# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Malcolm Chisholm' _publ_contact_author_address ; Department of Chemistry The Ohio State University 100 West 18th Avenue Columbus Ohio 43210-1185 UNITED STATES OF AMERICA ; _publ_contact_author_email CHISHOLM@CHEMISTRY.OHIO-STATE.EDU _publ_section_title ; A Tris-pyrazolylborate Ligand with Hemilabile O-Donor Groups. Examples of ?3, ?5, ?6 and Bridging Modes of Bonding to Li+, Na+, K+, Tl+ and Ca2+ Ions ; _publ_requested_category FM loop_ _publ_author_name 'Malcolm Chisholm' 'Judith C. Gallucci' 'Gulsah Yaman' data_Chisholm1277 _database_code_depnum_ccdc_archive 'CCDC 290330' _audit_creation_date 2004-10-07T17:31:11-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_name_common 'Chisholm 1277' _chemical_formula_moiety 'C56 H94 B2 K2 N14 O7' _chemical_formula_sum 'C56 H94 B2 K2 N14 O7' _chemical_formula_weight 1175.28 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall ? _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.163(1) _cell_length_b 13.629(1) _cell_length_c 21.637(2) _cell_angle_alpha 75.219(4) _cell_angle_beta 78.293(5) _cell_angle_gamma 63.403(5) _cell_volume 3338.3(5) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 11704 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.028 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description chunk _exptl_crystal_colour colorless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.46 _exptl_crystal_size_min 0.35 _exptl_crystal_density_diffrn 1.169 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_special_details ;The data collection strategy was set up to measure a hemisphere of reciprocal space with a redundancy factor of 2.7, which means that 90% of the reflections were measured at least 2.7 times. A combination of phi and omega scans with a frame width of one degree was used for data collection. ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.199 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.762 _exptl_absorpt_correction_T_max 0.933 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'MoK\a fine focus' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.809631E-1 _diffrn_orient_matrix_ub_12 -0.124603E-1 _diffrn_orient_matrix_ub_13 -0.3439E-3 _diffrn_orient_matrix_ub_21 0.145789E-1 _diffrn_orient_matrix_ub_22 -0.721783E-1 _diffrn_orient_matrix_ub_23 0.309515E-1 _diffrn_orient_matrix_ub_31 0.229722E-1 _diffrn_orient_matrix_ub_32 -0.401706E-1 _diffrn_orient_matrix_ub_33 -0.367563E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.034 _diffrn_reflns_av_unetI/netI ? _diffrn_reflns_number 63668 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 25.02 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _reflns_number_total 11749 _reflns_number_gt 9513 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ;The structure consists of a K dimer with two boron tripod ligands and a third ligand consisting of the pyrazole ring with its attached substituents. There is disorder present for one of the boron tripod ligands. The disorder is modeled in terms of one chain, C45A, O6A, C48A, and one methyl group, C47A, for one orientation and a second chain, C47, O6, C48, and methyl group, C45, for a second orientation. The atom pairs C45 and C45A and also C47 and C47A are treated as exactly overlapping atoms. For the methyl groups, the hydrogen atoms were added at calculated positions using a riding model with U(H) = 1.5 * Ueq (bonded carbon atom). The torsion angle, which defines the orientation of the methyl group about the C-C or O-C bond, was refined. The remaining hydrogen atoms were included in the model at calculated positions using a riding model with U(H) = 1.2 * Ueq (attached atom). 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 ' w=1/[\s^2^(Fo^2^)+(0.0545P)^2^+1.8482P] 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_number_reflns 11749 _refine_ls_number_parameters 770 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0588 _refine_ls_R_factor_gt 0.0444 _refine_ls_wR_factor_ref 0.1193 _refine_ls_wR_factor_gt 0.1106 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.644 _refine_diff_density_min -0.493 _refine_diff_density_rms 0.045 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' K K 0.2009 0.2494 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.17825(16) 0.24591(16) 0.31403(10) 0.0291(4) Uani 1 1 d . . . C2 C 0.14304(17) 0.24690(18) 0.25724(10) 0.0377(5) Uani 1 1 d . . . H2 H 0.068 0.2853 0.2443 0.045 Uiso 1 1 calc R . . C3 C 0.23993(17) 0.18042(17) 0.22391(10) 0.0334(5) Uani 1 1 d . . . H3 H 0.2439 0.1638 0.1832 0.04 Uiso 1 1 calc R . . C4 C 0.10975(17) 0.29917(18) 0.37132(10) 0.0348(5) Uani 1 1 d . . . C5 C -0.01817(18) 0.3502(2) 0.36369(13) 0.0503(6) Uani 1 1 d . . . H5A H -0.0352 0.4106 0.326 0.075 Uiso 1 1 calc R . . H5B H -0.0623 0.38 0.4022 0.075 Uiso 1 1 calc R . . H5C H -0.0388 0.2925 0.3581 0.075 Uiso 1 1 calc R . . C6 C 0.1344(2) 0.21089(19) 0.43322(11) 0.0437(5) Uani 1 1 d . . . H6A H 0.1125 0.1521 0.4308 0.066 Uiso 1 1 calc R . . H6B H 0.0903 0.2459 0.4701 0.066 Uiso 1 1 calc R . . H6C H 0.2161 0.1782 0.4383 0.066 Uiso 1 1 calc R . . C7 C 0.14576(18) 0.38948(18) 0.37451(11) 0.0376(5) Uani 1 1 d . . . H7A H 0.2272 0.3552 0.3822 0.045 Uiso 1 1 calc R . . H7B H 0.1364 0.4431 0.3332 0.045 Uiso 1 1 calc R . . C8 C 0.1119(2) 0.5266(2) 0.43324(14) 0.0544(6) Uani 1 1 d . . . H8A H 0.1913 0.4891 0.4436 0.082 Uiso 1 1 calc R . . H8B H 0.0626 0.5643 0.4683 0.082 Uiso 1 1 calc R . . H8C H 0.1061 0.5818 0.3934 0.082 Uiso 1 1 calc R . . C9 C 0.46057(16) -0.08441(16) 0.12674(9) 0.0293(4) Uani 1 1 d . . . C10 C 0.51766(18) -0.02202(17) 0.08675(9) 0.0324(5) Uani 1 1 d . . . H10 H 0.5477 -0.0247 0.0431 0.039 Uiso 1 1 calc R . . C11 C 0.52074(17) 0.04393(16) 0.12446(9) 0.0300(4) Uani 1 1 d . . . H11 H 0.5537 0.0963 0.1114 0.036 Uiso 1 1 calc R . . C12 C 0.43371(18) -0.17392(17) 0.11353(10) 0.0336(5) Uani 1 1 d . . . C13 C 0.3125(2) -0.1212(2) 0.09303(12) 0.0473(6) Uani 1 1 d . . . H13A H 0.2579 -0.0817 0.1261 0.071 Uiso 1 1 calc R . . H13B H 0.2932 -0.18 0.0876 0.071 Uiso 1 1 calc R . . H13C H 0.3088 -0.0684 0.0523 0.071 Uiso 1 1 calc R . . C14 C 0.5191(2) -0.23209(18) 0.06043(10) 0.0400(5) Uani 1 1 d . . . H14A H 0.5149 -0.1771 0.0206 0.06 Uiso 1 1 calc R . . H14B H 0.5003 -0.29 0.0533 0.06 Uiso 1 1 calc R . . H14C H 0.5965 -0.2664 0.0735 0.06 Uiso 1 1 calc R . . C15 C 0.43698(19) -0.25928(18) 0.17499(10) 0.0385(5) Uani 1 1 d . . . H15A H 0.3811 -0.2216 0.209 0.046 Uiso 1 1 calc R . . H15B H 0.4156 -0.3158 0.1673 0.046 Uiso 1 1 calc R . . C16 C 0.5492(3) -0.3786(3) 0.25769(13) 0.0698(8) Uani 1 1 d . . . H16A H 0.5038 -0.33 0.2889 0.105 Uiso 1 1 calc R . . H16B H 0.6279 -0.4207 0.269 0.105 Uiso 1 1 calc R . . H16C H 0.5163 -0.4306 0.2584 0.105 Uiso 1 1 calc R . . C17 C 0.60707(16) -0.18483(16) 0.35673(9) 0.0275(4) Uani 1 1 d . . . C18 C 0.49589(17) -0.17425(18) 0.38043(10) 0.0347(5) Uani 1 1 d . . . H18 H 0.474 -0.2232 0.4143 0.042 Uiso 1 1 calc R . . C19 C 0.42586(17) -0.07812(17) 0.34418(10) 0.0317(4) Uani 1 1 d . . . H19 H 0.3448 -0.048 0.3484 0.038 Uiso 1 1 calc R . . C20 C 0.71689(17) -0.27324(17) 0.38372(10) 0.0318(4) Uani 1 1 d . . . C21 C 0.71429(19) -0.38828(18) 0.40032(11) 0.0410(5) Uani 1 1 d . . . H21A H 0.6483 -0.3861 0.4315 0.061 Uiso 1 1 calc R . . H21B H 0.7846 -0.444 0.4189 0.061 Uiso 1 1 calc R . . H21C H 0.7083 -0.4083 0.3612 0.061 Uiso 1 1 calc R . . C22 C 0.7272(2) -0.2430(2) 0.44539(11) 0.0436(5) Uani 1 1 d . . . H22A H 0.7301 -0.1699 0.435 0.065 Uiso 1 1 calc R . . H22B H 0.7972 -0.2998 0.4639 0.065 Uiso 1 1 calc R . . H22C H 0.6609 -0.2402 0.4765 0.065 Uiso 1 1 calc R . . C23 C 0.82311(17) -0.27768(18) 0.33821(10) 0.0354(5) Uani 1 1 d . . . H23A H 0.8227 -0.2024 0.3266 0.042 Uiso 1 1 calc R . . H23B H 0.8919 -0.329 0.3605 0.042 Uiso 1 1 calc R . . C24 C 0.93817(19) -0.3355(2) 0.24511(12) 0.0509(6) Uani 1 1 d . . . H24A H 0.9536 -0.2693 0.2379 0.076 Uiso 1 1 calc R . . H24B H 0.9384 -0.3524 0.2037 0.076 Uiso 1 1 calc R . . H24C H 0.9973 -0.3992 0.2692 0.076 Uiso 1 1 calc R . . C25 C 0.9367(2) -0.21598(18) 0.05441(12) 0.0463(6) Uani 1 1 d . . . C26 C 1.0435(2) -0.2232(3) 0.05928(18) 0.0811(11) Uani 1 1 d . . . H26 H 1.1147 -0.267 0.0385 0.097 Uiso 1 1 calc R . . C27 C 1.0248(2) -0.1541(2) 0.10011(17) 0.0700(9) Uani 1 1 d . . . H27 H 1.0817 -0.1409 0.113 0.084 Uiso 1 1 calc R . . C28 C 0.9064(2) -0.27677(19) 0.01709(11) 0.0497(6) Uani 1 1 d . . . C29 C 0.7899(3) -0.2053(2) -0.00755(13) 0.0653(8) Uani 1 1 d . . . H29A H 0.7323 -0.1815 0.0286 0.098 Uiso 1 1 calc R . . H29B H 0.7702 -0.249 -0.0288 0.098 Uiso 1 1 calc R . . H29C H 0.7921 -0.1394 -0.0383 0.098 Uiso 1 1 calc R . . C30 C 0.9981(3) -0.3095(2) -0.04071(14) 0.0788(10) Uani 1 1 d . . . H30A H 1.0033 -0.2421 -0.068 0.118 Uiso 1 1 calc R . . H30B H 0.9765 -0.3465 -0.0658 0.118 Uiso 1 1 calc R . . H30C H 1.0723 -0.3604 -0.0248 0.118 Uiso 1 1 calc R . . C31 C 0.9096(2) -0.38684(19) 0.05862(12) 0.0474(6) Uani 1 1 d . . . H31A H 0.8918 -0.427 0.0332 0.057 Uiso 1 1 calc R . . H31B H 0.9874 -0.4343 0.0718 0.057 Uiso 1 1 calc R . . C32 C 0.8324(3) -0.4710(2) 0.15170(16) 0.0787(10) Uani 1 1 d . . . H32A H 0.8136 -0.5093 0.1261 0.118 Uiso 1 1 calc R . . H32B H 0.7764 -0.4564 0.1895 0.118 Uiso 1 1 calc R . . H32C H 0.9089 -0.5183 0.1656 0.118 Uiso 1 1 calc R . . C33 C 1.02166(17) -0.04373(17) 0.27911(10) 0.0345(5) Uani 1 1 d . . . C34 C 1.06970(19) 0.0088(2) 0.22496(11) 0.0426(5) Uani 1 1 d . . . H34 H 1.1322 0.0273 0.2225 0.051 Uiso 1 1 calc R . . C35 C 1.00701(19) 0.02783(19) 0.17640(11) 0.0406(5) Uani 1 1 d . . . H35 H 1.0181 0.063 0.1332 0.049 Uiso 1 1 calc R . . C36 C 1.05948(18) -0.08806(18) 0.34605(10) 0.0369(5) Uani 1 1 d . . . C37 C 0.9700(2) -0.1168(2) 0.39432(12) 0.0497(6) Uani 1 1 d . . . H37A H 0.8972 -0.0503 0.394 0.075 Uiso 1 1 calc R . . H37B H 0.9954 -0.1419 0.4374 0.075 Uiso 1 1 calc R . . H37C H 0.9599 -0.1764 0.3824 0.075 Uiso 1 1 calc R . . C38 C 1.0822(2) -0.0019(2) 0.36822(13) 0.0508(6) Uani 1 1 d . . . H38A H 1.1381 0.0182 0.3369 0.076 Uiso 1 1 calc R . . H38B H 1.1121 -0.034 0.4102 0.076 Uiso 1 1 calc R . . H38C H 1.0107 0.065 0.3717 0.076 Uiso 1 1 calc R . . C39 C 1.1700(2) -0.1941(2) 0.34176(11) 0.0470(6) Uani 1 1 d . . . H39A H 1.1573 -0.2452 0.322 0.056 Uiso 1 1 calc R . . H39B H 1.2306 -0.1745 0.3142 0.056 Uiso 1 1 calc R . . C40 C 1.3096(2) -0.3443(2) 0.40180(14) 0.0588(7) Uani 1 1 d . . . H40A H 1.304 -0.393 0.3775 0.088 Uiso 1 1 calc R . . H40B H 1.3257 -0.3846 0.4457 0.088 Uiso 1 1 calc R . . H40C H 1.3714 -0.322 0.3809 0.088 Uiso 1 1 calc R . . C41 C 0.64117(17) 0.25865(17) 0.11110(10) 0.0317(4) Uani 1 1 d . A . C42 C 0.68988(19) 0.23382(19) 0.05020(10) 0.0407(5) Uani 1 1 d . . . H42 H 0.6701 0.2811 0.0098 0.049 Uiso 1 1 calc R . . C43 C 0.77229(18) 0.12679(19) 0.06135(10) 0.0382(5) Uani 1 1 d . . . H43 H 0.8209 0.0855 0.0293 0.046 Uiso 1 1 calc R . . C44 C 0.5434(2) 0.36607(18) 0.12646(11) 0.0440(6) Uani 1 1 d . . . C45 C 0.4377(3) 0.3770(3) 0.0994(2) 0.1035(15) Uani 0.383(4) 1 d P A 1 H45A H 0.3739 0.4488 0.1048 0.155 Uiso 0.383(4) 1 calc PR A 1 H45B H 0.4164 0.316 0.1226 0.155 Uiso 0.383(4) 1 calc PR A 1 H45C H 0.4561 0.373 0.0536 0.155 Uiso 0.383(4) 1 calc PR A 1 C45A C 0.4377(3) 0.3770(3) 0.0994(2) 0.1035(15) Uani 0.617(4) 1 d P A 2 H45D H 0.4525 0.384 0.0521 0.124 Uiso 0.617(4) 1 calc PR A 2 H45E H 0.4247 0.3086 0.1173 0.124 Uiso 0.617(4) 1 calc PR A 2 C46 C 0.5761(4) 0.4615(3) 0.0998(2) 0.1186(18) Uani 1 1 d . A . H46A H 0.641 0.4502 0.1206 0.178 Uiso 1 1 calc R . . H46B H 0.5112 0.5313 0.1079 0.178 Uiso 1 1 calc R . . H46C H 0.5974 0.4658 0.0534 0.178 Uiso 1 1 calc R . . C47 C 0.5086(2) 0.3596(2) 0.19806(14) 0.0608(7) Uani 0.383(4) 1 d P A 1 H47A H 0.4827 0.2992 0.2164 0.073 Uiso 0.383(4) 1 calc PR A 1 H47B H 0.572 0.3475 0.2212 0.073 Uiso 0.383(4) 1 calc PR A 1 C47A C 0.5086(2) 0.3596(2) 0.19806(14) 0.0608(7) Uani 0.617(4) 1 d P A 2 H47C H 0.5727 0.3485 0.2195 0.091 Uiso 0.617(4) 1 calc PR A 2 H47D H 0.4873 0.2967 0.2152 0.091 Uiso 0.617(4) 1 calc PR A 2 H47E H 0.4433 0.4292 0.2058 0.091 Uiso 0.617(4) 1 calc PR A 2 C48 C 0.3368(6) 0.4614(6) 0.2547(3) 0.062(2) Uani 0.383(4) 1 d P A 1 H48A H 0.298 0.4181 0.2487 0.093 Uiso 0.383(4) 1 calc PR A 1 H48B H 0.2803 0.5369 0.2595 0.093 Uiso 0.383(4) 1 calc PR A 1 H48C H 0.3772 0.4247 0.2933 0.093 Uiso 0.383(4) 1 calc PR A 1 C48A C 0.2365(5) 0.4717(6) 0.1040(5) 0.128(3) Uani 0.617(4) 1 d P A 2 H48D H 0.2463 0.4525 0.0619 0.192 Uiso 0.617(4) 1 calc PR A 2 H48E H 0.1741 0.546 0.105 0.192 Uiso 0.617(4) 1 calc PR A 2 H48F H 0.2182 0.4166 0.1375 0.192 Uiso 0.617(4) 1 calc PR A 2 C49 C 0.58433(16) 0.20222(16) 0.41257(9) 0.0277(4) Uani 1 1 d . . . C50 C 0.60545(17) 0.09216(17) 0.44369(9) 0.0318(4) Uani 1 1 d . . . H50 H 0.6614 0.0444 0.4724 0.038 Uiso 1 1 calc R . . C51 C 0.52776(17) 0.06818(18) 0.42371(9) 0.0325(5) Uani 1 1 d . A . H51 H 0.5194 -0.0001 0.4361 0.039 Uiso 1 1 calc R . . C52 C 0.64237(17) 0.27506(17) 0.41527(9) 0.0313(4) Uani 1 1 d . . . C53 C 0.74143(18) 0.20992(19) 0.45722(11) 0.0390(5) Uani 1 1 d . . . H53A H 0.7126 0.1837 0.5006 0.058 Uiso 1 1 calc R . . H53B H 0.7768 0.2587 0.4592 0.058 Uiso 1 1 calc R . . H53C H 0.7984 0.1457 0.4386 0.058 Uiso 1 1 calc R . . C54 C 0.55477(19) 0.37931(19) 0.44207(11) 0.0415(5) Uani 1 1 d . . . H54A H 0.4905 0.4189 0.4158 0.062 Uiso 1 1 calc R . . H54B H 0.5911 0.4288 0.441 0.062 Uiso 1 1 calc R . . H54C H 0.5269 0.3567 0.4865 0.062 Uiso 1 1 calc R . . C55 C 0.68590(19) 0.31690(18) 0.34751(10) 0.0366(5) Uani 1 1 d . A . H55A H 0.6205 0.3641 0.3218 0.044 Uiso 1 1 calc R . . H55B H 0.725 0.3632 0.3496 0.044 Uiso 1 1 calc R . . C56 C 0.8206(2) 0.2604(2) 0.25879(11) 0.0493(6) Uani 1 1 d . A . H56A H 0.7644 0.3141 0.2292 0.074 Uiso 1 1 calc R . . H56B H 0.8716 0.1953 0.2392 0.074 Uiso 1 1 calc R . . H56C H 0.8654 0.2956 0.2676 0.074 Uiso 1 1 calc R . . B1 B 0.45502(18) 0.06536(18) 0.24434(10) 0.0263(5) Uani 1 1 d . . . H1 H 0.5032 0.1074 0.2381 0.032 Uiso 1 1 calc R . . B2 B 0.84432(19) -0.02403(19) 0.16456(11) 0.0316(5) Uani 1 1 d . . . H2A H 0.7922 -0.0519 0.1965 0.038 Uiso 1 1 calc R . . K1 K 0.69203(3) 0.07384(4) 0.29191(2) 0.03018(11) Uani 1 1 d . A . K2 K 0.68888(4) -0.19377(4) 0.18625(2) 0.03198(12) Uani 1 1 d . . . N1 N 0.32773(13) 0.14314(13) 0.25876(7) 0.0272(4) Uani 1 1 d . . . N2 N 0.29095(13) 0.18404(13) 0.31441(8) 0.0300(4) Uani 1 1 d . . . N3 N 0.46878(13) 0.02099(13) 0.18324(7) 0.0270(3) Uani 1 1 d . . . N4 N 0.43094(13) -0.05854(13) 0.18543(8) 0.0288(4) Uani 1 1 d . . . N5 N 0.49029(12) -0.03335(13) 0.30180(7) 0.0250(3) Uani 1 1 d . . . N6 N 0.60412(13) -0.09911(13) 0.30895(7) 0.0265(3) Uani 1 1 d . . . N7 N 0.91269(14) -0.10787(14) 0.11900(9) 0.0363(4) Uani 1 1 d . . . N8 N 0.85694(15) -0.14641(14) 0.09131(8) 0.0363(4) Uani 1 1 d . . . N9 N 0.92659(14) -0.01188(14) 0.20031(8) 0.0330(4) Uani 1 1 d . . . N10 N 0.93545(14) -0.05682(14) 0.26431(8) 0.0320(4) Uani 1 1 d . . . N11 N 0.77291(13) 0.08984(13) 0.12503(8) 0.0297(4) Uani 1 1 d . A . N12 N 0.69129(14) 0.17150(14) 0.15681(8) 0.0319(4) Uani 1 1 d . . . N13 N 0.46633(14) 0.15910(14) 0.38347(8) 0.0317(4) Uani 1 1 d . . . H13 H 0.4109 0.1638 0.3644 0.038 Uiso 1 1 calc R A . N14 N 0.49898(14) 0.24323(14) 0.37533(8) 0.0326(4) Uani 1 1 d . A . O1 O 0.07700(13) 0.44653(13) 0.42529(8) 0.0488(4) Uani 1 1 d . . . O2 O 0.54881(13) -0.31298(12) 0.19582(7) 0.0407(4) Uani 1 1 d . . . O3 O 0.82915(11) -0.31465(12) 0.28093(7) 0.0386(3) Uani 1 1 d . . . O4 O 0.83021(15) -0.36815(13) 0.11390(8) 0.0512(4) Uani 1 1 d . . . O5 O 1.20516(15) -0.24805(15) 0.40369(8) 0.0589(5) Uani 1 1 d . . . O6 O 0.4162(4) 0.4679(3) 0.2004(2) 0.0556(15) Uani 0.383(4) 1 d P A 1 O6A O 0.3384(3) 0.4716(2) 0.11513(17) 0.0709(11) Uani 0.617(4) 1 d P A 2 O7 O 0.76297(13) 0.22570(13) 0.31740(7) 0.0416(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 0.0249(10) 0.0222(10) 0.0386(11) -0.0073(8) -0.0040(8) -0.0072(8) C2 0.0262(10) 0.0397(13) 0.0404(12) -0.0073(10) -0.0116(9) -0.0047(9) C3 0.0317(11) 0.0357(12) 0.0316(11) -0.0064(9) -0.0098(9) -0.0102(9) C4 0.0265(10) 0.0318(11) 0.0451(12) -0.0170(10) -0.0006(9) -0.0074(9) C5 0.0275(11) 0.0549(16) 0.0698(17) -0.0347(13) 0.0029(11) -0.0096(11) C6 0.0530(14) 0.0402(13) 0.0414(13) -0.0173(10) 0.0051(10) -0.0215(11) C7 0.0322(11) 0.0298(11) 0.0479(13) -0.0156(10) -0.0020(9) -0.0069(9) C8 0.0589(16) 0.0406(14) 0.0706(17) -0.0237(13) -0.0100(13) -0.0186(12) C9 0.0313(10) 0.0239(10) 0.0303(10) -0.0079(8) -0.0079(8) -0.0061(8) C10 0.0410(11) 0.0282(11) 0.0245(10) -0.0042(8) -0.0041(8) -0.0115(9) C11 0.0353(11) 0.0224(10) 0.0292(10) -0.0018(8) -0.0048(8) -0.0103(9) C12 0.0382(11) 0.0304(11) 0.0356(11) -0.0118(9) -0.0055(9) -0.0136(9) C13 0.0460(13) 0.0467(14) 0.0574(15) -0.0224(12) -0.0122(11) -0.0170(11) C14 0.0552(14) 0.0311(12) 0.0344(11) -0.0111(9) -0.0033(10) -0.0167(10) C15 0.0460(13) 0.0361(12) 0.0401(12) -0.0148(10) 0.0015(10) -0.0213(10) C16 0.090(2) 0.069(2) 0.0460(15) 0.0138(14) -0.0141(15) -0.0398(18) C17 0.0303(10) 0.0235(10) 0.0283(10) -0.0065(8) -0.0036(8) -0.0097(8) C18 0.0315(11) 0.0327(12) 0.0367(11) 0.0002(9) -0.0016(9) -0.0148(9) C19 0.0239(10) 0.0330(11) 0.0377(11) -0.0079(9) -0.0006(8) -0.0117(9) C20 0.0300(10) 0.0263(11) 0.0339(11) -0.0034(8) -0.0069(8) -0.0070(9) C21 0.0403(12) 0.0270(11) 0.0457(13) -0.0020(10) -0.0040(10) -0.0080(10) C22 0.0449(13) 0.0378(13) 0.0399(12) -0.0066(10) -0.0154(10) -0.0060(10) C23 0.0285(10) 0.0312(11) 0.0406(12) -0.0023(9) -0.0101(9) -0.0070(9) C24 0.0332(12) 0.0491(15) 0.0482(14) -0.0022(11) 0.0010(10) -0.0035(11) C25 0.0541(14) 0.0283(12) 0.0516(14) -0.0153(10) 0.0218(11) -0.0201(11) C26 0.0538(17) 0.070(2) 0.133(3) -0.070(2) 0.0532(18) -0.0377(15) C27 0.0401(14) 0.0584(17) 0.122(3) -0.0499(18) 0.0312(15) -0.0291(13) C28 0.0688(16) 0.0293(12) 0.0444(13) -0.0162(10) 0.0168(12) -0.0191(12) C29 0.097(2) 0.0395(15) 0.0543(16) -0.0180(12) -0.0095(15) -0.0182(15) C30 0.122(3) 0.0437(16) 0.0604(18) -0.0264(14) 0.0423(18) -0.0378(17) C31 0.0565(15) 0.0304(12) 0.0522(14) -0.0171(11) 0.0110(11) -0.0172(11) C32 0.098(2) 0.0407(16) 0.083(2) -0.0117(15) 0.0341(18) -0.0346(16) C33 0.0279(10) 0.0305(11) 0.0447(12) -0.0115(9) -0.0001(9) -0.0109(9) C34 0.0382(12) 0.0446(14) 0.0536(14) -0.0109(11) 0.0000(10) -0.0258(11) C35 0.0422(12) 0.0376(13) 0.0448(13) -0.0047(10) 0.0006(10) -0.0229(10) C36 0.0333(11) 0.0361(12) 0.0428(12) -0.0118(10) -0.0031(9) -0.0139(10) C37 0.0449(13) 0.0638(17) 0.0440(13) -0.0102(12) -0.0016(11) -0.0271(13) C38 0.0478(14) 0.0478(15) 0.0626(16) -0.0182(12) -0.0108(12) -0.0190(12) C39 0.0444(13) 0.0445(14) 0.0457(14) -0.0116(11) -0.0062(11) -0.0107(11) C40 0.0495(15) 0.0484(16) 0.0710(18) -0.0165(13) -0.0180(13) -0.0061(12) C41 0.0376(11) 0.0285(11) 0.0330(11) -0.0057(9) -0.0072(9) -0.0159(9) C42 0.0499(13) 0.0374(13) 0.0303(11) 0.0000(9) -0.0065(10) -0.0167(11) C43 0.0414(12) 0.0406(13) 0.0287(11) -0.0097(9) 0.0038(9) -0.0152(10) C44 0.0568(14) 0.0260(11) 0.0452(13) -0.0099(10) -0.0154(11) -0.0080(10) C45 0.068(2) 0.084(2) 0.139(3) -0.068(2) -0.051(2) 0.0268(18) C45A 0.068(2) 0.084(2) 0.139(3) -0.068(2) -0.051(2) 0.0268(18) C46 0.179(4) 0.0391(18) 0.114(3) -0.0269(19) 0.069(3) -0.053(2) C47 0.0578(16) 0.0387(14) 0.0707(18) -0.0199(13) 0.0071(13) -0.0075(12) C47A 0.0578(16) 0.0387(14) 0.0707(18) -0.0199(13) 0.0071(13) -0.0075(12) C48 0.056(4) 0.046(4) 0.060(4) -0.013(3) 0.011(3) -0.005(3) C48A 0.041(3) 0.091(5) 0.232(9) -0.041(5) -0.033(4) 0.003(3) C49 0.0258(10) 0.0300(11) 0.0265(10) -0.0094(8) -0.0008(8) -0.0096(8) C50 0.0337(11) 0.0314(11) 0.0305(10) -0.0038(9) -0.0062(8) -0.0136(9) C51 0.0376(11) 0.0317(11) 0.0307(11) -0.0071(9) -0.0013(9) -0.0169(9) C52 0.0329(11) 0.0290(11) 0.0340(11) -0.0090(9) -0.0046(8) -0.0125(9) C53 0.0369(12) 0.0425(13) 0.0438(12) -0.0119(10) -0.0093(10) -0.0180(10) C54 0.0442(13) 0.0353(12) 0.0472(13) -0.0157(10) -0.0016(10) -0.0156(10) C55 0.0435(12) 0.0308(12) 0.0409(12) -0.0094(9) -0.0036(9) -0.0193(10) C56 0.0507(14) 0.0600(16) 0.0450(14) -0.0148(12) 0.0070(11) -0.0323(13) B1 0.0272(11) 0.0207(11) 0.0307(11) -0.0071(9) -0.0050(9) -0.0078(9) B2 0.0311(12) 0.0279(12) 0.0348(12) -0.0062(10) 0.0028(10) -0.0138(10) K1 0.0294(2) 0.0311(2) 0.0305(2) -0.00853(18) -0.00051(17) -0.01275(19) K2 0.0324(2) 0.0267(2) 0.0332(2) -0.00594(18) -0.00375(18) -0.00888(19) N1 0.0281(8) 0.0232(8) 0.0305(9) -0.0089(7) -0.0060(7) -0.0074(7) N2 0.0261(8) 0.0268(9) 0.0356(9) -0.0138(7) -0.0055(7) -0.0047(7) N3 0.0293(8) 0.0216(8) 0.0300(9) -0.0074(7) -0.0039(7) -0.0088(7) N4 0.0311(9) 0.0247(9) 0.0316(9) -0.0092(7) -0.0028(7) -0.0105(7) N5 0.0225(8) 0.0233(8) 0.0278(8) -0.0080(7) -0.0023(6) -0.0067(7) N6 0.0232(8) 0.0249(9) 0.0287(8) -0.0066(7) -0.0031(6) -0.0068(7) N7 0.0333(9) 0.0292(9) 0.0456(10) -0.0109(8) 0.0071(8) -0.0147(8) N8 0.0407(10) 0.0268(9) 0.0378(10) -0.0104(8) 0.0043(8) -0.0121(8) N9 0.0304(9) 0.0287(9) 0.0380(10) -0.0026(8) -0.0012(7) -0.0134(7) N10 0.0282(9) 0.0275(9) 0.0375(10) -0.0055(7) -0.0013(7) -0.0104(7) N11 0.0313(9) 0.0275(9) 0.0294(9) -0.0080(7) 0.0011(7) -0.0119(7) N12 0.0366(9) 0.0271(9) 0.0311(9) -0.0092(7) -0.0015(7) -0.0113(8) N13 0.0278(9) 0.0375(10) 0.0349(9) -0.0131(8) -0.0046(7) -0.0141(8) N14 0.0310(9) 0.0318(10) 0.0361(9) -0.0092(7) -0.0067(7) -0.0112(8) O1 0.0458(9) 0.0386(9) 0.0671(11) -0.0299(8) 0.0027(8) -0.0150(7) O2 0.0519(9) 0.0326(8) 0.0353(8) -0.0017(6) -0.0066(7) -0.0173(7) O3 0.0277(7) 0.0408(9) 0.0381(8) -0.0084(7) -0.0018(6) -0.0064(6) O4 0.0628(11) 0.0296(8) 0.0553(10) -0.0119(7) 0.0161(8) -0.0213(8) O5 0.0524(10) 0.0551(11) 0.0543(11) -0.0177(9) -0.0152(8) -0.0014(9) O6 0.065(3) 0.030(2) 0.055(3) -0.011(2) 0.013(2) -0.012(2) O6A 0.0518(19) 0.0415(18) 0.096(3) -0.0175(16) -0.0218(17) 0.0090(14) O7 0.0488(9) 0.0387(9) 0.0401(8) -0.0128(7) 0.0086(7) -0.0232(7) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N2 1.339(2) . ? C1 C2 1.394(3) . ? C1 C4 1.515(3) . ? C2 C3 1.376(3) . ? C2 H2 0.95 . ? C3 N1 1.340(2) . ? C3 H3 0.95 . ? C4 C7 1.524(3) . ? C4 C6 1.533(3) . ? C4 C5 1.534(3) . ? C5 H5A 0.98 . ? C5 H5B 0.98 . ? C5 H5C 0.98 . ? C6 H6A 0.98 . ? C6 H6B 0.98 . ? C6 H6C 0.98 . ? C7 O1 1.426(3) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 O1 1.418(3) . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 N4 1.339(2) . ? C9 C10 1.403(3) . ? C9 C12 1.517(3) . ? C9 K2 3.0807(19) . ? C10 C11 1.377(3) . ? C10 K2 3.141(2) . ? C10 H10 0.95 . ? C11 N3 1.348(2) . ? C11 K2 3.123(2) . ? C11 H11 0.95 . ? C12 C15 1.521(3) . ? C12 C14 1.534(3) . ? C12 C13 1.536(3) . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? C14 H14A 0.98 . ? C14 H14B 0.98 . ? C14 H14C 0.98 . ? C15 O2 1.429(3) . ? C15 H15A 0.99 . ? C15 H15B 0.99 . ? C16 O2 1.407(3) . ? C16 H16A 0.98 . ? C16 H16B 0.98 . ? C16 H16C 0.98 . ? C17 N6 1.340(2) . ? C17 C18 1.403(3) . ? C17 C20 1.519(3) . ? C18 C19 1.367(3) . ? C18 H18 0.95 . ? C19 N5 1.340(2) . ? C19 H19 0.95 . ? C20 C23 1.524(3) . ? C20 C21 1.531(3) . ? C20 C22 1.540(3) . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? C22 H22A 0.98 . ? C22 H22B 0.98 . ? C22 H22C 0.98 . ? C23 O3 1.428(3) . ? C23 H23A 0.99 . ? C23 H23B 0.99 . ? C24 O3 1.427(3) . ? C24 H24A 0.98 . ? C24 H24B 0.98 . ? C24 H24C 0.98 . ? C25 N8 1.339(3) . ? C25 C26 1.389(4) . ? C25 C28 1.505(4) . ? C26 C27 1.362(4) . ? C26 H26 0.95 . ? C27 N7 1.340(3) . ? C27 H27 0.95 . ? C28 C29 1.521(4) . ? C28 C31 1.527(3) . ? C28 C30 1.552(3) . ? C29 H29A 0.98 . ? C29 H29B 0.98 . ? C29 H29C 0.98 . ? C30 H30A 0.98 . ? C30 H30B 0.98 . ? C30 H30C 0.98 . ? C31 O4 1.413(3) . ? C31 H31A 0.99 . ? C31 H31B 0.99 . ? C32 O4 1.423(3) . ? C32 H32A 0.98 . ? C32 H32B 0.98 . ? C32 H32C 0.98 . ? C33 N10 1.334(3) . ? C33 C34 1.401(3) . ? C33 C36 1.512(3) . ? C34 C35 1.369(3) . ? C34 H34 0.95 . ? C35 N9 1.352(3) . ? C35 H35 0.95 . ? C36 C37 1.529(3) . ? C36 C39 1.531(3) . ? C36 C38 1.536(3) . ? C37 H37A 0.98 . ? C37 H37B 0.98 . ? C37 H37C 0.98 . ? C38 H38A 0.98 . ? C38 H38B 0.98 . ? C38 H38C 0.98 . ? C39 O5 1.412(3) . ? C39 H39A 0.99 . ? C39 H39B 0.99 . ? C40 O5 1.415(3) . ? C40 H40A 0.98 . ? C40 H40B 0.98 . ? C40 H40C 0.98 . ? C41 N12 1.337(3) . ? C41 C42 1.397(3) . ? C41 C44 1.516(3) . ? C42 C43 1.368(3) . ? C42 H42 0.95 . ? C43 N11 1.341(3) . ? C43 H43 0.95 . ? C44 C46 1.493(4) . ? C44 C47 1.515(4) . ? C44 C45 1.549(4) . ? C45 H45A 0.98 . ? C45 H45B 0.98 . ? C45 H45C 0.98 . ? C46 H46A 0.98 . ? C46 H46B 0.98 . ? C46 H46C 0.98 . ? C47 O6 1.438(5) . ? C47 H47A 0.99 . ? C47 H47B 0.99 . ? C48 O6 1.418(8) . ? C48 H48A 0.98 . ? C48 H48B 0.98 . ? C48 H48C 0.98 . ? C48A O6A 1.409(7) . ? C48A H48D 0.98 . ? C48A H48E 0.98 . ? C48A H48F 0.98 . ? C49 N14 1.341(2) . ? C49 C50 1.403(3) . ? C49 C52 1.517(3) . ? C49 K1 3.2396(19) . ? C50 C51 1.375(3) . ? C50 K1 3.285(2) . ? C50 H50 0.95 . ? C51 N13 1.336(3) . ? C51 K1 3.217(2) . ? C51 H51 0.95 . ? C52 C55 1.526(3) . ? C52 C53 1.531(3) . ? C52 C54 1.538(3) . ? C53 H53A 0.98 . ? C53 H53B 0.98 . ? C53 H53C 0.98 . ? C54 H54A 0.98 . ? C54 H54B 0.98 . ? C54 H54C 0.98 . ? C55 O7 1.419(3) . ? C55 H55A 0.99 . ? C55 H55B 0.99 . ? C56 O7 1.425(3) . ? C56 H56A 0.98 . ? C56 H56B 0.98 . ? C56 H56C 0.98 . ? B1 N3 1.536(3) . ? B1 N5 1.547(3) . ? B1 N1 1.547(3) . ? B1 K1 3.534(2) . ? B1 H1 1 . ? B2 N9 1.538(3) . ? B2 N11 1.538(3) . ? B2 N7 1.543(3) . ? B2 K1 3.260(2) . ? B2 H2A 1 . ? K1 O7 2.8251(15) . ? K1 N12 2.8863(17) . ? K1 N10 2.9071(17) . ? K1 N6 2.9760(16) . ? K1 N13 3.1299(17) . ? K1 N14 3.1712(17) . ? K1 N9 3.2084(17) . ? K2 O3 2.7220(15) . ? K2 N8 2.8789(18) . ? K2 O4 2.8839(16) . ? K2 O2 2.9047(16) . ? K2 N6 3.0355(16) . ? K2 N4 3.0543(17) . ? K2 N3 3.0580(16) . ? N1 N2 1.363(2) . ? N3 N4 1.369(2) . ? N5 N6 1.376(2) . ? N7 N8 1.363(2) . ? N9 N10 1.369(2) . ? N11 N12 1.373(2) . ? N13 N14 1.356(2) . ? N13 H13 0.88 . ? 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 N2 C1 C2 109.77(17) . . ? N2 C1 C4 119.88(17) . . ? C2 C1 C4 130.33(18) . . ? C3 C2 C1 105.42(18) . . ? C3 C2 H2 127.3 . . ? C1 C2 H2 127.3 . . ? N1 C3 C2 108.24(18) . . ? N1 C3 H3 125.9 . . ? C2 C3 H3 125.9 . . ? C1 C4 C7 108.09(17) . . ? C1 C4 C6 109.86(17) . . ? C7 C4 C6 109.47(18) . . ? C1 C4 C5 109.78(17) . . ? C7 C4 C5 110.36(18) . . ? C6 C4 C5 109.26(19) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? O1 C7 C4 109.40(17) . . ? O1 C7 H7A 109.8 . . ? C4 C7 H7A 109.8 . . ? O1 C7 H7B 109.8 . . ? C4 C7 H7B 109.8 . . ? H7A C7 H7B 108.2 . . ? O1 C8 H8A 109.5 . . ? O1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? O1 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N4 C9 C10 110.63(17) . . ? N4 C9 C12 119.08(18) . . ? C10 C9 C12 130.25(18) . . ? N4 C9 K2 76.29(10) . . ? C10 C9 K2 79.38(11) . . ? C12 C9 K2 109.71(12) . . ? C11 C10 C9 105.07(17) . . ? C11 C10 K2 76.55(11) . . ? C9 C10 K2 74.57(11) . . ? C11 C10 H10 127.5 . . ? C9 C10 H10 127.5 . . ? K2 C10 H10 114.2 . . ? N3 C11 C10 107.93(18) . . ? N3 C11 K2 74.73(10) . . ? C10 C11 K2 78.05(11) . . ? N3 C11 H11 126 . . ? C10 C11 H11 126 . . ? K2 C11 H11 113.6 . . ? C9 C12 C15 109.19(16) . . ? C9 C12 C14 111.23(17) . . ? C15 C12 C14 109.85(17) . . ? C9 C12 C13 109.65(17) . . ? C15 C12 C13 107.64(18) . . ? C14 C12 C13 109.20(17) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O2 C15 C12 110.25(17) . . ? O2 C15 H15A 109.6 . . ? C12 C15 H15A 109.6 . . ? O2 C15 H15B 109.6 . . ? C12 C15 H15B 109.6 . . ? H15A C15 H15B 108.1 . . ? O2 C16 H16A 109.5 . . ? O2 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O2 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N6 C17 C18 110.40(17) . . ? N6 C17 C20 122.95(17) . . ? C18 C17 C20 126.44(18) . . ? C19 C18 C17 105.02(18) . . ? C19 C18 H18 127.5 . . ? C17 C18 H18 127.5 . . ? N5 C19 C18 108.81(17) . . ? N5 C19 H19 125.6 . . ? C18 C19 H19 125.6 . . ? C17 C20 C23 112.77(16) . . ? C17 C20 C21 110.41(17) . . ? C23 C20 C21 109.79(17) . . ? C17 C20 C22 108.22(16) . . ? C23 C20 C22 106.50(17) . . ? C21 C20 C22 109.00(18) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? O3 C23 C20 112.20(17) . . ? O3 C23 H23A 109.2 . . ? C20 C23 H23A 109.2 . . ? O3 C23 H23B 109.2 . . ? C20 C23 H23B 109.2 . . ? H23A C23 H23B 107.9 . . ? O3 C24 H24A 109.5 . . ? O3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? O3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N8 C25 C26 109.8(2) . . ? N8 C25 C28 121.3(2) . . ? C26 C25 C28 128.8(2) . . ? C27 C26 C25 105.6(2) . . ? C27 C26 H26 127.2 . . ? C25 C26 H26 127.2 . . ? N7 C27 C26 108.5(2) . . ? N7 C27 H27 125.7 . . ? C26 C27 H27 125.7 . . ? C25 C28 C29 111.43(19) . . ? C25 C28 C31 110.2(2) . . ? C29 C28 C31 110.5(2) . . ? C25 C28 C30 109.8(2) . . ? C29 C28 C30 109.2(2) . . ? C31 C28 C30 105.61(19) . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C28 C30 H30A 109.5 . . ? C28 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O4 C31 C28 111.07(17) . . ? O4 C31 H31A 109.4 . . ? C28 C31 H31A 109.4 . . ? O4 C31 H31B 109.4 . . ? C28 C31 H31B 109.4 . . ? H31A C31 H31B 108 . . ? O4 C32 H32A 109.5 . . ? O4 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? O4 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? N10 C33 C34 110.72(19) . . ? N10 C33 C36 120.90(18) . . ? C34 C33 C36 128.32(19) . . ? C35 C34 C33 104.97(19) . . ? C35 C34 H34 127.5 . . ? C33 C34 H34 127.5 . . ? N9 C35 C34 108.4(2) . . ? N9 C35 H35 125.8 . . ? C34 C35 H35 125.8 . . ? C33 C36 C37 111.51(18) . . ? C33 C36 C39 106.19(17) . . ? C37 C36 C39 109.6(2) . . ? C33 C36 C38 110.44(19) . . ? C37 C36 C38 109.10(19) . . ? C39 C36 C38 110.01(18) . . ? C36 C37 H37A 109.5 . . ? C36 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C36 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C36 C38 H38A 109.5 . . ? C36 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C36 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? O5 C39 C36 110.10(18) . . ? O5 C39 H39A 109.6 . . ? C36 C39 H39A 109.6 . . ? O5 C39 H39B 109.6 . . ? C36 C39 H39B 109.6 . . ? H39A C39 H39B 108.2 . . ? O5 C40 H40A 109.5 . . ? O5 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? O5 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? N12 C41 C42 110.46(18) . . ? N12 C41 C44 122.45(18) . . ? C42 C41 C44 127.07(19) . . ? C43 C42 C41 105.13(19) . . ? C43 C42 H42 127.4 . . ? C41 C42 H42 127.4 . . ? N11 C43 C42 108.62(18) . . ? N11 C43 H43 125.7 . . ? C42 C43 H43 125.7 . . ? C46 C44 C47 110.0(2) . . ? C46 C44 C41 109.8(2) . . ? C47 C44 C41 112.02(19) . . ? C46 C44 C45 114.4(3) . . ? C47 C44 C45 104.0(3) . . ? C41 C44 C45 106.54(19) . . ? C44 C45 H45A 109.5 . . ? C44 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C44 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? C44 C46 H46A 109.5 . . ? C44 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C44 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? O6 C47 C44 101.8(3) . . ? O6 C47 H47A 111.4 . . ? C44 C47 H47A 111.4 . . ? O6 C47 H47B 111.4 . . ? C44 C47 H47B 111.4 . . ? H47A C47 H47B 109.3 . . ? O6A C48A H48D 109.5 . . ? O6A C48A H48E 109.5 . . ? H48D C48A H48E 109.5 . . ? O6A C48A H48F 109.5 . . ? H48D C48A H48F 109.5 . . ? H48E C48A H48F 109.5 . . ? N14 C49 C50 110.66(17) . . ? N14 C49 C52 119.21(17) . . ? C50 C49 C52 130.13(17) . . ? N14 C49 K1 75.08(10) . . ? C50 C49 K1 79.40(11) . . ? C52 C49 K1 112.12(11) . . ? C51 C50 C49 105.21(18) . . ? C51 C50 K1 75.03(11) . . ? C49 C50 K1 75.78(11) . . ? C51 C50 H50 127.4 . . ? C49 C50 H50 127.4 . . ? K1 C50 H50 114.5 . . ? N13 C51 C50 106.99(18) . . ? N13 C51 K1 74.22(11) . . ? C50 C51 K1 80.58(12) . . ? N13 C51 H51 126.5 . . ? C50 C51 H51 126.5 . . ? K1 C51 H51 111.5 . . ? C49 C52 C55 109.82(16) . . ? C49 C52 C53 110.59(17) . . ? C55 C52 C53 110.10(17) . . ? C49 C52 C54 109.56(16) . . ? C55 C52 C54 106.52(17) . . ? C53 C52 C54 110.17(17) . . ? C52 C53 H53A 109.5 . . ? C52 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? C52 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C52 C54 H54A 109.5 . . ? C52 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C52 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? O7 C55 C52 110.55(17) . . ? O7 C55 H55A 109.5 . . ? C52 C55 H55A 109.5 . . ? O7 C55 H55B 109.5 . . ? C52 C55 H55B 109.5 . . ? H55A C55 H55B 108.1 . . ? O7 C56 H56A 109.5 . . ? O7 C56 H56B 109.5 . . ? H56A C56 H56B 109.5 . . ? O7 C56 H56C 109.5 . . ? H56A C56 H56C 109.5 . . ? H56B C56 H56C 109.5 . . ? N3 B1 N5 109.61(15) . . ? N3 B1 N1 108.70(15) . . ? N5 B1 N1 108.28(16) . . ? N3 B1 K1 119.80(12) . . ? N5 B1 K1 76.41(10) . . ? N1 B1 K1 126.52(12) . . ? N3 B1 H1 110.1 . . ? N5 B1 H1 110.1 . . ? N1 B1 H1 110.1 . . ? N9 B2 N11 109.90(17) . . ? N9 B2 N7 109.88(17) . . ? N11 B2 N7 109.16(17) . . ? N9 B2 K1 74.38(10) . . ? N11 B2 K1 86.96(11) . . ? N7 B2 K1 159.62(14) . . ? N9 B2 H2A 109.3 . . ? N11 B2 H2A 109.3 . . ? N7 B2 H2A 109.3 . . ? K1 B2 H2A 52 . . ? O7 K1 N12 91.62(5) . . ? O7 K1 N10 83.84(5) . . ? N12 K1 N10 86.67(5) . . ? O7 K1 N6 162.31(4) . . ? N12 K1 N6 105.63(5) . . ? N10 K1 N6 100.78(5) . . ? O7 K1 N13 91.89(4) . . ? N12 K1 N13 119.34(5) . . ? N10 K1 N13 153.81(5) . . ? N6 K1 N13 76.38(4) . . ? O7 K1 N14 68.06(4) . . ? N12 K1 N14 111.19(5) . . ? N10 K1 N14 146.45(5) . . ? N6 K1 N14 101.20(4) . . ? N13 K1 N14 24.84(4) . . ? O7 K1 N9 86.81(4) . . ? N12 K1 N9 61.46(5) . . ? N10 K1 N9 25.27(4) . . ? N6 K1 N9 104.71(4) . . ? N13 K1 N9 178.51(4) . . ? N14 K1 N9 154.10(4) . . ? O7 K1 C51 95.36(5) . . ? N12 K1 C51 142.87(5) . . ? N10 K1 C51 130.30(5) . . ? N6 K1 C51 68.53(5) . . ? N13 K1 C51 24.26(5) . . ? N14 K1 C51 41.01(5) . . ? N9 K1 C51 155.19(5) . . ? O7 K1 C49 56.01(4) . . ? N12 K1 C49 127.74(5) . . ? N10 K1 C49 123.22(5) . . ? N6 K1 C49 108.48(5) . . ? N13 K1 C49 39.12(4) . . ? N14 K1 C49 24.12(4) . . ? N9 K1 C49 139.41(5) . . ? C51 K1 C49 39.97(5) . . ? O7 K1 B2 109.33(5) . . ? N12 K1 B2 47.68(5) . . ? N10 K1 B2 47.91(5) . . ? N6 K1 B2 85.79(5) . . ? N13 K1 B2 154.00(5) . . ? N14 K1 B2 158.80(5) . . ? N9 K1 B2 27.49(5) . . ? C51 K1 B2 153.85(6) . . ? C49 K1 B2 165.30(5) . . ? O7 K1 C50 73.89(5) . . ? N12 K1 C50 151.57(5) . . ? N10 K1 C50 115.07(5) . . ? N6 K1 C50 88.79(5) . . ? N13 K1 C50 39.63(5) . . ? N14 K1 C50 40.88(5) . . ? N9 K1 C50 139.11(5) . . ? C51 K1 C50 24.39(5) . . ? C49 K1 C50 24.82(5) . . ? B2 K1 C50 160.28(6) . . ? O7 K1 B1 141.03(5) . . ? N12 K1 B1 75.15(5) . . ? N10 K1 B1 130.41(5) . . ? N6 K1 B1 44.74(5) . . ? N13 K1 B1 65.26(5) . . ? N14 K1 B1 82.63(5) . . ? N9 K1 B1 116.22(5) . . ? C51 K1 B1 76.67(5) . . ? C49 K1 B1 103.79(5) . . ? B2 K1 B1 88.75(5) . . ? C50 K1 B1 100.65(5) . . ? O3 K2 N8 96.85(5) . . ? O3 K2 O4 87.01(5) . . ? N8 K2 O4 65.14(5) . . ? O3 K2 O2 103.99(5) . . ? N8 K2 O2 135.34(5) . . ? O4 K2 O2 76.87(5) . . ? O3 K2 N6 66.97(4) . . ? N8 K2 N6 122.66(5) . . ? O4 K2 N6 153.06(5) . . ? O2 K2 N6 101.88(4) . . ? O3 K2 N4 133.86(4) . . ? N8 K2 N4 124.67(5) . . ? O4 K2 N4 125.98(5) . . ? O2 K2 N4 61.90(4) . . ? N6 K2 N4 73.36(4) . . ? O3 K2 N3 130.63(4) . . ? N8 K2 N3 107.80(5) . . ? O4 K2 N3 142.09(5) . . ? O2 K2 N3 87.75(4) . . ? N6 K2 N3 63.68(4) . . ? N4 K2 N3 25.88(4) . . ? O3 K2 C9 155.07(5) . . ? N8 K2 C9 108.08(5) . . ? O4 K2 C9 103.17(5) . . ? O2 K2 C9 57.74(5) . . ? N6 K2 C9 98.39(5) . . ? N4 K2 C9 25.21(5) . . ? N3 K2 C9 41.17(5) . . ? O3 K2 C11 145.65(5) . . ? N8 K2 C11 84.16(5) . . ? O4 K2 C11 123.39(5) . . ? O2 K2 C11 98.83(5) . . ? N6 K2 C11 83.53(5) . . ? N4 K2 C11 42.40(5) . . ? N3 K2 C11 25.17(5) . . ? C9 K2 C11 41.67(5) . . ? O3 K2 C10 171.03(5) . . ? N8 K2 C10 83.61(5) . . ? O4 K2 C10 101.23(5) . . ? O2 K2 C10 81.55(5) . . ? N6 K2 C10 105.21(5) . . ? N4 K2 C10 42.67(5) . . ? N3 K2 C10 41.63(5) . . ? C9 K2 C10 26.05(5) . . ? C11 K2 C10 25.40(5) . . ? O3 K2 K1 74.19(3) . . ? N8 K2 K1 86.47(4) . . ? O4 K2 K1 143.93(4) . . ? O2 K2 K1 136.99(3) . . ? N6 K2 K1 36.72(3) . . ? N4 K2 K1 87.99(3) . . ? N3 K2 K1 65.69(3) . . ? C9 K2 K1 106.71(4) . . ? C11 K2 K1 71.60(4) . . ? C10 K2 K1 96.93(4) . . ? C3 N1 N2 109.94(15) . . ? C3 N1 B1 129.90(16) . . ? N2 N1 B1 120.15(15) . . ? C1 N2 N1 106.61(15) . . ? C11 N3 N4 110.66(15) . . ? C11 N3 B1 129.47(16) . . ? N4 N3 B1 119.75(15) . . ? C11 N3 K2 80.10(10) . . ? N4 N3 K2 76.91(9) . . ? B1 N3 K2 107.21(11) . . ? C9 N4 N3 105.70(15) . . ? C9 N4 K2 78.49(11) . . ? N3 N4 K2 77.21(9) . . ? C19 N5 N6 110.08(15) . . ? C19 N5 B1 129.40(16) . . ? N6 N5 B1 119.88(15) . . ? C17 N6 N5 105.70(15) . . ? C17 N6 K1 132.30(12) . . ? N5 N6 K1 101.02(10) . . ? C17 N6 K2 106.22(11) . . ? N5 N6 K2 102.27(10) . . ? K1 N6 K2 105.70(5) . . ? C27 N7 N8 109.68(19) . . ? C27 N7 B2 130.7(2) . . ? N8 N7 B2 119.58(16) . . ? C25 N8 N7 106.34(18) . . ? C25 N8 K2 126.34(14) . . ? N7 N8 K2 108.59(11) . . ? C35 N9 N10 109.86(17) . . ? C35 N9 B2 129.19(18) . . ? N10 N9 B2 120.48(16) . . ? C35 N9 K1 133.49(14) . . ? N10 N9 K1 64.97(9) . . ? B2 N9 K1 78.13(10) . . ? C33 N10 N9 106.02(16) . . ? C33 N10 K1 127.79(13) . . ? N9 N10 K1 89.77(10) . . ? C43 N11 N12 109.94(16) . . ? C43 N11 B2 131.20(17) . . ? N12 N11 B2 118.83(15) . . ? C41 N12 N11 105.86(15) . . ? C41 N12 K1 147.41(13) . . ? N11 N12 K1 106.47(11) . . ? C51 N13 N14 112.48(16) . . ? C51 N13 K1 81.52(11) . . ? N14 N13 K1 79.29(10) . . ? C51 N13 H13 123.8 . . ? N14 N13 H13 123.8 . . ? K1 N13 H13 107.5 . . ? C49 N14 N13 104.66(16) . . ? C49 N14 K1 80.80(11) . . ? N13 N14 K1 75.87(10) . . ? C8 O1 C7 111.79(18) . . ? C16 O2 C15 111.06(19) . . ? C16 O2 K2 109.29(15) . . ? C15 O2 K2 122.51(12) . . ? C24 O3 C23 110.10(17) . . ? C24 O3 K2 100.69(12) . . ? C23 O3 K2 124.67(11) . . ? C31 O4 C32 110.64(18) . . ? C31 O4 K2 140.41(13) . . ? C32 O4 K2 108.05(14) . . ? C39 O5 C40 112.07(19) . . ? C48 O6 C47 110.0(4) . . ? C55 O7 C56 112.15(17) . . ? C55 O7 K1 121.47(12) . . ? C56 O7 K1 106.30(12) . . ? #END OF CIF # Attachment 'NaBpz4achieve.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2005-11-17 at 11:02:33 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : shelxl dreduc import struct data_Chisholm1296 _database_code_depnum_ccdc_archive 'CCDC 290331' _audit_creation_date 2005-11-17T11:02:33-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_name_common 'Chisholm 1296' _chemical_formula_moiety 'C32 H52 B1 N8 Na1 O4' _chemical_formula_sum 'C32 H52 B N8 Na O4' _chemical_formula_weight 646.62 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.3825(10) _cell_length_b 18.570(2) _cell_length_c 14.715(2) _cell_angle_alpha 90 _cell_angle_beta 97.993(6) _cell_angle_gamma 90 _cell_volume 3621.3(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6556 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.028 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description 'rectangular chunk' _exptl_crystal_colour colorless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.19 _exptl_crystal_density_diffrn 1.186 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1392 _exptl_special_details ; All work was done at 150 K using an Oxford Cryosystems Cryostream Cooler. The data collection strategy was set up to measure a quadrant of reciprocal space with a redundancy factor of 2.9, which means that 90% of the reflections were measured at least 2.9 times. A combination of phi and omega scans with a frame width of one degree was used for data collection. ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.089 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.921 _exptl_absorpt_correction_T_max 0.983 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.490573E-1 _diffrn_orient_matrix_ub_12 -0.422341E-1 _diffrn_orient_matrix_ub_13 0.387748E-1 _diffrn_orient_matrix_ub_21 0.5463E-2 _diffrn_orient_matrix_ub_22 -0.395352E-1 _diffrn_orient_matrix_ub_23 -0.361505E-1 _diffrn_orient_matrix_ub_31 0.44971E-1 _diffrn_orient_matrix_ub_32 -0.314588E-1 _diffrn_orient_matrix_ub_33 0.412003E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.031 _diffrn_reflns_av_unetI/netI ? _diffrn_reflns_number 40021 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 25.03 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 6388 _reflns_number_gt 4968 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; After anisotropic refinement of the non-hydrogen atoms, all of the hydrogen atoms were cleanly evident on a difference electron density map, and they were added to the model at calculated positions. For the methyl groups, the hydrogen atoms were added at calculated positions using a riding model with U(H) = 1.5 * Ueq(bonded atom). The torsion angle, which defines the orientation of the methyl group about the O-C or C-C bond, was refined. The remaining hydrogen atoms were included in the model at calculated positions using a riding model with U(H) = 1.2 * Ueq(attached atom). 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 'w=1/[\s^2^(Fo^2^)+(0.0571P)^2^+1.2067P] 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_number_reflns 6388 _refine_ls_number_parameters 427 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0600 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_ref 0.1159 _refine_ls_wR_factor_gt 0.1065 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.183 _refine_diff_density_min -0.252 _refine_diff_density_rms 0.038 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 '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' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.85338(13) 0.39885(9) 0.89922(11) 0.0315(4) Uani 1 1 d . . . H1 H 0.8364 0.44 0.9323 0.038 Uiso 1 1 calc R . . C2 C 0.93399(13) 0.39314(9) 0.85203(12) 0.0343(4) Uani 1 1 d . . . H2 H 0.9838 0.4286 0.846 0.041 Uiso 1 1 calc R . . C3 C 0.92744(13) 0.32364(9) 0.81442(11) 0.0295(4) Uani 1 1 d . . . C4 C 0.99559(14) 0.29092(10) 0.75164(12) 0.0358(4) Uani 1 1 d . . . C5 C 1.10528(15) 0.29167(12) 0.79844(15) 0.0504(5) Uani 1 1 d . . . H5A H 1.1229 0.3402 0.8214 0.076 Uiso 1 1 calc R . . H5B H 1.15 0.2777 0.754 0.076 Uiso 1 1 calc R . . H5C H 1.1131 0.2576 0.8498 0.076 Uiso 1 1 calc R . . C6 C 0.98696(16) 0.33712(11) 0.66413(13) 0.0440(5) Uani 1 1 d . . . H6A H 0.9166 0.338 0.6348 0.066 Uiso 1 1 calc R . . H6B H 1.0295 0.3165 0.6216 0.066 Uiso 1 1 calc R . . H6C H 1.0093 0.3863 0.6802 0.066 Uiso 1 1 calc R . . C7 C 0.96960(16) 0.21296(10) 0.72715(13) 0.0451(5) Uani 1 1 d . . . H7A H 1.0241 0.1921 0.6963 0.054 Uiso 1 1 calc R . . H7B H 0.9671 0.1855 0.7845 0.054 Uiso 1 1 calc R . . C8 C 0.8845(2) 0.18193(12) 0.57699(14) 0.0656(7) Uani 1 1 d . . . H8A H 0.9229 0.2183 0.548 0.098 Uiso 1 1 calc R . . H8B H 0.8173 0.1767 0.5415 0.098 Uiso 1 1 calc R . . H8C H 0.9201 0.1357 0.5788 0.098 Uiso 1 1 calc R . . C9 C 0.71259(15) 0.21909(10) 1.04222(11) 0.0379(4) Uani 1 1 d . . . H9 H 0.7299 0.2474 1.0959 0.046 Uiso 1 1 calc R . . C10 C 0.70505(15) 0.14563(10) 1.03924(12) 0.0390(4) Uani 1 1 d . . . H10 H 0.7155 0.1132 1.0895 0.047 Uiso 1 1 calc R . . C11 C 0.67873(12) 0.12853(9) 0.94676(11) 0.0277(4) Uani 1 1 d . . . C12 C 0.66120(14) 0.05499(9) 0.90297(12) 0.0345(4) Uani 1 1 d . . . C13 C 0.64360(18) -0.00003(11) 0.97720(14) 0.0523(5) Uani 1 1 d . . . H13A H 0.7059 -0.006 1.0202 0.078 Uiso 1 1 calc R . . H13B H 0.624 -0.0464 0.9483 0.078 Uiso 1 1 calc R . . H13C H 0.5897 0.0173 1.0105 0.078 Uiso 1 1 calc R . . C14 C 0.57018(15) 0.05598(11) 0.82812(13) 0.0459(5) Uani 1 1 d . . . H14A H 0.5087 0.0642 0.8559 0.069 Uiso 1 1 calc R . . H14B H 0.5652 0.0097 0.7958 0.069 Uiso 1 1 calc R . . H14C H 0.5781 0.0947 0.7845 0.069 Uiso 1 1 calc R . . C15 C 0.75429(15) 0.02920(10) 0.86372(13) 0.0394(4) Uani 1 1 d . . . H15A H 0.8133 0.0313 0.9123 0.047 Uiso 1 1 calc R . . H15B H 0.7445 -0.0217 0.8445 0.047 Uiso 1 1 calc R . . C16 C 0.8514(2) 0.03627(12) 0.7452(2) 0.0827(9) Uani 1 1 d . . . H16A H 0.9147 0.0361 0.7876 0.124 Uiso 1 1 calc R . . H16B H 0.8611 0.0624 0.6893 0.124 Uiso 1 1 calc R . . H16C H 0.8311 -0.0134 0.7295 0.124 Uiso 1 1 calc R . . C17 C 0.51505(14) 0.32891(10) 0.82496(13) 0.0394(4) Uani 1 1 d . . . H17 H 0.4778 0.3328 0.8752 0.047 Uiso 1 1 calc R . . C18 C 0.47452(15) 0.32336(11) 0.73449(13) 0.0445(5) Uani 1 1 d . . . H18 H 0.4052 0.3235 0.7094 0.053 Uiso 1 1 calc R . . C19 C 0.55810(14) 0.31734(9) 0.68693(12) 0.0352(4) Uani 1 1 d . . . C20 C 0.56041(15) 0.30451(10) 0.58550(12) 0.0421(5) Uani 1 1 d . . . C21 C 0.66350(16) 0.32410(11) 0.55850(13) 0.0465(5) Uani 1 1 d . . . H21A H 0.6766 0.3755 0.5699 0.07 Uiso 1 1 calc R . . H21B H 0.6637 0.3138 0.4932 0.07 Uiso 1 1 calc R . . H21C H 0.7161 0.2956 0.5951 0.07 Uiso 1 1 calc R . . C22 C 0.47821(18) 0.34904(13) 0.52810(14) 0.0616(6) Uani 1 1 d . . . H22A H 0.4121 0.3359 0.5445 0.092 Uiso 1 1 calc R . . H22B H 0.4793 0.3393 0.4628 0.092 Uiso 1 1 calc R . . H22C H 0.4907 0.4004 0.5403 0.092 Uiso 1 1 calc R . . C23 C 0.53664(17) 0.22506(11) 0.56461(13) 0.0503(5) Uani 1 1 d . . . H23A H 0.4699 0.2131 0.5822 0.06 Uiso 1 1 calc R . . H23B H 0.5337 0.2164 0.4979 0.06 Uiso 1 1 calc R . . C24 C 0.5968(2) 0.10658(12) 0.58635(16) 0.0779(9) Uani 1 1 d . . . H24A H 0.5285 0.0916 0.5946 0.117 Uiso 1 1 calc R . . H24B H 0.6462 0.0762 0.624 0.117 Uiso 1 1 calc R . . H24C H 0.6056 0.1016 0.5216 0.117 Uiso 1 1 calc R . . C25 C 0.62266(13) 0.44115(9) 0.97393(12) 0.0361(4) Uani 1 1 d . . . H25 H 0.5846 0.4566 0.918 0.043 Uiso 1 1 calc R . . C26 C 0.63485(14) 0.47838(10) 1.05474(12) 0.0392(4) Uani 1 1 d . . . H26 H 0.6071 0.524 1.0664 0.047 Uiso 1 1 calc R . . C27 C 0.69680(12) 0.43508(9) 1.11665(11) 0.0304(4) Uani 1 1 d . . . C28 C 0.73531(13) 0.44836(9) 1.21677(12) 0.0335(4) Uani 1 1 d . . . C29 C 0.64624(16) 0.46596(12) 1.26889(14) 0.0517(5) Uani 1 1 d . . . H29A H 0.6096 0.5078 1.2406 0.078 Uiso 1 1 calc R . . H29B H 0.6718 0.4768 1.3331 0.078 Uiso 1 1 calc R . . H29C H 0.6007 0.4245 1.2662 0.078 Uiso 1 1 calc R . . C30 C 0.80821(16) 0.51139(11) 1.22519(15) 0.0512(5) Uani 1 1 d . . . H30A H 0.8633 0.5014 1.1895 0.077 Uiso 1 1 calc R . . H30B H 0.8359 0.5184 1.2898 0.077 Uiso 1 1 calc R . . H30C H 0.7725 0.5551 1.2017 0.077 Uiso 1 1 calc R . . C31 C 0.78894(15) 0.38062(10) 1.25713(11) 0.0388(4) Uani 1 1 d . . . H31A H 0.7424 0.339 1.2479 0.047 Uiso 1 1 calc R . . H31B H 0.8479 0.3703 1.2253 0.047 Uiso 1 1 calc R . . C32 C 0.8705(2) 0.32816(12) 1.39237(15) 0.0588(6) Uani 1 1 d . . . H32A H 0.8241 0.2871 1.3842 0.088 Uiso 1 1 calc R . . H32B H 0.891 0.3367 1.458 0.088 Uiso 1 1 calc R . . H32C H 0.9302 0.3178 1.3629 0.088 Uiso 1 1 calc R . . B B 0.69626(14) 0.32128(10) 0.91688(12) 0.0280(4) Uani 1 1 d . . . N1 N 0.80188(10) 0.33614(7) 0.89086(9) 0.0270(3) Uani 1 1 d . . . N2 N 0.84791(10) 0.28882(7) 0.83813(9) 0.0291(3) Uani 1 1 d . . . N3 N 0.69125(10) 0.24437(7) 0.95613(9) 0.0278(3) Uani 1 1 d . . . N4 N 0.67102(11) 0.18821(7) 0.89635(9) 0.0326(3) Uani 1 1 d . . . N5 N 0.61658(10) 0.32789(7) 0.83088(9) 0.0289(3) Uani 1 1 d . . . N6 N 0.64348(11) 0.32008(7) 0.74504(9) 0.0324(3) Uani 1 1 d . . . N7 N 0.67408(10) 0.37853(7) 0.98708(9) 0.0303(3) Uani 1 1 d . . . N8 N 0.72139(11) 0.37520(7) 1.07567(9) 0.0326(3) Uani 1 1 d . . . Na Na 0.73444(5) 0.20101(4) 0.75067(4) 0.03596(19) Uani 1 1 d . . . O1 O 0.87485(11) 0.20397(7) 0.66824(8) 0.0463(3) Uani 1 1 d . . . O2 O 0.77483(10) 0.07073(7) 0.78763(9) 0.0457(3) Uani 1 1 d . . . O3 O 0.61184(12) 0.17981(7) 0.61365(9) 0.0524(4) Uani 1 1 d . . . O4 O 0.82117(11) 0.39046(7) 1.35167(9) 0.0509(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 0.0374(10) 0.0231(9) 0.0328(9) -0.0008(7) 0.0005(8) -0.0002(7) C2 0.0344(10) 0.0296(10) 0.0386(10) 0.0037(8) 0.0039(8) -0.0036(8) C3 0.0323(9) 0.0275(9) 0.0277(8) 0.0066(7) 0.0008(7) 0.0043(7) C4 0.0384(10) 0.0340(10) 0.0363(10) 0.0061(8) 0.0098(8) 0.0081(8) C5 0.0411(11) 0.0545(13) 0.0572(13) 0.0078(10) 0.0123(10) 0.0101(10) C6 0.0531(12) 0.0392(11) 0.0424(11) 0.0073(9) 0.0162(9) 0.0046(9) C7 0.0586(13) 0.0362(11) 0.0439(11) 0.0065(9) 0.0189(10) 0.0115(9) C8 0.111(2) 0.0513(14) 0.0392(12) -0.0082(10) 0.0256(13) -0.0027(13) C9 0.0600(12) 0.0314(10) 0.0236(9) -0.0002(7) 0.0099(8) -0.0002(9) C10 0.0604(12) 0.0299(10) 0.0281(9) 0.0063(8) 0.0111(8) 0.0018(9) C11 0.0276(9) 0.0253(9) 0.0308(9) 0.0032(7) 0.0066(7) -0.0008(7) C12 0.0433(10) 0.0246(9) 0.0347(9) 0.0034(7) 0.0027(8) -0.0049(8) C13 0.0810(15) 0.0303(11) 0.0460(12) 0.0037(9) 0.0102(11) -0.0141(10) C14 0.0462(11) 0.0388(11) 0.0498(12) -0.0043(9) -0.0036(9) -0.0095(9) C15 0.0520(11) 0.0254(9) 0.0397(10) -0.0005(8) 0.0023(9) 0.0041(8) C16 0.113(2) 0.0351(12) 0.117(2) -0.0070(13) 0.079(2) 0.0068(13) C17 0.0367(10) 0.0407(11) 0.0406(10) 0.0018(8) 0.0048(8) -0.0002(8) C18 0.0363(10) 0.0490(12) 0.0448(11) 0.0010(9) -0.0072(9) -0.0038(9) C19 0.0404(10) 0.0289(9) 0.0335(9) 0.0022(7) -0.0049(8) -0.0011(8) C20 0.0512(12) 0.0409(11) 0.0306(10) 0.0013(8) -0.0069(8) -0.0050(9) C21 0.0645(13) 0.0429(12) 0.0305(10) 0.0000(9) 0.0017(9) -0.0089(10) C22 0.0727(16) 0.0659(15) 0.0396(11) 0.0081(11) -0.0148(10) 0.0044(12) C23 0.0639(14) 0.0488(13) 0.0337(10) -0.0030(9) -0.0089(9) -0.0120(11) C24 0.141(3) 0.0352(13) 0.0480(13) -0.0059(10) -0.0196(14) -0.0109(14) C25 0.0409(10) 0.0311(10) 0.0355(10) 0.0035(8) 0.0025(8) 0.0091(8) C26 0.0482(11) 0.0279(10) 0.0414(10) -0.0056(8) 0.0054(9) 0.0113(8) C27 0.0325(9) 0.0251(9) 0.0344(9) -0.0033(7) 0.0076(7) -0.0009(7) C28 0.0377(10) 0.0282(9) 0.0347(9) -0.0083(7) 0.0055(8) -0.0007(8) C29 0.0504(12) 0.0606(14) 0.0450(11) -0.0174(10) 0.0092(10) 0.0032(10) C30 0.0566(13) 0.0364(11) 0.0578(13) -0.0017(10) -0.0020(10) -0.0088(10) C31 0.0524(11) 0.0353(10) 0.0286(9) -0.0054(8) 0.0048(8) -0.0025(9) C32 0.0831(17) 0.0478(13) 0.0432(12) 0.0041(10) 0.0004(11) 0.0089(12) B 0.0331(10) 0.0247(10) 0.0261(9) -0.0009(8) 0.0033(8) 0.0017(8) N1 0.0341(8) 0.0216(7) 0.0247(7) -0.0005(6) 0.0018(6) 0.0019(6) N2 0.0346(8) 0.0260(7) 0.0264(7) 0.0002(6) 0.0034(6) 0.0039(6) N3 0.0323(8) 0.0248(7) 0.0263(7) -0.0010(6) 0.0048(6) 0.0002(6) N4 0.0437(9) 0.0229(7) 0.0296(7) -0.0013(6) -0.0001(6) -0.0029(6) N5 0.0336(8) 0.0251(7) 0.0273(7) 0.0009(6) 0.0018(6) 0.0012(6) N6 0.0396(8) 0.0295(8) 0.0267(7) 0.0001(6) -0.0001(6) 0.0013(6) N7 0.0361(8) 0.0273(8) 0.0269(7) 0.0005(6) 0.0026(6) 0.0034(6) N8 0.0396(8) 0.0284(8) 0.0287(7) -0.0038(6) 0.0008(6) 0.0035(6) Na 0.0498(4) 0.0281(4) 0.0296(4) -0.0024(3) 0.0040(3) -0.0019(3) O1 0.0653(9) 0.0398(8) 0.0357(7) -0.0070(6) 0.0142(7) -0.0013(7) O2 0.0623(9) 0.0290(7) 0.0502(8) -0.0026(6) 0.0228(7) 0.0027(6) O3 0.0806(10) 0.0339(7) 0.0370(7) -0.0042(6) -0.0114(7) -0.0078(7) O4 0.0702(10) 0.0435(8) 0.0375(7) -0.0064(6) 0.0022(7) 0.0079(7) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 1.350(2) . ? C1 C2 1.366(2) . ? C1 H1 0.95 . ? C2 C3 1.402(2) . ? C2 H2 0.95 . ? C3 N2 1.333(2) . ? C3 C4 1.513(2) . ? C4 C7 1.521(3) . ? C4 C5 1.532(3) . ? C4 C6 1.538(2) . ? C5 H5A 0.98 . ? C5 H5B 0.98 . ? C5 H5C 0.98 . ? C6 H6A 0.98 . ? C6 H6B 0.98 . ? C6 H6C 0.98 . ? C7 O1 1.443(3) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 O1 1.427(2) . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 N3 1.344(2) . ? C9 C10 1.368(3) . ? C9 H9 0.95 . ? C10 C11 1.394(2) . ? C10 H10 0.95 . ? C11 N4 1.330(2) . ? C11 C12 1.514(2) . ? C12 C15 1.521(3) . ? C12 C14 1.524(3) . ? C12 C13 1.538(2) . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? C14 H14A 0.98 . ? C14 H14B 0.98 . ? C14 H14C 0.98 . ? C15 O2 1.418(2) . ? C15 H15A 0.99 . ? C15 H15B 0.99 . ? C16 O2 1.424(2) . ? C16 H16A 0.98 . ? C16 H16B 0.98 . ? C16 H16C 0.98 . ? C17 N5 1.349(2) . ? C17 C18 1.370(3) . ? C17 H17 0.95 . ? C18 C19 1.404(3) . ? C18 H18 0.95 . ? C19 N6 1.330(2) . ? C19 C20 1.516(3) . ? C20 C23 1.531(3) . ? C20 C21 1.532(3) . ? C20 C22 1.533(3) . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? C22 H22A 0.98 . ? C22 H22B 0.98 . ? C22 H22C 0.98 . ? C23 O3 1.427(3) . ? C23 H23A 0.99 . ? C23 H23B 0.99 . ? C24 O3 1.424(2) . ? C24 H24A 0.98 . ? C24 H24B 0.98 . ? C24 H24C 0.98 . ? C25 N7 1.351(2) . ? C25 C26 1.366(2) . ? C25 H25 0.95 . ? C26 C27 1.398(3) . ? C26 H26 0.95 . ? C27 N8 1.328(2) . ? C27 C28 1.512(2) . ? C28 C30 1.518(3) . ? C28 C31 1.527(3) . ? C28 C29 1.540(3) . ? C29 H29A 0.98 . ? C29 H29B 0.98 . ? C29 H29C 0.98 . ? C30 H30A 0.98 . ? C30 H30B 0.98 . ? C30 H30C 0.98 . ? C31 O4 1.410(2) . ? C31 H31A 0.99 . ? C31 H31B 0.99 . ? C32 O4 1.422(2) . ? C32 H32A 0.98 . ? C32 H32B 0.98 . ? C32 H32C 0.98 . ? B N1 1.540(2) . ? B N7 1.540(2) . ? B N5 1.542(2) . ? B N3 1.546(2) . ? N1 N2 1.3735(18) . ? N2 Na 2.4653(15) . ? N3 N4 1.3670(18) . ? N4 Na 2.4244(16) . ? N5 N6 1.3684(19) . ? N6 Na 2.5199(16) . ? N7 N8 1.3691(19) . ? Na O1 2.3747(15) . ? Na O3 2.4478(15) . ? Na O2 2.5218(14) . ? 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 108.41(15) . . ? N1 C1 H1 125.8 . . ? C2 C1 H1 125.8 . . ? C1 C2 C3 105.18(15) . . ? C1 C2 H2 127.4 . . ? C3 C2 H2 127.4 . . ? N2 C3 C2 110.58(15) . . ? N2 C3 C4 122.43(15) . . ? C2 C3 C4 126.93(16) . . ? C3 C4 C7 112.93(15) . . ? C3 C4 C5 110.07(15) . . ? C7 C4 C5 106.76(16) . . ? C3 C4 C6 107.80(14) . . ? C7 C4 C6 110.15(16) . . ? C5 C4 C6 109.08(16) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? O1 C7 C4 113.92(15) . . ? O1 C7 H7A 108.8 . . ? C4 C7 H7A 108.8 . . ? O1 C7 H7B 108.8 . . ? C4 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? O1 C8 H8A 109.5 . . ? O1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? O1 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N3 C9 C10 108.25(15) . . ? N3 C9 H9 125.9 . . ? C10 C9 H9 125.9 . . ? C9 C10 C11 105.42(15) . . ? C9 C10 H10 127.3 . . ? C11 C10 H10 127.3 . . ? N4 C11 C10 110.13(15) . . ? N4 C11 C12 121.26(14) . . ? C10 C11 C12 128.60(15) . . ? C11 C12 C15 111.03(14) . . ? C11 C12 C14 110.94(14) . . ? C15 C12 C14 110.10(15) . . ? C11 C12 C13 109.08(14) . . ? C15 C12 C13 105.96(15) . . ? C14 C12 C13 109.59(16) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O2 C15 C12 112.80(14) . . ? O2 C15 H15A 109 . . ? C12 C15 H15A 109 . . ? O2 C15 H15B 109 . . ? C12 C15 H15B 109 . . ? H15A C15 H15B 107.8 . . ? O2 C16 H16A 109.5 . . ? O2 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O2 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N5 C17 C18 108.71(16) . . ? N5 C17 H17 125.6 . . ? C18 C17 H17 125.6 . . ? C17 C18 C19 104.78(16) . . ? C17 C18 H18 127.6 . . ? C19 C18 H18 127.6 . . ? N6 C19 C18 110.46(15) . . ? N6 C19 C20 120.39(16) . . ? C18 C19 C20 129.05(16) . . ? C19 C20 C23 108.48(15) . . ? C19 C20 C21 111.13(15) . . ? C23 C20 C21 110.25(17) . . ? C19 C20 C22 110.27(17) . . ? C23 C20 C22 107.22(16) . . ? C21 C20 C22 109.40(17) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? O3 C23 C20 110.71(15) . . ? O3 C23 H23A 109.5 . . ? C20 C23 H23A 109.5 . . ? O3 C23 H23B 109.5 . . ? C20 C23 H23B 109.5 . . ? H23A C23 H23B 108.1 . . ? O3 C24 H24A 109.5 . . ? O3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? O3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N7 C25 C26 108.31(15) . . ? N7 C25 H25 125.8 . . ? C26 C25 H25 125.8 . . ? C25 C26 C27 105.33(15) . . ? C25 C26 H26 127.3 . . ? C27 C26 H26 127.3 . . ? N8 C27 C26 110.35(15) . . ? N8 C27 C28 120.44(15) . . ? C26 C27 C28 129.21(15) . . ? C27 C28 C30 109.48(15) . . ? C27 C28 C31 108.83(13) . . ? C30 C28 C31 109.98(15) . . ? C27 C28 C29 109.72(15) . . ? C30 C28 C29 109.21(16) . . ? C31 C28 C29 109.62(16) . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C28 C30 H30A 109.5 . . ? C28 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O4 C31 C28 109.86(14) . . ? O4 C31 H31A 109.7 . . ? C28 C31 H31A 109.7 . . ? O4 C31 H31B 109.7 . . ? C28 C31 H31B 109.7 . . ? H31A C31 H31B 108.2 . . ? O4 C32 H32A 109.5 . . ? O4 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? O4 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? N1 B N7 108.20(13) . . ? N1 B N5 109.61(13) . . ? N7 B N5 108.64(13) . . ? N1 B N3 110.34(13) . . ? N7 B N3 111.40(13) . . ? N5 B N3 108.62(13) . . ? C1 N1 N2 109.88(13) . . ? C1 N1 B 127.34(14) . . ? N2 N1 B 121.67(13) . . ? C3 N2 N1 105.95(13) . . ? C3 N2 Na 129.84(11) . . ? N1 N2 Na 115.21(10) . . ? C9 N3 N4 109.70(13) . . ? C9 N3 B 131.35(14) . . ? N4 N3 B 118.65(12) . . ? C11 N4 N3 106.49(13) . . ? C11 N4 Na 124.43(11) . . ? N3 N4 Na 115.59(10) . . ? C17 N5 N6 109.49(14) . . ? C17 N5 B 128.99(14) . . ? N6 N5 B 120.55(13) . . ? C19 N6 N5 106.54(14) . . ? C19 N6 Na 110.83(11) . . ? N5 N6 Na 104.51(9) . . ? C25 N7 N8 109.52(13) . . ? C25 N7 B 129.79(14) . . ? N8 N7 B 120.05(13) . . ? C27 N8 N7 106.47(13) . . ? O1 Na N4 148.55(6) . . ? O1 Na O3 94.03(5) . . ? N4 Na O3 115.82(6) . . ? O1 Na N2 77.15(5) . . ? N4 Na N2 82.49(5) . . ? O3 Na N2 146.10(5) . . ? O1 Na N6 112.07(5) . . ? N4 Na N6 83.58(5) . . ? O3 Na N6 81.30(5) . . ? N2 Na N6 72.33(5) . . ? O1 Na O2 88.35(5) . . ? N4 Na O2 78.82(5) . . ? O3 Na O2 97.03(5) . . ? N2 Na O2 115.09(5) . . ? N6 Na O2 159.56(5) . . ? C8 O1 C7 114.29(17) . . ? C8 O1 Na 131.00(14) . . ? C7 O1 Na 112.80(10) . . ? C15 O2 C16 109.41(16) . . ? C15 O2 Na 129.27(10) . . ? C16 O2 Na 118.84(12) . . ? C24 O3 C23 110.97(16) . . ? C24 O3 Na 115.97(13) . . ? C23 O3 Na 131.78(11) . . ? C31 O4 C32 111.74(14) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 0.40(18) . . . . ? C1 C2 C3 N2 -0.57(19) . . . . ? C1 C2 C3 C4 176.67(16) . . . . ? N2 C3 C4 C7 -5.6(2) . . . . ? C2 C3 C4 C7 177.44(17) . . . . ? N2 C3 C4 C5 -124.83(18) . . . . ? C2 C3 C4 C5 58.2(2) . . . . ? N2 C3 C4 C6 116.30(18) . . . . ? C2 C3 C4 C6 -60.6(2) . . . . ? C3 C4 C7 O1 69.21(19) . . . . ? C5 C4 C7 O1 -169.69(15) . . . . ? C6 C4 C7 O1 -51.4(2) . . . . ? N3 C9 C10 C11 0.4(2) . . . . ? C9 C10 C11 N4 0.2(2) . . . . ? C9 C10 C11 C12 179.39(17) . . . . ? N4 C11 C12 C15 80.51(19) . . . . ? C10 C11 C12 C15 -98.6(2) . . . . ? N4 C11 C12 C14 -42.3(2) . . . . ? C10 C11 C12 C14 138.61(18) . . . . ? N4 C11 C12 C13 -163.08(16) . . . . ? C10 C11 C12 C13 17.8(3) . . . . ? C11 C12 C15 O2 -67.50(19) . . . . ? C14 C12 C15 O2 55.8(2) . . . . ? C13 C12 C15 O2 174.18(15) . . . . ? N5 C17 C18 C19 1.3(2) . . . . ? C17 C18 C19 N6 -0.8(2) . . . . ? C17 C18 C19 C20 175.32(18) . . . . ? N6 C19 C20 C23 100.0(2) . . . . ? C18 C19 C20 C23 -75.8(2) . . . . ? N6 C19 C20 C21 -21.4(2) . . . . ? C18 C19 C20 C21 162.82(19) . . . . ? N6 C19 C20 C22 -142.89(18) . . . . ? C18 C19 C20 C22 41.3(3) . . . . ? C19 C20 C23 O3 -62.6(2) . . . . ? C21 C20 C23 O3 59.3(2) . . . . ? C22 C20 C23 O3 178.28(17) . . . . ? N7 C25 C26 C27 0.4(2) . . . . ? C25 C26 C27 N8 0.4(2) . . . . ? C25 C26 C27 C28 -179.63(17) . . . . ? N8 C27 C28 C30 112.95(18) . . . . ? C26 C27 C28 C30 -67.0(2) . . . . ? N8 C27 C28 C31 -7.3(2) . . . . ? C26 C27 C28 C31 172.74(18) . . . . ? N8 C27 C28 C29 -127.22(18) . . . . ? C26 C27 C28 C29 52.8(2) . . . . ? C27 C28 C31 O4 -177.10(14) . . . . ? C30 C28 C31 O4 63.0(2) . . . . ? C29 C28 C31 O4 -57.1(2) . . . . ? C2 C1 N1 N2 -0.11(18) . . . . ? C2 C1 N1 B -168.07(15) . . . . ? N7 B N1 C1 -21.5(2) . . . . ? N5 B N1 C1 96.78(18) . . . . ? N3 B N1 C1 -143.64(15) . . . . ? N7 B N1 N2 171.79(12) . . . . ? N5 B N1 N2 -69.90(18) . . . . ? N3 B N1 N2 49.68(19) . . . . ? C2 C3 N2 N1 0.50(18) . . . . ? C4 C3 N2 N1 -176.88(14) . . . . ? C2 C3 N2 Na 145.13(12) . . . . ? C4 C3 N2 Na -32.3(2) . . . . ? C1 N1 N2 C3 -0.25(17) . . . . ? B N1 N2 C3 168.52(14) . . . . ? C1 N1 N2 Na -150.82(10) . . . . ? B N1 N2 Na 17.95(17) . . . . ? C10 C9 N3 N4 -0.8(2) . . . . ? C10 C9 N3 B -174.25(17) . . . . ? N1 B N3 C9 88.8(2) . . . . ? N7 B N3 C9 -31.4(2) . . . . ? N5 B N3 C9 -151.03(16) . . . . ? N1 B N3 N4 -84.18(17) . . . . ? N7 B N3 N4 155.62(14) . . . . ? N5 B N3 N4 35.99(18) . . . . ? C10 C11 N4 N3 -0.65(19) . . . . ? C12 C11 N4 N3 -179.92(14) . . . . ? C10 C11 N4 Na 137.85(13) . . . . ? C12 C11 N4 Na -41.4(2) . . . . ? C9 N3 N4 C11 0.89(18) . . . . ? B N3 N4 C11 175.30(14) . . . . ? C9 N3 N4 Na -141.81(12) . . . . ? B N3 N4 Na 32.60(17) . . . . ? C18 C17 N5 N6 -1.3(2) . . . . ? C18 C17 N5 B -169.94(16) . . . . ? N1 B N5 C17 -170.00(16) . . . . ? N7 B N5 C17 -52.0(2) . . . . ? N3 B N5 C17 69.4(2) . . . . ? N1 B N5 N6 22.50(19) . . . . ? N7 B N5 N6 140.54(14) . . . . ? N3 B N5 N6 -98.13(16) . . . . ? C18 C19 N6 N5 0.00(19) . . . . ? C20 C19 N6 N5 -176.50(15) . . . . ? C18 C19 N6 Na 113.12(14) . . . . ? C20 C19 N6 Na -63.38(18) . . . . ? C17 N5 N6 C19 0.82(18) . . . . ? B N5 N6 C19 170.54(14) . . . . ? C17 N5 N6 Na -116.57(12) . . . . ? B N5 N6 Na 53.15(15) . . . . ? C26 C25 N7 N8 -1.1(2) . . . . ? C26 C25 N7 B -171.73(16) . . . . ? N1 B N7 C25 96.1(2) . . . . ? N5 B N7 C25 -22.9(2) . . . . ? N3 B N7 C25 -142.48(17) . . . . ? N1 B N7 N8 -73.72(17) . . . . ? N5 B N7 N8 167.35(13) . . . . ? N3 B N7 N8 47.7(2) . . . . ? C26 C27 N8 N7 -1.04(19) . . . . ? C28 C27 N8 N7 178.98(14) . . . . ? C25 N7 N8 C27 1.32(18) . . . . ? B N7 N8 C27 173.01(14) . . . . ? C11 N4 Na O1 -64.75(17) . . . . ? N3 N4 Na O1 70.47(15) . . . . ? C11 N4 Na O3 95.43(14) . . . . ? N3 N4 Na O3 -129.35(10) . . . . ? C11 N4 Na N2 -114.54(13) . . . . ? N3 N4 Na N2 20.67(11) . . . . ? C11 N4 Na N6 172.51(14) . . . . ? N3 N4 Na N6 -52.27(11) . . . . ? C11 N4 Na O2 2.97(13) . . . . ? N3 N4 Na O2 138.19(11) . . . . ? C3 N2 Na O1 15.89(14) . . . . ? N1 N2 Na O1 157.92(11) . . . . ? C3 N2 Na N4 171.76(14) . . . . ? N1 N2 Na N4 -46.21(10) . . . . ? C3 N2 Na O3 -61.99(18) . . . . ? N1 N2 Na O3 80.04(14) . . . . ? C3 N2 Na N6 -102.62(14) . . . . ? N1 N2 Na N6 39.41(10) . . . . ? C3 N2 Na O2 97.88(14) . . . . ? N1 N2 Na O2 -120.09(10) . . . . ? C19 N6 Na O1 103.97(12) . . . . ? N5 N6 Na O1 -141.62(10) . . . . ? C19 N6 Na N4 -104.30(12) . . . . ? N5 N6 Na N4 10.11(10) . . . . ? C19 N6 Na O3 13.13(12) . . . . ? N5 N6 Na O3 127.53(10) . . . . ? C19 N6 Na N2 171.57(12) . . . . ? N5 N6 Na N2 -74.02(10) . . . . ? C19 N6 Na O2 -73.64(19) . . . . ? N5 N6 Na O2 40.8(2) . . . . ? C4 C7 O1 C8 109.75(18) . . . . ? C4 C7 O1 Na -84.21(15) . . . . ? N4 Na O1 C8 147.77(16) . . . . ? O3 Na O1 C8 -14.41(17) . . . . ? N2 Na O1 C8 -161.27(17) . . . . ? N6 Na O1 C8 -96.65(17) . . . . ? O2 Na O1 C8 82.52(17) . . . . ? N4 Na O1 C7 -15.28(17) . . . . ? O3 Na O1 C7 -177.46(11) . . . . ? N2 Na O1 C7 35.67(11) . . . . ? N6 Na O1 C7 100.30(11) . . . . ? O2 Na O1 C7 -80.53(11) . . . . ? C12 C15 O2 C16 -170.03(19) . . . . ? C12 C15 O2 Na 28.4(2) . . . . ? O1 Na O2 C15 152.81(15) . . . . ? N4 Na O2 C15 1.70(15) . . . . ? O3 Na O2 C15 -113.32(15) . . . . ? N2 Na O2 C15 77.83(15) . . . . ? N6 Na O2 C15 -29.4(2) . . . . ? O1 Na O2 C16 -7.27(18) . . . . ? N4 Na O2 C16 -158.39(19) . . . . ? O3 Na O2 C16 86.59(19) . . . . ? N2 Na O2 C16 -82.26(19) . . . . ? N6 Na O2 C16 170.5(2) . . . . ? C20 C23 O3 C24 -173.10(19) . . . . ? C20 C23 O3 Na 20.7(3) . . . . ? O1 Na O3 C24 86.01(17) . . . . ? N4 Na O3 C24 -83.77(18) . . . . ? N2 Na O3 C24 158.87(17) . . . . ? N6 Na O3 C24 -162.26(17) . . . . ? O2 Na O3 C24 -2.83(18) . . . . ? O1 Na O3 C23 -108.30(17) . . . . ? N4 Na O3 C23 81.92(17) . . . . ? N2 Na O3 C23 -35.4(2) . . . . ? N6 Na O3 C23 3.44(17) . . . . ? O2 Na O3 C23 162.87(16) . . . . ? C28 C31 O4 C32 179.23(17) . . . . ? #END OF CIF # Attachment 'NaTparchive.cif' # CIF produced by WinGX routine CIF_UPDATE # Created on 2004-08-18 at 17:32:36 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : c:\wingx\files\archive.dat # CIF files read : shelxl struct data_Chisholm1254 _database_code_depnum_ccdc_archive 'CCDC 290332' _audit_creation_date 2004-08-18T17:32:36-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H40 B1 N6 Na1 O3' _chemical_formula_sum 'C24 H40 B N6 Na O3' _chemical_formula_weight 494.42 _chemical_compound_source 'synthesis as described' _chemical_absolute_configuration unk #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting cubic _symmetry_space_group_name_H-M 'I -4 3 d' _symmetry_space_group_name_Hall 'I -4bd 2c 3' _symmetry_Int_Tables_number 220 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'z, x, y' 'y, z, x' 'x+1/2, -y+1/2, -z' 'z+1/2, -x+1/2, -y' 'y+1/2, -z+1/2, -x' '-x, y+1/2, -z+1/2' '-z, x+1/2, -y+1/2' '-y, z+1/2, -x+1/2' '-x+1/2, -y, z+1/2' '-z+1/2, -x, y+1/2' '-y+1/2, -z, x+1/2' 'x+1/4, z+1/4, y+1/4' 'y+1/4, x+1/4, z+1/4' 'z+1/4, y+1/4, x+1/4' 'x+3/4, -z+1/4, -y+3/4' 'y+3/4, -x+1/4, -z+3/4' 'z+3/4, -y+1/4, -x+3/4' '-x+3/4, z+3/4, -y+1/4' '-y+3/4, x+3/4, -z+1/4' '-z+3/4, y+3/4, -x+1/4' '-x+1/4, -z+3/4, y+3/4' '-y+1/4, -x+3/4, z+3/4' '-z+1/4, -y+3/4, x+3/4' 'x+1/2, y+1/2, z+1/2' 'z+1/2, x+1/2, y+1/2' 'y+1/2, z+1/2, x+1/2' 'x+1, -y+1, -z+1/2' 'z+1, -x+1, -y+1/2' 'y+1, -z+1, -x+1/2' '-x+1/2, y+1, -z+1' '-z+1/2, x+1, -y+1' '-y+1/2, z+1, -x+1' '-x+1, -y+1/2, z+1' '-z+1, -x+1/2, y+1' '-y+1, -z+1/2, x+1' 'x+3/4, z+3/4, y+3/4' 'y+3/4, x+3/4, z+3/4' 'z+3/4, y+3/4, x+3/4' 'x+5/4, -z+3/4, -y+5/4' 'y+5/4, -x+3/4, -z+5/4' 'z+5/4, -y+3/4, -x+5/4' '-x+5/4, z+5/4, -y+3/4' '-y+5/4, x+5/4, -z+3/4' '-z+5/4, y+5/4, -x+3/4' '-x+3/4, -z+5/4, y+5/4' '-y+3/4, -x+5/4, z+5/4' '-z+3/4, -y+5/4, x+5/4' _cell_length_a 22.056(2) _cell_length_b 22.056(2) _cell_length_c 22.056(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 10729.5(17) _cell_formula_units_Z 16 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description chunk _exptl_crystal_colour colorless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.19 _exptl_crystal_density_diffrn 1.224 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4256 _exptl_special_details ;All work was done at 200 K using an Oxford Cryosystems Cryostream Cooler. The data collection strategy was set up to measure a quadrant of reciprocal space with a redundancy factor of 3.1, which means that 90% of the reflections were measured at least 3.1 times. A combination of phi and omega scans with a frame width of one degree was used for data collection. ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.095 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed X-ray tube' _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'phi and omega scans with kappa offsets' _diffrn_reflns_av_R_equivalents 0.046 _diffrn_reflns_av_unetI/netI ? _diffrn_reflns_number 63372 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 860 _reflns_number_gt 820 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-86(Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ;The molecule contains a crystallographic three-fold axis with the Na and B atoms positioned on this axis. All of the hydrogen atoms were located on a difference electron density map. For the methyl groups, the hydrogen atoms were added at calculated positions using a riding model with U(H) = 1.5 *Ueq(bonded carbon atom). The torsion angle, which defines the orientation of the methyl group about the C-C or O-C bond, was refined. The remaining hydrogen atoms were included in the model at calculated positions using a riding model with U(H) = 1.2 * Ueq(attached atom). 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 'w=1/[\s^2^(Fo^2^)+(0.0481P)^2^+2.3009P] 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_number_reflns 860 _refine_ls_number_parameters 109 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0288 _refine_ls_R_factor_gt 0.0269 _refine_ls_wR_factor_ref 0.0701 _refine_ls_wR_factor_gt 0.0689 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_diff_density_max 0.111 _refine_diff_density_min -0.168 _refine_diff_density_rms 0.028 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 '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' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Na Na 0.96142(3) 0.46142(3) 0.03858(3) 0.0250(3) Uani 1 3 d S . . O O 1.00093(7) 0.42158(7) 0.13562(6) 0.0372(4) Uani 1 1 d . . . N1 N 1.09190(7) 0.51257(7) -0.00849(7) 0.0232(4) Uani 1 1 d . . . N2 N 1.06953(7) 0.47235(6) 0.03267(7) 0.0240(3) Uani 1 1 d . . . C1 C 1.11732(8) 0.44900(8) 0.06160(8) 0.0246(4) Uani 1 1 d . . . C2 C 1.17127(8) 0.47382(9) 0.03894(9) 0.0306(4) Uani 1 1 d . . . H2 H 1.2116 0.465 0.0514 0.037 Uiso 1 1 calc R . . C3 C 1.15296(8) 0.51368(9) -0.00524(9) 0.0293(4) Uani 1 1 d . . . H3 H 1.179 0.538 -0.0295 0.035 Uiso 1 1 calc R . . C4 C 1.10833(9) 0.40162(9) 0.11092(9) 0.0284(4) Uani 1 1 d . . . C5 C 1.16826(10) 0.39217(11) 0.14512(11) 0.0433(5) Uani 1 1 d . . . H5A H 1.1631 0.3602 0.1755 0.065 Uiso 1 1 calc R . . H5B H 1.1799 0.43 0.1653 0.065 Uiso 1 1 calc R . . H5C H 1.2 0.3803 0.1164 0.065 Uiso 1 1 calc R . . C6 C 1.08924(11) 0.34105(10) 0.08273(10) 0.0402(5) Uani 1 1 d . . . H6A H 1.0801 0.3119 0.115 0.06 Uiso 1 1 calc R . . H6B H 1.1223 0.3253 0.0576 0.06 Uiso 1 1 calc R . . H6C H 1.0531 0.3472 0.0576 0.06 Uiso 1 1 calc R . . C7 C 1.06199(10) 0.42152(10) 0.15821(9) 0.0336(5) Uani 1 1 d . . . H7A H 1.0644 0.3939 0.1935 0.04 Uiso 1 1 calc R . . H7B H 1.0724 0.4628 0.1723 0.04 Uiso 1 1 calc R . . C8 C 0.95922(11) 0.42307(11) 0.18444(10) 0.0461(6) Uani 1 1 d . . . H8A H 0.9178 0.4251 0.1685 0.069 Uiso 1 1 calc R . . H8B H 0.9672 0.4588 0.2096 0.069 Uiso 1 1 calc R . . H8C H 0.9638 0.3863 0.209 0.069 Uiso 1 1 calc R . . B B 1.05020(9) 0.55020(9) -0.05020(9) 0.0237(7) Uani 1 3 d S . . H1B1 H 1.0764 0.5764 -0.0764 0.028 Uiso 1 3 calc SR . . 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 Na 0.0250(3) 0.0250(3) 0.0250(3) 0.0025(3) 0.0025(3) -0.0025(3) O 0.0339(7) 0.0502(8) 0.0274(6) 0.0068(6) 0.0048(6) 0.0042(7) N1 0.0221(8) 0.0249(7) 0.0224(7) -0.0001(6) 0.0022(6) -0.0013(6) N2 0.0245(8) 0.0239(7) 0.0236(7) 0.0019(6) 0.0016(6) -0.0001(6) C1 0.0246(9) 0.0264(9) 0.0228(9) -0.0032(7) -0.0036(7) 0.0021(7) C2 0.0196(8) 0.0413(11) 0.0310(10) 0.0017(9) -0.0028(7) 0.0021(8) C3 0.0207(9) 0.0370(10) 0.0302(10) 0.0005(8) 0.0038(8) -0.0031(7) C4 0.0316(10) 0.0261(9) 0.0275(9) 0.0023(8) -0.0030(8) 0.0035(8) C5 0.0398(12) 0.0479(13) 0.0423(12) 0.0119(11) -0.0106(10) 0.0093(10) C6 0.0544(13) 0.0290(11) 0.0371(11) 0.0005(9) 0.0040(10) -0.0019(10) C7 0.0404(11) 0.0354(10) 0.0249(10) 0.0033(8) -0.0009(9) 0.0003(9) C8 0.0483(13) 0.0532(14) 0.0369(12) 0.0085(11) 0.0135(10) 0.0026(11) B 0.0237(7) 0.0237(7) 0.0237(7) 0.0026(8) 0.0026(8) -0.0026(8) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Na N2 2.4002(17) . ? Na O 2.4723(14) . ? O C8 1.417(3) . ? O C7 1.436(3) . ? N1 C3 1.349(2) . ? N1 N2 1.362(2) . ? N1 B 1.5430(18) . ? N2 C1 1.335(2) . ? C1 C2 1.402(3) . ? C1 C4 1.521(3) . ? C2 C3 1.373(3) . ? C2 H2 0.95 . ? C3 H3 0.95 . ? C4 C7 1.525(3) . ? C4 C6 1.532(3) . ? C4 C5 1.536(3) . ? C5 H5A 0.98 . ? C5 H5B 0.98 . ? C5 H5C 0.98 . ? C6 H6A 0.98 . ? C6 H6B 0.98 . ? C6 H6C 0.98 . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? B H1B1 1 . ? 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 N2 Na N2 80.84(6) 6_556 . ? N2 Na N2 80.84(6) 6_556 8_645 ? N2 Na N2 80.84(6) . 8_645 ? N2 Na O 74.49(5) 6_556 6_556 ? N2 Na O 114.89(5) . 6_556 ? N2 Na O 147.56(5) 8_645 6_556 ? N2 Na O 147.56(5) 6_556 . ? N2 Na O 74.49(5) . . ? N2 Na O 114.89(5) 8_645 . ? O Na O 97.05(5) 6_556 . ? N2 Na O 114.89(5) 6_556 8_645 ? N2 Na O 147.56(5) . 8_645 ? N2 Na O 74.49(5) 8_645 8_645 ? O Na O 97.05(5) 6_556 8_645 ? O Na O 97.05(5) . 8_645 ? C8 O C7 110.20(16) . . ? C8 O Na 114.90(13) . . ? C7 O Na 129.15(11) . . ? C3 N1 N2 109.75(15) . . ? C3 N1 B 128.11(19) . . ? N2 N1 B 122.13(17) . . ? C1 N2 N1 106.49(14) . . ? C1 N2 Na 136.01(13) . . ? N1 N2 Na 117.49(10) . . ? N2 C1 C2 110.43(16) . . ? N2 C1 C4 120.24(16) . . ? C2 C1 C4 129.32(17) . . ? C3 C2 C1 104.67(16) . . ? C3 C2 H2 127.7 . . ? C1 C2 H2 127.7 . . ? N1 C3 C2 108.66(17) . . ? N1 C3 H3 125.7 . . ? C2 C3 H3 125.7 . . ? C1 C4 C7 112.25(16) . . ? C1 C4 C6 110.16(16) . . ? C7 C4 C6 110.14(18) . . ? C1 C4 C5 109.40(17) . . ? C7 C4 C5 106.25(16) . . ? C6 C4 C5 108.51(17) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? O C7 C4 113.05(16) . . ? O C7 H7A 109 . . ? C4 C7 H7A 109 . . ? O C7 H7B 109 . . ? C4 C7 H7B 109 . . ? H7A C7 H7B 107.8 . . ? O C8 H8A 109.5 . . ? O C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? O C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N1 B N1 110.81(13) 6_556 . ? N1 B N1 110.81(13) 6_556 8_645 ? N1 B N1 110.81(13) . 8_645 ? N1 B H1B1 108.1 6_556 . ? N1 B H1B1 108.1 . . ? N1 B H1B1 108.1 8_645 . ? 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 N2 Na O C8 -162.43(15) 6_556 . . . ? N2 Na O C8 155.70(16) . . . . ? N2 Na O C8 83.82(16) 8_645 . . . ? O Na O C8 -90.35(13) 6_556 . . . ? O Na O C8 7.69(16) 8_645 . . . ? N2 Na O C7 47.3(2) 6_556 . . . ? N2 Na O C7 5.41(16) . . . . ? N2 Na O C7 -66.48(17) 8_645 . . . ? O Na O C7 119.35(18) 6_556 . . . ? O Na O C7 -142.61(17) 8_645 . . . ? C3 N1 N2 C1 0.42(19) . . . . ? B N1 N2 C1 -178.68(13) . . . . ? C3 N1 N2 Na 179.13(12) . . . . ? B N1 N2 Na 0.03(17) . . . . ? N2 Na N2 C1 -140.74(19) 6_556 . . . ? N2 Na N2 C1 137.15(19) 8_645 . . . ? O Na N2 C1 -72.67(18) 6_556 . . . ? O Na N2 C1 18.00(16) . . . . ? O Na N2 C1 96.50(19) 8_645 . . . ? N2 Na N2 N1 41.04(9) 6_556 . . . ? N2 Na N2 N1 -41.07(9) 8_645 . . . ? O Na N2 N1 109.11(11) 6_556 . . . ? O Na N2 N1 -160.23(12) . . . . ? O Na N2 N1 -81.72(16) 8_645 . . . ? N1 N2 C1 C2 -0.39(19) . . . . ? Na N2 C1 C2 -178.75(13) . . . . ? N1 N2 C1 C4 -179.59(15) . . . . ? Na N2 C1 C4 2.1(3) . . . . ? N2 C1 C2 C3 0.2(2) . . . . ? C4 C1 C2 C3 179.32(18) . . . . ? N2 N1 C3 C2 -0.3(2) . . . . ? B N1 C3 C2 178.74(13) . . . . ? C1 C2 C3 N1 0.1(2) . . . . ? N2 C1 C4 C7 -50.9(2) . . . . ? C2 C1 C4 C7 130.0(2) . . . . ? N2 C1 C4 C6 72.2(2) . . . . ? C2 C1 C4 C6 -106.8(2) . . . . ? N2 C1 C4 C5 -168.63(17) . . . . ? C2 C1 C4 C5 12.3(3) . . . . ? C8 O C7 C4 163.19(18) . . . . ? Na O C7 C4 -45.4(2) . . . . ? C1 C4 C7 O 71.2(2) . . . . ? C6 C4 C7 O -52.0(2) . . . . ? C5 C4 C7 O -169.28(16) . . . . ? C3 N1 B N1 119.3(3) . . . 6_556 ? N2 N1 B N1 -61.7(2) . . . 6_556 ? C3 N1 B N1 -117.2(3) . . . 8_645 ? N2 N1 B N1 61.7(2) . . . 8_645 ? #END OF CIF # Attachment 'TpCaIarchive.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2005-11-18 at 12:15:42 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : shelxl dreduc import struct data_Chisholm1410 _database_code_depnum_ccdc_archive 'CCDC 290333' _audit_creation_date 2005-11-18T12:15:42-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_name_common 'Chisholm 1410' _chemical_formula_moiety 'C24 H40 B1 Ca1 N6 O3, I1' _chemical_formula_sum 'C24 H40 B Ca I N6 O3' _chemical_formula_weight 638.41 _chemical_compound_source 'synthesis as described' _chemical_absolute_configuration ad #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting cubic _symmetry_space_group_name_H-M 'P 21 3' _symmetry_space_group_name_Hall 'P 2ac 2ab 3' _symmetry_Int_Tables_number 198 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' 'y, z, x' '-y+1/2, -z, x+1/2' 'y+1/2, -z+1/2, -x' '-y, z+1/2, -x+1/2' 'z, x, y' '-z, x+1/2, -y+1/2' '-z+1/2, -x, y+1/2' 'z+1/2, -x+1/2, -y' _cell_length_a 15.072(2) _cell_length_b 15.072(2) _cell_length_c 15.072(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3423.8(8) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1139 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.028 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description tetrahedron _exptl_crystal_colour colorless _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.19 _exptl_crystal_density_diffrn 1.238 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_special_details ;All work was done at 150 K using an Oxford Cryosystems Cryostream Cooler. The data collection strategy was set up to measure a hemisphere of reciprocal space with a redundancy factor of 2.0, which means that 90% of the reflections were measured at least 2.0 times. Phi and omega scans with a frame width of 1.0 degree were used for data collection. ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.115 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.748 _exptl_absorpt_correction_T_max 0.809 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.590379E-1 _diffrn_orient_matrix_ub_12 0.238447E-1 _diffrn_orient_matrix_ub_13 -0.186526E-1 _diffrn_orient_matrix_ub_21 -0.174642E-1 _diffrn_orient_matrix_ub_22 0.602164E-1 _diffrn_orient_matrix_ub_23 0.217015E-1 _diffrn_orient_matrix_ub_31 0.247283E-1 _diffrn_orient_matrix_ub_32 -0.144009E-1 _diffrn_orient_matrix_ub_33 0.598589E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.049 _diffrn_reflns_av_unetI/netI ? _diffrn_reflns_number 53576 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.34 _diffrn_reflns_theta_max 24.99 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 2021 _reflns_number_gt 1897 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ;The Ca complex contains a crystallographic three-fold rotation axis. There is a badly disordered solvent molecule which also sits on a three-fold axis and is very difficult to model. It most likely is a THF molecule and it is not bonded to the Ca complex. This disordered region of electron density was accounted for by the SQUEEZE option of Platon, which removes the contribution of the electron density of the disordered solvent from the structure factors. SQUEEZE calculated that the solvent region occupies 539 Ang.^3 and that this region contains 109 electrons/unit cell. For the methyl groups, the hydrogen atoms were added at calculated positions using a riding model with U(H) = 1.5 * Ueq(bonded carbon atom). The torsion angle, which defines the orientation of the methyl group about the C-C and the O-C bonds, was refined. The remaining hydrogen atoms were included in the model at calculated positions using a riding model with U(H) = 1.2 * Ueq(attached atom). 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 'w=1/[\s^2^(Fo^2^)+(0.0750P)^2^+2.6901P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2021 _refine_ls_number_parameters 113 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0463 _refine_ls_R_factor_gt 0.043 _refine_ls_wR_factor_ref 0.1208 _refine_ls_wR_factor_gt 0.1176 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.04(4) _refine_diff_density_max 0.799 _refine_diff_density_min -0.755 _refine_diff_density_rms 0.075 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ca Ca 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.9250(4) 0.7585(3) 1.0481(4) 0.0607(13) Uani 1 1 d . . . C2 C 0.8846(5) 0.6797(3) 1.0210(4) 0.0715(15) Uani 1 1 d . . . H2 H 0.8836 0.6245 1.0514 0.086 Uiso 1 1 calc R . . C3 C 0.8466(4) 0.6995(4) 0.9408(4) 0.0684(15) Uani 1 1 d . . . H3 H 0.8139 0.6592 0.9051 0.082 Uiso 1 1 calc R . . C4 C 0.9760(5) 0.7776(4) 1.1314(4) 0.0727(17) Uani 1 1 d . . . C5 C 0.9536(5) 0.8668(4) 1.1729(4) 0.0669(15) Uani 1 1 d . . . H5A H 0.8885 0.8707 1.1801 0.08 Uiso 1 1 calc R . . H5B H 0.9803 0.8692 1.2328 0.08 Uiso 1 1 calc R . . C6 C 0.9935(5) 1.0173(4) 1.1810(4) 0.0773(18) Uani 1 1 d . . . H6A H 0.9397 1.0252 1.2166 0.116 Uiso 1 1 calc R . . H6B H 1.0038 1.0705 1.1451 0.116 Uiso 1 1 calc R . . H6C H 1.0443 1.0076 1.2205 0.116 Uiso 1 1 calc R . . C7 C 1.0783(5) 0.7788(5) 1.1134(5) 0.088(2) Uani 1 1 d . . . H7A H 1.0916 0.8223 1.0669 0.132 Uiso 1 1 calc R . . H7B H 1.0976 0.7198 1.0941 0.132 Uiso 1 1 calc R . . H7C H 1.1097 0.7952 1.1679 0.132 Uiso 1 1 calc R . . C8 C 0.9570(7) 0.7093(5) 1.2039(5) 0.110(3) Uani 1 1 d . . . H8A H 0.997 0.7194 1.2542 0.165 Uiso 1 1 calc R . . H8B H 0.9665 0.6495 1.1803 0.165 Uiso 1 1 calc R . . H8C H 0.8954 0.7153 1.2237 0.165 Uiso 1 1 calc R . . B B 0.8366(4) 0.8366(4) 0.8366(4) 0.051(2) Uani 1 3 d S . . H1 H 0.7983 0.7983 0.7983 0.061 Uiso 1 3 calc SR . . N1 N 0.8628(3) 0.7842(3) 0.9204(3) 0.0520(10) Uani 1 1 d . . . N2 N 0.9123(3) 0.8225(2) 0.9887(2) 0.0499(9) Uani 1 1 d . . . O O 0.9830(3) 0.9421(2) 1.1239(2) 0.0595(9) Uani 1 1 d . . . Ca Ca 0.96887(6) 0.96887(6) 0.96887(6) 0.0406(3) Uani 1 3 d S . . I I 1.10072(3) 0.89928(3) 0.39928(3) 0.0706(3) Uani 1 3 d S . . 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 0.080(4) 0.046(3) 0.056(3) 0.003(2) 0.003(3) 0.008(2) C2 0.096(5) 0.040(3) 0.079(4) 0.010(2) 0.014(4) -0.009(3) C3 0.087(4) 0.048(3) 0.071(3) -0.009(2) 0.016(3) -0.014(3) C4 0.109(5) 0.052(3) 0.057(3) 0.017(2) -0.013(3) 0.004(3) C5 0.083(4) 0.070(3) 0.048(3) 0.008(2) 0.000(3) -0.010(3) C6 0.100(5) 0.064(3) 0.068(4) -0.015(3) -0.003(3) 0.005(3) C7 0.082(4) 0.074(4) 0.107(5) 0.014(4) -0.019(4) 0.018(3) C8 0.160(8) 0.079(5) 0.091(5) 0.039(4) -0.012(6) -0.028(5) B 0.051(2) 0.051(2) 0.051(2) -0.006(2) -0.006(2) -0.006(2) N1 0.063(2) 0.0389(19) 0.054(2) -0.0048(17) 0.0013(18) -0.0042(17) N2 0.064(2) 0.0386(19) 0.048(2) 0.0021(16) -0.0009(18) 0.0016(18) O 0.082(2) 0.0531(18) 0.0438(18) 0.0029(14) -0.0070(17) -0.0007(17) Ca 0.0406(3) 0.0406(3) 0.0406(3) -0.0004(3) -0.0004(3) -0.0004(3) I 0.0706(3) 0.0706(3) 0.0706(3) 0.0190(2) -0.0190(2) -0.0190(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N2 1.329(7) . ? C1 C2 1.396(8) . ? C1 C4 1.501(9) . ? C2 C3 1.370(9) . ? C2 H2 0.95 . ? C3 N1 1.334(7) . ? C3 H3 0.95 . ? C4 C5 1.519(8) . ? C4 C8 1.528(8) . ? C4 C7 1.566(10) . ? C5 O 1.424(6) . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 O 1.432(6) . ? C6 H6A 0.98 . ? C6 H6B 0.98 . ? C6 H6C 0.98 . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? B N1 1.542(5) . ? B H1 1 . ? N1 N2 1.396(6) . ? N2 Ca 2.384(4) . ? O Ca 2.380(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C1 C2 110.9(5) . . ? N2 C1 C4 119.9(5) . . ? C2 C1 C4 129.2(5) . . ? C3 C2 C1 104.8(5) . . ? C3 C2 H2 127.6 . . ? C1 C2 H2 127.6 . . ? N1 C3 C2 109.6(5) . . ? N1 C3 H3 125.2 . . ? C2 C3 H3 125.2 . . ? C1 C4 C5 113.6(5) . . ? C1 C4 C8 111.9(6) . . ? C5 C4 C8 105.1(6) . . ? C1 C4 C7 111.2(5) . . ? C5 C4 C7 106.2(6) . . ? C8 C4 C7 108.4(6) . . ? O C5 C4 115.0(5) . . ? O C5 H5A 108.5 . . ? C4 C5 H5A 108.5 . . ? O C5 H5B 108.5 . . ? C4 C5 H5B 108.5 . . ? H5A C5 H5B 107.5 . . ? O C6 H6A 109.5 . . ? O C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? O C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C4 C8 H8A 109.5 . . ? C4 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C4 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N1 B N1 110.0(4) . 5 ? N1 B N1 110.0(4) . 9 ? N1 B N1 110.0(4) 5 9 ? N1 B H1 109 . . ? N1 B H1 109 5 . ? N1 B H1 109 9 . ? C3 N1 N2 108.9(4) . . ? C3 N1 B 129.2(5) . . ? N2 N1 B 122.0(5) . . ? C1 N2 N1 105.9(4) . . ? C1 N2 Ca 134.7(4) . . ? N1 N2 Ca 118.8(3) . . ? C5 O C6 110.7(4) . . ? C5 O Ca 128.0(3) . . ? C6 O Ca 117.8(3) . . ? O Ca O 95.38(13) 9 5 ? O Ca O 95.38(13) 9 . ? O Ca O 95.38(13) 5 . ? O Ca N2 75.65(13) 9 9 ? O Ca N2 117.07(14) 5 9 ? O Ca N2 146.76(13) . 9 ? O Ca N2 146.76(13) 9 5 ? O Ca N2 75.65(13) 5 5 ? O Ca N2 117.07(14) . 5 ? N2 Ca N2 80.21(15) 9 5 ? O Ca N2 117.07(14) 9 . ? O Ca N2 146.76(13) 5 . ? O Ca N2 75.65(13) . . ? N2 Ca N2 80.21(15) 9 . ? N2 Ca N2 80.21(15) 5 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 C1 C2 C3 0.3(7) . . . . ? C4 C1 C2 C3 179.2(6) . . . . ? C1 C2 C3 N1 0.0(7) . . . . ? N2 C1 C4 C5 41.4(8) . . . . ? C2 C1 C4 C5 -137.4(7) . . . . ? N2 C1 C4 C8 160.2(7) . . . . ? C2 C1 C4 C8 -18.6(10) . . . . ? N2 C1 C4 C7 -78.3(7) . . . . ? C2 C1 C4 C7 102.8(7) . . . . ? C1 C4 C5 O -69.5(7) . . . . ? C8 C4 C5 O 167.9(6) . . . . ? C7 C4 C5 O 53.0(7) . . . . ? C2 C3 N1 N2 -0.3(7) . . . . ? C2 C3 N1 B 178.1(4) . . . . ? N1 B N1 C3 124.8(7) 5 . . . ? N1 B N1 C3 -114.0(7) 9 . . . ? N1 B N1 N2 -57.0(6) 5 . . . ? N1 B N1 N2 64.2(5) 9 . . . ? C2 C1 N2 N1 -0.5(6) . . . . ? C4 C1 N2 N1 -179.6(5) . . . . ? C2 C1 N2 Ca -171.1(4) . . . . ? C4 C1 N2 Ca 9.9(9) . . . . ? C3 N1 N2 C1 0.5(6) . . . . ? B N1 N2 C1 -178.0(4) . . . . ? C3 N1 N2 Ca 172.9(4) . . . . ? B N1 N2 Ca -5.7(5) . . . . ? C4 C5 O C6 -155.7(6) . . . . ? C4 C5 O Ca 46.2(7) . . . . ? C5 O Ca O -121.2(5) . . . 9 ? C6 O Ca O 82.1(4) . . . 9 ? C5 O Ca O 142.9(5) . . . 5 ? C6 O Ca O -13.8(4) . . . 5 ? C5 O Ca N2 -49.3(6) . . . 9 ? C6 O Ca N2 154.0(4) . . . 9 ? C5 O Ca N2 66.3(5) . . . 5 ? C6 O Ca N2 -90.5(4) . . . 5 ? C5 O Ca N2 -4.6(4) . . . . ? C6 O Ca N2 -161.3(5) . . . . ? C1 N2 Ca O 63.5(5) . . . 9 ? N1 N2 Ca O -106.2(3) . . . 9 ? C1 N2 Ca O -102.9(5) . . . 5 ? N1 N2 Ca O 87.4(4) . . . 5 ? C1 N2 Ca O -25.3(5) . . . . ? N1 N2 Ca O 165.1(3) . . . . ? C1 N2 Ca N2 131.7(6) . . . 9 ? N1 N2 Ca N2 -37.9(3) . . . 9 ? C1 N2 Ca N2 -146.7(6) . . . 5 ? N1 N2 Ca N2 43.7(3) . . . 5 ? #END OF CIF #END OF CIF # Attachment 'TlTparchive.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2005-11-16 at 12:16:16 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : shelxl dreduc import struct data_Chisholm1425 _database_code_depnum_ccdc_archive 'CCDC 290334' _audit_creation_date 2005-11-16T12:16:16-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_name_common Chisholm1425 _chemical_formula_moiety 'C24 H40 B1 N6 O3 Tl1' _chemical_formula_sum 'C24 H40 B N6 O3 Tl' _chemical_formula_weight 675.8 _chemical_compound_source 'synthesis as described' _chemical_absolute_configuration ad #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_Int_Tables_number 19 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 7.870(1) _cell_length_b 14.415(1) _cell_length_c 24.533(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2783.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3619 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 27.485 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.12 _exptl_crystal_density_diffrn 1.613 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1344 _exptl_special_details ; All work was done at 150 K using an Oxford Cryosystems Cryostream Cooler. The data collection strategy was set up to measure an octant of reciprocal space with a redundancy factor of 4.8, which means that 90% of the reflections were measured at least 4.8 times. Phi and omega scans with a frame width of 1.0 degree were used for data collection. Data integration was done with Denzo(1), and scaling and merging of the data was done with Scalepack(1). Merging the data and averaging the symmetry equivalent reflections (but not the Friedel pairs) resulted in an Rint value of 0.061. ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 5.839 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.392 _exptl_absorpt_correction_T_max 0.496 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.100448 _diffrn_orient_matrix_ub_12 -0.58531E-2 _diffrn_orient_matrix_ub_13 -0.247261E-1 _diffrn_orient_matrix_ub_21 -0.673613E-1 _diffrn_orient_matrix_ub_22 0.278685E-1 _diffrn_orient_matrix_ub_23 -0.304373E-1 _diffrn_orient_matrix_ub_31 0.389694E-1 _diffrn_orient_matrix_ub_32 0.632597E-1 _diffrn_orient_matrix_ub_33 0.111211E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0 _diffrn_reflns_av_unetI/netI 0.061 _diffrn_reflns_number 39208 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 27.49 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 6330 _reflns_number_gt 5034 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ;One of the C-O-C chains is disordered and is modeled with two orientations: C(15A)-O(2A)-C(16A) and C(15B)-O(2B)-C(16B). The occupancy factor for the A chain refined to 0.751(6), and the B chain was then restricted to 0.249(6). The C(15A), C(15B) and C(16B) atoms were refined only isotropically, while the other atoms in this disorder model were treated anisotropically. Some SADI restraints were used in this model. For the methyl groups, the hydrogen atoms were added at calculated positions using a riding model with U(H) = 1.5 * Ueq(bonded carbon atom). The torsion angle, which defines the orientation of the methyl group about the C-C and some of the O-C bonds, was refined. For the disordered O-C region, the torsion angle for the methyl group hydrogen atoms was not refined. The remaining hydrogen atoms were included in the model at calculated positions using a riding model with U(H) = 1.2 * Ueq(attached atom). 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 'w=1/[\s^2^(Fo^2^)+(0.0215P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 6330 _refine_ls_number_parameters 337 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0447 _refine_ls_R_factor_gt 0.0273 _refine_ls_wR_factor_ref 0.0506 _refine_ls_wR_factor_gt 0.0474 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.025(6) _refine_diff_density_max 1.45 _refine_diff_density_min -0.636 _refine_diff_density_rms 0.093 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Tl Tl -2.8358 9.6688 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.9638(5) 0.5298(2) -0.05308(18) 0.0260(10) Uani 1 1 d . . . C2 C 1.1328(6) 0.5415(2) -0.06869(18) 0.0288(9) Uani 1 1 d . . . H2 H 1.1744 0.5574 -0.1038 0.035 Uiso 1 1 calc R . . C3 C 1.2256(5) 0.5251(2) -0.02274(17) 0.0298(11) Uani 1 1 d . . . H3 H 1.3459 0.5281 -0.0201 0.036 Uiso 1 1 calc R . . C4 C 0.8054(6) 0.5418(3) -0.08799(18) 0.0309(10) Uani 1 1 d . . . C5 C 0.6781(6) 0.4645(3) -0.07623(19) 0.0401(12) Uani 1 1 d . . . H5A H 0.6426 0.4678 -0.038 0.06 Uiso 1 1 calc R . . H5B H 0.7313 0.4042 -0.0833 0.06 Uiso 1 1 calc R . . H5C H 0.5786 0.4719 -0.0999 0.06 Uiso 1 1 calc R . . C6 C 0.8553(6) 0.5402(3) -0.14853(18) 0.0444(13) Uani 1 1 d . . . H6A H 0.7539 0.5497 -0.171 0.067 Uiso 1 1 calc R . . H6B H 0.9065 0.4801 -0.1574 0.067 Uiso 1 1 calc R . . H6C H 0.9375 0.5898 -0.1558 0.067 Uiso 1 1 calc R . . C7 C 0.7214(5) 0.6358(3) -0.07701(17) 0.0327(10) Uani 1 1 d . . . H7A H 0.8056 0.6859 -0.0829 0.039 Uiso 1 1 calc R . . H7B H 0.6271 0.6452 -0.1031 0.039 Uiso 1 1 calc R . . C8 C 0.5686(6) 0.7258(3) -0.0144(2) 0.0466(14) Uani 1 1 d . . . H8A H 0.6457 0.7783 -0.0199 0.07 Uiso 1 1 calc R . . H8B H 0.5247 0.727 0.023 0.07 Uiso 1 1 calc R . . H8C H 0.4737 0.7302 -0.0402 0.07 Uiso 1 1 calc R . . C9 C 0.9691(5) 0.6628(3) 0.16162(17) 0.0265(10) Uani 1 1 d . A . C10 C 1.1388(6) 0.6814(3) 0.17391(16) 0.0308(10) Uani 1 1 d . . . H10 H 1.182 0.7278 0.1977 0.037 Uiso 1 1 calc R . . C11 C 1.2288(5) 0.6184(3) 0.14425(18) 0.0312(10) Uani 1 1 d . . . H11 H 1.349 0.6127 0.144 0.037 Uiso 1 1 calc R . . C12 C 0.8089(6) 0.7074(3) 0.18394(18) 0.0332(11) Uani 1 1 d D . . C13 C 0.7239(6) 0.6395(3) 0.2239(2) 0.0551(15) Uani 1 1 d . A . H13A H 0.6946 0.5821 0.2046 0.083 Uiso 1 1 calc R . . H13B H 0.6204 0.6677 0.2386 0.083 Uiso 1 1 calc R . . H13C H 0.8024 0.6254 0.2537 0.083 Uiso 1 1 calc R . . C14 C 0.6856(7) 0.7318(3) 0.1388(2) 0.0411(15) Uani 1 1 d . A . H14A H 0.737 0.7785 0.1149 0.062 Uiso 1 1 calc R . . H14B H 0.5809 0.7568 0.1547 0.062 Uiso 1 1 calc R . . H14C H 0.659 0.676 0.1176 0.062 Uiso 1 1 calc R . . C15A C 0.8672(9) 0.7996(5) 0.2117(3) 0.0356(19) Uiso 0.751(6) 1 d PD A 1 H15A H 0.9439 0.7859 0.2427 0.043 Uiso 0.751(6) 1 calc PR A 1 H15B H 0.9293 0.8387 0.1852 0.043 Uiso 0.751(6) 1 calc PR A 1 C16A C 0.7622(9) 0.9327(4) 0.2549(3) 0.051(2) Uani 0.751(6) 1 d PD A 1 H16A H 0.658 0.9629 0.2677 0.077 Uiso 0.751(6) 1 calc PR A 1 H16B H 0.8184 0.9726 0.228 0.077 Uiso 0.751(6) 1 calc PR A 1 H16C H 0.8386 0.9223 0.2858 0.077 Uiso 0.751(6) 1 calc PR A 1 C15B C 0.826(3) 0.7856(10) 0.2251(7) 0.042(8) Uiso 0.249(6) 1 d PD A 2 H15C H 0.7134 0.8016 0.2408 0.05 Uiso 0.249(6) 1 calc PR A 2 H15D H 0.903 0.7676 0.2551 0.05 Uiso 0.249(6) 1 calc PR A 2 C16B C 0.918(3) 0.9369(11) 0.2328(7) 0.046(6) Uiso 0.249(6) 1 d PD A 2 H16D H 0.9639 0.9902 0.2127 0.069 Uiso 0.249(6) 1 calc PR A 2 H16E H 0.9993 0.9185 0.2612 0.069 Uiso 0.249(6) 1 calc PR A 2 H16F H 0.81 0.954 0.2497 0.069 Uiso 0.249(6) 1 calc PR A 2 C17 C 0.9103(5) 0.2919(2) 0.12836(16) 0.0215(9) Uani 1 1 d . A . C18 C 1.0730(5) 0.2541(3) 0.13608(16) 0.0246(9) Uani 1 1 d . . . H18 H 1.1006 0.1954 0.1514 0.03 Uiso 1 1 calc R . . C19 C 1.1829(5) 0.3195(3) 0.11698(16) 0.0256(10) Uani 1 1 d . . . H19 H 1.3033 0.3143 0.1166 0.031 Uiso 1 1 calc R . . C20 C 0.7387(5) 0.2496(3) 0.14282(18) 0.0220(11) Uani 1 1 d . . . C21 C 0.6381(6) 0.3163(3) 0.17884(16) 0.0303(10) Uani 1 1 d . . . H21A H 0.7059 0.3325 0.211 0.045 Uiso 1 1 calc R . . H21B H 0.5323 0.2864 0.1905 0.045 Uiso 1 1 calc R . . H21C H 0.6116 0.3726 0.1582 0.045 Uiso 1 1 calc R . . C22 C 0.7687(5) 0.1584(3) 0.17460(17) 0.0319(11) Uani 1 1 d . . . H22A H 0.8261 0.1135 0.1509 0.048 Uiso 1 1 calc R . . H22B H 0.6592 0.133 0.1864 0.048 Uiso 1 1 calc R . . H22C H 0.8396 0.171 0.2066 0.048 Uiso 1 1 calc R . . C23 C 0.6390(6) 0.2232(2) 0.09194(16) 0.0264(9) Uani 1 1 d . . . H23A H 0.7106 0.1833 0.0684 0.032 Uiso 1 1 calc R . . H23B H 0.5377 0.1868 0.1027 0.032 Uiso 1 1 calc R . . C24 C 0.4928(5) 0.2759(3) 0.01466(17) 0.0326(11) Uani 1 1 d . . . H24A H 0.5672 0.2423 -0.0106 0.049 Uiso 1 1 calc R . . H24B H 0.4492 0.3319 -0.0032 0.049 Uiso 1 1 calc R . . H24C H 0.3975 0.236 0.0252 0.049 Uiso 1 1 calc R . . B B 1.1683(6) 0.4849(3) 0.0776(2) 0.0330(13) Uani 1 1 d . . . H1 H 1.2948 0.4785 0.0787 0.04 Uiso 1 1 calc R . . N1 N 1.1192(3) 0.5041(3) 0.01816(11) 0.0236(6) Uani 1 1 d . . . N2 N 0.9542(3) 0.5084(3) -0.00040(12) 0.0231(7) Uani 1 1 d . . . N3 N 1.1211(4) 0.5658(2) 0.11549(14) 0.0224(8) Uani 1 1 d . A . N4 N 0.9580(4) 0.5929(2) 0.12596(15) 0.0252(9) Uani 1 1 d . . . N5 N 1.0931(4) 0.3929(2) 0.09859(15) 0.0236(8) Uani 1 1 d . A . N6 N 0.9233(4) 0.3760(2) 0.10595(15) 0.0242(9) Uani 1 1 d . . . O1 O 0.6581(4) 0.64132(18) -0.02336(12) 0.0369(7) Uani 1 1 d . . . O2A O 0.7211(5) 0.8466(3) 0.23046(18) 0.0477(14) Uani 0.751(6) 1 d PD A 1 O2B O 0.8924(15) 0.8610(8) 0.1960(5) 0.035(4) Uani 0.249(6) 1 d PD A 2 O3 O 0.5868(3) 0.30136(17) 0.06212(11) 0.0266(7) Uani 1 1 d . . . Tl Tl 0.711571(15) 0.501064(14) 0.071376(5) 0.02493(5) Uani 1 1 d . A . 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 0.028(3) 0.018(2) 0.032(2) -0.0038(16) 0.000(2) -0.0004(16) C2 0.034(3) 0.0239(18) 0.028(2) 0.0004(19) 0.008(2) 0.0036(19) C3 0.021(2) 0.027(2) 0.041(3) -0.0012(18) 0.005(2) -0.0021(17) C4 0.035(3) 0.029(2) 0.029(2) -0.0012(19) -0.005(2) -0.001(2) C5 0.048(3) 0.027(2) 0.045(3) -0.008(2) -0.013(3) 0.002(2) C6 0.042(3) 0.047(3) 0.044(3) -0.005(2) -0.001(3) -0.013(2) C7 0.040(3) 0.028(2) 0.030(3) 0.003(2) -0.009(2) 0.004(2) C8 0.049(3) 0.041(3) 0.049(4) -0.005(3) -0.012(3) 0.020(2) C9 0.031(3) 0.024(2) 0.025(2) 0.008(2) 0.003(2) -0.0026(19) C10 0.034(3) 0.030(2) 0.028(3) -0.002(2) -0.008(2) -0.008(2) C11 0.024(2) 0.032(2) 0.037(3) 0.004(2) -0.002(2) -0.0088(19) C12 0.041(3) 0.026(2) 0.033(3) -0.002(2) 0.001(2) 0.003(2) C13 0.064(4) 0.046(3) 0.056(4) 0.004(3) 0.032(3) 0.000(3) C14 0.038(3) 0.035(3) 0.051(3) -0.011(3) -0.005(3) 0.010(3) C16A 0.088(6) 0.027(3) 0.039(4) -0.004(3) 0.013(4) -0.004(3) C17 0.025(2) 0.021(2) 0.019(2) -0.0021(18) -0.0016(18) 0.0025(17) C18 0.025(2) 0.028(2) 0.021(2) 0.0014(19) -0.0007(19) 0.0055(18) C19 0.018(2) 0.030(2) 0.028(2) -0.005(2) -0.0037(19) 0.0075(18) C20 0.023(3) 0.025(2) 0.018(2) 0.0011(18) 0.002(2) 0.0028(18) C21 0.031(2) 0.038(3) 0.022(2) -0.006(2) 0.006(2) 0.001(2) C22 0.031(3) 0.031(2) 0.034(3) 0.003(2) -0.001(2) 0.0003(19) C23 0.028(2) 0.022(2) 0.030(2) 0.0029(18) 0.004(2) -0.0003(18) C24 0.031(3) 0.041(3) 0.026(3) 0.002(2) -0.006(2) -0.007(2) B 0.012(2) 0.044(4) 0.043(3) 0.001(3) 0.0018(19) 0.001(2) N1 0.0163(14) 0.0243(14) 0.0302(16) -0.001(3) 0.0017(13) -0.004(2) N2 0.0170(15) 0.0197(17) 0.0327(17) -0.001(2) -0.0017(13) -0.003(2) N3 0.0129(19) 0.0253(18) 0.029(2) -0.0016(17) -0.0045(17) -0.0031(16) N4 0.026(2) 0.0210(18) 0.028(2) -0.0034(17) 0.0011(18) -0.0008(16) N5 0.018(2) 0.0215(18) 0.031(2) -0.0015(16) -0.0050(17) 0.0037(15) N6 0.0156(19) 0.0207(18) 0.036(2) -0.0030(17) 0.0014(17) 0.0000(15) O1 0.0455(19) 0.0315(16) 0.0336(18) -0.0028(14) -0.0047(16) 0.0160(14) O2A 0.056(3) 0.030(2) 0.057(3) -0.014(2) 0.014(3) 0.001(2) O2B 0.042(8) 0.033(7) 0.030(7) 0.001(6) 0.016(6) 0.010(6) O3 0.0259(17) 0.0267(14) 0.0272(17) 0.0015(13) -0.0060(13) -0.0060(12) Tl 0.01496(7) 0.02548(7) 0.03434(8) 0.00029(16) -0.00076(6) 0.00123(12) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N2 1.331(5) . ? C1 C2 1.394(6) . ? C1 C4 1.522(6) . ? C2 C3 1.364(6) . ? C2 H2 0.95 . ? C3 N1 1.342(4) . ? C3 H3 0.95 . ? C4 C5 1.525(6) . ? C4 C7 1.531(5) . ? C4 C6 1.536(6) . ? C5 H5A 0.98 . ? C5 H5B 0.98 . ? C5 H5C 0.98 . ? C6 H6A 0.98 . ? C6 H6B 0.98 . ? C6 H6C 0.98 . ? C7 O1 1.410(5) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 O1 1.423(5) . ? C8 H8A 0.98 . ? C8 H8B 0.98 . ? C8 H8C 0.98 . ? C9 N4 1.337(5) . ? C9 C10 1.395(6) . ? C9 C12 1.518(6) . ? C10 C11 1.362(5) . ? C10 H10 0.95 . ? C11 N3 1.338(5) . ? C11 H11 0.95 . ? C12 C14 1.514(6) . ? C12 C15B 1.520(14) . ? C12 C13 1.538(6) . ? C12 C15A 1.563(7) . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? C14 H14A 0.98 . ? C14 H14B 0.98 . ? C14 H14C 0.98 . ? C15A O2A 1.411(7) . ? C15A H15A 0.99 . ? C15A H15B 0.99 . ? C16A O2A 1.416(6) . ? C16A H16A 0.98 . ? C16A H16B 0.98 . ? C16A H16C 0.98 . ? C15B O2B 1.402(16) . ? C15B H15C 0.99 . ? C15B H15D 0.99 . ? C16B O2B 1.433(14) . ? C16B H16D 0.98 . ? C16B H16E 0.98 . ? C16B H16F 0.98 . ? C17 N6 1.335(4) . ? C17 C18 1.405(5) . ? C17 C20 1.523(5) . ? C18 C19 1.362(5) . ? C18 H18 0.95 . ? C19 N5 1.350(4) . ? C19 H19 0.95 . ? C20 C23 1.523(5) . ? C20 C21 1.527(5) . ? C20 C22 1.546(5) . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? C22 H22A 0.98 . ? C22 H22B 0.98 . ? C22 H22C 0.98 . ? C23 O3 1.405(4) . ? C23 H23A 0.99 . ? C23 H23B 0.99 . ? C24 O3 1.427(4) . ? C24 H24A 0.98 . ? C24 H24B 0.98 . ? C24 H24C 0.98 . ? B N1 1.534(5) . ? B N3 1.537(5) . ? B N5 1.541(5) . ? B H1 1 . ? N1 N2 1.378(4) . ? N2 Tl 2.600(3) . ? N3 N4 1.366(5) . ? N4 Tl 2.703(3) . ? N5 N6 1.370(4) . ? N6 Tl 2.597(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C1 C2 110.4(4) . . ? N2 C1 C4 121.7(4) . . ? C2 C1 C4 127.8(4) . . ? C3 C2 C1 105.3(4) . . ? C3 C2 H2 127.4 . . ? C1 C2 H2 127.4 . . ? N1 C3 C2 108.8(3) . . ? N1 C3 H3 125.6 . . ? C2 C3 H3 125.6 . . ? C1 C4 C5 110.4(3) . . ? C1 C4 C7 110.8(3) . . ? C5 C4 C7 109.2(3) . . ? C1 C4 C6 109.4(4) . . ? C5 C4 C6 109.9(4) . . ? C7 C4 C6 107.1(3) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? O1 C7 C4 111.5(3) . . ? O1 C7 H7A 109.3 . . ? C4 C7 H7A 109.3 . . ? O1 C7 H7B 109.3 . . ? C4 C7 H7B 109.3 . . ? H7A C7 H7B 108 . . ? O1 C8 H8A 109.5 . . ? O1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? O1 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N4 C9 C10 110.4(4) . . ? N4 C9 C12 120.1(4) . . ? C10 C9 C12 129.5(4) . . ? C11 C10 C9 104.7(4) . . ? C11 C10 H10 127.7 . . ? C9 C10 H10 127.7 . . ? N3 C11 C10 109.3(4) . . ? N3 C11 H11 125.4 . . ? C10 C11 H11 125.4 . . ? C14 C12 C9 111.5(4) . . ? C14 C12 C15B 111.7(9) . . ? C9 C12 C15B 118.8(10) . . ? C14 C12 C13 109.6(4) . . ? C9 C12 C13 108.7(3) . . ? C15B C12 C13 95.0(8) . . ? C14 C12 C15A 108.0(4) . . ? C9 C12 C15A 105.9(4) . . ? C13 C12 C15A 113.1(5) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O2A C15A C12 108.1(5) . . ? O2A C15A H15A 110.1 . . ? C12 C15A H15A 110.1 . . ? O2A C15A H15B 110.1 . . ? C12 C15A H15B 110.1 . . ? H15A C15A H15B 108.4 . . ? O2A C16A H16A 109.5 . . ? O2A C16A H16B 109.5 . . ? H16A C16A H16B 109.5 . . ? O2A C16A H16C 109.5 . . ? H16A C16A H16C 109.5 . . ? H16B C16A H16C 109.5 . . ? O2B C15B C12 105.6(12) . . ? O2B C15B H15C 110.6 . . ? C12 C15B H15C 110.6 . . ? O2B C15B H15D 110.6 . . ? C12 C15B H15D 110.6 . . ? H15C C15B H15D 108.7 . . ? O2B C16B H16D 109.5 . . ? O2B C16B H16E 109.5 . . ? H16D C16B H16E 109.5 . . ? O2B C16B H16F 109.5 . . ? H16D C16B H16F 109.5 . . ? H16E C16B H16F 109.5 . . ? N6 C17 C18 109.8(3) . . ? N6 C17 C20 121.8(3) . . ? C18 C17 C20 128.4(3) . . ? C19 C18 C17 105.3(3) . . ? C19 C18 H18 127.3 . . ? C17 C18 H18 127.3 . . ? N5 C19 C18 108.9(3) . . ? N5 C19 H19 125.5 . . ? C18 C19 H19 125.5 . . ? C23 C20 C17 111.5(3) . . ? C23 C20 C21 111.4(3) . . ? C17 C20 C21 110.0(3) . . ? C23 C20 C22 106.2(3) . . ? C17 C20 C22 108.8(3) . . ? C21 C20 C22 108.8(3) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? O3 C23 C20 112.1(3) . . ? O3 C23 H23A 109.2 . . ? C20 C23 H23A 109.2 . . ? O3 C23 H23B 109.2 . . ? C20 C23 H23B 109.2 . . ? H23A C23 H23B 107.9 . . ? O3 C24 H24A 109.5 . . ? O3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? O3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N1 B N3 112.1(4) . . ? N1 B N5 112.1(4) . . ? N3 B N5 111.0(4) . . ? N1 B H1 107.1 . . ? N3 B H1 107.1 . . ? N5 B H1 107.1 . . ? C3 N1 N2 109.3(3) . . ? C3 N1 B 126.5(3) . . ? N2 N1 B 124.1(3) . . ? C1 N2 N1 106.1(3) . . ? C1 N2 Tl 135.2(3) . . ? N1 N2 Tl 117.8(2) . . ? C11 N3 N4 109.5(3) . . ? C11 N3 B 126.6(3) . . ? N4 N3 B 123.9(3) . . ? C9 N4 N3 106.1(3) . . ? C9 N4 Tl 137.7(3) . . ? N3 N4 Tl 116.2(2) . . ? C19 N5 N6 109.1(3) . . ? C19 N5 B 125.8(3) . . ? N6 N5 B 124.9(3) . . ? C17 N6 N5 106.9(3) . . ? C17 N6 Tl 135.7(3) . . ? N5 N6 Tl 117.4(2) . . ? C7 O1 C8 111.5(3) . . ? C15A O2A C16A 111.9(5) . . ? C15B O2B C16B 108.9(12) . . ? C23 O3 C24 111.7(3) . . ? N6 Tl N2 77.20(11) . . ? N6 Tl N4 73.59(11) . . ? N2 Tl N4 77.79(10) . . ? 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 N2 C1 C2 C3 0.5(4) . . . . ? C4 C1 C2 C3 178.6(4) . . . . ? C1 C2 C3 N1 0.5(4) . . . . ? N2 C1 C4 C5 -44.0(5) . . . . ? C2 C1 C4 C5 138.2(4) . . . . ? N2 C1 C4 C7 77.2(5) . . . . ? C2 C1 C4 C7 -100.6(5) . . . . ? N2 C1 C4 C6 -165.0(4) . . . . ? C2 C1 C4 C6 17.2(6) . . . . ? C1 C4 C7 O1 -65.6(5) . . . . ? C5 C4 C7 O1 56.2(4) . . . . ? C6 C4 C7 O1 175.1(3) . . . . ? N4 C9 C10 C11 -0.7(5) . . . . ? C12 C9 C10 C11 177.2(4) . . . . ? C9 C10 C11 N3 0.6(5) . . . . ? N4 C9 C12 C14 -48.9(5) . . . . ? C10 C9 C12 C14 133.4(5) . . . . ? N4 C9 C12 C15B 179.0(8) . . . . ? C10 C9 C12 C15B 1.3(10) . . . . ? N4 C9 C12 C13 72.0(5) . . . . ? C10 C9 C12 C13 -105.7(5) . . . . ? N4 C9 C12 C15A -166.2(5) . . . . ? C10 C9 C12 C15A 16.1(7) . . . . ? C14 C12 C15A O2A 57.1(7) . . . . ? C9 C12 C15A O2A 176.7(5) . . . . ? C15B C12 C15A O2A -47(3) . . . . ? C13 C12 C15A O2A -64.4(7) . . . . ? C14 C12 C15B O2B -62.6(17) . . . . ? C9 C12 C15B O2B 69.4(16) . . . . ? C13 C12 C15B O2B -176.0(14) . . . . ? C15A C12 C15B O2B 20(2) . . . . ? N6 C17 C18 C19 -0.3(5) . . . . ? C20 C17 C18 C19 -179.3(4) . . . . ? C17 C18 C19 N5 -0.1(5) . . . . ? N6 C17 C20 C23 70.5(5) . . . . ? C18 C17 C20 C23 -110.6(5) . . . . ? N6 C17 C20 C21 -53.6(5) . . . . ? C18 C17 C20 C21 125.4(4) . . . . ? N6 C17 C20 C22 -172.7(4) . . . . ? C18 C17 C20 C22 6.3(6) . . . . ? C17 C20 C23 O3 -68.1(4) . . . . ? C21 C20 C23 O3 55.2(5) . . . . ? C22 C20 C23 O3 173.5(3) . . . . ? C2 C3 N1 N2 -1.3(5) . . . . ? C2 C3 N1 B -177.1(4) . . . . ? N3 B N1 C3 106.2(5) . . . . ? N5 B N1 C3 -128.2(4) . . . . ? N3 B N1 N2 -69.1(6) . . . . ? N5 B N1 N2 56.6(6) . . . . ? C2 C1 N2 N1 -1.3(5) . . . . ? C4 C1 N2 N1 -179.5(4) . . . . ? C2 C1 N2 Tl 167.2(3) . . . . ? C4 C1 N2 Tl -11.0(6) . . . . ? C3 N1 N2 C1 1.6(5) . . . . ? B N1 N2 C1 177.6(4) . . . . ? C3 N1 N2 Tl -169.2(3) . . . . ? B N1 N2 Tl 6.7(6) . . . . ? C10 C11 N3 N4 -0.4(5) . . . . ? C10 C11 N3 B -178.5(4) . . . . ? N1 B N3 C11 -116.7(4) . . . . ? N5 B N3 C11 117.1(4) . . . . ? N1 B N3 N4 65.4(5) . . . . ? N5 B N3 N4 -60.8(5) . . . . ? C10 C9 N4 N3 0.5(4) . . . . ? C12 C9 N4 N3 -177.7(4) . . . . ? C10 C9 N4 Tl -177.7(3) . . . . ? C12 C9 N4 Tl 4.2(6) . . . . ? C11 N3 N4 C9 -0.1(4) . . . . ? B N3 N4 C9 178.2(4) . . . . ? C11 N3 N4 Tl 178.6(3) . . . . ? B N3 N4 Tl -3.2(5) . . . . ? C18 C19 N5 N6 0.4(5) . . . . ? C18 C19 N5 B 175.1(4) . . . . ? N1 B N5 C19 119.6(4) . . . . ? N3 B N5 C19 -114.2(4) . . . . ? N1 B N5 N6 -66.5(5) . . . . ? N3 B N5 N6 59.8(5) . . . . ? C18 C17 N6 N5 0.5(5) . . . . ? C20 C17 N6 N5 179.6(4) . . . . ? C18 C17 N6 Tl 176.8(3) . . . . ? C20 C17 N6 Tl -4.1(6) . . . . ? C19 N5 N6 C17 -0.6(5) . . . . ? B N5 N6 C17 -175.4(4) . . . . ? C19 N5 N6 Tl -177.7(2) . . . . ? B N5 N6 Tl 7.5(5) . . . . ? C4 C7 O1 C8 -175.5(4) . . . . ? C12 C15A O2A C16A -178.3(5) . . . . ? C12 C15B O2B C16B -177.7(14) . . . . ? C20 C23 O3 C24 -179.7(3) . . . . ? C17 N6 Tl N2 -141.2(4) . . . . ? N5 N6 Tl N2 34.8(3) . . . . ? C17 N6 Tl N4 138.0(4) . . . . ? N5 N6 Tl N4 -46.0(3) . . . . ? C1 N2 Tl N6 150.5(4) . . . . ? N1 N2 Tl N6 -42.0(3) . . . . ? C1 N2 Tl N4 -133.8(4) . . . . ? N1 N2 Tl N4 33.7(3) . . . . ? C9 N4 Tl N6 -137.6(4) . . . . ? N3 N4 Tl N6 44.4(3) . . . . ? C9 N4 Tl N2 142.4(4) . . . . ? N3 N4 Tl N2 -35.7(3) . . . . ? #END OF CIF # Attachment 'LiTppzarchieve.cif' data_Chisholm1231 _database_code_depnum_ccdc_archive 'CCDC 290335' _audit_creation_method SHELXL-93 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C31 H50 B Li N8 O4' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C31 H50 B Li N8 O4' _chemical_formula_weight 616.54 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 '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/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.365(2) _cell_length_b 14.028(2) _cell_length_c 22.125(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.156(8) _cell_angle_gamma 90.00 _cell_volume 3434.8(9) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description chunk _exptl_crystal_colour colorless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.192 _exptl_crystal_density_method ? _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; All work was done at 200 K using an Oxford Cryosystems Cryostream Cooler. The data collection strategy was set up to measure a quadrant of reciprocal space with a redundancy factor of 3.3, which means that 90% of the reflections were measured at least 3.3 times. A combination of phi and omega scans with a frame width of one degree was used for data collection. ; _diffrn_ambient_temperature 200(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 'Nonius Kappa CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 43385 _diffrn_reflns_av_R_equivalents 0.034 _diffrn_reflns_av_sigmaI/netI ? _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 25.03 _reflns_number_total 6056 _reflns_number_gt 4399 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; For the methyl groups, the hydrogen atoms were added at calculated positions using a riding model with U(H) = 1.5 * Ueq(bonded carbon atom). The torsion angle, which defines the orientation of the methyl group about the C-C or the O-C bond, was refined. The hydrogen atom bonded to N(8) was located on a difference electron density map and included in the model at a calculated position. The remaining hydrogen atoms were included in the model at calculated positions using a riding model with U(H) = 1.2 * Ueq(attached atom). Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 ' w=1/[\s^2^(Fo^2^)+(0.0687P)^2^+1.1467P] 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 6055 _refine_ls_number_parameters 417 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0737 _refine_ls_R_factor_gt 0.0477 _refine_ls_wR_factor_all 0.1358 _refine_ls_wR_factor_ref 0.1205 _refine_ls_goodness_of_fit_all 1.028 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.029 _refine_ls_restrained_S_obs 1.084 _refine_ls_shift/su_max 0.002 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group O1 O 0.28864(12) 0.97978(9) 0.09321(6) 0.0405(3) Uani 1 d . . O2 O 0.62863(14) 1.09379(13) 0.36705(8) 0.0679(5) Uani 1 d . . O3 O 0.47292(13) 1.51621(9) 0.16068(6) 0.0501(4) Uani 1 d . . O4 O 0.90663(14) 1.15316(12) 0.08279(8) 0.0656(5) Uani 1 d . . N1 N 0.50405(13) 1.01265(10) 0.12449(7) 0.0344(4) Uani 1 d . . N2 N 0.60562(13) 1.06562(11) 0.14669(7) 0.0359(4) Uani 1 d . . N3 N 0.36345(13) 1.06638(11) 0.19182(7) 0.0359(4) Uani 1 d . . N4 N 0.44102(14) 1.12517(11) 0.23143(7) 0.0368(4) Uani 1 d . . N5 N 0.34949(13) 1.14361(11) 0.08804(7) 0.0340(4) Uani 1 d . . N6 N 0.40969(13) 1.22529(11) 0.11077(7) 0.0340(4) Uani 1 d . . N7 N 0.71361(14) 1.26304(12) 0.20051(7) 0.0412(4) Uani 1 d . . N8 N 0.78782(14) 1.24801(11) 0.16141(7) 0.0393(4) Uani 1 d . . H8 H 0.77029 1.20923 0.12935 0.047 Uiso 1 calc R . C1 C 0.6961(2) 1.01185(14) 0.13811(9) 0.0386(5) Uani 1 d . . H1 H 0.7786 1.03025 0.14941 0.046 Uiso 1 calc R . C2 C 0.6558(2) 0.92524(14) 0.11060(9) 0.0405(5) Uani 1 d . . H2 H 0.7033 0.87523 0.09961 0.049 Uiso 1 calc R . C3 C 0.5325(2) 0.92757(13) 0.10272(8) 0.0352(4) Uani 1 d . . C4 C 0.4338(2) 0.85777(13) 0.07608(9) 0.0400(5) Uani 1 d . . C5 C 0.4039(2) 0.8648(2) 0.00507(9) 0.0520(6) Uani 1 d . . H5A H 0.3378 0.8208 -0.01232 0.078 Uiso 1 calc R . H5B H 0.4755 0.8478 -0.01034 0.078 Uiso 1 calc R . H5C H 0.3793 0.9301 -0.00751 0.078 Uiso 1 calc R . C6 C 0.4738(2) 0.7561(2) 0.09598(12) 0.0618(7) Uani 1 d . . H6A H 0.4070 0.7119 0.0805 0.093 Uiso 1 calc R . H6B H 0.4968 0.7527 0.14139 0.093 Uiso 1 calc R . H6C H 0.5431 0.7387 0.0789 0.093 Uiso 1 calc R . C7 C 0.3243(2) 0.88244(14) 0.10211(10) 0.0472(5) Uani 1 d . . H7A H 0.2557 0.84145 0.08189 0.057 Uiso 1 calc R . H7B H 0.3433 0.86807 0.14709 0.057 Uiso 1 calc R . C8 C 0.3977(2) 1.13287(13) 0.28264(8) 0.0365(5) Uani 1 d . . C9 C 0.2920(2) 1.07933(15) 0.27603(9) 0.0445(5) Uani 1 d . . H9 H 0.2432 1.07222 0.30536 0.053 Uiso 1 calc R . C10 C 0.2737(2) 1.03923(14) 0.21815(9) 0.0410(5) Uani 1 d . . H10 H 0.2083 0.99884 0.19974 0.049 Uiso 1 calc R . C11 C 0.4592(2) 1.19662(15) 0.33573(9) 0.0428(5) Uani 1 d . . C12 C 0.4282(2) 1.3007(2) 0.31793(11) 0.0629(7) Uani 1 d . . H12A H 0.4662 1.3424 0.3524 0.094 Uiso 1 calc R . H12B H 0.3403 1.3093 0.3089 0.094 Uiso 1 calc R . H12C H 0.4582 1.3170 0.2811 0.094 Uiso 1 calc R . C13 C 0.4170(2) 1.1719(2) 0.39508(10) 0.0566(6) Uani 1 d . . H13A H 0.4555 1.2151 0.4286 0.085 Uiso 1 calc R . H13B H 0.4395 1.1059 0.4072 0.085 Uiso 1 calc R . H13C H 0.3290 1.1788 0.3874 0.085 Uiso 1 calc R . C14 C 0.5945(2) 1.1856(2) 0.34714(10) 0.0533(6) Uani 1 d . . H14A H 0.6210 1.1992 0.30838 0.064 Uiso 1 calc R . H14B H 0.6343 1.2320 0.37901 0.064 Uiso 1 calc R . C15 C 0.7399(2) 1.0666(2) 0.3543(2) 0.0961(10) Uani 1 d . . H15A H 0.7594 1.0013 0.3689 0.144 Uiso 1 calc R . H15B H 0.8036 1.1099 0.3758 0.144 Uiso 1 calc R . H15C H 0.7341 1.0699 0.3095 0.144 Uiso 1 calc R . C16 C 0.3590(2) 1.29549(13) 0.07301(8) 0.0336(4) Uani 1 d . . C17 C 0.2667(2) 1.25945(14) 0.02544(9) 0.0405(5) Uani 1 d . . H17 H 0.2165 1.29389 -0.00758 0.049 Uiso 1 calc R . C18 C 0.2647(2) 1.16374(14) 0.03699(9) 0.0389(5) Uani 1 d . . H18 H 0.2116 1.11882 0.01267 0.047 Uiso 1 calc R . C19 C 0.4050(2) 1.39674(13) 0.08244(9) 0.0375(5) Uani 1 d . . C20 C 0.5197(2) 1.4052(2) 0.05725(10) 0.0487(5) Uani 1 d . . H20A H 0.5507 1.4705 0.0631 0.073 Uiso 1 calc R . H20B H 0.5006 1.3895 0.0129 0.073 Uiso 1 calc R . H20C H 0.5811 1.3609 0.0796 0.073 Uiso 1 calc R . C21 C 0.3083(2) 1.46651(15) 0.04852(10) 0.0517(6) Uani 1 d . . H21A H 0.3389 1.5319 0.0552 0.078 Uiso 1 calc R . H21B H 0.2353 1.4599 0.0647 0.078 Uiso 1 calc R . H21C H 0.2890 1.4523 0.00398 0.078 Uiso 1 calc R . C22 C 0.4357(2) 1.41970(13) 0.15188(9) 0.0397(5) Uani 1 d . . H22A H 0.3639 1.40892 0.16929 0.048 Uiso 1 calc R . H22B H 0.5013 1.37726 0.17377 0.048 Uiso 1 calc R . C23 C 0.5257(2) 1.5370(2) 0.22333(10) 0.0544(6) Uani 1 d . . H23A H 0.5463 1.6049 0.2275 0.082 Uiso 1 calc R . H23B H 0.5992 1.4989 0.2371 0.082 Uiso 1 calc R . H23C H 0.4684 1.5218 0.24896 0.082 Uiso 1 calc R . C24 C 0.8908(2) 1.29836(14) 0.17658(9) 0.0420(5) Uani 1 d . . C25 C 0.8833(2) 1.3493(2) 0.22831(10) 0.0506(6) Uani 1 d . . H25 H 0.9415 1.3924 0.25089 0.061 Uiso 1 calc R . C26 C 0.7736(2) 1.3249(2) 0.24087(9) 0.0462(5) Uani 1 d . . H26 H 0.7446 1.3499 0.27469 0.055 Uiso 1 calc R . C27 C 0.9855(2) 1.2948(2) 0.13864(11) 0.0577(6) Uani 1 d . . C28 C 1.1059(3) 1.3320(3) 0.1793(2) 0.133(2) Uani 1 d . . H28A H 1.0967 1.3989 0.1899 0.199 Uiso 1 calc R . H28B H 1.1698 1.3264 0.1563 0.199 Uiso 1 calc R . H28C H 1.1276 1.2940 0.2174 0.199 Uiso 1 calc R . C29 C 0.9457(3) 1.3559(2) 0.08056(15) 0.1015(11) Uani 1 d . . H29A H 0.9371 1.4223 0.09263 0.152 Uiso 1 calc R . H29B H 0.8680 1.3327 0.0562 0.152 Uiso 1 calc R . H29C H 1.0065 1.3521 0.0555 0.152 Uiso 1 calc R . C30 C 1.0096(2) 1.1933(2) 0.12150(12) 0.0616(7) Uani 1 d . . H30A H 1.0771 1.1927 0.10000 0.074 Uiso 1 calc R . H30B H 1.0339 1.1546 0.15972 0.074 Uiso 1 calc R . C31 C 0.9310(3) 1.0683(2) 0.0536(2) 0.0966(11) Uani 1 d . . H31A H 0.8559 1.0436 0.0274 0.145 Uiso 1 calc R . H31B H 0.9652 1.0209 0.0853 0.145 Uiso 1 calc R . H31C H 0.9889 1.0815 0.0279 0.145 Uiso 1 calc R . B B 0.3747(2) 1.0478(2) 0.12365(10) 0.0357(5) Uani 1 d . . Li Li 0.5555(3) 1.1881(2) 0.18301(14) 0.0373(7) Uani 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 O1 0.0437(8) 0.0316(7) 0.0478(8) -0.0059(6) 0.0137(6) -0.0094(6) O2 0.0531(10) 0.0729(12) 0.0793(12) 0.0122(9) 0.0181(8) 0.0166(9) O3 0.0679(10) 0.0339(8) 0.0482(8) -0.0040(6) 0.0128(7) -0.0093(7) O4 0.0517(10) 0.0631(11) 0.0892(12) -0.0351(9) 0.0311(9) -0.0127(8) N1 0.0399(9) 0.0294(8) 0.0354(8) -0.0015(7) 0.0117(7) -0.0031(7) N2 0.0344(9) 0.0358(9) 0.0377(9) -0.0024(7) 0.0084(7) -0.0038(7) N3 0.0380(9) 0.0331(9) 0.0387(9) -0.0016(7) 0.0130(7) -0.0051(7) N4 0.0397(9) 0.0372(9) 0.0357(9) -0.0030(7) 0.0129(7) -0.0050(7) N5 0.0349(9) 0.0325(9) 0.0358(9) -0.0046(7) 0.0109(7) -0.0063(7) N6 0.0370(9) 0.0295(8) 0.0361(8) -0.0023(7) 0.0096(7) -0.0058(7) N7 0.0413(9) 0.0426(10) 0.0415(9) -0.0099(8) 0.0133(8) -0.0048(8) N8 0.0410(9) 0.0397(9) 0.0388(9) -0.0121(7) 0.0124(7) -0.0088(8) C1 0.0365(11) 0.0428(12) 0.0366(10) 0.0036(9) 0.0085(8) 0.0029(9) C2 0.0495(13) 0.0359(11) 0.0378(11) 0.0033(9) 0.0138(9) 0.0104(9) C3 0.0501(12) 0.0293(10) 0.0280(9) 0.0030(8) 0.0130(8) 0.0021(9) C4 0.0563(13) 0.0274(10) 0.0394(11) -0.0022(8) 0.0172(9) -0.0048(9) C5 0.0627(14) 0.0534(14) 0.0407(12) -0.0074(10) 0.0137(10) -0.0076(11) C6 0.087(2) 0.0331(12) 0.066(2) -0.0008(11) 0.0190(14) -0.0034(12) C7 0.0628(14) 0.0355(12) 0.0456(12) -0.0031(9) 0.0174(10) -0.0120(10) C8 0.0428(11) 0.0345(11) 0.0353(10) 0.0053(8) 0.0151(8) 0.0053(9) C9 0.0491(13) 0.0454(12) 0.0452(12) 0.0015(10) 0.0238(10) -0.0042(10) C10 0.0398(11) 0.0381(11) 0.0493(12) 0.0003(9) 0.0184(9) -0.0067(9) C11 0.0517(13) 0.0439(12) 0.0350(11) -0.0016(9) 0.0143(9) 0.0013(10) C12 0.093(2) 0.0424(13) 0.0521(14) -0.0059(11) 0.0148(13) 0.0012(13) C13 0.0658(15) 0.066(2) 0.0433(12) -0.0032(11) 0.0227(11) -0.0004(12) C14 0.0603(14) 0.0585(15) 0.0402(12) 0.0012(11) 0.0094(10) -0.0043(12) C15 0.057(2) 0.101(2) 0.130(3) -0.018(2) 0.019(2) 0.019(2) C16 0.0364(10) 0.0337(11) 0.0333(10) 0.0011(8) 0.0131(8) -0.0006(8) C17 0.0420(12) 0.0401(12) 0.0367(11) 0.0027(9) 0.0036(9) -0.0003(9) C18 0.0369(11) 0.0435(12) 0.0348(11) -0.0066(9) 0.0049(9) -0.0062(9) C19 0.0441(11) 0.0314(10) 0.0386(11) 0.0024(8) 0.0127(9) -0.0022(9) C20 0.0582(14) 0.0415(12) 0.0518(13) -0.0012(10) 0.0235(11) -0.0116(10) C21 0.0600(14) 0.0368(12) 0.0548(13) 0.0059(10) 0.0054(11) 0.0010(10) C22 0.0458(12) 0.0306(11) 0.0445(11) -0.0012(9) 0.0140(9) -0.0043(9) C23 0.0620(14) 0.0494(13) 0.0518(13) -0.0146(11) 0.0130(11) -0.0082(11) C24 0.0403(11) 0.0411(12) 0.0447(12) -0.0049(9) 0.0100(9) -0.0122(9) C25 0.0505(13) 0.0527(13) 0.0473(12) -0.0166(11) 0.0088(10) -0.0182(11) C26 0.0511(13) 0.0494(13) 0.0396(11) -0.0148(10) 0.0131(9) -0.0074(10) C27 0.0562(14) 0.061(2) 0.0642(15) -0.0223(12) 0.0312(12) -0.0273(12) C28 0.076(2) 0.198(4) 0.142(3) -0.096(3) 0.063(2) -0.089(3) C29 0.165(3) 0.069(2) 0.099(2) 0.009(2) 0.090(2) -0.003(2) C30 0.0432(13) 0.077(2) 0.071(2) -0.0146(13) 0.0247(12) -0.0071(12) C31 0.082(2) 0.081(2) 0.142(3) -0.060(2) 0.058(2) -0.015(2) B 0.0383(12) 0.0322(12) 0.0385(12) -0.0039(10) 0.0127(10) -0.0066(10) Li 0.038(2) 0.038(2) 0.038(2) -0.0030(14) 0.0114(14) -0.0055(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 B 1.422(2) . ? O1 C7 1.425(2) . ? O2 C14 1.388(3) . ? O2 C15 1.409(3) . ? O3 C23 1.410(2) . ? O3 C22 1.419(2) . ? O4 C30 1.402(3) . ? O4 C31 1.411(3) . ? N1 C3 1.353(2) . ? N1 N2 1.367(2) . ? N1 B 1.547(3) . ? N2 C1 1.323(2) . ? N2 Li 2.033(4) . ? N3 C10 1.339(2) . ? N3 N4 1.369(2) . ? N3 B 1.564(3) . ? N4 C8 1.338(2) . ? N4 Li 2.063(3) . ? N5 C18 1.338(2) . ? N5 N6 1.370(2) . ? N5 B 1.551(3) . ? N6 C16 1.334(2) . ? N6 Li 2.090(3) . ? N7 C26 1.318(2) . ? N7 N8 1.355(2) . ? N7 Li 2.042(3) . ? N8 C24 1.343(2) . ? N8 H8 0.88 . ? C1 C2 1.389(3) . ? C1 H1 0.95 . ? C2 C3 1.373(3) . ? C2 H2 0.95 . ? C3 C4 1.505(3) . ? C4 C7 1.525(3) . ? C4 C6 1.531(3) . ? C4 C5 1.533(3) . ? C5 H5A 0.98 . ? C5 H5B 0.98 . ? C5 H5C 0.98 . ? C6 H6A 0.98 . ? C6 H6B 0.98 . ? C6 H6C 0.98 . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 C9 1.396(3) . ? C8 C11 1.515(3) . ? C9 C10 1.371(3) . ? C9 H9 0.95 . ? C10 H10 0.95 . ? C11 C14 1.508(3) . ? C11 C12 1.532(3) . ? C11 C13 1.537(3) . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? C14 H14A 0.99 . ? C14 H14B 0.99 . ? C15 H15A 0.98 . ? C15 H15B 0.98 . ? C15 H15C 0.98 . ? C16 C17 1.400(3) . ? C16 C19 1.512(3) . ? C17 C18 1.368(3) . ? C17 H17 0.95 . ? C18 H18 0.95 . ? C19 C22 1.530(3) . ? C19 C21 1.534(3) . ? C19 C20 1.534(3) . ? C20 H20A 0.98 . ? C20 H20B 0.98 . ? C20 H20C 0.98 . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? C22 H22A 0.99 . ? C22 H22B 0.99 . ? C23 H23A 0.98 . ? C23 H23B 0.98 . ? C23 H23C 0.98 . ? C24 C25 1.368(3) . ? C24 C27 1.508(3) . ? C25 C26 1.381(3) . ? C25 H25 0.95 . ? C26 H26 0.95 . ? C27 C30 1.515(3) . ? C27 C29 1.525(4) . ? C27 C28 1.547(3) . ? C28 H28A 0.98 . ? C28 H28B 0.98 . ? C28 H28C 0.98 . ? C29 H29A 0.98 . ? C29 H29B 0.98 . ? C29 H29C 0.98 . ? C30 H30A 0.99 . ? C30 H30B 0.99 . ? C31 H31A 0.98 . ? C31 H31B 0.98 . ? C31 H31C 0.98 . ? 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 B O1 C7 115.7(2) . . ? C14 O2 C15 112.7(2) . . ? C23 O3 C22 112.3(2) . . ? C30 O4 C31 113.3(2) . . ? C3 N1 N2 110.89(15) . . ? C3 N1 B 125.5(2) . . ? N2 N1 B 123.60(14) . . ? C1 N2 N1 105.00(15) . . ? C1 N2 Li 146.7(2) . . ? N1 N2 Li 108.17(14) . . ? C10 N3 N4 109.63(15) . . ? C10 N3 B 127.5(2) . . ? N4 N3 B 122.38(14) . . ? C8 N4 N3 106.47(15) . . ? C8 N4 Li 143.3(2) . . ? N3 N4 Li 108.40(13) . . ? C18 N5 N6 109.69(15) . . ? C18 N5 B 128.8(2) . . ? N6 N5 B 121.27(14) . . ? C16 N6 N5 106.20(14) . . ? C16 N6 Li 144.82(15) . . ? N5 N6 Li 108.34(14) . . ? C26 N7 N8 103.5(2) . . ? C26 N7 Li 139.9(2) . . ? N8 N7 Li 116.59(14) . . ? C24 N8 N7 113.1(2) . . ? C24 N8 H8 123.4 . . ? N7 N8 H8 123.4 . . ? N2 C1 C2 111.8(2) . . ? N2 C1 H1 124.1 . . ? C2 C1 H1 124.1 . . ? C3 C2 C1 105.1(2) . . ? C3 C2 H2 127.5 . . ? C1 C2 H2 127.5 . . ? N1 C3 C2 107.2(2) . . ? N1 C3 C4 119.7(2) . . ? C2 C3 C4 133.1(2) . . ? C3 C4 C7 107.7(2) . . ? C3 C4 C6 110.3(2) . . ? C7 C4 C6 108.5(2) . . ? C3 C4 C5 109.3(2) . . ? C7 C4 C5 111.3(2) . . ? C6 C4 C5 109.7(2) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 H6A 109.5 . . ? C4 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C4 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? O1 C7 C4 113.4(2) . . ? O1 C7 H7A 108.9 . . ? C4 C7 H7A 108.9 . . ? O1 C7 H7B 108.9 . . ? C4 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? N4 C8 C9 110.0(2) . . ? N4 C8 C11 120.7(2) . . ? C9 C8 C11 129.3(2) . . ? C10 C9 C8 105.2(2) . . ? C10 C9 H9 127.4 . . ? C8 C9 H9 127.4 . . ? N3 C10 C9 108.7(2) . . ? N3 C10 H10 125.6 . . ? C9 C10 H10 125.6 . . ? C14 C11 C8 110.0(2) . . ? C14 C11 C12 107.9(2) . . ? C8 C11 C12 109.0(2) . . ? C14 C11 C13 109.8(2) . . ? C8 C11 C13 110.5(2) . . ? C12 C11 C13 109.7(2) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O2 C14 C11 110.4(2) . . ? O2 C14 H14A 109.6 . . ? C11 C14 H14A 109.6 . . ? O2 C14 H14B 109.6 . . ? C11 C14 H14B 109.6 . . ? H14A C14 H14B 108.1 . . ? O2 C15 H15A 109.5 . . ? O2 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? O2 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N6 C16 C17 110.3(2) . . ? N6 C16 C19 121.4(2) . . ? C17 C16 C19 128.3(2) . . ? C18 C17 C16 104.8(2) . . ? C18 C17 H17 127.6 . . ? C16 C17 H17 127.6 . . ? N5 C18 C17 109.0(2) . . ? N5 C18 H18 125.5 . . ? C17 C18 H18 125.5 . . ? C16 C19 C22 109.21(15) . . ? C16 C19 C21 110.2(2) . . ? C22 C19 C21 109.3(2) . . ? C16 C19 C20 108.6(2) . . ? C22 C19 C20 109.3(2) . . ? C21 C19 C20 110.2(2) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? O3 C22 C19 109.4(2) . . ? O3 C22 H22A 109.8 . . ? C19 C22 H22A 109.8 . . ? O3 C22 H22B 109.8 . . ? C19 C22 H22B 109.8 . . ? H22A C22 H22B 108.3 . . ? O3 C23 H23A 109.5 . . ? O3 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? O3 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N8 C24 C25 105.5(2) . . ? N8 C24 C27 122.4(2) . . ? C25 C24 C27 132.1(2) . . ? C24 C25 C26 105.7(2) . . ? C24 C25 H25 127.2 . . ? C26 C25 H25 127.2 . . ? N7 C26 C25 112.2(2) . . ? N7 C26 H26 123.9 . . ? C25 C26 H26 123.9 . . ? C24 C27 C30 111.3(2) . . ? C24 C27 C29 109.8(2) . . ? C30 C27 C29 110.7(2) . . ? C24 C27 C28 108.3(2) . . ? C30 C27 C28 106.0(2) . . ? C29 C27 C28 110.7(3) . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? O4 C30 C27 110.9(2) . . ? O4 C30 H30A 109.5 . . ? C27 C30 H30A 109.5 . . ? O4 C30 H30B 109.5 . . ? C27 C30 H30B 109.5 . . ? H30A C30 H30B 108.0 . . ? O4 C31 H31A 109.5 . . ? O4 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? O4 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? O1 B N1 109.9(2) . . ? O1 B N5 108.3(2) . . ? N1 B N5 110.35(15) . . ? O1 B N3 111.7(2) . . ? N1 B N3 109.1(2) . . ? N5 B N3 107.43(15) . . ? N2 Li N7 101.32(15) . . ? N2 Li N4 96.33(14) . . ? N7 Li N4 138.9(2) . . ? N2 Li N6 98.83(14) . . ? N7 Li N6 121.8(2) . . ? N4 Li N6 91.16(13) . . ? 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 C3 N1 N2 C1 0.1(2) . . . . ? B N1 N2 C1 -178.7(2) . . . . ? C3 N1 N2 Li -176.62(15) . . . . ? B N1 N2 Li 4.6(2) . . . . ? C10 N3 N4 C8 0.5(2) . . . . ? B N3 N4 C8 173.3(2) . . . . ? C10 N3 N4 Li -168.0(2) . . . . ? B N3 N4 Li 4.9(2) . . . . ? C18 N5 N6 C16 0.7(2) . . . . ? B N5 N6 C16 -173.9(2) . . . . ? C18 N5 N6 Li -172.54(15) . . . . ? B N5 N6 Li 12.9(2) . . . . ? C26 N7 N8 C24 0.1(2) . . . . ? Li N7 N8 C24 -178.8(2) . . . . ? N1 N2 C1 C2 0.3(2) . . . . ? Li N2 C1 C2 174.5(2) . . . . ? N2 C1 C2 C3 -0.5(2) . . . . ? N2 N1 C3 C2 -0.4(2) . . . . ? B N1 C3 C2 178.4(2) . . . . ? N2 N1 C3 C4 179.95(15) . . . . ? B N1 C3 C4 -1.3(3) . . . . ? C1 C2 C3 N1 0.5(2) . . . . ? C1 C2 C3 C4 -179.9(2) . . . . ? N1 C3 C4 C7 -22.0(2) . . . . ? C2 C3 C4 C7 158.4(2) . . . . ? N1 C3 C4 C6 -140.3(2) . . . . ? C2 C3 C4 C6 40.1(3) . . . . ? N1 C3 C4 C5 99.0(2) . . . . ? C2 C3 C4 C5 -80.6(3) . . . . ? B O1 C7 C4 -63.2(2) . . . . ? C3 C4 C7 O1 53.0(2) . . . . ? C6 C4 C7 O1 172.4(2) . . . . ? C5 C4 C7 O1 -66.8(2) . . . . ? N3 N4 C8 C9 -0.2(2) . . . . ? Li N4 C8 C9 161.3(2) . . . . ? N3 N4 C8 C11 -177.5(2) . . . . ? Li N4 C8 C11 -16.0(4) . . . . ? N4 C8 C9 C10 -0.2(2) . . . . ? C11 C8 C9 C10 176.8(2) . . . . ? N4 N3 C10 C9 -0.6(2) . . . . ? B N3 C10 C9 -173.0(2) . . . . ? C8 C9 C10 N3 0.5(2) . . . . ? N4 C8 C11 C14 -42.2(2) . . . . ? C9 C8 C11 C14 141.1(2) . . . . ? N4 C8 C11 C12 75.8(2) . . . . ? C9 C8 C11 C12 -100.9(2) . . . . ? N4 C8 C11 C13 -163.6(2) . . . . ? C9 C8 C11 C13 19.7(3) . . . . ? C15 O2 C14 C11 155.5(2) . . . . ? C8 C11 C14 O2 -64.8(2) . . . . ? C12 C11 C14 O2 176.5(2) . . . . ? C13 C11 C14 O2 57.0(2) . . . . ? N5 N6 C16 C17 -0.6(2) . . . . ? Li N6 C16 C17 168.3(2) . . . . ? N5 N6 C16 C19 -178.0(2) . . . . ? Li N6 C16 C19 -9.2(3) . . . . ? N6 C16 C17 C18 0.2(2) . . . . ? C19 C16 C17 C18 177.5(2) . . . . ? N6 N5 C18 C17 -0.6(2) . . . . ? B N5 C18 C17 173.5(2) . . . . ? C16 C17 C18 N5 0.2(2) . . . . ? N6 C16 C19 C22 -40.6(2) . . . . ? C17 C16 C19 C22 142.4(2) . . . . ? N6 C16 C19 C21 -160.8(2) . . . . ? C17 C16 C19 C21 22.3(3) . . . . ? N6 C16 C19 C20 78.4(2) . . . . ? C17 C16 C19 C20 -98.6(2) . . . . ? C23 O3 C22 C19 -167.9(2) . . . . ? C16 C19 C22 O3 -177.0(2) . . . . ? C21 C19 C22 O3 -56.3(2) . . . . ? C20 C19 C22 O3 64.4(2) . . . . ? N7 N8 C24 C25 -0.2(2) . . . . ? N7 N8 C24 C27 -178.4(2) . . . . ? N8 C24 C25 C26 0.2(2) . . . . ? C27 C24 C25 C26 178.1(2) . . . . ? N8 N7 C26 C25 0.0(2) . . . . ? Li N7 C26 C25 178.5(2) . . . . ? C24 C25 C26 N7 -0.1(3) . . . . ? N8 C24 C27 C30 -45.3(3) . . . . ? C25 C24 C27 C30 137.1(2) . . . . ? N8 C24 C27 C29 77.6(3) . . . . ? C25 C24 C27 C29 -100.0(3) . . . . ? N8 C24 C27 C28 -161.4(3) . . . . ? C25 C24 C27 C28 21.0(4) . . . . ? C31 O4 C30 C27 165.8(2) . . . . ? C24 C27 C30 O4 64.2(3) . . . . ? C29 C27 C30 O4 -58.2(3) . . . . ? C28 C27 C30 O4 -178.3(2) . . . . ? C7 O1 B N1 34.8(2) . . . . ? C7 O1 B N5 155.42(15) . . . . ? C7 O1 B N3 -86.5(2) . . . . ? C3 N1 B O1 -3.4(2) . . . . ? N2 N1 B O1 175.26(14) . . . . ? C3 N1 B N5 -122.7(2) . . . . ? N2 N1 B N5 55.9(2) . . . . ? C3 N1 B N3 119.4(2) . . . . ? N2 N1 B N3 -61.9(2) . . . . ? C18 N5 B O1 -0.9(3) . . . . ? N6 N5 B O1 172.55(14) . . . . ? C18 N5 B N1 119.5(2) . . . . ? N6 N5 B N1 -67.1(2) . . . . ? C18 N5 B N3 -121.7(2) . . . . ? N6 N5 B N3 51.8(2) . . . . ? C10 N3 B O1 -12.2(3) . . . . ? N4 N3 B O1 176.32(15) . . . . ? C10 N3 B N1 -133.9(2) . . . . ? N4 N3 B N1 54.6(2) . . . . ? C10 N3 B N5 106.4(2) . . . . ? N4 N3 B N5 -65.1(2) . . . . ? C1 N2 Li N7 14.1(3) . . . . ? N1 N2 Li N7 -171.73(13) . . . . ? C1 N2 Li N4 -128.6(3) . . . . ? N1 N2 Li N4 45.5(2) . . . . ? C1 N2 Li N6 139.2(3) . . . . ? N1 N2 Li N6 -46.6(2) . . . . ? C26 N7 Li N2 -146.3(2) . . . . ? N8 N7 Li N2 32.1(2) . . . . ? C26 N7 Li N4 -32.7(4) . . . . ? N8 N7 Li N4 145.7(2) . . . . ? C26 N7 Li N6 105.7(3) . . . . ? N8 N7 Li N6 -75.9(2) . . . . ? C8 N4 Li N2 148.2(2) . . . . ? N3 N4 Li N2 -50.5(2) . . . . ? C8 N4 Li N7 32.9(4) . . . . ? N3 N4 Li N7 -165.9(2) . . . . ? C8 N4 Li N6 -112.8(2) . . . . ? N3 N4 Li N6 48.5(2) . . . . ? C16 N6 Li N2 -130.7(2) . . . . ? N5 N6 Li N2 38.0(2) . . . . ? C16 N6 Li N7 -21.4(4) . . . . ? N5 N6 Li N7 147.3(2) . . . . ? C16 N6 Li N4 132.8(2) . . . . ? N5 N6 Li N4 -58.6(2) . . . . ? _refine_diff_density_max 0.268 _refine_diff_density_min -0.196 _refine_diff_density_rms 0.037