Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name _publ_author_address 'Hidetaka Nakai' ; University of California, San Diego Department of Chemistry & Biochemistry 9500 Gilman Dr. MC 0358 La Jolla CA, 92093-0358 United States of America ; 'Yongjun Tang' ; University of California, San Diego Department of Chemistry & Biochemistry 9500 Gilman Dr. MC 0358 La Jolla CA, 92093-0358 United States of America ; 'Peter Gantzel' ; University of California, San Diego Department of Chemistry & Biochemistry 9500 Gilman Dr. MC 0358 La Jolla CA, 92093-0358 United States of America ; 'Karsten Meyer' ; University of California, San Diego Department of Chemistry & Biochemistry 9500 Gilman Dr. MC 0358 La Jolla CA, 92093-0358 United States of America ; _publ_contact_author_name 'Prof Karsten Meyer' _publ_contact_author_address ; Department of Chemistry & Biochemistry University of California, San Diego 9500 Gilman Drive, MC0358 La Jolla CA 92093-0358 UNITED STATES OF AMERICA ; _publ_contact_author_phone '1 858 822 4247' _publ_contact_author_fax '1 858 534 5383' _publ_contact_author_email 'kmeyer@ucsd.edu' _publ_requested_journal 'Chemical Communications' _publ_requested_coeditor_name ? _publ_contact_letter ; ? ; _publ_section_title ; A new entry to N-heterocyclic carbene chemistry: synthesis and characterisation of a triscarbene complex of thallium(I) ; #=========================================================================== _publ_section_experimental ; Colorless crystals of (timtmb_tBu)Tl were obtained from saturate solution of THF at -35(C. ; _publ_section_acknowledgements ; This work was supported by the University of California, San Diego. ; data_complex _database_code_CSD 193366 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H64 F3 N6 O5 S Tl' _chemical_formula_weight 1026.42 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tl Tl -2.8358 9.6688 '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)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.8495(12) _cell_length_b 17.1020(16) _cell_length_c 20.8654(19) _cell_angle_alpha 90.00 _cell_angle_beta 97.580(2) _cell_angle_gamma 90.00 _cell_volume 4545.1(7) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 8994 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 26.80 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.500 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2088 _exptl_absorpt_coefficient_mu 3.660 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.1578 _exptl_absorpt_correction_T_max 0.6678 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 37907 _diffrn_reflns_av_R_equivalents 0.0576 _diffrn_reflns_av_sigmaI/netI 0.0593 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 27.54 _reflns_number_total 10351 _reflns_number_gt 7932 _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^)+(0.0590P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3 ; _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10351 _refine_ls_number_parameters 535 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0615 _refine_ls_R_factor_gt 0.0405 _refine_ls_wR_factor_ref 0.1044 _refine_ls_wR_factor_gt 0.0954 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _refine_ls_shift/su_max 0.058 _refine_ls_shift/su_mean 0.004 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 Tl1 Tl 0.681305(12) 0.673057(9) 0.198637(8) 0.02333(7) Uani 1 1 d . . . C5 C 0.4372(3) 0.6211(3) 0.2019(2) 0.0245(9) Uani 1 1 d . . . C6 C 0.4491(3) 0.6309(2) 0.1372(2) 0.0223(9) Uani 1 1 d . . . C1 C 0.4647(3) 0.7056(3) 0.1120(2) 0.0222(9) Uani 1 1 d . . . C2 C 0.4659(3) 0.7701(2) 0.1533(2) 0.0237(9) Uani 1 1 d . . . C3 C 0.4611(3) 0.7614(3) 0.2193(2) 0.0257(10) Uani 1 1 d . . . C4 C 0.4454(3) 0.6866(3) 0.2438(2) 0.0246(10) Uani 1 1 d . . . C11 C 0.4219(4) 0.5398(3) 0.2287(2) 0.0310(11) Uani 1 1 d . . . H11A H 0.3471 0.5264 0.2220 0.047 Uiso 1 1 calc R . . H11B H 0.4476 0.5389 0.2750 0.047 Uiso 1 1 calc R . . H11C H 0.4611 0.5016 0.2062 0.047 Uiso 1 1 calc R . . C12 C 0.4421(3) 0.5600(2) 0.0929(2) 0.0232(9) Uani 1 1 d . . . H12A H 0.3839 0.5262 0.1030 0.028 Uiso 1 1 calc R . . H12B H 0.4250 0.5778 0.0476 0.028 Uiso 1 1 calc R . . C7 C 0.4865(4) 0.7164(3) 0.0434(2) 0.0262(10) Uani 1 1 d . . . H7A H 0.4202 0.7250 0.0152 0.039 Uiso 1 1 calc R . . H7B H 0.5208 0.6694 0.0293 0.039 Uiso 1 1 calc R . . H7C H 0.5325 0.7617 0.0410 0.039 Uiso 1 1 calc R . . C8 C 0.4738(4) 0.8512(3) 0.1256(2) 0.0284(10) Uani 1 1 d . . . H8A H 0.4373 0.8518 0.0807 0.034 Uiso 1 1 calc R . . H8B H 0.4372 0.8885 0.1512 0.034 Uiso 1 1 calc R . . C9 C 0.4760(4) 0.8309(3) 0.2648(3) 0.0358(12) Uani 1 1 d . . . H9A H 0.5178 0.8710 0.2463 0.054 Uiso 1 1 calc R . . H9B H 0.5125 0.8140 0.3067 0.054 Uiso 1 1 calc R . . H9C H 0.4073 0.8526 0.2706 0.054 Uiso 1 1 calc R . . C10 C 0.4347(4) 0.6751(3) 0.3142(2) 0.0334(11) Uani 1 1 d . . . H10A H 0.4115 0.7247 0.3321 0.040 Uiso 1 1 calc R . . H10B H 0.3800 0.6353 0.3181 0.040 Uiso 1 1 calc R . . N1C N 0.5391(3) 0.51363(19) 0.09875(17) 0.0206(7) Uani 1 1 d . . . N2C N 0.6980(3) 0.4755(2) 0.10720(17) 0.0233(8) Uani 1 1 d . . . C13C C 0.6388(3) 0.5413(3) 0.1122(2) 0.0245(9) Uani 1 1 d . . . C14C C 0.5360(4) 0.4336(2) 0.0860(2) 0.0254(10) Uani 1 1 d . . . H14C H 0.4752 0.4021 0.0756 0.031 Uiso 1 1 calc R . . C15C C 0.6365(3) 0.4102(2) 0.0913(2) 0.0249(9) Uani 1 1 d . . . H15C H 0.6608 0.3586 0.0852 0.030 Uiso 1 1 calc R . . C16C C 0.8146(4) 0.4708(3) 0.1131(2) 0.0290(10) Uani 1 1 d . . . C17C C 0.8526(4) 0.4079(3) 0.1635(3) 0.0388(12) Uani 1 1 d . . . H17A H 0.8287 0.4211 0.2049 0.058 Uiso 1 1 calc R . . H17B H 0.9295 0.4056 0.1691 0.058 Uiso 1 1 calc R . . H17C H 0.8239 0.3570 0.1487 0.058 Uiso 1 1 calc R . . C18C C 0.8630(4) 0.5494(3) 0.1344(3) 0.0374(12) Uani 1 1 d . . . H18A H 0.8346 0.5900 0.1038 0.056 Uiso 1 1 calc R . . H18B H 0.9394 0.5466 0.1354 0.056 Uiso 1 1 calc R . . H18C H 0.8462 0.5621 0.1777 0.056 Uiso 1 1 calc R . . C19C C 0.8433(4) 0.4489(3) 0.0469(3) 0.0392(12) Uani 1 1 d . . . H19A H 0.8176 0.3961 0.0355 0.059 Uiso 1 1 calc R . . H19B H 0.9198 0.4503 0.0481 0.059 Uiso 1 1 calc R . . H19C H 0.8111 0.4862 0.0146 0.059 Uiso 1 1 calc R . . N1A N 0.5827(3) 0.8779(2) 0.12513(18) 0.0259(8) Uani 1 1 d . . . N2A N 0.7493(3) 0.8835(2) 0.13320(18) 0.0245(8) Uani 1 1 d . . . C13A C 0.6695(4) 0.8340(2) 0.1435(2) 0.0273(10) Uani 1 1 d . . . C14A C 0.6079(4) 0.9520(2) 0.1038(2) 0.0280(10) Uani 1 1 d . . . H14A H 0.5600 0.9923 0.0886 0.034 Uiso 1 1 calc R . . C15A C 0.7124(4) 0.9551(2) 0.1091(2) 0.0273(10) Uani 1 1 d . . . H15A H 0.7536 0.9982 0.0983 0.033 Uiso 1 1 calc R . . C16A C 0.8619(4) 0.8594(3) 0.1468(2) 0.0263(10) Uani 1 1 d . . . C17A C 0.9328(4) 0.9236(3) 0.1266(2) 0.0321(11) Uani 1 1 d . . . H17D H 0.9139 0.9348 0.0804 0.048 Uiso 1 1 calc R . . H17E H 1.0061 0.9063 0.1345 0.048 Uiso 1 1 calc R . . H17F H 0.9242 0.9710 0.1517 0.048 Uiso 1 1 calc R . . C18A C 0.8886(4) 0.8431(3) 0.2188(2) 0.0313(11) Uani 1 1 d . . . H18D H 0.8765 0.8904 0.2434 0.047 Uiso 1 1 calc R . . H18E H 0.9625 0.8278 0.2283 0.047 Uiso 1 1 calc R . . H18F H 0.8441 0.8007 0.2313 0.047 Uiso 1 1 calc R . . C19A C 0.8770(4) 0.7858(3) 0.1068(2) 0.0297(10) Uani 1 1 d . . . H19D H 0.8317 0.7439 0.1193 0.045 Uiso 1 1 calc R . . H19E H 0.9505 0.7691 0.1150 0.045 Uiso 1 1 calc R . . H19F H 0.8585 0.7975 0.0608 0.045 Uiso 1 1 calc R . . N1B N 0.5333(3) 0.6500(2) 0.35257(19) 0.0260(8) Uani 1 1 d . . . N2B N 0.6876(3) 0.6067(2) 0.38187(18) 0.0271(8) Uani 1 1 d . . . C13B C 0.6241(4) 0.6324(3) 0.3287(2) 0.0287(10) Uani 1 1 d . . . C14B C 0.5402(4) 0.6353(3) 0.4177(2) 0.0300(11) Uani 1 1 d . . . H14B H 0.4865 0.6430 0.4444 0.036 Uiso 1 1 calc R . . C15B C 0.6365(4) 0.6081(3) 0.4364(2) 0.0290(10) Uani 1 1 d . . . H15B H 0.6648 0.5927 0.4789 0.035 Uiso 1 1 calc R . . C16B C 0.7948(4) 0.5752(3) 0.3780(2) 0.0312(11) Uani 1 1 d . . . C17B C 0.8447(4) 0.5487(3) 0.4449(2) 0.0419(13) Uani 1 1 d . . . H17G H 0.8469 0.5928 0.4751 0.063 Uiso 1 1 calc R . . H17H H 0.9162 0.5302 0.4425 0.063 Uiso 1 1 calc R . . H17I H 0.8029 0.5063 0.4600 0.063 Uiso 1 1 calc R . . C18B C 0.8627(4) 0.6404(3) 0.3552(3) 0.0446(13) Uani 1 1 d . . . H18G H 0.8415 0.6501 0.3090 0.067 Uiso 1 1 calc R . . H18H H 0.9366 0.6246 0.3623 0.067 Uiso 1 1 calc R . . H18I H 0.8534 0.6882 0.3797 0.067 Uiso 1 1 calc R . . C19B C 0.7853(5) 0.5077(3) 0.3303(3) 0.0486(15) Uani 1 1 d . . . H19G H 0.7523 0.4630 0.3491 0.073 Uiso 1 1 calc R . . H19H H 0.8553 0.4928 0.3209 0.073 Uiso 1 1 calc R . . H19I H 0.7421 0.5238 0.2903 0.073 Uiso 1 1 calc R . . O4 O 0.3073(3) 0.3756(3) 0.0902(2) 0.0590(12) Uani 1 1 d . . . C14 C 0.2570(5) 0.3342(3) 0.0355(3) 0.0469(14) Uani 1 1 d . . . H14D H 0.2797 0.2788 0.0367 0.056 Uiso 1 1 calc R . . H14E H 0.2739 0.3582 -0.0051 0.056 Uiso 1 1 calc R . . C15 C 0.1394(4) 0.3401(3) 0.0397(3) 0.0450(14) Uani 1 1 d . . . H15D H 0.1043 0.2890 0.0303 0.054 Uiso 1 1 calc R . . H15E H 0.1057 0.3795 0.0089 0.054 Uiso 1 1 calc R . . C16 C 0.1342(4) 0.3651(3) 0.1101(3) 0.0416(13) Uani 1 1 d . . . H16A H 0.1075 0.4192 0.1121 0.050 Uiso 1 1 calc R . . H16B H 0.0885 0.3295 0.1313 0.050 Uiso 1 1 calc R . . C17 C 0.2462(4) 0.3594(4) 0.1409(3) 0.0483(15) Uani 1 1 d . . . H17J H 0.2608 0.3981 0.1763 0.058 Uiso 1 1 calc R . . H17K H 0.2616 0.3064 0.1588 0.058 Uiso 1 1 calc R . . O5 O 0.1398(3) 0.5621(2) 0.18121(19) 0.0438(9) Uani 1 1 d . . . C18 C 0.1150(5) 0.5830(3) 0.2439(3) 0.0439(13) Uani 1 1 d . . . H18J H 0.1759 0.5733 0.2772 0.053 Uiso 1 1 calc R . . H18K H 0.0548 0.5517 0.2547 0.053 Uiso 1 1 calc R . . C19 C 0.0874(5) 0.6694(3) 0.2409(3) 0.0439(13) Uani 1 1 d . . . H19J H 0.1062 0.6951 0.2833 0.053 Uiso 1 1 calc R . . H19K H 0.0119 0.6778 0.2259 0.053 Uiso 1 1 calc R . . C20 C 0.1557(4) 0.6983(4) 0.1914(3) 0.0452(15) Uani 1 1 d . . . H20A H 0.1268 0.7468 0.1700 0.054 Uiso 1 1 calc R . . H20B H 0.2286 0.7082 0.2117 0.054 Uiso 1 1 calc R . . C21 C 0.1510(4) 0.6316(3) 0.1445(3) 0.0452(14) Uani 1 1 d . . . H21A H 0.0905 0.6377 0.1102 0.054 Uiso 1 1 calc R . . H21B H 0.2162 0.6293 0.1239 0.054 Uiso 1 1 calc R . . S1 S 0.77413(9) 0.16345(6) 0.05630(6) 0.0249(2) Uani 1 1 d . . . O1 O 0.7420(3) 0.2327(2) 0.08745(19) 0.0466(10) Uani 1 1 d . . . O2 O 0.6898(3) 0.1188(2) 0.02239(17) 0.0367(8) Uani 1 1 d . . . O3 O 0.8545(3) 0.1177(2) 0.09323(18) 0.0422(9) Uani 1 1 d . . . C13 C 0.8387(4) 0.2032(3) -0.0090(3) 0.0404(13) Uani 1 1 d . . . F1 F 0.9189(3) 0.2485(2) 0.0124(2) 0.0647(11) Uani 1 1 d . . . F2 F 0.8763(4) 0.1475(2) -0.0434(2) 0.0803(14) Uani 1 1 d . . . F3 F 0.7731(3) 0.2471(2) -0.04835(18) 0.0711(12) 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 Tl1 0.02675(10) 0.01781(9) 0.02536(10) -0.00031(7) 0.00314(6) 0.00157(7) C5 0.022(2) 0.022(2) 0.031(3) 0.0003(19) 0.0087(19) 0.0025(17) C6 0.023(2) 0.015(2) 0.029(2) -0.0021(18) 0.0011(18) -0.0005(16) C1 0.020(2) 0.020(2) 0.026(2) 0.0008(18) -0.0002(17) -0.0003(16) C2 0.023(2) 0.014(2) 0.033(3) 0.0022(18) 0.0022(18) 0.0021(16) C3 0.027(2) 0.019(2) 0.031(3) -0.0052(19) 0.0034(19) 0.0056(17) C4 0.022(2) 0.028(2) 0.024(2) -0.0003(18) 0.0060(18) 0.0046(17) C11 0.040(3) 0.025(2) 0.031(3) 0.005(2) 0.013(2) -0.002(2) C12 0.028(2) 0.016(2) 0.026(2) -0.0011(17) 0.0016(18) 0.0019(17) C7 0.031(2) 0.023(2) 0.024(2) 0.0027(19) 0.0026(19) -0.0048(18) C8 0.032(3) 0.015(2) 0.038(3) -0.0004(19) 0.003(2) 0.0055(18) C9 0.044(3) 0.026(3) 0.036(3) -0.007(2) 0.003(2) 0.009(2) C10 0.034(3) 0.039(3) 0.029(3) -0.004(2) 0.009(2) 0.007(2) N1C 0.0280(19) 0.0130(17) 0.0208(18) -0.0026(14) 0.0030(14) 0.0004(14) N2C 0.0290(19) 0.0179(18) 0.023(2) -0.0034(15) 0.0040(15) 0.0022(15) C13C 0.027(2) 0.021(2) 0.026(2) -0.0009(18) 0.0043(18) 0.0016(17) C14C 0.037(3) 0.013(2) 0.026(2) -0.0057(17) 0.0040(19) -0.0064(18) C15C 0.037(3) 0.015(2) 0.024(2) -0.0014(17) 0.0086(19) 0.0009(18) C16C 0.032(2) 0.023(2) 0.032(3) -0.008(2) 0.003(2) 0.0040(19) C17C 0.036(3) 0.038(3) 0.041(3) -0.004(2) 0.002(2) 0.009(2) C18C 0.030(3) 0.032(3) 0.050(3) -0.011(2) 0.006(2) -0.001(2) C19C 0.038(3) 0.037(3) 0.043(3) -0.009(2) 0.012(2) 0.006(2) N1A 0.037(2) 0.0135(18) 0.026(2) 0.0005(15) 0.0002(16) 0.0013(15) N2A 0.033(2) 0.0169(18) 0.023(2) 0.0006(15) -0.0007(16) -0.0042(15) C13A 0.031(2) 0.018(2) 0.032(3) 0.0016(19) 0.001(2) -0.0010(18) C14A 0.048(3) 0.010(2) 0.025(2) 0.0010(17) 0.002(2) 0.0009(19) C15A 0.045(3) 0.012(2) 0.025(2) 0.0006(17) 0.005(2) -0.0034(18) C16A 0.034(3) 0.021(2) 0.024(2) -0.0029(19) 0.0039(19) -0.0036(19) C17A 0.040(3) 0.029(3) 0.028(3) -0.006(2) 0.006(2) -0.012(2) C18A 0.035(3) 0.030(3) 0.028(3) 0.000(2) 0.002(2) -0.006(2) C19A 0.038(3) 0.019(2) 0.033(3) -0.003(2) 0.006(2) -0.0049(19) N1B 0.031(2) 0.0231(19) 0.025(2) -0.0015(16) 0.0081(16) 0.0021(15) N2B 0.037(2) 0.025(2) 0.020(2) 0.0018(16) 0.0071(16) 0.0054(16) C13B 0.036(3) 0.029(3) 0.021(2) 0.0034(19) 0.0044(19) 0.007(2) C14B 0.042(3) 0.026(3) 0.024(2) -0.003(2) 0.010(2) -0.011(2) C15B 0.042(3) 0.030(3) 0.015(2) 0.0019(19) 0.005(2) -0.003(2) C16B 0.035(3) 0.032(3) 0.026(3) 0.001(2) 0.000(2) 0.005(2) C17B 0.050(3) 0.043(3) 0.032(3) 0.000(2) -0.001(2) 0.013(3) C18B 0.037(3) 0.050(3) 0.048(4) 0.009(3) 0.008(3) 0.001(3) C19B 0.050(3) 0.047(4) 0.046(4) -0.014(3) -0.002(3) 0.016(3) O4 0.045(2) 0.075(3) 0.060(3) -0.011(2) 0.015(2) -0.026(2) C14 0.046(3) 0.047(4) 0.049(4) 0.001(3) 0.010(3) -0.001(3) C15 0.038(3) 0.054(4) 0.046(3) -0.001(3) 0.013(3) -0.006(2) C16 0.042(3) 0.033(3) 0.052(4) -0.007(3) 0.015(3) -0.006(2) C17 0.044(3) 0.057(4) 0.044(4) -0.011(3) 0.008(3) -0.013(3) O5 0.054(2) 0.032(2) 0.046(2) 0.0075(17) 0.0106(18) 0.0016(17) C18 0.052(3) 0.037(3) 0.044(3) 0.011(3) 0.010(3) 0.007(3) C19 0.051(3) 0.038(3) 0.042(3) 0.008(2) 0.003(3) 0.003(2) C20 0.035(3) 0.037(3) 0.060(4) 0.018(3) -0.002(3) -0.002(2) C21 0.036(3) 0.054(4) 0.047(4) 0.015(3) 0.009(3) 0.004(3) S1 0.0296(6) 0.0180(5) 0.0280(6) 0.0041(4) 0.0071(5) 0.0009(4) O1 0.068(3) 0.0242(19) 0.053(3) -0.0050(17) 0.031(2) 0.0047(18) O2 0.0331(19) 0.034(2) 0.042(2) 0.0076(16) 0.0013(15) -0.0042(15) O3 0.042(2) 0.0289(19) 0.052(2) 0.0110(17) -0.0092(17) -0.0007(16) C13 0.039(3) 0.035(3) 0.051(4) 0.006(3) 0.020(3) 0.001(2) F1 0.050(2) 0.050(2) 0.097(3) 0.013(2) 0.019(2) -0.0197(17) F2 0.121(4) 0.049(2) 0.088(3) -0.013(2) 0.077(3) -0.006(2) F3 0.070(2) 0.083(3) 0.063(3) 0.049(2) 0.018(2) 0.002(2) _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 Tl1 C13C 2.893(4) . ? Tl1 C13A 2.979(4) . ? Tl1 C13B 2.985(5) . ? C5 C6 1.388(6) . ? C5 C4 1.416(6) . ? C5 C11 1.522(6) . ? C6 C1 1.406(6) . ? C6 C12 1.520(6) . ? C1 C2 1.399(6) . ? C1 C7 1.505(6) . ? C2 C3 1.396(6) . ? C2 C8 1.511(6) . ? C3 C4 1.403(6) . ? C3 C9 1.517(6) . ? C4 C10 1.505(6) . ? C12 N1C 1.469(5) . ? C8 N1A 1.472(6) . ? C10 N1B 1.470(6) . ? N1C C13C 1.360(5) . ? N1C C14C 1.394(5) . ? N2C C13C 1.369(5) . ? N2C C15C 1.383(5) . ? N2C C16C 1.489(6) . ? C14C C15C 1.343(6) . ? C16C C18C 1.522(6) . ? C16C C19C 1.523(7) . ? C16C C17C 1.539(7) . ? N1A C13A 1.358(6) . ? N1A C14A 1.395(5) . ? N2A C13A 1.368(5) . ? N2A C15A 1.385(5) . ? N2A C16A 1.495(6) . ? C14A C15A 1.335(7) . ? C16A C17A 1.522(6) . ? C16A C18A 1.523(7) . ? C16A C19A 1.537(6) . ? N1B C13B 1.361(6) . ? N1B C14B 1.374(6) . ? N2B C13B 1.361(6) . ? N2B C15B 1.387(6) . ? N2B C16B 1.492(6) . ? C14B C15B 1.331(7) . ? C16B C19B 1.518(7) . ? C16B C17B 1.525(7) . ? C16B C18B 1.530(7) . ? O4 C14 1.425(7) . ? O4 C17 1.426(7) . ? C14 C15 1.528(8) . ? C15 C16 1.540(8) . ? C16 C17 1.500(8) . ? O5 C18 1.431(6) . ? O5 C21 1.432(6) . ? C18 C19 1.520(7) . ? C19 C20 1.523(8) . ? C20 C21 1.500(9) . ? S1 O2 1.434(3) . ? S1 O3 1.436(3) . ? S1 O1 1.437(3) . ? S1 C13 1.818(5) . ? C13 F1 1.320(6) . ? C13 F2 1.322(6) . ? C13 F3 1.328(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C13C Tl1 C13A 118.90(12) . . ? C13C Tl1 C13B 109.65(13) . . ? C13A Tl1 C13B 124.05(13) . . ? C6 C5 C4 119.8(4) . . ? C6 C5 C11 120.2(4) . . ? C4 C5 C11 119.9(4) . . ? C5 C6 C1 120.8(4) . . ? C5 C6 C12 119.3(4) . . ? C1 C6 C12 119.9(4) . . ? C2 C1 C6 118.4(4) . . ? C2 C1 C7 120.1(4) . . ? C6 C1 C7 121.3(4) . . ? C3 C2 C1 121.7(4) . . ? C3 C2 C8 119.3(4) . . ? C1 C2 C8 118.9(4) . . ? C2 C3 C4 119.0(4) . . ? C2 C3 C9 121.0(4) . . ? C4 C3 C9 120.0(4) . . ? C3 C4 C5 119.9(4) . . ? C3 C4 C10 120.7(4) . . ? C5 C4 C10 119.4(4) . . ? N1C C12 C6 113.5(3) . . ? N1A C8 C2 113.5(4) . . ? N1B C10 C4 112.8(4) . . ? C13C N1C C14C 112.5(4) . . ? C13C N1C C12 126.6(3) . . ? C14C N1C C12 120.8(4) . . ? C13C N2C C15C 112.2(4) . . ? C13C N2C C16C 126.9(4) . . ? C15C N2C C16C 120.8(3) . . ? N1C C13C N2C 102.5(3) . . ? N1C C13C Tl1 119.6(3) . . ? N2C C13C Tl1 128.8(3) . . ? C15C C14C N1C 105.9(4) . . ? C14C C15C N2C 106.9(4) . . ? N2C C16C C18C 110.1(4) . . ? N2C C16C C19C 107.5(4) . . ? C18C C16C C19C 110.1(4) . . ? N2C C16C C17C 108.6(4) . . ? C18C C16C C17C 109.7(4) . . ? C19C C16C C17C 110.8(4) . . ? C13A N1A C14A 112.1(4) . . ? C13A N1A C8 124.9(4) . . ? C14A N1A C8 123.0(4) . . ? C13A N2A C15A 112.2(4) . . ? C13A N2A C16A 121.8(4) . . ? C15A N2A C16A 126.0(4) . . ? N1A C13A N2A 102.6(4) . . ? N1A C13A Tl1 128.2(3) . . ? N2A C13A Tl1 129.2(3) . . ? C15A C14A N1A 106.5(4) . . ? C14A C15A N2A 106.6(4) . . ? N2A C16A C17A 110.5(4) . . ? N2A C16A C18A 109.0(4) . . ? C17A C16A C18A 109.9(4) . . ? N2A C16A C19A 108.1(4) . . ? C17A C16A C19A 108.5(4) . . ? C18A C16A C19A 110.9(4) . . ? C13B N1B C14B 112.1(4) . . ? C13B N1B C10 125.7(4) . . ? C14B N1B C10 122.1(4) . . ? C13B N2B C15B 111.5(4) . . ? C13B N2B C16B 122.1(4) . . ? C15B N2B C16B 126.3(4) . . ? N2B C13B N1B 102.9(4) . . ? N2B C13B Tl1 128.6(3) . . ? N1B C13B Tl1 127.4(3) . . ? C15B C14B N1B 106.8(4) . . ? C14B C15B N2B 106.8(4) . . ? N2B C16B C19B 108.3(4) . . ? N2B C16B C17B 109.7(4) . . ? C19B C16B C17B 111.2(4) . . ? N2B C16B C18B 108.8(4) . . ? C19B C16B C18B 110.5(5) . . ? C17B C16B C18B 108.2(4) . . ? C14 O4 C17 105.2(4) . . ? O4 C14 C15 105.6(5) . . ? C14 C15 C16 103.9(5) . . ? C17 C16 C15 103.4(4) . . ? O4 C17 C16 105.1(5) . . ? C18 O5 C21 109.4(4) . . ? O5 C18 C19 106.5(4) . . ? C18 C19 C20 101.1(5) . . ? C21 C20 C19 102.6(5) . . ? O5 C21 C20 106.3(5) . . ? O2 S1 O3 114.7(2) . . ? O2 S1 O1 114.7(2) . . ? O3 S1 O1 115.8(2) . . ? O2 S1 C13 102.7(2) . . ? O3 S1 C13 103.9(2) . . ? O1 S1 C13 102.6(2) . . ? F1 C13 F2 106.4(4) . . ? F1 C13 F3 106.3(5) . . ? F2 C13 F3 108.7(5) . . ? F1 C13 S1 112.2(4) . . ? F2 C13 S1 111.9(4) . . ? F3 C13 S1 111.1(3) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 3.551 _refine_diff_density_min -1.487 _refine_diff_density_rms 0.134 #=========================================================================== # End of Crystallographic Information File data_carbene _database_code_CSD 193367 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H49.25 N6' _chemical_formula_weight 530.03 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' _symmetry_cell_setting Monocinic _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 12.0758(7) _cell_length_b 11.1310(6) _cell_length_c 23.7831(14) _cell_angle_alpha 90.00 _cell_angle_beta 100.5090(10) _cell_angle_gamma 90.00 _cell_volume 3143.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description hexagonal _exptl_crystal_colour colorless _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.120 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1157 _exptl_absorpt_coefficient_mu 0.067 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9545 _exptl_absorpt_correction_T_max 0.9867 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 17623 _diffrn_reflns_av_R_equivalents 0.0204 _diffrn_reflns_av_sigmaI/netI 0.0169 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 22.50 _reflns_number_total 4100 _reflns_number_gt 3791 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _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^)+(0.0641P)^2^+1.6483P] where P=(Fo^2^+2Fc^2^)/3 ; _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4100 _refine_ls_number_parameters 358 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0454 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_ref 0.1178 _refine_ls_wR_factor_gt 0.1144 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.192 _refine_ls_shift/su_mean 0.032 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 N1A N 0.34799(11) 0.62105(13) 0.04113(6) 0.0290(4) Uani 1 1 d . . . N2A N 0.34600(12) 0.81139(13) 0.05034(6) 0.0321(4) Uani 1 1 d . . . N1B N -0.05077(11) 0.28706(12) 0.09374(6) 0.0266(3) Uani 1 1 d . . . N2B N -0.11068(12) 0.22327(12) 0.16705(6) 0.0285(4) Uani 1 1 d . A . N1C N 0.09911(12) 0.24699(13) -0.15096(6) 0.0287(4) Uani 1 1 d . . . N2C N -0.03609(12) 0.24714(13) -0.22218(6) 0.0301(4) Uani 1 1 d . . . C1 C 0.26575(14) 0.35140(16) -0.02343(7) 0.0282(4) Uani 1 1 d . . . C2 C 0.25895(13) 0.41841(15) 0.02589(7) 0.0265(4) Uani 1 1 d . . . C3 C 0.15869(14) 0.41923(15) 0.04814(7) 0.0259(4) Uani 1 1 d . . . C4 C 0.06742(13) 0.34848(15) 0.02219(7) 0.0255(4) Uani 1 1 d . . . C5 C 0.07645(14) 0.27386(15) -0.02419(7) 0.0268(4) Uani 1 1 d . . . C6 C 0.17501(14) 0.27792(15) -0.04801(7) 0.0276(4) Uani 1 1 d . . . C7 C 0.36993(15) 0.35811(19) -0.05096(9) 0.0415(5) Uani 1 1 d . . . H7A H 0.3469 0.3670 -0.0924 0.062 Uiso 1 1 calc R . . H7B H 0.4141 0.2843 -0.0426 0.062 Uiso 1 1 calc R . . H7C H 0.4158 0.4273 -0.0356 0.062 Uiso 1 1 calc R . . C8 C 0.35801(15) 0.49293(16) 0.05555(8) 0.0329(4) Uani 1 1 d . . . H8A H 0.3647 0.4838 0.0974 0.040 Uiso 1 1 calc R . . H8B H 0.4280 0.4613 0.0449 0.040 Uiso 1 1 calc R . . C9 C 0.14496(15) 0.49695(16) 0.09864(7) 0.0334(4) Uani 1 1 d . . . H9E H 0.1304 0.4471 0.1294 0.050 Uiso 1 1 d R . . H9F H 0.0820 0.5500 0.0879 0.050 Uiso 1 1 d R . . H9D H 0.2121 0.5431 0.1110 0.050 Uiso 1 1 d R . . C10 C -0.04394(14) 0.35899(17) 0.04297(7) 0.0304(4) Uani 1 1 d . . . H10A H -0.0565 0.4444 0.0516 0.036 Uiso 1 1 calc R . . H10B H -0.1054 0.3341 0.0117 0.036 Uiso 1 1 calc R . . C11 C -0.01855(15) 0.18940(17) -0.04892(8) 0.0350(4) Uani 1 1 d . . . H11A H -0.0623 0.1691 -0.0193 0.053 Uiso 1 1 calc R . . H11B H 0.0129 0.1159 -0.0623 0.053 Uiso 1 1 calc R . . H11C H -0.0676 0.2286 -0.0810 0.053 Uiso 1 1 calc R . . C12 C 0.18026(15) 0.20464(17) -0.10144(8) 0.0339(4) Uani 1 1 d . . . H12A H 0.2572 0.2096 -0.1102 0.041 Uiso 1 1 calc R . . H12B H 0.1646 0.1193 -0.0941 0.041 Uiso 1 1 calc R . . C13A C 0.36121(15) 0.70819(16) 0.08240(8) 0.0334(4) Uani 1 1 d . . . C14A C 0.32703(14) 0.66747(17) -0.01366(8) 0.0320(4) Uani 1 1 d . . . H14A H 0.3154 0.6234 -0.0484 0.038 Uiso 1 1 calc R . . C15A C 0.32633(15) 0.78765(17) -0.00787(8) 0.0340(4) Uani 1 1 d . . . H15A H 0.3146 0.8452 -0.0379 0.041 Uiso 1 1 calc R . . C16A C 0.35823(16) 0.93302(17) 0.07692(9) 0.0388(5) Uani 1 1 d . . . C17A C 0.2935(2) 1.02498(19) 0.03555(10) 0.0550(6) Uani 1 1 d . . . H17A H 0.2133 1.0041 0.0278 0.082 Uiso 1 1 calc R . . H17B H 0.3226 1.0245 -0.0003 0.082 Uiso 1 1 calc R . . H17C H 0.3032 1.1052 0.0527 0.082 Uiso 1 1 calc R . . C18A C 0.48269(18) 0.9636(2) 0.08954(11) 0.0544(6) Uani 1 1 d . . . H18A H 0.5230 0.9042 0.1161 0.082 Uiso 1 1 calc R . . H18B H 0.4930 1.0437 0.1068 0.082 Uiso 1 1 calc R . . H18C H 0.5125 0.9627 0.0539 0.082 Uiso 1 1 calc R . . C19A C 0.30870(19) 0.9303(2) 0.13100(10) 0.0521(6) Uani 1 1 d . . . H19A H 0.3497 0.8716 0.1577 0.078 Uiso 1 1 calc R . . H19B H 0.2291 0.9074 0.1216 0.078 Uiso 1 1 calc R . . H19C H 0.3153 1.0101 0.1487 0.078 Uiso 1 1 calc R . . C13B C -0.11650(14) 0.32168(16) 0.13212(7) 0.0289(4) Uani 1 1 d . . . C14B C -0.00883(14) 0.17176(16) 0.10377(7) 0.0301(4) Uani 1 1 d . . . H14B H 0.0375 0.1296 0.0821 0.036 Uiso 1 1 calc R . . C15B C -0.04636(15) 0.13100(16) 0.15013(7) 0.0304(4) Uani 1 1 d . . . H15B H -0.0319 0.0546 0.1678 0.036 Uiso 1 1 calc R . . C16B C -0.17776(17) 0.21092(18) 0.21332(8) 0.0395(5) Uani 1 1 d . . . C17D C -0.21885(17) 0.08156(18) 0.21668(8) 0.100(6) Uiso 0.129(4) 1 d PR A 2 C18D C -0.27749(17) 0.29769(18) 0.20125(8) 0.100(6) Uiso 0.129(4) 1 d PR A 2 C19D C -0.10451(17) 0.24840(18) 0.27010(8) 0.100(6) Uiso 0.129(4) 1 d PR A 2 C17B C -0.2098(3) 0.3318(2) 0.23253(13) 0.0740(11) Uani 0.871(4) 1 d P A 1 H17D H -0.1416 0.3762 0.2493 0.111 Uiso 0.871(4) 1 calc PR A 1 H17E H -0.2579 0.3221 0.2613 0.111 Uiso 0.871(4) 1 calc PR A 1 H17F H -0.2508 0.3764 0.1997 0.111 Uiso 0.871(4) 1 calc PR A 1 C18B C -0.1140(2) 0.1361(3) 0.26227(10) 0.0529(8) Uani 0.871(4) 1 d P A 1 H18D H -0.0456 0.1788 0.2800 0.079 Uiso 0.871(4) 1 calc PR A 1 H18E H -0.0935 0.0586 0.2475 0.079 Uiso 0.871(4) 1 calc PR A 1 H18F H -0.1619 0.1226 0.2908 0.079 Uiso 0.871(4) 1 calc PR A 1 C19B C -0.2852(2) 0.1397(3) 0.18661(11) 0.0623(9) Uani 0.871(4) 1 d P A 1 H19D H -0.3281 0.1858 0.1548 0.093 Uiso 0.871(4) 1 calc PR A 1 H19E H -0.3318 0.1263 0.2157 0.093 Uiso 0.871(4) 1 calc PR A 1 H19F H -0.2634 0.0622 0.1725 0.093 Uiso 0.871(4) 1 calc PR A 1 C13C C 0.02675(15) 0.17037(16) -0.18456(7) 0.0308(4) Uani 1 1 d . . . C14C C 0.08207(15) 0.36636(16) -0.16700(7) 0.0315(4) Uani 1 1 d . . . H14C H 0.1223 0.4341 -0.1497 0.038 Uiso 1 1 calc R . . C15C C -0.00301(16) 0.36638(16) -0.21203(8) 0.0338(4) Uani 1 1 d . . . H15C H -0.0347 0.4346 -0.2330 0.041 Uiso 1 1 calc R . . C16C C -0.13064(16) 0.20861(17) -0.26778(8) 0.0361(5) Uani 1 1 d . . . C17C C -0.09647(19) 0.22965(19) -0.32551(8) 0.0449(5) Uani 1 1 d . . . H17G H -0.0293 0.1819 -0.3280 0.067 Uiso 1 1 calc R . . H17H H -0.0798 0.3150 -0.3296 0.067 Uiso 1 1 calc R . . H17I H -0.1583 0.2056 -0.3561 0.067 Uiso 1 1 calc R . . C18C C -0.23547(18) 0.2820(2) -0.26220(10) 0.0502(6) Uani 1 1 d . . . H18G H -0.2557 0.2669 -0.2248 0.075 Uiso 1 1 calc R . . H18H H -0.2982 0.2584 -0.2924 0.075 Uiso 1 1 calc R . . H18I H -0.2196 0.3677 -0.2659 0.075 Uiso 1 1 calc R . . C19C C -0.15459(18) 0.07596(18) -0.26020(9) 0.0448(5) Uani 1 1 d . . . H19G H -0.0877 0.0287 -0.2637 0.067 Uiso 1 1 calc R . . H19H H -0.2179 0.0508 -0.2897 0.067 Uiso 1 1 calc R . . H19I H -0.1736 0.0630 -0.2223 0.067 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1A 0.0214(7) 0.0317(8) 0.0336(8) -0.0032(7) 0.0043(6) -0.0037(6) N2A 0.0296(8) 0.0310(9) 0.0378(9) -0.0031(7) 0.0118(7) -0.0041(6) N1B 0.0236(8) 0.0279(8) 0.0297(8) 0.0044(6) 0.0088(6) -0.0004(6) N2B 0.0318(8) 0.0265(8) 0.0295(8) 0.0000(6) 0.0119(6) -0.0028(6) N1C 0.0311(8) 0.0281(8) 0.0285(8) -0.0040(6) 0.0098(6) -0.0011(6) N2C 0.0357(9) 0.0267(8) 0.0285(8) -0.0004(6) 0.0078(7) 0.0003(7) C1 0.0214(9) 0.0294(10) 0.0345(10) 0.0013(8) 0.0067(7) 0.0008(7) C2 0.0214(9) 0.0259(9) 0.0308(9) 0.0028(7) 0.0013(7) 0.0002(7) C3 0.0263(9) 0.0263(9) 0.0247(9) 0.0059(7) 0.0037(7) 0.0036(7) C4 0.0223(9) 0.0280(9) 0.0264(9) 0.0088(7) 0.0051(7) 0.0016(7) C5 0.0230(9) 0.0271(10) 0.0295(9) 0.0056(8) 0.0024(7) -0.0013(7) C6 0.0258(9) 0.0270(10) 0.0300(9) 0.0010(7) 0.0048(7) 0.0018(7) C7 0.0271(10) 0.0460(12) 0.0548(12) -0.0132(10) 0.0167(9) -0.0055(9) C8 0.0242(9) 0.0311(10) 0.0418(11) -0.0015(8) 0.0016(8) -0.0010(8) C9 0.0359(10) 0.0363(11) 0.0282(9) 0.0018(8) 0.0061(8) 0.0021(8) C10 0.0244(9) 0.0356(10) 0.0325(10) 0.0093(8) 0.0085(7) 0.0022(8) C11 0.0274(10) 0.0363(11) 0.0408(11) 0.0002(9) 0.0048(8) -0.0070(8) C12 0.0299(10) 0.0348(10) 0.0366(10) -0.0055(8) 0.0055(8) 0.0014(8) C13A 0.0284(10) 0.0350(11) 0.0376(10) -0.0031(9) 0.0081(8) -0.0047(8) C14A 0.0271(10) 0.0394(12) 0.0303(10) -0.0041(8) 0.0075(8) -0.0054(8) C15A 0.0326(10) 0.0380(12) 0.0326(10) 0.0028(8) 0.0093(8) -0.0040(8) C16A 0.0389(11) 0.0324(11) 0.0486(12) -0.0070(9) 0.0173(9) -0.0073(8) C17A 0.0591(14) 0.0388(12) 0.0698(15) -0.0025(11) 0.0192(12) 0.0010(10) C18A 0.0446(13) 0.0479(13) 0.0743(16) -0.0208(12) 0.0204(11) -0.0151(10) C19A 0.0568(14) 0.0472(13) 0.0576(14) -0.0183(11) 0.0245(11) -0.0142(11) C13B 0.0286(10) 0.0296(10) 0.0296(9) -0.0001(8) 0.0079(8) -0.0036(8) C14B 0.0310(10) 0.0292(10) 0.0321(10) 0.0017(8) 0.0112(8) 0.0039(8) C15B 0.0347(10) 0.0253(10) 0.0321(10) 0.0029(8) 0.0084(8) 0.0007(8) C16B 0.0467(12) 0.0422(12) 0.0351(10) 0.0064(9) 0.0221(9) 0.0019(9) C17B 0.122(3) 0.0473(17) 0.074(2) 0.0058(14) 0.076(2) 0.0171(17) C18B 0.0613(17) 0.0666(18) 0.0351(13) 0.0106(12) 0.0206(12) 0.0049(13) C19B 0.0422(15) 0.098(2) 0.0530(16) 0.0110(15) 0.0240(12) -0.0168(14) C13C 0.0342(10) 0.0302(10) 0.0293(10) -0.0020(8) 0.0091(8) -0.0002(8) C14C 0.0404(11) 0.0261(10) 0.0318(10) -0.0049(8) 0.0164(9) -0.0058(8) C15C 0.0475(12) 0.0245(10) 0.0321(10) 0.0016(8) 0.0145(9) 0.0023(8) C16C 0.0401(11) 0.0343(11) 0.0321(10) 0.0017(8) 0.0017(8) 0.0014(8) C17C 0.0570(13) 0.0425(12) 0.0336(11) 0.0003(9) 0.0041(9) 0.0010(10) C18C 0.0426(12) 0.0550(14) 0.0519(13) 0.0017(11) 0.0052(10) 0.0067(10) C19C 0.0488(12) 0.0406(12) 0.0397(11) 0.0010(9) -0.0059(9) -0.0082(10) _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 N1A C13A 1.368(2) . ? N1A C14A 1.381(2) . ? N1A C8 1.467(2) . ? N2A C13A 1.372(2) . ? N2A C15A 1.387(2) . ? N2A C16A 1.490(2) . ? N1B C13B 1.370(2) . ? N1B C14B 1.384(2) . ? N1B C10 1.464(2) . ? N2B C13B 1.369(2) . ? N2B C15B 1.391(2) . ? N2B C16B 1.487(2) . ? N1C C13C 1.369(2) . ? N1C C14C 1.387(2) . ? N1C C12 1.466(2) . ? N2C C13C 1.363(2) . ? N2C C15C 1.394(2) . ? N2C C16C 1.487(2) . ? C1 C2 1.405(2) . ? C1 C6 1.406(2) . ? C1 C7 1.522(2) . ? C2 C3 1.407(2) . ? C2 C8 1.520(2) . ? C3 C4 1.403(2) . ? C3 C9 1.514(2) . ? C4 C5 1.401(2) . ? C4 C10 1.520(2) . ? C5 C6 1.409(2) . ? C5 C11 1.516(2) . ? C6 C12 1.521(2) . ? C14A C15A 1.345(3) . ? C16A C19A 1.514(3) . ? C16A C18A 1.517(3) . ? C16A C17A 1.532(3) . ? C14B C15B 1.345(2) . ? C16B C17B 1.494(3) . ? C16B C18B 1.521(3) . ? C16B C18D 1.5296 . ? C16B C17D 1.5298 . ? C16B C19D 1.5310 . ? C16B C19B 1.553(3) . ? C14C C15C 1.342(3) . ? C16C C19C 1.522(3) . ? C16C C17C 1.522(3) . ? C16C C18C 1.532(3) . ? 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 C13A N1A C14A 112.88(15) . . ? C13A N1A C8 121.84(15) . . ? C14A N1A C8 125.27(15) . . ? C13A N2A C15A 112.11(15) . . ? C13A N2A C16A 122.14(15) . . ? C15A N2A C16A 125.61(15) . . ? C13B N1B C14B 112.60(14) . . ? C13B N1B C10 121.50(14) . . ? C14B N1B C10 125.13(14) . . ? C13B N2B C15B 112.65(14) . . ? C13B N2B C16B 123.26(14) . . ? C15B N2B C16B 123.65(14) . . ? C13C N1C C14C 112.90(15) . . ? C13C N1C C12 122.05(15) . . ? C14C N1C C12 124.95(15) . . ? C13C N2C C15C 112.04(15) . . ? C13C N2C C16C 124.00(15) . . ? C15C N2C C16C 123.94(15) . . ? C2 C1 C6 119.74(15) . . ? C2 C1 C7 120.78(15) . . ? C6 C1 C7 119.48(15) . . ? C1 C2 C3 120.18(15) . . ? C1 C2 C8 121.10(15) . . ? C3 C2 C8 118.71(15) . . ? C4 C3 C2 119.46(15) . . ? C4 C3 C9 118.62(15) . . ? C2 C3 C9 121.90(15) . . ? C5 C4 C3 120.77(15) . . ? C5 C4 C10 120.15(15) . . ? C3 C4 C10 118.99(15) . . ? C4 C5 C6 119.36(15) . . ? C4 C5 C11 120.73(15) . . ? C6 C5 C11 119.91(15) . . ? C1 C6 C5 120.18(15) . . ? C1 C6 C12 120.74(15) . . ? C5 C6 C12 119.05(15) . . ? N1A C8 C2 113.45(14) . . ? N1B C10 C4 114.36(14) . . ? N1C C12 C6 112.04(14) . . ? N1A C13A N2A 102.04(15) . . ? C15A C14A N1A 106.20(16) . . ? C14A C15A N2A 106.77(16) . . ? N2A C16A C19A 108.56(15) . . ? N2A C16A C18A 107.82(16) . . ? C19A C16A C18A 111.53(18) . . ? N2A C16A C17A 109.59(16) . . ? C19A C16A C17A 108.94(18) . . ? C18A C16A C17A 110.37(18) . . ? N2B C13B N1B 101.97(14) . . ? C15B C14B N1B 106.65(15) . . ? C14B C15B N2B 106.11(15) . . ? N2B C16B C17B 110.44(16) . . ? N2B C16B C18B 110.44(16) . . ? C17B C16B C18B 112.5(2) . . ? N2B C16B C18D 108.62(9) . . ? C17B C16B C18D 41.42(17) . . ? C18B C16B C18D 139.50(11) . . ? N2B C16B C17D 110.57(9) . . ? C17B C16B C17D 136.64(13) . . ? C18B C16B C17D 64.43(13) . . ? C18D C16B C17D 110.6 . . ? N2B C16B C19D 108.81(10) . . ? C17B C16B C19D 67.98(17) . . ? C18B C16B C19D 49.01(13) . . ? C18D C16B C19D 107.6 . . ? C17D C16B C19D 110.6 . . ? N2B C16B C19B 105.74(16) . . ? C17B C16B C19B 109.9(2) . . ? C18B C16B C19B 107.57(19) . . ? C18D C16B C19B 71.05(14) . . ? C17D C16B C19B 44.49(14) . . ? C19D C16B C19B 143.58(11) . . ? N2C C13C N1C 102.25(14) . . ? C15C C14C N1C 105.86(15) . . ? C14C C15C N2C 106.95(16) . . ? N2C C16C C19C 109.31(15) . . ? N2C C16C C17C 108.37(16) . . ? C19C C16C C17C 110.17(16) . . ? N2C C16C C18C 108.64(15) . . ? C19C C16C C18C 109.21(17) . . ? C17C C16C C18C 111.11(16) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.348 _refine_diff_density_min -0.204 _refine_diff_density_rms 0.042 #=========================================================================== # End of Crystallographic Information File data_salt _database_code_CSD 193368 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C66 H109.43 Cl6 N12 O5' _chemical_formula_weight 1363.78 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 19.0580(9) _cell_length_b 17.9298(8) _cell_length_c 23.6229(11) _cell_angle_alpha 90.00 _cell_angle_beta 113.6460(10) _cell_angle_gamma 90.00 _cell_volume 7394.4(6) _cell_formula_units_Z 4 _cell_measurement_temperature 101(2) _cell_measurement_reflns_used 8325 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 27.20 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.225 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2926 _exptl_absorpt_coefficient_mu 0.286 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9319 _exptl_absorpt_correction_T_max 0.9719 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 101(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 52993 _diffrn_reflns_av_R_equivalents 0.0429 _diffrn_reflns_av_sigmaI/netI 0.0412 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 25.00 _reflns_number_total 13012 _reflns_number_gt 9670 _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^)+(0.1248P)^2^+12.2544P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13012 _refine_ls_number_parameters 870 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0891 _refine_ls_R_factor_gt 0.0653 _refine_ls_wR_factor_ref 0.2019 _refine_ls_wR_factor_gt 0.1801 _refine_ls_goodness_of_fit_ref 0.949 _refine_ls_restrained_S_all 0.949 _refine_ls_shift/su_max 7.959 _refine_ls_shift/su_mean 0.119 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 Cl6A Cl 0.9037(3) 0.83339(8) 0.03752(12) 0.0496(9) Uani 0.792(10) 1 d P . . Cl6B Cl 0.9428(6) 0.8342(3) 0.0549(4) 0.0344(19) Uiso 0.208(10) 1 d P . . Cl1 Cl 0.89317(5) 0.45071(5) 0.22022(4) 0.0301(2) Uani 1 1 d . . . Cl2 Cl 0.56120(5) 0.20508(5) 0.20168(4) 0.0284(2) Uani 1 1 d . . . Cl3 Cl 0.51679(5) 0.66325(5) 0.00400(4) 0.0300(2) Uani 1 1 d . . . Cl4 Cl 0.27393(5) 0.54383(6) 0.20258(4) 0.0401(3) Uani 1 1 d . . . Cl5 Cl 0.79311(7) 0.10469(6) 0.02701(5) 0.0526(3) Uani 1 1 d . . . N1D N 0.42042(18) 0.68185(16) 0.13139(13) 0.0302(7) Uani 1 1 d . C . N2D N 0.3088(2) 0.7218(2) 0.12013(15) 0.0418(8) Uani 1 1 d . . . N1E N 0.49563(18) 0.51708(18) 0.36988(13) 0.0310(7) Uani 1 1 d . . . N2E N 0.3929(2) 0.5495(2) 0.38115(15) 0.0398(8) Uani 1 1 d . . . N1F N 0.33986(17) 0.36075(16) 0.10577(13) 0.0285(7) Uani 1 1 d . B . N2F N 0.21983(18) 0.37676(19) 0.08597(15) 0.0367(8) Uani 1 1 d . . . C1B C 0.45524(18) 0.50319(18) 0.14486(15) 0.0218(7) Uani 1 1 d . . . C2B C 0.48707(18) 0.56593(18) 0.18145(15) 0.0224(7) Uani 1 1 d . . . C3B C 0.51540(18) 0.56123(18) 0.24615(15) 0.0217(7) Uani 1 1 d . . . C4B C 0.51407(19) 0.49225(18) 0.27405(15) 0.0224(7) Uani 1 1 d . . . C5B C 0.48230(19) 0.42917(18) 0.23800(15) 0.0226(7) Uani 1 1 d . . . C6B C 0.45405(19) 0.43506(18) 0.17324(15) 0.0225(7) Uani 1 1 d . . . C7B C 0.4219(2) 0.5084(2) 0.07519(15) 0.0285(8) Uani 1 1 d . . . H7BA H 0.4030 0.4593 0.0574 0.043 Uiso 1 1 calc R . . H7BB H 0.4615 0.5252 0.0616 0.043 Uiso 1 1 calc R . . H7BC H 0.3794 0.5442 0.0614 0.043 Uiso 1 1 calc R . . C8B C 0.4923(2) 0.63869(19) 0.15158(16) 0.0278(8) Uani 1 1 d . . . H8BA H 0.5346 0.6688 0.1813 0.033 Uiso 1 1 calc R . . H8BB H 0.5046 0.6285 0.1154 0.033 Uiso 1 1 calc R . . C9B C 0.5465(2) 0.62993(19) 0.28600(16) 0.0279(8) Uani 1 1 d . . . H9BA H 0.5271 0.6749 0.2610 0.042 Uiso 1 1 calc R . . H9BB H 0.6026 0.6296 0.3024 0.042 Uiso 1 1 calc R . . H9BC H 0.5300 0.6297 0.3203 0.042 Uiso 1 1 calc R . . N1A N 0.74988(16) 0.65932(15) 0.14190(12) 0.0240(6) Uani 1 1 d . . . N2A N 0.86544(17) 0.65517(16) 0.14701(13) 0.0290(7) Uani 1 1 d . . . N1B N 0.83414(17) 0.52732(17) 0.37754(13) 0.0282(7) Uani 1 1 d . . . N2B N 0.95129(17) 0.53679(16) 0.38655(13) 0.0284(7) Uani 1 1 d . . . N1C N 0.67192(16) 0.32651(15) 0.13190(12) 0.0226(6) Uani 1 1 d . . . N2C N 0.76880(17) 0.29644(16) 0.11154(13) 0.0270(6) Uani 1 1 d . . . C1A C 0.65591(18) 0.50398(18) 0.15314(15) 0.0212(7) Uani 1 1 d . . . C2A C 0.68242(18) 0.57118(18) 0.18420(15) 0.0223(7) Uani 1 1 d . . . C3A C 0.71187(18) 0.5744(2) 0.24932(16) 0.0254(7) Uani 1 1 d . . . C4A C 0.71689(19) 0.5089(2) 0.28237(15) 0.0262(7) Uani 1 1 d . . . C5A C 0.69054(19) 0.44063(19) 0.25201(15) 0.0246(7) Uani 1 1 d . . . C6A C 0.65724(19) 0.43947(18) 0.18722(15) 0.0233(7) Uani 1 1 d . . . C7A C 0.6294(2) 0.50098(19) 0.08365(15) 0.0260(7) Uani 1 1 d . . . H7AA H 0.6180 0.4492 0.0696 0.039 Uiso 1 1 calc R . . H7AB H 0.6699 0.5203 0.0721 0.039 Uiso 1 1 calc R . . H7AC H 0.5832 0.5314 0.0643 0.039 Uiso 1 1 calc R . . C8A C 0.6778(2) 0.64167(19) 0.14820(16) 0.0277(8) Uani 1 1 d . . . H8AA H 0.6363 0.6365 0.1065 0.033 Uiso 1 1 calc R . . H8AB H 0.6644 0.6837 0.1691 0.033 Uiso 1 1 calc R . . C9A C 0.7410(2) 0.6475(2) 0.28206(17) 0.0335(8) Uani 1 1 d . . . H9AA H 0.7055 0.6876 0.2603 0.050 Uiso 1 1 calc R . . H9AB H 0.7917 0.6582 0.2825 0.050 Uiso 1 1 calc R . . H9AC H 0.7448 0.6442 0.3246 0.050 Uiso 1 1 calc R . . C10A C 0.7509(2) 0.5112(2) 0.35228(16) 0.0347(9) Uani 1 1 d . . . H10C H 0.7246 0.5501 0.3663 0.042 Uiso 1 1 calc R . . H10D H 0.7423 0.4626 0.3684 0.042 Uiso 1 1 calc R . . C11A C 0.7000(2) 0.3694(2) 0.28862(17) 0.0345(9) Uani 1 1 d . . . H11D H 0.7495 0.3700 0.3242 0.052 Uiso 1 1 calc R . . H11E H 0.6981 0.3265 0.2623 0.052 Uiso 1 1 calc R . . H11F H 0.6586 0.3653 0.3031 0.052 Uiso 1 1 calc R . . C12A C 0.62056(19) 0.36916(18) 0.15313(15) 0.0245(7) Uani 1 1 d . . . H12C H 0.6057 0.3372 0.1807 0.029 Uiso 1 1 calc R . . H12D H 0.5734 0.3824 0.1169 0.029 Uiso 1 1 calc R . . C13A C 0.8144(2) 0.62006(19) 0.16252(15) 0.0267(7) Uani 1 1 d . . . H13A H 0.8227 0.5744 0.1847 0.032 Uiso 1 1 calc R . . C14A C 0.7604(2) 0.72202(19) 0.11262(16) 0.0300(8) Uani 1 1 d . . . H14D H 0.7237 0.7599 0.0936 0.036 Uiso 1 1 calc R . . C15A C 0.8325(2) 0.7195(2) 0.11607(16) 0.0324(8) Uani 1 1 d . . . H15D H 0.8563 0.7555 0.1001 0.039 Uiso 1 1 calc R . . C16A C 0.9446(2) 0.6308(2) 0.16350(18) 0.0358(9) Uani 1 1 d . . . H16F H 0.9521 0.5811 0.1832 0.043 Uiso 1 1 calc R . . H16G H 0.9800 0.6662 0.1937 0.043 Uiso 1 1 calc R . . C17A C 0.9631(2) 0.6269(2) 0.10687(19) 0.0378(9) Uani 1 1 d . . . H17G H 0.9270 0.5923 0.0765 0.045 Uiso 1 1 calc R . . H17H H 0.9561 0.6769 0.0875 0.045 Uiso 1 1 calc R . . C18A C 1.0441(2) 0.6009(3) 0.1226(2) 0.0464(10) Uani 1 1 d . . . H18G H 1.0510 0.5507 0.1415 0.056 Uiso 1 1 calc R . . H18H H 1.0802 0.6353 0.1532 0.056 Uiso 1 1 calc R . . C19A C 1.0626(3) 0.5977(3) 0.0648(2) 0.0626(14) Uani 1 1 d . . . H19J H 1.1150 0.5796 0.0765 0.094 Uiso 1 1 calc R . . H19K H 1.0578 0.6477 0.0469 0.094 Uiso 1 1 calc R . . H19L H 1.0267 0.5638 0.0344 0.094 Uiso 1 1 calc R . . C13B C 0.8807(2) 0.5155(2) 0.34922(17) 0.0306(8) Uani 1 1 d . . . H13B H 0.8662 0.4953 0.3089 0.037 Uiso 1 1 calc R . . C14B C 0.8759(2) 0.5574(2) 0.43509(16) 0.0320(8) Uani 1 1 d . . . H14E H 0.8570 0.5714 0.4652 0.038 Uiso 1 1 calc R . . C15B C 0.9489(2) 0.5630(2) 0.44033(17) 0.0319(8) Uani 1 1 d . . . H15E H 0.9911 0.5818 0.4750 0.038 Uiso 1 1 calc R . . C16B C 1.0175(2) 0.5344(2) 0.36948(18) 0.0338(9) Uani 1 1 d . . . H16H H 1.0508 0.5779 0.3879 0.041 Uiso 1 1 calc R . . H16I H 0.9991 0.5385 0.3240 0.041 Uiso 1 1 calc R . . C17B C 1.0635(3) 0.4650(3) 0.3903(2) 0.0552(13) Uani 1 1 d . . . H17I H 1.0305 0.4211 0.3722 0.066 Uiso 1 1 calc R . . H17J H 1.0832 0.4611 0.4358 0.066 Uiso 1 1 calc R . . C18B C 1.1310(3) 0.4650(3) 0.3703(2) 0.0570(13) Uani 1 1 d . . . H18I H 1.1566 0.5142 0.3803 0.068 Uiso 1 1 calc R . . H18J H 1.1686 0.4270 0.3947 0.068 Uiso 1 1 calc R . . C19B C 1.1087(3) 0.4496(3) 0.3031(3) 0.0647(14) Uani 1 1 d . . . H19M H 1.1544 0.4507 0.2939 0.097 Uiso 1 1 calc R . . H19N H 1.0724 0.4877 0.2785 0.097 Uiso 1 1 calc R . . H19O H 1.0846 0.4003 0.2929 0.097 Uiso 1 1 calc R . . C13C C 0.7429(2) 0.34544(19) 0.14069(16) 0.0270(8) Uani 1 1 d . . . H13C H 0.7705 0.3870 0.1639 0.032 Uiso 1 1 calc R . . C14C C 0.6518(2) 0.26336(18) 0.09569(15) 0.0263(8) Uani 1 1 d . . . H14F H 0.6044 0.2376 0.0826 0.032 Uiso 1 1 calc R . . C15C C 0.7121(2) 0.24494(19) 0.08240(15) 0.0280(8) Uani 1 1 d . . . H15F H 0.7149 0.2042 0.0577 0.034 Uiso 1 1 calc R . . C16C C 0.8433(2) 0.3017(2) 0.10634(18) 0.0335(8) Uani 1 1 d . . . H16J H 0.8710 0.2538 0.1189 0.040 Uiso 1 1 calc R . . H16K H 0.8748 0.3411 0.1345 0.040 Uiso 1 1 calc R . . C17C C 0.8319(3) 0.3199(3) 0.0403(2) 0.0483(11) Uani 1 1 d . . . H17K H 0.8527 0.2893 0.0181 0.058 Uiso 1 1 calc R . . C18C C 0.7863(3) 0.3883(3) 0.0122(2) 0.0526(12) Uani 1 1 d . . . H18K H 0.7770 0.3903 -0.0322 0.063 Uiso 1 1 calc R . . H18L H 0.7359 0.3848 0.0149 0.063 Uiso 1 1 calc R . . C19C C 0.8248(3) 0.4588(3) 0.0427(2) 0.0625(14) Uani 1 1 d . . . H19P H 0.7922 0.5015 0.0225 0.094 Uiso 1 1 calc R . . H19Q H 0.8741 0.4634 0.0391 0.094 Uiso 1 1 calc R . . H19R H 0.8333 0.4577 0.0864 0.094 Uiso 1 1 calc R . . C10B C 0.5482(2) 0.4881(2) 0.34373(16) 0.0265(7) Uani 1 1 d . . . H10A H 0.5609 0.4355 0.3567 0.032 Uiso 1 1 calc R . . H10B H 0.5964 0.5172 0.3602 0.032 Uiso 1 1 calc R . . C11B C 0.4763(2) 0.3554(2) 0.26696(17) 0.0314(8) Uani 1 1 d . . . H11A H 0.4262 0.3329 0.2432 0.047 Uiso 1 1 calc R . . H11B H 0.4820 0.3638 0.3096 0.047 Uiso 1 1 calc R . . H11C H 0.5169 0.3219 0.2669 0.047 Uiso 1 1 calc R . . C12B C 0.4246(2) 0.36612(19) 0.13362(16) 0.0269(7) Uani 1 1 d . . . H12A H 0.4434 0.3665 0.1001 0.032 Uiso 1 1 calc R . . H12B H 0.4459 0.3213 0.1593 0.032 Uiso 1 1 calc R . . C13D C 0.3618(2) 0.6692(2) 0.14725(17) 0.0347(9) Uani 1 1 d . C . H13D H 0.3581 0.6300 0.1730 0.042 Uiso 1 1 calc R . . C14D C 0.4046(3) 0.7431(2) 0.09338(18) 0.0435(10) Uani 1 1 d . . . H14A H 0.4369 0.7643 0.0757 0.052 Uiso 1 1 calc R C . C15D C 0.3343(3) 0.7674(2) 0.08587(19) 0.0481(11) Uani 1 1 d . C . H15A H 0.3076 0.8085 0.0614 0.058 Uiso 1 1 calc R . . C13E C 0.4201(2) 0.5222(2) 0.34188(17) 0.0334(9) Uani 1 1 d . . . H13E H 0.3902 0.5085 0.3003 0.040 Uiso 1 1 calc R . . C14E C 0.5185(3) 0.5453(3) 0.42921(19) 0.0570(14) Uani 1 1 d . . . H14B H 0.5696 0.5497 0.4592 0.068 Uiso 1 1 calc R . . C15E C 0.4547(3) 0.5653(3) 0.4361(2) 0.0586(14) Uani 1 1 d . . . H15B H 0.4522 0.5864 0.4721 0.070 Uiso 1 1 calc R . . C16E C 0.3120(3) 0.5643(3) 0.3676(2) 0.0547(13) Uani 1 1 d . A . H16C H 0.3012 0.5503 0.4038 0.066 Uiso 1 1 calc R . . H16D H 0.2795 0.5329 0.3323 0.066 Uiso 1 1 calc R . . C17E C 0.2916(3) 0.6441(4) 0.3524(3) 0.0672(16) Uani 1 1 d . . . H17C H 0.3035 0.6601 0.3171 0.081 Uiso 1 1 d R A . H17D H 0.3197 0.6764 0.3884 0.081 Uiso 1 1 d R . . C18G C 0.2183(8) 0.6848(9) 0.3472(6) 0.045(4) Uani 0.378(18) 1 d P A 2 C19G C 0.1554(7) 0.6529(8) 0.2839(6) 0.046(4) Uani 0.378(18) 1 d P A 2 C18E C 0.2013(6) 0.6422(9) 0.3351(6) 0.070(3) Uani 0.622(18) 1 d P A 1 H18E H 0.1793 0.5953 0.3130 0.084 Uiso 0.622(18) 1 calc PR A 1 H18F H 0.1919 0.6437 0.3734 0.084 Uiso 0.622(18) 1 calc PR A 1 C19E C 0.1652(6) 0.7042(8) 0.2972(5) 0.083(4) Uani 0.622(18) 1 d P A 1 H19G H 0.1097 0.7009 0.2848 0.125 Uiso 0.622(18) 1 calc PR A 1 H19H H 0.1766 0.7039 0.2603 0.125 Uiso 0.622(18) 1 calc PR A 1 H19I H 0.1843 0.7505 0.3203 0.125 Uiso 0.622(18) 1 calc PR A 1 C13F C 0.2904(2) 0.3998(2) 0.12036(17) 0.0299(8) Uani 1 1 d . B . H13F H 0.3034 0.4382 0.1506 0.036 Uiso 1 1 calc R . . C14F C 0.2986(2) 0.3106(2) 0.0599(2) 0.0433(10) Uani 1 1 d . . . H14C H 0.3192 0.2756 0.0405 0.052 Uiso 1 1 calc R B . C15F C 0.2242(3) 0.3204(3) 0.0479(2) 0.0487(11) Uani 1 1 d . B . H15C H 0.1824 0.2936 0.0186 0.058 Uiso 1 1 calc R . . C16F C 0.1489(2) 0.4086(2) 0.0865(2) 0.0552(13) Uani 1 1 d G B 1 H16J' H 0.1710 0.4433 0.1200 0.066 Uiso 1 1 d G B 1 H16K' H 0.1213 0.4366 0.0496 0.066 Uiso 1 1 d G B 1 C17F C 0.0932(3) 0.3568(4) 0.0999(2) 0.0663(15) Uiso 0.563(7) 1 d PG B 1 H17J' H 0.0962 0.2571 0.2291 0.080 Uiso 0.563(7) 1 d PG B 1 H17K' H 0.0164 0.3062 0.1726 0.080 Uiso 0.563(7) 1 d PG B 1 C18F C 0.1268(3) 0.3287(4) 0.1671(2) 0.054(2) Uani 0.563(7) 1 d PG B 1 H18J' H 0.0571 0.2269 0.1498 0.065 Uiso 0.563(7) 1 d PG B 1 H18K' H 0.1408 0.3773 0.1993 0.065 Uiso 0.563(7) 1 d PG B 1 C19F C 0.0710(4) 0.2770(4) 0.1803(3) 0.0663(15) Uiso 0.563(7) 1 d PG B 1 H19J' H 0.1814 0.2982 0.1765 0.099 Uiso 0.563(7) 1 d PG B 1 H19K' H 0.0386 0.3872 0.0908 0.099 Uiso 0.563(7) 1 d PG B 1 H19L' H 0.0791 0.3080 0.0679 0.099 Uiso 0.563(7) 1 d PG B 1 C16H C 0.1489(2) 0.4086(2) 0.0865(2) 0.040 Uiso 0.00 1 d PG B 2 H16L H 0.1630 0.4539 0.1101 0.048 Uiso 0.00 1 d PG B 2 H16M H 0.1103 0.4182 0.0460 0.048 Uiso 0.00 1 d PG B 2 C17H C 0.1277(5) 0.3450(3) 0.1204(4) 0.0663(15) Uiso 0.437(7) 1 d PG B 2 H17L H 0.0003 0.3233 0.1933 0.080 Uiso 0.437(7) 1 d PG B 2 H17M H 0.0223 0.2561 0.1462 0.080 Uiso 0.437(7) 1 d PG B 2 C18H C 0.0660(4) 0.3688(4) 0.1432(4) 0.056(3) Uani 0.437(7) 1 d PG B 2 H18L' H 0.0959 0.2866 0.2183 0.067 Uiso 0.437(7) 1 d PG B 2 H18M' H 0.0135 0.3872 0.1031 0.067 Uiso 0.437(7) 1 d PG B 2 C19H C 0.0451(5) 0.3052(5) 0.1770(4) 0.0663(15) Uiso 0.437(7) 1 d PG B 2 H19M' H 0.0870 0.4175 0.1750 0.099 Uiso 0.437(7) 1 d PG B 2 H19N' H 0.1064 0.2963 0.0887 0.099 Uiso 0.437(7) 1 d PG B 2 H19O' H 0.1800 0.3266 0.1606 0.099 Uiso 0.437(7) 1 d PG B 2 C16D C 0.2359(3) 0.7292(3) 0.1262(2) 0.0564(13) Uani 1 1 d . C 1 H16A H 0.2268 0.6845 0.1468 0.068 Uiso 1 1 calc R C 1 H16B H 0.1937 0.7332 0.0847 0.068 Uiso 1 1 calc R C 1 C17D C 0.2369(4) 0.8003(4) 0.1649(3) 0.069(2) Uani 0.840(6) 1 d P C 1 H17A H 0.2658 0.7892 0.2093 0.083 Uiso 0.840(6) 1 calc PR C 1 H17B H 0.2638 0.8411 0.1535 0.083 Uiso 0.840(6) 1 calc PR C 1 C18D C 0.1593(3) 0.8253(4) 0.1549(3) 0.0591(16) Uani 0.840(6) 1 d P C 1 H18A H 0.1635 0.8644 0.1857 0.071 Uiso 0.840(6) 1 calc PR C 1 H18B H 0.1313 0.7827 0.1627 0.071 Uiso 0.840(6) 1 calc PR C 1 C19D C 0.1118(4) 0.8561(4) 0.0906(4) 0.082(2) Uani 0.840(6) 1 d P C 1 H19A H 0.0609 0.8702 0.0880 0.123 Uiso 0.840(6) 1 calc PR C 1 H19B H 0.1066 0.8179 0.0596 0.123 Uiso 0.840(6) 1 calc PR C 1 H19C H 0.1373 0.9001 0.0831 0.123 Uiso 0.840(6) 1 calc PR C 1 C16I C 0.2359(3) 0.7292(3) 0.1262(2) 0.040 Uiso 0.00 1 d PG C 2 H16M' H 0.2414 0.6761 0.1302 0.048 Uiso 0.160(6) 1 d PG C 2 H16N H 0.2169 0.7478 0.1555 0.048 Uiso 0.160(6) 1 d PG C 2 C17I C 0.1839(6) 0.7522(14) 0.0598(4) 0.066(6) Uiso 0.160(6) 1 d PG C 2 H17M' H -0.0144 0.7746 -0.0244 0.079 Uiso 0.160(6) 1 d PG C 2 H17N H 0.0612 0.8321 -0.0279 0.079 Uiso 0.160(6) 1 d PG C 2 C18I C 0.0988(4) 0.7520(15) 0.0490(7) 0.066(6) Uiso 0.160(6) 1 d PG C 2 H18M H 0.0537 0.7359 -0.0516 0.079 Uiso 0.160(6) 1 d PG C 2 H18N H 0.0896 0.7913 0.0821 0.079 Uiso 0.160(6) 1 d PG C 2 C19I C 0.0471(9) 0.7749(16) -0.0173(8) 0.066(6) Uiso 0.160(6) 1 d PG C 2 H19M'' H 0.0821 0.6952 0.0584 0.099 Uiso 0.160(6) 1 d PG C 2 H19N'' H 0.2003 0.8091 0.0503 0.099 Uiso 0.160(6) 1 d PG C 2 H19O'' H 0.1929 0.7131 0.0266 0.099 Uiso 0.160(6) 1 d PG C 2 O1 O 0.44251(17) 0.20975(16) 0.06765(14) 0.0368(7) Uani 1 1 d . . . H1 H 0.455(3) 0.239(3) 0.050(2) 0.045(15) Uiso 1 1 d . . . H2 H 0.475(3) 0.211(3) 0.104(3) 0.052(14) Uiso 1 1 d . . . O2 O 0.5969(2) 0.79008(18) 0.21369(19) 0.0515(9) Uani 1 1 d . . . H3 H 0.590(3) 0.828(3) 0.228(2) 0.059(17) Uiso 1 1 d . . . H4 H 0.594(3) 0.798(3) 0.184(2) 0.050(18) Uiso 1 1 d . . . O3 O 0.5682(3) 0.8088(3) 0.08814(17) 0.0646(11) Uani 1 1 d . . . H5 H 0.560(3) 0.771(4) 0.068(3) 0.073(19) Uiso 1 1 d . . . H6 H 0.584(3) 0.839(3) 0.072(2) 0.049(17) Uiso 1 1 d . . . O4 O 1.1453(3) 0.6221(2) 0.52811(17) 0.0653(11) Uani 1 1 d . . . H7 H 1.123(3) 0.647(4) 0.496(3) 0.076(19) Uiso 1 1 d . . . H8 H 1.181(3) 0.613(4) 0.523(3) 0.06(2) Uiso 1 1 d . . . O5 O 0.2690(4) 0.5676(3) 0.5128(4) 0.115(2) Uani 1 1 d . . . H9 H 0.290(2) 0.577(2) 0.5468(18) 0.008(11) Uiso 1 1 d . . . H10 H 0.277(3) 0.529(3) 0.519(2) 0.046(14) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl6A 0.075(3) 0.0362(8) 0.0428(11) 0.0043(6) 0.0293(14) -0.0181(8) Cl1 0.0289(5) 0.0301(4) 0.0268(4) -0.0008(3) 0.0063(3) -0.0021(4) Cl2 0.0322(5) 0.0247(4) 0.0260(4) 0.0016(3) 0.0090(4) -0.0022(3) Cl3 0.0377(5) 0.0276(4) 0.0182(4) 0.0008(3) 0.0042(3) 0.0036(4) Cl4 0.0337(5) 0.0483(6) 0.0389(5) -0.0151(4) 0.0151(4) 0.0004(4) Cl5 0.0779(8) 0.0400(6) 0.0404(6) 0.0110(5) 0.0241(6) 0.0289(5) N1D 0.0421(19) 0.0234(15) 0.0242(15) 0.0002(12) 0.0124(14) 0.0042(13) N2D 0.048(2) 0.045(2) 0.0313(17) 0.0031(15) 0.0150(16) 0.0210(17) N1E 0.0367(18) 0.0366(17) 0.0226(15) -0.0029(13) 0.0147(13) 0.0045(14) N2E 0.042(2) 0.052(2) 0.0339(18) -0.0058(16) 0.0240(16) 0.0049(16) N1F 0.0314(16) 0.0272(15) 0.0259(15) -0.0086(12) 0.0105(13) -0.0077(13) N2F 0.0302(17) 0.0444(19) 0.0360(18) -0.0112(15) 0.0138(14) -0.0111(14) C1B 0.0209(17) 0.0239(17) 0.0213(17) -0.0003(13) 0.0094(13) 0.0031(13) C2B 0.0216(17) 0.0245(17) 0.0235(17) -0.0012(13) 0.0116(14) 0.0018(13) C3B 0.0200(16) 0.0235(17) 0.0226(17) -0.0026(13) 0.0094(13) 0.0001(13) C4B 0.0219(17) 0.0270(17) 0.0217(16) -0.0006(14) 0.0124(14) 0.0026(14) C5B 0.0224(17) 0.0241(17) 0.0250(17) -0.0002(13) 0.0135(14) 0.0019(13) C6B 0.0227(17) 0.0240(17) 0.0217(17) -0.0059(13) 0.0097(14) -0.0003(13) C7B 0.035(2) 0.0301(19) 0.0191(17) -0.0011(14) 0.0093(15) -0.0013(15) C8B 0.0308(19) 0.0275(18) 0.0247(18) -0.0006(15) 0.0109(15) -0.0008(15) C9B 0.034(2) 0.0255(18) 0.0228(17) -0.0037(14) 0.0092(15) -0.0016(15) N1A 0.0301(16) 0.0189(14) 0.0190(14) -0.0020(11) 0.0055(12) -0.0023(12) N2A 0.0342(17) 0.0297(16) 0.0269(16) -0.0018(13) 0.0161(13) -0.0048(13) N1B 0.0294(16) 0.0339(16) 0.0160(14) -0.0013(12) 0.0037(12) -0.0063(13) N2B 0.0287(16) 0.0234(15) 0.0263(15) 0.0019(12) 0.0039(13) -0.0011(12) N1C 0.0271(15) 0.0187(13) 0.0182(14) 0.0017(11) 0.0051(11) 0.0005(11) N2C 0.0303(16) 0.0244(15) 0.0254(15) 0.0012(12) 0.0102(13) 0.0020(12) C1A 0.0167(16) 0.0236(17) 0.0209(16) -0.0009(13) 0.0049(13) 0.0017(13) C2A 0.0179(16) 0.0235(17) 0.0233(17) -0.0003(13) 0.0060(13) 0.0007(13) C3A 0.0177(16) 0.0328(19) 0.0259(18) -0.0095(15) 0.0089(14) -0.0029(14) C4A 0.0221(17) 0.038(2) 0.0181(16) -0.0060(14) 0.0079(14) -0.0033(15) C5A 0.0195(17) 0.0304(18) 0.0225(17) 0.0021(14) 0.0071(13) -0.0002(14) C6A 0.0213(17) 0.0256(17) 0.0230(17) -0.0020(14) 0.0089(13) -0.0011(13) C7A 0.0313(19) 0.0221(17) 0.0198(17) 0.0019(13) 0.0051(14) 0.0016(14) C8A 0.0254(18) 0.0222(17) 0.0296(18) -0.0017(14) 0.0047(15) -0.0004(14) C9A 0.031(2) 0.036(2) 0.0308(19) -0.0124(16) 0.0092(16) -0.0047(16) C10A 0.030(2) 0.052(2) 0.0217(18) -0.0070(17) 0.0098(15) -0.0122(17) C11A 0.039(2) 0.037(2) 0.0234(18) 0.0075(16) 0.0077(16) -0.0036(17) C12A 0.0254(18) 0.0234(17) 0.0234(17) -0.0002(14) 0.0085(14) -0.0021(14) C13A 0.0286(19) 0.0274(18) 0.0218(17) -0.0001(14) 0.0078(14) -0.0041(15) C14A 0.042(2) 0.0227(17) 0.0242(18) 0.0010(14) 0.0124(16) -0.0009(15) C15A 0.047(2) 0.0267(19) 0.0280(19) -0.0008(15) 0.0202(17) -0.0058(16) C16A 0.034(2) 0.040(2) 0.036(2) 0.0002(17) 0.0172(17) -0.0035(17) C17A 0.038(2) 0.035(2) 0.043(2) -0.0020(18) 0.0192(19) -0.0024(17) C18A 0.037(2) 0.053(3) 0.053(3) -0.001(2) 0.021(2) -0.004(2) C19A 0.053(3) 0.079(4) 0.072(3) -0.010(3) 0.042(3) 0.004(3) C13B 0.032(2) 0.0324(19) 0.0242(18) -0.0012(15) 0.0078(15) -0.0038(16) C14B 0.041(2) 0.0311(19) 0.0168(17) -0.0014(14) 0.0047(15) -0.0054(16) C15B 0.031(2) 0.0282(19) 0.0270(19) -0.0006(15) 0.0019(15) -0.0056(15) C16B 0.0253(19) 0.0286(19) 0.042(2) -0.0007(16) 0.0080(16) -0.0019(15) C17B 0.065(3) 0.053(3) 0.054(3) 0.023(2) 0.029(2) 0.028(2) C18B 0.057(3) 0.057(3) 0.056(3) 0.012(2) 0.021(2) 0.029(2) C19B 0.049(3) 0.079(4) 0.068(3) -0.021(3) 0.024(3) -0.004(3) C13C 0.0309(19) 0.0249(17) 0.0248(18) 0.0009(14) 0.0106(15) 0.0007(15) C14C 0.032(2) 0.0175(16) 0.0220(17) 0.0004(13) 0.0031(14) -0.0009(14) C15C 0.037(2) 0.0217(17) 0.0212(17) 0.0004(14) 0.0073(15) -0.0002(15) C16C 0.029(2) 0.036(2) 0.035(2) -0.0010(16) 0.0127(16) 0.0032(16) C17C 0.046(3) 0.065(3) 0.041(2) 0.005(2) 0.026(2) 0.006(2) C18C 0.059(3) 0.058(3) 0.042(2) 0.006(2) 0.022(2) -0.008(2) C19C 0.066(3) 0.063(3) 0.053(3) -0.005(2) 0.018(3) 0.003(3) C10B 0.0318(19) 0.0269(18) 0.0233(18) -0.0024(14) 0.0136(15) 0.0033(15) C11B 0.043(2) 0.0246(18) 0.0303(19) -0.0019(15) 0.0182(17) -0.0021(16) C12B 0.0278(19) 0.0267(18) 0.0260(18) -0.0058(14) 0.0107(15) 0.0001(14) C13D 0.042(2) 0.033(2) 0.0287(19) 0.0016(16) 0.0140(17) 0.0142(17) C14D 0.058(3) 0.035(2) 0.034(2) 0.0090(18) 0.016(2) 0.008(2) C15D 0.069(3) 0.034(2) 0.035(2) 0.0120(18) 0.014(2) 0.018(2) C13E 0.033(2) 0.044(2) 0.0292(19) -0.0118(17) 0.0184(16) -0.0133(17) C14E 0.043(3) 0.098(4) 0.025(2) -0.018(2) 0.0077(18) 0.019(3) C15E 0.050(3) 0.098(4) 0.028(2) -0.019(2) 0.016(2) 0.016(3) C16E 0.042(3) 0.080(4) 0.052(3) -0.020(3) 0.030(2) -0.008(2) C17E 0.046(3) 0.107(5) 0.059(3) 0.017(3) 0.032(2) 0.030(3) C18G 0.034(7) 0.030(7) 0.059(8) -0.023(6) 0.007(6) -0.002(6) C19G 0.036(7) 0.031(8) 0.045(7) -0.010(5) -0.011(5) 0.005(5) C18E 0.043(6) 0.078(9) 0.086(8) 0.003(7) 0.022(5) 0.010(6) C19E 0.063(6) 0.075(10) 0.086(8) -0.007(6) 0.002(5) 0.011(5) C13F 0.033(2) 0.0299(19) 0.0296(19) -0.0055(15) 0.0150(16) -0.0055(15) C14F 0.038(2) 0.049(2) 0.043(2) -0.027(2) 0.0162(19) -0.0135(19) C15F 0.042(3) 0.061(3) 0.044(2) -0.027(2) 0.019(2) -0.020(2) C16F 0.033(2) 0.071(3) 0.069(3) -0.028(3) 0.029(2) -0.015(2) C18F 0.028(4) 0.070(6) 0.055(5) -0.011(4) 0.008(4) -0.005(4) C18H 0.032(6) 0.061(7) 0.080(8) -0.005(6) 0.029(5) -0.001(5) C16D 0.058(3) 0.066(3) 0.048(3) 0.011(2) 0.025(2) 0.035(3) C17D 0.060(4) 0.072(4) 0.085(5) -0.014(4) 0.040(4) 0.019(3) C18D 0.058(4) 0.066(4) 0.066(4) -0.010(3) 0.037(3) 0.003(3) C19D 0.082(5) 0.077(5) 0.092(5) 0.013(4) 0.041(4) 0.038(4) O1 0.0444(17) 0.0295(15) 0.0272(15) -0.0014(12) 0.0049(14) -0.0072(13) O2 0.078(3) 0.0266(17) 0.042(2) -0.0039(15) 0.0150(18) -0.0021(15) O3 0.099(3) 0.051(2) 0.047(2) -0.0211(19) 0.032(2) -0.007(2) O4 0.083(3) 0.056(2) 0.041(2) 0.0159(16) 0.008(2) 0.030(2) O5 0.124(5) 0.059(3) 0.143(6) 0.009(4) 0.032(4) 0.042(3) _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 Cl6A Cl6B 0.692(8) . ? N1D C13D 1.333(5) . ? N1D C14D 1.373(5) . ? N1D C8B 1.476(5) . ? N2D C13D 1.342(5) . ? N2D C15D 1.370(6) . ? N2D C16I 1.459(6) . ? N2D C16D 1.459(6) . ? N1E C13E 1.325(5) . ? N1E C14E 1.386(5) . ? N1E C10B 1.468(4) . ? N2E C13E 1.325(5) . ? N2E C15E 1.389(6) . ? N2E C16E 1.467(5) . ? N1F C13F 1.326(5) . ? N1F C14F 1.385(5) . ? N1F C12B 1.483(4) . ? N2F C13F 1.328(5) . ? N2F C15F 1.377(5) . ? N2F C16H 1.472(5) . ? N2F C16F 1.472(5) . ? C1B C6B 1.398(5) . ? C1B C2B 1.400(5) . ? C1B C7B 1.511(4) . ? C2B C3B 1.404(5) . ? C2B C8B 1.505(5) . ? C3B C4B 1.406(5) . ? C3B C9B 1.519(5) . ? C4B C5B 1.399(5) . ? C4B C10B 1.510(5) . ? C5B C6B 1.408(5) . ? C5B C11B 1.514(5) . ? C6B C12B 1.516(4) . ? N1A C13A 1.329(5) . ? N1A C14A 1.376(4) . ? N1A C8A 1.474(5) . ? N2A C13A 1.327(4) . ? N2A C15A 1.375(5) . ? N2A C16A 1.465(5) . ? N1B C13B 1.324(5) . ? N1B C14B 1.380(4) . ? N1B C10A 1.483(5) . ? N2B C13B 1.335(5) . ? N2B C15B 1.372(5) . ? N2B C16B 1.472(5) . ? N1C C13C 1.327(5) . ? N1C C14C 1.377(4) . ? N1C C12A 1.479(4) . ? N2C C13C 1.328(4) . ? N2C C15C 1.378(5) . ? N2C C16C 1.476(5) . ? C1A C2A 1.396(5) . ? C1A C6A 1.404(5) . ? C1A C7A 1.513(4) . ? C2A C3A 1.411(5) . ? C2A C8A 1.506(5) . ? C3A C4A 1.392(5) . ? C3A C9A 1.511(5) . ? C4A C5A 1.405(5) . ? C4A C10A 1.513(5) . ? C5A C6A 1.402(5) . ? C5A C11A 1.513(5) . ? C6A C12A 1.508(5) . ? C14A C15A 1.343(5) . ? C16A C17A 1.516(5) . ? C17A C18A 1.509(6) . ? C18A C19A 1.540(6) . ? C14B C15B 1.350(5) . ? C16B C17B 1.488(5) . ? C17B C18B 1.537(7) . ? C18B C19B 1.496(7) . ? C14C C15C 1.347(5) . ? C16C C17C 1.521(6) . ? C17C C18C 1.497(7) . ? C18C C19C 1.493(7) . ? C14D C15D 1.351(6) . ? C14E C15E 1.340(6) . ? C16E C17E 1.488(8) . ? C17E C18G 1.537(13) . ? C17E C18E 1.602(11) . ? C18G C19G 1.601(19) . ? C18E C19E 1.420(17) . ? C14F C15F 1.341(6) . ? C16F C17F 1.5374 . ? C17F C18F 1.5371 . ? C18F C19F 1.5344 . ? C16H C17H 1.5376 . ? C17H C18H 1.5371 . ? C18H C19H 1.5344 . ? C16D C17D 1.564(8) . ? C17D C18D 1.471(8) . ? C18D C19D 1.525(9) . ? C16I C17I 1.5373 . ? C17I C18I 1.5371 . ? C18I C19I 1.5344 . ? 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 C13D N1D C14D 109.4(3) . . ? C13D N1D C8B 126.4(3) . . ? C14D N1D C8B 124.2(3) . . ? C13D N2D C15D 108.9(4) . . ? C13D N2D C16I 125.5(4) . . ? C15D N2D C16I 125.6(4) . . ? C13D N2D C16D 125.5(4) . . ? C15D N2D C16D 125.6(4) . . ? C16I N2D C16D 0.0(3) . . ? C13E N1E C14E 108.5(3) . . ? C13E N1E C10B 127.1(3) . . ? C14E N1E C10B 124.3(3) . . ? C13E N2E C15E 107.8(3) . . ? C13E N2E C16E 125.9(3) . . ? C15E N2E C16E 126.2(3) . . ? C13F N1F C14F 107.9(3) . . ? C13F N1F C12B 127.7(3) . . ? C14F N1F C12B 124.4(3) . . ? C13F N2F C15F 108.4(3) . . ? C13F N2F C16H 125.6(3) . . ? C15F N2F C16H 125.9(3) . . ? C13F N2F C16F 125.6(3) . . ? C15F N2F C16F 125.9(3) . . ? C16H N2F C16F 0.0(3) . . ? C6B C1B C2B 119.5(3) . . ? C6B C1B C7B 119.7(3) . . ? C2B C1B C7B 120.8(3) . . ? C1B C2B C3B 120.4(3) . . ? C1B C2B C8B 120.0(3) . . ? C3B C2B C8B 119.6(3) . . ? C2B C3B C4B 119.4(3) . . ? C2B C3B C9B 120.7(3) . . ? C4B C3B C9B 119.9(3) . . ? C5B C4B C3B 120.7(3) . . ? C5B C4B C10B 121.0(3) . . ? C3B C4B C10B 118.3(3) . . ? C4B C5B C6B 119.0(3) . . ? C4B C5B C11B 121.6(3) . . ? C6B C5B C11B 119.4(3) . . ? C1B C6B C5B 120.9(3) . . ? C1B C6B C12B 119.3(3) . . ? C5B C6B C12B 119.7(3) . . ? N1D C8B C2B 112.2(3) . . ? C13A N1A C14A 108.5(3) . . ? C13A N1A C8A 127.8(3) . . ? C14A N1A C8A 123.8(3) . . ? C13A N2A C15A 108.4(3) . . ? C13A N2A C16A 125.1(3) . . ? C15A N2A C16A 126.4(3) . . ? C13B N1B C14B 108.7(3) . . ? C13B N1B C10A 126.2(3) . . ? C14B N1B C10A 125.0(3) . . ? C13B N2B C15B 108.1(3) . . ? C13B N2B C16B 124.0(3) . . ? C15B N2B C16B 127.9(3) . . ? C13C N1C C14C 108.6(3) . . ? C13C N1C C12A 125.9(3) . . ? C14C N1C C12A 125.3(3) . . ? C13C N2C C15C 108.8(3) . . ? C13C N2C C16C 124.8(3) . . ? C15C N2C C16C 126.1(3) . . ? C2A C1A C6A 119.4(3) . . ? C2A C1A C7A 119.6(3) . . ? C6A C1A C7A 121.0(3) . . ? C1A C2A C3A 120.7(3) . . ? C1A C2A C8A 120.0(3) . . ? C3A C2A C8A 119.3(3) . . ? C4A C3A C2A 119.0(3) . . ? C4A C3A C9A 121.1(3) . . ? C2A C3A C9A 119.8(3) . . ? C3A C4A C5A 121.2(3) . . ? C3A C4A C10A 119.5(3) . . ? C5A C4A C10A 119.3(3) . . ? C6A C5A C4A 118.9(3) . . ? C6A C5A C11A 120.6(3) . . ? C4A C5A C11A 120.5(3) . . ? C1A C6A C5A 120.7(3) . . ? C1A C6A C12A 119.0(3) . . ? C5A C6A C12A 120.3(3) . . ? N1A C8A C2A 113.0(3) . . ? N1B C10A C4A 111.4(3) . . ? N1C C12A C6A 112.6(3) . . ? N1A C13A N2A 108.7(3) . . ? C15A C14A N1A 107.1(3) . . ? C14A C15A N2A 107.4(3) . . ? N2A C16A C17A 111.0(3) . . ? C18A C17A C16A 112.0(3) . . ? C17A C18A C19A 111.6(4) . . ? N1B C13B N2B 108.8(3) . . ? C15B C14B N1B 106.6(3) . . ? C14B C15B N2B 107.7(3) . . ? N2B C16B C17B 113.0(3) . . ? C16B C17B C18B 110.7(4) . . ? C19B C18B C17B 114.1(4) . . ? N1C C13C N2C 108.5(3) . . ? C15C C14C N1C 107.2(3) . . ? C14C C15C N2C 106.9(3) . . ? N2C C16C C17C 110.6(3) . . ? C18C C17C C16C 116.8(4) . . ? C19C C18C C17C 113.2(4) . . ? N1E C10B C4B 111.9(3) . . ? N1F C12B C6B 113.2(3) . . ? N1D C13D N2D 107.5(3) . . ? C15D C14D N1D 106.8(4) . . ? C14D C15D N2D 107.4(4) . . ? N1E C13E N2E 109.2(3) . . ? C15E C14E N1E 106.7(4) . . ? C14E C15E N2E 107.6(4) . . ? N2E C16E C17E 112.1(4) . . ? C16E C17E C18G 128.0(8) . . ? C16E C17E C18E 101.0(7) . . ? C18G C17E C18E 30.7(5) . . ? C17E C18G C19G 102.8(10) . . ? C19E C18E C17E 110.1(10) . . ? N1F C13F N2F 109.1(3) . . ? C15F C14F N1F 107.4(4) . . ? C14F C15F N2F 107.2(4) . . ? N2F C16F C17F 118.7(4) . . ? C18F C17F C16F 112.0 . . ? C19F C18F C17F 111.8 . . ? N2F C16H C17H 98.7(3) . . ? C18H C17H C16H 112.0 . . ? C19H C18H C17H 111.8 . . ? N2D C16D C17D 110.1(4) . . ? C18D C17D C16D 112.3(5) . . ? C17D C18D C19D 115.3(6) . . ? N2D C16I C17I 100.0(5) . . ? C18I C17I C16I 112.0 . . ? C19I C18I C17I 111.8 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.505 _refine_diff_density_min -0.836 _refine_diff_density_rms 0.078 #=========================================================================== # End of Crystallographic Information File