# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_shelxl _database_code_depnum_ccdc_archive 'CCDC 908864' #TrackingRef 'ld110509B1-9.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C43 H58 B N3' _chemical_formula_sum 'C43 H58 B N3' _chemical_formula_weight 627.73 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' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.2110(13) _cell_length_b 21.1459(17) _cell_length_c 18.6160(13) _cell_angle_alpha 90 _cell_angle_beta 106.805(8) _cell_angle_gamma 90 _cell_volume 3847.9(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 30107 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.3 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.084 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1368 _exptl_absorpt_coefficient_mu 0.062 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -1 0 1 0.164 1 0 -1 0.135 -1 0 -1 0.261 1 0 1 0.130 0 -1 0 0.133 0 1 0 0.099 0 0 1 0.127 0 0 -1 0.211 -1 -1 0 0.242 -1 1 0 0.228 1 -1 0 0.152 1 1 0 0.142 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.981 _exptl_absorpt_correction_T_max 0.988 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius KappaCCD area detector' _diffrn_measurement_method '\f and \w scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30030 _diffrn_reflns_av_R_equivalents 0.0736 _diffrn_reflns_av_sigmaI/netI 0.0671 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 27.30 _reflns_number_total 8550 _reflns_number_gt 5314 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'COLLECT and DENZO' _computing_data_reduction 'COLLECT and DENZO' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0312P)^2^+4.2615P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8550 _refine_ls_number_parameters 424 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1399 _refine_ls_R_factor_gt 0.0767 _refine_ls_wR_factor_ref 0.1735 _refine_ls_wR_factor_gt 0.1388 _refine_ls_goodness_of_fit_ref 1.175 _refine_ls_restrained_S_all 1.175 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N3 N 0.5203(2) 0.08903(9) 0.21732(11) 0.0194(4) Uani 1 1 d . . . C7 C 0.5253(3) 0.02762(11) 0.18199(14) 0.0212(5) Uani 1 1 d . . . H7 H 0.4696 0.0291 0.1294 0.025 Uiso 1 1 d R . . N1 N 0.4713(2) -0.02139(10) 0.22268(12) 0.0224(5) Uani 1 1 d . . . H1 H 0.4257 -0.0116 0.2533 0.027 Uiso 1 1 calc . . . N2 N 0.6726(2) 0.17905(10) 0.27555(12) 0.0226(5) Uani 1 1 d . . . H2 H 0.5982 0.2061 0.2824 0.027 Uiso 1 1 d R . . C2 C 0.6746(3) 0.02097(12) 0.18554(14) 0.0214(5) Uani 1 1 d . . . C1 C 0.7528(3) 0.07244(12) 0.22163(14) 0.0228(5) Uani 1 1 d . . . C9 C 0.3162(3) 0.14815(12) 0.14896(15) 0.0255(6) Uani 1 1 d . . . C13 C 0.3449(3) 0.11658(12) 0.27931(15) 0.0254(6) Uani 1 1 d . . . C8 C 0.3917(2) 0.11743(11) 0.21510(14) 0.0214(5) Uani 1 1 d . . . C4 C 0.8729(3) -0.02621(14) 0.16375(16) 0.0324(6) Uani 1 1 d . . . H4 H 0.9137 -0.0590 0.1448 0.039 Uiso 1 1 d R . . C10 C 0.1927(3) 0.17638(13) 0.14808(17) 0.0333(7) Uani 1 1 d . . . H10 H 0.1398 0.1955 0.1043 0.040 Uiso 1 1 d R . . C33 C 0.8379(3) 0.26105(13) 0.26865(16) 0.0295(6) Uani 1 1 d . . . C32 C 0.8035(3) 0.20841(12) 0.30567(15) 0.0245(6) Uani 1 1 d . . . C14 C 0.3655(3) 0.15232(13) 0.07982(15) 0.0325(6) Uani 1 1 d . . . H14 H 0.4564 0.1329 0.0918 0.039 Uiso 1 1 d R . . C37 C 0.8947(3) 0.18443(14) 0.37123(16) 0.0330(6) Uani 1 1 d . . . C3 C 0.7337(3) -0.02822(13) 0.15637(15) 0.0275(6) Uani 1 1 d . . . H3 H 0.6808 -0.0620 0.1321 0.033 Uiso 1 1 d R . . C20 C 0.4986(3) -0.08572(11) 0.20854(15) 0.0232(5) Uani 1 1 d . . . B1 B 0.6503(3) 0.11899(14) 0.24207(16) 0.0215(6) Uani 1 1 d . . . C29 C 0.3036(3) -0.08185(14) 0.08575(16) 0.0334(6) Uani 1 1 d . . . H29 H 0.2929 -0.0399 0.1057 0.040 Uiso 1 1 d R . . C6 C 0.8921(3) 0.07331(14) 0.22839(16) 0.0315(6) Uani 1 1 d . . . H6 H 0.9459 0.1068 0.2527 0.038 Uiso 1 1 d R . . C17 C 0.4208(3) 0.08386(13) 0.35218(16) 0.0313(6) Uani 1 1 d . . . H17 H 0.5043 0.0653 0.3452 0.038 Uiso 1 1 d R . . C25 C 0.4188(3) -0.11532(12) 0.14328(15) 0.0271(6) Uani 1 1 d . . . C21 C 0.6061(3) -0.11797(13) 0.26026(16) 0.0292(6) Uani 1 1 d . . . C38 C 0.7386(3) 0.28525(13) 0.19660(18) 0.0361(7) Uani 1 1 d . . . H38 H 0.6458 0.2787 0.2004 0.043 Uiso 1 1 d R . . C24 C 0.4494(3) -0.17832(14) 0.13060(18) 0.0378(7) Uani 1 1 d . . . H24 H 0.3984 -0.1988 0.0874 0.045 Uiso 1 1 d R . . C12 C 0.2229(3) 0.14729(13) 0.27547(18) 0.0334(7) Uani 1 1 d . . . H12 H 0.1915 0.1481 0.3176 0.040 Uiso 1 1 d R . . C11 C 0.1469(3) 0.17634(14) 0.21050(19) 0.0381(7) Uani 1 1 d . . . H11 H 0.0648 0.1961 0.2090 0.046 Uiso 1 1 d R . . C22 C 0.6300(3) -0.18085(13) 0.24528(18) 0.0379(7) Uani 1 1 d . . . H22 H 0.6986 -0.2034 0.2795 0.045 Uiso 1 1 d R . . C16 C 0.3784(3) 0.22132(14) 0.05716(18) 0.0423(8) Uani 1 1 d . . . H16A H 0.2893 0.2403 0.0406 0.051 Uiso 1 1 d R . . H16B H 0.4204 0.2226 0.0172 0.051 Uiso 1 1 d R . . H16C H 0.4340 0.2442 0.0996 0.051 Uiso 1 1 d R . . C18 C 0.4627(4) 0.12956(15) 0.41869(17) 0.0449(8) Uani 1 1 d . . . H18A H 0.5222 0.1614 0.4086 0.054 Uiso 1 1 d R . . H18B H 0.5099 0.1067 0.4632 0.054 Uiso 1 1 d R . . H18C H 0.3828 0.1493 0.4258 0.054 Uiso 1 1 d R . . C23 C 0.5534(3) -0.21006(13) 0.18081(19) 0.0414(8) Uani 1 1 d . . . H23 H 0.5725 -0.2517 0.1713 0.050 Uiso 1 1 d R . . C35 C 1.0588(3) 0.26360(16) 0.3620(2) 0.0461(9) Uani 1 1 d . . . H35 H 1.1450 0.2817 0.3808 0.055 Uiso 1 1 d R . . C40 C 0.7528(4) 0.24622(16) 0.12987(18) 0.0471(8) Uani 1 1 d . . . H40A H 0.8426 0.2521 0.1244 0.057 Uiso 1 1 d R . . H40B H 0.6855 0.2598 0.0849 0.057 Uiso 1 1 d R . . H40C H 0.7391 0.2023 0.1386 0.057 Uiso 1 1 d R . . C34 C 0.9672(3) 0.28783(14) 0.2980(2) 0.0425(8) Uani 1 1 d . . . H34 H 0.9922 0.3225 0.2742 0.051 Uiso 1 1 d R . . C26 C 0.6984(3) -0.08606(14) 0.32983(16) 0.0351(7) Uani 1 1 d . . . H26 H 0.6999 -0.0410 0.3180 0.042 Uiso 1 1 d R . . C5 C 0.9511(3) 0.02430(15) 0.19919(17) 0.0365(7) Uani 1 1 d . . . H5 H 1.0441 0.0255 0.2034 0.044 Uiso 1 1 d R . . C36 C 1.0221(3) 0.21328(16) 0.39755(18) 0.0434(8) Uani 1 1 d . . . H36 H 1.0841 0.1976 0.4408 0.052 Uiso 1 1 d R . . C19 C 0.3347(4) 0.02992(15) 0.3698(2) 0.0496(9) Uani 1 1 d . . . H19A H 0.2525 0.0469 0.3775 0.059 Uiso 1 1 d R . . H19B H 0.3864 0.0085 0.4145 0.059 Uiso 1 1 d R . . H19C H 0.3113 0.0006 0.3287 0.059 Uiso 1 1 d R . . C15 C 0.2717(4) 0.11625(16) 0.01377(18) 0.0505(9) Uani 1 1 d . . . H15A H 0.2695 0.0724 0.0269 0.061 Uiso 1 1 d R . . H15B H 0.3056 0.1200 -0.0291 0.061 Uiso 1 1 d R . . H15C H 0.1811 0.1335 0.0020 0.061 Uiso 1 1 d R . . C30 C 0.3385(4) -0.07242(18) 0.01193(18) 0.0536(9) Uani 1 1 d . . . H30A H 0.4214 -0.0483 0.0211 0.064 Uiso 1 1 d R . . H30B H 0.2653 -0.0501 -0.0229 0.064 Uiso 1 1 d R . . H30C H 0.3508 -0.1128 -0.0087 0.064 Uiso 1 1 d R . . C28 C 0.6401(4) -0.09137(17) 0.39643(18) 0.0513(9) Uani 1 1 d . . . H28A H 0.6396 -0.1349 0.4111 0.062 Uiso 1 1 d R . . H28B H 0.5484 -0.0752 0.3824 0.062 Uiso 1 1 d R . . H28C H 0.6957 -0.0672 0.4377 0.062 Uiso 1 1 d R . . C41 C 0.8570(3) 0.13093(16) 0.41561(17) 0.0428(8) Uani 1 1 d . . . H41 H 0.7683 0.1142 0.3861 0.051 Uiso 1 1 d R . . C43 C 0.9593(4) 0.07634(18) 0.4307(2) 0.0607(10) Uani 1 1 d . . . H43A H 0.9655 0.0596 0.3838 0.073 Uiso 1 1 d R . . H43B H 0.9293 0.0437 0.4581 0.073 Uiso 1 1 d R . . H43C H 1.0475 0.0914 0.4595 0.073 Uiso 1 1 d R . . C39 C 0.7543(4) 0.35578(15) 0.1829(2) 0.0575(10) Uani 1 1 d . . . H39A H 0.7479 0.3795 0.2257 0.069 Uiso 1 1 d R . . H39B H 0.6830 0.3689 0.1393 0.069 Uiso 1 1 d R . . H39C H 0.8417 0.3632 0.1748 0.069 Uiso 1 1 d R . . C27 C 0.8456(4) -0.1088(2) 0.3509(2) 0.0607(11) Uani 1 1 d . . . H27A H 0.8506 -0.1511 0.3702 0.073 Uiso 1 1 d R . . H27B H 0.9016 -0.0814 0.3885 0.073 Uiso 1 1 d R . . H27C H 0.8776 -0.1083 0.3072 0.073 Uiso 1 1 d R . . C42 C 0.8398(4) 0.1566(2) 0.48926(18) 0.0631(11) Uani 1 1 d . . . H42A H 0.9246 0.1747 0.5188 0.076 Uiso 1 1 d R . . H42B H 0.8139 0.1228 0.5168 0.076 Uiso 1 1 d R . . H42C H 0.7699 0.1885 0.4784 0.076 Uiso 1 1 d R . . C31 C 0.1677(4) -0.11647(19) 0.0718(2) 0.0631(11) Uani 1 1 d . . . H31A H 0.1756 -0.1581 0.0531 0.076 Uiso 1 1 d R . . H31B H 0.0978 -0.0935 0.0357 0.076 Uiso 1 1 d R . . H31C H 0.1441 -0.1196 0.1180 0.076 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N3 0.0182(10) 0.0166(10) 0.0230(11) -0.0008(9) 0.0055(8) 0.0003(8) C7 0.0228(13) 0.0168(12) 0.0240(13) -0.0001(10) 0.0068(10) 0.0019(10) N1 0.0247(11) 0.0174(10) 0.0287(11) -0.0002(9) 0.0136(9) 0.0013(9) N2 0.0190(11) 0.0207(10) 0.0263(11) -0.0050(9) 0.0037(9) 0.0001(9) C2 0.0242(13) 0.0198(12) 0.0220(12) 0.0021(10) 0.0095(10) 0.0017(10) C1 0.0233(13) 0.0228(13) 0.0235(13) 0.0009(11) 0.0088(11) 0.0014(10) C9 0.0237(14) 0.0173(12) 0.0329(15) -0.0052(11) 0.0041(11) -0.0006(10) C13 0.0236(14) 0.0172(12) 0.0366(15) -0.0059(11) 0.0104(12) -0.0046(10) C8 0.0184(13) 0.0147(12) 0.0306(14) -0.0040(10) 0.0063(11) -0.0025(10) C4 0.0344(16) 0.0308(15) 0.0372(16) -0.0021(13) 0.0185(13) 0.0099(13) C10 0.0224(14) 0.0248(14) 0.0467(18) -0.0030(13) 0.0003(13) 0.0043(12) C33 0.0274(15) 0.0236(13) 0.0409(16) -0.0096(12) 0.0154(13) -0.0004(11) C32 0.0214(13) 0.0223(13) 0.0291(14) -0.0116(11) 0.0065(11) -0.0006(10) C14 0.0356(16) 0.0302(15) 0.0280(14) 0.0015(12) 0.0032(12) 0.0102(13) C37 0.0307(16) 0.0351(16) 0.0309(15) -0.0125(13) 0.0053(12) 0.0029(13) C3 0.0310(15) 0.0247(13) 0.0290(14) -0.0029(12) 0.0121(12) 0.0024(11) C20 0.0264(14) 0.0156(12) 0.0306(14) 0.0006(11) 0.0127(11) 0.0000(10) B1 0.0224(15) 0.0230(14) 0.0180(13) 0.0020(12) 0.0041(11) -0.0008(12) C29 0.0311(16) 0.0317(15) 0.0341(15) 0.0003(13) 0.0042(12) -0.0066(12) C6 0.0275(15) 0.0332(15) 0.0342(15) -0.0073(13) 0.0096(12) -0.0041(12) C17 0.0382(16) 0.0267(14) 0.0341(15) 0.0006(12) 0.0185(13) 0.0026(12) C25 0.0284(14) 0.0228(13) 0.0321(14) 0.0004(12) 0.0119(12) -0.0058(11) C21 0.0302(15) 0.0252(14) 0.0327(15) 0.0062(12) 0.0101(12) 0.0022(12) C38 0.0315(16) 0.0289(15) 0.0517(19) 0.0100(14) 0.0179(14) 0.0040(12) C24 0.0454(18) 0.0257(15) 0.0447(18) -0.0097(14) 0.0165(15) -0.0102(14) C12 0.0305(16) 0.0257(14) 0.0496(18) -0.0067(13) 0.0203(14) -0.0030(12) C11 0.0226(15) 0.0277(15) 0.065(2) -0.0064(15) 0.0143(15) 0.0038(12) C22 0.0411(18) 0.0230(14) 0.0502(19) 0.0132(14) 0.0141(15) 0.0089(13) C16 0.0467(19) 0.0367(17) 0.0418(18) 0.0089(14) 0.0099(15) 0.0024(15) C18 0.064(2) 0.0397(18) 0.0318(16) 0.0010(14) 0.0149(16) 0.0080(16) C23 0.051(2) 0.0179(14) 0.060(2) -0.0004(14) 0.0236(17) 0.0029(13) C35 0.0278(17) 0.047(2) 0.061(2) -0.0284(18) 0.0099(16) -0.0094(15) C40 0.052(2) 0.048(2) 0.0399(18) 0.0079(16) 0.0122(16) 0.0009(16) C34 0.0373(18) 0.0289(16) 0.069(2) -0.0154(16) 0.0274(17) -0.0112(14) C26 0.0374(17) 0.0329(16) 0.0300(15) 0.0052(13) 0.0019(13) 0.0049(13) C5 0.0247(15) 0.0427(17) 0.0444(17) -0.0051(15) 0.0138(13) 0.0029(13) C36 0.0293(17) 0.056(2) 0.0378(17) -0.0200(16) -0.0018(13) 0.0052(15) C19 0.063(2) 0.0342(17) 0.064(2) 0.0097(17) 0.0377(19) 0.0026(16) C15 0.068(2) 0.0383(18) 0.0341(17) -0.0063(15) -0.0020(16) 0.0075(17) C30 0.070(3) 0.053(2) 0.0350(18) 0.0078(16) 0.0104(17) -0.0031(19) C28 0.065(2) 0.051(2) 0.0410(19) 0.0002(17) 0.0193(17) -0.0007(18) C41 0.0444(19) 0.052(2) 0.0271(15) 0.0022(14) 0.0016(14) 0.0080(15) C43 0.076(3) 0.059(2) 0.044(2) 0.0102(18) 0.0121(19) 0.024(2) C39 0.066(2) 0.0321(18) 0.085(3) 0.0168(19) 0.039(2) 0.0094(17) C27 0.042(2) 0.085(3) 0.047(2) -0.001(2) -0.0007(16) 0.015(2) C42 0.066(3) 0.092(3) 0.0307(18) 0.0047(19) 0.0135(17) 0.021(2) C31 0.041(2) 0.063(2) 0.074(3) 0.017(2) -0.0017(19) -0.0181(18) _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 N3 B1 1.422(3) . ? N3 C8 1.433(3) . ? N3 C7 1.463(3) . ? C7 N1 1.481(3) . ? C7 C2 1.513(3) . ? C7 H7 0.9801 . ? N1 C20 1.428(3) . ? N1 H1 0.8600 . ? N2 B1 1.404(4) . ? N2 C32 1.433(3) . ? N2 H2 0.9892 . ? C2 C3 1.390(3) . ? C2 C1 1.401(4) . ? C1 C6 1.391(4) . ? C1 B1 1.562(4) . ? C9 C10 1.391(4) . ? C9 C8 1.408(4) . ? C9 C14 1.514(4) . ? C13 C12 1.388(4) . ? C13 C8 1.410(4) . ? C13 C17 1.521(4) . ? C4 C5 1.382(4) . ? C4 C3 1.389(4) . ? C4 H4 0.9300 . ? C10 C11 1.372(4) . ? C10 H10 0.9300 . ? C33 C34 1.394(4) . ? C33 C32 1.406(4) . ? C33 C38 1.518(4) . ? C32 C37 1.399(4) . ? C14 C15 1.526(4) . ? C14 C16 1.535(4) . ? C14 H14 0.9800 . ? C37 C36 1.391(4) . ? C37 C41 1.515(4) . ? C3 H3 0.9300 . ? C20 C25 1.400(4) . ? C20 C21 1.409(4) . ? C29 C25 1.518(4) . ? C29 C31 1.523(4) . ? C29 C30 1.530(4) . ? C29 H29 0.9801 . ? C6 C5 1.387(4) . ? C6 H6 0.9300 . ? C17 C18 1.531(4) . ? C17 C19 1.533(4) . ? C17 H17 0.9800 . ? C25 C24 1.404(4) . ? C21 C22 1.394(4) . ? C21 C26 1.521(4) . ? C38 C39 1.530(4) . ? C38 C40 1.533(4) . ? C38 H38 0.9800 . ? C24 C23 1.370(4) . ? C24 H24 0.9301 . ? C12 C11 1.378(4) . ? C12 H12 0.9300 . ? C11 H11 0.9301 . ? C22 C23 1.375(4) . ? C22 H22 0.9300 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9601 . ? C23 H23 0.9298 . ? C35 C36 1.361(5) . ? C35 C34 1.383(5) . ? C35 H35 0.9300 . ? C40 H40A 0.9601 . ? C40 H40B 0.9600 . ? C40 H40C 0.9599 . ? C34 H34 0.9300 . ? C26 C27 1.518(4) . ? C26 C28 1.526(4) . ? C26 H26 0.9801 . ? C5 H5 0.9300 . ? C36 H36 0.9301 . ? C19 H19A 0.9601 . ? C19 H19B 0.9599 . ? C19 H19C 0.9599 . ? C15 H15A 0.9601 . ? C15 H15B 0.9601 . ? C15 H15C 0.9600 . ? C30 H30A 0.9600 . ? C30 H30B 0.9601 . ? C30 H30C 0.9601 . ? C28 H28A 0.9599 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C41 C43 1.527(5) . ? C41 C42 1.532(4) . ? C41 H41 0.9801 . ? C43 H43A 0.9599 . ? C43 H43B 0.9600 . ? C43 H43C 0.9600 . ? C39 H39A 0.9600 . ? C39 H39B 0.9600 . ? C39 H39C 0.9600 . ? C27 H27A 0.9599 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C42 H42A 0.9601 . ? C42 H42B 0.9599 . ? C42 H42C 0.9601 . ? C31 H31A 0.9598 . ? C31 H31B 0.9601 . ? C31 H31C 0.9600 . ? 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 B1 N3 C8 125.7(2) . . ? B1 N3 C7 112.9(2) . . ? C8 N3 C7 120.66(19) . . ? N3 C7 N1 108.92(19) . . ? N3 C7 C2 103.24(19) . . ? N1 C7 C2 115.6(2) . . ? N3 C7 H7 109.6 . . ? N1 C7 H7 109.8 . . ? C2 C7 H7 109.5 . . ? C20 N1 C7 116.80(19) . . ? C20 N1 H1 121.6 . . ? C7 N1 H1 121.6 . . ? B1 N2 C32 125.4(2) . . ? B1 N2 H2 123.3 . . ? C32 N2 H2 111.3 . . ? C3 C2 C1 121.1(2) . . ? C3 C2 C7 126.8(2) . . ? C1 C2 C7 112.1(2) . . ? C6 C1 C2 118.7(2) . . ? C6 C1 B1 135.2(2) . . ? C2 C1 B1 106.1(2) . . ? C10 C9 C8 118.3(3) . . ? C10 C9 C14 119.2(3) . . ? C8 C9 C14 122.5(2) . . ? C12 C13 C8 118.0(3) . . ? C12 C13 C17 118.5(2) . . ? C8 C13 C17 123.5(2) . . ? C9 C8 C13 120.8(2) . . ? C9 C8 N3 118.9(2) . . ? C13 C8 N3 120.2(2) . . ? C5 C4 C3 120.3(3) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.8 . . ? C11 C10 C9 121.3(3) . . ? C11 C10 H10 119.3 . . ? C9 C10 H10 119.4 . . ? C34 C33 C32 118.1(3) . . ? C34 C33 C38 121.7(3) . . ? C32 C33 C38 120.1(2) . . ? C37 C32 C33 121.1(2) . . ? C37 C32 N2 119.7(2) . . ? C33 C32 N2 119.2(2) . . ? C9 C14 C15 111.7(3) . . ? C9 C14 C16 111.4(2) . . ? C15 C14 C16 109.7(2) . . ? C9 C14 H14 107.9 . . ? C15 C14 H14 107.9 . . ? C16 C14 H14 108.0 . . ? C36 C37 C32 117.8(3) . . ? C36 C37 C41 119.6(3) . . ? C32 C37 C41 122.5(3) . . ? C4 C3 C2 119.1(3) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.5 . . ? C25 C20 C21 121.3(2) . . ? C25 C20 N1 119.4(2) . . ? C21 C20 N1 119.3(2) . . ? N2 B1 N3 124.3(2) . . ? N2 B1 C1 130.1(2) . . ? N3 B1 C1 105.6(2) . . ? C25 C29 C31 112.2(3) . . ? C25 C29 C30 111.1(3) . . ? C31 C29 C30 110.3(3) . . ? C25 C29 H29 107.6 . . ? C31 C29 H29 107.7 . . ? C30 C29 H29 107.7 . . ? C5 C6 C1 120.3(3) . . ? C5 C6 H6 119.8 . . ? C1 C6 H6 119.9 . . ? C13 C17 C18 112.7(2) . . ? C13 C17 C19 110.7(3) . . ? C18 C17 C19 109.9(2) . . ? C13 C17 H17 107.6 . . ? C18 C17 H17 108.0 . . ? C19 C17 H17 107.8 . . ? C20 C25 C24 117.9(3) . . ? C20 C25 C29 122.8(2) . . ? C24 C25 C29 119.2(3) . . ? C22 C21 C20 118.1(3) . . ? C22 C21 C26 119.5(3) . . ? C20 C21 C26 122.4(2) . . ? C33 C38 C39 113.6(3) . . ? C33 C38 C40 109.8(2) . . ? C39 C38 C40 110.5(3) . . ? C33 C38 H38 107.6 . . ? C39 C38 H38 107.5 . . ? C40 C38 H38 107.6 . . ? C23 C24 C25 121.1(3) . . ? C23 C24 H24 119.4 . . ? C25 C24 H24 119.5 . . ? C11 C12 C13 121.5(3) . . ? C11 C12 H12 119.2 . . ? C13 C12 H12 119.3 . . ? C10 C11 C12 120.0(3) . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C23 C22 C21 121.0(3) . . ? C23 C22 H22 119.6 . . ? C21 C22 H22 119.5 . . ? C14 C16 H16A 109.6 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.3 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C17 C18 H18A 109.2 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.7 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C24 C23 C22 120.6(3) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.6 . . ? C36 C35 C34 119.7(3) . . ? C36 C35 H35 120.2 . . ? C34 C35 H35 120.1 . . ? C38 C40 H40A 109.5 . . ? C38 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C38 C40 H40C 109.4 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C35 C34 C33 121.0(3) . . ? C35 C34 H34 119.5 . . ? C33 C34 H34 119.5 . . ? C27 C26 C21 113.7(3) . . ? C27 C26 C28 110.9(3) . . ? C21 C26 C28 111.6(3) . . ? C27 C26 H26 106.7 . . ? C21 C26 H26 106.6 . . ? C28 C26 H26 106.9 . . ? C4 C5 C6 120.5(3) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? C35 C36 C37 122.2(3) . . ? C35 C36 H36 119.0 . . ? C37 C36 H36 118.8 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.3 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.6 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C14 C15 H15A 109.4 . . ? C14 C15 H15B 109.6 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.4 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C29 C30 H30A 109.4 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C26 C28 H28A 109.7 . . ? C26 C28 H28B 109.3 . . ? H28A C28 H28B 109.5 . . ? C26 C28 H28C 109.4 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C37 C41 C43 113.4(3) . . ? C37 C41 C42 109.6(3) . . ? C43 C41 C42 110.7(3) . . ? C37 C41 H41 107.6 . . ? C43 C41 H41 107.6 . . ? C42 C41 H41 107.7 . . ? C41 C43 H43A 109.4 . . ? C41 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C41 C43 H43C 109.4 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C38 C39 H39A 109.6 . . ? C38 C39 H39B 109.4 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.4 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.4 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C41 C42 H42A 109.6 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.3 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C29 C31 H31A 109.6 . . ? C29 C31 H31B 109.4 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.30 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.507 _refine_diff_density_min -0.557 _refine_diff_density_rms 0.055 data_shelxl2 _database_code_depnum_ccdc_archive 'CCDC 908865' #TrackingRef 'ld111114B1-8.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C35 H42 B N3' _chemical_formula_sum 'C35 H42 B N3' _chemical_formula_weight 515.53 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.5801(13) _cell_length_b 15.2930(14) _cell_length_c 19.0710(19) _cell_angle_alpha 90 _cell_angle_beta 125.552(7) _cell_angle_gamma 90 _cell_volume 2985.1(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 23300 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.147 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1112 _exptl_absorpt_coefficient_mu 0.066 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -1 0 1 0.093 1 0 -1 0.129 -1 0 -1 0.130 1 0 1 0.152 0 -1 0 0.169 0 1 0 0.225 0 -1 1 0.140 0 -1 -1 0.180 0 1 -1 0.220 0 1 1 0.201 0 0 -1 0.151 0 0 1 0.161 1 1 0 0.204 1 -1 0 0.171 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.979 _exptl_absorpt_correction_T_max 0.988 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius KappaCCD area detector' _diffrn_measurement_method '\f and \w scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23236 _diffrn_reflns_av_R_equivalents 0.0649 _diffrn_reflns_av_sigmaI/netI 0.0535 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 27.50 _reflns_number_total 6729 _reflns_number_gt 4494 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'COLLECT and DENZO' _computing_data_reduction 'COLLECT and DENZO' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0263P)^2^+2.5812P] 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 6729 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1103 _refine_ls_R_factor_gt 0.0642 _refine_ls_wR_factor_ref 0.1433 _refine_ls_wR_factor_gt 0.1180 _refine_ls_goodness_of_fit_ref 1.161 _refine_ls_restrained_S_all 1.161 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N2 N 0.01218(17) 0.17413(12) 0.08795(11) 0.0257(4) Uani 1 1 d . . . H2 H -0.0053 0.2133 0.0506 0.031 Uiso 1 1 d R . . N3 N 0.24996(16) 0.19664(12) 0.15529(10) 0.0219(4) Uani 1 1 d . . . C28 C -0.0988(2) 0.13859(14) 0.08055(14) 0.0239(5) Uani 1 1 d . . . N1 N 0.46627(17) 0.22043(12) 0.28601(11) 0.0257(4) Uani 1 1 d . . . H1 H 0.4365 0.2244 0.3219 0.031 Uiso 1 1 d R . . C16 C 0.24226(19) 0.27257(14) 0.10822(13) 0.0230(5) Uani 1 1 d . . . C17 C 0.2343(2) 0.35625(15) 0.13510(13) 0.0258(5) Uani 1 1 d . . . C33 C -0.1986(2) 0.09895(14) 0.00303(14) 0.0265(5) Uani 1 1 d . . . C22 C 0.2402(2) 0.37234(15) 0.21616(14) 0.0288(5) Uani 1 1 d . . . H22 H 0.2479 0.3156 0.2426 0.035 Uiso 1 1 d R . . C25 C 0.2472(2) 0.17306(15) 0.00185(14) 0.0276(5) Uani 1 1 d . . . H25 H 0.2837 0.1318 0.0499 0.033 Uiso 1 1 d R . . C2 C 0.3430(2) 0.07988(15) 0.25262(14) 0.0269(5) Uani 1 1 d . . . B1 B 0.1445(2) 0.15167(17) 0.14818(15) 0.0232(5) Uani 1 1 d . . . C32 C -0.3077(2) 0.06638(15) -0.00406(15) 0.0317(5) Uani 1 1 d . . . H32 H -0.3752 0.0414 -0.0557 0.038 Uiso 1 1 d R . . C9 C 0.6643(2) 0.18348(14) 0.42793(14) 0.0274(5) Uani 1 1 d . . . C7 C 0.3770(2) 0.15667(14) 0.21927(13) 0.0243(5) Uani 1 1 d . . . H7 H 0.4156 0.1352 0.1903 0.029 Uiso 1 1 d R . . C3 C 0.4300(2) 0.01832(16) 0.31306(15) 0.0356(6) Uani 1 1 d . . . H3 H 0.5184 0.0206 0.3358 0.043 Uiso 1 1 d R . . C1 C 0.2086(2) 0.07610(15) 0.21575(13) 0.0256(5) Uani 1 1 d . . . C29 C -0.1093(2) 0.14527(16) 0.14945(15) 0.0304(5) Uani 1 1 d . . . C21 C 0.2402(2) 0.26213(15) 0.03395(13) 0.0254(5) Uani 1 1 d . . . C8 C 0.6010(2) 0.19840(14) 0.33945(14) 0.0241(5) Uani 1 1 d . . . C19 C 0.2196(2) 0.41895(16) 0.01378(16) 0.0363(6) Uani 1 1 d . . . H19 H 0.2113 0.4678 -0.0181 0.044 Uiso 1 1 d R . . C30 C -0.2190(2) 0.10879(16) 0.14033(16) 0.0342(6) Uani 1 1 d . . . H30 H -0.2252 0.1103 0.1866 0.041 Uiso 1 1 d R . . C18 C 0.2227(2) 0.42874(15) 0.08677(15) 0.0324(5) Uani 1 1 d . . . H18 H 0.2173 0.4844 0.1041 0.039 Uiso 1 1 d R . . C20 C 0.2289(2) 0.33689(16) -0.01197(15) 0.0337(5) Uani 1 1 d . . . H20 H 0.2276 0.3312 -0.0610 0.040 Uiso 1 1 d R . . C10 C 0.7962(2) 0.16280(16) 0.47818(15) 0.0346(6) Uani 1 1 d . . . H10 H 0.8388 0.1530 0.5369 0.041 Uiso 1 1 d R . . C31 C -0.3172(2) 0.07060(16) 0.06441(16) 0.0348(6) Uani 1 1 d . . . H31 H -0.3902 0.0477 0.0590 0.042 Uiso 1 1 d R . . C13 C 0.6729(2) 0.19763(15) 0.30413(15) 0.0296(5) Uani 1 1 d . . . C6 C 0.1629(2) 0.00911(16) 0.24166(15) 0.0352(6) Uani 1 1 d . . . H6 H 0.0742 0.0049 0.2178 0.042 Uiso 1 1 d R . . C35 C -0.1873(2) 0.09060(17) -0.07088(15) 0.0360(6) Uani 1 1 d . . . H35A H -0.2621 0.0600 -0.1174 0.043 Uiso 1 1 d R . . H35B H -0.1094 0.0587 -0.0525 0.043 Uiso 1 1 d R . . H35C H -0.1831 0.1478 -0.0900 0.043 Uiso 1 1 d R . . C14 C 0.5923(2) 0.19208(18) 0.46901(15) 0.0387(6) Uani 1 1 d . . . H14A H 0.6506 0.1794 0.5295 0.046 Uiso 1 1 d R . . H14B H 0.5206 0.1517 0.4423 0.046 Uiso 1 1 d R . . H14C H 0.5597 0.2506 0.4613 0.046 Uiso 1 1 d R . . C4 C 0.3820(3) -0.04626(17) 0.33819(17) 0.0461(7) Uani 1 1 d . . . H4 H 0.4389 -0.0871 0.3794 0.055 Uiso 1 1 d R . . C12 C 0.8050(2) 0.17530(16) 0.35752(17) 0.0357(6) Uani 1 1 d . . . H12 H 0.8530 0.1729 0.3346 0.043 Uiso 1 1 d R . . C11 C 0.8663(2) 0.15677(16) 0.44341(17) 0.0379(6) Uani 1 1 d . . . H11 H 0.9537 0.1402 0.4777 0.045 Uiso 1 1 d R . . C34 C -0.0104(3) 0.1932(2) 0.23108(16) 0.0434(7) Uani 1 1 d . . . H34A H 0.0507 0.1521 0.2737 0.052 Uiso 1 1 d R . . H34B H -0.0541 0.2233 0.2518 0.052 Uiso 1 1 d R . . H34C H 0.0354 0.2348 0.2200 0.052 Uiso 1 1 d R . . C5 C 0.2493(3) -0.05091(18) 0.30283(17) 0.0456(7) Uani 1 1 d . . . H5 H 0.2185 -0.0948 0.3204 0.055 Uiso 1 1 d R . . C15 C 0.6105(3) 0.2239(2) 0.21229(17) 0.0433(7) Uani 1 1 d . . . H15A H 0.5742 0.1732 0.1759 0.052 Uiso 1 1 d R . . H15B H 0.6750 0.2498 0.2070 0.052 Uiso 1 1 d R . . H15C H 0.5422 0.2654 0.1951 0.052 Uiso 1 1 d R . . C23 C 0.1163(2) 0.41785(19) 0.19598(17) 0.0420(6) Uani 1 1 d . . . H23A H 0.1055 0.4730 0.1685 0.050 Uiso 1 1 d R . . H23B H 0.1241 0.4273 0.2486 0.050 Uiso 1 1 d R . . H23C H 0.0418 0.3815 0.1582 0.050 Uiso 1 1 d R . . C24 C 0.3611(2) 0.42699(18) 0.28127(15) 0.0378(6) Uani 1 1 d . . . H24A H 0.4377 0.3997 0.2915 0.045 Uiso 1 1 d R . . H24B H 0.3692 0.4307 0.3344 0.045 Uiso 1 1 d R . . H24C H 0.3520 0.4847 0.2586 0.045 Uiso 1 1 d R . . C26 C 0.1104(3) 0.14102(18) -0.07050(17) 0.0436(7) Uani 1 1 d . . . H26A H 0.0566 0.1393 -0.0499 0.052 Uiso 1 1 d R . . H26B H 0.1162 0.0834 -0.0881 0.052 Uiso 1 1 d R . . H26C H 0.0725 0.1801 -0.1187 0.052 Uiso 1 1 d R . . C27 C 0.3352(3) 0.17255(19) -0.02908(19) 0.0456(7) Uani 1 1 d . . . H27A H 0.2983 0.2094 -0.0789 0.055 Uiso 1 1 d R . . H27B H 0.3424 0.1139 -0.0438 0.055 Uiso 1 1 d R . . H27C H 0.4204 0.1939 0.0160 0.055 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N2 0.0220(9) 0.0282(10) 0.0228(9) 0.0057(8) 0.0108(8) 0.0018(8) N3 0.0169(8) 0.0246(9) 0.0186(8) 0.0016(7) 0.0071(7) 0.0024(7) C28 0.0192(10) 0.0231(11) 0.0260(11) 0.0041(9) 0.0112(9) 0.0030(9) N1 0.0186(9) 0.0297(10) 0.0238(9) -0.0013(8) 0.0095(8) 0.0021(8) C16 0.0157(10) 0.0263(11) 0.0214(10) 0.0030(8) 0.0076(9) 0.0003(8) C17 0.0186(10) 0.0282(12) 0.0217(10) -0.0028(9) 0.0067(9) -0.0006(9) C33 0.0243(11) 0.0216(11) 0.0261(11) 0.0043(9) 0.0103(9) 0.0044(9) C22 0.0263(11) 0.0299(12) 0.0260(11) -0.0041(9) 0.0128(10) 0.0005(10) C25 0.0301(12) 0.0291(12) 0.0228(10) 0.0019(9) 0.0149(10) 0.0020(10) C2 0.0272(11) 0.0244(11) 0.0213(10) -0.0007(9) 0.0096(9) 0.0015(9) B1 0.0239(12) 0.0251(13) 0.0195(11) -0.0023(9) 0.0120(10) 0.0003(10) C32 0.0218(11) 0.0281(12) 0.0316(12) 0.0021(10) 0.0077(10) -0.0023(9) C9 0.0251(11) 0.0219(11) 0.0280(11) -0.0020(9) 0.0113(10) -0.0026(9) C7 0.0177(10) 0.0288(12) 0.0205(10) -0.0005(9) 0.0077(9) 0.0032(9) C3 0.0287(12) 0.0289(13) 0.0324(13) 0.0011(10) 0.0082(11) 0.0020(10) C1 0.0242(11) 0.0262(12) 0.0214(10) -0.0006(9) 0.0103(9) -0.0001(9) C29 0.0275(12) 0.0333(13) 0.0300(12) -0.0006(10) 0.0166(10) -0.0007(10) C21 0.0219(10) 0.0279(12) 0.0207(10) 0.0007(9) 0.0091(9) -0.0004(9) C8 0.0198(10) 0.0202(11) 0.0266(11) -0.0012(9) 0.0103(9) -0.0016(8) C19 0.0429(14) 0.0270(13) 0.0338(13) 0.0070(10) 0.0193(12) -0.0017(11) C30 0.0336(13) 0.0378(14) 0.0402(14) 0.0021(11) 0.0265(12) 0.0019(11) C18 0.0316(12) 0.0221(11) 0.0320(12) -0.0016(10) 0.0119(11) 0.0002(10) C20 0.0382(14) 0.0346(13) 0.0262(12) 0.0025(10) 0.0176(11) -0.0016(11) C10 0.0254(12) 0.0304(13) 0.0273(12) -0.0043(10) 0.0036(10) 0.0006(10) C31 0.0260(12) 0.0349(13) 0.0446(14) 0.0043(11) 0.0212(11) -0.0008(10) C13 0.0265(11) 0.0273(12) 0.0329(12) -0.0029(10) 0.0160(10) -0.0018(9) C6 0.0319(13) 0.0339(13) 0.0324(13) 0.0050(11) 0.0145(11) -0.0030(11) C35 0.0351(13) 0.0375(14) 0.0257(12) -0.0032(10) 0.0122(11) -0.0019(11) C14 0.0376(14) 0.0483(16) 0.0265(12) -0.0007(11) 0.0166(11) -0.0013(12) C4 0.0448(16) 0.0301(14) 0.0390(14) 0.0128(11) 0.0105(13) 0.0049(12) C12 0.0262(12) 0.0334(13) 0.0475(15) -0.0119(11) 0.0215(12) -0.0046(10) C11 0.0185(11) 0.0303(13) 0.0456(15) -0.0119(11) 0.0076(11) -0.0003(10) C34 0.0441(15) 0.0563(18) 0.0345(14) -0.0110(13) 0.0256(13) -0.0083(13) C5 0.0465(16) 0.0377(15) 0.0412(15) 0.0136(12) 0.0190(13) -0.0050(12) C15 0.0421(15) 0.0533(17) 0.0448(15) 0.0070(13) 0.0311(13) 0.0029(13) C23 0.0320(13) 0.0483(16) 0.0407(15) -0.0093(12) 0.0182(12) 0.0036(12) C24 0.0319(13) 0.0453(15) 0.0292(12) -0.0119(11) 0.0138(11) -0.0034(11) C26 0.0379(14) 0.0395(15) 0.0437(15) -0.0093(12) 0.0181(13) -0.0023(12) C27 0.0528(17) 0.0443(16) 0.0566(17) -0.0069(13) 0.0414(15) -0.0022(13) _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 N2 B1 1.409(3) . ? N2 C28 1.427(3) . ? N2 H2 0.8557 . ? N3 B1 1.429(3) . ? N3 C16 1.436(3) . ? N3 C7 1.466(3) . ? C28 C29 1.399(3) . ? C28 C33 1.404(3) . ? N1 C8 1.420(3) . ? N1 C7 1.473(3) . ? N1 H1 0.9547 . ? C16 C17 1.404(3) . ? C16 C21 1.410(3) . ? C17 C18 1.394(3) . ? C17 C22 1.524(3) . ? C33 C32 1.390(3) . ? C33 C35 1.503(3) . ? C22 C24 1.536(3) . ? C22 C23 1.538(3) . ? C22 H22 0.9801 . ? C25 C21 1.517(3) . ? C25 C27 1.527(3) . ? C25 C26 1.531(3) . ? C25 H25 0.9799 . ? C2 C3 1.395(3) . ? C2 C1 1.405(3) . ? C2 C7 1.511(3) . ? B1 C1 1.561(3) . ? C32 C31 1.381(3) . ? C32 H32 0.9300 . ? C9 C10 1.387(3) . ? C9 C8 1.404(3) . ? C9 C14 1.508(3) . ? C7 H7 0.9800 . ? C3 C4 1.380(4) . ? C3 H3 0.9301 . ? C1 C6 1.398(3) . ? C29 C30 1.402(3) . ? C29 C34 1.503(3) . ? C21 C20 1.396(3) . ? C8 C13 1.407(3) . ? C19 C20 1.377(4) . ? C19 C18 1.378(3) . ? C19 H19 0.9298 . ? C30 C31 1.373(3) . ? C30 H30 0.9300 . ? C18 H18 0.9301 . ? C20 H20 0.9301 . ? C10 C11 1.380(4) . ? C10 H10 0.9300 . ? C31 H31 0.9300 . ? C13 C12 1.395(3) . ? C13 C15 1.499(3) . ? C6 C5 1.382(3) . ? C6 H6 0.9301 . ? C35 H35A 0.9599 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C14 H14A 0.9599 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C4 C5 1.392(4) . ? C4 H4 0.9300 . ? C12 C11 1.374(4) . ? C12 H12 0.9301 . ? C11 H11 0.9298 . ? C34 H34A 0.9599 . ? C34 H34B 0.9599 . ? C34 H34C 0.9601 . ? C5 H5 0.9301 . ? C15 H15A 0.9600 . ? C15 H15B 0.9599 . ? C15 H15C 0.9600 . ? C23 H23A 0.9601 . ? C23 H23B 0.9601 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9599 . ? C24 H24C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9599 . ? C26 H26C 0.9601 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9599 . ? 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 B1 N2 C28 127.75(18) . . ? B1 N2 H2 117.3 . . ? C28 N2 H2 114.9 . . ? B1 N3 C16 127.47(17) . . ? B1 N3 C7 112.41(17) . . ? C16 N3 C7 120.12(17) . . ? C29 C28 C33 120.4(2) . . ? C29 C28 N2 120.05(19) . . ? C33 C28 N2 119.6(2) . . ? C8 N1 C7 117.07(17) . . ? C8 N1 H1 107.7 . . ? C7 N1 H1 104.0 . . ? C17 C16 C21 120.4(2) . . ? C17 C16 N3 120.14(19) . . ? C21 C16 N3 119.43(19) . . ? C18 C17 C16 119.1(2) . . ? C18 C17 C22 117.8(2) . . ? C16 C17 C22 123.1(2) . . ? C32 C33 C28 119.0(2) . . ? C32 C33 C35 120.3(2) . . ? C28 C33 C35 120.6(2) . . ? C17 C22 C24 110.43(19) . . ? C17 C22 C23 112.03(19) . . ? C24 C22 C23 109.8(2) . . ? C17 C22 H22 108.2 . . ? C24 C22 H22 108.1 . . ? C23 C22 H22 108.2 . . ? C21 C25 C27 112.7(2) . . ? C21 C25 C26 110.62(19) . . ? C27 C25 C26 109.7(2) . . ? C21 C25 H25 107.8 . . ? C27 C25 H25 107.9 . . ? C26 C25 H25 107.8 . . ? C3 C2 C1 121.5(2) . . ? C3 C2 C7 126.5(2) . . ? C1 C2 C7 111.98(19) . . ? N2 B1 N3 123.5(2) . . ? N2 B1 C1 130.7(2) . . ? N3 B1 C1 105.80(18) . . ? C31 C32 C33 121.0(2) . . ? C31 C32 H32 119.5 . . ? C33 C32 H32 119.5 . . ? C10 C9 C8 118.8(2) . . ? C10 C9 C14 120.0(2) . . ? C8 C9 C14 121.2(2) . . ? N3 C7 N1 110.94(17) . . ? N3 C7 C2 103.63(17) . . ? N1 C7 C2 114.26(17) . . ? N3 C7 H7 109.2 . . ? N1 C7 H7 109.3 . . ? C2 C7 H7 109.3 . . ? C4 C3 C2 118.6(2) . . ? C4 C3 H3 120.7 . . ? C2 C3 H3 120.7 . . ? C6 C1 C2 118.4(2) . . ? C6 C1 B1 135.4(2) . . ? C2 C1 B1 106.05(19) . . ? C28 C29 C30 118.5(2) . . ? C28 C29 C34 122.3(2) . . ? C30 C29 C34 119.1(2) . . ? C20 C21 C16 118.2(2) . . ? C20 C21 C25 119.4(2) . . ? C16 C21 C25 122.4(2) . . ? C9 C8 C13 120.1(2) . . ? C9 C8 N1 120.5(2) . . ? C13 C8 N1 119.32(19) . . ? C20 C19 C18 120.1(2) . . ? C20 C19 H19 120.0 . . ? C18 C19 H19 119.9 . . ? C31 C30 C29 121.2(2) . . ? C31 C30 H30 119.4 . . ? C29 C30 H30 119.4 . . ? C19 C18 C17 120.8(2) . . ? C19 C18 H18 119.6 . . ? C17 C18 H18 119.6 . . ? C19 C20 C21 121.4(2) . . ? C19 C20 H20 119.3 . . ? C21 C20 H20 119.3 . . ? C11 C10 C9 121.7(2) . . ? C11 C10 H10 119.1 . . ? C9 C10 H10 119.2 . . ? C30 C31 C32 119.8(2) . . ? C30 C31 H31 120.2 . . ? C32 C31 H31 120.0 . . ? C12 C13 C8 118.5(2) . . ? C12 C13 C15 120.7(2) . . ? C8 C13 C15 120.8(2) . . ? C5 C6 C1 120.1(2) . . ? C5 C6 H6 119.9 . . ? C1 C6 H6 120.0 . . ? C33 C35 H35A 109.4 . . ? C33 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C33 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C9 C14 H14A 109.7 . . ? C9 C14 H14B 109.3 . . ? H14A C14 H14B 109.5 . . ? C9 C14 H14C 109.4 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C3 C4 C5 120.8(2) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.4 . . ? C11 C12 C13 121.7(2) . . ? C11 C12 H12 119.0 . . ? C13 C12 H12 119.3 . . ? C12 C11 C10 119.1(2) . . ? C12 C11 H11 120.6 . . ? C10 C11 H11 120.3 . . ? C29 C34 H34A 109.3 . . ? C29 C34 H34B 109.4 . . ? H34A C34 H34B 109.5 . . ? C29 C34 H34C 109.7 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C6 C5 C4 120.5(2) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.4 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C22 C23 H23A 109.6 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.3 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.4 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C25 C26 H26A 109.3 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.6 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C25 C27 H27A 109.7 . . ? C25 C27 H27B 109.2 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.303 _refine_diff_density_min -0.242 _refine_diff_density_rms 0.052 data_shelxl3 _database_code_depnum_ccdc_archive 'CCDC 908866' #TrackingRef 'ld120109B1-6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H34 B N3' _chemical_formula_sum 'C27 H34 B N3' _chemical_formula_weight 411.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.8030(5) _cell_length_b 17.1271(11) _cell_length_c 15.1920(12) _cell_angle_alpha 90 _cell_angle_beta 108.461(6) _cell_angle_gamma 90 _cell_volume 2419.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 17336 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.129 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 0.066 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 1 0 0.120 0 -1 0 0.090 1 0 0 0.131 -1 0 0 0.106 0 0 1 0.117 0 0 -1 0.112 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.982 _exptl_absorpt_correction_T_max 0.988 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius KappaCCD area detector' _diffrn_measurement_method '\f and \w scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17290 _diffrn_reflns_av_R_equivalents 0.0542 _diffrn_reflns_av_sigmaI/netI 0.0467 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 27.40 _reflns_number_total 5423 _reflns_number_gt 3500 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'COLLECT and DENZO' _computing_data_reduction 'COLLECT and DENZO' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0391P)^2^+1.0363P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5423 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1149 _refine_ls_R_factor_gt 0.0665 _refine_ls_wR_factor_ref 0.1572 _refine_ls_wR_factor_gt 0.1297 _refine_ls_goodness_of_fit_ref 1.185 _refine_ls_restrained_S_all 1.185 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N3 N 0.50891(18) 0.42494(10) 0.18370(12) 0.0406(4) Uani 1 1 d . . . C8 C 0.7397(2) 0.31974(12) 0.06770(14) 0.0392(5) Uani 1 1 d . . . N2 N 0.64244(19) 0.33912(10) 0.11683(12) 0.0424(4) Uani 1 1 d . . . H2 H 0.6980 0.3244 0.1749 0.051 Uiso 1 1 d R . . N1 N 0.5391(2) 0.47912(11) 0.34411(13) 0.0482(5) Uani 1 1 d . . . H1 H 0.4702 0.4631 0.3371 0.058 Uiso 1 1 d R . . C7 C 0.5944(2) 0.42057(12) 0.12068(15) 0.0415(5) Uani 1 1 d . . . H7 H 0.5367 0.4378 0.0585 0.050 Uiso 1 1 d R . . C3 C 0.8227(3) 0.49744(13) 0.12278(18) 0.0525(6) Uani 1 1 d . . . H3 H 0.8244 0.4760 0.0669 0.063 Uiso 1 1 d R . . C20 C 0.6063(2) 0.52851(13) 0.42083(15) 0.0438(5) Uani 1 1 d . . . C2 C 0.7162(2) 0.47721(12) 0.16117(15) 0.0425(5) Uani 1 1 d . . . C16 C 0.3695(2) 0.38250(14) 0.16321(16) 0.0468(5) Uani 1 1 d . . . C13 C 0.8755(2) 0.28993(13) 0.11727(15) 0.0438(5) Uani 1 1 d . . . C25 C 0.5377(3) 0.59792(14) 0.43063(17) 0.0518(6) Uani 1 1 d . . . C12 C 0.9645(3) 0.26393(15) 0.06849(18) 0.0538(6) Uani 1 1 d . . . H12 H 1.0527 0.2417 0.1009 0.065 Uiso 1 1 d R . . C1 C 0.7135(2) 0.50812(12) 0.24519(15) 0.0424(5) Uani 1 1 d . . . C6 C 0.8197(3) 0.56099(14) 0.29100(17) 0.0548(6) Uani 1 1 d . . . H6 H 0.8190 0.5829 0.3468 0.066 Uiso 1 1 d R . . C9 C 0.6968(2) 0.32518(13) -0.02953(15) 0.0462(5) Uani 1 1 d . . . B1 B 0.5790(3) 0.47106(15) 0.26383(18) 0.0425(6) Uani 1 1 d . . . C17 C 0.3904(3) 0.31195(15) 0.22737(19) 0.0611(7) Uani 1 1 d . . . H17A H 0.4312 0.3286 0.2907 0.073 Uiso 1 1 d R . . H17B H 0.2993 0.2873 0.2194 0.073 Uiso 1 1 d R . . H17C H 0.4542 0.2756 0.2125 0.073 Uiso 1 1 d R . . C14 C 0.5521(3) 0.35486(16) -0.08714(16) 0.0597(7) Uani 1 1 d . . . H14A H 0.5518 0.4110 -0.0851 0.072 Uiso 1 1 d R . . H14B H 0.5323 0.3379 -0.1501 0.072 Uiso 1 1 d R . . H14C H 0.4797 0.3350 -0.0629 0.072 Uiso 1 1 d R . . C11 C 0.9246(3) 0.26959(16) -0.02663(19) 0.0620(7) Uani 1 1 d . . . H11 H 0.9866 0.2528 -0.0580 0.074 Uiso 1 1 d R . . C21 C 0.7364(3) 0.50687(16) 0.48537(17) 0.0573(6) Uani 1 1 d . . . C24 C 0.6040(4) 0.64574(16) 0.5053(2) 0.0703(8) Uani 1 1 d . . . H24 H 0.5583 0.6916 0.5131 0.084 Uiso 1 1 d R . . C5 C 0.9264(3) 0.58121(15) 0.25335(19) 0.0614(7) Uani 1 1 d . . . H5 H 0.9981 0.6161 0.2845 0.074 Uiso 1 1 d R . . C4 C 0.9276(3) 0.54985(15) 0.17058(19) 0.0596(7) Uani 1 1 d . . . H4 H 0.9992 0.5644 0.1458 0.071 Uiso 1 1 d R . . C19 C 0.3145(3) 0.35444(17) 0.06245(18) 0.0634(7) Uani 1 1 d . . . H19A H 0.3810 0.3172 0.0520 0.076 Uiso 1 1 d R . . H19B H 0.2222 0.3301 0.0510 0.076 Uiso 1 1 d R . . H19C H 0.3058 0.3980 0.0214 0.076 Uiso 1 1 d R . . C10 C 0.7928(3) 0.30062(15) -0.07429(17) 0.0579(6) Uani 1 1 d . . . H10 H 0.7672 0.3056 -0.1385 0.069 Uiso 1 1 d R . . C15 C 0.9261(3) 0.28682(16) 0.22135(17) 0.0584(6) Uani 1 1 d . . . H15A H 1.0245 0.2699 0.2431 0.070 Uiso 1 1 d R . . H15B H 0.9187 0.3379 0.2454 0.070 Uiso 1 1 d R . . H15C H 0.8676 0.2509 0.2423 0.070 Uiso 1 1 d R . . C22 C 0.7998(3) 0.5579(2) 0.55852(19) 0.0733(8) Uani 1 1 d . . . H22 H 0.8886 0.5456 0.6013 0.088 Uiso 1 1 d R . . C18 C 0.2550(3) 0.43777(17) 0.1767(2) 0.0665(7) Uani 1 1 d . . . H18A H 0.2452 0.4820 0.1362 0.080 Uiso 1 1 d R . . H18B H 0.1648 0.4108 0.1620 0.080 Uiso 1 1 d R . . H18C H 0.2829 0.4554 0.2399 0.080 Uiso 1 1 d R . . C23 C 0.7335(4) 0.6265(2) 0.5677(2) 0.0792(9) Uani 1 1 d . . . H23 H 0.7766 0.6602 0.6166 0.095 Uiso 1 1 d R . . C27 C 0.3965(3) 0.62025(17) 0.3613(2) 0.0717(8) Uani 1 1 d . . . H27A H 0.3664 0.6699 0.3781 0.086 Uiso 1 1 d R . . H27B H 0.4069 0.6238 0.3007 0.086 Uiso 1 1 d R . . H27C H 0.3256 0.5814 0.3608 0.086 Uiso 1 1 d R . . C26 C 0.8070(3) 0.43085(19) 0.4769(2) 0.0793(9) Uani 1 1 d . . . H26A H 0.8310 0.4309 0.4203 0.095 Uiso 1 1 d R . . H26B H 0.8931 0.4250 0.5287 0.095 Uiso 1 1 d R . . H26C H 0.7428 0.3884 0.4760 0.095 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N3 0.0413(9) 0.0409(10) 0.0434(10) -0.0031(8) 0.0187(8) -0.0005(8) C8 0.0478(12) 0.0332(11) 0.0428(12) -0.0033(9) 0.0230(10) -0.0058(9) N2 0.0539(11) 0.0365(9) 0.0434(10) 0.0001(8) 0.0246(8) 0.0024(8) N1 0.0500(10) 0.0511(11) 0.0498(11) -0.0092(9) 0.0248(9) -0.0050(9) C7 0.0471(12) 0.0396(11) 0.0430(12) -0.0006(10) 0.0215(9) 0.0013(10) C3 0.0648(15) 0.0407(12) 0.0646(15) 0.0013(12) 0.0382(13) -0.0005(11) C20 0.0553(13) 0.0436(12) 0.0398(12) -0.0033(10) 0.0253(10) -0.0045(10) C2 0.0477(12) 0.0343(11) 0.0499(13) 0.0050(9) 0.0218(10) 0.0039(9) C16 0.0443(12) 0.0507(13) 0.0490(13) -0.0028(11) 0.0197(10) -0.0033(10) C13 0.0477(12) 0.0387(12) 0.0477(13) -0.0052(10) 0.0190(10) -0.0085(10) C25 0.0729(16) 0.0415(12) 0.0526(14) 0.0004(11) 0.0363(12) -0.0024(12) C12 0.0456(13) 0.0567(14) 0.0638(16) -0.0029(12) 0.0239(11) -0.0006(11) C1 0.0479(12) 0.0374(11) 0.0438(12) 0.0009(10) 0.0171(9) 0.0008(10) C6 0.0636(15) 0.0480(14) 0.0544(14) -0.0050(11) 0.0210(12) -0.0085(12) C9 0.0572(13) 0.0438(12) 0.0429(13) -0.0029(10) 0.0235(10) -0.0027(11) B1 0.0480(14) 0.0397(13) 0.0437(14) 0.0018(11) 0.0200(11) 0.0049(11) C17 0.0644(16) 0.0589(16) 0.0661(17) -0.0003(13) 0.0292(13) -0.0139(13) C14 0.0717(17) 0.0693(17) 0.0391(13) 0.0003(12) 0.0190(12) 0.0087(14) C11 0.0618(16) 0.0722(18) 0.0647(17) -0.0137(14) 0.0383(13) -0.0021(14) C21 0.0621(15) 0.0650(16) 0.0495(14) 0.0004(13) 0.0244(12) 0.0010(13) C24 0.108(2) 0.0487(15) 0.0700(19) -0.0148(14) 0.0510(18) -0.0118(16) C5 0.0610(15) 0.0531(15) 0.0700(18) -0.0004(13) 0.0207(13) -0.0162(13) C4 0.0596(15) 0.0498(14) 0.0800(19) 0.0080(13) 0.0373(14) -0.0055(12) C19 0.0519(14) 0.0805(19) 0.0580(16) -0.0102(14) 0.0176(12) -0.0159(14) C10 0.0700(17) 0.0667(16) 0.0459(14) -0.0097(12) 0.0310(12) -0.0037(14) C15 0.0584(15) 0.0633(16) 0.0525(15) -0.0044(12) 0.0162(12) 0.0022(13) C22 0.0700(18) 0.102(2) 0.0477(15) -0.0063(16) 0.0181(13) -0.0145(17) C18 0.0440(13) 0.0771(19) 0.0805(19) -0.0077(15) 0.0224(12) 0.0025(13) C23 0.104(3) 0.083(2) 0.0595(18) -0.0271(16) 0.0388(18) -0.035(2) C27 0.089(2) 0.0596(16) 0.0763(19) 0.0053(15) 0.0404(16) 0.0236(15) C26 0.0777(19) 0.092(2) 0.0672(18) 0.0104(17) 0.0222(15) 0.0287(18) _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 N3 B1 1.431(3) . ? N3 C7 1.460(3) . ? N3 C16 1.491(3) . ? C8 C13 1.402(3) . ? C8 C9 1.405(3) . ? C8 N2 1.424(2) . ? N2 C7 1.479(3) . ? N2 H2 0.9137 . ? N1 B1 1.400(3) . ? N1 C20 1.422(3) . ? N1 H1 0.7051 . ? C7 C2 1.510(3) . ? C7 H7 0.9799 . ? C3 C4 1.385(3) . ? C3 C2 1.392(3) . ? C3 H3 0.9299 . ? C20 C21 1.390(3) . ? C20 C25 1.397(3) . ? C2 C1 1.390(3) . ? C16 C17 1.525(3) . ? C16 C19 1.530(3) . ? C16 C18 1.531(3) . ? C13 C12 1.385(3) . ? C13 C15 1.501(3) . ? C25 C24 1.383(4) . ? C25 C27 1.499(4) . ? C12 C11 1.376(3) . ? C12 H12 0.9300 . ? C1 C6 1.389(3) . ? C1 B1 1.568(3) . ? C6 C5 1.386(3) . ? C6 H6 0.9290 . ? C9 C10 1.389(3) . ? C9 C14 1.500(3) . ? C17 H17A 0.9602 . ? C17 H17B 0.9605 . ? C17 H17C 0.9595 . ? C14 H14A 0.9613 . ? C14 H14B 0.9596 . ? C14 H14C 0.9594 . ? C11 C10 1.373(4) . ? C11 H11 0.9292 . ? C21 C22 1.395(4) . ? C21 C26 1.499(4) . ? C24 C23 1.362(4) . ? C24 H24 0.9308 . ? C5 C4 1.371(4) . ? C5 H5 0.9296 . ? C4 H4 0.9294 . ? C19 H19A 0.9603 . ? C19 H19B 0.9604 . ? C19 H19C 0.9597 . ? C10 H10 0.9309 . ? C15 H15A 0.9600 . ? C15 H15B 0.9596 . ? C15 H15C 0.9608 . ? C22 C23 1.371(4) . ? C22 H22 0.9308 . ? C18 H18A 0.9610 . ? C18 H18B 0.9594 . ? C18 H18C 0.9598 . ? C23 H23 0.9299 . ? C27 H27A 0.9600 . ? C27 H27B 0.9597 . ? C27 H27C 0.9611 . ? C26 H26A 0.9606 . ? C26 H26B 0.9598 . ? C26 H26C 0.9595 . ? 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 B1 N3 C7 111.43(17) . . ? B1 N3 C16 127.44(18) . . ? C7 N3 C16 121.10(17) . . ? C13 C8 C9 120.40(19) . . ? C13 C8 N2 118.87(19) . . ? C9 C8 N2 120.58(19) . . ? C8 N2 C7 121.00(16) . . ? C8 N2 H2 98.5 . . ? C7 N2 H2 108.8 . . ? B1 N1 C20 126.00(19) . . ? B1 N1 H1 110.4 . . ? C20 N1 H1 121.9 . . ? N3 C7 N2 109.28(16) . . ? N3 C7 C2 104.11(17) . . ? N2 C7 C2 113.67(17) . . ? N3 C7 H7 109.9 . . ? N2 C7 H7 109.9 . . ? C2 C7 H7 109.9 . . ? C4 C3 C2 118.2(2) . . ? C4 C3 H3 120.6 . . ? C2 C3 H3 121.2 . . ? C21 C20 C25 121.1(2) . . ? C21 C20 N1 120.2(2) . . ? C25 C20 N1 118.7(2) . . ? C1 C2 C3 121.7(2) . . ? C1 C2 C7 112.11(18) . . ? C3 C2 C7 126.2(2) . . ? N3 C16 C17 108.91(18) . . ? N3 C16 C19 111.77(18) . . ? C17 C16 C19 108.9(2) . . ? N3 C16 C18 109.47(19) . . ? C17 C16 C18 111.1(2) . . ? C19 C16 C18 106.7(2) . . ? C12 C13 C8 118.8(2) . . ? C12 C13 C15 119.9(2) . . ? C8 C13 C15 121.3(2) . . ? C24 C25 C20 118.3(2) . . ? C24 C25 C27 121.0(2) . . ? C20 C25 C27 120.7(2) . . ? C11 C12 C13 121.4(2) . . ? C11 C12 H12 119.5 . . ? C13 C12 H12 119.1 . . ? C6 C1 C2 118.6(2) . . ? C6 C1 B1 135.5(2) . . ? C2 C1 B1 105.86(18) . . ? C5 C6 C1 120.0(2) . . ? C5 C6 H6 120.0 . . ? C1 C6 H6 120.0 . . ? C10 C9 C8 118.1(2) . . ? C10 C9 C14 118.6(2) . . ? C8 C9 C14 123.3(2) . . ? N1 B1 N3 127.2(2) . . ? N1 B1 C1 126.9(2) . . ? N3 B1 C1 105.93(19) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.7 . . ? H17A C17 H17B 109.4 . . ? C16 C17 H17C 109.2 . . ? H17A C17 H17C 109.4 . . ? H17B C17 H17C 109.5 . . ? C9 C14 H14A 109.4 . . ? C9 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C9 C14 H14C 109.5 . . ? H14A C14 H14C 109.4 . . ? H14B C14 H14C 109.5 . . ? C10 C11 C12 119.2(2) . . ? C10 C11 H11 120.6 . . ? C12 C11 H11 120.2 . . ? C20 C21 C22 118.2(3) . . ? C20 C21 C26 121.1(2) . . ? C22 C21 C26 120.7(3) . . ? C23 C24 C25 121.3(3) . . ? C23 C24 H24 119.7 . . ? C25 C24 H24 119.0 . . ? C4 C5 C6 120.5(2) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.9 . . ? C5 C4 C3 120.9(2) . . ? C5 C4 H4 119.6 . . ? C3 C4 H4 119.4 . . ? C16 C19 H19A 109.4 . . ? C16 C19 H19B 109.3 . . ? H19A C19 H19B 109.4 . . ? C16 C19 H19C 109.7 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C11 C10 C9 122.0(2) . . ? C11 C10 H10 119.0 . . ? C9 C10 H10 119.0 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.2 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.8 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C23 C22 C21 120.8(3) . . ? C23 C22 H22 119.4 . . ? C21 C22 H22 119.8 . . ? C16 C18 H18A 109.3 . . ? C16 C18 H18B 109.4 . . ? H18A C18 H18B 109.4 . . ? C16 C18 H18C 109.8 . . ? H18A C18 H18C 109.4 . . ? H18B C18 H18C 109.5 . . ? C24 C23 C22 120.3(3) . . ? C24 C23 H23 119.5 . . ? C22 C23 H23 120.2 . . ? C25 C27 H27A 109.4 . . ? C25 C27 H27B 109.6 . . ? H27A C27 H27B 109.6 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.4 . . ? C21 C26 H26A 109.1 . . ? C21 C26 H26B 109.4 . . ? H26A C26 H26B 109.4 . . ? C21 C26 H26C 110.0 . . ? H26A C26 H26C 109.4 . . ? H26B C26 H26C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 27.40 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.163 _refine_diff_density_min -0.209 _refine_diff_density_rms 0.038 data_shelxl4 _database_code_depnum_ccdc_archive 'CCDC 908867' #TrackingRef 'ld120130B1-5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C9 H12 B Cl2 N' _chemical_formula_sum 'C9 H12 B Cl2 N' _chemical_formula_weight 215.91 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 9.4390(4) _cell_length_b 9.5611(5) _cell_length_c 11.6760(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1053.73(8) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 9681 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.361 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 448 _exptl_absorpt_coefficient_mu 0.567 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 1 -1 0.093 0 -1 1 0.101 0 -1 -1 0.178 0 1 1 0.166 -1 0 1 0.067 1 0 -1 0.102 -1 0 -1 0.216 1 0 1 0.087 0 0 -1 0.152 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.859 _exptl_absorpt_correction_T_max 0.942 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius KappaCCD area detector' _diffrn_measurement_method '\f and \w scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9643 _diffrn_reflns_av_R_equivalents 0.0336 _diffrn_reflns_av_sigmaI/netI 0.0228 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.75 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2404 _reflns_number_gt 2236 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'COLLECT and DENZO' _computing_data_reduction 'COLLECT and DENZO' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0275P)^2^+0.2234P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(6) _refine_ls_number_reflns 2404 _refine_ls_number_parameters 118 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0321 _refine_ls_R_factor_gt 0.0269 _refine_ls_wR_factor_ref 0.0657 _refine_ls_wR_factor_gt 0.0617 _refine_ls_goodness_of_fit_ref 1.122 _refine_ls_restrained_S_all 1.122 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.53601(5) 0.85442(5) 1.14020(3) 0.03767(11) Uani 1 1 d . . . Cl2 Cl 0.59098(6) 1.16062(5) 1.09382(4) 0.04673(13) Uani 1 1 d . . . N1 N 0.73308(15) 0.94012(14) 0.97134(12) 0.0271(3) Uani 1 1 d . . . C1 C 0.48298(18) 0.96839(16) 0.91924(14) 0.0284(3) Uani 1 1 d . . . C7 C 0.69029(18) 0.83053(19) 0.88399(14) 0.0326(4) Uani 1 1 d . . . H7A H 0.6827 0.7389 0.9192 0.039 Uiso 1 1 d R . . H7B H 0.7584 0.8260 0.8219 0.039 Uiso 1 1 d R . . C9 C 0.84071(19) 0.8842(2) 1.05355(15) 0.0378(4) Uani 1 1 d . . . H9A H 0.8575 0.9517 1.1129 0.045 Uiso 1 1 d R . . H9B H 0.8062 0.7990 1.0870 0.045 Uiso 1 1 d R . . H9C H 0.9275 0.8658 1.0135 0.045 Uiso 1 1 d R . . C2 C 0.54848(18) 0.87966(16) 0.84125(13) 0.0293(3) Uani 1 1 d . . . B1 B 0.5814(2) 0.98551(19) 1.02759(15) 0.0275(4) Uani 1 1 d . . . C4 C 0.3505(3) 0.8968(2) 0.71555(18) 0.0498(5) Uani 1 1 d . . . H4 H 0.3051 0.8728 0.6477 0.060 Uiso 1 1 d R . . C8 C 0.7992(2) 1.0591(2) 0.90800(18) 0.0420(4) Uani 1 1 d . . . H8A H 0.8798 1.0256 0.8661 0.050 Uiso 1 1 d R . . H8B H 0.7315 1.0982 0.8557 0.050 Uiso 1 1 d R . . H8C H 0.8290 1.1297 0.9613 0.050 Uiso 1 1 d R . . C6 C 0.3487(2) 1.02062(19) 0.89396(18) 0.0397(4) Uani 1 1 d . . . H6 H 0.3029 1.0791 0.9457 0.048 Uiso 1 1 d R . . C3 C 0.4842(2) 0.8432(2) 0.73845(14) 0.0410(4) Uani 1 1 d . . . H3 H 0.5297 0.7848 0.6863 0.049 Uiso 1 1 d R . . C5 C 0.2840(2) 0.9844(2) 0.7914(2) 0.0503(6) Uani 1 1 d . . . H5 H 0.1948 1.0198 0.7742 0.060 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl1 0.0380(2) 0.0497(2) 0.02533(17) 0.00202(18) 0.00299(17) -0.0075(2) Cl2 0.0522(3) 0.0353(2) 0.0527(3) -0.0192(2) -0.0068(2) 0.0071(2) N1 0.0255(7) 0.0277(7) 0.0281(6) 0.0008(5) 0.0009(6) 0.0005(6) C1 0.0295(8) 0.0267(7) 0.0292(8) 0.0020(6) -0.0017(7) 0.0002(6) C7 0.0360(9) 0.0324(8) 0.0294(8) -0.0062(7) 0.0038(6) 0.0038(7) C9 0.0277(9) 0.0453(10) 0.0403(9) 0.0016(8) -0.0053(7) 0.0074(8) C2 0.0353(9) 0.0286(8) 0.0239(7) 0.0016(6) 0.0005(6) -0.0046(7) B1 0.0268(9) 0.0283(8) 0.0274(8) -0.0043(7) 0.0018(7) 0.0020(7) C4 0.0635(14) 0.0481(11) 0.0379(9) 0.0099(9) -0.0231(10) -0.0143(10) C8 0.0393(10) 0.0416(10) 0.0451(10) 0.0069(9) 0.0057(9) -0.0088(8) C6 0.0336(9) 0.0375(9) 0.0481(11) 0.0001(8) -0.0079(8) 0.0050(8) C3 0.0582(12) 0.0379(9) 0.0268(8) -0.0004(7) -0.0039(8) -0.0097(10) C5 0.0432(12) 0.0446(11) 0.0630(14) 0.0132(11) -0.0247(10) -0.0033(9) _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 Cl1 B1 1.8663(19) . ? Cl2 B1 1.8464(18) . ? N1 C8 1.493(2) . ? N1 C9 1.496(2) . ? N1 C7 1.517(2) . ? N1 B1 1.634(2) . ? C1 C2 1.390(2) . ? C1 C6 1.394(3) . ? C1 B1 1.578(2) . ? C7 C2 1.504(2) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C9 H9A 0.9600 . ? C9 H9B 0.9599 . ? C9 H9C 0.9600 . ? C2 C3 1.389(2) . ? C4 C5 1.371(4) . ? C4 C3 1.389(3) . ? C4 H4 0.9299 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C6 C5 1.388(3) . ? C6 H6 0.9301 . ? C3 H3 0.9300 . ? C5 H5 0.9300 . ? 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 C8 N1 C9 107.83(14) . . ? C8 N1 C7 107.72(14) . . ? C9 N1 C7 111.42(13) . . ? C8 N1 B1 111.29(13) . . ? C9 N1 B1 115.60(13) . . ? C7 N1 B1 102.72(12) . . ? C2 C1 C6 118.98(17) . . ? C2 C1 B1 109.08(14) . . ? C6 C1 B1 131.90(16) . . ? C2 C7 N1 104.14(13) . . ? C2 C7 H7A 110.9 . . ? N1 C7 H7A 111.0 . . ? C2 C7 H7B 110.9 . . ? N1 C7 H7B 110.9 . . ? H7A C7 H7B 109.0 . . ? N1 C9 H9A 109.6 . . ? N1 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N1 C9 H9C 109.4 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C3 C2 C1 121.69(17) . . ? C3 C2 C7 126.63(16) . . ? C1 C2 C7 111.67(14) . . ? C1 B1 N1 99.56(12) . . ? C1 B1 Cl2 117.31(12) . . ? N1 B1 Cl2 111.47(11) . . ? C1 B1 Cl1 111.11(12) . . ? N1 B1 Cl1 107.81(11) . . ? Cl2 B1 Cl1 108.98(9) . . ? C5 C4 C3 121.15(19) . . ? C5 C4 H4 119.4 . . ? C3 C4 H4 119.5 . . ? N1 C8 H8A 109.2 . . ? N1 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N1 C8 H8C 109.7 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C5 C6 C1 119.6(2) . . ? C5 C6 H6 120.4 . . ? C1 C6 H6 120.1 . . ? C4 C3 C2 118.06(19) . . ? C4 C3 H3 121.0 . . ? C2 C3 H3 121.0 . . ? C4 C5 C6 120.5(2) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.6 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.181 _refine_diff_density_min -0.216 _refine_diff_density_rms 0.044 data_shelxl5 _database_code_depnum_ccdc_archive 'CCDC 908868' #TrackingRef 'ld120206B1-7.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C35 H50 B N3' _chemical_formula_sum 'C35 H50 B N3' _chemical_formula_weight 523.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.4110(10) _cell_length_b 10.3260(9) _cell_length_c 26.2331(18) _cell_angle_alpha 90 _cell_angle_beta 115.566(6) _cell_angle_gamma 90 _cell_volume 3277.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 20182 _cell_measurement_theta_min 1 _cell_measurement_theta_max 25.7 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.57 _exptl_crystal_size_mid 0.55 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.061 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 0.061 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 1 1 0.201 0 -1 -1 0.187 0 0 -1 0.261 0 0 1 0.114 1 0 -1 0.079 -1 0 1 0.175 -1 0 -1 0.273 0 1 -1 0.307 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.976 _exptl_absorpt_correction_T_max 0.989 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius KappaCCD area detector' _diffrn_measurement_method '\f and \w scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19620 _diffrn_reflns_av_R_equivalents 0.0951 _diffrn_reflns_av_sigmaI/netI 0.0699 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 4.13 _diffrn_reflns_theta_max 25.7 _reflns_number_total 6170 _reflns_number_gt 4064 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'COLLECT and DENZO' _computing_data_reduction 'COLLECT and DENZO' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0437P)^2^+3.8087P] 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 6170 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1276 _refine_ls_R_factor_gt 0.0775 _refine_ls_wR_factor_ref 0.1986 _refine_ls_wR_factor_gt 0.1588 _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_restrained_S_all 1.109 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N3 N 0.09582(16) -0.0609(2) 0.17938(9) 0.0269(5) Uani 1 1 d . . . C1 C 0.1462(2) 0.1469(3) 0.22430(11) 0.0316(6) Uani 1 1 d . . . N1 N -0.01910(19) 0.0429(2) 0.09146(9) 0.0335(5) Uani 1 1 d . . . H1 H 0.0611 0.0438 0.0963 0.040 Uiso 1 1 d R . . C7 C 0.0012(2) 0.0245(3) 0.15203(11) 0.0287(6) Uani 1 1 d . . . H7 H -0.0643 -0.0133 0.1538 0.034 Uiso 1 1 d R . . N2 N 0.29944(17) -0.0355(2) 0.24451(10) 0.0388(6) Uani 1 1 d . . . H2 H 0.3209 -0.1172 0.2319 0.047 Uiso 1 1 d R . . C2 C 0.0344(2) 0.1480(3) 0.18637(11) 0.0296(6) Uani 1 1 d . . . C8 C -0.0862(2) 0.1510(3) 0.06217(11) 0.0392(7) Uani 1 1 d . . . C20 C 0.0916(2) -0.1977(3) 0.16046(12) 0.0318(6) Uani 1 1 d . . . C24 C 0.3935(2) 0.0356(3) 0.28346(12) 0.0387(7) Uani 1 1 d . . . C23 C 0.1511(3) -0.2853(3) 0.21218(13) 0.0411(7) Uani 1 1 d . . . H23A H 0.2261 -0.2569 0.2326 0.049 Uiso 1 1 d R . . H23B H 0.1502 -0.3730 0.1998 0.049 Uiso 1 1 d R . . H23C H 0.1141 -0.2809 0.2363 0.049 Uiso 1 1 d R . . C6 C 0.1917(3) 0.2574(3) 0.25639(12) 0.0388(7) Uani 1 1 d . . . H6 H 0.2664 0.2594 0.2811 0.047 Uiso 1 1 d R . . C22 C 0.1462(2) -0.2086(3) 0.12019(13) 0.0412(7) Uani 1 1 d . . . H22A H 0.1022 -0.1634 0.0858 0.049 Uiso 1 1 d R . . H22B H 0.1517 -0.2982 0.1120 0.049 Uiso 1 1 d R . . H22C H 0.2188 -0.1711 0.1374 0.049 Uiso 1 1 d R . . C5 C 0.1269(3) 0.3645(3) 0.25158(13) 0.0461(8) Uani 1 1 d . . . H5 H 0.1577 0.4377 0.2733 0.055 Uiso 1 1 d R . . B1 B 0.1897(2) 0.0093(3) 0.21826(12) 0.0296(7) Uani 1 1 d . . . C3 C -0.0315(3) 0.2551(3) 0.18164(12) 0.0388(7) Uani 1 1 d . . . H3 H -0.1061 0.2546 0.1567 0.047 Uiso 1 1 d R . . C29 C 0.4074(2) 0.0554(3) 0.33882(13) 0.0464(8) Uani 1 1 d . . . C4 C 0.0155(3) 0.3631(3) 0.21458(13) 0.0453(8) Uani 1 1 d . . . H4 H -0.0279 0.4353 0.2118 0.054 Uiso 1 1 d R . . C13 C -0.2018(3) 0.1386(3) 0.03882(12) 0.0474(8) Uani 1 1 d . . . C21 C -0.0275(2) -0.2464(3) 0.13078(14) 0.0428(7) Uani 1 1 d . . . H21A H -0.0621 -0.2402 0.1560 0.051 Uiso 1 1 d R . . H21B H -0.0274 -0.3350 0.1198 0.051 Uiso 1 1 d R . . H21C H -0.0677 -0.1946 0.0978 0.051 Uiso 1 1 d R . . C9 C -0.0363(3) 0.2673(3) 0.05644(12) 0.0431(8) Uani 1 1 d . . . C25 C 0.4707(3) 0.0813(4) 0.26532(13) 0.0508(9) Uani 1 1 d . . . C28 C 0.4993(3) 0.1243(4) 0.37531(14) 0.0624(11) Uani 1 1 d . . . H28 H 0.5091 0.1396 0.4121 0.075 Uiso 1 1 d R . . C10 C -0.1044(4) 0.3698(4) 0.02798(14) 0.0607(10) Uani 1 1 d . . . H10 H -0.0730 0.4465 0.0232 0.073 Uiso 1 1 d R . . C33 C 0.3287(3) -0.0011(4) 0.36076(15) 0.0650(11) Uani 1 1 d . . . H33 H 0.2579 -0.0151 0.3278 0.078 Uiso 1 1 d R . . C14 C 0.0880(3) 0.2806(3) 0.07883(13) 0.0482(8) Uani 1 1 d . . . H14 H 0.1214 0.2182 0.1098 0.058 Uiso 1 1 d R . . C12 C -0.2647(3) 0.2464(4) 0.01125(14) 0.0627(11) Uani 1 1 d . . . H12 H -0.3414 0.2408 -0.0042 0.075 Uiso 1 1 d R . . C15 C 0.1248(3) 0.2442(4) 0.03354(17) 0.0672(11) Uani 1 1 d . . . H15A H 0.0886 0.3000 0.0015 0.081 Uiso 1 1 d R . . H15B H 0.1049 0.1559 0.0223 0.081 Uiso 1 1 d R . . H15C H 0.2034 0.2541 0.0478 0.081 Uiso 1 1 d R . . C16 C 0.1316(4) 0.4135(4) 0.10265(17) 0.0694(12) Uani 1 1 d . . . H16A H 0.2107 0.4151 0.1170 0.083 Uiso 1 1 d R . . H16B H 0.1110 0.4334 0.1326 0.083 Uiso 1 1 d R . . H16C H 0.1001 0.4766 0.0731 0.083 Uiso 1 1 d R . . C17 C -0.2571(3) 0.0141(4) 0.04228(16) 0.0598(10) Uani 1 1 d . . . H17 H -0.1997 -0.0526 0.0572 0.072 Uiso 1 1 d R . . C27 C 0.5753(3) 0.1699(5) 0.35847(15) 0.0770(14) Uani 1 1 d . . . H27 H 0.6359 0.2172 0.3833 0.092 Uiso 1 1 d R . . C30 C 0.4554(3) 0.0651(4) 0.20485(15) 0.0660(11) Uani 1 1 d . . . H30 H 0.3964 0.0014 0.1867 0.079 Uiso 1 1 d R . . C11 C -0.2174(4) 0.3601(4) 0.00640(15) 0.0686(12) Uani 1 1 d . . . H11 H -0.2614 0.4310 -0.0114 0.082 Uiso 1 1 d R . . C26 C 0.5617(3) 0.1469(5) 0.30401(15) 0.0715(12) Uani 1 1 d . . . H26 H 0.6160 0.1744 0.2934 0.086 Uiso 1 1 d R . . C19 C -0.3125(3) 0.0240(4) 0.0822(2) 0.0762(12) Uani 1 1 d . . . H19A H -0.2597 0.0541 0.1185 0.091 Uiso 1 1 d R . . H19B H -0.3395 -0.0596 0.0863 0.091 Uiso 1 1 d R . . H19C H -0.3731 0.0839 0.0670 0.091 Uiso 1 1 d R . . C34 C 0.3056(4) 0.0848(5) 0.4008(2) 0.0926(16) Uani 1 1 d . . . H34A H 0.2495 0.0464 0.4094 0.111 Uiso 1 1 d R . . H34B H 0.2808 0.1679 0.3835 0.111 Uiso 1 1 d R . . H34C H 0.3721 0.0954 0.4350 0.111 Uiso 1 1 d R . . C18 C -0.3414(3) -0.0308(5) -0.0164(2) 0.1039(19) Uani 1 1 d . . . H18A H -0.4028 0.0280 -0.0303 0.125 Uiso 1 1 d R . . H18B H -0.3671 -0.1163 -0.0140 0.125 Uiso 1 1 d R . . H18C H -0.3070 -0.0316 -0.0418 0.125 Uiso 1 1 d R . . C31 C 0.4176(6) 0.1908(7) 0.17397(19) 0.130(2) Uani 1 1 d . . . H31A H 0.3506 0.2179 0.1756 0.156 Uiso 1 1 d R . . H31B H 0.4044 0.1800 0.1352 0.156 Uiso 1 1 d R . . H31C H 0.4737 0.2552 0.1914 0.156 Uiso 1 1 d R . . C35 C 0.3679(5) -0.1298(5) 0.3863(3) 0.110(2) Uani 1 1 d . . . H35A H 0.4396 -0.1206 0.4174 0.132 Uiso 1 1 d R . . H35B H 0.3728 -0.1872 0.3586 0.132 Uiso 1 1 d R . . H35C H 0.3174 -0.1649 0.3997 0.132 Uiso 1 1 d R . . C32 C 0.5563(4) 0.0161(7) 0.2001(2) 0.112(2) Uani 1 1 d . . . H32A H 0.6114 0.0829 0.2121 0.134 Uiso 1 1 d R . . H32B H 0.5378 -0.0064 0.1615 0.134 Uiso 1 1 d R . . H32C H 0.5846 -0.0589 0.2236 0.134 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N3 0.0219(10) 0.0220(11) 0.0311(11) -0.0011(9) 0.0060(9) -0.0012(9) C1 0.0351(14) 0.0311(15) 0.0263(13) 0.0009(12) 0.0111(11) -0.0040(12) N1 0.0337(12) 0.0317(13) 0.0287(12) -0.0020(10) 0.0075(10) 0.0068(10) C7 0.0260(13) 0.0286(15) 0.0292(13) 0.0000(11) 0.0099(11) 0.0021(11) N2 0.0249(11) 0.0356(14) 0.0455(14) -0.0040(11) 0.0054(10) -0.0029(10) C2 0.0366(14) 0.0258(14) 0.0269(13) 0.0001(11) 0.0140(11) 0.0018(12) C8 0.0453(17) 0.0421(18) 0.0239(13) -0.0032(13) 0.0090(12) 0.0149(14) C20 0.0315(14) 0.0228(14) 0.0390(15) -0.0022(12) 0.0134(12) -0.0017(11) C24 0.0241(13) 0.0450(18) 0.0362(15) 0.0051(13) 0.0028(12) -0.0037(13) C23 0.0454(17) 0.0267(16) 0.0503(18) 0.0033(14) 0.0197(15) 0.0008(13) C6 0.0516(18) 0.0310(16) 0.0286(14) -0.0018(12) 0.0123(13) -0.0082(14) C22 0.0416(16) 0.0347(17) 0.0507(18) -0.0045(14) 0.0230(15) 0.0035(14) C5 0.074(2) 0.0292(16) 0.0345(16) -0.0061(13) 0.0225(16) -0.0071(16) B1 0.0298(15) 0.0284(16) 0.0274(15) 0.0025(13) 0.0093(13) -0.0024(13) C3 0.0469(17) 0.0374(17) 0.0332(15) 0.0015(13) 0.0182(13) 0.0091(14) C29 0.0316(15) 0.062(2) 0.0363(16) 0.0052(15) 0.0062(13) -0.0107(15) C4 0.068(2) 0.0304(17) 0.0423(17) -0.0015(14) 0.0289(17) 0.0083(16) C13 0.0442(17) 0.057(2) 0.0276(14) -0.0057(15) 0.0032(13) 0.0201(16) C21 0.0391(16) 0.0316(16) 0.0550(19) -0.0106(14) 0.0178(15) -0.0072(13) C9 0.063(2) 0.0382(18) 0.0264(14) 0.0047(13) 0.0169(14) 0.0145(15) C25 0.0390(17) 0.067(2) 0.0396(17) -0.0047(16) 0.0112(14) -0.0188(16) C28 0.0490(19) 0.094(3) 0.0366(17) -0.0038(19) 0.0111(15) -0.028(2) C10 0.093(3) 0.052(2) 0.0393(18) 0.0184(16) 0.0307(19) 0.031(2) C33 0.0475(19) 0.095(3) 0.0468(19) 0.009(2) 0.0149(16) -0.026(2) C14 0.073(2) 0.0347(17) 0.0365(16) 0.0050(14) 0.0238(16) 0.0021(16) C12 0.057(2) 0.082(3) 0.0348(17) 0.0001(18) 0.0060(16) 0.037(2) C15 0.079(3) 0.067(3) 0.062(2) -0.015(2) 0.036(2) -0.005(2) C16 0.109(3) 0.045(2) 0.059(2) -0.0032(18) 0.041(2) -0.008(2) C17 0.0329(16) 0.062(2) 0.064(2) -0.0156(19) 0.0012(16) 0.0086(16) C27 0.053(2) 0.126(4) 0.0410(19) -0.013(2) 0.0101(17) -0.051(2) C30 0.056(2) 0.095(3) 0.0440(19) -0.015(2) 0.0191(17) -0.036(2) C11 0.088(3) 0.069(3) 0.043(2) 0.0164(19) 0.022(2) 0.045(2) C26 0.053(2) 0.110(3) 0.047(2) -0.009(2) 0.0183(18) -0.045(2) C19 0.055(2) 0.071(3) 0.098(3) -0.003(3) 0.029(2) -0.002(2) C34 0.089(3) 0.111(4) 0.106(4) 0.033(3) 0.069(3) 0.019(3) C18 0.053(2) 0.122(4) 0.093(3) -0.055(3) -0.010(2) 0.007(3) C31 0.180(6) 0.158(6) 0.039(2) 0.016(3) 0.036(3) 0.032(5) C35 0.159(5) 0.078(3) 0.152(5) 0.014(3) 0.122(5) -0.008(3) C32 0.097(4) 0.167(6) 0.083(3) -0.028(4) 0.050(3) -0.002(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N3 B1 1.430(4) . ? N3 C7 1.455(3) . ? N3 C20 1.490(3) . ? C1 C6 1.393(4) . ? C1 C2 1.397(4) . ? C1 B1 1.569(4) . ? N1 C8 1.431(4) . ? N1 C7 1.504(3) . ? N1 H1 1.0268 . ? C7 C2 1.513(4) . ? C7 H7 0.9800 . ? N2 B1 1.407(4) . ? N2 C24 1.436(3) . ? N2 H2 0.9920 . ? C2 C3 1.387(4) . ? C8 C13 1.405(4) . ? C8 C9 1.415(5) . ? C20 C22 1.527(4) . ? C20 C21 1.529(4) . ? C20 C23 1.537(4) . ? C24 C29 1.397(4) . ? C24 C25 1.395(4) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9599 . ? C6 C5 1.378(4) . ? C6 H6 0.9301 . ? C22 H22A 0.9599 . ? C22 H22B 0.9599 . ? C22 H22C 0.9601 . ? C5 C4 1.386(5) . ? C5 H5 0.9300 . ? C3 C4 1.385(4) . ? C3 H3 0.9300 . ? C29 C28 1.387(4) . ? C29 C33 1.520(5) . ? C4 H4 0.9301 . ? C13 C12 1.396(5) . ? C13 C17 1.507(5) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9599 . ? C9 C10 1.387(4) . ? C9 C14 1.515(5) . ? C25 C26 1.381(4) . ? C25 C30 1.519(5) . ? C28 C27 1.359(5) . ? C28 H28 0.9301 . ? C10 C11 1.373(6) . ? C10 H10 0.9300 . ? C33 C35 1.479(6) . ? C33 C34 1.507(6) . ? C33 H33 0.9801 . ? C14 C16 1.518(5) . ? C14 C15 1.518(5) . ? C14 H14 0.9800 . ? C12 C11 1.366(6) . ? C12 H12 0.9299 . ? C15 H15A 0.9602 . ? C15 H15B 0.9600 . ? C15 H15C 0.9599 . ? C16 H16A 0.9601 . ? C16 H16B 0.9602 . ? C16 H16C 0.9601 . ? C17 C19 1.528(6) . ? C17 C18 1.537(5) . ? C17 H17 0.9800 . ? C27 C26 1.380(5) . ? C27 H27 0.9300 . ? C30 C31 1.498(7) . ? C30 C32 1.499(6) . ? C30 H30 0.9800 . ? C11 H11 0.9300 . ? C26 H26 0.9299 . ? C19 H19A 0.9600 . ? C19 H19B 0.9599 . ? C19 H19C 0.9600 . ? C34 H34A 0.9600 . ? C34 H34B 0.9599 . ? C34 H34C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9599 . ? C18 H18C 0.9602 . ? C31 H31A 0.9599 . ? C31 H31B 0.9599 . ? C31 H31C 0.9601 . ? C35 H35A 0.9600 . ? C35 H35B 0.9598 . ? C35 H35C 0.9603 . ? C32 H32A 0.9600 . ? C32 H32B 0.9602 . ? C32 H32C 0.9599 . ? 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 B1 N3 C7 110.9(2) . . ? B1 N3 C20 127.9(2) . . ? C7 N3 C20 120.7(2) . . ? C6 C1 C2 118.6(3) . . ? C6 C1 B1 135.9(3) . . ? C2 C1 B1 105.5(2) . . ? C8 N1 C7 116.8(2) . . ? C8 N1 H1 116.3 . . ? C7 N1 H1 99.6 . . ? N3 C7 N1 108.6(2) . . ? N3 C7 C2 104.3(2) . . ? N1 C7 C2 113.3(2) . . ? N3 C7 H7 110.1 . . ? N1 C7 H7 110.0 . . ? C2 C7 H7 110.3 . . ? B1 N2 C24 126.3(3) . . ? B1 N2 H2 120.6 . . ? C24 N2 H2 112.3 . . ? C3 C2 C1 121.2(3) . . ? C3 C2 C7 127.3(2) . . ? C1 C2 C7 111.5(2) . . ? C13 C8 C9 121.0(3) . . ? C13 C8 N1 118.9(3) . . ? C9 C8 N1 120.2(3) . . ? N3 C20 C22 109.9(2) . . ? N3 C20 C21 111.2(2) . . ? C22 C20 C21 109.3(2) . . ? N3 C20 C23 109.5(2) . . ? C22 C20 C23 110.3(2) . . ? C21 C20 C23 106.6(2) . . ? C29 C24 C25 121.3(3) . . ? C29 C24 N2 119.8(3) . . ? C25 C24 N2 118.9(3) . . ? C20 C23 H23A 109.4 . . ? C20 C23 H23B 109.4 . . ? H23A C23 H23B 109.5 . . ? C20 C23 H23C 109.6 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C5 C6 C1 120.5(3) . . ? C5 C6 H6 119.6 . . ? C1 C6 H6 119.9 . . ? C20 C22 H22A 109.3 . . ? C20 C22 H22B 109.4 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.6 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C6 C5 C4 120.1(3) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 119.9 . . ? N2 B1 N3 126.5(3) . . ? N2 B1 C1 127.2(3) . . ? N3 B1 C1 106.3(2) . . ? C4 C3 C2 119.0(3) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.6 . . ? C28 C29 C24 118.2(3) . . ? C28 C29 C33 119.4(3) . . ? C24 C29 C33 122.3(3) . . ? C3 C4 C5 120.6(3) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? C12 C13 C8 117.4(4) . . ? C12 C13 C17 120.6(3) . . ? C8 C13 C17 122.1(3) . . ? C20 C21 H21A 109.7 . . ? C20 C21 H21B 109.3 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.4 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C10 C9 C8 118.3(3) . . ? C10 C9 C14 119.9(3) . . ? C8 C9 C14 121.8(3) . . ? C26 C25 C24 117.7(3) . . ? C26 C25 C30 120.0(3) . . ? C24 C25 C30 122.3(3) . . ? C27 C28 C29 121.5(3) . . ? C27 C28 H28 119.3 . . ? C29 C28 H28 119.3 . . ? C11 C10 C9 121.3(4) . . ? C11 C10 H10 119.3 . . ? C9 C10 H10 119.4 . . ? C35 C33 C34 110.7(4) . . ? C35 C33 C29 110.3(4) . . ? C34 C33 C29 115.0(4) . . ? C35 C33 H33 106.7 . . ? C34 C33 H33 106.8 . . ? C29 C33 H33 106.8 . . ? C9 C14 C16 113.9(3) . . ? C9 C14 C15 110.4(3) . . ? C16 C14 C15 110.4(3) . . ? C9 C14 H14 107.2 . . ? C16 C14 H14 107.2 . . ? C15 C14 H14 107.4 . . ? C11 C12 C13 122.1(4) . . ? C11 C12 H12 119.0 . . ? C13 C12 H12 118.9 . . ? C14 C15 H15A 109.0 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 110.0 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 110.0 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 108.9 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C13 C17 C19 112.5(3) . . ? C13 C17 C18 111.4(4) . . ? C19 C17 C18 110.0(3) . . ? C13 C17 H17 107.5 . . ? C19 C17 H17 107.7 . . ? C18 C17 H17 107.4 . . ? C28 C27 C26 119.6(3) . . ? C28 C27 H27 120.3 . . ? C26 C27 H27 120.1 . . ? C31 C30 C32 110.8(4) . . ? C31 C30 C25 109.3(4) . . ? C32 C30 C25 113.9(4) . . ? C31 C30 H30 107.7 . . ? C32 C30 H30 107.5 . . ? C25 C30 H30 107.4 . . ? C12 C11 C10 120.0(3) . . ? C12 C11 H11 120.2 . . ? C10 C11 H11 119.8 . . ? C27 C26 C25 121.7(3) . . ? C27 C26 H26 119.1 . . ? C25 C26 H26 119.2 . . ? C17 C19 H19A 109.4 . . ? C17 C19 H19B 109.6 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C33 C34 H34A 109.8 . . ? C33 C34 H34B 109.3 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.3 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C17 C18 H18A 109.2 . . ? C17 C18 H18B 109.9 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.4 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.7 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.2 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C33 C35 H35A 109.0 . . ? C33 C35 H35B 109.8 . . ? H35A C35 H35B 109.5 . . ? C33 C35 H35C 109.6 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C30 C32 H32A 108.9 . . ? C30 C32 H32B 109.7 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.9 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.7 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.254 _refine_diff_density_min -0.332 _refine_diff_density_rms 0.049 data_shelxl6 _database_code_depnum_ccdc_archive 'CCDC 908869' #TrackingRef 'ld120307b1-1.cif' _audit_creation_method SHELXL-2012 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H14 B Cl2 N' _chemical_formula_sum 'C11 H14 B Cl2 N' _chemical_formula_weight 241.94 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' 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system orthorhombic _space_group_IT_number 62 _space_group_name_H-M_alt 'P n m a' _space_group_name_Hall '-P 2ac 2n' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 13.5840(3) _cell_length_b 6.9169(7) _cell_length_c 12.8092(7) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1203.54(14) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7985 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_density_diffrn 1.335 _exptl_crystal_F_000 504 _exptl_transmission_factor_min ? _exptl_transmission_factor_max ? _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.30 _exptl_absorpt_coefficient_mu 0.504 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -1 0 0 0.208 1 0 0 0.126 0 -1 1 0.072 0 1 -1 0.150 0 1 1 0.151 0 -1 -1 0.051 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.887 _exptl_absorpt_correction_T_max 0.936 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius KappaCCD area detector' _diffrn_measurement_method '\f and \w scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_reflns_number 7481 _diffrn_reflns_sigmaI/netI 0.0230 _diffrn_reflns_av_R_equivalents 0.0358 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 4.205 _diffrn_reflns_theta_max 26.373 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_max 0.983 _diffrn_measured_fraction_theta_full 0.982 _diffrn_reflns_Laue_measured_fraction_max 0.983 _diffrn_reflns_Laue_measured_fraction_full 0.982 _diffrn_reflns_point_group_measured_fraction_max 0.983 _diffrn_reflns_point_group_measured_fraction_full 0.982 _reflns_number_total 1316 _reflns_number_gt 1087 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_max . _reflns_Friedel_fraction_full . _reflns_special_details ; The reflections were merged according to the crystal class for structure refinement and the calculation of statistics. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection 'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'COLLECT and DENZO' _computing_data_reduction 'COLLECT and DENZO' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-2012 (Sheldrick, 2012)' _refine_special_details ; ? ; _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^)+(0.0489P)^2^+0.7401P] where P=(Fo^2^+2Fc^2^)/3 ; _atom_sites_solution_primary ? _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 1316 _refine_ls_number_parameters 91 _refine_ls_number_restraints 37 _refine_ls_R_factor_all 0.0589 _refine_ls_R_factor_gt 0.0440 _refine_ls_wR_factor_ref 0.1164 _refine_ls_wR_factor_gt 0.1038 _refine_ls_goodness_of_fit_ref 1.138 _refine_ls_restrained_S_all 1.289 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.23033(4) 0.47200(10) 0.35384(5) 0.0546(3) Uani 1 1 d D . . N1 N 0.39273(17) 0.2500 0.28303(18) 0.0353(6) Uani 1 2 d SD . . C1 C 0.3699(2) 0.2500 0.4715(2) 0.0330(6) Uani 1 2 d SD . . B1 B 0.3062(2) 0.2500 0.3680(3) 0.0365(7) Uani 1 2 d SD A . C6 C 0.3478(2) 0.2500 0.5761(2) 0.0402(7) Uani 1 2 d SD A . H6 H 0.2824 0.2500 0.5977 0.048 Uiso 1 2 d SRD . . C3 C 0.5449(2) 0.2500 0.5151(2) 0.0385(7) Uani 1 2 d SD . . H3 H 0.6104 0.2500 0.4940 0.046 Uiso 1 2 d SRD A . C7 C 0.4761(2) 0.2500 0.3301(2) 0.0367(7) Uani 1 2 d SD A . H7 H 0.5360 0.2500 0.2949 0.044 Uiso 1 2 d SRD . . C2 C 0.4693(2) 0.2500 0.4427(2) 0.0327(6) Uani 1 2 d SD A . C5 C 0.4223(3) 0.2500 0.6497(2) 0.0433(8) Uani 1 2 d SD . . H5 H 0.4064 0.2500 0.7203 0.052 Uiso 1 2 d SRD A . C4 C 0.5204(2) 0.2500 0.6191(2) 0.0425(7) Uani 1 2 d SD A . H4 H 0.5697 0.2500 0.6695 0.051 Uiso 1 2 d SRD . . C9 C 0.2826(2) 0.2500 0.1264(3) 0.0531(9) Uani 1 2 d SD . . H9A H 0.2820 0.2500 0.0520 0.064 Uiso 1 2 d SRD A . H9B H 0.2470 0.1466 0.1591 0.064 Uiso 1 1 d RD . . C8 C 0.3872(5) 0.2500 0.1666(7) 0.0498(11) Uani 0.5 2 d SPDU A 1 C10 C 0.4202(5) 0.0261(9) 0.1370(5) 0.0713(18) Uani 0.5 1 d PDU A 1 H10A H 0.4889 0.0055 0.1574 0.107 Uiso 0.5 1 calc PRD A 1 H10B H 0.4132 0.0058 0.0617 0.107 Uiso 0.5 1 calc PRD A 1 H10C H 0.3780 -0.0654 0.1745 0.107 Uiso 0.5 1 calc PRD A 1 C8A C 0.3883(5) 0.2705(15) 0.1652(7) 0.0498(11) Uani 0.25 1 d PDU A -1 C10A C 0.4544(4) 0.1173(11) 0.1160(5) 0.0713(18) Uani 0.5 1 d PDU A -1 H10D H 0.5202 0.1317 0.1465 0.107 Uiso 0.5 1 calc PRD A -1 H10E H 0.4572 0.1461 0.0412 0.107 Uiso 0.5 1 calc PRD A -1 H10F H 0.4313 -0.0156 0.1262 0.107 Uiso 0.5 1 calc PRD A -1 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 Cl1 0.0437(4) 0.0638(4) 0.0564(4) -0.0016(3) -0.0032(2) 0.0216(3) N1 0.0268(12) 0.0460(14) 0.0331(13) 0.000 -0.0010(10) 0.000 C1 0.0281(14) 0.0320(15) 0.0389(15) 0.000 0.0035(11) 0.000 B1 0.0228(15) 0.048(2) 0.0391(18) 0.000 0.0028(13) 0.000 C6 0.0341(15) 0.0453(18) 0.0411(16) 0.000 0.0092(13) 0.000 C3 0.0298(15) 0.0480(18) 0.0379(16) 0.000 -0.0032(12) 0.000 C7 0.0266(14) 0.0473(17) 0.0362(16) 0.000 0.0004(12) 0.000 C2 0.0278(14) 0.0371(15) 0.0331(15) 0.000 0.0005(11) 0.000 C5 0.0490(19) 0.0492(19) 0.0318(15) 0.000 0.0048(13) 0.000 C4 0.0431(17) 0.0470(18) 0.0374(16) 0.000 -0.0093(14) 0.000 C9 0.0439(19) 0.078(3) 0.0372(17) 0.000 -0.0097(15) 0.000 C8 0.0337(17) 0.085(3) 0.0302(16) 0.000 -0.0020(13) 0.000 C10 0.065(3) 0.114(5) 0.034(2) -0.015(3) 0.000(2) 0.030(3) C8A 0.0337(17) 0.085(3) 0.0302(16) 0.000 -0.0020(13) 0.000 C10A 0.065(3) 0.114(5) 0.034(2) -0.015(3) 0.000(2) 0.030(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl1 B1 1.8581(19) . ? N1 C7 1.284(4) . ? N1 C8 1.494(9) . ? N1 C8A 1.518(9) . ? N1 B1 1.603(4) . ? C1 C6 1.373(4) . ? C1 C2 1.399(4) . ? C1 B1 1.583(4) . ? B1 Cl1 1.8582(19) 8_565 ? C6 C5 1.383(5) . ? C6 H6 0.9305 . ? C3 C4 1.374(4) . ? C3 C2 1.384(4) . ? C3 H3 0.9299 . ? C7 C2 1.445(4) . ? C7 H7 0.9302 . ? C5 C4 1.389(5) . ? C5 H5 0.9297 . ? C4 H4 0.9302 . ? C9 C8 1.510(7) . ? C9 C8A 1.525(8) . ? C9 H9A 0.9530 . ? C9 H9B 0.9596 . ? C8 C10A 1.447(7) . ? C8 C10 1.656(6) 8_565 ? C8 C10 1.656(6) . ? C10 C8A 1.782(14) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C8A C10A 1.525(9) . ? C10A H10D 0.9800 . ? C10A H10E 0.9800 . ? C10A H10F 0.9800 . ? 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 C7 N1 C8 120.9(3) . . ? C7 N1 C8A 120.2(3) . . ? C8 N1 C8A 5.4(4) . . ? C7 N1 B1 109.2(2) . . ? C8 N1 B1 129.9(3) . . ? C8A N1 B1 130.3(3) . . ? C6 C1 C2 117.9(3) . . ? C6 C1 B1 134.2(3) . . ? C2 C1 B1 107.9(2) . . ? C1 B1 N1 99.6(2) . . ? C1 B1 Cl1 112.66(13) . . ? N1 B1 Cl1 109.90(13) . . ? C1 B1 Cl1 112.67(13) . 8_565 ? N1 B1 Cl1 109.90(13) . 8_565 ? Cl1 B1 Cl1 111.46(17) . 8_565 ? C1 C6 C5 120.3(3) . . ? C1 C6 H6 119.9 . . ? C5 C6 H6 119.7 . . ? C4 C3 C2 118.0(3) . . ? C4 C3 H3 120.9 . . ? C2 C3 H3 121.1 . . ? N1 C7 C2 114.3(3) . . ? N1 C7 H7 123.0 . . ? C2 C7 H7 122.7 . . ? C3 C2 C1 122.7(3) . . ? C3 C2 C7 128.3(3) . . ? C1 C2 C7 109.0(2) . . ? C6 C5 C4 120.7(3) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.8 . . ? C3 C4 C5 120.4(3) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.7 . . ? C8 C9 C8A 5.4(4) . . ? C8 C9 H9A 110.4 . . ? C8A C9 H9A 109.5 . . ? C8 C9 H9B 109.0 . . ? C8A C9 H9B 113.7 . . ? H9A C9 H9B 115.6 . . ? C10A C8 N1 114.5(5) . . ? C10A C8 C9 116.2(5) . . ? N1 C8 C9 112.8(5) . . ? C10A C8 C10 108.7(6) . 8_565 ? N1 C8 C10 102.4(4) . 8_565 ? C9 C8 C10 100.2(4) . 8_565 ? C10A C8 C10 30.0(4) . . ? N1 C8 C10 102.4(4) . . ? C9 C8 C10 100.2(4) . . ? C10 C8 C10 138.5(7) 8_565 . ? C8 C10 C8A 2.3(5) . . ? C8 C10 H10A 109.5 . . ? C8A C10 H10A 108.4 . . ? C8 C10 H10B 109.5 . . ? C8A C10 H10B 108.2 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? C8A C10 H10C 111.8 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N1 C8A C10A 108.8(6) . . ? N1 C8A C9 110.6(5) . . ? C10A C8A C9 110.8(6) . . ? N1 C8A C10 95.9(6) . . ? C10A C8A C10 27.6(4) . . ? C9 C8A C10 94.3(6) . . ? C8 C10A C8A 4.7(5) . . ? C8 C10A H10D 109.5 . . ? C8A C10A H10D 107.6 . . ? C8 C10A H10E 109.5 . . ? C8A C10A H10E 106.6 . . ? H10D C10A H10E 109.5 . . ? C8 C10A H10F 109.5 . . ? C8A C10A H10F 114.1 . . ? H10D C10A H10F 109.5 . . ? H10E C10A H10F 109.5 . . ? _refine_diff_density_max 0.247 _refine_diff_density_min -0.392 _refine_diff_density_rms 0.058 _shelxl_version_number 2012-4 _shelx_res_file ; TITL Compound X CELL 0.71073 13.5840 6.9170 12.8090 90.000 90.000 90.000 ZERR 4.00 0.0003 0.0007 0.0007 0.00 0.00 0.00 LATT 1 SYMM 1/2 - X, - Y, 1/2 + Z SYMM 1/2 + X, 1/2 - Y, 1/2 - Z SYMM - X, 1/2 + Y, - Z SFAC C H B N CL DISP C 0.00330 0.00160 DISP H 0.00000 0.00000 DISP B 0.00130 0.00070 DISP N 0.00610 0.00330 DISP Cl 0.14840 0.15850 UNIT 44 56 4 4 8 MERG 2 OMIT -3.00 180.00 OMIT 0 1 3 OMIT 6 1 2 OMIT 3 2 1 OMIT 3 2 3 OMIT 2 2 3 OMIT 2 0 7 OMIT 6 2 2 OMIT 7 1 1 OMIT 3 3 2 OMIT 7 1 3 OMIT 1 1 7 SHEL 5.0 0.8 EQIV $1 x, -y+1/2, z SADI N1 C8 N1 C8A DFIX 1.54 0.01 C8 C10 C8A C10A C8 C10A_$1 C8A C10_$1 C8 C9 C8A C9 SADI C9 C10A C9 C10A C9 C10_$1 C9 C10A_$1 C10 C10a_$1 C10 C10a_$1 FREE C10 C10A C10 C10_$1 C10a C10a_$1 C10_$1 C10a_$1 EADP C8 C8A EADP C10 C10A ISOR 0.010 C10 C10A ISOR 0.010 C8 C8A FMAP 2 PLAN 20 ACTA BOND $H LIST 4 L.S. 8 TEMP -123.00 WGHT 0.048900 0.740100 FVAR 2.23855 CL1 5 0.230326 0.471997 0.353845 11.00000 0.04371 0.06375 = 0.05636 -0.00162 -0.00319 0.02156 N1 4 0.392729 10.250000 0.283032 10.50000 0.02681 0.04598 = 0.03305 10.00000 -0.00100 10.00000 C1 1 0.369939 10.250000 0.471485 10.50000 0.02809 0.03196 = 0.03894 10.00000 0.00352 10.00000 B1 3 0.306177 10.250000 0.368043 10.50000 0.02284 0.04770 = 0.03907 10.00000 0.00278 10.00000 C6 1 0.347807 10.250000 0.576082 10.50000 0.03407 0.04526 = 0.04113 10.00000 0.00922 10.00000 AFIX 3 H6 2 0.282407 0.250000 0.597686 10.50000 -1.20000 AFIX 0 C3 1 0.544921 10.250000 0.515052 10.50000 0.02976 0.04798 = 0.03789 10.00000 -0.00322 10.00000 AFIX 3 H3 2 0.610421 0.250000 0.493953 10.50000 -1.20000 AFIX 0 C7 1 0.476143 10.250000 0.330133 10.50000 0.02662 0.04735 = 0.03622 10.00000 0.00038 10.00000 AFIX 3 H7 2 0.536043 0.250000 0.294934 10.50000 -1.20000 AFIX 0 C2 1 0.469266 10.250000 0.442685 10.50000 0.02780 0.03711 = 0.03308 10.00000 0.00045 10.00000 C5 1 0.422338 10.250000 0.649678 10.50000 0.04897 0.04924 = 0.03179 10.00000 0.00478 10.00000 AFIX 3 H5 2 0.406438 0.250000 0.720274 10.50000 -1.20000 AFIX 0 C4 1 0.520434 10.250000 0.619118 10.50000 0.04308 0.04697 = 0.03741 10.00000 -0.00933 10.00000 AFIX 3 H4 2 0.569737 0.250000 0.669519 10.50000 -1.20000 AFIX 0 C9 1 0.282642 10.250000 0.126426 10.50000 0.04391 0.07803 = 0.03723 10.00000 -0.00971 10.00000 AFIX 3 H9A 2 0.282043 0.250000 0.052026 10.50000 -1.20000 H9B 2 0.247043 0.146600 0.159127 11.00000 -1.20000 AFIX 0 PART 1 C8 1 0.387191 0.250000 0.166555 10.25000 0.03374 0.08544 = 0.03024 0.00000 -0.00196 0.00000 C10 1 0.420201 0.026129 0.137024 10.50000 0.06508 0.11425 = 0.03449 -0.01541 -0.00028 0.03045 AFIX 33 H10A 2 0.488940 0.005499 0.157402 10.50000 -1.50000 H10B 2 0.413239 0.005754 0.061671 10.50000 -1.50000 H10C 2 0.377959 -0.065357 0.174521 10.50000 -1.50000 AFIX 0 PART -1 C8A 1 0.388297 0.270530 0.165169 10.25000 0.03374 0.08544 = 0.03024 0.00000 -0.00196 0.00000 C10A 1 0.454396 0.117337 0.116024 10.50000 0.06508 0.11425 = 0.03449 -0.01541 -0.00028 0.03045 AFIX 33 H10D 2 0.520187 0.131651 0.146452 10.50000 -1.50000 H10E 2 0.457188 0.146087 0.041166 10.50000 -1.50000 H10F 2 0.431324 -0.015563 0.126237 10.50000 -1.50000 AFIX 0 HKLF 4 REM Compound X REM R1 = 0.0440 for 1087 Fo > 4sig(Fo) and 0.0589 for all 1316 data REM 91 parameters refined using 37 restraints END WGHT 0.0486 0.7405 REM Highest difference peak 0.247, deepest hole -0.392, 1-sigma level 0.058 Q1 1 0.5458 0.2500 0.1233 10.50000 0.05 0.20 Q2 1 0.5203 0.0617 0.4756 11.00000 0.05 0.16 Q3 1 0.3945 0.3374 0.1462 11.00000 0.05 0.16 Q4 1 0.2015 0.3703 0.3059 11.00000 0.05 0.16 Q5 1 0.2525 0.1261 0.0249 11.00000 0.05 0.15 Q6 1 0.2336 0.4008 0.2964 11.00000 0.05 0.15 Q7 1 0.6098 0.0898 0.2054 11.00000 0.05 0.15 Q8 1 0.6762 0.0941 0.4598 11.00000 0.05 0.15 Q9 1 0.1772 0.1273 0.2110 11.00000 0.05 0.14 Q10 1 0.2753 0.1634 0.3567 11.00000 0.05 0.13 Q11 1 0.5442 0.0853 0.7251 11.00000 0.05 0.13 Q12 1 0.6144 0.1435 0.4786 11.00000 0.05 0.13 Q13 1 0.2612 0.6290 0.4404 11.00000 0.05 0.13 Q14 1 0.4203 0.2500 0.4598 10.50000 0.05 0.13 Q15 1 0.3305 0.1535 -0.0405 11.00000 0.05 0.13 Q16 1 0.3906 0.1699 0.2564 11.00000 0.05 0.13 Q17 1 0.5578 0.1245 0.0763 11.00000 0.05 0.13 Q18 1 0.3359 0.2500 0.4388 10.50000 0.05 0.13 Q19 1 0.3925 -0.1352 -0.0039 11.00000 0.05 0.13 Q20 1 0.4849 0.1928 0.1015 11.00000 0.05 0.13 ; _shelx_res_checksum 58802 _shelx_hkl_file ; -15 3 -1 46.35 28.02 1 -15 3 1 63.46 28.02 1 -14 0 -2 -18.60 23.27 1 -14 0 -1 1860.81 71.29 1 -14 0 0 -55.16 26.21 1 -14 0 1 1797.58 71.44 1 -14 0 2 -50.43 25.56 1 -14 1 -3 -1.49 23.37 1 -14 1 -2 26.10 24.05 1 -14 1 -1 275.90 30.66 1 -14 1 0 -0.13 16.52 1 -14 1 1 354.09 29.29 1 -14 1 2 -5.96 16.56 1 -14 1 3 62.42 18.78 1 -14 2 -4 -14.60 25.76 1 -14 2 -3 11.79 24.42 1 -14 2 -2 0.22 18.65 1 -14 2 -1 1021.83 49.28 1 -14 2 0 401.91 34.75 1 -14 2 1 1070.95 53.59 1 -14 2 3 71.62 26.12 1 -14 2 4 76.59 21.08 1 -14 2 6 15.37 14.74 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194.82 11.60 1 2 -7 6 18.39 9.62 1 2 -7 7 149.20 14.94 1 2 -7 8 31.93 13.90 1 2 -6 -11 212.07 28.40 1 2 -6 -10 192.27 28.13 1 2 -6 -9 12.31 23.35 1 2 -6 -8 10.32 11.31 1 2 -6 -8 -38.67 25.12 1 2 -6 -7 86.80 11.67 1 2 -6 -7 133.61 25.64 1 2 -6 -6 533.76 21.99 1 2 -6 -6 667.16 38.08 1 2 -6 -5 48.29 7.17 1 2 -6 -5 32.60 22.19 1 2 -6 -4 248.55 27.53 1 2 -6 -3 42.58 22.82 1 2 -6 -1 271.72 30.21 1 2 -6 0 2539.33 87.55 1 2 -6 4 180.78 11.29 1 2 -6 4 160.39 11.61 1 2 -6 5 42.09 9.14 1 2 -6 5 32.64 9.19 1 2 -6 6 592.86 26.20 1 2 -6 6 602.45 26.85 1 2 -6 7 108.91 14.53 1 2 -6 7 121.95 15.10 1 2 -6 8 34.27 14.08 1 2 -6 9 114.15 19.29 1 2 -6 9 27.54 15.95 1 2 -5 -13 78.43 21.08 1 2 -5 -12 -27.59 22.01 1 2 -5 -12 -52.96 22.04 1 2 -5 -11 -19.26 21.69 1 2 -5 -10 44.02 21.75 1 2 -5 -10 -3.82 17.36 1 2 -5 -9 2053.57 73.89 1 2 -5 -9 2036.54 67.79 1 2 -5 -8 125.79 19.35 1 2 -5 -8 170.52 17.95 1 2 -5 -7 267.54 19.37 1 2 -5 -7 279.27 28.84 1 2 -5 -6 59.64 12.55 1 2 -5 -5 4265.03 115.33 1 2 -5 -5 4165.64 124.79 1 2 -5 -4 39.96 21.76 1 2 -5 -4 10.64 7.87 1 2 -5 -3 1188.53 50.93 1 2 -5 -3 1041.49 31.01 1 2 -5 -2 47.91 22.69 1 2 -5 -1 2852.80 92.74 1 2 -5 0 2154.26 74.69 1 2 -5 2 12.16 5.43 1 2 -5 2 9.67 6.07 1 2 -5 3 1114.30 35.46 1 2 -5 3 1082.39 33.69 1 2 -5 4 37.00 9.11 1 2 -5 5 4106.08 113.15 1 2 -5 5 4203.17 116.86 1 2 -5 6 74.46 13.34 1 2 -5 6 69.09 14.94 1 2 -5 7 251.20 20.77 1 2 -5 7 213.00 20.33 1 2 -5 8 126.34 17.58 1 2 -5 9 2077.61 70.62 1 2 -4 -14 232.35 31.98 1 2 -4 -14 237.39 22.27 1 2 -4 -13 52.06 24.63 1 2 -4 -13 -35.09 16.63 1 2 -4 -12 19.51 21.37 1 2 -4 -11 413.06 30.92 1 2 -4 -11 381.44 27.52 1 2 -4 -10 715.77 34.30 1 2 -4 -10 751.79 38.20 1 2 -4 -9 187.75 22.33 1 2 -4 -9 165.11 20.52 1 2 -4 -8 1000.08 39.47 1 2 -4 -8 990.27 42.82 1 2 -4 -7 352.75 22.54 1 2 -4 -7 345.37 26.47 1 2 -4 -6 366.81 21.16 1 2 -4 -6 361.39 23.77 1 2 -4 -5 224.96 23.04 1 2 -4 -5 195.49 15.00 1 2 -4 -4 4906.07 139.90 1 2 -4 -4 4772.23 127.61 1 2 -4 -3 76.07 8.55 1 2 -4 -3 88.00 19.06 1 2 -4 -2 526.92 29.57 1 2 -4 -2 521.36 17.76 1 2 -4 -1 728.53 22.02 1 2 -4 -1 745.29 33.05 1 2 -4 0 1010.29 29.05 1 2 -4 0 968.57 28.07 1 2 -4 0 1112.37 45.16 1 2 -4 1 761.83 23.31 1 2 -4 1 753.55 23.40 1 2 -4 2 512.05 18.96 1 2 -4 2 504.71 18.50 1 2 -4 3 79.26 9.14 1 2 -4 3 77.86 9.80 1 2 -4 4 4833.45 131.00 1 2 -4 4 4916.96 132.82 1 2 -4 5 208.73 14.59 1 2 -4 5 188.08 16.05 1 2 -4 6 402.15 23.11 1 2 -4 7 350.18 22.75 1 2 -4 8 1064.85 42.80 1 2 -4 9 167.19 18.82 1 2 -4 10 688.08 34.48 1 2 -3 -15 97.29 22.73 1 2 -3 -14 153.90 23.04 1 2 -3 -14 91.84 15.83 1 2 -3 -13 -6.72 18.13 1 2 -3 -12 -49.04 21.30 1 2 -3 -12 6.03 13.10 1 2 -3 -11 1696.06 65.21 1 2 -3 -11 1579.99 55.36 1 2 -3 -10 645.87 31.36 1 2 -3 -10 768.78 39.93 1 2 -3 -9 83.42 16.03 1 2 -3 -9 124.04 20.61 1 2 -3 -8 208.47 18.95 1 2 -3 -8 203.75 20.54 1 2 -3 -7 1609.69 54.57 1 2 -3 -7 1498.43 51.43 1 2 -3 -6 306.23 19.65 1 2 -3 -6 272.03 19.83 1 2 -3 -5 116.25 13.13 1 2 -3 -5 154.82 16.55 1 2 -3 -4 777.21 31.80 1 2 -3 -4 805.00 27.86 1 2 -3 -3 100.19 9.38 1 2 -3 -3 154.73 17.56 1 2 -3 -2 830.70 26.25 1 2 -3 -2 798.10 31.89 1 2 -3 -1 1634.79 52.81 1 2 -3 -1 1678.30 46.58 1 2 -3 023391.61 588.47 1 2 -3 022547.54 576.67 1 2 -3 1 1670.61 46.79 1 2 -3 1 1754.96 48.58 1 2 -3 2 851.18 27.53 1 2 -3 2 901.10 29.01 1 2 -3 3 140.45 11.30 1 2 -3 3 90.33 9.95 1 2 -3 4 791.90 29.00 1 2 -3 5 85.45 10.24 1 2 -3 6 297.24 19.36 1 2 -3 7 1612.54 55.25 1 2 -3 8 207.51 19.37 1 2 -3 9 72.01 16.66 1 2 -3 10 688.97 37.43 1 2 -3 11 1683.18 64.39 1 2 -2 -16 174.31 33.60 1 2 -2 -15 -5.79 23.61 1 2 -2 -14 296.13 28.11 1 2 -2 -14 346.52 18.92 1 2 -2 -13 7.44 10.38 1 2 -2 -13 9.89 16.20 1 2 -2 -12 206.66 28.68 1 2 -2 -12 177.35 15.18 1 2 -2 -11 263.82 17.73 1 2 -2 -11 330.80 30.50 1 2 -2 -10 2871.01 83.05 1 2 -2 -10 3266.14 103.04 1 2 -2 -9 805.92 36.36 1 2 -2 -9 754.65 29.53 1 2 -2 -8 440.43 28.20 1 2 -2 -8 392.40 19.73 1 2 -2 -7 1179.89 39.65 1 2 -2 -7 1229.63 45.46 1 2 -2 -610845.72 283.29 1 2 -2 -610424.41 269.67 1 2 -2 -5 85.27 12.13 1 2 -2 -5 38.02 12.10 1 2 -2 -4 7434.71 195.33 1 2 -2 -4 8278.22 215.11 1 2 -2 -3 88.53 12.69 1 2 -2 -3 132.77 11.22 1 2 -2 -2 1821.34 55.67 1 2 -2 -2 1870.86 52.63 1 2 -2 -1 6696.38 176.03 1 2 -2 -1 6636.54 170.85 1 2 -2 066034.38 1660.77 1 2 -2 1 7007.08 180.60 1 2 -2 2 1840.09 52.48 1 2 -2 2 1861.80 53.33 1 2 -2 3 123.82 11.55 1 2 -2 4 8191.73 214.12 1 2 -2 5 35.98 9.13 1 2 -2 611072.68 289.94 1 2 -2 7 1220.13 44.24 1 2 -2 8 428.70 27.86 1 2 -2 9 804.44 35.92 1 2 -2 10 3208.72 101.37 1 2 -2 11 312.60 29.13 1 2 -2 12 129.00 25.57 1 2 -1 -16 102.25 27.49 1 2 -1 -15 75.12 27.38 1 2 -1 -14 76.45 26.20 1 2 -1 -13 104.58 8.92 1 2 -1 -13 102.12 25.77 1 2 -1 -12 34.44 7.16 1 2 -1 -12 2.14 21.23 1 2 -1 -11 328.34 26.08 1 2 -1 -11 304.33 14.63 1 2 -1 -10 314.82 14.87 1 2 -1 -10 349.90 28.69 1 2 -1 -9 2878.72 78.88 1 2 -1 -9 3307.45 101.82 1 2 -1 -8 196.80 11.31 1 2 -1 -8 268.44 22.01 1 2 -1 -7 687.10 30.25 1 2 -1 -7 679.14 23.07 1 2 -1 -6 24.05 11.01 1 2 -1 -6 10.51 6.31 1 2 -1 -5 6898.50 182.85 1 2 -1 -5 6454.65 166.56 1 2 -1 -4 1373.91 43.59 1 2 -1 -4 1160.64 34.02 1 2 -1 -3 1397.61 39.80 1 2 -1 -3 1363.45 41.25 1 2 -1 -2 674.70 22.45 1 2 -1 -2 723.81 23.58 1 2 -1 -1 1890.33 51.49 1 2 -1 054131.36 1357.91 1 2 -1 1 2027.87 55.79 1 2 -1 2 690.50 22.83 1 2 -1 2 703.79 23.47 1 2 -1 3 1449.71 43.30 1 2 -1 4 1304.74 41.36 1 2 -1 5 6928.49 183.46 1 2 -1 6 44.25 13.59 1 2 -1 7 716.14 31.77 1 2 -1 8 239.86 18.63 1 2 -1 9 3273.43 100.53 1 2 -1 10 374.32 26.34 1 2 -1 11 352.28 28.24 1 2 -1 12 -22.68 21.13 1 2 -1 13 126.44 26.75 1 2 0 -16 168.73 32.84 1 2 0 -15 114.81 28.91 1 2 0 -14 1298.07 61.69 1 2 0 -13 16.83 24.24 1 2 0 -11 1262.83 52.28 1 2 0 -10 4419.03 132.44 1 2 0 -9 392.68 29.13 1 2 0 -8 2086.94 67.88 1 2 0 -7 627.53 30.89 1 2 0 -6 4172.05 117.49 1 2 0 -5 292.26 16.79 1 2 0 -422921.04 581.98 1 2 0 -3 153.53 11.86 1 2 0 -2 5909.96 153.81 1 2 0 -111977.35 303.09 1 2 0 0 4024.07 104.03 1 2 0 111726.67 297.96 1 2 0 2 6087.40 158.13 1 2 0 2 5973.43 155.40 1 2 0 3 137.66 11.09 1 2 0 423963.79 608.11 1 2 0 5 374.52 18.72 1 2 0 6 4424.80 123.26 1 2 0 7 685.13 31.49 1 2 0 8 2138.96 68.81 1 2 0 9 295.24 25.02 1 2 0 10 4333.16 128.20 1 2 0 11 1227.61 52.72 1 2 0 13 22.41 23.05 1 2 1 -16 148.23 31.18 1 2 1 -15 128.18 24.45 1 2 1 -14 -41.77 19.17 1 2 1 -13 123.18 21.63 1 2 1 -12 15.60 22.20 1 2 1 -11 339.51 30.61 1 2 1 -10 302.96 28.63 1 2 1 -9 3141.85 96.60 1 2 1 -8 277.14 23.16 1 2 1 -7 655.18 29.54 1 2 1 -6 -21.76 13.80 1 2 1 -5 6688.29 177.32 1 2 1 -4 1283.45 41.47 1 2 1 -3 1454.38 43.79 1 2 1 -2 623.85 20.78 1 2 1 -1 1855.48 51.05 1 2 1 052139.63 1306.84 1 2 1 1 1874.58 50.85 1 2 1 2 667.79 22.45 1 2 1 2 676.72 22.18 1 2 1 3 1417.60 42.15 1 2 1 4 1314.91 41.46 1 2 1 5 7101.09 188.29 1 2 1 6 21.90 12.75 1 2 1 7 705.67 31.12 1 2 1 8 218.38 20.59 1 2 1 9 3295.08 100.88 1 2 1 10 422.29 29.62 1 2 1 11 237.44 24.66 1 2 1 12 22.62 14.93 1 2 1 13 145.03 24.46 1 2 1 14 16.86 23.80 1 2 2 -15 73.51 25.89 1 2 2 -14 384.23 34.85 1 2 2 -13 36.49 24.71 1 2 2 -12 222.97 30.99 1 2 2 -11 181.13 27.70 1 2 2 -10 3220.97 102.40 1 2 2 -9 893.16 41.61 1 2 2 -8 431.59 25.96 1 2 2 -7 1175.38 44.99 1 2 2 -611028.65 288.90 1 2 2 -5 81.59 13.72 1 2 2 -4 7591.06 198.62 1 2 2 -3 110.92 9.19 1 2 2 -2 1844.41 52.07 1 2 2 -1 6679.55 171.52 1 2 2 1 6792.06 174.02 1 2 2 2 1793.57 50.45 1 2 2 2 1776.02 49.33 1 2 2 3 143.22 11.03 1 2 2 4 8154.64 211.88 1 2 2 5 64.36 11.81 1 2 2 611510.01 300.24 1 2 2 7 1223.01 44.78 1 2 2 8 459.27 27.12 1 2 2 9 902.38 40.41 1 2 2 10 3055.52 96.33 1 2 2 11 331.42 25.12 1 2 2 12 165.00 22.01 1 2 2 13 -23.31 19.86 1 2 2 14 312.26 32.31 1 2 3 -15 49.72 21.55 1 2 3 -14 126.45 22.70 1 2 3 -13 -32.12 20.60 1 2 3 -12 -1.32 20.12 1 2 3 -11 1673.83 65.49 1 2 3 -10 713.70 39.33 1 2 3 -9 107.63 20.34 1 2 3 -8 130.13 18.56 1 2 3 -7 1474.85 50.93 1 2 3 -6 308.17 20.50 1 2 3 -5 109.22 13.35 1 2 3 -4 788.46 27.91 1 2 3 -3 125.24 9.89 1 2 3 -2 811.60 25.69 1 2 3 -1 1639.49 44.43 1 2 3 021440.68 539.80 1 2 3 1 1615.04 43.31 1 2 3 2 741.97 23.26 1 2 3 3 103.96 8.87 1 2 3 3 100.87 8.72 1 2 3 4 739.33 25.74 1 2 3 5 100.81 12.20 1 2 3 6 239.60 17.34 1 2 3 7 1612.45 53.89 1 2 3 8 126.90 17.80 1 2 3 9 65.95 18.62 1 2 3 10 737.31 37.82 1 2 3 11 1807.39 67.36 1 2 3 12 49.74 21.71 1 2 3 13 38.59 22.50 1 2 3 14 48.21 25.73 1 2 4 -14 313.38 35.21 1 2 4 -13 44.44 21.82 1 2 4 -12 29.79 18.01 1 2 4 -11 406.80 32.28 1 2 4 -10 641.57 37.28 1 2 4 -9 162.40 22.77 1 2 4 -8 1067.47 43.36 1 2 4 -7 352.68 23.72 1 2 4 -6 375.04 22.61 1 2 4 -5 187.10 15.74 1 2 4 -4 4635.88 124.48 1 2 4 -3 72.94 8.61 1 2 4 -2 509.82 17.43 1 2 4 3 96.16 8.21 1 2 4 4 4723.13 126.17 1 2 4 4 4724.23 125.70 1 2 4 5 210.55 14.65 1 2 4 6 400.73 21.17 1 2 4 7 337.92 20.03 1 2 4 8 1048.42 41.96 1 2 4 9 159.67 20.18 1 2 4 10 674.43 35.36 1 2 4 11 300.37 23.62 1 2 4 12 0.15 19.97 1 2 5 -13 82.79 26.20 1 2 5 -12 -43.62 24.14 1 2 5 -11 -11.33 19.46 1 2 5 -10 46.62 21.12 1 2 5 -9 2111.39 72.09 1 2 5 -8 232.16 21.96 1 2 5 -7 264.46 21.12 1 2 5 -5 4384.40 119.56 1 2 5 -3 1054.41 32.05 1 2 5 5 4224.66 114.47 1 2 5 5 4160.73 112.12 1 2 5 6 52.19 11.69 1 2 5 7 261.39 18.46 1 2 5 8 173.27 17.33 1 2 5 9 2156.27 70.70 1 2 5 10 11.90 17.02 1 2 6 -12 -2.51 21.49 1 2 6 -11 239.86 26.84 1 2 6 -10 241.89 22.74 1 2 6 -9 117.13 19.26 1 2 6 -8 30.86 14.75 1 2 6 -7 123.29 15.37 1 2 6 -6 587.32 25.49 1 2 6 -5 37.14 9.28 1 2 6 6 592.72 22.72 1 2 6 7 143.63 13.39 1 2 6 7 126.64 13.23 1 2 6 8 14.57 11.69 1 2 6 8 40.62 12.29 1 2 6 9 137.01 17.22 1 2 6 10 231.47 21.86 1 2 6 11 144.50 22.05 1 2 6 12 11.22 18.64 1 2 7 -10 50.06 19.77 1 2 7 8 2.27 8.94 1 2 7 9 19.20 12.00 1 2 7 10 60.14 15.70 1 3 -8 -7 22.26 29.63 1 3 -8 -6 223.10 35.07 1 3 -8 -5 -1.78 19.16 1 3 -7 -10 546.67 43.73 1 3 -7 -9 115.29 28.42 1 3 -7 -7 225.30 32.83 1 3 -7 -6 120.21 31.29 1 3 -7 -5 64.81 27.33 1 3 -7 -4 181.90 32.12 1 3 -7 -3 1113.62 55.69 1 3 -7 5 21.18 8.98 1 3 -7 6 116.33 12.83 1 3 -7 7 244.76 18.86 1 3 -6 -12 3.53 21.64 1 3 -6 -11 -12.05 23.06 1 3 -6 -10 180.58 25.13 1 3 -6 -9 0.75 20.11 1 3 -6 -8 122.83 25.64 1 3 -6 -8 201.80 17.74 1 3 -6 -7 39.05 11.35 1 3 -6 -7 16.52 15.46 1 3 -6 -6 2.30 8.62 1 3 -6 -6 -21.64 21.90 1 3 -6 -5 -13.65 22.79 1 3 -6 -5 6.10 6.86 1 3 -6 -4 34.93 6.62 1 3 -6 -4 21.40 18.06 1 3 -6 -3 28.57 21.57 1 3 -6 -2 1283.15 56.99 1 3 -6 3 48.78 7.18 1 3 -6 4 23.45 8.48 1 3 -6 4 28.99 9.09 1 3 -6 5 14.22 9.28 1 3 -6 5 6.89 8.96 1 3 -6 6 22.37 10.81 1 3 -6 7 28.92 13.25 1 3 -6 7 3.73 11.72 1 3 -6 8 129.48 16.54 1 3 -6 8 105.73 17.35 1 3 -6 9 23.91 14.19 1 3 -5 -13 29.45 22.13 1 3 -5 -12 250.20 25.83 1 3 -5 -11 -19.54 19.89 1 3 -5 -11 126.82 24.27 1 3 -5 -10 698.13 35.97 1 3 -5 -10 726.70 37.58 1 3 -5 -9 14.65 12.71 1 3 -5 -9 78.11 21.98 1 3 -5 -8 68.49 21.89 1 3 -5 -7 2210.22 69.81 1 3 -5 -7 2354.32 80.71 1 3 -5 -6 118.92 13.43 1 3 -5 -6 91.47 22.74 1 3 -5 -5 145.19 25.79 1 3 -5 -5 109.15 12.38 1 3 -5 -4 17.27 8.14 1 3 -5 -3 1254.07 50.61 1 3 -5 -3 1259.34 38.20 1 3 -5 -2 1169.16 47.85 1 3 -5 -2 1055.39 31.98 1 3 -5 -1 353.36 13.83 1 3 -5 -1 291.91 24.22 1 3 -5 1 360.17 14.50 1 3 -5 1 352.32 14.43 1 3 -5 2 1058.12 33.46 1 3 -5 2 1053.01 33.42 1 3 -5 3 1299.34 41.16 1 3 -5 3 1238.47 38.95 1 3 -5 4 47.87 9.73 1 3 -5 4 34.99 10.85 1 3 -5 5 135.83 15.19 1 3 -5 5 118.92 13.78 1 3 -5 6 103.30 13.16 1 3 -5 6 106.48 15.78 1 3 -5 7 2276.77 73.43 1 3 -5 7 2417.61 76.13 1 3 -5 8 128.85 19.98 1 3 -5 9 -12.51 18.30 1 3 -5 9 22.00 17.88 1 3 -5 10 688.52 37.67 1 3 -5 11 54.85 21.25 1 3 -5 12 240.81 24.98 1 3 -4 -14 -1.08 24.96 1 3 -4 -13 -14.32 15.73 1 3 -4 -13 56.81 24.28 1 3 -4 -12 1340.03 57.45 1 3 -4 -12 1378.43 53.57 1 3 -4 -11 19.96 14.23 1 3 -4 -10 169.64 21.24 1 3 -4 -10 142.55 22.69 1 3 -4 -9 123.16 17.04 1 3 -4 -9 117.57 20.25 1 3 -4 -8 2828.36 89.24 1 3 -4 -8 2741.68 85.35 1 3 -4 -7 978.35 40.61 1 3 -4 -7 1107.30 42.66 1 3 -4 -6 4787.18 132.55 1 3 -4 -6 4932.88 141.29 1 3 -4 -5 15.02 13.82 1 3 -4 -5 -10.40 11.04 1 3 -4 -4 2961.38 83.83 1 3 -4 -4 3235.10 98.35 1 3 -4 -3 1613.75 57.41 1 3 -4 -3 1551.54 46.58 1 3 -4 -2 4919.92 139.42 1 3 -4 -2 4553.06 120.95 1 3 -4 -1 952.43 29.69 1 3 -4 1 967.98 30.54 1 3 -4 1 1007.59 31.69 1 3 -4 2 4750.13 126.01 1 3 -4 2 4715.04 126.04 1 3 -4 3 1563.73 47.86 1 3 -4 3 1510.54 46.96 1 3 -4 4 3098.75 88.74 1 3 -4 4 3170.14 89.36 1 3 -4 5 29.55 13.92 1 3 -4 6 4796.21 133.84 1 3 -4 6 4567.88 128.87 1 3 -4 7 1076.84 42.10 1 3 -4 7 1082.63 43.67 1 3 -4 8 2651.15 83.18 1 3 -4 9 77.58 18.70 1 3 -4 10 75.56 19.70 1 3 -3 -15 18.23 25.12 1 3 -3 -14 13.05 22.71 1 3 -3 -13 94.15 15.24 1 3 -3 -13 125.56 20.97 1 3 -3 -12 21.22 12.63 1 3 -3 -12 56.06 22.07 1 3 -3 -11 1679.92 64.91 1 3 -3 -11 1452.04 51.31 1 3 -3 -10 2228.58 75.48 1 3 -3 -10 2124.84 67.87 1 3 -3 -9 90.33 15.95 1 3 -3 -9 46.54 19.65 1 3 -3 -8 338.61 25.05 1 3 -3 -8 275.37 20.75 1 3 -3 -7 438.93 24.54 1 3 -3 -7 504.64 25.61 1 3 -3 -6 584.59 27.60 1 3 -3 -6 463.88 23.19 1 3 -3 -5 72.46 12.99 1 3 -3 -5 132.21 16.58 1 3 -3 -4 379.59 18.03 1 3 -3 -4 385.68 23.05 1 3 -3 -3 6886.59 180.32 1 3 -3 -3 6764.43 181.53 1 3 -3 -2 60.13 15.67 1 3 -3 -2 60.59 8.60 1 3 -3 -1 6178.73 161.16 1 3 -3 1 6229.38 162.79 1 3 -3 2 54.66 9.29 1 3 -3 2 56.50 9.57 1 3 -3 3 7069.33 185.52 1 3 -3 3 7174.12 188.77 1 3 -3 4 394.71 20.49 1 3 -3 4 349.06 17.91 1 3 -3 5 131.97 12.42 1 3 -3 5 166.53 14.08 1 3 -3 6 537.57 26.49 1 3 -3 7 502.68 27.73 1 3 -3 8 311.21 21.53 1 3 -3 9 56.91 18.89 1 3 -3 10 2006.11 70.29 1 3 -3 11 1430.47 58.18 1 3 -2 -15 68.21 27.70 1 3 -2 -14 -2.40 24.47 1 3 -2 -13 213.58 14.62 1 3 -2 -13 230.05 24.77 1 3 -2 -12 1199.64 54.88 1 3 -2 -12 1047.04 36.43 1 3 -2 -11 301.52 30.25 1 3 -2 -11 339.71 18.69 1 3 -2 -10 2215.21 66.34 1 3 -2 -10 2358.49 79.96 1 3 -2 -9 -12.02 20.09 1 3 -2 -9 38.41 10.89 1 3 -2 -8 3997.35 117.16 1 3 -2 -8 3830.76 105.81 1 3 -2 -7 0.67 15.44 1 3 -2 -7 -16.36 7.56 1 3 -2 -6 2112.75 66.46 1 3 -2 -6 2081.63 61.44 1 3 -2 -5 98.25 14.84 1 3 -2 -5 145.77 13.40 1 3 -2 -4 1983.76 58.66 1 3 -2 -4 1962.62 58.67 1 3 -2 -3 56.52 10.71 1 3 -2 -3 52.98 12.26 1 3 -2 -243867.50 1103.44 1 3 -2 -1 97.26 9.95 1 3 -2 1 79.74 10.07 1 3 -2 245386.80 1141.78 1 3 -2 3 39.48 10.08 1 3 -2 3 57.73 11.99 1 3 -2 4 2033.13 60.78 1 3 -2 4 2068.06 61.92 1 3 -2 5 180.99 14.17 1 3 -2 6 2122.77 66.66 1 3 -2 7 12.69 14.81 1 3 -2 8 4035.28 117.86 1 3 -2 9 60.33 18.96 1 3 -2 10 2191.42 74.95 1 3 -2 11 301.21 28.62 1 3 -2 12 1143.58 52.04 1 3 -1 -15 -47.01 24.07 1 3 -1 -14 -49.01 21.67 1 3 -1 -13 -6.08 22.87 1 3 -1 -12 433.50 34.31 1 3 -1 -11 299.92 26.33 1 3 -1 -10 3306.40 104.71 1 3 -1 -10 3244.66 86.68 1 3 -1 -9 25.47 6.72 1 3 -1 -9 64.59 20.24 1 3 -1 -8 64.03 7.61 1 3 -1 -8 65.94 14.02 1 3 -1 -7 2543.09 69.53 1 3 -1 -7 2584.81 79.86 1 3 -1 -6 160.89 17.34 1 3 -1 -6 171.77 9.98 1 3 -1 -5 360.01 20.55 1 3 -1 -4 44.37 8.72 1 3 -1 -3 6.44 9.18 1 3 -1 -2 977.01 31.52 1 3 -1 -1 37.12 6.73 1 3 -1 1 21.66 6.44 1 3 -1 2 1001.73 32.58 1 3 -1 3 16.30 7.21 1 3 -1 4 33.43 10.74 1 3 -1 5 411.19 20.40 1 3 -1 6 185.16 17.12 1 3 -1 7 2615.39 80.41 1 3 -1 8 61.79 13.09 1 3 -1 9 39.62 63.58 1 3 -1 10 3330.44 104.31 1 3 -1 11 210.54 21.40 1 3 -1 12 387.36 31.23 1 3 0 -15 4.20 20.26 1 3 0 -14 40.62 22.36 1 3 0 -13 158.93 28.39 1 3 0 -12 3885.64 123.46 1 3 0 -11 89.69 18.45 1 3 0 -10 -48.32 22.78 1 3 0 -9 1331.13 52.58 1 3 0 -810774.24 286.15 1 3 0 -7 5072.95 142.36 1 3 0 -628325.65 722.29 1 3 0 -5 173.54 16.37 1 3 0 -416105.64 413.07 1 3 0 -311108.27 286.84 1 3 0 -256657.87 1424.92 1 3 0 -1 4923.62 129.20 1 3 0 1 4968.49 130.50 1 3 0 255480.73 1394.36 1 3 0 311963.51 307.95 1 3 0 311045.64 284.07 1 3 0 417178.02 438.69 1 3 0 5 180.77 13.74 1 3 0 628638.46 730.35 1 3 0 7 5275.06 146.50 1 3 0 810834.48 287.31 1 3 0 9 1187.08 46.43 1 3 0 11 74.56 16.70 1 3 0 12 3969.24 124.94 1 3 0 13 57.48 22.75 1 3 1 -15 -23.28 26.38 1 3 1 -14 101.77 27.39 1 3 1 -13 -2.69 15.75 1 3 1 -12 360.61 31.59 1 3 1 -11 246.53 28.10 1 3 1 -10 3231.11 101.69 1 3 1 -9 4.40 19.36 1 3 1 -8 59.84 18.86 1 3 1 -7 2433.97 76.62 1 3 1 -6 125.27 17.06 1 3 1 -5 432.88 21.20 1 3 1 -4 -9.39 10.66 1 3 1 -2 939.43 30.92 1 3 1 1 54.53 7.61 1 3 1 2 905.92 29.05 1 3 1 3 2.93 8.80 1 3 1 3 38.17 10.14 1 3 1 4 19.47 9.89 1 3 1 5 425.53 21.40 1 3 1 6 196.21 17.37 1 3 1 7 2493.36 76.87 1 3 1 8 42.06 15.12 1 3 1 9 35.71 18.66 1 3 1 10 3297.47 102.86 1 3 1 11 346.85 29.53 1 3 1 12 353.77 26.86 1 3 2 -15 64.10 29.66 1 3 2 -14 43.63 23.60 1 3 2 -13 167.70 23.83 1 3 2 -12 1182.03 55.03 1 3 2 -11 230.20 28.11 1 3 2 -10 2251.97 78.88 1 3 2 -9 60.77 21.59 1 3 2 -8 4050.78 118.87 1 3 2 -6 1991.93 63.65 1 3 2 -5 107.96 12.37 1 3 2 -4 2031.44 60.36 1 3 2 -3 43.83 11.10 1 3 2 -241110.07 1033.11 1 3 2 -1 63.90 8.58 1 3 2 1 76.41 9.01 1 3 2 242723.49 1074.95 1 3 2 3 43.98 10.04 1 3 2 3 47.43 9.50 1 3 2 4 1905.28 57.41 1 3 2 4 2074.09 61.17 1 3 2 5 147.83 14.31 1 3 2 6 2049.82 63.94 1 3 2 7 37.16 14.79 1 3 2 8 4117.38 120.01 1 3 2 9 34.02 15.53 1 3 2 10 2419.73 81.10 1 3 2 11 360.98 29.83 1 3 2 12 1043.97 47.17 1 3 2 13 189.62 27.56 1 3 2 14 -44.18 24.52 1 3 3 -15 -38.22 28.93 1 3 3 -14 44.32 26.87 1 3 3 -13 93.71 26.58 1 3 3 -12 -7.83 21.61 1 3 3 -11 1590.66 61.92 1 3 3 -10 2079.33 73.64 1 3 3 -9 61.13 20.29 1 3 3 -8 284.76 24.56 1 3 3 -7 461.63 26.51 1 3 3 -6 481.32 24.30 1 3 3 -5 108.02 13.99 1 3 3 -4 383.19 19.86 1 3 3 -3 6665.94 175.27 1 3 3 -2 32.93 7.98 1 3 3 -1 5817.87 150.40 1 3 3 1 5812.16 150.89 1 3 3 2 46.61 7.26 1 3 3 2 47.57 7.09 1 3 3 3 6905.45 180.70 1 3 3 3 6792.55 177.61 1 3 3 4 362.93 17.54 1 3 3 4 336.22 17.43 1 3 3 5 106.27 11.93 1 3 3 5 148.70 14.47 1 3 3 6 502.12 23.42 1 3 3 7 548.70 27.44 1 3 3 8 295.39 23.40 1 3 3 9 86.86 18.45 1 3 3 10 2123.94 73.74 1 3 3 11 1562.30 61.40 1 3 3 12 9.52 20.56 1 3 3 13 139.56 26.07 1 3 3 14 -28.87 23.15 1 3 4 -14 42.86 20.91 1 3 4 -13 -28.18 18.45 1 3 4 -12 1330.85 56.68 1 3 4 -11 28.08 16.96 1 3 4 -10 188.40 21.51 1 3 4 -9 91.26 16.32 1 3 4 -8 2686.23 84.37 1 3 4 -7 1057.61 42.12 1 3 4 -6 4739.50 132.60 1 3 4 -5 -19.19 13.62 1 3 4 -4 3024.56 85.08 1 3 4 -3 1389.83 42.39 1 3 4 -2 4371.67 115.06 1 3 4 -1 917.52 27.43 1 3 4 1 1018.40 29.16 1 3 4 1 910.50 26.58 1 3 4 2 4523.72 117.82 1 3 4 3 1489.64 44.13 1 3 4 3 1523.03 45.02 1 3 4 4 2963.70 82.39 1 3 4 4 2976.12 82.68 1 3 4 5 -17.34 11.54 1 3 4 5 22.12 11.14 1 3 4 6 4693.51 129.51 1 3 4 6 4434.32 123.00 1 3 4 7 1107.32 41.52 1 3 4 8 2745.88 84.46 1 3 4 9 87.65 17.92 1 3 4 10 178.93 22.66 1 3 4 11 13.81 19.91 1 3 4 12 1395.76 59.29 1 3 5 -13 77.10 27.52 1 3 5 -12 173.55 28.45 1 3 5 -11 64.63 23.97 1 3 5 -10 693.18 36.27 1 3 5 -9 -12.45 18.25 1 3 5 -8 115.54 19.20 1 3 5 -7 2361.93 74.47 1 3 5 -6 127.81 15.89 1 3 5 -5 151.79 14.78 1 3 5 -4 55.50 9.99 1 3 5 -3 1215.08 36.86 1 3 5 4 43.01 8.44 1 3 5 5 132.62 12.37 1 3 5 5 103.66 11.79 1 3 5 6 49.26 11.86 1 3 5 6 86.46 12.78 1 3 5 7 2164.64 67.87 1 3 5 7 2196.48 68.15 1 3 5 8 70.62 14.38 1 3 5 8 35.18 14.07 1 3 5 9 26.06 15.92 1 3 5 10 721.07 34.89 1 3 5 10 638.57 34.66 1 3 6 -12 80.54 24.13 1 3 6 -11 29.91 18.87 1 3 6 -10 140.52 22.42 1 3 6 -9 -29.42 17.23 1 3 6 -8 213.54 19.49 1 3 6 -7 35.81 12.35 1 3 6 -6 -13.29 10.02 1 3 6 -5 -7.01 9.18 1 3 6 -4 35.39 7.21 1 3 6 6 10.80 8.10 1 3 6 7 35.17 10.40 1 3 6 7 5.94 9.40 1 3 6 8 203.20 17.64 1 3 6 9 12.05 13.81 1 3 6 10 177.16 20.22 1 3 6 11 25.61 17.45 1 3 6 12 70.97 22.04 1 3 7 -10 461.47 30.48 1 3 7 -9 87.67 18.07 1 3 7 -8 78.67 14.74 1 3 7 -7 219.22 17.56 1 3 7 8 67.36 10.99 1 3 7 9 88.38 14.55 1 3 7 10 367.39 24.04 1 4 -7 4 270.93 14.82 1 4 -7 5 253.84 16.36 1 4 -7 7 19.68 12.84 1 4 -6 -11 3.77 21.30 1 4 -6 -10 50.49 24.54 1 4 -6 -9 166.86 28.03 1 4 -6 -8 24.18 13.38 1 4 -6 -8 46.93 23.65 1 4 -6 -7 87.51 24.75 1 4 -6 -6 118.95 13.26 1 4 -6 -6 224.97 27.81 1 4 -6 -5 502.55 21.95 1 4 -6 -5 541.42 34.31 1 4 -6 -4 13.31 7.32 1 4 -6 -2 111.94 8.55 1 4 -6 1 -4.10 5.97 1 4 -6 1 13.04 5.73 1 4 -6 2 95.41 9.12 1 4 -6 2 83.88 8.65 1 4 -6 3 2.23 8.22 1 4 -6 3 3.36 7.18 1 4 -6 4 35.92 9.94 1 4 -6 4 -14.56 9.38 1 4 -6 5 540.84 24.98 1 4 -6 5 556.72 25.83 1 4 -6 6 137.49 15.48 1 4 -6 6 150.09 15.68 1 4 -6 7 6.28 11.48 1 4 -6 7 87.38 15.79 1 4 -6 8 -29.70 15.59 1 4 -6 8 24.66 15.00 1 4 -5 -12 17.19 20.58 1 4 -5 -11 954.82 44.06 1 4 -5 -11 990.80 46.88 1 4 -5 -10 785.07 41.72 1 4 -5 -10 767.66 39.48 1 4 -5 -9 72.77 18.50 1 4 -5 -9 139.37 23.74 1 4 -5 -8 66.92 16.57 1 4 -5 -8 43.92 20.46 1 4 -5 -7 67.58 15.09 1 4 -5 -6 493.67 24.97 1 4 -5 -6 532.06 32.52 1 4 -5 -5 1796.51 66.51 1 4 -5 -5 1814.20 56.70 1 4 -5 -4 460.55 21.83 1 4 -5 -4 524.76 30.89 1 4 -5 -3 819.10 29.71 1 4 -5 -2 839.32 29.19 1 4 -5 -1 965.50 31.88 1 4 -5 0 673.23 24.11 1 4 -5 1 1041.12 34.20 1 4 -5 1 1011.17 33.64 1 4 -5 2 876.08 30.35 1 4 -5 2 861.98 30.67 1 4 -5 3 848.32 31.84 1 4 -5 3 836.49 30.86 1 4 -5 4 460.83 22.15 1 4 -5 4 458.43 22.42 1 4 -5 5 1827.80 58.27 1 4 -5 5 1882.11 60.72 1 4 -5 6 482.95 25.76 1 4 -5 6 503.68 27.80 1 4 -5 7 35.83 15.35 1 4 -5 7 71.81 17.43 1 4 -5 8 77.80 14.13 1 4 -5 8 78.92 16.60 1 4 -5 9 120.30 19.80 1 4 -5 9 178.02 21.97 1 4 -5 10 659.69 35.67 1 4 -5 11 966.35 48.09 1 4 -5 12 8.61 19.18 1 4 -4 -14 51.62 23.78 1 4 -4 -13 14.91 22.40 1 4 -4 -12 -8.42 17.16 1 4 -4 -11 130.50 17.74 1 4 -4 -11 107.66 22.06 1 4 -4 -10 1096.61 48.32 1 4 -4 -10 1018.93 43.48 1 4 -4 -9 32.78 18.52 1 4 -4 -8 721.99 36.16 1 4 -4 -8 601.13 29.95 1 4 -4 -7 359.17 22.87 1 4 -4 -7 410.55 27.92 1 4 -4 -6 1544.98 53.16 1 4 -4 -6 1645.24 59.11 1 4 -4 -5 25.43 12.61 1 4 -4 -5 13.23 18.22 1 4 -4 -4 5249.14 148.27 1 4 -4 -4 5225.20 142.03 1 4 -4 -3 184.49 13.47 1 4 -4 -2 144.01 12.70 1 4 -4 -1 929.33 31.76 1 4 -4 0 2810.14 78.21 1 4 -4 1 837.84 29.81 1 4 -4 2 169.80 14.05 1 4 -4 2 136.38 12.23 1 4 -4 3 224.76 16.92 1 4 -4 3 185.34 14.41 1 4 -4 4 5452.75 148.82 1 4 -4 4 5474.87 148.92 1 4 -4 5 1.25 11.51 1 4 -4 5 34.17 14.31 1 4 -4 6 1487.25 52.65 1 4 -4 6 1572.86 54.25 1 4 -4 7 348.27 24.30 1 4 -4 7 309.62 24.80 1 4 -4 8 571.12 31.71 1 4 -4 8 636.51 33.24 1 4 -4 9 7.15 17.03 1 4 -4 10 1038.25 47.05 1 4 -4 10 1005.72 47.52 1 4 -4 11 102.45 23.86 1 4 -4 14 123.84 23.56 1 4 -3 -14 23.87 24.92 1 4 -3 -13 -12.88 21.38 1 4 -3 -12 224.18 28.05 1 4 -3 -11 350.31 30.60 1 4 -3 -11 308.08 21.70 1 4 -3 -10 -14.88 11.67 1 4 -3 -9 1358.58 48.45 1 4 -3 -9 1342.08 51.76 1 4 -3 -8 2604.95 79.21 1 4 -3 -8 2664.02 84.43 1 4 -3 -7 93.98 14.33 1 4 -3 -6 165.14 18.20 1 4 -3 -6 165.12 17.51 1 4 -3 -5 1199.60 43.38 1 4 -3 -5 1285.49 44.63 1 4 -3 -4 2986.04 85.54 1 4 -3 -3 13.22 10.25 1 4 -3 -2 1051.96 35.32 1 4 -3 -1 3548.07 97.35 1 4 -3 0 6810.17 178.99 1 4 -3 1 3485.93 96.09 1 4 -3 2 986.32 34.42 1 4 -3 3 22.42 11.29 1 4 -3 3 51.25 11.40 1 4 -3 4 3101.61 89.71 1 4 -3 4 3226.29 92.88 1 4 -3 5 1213.24 43.44 1 4 -3 5 1191.76 43.88 1 4 -3 6 116.63 15.68 1 4 -3 6 118.38 17.97 1 4 -3 7 97.73 16.60 1 4 -3 7 72.53 17.10 1 4 -3 8 2685.76 85.81 1 4 -3 9 1309.91 51.81 1 4 -3 10 25.73 19.52 1 4 -3 11 292.54 28.29 1 4 -2 -15 48.38 19.88 1 4 -2 -14 925.90 51.20 1 4 -2 -13 830.38 46.64 1 4 -2 -12 81.20 23.45 1 4 -2 -11 62.03 23.36 1 4 -2 -10 2168.79 76.84 1 4 -2 -9 3914.95 118.15 1 4 -2 -8 206.00 21.65 1 4 -2 -7 536.56 29.45 1 4 -2 -6 4585.91 129.41 1 4 -2 -513904.30 361.20 1 4 -2 -4 1922.67 59.60 1 4 -2 -3 1198.13 39.91 1 4 -2 -2 3655.86 100.65 1 4 -2 -1 5161.20 137.02 1 4 -2 023049.25 585.69 1 4 -2 1 5085.57 135.45 1 4 -2 2 3576.61 99.22 1 4 -2 3 1143.97 39.18 1 4 -2 3 1161.32 38.95 1 4 -2 4 1903.99 59.02 1 4 -2 4 1994.76 61.61 1 4 -2 513924.15 361.42 1 4 -2 514432.54 373.27 1 4 -2 6 4426.15 126.77 1 4 -2 6 4715.13 132.60 1 4 -2 7 515.41 27.13 1 4 -2 8 164.37 21.02 1 4 -2 9 3843.41 115.39 1 4 -2 10 2126.57 74.81 1 4 -2 11 149.37 23.91 1 4 -1 -14 127.09 27.73 1 4 -1 -13 65.31 22.69 1 4 -1 -12 50.48 23.89 1 4 -1 -11 1023.19 48.19 1 4 -1 -10 694.44 38.87 1 4 -1 -9 -10.37 19.16 1 4 -1 -8 715.59 35.67 1 4 -1 -7 35.34 11.90 1 4 -1 -6 318.67 22.18 1 4 -1 -5 1788.71 57.35 1 4 -1 -4 306.40 18.77 1 4 -1 -3 3912.21 108.13 1 4 -1 -2 5170.88 138.12 1 4 -1 -1 829.29 29.55 1 4 -1 0 257.20 13.93 1 4 -1 1 820.36 28.57 1 4 -1 2 5045.68 134.89 1 4 -1 3 3755.38 103.52 1 4 -1 4 248.61 18.26 1 4 -1 4 252.18 15.55 1 4 -1 5 1795.31 57.67 1 4 -1 5 1792.23 57.64 1 4 -1 6 317.54 21.34 1 4 -1 7 51.29 15.97 1 4 -1 8 660.21 33.53 1 4 -1 9 40.47 17.71 1 4 -1 10 569.19 34.14 1 4 -1 11 1072.57 47.38 1 4 -1 12 37.08 21.30 1 4 0 -14 297.74 33.95 1 4 0 -13 16.43 17.61 1 4 0 -12 111.74 27.83 1 4 0 -11 167.47 21.55 1 4 0 -10 3444.05 108.91 1 4 0 -9 536.59 33.08 1 4 0 -8 3769.94 113.07 1 4 0 -7 361.05 25.07 1 4 0 -6 6587.16 179.71 1 4 0 -5 1369.32 47.23 1 4 0 -439242.60 992.20 1 4 0 -3 7833.54 205.46 1 4 0 -2 540.12 23.06 1 4 0 -121791.06 553.83 1 4 0 034942.03 881.03 1 4 0 121912.07 554.98 1 4 0 2 576.20 23.56 1 4 0 3 7541.17 198.40 1 4 0 438527.00 974.21 1 4 0 440656.54 1026.66 1 4 0 5 1355.31 45.98 1 4 0 5 1296.36 45.55 1 4 0 6 6586.78 178.84 1 4 0 7 410.74 25.19 1 4 0 8 3712.45 110.54 1 4 0 9 575.28 32.43 1 4 0 10 3278.32 103.78 1 4 0 11 179.41 20.66 1 4 0 13 120.04 20.03 1 4 1 -15 -3.48 18.82 1 4 1 -13 103.31 25.81 1 4 1 -12 18.49 16.10 1 4 1 -11 1129.10 51.71 1 4 1 -10 649.66 38.01 1 4 1 -9 -20.89 14.51 1 4 1 -8 638.93 33.71 1 4 1 -7 49.45 12.96 1 4 1 -6 346.65 22.82 1 4 1 -5 1697.86 55.23 1 4 1 -4 240.82 15.38 1 4 1 -3 3824.66 105.98 1 4 1 -2 4856.39 129.40 1 4 1 -1 800.93 27.67 1 4 1 0 287.02 15.79 1 4 1 1 764.88 26.71 1 4 1 2 4978.15 132.89 1 4 1 3 3798.69 105.11 1 4 1 4 255.45 17.99 1 4 1 4 253.42 17.12 1 4 1 5 1799.69 57.07 1 4 1 5 1696.92 54.76 1 4 1 6 370.84 22.75 1 4 1 7 40.31 11.63 1 4 1 8 702.73 34.18 1 4 1 9 -4.68 16.59 1 4 1 10 635.57 34.08 1 4 1 11 1149.30 50.68 1 4 1 12 20.99 15.01 1 4 1 13 200.49 28.61 1 4 2 -15 17.15 27.45 1 4 2 -14 727.39 47.56 1 4 2 -13 695.57 44.40 1 4 2 -12 134.92 23.43 1 4 2 -11 54.86 22.93 1 4 2 -10 2156.13 75.19 1 4 2 -9 3863.50 117.45 1 4 2 -7 458.30 28.24 1 4 2 -6 4442.54 126.20 1 4 2 -513654.77 354.06 1 4 2 -4 1850.49 57.71 1 4 2 -3 1141.95 37.91 1 4 2 -2 3520.28 96.97 1 4 2 -1 5063.78 134.58 1 4 2 022855.81 578.11 1 4 2 1 5016.23 133.54 1 4 2 2 3510.55 96.43 1 4 2 3 1199.36 39.57 1 4 2 3 1134.08 36.87 1 4 2 4 1837.24 56.59 1 4 2 4 1952.46 59.51 1 4 2 513547.16 350.83 1 4 2 514565.50 376.42 1 4 2 6 4423.22 124.52 1 4 2 6 4633.45 129.22 1 4 2 7 451.77 26.42 1 4 2 8 190.68 21.54 1 4 2 9 4018.16 119.94 1 4 2 10 2096.56 72.78 1 4 2 11 31.41 20.85 1 4 2 12 151.02 21.50 1 4 2 13 731.63 43.51 1 4 2 14 594.98 41.58 1 4 3 -15 167.37 27.19 1 4 3 -14 46.38 27.64 1 4 3 -13 -10.51 23.96 1 4 3 -12 249.73 30.61 1 4 3 -11 309.15 26.22 1 4 3 -10 -46.04 23.77 1 4 3 -9 1284.92 52.27 1 4 3 -8 2489.40 80.67 1 4 3 -7 99.52 18.35 1 4 3 -6 159.40 18.25 1 4 3 -5 1136.17 41.33 1 4 3 -4 3012.84 86.72 1 4 3 -3 18.01 8.07 1 4 3 -2 1034.01 34.03 1 4 3 -1 3483.85 94.59 1 4 3 0 6877.76 179.44 1 4 3 1 3476.72 93.91 1 4 3 2 1063.61 34.13 1 4 3 3 27.14 9.20 1 4 3 3 -4.67 9.30 1 4 3 4 3068.27 86.93 1 4 3 4 2961.71 84.16 1 4 3 5 1208.14 42.51 1 4 3 5 1272.19 43.27 1 4 3 6 230.78 19.00 1 4 3 6 126.45 15.74 1 4 3 7 77.03 17.54 1 4 3 7 43.42 15.17 1 4 3 8 2617.80 82.80 1 4 3 9 1317.00 51.81 1 4 3 11 349.52 29.67 1 4 3 12 178.40 26.94 1 4 3 13 -13.37 17.33 1 4 4 -14 83.98 29.28 1 4 4 -13 -23.59 26.52 1 4 4 -12 34.79 23.94 1 4 4 -11 149.19 20.90 1 4 4 -10 1026.29 46.66 1 4 4 -9 -14.36 19.19 1 4 4 -8 653.21 34.37 1 4 4 -7 311.38 24.29 1 4 4 -6 1539.54 52.77 1 4 4 -5 24.47 13.31 1 4 4 -4 4930.41 133.54 1 4 4 -3 167.01 14.17 1 4 4 -2 184.42 12.80 1 4 4 -1 841.63 27.44 1 4 4 0 2825.20 76.67 1 4 4 1 830.00 26.76 1 4 4 2 127.86 10.90 1 4 4 2 178.03 12.41 1 4 4 3 186.71 12.88 1 4 4 3 174.66 12.76 1 4 4 4 5324.98 143.36 1 4 4 4 5421.42 144.96 1 4 4 5 24.67 11.68 1 4 4 5 28.94 10.06 1 4 4 6 1401.28 48.71 1 4 4 6 1517.26 50.58 1 4 4 7 385.96 23.01 1 4 4 7 361.18 24.35 1 4 4 8 623.72 32.03 1 4 4 8 632.86 32.97 1 4 4 9 -30.48 18.67 1 4 4 9 14.99 13.31 1 4 4 10 980.35 44.40 1 4 4 10 988.04 44.82 1 4 4 11 123.51 23.61 1 4 4 12 31.82 23.63 1 4 5 -13 34.84 26.44 1 4 5 -12 12.02 23.88 1 4 5 -11 923.74 47.70 1 4 5 -10 804.71 42.70 1 4 5 -9 186.98 24.02 1 4 5 -8 19.25 16.65 1 4 5 -7 108.76 18.29 1 4 5 -6 533.43 26.99 1 4 5 -5 1705.51 54.11 1 4 5 -4 441.34 21.22 1 4 5 -3 730.31 26.45 1 4 5 -2 814.60 26.60 1 4 5 -1 961.68 28.47 1 4 5 2 795.29 24.82 1 4 5 2 883.50 27.26 1 4 5 3 774.48 26.36 1 4 5 4 461.46 20.00 1 4 5 4 443.25 19.29 1 4 5 5 1827.13 55.73 1 4 5 5 1733.47 53.24 1 4 5 6 528.65 24.33 1 4 5 6 469.78 23.36 1 4 5 7 40.02 13.83 1 4 5 8 22.43 14.75 1 4 5 8 92.29 16.93 1 4 5 9 173.39 20.63 1 4 5 9 106.33 18.30 1 4 5 10 728.03 37.47 1 4 5 11 933.76 45.81 1 4 5 12 116.83 24.47 1 4 5 13 125.32 27.65 1 4 6 -11 24.82 18.60 1 4 6 -10 90.03 21.83 1 4 6 -9 168.86 21.83 1 4 6 -8 8.30 13.64 1 4 6 -7 117.27 16.10 1 4 6 -6 111.74 14.04 1 4 6 -5 539.78 23.14 1 4 6 -4 15.95 7.20 1 4 6 5 553.19 20.88 1 4 6 5 520.27 20.54 1 4 6 6 129.82 12.30 1 4 6 6 202.38 13.97 1 4 6 7 84.20 12.70 1 4 6 7 48.60 10.93 1 4 6 8 0.87 12.40 1 4 6 9 211.00 20.52 1 4 6 10 82.08 19.16 1 4 6 11 4.12 18.04 1 4 7 -9 363.47 26.38 1 4 7 -8 247.86 20.79 1 4 7 -7 0.93 10.94 1 4 7 -6 50.98 10.61 1 4 7 8 240.03 17.00 1 4 7 9 265.35 19.98 1 5 -7 3 90.01 9.74 1 5 -7 4 163.99 13.55 1 5 -7 5 -15.22 11.03 1 5 -7 6 172.10 16.80 1 5 -6 -7 28.79 12.40 1 5 -6 -6 322.92 20.20 1 5 -6 -5 98.38 12.57 1 5 -6 -4 526.53 23.31 1 5 -6 -3 45.98 8.86 1 5 -6 -2 211.25 13.00 1 5 -6 -1 43.72 8.05 1 5 -6 1 68.48 9.41 1 5 -6 1 58.22 8.80 1 5 -6 2 204.55 13.98 1 5 -6 2 185.82 13.06 1 5 -6 3 55.12 10.73 1 5 -6 3 68.87 10.69 1 5 -6 4 510.32 24.32 1 5 -6 4 471.01 22.72 1 5 -6 5 94.24 13.54 1 5 -6 5 98.17 14.66 1 5 -6 6 330.12 22.83 1 5 -6 6 356.93 22.75 1 5 -6 7 21.69 13.72 1 5 -6 7 66.71 15.38 1 5 -6 8 272.36 23.11 1 5 -5 -10 513.72 33.46 1 5 -5 -9 698.72 36.08 1 5 -5 -8 0.44 13.81 1 5 -5 -7 397.19 25.02 1 5 -5 -6 51.11 12.96 1 5 -5 -5 56.51 13.65 1 5 -5 -4 60.26 12.40 1 5 -5 -3 2423.32 71.62 1 5 -5 -2 639.26 25.94 1 5 -5 -1 35.51 10.21 1 5 -5 1 42.17 10.93 1 5 -5 2 646.79 26.53 1 5 -5 2 611.81 25.83 1 5 -5 3 2531.55 74.96 1 5 -5 3 2528.19 75.96 1 5 -5 4 50.05 13.78 1 5 -5 4 74.39 11.98 1 5 -5 5 47.53 13.52 1 5 -5 6 91.18 17.05 1 5 -5 6 104.93 16.31 1 5 -5 7 403.59 25.21 1 5 -5 7 391.39 25.47 1 5 -5 8 -34.91 17.62 1 5 -5 9 675.81 37.48 1 5 -5 10 567.31 36.16 1 5 -5 11 95.26 25.08 1 5 -5 12 38.89 21.98 1 5 -4 -14 -18.49 23.31 1 5 -4 -13 118.17 25.91 1 5 -4 -12 198.38 27.75 1 5 -4 -11 216.16 25.92 1 5 -4 -10 93.90 22.17 1 5 -4 -9 103.23 20.82 1 5 -4 -8 776.40 37.65 1 5 -4 -6 627.33 30.33 1 5 -4 -5 309.56 19.95 1 5 -4 -4 117.38 14.73 1 5 -4 -3 141.60 14.69 1 5 -4 -2 6813.75 181.22 1 5 -4 -1 14.63 10.06 1 5 -4 1 26.59 11.45 1 5 -4 2 6781.23 181.59 1 5 -4 3 140.18 15.26 1 5 -4 3 151.68 14.85 1 5 -4 4 87.63 16.29 1 5 -4 4 74.41 14.11 1 5 -4 5 305.16 22.22 1 5 -4 5 315.82 21.32 1 5 -4 6 711.94 33.21 1 5 -4 6 648.45 31.58 1 5 -4 7 61.03 15.54 1 5 -4 7 11.04 10.59 1 5 -4 8 721.12 34.22 1 5 -4 8 738.71 37.44 1 5 -4 9 95.72 20.25 1 5 -4 9 78.23 21.20 1 5 -4 11 164.80 26.39 1 5 -4 12 208.88 24.63 1 5 -4 13 62.61 24.56 1 5 -3 -14 113.65 21.83 1 5 -3 -13 -11.32 23.39 1 5 -3 -12 559.85 35.30 1 5 -3 -11 59.97 22.12 1 5 -3 -10 744.79 39.85 1 5 -3 -9 434.96 30.47 1 5 -3 -8 2813.33 90.18 1 5 -3 -7 417.78 27.00 1 5 -3 -6 1233.80 46.52 1 5 -3 -5 51.30 14.98 1 5 -3 -4 1905.62 60.86 1 5 -3 -3 39.61 9.78 1 5 -3 -2 3524.32 98.89 1 5 -3 -1 2741.29 78.93 1 5 -3 1 2654.74 77.24 1 5 -3 2 3526.76 99.45 1 5 -3 3 50.88 10.58 1 5 -3 4 1854.03 60.32 1 5 -3 4 1923.55 61.30 1 5 -3 5 15.61 14.19 1 5 -3 6 1169.29 44.83 1 5 -3 6 1154.14 45.84 1 5 -3 7 470.95 29.92 1 5 -3 7 502.21 26.81 1 5 -3 8 2748.16 89.66 1 5 -3 8 2761.08 87.89 1 5 -3 9 324.79 29.60 1 5 -3 9 388.38 26.04 1 5 -3 10 761.01 39.11 1 5 -3 10 764.85 39.17 1 5 -3 11 18.60 22.03 1 5 -3 12 641.86 42.32 1 5 -3 13 44.84 25.24 1 5 -3 14 88.98 27.61 1 5 -2 -15 122.87 29.55 1 5 -2 -14 -10.17 21.95 1 5 -2 -13 127.34 26.49 1 5 -2 -12 912.27 45.03 1 5 -2 -10 807.84 43.29 1 5 -2 -9 1588.91 61.38 1 5 -2 -8 2818.78 90.28 1 5 -2 -7 3088.36 94.67 1 5 -2 -6 3733.28 109.17 1 5 -2 -5 723.46 33.09 1 5 -2 -4 6093.25 165.04 1 5 -2 -3 5899.17 159.79 1 5 -2 -2 4954.66 135.31 1 5 -2 -1 2533.72 74.32 1 5 -2 1 2544.92 74.70 1 5 -2 2 5044.09 137.29 1 5 -2 3 5702.69 154.36 1 5 -2 4 6462.91 174.76 1 5 -2 4 5900.48 160.69 1 5 -2 5 738.79 34.11 1 5 -2 5 808.88 33.29 1 5 -2 6 3577.33 105.33 1 5 -2 6 3702.33 109.24 1 5 -2 7 2941.58 91.98 1 5 -2 7 3108.54 95.20 1 5 -2 8 2795.59 89.40 1 5 -2 8 2792.73 88.39 1 5 -2 9 1555.09 58.36 1 5 -2 9 1681.89 64.66 1 5 -2 10 682.88 37.41 1 5 -2 11 -1.20 19.48 1 5 -1 -15 60.42 26.14 1 5 -1 -14 -11.46 23.41 1 5 -1 -13 233.62 30.54 1 5 -1 -12 101.53 24.60 1 5 -1 -11 28.14 15.98 1 5 -1 -10 1811.40 68.19 1 5 -1 -9 2228.59 77.18 1 5 -1 -8 974.75 41.18 1 5 -1 -7 56.87 17.42 1 5 -1 -6 -1.09 12.35 1 5 -1 -5 112.13 16.59 1 5 -1 -4 595.99 26.18 1 5 -1 -3 2991.61 86.64 1 5 -1 -2 9.17 11.93 1 5 -1 -1 4527.76 123.07 1 5 -1 1 4304.91 118.20 1 5 -1 2 29.20 11.14 1 5 -1 3 2945.86 85.55 1 5 -1 4 648.77 28.69 1 5 -1 4 585.55 27.26 1 5 -1 5 95.55 16.16 1 5 -1 5 86.84 12.26 1 5 -1 6 6.65 15.57 1 5 -1 6 4.78 13.93 1 5 -1 7 66.62 14.34 1 5 -1 7 -10.40 10.86 1 5 -1 8 1002.16 42.38 1 5 -1 8 1129.89 46.05 1 5 -1 9 2259.11 76.39 1 5 -1 10 1893.69 69.20 1 5 -1 11 -4.78 17.37 1 5 0 -15 -39.06 25.48 1 5 0 -14 263.19 32.93 1 5 0 -12 1068.92 52.88 1 5 0 -11 1080.10 48.99 1 5 0 -10 645.83 39.10 1 5 0 -9 274.90 26.85 1 5 0 -8 3677.85 111.80 1 5 0 -7 1062.22 43.60 1 5 0 -6 725.93 31.80 1 5 0 -5 512.10 26.40 1 5 0 -4 1316.87 45.32 1 5 0 -3 3017.27 87.01 1 5 0 -217959.73 459.46 1 5 0 -1 1374.86 44.62 1 5 0 1 1402.71 44.58 1 5 0 217606.63 450.93 1 5 0 3 3068.58 88.20 1 5 0 4 1256.52 44.49 1 5 0 4 1413.46 47.79 1 5 0 5 469.67 24.68 1 5 0 5 459.98 23.39 1 5 0 6 751.88 32.05 1 5 0 6 773.97 35.19 1 5 0 7 1084.12 44.68 1 5 0 7 1040.42 41.19 1 5 0 8 3831.39 114.38 1 5 0 9 228.27 23.56 1 5 0 10 832.13 42.20 1 5 0 11 966.32 46.45 1 5 0 12 1085.65 50.80 1 5 1 -14 32.89 23.29 1 5 1 -12 96.39 23.67 1 5 1 -11 -20.51 22.48 1 5 1 -10 1835.87 67.98 1 5 1 -9 2290.91 77.50 1 5 1 -8 991.42 41.53 1 5 1 -6 -14.72 10.71 1 5 1 -5 83.91 15.51 1 5 1 -4 606.70 28.02 1 5 1 -3 2829.01 81.73 1 5 1 -2 10.06 8.64 1 5 1 -1 4246.14 116.06 1 5 1 1 4212.51 114.88 1 5 1 2 44.49 12.14 1 5 1 3 2808.74 80.99 1 5 1 4 601.31 27.62 1 5 1 4 686.04 29.09 1 5 1 5 107.63 15.47 1 5 1 5 107.02 15.94 1 5 1 6 7.37 13.26 1 5 1 6 -17.47 15.20 1 5 1 7 52.15 15.56 1 5 1 7 91.82 15.00 1 5 1 8 1003.42 41.89 1 5 1 8 1043.11 42.19 1 5 1 9 2289.91 76.15 1 5 1 10 1864.10 67.30 1 5 1 13 113.16 23.17 1 5 2 -15 -10.55 27.08 1 5 2 -14 45.32 21.16 1 5 2 -13 171.49 29.73 1 5 2 -12 937.82 48.60 1 5 2 -11 64.50 23.20 1 5 2 -10 759.41 39.37 1 5 2 -9 1600.11 61.62 1 5 2 -8 2735.72 88.10 1 5 2 -7 2893.46 89.00 1 5 2 -6 3502.29 103.80 1 5 2 -5 692.57 32.36 1 5 2 -4 5955.44 161.83 1 5 2 -3 5522.91 148.87 1 5 2 -2 4888.36 132.15 1 5 2 -1 2541.42 73.57 1 5 2 1 2459.53 71.14 1 5 2 2 4868.35 131.46 1 5 2 3 5519.23 149.54 1 5 2 4 6116.63 164.84 1 5 2 4 5994.59 161.98 1 5 2 5 764.14 31.46 1 5 2 5 727.06 32.55 1 5 2 6 3697.36 106.96 1 5 2 6 3506.81 103.46 1 5 2 7 3148.00 94.87 1 5 2 7 2947.85 90.32 1 5 2 8 2661.82 85.57 1 5 2 8 2608.33 83.80 1 5 2 9 1620.27 60.24 1 5 2 9 1584.70 58.95 1 5 2 10 764.10 37.83 1 5 2 11 -24.88 20.24 1 5 2 12 933.89 47.17 1 5 3 -14 40.04 26.66 1 5 3 -13 52.40 18.98 1 5 3 -12 604.12 40.22 1 5 3 -11 40.98 20.14 1 5 3 -10 709.69 40.20 1 5 3 -9 367.12 26.48 1 5 3 -8 2742.27 88.22 1 5 3 -7 428.41 27.65 1 5 3 -6 1177.36 43.71 1 5 3 -4 1712.40 55.55 1 5 3 -2 3466.23 96.26 1 5 3 -1 2564.89 73.85 1 5 3 1 2536.36 72.10 1 5 3 2 3492.71 97.03 1 5 3 3 31.91 10.20 1 5 3 4 1852.30 58.01 1 5 3 4 1805.46 57.50 1 5 3 5 14.46 12.67 1 5 3 5 29.13 12.09 1 5 3 6 1175.69 43.79 1 5 3 6 1078.45 42.21 1 5 3 7 412.97 26.72 1 5 3 7 437.30 24.00 1 5 3 8 2765.24 88.24 1 5 3 8 2759.68 86.17 1 5 3 9 342.96 29.23 1 5 3 9 334.01 23.86 1 5 3 10 796.43 40.43 1 5 3 10 724.24 40.28 1 5 3 11 29.81 19.73 1 5 3 11 36.37 22.36 1 5 3 12 529.51 36.27 1 5 3 12 567.40 36.00 1 5 3 13 24.13 22.84 1 5 3 13 7.48 16.92 1 5 3 14 84.52 24.13 1 5 4 -14 83.96 26.53 1 5 4 -13 175.00 30.92 1 5 4 -12 266.14 32.15 1 5 4 -11 186.63 25.81 1 5 4 -9 128.42 21.75 1 5 4 -8 713.02 36.00 1 5 4 -7 70.21 14.63 1 5 4 -6 606.34 30.13 1 5 4 -5 262.41 19.85 1 5 4 -4 90.74 13.97 1 5 4 -3 140.11 13.80 1 5 4 -2 6502.41 171.74 1 5 4 1 57.60 10.22 1 5 4 2 6847.35 179.90 1 5 4 2 6653.80 175.62 1 5 4 3 108.03 12.53 1 5 4 3 132.34 12.73 1 5 4 4 106.77 13.99 1 5 4 4 118.75 13.42 1 5 4 5 293.80 19.13 1 5 4 5 289.32 19.72 1 5 4 6 721.52 31.64 1 5 4 6 709.36 32.17 1 5 4 7 41.29 15.77 1 5 4 7 38.30 13.57 1 5 4 8 682.82 34.74 1 5 4 8 687.75 33.72 1 5 4 9 30.07 17.32 1 5 4 10 47.80 16.13 1 5 4 10 102.79 23.13 1 5 4 11 233.50 26.46 1 5 4 11 187.35 26.17 1 5 4 12 260.17 29.54 1 5 4 13 96.15 27.47 1 5 4 14 34.12 28.45 1 5 5 -13 97.29 24.30 1 5 5 -12 127.38 26.16 1 5 5 -11 85.76 25.99 1 5 5 -10 488.93 34.69 1 5 5 -9 746.66 38.94 1 5 5 -8 6.66 15.24 1 5 5 -7 444.40 27.02 1 5 5 -6 66.05 15.95 1 5 5 -5 29.83 12.62 1 5 5 -4 94.61 13.40 1 5 5 -3 2438.14 70.51 1 5 5 -2 638.61 24.15 1 5 5 -1 44.92 8.25 1 5 5 1 63.20 8.91 1 5 5 2 581.60 22.01 1 5 5 3 2493.31 70.53 1 5 5 3 2483.40 70.59 1 5 5 4 72.50 11.63 1 5 5 4 73.24 11.68 1 5 5 5 84.75 12.55 1 5 5 6 107.22 15.33 1 5 5 6 86.89 13.88 1 5 5 7 433.36 24.78 1 5 5 7 455.19 24.33 1 5 5 8 21.92 14.68 1 5 5 8 7.01 13.25 1 5 5 9 751.34 37.76 1 5 5 9 702.66 34.87 1 5 5 10 460.05 32.22 1 5 5 11 115.21 25.01 1 5 5 13 50.12 24.61 1 5 6 -11 -4.33 16.87 1 5 6 -10 160.36 22.31 1 5 6 -9 67.91 18.94 1 5 6 -8 373.57 26.01 1 5 6 -7 -0.06 13.68 1 5 6 -6 338.63 21.23 1 5 6 -5 98.99 12.88 1 5 6 -4 498.18 21.84 1 5 6 -3 44.34 8.41 1 5 6 4 506.10 19.85 1 5 6 4 541.79 20.58 1 5 6 5 124.42 11.66 1 5 6 6 299.73 17.51 1 5 6 6 293.49 17.92 1 5 6 7 61.97 13.32 1 5 6 8 369.87 23.84 1 5 6 9 76.56 17.44 1 5 6 10 269.89 24.24 1 5 6 11 11.18 16.53 1 5 7 -9 9.37 16.94 1 5 7 -8 290.22 21.93 1 5 7 -7 284.22 19.82 1 5 7 -6 210.10 16.37 1 5 7 -5 11.40 8.82 1 5 7 7 305.05 16.61 1 5 7 8 339.99 20.23 1 6 -7 -1 309.23 15.84 1 6 -7 0 270.28 14.77 1 6 -7 1 283.18 15.29 1 6 -7 2 134.09 11.96 1 6 -7 3 88.29 12.23 1 6 -7 4 857.28 33.44 1 6 -7 5 484.36 24.78 1 6 -7 6 104.10 16.99 1 6 -6 -7 -14.59 14.38 1 6 -6 -6 131.46 16.22 1 6 -6 -5 176.22 16.47 1 6 -6 -4 759.57 31.19 1 6 -6 -3 506.37 23.36 1 6 -6 -2 16.02 9.29 1 6 -6 -1 163.71 13.53 1 6 -6 0 1190.38 40.31 1 6 -6 1 107.96 12.36 1 6 -6 1 174.74 14.39 1 6 -6 2 33.35 10.64 1 6 -6 2 35.33 11.24 1 6 -6 3 488.71 23.68 1 6 -6 3 557.52 26.53 1 6 -6 4 775.92 33.12 1 6 -6 4 724.88 31.34 1 6 -6 5 96.96 14.72 1 6 -6 5 128.19 15.51 1 6 -6 6 169.45 18.22 1 6 -6 6 112.36 17.23 1 6 -6 7 40.91 17.08 1 6 -5 -11 10.04 17.01 1 6 -5 -10 -37.67 20.37 1 6 -5 -9 -23.93 18.65 1 6 -5 -8 377.33 27.16 1 6 -5 -7 121.97 18.97 1 6 -5 -6 548.82 29.10 1 6 -5 -5 277.21 20.47 1 6 -5 -4 62.85 13.94 1 6 -5 -3 124.78 14.51 1 6 -5 -2 14.05 11.05 1 6 -5 -1 684.73 28.92 1 6 -5 0 3082.63 88.98 1 6 -5 1 681.17 29.29 1 6 -5 2 8.55 12.16 1 6 -5 2 14.99 10.84 1 6 -5 3 96.35 14.17 1 6 -5 3 133.74 16.92 1 6 -5 4 90.22 14.76 1 6 -5 4 49.52 12.68 1 6 -5 5 235.68 20.53 1 6 -5 5 205.46 17.40 1 6 -5 6 494.44 28.00 1 6 -5 6 550.01 30.95 1 6 -5 7 119.14 18.60 1 6 -5 7 141.03 20.83 1 6 -5 8 229.99 23.41 1 6 -5 8 352.04 28.01 1 6 -5 9 29.31 19.86 1 6 -5 10 1.29 21.17 1 6 -5 12 -47.98 22.33 1 6 -4 -13 12.83 22.64 1 6 -4 -12 -15.95 22.71 1 6 -4 -11 64.83 16.88 1 6 -4 -10 891.38 44.11 1 6 -4 -9 226.50 24.87 1 6 -4 -8 603.91 34.01 1 6 -4 -7 41.32 14.54 1 6 -4 -6 2271.21 73.84 1 6 -4 -5 356.11 24.13 1 6 -4 -4 1348.52 48.31 1 6 -4 -3 375.72 22.68 1 6 -4 -2 1444.05 48.72 1 6 -4 -1 331.52 20.15 1 6 -4 0 2948.44 86.31 1 6 -4 1 440.72 23.98 1 6 -4 2 1342.99 46.02 1 6 -4 3 513.96 25.93 1 6 -4 3 434.90 23.16 1 6 -4 4 1331.93 46.89 1 6 -4 4 1340.68 49.01 1 6 -4 5 421.40 26.45 1 6 -4 5 404.84 24.52 1 6 -4 6 2108.46 69.76 1 6 -4 6 2125.41 71.27 1 6 -4 7 64.34 18.68 1 6 -4 7 51.56 16.61 1 6 -4 8 585.10 32.95 1 6 -4 8 574.09 30.93 1 6 -4 9 196.98 21.34 1 6 -4 9 248.56 24.86 1 6 -4 10 857.98 44.46 1 6 -4 11 0.37 21.24 1 6 -4 12 37.34 18.70 1 6 -4 13 35.29 24.88 1 6 -3 -14 58.14 27.35 1 6 -3 -12 9.87 22.63 1 6 -3 -11 193.48 26.49 1 6 -3 -10 1537.73 61.63 1 6 -3 -9 793.54 40.28 1 6 -3 -7 368.34 26.63 1 6 -3 -6 358.60 25.70 1 6 -3 -5 1985.15 65.59 1 6 -3 -4 5262.84 146.40 1 6 -3 -3 413.52 23.44 1 6 -3 -2 422.39 23.39 1 6 -3 -1 1009.89 37.76 1 6 -3 0 257.55 19.08 1 6 -3 1 1023.65 38.69 1 6 -3 2 400.95 23.53 1 6 -3 3 362.96 23.65 1 6 -3 4 5448.35 151.05 1 6 -3 4 5299.66 147.77 1 6 -3 5 2135.03 69.72 1 6 -3 5 2134.68 69.94 1 6 -3 6 345.90 25.74 1 6 -3 6 381.19 25.66 1 6 -3 7 302.61 27.08 1 6 -3 7 330.43 22.95 1 6 -3 8 -7.12 18.09 1 6 -3 8 34.91 17.71 1 6 -3 9 866.73 41.86 1 6 -3 9 740.57 39.01 1 6 -3 10 1427.17 60.23 1 6 -3 10 1378.97 55.56 1 6 -3 11 102.91 24.39 1 6 -3 12 16.47 24.48 1 6 -3 13 -13.98 24.62 1 6 -3 14 86.74 29.04 1 6 -2 -15 -55.47 26.23 1 6 -2 -14 223.66 31.78 1 6 -2 -13 264.72 28.90 1 6 -2 -12 42.80 23.55 1 6 -2 -11 279.83 29.19 1 6 -2 -10 1599.40 62.85 1 6 -2 -9 1638.38 63.03 1 6 -2 -8 558.99 35.00 1 6 -2 -7 69.75 15.86 1 6 -2 -6 1086.31 44.74 1 6 -2 -5 5396.85 150.62 1 6 -2 -411210.73 294.84 1 6 -2 -3 9393.93 248.25 1 6 -2 -2 165.74 18.37 1 6 -2 -1 6849.58 183.24 1 6 -2 017628.73 452.40 1 6 -2 1 6859.73 183.96 1 6 -2 2 134.24 18.27 1 6 -2 3 9185.92 243.93 1 6 -2 410666.03 282.52 1 6 -2 5 5506.98 153.87 1 6 -2 5 5278.36 148.51 1 6 -2 6 1034.03 44.40 1 6 -2 6 1096.99 43.00 1 6 -2 7 140.70 21.25 1 6 -2 7 76.71 21.33 1 6 -2 8 590.28 31.78 1 6 -2 8 593.85 36.62 1 6 -2 9 1619.93 61.54 1 6 -2 9 1666.46 65.10 1 6 -2 10 1621.79 62.85 1 6 -2 10 1563.53 61.03 1 6 -2 11 245.39 23.42 1 6 -2 11 287.11 31.00 1 6 -2 12 30.45 26.24 1 6 -2 13 332.55 35.08 1 6 -2 14 152.01 31.17 1 6 -2 15 74.00 31.73 1 6 -1 -14 82.82 26.98 1 6 -1 -13 -33.58 23.70 1 6 -1 -12 75.92 18.65 1 6 -1 -11 -5.44 20.90 1 6 -1 -9 30.23 21.93 1 6 -1 -8 8.35 14.95 1 6 -1 -7 426.73 28.67 1 6 -1 -6 509.63 29.56 1 6 -1 -5 5.28 15.23 1 6 -1 -4 3040.83 89.99 1 6 -1 -3 57.45 11.77 1 6 -1 -2 -4.79 12.84 1 6 -1 -1 494.61 24.97 1 6 -1 0 2321.62 70.50 1 6 -1 1 564.75 27.14 1 6 -1 2 98.45 15.81 1 6 -1 3 48.68 15.16 1 6 -1 4 3042.45 90.49 1 6 -1 5 7.01 15.00 1 6 -1 6 541.04 30.59 1 6 -1 6 556.74 29.50 1 6 -1 7 469.86 27.42 1 6 -1 7 455.11 25.96 1 6 -1 8 3.52 19.05 1 6 -1 8 -3.52 16.43 1 6 -1 9 14.68 15.81 1 6 -1 9 22.23 18.25 1 6 -1 10 101.63 24.87 1 6 -1 10 146.61 22.93 1 6 -1 11 -20.32 19.93 1 6 -1 11 70.37 18.28 1 6 -1 12 103.83 27.37 1 6 -1 13 119.92 28.89 1 6 -1 14 60.65 28.47 1 6 -1 15 2.81 27.65 1 6 0 -15 794.08 50.05 1 6 0 -14 1044.60 55.86 1 6 0 -13 -16.34 23.33 1 6 0 -12 -30.27 20.50 1 6 0 -11 719.90 42.56 1 6 0 -10 2956.16 98.38 1 6 0 -9 938.97 44.31 1 6 0 -8 2275.36 77.45 1 6 0 -7 1338.54 51.94 1 6 0 -6 7820.70 213.26 1 6 0 -5 3960.77 114.88 1 6 0 -4 8388.59 224.22 1 6 0 -3 3617.10 103.02 1 6 0 -2 6854.36 184.48 1 6 0 -1 3288.43 94.74 1 6 0 025149.89 640.06 1 6 0 1 3123.69 89.89 1 6 0 2 6671.03 178.79 1 6 0 3 3684.33 105.49 1 6 0 4 7939.14 213.51 1 6 0 5 4065.26 116.97 1 6 0 5 3935.80 114.08 1 6 0 6 7885.58 214.95 1 6 0 6 8052.59 217.21 1 6 0 7 1288.14 51.72 1 6 0 7 1323.95 50.10 1 6 0 8 2297.22 77.25 1 6 0 8 2240.87 77.05 1 6 0 9 1015.78 47.72 1 6 0 9 956.34 44.33 1 6 0 10 2850.38 94.29 1 6 0 10 2760.78 91.96 1 6 0 11 868.61 44.52 1 6 0 11 750.08 44.42 1 6 0 12 52.65 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6 4 4 1314.78 45.55 1 6 4 4 1378.73 46.42 1 6 4 5 433.61 23.97 1 6 4 5 412.02 23.87 1 6 4 6 1984.05 65.26 1 6 4 6 2078.74 66.15 1 6 4 7 94.09 18.24 1 6 4 7 95.58 17.44 1 6 4 8 636.83 32.93 1 6 4 8 658.21 34.95 1 6 4 9 180.56 23.44 1 6 4 9 204.00 24.08 1 6 4 10 746.79 40.17 1 6 4 10 782.10 38.25 1 6 4 11 -14.47 22.70 1 6 4 12 -16.51 17.74 1 6 4 13 -45.06 26.72 1 6 5 -12 22.20 23.81 1 6 5 -11 -26.00 19.11 1 6 5 -10 120.50 24.92 1 6 5 -9 9.33 20.16 1 6 5 -8 292.27 25.77 1 6 5 -7 73.02 17.36 1 6 5 -6 507.25 28.25 1 6 5 -5 247.94 19.27 1 6 5 -4 20.50 11.89 1 6 5 -3 105.23 13.42 1 6 5 -2 19.37 9.63 1 6 5 -1 661.55 25.98 1 6 5 0 2962.69 82.82 1 6 5 1 676.98 25.83 1 6 5 2 -2.88 9.85 1 6 5 2 7.80 9.14 1 6 5 3 105.99 12.72 1 6 5 3 108.17 11.99 1 6 5 4 46.94 11.15 1 6 5 4 49.41 11.86 1 6 5 5 238.37 17.70 1 6 5 5 200.72 17.32 1 6 5 6 512.52 25.91 1 6 5 6 487.52 26.31 1 6 5 7 114.61 16.83 1 6 5 7 107.73 17.20 1 6 5 8 336.02 26.22 1 6 5 8 307.31 23.10 1 6 5 9 24.59 18.12 1 6 5 10 14.43 20.00 1 6 5 11 -5.04 16.49 1 6 5 12 78.75 24.79 1 6 6 -11 14.54 19.45 1 6 6 -10 256.49 24.91 1 6 6 -9 4.52 16.18 1 6 6 -8 29.05 16.41 1 6 6 -7 81.31 17.43 1 6 6 -6 78.27 15.70 1 6 6 -5 191.98 16.46 1 6 6 -4 680.23 28.08 1 6 6 -3 520.26 22.05 1 6 6 -1 147.65 10.05 1 6 6 0 1182.74 35.75 1 6 6 0 1189.62 36.08 1 6 6 2 6.10 6.69 1 6 6 2 34.17 6.79 1 6 6 3 497.11 19.81 1 6 6 3 458.73 19.22 1 6 6 4 766.00 28.86 1 6 6 5 177.45 15.00 1 6 6 5 183.52 14.59 1 6 6 6 89.15 13.67 1 6 6 6 47.57 11.91 1 6 6 7 60.87 14.95 1 6 6 8 25.52 14.98 1 6 6 9 88.13 18.29 1 6 6 10 197.29 23.45 1 6 6 11 -8.74 20.17 1 6 7 -8 29.67 15.38 1 6 7 -7 116.58 16.76 1 6 7 -6 110.37 14.47 1 6 7 -5 474.49 22.07 1 6 7 6 129.84 12.10 1 6 7 7 125.21 13.89 1 6 7 8 2.42 12.93 1 7 -7 1 81.37 12.01 1 7 -7 2 373.55 20.71 1 7 -7 3 331.54 20.63 1 7 -7 4 56.83 13.80 1 7 -7 5 111.14 16.76 1 7 -6 -6 460.10 27.30 1 7 -6 -5 35.82 12.97 1 7 -6 -4 109.41 15.53 1 7 -6 -3 119.14 15.36 1 7 -6 -2 1575.35 52.79 1 7 -6 -1 24.62 11.52 1 7 -6 1 38.68 12.51 1 7 -6 1 89.51 13.49 1 7 -6 2 1610.48 54.65 1 7 -6 2 1487.03 50.75 1 7 -6 3 168.84 17.52 1 7 -6 3 144.14 16.73 1 7 -6 4 113.81 15.34 1 7 -6 4 96.28 16.56 1 7 -6 5 0.61 14.15 1 7 -6 5 35.95 15.32 1 7 -6 6 523.72 30.56 1 7 -6 6 482.83 29.04 1 7 -6 7 138.48 21.03 1 7 -5 -10 179.02 25.71 1 7 -5 -9 393.79 30.58 1 7 -5 -8 1654.38 62.09 1 7 -5 -7 210.40 23.10 1 7 -5 -6 393.61 25.65 1 7 -5 -5 202.95 19.58 1 7 -5 -4 638.66 31.16 1 7 -5 -3 36.30 13.90 1 7 -5 -2 2656.49 80.90 1 7 -5 -1 112.37 16.65 1 7 -5 1 94.85 15.93 1 7 -5 2 2582.42 80.00 1 7 -5 3 27.25 14.19 1 7 -5 3 14.52 15.50 1 7 -5 4 634.51 32.00 1 7 -5 4 624.28 30.44 1 7 -5 5 210.56 21.49 1 7 -5 5 215.25 19.74 1 7 -5 6 402.78 26.60 1 7 -5 6 407.72 27.97 1 7 -5 7 238.76 23.40 1 7 -5 7 224.87 23.90 1 7 -5 8 1632.05 63.66 1 7 -5 9 369.19 31.41 1 7 -5 10 154.44 25.66 1 7 -5 11 21.38 23.93 1 7 -4 -13 -12.82 23.37 1 7 -4 -12 242.71 29.19 1 7 -4 -11 178.23 26.72 1 7 -4 -10 49.89 20.99 1 7 -4 -9 100.39 21.67 1 7 -4 -8 -25.33 19.16 1 7 -4 -7 340.56 26.51 1 7 -4 -6 1.27 16.62 1 7 -4 -5 241.89 21.91 1 7 -4 -4 750.36 34.69 1 7 -4 -3 847.41 35.45 1 7 -4 -2 83.98 16.16 1 7 -4 -1 2138.09 68.29 1 7 -4 1 2178.00 68.31 1 7 -4 2 85.41 17.26 1 7 -4 3 830.79 37.11 1 7 -4 4 567.02 29.14 1 7 -4 4 639.11 32.99 1 7 -4 5 189.84 17.69 1 7 -4 5 261.38 21.63 1 7 -4 6 36.63 16.88 1 7 -4 6 6.35 16.45 1 7 -4 7 317.61 22.79 1 7 -4 7 323.84 26.94 1 7 -4 8 41.95 21.18 1 7 -4 8 -8.57 17.00 1 7 -4 9 41.54 21.06 1 7 -4 10 7.43 22.31 1 7 -4 11 183.33 29.40 1 7 -4 12 298.58 29.21 1 7 -4 13 -15.81 26.80 1 7 -3 -13 52.70 25.57 1 7 -3 -12 222.77 28.42 1 7 -3 -11 38.73 17.09 1 7 -3 -10 -24.88 20.45 1 7 -3 -9 1743.91 65.76 1 7 -3 -8 -4.39 14.66 1 7 -3 -7 210.18 24.07 1 7 -3 -6 1772.22 62.57 1 7 -3 -5 670.07 34.00 1 7 -3 -4 125.46 19.55 1 7 -3 -3 1812.01 60.01 1 7 -3 -2 2041.82 65.27 1 7 -3 -1 469.19 25.73 1 7 -3 1 446.89 25.55 1 7 -3 2 1992.68 65.38 1 7 -3 3 1875.96 63.50 1 7 -3 4 109.99 19.61 1 7 -3 5 583.36 30.68 1 7 -3 5 567.21 31.84 1 7 -3 6 1773.35 62.84 1 7 -3 6 1759.38 63.51 1 7 -3 7 322.29 26.17 1 7 -3 7 300.95 26.46 1 7 -3 8 54.28 22.09 1 7 -3 9 1781.30 67.29 1 7 -3 9 1895.67 71.77 1 7 -3 10 34.80 22.88 1 7 -3 11 25.37 16.94 1 7 -3 12 273.47 32.65 1 7 -3 13 38.82 25.48 1 7 -3 14 26.16 24.66 1 7 -2 -14 -62.62 27.86 1 7 -2 -13 683.54 44.78 1 7 -2 -12 458.99 32.97 1 7 -2 -11 952.54 48.99 1 7 -2 -10 -8.59 21.93 1 7 -2 -9 249.58 28.65 1 7 -2 -8 5319.81 154.72 1 7 -2 -7 5813.86 166.77 1 7 -2 -6 3957.38 117.65 1 7 -2 -5 13.55 18.68 1 7 -2 -4 1349.91 50.57 1 7 -2 -3 9544.13 253.55 1 7 -2 -215454.85 400.98 1 7 -2 -1 972.00 39.51 1 7 -2 1 977.67 37.75 1 7 -2 214979.32 389.79 1 7 -2 3 9421.28 251.71 1 7 -2 4 1366.51 51.18 1 7 -2 5 -20.52 17.93 1 7 -2 5 12.42 17.87 1 7 -2 6 3918.88 116.50 1 7 -2 6 3702.08 112.53 1 7 -2 7 5790.02 164.63 1 7 -2 7 5841.31 167.87 1 7 -2 8 5564.16 162.58 1 7 -2 8 5581.92 161.22 1 7 -2 9 165.22 24.80 1 7 -2 9 99.98 24.44 1 7 -2 10 24.90 23.54 1 7 -2 10 1.45 19.22 1 7 -2 11 862.47 47.23 1 7 -2 12 478.56 38.63 1 7 -2 13 649.87 45.00 1 7 -2 14 17.96 25.13 1 7 -1 -15 21.29 27.73 1 7 -1 -14 -31.68 19.01 1 7 -1 -13 128.00 27.09 1 7 -1 -12 -40.15 22.92 1 7 -1 -11 114.77 24.48 1 7 -1 -10 279.32 26.55 1 7 -1 -9 3110.71 101.18 1 7 -1 -8 1588.13 61.03 1 7 -1 -6 52.58 17.85 1 7 -1 -5 341.02 22.46 1 7 -1 -4 512.10 28.97 1 7 -1 -3 375.51 22.04 1 7 -1 -2 2679.68 81.40 1 7 -1 -1 30.80 15.93 1 7 -1 1 67.96 12.86 1 7 -1 2 2567.44 79.05 1 7 -1 3 456.87 26.85 1 7 -1 4 389.75 25.41 1 7 -1 5 389.29 26.03 1 7 -1 5 332.78 24.65 1 7 -1 6 18.38 17.89 1 7 -1 6 -4.09 16.74 1 7 -1 7 32.00 20.31 1 7 -1 8 1705.17 63.40 1 7 -1 8 1544.51 61.00 1 7 -1 9 3081.19 99.16 1 7 -1 9 2941.36 97.79 1 7 -1 10 339.36 31.40 1 7 -1 10 258.20 23.29 1 7 -1 11 25.36 15.46 1 7 -1 11 48.35 21.13 1 7 -1 12 6.93 23.65 1 7 -1 13 25.96 26.16 1 7 -1 14 -40.62 27.86 1 7 0 -15 173.41 33.20 1 7 0 -14 -5.62 18.64 1 7 0 -12 492.44 36.96 1 7 0 -11 1276.92 55.58 1 7 0 -10 465.45 31.19 1 7 0 -9 150.31 21.65 1 7 0 -8 -25.26 20.37 1 7 0 -7 3664.28 111.13 1 7 0 -6 257.39 24.88 1 7 0 -5 1860.89 64.20 1 7 0 -4 1217.86 46.36 1 7 0 -3 8380.77 224.41 1 7 0 -2 536.55 26.02 1 7 0 -117296.86 447.21 1 7 0 116307.34 421.09 1 7 0 2 540.85 26.18 1 7 0 3 8270.64 222.66 1 7 0 4 1134.86 43.90 1 7 0 5 1833.39 61.99 1 7 0 5 1995.27 66.82 1 7 0 6 217.76 22.02 1 7 0 6 260.92 21.26 1 7 0 7 3612.64 110.76 1 7 0 7 3787.18 114.39 1 7 0 8 11.77 18.22 1 7 0 9 106.34 17.27 1 7 0 9 154.59 23.01 1 7 0 10 443.22 34.87 1 7 0 10 459.48 30.04 1 7 0 11 1446.99 60.52 1 7 0 11 1292.30 54.91 1 7 0 12 432.52 37.04 1 7 0 12 440.87 33.72 1 7 0 14 -20.37 27.76 1 7 0 15 139.08 33.55 1 7 1 -15 32.97 20.95 1 7 1 -14 14.91 25.79 1 7 1 -13 139.07 24.88 1 7 1 -11 53.66 23.26 1 7 1 -10 238.69 27.98 1 7 1 -9 2860.44 95.29 1 7 1 -8 1686.43 64.17 1 7 1 -7 -34.14 19.68 1 7 1 -6 30.32 13.82 1 7 1 -5 312.99 22.09 1 7 1 -4 371.17 25.29 1 7 1 -3 476.12 24.82 1 7 1 -2 2466.11 75.71 1 7 1 -1 38.75 15.68 1 7 1 2 2608.67 79.69 1 7 1 3 446.58 25.87 1 7 1 4 388.34 22.83 1 7 1 5 342.30 24.71 1 7 1 5 273.03 22.60 1 7 1 6 31.00 15.01 1 7 1 6 62.42 19.03 1 7 1 7 2.91 17.40 1 7 1 7 19.92 18.95 1 7 1 8 1657.34 63.19 1 7 1 8 1620.46 60.49 1 7 1 9 2947.94 96.11 1 7 1 9 3012.74 98.97 1 7 1 10 257.69 26.84 1 7 1 10 261.65 28.86 1 7 1 11 19.71 20.41 1 7 1 11 122.65 20.44 1 7 1 12 2.12 24.04 1 7 1 13 -35.82 25.69 1 7 1 14 58.21 28.98 1 7 1 15 -5.35 29.12 1 7 2 -14 -4.87 27.76 1 7 2 -13 675.66 45.79 1 7 2 -12 480.77 35.50 1 7 2 -11 795.58 45.68 1 7 2 -10 -7.82 21.68 1 7 2 -9 151.54 25.84 1 7 2 -8 5325.61 155.80 1 7 2 -7 5660.83 161.00 1 7 2 -6 3795.71 114.23 1 7 2 -5 30.82 19.30 1 7 2 -4 1394.06 51.43 1 7 2 -3 8884.90 237.11 1 7 2 -215132.36 392.82 1 7 2 -1 972.72 38.56 1 7 2 1 965.05 38.54 1 7 2 214935.49 387.42 1 7 2 3 9071.13 242.43 1 7 2 4 1413.16 51.48 1 7 2 5 18.55 12.00 1 7 2 6 3667.11 110.14 1 7 2 6 3770.17 111.32 1 7 2 7 5786.69 164.67 1 7 2 7 6023.74 170.44 1 7 2 8 5741.20 164.62 1 7 2 8 5359.95 156.06 1 7 2 9 168.66 26.14 1 7 2 9 184.98 24.29 1 7 2 10 29.12 24.60 1 7 2 10 -6.02 20.00 1 7 2 11 921.80 46.88 1 7 2 11 837.34 46.07 1 7 2 12 513.61 38.94 1 7 2 12 361.23 32.06 1 7 2 13 599.49 40.12 1 7 2 13 489.68 40.47 1 7 2 14 -28.71 20.87 1 7 3 -14 66.27 29.87 1 7 3 -13 26.89 19.52 1 7 3 -12 368.04 34.12 1 7 3 -11 55.02 23.09 1 7 3 -10 10.30 19.84 1 7 3 -9 1914.64 70.96 1 7 3 -7 235.62 21.30 1 7 3 -6 1681.03 60.27 1 7 3 -5 602.96 31.42 1 7 3 -4 164.49 20.56 1 7 3 -3 1813.11 60.03 1 7 3 -2 2066.75 65.56 1 7 3 -1 451.71 24.90 1 7 3 1 437.67 24.22 1 7 3 2 1925.51 61.46 1 7 3 3 1763.51 57.47 1 7 3 4 122.50 18.56 1 7 3 4 142.45 18.26 1 7 3 5 560.40 27.38 1 7 3 5 583.36 30.75 1 7 3 6 1743.74 61.90 1 7 3 6 1677.48 57.81 1 7 3 7 326.65 27.00 1 7 3 7 274.54 23.85 1 7 3 8 -30.42 18.93 1 7 3 9 1760.42 65.52 1 7 3 9 1761.03 66.50 1 7 3 10 39.37 22.14 1 7 3 11 76.21 20.15 1 7 3 11 -10.57 16.43 1 7 3 12 285.19 32.81 1 7 3 12 389.03 34.21 1 7 3 13 10.85 26.48 1 7 3 14 -3.65 21.54 1 7 4 -13 2.30 25.36 1 7 4 -12 272.46 33.29 1 7 4 -11 272.97 30.17 1 7 4 -10 24.71 21.79 1 7 4 -9 97.00 23.31 1 7 4 -8 32.65 19.89 1 7 4 -7 344.46 26.87 1 7 4 -6 41.46 17.55 1 7 4 -5 217.82 20.74 1 7 4 -4 567.93 27.82 1 7 4 -3 802.94 34.07 1 7 4 -2 52.73 14.30 1 7 4 -1 2100.81 65.32 1 7 4 1 2099.83 65.36 1 7 4 3 842.17 33.15 1 7 4 3 889.89 35.97 1 7 4 4 596.61 29.48 1 7 4 4 698.01 31.82 1 7 4 5 225.01 19.47 1 7 4 5 219.89 20.78 1 7 4 6 0.46 14.67 1 7 4 6 9.76 15.27 1 7 4 7 310.88 23.89 1 7 4 7 345.67 26.35 1 7 4 8 13.96 13.06 1 7 4 8 -39.35 17.88 1 7 4 9 81.09 21.06 1 7 4 9 62.45 22.02 1 7 4 10 -18.29 22.08 1 7 4 11 88.02 24.27 1 7 4 12 273.86 31.94 1 7 5 -12 220.73 31.62 1 7 5 -11 117.95 26.56 1 7 5 -10 220.11 26.85 1 7 5 -9 346.23 30.72 1 7 5 -8 1519.70 58.81 1 7 5 -7 265.38 22.00 1 7 5 -6 248.92 20.32 1 7 5 -5 199.52 19.33 1 7 5 -4 573.30 28.26 1 7 5 -3 33.07 13.23 1 7 5 -2 2354.30 71.47 1 7 5 -1 120.23 14.40 1 7 5 1 128.84 13.82 1 7 5 2 2521.32 75.12 1 7 5 2 2462.56 73.13 1 7 5 3 66.46 13.34 1 7 5 3 78.05 12.75 1 7 5 4 606.92 27.21 1 7 5 4 554.31 26.86 1 7 5 5 177.49 18.21 1 7 5 5 167.55 16.11 1 7 5 6 333.87 23.82 1 7 5 6 433.82 25.21 1 7 5 7 204.12 20.46 1 7 5 7 225.48 20.80 1 7 5 8 1549.50 57.66 1 7 5 8 1446.97 55.05 1 7 5 9 339.71 28.97 1 7 5 10 138.53 24.13 1 7 5 11 119.81 23.79 1 7 6 -8 620.93 35.20 1 7 6 -7 223.47 22.06 1 7 6 -6 466.20 26.73 1 7 6 -5 80.46 14.67 1 7 6 -4 92.72 13.46 1 7 6 -3 151.44 15.08 1 7 6 -2 1532.48 48.73 1 7 6 2 1531.52 47.65 1 7 6 3 117.02 12.49 1 7 6 3 218.97 15.59 1 7 6 4 110.26 12.54 1 7 6 4 128.08 14.16 1 7 6 5 38.21 12.72 1 7 6 6 479.98 25.73 1 7 6 7 173.14 19.48 1 7 6 8 616.63 32.39 1 7 6 9 43.14 18.21 1 7 6 10 5.39 19.71 1 7 7 -8 40.60 17.69 1 7 7 -7 106.95 16.88 1 7 7 -6 350.83 22.54 1 7 7 -5 62.94 12.68 1 7 7 -4 114.06 11.99 1 7 7 -3 311.02 15.61 1 7 7 5 81.23 10.28 1 7 7 6 353.61 19.36 1 7 7 7 43.22 12.29 1 7 7 8 13.59 13.80 1 8 -7 0 605.91 28.17 1 8 -7 1 19.08 12.21 1 8 -7 2 167.23 17.42 1 8 -7 3 26.43 14.47 1 8 -6 -5 55.50 15.47 1 8 -6 -4 696.42 33.32 1 8 -6 -3 -6.53 13.31 1 8 -6 -2 26.73 12.99 1 8 -6 -1 -5.31 11.99 1 8 -6 0 299.05 20.50 1 8 -6 1 -19.69 13.79 1 8 -6 2 9.94 14.05 1 8 -6 2 21.74 13.07 1 8 -6 3 -28.01 15.02 1 8 -6 3 21.00 15.01 1 8 -6 4 678.75 33.38 1 8 -6 4 717.90 35.30 1 8 -6 5 3.43 15.69 1 8 -6 5 14.70 16.64 1 8 -5 -10 662.41 38.44 1 8 -5 -9 18.77 19.36 1 8 -5 -8 250.60 25.45 1 8 -5 -7 485.57 30.93 1 8 -5 -6 278.57 24.80 1 8 -5 -4 694.09 33.35 1 8 -5 -3 31.88 15.47 1 8 -5 -2 36.09 15.88 1 8 -5 -1 322.49 23.32 1 8 -5 0 972.93 40.50 1 8 -5 1 321.29 23.56 1 8 -5 3 7.78 14.76 1 8 -5 3 -1.68 13.68 1 8 -5 4 641.49 32.92 1 8 -5 4 632.08 31.94 1 8 -5 5 67.34 16.97 1 8 -5 5 7.79 16.62 1 8 -5 6 189.58 22.25 1 8 -5 6 282.69 25.98 1 8 -5 7 432.17 31.14 1 8 -5 8 288.59 29.54 1 8 -5 9 26.68 21.71 1 8 -5 10 645.50 41.09 1 8 -5 11 -55.12 26.94 1 8 -4 -12 47.97 23.98 1 8 -4 -11 130.37 20.87 1 8 -4 -10 214.51 26.09 1 8 -4 -9 636.84 38.17 1 8 -4 -8 -24.93 15.45 1 8 -4 -7 498.87 32.84 1 8 -4 -6 390.82 26.23 1 8 -4 -5 856.11 39.87 1 8 -4 -4 405.88 27.45 1 8 -4 -3 501.16 27.27 1 8 -4 -2 210.44 21.42 1 8 -4 -1 553.25 27.95 1 8 -4 0 3144.43 95.48 1 8 -4 1 702.90 34.11 1 8 -4 2 154.67 20.62 1 8 -4 3 535.21 30.53 1 8 -4 4 383.47 26.48 1 8 -4 4 436.00 28.58 1 8 -4 5 774.46 37.54 1 8 -4 5 828.62 39.43 1 8 -4 6 377.52 27.11 1 8 -4 6 385.40 29.11 1 8 -4 7 493.33 31.13 1 8 -4 7 564.70 34.26 1 8 -4 8 -3.44 22.28 1 8 -4 9 649.88 40.02 1 8 -4 10 199.23 27.54 1 8 -4 11 92.44 27.03 1 8 -4 12 -4.20 18.14 1 8 -3 -13 147.02 29.06 1 8 -3 -12 198.08 29.72 1 8 -3 -11 48.52 22.91 1 8 -3 -10 82.02 22.75 1 8 -3 -9 -49.45 21.96 1 8 -3 -8 2869.36 94.93 1 8 -3 -7 622.86 33.87 1 8 -3 -6 1551.22 59.21 1 8 -3 -5 208.92 23.38 1 8 -3 -4 2139.40 71.87 1 8 -3 -3 68.86 14.77 1 8 -3 -2 1141.63 45.60 1 8 -3 -1 282.61 23.47 1 8 -3 0 5292.66 149.63 1 8 -3 1 251.00 24.23 1 8 -3 2 1046.75 43.22 1 8 -3 3 80.73 15.05 1 8 -3 4 2155.88 72.56 1 8 -3 5 217.03 22.80 1 8 -3 5 304.88 25.31 1 8 -3 6 1491.42 57.86 1 8 -3 6 1536.44 57.88 1 8 -3 7 561.70 33.53 1 8 -3 7 646.31 36.69 1 8 -3 8 2611.80 87.52 1 8 -3 8 2637.60 90.60 1 8 -3 9 -42.53 24.25 1 8 -3 9 -12.06 19.74 1 8 -3 10 92.66 26.14 1 8 -3 11 5.96 17.13 1 8 -3 12 261.57 33.24 1 8 -3 13 96.69 28.34 1 8 -2 -14 324.11 35.12 1 8 -2 -13 356.73 35.96 1 8 -2 -12 122.92 26.22 1 8 -2 -11 280.57 27.40 1 8 -2 -10 763.62 40.87 1 8 -2 -9 553.29 36.74 1 8 -2 -8 593.99 37.33 1 8 -2 -7 131.57 19.78 1 8 -2 -6 1071.56 47.69 1 8 -2 -5 3677.95 111.64 1 8 -2 -4 2780.43 87.83 1 8 -2 -3 -17.72 18.09 1 8 -2 -2 72.60 19.55 1 8 -2 -1 3963.65 116.15 1 8 -2 0 954.06 40.71 1 8 -2 1 4036.56 116.59 1 8 -2 2 122.80 20.50 1 8 -2 3 -11.21 18.16 1 8 -2 4 2608.63 83.92 1 8 -2 5 3528.27 108.06 1 8 -2 5 3514.06 105.91 1 8 -2 6 1065.25 47.81 1 8 -2 6 1111.53 45.52 1 8 -2 7 157.48 24.13 1 8 -2 7 101.84 22.99 1 8 -2 8 431.77 33.96 1 8 -2 8 498.50 30.75 1 8 -2 9 384.13 30.99 1 8 -2 9 541.54 37.22 1 8 -2 10 564.30 37.49 1 8 -2 10 763.61 44.54 1 8 -2 11 237.74 26.54 1 8 -2 12 72.28 28.56 1 8 -2 13 399.36 37.52 1 8 -2 14 321.88 32.82 1 8 -1 -14 62.75 26.51 1 8 -1 -13 160.44 27.53 1 8 -1 -12 293.80 32.10 1 8 -1 -10 215.53 28.25 1 8 -1 -9 12.13 21.87 1 8 -1 -8 1429.85 56.70 1 8 -1 -7 1865.65 68.27 1 8 -1 -6 62.90 17.01 1 8 -1 -5 53.85 14.56 1 8 -1 -4 118.41 20.04 1 8 -1 -3 420.12 27.28 1 8 -1 -2 690.62 33.72 1 8 -1 -1 820.32 36.75 1 8 -1 0 6.70 11.45 1 8 -1 1 747.66 35.19 1 8 -1 2 700.88 32.35 1 8 -1 3 371.08 26.35 1 8 -1 4 130.70 16.75 1 8 -1 5 15.86 17.75 1 8 -1 6 89.24 20.05 1 8 -1 6 115.71 21.98 1 8 -1 7 1881.38 67.44 1 8 -1 7 1979.82 69.17 1 8 -1 8 1355.46 56.01 1 8 -1 8 1535.05 62.12 1 8 -1 9 70.36 21.71 1 8 -1 10 296.53 28.55 1 8 -1 10 279.63 27.20 1 8 -1 11 109.82 27.70 1 8 -1 12 268.35 32.06 1 8 -1 13 294.18 35.46 1 8 -1 14 51.87 30.00 1 8 0 -14 19.37 21.57 1 8 0 -13 -5.47 24.46 1 8 0 -12 153.64 28.13 1 8 0 -11 340.11 32.81 1 8 0 -10 588.74 38.98 1 8 0 -9 2897.47 97.80 1 8 0 -8 16.35 22.00 1 8 0 -7 665.18 38.29 1 8 0 -6 1518.13 56.76 1 8 0 -5 5971.53 168.21 1 8 0 -4 476.80 29.02 1 8 0 -3 3577.59 106.48 1 8 0 -2 997.48 41.54 1 8 0 -1 5375.27 150.54 1 8 0 0 7192.01 195.01 1 8 0 1 5490.25 153.78 1 8 0 2 958.47 39.32 1 8 0 3 3504.35 104.79 1 8 0 4 387.06 24.39 1 8 0 5 5841.48 164.77 1 8 0 6 1537.73 56.77 1 8 0 6 1462.43 57.21 1 8 0 7 727.47 38.47 1 8 0 7 742.65 38.43 1 8 0 8 70.54 23.40 1 8 0 8 23.16 19.03 1 8 0 9 2767.19 93.29 1 8 0 9 2757.11 93.96 1 8 0 10 543.78 36.44 1 8 0 10 577.73 39.47 1 8 0 11 318.33 28.98 1 8 0 11 335.62 31.51 1 8 0 12 169.77 29.02 1 8 0 13 5.58 25.31 1 8 0 14 22.90 27.61 1 8 1 -14 -32.52 27.50 1 8 1 -13 181.66 30.58 1 8 1 -12 207.04 24.90 1 8 1 -11 34.08 19.75 1 8 1 -10 264.69 28.72 1 8 1 -9 97.11 19.31 1 8 1 -8 1378.49 56.88 1 8 1 -7 1992.55 71.26 1 8 1 -5 51.56 19.43 1 8 1 -3 374.62 26.07 1 8 1 -2 665.72 33.13 1 8 1 -1 765.88 35.07 1 8 1 0 18.91 14.68 1 8 1 1 768.34 33.02 1 8 1 2 716.12 34.00 1 8 1 3 365.30 25.53 1 8 1 4 103.79 19.53 1 8 1 5 14.73 12.66 1 8 1 6 90.30 15.75 1 8 1 6 69.85 19.21 1 8 1 7 2003.49 70.30 1 8 1 7 1925.36 69.64 1 8 1 8 1503.88 59.01 1 8 1 8 1288.67 54.62 1 8 1 9 75.45 23.60 1 8 1 9 45.55 15.85 1 8 1 10 199.02 23.18 1 8 1 10 230.62 26.15 1 8 1 11 51.46 21.48 1 8 1 11 48.66 24.55 1 8 1 12 244.41 29.85 1 8 1 12 239.71 25.87 1 8 1 13 189.02 31.70 1 8 1 14 42.60 29.05 1 8 2 -14 358.20 35.14 1 8 2 -13 425.80 39.30 1 8 2 -12 -27.37 23.59 1 8 2 -11 306.52 28.09 1 8 2 -10 612.99 39.76 1 8 2 -9 518.25 35.53 1 8 2 -8 486.73 31.35 1 8 2 -7 160.82 26.13 1 8 2 -6 1047.81 44.51 1 8 2 -5 3492.32 106.04 1 8 2 -4 2640.11 83.97 1 8 2 -3 11.34 18.68 1 8 2 -2 94.63 18.13 1 8 2 -1 4112.52 118.38 1 8 2 0 920.25 38.99 1 8 2 1 4042.66 116.70 1 8 2 2 83.42 14.26 1 8 2 3 8.73 17.98 1 8 2 4 2596.32 82.91 1 8 2 5 3498.10 105.74 1 8 2 5 3561.70 107.61 1 8 2 6 1118.95 47.26 1 8 2 6 1121.69 46.38 1 8 2 7 170.50 23.47 1 8 2 7 100.54 22.02 1 8 2 8 567.46 34.70 1 8 2 8 554.44 35.84 1 8 2 9 510.12 31.01 1 8 2 9 534.36 36.98 1 8 2 10 619.56 40.13 1 8 2 10 625.65 37.48 1 8 2 11 192.43 23.42 1 8 2 11 202.80 24.74 1 8 2 13 299.13 35.22 1 8 2 14 260.89 30.83 1 8 3 -12 208.93 30.77 1 8 3 -11 21.60 23.78 1 8 3 -8 2771.08 93.14 1 8 3 -7 741.44 39.16 1 8 3 -6 1441.65 54.62 1 8 3 -5 204.79 23.37 1 8 3 -4 2191.93 72.76 1 8 3 -3 61.13 14.41 1 8 3 -2 1146.90 44.53 1 8 3 -1 312.97 23.57 1 8 3 0 5060.94 141.60 1 8 3 1 251.60 18.62 1 8 3 2 1148.03 44.19 1 8 3 3 98.31 18.67 1 8 3 4 2009.39 67.88 1 8 3 5 280.04 23.70 1 8 3 5 172.93 18.87 1 8 3 6 1513.11 56.79 1 8 3 6 1486.70 56.56 1 8 3 7 739.13 38.96 1 8 3 7 677.35 33.80 1 8 3 8 2670.60 89.53 1 8 3 8 2775.92 90.94 1 8 3 9 -22.80 17.52 1 8 3 9 -36.45 20.61 1 8 3 10 125.29 24.08 1 8 3 10 106.26 20.10 1 8 3 11 59.27 22.92 1 8 3 12 79.44 26.39 1 8 3 12 223.66 32.89 1 8 3 13 64.94 28.75 1 8 4 -11 73.26 26.51 1 8 4 -10 266.65 29.83 1 8 4 -9 584.76 34.97 1 8 4 -8 19.63 15.58 1 8 4 -7 539.94 31.84 1 8 4 -6 293.48 25.72 1 8 4 -5 871.52 39.16 1 8 4 -4 403.40 26.68 1 8 4 -3 528.49 29.45 1 8 4 -2 234.50 20.35 1 8 4 -1 665.61 31.41 1 8 4 0 3012.77 89.74 1 8 4 1 652.97 31.53 1 8 4 2 181.32 19.25 1 8 4 3 489.32 27.39 1 8 4 4 343.68 24.75 1 8 4 4 376.05 23.09 1 8 4 5 846.95 38.41 1 8 4 5 878.69 37.55 1 8 4 6 384.50 26.54 1 8 4 6 402.18 26.67 1 8 4 7 568.15 31.11 1 8 4 7 505.90 30.89 1 8 4 8 24.80 20.72 1 8 4 8 -36.39 19.61 1 8 4 9 648.50 37.94 1 8 4 9 638.68 37.01 1 8 4 10 283.04 28.91 1 8 4 10 201.82 27.27 1 8 4 11 217.79 27.11 1 8 4 12 -2.83 25.29 1 8 5 -11 51.03 23.70 1 8 5 -10 729.11 42.86 1 8 5 -9 15.19 22.40 1 8 5 -8 203.45 23.79 1 8 5 -7 499.43 30.90 1 8 5 -6 179.32 19.61 1 8 5 -4 610.56 30.78 1 8 5 -3 13.36 14.26 1 8 5 -2 78.90 15.65 1 8 5 -1 368.59 22.74 1 8 5 0 949.83 36.51 1 8 5 1 385.85 22.35 1 8 5 2 17.48 13.19 1 8 5 3 24.75 12.69 1 8 5 3 3.50 12.63 1 8 5 4 570.92 28.34 1 8 5 4 692.77 32.14 1 8 5 5 -3.30 14.61 1 8 5 5 2.51 13.47 1 8 5 6 170.98 21.03 1 8 5 6 181.36 19.76 1 8 5 7 435.68 28.89 1 8 5 7 555.28 31.14 1 8 5 8 173.80 23.78 1 8 5 9 27.95 21.49 1 8 5 10 661.58 39.57 1 8 6 -9 -22.05 19.55 1 8 6 -8 279.26 27.09 1 8 6 -7 65.46 17.62 1 8 6 -6 239.36 22.63 1 8 6 -4 666.60 30.84 1 8 6 -3 13.59 12.71 1 8 6 -2 20.69 11.49 1 8 6 -1 33.42 11.57 1 8 6 0 313.31 18.17 1 8 6 1 15.09 10.14 1 8 6 1 16.05 9.99 1 8 6 2 10.56 10.01 1 8 6 3 18.12 11.88 1 8 6 4 633.29 29.07 1 8 6 5 3.10 13.74 1 8 6 6 210.88 19.86 1 8 6 7 65.93 17.51 1 8 6 8 177.59 21.45 1 8 6 9 17.54 18.75 1 8 7 -7 177.02 20.71 1 8 7 -6 306.61 22.53 1 8 7 -5 158.95 17.22 1 8 7 -4 386.46 20.91 1 8 7 -3 52.18 11.70 1 8 7 -2 163.63 12.81 1 8 7 4 392.49 18.78 1 8 7 5 175.20 15.53 1 8 7 6 273.43 19.95 1 8 7 7 61.52 14.27 1 9 -6 -3 127.22 17.16 1 9 -6 -2 115.52 16.69 1 9 -6 1 37.83 16.35 1 9 -6 2 140.81 19.40 1 9 -6 2 111.04 19.31 1 9 -6 3 164.12 20.97 1 9 -6 3 194.23 21.02 1 9 -6 4 240.91 23.18 1 9 -5 -9 212.27 27.13 1 9 -5 -8 439.07 33.40 1 9 -5 -7 120.94 22.48 1 9 -5 -6 1445.95 55.88 1 9 -5 -5 -26.05 18.29 1 9 -5 -4 419.87 28.56 1 9 -5 -3 -15.59 16.89 1 9 -5 -2 1486.21 55.61 1 9 -5 -1 245.58 23.13 1 9 -5 1 173.10 17.93 1 9 -5 2 1402.88 52.92 1 9 -5 3 45.78 14.46 1 9 -5 4 287.29 25.60 1 9 -5 4 398.41 29.21 1 9 -5 5 15.60 13.91 1 9 -5 6 1399.20 56.57 1 9 -5 7 80.98 19.99 1 9 -5 8 365.85 32.67 1 9 -5 9 235.70 30.33 1 9 -4 -11 119.35 26.75 1 9 -4 -10 45.55 20.84 1 9 -4 -9 192.95 25.46 1 9 -4 -8 1739.85 67.96 1 9 -4 -7 1553.40 61.71 1 9 -4 -6 194.41 22.98 1 9 -4 -5 283.08 25.89 1 9 -4 -4 176.62 22.58 1 9 -4 -3 1168.32 49.34 1 9 -4 -2 3810.18 114.00 1 9 -4 -1 1698.50 60.89 1 9 -4 1 1720.33 62.69 1 9 -4 2 3854.65 115.87 1 9 -4 3 1167.27 48.95 1 9 -4 4 104.06 19.38 1 9 -4 5 271.39 26.53 1 9 -4 5 239.39 24.64 1 9 -4 6 144.10 19.44 1 9 -4 6 171.01 25.29 1 9 -4 7 1488.35 61.57 1 9 -4 8 1720.17 69.33 1 9 -4 9 255.39 28.69 1 9 -4 10 71.45 24.09 1 9 -4 11 43.34 26.30 1 9 -4 12 133.07 29.45 1 9 -3 -13 -1.17 23.64 1 9 -3 -12 201.25 30.42 1 9 -3 -11 77.99 25.69 1 9 -3 -10 -26.42 22.82 1 9 -3 -9 527.72 37.35 1 9 -3 -8 349.26 30.72 1 9 -3 -7 661.32 37.79 1 9 -3 -6 73.74 22.15 1 9 -3 -5 51.74 19.36 1 9 -3 -4 267.08 25.93 1 9 -3 -3 789.97 38.80 1 9 -3 -2 1116.68 46.68 1 9 -3 -1 7.49 13.66 1 9 -3 2 1102.13 46.50 1 9 -3 3 703.96 37.59 1 9 -3 4 229.08 21.45 1 9 -3 5 -5.09 18.24 1 9 -3 5 9.72 17.18 1 9 -3 6 47.21 19.21 1 9 -3 6 79.90 21.18 1 9 -3 7 624.22 36.86 1 9 -3 7 547.83 35.83 1 9 -3 8 251.18 24.38 1 9 -3 8 368.72 32.67 1 9 -3 9 445.28 35.51 1 9 -3 10 3.29 23.63 1 9 -3 11 85.94 21.60 1 9 -3 12 148.98 31.51 1 9 -3 13 34.23 21.61 1 9 -2 -13 54.13 27.09 1 9 -2 -12 458.65 39.11 1 9 -2 -11 953.13 51.03 1 9 -2 -10 -11.76 23.69 1 9 -2 -9 -1.79 22.54 1 9 -2 -8 9.43 20.33 1 9 -2 -7 1086.94 47.41 1 9 -2 -6 1470.69 58.95 1 9 -2 -5 -8.08 21.99 1 9 -2 -4 843.51 40.97 1 9 -2 -3 4588.89 134.86 1 9 -2 -2 659.23 33.78 1 9 -2 -1 766.96 38.21 1 9 -2 1 637.32 34.52 1 9 -2 2 641.40 34.22 1 9 -2 3 4296.75 127.63 1 9 -2 4 889.48 43.20 1 9 -2 5 45.90 21.28 1 9 -2 6 1446.10 58.79 1 9 -2 6 1551.59 58.35 1 9 -2 7 1153.12 51.19 1 9 -2 7 1114.05 49.33 1 9 -2 8 14.86 23.41 1 9 -2 8 45.80 19.40 1 9 -2 9 -13.45 23.38 1 9 -2 9 34.14 16.07 1 9 -2 10 -40.60 26.05 1 9 -2 11 939.17 48.85 1 9 -2 12 361.49 37.24 1 9 -2 13 78.71 23.58 1 9 -1 -14 142.91 30.91 1 9 -1 -13 -7.28 19.65 1 9 -1 -12 29.06 23.97 1 9 -1 -11 77.79 25.23 1 9 -1 -10 64.97 24.89 1 9 -1 -9 844.12 45.87 1 9 -1 -8 257.81 24.33 1 9 -1 -7 714.83 41.02 1 9 -1 -6 1737.20 64.06 1 9 -1 -5 92.16 17.22 1 9 -1 -4 256.13 22.06 1 9 -1 -3 673.09 33.31 1 9 -1 -2 440.33 29.28 1 9 -1 -1 140.96 20.95 1 9 -1 1 125.31 21.43 1 9 -1 2 405.59 28.82 1 9 -1 3 690.05 36.34 1 9 -1 4 282.01 22.70 1 9 -1 5 49.62 19.85 1 9 -1 6 1760.57 65.51 1 9 -1 6 1633.33 61.14 1 9 -1 7 721.46 38.35 1 9 -1 7 709.51 40.60 1 9 -1 8 310.90 28.24 1 9 -1 8 407.27 29.41 1 9 -1 9 830.57 44.72 1 9 -1 9 757.06 41.80 1 9 -1 10 1.03 16.43 1 9 -1 10 30.47 22.63 1 9 -1 11 144.14 29.27 1 9 -1 12 48.51 25.94 1 9 -1 13 -50.81 28.58 1 9 -1 14 -23.00 29.44 1 9 0 -14 43.14 25.74 1 9 0 -13 877.09 51.70 1 9 0 -12 188.88 30.33 1 9 0 -11 241.82 30.64 1 9 0 -10 52.78 24.74 1 9 0 -9 1640.04 67.16 1 9 0 -8 3359.91 108.19 1 9 0 -7 6079.73 175.68 1 9 0 -6 278.57 24.32 1 9 0 -5 243.78 27.00 1 9 0 -4 267.80 26.49 1 9 0 -3 6885.61 190.45 1 9 0 -2 7327.51 201.81 1 9 0 -1 6144.18 172.30 1 9 0 1 5997.52 168.15 1 9 0 2 7090.55 196.32 1 9 0 3 6913.34 192.59 1 9 0 4 274.23 46.37 1 9 0 5 190.79 24.46 1 9 0 6 242.18 26.80 1 9 0 6 254.88 21.84 1 9 0 7 6088.16 175.23 1 9 0 7 6023.57 174.31 1 9 0 8 3212.95 104.39 1 9 0 8 3225.68 105.51 1 9 0 9 1661.89 66.50 1 9 0 9 1609.54 66.73 1 9 0 10 79.54 23.48 1 9 0 10 121.54 25.50 1 9 0 11 303.50 32.20 1 9 0 12 95.52 27.69 1 9 0 13 860.69 51.81 1 9 0 14 9.57 21.74 1 9 1 -13 47.03 27.54 1 9 1 -12 124.32 26.03 1 9 1 -11 69.37 19.46 1 9 1 -10 115.55 20.87 1 9 1 -9 773.84 40.81 1 9 1 -8 317.35 30.41 1 9 1 -7 718.54 40.68 1 9 1 -6 1756.63 65.78 1 9 1 -5 40.33 15.56 1 9 1 -4 244.74 21.56 1 9 1 -3 772.64 38.38 1 9 1 -2 464.74 30.09 1 9 1 -1 90.08 15.53 1 9 1 1 116.32 19.60 1 9 1 2 364.80 23.96 1 9 1 3 606.42 31.30 1 9 1 4 302.95 26.33 1 9 1 5 106.74 19.13 1 9 1 6 1725.64 64.20 1 9 1 6 1938.84 69.46 1 9 1 7 655.63 36.14 1 9 1 7 631.44 37.91 1 9 1 8 387.47 30.58 1 9 1 8 309.08 25.91 1 9 1 9 806.18 41.34 1 9 1 9 770.82 40.39 1 9 1 10 26.57 17.52 1 9 1 10 75.32 18.28 1 9 1 11 63.60 26.56 1 9 1 11 73.21 19.22 1 9 1 12 20.58 20.66 1 9 1 13 -38.80 26.96 1 9 1 14 54.35 30.14 1 9 2 -13 -11.93 26.71 1 9 2 -12 461.38 39.93 1 9 2 -11 885.02 46.83 1 9 2 -9 -26.51 17.32 1 9 2 -8 -9.06 21.47 1 9 2 -7 1121.38 50.81 1 9 2 -6 1438.49 55.86 1 9 2 -5 14.36 21.26 1 9 2 -4 826.73 41.49 1 9 2 -3 4300.18 126.31 1 9 2 -2 616.55 33.51 1 9 2 -1 740.77 37.14 1 9 2 1 750.85 36.59 1 9 2 2 687.32 35.45 1 9 2 3 4293.05 126.58 1 9 2 4 770.75 38.88 1 9 2 5 32.44 19.73 1 9 2 6 1417.48 55.80 1 9 2 6 1406.48 55.50 1 9 2 7 1097.37 49.54 1 9 2 7 1097.01 47.27 1 9 2 8 -17.64 16.10 1 9 2 8 -40.16 20.31 1 9 2 9 47.11 23.86 1 9 2 9 -22.68 19.79 1 9 2 10 -46.52 24.51 1 9 2 10 -0.49 15.09 1 9 2 11 951.70 48.20 1 9 2 11 985.15 48.53 1 9 2 12 499.90 40.59 1 9 2 12 287.47 34.30 1 9 2 13 52.09 27.34 1 9 3 -13 5.91 28.34 1 9 3 -12 149.32 24.47 1 9 3 -11 87.09 27.45 1 9 3 -9 468.13 35.85 1 9 3 -8 295.67 30.73 1 9 3 -7 774.16 41.33 1 9 3 -6 131.52 22.91 1 9 3 -5 39.97 17.94 1 9 3 -4 290.94 25.96 1 9 3 -3 717.87 36.08 1 9 3 -2 943.00 39.43 1 9 3 -1 34.14 17.73 1 9 3 2 1035.36 43.49 1 9 3 3 633.07 33.62 1 9 3 4 223.12 23.82 1 9 3 5 45.35 15.30 1 9 3 5 16.41 17.62 1 9 3 6 126.37 23.57 1 9 3 6 72.79 15.61 1 9 3 7 621.79 35.38 1 9 3 7 614.28 35.36 1 9 3 8 255.59 28.24 1 9 3 8 279.38 23.81 1 9 3 9 414.64 32.52 1 9 3 9 456.93 32.21 1 9 3 10 36.20 17.33 1 9 3 10 69.97 23.75 1 9 3 11 -1.35 22.33 1 9 3 11 50.34 26.50 1 9 3 12 103.39 30.47 1 9 4 -12 -39.95 27.30 1 9 4 -11 52.70 23.99 1 9 4 -9 324.17 31.79 1 9 4 -8 1699.42 66.97 1 9 4 -7 1556.89 61.71 1 9 4 -6 88.04 20.98 1 9 4 -5 340.91 27.14 1 9 4 -4 155.70 18.19 1 9 4 -3 1226.68 48.23 1 9 4 -2 3407.24 101.89 1 9 4 -1 1616.84 58.01 1 9 4 1 1645.66 58.52 1 9 4 2 3611.65 108.04 1 9 4 3 1107.24 43.85 1 9 4 4 163.17 19.93 1 9 4 4 168.74 19.22 1 9 4 5 263.85 24.83 1 9 4 5 173.28 21.33 1 9 4 6 213.40 22.34 1 9 4 6 136.02 21.11 1 9 4 7 1508.60 57.78 1 9 4 7 1521.89 59.09 1 9 4 8 1583.79 62.80 1 9 4 8 1567.79 61.30 1 9 4 9 309.45 28.87 1 9 4 9 265.75 25.10 1 9 4 10 101.46 24.52 1 9 4 11 30.31 19.18 1 9 4 12 44.41 27.76 1 9 5 -9 211.44 27.48 1 9 5 -8 489.81 35.17 1 9 5 -7 142.00 24.65 1 9 5 -6 1462.43 57.29 1 9 5 -5 21.75 16.02 1 9 5 -4 364.57 26.24 1 9 5 -3 42.54 15.97 1 9 5 -2 1304.25 48.56 1 9 5 -1 182.30 19.24 1 9 5 1 214.94 19.73 1 9 5 2 1377.86 50.55 1 9 5 3 10.55 14.96 1 9 5 3 36.24 12.00 1 9 5 4 502.55 29.52 1 9 5 4 416.98 25.53 1 9 5 5 -31.52 13.67 1 9 5 5 11.14 16.64 1 9 5 6 1554.13 58.32 1 9 5 6 1418.21 54.15 1 9 5 7 76.97 18.63 1 9 5 8 413.55 30.77 1 9 5 9 124.94 25.01 1 9 5 10 -35.43 23.39 1 9 6 -8 -15.04 16.70 1 9 6 -7 14.74 18.98 1 9 6 -6 307.05 25.09 1 9 6 -5 -11.72 15.87 1 9 6 -4 290.06 22.82 1 9 6 -3 161.36 17.87 1 9 6 -2 131.69 15.61 1 9 6 1 26.87 12.54 1 9 6 2 104.64 15.59 1 9 6 3 140.94 17.32 1 9 6 4 234.18 20.63 1 9 6 6 410.00 27.37 1 9 6 7 26.87 16.10 1 9 6 8 17.04 16.21 1 9 6 9 21.94 18.55 1 9 7 -6 80.89 17.17 1 9 7 -5 -35.77 14.65 1 9 7 -4 116.44 15.97 1 9 7 -3 262.67 18.34 1 9 7 -2 607.93 26.37 1 9 7 -1 26.69 11.32 1 9 7 1 -0.47 9.13 1 9 7 2 585.17 25.28 1 9 7 3 263.55 17.47 1 9 7 4 47.98 13.03 1 9 7 5 2.58 12.10 1 9 7 6 51.33 14.86 1 10 -6 -1 743.15 37.56 1 10 -6 0 337.87 27.10 1 10 -6 1 791.29 39.20 1 10 -6 2 473.16 31.73 1 10 -5 -8 693.20 41.57 1 10 -5 -7 -10.25 20.65 1 10 -5 -6 244.92 22.75 1 10 -5 -5 -10.79 19.42 1 10 -5 -4 1944.17 69.94 1 10 -5 -3 -7.42 17.77 1 10 -5 -2 148.71 22.29 1 10 -5 -1 276.30 25.86 1 10 -5 0 899.47 41.82 1 10 -5 1 206.53 23.28 1 10 -5 2 183.69 23.27 1 10 -5 3 20.30 15.56 1 10 -5 4 1882.53 69.81 1 10 -5 5 5.33 19.46 1 10 -5 6 263.13 28.18 1 10 -5 7 -0.28 22.10 1 10 -5 8 666.07 41.55 1 10 -4 -10 160.99 26.87 1 10 -4 -9 197.38 28.01 1 10 -4 -8 57.31 23.33 1 10 -4 -7 218.10 27.62 1 10 -4 -6 145.51 20.68 1 10 -4 -5 1146.27 51.03 1 10 -4 -4 -4.72 19.28 1 10 -4 -3 1.34 18.09 1 10 -4 -2 391.22 26.37 1 10 -4 -1 11.82 13.58 1 10 -4 0 267.44 22.59 1 10 -4 1 -41.74 17.24 1 10 -4 2 407.58 30.52 1 10 -4 3 -18.48 19.66 1 10 -4 4 34.55 20.92 1 10 -4 5 1105.66 50.85 1 10 -4 5 1162.16 51.05 1 10 -4 6 77.03 23.89 1 10 -4 7 280.67 30.51 1 10 -4 8 20.39 22.61 1 10 -4 9 167.02 23.22 1 10 -4 10 83.69 20.96 1 10 -4 11 -8.71 24.35 1 10 -3 -11 -37.66 25.37 1 10 -3 -10 552.97 40.06 1 10 -3 -9 -5.54 22.72 1 10 -3 -8 35.45 22.91 1 10 -3 -7 -5.34 14.55 1 10 -3 -6 759.81 41.52 1 10 -3 -5 -28.67 19.31 1 10 -3 -4 542.74 32.89 1 10 -3 -3 60.65 21.51 1 10 -3 -1 868.76 43.06 1 10 -3 0 5047.22 147.36 1 10 -3 1 701.40 38.75 1 10 -3 2 42.70 21.98 1 10 -3 3 60.85 16.33 1 10 -3 4 515.53 34.36 1 10 -3 5 14.50 20.35 1 10 -3 6 762.82 42.73 1 10 -3 6 819.28 42.87 1 10 -3 7 -20.85 20.88 1 10 -3 7 36.67 17.38 1 10 -3 8 -27.69 23.16 1 10 -3 9 -13.49 23.50 1 10 -3 10 369.53 35.71 1 10 -3 11 66.07 26.35 1 10 -3 12 53.89 28.32 1 10 -2 -13 245.33 35.79 1 10 -2 -11 297.23 33.71 1 10 -2 -10 318.68 33.83 1 10 -2 -9 3048.07 104.79 1 10 -2 -8 376.41 32.83 1 10 -2 -7 516.43 32.72 1 10 -2 -6 620.08 38.69 1 10 -2 -5 5037.48 149.01 1 10 -2 -4 1773.04 65.53 1 10 -2 -3 3697.26 114.17 1 10 -2 -2 2424.86 82.16 1 10 -2 -112967.33 345.43 1 10 -2 0 1630.38 61.65 1 10 -2 112673.90 338.40 1 10 -2 2 2437.38 82.61 1 10 -2 3 3395.69 106.89 1 10 -2 4 1742.80 66.49 1 10 -2 5 4974.79 148.72 1 10 -2 6 509.99 36.75 1 10 -2 6 602.26 35.97 1 10 -2 7 499.17 32.73 1 10 -2 7 455.97 33.26 1 10 -2 8 302.02 31.22 1 10 -2 8 367.94 28.59 1 10 -2 9 2863.75 100.30 1 10 -2 10 193.62 30.92 1 10 -2 11 323.38 34.42 1 10 -2 12 124.83 30.61 1 10 -2 13 104.21 28.59 1 10 -1 -13 58.85 26.90 1 10 -1 -12 15.13 25.39 1 10 -1 -11 -32.94 24.72 1 10 -1 -10 19.54 23.02 1 10 -1 -9 -57.50 25.27 1 10 -1 -8 667.00 37.93 1 10 -1 -6 -15.34 20.51 1 10 -1 -5 -38.26 22.50 1 10 -1 -4 672.21 38.69 1 10 -1 -3 24.58 21.00 1 10 -1 -2 79.95 21.94 1 10 -1 -1 1024.15 46.23 1 10 -1 0 280.53 27.45 1 10 -1 1 1084.59 47.64 1 10 -1 2 27.74 19.74 1 10 -1 3 -2.91 19.58 1 10 -1 4 623.48 34.94 1 10 -1 6 -21.51 19.79 1 10 -1 6 28.93 16.28 1 10 -1 7 18.05 14.88 1 10 -1 7 11.83 20.95 1 10 -1 8 588.18 37.70 1 10 -1 8 659.25 37.86 1 10 -1 9 -5.85 16.49 1 10 -1 9 46.74 22.88 1 10 -1 10 13.67 17.71 1 10 -1 11 10.83 23.98 1 10 -1 12 63.11 27.82 1 10 -1 13 -24.71 28.71 1 10 0 -13 414.42 39.41 1 10 0 -11 299.70 34.40 1 10 0 -10 116.60 26.66 1 10 0 -9 1109.89 54.19 1 10 0 -8 48.65 23.83 1 10 0 -7 277.77 29.87 1 10 0 -6 -56.43 24.43 1 10 0 -5 5221.49 154.02 1 10 0 -4 17.00 22.10 1 10 0 -2 1419.36 56.19 1 10 0 -1 608.48 35.23 1 10 0 0 544.97 33.38 1 10 0 1 531.98 32.99 1 10 0 2 1390.35 55.17 1 10 0 3 63.12 21.34 1 10 0 4 10.50 20.85 1 10 0 5 5085.91 150.36 1 10 0 6 9.41 20.84 1 10 0 6 -3.34 19.07 1 10 0 7 240.91 27.93 1 10 0 7 263.06 26.06 1 10 0 8 2.34 20.99 1 10 0 8 11.43 16.42 1 10 0 9 1056.26 52.55 1 10 0 9 1029.43 50.86 1 10 0 10 38.78 22.57 1 10 0 10 35.28 22.48 1 10 0 11 245.44 31.21 1 10 0 12 76.65 28.57 1 10 0 13 335.19 37.86 1 10 1 -13 81.12 29.45 1 10 1 -12 -16.46 21.07 1 10 1 -11 38.73 19.00 1 10 1 -10 -14.67 17.50 1 10 1 -9 -12.43 16.20 1 10 1 -8 671.10 40.94 1 10 1 -7 -17.29 22.08 1 10 1 -6 -22.95 16.73 1 10 1 -5 -2.25 21.35 1 10 1 -4 618.03 37.09 1 10 1 -3 37.89 21.24 1 10 1 -2 27.53 20.63 1 10 1 -1 1000.79 45.19 1 10 1 0 248.59 26.61 1 10 1 1 981.03 44.81 1 10 1 3 17.30 20.88 1 10 1 4 593.13 36.04 1 10 1 5 22.16 15.23 1 10 1 6 7.68 20.26 1 10 1 6 -9.66 19.77 1 10 1 7 44.53 21.78 1 10 1 7 1.06 19.73 1 10 1 8 494.02 35.99 1 10 1 8 556.01 36.65 1 10 1 9 33.31 16.17 1 10 1 9 5.06 16.93 1 10 1 10 3.25 15.67 1 10 1 11 -41.07 26.26 1 10 1 12 30.88 24.77 1 10 1 13 -16.91 26.76 1 10 2 -13 166.64 32.39 1 10 2 -12 181.27 32.30 1 10 2 -11 349.60 31.21 1 10 2 -10 334.30 29.98 1 10 2 -9 2918.75 99.98 1 10 2 -8 432.08 34.85 1 10 2 -7 502.92 35.85 1 10 2 -6 566.73 33.97 1 10 2 -5 5155.14 151.96 1 10 2 -4 1681.39 64.48 1 10 2 -3 3536.74 109.87 1 10 2 -2 2399.46 81.04 1 10 2 -113347.32 354.30 1 10 2 0 1518.93 59.53 1 10 2 112893.05 343.28 1 10 2 2 2337.57 79.37 1 10 2 3 3222.67 101.45 1 10 2 4 1598.30 61.77 1 10 2 5 4872.59 143.84 1 10 2 6 562.20 35.53 1 10 2 6 540.54 35.21 1 10 2 7 519.73 35.64 1 10 2 7 608.60 36.43 1 10 2 8 333.83 30.16 1 10 2 8 324.25 27.45 1 10 2 9 2989.35 101.47 1 10 2 9 3008.91 102.85 1 10 2 10 361.57 32.54 1 10 2 10 230.18 25.91 1 10 2 11 267.21 29.70 1 10 2 11 314.73 31.13 1 10 2 12 97.55 29.26 1 10 2 13 179.36 27.71 1 10 3 -12 45.08 21.02 1 10 3 -10 512.74 39.27 1 10 3 -9 9.90 23.57 1 10 3 -8 32.58 24.06 1 10 3 -7 -3.06 20.64 1 10 3 -6 737.70 40.84 1 10 3 -5 2.17 20.25 1 10 3 -4 567.40 34.75 1 10 3 -3 40.15 20.33 1 10 3 -2 94.80 21.26 1 10 3 -1 749.98 38.69 1 10 3 0 5135.80 148.43 1 10 3 1 787.28 39.23 1 10 3 2 55.54 20.37 1 10 3 3 107.55 21.88 1 10 3 4 539.26 30.67 1 10 3 5 -12.56 18.10 1 10 3 5 79.72 21.57 1 10 3 6 748.38 37.81 1 10 3 6 752.85 40.23 1 10 3 7 16.39 16.39 1 10 3 7 9.58 19.50 1 10 3 8 -6.92 22.33 1 10 3 8 -14.05 15.68 1 10 3 9 19.53 21.13 1 10 3 9 -11.10 20.44 1 10 3 10 470.91 36.00 1 10 3 10 414.72 33.61 1 10 3 11 150.60 30.59 1 10 3 12 71.17 31.08 1 10 4 -11 -23.73 19.20 1 10 4 -10 110.32 28.39 1 10 4 -9 185.98 29.51 1 10 4 -8 32.44 23.14 1 10 4 -7 155.21 26.05 1 10 4 -6 171.38 22.99 1 10 4 -5 1077.30 48.28 1 10 4 -4 -12.41 17.21 1 10 4 -3 41.44 20.00 1 10 4 -2 363.83 28.12 1 10 4 -1 -39.68 19.69 1 10 4 0 286.38 25.76 1 10 4 1 7.56 16.40 1 10 4 2 394.91 26.47 1 10 4 3 10.37 17.59 1 10 4 4 1.60 19.03 1 10 4 5 1137.29 47.75 1 10 4 5 1230.65 50.73 1 10 4 6 173.22 23.62 1 10 4 6 150.32 23.08 1 10 4 7 217.93 23.05 1 10 4 7 157.56 24.32 1 10 4 8 15.74 15.33 1 10 4 8 35.07 22.62 1 10 4 9 107.27 20.46 1 10 4 10 147.76 27.47 1 10 4 11 120.44 24.93 1 10 5 -10 221.97 30.76 1 10 5 -8 782.91 42.73 1 10 5 -7 27.97 20.98 1 10 5 -6 261.30 25.79 1 10 5 -5 -49.00 20.11 1 10 5 -4 1747.87 64.12 1 10 5 -2 163.39 19.03 1 10 5 -1 206.80 19.57 1 10 5 0 757.60 35.73 1 10 5 1 270.24 22.91 1 10 5 2 271.38 23.76 1 10 5 3 12.00 17.89 1 10 5 4 1806.77 63.43 1 10 5 4 1767.14 63.43 1 10 5 5 24.23 18.68 1 10 5 6 254.77 24.90 1 10 5 7 39.32 20.87 1 10 5 8 661.91 36.42 1 10 5 9 27.43 22.75 1 10 5 10 164.53 27.18 1 10 6 -7 122.40 22.70 1 10 6 -6 143.76 21.19 1 10 6 -5 118.30 19.25 1 10 6 -4 484.78 29.57 1 10 6 -3 171.75 20.54 1 10 6 -2 470.02 28.11 1 10 6 -1 736.94 34.37 1 10 6 0 455.84 27.03 1 10 6 1 732.16 33.84 1 10 6 2 417.70 25.90 1 10 6 3 196.43 21.13 1 10 6 4 527.94 29.87 1 10 6 5 76.84 18.72 1 10 6 6 157.13 21.37 1 10 6 7 154.53 23.22 1 10 6 8 94.95 22.27 1 10 7 -4 83.32 16.74 1 10 7 -3 54.73 14.76 1 10 7 -2 50.53 14.67 1 10 7 -1 87.42 14.68 1 10 7 0 942.12 36.44 1 10 7 1 115.22 15.19 1 10 7 2 43.29 12.68 1 10 7 3 32.99 13.10 1 10 7 4 97.81 15.11 1 11 -5 -7 -41.30 22.37 1 11 -5 -6 596.81 38.28 1 11 -5 -5 32.19 21.19 1 11 -5 -4 499.48 34.03 1 11 -5 -3 14.13 19.65 1 11 -5 -2 1199.35 50.53 1 11 -5 -1 -0.43 19.47 1 11 -5 1 16.35 14.33 1 11 -5 2 1171.20 52.16 1 11 -5 3 -2.07 15.88 1 11 -5 4 458.36 33.06 1 11 -5 5 20.08 21.34 1 11 -5 6 541.32 35.55 1 11 -5 7 -35.42 23.65 1 11 -5 8 222.03 29.49 1 11 -4 -10 0.24 18.03 1 11 -4 -9 6.00 17.01 1 11 -4 -8 103.22 25.32 1 11 -4 -7 742.67 43.15 1 11 -4 -6 289.64 29.76 1 11 -4 -5 194.77 25.97 1 11 -4 -3 3154.48 102.80 1 11 -4 -2 86.67 19.89 1 11 -4 -1 -5.77 19.99 1 11 -4 2 35.46 22.30 1 11 -4 3 2993.67 98.63 1 11 -4 4 120.30 26.32 1 11 -4 5 195.91 28.16 1 11 -4 6 249.14 25.92 1 11 -4 7 827.87 46.34 1 11 -4 8 84.88 19.88 1 11 -4 9 23.44 25.35 1 11 -4 10 52.17 26.41 1 11 -3 -11 -31.61 26.65 1 11 -3 -10 14.99 23.88 1 11 -3 -9 -46.55 25.48 1 11 -3 -8 820.22 46.66 1 11 -3 -7 343.32 32.33 1 11 -3 -6 193.73 25.67 1 11 -3 -5 574.56 37.30 1 11 -3 -4 148.93 25.08 1 11 -3 -3 256.16 26.46 1 11 -3 -2 903.58 44.41 1 11 -3 -1 121.55 23.55 1 11 -3 1 76.30 23.02 1 11 -3 2 923.64 45.46 1 11 -3 3 193.19 27.09 1 11 -3 4 110.99 23.40 1 11 -3 5 519.04 35.93 1 11 -3 6 121.48 25.38 1 11 -3 7 220.07 27.49 1 11 -3 8 822.72 47.07 1 11 -3 9 -10.98 24.57 1 11 -3 10 -43.00 26.60 1 11 -3 11 -3.74 26.90 1 11 -2 -12 190.12 31.10 1 11 -2 -11 30.56 19.61 1 11 -2 -10 17.11 18.86 1 11 -2 -9 406.09 32.47 1 11 -2 -8 50.53 26.46 1 11 -2 -7 1238.23 56.95 1 11 -2 -6 69.35 18.02 1 11 -2 -5 42.83 24.25 1 11 -2 -4 4.38 19.82 1 11 -2 -3 417.53 32.46 1 11 -2 -2 2418.04 84.43 1 11 -2 -1 2968.06 97.10 1 11 -2 1 2935.72 96.62 1 11 -2 2 2354.84 82.74 1 11 -2 3 295.09 29.85 1 11 -2 4 -23.91 16.12 1 11 -2 5 14.72 19.32 1 11 -2 6 35.06 21.27 1 11 -2 6 65.04 23.50 1 11 -2 7 1238.40 54.32 1 11 -2 7 1354.84 59.91 1 11 -2 8 83.18 28.41 1 11 -2 9 285.98 33.61 1 11 -2 10 -27.14 26.18 1 11 -2 11 25.20 27.09 1 11 -2 12 197.33 31.12 1 11 -1 -12 -1.46 26.37 1 11 -1 -11 44.22 25.39 1 11 -1 -10 227.54 31.51 1 11 -1 -9 1.39 23.83 1 11 -1 -8 61.03 25.21 1 11 -1 -6 466.46 35.65 1 11 -1 -5 474.48 31.45 1 11 -1 -4 36.77 23.25 1 11 -1 -3 -23.63 23.00 1 11 -1 -2 649.37 35.57 1 11 -1 -1 -11.70 15.70 1 11 -1 1 42.64 22.03 1 11 -1 2 678.63 36.04 1 11 -1 3 -23.21 21.54 1 11 -1 4 97.94 24.51 1 11 -1 5 370.98 31.91 1 11 -1 6 374.67 32.40 1 11 -1 6 445.14 29.89 1 11 -1 7 66.57 23.77 1 11 -1 8 89.85 24.63 1 11 -1 8 13.91 16.81 1 11 -1 10 156.16 23.58 1 11 -1 11 123.09 29.03 1 11 -1 12 84.60 30.62 1 11 0 -13 244.84 36.01 1 11 0 -12 -36.15 28.27 1 11 0 -11 1197.18 60.00 1 11 0 -10 76.76 27.66 1 11 0 -9 25.58 24.53 1 11 0 -8 34.47 24.76 1 11 0 -7 3568.53 116.78 1 11 0 -6 62.95 25.18 1 11 0 -5 631.00 38.68 1 11 0 -4 202.94 29.25 1 11 0 -312029.68 325.53 1 11 0 -2 764.93 39.05 1 11 0 -1 1086.02 48.68 1 11 0 1 960.71 45.81 1 11 0 2 848.14 41.69 1 11 0 311851.83 320.44 1 11 0 4 240.74 29.19 1 11 0 5 634.78 39.31 1 11 0 6 201.33 27.41 1 11 0 7 3384.65 111.45 1 11 0 7 3364.58 110.18 1 11 0 8 130.05 25.79 1 11 0 8 -32.88 22.26 1 11 0 9 6.61 21.50 1 11 0 9 -9.02 23.77 1 11 0 10 83.18 26.54 1 11 0 11 1114.34 54.84 1 11 0 12 25.97 27.68 1 11 0 13 203.90 28.85 1 11 1 -10 106.84 27.84 1 11 1 -9 10.91 23.51 1 11 1 -8 23.97 17.05 1 11 1 -7 129.86 25.92 1 11 1 -6 429.36 34.88 1 11 1 -5 436.60 33.19 1 11 1 -4 84.43 24.04 1 11 1 -3 22.18 21.92 1 11 1 -2 701.62 39.96 1 11 1 -1 19.00 22.05 1 11 1 1 -20.97 22.14 1 11 1 2 643.39 37.94 1 11 1 3 -17.17 21.20 1 11 1 5 464.95 30.87 1 11 1 6 414.30 30.48 1 11 1 6 394.58 29.10 1 11 1 7 56.44 22.84 1 11 1 7 104.22 24.84 1 11 1 8 45.86 23.47 1 11 1 9 -36.77 20.59 1 11 1 10 146.03 23.19 1 11 1 11 121.90 31.00 1 11 1 12 9.50 27.99 1 11 2 -12 249.93 30.39 1 11 2 -11 32.97 20.18 1 11 2 -10 -11.52 24.00 1 11 2 -9 382.38 35.27 1 11 2 -8 127.35 21.99 1 11 2 -7 1345.07 59.27 1 11 2 -6 47.57 23.45 1 11 2 -5 59.33 18.42 1 11 2 -4 -11.76 22.25 1 11 2 -3 362.72 31.20 1 11 2 -2 2304.36 79.42 1 11 2 -1 2806.08 91.04 1 11 2 1 2773.43 91.42 1 11 2 2 2269.11 79.68 1 11 2 3 326.24 29.38 1 11 2 4 26.77 16.07 1 11 2 5 99.55 22.16 1 11 2 6 -9.53 15.47 1 11 2 6 29.18 15.74 1 11 2 7 1230.85 55.97 1 11 2 7 1184.07 54.20 1 11 2 8 66.39 19.25 1 11 2 9 371.28 35.54 1 11 2 9 339.18 28.62 1 11 2 10 -3.45 24.61 1 11 2 11 44.46 20.98 1 11 2 12 316.20 37.42 1 11 3 -10 42.17 26.46 1 11 3 -8 666.93 42.47 1 11 3 -7 310.61 32.10 1 11 3 -6 109.68 19.96 1 11 3 -5 480.39 35.14 1 11 3 -4 100.49 18.33 1 11 3 -3 296.59 28.47 1 11 3 -2 903.99 43.92 1 11 3 -1 166.62 24.45 1 11 3 2 961.60 45.35 1 11 3 3 247.02 24.03 1 11 3 4 147.47 24.64 1 11 3 5 458.16 33.43 1 11 3 6 127.02 23.95 1 11 3 6 109.89 23.63 1 11 3 7 318.18 31.62 1 11 3 7 285.49 29.28 1 11 3 8 728.08 40.22 1 11 3 8 676.46 42.71 1 11 3 9 -33.98 18.72 1 11 3 9 -5.27 22.31 1 11 3 10 -63.15 42.22 1 11 3 10 19.37 18.56 1 11 3 11 -68.02 27.18 1 11 4 -10 36.20 27.73 1 11 4 -9 8.07 25.49 1 11 4 -8 113.53 27.34 1 11 4 -7 740.21 43.41 1 11 4 -6 285.96 30.51 1 11 4 -5 132.05 23.54 1 11 4 -3 3178.37 102.06 1 11 4 -2 52.94 20.41 1 11 4 -1 97.79 22.19 1 11 4 1 104.68 22.97 1 11 4 2 63.94 20.52 1 11 4 3 3031.56 98.12 1 11 4 4 230.34 26.85 1 11 4 5 118.01 21.85 1 11 4 5 87.41 22.57 1 11 4 6 204.07 26.89 1 11 4 6 283.32 27.79 1 11 4 7 780.97 42.95 1 11 4 7 830.95 44.99 1 11 4 8 125.03 25.38 1 11 4 9 54.70 24.00 1 11 4 10 -50.14 27.37 1 11 5 -9 11.03 21.07 1 11 5 -8 131.53 24.99 1 11 5 -7 45.18 21.09 1 11 5 -6 487.91 31.72 1 11 5 -5 96.82 22.61 1 11 5 -4 443.96 32.00 1 11 5 -3 47.96 16.52 1 11 5 -2 1186.55 50.20 1 11 5 -1 50.74 20.32 1 11 5 1 103.22 18.40 1 11 5 2 1146.35 48.31 1 11 5 3 15.75 19.09 1 11 5 4 419.83 30.25 1 11 5 6 506.47 34.75 1 11 5 8 189.69 27.02 1 11 5 9 31.43 23.54 1 11 6 -6 49.54 22.33 1 11 6 -5 37.48 19.64 1 11 6 -4 47.86 19.01 1 11 6 -3 26.90 16.25 1 11 6 -2 1536.66 57.79 1 11 6 1 246.58 23.68 1 11 6 2 1346.48 52.39 1 11 6 3 46.82 19.43 1 11 6 4 16.68 16.84 1 11 6 6 -7.29 16.67 1 11 7 -1 -19.72 13.67 1 11 7 1 -23.94 14.94 1 12 -5 -6 512.61 37.68 1 12 -5 -5 10.02 21.67 1 12 -5 -4 262.51 27.02 1 12 -5 -3 93.77 24.22 1 12 -5 -2 312.96 26.09 1 12 -5 -1 416.49 33.06 1 12 -5 0 1396.01 57.53 1 12 -5 1 294.29 30.27 1 12 -5 2 312.48 30.91 1 12 -5 3 118.29 20.43 1 12 -5 4 214.34 24.01 1 12 -5 6 552.76 40.09 1 12 -5 7 54.50 25.77 1 12 -4 -9 217.10 31.30 1 12 -4 -8 -34.68 24.09 1 12 -4 -7 -27.73 17.79 1 12 -4 -6 2.06 22.96 1 12 -4 -5 1355.23 60.27 1 12 -4 -4 623.31 36.88 1 12 -4 -3 459.97 35.82 1 12 -4 -2 191.91 80.81 1 12 -4 -1 3495.39 113.05 1 12 -4 0 -22.01 18.62 1 12 -4 1 3595.69 115.57 1 12 -4 2 249.22 30.69 1 12 -4 3 497.18 33.72 1 12 -4 4 653.59 38.30 1 12 -4 5 1191.48 55.57 1 12 -4 6 40.22 24.81 1 12 -4 7 10.95 18.38 1 12 -4 8 2.47 24.41 1 12 -4 9 218.56 31.56 1 12 -3 -10 142.56 24.95 1 12 -3 -9 42.44 20.60 1 12 -3 -8 259.67 27.56 1 12 -3 -7 -16.25 23.46 1 12 -3 -5 -0.96 18.26 1 12 -3 -4 702.73 42.13 1 12 -3 -3 87.88 23.02 1 12 -3 -2 84.86 23.53 1 12 -3 -1 203.60 22.93 1 12 -3 0 118.32 24.99 1 12 -3 1 82.68 20.30 1 12 -3 2 115.33 24.86 1 12 -3 3 87.39 24.54 1 12 -3 4 658.51 40.49 1 12 -3 5 82.97 24.33 1 12 -3 6 -29.69 17.10 1 12 -3 7 30.25 23.92 1 12 -3 8 60.47 25.64 1 12 -3 10 28.63 26.18 1 12 -2 -11 -3.32 26.99 1 12 -2 -10 -29.08 26.76 1 12 -2 -9 1149.95 57.93 1 12 -2 -8 144.40 28.05 1 12 -2 -7 -37.92 18.47 1 12 -2 -6 327.51 34.26 1 12 -2 -5 1486.10 63.71 1 12 -2 -4 -25.94 23.37 1 12 -2 -3 59.08 23.43 1 12 -2 -2 149.22 25.88 1 12 -2 -1 26.84 79.49 1 12 -2 0 2826.17 95.60 1 12 -2 1 10.52 19.38 1 12 -2 2 167.87 26.66 1 12 -2 3 27.37 22.40 1 12 -2 5 1505.41 64.27 1 12 -2 6 319.21 28.74 1 12 -2 7 42.31 24.93 1 12 -2 8 19.16 25.32 1 12 -2 9 1119.86 57.44 1 12 -2 10 30.22 27.93 1 12 -2 11 3.59 28.29 1 12 -1 -12 -27.60 24.55 1 12 -1 -10 86.50 20.48 1 12 -1 -9 202.12 25.88 1 12 -1 -8 92.39 25.67 1 12 -1 -7 -16.07 24.17 1 12 -1 -6 453.50 36.55 1 12 -1 -5 155.55 22.61 1 12 -1 -4 -56.46 23.86 1 12 -1 -3 454.98 33.54 1 12 -1 -2 505.16 36.79 1 12 -1 -1 1160.76 53.62 1 12 -1 0 885.61 44.42 1 12 -1 1 1289.54 56.51 1 12 -1 2 552.35 37.40 1 12 -1 3 494.69 32.20 1 12 -1 4 0.84 14.88 1 12 -1 5 178.74 26.87 1 12 -1 6 449.83 35.82 1 12 -1 7 7.71 16.45 1 12 -1 8 -10.37 24.45 1 12 -1 9 127.38 28.59 1 12 -1 10 39.30 26.70 1 12 -1 11 12.45 20.85 1 12 -1 12 99.08 31.89 1 12 0 -12 95.09 24.80 1 12 0 -11 844.85 49.52 1 12 0 -10 89.65 24.62 1 12 0 -9 671.40 41.78 1 12 0 -8 18.16 18.95 1 12 0 -7 110.81 27.68 1 12 0 -6 -13.91 25.19 1 12 0 -5 4415.27 136.44 1 12 0 -4 183.90 28.71 1 12 0 -3 1137.40 50.86 1 12 0 -2 272.73 33.93 1 12 0 -1 9839.75 270.83 1 12 0 0 939.47 50.18 1 12 0 110070.64 277.14 1 12 0 2 448.56 36.09 1 12 0 3 1073.37 49.02 1 12 0 4 140.60 21.92 1 12 0 5 4052.62 127.94 1 12 0 6 18.24 24.04 1 12 0 7 160.73 26.74 1 12 0 7 123.93 20.79 1 12 0 8 23.51 23.90 1 12 0 9 711.91 45.76 1 12 0 10 104.81 27.86 1 12 0 11 887.51 49.94 1 12 0 12 72.56 31.36 1 12 1 -12 -42.16 28.59 1 12 1 -11 119.79 32.06 1 12 1 -10 84.34 28.14 1 12 1 -9 106.22 27.81 1 12 1 -7 15.57 23.86 1 12 1 -6 430.41 31.96 1 12 1 -5 122.65 26.84 1 12 1 -4 -30.20 16.75 1 12 1 -3 468.31 35.08 1 12 1 -2 548.68 33.85 1 12 1 -1 1288.14 56.51 1 12 1 0 929.32 46.99 1 12 1 1 1262.42 55.35 1 12 1 2 620.83 38.45 1 12 1 3 453.80 34.97 1 12 1 4 -52.73 23.36 1 12 1 5 141.23 25.80 1 12 1 6 379.55 31.97 1 12 1 7 47.47 18.30 1 12 1 7 -26.79 23.92 1 12 1 8 42.49 24.28 1 12 1 8 84.40 20.51 1 12 1 9 142.73 22.99 1 12 1 10 65.95 21.46 1 12 1 11 12.86 26.06 1 12 1 12 18.87 30.61 1 12 2 -11 70.49 30.33 1 12 2 -10 -70.50 29.73 1 12 2 -9 1072.40 56.48 1 12 2 -7 16.63 24.96 1 12 2 -6 229.61 25.78 1 12 2 -5 1555.65 65.25 1 12 2 -4 -2.18 21.99 1 12 2 -3 105.93 25.28 1 12 2 -2 175.04 21.89 1 12 2 -1 -8.74 23.28 1 12 2 0 2633.91 89.90 1 12 2 1 27.60 22.79 1 12 2 2 109.03 22.16 1 12 2 3 47.17 22.45 1 12 2 4 92.20 24.58 1 12 2 5 1503.80 63.02 1 12 2 6 228.41 28.96 1 12 2 6 345.51 32.91 1 12 2 7 -37.45 23.65 1 12 2 7 78.86 21.57 1 12 2 8 59.62 22.31 1 12 2 9 1112.55 57.29 1 12 2 9 1016.62 53.17 1 12 2 10 -34.73 27.59 1 12 2 11 72.09 27.42 1 12 3 -10 180.88 32.13 1 12 3 -9 30.67 25.19 1 12 3 -8 217.54 30.15 1 12 3 -7 69.93 25.67 1 12 3 -5 0.88 21.44 1 12 3 -4 684.42 41.15 1 12 3 -3 116.48 24.94 1 12 3 -2 112.08 25.32 1 12 3 -1 138.56 23.06 1 12 3 0 136.03 25.11 1 12 3 1 173.82 21.17 1 12 3 2 120.93 24.38 1 12 3 3 34.76 20.96 1 12 3 4 629.17 36.37 1 12 3 5 -28.57 16.87 1 12 3 6 44.42 21.16 1 12 3 6 43.36 20.78 1 12 3 7 48.92 22.58 1 12 3 7 68.12 25.39 1 12 3 8 204.60 30.05 1 12 3 8 199.39 27.06 1 12 3 9 31.13 23.56 1 12 3 10 138.11 29.60 1 12 4 -9 248.08 34.35 1 12 4 -8 51.30 26.96 1 12 4 -7 89.26 27.44 1 12 4 -6 86.76 25.15 1 12 4 -5 1259.60 56.30 1 12 4 -4 669.23 37.31 1 12 4 -3 594.65 38.69 1 12 4 -2 279.59 25.99 1 12 4 -1 3352.60 107.65 1 12 4 0 29.98 22.91 1 12 4 1 3171.27 102.95 1 12 4 2 282.99 30.48 1 12 4 3 396.69 32.92 1 12 4 4 625.43 35.79 1 12 4 5 1220.57 54.52 1 12 4 5 1187.47 52.14 1 12 4 7 11.69 23.37 1 12 4 8 2.99 20.27 1 12 4 9 225.94 32.59 1 12 5 -7 -0.23 23.42 1 12 5 -6 430.41 34.75 1 12 5 -5 12.56 19.47 1 12 5 -4 254.60 27.83 1 12 5 -3 107.73 24.44 1 12 5 -2 389.72 28.79 1 12 5 -1 398.77 31.99 1 12 5 0 1405.12 57.06 1 12 5 1 408.99 32.10 1 12 5 2 276.96 28.55 1 12 5 3 143.58 24.97 1 12 5 4 231.26 25.86 1 12 5 5 54.05 22.92 1 12 5 6 621.67 39.69 1 12 5 7 76.97 22.58 1 12 6 -5 87.26 22.82 1 12 6 -4 80.14 20.87 1 12 6 -3 9.09 17.79 1 12 6 -2 24.78 17.24 1 12 6 -1 -49.77 21.72 1 12 6 0 1086.06 47.58 1 12 6 1 19.03 19.45 1 12 6 2 -44.65 20.26 1 12 6 3 22.05 18.09 1 12 6 4 92.51 21.91 1 12 6 5 93.67 22.68 1 13 -5 -4 111.99 27.32 1 13 -5 -3 -23.05 25.86 1 13 -5 -2 1924.07 74.54 1 13 -5 -1 -9.83 23.34 1 13 -5 1 40.23 25.74 1 13 -5 2 1687.95 68.53 1 13 -5 3 47.64 18.61 1 13 -5 4 45.47 21.03 1 13 -5 5 -54.49 25.52 1 13 -4 -8 -0.40 25.26 1 13 -4 -7 767.83 47.95 1 13 -4 -6 20.87 25.23 1 13 -4 -5 66.67 25.44 1 13 -4 -4 173.79 23.29 1 13 -4 -3 729.20 43.81 1 13 -4 -2 492.85 38.17 1 13 -4 -1 1120.21 51.64 1 13 -4 1 1308.28 59.82 1 13 -4 2 385.03 34.99 1 13 -4 3 745.75 44.36 1 13 -4 4 122.83 27.30 1 13 -4 5 -46.41 25.56 1 13 -4 6 61.34 23.83 1 13 -4 7 823.88 50.37 1 13 -4 8 -52.40 25.18 1 13 -3 -9 -20.52 27.80 1 13 -3 -8 396.64 38.56 1 13 -3 -7 -22.58 25.94 1 13 -3 -6 310.69 33.12 1 13 -3 -5 44.16 18.24 1 13 -3 -4 278.34 31.86 1 13 -3 -3 395.04 35.42 1 13 -3 -2 -29.24 17.81 1 13 -3 -1 146.51 27.04 1 13 -3 1 39.03 17.76 1 13 -3 2 6.41 22.49 1 13 -3 3 326.85 32.58 1 13 -3 4 165.34 26.30 1 13 -3 5 122.43 25.64 1 13 -3 6 291.29 33.24 1 13 -3 8 283.48 33.03 1 13 -3 9 108.12 30.70 1 13 -2 -10 31.04 26.51 1 13 -2 -9 494.00 40.84 1 13 -2 -7 1342.66 62.93 1 13 -2 -6 70.17 26.21 1 13 -2 -5 345.66 33.70 1 13 -2 -4 -4.87 24.66 1 13 -2 -3 3396.08 113.17 1 13 -2 -2 238.24 26.03 1 13 -2 -1 492.20 37.05 1 13 -2 1 505.08 33.91 1 13 -2 2 215.68 25.01 1 13 -2 3 3139.51 106.36 1 13 -2 4 15.73 18.88 1 13 -2 5 277.33 32.67 1 13 -2 6 11.90 24.80 1 13 -2 7 1306.27 62.23 1 13 -2 8 132.03 23.80 1 13 -2 9 557.99 39.77 1 13 -2 10 -15.56 21.06 1 13 -1 -11 22.87 29.65 1 13 -1 -10 77.36 29.91 1 13 -1 -9 38.24 25.69 1 13 -1 -8 71.88 27.97 1 13 -1 -7 31.10 25.33 1 13 -1 -6 39.55 19.17 1 13 -1 -5 88.62 24.91 1 13 -1 -4 9.73 23.96 1 13 -1 -3 21.81 17.83 1 13 -1 -2 1130.63 53.99 1 13 -1 -1 -10.46 22.80 1 13 -1 1 -18.92 23.67 1 13 -1 2 1127.70 53.96 1 13 -1 3 24.95 23.54 1 13 -1 5 110.05 27.15 1 13 -1 6 -59.82 24.00 1 13 -1 7 108.86 26.86 1 13 -1 8 23.65 24.82 1 13 -1 9 -33.41 26.78 1 13 -1 10 -28.84 28.75 1 13 -1 11 236.73 36.16 1 13 0 -11 1163.99 63.62 1 13 0 -10 -26.01 30.53 1 13 0 -9 30.57 27.39 1 13 0 -8 223.87 33.54 1 13 0 -7 2359.17 89.64 1 13 0 -6 14.40 24.84 1 13 0 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452.90 34.18 1 13 2 2 226.51 24.91 1 13 2 3 3183.95 106.24 1 13 2 5 280.92 27.24 1 13 2 6 40.40 24.55 1 13 2 6 51.07 24.38 1 13 2 7 1336.09 61.15 1 13 2 7 1410.23 63.47 1 13 2 8 138.98 30.32 1 13 2 8 159.38 31.41 1 13 2 9 372.12 37.13 1 13 3 -9 90.45 30.07 1 13 3 -8 289.08 34.78 1 13 3 -7 49.24 26.50 1 13 3 -6 214.24 29.60 1 13 3 -5 69.95 19.87 1 13 3 -4 178.71 28.32 1 13 3 -3 288.55 31.89 1 13 3 -2 -48.88 19.64 1 13 3 -1 144.03 26.80 1 13 3 1 123.43 25.68 1 13 3 2 38.73 24.39 1 13 3 3 312.31 32.11 1 13 3 4 194.10 28.93 1 13 3 5 85.45 26.50 1 13 3 6 162.58 27.92 1 13 3 6 168.47 28.03 1 13 3 7 -44.33 24.66 1 13 3 7 -24.41 25.08 1 13 3 8 224.32 32.08 1 13 4 -8 -18.63 24.86 1 13 4 -7 684.27 44.69 1 13 4 -6 88.23 24.03 1 13 4 -5 59.07 20.20 1 13 4 -4 52.38 25.17 1 13 4 -3 859.39 46.50 1 13 4 -2 465.86 32.16 1 13 4 -1 1414.93 60.90 1 13 4 1 1180.78 53.45 1 13 4 2 615.70 40.98 1 13 4 3 886.51 47.78 1 13 4 4 168.64 28.38 1 13 4 5 10.29 24.66 1 13 4 6 90.30 28.29 1 13 4 7 601.16 38.66 1 13 4 8 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14 -3 8 19.20 27.27 1 14 -2 -9 159.24 33.50 1 14 -2 -8 -42.98 29.21 1 14 -2 -7 -14.11 27.31 1 14 -2 -6 9.79 26.40 1 14 -2 -5 1923.91 78.10 1 14 -2 -4 -40.16 19.32 1 14 -2 -2 -22.10 25.92 1 14 -2 -1 1059.49 54.35 1 14 -2 0 528.74 37.27 1 14 -2 1 976.90 48.66 1 14 -2 2 43.58 18.98 1 14 -2 3 31.66 18.36 1 14 -2 4 -17.29 25.09 1 14 -2 5 1671.85 72.35 1 14 -2 6 75.57 25.87 1 14 -2 7 24.63 24.59 1 14 -2 8 -17.03 27.63 1 14 -2 9 157.92 33.44 1 14 -1 -9 223.40 35.62 1 14 -1 -8 249.12 34.92 1 14 -1 -6 88.79 21.46 1 14 -1 -5 29.38 23.99 1 14 -1 -4 283.96 34.87 1 14 -1 -3 84.76 27.49 1 14 -1 -2 -0.10 22.98 1 14 -1 -1 324.51 29.49 1 14 -1 0 66.94 26.51 1 14 -1 1 342.59 34.45 1 14 -1 2 10.42 24.74 1 14 -1 3 14.82 24.26 1 14 -1 4 228.88 29.69 1 14 -1 5 43.67 24.54 1 14 -1 6 -13.97 23.56 1 14 -1 7 87.47 28.28 1 14 -1 8 236.10 32.55 1 14 -1 9 223.27 29.69 1 14 0 -10 -58.93 30.54 1 14 0 -9 1191.84 63.50 1 14 0 -8 169.66 33.83 1 14 0 -6 30.18 22.21 1 14 0 -5 1159.82 55.16 1 14 0 -4 436.91 38.23 1 14 0 -3 675.91 43.41 1 14 0 -2 -20.60 25.82 1 14 0 -1 1919.66 74.54 1 14 0 0 59.79 27.17 1 14 0 1 1909.90 75.74 1 14 0 2 -15.17 24.53 1 14 0 3 716.26 44.74 1 14 0 4 402.36 35.82 1 14 0 5 1202.78 57.99 1 14 0 6 47.91 25.82 1 14 0 7 52.50 26.34 1 14 0 8 204.87 27.79 1 14 0 9 958.84 53.09 1 14 0 10 13.87 27.74 1 14 1 -9 237.97 36.02 1 14 1 -8 275.63 35.65 1 14 1 -7 89.58 28.11 1 14 1 -6 5.49 25.94 1 14 1 -5 -24.34 25.80 1 14 1 -4 167.89 29.73 1 14 1 -3 38.81 18.91 1 14 1 -2 8.42 24.77 1 14 1 -1 396.45 35.17 1 14 1 0 96.30 26.46 1 14 1 1 206.57 26.53 1 14 1 2 10.95 17.59 1 14 1 3 39.11 18.80 1 14 1 4 139.24 28.85 1 14 1 5 62.12 26.75 1 14 1 6 0.13 17.57 1 14 1 7 25.84 26.41 1 14 1 8 201.63 32.83 1 14 1 9 149.34 31.92 1 14 2 -9 80.09 30.63 1 14 2 -7 -13.53 28.19 1 14 2 -6 40.87 28.65 1 14 2 -5 1876.49 77.20 1 14 2 -4 44.29 25.11 1 14 2 -3 73.43 20.10 1 14 2 -2 48.02 26.85 1 14 2 -1 1114.81 55.28 1 14 2 0 550.59 39.57 1 14 2 1 1077.84 51.14 1 14 2 2 29.06 19.23 1 14 2 3 81.69 21.37 1 14 2 4 -16.05 23.27 1 14 2 5 1826.64 74.99 1 14 2 6 54.09 24.97 1 14 2 7 -22.24 26.87 1 14 2 8 26.54 26.75 1 14 2 9 114.93 23.90 1 14 3 -8 99.25 24.21 1 14 3 -6 196.49 26.33 1 14 3 -5 339.81 35.50 1 14 3 -4 70.30 27.31 1 14 3 -3 71.95 26.82 1 14 3 -2 -48.90 25.04 1 14 3 -1 982.28 48.36 1 14 3 0 523.96 40.06 1 14 3 1 931.66 49.98 1 14 3 2 2.68 23.86 1 14 3 3 97.76 26.39 1 14 3 4 136.39 28.74 1 14 3 5 233.63 31.74 1 14 3 6 105.72 26.33 1 14 3 7 18.00 26.57 1 14 3 8 30.96 28.05 1 14 4 -6 -31.54 26.78 1 14 4 -5 357.01 36.66 1 14 4 -4 4.68 26.28 1 14 4 -3 308.66 34.06 1 14 4 -2 41.81 26.11 1 14 4 -1 492.49 34.16 1 14 4 0 272.64 32.06 1 14 4 1 421.20 36.53 1 14 4 2 63.50 26.32 1 14 4 3 197.56 30.90 1 14 4 4 -51.79 27.17 1 14 4 5 251.11 32.85 1 14 5 -4 339.63 31.91 1 14 5 -3 -27.29 17.07 1 14 5 -2 119.53 25.05 1 14 5 -1 -41.48 24.76 1 14 5 0 266.56 30.88 1 14 5 1 -46.59 23.21 1 14 5 2 88.09 19.56 1 14 5 3 116.89 24.26 1 14 5 4 379.53 32.81 1 15 -4 -4 -37.47 24.29 1 15 -4 -3 522.31 37.82 1 15 -4 -2 144.73 24.94 1 15 -4 -1 205.74 27.66 1 15 -4 1 206.48 26.76 1 15 -4 2 159.37 25.35 1 15 -4 3 538.08 42.51 1 15 -4 4 45.28 27.37 1 15 -3 -6 55.83 22.19 1 15 -3 -5 84.88 22.92 1 15 -3 -4 186.46 27.18 1 15 -3 -3 242.39 32.52 1 15 -3 -2 178.94 31.19 1 15 -3 -1 25.45 25.77 1 15 -3 1 5.31 25.67 1 15 -3 2 123.75 28.06 1 15 -3 3 262.75 28.92 1 15 -3 4 145.83 30.10 1 15 -3 5 122.38 29.73 1 15 -3 6 38.72 28.55 1 15 -2 -7 -30.56 29.81 1 15 -2 -6 105.25 30.61 1 15 -2 -5 87.63 29.43 1 15 -2 -4 -16.16 26.78 1 15 -2 -3 895.50 50.47 1 15 -2 -2 31.08 19.98 1 15 -2 -1 535.35 37.51 1 15 -2 1 557.15 38.25 1 15 -2 3 1000.24 54.37 1 15 -2 4 67.08 27.52 1 15 -2 5 3.63 18.07 1 15 -2 6 -20.80 26.63 1 15 -1 -8 174.65 27.96 1 15 -1 -7 102.14 24.48 1 15 -1 -6 81.24 22.41 1 15 -1 -5 79.39 21.87 1 15 -1 -4 -2.23 17.86 1 15 -1 -3 108.99 28.34 1 15 -1 -2 4.06 26.23 1 15 -1 -1 214.36 32.42 1 15 -1 1 245.69 32.94 1 15 -1 2 48.13 27.74 1 15 -1 3 -19.94 22.96 1 15 -1 5 -11.46 25.59 1 15 -1 6 153.91 31.12 1 15 -1 7 71.70 24.92 1 15 -1 8 88.57 30.96 1 15 0 -8 51.56 30.96 1 15 0 -7 2065.83 86.05 1 15 0 -6 190.71 31.67 1 15 0 -5 63.43 21.21 1 15 0 -4 96.13 23.29 1 15 0 -3 1547.81 68.24 1 15 0 -2 25.20 26.77 1 15 0 -1 484.67 39.92 1 15 0 1 616.83 43.83 1 15 0 2 24.54 26.10 1 15 0 3 1315.72 61.77 1 15 0 4 137.87 28.69 1 15 0 5 -43.17 25.89 1 15 0 6 -26.15 25.00 1 15 0 7 2044.48 84.35 1 15 0 8 43.38 29.06 1 15 1 -8 6.33 30.28 1 15 1 -7 109.69 32.11 1 15 1 -6 70.15 29.84 1 15 1 -5 0.93 26.83 1 15 1 -4 99.99 29.37 1 15 1 -3 56.52 27.65 1 15 1 -2 4.30 24.25 1 15 1 -1 281.72 31.53 1 15 1 1 230.45 26.80 1 15 1 2 84.69 24.39 1 15 1 3 66.36 27.22 1 15 1 4 22.34 25.83 1 15 1 5 64.32 21.55 1 15 1 7 5.18 25.81 1 15 1 8 216.24 28.33 1 15 2 -6 19.15 28.11 1 15 2 -5 63.42 28.77 1 15 2 -4 -9.02 26.00 1 15 2 -3 908.84 51.84 1 15 2 -2 149.02 28.47 1 15 2 -1 521.95 36.72 1 15 2 1 544.64 36.72 1 15 2 2 96.35 22.08 1 15 2 3 900.13 50.15 1 15 2 4 24.05 25.95 1 15 2 5 -48.43 28.33 1 15 2 7 85.51 22.63 1 15 3 -6 16.24 27.30 1 15 3 -5 183.70 32.19 1 15 3 -4 68.18 29.29 1 15 3 -3 505.07 41.49 1 15 3 -2 164.91 30.32 1 15 3 -1 9.62 26.11 1 15 3 1 30.05 27.19 1 15 3 3 252.17 33.44 1 15 3 4 207.52 32.42 1 15 3 5 43.93 21.32 1 15 3 6 -2.27 27.24 1 15 4 -3 620.91 43.92 1 15 4 -2 169.00 31.05 1 15 4 -1 201.53 32.56 1 15 4 1 211.52 32.18 1 15 4 2 67.14 28.38 1 15 4 3 553.74 41.91 1 15 4 4 3.35 26.72 1 16 -3 -4 78.04 31.79 1 16 -3 -3 -55.89 30.41 1 16 -3 -2 297.31 36.30 1 16 -3 -1 53.30 28.73 1 16 -3 0 -33.40 28.30 1 16 -3 1 66.63 28.96 1 16 -3 2 193.30 32.38 1 16 -3 3 32.62 26.61 1 16 -3 4 -7.86 29.12 1 16 -2 -5 478.42 42.82 1 16 -2 -4 31.85 28.82 1 16 -2 -3 -31.35 28.87 1 16 -2 -2 -29.20 28.29 1 16 -2 -1 993.11 56.14 1 16 -2 0 -29.93 27.65 1 16 -2 1 1081.98 57.53 1 16 -2 2 16.96 20.04 1 16 -2 3 -19.08 28.34 1 16 -2 4 -3.07 27.43 1 16 -1 -6 153.95 32.44 1 16 -1 -5 71.77 30.31 1 16 -1 -4 16.96 28.03 1 16 -1 -3 42.94 27.57 1 16 -1 -2 169.76 30.96 1 16 -1 -1 -25.38 27.97 1 16 -1 0 237.55 34.85 1 16 -1 1 37.26 28.99 1 16 -1 2 162.66 31.73 1 16 -1 3 39.21 20.51 1 16 -1 5 38.00 21.41 1 16 -1 6 100.26 32.05 1 16 0 -7 -44.65 30.98 1 16 0 -6 15.89 30.95 1 16 0 -5 1048.95 59.76 1 16 0 -4 288.53 37.09 1 16 0 -3 542.77 43.41 1 16 0 -2 -11.15 26.81 1 16 0 -1 440.12 40.73 1 16 0 0 866.21 52.40 1 16 0 1 483.78 42.34 1 16 0 2 -54.06 27.74 1 16 0 3 396.39 34.52 1 16 0 5 1058.06 55.43 1 16 0 6 -41.81 30.37 1 16 1 -6 89.04 32.56 1 16 1 -5 72.37 31.54 1 16 1 -3 -16.86 27.25 1 16 1 -2 217.66 33.18 1 16 1 -1 21.45 26.77 1 16 1 0 133.64 28.93 1 16 1 1 -8.44 19.30 1 16 1 2 166.26 30.02 1 16 1 3 45.39 27.70 1 16 1 4 44.35 26.21 1 16 1 5 118.45 31.14 1 16 1 6 166.32 26.56 1 16 2 -5 479.89 42.57 1 16 2 -4 -34.11 28.81 1 16 2 -3 63.35 29.95 1 16 2 -2 -16.80 27.48 1 16 2 -1 1078.54 58.06 1 16 2 0 -43.24 28.72 1 16 2 1 1004.53 54.45 1 16 2 2 -1.04 19.08 1 16 2 3 24.17 28.52 1 16 2 4 43.10 29.02 1 16 2 5 504.31 40.45 1 16 3 -3 44.73 22.44 1 16 3 -2 226.07 28.50 1 16 3 -1 102.88 23.46 1 16 3 1 62.13 27.20 1 16 3 2 210.52 34.25 1 16 3 3 53.80 29.82 1 16 3 4 83.91 26.06 1 17 -2 -2 656.49 48.13 1 17 -2 -1 -5.09 29.21 1 17 -2 1 6.35 28.02 1 17 -2 2 618.59 43.52 1 17 -1 -4 -22.75 30.80 1 17 -1 -3 -26.55 30.28 1 17 -1 -2 50.21 27.98 1 17 -1 -1 211.31 29.39 1 17 -1 2 -14.04 28.56 1 17 -1 3 -18.99 25.94 1 17 -1 4 10.21 28.98 1 17 0 -4 45.62 33.30 1 17 0 -3 1146.39 62.51 1 17 0 -2 -44.37 23.41 1 17 0 -1 797.10 48.02 1 17 0 1 841.92 53.07 1 17 0 3 998.15 57.30 1 17 0 4 16.89 30.16 1 17 1 -4 6.57 27.26 1 17 1 -3 -4.81 28.63 1 17 1 -2 81.14 31.67 1 17 1 -1 250.33 36.83 1 17 1 1 241.84 30.70 1 17 1 2 54.65 30.50 1 17 1 3 -45.79 30.31 1 17 1 4 56.84 23.73 1 17 2 -1 3.69 30.41 1 17 2 1 55.99 30.16 1 17 2 2 593.04 41.86 1 0 0 0 0.00 0.00 0 ; _shelx_hkl_checksum 50476 data_shelxl7 _database_code_depnum_ccdc_archive 'CCDC 908870' #TrackingRef 'ld120328B1-10.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H29 B N2' _chemical_formula_sum 'C25 H29 B N2' _chemical_formula_weight 368.31 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' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.3891(9) _cell_length_b 10.2250(4) _cell_length_c 20.5820(15) _cell_angle_alpha 90 _cell_angle_beta 102.468(7) _cell_angle_gamma 90 _cell_volume 2134.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 19219 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.146 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 792 _exptl_absorpt_coefficient_mu 0.066 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 -1 0.086 0 0 1 0.082 -1 0 0 0.134 1 0 0 0.154 0 -1 0 0.098 0 1 0 0.106 1 0 -1 0.158 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.984 _exptl_absorpt_correction_T_max 0.989 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius KappaCCD area detector' _diffrn_measurement_method '\f and \w scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19153 _diffrn_reflns_av_R_equivalents 0.0477 _diffrn_reflns_av_sigmaI/netI 0.0385 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 27.35 _reflns_number_total 4751 _reflns_number_gt 3211 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'COLLECT and DENZO' _computing_data_reduction 'COLLECT and DENZO' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0385P)^2^+0.8425P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4751 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0988 _refine_ls_R_factor_gt 0.0579 _refine_ls_wR_factor_ref 0.1388 _refine_ls_wR_factor_gt 0.1149 _refine_ls_goodness_of_fit_ref 1.168 _refine_ls_restrained_S_all 1.168 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.79656(15) 0.31626(14) -0.06221(7) 0.0357(4) Uani 1 1 d . . . C20 C 0.7193(2) 0.21512(19) 0.04477(9) 0.0403(4) Uani 1 1 d . . . N2 N 0.74009(16) 0.47463(15) -0.15086(7) 0.0386(4) Uani 1 1 d . . . H2 H 0.6688 0.4713 -0.1441 0.046 Uiso 1 1 d R . . C1 C 0.76335(19) 0.47327(19) 0.01796(9) 0.0378(4) Uani 1 1 d . . . C2 C 0.80886(18) 0.53966(18) -0.03169(9) 0.0370(4) Uani 1 1 d . . . C8 C 0.74225(18) 0.60070(18) -0.17984(8) 0.0346(4) Uani 1 1 d . . . C9 C 0.85546(19) 0.64563(19) -0.20010(9) 0.0391(4) Uani 1 1 d . . . C13 C 0.62752(19) 0.67732(19) -0.19121(9) 0.0397(4) Uani 1 1 d . . . C12 C 0.6287(2) 0.7986(2) -0.22132(10) 0.0484(5) Uani 1 1 d . . . H12 H 0.5530 0.8499 -0.2292 0.058 Uiso 1 1 d R . . C7 C 0.82825(19) 0.44645(17) -0.08608(9) 0.0358(4) Uani 1 1 d . . . H7 H 0.9203 0.4485 -0.0904 0.043 Uiso 1 1 d R . . C11 C 0.7400(2) 0.8445(2) -0.23990(11) 0.0534(6) Uani 1 1 d . . . H11 H 0.7400 0.9267 -0.2593 0.064 Uiso 1 1 d R . . C16 C 0.8003(2) 0.19757(19) -0.10431(10) 0.0437(5) Uani 1 1 d . . . C25 C 0.8117(2) 0.1599(2) 0.09633(11) 0.0601(6) Uani 1 1 d . . . H25 H 0.8995 0.1853 0.1026 0.072 Uiso 1 1 d R . . B1 B 0.7589(2) 0.3255(2) -0.00073(11) 0.0377(5) Uani 1 1 d . . . C15 C 0.5051(2) 0.6304(2) -0.17039(12) 0.0544(6) Uani 1 1 d . . . H15A H 0.4379 0.6963 -0.1806 0.065 Uiso 1 1 d R . . H15B H 0.5252 0.6140 -0.1234 0.065 Uiso 1 1 d R . . H15C H 0.4743 0.5513 -0.1937 0.065 Uiso 1 1 d R . . C18 C 0.6604(2) 0.1679(2) -0.14239(12) 0.0601(6) Uani 1 1 d . . . H18A H 0.6023 0.1663 -0.1119 0.072 Uiso 1 1 d R . . H18B H 0.6586 0.0843 -0.1639 0.072 Uiso 1 1 d R . . H18C H 0.6323 0.2344 -0.1753 0.072 Uiso 1 1 d R . . C3 C 0.8250(2) 0.6745(2) -0.02950(10) 0.0473(5) Uani 1 1 d . . . H3 H 0.8581 0.7181 -0.0620 0.057 Uiso 1 1 d R . . C10 C 0.8513(2) 0.7683(2) -0.22929(10) 0.0488(5) Uani 1 1 d . . . H10 H 0.9260 0.7996 -0.2422 0.059 Uiso 1 1 d R . . C6 C 0.7308(2) 0.5435(2) 0.07000(10) 0.0452(5) Uani 1 1 d . . . H6 H 0.7008 0.4998 0.1035 0.054 Uiso 1 1 d R . . C23 C 0.6477(3) 0.0303(2) 0.13135(12) 0.0669(7) Uani 1 1 d . . . H23 H 0.6237 -0.0308 0.1601 0.080 Uiso 1 1 d R . . C19 C 0.8905(3) 0.2158(2) -0.15314(12) 0.0587(6) Uani 1 1 d . . . H19A H 0.8546 0.2819 -0.1850 0.070 Uiso 1 1 d R . . H19B H 0.8971 0.1348 -0.1758 0.070 Uiso 1 1 d R . . H19C H 0.9764 0.2420 -0.1293 0.070 Uiso 1 1 d R . . C21 C 0.5903(2) 0.1753(2) 0.03897(11) 0.0525(5) Uani 1 1 d . . . H21 H 0.5251 0.2114 0.0056 0.063 Uiso 1 1 d R . . C14 C 0.9789(2) 0.5655(2) -0.19194(11) 0.0542(6) Uani 1 1 d . . . H14A H 1.0311 0.5968 -0.2219 0.065 Uiso 1 1 d R . . H14B H 0.9557 0.4757 -0.2018 0.065 Uiso 1 1 d R . . H14C H 1.0286 0.5724 -0.1470 0.065 Uiso 1 1 d R . . C4 C 0.7907(2) 0.7424(2) 0.02249(11) 0.0539(6) Uani 1 1 d . . . H4 H 0.7995 0.8328 0.0245 0.065 Uiso 1 1 d R . . C5 C 0.7435(2) 0.6777(2) 0.07193(11) 0.0537(6) Uani 1 1 d . . . H5 H 0.7200 0.7249 0.1062 0.064 Uiso 1 1 d R . . C24 C 0.7764(3) 0.0681(3) 0.13889(12) 0.0716(8) Uani 1 1 d . . . H24 H 0.8404 0.0316 0.1727 0.086 Uiso 1 1 d R . . C17 C 0.8526(3) 0.0807(2) -0.06026(12) 0.0655(7) Uani 1 1 d . . . H17A H 0.9351 0.1035 -0.0315 0.079 Uiso 1 1 d R . . H17B H 0.8652 0.0077 -0.0876 0.079 Uiso 1 1 d R . . H17C H 0.7902 0.0574 -0.0339 0.079 Uiso 1 1 d R . . C22 C 0.5545(3) 0.0839(2) 0.08127(13) 0.0648(7) Uani 1 1 d . . . H22 H 0.4668 0.0582 0.0754 0.078 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0451(9) 0.0277(8) 0.0343(8) 0.0043(6) 0.0086(6) -0.0027(7) C20 0.0552(12) 0.0324(10) 0.0342(10) 0.0009(8) 0.0113(8) -0.0052(9) N2 0.0447(9) 0.0362(9) 0.0333(8) 0.0054(7) 0.0047(7) -0.0046(7) C1 0.0412(10) 0.0366(10) 0.0345(9) 0.0040(8) 0.0057(8) -0.0031(8) C2 0.0417(11) 0.0351(10) 0.0318(9) 0.0036(8) 0.0029(7) -0.0048(8) C8 0.0464(11) 0.0324(10) 0.0242(8) 0.0010(7) 0.0059(7) -0.0037(8) C9 0.0489(12) 0.0395(11) 0.0299(9) 0.0028(8) 0.0110(8) -0.0013(8) C13 0.0463(11) 0.0380(11) 0.0338(9) -0.0025(8) 0.0066(8) -0.0039(9) C12 0.0550(13) 0.0387(12) 0.0492(12) 0.0039(9) 0.0062(10) 0.0056(9) C7 0.0421(10) 0.0325(10) 0.0322(9) 0.0054(8) 0.0062(8) -0.0035(8) C11 0.0701(15) 0.0376(12) 0.0529(13) 0.0136(10) 0.0139(11) -0.0011(10) C16 0.0592(13) 0.0323(10) 0.0412(11) -0.0003(8) 0.0140(9) 0.0000(9) C25 0.0631(15) 0.0619(15) 0.0497(13) 0.0178(11) -0.0002(11) -0.0132(12) B1 0.0376(12) 0.0370(12) 0.0365(11) 0.0058(9) 0.0035(9) -0.0028(9) C15 0.0474(13) 0.0495(13) 0.0677(15) -0.0008(11) 0.0154(11) -0.0013(10) C18 0.0743(16) 0.0449(13) 0.0588(14) -0.0125(11) 0.0095(12) -0.0123(11) C3 0.0646(14) 0.0375(11) 0.0377(10) 0.0035(9) 0.0064(9) -0.0122(10) C10 0.0577(13) 0.0484(13) 0.0427(11) 0.0082(10) 0.0157(10) -0.0090(10) C6 0.0545(13) 0.0444(12) 0.0382(10) 0.0011(9) 0.0131(9) -0.0016(9) C23 0.107(2) 0.0473(14) 0.0525(14) 0.0106(11) 0.0321(14) -0.0178(14) C19 0.0806(17) 0.0455(13) 0.0566(14) -0.0044(11) 0.0294(12) 0.0023(11) C21 0.0562(13) 0.0538(14) 0.0486(12) 0.0069(10) 0.0137(10) -0.0077(10) C14 0.0524(13) 0.0600(15) 0.0552(13) 0.0137(11) 0.0222(10) 0.0027(10) C4 0.0746(16) 0.0351(11) 0.0474(12) -0.0021(10) 0.0032(11) -0.0041(10) C5 0.0692(15) 0.0466(13) 0.0452(12) -0.0073(10) 0.0116(10) 0.0022(11) C24 0.095(2) 0.0636(16) 0.0500(14) 0.0248(12) 0.0024(13) -0.0046(14) C17 0.100(2) 0.0387(13) 0.0602(15) 0.0066(11) 0.0232(14) 0.0170(12) C22 0.0737(17) 0.0614(16) 0.0654(16) 0.0071(13) 0.0288(13) -0.0201(13) _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 N1 B1 1.406(3) . ? N1 C7 1.480(2) . ? N1 C16 1.496(2) . ? C20 C21 1.381(3) . ? C20 C25 1.388(3) . ? C20 B1 1.577(3) . ? N2 C8 1.423(2) . ? N2 C7 1.474(2) . ? N2 H2 0.7837 . ? C1 C6 1.391(3) . ? C1 C2 1.392(3) . ? C1 B1 1.557(3) . ? C2 C3 1.388(3) . ? C2 C7 1.516(3) . ? C8 C13 1.403(3) . ? C8 C9 1.407(3) . ? C9 C10 1.387(3) . ? C9 C14 1.501(3) . ? C13 C12 1.388(3) . ? C13 C15 1.505(3) . ? C12 C11 1.376(3) . ? C12 H12 0.9301 . ? C7 H7 0.9800 . ? C11 C10 1.373(3) . ? C11 H11 0.9300 . ? C16 C18 1.525(3) . ? C16 C19 1.526(3) . ? C16 C17 1.527(3) . ? C25 C24 1.387(3) . ? C25 H25 0.9300 . ? C15 H15A 0.9601 . ? C15 H15B 0.9599 . ? C15 H15C 0.9600 . ? C18 H18A 0.9599 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C3 C4 1.385(3) . ? C3 H3 0.9300 . ? C10 H10 0.9298 . ? C6 C5 1.378(3) . ? C6 H6 0.9300 . ? C23 C22 1.367(4) . ? C23 C24 1.368(4) . ? C23 H23 0.9298 . ? C19 H19A 0.9599 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C21 C22 1.382(3) . ? C21 H21 0.9300 . ? C14 H14A 0.9600 . ? C14 H14B 0.9599 . ? C14 H14C 0.9601 . ? C4 C5 1.388(3) . ? C4 H4 0.9299 . ? C5 H5 0.9301 . ? C24 H24 0.9301 . ? C17 H17A 0.9600 . ? C17 H17B 0.9598 . ? C17 H17C 0.9601 . ? C22 H22 0.9299 . ? 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 B1 N1 C7 111.29(15) . . ? B1 N1 C16 128.51(16) . . ? C7 N1 C16 120.11(14) . . ? C21 C20 C25 116.41(19) . . ? C21 C20 B1 122.16(18) . . ? C25 C20 B1 121.25(19) . . ? C8 N2 C7 119.56(14) . . ? C8 N2 H2 102.4 . . ? C7 N2 H2 104.9 . . ? C6 C1 C2 119.41(18) . . ? C6 C1 B1 133.80(18) . . ? C2 C1 B1 106.78(16) . . ? C3 C2 C1 121.22(19) . . ? C3 C2 C7 127.86(17) . . ? C1 C2 C7 110.84(16) . . ? C13 C8 C9 120.17(17) . . ? C13 C8 N2 119.09(16) . . ? C9 C8 N2 120.66(17) . . ? C10 C9 C8 118.27(18) . . ? C10 C9 C14 119.22(18) . . ? C8 C9 C14 122.50(17) . . ? C12 C13 C8 118.96(18) . . ? C12 C13 C15 120.11(19) . . ? C8 C13 C15 120.92(18) . . ? C11 C12 C13 121.2(2) . . ? C11 C12 H12 119.2 . . ? C13 C12 H12 119.5 . . ? N2 C7 N1 109.67(14) . . ? N2 C7 C2 112.91(15) . . ? N1 C7 C2 104.22(14) . . ? N2 C7 H7 110.0 . . ? N1 C7 H7 109.9 . . ? C2 C7 H7 110.0 . . ? C10 C11 C12 119.4(2) . . ? C10 C11 H11 120.2 . . ? C12 C11 H11 120.4 . . ? N1 C16 C18 108.55(17) . . ? N1 C16 C19 112.25(16) . . ? C18 C16 C19 109.75(18) . . ? N1 C16 C17 109.96(16) . . ? C18 C16 C17 109.04(19) . . ? C19 C16 C17 107.24(18) . . ? C24 C25 C20 121.6(2) . . ? C24 C25 H25 119.1 . . ? C20 C25 H25 119.3 . . ? N1 B1 C1 106.76(16) . . ? N1 B1 C20 130.18(19) . . ? C1 B1 C20 123.06(17) . . ? C13 C15 H15A 109.4 . . ? C13 C15 H15B 109.3 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.7 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C16 C18 H18A 109.4 . . ? C16 C18 H18B 109.6 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.4 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C4 C3 C2 118.24(19) . . ? C4 C3 H3 120.8 . . ? C2 C3 H3 120.9 . . ? C11 C10 C9 121.91(19) . . ? C11 C10 H10 119.0 . . ? C9 C10 H10 119.1 . . ? C5 C6 C1 119.9(2) . . ? C5 C6 H6 120.2 . . ? C1 C6 H6 119.9 . . ? C22 C23 C24 119.2(2) . . ? C22 C23 H23 120.3 . . ? C24 C23 H23 120.5 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C20 C21 C22 122.2(2) . . ? C20 C21 H21 119.1 . . ? C22 C21 H21 118.7 . . ? C9 C14 H14A 109.5 . . ? C9 C14 H14B 109.2 . . ? H14A C14 H14B 109.5 . . ? C9 C14 H14C 109.7 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C3 C4 C5 121.2(2) . . ? C3 C4 H4 119.5 . . ? C5 C4 H4 119.3 . . ? C6 C5 C4 120.0(2) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 120.1 . . ? C23 C24 C25 120.3(2) . . ? C23 C24 H24 119.7 . . ? C25 C24 H24 120.0 . . ? C16 C17 H17A 109.3 . . ? C16 C17 H17B 109.7 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.4 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C23 C22 C21 120.2(2) . . ? C23 C22 H22 120.0 . . ? C21 C22 H22 119.8 . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 27.35 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.172 _refine_diff_density_min -0.206 _refine_diff_density_rms 0.041 data_shelxl8 _database_code_depnum_ccdc_archive 'CCDC 908871' #TrackingRef 'ld120502B1-13.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C35 H50 B N3' _chemical_formula_sum 'C35 H50 B N3' _chemical_formula_weight 523.59 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' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.9470(6) _cell_length_b 20.765(2) _cell_length_c 17.1239(15) _cell_angle_alpha 90 _cell_angle_beta 98.560(7) _cell_angle_gamma 90 _cell_volume 3145.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 28173 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.3 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.37 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.105 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 0.063 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 1 0.138 0 0 -1 0.198 1 0 0 0.183 -1 0 0 0.146 0 1 0 0.118 0 -1 0 0.224 -1 1 0 0.154 -1 -1 1 0.209 1 1 0 0.193 1 -1 0 0.211 0 1 -1 0.186 0 -1 -1 0.254 0 1 1 0.137 0 -8 7 0.213 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.978 _exptl_absorpt_correction_T_max 0.983 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius KappaCCD area detector' _diffrn_measurement_method '\f and \w scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28078 _diffrn_reflns_av_R_equivalents 0.0548 _diffrn_reflns_av_sigmaI/netI 0.0453 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 27.30 _reflns_number_total 6984 _reflns_number_gt 4827 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'COLLECT and DENZO' _computing_data_reduction 'COLLECT and DENZO' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0479P)^2^+4.8075P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6984 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1173 _refine_ls_R_factor_gt 0.0760 _refine_ls_wR_factor_ref 0.1880 _refine_ls_wR_factor_gt 0.1591 _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_restrained_S_all 1.097 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N3 N 0.3848(2) 0.08871(9) 0.75709(11) 0.0179(4) Uani 1 1 d . . . N2 N 0.4819(2) 0.11776(10) 0.89758(11) 0.0211(4) Uani 1 1 d . . . H2 H 0.5558 0.0860 0.9010 0.025 Uiso 1 1 d R . . N1 N 0.3361(3) 0.12037(12) 0.61813(13) 0.0335(5) Uani 1 1 d . . . H1 H 0.3492 0.1678 0.6092 0.040 Uiso 1 1 d R . . C24 C 0.4767(3) 0.15330(11) 0.96890(13) 0.0211(5) Uani 1 1 d . . . C1 C 0.2643(3) 0.18088(11) 0.80201(14) 0.0198(5) Uani 1 1 d . . . C25 C 0.3646(3) 0.13844(12) 1.01579(14) 0.0258(5) Uani 1 1 d . . . C17 C 0.3922(3) -0.02944(12) 0.75953(14) 0.0224(5) Uani 1 1 d . . . C2 C 0.2068(3) 0.17012(12) 0.72240(14) 0.0223(5) Uani 1 1 d . . . C6 C 0.2101(3) 0.23301(12) 0.84086(15) 0.0248(5) Uani 1 1 d . . . H6 H 0.2461 0.2404 0.8939 0.030 Uiso 1 1 d R . . C18 C 0.7002(3) 0.09322(13) 0.72620(16) 0.0295(6) Uani 1 1 d . . . H18 H 0.6335 0.1292 0.7345 0.035 Uiso 1 1 d R . . C7 C 0.2740(3) 0.11054(13) 0.68932(14) 0.0254(5) Uani 1 1 d . . . H7 H 0.1944 0.0779 0.6793 0.031 Uiso 1 1 d R . . C12 C 0.4643(3) 0.02980(11) 0.74954(13) 0.0185(5) Uani 1 1 d . . . C33 C 0.7029(3) 0.21817(13) 0.93967(16) 0.0319(6) Uani 1 1 d . . . H33 H 0.7324 0.1776 0.9170 0.038 Uiso 1 1 d R . . C3 C 0.1005(3) 0.21115(13) 0.68151(15) 0.0286(6) Uani 1 1 d . . . H3 H 0.0644 0.2041 0.6284 0.034 Uiso 1 1 d R . . C4 C 0.0485(3) 0.26328(13) 0.72121(16) 0.0304(6) Uani 1 1 d . . . H4 H -0.0226 0.2912 0.6943 0.036 Uiso 1 1 d R . . C29 C 0.5832(3) 0.20225(12) 0.99104(15) 0.0260(6) Uani 1 1 d . . . C13 C 0.6129(3) 0.03114(12) 0.73195(14) 0.0236(5) Uani 1 1 d . . . C27 C 0.4663(4) 0.22110(14) 1.10733(16) 0.0375(7) Uani 1 1 d . . . H27 H 0.4632 0.2438 1.1539 0.045 Uiso 1 1 d R . . C26 C 0.3616(3) 0.17371(14) 1.08487(16) 0.0329(6) Uani 1 1 d . . . H26 H 0.2874 0.1650 1.1161 0.039 Uiso 1 1 d R . . C30 C 0.2546(3) 0.08350(14) 0.99570(16) 0.0327(6) Uani 1 1 d . . . H30 H 0.2662 0.0682 0.9428 0.039 Uiso 1 1 d R . . C14 C 0.6829(3) -0.02747(13) 0.72062(16) 0.0308(6) Uani 1 1 d . . . H14 H 0.7805 -0.0274 0.7080 0.037 Uiso 1 1 d R . . C21 C 0.2378(3) -0.03362(12) 0.78635(16) 0.0274(6) Uani 1 1 d . . . H21 H 0.2014 0.0103 0.7925 0.033 Uiso 1 1 d R . . C5 C 0.1022(3) 0.27369(12) 0.80055(16) 0.0284(6) Uani 1 1 d . . . H5 H 0.0658 0.3083 0.8267 0.034 Uiso 1 1 d R . . C28 C 0.5757(4) 0.23523(13) 1.06116(16) 0.0342(6) Uani 1 1 d . . . H28 H 0.6458 0.2674 1.0772 0.041 Uiso 1 1 d R . . C19 C 0.8385(3) 0.09609(15) 0.79032(17) 0.0371(7) Uani 1 1 d . . . H19A H 0.8074 0.0890 0.8409 0.044 Uiso 1 1 d R . . H19B H 0.8853 0.1377 0.7897 0.044 Uiso 1 1 d R . . H19C H 0.9095 0.0634 0.7808 0.044 Uiso 1 1 d R . . C22 C 0.2495(4) -0.06731(16) 0.86643(18) 0.0414(7) Uani 1 1 d . . . H22A H 0.2765 -0.1116 0.8608 0.050 Uiso 1 1 d R . . H22B H 0.1540 -0.0649 0.8854 0.050 Uiso 1 1 d R . . H22C H 0.3255 -0.0465 0.9034 0.050 Uiso 1 1 d R . . C15 C 0.6116(3) -0.08538(13) 0.72758(16) 0.0312(6) Uani 1 1 d . . . H15 H 0.6601 -0.1238 0.7190 0.037 Uiso 1 1 d R . . C16 C 0.4675(3) -0.08622(12) 0.74770(15) 0.0268(6) Uani 1 1 d . . . H16 H 0.4201 -0.1255 0.7532 0.032 Uiso 1 1 d R . . B1 B 0.3855(3) 0.12728(12) 0.82559(15) 0.0177(5) Uani 1 1 d . . . C20 C 0.7489(3) 0.10145(16) 0.64511(18) 0.0419(7) Uani 1 1 d . . . H20A H 0.8125 0.0661 0.6351 0.050 Uiso 1 1 d R . . H20B H 0.8036 0.1411 0.6435 0.050 Uiso 1 1 d R . . H20C H 0.6608 0.1023 0.6056 0.050 Uiso 1 1 d R . . C35 C 0.6407(4) 0.26210(17) 0.87119(19) 0.0477(8) Uani 1 1 d . . . H35A H 0.5544 0.2423 0.8404 0.057 Uiso 1 1 d R . . H35B H 0.7173 0.2694 0.8384 0.057 Uiso 1 1 d R . . H35C H 0.6115 0.3024 0.8918 0.057 Uiso 1 1 d R . . C34 C 0.8452(4) 0.24833(17) 0.9854(2) 0.0484(8) Uani 1 1 d . . . H34A H 0.8223 0.2909 1.0020 0.058 Uiso 1 1 d R . . H34B H 0.9224 0.2507 0.9521 0.058 Uiso 1 1 d R . . H34C H 0.8803 0.2225 1.0309 0.058 Uiso 1 1 d R . . C11 C 0.3150(4) 0.01574(16) 0.55281(18) 0.0468(8) Uani 1 1 d . . . H11A H 0.4225 0.0122 0.5677 0.056 Uiso 1 1 d R . . H11B H 0.2852 -0.0060 0.5035 0.056 Uiso 1 1 d R . . H11C H 0.2650 -0.0036 0.5928 0.056 Uiso 1 1 d R . . C31 C 0.2926(4) 0.02832(16) 1.0522(2) 0.0537(9) Uani 1 1 d . . . H31A H 0.3933 0.0137 1.0492 0.064 Uiso 1 1 d R . . H31B H 0.2225 -0.0063 1.0383 0.064 Uiso 1 1 d R . . H31C H 0.2864 0.0423 1.1051 0.064 Uiso 1 1 d R . . C23 C 0.1220(3) -0.06831(16) 0.7264(2) 0.0446(8) Uani 1 1 d . . . H23A H 0.1082 -0.0449 0.6775 0.053 Uiso 1 1 d R . . H23B H 0.0273 -0.0710 0.7462 0.053 Uiso 1 1 d R . . H23C H 0.1578 -0.1109 0.7176 0.053 Uiso 1 1 d R . . C8 C 0.2720(4) 0.08529(15) 0.54429(16) 0.0405(8) Uani 1 1 d . . . C10 C 0.3586(5) 0.1142(2) 0.48097(19) 0.0594(10) Uani 1 1 d . . . H10A H 0.3380 0.1595 0.4759 0.071 Uiso 1 1 d R . . H10B H 0.3261 0.0933 0.4313 0.071 Uiso 1 1 d R . . H10C H 0.4651 0.1076 0.4962 0.071 Uiso 1 1 d R . . C9 C 0.1051(4) 0.0943(3) 0.5197(2) 0.0760(14) Uani 1 1 d . . . H9A H 0.0536 0.0886 0.5645 0.091 Uiso 1 1 d R . . H9B H 0.0682 0.0634 0.4797 0.091 Uiso 1 1 d R . . H9C H 0.0868 0.1371 0.4990 0.091 Uiso 1 1 d R . . C32 C 0.0913(4) 0.1043(2) 0.9936(3) 0.0799(14) Uani 1 1 d . . . H32A H 0.0728 0.1144 1.0460 0.096 Uiso 1 1 d R . . H32B H 0.0257 0.0699 0.9725 0.096 Uiso 1 1 d R . . H32C H 0.0719 0.1416 0.9606 0.096 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N3 0.0180(9) 0.0169(9) 0.0180(10) 0.0006(8) -0.0001(7) 0.0018(8) N2 0.0232(10) 0.0201(10) 0.0185(10) -0.0012(8) -0.0018(8) 0.0062(8) N1 0.0419(14) 0.0334(13) 0.0256(12) 0.0014(10) 0.0063(10) 0.0038(11) C24 0.0281(12) 0.0182(11) 0.0151(11) 0.0011(9) -0.0028(9) 0.0056(10) C1 0.0195(11) 0.0187(12) 0.0210(12) 0.0010(9) 0.0020(9) 0.0000(9) C25 0.0289(13) 0.0249(13) 0.0223(12) 0.0040(10) -0.0003(10) 0.0041(10) C17 0.0239(12) 0.0220(12) 0.0197(12) -0.0026(10) -0.0021(9) 0.0009(10) C2 0.0222(12) 0.0241(13) 0.0205(12) 0.0006(10) 0.0032(9) 0.0051(10) C6 0.0294(13) 0.0231(13) 0.0219(12) -0.0012(10) 0.0039(10) 0.0018(10) C18 0.0233(13) 0.0287(14) 0.0375(15) 0.0022(12) 0.0080(11) 0.0008(11) C7 0.0257(13) 0.0288(13) 0.0199(12) -0.0024(10) -0.0028(10) 0.0101(10) C12 0.0191(11) 0.0195(11) 0.0160(11) -0.0013(9) -0.0006(9) 0.0043(9) C33 0.0359(15) 0.0264(14) 0.0321(14) -0.0015(12) 0.0005(12) -0.0087(11) C3 0.0279(13) 0.0352(15) 0.0212(12) 0.0013(11) -0.0009(10) 0.0094(11) C4 0.0298(14) 0.0294(14) 0.0316(14) 0.0060(12) 0.0037(11) 0.0128(11) C29 0.0341(14) 0.0200(12) 0.0219(12) 0.0035(10) -0.0019(10) 0.0003(10) C13 0.0217(12) 0.0269(13) 0.0217(12) 0.0003(10) 0.0019(9) 0.0031(10) C27 0.064(2) 0.0271(15) 0.0204(13) -0.0045(11) 0.0038(13) 0.0108(14) C26 0.0412(16) 0.0357(16) 0.0229(13) 0.0032(12) 0.0083(11) 0.0086(12) C30 0.0306(14) 0.0405(16) 0.0261(14) 0.0030(12) 0.0016(11) -0.0056(12) C14 0.0271(13) 0.0333(15) 0.0328(14) 0.0003(12) 0.0077(11) 0.0099(11) C21 0.0232(13) 0.0182(12) 0.0409(15) 0.0008(11) 0.0050(11) 0.0005(10) C5 0.0328(14) 0.0211(13) 0.0321(14) -0.0008(11) 0.0077(11) 0.0072(11) C28 0.0526(18) 0.0208(13) 0.0263(14) -0.0029(11) -0.0037(12) -0.0042(12) C19 0.0317(15) 0.0424(17) 0.0372(16) -0.0013(14) 0.0056(12) -0.0060(13) C22 0.0396(17) 0.0451(19) 0.0418(17) 0.0031(14) 0.0141(13) -0.0004(14) C15 0.0370(15) 0.0249(14) 0.0313(14) -0.0022(11) 0.0035(12) 0.0145(11) C16 0.0316(14) 0.0204(12) 0.0273(13) -0.0025(10) 0.0007(11) 0.0019(10) B1 0.0176(12) 0.0154(12) 0.0200(13) -0.0001(10) 0.0028(10) -0.0012(10) C20 0.0361(16) 0.0488(19) 0.0410(17) 0.0109(15) 0.0062(13) -0.0051(14) C35 0.0456(18) 0.053(2) 0.0437(18) 0.0180(16) 0.0047(14) -0.0136(16) C34 0.0378(17) 0.052(2) 0.053(2) -0.0060(16) -0.0027(15) -0.0115(15) C11 0.060(2) 0.049(2) 0.0289(15) -0.0137(14) -0.0020(14) 0.0108(16) C31 0.067(2) 0.0337(17) 0.053(2) 0.0093(16) -0.0164(17) -0.0115(16) C23 0.0279(15) 0.0434(18) 0.059(2) 0.0008(16) -0.0039(14) -0.0099(13) C8 0.059(2) 0.0426(18) 0.0171(13) -0.0056(12) -0.0035(12) 0.0168(15) C10 0.092(3) 0.061(2) 0.0254(16) 0.0017(16) 0.0107(17) 0.011(2) C9 0.059(2) 0.127(4) 0.0353(19) -0.021(2) -0.0135(17) 0.034(3) C32 0.037(2) 0.073(3) 0.127(4) 0.017(3) 0.001(2) -0.0051(19) _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 N3 B1 1.420(3) . ? N3 C12 1.430(3) . ? N3 C7 1.481(3) . ? N2 B1 1.409(3) . ? N2 C24 1.434(3) . ? N2 H2 0.9301 . ? N1 C7 1.428(3) . ? N1 C8 1.498(4) . ? N1 H1 1.0059 . ? C24 C29 1.406(4) . ? C24 C25 1.409(4) . ? C1 C6 1.395(3) . ? C1 C2 1.402(3) . ? C1 B1 1.564(3) . ? C25 C26 1.395(4) . ? C25 C30 1.512(4) . ? C17 C16 1.388(3) . ? C17 C12 1.411(3) . ? C17 C21 1.521(3) . ? C2 C3 1.386(3) . ? C2 C7 1.521(3) . ? C6 C5 1.387(4) . ? C6 H6 0.9297 . ? C18 C13 1.518(4) . ? C18 C20 1.526(4) . ? C18 C19 1.529(4) . ? C18 H18 0.9798 . ? C7 H7 0.9800 . ? C12 C13 1.407(3) . ? C33 C29 1.520(4) . ? C33 C35 1.524(4) . ? C33 C34 1.527(4) . ? C33 H33 0.9801 . ? C3 C4 1.395(4) . ? C3 H3 0.9299 . ? C4 C5 1.389(4) . ? C4 H4 0.9300 . ? C29 C28 1.393(4) . ? C13 C14 1.395(4) . ? C27 C26 1.374(4) . ? C27 C28 1.378(4) . ? C27 H27 0.9299 . ? C26 H26 0.9298 . ? C30 C31 1.506(4) . ? C30 C32 1.519(5) . ? C30 H30 0.9800 . ? C14 C15 1.375(4) . ? C14 H14 0.9300 . ? C21 C23 1.527(4) . ? C21 C22 1.529(4) . ? C21 H21 0.9801 . ? C5 H5 0.9299 . ? C28 H28 0.9299 . ? C19 H19A 0.9602 . ? C19 H19B 0.9599 . ? C19 H19C 0.9599 . ? C22 H22A 0.9597 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C15 C16 1.383(4) . ? C15 H15 0.9299 . ? C16 H16 0.9299 . ? C20 H20A 0.9600 . ? C20 H20B 0.9601 . ? C20 H20C 0.9601 . ? C35 H35A 0.9602 . ? C35 H35B 0.9600 . ? C35 H35C 0.9598 . ? C34 H34A 0.9601 . ? C34 H34B 0.9601 . ? C34 H34C 0.9601 . ? C11 C8 1.496(4) . ? C11 H11A 0.9601 . ? C11 H11B 0.9600 . ? C11 H11C 0.9599 . ? C31 H31A 0.9600 . ? C31 H31B 0.9601 . ? C31 H31C 0.9602 . ? C23 H23A 0.9600 . ? C23 H23B 0.9599 . ? C23 H23C 0.9600 . ? C8 C9 1.502(5) . ? C8 C10 1.545(5) . ? C10 H10A 0.9599 . ? C10 H10B 0.9598 . ? C10 H10C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9602 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? 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 B1 N3 C12 128.03(19) . . ? B1 N3 C7 113.27(19) . . ? C12 N3 C7 118.35(18) . . ? B1 N2 C24 125.4(2) . . ? B1 N2 H2 119.4 . . ? C24 N2 H2 115.2 . . ? C7 N1 C8 120.2(2) . . ? C7 N1 H1 109.8 . . ? C8 N1 H1 112.7 . . ? C29 C24 C25 121.1(2) . . ? C29 C24 N2 119.7(2) . . ? C25 C24 N2 119.3(2) . . ? C6 C1 C2 118.9(2) . . ? C6 C1 B1 134.9(2) . . ? C2 C1 B1 106.1(2) . . ? C26 C25 C24 118.3(2) . . ? C26 C25 C30 119.7(2) . . ? C24 C25 C30 122.0(2) . . ? C16 C17 C12 118.8(2) . . ? C16 C17 C21 118.6(2) . . ? C12 C17 C21 122.6(2) . . ? C3 C2 C1 121.2(2) . . ? C3 C2 C7 126.2(2) . . ? C1 C2 C7 112.5(2) . . ? C5 C6 C1 120.1(2) . . ? C5 C6 H6 120.0 . . ? C1 C6 H6 119.9 . . ? C13 C18 C20 111.9(2) . . ? C13 C18 C19 110.8(2) . . ? C20 C18 C19 109.8(2) . . ? C13 C18 H18 108.0 . . ? C20 C18 H18 108.0 . . ? C19 C18 H18 108.1 . . ? N1 C7 N3 114.4(2) . . ? N1 C7 C2 115.3(2) . . ? N3 C7 C2 102.29(19) . . ? N1 C7 H7 108.3 . . ? N3 C7 H7 108.1 . . ? C2 C7 H7 108.1 . . ? C13 C12 C17 120.5(2) . . ? C13 C12 N3 120.1(2) . . ? C17 C12 N3 119.5(2) . . ? C29 C33 C35 111.6(2) . . ? C29 C33 C34 113.5(2) . . ? C35 C33 C34 109.3(3) . . ? C29 C33 H33 107.3 . . ? C35 C33 H33 107.3 . . ? C34 C33 H33 107.6 . . ? C2 C3 C4 119.0(2) . . ? C2 C3 H3 120.6 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 120.4(2) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.7 . . ? C28 C29 C24 118.1(2) . . ? C28 C29 C33 121.4(2) . . ? C24 C29 C33 120.6(2) . . ? C14 C13 C12 118.1(2) . . ? C14 C13 C18 119.1(2) . . ? C12 C13 C18 122.8(2) . . ? C26 C27 C28 120.3(3) . . ? C26 C27 H27 119.7 . . ? C28 C27 H27 119.9 . . ? C27 C26 C25 121.0(3) . . ? C27 C26 H26 119.6 . . ? C25 C26 H26 119.4 . . ? C31 C30 C25 110.6(2) . . ? C31 C30 C32 110.8(3) . . ? C25 C30 C32 112.5(3) . . ? C31 C30 H30 107.6 . . ? C25 C30 H30 107.5 . . ? C32 C30 H30 107.7 . . ? C15 C14 C13 121.8(2) . . ? C15 C14 H14 119.0 . . ? C13 C14 H14 119.1 . . ? C17 C21 C23 112.3(2) . . ? C17 C21 C22 110.7(2) . . ? C23 C21 C22 109.6(2) . . ? C17 C21 H21 108.1 . . ? C23 C21 H21 107.9 . . ? C22 C21 H21 108.0 . . ? C6 C5 C4 120.4(2) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.7 . . ? C27 C28 C29 121.3(3) . . ? C27 C28 H28 119.3 . . ? C29 C28 H28 119.4 . . ? C18 C19 H19A 109.3 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.6 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C22 H22A 109.4 . . ? C21 C22 H22B 109.6 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.4 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C14 C15 C16 119.6(2) . . ? C14 C15 H15 120.2 . . ? C16 C15 H15 120.2 . . ? C15 C16 C17 121.1(2) . . ? C15 C16 H16 119.5 . . ? C17 C16 H16 119.4 . . ? N2 B1 N3 124.8(2) . . ? N2 B1 C1 129.5(2) . . ? N3 B1 C1 105.7(2) . . ? C18 C20 H20A 109.5 . . ? C18 C20 H20B 109.8 . . ? H20A C20 H20B 109.5 . . ? C18 C20 H20C 109.1 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C33 C35 H35A 109.8 . . ? C33 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C33 C35 H35C 109.1 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C33 C34 H34A 109.3 . . ? C33 C34 H34B 109.6 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.4 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C30 C31 H31A 109.2 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.7 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.6 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.3 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C11 C8 N1 109.0(2) . . ? C11 C8 C9 112.3(3) . . ? N1 C8 C9 114.6(3) . . ? C11 C8 C10 107.1(3) . . ? N1 C8 C10 103.6(3) . . ? C9 C8 C10 109.6(3) . . ? C8 C10 H10A 109.6 . . ? C8 C10 H10B 109.2 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.6 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C9 H9A 109.6 . . ? C8 C9 H9B 109.8 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.1 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C30 C32 H32A 109.8 . . ? C30 C32 H32B 109.2 . . ? H32A C32 H32B 109.5 . . ? C30 C32 H32C 109.4 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 27.30 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 1.112 _refine_diff_density_min -0.335 _refine_diff_density_rms 0.059 data_shelxl9 _database_code_depnum_ccdc_archive 'CCDC 908872' #TrackingRef 'ld120521B1-3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H19 B Cl N' _chemical_formula_sum 'C17 H19 B Cl N' _chemical_formula_weight 283.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 8.8400(7) _cell_length_b 11.2160(7) _cell_length_c 15.6841(12) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1555.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 13387 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.211 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 600 _exptl_absorpt_coefficient_mu 0.234 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -1 -1 0 0.044 1 1 0 0.165 1 -1 0 0.167 0 0 1 0.099 0 0 -1 0.198 0 1 1 0.147 0 1 -1 0.223 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.921 _exptl_absorpt_correction_T_max 0.963 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius KappaCCD area detector' _diffrn_measurement_method '\f and \w scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13296 _diffrn_reflns_av_R_equivalents 0.0593 _diffrn_reflns_av_sigmaI/netI 0.0372 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3504 _reflns_number_gt 3250 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'COLLECT and DENZO' _computing_data_reduction 'COLLECT and DENZO' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0367P)^2^+0.8048P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.05(7) _refine_ls_number_reflns 3504 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0460 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.1017 _refine_ls_wR_factor_gt 0.0945 _refine_ls_goodness_of_fit_ref 1.110 _refine_ls_restrained_S_all 1.110 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.67368(5) 0.47387(5) 0.68314(3) 0.02917(13) Uani 1 1 d . . . N1 N 0.69995(18) 0.22250(14) 0.69855(10) 0.0190(3) Uani 1 1 d . . . C1 C 0.7311(2) 0.33541(17) 0.83031(13) 0.0212(4) Uani 1 1 d . . . C12 C 0.9582(2) 0.35109(17) 0.71457(12) 0.0201(4) Uani 1 1 d . . . B1 B 0.7804(2) 0.34467(19) 0.73224(14) 0.0183(4) Uani 1 1 d . . . C17 C 1.0267(2) 0.43606(18) 0.66241(13) 0.0236(4) Uani 1 1 d . . . H17 H 0.9664 0.4912 0.6340 0.028 Uiso 1 1 d R . . C7 C 0.6275(2) 0.17295(18) 0.76016(12) 0.0217(4) Uani 1 1 d . . . H7 H 0.5727 0.1028 0.7536 0.026 Uiso 1 1 d R . . C8 C 0.7086(2) 0.16577(19) 0.61173(12) 0.0244(4) Uani 1 1 d . . . C6 C 0.7599(2) 0.4055(2) 0.90122(15) 0.0290(5) Uani 1 1 d . . . H6 H 0.8208 0.4728 0.8964 0.035 Uiso 1 1 d R . . C13 C 1.0536(3) 0.2707(2) 0.75633(16) 0.0320(5) Uani 1 1 d . . . H13 H 1.0117 0.2133 0.7920 0.038 Uiso 1 1 d R . . C3 C 0.5744(3) 0.2033(2) 0.91865(14) 0.0316(5) Uani 1 1 d . . . H3 H 0.5134 0.1361 0.9236 0.038 Uiso 1 1 d R . . C2 C 0.6387(2) 0.23527(18) 0.84092(12) 0.0226(4) Uani 1 1 d . . . C16 C 1.1832(3) 0.4400(2) 0.65219(15) 0.0325(5) Uani 1 1 d . . . H16 H 1.2258 0.4971 0.6165 0.039 Uiso 1 1 d R . . C5 C 0.6982(3) 0.3745(2) 0.97978(14) 0.0348(5) Uani 1 1 d . . . H5 H 0.7192 0.4212 1.0273 0.042 Uiso 1 1 d R . . C15 C 1.2742(3) 0.3604(2) 0.69394(18) 0.0414(6) Uani 1 1 d . . . H15 H 1.3787 0.3637 0.6873 0.050 Uiso 1 1 d R . . C14 C 1.2100(3) 0.2748(2) 0.74613(19) 0.0433(6) Uani 1 1 d . . . H14 H 1.2710 0.2203 0.7747 0.052 Uiso 1 1 d R . . C4 C 0.6059(3) 0.2750(2) 0.98855(15) 0.0368(6) Uani 1 1 d . . . H4 H 0.5645 0.2566 1.0415 0.044 Uiso 1 1 d R . . C10 C 0.8524(3) 0.0919(3) 0.60920(17) 0.0445(6) Uani 1 1 d . . . H10A H 0.8521 0.0356 0.6553 0.053 Uiso 1 1 d R . . H10B H 0.9383 0.1437 0.6147 0.053 Uiso 1 1 d R . . H10C H 0.8582 0.0499 0.5560 0.053 Uiso 1 1 d R . . C9 C 0.7150(4) 0.2642(3) 0.54381(15) 0.0455(7) Uani 1 1 d . . . H9A H 0.7208 0.2288 0.4882 0.055 Uiso 1 1 d R . . H9B H 0.8029 0.3127 0.5534 0.055 Uiso 1 1 d R . . H9C H 0.6259 0.3127 0.5476 0.055 Uiso 1 1 d R . . C11 C 0.5707(3) 0.0876(3) 0.59589(17) 0.0464(7) Uani 1 1 d . . . H11A H 0.5748 0.0190 0.6324 0.056 Uiso 1 1 d R . . H11B H 0.5696 0.0622 0.5374 0.056 Uiso 1 1 d R . . H11C H 0.4805 0.1323 0.6079 0.056 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl1 0.0227(2) 0.0260(2) 0.0388(3) 0.0098(2) 0.0026(2) 0.0061(2) N1 0.0178(8) 0.0205(7) 0.0187(8) -0.0011(6) -0.0003(6) -0.0021(6) C1 0.0166(8) 0.0226(9) 0.0243(10) -0.0015(8) -0.0010(7) 0.0013(7) C12 0.0188(9) 0.0188(8) 0.0227(9) -0.0043(7) 0.0002(7) -0.0027(8) B1 0.0170(9) 0.0157(9) 0.0222(10) 0.0006(8) -0.0006(8) -0.0008(8) C17 0.0234(9) 0.0243(9) 0.0232(10) -0.0029(8) 0.0023(8) -0.0044(8) C7 0.0224(9) 0.0210(9) 0.0217(9) 0.0010(8) 0.0016(8) -0.0044(8) C8 0.0259(10) 0.0297(10) 0.0177(9) -0.0064(8) 0.0006(8) -0.0048(9) C6 0.0232(10) 0.0308(11) 0.0329(11) -0.0077(9) -0.0023(9) -0.0011(9) C13 0.0223(10) 0.0270(11) 0.0467(14) 0.0062(10) -0.0026(10) 0.0018(9) C3 0.0331(12) 0.0351(12) 0.0265(11) 0.0019(9) 0.0070(9) -0.0041(10) C2 0.0227(10) 0.0246(9) 0.0206(9) -0.0005(8) 0.0019(8) -0.0007(8) C16 0.0254(10) 0.0377(12) 0.0343(11) -0.0090(9) 0.0078(9) -0.0137(10) C5 0.0311(12) 0.0483(14) 0.0250(11) -0.0135(10) -0.0024(9) 0.0066(10) C15 0.0165(9) 0.0475(14) 0.0602(17) -0.0173(13) 0.0040(11) -0.0035(10) C14 0.0203(11) 0.0400(13) 0.0695(18) 0.0021(13) -0.0084(12) 0.0074(10) C4 0.0388(13) 0.0497(15) 0.0220(11) -0.0004(10) 0.0075(10) 0.0028(11) C10 0.0446(15) 0.0529(16) 0.0359(13) -0.0144(11) 0.0039(11) 0.0103(13) C9 0.0681(19) 0.0450(14) 0.0232(11) 0.0012(10) -0.0006(12) -0.0103(14) C11 0.0458(15) 0.0579(17) 0.0353(13) -0.0142(12) -0.0001(11) -0.0228(13) _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 Cl1 B1 1.893(2) . ? N1 C7 1.286(2) . ? N1 C8 1.505(2) . ? N1 B1 1.632(3) . ? C1 C6 1.386(3) . ? C1 C2 1.399(3) . ? C1 B1 1.602(3) . ? C12 C17 1.394(3) . ? C12 C13 1.398(3) . ? C12 B1 1.597(3) . ? C17 C16 1.394(3) . ? C17 H17 0.9300 . ? C7 C2 1.450(3) . ? C7 H7 0.9300 . ? C8 C10 1.518(3) . ? C8 C11 1.522(3) . ? C8 C9 1.535(3) . ? C6 C5 1.392(3) . ? C6 H6 0.9300 . ? C13 C14 1.393(3) . ? C13 H13 0.9301 . ? C3 C4 1.388(3) . ? C3 C2 1.392(3) . ? C3 H3 0.9300 . ? C16 C15 1.368(4) . ? C16 H16 0.9300 . ? C5 C4 1.389(4) . ? C5 H5 0.9301 . ? C15 C14 1.384(4) . ? C15 H15 0.9300 . ? C14 H14 0.9300 . ? C4 H4 0.9301 . ? C10 H10A 0.9601 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C9 H9A 0.9601 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9601 . ? 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 C7 N1 C8 121.50(16) . . ? C7 N1 B1 109.68(15) . . ? C8 N1 B1 128.75(15) . . ? C6 C1 C2 117.88(19) . . ? C6 C1 B1 133.13(19) . . ? C2 C1 B1 108.98(17) . . ? C17 C12 C13 116.98(19) . . ? C17 C12 B1 124.06(18) . . ? C13 C12 B1 118.90(19) . . ? C12 B1 C1 115.93(17) . . ? C12 B1 N1 114.24(16) . . ? C1 B1 N1 97.92(15) . . ? C12 B1 Cl1 112.66(14) . . ? C1 B1 Cl1 107.73(13) . . ? N1 B1 Cl1 107.08(13) . . ? C16 C17 C12 121.4(2) . . ? C16 C17 H17 119.5 . . ? C12 C17 H17 119.1 . . ? N1 C7 C2 114.46(17) . . ? N1 C7 H7 122.8 . . ? C2 C7 H7 122.7 . . ? N1 C8 C10 107.27(17) . . ? N1 C8 C11 110.54(17) . . ? C10 C8 C11 110.6(2) . . ? N1 C8 C9 109.02(18) . . ? C10 C8 C9 110.1(2) . . ? C11 C8 C9 109.3(2) . . ? C1 C6 C5 119.8(2) . . ? C1 C6 H6 120.1 . . ? C5 C6 H6 120.1 . . ? C14 C13 C12 121.6(2) . . ? C14 C13 H13 119.2 . . ? C12 C13 H13 119.2 . . ? C4 C3 C2 117.4(2) . . ? C4 C3 H3 121.4 . . ? C2 C3 H3 121.2 . . ? C3 C2 C1 123.33(19) . . ? C3 C2 C7 127.80(19) . . ? C1 C2 C7 108.85(17) . . ? C15 C16 C17 120.5(2) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.5 . . ? C4 C5 C6 121.3(2) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C16 C15 C14 119.7(2) . . ? C16 C15 H15 120.3 . . ? C14 C15 H15 120.0 . . ? C15 C14 C13 119.9(2) . . ? C15 C14 H14 120.2 . . ? C13 C14 H14 119.9 . . ? C3 C4 C5 120.3(2) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.9 . . ? C8 C10 H10A 109.7 . . ? C8 C10 H10B 109.2 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.6 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C9 H9A 109.6 . . ? C8 C9 H9B 109.2 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.6 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.4 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.411 _refine_diff_density_min -0.256 _refine_diff_density_rms 0.048 data_shelxl10 _database_code_depnum_ccdc_archive 'CCDC 908873' #TrackingRef 'ld120806B1-4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H36 B N' _chemical_formula_sum 'C23 H36 B N' _chemical_formula_weight 337.34 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' 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-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 8.3280(6) _cell_length_b 15.7381(16) _cell_length_c 30.885(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 4048.0(6) _cell_formula_units_Z 8 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 25582 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.39 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.107 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1488 _exptl_absorpt_coefficient_mu 0.062 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1 0 1 0.070 -1 0 0 0.102 0 0 -1 0.172 0 0 1 0.189 0 1 1 0.079 0 -1 1 0.159 0 1 0 0.116 0 -1 0 0.207 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.981 _exptl_absorpt_correction_T_max 0.989 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Nonius KappaCCD area detector' _diffrn_measurement_method '\f and \w scans to fill the Ewald sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25505 _diffrn_reflns_av_R_equivalents 0.0653 _diffrn_reflns_av_sigmaI/netI 0.0407 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -39 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 2.59 _diffrn_reflns_theta_max 27.00 _reflns_number_total 4398 _reflns_number_gt 3305 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)' _computing_cell_refinement 'COLLECT and DENZO' _computing_data_reduction 'COLLECT and DENZO' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0366P)^2^+2.5632P] 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 4398 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0901 _refine_ls_R_factor_gt 0.0589 _refine_ls_wR_factor_ref 0.1304 _refine_ls_wR_factor_gt 0.1139 _refine_ls_goodness_of_fit_ref 1.166 _refine_ls_restrained_S_all 1.166 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.31927(17) 0.18281(9) 0.63780(5) 0.0192(3) Uani 1 1 d . . . C18 C 0.5861(2) 0.08938(11) 0.65844(5) 0.0194(4) Uani 1 1 d . . . H18 H 0.6261 0.1344 0.6775 0.023 Uiso 1 1 d R . . C6 C 0.4483(2) 0.00512(11) 0.55989(5) 0.0211(4) Uani 1 1 d . . . H6 H 0.5579 -0.0045 0.5567 0.025 Uiso 1 1 d R . . C2 C 0.2282(2) 0.08019(11) 0.59048(5) 0.0208(4) Uani 1 1 d . . . C1 C 0.3948(2) 0.06789(11) 0.58833(5) 0.0182(4) Uani 1 1 d . . . C7 C 0.1950(2) 0.14842(12) 0.62016(6) 0.0234(4) Uani 1 1 d . . . H7 H 0.0910 0.1665 0.6262 0.028 Uiso 1 1 d R . . C17 C 0.5085(2) 0.24177(11) 0.55121(6) 0.0213(4) Uani 1 1 d . . . H17A H 0.4438 0.2004 0.5358 0.026 Uiso 1 1 d R . . H17B H 0.4366 0.2841 0.5632 0.026 Uiso 1 1 d R . . C16 C 0.6227(2) 0.28472(11) 0.51930(6) 0.0243(4) Uani 1 1 d . . . H16A H 0.6854 0.2417 0.5045 0.029 Uiso 1 1 d R . . H16B H 0.5607 0.3153 0.4978 0.029 Uiso 1 1 d R . . C15 C 0.7356(2) 0.34634(12) 0.54223(6) 0.0250(4) Uani 1 1 d . . . H15A H 0.6740 0.3930 0.5543 0.030 Uiso 1 1 d R . . H15B H 0.8111 0.3696 0.5215 0.030 Uiso 1 1 d R . . C8 C 0.2943(2) 0.25546(12) 0.66915(6) 0.0250(4) Uani 1 1 d . . . C5 C 0.3394(2) -0.04316(11) 0.53621(6) 0.0240(4) Uani 1 1 d . . . H5 H 0.3772 -0.0856 0.5179 0.029 Uiso 1 1 d R . . C23 C 0.7324(2) 0.04027(12) 0.64120(6) 0.0244(4) Uani 1 1 d . . . H23A H 0.6960 -0.0022 0.6206 0.029 Uiso 1 1 d R . . H23B H 0.8020 0.0794 0.6259 0.029 Uiso 1 1 d R . . C12 C 0.59759(19) 0.19705(11) 0.58825(5) 0.0183(4) Uani 1 1 d . . . H12 H 0.6699 0.1576 0.5734 0.022 Uiso 1 1 d R . . C19 C 0.4845(2) 0.02875(12) 0.68603(6) 0.0262(4) Uani 1 1 d . . . H19A H 0.4373 -0.0140 0.6673 0.031 Uiso 1 1 d R . . H19B H 0.3974 0.0606 0.6991 0.031 Uiso 1 1 d R . . C22 C 0.8287(2) -0.00346(13) 0.67693(7) 0.0319(5) Uani 1 1 d . . . H22A H 0.9162 -0.0354 0.6641 0.038 Uiso 1 1 d R . . H22B H 0.8745 0.0390 0.6961 0.038 Uiso 1 1 d R . . C13 C 0.7117(2) 0.26029(11) 0.61034(6) 0.0215(4) Uani 1 1 d . . . H13A H 0.6490 0.3041 0.6246 0.026 Uiso 1 1 d R . . H13B H 0.7732 0.2307 0.6324 0.026 Uiso 1 1 d R . . C10 C 0.2862(3) 0.33775(12) 0.64342(7) 0.0332(5) Uani 1 1 d . . . H10A H 0.3857 0.3462 0.6283 0.040 Uiso 1 1 d R . . H10B H 0.2680 0.3844 0.6628 0.040 Uiso 1 1 d R . . H10C H 0.1998 0.3346 0.6229 0.040 Uiso 1 1 d R . . C4 C 0.1751(2) -0.02935(12) 0.53937(6) 0.0267(4) Uani 1 1 d . . . H4 H 0.1042 -0.0622 0.5233 0.032 Uiso 1 1 d R . . C3 C 0.1175(2) 0.03327(12) 0.56653(6) 0.0260(4) Uani 1 1 d . . . H3 H 0.0079 0.0439 0.5688 0.031 Uiso 1 1 d R . . C20 C 0.5798(3) -0.01544(13) 0.72165(6) 0.0334(5) Uani 1 1 d . . . H20A H 0.6178 0.0264 0.7423 0.040 Uiso 1 1 d R . . H20B H 0.5106 -0.0549 0.7369 0.040 Uiso 1 1 d R . . C21 C 0.7219(2) -0.06330(13) 0.70279(7) 0.0331(5) Uani 1 1 d . . . H21A H 0.6836 -0.1086 0.6842 0.040 Uiso 1 1 d R . . H21B H 0.7838 -0.0887 0.7261 0.040 Uiso 1 1 d R . . C14 C 0.8274(2) 0.30172(12) 0.57831(6) 0.0252(4) Uani 1 1 d . . . H14A H 0.8940 0.3427 0.5934 0.030 Uiso 1 1 d R . . H14B H 0.8973 0.2588 0.5660 0.030 Uiso 1 1 d R . . B1 B 0.4869(2) 0.13515(13) 0.61888(6) 0.0186(4) Uani 1 1 d . . . C9 C 0.4326(2) 0.25924(13) 0.70132(6) 0.0293(4) Uani 1 1 d . . . H9A H 0.4339 0.2082 0.7183 0.035 Uiso 1 1 d R . . H9B H 0.4187 0.3074 0.7200 0.035 Uiso 1 1 d R . . H9C H 0.5322 0.2645 0.6859 0.035 Uiso 1 1 d R . . C11 C 0.1386(3) 0.24319(16) 0.69487(7) 0.0408(6) Uani 1 1 d . . . H11A H 0.0483 0.2493 0.6758 0.049 Uiso 1 1 d R . . H11B H 0.1325 0.2851 0.7174 0.049 Uiso 1 1 d R . . H11C H 0.1376 0.1875 0.7075 0.049 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0185(7) 0.0197(7) 0.0195(7) -0.0021(6) 0.0006(6) 0.0015(6) C18 0.0171(8) 0.0184(8) 0.0227(9) -0.0018(7) 0.0006(7) -0.0012(7) C6 0.0218(9) 0.0203(9) 0.0213(9) 0.0008(7) 0.0013(7) 0.0001(7) C2 0.0191(9) 0.0220(9) 0.0212(9) -0.0008(7) 0.0007(7) -0.0023(7) C1 0.0189(8) 0.0165(8) 0.0191(8) 0.0020(6) -0.0002(7) -0.0017(7) C7 0.0155(8) 0.0276(10) 0.0270(9) -0.0027(8) 0.0007(7) 0.0020(8) C17 0.0227(9) 0.0189(9) 0.0222(9) -0.0011(7) -0.0034(7) -0.0018(8) C16 0.0302(10) 0.0208(9) 0.0220(9) 0.0001(7) -0.0002(8) -0.0017(8) C15 0.0268(10) 0.0201(9) 0.0279(9) -0.0004(7) 0.0054(8) -0.0054(8) C8 0.0235(9) 0.0256(10) 0.0259(9) -0.0099(7) 0.0017(7) 0.0052(8) C5 0.0332(10) 0.0182(9) 0.0207(9) -0.0023(7) 0.0007(7) -0.0017(8) C23 0.0196(9) 0.0268(10) 0.0269(9) 0.0016(8) 0.0017(7) 0.0031(8) C12 0.0136(8) 0.0178(8) 0.0234(9) -0.0011(7) 0.0007(7) -0.0003(7) C19 0.0229(9) 0.0263(10) 0.0294(10) 0.0037(8) 0.0044(8) -0.0008(8) C22 0.0248(10) 0.0328(11) 0.0381(11) 0.0055(9) -0.0022(8) 0.0071(9) C13 0.0199(9) 0.0201(9) 0.0244(9) 0.0008(7) -0.0033(7) -0.0017(7) C10 0.0352(11) 0.0249(10) 0.0394(11) -0.0090(8) -0.0060(9) 0.0091(9) C4 0.0306(10) 0.0256(10) 0.0237(9) -0.0030(7) -0.0041(8) -0.0115(8) C3 0.0176(9) 0.0316(10) 0.0289(10) -0.0017(8) -0.0007(7) -0.0052(8) C20 0.0381(12) 0.0339(11) 0.0282(10) 0.0107(8) 0.0025(9) -0.0020(10) C21 0.0328(11) 0.0292(11) 0.0373(11) 0.0087(9) -0.0058(9) 0.0050(9) C14 0.0200(9) 0.0231(9) 0.0326(10) -0.0014(8) 0.0008(8) -0.0029(8) B1 0.0152(9) 0.0197(10) 0.0211(10) -0.0035(8) 0.0016(7) 0.0021(8) C9 0.0322(10) 0.0289(10) 0.0267(10) -0.0105(8) -0.0031(8) 0.0050(9) C11 0.0305(11) 0.0508(14) 0.0411(12) -0.0216(10) 0.0123(9) -0.0017(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C7 1.289(2) . ? N1 C8 1.512(2) . ? N1 B1 1.689(2) . ? C18 C19 1.534(2) . ? C18 C23 1.538(2) . ? C18 B1 1.641(3) . ? C18 H18 0.9800 . ? C6 C5 1.391(3) . ? C6 C1 1.395(2) . ? C6 H6 0.9300 . ? C2 C3 1.394(2) . ? C2 C1 1.403(2) . ? C2 C7 1.439(2) . ? C1 B1 1.612(3) . ? C7 H7 0.9300 . ? C17 C16 1.527(2) . ? C17 C12 1.534(2) . ? C17 H17A 0.9700 . ? C17 H17B 0.9699 . ? C16 C15 1.525(3) . ? C16 H16A 0.9700 . ? C16 H16B 0.9699 . ? C15 C14 1.523(3) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C8 C10 1.521(3) . ? C8 C9 1.522(3) . ? C8 C11 1.533(3) . ? C5 C4 1.388(3) . ? C5 H5 0.9301 . ? C23 C22 1.528(3) . ? C23 H23A 0.9699 . ? C23 H23B 0.9701 . ? C12 C13 1.536(2) . ? C12 B1 1.641(3) . ? C12 H12 0.9800 . ? C19 C20 1.525(3) . ? C19 H19A 0.9700 . ? C19 H19B 0.9701 . ? C22 C21 1.521(3) . ? C22 H22A 0.9700 . ? C22 H22B 0.9701 . ? C13 C14 1.527(2) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C10 H10A 0.9601 . ? C10 H10B 0.9599 . ? C10 H10C 0.9600 . ? C4 C3 1.380(3) . ? C4 H4 0.9299 . ? C3 H3 0.9301 . ? C20 C21 1.519(3) . ? C20 H20A 0.9701 . ? C20 H20B 0.9699 . ? C21 H21A 0.9699 . ? C21 H21B 0.9701 . ? C14 H14A 0.9700 . ? C14 H14B 0.9701 . ? C9 H9A 0.9602 . ? C9 H9B 0.9599 . ? C9 H9C 0.9600 . ? C11 H11A 0.9599 . ? C11 H11B 0.9601 . ? C11 H11C 0.9600 . ? 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 C7 N1 C8 118.54(15) . . ? C7 N1 B1 109.33(14) . . ? C8 N1 B1 132.12(14) . . ? C19 C18 C23 108.46(14) . . ? C19 C18 B1 114.12(14) . . ? C23 C18 B1 111.19(14) . . ? C19 C18 H18 107.6 . . ? C23 C18 H18 107.6 . . ? B1 C18 H18 107.6 . . ? C5 C6 C1 120.63(17) . . ? C5 C6 H6 119.6 . . ? C1 C6 H6 119.8 . . ? C3 C2 C1 123.79(17) . . ? C3 C2 C7 127.35(17) . . ? C1 C2 C7 108.85(15) . . ? C6 C1 C2 116.32(16) . . ? C6 C1 B1 132.98(16) . . ? C2 C1 B1 110.62(15) . . ? N1 C7 C2 115.39(16) . . ? N1 C7 H7 122.3 . . ? C2 C7 H7 122.3 . . ? C16 C17 C12 112.54(15) . . ? C16 C17 H17A 109.1 . . ? C12 C17 H17A 109.0 . . ? C16 C17 H17B 109.1 . . ? C12 C17 H17B 109.1 . . ? H17A C17 H17B 107.8 . . ? C15 C16 C17 111.45(14) . . ? C15 C16 H16A 109.3 . . ? C17 C16 H16A 109.4 . . ? C15 C16 H16B 109.3 . . ? C17 C16 H16B 109.3 . . ? H16A C16 H16B 108.0 . . ? C14 C15 C16 110.87(15) . . ? C14 C15 H15A 109.5 . . ? C16 C15 H15A 109.5 . . ? C14 C15 H15B 109.4 . . ? C16 C15 H15B 109.5 . . ? H15A C15 H15B 108.1 . . ? N1 C8 C10 108.38(15) . . ? N1 C8 C9 110.09(14) . . ? C10 C8 C9 109.96(16) . . ? N1 C8 C11 110.66(16) . . ? C10 C8 C11 109.91(17) . . ? C9 C8 C11 107.84(16) . . ? C4 C5 C6 121.34(17) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.4 . . ? C22 C23 C18 113.08(15) . . ? C22 C23 H23A 109.1 . . ? C18 C23 H23A 109.0 . . ? C22 C23 H23B 109.0 . . ? C18 C23 H23B 108.9 . . ? H23A C23 H23B 107.8 . . ? C17 C12 C13 109.45(14) . . ? C17 C12 B1 115.51(14) . . ? C13 C12 B1 118.43(14) . . ? C17 C12 H12 103.8 . . ? C13 C12 H12 103.8 . . ? B1 C12 H12 103.8 . . ? C20 C19 C18 113.41(16) . . ? C20 C19 H19A 108.9 . . ? C18 C19 H19A 108.9 . . ? C20 C19 H19B 108.9 . . ? C18 C19 H19B 108.8 . . ? H19A C19 H19B 107.7 . . ? C21 C22 C23 110.56(16) . . ? C21 C22 H22A 109.4 . . ? C23 C22 H22A 109.5 . . ? C21 C22 H22B 109.7 . . ? C23 C22 H22B 109.6 . . ? H22A C22 H22B 108.1 . . ? C14 C13 C12 112.30(14) . . ? C14 C13 H13A 109.3 . . ? C12 C13 H13A 109.2 . . ? C14 C13 H13B 109.0 . . ? C12 C13 H13B 109.1 . . ? H13A C13 H13B 107.9 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.4 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C3 C4 C5 119.81(17) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C4 C3 C2 118.08(17) . . ? C4 C3 H3 121.0 . . ? C2 C3 H3 120.9 . . ? C21 C20 C19 110.81(16) . . ? C21 C20 H20A 109.6 . . ? C19 C20 H20A 109.5 . . ? C21 C20 H20B 109.4 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 108.1 . . ? C20 C21 C22 110.46(17) . . ? C20 C21 H21A 109.6 . . ? C22 C21 H21A 109.7 . . ? C20 C21 H21B 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 108.1 . . ? C15 C14 C13 110.72(15) . . ? C15 C14 H14A 109.4 . . ? C13 C14 H14A 109.5 . . ? C15 C14 H14B 109.5 . . ? C13 C14 H14B 109.6 . . ? H14A C14 H14B 108.0 . . ? C1 B1 C12 108.63(14) . . ? C1 B1 C18 112.76(15) . . ? C12 B1 C18 114.01(14) . . ? C1 B1 N1 95.79(13) . . ? C12 B1 N1 113.58(14) . . ? C18 B1 N1 110.69(13) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.4 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C11 H11A 109.4 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.254 _refine_diff_density_min -0.214 _refine_diff_density_rms 0.049