# Electronic Supplementary Material (ESI) for Chemical Science # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Chemical Science' _journal_coden_Cambridge 1475 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Filip Teply' _publ_contact_author_email teply@uochb.cas.cz _publ_section_title ; [6]Saddlequat: A [6]helquat captured on its racemization pathway ; loop_ _publ_author_name F.Teply L.Adriaenssens L.Severa D.Koval I.Cisarova M.Belmonte ; E.Escudero ; P.Novotna P.Sazelova J.Vavra R.Pohl D.Saman M.Urbanova ; V.Kasicka ; #===END # Attachment '- Sa,Ra-4-R,R-DBT - CCDC 828959.cif' data_lva03b_0m _database_code_depnum_ccdc_archive 'CCDC 828959' #TrackingRef '- Sa,Ra-4-R,R-DBT - CCDC 828959.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C63 H55 N2 O17.50' _chemical_formula_weight 1120.09 _chemical_absolute_configuration rm 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 24.233(16) _cell_length_b 11.685(8) _cell_length_c 20.507(13) _cell_angle_alpha 90.00 _cell_angle_beta 111.491(11) _cell_angle_gamma 90.00 _cell_volume 5403(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1113 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 19.39 _exptl_crystal_description ? _exptl_crystal_colour colourless _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.377 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2348 _exptl_absorpt_coefficient_mu 0.101 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.81 _exptl_absorpt_correction_T_max 0.98 _exptl_absorpt_process_details ; SADABS Version 2008/1 Bruker-Nonius Blessing, Acta Cryst. (1995) A51 33-38 ; _exptl_special_details ; It should be noted that the esd's of the cell dimensions are probably too low; they should be multiplied by a factor of 2 to 10 ; _diffrn_ambient_temperature 100(2) _diffrn_measurement_specimen_suppport 'magnetic support whith 10 micron nylon fiber cryoloop' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_source 'rotating anode X-ray tube' _diffrn_source_type 'Bruker-Nonius FR 591' _diffrn_source_power 50 _diffrn_source_current 70 _diffrn_source_size '3 mm x 0.3 mm fine focus' _diffrn_radiation_monochromator 'Multilayer Montel 200 mirrors' _diffrn_detector_type '4K CCD area detector APEX II' _diffrn_measurement_device_type 'Kappa 4-axis goniometer bruker-nonius' _diffrn_measurement_method ; Fullsphere data collection, phi and omega scans ; _diffrn_detector_area_resol_mean 512 _diffrn_reflns_number 15786 _diffrn_reflns_av_R_equivalents 0.1296 _diffrn_reflns_av_sigmaI/netI 0.1651 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.65 _diffrn_reflns_theta_max 25.55 _reflns_number_total 7636 _reflns_number_gt 4149 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2 v2009.1-0' _computing_cell_refinement 'Bruker APEX2 v2009.1-0' _computing_data_reduction 'Bruker SAINT V7.60A' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXS-97 (Sheldrick, 2008)' _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. One of phenyl rings of anion A is disordered over two sites with an occupation ratio 55:45. One of the carboxylate oxygen atoms of each anion is deprotonated, leaving the other carbolylate oxygen of the molecule protonated and hydrogen bonded to a carbonyl oxygen of the neighbouring anion molecule. Hydrogen atoms implied in these bonds were modeled as half occupied and thus the charge contribution to the asymmetric unit of each anion is -1. As a consecuence of the disorder of the phenyl rings, water molecule O2W is also disordered over two sites leading to an occupancy of (55:45) for OW2 and OW2', respectively. ; _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^)+(0.0500P)^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 noref _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 0.4(15) _refine_ls_number_reflns 7636 _refine_ls_number_parameters 735 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.1507 _refine_ls_R_factor_gt 0.0649 _refine_ls_wR_factor_ref 0.1471 _refine_ls_wR_factor_gt 0.1185 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 0.997 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1898(3) 0.2835(7) 0.2828(3) 0.0241(17) Uani 1 1 d . . . N1 N 0.1752(2) 0.1758(6) 0.2881(2) 0.0255(15) Uani 1 1 d . . . C1A' C -0.1278(5) 0.7479(13) 0.0428(4) 0.041(2) Uani 0.45 1 d PG A 1 C1A C -0.1392(7) 0.745(2) 0.0513(8) 0.0528(19) Uani 0.55 1 d P A 2 O1A O -0.07089(19) 0.7022(5) 0.1628(2) 0.0332(13) Uani 1 1 d . A . C1B C 0.3818(3) 0.6258(8) 0.4906(3) 0.0334(19) Uani 1 1 d . . . O1B O 0.2994(2) 0.5537(5) 0.3960(2) 0.0483(15) Uani 1 1 d . . . O1WA O 0.37180(19) 0.8990(5) 0.1382(2) 0.0386(14) Uani 1 1 d . . . H1WC H 0.3811 0.8304 0.1517 0.058 Uiso 1 1 d R . . H1WD H 0.3591 0.9178 0.1712 0.058 Uiso 1 1 d R . . O2W' O 0.0000 0.740(3) 0.0000 0.026(7) Uani 0.23 1 d PU B 1 H2OW H 0.0203 0.7649 0.0503 0.039 Uiso 0.77 1 d PR . . H2WA H 0.0281 0.7147 -0.0119 0.039 Uiso 0.23 1 d PR C 1 C2 C 0.2171(3) 0.3142(7) 0.2343(3) 0.0248(17) Uani 1 1 d . . . N2 N 0.0429(2) 0.4640(5) 0.2252(2) 0.0213(14) Uani 1 1 d . . . C2A' C -0.1665(7) 0.6555(12) 0.0301(5) 0.041(2) Uani 0.45 1 d PG A 1 H2A' H -0.1668 0.6088 0.0679 0.049 Uiso 0.45 1 calc PR A 1 C2A C -0.1603(8) 0.6367(18) 0.0430(8) 0.0528(19) Uani 0.55 1 d P A 2 H2A H -0.1403 0.5783 0.0752 0.063 Uiso 0.55 1 calc PR A 2 O2A O -0.06660(18) 0.8780(4) 0.1221(2) 0.0251(11) Uani 1 1 d . A . C2B C 0.3931(3) 0.5211(8) 0.5255(3) 0.045(2) Uani 1 1 d . . . H2B H 0.3667 0.4583 0.5093 0.054 Uiso 1 1 calc R . . O2B O 0.31693(17) 0.7430(4) 0.40368(18) 0.0250(11) Uani 1 1 d . . . O2W O -0.0250(9) 0.744(3) -0.0020(10) 0.031(6) Uani 0.27 1 d P . 2 C3 C 0.2433(3) 0.4185(7) 0.2345(3) 0.0316(19) Uani 1 1 d . . . H3 H 0.2427 0.4749 0.2676 0.038 Uiso 1 1 calc R . . C3A' C -0.2047(6) 0.6316(10) -0.0378(6) 0.041(2) Uani 0.45 1 d PG A 1 H3A' H -0.2312 0.5685 -0.0465 0.049 Uiso 0.45 1 calc PR A 1 C3A C -0.2136(7) 0.6120(17) -0.0154(7) 0.0528(19) Uani 0.55 1 d P A 2 H3A H -0.2313 0.5384 -0.0208 0.063 Uiso 0.55 1 calc PR A 2 O3A O 0.04711(19) 0.8143(5) 0.1430(2) 0.0343(13) Uani 1 1 d . . . C3B C 0.4451(4) 0.5121(10) 0.5859(4) 0.059(3) Uani 1 1 d . . . H3B H 0.4544 0.4413 0.6104 0.071 Uiso 1 1 calc R . . O3B O 0.20640(19) 0.8282(5) 0.3889(2) 0.0396(14) Uani 1 1 d . . . C4 C 0.2701(3) 0.4424(8) 0.1881(3) 0.038(2) Uani 1 1 d . . . H4 H 0.2879 0.5151 0.1889 0.046 Uiso 1 1 calc R . . C4A' C -0.2043(5) 0.7000(10) -0.0931(4) 0.041(2) Uani 0.45 1 d PG A 1 H4A' H -0.2304 0.6836 -0.1395 0.049 Uiso 0.45 1 calc PR A 1 C4A C -0.2389(7) 0.6979(16) -0.0642(7) 0.0528(19) Uani 0.55 1 d P A 2 H4A H -0.2727 0.6806 -0.1046 0.063 Uiso 0.55 1 calc PR A 2 O4A O 0.07650(17) 0.8641(4) 0.2555(2) 0.0282(12) Uani 1 1 d . . . H4AO H 0.1091 0.8368 0.2574 0.042 Uiso 0.50 1 calc PR D 1 C4B C 0.4823(4) 0.6033(12) 0.6097(4) 0.066(3) Uani 1 1 d . . . H4B H 0.5164 0.5960 0.6514 0.079 Uiso 1 1 calc R . . O4B O 0.17765(17) 0.8118(4) 0.2727(2) 0.0302(13) Uani 1 1 d . . . H4BO H 0.1453 0.8375 0.2727 0.045 Uiso 0.50 1 calc PR E 1 C5 C 0.2712(3) 0.3588(9) 0.1387(4) 0.041(2) Uani 1 1 d . . . H5 H 0.2884 0.3766 0.1051 0.049 Uiso 1 1 calc R . . C5A' C -0.1656(5) 0.7923(9) -0.0804(4) 0.041(2) Uani 0.45 1 d PG A 1 H5A' H -0.1653 0.8391 -0.1182 0.049 Uiso 0.45 1 calc PR A 1 C5A C -0.2165(6) 0.8059(15) -0.0556(7) 0.0528(19) Uani 0.55 1 d P A 2 H5A H -0.2348 0.8635 -0.0893 0.063 Uiso 0.55 1 calc PR A 2 O5A O -0.09108(18) 1.0520(4) 0.2355(2) 0.0293(12) Uani 1 1 d . A . H5AO H -0.1218 1.0881 0.2328 0.044 Uiso 0.50 1 calc PR F 1 C5B C 0.4710(3) 0.7047(11) 0.5744(4) 0.060(3) Uani 1 1 d . . . H5B H 0.4979 0.7668 0.5903 0.072 Uiso 1 1 calc R . . O5B O 0.40311(19) 0.8034(5) 0.3090(2) 0.0357(13) Uani 1 1 d . . . C6 C 0.2482(3) 0.2548(8) 0.1390(3) 0.038(2) Uani 1 1 d . . . H6 H 0.2500 0.1989 0.1062 0.046 Uiso 1 1 calc R . . C6A' C -0.1274(5) 0.8163(10) -0.0125(5) 0.041(2) Uani 0.45 1 d PG A 1 H6A' H -0.1009 0.8794 -0.0038 0.049 Uiso 0.45 1 calc PR A 1 C6A C -0.1662(6) 0.8313(16) 0.0035(7) 0.0528(19) Uani 0.55 1 d P A 2 H6A H -0.1506 0.9068 0.0109 0.063 Uiso 0.55 1 calc PR A 2 O6A O -0.0894(2) 1.1733(5) 0.1525(2) 0.0407(15) Uani 1 1 d . A . C6B C 0.4203(3) 0.7166(8) 0.5154(3) 0.038(2) Uani 1 1 d . . . H6B H 0.4117 0.7880 0.4917 0.046 Uiso 1 1 calc R . . O6B O 0.33401(19) 0.6749(5) 0.2512(2) 0.0408(15) Uani 1 1 d . . . H6BO H 0.3626 0.6400 0.2465 0.061 Uiso 0.50 1 calc PR G 2 C7 C 0.2211(3) 0.2272(7) 0.1875(3) 0.0242(17) Uani 1 1 d . . . C7A C -0.0875(3) 0.7692(7) 0.1157(3) 0.0266(18) Uani 1 1 d . . . O7A O 0.00619(18) 1.0672(4) 0.14042(19) 0.0260(12) Uani 1 1 d . . . C7B C 0.3288(3) 0.6338(8) 0.4267(3) 0.0297(18) Uani 1 1 d . . . O7B O 0.31997(18) 0.9380(4) 0.33130(19) 0.0249(11) Uani 1 1 d . . . C8 C 0.2004(3) 0.1190(7) 0.1919(3) 0.0320(19) Uani 1 1 d . . . H8 H 0.2007 0.0618 0.1591 0.038 Uiso 1 1 calc R . . C8A C -0.0205(3) 0.9029(7) 0.1888(3) 0.0256(18) Uani 1 1 d . . . H8A H -0.0316 0.8722 0.2279 0.031 Uiso 1 1 calc R A . O8A O 0.05004(18) 1.2196(5) 0.2059(2) 0.0308(12) Uani 1 1 d . . . C8B C 0.2732(3) 0.7589(7) 0.3352(3) 0.0251(18) Uani 1 1 d . . . H8B H 0.2648 0.6820 0.3122 0.030 Uiso 1 1 calc R . . O8B O 0.32579(18) 1.0095(4) 0.2330(2) 0.0275(12) Uani 1 1 d . . . C9 C 0.1800(3) 0.0951(7) 0.2423(3) 0.0294(18) Uani 1 1 d . . . H9 H 0.1684 0.0188 0.2468 0.035 Uiso 1 1 calc R . . C9A C 0.0386(3) 0.8542(6) 0.1931(3) 0.0240(17) Uani 1 1 d . A . C9B C 0.2146(3) 0.8055(7) 0.3352(4) 0.0270(17) Uani 1 1 d . . . C10 C 0.1605(3) 0.1372(7) 0.3481(3) 0.0283(18) Uani 1 1 d . . . H10C H 0.1415 0.0609 0.3382 0.034 Uiso 1 1 calc R . . H10D H 0.1324 0.1914 0.3565 0.034 Uiso 1 1 calc R . . C10A C -0.0140(3) 1.0298(6) 0.1945(3) 0.0236(17) Uani 1 1 d . A . H10A H 0.0179 1.0476 0.2406 0.028 Uiso 1 1 calc R . . C10B C 0.3006(3) 0.8310(6) 0.2943(3) 0.0244(16) Uani 1 1 d . . . H10B H 0.2702 0.8471 0.2468 0.029 Uiso 1 1 calc R . . C11 C 0.2171(3) 0.1313(7) 0.4119(3) 0.035(2) Uani 1 1 d . . . H11A H 0.2409 0.0653 0.4070 0.042 Uiso 1 1 calc R . . H11B H 0.2070 0.1179 0.4539 0.042 Uiso 1 1 calc R . . C11A C -0.0706(3) 1.0930(7) 0.1918(3) 0.0245(17) Uani 1 1 d . . . C11B C 0.3528(3) 0.7679(8) 0.2860(3) 0.032(2) Uani 1 1 d . . . C12 C 0.2549(3) 0.2411(8) 0.4230(3) 0.034(2) Uani 1 1 d . . . H12A H 0.2820 0.2461 0.4726 0.041 Uiso 1 1 calc R . . H12B H 0.2793 0.2379 0.3935 0.041 Uiso 1 1 calc R . . C12A C 0.0394(3) 1.1617(7) 0.1536(3) 0.0263(17) Uani 1 1 d . . . C12B C 0.3361(3) 1.0168(7) 0.2943(3) 0.0239(17) Uani 1 1 d . . . C13 C 0.2158(3) 0.3451(7) 0.4041(3) 0.0259(17) Uani 1 1 d . . . C13A C 0.0625(3) 1.1876(7) 0.0973(3) 0.0234(17) Uani 1 1 d . . . C13B C 0.3654(3) 1.1178(6) 0.3380(3) 0.0205(16) Uani 1 1 d . . . C14 C 0.2104(3) 0.4146(7) 0.4559(3) 0.0282(19) Uani 1 1 d . . . H14 H 0.2334 0.3998 0.5037 0.034 Uiso 1 1 calc R . . C14A C 0.0684(3) 1.1030(7) 0.0527(3) 0.0244(17) Uani 1 1 d . . . H14A H 0.0552 1.0271 0.0549 0.029 Uiso 1 1 calc R . . C14B C 0.3874(3) 1.1120(7) 0.4104(3) 0.0282(18) Uani 1 1 d . . . H14B H 0.3833 1.0442 0.4338 0.034 Uiso 1 1 calc R . . C15 C 0.1716(3) 0.5058(7) 0.4377(3) 0.0298(18) Uani 1 1 d . . . H15 H 0.1687 0.5541 0.4736 0.036 Uiso 1 1 calc R . . C15A C 0.0941(3) 1.1324(7) 0.0051(3) 0.032(2) Uani 1 1 d . . . H15A H 0.0997 1.0753 -0.0249 0.038 Uiso 1 1 calc R . . C15B C 0.4155(3) 1.2075(7) 0.4478(3) 0.0316(19) Uani 1 1 d . . . H15B H 0.4306 1.2055 0.4975 0.038 Uiso 1 1 calc R . . C16 C 0.1366(3) 0.5288(7) 0.3688(3) 0.0277(18) Uani 1 1 d . . . C16A C 0.1117(3) 1.2419(8) 0.0003(3) 0.034(2) Uani 1 1 d . . . H16A H 0.1289 1.2603 -0.0333 0.041 Uiso 1 1 calc R . . C16B C 0.4218(3) 1.3052(7) 0.4139(3) 0.0318(19) Uani 1 1 d . . . H16B H 0.4405 1.3705 0.4403 0.038 Uiso 1 1 calc R . . C17 C 0.0905(3) 0.6222(7) 0.3545(3) 0.0283(18) Uani 1 1 d . . . H17A H 0.0795 0.6493 0.3056 0.034 Uiso 1 1 calc R . . H17B H 0.1073 0.6877 0.3861 0.034 Uiso 1 1 calc R . . C17A C 0.1047(3) 1.3258(7) 0.0433(3) 0.0307(18) Uani 1 1 d . . . H17C H 0.1160 1.4025 0.0391 0.037 Uiso 1 1 calc R . . C17B C 0.4010(3) 1.3088(7) 0.3418(3) 0.0310(18) Uani 1 1 d . . . H17 H 0.4060 1.3758 0.3183 0.037 Uiso 1 1 calc R . . C18 C 0.0349(3) 0.5782(6) 0.3656(3) 0.0281(18) Uani 1 1 d . . . H18A H 0.0477 0.5302 0.4084 0.034 Uiso 1 1 calc R . . H18B H 0.0134 0.6449 0.3746 0.034 Uiso 1 1 calc R . . C18A C 0.0808(3) 1.2970(7) 0.0931(3) 0.0286(18) Uani 1 1 d . . . H18C H 0.0772 1.3537 0.1245 0.034 Uiso 1 1 calc R . . C18B C 0.3733(3) 1.2149(7) 0.3046(3) 0.0270(18) Uani 1 1 d . . . H18 H 0.3593 1.2167 0.2548 0.032 Uiso 1 1 calc R . . C19 C -0.0084(3) 0.5092(6) 0.3058(3) 0.0257(17) Uani 1 1 d . . . H19A H -0.0380 0.4747 0.3226 0.031 Uiso 1 1 calc R . . H19B H -0.0298 0.5629 0.2676 0.031 Uiso 1 1 calc R . . C20 C 0.0172(3) 0.4142(6) 0.2748(3) 0.0216(17) Uani 1 1 d . . . H20A H 0.0485 0.3730 0.3128 0.026 Uiso 1 1 calc R . . H20B H -0.0143 0.3588 0.2498 0.026 Uiso 1 1 calc R . . C21 C 0.0034(3) 0.4941(7) 0.1619(3) 0.0250(17) Uani 1 1 d . . . H21 H -0.0373 0.4755 0.1500 0.030 Uiso 1 1 calc R . . C22 C 0.0209(3) 0.5511(7) 0.1147(3) 0.033(2) Uani 1 1 d . . . H22 H -0.0070 0.5694 0.0696 0.040 Uiso 1 1 calc R . . C23 C 0.0794(3) 0.5816(7) 0.1332(3) 0.0316(19) Uani 1 1 d . . . H23 H 0.0923 0.6244 0.1020 0.038 Uiso 1 1 calc R . . C24 C 0.1188(3) 0.5492(6) 0.1974(3) 0.0268(17) Uani 1 1 d . . . H24 H 0.1594 0.5689 0.2101 0.032 Uiso 1 1 calc R . . C25 C 0.1015(3) 0.4895(6) 0.2437(3) 0.0209(16) Uani 1 1 d . . . C26 C 0.1414(3) 0.4597(6) 0.3161(3) 0.0219(16) Uani 1 1 d . . . C27 C 0.1814(3) 0.3685(7) 0.3339(3) 0.0272(17) 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 0.021(4) 0.021(6) 0.021(3) 0.003(3) -0.004(3) 0.004(3) N1 0.021(3) 0.018(5) 0.031(3) 0.006(3) 0.003(3) 0.002(3) C1A' 0.057(6) 0.013(6) 0.037(4) -0.004(3) -0.002(4) 0.002(4) C1A 0.050(4) 0.026(5) 0.059(4) -0.004(4) -0.008(3) 0.006(4) O1A 0.029(3) 0.027(4) 0.039(3) -0.002(2) 0.008(2) -0.006(2) C1B 0.024(4) 0.039(7) 0.033(4) 0.002(4) 0.005(3) 0.005(4) O1B 0.053(4) 0.032(5) 0.046(3) 0.006(3) 0.002(3) -0.009(3) O1WA 0.042(3) 0.032(4) 0.043(3) 0.000(2) 0.017(2) 0.008(3) O2W' 0.027(9) 0.026(8) 0.026(8) 0.000 0.010(5) 0.000 C2 0.011(3) 0.022(6) 0.035(3) 0.001(4) 0.002(3) 0.000(3) N2 0.023(3) 0.016(4) 0.024(3) -0.001(2) 0.007(2) 0.005(3) C2A' 0.057(6) 0.013(6) 0.037(4) -0.004(3) -0.002(4) 0.002(4) C2A 0.050(4) 0.026(5) 0.059(4) -0.004(4) -0.008(3) 0.006(4) O2A 0.024(3) 0.011(3) 0.033(2) 0.000(2) 0.003(2) 0.002(2) C2B 0.053(5) 0.037(7) 0.045(4) -0.002(4) 0.017(4) 0.016(5) O2B 0.018(2) 0.024(4) 0.027(2) 0.000(2) 0.0003(18) 0.002(2) O2W 0.020(12) 0.027(17) 0.049(12) 0.003(9) 0.017(9) 0.000(15) C3 0.018(4) 0.031(6) 0.041(4) 0.001(4) 0.005(3) 0.001(4) C3A' 0.057(6) 0.013(6) 0.037(4) -0.004(3) -0.002(4) 0.002(4) C3A 0.050(4) 0.026(5) 0.059(4) -0.004(4) -0.008(3) 0.006(4) O3A 0.034(3) 0.023(4) 0.046(3) -0.004(3) 0.016(2) 0.007(3) C3B 0.063(6) 0.072(9) 0.037(4) 0.013(5) 0.012(5) 0.045(6) O3B 0.028(3) 0.048(5) 0.040(3) -0.014(3) 0.009(2) 0.003(3) C4 0.022(4) 0.038(7) 0.050(4) 0.018(4) 0.008(3) -0.002(4) C4A' 0.057(6) 0.013(6) 0.037(4) -0.004(3) -0.002(4) 0.002(4) C4A 0.050(4) 0.026(5) 0.059(4) -0.004(4) -0.008(3) 0.006(4) O4A 0.020(3) 0.027(4) 0.032(2) 0.002(2) 0.002(2) 0.006(2) C4B 0.036(5) 0.121(12) 0.029(4) -0.007(6) 0.000(4) 0.026(7) O4B 0.015(2) 0.033(4) 0.036(3) 0.001(2) 0.002(2) 0.003(2) C5 0.027(4) 0.053(8) 0.044(4) 0.016(4) 0.016(3) 0.008(4) C5A' 0.057(6) 0.013(6) 0.037(4) -0.004(3) -0.002(4) 0.002(4) C5A 0.050(4) 0.026(5) 0.059(4) -0.004(4) -0.008(3) 0.006(4) O5A 0.024(3) 0.030(4) 0.033(2) 0.001(2) 0.011(2) 0.008(2) C5B 0.026(5) 0.121(11) 0.026(4) -0.005(5) 0.002(3) -0.009(5) O5B 0.018(3) 0.027(4) 0.060(3) -0.005(3) 0.011(2) 0.000(3) C6 0.029(4) 0.053(8) 0.033(4) 0.005(4) 0.011(3) 0.008(4) C6A' 0.057(6) 0.013(6) 0.037(4) -0.004(3) -0.002(4) 0.002(4) C6A 0.050(4) 0.026(5) 0.059(4) -0.004(4) -0.008(3) 0.006(4) O6A 0.049(3) 0.038(4) 0.032(3) 0.009(3) 0.011(2) 0.027(3) C6B 0.019(4) 0.055(7) 0.032(4) 0.009(4) 0.000(3) 0.010(4) O6B 0.024(3) 0.041(5) 0.055(3) -0.023(3) 0.012(2) 0.001(3) C7 0.015(4) 0.021(6) 0.032(3) 0.005(3) 0.003(3) 0.015(3) C7A 0.017(4) 0.025(6) 0.034(4) -0.002(4) 0.006(3) 0.001(4) O7A 0.024(3) 0.025(4) 0.027(2) -0.001(2) 0.008(2) 0.001(2) C7B 0.030(4) 0.024(6) 0.036(4) 0.002(4) 0.014(4) -0.005(4) O7B 0.027(3) 0.017(4) 0.028(2) -0.002(2) 0.007(2) 0.003(2) C8 0.032(4) 0.027(6) 0.032(4) -0.001(3) 0.005(3) 0.010(4) C8A 0.023(4) 0.028(6) 0.021(3) 0.004(3) 0.003(3) 0.010(3) O8A 0.032(3) 0.022(4) 0.034(2) -0.010(2) 0.008(2) -0.001(2) C8B 0.022(4) 0.022(6) 0.029(3) -0.003(3) 0.007(3) 0.002(3) O8B 0.028(3) 0.024(4) 0.028(2) 0.000(2) 0.007(2) 0.008(2) C9 0.019(4) 0.020(6) 0.038(4) -0.017(3) -0.004(3) 0.000(3) C9A 0.030(4) 0.014(5) 0.027(4) 0.005(3) 0.011(3) 0.005(3) C9B 0.024(4) 0.011(5) 0.046(4) -0.006(3) 0.013(4) -0.001(3) C10 0.033(4) 0.017(5) 0.035(4) 0.002(3) 0.014(3) -0.001(4) C10A 0.031(4) 0.012(5) 0.028(3) 0.004(3) 0.011(3) 0.004(3) C10B 0.022(4) 0.010(5) 0.035(3) -0.008(3) 0.003(3) 0.004(3) C11 0.036(5) 0.028(6) 0.038(4) 0.009(4) 0.011(3) 0.003(4) C11A 0.024(4) 0.020(6) 0.025(3) -0.004(3) 0.004(3) 0.005(3) C11B 0.024(4) 0.034(7) 0.034(4) 0.006(4) 0.007(3) 0.015(4) C12 0.028(4) 0.038(6) 0.035(4) 0.008(4) 0.009(3) 0.009(4) C12A 0.016(4) 0.016(6) 0.040(4) 0.004(3) 0.002(3) 0.006(4) C12B 0.017(4) 0.022(5) 0.032(4) 0.005(3) 0.008(3) 0.009(3) C13 0.019(4) 0.018(5) 0.036(4) 0.001(3) 0.004(3) 0.001(3) C13A 0.016(4) 0.028(6) 0.023(3) 0.000(3) 0.003(3) 0.002(3) C13B 0.016(4) 0.020(5) 0.029(3) -0.001(3) 0.012(3) 0.000(3) C14 0.020(4) 0.032(6) 0.026(3) -0.002(3) 0.000(3) -0.005(4) C14A 0.024(4) 0.022(5) 0.021(3) -0.005(3) 0.001(3) 0.002(3) C14B 0.021(4) 0.024(6) 0.039(4) 0.000(3) 0.010(3) -0.002(4) C15 0.023(4) 0.029(6) 0.034(4) -0.006(3) 0.007(3) 0.001(4) C15A 0.030(4) 0.041(7) 0.022(3) -0.007(3) 0.008(3) 0.001(4) C15B 0.035(4) 0.030(6) 0.029(3) -0.002(3) 0.011(3) -0.005(4) C16 0.020(4) 0.022(6) 0.043(4) -0.008(3) 0.013(3) -0.004(3) C16A 0.036(4) 0.035(7) 0.030(4) 0.001(4) 0.011(3) 0.003(4) C16B 0.023(4) 0.026(6) 0.042(4) 0.004(4) 0.007(3) -0.003(4) C17 0.032(4) 0.017(5) 0.034(3) -0.006(3) 0.010(3) 0.006(4) C17A 0.030(4) 0.022(6) 0.033(4) -0.002(3) 0.003(3) -0.009(4) C17B 0.033(4) 0.022(6) 0.039(4) -0.003(4) 0.013(3) -0.003(4) C18 0.029(4) 0.019(6) 0.035(4) -0.004(3) 0.009(3) 0.003(3) C18A 0.022(4) 0.029(6) 0.032(3) -0.001(3) 0.006(3) 0.001(4) C18B 0.029(4) 0.019(6) 0.034(3) -0.005(4) 0.012(3) 0.000(4) C19 0.023(4) 0.023(5) 0.030(3) -0.003(3) 0.007(3) 0.000(3) C20 0.016(4) 0.019(5) 0.028(3) -0.002(3) 0.006(3) 0.003(3) C21 0.023(4) 0.018(5) 0.029(3) -0.005(3) 0.003(3) 0.007(3) C22 0.051(5) 0.019(6) 0.030(3) 0.004(3) 0.016(3) 0.017(4) C23 0.036(5) 0.023(6) 0.039(4) -0.001(3) 0.018(3) 0.006(4) C24 0.034(4) 0.015(5) 0.032(3) -0.004(3) 0.013(3) 0.001(3) C25 0.022(4) 0.014(5) 0.024(3) -0.008(3) 0.005(3) 0.003(3) C26 0.024(4) 0.013(5) 0.024(3) -0.002(3) 0.004(3) 0.001(3) C27 0.029(4) 0.018(5) 0.032(4) -0.004(3) 0.008(3) -0.003(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 C1 N1 1.322(9) . ? C1 C2 1.428(8) . ? C1 C27 1.510(9) . ? N1 C9 1.365(8) . ? N1 C10 1.472(7) . ? C1A' C2A' 1.3900 . ? C1A' C6A' 1.3900 . ? C1A' C7A 1.477(10) . ? C1A C2A 1.35(2) . ? C1A C6A 1.39(2) . ? C1A C7A 1.476(17) . ? O1A C7A 1.193(8) . ? C1B C6B 1.381(11) . ? C1B C2B 1.392(11) . ? C1B C7B 1.463(9) . ? O1B C7B 1.206(9) . ? C2 C3 1.373(10) . ? C2 C7 1.425(10) . ? N2 C21 1.346(7) . ? N2 C25 1.362(7) . ? N2 C20 1.492(7) . ? C2A' C3A' 1.3900 . ? C2A C3A 1.433(19) . ? O2A C7A 1.358(9) . ? O2A C8A 1.444(7) . ? C2B C3B 1.412(11) . ? O2B C7B 1.354(9) . ? O2B C8B 1.429(7) . ? O2W O2W 1.18(4) 2_555 ? C3 C4 1.364(8) . ? C3A' C4A' 1.3900 . ? C3A C4A 1.39(2) . ? O3A C9A 1.213(7) . ? C3B C4B 1.365(14) . ? O3B C9B 1.218(7) . ? C4 C5 1.415(11) . ? C4A' C5A' 1.3900 . ? C4A C5A 1.36(2) . ? O4A C9A 1.277(7) . ? C4B C5B 1.363(14) . ? O4B C9B 1.270(7) . ? C5 C6 1.337(11) . ? C5A' C6A' 1.3900 . ? C5A C6A 1.400(18) . ? O5A C11A 1.267(7) . ? C5B C6B 1.381(9) . ? O5B C11B 1.207(8) . ? C6 C7 1.417(8) . ? O6A C11A 1.211(8) . ? O6B C11B 1.288(9) . ? C7 C8 1.375(10) . ? O7A C12A 1.333(9) . ? O7A C10A 1.435(6) . ? O7B C12B 1.338(8) . ? O7B C10B 1.448(8) . ? C8 C9 1.329(9) . ? C8A C10A 1.491(10) . ? C8A C9A 1.513(8) . ? O8A C12A 1.212(8) . ? C8B C10B 1.505(9) . ? C8B C9B 1.520(9) . ? O8B C12B 1.193(6) . ? C10 C11 1.512(8) . ? C10A C11A 1.541(9) . ? C10B C11B 1.527(9) . ? C11 C12 1.544(11) . ? C12 C13 1.502(10) . ? C12A C13A 1.487(8) . ? C12B C13B 1.495(10) . ? C13 C14 1.379(9) . ? C13 C27 1.401(8) . ? C13A C18A 1.367(10) . ? C13A C14A 1.391(9) . ? C13B C18B 1.374(10) . ? C13B C14B 1.382(8) . ? C14 C15 1.380(10) . ? C14A C15A 1.379(8) . ? C14B C15B 1.383(10) . ? C15 C16 1.383(8) . ? C15A C16A 1.364(10) . ? C15B C16B 1.375(10) . ? C16 C26 1.387(8) . ? C16 C17 1.511(9) . ? C16A C17A 1.371(10) . ? C16B C17B 1.376(8) . ? C17 C18 1.536(9) . ? C17A C18A 1.386(8) . ? C17B C18B 1.365(10) . ? C18 C19 1.521(8) . ? C19 C20 1.520(9) . ? C21 C22 1.365(9) . ? C22 C23 1.373(10) . ? C23 C24 1.366(9) . ? C24 C25 1.361(9) . ? C25 C26 1.487(8) . ? C26 C27 1.396(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 N1 C1 C2 120.1(6) . . ? N1 C1 C27 117.5(6) . . ? C2 C1 C27 122.2(7) . . ? C1 N1 C9 120.6(6) . . ? C1 N1 C10 120.9(5) . . ? C9 N1 C10 118.1(7) . . ? C2A' C1A' C6A' 120.0 . . ? C2A' C1A' C7A 118.1(8) . . ? C6A' C1A' C7A 121.9(8) . . ? C2A C1A C6A 122.1(15) . . ? C2A C1A C7A 116.8(15) . . ? C6A C1A C7A 121.1(17) . . ? C6B C1B C2B 120.4(7) . . ? C6B C1B C7B 122.2(7) . . ? C2B C1B C7B 117.3(7) . . ? C3 C2 C7 119.3(6) . . ? C3 C2 C1 123.5(6) . . ? C7 C2 C1 116.9(7) . . ? C21 N2 C25 120.8(5) . . ? C21 N2 C20 115.6(5) . . ? C25 N2 C20 123.2(5) . . ? C3A' C2A' C1A' 120.0 . . ? C1A C2A C3A 118.5(16) . . ? C7A O2A C8A 114.3(5) . . ? C1B C2B C3B 117.5(9) . . ? C7B O2B C8B 116.9(5) . . ? C4 C3 C2 121.2(7) . . ? C4A' C3A' C2A' 120.0 . . ? C4A C3A C2A 118.7(17) . . ? C4B C3B C2B 121.1(9) . . ? C3 C4 C5 119.8(8) . . ? C3A' C4A' C5A' 120.0 . . ? C5A C4A C3A 121.8(15) . . ? C5B C4B C3B 120.7(8) . . ? C6 C5 C4 120.5(7) . . ? C6A' C5A' C4A' 120.0 . . ? C4A C5A C6A 119.2(15) . . ? C4B C5B C6B 119.6(10) . . ? C5 C6 C7 120.7(7) . . ? C5A' C6A' C1A' 120.0 . . ? C1A C6A C5A 119.5(17) . . ? C5B C6B C1B 120.7(9) . . ? C8 C7 C6 121.9(7) . . ? C8 C7 C2 119.8(6) . . ? C6 C7 C2 118.3(7) . . ? O1A C7A O2A 122.2(6) . . ? O1A C7A C1A 121.5(10) . . ? O2A C7A C1A 115.5(10) . . ? O1A C7A C1A' 127.7(9) . . ? O2A C7A C1A' 109.9(8) . . ? C1A C7A C1A' 14.7(9) . . ? C12A O7A C10A 116.5(5) . . ? O1B C7B O2B 122.7(7) . . ? O1B C7B C1B 125.1(8) . . ? O2B C7B C1B 112.2(7) . . ? C12B O7B C10B 113.7(5) . . ? C9 C8 C7 119.4(7) . . ? O2A C8A C10A 107.3(5) . . ? O2A C8A C9A 111.5(5) . . ? C10A C8A C9A 107.3(6) . . ? O2B C8B C10B 107.5(5) . . ? O2B C8B C9B 113.8(5) . . ? C10B C8B C9B 113.8(6) . . ? C8 C9 N1 122.7(8) . . ? O3A C9A O4A 126.8(6) . . ? O3A C9A C8A 123.1(6) . . ? O4A C9A C8A 110.0(5) . . ? O3B C9B O4B 127.8(6) . . ? O3B C9B C8B 122.7(6) . . ? O4B C9B C8B 109.4(5) . . ? N1 C10 C11 108.5(5) . . ? O7A C10A C8A 107.5(5) . . ? O7A C10A C11A 112.1(5) . . ? C8A C10A C11A 114.0(6) . . ? O7B C10B C8B 108.4(5) . . ? O7B C10B C11B 110.7(6) . . ? C8B C10B C11B 110.2(6) . . ? C10 C11 C12 113.0(6) . . ? O6A C11A O5A 127.8(6) . . ? O6A C11A C10A 120.6(6) . . ? O5A C11A C10A 111.6(6) . . ? O5B C11B O6B 127.5(6) . . ? O5B C11B C10B 123.3(7) . . ? O6B C11B C10B 109.2(6) . . ? C13 C12 C11 110.5(6) . . ? O8A C12A O7A 124.0(6) . . ? O8A C12A C13A 123.6(7) . . ? O7A C12A C13A 112.4(6) . . ? O8B C12B O7B 123.9(7) . . ? O8B C12B C13B 123.9(6) . . ? O7B C12B C13B 112.2(5) . . ? C14 C13 C27 119.2(7) . . ? C14 C13 C12 120.5(6) . . ? C27 C13 C12 120.2(6) . . ? C18A C13A C14A 120.5(6) . . ? C18A C13A C12A 117.6(6) . . ? C14A C13A C12A 121.8(7) . . ? C18B C13B C14B 120.4(7) . . ? C18B C13B C12B 118.4(5) . . ? C14B C13B C12B 121.1(6) . . ? C13 C14 C15 119.7(6) . . ? C15A C14A C13A 118.1(7) . . ? C13B C14B C15B 118.3(7) . . ? C14 C15 C16 121.8(6) . . ? C16A C15A C14A 121.3(6) . . ? C16B C15B C14B 120.9(6) . . ? C15 C16 C26 119.2(7) . . ? C15 C16 C17 118.1(6) . . ? C26 C16 C17 122.4(6) . . ? C15A C16A C17A 120.6(6) . . ? C15B C16B C17B 120.3(7) . . ? C16 C17 C18 110.9(6) . . ? C16A C17A C18A 118.9(8) . . ? C18B C17B C16B 119.2(7) . . ? C19 C18 C17 116.1(5) . . ? C13A C18A C17A 120.5(7) . . ? C17B C18B C13B 121.0(6) . . ? C20 C19 C18 117.3(5) . . ? N2 C20 C19 109.7(6) . . ? N2 C21 C22 121.0(6) . . ? C21 C22 C23 119.3(6) . . ? C24 C23 C22 118.6(6) . . ? C25 C24 C23 122.0(6) . . ? C24 C25 N2 118.2(5) . . ? C24 C25 C26 124.3(6) . . ? N2 C25 C26 117.2(5) . . ? C16 C26 C27 119.3(6) . . ? C16 C26 C25 115.6(6) . . ? C27 C26 C25 125.1(5) . . ? C26 C27 C13 120.8(6) . . ? C26 C27 C1 125.3(6) . . ? C13 C27 C1 113.9(6) . . ? 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 C2 C1 N1 C9 -7.1(9) . . . . ? C27 C1 N1 C9 178.2(6) . . . . ? C2 C1 N1 C10 165.3(5) . . . . ? C27 C1 N1 C10 -9.5(8) . . . . ? N1 C1 C2 C3 -167.6(6) . . . . ? C27 C1 C2 C3 6.9(10) . . . . ? N1 C1 C2 C7 7.1(9) . . . . ? C27 C1 C2 C7 -178.5(6) . . . . ? C6A' C1A' C2A' C3A' 0.0 . . . . ? C7A C1A' C2A' C3A' -179.3(12) . . . . ? C6A C1A C2A C3A -3(3) . . . . ? C7A C1A C2A C3A 174.3(13) . . . . ? C6B C1B C2B C3B -0.7(9) . . . . ? C7B C1B C2B C3B 178.1(6) . . . . ? C7 C2 C3 C4 3.8(10) . . . . ? C1 C2 C3 C4 178.3(6) . . . . ? C1A' C2A' C3A' C4A' 0.0 . . . . ? C1A C2A C3A C4A 5(2) . . . . ? C1B C2B C3B C4B 1.2(10) . . . . ? C2 C3 C4 C5 -0.1(10) . . . . ? C2A' C3A' C4A' C5A' 0.0 . . . . ? C2A C3A C4A C5A -4(2) . . . . ? C2B C3B C4B C5B -2.1(12) . . . . ? C3 C4 C5 C6 -2.6(11) . . . . ? C3A' C4A' C5A' C6A' 0.0 . . . . ? C3A C4A C5A C6A 1(2) . . . . ? C3B C4B C5B C6B 2.5(12) . . . . ? C4 C5 C6 C7 1.4(11) . . . . ? C4A' C5A' C6A' C1A' 0.0 . . . . ? C2A' C1A' C6A' C5A' 0.0 . . . . ? C7A C1A' C6A' C5A' 179.3(12) . . . . ? C2A C1A C6A C5A -1(3) . . . . ? C7A C1A C6A C5A -177.4(12) . . . . ? C4A C5A C6A C1A 2(2) . . . . ? C4B C5B C6B C1B -2.1(10) . . . . ? C2B C1B C6B C5B 1.2(10) . . . . ? C7B C1B C6B C5B -177.5(6) . . . . ? C5 C6 C7 C8 -175.8(7) . . . . ? C5 C6 C7 C2 2.3(10) . . . . ? C3 C2 C7 C8 173.3(6) . . . . ? C1 C2 C7 C8 -1.6(9) . . . . ? C3 C2 C7 C6 -4.9(9) . . . . ? C1 C2 C7 C6 -179.7(5) . . . . ? C8A O2A C7A O1A 3.3(8) . . . . ? C8A O2A C7A C1A 173.4(8) . . . . ? C8A O2A C7A C1A' -171.8(7) . . . . ? C2A C1A C7A O1A -10.9(18) . . . . ? C6A C1A C7A O1A 166.1(12) . . . . ? C2A C1A C7A O2A 178.9(11) . . . . ? C6A C1A C7A O2A -4.1(19) . . . . ? C2A C1A C7A C1A' 108(5) . . . . ? C6A C1A C7A C1A' -75(5) . . . . ? C2A' C1A' C7A O1A 23.5(12) . . . . ? C6A' C1A' C7A O1A -155.8(8) . . . . ? C2A' C1A' C7A O2A -161.7(6) . . . . ? C6A' C1A' C7A O2A 19.0(12) . . . . ? C2A' C1A' C7A C1A -46(5) . . . . ? C6A' C1A' C7A C1A 134(6) . . . . ? C8B O2B C7B O1B -9.4(8) . . . . ? C8B O2B C7B C1B 168.6(5) . . . . ? C6B C1B C7B O1B 166.6(6) . . . . ? C2B C1B C7B O1B -12.2(10) . . . . ? C6B C1B C7B O2B -11.3(8) . . . . ? C2B C1B C7B O2B 169.9(5) . . . . ? C6 C7 C8 C9 174.2(6) . . . . ? C2 C7 C8 C9 -3.8(9) . . . . ? C7A O2A C8A C10A -165.3(5) . . . . ? C7A O2A C8A C9A 77.4(7) . . . . ? C7B O2B C8B C10B -126.4(6) . . . . ? C7B O2B C8B C9B 106.7(6) . . . . ? C7 C8 C9 N1 4.2(10) . . . . ? C1 N1 C9 C8 1.4(10) . . . . ? C10 N1 C9 C8 -171.2(6) . . . . ? O2A C8A C9A O3A 9.8(10) . . . . ? C10A C8A C9A O3A -107.4(7) . . . . ? O2A C8A C9A O4A -171.5(5) . . . . ? C10A C8A C9A O4A 71.3(7) . . . . ? O2B C8B C9B O3B 0.8(10) . . . . ? C10B C8B C9B O3B -122.7(7) . . . . ? O2B C8B C9B O4B -176.9(6) . . . . ? C10B C8B C9B O4B 59.6(8) . . . . ? C1 N1 C10 C11 -73.3(8) . . . . ? C9 N1 C10 C11 99.2(7) . . . . ? C12A O7A C10A C8A -150.6(5) . . . . ? C12A O7A C10A C11A 83.4(7) . . . . ? O2A C8A C10A O7A -64.2(6) . . . . ? C9A C8A C10A O7A 55.7(6) . . . . ? O2A C8A C10A C11A 60.7(6) . . . . ? C9A C8A C10A C11A -179.4(5) . . . . ? C12B O7B C10B C8B -169.4(5) . . . . ? C12B O7B C10B C11B 69.6(7) . . . . ? O2B C8B C10B O7B -58.1(6) . . . . ? C9B C8B C10B O7B 68.8(7) . . . . ? O2B C8B C10B C11B 63.2(7) . . . . ? C9B C8B C10B C11B -170.0(6) . . . . ? N1 C10 C11 C12 49.4(8) . . . . ? O7A C10A C11A O6A -7.9(9) . . . . ? C8A C10A C11A O6A -130.3(7) . . . . ? O7A C10A C11A O5A 174.0(5) . . . . ? C8A C10A C11A O5A 51.6(7) . . . . ? O7B C10B C11B O5B 1.4(9) . . . . ? C8B C10B C11B O5B -118.5(8) . . . . ? O7B C10B C11B O6B -178.2(5) . . . . ? C8B C10B C11B O6B 61.9(7) . . . . ? C10 C11 C12 C13 37.6(7) . . . . ? C10A O7A C12A O8A -4.5(9) . . . . ? C10A O7A C12A C13A 174.9(5) . . . . ? C10B O7B C12B O8B 13.0(8) . . . . ? C10B O7B C12B C13B -170.1(5) . . . . ? C11 C12 C13 C14 104.8(7) . . . . ? C11 C12 C13 C27 -71.0(7) . . . . ? O8A C12A C13A C18A -20.5(10) . . . . ? O7A C12A C13A C18A 160.2(6) . . . . ? O8A C12A C13A C14A 156.1(7) . . . . ? O7A C12A C13A C14A -23.3(9) . . . . ? O8B C12B C13B C18B 10.0(9) . . . . ? O7B C12B C13B C18B -166.9(5) . . . . ? O8B C12B C13B C14B -166.2(6) . . . . ? O7B C12B C13B C14B 16.8(8) . . . . ? C27 C13 C14 C15 -0.1(10) . . . . ? C12 C13 C14 C15 -176.0(6) . . . . ? C18A C13A C14A C15A 1.0(9) . . . . ? C12A C13A C14A C15A -175.5(5) . . . . ? C18B C13B C14B C15B 2.2(9) . . . . ? C12B C13B C14B C15B 178.4(6) . . . . ? C13 C14 C15 C16 1.2(10) . . . . ? C13A C14A C15A C16A -1.9(9) . . . . ? C13B C14B C15B C16B -0.5(9) . . . . ? C14 C15 C16 C26 -1.1(10) . . . . ? C14 C15 C16 C17 173.3(7) . . . . ? C14A C15A C16A C17A 0.6(10) . . . . ? C14B C15B C16B C17B -1.1(10) . . . . ? C15 C16 C17 C18 -80.0(8) . . . . ? C26 C16 C17 C18 94.3(7) . . . . ? C15A C16A C17A C18A 1.6(10) . . . . ? C15B C16B C17B C18B 1.1(10) . . . . ? C16 C17 C18 C19 -80.3(7) . . . . ? C14A C13A C18A C17A 1.2(10) . . . . ? C12A C13A C18A C17A 177.8(5) . . . . ? C16A C17A C18A C13A -2.5(10) . . . . ? C16B C17B C18B C13B 0.6(9) . . . . ? C14B C13B C18B C17B -2.2(9) . . . . ? C12B C13B C18B C17B -178.5(6) . . . . ? C17 C18 C19 C20 47.9(8) . . . . ? C21 N2 C20 C19 -77.1(7) . . . . ? C25 N2 C20 C19 96.0(7) . . . . ? C18 C19 C20 N2 -79.9(7) . . . . ? C25 N2 C21 C22 0.0(10) . . . . ? C20 N2 C21 C22 173.3(6) . . . . ? N2 C21 C22 C23 -2.4(11) . . . . ? C21 C22 C23 C24 2.9(10) . . . . ? C22 C23 C24 C25 -1.1(10) . . . . ? C23 C24 C25 N2 -1.3(10) . . . . ? C23 C24 C25 C26 -175.2(6) . . . . ? C21 N2 C25 C24 1.9(10) . . . . ? C20 N2 C25 C24 -170.9(6) . . . . ? C21 N2 C25 C26 176.2(6) . . . . ? C20 N2 C25 C26 3.4(9) . . . . ? C15 C16 C26 C27 0.0(10) . . . . ? C17 C16 C26 C27 -174.2(6) . . . . ? C15 C16 C26 C25 179.1(6) . . . . ? C17 C16 C26 C25 4.9(10) . . . . ? C24 C25 C26 C16 100.5(8) . . . . ? N2 C25 C26 C16 -73.4(8) . . . . ? C24 C25 C26 C27 -80.5(10) . . . . ? N2 C25 C26 C27 105.6(8) . . . . ? C16 C26 C27 C13 1.1(10) . . . . ? C25 C26 C27 C13 -177.9(6) . . . . ? C16 C26 C27 C1 177.5(6) . . . . ? C25 C26 C27 C1 -1.5(11) . . . . ? C14 C13 C27 C26 -1.0(10) . . . . ? C12 C13 C27 C26 174.9(6) . . . . ? C14 C13 C27 C1 -177.8(6) . . . . ? C12 C13 C27 C1 -1.9(9) . . . . ? N1 C1 C27 C26 -114.5(8) . . . . ? C2 C1 C27 C26 70.9(9) . . . . ? N1 C1 C27 C13 62.1(8) . . . . ? C2 C1 C27 C13 -112.5(7) . . . . ? _diffrn_measured_fraction_theta_max 0.927 _diffrn_reflns_theta_full 25.55 _diffrn_measured_fraction_theta_full 0.927 _refine_diff_density_max 0.527 _refine_diff_density_min -0.302 _refine_diff_density_rms 0.062 # Attachment '- P-5-ClO4 - CCDC 829265.cif' data_p-5-clo4 _database_code_depnum_ccdc_archive 'CCDC 829265' #TrackingRef '- P-5-ClO4 - CCDC 829265.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H26 N2, 2(Cl O4), H2 O' _chemical_formula_sum 'C27 H28 Cl2 N2 O9' _chemical_formula_weight 595.41 _chemical_compound_source 'synthesized by the authors' _chemical_absolute_configuration ad loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 11.0841(2) _cell_length_b 13.3658(2) _cell_length_c 17.3210(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2566.07(7) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 35186 _cell_measurement_theta_min 3.3044 _cell_measurement_theta_max 62.2845 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.256 _exptl_crystal_size_mid 0.234 _exptl_crystal_size_min 0.142 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.541 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1240 _exptl_absorpt_coefficient_mu 2.807 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.48905 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET) (compiled Aug 2 2010,13:00:58) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 10.3784 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 41492 _diffrn_reflns_av_R_equivalents 0.0303 _diffrn_reflns_av_sigmaI/netI 0.0125 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 4.18 _diffrn_reflns_theta_max 64.99 _reflns_number_total 4355 _reflns_number_gt 4300 _reflns_threshold_expression >2\s(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET) (compiled Aug 2 2010,13:00:58) ; _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0606P)^2^+1.2983P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _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 -0.001(11) _refine_ls_number_reflns 4355 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0305 _refine_ls_R_factor_gt 0.0301 _refine_ls_wR_factor_ref 0.0911 _refine_ls_wR_factor_gt 0.0904 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 0.5763(2) -0.17748(16) 0.21971(13) 0.0202(5) Uani 1 1 d . . . H1 H 0.5869 -0.1725 0.2740 0.024 Uiso 1 1 calc R . . C2 C 0.6572(2) -0.23019(17) 0.17666(14) 0.0247(5) Uani 1 1 d . . . H2 H 0.7253 -0.2600 0.2007 0.030 Uiso 1 1 calc R . . C3 C 0.6398(3) -0.24052(18) 0.09640(14) 0.0293(5) Uani 1 1 d . . . H3 H 0.6983 -0.2752 0.0665 0.035 Uiso 1 1 calc R . . C4 C 0.5406(2) -0.20171(19) 0.06094(14) 0.0286(5) Uani 1 1 d . . . H4 H 0.5287 -0.2121 0.0072 0.034 Uiso 1 1 calc R . . C5 C 0.4554(2) -0.14604(17) 0.10371(13) 0.0217(5) Uani 1 1 d . . . C6 C 0.3491(2) -0.10598(19) 0.07181(13) 0.0259(5) Uani 1 1 d . . . H6 H 0.3322 -0.1154 0.0185 0.031 Uiso 1 1 calc R . . C7 C 0.2713(2) -0.05457(18) 0.11595(14) 0.0248(5) Uani 1 1 d . . . H7 H 0.1975 -0.0320 0.0943 0.030 Uiso 1 1 calc R . . N8 N 0.29690(17) -0.03389(14) 0.19232(11) 0.0196(4) Uani 1 1 d . . . C9 C 0.2085(2) 0.02745(18) 0.23693(15) 0.0244(5) Uani 1 1 d . . . H9A H 0.1519 0.0603 0.2007 0.029 Uiso 1 1 calc R . . H9B H 0.2521 0.0805 0.2655 0.029 Uiso 1 1 calc R . . C10 C 0.1378(2) -0.03677(18) 0.29365(14) 0.0241(5) Uani 1 1 d . . . H10A H 0.0751 -0.0743 0.2651 0.029 Uiso 1 1 calc R . . H10B H 0.0966 0.0074 0.3312 0.029 Uiso 1 1 calc R . . C11 C 0.2179(2) -0.11109(17) 0.33764(14) 0.0216(5) Uani 1 1 d . . . H11A H 0.1743 -0.1360 0.3836 0.026 Uiso 1 1 calc R . . H11B H 0.2365 -0.1690 0.3041 0.026 Uiso 1 1 calc R . . C12 C 0.33312(19) -0.06156(16) 0.36233(13) 0.0184(5) Uani 1 1 d . . . C13 C 0.3540(2) -0.03472(18) 0.43925(13) 0.0235(5) Uani 1 1 d . . . H13 H 0.2960 -0.0512 0.4776 0.028 Uiso 1 1 calc R . . C14 C 0.4581(2) 0.01560(19) 0.46020(13) 0.0242(5) Uani 1 1 d . . . H14 H 0.4696 0.0334 0.5128 0.029 Uiso 1 1 calc R . . C15 C 0.5467(2) 0.04102(17) 0.40634(13) 0.0204(5) Uani 1 1 d . . . C16 C 0.6574(2) 0.09603(17) 0.43539(13) 0.0221(5) Uani 1 1 d . . . H16A H 0.6335 0.1409 0.4782 0.027 Uiso 1 1 calc R . . H16B H 0.6900 0.1381 0.3933 0.027 Uiso 1 1 calc R . . C17 C 0.7567(2) 0.02485(19) 0.46379(14) 0.0267(5) Uani 1 1 d . . . H17A H 0.8049 0.0597 0.5037 0.032 Uiso 1 1 calc R . . H17B H 0.7181 -0.0336 0.4887 0.032 Uiso 1 1 calc R . . C18 C 0.8416(2) -0.01251(19) 0.40121(14) 0.0244(5) Uani 1 1 d . . . H18A H 0.8980 -0.0616 0.4242 0.029 Uiso 1 1 calc R . . H18B H 0.8899 0.0446 0.3820 0.029 Uiso 1 1 calc R . . C19 C 0.7771(2) -0.06163(17) 0.33277(14) 0.0217(5) Uani 1 1 d . . . H19A H 0.8330 -0.1092 0.3075 0.026 Uiso 1 1 calc R . . H19B H 0.7072 -0.1003 0.3522 0.026 Uiso 1 1 calc R . . N20 N 0.73385(17) 0.01274(14) 0.27414(11) 0.0184(4) Uani 1 1 d . . . C21 C 0.8165(2) 0.04443(18) 0.22180(14) 0.0240(5) Uani 1 1 d . . . H21 H 0.8976 0.0222 0.2264 0.029 Uiso 1 1 calc R . . C22 C 0.7863(2) 0.10768(19) 0.16239(14) 0.0265(5) Uani 1 1 d . . . H22 H 0.8458 0.1302 0.1270 0.032 Uiso 1 1 calc R . . C23 C 0.6678(2) 0.13778(18) 0.15521(14) 0.0244(5) Uani 1 1 d . . . H23 H 0.6440 0.1794 0.1134 0.029 Uiso 1 1 calc R . . C24 C 0.5840(2) 0.10688(17) 0.20941(13) 0.0197(5) Uani 1 1 d . . . H24 H 0.5027 0.1288 0.2053 0.024 Uiso 1 1 calc R . . C25 C 0.6172(2) 0.04433(16) 0.26968(13) 0.0171(4) Uani 1 1 d . . . C26 C 0.5285(2) 0.01305(16) 0.32950(12) 0.0177(4) Uani 1 1 d . . . C27 C 0.4212(2) -0.03705(16) 0.30773(12) 0.0173(4) Uani 1 1 d . . . C28 C 0.3977(2) -0.06751(16) 0.22623(13) 0.0169(5) Uani 1 1 d . . . C29 C 0.4763(2) -0.12995(16) 0.18411(12) 0.0179(5) Uani 1 1 d . . . O1W O 0.9548(3) -0.3511(3) 0.41039(18) 0.0775(8) Uani 1 1 d . . . H2W H 0.8907 -0.3108 0.3935 0.093 Uiso 1 1 d R . . H1W H 0.9658 -0.3405 0.4665 0.093 Uiso 1 1 d R . . Cl1 Cl 0.63372(5) -0.28465(4) 0.44072(3) 0.02256(14) Uani 1 1 d . . . O11 O 0.58044(18) -0.37215(14) 0.47449(12) 0.0370(5) Uani 1 1 d . . . O12 O 0.54167(18) -0.21270(14) 0.42259(13) 0.0417(5) Uani 1 1 d . . . O13 O 0.6925(2) -0.31130(16) 0.36926(12) 0.0439(5) Uani 1 1 d . . . O14 O 0.7202(2) -0.24147(16) 0.49242(12) 0.0438(5) Uani 1 1 d . . . Cl2 Cl 0.99495(5) -0.23932(4) 0.16608(3) 0.02505(15) Uani 1 1 d . . . O21 O 0.95790(19) -0.25140(18) 0.24495(11) 0.0452(5) Uani 1 1 d . . . O22 O 1.12219(19) -0.25601(17) 0.15988(14) 0.0490(6) Uani 1 1 d . . . O23 O 0.93099(18) -0.31031(15) 0.11841(12) 0.0387(5) Uani 1 1 d . . . O24 O 0.9675(2) -0.13983(15) 0.14122(13) 0.0455(5) 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 0.0221(12) 0.0163(11) 0.0222(12) 0.0002(9) 0.0012(9) -0.0025(9) C2 0.0225(12) 0.0182(11) 0.0334(12) -0.0003(10) 0.0045(10) -0.0007(9) C3 0.0333(13) 0.0219(12) 0.0328(12) -0.0060(10) 0.0119(11) -0.0009(11) C4 0.0398(14) 0.0269(12) 0.0192(11) -0.0062(10) 0.0066(10) -0.0071(11) C5 0.0276(12) 0.0202(11) 0.0172(11) -0.0003(9) 0.0008(9) -0.0085(10) C6 0.0319(13) 0.0278(12) 0.0181(10) 0.0004(9) -0.0040(10) -0.0098(10) C7 0.0253(12) 0.0276(12) 0.0216(11) 0.0063(10) -0.0087(10) -0.0075(10) N8 0.0184(10) 0.0184(9) 0.0220(9) 0.0025(7) -0.0024(8) -0.0014(7) C9 0.0187(12) 0.0211(11) 0.0332(12) 0.0006(10) -0.0006(10) 0.0051(9) C10 0.0146(11) 0.0268(12) 0.0309(12) -0.0044(10) 0.0006(10) 0.0018(10) C11 0.0192(11) 0.0223(11) 0.0232(11) -0.0021(9) 0.0037(9) -0.0023(9) C12 0.0156(11) 0.0182(11) 0.0214(11) -0.0019(9) 0.0004(9) 0.0000(8) C13 0.0222(12) 0.0277(12) 0.0207(10) -0.0035(9) 0.0066(10) -0.0034(10) C14 0.0250(12) 0.0301(12) 0.0174(11) -0.0062(9) 0.0031(9) -0.0045(10) C15 0.0183(11) 0.0200(11) 0.0229(11) -0.0019(9) 0.0000(9) -0.0014(9) C16 0.0201(12) 0.0232(11) 0.0230(11) -0.0047(9) 0.0018(9) -0.0043(9) C17 0.0240(12) 0.0316(13) 0.0246(12) -0.0014(10) -0.0051(10) -0.0077(10) C18 0.0186(12) 0.0256(12) 0.0290(12) 0.0026(10) -0.0054(10) -0.0012(9) C19 0.0199(11) 0.0191(11) 0.0260(12) 0.0012(10) -0.0014(10) 0.0009(9) N20 0.0165(9) 0.0194(9) 0.0193(9) -0.0013(7) 0.0013(7) -0.0017(8) C21 0.0193(11) 0.0260(12) 0.0266(12) -0.0028(10) 0.0063(9) -0.0016(10) C22 0.0269(13) 0.0298(12) 0.0227(12) 0.0017(10) 0.0063(10) -0.0055(10) C23 0.0301(13) 0.0226(11) 0.0204(10) 0.0026(9) -0.0002(10) -0.0040(10) C24 0.0190(11) 0.0166(10) 0.0235(11) -0.0008(9) -0.0005(9) 0.0002(9) C25 0.0159(11) 0.0161(10) 0.0193(10) -0.0039(8) 0.0010(9) -0.0004(9) C26 0.0163(10) 0.0176(10) 0.0191(10) 0.0004(9) 0.0029(9) 0.0009(8) C27 0.0182(11) 0.0166(10) 0.0173(10) -0.0001(8) 0.0012(9) 0.0009(9) C28 0.0165(11) 0.0148(10) 0.0193(11) 0.0023(8) -0.0002(9) -0.0034(8) C29 0.0213(12) 0.0144(10) 0.0181(10) 0.0001(8) 0.0017(9) -0.0052(8) O1W 0.0626(17) 0.100(2) 0.0704(18) -0.0007(17) -0.0037(14) 0.0124(17) Cl1 0.0251(3) 0.0202(3) 0.0224(3) 0.0003(2) -0.0038(2) 0.0028(2) O11 0.0419(11) 0.0255(9) 0.0435(11) 0.0102(8) -0.0031(9) -0.0042(8) O12 0.0364(10) 0.0306(10) 0.0579(13) 0.0133(9) -0.0056(9) 0.0114(9) O13 0.0504(13) 0.0451(12) 0.0363(11) -0.0075(9) 0.0118(10) 0.0041(10) O14 0.0544(12) 0.0376(11) 0.0394(10) -0.0035(9) -0.0230(10) -0.0093(10) Cl2 0.0266(3) 0.0230(3) 0.0256(3) -0.0020(2) 0.0063(2) 0.0005(2) O21 0.0492(12) 0.0603(13) 0.0260(9) 0.0010(9) 0.0063(9) -0.0090(11) O22 0.0272(10) 0.0456(12) 0.0742(15) -0.0111(12) 0.0143(10) 0.0000(9) O23 0.0424(11) 0.0343(10) 0.0393(11) -0.0134(9) 0.0054(9) -0.0058(9) O24 0.0632(14) 0.0254(10) 0.0478(12) 0.0027(9) -0.0097(11) 0.0046(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 C1 C2 1.363(3) . ? C1 C29 1.418(3) . ? C1 H1 0.9500 . ? C2 C3 1.410(4) . ? C2 H2 0.9500 . ? C3 C4 1.362(4) . ? C3 H3 0.9500 . ? C4 C5 1.413(4) . ? C4 H4 0.9500 . ? C5 C6 1.407(4) . ? C5 C29 1.428(3) . ? C6 C7 1.341(4) . ? C6 H6 0.9500 . ? C7 N8 1.381(3) . ? C7 H7 0.9500 . ? N8 C28 1.339(3) . ? N8 C9 1.493(3) . ? C9 C10 1.522(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.535(3) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.501(3) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C27 1.398(3) . ? C12 C13 1.399(3) . ? C13 C14 1.384(3) . ? C13 H13 0.9500 . ? C14 C15 1.397(3) . ? C14 H14 0.9500 . ? C15 C26 1.397(3) . ? C15 C16 1.516(3) . ? C16 C17 1.536(3) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.520(3) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.532(3) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 N20 1.500(3) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? N20 C21 1.356(3) . ? N20 C25 1.362(3) . ? C21 C22 1.373(4) . ? C21 H21 0.9500 . ? C22 C23 1.379(4) . ? C22 H22 0.9500 . ? C23 C24 1.384(3) . ? C23 H23 0.9500 . ? C24 C25 1.387(3) . ? C24 H24 0.9500 . ? C25 C26 1.488(3) . ? C26 C27 1.416(3) . ? C27 C28 1.492(3) . ? C28 C29 1.410(3) . ? O1W H2W 0.9376 . ? O1W H1W 0.9894 . ? Cl1 O14 1.433(2) . ? Cl1 O11 1.4347(19) . ? Cl1 O12 1.4369(19) . ? Cl1 O13 1.444(2) . ? Cl2 O24 1.430(2) . ? Cl2 O22 1.432(2) . ? Cl2 O21 1.4357(19) . ? Cl2 O23 1.444(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C29 120.5(2) . . ? C2 C1 H1 119.7 . . ? C29 C1 H1 119.7 . . ? C1 C2 C3 120.0(2) . . ? C1 C2 H2 120.0 . . ? C3 C2 H2 120.0 . . ? C4 C3 C2 121.2(2) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C3 C4 C5 120.3(2) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C6 C5 C4 123.7(2) . . ? C6 C5 C29 117.5(2) . . ? C4 C5 C29 118.8(2) . . ? C7 C6 C5 120.6(2) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C6 C7 N8 121.1(2) . . ? C6 C7 H7 119.4 . . ? N8 C7 H7 119.4 . . ? C28 N8 C7 121.6(2) . . ? C28 N8 C9 120.29(19) . . ? C7 N8 C9 118.1(2) . . ? N8 C9 C10 111.23(18) . . ? N8 C9 H9A 109.4 . . ? C10 C9 H9A 109.4 . . ? N8 C9 H9B 109.4 . . ? C10 C9 H9B 109.4 . . ? H9A C9 H9B 108.0 . . ? C9 C10 C11 112.81(19) . . ? C9 C10 H10A 109.0 . . ? C11 C10 H10A 109.0 . . ? C9 C10 H10B 109.0 . . ? C11 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? C12 C11 C10 110.37(19) . . ? C12 C11 H11A 109.6 . . ? C10 C11 H11A 109.6 . . ? C12 C11 H11B 109.6 . . ? C10 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? C27 C12 C13 118.0(2) . . ? C27 C12 C11 120.3(2) . . ? C13 C12 C11 121.7(2) . . ? C14 C13 C12 120.8(2) . . ? C14 C13 H13 119.6 . . ? C12 C13 H13 119.6 . . ? C13 C14 C15 122.0(2) . . ? C13 C14 H14 119.0 . . ? C15 C14 H14 119.0 . . ? C14 C15 C26 118.0(2) . . ? C14 C15 C16 117.7(2) . . ? C26 C15 C16 124.3(2) . . ? C15 C16 C17 112.70(19) . . ? C15 C16 H16A 109.1 . . ? C17 C16 H16A 109.1 . . ? C15 C16 H16B 109.1 . . ? C17 C16 H16B 109.1 . . ? H16A C16 H16B 107.8 . . ? C18 C17 C16 114.75(19) . . ? C18 C17 H17A 108.6 . . ? C16 C17 H17A 108.6 . . ? C18 C17 H17B 108.6 . . ? C16 C17 H17B 108.6 . . ? H17A C17 H17B 107.6 . . ? C17 C18 C19 113.83(19) . . ? C17 C18 H18A 108.8 . . ? C19 C18 H18A 108.8 . . ? C17 C18 H18B 108.8 . . ? C19 C18 H18B 108.8 . . ? H18A C18 H18B 107.7 . . ? N20 C19 C18 112.90(18) . . ? N20 C19 H19A 109.0 . . ? C18 C19 H19A 109.0 . . ? N20 C19 H19B 109.0 . . ? C18 C19 H19B 109.0 . . ? H19A C19 H19B 107.8 . . ? C21 N20 C25 120.4(2) . . ? C21 N20 C19 116.34(19) . . ? C25 N20 C19 123.18(19) . . ? N20 C21 C22 121.9(2) . . ? N20 C21 H21 119.0 . . ? C22 C21 H21 119.0 . . ? C21 C22 C23 118.6(2) . . ? C21 C22 H22 120.7 . . ? C23 C22 H22 120.7 . . ? C22 C23 C24 119.4(2) . . ? C22 C23 H23 120.3 . . ? C24 C23 H23 120.3 . . ? C23 C24 C25 120.8(2) . . ? C23 C24 H24 119.6 . . ? C25 C24 H24 119.6 . . ? N20 C25 C24 118.8(2) . . ? N20 C25 C26 120.0(2) . . ? C24 C25 C26 121.2(2) . . ? C15 C26 C27 120.1(2) . . ? C15 C26 C25 119.5(2) . . ? C27 C26 C25 120.14(19) . . ? C12 C27 C26 121.1(2) . . ? C12 C27 C28 117.0(2) . . ? C26 C27 C28 121.88(19) . . ? N8 C28 C29 119.2(2) . . ? N8 C28 C27 118.0(2) . . ? C29 C28 C27 122.9(2) . . ? C28 C29 C1 121.5(2) . . ? C28 C29 C5 119.6(2) . . ? C1 C29 C5 118.9(2) . . ? H2W O1W H1W 108.6 . . ? O14 Cl1 O11 110.42(12) . . ? O14 Cl1 O12 109.99(13) . . ? O11 Cl1 O12 110.03(12) . . ? O14 Cl1 O13 109.46(14) . . ? O11 Cl1 O13 109.53(12) . . ? O12 Cl1 O13 107.35(13) . . ? O24 Cl2 O22 109.35(14) . . ? O24 Cl2 O21 109.28(14) . . ? O22 Cl2 O21 109.61(14) . . ? O24 Cl2 O23 109.54(13) . . ? O22 Cl2 O23 109.78(12) . . ? O21 Cl2 O23 109.26(13) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 64.99 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.323 _refine_diff_density_min -0.634 _refine_diff_density_rms 0.055 # Attachment '- rac-2-PF6 - CCDC 829266.cif' data_rac-2-pf6 _database_code_depnum_ccdc_archive 'CCDC 829266' #TrackingRef '- rac-2-PF6 - CCDC 829266.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H26 N2, 2(F6 P)' _chemical_formula_sum 'C27 H26 F12 N2 P2' _chemical_formula_weight 668.44 _chemical_compound_source 'synthesized by the authors' 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.8836(7) _cell_length_b 17.9623(10) _cell_length_c 18.7911(10) _cell_angle_alpha 75.440(2) _cell_angle_beta 88.260(2) _cell_angle_gamma 85.425(2) _cell_volume 4520.9(4) _cell_formula_units_Z 6 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9912 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 25.99 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.473 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2040 _exptl_absorpt_coefficient_mu 0.239 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 56115 _diffrn_reflns_av_R_equivalents 0.0491 _diffrn_reflns_av_sigmaI/netI 0.0814 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.12 _diffrn_reflns_theta_max 26.00 _reflns_number_total 17715 _reflns_number_gt 9595 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker APEX2' _computing_data_reduction 'Bruker APEX2' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1961P)^2^+13.1545P] 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 17715 _refine_ls_number_parameters 1162 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1328 _refine_ls_R_factor_gt 0.0733 _refine_ls_wR_factor_ref 0.2488 _refine_ls_wR_factor_gt 0.2068 _refine_ls_goodness_of_fit_ref 0.710 _refine_ls_restrained_S_all 0.710 _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 C1A C 0.2491(3) 0.1154(2) 0.2542(2) 0.0318(10) Uani 1 1 d . . . H1A H 0.3174 0.1155 0.2502 0.038 Uiso 1 1 calc R . . C2A C 0.2006(4) 0.1427(3) 0.3087(3) 0.0401(11) Uani 1 1 d . . . H2A H 0.2359 0.1590 0.3438 0.048 Uiso 1 1 calc R . . C3A C 0.1016(4) 0.1465(3) 0.3123(3) 0.0470(12) Uani 1 1 d . . . H3A H 0.0681 0.1657 0.3496 0.056 Uiso 1 1 calc R . . C4A C 0.0516(4) 0.1222(3) 0.2615(3) 0.0414(11) Uani 1 1 d . . . H4A H -0.0170 0.1266 0.2625 0.050 Uiso 1 1 calc R . . N5A N 0.0990(3) 0.0921(2) 0.2101(2) 0.0343(8) Uani 1 1 d . . . C6A C 0.0408(3) 0.0621(3) 0.1594(3) 0.0403(11) Uani 1 1 d . . . H6A1 H -0.0262 0.0573 0.1786 0.048 Uiso 1 1 calc R . . H6A2 H 0.0684 0.0101 0.1575 0.048 Uiso 1 1 calc R . . C7A C 0.0391(3) 0.1153(3) 0.0817(3) 0.0435(12) Uani 1 1 d . . . H7A1 H 0.0123 0.0885 0.0475 0.052 Uiso 1 1 calc R . . H7A2 H -0.0039 0.1621 0.0812 0.052 Uiso 1 1 calc R . . C8A C 0.1394(4) 0.1389(3) 0.0550(3) 0.0433(12) Uani 1 1 d . . . H8A1 H 0.1391 0.1577 0.0008 0.052 Uiso 1 1 calc R . . H8A2 H 0.1552 0.1821 0.0755 0.052 Uiso 1 1 calc R . . C9A C 0.2163(3) 0.0738(3) 0.0768(2) 0.0335(10) Uani 1 1 d . . . C10A C 0.2590(4) 0.0347(3) 0.0270(2) 0.0395(11) Uani 1 1 d . . . H10A H 0.2388 0.0490 -0.0228 0.047 Uiso 1 1 calc R . . C11A C 0.3290(4) -0.0238(3) 0.0486(2) 0.0400(11) Uani 1 1 d . . . H11A H 0.3566 -0.0491 0.0132 0.048 Uiso 1 1 calc R . . C12A C 0.3617(3) -0.0476(2) 0.1209(2) 0.0312(9) Uani 1 1 d . . . C13A C 0.4430(3) -0.1099(3) 0.1409(2) 0.0359(10) Uani 1 1 d . . . H13A H 0.4378 -0.1478 0.1112 0.043 Uiso 1 1 calc R . . H13B H 0.4363 -0.1374 0.1933 0.043 Uiso 1 1 calc R . . C14A C 0.5433(3) -0.0776(3) 0.1278(3) 0.0459(12) Uani 1 1 d . . . H14A H 0.5910 -0.1196 0.1216 0.055 Uiso 1 1 calc R . . H14B H 0.5418 -0.0371 0.0810 0.055 Uiso 1 1 calc R . . C15A C 0.5790(4) -0.0438(3) 0.1873(3) 0.0502(13) Uani 1 1 d . . . H15A H 0.6400 -0.0197 0.1699 0.060 Uiso 1 1 calc R . . H15B H 0.5943 -0.0865 0.2311 0.060 Uiso 1 1 calc R . . C16A C 0.5088(3) 0.0168(3) 0.2109(3) 0.0391(11) Uani 1 1 d . . . H16A H 0.5462 0.0511 0.2314 0.047 Uiso 1 1 calc R . . H16B H 0.4740 0.0488 0.1673 0.047 Uiso 1 1 calc R . . N17A N 0.4370(3) -0.0202(2) 0.26727(19) 0.0318(8) Uani 1 1 d . . . C18A C 0.4666(3) -0.0376(3) 0.3396(3) 0.0406(11) Uani 1 1 d . . . H18A H 0.5304 -0.0284 0.3502 0.049 Uiso 1 1 calc R . . C19A C 0.4070(4) -0.0673(3) 0.3949(3) 0.0455(12) Uani 1 1 d . . . H19A H 0.4286 -0.0783 0.4442 0.055 Uiso 1 1 calc R . . C20A C 0.3119(3) -0.0825(3) 0.3806(2) 0.0369(10) Uani 1 1 d . . . C21A C 0.2438(4) -0.1104(3) 0.4368(3) 0.0540(14) Uani 1 1 d . . . H21A H 0.2607 -0.1189 0.4870 0.065 Uiso 1 1 calc R . . C22A C 0.1549(4) -0.1249(3) 0.4190(3) 0.0563(15) Uani 1 1 d . . . H22A H 0.1091 -0.1421 0.4570 0.068 Uiso 1 1 calc R . . C23A C 0.1287(3) -0.1152(3) 0.3458(3) 0.0423(11) Uani 1 1 d . . . H23A H 0.0668 -0.1279 0.3347 0.051 Uiso 1 1 calc R . . C24A C 0.1919(3) -0.0873(2) 0.2902(2) 0.0310(9) Uani 1 1 d . . . H24A H 0.1734 -0.0802 0.2405 0.037 Uiso 1 1 calc R . . C25A C 0.2840(3) -0.0692(2) 0.3059(2) 0.0285(9) Uani 1 1 d . . . C26A C 0.3487(3) -0.0342(2) 0.2498(2) 0.0286(9) Uani 1 1 d . . . C27A C 0.3191(3) -0.0096(2) 0.1720(2) 0.0289(9) Uani 1 1 d . . . C28A C 0.2448(3) 0.0498(2) 0.1501(2) 0.0283(9) Uani 1 1 d . . . C29A C 0.1978(3) 0.0877(2) 0.2050(2) 0.0291(9) Uani 1 1 d . . . C1B C 0.3715(3) 0.5034(2) 0.3023(2) 0.0284(9) Uani 1 1 d . . . H1B H 0.3856 0.5542 0.2770 0.034 Uiso 1 1 calc R . . C2B C 0.4039(3) 0.4728(3) 0.3734(2) 0.0348(10) Uani 1 1 d . . . H2B H 0.4407 0.5022 0.3966 0.042 Uiso 1 1 calc R . . C3B C 0.3824(3) 0.3999(3) 0.4101(2) 0.0353(10) Uani 1 1 d . . . H3B H 0.4035 0.3783 0.4591 0.042 Uiso 1 1 calc R . . C4B C 0.3299(3) 0.3585(3) 0.3748(2) 0.0335(10) Uani 1 1 d . . . H4B H 0.3152 0.3078 0.3999 0.040 Uiso 1 1 calc R . . N5B N 0.2987(2) 0.38833(19) 0.30523(18) 0.0273(8) Uani 1 1 d . . . C6B C 0.2462(3) 0.3399(2) 0.2686(2) 0.0324(10) Uani 1 1 d . . . H6B1 H 0.1911 0.3714 0.2411 0.039 Uiso 1 1 calc R . . H6B2 H 0.2200 0.2972 0.3063 0.039 Uiso 1 1 calc R . . C7B C 0.3118(3) 0.3065(3) 0.2156(3) 0.0360(10) Uani 1 1 d . . . H7B1 H 0.3553 0.2637 0.2440 0.043 Uiso 1 1 calc R . . H7B2 H 0.2718 0.2854 0.1837 0.043 Uiso 1 1 calc R . . C8B C 0.3721(3) 0.3680(3) 0.1680(2) 0.0362(10) Uani 1 1 d . . . H8B1 H 0.4272 0.3757 0.1969 0.043 Uiso 1 1 calc R . . H8B2 H 0.3987 0.3498 0.1253 0.043 Uiso 1 1 calc R . . C9B C 0.3142(3) 0.4438(3) 0.1406(2) 0.0324(10) Uani 1 1 d . . . C10B C 0.2843(3) 0.4691(3) 0.0686(2) 0.0392(11) Uani 1 1 d . . . H10B H 0.3021 0.4389 0.0348 0.047 Uiso 1 1 calc R . . C11B C 0.2280(3) 0.5389(3) 0.0447(2) 0.0412(11) Uani 1 1 d . . . H11B H 0.2082 0.5550 -0.0051 0.049 Uiso 1 1 calc R . . C12B C 0.2005(3) 0.5850(3) 0.0924(2) 0.0320(10) Uani 1 1 d . . . C13B C 0.1404(3) 0.6598(3) 0.0646(2) 0.0388(11) Uani 1 1 d . . . H13C H 0.1019 0.6722 0.1060 0.047 Uiso 1 1 calc R . . H13D H 0.0948 0.6537 0.0274 0.047 Uiso 1 1 calc R . . C14B C 0.2033(4) 0.7274(3) 0.0302(3) 0.0500(13) Uani 1 1 d . . . H14C H 0.2565 0.7083 0.0016 0.060 Uiso 1 1 calc R . . H14D H 0.1632 0.7676 -0.0046 0.060 Uiso 1 1 calc R . . C15B C 0.2465(4) 0.7641(3) 0.0851(3) 0.0532(14) Uani 1 1 d . . . H15C H 0.1937 0.7931 0.1056 0.064 Uiso 1 1 calc R . . H15D H 0.2913 0.8020 0.0582 0.064 Uiso 1 1 calc R . . C16B C 0.3015(3) 0.7093(3) 0.1495(3) 0.0439(12) Uani 1 1 d . . . H16C H 0.3371 0.6673 0.1319 0.053 Uiso 1 1 calc R . . H16D H 0.3494 0.7379 0.1677 0.053 Uiso 1 1 calc R . . N17B N 0.2360(3) 0.6752(2) 0.2110(2) 0.0343(8) Uani 1 1 d . . . C18B C 0.2131(4) 0.7172(3) 0.2612(3) 0.0468(13) Uani 1 1 d . . . H18B H 0.2365 0.7669 0.2536 0.056 Uiso 1 1 calc R . . C19B C 0.1592(4) 0.6909(3) 0.3205(3) 0.0505(14) Uani 1 1 d . . . H19B H 0.1480 0.7206 0.3556 0.061 Uiso 1 1 calc R . . C20B C 0.1187(3) 0.6199(3) 0.3319(2) 0.0383(11) Uani 1 1 d . . . C21B C 0.0604(4) 0.5870(4) 0.3936(3) 0.0547(15) Uani 1 1 d . . . H21B H 0.0490 0.6126 0.4320 0.066 Uiso 1 1 calc R . . C22B C 0.0211(4) 0.5196(4) 0.3979(3) 0.0580(16) Uani 1 1 d . . . H22B H -0.0161 0.4978 0.4402 0.070 Uiso 1 1 calc R . . C23B C 0.0337(3) 0.4811(3) 0.3422(3) 0.0458(12) Uani 1 1 d . . . H23B H 0.0029 0.4349 0.3457 0.055 Uiso 1 1 calc R . . C24B C 0.0903(3) 0.5099(3) 0.2824(2) 0.0327(10) Uani 1 1 d . . . H24B H 0.0987 0.4837 0.2443 0.039 Uiso 1 1 calc R . . C25B C 0.1364(3) 0.5783(2) 0.2771(2) 0.0296(9) Uani 1 1 d . . . C26B C 0.2001(3) 0.6061(2) 0.2185(2) 0.0254(9) Uani 1 1 d . . . C27B C 0.2311(3) 0.5600(2) 0.1652(2) 0.0254(9) Uani 1 1 d . . . C28B C 0.2862(3) 0.4886(2) 0.1899(2) 0.0259(9) Uani 1 1 d . . . C29B C 0.3191(3) 0.4609(2) 0.2679(2) 0.0237(8) Uani 1 1 d . . . C1C C 0.8627(3) 0.5380(3) 0.1847(2) 0.0293(9) Uani 1 1 d . . . H1C H 0.8878 0.4871 0.2077 0.035 Uiso 1 1 calc R . . C2C C 0.8864(3) 0.5707(3) 0.1114(3) 0.0406(11) Uani 1 1 d . . . H2C H 0.9268 0.5422 0.0844 0.049 Uiso 1 1 calc R . . C3C C 0.8506(4) 0.6446(3) 0.0786(3) 0.0449(12) Uani 1 1 d . . . H3C H 0.8655 0.6680 0.0287 0.054 Uiso 1 1 calc R . . C4C C 0.7930(3) 0.6834(3) 0.1196(3) 0.0399(11) Uani 1 1 d . . . H4C H 0.7680 0.7345 0.0973 0.048 Uiso 1 1 calc R . . N5C N 0.7706(3) 0.6524(2) 0.19012(19) 0.0338(8) Uani 1 1 d . . . C6C C 0.7082(3) 0.6993(3) 0.2317(3) 0.0427(11) Uani 1 1 d . . . H6C1 H 0.6569 0.6677 0.2585 0.051 Uiso 1 1 calc R . . H6C2 H 0.6764 0.7444 0.1965 0.051 Uiso 1 1 calc R . . C7C C 0.7662(4) 0.7273(3) 0.2866(3) 0.0468(12) Uani 1 1 d . . . H7C1 H 0.8016 0.7719 0.2599 0.056 Uiso 1 1 calc R . . H7C2 H 0.7213 0.7448 0.3221 0.056 Uiso 1 1 calc R . . C8C C 0.8378(4) 0.6643(3) 0.3283(3) 0.0446(12) Uani 1 1 d . . . H8C1 H 0.8943 0.6585 0.2961 0.053 Uiso 1 1 calc R . . H8C2 H 0.8610 0.6794 0.3716 0.053 Uiso 1 1 calc R . . C9C C 0.7936(3) 0.5884(3) 0.3534(2) 0.0359(10) Uani 1 1 d . . . C10C C 0.7692(3) 0.5575(3) 0.4272(2) 0.0416(12) Uani 1 1 d . . . H10C H 0.7834 0.5840 0.4630 0.050 Uiso 1 1 calc R . . C11C C 0.7250(3) 0.4896(3) 0.4486(2) 0.0409(11) Uani 1 1 d . . . H11C H 0.7081 0.4706 0.4989 0.049 Uiso 1 1 calc R . . C12C C 0.7045(3) 0.4479(3) 0.3984(2) 0.0313(10) Uani 1 1 d . . . C13C C 0.6556(3) 0.3733(3) 0.4260(2) 0.0377(11) Uani 1 1 d . . . H13E H 0.6203 0.3630 0.3849 0.045 Uiso 1 1 calc R . . H13F H 0.6075 0.3796 0.4645 0.045 Uiso 1 1 calc R . . C14C C 0.7261(3) 0.3038(3) 0.4576(2) 0.0431(12) Uani 1 1 d . . . H14E H 0.7748 0.3201 0.4869 0.052 Uiso 1 1 calc R . . H14F H 0.6900 0.2639 0.4917 0.052 Uiso 1 1 calc R . . C15C C 0.7784(3) 0.2677(3) 0.4013(3) 0.0417(11) Uani 1 1 d . . . H15E H 0.7316 0.2400 0.3809 0.050 Uiso 1 1 calc R . . H15F H 0.8287 0.2289 0.4269 0.050 Uiso 1 1 calc R . . C16C C 0.8266(3) 0.3234(3) 0.3370(2) 0.0349(10) Uani 1 1 d . . . H16E H 0.8552 0.3638 0.3552 0.042 Uiso 1 1 calc R . . H16F H 0.8794 0.2948 0.3161 0.042 Uiso 1 1 calc R . . N17C N 0.7552(2) 0.3606(2) 0.27822(18) 0.0295(8) Uani 1 1 d . . . C18C C 0.7365(3) 0.3150(3) 0.2318(2) 0.0363(10) Uani 1 1 d . . . H18C H 0.7653 0.2638 0.2408 0.044 Uiso 1 1 calc R . . C19C C 0.6782(3) 0.3422(3) 0.1743(3) 0.0421(12) Uani 1 1 d . . . H19C H 0.6681 0.3110 0.1416 0.051 Uiso 1 1 calc R . . C20C C 0.6316(3) 0.4169(3) 0.1619(2) 0.0390(11) Uani 1 1 d . . . C21C C 0.5719(4) 0.4509(4) 0.1004(2) 0.0519(14) Uani 1 1 d . . . H21C H 0.5626 0.4232 0.0646 0.062 Uiso 1 1 calc R . . C22C C 0.5281(4) 0.5224(4) 0.0926(3) 0.0576(16) Uani 1 1 d . . . H22C H 0.4898 0.5447 0.0505 0.069 Uiso 1 1 calc R . . C23C C 0.5379(3) 0.5646(3) 0.1451(3) 0.0474(13) Uani 1 1 d . . . H23C H 0.5055 0.6145 0.1386 0.057 Uiso 1 1 calc R . . C24C C 0.5942(3) 0.5340(3) 0.2059(2) 0.0370(11) Uani 1 1 d . . . H24C H 0.5986 0.5616 0.2425 0.044 Uiso 1 1 calc R . . C25C C 0.6455(3) 0.4613(3) 0.2137(2) 0.0287(9) Uani 1 1 d . . . C26C C 0.7116(3) 0.4308(2) 0.2714(2) 0.0247(9) Uani 1 1 d . . . C27C C 0.7325(3) 0.4764(3) 0.3248(2) 0.0286(9) Uani 1 1 d . . . C28C C 0.7754(3) 0.5468(3) 0.3021(2) 0.0291(9) Uani 1 1 d . . . C29C C 0.8032(3) 0.5789(2) 0.2241(2) 0.0295(9) Uani 1 1 d . . . P1A P 0.07119(9) 0.26671(9) 0.46837(8) 0.0476(4) Uani 1 1 d . . . F1A F 0.0150(3) 0.1952(2) 0.46150(18) 0.0729(11) Uani 1 1 d . . . F2A F 0.0776(4) 0.2350(3) 0.55298(19) 0.0992(14) Uani 1 1 d . . . F3A F 0.1240(2) 0.3408(2) 0.4725(2) 0.0723(10) Uani 1 1 d . . . F4A F 0.0607(3) 0.3001(2) 0.38059(17) 0.0683(9) Uani 1 1 d . . . F5A F 0.1700(2) 0.2239(2) 0.4522(2) 0.0740(10) Uani 1 1 d . . . F6A F -0.0291(2) 0.3148(3) 0.4759(2) 0.0918(14) Uani 1 1 d . . . P1B P 0.03269(11) 0.14812(8) 0.84710(8) 0.0512(4) Uani 1 1 d . . . F1B F 0.0663(3) 0.1143(3) 0.7803(2) 0.1043(15) Uani 1 1 d . . . F2B F 0.0470(3) 0.06549(18) 0.9016(2) 0.0734(10) Uani 1 1 d . . . F3B F -0.0039(3) 0.1826(2) 0.9146(2) 0.0757(10) Uani 1 1 d . . . F4B F 0.0175(3) 0.2317(2) 0.7943(2) 0.1060(17) Uani 1 1 d . . . F5B F 0.1420(2) 0.1632(2) 0.86131(18) 0.0681(10) Uani 1 1 d . . . F6B F -0.0769(2) 0.1330(2) 0.83332(19) 0.0674(9) Uani 1 1 d . . . P1C P 0.50651(10) 0.16987(8) 0.37450(8) 0.0506(4) Uani 1 1 d . . . F1C F 0.4670(3) 0.1412(2) 0.3083(2) 0.0893(13) Uani 1 1 d . . . F2C F 0.5017(3) 0.08494(19) 0.4274(2) 0.0830(12) Uani 1 1 d . . . F3C F 0.5503(3) 0.1976(2) 0.4375(2) 0.0940(13) Uani 1 1 d . . . F4C F 0.5085(3) 0.2554(2) 0.32363(19) 0.0742(10) Uani 1 1 d . . . F5C F 0.6122(3) 0.1517(4) 0.3466(3) 0.129(2) Uani 1 1 d . . . F6C F 0.3990(3) 0.1896(2) 0.3959(3) 0.0948(13) Uani 1 1 d . . . P1D P 0.46533(8) 0.69967(7) 0.35311(6) 0.0338(3) Uani 1 1 d . . . F1D F 0.3859(2) 0.64088(17) 0.38867(16) 0.0527(7) Uani 1 1 d . . . F2D F 0.4499(2) 0.67907(18) 0.27591(16) 0.0599(8) Uani 1 1 d . . . F3D F 0.5419(2) 0.75922(18) 0.31430(17) 0.0555(8) Uani 1 1 d . . . F4D F 0.4794(3) 0.7192(2) 0.42866(16) 0.0746(11) Uani 1 1 d . . . F5D F 0.3820(2) 0.76750(18) 0.3322(2) 0.0651(9) Uani 1 1 d . . . F6D F 0.5483(2) 0.6318(2) 0.3694(2) 0.0749(10) Uani 1 1 d . . . P1E P 0.46013(10) 0.23031(8) 0.02271(7) 0.0460(3) Uani 1 1 d . . . F1E F 0.4062(4) 0.2036(2) 0.0983(2) 0.1090(17) Uani 1 1 d . . . F2E F 0.3808(4) 0.1957(3) -0.0170(3) 0.1222(18) Uani 1 1 d . . . F3E F 0.5111(4) 0.2567(2) -0.0546(2) 0.1147(19) Uani 1 1 d . . . F4E F 0.5335(3) 0.2688(4) 0.0595(4) 0.147(2) Uani 1 1 d . . . F5E F 0.3942(3) 0.3094(2) 0.00731(19) 0.0824(12) Uani 1 1 d . . . F6E F 0.5223(4) 0.1518(2) 0.0359(2) 0.1031(16) Uani 1 1 d . . . P1F P 0.00474(8) 0.34652(7) 0.13677(6) 0.0360(3) Uani 1 1 d . . . F1F F -0.0968(2) 0.39199(19) 0.1246(2) 0.0734(10) Uani 1 1 d . . . F2F F 0.1037(3) 0.2982(3) 0.1523(4) 0.162(3) Uani 1 1 d . . . F3F F -0.0568(5) 0.2697(4) 0.1686(4) 0.0690(18) Uiso 0.50 1 d P . . F4F F -0.0381(5) 0.2852(4) 0.1034(4) 0.0530(18) Uiso 0.40 1 d P . . F5F F 0.0161(5) 0.3175(4) 0.0675(4) 0.0706(18) Uiso 0.50 1 d P . . F6F F 0.0130(5) 0.4002(4) 0.0498(4) 0.0718(19) Uiso 0.50 1 d P . . F7F F 0.0655(7) 0.4117(6) 0.1066(6) 0.076(3) Uiso 0.40 1 d P . . F8F F 0.0589(5) 0.4223(4) 0.1436(5) 0.0559(17) Uiso 0.50 1 d P . . F9F F 0.0374(10) 0.4086(9) 0.1777(9) 0.079(4) Uiso 0.30 1 d P . . F10F F -0.0119(5) 0.3603(4) 0.2201(4) 0.0685(18) Uiso 0.50 1 d P . . F11F F -0.0024(7) 0.3021(6) 0.2137(5) 0.079(3) Uiso 0.40 1 d P . . 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 C1A 0.047(3) 0.018(2) 0.033(2) -0.0104(18) -0.0059(19) -0.0036(18) C2A 0.059(3) 0.027(2) 0.038(3) -0.015(2) -0.007(2) 0.000(2) C3A 0.066(3) 0.038(3) 0.041(3) -0.020(2) 0.001(2) 0.002(2) C4A 0.047(3) 0.035(3) 0.043(3) -0.013(2) 0.006(2) 0.001(2) N5A 0.043(2) 0.0257(19) 0.036(2) -0.0102(16) -0.0024(16) -0.0031(16) C6A 0.037(2) 0.040(3) 0.049(3) -0.019(2) -0.010(2) -0.005(2) C7A 0.045(3) 0.039(3) 0.048(3) -0.013(2) -0.019(2) 0.000(2) C8A 0.059(3) 0.034(3) 0.035(3) -0.003(2) -0.010(2) -0.006(2) C9A 0.044(2) 0.029(2) 0.026(2) 0.0000(18) -0.0026(18) -0.0112(19) C10A 0.054(3) 0.043(3) 0.021(2) -0.005(2) -0.001(2) -0.010(2) C11A 0.057(3) 0.042(3) 0.025(2) -0.014(2) 0.009(2) -0.012(2) C12A 0.037(2) 0.029(2) 0.029(2) -0.0090(18) 0.0078(18) -0.0100(18) C13A 0.045(3) 0.033(2) 0.033(2) -0.014(2) 0.0095(19) -0.004(2) C14A 0.043(3) 0.042(3) 0.057(3) -0.022(2) 0.014(2) -0.001(2) C15A 0.037(3) 0.052(3) 0.065(3) -0.021(3) 0.010(2) -0.007(2) C16A 0.035(2) 0.040(3) 0.047(3) -0.017(2) 0.006(2) -0.012(2) N17A 0.038(2) 0.0279(19) 0.0324(19) -0.0129(16) -0.0011(15) -0.0053(16) C18A 0.040(3) 0.039(3) 0.043(3) -0.010(2) -0.010(2) -0.005(2) C19A 0.063(3) 0.041(3) 0.032(3) -0.006(2) -0.017(2) -0.009(2) C20A 0.050(3) 0.027(2) 0.033(2) -0.0056(19) -0.003(2) -0.007(2) C21A 0.084(4) 0.051(3) 0.024(2) 0.002(2) 0.002(2) -0.020(3) C22A 0.062(3) 0.067(4) 0.033(3) 0.004(3) 0.012(2) -0.022(3) C23A 0.042(3) 0.037(3) 0.047(3) -0.006(2) 0.004(2) -0.012(2) C24A 0.039(2) 0.023(2) 0.030(2) -0.0061(18) -0.0015(18) 0.0002(18) C25A 0.038(2) 0.021(2) 0.027(2) -0.0082(17) 0.0024(17) 0.0014(17) C26A 0.038(2) 0.021(2) 0.031(2) -0.0154(18) -0.0045(18) -0.0008(18) C27A 0.037(2) 0.026(2) 0.027(2) -0.0088(18) 0.0058(17) -0.0123(18) C28A 0.035(2) 0.024(2) 0.027(2) -0.0070(18) 0.0055(17) -0.0113(18) C29A 0.039(2) 0.018(2) 0.029(2) -0.0021(17) 0.0006(18) -0.0024(17) C1B 0.024(2) 0.029(2) 0.034(2) -0.0116(18) 0.0024(17) -0.0016(17) C2B 0.031(2) 0.041(3) 0.036(2) -0.019(2) -0.0031(18) 0.0029(19) C3B 0.036(2) 0.039(3) 0.029(2) -0.006(2) -0.0022(18) 0.007(2) C4B 0.034(2) 0.031(2) 0.033(2) -0.005(2) 0.0050(19) 0.0014(19) N5B 0.0255(17) 0.0257(19) 0.0331(19) -0.0116(15) 0.0055(14) -0.0035(14) C6B 0.034(2) 0.025(2) 0.041(2) -0.0113(19) 0.0003(19) -0.0061(18) C7B 0.039(2) 0.030(2) 0.042(3) -0.016(2) -0.004(2) -0.0021(19) C8B 0.042(2) 0.036(3) 0.035(2) -0.019(2) 0.0072(19) -0.001(2) C9B 0.029(2) 0.036(3) 0.037(2) -0.018(2) 0.0068(18) -0.0086(18) C10B 0.047(3) 0.051(3) 0.025(2) -0.020(2) 0.0092(19) -0.005(2) C11B 0.051(3) 0.052(3) 0.023(2) -0.011(2) -0.003(2) -0.010(2) C12B 0.028(2) 0.039(3) 0.030(2) -0.0086(19) -0.0022(17) -0.0087(19) C13B 0.039(2) 0.045(3) 0.030(2) -0.003(2) -0.0111(19) -0.002(2) C14B 0.049(3) 0.044(3) 0.046(3) 0.009(2) -0.011(2) 0.002(2) C15B 0.047(3) 0.037(3) 0.065(4) 0.011(3) -0.006(3) -0.011(2) C16B 0.034(2) 0.034(3) 0.062(3) -0.003(2) -0.007(2) -0.015(2) N17B 0.036(2) 0.0247(19) 0.044(2) -0.0120(17) -0.0154(17) 0.0014(15) C18B 0.055(3) 0.028(3) 0.061(3) -0.019(2) -0.029(3) 0.005(2) C19B 0.070(4) 0.047(3) 0.043(3) -0.030(3) -0.027(3) 0.017(3) C20B 0.046(3) 0.047(3) 0.025(2) -0.017(2) -0.0135(19) 0.017(2) C21B 0.056(3) 0.079(4) 0.029(3) -0.024(3) -0.002(2) 0.023(3) C22B 0.046(3) 0.090(5) 0.029(3) -0.002(3) 0.007(2) 0.007(3) C23B 0.032(2) 0.056(3) 0.043(3) 0.000(2) 0.000(2) -0.002(2) C24B 0.025(2) 0.042(3) 0.030(2) -0.006(2) -0.0010(17) -0.0006(19) C25B 0.027(2) 0.034(2) 0.029(2) -0.0131(19) -0.0093(17) 0.0078(18) C26B 0.0230(19) 0.026(2) 0.029(2) -0.0098(17) -0.0089(16) -0.0017(16) C27B 0.0211(19) 0.027(2) 0.030(2) -0.0102(18) 0.0042(16) -0.0065(16) C28B 0.026(2) 0.027(2) 0.027(2) -0.0103(17) 0.0031(16) -0.0069(17) C29B 0.0183(18) 0.026(2) 0.030(2) -0.0126(17) 0.0042(15) -0.0006(16) C1C 0.026(2) 0.032(2) 0.031(2) -0.0092(19) 0.0007(17) -0.0028(17) C2C 0.040(3) 0.038(3) 0.046(3) -0.013(2) 0.008(2) -0.008(2) C3C 0.059(3) 0.041(3) 0.034(3) -0.006(2) 0.011(2) -0.013(2) C4C 0.041(3) 0.031(3) 0.046(3) -0.005(2) 0.000(2) -0.001(2) N5C 0.0333(19) 0.035(2) 0.034(2) -0.0100(17) 0.0091(15) -0.0056(16) C6C 0.043(3) 0.033(3) 0.054(3) -0.015(2) 0.005(2) 0.002(2) C7C 0.047(3) 0.040(3) 0.060(3) -0.024(3) 0.013(2) -0.009(2) C8C 0.044(3) 0.052(3) 0.049(3) -0.030(2) 0.001(2) -0.014(2) C9C 0.032(2) 0.042(3) 0.040(3) -0.022(2) 0.0028(19) -0.005(2) C10C 0.042(3) 0.061(3) 0.032(2) -0.029(2) 0.000(2) -0.008(2) C11C 0.040(3) 0.062(3) 0.025(2) -0.018(2) 0.0005(19) -0.008(2) C12C 0.0208(19) 0.049(3) 0.026(2) -0.013(2) -0.0017(16) -0.0017(18) C13C 0.031(2) 0.051(3) 0.028(2) -0.004(2) -0.0015(18) -0.009(2) C14C 0.041(3) 0.055(3) 0.029(2) -0.002(2) -0.003(2) -0.008(2) C15C 0.029(2) 0.053(3) 0.039(3) -0.002(2) -0.0036(19) -0.004(2) C16C 0.026(2) 0.037(3) 0.042(3) -0.012(2) -0.0020(19) -0.0003(19) N17C 0.0243(17) 0.037(2) 0.0287(18) -0.0093(16) 0.0010(14) -0.0069(15) C18C 0.034(2) 0.045(3) 0.036(2) -0.020(2) 0.0097(19) -0.012(2) C19C 0.046(3) 0.052(3) 0.037(3) -0.026(2) 0.010(2) -0.016(2) C20C 0.030(2) 0.063(3) 0.027(2) -0.010(2) 0.0031(18) -0.022(2) C21C 0.050(3) 0.087(5) 0.022(2) -0.013(3) -0.004(2) -0.021(3) C22C 0.040(3) 0.099(5) 0.024(3) 0.006(3) -0.011(2) -0.016(3) C23C 0.026(2) 0.064(4) 0.040(3) 0.008(3) -0.003(2) 0.001(2) C24C 0.030(2) 0.051(3) 0.029(2) -0.005(2) -0.0018(18) -0.010(2) C25C 0.0222(19) 0.043(3) 0.022(2) -0.0074(18) 0.0043(16) -0.0110(18) C26C 0.0232(19) 0.035(2) 0.0181(19) -0.0091(17) 0.0016(15) -0.0063(17) C27C 0.0188(19) 0.042(3) 0.028(2) -0.0139(19) -0.0008(16) -0.0010(17) C28C 0.025(2) 0.037(2) 0.028(2) -0.0142(19) -0.0011(16) 0.0001(18) C29C 0.028(2) 0.030(2) 0.033(2) -0.0116(19) -0.0004(17) -0.0043(18) P1A 0.0405(7) 0.0656(9) 0.0495(8) -0.0352(7) 0.0098(6) -0.0176(6) F1A 0.083(2) 0.089(3) 0.065(2) -0.0434(19) 0.0326(18) -0.050(2) F2A 0.159(4) 0.106(3) 0.042(2) -0.025(2) -0.007(2) -0.045(3) F3A 0.070(2) 0.070(2) 0.089(3) -0.034(2) -0.0197(19) -0.0240(18) F4A 0.089(2) 0.068(2) 0.0540(19) -0.0252(17) -0.0092(17) -0.0034(19) F5A 0.0468(18) 0.091(3) 0.090(3) -0.036(2) -0.0040(17) 0.0030(17) F6A 0.052(2) 0.145(4) 0.108(3) -0.089(3) 0.0036(19) -0.001(2) P1B 0.0612(9) 0.0471(8) 0.0450(8) -0.0032(6) -0.0229(6) -0.0205(7) F1B 0.086(3) 0.181(5) 0.063(2) -0.057(3) -0.014(2) -0.018(3) F2B 0.073(2) 0.0433(19) 0.098(3) -0.0001(18) -0.026(2) -0.0124(16) F3B 0.081(2) 0.076(2) 0.078(2) -0.035(2) -0.0345(19) 0.0098(19) F4B 0.106(3) 0.084(3) 0.103(3) 0.040(2) -0.060(3) -0.043(2) F5B 0.065(2) 0.073(2) 0.063(2) 0.0013(17) -0.0232(16) -0.0323(17) F6B 0.063(2) 0.066(2) 0.080(2) -0.0215(18) -0.0289(17) -0.0172(17) P1C 0.0461(8) 0.0473(8) 0.0665(9) -0.0284(7) -0.0267(7) 0.0038(6) F1C 0.127(3) 0.065(2) 0.087(3) -0.037(2) -0.044(2) -0.001(2) F2C 0.114(3) 0.0438(19) 0.095(3) -0.0245(19) -0.053(2) 0.0139(19) F3C 0.133(4) 0.088(3) 0.071(2) -0.025(2) -0.041(2) -0.036(3) F4C 0.091(3) 0.063(2) 0.073(2) -0.0193(18) -0.0140(19) -0.0219(19) F5C 0.068(3) 0.174(5) 0.161(5) -0.083(4) -0.009(3) 0.036(3) F6C 0.066(2) 0.067(3) 0.147(4) -0.025(3) 0.019(2) 0.0113(19) P1D 0.0321(6) 0.0391(7) 0.0334(6) -0.0153(5) 0.0014(5) -0.0026(5) F1D 0.0548(17) 0.0478(18) 0.0599(18) -0.0196(15) 0.0120(14) -0.0142(14) F2D 0.086(2) 0.062(2) 0.0414(16) -0.0270(15) 0.0030(15) -0.0174(17) F3D 0.0531(17) 0.0556(19) 0.0622(19) -0.0208(15) 0.0126(14) -0.0169(14) F4D 0.097(3) 0.100(3) 0.0400(17) -0.0326(18) 0.0041(17) -0.041(2) F5D 0.0479(17) 0.0445(18) 0.106(3) -0.0251(18) -0.0103(17) 0.0054(14) F6D 0.0487(19) 0.063(2) 0.099(3) -0.001(2) -0.0033(18) 0.0143(16) P1E 0.0630(8) 0.0368(7) 0.0436(7) -0.0217(6) 0.0147(6) -0.0046(6) F1E 0.170(4) 0.070(3) 0.076(3) -0.012(2) 0.059(3) 0.017(3) F2E 0.121(4) 0.132(4) 0.147(4) -0.092(4) -0.018(3) -0.017(3) F3E 0.187(5) 0.053(2) 0.093(3) -0.013(2) 0.089(3) 0.005(3) F4E 0.086(3) 0.177(5) 0.235(7) -0.154(5) -0.029(4) -0.007(3) F5E 0.112(3) 0.065(2) 0.066(2) -0.0220(18) 0.015(2) 0.029(2) F6E 0.156(4) 0.069(3) 0.074(3) -0.018(2) 0.019(3) 0.050(3) P1F 0.0347(6) 0.0433(7) 0.0356(6) -0.0217(6) -0.0041(5) 0.0038(5) F1F 0.0432(17) 0.056(2) 0.125(3) -0.032(2) -0.0146(18) 0.0070(15) F2F 0.055(2) 0.128(4) 0.353(9) -0.161(5) -0.077(4) 0.047(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 C1A C2A 1.378(6) . ? C1A C29A 1.391(6) . ? C1A H1A 0.9500 . ? C2A C3A 1.371(7) . ? C2A H2A 0.9500 . ? C3A C4A 1.372(7) . ? C3A H3A 0.9500 . ? C4A N5A 1.351(6) . ? C4A H4A 0.9500 . ? N5A C29A 1.369(6) . ? N5A C6A 1.492(6) . ? C6A C7A 1.530(7) . ? C6A H6A1 0.9900 . ? C6A H6A2 0.9900 . ? C7A C8A 1.521(7) . ? C7A H7A1 0.9900 . ? C7A H7A2 0.9900 . ? C8A C9A 1.504(7) . ? C8A H8A1 0.9900 . ? C8A H8A2 0.9900 . ? C9A C28A 1.395(6) . ? C9A C10A 1.397(6) . ? C10A C11A 1.364(7) . ? C10A H10A 0.9500 . ? C11A C12A 1.397(6) . ? C11A H11A 0.9500 . ? C12A C27A 1.402(6) . ? C12A C13A 1.510(6) . ? C13A C14A 1.542(6) . ? C13A H13A 0.9900 . ? C13A H13B 0.9900 . ? C14A C15A 1.512(7) . ? C14A H14A 0.9900 . ? C14A H14B 0.9900 . ? C15A C16A 1.542(7) . ? C15A H15A 0.9900 . ? C15A H15B 0.9900 . ? C16A N17A 1.498(5) . ? C16A H16A 0.9900 . ? C16A H16B 0.9900 . ? N17A C26A 1.338(5) . ? N17A C18A 1.384(6) . ? C18A C19A 1.337(7) . ? C18A H18A 0.9500 . ? C19A C20A 1.416(7) . ? C19A H19A 0.9500 . ? C20A C21A 1.417(7) . ? C20A C25A 1.424(6) . ? C21A C22A 1.351(8) . ? C21A H21A 0.9500 . ? C22A C23A 1.398(7) . ? C22A H22A 0.9500 . ? C23A C24A 1.364(6) . ? C23A H23A 0.9500 . ? C24A C25A 1.403(6) . ? C24A H24A 0.9500 . ? C25A C26A 1.417(6) . ? C26A C27A 1.479(6) . ? C27A C28A 1.415(6) . ? C28A C29A 1.483(6) . ? C1B C29B 1.377(6) . ? C1B C2B 1.386(6) . ? C1B H1B 0.9500 . ? C2B C3B 1.368(6) . ? C2B H2B 0.9500 . ? C3B C4B 1.374(6) . ? C3B H3B 0.9500 . ? C4B N5B 1.353(5) . ? C4B H4B 0.9500 . ? N5B C29B 1.363(5) . ? N5B C6B 1.481(5) . ? C6B C7B 1.529(6) . ? C6B H6B1 0.9900 . ? C6B H6B2 0.9900 . ? C7B C8B 1.526(6) . ? C7B H7B1 0.9900 . ? C7B H7B2 0.9900 . ? C8B C9B 1.504(6) . ? C8B H8B1 0.9900 . ? C8B H8B2 0.9900 . ? C9B C10B 1.379(6) . ? C9B C28B 1.399(6) . ? C10B C11B 1.402(7) . ? C10B H10B 0.9500 . ? C11B C12B 1.391(6) . ? C11B H11B 0.9500 . ? C12B C27B 1.396(6) . ? C12B C13B 1.507(6) . ? C13B C14B 1.547(7) . ? C13B H13C 0.9900 . ? C13B H13D 0.9900 . ? C14B C15B 1.518(8) . ? C14B H14C 0.9900 . ? C14B H14D 0.9900 . ? C15B C16B 1.534(7) . ? C15B H15C 0.9900 . ? C15B H15D 0.9900 . ? C16B N17B 1.485(6) . ? C16B H16C 0.9900 . ? C16B H16D 0.9900 . ? N17B C26B 1.348(5) . ? N17B C18B 1.365(6) . ? C18B C19B 1.328(8) . ? C18B H18B 0.9500 . ? C19B C20B 1.398(7) . ? C19B H19B 0.9500 . ? C20B C25B 1.422(6) . ? C20B C21B 1.423(7) . ? C21B C22B 1.351(9) . ? C21B H21B 0.9500 . ? C22B C23B 1.392(8) . ? C22B H22B 0.9500 . ? C23B C24B 1.365(6) . ? C23B H23B 0.9500 . ? C24B C25B 1.410(6) . ? C24B H24B 0.9500 . ? C25B C26B 1.407(6) . ? C26B C27B 1.486(5) . ? C27B C28B 1.418(6) . ? C28B C29B 1.497(6) . ? C1C C29C 1.383(6) . ? C1C C2C 1.395(6) . ? C1C H1C 0.9500 . ? C2C C3C 1.375(7) . ? C2C H2C 0.9500 . ? C3C C4C 1.364(7) . ? C3C H3C 0.9500 . ? C4C N5C 1.340(6) . ? C4C H4C 0.9500 . ? N5C C29C 1.362(6) . ? N5C C6C 1.498(6) . ? C6C C7C 1.531(7) . ? C6C H6C1 0.9900 . ? C6C H6C2 0.9900 . ? C7C C8C 1.518(7) . ? C7C H7C1 0.9900 . ? C7C H7C2 0.9900 . ? C8C C9C 1.499(7) . ? C8C H8C1 0.9900 . ? C8C H8C2 0.9900 . ? C9C C28C 1.400(6) . ? C9C C10C 1.400(6) . ? C10C C11C 1.372(7) . ? C10C H10C 0.9500 . ? C11C C12C 1.392(6) . ? C11C H11C 0.9500 . ? C12C C27C 1.403(6) . ? C12C C13C 1.516(6) . ? C13C C14C 1.529(7) . ? C13C H13E 0.9900 . ? C13C H13F 0.9900 . ? C14C C15C 1.513(7) . ? C14C H14E 0.9900 . ? C14C H14F 0.9900 . ? C15C C16C 1.536(6) . ? C15C H15E 0.9900 . ? C15C H15F 0.9900 . ? C16C N17C 1.495(5) . ? C16C H16E 0.9900 . ? C16C H16F 0.9900 . ? N17C C26C 1.332(5) . ? N17C C18C 1.381(5) . ? C18C C19C 1.337(7) . ? C18C H18C 0.9500 . ? C19C C20C 1.409(7) . ? C19C H19C 0.9500 . ? C20C C21C 1.421(7) . ? C20C C25C 1.430(6) . ? C21C C22C 1.351(8) . ? C21C H21C 0.9500 . ? C22C C23C 1.401(8) . ? C22C H22C 0.9500 . ? C23C C24C 1.375(6) . ? C23C H23C 0.9500 . ? C24C C25C 1.413(6) . ? C24C H24C 0.9500 . ? C25C C26C 1.414(6) . ? C26C C27C 1.493(6) . ? C27C C28C 1.403(6) . ? C28C C29C 1.485(6) . ? P1A F2A 1.551(4) . ? P1A F5A 1.578(4) . ? P1A F1A 1.589(3) . ? P1A F3A 1.589(3) . ? P1A F6A 1.602(4) . ? P1A F4A 1.614(3) . ? P1B F1B 1.570(4) . ? P1B F2B 1.579(3) . ? P1B F4B 1.580(4) . ? P1B F3B 1.599(4) . ? P1B F5B 1.605(3) . ? P1B F6B 1.607(3) . ? P1C F3C 1.552(4) . ? P1C F6C 1.571(4) . ? P1C F5C 1.581(5) . ? P1C F1C 1.589(4) . ? P1C F4C 1.594(4) . ? P1C F2C 1.603(4) . ? P1D F4D 1.567(3) . ? P1D F6D 1.587(3) . ? P1D F5D 1.593(3) . ? P1D F3D 1.596(3) . ? P1D F1D 1.601(3) . ? P1D F2D 1.609(3) . ? P1E F4E 1.545(5) . ? P1E F6E 1.562(4) . ? P1E F1E 1.568(4) . ? P1E F3E 1.576(4) . ? P1E F5E 1.594(4) . ? P1E F2E 1.596(5) . ? P1F F11F 1.470(10) . ? P1F F7F 1.483(10) . ? P1F F5F 1.519(7) . ? P1F F2F 1.560(4) . ? P1F F4F 1.560(8) . ? P1F F1F 1.564(3) . ? P1F F9F 1.605(14) . ? P1F F8F 1.641(7) . ? P1F F10F 1.652(7) . ? P1F F3F 1.653(7) . ? P1F F6F 1.682(7) . ? F3F F4F 1.212(9) . ? F3F F11F 1.408(12) . ? F4F F5F 1.094(9) . ? F5F F6F 1.436(10) . ? F6F F7F 1.377(12) . ? F7F F8F 0.767(10) . ? F7F F9F 1.370(18) . ? F8F F9F 0.694(14) . ? F9F F10F 1.253(16) . ? F10F F11F 1.080(10) . ? 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 C2A C1A C29A 119.9(4) . . ? C2A C1A H1A 120.0 . . ? C29A C1A H1A 120.0 . . ? C3A C2A C1A 120.2(4) . . ? C3A C2A H2A 119.9 . . ? C1A C2A H2A 119.9 . . ? C2A C3A C4A 119.2(5) . . ? C2A C3A H3A 120.4 . . ? C4A C3A H3A 120.4 . . ? N5A C4A C3A 120.7(5) . . ? N5A C4A H4A 119.7 . . ? C3A C4A H4A 119.7 . . ? C4A N5A C29A 121.4(4) . . ? C4A N5A C6A 118.2(4) . . ? C29A N5A C6A 120.4(4) . . ? N5A C6A C7A 111.6(4) . . ? N5A C6A H6A1 109.3 . . ? C7A C6A H6A1 109.3 . . ? N5A C6A H6A2 109.3 . . ? C7A C6A H6A2 109.3 . . ? H6A1 C6A H6A2 108.0 . . ? C8A C7A C6A 112.0(4) . . ? C8A C7A H7A1 109.2 . . ? C6A C7A H7A1 109.2 . . ? C8A C7A H7A2 109.2 . . ? C6A C7A H7A2 109.2 . . ? H7A1 C7A H7A2 107.9 . . ? C9A C8A C7A 112.7(4) . . ? C9A C8A H8A1 109.0 . . ? C7A C8A H8A1 109.0 . . ? C9A C8A H8A2 109.0 . . ? C7A C8A H8A2 109.0 . . ? H8A1 C8A H8A2 107.8 . . ? C28A C9A C10A 118.3(4) . . ? C28A C9A C8A 119.0(4) . . ? C10A C9A C8A 122.7(4) . . ? C11A C10A C9A 121.1(4) . . ? C11A C10A H10A 119.4 . . ? C9A C10A H10A 119.4 . . ? C10A C11A C12A 122.2(4) . . ? C10A C11A H11A 118.9 . . ? C12A C11A H11A 118.9 . . ? C11A C12A C27A 117.6(4) . . ? C11A C12A C13A 119.9(4) . . ? C27A C12A C13A 122.5(4) . . ? C12A C13A C14A 112.5(4) . . ? C12A C13A H13A 109.1 . . ? C14A C13A H13A 109.1 . . ? C12A C13A H13B 109.1 . . ? C14A C13A H13B 109.1 . . ? H13A C13A H13B 107.8 . . ? C15A C14A C13A 116.2(4) . . ? C15A C14A H14A 108.2 . . ? C13A C14A H14A 108.2 . . ? C15A C14A H14B 108.2 . . ? C13A C14A H14B 108.2 . . ? H14A C14A H14B 107.4 . . ? C14A C15A C16A 115.9(4) . . ? C14A C15A H15A 108.3 . . ? C16A C15A H15A 108.3 . . ? C14A C15A H15B 108.3 . . ? C16A C15A H15B 108.3 . . ? H15A C15A H15B 107.4 . . ? N17A C16A C15A 111.8(4) . . ? N17A C16A H16A 109.3 . . ? C15A C16A H16A 109.3 . . ? N17A C16A H16B 109.3 . . ? C15A C16A H16B 109.3 . . ? H16A C16A H16B 107.9 . . ? C26A N17A C18A 121.3(4) . . ? C26A N17A C16A 122.8(4) . . ? C18A N17A C16A 115.8(4) . . ? C19A C18A N17A 121.1(4) . . ? C19A C18A H18A 119.4 . . ? N17A C18A H18A 119.4 . . ? C18A C19A C20A 120.6(4) . . ? C18A C19A H19A 119.7 . . ? C20A C19A H19A 119.7 . . ? C19A C20A C21A 123.3(4) . . ? C19A C20A C25A 117.9(4) . . ? C21A C20A C25A 118.8(4) . . ? C22A C21A C20A 120.0(5) . . ? C22A C21A H21A 120.0 . . ? C20A C21A H21A 120.0 . . ? C21A C22A C23A 121.4(5) . . ? C21A C22A H22A 119.3 . . ? C23A C22A H22A 119.3 . . ? C24A C23A C22A 120.2(5) . . ? C24A C23A H23A 119.9 . . ? C22A C23A H23A 119.9 . . ? C23A C24A C25A 120.5(4) . . ? C23A C24A H24A 119.8 . . ? C25A C24A H24A 119.8 . . ? C24A C25A C26A 122.1(4) . . ? C24A C25A C20A 119.1(4) . . ? C26A C25A C20A 118.7(4) . . ? N17A C26A C25A 120.0(4) . . ? N17A C26A C27A 118.7(4) . . ? C25A C26A C27A 121.2(4) . . ? C12A C27A C28A 120.3(4) . . ? C12A C27A C26A 119.9(4) . . ? C28A C27A C26A 119.7(4) . . ? C9A C28A C27A 120.4(4) . . ? C9A C28A C29A 119.6(4) . . ? C27A C28A C29A 119.9(4) . . ? N5A C29A C1A 118.4(4) . . ? N5A C29A C28A 118.2(4) . . ? C1A C29A C28A 123.3(4) . . ? C29B C1B C2B 120.7(4) . . ? C29B C1B H1B 119.7 . . ? C2B C1B H1B 119.7 . . ? C3B C2B C1B 119.5(4) . . ? C3B C2B H2B 120.2 . . ? C1B C2B H2B 120.2 . . ? C2B C3B C4B 118.9(4) . . ? C2B C3B H3B 120.6 . . ? C4B C3B H3B 120.6 . . ? N5B C4B C3B 121.6(4) . . ? N5B C4B H4B 119.2 . . ? C3B C4B H4B 119.2 . . ? C4B N5B C29B 120.5(4) . . ? C4B N5B C6B 119.3(4) . . ? C29B N5B C6B 120.1(3) . . ? N5B C6B C7B 111.8(3) . . ? N5B C6B H6B1 109.3 . . ? C7B C6B H6B1 109.3 . . ? N5B C6B H6B2 109.3 . . ? C7B C6B H6B2 109.3 . . ? H6B1 C6B H6B2 107.9 . . ? C8B C7B C6B 111.1(4) . . ? C8B C7B H7B1 109.4 . . ? C6B C7B H7B1 109.4 . . ? C8B C7B H7B2 109.4 . . ? C6B C7B H7B2 109.4 . . ? H7B1 C7B H7B2 108.0 . . ? C9B C8B C7B 112.3(4) . . ? C9B C8B H8B1 109.1 . . ? C7B C8B H8B1 109.1 . . ? C9B C8B H8B2 109.1 . . ? C7B C8B H8B2 109.1 . . ? H8B1 C8B H8B2 107.9 . . ? C10B C9B C28B 118.8(4) . . ? C10B C9B C8B 121.7(4) . . ? C28B C9B C8B 119.4(4) . . ? C9B C10B C11B 120.9(4) . . ? C9B C10B H10B 119.6 . . ? C11B C10B H10B 119.6 . . ? C12B C11B C10B 121.4(4) . . ? C12B C11B H11B 119.3 . . ? C10B C11B H11B 119.3 . . ? C11B C12B C27B 118.0(4) . . ? C11B C12B C13B 119.9(4) . . ? C27B C12B C13B 122.0(4) . . ? C12B C13B C14B 112.1(4) . . ? C12B C13B H13C 109.2 . . ? C14B C13B H13C 109.2 . . ? C12B C13B H13D 109.2 . . ? C14B C13B H13D 109.2 . . ? H13C C13B H13D 107.9 . . ? C15B C14B C13B 114.8(4) . . ? C15B C14B H14C 108.6 . . ? C13B C14B H14C 108.6 . . ? C15B C14B H14D 108.6 . . ? C13B C14B H14D 108.6 . . ? H14C C14B H14D 107.5 . . ? C14B C15B C16B 116.6(4) . . ? C14B C15B H15C 108.2 . . ? C16B C15B H15C 108.2 . . ? C14B C15B H15D 108.2 . . ? C16B C15B H15D 108.2 . . ? H15C C15B H15D 107.3 . . ? N17B C16B C15B 112.3(4) . . ? N17B C16B H16C 109.2 . . ? C15B C16B H16C 109.2 . . ? N17B C16B H16D 109.2 . . ? C15B C16B H16D 109.2 . . ? H16C C16B H16D 107.9 . . ? C26B N17B C18B 120.3(4) . . ? C26B N17B C16B 122.9(4) . . ? C18B N17B C16B 116.8(4) . . ? C19B C18B N17B 122.2(5) . . ? C19B C18B H18B 118.9 . . ? N17B C18B H18B 118.9 . . ? C18B C19B C20B 120.9(4) . . ? C18B C19B H19B 119.6 . . ? C20B C19B H19B 119.6 . . ? C19B C20B C25B 117.3(4) . . ? C19B C20B C21B 124.8(5) . . ? C25B C20B C21B 117.9(5) . . ? C22B C21B C20B 120.2(5) . . ? C22B C21B H21B 119.9 . . ? C20B C21B H21B 119.9 . . ? C21B C22B C23B 121.9(5) . . ? C21B C22B H22B 119.1 . . ? C23B C22B H22B 119.1 . . ? C24B C23B C22B 119.9(5) . . ? C24B C23B H23B 120.0 . . ? C22B C23B H23B 120.0 . . ? C23B C24B C25B 120.3(4) . . ? C23B C24B H24B 119.9 . . ? C25B C24B H24B 119.9 . . ? C26B C25B C24B 121.1(4) . . ? C26B C25B C20B 119.2(4) . . ? C24B C25B C20B 119.6(4) . . ? N17B C26B C25B 119.8(4) . . ? N17B C26B C27B 118.7(4) . . ? C25B C26B C27B 121.5(4) . . ? C12B C27B C28B 120.7(4) . . ? C12B C27B C26B 119.7(4) . . ? C28B C27B C26B 119.6(3) . . ? C9B C28B C27B 120.2(4) . . ? C9B C28B C29B 118.5(4) . . ? C27B C28B C29B 121.2(3) . . ? N5B C29B C1B 118.9(4) . . ? N5B C29B C28B 117.5(3) . . ? C1B C29B C28B 123.6(4) . . ? C29C C1C C2C 120.7(4) . . ? C29C C1C H1C 119.7 . . ? C2C C1C H1C 119.7 . . ? C3C C2C C1C 119.3(4) . . ? C3C C2C H2C 120.3 . . ? C1C C2C H2C 120.3 . . ? C4C C3C C2C 118.3(4) . . ? C4C C3C H3C 120.9 . . ? C2C C3C H3C 120.9 . . ? N5C C4C C3C 122.6(4) . . ? N5C C4C H4C 118.7 . . ? C3C C4C H4C 118.7 . . ? C4C N5C C29C 120.9(4) . . ? C4C N5C C6C 119.3(4) . . ? C29C N5C C6C 119.8(4) . . ? N5C C6C C7C 112.0(4) . . ? N5C C6C H6C1 109.2 . . ? C7C C6C H6C1 109.2 . . ? N5C C6C H6C2 109.2 . . ? C7C C6C H6C2 109.2 . . ? H6C1 C6C H6C2 107.9 . . ? C8C C7C C6C 111.8(4) . . ? C8C C7C H7C1 109.3 . . ? C6C C7C H7C1 109.3 . . ? C8C C7C H7C2 109.3 . . ? C6C C7C H7C2 109.3 . . ? H7C1 C7C H7C2 107.9 . . ? C9C C8C C7C 111.8(4) . . ? C9C C8C H8C1 109.2 . . ? C7C C8C H8C1 109.2 . . ? C9C C8C H8C2 109.2 . . ? C7C C8C H8C2 109.2 . . ? H8C1 C8C H8C2 107.9 . . ? C28C C9C C10C 118.3(4) . . ? C28C C9C C8C 119.7(4) . . ? C10C C9C C8C 122.0(4) . . ? C11C C10C C9C 121.0(4) . . ? C11C C10C H10C 119.5 . . ? C9C C10C H10C 119.5 . . ? C10C C11C C12C 121.7(4) . . ? C10C C11C H11C 119.2 . . ? C12C C11C H11C 119.2 . . ? C11C C12C C27C 117.9(4) . . ? C11C C12C C13C 118.7(4) . . ? C27C C12C C13C 123.4(4) . . ? C12C C13C C14C 113.4(4) . . ? C12C C13C H13E 108.9 . . ? C14C C13C H13E 108.9 . . ? C12C C13C H13F 108.9 . . ? C14C C13C H13F 108.9 . . ? H13E C13C H13F 107.7 . . ? C15C C14C C13C 115.2(4) . . ? C15C C14C H14E 108.5 . . ? C13C C14C H14E 108.5 . . ? C15C C14C H14F 108.5 . . ? C13C C14C H14F 108.5 . . ? H14E C14C H14F 107.5 . . ? C14C C15C C16C 116.1(4) . . ? C14C C15C H15E 108.3 . . ? C16C C15C H15E 108.3 . . ? C14C C15C H15F 108.3 . . ? C16C C15C H15F 108.3 . . ? H15E C15C H15F 107.4 . . ? N17C C16C C15C 111.2(3) . . ? N17C C16C H16E 109.4 . . ? C15C C16C H16E 109.4 . . ? N17C C16C H16F 109.4 . . ? C15C C16C H16F 109.4 . . ? H16E C16C H16F 108.0 . . ? C26C N17C C18C 122.3(4) . . ? C26C N17C C16C 123.7(3) . . ? C18C N17C C16C 114.0(4) . . ? C19C C18C N17C 120.6(5) . . ? C19C C18C H18C 119.7 . . ? N17C C18C H18C 119.7 . . ? C18C C19C C20C 120.4(4) . . ? C18C C19C H19C 119.8 . . ? C20C C19C H19C 119.8 . . ? C19C C20C C21C 123.6(5) . . ? C19C C20C C25C 118.4(4) . . ? C21C C20C C25C 118.0(5) . . ? C22C C21C C20C 120.4(5) . . ? C22C C21C H21C 119.8 . . ? C20C C21C H21C 119.8 . . ? C21C C22C C23C 121.7(5) . . ? C21C C22C H22C 119.1 . . ? C23C C22C H22C 119.1 . . ? C24C C23C C22C 120.1(5) . . ? C24C C23C H23C 120.0 . . ? C22C C23C H23C 120.0 . . ? C23C C24C C25C 119.7(5) . . ? C23C C24C H24C 120.1 . . ? C25C C24C H24C 120.1 . . ? C24C C25C C26C 121.8(4) . . ? C24C C25C C20C 119.8(4) . . ? C26C C25C C20C 118.4(4) . . ? N17C C26C C25C 119.5(4) . . ? N17C C26C C27C 119.9(3) . . ? C25C C26C C27C 120.6(4) . . ? C28C C27C C12C 120.8(4) . . ? C28C C27C C26C 121.5(4) . . ? C12C C27C C26C 117.7(4) . . ? C9C C28C C27C 120.2(4) . . ? C9C C28C C29C 118.3(4) . . ? C27C C28C C29C 121.5(4) . . ? N5C C29C C1C 118.2(4) . . ? N5C C29C C28C 118.9(4) . . ? C1C C29C C28C 122.9(4) . . ? F2A P1A F5A 94.4(3) . . ? F2A P1A F1A 91.2(2) . . ? F5A P1A F1A 90.3(2) . . ? F2A P1A F3A 90.8(2) . . ? F5A P1A F3A 91.4(2) . . ? F1A P1A F3A 177.3(2) . . ? F2A P1A F6A 91.4(3) . . ? F5A P1A F6A 174.0(2) . . ? F1A P1A F6A 90.6(2) . . ? F3A P1A F6A 87.6(2) . . ? F2A P1A F4A 178.1(3) . . ? F5A P1A F4A 87.3(2) . . ? F1A P1A F4A 88.04(19) . . ? F3A P1A F4A 89.9(2) . . ? F6A P1A F4A 86.8(2) . . ? F1B P1B F2B 90.9(3) . . ? F1B P1B F4B 90.6(3) . . ? F2B P1B F4B 178.5(3) . . ? F1B P1B F3B 178.8(2) . . ? F2B P1B F3B 89.4(2) . . ? F4B P1B F3B 89.1(3) . . ? F1B P1B F5B 90.8(2) . . ? F2B P1B F5B 89.64(18) . . ? F4B P1B F5B 90.36(19) . . ? F3B P1B F5B 90.4(2) . . ? F1B P1B F6B 89.5(2) . . ? F2B P1B F6B 90.21(18) . . ? F4B P1B F6B 89.8(2) . . ? F3B P1B F6B 89.3(2) . . ? F5B P1B F6B 179.7(2) . . ? F3C P1C F6C 94.4(3) . . ? F3C P1C F5C 89.3(3) . . ? F6C P1C F5C 175.6(3) . . ? F3C P1C F1C 177.1(3) . . ? F6C P1C F1C 88.4(3) . . ? F5C P1C F1C 87.9(3) . . ? F3C P1C F4C 89.0(2) . . ? F6C P1C F4C 88.9(2) . . ? F5C P1C F4C 88.8(3) . . ? F1C P1C F4C 90.6(2) . . ? F3C P1C F2C 90.3(2) . . ? F6C P1C F2C 89.4(2) . . ? F5C P1C F2C 93.0(3) . . ? F1C P1C F2C 90.2(2) . . ? F4C P1C F2C 178.0(2) . . ? F4D P1D F6D 92.5(2) . . ? F4D P1D F5D 90.5(2) . . ? F6D P1D F5D 176.9(2) . . ? F4D P1D F3D 91.07(18) . . ? F6D P1D F3D 90.43(18) . . ? F5D P1D F3D 88.90(18) . . ? F4D P1D F1D 91.05(17) . . ? F6D P1D F1D 90.89(18) . . ? F5D P1D F1D 89.67(17) . . ? F3D P1D F1D 177.44(18) . . ? F4D P1D F2D 179.4(2) . . ? F6D P1D F2D 87.5(2) . . ? F5D P1D F2D 89.43(19) . . ? F3D P1D F2D 89.56(17) . . ? F1D P1D F2D 88.31(17) . . ? F4E P1E F6E 94.0(3) . . ? F4E P1E F1E 90.0(3) . . ? F6E P1E F1E 91.6(2) . . ? F4E P1E F3E 91.8(3) . . ? F6E P1E F3E 88.9(2) . . ? F1E P1E F3E 178.1(3) . . ? F4E P1E F5E 88.1(3) . . ? F6E P1E F5E 177.9(3) . . ? F1E P1E F5E 88.8(2) . . ? F3E P1E F5E 90.6(2) . . ? F4E P1E F2E 176.4(3) . . ? F6E P1E F2E 89.5(3) . . ? F1E P1E F2E 90.5(3) . . ? F3E P1E F2E 87.6(3) . . ? F5E P1E F2E 88.4(3) . . ? F11F P1F F7F 127.4(6) . . ? F11F P1F F5F 129.0(5) . . ? F7F P1F F5F 92.7(6) . . ? F11F P1F F2F 75.3(5) . . ? F7F P1F F2F 84.0(5) . . ? F5F P1F F2F 79.9(4) . . ? F11F P1F F4F 95.5(5) . . ? F7F P1F F4F 133.7(6) . . ? F5F P1F F4F 41.6(3) . . ? F2F P1F F4F 92.3(3) . . ? F11F P1F F1F 102.0(4) . . ? F7F P1F F1F 98.5(4) . . ? F5F P1F F1F 101.3(3) . . ? F2F P1F F1F 177.1(3) . . ? F4F P1F F1F 86.9(3) . . ? F11F P1F F9F 80.1(7) . . ? F7F P1F F9F 52.5(6) . . ? F5F P1F F9F 145.0(7) . . ? F2F P1F F9F 91.8(5) . . ? F4F P1F F9F 173.0(7) . . ? F1F P1F F9F 88.7(5) . . ? F11F P1F F8F 102.8(5) . . ? F7F P1F F8F 27.8(4) . . ? F5F P1F F8F 120.5(4) . . ? F2F P1F F8F 88.4(3) . . ? F4F P1F F8F 161.3(5) . . ? F1F P1F F8F 93.2(3) . . ? F9F P1F F8F 24.7(5) . . ? F11F P1F F10F 40.0(4) . . ? F7F P1F F10F 97.7(5) . . ? F5F P1F F10F 168.7(4) . . ? F2F P1F F10F 96.5(4) . . ? F4F P1F F10F 128.5(4) . . ? F1F P1F F10F 81.8(3) . . ? F9F P1F F10F 45.2(6) . . ? F8F P1F F10F 69.9(4) . . ? F11F P1F F3F 53.2(4) . . ? F7F P1F F3F 175.9(5) . . ? F5F P1F F3F 84.7(4) . . ? F2F P1F F3F 92.4(3) . . ? F4F P1F F3F 44.2(3) . . ? F1F P1F F3F 85.0(3) . . ? F9F P1F F3F 129.9(7) . . ? F8F P1F F3F 154.5(4) . . ? F10F P1F F3F 84.7(4) . . ? F11F P1F F6F 178.0(5) . . ? F7F P1F F6F 51.1(5) . . ? F5F P1F F6F 53.0(4) . . ? F2F P1F F6F 105.5(4) . . ? F4F P1F F6F 86.3(4) . . ? F1F P1F F6F 77.3(3) . . ? F9F P1F F6F 98.0(6) . . ? F8F P1F F6F 75.4(4) . . ? F10F P1F F6F 138.1(4) . . ? F3F P1F F6F 128.4(4) . . ? F4F F3F F11F 117.7(7) . . ? F4F F3F P1F 63.8(5) . . ? F11F F3F P1F 56.7(5) . . ? F5F F4F F3F 135.9(9) . . ? F5F F4F P1F 67.2(6) . . ? F3F F4F P1F 72.0(5) . . ? F4F F5F F6F 122.0(8) . . ? F4F F5F P1F 71.2(6) . . ? F6F F5F P1F 69.3(4) . . ? F7F F6F F5F 101.0(7) . . ? F7F F6F P1F 56.9(5) . . ? F5F F6F P1F 57.7(4) . . ? F8F F7F F9F 19.3(10) . . ? F8F F7F F6F 141.4(14) . . ? F9F F7F F6F 129.3(10) . . ? F8F F7F P1F 87.6(11) . . ? F9F F7F P1F 68.4(7) . . ? F6F F7F P1F 71.9(6) . . ? F9F F8F F7F 139(2) . . ? F9F F8F P1F 74.8(14) . . ? F7F F8F P1F 64.5(10) . . ? F8F F9F F10F 150(2) . . ? F8F F9F F7F 21.4(11) . . ? F10F F9F F7F 128.5(12) . . ? F8F F9F P1F 80.5(15) . . ? F10F F9F P1F 69.4(8) . . ? F7F F9F P1F 59.2(7) . . ? F11F F10F F9F 115.9(11) . . ? F11F F10F P1F 60.9(6) . . ? F9F F10F P1F 65.4(7) . . ? F10F F11F F3F 126.6(10) . . ? F10F F11F P1F 79.2(7) . . ? F3F F11F P1F 70.1(5) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.119 _refine_diff_density_min -0.585 _refine_diff_density_rms 0.076 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 0.500 545 147 ' ' _platon_squeeze_details ; Contribution of disordered molecules of methanol was removed from data. ; #===END # Attachment '- rac-5-TfO - CCDC 829267.cif' data_rac-5-tfo _database_code_depnum_ccdc_archive 'CCDC 829267' #TrackingRef '- rac-5-TfO - CCDC 829267.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H26 N2, 2(C F3 O3 S)' _chemical_formula_sum 'C29 H26 F6 N2 O6 S2' _chemical_formula_weight 676.64 _chemical_compound_source 'synthesized by the authors' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 9.0740(6) _cell_length_b 16.5460(11) _cell_length_c 20.7090(17) _cell_angle_alpha 90.00 _cell_angle_beta 109.934(6) _cell_angle_gamma 90.00 _cell_volume 2922.9(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 61028 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.5 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.538 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1392 _exptl_absorpt_coefficient_mu 0.268 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Nonius KappaCCD area detector' _diffrn_measurement_method '\f and \w scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 56411 _diffrn_reflns_av_R_equivalents 0.1019 _diffrn_reflns_av_sigmaI/netI 0.0364 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 27.52 _reflns_number_total 6718 _reflns_number_gt 5629 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'COLLECT and DENZO' _computing_data_reduction 'COLLECT and DENZO' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0420P)^2^+2.5505P] 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 6718 _refine_ls_number_parameters 406 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0528 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.1119 _refine_ls_wR_factor_gt 0.1027 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _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 1.0711(2) 0.30372(10) 0.57503(9) 0.0181(3) Uani 1 1 d . . . H1 H 1.0348 0.2954 0.5267 0.022 Uiso 1 1 calc R . . C2 C 1.2018(2) 0.26242(12) 0.61602(10) 0.0252(4) Uani 1 1 d . . . H2 H 1.2554 0.2259 0.5964 0.030 Uiso 1 1 calc R . . C3 C 1.2532(2) 0.27513(12) 0.68603(10) 0.0258(4) Uani 1 1 d . . . H3 H 1.3436 0.2480 0.7152 0.031 Uiso 1 1 calc R . . C4 C 1.1726(2) 0.32723(11) 0.71310(9) 0.0216(4) Uani 1 1 d . . . H4 H 1.2078 0.3357 0.7614 0.026 Uiso 1 1 calc R . . N5 N 1.04436(16) 0.36681(9) 0.67276(7) 0.0155(3) Uani 1 1 d . . . C6 C 0.9630(2) 0.41988(11) 0.70839(9) 0.0190(3) Uani 1 1 d . . . H6A H 0.9589 0.3919 0.7500 0.023 Uiso 1 1 calc R . . H6B H 0.8539 0.4292 0.6776 0.023 Uiso 1 1 calc R . . C7 C 1.0447(2) 0.50101(11) 0.72899(9) 0.0217(4) Uani 1 1 d . . . H7A H 1.1594 0.4922 0.7449 0.026 Uiso 1 1 calc R . . H7B H 1.0182 0.5227 0.7682 0.026 Uiso 1 1 calc R . . C8 C 1.0022(2) 0.56414(11) 0.67199(9) 0.0236(4) Uani 1 1 d . . . H8A H 1.0694 0.6123 0.6885 0.028 Uiso 1 1 calc R . . H8B H 0.8921 0.5810 0.6624 0.028 Uiso 1 1 calc R . . C9 C 1.0205(2) 0.53522(11) 0.60449(9) 0.0201(4) Uani 1 1 d . . . H9A H 1.0407 0.5827 0.5796 0.024 Uiso 1 1 calc R . . H9B H 1.1132 0.4994 0.6156 0.024 Uiso 1 1 calc R . . C10 C 0.87932(19) 0.49043(10) 0.55760(8) 0.0153(3) Uani 1 1 d . . . C11 C 0.7620(2) 0.53483(10) 0.50937(9) 0.0181(3) Uani 1 1 d . . . H11 H 0.7690 0.5921 0.5098 0.022 Uiso 1 1 calc R . . C12 C 0.6362(2) 0.49790(10) 0.46108(9) 0.0178(3) Uani 1 1 d . . . H12 H 0.5600 0.5299 0.4281 0.021 Uiso 1 1 calc R . . C13 C 0.61929(19) 0.41435(10) 0.45993(8) 0.0153(3) Uani 1 1 d . . . C14 C 0.4877(2) 0.37231(11) 0.40549(9) 0.0193(3) Uani 1 1 d . . . H14A H 0.4100 0.4129 0.3794 0.023 Uiso 1 1 calc R . . H14B H 0.4344 0.3349 0.4277 0.023 Uiso 1 1 calc R . . C15 C 0.5473(2) 0.32464(12) 0.35562(9) 0.0229(4) Uani 1 1 d . . . H15A H 0.4673 0.2842 0.3312 0.027 Uiso 1 1 calc R . . H15B H 0.5607 0.3623 0.3209 0.027 Uiso 1 1 calc R . . C16 C 0.7017(2) 0.28153(11) 0.39098(8) 0.0194(3) Uani 1 1 d . . . H16A H 0.7221 0.2424 0.3588 0.023 Uiso 1 1 calc R . . H16B H 0.7882 0.3214 0.4044 0.023 Uiso 1 1 calc R . . N17 N 0.69620(17) 0.23827(9) 0.45297(7) 0.0159(3) Uani 1 1 d . . . C18 C 0.6736(2) 0.15634(11) 0.44815(9) 0.0214(4) Uani 1 1 d . . . H18 H 0.6624 0.1296 0.4061 0.026 Uiso 1 1 calc R . . C19 C 0.6671(2) 0.11317(11) 0.50236(9) 0.0228(4) Uani 1 1 d . . . H19 H 0.6575 0.0560 0.4992 0.027 Uiso 1 1 calc R . . C20 C 0.6745(2) 0.15253(10) 0.56372(9) 0.0179(3) Uani 1 1 d . . . C21 C 0.6623(2) 0.11088(11) 0.62128(10) 0.0233(4) Uani 1 1 d . . . H21 H 0.6552 0.0536 0.6206 0.028 Uiso 1 1 calc R . . C22 C 0.6605(2) 0.15263(12) 0.67782(9) 0.0241(4) Uani 1 1 d . . . H22 H 0.6545 0.1240 0.7166 0.029 Uiso 1 1 calc R . . C23 C 0.6675(2) 0.23753(12) 0.67948(9) 0.0224(4) Uani 1 1 d . . . H23 H 0.6633 0.2657 0.7188 0.027 Uiso 1 1 calc R . . C24 C 0.6804(2) 0.27965(10) 0.62497(9) 0.0175(3) Uani 1 1 d . . . H24 H 0.6834 0.3370 0.6262 0.021 Uiso 1 1 calc R . . C25 C 0.68928(19) 0.23801(10) 0.56661(8) 0.0144(3) Uani 1 1 d . . . C26 C 0.70755(18) 0.27977(10) 0.51009(8) 0.0137(3) Uani 1 1 d . . . C27 C 0.73127(19) 0.36870(9) 0.50983(8) 0.0130(3) Uani 1 1 d . . . C28 C 0.86208(19) 0.40649(10) 0.55834(8) 0.0135(3) Uani 1 1 d . . . C29 C 0.99263(18) 0.35689(10) 0.60324(8) 0.0140(3) Uani 1 1 d . . . C30 C 0.6873(2) 0.51242(12) 0.81167(10) 0.0266(4) Uani 1 1 d . . . C31 C 1.1541(2) 0.11868(13) 0.44816(11) 0.0316(4) Uani 1 1 d . . . S1 S 0.54693(5) 0.45009(3) 0.74718(2) 0.01735(11) Uani 1 1 d . . . S2 S 1.14284(6) 0.20886(3) 0.39699(3) 0.02765(13) Uani 1 1 d . . . F1 F 0.82751(14) 0.47842(9) 0.83440(7) 0.0390(3) Uani 1 1 d . . . F2 F 0.64298(17) 0.52337(9) 0.86624(7) 0.0472(4) Uani 1 1 d . . . F3 F 0.70268(19) 0.58438(8) 0.78693(8) 0.0605(5) Uani 1 1 d . . . F4 F 1.28730(18) 0.11528(10) 0.50122(7) 0.0549(4) Uani 1 1 d . . . F5 F 1.03842(19) 0.11592(10) 0.47361(9) 0.0577(4) Uani 1 1 d . . . F6 F 1.14532(18) 0.05194(8) 0.41121(8) 0.0505(4) Uani 1 1 d . . . O1 O 0.40429(16) 0.49551(9) 0.72955(8) 0.0309(3) Uani 1 1 d . . . O2 O 0.61331(16) 0.44488(9) 0.69359(7) 0.0298(3) Uani 1 1 d . . . O3 O 0.54935(18) 0.37571(9) 0.78346(7) 0.0333(3) Uani 1 1 d . . . O4 O 0.9934(2) 0.20148(10) 0.34290(9) 0.0429(4) Uani 1 1 d . . . O5 O 1.1529(3) 0.27246(10) 0.44488(9) 0.0528(5) Uani 1 1 d . . . O6 O 1.2754(2) 0.20057(11) 0.37494(8) 0.0428(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 0.0211(8) 0.0198(8) 0.0125(8) -0.0023(6) 0.0045(6) 0.0007(7) C2 0.0258(9) 0.0236(9) 0.0245(9) -0.0028(7) 0.0063(8) 0.0072(7) C3 0.0241(9) 0.0258(9) 0.0205(9) 0.0026(7) -0.0014(7) 0.0063(7) C4 0.0236(9) 0.0252(9) 0.0119(8) 0.0022(7) 0.0005(7) -0.0003(7) N5 0.0173(7) 0.0187(7) 0.0103(6) -0.0008(5) 0.0043(5) -0.0025(5) C6 0.0204(8) 0.0261(9) 0.0129(8) -0.0056(7) 0.0086(6) -0.0039(7) C7 0.0213(9) 0.0281(9) 0.0165(8) -0.0108(7) 0.0076(7) -0.0053(7) C8 0.0255(9) 0.0213(9) 0.0226(9) -0.0091(7) 0.0064(7) -0.0040(7) C9 0.0212(9) 0.0193(8) 0.0190(8) -0.0020(7) 0.0060(7) -0.0067(7) C10 0.0181(8) 0.0159(8) 0.0137(8) -0.0028(6) 0.0076(6) -0.0031(6) C11 0.0248(9) 0.0122(7) 0.0188(8) 0.0007(6) 0.0095(7) -0.0008(6) C12 0.0212(8) 0.0176(8) 0.0145(8) 0.0031(6) 0.0059(7) 0.0028(6) C13 0.0158(8) 0.0175(8) 0.0128(7) -0.0002(6) 0.0052(6) -0.0010(6) C14 0.0186(8) 0.0211(8) 0.0139(8) 0.0015(6) -0.0001(6) -0.0012(7) C15 0.0295(10) 0.0254(9) 0.0104(8) -0.0006(7) 0.0026(7) -0.0042(7) C16 0.0277(9) 0.0215(9) 0.0109(8) -0.0013(6) 0.0089(7) -0.0036(7) N17 0.0201(7) 0.0155(7) 0.0115(6) -0.0014(5) 0.0046(5) -0.0014(5) C18 0.0301(10) 0.0153(8) 0.0184(8) -0.0051(7) 0.0079(7) -0.0004(7) C19 0.0317(10) 0.0138(8) 0.0228(9) -0.0034(7) 0.0090(8) -0.0008(7) C20 0.0202(8) 0.0152(8) 0.0176(8) 0.0008(6) 0.0054(7) -0.0001(6) C21 0.0291(10) 0.0170(8) 0.0241(9) 0.0050(7) 0.0095(8) -0.0004(7) C22 0.0293(10) 0.0254(9) 0.0191(9) 0.0081(7) 0.0102(8) -0.0008(8) C23 0.0275(9) 0.0261(9) 0.0160(8) -0.0013(7) 0.0106(7) -0.0032(7) C24 0.0216(8) 0.0163(8) 0.0153(8) -0.0011(6) 0.0074(7) -0.0022(6) C25 0.0151(7) 0.0147(7) 0.0129(7) 0.0000(6) 0.0041(6) -0.0010(6) C26 0.0138(7) 0.0150(8) 0.0110(7) -0.0015(6) 0.0026(6) -0.0002(6) C27 0.0165(8) 0.0133(7) 0.0101(7) -0.0005(6) 0.0057(6) -0.0017(6) C28 0.0158(7) 0.0161(8) 0.0095(7) -0.0009(6) 0.0055(6) -0.0006(6) C29 0.0150(7) 0.0164(8) 0.0100(7) -0.0001(6) 0.0034(6) -0.0036(6) C30 0.0272(10) 0.0227(9) 0.0271(10) 0.0010(8) 0.0058(8) 0.0021(8) C31 0.0307(11) 0.0276(10) 0.0347(11) -0.0019(8) 0.0090(9) -0.0018(8) S1 0.0185(2) 0.0177(2) 0.0160(2) 0.00178(15) 0.00602(16) 0.00282(15) S2 0.0428(3) 0.0208(2) 0.0252(2) -0.00692(18) 0.0191(2) -0.0056(2) F1 0.0218(6) 0.0526(8) 0.0343(7) -0.0005(6) -0.0010(5) 0.0045(5) F2 0.0505(8) 0.0582(9) 0.0310(7) -0.0214(6) 0.0113(6) 0.0062(7) F3 0.0683(10) 0.0261(7) 0.0631(10) 0.0119(7) -0.0087(8) -0.0188(7) F4 0.0494(9) 0.0684(11) 0.0340(8) 0.0092(7) -0.0024(6) -0.0004(8) F5 0.0611(10) 0.0525(9) 0.0760(11) 0.0188(8) 0.0445(9) -0.0039(8) F6 0.0553(9) 0.0219(6) 0.0640(10) -0.0086(6) 0.0069(8) 0.0040(6) O1 0.0198(7) 0.0358(8) 0.0354(8) -0.0023(6) 0.0073(6) 0.0073(6) O2 0.0285(7) 0.0442(9) 0.0185(7) 0.0026(6) 0.0104(6) 0.0098(6) O3 0.0463(9) 0.0239(7) 0.0250(7) 0.0066(6) 0.0062(6) -0.0066(6) O4 0.0412(9) 0.0429(9) 0.0392(9) 0.0003(7) 0.0064(7) 0.0105(7) O5 0.1091(16) 0.0251(8) 0.0405(9) -0.0155(7) 0.0466(11) -0.0163(9) O6 0.0473(9) 0.0590(11) 0.0306(8) -0.0123(7) 0.0240(7) -0.0163(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.381(3) . ? C1 C29 1.381(2) . ? C1 H1 0.9500 . ? C2 C3 1.379(3) . ? C2 H2 0.9500 . ? C3 C4 1.368(3) . ? C3 H3 0.9500 . ? C4 N5 1.348(2) . ? C4 H4 0.9500 . ? N5 C29 1.363(2) . ? N5 C6 1.494(2) . ? C6 C7 1.522(2) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.524(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.539(2) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.512(2) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.395(2) . ? C10 C28 1.398(2) . ? C11 C12 1.378(2) . ? C11 H11 0.9500 . ? C12 C13 1.390(2) . ? C12 H12 0.9500 . ? C13 C27 1.398(2) . ? C13 C14 1.504(2) . ? C14 C15 1.537(2) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.519(3) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 N17 1.485(2) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? N17 C26 1.341(2) . ? N17 C18 1.370(2) . ? C18 C19 1.349(3) . ? C18 H18 0.9500 . ? C19 C20 1.409(2) . ? C19 H19 0.9500 . ? C20 C21 1.414(2) . ? C20 C25 1.420(2) . ? C21 C22 1.364(3) . ? C21 H21 0.9500 . ? C22 C23 1.406(3) . ? C22 H22 0.9500 . ? C23 C24 1.365(2) . ? C23 H23 0.9500 . ? C24 C25 1.417(2) . ? C24 H24 0.9500 . ? C25 C26 1.417(2) . ? C26 C27 1.487(2) . ? C27 C28 1.413(2) . ? C28 C29 1.480(2) . ? C30 F3 1.322(2) . ? C30 F1 1.322(2) . ? C30 F2 1.335(2) . ? C30 S1 1.819(2) . ? C31 F5 1.326(3) . ? C31 F4 1.329(3) . ? C31 F6 1.330(2) . ? C31 S2 1.813(2) . ? S1 O1 1.4322(14) . ? S1 O2 1.4344(13) . ? S1 O3 1.4382(14) . ? S2 O5 1.4275(15) . ? S2 O6 1.4311(16) . ? S2 O4 1.4400(18) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C29 120.92(16) . . ? C2 C1 H1 119.5 . . ? C29 C1 H1 119.5 . . ? C3 C2 C1 118.83(17) . . ? C3 C2 H2 120.6 . . ? C1 C2 H2 120.6 . . ? C4 C3 C2 119.39(17) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? N5 C4 C3 121.39(16) . . ? N5 C4 H4 119.3 . . ? C3 C4 H4 119.3 . . ? C4 N5 C29 120.63(14) . . ? C4 N5 C6 116.53(14) . . ? C29 N5 C6 122.83(14) . . ? N5 C6 C7 112.43(13) . . ? N5 C6 H6A 109.1 . . ? C7 C6 H6A 109.1 . . ? N5 C6 H6B 109.1 . . ? C7 C6 H6B 109.1 . . ? H6A C6 H6B 107.9 . . ? C6 C7 C8 114.65(15) . . ? C6 C7 H7A 108.6 . . ? C8 C7 H7A 108.6 . . ? C6 C7 H7B 108.6 . . ? C8 C7 H7B 108.6 . . ? H7A C7 H7B 107.6 . . ? C7 C8 C9 114.41(15) . . ? C7 C8 H8A 108.7 . . ? C9 C8 H8A 108.7 . . ? C7 C8 H8B 108.7 . . ? C9 C8 H8B 108.7 . . ? H8A C8 H8B 107.6 . . ? C10 C9 C8 113.92(14) . . ? C10 C9 H9A 108.8 . . ? C8 C9 H9A 108.8 . . ? C10 C9 H9B 108.8 . . ? C8 C9 H9B 108.8 . . ? H9A C9 H9B 107.7 . . ? C11 C10 C28 118.04(15) . . ? C11 C10 C9 118.33(15) . . ? C28 C10 C9 123.60(15) . . ? C12 C11 C10 121.83(16) . . ? C12 C11 H11 119.1 . . ? C10 C11 H11 119.1 . . ? C11 C12 C13 120.84(16) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C12 C13 C27 118.45(15) . . ? C12 C13 C14 121.84(15) . . ? C27 C13 C14 119.68(15) . . ? C13 C14 C15 111.69(14) . . ? C13 C14 H14A 109.3 . . ? C15 C14 H14A 109.3 . . ? C13 C14 H14B 109.3 . . ? C15 C14 H14B 109.3 . . ? H14A C14 H14B 107.9 . . ? C16 C15 C14 113.26(14) . . ? C16 C15 H15A 108.9 . . ? C14 C15 H15A 108.9 . . ? C16 C15 H15B 108.9 . . ? C14 C15 H15B 108.9 . . ? H15A C15 H15B 107.7 . . ? N17 C16 C15 110.25(14) . . ? N17 C16 H16A 109.6 . . ? C15 C16 H16A 109.6 . . ? N17 C16 H16B 109.6 . . ? C15 C16 H16B 109.6 . . ? H16A C16 H16B 108.1 . . ? C26 N17 C18 122.38(14) . . ? C26 N17 C16 120.02(14) . . ? C18 N17 C16 117.55(14) . . ? C19 C18 N17 120.77(16) . . ? C19 C18 H18 119.6 . . ? N17 C18 H18 119.6 . . ? C18 C19 C20 120.24(16) . . ? C18 C19 H19 119.9 . . ? C20 C19 H19 119.9 . . ? C19 C20 C21 122.80(16) . . ? C19 C20 C25 118.24(15) . . ? C21 C20 C25 118.92(16) . . ? C22 C21 C20 120.27(17) . . ? C22 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? C21 C22 C23 120.88(16) . . ? C21 C22 H22 119.6 . . ? C23 C22 H22 119.6 . . ? C24 C23 C22 120.38(16) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C23 C24 C25 120.18(16) . . ? C23 C24 H24 119.9 . . ? C25 C24 H24 119.9 . . ? C26 C25 C24 121.60(15) . . ? C26 C25 C20 119.14(15) . . ? C24 C25 C20 119.23(15) . . ? N17 C26 C25 118.92(15) . . ? N17 C26 C27 118.10(14) . . ? C25 C26 C27 122.91(14) . . ? C13 C27 C28 120.61(15) . . ? C13 C27 C26 117.87(14) . . ? C28 C27 C26 121.52(14) . . ? C10 C28 C27 120.11(15) . . ? C10 C28 C29 119.28(15) . . ? C27 C28 C29 119.99(14) . . ? N5 C29 C1 118.81(15) . . ? N5 C29 C28 120.69(14) . . ? C1 C29 C28 120.35(14) . . ? F3 C30 F1 107.76(17) . . ? F3 C30 F2 107.94(18) . . ? F1 C30 F2 106.70(16) . . ? F3 C30 S1 111.47(14) . . ? F1 C30 S1 111.59(14) . . ? F2 C30 S1 111.16(14) . . ? F5 C31 F4 106.85(19) . . ? F5 C31 F6 107.45(18) . . ? F4 C31 F6 107.43(18) . . ? F5 C31 S2 111.48(15) . . ? F4 C31 S2 111.85(15) . . ? F6 C31 S2 111.51(15) . . ? O1 S1 O2 114.57(9) . . ? O1 S1 O3 115.70(9) . . ? O2 S1 O3 114.65(9) . . ? O1 S1 C30 103.61(9) . . ? O2 S1 C30 103.21(9) . . ? O3 S1 C30 102.67(9) . . ? O5 S2 O6 115.52(11) . . ? O5 S2 O4 115.02(12) . . ? O6 S2 O4 114.50(10) . . ? O5 S2 C31 102.90(10) . . ? O6 S2 C31 102.81(11) . . ? O4 S2 C31 103.61(10) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.433 _refine_diff_density_min -0.616 _refine_diff_density_rms 0.069 #===END