Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal SOciety of Chemistry 2006 data_global _publ_requested_journal 'CrystEngComm' loop_ _publ_author_name _publ_author_address 'Agata Bia\/lo\'nska' ; Faculty of Chemistry University of Wroc\/law ul. F. Joliot-Curie 14 50-383 Wroc\/law Poland ; 'Zbigniew Ciunik' ; Faculty of Chemistry University of Wroc\/law ul. F. Joliot-Curie 14 50-383 Wroc\/law Poland ; _publ_contact_author_name 'dr Agata Bia\/lo\'nska' _publ_contact_author_address ; Faculty of Chemistry University of Wroc\/law ul. F. Joliot-Curie 14 50-383 Wroc\/law Poland ; _publ_contact_author_email 'bialonsk@wcheto.chem.uni.wroc.pl' _publ_section_title ; Hydrophilic and hydrophobic pockets at surfaces of strychninium self-assemblies in pseudopolimorphous crystals of strychninium salts. ; data_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; distrychninium N-4-nitrobenzoyl-D-glutamate tetrahydrate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C21 H23 N2 O2), C12 H10 N2 O7, 4(H2 O)' _chemical_formula_sum 'C54 H64 N6 O15' _chemical_formula_weight 1037.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 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 orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.7760(8) _cell_length_b 11.0545(11) _cell_length_c 56.587(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4864.2(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2890 _cell_measurement_theta_min 4.29 _cell_measurement_theta_max 76.66 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.416 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2200 _exptl_absorpt_coefficient_mu 0.863 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54180 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction KM4 Xcalibur' _diffrn_measurement_method '\w and \f' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33245 _diffrn_reflns_av_R_equivalents 0.0784 _diffrn_reflns_av_sigmaI/netI 0.0747 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -70 _diffrn_reflns_limit_l_max 48 _diffrn_reflns_theta_min 4.29 _diffrn_reflns_theta_max 76.66 _reflns_number_total 9638 _reflns_number_gt 7035 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_cell_refinement 'CrysAlis RED (Oxford Diffraction, 2003)' _computing_data_reduction 'CrysAlis RED' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 1997)' _computing_publication_material 'SHELXL97' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0930P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00120(14) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _chemical_absolute_configuration 'adrm' loop_ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876' 'Robertson J H and Beevers C A (1951), Acta Crystallogr. 4, 270' _refine_ls_abs_structure_Flack 0.1(2) _refine_ls_number_reflns 9638 _refine_ls_number_parameters 677 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0796 _refine_ls_R_factor_gt 0.0633 _refine_ls_wR_factor_ref 0.1689 _refine_ls_wR_factor_gt 0.1539 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.8106(4) 1.5010(2) 0.90620(4) 0.0310(6) Uani 1 1 d . . . O2 O 0.7018(4) 1.5443(2) 0.82497(4) 0.0286(6) Uani 1 1 d . . . N1 N 0.5478(4) 1.4267(2) 0.85085(5) 0.0225(6) Uani 1 1 d . . . N2 N 0.2746(4) 1.2715(3) 0.91658(5) 0.0265(6) Uani 1 1 d . . . H2C H 0.1779 1.2287 0.9215 0.032 Uiso 1 1 calc R . . C1 C 0.3725(5) 1.4294(3) 0.81319(6) 0.0266(7) Uani 1 1 d . . . H1 H 0.4605 1.4623 0.8035 0.032 Uiso 1 1 calc R . . C2 C 0.2105(5) 1.4021(3) 0.80418(6) 0.0275(8) Uani 1 1 d . . . H2 H 0.1876 1.4186 0.7880 0.033 Uiso 1 1 calc R . . C3 C 0.0819(5) 1.3521(3) 0.81785(7) 0.0297(8) Uani 1 1 d . . . H3C H -0.0268 1.3343 0.8110 0.036 Uiso 1 1 calc R . . C4 C 0.1115(5) 1.3277(3) 0.84174(6) 0.0271(7) Uani 1 1 d . . . H4 H 0.0239 1.2926 0.8512 0.033 Uiso 1 1 calc R . . C5 C 0.2705(5) 1.3553(3) 0.85134(6) 0.0225(7) Uani 1 1 d . . . C6 C 0.3998(5) 1.4062(3) 0.83724(6) 0.0230(7) Uani 1 1 d . . . C7 C 0.3394(5) 1.3287(3) 0.87581(6) 0.0219(7) Uani 1 1 d . . . C8 C 0.5136(5) 1.3992(3) 0.87623(6) 0.0219(7) Uani 1 1 d . . . H8 H 0.6065 1.3460 0.8826 0.026 Uiso 1 1 calc R . . C9 C 0.6791(4) 1.5066(3) 0.84521(6) 0.0227(7) Uani 1 1 d . . . C10 C 0.7916(5) 1.5418(3) 0.86568(6) 0.0300(8) Uani 1 1 d . . . H10A H 0.8541 1.6165 0.8612 0.036 Uiso 1 1 calc R . . H10B H 0.8787 1.4774 0.8678 0.036 Uiso 1 1 calc R . . C11 C 0.7044(5) 1.5641(3) 0.88980(6) 0.0252(7) Uani 1 1 d . . . H11 H 0.7074 1.6526 0.8935 0.030 Uiso 1 1 calc R . . C12 C 0.7673(6) 1.5207(4) 0.93065(7) 0.0372(9) Uani 1 1 d . . . H12A H 0.7195 1.6031 0.9326 0.045 Uiso 1 1 calc R . . H12B H 0.8725 1.5145 0.9404 0.045 Uiso 1 1 calc R . . C13 C 0.6388(6) 1.4298(4) 0.93882(7) 0.0332(9) Uani 1 1 d . . . H13 H 0.6719 1.3720 0.9504 0.040 Uiso 1 1 calc R . . C14 C 0.4787(5) 1.4271(3) 0.93040(6) 0.0277(8) Uani 1 1 d . . . C15 C 0.3491(5) 1.3332(3) 0.93790(6) 0.0312(8) Uani 1 1 d . . . H15A H 0.4054 1.2725 0.9482 0.037 Uiso 1 1 calc R . . H15B H 0.2559 1.3722 0.9471 0.037 Uiso 1 1 calc R . . C16 C 0.3991(6) 1.1819(3) 0.90574(7) 0.0320(8) Uani 1 1 d . . . H16A H 0.5193 1.2034 0.9097 0.038 Uiso 1 1 calc R . . H16B H 0.3755 1.0989 0.9114 0.038 Uiso 1 1 calc R . . C17 C 0.3676(6) 1.1916(3) 0.87945(6) 0.0296(8) Uani 1 1 d . . . H17A H 0.2647 1.1449 0.8747 0.035 Uiso 1 1 calc R . . H17B H 0.4681 1.1626 0.8704 0.035 Uiso 1 1 calc R . . C18 C 0.5169(5) 1.5214(3) 0.88893(6) 0.0232(7) Uani 1 1 d . . . H18 H 0.4553 1.5794 0.8783 0.028 Uiso 1 1 calc R . . C19 C 0.4137(5) 1.5182(3) 0.91225(6) 0.0252(7) Uani 1 1 d . . . H19 H 0.4162 1.6007 0.9195 0.030 Uiso 1 1 calc R . . C20 C 0.2281(5) 1.4879(3) 0.90555(6) 0.0265(7) Uani 1 1 d . . . H20A H 0.1524 1.4982 0.9195 0.032 Uiso 1 1 calc R . . H20B H 0.1881 1.5434 0.8930 0.032 Uiso 1 1 calc R . . C21 C 0.2185(5) 1.3584(3) 0.89688(6) 0.0250(7) Uani 1 1 d . . . H21 H 0.0972 1.3397 0.8923 0.030 Uiso 1 1 calc R . . O1A O 0.4347(3) 0.8555(2) 0.74887(4) 0.0260(5) Uani 1 1 d . . . O2A O -0.0162(4) 1.1324(2) 0.73614(4) 0.0300(6) Uani 1 1 d . . . N1A N 0.0027(4) 1.0049(2) 0.76783(5) 0.0208(6) Uani 1 1 d . . . N2A N 0.2264(4) 0.7929(2) 0.83096(5) 0.0238(6) Uani 1 1 d . . . H2D H 0.2092 0.7753 0.8469 0.029 Uiso 1 1 calc R . . C1A C -0.2256(5) 1.1584(3) 0.77854(6) 0.0238(7) Uani 1 1 d . . . H1A H -0.2466 1.1840 0.7628 0.029 Uiso 1 1 calc R . . C2A C -0.3134(5) 1.2089(3) 0.79758(7) 0.0254(7) Uani 1 1 d . . . H2A H -0.3948 1.2713 0.7947 0.030 Uiso 1 1 calc R . . C3A C -0.2861(5) 1.1712(3) 0.82068(6) 0.0258(7) Uani 1 1 d . . . H3A H -0.3476 1.2079 0.8333 0.031 Uiso 1 1 calc R . . C4A C -0.1682(5) 1.0791(3) 0.82535(6) 0.0220(7) Uani 1 1 d . . . H4A H -0.1497 1.0520 0.8411 0.026 Uiso 1 1 calc R . . C5A C -0.0788(4) 1.0281(3) 0.80680(6) 0.0219(7) Uani 1 1 d . . . C6A C -0.1054(4) 1.0686(3) 0.78368(6) 0.0192(6) Uani 1 1 d . . . C7A C 0.0455(5) 0.9231(3) 0.80699(6) 0.0207(7) Uani 1 1 d . . . C8A C 0.1251(4) 0.9289(3) 0.78166(6) 0.0197(6) Uani 1 1 d . . . H8A H 0.1303 0.8457 0.7747 0.024 Uiso 1 1 calc R . . C9A C 0.0581(5) 1.0496(3) 0.74658(6) 0.0231(7) Uani 1 1 d . . . C10A C 0.2138(5) 0.9861(3) 0.73669(6) 0.0235(7) Uani 1 1 d . . . H10C H 0.2539 1.0312 0.7226 0.028 Uiso 1 1 calc R . . H10D H 0.1787 0.9045 0.7314 0.028 Uiso 1 1 calc R . . C11A C 0.3666(5) 0.9725(3) 0.75404(6) 0.0235(7) Uani 1 1 d . . . H11A H 0.4553 1.0354 0.7504 0.028 Uiso 1 1 calc R . . C12A C 0.5851(5) 0.8204(3) 0.76196(7) 0.0283(8) Uani 1 1 d . . . H12C H 0.6562 0.8928 0.7652 0.034 Uiso 1 1 calc R . . H12D H 0.6545 0.7637 0.7523 0.034 Uiso 1 1 calc R . . C13A C 0.5381(5) 0.7609(3) 0.78493(7) 0.0271(7) Uani 1 1 d . . . H13A H 0.5640 0.6777 0.7873 0.033 Uiso 1 1 calc R . . C14A C 0.4602(5) 0.8233(3) 0.80215(6) 0.0237(7) Uani 1 1 d . . . C15A C 0.4108(5) 0.7661(3) 0.82548(6) 0.0265(7) Uani 1 1 d . . . H15C H 0.4282 0.6775 0.8246 0.032 Uiso 1 1 calc R . . H15D H 0.4851 0.7983 0.8382 0.032 Uiso 1 1 calc R . . C16A C 0.1032(5) 0.7160(3) 0.81701(6) 0.0231(7) Uani 1 1 d . . . H16C H 0.0625 0.6466 0.8265 0.028 Uiso 1 1 calc R . . H16D H 0.1584 0.6850 0.8024 0.028 Uiso 1 1 calc R . . C17A C -0.0452(5) 0.8009(3) 0.81102(6) 0.0237(7) Uani 1 1 d . . . H17C H -0.1282 0.8059 0.8242 0.028 Uiso 1 1 calc R . . H17D H -0.1062 0.7740 0.7966 0.028 Uiso 1 1 calc R . . C18A C 0.3014(4) 0.9900(3) 0.77953(6) 0.0226(7) Uani 1 1 d . . . H18A H 0.2791 1.0787 0.7812 0.027 Uiso 1 1 calc R . . C19A C 0.4228(5) 0.9569(3) 0.79996(6) 0.0231(7) Uani 1 1 d . . . H19A H 0.5339 1.0012 0.7978 0.028 Uiso 1 1 calc R . . C20A C 0.3370(5) 1.0014(3) 0.82261(6) 0.0237(7) Uani 1 1 d . . . H20C H 0.3050 1.0877 0.8210 0.028 Uiso 1 1 calc R . . H20D H 0.4177 0.9937 0.8361 0.028 Uiso 1 1 calc R . . C21A C 0.1763(5) 0.9254(3) 0.82720(6) 0.0218(7) Uani 1 1 d . . . H21A H 0.1184 0.9560 0.8418 0.026 Uiso 1 1 calc R . . O3 O 0.0030(4) 1.1439(2) 0.92892(5) 0.0344(6) Uani 1 1 d . . . O4 O 0.1906(4) 1.0469(3) 0.95228(5) 0.0389(7) Uani 1 1 d . . . O5 O 0.1890(5) 0.7583(2) 0.87653(5) 0.0424(8) Uani 1 1 d . . . O6 O -0.0705(4) 0.8343(3) 0.87067(5) 0.0418(7) Uani 1 1 d . . . O7 O -0.2720(4) 0.7668(3) 0.96669(5) 0.0398(7) Uani 1 1 d . . . O8 O 0.3619(7) 0.3271(4) 0.99988(8) 0.0853(15) Uani 1 1 d . . . O9 O 0.1571(6) 0.3104(3) 1.02543(7) 0.0729(12) Uani 1 1 d . . . N3 N -0.0165(5) 0.8641(3) 0.96077(5) 0.0330(7) Uani 1 1 d . . . H3B H 0.0903 0.8710 0.9657 0.040 Uiso 1 1 calc R . . N4 N 0.2253(7) 0.3589(4) 1.00848(8) 0.0558(12) Uani 1 1 d . . . C22 C 0.0487(6) 1.0563(3) 0.94227(7) 0.0314(8) Uani 1 1 d . . . C23 C -0.0839(6) 0.9537(3) 0.94436(7) 0.0321(8) Uani 1 1 d . . . H23 H -0.1947 0.9868 0.9506 0.038 Uiso 1 1 calc R . . C24 C -0.1140(6) 0.8974(3) 0.91963(7) 0.0348(9) Uani 1 1 d . . . H24A H -0.2053 0.8352 0.9207 0.042 Uiso 1 1 calc R . . H24B H -0.1537 0.9610 0.9086 0.042 Uiso 1 1 calc R . . C25 C 0.0476(7) 0.8404(4) 0.91007(7) 0.0469(11) Uani 1 1 d . . . H25A H 0.0692 0.7651 0.9191 0.056 Uiso 1 1 calc R . . H25B H 0.1445 0.8960 0.9134 0.056 Uiso 1 1 calc R . . C26 C 0.0514(6) 0.8093(3) 0.88372(7) 0.0354(9) Uani 1 1 d . . . C27 C -0.1139(6) 0.7697(3) 0.96871(7) 0.0344(9) Uani 1 1 d . . . C28 C -0.0186(6) 0.6666(3) 0.97976(7) 0.0324(8) Uani 1 1 d . . . C29 C -0.1132(7) 0.5835(4) 0.99305(7) 0.0392(10) Uani 1 1 d . . . H29 H -0.2328 0.5957 0.9955 0.047 Uiso 1 1 calc R . . C30 C -0.0313(7) 0.4826(4) 1.00269(7) 0.0452(11) Uani 1 1 d . . . H30 H -0.0933 0.4264 1.0121 0.054 Uiso 1 1 calc R . . C31 C 0.1390(7) 0.4663(4) 0.99833(7) 0.0418(11) Uani 1 1 d . . . C32 C 0.2375(7) 0.5449(4) 0.98482(7) 0.0415(10) Uani 1 1 d . . . H32 H 0.3560 0.5296 0.9820 0.050 Uiso 1 1 calc R . . C33 C 0.1576(7) 0.6460(4) 0.97556(7) 0.0386(10) Uani 1 1 d . . . H33 H 0.2217 0.7019 0.9663 0.046 Uiso 1 1 calc R . . O1W O 0.8293(4) 1.1813(3) 0.88472(5) 0.0431(7) Uani 1 1 d . . . H11W H 0.8784 1.1678 0.8981 0.065 Uiso 1 1 d R . . H12W H 0.7633 1.1212 0.8814 0.065 Uiso 1 1 d R . . O2W O 0.6410(5) 0.9682(3) 0.87057(5) 0.0479(8) Uani 1 1 d . . . H21W H 0.5543 0.9263 0.8753 0.072 Uiso 1 1 d R . . H22W H 0.7321 0.9257 0.8729 0.072 Uiso 1 1 d R . . O3W O 0.4717(5) 0.8260(3) 0.90039(6) 0.0524(8) Uani 1 1 d . . . H31W H 0.4510 0.8409 0.9150 0.079 Uiso 1 1 d R . . H32W H 0.3769 0.8075 0.8935 0.079 Uiso 1 1 d R . . O4W O 0.4160(4) 0.8477(3) 0.94796(5) 0.0465(8) Uani 1 1 d . . . H41W H 0.3820 0.9212 0.9496 0.070 Uiso 1 1 d R . . H42W H 0.5139 0.8412 0.9549 0.070 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0301(14) 0.0388(14) 0.0241(12) 0.0002(11) -0.0035(11) 0.0009(12) O2 0.0319(14) 0.0258(12) 0.0281(13) 0.0034(10) 0.0022(11) -0.0016(11) N1 0.0255(15) 0.0196(13) 0.0225(14) 0.0004(10) 0.0036(12) -0.0013(12) N2 0.0308(17) 0.0235(13) 0.0251(14) 0.0027(12) -0.0013(13) -0.0034(13) C1 0.032(2) 0.0227(16) 0.0252(17) -0.0010(13) 0.0002(15) 0.0004(15) C2 0.034(2) 0.0215(16) 0.0266(17) -0.0005(13) -0.0050(16) -0.0018(15) C3 0.030(2) 0.0267(17) 0.0328(19) -0.0033(14) -0.0085(16) -0.0009(15) C4 0.0272(18) 0.0227(16) 0.0314(18) -0.0026(13) 0.0006(15) -0.0039(14) C5 0.0251(17) 0.0161(14) 0.0263(16) -0.0024(12) -0.0004(14) 0.0002(13) C6 0.0260(18) 0.0149(14) 0.0281(17) -0.0026(12) -0.0026(15) 0.0002(13) C7 0.0249(17) 0.0178(15) 0.0230(16) 0.0012(12) -0.0015(14) -0.0022(13) C8 0.0277(18) 0.0189(15) 0.0193(15) 0.0026(12) -0.0003(14) -0.0012(13) C9 0.0184(15) 0.0218(15) 0.0280(16) 0.0002(13) 0.0018(13) 0.0023(13) C10 0.0288(19) 0.0321(18) 0.0292(18) -0.0009(14) -0.0005(16) -0.0018(16) C11 0.0234(18) 0.0224(16) 0.0297(18) -0.0022(13) -0.0006(15) -0.0051(14) C12 0.038(2) 0.048(2) 0.0258(18) -0.0029(17) 0.0007(17) -0.014(2) C13 0.039(2) 0.036(2) 0.0254(18) 0.0026(15) -0.0020(17) -0.0070(18) C14 0.0300(19) 0.0279(17) 0.0251(17) -0.0023(14) 0.0001(15) -0.0057(15) C15 0.036(2) 0.0319(19) 0.0252(17) 0.0003(14) -0.0022(16) -0.0068(17) C16 0.040(2) 0.0240(16) 0.0316(19) 0.0008(14) 0.0004(17) 0.0021(16) C17 0.041(2) 0.0187(16) 0.0287(18) 0.0009(13) 0.0020(16) -0.0015(15) C18 0.0273(18) 0.0184(15) 0.0239(16) 0.0002(13) -0.0002(14) -0.0021(14) C19 0.0284(18) 0.0214(15) 0.0258(16) -0.0018(13) 0.0001(14) -0.0056(14) C20 0.0271(18) 0.0208(16) 0.0316(17) -0.0020(14) 0.0025(15) -0.0002(14) C21 0.0278(18) 0.0222(16) 0.0251(16) 0.0011(13) -0.0002(15) -0.0013(15) O1A 0.0263(13) 0.0190(11) 0.0327(13) -0.0061(9) -0.0018(11) 0.0058(10) O2A 0.0369(15) 0.0245(12) 0.0285(12) 0.0066(10) -0.0013(12) 0.0088(11) N1A 0.0228(14) 0.0155(12) 0.0240(13) 0.0014(10) 0.0017(12) 0.0033(11) N2A 0.0279(16) 0.0185(13) 0.0250(14) -0.0002(11) -0.0064(12) 0.0022(12) C1A 0.0261(17) 0.0150(15) 0.0303(17) 0.0012(12) -0.0024(15) 0.0026(13) C2A 0.0233(17) 0.0161(15) 0.0367(19) -0.0017(13) 0.0038(15) -0.0021(13) C3A 0.0277(18) 0.0201(15) 0.0295(17) -0.0050(13) 0.0041(15) 0.0023(14) C4A 0.0259(18) 0.0175(15) 0.0227(16) -0.0009(12) 0.0002(14) 0.0012(13) C5A 0.0212(16) 0.0186(15) 0.0259(16) 0.0008(12) -0.0015(13) 0.0021(13) C6A 0.0176(15) 0.0166(14) 0.0233(15) -0.0005(12) -0.0006(13) 0.0004(12) C7A 0.0215(17) 0.0150(14) 0.0257(16) 0.0022(12) -0.0039(14) -0.0015(13) C8A 0.0207(16) 0.0163(14) 0.0220(15) 0.0000(12) -0.0012(13) 0.0000(12) C9A 0.0284(18) 0.0174(15) 0.0234(16) 0.0003(12) -0.0055(14) -0.0020(14) C10A 0.0253(17) 0.0213(15) 0.0238(15) 0.0005(13) 0.0041(14) -0.0003(14) C11A 0.0234(17) 0.0170(15) 0.0300(17) -0.0040(13) 0.0010(14) -0.0010(13) C12A 0.0209(17) 0.0278(17) 0.036(2) -0.0032(15) 0.0006(15) 0.0024(15) C13A 0.0238(17) 0.0209(16) 0.0365(19) -0.0009(14) -0.0015(16) -0.0013(14) C14A 0.0221(17) 0.0181(15) 0.0310(17) -0.0016(13) -0.0040(14) -0.0010(13) C15A 0.0280(19) 0.0177(15) 0.0339(19) 0.0029(13) -0.0032(16) 0.0053(14) C16A 0.0248(17) 0.0162(14) 0.0283(17) 0.0011(12) -0.0037(15) 0.0003(13) C17A 0.0254(17) 0.0149(14) 0.0308(17) 0.0014(12) -0.0031(15) -0.0031(13) C18A 0.0219(16) 0.0155(14) 0.0302(17) 0.0010(12) -0.0024(14) 0.0001(13) C19A 0.0202(16) 0.0182(15) 0.0310(18) -0.0025(12) -0.0034(14) -0.0001(13) C20A 0.0230(17) 0.0192(15) 0.0289(17) -0.0009(13) -0.0033(14) -0.0019(14) C21A 0.0251(17) 0.0157(14) 0.0245(16) 0.0001(12) -0.0044(14) -0.0008(13) O3 0.0383(16) 0.0268(13) 0.0382(14) 0.0050(11) 0.0008(13) -0.0072(12) O4 0.0445(17) 0.0362(14) 0.0360(15) 0.0056(11) -0.0092(14) -0.0091(13) O5 0.066(2) 0.0318(14) 0.0296(14) -0.0017(11) -0.0034(15) 0.0078(15) O6 0.0480(18) 0.0474(16) 0.0301(14) 0.0005(12) -0.0033(14) -0.0089(15) O7 0.0440(18) 0.0333(14) 0.0420(16) 0.0004(12) 0.0060(14) -0.0017(13) O8 0.119(4) 0.065(2) 0.072(3) 0.019(2) 0.019(3) 0.042(3) O9 0.089(3) 0.055(2) 0.075(3) 0.038(2) -0.012(2) -0.008(2) N3 0.045(2) 0.0265(15) 0.0274(15) 0.0055(12) -0.0017(15) -0.0084(14) N4 0.087(4) 0.0358(19) 0.045(2) 0.0025(17) -0.006(2) 0.002(2) C22 0.037(2) 0.0264(17) 0.0310(19) 0.0034(14) 0.0047(17) -0.0055(16) C23 0.039(2) 0.0256(17) 0.0318(19) 0.0050(14) -0.0026(17) -0.0054(16) C24 0.043(2) 0.0278(18) 0.033(2) 0.0024(15) -0.0072(18) -0.0081(17) C25 0.064(3) 0.048(2) 0.029(2) -0.0037(18) -0.007(2) 0.009(2) C26 0.052(3) 0.0241(17) 0.0303(19) 0.0038(15) -0.0067(19) -0.0077(18) C27 0.045(2) 0.0300(18) 0.0285(18) 0.0003(15) 0.0025(18) -0.0056(17) C28 0.044(2) 0.0264(18) 0.0269(18) 0.0001(14) 0.0008(17) -0.0037(17) C29 0.054(3) 0.0301(19) 0.034(2) 0.0028(16) 0.002(2) -0.0100(19) C30 0.070(3) 0.031(2) 0.035(2) 0.0021(17) 0.004(2) -0.008(2) C31 0.070(3) 0.0303(19) 0.0255(18) 0.0019(15) 0.000(2) -0.001(2) C32 0.059(3) 0.033(2) 0.033(2) -0.0030(16) 0.004(2) 0.0016(19) C33 0.058(3) 0.0313(19) 0.0263(18) 0.0001(15) 0.0007(19) -0.0005(19) O1W 0.0513(19) 0.0347(14) 0.0432(16) 0.0046(12) -0.0068(15) -0.0043(14) O2W 0.053(2) 0.0449(17) 0.0457(17) 0.0034(14) -0.0026(16) 0.0022(15) O3W 0.054(2) 0.0547(19) 0.0486(18) 0.0002(15) 0.0075(17) -0.0016(17) O4W 0.0464(19) 0.0519(18) 0.0414(16) -0.0031(14) -0.0043(15) -0.0041(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C11 1.424(4) . ? O1 C12 1.440(4) . ? O2 C9 1.231(4) . ? N1 C9 1.387(4) . ? N1 C6 1.404(5) . ? N1 C8 1.492(4) . ? N2 C15 1.503(5) . ? N2 C16 1.514(5) . ? N2 C21 1.535(4) . ? N2 H2C 0.9300 . ? C1 C2 1.392(5) . ? C1 C6 1.401(5) . ? C1 H1 0.9500 . ? C2 C3 1.380(6) . ? C2 H2 0.9500 . ? C3 C4 1.397(5) . ? C3 H3C 0.9500 . ? C4 C5 1.385(5) . ? C4 H4 0.9500 . ? C5 C6 1.401(5) . ? C5 C7 1.513(5) . ? C7 C17 1.545(5) . ? C7 C21 1.554(5) . ? C7 C8 1.563(5) . ? C8 C18 1.530(4) . ? C8 H8 1.0000 . ? C9 C10 1.503(5) . ? C10 C11 1.544(5) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C18 1.534(5) . ? C11 H11 1.0000 . ? C12 C13 1.491(6) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.333(6) . ? C13 H13 0.9500 . ? C14 C15 1.508(5) . ? C14 C19 1.525(5) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.512(5) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.545(5) . ? C18 H18 1.0000 . ? C19 C20 1.530(5) . ? C19 H19 1.0000 . ? C20 C21 1.514(5) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 H21 1.0000 . ? O1A C11A 1.428(4) . ? O1A C12A 1.438(4) . ? O2A C9A 1.233(4) . ? N1A C9A 1.369(4) . ? N1A C6A 1.417(4) . ? N1A C8A 1.492(4) . ? N2A C15A 1.497(5) . ? N2A C16A 1.505(4) . ? N2A C21A 1.531(4) . ? N2A H2D 0.9300 . ? C1A C2A 1.392(5) . ? C1A C6A 1.394(4) . ? C1A H1A 0.9500 . ? C2A C3A 1.389(5) . ? C2A H2A 0.9500 . ? C3A C4A 1.395(5) . ? C3A H3A 0.9500 . ? C4A C5A 1.380(5) . ? C4A H4A 0.9500 . ? C5A C6A 1.398(4) . ? C5A C7A 1.511(4) . ? C7A C21A 1.531(5) . ? C7A C17A 1.541(4) . ? C7A C8A 1.563(5) . ? C8A C18A 1.534(5) . ? C8A H8A 1.0000 . ? C9A C10A 1.507(5) . ? C10A C11A 1.549(5) . ? C10A H10C 0.9900 . ? C10A H10D 0.9900 . ? C11A C18A 1.541(5) . ? C11A H11A 1.0000 . ? C12A C13A 1.502(5) . ? C12A H12C 0.9900 . ? C12A H12D 0.9900 . ? C13A C14A 1.339(5) . ? C13A H13A 0.9500 . ? C14A C19A 1.510(5) . ? C14A C15A 1.513(5) . ? C15A H15C 0.9900 . ? C15A H15D 0.9900 . ? C16A C17A 1.525(5) . ? C16A H16C 0.9900 . ? C16A H16D 0.9900 . ? C17A H17C 0.9900 . ? C17A H17D 0.9900 . ? C18A C19A 1.537(5) . ? C18A H18A 1.0000 . ? C19A C20A 1.526(5) . ? C19A H19A 1.0000 . ? C20A C21A 1.527(5) . ? C20A H20C 0.9900 . ? C20A H20D 0.9900 . ? C21A H21A 1.0000 . ? O3 C22 1.278(5) . ? O4 C22 1.244(5) . ? O5 C26 1.275(6) . ? O6 C26 1.233(5) . ? O7 C27 1.236(6) . ? O8 N4 1.220(7) . ? O9 N4 1.221(6) . ? N3 C27 1.365(5) . ? N3 C23 1.455(5) . ? N3 H3B 0.8800 . ? N4 C31 1.479(6) . ? C22 C23 1.538(5) . ? C23 C24 1.550(5) . ? C23 H23 1.0000 . ? C24 C25 1.506(7) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.531(5) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C27 C28 1.496(6) . ? C28 C29 1.396(6) . ? C28 C33 1.409(7) . ? C29 C30 1.396(6) . ? C29 H29 0.9500 . ? C30 C31 1.359(7) . ? C30 H30 0.9500 . ? C31 C32 1.388(6) . ? C32 C33 1.383(6) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? O1W H11W 0.8601 . ? O1W H12W 0.8600 . ? O2W H21W 0.8600 . ? O2W H22W 0.8600 . ? O3W H31W 0.8600 . ? O3W H32W 0.8599 . ? O4W H41W 0.8600 . ? O4W H42W 0.8599 . ? 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 C11 O1 C12 114.6(3) . . ? C9 N1 C6 125.5(3) . . ? C9 N1 C8 118.9(3) . . ? C6 N1 C8 110.4(3) . . ? C15 N2 C16 112.0(3) . . ? C15 N2 C21 114.1(3) . . ? C16 N2 C21 107.3(3) . . ? C15 N2 H2C 107.7 . . ? C16 N2 H2C 107.7 . . ? C21 N2 H2C 107.7 . . ? C2 C1 C6 116.9(3) . . ? C2 C1 H1 121.5 . . ? C6 C1 H1 121.5 . . ? C3 C2 C1 122.5(3) . . ? C3 C2 H2 118.7 . . ? C1 C2 H2 118.7 . . ? C2 C3 C4 120.0(4) . . ? C2 C3 H3C 120.0 . . ? C4 C3 H3C 120.0 . . ? C5 C4 C3 119.0(4) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C4 C5 C6 120.4(3) . . ? C4 C5 C7 129.2(3) . . ? C6 C5 C7 110.2(3) . . ? C1 C6 C5 121.2(3) . . ? C1 C6 N1 128.9(3) . . ? C5 C6 N1 109.9(3) . . ? C5 C7 C17 111.3(3) . . ? C5 C7 C21 116.6(3) . . ? C17 C7 C21 101.0(3) . . ? C5 C7 C8 102.9(3) . . ? C17 C7 C8 111.4(3) . . ? C21 C7 C8 114.0(3) . . ? N1 C8 C18 105.6(3) . . ? N1 C8 C7 104.0(3) . . ? C18 C8 C7 117.5(3) . . ? N1 C8 H8 109.8 . . ? C18 C8 H8 109.8 . . ? C7 C8 H8 109.8 . . ? O2 C9 N1 122.3(3) . . ? O2 C9 C10 123.1(3) . . ? N1 C9 C10 114.6(3) . . ? C9 C10 C11 117.9(3) . . ? C9 C10 H10A 107.8 . . ? C11 C10 H10A 107.8 . . ? C9 C10 H10B 107.8 . . ? C11 C10 H10B 107.8 . . ? H10A C10 H10B 107.2 . . ? O1 C11 C18 114.9(3) . . ? O1 C11 C10 104.1(3) . . ? C18 C11 C10 109.9(3) . . ? O1 C11 H11 109.3 . . ? C18 C11 H11 109.3 . . ? C10 C11 H11 109.3 . . ? O1 C12 C13 110.6(3) . . ? O1 C12 H12A 109.5 . . ? C13 C12 H12A 109.5 . . ? O1 C12 H12B 109.5 . . ? C13 C12 H12B 109.5 . . ? H12A C12 H12B 108.1 . . ? C14 C13 C12 122.0(4) . . ? C14 C13 H13 119.0 . . ? C12 C13 H13 119.0 . . ? C13 C14 C15 122.6(4) . . ? C13 C14 C19 122.4(3) . . ? C15 C14 C19 115.0(3) . . ? N2 C15 C14 110.1(3) . . ? N2 C15 H15A 109.6 . . ? C14 C15 H15A 109.6 . . ? N2 C15 H15B 109.6 . . ? C14 C15 H15B 109.6 . . ? H15A C15 H15B 108.1 . . ? C17 C16 N2 104.4(3) . . ? C17 C16 H16A 110.9 . . ? N2 C16 H16A 110.9 . . ? C17 C16 H16B 110.9 . . ? N2 C16 H16B 110.9 . . ? H16A C16 H16B 108.9 . . ? C16 C17 C7 103.0(3) . . ? C16 C17 H17A 111.2 . . ? C7 C17 H17A 111.2 . . ? C16 C17 H17B 111.2 . . ? C7 C17 H17B 111.2 . . ? H17A C17 H17B 109.1 . . ? C8 C18 C11 107.6(3) . . ? C8 C18 C19 111.9(3) . . ? C11 C18 C19 118.2(3) . . ? C8 C18 H18 106.1 . . ? C11 C18 H18 106.1 . . ? C19 C18 H18 106.1 . . ? C14 C19 C20 109.5(3) . . ? C14 C19 C18 114.7(3) . . ? C20 C19 C18 106.5(3) . . ? C14 C19 H19 108.6 . . ? C20 C19 H19 108.6 . . ? C18 C19 H19 108.6 . . ? C21 C20 C19 109.5(3) . . ? C21 C20 H20A 109.8 . . ? C19 C20 H20A 109.8 . . ? C21 C20 H20B 109.8 . . ? C19 C20 H20B 109.8 . . ? H20A C20 H20B 108.2 . . ? C20 C21 N2 110.0(3) . . ? C20 C21 C7 114.8(3) . . ? N2 C21 C7 104.6(3) . . ? C20 C21 H21 109.1 . . ? N2 C21 H21 109.1 . . ? C7 C21 H21 109.1 . . ? C11A O1A C12A 116.1(3) . . ? C9A N1A C6A 124.3(3) . . ? C9A N1A C8A 117.6(3) . . ? C6A N1A C8A 109.1(3) . . ? C15A N2A C16A 112.9(3) . . ? C15A N2A C21A 113.9(3) . . ? C16A N2A C21A 107.8(3) . . ? C15A N2A H2D 107.3 . . ? C16A N2A H2D 107.3 . . ? C21A N2A H2D 107.3 . . ? C2A C1A C6A 116.9(3) . . ? C2A C1A H1A 121.5 . . ? C6A C1A H1A 121.5 . . ? C3A C2A C1A 122.2(3) . . ? C3A C2A H2A 118.9 . . ? C1A C2A H2A 118.9 . . ? C2A C3A C4A 119.9(3) . . ? C2A C3A H3A 120.1 . . ? C4A C3A H3A 120.1 . . ? C5A C4A C3A 119.0(3) . . ? C5A C4A H4A 120.5 . . ? C3A C4A H4A 120.5 . . ? C4A C5A C6A 120.4(3) . . ? C4A C5A C7A 129.1(3) . . ? C6A C5A C7A 110.3(3) . . ? C1A C6A C5A 121.5(3) . . ? C1A C6A N1A 128.3(3) . . ? C5A C6A N1A 110.2(3) . . ? C5A C7A C21A 114.7(3) . . ? C5A C7A C17A 112.4(3) . . ? C21A C7A C17A 102.0(3) . . ? C5A C7A C8A 102.4(3) . . ? C21A C7A C8A 114.9(3) . . ? C17A C7A C8A 110.7(3) . . ? N1A C8A C18A 106.3(3) . . ? N1A C8A C7A 104.6(3) . . ? C18A C8A C7A 116.4(3) . . ? N1A C8A H8A 109.8 . . ? C18A C8A H8A 109.8 . . ? C7A C8A H8A 109.8 . . ? O2A C9A N1A 122.8(3) . . ? O2A C9A C10A 123.0(3) . . ? N1A C9A C10A 114.2(3) . . ? C9A C10A C11A 115.2(3) . . ? C9A C10A H10C 108.5 . . ? C11A C10A H10C 108.5 . . ? C9A C10A H10D 108.5 . . ? C11A C10A H10D 108.5 . . ? H10C C10A H10D 107.5 . . ? O1A C11A C18A 115.3(3) . . ? O1A C11A C10A 104.0(3) . . ? C18A C11A C10A 109.2(3) . . ? O1A C11A H11A 109.4 . . ? C18A C11A H11A 109.4 . . ? C10A C11A H11A 109.4 . . ? O1A C12A C13A 111.5(3) . . ? O1A C12A H12C 109.3 . . ? C13A C12A H12C 109.3 . . ? O1A C12A H12D 109.3 . . ? C13A C12A H12D 109.3 . . ? H12C C12A H12D 108.0 . . ? C14A C13A C12A 120.9(3) . . ? C14A C13A H13A 119.5 . . ? C12A C13A H13A 119.5 . . ? C13A C14A C19A 122.1(3) . . ? C13A C14A C15A 122.3(3) . . ? C19A C14A C15A 115.6(3) . . ? N2A C15A C14A 109.9(3) . . ? N2A C15A H15C 109.7 . . ? C14A C15A H15C 109.7 . . ? N2A C15A H15D 109.7 . . ? C14A C15A H15D 109.7 . . ? H15C C15A H15D 108.2 . . ? N2A C16A C17A 104.5(3) . . ? N2A C16A H16C 110.8 . . ? C17A C16A H16C 110.8 . . ? N2A C16A H16D 110.8 . . ? C17A C16A H16D 110.8 . . ? H16C C16A H16D 108.9 . . ? C16A C17A C7A 103.1(3) . . ? C16A C17A H17C 111.2 . . ? C7A C17A H17C 111.2 . . ? C16A C17A H17D 111.2 . . ? C7A C17A H17D 111.2 . . ? H17C C17A H17D 109.1 . . ? C8A C18A C19A 112.6(3) . . ? C8A C18A C11A 108.2(3) . . ? C19A C18A C11A 118.2(3) . . ? C8A C18A H18A 105.6 . . ? C19A C18A H18A 105.6 . . ? C11A C18A H18A 105.6 . . ? C14A C19A C20A 109.3(3) . . ? C14A C19A C18A 114.4(3) . . ? C20A C19A C18A 106.7(3) . . ? C14A C19A H19A 108.8 . . ? C20A C19A H19A 108.8 . . ? C18A C19A H19A 108.8 . . ? C19A C20A C21A 108.9(3) . . ? C19A C20A H20C 109.9 . . ? C21A C20A H20C 109.9 . . ? C19A C20A H20D 109.9 . . ? C21A C20A H20D 109.9 . . ? H20C C20A H20D 108.3 . . ? C20A C21A N2A 110.0(3) . . ? C20A C21A C7A 115.2(3) . . ? N2A C21A C7A 104.9(2) . . ? C20A C21A H21A 108.9 . . ? N2A C21A H21A 108.9 . . ? C7A C21A H21A 108.9 . . ? C27 N3 C23 122.1(4) . . ? C27 N3 H3B 119.0 . . ? C23 N3 H3B 119.0 . . ? O9 N4 O8 124.4(5) . . ? O9 N4 C31 117.5(5) . . ? O8 N4 C31 118.1(4) . . ? O4 C22 O3 125.4(4) . . ? O4 C22 C23 119.8(3) . . ? O3 C22 C23 114.7(4) . . ? N3 C23 C22 108.1(3) . . ? N3 C23 C24 110.9(3) . . ? C22 C23 C24 109.2(3) . . ? N3 C23 H23 109.6 . . ? C22 C23 H23 109.6 . . ? C24 C23 H23 109.6 . . ? C25 C24 C23 111.5(4) . . ? C25 C24 H24A 109.3 . . ? C23 C24 H24A 109.3 . . ? C25 C24 H24B 109.3 . . ? C23 C24 H24B 109.3 . . ? H24A C24 H24B 108.0 . . ? C24 C25 C26 117.4(4) . . ? C24 C25 H25A 107.9 . . ? C26 C25 H25A 107.9 . . ? C24 C25 H25B 107.9 . . ? C26 C25 H25B 107.9 . . ? H25A C25 H25B 107.2 . . ? O6 C26 O5 123.6(4) . . ? O6 C26 C25 121.2(4) . . ? O5 C26 C25 115.2(4) . . ? O7 C27 N3 122.8(4) . . ? O7 C27 C28 120.8(4) . . ? N3 C27 C28 116.4(4) . . ? C29 C28 C33 119.8(4) . . ? C29 C28 C27 117.7(4) . . ? C33 C28 C27 122.3(4) . . ? C28 C29 C30 119.7(5) . . ? C28 C29 H29 120.1 . . ? C30 C29 H29 120.1 . . ? C31 C30 C29 118.6(4) . . ? C31 C30 H30 120.7 . . ? C29 C30 H30 120.7 . . ? C30 C31 C32 123.7(4) . . ? C30 C31 N4 118.5(4) . . ? C32 C31 N4 117.7(5) . . ? C33 C32 C31 117.8(5) . . ? C33 C32 H32 121.1 . . ? C31 C32 H32 121.1 . . ? C32 C33 C28 120.2(4) . . ? C32 C33 H33 119.9 . . ? C28 C33 H33 119.9 . . ? H11W O1W H12W 108.8 . . ? H21W O2W H22W 107.7 . . ? H31W O3W H32W 108.9 . . ? H41W O4W H42W 107.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -1.3(5) . . . . ? C1 C2 C3 C4 0.4(5) . . . . ? C2 C3 C4 C5 0.5(5) . . . . ? C3 C4 C5 C6 -0.4(5) . . . . ? C3 C4 C5 C7 -174.4(3) . . . . ? C2 C1 C6 C5 1.4(5) . . . . ? C2 C1 C6 N1 -178.8(3) . . . . ? C4 C5 C6 C1 -0.5(5) . . . . ? C7 C5 C6 C1 174.5(3) . . . . ? C4 C5 C6 N1 179.6(3) . . . . ? C7 C5 C6 N1 -5.4(4) . . . . ? C9 N1 C6 C1 20.7(5) . . . . ? C8 N1 C6 C1 174.6(3) . . . . ? C9 N1 C6 C5 -159.4(3) . . . . ? C8 N1 C6 C5 -5.6(4) . . . . ? C4 C5 C7 C17 68.3(5) . . . . ? C6 C5 C7 C17 -106.1(3) . . . . ? C4 C5 C7 C21 -46.7(5) . . . . ? C6 C5 C7 C21 138.8(3) . . . . ? C4 C5 C7 C8 -172.3(3) . . . . ? C6 C5 C7 C8 13.3(3) . . . . ? C9 N1 C8 C18 45.0(4) . . . . ? C6 N1 C8 C18 -110.8(3) . . . . ? C9 N1 C8 C7 169.4(3) . . . . ? C6 N1 C8 C7 13.6(3) . . . . ? C5 C7 C8 N1 -15.6(3) . . . . ? C17 C7 C8 N1 103.8(3) . . . . ? C21 C7 C8 N1 -142.7(3) . . . . ? C5 C7 C8 C18 100.7(3) . . . . ? C17 C7 C8 C18 -139.9(3) . . . . ? C21 C7 C8 C18 -26.4(4) . . . . ? C6 N1 C9 O2 -19.5(5) . . . . ? C8 N1 C9 O2 -171.4(3) . . . . ? C6 N1 C9 C10 161.2(3) . . . . ? C8 N1 C9 C10 9.3(4) . . . . ? O2 C9 C10 C11 141.1(4) . . . . ? N1 C9 C10 C11 -39.6(4) . . . . ? C12 O1 C11 C18 -67.2(4) . . . . ? C12 O1 C11 C10 172.6(3) . . . . ? C9 C10 C11 O1 134.3(3) . . . . ? C9 C10 C11 C18 10.7(4) . . . . ? C11 O1 C12 C13 89.8(4) . . . . ? O1 C12 C13 C14 -66.6(5) . . . . ? C12 C13 C14 C15 177.9(4) . . . . ? C12 C13 C14 C19 -1.4(6) . . . . ? C16 N2 C15 C14 75.4(4) . . . . ? C21 N2 C15 C14 -46.8(4) . . . . ? C13 C14 C15 N2 -126.6(4) . . . . ? C19 C14 C15 N2 52.8(4) . . . . ? C15 N2 C16 C17 -144.1(3) . . . . ? C21 N2 C16 C17 -18.1(4) . . . . ? N2 C16 C17 C7 39.0(4) . . . . ? C5 C7 C17 C16 -168.6(3) . . . . ? C21 C7 C17 C16 -44.2(4) . . . . ? C8 C7 C17 C16 77.2(4) . . . . ? N1 C8 C18 C11 -72.0(3) . . . . ? C7 C8 C18 C11 172.6(3) . . . . ? N1 C8 C18 C19 156.5(3) . . . . ? C7 C8 C18 C19 41.1(4) . . . . ? O1 C11 C18 C8 -73.6(4) . . . . ? C10 C11 C18 C8 43.4(4) . . . . ? O1 C11 C18 C19 54.3(4) . . . . ? C10 C11 C18 C19 171.3(3) . . . . ? C13 C14 C19 C20 177.9(3) . . . . ? C15 C14 C19 C20 -1.5(4) . . . . ? C13 C14 C19 C18 58.2(5) . . . . ? C15 C14 C19 C18 -121.2(3) . . . . ? C8 C18 C19 C14 60.4(4) . . . . ? C11 C18 C19 C14 -65.5(4) . . . . ? C8 C18 C19 C20 -61.0(4) . . . . ? C11 C18 C19 C20 173.1(3) . . . . ? C14 C19 C20 C21 -55.6(4) . . . . ? C18 C19 C20 C21 69.0(3) . . . . ? C19 C20 C21 N2 61.3(4) . . . . ? C19 C20 C21 C7 -56.3(4) . . . . ? C15 N2 C21 C20 -8.6(4) . . . . ? C16 N2 C21 C20 -133.3(3) . . . . ? C15 N2 C21 C7 115.2(3) . . . . ? C16 N2 C21 C7 -9.6(4) . . . . ? C5 C7 C21 C20 -86.0(4) . . . . ? C17 C7 C21 C20 153.3(3) . . . . ? C8 C7 C21 C20 33.8(4) . . . . ? C5 C7 C21 N2 153.3(3) . . . . ? C17 C7 C21 N2 32.6(3) . . . . ? C8 C7 C21 N2 -86.9(3) . . . . ? C6A C1A C2A C3A -1.0(5) . . . . ? C1A C2A C3A C4A -0.5(6) . . . . ? C2A C3A C4A C5A 0.8(5) . . . . ? C3A C4A C5A C6A 0.4(5) . . . . ? C3A C4A C5A C7A -175.6(3) . . . . ? C2A C1A C6A C5A 2.2(5) . . . . ? C2A C1A C6A N1A -178.6(3) . . . . ? C4A C5A C6A C1A -1.9(5) . . . . ? C7A C5A C6A C1A 174.7(3) . . . . ? C4A C5A C6A N1A 178.7(3) . . . . ? C7A C5A C6A N1A -4.6(4) . . . . ? C9A N1A C6A C1A 26.9(5) . . . . ? C8A N1A C6A C1A 172.9(3) . . . . ? C9A N1A C6A C5A -153.8(3) . . . . ? C8A N1A C6A C5A -7.8(4) . . . . ? C4A C5A C7A C21A -44.3(5) . . . . ? C6A C5A C7A C21A 139.4(3) . . . . ? C4A C5A C7A C17A 71.7(5) . . . . ? C6A C5A C7A C17A -104.6(3) . . . . ? C4A C5A C7A C8A -169.5(3) . . . . ? C6A C5A C7A C8A 14.2(4) . . . . ? C9A N1A C8A C18A 41.3(4) . . . . ? C6A N1A C8A C18A -107.3(3) . . . . ? C9A N1A C8A C7A 164.9(3) . . . . ? C6A N1A C8A C7A 16.3(3) . . . . ? C5A C7A C8A N1A -17.9(3) . . . . ? C21A C7A C8A N1A -142.9(3) . . . . ? C17A C7A C8A N1A 102.2(3) . . . . ? C5A C7A C8A C18A 99.0(3) . . . . ? C21A C7A C8A C18A -26.0(4) . . . . ? C17A C7A C8A C18A -140.9(3) . . . . ? C6A N1A C9A O2A -21.1(5) . . . . ? C8A N1A C9A O2A -164.5(3) . . . . ? C6A N1A C9A C10A 160.9(3) . . . . ? C8A N1A C9A C10A 17.6(4) . . . . ? O2A C9A C10A C11A 131.6(4) . . . . ? N1A C9A C10A C11A -50.5(4) . . . . ? C12A O1A C11A C18A -62.9(4) . . . . ? C12A O1A C11A C10A 177.5(3) . . . . ? C9A C10A C11A O1A 142.1(3) . . . . ? C9A C10A C11A C18A 18.5(4) . . . . ? C11A O1A C12A C13A 87.8(4) . . . . ? O1A C12A C13A C14A -66.3(4) . . . . ? C12A C13A C14A C19A -2.8(6) . . . . ? C12A C13A C14A C15A 179.9(3) . . . . ? C16A N2A C15A C14A 77.1(3) . . . . ? C21A N2A C15A C14A -46.2(4) . . . . ? C13A C14A C15A N2A -129.4(4) . . . . ? C19A C14A C15A N2A 53.2(4) . . . . ? C15A N2A C16A C17A -142.0(3) . . . . ? C21A N2A C16A C17A -15.4(4) . . . . ? N2A C16A C17A C7A 35.7(3) . . . . ? C5A C7A C17A C16A -165.6(3) . . . . ? C21A C7A C17A C16A -42.3(3) . . . . ? C8A C7A C17A C16A 80.5(3) . . . . ? N1A C8A C18A C19A 156.6(3) . . . . ? C7A C8A C18A C19A 40.6(4) . . . . ? N1A C8A C18A C11A -70.9(3) . . . . ? C7A C8A C18A C11A 173.1(3) . . . . ? O1A C11A C18A C8A -77.5(3) . . . . ? C10A C11A C18A C8A 39.1(3) . . . . ? O1A C11A C18A C19A 51.9(4) . . . . ? C10A C11A C18A C19A 168.6(3) . . . . ? C13A C14A C19A C20A -178.9(3) . . . . ? C15A C14A C19A C20A -1.5(4) . . . . ? C13A C14A C19A C18A 61.7(5) . . . . ? C15A C14A C19A C18A -120.9(3) . . . . ? C8A C18A C19A C14A 59.7(4) . . . . ? C11A C18A C19A C14A -67.7(4) . . . . ? C8A C18A C19A C20A -61.2(3) . . . . ? C11A C18A C19A C20A 171.4(3) . . . . ? C14A C19A C20A C21A -55.9(4) . . . . ? C18A C19A C20A C21A 68.3(3) . . . . ? C19A C20A C21A N2A 62.3(3) . . . . ? C19A C20A C21A C7A -55.9(4) . . . . ? C15A N2A C21A C20A -9.4(4) . . . . ? C16A N2A C21A C20A -135.4(3) . . . . ? C15A N2A C21A C7A 115.0(3) . . . . ? C16A N2A C21A C7A -11.0(4) . . . . ? C5A C7A C21A C20A -84.6(4) . . . . ? C17A C7A C21A C20A 153.6(3) . . . . ? C8A C7A C21A C20A 33.8(4) . . . . ? C5A C7A C21A N2A 154.4(3) . . . . ? C17A C7A C21A N2A 32.6(3) . . . . ? C8A C7A C21A N2A -87.2(3) . . . . ? C27 N3 C23 C22 171.4(3) . . . . ? C27 N3 C23 C24 -69.0(5) . . . . ? O4 C22 C23 N3 5.6(5) . . . . ? O3 C22 C23 N3 -177.7(3) . . . . ? O4 C22 C23 C24 -115.1(4) . . . . ? O3 C22 C23 C24 61.6(5) . . . . ? N3 C23 C24 C25 -56.0(5) . . . . ? C22 C23 C24 C25 63.0(4) . . . . ? C23 C24 C25 C26 -165.2(3) . . . . ? C24 C25 C26 O6 2.9(6) . . . . ? C24 C25 C26 O5 -178.2(4) . . . . ? C23 N3 C27 O7 -15.5(6) . . . . ? C23 N3 C27 C28 163.3(3) . . . . ? O7 C27 C28 C29 -16.4(6) . . . . ? N3 C27 C28 C29 164.8(4) . . . . ? O7 C27 C28 C33 158.3(4) . . . . ? N3 C27 C28 C33 -20.6(6) . . . . ? C33 C28 C29 C30 2.0(6) . . . . ? C27 C28 C29 C30 176.7(4) . . . . ? C28 C29 C30 C31 -1.6(6) . . . . ? C29 C30 C31 C32 0.2(7) . . . . ? C29 C30 C31 N4 -179.7(4) . . . . ? O9 N4 C31 C30 -21.0(6) . . . . ? O8 N4 C31 C30 161.3(5) . . . . ? O9 N4 C31 C32 159.1(5) . . . . ? O8 N4 C31 C32 -18.7(7) . . . . ? C30 C31 C32 C33 0.8(7) . . . . ? N4 C31 C32 C33 -179.2(4) . . . . ? C31 C32 C33 C28 -0.4(6) . . . . ? C29 C28 C33 C32 -0.9(6) . . . . ? C27 C28 C33 C32 -175.5(4) . . . . ? 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 N2 H2C O3 0.93 1.70 2.634(4) 176.3 . N2A H2D O5 0.93 1.70 2.623(4) 173.5 . O1W H11W O3 0.86 2.01 2.873(4) 176.8 1_655 O1W H12W O2W 0.86 2.03 2.887(5) 170.6 . O2W H21W O3W 0.86 1.91 2.656(5) 143.6 . O2W H22W O6 0.86 1.84 2.688(5) 167.3 1_655 O3W H31W O4W 0.86 1.88 2.737(5) 170.8 . O3W H32W O5 0.86 1.83 2.686(5) 173.9 . O4W H41W O4 0.86 2.04 2.825(5) 151.1 . O4W H42W O7 0.86 1.97 2.794(5) 159.5 1_655 C16A H16D O2A 0.99 2.52 3.218(4) 127.7 3_546 C17A H17D O2A 0.99 2.61 3.289(4) 126.3 3_546 N3 H3B O4 0.88 2.23 2.628(4) 107.3 . _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 76.66 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 0.483 _refine_diff_density_min -0.420 _refine_diff_density_rms 0.072