# 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_q6_epi_old _database_code_depnum_ccdc_archive 'CCDC 889593' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'cucurbit(6)uril/adrenaline inclusion complex' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H94 Cl2 N26 O33' _chemical_formula_weight 1706.32 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' O O 0.0106 0.0060 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 12.8019(2) _cell_length_b 20.4511(4) _cell_length_c 27.5592(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7215.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9374 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 27.88 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.556 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3528 _exptl_absorpt_coefficient_mu 0.200 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9243 _exptl_absorpt_correction_T_max 0.9611 _exptl_absorpt_process_details 'DENZO and SCALEPACK (Otwinowski & Minor 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaApexII _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 81552 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0216 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 27.87 _reflns_number_total 17147 _reflns_number_gt 16174 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Collect data collection software (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; The hydrogen atoms for two water molecules were located from a difference map and refined using DFIX command to restrain the O-H distances. 4 least-squares restraints were used in the refinement that correspond to 6 distance restrained atomic sites. The relevant lines from the SHELXL.ins file are: dfix 0.84 o1w h1w1 o1w h1w2 dfix 0.84 o2w h2w1 o2w h2w2 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^ > 2\s(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^)+(0.0736P)^2^+15.9948P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0024(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.10(10) _chemical_absolute_configuration rm _refine_ls_number_reflns 17147 _refine_ls_number_parameters 1107 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0837 _refine_ls_R_factor_gt 0.0783 _refine_ls_wR_factor_ref 0.1981 _refine_ls_wR_factor_gt 0.1925 _refine_ls_goodness_of_fit_ref 1.110 _refine_ls_restrained_S_all 1.110 _refine_ls_shift/su_max 0.004 _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 0.31636(14) 0.64261(7) 0.42058(5) 0.0596(4) Uani 1 1 d . . . Cl2 Cl 0.09817(17) 0.99981(7) 0.55587(6) 0.0701(5) Uani 1 1 d . . . O11 O 1.0573(2) 0.90590(15) 0.20387(11) 0.0323(6) Uani 1 1 d . . . O6 O 0.5250(2) 0.94897(14) 0.19711(10) 0.0283(6) Uani 1 1 d . . . O9 O 0.9771(2) 0.65045(15) 0.31220(12) 0.0348(7) Uani 1 1 d . . . O1 O 0.4106(2) 0.79922(13) 0.19630(11) 0.0279(6) Uani 1 1 d . . . O5 O 0.6545(2) 1.00616(14) 0.29235(11) 0.0302(6) Uani 1 1 d . . . O3X O 0.3368(2) 0.94151(13) 0.29720(11) 0.0303(6) Uani 1 1 d . . . H3X H 0.3201 0.9360 0.2680 0.045 Uiso 1 1 calc R . . O12 O 0.9245(2) 0.85188(14) 0.10696(11) 0.0302(6) Uani 1 1 d . . . O1X O 0.1492(3) 0.86981(16) 0.50533(11) 0.0349(7) Uani 1 1 d . . . H1X H 0.1364 0.9072 0.5164 0.052 Uiso 1 1 calc R . . O10 O 1.0813(2) 0.80292(15) 0.30614(11) 0.0330(6) Uani 1 1 d . . . O7 O 0.8187(2) 0.69859(15) 0.12184(14) 0.0399(8) Uani 1 1 d . . . O8 O 0.8470(2) 0.59569(17) 0.21787(14) 0.0424(8) Uani 1 1 d . . . N3 N 0.5021(3) 0.63678(16) 0.23588(14) 0.0311(7) Uani 1 1 d . . . N2 N 0.4838(3) 0.70506(17) 0.16446(14) 0.0293(7) Uani 1 1 d . . . N11 N 0.6720(3) 0.98894(16) 0.15927(13) 0.0299(7) Uani 1 1 d . . . N16 N 0.7264(3) 0.57913(17) 0.27929(16) 0.0350(8) Uani 1 1 d . . . O2X O 0.2063(3) 0.76098(14) 0.46252(10) 0.0349(7) Uani 1 1 d . . . H2X H 0.2125 0.7289 0.4437 0.052 Uiso 1 1 calc R . . N21 N 0.9937(3) 0.96696(17) 0.26792(13) 0.0309(7) Uani 1 1 d . . . N1 N 0.5085(3) 0.79841(18) 0.12597(12) 0.0290(7) Uani 1 1 d . . . N24 N 0.7506(3) 0.86682(16) 0.08812(13) 0.0278(7) Uani 1 1 d . . . C34 C 0.9262(3) 0.9829(2) 0.14154(16) 0.0302(8) Uani 1 1 d . . . H34A H 0.9895 0.9612 0.1286 0.036 Uiso 1 1 calc R . . H34B H 0.9230 1.0274 0.1275 0.036 Uiso 1 1 calc R . . O4 O 0.6896(2) 0.91522(16) 0.39605(11) 0.0332(6) Uani 1 1 d . . . N1X N 0.5114(3) 0.86019(17) 0.27751(13) 0.0302(7) Uani 1 1 d . . . H1X1 H 0.4762 0.8296 0.2592 0.036 Uiso 1 1 calc R . . H1X2 H 0.5054 0.8999 0.2621 0.036 Uiso 1 1 calc R . . O2Y O 1.3547(3) 0.66467(19) 0.04662(15) 0.0503(9) Uani 1 1 d . . . H2Y H 1.3880 0.6833 0.0243 0.076 Uiso 1 1 calc R . . C9 C 0.7437(3) 1.01185(18) 0.27682(15) 0.0278(8) Uani 1 1 d . . . N4 N 0.5673(3) 0.62818(18) 0.31020(15) 0.0339(8) Uani 1 1 d . . . N5 N 0.6670(3) 0.66832(18) 0.37822(13) 0.0322(7) Uani 1 1 d . . . O2 O 0.4502(2) 0.71144(14) 0.29370(12) 0.0319(6) Uani 1 1 d . . . N9 N 0.8340(3) 1.00960(17) 0.30357(14) 0.0300(7) Uani 1 1 d . . . N7 N 0.8328(3) 0.85021(18) 0.41378(13) 0.0317(7) Uani 1 1 d . . . C4X C 0.2936(3) 0.87849(18) 0.36985(14) 0.0242(7) Uani 1 1 d . . . N19 N 0.9921(3) 0.80584(18) 0.37914(13) 0.0318(7) Uani 1 1 d . . . N13 N 0.6752(3) 0.75825(17) 0.09573(14) 0.0310(7) Uani 1 1 d . . . C33 C 1.0008(3) 0.94849(19) 0.22002(15) 0.0274(8) Uani 1 1 d . . . N14 N 0.6495(3) 0.66494(18) 0.13365(15) 0.0344(8) Uani 1 1 d . . . C27 C 0.7564(3) 0.5910(2) 0.23249(18) 0.0335(9) Uani 1 1 d . . . C2X C 0.2280(3) 0.81705(19) 0.43802(14) 0.0261(7) Uani 1 1 d . . . C35 C 0.8446(3) 0.8844(2) 0.10696(14) 0.0279(8) Uani 1 1 d . . . N6 N 0.7568(3) 0.74268(19) 0.41958(14) 0.0338(8) Uani 1 1 d . . . C25 C 0.7236(3) 0.7062(2) 0.11759(16) 0.0296(8) Uani 1 1 d . . . C7X C 0.3463(3) 0.87940(18) 0.32053(14) 0.0247(7) Uani 1 1 d . . . H7X H 0.3140 0.8451 0.2995 0.030 Uiso 1 1 calc R . . C24 C 0.6729(3) 0.9184(2) 0.09167(15) 0.0308(8) Uani 1 1 d . . . H24 H 0.6455 0.9313 0.0591 0.037 Uiso 1 1 calc R . . C9X C 0.6244(3) 0.8417(2) 0.27985(18) 0.0350(9) Uani 1 1 d . . . H9X1 H 0.6610 0.8712 0.3021 0.052 Uiso 1 1 calc R . . H9X2 H 0.6553 0.8451 0.2474 0.052 Uiso 1 1 calc R . . H9X3 H 0.6308 0.7966 0.2915 0.052 Uiso 1 1 calc R . . C1X C 0.1972(3) 0.8756(2) 0.46092(14) 0.0270(8) Uani 1 1 d . . . C1 C 0.4634(3) 0.7706(2) 0.16494(15) 0.0267(8) Uani 1 1 d . . . O3 O 0.5917(3) 0.76864(16) 0.39358(12) 0.0397(7) Uani 1 1 d . . . C11 C 0.5892(3) 0.94728(19) 0.16438(15) 0.0281(8) Uani 1 1 d . . . N10 N 0.7698(3) 1.02387(16) 0.22951(13) 0.0286(7) Uani 1 1 d . . . N8 N 0.8581(3) 0.94353(18) 0.37562(13) 0.0299(7) Uani 1 1 d . . . C15 C 0.5749(3) 0.58170(19) 0.23201(18) 0.0326(9) Uani 1 1 d . . . H15 H 0.5397 0.5412 0.2198 0.039 Uiso 1 1 calc R . . N22 N 0.9353(3) 0.98797(16) 0.19371(13) 0.0294(7) Uani 1 1 d . . . C3X C 0.2758(3) 0.81885(17) 0.39298(14) 0.0238(7) Uani 1 1 d . . . H3X1 H 0.2965 0.7793 0.3777 0.029 Uiso 1 1 calc R . . C22 C 0.8809(3) 1.03575(19) 0.22308(17) 0.0308(9) Uani 1 1 d . . . H22 H 0.8950 1.0814 0.2118 0.037 Uiso 1 1 calc R . . C29 C 0.9111(3) 0.6546(2) 0.34428(16) 0.0315(9) Uani 1 1 d . . . C2 C 0.4352(3) 0.6591(2) 0.19662(17) 0.0322(9) Uani 1 1 d . . . H2A H 0.4123 0.6206 0.1775 0.039 Uiso 1 1 calc R . . H2B H 0.3720 0.6795 0.2108 0.039 Uiso 1 1 calc R . . C18 C 0.8286(3) 0.6887(2) 0.41578(16) 0.0337(9) Uani 1 1 d . . . H18 H 0.8553 0.6745 0.4482 0.040 Uiso 1 1 calc R . . N15 N 0.6690(3) 0.59665(17) 0.20467(15) 0.0342(8) Uani 1 1 d . . . C1Y C 1.2971(3) 0.7753(2) 0.05751(15) 0.0350(9) Uani 1 1 d . A . N17 N 0.8256(3) 0.61587(18) 0.34962(15) 0.0355(8) Uani 1 1 d . . . C7 C 0.7833(3) 0.9042(2) 0.39513(15) 0.0295(8) Uani 1 1 d . . . C19 C 0.9457(3) 0.8543(2) 0.41092(15) 0.0330(9) Uani 1 1 d . . . H19 H 0.9793 0.8550 0.4437 0.040 Uiso 1 1 calc R . . C3 C 0.5018(3) 0.66359(19) 0.28106(17) 0.0307(8) Uani 1 1 d . . . C6 C 0.7792(3) 0.8033(2) 0.44391(15) 0.0338(9) Uani 1 1 d . . . H6A H 0.8227 0.7940 0.4728 0.041 Uiso 1 1 calc R . . H6B H 0.7128 0.8227 0.4553 0.041 Uiso 1 1 calc R . . C28 C 0.8017(3) 0.5624(2) 0.31744(19) 0.0355(10) Uani 1 1 d . . . H28A H 0.7735 0.5256 0.3368 0.043 Uiso 1 1 calc R . . H28B H 0.8673 0.5472 0.3020 0.043 Uiso 1 1 calc R . . C4 C 0.5729(3) 0.6361(2) 0.36194(18) 0.0380(10) Uani 1 1 d . . . H4A H 0.5687 0.5925 0.3774 0.046 Uiso 1 1 calc R . . H4B H 0.5117 0.6618 0.3729 0.046 Uiso 1 1 calc R . . C10 C 0.6934(3) 1.04046(19) 0.19275(16) 0.0305(8) Uani 1 1 d . . . H10A H 0.6274 1.0530 0.2090 0.037 Uiso 1 1 calc R . . H10B H 0.7187 1.0790 0.1745 0.037 Uiso 1 1 calc R . . N12 N 0.5891(3) 0.90492(18) 0.12586(13) 0.0303(7) Uani 1 1 d . . . C16 C 0.6155(3) 0.57334(19) 0.28442(19) 0.0340(9) Uani 1 1 d . . . H16 H 0.5948 0.5302 0.2986 0.041 Uiso 1 1 calc R . . C2Y C 1.2966(3) 0.7096(2) 0.07109(17) 0.0351(9) Uani 1 1 d . . . C12 C 0.4980(3) 0.8663(2) 0.11329(15) 0.0305(8) Uani 1 1 d . . . H12A H 0.4362 0.8846 0.1301 0.037 Uiso 1 1 calc R . . H12B H 0.4855 0.8699 0.0779 0.037 Uiso 1 1 calc R . . C8 C 0.8342(3) 1.0079(2) 0.35593(16) 0.0331(9) Uani 1 1 d . . . H8A H 0.7647 1.0219 0.3679 0.040 Uiso 1 1 calc R . . H8B H 0.8864 1.0397 0.3681 0.040 Uiso 1 1 calc R . . C14 C 0.5446(3) 0.6861(2) 0.12246(17) 0.0332(9) Uani 1 1 d . . . H14 H 0.5068 0.6537 0.1017 0.040 Uiso 1 1 calc R . . C21 C 0.9251(3) 1.0236(2) 0.27467(17) 0.0323(9) Uani 1 1 d . . . H21 H 0.9642 1.0624 0.2872 0.039 Uiso 1 1 calc R . . C30 C 1.0052(3) 0.7380(2) 0.39187(17) 0.0333(9) Uani 1 1 d . . . H30A H 1.0212 0.7347 0.4269 0.040 Uiso 1 1 calc R . . H30B H 1.0653 0.7199 0.3737 0.040 Uiso 1 1 calc R . . N23 N 0.8346(3) 0.94640(17) 0.12626(13) 0.0304(7) Uani 1 1 d . . . N18 N 0.9127(3) 0.6994(2) 0.38127(13) 0.0344(8) Uani 1 1 d . . . C5Y C 1.1754(4) 0.7999(3) 0.12148(16) 0.0420(11) Uani 1 1 d . A . H5Y H 1.1339 0.8307 0.1387 0.050 Uiso 1 1 calc R . . C26 C 0.6714(3) 0.6005(2) 0.15301(18) 0.0368(10) Uani 1 1 d . . . H26A H 0.6197 0.5693 0.1397 0.044 Uiso 1 1 calc R . . H26B H 0.7414 0.5866 0.1416 0.044 Uiso 1 1 calc R . . N20 N 1.0159(3) 0.89855(19) 0.33856(13) 0.0330(8) Uani 1 1 d . . . C31 C 1.0349(3) 0.8326(2) 0.33797(15) 0.0303(8) Uani 1 1 d . . . C8X C 0.4612(3) 0.8648(2) 0.32654(14) 0.0261(7) Uani 1 1 d . . . H8X1 H 0.4948 0.8999 0.3457 0.031 Uiso 1 1 calc R . . H8X2 H 0.4702 0.8230 0.3442 0.031 Uiso 1 1 calc R . . C13 C 0.5630(3) 0.7516(2) 0.09558(15) 0.0305(8) Uani 1 1 d . . . H13 H 0.5341 0.7507 0.0619 0.037 Uiso 1 1 calc R . . C23 C 0.7333(3) 0.97524(19) 0.11644(15) 0.0287(8) Uani 1 1 d . . . H23 H 0.7389 1.0143 0.0948 0.034 Uiso 1 1 calc R . . C5 C 0.6648(4) 0.7310(2) 0.39683(16) 0.0349(9) Uani 1 1 d . . . C20 C 0.9632(3) 0.9192(2) 0.38257(15) 0.0307(9) Uani 1 1 d . . . H20 H 1.0068 0.9506 0.4016 0.037 Uiso 1 1 calc R . . C6X C 0.2156(3) 0.9341(2) 0.43800(17) 0.0343(9) Uani 1 1 d . . . H6X H 0.1963 0.9738 0.4534 0.041 Uiso 1 1 calc R . . O1Y O 1.3589(3) 0.7907(3) 0.01917(15) 0.0614(11) Uani 1 1 d . . . H1Y H 1.3520 0.8305 0.0125 0.092 Uiso 1 1 calc R . . C5X C 0.2623(3) 0.9358(2) 0.39228(16) 0.0324(9) Uani 1 1 d . . . H5X H 0.2726 0.9766 0.3764 0.039 Uiso 1 1 calc R . . C36 C 0.7317(4) 0.8048(2) 0.06547(16) 0.0344(9) Uani 1 1 d . . . H36A H 0.7996 0.7853 0.0562 0.041 Uiso 1 1 calc R . . H36B H 0.6913 0.8121 0.0353 0.041 Uiso 1 1 calc R . . C17 C 0.7626(3) 0.6347(2) 0.39081(17) 0.0346(9) Uani 1 1 d . . . H17 H 0.7493 0.5969 0.4130 0.042 Uiso 1 1 calc R . . C4Y C 1.1742(4) 0.7350(3) 0.13465(19) 0.0518(14) Uani 1 1 d . . . C32 C 1.0645(3) 0.9424(2) 0.30465(17) 0.0335(9) Uani 1 1 d . . . H32A H 1.1229 0.9193 0.2885 0.040 Uiso 1 1 calc R . . H32B H 1.0943 0.9799 0.3227 0.040 Uiso 1 1 calc R . . C3Y C 1.2352(4) 0.6900(3) 0.1099(2) 0.0491(13) Uani 1 1 d . A . H3Y H 1.2348 0.6454 0.1196 0.059 Uiso 1 1 calc R . . C6Y C 1.2374(3) 0.8202(2) 0.08297(18) 0.0380(10) Uani 1 1 d . . . H6Y H 1.2390 0.8651 0.0741 0.046 Uiso 1 1 calc R A . O1W O 0.2753(2) 0.91084(15) 0.20654(12) 0.0336(6) Uani 1 1 d D . . H1W1 H 0.309(4) 0.8766(19) 0.198(2) 0.050 Uiso 1 1 d D . . H1W2 H 0.219(3) 0.893(3) 0.200(2) 0.050 Uiso 1 1 d D . . O2W O 1.2300(3) 0.7018(2) 0.28588(16) 0.0523(10) Uani 1 1 d D . . H2W1 H 1.295(2) 0.705(4) 0.291(3) 0.078 Uiso 1 1 d D . . H2W2 H 1.189(5) 0.732(3) 0.296(3) 0.078 Uiso 1 1 d D . . O3W O 0.4814(4) 0.7343(2) 0.48450(14) 0.0633(12) Uani 1 1 d . . . O4W O 0.5155(4) 0.8688(3) 0.46046(18) 0.0716(14) Uani 1 1 d . . . O5W O 0.9368(3) 0.5806(2) 0.1023(2) 0.0714(13) Uani 1 1 d . . . O6W O 0.4482(5) 0.5345(3) 0.1110(3) 0.100(2) Uani 1 1 d . . . O7W O 1.3107(6) 0.9046(2) -0.01771(19) 0.094(2) Uani 1 1 d . . . O3Y O 1.1423(3) 0.66160(18) 0.20375(13) 0.0436(8) Uani 1 1 d G . . H3Y1 H 1.1817 0.6851 0.2194 0.065 Uiso 0.617(13) 1 d PG A 1 H3Y2 H 1.1629 0.6561 0.2316 0.065 Uiso 0.383(13) 1 d PG A 2 C8Y C 1.0193(3) 0.7479(2) 0.18883(17) 0.0317(8) Uani 1 1 d G . . H8Y1 H 0.9792 0.7722 0.1640 0.038 Uiso 0.617(13) 1 d PG A 1 H8Y2 H 1.0601 0.7798 0.2081 0.038 Uiso 0.617(13) 1 d PG A 1 H8Y3 H 1.0069 0.7944 0.1808 0.038 Uiso 0.383(13) 1 d PG A 2 H8Y4 H 0.9846 0.7214 0.1635 0.038 Uiso 0.383(13) 1 d PG A 2 C9Y C 0.8597(3) 0.7606(2) 0.23945(19) 0.0384(10) Uani 1 1 d . . . H9Y1 H 0.8919 0.7883 0.2612 0.058 Uiso 0.617(13) 1 d PG A 1 H9Y2 H 0.8189 0.7268 0.2608 0.058 Uiso 0.617(13) 1 d PG A 1 H9Y3 H 0.8201 0.7745 0.2162 0.058 Uiso 0.617(13) 1 d PG A 1 H9Y4 H 0.8175 0.7650 0.2142 0.058 Uiso 0.383(13) 1 d PG A 2 H9Y5 H 0.8622 0.7908 0.2635 0.058 Uiso 0.383(13) 1 d PG A 2 H9Y6 H 0.8362 0.7164 0.2573 0.058 Uiso 0.383(13) 1 d PG A 2 C7Y C 1.0891(5) 0.6993(3) 0.1674(2) 0.0266(17) Uani 0.617(13) 1 d P A 1 H7Y H 1.0471 0.6692 0.1465 0.032 Uiso 0.617(13) 1 calc PR A 1 N1Y N 0.9414(6) 0.7142(4) 0.2228(3) 0.0325(17) Uani 0.617(13) 1 d P A 1 H1Y1 H 0.9103 0.6798 0.2068 0.039 Uiso 0.617(13) 1 calc PR A 1 H1Y2 H 0.9764 0.6976 0.2492 0.039 Uiso 0.617(13) 1 calc PR A 1 N1YA N 0.9699(10) 0.7382(8) 0.2321(4) 0.031(3) Uani 0.383(13) 1 d P A 2 H1Y3 H 1.0099 0.7579 0.2557 0.037 Uiso 0.383(13) 1 calc PR A 2 H1Y4 H 0.9713 0.6940 0.2382 0.037 Uiso 0.383(13) 1 calc PR A 2 C7YA C 1.1324(8) 0.7336(5) 0.1876(4) 0.028(3) Uani 0.383(13) 1 d P A 2 H7YA H 1.1727 0.7637 0.2093 0.034 Uiso 0.383(13) 1 calc PR A 2 O8W O 0.8959(6) 0.9552(3) 0.49767(19) 0.0939(19) Uani 1 1 d . . . O9W O 0.761(3) 0.9614(7) -0.0243(6) 0.061(7) Uani 0.61(6) 1 d P B 1 O9WA O 0.9096(14) 0.9698(7) 0.0121(8) 0.090(7) Uani 0.30 1 d P C 2 O10A O 0.714(2) 0.9416(19) -0.0329(6) 0.054(6) Uani 0.39(6) 1 d P B 2 O9WB O 0.824(2) 0.9609(8) 0.0025(7) 0.067(6) Uani 0.24 1 d P D 3 O15W O 1.029(2) 0.9998(7) -0.0218(9) 0.099(9) Uani 0.24 1 d P E 3 O10W O 1.5106(4) 0.7060(5) -0.02386(19) 0.130(3) Uani 1 1 d . . . O11W O 0.9235(6) 1.0980(3) 0.0531(3) 0.118(2) Uani 1 1 d . . . O12W O 0.5624(4) 0.8461(6) -0.0271(2) 0.151(4) Uani 1 1 d . . . O13W O 0.6136(9) 0.6089(5) 0.0230(3) 0.168(4) Uani 1 1 d . . . O14W O 0.8586(13) 0.4956(7) 0.4293(4) 0.235(7) 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 Cl1 0.0839(11) 0.0411(6) 0.0539(8) -0.0061(6) 0.0100(7) 0.0063(7) Cl2 0.1138(14) 0.0333(6) 0.0631(9) -0.0085(6) 0.0371(9) 0.0021(8) O11 0.0269(14) 0.0293(14) 0.0406(16) -0.0044(12) 0.0045(12) 0.0026(11) O6 0.0212(12) 0.0306(14) 0.0332(14) 0.0093(12) 0.0078(11) 0.0016(11) O9 0.0229(13) 0.0345(15) 0.0470(18) -0.0018(13) 0.0088(12) 0.0034(12) O1 0.0208(12) 0.0264(13) 0.0363(15) -0.0012(11) 0.0021(11) 0.0057(10) O5 0.0214(13) 0.0259(13) 0.0433(16) 0.0043(12) 0.0082(11) 0.0000(11) O3X 0.0303(14) 0.0224(13) 0.0381(15) 0.0053(11) 0.0043(12) 0.0012(11) O12 0.0252(13) 0.0320(14) 0.0333(14) 0.0033(12) 0.0067(11) 0.0078(12) O1X 0.0403(17) 0.0357(16) 0.0287(14) -0.0033(12) 0.0057(12) 0.0030(14) O10 0.0266(14) 0.0405(16) 0.0317(14) -0.0090(12) 0.0015(11) 0.0050(12) O7 0.0205(13) 0.0331(16) 0.066(2) -0.0102(15) 0.0019(14) -0.0002(12) O8 0.0205(14) 0.0481(19) 0.059(2) -0.0043(16) 0.0072(14) 0.0092(13) N3 0.0229(15) 0.0208(15) 0.050(2) -0.0050(14) 0.0030(15) 0.0043(13) N2 0.0201(15) 0.0221(15) 0.046(2) -0.0027(14) 0.0040(14) 0.0002(12) N11 0.0259(16) 0.0254(16) 0.0385(18) 0.0051(13) 0.0118(14) 0.0040(13) N16 0.0212(16) 0.0255(16) 0.058(2) 0.0008(16) -0.0010(16) 0.0091(13) O2X 0.0536(19) 0.0238(14) 0.0272(14) 0.0040(11) 0.0051(13) 0.0041(13) N21 0.0215(15) 0.0307(17) 0.0403(19) -0.0076(14) 0.0036(14) -0.0004(13) N1 0.0234(15) 0.0338(18) 0.0298(16) 0.0018(14) 0.0012(13) 0.0090(14) N24 0.0222(15) 0.0249(16) 0.0363(17) 0.0038(13) 0.0055(13) 0.0005(13) C34 0.0230(18) 0.0307(19) 0.037(2) 0.0037(16) 0.0133(16) 0.0006(15) O4 0.0211(13) 0.0426(17) 0.0359(15) -0.0029(13) 0.0068(11) 0.0003(12) N1X 0.0290(17) 0.0281(16) 0.0334(17) 0.0034(14) 0.0086(14) 0.0058(14) O2Y 0.0400(19) 0.053(2) 0.058(2) -0.0157(17) 0.0139(16) -0.0048(16) C9 0.0246(18) 0.0215(17) 0.037(2) 0.0015(15) 0.0072(15) 0.0005(14) N4 0.0159(14) 0.0321(18) 0.054(2) -0.0003(16) -0.0003(14) 0.0029(13) N5 0.0254(16) 0.0336(18) 0.0377(18) 0.0003(14) 0.0003(14) 0.0070(14) O2 0.0187(12) 0.0251(13) 0.0518(18) -0.0037(13) 0.0015(12) 0.0034(10) N9 0.0202(15) 0.0273(16) 0.0424(19) -0.0007(14) 0.0046(14) -0.0010(13) N7 0.0237(16) 0.0380(18) 0.0335(17) -0.0059(14) 0.0067(13) -0.0015(14) C4X 0.0175(15) 0.0232(17) 0.0318(18) 0.0001(14) 0.0023(14) -0.0023(13) N19 0.0252(16) 0.040(2) 0.0307(17) -0.0011(15) 0.0039(13) 0.0029(14) N13 0.0197(15) 0.0290(16) 0.0443(19) -0.0059(14) 0.0051(14) 0.0018(13) C33 0.0186(16) 0.0230(17) 0.041(2) 0.0001(16) 0.0108(15) -0.0068(14) N14 0.0188(16) 0.0306(17) 0.054(2) -0.0015(16) 0.0051(15) 0.0025(13) C27 0.0239(19) 0.0210(18) 0.055(3) -0.0024(17) 0.0010(18) 0.0064(15) C2X 0.0265(18) 0.0229(17) 0.0290(18) 0.0015(14) -0.0049(15) 0.0036(15) C35 0.0291(19) 0.0297(19) 0.0250(17) 0.0061(15) 0.0069(15) 0.0004(16) N6 0.0267(17) 0.0387(19) 0.0359(18) 0.0036(15) 0.0034(14) 0.0004(15) C25 0.0208(17) 0.0267(18) 0.041(2) -0.0137(17) 0.0035(15) -0.0021(15) C7X 0.0237(17) 0.0181(16) 0.0324(18) 0.0003(14) 0.0022(15) 0.0006(14) C24 0.0262(18) 0.037(2) 0.0294(19) 0.0109(16) 0.0055(15) 0.0073(17) C9X 0.027(2) 0.032(2) 0.046(2) -0.0003(18) 0.0063(17) 0.0052(16) C1X 0.0216(17) 0.034(2) 0.0253(17) -0.0045(15) -0.0020(14) -0.0001(15) C1 0.0176(16) 0.0283(19) 0.034(2) -0.0042(16) -0.0008(14) 0.0006(14) O3 0.0336(16) 0.0399(17) 0.0454(18) -0.0072(14) -0.0049(14) 0.0113(14) C11 0.0238(17) 0.0257(18) 0.035(2) 0.0099(15) 0.0019(15) 0.0056(15) N10 0.0209(15) 0.0262(16) 0.0387(18) 0.0044(14) 0.0082(13) 0.0004(13) N8 0.0202(15) 0.0377(18) 0.0317(17) -0.0020(14) 0.0050(13) 0.0005(13) C15 0.0175(17) 0.0207(17) 0.060(3) -0.0040(17) 0.0041(17) 0.0009(14) N22 0.0243(15) 0.0252(16) 0.0389(18) 0.0004(14) 0.0071(14) -0.0002(13) C3X 0.0264(18) 0.0168(15) 0.0281(17) -0.0017(13) -0.0038(14) 0.0039(13) C22 0.0215(18) 0.0183(17) 0.053(3) 0.0016(16) 0.0153(17) -0.0002(14) C29 0.0228(18) 0.0287(19) 0.043(2) 0.0069(16) -0.0018(16) 0.0081(15) C2 0.0187(17) 0.0262(19) 0.052(2) -0.0023(17) 0.0016(17) 0.0009(14) C18 0.0257(19) 0.042(2) 0.033(2) 0.0096(17) 0.0021(16) 0.0034(17) N15 0.0224(16) 0.0289(17) 0.051(2) -0.0052(15) 0.0025(16) 0.0050(13) C1Y 0.0215(18) 0.056(3) 0.0279(19) 0.0025(19) 0.0020(15) -0.0056(18) N17 0.0281(17) 0.0292(17) 0.049(2) 0.0022(16) 0.0066(16) 0.0017(15) C7 0.0234(18) 0.037(2) 0.0280(18) -0.0114(16) 0.0012(15) -0.0020(16) C19 0.0200(18) 0.049(2) 0.0298(19) -0.0083(18) 0.0008(15) -0.0003(17) C3 0.0212(17) 0.0197(17) 0.051(2) -0.0033(16) -0.0003(17) -0.0015(14) C6 0.0286(19) 0.046(2) 0.0265(19) -0.0073(17) 0.0060(15) 0.0001(18) C28 0.0217(18) 0.0226(18) 0.062(3) -0.0003(18) -0.0041(18) 0.0091(15) C4 0.025(2) 0.037(2) 0.052(3) 0.004(2) 0.0034(18) -0.0004(18) C10 0.0292(19) 0.0208(17) 0.042(2) 0.0061(16) 0.0105(17) 0.0051(15) N12 0.0205(15) 0.0403(19) 0.0302(17) 0.0035(14) 0.0056(13) -0.0007(14) C16 0.0228(18) 0.0163(16) 0.063(3) 0.0021(17) 0.0074(18) -0.0002(14) C2Y 0.0230(18) 0.043(2) 0.039(2) -0.0073(19) 0.0009(16) -0.0035(17) C12 0.0248(18) 0.031(2) 0.036(2) 0.0067(16) -0.0031(16) 0.0054(16) C8 0.0284(19) 0.031(2) 0.040(2) -0.0116(17) 0.0116(17) -0.0029(17) C14 0.0201(18) 0.036(2) 0.043(2) -0.0143(18) 0.0023(16) -0.0006(16) C21 0.0231(18) 0.0272(19) 0.047(2) -0.0084(17) 0.0087(17) -0.0050(15) C30 0.0216(18) 0.040(2) 0.038(2) 0.0019(18) -0.0040(16) 0.0027(17) N23 0.0225(15) 0.0275(16) 0.0411(19) 0.0050(14) 0.0059(14) 0.0052(13) N18 0.0231(16) 0.046(2) 0.0347(18) -0.0021(16) 0.0020(14) -0.0012(15) C5Y 0.037(2) 0.060(3) 0.029(2) -0.002(2) -0.0015(18) 0.021(2) C26 0.0246(19) 0.0245(19) 0.061(3) -0.0117(18) 0.0032(19) 0.0016(16) N20 0.0260(17) 0.0372(19) 0.0360(18) -0.0099(15) 0.0090(14) -0.0023(14) C31 0.0230(18) 0.039(2) 0.0291(19) -0.0047(16) -0.0043(15) 0.0005(16) C8X 0.0216(17) 0.0282(18) 0.0285(18) -0.0021(15) 0.0030(14) 0.0044(14) C13 0.0197(17) 0.039(2) 0.032(2) -0.0143(17) -0.0015(15) -0.0016(16) C23 0.0255(18) 0.0248(18) 0.036(2) 0.0096(15) 0.0062(16) 0.0025(15) C5 0.032(2) 0.041(2) 0.032(2) 0.0020(17) 0.0037(17) 0.0043(18) C20 0.0204(17) 0.040(2) 0.031(2) -0.0123(17) 0.0026(15) -0.0025(16) C6X 0.036(2) 0.0240(18) 0.043(2) -0.0112(17) 0.0114(18) 0.0013(16) O1Y 0.0373(19) 0.093(3) 0.053(2) 0.022(2) 0.0179(17) -0.003(2) C5X 0.035(2) 0.0222(18) 0.040(2) 0.0006(16) 0.0081(18) -0.0016(16) C36 0.032(2) 0.039(2) 0.031(2) -0.0058(17) 0.0053(17) -0.0009(18) C17 0.0248(19) 0.036(2) 0.043(2) 0.0132(18) 0.0036(17) 0.0033(17) C4Y 0.043(3) 0.070(3) 0.042(3) 0.021(2) 0.020(2) 0.030(3) C32 0.0213(17) 0.039(2) 0.040(2) -0.0044(18) 0.0067(16) -0.0032(16) C3Y 0.037(2) 0.052(3) 0.058(3) 0.015(2) 0.019(2) 0.015(2) C6Y 0.026(2) 0.042(2) 0.047(2) 0.002(2) -0.0010(18) -0.0031(18) O1W 0.0274(14) 0.0294(15) 0.0440(17) 0.0055(13) 0.0006(13) 0.0053(12) O2W 0.0241(15) 0.059(2) 0.074(3) -0.026(2) 0.0065(16) 0.0059(16) O3W 0.060(3) 0.088(3) 0.042(2) 0.006(2) 0.0091(18) -0.015(2) O4W 0.053(2) 0.086(3) 0.075(3) -0.036(3) 0.000(2) 0.024(2) O5W 0.048(2) 0.066(3) 0.100(4) -0.031(3) 0.007(2) 0.013(2) O6W 0.101(4) 0.069(3) 0.129(5) -0.003(3) 0.037(4) -0.049(3) O7W 0.163(6) 0.058(3) 0.062(3) 0.018(2) -0.012(4) -0.017(3) O3Y 0.0422(19) 0.046(2) 0.0429(19) 0.0079(15) 0.0068(15) 0.0151(15) C8Y 0.0232(18) 0.029(2) 0.042(2) 0.0034(17) 0.0029(16) -0.0008(15) C9Y 0.0241(19) 0.035(2) 0.056(3) -0.004(2) 0.0046(19) 0.0081(17) C7Y 0.017(3) 0.027(3) 0.036(3) -0.009(3) 0.002(2) -0.005(2) N1Y 0.019(3) 0.027(4) 0.052(5) 0.003(3) 0.015(3) 0.002(3) N1YA 0.019(5) 0.037(7) 0.036(6) -0.003(5) 0.005(4) 0.004(5) C7YA 0.031(5) 0.025(5) 0.029(5) 0.006(4) 0.008(4) -0.002(4) O8W 0.136(5) 0.087(4) 0.059(3) -0.023(3) 0.008(3) 0.012(4) O9W 0.102(18) 0.030(5) 0.050(6) 0.007(4) 0.032(8) 0.006(7) O9WA 0.082(11) 0.033(7) 0.155(18) 0.030(9) -0.086(12) -0.009(7) O10A 0.064(11) 0.053(11) 0.045(6) 0.012(6) 0.004(7) -0.005(10) O9WB 0.12(2) 0.038(9) 0.038(9) 0.014(7) -0.001(11) 0.001(11) O15W 0.16(2) 0.013(6) 0.120(18) -0.008(9) -0.070(17) -0.011(10) O10W 0.045(3) 0.285(10) 0.062(3) -0.091(5) -0.007(2) 0.018(4) O11W 0.142(6) 0.096(4) 0.116(5) 0.065(4) -0.011(5) -0.011(4) O12W 0.051(3) 0.336(13) 0.065(3) 0.046(6) -0.001(3) -0.028(5) O13W 0.246(11) 0.139(7) 0.119(6) 0.002(5) 0.110(7) -0.002(7) O14W 0.303(16) 0.240(13) 0.163(9) 0.070(9) 0.089(10) 0.131(13) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 O11 C33 1.216(5) . ? O6 C11 1.221(5) . ? O9 C29 1.226(5) . ? O1 C1 1.243(5) . ? O5 C9 1.225(5) . ? O3X C7X 1.429(4) . ? O3X H3X 0.8400 . ? O12 C35 1.220(5) . ? O1X C1X 1.374(5) . ? O1X H1X 0.8400 . ? O10 C31 1.221(5) . ? O7 C25 1.233(5) . ? O8 C27 1.231(5) . ? N3 C3 1.361(6) . ? N3 C2 1.453(6) . ? N3 C15 1.466(5) . ? N2 C1 1.366(5) . ? N2 C2 1.435(6) . ? N2 C14 1.448(5) . ? N11 C11 1.367(5) . ? N11 C10 1.427(6) . ? N11 C23 1.444(5) . ? N16 C27 1.368(6) . ? N16 C16 1.431(5) . ? N16 C28 1.468(6) . ? O2X C2X 1.359(5) . ? O2X H2X 0.8400 . ? N21 C33 1.376(5) . ? N21 C32 1.449(6) . ? N21 C21 1.465(5) . ? N1 C1 1.346(5) . ? N1 C12 1.439(5) . ? N1 C13 1.450(5) . ? N24 C35 1.360(5) . ? N24 C36 1.434(5) . ? N24 C24 1.452(5) . ? C34 N22 1.446(6) . ? C34 N23 1.452(5) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? O4 C7 1.221(5) . ? N1X C9X 1.496(5) . ? N1X C8X 1.500(5) . ? N1X H1X1 0.9200 . ? N1X H1X2 0.9200 . ? O2Y C2Y 1.360(6) . ? O2Y H2Y 0.8400 . ? C9 N10 1.368(5) . ? C9 N9 1.371(5) . ? N4 C3 1.369(6) . ? N4 C4 1.437(6) . ? N4 C16 1.464(5) . ? N5 C5 1.382(6) . ? N5 C4 1.444(6) . ? N5 C17 1.446(5) . ? O2 C3 1.230(5) . ? N9 C21 1.441(5) . ? N9 C8 1.443(6) . ? N7 C7 1.373(6) . ? N7 C6 1.443(6) . ? N7 C19 1.451(5) . ? C4X C5X 1.385(5) . ? C4X C3X 1.395(5) . ? C4X C7X 1.518(5) . ? N19 C31 1.374(6) . ? N19 C30 1.441(6) . ? N19 C19 1.450(5) . ? N13 C25 1.371(6) . ? N13 C13 1.443(5) . ? N13 C36 1.458(6) . ? C33 N22 1.371(5) . ? N14 C25 1.345(5) . ? N14 C14 1.444(5) . ? N14 C26 1.450(6) . ? C27 N15 1.362(6) . ? C2X C3X 1.384(6) . ? C2X C1X 1.410(5) . ? C35 N23 1.381(5) . ? N6 C5 1.355(6) . ? N6 C6 1.438(6) . ? N6 C18 1.440(6) . ? C7X C8X 1.510(5) . ? C7X H7X 1.0000 . ? C24 N12 1.455(5) . ? C24 C23 1.554(6) . ? C24 H24 1.0000 . ? C9X H9X1 0.9800 . ? C9X H9X2 0.9800 . ? C9X H9X3 0.9800 . ? C1X C6X 1.373(6) . ? O3 C5 1.214(5) . ? C11 N12 1.370(6) . ? N10 C10 1.449(6) . ? N10 C22 1.454(5) . ? N8 C7 1.362(5) . ? N8 C20 1.447(5) . ? N8 C8 1.457(6) . ? C15 N15 1.453(5) . ? C15 C16 1.545(7) . ? C15 H15 1.0000 . ? N22 C22 1.447(5) . ? C3X H3X1 0.9500 . ? C22 C21 1.550(7) . ? C22 H22 1.0000 . ? C29 N17 1.359(6) . ? C29 N18 1.370(6) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C18 N18 1.453(5) . ? C18 C17 1.552(7) . ? C18 H18 1.0000 . ? N15 C26 1.426(6) . ? C1Y O1Y 1.357(5) . ? C1Y C6Y 1.386(7) . ? C1Y C2Y 1.395(7) . ? N17 C28 1.441(6) . ? N17 C17 1.445(6) . ? C19 C20 1.555(7) . ? C19 H19 1.0000 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? N12 C12 1.450(5) . ? C16 H16 1.0000 . ? C2Y C3Y 1.387(7) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C14 C13 1.549(7) . ? C14 H14 1.0000 . ? C21 H21 1.0000 . ? C30 N18 1.453(5) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? N23 C23 1.451(5) . ? C5Y C4Y 1.376(8) . ? C5Y C6Y 1.389(7) . ? C5Y H5Y 0.9500 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? N20 C31 1.371(6) . ? N20 C32 1.437(6) . ? N20 C20 1.450(5) . ? C8X H8X1 0.9900 . ? C8X H8X2 0.9900 . ? C13 H13 1.0000 . ? C23 H23 1.0000 . ? C20 H20 1.0000 . ? C6X C5X 1.395(6) . ? C6X H6X 0.9500 . ? O1Y H1Y 0.8400 . ? C5X H5X 0.9500 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C17 H17 1.0000 . ? C4Y C3Y 1.386(7) . ? C4Y C7YA 1.555(11) . ? C4Y C7Y 1.592(8) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C3Y H3Y 0.9500 . ? C6Y H6Y 0.9500 . ? O1W H1W1 0.85(2) . ? O1W H1W2 0.83(2) . ? O2W H2W1 0.85(2) . ? O2W H2W2 0.85(2) . ? O3Y C7Y 1.437(7) . ? O3Y C7YA 1.544(11) . ? O3Y H3Y1 0.8200 . ? O3Y H3Y2 0.8199 . ? C8Y N1YA 1.365(13) . ? C8Y C7Y 1.460(7) . ? C8Y C7YA 1.477(11) . ? C8Y N1Y 1.532(8) . ? C8Y H8Y1 0.9899 . ? C8Y H8Y2 0.9900 . ? C8Y H8Y3 0.9899 . ? C8Y H8Y4 0.9901 . ? C9Y N1Y 1.485(8) . ? C9Y N1YA 1.497(12) . ? C9Y H9Y1 0.9221 . ? C9Y H9Y2 1.0467 . ? C9Y H9Y3 0.8643 . ? C9Y H9Y4 0.8866 . ? C9Y H9Y5 0.9073 . ? C9Y H9Y6 1.0721 . ? C7Y H7Y 1.0000 . ? N1Y H1Y1 0.9200 . ? N1Y H1Y2 0.9200 . ? N1YA H1Y3 0.9200 . ? N1YA H1Y4 0.9200 . ? C7YA H7YA 1.0000 . ? 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 C7X O3X H3X 109.5 . . ? C1X O1X H1X 109.5 . . ? C3 N3 C2 123.6(3) . . ? C3 N3 C15 112.2(4) . . ? C2 N3 C15 124.2(4) . . ? C1 N2 C2 123.7(3) . . ? C1 N2 C14 111.9(4) . . ? C2 N2 C14 123.5(4) . . ? C11 N11 C10 122.8(3) . . ? C11 N11 C23 112.6(3) . . ? C10 N11 C23 124.6(3) . . ? C27 N16 C16 112.8(4) . . ? C27 N16 C28 122.1(4) . . ? C16 N16 C28 124.2(4) . . ? C2X O2X H2X 109.5 . . ? C33 N21 C32 122.2(3) . . ? C33 N21 C21 112.2(4) . . ? C32 N21 C21 124.1(4) . . ? C1 N1 C12 124.2(3) . . ? C1 N1 C13 112.9(3) . . ? C12 N1 C13 122.8(4) . . ? C35 N24 C36 123.3(3) . . ? C35 N24 C24 112.9(3) . . ? C36 N24 C24 123.8(4) . . ? N22 C34 N23 113.0(3) . . ? N22 C34 H34A 109.0 . . ? N23 C34 H34A 109.0 . . ? N22 C34 H34B 109.0 . . ? N23 C34 H34B 109.0 . . ? H34A C34 H34B 107.8 . . ? C9X N1X C8X 113.1(3) . . ? C9X N1X H1X1 109.0 . . ? C8X N1X H1X1 109.0 . . ? C9X N1X H1X2 109.0 . . ? C8X N1X H1X2 109.0 . . ? H1X1 N1X H1X2 107.8 . . ? C2Y O2Y H2Y 109.5 . . ? O5 C9 N10 125.3(4) . . ? O5 C9 N9 126.5(4) . . ? N10 C9 N9 108.2(3) . . ? C3 N4 C4 123.6(4) . . ? C3 N4 C16 112.3(4) . . ? C4 N4 C16 123.1(4) . . ? C5 N5 C4 121.5(4) . . ? C5 N5 C17 111.7(4) . . ? C4 N5 C17 124.3(4) . . ? C9 N9 C21 112.2(3) . . ? C9 N9 C8 122.7(3) . . ? C21 N9 C8 123.8(4) . . ? C7 N7 C6 122.1(4) . . ? C7 N7 C19 113.1(4) . . ? C6 N7 C19 122.9(4) . . ? C5X C4X C3X 119.3(4) . . ? C5X C4X C7X 121.2(3) . . ? C3X C4X C7X 119.5(3) . . ? C31 N19 C30 122.6(4) . . ? C31 N19 C19 112.9(4) . . ? C30 N19 C19 124.0(4) . . ? C25 N13 C13 112.2(3) . . ? C25 N13 C36 122.3(3) . . ? C13 N13 C36 123.6(4) . . ? O11 C33 N22 126.3(4) . . ? O11 C33 N21 125.9(4) . . ? N22 C33 N21 107.8(3) . . ? C25 N14 C14 113.4(4) . . ? C25 N14 C26 123.7(4) . . ? C14 N14 C26 122.1(4) . . ? O8 C27 N15 125.7(5) . . ? O8 C27 N16 126.0(4) . . ? N15 C27 N16 108.3(4) . . ? O2X C2X C3X 123.9(3) . . ? O2X C2X C1X 115.9(3) . . ? C3X C2X C1X 120.2(4) . . ? O12 C35 N24 126.8(4) . . ? O12 C35 N23 125.3(4) . . ? N24 C35 N23 107.9(3) . . ? C5 N6 C6 122.7(4) . . ? C5 N6 C18 112.7(4) . . ? C6 N6 C18 124.5(4) . . ? O7 C25 N14 125.9(4) . . ? O7 C25 N13 125.9(4) . . ? N14 C25 N13 108.2(3) . . ? O3X C7X C8X 108.0(3) . . ? O3X C7X C4X 112.1(3) . . ? C8X C7X C4X 109.4(3) . . ? O3X C7X H7X 109.1 . . ? C8X C7X H7X 109.1 . . ? C4X C7X H7X 109.1 . . ? N24 C24 N12 114.3(3) . . ? N24 C24 C23 103.5(3) . . ? N12 C24 C23 102.9(3) . . ? N24 C24 H24 111.8 . . ? N12 C24 H24 111.8 . . ? C23 C24 H24 111.8 . . ? N1X C9X H9X1 109.5 . . ? N1X C9X H9X2 109.5 . . ? H9X1 C9X H9X2 109.5 . . ? N1X C9X H9X3 109.5 . . ? H9X1 C9X H9X3 109.5 . . ? H9X2 C9X H9X3 109.5 . . ? C6X C1X O1X 124.1(4) . . ? C6X C1X C2X 119.1(4) . . ? O1X C1X C2X 116.8(4) . . ? O1 C1 N1 126.1(4) . . ? O1 C1 N2 124.9(4) . . ? N1 C1 N2 108.9(3) . . ? O6 C11 N11 125.5(4) . . ? O6 C11 N12 126.1(4) . . ? N11 C11 N12 108.4(3) . . ? C9 N10 C10 122.9(3) . . ? C9 N10 C22 112.6(4) . . ? C10 N10 C22 122.5(3) . . ? C7 N8 C20 113.5(4) . . ? C7 N8 C8 122.2(3) . . ? C20 N8 C8 123.8(3) . . ? N15 C15 N3 113.8(3) . . ? N15 C15 C16 103.2(3) . . ? N3 C15 C16 103.4(3) . . ? N15 C15 H15 111.9 . . ? N3 C15 H15 111.9 . . ? C16 C15 H15 111.9 . . ? C33 N22 C34 122.2(3) . . ? C33 N22 C22 113.3(4) . . ? C34 N22 C22 124.5(4) . . ? C2X C3X C4X 120.3(3) . . ? C2X C3X H3X1 119.8 . . ? C4X C3X H3X1 119.8 . . ? N22 C22 N10 115.2(4) . . ? N22 C22 C21 103.3(3) . . ? N10 C22 C21 102.6(3) . . ? N22 C22 H22 111.7 . . ? N10 C22 H22 111.7 . . ? C21 C22 H22 111.7 . . ? O9 C29 N17 126.3(4) . . ? O9 C29 N18 125.0(4) . . ? N17 C29 N18 108.7(4) . . ? N2 C2 N3 114.2(3) . . ? N2 C2 H2A 108.7 . . ? N3 C2 H2A 108.7 . . ? N2 C2 H2B 108.7 . . ? N3 C2 H2B 108.7 . . ? H2A C2 H2B 107.6 . . ? N6 C18 N18 113.9(4) . . ? N6 C18 C17 103.3(3) . . ? N18 C18 C17 102.7(3) . . ? N6 C18 H18 112.1 . . ? N18 C18 H18 112.1 . . ? C17 C18 H18 112.1 . . ? C27 N15 C26 123.3(4) . . ? C27 N15 C15 111.8(4) . . ? C26 N15 C15 123.2(4) . . ? O1Y C1Y C6Y 124.2(5) . . ? O1Y C1Y C2Y 115.8(4) . . ? C6Y C1Y C2Y 120.1(4) . . ? C29 N17 C28 123.1(4) . . ? C29 N17 C17 112.3(4) . . ? C28 N17 C17 124.5(4) . . ? O4 C7 N8 126.2(4) . . ? O4 C7 N7 126.5(4) . . ? N8 C7 N7 107.4(3) . . ? N19 C19 N7 113.7(4) . . ? N19 C19 C20 102.8(3) . . ? N7 C19 C20 102.7(3) . . ? N19 C19 H19 112.3 . . ? N7 C19 H19 112.3 . . ? C20 C19 H19 112.3 . . ? O2 C3 N3 125.5(4) . . ? O2 C3 N4 125.7(4) . . ? N3 C3 N4 108.8(3) . . ? N6 C6 N7 113.6(3) . . ? N6 C6 H6A 108.8 . . ? N7 C6 H6A 108.8 . . ? N6 C6 H6B 108.8 . . ? N7 C6 H6B 108.8 . . ? H6A C6 H6B 107.7 . . ? N17 C28 N16 113.8(3) . . ? N17 C28 H28A 108.8 . . ? N16 C28 H28A 108.8 . . ? N17 C28 H28B 108.8 . . ? N16 C28 H28B 108.8 . . ? H28A C28 H28B 107.7 . . ? N4 C4 N5 113.7(4) . . ? N4 C4 H4A 108.8 . . ? N5 C4 H4A 108.8 . . ? N4 C4 H4B 108.8 . . ? N5 C4 H4B 108.8 . . ? H4A C4 H4B 107.7 . . ? N11 C10 N10 114.1(3) . . ? N11 C10 H10A 108.7 . . ? N10 C10 H10A 108.7 . . ? N11 C10 H10B 108.7 . . ? N10 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? C11 N12 C12 122.0(3) . . ? C11 N12 C24 112.4(3) . . ? C12 N12 C24 122.8(4) . . ? N16 C16 N4 113.7(4) . . ? N16 C16 C15 103.4(4) . . ? N4 C16 C15 103.1(3) . . ? N16 C16 H16 112.0 . . ? N4 C16 H16 112.0 . . ? C15 C16 H16 112.0 . . ? O2Y C2Y C3Y 119.8(5) . . ? O2Y C2Y C1Y 121.0(4) . . ? C3Y C2Y C1Y 119.2(4) . . ? N1 C12 N12 113.1(3) . . ? N1 C12 H12A 109.0 . . ? N12 C12 H12A 109.0 . . ? N1 C12 H12B 109.0 . . ? N12 C12 H12B 109.0 . . ? H12A C12 H12B 107.8 . . ? N9 C8 N8 113.2(3) . . ? N9 C8 H8A 108.9 . . ? N8 C8 H8A 108.9 . . ? N9 C8 H8B 108.9 . . ? N8 C8 H8B 108.9 . . ? H8A C8 H8B 107.8 . . ? N14 C14 N2 114.2(4) . . ? N14 C14 C13 102.7(3) . . ? N2 C14 C13 103.4(3) . . ? N14 C14 H14 111.9 . . ? N2 C14 H14 111.9 . . ? C13 C14 H14 111.9 . . ? N9 C21 N21 113.4(3) . . ? N9 C21 C22 104.1(3) . . ? N21 C21 C22 103.2(3) . . ? N9 C21 H21 111.8 . . ? N21 C21 H21 111.8 . . ? C22 C21 H21 111.8 . . ? N19 C30 N18 112.3(3) . . ? N19 C30 H30A 109.1 . . ? N18 C30 H30A 109.1 . . ? N19 C30 H30B 109.1 . . ? N18 C30 H30B 109.1 . . ? H30A C30 H30B 107.9 . . ? C35 N23 C23 112.6(4) . . ? C35 N23 C34 120.6(3) . . ? C23 N23 C34 124.6(3) . . ? C29 N18 C18 112.1(4) . . ? C29 N18 C30 121.6(4) . . ? C18 N18 C30 123.7(4) . . ? C4Y C5Y C6Y 119.8(4) . . ? C4Y C5Y H5Y 120.1 . . ? C6Y C5Y H5Y 120.1 . . ? N15 C26 N14 114.4(4) . . ? N15 C26 H26A 108.7 . . ? N14 C26 H26A 108.7 . . ? N15 C26 H26B 108.7 . . ? N14 C26 H26B 108.7 . . ? H26A C26 H26B 107.6 . . ? C31 N20 C32 121.9(4) . . ? C31 N20 C20 112.2(4) . . ? C32 N20 C20 124.3(4) . . ? O10 C31 N20 125.7(4) . . ? O10 C31 N19 126.1(4) . . ? N20 C31 N19 108.1(4) . . ? N1X C8X C7X 109.4(3) . . ? N1X C8X H8X1 109.8 . . ? C7X C8X H8X1 109.8 . . ? N1X C8X H8X2 109.8 . . ? C7X C8X H8X2 109.8 . . ? H8X1 C8X H8X2 108.3 . . ? N13 C13 N1 114.5(3) . . ? N13 C13 C14 103.4(3) . . ? N1 C13 C14 102.8(3) . . ? N13 C13 H13 111.8 . . ? N1 C13 H13 111.8 . . ? C14 C13 H13 111.8 . . ? N11 C23 N23 114.3(3) . . ? N11 C23 C24 103.6(3) . . ? N23 C23 C24 102.8(3) . . ? N11 C23 H23 111.8 . . ? N23 C23 H23 111.8 . . ? C24 C23 H23 111.8 . . ? O3 C5 N6 126.3(4) . . ? O3 C5 N5 125.2(4) . . ? N6 C5 N5 108.5(4) . . ? N8 C20 N20 114.9(4) . . ? N8 C20 C19 103.1(3) . . ? N20 C20 C19 103.8(3) . . ? N8 C20 H20 111.5 . . ? N20 C20 H20 111.5 . . ? C19 C20 H20 111.5 . . ? C1X C6X C5X 120.7(4) . . ? C1X C6X H6X 119.6 . . ? C5X C6X H6X 119.6 . . ? C1Y O1Y H1Y 109.5 . . ? C4X C5X C6X 120.4(4) . . ? C4X C5X H5X 119.8 . . ? C6X C5X H5X 119.8 . . ? N24 C36 N13 114.3(3) . . ? N24 C36 H36A 108.7 . . ? N13 C36 H36A 108.7 . . ? N24 C36 H36B 108.7 . . ? N13 C36 H36B 108.7 . . ? H36A C36 H36B 107.6 . . ? N17 C17 N5 114.3(4) . . ? N17 C17 C18 103.5(3) . . ? N5 C17 C18 103.2(4) . . ? N17 C17 H17 111.8 . . ? N5 C17 H17 111.8 . . ? C18 C17 H17 111.8 . . ? C5Y C4Y C3Y 120.3(5) . . ? C5Y C4Y C7YA 105.6(6) . . ? C3Y C4Y C7YA 130.1(6) . . ? C5Y C4Y C7Y 126.8(4) . . ? C3Y C4Y C7Y 111.1(5) . . ? N20 C32 N21 113.6(3) . . ? N20 C32 H32A 108.9 . . ? N21 C32 H32A 108.9 . . ? N20 C32 H32B 108.9 . . ? N21 C32 H32B 108.9 . . ? H32A C32 H32B 107.7 . . ? C4Y C3Y C2Y 120.5(5) . . ? C4Y C3Y H3Y 119.8 . . ? C2Y C3Y H3Y 119.8 . . ? C1Y C6Y C5Y 120.2(5) . . ? C1Y C6Y H6Y 119.9 . . ? C5Y C6Y H6Y 119.9 . . ? H1W1 O1W H1W2 91(6) . . ? H2W1 O2W H2W2 119(7) . . ? C7YA O3Y H3Y2 115.3 . . ? N1YA C8Y C7Y 122.6(7) . . ? N1YA C8Y C7YA 116.5(7) . . ? C7Y C8Y N1Y 109.8(5) . . ? C7YA C8Y N1Y 124.3(6) . . ? N1YA C8Y H8Y1 115.9 . . ? C7YA C8Y H8Y1 126.3 . . ? N1YA C8Y H8Y3 105.1 . . ? C7YA C8Y H8Y3 110.1 . . ? N1YA C8Y H8Y4 109.2 . . ? C7YA C8Y H8Y4 108.4 . . ? H8Y3 C8Y H8Y4 107.3 . . ? N1YA C9Y H9Y1 81.7 . . ? N1YA C9Y H9Y2 110.1 . . ? N1YA C9Y H9Y3 123.6 . . ? N1YA C9Y H9Y4 119.9 . . ? N1YA C9Y H9Y5 106.0 . . ? H9Y4 C9Y H9Y5 121.8 . . ? N1YA C9Y H9Y6 93.9 . . ? H9Y4 C9Y H9Y6 105.9 . . ? H9Y5 C9Y H9Y6 104.4 . . ? O3Y C7Y C8Y 111.9(5) . . ? O3Y C7Y C4Y 108.4(4) . . ? C8Y C7Y C4Y 109.7(5) . . ? O3Y C7Y H8Y4 132.3 . . ? C4Y C7Y H8Y4 117.3 . . ? O3Y C7Y H7Y 108.9 . . ? C8Y C7Y H7Y 108.9 . . ? C4Y C7Y H7Y 108.9 . . ? H8Y4 C7Y H7Y 69.2 . . ? C9Y N1Y C8Y 111.1(5) . . ? C9Y N1Y H1Y1 109.4 . . ? C8Y N1Y H1Y1 109.4 . . ? C9Y N1Y H1Y2 109.4 . . ? C8Y N1Y H1Y2 109.4 . . ? H1Y1 N1Y H1Y2 108.0 . . ? C8Y N1YA C9Y 120.8(9) . . ? C8Y N1YA H1Y3 107.1 . . ? C9Y N1YA H1Y3 107.1 . . ? C8Y N1YA H1Y4 107.1 . . ? C9Y N1YA H1Y4 107.1 . . ? H1Y3 N1YA H1Y4 106.8 . . ? C8Y C7YA O3Y 105.2(7) . . ? C8Y C7YA C4Y 110.8(7) . . ? O3Y C7YA C4Y 105.0(7) . . ? C8Y C7YA H3Y1 122.8 . . ? C4Y C7YA H3Y1 115.1 . . ? O3Y C7YA H8Y2 124.6 . . ? C4Y C7YA H8Y2 125.3 . . ? C8Y C7YA H7YA 111.8 . . ? O3Y C7YA H7YA 111.8 . . ? C4Y C7YA H7YA 111.8 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3X H3X O1W 0.84 1.86 2.694(5) 170.8 . O1X H1X Cl2 0.84 2.24 3.072(3) 172.0 . O2X H2X Cl1 0.84 2.30 3.030(3) 145.6 . N1X H1X1 O1 0.92 2.03 2.869(5) 151.7 . N1X H1X1 O2 0.92 2.62 3.173(5) 119.4 . N1X H1X2 O6 0.92 2.07 2.870(4) 144.9 . O2Y H2Y O10W 0.84 2.11 2.910(8) 159.9 . O2Y H2Y O1Y 0.84 2.23 2.686(6) 114.1 . O1Y H1Y O7W 0.84 1.81 2.615(7) 160.6 . O3Y H3Y2 O2W 0.82 1.96 2.657(6) 142.2 . O3Y H3Y2 O2W 0.82 1.96 2.657(6) 142.2 . N1Y H1Y1 O8 0.92 1.93 2.711(10) 142.0 . N1Y H1Y1 O7 0.92 2.65 3.210(11) 120.3 . N1Y H1Y2 O9 0.92 1.99 2.825(9) 150.9 . N1YA H1Y3 O10 0.92 1.90 2.820(15) 174.7 . N1YA H1Y4 O9 0.92 2.23 2.847(13) 124.2 . N1YA H1Y4 O8 0.92 2.62 3.335(17) 134.6 . _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.87 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.292 _refine_diff_density_min -0.904 _refine_diff_density_rms 0.087 data_q6_mgcl2_epi_1 _database_code_depnum_ccdc_archive 'CCDC 889594' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'cucurbit(6)uril/adrenaline exclusion complex' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C45 H78 Cl N25 O29' _chemical_formula_weight 1468.77 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' O O 0.0106 0.0060 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 12.6226(2) _cell_length_b 15.7655(3) _cell_length_c 31.0112(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6171.24(19) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.65 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.581 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3088 _exptl_absorpt_coefficient_mu 0.173 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8956 _exptl_absorpt_correction_T_max 0.9829 _exptl_absorpt_process_details 'DENZO and SCALEPACK (Otwinowski & Minor 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaApexII _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 40586 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0566 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -41 _diffrn_reflns_limit_l_max 41 _diffrn_reflns_theta_min 2.58 _diffrn_reflns_theta_max 28.30 _reflns_number_total 14683 _reflns_number_gt 11254 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Collect data collection software (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; The hydrogen atoms of water molecules located from a difference map were refined using DFIX and DANG commands to restrain the O-H distances and H...H distance (the H-O-H angle). 22 least-squares restraints were used in the refinement that correspond to 33 distance or angle restrained atomic sites. The relevant lines from the SHELXL.ins file are: dfix 0.84 o1w h1w1 o1w h1w2 dfix 0.84 o2w h2w1 o2w h2w2 dfix 0.84 o3w h3w1 o3w h3w2 dfix 0.84 o4w h4w1 o4w h4w2 dfix 0.84 o5w h5w1 o5w h5w2 dfix 0.84 o6w h6w1 o6w h6w2 dfix 0.84 o7w h7w1 o7w h7w2 dfix 0.84 o8w h8w1 o8w h8w2 dfix 0.84 o10w h10w dfix 0.84 o11w h11w o11w h111 dfix 0.84 o12w h12w dfix 0.84 o9w h9w1 dang 1.32 h2w1 h2w2 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^ > 2\s(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^)+(0.0692P)^2^+18.1944P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.05(14) _chemical_absolute_configuration rm _refine_ls_number_reflns 14683 _refine_ls_number_parameters 983 _refine_ls_number_restraints 22 _refine_ls_R_factor_all 0.1164 _refine_ls_R_factor_gt 0.0807 _refine_ls_wR_factor_ref 0.1918 _refine_ls_wR_factor_gt 0.1748 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.007 _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 O2 O 0.0684(2) 0.6689(2) 0.13047(10) 0.0226(7) Uani 1 1 d . . . O3 O 0.2236(3) 0.5324(2) 0.18903(11) 0.0264(7) Uani 1 1 d . . . O1 O -0.1990(3) 0.7451(2) 0.16411(11) 0.0283(7) Uani 1 1 d . . . O7 O -0.3797(3) 0.4359(2) 0.06752(11) 0.0312(8) Uani 1 1 d . . . O5 O -0.1710(3) 0.52892(19) 0.30313(11) 0.0251(7) Uani 1 1 d . . . O6 O -0.3278(2) 0.67391(19) 0.26013(10) 0.0230(7) Uani 1 1 d . . . O10 O -0.1092(3) 0.1745(2) 0.18387(10) 0.0251(7) Uani 1 1 d . . . O4 O 0.1025(3) 0.4657(2) 0.28287(12) 0.0309(8) Uani 1 1 d . . . N18 N 0.1402(3) 0.2720(2) 0.14118(13) 0.0226(8) Uani 1 1 d . . . O12 O -0.5094(3) 0.3670(2) 0.15948(10) 0.0276(7) Uani 1 1 d . . . O11 O -0.3688(3) 0.2222(2) 0.22175(10) 0.0253(7) Uani 1 1 d . . . O8 O -0.1230(3) 0.3747(2) 0.02758(11) 0.0291(7) Uani 1 1 d . . . N23 N -0.5018(3) 0.4342(2) 0.22530(12) 0.0198(8) Uani 1 1 d . . . N1 N -0.3547(3) 0.6830(2) 0.14045(12) 0.0213(8) Uani 1 1 d . . . N19 N 0.0540(3) 0.2250(2) 0.20644(12) 0.0209(8) Uani 1 1 d . . . N11 N -0.4363(3) 0.5571(2) 0.26584(12) 0.0203(8) Uani 1 1 d . . . N21 N -0.2605(3) 0.2558(2) 0.27933(12) 0.0195(8) Uani 1 1 d . . . C31 C -0.0518(4) 0.2064(3) 0.21109(15) 0.0214(9) Uani 1 1 d . . . C9 C -0.2197(4) 0.4627(3) 0.30461(14) 0.0216(9) Uani 1 1 d . . . N2 N -0.2142(3) 0.6806(2) 0.09739(12) 0.0210(8) Uani 1 1 d . . . N15 N -0.1170(3) 0.5211(2) 0.03121(12) 0.0221(8) Uani 1 1 d . . . N24 N -0.5179(3) 0.5123(2) 0.16617(12) 0.0202(8) Uani 1 1 d . . . C17 C 0.2280(4) 0.3836(3) 0.10470(15) 0.0229(9) Uani 1 1 d . . . H17 H 0.2931 0.3769 0.0867 0.028 Uiso 1 1 calc R . . N13 N -0.4247(3) 0.5603(2) 0.10278(12) 0.0228(8) Uani 1 1 d . . . N5 N 0.2191(3) 0.4684(2) 0.12206(12) 0.0228(8) Uani 1 1 d . . . C15 C -0.0372(3) 0.5874(3) 0.03427(14) 0.0193(9) Uani 1 1 d . . . H15 H -0.0356 0.6238 0.0079 0.023 Uiso 1 1 calc R . . C23 C -0.5218(3) 0.5183(3) 0.24212(14) 0.0193(9) Uani 1 1 d . . . H23 H -0.5896 0.5203 0.2588 0.023 Uiso 1 1 calc R . . N10 N -0.3282(3) 0.4548(2) 0.30433(11) 0.0185(7) Uani 1 1 d . . . N9 N -0.1758(3) 0.3828(2) 0.30877(12) 0.0199(8) Uani 1 1 d . . . N20 N -0.0830(3) 0.2307(2) 0.25179(12) 0.0216(8) Uani 1 1 d . . . N4 N 0.1058(3) 0.5628(2) 0.08142(11) 0.0187(7) Uani 1 1 d . . . O9 O 0.0103(3) 0.2457(2) 0.09075(11) 0.0281(7) Uani 1 1 d . . . N12 N -0.4405(3) 0.6325(2) 0.20565(12) 0.0194(7) Uani 1 1 d . . . C27 C -0.0737(4) 0.4416(3) 0.03225(14) 0.0222(9) Uani 1 1 d . . . N3 N -0.0414(3) 0.6376(2) 0.07328(12) 0.0220(8) Uani 1 1 d . . . C28 C 0.1048(4) 0.3774(3) 0.03935(15) 0.0251(10) Uani 1 1 d . . . H28A H 0.0713 0.3284 0.0248 0.030 Uiso 1 1 calc R . . H28B H 0.1701 0.3917 0.0232 0.030 Uiso 1 1 calc R . . C32 C -0.1763(4) 0.1955(3) 0.27170(15) 0.0211(9) Uani 1 1 d . . . H32A H -0.1558 0.1697 0.2996 0.025 Uiso 1 1 calc R . . H32B H -0.2039 0.1495 0.2531 0.025 Uiso 1 1 calc R . . C29 C 0.0867(4) 0.2869(3) 0.10345(15) 0.0221(9) Uani 1 1 d . . . C34 C -0.5053(4) 0.3570(3) 0.25112(15) 0.0228(9) Uani 1 1 d . . . H34A H -0.5568 0.3655 0.2748 0.027 Uiso 1 1 calc R . . H34B H -0.5322 0.3103 0.2328 0.027 Uiso 1 1 calc R . . C1 C -0.2508(4) 0.7069(3) 0.13722(14) 0.0202(9) Uani 1 1 d . . . N16 N 0.0331(3) 0.4490(2) 0.03712(12) 0.0220(8) Uani 1 1 d . . . N7 N 0.1379(3) 0.3409(2) 0.24589(12) 0.0220(8) Uani 1 1 d . . . N14 N -0.2900(3) 0.5618(2) 0.05718(12) 0.0220(8) Uani 1 1 d . . . N22 N -0.4066(3) 0.3311(2) 0.26949(12) 0.0220(8) Uani 1 1 d . . . C6 C 0.2348(3) 0.3670(3) 0.22581(15) 0.0203(9) Uani 1 1 d . . . H6A H 0.2876 0.3211 0.2291 0.024 Uiso 1 1 calc R . . H6B H 0.2622 0.4175 0.2412 0.024 Uiso 1 1 calc R . . N8 N 0.0035(3) 0.3428(2) 0.29195(13) 0.0258(8) Uani 1 1 d . . . C16 C 0.0672(3) 0.5366(3) 0.03998(14) 0.0197(9) Uani 1 1 d . . . H16 H 0.1192 0.5506 0.0167 0.024 Uiso 1 1 calc R . . C4 C 0.2115(3) 0.5442(3) 0.09679(15) 0.0212(9) Uani 1 1 d . . . H4A H 0.2594 0.5390 0.0716 0.025 Uiso 1 1 calc R . . H4B H 0.2366 0.5926 0.1144 0.025 Uiso 1 1 calc R . . C20 C 0.0061(4) 0.2555(3) 0.27811(16) 0.0245(10) Uani 1 1 d . . . H20 H 0.0168 0.2158 0.3029 0.029 Uiso 1 1 calc R . . C12 C -0.4185(4) 0.7032(3) 0.17723(15) 0.0219(9) Uani 1 1 d . . . H12A H -0.4867 0.7269 0.1670 0.026 Uiso 1 1 calc R . . H12B H -0.3822 0.7480 0.1940 0.026 Uiso 1 1 calc R . . C33 C -0.3460(3) 0.2661(3) 0.25298(14) 0.0208(9) Uani 1 1 d . . . C24 C -0.5282(3) 0.5739(3) 0.20042(14) 0.0197(9) Uani 1 1 d . . . H24 H -0.5974 0.6047 0.1986 0.024 Uiso 1 1 calc R . . C21 C -0.2563(4) 0.3184(3) 0.31414(14) 0.0201(9) Uani 1 1 d . . . H21 H -0.2517 0.2907 0.3431 0.024 Uiso 1 1 calc R . . C22 C -0.3622(3) 0.3676(3) 0.30843(13) 0.0184(8) Uani 1 1 d . . . H22 H -0.4102 0.3596 0.3337 0.022 Uiso 1 1 calc R . . C3 C 0.0460(3) 0.6284(3) 0.09893(14) 0.0210(9) Uani 1 1 d . . . C18 C 0.2317(4) 0.3265(3) 0.14578(15) 0.0233(9) Uani 1 1 d . . . H18 H 0.2988 0.2929 0.1472 0.028 Uiso 1 1 calc R . . N17 N 0.1341(3) 0.3525(2) 0.08249(12) 0.0243(8) Uani 1 1 d . . . C36 C -0.5235(3) 0.5299(3) 0.12095(14) 0.0201(9) Uani 1 1 d . . . H36A H -0.5792 0.5730 0.1159 0.024 Uiso 1 1 calc R . . H36B H -0.5448 0.4775 0.1056 0.024 Uiso 1 1 calc R . . C5 C 0.2212(3) 0.4695(3) 0.16630(15) 0.0208(9) Uani 1 1 d . . . N6 N 0.2247(3) 0.3873(2) 0.18072(13) 0.0238(8) Uani 1 1 d . . . C7 C 0.0827(3) 0.3903(3) 0.27425(15) 0.0225(9) Uani 1 1 d . . . C19 C 0.1011(4) 0.2536(3) 0.24656(15) 0.0221(9) Uani 1 1 d . . . H19 H 0.1577 0.2140 0.2567 0.027 Uiso 1 1 calc R . . C30 C 0.1167(4) 0.2016(3) 0.16927(14) 0.0216(9) Uani 1 1 d . . . H30A H 0.1840 0.1762 0.1793 0.026 Uiso 1 1 calc R . . H30B H 0.0780 0.1578 0.1527 0.026 Uiso 1 1 calc R . . C11 C -0.3940(3) 0.6258(3) 0.24524(14) 0.0193(9) Uani 1 1 d . . . C25 C -0.3665(4) 0.5117(3) 0.07499(15) 0.0217(9) Uani 1 1 d . . . C14 C -0.3003(4) 0.6499(3) 0.07032(15) 0.0225(9) Uani 1 1 d . . . H14 H -0.3125 0.6880 0.0450 0.027 Uiso 1 1 calc R . . C35 C -0.5084(3) 0.4316(3) 0.18158(14) 0.0183(8) Uani 1 1 d . . . C26 C -0.2261(4) 0.5366(3) 0.02089(14) 0.0266(10) Uani 1 1 d . . . H26A H -0.2566 0.4844 0.0082 0.032 Uiso 1 1 calc R . . H26B H -0.2296 0.5816 -0.0013 0.032 Uiso 1 1 calc R . . C13 C -0.3971(4) 0.6484(3) 0.10089(14) 0.0218(9) Uani 1 1 d . . . H13 H -0.4567 0.6836 0.0895 0.026 Uiso 1 1 calc R . . C10 C -0.3982(4) 0.5272(3) 0.30704(14) 0.0218(9) Uani 1 1 d . . . H10A H -0.4599 0.5118 0.3252 0.026 Uiso 1 1 calc R . . H10B H -0.3604 0.5741 0.3216 0.026 Uiso 1 1 calc R . . C2 C -0.1139(4) 0.7077(3) 0.07961(14) 0.0201(9) Uani 1 1 d . . . H2A H -0.0811 0.7496 0.0993 0.024 Uiso 1 1 calc R . . H2B H -0.1264 0.7362 0.0516 0.024 Uiso 1 1 calc R . . C8 C -0.0689(4) 0.3734(3) 0.32418(15) 0.0255(10) Uani 1 1 d . . . H8A H -0.0435 0.4289 0.3349 0.031 Uiso 1 1 calc R . . H8B H -0.0689 0.3334 0.3488 0.031 Uiso 1 1 calc R . . O3X O -0.7629(3) -0.0975(2) 0.09028(12) 0.0358(9) Uani 1 1 d . . . H3X H -0.8272 -0.0842 0.0885 0.054 Uiso 1 1 calc R . . O1X O -0.5487(4) 0.2683(2) 0.07417(13) 0.0443(10) Uani 1 1 d . . . H1X H -0.5645 0.2747 0.0481 0.066 Uiso 1 1 calc R . . C5X C -0.5269(4) 0.0322(3) 0.07946(15) 0.0304(11) Uani 1 1 d . . . H5X H -0.4529 0.0241 0.0755 0.036 Uiso 1 1 calc R . . N1X N -0.3595(4) 0.2728(3) 0.12087(18) 0.0441(12) Uani 1 1 d . . . H1X1 H -0.3930 0.3161 0.1064 0.053 Uiso 1 1 calc R . . H1X2 H -0.3478 0.2910 0.1487 0.053 Uiso 1 1 calc R . . C4X C -0.5690(5) 0.1148(3) 0.08220(15) 0.0329(11) Uani 1 1 d . . . C7X C -0.7023(4) -0.0262(3) 0.08804(15) 0.0282(10) Uani 1 1 d . . . C2X C -0.4322(5) 0.1983(3) 0.1223(2) 0.0398(13) Uani 1 1 d . . . H2X1 H -0.4829 0.2053 0.1464 0.048 Uiso 1 1 calc R . . H2X2 H -0.3906 0.1461 0.1276 0.048 Uiso 1 1 calc R . . C9X C -0.6756(5) 0.1254(3) 0.08772(16) 0.0345(12) Uani 1 1 d . . . H9X H -0.7042 0.1810 0.0898 0.041 Uiso 1 1 calc R . . C1X C -0.2570(5) 0.2577(5) 0.1004(3) 0.0603(19) Uani 1 1 d . . . H1XA H -0.2194 0.2127 0.1159 0.090 Uiso 1 1 calc R . . H1XB H -0.2149 0.3099 0.1012 0.090 Uiso 1 1 calc R . . H1XC H -0.2680 0.2404 0.0704 0.090 Uiso 1 1 calc R . . C8X C -0.7423(5) 0.0562(3) 0.09035(16) 0.0349(12) Uani 1 1 d . . . H8X H -0.8163 0.0648 0.0938 0.042 Uiso 1 1 calc R . . C6X C -0.5938(4) -0.0373(3) 0.08255(15) 0.0286(10) Uani 1 1 d . . . C3X C -0.4937(5) 0.1895(3) 0.07970(17) 0.0360(12) Uani 1 1 d . . . H3X1 H -0.4429 0.1809 0.0554 0.043 Uiso 1 1 calc R . . O2X O -0.5583(3) -0.1195(2) 0.07957(14) 0.0384(9) Uani 1 1 d . . . H2X H -0.4930 -0.1195 0.0745 0.058 Uiso 1 1 calc R . . Cl1 Cl 0.46929(12) 0.64283(10) 0.00755(5) 0.0468(4) Uani 1 1 d . . . O1W O -0.0390(4) 0.5606(3) 0.22839(15) 0.0445(10) Uani 1 1 d D . . H1W1 H -0.079(5) 0.551(5) 0.2500(16) 0.067 Uiso 1 1 d D . . H1W2 H 0.022(3) 0.538(4) 0.230(2) 0.067 Uiso 1 1 d D . . O2W O -0.3471(3) -0.1407(2) 0.06392(11) 0.0313(8) Uani 1 1 d D . . H2W1 H -0.328(5) -0.162(3) 0.0407(12) 0.047 Uiso 1 1 d D . . H2W2 H -0.306(4) -0.100(3) 0.0651(19) 0.047 Uiso 1 1 d D . . O3W O 0.1462(4) 0.7189(3) 0.01569(15) 0.0474(10) Uani 1 1 d D . . H3W1 H 0.100(5) 0.754(4) 0.024(2) 0.071 Uiso 1 1 d D . . H3W2 H 0.194(5) 0.724(5) 0.0347(19) 0.071 Uiso 1 1 d D . . O4W O 0.3140(4) 0.7271(3) 0.07406(16) 0.0507(11) Uani 1 1 d D . . H4W1 H 0.354(5) 0.771(3) 0.077(3) 0.076 Uiso 1 1 d D . . H4W2 H 0.347(6) 0.713(5) 0.0513(16) 0.076 Uiso 1 1 d D . . O5W O 0.2857(4) 0.5527(3) 0.31320(16) 0.0509(11) Uani 1 1 d D . . H5W1 H 0.311(6) 0.602(2) 0.312(3) 0.076 Uiso 1 1 d D . . H5W2 H 0.222(3) 0.535(5) 0.310(3) 0.076 Uiso 1 1 d D . . O6W O -0.3800(4) -0.0937(3) 0.15860(16) 0.0538(12) Uani 1 1 d D . . H6W1 H -0.324(4) -0.070(5) 0.168(3) 0.081 Uiso 1 1 d D . . H6W2 H -0.380(7) -0.118(5) 0.1341(13) 0.081 Uiso 1 1 d D . . O7W O -0.2558(4) 0.0164(4) 0.0628(2) 0.0662(14) Uani 1 1 d D . . H7W1 H -0.238(8) 0.042(6) 0.0395(19) 0.099 Uiso 1 1 d D . . H7W2 H -0.214(6) 0.044(5) 0.079(3) 0.099 Uiso 1 1 d D . . O8W O 0.3544(4) 0.4668(3) 0.01384(16) 0.0560(12) Uani 1 1 d D . . H8W1 H 0.393(6) 0.511(3) 0.014(3) 0.084 Uiso 1 1 d D . . H8W2 H 0.397(5) 0.446(5) -0.004(2) 0.084 Uiso 1 1 d D . . O10W O -0.8393(5) 0.1805(4) -0.0003(2) 0.088(2) Uani 1 1 d D . . H10W H -0.787(7) 0.216(6) -0.001(4) 0.131 Uiso 1 1 d D . . O11W O -0.9684(4) -0.0657(3) 0.07986(17) 0.0625(13) Uani 1 1 d D . . H11W H -0.970(8) -0.084(6) 0.0538(12) 0.094 Uiso 1 1 d D . . H111 H -1.013(6) -0.026(4) 0.085(3) 0.094 Uiso 1 1 d D . . O12W O -0.5618(7) 0.3086(4) -0.01032(18) 0.060(3) Uani 0.812(18) 1 d PD A 1 H12W H -0.502(5) 0.334(7) -0.013(4) 0.089 Uiso 0.812(18) 1 d PD A 1 O12A O -0.639(3) 0.282(2) -0.0030(12) 0.081(12) Uiso 0.188(18) 1 d P A 2 O13W O -0.2449(5) 0.3740(5) 0.1840(2) 0.096(2) Uani 1 1 d . . . O14W O -0.1300(6) 0.5041(4) 0.1525(2) 0.094(2) Uani 1 1 d . . . O9W O -0.0776(4) 0.0792(4) 0.1089(2) 0.038(2) Uani 0.79(2) 1 d PD B 1 H9W1 H -0.085(6) 0.088(5) 0.1354(9) 0.057 Uiso 1 1 d D C 1 O9WA O -0.0922(17) 0.0364(17) 0.1281(8) 0.035(8) Uani 0.21(2) 1 d P B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O2 0.0215(16) 0.0236(16) 0.0228(16) -0.0051(13) -0.0015(13) 0.0030(13) O3 0.0311(18) 0.0179(15) 0.0303(17) -0.0031(13) -0.0055(14) 0.0040(14) O1 0.0225(17) 0.0333(19) 0.0291(18) -0.0033(15) 0.0014(14) -0.0023(14) O7 0.0311(19) 0.0253(17) 0.0374(19) -0.0093(15) 0.0045(16) -0.0072(15) O5 0.0231(16) 0.0145(14) 0.0376(19) -0.0041(13) 0.0020(14) -0.0056(12) O6 0.0206(16) 0.0159(15) 0.0324(18) -0.0037(13) -0.0004(14) -0.0044(12) O10 0.0268(17) 0.0235(15) 0.0250(16) -0.0030(13) -0.0022(14) -0.0050(14) O4 0.0224(17) 0.0226(16) 0.048(2) -0.0077(15) -0.0036(15) 0.0000(14) N18 0.024(2) 0.0169(18) 0.027(2) -0.0011(15) 0.0000(16) -0.0031(15) O12 0.0317(18) 0.0218(16) 0.0294(17) -0.0041(13) -0.0040(15) -0.0043(14) O11 0.0286(18) 0.0217(15) 0.0255(17) -0.0030(13) -0.0046(14) -0.0020(13) O8 0.0311(18) 0.0285(18) 0.0276(17) -0.0029(14) -0.0034(14) -0.0096(15) N23 0.0246(19) 0.0097(15) 0.0252(19) 0.0004(14) 0.0011(16) -0.0025(14) N1 0.0205(19) 0.0201(18) 0.0234(19) -0.0031(15) 0.0020(15) -0.0029(14) N19 0.0202(18) 0.0201(18) 0.0225(19) -0.0012(15) 0.0008(15) 0.0001(15) N11 0.0202(18) 0.0157(17) 0.0250(19) -0.0025(14) -0.0020(15) -0.0044(14) N21 0.027(2) 0.0105(16) 0.0209(18) -0.0016(14) -0.0012(15) -0.0023(14) C31 0.026(2) 0.015(2) 0.023(2) 0.0055(17) -0.0009(19) 0.0007(17) C9 0.022(2) 0.020(2) 0.023(2) -0.0009(17) 0.0020(18) -0.0007(17) N2 0.0162(18) 0.0241(19) 0.0226(19) 0.0020(15) -0.0013(15) -0.0026(15) N15 0.0137(17) 0.0268(19) 0.026(2) -0.0037(16) 0.0022(15) -0.0037(15) N24 0.0238(19) 0.0166(17) 0.0202(18) -0.0012(14) 0.0016(16) 0.0006(15) C17 0.022(2) 0.017(2) 0.030(2) -0.0035(18) 0.0030(19) 0.0002(17) N13 0.0215(19) 0.0237(19) 0.0231(19) 0.0003(16) 0.0018(16) -0.0019(15) N5 0.028(2) 0.0129(17) 0.028(2) -0.0014(15) -0.0006(16) 0.0000(15) C15 0.018(2) 0.022(2) 0.018(2) 0.0008(17) 0.0041(17) -0.0042(16) C23 0.014(2) 0.022(2) 0.022(2) 0.0005(17) 0.0021(17) -0.0019(16) N10 0.0185(17) 0.0146(17) 0.0225(18) 0.0009(14) -0.0006(14) -0.0037(14) N9 0.0186(18) 0.0154(17) 0.0256(19) -0.0019(14) -0.0029(15) -0.0006(14) N20 0.024(2) 0.0176(17) 0.0234(19) 0.0032(15) -0.0031(16) -0.0047(14) N4 0.0146(17) 0.0192(17) 0.0222(18) -0.0020(14) 0.0004(14) 0.0025(14) O9 0.0310(18) 0.0245(17) 0.0287(17) 0.0013(14) -0.0020(15) -0.0092(14) N12 0.0207(18) 0.0139(17) 0.0237(18) -0.0022(14) 0.0034(15) -0.0033(14) C27 0.025(2) 0.024(2) 0.018(2) -0.0028(18) 0.0039(18) -0.0063(18) N3 0.0192(18) 0.027(2) 0.0195(18) -0.0017(15) 0.0053(15) 0.0038(15) C28 0.033(3) 0.020(2) 0.022(2) -0.0055(18) 0.0040(19) 0.0006(19) C32 0.024(2) 0.017(2) 0.023(2) 0.0026(17) -0.0016(18) -0.0027(17) C29 0.024(2) 0.017(2) 0.025(2) -0.0030(17) 0.0053(19) 0.0012(17) C34 0.024(2) 0.018(2) 0.026(2) 0.0035(18) -0.0017(18) -0.0063(17) C1 0.025(2) 0.0136(19) 0.022(2) 0.0026(16) 0.0005(18) 0.0004(16) N16 0.0223(19) 0.0196(18) 0.0241(19) 0.0006(15) 0.0036(16) -0.0043(15) N7 0.0208(19) 0.0154(17) 0.030(2) -0.0002(15) -0.0064(16) -0.0011(14) N14 0.0216(19) 0.0214(19) 0.0230(19) -0.0023(15) 0.0019(15) -0.0040(15) N22 0.0200(19) 0.0214(18) 0.0246(19) -0.0031(15) -0.0031(15) -0.0041(15) C6 0.015(2) 0.014(2) 0.032(2) 0.0006(18) -0.0042(18) 0.0031(16) N8 0.0221(19) 0.0221(19) 0.033(2) -0.0042(16) -0.0024(17) 0.0009(16) C16 0.022(2) 0.015(2) 0.022(2) -0.0002(17) 0.0047(18) -0.0020(17) C4 0.017(2) 0.019(2) 0.027(2) 0.0019(18) 0.0009(18) -0.0045(17) C20 0.024(2) 0.020(2) 0.030(2) 0.0002(18) -0.008(2) 0.0024(18) C12 0.021(2) 0.016(2) 0.029(2) -0.0004(17) 0.0038(19) 0.0011(16) C33 0.020(2) 0.020(2) 0.023(2) 0.0044(18) 0.0012(18) -0.0084(17) C24 0.016(2) 0.022(2) 0.020(2) -0.0045(17) 0.0021(17) 0.0002(17) C21 0.023(2) 0.018(2) 0.019(2) 0.0017(17) -0.0007(18) -0.0037(17) C22 0.021(2) 0.018(2) 0.016(2) -0.0008(16) -0.0005(16) -0.0063(16) C3 0.015(2) 0.026(2) 0.021(2) 0.0044(18) 0.0024(17) -0.0016(17) C18 0.020(2) 0.016(2) 0.033(2) -0.0030(18) -0.0019(19) 0.0010(17) N17 0.030(2) 0.0184(18) 0.025(2) 0.0005(15) 0.0028(16) -0.0055(15) C36 0.016(2) 0.021(2) 0.023(2) -0.0020(17) 0.0007(17) -0.0030(17) C5 0.017(2) 0.0149(19) 0.030(2) 0.0013(18) -0.0013(18) 0.0027(16) N6 0.025(2) 0.0132(17) 0.033(2) -0.0043(15) -0.0017(17) 0.0014(15) C7 0.015(2) 0.022(2) 0.031(2) 0.0001(19) -0.0042(18) 0.0043(17) C19 0.022(2) 0.019(2) 0.026(2) 0.0018(17) -0.0018(19) -0.0011(17) C30 0.027(2) 0.0131(19) 0.024(2) 0.0017(16) -0.0004(19) 0.0018(17) C11 0.021(2) 0.0128(18) 0.024(2) -0.0045(16) 0.0044(18) -0.0008(16) C25 0.021(2) 0.023(2) 0.021(2) -0.0018(17) -0.0054(18) -0.0031(17) C14 0.020(2) 0.024(2) 0.024(2) 0.0012(18) -0.0021(18) -0.0006(17) C35 0.0120(19) 0.0157(19) 0.027(2) 0.0006(17) -0.0003(17) -0.0039(15) C26 0.025(2) 0.034(3) 0.020(2) -0.003(2) 0.0005(18) -0.004(2) C13 0.020(2) 0.020(2) 0.025(2) 0.0028(18) -0.0022(18) 0.0016(17) C10 0.018(2) 0.024(2) 0.024(2) -0.0021(18) -0.0010(17) 0.0001(17) C2 0.021(2) 0.017(2) 0.022(2) 0.0024(17) 0.0024(18) 0.0013(16) C8 0.019(2) 0.031(3) 0.027(2) -0.0053(19) -0.0076(18) 0.0016(19) O3X 0.037(2) 0.035(2) 0.036(2) 0.0015(16) 0.0036(18) 0.0002(16) O1X 0.067(3) 0.0281(19) 0.037(2) -0.0001(16) 0.001(2) 0.0090(19) C5X 0.041(3) 0.028(2) 0.022(2) 0.0004(19) -0.003(2) 0.000(2) N1X 0.037(3) 0.030(2) 0.065(3) -0.004(2) 0.008(2) -0.001(2) C4X 0.053(3) 0.027(2) 0.019(2) -0.0013(19) 0.000(2) -0.001(2) C7X 0.034(3) 0.032(3) 0.018(2) -0.0031(19) 0.0004(19) -0.002(2) C2X 0.038(3) 0.027(3) 0.054(4) 0.001(2) -0.003(3) -0.004(2) C9X 0.048(3) 0.024(3) 0.031(3) -0.003(2) 0.001(2) 0.011(2) C1X 0.041(4) 0.054(4) 0.086(5) 0.024(4) 0.008(4) 0.002(3) C8X 0.039(3) 0.037(3) 0.029(3) -0.006(2) 0.003(2) 0.008(2) C6X 0.044(3) 0.021(2) 0.021(2) -0.0001(18) 0.000(2) 0.002(2) C3X 0.049(3) 0.027(3) 0.032(3) -0.004(2) 0.010(2) 0.007(2) O2X 0.039(2) 0.0256(18) 0.050(2) -0.0044(16) 0.0036(19) 0.0016(16) Cl1 0.0462(8) 0.0539(9) 0.0404(7) -0.0044(7) -0.0053(6) -0.0002(7) O1W 0.048(3) 0.028(2) 0.057(3) 0.0069(19) 0.006(2) 0.0024(18) O2W 0.038(2) 0.0238(18) 0.0320(19) -0.0051(15) -0.0055(16) 0.0044(15) O3W 0.048(3) 0.038(2) 0.056(3) 0.007(2) 0.002(2) -0.0048(19) O4W 0.067(3) 0.027(2) 0.058(3) -0.001(2) 0.019(2) -0.002(2) O5W 0.045(3) 0.055(3) 0.052(2) 0.004(2) -0.004(2) 0.023(2) O6W 0.074(3) 0.032(2) 0.056(3) -0.0053(19) 0.030(3) -0.011(2) O7W 0.045(3) 0.063(3) 0.091(4) -0.022(3) -0.009(3) -0.001(2) O8W 0.065(3) 0.047(3) 0.056(3) 0.003(2) 0.029(2) 0.014(2) O10W 0.094(5) 0.088(4) 0.081(4) -0.036(4) -0.022(4) 0.052(4) O11W 0.054(3) 0.069(3) 0.065(3) -0.017(3) -0.020(3) 0.019(2) O12W 0.109(7) 0.038(4) 0.032(3) -0.003(2) 0.006(3) 0.034(4) O13W 0.082(4) 0.126(6) 0.080(4) 0.000(4) 0.009(3) -0.045(4) O14W 0.118(5) 0.077(4) 0.087(4) 0.027(3) -0.022(4) -0.041(4) O9W 0.050(3) 0.032(4) 0.032(4) -0.009(3) -0.001(2) -0.001(2) O9WA 0.041(11) 0.033(13) 0.032(12) 0.006(10) -0.013(9) 0.012(9) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 O2 C3 1.201(5) . ? O3 C5 1.217(5) . ? O1 C1 1.219(6) . ? O7 C25 1.228(5) . ? O5 C9 1.212(5) . ? O6 C11 1.220(5) . ? O10 C31 1.221(6) . ? O4 C7 1.243(6) . ? N18 C29 1.371(6) . ? N18 C30 1.441(6) . ? N18 C18 1.446(6) . ? O12 C35 1.228(5) . ? O11 C33 1.225(5) . ? O8 C27 1.233(5) . ? N23 C35 1.359(6) . ? N23 C23 1.447(5) . ? N23 C34 1.457(5) . ? N1 C1 1.368(6) . ? N1 C12 1.432(6) . ? N1 C13 1.445(6) . ? N19 C31 1.375(6) . ? N19 C30 1.445(6) . ? N19 C19 1.450(6) . ? N11 C11 1.365(5) . ? N11 C23 1.443(5) . ? N11 C10 1.445(6) . ? N21 C33 1.364(6) . ? N21 C32 1.445(6) . ? N21 C21 1.464(6) . ? C31 N20 1.377(6) . ? C9 N10 1.375(6) . ? C9 N9 1.382(6) . ? N2 C1 1.382(6) . ? N2 C2 1.446(6) . ? N2 C14 1.456(6) . ? N15 C27 1.368(6) . ? N15 C26 1.434(6) . ? N15 C15 1.454(5) . ? N24 C35 1.364(5) . ? N24 C36 1.431(6) . ? N24 C24 1.445(5) . ? C17 N5 1.446(6) . ? C17 N17 1.455(6) . ? C17 C18 1.561(7) . ? C17 H17 1.0000 . ? N13 C25 1.367(6) . ? N13 C13 1.433(6) . ? N13 C36 1.450(6) . ? N5 C5 1.372(6) . ? N5 C4 1.432(6) . ? C15 N3 1.446(6) . ? C15 C16 1.552(6) . ? C15 H15 1.0000 . ? C23 C24 1.565(6) . ? C23 H23 1.0000 . ? N10 C10 1.446(6) . ? N10 C22 1.446(5) . ? N9 C8 1.438(6) . ? N9 C21 1.447(5) . ? N20 C32 1.441(6) . ? N20 C20 1.444(6) . ? N4 C3 1.390(6) . ? N4 C16 1.435(6) . ? N4 C4 1.448(6) . ? O9 C29 1.228(6) . ? N12 C11 1.365(6) . ? N12 C12 1.448(6) . ? N12 C24 1.451(5) . ? C27 N16 1.361(6) . ? N3 C3 1.368(6) . ? N3 C2 1.449(5) . ? C28 N17 1.443(6) . ? C28 N16 1.448(6) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C29 N17 1.360(6) . ? C34 N22 1.429(6) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? N16 C16 1.450(5) . ? N7 C7 1.366(6) . ? N7 C6 1.433(6) . ? N7 C19 1.453(5) . ? N14 C25 1.364(6) . ? N14 C26 1.441(6) . ? N14 C14 1.452(6) . ? N22 C33 1.378(6) . ? N22 C22 1.450(5) . ? C6 N6 1.440(6) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? N8 C7 1.365(6) . ? N8 C8 1.438(6) . ? N8 C20 1.443(6) . ? C16 H16 1.0000 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C20 C19 1.547(7) . ? C20 H20 1.0000 . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C24 H24 1.0000 . ? C21 C22 1.555(6) . ? C21 H21 1.0000 . ? C22 H22 1.0000 . ? C18 N6 1.449(6) . ? C18 H18 1.0000 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C5 N6 1.372(6) . ? C19 H19 1.0000 . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C14 C13 1.547(6) . ? C14 H14 1.0000 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C13 H13 1.0000 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? O3X C7X 1.362(6) . ? O3X H3X 0.8400 . ? O1X C3X 1.434(6) . ? O1X H1X 0.8400 . ? C5X C6X 1.386(7) . ? C5X C4X 1.410(7) . ? C5X H5X 0.9500 . ? N1X C1X 1.460(8) . ? N1X C2X 1.491(7) . ? N1X H1X1 0.9200 . ? N1X H1X2 0.9200 . ? C4X C9X 1.367(8) . ? C4X C3X 1.514(8) . ? C7X C6X 1.391(7) . ? C7X C8X 1.396(7) . ? C2X C3X 1.538(8) . ? C2X H2X1 0.9900 . ? C2X H2X2 0.9900 . ? C9X C8X 1.380(8) . ? C9X H9X 0.9500 . ? C1X H1XA 0.9800 . ? C1X H1XB 0.9800 . ? C1X H1XC 0.9800 . ? C8X H8X 0.9500 . ? C6X O2X 1.374(6) . ? C3X H3X1 1.0000 . ? O2X H2X 0.8400 . ? O1W H1W1 0.85(2) . ? O1W H1W2 0.85(2) . ? O2W H2W1 0.827(19) . ? O2W H2W2 0.831(19) . ? O3W H3W1 0.84(2) . ? O3W H3W2 0.85(2) . ? O4W H4W1 0.86(2) . ? O4W H4W2 0.85(2) . ? O5W H5W1 0.84(2) . ? O5W H5W2 0.85(2) . ? O6W H6W1 0.85(2) . ? O6W H6W2 0.85(2) . ? O7W H7W1 0.86(2) . ? O7W H7W2 0.85(2) . ? O8W H8W1 0.85(2) . ? O8W H8W2 0.84(2) . ? O10W H10W 0.86(2) . ? O11W H11W 0.86(2) . ? O11W H111 0.86(2) . ? O12W H12W 0.87(2) . ? O9W H9W1 0.83(2) . ? O9WA H9W1 0.84(7) . ? 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 C29 N18 C30 123.1(4) . . ? C29 N18 C18 112.1(4) . . ? C30 N18 C18 124.2(4) . . ? C35 N23 C23 112.1(3) . . ? C35 N23 C34 121.5(4) . . ? C23 N23 C34 124.2(4) . . ? C1 N1 C12 122.4(4) . . ? C1 N1 C13 113.4(4) . . ? C12 N1 C13 123.5(4) . . ? C31 N19 C30 124.1(4) . . ? C31 N19 C19 112.0(4) . . ? C30 N19 C19 122.6(4) . . ? C11 N11 C23 113.0(4) . . ? C11 N11 C10 122.9(4) . . ? C23 N11 C10 124.1(4) . . ? C33 N21 C32 124.2(4) . . ? C33 N21 C21 113.0(4) . . ? C32 N21 C21 122.5(4) . . ? O10 C31 N19 126.3(4) . . ? O10 C31 N20 125.3(4) . . ? N19 C31 N20 108.4(4) . . ? O5 C9 N10 125.7(4) . . ? O5 C9 N9 125.8(4) . . ? N10 C9 N9 108.5(4) . . ? C1 N2 C2 123.0(4) . . ? C1 N2 C14 111.4(4) . . ? C2 N2 C14 122.1(4) . . ? C27 N15 C26 123.0(4) . . ? C27 N15 C15 112.3(4) . . ? C26 N15 C15 123.9(4) . . ? C35 N24 C36 121.9(4) . . ? C35 N24 C24 112.2(4) . . ? C36 N24 C24 125.8(4) . . ? N5 C17 N17 115.1(4) . . ? N5 C17 C18 103.4(4) . . ? N17 C17 C18 102.5(3) . . ? N5 C17 H17 111.7 . . ? N17 C17 H17 111.7 . . ? C18 C17 H17 111.7 . . ? C25 N13 C13 112.7(4) . . ? C25 N13 C36 121.4(4) . . ? C13 N13 C36 123.1(4) . . ? C5 N5 C4 122.6(4) . . ? C5 N5 C17 112.4(4) . . ? C4 N5 C17 125.0(4) . . ? N3 C15 N15 115.0(3) . . ? N3 C15 C16 102.6(3) . . ? N15 C15 C16 103.0(3) . . ? N3 C15 H15 111.8 . . ? N15 C15 H15 111.8 . . ? C16 C15 H15 111.8 . . ? N11 C23 N23 116.2(4) . . ? N11 C23 C24 102.8(3) . . ? N23 C23 C24 103.0(3) . . ? N11 C23 H23 111.4 . . ? N23 C23 H23 111.4 . . ? C24 C23 H23 111.4 . . ? C9 N10 C10 122.5(4) . . ? C9 N10 C22 112.4(4) . . ? C10 N10 C22 124.3(4) . . ? C9 N9 C8 120.1(4) . . ? C9 N9 C21 111.6(4) . . ? C8 N9 C21 123.2(4) . . ? C31 N20 C32 121.3(4) . . ? C31 N20 C20 111.7(4) . . ? C32 N20 C20 119.9(4) . . ? C3 N4 C16 112.4(3) . . ? C3 N4 C4 121.5(4) . . ? C16 N4 C4 123.3(4) . . ? C11 N12 C12 121.6(4) . . ? C11 N12 C24 112.3(3) . . ? C12 N12 C24 124.6(4) . . ? O8 C27 N16 125.9(4) . . ? O8 C27 N15 125.4(4) . . ? N16 C27 N15 108.7(4) . . ? C3 N3 C15 113.6(4) . . ? C3 N3 C2 120.7(4) . . ? C15 N3 C2 123.6(4) . . ? N17 C28 N16 114.6(4) . . ? N17 C28 H28A 108.6 . . ? N16 C28 H28A 108.6 . . ? N17 C28 H28B 108.6 . . ? N16 C28 H28B 108.6 . . ? H28A C28 H28B 107.6 . . ? N20 C32 N21 114.7(3) . . ? N20 C32 H32A 108.6 . . ? N21 C32 H32A 108.6 . . ? N20 C32 H32B 108.6 . . ? N21 C32 H32B 108.6 . . ? H32A C32 H32B 107.6 . . ? O9 C29 N17 126.5(4) . . ? O9 C29 N18 124.7(4) . . ? N17 C29 N18 108.8(4) . . ? N22 C34 N23 115.5(4) . . ? N22 C34 H34A 108.4 . . ? N23 C34 H34A 108.4 . . ? N22 C34 H34B 108.4 . . ? N23 C34 H34B 108.4 . . ? H34A C34 H34B 107.5 . . ? O1 C1 N1 126.9(4) . . ? O1 C1 N2 125.4(4) . . ? N1 C1 N2 107.7(4) . . ? C27 N16 C28 123.9(4) . . ? C27 N16 C16 112.5(4) . . ? C28 N16 C16 123.6(4) . . ? C7 N7 C6 123.5(4) . . ? C7 N7 C19 111.6(4) . . ? C6 N7 C19 123.5(4) . . ? C25 N14 C26 123.6(4) . . ? C25 N14 C14 112.1(4) . . ? C26 N14 C14 122.2(4) . . ? C33 N22 C34 123.3(4) . . ? C33 N22 C22 112.9(4) . . ? C34 N22 C22 123.7(4) . . ? N7 C6 N6 114.2(4) . . ? N7 C6 H6A 108.7 . . ? N6 C6 H6A 108.7 . . ? N7 C6 H6B 108.7 . . ? N6 C6 H6B 108.7 . . ? H6A C6 H6B 107.6 . . ? C7 N8 C8 124.2(4) . . ? C7 N8 C20 112.8(4) . . ? C8 N8 C20 122.8(4) . . ? N4 C16 N16 115.5(4) . . ? N4 C16 C15 104.0(3) . . ? N16 C16 C15 103.4(3) . . ? N4 C16 H16 111.1 . . ? N16 C16 H16 111.1 . . ? C15 C16 H16 111.1 . . ? N5 C4 N4 114.2(4) . . ? N5 C4 H4A 108.7 . . ? N4 C4 H4A 108.7 . . ? N5 C4 H4B 108.7 . . ? N4 C4 H4B 108.7 . . ? H4A C4 H4B 107.6 . . ? N8 C20 N20 114.1(4) . . ? N8 C20 C19 102.9(4) . . ? N20 C20 C19 104.0(4) . . ? N8 C20 H20 111.8 . . ? N20 C20 H20 111.8 . . ? C19 C20 H20 111.8 . . ? N1 C12 N12 115.0(4) . . ? N1 C12 H12A 108.5 . . ? N12 C12 H12A 108.5 . . ? N1 C12 H12B 108.5 . . ? N12 C12 H12B 108.5 . . ? H12A C12 H12B 107.5 . . ? O11 C33 N21 126.3(4) . . ? O11 C33 N22 125.7(4) . . ? N21 C33 N22 107.8(4) . . ? N24 C24 N12 116.2(4) . . ? N24 C24 C23 103.0(3) . . ? N12 C24 C23 103.0(3) . . ? N24 C24 H24 111.3 . . ? N12 C24 H24 111.3 . . ? C23 C24 H24 111.3 . . ? N9 C21 N21 114.5(4) . . ? N9 C21 C22 103.9(3) . . ? N21 C21 C22 102.8(3) . . ? N9 C21 H21 111.7 . . ? N21 C21 H21 111.7 . . ? C22 C21 H21 111.7 . . ? N10 C22 N22 114.7(3) . . ? N10 C22 C21 103.2(3) . . ? N22 C22 C21 103.3(3) . . ? N10 C22 H22 111.7 . . ? N22 C22 H22 111.7 . . ? C21 C22 H22 111.7 . . ? O2 C3 N3 127.4(4) . . ? O2 C3 N4 125.9(4) . . ? N3 C3 N4 106.8(4) . . ? N18 C18 N6 114.7(4) . . ? N18 C18 C17 103.8(4) . . ? N6 C18 C17 103.1(3) . . ? N18 C18 H18 111.6 . . ? N6 C18 H18 111.6 . . ? C17 C18 H18 111.6 . . ? C29 N17 C28 122.5(4) . . ? C29 N17 C17 112.8(4) . . ? C28 N17 C17 123.7(4) . . ? N24 C36 N13 113.7(4) . . ? N24 C36 H36A 108.8 . . ? N13 C36 H36A 108.8 . . ? N24 C36 H36B 108.8 . . ? N13 C36 H36B 108.8 . . ? H36A C36 H36B 107.7 . . ? O3 C5 N6 125.5(4) . . ? O3 C5 N5 126.1(4) . . ? N6 C5 N5 108.4(4) . . ? C5 N6 C6 121.9(4) . . ? C5 N6 C18 112.5(4) . . ? C6 N6 C18 125.1(4) . . ? O4 C7 N8 125.8(4) . . ? O4 C7 N7 125.5(4) . . ? N8 C7 N7 108.6(4) . . ? N19 C19 N7 114.4(4) . . ? N19 C19 C20 103.4(3) . . ? N7 C19 C20 103.8(4) . . ? N19 C19 H19 111.5 . . ? N7 C19 H19 111.5 . . ? C20 C19 H19 111.5 . . ? N18 C30 N19 113.5(3) . . ? N18 C30 H30A 108.9 . . ? N19 C30 H30A 108.9 . . ? N18 C30 H30B 108.9 . . ? N19 C30 H30B 108.9 . . ? H30A C30 H30B 107.7 . . ? O6 C11 N12 126.0(4) . . ? O6 C11 N11 125.7(4) . . ? N12 C11 N11 108.3(4) . . ? O7 C25 N14 125.6(4) . . ? O7 C25 N13 126.2(4) . . ? N14 C25 N13 108.1(4) . . ? N14 C14 N2 114.4(4) . . ? N14 C14 C13 103.2(4) . . ? N2 C14 C13 103.9(3) . . ? N14 C14 H14 111.6 . . ? N2 C14 H14 111.6 . . ? C13 C14 H14 111.6 . . ? O12 C35 N23 125.6(4) . . ? O12 C35 N24 125.3(4) . . ? N23 C35 N24 109.1(4) . . ? N15 C26 N14 114.3(4) . . ? N15 C26 H26A 108.7 . . ? N14 C26 H26A 108.7 . . ? N15 C26 H26B 108.7 . . ? N14 C26 H26B 108.7 . . ? H26A C26 H26B 107.6 . . ? N13 C13 N1 114.9(4) . . ? N13 C13 C14 103.4(4) . . ? N1 C13 C14 102.8(4) . . ? N13 C13 H13 111.7 . . ? N1 C13 H13 111.7 . . ? C14 C13 H13 111.7 . . ? N11 C10 N10 114.2(4) . . ? N11 C10 H10A 108.7 . . ? N10 C10 H10A 108.7 . . ? N11 C10 H10B 108.7 . . ? N10 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? N2 C2 N3 112.3(3) . . ? N2 C2 H2A 109.1 . . ? N3 C2 H2A 109.1 . . ? N2 C2 H2B 109.1 . . ? N3 C2 H2B 109.1 . . ? H2A C2 H2B 107.9 . . ? N8 C8 N9 113.6(4) . . ? N8 C8 H8A 108.9 . . ? N9 C8 H8A 108.9 . . ? N8 C8 H8B 108.9 . . ? N9 C8 H8B 108.9 . . ? H8A C8 H8B 107.7 . . ? C7X O3X H3X 109.5 . . ? C3X O1X H1X 109.5 . . ? C6X C5X C4X 119.7(5) . . ? C6X C5X H5X 120.1 . . ? C4X C5X H5X 120.1 . . ? C1X N1X C2X 115.5(5) . . ? C1X N1X H1X1 108.4 . . ? C2X N1X H1X1 108.4 . . ? C1X N1X H1X2 108.4 . . ? C2X N1X H1X2 108.4 . . ? H1X1 N1X H1X2 107.5 . . ? C9X C4X C5X 119.4(5) . . ? C9X C4X C3X 122.0(5) . . ? C5X C4X C3X 118.6(5) . . ? O3X C7X C6X 117.1(5) . . ? O3X C7X C8X 124.2(5) . . ? C6X C7X C8X 118.7(5) . . ? N1X C2X C3X 110.9(5) . . ? N1X C2X H2X1 109.5 . . ? C3X C2X H2X1 109.5 . . ? N1X C2X H2X2 109.5 . . ? C3X C2X H2X2 109.5 . . ? H2X1 C2X H2X2 108.0 . . ? C4X C9X C8X 120.8(5) . . ? C4X C9X H9X 119.6 . . ? C8X C9X H9X 119.6 . . ? N1X C1X H1XA 109.5 . . ? N1X C1X H1XB 109.5 . . ? H1XA C1X H1XB 109.5 . . ? N1X C1X H1XC 109.5 . . ? H1XA C1X H1XC 109.5 . . ? H1XB C1X H1XC 109.5 . . ? C9X C8X C7X 120.8(5) . . ? C9X C8X H8X 119.6 . . ? C7X C8X H8X 119.6 . . ? O2X C6X C5X 122.8(5) . . ? O2X C6X C7X 116.6(5) . . ? C5X C6X C7X 120.6(5) . . ? O1X C3X C4X 112.1(5) . . ? O1X C3X C2X 105.5(4) . . ? C4X C3X C2X 110.1(4) . . ? O1X C3X H3X1 109.7 . . ? C4X C3X H3X1 109.7 . . ? C2X C3X H3X1 109.7 . . ? C6X O2X H2X 109.5 . . ? H1W1 O1W H1W2 115(7) . . ? H2W1 O2W H2W2 100(4) . . ? H3W1 O3W H3W2 103(7) . . ? H4W1 O4W H4W2 91(7) . . ? H5W1 O5W H5W2 130(9) . . ? H6W1 O6W H6W2 120(8) . . ? H7W1 O7W H7W2 95(9) . . ? H8W1 O8W H8W2 87(8) . . ? H11W O11W H111 114(9) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3X H3X O11W 0.84 1.83 2.661(6) 173.1 . O1X H1X O12A 0.84 1.85 2.66(4) 163.0 . O1X H1X O12W 0.84 1.89 2.701(7) 162.6 . N1X H1X1 O7 0.92 2.25 3.068(6) 148.4 . N1X H1X1 O1X 0.92 2.33 2.795(7) 110.9 . N1X H1X2 O13W 0.92 2.15 2.910(8) 140.0 . N1X H1X2 O11 0.92 2.53 3.231(6) 133.6 . O2X H2X O2W 0.84 1.90 2.730(5) 169.9 . O1W H1W1 O5 0.85(2) 2.04(2) 2.899(6) 178(7) . O1W H1W2 O4 0.85(2) 2.25(6) 2.878(6) 132(7) . O2W H2W1 O3W 0.827(19) 1.99(3) 2.761(6) 154(6) 3_455 O2W H2W2 O7W 0.831(19) 1.94(3) 2.732(6) 160(6) . O3W H3W1 Cl1 0.84(2) 2.52(5) 3.203(5) 139(7) 3_465 O3W H3W2 O4W 0.85(2) 1.94(2) 2.789(7) 174(8) . O4W H4W1 O2X 0.86(2) 2.05(2) 2.911(6) 174(8) 1_665 O4W H4W2 Cl1 0.85(2) 2.33(4) 3.140(5) 159(8) . O5W H5W1 O11 0.84(2) 2.29(4) 3.068(6) 155(8) 4 O5W H5W2 O4 0.85(2) 2.04(4) 2.848(6) 157(8) . O5W H5W2 O9WA 0.85(2) 2.54(8) 3.06(2) 120(7) 4 O6W H6W1 O5W 0.85(2) 2.07(7) 2.740(6) 135(8) 4_545 O6W H6W2 O2W 0.85(2) 2.24(4) 3.057(6) 160(8) . O7W H7W1 O8W 0.86(2) 2.03(6) 2.767(8) 143(10) 3_455 O7W H7W2 O9W 0.85(2) 2.03(4) 2.844(7) 160(9) . O7W H7W2 O9WA 0.85(2) 2.16(6) 2.909(19) 146(9) . O8W H8W1 Cl1 0.85(2) 2.30(3) 3.138(5) 168(8) . O8W H8W2 O12W 0.84(2) 2.24(7) 2.810(7) 125(7) 1_655 O10W H10W O12A 0.86(2) 2.15(6) 3.00(5) 169(12) . O11W H11W Cl1 0.86(2) 2.26(4) 3.073(5) 160(9) 3_355 O11W H111 O9WA 0.86(2) 1.93(6) 2.70(2) 148(9) 1_455 O11W H111 O9W 0.86(2) 1.99(4) 2.817(7) 161(9) 1_455 O12W H12W O10W 0.87(2) 2.11(8) 2.834(12) 141(11) 3 O9W H9W1 O10 0.83(2) 2.06(5) 2.795(6) 147(8) . _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.731 _refine_diff_density_min -0.634 _refine_diff_density_rms 0.084 data_epi_nohcl_new _database_code_depnum_ccdc_archive 'CCDC 908048' # start Validation Reply Form _vrf_PLAT213_ALERT_2_A ; PROBLEM: Atom C3Y has ADP max/min Ratio ..... 7.5 oblat RESPONSE: C3Y belongs to adrenaline molecule Y that was already modelled as disordered over 2 positions. The high ADP max/min Ratio may indicate disorder over more than 2 sites or a continuous disorder present to some extent even at low temperature. ; # end Validation Reply Form _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common 'cucurbit(6)uril/neutral adrenaline inclusion complex' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H98 N26 O36' _chemical_formula_weight 1687.58 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 monoclinic _symmetry_space_group_name_H-M P21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 12.4610(2) _cell_length_b 15.7685(2) _cell_length_c 19.4788(3) _cell_angle_alpha 90.00 _cell_angle_beta 102.946(2) _cell_angle_gamma 90.00 _cell_volume 3730.13(10) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 16101 _cell_measurement_theta_min 3.636 _cell_measurement_theta_max 71.313 _exptl_crystal_description needle _exptl_crystal_colour yellow _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.463 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1704.8 _exptl_absorpt_coefficient_mu 1.082 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5629 _exptl_absorpt_correction_T_max 0.8545 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'SuperNova (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.2974 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26685 _diffrn_reflns_av_R_equivalents 0.0254 _diffrn_reflns_av_sigmaI/netI 0.0271 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.64 _diffrn_reflns_theta_max 71.45 _reflns_number_total 14194 _reflns_number_gt 12198 _reflns_threshold_expression >2\s(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET) (compiled Feb 3 2012,10:37:01) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET) (compiled Feb 3 2012,10:37:01) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21b (release 03-02-2012 CrysAlis171 .NET) (compiled Feb 3 2012,10:37:01) ; _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Two crystalographically independent adrenaline molecules labeled as X and Y were found to be disordered and were both modeled as two-component disorder using PART instructions. The 'soft' similarity restraints on bond lengths and angles as well as on displacement parameters (SAME, SADI and SIMU, DELU) were applied. A total of 1196 least-squares restraints were used in the refinement that corresponds to 52 Uiso/Uij restrained atom sites and 39 atom sites flagged as distance or angle restrained.The relevant lines from the SHELXL.ins file are: sadi c1x c2x c2x c3x c3x c4x c4x c5x c5x c6x c6x c1x same c1x > c6x same c1x > c9x simu o1x > o2xa delu o1x > o2xa simu o1y > c9ya delu o1y > c9ya 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^ > 2\s(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^)+(0.1817P)^2^+0.6834P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.1(2) _chemical_absolute_configuration rm _refine_ls_number_reflns 14194 _refine_ls_number_parameters 1396 _refine_ls_number_restraints 1196 _refine_ls_R_factor_all 0.0859 _refine_ls_R_factor_gt 0.0774 _refine_ls_wR_factor_ref 0.2355 _refine_ls_wR_factor_gt 0.2228 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.002 _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 O1W O 0.1107(4) 0.0320(3) 0.9251(2) 0.0880(13) Uani 1 1 d . . . O2W O 0.8955(9) 0.9408(6) 0.5760(4) 0.020(2) Uani 0.36(2) 1 d P A 1 O5W O 0.2487(10) 0.5735(9) 0.4302(12) 0.094(6) Uani 0.36(2) 1 d P A 1 O2WA O 0.8837(11) 0.9582(11) 0.5732(7) 0.102(4) Uani 0.64(2) 1 d P A 2 O5WA O 0.3012(9) 0.5629(3) 0.3997(4) 0.078(4) Uani 0.64(2) 1 d P A 2 O3W O 0.0184(10) 0.4606(7) 0.1884(6) 0.072(3) Uani 0.561(17) 1 d P B 1 O13W O 0.2381(9) 0.4961(9) 0.2352(6) 0.123(5) Uiso 0.561(17) 1 d P B 1 O3WA O 0.0717(13) 0.4534(6) 0.1904(5) 0.054(3) Uani 0.439(17) 1 d P B 2 O4W O 0.9709(7) 0.5263(4) 0.3100(4) 0.077(2) Uani 0.773(11) 1 d P C 1 O15W O 0.7579(6) 0.4655(9) 0.2764(4) 0.167(6) Uani 0.773(11) 1 d P C 1 O7W O 0.7126(7) 0.3504(5) 0.3523(4) 0.136(4) Uani 0.773(11) 1 d P C 1 O4WA O 0.9178(18) 0.5201(10) 0.3060(8) 0.042(4) Uani 0.227(11) 1 d P C 2 O7WA O 0.7368(8) 0.3979(6) 0.3168(5) 0.029(3) Uiso 0.227(11) 1 d P C 2 O15A O 0.703(3) 0.4752(14) 0.2131(18) 0.153(16) Uani 0.227(11) 1 d P C 2 O6W O 0.3136(13) 0.9154(8) 0.8977(12) 0.168(10) Uani 0.50 1 d P D 1 O6WA O 0.2536(14) 0.9187(12) 0.9176(12) 0.102(8) Uani 0.30 1 d P E 2 O6WB O 0.302(2) 0.9358(13) 0.8888(9) 0.045(4) Uiso 0.20 1 d P E 2 O8W O 0.2792(6) 0.6281(5) 0.1479(4) 0.074(2) Uiso 0.576(15) 1 d P F 1 O8WA O 0.2663(9) 0.5613(7) 0.2054(6) 0.027(4) Uiso 0.178(10) 1 d P G 2 O8WB O 0.2697(8) 0.5970(7) 0.1737(6) 0.034(4) Uiso 0.246(16) 1 d P G 2 O9W O 0.3324(5) 0.3535(3) 0.1975(4) 0.132(2) Uani 1 1 d . . . O10W O 0.6542(10) 0.6465(10) 0.2858(9) 0.225(12) Uani 0.726(19) 1 d P . . O10A O 0.733(2) 0.6158(19) 0.3393(11) 0.166(14) Uani 0.274(19) 1 d P . . O11W O 0.3081(5) 0.6499(4) 0.5470(3) 0.134(2) Uani 1 1 d . . . O12W O 1.6928(9) 1.3581(6) -0.0449(6) 0.207(4) Uani 1 1 d . . . O14W O 0.4429(9) 0.4649(16) 0.1273(4) 0.378(15) Uani 1 1 d . . . O18W O 0.4851(9) 0.7168(13) 0.2035(5) 0.178(9) Uani 0.617(18) 1 d P H 1 O18A O 0.4480(18) 0.8272(15) 0.1670(12) 0.158(9) Uiso 0.383(18) 1 d P H 2 O17A O 0.4860(9) 0.6537(10) 0.7171(6) 0.098(4) Uani 0.35 1 d P I 1 O16W O 0.5676(10) 0.5349(8) 0.3725(5) 0.101(4) Uani 0.476(9) 1 d P J 1 O1X O 0.5044(10) 0.7600(8) 0.5828(7) 0.075(3) Uani 0.476(9) 1 d PU J 1 H1X H 0.4779 0.7986 0.6037 0.112 Uiso 0.476(9) 1 calc PR J 1 O2X O 0.4813(6) 0.6675(5) 0.4578(5) 0.071(2) Uani 0.476(9) 1 d PU J 1 H2X H 0.4604 0.6552 0.4946 0.107 Uiso 0.476(9) 1 calc PR J 1 C1X C 0.539(2) 0.7936(11) 0.5269(9) 0.055(3) Uani 0.476(9) 1 d PDU J 1 C2X C 0.532(2) 0.7481(12) 0.4657(9) 0.050(3) Uani 0.476(9) 1 d PDU J 1 C3X C 0.5707(17) 0.7830(12) 0.4092(8) 0.044(4) Uani 0.476(9) 1 d PDU J 1 H3X H 0.5784 0.7483 0.3707 0.053 Uiso 0.476(9) 1 calc PR J 1 C4X C 0.5970(17) 0.8670(10) 0.4103(7) 0.032(3) Uani 0.476(9) 1 d PDU J 1 C5X C 0.616(2) 0.9087(11) 0.4756(9) 0.040(3) Uani 0.476(9) 1 d PDU J 1 H5X H 0.6539 0.9614 0.4809 0.048 Uiso 0.476(9) 1 calc PR J 1 C6X C 0.5809(16) 0.8753(8) 0.5322(8) 0.046(3) Uani 0.476(9) 1 d PDU J 1 H6X H 0.5852 0.9076 0.5739 0.055 Uiso 0.476(9) 1 calc PR J 1 C7X C 0.6363(10) 0.9092(9) 0.3489(6) 0.044(3) Uani 0.476(9) 1 d PDU J 1 H7X H 0.6138 0.8727 0.3061 0.053 Uiso 0.476(9) 1 calc PR J 1 O3X O 0.5768(4) 0.9881(5) 0.3365(3) 0.0325(14) Uani 0.476(9) 1 d PDU J 1 H3X1 H 0.5089 0.9784 0.3298 0.049 Uiso 0.476(9) 1 calc PR J 1 N1X N 0.7785(14) 0.9520(12) 0.2932(11) 0.043(4) Uani 0.476(9) 1 d PDU J 1 H1X1 H 0.7297 0.9501 0.2529 0.052 Uiso 0.476(9) 1 calc PR J 1 C8X C 0.7516(12) 0.9247(12) 0.3608(9) 0.035(3) Uani 0.476(9) 1 d PDU J 1 H8X1 H 0.7929 0.8724 0.3782 0.042 Uiso 0.476(9) 1 calc PR J 1 H8X2 H 0.7731 0.9695 0.3968 0.042 Uiso 0.476(9) 1 calc PR J 1 C9X C 0.8895(15) 0.9818(15) 0.2982(14) 0.042(4) Uani 0.476(9) 1 d PDU J 1 H9X1 H 0.9074 1.0250 0.3352 0.063 Uiso 0.476(9) 1 calc PR J 1 H9X2 H 0.8955 1.0064 0.2531 0.063 Uiso 0.476(9) 1 calc PR J 1 H9X3 H 0.9409 0.9341 0.3099 0.063 Uiso 0.476(9) 1 calc PR J 1 C1XA C 0.5321(19) 0.7651(9) 0.5183(7) 0.050(3) Uani 0.524(9) 1 d PDU J 2 C2XA C 0.522(2) 0.7290(11) 0.4526(8) 0.045(3) Uani 0.524(9) 1 d PDU J 2 H2XA H 0.4976 0.6721 0.4443 0.054 Uiso 0.524(9) 1 calc PR J 2 C3XA C 0.5489(14) 0.7771(10) 0.3982(7) 0.034(2) Uani 0.524(9) 1 d PDU J 2 H3XA H 0.5278 0.7575 0.3509 0.041 Uiso 0.524(9) 1 calc PR J 2 C4XA C 0.605(2) 0.8522(11) 0.4124(9) 0.047(4) Uani 0.524(9) 1 d PDU J 2 C5XA C 0.604(2) 0.8912(12) 0.4770(9) 0.055(3) Uani 0.524(9) 1 d PDU J 2 H5XA H 0.6214 0.9498 0.4834 0.067 Uiso 0.524(9) 1 calc PR J 2 C6XA C 0.5780(17) 0.8450(9) 0.5315(7) 0.052(3) Uani 0.524(9) 1 d PDU J 2 O1XA O 0.5056(10) 0.7152(8) 0.5704(5) 0.076(3) Uani 0.524(9) 1 d PU J 2 H1XA H 0.4466 0.7326 0.5795 0.115 Uiso 0.524(9) 1 calc PR J 2 O3XA O 0.5857(14) 0.9884(13) 0.3411(12) 0.171(8) Uani 0.524(9) 1 d PU J 2 H3X2 H 0.6062 1.0094 0.3065 0.257 Uiso 0.524(9) 1 calc PR J 2 N1XA N 0.7683(10) 0.9697(10) 0.2992(8) 0.031(3) Uani 0.524(9) 1 d PU J 2 H1X2 H 0.7178 0.9979 0.2690 0.038 Uiso 0.524(9) 1 calc PR J 2 C7XA C 0.6224(12) 0.9034(10) 0.3509(8) 0.049(3) Uani 0.524(9) 1 d PU J 2 H7XA H 0.5939 0.8708 0.3065 0.058 Uiso 0.524(9) 1 calc PR J 2 C8XA C 0.7511(13) 0.9169(14) 0.3608(7) 0.044(4) Uani 0.524(9) 1 d PU J 2 H8X3 H 0.7814 0.9466 0.4057 0.053 Uiso 0.524(9) 1 calc PR J 2 H8X4 H 0.7888 0.8615 0.3616 0.053 Uiso 0.524(9) 1 calc PR J 2 C9XA C 0.8953(16) 0.9641(15) 0.3002(11) 0.043(4) Uani 0.524(9) 1 d PU J 2 H9X4 H 0.9382 0.9848 0.3455 0.065 Uiso 0.524(9) 1 calc PR J 2 H9X5 H 0.9114 0.9989 0.2620 0.065 Uiso 0.524(9) 1 calc PR J 2 H9X6 H 0.9152 0.9050 0.2936 0.065 Uiso 0.524(9) 1 calc PR J 2 O2XA O 0.5876(7) 0.8838(8) 0.5979(4) 0.099(3) Uani 0.524(9) 1 d PU J 2 H2X1 H 0.5872 0.9367 0.5932 0.149 Uiso 0.524(9) 1 calc PR J 2 O17W O 0.5176(12) 0.7524(8) 0.7109(7) 0.106(4) Uani 0.40 1 d P K 2 O17B O 0.4991(18) 0.8490(15) 0.6904(13) 0.118(7) Uani 0.25 1 d P K 2 O16A O 0.479(5) 0.5535(13) 0.3619(12) 0.48(4) Uani 0.524(9) 1 d P J 2 O1Y O 1.5275(11) 1.3076(11) -0.0266(11) 0.122(6) Uani 0.391(7) 1 d PU L 1 H1Y H 1.5889 1.2930 -0.0337 0.183 Uiso 0.391(7) 1 calc PR L 1 O2Y O 1.4348(12) 1.1264(16) -0.0979(6) 0.165(7) Uani 0.391(7) 1 d PU L 1 H2Y H 1.3676 1.1273 -0.1176 0.247 Uiso 0.391(7) 1 calc PR L 1 C1Y C 1.474(3) 1.2365(15) -0.0063(13) 0.109(5) Uani 0.391(7) 1 d PDU L 1 C2Y C 1.448(2) 1.1548(16) -0.0328(10) 0.087(4) Uani 0.391(7) 1 d PDU L 1 C3Y C 1.3993(16) 1.0950(14) 0.0023(10) 0.074(5) Uani 0.391(7) 1 d PDU L 1 H3Y H 1.3688 1.0447 -0.0211 0.089 Uiso 0.391(7) 1 calc PR L 1 C4Y C 1.395(2) 1.1094(11) 0.0732(9) 0.060(4) Uani 0.391(7) 1 d PDU L 1 C5Y C 1.4160(18) 1.1910(10) 0.1002(10) 0.080(5) Uani 0.391(7) 1 d PDU L 1 H5Y H 1.4038 1.2043 0.1454 0.096 Uiso 0.391(7) 1 calc PR L 1 C6Y C 1.4549(15) 1.2531(11) 0.0611(12) 0.087(4) Uani 0.391(7) 1 d PDU L 1 H6Y H 1.4690 1.3084 0.0804 0.105 Uiso 0.391(7) 1 calc PR L 1 C7Y C 1.3395(10) 1.0397(8) 0.1074(7) 0.069(3) Uani 0.391(7) 1 d PDU L 1 H7Y H 1.3086 0.9972 0.0701 0.083 Uiso 0.391(7) 1 calc PR L 1 O3Y O 1.4257(8) 0.9966(7) 0.1611(7) 0.093(4) Uani 0.391(7) 1 d PDU L 1 H3Y1 H 1.4842 1.0249 0.1679 0.139 Uiso 0.391(7) 1 calc PR L 1 N1Y N 1.2236(12) 0.9917(11) 0.1807(10) 0.084(4) Uani 0.391(7) 1 d PDU L 1 H1Y1 H 1.2663 0.9468 0.1897 0.100 Uiso 0.391(7) 1 calc PR L 1 C8Y C 1.2530(14) 1.0648(13) 0.1404(13) 0.051(4) Uani 0.391(7) 1 d PDU L 1 H8Y1 H 1.1879 1.0829 0.1042 0.061 Uiso 0.391(7) 1 calc PR L 1 H8Y2 H 1.2775 1.1131 0.1725 0.061 Uiso 0.391(7) 1 calc PR L 1 C9Y C 1.1199(17) 0.9973(17) 0.2051(13) 0.092(8) Uani 0.391(7) 1 d PDU L 1 H9Y1 H 1.1270 1.0409 0.2417 0.138 Uiso 0.391(7) 1 calc PR L 1 H9Y2 H 1.1044 0.9424 0.2244 0.138 Uiso 0.391(7) 1 calc PR L 1 H9Y3 H 1.0595 1.0123 0.1654 0.138 Uiso 0.391(7) 1 calc PR L 1 O1YA O 1.4943(6) 1.2576(9) -0.0793(5) 0.108(4) Uani 0.609(7) 1 d PU L 2 H1YA H 1.5615 1.2697 -0.0664 0.162 Uiso 0.609(7) 1 calc PR L 2 O2YA O 1.5094(10) 1.3290(8) 0.0538(8) 0.159(5) Uani 0.609(7) 1 d PU L 2 H2YA H 1.5746 1.3297 0.0776 0.239 Uiso 0.609(7) 1 calc PR L 2 C1YA C 1.4641(13) 1.2109(10) -0.0300(6) 0.085(3) Uani 0.609(7) 1 d PDU L 2 C2YA C 1.4222(13) 1.1281(10) -0.0418(6) 0.083(3) Uani 0.609(7) 1 d PDU L 2 H2Y1 H 1.4104 1.1037 -0.0875 0.100 Uiso 0.609(7) 1 calc PR L 2 C3YA C 1.3986(14) 1.0829(9) 0.0134(5) 0.069(3) Uani 0.609(7) 1 d PDU L 2 H3YA H 1.3732 1.0261 0.0059 0.082 Uiso 0.609(7) 1 calc PR L 2 C4YA C 1.4113(15) 1.1195(8) 0.0812(6) 0.061(3) Uani 0.609(7) 1 d PDU L 2 C5YA C 1.4481(10) 1.2035(8) 0.0921(6) 0.066(2) Uani 0.609(7) 1 d PDU L 2 H5YA H 1.4529 1.2309 0.1361 0.080 Uiso 0.609(7) 1 calc PR L 2 C6YA C 1.4770(9) 1.2447(8) 0.0368(6) 0.074(3) Uani 0.609(7) 1 d PDU L 2 C7YA C 1.3822(6) 1.0651(6) 0.1394(4) 0.0553(18) Uani 0.609(7) 1 d PDU L 2 H7YA H 1.4005 1.0047 0.1312 0.066 Uiso 0.609(7) 1 calc PR L 2 O3YA O 1.4406(3) 1.0891(4) 0.2080(2) 0.0564(14) Uani 0.609(7) 1 d PDU L 2 H3Y2 H 1.5008 1.0629 0.2182 0.085 Uiso 0.609(7) 1 calc PR L 2 N1YA N 1.2432(6) 1.0261(5) 0.1999(3) 0.0497(17) Uani 0.609(7) 1 d PDU L 2 H1Y2 H 1.2967 1.0052 0.2330 0.060 Uiso 0.609(7) 1 calc PR L 2 C8YA C 1.2664(9) 1.0706(9) 0.1374(7) 0.056(3) Uani 0.609(7) 1 d PDU L 2 H8Y3 H 1.2237 1.0441 0.0937 0.067 Uiso 0.609(7) 1 calc PR L 2 H8Y4 H 1.2440 1.1308 0.1378 0.067 Uiso 0.609(7) 1 calc PR L 2 C9YA C 1.1274(7) 1.0183(6) 0.2041(5) 0.047(2) Uani 0.609(7) 1 d PDU L 2 H9Y4 H 1.0925 1.0743 0.1979 0.070 Uiso 0.609(7) 1 calc PR L 2 H9Y5 H 1.1235 0.9953 0.2502 0.070 Uiso 0.609(7) 1 calc PR L 2 H9Y6 H 1.0890 0.9802 0.1669 0.070 Uiso 0.609(7) 1 calc PR L 2 O4 O 0.9913(2) 0.87427(19) 0.46104(13) 0.0452(6) Uani 1 1 d . . . C7 C 1.0865(3) 0.8680(3) 0.45740(18) 0.0435(9) Uani 1 1 d . . . O10 O 1.36089(19) 0.93613(19) 0.31754(12) 0.0412(6) Uani 1 1 d . . . O1 O 0.6397(2) 1.04640(18) 0.18173(13) 0.0408(6) Uani 1 1 d . . . O7 O 1.0116(2) 1.1095(2) 0.04132(14) 0.0519(8) Uani 1 1 d . . . O11 O 1.2248(2) 0.8271(2) 0.17244(15) 0.0580(8) Uani 1 1 d . . . O9 O 1.3059(2) 1.13307(19) 0.32219(15) 0.0493(6) Uani 1 1 d . . . O2 O 0.7775(2) 1.15113(19) 0.32533(14) 0.0462(6) Uani 1 1 d . . . N2 N 0.7192(3) 1.1563(2) 0.13177(17) 0.0424(7) Uani 1 1 d . . . O12 O 1.0538(2) 0.9066(2) 0.03040(15) 0.0581(8) Uani 1 1 d . . . O6 O 0.6965(2) 0.8510(2) 0.17910(16) 0.0518(7) Uani 1 1 d . . . O3 O 0.9519(2) 1.0726(2) 0.47327(13) 0.0482(7) Uani 1 1 d . . . N19 N 1.3254(2) 0.9457(2) 0.42792(15) 0.0417(7) Uani 1 1 d . . . N20 N 1.2815(2) 0.8277(2) 0.36704(15) 0.0394(7) Uani 1 1 d . . . C1 C 0.6757(3) 1.0767(3) 0.13324(17) 0.0383(8) Uani 1 1 d . . . N1 N 0.6786(3) 1.0376(2) 0.07069(16) 0.0450(7) Uani 1 1 d . . . N12 N 0.7170(3) 0.8873(3) 0.06738(19) 0.0517(8) Uani 1 1 d . . . C12 C 0.6342(3) 0.9538(3) 0.0556(2) 0.0523(10) Uani 1 1 d . . . H12A H 0.5932 0.9517 0.0058 0.063 Uiso 1 1 calc R . . H12B H 0.5811 0.9425 0.0855 0.063 Uiso 1 1 calc R . . O5 O 0.8487(3) 0.7441(2) 0.31380(19) 0.0590(8) Uani 1 1 d . . . N21 N 1.1882(3) 0.7497(2) 0.26582(17) 0.0444(7) Uani 1 1 d . . . N18 N 1.2864(3) 1.0955(2) 0.43294(17) 0.0438(7) Uani 1 1 d . . . C27 C 1.0757(3) 1.2576(3) 0.2139(2) 0.0487(9) Uani 1 1 d . . . C31 C 1.3255(3) 0.9060(2) 0.36593(17) 0.0355(7) Uani 1 1 d . . . N24 N 0.8628(3) 0.9117(3) 0.00558(17) 0.0582(10) Uani 1 1 d . . . N23 N 0.9484(3) 0.7959(3) 0.0544(2) 0.0561(9) Uani 1 1 d . . . C16 C 0.9745(3) 1.2987(2) 0.2956(2) 0.0442(8) Uani 1 1 d . . . H16 H 0.9736 1.3568 0.3161 0.053 Uiso 1 1 calc R . . O8 O 1.1527(2) 1.2418(3) 0.18652(17) 0.0586(8) Uani 1 1 d . . . C15 C 0.8963(3) 1.2916(3) 0.2227(2) 0.0451(8) Uani 1 1 d . . . H15 H 0.8643 1.3476 0.2047 0.054 Uiso 1 1 calc R . . N14 N 0.8699(3) 1.1831(3) 0.07379(17) 0.0490(8) Uani 1 1 d . . . C3 C 0.8351(3) 1.2011(3) 0.3008(2) 0.0398(8) Uani 1 1 d . . . N8 N 1.1307(3) 0.8019(2) 0.42553(17) 0.0440(7) Uani 1 1 d . . . N6 N 1.1423(3) 1.0739(3) 0.49789(16) 0.0484(8) Uani 1 1 d . . . C14 C 0.7530(3) 1.1732(3) 0.0666(2) 0.0470(9) Uani 1 1 d . . . H14 H 0.7113 1.2219 0.0405 0.056 Uiso 1 1 calc R . . N7A N 1.1707(3) 0.9228(3) 0.48415(15) 0.0465(8) Uani 1 1 d . . . N15 N 0.9659(3) 1.2557(2) 0.17885(17) 0.0464(8) Uani 1 1 d . . . N13 N 0.8331(3) 1.0611(3) 0.01745(15) 0.0509(9) Uani 1 1 d . . . C33 C 1.1669(4) 0.7790(3) 0.1968(2) 0.0476(9) Uani 1 1 d . . . C32 C 1.2912(3) 0.7653(3) 0.3146(2) 0.0419(8) Uani 1 1 d . . . H32A H 1.3458 0.7851 0.2882 0.050 Uiso 1 1 calc R . . H32B H 1.3187 0.7115 0.3384 0.050 Uiso 1 1 calc R . . N22 N 1.0673(3) 0.7445(3) 0.16207(18) 0.0509(8) Uani 1 1 d . . . N4 N 0.9324(3) 1.2347(2) 0.33707(17) 0.0435(7) Uani 1 1 d . . . N10 N 0.9195(3) 0.7034(2) 0.2184(2) 0.0485(8) Uani 1 1 d . . . C11 C 0.7351(3) 0.8378(3) 0.1264(2) 0.0466(9) Uani 1 1 d . . . N5 N 1.0529(3) 1.1849(2) 0.44460(17) 0.0468(8) Uani 1 1 d . . . N3 N 0.8138(3) 1.2331(2) 0.23485(17) 0.0442(7) Uani 1 1 d . . . C29 C 1.2689(3) 1.1442(3) 0.3734(2) 0.0444(9) Uani 1 1 d . . . N16 N 1.0804(3) 1.2780(2) 0.28179(19) 0.0475(8) Uani 1 1 d . . . N9 N 1.0344(3) 0.7259(2) 0.32123(19) 0.0481(8) Uani 1 1 d . . . C2 C 0.7115(3) 1.2197(3) 0.1842(2) 0.0442(9) Uani 1 1 d . . . H2A H 0.6875 1.2741 0.1601 0.053 Uiso 1 1 calc R . . H2B H 0.6545 1.2021 0.2094 0.053 Uiso 1 1 calc R . . N11 N 0.8020(3) 0.7735(3) 0.11753(19) 0.0516(9) Uani 1 1 d . . . C5 C 1.0398(3) 1.1057(3) 0.47119(18) 0.0431(9) Uani 1 1 d . . . C19 C 1.2772(3) 0.8932(3) 0.47456(17) 0.0401(8) Uani 1 1 d . . . H19 H 1.3300 0.8835 0.5207 0.048 Uiso 1 1 calc R . . C26 C 0.9348(4) 1.2553(3) 0.1029(2) 0.0512(10) Uani 1 1 d . . . H26A H 0.8925 1.3075 0.0868 0.061 Uiso 1 1 calc R . . H26B H 1.0024 1.2566 0.0842 0.061 Uiso 1 1 calc R . . N17 N 1.1994(3) 1.2104(2) 0.38189(16) 0.0465(8) Uani 1 1 d . . . C13 C 0.7273(3) 1.0895(3) 0.02503(19) 0.0504(11) Uani 1 1 d . . . H13 H 0.6757 1.0986 -0.0217 0.061 Uiso 1 1 calc R . . C25 C 0.9151(3) 1.1168(3) 0.04483(17) 0.0418(9) Uani 1 1 d . . . C20 C 1.2490(3) 0.8091(3) 0.43256(19) 0.0411(8) Uani 1 1 d . . . H20 H 1.2899 0.7595 0.4578 0.049 Uiso 1 1 calc R . . C35 C 0.9647(3) 0.8745(3) 0.0308(2) 0.0515(11) Uani 1 1 d . . . C23 C 0.8344(4) 0.7757(3) 0.0518(2) 0.0558(11) Uani 1 1 d . . . H23 H 0.8107 0.7234 0.0234 0.067 Uiso 1 1 calc R . . C18 C 1.2312(3) 1.1267(3) 0.48519(19) 0.0462(9) Uani 1 1 d . . . H18 H 1.2846 1.1412 0.5301 0.055 Uiso 1 1 calc R . . C8 C 1.0668(3) 0.7272(3) 0.3983(2) 0.0490(9) Uani 1 1 d . . . H8A H 0.9997 0.7253 0.4176 0.059 Uiso 1 1 calc R . . H8B H 1.1108 0.6759 0.4147 0.059 Uiso 1 1 calc R . . C24 C 0.7752(3) 0.8563(3) 0.0153(2) 0.0536(11) Uani 1 1 d . . . H24 H 0.7235 0.8424 -0.0305 0.064 Uiso 1 1 calc R . . C10 C 0.8200(3) 0.7017(3) 0.1649(3) 0.0567(11) Uani 1 1 d . . . H10A H 0.7571 0.6978 0.1881 0.068 Uiso 1 1 calc R . . H10B H 0.8198 0.6495 0.1367 0.068 Uiso 1 1 calc R . . C6 C 1.1607(3) 0.9893(3) 0.53133(18) 0.0481(9) Uani 1 1 d . . . H6A H 1.2286 0.9913 0.5691 0.058 Uiso 1 1 calc R . . H6B H 1.0986 0.9762 0.5536 0.058 Uiso 1 1 calc R . . C17 C 1.1694(3) 1.2064(3) 0.4503(2) 0.0461(9) Uani 1 1 d . . . H17 H 1.1915 1.2588 0.4789 0.055 Uiso 1 1 calc R . . C34 C 1.0377(3) 0.7416(3) 0.0857(2) 0.0540(11) Uani 1 1 d . . . H34A H 1.1030 0.7573 0.0674 0.065 Uiso 1 1 calc R . . H34B H 1.0179 0.6825 0.0708 0.065 Uiso 1 1 calc R . . C9 C 0.9271(3) 0.7269(3) 0.2877(3) 0.0481(9) Uani 1 1 d . . . C28 C 1.1834(3) 1.2831(3) 0.3347(2) 0.0511(9) Uani 1 1 d . . . H28A H 1.2455 1.2865 0.3108 0.061 Uiso 1 1 calc R . . H28B H 1.1836 1.3356 0.3627 0.061 Uiso 1 1 calc R . . C36 C 0.8500(4) 0.9898(4) -0.02781(19) 0.0569(11) Uani 1 1 d . . . H36A H 0.7862 0.9868 -0.0685 0.068 Uiso 1 1 calc R . . H36B H 0.9162 1.0015 -0.0464 0.068 Uiso 1 1 calc R . . C30 C 1.3691(3) 1.0290(3) 0.4464(2) 0.0436(8) Uani 1 1 d . . . H30A H 1.4257 1.0415 0.4194 0.052 Uiso 1 1 calc R . . H30B H 1.4057 1.0297 0.4971 0.052 Uiso 1 1 calc R . . C4 C 0.9602(3) 1.2382(3) 0.4134(2) 0.0505(10) Uani 1 1 d . . . H4A H 0.9775 1.2976 0.4284 0.061 Uiso 1 1 calc R . . H4B H 0.8954 1.2204 0.4313 0.061 Uiso 1 1 calc R . . C21 C 1.1056(3) 0.6923(3) 0.2785(2) 0.0460(9) Uani 1 1 d . . . H21 H 1.1377 0.6362 0.2964 0.055 Uiso 1 1 calc R . . C22 C 1.0259(3) 0.6842(3) 0.2051(3) 0.0534(10) Uani 1 1 d . . . H22 H 1.0274 0.6254 0.1860 0.064 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 O1W 0.086(3) 0.113(4) 0.070(2) 0.025(3) 0.031(2) -0.004(3) O2W 0.024(3) 0.027(3) 0.015(3) 0.008(2) 0.014(2) 0.008(2) O5W 0.041(5) 0.076(7) 0.170(14) 0.059(8) 0.035(7) 0.013(5) O2WA 0.074(6) 0.119(9) 0.108(7) 0.049(6) 0.015(5) -0.015(6) O5WA 0.091(7) 0.034(3) 0.089(5) 0.035(3) -0.020(4) -0.015(3) O3W 0.092(7) 0.044(4) 0.086(5) -0.009(3) 0.033(5) -0.026(5) O3WA 0.103(9) 0.034(3) 0.036(4) 0.010(3) 0.036(5) -0.004(5) O4W 0.089(5) 0.058(3) 0.067(3) 0.024(2) -0.015(3) -0.026(3) O15W 0.095(5) 0.284(16) 0.102(6) -0.091(8) -0.018(4) 0.049(7) O7W 0.188(8) 0.104(5) 0.143(6) -0.093(5) 0.093(6) -0.021(5) O4WA 0.078(12) 0.028(5) 0.031(6) 0.000(4) 0.034(8) -0.016(7) O15A 0.26(4) 0.078(13) 0.18(3) -0.029(15) 0.17(3) 0.012(17) O6W 0.082(8) 0.060(6) 0.31(2) -0.119(9) -0.065(11) 0.025(6) O6WA 0.067(9) 0.053(8) 0.160(16) -0.068(10) -0.028(11) 0.026(8) O9W 0.100(4) 0.069(2) 0.241(7) -0.016(4) 0.067(4) -0.002(2) O10W 0.127(9) 0.285(18) 0.310(19) -0.209(16) 0.150(12) -0.147(11) O10A 0.140(19) 0.22(3) 0.111(14) 0.121(17) -0.020(13) -0.089(18) O11W 0.138(4) 0.151(5) 0.146(4) 0.080(4) 0.103(4) 0.046(4) O12W 0.247(9) 0.162(7) 0.273(10) 0.030(8) 0.189(9) 0.056(7) O14W 0.212(10) 0.80(4) 0.088(5) 0.108(12) -0.036(6) -0.179(18) O18W 0.107(7) 0.34(3) 0.099(7) -0.062(10) 0.060(5) 0.002(10) O17A 0.062(6) 0.177(13) 0.071(6) -0.020(7) 0.051(5) -0.047(7) O16W 0.133(8) 0.103(7) 0.049(4) -0.021(5) -0.018(4) 0.020(6) O1X 0.052(4) 0.103(7) 0.070(6) 0.041(6) 0.017(4) 0.012(6) O2X 0.051(4) 0.056(4) 0.108(6) 0.044(4) 0.019(3) 0.002(3) C1X 0.037(6) 0.077(9) 0.049(6) 0.025(5) 0.007(6) -0.003(8) C2X 0.029(6) 0.056(7) 0.055(7) 0.017(5) -0.010(6) -0.007(6) C3X 0.025(9) 0.057(5) 0.039(6) 0.010(4) -0.017(5) -0.009(4) C4X 0.013(4) 0.039(5) 0.038(4) 0.016(3) -0.004(3) 0.010(4) C5X 0.028(5) 0.046(6) 0.050(5) -0.004(4) 0.016(4) -0.006(4) C6X 0.028(4) 0.063(7) 0.048(5) 0.000(5) 0.009(4) 0.006(6) C7X 0.028(5) 0.063(6) 0.031(4) 0.035(5) -0.012(3) -0.001(4) O3X 0.004(2) 0.046(3) 0.045(3) 0.012(2) 0.0028(18) 0.002(2) N1X 0.038(4) 0.047(9) 0.050(6) 0.013(6) 0.022(4) 0.022(4) C8X 0.024(5) 0.037(5) 0.048(8) 0.000(5) 0.015(5) 0.013(4) C9X 0.026(5) 0.027(6) 0.068(8) 0.001(4) 0.001(4) 0.008(4) C1XA 0.032(5) 0.078(8) 0.036(5) 0.019(5) 0.000(4) 0.006(7) C2XA 0.028(6) 0.052(7) 0.047(5) 0.011(4) -0.006(5) -0.008(5) C3XA 0.012(6) 0.057(5) 0.028(4) 0.007(3) -0.009(4) 0.002(3) C4XA 0.034(7) 0.047(6) 0.060(6) -0.002(4) 0.009(5) 0.003(5) C5XA 0.043(8) 0.064(8) 0.053(5) -0.005(5) -0.001(4) -0.007(6) C6XA 0.042(6) 0.075(8) 0.037(4) -0.014(5) 0.005(3) 0.011(7) O1XA 0.061(5) 0.120(8) 0.047(4) 0.037(5) 0.009(3) 0.001(6) O3XA 0.106(10) 0.141(11) 0.279(19) 0.121(12) 0.068(11) 0.070(9) N1XA 0.022(4) 0.031(5) 0.042(4) 0.000(3) 0.010(3) -0.005(4) C7XA 0.032(4) 0.062(5) 0.055(5) -0.018(4) 0.018(4) -0.018(4) C8XA 0.036(5) 0.068(9) 0.023(5) 0.014(5) -0.007(4) -0.003(5) C9XA 0.041(6) 0.053(11) 0.039(5) 0.005(5) 0.016(4) 0.003(6) O2XA 0.091(5) 0.153(8) 0.052(4) -0.028(4) 0.012(3) -0.010(5) O17W 0.141(10) 0.086(6) 0.121(9) 0.041(6) 0.091(8) 0.047(7) O17B 0.104(14) 0.118(15) 0.143(17) -0.046(14) 0.054(13) 0.020(12) O16A 1.20(11) 0.123(12) 0.167(17) 0.014(11) 0.25(4) 0.27(3) O1Y 0.076(7) 0.134(9) 0.159(14) 0.092(10) 0.035(8) 0.039(6) O2Y 0.109(9) 0.32(2) 0.071(6) 0.041(8) 0.037(6) 0.123(12) C1Y 0.054(9) 0.135(9) 0.136(13) 0.084(9) 0.016(13) 0.028(9) C2Y 0.030(10) 0.156(11) 0.073(7) 0.056(7) 0.005(6) 0.029(10) C3Y 0.014(6) 0.126(10) 0.092(9) 0.002(8) 0.033(7) 0.002(7) C4Y 0.027(6) 0.072(7) 0.079(8) 0.024(6) 0.010(6) 0.006(6) C5Y 0.068(13) 0.075(7) 0.083(8) 0.028(6) -0.012(7) 0.012(7) C6Y 0.039(8) 0.081(8) 0.136(11) 0.049(7) 0.007(8) 0.000(7) C7Y 0.055(6) 0.091(7) 0.060(6) 0.001(5) 0.012(5) -0.019(5) O3Y 0.057(5) 0.075(6) 0.157(11) 0.054(7) 0.045(6) 0.008(5) N1Y 0.072(8) 0.079(9) 0.110(11) 0.026(8) 0.043(8) 0.007(7) C8Y 0.039(6) 0.043(7) 0.074(10) -0.003(7) 0.017(6) -0.017(5) C9Y 0.089(11) 0.115(18) 0.100(13) -0.025(11) 0.077(11) -0.034(11) O1YA 0.054(4) 0.188(10) 0.087(5) 0.072(6) 0.024(4) 0.024(5) O2YA 0.112(7) 0.131(7) 0.191(11) 0.058(6) -0.059(7) -0.030(6) C1YA 0.033(5) 0.159(9) 0.066(5) 0.054(5) 0.017(5) 0.031(7) C2YA 0.037(8) 0.145(8) 0.068(5) 0.026(5) 0.014(5) 0.026(6) C3YA 0.048(7) 0.106(7) 0.046(4) 0.002(4) -0.002(4) 0.016(5) C4YA 0.051(8) 0.080(6) 0.055(4) 0.000(4) 0.017(4) 0.019(4) C5YA 0.038(5) 0.101(6) 0.059(4) 0.009(4) 0.007(4) 0.003(4) C6YA 0.041(5) 0.110(6) 0.074(6) 0.034(5) 0.015(5) 0.038(4) C7YA 0.038(3) 0.072(5) 0.050(3) 0.008(3) -0.003(3) 0.004(3) O3YA 0.036(2) 0.088(3) 0.043(2) 0.010(2) 0.0053(16) 0.009(2) N1YA 0.056(3) 0.054(4) 0.033(3) -0.013(3) -0.004(2) 0.018(3) C8YA 0.048(5) 0.064(7) 0.051(5) -0.001(5) 0.004(4) 0.021(5) C9YA 0.049(4) 0.036(3) 0.041(4) 0.006(3) -0.018(3) -0.004(3) O4 0.0405(14) 0.0623(17) 0.0380(13) 0.0141(12) 0.0199(10) 0.0095(12) C7 0.045(2) 0.059(2) 0.0263(16) 0.0158(16) 0.0084(13) 0.0073(17) O10 0.0310(12) 0.0591(16) 0.0357(12) 0.0023(11) 0.0125(9) -0.0002(11) O1 0.0330(12) 0.0499(14) 0.0407(13) 0.0035(11) 0.0107(10) 0.0080(11) O7 0.0352(13) 0.083(2) 0.0381(13) 0.0199(14) 0.0089(10) 0.0086(14) O11 0.0437(15) 0.089(2) 0.0446(15) -0.0043(16) 0.0174(12) -0.0102(16) O9 0.0542(16) 0.0476(15) 0.0472(15) -0.0052(12) 0.0141(12) -0.0030(13) O2 0.0449(14) 0.0608(17) 0.0362(13) -0.0003(12) 0.0160(11) -0.0004(13) N2 0.0367(16) 0.0503(18) 0.0421(16) 0.0051(14) 0.0125(13) 0.0025(14) O12 0.0403(15) 0.085(2) 0.0520(16) -0.0054(16) 0.0174(12) 0.0050(15) O6 0.0386(14) 0.0648(18) 0.0553(16) -0.0109(15) 0.0171(12) -0.0044(13) O3 0.0455(15) 0.0649(17) 0.0355(12) -0.0083(12) 0.0119(10) 0.0084(13) N19 0.0348(15) 0.0597(19) 0.0303(14) 0.0022(14) 0.0070(11) 0.0043(14) N20 0.0380(16) 0.0485(17) 0.0342(15) 0.0012(13) 0.0132(12) 0.0040(13) C1 0.0237(15) 0.057(2) 0.0340(17) 0.0049(16) 0.0057(12) 0.0075(15) N1 0.0398(16) 0.062(2) 0.0330(14) -0.0065(15) 0.0071(12) -0.0013(15) N12 0.0368(16) 0.064(2) 0.0507(19) -0.0145(18) 0.0024(14) -0.0003(16) C12 0.0349(19) 0.069(3) 0.047(2) -0.013(2) -0.0039(15) 0.0026(18) O5 0.0445(16) 0.0611(18) 0.075(2) -0.0078(16) 0.0215(14) 0.0038(14) N21 0.0401(17) 0.0465(17) 0.0455(17) -0.0030(14) 0.0071(13) -0.0010(14) N18 0.0391(16) 0.0542(19) 0.0382(15) -0.0112(14) 0.0092(12) 0.0015(14) C27 0.043(2) 0.048(2) 0.056(2) 0.0079(18) 0.0148(18) -0.0004(17) C31 0.0234(14) 0.0483(19) 0.0337(16) -0.0028(15) 0.0037(12) 0.0056(14) N24 0.0380(17) 0.099(3) 0.0367(16) -0.0116(19) 0.0058(13) 0.0113(18) N23 0.0372(17) 0.066(2) 0.065(2) -0.024(2) 0.0108(15) 0.0017(17) C16 0.0399(19) 0.0339(17) 0.059(2) -0.0012(16) 0.0126(16) 0.0036(15) O8 0.0375(15) 0.085(2) 0.0578(17) 0.0015(16) 0.0201(13) -0.0072(15) C15 0.0393(19) 0.0377(18) 0.061(2) 0.0012(17) 0.0162(16) -0.0010(15) N14 0.0351(17) 0.075(2) 0.0382(16) 0.0094(16) 0.0117(12) 0.0021(16) C3 0.0349(18) 0.0456(19) 0.0408(18) -0.0032(16) 0.0125(14) 0.0048(15) N8 0.0395(16) 0.0476(17) 0.0450(17) 0.0125(14) 0.0100(13) 0.0071(14) N6 0.0433(17) 0.063(2) 0.0361(15) -0.0033(15) 0.0038(12) 0.0002(15) C14 0.0306(18) 0.074(3) 0.0375(18) 0.0143(19) 0.0089(14) 0.0056(17) N7A 0.0360(16) 0.071(2) 0.0326(15) -0.0021(15) 0.0083(12) 0.0012(16) N15 0.0435(17) 0.0496(19) 0.0479(18) 0.0038(15) 0.0140(14) 0.0015(15) N13 0.0377(16) 0.086(3) 0.0276(14) -0.0055(16) 0.0050(11) 0.0129(17) C33 0.045(2) 0.058(2) 0.043(2) -0.0128(18) 0.0169(16) -0.0011(19) C32 0.0298(17) 0.050(2) 0.0461(19) -0.0066(17) 0.0088(14) 0.0011(14) N22 0.0435(18) 0.065(2) 0.0437(17) -0.0171(16) 0.0094(14) -0.0013(17) N4 0.0379(16) 0.0523(18) 0.0443(16) -0.0110(14) 0.0176(13) -0.0059(14) N10 0.0370(16) 0.0398(16) 0.068(2) -0.0069(16) 0.0104(14) -0.0041(13) C11 0.0319(18) 0.057(2) 0.048(2) -0.0186(19) 0.0035(15) -0.0072(17) N5 0.0395(17) 0.0542(19) 0.0444(17) -0.0137(15) 0.0046(13) 0.0038(15) N3 0.0371(16) 0.0487(17) 0.0485(17) 0.0026(14) 0.0131(13) -0.0029(14) C29 0.0382(19) 0.052(2) 0.0417(19) -0.0108(17) 0.0062(15) -0.0012(16) N16 0.0420(17) 0.0506(18) 0.0524(19) 0.0079(15) 0.0159(14) 0.0014(15) N9 0.0378(17) 0.0461(18) 0.061(2) -0.0023(16) 0.0134(15) 0.0006(14) C2 0.041(2) 0.049(2) 0.0446(19) 0.0027(17) 0.0136(16) 0.0126(16) N11 0.0370(17) 0.063(2) 0.0527(19) -0.0161(17) 0.0052(14) 0.0046(15) C5 0.043(2) 0.058(2) 0.0295(16) -0.0099(16) 0.0115(13) -0.0003(17) C19 0.0330(16) 0.058(2) 0.0264(15) 0.0060(15) 0.0015(12) 0.0084(16) C26 0.055(2) 0.056(2) 0.048(2) 0.0191(19) 0.0233(18) 0.0122(19) N17 0.0486(18) 0.0524(19) 0.0377(15) -0.0110(14) 0.0078(13) -0.0009(15) C13 0.0339(18) 0.088(3) 0.0290(16) 0.0072(19) 0.0065(13) 0.0065(19) C25 0.0332(17) 0.072(3) 0.0223(14) 0.0117(16) 0.0098(12) 0.0105(17) C20 0.0396(19) 0.051(2) 0.0342(17) 0.0112(16) 0.0111(14) 0.0127(16) C35 0.041(2) 0.078(3) 0.0351(18) -0.024(2) 0.0081(14) 0.012(2) C23 0.042(2) 0.071(3) 0.052(2) -0.030(2) 0.0039(17) -0.006(2) C18 0.0356(17) 0.069(2) 0.0317(16) -0.0121(18) 0.0017(13) 0.0030(17) C8 0.0363(19) 0.058(2) 0.055(2) 0.0116(19) 0.0160(16) -0.0037(17) C24 0.0385(19) 0.078(3) 0.041(2) -0.026(2) 0.0020(15) 0.0010(19) C10 0.036(2) 0.056(2) 0.079(3) -0.018(2) 0.0150(19) -0.0087(18) C6 0.0449(19) 0.074(3) 0.0260(15) -0.0030(17) 0.0097(13) 0.0059(19) C17 0.041(2) 0.057(2) 0.0399(19) -0.0210(18) 0.0084(15) -0.0006(17) C34 0.042(2) 0.073(3) 0.047(2) -0.025(2) 0.0099(16) 0.007(2) C9 0.0338(19) 0.0424(19) 0.068(3) -0.0030(18) 0.0108(17) -0.0033(15) C28 0.048(2) 0.042(2) 0.059(2) -0.0103(18) 0.0051(18) -0.0085(17) C36 0.048(2) 0.098(3) 0.0258(16) -0.001(2) 0.0097(14) 0.012(2) C30 0.0281(17) 0.059(2) 0.0431(18) -0.0123(17) 0.0074(13) -0.0023(16) C4 0.047(2) 0.059(2) 0.045(2) -0.0162(19) 0.0106(16) 0.0066(19) C21 0.044(2) 0.0381(18) 0.059(2) -0.0031(17) 0.0177(17) 0.0004(16) C22 0.042(2) 0.053(2) 0.065(3) -0.021(2) 0.0123(19) -0.0027(18) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 O6WA O6WB 0.95(3) . ? O8WA O8WB 0.843(15) . ? O10W O10A 1.35(2) . ? O1X C1X 1.369(17) . ? O2X C2X 1.413(16) . ? C1X C2X 1.376(12) . ? C1X C6X 1.384(11) . ? C2X C3X 1.407(12) . ? C3X C4X 1.363(11) . ? C4X C5X 1.404(11) . ? C4X C7X 1.542(12) . ? C5X C6X 1.378(11) . ? C7X C8X 1.424(16) . ? C7X O3X 1.441(13) . ? N1X C9X 1.443(17) . ? N1X C8X 1.492(17) . ? C1XA C2XA 1.381(10) . ? C1XA O1XA 1.381(15) . ? C1XA C6XA 1.384(11) . ? C2XA C3XA 1.403(10) . ? C3XA C4XA 1.370(12) . ? C4XA C5XA 1.403(11) . ? C4XA C7XA 1.501(19) . ? C5XA C6XA 1.384(11) . ? C6XA O2XA 1.412(14) . ? O3XA C7XA 1.42(2) . ? N1XA C8XA 1.514(18) . ? N1XA C9XA 1.581(19) . ? C7XA C8XA 1.586(19) . ? O17W O17B 1.58(3) . ? O1Y C1Y 1.41(2) . ? O2Y C2Y 1.32(2) . ? C1Y C2Y 1.397(13) . ? C1Y C6Y 1.411(13) . ? C2Y C3Y 1.386(13) . ? C3Y C4Y 1.413(12) . ? C4Y C5Y 1.392(12) . ? C4Y C7Y 1.527(13) . ? C5Y C6Y 1.393(12) . ? C7Y C8Y 1.429(16) . ? C7Y O3Y 1.485(14) . ? N1Y C9Y 1.476(13) . ? N1Y C8Y 1.486(14) . ? O1YA C1YA 1.331(13) . ? O2YA C6YA 1.408(18) . ? C1YA C6YA 1.381(11) . ? C1YA C2YA 1.405(12) . ? C2YA C3YA 1.377(11) . ? C3YA C4YA 1.417(10) . ? C4YA C5YA 1.403(11) . ? C4YA C7YA 1.528(10) . ? C5YA C6YA 1.374(10) . ? C7YA O3YA 1.422(9) . ? C7YA C8YA 1.438(11) . ? N1YA C9YA 1.468(10) . ? N1YA C8YA 1.489(11) . ? O4 C7 1.207(5) . ? C7 N7A 1.370(6) . ? C7 N8 1.389(5) . ? O10 C31 1.222(4) . ? O1 C1 1.229(4) . ? O7 C25 1.224(4) . ? O11 C33 1.214(5) . ? O9 C29 1.202(5) . ? O2 C3 1.232(5) . ? N2 C1 1.370(6) . ? N2 C14 1.448(5) . ? N2 C2 1.448(5) . ? O12 C35 1.222(6) . ? O6 C11 1.245(5) . ? O3 C5 1.222(5) . ? N19 C31 1.360(5) . ? N19 C30 1.437(5) . ? N19 C19 1.455(5) . ? N20 C31 1.354(5) . ? N20 C32 1.444(5) . ? N20 C20 1.452(5) . ? C1 N1 1.373(5) . ? N1 C12 1.438(6) . ? N1 C13 1.439(5) . ? N12 C11 1.366(6) . ? N12 C12 1.453(6) . ? N12 C24 1.458(5) . ? O5 C9 1.229(5) . ? N21 C33 1.389(5) . ? N21 C21 1.434(5) . ? N21 C32 1.436(5) . ? N18 C29 1.367(6) . ? N18 C18 1.437(5) . ? N18 C30 1.451(5) . ? C27 O8 1.223(5) . ? C27 N16 1.349(6) . ? C27 N15 1.387(5) . ? N24 C36 1.385(7) . ? N24 C35 1.386(5) . ? N24 C24 1.443(7) . ? N23 C35 1.352(7) . ? N23 C34 1.429(6) . ? N23 C23 1.445(6) . ? C16 N16 1.442(5) . ? C16 N4 1.461(5) . ? C16 C15 1.537(6) . ? C15 N3 1.439(5) . ? C15 N15 1.460(5) . ? N14 C25 1.368(6) . ? N14 C26 1.438(6) . ? N14 C14 1.440(5) . ? C3 N3 1.350(5) . ? C3 N4 1.367(5) . ? N8 C8 1.453(6) . ? N8 C20 1.455(5) . ? N6 C5 1.361(5) . ? N6 C18 1.450(6) . ? N6 C6 1.481(6) . ? C14 C13 1.545(7) . ? N7A C6 1.418(5) . ? N7A C19 1.457(5) . ? N15 C26 1.443(5) . ? N13 C25 1.363(6) . ? N13 C13 1.431(5) . ? N13 C36 1.472(6) . ? C33 N22 1.385(6) . ? N22 C22 1.438(6) . ? N22 C34 1.451(5) . ? N4 C4 1.450(5) . ? N10 C9 1.381(6) . ? N10 C10 1.430(5) . ? N10 C22 1.439(5) . ? C11 N11 1.348(5) . ? N5 C5 1.376(6) . ? N5 C4 1.448(5) . ? N5 C17 1.469(5) . ? N3 C2 1.441(5) . ? C29 N17 1.389(5) . ? N16 C28 1.457(5) . ? N9 C9 1.350(5) . ? N9 C21 1.447(5) . ? N9 C8 1.464(5) . ? N11 C23 1.427(6) . ? N11 C10 1.445(7) . ? C19 C20 1.555(6) . ? N17 C28 1.455(6) . ? N17 C17 1.464(5) . ? C23 C24 1.560(7) . ? C18 C17 1.550(6) . ? C21 C22 1.553(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1X C1X C2X 121.1(13) . . ? O1X C1X C6X 118.8(12) . . ? C2X C1X C6X 120.1(11) . . ? C1X C2X C3X 120.4(11) . . ? C1X C2X O2X 120.3(12) . . ? C3X C2X O2X 119.3(12) . . ? C4X C3X C2X 119.3(13) . . ? C3X C4X C5X 117.5(10) . . ? C3X C4X C7X 121.6(13) . . ? C5X C4X C7X 118.8(12) . . ? C6X C5X C4X 121.7(11) . . ? C5X C6X C1X 118.4(11) . . ? C8X C7X O3X 110.0(11) . . ? C8X C7X C4X 115.6(12) . . ? O3X C7X C4X 105.1(11) . . ? C9X N1X C8X 115.8(17) . . ? C7X C8X N1X 108.9(13) . . ? C2XA C1XA O1XA 117.4(11) . . ? C2XA C1XA C6XA 119.6(9) . . ? O1XA C1XA C6XA 122.6(11) . . ? C1XA C2XA C3XA 119.4(10) . . ? C4XA C3XA C2XA 120.7(10) . . ? C3XA C4XA C5XA 117.1(12) . . ? C3XA C4XA C7XA 117.4(14) . . ? C5XA C4XA C7XA 120.8(13) . . ? C6XA C5XA C4XA 120.4(12) . . ? C5XA C6XA C1XA 119.7(10) . . ? C5XA C6XA O2XA 119.2(12) . . ? C1XA C6XA O2XA 120.7(12) . . ? C8XA N1XA C9XA 106.2(14) . . ? O3XA C7XA C4XA 121.1(14) . . ? O3XA C7XA C8XA 100.2(13) . . ? C4XA C7XA C8XA 107.4(14) . . ? N1XA C8XA C7XA 107.3(11) . . ? C2Y C1Y O1Y 136(2) . . ? C2Y C1Y C6Y 116.3(14) . . ? O1Y C1Y C6Y 107.6(19) . . ? O2Y C2Y C3Y 105(2) . . ? O2Y C2Y C1Y 130(2) . . ? C3Y C2Y C1Y 122.4(15) . . ? C2Y C3Y C4Y 119.3(14) . . ? C5Y C4Y C3Y 118.2(12) . . ? C5Y C4Y C7Y 124.5(13) . . ? C3Y C4Y C7Y 115.5(13) . . ? C4Y C5Y C6Y 120.2(14) . . ? C5Y C6Y C1Y 122.0(15) . . ? C8Y C7Y O3Y 108.0(12) . . ? C8Y C7Y C4Y 117.2(13) . . ? O3Y C7Y C4Y 108.0(13) . . ? C9Y N1Y C8Y 117.5(14) . . ? C7Y C8Y N1Y 108.9(14) . . ? O1YA C1YA C6YA 118.3(13) . . ? O1YA C1YA C2YA 123.4(11) . . ? C6YA C1YA C2YA 118.3(10) . . ? C3YA C2YA C1YA 119.3(10) . . ? C2YA C3YA C4YA 121.2(11) . . ? C5YA C4YA C3YA 119.4(9) . . ? C5YA C4YA C7YA 122.8(9) . . ? C3YA C4YA C7YA 117.9(9) . . ? C6YA C5YA C4YA 117.5(9) . . ? C5YA C6YA C1YA 124.1(10) . . ? C5YA C6YA O2YA 111.9(12) . . ? C1YA C6YA O2YA 123.6(12) . . ? O3YA C7YA C8YA 108.0(8) . . ? O3YA C7YA C4YA 113.0(8) . . ? C8YA C7YA C4YA 110.5(9) . . ? C9YA N1YA C8YA 117.2(6) . . ? C7YA C8YA N1YA 109.1(8) . . ? O4 C7 N7A 127.2(4) . . ? O4 C7 N8 125.5(4) . . ? N7A C7 N8 107.2(3) . . ? C1 N2 C14 112.4(4) . . ? C1 N2 C2 121.9(3) . . ? C14 N2 C2 124.7(4) . . ? C31 N19 C30 124.6(3) . . ? C31 N19 C19 112.0(3) . . ? C30 N19 C19 123.4(3) . . ? C31 N20 C32 120.8(3) . . ? C31 N20 C20 113.1(3) . . ? C32 N20 C20 124.7(3) . . ? O1 C1 N2 125.9(4) . . ? O1 C1 N1 126.5(4) . . ? N2 C1 N1 107.7(3) . . ? C1 N1 C12 120.6(4) . . ? C1 N1 C13 113.1(4) . . ? C12 N1 C13 126.4(3) . . ? C11 N12 C12 121.5(4) . . ? C11 N12 C24 112.4(4) . . ? C12 N12 C24 125.4(4) . . ? N1 C12 N12 113.8(3) . . ? C33 N21 C21 112.8(3) . . ? C33 N21 C32 122.1(3) . . ? C21 N21 C32 124.3(3) . . ? C29 N18 C18 113.4(3) . . ? C29 N18 C30 122.1(3) . . ? C18 N18 C30 123.5(3) . . ? O8 C27 N16 127.6(4) . . ? O8 C27 N15 124.4(4) . . ? N16 C27 N15 108.0(3) . . ? O10 C31 N20 125.7(3) . . ? O10 C31 N19 125.3(4) . . ? N20 C31 N19 108.9(3) . . ? C36 N24 C35 122.9(4) . . ? C36 N24 C24 126.1(4) . . ? C35 N24 C24 110.9(4) . . ? C35 N23 C34 122.2(4) . . ? C35 N23 C23 114.3(4) . . ? C34 N23 C23 123.2(5) . . ? N16 C16 N4 113.8(3) . . ? N16 C16 C15 103.2(3) . . ? N4 C16 C15 103.2(3) . . ? N3 C15 N15 112.8(3) . . ? N3 C15 C16 102.9(3) . . ? N15 C15 C16 103.4(3) . . ? C25 N14 C26 121.4(3) . . ? C25 N14 C14 112.3(4) . . ? C26 N14 C14 126.2(4) . . ? O2 C3 N3 126.9(4) . . ? O2 C3 N4 125.0(3) . . ? N3 C3 N4 108.0(3) . . ? C7 N8 C8 122.1(3) . . ? C7 N8 C20 113.2(3) . . ? C8 N8 C20 124.0(3) . . ? C5 N6 C18 114.3(4) . . ? C5 N6 C6 122.6(4) . . ? C18 N6 C6 122.9(3) . . ? N14 C14 N2 114.9(3) . . ? N14 C14 C13 103.3(3) . . ? N2 C14 C13 103.6(4) . . ? C7 N7A C6 122.8(3) . . ? C7 N7A C19 113.0(3) . . ? C6 N7A C19 122.3(3) . . ? C27 N15 C26 120.9(4) . . ? C27 N15 C15 110.7(3) . . ? C26 N15 C15 122.9(3) . . ? C25 N13 C13 112.7(4) . . ? C25 N13 C36 122.1(3) . . ? C13 N13 C36 124.0(4) . . ? O11 C33 N22 126.9(4) . . ? O11 C33 N21 125.8(4) . . ? N22 C33 N21 107.3(4) . . ? N21 C32 N20 112.4(3) . . ? C33 N22 C22 112.0(4) . . ? C33 N22 C34 120.5(4) . . ? C22 N22 C34 122.3(4) . . ? C3 N4 C4 121.7(3) . . ? C3 N4 C16 111.7(3) . . ? C4 N4 C16 120.5(4) . . ? C9 N10 C10 125.1(3) . . ? C9 N10 C22 111.6(3) . . ? C10 N10 C22 123.2(4) . . ? O6 C11 N11 126.5(4) . . ? O6 C11 N12 125.3(4) . . ? N11 C11 N12 108.2(4) . . ? C5 N5 C4 122.3(4) . . ? C5 N5 C17 112.3(3) . . ? C4 N5 C17 125.4(4) . . ? C3 N3 C15 113.6(3) . . ? C3 N3 C2 123.5(3) . . ? C15 N3 C2 122.4(3) . . ? O9 C29 N18 127.1(4) . . ? O9 C29 N17 125.0(4) . . ? N18 C29 N17 107.8(3) . . ? C27 N16 C16 113.4(3) . . ? C27 N16 C28 123.0(3) . . ? C16 N16 C28 123.6(4) . . ? C9 N9 C21 113.2(4) . . ? C9 N9 C8 120.8(4) . . ? C21 N9 C8 122.1(3) . . ? N3 C2 N2 113.3(3) . . ? C11 N11 C23 113.8(4) . . ? C11 N11 C10 121.3(4) . . ? C23 N11 C10 123.9(4) . . ? O3 C5 N6 126.9(4) . . ? O3 C5 N5 125.7(4) . . ? N6 C5 N5 107.3(3) . . ? N19 C19 N7A 114.4(3) . . ? N19 C19 C20 103.5(3) . . ? N7A C19 C20 103.7(3) . . ? N14 C26 N15 113.9(3) . . ? C29 N17 C28 121.2(3) . . ? C29 N17 C17 111.7(3) . . ? C28 N17 C17 125.6(4) . . ? N13 C13 N1 114.3(4) . . ? N13 C13 C14 103.5(3) . . ? N1 C13 C14 103.2(3) . . ? O7 C25 N13 125.2(4) . . ? O7 C25 N14 126.6(4) . . ? N13 C25 N14 108.2(3) . . ? N20 C20 N8 114.1(3) . . ? N20 C20 C19 102.5(3) . . ? N8 C20 C19 102.8(3) . . ? O12 C35 N23 126.0(4) . . ? O12 C35 N24 125.7(5) . . ? N23 C35 N24 108.3(4) . . ? N11 C23 N23 116.7(4) . . ? N11 C23 C24 103.2(4) . . ? N23 C23 C24 101.3(4) . . ? N18 C18 N6 115.5(4) . . ? N18 C18 C17 103.7(3) . . ? N6 C18 C17 102.5(3) . . ? N8 C8 N9 112.8(3) . . ? N24 C24 N12 113.4(4) . . ? N24 C24 C23 105.0(3) . . ? N12 C24 C23 102.3(4) . . ? N10 C10 N11 115.8(4) . . ? N7A C6 N6 114.1(3) . . ? N17 C17 N5 113.0(3) . . ? N17 C17 C18 103.4(3) . . ? N5 C17 C18 103.4(3) . . ? N23 C34 N22 114.4(3) . . ? O5 C9 N9 126.5(4) . . ? O5 C9 N10 125.2(4) . . ? N9 C9 N10 108.3(4) . . ? N17 C28 N16 112.2(3) . . ? N24 C36 N13 114.5(3) . . ? N19 C30 N18 113.7(3) . . ? N5 C4 N4 113.2(3) . . ? N21 C21 N9 115.1(3) . . ? N21 C21 C22 103.3(3) . . ? N9 C21 C22 102.2(3) . . ? N22 C22 N10 115.5(4) . . ? N22 C22 C21 104.1(3) . . ? N10 C22 C21 104.0(3) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 71.45 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.865 _refine_diff_density_min -0.390 _refine_diff_density_rms 0.085 data_q6_epi_5mhcl _database_code_depnum_ccdc_archive 'CCDC 908049' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'cucurbit(6)uril/dimerized adrenaline inclusion complex' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C72 H134 Cl6 N28 O44' _chemical_formula_weight 2308.9 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' O O 0.0106 0.0060 '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' 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 12.7909(2) _cell_length_b 14.3424(2) _cell_length_c 15.1838(3) _cell_angle_alpha 79.1383(10) _cell_angle_beta 72.6759(10) _cell_angle_gamma 73.2359(10) _cell_volume 2530.04(7) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9874 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 27.88 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.526 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 0.275 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8978 _exptl_absorpt_correction_T_max 0.9470 _exptl_absorpt_process_details 'DENZO and SCALEPACK (Otwinowski & Minor 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaApexII _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8.3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36319 _diffrn_reflns_av_R_equivalents 0.0216 _diffrn_reflns_av_sigmaI/netI 0.0332 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.77 _diffrn_reflns_theta_max 27.88 _reflns_number_total 11915 _reflns_number_gt 10060 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Collect data collection software (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; The hydrogen atoms of water molecules and hydronium ion H3O+ located from a difference map were refined using DFIX command to restrain the O-H distances. 29 least-squares restraints were used in the refinement that corresponds to 28 distance restrained atomic sites. The relevant lines from the SHELXL.ins file are: dfix 0.84 o8w h8w1 o8w h8w2 o8w h8w3 dfix 0.84 o4w h4w1 o4w h4w2 dfix 0.84 o7w h7w1 o7w h7w2 dfix 0.84 o5w h5w1 o5w h5w2 dfix 0.84 o6w h6w1 o6w h6w2 dfix 0.84 o9w h9w1 o9w h9w2 dfix 0.84 o3w h3w1 o3w h3w2 dfix 0.84 o2w h2w1 o2w h2w2 dfix 0.84 o1w h1w1 o1w h1w2 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^ > 2\s(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^)+(0.0982P)^2^+7.4914P] 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 11915 _refine_ls_number_parameters 787 _refine_ls_number_restraints 19 _refine_ls_R_factor_all 0.0854 _refine_ls_R_factor_gt 0.0708 _refine_ls_wR_factor_ref 0.1952 _refine_ls_wR_factor_gt 0.1837 _refine_ls_goodness_of_fit_ref 0.962 _refine_ls_restrained_S_all 0.961 _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 Cl2 Cl 0.19557(6) 0.03340(5) 0.24237(5) 0.02688(17) Uani 1 1 d . . . O3X O 0.43997(18) 0.95347(14) 0.45434(14) 0.0220(4) Uani 1 1 d . . . H3X H 0.4165 0.9317 0.5100 0.033 Uiso 1 1 calc R . . O5X O 0.81902(19) 0.65655(17) -0.00320(15) 0.0278(5) Uani 1 1 d . . . H5X H 0.8043 0.7179 -0.0062 0.042 Uiso 1 1 calc R . . O1X O 0.41398(18) 0.60228(16) 0.49259(15) 0.0247(4) Uani 1 1 d . . . H1X H 0.4837 0.5934 0.4853 0.037 Uiso 1 1 calc R . . O4X O 0.86238(18) 0.46789(17) 0.05420(15) 0.0280(5) Uani 1 1 d . . . H4X H 0.8624 0.4083 0.0621 0.042 Uiso 1 1 calc R . . O2X O 0.47986(18) 1.01343(14) 0.27445(15) 0.0230(4) Uani 1 1 d . . . H2X H 0.4859 1.0271 0.2172 0.035 Uiso 1 1 calc R . . N2X N 0.2568(2) 0.82910(16) 0.16222(16) 0.0193(4) Uani 1 1 d . . . H2X1 H 0.2138 0.7886 0.2007 0.023 Uiso 1 1 calc R . . H2X2 H 0.2590 0.8744 0.1968 0.023 Uiso 1 1 calc R . . N1X N 0.23813(18) 0.55249(16) 0.46636(16) 0.0165(4) Uani 1 1 d . . . H1X1 H 0.2829 0.5072 0.4263 0.020 Uiso 1 1 calc R . . H1X2 H 0.2581 0.5338 0.5217 0.020 Uiso 1 1 calc R . . C13X C 0.5419(2) 0.64380(19) 0.15965(18) 0.0175(5) Uani 1 1 d . . . C3X C 0.4166(2) 0.79901(19) 0.42929(18) 0.0164(5) Uani 1 1 d . . . H3X1 H 0.4039 0.7766 0.4937 0.020 Uiso 1 1 calc R . . C7X C 0.3870(2) 0.64045(18) 0.40783(19) 0.0176(5) Uani 1 1 d . . . H7X H 0.4286 0.5921 0.3618 0.021 Uiso 1 1 calc R . . C6X C 0.4571(2) 0.86279(19) 0.24135(18) 0.0176(5) Uani 1 1 d . . . H6X H 0.4726 0.8847 0.1768 0.021 Uiso 1 1 calc R . . C1X C 0.4591(2) 0.92217(18) 0.30271(19) 0.0168(5) Uani 1 1 d . . . C12X C 0.6268(2) 0.6834(2) 0.09614(18) 0.0185(5) Uani 1 1 d . . . H12X H 0.6121 0.7519 0.0774 0.022 Uiso 1 1 calc R . . C5X C 0.4327(2) 0.77108(18) 0.27229(17) 0.0162(5) Uani 1 1 d . . . C4X C 0.4139(2) 0.73900(18) 0.36724(17) 0.0148(5) Uani 1 1 d . . . C18X C 0.2032(3) 0.8809(2) 0.0856(2) 0.0263(6) Uani 1 1 d . . . H18A H 0.2501 0.9225 0.0435 0.039 Uiso 1 1 calc R . . H18B H 0.1279 0.9215 0.1119 0.039 Uiso 1 1 calc R . . H18C H 0.1962 0.8325 0.0513 0.039 Uiso 1 1 calc R . . C16X C 0.4268(2) 0.70897(19) 0.20262(18) 0.0178(5) Uani 1 1 d . . . H16X H 0.3770 0.6646 0.2379 0.021 Uiso 1 1 calc R . . C8X C 0.2610(2) 0.65021(18) 0.42686(18) 0.0158(5) Uani 1 1 d . . . H8X1 H 0.2182 0.6988 0.4714 0.019 Uiso 1 1 calc R . . H8X2 H 0.2370 0.6728 0.3686 0.019 Uiso 1 1 calc R . . C2X C 0.4378(2) 0.89076(19) 0.39735(19) 0.0169(5) Uani 1 1 d . . . C11X C 0.7325(2) 0.6235(2) 0.06029(18) 0.0198(5) Uani 1 1 d . . . C10X C 0.7559(2) 0.5221(2) 0.08838(19) 0.0220(5) Uani 1 1 d . . . C9X C 0.1188(2) 0.5514(2) 0.4825(2) 0.0241(6) Uani 1 1 d . . . H9X1 H 0.0706 0.5987 0.5260 0.036 Uiso 1 1 calc R . . H9X2 H 0.1091 0.4857 0.5088 0.036 Uiso 1 1 calc R . . H9X3 H 0.0975 0.5693 0.4236 0.036 Uiso 1 1 calc R . . C15X C 0.6709(2) 0.4829(2) 0.1499(2) 0.0226(5) Uani 1 1 d . . . H15X H 0.6854 0.4144 0.1687 0.027 Uiso 1 1 calc R . . C17X C 0.3746(2) 0.7695(2) 0.12507(19) 0.0209(5) Uani 1 1 d . . . H17A H 0.4225 0.8139 0.0882 0.025 Uiso 1 1 calc R . . H17B H 0.3730 0.7251 0.0832 0.025 Uiso 1 1 calc R . . C14X C 0.5645(2) 0.5430(2) 0.18453(19) 0.0205(5) Uani 1 1 d . . . H14X H 0.5066 0.5148 0.2256 0.025 Uiso 1 1 calc R . . Cl1 Cl 0.90016(10) 0.24633(8) 0.04862(8) 0.0505(3) Uani 1 1 d . . . O3 O 0.33810(16) 0.44041(14) 0.31443(13) 0.0198(4) Uani 1 1 d . . . O4 O -0.36713(15) 0.62182(13) 0.47036(13) 0.0172(4) Uani 1 1 d . . . O5 O -0.20876(16) 0.46125(14) 0.33386(13) 0.0194(4) Uani 1 1 d . . . O1 O 0.01755(17) 0.80457(15) 0.37926(16) 0.0247(4) Uani 1 1 d . . . O6 O -0.03540(17) 0.23613(15) 0.40076(15) 0.0239(4) Uani 1 1 d . . . O2 O 0.17535(16) 0.66133(14) 0.22211(14) 0.0204(4) Uani 1 1 d . . . N9 N -0.15926(19) 0.60101(16) 0.24925(16) 0.0179(4) Uani 1 1 d . . . N10 N -0.03337(19) 0.45726(16) 0.23000(15) 0.0167(4) Uani 1 1 d . . . N8 N -0.28020(19) 0.72262(16) 0.35191(16) 0.0171(4) Uani 1 1 d . . . N3 N -0.00445(19) 0.68080(16) 0.20666(16) 0.0181(4) Uani 1 1 d . . . N7 N -0.32559(19) 0.75942(16) 0.49573(16) 0.0182(4) Uani 1 1 d . . . N11 N 0.08513(19) 0.29988(17) 0.27297(17) 0.0198(5) Uani 1 1 d . . . N4 N 0.12086(19) 0.53927(17) 0.18026(16) 0.0185(4) Uani 1 1 d . . . N2 N -0.12132(19) 0.79729(17) 0.31483(18) 0.0212(5) Uani 1 1 d . . . N12 N 0.1567(2) 0.20620(17) 0.38558(17) 0.0202(5) Uani 1 1 d . . . C15 C -0.1407(2) 0.50211(19) 0.27676(17) 0.0168(5) Uani 1 1 d . . . N6 N 0.31237(19) 0.28353(17) 0.34458(16) 0.0188(4) Uani 1 1 d . . . C13 C -0.3276(2) 0.69399(18) 0.44193(18) 0.0153(5) Uani 1 1 d . . . C5 C 0.2985(2) 0.3767(2) 0.30214(18) 0.0176(5) Uani 1 1 d . . . N1 N -0.1727(2) 0.84219(17) 0.45623(17) 0.0206(5) Uani 1 1 d . . . C4 C 0.2284(2) 0.4683(2) 0.16820(18) 0.0189(5) Uani 1 1 d . . . H4A H 0.2877 0.5018 0.1639 0.023 Uiso 1 1 calc R . . H4B H 0.2461 0.4407 0.1089 0.023 Uiso 1 1 calc R . . C14 C -0.2685(2) 0.66857(19) 0.27668(18) 0.0165(5) Uani 1 1 d . . . H14A H -0.3275 0.6314 0.2956 0.020 Uiso 1 1 calc R . . H14B H -0.2822 0.7158 0.2222 0.020 Uiso 1 1 calc R . . N5 N 0.23146(19) 0.38872(17) 0.24288(16) 0.0181(4) Uani 1 1 d . . . C1 C -0.0819(2) 0.81342(18) 0.3840(2) 0.0195(5) Uani 1 1 d . . . C9 C 0.0214(2) 0.5256(2) 0.16169(17) 0.0175(5) Uani 1 1 d . . . H9 H 0.0375 0.5093 0.0970 0.021 Uiso 1 1 calc R . . C16 C 0.0014(2) 0.35215(19) 0.2236(2) 0.0199(5) Uani 1 1 d . . . H16A H -0.0659 0.3250 0.2485 0.024 Uiso 1 1 calc R . . H16B H 0.0322 0.3410 0.1573 0.024 Uiso 1 1 calc R . . C8 C -0.0647(2) 0.62611(19) 0.17720(18) 0.0171(5) Uani 1 1 d . . . H8 H -0.0873 0.6592 0.1192 0.020 Uiso 1 1 calc R . . C11 C 0.2551(2) 0.22587(19) 0.31512(19) 0.0189(5) Uani 1 1 d . . . H11 H 0.3080 0.1647 0.2902 0.023 Uiso 1 1 calc R . . C6 C -0.2787(2) 0.83979(19) 0.44115(19) 0.0183(5) Uani 1 1 d . . . H6 H -0.3354 0.9044 0.4477 0.022 Uiso 1 1 calc R . . C18 C 0.1638(2) 0.12822(19) 0.4604(2) 0.0208(5) Uani 1 1 d . . . H180 H 0.2306 0.0744 0.4389 0.025 Uiso 1 1 calc R . . H181 H 0.0959 0.1023 0.4760 0.025 Uiso 1 1 calc R . . C12 C -0.3856(2) 0.7570(2) 0.59385(19) 0.0199(5) Uani 1 1 d . . . H12A H -0.4276 0.8246 0.6076 0.024 Uiso 1 1 calc R . . H12B H -0.4416 0.7176 0.6065 0.024 Uiso 1 1 calc R . . C3 C 0.1044(2) 0.63037(19) 0.20499(17) 0.0168(5) Uani 1 1 d . . . C7 C -0.2430(2) 0.81171(18) 0.34051(19) 0.0172(5) Uani 1 1 d . . . H7 H -0.2795 0.8645 0.2980 0.021 Uiso 1 1 calc R . . C17 C 0.0587(2) 0.24636(19) 0.3577(2) 0.0199(5) Uani 1 1 d . . . C2 C -0.0496(2) 0.78242(18) 0.2229(2) 0.0199(5) Uani 1 1 d . . . H2A H 0.0141 0.8129 0.2120 0.024 Uiso 1 1 calc R . . H2B H -0.0934 0.8165 0.1771 0.024 Uiso 1 1 calc R . . C10 C 0.2040(2) 0.29733(19) 0.23971(19) 0.0185(5) Uani 1 1 d . . . H10 H 0.2377 0.2735 0.1771 0.022 Uiso 1 1 calc R . . Cl3 Cl 0.4770(2) 0.2643(2) 0.12229(19) 0.0474(7) Uani 0.524(6) 1 d P . 1 O11W O 0.5422(8) 1.0594(8) 0.0970(6) 0.054(3) Uani 0.37 1 d P . 1 O12W O 0.4371(17) 1.1421(15) 0.1073(13) 0.047(5) Uani 0.15 1 d P . 1 O13W O 0.5622(17) 0.9827(14) 0.0036(11) 0.044(4) Uani 0.15 1 d P . 1 Cl3A Cl 0.5178(2) 1.05344(16) 0.05667(19) 0.0468(9) Uani 0.476(6) 1 d P . 2 O11A O 0.4950(8) 0.3069(9) 0.1149(7) 0.063(2) Uani 0.476(6) 1 d P . 2 O8W O -0.18992(18) 0.10951(15) 0.41890(16) 0.0238(4) Uani 1 1 d D . . H8W1 H -0.203(4) 0.1669(17) 0.394(3) 0.036 Uiso 1 1 d D . . H8W2 H -0.135(3) 0.081(3) 0.379(2) 0.036 Uiso 1 1 d D . . H8W3 H -0.162(3) 0.104(3) 0.465(2) 0.036 Uiso 1 1 d D . . O4W O 0.37247(19) 0.93432(15) 0.64454(16) 0.0251(4) Uani 1 1 d D . . H4W1 H 0.344(3) 0.897(3) 0.687(2) 0.038 Uiso 1 1 d D . . H4W2 H 0.419(3) 0.952(3) 0.661(3) 0.038 Uiso 1 1 d D . . O7W O -0.0544(2) 0.01892(18) 0.29073(17) 0.0310(5) Uani 1 1 d D . . H7W1 H 0.012(2) 0.025(3) 0.279(3) 0.046 Uiso 1 1 d D . . H7W2 H -0.070(4) 0.026(3) 0.239(2) 0.046 Uiso 1 1 d D . . O5W O 0.1246(2) 0.91054(17) 0.43688(17) 0.0316(5) Uani 1 1 d D . . H5W1 H 0.087(3) 0.876(3) 0.428(3) 0.047 Uiso 1 1 d D . . H5W2 H 0.158(4) 0.939(3) 0.388(2) 0.047 Uiso 1 1 d D . . O6W O -0.2544(2) 0.9274(2) 0.11159(17) 0.0392(6) Uani 1 1 d D . . H6W1 H -0.318(2) 0.965(3) 0.120(4) 0.059 Uiso 1 1 d D . . H6W2 H -0.237(4) 0.884(3) 0.077(3) 0.059 Uiso 1 1 d D . . O9W O -0.2747(3) 0.27986(18) 0.34694(18) 0.0375(6) Uani 1 1 d D . . H9W1 H -0.274(4) 0.3356(19) 0.350(4) 0.056 Uiso 1 1 d D . . H9W2 H -0.296(4) 0.277(4) 0.301(2) 0.056 Uiso 1 1 d D . . O3W O 0.6714(3) 0.2214(2) 0.2060(2) 0.0444(6) Uani 1 1 d D . . H3W1 H 0.608(3) 0.237(4) 0.194(4) 0.067 Uiso 1 1 d D . . H3W2 H 0.724(4) 0.232(4) 0.161(3) 0.067 Uiso 1 1 d D . . O2W O 0.9082(3) 0.0205(2) 0.1268(2) 0.0510(7) Uani 1 1 d D . . H2W1 H 0.8353(18) 0.040(4) 0.143(4) 0.077 Uiso 1 1 d D . . H2W2 H 0.925(5) 0.069(3) 0.087(3) 0.077 Uiso 1 1 d D . . O10W O 0.6148(10) 0.3946(9) 0.0030(8) 0.063(4) Uiso 0.318(14) 1 d P A 1 O10A O 0.5308(9) 0.4338(7) 0.0125(7) 0.053(3) Uiso 0.341(7) 1 d P A -1 O1W O 0.8424(4) 0.8375(2) -0.0543(2) 0.0368(12) Uani 0.798(13) 1 d PD B 1 H1W1 H 0.823(6) 0.872(4) -0.100(3) 0.055 Uiso 0.798(13) 1 d PD B 1 H1W2 H 0.9129(19) 0.826(5) -0.064(5) 0.055 Uiso 0.798(13) 1 d PD B 1 O1WA O 0.753(3) 0.8553(14) -0.0556(13) 0.075(9) Uani 0.202(13) 1 d P B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl2 0.0303(4) 0.0213(3) 0.0319(4) -0.0069(3) -0.0110(3) -0.0054(3) O3X 0.0257(10) 0.0210(9) 0.0232(10) -0.0084(8) -0.0081(8) -0.0059(8) O5X 0.0265(11) 0.0309(11) 0.0260(11) -0.0004(9) -0.0038(9) -0.0120(9) O1X 0.0220(10) 0.0281(10) 0.0255(10) 0.0053(8) -0.0107(8) -0.0090(8) O4X 0.0216(10) 0.0305(11) 0.0266(11) 0.0002(9) -0.0038(8) -0.0031(8) O2X 0.0312(11) 0.0148(9) 0.0276(10) 0.0041(7) -0.0120(9) -0.0122(8) N2X 0.0213(11) 0.0166(10) 0.0223(11) -0.0026(8) -0.0074(9) -0.0060(8) N1X 0.0159(10) 0.0154(10) 0.0195(10) -0.0018(8) -0.0044(8) -0.0062(8) C13X 0.0193(12) 0.0194(12) 0.0160(11) -0.0039(9) -0.0059(9) -0.0058(10) C3X 0.0148(11) 0.0197(12) 0.0157(11) -0.0028(9) -0.0057(9) -0.0038(9) C7X 0.0137(11) 0.0143(11) 0.0233(13) 0.0023(9) -0.0052(9) -0.0035(9) C6X 0.0192(12) 0.0177(12) 0.0172(12) -0.0003(9) -0.0057(9) -0.0065(9) C1X 0.0158(12) 0.0124(11) 0.0242(13) -0.0001(9) -0.0077(10) -0.0053(9) C12X 0.0221(13) 0.0205(12) 0.0158(11) -0.0011(9) -0.0069(10) -0.0081(10) C5X 0.0179(12) 0.0159(11) 0.0149(11) -0.0013(9) -0.0040(9) -0.0050(9) C4X 0.0139(11) 0.0130(11) 0.0167(11) -0.0015(9) -0.0028(9) -0.0034(9) C18X 0.0283(15) 0.0243(14) 0.0274(14) 0.0029(11) -0.0128(12) -0.0061(11) C16X 0.0188(12) 0.0182(12) 0.0180(12) -0.0036(9) -0.0052(10) -0.0058(9) C8X 0.0165(12) 0.0141(11) 0.0182(11) 0.0010(9) -0.0073(9) -0.0050(9) C2X 0.0140(11) 0.0178(12) 0.0212(12) -0.0049(9) -0.0074(9) -0.0029(9) C11X 0.0194(13) 0.0284(14) 0.0147(11) -0.0018(10) -0.0050(10) -0.0104(10) C10X 0.0228(14) 0.0265(14) 0.0165(12) -0.0032(10) -0.0063(10) -0.0041(11) C9X 0.0163(13) 0.0270(14) 0.0318(15) -0.0007(11) -0.0071(11) -0.0104(11) C15X 0.0252(14) 0.0198(12) 0.0214(13) -0.0017(10) -0.0055(11) -0.0045(10) C17X 0.0217(13) 0.0224(13) 0.0197(12) -0.0043(10) -0.0064(10) -0.0050(10) C14X 0.0230(13) 0.0214(13) 0.0182(12) -0.0036(10) -0.0031(10) -0.0086(10) Cl1 0.0649(7) 0.0444(5) 0.0504(6) -0.0101(4) -0.0132(5) -0.0250(5) O3 0.0195(9) 0.0234(9) 0.0203(9) -0.0048(7) -0.0045(7) -0.0101(7) O4 0.0163(9) 0.0145(8) 0.0224(9) -0.0003(7) -0.0073(7) -0.0050(7) O5 0.0210(9) 0.0183(9) 0.0192(9) -0.0008(7) -0.0037(7) -0.0079(7) O1 0.0194(10) 0.0207(9) 0.0394(12) -0.0050(8) -0.0134(9) -0.0063(8) O6 0.0204(10) 0.0224(10) 0.0319(11) -0.0024(8) -0.0089(8) -0.0079(8) O2 0.0186(9) 0.0209(9) 0.0247(10) -0.0023(7) -0.0073(8) -0.0077(7) N9 0.0163(11) 0.0168(10) 0.0194(11) 0.0011(8) -0.0037(8) -0.0053(8) N10 0.0167(10) 0.0168(10) 0.0171(10) -0.0031(8) -0.0038(8) -0.0048(8) N8 0.0211(11) 0.0147(10) 0.0191(11) -0.0010(8) -0.0073(8) -0.0085(8) N3 0.0166(10) 0.0185(10) 0.0220(11) -0.0010(8) -0.0085(8) -0.0057(8) N7 0.0201(11) 0.0172(10) 0.0206(11) -0.0040(8) -0.0077(9) -0.0060(8) N11 0.0167(11) 0.0186(11) 0.0268(12) -0.0035(9) -0.0091(9) -0.0043(8) N4 0.0166(11) 0.0209(11) 0.0212(11) -0.0052(9) -0.0074(8) -0.0048(8) N2 0.0146(11) 0.0219(11) 0.0305(13) -0.0083(9) -0.0073(9) -0.0049(8) N12 0.0189(11) 0.0174(10) 0.0265(12) -0.0027(9) -0.0088(9) -0.0046(8) C15 0.0212(13) 0.0185(12) 0.0137(11) -0.0013(9) -0.0080(9) -0.0060(10) N6 0.0188(11) 0.0202(11) 0.0222(11) -0.0054(9) -0.0108(9) -0.0046(8) C13 0.0131(11) 0.0138(11) 0.0212(12) -0.0025(9) -0.0092(9) -0.0013(9) C5 0.0116(11) 0.0224(12) 0.0172(12) -0.0057(10) -0.0006(9) -0.0028(9) N1 0.0190(11) 0.0190(11) 0.0283(12) -0.0040(9) -0.0105(9) -0.0064(9) C4 0.0173(12) 0.0219(12) 0.0171(12) -0.0032(10) -0.0037(9) -0.0044(10) C14 0.0163(12) 0.0176(11) 0.0188(12) -0.0025(9) -0.0091(9) -0.0039(9) N5 0.0178(11) 0.0200(11) 0.0199(11) -0.0054(8) -0.0068(8) -0.0059(8) C1 0.0202(13) 0.0110(11) 0.0319(14) -0.0018(10) -0.0125(11) -0.0053(9) C9 0.0190(12) 0.0232(12) 0.0131(11) -0.0018(9) -0.0064(9) -0.0072(10) C16 0.0203(13) 0.0191(12) 0.0252(13) -0.0074(10) -0.0112(10) -0.0039(10) C8 0.0160(12) 0.0215(12) 0.0156(11) 0.0017(9) -0.0067(9) -0.0074(9) C11 0.0188(12) 0.0175(12) 0.0236(13) -0.0092(10) -0.0079(10) -0.0025(9) C6 0.0183(12) 0.0138(11) 0.0263(13) -0.0023(10) -0.0118(10) -0.0028(9) C18 0.0248(14) 0.0135(11) 0.0289(14) -0.0051(10) -0.0110(11) -0.0060(10) C12 0.0141(12) 0.0235(13) 0.0230(13) -0.0070(10) -0.0056(10) -0.0023(10) C3 0.0187(12) 0.0197(12) 0.0131(11) 0.0012(9) -0.0061(9) -0.0062(9) C7 0.0170(12) 0.0122(11) 0.0242(13) 0.0002(9) -0.0095(10) -0.0034(9) C17 0.0242(14) 0.0137(11) 0.0262(13) -0.0058(10) -0.0114(11) -0.0041(10) C2 0.0190(13) 0.0130(11) 0.0278(14) 0.0033(10) -0.0083(10) -0.0054(9) C10 0.0182(12) 0.0189(12) 0.0205(12) -0.0078(10) -0.0065(10) -0.0027(9) Cl3 0.0384(12) 0.0496(15) 0.0475(11) -0.0126(10) 0.0001(8) -0.0079(10) O11W 0.057(5) 0.096(8) 0.020(3) 0.012(4) -0.026(4) -0.033(5) O12W 0.058(12) 0.053(11) 0.035(9) 0.025(8) -0.022(8) -0.027(9) O13W 0.061(12) 0.049(10) 0.022(7) -0.001(7) -0.009(8) -0.016(9) Cl3A 0.0481(13) 0.0486(12) 0.0398(14) 0.0107(9) -0.0075(10) -0.0200(9) O11A 0.037(4) 0.076(7) 0.066(5) -0.026(5) 0.003(3) -0.004(4) O8W 0.0237(10) 0.0221(10) 0.0291(11) -0.0048(8) -0.0094(8) -0.0071(8) O4W 0.0262(11) 0.0213(10) 0.0336(11) -0.0029(8) -0.0160(9) -0.0061(8) O7W 0.0274(11) 0.0338(12) 0.0319(12) -0.0059(10) -0.0112(10) -0.0028(9) O5W 0.0427(14) 0.0315(12) 0.0333(12) 0.0037(9) -0.0189(10) -0.0239(10) O6W 0.0460(15) 0.0453(15) 0.0243(12) 0.0073(10) -0.0175(11) -0.0068(12) O9W 0.0584(17) 0.0277(12) 0.0327(13) 0.0019(10) -0.0223(12) -0.0129(11) O3W 0.0531(18) 0.0328(13) 0.0504(17) -0.0063(12) -0.0072(13) -0.0207(13) O2W 0.069(2) 0.0442(16) 0.0467(17) -0.0009(13) -0.0255(16) -0.0163(15) O1W 0.044(3) 0.0313(17) 0.0343(18) 0.0063(12) -0.0125(15) -0.0123(15) O1WA 0.11(2) 0.051(10) 0.059(11) 0.018(8) -0.007(11) -0.037(12) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 O3X C2X 1.371(3) . ? O3X H3X 0.8400 . ? O5X C11X 1.369(3) . ? O5X H5X 0.8400 . ? O1X C7X 1.402(3) . ? O1X H1X 0.8400 . ? O4X C10X 1.360(3) . ? O4X H4X 0.8400 . ? O2X C1X 1.374(3) . ? O2X H2X 0.8400 . ? N2X C18X 1.494(4) . ? N2X C17X 1.500(4) . ? N2X H2X1 0.9200 . ? N2X H2X2 0.9200 . ? N1X C9X 1.476(3) . ? N1X C8X 1.492(3) . ? N1X H1X1 0.9200 . ? N1X H1X2 0.9200 . ? C13X C14X 1.391(4) . ? C13X C12X 1.399(4) . ? C13X C16X 1.527(4) . ? C3X C2X 1.388(4) . ? C3X C4X 1.404(3) . ? C3X H3X1 0.9500 . ? C7X C8X 1.518(4) . ? C7X C4X 1.524(3) . ? C7X H7X 1.0000 . ? C6X C1X 1.386(4) . ? C6X C5X 1.401(3) . ? C6X H6X 0.9500 . ? C1X C2X 1.391(4) . ? C12X C11X 1.389(4) . ? C12X H12X 0.9500 . ? C5X C4X 1.398(3) . ? C5X C16X 1.536(3) . ? C18X H18A 0.9800 . ? C18X H18B 0.9800 . ? C18X H18C 0.9800 . ? C16X C17X 1.528(4) . ? C16X H16X 1.0000 . ? C8X H8X1 0.9900 . ? C8X H8X2 0.9900 . ? C11X C10X 1.406(4) . ? C10X C15X 1.386(4) . ? C9X H9X1 0.9800 . ? C9X H9X2 0.9800 . ? C9X H9X3 0.9800 . ? C15X C14X 1.393(4) . ? C15X H15X 0.9500 . ? C17X H17A 0.9900 . ? C17X H17B 0.9900 . ? C14X H14X 0.9500 . ? O3 C5 1.231(3) . ? O4 C13 1.231(3) . ? O5 C15 1.227(3) . ? O1 C1 1.223(3) . ? O6 C17 1.222(4) . ? O2 C3 1.227(3) . ? N9 C15 1.373(3) . ? N9 C14 1.446(3) . ? N9 C8 1.451(3) . ? N10 C15 1.373(3) . ? N10 C9 1.452(3) . ? N10 C16 1.457(3) . ? N8 C13 1.358(3) . ? N8 C14 1.447(3) . ? N8 C7 1.452(3) . ? N3 C3 1.366(3) . ? N3 C2 1.443(3) . ? N3 C8 1.447(3) . ? N7 C13 1.365(3) . ? N7 C6 1.455(3) . ? N7 C12 1.458(4) . ? N11 C17 1.370(4) . ? N11 C16 1.440(3) . ? N11 C10 1.444(3) . ? N4 C3 1.368(3) . ? N4 C4 1.440(3) . ? N4 C9 1.454(3) . ? N2 C1 1.373(4) . ? N2 C2 1.440(4) . ? N2 C7 1.449(3) . ? N12 C17 1.375(4) . ? N12 C18 1.440(4) . ? N12 C11 1.448(4) . ? N6 C5 1.356(4) . ? N6 C12 1.446(3) 2_566 ? N6 C11 1.451(3) . ? C5 N5 1.374(3) . ? N1 C1 1.363(4) . ? N1 C6 1.451(3) . ? N1 C18 1.453(3) 2_566 ? C4 N5 1.450(4) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? N5 C10 1.464(3) . ? C9 C8 1.550(4) . ? C9 H9 1.0000 . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C8 H8 1.0000 . ? C11 C10 1.551(4) . ? C11 H11 1.0000 . ? C6 C7 1.554(4) . ? C6 H6 1.0000 . ? C18 N1 1.453(3) 2_566 ? C18 H180 0.9900 . ? C18 H181 0.9900 . ? C12 N6 1.446(3) 2_566 ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C7 H7 1.0000 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C10 H10 1.0000 . ? Cl3 O12W 2.03(2) 1_545 ? O11W O12W 1.50(2) . ? O12W Cl3 2.03(2) 1_565 ? O13W O13W 1.55(4) 2_675 ? O8W H8W1 0.831(19) . ? O8W H8W2 0.840(19) . ? O8W H8W3 0.852(19) . ? O4W H4W1 0.824(19) . ? O4W H4W2 0.835(19) . ? O7W H7W1 0.842(19) . ? O7W H7W2 0.842(19) . ? O5W H5W1 0.832(19) . ? O5W H5W2 0.841(19) . ? O6W H6W1 0.819(19) . ? O6W H6W2 0.828(19) . ? O9W H9W1 0.812(19) . ? O9W H9W2 0.827(19) . ? O3W H3W1 0.85(2) . ? O3W H3W2 0.83(2) . ? O2W H2W1 0.86(2) . ? O2W H2W2 0.87(2) . ? O10W O10A 1.040(13) . ? O1W H1W1 0.84(2) . ? O1W H1W2 0.84(2) . ? O1WA H1W1 1.01(7) . ? 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 C2X O3X H3X 109.5 . . ? C11X O5X H5X 109.5 . . ? C7X O1X H1X 109.5 . . ? C10X O4X H4X 109.5 . . ? C1X O2X H2X 109.5 . . ? C18X N2X C17X 111.4(2) . . ? C18X N2X H2X1 109.3 . . ? C17X N2X H2X1 109.3 . . ? C18X N2X H2X2 109.3 . . ? C17X N2X H2X2 109.3 . . ? H2X1 N2X H2X2 108.0 . . ? C9X N1X C8X 113.4(2) . . ? C9X N1X H1X1 108.9 . . ? C8X N1X H1X1 108.9 . . ? C9X N1X H1X2 108.9 . . ? C8X N1X H1X2 108.9 . . ? H1X1 N1X H1X2 107.7 . . ? C14X C13X C12X 118.7(2) . . ? C14X C13X C16X 119.9(2) . . ? C12X C13X C16X 121.4(2) . . ? C2X C3X C4X 120.6(2) . . ? C2X C3X H3X1 119.7 . . ? C4X C3X H3X1 119.7 . . ? O1X C7X C8X 105.7(2) . . ? O1X C7X C4X 114.5(2) . . ? C8X C7X C4X 110.0(2) . . ? O1X C7X H7X 108.8 . . ? C8X C7X H7X 108.8 . . ? C4X C7X H7X 108.8 . . ? C1X C6X C5X 121.5(2) . . ? C1X C6X H6X 119.2 . . ? C5X C6X H6X 119.2 . . ? O2X C1X C6X 122.7(2) . . ? O2X C1X C2X 117.3(2) . . ? C6X C1X C2X 120.0(2) . . ? C11X C12X C13X 120.6(2) . . ? C11X C12X H12X 119.7 . . ? C13X C12X H12X 119.7 . . ? C4X C5X C6X 118.2(2) . . ? C4X C5X C16X 121.8(2) . . ? C6X C5X C16X 120.0(2) . . ? C5X C4X C3X 120.2(2) . . ? C5X C4X C7X 122.2(2) . . ? C3X C4X C7X 117.5(2) . . ? N2X C18X H18A 109.5 . . ? N2X C18X H18B 109.5 . . ? H18A C18X H18B 109.5 . . ? N2X C18X H18C 109.5 . . ? H18A C18X H18C 109.5 . . ? H18B C18X H18C 109.5 . . ? C13X C16X C17X 109.1(2) . . ? C13X C16X C5X 112.6(2) . . ? C17X C16X C5X 113.5(2) . . ? C13X C16X H16X 107.1 . . ? C17X C16X H16X 107.1 . . ? C5X C16X H16X 107.1 . . ? N1X C8X C7X 108.4(2) . . ? N1X C8X H8X1 110.0 . . ? C7X C8X H8X1 110.0 . . ? N1X C8X H8X2 110.0 . . ? C7X C8X H8X2 110.0 . . ? H8X1 C8X H8X2 108.4 . . ? O3X C2X C3X 123.5(2) . . ? O3X C2X C1X 117.1(2) . . ? C3X C2X C1X 119.4(2) . . ? O5X C11X C12X 124.0(3) . . ? O5X C11X C10X 115.7(3) . . ? C12X C11X C10X 120.3(2) . . ? O4X C10X C15X 123.5(3) . . ? O4X C10X C11X 117.6(3) . . ? C15X C10X C11X 118.9(3) . . ? N1X C9X H9X1 109.5 . . ? N1X C9X H9X2 109.5 . . ? H9X1 C9X H9X2 109.5 . . ? N1X C9X H9X3 109.5 . . ? H9X1 C9X H9X3 109.5 . . ? H9X2 C9X H9X3 109.5 . . ? C10X C15X C14X 120.7(3) . . ? C10X C15X H15X 119.7 . . ? C14X C15X H15X 119.7 . . ? N2X C17X C16X 112.0(2) . . ? N2X C17X H17A 109.2 . . ? C16X C17X H17A 109.2 . . ? N2X C17X H17B 109.2 . . ? C16X C17X H17B 109.2 . . ? H17A C17X H17B 107.9 . . ? C13X C14X C15X 120.8(3) . . ? C13X C14X H14X 119.6 . . ? C15X C14X H14X 119.6 . . ? C15 N9 C14 122.7(2) . . ? C15 N9 C8 112.3(2) . . ? C14 N9 C8 123.9(2) . . ? C15 N10 C9 112.1(2) . . ? C15 N10 C16 121.7(2) . . ? C9 N10 C16 122.1(2) . . ? C13 N8 C14 122.6(2) . . ? C13 N8 C7 112.8(2) . . ? C14 N8 C7 124.6(2) . . ? C3 N3 C2 123.7(2) . . ? C3 N3 C8 112.7(2) . . ? C2 N3 C8 123.1(2) . . ? C13 N7 C6 112.5(2) . . ? C13 N7 C12 121.5(2) . . ? C6 N7 C12 124.8(2) . . ? C17 N11 C16 122.4(2) . . ? C17 N11 C10 113.0(2) . . ? C16 N11 C10 124.6(2) . . ? C3 N4 C4 122.6(2) . . ? C3 N4 C9 112.7(2) . . ? C4 N4 C9 124.6(2) . . ? C1 N2 C2 122.0(2) . . ? C1 N2 C7 112.8(2) . . ? C2 N2 C7 124.5(2) . . ? C17 N12 C18 121.8(2) . . ? C17 N12 C11 112.2(2) . . ? C18 N12 C11 122.9(2) . . ? O5 C15 N9 125.5(2) . . ? O5 C15 N10 126.1(2) . . ? N9 C15 N10 108.4(2) . . ? C5 N6 C12 123.4(2) . 2_566 ? C5 N6 C11 113.2(2) . . ? C12 N6 C11 123.2(2) 2_566 . ? O4 C13 N8 125.8(2) . . ? O4 C13 N7 125.6(2) . . ? N8 C13 N7 108.5(2) . . ? O3 C5 N6 126.3(3) . . ? O3 C5 N5 125.3(3) . . ? N6 C5 N5 108.4(2) . . ? C1 N1 C6 112.9(2) . . ? C1 N1 C18 123.3(2) . 2_566 ? C6 N1 C18 123.7(2) . 2_566 ? N4 C4 N5 113.4(2) . . ? N4 C4 H4A 108.9 . . ? N5 C4 H4A 108.9 . . ? N4 C4 H4B 108.9 . . ? N5 C4 H4B 108.9 . . ? H4A C4 H4B 107.7 . . ? N9 C14 N8 114.2(2) . . ? N9 C14 H14A 108.7 . . ? N8 C14 H14A 108.7 . . ? N9 C14 H14B 108.7 . . ? N8 C14 H14B 108.7 . . ? H14A C14 H14B 107.6 . . ? C5 N5 C4 121.3(2) . . ? C5 N5 C10 111.9(2) . . ? C4 N5 C10 122.4(2) . . ? O1 C1 N1 127.1(3) . . ? O1 C1 N2 125.0(3) . . ? N1 C1 N2 107.9(2) . . ? N10 C9 N4 114.3(2) . . ? N10 C9 C8 103.6(2) . . ? N4 C9 C8 102.9(2) . . ? N10 C9 H9 111.8 . . ? N4 C9 H9 111.8 . . ? C8 C9 H9 111.8 . . ? N11 C16 N10 113.6(2) . . ? N11 C16 H16A 108.8 . . ? N10 C16 H16A 108.8 . . ? N11 C16 H16B 108.8 . . ? N10 C16 H16B 108.8 . . ? H16A C16 H16B 107.7 . . ? N3 C8 N9 114.1(2) . . ? N3 C8 C9 103.5(2) . . ? N9 C8 C9 103.4(2) . . ? N3 C8 H8 111.8 . . ? N9 C8 H8 111.8 . . ? C9 C8 H8 111.8 . . ? N12 C11 N6 113.2(2) . . ? N12 C11 C10 103.5(2) . . ? N6 C11 C10 103.1(2) . . ? N12 C11 H11 112.1 . . ? N6 C11 H11 112.1 . . ? C10 C11 H11 112.1 . . ? N1 C6 N7 114.3(2) . . ? N1 C6 C7 103.1(2) . . ? N7 C6 C7 102.9(2) . . ? N1 C6 H6 111.9 . . ? N7 C6 H6 111.9 . . ? C7 C6 H6 111.9 . . ? N12 C18 N1 113.8(2) . 2_566 ? N12 C18 H180 108.8 . . ? N1 C18 H180 108.8 2_566 . ? N12 C18 H181 108.8 . . ? N1 C18 H181 108.8 2_566 . ? H180 C18 H181 107.7 . . ? N6 C12 N7 113.7(2) 2_566 . ? N6 C12 H12A 108.8 2_566 . ? N7 C12 H12A 108.8 . . ? N6 C12 H12B 108.8 2_566 . ? N7 C12 H12B 108.8 . . ? H12A C12 H12B 107.7 . . ? O2 C3 N3 126.1(2) . . ? O2 C3 N4 125.8(2) . . ? N3 C3 N4 108.1(2) . . ? N2 C7 N8 114.3(2) . . ? N2 C7 C6 103.1(2) . . ? N8 C7 C6 103.2(2) . . ? N2 C7 H7 111.9 . . ? N8 C7 H7 111.9 . . ? C6 C7 H7 111.9 . . ? O6 C17 N11 126.1(3) . . ? O6 C17 N12 126.1(3) . . ? N11 C17 N12 107.9(2) . . ? N2 C2 N3 114.1(2) . . ? N2 C2 H2A 108.7 . . ? N3 C2 H2A 108.7 . . ? N2 C2 H2B 108.7 . . ? N3 C2 H2B 108.7 . . ? H2A C2 H2B 107.6 . . ? N11 C10 N5 114.5(2) . . ? N11 C10 C11 103.0(2) . . ? N5 C10 C11 103.1(2) . . ? N11 C10 H10 111.8 . . ? N5 C10 H10 111.8 . . ? C11 C10 H10 111.8 . . ? O11W O12W Cl3 108.3(11) . 1_565 ? H8W1 O8W H8W2 103(4) . . ? H8W1 O8W H8W3 112(4) . . ? H8W2 O8W H8W3 103(4) . . ? H4W1 O4W H4W2 108(4) . . ? H7W1 O7W H7W2 107(5) . . ? H5W1 O5W H5W2 113(5) . . ? H6W1 O6W H6W2 119(5) . . ? H9W1 O9W H9W2 112(5) . . ? H3W1 O3W H3W2 115(6) . . ? H2W1 O2W H2W2 100(6) . . ? H1W1 O1W H1W2 109(7) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.857 _refine_diff_density_min -1.604 _refine_diff_density_rms 0.093