data_fro1070 _database_code_CSD 155042 _journal_coden_Cambridge 207 _publ_requested_journal 'Perkin Transactions 1' loop_ _publ_author_name 'Ferguson, Roderick' 'Frohlich, Roland' 'Reichert, Anja' _publ_contact_author_name 'Anja Reichert' _publ_contact_author_address ; Anja Reichert Institut fur Organische Chemie und Makromolekulare Chemie II Heinrich-Heine-Universitat Dusseldorf Universitatsstr. 1 Dusseldorf D-40225 GERMANY ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C75 H110 N12 O10' _chemical_formula_weight 1339.75 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'triclinic' _symmetry_space_group_name_H-M 'P-1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.775(6) _cell_length_b 14.312(3) _cell_length_c 30.069(7) _cell_angle_alpha 85.76(2) _cell_angle_beta 81.87(4) _cell_angle_gamma 85.32(4) _cell_volume 3718(3) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 15 _cell_measurement_theta_min 10.62 _cell_measurement_theta_max 22.70 _exptl_crystal_description 'plate' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.197 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1448 _exptl_absorpt_coefficient_mu 0.642 _exptl_absorpt_correction_type 'empirical via \y scan data' _exptl_absorpt_correction_T_min 0.8824 _exptl_absorpt_correction_T_max 0.9686 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method '\w/2\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 250 _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 0.4 _diffrn_reflns_number 8233 _diffrn_reflns_av_R_equivalents 0.1921 _diffrn_reflns_av_sigmaI/netI 0.4156 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 49.83 _reflns_number_total 7581 _reflns_number_gt 2053 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Express (Nonius B.V., 1994)' _computing_cell_refinement 'Express (Nonius B.V., 1994)' _computing_data_reduction 'MolEN (Fair, 1990)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SCHAKAL (Keller, 1997)' _computing_publication_material 'SHELXL-97 (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. The crystal investigated was very small, the diffracting power very low. Therefor all atoms are refined only isotropically. As a consequence the quality of the structure analysis is low, but still useful to understand the properties of the compound (hydrogen bridging scheme). ; _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^+0.0000P] 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 'refined as riding atoms' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7581 _refine_ls_number_parameters 392 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.3872 _refine_ls_R_factor_gt 0.0957 _refine_ls_wR_factor_ref 0.3023 _refine_ls_wR_factor_gt 0.2043 _refine_ls_goodness_of_fit_ref 0.959 _refine_ls_restrained_S_all 0.959 _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 C1 C -0.5141(14) -0.0494(8) 0.4445(4) 0.036(3) Uiso 1 1 d . . . C2 C -0.6344(14) -0.0921(8) 0.4696(4) 0.041(4) Uiso 1 1 d . . . H2 H -0.7252 -0.0565 0.4803 0.049 Uiso 1 1 calc R . . C3 C -0.6211(14) -0.1894(8) 0.4791(4) 0.039(4) Uiso 1 1 d . . . C4 C -0.4869(14) -0.2428(8) 0.4624(4) 0.042(4) Uiso 1 1 d . . . H4 H -0.4766 -0.3081 0.4688 0.051 Uiso 1 1 calc R . . C5 C -0.3684(14) -0.1959(8) 0.4358(4) 0.036(3) Uiso 1 1 d . . . C6 C -0.3785(14) -0.0994(8) 0.4275(4) 0.043(4) Uiso 1 1 d . . . H6 H -0.2960 -0.0685 0.4110 0.051 Uiso 1 1 calc R . . C11 C -0.5228(15) 0.0519(9) 0.4293(4) 0.044(4) Uiso 1 1 d . . . N12 N -0.4293(12) 0.0899(7) 0.3964(3) 0.050(3) Uiso 1 1 d . . . H12 H -0.3539 0.0590 0.3805 0.060 Uiso 1 1 calc R . . C13 C -0.4678(14) 0.1913(8) 0.3898(4) 0.053(4) Uiso 1 1 d . . . H13A H -0.4802 0.2092 0.3583 0.064 Uiso 1 1 calc R . . H13B H -0.3883 0.2275 0.3987 0.064 Uiso 1 1 calc R . . C14 C -0.6203(14) 0.2059(8) 0.4206(4) 0.051(4) Uiso 1 1 d . . . H14A H -0.6177 0.2569 0.4405 0.061 Uiso 1 1 calc R . . H14B H -0.7070 0.2194 0.4033 0.061 Uiso 1 1 calc R . . N15 N -0.6302(11) 0.1138(6) 0.4465(3) 0.045(3) Uiso 1 1 d . . . H15 H -0.6979 0.1022 0.4699 0.054 Uiso 1 1 calc R . . C31 C -0.7545(14) -0.2365(8) 0.5040(4) 0.036(3) Uiso 1 1 d . . . N32 N -0.8502(11) -0.2023(7) 0.5367(3) 0.048(3) Uiso 1 1 d . . . H32 H -0.8436 -0.1501 0.5492 0.058 Uiso 1 1 calc R . . C33 C -0.9703(15) -0.2674(8) 0.5487(4) 0.059(4) Uiso 1 1 d . . . H33A H -1.0635 -0.2448 0.5355 0.071 Uiso 1 1 calc R . . H33B H -0.9967 -0.2757 0.5814 0.071 Uiso 1 1 calc R . . C34 C -0.9010(14) -0.3581(8) 0.5293(4) 0.050(4) Uiso 1 1 d . . . H34A H -0.8585 -0.4012 0.5521 0.060 Uiso 1 1 calc R . . H34B H -0.9760 -0.3895 0.5156 0.060 Uiso 1 1 calc R . . N35 N -0.7779(11) -0.3214(7) 0.4952(3) 0.045(3) Uiso 1 1 d . . . H35 H -0.7291 -0.3519 0.4728 0.054 Uiso 1 1 calc R . . C51 C -0.2269(15) -0.2498(9) 0.4168(4) 0.044(4) Uiso 1 1 d . . . N52 N -0.1778(11) -0.3308(7) 0.4348(3) 0.046(3) Uiso 1 1 d . . . H52 H -0.2195 -0.3575 0.4600 0.055 Uiso 1 1 calc R . . C53 C -0.0390(15) -0.3706(9) 0.4053(4) 0.066(4) Uiso 1 1 d . . . H53A H -0.0617 -0.4268 0.3915 0.079 Uiso 1 1 calc R . . H53B H 0.0485 -0.3858 0.4222 0.079 Uiso 1 1 calc R . . C54 C -0.0077(15) -0.2877(9) 0.3696(4) 0.058(4) Uiso 1 1 d . . . H54A H 0.0879 -0.2593 0.3727 0.069 Uiso 1 1 calc R . . H54B H -0.0013 -0.3082 0.3390 0.069 Uiso 1 1 calc R . . N55 N -0.1423(12) -0.2227(7) 0.3803(3) 0.051(3) Uiso 1 1 d . . . H55 H -0.1630 -0.1716 0.3640 0.061 Uiso 1 1 calc R . . O101 O -0.2320(10) -0.0332(6) 0.3392(3) 0.062(3) Uiso 1 1 d . . . C102 C -0.1958(18) 0.0135(10) 0.3030(5) 0.070(5) Uiso 1 1 d . . . O103 O -0.2923(11) 0.0940(7) 0.2969(3) 0.077(3) Uiso 1 1 d . . . N104 N -0.2310(14) 0.1399(8) 0.2543(4) 0.073(4) Uiso 1 1 d . . . C105 C -0.1092(16) 0.0844(9) 0.2411(4) 0.055(4) Uiso 1 1 d . . . N106 N -0.0819(13) 0.0077(7) 0.2695(4) 0.057(3) Uiso 1 1 d . . . C107 C -0.0110(15) 0.1059(9) 0.1989(4) 0.047(4) Uiso 1 1 d . . . C108 C 0.1348(16) 0.0625(9) 0.1912(5) 0.064(4) Uiso 1 1 d . . . H108 H 0.1696 0.0196 0.2134 0.077 Uiso 1 1 calc R . . C109 C 0.2313(17) 0.0804(9) 0.1518(5) 0.067(5) Uiso 1 1 d . . . H109 H 0.3317 0.0512 0.1470 0.080 Uiso 1 1 calc R . . C110 C 0.1752(17) 0.1432(9) 0.1193(5) 0.060(4) Uiso 1 1 d . . . C111 C 0.0295(16) 0.1860(9) 0.1255(4) 0.061(4) Uiso 1 1 d . . . H111 H -0.0067 0.2273 0.1029 0.073 Uiso 1 1 calc R . . C112 C -0.0635(17) 0.1671(9) 0.1657(5) 0.068(5) Uiso 1 1 d . . . H112 H -0.1638 0.1964 0.1705 0.082 Uiso 1 1 calc R . . O113 O 0.2784(11) 0.1558(7) 0.0799(3) 0.082(3) Uiso 1 1 d . . . C114 C 0.2257(17) 0.2171(10) 0.0454(4) 0.072(5) Uiso 1 1 d . . . H11A H 0.1977 0.2801 0.0561 0.086 Uiso 1 1 calc R . . H11B H 0.1351 0.1938 0.0354 0.086 Uiso 1 1 calc R . . C115 C 0.3599(16) 0.2198(10) 0.0068(4) 0.071(5) Uiso 1 1 d . . . H11C H 0.3925 0.1556 -0.0016 0.086 Uiso 1 1 calc R . . H11D H 0.4476 0.2462 0.0170 0.086 Uiso 1 1 calc R . . C116 C 0.3140(16) 0.2789(10) -0.0344(4) 0.074(5) Uiso 1 1 d . . . H11E H 0.2282 0.2514 -0.0451 0.089 Uiso 1 1 calc R . . H11F H 0.2783 0.3425 -0.0257 0.089 Uiso 1 1 calc R . . C117 C 0.4492(17) 0.2845(10) -0.0728(5) 0.077(5) Uiso 1 1 d . . . H11G H 0.5347 0.3116 -0.0618 0.092 Uiso 1 1 calc R . . H11H H 0.4847 0.2207 -0.0811 0.092 Uiso 1 1 calc R . . C118 C 0.4101(17) 0.3423(10) -0.1144(4) 0.075(5) Uiso 1 1 d . . . H11I H 0.3240 0.3155 -0.1253 0.090 Uiso 1 1 calc R . . H11J H 0.3755 0.4063 -0.1061 0.090 Uiso 1 1 calc R . . C119 C 0.5399(17) 0.3467(10) -0.1513(5) 0.078(5) Uiso 1 1 d . . . H11K H 0.5710 0.2827 -0.1603 0.094 Uiso 1 1 calc R . . H11L H 0.6277 0.3701 -0.1397 0.094 Uiso 1 1 calc R . . C120 C 0.5070(19) 0.4080(11) -0.1928(5) 0.098(6) Uiso 1 1 d . . . H12A H 0.4720 0.4717 -0.1841 0.118 Uiso 1 1 calc R . . H12B H 0.4244 0.3827 -0.2060 0.118 Uiso 1 1 calc R . . C121 C 0.654(2) 0.4116(12) -0.2282(6) 0.126(7) Uiso 1 1 d . . . H12C H 0.6793 0.3501 -0.2408 0.151 Uiso 1 1 calc R . . H12D H 0.7419 0.4266 -0.2137 0.151 Uiso 1 1 calc R . . C122 C 0.626(2) 0.4878(13) -0.2665(6) 0.130(7) Uiso 1 1 d . . . H12E H 0.5383 0.4706 -0.2803 0.156 Uiso 1 1 calc R . . H12F H 0.5943 0.5473 -0.2525 0.156 Uiso 1 1 calc R . . C123 C 0.754(3) 0.5052(14) -0.3030(7) 0.167(9) Uiso 1 1 d D . . H12G H 0.7842 0.4486 -0.3195 0.201 Uiso 1 1 calc R . . H12H H 0.8438 0.5240 -0.2908 0.201 Uiso 1 1 calc R . . C124 C 0.689(2) 0.5863(13) -0.3343(6) 0.141(8) Uiso 1 1 d D . . H12I H 0.5902 0.5733 -0.3436 0.170 Uiso 1 1 calc R . . H12J H 0.6793 0.6475 -0.3211 0.170 Uiso 1 1 calc R . . C125 C 0.818(2) 0.5769(15) -0.3703(7) 0.184(10) Uiso 1 1 d D . . H12K H 0.9138 0.5802 -0.3581 0.276 Uiso 1 1 calc R . . H12L H 0.8077 0.6273 -0.3933 0.276 Uiso 1 1 calc R . . H12M H 0.8179 0.5169 -0.3833 0.276 Uiso 1 1 calc R . . O201 O -0.1310(10) -0.0796(6) 0.4900(3) 0.058(3) Uiso 1 1 d . . . C202 C -0.0516(15) -0.0569(9) 0.4547(4) 0.047(4) Uiso 1 1 d . . . O203 O 0.0623(10) -0.1217(5) 0.4367(3) 0.051(3) Uiso 1 1 d . . . N204 N 0.1417(12) -0.0786(7) 0.3956(3) 0.048(3) Uiso 1 1 d . . . C205 C 0.0730(14) 0.0054(8) 0.3948(4) 0.039(4) Uiso 1 1 d . . . N206 N -0.0473(12) 0.0240(7) 0.4281(3) 0.051(3) Uiso 1 1 d . . . C207 C 0.1214(14) 0.0736(8) 0.3582(4) 0.039(4) Uiso 1 1 d . . . C208 C 0.2677(15) 0.0637(9) 0.3334(4) 0.050(4) Uiso 1 1 d . . . H208 H 0.3372 0.0144 0.3419 0.060 Uiso 1 1 calc R . . C209 C 0.3146(15) 0.1237(8) 0.2968(4) 0.050(4) Uiso 1 1 d . . . H209 H 0.4142 0.1152 0.2807 0.060 Uiso 1 1 calc R . . C210 C 0.2137(16) 0.1956(9) 0.2843(4) 0.052(4) Uiso 1 1 d . . . C211 C 0.0657(15) 0.2076(9) 0.3081(4) 0.052(4) Uiso 1 1 d . . . H211 H -0.0039 0.2559 0.2986 0.062 Uiso 1 1 calc R . . C212 C 0.0201(15) 0.1487(8) 0.3457(4) 0.049(4) Uiso 1 1 d . . . H212 H -0.0776 0.1592 0.3626 0.059 Uiso 1 1 calc R . . O213 O 0.2439(10) 0.2568(6) 0.2475(3) 0.063(3) Uiso 1 1 d . . . C214 C 0.3902(15) 0.2439(9) 0.2191(4) 0.062(4) Uiso 1 1 d . . . H21A H 0.4086 0.1785 0.2110 0.074 Uiso 1 1 calc R . . H21B H 0.4742 0.2589 0.2351 0.074 Uiso 1 1 calc R . . C215 C 0.3841(15) 0.3088(9) 0.1773(4) 0.059(4) Uiso 1 1 d . . . H21C H 0.3644 0.3739 0.1859 0.070 Uiso 1 1 calc R . . H21D H 0.2989 0.2937 0.1619 0.070 Uiso 1 1 calc R . . C216 C 0.5346(15) 0.2997(9) 0.1454(4) 0.058(4) Uiso 1 1 d . . . H21E H 0.5555 0.2340 0.1379 0.070 Uiso 1 1 calc R . . H21F H 0.6188 0.3162 0.1608 0.070 Uiso 1 1 calc R . . C217 C 0.5335(15) 0.3619(9) 0.1016(4) 0.063(4) Uiso 1 1 d . . . H21G H 0.4497 0.3447 0.0861 0.075 Uiso 1 1 calc R . . H21H H 0.5104 0.4274 0.1093 0.075 Uiso 1 1 calc R . . C218 C 0.6819(15) 0.3558(9) 0.0693(4) 0.064(4) Uiso 1 1 d . . . H21I H 0.7077 0.2902 0.0621 0.077 Uiso 1 1 calc R . . H21J H 0.7654 0.3759 0.0839 0.077 Uiso 1 1 calc R . . C219 C 0.6720(15) 0.4155(9) 0.0260(4) 0.064(4) Uiso 1 1 d . . . H21K H 0.6474 0.4812 0.0332 0.076 Uiso 1 1 calc R . . H21L H 0.5873 0.3960 0.0116 0.076 Uiso 1 1 calc R . . C220 C 0.8216(16) 0.4091(9) -0.0075(4) 0.074(5) Uiso 1 1 d . . . H22A H 0.9058 0.4300 0.0066 0.089 Uiso 1 1 calc R . . H22B H 0.8476 0.3432 -0.0142 0.089 Uiso 1 1 calc R . . C221 C 0.8101(16) 0.4676(9) -0.0516(4) 0.069(5) Uiso 1 1 d . . . H22C H 0.7257 0.4463 -0.0655 0.083 Uiso 1 1 calc R . . H22D H 0.7827 0.5332 -0.0446 0.083 Uiso 1 1 calc R . . C222 C 0.9536(17) 0.4641(10) -0.0853(5) 0.080(5) Uiso 1 1 d . . . H22E H 0.9809 0.3987 -0.0925 0.096 Uiso 1 1 calc R . . H22F H 1.0383 0.4853 -0.0715 0.096 Uiso 1 1 calc R . . C223 C 0.9400(16) 0.5225(10) -0.1282(4) 0.076(5) Uiso 1 1 d D . . H22G H 0.8542 0.5021 -0.1418 0.091 Uiso 1 1 calc R . . H22H H 0.9146 0.5882 -0.1210 0.091 Uiso 1 1 calc R . . C224 C 1.0861(17) 0.5176(11) -0.1631(5) 0.097(6) Uiso 1 1 d D . . H22I H 1.1143 0.4516 -0.1690 0.117 Uiso 1 1 calc R . . H22J H 1.1706 0.5408 -0.1499 0.117 Uiso 1 1 calc R . . C225 C 1.073(2) 0.5712(11) -0.2065(5) 0.124(7) Uiso 1 1 d D . . H22K H 0.9892 0.5497 -0.2199 0.186 Uiso 1 1 calc R . . H22L H 1.1690 0.5616 -0.2266 0.186 Uiso 1 1 calc R . . H22M H 1.0532 0.6375 -0.2015 0.186 Uiso 1 1 calc R . . O301 O -0.3030(11) -0.4395(6) 0.5047(3) 0.074(3) Uiso 1 1 d . . . C302 C -0.3924(17) -0.4656(10) 0.5375(5) 0.060(4) Uiso 1 1 d . . . O303 O -0.5200(10) -0.4079(6) 0.5546(3) 0.061(3) Uiso 1 1 d . . . N304 N -0.5982(12) -0.4557(8) 0.5920(3) 0.057(3) Uiso 1 1 d . . . C305 C -0.5148(15) -0.5355(9) 0.5960(4) 0.045(4) Uiso 1 1 d . . . N306 N -0.3913(11) -0.5467(7) 0.5628(3) 0.045(3) Uiso 1 1 d . . . C307 C -0.5494(15) -0.6065(9) 0.6338(4) 0.047(4) Uiso 1 1 d . . . C308 C -0.6734(15) -0.5928(9) 0.6665(4) 0.054(4) Uiso 1 1 d . . . H308 H -0.7414 -0.5389 0.6645 0.065 Uiso 1 1 calc R . . C309 C -0.6992(16) -0.6602(9) 0.7037(4) 0.062(4) Uiso 1 1 d . . . H309 H -0.7852 -0.6517 0.7259 0.074 Uiso 1 1 calc R . . C310 C -0.5970(17) -0.7375(10) 0.7068(5) 0.062(4) Uiso 1 1 d . . . C311 C -0.4737(16) -0.7512(9) 0.6734(4) 0.058(4) Uiso 1 1 d . . . H311 H -0.4057 -0.8052 0.6752 0.070 Uiso 1 1 calc R . . C312 C -0.4497(15) -0.6854(8) 0.6371(4) 0.046(4) Uiso 1 1 d . . . H312 H -0.3647 -0.6948 0.6147 0.056 Uiso 1 1 calc R . . O313 O -0.6333(11) -0.7962(7) 0.7448(3) 0.073(3) Uiso 1 1 d . . . C314 C -0.5325(18) -0.8778(10) 0.7471(5) 0.083(5) Uiso 1 1 d . . . H31A H -0.4305 -0.8619 0.7526 0.100 Uiso 1 1 calc R . . H31B H -0.5210 -0.9096 0.7190 0.100 Uiso 1 1 calc R . . C315 C -0.6070(17) -0.9417(10) 0.7868(4) 0.078(5) Uiso 1 1 d . . . H31C H -0.7146 -0.9464 0.7824 0.094 Uiso 1 1 calc R . . H31D H -0.5552 -1.0047 0.7839 0.094 Uiso 1 1 calc R . . C316 C -0.6083(16) -0.9178(9) 0.8342(4) 0.068(4) Uiso 1 1 d . . . H31E H -0.6688 -0.8578 0.8389 0.081 Uiso 1 1 calc R . . H31F H -0.5024 -0.9094 0.8392 0.081 Uiso 1 1 calc R . . C317 C -0.6744(16) -0.9910(9) 0.8683(4) 0.067(5) Uiso 1 1 d . . . H31G H -0.7804 -0.9979 0.8629 0.081 Uiso 1 1 calc R . . H31H H -0.6155 -1.0509 0.8621 0.081 Uiso 1 1 calc R . . C318 C -0.6788(16) -0.9772(9) 0.9164(4) 0.071(5) Uiso 1 1 d . . . H31I H -0.7411 -0.9187 0.9233 0.085 Uiso 1 1 calc R . . H31J H -0.5736 -0.9691 0.9221 0.085 Uiso 1 1 calc R . . C319 C -0.7422(17) -1.0545(10) 0.9483(4) 0.079(5) Uiso 1 1 d . . . H31K H -0.6761 -1.1121 0.9424 0.094 Uiso 1 1 calc R . . H31L H -0.8447 -1.0652 0.9411 0.094 Uiso 1 1 calc R . . C320 C -0.7569(17) -1.0403(10) 0.9979(5) 0.078(5) Uiso 1 1 d . . . H32A H -0.6539 -1.0329 1.0057 0.093 Uiso 1 1 calc R . . H32B H -0.8196 -0.9815 1.0039 0.093 Uiso 1 1 calc R . . C321 C -0.8268(17) -1.1172(10) 1.0282(5) 0.085(5) Uiso 1 1 d . . . H32C H -0.7631 -1.1756 1.0223 0.102 Uiso 1 1 calc R . . H32D H -0.9288 -1.1252 1.0199 0.102 Uiso 1 1 calc R . . C322 C -0.8452(17) -1.1043(10) 1.0779(5) 0.082(5) Uiso 1 1 d . . . H32E H -0.7439 -1.0942 1.0861 0.098 Uiso 1 1 calc R . . H32F H -0.9123 -1.0473 1.0840 0.098 Uiso 1 1 calc R . . C323 C -0.9106(17) -1.1838(10) 1.1076(4) 0.079(5) Uiso 1 1 d D . . H32G H -0.8430 -1.2407 1.1017 0.095 Uiso 1 1 calc R . . H32H H -1.0114 -1.1942 1.0992 0.095 Uiso 1 1 calc R . . C324 C -0.9308(17) -1.1704(9) 1.1586(4) 0.078(5) Uiso 1 1 d D . . H32I H -0.8298 -1.1612 1.1672 0.093 Uiso 1 1 calc R . . H32J H -0.9973 -1.1130 1.1646 0.093 Uiso 1 1 calc R . . C325 C -0.9979(19) -1.2491(10) 1.1871(5) 0.111(6) Uiso 1 1 d D . . H32K H -1.0965 -1.2604 1.1782 0.166 Uiso 1 1 calc R . . H32L H -1.0128 -1.2336 1.2184 0.166 Uiso 1 1 calc R . . H32M H -0.9285 -1.3052 1.1836 0.166 Uiso 1 1 calc R . . O401 O -0.1246(13) -0.8606(7) 0.7055(3) 0.108(4) Uiso 1 1 d . . . _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 C1 C2 1.367(15) . ? C1 C6 1.390(14) . ? C1 C11 1.487(15) . ? C2 C3 1.400(14) . ? C3 C4 1.402(14) . ? C3 C31 1.479(15) . ? C4 C5 1.405(14) . ? C5 C6 1.383(14) . ? C5 C51 1.474(15) . ? C11 N12 1.308(13) . ? C11 N15 1.317(13) . ? N12 C13 1.468(13) . ? C13 C14 1.526(15) . ? C14 N15 1.482(13) . ? C31 N35 1.302(13) . ? C31 N32 1.298(12) . ? N32 C33 1.453(13) . ? C33 C34 1.508(14) . ? C34 N35 1.481(13) . ? C51 N55 1.287(13) . ? C51 N52 1.310(13) . ? N52 C53 1.499(14) . ? C53 C54 1.555(15) . ? C54 N55 1.457(13) . ? O101 C102 1.249(15) . ? C102 N106 1.318(15) . ? C102 O103 1.391(15) . ? O103 N104 1.448(12) . ? N104 C105 1.311(14) . ? C105 N106 1.367(14) . ? C105 C107 1.459(16) . ? C107 C108 1.372(16) . ? C107 C112 1.382(15) . ? C108 C109 1.375(16) . ? C109 C110 1.393(15) . ? C110 C111 1.366(16) . ? C110 O113 1.396(14) . ? C111 C112 1.381(15) . ? O113 C114 1.412(14) . ? C114 C115 1.532(16) . ? C115 C116 1.531(16) . ? C116 C117 1.536(16) . ? C117 C118 1.513(16) . ? C118 C119 1.475(16) . ? C119 C120 1.520(17) . ? C120 C121 1.56(2) . ? C121 C122 1.56(2) . ? C122 C123 1.48(2) . ? C123 C124 1.564(12) . ? C124 C125 1.458(12) . ? O201 C202 1.220(13) . ? C202 N206 1.359(14) . ? C202 O203 1.387(13) . ? O203 N204 1.451(11) . ? N204 C205 1.300(12) . ? C205 N206 1.371(13) . ? C205 C207 1.457(15) . ? C207 C208 1.393(15) . ? C207 C212 1.401(14) . ? C208 C209 1.381(15) . ? C209 C210 1.369(15) . ? C210 O213 1.368(13) . ? C210 C211 1.395(16) . ? C211 C212 1.391(14) . ? O213 C214 1.443(13) . ? C214 C215 1.512(15) . ? C215 C216 1.521(15) . ? C216 C217 1.535(15) . ? C217 C218 1.511(15) . ? C218 C219 1.511(15) . ? C219 C220 1.539(16) . ? C220 C221 1.525(15) . ? C221 C222 1.500(16) . ? C222 C223 1.499(16) . ? C223 C224 1.537(12) . ? C224 C225 1.477(12) . ? O301 C302 1.225(14) . ? C302 N306 1.340(14) . ? C302 O303 1.395(14) . ? O303 N304 1.397(11) . ? N304 C305 1.313(13) . ? C305 N306 1.373(13) . ? C305 C307 1.484(15) . ? C307 C308 1.372(15) . ? C307 C312 1.377(14) . ? C308 C309 1.427(16) . ? C309 C310 1.372(16) . ? C310 C311 1.379(16) . ? C310 O313 1.383(14) . ? C311 C312 1.393(15) . ? O313 C314 1.410(14) . ? C314 C315 1.551(16) . ? C315 C316 1.489(15) . ? C316 C317 1.502(15) . ? C317 C318 1.469(15) . ? C318 C319 1.498(16) . ? C319 C320 1.508(16) . ? C320 C321 1.490(17) . ? C321 C322 1.503(16) . ? C322 C323 1.494(16) . ? C323 C324 1.542(11) . ? C324 C325 1.475(12) . ? 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 C2 C1 C6 122.3(12) . . ? C2 C1 C11 123.0(11) . . ? C6 C1 C11 114.4(11) . . ? C1 C2 C3 119.3(12) . . ? C2 C3 C4 120.3(12) . . ? C2 C3 C31 119.4(11) . . ? C4 C3 C31 120.1(11) . . ? C3 C4 C5 118.1(12) . . ? C6 C5 C4 121.9(12) . . ? C6 C5 C51 118.4(11) . . ? C4 C5 C51 119.7(11) . . ? C5 C6 C1 118.0(12) . . ? N12 C11 N15 111.7(11) . . ? N12 C11 C1 124.6(12) . . ? N15 C11 C1 123.7(12) . . ? C11 N12 C13 111.4(11) . . ? N12 C13 C14 102.8(10) . . ? N15 C14 C13 102.0(10) . . ? C11 N15 C14 110.9(10) . . ? N35 C31 N32 114.5(12) . . ? N35 C31 C3 119.8(11) . . ? N32 C31 C3 125.5(12) . . ? C31 N32 C33 107.3(11) . . ? N32 C33 C34 104.5(10) . . ? N35 C34 C33 99.9(10) . . ? C31 N35 C34 109.2(10) . . ? N55 C51 N52 113.8(12) . . ? N55 C51 C5 123.1(12) . . ? N52 C51 C5 123.1(12) . . ? C51 N52 C53 109.7(10) . . ? N52 C53 C54 101.5(10) . . ? N55 C54 C53 102.3(10) . . ? C51 N55 C54 111.9(11) . . ? O101 C102 N106 135.2(15) . . ? O101 C102 O103 114.0(14) . . ? N106 C102 O103 110.6(13) . . ? C102 O103 N104 106.3(11) . . ? C105 N104 O103 102.6(11) . . ? N104 C105 N106 115.7(13) . . ? N104 C105 C107 120.7(13) . . ? N106 C105 C107 123.6(13) . . ? C102 N106 C105 104.7(12) . . ? C108 C107 C112 119.1(14) . . ? C108 C107 C105 119.6(13) . . ? C112 C107 C105 121.3(13) . . ? C107 C108 C109 121.7(14) . . ? C108 C109 C110 117.7(14) . . ? C111 C110 C109 122.1(14) . . ? C111 C110 O113 123.6(13) . . ? C109 C110 O113 114.3(13) . . ? C110 C111 C112 118.5(14) . . ? C107 C112 C111 120.9(14) . . ? C110 O113 C114 116.6(11) . . ? O113 C114 C115 106.1(11) . . ? C114 C115 C116 111.5(11) . . ? C117 C116 C115 111.9(12) . . ? C118 C117 C116 114.1(12) . . ? C119 C118 C117 113.9(13) . . ? C118 C119 C120 115.3(13) . . ? C119 C120 C121 110.6(14) . . ? C120 C121 C122 109.5(15) . . ? C123 C122 C121 118.4(16) . . ? C122 C123 C124 105.1(17) . . ? C125 C124 C123 94.5(15) . . ? O201 C202 N206 132.7(13) . . ? O201 C202 O203 118.2(12) . . ? N206 C202 O203 109.1(11) . . ? C202 O203 N204 108.1(9) . . ? C205 N204 O203 101.7(9) . . ? N204 C205 N206 117.4(11) . . ? N204 C205 C207 119.4(12) . . ? N206 C205 C207 123.1(12) . . ? C202 N206 C205 103.6(10) . . ? C208 C207 C212 118.2(12) . . ? C208 C207 C205 120.8(12) . . ? C212 C207 C205 121.0(12) . . ? C209 C208 C207 122.5(13) . . ? C210 C209 C208 118.9(13) . . ? C209 C210 O213 124.3(12) . . ? C209 C210 C211 120.3(13) . . ? O213 C210 C211 115.2(12) . . ? C212 C211 C210 120.7(13) . . ? C211 C212 C207 119.3(12) . . ? C210 O213 C214 118.4(10) . . ? O213 C214 C215 107.8(11) . . ? C214 C215 C216 111.3(11) . . ? C215 C216 C217 113.7(11) . . ? C218 C217 C216 115.2(11) . . ? C217 C218 C219 112.9(11) . . ? C218 C219 C220 113.5(11) . . ? C221 C220 C219 113.4(12) . . ? C222 C221 C220 115.4(12) . . ? C221 C222 C223 114.5(12) . . ? C224 C223 C222 114.5(12) . . ? C223 C224 C225 115.5(13) . . ? O301 C302 N306 130.2(14) . . ? O301 C302 O303 121.4(13) . . ? N306 C302 O303 108.4(12) . . ? C302 O303 N304 108.3(10) . . ? C305 N304 O303 103.9(10) . . ? N304 C305 N306 114.4(12) . . ? N304 C305 C307 122.6(13) . . ? N306 C305 C307 123.0(12) . . ? C302 N306 C305 104.9(11) . . ? C308 C307 C312 119.7(13) . . ? C308 C307 C305 121.4(12) . . ? C312 C307 C305 118.8(12) . . ? C307 C308 C309 120.1(13) . . ? C310 C309 C308 119.3(14) . . ? C309 C310 C311 120.1(15) . . ? C309 C310 O313 113.5(13) . . ? C311 C310 O313 126.3(14) . . ? C310 C311 C312 120.2(14) . . ? C307 C312 C311 120.5(13) . . ? C310 O313 C314 113.8(11) . . ? O313 C314 C315 106.1(12) . . ? C316 C315 C314 120.7(12) . . ? C315 C316 C317 113.4(12) . . ? C318 C317 C316 119.0(12) . . ? C317 C318 C319 115.9(12) . . ? C318 C319 C320 117.3(12) . . ? C321 C320 C319 115.3(12) . . ? C320 C321 C322 116.5(13) . . ? C323 C322 C321 115.7(12) . . ? C322 C323 C324 115.7(12) . . ? C325 C324 C323 114.6(12) . . ? 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 0.6(18) . . . . ? C11 C1 C2 C3 174.6(11) . . . . ? C1 C2 C3 C4 -1.2(17) . . . . ? C1 C2 C3 C31 -176.4(11) . . . . ? C2 C3 C4 C5 -0.5(17) . . . . ? C31 C3 C4 C5 174.7(10) . . . . ? C3 C4 C5 C6 2.8(17) . . . . ? C3 C4 C5 C51 -178.7(10) . . . . ? C4 C5 C6 C1 -3.4(17) . . . . ? C51 C5 C6 C1 178.1(10) . . . . ? C2 C1 C6 C5 1.6(17) . . . . ? C11 C1 C6 C5 -172.8(10) . . . . ? C2 C1 C11 N12 -161.3(12) . . . . ? C6 C1 C11 N12 13.1(18) . . . . ? C2 C1 C11 N15 16.0(19) . . . . ? C6 C1 C11 N15 -169.6(11) . . . . ? N15 C11 N12 C13 2.5(15) . . . . ? C1 C11 N12 C13 -179.9(11) . . . . ? C11 N12 C13 C14 -8.4(14) . . . . ? N12 C13 C14 N15 10.2(12) . . . . ? N12 C11 N15 C14 5.0(15) . . . . ? C1 C11 N15 C14 -172.6(11) . . . . ? C13 C14 N15 C11 -9.7(13) . . . . ? C2 C3 C31 N35 146.5(11) . . . . ? C4 C3 C31 N35 -28.6(17) . . . . ? C2 C3 C31 N32 -37.5(18) . . . . ? C4 C3 C31 N32 147.3(12) . . . . ? N35 C31 N32 C33 -8.7(15) . . . . ? C3 C31 N32 C33 175.1(11) . . . . ? C31 N32 C33 C34 18.9(13) . . . . ? N32 C33 C34 N35 -20.6(12) . . . . ? N32 C31 N35 C34 -5.8(14) . . . . ? C3 C31 N35 C34 170.6(10) . . . . ? C33 C34 N35 C31 16.6(12) . . . . ? C6 C5 C51 N55 -28.5(18) . . . . ? C4 C5 C51 N55 153.0(12) . . . . ? C6 C5 C51 N52 153.3(12) . . . . ? C4 C5 C51 N52 -25.3(18) . . . . ? N55 C51 N52 C53 -3.0(16) . . . . ? C5 C51 N52 C53 175.4(11) . . . . ? C51 N52 C53 C54 7.0(14) . . . . ? N52 C53 C54 N55 -7.9(12) . . . . ? N52 C51 N55 C54 -2.9(16) . . . . ? C5 C51 N55 C54 178.7(11) . . . . ? C53 C54 N55 C51 7.1(14) . . . . ? O101 C102 O103 N104 178.5(11) . . . . ? N106 C102 O103 N104 1.6(15) . . . . ? C102 O103 N104 C105 -0.9(13) . . . . ? O103 N104 C105 N106 0.0(15) . . . . ? O103 N104 C105 C107 -179.5(11) . . . . ? O101 C102 N106 C105 -177.5(17) . . . . ? O103 C102 N106 C105 -1.6(16) . . . . ? N104 C105 N106 C102 1.0(17) . . . . ? C107 C105 N106 C102 -179.5(13) . . . . ? N104 C105 C107 C108 163.0(13) . . . . ? N106 C105 C107 C108 -16(2) . . . . ? N104 C105 C107 C112 -19(2) . . . . ? N106 C105 C107 C112 161.6(12) . . . . ? C112 C107 C108 C109 2(2) . . . . ? C105 C107 C108 C109 179.8(12) . . . . ? C107 C108 C109 C110 -1(2) . . . . ? C108 C109 C110 C111 0(2) . . . . ? C108 C109 C110 O113 -178.4(12) . . . . ? C109 C110 C111 C112 1(2) . . . . ? O113 C110 C111 C112 179.0(12) . . . . ? C108 C107 C112 C111 -1(2) . . . . ? C105 C107 C112 C111 -179.0(13) . . . . ? C110 C111 C112 C107 0(2) . . . . ? C111 C110 O113 C114 0.5(19) . . . . ? C109 C110 O113 C114 178.5(11) . . . . ? C110 O113 C114 C115 179.0(11) . . . . ? O113 C114 C115 C116 176.0(11) . . . . ? C114 C115 C116 C117 178.3(12) . . . . ? C115 C116 C117 C118 -180.0(12) . . . . ? C116 C117 C118 C119 -179.5(13) . . . . ? C117 C118 C119 C120 -177.2(13) . . . . ? C118 C119 C120 C121 176.9(14) . . . . ? C119 C120 C121 C122 -170.3(14) . . . . ? C120 C121 C122 C123 177.9(17) . . . . ? C121 C122 C123 C124 -178.4(16) . . . . ? C122 C123 C124 C125 -169.3(18) . . . . ? O201 C202 O203 N204 -179.3(11) . . . . ? N206 C202 O203 N204 -0.8(13) . . . . ? C202 O203 N204 C205 2.5(12) . . . . ? O203 N204 C205 N206 -3.6(14) . . . . ? O203 N204 C205 C207 179.2(10) . . . . ? O201 C202 N206 C205 177.0(15) . . . . ? O203 C202 N206 C205 -1.2(13) . . . . ? N204 C205 N206 C202 3.2(15) . . . . ? C207 C205 N206 C202 -179.7(12) . . . . ? N204 C205 C207 C208 -22.2(18) . . . . ? N206 C205 C207 C208 160.7(12) . . . . ? N204 C205 C207 C212 155.2(12) . . . . ? N206 C205 C207 C212 -21.9(19) . . . . ? C212 C207 C208 C209 -1.4(19) . . . . ? C205 C207 C208 C209 176.1(11) . . . . ? C207 C208 C209 C210 0.0(19) . . . . ? C208 C209 C210 O213 -176.8(12) . . . . ? C208 C209 C210 C211 -0.4(19) . . . . ? C209 C210 C211 C212 2(2) . . . . ? O213 C210 C211 C212 178.9(11) . . . . ? C210 C211 C212 C207 -3.6(19) . . . . ? C208 C207 C212 C211 3.1(18) . . . . ? C205 C207 C212 C211 -174.4(11) . . . . ? C209 C210 O213 C214 1.5(18) . . . . ? C211 C210 O213 C214 -175.1(11) . . . . ? C210 O213 C214 C215 170.6(11) . . . . ? O213 C214 C215 C216 -180.0(10) . . . . ? C214 C215 C216 C217 178.3(11) . . . . ? C215 C216 C217 C218 179.2(12) . . . . ? C216 C217 C218 C219 177.7(11) . . . . ? C217 C218 C219 C220 -179.2(12) . . . . ? C218 C219 C220 C221 178.7(12) . . . . ? C219 C220 C221 C222 179.6(13) . . . . ? C220 C221 C222 C223 -179.7(12) . . . . ? C221 C222 C223 C224 -179.0(13) . . . . ? C222 C223 C224 C225 177.3(14) . . . . ? O301 C302 O303 N304 -179.1(13) . . . . ? N306 C302 O303 N304 0.7(14) . . . . ? C302 O303 N304 C305 1.4(13) . . . . ? O303 N304 C305 N306 -3.1(14) . . . . ? O303 N304 C305 C307 175.5(11) . . . . ? O301 C302 N306 C305 177.4(15) . . . . ? O303 C302 N306 C305 -2.4(14) . . . . ? N304 C305 N306 C302 3.6(16) . . . . ? C307 C305 N306 C302 -175.1(12) . . . . ? N304 C305 C307 C308 1(2) . . . . ? N306 C305 C307 C308 179.6(12) . . . . ? N304 C305 C307 C312 -175.4(12) . . . . ? N306 C305 C307 C312 3.1(19) . . . . ? C312 C307 C308 C309 0(2) . . . . ? C305 C307 C308 C309 -176.8(12) . . . . ? C307 C308 C309 C310 1(2) . . . . ? C308 C309 C310 C311 -2(2) . . . . ? C308 C309 C310 O313 178.7(12) . . . . ? C309 C310 C311 C312 2(2) . . . . ? O313 C310 C311 C312 -179.1(12) . . . . ? C308 C307 C312 C311 0(2) . . . . ? C305 C307 C312 C311 176.6(12) . . . . ? C310 C311 C312 C307 -1(2) . . . . ? C309 C310 O313 C314 177.4(12) . . . . ? C311 C310 O313 C314 -2(2) . . . . ? C310 O313 C314 C315 -170.5(11) . . . . ? O313 C314 C315 C316 -72.4(17) . . . . ? C314 C315 C316 C317 -175.7(13) . . . . ? C315 C316 C317 C318 178.5(12) . . . . ? C316 C317 C318 C319 -178.3(13) . . . . ? C317 C318 C319 C320 -176.6(12) . . . . ? C318 C319 C320 C321 177.4(13) . . . . ? C319 C320 C321 C322 -179.1(13) . . . . ? C320 C321 C322 C323 -178.0(14) . . . . ? C321 C322 C323 C324 -179.5(13) . . . . ? C322 C323 C324 C325 179.0(14) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 49.83 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.519 _refine_diff_density_min -0.299 _refine_diff_density_rms 0.065