(4) 0.042(3) -0.025(3) -0.003(2) 0.010(3) C19 0.071(4) 0.058(3) 0.038(2) -0.013(2) -0.008(2) 0.016(3) C45 0.046(3) 0.083(4) 0.046(3) -0.009(3) -0.005(2) 0.011(3) C4 0.055(3) 0.058(3) 0.041(3) -0.014(2) -0.011(2) -0.004(3) C7 0.089(4) 0.050(3) 0.039(3) -0.009(2) -0.014(3) -0.015(3) C22 0.067(4) 0.055(3) 0.048(3) -0.014(2) -0.010(3) 0.019(3) C30 0.061(4) 0.122(6) 0.083(5) 0.034(4) -0.010(4) 0.014(4) C27 0.129(6) 0.064(4) 0.050(3) -0.013(3) -0.017(4) 0.039(4) C2 0.084(4) 0.079(4) 0.031(3) -0.002(3) -0.011(3) -0.019(3) C12 0.112(6) 0.048(3) 0.052(3) -0.011(3) -0.006(3) 0.003(3) C28 0.097(5) 0.049(4) 0.067(4) 0.006(3) -0.038(4) -0.020(3) C1 0.059(3) 0.085(4) 0.026(2) -0.013(2) 0.000(2) -0.006(3) C15 0.149(7) 0.057(4) 0.044(3) -0.005(3) -0.018(4) -0.015(4) C14 0.152(7) 0.063(4) 0.055(3) -0.024(3) -0.014(4) -0.020(4) O7 0.115(5) 0.291(11) 0.122(5) 0.116(6) -0.055(5) -0.040(6) C29 0.064(5) 0.141(7) 0.101(6) 0.049(5) -0.031(4) 0.000(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 O9 C33 1.381(5) . ? O9 C32 1.434(7) . ? O10 C39 1.227(6) . ? O13 H13B 0.8501 . ? O13 H13A 0.8497 . ? O5 C18 1.381(5) . ? O5 C17 1.439(5) . ? O12 N7 1.228(6) . ? O11 N7 1.216(6) . ? N1 C16 1.492(7) . ? N1 C31 1.503(6) . ? N1 C1 1.506(7) . ? N1 H1N 0.9100 . ? O1 C3 1.395(6) . ? O1 C2 1.432(6) . ? N6 C39 1.346(6) . ? N6 C36 1.426(5) . ? N6 H6N 0.8600 . ? O2 C9 1.213(6) . ? O6 C24 1.212(6) . ? N4 C24 1.343(6) . ? N4 C21 1.405(6) . ? N4 H4N 0.8600 . ? O3 N3 1.174(7) . ? C9 N2 1.330(7) . ? C9 C10 1.504(7) . ? N2 C6 1.428(6) . ? N2 H2N 0.8600 . ? C36 C35 1.374(8) . ? C36 C37 1.394(8) . ? O4 N3 1.189(7) . ? C18 C23 1.367(7) . ? C18 C19 1.384(7) . ? C31 C32 1.511(6) . ? C31 H31B 0.9700 . ? C31 H31A 0.9700 . ? C33 C38 1.371(8) . ? C33 C34 1.382(8) . ? C41 C42 1.376(6) . ? C41 C40 1.386(7) . ? C41 H41 0.9300 . ? C40 C45 1.385(7) . ? C40 C39 1.500(6) . ? N7 C43 1.485(6) . ? N3 C13 1.465(7) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C35 C34 1.385(6) . ? C35 H35 0.9300 . ? C43 C44 1.366(8) . ? C43 C42 1.374(7) . ? C44 C45 1.357(7) . ? C44 H44 0.9300 . ? C17 C16 1.509(6) . ? C17 H17B 0.9700 . ? C17 H17A 0.9700 . ? C25 C26 1.354(8) . ? C25 C30 1.377(8) . ? C25 C24 1.507(7) . ? C6 C5 1.362(7) . ? C6 C7 1.387(6) . ? C10 C11 1.347(7) . ? C10 C15 1.365(8) . ? O8 N5 1.206(9) . ? C5 C4 1.400(7) . ? C5 H5 0.9300 . ? C21 C20 1.382(7) . ? C21 C22 1.399(7) . ? C16 H16B 0.9700 . ? C16 H16A 0.9700 . ? C37 C38 1.398(7) . ? C37 H37 0.9300 . ? C34 H34 0.9300 . ? C38 H38 0.9300 . ? C20 C19 1.383(6) . ? C20 H19 0.9300 . ? N5 O7 1.177(9) . ? N5 C28 1.491(8) . ? C42 H42 0.9300 . ? C3 C8 1.364(8) . ? C3 C4 1.386(7) . ? C13 C12 1.339(8) . ? C13 C14 1.355(8) . ? C8 C7 1.384(7) . ? C8 H8 0.9300 . ? C26 C27 1.377(7) . ? C26 H26 0.9300 . ? C11 C12 1.383(8) . ? C11 H11 0.9300 . ? C23 C22 1.378(7) . ? C23 H23 0.9300 . ? C19 H18 0.9300 . ? C45 H45 0.9300 . ? C4 H4 0.9300 . ? C7 H7 0.9300 . ? C22 H22 0.9300 . ? C30 C29 1.378(9) . ? C30 H30 0.9300 . ? C27 C28 1.347(9) . ? C27 H27 0.9300 . ? C2 C1 1.502(8) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C12 H12 0.9300 . ? C28 C29 1.322(10) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C15 C14 1.388(8) . ? C15 H15 0.9300 . ? C14 H14 0.9300 . ? C29 H29 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C33 O9 C32 118.5(4) . . ? H13B O13 H13A 109.5 . . ? C18 O5 C17 117.7(4) . . ? C16 N1 C31 113.0(5) . . ? C16 N1 C1 113.3(4) . . ? C31 N1 C1 113.0(4) . . ? C16 N1 H1N 105.5 . . ? C31 N1 H1N 105.5 . . ? C1 N1 H1N 105.5 . . ? C3 O1 C2 118.1(5) . . ? C39 N6 C36 125.9(4) . . ? C39 N6 H6N 117.1 . . ? C36 N6 H6N 117.1 . . ? C24 N4 C21 128.4(4) . . ? C24 N4 H4N 115.8 . . ? C21 N4 H4N 115.8 . . ? O2 C9 N2 123.9(5) . . ? O2 C9 C10 120.8(6) . . ? N2 C9 C10 115.3(5) . . ? C9 N2 C6 129.4(4) . . ? C9 N2 H2N 115.3 . . ? C6 N2 H2N 115.3 . . ? C35 C36 C37 119.3(4) . . ? C35 C36 N6 118.2(5) . . ? C37 C36 N6 122.5(5) . . ? C23 C18 O5 126.0(4) . . ? C23 C18 C19 119.6(4) . . ? O5 C18 C19 114.3(4) . . ? N1 C31 C32 109.5(4) . . ? N1 C31 H31B 109.8 . . ? C32 C31 H31B 109.8 . . ? N1 C31 H31A 109.8 . . ? C32 C31 H31A 109.8 . . ? H31B C31 H31A 108.2 . . ? C38 C33 O9 124.2(5) . . ? C38 C33 C34 120.9(4) . . ? O9 C33 C34 114.9(5) . . ? C42 C41 C40 121.5(5) . . ? C42 C41 H41 119.2 . . ? C40 C41 H41 119.2 . . ? C45 C40 C41 117.4(4) . . ? C45 C40 C39 117.2(4) . . ? C41 C40 C39 125.4(4) . . ? O11 N7 O12 124.3(5) . . ? O11 N7 C43 119.4(5) . . ? O12 N7 C43 116.2(5) . . ? O3 N3 O4 123.5(6) . . ? O3 N3 C13 118.7(6) . . ? O4 N3 C13 117.8(6) . . ? O10 C39 N6 122.8(4) . . ? O10 C39 C40 119.7(4) . . ? N6 C39 C40 117.5(4) . . ? O9 C32 C31 103.1(5) . . ? O9 C32 H32A 111.1 . . ? C31 C32 H32A 111.1 . . ? O9 C32 H32B 111.1 . . ? C31 C32 H32B 111.1 . . ? H32A C32 H32B 109.1 . . ? C36 C35 C34 121.0(5) . . ? C36 C35 H35 119.5 . . ? C34 C35 H35 119.5 . . ? C44 C43 C42 122.0(4) . . ? C44 C43 N7 119.8(5) . . ? C42 C43 N7 118.3(5) . . ? C45 C44 C43 118.5(5) . . ? C45 C44 H44 120.7 . . ? C43 C44 H44 120.7 . . ? O5 C17 C16 103.7(4) . . ? O5 C17 H17B 111.0 . . ? C16 C17 H17B 111.0 . . ? O5 C17 H17A 111.0 . . ? C16 C17 H17A 111.0 . . ? H17B C17 H17A 109.0 . . ? C26 C25 C30 118.2(5) . . ? C26 C25 C24 124.3(5) . . ? C30 C25 C24 117.5(5) . . ? C5 C6 C7 119.7(5) . . ? C5 C6 N2 117.1(4) . . ? C7 C6 N2 123.2(5) . . ? C11 C10 C15 117.1(5) . . ? C11 C10 C9 124.0(6) . . ? C15 C10 C9 119.0(5) . . ? C6 C5 C4 121.0(4) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C20 C21 C22 117.9(4) . . ? C20 C21 N4 117.4(4) . . ? C22 C21 N4 124.6(4) . . ? N1 C16 C17 110.5(5) . . ? N1 C16 H16B 109.5 . . ? C17 C16 H16B 109.5 . . ? N1 C16 H16A 109.5 . . ? C17 C16 H16A 109.5 . . ? H16B C16 H16A 108.1 . . ? C36 C37 C38 120.0(5) . . ? C36 C37 H37 120.0 . . ? C38 C37 H37 120.0 . . ? C33 C34 C35 119.4(5) . . ? C33 C34 H34 120.3 . . ? C35 C34 H34 120.3 . . ? C33 C38 C37 119.5(6) . . ? C33 C38 H38 120.3 . . ? C37 C38 H38 120.3 . . ? C21 C20 C19 121.6(4) . . ? C21 C20 H19 119.2 . . ? C19 C20 H19 119.2 . . ? O7 N5 O8 125.1(7) . . ? O7 N5 C28 115.5(8) . . ? O8 N5 C28 118.6(7) . . ? C43 C42 C41 118.1(5) . . ? C43 C42 H42 120.9 . . ? C41 C42 H42 120.9 . . ? O6 C24 N4 122.8(5) . . ? O6 C24 C25 119.7(5) . . ? N4 C24 C25 117.4(5) . . ? C8 C3 C4 120.5(5) . . ? C8 C3 O1 125.7(4) . . ? C4 C3 O1 113.8(5) . . ? C12 C13 C14 121.7(5) . . ? C12 C13 N3 117.3(5) . . ? C14 C13 N3 120.9(6) . . ? C3 C8 C7 120.6(5) . . ? C3 C8 H8 119.7 . . ? C7 C8 H8 119.7 . . ? C25 C26 C27 122.0(6) . . ? C25 C26 H26 119.0 . . ? C27 C26 H26 119.0 . . ? C10 C11 C12 123.1(6) . . ? C10 C11 H11 118.4 . . ? C12 C11 H11 118.4 . . ? C18 C23 C22 121.0(4) . . ? C18 C23 H23 119.5 . . ? C22 C23 H23 119.5 . . ? C20 C19 C18 119.5(5) . . ? C20 C19 H18 120.2 . . ? C18 C19 H18 120.2 . . ? C44 C45 C40 122.2(5) . . ? C44 C45 H45 118.9 . . ? C40 C45 H45 118.9 . . ? C3 C4 C5 118.5(5) . . ? C3 C4 H4 120.8 . . ? C5 C4 H4 120.8 . . ? C8 C7 C6 119.6(5) . . ? C8 C7 H7 120.2 . . ? C6 C7 H7 120.2 . . ? C23 C22 C21 120.3(4) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C25 C30 C29 118.7(7) . . ? C25 C30 H30 120.7 . . ? C29 C30 H30 120.7 . . ? C28 C27 C26 118.6(6) . . ? C28 C27 H27 120.7 . . ? C26 C27 H27 120.7 . . ? O1 C2 C1 104.6(5) . . ? O1 C2 H2A 110.8 . . ? C1 C2 H2A 110.8 . . ? O1 C2 H2B 110.8 . . ? C1 C2 H2B 110.8 . . ? H2A C2 H2B 108.9 . . ? C13 C12 C11 118.1(5) . . ? C13 C12 H12 121.0 . . ? C11 C12 H12 121.0 . . ? C29 C28 C27 120.5(6) . . ? C29 C28 N5 121.2(6) . . ? C27 C28 N5 118.3(7) . . ? C2 C1 N1 109.7(4) . . ? C2 C1 H1A 109.7 . . ? N1 C1 H1A 109.7 . . ? C2 C1 H1B 109.7 . . ? N1 C1 H1B 109.7 . . ? H1A C1 H1B 108.2 . . ? C10 C15 C14 121.4(6) . . ? C10 C15 H15 119.3 . . ? C14 C15 H15 119.3 . . ? C13 C14 C15 118.6(6) . . ? C13 C14 H14 120.7 . . ? C15 C14 H14 120.7 . . ? C28 C29 C30 121.9(6) . . ? C28 C29 H29 119.0 . . ? C30 C29 H29 119.0 . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 28.77 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.706 _refine_diff_density_min -0.591 _refine_diff_density_rms 0.090 # start Validation Reply Form _vrf_PLAT241_Complex_2 ; PROBLEM:Check High Ueq as Compared to Neighbors for C29 RESPONSE:This might be due to the high thermal vibration of C29 atom. ; data_3 _database_code_depnum_ccdc_archive 'CCDC 922583' #TrackingRef 'all cif.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C47 H46 I N7 O13 S' _chemical_formula_weight 1075.88 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' I I -0.4742 1.8119 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/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 8.0650(5) _cell_length_b 41.706(2) _cell_length_c 15.0999(8) _cell_angle_alpha 90.00 _cell_angle_beta 97.283(6) _cell_angle_gamma 90.00 _cell_volume 5038.0(5) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 6832 _cell_measurement_theta_min 2.14 _cell_measurement_theta_max 22.21 _exptl_crystal_description needle _exptl_crystal_colour brown _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.315 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2032 _exptl_absorpt_coefficient_mu 0.699 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.834 _exptl_absorpt_correction_T_max 0.864 _exptl_absorpt_process_details SADBAS _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26703 _diffrn_reflns_av_R_equivalents 0.0532 _diffrn_reflns_av_unetI/netI 0.0669 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -56 _diffrn_reflns_limit_k_max 56 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.89 _diffrn_reflns_theta_max 28.81 _reflns_number_total 12947 _reflns_number_gt 6479 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.The high wR2 value (33%) for complex 3 is due to poor data quality. The situation did not improve even after recrystallization and fresh data collection. ; _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^)+(0.1659P)^2^+0.8058P] 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 11647 _refine_ls_number_parameters 587 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1367 _refine_ls_R_factor_gt 0.1000 _refine_ls_wR_factor_ref 0.3292 _refine_ls_wR_factor_gt 0.2983 _refine_ls_goodness_of_fit_ref 1.120 _refine_ls_restrained_S_all 1.120 _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 I1 I 0.68642(8) 0.395161(11) 0.57591(4) 0.0850(3) Uani 1 1 d . . . O1 O 0.7836(5) 0.35026(11) 0.1231(3) 0.0602(10) Uani 1 1 d . . . O9 O 1.3729(5) 0.31898(12) -0.0414(3) 0.0654(11) Uani 1 1 d . . . O11 O 2.0558(6) 0.31978(12) -0.7393(3) 0.0691(11) Uani 1 1 d . . . O2 O 0.3224(5) 0.28882(11) 0.4108(3) 0.0656(11) Uani 1 1 d . . . O10 O 1.6213(7) 0.25236(12) -0.3956(4) 0.0840(15) Uani 1 1 d . . . N2 N 0.4293(6) 0.33947(12) 0.4138(3) 0.0544(11) Uani 1 1 d . . . H2N H 0.4374 0.3567 0.4453 0.065 Uiso 1 1 calc R . . O12 O 2.0185(8) 0.26996(15) -0.7646(4) 0.0967(17) Uani 1 1 d . . . N6 N 1.6579(5) 0.30492(13) -0.3553(3) 0.0517(11) Uani 1 1 d . . . H6N H 1.6970 0.3228 -0.3718 0.062 Uiso 1 1 calc R . . N7 N 2.0079(6) 0.29325(14) -0.7183(3) 0.0599(12) Uani 1 1 d . . . N1 N 1.1033(6) 0.33718(14) 0.0670(3) 0.0619(13) Uani 1 1 d . . . H1N H 1.0786 0.3405 0.1234 0.074 Uiso 1 1 calc R . . C33 C 1.4410(6) 0.31269(15) -0.1190(3) 0.0506(13) Uani 1 1 d . . . C3 C 0.6834(6) 0.34531(15) 0.1905(3) 0.0498(12) Uani 1 1 d . . . C31 C 1.2031(7) 0.30720(18) 0.0722(4) 0.0616(15) Uani 1 1 d . . . H31A H 1.1365 0.2904 0.0947 0.074 Uiso 1 1 calc R . . H31B H 1.3003 0.3104 0.1162 0.074 Uiso 1 1 calc R . . C36 C 1.5846(6) 0.30559(15) -0.2752(3) 0.0490(12) Uani 1 1 d . . . O5 O 1.1576(7) 0.38784(13) 0.1863(4) 0.0793(13) Uani 1 1 d . . . C43 C 1.9239(6) 0.28974(16) -0.6389(3) 0.0531(13) Uani 1 1 d . . . C6 C 0.5076(6) 0.34047(14) 0.3360(4) 0.0496(12) Uani 1 1 d . . . N3 N 0.0583(7) 0.3353(2) 0.7705(3) 0.0791(19) Uani 1 1 d . . . C4 C 0.6089(6) 0.31668(16) 0.2074(4) 0.0540(13) Uani 1 1 d . . . H4 H 0.6171 0.2991 0.1703 0.065 Uiso 1 1 calc R . . C9 C 0.3422(6) 0.31521(16) 0.4468(4) 0.0519(13) Uani 1 1 d . . . O4 O 0.0620(11) 0.3609(2) 0.8042(5) 0.125(3) Uani 1 1 d . . . C32 C 1.2627(7) 0.29518(16) -0.0114(4) 0.0606(15) Uani 1 1 d . . . H32B H 1.3217 0.2750 0.0000 0.073 Uiso 1 1 calc R . . H32A H 1.1683 0.2916 -0.0569 0.073 Uiso 1 1 calc R . . O3 O -0.0037(7) 0.31152(17) 0.8038(4) 0.0977(18) Uani 1 1 d . . . C10 C 0.2725(6) 0.32213(15) 0.5318(3) 0.0494(12) Uani 1 1 d . . . C40 C 1.7607(6) 0.28441(14) -0.4901(3) 0.0485(12) Uani 1 1 d . . . C2 C 0.8023(7) 0.32432(17) 0.0643(4) 0.0594(15) Uani 1 1 d . . . H2A H 0.6987 0.3203 0.0258 0.071 Uiso 1 1 calc R . . H2B H 0.8352 0.3050 0.0975 0.071 Uiso 1 1 calc R . . C38 C 1.5166(7) 0.33802(16) -0.1545(4) 0.0610(15) Uani 1 1 d . . . H38 H 1.5192 0.3577 -0.1256 0.073 Uiso 1 1 calc R . . C5 C 0.5211(6) 0.31437(15) 0.2808(4) 0.0524(12) Uani 1 1 d . . . H5 H 0.4709 0.2951 0.2929 0.063 Uiso 1 1 calc R . . C39 C 1.6743(7) 0.27932(15) -0.4097(4) 0.0546(13) Uani 1 1 d . . . O8 O 0.5012(12) 0.55965(19) 0.7524(7) 0.158(4) Uani 1 1 d . . . C44 C 1.9001(7) 0.31716(16) -0.5906(3) 0.0542(13) Uani 1 1 d . . . H44 H 1.9374 0.3370 -0.6080 0.065 Uiso 1 1 calc R . . C35 C 1.5106(7) 0.27947(15) -0.2378(4) 0.0568(13) Uani 1 1 d . . . H35 H 1.5097 0.2595 -0.2650 0.068 Uiso 1 1 calc R . . C13 C 0.1298(7) 0.3304(2) 0.6867(4) 0.0664(17) Uani 1 1 d . . . C15 C 0.2501(8) 0.35319(18) 0.5650(4) 0.0656(15) Uani 1 1 d . . . H15 H 0.2827 0.3710 0.5343 0.079 Uiso 1 1 calc R . . C34 C 1.4391(7) 0.28344(15) -0.1608(4) 0.0560(13) Uani 1 1 d . . . H34 H 1.3886 0.2660 -0.1365 0.067 Uiso 1 1 calc R . . C37 C 1.5898(7) 0.33516(16) -0.2323(4) 0.0632(15) Uani 1 1 d . . . H37 H 1.6414 0.3527 -0.2555 0.076 Uiso 1 1 calc R . . C8 C 0.6708(7) 0.37178(15) 0.2428(4) 0.0600(14) Uani 1 1 d . . . H8 H 0.7209 0.3911 0.2303 0.072 Uiso 1 1 calc R . . C45 C 1.8181(6) 0.31410(15) -0.5146(3) 0.0521(13) Uani 1 1 d . . . H45 H 1.8021 0.3321 -0.4803 0.063 Uiso 1 1 calc R . . C7 C 0.5798(7) 0.36894(14) 0.3158(4) 0.0560(13) Uani 1 1 d . . . H7 H 0.5680 0.3868 0.3513 0.067 Uiso 1 1 calc R . . C14 C 0.1797(8) 0.35724(19) 0.6432(4) 0.0721(18) Uani 1 1 d . . . H14 H 0.1662 0.3777 0.6661 0.086 Uiso 1 1 calc R . . C1 C 0.9371(7) 0.33487(18) 0.0104(4) 0.0622(16) Uani 1 1 d . . . H1A H 0.9447 0.3197 -0.0375 0.075 Uiso 1 1 calc R . . H1B H 0.9080 0.3556 -0.0162 0.075 Uiso 1 1 calc R . . C41 C 1.7862(7) 0.25799(16) -0.5419(4) 0.0613(14) Uani 1 1 d . . . H41 H 1.7475 0.2381 -0.5260 0.074 Uiso 1 1 calc R . . C11 C 0.2166(7) 0.29647(18) 0.5763(4) 0.0609(15) Uani 1 1 d . . . H11 H 0.2273 0.2759 0.5539 0.073 Uiso 1 1 calc R . . N4 N 0.8540(8) 0.45881(14) 0.4332(5) 0.0777(16) Uani 1 1 d . . . H4N H 0.8393 0.4474 0.4790 0.093 Uiso 1 1 calc R . . C42 C 1.8680(7) 0.26046(16) -0.6171(4) 0.0578(14) Uani 1 1 d . . . H42 H 1.8841 0.2425 -0.6516 0.069 Uiso 1 1 calc R . . C22 C 1.0150(9) 0.41445(18) 0.3884(6) 0.0768(19) Uani 1 1 d . . . H22 H 1.0227 0.4072 0.4470 0.092 Uiso 1 1 calc R . . O6 O 0.8012(10) 0.50740(16) 0.3689(5) 0.114(2) Uani 1 1 d . . . C12 C 0.1436(7) 0.3007(2) 0.6548(4) 0.0669(17) Uani 1 1 d . . . H12 H 0.1055 0.2831 0.6844 0.080 Uiso 1 1 calc R . . C21 C 0.9282(8) 0.44262(16) 0.3662(5) 0.0706(17) Uani 1 1 d . . . C18 C 1.0788(9) 0.40700(18) 0.2407(5) 0.0674(16) Uani 1 1 d . . . C16 C 1.2029(10) 0.3661(2) 0.0466(6) 0.087(2) Uani 1 1 d . . . H16B H 1.1915 0.3697 -0.0174 0.104 Uiso 1 1 calc R . . H16A H 1.3203 0.3627 0.0677 0.104 Uiso 1 1 calc R . . C23 C 1.0899(9) 0.39678(18) 0.3281(5) 0.0719(19) Uani 1 1 d . . . H23 H 1.1477 0.3781 0.3459 0.086 Uiso 1 1 calc R . . C24 C 0.8044(9) 0.48854(18) 0.4358(6) 0.081(2) Uani 1 1 d . . . C25 C 0.7469(9) 0.50092(18) 0.5182(6) 0.0746(19) Uani 1 1 d . . . C28 C 0.6392(10) 0.52351(18) 0.6680(6) 0.0756(19) Uani 1 1 d . . . C19 C 0.9983(10) 0.43623(17) 0.2157(6) 0.081(2) Uani 1 1 d . . . H19 H 0.9974 0.4442 0.1581 0.097 Uiso 1 1 calc R . . C17 C 1.1360(13) 0.3955(2) 0.0941(6) 0.094(3) Uani 1 1 d . . . H17A H 1.1987 0.4147 0.0832 0.113 Uiso 1 1 calc R . . H17B H 1.0189 0.3992 0.0730 0.113 Uiso 1 1 calc R . . N5 N 0.5813(11) 0.5354(2) 0.7519(7) 0.110(3) Uani 1 1 d . . . C27 C 0.6011(10) 0.5399(2) 0.5948(8) 0.098(3) Uani 1 1 d . . . H27 H 0.5382 0.5586 0.5946 0.118 Uiso 1 1 calc R . . C26 C 0.6574(10) 0.5287(2) 0.5166(7) 0.090(2) Uani 1 1 d . . . H26 H 0.6338 0.5401 0.4637 0.108 Uiso 1 1 calc R . . C29 C 0.7307(12) 0.4961(2) 0.6759(7) 0.100(3) Uani 1 1 d . . . H29 H 0.7546 0.4853 0.7299 0.120 Uiso 1 1 calc R . . C20 C 0.9211(11) 0.45269(19) 0.2779(7) 0.093(2) Uani 1 1 d . . . H20 H 0.8619 0.4712 0.2604 0.111 Uiso 1 1 calc R . . C30 C 0.7865(11) 0.48521(19) 0.5969(7) 0.096(3) Uani 1 1 d . . . H30 H 0.8520 0.4668 0.5985 0.115 Uiso 1 1 calc R . . O7 O 0.6176(18) 0.5219(3) 0.8221(8) 0.194(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 I1 0.1181(5) 0.0686(4) 0.0741(4) -0.0086(2) 0.0340(3) -0.0114(3) O1 0.065(2) 0.076(3) 0.046(2) -0.0031(19) 0.0279(18) -0.005(2) O9 0.061(2) 0.089(3) 0.051(2) -0.008(2) 0.0283(19) -0.008(2) O11 0.072(3) 0.083(3) 0.055(2) 0.005(2) 0.022(2) 0.003(2) O2 0.071(2) 0.073(3) 0.059(2) -0.008(2) 0.032(2) -0.008(2) O10 0.125(4) 0.064(3) 0.073(3) 0.014(2) 0.053(3) 0.007(3) N2 0.055(2) 0.064(3) 0.047(2) -0.007(2) 0.021(2) -0.002(2) O12 0.136(5) 0.105(4) 0.060(3) -0.012(3) 0.054(3) -0.011(4) N6 0.051(2) 0.071(3) 0.036(2) 0.007(2) 0.0182(18) -0.002(2) N7 0.063(3) 0.078(3) 0.042(2) -0.004(2) 0.021(2) 0.010(3) N1 0.051(2) 0.090(4) 0.049(2) -0.009(3) 0.024(2) -0.005(3) C33 0.045(2) 0.082(4) 0.027(2) 0.002(2) 0.0112(19) 0.005(3) C3 0.047(2) 0.072(3) 0.033(2) -0.003(2) 0.017(2) 0.003(3) C31 0.055(3) 0.092(4) 0.042(3) 0.003(3) 0.020(2) -0.005(3) C36 0.044(2) 0.076(3) 0.029(2) 0.006(2) 0.0154(19) 0.000(2) O5 0.082(3) 0.082(3) 0.077(3) -0.016(3) 0.024(3) 0.000(3) C43 0.041(2) 0.088(4) 0.032(2) -0.001(2) 0.0090(19) 0.009(3) C6 0.042(2) 0.064(3) 0.045(3) -0.010(2) 0.015(2) 0.003(2) N3 0.063(3) 0.142(6) 0.036(2) 0.004(3) 0.019(2) 0.022(4) C4 0.045(2) 0.076(4) 0.043(3) -0.009(3) 0.013(2) -0.005(3) C9 0.036(2) 0.079(4) 0.041(2) -0.003(3) 0.008(2) 0.008(2) O4 0.174(7) 0.137(6) 0.074(4) -0.016(4) 0.049(4) 0.021(5) C32 0.052(3) 0.078(4) 0.058(3) 0.006(3) 0.032(3) 0.001(3) O3 0.095(4) 0.148(5) 0.054(3) 0.011(3) 0.029(3) -0.023(4) C10 0.034(2) 0.073(3) 0.043(3) 0.005(2) 0.011(2) 0.002(2) C40 0.041(2) 0.069(3) 0.036(2) 0.008(2) 0.007(2) 0.008(2) C2 0.051(3) 0.092(4) 0.038(2) -0.008(3) 0.014(2) -0.003(3) C38 0.067(3) 0.074(4) 0.047(3) -0.013(3) 0.027(3) -0.006(3) C5 0.044(2) 0.072(3) 0.045(3) -0.004(3) 0.017(2) -0.003(2) C39 0.056(3) 0.064(3) 0.047(3) 0.013(3) 0.016(2) 0.014(3) O8 0.186(7) 0.112(5) 0.190(9) -0.029(6) 0.081(7) 0.059(6) C44 0.050(3) 0.076(4) 0.037(2) 0.000(2) 0.007(2) 0.003(3) C35 0.068(3) 0.063(3) 0.045(3) 0.007(2) 0.027(3) 0.008(3) C13 0.052(3) 0.113(5) 0.037(3) 0.008(3) 0.019(2) 0.004(3) C15 0.066(3) 0.081(4) 0.052(3) 0.000(3) 0.018(3) 0.004(3) C34 0.059(3) 0.065(3) 0.047(3) 0.009(3) 0.021(2) 0.007(3) C37 0.060(3) 0.072(4) 0.062(4) -0.003(3) 0.024(3) -0.006(3) C8 0.067(3) 0.056(3) 0.064(3) 0.002(3) 0.034(3) 0.005(3) C45 0.053(3) 0.071(3) 0.034(2) 0.001(2) 0.013(2) 0.016(3) C7 0.069(3) 0.060(3) 0.045(3) -0.008(2) 0.031(3) 0.007(3) C14 0.078(4) 0.088(5) 0.056(3) -0.013(3) 0.030(3) 0.013(4) C1 0.057(3) 0.100(5) 0.033(2) -0.010(3) 0.016(2) 0.006(3) C41 0.061(3) 0.070(4) 0.057(3) 0.001(3) 0.023(3) -0.001(3) C11 0.053(3) 0.077(4) 0.055(3) 0.012(3) 0.014(3) 0.008(3) N4 0.092(4) 0.065(3) 0.083(4) -0.017(3) 0.037(3) -0.004(3) C42 0.058(3) 0.064(3) 0.053(3) -0.009(3) 0.013(3) 0.006(3) C22 0.073(4) 0.074(4) 0.084(5) -0.013(4) 0.012(4) -0.008(4) O6 0.150(6) 0.081(4) 0.121(6) 0.004(4) 0.051(5) 0.014(4) C12 0.056(3) 0.094(5) 0.053(3) 0.011(3) 0.017(3) -0.001(3) C21 0.072(4) 0.060(4) 0.082(5) -0.011(3) 0.022(4) -0.017(3) C18 0.072(4) 0.073(4) 0.060(4) -0.015(3) 0.019(3) -0.009(3) C16 0.095(5) 0.092(5) 0.082(5) -0.012(4) 0.047(4) -0.024(4) C23 0.068(4) 0.091(5) 0.058(4) -0.020(3) 0.014(3) -0.005(3) C24 0.076(4) 0.063(4) 0.108(6) -0.018(4) 0.028(4) -0.016(3) C25 0.069(4) 0.063(4) 0.093(5) -0.008(4) 0.017(4) -0.008(3) C28 0.083(4) 0.059(4) 0.090(5) -0.011(4) 0.029(4) -0.002(3) C19 0.100(5) 0.067(4) 0.080(5) -0.015(4) 0.030(4) -0.006(4) C17 0.106(6) 0.106(7) 0.076(5) -0.016(4) 0.038(5) -0.022(5) N5 0.123(6) 0.094(5) 0.123(7) -0.022(5) 0.060(6) -0.006(5) C27 0.081(5) 0.061(4) 0.155(10) -0.028(6) 0.027(6) 0.002(4) C26 0.083(5) 0.079(5) 0.116(7) -0.013(5) 0.038(5) -0.003(4) C29 0.124(7) 0.079(5) 0.101(6) -0.008(5) 0.027(6) 0.009(5) C20 0.108(6) 0.063(4) 0.112(7) -0.005(4) 0.035(5) 0.000(4) C30 0.100(6) 0.066(4) 0.122(8) -0.028(5) 0.018(5) 0.011(4) O7 0.328(15) 0.138(8) 0.137(8) -0.002(7) 0.105(10) 0.064(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C3 1.393(6) . ? O1 C2 1.420(7) . ? O9 C33 1.382(6) . ? O9 C32 1.443(7) . ? O11 N7 1.227(7) . ? O2 C9 1.229(7) . ? O10 C39 1.231(7) . ? N2 C9 1.362(8) . ? N2 C6 1.403(6) . ? N2 H2N 0.8600 . ? O12 N7 1.207(7) . ? N6 C39 1.363(8) . ? N6 C36 1.413(6) . ? N6 H6N 0.8600 . ? N7 C43 1.457(7) . ? N1 C31 1.484(9) . ? N1 C1 1.498(7) . ? N1 C16 1.502(9) . ? N1 H1N 0.9100 . ? C33 C38 1.363(8) . ? C33 C34 1.372(8) . ? C3 C8 1.368(8) . ? C3 C4 1.375(8) . ? C31 C32 1.493(8) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C36 C37 1.391(9) . ? C36 C35 1.395(8) . ? O5 C18 1.360(8) . ? O5 C17 1.417(11) . ? C43 C42 1.356(9) . ? C43 C44 1.383(9) . ? C6 C7 1.374(8) . ? C6 C5 1.384(8) . ? N3 O4 1.179(9) . ? N3 O3 1.247(9) . ? N3 C13 1.469(7) . ? C4 C5 1.392(7) . ? C4 H4 0.9300 . ? C9 C10 1.493(7) . ? C32 H32B 0.9700 . ? C32 H32A 0.9700 . ? C10 C11 1.370(9) . ? C10 C15 1.409(9) . ? C40 C41 1.381(9) . ? C40 C45 1.388(8) . ? C40 C39 1.491(7) . ? C2 C1 1.503(8) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C38 C37 1.386(8) . ? C38 H38 0.9300 . ? C5 H5 0.9300 . ? O8 N5 1.202(10) . ? C44 C45 1.401(7) . ? C44 H44 0.9300 . ? C35 C34 1.373(7) . ? C35 H35 0.9300 . ? C13 C12 1.342(11) . ? C13 C14 1.383(10) . ? C15 C14 1.384(8) . ? C15 H15 0.9300 . ? C34 H34 0.9300 . ? C37 H37 0.9300 . ? C8 C7 1.405(7) . ? C8 H8 0.9300 . ? C45 H45 0.9300 . ? C7 H7 0.9300 . ? C14 H14 0.9300 . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C41 C42 1.387(8) . ? C41 H41 0.9300 . ? C11 C12 1.400(9) . ? C11 H11 0.9300 . ? N4 C24 1.305(9) . ? N4 C21 1.410(9) . ? N4 H4N 0.8600 . ? C42 H42 0.9300 . ? C22 C23 1.370(10) . ? C22 C21 1.386(10) . ? C22 H22 0.9300 . ? O6 C24 1.278(11) . ? C12 H12 0.9300 . ? C21 C20 1.392(12) . ? C18 C23 1.378(10) . ? C18 C19 1.410(11) . ? C16 C17 1.553(12) . ? C16 H16B 0.9700 . ? C16 H16A 0.9700 . ? C23 H23 0.9300 . ? C24 C25 1.475(12) . ? C25 C30 1.360(13) . ? C25 C26 1.362(11) . ? C28 C27 1.302(13) . ? C28 C29 1.358(11) . ? C28 N5 1.489(11) . ? C19 C20 1.375(11) . ? C19 H19 0.9300 . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? N5 O7 1.203(13) . ? C27 C26 1.399(14) . ? C27 H27 0.9300 . ? C26 H26 0.9300 . ? C29 C30 1.403(13) . ? C29 H29 0.9300 . ? C20 H20 0.9300 . ? C30 H30 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 O1 C2 117.5(5) . . ? C33 O9 C32 117.5(5) . . ? C9 N2 C6 129.5(5) . . ? C9 N2 H2N 115.2 . . ? C6 N2 H2N 115.2 . . ? C39 N6 C36 127.9(5) . . ? C39 N6 H6N 116.0 . . ? C36 N6 H6N 116.0 . . ? O12 N7 O11 121.9(5) . . ? O12 N7 C43 118.1(6) . . ? O11 N7 C43 119.9(5) . . ? C31 N1 C1 114.6(5) . . ? C31 N1 C16 112.7(5) . . ? C1 N1 C16 113.5(6) . . ? C31 N1 H1N 104.9 . . ? C1 N1 H1N 104.9 . . ? C16 N1 H1N 104.9 . . ? C38 C33 C34 119.2(5) . . ? C38 C33 O9 115.6(5) . . ? C34 C33 O9 125.2(5) . . ? C8 C3 C4 121.8(5) . . ? C8 C3 O1 113.2(5) . . ? C4 C3 O1 124.9(5) . . ? N1 C31 C32 117.9(5) . . ? N1 C31 H31A 107.8 . . ? C32 C31 H31A 107.8 . . ? N1 C31 H31B 107.8 . . ? C32 C31 H31B 107.8 . . ? H31A C31 H31B 107.2 . . ? C37 C36 C35 119.6(5) . . ? C37 C36 N6 115.1(5) . . ? C35 C36 N6 125.3(5) . . ? C18 O5 C17 116.9(7) . . ? C42 C43 C44 122.9(5) . . ? C42 C43 N7 119.6(5) . . ? C44 C43 N7 117.4(6) . . ? C7 C6 C5 118.5(5) . . ? C7 C6 N2 117.4(5) . . ? C5 C6 N2 124.0(5) . . ? O4 N3 O3 122.3(6) . . ? O4 N3 C13 120.4(7) . . ? O3 N3 C13 117.3(7) . . ? C3 C4 C5 119.1(5) . . ? C3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? O2 C9 N2 123.2(5) . . ? O2 C9 C10 120.8(5) . . ? N2 C9 C10 116.0(5) . . ? O9 C32 C31 108.1(5) . . ? O9 C32 H32B 110.1 . . ? C31 C32 H32B 110.1 . . ? O9 C32 H32A 110.1 . . ? C31 C32 H32A 110.1 . . ? H32B C32 H32A 108.4 . . ? C11 C10 C15 118.6(5) . . ? C11 C10 C9 117.0(6) . . ? C15 C10 C9 124.2(5) . . ? C41 C40 C45 118.8(5) . . ? C41 C40 C39 117.8(5) . . ? C45 C40 C39 123.4(5) . . ? O1 C2 C1 104.9(5) . . ? O1 C2 H2A 110.8 . . ? C1 C2 H2A 110.8 . . ? O1 C2 H2B 110.8 . . ? C1 C2 H2B 110.8 . . ? H2A C2 H2B 108.8 . . ? C33 C38 C37 121.8(6) . . ? C33 C38 H38 119.1 . . ? C37 C38 H38 119.1 . . ? C6 C5 C4 120.8(6) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? O10 C39 N6 123.3(5) . . ? O10 C39 C40 118.6(6) . . ? N6 C39 C40 118.1(5) . . ? C43 C44 C45 117.9(6) . . ? C43 C44 H44 121.0 . . ? C45 C44 H44 121.0 . . ? C34 C35 C36 119.7(6) . . ? C34 C35 H35 120.1 . . ? C36 C35 H35 120.1 . . ? C12 C13 C14 122.4(6) . . ? C12 C13 N3 119.8(7) . . ? C14 C13 N3 117.8(7) . . ? C14 C15 C10 120.0(6) . . ? C14 C15 H15 120.0 . . ? C10 C15 H15 120.0 . . ? C33 C34 C35 121.0(6) . . ? C33 C34 H34 119.5 . . ? C35 C34 H34 119.5 . . ? C38 C37 C36 118.7(6) . . ? C38 C37 H37 120.7 . . ? C36 C37 H37 120.7 . . ? C3 C8 C7 118.0(5) . . ? C3 C8 H8 121.0 . . ? C7 C8 H8 121.0 . . ? C40 C45 C44 120.5(5) . . ? C40 C45 H45 119.8 . . ? C44 C45 H45 119.8 . . ? C6 C7 C8 121.7(5) . . ? C6 C7 H7 119.1 . . ? C8 C7 H7 119.1 . . ? C13 C14 C15 118.9(7) . . ? C13 C14 H14 120.6 . . ? C15 C14 H14 120.6 . . ? N1 C1 C2 111.5(5) . . ? N1 C1 H1A 109.3 . . ? C2 C1 H1A 109.3 . . ? N1 C1 H1B 109.3 . . ? C2 C1 H1B 109.3 . . ? H1A C1 H1B 108.0 . . ? C40 C41 C42 121.6(6) . . ? C40 C41 H41 119.2 . . ? C42 C41 H41 119.2 . . ? C10 C11 C12 121.2(7) . . ? C10 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? C24 N4 C21 129.5(7) . . ? C24 N4 H4N 115.2 . . ? C21 N4 H4N 115.2 . . ? C43 C42 C41 118.2(6) . . ? C43 C42 H42 120.9 . . ? C41 C42 H42 120.9 . . ? C23 C22 C21 123.1(8) . . ? C23 C22 H22 118.4 . . ? C21 C22 H22 118.4 . . ? C13 C12 C11 118.8(7) . . ? C13 C12 H12 120.6 . . ? C11 C12 H12 120.6 . . ? C22 C21 C20 116.4(7) . . ? C22 C21 N4 118.7(7) . . ? C20 C21 N4 124.9(7) . . ? O5 C18 C23 114.7(7) . . ? O5 C18 C19 125.5(7) . . ? C23 C18 C19 119.7(7) . . ? N1 C16 C17 108.3(6) . . ? N1 C16 H16B 110.0 . . ? C17 C16 H16B 110.0 . . ? N1 C16 H16A 110.0 . . ? C17 C16 H16A 110.0 . . ? H16B C16 H16A 108.4 . . ? C22 C23 C18 119.3(8) . . ? C22 C23 H23 120.3 . . ? C18 C23 H23 120.3 . . ? O6 C24 N4 122.4(8) . . ? O6 C24 C25 118.3(7) . . ? N4 C24 C25 119.2(8) . . ? C30 C25 C26 119.3(8) . . ? C30 C25 C24 120.3(7) . . ? C26 C25 C24 120.3(8) . . ? C27 C28 C29 125.7(9) . . ? C27 C28 N5 118.8(8) . . ? C29 C28 N5 115.5(9) . . ? C20 C19 C18 118.8(8) . . ? C20 C19 H19 120.6 . . ? C18 C19 H19 120.6 . . ? O5 C17 C16 105.6(8) . . ? O5 C17 H17A 110.6 . . ? C16 C17 H17A 110.6 . . ? O5 C17 H17B 110.6 . . ? C16 C17 H17B 110.6 . . ? H17A C17 H17B 108.8 . . ? O8 N5 O7 117.3(10) . . ? O8 N5 C28 120.8(11) . . ? O7 N5 C28 121.8(9) . . ? C28 C27 C26 118.3(8) . . ? C28 C27 H27 120.8 . . ? C26 C27 H27 120.8 . . ? C25 C26 C27 119.8(10) . . ? C25 C26 H26 120.1 . . ? C27 C26 H26 120.1 . . ? C28 C29 C30 115.3(9) . . ? C28 C29 H29 122.4 . . ? C30 C29 H29 122.4 . . ? C19 C20 C21 122.5(8) . . ? C19 C20 H20 118.8 . . ? C21 C20 H20 118.8 . . ? C25 C30 C29 121.5(8) . . ? C25 C30 H30 119.3 . . ? C29 C30 H30 119.3 . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 28.81 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.514 _refine_diff_density_min -1.403 _refine_diff_density_rms 0.101 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.015 0.000 0.500 512 73 ' ' 2 -0.026 0.500 1.000 512 73 ' ' # start Validation Reply Form _vrf_PLAT230_Complex_3 ; PROBLEM:Hirshfeld Test Diff for C27 -- C28 .. 7.2 su RESPONSE: This is probably due to high thermal vibration of both C27 and C28 atoms. ; # end Validation Reply Form