# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_author_name 'Gerald Kehr' _publ_contact_author_name 'Gerald Kehr' _publ_contact_author_email kehrald@uni-muenster.de data_erk6399 _database_code_depnum_ccdc_archive 'CCDC 902225' #TrackingRef '- all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H17 B F20 N3 P' _chemical_formula_weight 913.31 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 38.3358(8) _cell_length_b 11.6945(6) _cell_length_c 17.4973(5) _cell_angle_alpha 90.00 _cell_angle_beta 111.156(2) _cell_angle_gamma 90.00 _cell_volume 7315.7(5) _cell_formula_units_Z 8 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 6505 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.658 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3632 _exptl_absorpt_coefficient_mu 1.930 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6440 _exptl_absorpt_correction_T_max 0.9268 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 41872 _diffrn_reflns_av_R_equivalents 0.052 _diffrn_reflns_av_sigmaI/netI 0.0227 _diffrn_reflns_limit_h_min -45 _diffrn_reflns_limit_h_max 45 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 4.55 _diffrn_reflns_theta_max 66.95 _reflns_number_total 6388 _reflns_number_gt 5475 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0480P)^2^+6.4655P] 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 6388 _refine_ls_number_parameters 554 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0454 _refine_ls_R_factor_gt 0.0378 _refine_ls_wR_factor_ref 0.1011 _refine_ls_wR_factor_gt 0.0948 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _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 P1 P 0.152583(13) 0.64875(4) 0.21949(3) 0.03875(13) Uani 1 1 d . . . B1 B 0.16647(6) 0.82850(19) 0.32631(12) 0.0394(5) Uani 1 1 d . . . C1 C 0.19166(5) 0.62758(16) 0.31484(11) 0.0418(4) Uani 1 1 d . . . H1 H 0.1818 0.5973 0.3559 0.050 Uiso 1 1 calc R . . C2 C 0.20385(5) 0.75327(16) 0.33750(11) 0.0421(4) Uani 1 1 d . . . H2A H 0.2163 0.7829 0.3016 0.050 Uiso 1 1 calc R . . H2B H 0.2214 0.7578 0.3943 0.050 Uiso 1 1 calc R . . C3 C 0.22233(6) 0.54733(18) 0.31124(13) 0.0496(5) Uani 1 1 d . . . H3A H 0.2331 0.5773 0.2730 0.074 Uiso 1 1 calc R . . H3B H 0.2118 0.4723 0.2932 0.074 Uiso 1 1 calc R . . H3C H 0.2416 0.5413 0.3653 0.074 Uiso 1 1 calc R . . N1 N 0.13898(4) 0.77350(13) 0.24299(8) 0.0381(3) Uani 1 1 d . . . N2 N 0.10735(4) 0.82465(14) 0.18865(9) 0.0423(4) Uani 1 1 d . . . N3 N 0.09656(5) 0.77268(14) 0.12134(9) 0.0458(4) Uani 1 1 d . . . C11 C 0.17133(5) 0.65082(17) 0.13793(11) 0.0437(4) Uani 1 1 d . . . C12 C 0.18100(6) 0.75165(18) 0.10895(12) 0.0491(5) Uani 1 1 d . . . F12 F 0.17628(4) 0.85312(10) 0.13941(7) 0.0590(3) Uani 1 1 d . . . C13 C 0.19556(6) 0.7525(2) 0.04759(13) 0.0589(6) Uani 1 1 d . . . F13 F 0.20358(5) 0.85179(14) 0.01978(9) 0.0834(4) Uani 1 1 d . . . C14 C 0.20160(7) 0.6512(2) 0.01498(13) 0.0636(6) Uani 1 1 d . . . F14 F 0.21619(5) 0.65132(16) -0.04367(9) 0.0911(5) Uani 1 1 d . . . C15 C 0.19321(6) 0.5490(2) 0.04344(13) 0.0597(6) Uani 1 1 d . . . F15 F 0.19958(4) 0.44986(14) 0.01277(8) 0.0808(4) Uani 1 1 d . . . C16 C 0.17860(6) 0.55001(19) 0.10430(12) 0.0509(5) Uani 1 1 d . . . F16 F 0.17092(4) 0.44936(11) 0.13183(8) 0.0618(3) Uani 1 1 d . . . C21 C 0.11450(6) 0.54626(17) 0.19527(14) 0.0505(5) Uani 1 1 d . . . C22 C 0.10378(6) 0.50375(18) 0.25783(16) 0.0584(6) Uani 1 1 d . . . F22 F 0.12512(4) 0.51876(12) 0.33649(9) 0.0684(4) Uani 1 1 d . . . C23 C 0.07033(8) 0.4461(2) 0.2418(2) 0.0778(8) Uani 1 1 d . . . F23 F 0.06110(5) 0.40954(14) 0.30430(14) 0.1083(7) Uani 1 1 d . . . C24 C 0.04716(7) 0.4276(2) 0.1628(3) 0.0881(10) Uani 1 1 d . . . F24 F 0.01457(5) 0.37451(16) 0.14701(17) 0.1281(9) Uani 1 1 d . . . C25 C 0.05728(7) 0.4633(2) 0.0994(2) 0.0786(9) Uani 1 1 d . . . F25 F 0.03501(4) 0.44585(16) 0.02135(12) 0.1080(7) Uani 1 1 d . . . C26 C 0.09049(6) 0.52188(19) 0.11549(16) 0.0605(6) Uani 1 1 d . . . F26 F 0.09869(4) 0.55538(12) 0.05095(8) 0.0695(4) Uani 1 1 d . . . C31 C 0.16810(5) 0.96743(16) 0.31420(10) 0.0386(4) Uani 1 1 d . . . C32 C 0.19886(5) 1.02940(17) 0.31392(11) 0.0433(4) Uani 1 1 d . . . F32 F 0.23148(3) 0.97606(10) 0.32308(8) 0.0588(3) Uani 1 1 d . . . C33 C 0.19905(6) 1.14667(17) 0.30531(12) 0.0481(5) Uani 1 1 d . . . F33 F 0.23000(4) 1.20135(11) 0.30533(8) 0.0655(3) Uani 1 1 d . . . C34 C 0.16760(6) 1.20787(17) 0.29614(11) 0.0484(5) Uani 1 1 d . . . F34 F 0.16675(4) 1.32188(10) 0.28610(8) 0.0666(4) Uani 1 1 d . . . C35 C 0.13631(6) 1.15197(17) 0.29734(11) 0.0456(4) Uani 1 1 d . . . F35 F 0.10529(3) 1.21259(10) 0.28938(8) 0.0608(3) Uani 1 1 d . . . C36 C 0.13709(5) 1.03500(16) 0.30622(10) 0.0406(4) Uani 1 1 d . . . F36 F 0.10544(3) 0.98648(9) 0.30823(7) 0.0485(3) Uani 1 1 d . . . C41 C 0.15256(5) 0.80622(16) 0.40374(11) 0.0408(4) Uani 1 1 d . . . C42 C 0.17584(6) 0.83775(18) 0.48194(12) 0.0493(5) Uani 1 1 d . . . F42 F 0.20942(3) 0.88604(12) 0.49265(7) 0.0633(3) Uani 1 1 d . . . C43 C 0.16733(7) 0.8241(2) 0.55132(12) 0.0616(6) Uani 1 1 d . . . F43 F 0.19130(5) 0.85664(17) 0.62513(8) 0.0955(5) Uani 1 1 d . . . C44 C 0.13367(7) 0.7761(2) 0.54442(13) 0.0635(6) Uani 1 1 d . . . F44 F 0.12471(5) 0.75989(16) 0.61142(9) 0.0904(5) Uani 1 1 d . . . C45 C 0.10953(6) 0.74345(19) 0.46940(14) 0.0555(5) Uani 1 1 d . . . F45 F 0.07661(4) 0.69539(14) 0.46185(9) 0.0795(4) Uani 1 1 d . . . C46 C 0.11894(5) 0.76035(17) 0.40117(11) 0.0452(4) Uani 1 1 d . . . F46 F 0.09254(3) 0.72922(11) 0.32898(7) 0.0568(3) Uani 1 1 d . . . C51 C 0.06185(6) 0.81238(18) 0.06211(12) 0.0523(5) Uani 1 1 d . . . C52 C 0.02848(6) 0.8049(2) 0.07627(15) 0.0637(6) Uani 1 1 d . . . C53 C -0.00437(7) 0.8359(2) 0.0121(2) 0.0796(8) Uani 1 1 d . . . H53 H -0.0272 0.8321 0.0207 0.096 Uiso 1 1 calc R . . C54 C -0.00473(9) 0.8714(2) -0.06253(19) 0.0850(10) Uani 1 1 d . . . C55 C 0.02870(10) 0.8773(3) -0.07434(16) 0.0882(9) Uani 1 1 d . . . H55 H 0.0288 0.9025 -0.1253 0.106 Uiso 1 1 calc R . . C56 C 0.06250(8) 0.8471(2) -0.01339(14) 0.0729(7) Uani 1 1 d . . . C57 C 0.02666(7) 0.7646(3) 0.15632(19) 0.0864(9) Uani 1 1 d . . . H57A H 0.0421 0.6970 0.1745 0.130 Uiso 1 1 calc R . . H57B H 0.0010 0.7462 0.1490 0.130 Uiso 1 1 calc R . . H57C H 0.0357 0.8245 0.1970 0.130 Uiso 1 1 calc R . . C58 C -0.04142(9) 0.9003(3) -0.1306(2) 0.1215(15) Uani 1 1 d . . . H58A H -0.0558 0.8309 -0.1494 0.182 Uiso 1 1 calc R . . H58B H -0.0364 0.9354 -0.1758 0.182 Uiso 1 1 calc R . . H58C H -0.0555 0.9531 -0.1100 0.182 Uiso 1 1 calc R . . C59 C 0.09867(10) 0.8538(4) -0.02815(18) 0.1152(14) Uani 1 1 d . . . H59A H 0.0938 0.8787 -0.0839 0.173 Uiso 1 1 calc R . . H59B H 0.1104 0.7789 -0.0199 0.173 Uiso 1 1 calc R . . H59C H 0.1152 0.9079 0.0098 0.173 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0412(2) 0.0392(3) 0.0368(2) -0.00171(18) 0.01524(19) -0.00244(19) B1 0.0414(11) 0.0444(12) 0.0320(10) -0.0009(8) 0.0127(8) -0.0025(9) C1 0.0429(10) 0.0450(10) 0.0393(10) 0.0044(8) 0.0168(8) 0.0017(8) C2 0.0416(10) 0.0468(11) 0.0367(9) -0.0012(8) 0.0127(8) -0.0011(8) C3 0.0475(11) 0.0463(11) 0.0541(11) 0.0016(9) 0.0173(9) 0.0041(9) N1 0.0378(8) 0.0419(8) 0.0333(7) -0.0003(6) 0.0114(6) 0.0005(6) N2 0.0415(8) 0.0452(9) 0.0363(8) 0.0002(7) 0.0093(7) 0.0009(7) N3 0.0471(9) 0.0494(9) 0.0356(8) -0.0034(7) 0.0087(7) 0.0009(7) C11 0.0452(10) 0.0488(11) 0.0359(9) -0.0044(8) 0.0131(8) -0.0001(8) C12 0.0495(11) 0.0569(13) 0.0416(10) -0.0016(9) 0.0173(9) 0.0002(9) F12 0.0772(8) 0.0500(7) 0.0587(7) -0.0003(5) 0.0354(6) -0.0069(6) C13 0.0588(13) 0.0772(16) 0.0445(11) 0.0097(11) 0.0233(10) -0.0016(11) F13 0.0977(11) 0.0948(11) 0.0750(9) 0.0209(8) 0.0521(9) -0.0052(9) C14 0.0604(13) 0.0968(19) 0.0388(11) -0.0005(11) 0.0239(10) 0.0084(12) F14 0.0963(11) 0.1381(15) 0.0570(8) -0.0004(8) 0.0494(8) 0.0133(10) C15 0.0594(13) 0.0772(16) 0.0408(11) -0.0152(11) 0.0160(10) 0.0125(12) F15 0.0895(10) 0.0935(11) 0.0621(8) -0.0275(7) 0.0308(7) 0.0156(8) C16 0.0509(11) 0.0574(13) 0.0412(10) -0.0050(9) 0.0129(9) 0.0014(9) F16 0.0729(8) 0.0498(7) 0.0655(8) -0.0102(6) 0.0282(6) 0.0016(6) C21 0.0457(11) 0.0395(11) 0.0671(13) -0.0074(9) 0.0212(10) -0.0009(8) C22 0.0552(12) 0.0396(11) 0.0880(17) 0.0018(11) 0.0350(12) -0.0007(9) F22 0.0738(9) 0.0642(8) 0.0801(9) 0.0145(7) 0.0433(8) -0.0030(7) C23 0.0667(16) 0.0443(13) 0.142(3) 0.0002(15) 0.0610(19) -0.0029(12) F23 0.1018(12) 0.0702(10) 0.192(2) 0.0113(11) 0.1006(14) -0.0133(9) C24 0.0513(15) 0.0544(15) 0.167(3) -0.0333(18) 0.0496(19) -0.0134(12) F24 0.0649(10) 0.0910(12) 0.243(3) -0.0607(14) 0.0727(14) -0.0371(9) C25 0.0432(12) 0.0605(15) 0.121(2) -0.0434(16) 0.0161(15) -0.0027(11) F25 0.0479(8) 0.1093(13) 0.1456(15) -0.0730(12) 0.0095(9) -0.0044(8) C26 0.0482(12) 0.0498(13) 0.0796(16) -0.0196(11) 0.0184(11) 0.0013(10) F26 0.0586(7) 0.0761(9) 0.0618(8) -0.0259(7) 0.0074(6) -0.0006(6) C31 0.0416(10) 0.0446(10) 0.0295(8) -0.0014(7) 0.0126(7) -0.0022(8) C32 0.0429(10) 0.0493(11) 0.0369(9) -0.0008(8) 0.0134(8) -0.0024(8) F32 0.0435(6) 0.0553(7) 0.0808(8) -0.0009(6) 0.0264(6) -0.0047(5) C33 0.0531(11) 0.0502(12) 0.0408(10) -0.0015(8) 0.0168(9) -0.0127(9) F33 0.0608(8) 0.0577(7) 0.0789(9) 0.0006(6) 0.0262(7) -0.0199(6) C34 0.0623(13) 0.0391(11) 0.0384(10) 0.0015(8) 0.0117(9) -0.0057(9) F34 0.0807(9) 0.0400(7) 0.0711(8) 0.0056(6) 0.0176(7) -0.0058(6) C35 0.0486(11) 0.0463(11) 0.0375(10) 0.0011(8) 0.0101(8) 0.0064(9) F35 0.0590(7) 0.0510(7) 0.0675(8) 0.0018(6) 0.0169(6) 0.0115(6) C36 0.0431(10) 0.0446(11) 0.0331(9) -0.0019(7) 0.0124(8) -0.0051(8) F36 0.0433(6) 0.0493(6) 0.0552(6) -0.0010(5) 0.0207(5) 0.0002(5) C41 0.0464(10) 0.0403(10) 0.0363(9) 0.0024(8) 0.0156(8) 0.0023(8) C42 0.0529(12) 0.0581(13) 0.0376(10) 0.0007(9) 0.0172(9) 0.0004(9) F42 0.0568(7) 0.0890(9) 0.0406(6) -0.0114(6) 0.0132(5) -0.0168(7) C43 0.0682(14) 0.0829(16) 0.0325(10) -0.0021(10) 0.0165(10) 0.0009(12) F43 0.0950(11) 0.1546(16) 0.0346(7) -0.0125(8) 0.0205(7) -0.0166(11) C44 0.0792(16) 0.0804(16) 0.0412(11) 0.0105(11) 0.0339(11) 0.0103(13) F44 0.1070(12) 0.1291(14) 0.0553(8) 0.0127(8) 0.0535(8) 0.0059(10) C45 0.0574(13) 0.0601(13) 0.0602(13) 0.0099(10) 0.0347(11) 0.0027(10) F45 0.0713(9) 0.1013(11) 0.0834(10) 0.0096(8) 0.0490(8) -0.0112(8) C46 0.0480(11) 0.0485(11) 0.0403(10) 0.0023(8) 0.0173(8) 0.0028(8) F46 0.0470(6) 0.0724(8) 0.0514(7) -0.0022(6) 0.0183(5) -0.0114(6) C51 0.0500(12) 0.0486(11) 0.0443(11) -0.0072(9) 0.0000(9) 0.0050(9) C52 0.0504(12) 0.0518(13) 0.0723(15) -0.0029(11) 0.0021(11) -0.0016(10) C53 0.0523(14) 0.0603(15) 0.099(2) -0.0044(14) -0.0053(14) -0.0013(11) C54 0.081(2) 0.0550(15) 0.0770(19) -0.0127(13) -0.0225(15) 0.0119(13) C55 0.103(2) 0.090(2) 0.0448(13) -0.0010(13) -0.0051(14) 0.0253(18) C56 0.0793(17) 0.0850(18) 0.0413(12) -0.0002(11) 0.0060(11) 0.0199(14) C57 0.0485(14) 0.103(2) 0.103(2) 0.0231(18) 0.0226(14) 0.0002(14) C58 0.098(2) 0.083(2) 0.111(3) -0.0122(18) -0.050(2) 0.0190(18) C59 0.112(3) 0.186(4) 0.0528(16) 0.041(2) 0.0359(16) 0.045(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 P1 N1 1.6505(16) . ? P1 C1 1.8124(19) . ? P1 C11 1.8151(19) . ? P1 C21 1.817(2) . ? B1 N1 1.594(2) . ? B1 C2 1.632(3) . ? B1 C31 1.643(3) . ? B1 C41 1.646(3) . ? C1 C3 1.524(3) . ? C1 C2 1.550(3) . ? C1 H1 0.9900 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C3 H3C 0.9700 . ? N1 N2 1.378(2) . ? N2 N3 1.255(2) . ? N3 C51 1.437(3) . ? C11 C12 1.386(3) . ? C11 C16 1.390(3) . ? C12 F12 1.340(2) . ? C12 C13 1.377(3) . ? C13 F13 1.337(3) . ? C13 C14 1.370(3) . ? C14 F14 1.334(3) . ? C14 C15 1.377(4) . ? C15 F15 1.337(3) . ? C15 C16 1.371(3) . ? C16 F16 1.344(3) . ? C21 C22 1.393(3) . ? C21 C26 1.396(3) . ? C22 F22 1.335(3) . ? C22 C23 1.385(3) . ? C23 F23 1.335(3) . ? C23 C24 1.364(5) . ? C24 F24 1.332(3) . ? C24 C25 1.366(5) . ? C25 F25 1.339(3) . ? C25 C26 1.382(3) . ? C26 F26 1.336(3) . ? C31 C32 1.386(3) . ? C31 C36 1.392(3) . ? C32 F32 1.354(2) . ? C32 C33 1.380(3) . ? C33 F33 1.348(2) . ? C33 C34 1.361(3) . ? C34 F34 1.344(2) . ? C34 C35 1.373(3) . ? C35 F35 1.348(2) . ? C35 C36 1.376(3) . ? C36 F36 1.351(2) . ? C41 C46 1.382(3) . ? C41 C42 1.387(3) . ? C42 F42 1.355(2) . ? C42 C43 1.375(3) . ? C43 F43 1.342(3) . ? C43 C44 1.372(4) . ? C44 F44 1.349(2) . ? C44 C45 1.360(3) . ? C45 F45 1.344(3) . ? C45 C46 1.380(3) . ? C46 F46 1.353(2) . ? C51 C52 1.391(3) . ? C51 C56 1.391(3) . ? C52 C53 1.399(3) . ? C52 C57 1.503(4) . ? C53 C54 1.365(5) . ? C53 H53 0.9400 . ? C54 C55 1.371(5) . ? C54 C58 1.517(3) . ? C55 C56 1.394(4) . ? C55 H55 0.9400 . ? C56 C59 1.501(4) . ? C57 H57A 0.9700 . ? C57 H57B 0.9700 . ? C57 H57C 0.9700 . ? C58 H58A 0.9700 . ? C58 H58B 0.9700 . ? C58 H58C 0.9700 . ? C59 H59A 0.9700 . ? C59 H59B 0.9700 . ? C59 H59C 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 P1 C1 97.00(8) . . ? N1 P1 C11 115.75(8) . . ? C1 P1 C11 107.18(9) . . ? N1 P1 C21 109.98(8) . . ? C1 P1 C21 116.89(9) . . ? C11 P1 C21 109.77(9) . . ? N1 B1 C2 98.87(14) . . ? N1 B1 C31 108.94(14) . . ? C2 B1 C31 118.43(16) . . ? N1 B1 C41 112.67(15) . . ? C2 B1 C41 110.31(15) . . ? C31 B1 C41 107.54(15) . . ? C3 C1 C2 115.40(16) . . ? C3 C1 P1 116.10(13) . . ? C2 C1 P1 100.29(12) . . ? C3 C1 H1 108.2 . . ? C2 C1 H1 108.2 . . ? P1 C1 H1 108.2 . . ? C1 C2 B1 108.06(15) . . ? C1 C2 H2A 110.1 . . ? B1 C2 H2A 110.1 . . ? C1 C2 H2B 110.1 . . ? B1 C2 H2B 110.1 . . ? H2A C2 H2B 108.4 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N2 N1 B1 125.62(14) . . ? N2 N1 P1 119.35(11) . . ? B1 N1 P1 114.87(12) . . ? N3 N2 N1 110.29(15) . . ? N2 N3 C51 115.20(16) . . ? C12 C11 C16 116.48(18) . . ? C12 C11 P1 122.22(15) . . ? C16 C11 P1 121.21(16) . . ? F12 C12 C13 117.05(19) . . ? F12 C12 C11 121.05(17) . . ? C13 C12 C11 121.9(2) . . ? F13 C13 C14 120.24(19) . . ? F13 C13 C12 120.1(2) . . ? C14 C13 C12 119.7(2) . . ? F14 C14 C13 120.0(2) . . ? F14 C14 C15 119.8(2) . . ? C13 C14 C15 120.21(19) . . ? F15 C15 C16 120.3(2) . . ? F15 C15 C14 120.5(2) . . ? C16 C15 C14 119.2(2) . . ? F16 C16 C15 118.35(19) . . ? F16 C16 C11 119.21(18) . . ? C15 C16 C11 122.4(2) . . ? C22 C21 C26 116.0(2) . . ? C22 C21 P1 119.50(17) . . ? C26 C21 P1 123.52(18) . . ? F22 C22 C23 116.8(2) . . ? F22 C22 C21 121.24(19) . . ? C23 C22 C21 122.0(3) . . ? F23 C23 C24 120.8(3) . . ? F23 C23 C22 119.3(3) . . ? C24 C23 C22 119.9(3) . . ? F24 C24 C23 120.2(3) . . ? F24 C24 C25 119.6(3) . . ? C23 C24 C25 120.2(2) . . ? F25 C25 C24 121.2(3) . . ? F25 C25 C26 119.0(3) . . ? C24 C25 C26 119.8(3) . . ? F26 C26 C25 117.0(2) . . ? F26 C26 C21 120.93(19) . . ? C25 C26 C21 122.1(3) . . ? C32 C31 C36 113.57(17) . . ? C32 C31 B1 126.14(17) . . ? C36 C31 B1 120.24(16) . . ? F32 C32 C33 115.43(17) . . ? F32 C32 C31 120.63(17) . . ? C33 C32 C31 123.94(19) . . ? F33 C33 C34 119.53(18) . . ? F33 C33 C32 120.73(19) . . ? C34 C33 C32 119.74(18) . . ? F34 C34 C33 121.07(19) . . ? F34 C34 C35 119.63(19) . . ? C33 C34 C35 119.31(18) . . ? F35 C35 C34 119.41(18) . . ? F35 C35 C36 121.13(18) . . ? C34 C35 C36 119.45(18) . . ? F36 C36 C35 115.93(17) . . ? F36 C36 C31 120.09(16) . . ? C35 C36 C31 123.97(18) . . ? C46 C41 C42 113.33(17) . . ? C46 C41 B1 127.59(16) . . ? C42 C41 B1 119.06(17) . . ? F42 C42 C43 116.26(18) . . ? F42 C42 C41 119.22(17) . . ? C43 C42 C41 124.5(2) . . ? F43 C43 C44 119.77(19) . . ? F43 C43 C42 121.2(2) . . ? C44 C43 C42 119.0(2) . . ? F44 C44 C45 120.1(2) . . ? F44 C44 C43 120.5(2) . . ? C45 C44 C43 119.39(19) . . ? F45 C45 C44 120.02(19) . . ? F45 C45 C46 120.3(2) . . ? C44 C45 C46 119.7(2) . . ? F46 C46 C45 115.34(18) . . ? F46 C46 C41 120.65(16) . . ? C45 C46 C41 124.01(19) . . ? C52 C51 C56 121.4(2) . . ? C52 C51 N3 121.5(2) . . ? C56 C51 N3 116.7(2) . . ? C51 C52 C53 117.4(3) . . ? C51 C52 C57 122.7(2) . . ? C53 C52 C57 119.9(3) . . ? C54 C53 C52 122.8(3) . . ? C54 C53 H53 118.6 . . ? C52 C53 H53 118.6 . . ? C53 C54 C55 118.1(2) . . ? C53 C54 C58 120.3(4) . . ? C55 C54 C58 121.5(3) . . ? C54 C55 C56 122.2(3) . . ? C54 C55 H55 118.9 . . ? C56 C55 H55 118.9 . . ? C51 C56 C55 118.0(3) . . ? C51 C56 C59 120.9(2) . . ? C55 C56 C59 121.1(3) . . ? C52 C57 H57A 109.5 . . ? C52 C57 H57B 109.5 . . ? H57A C57 H57B 109.5 . . ? C52 C57 H57C 109.5 . . ? H57A C57 H57C 109.5 . . ? H57B C57 H57C 109.5 . . ? C54 C58 H58A 109.5 . . ? C54 C58 H58B 109.5 . . ? H58A C58 H58B 109.5 . . ? C54 C58 H58C 109.5 . . ? H58A C58 H58C 109.5 . . ? H58B C58 H58C 109.5 . . ? C56 C59 H59A 109.5 . . ? C56 C59 H59B 109.5 . . ? H59A C59 H59B 109.5 . . ? C56 C59 H59C 109.5 . . ? H59A C59 H59C 109.5 . . ? H59B C59 H59C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 P1 C1 C3 -156.78(14) . . . . ? C11 P1 C1 C3 -37.04(17) . . . . ? C21 P1 C1 C3 86.58(16) . . . . ? N1 P1 C1 C2 -31.73(12) . . . . ? C11 P1 C1 C2 88.01(13) . . . . ? C21 P1 C1 C2 -148.37(12) . . . . ? C3 C1 C2 B1 172.55(15) . . . . ? P1 C1 C2 B1 47.02(15) . . . . ? N1 B1 C2 C1 -41.53(17) . . . . ? C31 B1 C2 C1 -158.79(15) . . . . ? C41 B1 C2 C1 76.75(18) . . . . ? C2 B1 N1 N2 -157.62(15) . . . . ? C31 B1 N1 N2 -33.4(2) . . . . ? C41 B1 N1 N2 85.9(2) . . . . ? C2 B1 N1 P1 17.66(16) . . . . ? C31 B1 N1 P1 141.93(13) . . . . ? C41 B1 N1 P1 -98.82(16) . . . . ? C1 P1 N1 N2 -176.54(13) . . . . ? C11 P1 N1 N2 70.54(15) . . . . ? C21 P1 N1 N2 -54.56(15) . . . . ? C1 P1 N1 B1 7.86(13) . . . . ? C11 P1 N1 B1 -105.06(13) . . . . ? C21 P1 N1 B1 129.84(13) . . . . ? B1 N1 N2 N3 165.03(16) . . . . ? P1 N1 N2 N3 -10.1(2) . . . . ? N1 N2 N3 C51 174.78(16) . . . . ? N1 P1 C11 C12 13.1(2) . . . . ? C1 P1 C11 C12 -93.84(18) . . . . ? C21 P1 C11 C12 138.27(17) . . . . ? N1 P1 C11 C16 -170.44(15) . . . . ? C1 P1 C11 C16 82.65(17) . . . . ? C21 P1 C11 C16 -45.24(19) . . . . ? C16 C11 C12 F12 -177.77(18) . . . . ? P1 C11 C12 F12 -1.1(3) . . . . ? C16 C11 C12 C13 2.7(3) . . . . ? P1 C11 C12 C13 179.35(17) . . . . ? F12 C12 C13 F13 -1.4(3) . . . . ? C11 C12 C13 F13 178.17(19) . . . . ? F12 C12 C13 C14 178.9(2) . . . . ? C11 C12 C13 C14 -1.5(3) . . . . ? F13 C13 C14 F14 1.3(3) . . . . ? C12 C13 C14 F14 -179.0(2) . . . . ? F13 C13 C14 C15 -179.8(2) . . . . ? C12 C13 C14 C15 -0.1(4) . . . . ? F14 C14 C15 F15 0.0(3) . . . . ? C13 C14 C15 F15 -179.0(2) . . . . ? F14 C14 C15 C16 179.3(2) . . . . ? C13 C14 C15 C16 0.4(3) . . . . ? F15 C15 C16 F16 -0.1(3) . . . . ? C14 C15 C16 F16 -179.37(19) . . . . ? F15 C15 C16 C11 -179.72(19) . . . . ? C14 C15 C16 C11 1.0(3) . . . . ? C12 C11 C16 F16 177.91(17) . . . . ? P1 C11 C16 F16 1.2(3) . . . . ? C12 C11 C16 C15 -2.4(3) . . . . ? P1 C11 C16 C15 -179.11(16) . . . . ? N1 P1 C21 C22 -71.62(18) . . . . ? C1 P1 C21 C22 37.6(2) . . . . ? C11 P1 C21 C22 159.92(16) . . . . ? N1 P1 C21 C26 96.39(18) . . . . ? C1 P1 C21 C26 -154.35(17) . . . . ? C11 P1 C21 C26 -32.1(2) . . . . ? C26 C21 C22 F22 177.94(19) . . . . ? P1 C21 C22 F22 -13.2(3) . . . . ? C26 C21 C22 C23 -3.3(3) . . . . ? P1 C21 C22 C23 165.57(18) . . . . ? F22 C22 C23 F23 0.3(3) . . . . ? C21 C22 C23 F23 -178.4(2) . . . . ? F22 C22 C23 C24 -179.9(2) . . . . ? C21 C22 C23 C24 1.3(4) . . . . ? F23 C23 C24 F24 1.2(4) . . . . ? C22 C23 C24 F24 -178.5(2) . . . . ? F23 C23 C24 C25 -178.6(2) . . . . ? C22 C23 C24 C25 1.7(4) . . . . ? F24 C24 C25 F25 0.0(4) . . . . ? C23 C24 C25 F25 179.8(2) . . . . ? F24 C24 C25 C26 177.8(2) . . . . ? C23 C24 C25 C26 -2.4(4) . . . . ? F25 C25 C26 F26 -1.6(3) . . . . ? C24 C25 C26 F26 -179.4(2) . . . . ? F25 C25 C26 C21 178.0(2) . . . . ? C24 C25 C26 C21 0.1(4) . . . . ? C22 C21 C26 F26 -177.83(19) . . . . ? P1 C21 C26 F26 13.8(3) . . . . ? C22 C21 C26 C25 2.6(3) . . . . ? P1 C21 C26 C25 -165.76(18) . . . . ? N1 B1 C31 C32 -113.04(19) . . . . ? C2 B1 C31 C32 -1.2(3) . . . . ? C41 B1 C31 C32 124.57(18) . . . . ? N1 B1 C31 C36 69.6(2) . . . . ? C2 B1 C31 C36 -178.62(15) . . . . ? C41 B1 C31 C36 -52.8(2) . . . . ? C36 C31 C32 F32 178.46(15) . . . . ? B1 C31 C32 F32 0.9(3) . . . . ? C36 C31 C32 C33 -1.0(3) . . . . ? B1 C31 C32 C33 -178.50(17) . . . . ? F32 C32 C33 F33 0.8(3) . . . . ? C31 C32 C33 F33 -179.78(16) . . . . ? F32 C32 C33 C34 -179.70(16) . . . . ? C31 C32 C33 C34 -0.2(3) . . . . ? F33 C33 C34 F34 0.8(3) . . . . ? C32 C33 C34 F34 -178.75(17) . . . . ? F33 C33 C34 C35 -179.08(17) . . . . ? C32 C33 C34 C35 1.4(3) . . . . ? F34 C34 C35 F35 -0.8(3) . . . . ? C33 C34 C35 F35 179.11(17) . . . . ? F34 C34 C35 C36 178.89(17) . . . . ? C33 C34 C35 C36 -1.2(3) . . . . ? F35 C35 C36 F36 -1.4(3) . . . . ? C34 C35 C36 F36 178.91(16) . . . . ? F35 C35 C36 C31 179.59(16) . . . . ? C34 C35 C36 C31 -0.1(3) . . . . ? C32 C31 C36 F36 -177.81(15) . . . . ? B1 C31 C36 F36 -0.1(2) . . . . ? C32 C31 C36 C35 1.1(3) . . . . ? B1 C31 C36 C35 178.81(17) . . . . ? N1 B1 C41 C46 -8.8(3) . . . . ? C2 B1 C41 C46 -118.2(2) . . . . ? C31 B1 C41 C46 111.3(2) . . . . ? N1 B1 C41 C42 172.74(17) . . . . ? C2 B1 C41 C42 63.3(2) . . . . ? C31 B1 C41 C42 -67.2(2) . . . . ? C46 C41 C42 F42 -178.71(18) . . . . ? B1 C41 C42 F42 0.0(3) . . . . ? C46 C41 C42 C43 1.0(3) . . . . ? B1 C41 C42 C43 179.7(2) . . . . ? F42 C42 C43 F43 -0.3(3) . . . . ? C41 C42 C43 F43 180.0(2) . . . . ? F42 C42 C43 C44 179.7(2) . . . . ? C41 C42 C43 C44 0.0(4) . . . . ? F43 C43 C44 F44 -1.0(4) . . . . ? C42 C43 C44 F44 179.0(2) . . . . ? F43 C43 C44 C45 179.9(2) . . . . ? C42 C43 C44 C45 -0.1(4) . . . . ? F44 C44 C45 F45 0.3(4) . . . . ? C43 C44 C45 F45 179.4(2) . . . . ? F44 C44 C45 C46 -180.0(2) . . . . ? C43 C44 C45 C46 -0.9(4) . . . . ? F45 C45 C46 F46 2.2(3) . . . . ? C44 C45 C46 F46 -177.5(2) . . . . ? F45 C45 C46 C41 -178.18(19) . . . . ? C44 C45 C46 C41 2.1(3) . . . . ? C42 C41 C46 F46 177.54(17) . . . . ? B1 C41 C46 F46 -1.0(3) . . . . ? C42 C41 C46 C45 -2.0(3) . . . . ? B1 C41 C46 C45 179.39(19) . . . . ? N2 N3 C51 C52 -63.3(3) . . . . ? N2 N3 C51 C56 123.5(2) . . . . ? C56 C51 C52 C53 -1.3(3) . . . . ? N3 C51 C52 C53 -174.2(2) . . . . ? C56 C51 C52 C57 178.2(3) . . . . ? N3 C51 C52 C57 5.3(4) . . . . ? C51 C52 C53 C54 0.6(4) . . . . ? C57 C52 C53 C54 -178.9(3) . . . . ? C52 C53 C54 C55 -0.3(4) . . . . ? C52 C53 C54 C58 178.1(2) . . . . ? C53 C54 C55 C56 0.7(4) . . . . ? C58 C54 C55 C56 -177.6(3) . . . . ? C52 C51 C56 C55 1.7(4) . . . . ? N3 C51 C56 C55 174.9(2) . . . . ? C52 C51 C56 C59 -179.4(3) . . . . ? N3 C51 C56 C59 -6.2(4) . . . . ? C54 C55 C56 C51 -1.4(4) . . . . ? C54 C55 C56 C59 179.7(3) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 66.95 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.211 _refine_diff_density_min -0.248 _refine_diff_density_rms 0.039 #============================================================================= # end of cif data for "erk6399" (compound 5a) #============================================================================= #============================================================================= # cif data for "erk6440"(compound 5b) #============================================================================= data_erk6440 _database_code_depnum_ccdc_archive 'CCDC 902226' #TrackingRef '- all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44.50 H45 B Cl2 F10 N3 P' _chemical_formula_weight 924.52 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.36170(10) _cell_length_b 12.65120(10) _cell_length_c 19.2962(2) _cell_angle_alpha 78.9260(10) _cell_angle_beta 84.7730(10) _cell_angle_gamma 74.6400(10) _cell_volume 2391.57(4) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 6183 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.284 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 954 _exptl_absorpt_coefficient_mu 2.168 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3561 _exptl_absorpt_correction_T_max 0.8123 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23344 _diffrn_reflns_av_R_equivalents 0.071 _diffrn_reflns_av_sigmaI/netI 0.0384 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 4.43 _diffrn_reflns_theta_max 66.96 _reflns_number_total 7889 _reflns_number_gt 6945 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. One disordered over tree positions dichloromethane molecule and one half pentane molecule were found in the asymmetric unit. Several restraints (SIMU, SADI, SAME, ISOR and DFIX) were used in order to improve refinement stability. ; _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^)+(0.1302P)^2^+1.5459P] 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 7889 _refine_ls_number_parameters 595 _refine_ls_number_restraints 45 _refine_ls_R_factor_all 0.0770 _refine_ls_R_factor_gt 0.0710 _refine_ls_wR_factor_ref 0.2084 _refine_ls_wR_factor_gt 0.2002 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.044 _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 P1 P 0.42310(6) 0.08405(6) 0.20989(3) 0.0397(2) Uani 1 1 d . . . C1 C 0.5231(3) -0.0384(3) 0.17596(16) 0.0494(7) Uani 1 1 d . . . H1A H 0.5110 -0.0317 0.1254 0.059 Uiso 1 1 calc R . . H1B H 0.6185 -0.0507 0.1838 0.059 Uiso 1 1 calc R . . C2 C 0.4667(3) -0.1323(2) 0.21964(17) 0.0504(7) Uani 1 1 d . . . H2A H 0.5021 -0.1518 0.2671 0.060 Uiso 1 1 calc R . . H2B H 0.4950 -0.1985 0.1972 0.060 Uiso 1 1 calc R . . N1 N 0.2850(2) 0.03546(18) 0.22932(11) 0.0392(5) Uani 1 1 d . . . N2 N 0.1610(2) 0.10588(18) 0.23628(11) 0.0390(5) Uani 1 1 d . . . N3 N 0.1646(2) 0.19497(19) 0.25466(11) 0.0396(5) Uani 1 1 d . . . C11 C 0.3838(3) 0.2164(2) 0.14917(14) 0.0439(6) Uani 1 1 d . . . C12 C 0.3820(3) 0.3176(3) 0.17127(16) 0.0492(7) Uani 1 1 d . . . C13 C 0.3624(4) 0.4143(3) 0.1204(2) 0.0654(9) Uani 1 1 d . . . H13 H 0.3629 0.4812 0.1346 0.078 Uiso 1 1 calc R . . C14 C 0.3425(4) 0.4171(3) 0.0504(2) 0.0689(9) Uani 1 1 d . . . C15 C 0.3396(3) 0.3191(3) 0.03070(17) 0.0631(9) Uani 1 1 d . . . H15 H 0.3244 0.3198 -0.0167 0.076 Uiso 1 1 calc R . . C16 C 0.3583(3) 0.2185(3) 0.07792(15) 0.0498(7) Uani 1 1 d . . . C17 C 0.3931(4) 0.3316(3) 0.24603(18) 0.0606(8) Uani 1 1 d . . . H17A H 0.4868 0.3133 0.2570 0.091 Uiso 1 1 calc R . . H17B H 0.3482 0.2824 0.2782 0.091 Uiso 1 1 calc R . . H17C H 0.3513 0.4082 0.2511 0.091 Uiso 1 1 calc R . . C18 C 0.3190(6) 0.5241(4) -0.0024(3) 0.1065(17) Uani 1 1 d . . . H18A H 0.3660 0.5102 -0.0468 0.160 Uiso 1 1 calc R . . H18B H 0.3521 0.5782 0.0155 0.160 Uiso 1 1 calc R . . H18C H 0.2238 0.5529 -0.0097 0.160 Uiso 1 1 calc R . . C19 C 0.3422(4) 0.1209(3) 0.04910(17) 0.0636(9) Uani 1 1 d . . . H19A H 0.2814 0.1471 0.0105 0.095 Uiso 1 1 calc R . . H19B H 0.3061 0.0718 0.0862 0.095 Uiso 1 1 calc R . . H19C H 0.4287 0.0806 0.0320 0.095 Uiso 1 1 calc R . . C21 C 0.5279(3) 0.0901(2) 0.27903(14) 0.0424(6) Uani 1 1 d . . . C22 C 0.4962(3) 0.0647(3) 0.35165(15) 0.0470(6) Uani 1 1 d . . . C23 C 0.5868(3) 0.0681(3) 0.39907(16) 0.0546(7) Uani 1 1 d . . . H23 H 0.5653 0.0521 0.4477 0.066 Uiso 1 1 calc R . . C24 C 0.7079(3) 0.0939(3) 0.37814(17) 0.0562(8) Uani 1 1 d . . . C25 C 0.7384(3) 0.1168(3) 0.30679(16) 0.0532(7) Uani 1 1 d . . . H25 H 0.8208 0.1334 0.2917 0.064 Uiso 1 1 calc R . . C26 C 0.6511(3) 0.1161(2) 0.25620(15) 0.0467(6) Uani 1 1 d . . . C27 C 0.3693(3) 0.0320(3) 0.38109(15) 0.0549(8) Uani 1 1 d . . . H27A H 0.3770 -0.0444 0.3764 0.082 Uiso 1 1 calc R . . H27B H 0.2937 0.0806 0.3551 0.082 Uiso 1 1 calc R . . H27C H 0.3558 0.0388 0.4306 0.082 Uiso 1 1 calc R . . C28 C 0.8034(4) 0.0980(4) 0.4317(2) 0.0767(11) Uani 1 1 d . . . H28A H 0.8305 0.0255 0.4615 0.115 Uiso 1 1 calc R . . H28B H 0.7592 0.1529 0.4608 0.115 Uiso 1 1 calc R . . H28C H 0.8818 0.1182 0.4073 0.115 Uiso 1 1 calc R . . C29 C 0.6944(3) 0.1490(3) 0.18001(15) 0.0529(7) Uani 1 1 d . . . H29A H 0.6578 0.1110 0.1504 0.079 Uiso 1 1 calc R . . H29B H 0.7914 0.1281 0.1751 0.079 Uiso 1 1 calc R . . H29C H 0.6617 0.2288 0.1655 0.079 Uiso 1 1 calc R . . B1 B 0.3033(3) -0.0929(3) 0.22544(16) 0.0419(7) Uani 1 1 d . . . C31 C 0.2211(3) -0.1039(2) 0.15821(14) 0.0447(6) Uani 1 1 d . . . F32 F 0.4139(2) -0.1669(2) 0.08527(11) 0.0782(6) Uani 1 1 d . . . C32 C 0.2785(3) -0.1410(3) 0.09663(16) 0.0559(8) Uani 1 1 d . . . F33 F 0.2728(3) -0.1900(2) -0.01541(10) 0.0913(8) Uani 1 1 d . . . C33 C 0.2074(4) -0.1540(3) 0.04318(16) 0.0642(9) Uani 1 1 d . . . F34 F 0.0001(3) -0.1418(2) -0.00269(12) 0.0914(8) Uani 1 1 d . . . C34 C 0.0709(4) -0.1305(3) 0.04917(17) 0.0642(9) Uani 1 1 d . . . F35 F -0.1274(2) -0.0714(2) 0.11493(13) 0.0815(7) Uani 1 1 d . . . C35 C 0.0073(3) -0.0941(3) 0.10852(18) 0.0576(8) Uani 1 1 d . . . F36 F 0.01060(16) -0.04863(15) 0.21846(9) 0.0548(4) Uani 1 1 d . . . C36 C 0.0821(3) -0.0822(2) 0.16095(15) 0.0469(6) Uani 1 1 d . . . C41 C 0.2480(3) -0.1683(2) 0.29560(14) 0.0436(6) Uani 1 1 d . . . F42 F 0.3644(2) -0.32817(15) 0.24774(11) 0.0702(6) Uani 1 1 d . . . C42 C 0.2859(3) -0.2831(3) 0.30050(16) 0.0552(7) Uani 1 1 d . . . F43 F 0.2903(3) -0.46864(17) 0.35495(14) 0.1024(9) Uani 1 1 d . . . C43 C 0.2484(4) -0.3583(3) 0.3546(2) 0.0687(9) Uani 1 1 d . . . F44 F 0.1261(3) -0.3914(2) 0.46277(12) 0.0977(8) Uani 1 1 d . . . C44 C 0.1649(4) -0.3192(3) 0.40898(18) 0.0667(9) Uani 1 1 d . . . F45 F 0.0387(2) -0.16735(18) 0.45955(9) 0.0689(5) Uani 1 1 d . . . C45 C 0.1229(3) -0.2076(3) 0.40701(15) 0.0533(7) Uani 1 1 d . . . F46 F 0.11282(17) -0.02638(14) 0.35510(9) 0.0530(4) Uani 1 1 d . . . C46 C 0.1630(3) -0.1348(2) 0.35204(14) 0.0449(6) Uani 1 1 d . . . C51 C 0.0343(3) 0.2703(2) 0.25740(14) 0.0412(6) Uani 1 1 d . . . C52 C -0.0480(3) 0.3041(2) 0.19893(16) 0.0465(6) Uani 1 1 d . . . C53 C -0.1723(3) 0.3780(3) 0.20617(19) 0.0572(8) Uani 1 1 d . . . H53 H -0.2286 0.4003 0.1676 0.069 Uiso 1 1 calc R . . C54 C -0.2170(3) 0.4201(3) 0.2675(2) 0.0637(9) Uani 1 1 d . . . C55 C -0.1316(3) 0.3880(3) 0.3235(2) 0.0619(8) Uani 1 1 d . . . H55 H -0.1597 0.4165 0.3655 0.074 Uiso 1 1 calc R . . C56 C -0.0057(3) 0.3149(3) 0.31924(16) 0.0511(7) Uani 1 1 d . . . C57 C -0.0035(3) 0.2665(3) 0.12889(16) 0.0568(8) Uani 1 1 d . . . H57A H 0.0842 0.2788 0.1144 0.085 Uiso 1 1 calc R . . H57B H -0.0673 0.3086 0.0936 0.085 Uiso 1 1 calc R . . H57C H 0.0010 0.1878 0.1338 0.085 Uiso 1 1 calc R . . C58 C -0.3526(4) 0.5015(4) 0.2721(3) 0.0937(14) Uani 1 1 d . . . H58A H -0.3410 0.5717 0.2803 0.140 Uiso 1 1 calc R . . H58B H -0.4065 0.4715 0.3108 0.140 Uiso 1 1 calc R . . H58C H -0.3973 0.5137 0.2282 0.140 Uiso 1 1 calc R . . C59 C 0.0832(4) 0.2823(4) 0.38163(18) 0.0691(9) Uani 1 1 d . . . H59A H 0.0886 0.2054 0.4030 0.104 Uiso 1 1 calc R . . H59B H 0.0460 0.3299 0.4162 0.104 Uiso 1 1 calc R . . H59C H 0.1722 0.2906 0.3659 0.104 Uiso 1 1 calc R . . C71 C 0.8097(13) -0.2182(16) 0.3269(8) 0.161(6) Uani 0.50 1 d PDU . . H71A H 0.9028 -0.2155 0.3220 0.241 Uiso 0.50 1 calc PR . . H71B H 0.7527 -0.1434 0.3151 0.241 Uiso 0.50 1 calc PR . . H71C H 0.7940 -0.2641 0.2952 0.241 Uiso 0.50 1 calc PR . . C72 C 0.7795(14) -0.2645(16) 0.3979(9) 0.166(6) Uani 0.50 1 d PDU . . H72A H 0.8465 -0.3356 0.4092 0.199 Uiso 0.50 1 calc PR . . H72B H 0.7964 -0.2154 0.4277 0.199 Uiso 0.50 1 calc PR . . C73 C 0.6552(11) -0.2851(11) 0.4211(6) 0.129(4) Uani 0.50 1 d PDU . . H73A H 0.6486 -0.3488 0.4009 0.154 Uiso 0.50 1 calc PR . . H73B H 0.5867 -0.2207 0.3994 0.154 Uiso 0.50 1 calc PR . . C74 C 0.6171(14) -0.3071(15) 0.4945(7) 0.160(6) Uani 0.50 1 d PDU . . H74A H 0.6140 -0.2412 0.5150 0.191 Uiso 0.50 1 calc PR . . H74B H 0.6868 -0.3686 0.5181 0.191 Uiso 0.50 1 calc PR . . C75 C 0.4857(12) -0.3358(11) 0.5106(8) 0.141(5) Uani 0.50 1 d PDU . . H75A H 0.4701 -0.3522 0.5614 0.211 Uiso 0.50 1 calc PR . . H75B H 0.4868 -0.4005 0.4903 0.211 Uiso 0.50 1 calc PR . . H75C H 0.4147 -0.2734 0.4905 0.211 Uiso 0.50 1 calc PR . . C61 C 0.0076(15) 0.4255(15) -0.1808(7) 0.111(5) Uiso 0.44 1 d PDU A 1 H61A H -0.0221 0.5070 -0.1896 0.133 Uiso 0.44 1 calc PR A 1 H61B H 0.0806 0.4025 -0.2150 0.133 Uiso 0.44 1 calc PR A 1 Cl1 Cl -0.1224(3) 0.3699(2) -0.18923(16) 0.0756(7) Uiso 0.44 1 d PD A 1 Cl2 Cl 0.0618(4) 0.3781(3) -0.0963(2) 0.1072(10) Uiso 0.44 1 d PDU A 1 C61A C -0.045(3) 0.433(2) -0.1718(8) 0.123(8) Uiso 0.34 1 d PDU B 2 H61C H -0.1392 0.4321 -0.1681 0.148 Uiso 0.34 1 calc PR B 2 H61D H -0.0390 0.5075 -0.1965 0.148 Uiso 0.34 1 calc PR B 2 Cl1A Cl 0.0509(10) 0.3273(8) -0.2251(5) 0.212(3) Uiso 0.34 1 d PD B 2 Cl2A Cl 0.0188(5) 0.4095(4) -0.0806(2) 0.0975(12) Uiso 0.34 1 d PDU B 2 C61B C -0.0279(16) 0.4548(18) -0.1586(10) 0.065(5) Uiso 0.22 1 d PD C 3 H61E H -0.0877 0.4733 -0.1179 0.078 Uiso 0.22 1 calc PR C 3 H61F H -0.0101 0.5225 -0.1876 0.078 Uiso 0.22 1 calc PR C 3 Cl1B Cl -0.0908(5) 0.3644(4) -0.2132(3) 0.0726(13) Uiso 0.22 1 d PD C 3 Cl2B Cl 0.1360(12) 0.3389(11) -0.1320(7) 0.181(4) Uiso 0.22 1 d PD C 3 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 P1 0.0374(4) 0.0486(4) 0.0314(4) -0.0034(3) 0.0010(3) -0.0115(3) C1 0.0420(14) 0.0569(17) 0.0465(16) -0.0092(13) 0.0059(12) -0.0104(12) C2 0.0442(15) 0.0474(16) 0.0546(17) -0.0070(13) 0.0023(12) -0.0056(12) N1 0.0356(11) 0.0450(12) 0.0342(11) -0.0049(9) 0.0006(8) -0.0075(9) N2 0.0371(11) 0.0432(12) 0.0344(11) -0.0052(9) -0.0003(8) -0.0078(9) N3 0.0407(11) 0.0449(12) 0.0334(11) -0.0066(9) 0.0029(9) -0.0128(9) C11 0.0381(13) 0.0531(16) 0.0373(14) -0.0001(12) 0.0007(10) -0.0124(11) C12 0.0442(15) 0.0510(16) 0.0497(16) -0.0017(13) 0.0002(12) -0.0131(12) C13 0.063(2) 0.0531(18) 0.076(2) 0.0028(17) -0.0038(17) -0.0168(15) C14 0.064(2) 0.068(2) 0.065(2) 0.0163(18) -0.0068(16) -0.0182(17) C15 0.0585(18) 0.082(2) 0.0427(16) 0.0147(16) -0.0054(14) -0.0240(17) C16 0.0457(15) 0.0641(18) 0.0367(14) 0.0006(13) 0.0019(11) -0.0168(13) C17 0.066(2) 0.0571(18) 0.061(2) -0.0154(15) -0.0019(15) -0.0169(15) C18 0.113(4) 0.084(3) 0.101(4) 0.043(3) -0.018(3) -0.026(3) C19 0.076(2) 0.079(2) 0.0369(15) -0.0059(15) -0.0046(14) -0.0244(18) C21 0.0385(13) 0.0511(15) 0.0360(13) -0.0027(11) -0.0028(10) -0.0117(11) C22 0.0429(14) 0.0568(17) 0.0392(14) 0.0004(12) -0.0022(11) -0.0153(12) C23 0.0534(17) 0.072(2) 0.0379(15) 0.0007(14) -0.0042(12) -0.0224(15) C24 0.0486(16) 0.074(2) 0.0474(17) -0.0042(15) -0.0070(13) -0.0200(15) C25 0.0431(15) 0.0688(19) 0.0500(17) -0.0037(14) -0.0035(12) -0.0225(14) C26 0.0414(14) 0.0556(16) 0.0425(15) -0.0041(12) 0.0001(11) -0.0152(12) C27 0.0488(16) 0.082(2) 0.0320(14) 0.0043(14) -0.0012(12) -0.0239(15) C28 0.059(2) 0.117(3) 0.060(2) -0.008(2) -0.0137(16) -0.034(2) C29 0.0463(15) 0.0699(19) 0.0437(16) -0.0052(14) 0.0050(12) -0.0226(14) B1 0.0417(16) 0.0430(16) 0.0384(16) -0.0071(13) 0.0025(12) -0.0075(12) C31 0.0558(16) 0.0418(14) 0.0370(14) -0.0063(11) 0.0046(12) -0.0157(12) F32 0.0764(13) 0.1003(16) 0.0700(13) -0.0437(12) 0.0332(10) -0.0345(12) C32 0.072(2) 0.0558(17) 0.0429(16) -0.0123(13) 0.0123(14) -0.0227(15) F33 0.151(2) 0.0929(16) 0.0412(11) -0.0286(10) 0.0228(12) -0.0465(15) C33 0.110(3) 0.0534(18) 0.0342(15) -0.0112(13) 0.0063(16) -0.0301(18) F34 0.146(2) 0.0788(14) 0.0593(12) -0.0114(11) -0.0436(13) -0.0327(14) C34 0.101(3) 0.0518(18) 0.0441(17) -0.0048(14) -0.0206(17) -0.0240(18) F35 0.0677(13) 0.0871(15) 0.0958(16) -0.0293(13) -0.0316(11) -0.0111(11) C35 0.069(2) 0.0490(17) 0.0560(19) -0.0068(14) -0.0166(15) -0.0136(14) F36 0.0470(9) 0.0656(11) 0.0537(10) -0.0187(8) -0.0007(7) -0.0120(8) C36 0.0570(17) 0.0427(15) 0.0412(15) -0.0076(12) -0.0031(12) -0.0122(12) C41 0.0408(14) 0.0476(15) 0.0392(14) -0.0024(12) -0.0021(11) -0.0095(11) F42 0.0801(13) 0.0477(10) 0.0694(12) -0.0083(9) 0.0167(10) -0.0011(9) C42 0.0613(18) 0.0497(17) 0.0465(16) -0.0030(13) 0.0033(14) -0.0058(14) F43 0.144(2) 0.0454(11) 0.0955(18) 0.0058(11) 0.0238(16) -0.0091(13) C43 0.087(3) 0.0467(18) 0.062(2) 0.0039(15) 0.0020(18) -0.0103(17) F44 0.141(2) 0.0774(15) 0.0643(14) 0.0178(11) 0.0211(14) -0.0403(15) C44 0.086(2) 0.064(2) 0.0460(18) 0.0119(15) 0.0011(16) -0.0284(18) F45 0.0835(13) 0.0865(14) 0.0433(10) -0.0130(9) 0.0178(9) -0.0384(11) C45 0.0603(18) 0.066(2) 0.0355(14) -0.0048(13) 0.0038(13) -0.0237(15) F46 0.0570(10) 0.0548(10) 0.0493(9) -0.0146(8) 0.0130(7) -0.0191(8) C46 0.0453(14) 0.0505(16) 0.0396(14) -0.0065(12) -0.0016(11) -0.0144(12) C51 0.0384(13) 0.0414(14) 0.0443(14) -0.0084(11) 0.0027(11) -0.0116(11) C52 0.0434(14) 0.0444(15) 0.0507(16) -0.0056(12) -0.0040(12) -0.0107(12) C53 0.0464(16) 0.0534(17) 0.070(2) -0.0098(15) -0.0103(14) -0.0084(13) C54 0.0455(17) 0.0510(18) 0.093(3) -0.0199(17) 0.0032(16) -0.0061(14) C55 0.0569(18) 0.0594(19) 0.071(2) -0.0277(17) 0.0131(16) -0.0118(15) C56 0.0518(16) 0.0528(17) 0.0490(16) -0.0152(13) 0.0045(13) -0.0114(13) C57 0.0542(17) 0.069(2) 0.0445(16) -0.0077(14) -0.0092(13) -0.0090(15) C58 0.056(2) 0.081(3) 0.140(4) -0.041(3) -0.001(2) 0.0046(19) C59 0.068(2) 0.094(3) 0.0467(18) -0.0287(18) 0.0057(15) -0.0129(18) C71 0.107(9) 0.185(13) 0.183(13) 0.021(10) -0.047(9) -0.048(9) C72 0.122(10) 0.186(13) 0.197(14) 0.006(11) -0.042(10) -0.068(9) C73 0.116(8) 0.131(9) 0.136(10) -0.030(8) -0.063(7) -0.002(7) C74 0.149(11) 0.171(12) 0.143(11) -0.016(10) -0.049(9) -0.009(10) C75 0.117(9) 0.118(9) 0.176(12) -0.047(8) -0.036(8) 0.016(7) _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 P1 N1 1.687(2) . ? P1 C21 1.820(3) . ? P1 C11 1.820(3) . ? P1 C1 1.822(3) . ? C1 C2 1.534(4) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C2 B1 1.634(4) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? N1 N2 1.368(3) . ? N1 B1 1.600(4) . ? N2 N3 1.255(3) . ? N3 C51 1.434(3) . ? C11 C16 1.417(4) . ? C11 C12 1.421(4) . ? C12 C13 1.395(5) . ? C12 C17 1.505(5) . ? C13 C14 1.377(6) . ? C13 H13 0.9400 . ? C14 C15 1.374(6) . ? C14 C18 1.507(5) . ? C15 C16 1.394(5) . ? C15 H15 0.9400 . ? C16 C19 1.500(5) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 H17C 0.9700 . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C18 H18C 0.9700 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C19 H19C 0.9700 . ? C21 C22 1.405(4) . ? C21 C26 1.413(4) . ? C22 C23 1.384(4) . ? C22 C27 1.511(4) . ? C23 C24 1.385(4) . ? C23 H23 0.9400 . ? C24 C25 1.377(4) . ? C24 C28 1.512(4) . ? C25 C26 1.393(4) . ? C25 H25 0.9400 . ? C26 C29 1.510(4) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C27 H27C 0.9700 . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C28 H28C 0.9700 . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C29 H29C 0.9700 . ? B1 C41 1.651(4) . ? B1 C31 1.662(4) . ? C31 C32 1.387(4) . ? C31 C36 1.390(4) . ? F32 C32 1.361(4) . ? C32 C33 1.379(5) . ? F33 C33 1.356(4) . ? C33 C34 1.364(6) . ? F34 C34 1.343(4) . ? C34 C35 1.365(5) . ? F35 C35 1.348(4) . ? C35 C36 1.383(4) . ? F36 C36 1.351(3) . ? C41 C42 1.387(4) . ? C41 C46 1.395(4) . ? F42 C42 1.360(4) . ? C42 C43 1.373(5) . ? F43 C43 1.346(4) . ? C43 C44 1.379(5) . ? F44 C44 1.352(4) . ? C44 C45 1.357(5) . ? F45 C45 1.360(4) . ? C45 C46 1.376(4) . ? F46 C46 1.343(3) . ? C51 C56 1.400(4) . ? C51 C52 1.407(4) . ? C52 C53 1.390(4) . ? C52 C57 1.511(4) . ? C53 C54 1.381(5) . ? C53 H53 0.9400 . ? C54 C55 1.390(5) . ? C54 C58 1.514(5) . ? C55 C56 1.391(4) . ? C55 H55 0.9400 . ? C56 C59 1.509(5) . ? C57 H57A 0.9700 . ? C57 H57B 0.9700 . ? C57 H57C 0.9700 . ? C58 H58A 0.9700 . ? C58 H58B 0.9700 . ? C58 H58C 0.9700 . ? C59 H59A 0.9700 . ? C59 H59B 0.9700 . ? C59 H59C 0.9700 . ? C71 C72 1.424(14) . ? C71 H71A 0.9700 . ? C71 H71B 0.9700 . ? C71 H71C 0.9700 . ? C72 C73 1.399(12) . ? C72 H72A 0.9800 . ? C72 H72B 0.9800 . ? C73 C74 1.430(13) . ? C73 H73A 0.9800 . ? C73 H73B 0.9800 . ? C74 C75 1.492(14) . ? C74 H74A 0.9800 . ? C74 H74B 0.9800 . ? C75 H75A 0.9700 . ? C75 H75B 0.9700 . ? C75 H75C 0.9700 . ? C61 Cl1 1.709(11) . ? C61 Cl2 1.717(11) . ? C61 H61A 0.9800 . ? C61 H61B 0.9800 . ? C61A Cl1A 1.865(17) . ? C61A Cl2A 1.876(16) . ? C61A H61C 0.9800 . ? C61A H61D 0.9800 . ? C61B Cl1B 1.956(17) . ? C61B Cl2B 1.962(17) . ? C61B H61E 0.9800 . ? C61B H61F 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 N1 P1 C21 121.30(12) . . ? N1 P1 C11 110.12(11) . . ? C21 P1 C11 110.47(13) . . ? N1 P1 C1 95.05(12) . . ? C21 P1 C1 101.06(13) . . ? C11 P1 C1 118.26(13) . . ? C2 C1 P1 102.58(19) . . ? C2 C1 H1A 111.2 . . ? P1 C1 H1A 111.2 . . ? C2 C1 H1B 111.2 . . ? P1 C1 H1B 111.2 . . ? H1A C1 H1B 109.2 . . ? C1 C2 B1 110.2(2) . . ? C1 C2 H2A 109.6 . . ? B1 C2 H2A 109.6 . . ? C1 C2 H2B 109.6 . . ? B1 C2 H2B 109.6 . . ? H2A C2 H2B 108.1 . . ? N2 N1 B1 121.6(2) . . ? N2 N1 P1 121.34(17) . . ? B1 N1 P1 116.21(17) . . ? N3 N2 N1 113.2(2) . . ? N2 N3 C51 112.2(2) . . ? C16 C11 C12 119.2(3) . . ? C16 C11 P1 119.6(2) . . ? C12 C11 P1 121.2(2) . . ? C13 C12 C11 118.0(3) . . ? C13 C12 C17 116.2(3) . . ? C11 C12 C17 125.8(3) . . ? C14 C13 C12 123.6(3) . . ? C14 C13 H13 118.2 . . ? C12 C13 H13 118.2 . . ? C15 C14 C13 117.5(3) . . ? C15 C14 C18 120.8(4) . . ? C13 C14 C18 121.6(4) . . ? C14 C15 C16 122.9(3) . . ? C14 C15 H15 118.6 . . ? C16 C15 H15 118.6 . . ? C15 C16 C11 118.8(3) . . ? C15 C16 C19 116.1(3) . . ? C11 C16 C19 125.0(3) . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C14 C18 H18A 109.5 . . ? C14 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C14 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? 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 . . ? C22 C21 C26 119.9(2) . . ? C22 C21 P1 123.9(2) . . ? C26 C21 P1 116.2(2) . . ? C23 C22 C21 118.3(3) . . ? C23 C22 C27 117.9(3) . . ? C21 C22 C27 123.7(2) . . ? C22 C23 C24 123.0(3) . . ? C22 C23 H23 118.5 . . ? C24 C23 H23 118.5 . . ? C25 C24 C23 117.9(3) . . ? C25 C24 C28 120.8(3) . . ? C23 C24 C28 121.3(3) . . ? C24 C25 C26 122.1(3) . . ? C24 C25 H25 119.0 . . ? C26 C25 H25 119.0 . . ? C25 C26 C21 118.8(3) . . ? C25 C26 C29 116.3(2) . . ? C21 C26 C29 124.9(2) . . ? C22 C27 H27A 109.5 . . ? C22 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C22 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C24 C28 H28A 109.5 . . ? C24 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C24 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C26 C29 H29A 109.5 . . ? C26 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C26 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? N1 B1 C2 99.1(2) . . ? N1 B1 C41 116.0(2) . . ? C2 B1 C41 109.3(2) . . ? N1 B1 C31 110.1(2) . . ? C2 B1 C31 117.2(2) . . ? C41 B1 C31 105.5(2) . . ? C32 C31 C36 112.4(3) . . ? C32 C31 B1 126.0(3) . . ? C36 C31 B1 121.5(2) . . ? F32 C32 C33 115.1(3) . . ? F32 C32 C31 120.3(3) . . ? C33 C32 C31 124.5(3) . . ? F33 C33 C34 119.9(3) . . ? F33 C33 C32 120.1(4) . . ? C34 C33 C32 120.0(3) . . ? F34 C34 C33 120.7(3) . . ? F34 C34 C35 120.4(4) . . ? C33 C34 C35 118.9(3) . . ? F35 C35 C34 119.1(3) . . ? F35 C35 C36 121.4(3) . . ? C34 C35 C36 119.4(3) . . ? F36 C36 C35 115.2(3) . . ? F36 C36 C31 120.0(2) . . ? C35 C36 C31 124.8(3) . . ? C42 C41 C46 112.5(3) . . ? C42 C41 B1 117.6(2) . . ? C46 C41 B1 129.9(2) . . ? F42 C42 C43 115.3(3) . . ? F42 C42 C41 119.3(3) . . ? C43 C42 C41 125.4(3) . . ? F43 C43 C42 121.2(3) . . ? F43 C43 C44 119.8(3) . . ? C42 C43 C44 118.9(3) . . ? F44 C44 C45 121.2(3) . . ? F44 C44 C43 120.1(3) . . ? C45 C44 C43 118.7(3) . . ? C44 C45 F45 119.5(3) . . ? C44 C45 C46 120.8(3) . . ? F45 C45 C46 119.7(3) . . ? F46 C46 C45 115.4(3) . . ? F46 C46 C41 120.9(2) . . ? C45 C46 C41 123.7(3) . . ? C56 C51 C52 120.5(3) . . ? C56 C51 N3 117.6(2) . . ? C52 C51 N3 121.8(2) . . ? C53 C52 C51 117.9(3) . . ? C53 C52 C57 119.7(3) . . ? C51 C52 C57 122.3(3) . . ? C54 C53 C52 122.9(3) . . ? C54 C53 H53 118.5 . . ? C52 C53 H53 118.5 . . ? C53 C54 C55 117.8(3) . . ? C53 C54 C58 120.7(4) . . ? C55 C54 C58 121.4(4) . . ? C54 C55 C56 121.8(3) . . ? C54 C55 H55 119.1 . . ? C56 C55 H55 119.1 . . ? C55 C56 C51 118.9(3) . . ? C55 C56 C59 119.8(3) . . ? C51 C56 C59 121.2(3) . . ? C52 C57 H57A 109.5 . . ? C52 C57 H57B 109.5 . . ? H57A C57 H57B 109.5 . . ? C52 C57 H57C 109.5 . . ? H57A C57 H57C 109.5 . . ? H57B C57 H57C 109.5 . . ? C54 C58 H58A 109.5 . . ? C54 C58 H58B 109.5 . . ? H58A C58 H58B 109.5 . . ? C54 C58 H58C 109.5 . . ? H58A C58 H58C 109.5 . . ? H58B C58 H58C 109.5 . . ? C56 C59 H59A 109.5 . . ? C56 C59 H59B 109.5 . . ? H59A C59 H59B 109.5 . . ? C56 C59 H59C 109.5 . . ? H59A C59 H59C 109.5 . . ? H59B C59 H59C 109.5 . . ? C72 C71 H71A 109.5 . . ? C72 C71 H71B 109.5 . . ? H71A C71 H71B 109.5 . . ? C72 C71 H71C 109.5 . . ? H71A C71 H71C 109.5 . . ? H71B C71 H71C 109.5 . . ? C73 C72 C71 123.4(12) . . ? C73 C72 H72A 106.5 . . ? C71 C72 H72A 106.5 . . ? C73 C72 H72B 106.5 . . ? C71 C72 H72B 106.5 . . ? H72A C72 H72B 106.5 . . ? C72 C73 C74 122.0(11) . . ? C72 C73 H73A 106.8 . . ? C74 C73 H73A 106.8 . . ? C72 C73 H73B 106.8 . . ? C74 C73 H73B 106.8 . . ? H73A C73 H73B 106.7 . . ? C73 C74 C75 115.4(12) . . ? C73 C74 H74A 108.4 . . ? C75 C74 H74A 108.4 . . ? C73 C74 H74B 108.4 . . ? C75 C74 H74B 108.4 . . ? H74A C74 H74B 107.5 . . ? C74 C75 H75A 109.5 . . ? C74 C75 H75B 109.5 . . ? H75A C75 H75B 109.5 . . ? C74 C75 H75C 109.5 . . ? H75A C75 H75C 109.5 . . ? H75B C75 H75C 109.5 . . ? Cl1 C61 Cl2 107.9(9) . . ? Cl1 C61 H61A 110.1 . . ? Cl2 C61 H61A 110.1 . . ? Cl1 C61 H61B 110.1 . . ? Cl2 C61 H61B 110.1 . . ? H61A C61 H61B 108.4 . . ? Cl1A C61A Cl2A 112.9(14) . . ? Cl1A C61A H61C 109.0 . . ? Cl2A C61A H61C 109.0 . . ? Cl1A C61A H61D 109.0 . . ? Cl2A C61A H61D 109.0 . . ? H61C C61A H61D 107.8 . . ? Cl1B C61B Cl2B 93.6(10) . . ? Cl1B C61B H61E 113.0 . . ? Cl2B C61B H61E 113.0 . . ? Cl1B C61B H61F 113.0 . . ? Cl2B C61B H61F 113.0 . . ? H61E C61B H61F 110.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 P1 C1 C2 -30.8(2) . . . . ? C21 P1 C1 C2 92.5(2) . . . . ? C11 P1 C1 C2 -146.86(19) . . . . ? P1 C1 C2 B1 43.5(3) . . . . ? C21 P1 N1 N2 95.0(2) . . . . ? C11 P1 N1 N2 -36.2(2) . . . . ? C1 P1 N1 N2 -158.8(2) . . . . ? C21 P1 N1 B1 -95.5(2) . . . . ? C11 P1 N1 B1 133.28(19) . . . . ? C1 P1 N1 B1 10.7(2) . . . . ? B1 N1 N2 N3 164.5(2) . . . . ? P1 N1 N2 N3 -26.6(3) . . . . ? N1 N2 N3 C51 176.4(2) . . . . ? N1 P1 C11 C16 -71.5(2) . . . . ? C21 P1 C11 C16 151.9(2) . . . . ? C1 P1 C11 C16 36.2(3) . . . . ? N1 P1 C11 C12 110.4(2) . . . . ? C21 P1 C11 C12 -26.3(3) . . . . ? C1 P1 C11 C12 -142.0(2) . . . . ? C16 C11 C12 C13 -3.6(4) . . . . ? P1 C11 C12 C13 174.6(2) . . . . ? C16 C11 C12 C17 173.4(3) . . . . ? P1 C11 C12 C17 -8.4(4) . . . . ? C11 C12 C13 C14 1.2(5) . . . . ? C17 C12 C13 C14 -176.1(3) . . . . ? C12 C13 C14 C15 1.2(5) . . . . ? C12 C13 C14 C18 178.8(4) . . . . ? C13 C14 C15 C16 -1.2(5) . . . . ? C18 C14 C15 C16 -178.8(4) . . . . ? C14 C15 C16 C11 -1.2(5) . . . . ? C14 C15 C16 C19 175.7(3) . . . . ? C12 C11 C16 C15 3.6(4) . . . . ? P1 C11 C16 C15 -174.6(2) . . . . ? C12 C11 C16 C19 -173.0(3) . . . . ? P1 C11 C16 C19 8.8(4) . . . . ? N1 P1 C21 C22 -5.6(3) . . . . ? C11 P1 C21 C22 125.4(3) . . . . ? C1 P1 C21 C22 -108.6(3) . . . . ? N1 P1 C21 C26 170.8(2) . . . . ? C11 P1 C21 C26 -58.2(3) . . . . ? C1 P1 C21 C26 67.8(2) . . . . ? C26 C21 C22 C23 1.2(4) . . . . ? P1 C21 C22 C23 177.4(2) . . . . ? C26 C21 C22 C27 -177.8(3) . . . . ? P1 C21 C22 C27 -1.6(4) . . . . ? C21 C22 C23 C24 -0.9(5) . . . . ? C27 C22 C23 C24 178.2(3) . . . . ? C22 C23 C24 C25 -0.2(5) . . . . ? C22 C23 C24 C28 179.3(3) . . . . ? C23 C24 C25 C26 1.0(5) . . . . ? C28 C24 C25 C26 -178.5(3) . . . . ? C24 C25 C26 C21 -0.6(5) . . . . ? C24 C25 C26 C29 176.7(3) . . . . ? C22 C21 C26 C25 -0.5(4) . . . . ? P1 C21 C26 C25 -177.0(2) . . . . ? C22 C21 C26 C29 -177.6(3) . . . . ? P1 C21 C26 C29 5.9(4) . . . . ? N2 N1 B1 C2 -178.6(2) . . . . ? P1 N1 B1 C2 11.9(3) . . . . ? N2 N1 B1 C41 -61.8(3) . . . . ? P1 N1 B1 C41 128.8(2) . . . . ? N2 N1 B1 C31 57.9(3) . . . . ? P1 N1 B1 C31 -111.6(2) . . . . ? C1 C2 B1 N1 -35.5(3) . . . . ? C1 C2 B1 C41 -157.2(2) . . . . ? C1 C2 B1 C31 82.8(3) . . . . ? N1 B1 C31 C32 110.5(3) . . . . ? C2 B1 C31 C32 -1.7(4) . . . . ? C41 B1 C31 C32 -123.7(3) . . . . ? N1 B1 C31 C36 -73.7(3) . . . . ? C2 B1 C31 C36 174.1(3) . . . . ? C41 B1 C31 C36 52.1(3) . . . . ? C36 C31 C32 F32 -179.7(3) . . . . ? B1 C31 C32 F32 -3.6(5) . . . . ? C36 C31 C32 C33 0.8(4) . . . . ? B1 C31 C32 C33 176.9(3) . . . . ? F32 C32 C33 F33 -0.1(4) . . . . ? C31 C32 C33 F33 179.4(3) . . . . ? F32 C32 C33 C34 180.0(3) . . . . ? C31 C32 C33 C34 -0.5(5) . . . . ? F33 C33 C34 F34 -0.5(5) . . . . ? C32 C33 C34 F34 179.4(3) . . . . ? F33 C33 C34 C35 -179.8(3) . . . . ? C32 C33 C34 C35 0.1(5) . . . . ? F34 C34 C35 F35 1.1(5) . . . . ? C33 C34 C35 F35 -179.5(3) . . . . ? F34 C34 C35 C36 -179.5(3) . . . . ? C33 C34 C35 C36 -0.1(5) . . . . ? F35 C35 C36 F36 1.1(4) . . . . ? C34 C35 C36 F36 -178.3(3) . . . . ? F35 C35 C36 C31 179.9(3) . . . . ? C34 C35 C36 C31 0.5(5) . . . . ? C32 C31 C36 F36 177.9(2) . . . . ? B1 C31 C36 F36 1.6(4) . . . . ? C32 C31 C36 C35 -0.8(4) . . . . ? B1 C31 C36 C35 -177.1(3) . . . . ? N1 B1 C41 C42 -167.2(3) . . . . ? C2 B1 C41 C42 -56.2(3) . . . . ? C31 B1 C41 C42 70.7(3) . . . . ? N1 B1 C41 C46 15.1(4) . . . . ? C2 B1 C41 C46 126.0(3) . . . . ? C31 B1 C41 C46 -107.0(3) . . . . ? C46 C41 C42 F42 177.3(3) . . . . ? B1 C41 C42 F42 -0.8(4) . . . . ? C46 C41 C42 C43 -1.3(5) . . . . ? B1 C41 C42 C43 -179.4(3) . . . . ? F42 C42 C43 F43 1.4(5) . . . . ? C41 C42 C43 F43 -179.9(3) . . . . ? F42 C42 C43 C44 -177.7(3) . . . . ? C41 C42 C43 C44 0.9(6) . . . . ? F43 C43 C44 F44 0.6(6) . . . . ? C42 C43 C44 F44 179.8(4) . . . . ? F43 C43 C44 C45 -179.3(3) . . . . ? C42 C43 C44 C45 -0.1(6) . . . . ? F44 C44 C45 F45 -1.0(5) . . . . ? C43 C44 C45 F45 178.9(3) . . . . ? F44 C44 C45 C46 180.0(3) . . . . ? C43 C44 C45 C46 -0.1(5) . . . . ? C44 C45 C46 F46 178.7(3) . . . . ? F45 C45 C46 F46 -0.3(4) . . . . ? C44 C45 C46 C41 -0.3(5) . . . . ? F45 C45 C46 C41 -179.3(3) . . . . ? C42 C41 C46 F46 -178.0(2) . . . . ? B1 C41 C46 F46 -0.1(4) . . . . ? C42 C41 C46 C45 1.0(4) . . . . ? B1 C41 C46 C45 178.8(3) . . . . ? N2 N3 C51 C56 128.9(3) . . . . ? N2 N3 C51 C52 -54.9(3) . . . . ? C56 C51 C52 C53 -3.5(4) . . . . ? N3 C51 C52 C53 -179.5(3) . . . . ? C56 C51 C52 C57 174.2(3) . . . . ? N3 C51 C52 C57 -1.9(4) . . . . ? C51 C52 C53 C54 0.9(5) . . . . ? C57 C52 C53 C54 -176.9(3) . . . . ? C52 C53 C54 C55 1.2(5) . . . . ? C52 C53 C54 C58 179.1(4) . . . . ? C53 C54 C55 C56 -0.8(5) . . . . ? C58 C54 C55 C56 -178.7(4) . . . . ? C54 C55 C56 C51 -1.8(5) . . . . ? C54 C55 C56 C59 -179.8(3) . . . . ? C52 C51 C56 C55 3.9(4) . . . . ? N3 C51 C56 C55 -179.9(3) . . . . ? C52 C51 C56 C59 -178.1(3) . . . . ? N3 C51 C56 C59 -1.8(4) . . . . ? C71 C72 C73 C74 -165.3(18) . . . . ? C72 C73 C74 C75 -175.6(15) . . . . ? _diffrn_measured_fraction_theta_max 0.926 _diffrn_reflns_theta_full 66.96 _diffrn_measured_fraction_theta_full 0.926 _refine_diff_density_max 0.482 _refine_diff_density_min -0.577 _refine_diff_density_rms 0.067 #============================================================================= # end of cif data for "erk6440" (compound 5b) #============================================================================= # cif data for "erk6352"(compound 6a) #============================================================================= data_erk6352 _database_code_depnum_ccdc_archive 'CCDC 902227' #TrackingRef '- all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H10 B F20 N P' _chemical_formula_weight 806.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1955(5) _cell_length_b 11.4489(5) _cell_length_c 14.1284(5) _cell_angle_alpha 66.764(2) _cell_angle_beta 78.902(3) _cell_angle_gamma 89.099(3) _cell_volume 1483.74(11) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 4256 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.804 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 794 _exptl_absorpt_coefficient_mu 2.259 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6608 _exptl_absorpt_correction_T_max 0.9353 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16479 _diffrn_reflns_av_R_equivalents 0.067 _diffrn_reflns_av_sigmaI/netI 0.0367 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 4.21 _diffrn_reflns_theta_max 66.56 _reflns_number_total 4959 _reflns_number_gt 3735 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The carbon atoms of the half benzene molecule in the compound 6a displayed irregular displacement ellipsoids, which were therefore constrained to be more regular using the program commands SIMU and ISOR. ; _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^)+(0.0768P)^2^+1.4055P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'at N from difmap, others geom' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4959 _refine_ls_number_parameters 498 _refine_ls_number_restraints 72 _refine_ls_R_factor_all 0.0781 _refine_ls_R_factor_gt 0.0584 _refine_ls_wR_factor_ref 0.1646 _refine_ls_wR_factor_gt 0.1457 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.021 _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 P1 P 0.21236(9) 0.36212(9) 0.20143(7) 0.0549(3) Uani 1 1 d . . . N1 N 0.2645(3) 0.5060(3) 0.1636(2) 0.0574(8) Uani 1 1 d . . . H1A H 0.345(4) 0.529(3) 0.148(3) 0.045(9) Uiso 1 1 d . . . C1 C 0.0336(4) 0.3754(4) 0.2341(3) 0.0588(9) Uani 1 1 d . . . H1 H 0.0098 0.3662 0.3081 0.071 Uiso 1 1 calc R . . C2 C 0.0225(4) 0.5159(3) 0.1620(3) 0.0601(9) Uani 1 1 d . . . H2A H -0.0596 0.5469 0.1902 0.072 Uiso 1 1 calc R . . H2B H 0.0171 0.5221 0.0917 0.072 Uiso 1 1 calc R . . C3 C -0.0566(4) 0.2800(4) 0.2204(3) 0.0694(10) Uani 1 1 d . . . H3A H -0.1497 0.2939 0.2417 0.104 Uiso 1 1 calc R . . H3B H -0.0383 0.1939 0.2636 0.104 Uiso 1 1 calc R . . H3C H -0.0388 0.2917 0.1472 0.104 Uiso 1 1 calc R . . C11 C 0.2547(4) 0.2968(3) 0.1018(3) 0.0563(9) Uani 1 1 d . . . F12 F 0.2588(3) 0.5011(2) -0.03734(17) 0.0767(6) Uani 1 1 d . . . C12 C 0.2757(4) 0.3759(4) -0.0048(3) 0.0583(9) Uani 1 1 d . . . F13 F 0.3291(3) 0.4088(2) -0.18355(18) 0.0838(7) Uani 1 1 d . . . C13 C 0.3123(4) 0.3297(4) -0.0817(3) 0.0623(10) Uani 1 1 d . . . F14 F 0.3613(3) 0.1573(2) -0.1292(2) 0.0843(7) Uani 1 1 d . . . C14 C 0.3288(4) 0.2025(4) -0.0548(3) 0.0660(10) Uani 1 1 d . . . F15 F 0.3188(3) -0.0030(2) 0.0754(2) 0.0965(8) Uani 1 1 d . . . C15 C 0.3071(4) 0.1215(4) 0.0491(4) 0.0668(10) Uani 1 1 d . . . F16 F 0.2428(3) 0.0843(2) 0.22613(19) 0.0852(7) Uani 1 1 d . . . C16 C 0.2689(4) 0.1687(4) 0.1252(3) 0.0631(9) Uani 1 1 d . . . C21 C 0.2854(4) 0.2608(4) 0.3107(3) 0.0597(9) Uani 1 1 d . . . F22 F 0.4969(2) 0.3660(2) 0.2210(2) 0.0803(7) Uani 1 1 d . . . C22 C 0.4186(4) 0.2810(4) 0.3086(3) 0.0660(10) Uani 1 1 d . . . F23 F 0.6057(3) 0.2410(3) 0.3894(2) 0.1099(10) Uani 1 1 d . . . C23 C 0.4767(5) 0.2185(5) 0.3943(4) 0.0798(12) Uani 1 1 d . . . F24 F 0.4537(3) 0.0671(3) 0.5680(2) 0.1058(9) Uani 1 1 d . . . C24 C 0.3980(5) 0.1290(5) 0.4844(4) 0.0815(13) Uani 1 1 d . . . F25 F 0.1931(3) 0.0117(3) 0.57435(19) 0.0993(9) Uani 1 1 d . . . C25 C 0.2673(5) 0.1018(4) 0.4885(3) 0.0757(12) Uani 1 1 d . . . F26 F 0.0830(2) 0.1377(2) 0.40801(18) 0.0805(7) Uani 1 1 d . . . C26 C 0.2113(4) 0.1677(4) 0.4021(3) 0.0652(10) Uani 1 1 d . . . B1 B 0.1516(4) 0.6046(4) 0.1535(3) 0.0568(10) Uani 1 1 d . . . C31 C 0.1826(4) 0.7286(3) 0.0402(3) 0.0568(9) Uani 1 1 d . . . F32 F -0.0403(2) 0.7840(2) 0.0774(2) 0.0760(6) Uani 1 1 d . . . C32 C 0.0812(4) 0.8091(4) 0.0109(3) 0.0609(9) Uani 1 1 d . . . F33 F -0.0121(3) 0.9850(2) -0.1061(2) 0.0852(7) Uani 1 1 d . . . C33 C 0.0933(4) 0.9146(4) -0.0820(4) 0.0666(10) Uani 1 1 d . . . F34 F 0.2283(3) 1.0498(2) -0.24357(19) 0.0886(8) Uani 1 1 d . . . C34 C 0.2135(5) 0.9459(4) -0.1519(3) 0.0685(11) Uani 1 1 d . . . F35 F 0.4385(3) 0.9009(2) -0.19542(19) 0.0846(7) Uani 1 1 d . . . C35 C 0.3191(4) 0.8713(4) -0.1280(3) 0.0648(10) Uani 1 1 d . . . F36 F 0.4122(2) 0.6985(2) -0.01617(18) 0.0701(6) Uani 1 1 d . . . C36 C 0.3016(4) 0.7657(4) -0.0334(3) 0.0600(9) Uani 1 1 d . . . C41 C 0.1478(4) 0.6567(4) 0.2475(3) 0.0611(9) Uani 1 1 d . . . F42 F 0.3718(2) 0.7369(2) 0.17437(18) 0.0716(6) Uani 1 1 d . . . C42 C 0.2598(4) 0.7223(4) 0.2488(3) 0.0629(9) Uani 1 1 d . . . F43 F 0.3816(3) 0.8374(3) 0.3147(2) 0.1004(9) Uani 1 1 d . . . C43 C 0.2689(4) 0.7738(4) 0.3202(4) 0.0747(11) Uani 1 1 d . . . F44 F 0.1661(3) 0.8070(4) 0.4713(3) 0.1263(12) Uani 1 1 d . . . C44 C 0.1597(5) 0.7589(5) 0.3997(4) 0.0897(15) Uani 1 1 d . . . F45 F -0.0605(3) 0.6749(4) 0.4831(3) 0.1384(15) Uani 1 1 d . . . C45 C 0.0469(5) 0.6927(5) 0.4045(4) 0.0948(16) Uani 1 1 d . . . F46 F -0.0745(3) 0.5793(3) 0.3422(3) 0.1127(11) Uani 1 1 d . . . C46 C 0.0421(4) 0.6442(5) 0.3296(4) 0.0801(13) Uani 1 1 d . . . C51 C 0.3886(13) 0.4911(9) 0.4694(9) 0.081(3) Uani 0.50 1 d PGU A -1 H51 H 0.3096 0.4699 0.4531 0.097 Uiso 0.50 1 calc PR A -1 C52 C 0.4039(12) 0.4441(9) 0.5733(9) 0.090(3) Uani 0.50 1 d PGU A -1 H52 H 0.3351 0.3911 0.6273 0.108 Uiso 0.50 1 calc PR A -1 C53 C 0.5208(12) 0.4755(9) 0.5974(9) 0.091(3) Uani 0.50 1 d PGU A -1 H53 H 0.5311 0.4437 0.6677 0.109 Uiso 0.50 1 calc PR A -1 C54 C 0.6224(12) 0.5538(10) 0.5176(10) 0.078(3) Uani 0.50 1 d PGU A -1 H54 H 0.7015 0.5750 0.5339 0.094 Uiso 0.50 1 calc PR A -1 C55 C 0.6072(14) 0.6008(9) 0.4137(10) 0.120(4) Uani 0.50 1 d PGU A -1 H55 H 0.6760 0.6538 0.3597 0.143 Uiso 0.50 1 calc PR A -1 C56 C 0.4903(14) 0.5695(10) 0.3896(9) 0.115(4) Uani 0.50 1 d PGU A -1 H56 H 0.4800 0.6013 0.3193 0.138 Uiso 0.50 1 calc PR 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 P1 0.0570(5) 0.0581(6) 0.0557(5) -0.0293(4) -0.0110(4) 0.0028(4) N1 0.0454(17) 0.0638(19) 0.069(2) -0.0334(16) -0.0093(15) 0.0007(14) C1 0.060(2) 0.064(2) 0.059(2) -0.0310(18) -0.0109(17) -0.0037(17) C2 0.055(2) 0.063(2) 0.070(2) -0.0347(19) -0.0140(18) 0.0020(17) C3 0.065(2) 0.069(2) 0.077(3) -0.033(2) -0.010(2) -0.0089(19) C11 0.058(2) 0.057(2) 0.058(2) -0.0277(18) -0.0103(16) 0.0012(16) F12 0.1067(18) 0.0642(14) 0.0631(13) -0.0280(11) -0.0208(12) 0.0111(12) C12 0.061(2) 0.062(2) 0.061(2) -0.0317(19) -0.0147(17) 0.0021(17) F13 0.1010(18) 0.0967(18) 0.0581(14) -0.0369(13) -0.0125(12) -0.0040(14) C13 0.063(2) 0.076(3) 0.054(2) -0.033(2) -0.0102(17) -0.0024(19) F14 0.0859(16) 0.1009(18) 0.0884(16) -0.0667(15) -0.0044(13) -0.0063(13) C14 0.059(2) 0.085(3) 0.075(3) -0.055(2) -0.0071(19) -0.0043(19) F15 0.130(2) 0.0685(16) 0.1043(19) -0.0510(15) -0.0178(17) 0.0111(15) C15 0.070(2) 0.059(2) 0.084(3) -0.043(2) -0.013(2) 0.0024(18) F16 0.123(2) 0.0603(14) 0.0695(15) -0.0264(12) -0.0106(14) 0.0004(13) C16 0.071(2) 0.055(2) 0.064(2) -0.0243(19) -0.0108(19) -0.0021(18) C21 0.061(2) 0.063(2) 0.060(2) -0.0301(19) -0.0104(17) 0.0068(18) F22 0.0610(13) 0.0887(17) 0.0822(16) -0.0251(14) -0.0136(12) 0.0030(12) C22 0.065(2) 0.069(2) 0.063(2) -0.025(2) -0.015(2) 0.010(2) F23 0.0780(18) 0.139(3) 0.112(2) -0.0386(19) -0.0418(16) 0.0168(17) C23 0.066(3) 0.094(3) 0.088(3) -0.040(3) -0.027(2) 0.014(2) F24 0.125(2) 0.120(2) 0.0767(17) -0.0316(16) -0.0485(16) 0.0305(18) C24 0.099(4) 0.088(3) 0.062(3) -0.029(2) -0.030(2) 0.019(3) F25 0.126(2) 0.0983(19) 0.0580(14) -0.0146(14) -0.0166(14) -0.0067(17) C25 0.091(3) 0.076(3) 0.057(2) -0.024(2) -0.013(2) 0.002(2) F26 0.0784(16) 0.0857(16) 0.0672(14) -0.0223(12) -0.0078(12) -0.0105(13) C26 0.071(3) 0.066(2) 0.061(2) -0.029(2) -0.0111(19) 0.003(2) B1 0.054(2) 0.061(2) 0.061(2) -0.032(2) -0.0103(19) 0.0041(19) C31 0.053(2) 0.063(2) 0.069(2) -0.0413(19) -0.0147(17) 0.0021(17) F32 0.0570(13) 0.0742(14) 0.1033(18) -0.0436(13) -0.0137(12) 0.0084(11) C32 0.057(2) 0.063(2) 0.078(3) -0.042(2) -0.0170(19) 0.0021(18) F33 0.0886(17) 0.0756(15) 0.1094(19) -0.0445(14) -0.0462(15) 0.0214(13) C33 0.070(3) 0.063(2) 0.085(3) -0.042(2) -0.033(2) 0.013(2) F34 0.122(2) 0.0767(16) 0.0685(15) -0.0239(13) -0.0338(14) 0.0055(14) C34 0.089(3) 0.065(2) 0.064(2) -0.034(2) -0.028(2) 0.003(2) F35 0.0823(16) 0.0899(17) 0.0703(15) -0.0258(13) -0.0025(13) -0.0046(13) C35 0.065(2) 0.074(3) 0.062(2) -0.036(2) -0.0104(19) -0.002(2) F36 0.0556(12) 0.0789(14) 0.0759(14) -0.0329(12) -0.0097(10) 0.0070(11) C36 0.060(2) 0.065(2) 0.066(2) -0.037(2) -0.0150(18) 0.0049(18) C41 0.062(2) 0.063(2) 0.065(2) -0.0349(19) -0.0091(18) 0.0000(18) F42 0.0596(13) 0.0906(16) 0.0758(14) -0.0459(13) -0.0107(11) -0.0043(11) C42 0.060(2) 0.071(2) 0.067(2) -0.037(2) -0.0125(19) 0.0015(18) F43 0.0888(18) 0.130(2) 0.116(2) -0.0804(19) -0.0263(15) -0.0122(16) C43 0.074(3) 0.084(3) 0.086(3) -0.051(2) -0.023(2) -0.002(2) F44 0.121(2) 0.180(3) 0.133(3) -0.125(3) -0.013(2) -0.006(2) C44 0.092(3) 0.114(4) 0.094(3) -0.076(3) -0.011(3) -0.002(3) F45 0.104(2) 0.212(4) 0.137(3) -0.134(3) 0.032(2) -0.033(2) C45 0.082(3) 0.126(4) 0.100(4) -0.080(3) 0.007(3) -0.007(3) F46 0.0732(16) 0.161(3) 0.131(2) -0.105(2) 0.0225(16) -0.0338(17) C46 0.065(3) 0.099(3) 0.093(3) -0.062(3) -0.001(2) -0.011(2) C51 0.071(5) 0.079(6) 0.090(5) -0.024(5) -0.028(4) -0.002(5) C52 0.079(5) 0.082(6) 0.086(5) -0.013(4) -0.012(4) 0.003(5) C53 0.092(5) 0.102(6) 0.071(5) -0.024(4) -0.023(4) 0.017(5) C54 0.080(5) 0.073(6) 0.095(5) -0.045(5) -0.023(4) 0.004(5) C55 0.109(6) 0.112(7) 0.120(6) -0.034(6) -0.009(5) 0.012(6) C56 0.104(6) 0.119(7) 0.108(6) -0.033(5) -0.019(5) 0.023(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 N1 1.583(3) . ? P1 C1 1.811(4) . ? P1 C21 1.813(4) . ? P1 C11 1.820(4) . ? N1 B1 1.586(5) . ? N1 H1A 0.83(4) . ? C1 C3 1.530(5) . ? C1 C2 1.545(5) . ? C1 H1 0.9900 . ? C2 B1 1.632(5) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C3 H3C 0.9700 . ? C11 C16 1.382(5) . ? C11 C12 1.394(5) . ? F12 C12 1.342(4) . ? C12 C13 1.375(5) . ? F13 C13 1.342(4) . ? C13 C14 1.368(6) . ? F14 C14 1.331(4) . ? C14 C15 1.368(6) . ? F15 C15 1.333(4) . ? C15 C16 1.375(5) . ? F16 C16 1.347(4) . ? C21 C22 1.374(5) . ? C21 C26 1.393(5) . ? F22 C22 1.346(5) . ? C22 C23 1.382(6) . ? F23 C23 1.327(5) . ? C23 C24 1.385(7) . ? F24 C24 1.343(5) . ? C24 C25 1.358(7) . ? F25 C25 1.338(5) . ? C25 C26 1.383(6) . ? F26 C26 1.335(5) . ? B1 C31 1.644(6) . ? B1 C41 1.651(5) . ? C31 C36 1.384(5) . ? C31 C32 1.387(5) . ? F32 C32 1.360(4) . ? C32 C33 1.374(6) . ? F33 C33 1.348(5) . ? C33 C34 1.368(6) . ? F34 C34 1.353(5) . ? C34 C35 1.373(6) . ? F35 C35 1.347(4) . ? C35 C36 1.386(6) . ? F36 C36 1.362(4) . ? C41 C42 1.382(5) . ? C41 C46 1.387(6) . ? F42 C42 1.358(4) . ? C42 C43 1.372(5) . ? F43 C43 1.343(5) . ? C43 C44 1.380(6) . ? F44 C44 1.340(5) . ? C44 C45 1.363(7) . ? F45 C45 1.354(5) . ? C45 C46 1.383(6) . ? F46 C46 1.355(5) . ? C51 C52 1.3900 . ? C51 C56 1.3900 . ? C51 H51 0.9400 . ? C52 C53 1.3900 . ? C52 H52 0.9400 . ? C53 C54 1.3900 . ? C53 H53 0.9400 . ? C54 C55 1.3900 . ? C54 H54 0.9400 . ? C55 C56 1.3900 . ? C55 H55 0.9400 . ? C56 H56 0.9400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 P1 C1 100.22(17) . . ? N1 P1 C21 110.43(17) . . ? C1 P1 C21 114.85(17) . . ? N1 P1 C11 114.44(17) . . ? C1 P1 C11 111.64(17) . . ? C21 P1 C11 105.54(17) . . ? P1 N1 B1 115.4(3) . . ? P1 N1 H1A 122(2) . . ? B1 N1 H1A 122(2) . . ? C3 C1 C2 114.4(3) . . ? C3 C1 P1 116.2(3) . . ? C2 C1 P1 100.6(2) . . ? C3 C1 H1 108.4 . . ? C2 C1 H1 108.4 . . ? P1 C1 H1 108.4 . . ? C1 C2 B1 110.9(3) . . ? C1 C2 H2A 109.5 . . ? B1 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? B1 C2 H2B 109.5 . . ? H2A C2 H2B 108.0 . . ? C1 C3 H3A 109.5 . . ? C1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C16 C11 C12 115.7(3) . . ? C16 C11 P1 123.5(3) . . ? C12 C11 P1 120.8(3) . . ? F12 C12 C13 116.7(3) . . ? F12 C12 C11 121.3(3) . . ? C13 C12 C11 122.0(4) . . ? F13 C13 C14 119.7(3) . . ? F13 C13 C12 120.0(4) . . ? C14 C13 C12 120.2(4) . . ? F14 C14 C15 120.2(4) . . ? F14 C14 C13 120.2(4) . . ? C15 C14 C13 119.6(3) . . ? F15 C15 C14 119.6(4) . . ? F15 C15 C16 120.7(4) . . ? C14 C15 C16 119.6(4) . . ? F16 C16 C15 117.3(3) . . ? F16 C16 C11 119.8(3) . . ? C15 C16 C11 122.9(4) . . ? C22 C21 C26 116.9(4) . . ? C22 C21 P1 119.6(3) . . ? C26 C21 P1 123.4(3) . . ? F22 C22 C21 119.7(4) . . ? F22 C22 C23 117.7(4) . . ? C21 C22 C23 122.6(4) . . ? F23 C23 C22 120.8(4) . . ? F23 C23 C24 120.8(4) . . ? C22 C23 C24 118.3(4) . . ? F24 C24 C25 120.1(4) . . ? F24 C24 C23 118.8(5) . . ? C25 C24 C23 121.1(4) . . ? F25 C25 C24 120.8(4) . . ? F25 C25 C26 120.0(4) . . ? C24 C25 C26 119.2(4) . . ? F26 C26 C25 117.8(4) . . ? F26 C26 C21 120.4(4) . . ? C25 C26 C21 121.8(4) . . ? N1 B1 C2 100.4(3) . . ? N1 B1 C31 112.6(3) . . ? C2 B1 C31 111.0(3) . . ? N1 B1 C41 107.3(3) . . ? C2 B1 C41 117.6(3) . . ? C31 B1 C41 107.8(3) . . ? C36 C31 C32 113.3(4) . . ? C36 C31 B1 127.7(3) . . ? C32 C31 B1 119.0(3) . . ? F32 C32 C33 116.2(3) . . ? F32 C32 C31 118.9(4) . . ? C33 C32 C31 124.8(4) . . ? F33 C33 C34 119.9(4) . . ? F33 C33 C32 121.0(4) . . ? C34 C33 C32 119.1(4) . . ? F34 C34 C33 120.3(4) . . ? F34 C34 C35 120.2(4) . . ? C33 C34 C35 119.5(4) . . ? F35 C35 C34 120.4(4) . . ? F35 C35 C36 120.4(4) . . ? C34 C35 C36 119.1(4) . . ? F36 C36 C31 121.0(4) . . ? F36 C36 C35 114.9(3) . . ? C31 C36 C35 124.1(4) . . ? C42 C41 C46 112.7(3) . . ? C42 C41 B1 119.6(3) . . ? C46 C41 B1 127.7(3) . . ? F42 C42 C43 116.1(3) . . ? F42 C42 C41 118.3(3) . . ? C43 C42 C41 125.6(4) . . ? F43 C43 C42 121.6(4) . . ? F43 C43 C44 119.5(4) . . ? C42 C43 C44 118.9(4) . . ? F44 C44 C45 121.2(4) . . ? F44 C44 C43 120.3(4) . . ? C45 C44 C43 118.5(4) . . ? F45 C45 C44 119.4(4) . . ? F45 C45 C46 120.3(4) . . ? C44 C45 C46 120.3(4) . . ? F46 C46 C45 115.4(4) . . ? F46 C46 C41 120.6(4) . . ? C45 C46 C41 124.0(4) . . ? C52 C51 C56 120.0 . . ? C52 C51 H51 120.0 . . ? C56 C51 H51 120.0 . . ? C51 C52 C53 120.0 . . ? C51 C52 H52 120.0 . . ? C53 C52 H52 120.0 . . ? C54 C53 C52 120.0 . . ? C54 C53 H53 120.0 . . ? C52 C53 H53 120.0 . . ? C53 C54 C55 120.0 . . ? C53 C54 H54 120.0 . . ? C55 C54 H54 120.0 . . ? C56 C55 C54 120.0 . . ? C56 C55 H55 120.0 . . ? C54 C55 H55 120.0 . . ? C55 C56 C51 120.0 . . ? C55 C56 H56 120.0 . . ? C51 C56 H56 120.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 P1 N1 B1 -7.5(3) . . . . ? C21 P1 N1 B1 -129.1(3) . . . . ? C11 P1 N1 B1 112.0(3) . . . . ? N1 P1 C1 C3 149.8(3) . . . . ? C21 P1 C1 C3 -91.9(3) . . . . ? C11 P1 C1 C3 28.2(4) . . . . ? N1 P1 C1 C2 25.7(3) . . . . ? C21 P1 C1 C2 144.0(2) . . . . ? C11 P1 C1 C2 -95.9(2) . . . . ? C3 C1 C2 B1 -161.8(3) . . . . ? P1 C1 C2 B1 -36.5(3) . . . . ? N1 P1 C11 C16 153.2(3) . . . . ? C1 P1 C11 C16 -93.9(4) . . . . ? C21 P1 C11 C16 31.5(4) . . . . ? N1 P1 C11 C12 -26.5(4) . . . . ? C1 P1 C11 C12 86.4(3) . . . . ? C21 P1 C11 C12 -148.1(3) . . . . ? C16 C11 C12 F12 176.9(3) . . . . ? P1 C11 C12 F12 -3.4(5) . . . . ? C16 C11 C12 C13 -2.0(6) . . . . ? P1 C11 C12 C13 177.7(3) . . . . ? F12 C12 C13 F13 -0.2(5) . . . . ? C11 C12 C13 F13 178.8(3) . . . . ? F12 C12 C13 C14 -178.6(3) . . . . ? C11 C12 C13 C14 0.3(6) . . . . ? F13 C13 C14 F14 0.0(6) . . . . ? C12 C13 C14 F14 178.5(3) . . . . ? F13 C13 C14 C15 -177.8(4) . . . . ? C12 C13 C14 C15 0.7(6) . . . . ? F14 C14 C15 F15 0.0(6) . . . . ? C13 C14 C15 F15 177.8(4) . . . . ? F14 C14 C15 C16 -177.7(4) . . . . ? C13 C14 C15 C16 0.1(6) . . . . ? F15 C15 C16 F16 -0.6(6) . . . . ? C14 C15 C16 F16 177.0(4) . . . . ? F15 C15 C16 C11 -179.7(4) . . . . ? C14 C15 C16 C11 -2.0(6) . . . . ? C12 C11 C16 F16 -176.1(3) . . . . ? P1 C11 C16 F16 4.2(5) . . . . ? C12 C11 C16 C15 2.9(6) . . . . ? P1 C11 C16 C15 -176.8(3) . . . . ? N1 P1 C21 C22 -41.9(4) . . . . ? C1 P1 C21 C22 -154.3(3) . . . . ? C11 P1 C21 C22 82.3(3) . . . . ? N1 P1 C21 C26 133.1(3) . . . . ? C1 P1 C21 C26 20.7(4) . . . . ? C11 P1 C21 C26 -102.7(3) . . . . ? C26 C21 C22 F22 177.3(3) . . . . ? P1 C21 C22 F22 -7.4(5) . . . . ? C26 C21 C22 C23 -3.7(6) . . . . ? P1 C21 C22 C23 171.6(3) . . . . ? F22 C22 C23 F23 -0.7(6) . . . . ? C21 C22 C23 F23 -179.7(4) . . . . ? F22 C22 C23 C24 -178.8(4) . . . . ? C21 C22 C23 C24 2.2(7) . . . . ? F23 C23 C24 F24 1.5(7) . . . . ? C22 C23 C24 F24 179.6(4) . . . . ? F23 C23 C24 C25 -177.3(4) . . . . ? C22 C23 C24 C25 0.8(7) . . . . ? F24 C24 C25 F25 -1.4(7) . . . . ? C23 C24 C25 F25 177.4(4) . . . . ? F24 C24 C25 C26 179.2(4) . . . . ? C23 C24 C25 C26 -2.1(7) . . . . ? F25 C25 C26 F26 -0.2(6) . . . . ? C24 C25 C26 F26 179.2(4) . . . . ? F25 C25 C26 C21 -179.0(4) . . . . ? C24 C25 C26 C21 0.4(7) . . . . ? C22 C21 C26 F26 -176.4(3) . . . . ? P1 C21 C26 F26 8.5(5) . . . . ? C22 C21 C26 C25 2.4(6) . . . . ? P1 C21 C26 C25 -172.7(3) . . . . ? P1 N1 B1 C2 -12.6(4) . . . . ? P1 N1 B1 C31 -130.7(3) . . . . ? P1 N1 B1 C41 110.8(3) . . . . ? C1 C2 B1 N1 32.2(4) . . . . ? C1 C2 B1 C31 151.5(3) . . . . ? C1 C2 B1 C41 -83.7(4) . . . . ? N1 B1 C31 C36 -13.4(5) . . . . ? C2 B1 C31 C36 -125.0(4) . . . . ? C41 B1 C31 C36 104.8(4) . . . . ? N1 B1 C31 C32 166.8(3) . . . . ? C2 B1 C31 C32 55.1(4) . . . . ? C41 B1 C31 C32 -75.0(4) . . . . ? C36 C31 C32 F32 -178.9(3) . . . . ? B1 C31 C32 F32 0.9(5) . . . . ? C36 C31 C32 C33 1.1(5) . . . . ? B1 C31 C32 C33 -179.1(3) . . . . ? F32 C32 C33 F33 -2.6(5) . . . . ? C31 C32 C33 F33 177.4(3) . . . . ? F32 C32 C33 C34 179.2(3) . . . . ? C31 C32 C33 C34 -0.8(6) . . . . ? F33 C33 C34 F34 2.2(5) . . . . ? C32 C33 C34 F34 -179.6(3) . . . . ? F33 C33 C34 C35 -178.0(3) . . . . ? C32 C33 C34 C35 0.3(6) . . . . ? F34 C34 C35 F35 0.3(5) . . . . ? C33 C34 C35 F35 -179.6(3) . . . . ? F34 C34 C35 C36 179.7(3) . . . . ? C33 C34 C35 C36 -0.1(6) . . . . ? C32 C31 C36 F36 178.8(3) . . . . ? B1 C31 C36 F36 -1.0(5) . . . . ? C32 C31 C36 C35 -0.9(5) . . . . ? B1 C31 C36 C35 179.3(3) . . . . ? F35 C35 C36 F36 0.2(5) . . . . ? C34 C35 C36 F36 -179.2(3) . . . . ? F35 C35 C36 C31 179.9(3) . . . . ? C34 C35 C36 C31 0.5(6) . . . . ? N1 B1 C41 C42 62.0(5) . . . . ? C2 B1 C41 C42 174.1(4) . . . . ? C31 B1 C41 C42 -59.5(5) . . . . ? N1 B1 C41 C46 -118.5(5) . . . . ? C2 B1 C41 C46 -6.4(6) . . . . ? C31 B1 C41 C46 120.0(5) . . . . ? C46 C41 C42 F42 177.7(4) . . . . ? B1 C41 C42 F42 -2.8(6) . . . . ? C46 C41 C42 C43 -1.5(7) . . . . ? B1 C41 C42 C43 178.0(4) . . . . ? F42 C42 C43 F43 1.6(6) . . . . ? C41 C42 C43 F43 -179.2(4) . . . . ? F42 C42 C43 C44 -178.1(4) . . . . ? C41 C42 C43 C44 1.1(7) . . . . ? F43 C43 C44 F44 -0.3(8) . . . . ? C42 C43 C44 F44 179.3(5) . . . . ? F43 C43 C44 C45 -179.3(5) . . . . ? C42 C43 C44 C45 0.4(8) . . . . ? F44 C44 C45 F45 -0.2(9) . . . . ? C43 C44 C45 F45 178.7(5) . . . . ? F44 C44 C45 C46 179.7(5) . . . . ? C43 C44 C45 C46 -1.3(9) . . . . ? F45 C45 C46 F46 -0.5(8) . . . . ? C44 C45 C46 F46 179.6(5) . . . . ? F45 C45 C46 C41 -179.2(5) . . . . ? C44 C45 C46 C41 0.9(9) . . . . ? C42 C41 C46 F46 -178.1(4) . . . . ? B1 C41 C46 F46 2.4(8) . . . . ? C42 C41 C46 C45 0.5(7) . . . . ? B1 C41 C46 C45 -179.0(5) . . . . ? C56 C51 C52 C53 0.0 . . . . ? C51 C52 C53 C54 0.0 . . . . ? C52 C53 C54 C55 0.0 . . . . ? C53 C54 C55 C56 0.0 . . . . ? C54 C55 C56 C51 0.0 . . . . ? C52 C51 C56 C55 0.0 . . . . ? _diffrn_measured_fraction_theta_max 0.949 _diffrn_reflns_theta_full 66.56 _diffrn_measured_fraction_theta_full 0.949 _refine_diff_density_max 0.493 _refine_diff_density_min -0.455 _refine_diff_density_rms 0.054 #============================================================================= # end of cif data for "erk6352" (compound 6a) #============================================================================= #============================================================================= # cif data for "erk6431"(compound 6b) #============================================================================= data_erk6431 _database_code_depnum_ccdc_archive 'CCDC 902228' #TrackingRef '- all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H27 B F10 N P' _chemical_formula_weight 657.33 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.1667(4) _cell_length_b 14.5051(8) _cell_length_c 18.7777(10) _cell_angle_alpha 90.00 _cell_angle_beta 100.307(2) _cell_angle_gamma 90.00 _cell_volume 2992.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 5195 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.459 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1344 _exptl_absorpt_coefficient_mu 1.600 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7953 _exptl_absorpt_correction_T_max 0.8312 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator 'Montel mirror' _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29490 _diffrn_reflns_av_R_equivalents 0.058 _diffrn_reflns_av_sigmaI/netI 0.0295 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 4.30 _diffrn_reflns_theta_max 67.02 _reflns_number_total 5195 _reflns_number_gt 4279 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. Hydrogen atom at N1 was refined freely, but with fixed U-value. ; _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^)+(0.0713P)^2^+1.8137P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'at N from difmap, others geom' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5195 _refine_ls_number_parameters 415 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0623 _refine_ls_R_factor_gt 0.0502 _refine_ls_wR_factor_ref 0.1415 _refine_ls_wR_factor_gt 0.1306 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _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 P1 P 0.33324(5) 0.97135(4) 0.16950(3) 0.04182(18) Uani 1 1 d . . . B1 B 0.4365(2) 0.8307(2) 0.10884(16) 0.0461(6) Uani 1 1 d . . . N1 N 0.32252(18) 0.86821(15) 0.13739(11) 0.0450(5) Uani 1 1 d . . . H1 H 0.271(3) 0.834(2) 0.1443(15) 0.054 Uiso 1 1 d . . . C1 C 0.4951(2) 0.98352(18) 0.17224(14) 0.0488(6) Uani 1 1 d . . . H1A H 0.5179 1.0481 0.1672 0.059 Uiso 1 1 calc R . . H1B H 0.5420 0.9584 0.2171 0.059 Uiso 1 1 calc R . . C2 C 0.5130(2) 0.92571(18) 0.10565(14) 0.0493(6) Uani 1 1 d . . . H2A H 0.5995 0.9121 0.1075 0.059 Uiso 1 1 calc R . . H2B H 0.4825 0.9594 0.0608 0.059 Uiso 1 1 calc R . . C11 C 0.2688(2) 0.97286(16) 0.25203(13) 0.0437(5) Uani 1 1 d . . . C12 C 0.1419(2) 0.95482(18) 0.24347(14) 0.0486(6) Uani 1 1 d . . . C13 C 0.0879(2) 0.9534(2) 0.30466(15) 0.0558(7) Uani 1 1 d . . . H13 H 0.0040 0.9414 0.2989 0.067 Uiso 1 1 calc R . . C14 C 0.1521(3) 0.96883(19) 0.37341(15) 0.0584(7) Uani 1 1 d . . . C15 C 0.2760(3) 0.98535(19) 0.38050(14) 0.0558(7) Uani 1 1 d . . . H15 H 0.3212 0.9955 0.4271 0.067 Uiso 1 1 calc R . . C16 C 0.3361(2) 0.98760(17) 0.32209(13) 0.0466(6) Uani 1 1 d . . . C17 C 0.0597(2) 0.9359(2) 0.17176(15) 0.0619(7) Uani 1 1 d . . . H17A H 0.0823 0.8777 0.1525 0.093 Uiso 1 1 calc R . . H17B H 0.0683 0.9851 0.1380 0.093 Uiso 1 1 calc R . . H17C H -0.0242 0.9329 0.1788 0.093 Uiso 1 1 calc R . . C18 C 0.0897(4) 0.9673(3) 0.43811(18) 0.0836(10) Uani 1 1 d . . . H18A H 0.1228 0.9177 0.4703 0.125 Uiso 1 1 calc R . . H18B H 0.0031 0.9577 0.4222 0.125 Uiso 1 1 calc R . . H18C H 0.1029 1.0257 0.4636 0.125 Uiso 1 1 calc R . . C19 C 0.4716(2) 1.0058(2) 0.33895(15) 0.0603(7) Uani 1 1 d . . . H19A H 0.4939 1.0276 0.3884 0.090 Uiso 1 1 calc R . . H19B H 0.4925 1.0523 0.3061 0.090 Uiso 1 1 calc R . . H19C H 0.5153 0.9493 0.3332 0.090 Uiso 1 1 calc R . . C21 C 0.2594(2) 1.06373(17) 0.11169(13) 0.0448(5) Uani 1 1 d . . . C22 C 0.2635(2) 1.15376(17) 0.14057(14) 0.0475(6) Uani 1 1 d . . . C23 C 0.2111(2) 1.22621(19) 0.09756(15) 0.0538(6) Uani 1 1 d . . . H23 H 0.2140 1.2858 0.1175 0.065 Uiso 1 1 calc R . . C24 C 0.1550(2) 1.21391(19) 0.02666(15) 0.0564(7) Uani 1 1 d . . . C25 C 0.1526(2) 1.1259(2) -0.00111(15) 0.0550(6) Uani 1 1 d . . . H25 H 0.1152 1.1167 -0.0495 0.066 Uiso 1 1 calc R . . C26 C 0.2028(2) 1.04960(18) 0.03868(14) 0.0496(6) Uani 1 1 d . . . C27 C 0.3234(3) 1.17844(19) 0.21730(14) 0.0558(6) Uani 1 1 d . . . H27A H 0.3328 1.2448 0.2215 0.084 Uiso 1 1 calc R . . H27B H 0.4028 1.1494 0.2285 0.084 Uiso 1 1 calc R . . H27C H 0.2730 1.1569 0.2510 0.084 Uiso 1 1 calc R . . C28 C 0.0980(3) 1.2935(2) -0.01882(19) 0.0773(9) Uani 1 1 d . . . H28A H 0.0375 1.3227 0.0048 0.116 Uiso 1 1 calc R . . H28B H 0.0593 1.2710 -0.0660 0.116 Uiso 1 1 calc R . . H28C H 0.1604 1.3380 -0.0246 0.116 Uiso 1 1 calc R . . C29 C 0.1915(3) 0.9587(2) -0.00118(16) 0.0661(8) Uani 1 1 d . . . H29A H 0.1420 0.9668 -0.0487 0.099 Uiso 1 1 calc R . . H29B H 0.1535 0.9137 0.0259 0.099 Uiso 1 1 calc R . . H29C H 0.2718 0.9372 -0.0063 0.099 Uiso 1 1 calc R . . C31 C 0.5151(2) 0.75518(18) 0.16547(14) 0.0482(6) Uani 1 1 d . . . C32 C 0.6047(3) 0.7008(2) 0.14377(17) 0.0645(8) Uani 1 1 d . . . F32 F 0.62833(18) 0.71063(16) 0.07616(11) 0.0949(7) Uani 1 1 d . . . C33 C 0.6734(3) 0.6358(3) 0.1869(2) 0.0788(10) Uani 1 1 d . . . F33 F 0.7563(2) 0.5849(2) 0.16051(15) 0.1263(10) Uani 1 1 d . . . C34 C 0.6571(3) 0.6237(2) 0.2567(2) 0.0725(9) Uani 1 1 d . . . F34 F 0.72376(19) 0.56117(17) 0.29981(13) 0.1044(7) Uani 1 1 d . . . C35 C 0.5724(3) 0.6763(2) 0.28227(16) 0.0626(7) Uani 1 1 d . . . F35 F 0.55668(19) 0.66645(15) 0.35107(11) 0.0906(6) Uani 1 1 d . . . C36 C 0.5044(2) 0.73932(18) 0.23689(15) 0.0525(6) Uani 1 1 d . . . F36 F 0.42529(16) 0.78897(13) 0.26817(9) 0.0734(5) Uani 1 1 d . . . C41 C 0.3893(2) 0.77762(17) 0.03108(14) 0.0474(6) Uani 1 1 d . . . C42 C 0.4334(2) 0.79125(18) -0.03266(15) 0.0528(6) Uani 1 1 d . . . F42 F 0.52696(15) 0.84985(12) -0.03396(9) 0.0699(5) Uani 1 1 d . . . C43 C 0.3878(3) 0.7477(2) -0.09726(15) 0.0583(7) Uani 1 1 d . . . F43 F 0.43478(19) 0.76470(14) -0.15721(9) 0.0837(6) Uani 1 1 d . . . C44 C 0.2938(3) 0.6862(2) -0.10077(15) 0.0599(7) Uani 1 1 d . . . F44 F 0.24934(19) 0.64294(14) -0.16303(9) 0.0826(5) Uani 1 1 d . . . C45 C 0.2469(2) 0.66947(19) -0.03910(15) 0.0563(7) Uani 1 1 d . . . F45 F 0.15501(17) 0.60843(13) -0.04136(9) 0.0773(5) Uani 1 1 d . . . C46 C 0.2945(2) 0.71479(17) 0.02371(14) 0.0495(6) Uani 1 1 d . . . F46 F 0.24309(15) 0.69466(11) 0.08234(8) 0.0627(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0405(3) 0.0426(3) 0.0427(3) -0.0014(2) 0.0080(2) 0.0004(2) B1 0.0426(14) 0.0464(16) 0.0517(16) -0.0004(12) 0.0151(12) 0.0024(12) N1 0.0411(11) 0.0437(12) 0.0525(12) -0.0015(9) 0.0149(9) -0.0036(9) C1 0.0458(13) 0.0488(15) 0.0526(14) -0.0024(11) 0.0107(11) -0.0039(11) C2 0.0456(13) 0.0505(15) 0.0542(14) -0.0014(12) 0.0149(11) -0.0008(11) C11 0.0463(13) 0.0397(13) 0.0454(13) 0.0006(10) 0.0093(10) 0.0006(10) C12 0.0471(13) 0.0475(14) 0.0519(14) -0.0021(11) 0.0103(11) 0.0003(11) C13 0.0537(15) 0.0573(16) 0.0609(16) -0.0028(13) 0.0220(12) -0.0039(12) C14 0.0745(18) 0.0510(16) 0.0550(16) -0.0015(12) 0.0257(14) -0.0054(13) C15 0.0742(18) 0.0492(15) 0.0443(14) -0.0003(11) 0.0117(12) -0.0010(13) C16 0.0547(14) 0.0389(13) 0.0455(13) -0.0020(10) 0.0067(11) 0.0021(10) C17 0.0447(14) 0.083(2) 0.0591(16) -0.0054(15) 0.0107(12) -0.0042(13) C18 0.099(3) 0.097(3) 0.063(2) -0.0070(17) 0.0381(18) -0.018(2) C19 0.0559(15) 0.0729(19) 0.0481(15) -0.0050(13) -0.0016(12) -0.0019(14) C21 0.0411(12) 0.0476(14) 0.0464(13) -0.0016(11) 0.0101(10) -0.0011(10) C22 0.0496(13) 0.0459(14) 0.0490(13) 0.0003(11) 0.0145(11) 0.0016(11) C23 0.0594(15) 0.0457(14) 0.0577(16) 0.0003(12) 0.0143(12) 0.0060(12) C24 0.0539(15) 0.0543(16) 0.0609(16) 0.0074(13) 0.0101(12) 0.0097(12) C25 0.0524(14) 0.0621(17) 0.0485(14) 0.0034(12) 0.0031(11) 0.0081(12) C26 0.0483(13) 0.0517(15) 0.0488(14) -0.0014(11) 0.0082(11) 0.0026(11) C27 0.0683(17) 0.0441(14) 0.0546(15) -0.0048(12) 0.0102(13) -0.0002(12) C28 0.081(2) 0.067(2) 0.079(2) 0.0140(17) 0.0005(17) 0.0202(17) C29 0.080(2) 0.0622(18) 0.0499(15) -0.0069(13) -0.0040(14) 0.0088(15) C31 0.0436(13) 0.0457(14) 0.0564(15) -0.0010(11) 0.0122(11) -0.0009(10) C32 0.0563(16) 0.072(2) 0.0680(18) 0.0061(15) 0.0189(14) 0.0171(14) F32 0.0858(13) 0.1283(18) 0.0789(12) 0.0127(12) 0.0370(10) 0.0516(12) C33 0.0598(18) 0.082(2) 0.098(3) 0.0107(19) 0.0213(17) 0.0277(16) F33 0.1079(17) 0.143(2) 0.138(2) 0.0295(17) 0.0467(15) 0.0835(17) C34 0.0548(17) 0.069(2) 0.091(2) 0.0248(17) 0.0066(16) 0.0134(15) F34 0.0794(13) 0.1055(16) 0.1264(18) 0.0503(14) 0.0130(12) 0.0397(12) C35 0.0560(16) 0.0634(18) 0.0681(18) 0.0175(14) 0.0107(13) 0.0023(13) F35 0.0939(13) 0.1045(16) 0.0748(12) 0.0396(11) 0.0188(10) 0.0225(11) C36 0.0474(13) 0.0494(15) 0.0625(16) 0.0050(12) 0.0148(12) 0.0027(11) F36 0.0855(12) 0.0804(12) 0.0609(10) 0.0182(8) 0.0308(9) 0.0291(9) C41 0.0483(13) 0.0411(13) 0.0546(14) 0.0015(11) 0.0138(11) 0.0039(10) C42 0.0572(15) 0.0461(14) 0.0591(16) -0.0021(12) 0.0212(12) 0.0015(12) F42 0.0756(11) 0.0700(11) 0.0733(11) -0.0092(8) 0.0388(9) -0.0171(9) C43 0.0741(18) 0.0570(16) 0.0478(15) 0.0006(12) 0.0221(13) 0.0030(14) F43 0.1124(15) 0.0886(13) 0.0593(10) -0.0070(9) 0.0401(10) -0.0086(11) C44 0.0721(18) 0.0584(17) 0.0475(15) -0.0065(12) 0.0062(13) 0.0045(14) F44 0.1014(14) 0.0876(13) 0.0552(10) -0.0164(9) 0.0046(9) -0.0091(11) C45 0.0592(16) 0.0507(15) 0.0578(16) -0.0031(12) 0.0076(13) -0.0065(12) F45 0.0800(11) 0.0789(12) 0.0710(11) -0.0143(9) 0.0085(9) -0.0293(9) C46 0.0551(14) 0.0445(14) 0.0504(14) 0.0011(11) 0.0133(11) 0.0003(11) F46 0.0743(10) 0.0594(9) 0.0585(9) -0.0028(7) 0.0229(8) -0.0178(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 N1 1.609(2) . ? P1 C1 1.807(2) . ? P1 C11 1.822(2) . ? P1 C21 1.826(3) . ? B1 N1 1.564(3) . ? B1 C2 1.629(4) . ? B1 C41 1.651(4) . ? B1 C31 1.664(4) . ? N1 H1 0.79(3) . ? C1 C2 1.548(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C11 C16 1.410(3) . ? C11 C12 1.422(3) . ? C12 C13 1.390(4) . ? C12 C17 1.513(4) . ? C13 C14 1.378(4) . ? C13 H13 0.9400 . ? C14 C15 1.386(4) . ? C14 C18 1.505(4) . ? C15 C16 1.385(4) . ? C15 H15 0.9400 . ? C16 C19 1.513(4) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 H17C 0.9700 . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C18 H18C 0.9700 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C19 H19C 0.9700 . ? C21 C22 1.412(3) . ? C21 C26 1.418(3) . ? C22 C23 1.389(4) . ? C22 C27 1.519(4) . ? C23 C24 1.378(4) . ? C23 H23 0.9400 . ? C24 C25 1.378(4) . ? C24 C28 1.508(4) . ? C25 C26 1.395(4) . ? C25 H25 0.9400 . ? C26 C29 1.510(4) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C27 H27C 0.9700 . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C28 H28C 0.9700 . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C29 H29C 0.9700 . ? C31 C36 1.387(4) . ? C31 C32 1.391(4) . ? C32 F32 1.350(3) . ? C32 C33 1.383(4) . ? C33 F33 1.346(4) . ? C33 C34 1.367(5) . ? C34 F34 1.348(3) . ? C34 C35 1.366(4) . ? C35 F35 1.342(3) . ? C35 C36 1.381(4) . ? C36 F36 1.353(3) . ? C41 C46 1.385(4) . ? C41 C42 1.387(4) . ? C42 F42 1.351(3) . ? C42 C43 1.381(4) . ? C43 F43 1.347(3) . ? C43 C44 1.371(4) . ? C44 F44 1.341(3) . ? C44 C45 1.375(4) . ? C45 F45 1.351(3) . ? C45 C46 1.372(4) . ? C46 F46 1.361(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 P1 C1 96.23(11) . . ? N1 P1 C11 108.40(11) . . ? C1 P1 C11 121.31(11) . . ? N1 P1 C21 117.65(11) . . ? C1 P1 C21 106.76(12) . . ? C11 P1 C21 106.96(11) . . ? N1 B1 C2 100.5(2) . . ? N1 B1 C41 108.4(2) . . ? C2 B1 C41 116.6(2) . . ? N1 B1 C31 112.3(2) . . ? C2 B1 C31 111.1(2) . . ? C41 B1 C31 107.9(2) . . ? B1 N1 P1 116.20(17) . . ? B1 N1 H1 121(2) . . ? P1 N1 H1 122(2) . . ? C2 C1 P1 101.38(16) . . ? C2 C1 H1A 111.5 . . ? P1 C1 H1A 111.5 . . ? C2 C1 H1B 111.5 . . ? P1 C1 H1B 111.5 . . ? H1A C1 H1B 109.3 . . ? C1 C2 B1 106.50(19) . . ? C1 C2 H2A 110.4 . . ? B1 C2 H2A 110.4 . . ? C1 C2 H2B 110.4 . . ? B1 C2 H2B 110.4 . . ? H2A C2 H2B 108.6 . . ? C16 C11 C12 119.2(2) . . ? C16 C11 P1 124.75(18) . . ? C12 C11 P1 116.04(18) . . ? C13 C12 C11 118.7(2) . . ? C13 C12 C17 116.7(2) . . ? C11 C12 C17 124.6(2) . . ? C14 C13 C12 122.9(3) . . ? C14 C13 H13 118.6 . . ? C12 C13 H13 118.6 . . ? C13 C14 C15 117.4(2) . . ? C13 C14 C18 121.0(3) . . ? C15 C14 C18 121.5(3) . . ? C16 C15 C14 123.0(3) . . ? C16 C15 H15 118.5 . . ? C14 C15 H15 118.5 . . ? C15 C16 C11 118.9(2) . . ? C15 C16 C19 116.5(2) . . ? C11 C16 C19 124.6(2) . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C14 C18 H18A 109.5 . . ? C14 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C14 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? 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 . . ? C22 C21 C26 118.9(2) . . ? C22 C21 P1 118.05(18) . . ? C26 C21 P1 122.99(19) . . ? C23 C22 C21 119.7(2) . . ? C23 C22 C27 116.2(2) . . ? C21 C22 C27 124.1(2) . . ? C24 C23 C22 122.4(3) . . ? C24 C23 H23 118.8 . . ? C22 C23 H23 118.8 . . ? C25 C24 C23 117.4(2) . . ? C25 C24 C28 121.2(3) . . ? C23 C24 C28 121.4(3) . . ? C24 C25 C26 123.6(3) . . ? C24 C25 H25 118.2 . . ? C26 C25 H25 118.2 . . ? C25 C26 C21 118.0(2) . . ? C25 C26 C29 115.9(2) . . ? C21 C26 C29 126.1(2) . . ? C22 C27 H27A 109.5 . . ? C22 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C22 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C24 C28 H28A 109.5 . . ? C24 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C24 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C26 C29 H29A 109.5 . . ? C26 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C26 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C36 C31 C32 112.3(2) . . ? C36 C31 B1 126.9(2) . . ? C32 C31 B1 120.8(2) . . ? F32 C32 C33 116.2(3) . . ? F32 C32 C31 119.2(3) . . ? C33 C32 C31 124.6(3) . . ? F33 C33 C34 120.1(3) . . ? F33 C33 C32 120.3(3) . . ? C34 C33 C32 119.6(3) . . ? F34 C34 C35 120.5(3) . . ? F34 C34 C33 120.5(3) . . ? C35 C34 C33 119.0(3) . . ? F35 C35 C34 119.8(3) . . ? F35 C35 C36 120.8(3) . . ? C34 C35 C36 119.4(3) . . ? F36 C36 C35 114.5(2) . . ? F36 C36 C31 120.5(2) . . ? C35 C36 C31 125.0(2) . . ? C46 C41 C42 113.0(2) . . ? C46 C41 B1 120.8(2) . . ? C42 C41 B1 126.2(2) . . ? F42 C42 C43 115.9(2) . . ? F42 C42 C41 120.0(2) . . ? C43 C42 C41 124.1(2) . . ? F43 C43 C44 119.2(3) . . ? F43 C43 C42 120.9(3) . . ? C44 C43 C42 119.9(2) . . ? F44 C44 C43 120.5(3) . . ? F44 C44 C45 121.0(3) . . ? C43 C44 C45 118.5(3) . . ? F45 C45 C46 121.1(2) . . ? F45 C45 C44 119.4(2) . . ? C46 C45 C44 119.5(3) . . ? F46 C46 C45 116.0(2) . . ? F46 C46 C41 119.1(2) . . ? C45 C46 C41 125.0(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 B1 N1 P1 -13.5(2) . . . . ? C41 B1 N1 P1 -136.33(18) . . . . ? C31 B1 N1 P1 104.6(2) . . . . ? C1 P1 N1 B1 -11.3(2) . . . . ? C11 P1 N1 B1 -137.30(18) . . . . ? C21 P1 N1 B1 101.3(2) . . . . ? N1 P1 C1 C2 33.17(18) . . . . ? C11 P1 C1 C2 149.14(16) . . . . ? C21 P1 C1 C2 -88.19(18) . . . . ? P1 C1 C2 B1 -44.9(2) . . . . ? N1 B1 C2 C1 37.5(2) . . . . ? C41 B1 C2 C1 154.3(2) . . . . ? C31 B1 C2 C1 -81.5(2) . . . . ? N1 P1 C11 C16 112.8(2) . . . . ? C1 P1 C11 C16 3.2(3) . . . . ? C21 P1 C11 C16 -119.4(2) . . . . ? N1 P1 C11 C12 -65.2(2) . . . . ? C1 P1 C11 C12 -174.82(18) . . . . ? C21 P1 C11 C12 62.6(2) . . . . ? C16 C11 C12 C13 0.8(4) . . . . ? P1 C11 C12 C13 178.9(2) . . . . ? C16 C11 C12 C17 -178.7(3) . . . . ? P1 C11 C12 C17 -0.6(3) . . . . ? C11 C12 C13 C14 0.1(4) . . . . ? C17 C12 C13 C14 179.6(3) . . . . ? C12 C13 C14 C15 -0.7(4) . . . . ? C12 C13 C14 C18 179.5(3) . . . . ? C13 C14 C15 C16 0.5(4) . . . . ? C18 C14 C15 C16 -179.7(3) . . . . ? C14 C15 C16 C11 0.3(4) . . . . ? C14 C15 C16 C19 -179.6(3) . . . . ? C12 C11 C16 C15 -0.9(4) . . . . ? P1 C11 C16 C15 -178.84(19) . . . . ? C12 C11 C16 C19 178.9(2) . . . . ? P1 C11 C16 C19 1.0(4) . . . . ? N1 P1 C21 C22 177.14(17) . . . . ? C1 P1 C21 C22 -76.3(2) . . . . ? C11 P1 C21 C22 55.0(2) . . . . ? N1 P1 C21 C26 -5.5(2) . . . . ? C1 P1 C21 C26 101.1(2) . . . . ? C11 P1 C21 C26 -127.6(2) . . . . ? C26 C21 C22 C23 0.8(4) . . . . ? P1 C21 C22 C23 178.29(19) . . . . ? C26 C21 C22 C27 -178.8(2) . . . . ? P1 C21 C22 C27 -1.2(3) . . . . ? C21 C22 C23 C24 -0.4(4) . . . . ? C27 C22 C23 C24 179.2(2) . . . . ? C22 C23 C24 C25 -0.3(4) . . . . ? C22 C23 C24 C28 179.6(3) . . . . ? C23 C24 C25 C26 0.5(4) . . . . ? C28 C24 C25 C26 -179.3(3) . . . . ? C24 C25 C26 C21 -0.1(4) . . . . ? C24 C25 C26 C29 -179.9(3) . . . . ? C22 C21 C26 C25 -0.5(4) . . . . ? P1 C21 C26 C25 -177.92(19) . . . . ? C22 C21 C26 C29 179.2(3) . . . . ? P1 C21 C26 C29 1.8(4) . . . . ? N1 B1 C31 C36 -14.2(4) . . . . ? C2 B1 C31 C36 97.4(3) . . . . ? C41 B1 C31 C36 -133.6(3) . . . . ? N1 B1 C31 C32 167.3(3) . . . . ? C2 B1 C31 C32 -81.1(3) . . . . ? C41 B1 C31 C32 47.9(3) . . . . ? C36 C31 C32 F32 -178.0(3) . . . . ? B1 C31 C32 F32 0.7(4) . . . . ? C36 C31 C32 C33 2.1(5) . . . . ? B1 C31 C32 C33 -179.2(3) . . . . ? F32 C32 C33 F33 -1.5(5) . . . . ? C31 C32 C33 F33 178.5(3) . . . . ? F32 C32 C33 C34 178.2(3) . . . . ? C31 C32 C33 C34 -1.9(6) . . . . ? F33 C33 C34 F34 0.2(6) . . . . ? C32 C33 C34 F34 -179.5(3) . . . . ? F33 C33 C34 C35 180.0(3) . . . . ? C32 C33 C34 C35 0.3(5) . . . . ? F34 C34 C35 F35 0.9(5) . . . . ? C33 C34 C35 F35 -178.9(3) . . . . ? F34 C34 C35 C36 -179.4(3) . . . . ? C33 C34 C35 C36 0.8(5) . . . . ? F35 C35 C36 F36 1.0(4) . . . . ? C34 C35 C36 F36 -178.7(3) . . . . ? F35 C35 C36 C31 179.2(3) . . . . ? C34 C35 C36 C31 -0.5(5) . . . . ? C32 C31 C36 F36 177.2(3) . . . . ? B1 C31 C36 F36 -1.4(4) . . . . ? C32 C31 C36 C35 -0.9(4) . . . . ? B1 C31 C36 C35 -179.5(3) . . . . ? N1 B1 C41 C46 -47.4(3) . . . . ? C2 B1 C41 C46 -159.8(2) . . . . ? C31 B1 C41 C46 74.4(3) . . . . ? N1 B1 C41 C42 130.3(3) . . . . ? C2 B1 C41 C42 17.9(4) . . . . ? C31 B1 C41 C42 -107.9(3) . . . . ? C46 C41 C42 F42 -179.2(2) . . . . ? B1 C41 C42 F42 2.9(4) . . . . ? C46 C41 C42 C43 0.5(4) . . . . ? B1 C41 C42 C43 -177.4(3) . . . . ? F42 C42 C43 F43 -0.6(4) . . . . ? C41 C42 C43 F43 179.7(2) . . . . ? F42 C42 C43 C44 179.2(3) . . . . ? C41 C42 C43 C44 -0.5(4) . . . . ? F43 C43 C44 F44 0.3(4) . . . . ? C42 C43 C44 F44 -179.5(3) . . . . ? F43 C43 C44 C45 179.9(3) . . . . ? C42 C43 C44 C45 0.1(4) . . . . ? F44 C44 C45 F45 0.2(4) . . . . ? C43 C44 C45 F45 -179.4(3) . . . . ? F44 C44 C45 C46 180.0(3) . . . . ? C43 C44 C45 C46 0.4(4) . . . . ? F45 C45 C46 F46 -0.3(4) . . . . ? C44 C45 C46 F46 179.9(2) . . . . ? F45 C45 C46 C41 179.3(2) . . . . ? C44 C45 C46 C41 -0.5(4) . . . . ? C42 C41 C46 F46 179.7(2) . . . . ? B1 C41 C46 F46 -2.3(4) . . . . ? C42 C41 C46 C45 0.0(4) . . . . ? B1 C41 C46 C45 178.0(2) . . . . ? _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 67.02 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 0.253 _refine_diff_density_min -0.342 _refine_diff_density_rms 0.045 #============================================================================= # end of cif data for "erk6431" (compound 6b) #============================================================================= #============================================================================= # cif data for "erk6680"(compound 7) #============================================================================= data_erk6680 _database_code_depnum_ccdc_archive 'CCDC 902229' #TrackingRef '- all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H10 B F15 N2' _chemical_formula_weight 658.18 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.8538(4) _cell_length_b 16.1096(5) _cell_length_c 13.2359(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.891(2) _cell_angle_gamma 90.00 _cell_volume 2526.15(13) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 4235 _cell_measurement_theta_min 0.88 _cell_measurement_theta_max 68.25 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.731 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1304 _exptl_absorpt_coefficient_mu 1.630 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6583 _exptl_absorpt_correction_T_max 0.8540 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19408 _diffrn_reflns_av_R_equivalents 0.041 _diffrn_reflns_av_sigmaI/netI 0.0249 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 4.32 _diffrn_reflns_theta_max 66.81 _reflns_number_total 4383 _reflns_number_gt 3848 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The hydrogen at N1 atom was refined freely. ; _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^)+(0.0459P)^2^+1.3376P] 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 4383 _refine_ls_number_parameters 412 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0454 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.1025 _refine_ls_wR_factor_gt 0.0979 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _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 B1 B 1.07652(19) 0.15682(13) 0.28795(16) 0.0362(5) Uani 1 1 d . . . N1 N 1.00615(14) 0.22982(10) 0.44480(12) 0.0376(4) Uani 1 1 d . . . H01 H 1.033(2) 0.1877(16) 0.4785(19) 0.055(7) Uiso 1 1 d . . . N2 N 1.02533(13) 0.23536(9) 0.34431(11) 0.0356(3) Uani 1 1 d . . . C1 C 0.98547(17) 0.30772(11) 0.31160(14) 0.0372(4) Uani 1 1 d . . . H1 H 0.9861 0.3264 0.2443 0.045 Uiso 1 1 calc R . . C2 C 0.94196(16) 0.35241(12) 0.39313(14) 0.0376(4) Uani 1 1 d . . . C3 C 0.89122(18) 0.43099(12) 0.40385(16) 0.0441(5) Uani 1 1 d . . . H3 H 0.8783 0.4656 0.3475 0.053 Uiso 1 1 calc R . . C4 C 0.86123(18) 0.45576(13) 0.49824(17) 0.0456(5) Uani 1 1 d . . . C5 C 0.88610(18) 0.40358(13) 0.58219(16) 0.0463(5) Uani 1 1 d . . . H5 H 0.8675 0.4231 0.6465 0.056 Uiso 1 1 calc R . . C6 C 0.93540(17) 0.32651(13) 0.57663(15) 0.0411(4) Uani 1 1 d . . . C7 C 0.95973(15) 0.30153(11) 0.47784(14) 0.0357(4) Uani 1 1 d . . . C8 C 0.8031(2) 0.53805(14) 0.5142(2) 0.0592(6) Uani 1 1 d . . . H8A H 0.8222 0.5761 0.4606 0.089 Uiso 1 1 calc R . . H8B H 0.8279 0.5611 0.5789 0.089 Uiso 1 1 calc R . . H8C H 0.7221 0.5298 0.5134 0.089 Uiso 1 1 calc R . . C9 C 0.9644(2) 0.27278(15) 0.66653(16) 0.0522(5) Uani 1 1 d . . . H9A H 0.9357 0.2981 0.7270 0.078 Uiso 1 1 calc R . . H9B H 1.0458 0.2671 0.6737 0.078 Uiso 1 1 calc R . . H9C H 0.9306 0.2184 0.6569 0.078 Uiso 1 1 calc R . . C11 C 0.97371(16) 0.08922(11) 0.30007(13) 0.0358(4) Uani 1 1 d . . . F12 F 0.85370(10) 0.17971(7) 0.20447(9) 0.0483(3) Uani 1 1 d . . . C12 C 0.86631(17) 0.11045(11) 0.26138(14) 0.0381(4) Uani 1 1 d . . . F13 F 0.66861(10) 0.09371(7) 0.24125(10) 0.0523(3) Uani 1 1 d . . . C13 C 0.76931(17) 0.06655(12) 0.27731(15) 0.0407(4) Uani 1 1 d . . . F14 F 0.68305(11) -0.05212(8) 0.34694(10) 0.0567(3) Uani 1 1 d . . . C14 C 0.77579(17) -0.00642(13) 0.33186(15) 0.0425(5) Uani 1 1 d . . . F15 F 0.88650(11) -0.10340(7) 0.42202(10) 0.0549(3) Uani 1 1 d . . . C15 C 0.87898(18) -0.03166(12) 0.36943(14) 0.0404(4) Uani 1 1 d . . . F16 F 1.06921(10) -0.01238(7) 0.40304(9) 0.0471(3) Uani 1 1 d . . . C16 C 0.97404(17) 0.01623(12) 0.35581(14) 0.0379(4) Uani 1 1 d . . . C21 C 1.10332(17) 0.18269(12) 0.17112(14) 0.0384(4) Uani 1 1 d . . . F22 F 1.01236(12) 0.06620(8) 0.09432(9) 0.0570(3) Uani 1 1 d . . . C22 C 1.07350(18) 0.13628(13) 0.08596(15) 0.0445(5) Uani 1 1 d . . . F23 F 1.07126(15) 0.10982(10) -0.08991(10) 0.0742(4) Uani 1 1 d . . . C23 C 1.1033(2) 0.15740(14) -0.01107(15) 0.0500(5) Uani 1 1 d . . . F24 F 1.19192(14) 0.25033(10) -0.12059(10) 0.0729(4) Uani 1 1 d . . . C24 C 1.1648(2) 0.22812(15) -0.02636(16) 0.0529(6) Uani 1 1 d . . . F25 F 1.25906(12) 0.34517(8) 0.04049(11) 0.0640(4) Uani 1 1 d . . . C25 C 1.19747(18) 0.27606(13) 0.05477(17) 0.0477(5) Uani 1 1 d . . . F26 F 1.20822(10) 0.30002(7) 0.22759(9) 0.0505(3) Uani 1 1 d . . . C26 C 1.16867(17) 0.25209(12) 0.15031(15) 0.0411(4) Uani 1 1 d . . . C31 C 1.19925(16) 0.13239(11) 0.34290(14) 0.0359(4) Uani 1 1 d . . . F32 F 1.20076(10) 0.00960(7) 0.24586(9) 0.0477(3) Uani 1 1 d . . . C32 C 1.25333(17) 0.05999(12) 0.31396(14) 0.0382(4) Uani 1 1 d . . . F33 F 1.40777(12) -0.03323(8) 0.31325(11) 0.0611(4) Uani 1 1 d . . . C33 C 1.36030(18) 0.03666(13) 0.34745(16) 0.0441(5) Uani 1 1 d . . . F34 F 1.52562(11) 0.06830(9) 0.44515(11) 0.0645(4) Uani 1 1 d . . . C34 C 1.41946(17) 0.08717(14) 0.41392(16) 0.0460(5) Uani 1 1 d . . . F35 F 1.42525(11) 0.20745(9) 0.51384(11) 0.0665(4) Uani 1 1 d . . . C35 C 1.36989(18) 0.15841(13) 0.44635(16) 0.0452(5) Uani 1 1 d . . . F36 F 1.22705(11) 0.25482(7) 0.44276(10) 0.0557(3) Uani 1 1 d . . . C36 C 1.26428(17) 0.18064(12) 0.40920(15) 0.0409(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 B1 0.0383(12) 0.0323(11) 0.0380(11) 0.0008(8) 0.0012(9) 0.0025(9) N1 0.0402(9) 0.0378(9) 0.0351(8) 0.0042(7) 0.0035(7) 0.0048(7) N2 0.0366(9) 0.0346(8) 0.0357(8) 0.0024(6) 0.0026(6) 0.0031(7) C1 0.0404(11) 0.0347(10) 0.0366(9) 0.0033(8) 0.0017(8) 0.0017(8) C2 0.0366(10) 0.0352(10) 0.0411(10) 0.0004(8) 0.0016(8) -0.0001(8) C3 0.0458(12) 0.0365(10) 0.0500(11) 0.0003(9) 0.0033(9) 0.0052(9) C4 0.0421(12) 0.0384(11) 0.0565(12) -0.0063(9) 0.0061(9) -0.0009(9) C5 0.0454(12) 0.0480(12) 0.0460(11) -0.0096(9) 0.0091(9) -0.0034(9) C6 0.0376(11) 0.0465(11) 0.0393(10) -0.0035(8) 0.0041(8) -0.0041(9) C7 0.0307(10) 0.0356(10) 0.0408(10) -0.0019(8) 0.0023(7) -0.0012(8) C8 0.0634(15) 0.0446(12) 0.0704(15) -0.0109(11) 0.0118(12) 0.0104(11) C9 0.0579(14) 0.0590(14) 0.0398(11) -0.0013(10) 0.0035(10) 0.0023(11) C11 0.0384(10) 0.0346(9) 0.0342(9) 0.0013(7) 0.0001(7) 0.0029(8) F12 0.0490(7) 0.0387(6) 0.0564(7) 0.0134(5) -0.0093(5) 0.0015(5) C12 0.0433(11) 0.0329(10) 0.0378(10) 0.0046(8) -0.0029(8) 0.0022(8) F13 0.0385(7) 0.0487(7) 0.0689(8) 0.0029(6) -0.0114(6) 0.0024(5) C13 0.0375(11) 0.0393(10) 0.0450(11) -0.0002(8) -0.0041(8) 0.0027(8) F14 0.0448(7) 0.0561(8) 0.0692(8) 0.0117(6) 0.0015(6) -0.0139(6) C14 0.0395(11) 0.0422(11) 0.0457(11) 0.0023(9) 0.0011(8) -0.0074(9) F15 0.0586(8) 0.0453(7) 0.0605(7) 0.0213(6) -0.0024(6) -0.0053(6) C15 0.0474(12) 0.0343(10) 0.0395(10) 0.0080(8) 0.0005(8) -0.0015(8) F16 0.0420(7) 0.0476(7) 0.0511(7) 0.0150(5) -0.0057(5) 0.0039(5) C16 0.0388(11) 0.0387(10) 0.0360(9) 0.0030(8) -0.0028(8) 0.0044(8) C21 0.0380(11) 0.0353(10) 0.0419(10) 0.0031(8) 0.0027(8) 0.0063(8) F22 0.0760(9) 0.0484(7) 0.0465(7) -0.0055(5) 0.0028(6) -0.0131(6) C22 0.0489(12) 0.0411(11) 0.0436(11) 0.0036(9) 0.0031(9) 0.0031(9) F23 0.0980(12) 0.0857(11) 0.0389(7) -0.0074(7) 0.0009(7) -0.0047(9) C23 0.0553(14) 0.0578(13) 0.0370(10) -0.0003(9) 0.0015(9) 0.0091(11) F24 0.0790(10) 0.0950(11) 0.0455(7) 0.0247(7) 0.0147(7) 0.0089(8) C24 0.0524(13) 0.0649(15) 0.0419(11) 0.0172(10) 0.0109(9) 0.0153(11) F25 0.0582(8) 0.0603(8) 0.0745(9) 0.0227(7) 0.0168(7) -0.0056(6) C25 0.0409(12) 0.0484(12) 0.0543(12) 0.0158(10) 0.0090(9) 0.0056(9) F26 0.0504(7) 0.0445(7) 0.0570(7) -0.0013(5) 0.0070(5) -0.0073(5) C26 0.0379(11) 0.0402(10) 0.0455(11) 0.0036(8) 0.0050(8) 0.0048(8) C31 0.0360(10) 0.0351(10) 0.0369(9) 0.0030(8) 0.0050(7) -0.0002(8) F32 0.0512(7) 0.0440(6) 0.0480(6) -0.0082(5) 0.0014(5) 0.0041(5) C32 0.0404(11) 0.0358(10) 0.0385(10) 0.0008(8) 0.0023(8) -0.0001(8) F33 0.0545(8) 0.0515(7) 0.0773(9) -0.0040(7) 0.0046(6) 0.0196(6) C33 0.0423(11) 0.0405(11) 0.0500(11) 0.0059(9) 0.0084(9) 0.0089(9) F34 0.0373(7) 0.0741(9) 0.0816(9) 0.0124(7) -0.0075(6) 0.0071(6) C34 0.0319(11) 0.0539(12) 0.0521(12) 0.0119(10) 0.0000(9) 0.0031(9) F35 0.0463(8) 0.0742(9) 0.0782(9) -0.0176(7) -0.0123(7) -0.0127(7) C35 0.0373(11) 0.0507(12) 0.0475(11) 0.0012(9) -0.0011(9) -0.0075(9) F36 0.0457(7) 0.0451(7) 0.0764(9) -0.0193(6) -0.0004(6) -0.0007(5) C36 0.0378(11) 0.0382(10) 0.0470(11) -0.0022(8) 0.0058(8) -0.0014(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag B1 N2 1.599(3) . ? B1 C21 1.643(3) . ? B1 C11 1.646(3) . ? B1 C31 1.652(3) . ? N1 C7 1.358(2) . ? N1 N2 1.360(2) . ? N1 H01 0.87(3) . ? N2 C1 1.325(2) . ? C1 C2 1.409(3) . ? C1 H1 0.9400 . ? C2 C7 1.399(3) . ? C2 C3 1.411(3) . ? C3 C4 1.370(3) . ? C3 H3 0.9400 . ? C4 C5 1.416(3) . ? C4 C8 1.512(3) . ? C5 C6 1.375(3) . ? C5 H5 0.9400 . ? C6 C7 1.407(3) . ? C6 C9 1.502(3) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C8 H8C 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C9 H9C 0.9700 . ? C11 C16 1.388(3) . ? C11 C12 1.399(3) . ? F12 C12 1.352(2) . ? C12 C13 1.372(3) . ? F13 C13 1.344(2) . ? C13 C14 1.380(3) . ? F14 C14 1.343(2) . ? C14 C15 1.367(3) . ? F15 C15 1.350(2) . ? C15 C16 1.382(3) . ? F16 C16 1.353(2) . ? C21 C22 1.388(3) . ? C21 C26 1.393(3) . ? F22 C22 1.348(2) . ? C22 C23 1.386(3) . ? F23 C23 1.340(3) . ? C23 C24 1.371(3) . ? F24 C24 1.346(2) . ? C24 C25 1.368(3) . ? F25 C25 1.348(3) . ? C25 C26 1.376(3) . ? F26 C26 1.353(2) . ? C31 C36 1.387(3) . ? C31 C32 1.391(3) . ? F32 C32 1.350(2) . ? C32 C33 1.382(3) . ? F33 C33 1.344(2) . ? C33 C34 1.374(3) . ? F34 C34 1.346(2) . ? C34 C35 1.365(3) . ? F35 C35 1.347(2) . ? C35 C36 1.377(3) . ? F36 C36 1.354(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 B1 C21 109.07(15) . . ? N2 B1 C11 100.63(15) . . ? C21 B1 C11 115.24(16) . . ? N2 B1 C31 108.98(15) . . ? C21 B1 C31 106.26(16) . . ? C11 B1 C31 116.32(15) . . ? C7 N1 N2 109.98(15) . . ? C7 N1 H01 130.2(16) . . ? N2 N1 H01 119.0(17) . . ? C1 N2 N1 107.94(15) . . ? C1 N2 B1 132.88(16) . . ? N1 N2 B1 118.87(14) . . ? N2 C1 C2 109.56(16) . . ? N2 C1 H1 125.2 . . ? C2 C1 H1 125.2 . . ? C7 C2 C1 105.38(16) . . ? C7 C2 C3 119.90(18) . . ? C1 C2 C3 134.71(18) . . ? C4 C3 C2 118.52(19) . . ? C4 C3 H3 120.7 . . ? C2 C3 H3 120.7 . . ? C3 C4 C5 119.28(19) . . ? C3 C4 C8 121.1(2) . . ? C5 C4 C8 119.6(2) . . ? C6 C5 C4 124.86(19) . . ? C6 C5 H5 117.6 . . ? C4 C5 H5 117.6 . . ? C5 C6 C7 114.11(18) . . ? C5 C6 C9 124.37(19) . . ? C7 C6 C9 121.51(18) . . ? N1 C7 C2 106.98(16) . . ? N1 C7 C6 129.81(18) . . ? C2 C7 C6 123.17(18) . . ? C4 C8 H8A 109.5 . . ? C4 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C4 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C16 C11 C12 112.84(17) . . ? C16 C11 B1 128.55(17) . . ? C12 C11 B1 118.05(16) . . ? F12 C12 C13 115.68(17) . . ? F12 C12 C11 119.23(17) . . ? C13 C12 C11 125.08(17) . . ? F13 C13 C12 121.09(17) . . ? F13 C13 C14 119.76(18) . . ? C12 C13 C14 119.14(18) . . ? F14 C14 C15 120.65(18) . . ? F14 C14 C13 120.85(18) . . ? C15 C14 C13 118.50(18) . . ? F15 C15 C14 119.02(18) . . ? F15 C15 C16 120.31(18) . . ? C14 C15 C16 120.66(18) . . ? F16 C16 C15 114.87(16) . . ? F16 C16 C11 121.47(17) . . ? C15 C16 C11 123.65(18) . . ? C22 C21 C26 113.58(18) . . ? C22 C21 B1 125.14(17) . . ? C26 C21 B1 121.06(17) . . ? F22 C22 C23 115.85(19) . . ? F22 C22 C21 120.50(18) . . ? C23 C22 C21 123.7(2) . . ? F23 C23 C24 119.93(19) . . ? F23 C23 C22 120.5(2) . . ? C24 C23 C22 119.6(2) . . ? F24 C24 C25 120.5(2) . . ? F24 C24 C23 120.1(2) . . ? C25 C24 C23 119.41(19) . . ? F25 C25 C24 119.77(19) . . ? F25 C25 C26 120.8(2) . . ? C24 C25 C26 119.4(2) . . ? F26 C26 C25 116.39(18) . . ? F26 C26 C21 119.32(17) . . ? C25 C26 C21 124.3(2) . . ? C36 C31 C32 113.12(17) . . ? C36 C31 B1 127.44(17) . . ? C32 C31 B1 119.05(16) . . ? F32 C32 C33 116.69(17) . . ? F32 C32 C31 118.78(17) . . ? C33 C32 C31 124.49(18) . . ? F33 C33 C34 120.10(19) . . ? F33 C33 C32 120.66(19) . . ? C34 C33 C32 119.21(19) . . ? F34 C34 C35 120.1(2) . . ? F34 C34 C33 121.0(2) . . ? C35 C34 C33 118.92(19) . . ? F35 C35 C34 119.76(19) . . ? F35 C35 C36 120.11(19) . . ? C34 C35 C36 120.13(19) . . ? F36 C36 C35 114.49(18) . . ? F36 C36 C31 121.46(18) . . ? C35 C36 C31 124.05(19) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C7 N1 N2 C1 -3.7(2) . . . . ? C7 N1 N2 B1 -178.19(16) . . . . ? C21 B1 N2 C1 12.9(3) . . . . ? C11 B1 N2 C1 -108.7(2) . . . . ? C31 B1 N2 C1 128.5(2) . . . . ? C21 B1 N2 N1 -174.31(15) . . . . ? C11 B1 N2 N1 64.09(19) . . . . ? C31 B1 N2 N1 -58.7(2) . . . . ? N1 N2 C1 C2 1.9(2) . . . . ? B1 N2 C1 C2 175.27(18) . . . . ? N2 C1 C2 C7 0.5(2) . . . . ? N2 C1 C2 C3 179.3(2) . . . . ? C7 C2 C3 C4 0.5(3) . . . . ? C1 C2 C3 C4 -178.1(2) . . . . ? C2 C3 C4 C5 2.6(3) . . . . ? C2 C3 C4 C8 -178.0(2) . . . . ? C3 C4 C5 C6 -2.6(3) . . . . ? C8 C4 C5 C6 177.9(2) . . . . ? C4 C5 C6 C7 -0.5(3) . . . . ? C4 C5 C6 C9 178.1(2) . . . . ? N2 N1 C7 C2 4.0(2) . . . . ? N2 N1 C7 C6 -173.65(19) . . . . ? C1 C2 C7 N1 -2.7(2) . . . . ? C3 C2 C7 N1 178.26(18) . . . . ? C1 C2 C7 C6 175.12(18) . . . . ? C3 C2 C7 C6 -3.9(3) . . . . ? C5 C6 C7 N1 -178.91(19) . . . . ? C9 C6 C7 N1 2.4(3) . . . . ? C5 C6 C7 C2 3.7(3) . . . . ? C9 C6 C7 C2 -174.93(19) . . . . ? N2 B1 C11 C16 -113.1(2) . . . . ? C21 B1 C11 C16 129.7(2) . . . . ? C31 B1 C11 C16 4.4(3) . . . . ? N2 B1 C11 C12 57.6(2) . . . . ? C21 B1 C11 C12 -59.5(2) . . . . ? C31 B1 C11 C12 175.16(16) . . . . ? C16 C11 C12 F12 -179.22(16) . . . . ? B1 C11 C12 F12 8.6(3) . . . . ? C16 C11 C12 C13 1.6(3) . . . . ? B1 C11 C12 C13 -170.60(18) . . . . ? F12 C12 C13 F13 -2.5(3) . . . . ? C11 C12 C13 F13 176.71(18) . . . . ? F12 C12 C13 C14 177.85(17) . . . . ? C11 C12 C13 C14 -2.9(3) . . . . ? F13 C13 C14 F14 2.0(3) . . . . ? C12 C13 C14 F14 -178.39(18) . . . . ? F13 C13 C14 C15 -178.65(18) . . . . ? C12 C13 C14 C15 1.0(3) . . . . ? F14 C14 C15 F15 0.0(3) . . . . ? C13 C14 C15 F15 -179.32(18) . . . . ? F14 C14 C15 C16 -178.60(18) . . . . ? C13 C14 C15 C16 2.0(3) . . . . ? F15 C15 C16 F16 -3.4(3) . . . . ? C14 C15 C16 F16 175.22(18) . . . . ? F15 C15 C16 C11 177.87(18) . . . . ? C14 C15 C16 C11 -3.5(3) . . . . ? C12 C11 C16 F16 -176.99(17) . . . . ? B1 C11 C16 F16 -5.8(3) . . . . ? C12 C11 C16 C15 1.6(3) . . . . ? B1 C11 C16 C15 172.80(19) . . . . ? N2 B1 C21 C22 -132.94(19) . . . . ? C11 B1 C21 C22 -20.7(3) . . . . ? C31 B1 C21 C22 109.7(2) . . . . ? N2 B1 C21 C26 52.8(2) . . . . ? C11 B1 C21 C26 165.06(17) . . . . ? C31 B1 C21 C26 -64.5(2) . . . . ? C26 C21 C22 F22 178.51(18) . . . . ? B1 C21 C22 F22 3.9(3) . . . . ? C26 C21 C22 C23 -1.3(3) . . . . ? B1 C21 C22 C23 -176.0(2) . . . . ? F22 C22 C23 F23 0.4(3) . . . . ? C21 C22 C23 F23 -179.76(19) . . . . ? F22 C22 C23 C24 179.50(19) . . . . ? C21 C22 C23 C24 -0.6(3) . . . . ? F23 C23 C24 F24 0.7(3) . . . . ? C22 C23 C24 F24 -178.4(2) . . . . ? F23 C23 C24 C25 -179.7(2) . . . . ? C22 C23 C24 C25 1.1(3) . . . . ? F24 C24 C25 F25 -1.3(3) . . . . ? C23 C24 C25 F25 179.23(19) . . . . ? F24 C24 C25 C26 179.95(19) . . . . ? C23 C24 C25 C26 0.4(3) . . . . ? F25 C25 C26 F26 -1.9(3) . . . . ? C24 C25 C26 F26 176.89(18) . . . . ? F25 C25 C26 C21 178.53(18) . . . . ? C24 C25 C26 C21 -2.7(3) . . . . ? C22 C21 C26 F26 -176.54(17) . . . . ? B1 C21 C26 F26 -1.7(3) . . . . ? C22 C21 C26 C25 3.0(3) . . . . ? B1 C21 C26 C25 177.91(19) . . . . ? N2 B1 C31 C36 -15.1(3) . . . . ? C21 B1 C31 C36 102.3(2) . . . . ? C11 B1 C31 C36 -127.9(2) . . . . ? N2 B1 C31 C32 172.65(16) . . . . ? C21 B1 C31 C32 -70.0(2) . . . . ? C11 B1 C31 C32 59.8(2) . . . . ? C36 C31 C32 F32 -176.97(16) . . . . ? B1 C31 C32 F32 -3.6(3) . . . . ? C36 C31 C32 C33 0.6(3) . . . . ? B1 C31 C32 C33 173.94(18) . . . . ? F32 C32 C33 F33 -0.3(3) . . . . ? C31 C32 C33 F33 -177.95(18) . . . . ? F32 C32 C33 C34 177.60(18) . . . . ? C31 C32 C33 C34 0.0(3) . . . . ? F33 C33 C34 F34 0.6(3) . . . . ? C32 C33 C34 F34 -177.30(18) . . . . ? F33 C33 C34 C35 179.05(19) . . . . ? C32 C33 C34 C35 1.1(3) . . . . ? F34 C34 C35 F35 -3.5(3) . . . . ? C33 C34 C35 F35 178.02(19) . . . . ? F34 C34 C35 C36 175.60(19) . . . . ? C33 C34 C35 C36 -2.8(3) . . . . ? F35 C35 C36 F36 2.7(3) . . . . ? C34 C35 C36 F36 -176.40(18) . . . . ? F35 C35 C36 C31 -177.20(18) . . . . ? C34 C35 C36 C31 3.7(3) . . . . ? C32 C31 C36 F36 177.64(17) . . . . ? B1 C31 C36 F36 5.0(3) . . . . ? C32 C31 C36 C35 -2.4(3) . . . . ? B1 C31 C36 C35 -175.07(19) . . . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 66.81 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.209 _refine_diff_density_min -0.215 _refine_diff_density_rms 0.046 #============================================================================= # end of cif data for "erk6680" (compound 7) #============================================================================= #============================================================================= # end of cif file #=============================================================================