Supplementary information (ESI) for CrystEngComm This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Tong-Bu Lu' _publ_contact_author_email LUTONGBU@MAIL.SYSU.EDU.CN _publ_section_title ; Unusual pH value dependent encapsulation and release of water-methanol binary guests by a cryptand host ; loop_ _publ_author_name 'Tong-Bu Lu.' 'Xiao-Long Feng.' 'Long Jiang.' 'Li-Zi Yang.' # Attachment '1.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 667013' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H76 Cl4 N8 O22' _chemical_formula_weight 1150.88 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.2094(4) _cell_length_b 19.3521(5) _cell_length_c 20.5649(9) _cell_angle_alpha 90.00 _cell_angle_beta 109.282(4) _cell_angle_gamma 90.00 _cell_volume 5337.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8456 _cell_measurement_theta_min 3.54 _cell_measurement_theta_max 27.61 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.432 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2440 _exptl_absorpt_coefficient_mu 0.306 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8927 _exptl_absorpt_correction_T_max 0.9527 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 35058 _diffrn_reflns_av_R_equivalents 0.0461 _diffrn_reflns_av_sigmaI/netI 0.1247 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.60 _diffrn_reflns_theta_max 26.00 _reflns_number_total 10198 _reflns_number_gt 4347 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The 25 restraints used in the refinement was used for dealing with the disordered methanol molecule, 1 restraint was used for fix the distance between C39' and O19', and the rest 24 restraints were used for restrict the anisotropic displacement parameters for atoms C39, C39',O19 and O19' ; _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^)+(0.1094P)^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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10198 _refine_ls_number_parameters 711 _refine_ls_number_restraints 25 _refine_ls_R_factor_all 0.1405 _refine_ls_R_factor_gt 0.0621 _refine_ls_wR_factor_ref 0.2101 _refine_ls_wR_factor_gt 0.1579 _refine_ls_goodness_of_fit_ref 0.995 _refine_ls_restrained_S_all 1.073 _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 O2W O 0.2976(2) 0.58964(18) 0.32228(19) 0.0545(10) Uani 1 1 d U . . H2E H 0.3606 0.5866 0.3293 0.082 Uiso 1 1 d R . . H2D H 0.2840 0.5630 0.3514 0.082 Uiso 1 1 d R . . C37 C -0.0804(4) 0.8296(3) 0.1904(3) 0.0382(16) Uani 0.756(8) 1 d PU A 1 H37A H -0.0496 0.8636 0.1683 0.057 Uiso 0.756(8) 1 calc PR A 1 H37B H -0.1026 0.7896 0.1599 0.057 Uiso 0.756(8) 1 calc PR A 1 H37C H -0.0316 0.8147 0.2340 0.057 Uiso 0.756(8) 1 calc PR A 1 O17 O -0.1646(5) 0.8604(4) 0.2033(4) 0.0332(17) Uani 0.756(8) 1 d PU A 1 H17 H -0.1895 0.8319 0.2237 0.050 Uiso 0.756(8) 1 calc PR A 1 O1W O 0.1102(5) 0.7457(3) 0.1634(3) 0.0262(15) Uani 0.756(8) 1 d PDU A 1 H1C H 0.0547 0.7621 0.1637 0.039 Uiso 0.756(8) 1 d PRD A 1 H1D H 0.1568 0.7706 0.1904 0.039 Uiso 0.756(8) 1 d PRD A 1 C37' C 0.0278(12) 0.7857(9) 0.1738(10) 0.030(4) Uani 0.244(8) 1 d PU A 2 H37D H 0.0273 0.7613 0.2154 0.046 Uiso 0.244(8) 1 calc PR A 2 H37E H -0.0358 0.7781 0.1369 0.046 Uiso 0.244(8) 1 calc PR A 2 H37F H 0.0372 0.8353 0.1835 0.046 Uiso 0.244(8) 1 calc PR A 2 O17' O 0.1107(18) 0.7590(11) 0.1518(11) 0.030(4) Uani 0.244(8) 1 d PU A 2 H17' H 0.1650 0.7641 0.1840 0.046 Uiso 0.244(8) 1 calc PR A 2 O1'W O -0.1578(13) 0.8533(10) 0.2144(9) 0.019(5) Uani 0.244(8) 1 d PDU A 2 H1E H -0.1957 0.8272 0.2282 0.029 Uiso 0.244(8) 1 d PRD A 2 H1F H -0.1294 0.8288 0.1916 0.029 Uiso 0.244(8) 1 d PRD A 2 Cl4 Cl -0.42490(9) 0.69564(7) 0.06035(8) 0.0516(4) Uani 1 1 d . . . O13 O -0.3376(3) 0.6710(2) 0.0493(3) 0.0857(15) Uani 1 1 d . . . O14 O -0.3983(3) 0.7447(2) 0.1148(2) 0.0741(12) Uani 1 1 d . . . O15 O -0.4878(3) 0.7286(2) -0.0008(2) 0.0824(13) Uani 1 1 d . . . O16 O -0.4761(3) 0.63918(19) 0.0775(2) 0.0699(12) Uani 1 1 d . . . C1 C 0.3692(3) 0.7289(2) 0.1702(2) 0.0326(11) Uani 1 1 d . . . H1A H 0.3651 0.7737 0.1462 0.039 Uiso 1 1 calc R . . H1B H 0.4327 0.7065 0.1722 0.039 Uiso 1 1 calc R . . C2 C 0.3693(3) 0.7417(2) 0.2426(2) 0.0327(11) Uani 1 1 d . . . H2A H 0.3635 0.6971 0.2644 0.039 Uiso 1 1 calc R . . H2B H 0.4334 0.7632 0.2699 0.039 Uiso 1 1 calc R . . C3 C 0.3036(3) 0.6116(2) 0.1520(3) 0.0338(11) Uani 1 1 d . . . H3A H 0.3468 0.6094 0.2008 0.041 Uiso 1 1 calc R . . H3B H 0.3389 0.5884 0.1238 0.041 Uiso 1 1 calc R . . C4 C 0.2064(3) 0.5741(2) 0.1434(3) 0.0373(11) Uani 1 1 d . . . H4A H 0.1628 0.5762 0.0947 0.045 Uiso 1 1 calc R . . H4B H 0.2201 0.5249 0.1563 0.045 Uiso 1 1 calc R . . C5 C 0.2684(3) 0.6901(2) 0.0557(2) 0.0365(11) Uani 1 1 d . . . H5A H 0.2291 0.6496 0.0323 0.044 Uiso 1 1 calc R . . H5B H 0.3336 0.6884 0.0481 0.044 Uiso 1 1 calc R . . C6 C 0.2146(3) 0.7550(2) 0.0230(2) 0.0339(11) Uani 1 1 d . . . H6A H 0.2536 0.7957 0.0462 0.041 Uiso 1 1 calc R . . H6B H 0.2101 0.7563 -0.0260 0.041 Uiso 1 1 calc R . . C7 C -0.3060(3) 0.9635(2) 0.3017(3) 0.0362(11) Uani 1 1 d . . . H7A H -0.2975 0.9345 0.3429 0.043 Uiso 1 1 calc R . . H7B H -0.3601 0.9970 0.2982 0.043 Uiso 1 1 calc R . . C8 C -0.2102(3) 1.0027(2) 0.3110(3) 0.0346(11) Uani 1 1 d . . . H8A H -0.2181 1.0329 0.2707 0.041 Uiso 1 1 calc R . . H8B H -0.1938 1.0321 0.3527 0.041 Uiso 1 1 calc R . . C9 C -0.3915(3) 0.8598(2) 0.2517(3) 0.0384(11) Uani 1 1 d . . . H9A H -0.4290 0.8390 0.2066 0.046 Uiso 1 1 calc R . . H9B H -0.4405 0.8756 0.2733 0.046 Uiso 1 1 calc R . . C10 C -0.3245(3) 0.8051(2) 0.2972(3) 0.0460(13) Uani 1 1 d . . . H10A H -0.2822 0.8269 0.3406 0.055 Uiso 1 1 calc R . . H10B H -0.3664 0.7697 0.3091 0.055 Uiso 1 1 calc R . . C11 C -0.3925(3) 0.9595(2) 0.1805(2) 0.0353(11) Uani 1 1 d . . . H11A H -0.3588 1.0044 0.1813 0.042 Uiso 1 1 calc R . . H11B H -0.4594 0.9691 0.1836 0.042 Uiso 1 1 calc R . . C12 C -0.4048(3) 0.9240(3) 0.1130(3) 0.0391(12) Uani 1 1 d . . . H12A H -0.4298 0.8765 0.1143 0.047 Uiso 1 1 calc R . . H12B H -0.4546 0.9493 0.0753 0.047 Uiso 1 1 calc R . . C13 C 0.2715(3) 0.7885(2) 0.3115(2) 0.0344(11) Uani 1 1 d . . . H13A H 0.3356 0.8005 0.3470 0.041 Uiso 1 1 calc R . . H13B H 0.2527 0.7415 0.3217 0.041 Uiso 1 1 calc R . . C14 C 0.1927(3) 0.8389(2) 0.3160(2) 0.0287(10) Uani 1 1 d . . . C15 C 0.1717(3) 0.8990(2) 0.2783(3) 0.0346(11) Uani 1 1 d . . . H15 H 0.2071 0.9093 0.2476 0.041 Uiso 1 1 calc R . . C16 C 0.0998(3) 0.9449(2) 0.2841(3) 0.0358(11) Uani 1 1 d . . . H16 H 0.0845 0.9850 0.2559 0.043 Uiso 1 1 calc R . . C17 C 0.0501(3) 0.9324(2) 0.3308(2) 0.0308(10) Uani 1 1 d . . . C18 C 0.0695(3) 0.8717(3) 0.3683(3) 0.0399(12) Uani 1 1 d . . . H18A H 0.0347 0.8614 0.3994 0.048 Uiso 1 1 calc R . . C19 C 0.1401(3) 0.8256(2) 0.3604(2) 0.0393(12) Uani 1 1 d . . . H19A H 0.1526 0.7839 0.3862 0.047 Uiso 1 1 calc R . . C20 C -0.0264(3) 0.9836(2) 0.3376(3) 0.0345(11) Uani 1 1 d . . . H20A H -0.0066 1.0002 0.3857 0.041 Uiso 1 1 calc R . . H20B H -0.0283 1.0239 0.3075 0.041 Uiso 1 1 calc R . . C21 C 0.0602(3) 0.5708(2) 0.1843(3) 0.0438(13) Uani 1 1 d . . . H21A H 0.0764 0.5258 0.2084 0.053 Uiso 1 1 calc R . . H21B H 0.0213 0.5615 0.1355 0.053 Uiso 1 1 calc R . . C22 C -0.0021(3) 0.6125(2) 0.2163(3) 0.0393(12) Uani 1 1 d . . . C23 C 0.0307(4) 0.6291(3) 0.2860(3) 0.0542(15) Uani 1 1 d . . . H23 H 0.0953 0.6148 0.3143 0.065 Uiso 1 1 calc R . . C24 C -0.0286(4) 0.6660(3) 0.3151(3) 0.0540(14) Uani 1 1 d . . . H24 H -0.0035 0.6781 0.3625 0.065 Uiso 1 1 calc R . . C25 C -0.1252(4) 0.6858(2) 0.2755(3) 0.0472(14) Uani 1 1 d . . . C26 C -0.1579(4) 0.6689(3) 0.2071(3) 0.0554(15) Uani 1 1 d . . . H26 H -0.2233 0.6821 0.1794 0.067 Uiso 1 1 calc R . . C27 C -0.0978(3) 0.6330(2) 0.1768(3) 0.0523(15) Uani 1 1 d . . . H27 H -0.1225 0.6225 0.1290 0.063 Uiso 1 1 calc R . . C28 C -0.1890(4) 0.7232(3) 0.3098(3) 0.0552(15) Uani 1 1 d . . . H28A H -0.2264 0.6889 0.3273 0.066 Uiso 1 1 calc R . . H28B H -0.1453 0.7493 0.3498 0.066 Uiso 1 1 calc R . . C29 C 0.0547(3) 0.8190(2) -0.0122(3) 0.0418(12) Uani 1 1 d . . . H29A H 0.0375 0.8091 -0.0620 0.050 Uiso 1 1 calc R . . H29B H 0.0980 0.8604 -0.0018 0.050 Uiso 1 1 calc R . . C30 C -0.0397(3) 0.8348(2) 0.0032(2) 0.0342(11) Uani 1 1 d . . . C31 C -0.1127(3) 0.7846(3) -0.0036(3) 0.0415(12) Uani 1 1 d . . . H31 H -0.1017 0.7387 -0.0158 0.050 Uiso 1 1 calc R . . C32 C -0.2015(3) 0.8012(3) 0.0074(3) 0.0414(12) Uani 1 1 d . . . H32 H -0.2499 0.7663 0.0038 0.050 Uiso 1 1 calc R . . C33 C -0.2200(3) 0.8688(2) 0.0236(2) 0.0390(12) Uani 1 1 d . . . C34 C -0.1480(3) 0.9177(2) 0.0291(3) 0.0409(12) Uani 1 1 d . . . H34 H -0.1599 0.9641 0.0394 0.049 Uiso 1 1 calc R . . C35 C -0.0582(3) 0.9010(2) 0.0200(3) 0.0393(12) Uani 1 1 d . . . H35 H -0.0089 0.9357 0.0254 0.047 Uiso 1 1 calc R . . C36 C -0.3190(3) 0.8856(3) 0.0316(3) 0.0419(12) Uani 1 1 d . . . H36B H -0.3574 0.8424 0.0287 0.050 Uiso 1 1 calc R . . H36C H -0.3572 0.9159 -0.0069 0.050 Uiso 1 1 calc R . . N1 N 0.2854(2) 0.68476(17) 0.13055(19) 0.0310(9) Uani 1 1 d . . . N2 N 0.2853(2) 0.78791(18) 0.24354(19) 0.0311(9) Uani 1 1 d . . . H2C H 0.2978 0.8312 0.2327 0.037 Uiso 1 1 d R . . N3 N 0.1553(2) 0.60682(17) 0.1880(2) 0.0347(9) Uani 1 1 d . . . H3C H 0.1414 0.6521 0.1749 0.042 Uiso 1 1 calc R . . H3D H 0.1976 0.6065 0.2329 0.042 Uiso 1 1 calc R . . N4 N 0.1113(2) 0.75937(18) 0.02772(19) 0.0316(9) Uani 1 1 d . . . H4C H 0.0774 0.7191 0.0111 0.038 Uiso 1 1 calc R . . H4D H 0.1156 0.7638 0.0732 0.038 Uiso 1 1 calc RD . . N5 N -0.3355(2) 0.91936(18) 0.2405(2) 0.0315(9) Uani 1 1 d . . . N6 N -0.1285(2) 0.95191(18) 0.3181(2) 0.0327(9) Uani 1 1 d . . . H6C H -0.1411 0.9288 0.2770 0.039 Uiso 1 1 calc R . . H6D H -0.1290 0.9199 0.3510 0.039 Uiso 1 1 calc R . . N7 N -0.2604(3) 0.77148(18) 0.2632(2) 0.0423(10) Uani 1 1 d . . . H7C H -0.2991 0.7479 0.2263 0.051 Uiso 1 1 d R . . N8 N -0.3081(2) 0.92110(19) 0.0989(2) 0.0361(9) Uani 1 1 d . . . H8C H -0.2618 0.8978 0.1341 0.043 Uiso 1 1 calc RD . . H8D H -0.2849 0.9653 0.0977 0.043 Uiso 1 1 calc R . . O3W O -0.1323(3) 0.8886(3) 0.4356(3) 0.1182(19) Uani 1 1 d U . . H3E H -0.1416 0.9187 0.4642 0.177 Uiso 1 1 d R . . H3F H -0.1141 0.8507 0.4586 0.177 Uiso 1 1 d R . . Cl2 Cl 0.01215(9) 0.60669(6) -0.07344(7) 0.0489(4) Uani 1 1 d . . . O5 O 0.0330(3) 0.6712(2) -0.1005(2) 0.0734(12) Uani 1 1 d . . . O6 O 0.0857(3) 0.5567(2) -0.0720(3) 0.0984(17) Uani 1 1 d . . . O7 O -0.0826(3) 0.58170(19) -0.1145(2) 0.0737(12) Uani 1 1 d . . . O8 O 0.0124(3) 0.62037(18) -0.0045(2) 0.0583(10) Uani 1 1 d . . . Cl3 Cl 0.19097(8) 0.43804(6) 0.37172(6) 0.0380(3) Uani 1 1 d . . . O9 O 0.1936(3) 0.50890(17) 0.3937(2) 0.0606(11) Uani 1 1 d . . . O10 O 0.1358(2) 0.39824(17) 0.40628(19) 0.0504(9) Uani 1 1 d . . . O11 O 0.1426(2) 0.43379(18) 0.29911(18) 0.0506(9) Uani 1 1 d . . . O12 O 0.2895(2) 0.4112(2) 0.3888(2) 0.0687(12) Uani 1 1 d . . . Cl1 Cl 0.59176(9) 0.58585(7) 0.33692(8) 0.0525(4) Uani 1 1 d . . . O1 O 0.6597(3) 0.6317(2) 0.3837(2) 0.0635(11) Uani 1 1 d U . . O2 O 0.6414(2) 0.52357(17) 0.32833(19) 0.0536(10) Uani 1 1 d U . . O3 O 0.5133(3) 0.5685(2) 0.3641(3) 0.0950(17) Uani 1 1 d U . . O4 O 0.5483(4) 0.6187(2) 0.2731(3) 0.1111(19) Uani 1 1 d U . . C38 C -0.4069(8) 1.1079(5) 0.0558(6) 0.164(3) Uani 1 1 d DU . . H38A H -0.4110 1.0999 0.1018 0.246 Uiso 1 1 calc R . . H38B H -0.4743 1.1092 0.0220 0.246 Uiso 1 1 calc R . . H38C H -0.3735 1.1521 0.0552 0.246 Uiso 1 1 calc R . . O18 O -0.3510(4) 1.0529(3) 0.0385(3) 0.1049(16) Uani 1 1 d DU . . H18 H -0.3881 1.0309 0.0045 0.157 Uiso 1 1 calc R . . O19 O -0.1633(8) 0.9932(6) 0.4961(5) 0.098(4) Uani 0.529(13) 1 d PDU B 1 C39 C -0.2437(13) 1.0352(10) 0.5110(11) 0.102(5) Uani 0.529(13) 1 d PDU B 1 O19' O -0.2896(6) 1.0670(5) 0.5144(5) 0.064(3) Uani 0.471(13) 1 d PDU B 2 C39' C -0.2089(8) 1.0311(6) 0.4973(7) 0.045(3) Uani 0.471(13) 1 d PDU 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 O2W 0.0417(17) 0.065(2) 0.056(2) 0.0146(19) 0.0157(17) -0.0080(16) C37 0.038(2) 0.039(2) 0.040(2) -0.0051(17) 0.0155(16) 0.0025(15) O17 0.032(2) 0.035(2) 0.034(2) 0.0007(16) 0.0134(15) 0.0005(14) O1W 0.0272(19) 0.026(2) 0.026(2) 0.0006(16) 0.0096(16) 0.0008(16) C37' 0.030(4) 0.030(4) 0.030(4) -0.001(2) 0.010(2) 0.0007(19) O17' 0.030(4) 0.031(4) 0.030(4) -0.001(2) 0.010(2) 0.0001(19) O1'W 0.019(5) 0.020(5) 0.020(6) 0.000(2) 0.008(3) 0.000(2) Cl4 0.0487(7) 0.0497(7) 0.0606(10) -0.0156(7) 0.0237(7) -0.0085(6) O13 0.059(2) 0.101(3) 0.115(4) -0.047(3) 0.053(3) -0.013(2) O14 0.085(3) 0.066(3) 0.064(3) -0.026(2) 0.016(2) 0.008(2) O15 0.105(3) 0.064(3) 0.061(3) 0.000(2) 0.005(3) -0.006(2) O16 0.063(2) 0.060(2) 0.091(3) 0.008(2) 0.031(2) -0.012(2) C1 0.025(2) 0.031(2) 0.042(3) -0.007(2) 0.011(2) -0.0049(18) C2 0.025(2) 0.033(2) 0.036(3) -0.002(2) 0.005(2) 0.0044(19) C3 0.031(2) 0.028(2) 0.043(3) -0.004(2) 0.013(2) 0.0010(18) C4 0.040(2) 0.028(2) 0.044(3) -0.003(2) 0.013(2) -0.001(2) C5 0.032(2) 0.042(3) 0.039(3) -0.007(2) 0.017(2) 0.005(2) C6 0.027(2) 0.042(3) 0.033(3) 0.001(2) 0.010(2) -0.002(2) C7 0.035(2) 0.037(2) 0.040(3) -0.002(2) 0.016(2) 0.004(2) C8 0.027(2) 0.037(2) 0.040(3) -0.004(2) 0.012(2) 0.0012(19) C9 0.033(2) 0.038(3) 0.045(3) 0.002(2) 0.014(2) -0.003(2) C10 0.041(3) 0.042(3) 0.067(4) 0.007(3) 0.034(3) 0.004(2) C11 0.025(2) 0.049(3) 0.033(3) 0.003(2) 0.011(2) 0.003(2) C12 0.024(2) 0.053(3) 0.042(3) -0.005(3) 0.013(2) -0.002(2) C13 0.038(2) 0.033(2) 0.033(3) -0.003(2) 0.013(2) 0.000(2) C14 0.0211(19) 0.038(2) 0.027(2) 0.001(2) 0.009(2) 0.0006(18) C15 0.038(2) 0.033(2) 0.040(3) -0.002(2) 0.022(2) -0.008(2) C16 0.037(2) 0.029(2) 0.047(3) -0.001(2) 0.021(2) -0.004(2) C17 0.029(2) 0.039(2) 0.023(2) -0.006(2) 0.007(2) -0.001(2) C18 0.035(2) 0.053(3) 0.035(3) 0.009(3) 0.016(2) 0.013(2) C19 0.038(2) 0.048(3) 0.028(3) 0.008(2) 0.005(2) 0.007(2) C20 0.024(2) 0.042(3) 0.037(3) -0.010(2) 0.010(2) -0.0056(19) C21 0.035(2) 0.030(2) 0.067(4) -0.002(3) 0.017(3) -0.009(2) C22 0.033(2) 0.026(2) 0.061(4) 0.003(2) 0.018(3) -0.0001(19) C23 0.032(3) 0.061(3) 0.073(4) 0.010(3) 0.022(3) 0.013(2) C24 0.045(3) 0.059(3) 0.062(4) 0.004(3) 0.023(3) 0.003(3) C25 0.038(3) 0.034(3) 0.076(4) 0.016(3) 0.027(3) 0.002(2) C26 0.042(3) 0.044(3) 0.076(5) -0.001(3) 0.014(3) 0.011(2) C27 0.037(3) 0.039(3) 0.074(4) -0.002(3) 0.010(3) 0.004(2) C28 0.051(3) 0.052(3) 0.071(4) 0.026(3) 0.031(3) 0.018(3) C29 0.042(3) 0.044(3) 0.040(3) 0.005(3) 0.014(2) 0.005(2) C30 0.032(2) 0.038(2) 0.031(3) -0.003(2) 0.009(2) -0.002(2) C31 0.040(3) 0.046(3) 0.041(3) -0.008(3) 0.016(2) -0.002(2) C32 0.038(3) 0.048(3) 0.038(3) -0.010(3) 0.012(2) -0.009(2) C33 0.035(2) 0.048(3) 0.033(3) -0.004(2) 0.009(2) -0.002(2) C34 0.047(3) 0.038(3) 0.043(3) -0.005(2) 0.022(3) 0.005(2) C35 0.041(3) 0.036(2) 0.041(3) 0.001(2) 0.015(2) -0.001(2) C36 0.035(2) 0.059(3) 0.032(3) -0.003(3) 0.011(2) 0.004(2) N1 0.0336(18) 0.0268(18) 0.032(2) -0.0007(18) 0.0106(18) -0.0007(16) N2 0.0315(18) 0.0292(18) 0.037(2) 0.0019(18) 0.0171(18) 0.0008(16) N3 0.0284(18) 0.0273(19) 0.047(3) 0.0004(19) 0.0108(19) 0.0023(16) N4 0.0306(18) 0.0327(19) 0.031(2) -0.0004(18) 0.0098(18) 0.0021(16) N5 0.0267(18) 0.0317(19) 0.037(2) -0.0017(18) 0.0113(18) 0.0000(16) N6 0.0320(18) 0.036(2) 0.032(2) -0.0018(18) 0.0131(18) -0.0007(16) N7 0.0317(19) 0.039(2) 0.059(3) 0.001(2) 0.018(2) 0.0049(17) N8 0.0300(19) 0.041(2) 0.036(2) 0.002(2) 0.0104(18) 0.0055(17) O3W 0.071(3) 0.208(4) 0.082(3) 0.058(3) 0.034(2) -0.003(3) Cl2 0.0420(7) 0.0450(7) 0.0533(9) -0.0103(7) 0.0071(6) 0.0009(6) O5 0.102(3) 0.065(2) 0.051(3) -0.009(2) 0.023(2) -0.027(2) O6 0.062(2) 0.087(3) 0.134(5) -0.028(3) 0.017(3) 0.033(2) O7 0.054(2) 0.060(2) 0.083(3) -0.019(2) -0.009(2) -0.0097(19) O8 0.067(2) 0.054(2) 0.054(3) 0.004(2) 0.021(2) -0.0065(19) Cl3 0.0353(6) 0.0410(6) 0.0379(7) -0.0005(6) 0.0124(6) 0.0020(5) O9 0.092(3) 0.044(2) 0.056(3) -0.013(2) 0.038(2) -0.014(2) O10 0.0505(19) 0.047(2) 0.059(2) 0.0091(19) 0.0262(19) -0.0046(17) O11 0.0488(19) 0.062(2) 0.037(2) -0.0006(19) 0.0081(17) 0.0099(17) O12 0.0394(19) 0.098(3) 0.066(3) 0.020(3) 0.014(2) 0.018(2) Cl1 0.0472(7) 0.0529(8) 0.0547(9) -0.0148(7) 0.0132(7) 0.0058(6) O1 0.053(2) 0.074(2) 0.070(3) -0.026(2) 0.029(2) -0.017(2) O2 0.062(2) 0.049(2) 0.053(2) -0.0042(19) 0.0219(19) 0.0190(18) O3 0.058(2) 0.100(3) 0.148(4) -0.047(3) 0.062(3) -0.019(2) O4 0.166(4) 0.070(3) 0.068(3) -0.005(3) -0.001(3) 0.059(3) C38 0.168(5) 0.160(5) 0.163(5) -0.016(4) 0.054(4) 0.018(4) O18 0.115(3) 0.103(3) 0.112(4) 0.036(3) 0.058(3) 0.028(3) O19 0.098(5) 0.117(6) 0.078(5) -0.006(4) 0.030(4) -0.011(4) C39 0.104(6) 0.100(6) 0.094(6) 0.002(5) 0.023(4) -0.007(4) O19' 0.059(4) 0.075(5) 0.065(5) -0.001(4) 0.030(3) 0.003(3) C39' 0.044(5) 0.037(5) 0.043(5) -0.017(4) -0.001(4) 0.018(4) _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 O2W H2E 0.8593 . ? O2W H2D 0.8597 . ? C37 O17 1.437(9) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C37 H1F 0.7054 . ? O17 H17 0.8400 . ? O17 H1E 1.0116 . ? O17 H1F 0.8727 . ? O1W H1C 0.8516 . ? O1W H1D 0.8581 . ? C37' O17' 1.49(3) . ? C37' H1C 0.6716 . ? C37' H37D 0.9800 . ? C37' H37E 0.9800 . ? C37' H37F 0.9800 . ? O17' H1C 0.9083 . ? O17' H1D 0.8761 . ? O17' H17' 0.8400 . ? O1'W H1E 0.8530 . ? O1'W H1F 0.8554 . ? Cl4 O13 1.417(4) . ? Cl4 O16 1.420(4) . ? Cl4 O14 1.422(4) . ? Cl4 O15 1.430(5) . ? C1 N1 1.473(5) . ? C1 C2 1.508(6) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.496(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N1 1.480(5) . ? C3 C4 1.518(6) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 N3 1.486(5) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 N1 1.481(6) . ? C5 C6 1.508(6) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 N4 1.505(5) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 N5 1.462(6) . ? C7 C8 1.515(6) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N6 1.491(5) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N5 1.461(5) . ? C9 C10 1.521(6) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 N7 1.470(6) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 N5 1.457(6) . ? C11 C12 1.506(6) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 N8 1.496(5) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 N2 1.474(6) . ? C13 C14 1.510(6) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.373(6) . ? C14 C19 1.382(6) . ? C15 C16 1.389(6) . ? C15 H15 0.9500 . ? C16 C17 1.389(6) . ? C16 H16 0.9500 . ? C17 C18 1.383(6) . ? C17 C20 1.510(6) . ? C18 C19 1.391(6) . ? C18 H18A 0.9500 . ? C19 H19A 0.9500 . ? C20 N6 1.501(5) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 N3 1.500(5) . ? C21 C22 1.500(6) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.392(8) . ? C22 C27 1.393(7) . ? C23 C24 1.382(7) . ? C23 H23 0.9500 . ? C24 C25 1.399(7) . ? C24 H24 0.9500 . ? C25 C26 1.366(8) . ? C25 C28 1.506(7) . ? C26 C27 1.397(7) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 N7 1.475(6) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 N4 1.489(5) . ? C29 C30 1.508(6) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 C35 1.374(6) . ? C30 C31 1.394(6) . ? C31 C32 1.391(6) . ? C31 H31 0.9500 . ? C32 C33 1.395(6) . ? C32 H32 0.9500 . ? C33 C34 1.371(6) . ? C33 C36 1.505(6) . ? C34 C35 1.389(6) . ? C34 H34 0.9500 . ? C35 H35 0.9500 . ? C36 N8 1.506(6) . ? C36 H36B 0.9900 . ? C36 H36C 0.9900 . ? N2 H2C 0.9000 . ? N3 H3C 0.9200 . ? N3 H3D 0.9200 . ? N4 H4C 0.9200 . ? N4 H4D 0.9200 . ? N6 H6C 0.9200 . ? N6 H6D 0.9200 . ? N7 H7C 0.9001 . ? N8 H8C 0.9200 . ? N8 H8D 0.9200 . ? O3W H3E 0.8673 . ? O3W H3F 0.8647 . ? Cl2 O6 1.417(4) . ? Cl2 O7 1.418(4) . ? Cl2 O5 1.437(4) . ? Cl2 O8 1.440(4) . ? Cl3 O12 1.425(3) . ? Cl3 O11 1.425(4) . ? Cl3 O9 1.440(4) . ? Cl3 O10 1.443(3) . ? Cl1 O4 1.404(5) . ? Cl1 O1 1.425(4) . ? Cl1 O2 1.437(3) . ? Cl1 O3 1.442(4) . ? C38 O18 1.442(7) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? O18 H18 0.8400 . ? O19 C39 1.512(10) . ? O19' C39' 1.479(9) . ? 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 H2E O2W H2D 107.6 . . ? O17 C37 H1F 27.3 . . ? H37A C37 H1F 129.1 . . ? H37B C37 H1F 83.8 . . ? H37C C37 H1F 111.5 . . ? C37 O17 H1E 111.1 . . ? H17 O17 H1E 1.7 . . ? C37 O17 H1F 21.8 . . ? H17 O17 H1F 92.8 . . ? H1E O17 H1F 94.5 . . ? H1C O1W H1D 107.8 . . ? O17' C37' H1C 23.1 . . ? O17' C37' H37D 109.5 . . ? O17' C37' H37E 109.5 . . ? H37D C37' H37E 109.5 . . ? O17' C37' H37F 109.5 . . ? H37D C37' H37F 109.5 . . ? H37E C37' H37F 109.5 . . ? C37' O17' H1C 16.9 . . ? C37' O17' H1D 93.8 . . ? H1C O17' H1D 101.4 . . ? C37' O17' H17' 109.5 . . ? H1E O1'W H1F 108.5 . . ? O13 Cl4 O16 109.2(3) . . ? O13 Cl4 O14 109.5(3) . . ? O16 Cl4 O14 110.1(3) . . ? O13 Cl4 O15 109.6(3) . . ? O16 Cl4 O15 109.8(3) . . ? O14 Cl4 O15 108.8(3) . . ? N1 C1 C2 112.3(3) . . ? N1 C1 H1A 109.1 . . ? C2 C1 H1A 109.1 . . ? N1 C1 H1B 109.1 . . ? C2 C1 H1B 109.1 . . ? H1A C1 H1B 107.9 . . ? N2 C2 C1 111.8(4) . . ? N2 C2 H2A 109.3 . . ? C1 C2 H2A 109.3 . . ? N2 C2 H2B 109.3 . . ? C1 C2 H2B 109.3 . . ? H2A C2 H2B 107.9 . . ? N1 C3 C4 111.2(3) . . ? N1 C3 H3A 109.4 . . ? C4 C3 H3A 109.4 . . ? N1 C3 H3B 109.4 . . ? C4 C3 H3B 109.4 . . ? H3A C3 H3B 108.0 . . ? N3 C4 C3 109.6(4) . . ? N3 C4 H4A 109.8 . . ? C3 C4 H4A 109.8 . . ? N3 C4 H4B 109.8 . . ? C3 C4 H4B 109.8 . . ? H4A C4 H4B 108.2 . . ? N1 C5 C6 114.0(4) . . ? N1 C5 H5A 108.8 . . ? C6 C5 H5A 108.8 . . ? N1 C5 H5B 108.8 . . ? C6 C5 H5B 108.8 . . ? H5A C5 H5B 107.6 . . ? N4 C6 C5 112.3(3) . . ? N4 C6 H6A 109.1 . . ? C5 C6 H6A 109.1 . . ? N4 C6 H6B 109.1 . . ? C5 C6 H6B 109.1 . . ? H6A C6 H6B 107.9 . . ? N5 C7 C8 113.1(4) . . ? N5 C7 H7A 109.0 . . ? C8 C7 H7A 109.0 . . ? N5 C7 H7B 109.0 . . ? C8 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? N6 C8 C7 108.7(3) . . ? N6 C8 H8A 110.0 . . ? C7 C8 H8A 110.0 . . ? N6 C8 H8B 110.0 . . ? C7 C8 H8B 110.0 . . ? H8A C8 H8B 108.3 . . ? N5 C9 C10 112.5(3) . . ? N5 C9 H9A 109.1 . . ? C10 C9 H9A 109.1 . . ? N5 C9 H9B 109.1 . . ? C10 C9 H9B 109.1 . . ? H9A C9 H9B 107.8 . . ? N7 C10 C9 112.0(4) . . ? N7 C10 H10A 109.2 . . ? C9 C10 H10A 109.2 . . ? N7 C10 H10B 109.2 . . ? C9 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? N5 C11 C12 113.6(4) . . ? N5 C11 H11A 108.9 . . ? C12 C11 H11A 108.9 . . ? N5 C11 H11B 108.9 . . ? C12 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? N8 C12 C11 111.3(3) . . ? N8 C12 H12A 109.4 . . ? C11 C12 H12A 109.4 . . ? N8 C12 H12B 109.4 . . ? C11 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? N2 C13 C14 113.4(4) . . ? N2 C13 H13A 108.9 . . ? C14 C13 H13A 108.9 . . ? N2 C13 H13B 108.9 . . ? C14 C13 H13B 108.9 . . ? H13A C13 H13B 107.7 . . ? C15 C14 C19 117.8(4) . . ? C15 C14 C13 122.6(4) . . ? C19 C14 C13 119.5(4) . . ? C14 C15 C16 121.5(4) . . ? C14 C15 H15 119.2 . . ? C16 C15 H15 119.2 . . ? C17 C16 C15 120.3(4) . . ? C17 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? C18 C17 C16 118.6(4) . . ? C18 C17 C20 121.6(4) . . ? C16 C17 C20 119.7(4) . . ? C17 C18 C19 120.0(4) . . ? C17 C18 H18A 120.0 . . ? C19 C18 H18A 120.0 . . ? C14 C19 C18 121.7(4) . . ? C14 C19 H19A 119.2 . . ? C18 C19 H19A 119.2 . . ? N6 C20 C17 111.7(3) . . ? N6 C20 H20A 109.3 . . ? C17 C20 H20A 109.3 . . ? N6 C20 H20B 109.3 . . ? C17 C20 H20B 109.3 . . ? H20A C20 H20B 108.0 . . ? N3 C21 C22 112.3(4) . . ? N3 C21 H21A 109.1 . . ? C22 C21 H21A 109.1 . . ? N3 C21 H21B 109.1 . . ? C22 C21 H21B 109.1 . . ? H21A C21 H21B 107.9 . . ? C23 C22 C27 117.7(5) . . ? C23 C22 C21 122.0(4) . . ? C27 C22 C21 120.2(5) . . ? C24 C23 C22 121.4(5) . . ? C24 C23 H23 119.3 . . ? C22 C23 H23 119.3 . . ? C23 C24 C25 120.7(6) . . ? C23 C24 H24 119.7 . . ? C25 C24 H24 119.7 . . ? C26 C25 C24 118.0(5) . . ? C26 C25 C28 123.0(5) . . ? C24 C25 C28 119.0(6) . . ? C25 C26 C27 121.9(5) . . ? C25 C26 H26 119.1 . . ? C27 C26 H26 119.1 . . ? C22 C27 C26 120.4(6) . . ? C22 C27 H27 119.8 . . ? C26 C27 H27 119.8 . . ? N7 C28 C25 113.1(5) . . ? N7 C28 H28A 109.0 . . ? C25 C28 H28A 109.0 . . ? N7 C28 H28B 109.0 . . ? C25 C28 H28B 109.0 . . ? H28A C28 H28B 107.8 . . ? N4 C29 C30 113.4(4) . . ? N4 C29 H29A 108.9 . . ? C30 C29 H29A 108.9 . . ? N4 C29 H29B 108.9 . . ? C30 C29 H29B 108.9 . . ? H29A C29 H29B 107.7 . . ? C35 C30 C31 118.5(4) . . ? C35 C30 C29 119.9(4) . . ? C31 C30 C29 121.4(4) . . ? C32 C31 C30 120.5(4) . . ? C32 C31 H31 119.7 . . ? C30 C31 H31 119.7 . . ? C31 C32 C33 120.5(4) . . ? C31 C32 H32 119.7 . . ? C33 C32 H32 119.7 . . ? C34 C33 C32 118.2(4) . . ? C34 C33 C36 122.7(4) . . ? C32 C33 C36 119.1(4) . . ? C33 C34 C35 121.5(4) . . ? C33 C34 H34 119.3 . . ? C35 C34 H34 119.3 . . ? C30 C35 C34 120.7(4) . . ? C30 C35 H35 119.6 . . ? C34 C35 H35 119.6 . . ? C33 C36 N8 112.5(4) . . ? C33 C36 H36B 109.1 . . ? N8 C36 H36B 109.1 . . ? C33 C36 H36C 109.1 . . ? N8 C36 H36C 109.1 . . ? H36B C36 H36C 107.8 . . ? C1 N1 C3 111.1(3) . . ? C1 N1 C5 111.1(3) . . ? C3 N1 C5 109.2(4) . . ? C13 N2 C2 112.0(3) . . ? C13 N2 H2C 109.1 . . ? C2 N2 H2C 109.2 . . ? C4 N3 C21 112.7(3) . . ? C4 N3 H3C 109.1 . . ? C21 N3 H3C 109.1 . . ? C4 N3 H3D 109.1 . . ? C21 N3 H3D 109.1 . . ? H3C N3 H3D 107.8 . . ? C29 N4 C6 111.6(3) . . ? C29 N4 H4C 109.3 . . ? C6 N4 H4C 109.3 . . ? C29 N4 H4D 109.3 . . ? C6 N4 H4D 109.3 . . ? H4C N4 H4D 108.0 . . ? C11 N5 C9 112.0(3) . . ? C11 N5 C7 109.8(3) . . ? C9 N5 C7 110.0(4) . . ? C8 N6 C20 114.1(3) . . ? C8 N6 H6C 108.7 . . ? C20 N6 H6C 108.7 . . ? C8 N6 H6D 108.7 . . ? C20 N6 H6D 108.7 . . ? H6C N6 H6D 107.6 . . ? C10 N7 C28 111.9(4) . . ? C10 N7 H7C 108.9 . . ? C28 N7 H7C 108.9 . . ? C12 N8 C36 111.9(3) . . ? C12 N8 H8C 109.2 . . ? C36 N8 H8C 109.2 . . ? C12 N8 H8D 109.2 . . ? C36 N8 H8D 109.2 . . ? H8C N8 H8D 107.9 . . ? H3E O3W H3F 106.5 . . ? O6 Cl2 O7 109.2(3) . . ? O6 Cl2 O5 110.9(3) . . ? O7 Cl2 O5 110.0(3) . . ? O6 Cl2 O8 110.0(3) . . ? O7 Cl2 O8 110.0(3) . . ? O5 Cl2 O8 106.7(2) . . ? O12 Cl3 O11 109.4(2) . . ? O12 Cl3 O9 110.4(3) . . ? O11 Cl3 O9 109.7(2) . . ? O12 Cl3 O10 109.5(2) . . ? O11 Cl3 O10 109.4(2) . . ? O9 Cl3 O10 108.4(2) . . ? O4 Cl1 O1 109.8(3) . . ? O4 Cl1 O2 110.3(3) . . ? O1 Cl1 O2 110.8(2) . . ? O4 Cl1 O3 108.1(3) . . ? O1 Cl1 O3 108.8(3) . . ? O2 Cl1 O3 109.0(2) . . ? O18 C38 H38A 109.5 . . ? O18 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? O18 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C38 O18 H18 109.5 . . ? 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 N1 C1 C2 N2 -70.3(4) . . . . ? N1 C3 C4 N3 -61.6(5) . . . . ? N1 C5 C6 N4 -62.6(5) . . . . ? N5 C7 C8 N6 -60.2(5) . . . . ? N5 C9 C10 N7 -67.8(5) . . . . ? N5 C11 C12 N8 -70.2(5) . . . . ? N2 C13 C14 C15 -30.0(6) . . . . ? N2 C13 C14 C19 151.2(4) . . . . ? C19 C14 C15 C16 -0.3(6) . . . . ? C13 C14 C15 C16 -179.1(4) . . . . ? C14 C15 C16 C17 2.8(7) . . . . ? C15 C16 C17 C18 -3.7(6) . . . . ? C15 C16 C17 C20 178.7(4) . . . . ? C16 C17 C18 C19 2.1(7) . . . . ? C20 C17 C18 C19 179.6(4) . . . . ? C15 C14 C19 C18 -1.3(7) . . . . ? C13 C14 C19 C18 177.6(4) . . . . ? C17 C18 C19 C14 0.4(7) . . . . ? C18 C17 C20 N6 -60.2(6) . . . . ? C16 C17 C20 N6 117.3(4) . . . . ? N3 C21 C22 C23 -63.5(6) . . . . ? N3 C21 C22 C27 119.7(5) . . . . ? C27 C22 C23 C24 -1.3(8) . . . . ? C21 C22 C23 C24 -178.2(4) . . . . ? C22 C23 C24 C25 2.2(8) . . . . ? C23 C24 C25 C26 -1.6(8) . . . . ? C23 C24 C25 C28 177.4(5) . . . . ? C24 C25 C26 C27 0.2(8) . . . . ? C28 C25 C26 C27 -178.8(5) . . . . ? C23 C22 C27 C26 -0.1(7) . . . . ? C21 C22 C27 C26 176.9(4) . . . . ? C25 C26 C27 C22 0.7(8) . . . . ? C26 C25 C28 N7 -31.6(7) . . . . ? C24 C25 C28 N7 149.5(5) . . . . ? N4 C29 C30 C35 128.9(5) . . . . ? N4 C29 C30 C31 -55.5(6) . . . . ? C35 C30 C31 C32 -0.9(7) . . . . ? C29 C30 C31 C32 -176.6(4) . . . . ? C30 C31 C32 C33 1.7(8) . . . . ? C31 C32 C33 C34 -0.7(7) . . . . ? C31 C32 C33 C36 176.9(4) . . . . ? C32 C33 C34 C35 -1.0(7) . . . . ? C36 C33 C34 C35 -178.5(5) . . . . ? C31 C30 C35 C34 -0.8(7) . . . . ? C29 C30 C35 C34 175.0(4) . . . . ? C33 C34 C35 C30 1.8(8) . . . . ? C34 C33 C36 N8 -55.1(6) . . . . ? C32 C33 C36 N8 127.4(5) . . . . ? C2 C1 N1 C3 -75.5(4) . . . . ? C2 C1 N1 C5 162.7(4) . . . . ? C4 C3 N1 C1 149.4(4) . . . . ? C4 C3 N1 C5 -87.7(4) . . . . ? C6 C5 N1 C1 -77.5(4) . . . . ? C6 C5 N1 C3 159.5(3) . . . . ? C14 C13 N2 C2 175.4(3) . . . . ? C1 C2 N2 C13 167.5(4) . . . . ? C3 C4 N3 C21 -177.9(4) . . . . ? C22 C21 N3 C4 -167.1(4) . . . . ? C30 C29 N4 C6 -167.4(4) . . . . ? C5 C6 N4 C29 -172.9(4) . . . . ? C12 C11 N5 C9 -71.6(4) . . . . ? C12 C11 N5 C7 165.9(3) . . . . ? C10 C9 N5 C11 160.8(4) . . . . ? C10 C9 N5 C7 -76.8(5) . . . . ? C8 C7 N5 C11 -85.5(4) . . . . ? C8 C7 N5 C9 150.8(4) . . . . ? C7 C8 N6 C20 -171.9(4) . . . . ? C17 C20 N6 C8 -169.1(4) . . . . ? C9 C10 N7 C28 174.6(4) . . . . ? C25 C28 N7 C10 177.6(4) . . . . ? C11 C12 N8 C36 179.9(4) . . . . ? C33 C36 N8 C12 -167.8(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 O2W H2E O3 0.86 2.08 2.925(5) 168.5 . O2W H2D O9 0.86 2.06 2.866(5) 156.2 . O17 H17 N7 0.84 1.89 2.729(9) 173.3 . O1W H1D N2 0.86 1.82 2.620(8) 153.8 . O17' H17' N2 0.84 1.80 2.63(2) 169.3 . O1'W H1E N7 0.85 1.72 2.57(2) 173.7 . N4 H4D O17' 0.92 1.64 2.55(2) 169.5 . N3 H3C O1W 0.92 1.86 2.770(7) 169.8 . N3 H3D O2W 0.92 1.94 2.852(5) 168.7 . N4 H4D O17' 0.92 1.64 2.55(2) 169.5 . N4 H4D O1W 0.92 1.92 2.809(6) 163.0 . N6 H6C O1'W 0.92 1.91 2.79(2) 159.1 . N6 H6C O17 0.92 1.96 2.859(9) 166.5 . N6 H6D O3W 0.92 1.86 2.726(6) 156.6 . N8 H8C O17 0.92 1.78 2.693(8) 174.1 . N8 H8C O1'W 0.92 2.01 2.928(9) 176.0 . N8 H8D O18 0.92 2.12 2.814(6) 131.7 . O18 H18 O10 0.84 2.55 2.826(7) 100.2 4_575 _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.864 _refine_diff_density_min -0.958 _refine_diff_density_rms 0.078 # Attachment '2.cif' data_11 _database_code_depnum_ccdc_archive 'CCDC 667014' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H62 Cl2 N8 O11' _chemical_formula_weight 853.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Pna2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 16.553(2) _cell_length_b 15.1396(18) _cell_length_c 17.253(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4323.6(10) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.312 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1824 _exptl_absorpt_coefficient_mu 0.215 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9344 _exptl_absorpt_correction_T_max 0.9383 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14884 _diffrn_reflns_av_R_equivalents 0.0461 _diffrn_reflns_av_sigmaI/netI 0.0779 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 27.06 _reflns_number_total 6940 _reflns_number_gt 4233 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0979P)^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 none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.54(8) _refine_ls_number_reflns 6940 _refine_ls_number_parameters 514 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1135 _refine_ls_R_factor_gt 0.0589 _refine_ls_wR_factor_ref 0.1736 _refine_ls_wR_factor_gt 0.1442 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _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 C1 C 0.7530(3) 0.0756(3) 1.0048(3) 0.0444(13) Uani 1 1 d . . . H1A H 0.7449 0.0125 1.0177 0.053 Uiso 1 1 calc R . . H1B H 0.7004 0.0996 0.9874 0.053 Uiso 1 1 calc R . . C2 C 0.7790(3) 0.1240(3) 1.0767(3) 0.0408(12) Uani 1 1 d . . . H2A H 0.7424 0.1089 1.1201 0.049 Uiso 1 1 calc R . . H2B H 0.8343 0.1056 1.0912 0.049 Uiso 1 1 calc R . . C3 C 0.8815(3) 0.0263(3) 0.9560(4) 0.0465(14) Uani 1 1 d . . . H3A H 0.8662 -0.0364 0.9489 0.056 Uiso 1 1 calc R . . H3B H 0.8986 0.0343 1.0106 0.056 Uiso 1 1 calc R . . C4 C 0.9510(3) 0.0485(3) 0.9029(3) 0.0384(12) Uani 1 1 d . . . H4A H 1.0012 0.0211 0.9227 0.046 Uiso 1 1 calc R . . H4B H 0.9403 0.0246 0.8504 0.046 Uiso 1 1 calc R . . C5 C 0.7735(3) 0.0628(3) 0.8649(3) 0.0446(13) Uani 1 1 d . . . H5A H 0.7232 0.0288 0.8737 0.054 Uiso 1 1 calc R . . H5B H 0.8105 0.0257 0.8337 0.054 Uiso 1 1 calc R . . C6 C 0.7536(3) 0.1456(3) 0.8199(3) 0.0435(13) Uani 1 1 d . . . H6A H 0.7196 0.1302 0.7747 0.052 Uiso 1 1 calc R . . H6B H 0.7224 0.1864 0.8533 0.052 Uiso 1 1 calc R . . C7 C 0.9246(3) 0.7859(3) 0.9137(3) 0.0439(13) Uani 1 1 d . . . H7A H 0.9250 0.8503 0.9041 0.053 Uiso 1 1 calc R . . H7B H 0.9813 0.7652 0.9133 0.053 Uiso 1 1 calc R . . C8 C 0.8893(3) 0.7689(3) 0.9915(3) 0.0424(13) Uani 1 1 d . . . H8A H 0.8382 0.8024 0.9971 0.051 Uiso 1 1 calc R . . H8B H 0.9272 0.7893 1.0321 0.051 Uiso 1 1 calc R . . C9 C 0.9217(4) 0.7472(3) 0.7767(3) 0.0434(13) Uani 1 1 d . . . H9A H 0.9341 0.8098 0.7648 0.052 Uiso 1 1 calc R . . H9B H 0.8847 0.7251 0.7359 0.052 Uiso 1 1 calc R . . C10 C 0.9993(3) 0.6941(3) 0.7744(3) 0.0480(14) Uani 1 1 d . . . H10A H 1.0257 0.7020 0.7233 0.058 Uiso 1 1 calc R . . H10B H 1.0367 0.7162 0.8148 0.058 Uiso 1 1 calc R . . C11 C 0.7967(3) 0.7736(3) 0.8431(3) 0.0425(12) Uani 1 1 d . . . H11A H 0.7920 0.8105 0.7960 0.051 Uiso 1 1 calc R . . H11B H 0.7821 0.8105 0.8884 0.051 Uiso 1 1 calc R . . C12 C 0.7386(3) 0.6959(3) 0.8373(3) 0.0436(13) Uani 1 1 d . . . H12A H 0.6850 0.7171 0.8201 0.052 Uiso 1 1 calc R . . H12B H 0.7588 0.6532 0.7984 0.052 Uiso 1 1 calc R . . C13 C 0.8079(3) 0.2680(3) 1.1304(3) 0.0428(13) Uani 1 1 d . . . H13A H 0.8614 0.2438 1.1449 0.051 Uiso 1 1 calc R . . H13B H 0.7709 0.2589 1.1747 0.051 Uiso 1 1 calc R . . C14 C 0.8160(3) 0.3666(3) 1.1145(3) 0.0397(12) Uani 1 1 d . . . C15 C 0.8878(3) 0.4016(3) 1.0892(3) 0.0345(11) Uani 1 1 d . . . H15 H 0.9322 0.3633 1.0798 0.041 Uiso 1 1 calc R . . C16 C 0.8972(3) 0.4914(3) 1.0771(3) 0.0374(12) Uani 1 1 d . . . H16 H 0.9477 0.5138 1.0597 0.045 Uiso 1 1 calc R . . C17 C 0.8333(3) 0.5489(3) 1.0900(3) 0.0363(11) Uani 1 1 d . . . C18 C 0.7602(3) 0.5148(4) 1.1152(3) 0.0441(13) Uani 1 1 d . . . H18 H 0.7156 0.5531 1.1240 0.053 Uiso 1 1 calc R . . C19 C 0.7520(3) 0.4237(4) 1.1277(3) 0.0437(13) Uani 1 1 d . . . H19 H 0.7019 0.4007 1.1454 0.052 Uiso 1 1 calc R . . C20 C 0.8431(3) 0.6472(3) 1.0803(3) 0.0422(13) Uani 1 1 d . . . H20A H 0.7904 0.6763 1.0894 0.051 Uiso 1 1 calc R . . H20B H 0.8816 0.6694 1.1196 0.051 Uiso 1 1 calc R . . C21 C 1.0347(3) 0.1736(3) 0.8539(3) 0.0378(12) Uani 1 1 d . . . H21A H 1.0355 0.1424 0.8035 0.045 Uiso 1 1 calc R . . H21B H 1.0838 0.1565 0.8831 0.045 Uiso 1 1 calc R . . C22 C 1.0347(3) 0.2721(3) 0.8405(3) 0.0322(11) Uani 1 1 d . . . C23 C 1.0243(3) 0.3061(3) 0.7659(3) 0.0361(12) Uani 1 1 d . . . H23 H 1.0137 0.2671 0.7240 0.043 Uiso 1 1 calc R . . C24 C 1.0292(3) 0.3957(3) 0.7524(3) 0.0349(11) Uani 1 1 d . . . H24 H 1.0212 0.4178 0.7015 0.042 Uiso 1 1 calc R . . C25 C 1.0460(3) 0.4546(3) 0.8133(3) 0.0338(11) Uani 1 1 d . . . C26 C 1.0520(3) 0.4212(3) 0.8883(3) 0.0351(11) Uani 1 1 d . . . H26 H 1.0591 0.4603 0.9309 0.042 Uiso 1 1 calc R . . C27 C 1.0475(3) 0.3307(3) 0.9007(3) 0.0369(11) Uani 1 1 d . . . H27 H 1.0534 0.3085 0.9519 0.044 Uiso 1 1 calc R . . C28 C 1.0589(3) 0.5510(3) 0.7978(3) 0.0372(11) Uani 1 1 d . . . H28A H 1.0894 0.5770 0.8415 0.045 Uiso 1 1 calc R . . H28B H 1.0923 0.5575 0.7505 0.045 Uiso 1 1 calc R . . C29 C 0.8119(3) 0.2678(4) 0.7458(3) 0.0438(13) Uani 1 1 d . . . H29A H 0.7736 0.2514 0.7042 0.053 Uiso 1 1 calc R . . H29B H 0.8632 0.2856 0.7208 0.053 Uiso 1 1 calc R . . C30 C 0.7781(3) 0.3466(3) 0.7887(3) 0.0367(11) Uani 1 1 d . . . C31 C 0.7200(3) 0.3997(4) 0.7549(3) 0.0419(12) Uani 1 1 d . . . H31 H 0.7005 0.3855 0.7046 0.050 Uiso 1 1 calc R . . C32 C 0.6894(3) 0.4733(3) 0.7930(3) 0.0387(12) Uani 1 1 d . . . H32 H 0.6505 0.5093 0.7676 0.046 Uiso 1 1 calc R . . C33 C 0.7145(3) 0.4955(3) 0.8670(3) 0.0348(11) Uani 1 1 d . . . C34 C 0.7733(3) 0.4429(4) 0.9009(3) 0.0513(15) Uani 1 1 d . . . H34 H 0.7925 0.4572 0.9512 0.062 Uiso 1 1 calc R . . C35 C 0.8044(4) 0.3702(4) 0.8628(3) 0.0511(15) Uani 1 1 d . . . H35 H 0.8446 0.3354 0.8876 0.061 Uiso 1 1 calc R . . C36 C 0.6780(3) 0.5726(3) 0.9089(3) 0.0405(12) Uani 1 1 d . . . H36A H 0.6268 0.5889 0.8829 0.049 Uiso 1 1 calc R . . H36B H 0.6647 0.5541 0.9625 0.049 Uiso 1 1 calc R . . N1 N 0.8116(2) 0.0823(3) 0.9404(3) 0.0368(10) Uani 1 1 d . . . N2 N 0.7773(2) 0.2202(3) 1.0633(2) 0.0389(10) Uani 1 1 d . . . H2C H 0.8088 0.2334 1.0209 0.047 Uiso 1 1 d R . . N3 N 0.9611(2) 0.1471(2) 0.8986(3) 0.0351(9) Uani 1 1 d . . . H3C H 0.9162 0.1713 0.8756 0.042 Uiso 1 1 calc R . . H3D H 0.9647 0.1694 0.9481 0.042 Uiso 1 1 calc R . . N4 N 0.8273(2) 0.1899(3) 0.7932(3) 0.0385(10) Uani 1 1 d . . . H4C H 0.8569 0.1504 0.7644 0.046 Uiso 1 1 d R . . N5 N 0.8809(2) 0.7426(2) 0.8513(2) 0.0360(9) Uani 1 1 d . . . N6 N 0.8727(3) 0.6711(2) 1.0020(2) 0.0368(10) Uani 1 1 d . . . H6C H 0.8350 0.6537 0.9659 0.044 Uiso 1 1 calc R . . H6D H 0.9196 0.6403 0.9922 0.044 Uiso 1 1 calc R . . N7 N 0.9834(2) 0.6007(3) 0.7873(3) 0.0405(10) Uani 1 1 d . . . H7C H 0.9520 0.5945 0.8310 0.049 Uiso 1 1 d R . . N8 N 0.7311(2) 0.6522(2) 0.9125(2) 0.0365(10) Uani 1 1 d . . . H8C H 0.7095 0.6915 0.9476 0.044 Uiso 1 1 d R . . O1W O 0.9839(2) 0.1856(2) 1.0528(2) 0.0497(10) Uani 1 1 d . . . H1C H 0.9809 0.1358 1.0771 0.075 Uiso 1 1 d R . . H1D H 1.0289 0.2095 1.0655 0.075 Uiso 1 1 d R . . O2W O 1.1125(2) 0.2772(3) 1.0826(2) 0.0545(10) Uani 1 1 d . . . H2F H 1.1068 0.3314 1.0948 0.082 Uiso 1 1 d R . . H2E H 1.1628 0.2650 1.0816 0.082 Uiso 1 1 d R . . O3W O 1.0920(3) 0.4395(3) 1.1464(3) 0.0808(15) Uani 1 1 d . . . H3F H 1.1149 0.4881 1.1334 0.121 Uiso 1 1 d R . . H3E H 1.0907 0.4370 1.1959 0.121 Uiso 1 1 d R . . Cl1 Cl 1.01397(7) -0.03544(10) 1.14580(8) 0.0474(3) Uani 1 1 d . . . O1 O 0.9724(3) 0.0440(3) 1.1650(3) 0.0706(13) Uani 1 1 d . . . O2 O 0.9580(3) -0.1063(3) 1.1488(3) 0.0888(16) Uani 1 1 d . . . O3 O 1.0771(3) -0.0475(4) 1.2008(3) 0.0939(18) Uani 1 1 d . . . O4 O 1.0478(3) -0.0272(3) 1.0706(3) 0.0784(15) Uani 1 1 d . . . Cl2 Cl 1.10915(9) 0.66345(9) 1.03010(9) 0.0517(4) Uani 1 1 d . . . O5 O 1.0449(3) 0.6249(4) 0.9876(4) 0.108(2) Uani 1 1 d . . . O6 O 1.1741(4) 0.6532(5) 0.9804(6) 0.156(3) Uani 1 1 d . . . O7 O 1.1072(5) 0.7542(4) 1.0380(5) 0.150(3) Uani 1 1 d . . . O8 O 1.1323(7) 0.6143(5) 1.0929(4) 0.175(4) 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 C1 0.035(3) 0.038(3) 0.060(3) -0.002(2) 0.008(3) -0.008(2) C2 0.034(3) 0.044(3) 0.045(3) 0.004(2) 0.003(2) -0.006(2) C3 0.048(3) 0.022(3) 0.069(4) 0.002(2) 0.007(3) -0.001(2) C4 0.031(2) 0.027(3) 0.057(3) 0.000(2) 0.008(3) 0.004(2) C5 0.035(3) 0.042(3) 0.057(3) -0.016(3) 0.005(3) -0.007(2) C6 0.029(3) 0.053(3) 0.048(3) -0.014(3) -0.004(2) -0.001(2) C7 0.046(3) 0.027(3) 0.059(3) -0.007(2) 0.003(3) -0.001(2) C8 0.051(3) 0.029(3) 0.047(3) -0.012(2) -0.007(3) -0.001(2) C9 0.058(4) 0.031(3) 0.041(3) 0.006(2) 0.011(3) 0.006(3) C10 0.055(4) 0.035(3) 0.054(3) -0.002(2) 0.020(3) -0.007(3) C11 0.053(3) 0.031(3) 0.043(3) 0.004(2) 0.002(3) 0.013(2) C12 0.044(3) 0.040(3) 0.047(3) 0.007(2) -0.009(3) 0.006(2) C13 0.041(3) 0.052(3) 0.036(3) 0.000(2) -0.002(2) -0.009(3) C14 0.044(3) 0.048(3) 0.027(2) -0.003(2) -0.004(2) 0.002(3) C15 0.031(3) 0.040(3) 0.032(2) -0.005(2) -0.001(2) 0.008(2) C16 0.036(3) 0.043(3) 0.033(3) -0.004(2) -0.002(2) 0.005(2) C17 0.040(3) 0.038(3) 0.031(2) -0.007(2) -0.001(2) 0.009(2) C18 0.042(3) 0.051(3) 0.039(3) -0.004(2) 0.002(2) 0.013(3) C19 0.030(3) 0.063(4) 0.038(3) 0.001(2) 0.007(2) -0.002(3) C20 0.054(3) 0.042(3) 0.031(3) -0.005(2) -0.002(3) 0.007(2) C21 0.023(3) 0.039(3) 0.051(3) 0.000(2) 0.004(2) 0.003(2) C22 0.017(2) 0.042(3) 0.037(3) -0.003(2) 0.006(2) -0.001(2) C23 0.033(3) 0.040(3) 0.035(3) -0.005(2) 0.000(2) -0.005(2) C24 0.032(3) 0.042(3) 0.030(2) 0.007(2) -0.001(2) -0.001(2) C25 0.025(2) 0.032(3) 0.044(3) 0.001(2) 0.004(2) 0.000(2) C26 0.034(3) 0.038(3) 0.033(3) -0.007(2) -0.003(2) 0.000(2) C27 0.031(3) 0.043(3) 0.037(3) 0.007(2) 0.000(2) -0.001(2) C28 0.032(3) 0.038(3) 0.041(3) -0.002(2) 0.005(2) -0.005(2) C29 0.033(3) 0.060(4) 0.038(3) -0.009(2) 0.000(2) 0.001(3) C30 0.032(3) 0.045(3) 0.033(2) -0.004(2) -0.004(2) -0.004(2) C31 0.036(3) 0.058(3) 0.032(3) 0.002(2) -0.010(2) -0.008(3) C32 0.031(3) 0.042(3) 0.043(3) 0.001(2) -0.008(2) 0.004(2) C33 0.033(3) 0.036(3) 0.035(3) 0.003(2) -0.004(2) -0.001(2) C34 0.058(4) 0.050(3) 0.045(3) -0.011(3) -0.024(3) 0.016(3) C35 0.057(3) 0.057(4) 0.040(3) -0.010(3) -0.021(3) 0.018(3) C36 0.030(3) 0.048(3) 0.043(3) 0.008(3) 0.006(2) 0.003(2) N1 0.028(2) 0.028(2) 0.055(3) -0.0023(18) 0.002(2) -0.0020(18) N2 0.035(2) 0.045(3) 0.037(2) 0.0011(18) 0.006(2) -0.0050(19) N3 0.024(2) 0.030(2) 0.051(2) -0.0009(18) 0.0022(19) 0.0039(16) N4 0.029(2) 0.042(2) 0.044(2) -0.0071(19) 0.002(2) 0.0045(19) N5 0.042(2) 0.028(2) 0.038(2) 0.0040(17) 0.005(2) 0.0041(18) N6 0.042(2) 0.033(2) 0.036(2) -0.0105(17) 0.0008(19) 0.0048(18) N7 0.039(2) 0.030(2) 0.053(3) -0.0002(18) 0.014(2) 0.0013(19) N8 0.041(2) 0.031(2) 0.038(2) -0.0024(18) 0.001(2) 0.0032(18) O1W 0.046(2) 0.053(2) 0.050(2) 0.0153(17) -0.0094(18) -0.0095(17) O2W 0.038(2) 0.069(3) 0.057(2) -0.003(2) -0.0034(19) -0.0121(18) O3W 0.078(3) 0.059(3) 0.105(4) 0.002(3) 0.042(3) 0.007(2) Cl1 0.0346(6) 0.0617(9) 0.0459(7) 0.0212(6) 0.0063(7) 0.0102(6) O1 0.076(3) 0.057(3) 0.079(3) 0.016(2) 0.017(3) 0.018(2) O2 0.094(3) 0.075(3) 0.097(4) -0.005(3) 0.032(4) -0.029(3) O3 0.052(3) 0.162(5) 0.067(3) 0.045(3) 0.003(3) 0.022(3) O4 0.064(3) 0.115(4) 0.055(3) 0.028(2) 0.025(2) 0.024(3) Cl2 0.0621(9) 0.0407(7) 0.0524(8) 0.0011(6) 0.0013(8) -0.0022(7) O5 0.056(3) 0.101(4) 0.167(6) -0.034(4) -0.025(4) -0.003(3) O6 0.089(4) 0.179(7) 0.200(9) 0.014(6) 0.075(5) -0.018(4) O7 0.232(8) 0.055(3) 0.164(7) -0.017(4) 0.008(7) 0.003(4) O8 0.341(12) 0.110(5) 0.072(4) 0.029(4) -0.061(6) -0.089(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.479(7) . ? C1 C2 1.504(8) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.475(6) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N1 1.459(6) . ? C3 C4 1.509(7) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 N3 1.504(6) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 N1 1.477(7) . ? C5 C6 1.510(7) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 N4 1.466(6) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 N5 1.453(7) . ? C7 C8 1.487(8) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N6 1.516(6) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N5 1.456(6) . ? C9 C10 1.517(8) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 N7 1.456(6) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 N5 1.477(6) . ? C11 C12 1.523(7) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 N8 1.462(7) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 N2 1.456(6) . ? C13 C14 1.525(7) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.372(7) . ? C14 C19 1.385(7) . ? C15 C16 1.384(7) . ? C15 H15 0.9500 . ? C16 C17 1.387(7) . ? C16 H16 0.9500 . ? C17 C18 1.386(7) . ? C17 C20 1.506(7) . ? C18 C19 1.403(7) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 N6 1.482(6) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 N3 1.497(6) . ? C21 C22 1.509(6) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C27 1.383(7) . ? C22 C23 1.397(7) . ? C23 C24 1.378(7) . ? C23 H23 0.9500 . ? C24 C25 1.406(7) . ? C24 H24 0.9500 . ? C25 C26 1.392(7) . ? C25 C28 1.500(6) . ? C26 C27 1.389(7) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 N7 1.470(6) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 N4 1.457(7) . ? C29 C30 1.512(7) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 C31 1.382(7) . ? C30 C35 1.397(7) . ? C31 C32 1.390(7) . ? C31 H31 0.9500 . ? C32 C33 1.384(7) . ? C32 H32 0.9500 . ? C33 C34 1.387(7) . ? C33 C36 1.500(7) . ? C34 C35 1.382(8) . ? C34 H34 0.9500 . ? C35 H35 0.9500 . ? C36 N8 1.493(6) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? N2 H2C 0.9200 . ? N3 H3C 0.9200 . ? N3 H3D 0.9200 . ? N4 H4C 0.9199 . ? N6 H6C 0.9200 . ? N6 H6D 0.9200 . ? N7 H7C 0.9200 . ? N8 H8C 0.9200 . ? O1W H1C 0.8637 . ? O1W H1D 0.8565 . ? O2W H2F 0.8520 . ? O2W H2E 0.8530 . ? O3W H3F 0.8568 . ? O3W H3E 0.8548 . ? Cl1 O4 1.418(4) . ? Cl1 O2 1.418(5) . ? Cl1 O3 1.424(5) . ? Cl1 O1 1.424(4) . ? Cl2 O8 1.369(7) . ? Cl2 O7 1.381(5) . ? Cl2 O6 1.383(7) . ? Cl2 O5 1.417(5) . ? 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 N1 C1 C2 113.5(4) . . ? N1 C1 H1A 108.9 . . ? C2 C1 H1A 108.9 . . ? N1 C1 H1B 108.9 . . ? C2 C1 H1B 108.9 . . ? H1A C1 H1B 107.7 . . ? N2 C2 C1 110.3(4) . . ? N2 C2 H2A 109.6 . . ? C1 C2 H2A 109.6 . . ? N2 C2 H2B 109.6 . . ? C1 C2 H2B 109.6 . . ? H2A C2 H2B 108.1 . . ? N1 C3 C4 111.3(4) . . ? N1 C3 H3A 109.4 . . ? C4 C3 H3A 109.4 . . ? N1 C3 H3B 109.4 . . ? C4 C3 H3B 109.4 . . ? H3A C3 H3B 108.0 . . ? N3 C4 C3 109.6(4) . . ? N3 C4 H4A 109.7 . . ? C3 C4 H4A 109.7 . . ? N3 C4 H4B 109.7 . . ? C3 C4 H4B 109.7 . . ? H4A C4 H4B 108.2 . . ? N1 C5 C6 112.4(4) . . ? N1 C5 H5A 109.1 . . ? C6 C5 H5A 109.1 . . ? N1 C5 H5B 109.1 . . ? C6 C5 H5B 109.1 . . ? H5A C5 H5B 107.9 . . ? N4 C6 C5 111.1(4) . . ? N4 C6 H6A 109.4 . . ? C5 C6 H6A 109.4 . . ? N4 C6 H6B 109.4 . . ? C5 C6 H6B 109.4 . . ? H6A C6 H6B 108.0 . . ? N5 C7 C8 113.3(4) . . ? N5 C7 H7A 108.9 . . ? C8 C7 H7A 108.9 . . ? N5 C7 H7B 108.9 . . ? C8 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? C7 C8 N6 110.3(4) . . ? C7 C8 H8A 109.6 . . ? N6 C8 H8A 109.6 . . ? C7 C8 H8B 109.6 . . ? N6 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? N5 C9 C10 113.0(4) . . ? N5 C9 H9A 109.0 . . ? C10 C9 H9A 109.0 . . ? N5 C9 H9B 109.0 . . ? C10 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? N7 C10 C9 110.9(4) . . ? N7 C10 H10A 109.5 . . ? C9 C10 H10A 109.5 . . ? N7 C10 H10B 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 108.0 . . ? N5 C11 C12 110.9(4) . . ? N5 C11 H11A 109.5 . . ? C12 C11 H11A 109.5 . . ? N5 C11 H11B 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 108.1 . . ? N8 C12 C11 110.2(4) . . ? N8 C12 H12A 109.6 . . ? C11 C12 H12A 109.6 . . ? N8 C12 H12B 109.6 . . ? C11 C12 H12B 109.6 . . ? H12A C12 H12B 108.1 . . ? N2 C13 C14 112.0(4) . . ? N2 C13 H13A 109.2 . . ? C14 C13 H13A 109.2 . . ? N2 C13 H13B 109.2 . . ? C14 C13 H13B 109.2 . . ? H13A C13 H13B 107.9 . . ? C15 C14 C19 118.3(5) . . ? C15 C14 C13 120.8(5) . . ? C19 C14 C13 120.9(5) . . ? C14 C15 C16 121.6(5) . . ? C14 C15 H15 119.2 . . ? C16 C15 H15 119.2 . . ? C15 C16 C17 120.4(5) . . ? C15 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? C18 C17 C16 118.9(5) . . ? C18 C17 C20 119.7(4) . . ? C16 C17 C20 121.3(5) . . ? C17 C18 C19 119.8(5) . . ? C17 C18 H18 120.1 . . ? C19 C18 H18 120.1 . . ? C14 C19 C18 121.0(5) . . ? C14 C19 H19 119.5 . . ? C18 C19 H19 119.5 . . ? N6 C20 C17 112.3(4) . . ? N6 C20 H20A 109.2 . . ? C17 C20 H20A 109.2 . . ? N6 C20 H20B 109.2 . . ? C17 C20 H20B 109.2 . . ? H20A C20 H20B 107.9 . . ? N3 C21 C22 110.2(4) . . ? N3 C21 H21A 109.6 . . ? C22 C21 H21A 109.6 . . ? N3 C21 H21B 109.6 . . ? C22 C21 H21B 109.6 . . ? H21A C21 H21B 108.1 . . ? C27 C22 C23 118.3(4) . . ? C27 C22 C21 121.2(4) . . ? C23 C22 C21 120.4(4) . . ? C24 C23 C22 120.7(4) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C23 C24 C25 120.7(4) . . ? C23 C24 H24 119.7 . . ? C25 C24 H24 119.7 . . ? C26 C25 C24 118.6(4) . . ? C26 C25 C28 120.6(4) . . ? C24 C25 C28 120.8(4) . . ? C27 C26 C25 119.8(4) . . ? C27 C26 H26 120.1 . . ? C25 C26 H26 120.1 . . ? C22 C27 C26 121.7(5) . . ? C22 C27 H27 119.1 . . ? C26 C27 H27 119.1 . . ? N7 C28 C25 113.5(4) . . ? N7 C28 H28A 108.9 . . ? C25 C28 H28A 108.9 . . ? N7 C28 H28B 108.9 . . ? C25 C28 H28B 108.9 . . ? H28A C28 H28B 107.7 . . ? N4 C29 C30 115.4(4) . . ? N4 C29 H29A 108.4 . . ? C30 C29 H29A 108.4 . . ? N4 C29 H29B 108.4 . . ? C30 C29 H29B 108.4 . . ? H29A C29 H29B 107.5 . . ? C31 C30 C35 117.1(5) . . ? C31 C30 C29 120.6(5) . . ? C35 C30 C29 122.3(5) . . ? C30 C31 C32 121.3(5) . . ? C30 C31 H31 119.3 . . ? C32 C31 H31 119.3 . . ? C33 C32 C31 121.4(4) . . ? C33 C32 H32 119.3 . . ? C31 C32 H32 119.3 . . ? C32 C33 C34 117.4(5) . . ? C32 C33 C36 120.9(4) . . ? C34 C33 C36 121.7(4) . . ? C35 C34 C33 121.2(5) . . ? C35 C34 H34 119.4 . . ? C33 C34 H34 119.4 . . ? C34 C35 C30 121.5(5) . . ? C34 C35 H35 119.3 . . ? C30 C35 H35 119.3 . . ? N8 C36 C33 114.3(4) . . ? N8 C36 H36A 108.7 . . ? C33 C36 H36A 108.7 . . ? N8 C36 H36B 108.7 . . ? C33 C36 H36B 108.7 . . ? H36A C36 H36B 107.6 . . ? C3 N1 C5 112.7(4) . . ? C3 N1 C1 110.0(4) . . ? C5 N1 C1 111.7(4) . . ? C13 N2 C2 111.0(4) . . ? C13 N2 H2C 109.1 . . ? C2 N2 H2C 109.2 . . ? C21 N3 C4 112.5(3) . . ? C21 N3 H3C 109.1 . . ? C4 N3 H3C 109.1 . . ? C21 N3 H3D 109.1 . . ? C4 N3 H3D 109.1 . . ? H3C N3 H3D 107.8 . . ? C29 N4 C6 113.7(4) . . ? C29 N4 H4C 108.4 . . ? C6 N4 H4C 108.5 . . ? C7 N5 C9 113.8(4) . . ? C7 N5 C11 113.4(4) . . ? C9 N5 C11 109.7(4) . . ? C20 N6 C8 114.0(4) . . ? C20 N6 H6C 108.8 . . ? C8 N6 H6C 108.8 . . ? C20 N6 H6D 108.8 . . ? C8 N6 H6D 108.8 . . ? H6C N6 H6D 107.6 . . ? C10 N7 C28 111.2(4) . . ? C10 N7 H7C 109.1 . . ? C28 N7 H7C 109.0 . . ? C12 N8 C36 112.2(4) . . ? C12 N8 H8C 108.9 . . ? C36 N8 H8C 108.8 . . ? H1C O1W H1D 107.2 . . ? H2F O2W H2E 108.7 . . ? H3F O3W H3E 108.1 . . ? O4 Cl1 O2 111.0(3) . . ? O4 Cl1 O3 109.4(3) . . ? O2 Cl1 O3 110.9(3) . . ? O4 Cl1 O1 109.2(3) . . ? O2 Cl1 O1 108.4(3) . . ? O3 Cl1 O1 108.0(3) . . ? O8 Cl2 O7 118.0(5) . . ? O8 Cl2 O6 102.3(6) . . ? O7 Cl2 O6 101.0(5) . . ? O8 Cl2 O5 113.3(5) . . ? O7 Cl2 O5 116.3(5) . . ? O6 Cl2 O5 102.5(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 N1 C1 C2 N2 68.8(5) . . . . ? N1 C3 C4 N3 45.2(6) . . . . ? N1 C5 C6 N4 69.2(5) . . . . ? N5 C7 C8 N6 47.7(6) . . . . ? N5 C9 C10 N7 61.8(6) . . . . ? N5 C11 C12 N8 72.0(5) . . . . ? N2 C13 C14 C15 -93.6(6) . . . . ? N2 C13 C14 C19 88.7(6) . . . . ? C19 C14 C15 C16 0.1(7) . . . . ? C13 C14 C15 C16 -177.7(4) . . . . ? C14 C15 C16 C17 -0.3(7) . . . . ? C15 C16 C17 C18 -0.1(7) . . . . ? C15 C16 C17 C20 177.5(4) . . . . ? C16 C17 C18 C19 0.5(7) . . . . ? C20 C17 C18 C19 -177.2(5) . . . . ? C15 C14 C19 C18 0.3(7) . . . . ? C13 C14 C19 C18 178.1(4) . . . . ? C17 C18 C19 C14 -0.6(7) . . . . ? C18 C17 C20 N6 -126.5(5) . . . . ? C16 C17 C20 N6 55.9(6) . . . . ? N3 C21 C22 C27 70.4(6) . . . . ? N3 C21 C22 C23 -111.7(5) . . . . ? C27 C22 C23 C24 2.0(7) . . . . ? C21 C22 C23 C24 -176.0(4) . . . . ? C22 C23 C24 C25 0.9(7) . . . . ? C23 C24 C25 C26 -4.4(7) . . . . ? C23 C24 C25 C28 174.4(4) . . . . ? C24 C25 C26 C27 4.8(7) . . . . ? C28 C25 C26 C27 -173.9(4) . . . . ? C23 C22 C27 C26 -1.5(7) . . . . ? C21 C22 C27 C26 176.5(4) . . . . ? C25 C26 C27 C22 -2.0(7) . . . . ? C26 C25 C28 N7 -101.5(5) . . . . ? C24 C25 C28 N7 79.8(6) . . . . ? N4 C29 C30 C31 -141.7(5) . . . . ? N4 C29 C30 C35 39.4(7) . . . . ? C35 C30 C31 C32 0.2(8) . . . . ? C29 C30 C31 C32 -178.7(5) . . . . ? C30 C31 C32 C33 -1.5(8) . . . . ? C31 C32 C33 C34 2.0(7) . . . . ? C31 C32 C33 C36 -176.9(5) . . . . ? C32 C33 C34 C35 -1.3(8) . . . . ? C36 C33 C34 C35 177.6(5) . . . . ? C33 C34 C35 C30 0.0(9) . . . . ? C31 C30 C35 C34 0.5(9) . . . . ? C29 C30 C35 C34 179.4(5) . . . . ? C32 C33 C36 N8 -104.8(5) . . . . ? C34 C33 C36 N8 76.3(6) . . . . ? C4 C3 N1 C5 69.1(5) . . . . ? C4 C3 N1 C1 -165.6(4) . . . . ? C6 C5 N1 C3 -135.0(4) . . . . ? C6 C5 N1 C1 100.7(5) . . . . ? C2 C1 N1 C3 74.3(5) . . . . ? C2 C1 N1 C5 -159.8(4) . . . . ? C14 C13 N2 C2 173.4(4) . . . . ? C1 C2 N2 C13 -175.9(4) . . . . ? C22 C21 N3 C4 170.9(4) . . . . ? C3 C4 N3 C21 173.6(4) . . . . ? C30 C29 N4 C6 70.7(6) . . . . ? C5 C6 N4 C29 176.9(4) . . . . ? C8 C7 N5 C9 -171.0(4) . . . . ? C8 C7 N5 C11 62.7(5) . . . . ? C10 C9 N5 C7 67.6(6) . . . . ? C10 C9 N5 C11 -164.2(4) . . . . ? C12 C11 N5 C7 -131.6(4) . . . . ? C12 C11 N5 C9 100.0(5) . . . . ? C17 C20 N6 C8 -175.8(4) . . . . ? C7 C8 N6 C20 175.7(5) . . . . ? C9 C10 N7 C28 -170.8(4) . . . . ? C25 C28 N7 C10 178.5(4) . . . . ? C11 C12 N8 C36 -177.0(4) . . . . ? C33 C36 N8 C12 71.6(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N3 H3D O1W 0.92 1.85 2.749(6) 164.9 . O1W H1C O1 0.86 2.06 2.894(6) 161.5 . O1W H1D O2W 0.86 1.75 2.592(5) 168.4 . N3 H3C N4 0.92 2.07 2.939(6) 158.1 . O2W H2F O3W 0.85 1.88 2.714(6) 165.9 . O2W H2E N2 0.85 1.93 2.748(5) 159.2 3 N4 H4C O3 0.92 2.20 3.113(6) 175.3 2_754 N6 H6C N8 0.92 1.95 2.822(6) 157.0 . N6 H6D O5 0.92 2.09 2.945(7) 154.1 . O3W H3F O8 0.86 2.06 2.881(8) 161.6 . O3W H3E N7 0.85 2.08 2.800(7) 141.8 2_765 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.06 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.796 _refine_diff_density_min -0.364 _refine_diff_density_rms 0.062