Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2003 data_global _journal_name_full 'Dalton Trans.' # CIF produced by WinGX routine CIF_UPDATE # CIF produced by WinGX routine CIF_UPDATE # Created on 2000-06-05 at 14:56:24 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.1 # Request file : C:\chem\wingx\files\archive.dat # CIF files read : cabs dreduc struct psi_scan _journal_coden_Cambridge 0222 loop_ _publ_author_name 'Francis Mair' 'David T. Carey' 'Robin G. Pritchard' 'John E. Warren' 'Rebecca J. Woods' _publ_contact_author_name 'Dr Francis Mair' _publ_contact_author_address ; Department of Chemistry UMIST PO Box 88 Manchester M60 1QD UNITED KINGDOM ; _publ_contact_author_email FRANK.MAIR@UMIST.AC.UK _publ_section_title ; Borane and alane reductions of bulky N,N'-diaryl-1,3-diimines: Structural characterization of products and intermediates in the diastereoselective synthesis of 1,3 diamines ; data_2a _database_code_CSD 212230 _audit_creation_date 2003-07-27T22:29:55-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C31 H49 B1 N2' _chemical_formula_sum 'C31 H49 B N2' _chemical_formula_weight 460.53 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.539(8) _cell_length_b 9.459(7) _cell_length_c 19.457(7) _cell_angle_alpha 102.29(5) _cell_angle_beta 94.25(5) _cell_angle_gamma 112.19(7) _cell_volume 1401.0(17) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 6.7 _cell_measurement_theta_max 11.9 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.3 _exptl_crystal_density_diffrn 1.092 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 508 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_factor_mur 0.019 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. r.h. blessing, acta cryst. (1995), a51, 33-38] ; _exptl_absorpt_correction_T_min 0.9724 _exptl_absorpt_correction_T_max 0.9809 _exptl_absorpt_correction_t_ave 0.9602 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_UB_11 0.52965E-1 _diffrn_orient_matrix_UB_12 0.106571 _diffrn_orient_matrix_UB_13 0.34988E-1 _diffrn_orient_matrix_UB_21 -0.6925E-2 _diffrn_orient_matrix_UB_22 -0.51586E-1 _diffrn_orient_matrix_UB_23 0.40219E-1 _diffrn_orient_matrix_UB_31 0.117004 _diffrn_orient_matrix_UB_32 0.1102E-2 _diffrn_orient_matrix_UB_33 -0.3387E-2 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega scans' _diffrn_standards_number 3 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 1 _diffrn_standards_decay_corr_max 1.049 _diffrn_standards_decay_corr_min 0.991 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 -1 4 -1 -3 2 -1 -2 7 _diffrn_reflns_av_R_equivalents 0.0292 _diffrn_reflns_av_unetI/netI 0.0494 _diffrn_reflns_number 5200 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 24.93 _diffrn_reflns_theta_full 24.93 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _reflns_number_total 4876 _reflns_number_gt 2988 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; 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^)+(0.1577P)^2^+0.2040P] 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_number_reflns 4876 _refine_ls_number_parameters 321 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1298 _refine_ls_R_factor_gt 0.0793 _refine_ls_wR_factor_ref 0.2562 _refine_ls_wR_factor_gt 0.214 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.336 _refine_diff_density_min -0.292 _refine_diff_density_rms 0.062 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.6997(4) 0.3600(4) 0.7690(2) 0.0340(8) Uani 1 1 d . . . H1 H 0.835(3) 0.3546(5) 0.7838(4) 0.007(6) Uiso 1 1 calc R . . N1 N 0.6253(3) 0.4215(3) 0.82379(13) 0.0312(6) Uani 1 1 d . . . N2 N 0.6184(3) 0.3054(3) 0.69783(13) 0.0332(6) Uani 1 1 d . . . C1 C 0.4964(4) 0.6072(4) 0.8059(2) 0.0421(8) Uani 1 1 d . . . H1A H 0.575 0.6787 0.8481 0.063 Uiso 1 1 calc R . . H1B H 0.3905 0.6209 0.8044 0.063 Uiso 1 1 calc R . . H1C H 0.5453 0.6289 0.7645 0.063 Uiso 1 1 calc R . . C2 C 0.4621(4) 0.4369(4) 0.80701(17) 0.0332(7) Uani 1 1 d . . . H2 H 0.3984 0.4146 0.8461 0.04 Uiso 1 1 calc R . . C3 C 0.3515(4) 0.3117(4) 0.73803(18) 0.0367(8) Uani 1 1 d . . . C4 C 0.4558(4) 0.3192(4) 0.67650(17) 0.0384(8) Uani 1 1 d . . . H4 H 0.4865 0.4244 0.6684 0.046 Uiso 1 1 calc R . . C5 C 0.3557(4) 0.1992(5) 0.60622(19) 0.0516(10) Uani 1 1 d . . . H5A H 0.4256 0.2138 0.5698 0.077 Uiso 1 1 calc R . . H5B H 0.2536 0.214 0.5928 0.077 Uiso 1 1 calc R . . H5C H 0.3247 0.0941 0.6118 0.077 Uiso 1 1 calc R . . C6 C 0.7055(4) 0.2562(4) 0.64280(16) 0.0337(8) Uani 1 1 d . . . C7 C 0.6989(4) 0.1032(4) 0.62772(18) 0.0385(8) Uani 1 1 d . . . C8 C 0.7853(4) 0.0587(4) 0.57492(18) 0.0419(9) Uani 1 1 d . . . H8 H 0.782 -0.0431 0.5646 0.05 Uiso 1 1 calc R . . C9 C 0.8753(5) 0.1621(5) 0.53777(19) 0.0462(9) Uani 1 1 d . . . H9 H 0.9302 0.1301 0.5019 0.055 Uiso 1 1 calc R . . C10 C 0.8830(4) 0.3133(5) 0.55426(19) 0.0471(9) Uani 1 1 d . . . H10 H 0.946 0.3838 0.5297 0.056 Uiso 1 1 calc R . . C11 C 0.8000(4) 0.3644(4) 0.60642(17) 0.0375(8) Uani 1 1 d . . . C12 C 0.8149(4) 0.5320(4) 0.6220(2) 0.0450(9) Uani 1 1 d . . . H12 H 0.757 0.5495 0.6626 0.054 Uiso 1 1 calc R . . C13 C 0.7272(5) 0.5607(5) 0.5592(2) 0.0618(11) Uani 1 1 d . . . H13A H 0.7449 0.6701 0.5694 0.093 Uiso 1 1 calc R . . H13B H 0.6064 0.4958 0.5509 0.093 Uiso 1 1 calc R . . H13C H 0.7745 0.5346 0.5175 0.093 Uiso 1 1 calc R . . C14 C 1.0034(5) 0.6495(5) 0.6430(2) 0.0591(11) Uani 1 1 d . . . H14A H 1.0095 0.7554 0.6562 0.089 Uiso 1 1 calc R . . H14B H 1.0618 0.6376 0.6032 0.089 Uiso 1 1 calc R . . H14C H 1.057 0.629 0.6827 0.089 Uiso 1 1 calc R . . C15 C 0.6072(4) -0.0138(4) 0.6687(2) 0.0491(9) Uani 1 1 d . . . H15 H 0.5453 0.0339 0.6998 0.059 Uiso 1 1 calc R . . C16 C 0.4749(5) -0.1686(5) 0.6198(3) 0.0692(13) Uani 1 1 d . . . H16A H 0.417 -0.2374 0.648 0.104 Uiso 1 1 calc R . . H16B H 0.5317 -0.2185 0.5885 0.104 Uiso 1 1 calc R . . H16C H 0.3929 -0.1473 0.5919 0.104 Uiso 1 1 calc R . . C17 C 0.7353(6) -0.0422(5) 0.7162(2) 0.0635(12) Uani 1 1 d . . . H17A H 0.675 -0.1155 0.7423 0.095 Uiso 1 1 calc R . . H17B H 0.8106 0.056 0.7491 0.095 Uiso 1 1 calc R . . H17C H 0.8013 -0.0851 0.6873 0.095 Uiso 1 1 calc R . . C18 C 0.2871(4) 0.1483(4) 0.7523(2) 0.0459(9) Uani 1 1 d . . . H18A H 0.3832 0.1281 0.7691 0.069 Uiso 1 1 calc R . . H18B H 0.2232 0.0694 0.709 0.069 Uiso 1 1 calc R . . H18C H 0.2144 0.1445 0.7878 0.069 Uiso 1 1 calc R . . C19 C 0.1935(4) 0.3449(5) 0.7185(2) 0.0493(10) Uani 1 1 d . . . H19A H 0.228 0.4384 0.7015 0.074 Uiso 1 1 calc R . . H19B H 0.1416 0.3603 0.76 0.074 Uiso 1 1 calc R . . H19C H 0.1123 0.2567 0.6819 0.074 Uiso 1 1 calc R . . C20 C 0.7167(4) 0.4919(4) 0.89632(17) 0.0338(8) Uani 1 1 d . . . C21 C 0.6648(4) 0.4098(4) 0.94853(17) 0.0353(8) Uani 1 1 d . . . C22 C 0.7509(4) 0.4811(5) 1.01783(18) 0.0440(9) Uani 1 1 d . . . H22 H 0.7154 0.4302 1.0534 0.053 Uiso 1 1 calc R . . C23 C 0.8880(4) 0.6258(5) 1.03555(19) 0.0471(9) Uani 1 1 d . . . H23 H 0.9444 0.6716 1.0826 0.056 Uiso 1 1 calc R . . C24 C 0.9408(4) 0.7018(4) 0.98388(18) 0.0402(8) Uani 1 1 d . . . H24 H 1.0351 0.7986 0.9961 0.048 Uiso 1 1 calc R . . C25 C 0.8573(4) 0.6383(4) 0.91335(17) 0.0351(8) Uani 1 1 d . . . C26 C 0.9283(4) 0.7295(4) 0.85911(18) 0.0389(8) Uani 1 1 d . . . H26 H 0.8494 0.675 0.8135 0.047 Uiso 1 1 calc R . . C27 C 0.9407(5) 0.8975(4) 0.8799(2) 0.0519(10) Uani 1 1 d . . . H27A H 0.9796 0.9481 0.8428 0.078 Uiso 1 1 calc R . . H27B H 1.0206 0.9548 0.9236 0.078 Uiso 1 1 calc R . . H27C H 0.8298 0.8962 0.8863 0.078 Uiso 1 1 calc R . . C28 C 1.1034(4) 0.7293(5) 0.8478(2) 0.0492(10) Uani 1 1 d . . . H28A H 1.0916 0.6224 0.8297 0.074 Uiso 1 1 calc R . . H28B H 1.1814 0.7762 0.8924 0.074 Uiso 1 1 calc R . . H28C H 1.1473 0.789 0.8142 0.074 Uiso 1 1 calc R . . C29 C 0.5258(4) 0.2445(4) 0.92886(18) 0.0390(8) Uani 1 1 d . . . H29 H 0.4382 0.2391 0.8917 0.047 Uiso 1 1 calc R . . C30 C 0.4378(5) 0.1960(5) 0.9901(2) 0.0508(10) Uani 1 1 d . . . H30A H 0.3448 0.0937 0.9726 0.076 Uiso 1 1 calc R . . H30B H 0.394 0.2719 1.0109 0.076 Uiso 1 1 calc R . . H30C H 0.5189 0.1916 1.0256 0.076 Uiso 1 1 calc R . . C31 C 0.5996(5) 0.1254(5) 0.8972(2) 0.0501(10) Uani 1 1 d . . . H31A H 0.5082 0.0224 0.8792 0.075 Uiso 1 1 calc R . . H31B H 0.6797 0.1223 0.9336 0.075 Uiso 1 1 calc R . . H31C H 0.6574 0.1568 0.859 0.075 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 B1 0.0162(16) 0.038(2) 0.042(2) 0.0114(17) 0.0030(14) 0.0046(15) N1 0.0177(12) 0.0394(15) 0.0336(14) 0.0114(12) 0.0017(10) 0.0078(11) N2 0.0170(12) 0.0446(16) 0.0351(14) 0.0094(12) 0.0038(10) 0.0100(11) C1 0.0281(17) 0.045(2) 0.053(2) 0.0108(17) 0.0014(15) 0.0162(15) C2 0.0181(14) 0.0433(19) 0.0352(17) 0.0101(15) 0.0044(12) 0.0094(13) C3 0.0150(14) 0.0434(19) 0.0451(19) 0.0111(16) 0.0018(13) 0.0057(13) C4 0.0216(15) 0.048(2) 0.0410(19) 0.0089(16) 0.0031(13) 0.0115(14) C5 0.0286(18) 0.075(3) 0.045(2) 0.0042(19) -0.0038(15) 0.0226(18) C6 0.0190(14) 0.044(2) 0.0312(16) 0.0037(14) -0.0005(12) 0.0088(14) C7 0.0212(15) 0.045(2) 0.0432(19) 0.0072(16) -0.0008(13) 0.0107(14) C8 0.0327(18) 0.046(2) 0.044(2) 0.0019(16) 0.0027(15) 0.0191(16) C9 0.0368(19) 0.060(2) 0.042(2) 0.0046(18) 0.0084(15) 0.0241(18) C10 0.0346(19) 0.063(3) 0.046(2) 0.0210(18) 0.0136(16) 0.0176(18) C11 0.0219(15) 0.048(2) 0.0393(18) 0.0099(15) 0.0035(13) 0.0121(15) C12 0.0340(18) 0.048(2) 0.052(2) 0.0149(17) 0.0173(16) 0.0130(16) C13 0.049(2) 0.062(3) 0.081(3) 0.028(2) 0.009(2) 0.025(2) C14 0.041(2) 0.055(3) 0.072(3) 0.015(2) 0.0130(19) 0.0091(19) C15 0.0332(19) 0.047(2) 0.066(2) 0.0161(19) 0.0113(17) 0.0145(17) C16 0.038(2) 0.044(2) 0.112(4) 0.018(2) 0.003(2) 0.0052(18) C17 0.057(3) 0.058(3) 0.073(3) 0.026(2) 0.010(2) 0.016(2) C18 0.0259(17) 0.046(2) 0.053(2) 0.0086(17) 0.0036(15) 0.0034(15) C19 0.0219(16) 0.066(3) 0.053(2) 0.0047(19) -0.0004(15) 0.0176(17) C20 0.0183(14) 0.047(2) 0.0359(17) 0.0104(15) 0.0042(12) 0.0131(14) C21 0.0234(15) 0.050(2) 0.0361(18) 0.0129(15) 0.0064(13) 0.0170(15) C22 0.0360(19) 0.061(2) 0.0389(19) 0.0176(17) 0.0079(15) 0.0216(18) C23 0.0343(18) 0.061(3) 0.0374(19) 0.0042(17) -0.0033(15) 0.0165(18) C24 0.0236(16) 0.044(2) 0.0430(19) 0.0042(16) 0.0002(14) 0.0073(14) C25 0.0205(15) 0.0444(19) 0.0388(18) 0.0077(15) 0.0027(13) 0.0135(14) C26 0.0216(15) 0.045(2) 0.0428(19) 0.0112(16) -0.0006(13) 0.0073(14) C27 0.0367(19) 0.044(2) 0.065(2) 0.0123(19) 0.0027(18) 0.0075(17) C28 0.0252(17) 0.061(2) 0.055(2) 0.0153(19) 0.0088(16) 0.0103(17) C29 0.0257(16) 0.048(2) 0.045(2) 0.0181(16) 0.0047(14) 0.0136(15) C30 0.0353(19) 0.060(2) 0.054(2) 0.0218(19) 0.0108(17) 0.0109(18) C31 0.0380(19) 0.051(2) 0.055(2) 0.0124(19) 0.0104(17) 0.0116(17) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag B1 N2 1.396(4) . ? B1 N1 1.413(5) . ? B1 H1 1.194 . ? N1 C20 1.445(4) . ? N1 C2 1.475(4) . ? N2 C6 1.444(4) . ? N2 C4 1.480(4) . ? C1 C2 1.529(5) . ? C1 H1A 0.96 . ? C1 H1B 0.96 . ? C1 H1C 0.96 . ? C2 C3 1.545(5) . ? C2 H2 0.98 . ? C3 C18 1.527(5) . ? C3 C19 1.536(4) . ? C3 C4 1.542(5) . ? C4 C5 1.524(5) . ? C4 H4 0.98 . ? C5 H5A 0.96 . ? C5 H5B 0.96 . ? C5 H5C 0.96 . ? C6 C7 1.392(5) . ? C6 C11 1.403(5) . ? C7 C8 1.392(5) . ? C7 C15 1.512(5) . ? C8 C9 1.373(5) . ? C8 H8 0.93 . ? C9 C10 1.372(5) . ? C9 H9 0.93 . ? C10 C11 1.386(5) . ? C10 H10 0.93 . ? C11 C12 1.504(5) . ? C12 C13 1.512(6) . ? C12 C14 1.533(5) . ? C12 H12 0.98 . ? C13 H13A 0.96 . ? C13 H13B 0.96 . ? C13 H13C 0.96 . ? C14 H14A 0.96 . ? C14 H14B 0.96 . ? C14 H14C 0.96 . ? C15 C17 1.517(5) . ? C15 C16 1.524(6) . ? C15 H15 0.98 . ? C16 H16A 0.96 . ? C16 H16B 0.96 . ? C16 H16C 0.96 . ? C17 H17A 0.96 . ? C17 H17B 0.96 . ? C17 H17C 0.96 . ? C18 H18A 0.96 . ? C18 H18B 0.96 . ? C18 H18C 0.96 . ? C19 H19A 0.96 . ? C19 H19B 0.96 . ? C19 H19C 0.96 . ? C20 C25 1.400(5) . ? C20 C21 1.405(5) . ? C21 C22 1.380(5) . ? C21 C29 1.509(5) . ? C22 C23 1.375(5) . ? C22 H22 0.93 . ? C23 C24 1.364(5) . ? C23 H23 0.93 . ? C24 C25 1.390(5) . ? C24 H24 0.93 . ? C25 C26 1.521(5) . ? C26 C27 1.515(5) . ? C26 C28 1.528(5) . ? C26 H26 0.98 . ? C27 H27A 0.96 . ? C27 H27B 0.96 . ? C27 H27C 0.96 . ? C28 H28A 0.96 . ? C28 H28B 0.96 . ? C28 H28C 0.96 . ? C29 C30 1.517(5) . ? C29 C31 1.531(5) . ? C29 H29 0.98 . ? C30 H30A 0.96 . ? C30 H30B 0.96 . ? C30 H30C 0.96 . ? C31 H31A 0.96 . ? C31 H31B 0.96 . ? C31 H31C 0.96 . ? 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 N1 121.4(3) . . ? N2 B1 H1 119.3 . . ? N1 B1 H1 119.3 . . ? B1 N1 C20 121.4(3) . . ? B1 N1 C2 120.8(3) . . ? C20 N1 C2 117.3(2) . . ? B1 N2 C6 119.6(3) . . ? B1 N2 C4 121.0(3) . . ? C6 N2 C4 118.8(2) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C1 110.3(3) . . ? N1 C2 C3 110.7(3) . . ? C1 C2 C3 114.2(3) . . ? N1 C2 H2 107.1 . . ? C1 C2 H2 107.1 . . ? C3 C2 H2 107.1 . . ? C18 C3 C19 107.4(3) . . ? C18 C3 C4 111.5(3) . . ? C19 C3 C4 109.8(3) . . ? C18 C3 C2 109.1(3) . . ? C19 C3 C2 108.5(3) . . ? C4 C3 C2 110.4(2) . . ? N2 C4 C5 111.4(3) . . ? N2 C4 C3 110.3(3) . . ? C5 C4 C3 113.7(3) . . ? N2 C4 H4 107 . . ? C5 C4 H4 107 . . ? C3 C4 H4 107 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C11 120.6(3) . . ? C7 C6 N2 119.7(3) . . ? C11 C6 N2 119.6(3) . . ? C8 C7 C6 118.7(3) . . ? C8 C7 C15 119.0(3) . . ? C6 C7 C15 122.2(3) . . ? C9 C8 C7 121.3(3) . . ? C9 C8 H8 119.3 . . ? C7 C8 H8 119.3 . . ? C10 C9 C8 119.1(3) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? C9 C10 C11 122.1(3) . . ? C9 C10 H10 119 . . ? C11 C10 H10 119 . . ? C10 C11 C6 118.1(3) . . ? C10 C11 C12 119.2(3) . . ? C6 C11 C12 122.7(3) . . ? C11 C12 C13 111.3(3) . . ? C11 C12 C14 110.9(3) . . ? C13 C12 C14 110.7(3) . . ? C11 C12 H12 107.9 . . ? C13 C12 H12 107.9 . . ? C14 C12 H12 107.9 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C7 C15 C17 110.6(3) . . ? C7 C15 C16 112.3(3) . . ? C17 C15 C16 111.4(4) . . ? C7 C15 H15 107.4 . . ? C17 C15 H15 107.4 . . ? C16 C15 H15 107.4 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C3 C18 H18A 109.5 . . ? C3 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C3 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C3 C19 H19A 109.5 . . ? C3 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C3 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C25 C20 C21 121.0(3) . . ? C25 C20 N1 119.9(3) . . ? C21 C20 N1 119.1(3) . . ? C22 C21 C20 118.1(3) . . ? C22 C21 C29 120.7(3) . . ? C20 C21 C29 121.1(3) . . ? C23 C22 C21 121.6(3) . . ? C23 C22 H22 119.2 . . ? C21 C22 H22 119.2 . . ? C24 C23 C22 119.7(3) . . ? C24 C23 H23 120.1 . . ? C22 C23 H23 120.1 . . ? C23 C24 C25 121.7(3) . . ? C23 C24 H24 119.2 . . ? C25 C24 H24 119.2 . . ? C24 C25 C20 117.9(3) . . ? C24 C25 C26 117.9(3) . . ? C20 C25 C26 124.1(3) . . ? C27 C26 C25 112.6(3) . . ? C27 C26 C28 110.2(3) . . ? C25 C26 C28 110.6(3) . . ? C27 C26 H26 107.8 . . ? C25 C26 H26 107.8 . . ? C28 C26 H26 107.8 . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C26 C28 H28A 109.5 . . ? C26 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C26 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C21 C29 C30 114.4(3) . . ? C21 C29 C31 109.8(3) . . ? C30 C29 C31 109.2(3) . . ? C21 C29 H29 107.7 . . ? C30 C29 H29 107.7 . . ? C31 C29 H29 107.7 . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 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 N2 B1 N1 C20 -173.9(3) . . . . ? N2 B1 N1 C2 -2.9(5) . . . . ? N1 B1 N2 C6 174.7(3) . . . . ? N1 B1 N2 C4 3.9(5) . . . . ? B1 N1 C2 C1 -99.2(3) . . . . ? C20 N1 C2 C1 72.2(3) . . . . ? B1 N1 C2 C3 28.2(4) . . . . ? C20 N1 C2 C3 -160.4(3) . . . . ? N1 C2 C3 C18 69.5(3) . . . . ? C1 C2 C3 C18 -165.2(3) . . . . ? N1 C2 C3 C19 -173.7(3) . . . . ? C1 C2 C3 C19 -48.5(4) . . . . ? N1 C2 C3 C4 -53.3(4) . . . . ? C1 C2 C3 C4 71.9(3) . . . . ? B1 N2 C4 C5 -157.3(3) . . . . ? C6 N2 C4 C5 31.8(4) . . . . ? B1 N2 C4 C3 -29.9(4) . . . . ? C6 N2 C4 C3 159.1(3) . . . . ? C18 C3 C4 N2 -67.5(3) . . . . ? C19 C3 C4 N2 173.6(3) . . . . ? C2 C3 C4 N2 54.0(4) . . . . ? C18 C3 C4 C5 58.6(4) . . . . ? C19 C3 C4 C5 -60.3(4) . . . . ? C2 C3 C4 C5 -179.9(3) . . . . ? B1 N2 C6 C7 84.0(4) . . . . ? C4 N2 C6 C7 -104.9(3) . . . . ? B1 N2 C6 C11 -94.2(4) . . . . ? C4 N2 C6 C11 76.9(4) . . . . ? C11 C6 C7 C8 -1.2(4) . . . . ? N2 C6 C7 C8 -179.4(3) . . . . ? C11 C6 C7 C15 176.4(3) . . . . ? N2 C6 C7 C15 -1.8(4) . . . . ? C6 C7 C8 C9 -0.2(5) . . . . ? C15 C7 C8 C9 -177.9(3) . . . . ? C7 C8 C9 C10 1.4(5) . . . . ? C8 C9 C10 C11 -1.3(5) . . . . ? C9 C10 C11 C6 -0.1(5) . . . . ? C9 C10 C11 C12 179.7(3) . . . . ? C7 C6 C11 C10 1.3(4) . . . . ? N2 C6 C11 C10 179.6(3) . . . . ? C7 C6 C11 C12 -178.4(3) . . . . ? N2 C6 C11 C12 -0.2(4) . . . . ? C10 C11 C12 C13 66.5(4) . . . . ? C6 C11 C12 C13 -113.7(4) . . . . ? C10 C11 C12 C14 -57.2(4) . . . . ? C6 C11 C12 C14 122.5(3) . . . . ? C8 C7 C15 C17 68.4(4) . . . . ? C6 C7 C15 C17 -109.1(4) . . . . ? C8 C7 C15 C16 -56.7(4) . . . . ? C6 C7 C15 C16 125.7(4) . . . . ? B1 N1 C20 C25 70.6(4) . . . . ? C2 N1 C20 C25 -100.7(3) . . . . ? B1 N1 C20 C21 -107.9(3) . . . . ? C2 N1 C20 C21 80.8(4) . . . . ? C25 C20 C21 C22 3.2(5) . . . . ? N1 C20 C21 C22 -178.2(3) . . . . ? C25 C20 C21 C29 -173.3(3) . . . . ? N1 C20 C21 C29 5.2(4) . . . . ? C20 C21 C22 C23 -2.4(5) . . . . ? C29 C21 C22 C23 174.1(3) . . . . ? C21 C22 C23 C24 0.2(5) . . . . ? C22 C23 C24 C25 1.3(5) . . . . ? C23 C24 C25 C20 -0.5(5) . . . . ? C23 C24 C25 C26 -178.4(3) . . . . ? C21 C20 C25 C24 -1.8(5) . . . . ? N1 C20 C25 C24 179.7(3) . . . . ? C21 C20 C25 C26 176.0(3) . . . . ? N1 C20 C25 C26 -2.5(5) . . . . ? C24 C25 C26 C27 -55.9(4) . . . . ? C20 C25 C26 C27 126.3(3) . . . . ? C24 C25 C26 C28 67.9(4) . . . . ? C20 C25 C26 C28 -109.9(4) . . . . ? C22 C21 C29 C30 25.7(4) . . . . ? C20 C21 C29 C30 -157.9(3) . . . . ? C22 C21 C29 C31 -97.6(4) . . . . ? C20 C21 C29 C31 78.9(4) . . . . ? #==END # CIF produced by WinGX routine CIF_UPDATE # Created on 2003-07-28 at 01:40:40 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : c:\wingx\files\archive.dat # CIF files read : o dreduc sortav struct data_2b _database_code_CSD 212231 _audit_creation_date 2003-07-28T01:40:40-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C25 H37 B1 N2' _chemical_formula_sum 'C25 H37 B N2' _chemical_formula_weight 376.38 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.0205(2) _cell_length_b 12.6758(2) _cell_length_c 17.0392(3) _cell_angle_alpha 77.6970(10) _cell_angle_beta 84.2240(10) _cell_angle_gamma 89.6990(10) _cell_volume 2313.48(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 97996 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 26.373 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_diffrn 1.081 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 824 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.899 _exptl_absorpt_correction_T_max 1.000 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_UB_11 -0.779832E-1 _diffrn_orient_matrix_UB_12 0.398881E-1 _diffrn_orient_matrix_UB_13 -0.73416E-2 _diffrn_orient_matrix_UB_21 -0.43833E-1 _diffrn_orient_matrix_UB_22 -0.572122E-1 _diffrn_orient_matrix_UB_23 0.428828E-1 _diffrn_orient_matrix_UB_31 0.178209E-1 _diffrn_orient_matrix_UB_32 0.407092E-1 _diffrn_orient_matrix_UB_33 0.418703E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.1054 _diffrn_reflns_av_unetI/netI 0.1678 _diffrn_reflns_number 14788 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 26.31 _diffrn_reflns_theta_full 26.31 _diffrn_measured_fraction_theta_full 0.958 _diffrn_measured_fraction_theta_max 0.958 _reflns_number_total 9001 _reflns_number_gt 4369 _reflns_threshold_expression >2sigma(I) _diffrn_reflns_reduction_process ; Scaled and merged with SORTAV R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; 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^)+(0.0774P)^2^+1.9984P] 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 SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.024(3) _refine_ls_number_reflns 9001 _refine_ls_number_parameters 525 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1945 _refine_ls_R_factor_gt 0.0886 _refine_ls_wR_factor_ref 0.2372 _refine_ls_wR_factor_gt 0.1865 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.241 _refine_diff_density_min -0.22 _refine_diff_density_rms 0.053 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.9983(2) 0.2428(2) 0.25941(15) 0.0286(7) Uani 1 1 d . . . N2 N 0.9243(2) 0.1151(2) 0.18452(15) 0.0276(7) Uani 1 1 d . . . B1 B 0.9024(4) 0.1919(3) 0.2332(2) 0.0278(9) Uani 1 1 d . . . H1 H 0.805(3) 0.2127(6) 0.2515(5) 0.033 Uiso 1 1 calc R . . C1 C 1.0532(3) 0.0553(3) 0.0745(2) 0.0490(11) Uani 1 1 d . . . H1A H 0.9998 -0.008 0.08 0.074 Uiso 1 1 calc R . . H1B H 1.1369 0.0374 0.0573 0.074 Uiso 1 1 calc R . . H1C H 1.0251 0.115 0.0342 0.074 Uiso 1 1 calc R . . C2 C 1.0497(3) 0.0885(3) 0.15571(19) 0.0315(8) Uani 1 1 d . . . H2 H 1.0759 0.0251 0.1958 0.038 Uiso 1 1 calc R . . C3 C 1.1376(3) 0.1841(3) 0.15433(19) 0.0330(9) Uani 1 1 d . . . C4 C 1.1251(3) 0.2130(3) 0.2385(2) 0.0353(9) Uani 1 1 d . . . H4 H 1.1772 0.2788 0.234 0.042 Uiso 1 1 calc R . . C5 C 1.1678(3) 0.1269(3) 0.3064(2) 0.0438(10) Uani 1 1 d . . . H5A H 1.1558 0.1517 0.3572 0.066 Uiso 1 1 calc R . . H5B H 1.2546 0.1134 0.2941 0.066 Uiso 1 1 calc R . . H5C H 1.1207 0.06 0.3115 0.066 Uiso 1 1 calc R . . C6 C 1.1104(3) 0.2836(3) 0.0907(2) 0.0438(10) Uani 1 1 d . . . H6A H 1.0257 0.3048 0.1012 0.066 Uiso 1 1 calc R . . H6B H 1.1229 0.2668 0.0369 0.066 Uiso 1 1 calc R . . H6C H 1.1654 0.3432 0.0931 0.066 Uiso 1 1 calc R . . C7 C 1.2698(3) 0.1505(3) 0.1357(2) 0.0471(10) Uani 1 1 d . . . H7A H 1.2851 0.0817 0.1721 0.071 Uiso 1 1 calc R . . H7B H 1.3259 0.2061 0.1437 0.071 Uiso 1 1 calc R . . H7C H 1.2826 0.1421 0.0797 0.071 Uiso 1 1 calc R . . C8 C 0.8225(3) 0.0634(3) 0.16024(19) 0.0310(8) Uani 1 1 d . . . C9 C 0.7853(3) -0.0422(3) 0.1992(2) 0.0379(9) Uani 1 1 d . . . C10 C 0.6870(4) -0.0868(3) 0.1709(3) 0.0554(11) Uani 1 1 d . . . H10 H 0.6608 -0.1586 0.1956 0.066 Uiso 1 1 calc R . . C11 C 0.6269(4) -0.0308(4) 0.1089(3) 0.0643(13) Uani 1 1 d . . . H11 H 0.5603 -0.0634 0.0912 0.077 Uiso 1 1 calc R . . C12 C 0.6634(4) 0.0726(4) 0.0725(2) 0.0619(13) Uani 1 1 d . . . H12 H 0.6216 0.1123 0.0299 0.074 Uiso 1 1 calc R . . C13 C 0.7614(3) 0.1191(3) 0.0980(2) 0.0455(10) Uani 1 1 d . . . H13 H 0.7869 0.1907 0.0723 0.055 Uiso 1 1 calc R . . C14 C 0.8430(3) -0.1011(3) 0.2727(2) 0.0423(10) Uani 1 1 d . . . H14 H 0.9299 -0.0756 0.2668 0.051 Uiso 1 1 calc R . . C15 C 0.8435(4) -0.2242(3) 0.2834(3) 0.0702(14) Uani 1 1 d . . . H15A H 0.8779 -0.2432 0.233 0.105 Uiso 1 1 calc R . . H15B H 0.7597 -0.2527 0.297 0.105 Uiso 1 1 calc R . . H15C H 0.893 -0.2555 0.3269 0.105 Uiso 1 1 calc R . . C16 C 0.7804(4) -0.0720(3) 0.3484(2) 0.0513(11) Uani 1 1 d . . . H16A H 0.8242 -0.1041 0.3948 0.077 Uiso 1 1 calc R . . H16B H 0.6962 -0.0997 0.3576 0.077 Uiso 1 1 calc R . . H16C H 0.7803 0.0067 0.3419 0.077 Uiso 1 1 calc R . . C17 C 0.9818(3) 0.3235(3) 0.30714(19) 0.0273(8) Uani 1 1 d . . . C18 C 0.9303(3) 0.2982(3) 0.3879(2) 0.0299(8) Uani 1 1 d . . . C19 C 0.9188(3) 0.3829(3) 0.4291(2) 0.0335(9) Uani 1 1 d . . . H19 H 0.8827 0.3683 0.4834 0.04 Uiso 1 1 calc R . . C20 C 0.9582(3) 0.4866(3) 0.3937(2) 0.0344(9) Uani 1 1 d . . . H20 H 0.9499 0.5418 0.4237 0.041 Uiso 1 1 calc R . . C21 C 1.0097(3) 0.5104(3) 0.3145(2) 0.0337(9) Uani 1 1 d . . . H21 H 1.0375 0.5816 0.2895 0.04 Uiso 1 1 calc R . . C22 C 1.0200(3) 0.4285(3) 0.2725(2) 0.0319(8) Uani 1 1 d . . . H22 H 1.0545 0.4447 0.2179 0.038 Uiso 1 1 calc R . . C23 C 0.8881(3) 0.1846(3) 0.43077(19) 0.0319(8) Uani 1 1 d . . . H23 H 0.9121 0.1349 0.3937 0.038 Uiso 1 1 calc R . . C24 C 0.9501(4) 0.1464(3) 0.5081(2) 0.0480(10) Uani 1 1 d . . . H24A H 0.9223 0.0728 0.5339 0.072 Uiso 1 1 calc R . . H24B H 0.9291 0.1947 0.5452 0.072 Uiso 1 1 calc R . . H24C H 1.0388 0.1475 0.4947 0.072 Uiso 1 1 calc R . . C25 C 0.7494(3) 0.1770(3) 0.4498(2) 0.0436(10) Uani 1 1 d . . . H25A H 0.7107 0.1999 0.3997 0.065 Uiso 1 1 calc R . . H25B H 0.7236 0.224 0.487 0.065 Uiso 1 1 calc R . . H25C H 0.725 0.1022 0.4749 0.065 Uiso 1 1 calc R . . N31 N 0.4166(2) 0.5604(2) 0.18749(15) 0.0277(7) Uani 1 1 d . . . N32 N 0.4961(2) 0.3910(2) 0.26210(15) 0.0278(7) Uani 1 1 d . . . B31 B 0.3968(4) 0.4561(3) 0.2377(2) 0.0273(9) Uani 1 1 d . . . H31 H 0.303(3) 0.4256(9) 0.2578(6) 0.033 Uiso 1 1 calc R . . C31 C 0.6623(3) 0.4824(3) 0.3074(2) 0.0443(10) Uani 1 1 d . . . H31A H 0.6532 0.4283 0.3583 0.066 Uiso 1 1 calc R . . H31B H 0.6118 0.5448 0.313 0.066 Uiso 1 1 calc R . . H31C H 0.7479 0.5056 0.2944 0.066 Uiso 1 1 calc R . . C32 C 0.6217(3) 0.4335(3) 0.2403(2) 0.0327(9) Uani 1 1 d . . . H32 H 0.6754 0.3707 0.236 0.039 Uiso 1 1 calc R . . C33 C 0.6315(3) 0.5097(3) 0.15619(19) 0.0328(8) Uani 1 1 d . . . C34 C 0.5409(3) 0.6043(3) 0.15702(19) 0.0324(8) Uani 1 1 d . . . H34 H 0.5668 0.6462 0.1962 0.039 Uiso 1 1 calc R . . C35 C 0.5410(3) 0.6827(3) 0.0754(2) 0.0458(10) Uani 1 1 d . . . H35A H 0.4896 0.7444 0.0814 0.069 Uiso 1 1 calc R . . H35B H 0.5088 0.6457 0.0367 0.069 Uiso 1 1 calc R . . H35C H 0.6246 0.7082 0.0556 0.069 Uiso 1 1 calc R . . C36 C 0.7624(3) 0.5545(3) 0.1358(2) 0.0503(11) Uani 1 1 d . . . H36A H 0.7767 0.6057 0.1698 0.076 Uiso 1 1 calc R . . H36B H 0.7744 0.5916 0.0788 0.076 Uiso 1 1 calc R . . H36C H 0.8198 0.495 0.1457 0.076 Uiso 1 1 calc R . . C37 C 0.6042(3) 0.4458(3) 0.0932(2) 0.0445(10) Uani 1 1 d . . . H37A H 0.5215 0.4149 0.1063 0.067 Uiso 1 1 calc R . . H37B H 0.663 0.3875 0.0932 0.067 Uiso 1 1 calc R . . H37C H 0.6106 0.494 0.0396 0.067 Uiso 1 1 calc R . . C38 C 0.4818(3) 0.2828(3) 0.30956(19) 0.0265(8) Uani 1 1 d . . . C39 C 0.4295(3) 0.2612(3) 0.3899(2) 0.0296(8) Uani 1 1 d . . . C40 C 0.4190(3) 0.1532(3) 0.4303(2) 0.0350(9) Uani 1 1 d . . . H40 H 0.3827 0.1364 0.4846 0.042 Uiso 1 1 calc R . . C41 C 0.4594(3) 0.0695(3) 0.3942(2) 0.0389(9) Uani 1 1 d . . . H41 H 0.4514 -0.0031 0.4238 0.047 Uiso 1 1 calc R . . C42 C 0.5117(3) 0.0921(3) 0.3147(2) 0.0367(9) Uani 1 1 d . . . H42 H 0.5398 0.0357 0.2891 0.044 Uiso 1 1 calc R . . C43 C 0.5217(3) 0.1980(3) 0.2742(2) 0.0325(8) Uani 1 1 d . . . H43 H 0.5573 0.2139 0.2197 0.039 Uiso 1 1 calc R . . C44 C 0.3857(3) 0.3495(3) 0.4334(2) 0.0337(9) Uani 1 1 d . . . H44 H 0.4087 0.4204 0.3963 0.04 Uiso 1 1 calc R . . C45 C 0.4493(3) 0.3443(3) 0.5101(2) 0.0473(10) Uani 1 1 d . . . H45A H 0.4223 0.4043 0.5352 0.071 Uiso 1 1 calc R . . H45B H 0.5378 0.3497 0.4961 0.071 Uiso 1 1 calc R . . H45C H 0.4284 0.2756 0.548 0.071 Uiso 1 1 calc R . . C46 C 0.2468(3) 0.3468(3) 0.4525(2) 0.0455(10) Uani 1 1 d . . . H46A H 0.2223 0.4059 0.4793 0.068 Uiso 1 1 calc R . . H46B H 0.221 0.2776 0.4882 0.068 Uiso 1 1 calc R . . H46C H 0.2081 0.3553 0.4022 0.068 Uiso 1 1 calc R . . C47 C 0.3135(3) 0.6261(3) 0.16601(19) 0.0297(8) Uani 1 1 d . . . C48 C 0.2782(3) 0.7102(3) 0.2047(2) 0.0349(9) Uani 1 1 d . . . C49 C 0.1772(4) 0.7697(3) 0.1796(3) 0.0505(11) Uani 1 1 d . . . H49 H 0.1542 0.8294 0.203 0.061 Uiso 1 1 calc R . . C50 C 0.1095(4) 0.7451(4) 0.1219(3) 0.0592(13) Uani 1 1 d . . . H50 H 0.0404 0.7867 0.1067 0.071 Uiso 1 1 calc R . . C51 C 0.1428(4) 0.6595(4) 0.0865(2) 0.0543(12) Uani 1 1 d . . . H51 H 0.096 0.6407 0.0475 0.065 Uiso 1 1 calc R . . C52 C 0.2448(3) 0.6017(3) 0.1086(2) 0.0404(9) Uani 1 1 d . . . H52 H 0.2684 0.5435 0.0835 0.048 Uiso 1 1 calc R . . C53 C 0.3409(3) 0.7290(3) 0.2757(2) 0.0443(10) Uani 1 1 d . . . H53 H 0.4257 0.7012 0.2698 0.053 Uiso 1 1 calc R . . C54 C 0.3512(5) 0.8475(3) 0.2811(3) 0.0811(16) Uani 1 1 d . . . H54A H 0.399 0.8532 0.3255 0.122 Uiso 1 1 calc R . . H54B H 0.2694 0.8758 0.2911 0.122 Uiso 1 1 calc R . . H54C H 0.3916 0.8895 0.2303 0.122 Uiso 1 1 calc R . . C55 C 0.2762(4) 0.6624(3) 0.3538(2) 0.0536(11) Uani 1 1 d . . . H55A H 0.3208 0.6697 0.3993 0.08 Uiso 1 1 calc R . . H55B H 0.2732 0.5863 0.3502 0.08 Uiso 1 1 calc R . . H55C H 0.193 0.6885 0.3619 0.08 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 N1 0.0247(16) 0.0299(17) 0.0330(16) -0.0111(13) -0.0016(12) -0.0011(13) N2 0.0282(16) 0.0253(16) 0.0302(15) -0.0076(13) -0.0040(12) -0.0006(13) B1 0.029(2) 0.024(2) 0.029(2) -0.0024(18) -0.0047(17) -0.0011(18) C1 0.054(3) 0.053(3) 0.045(2) -0.025(2) 0.0025(19) 0.000(2) C2 0.036(2) 0.026(2) 0.033(2) -0.0086(16) -0.0012(16) 0.0058(16) C3 0.034(2) 0.032(2) 0.032(2) -0.0071(16) 0.0027(16) -0.0035(16) C4 0.030(2) 0.038(2) 0.041(2) -0.0172(18) -0.0009(16) -0.0035(17) C5 0.038(2) 0.060(3) 0.040(2) -0.021(2) -0.0102(17) 0.0115(19) C6 0.050(2) 0.040(2) 0.037(2) -0.0045(18) 0.0088(18) -0.0068(19) C7 0.039(2) 0.055(3) 0.048(2) -0.019(2) 0.0100(18) -0.0065(19) C8 0.036(2) 0.029(2) 0.032(2) -0.0113(16) -0.0076(16) -0.0026(16) C9 0.039(2) 0.030(2) 0.045(2) -0.0114(18) 0.0017(18) -0.0041(18) C10 0.060(3) 0.039(3) 0.071(3) -0.022(2) -0.001(2) -0.014(2) C11 0.059(3) 0.067(3) 0.075(3) -0.028(3) -0.022(3) -0.020(3) C12 0.058(3) 0.079(4) 0.053(3) -0.014(3) -0.026(2) -0.007(3) C13 0.049(2) 0.050(3) 0.038(2) -0.0087(19) -0.0121(19) -0.006(2) C14 0.041(2) 0.030(2) 0.052(2) -0.0033(19) -0.0007(19) 0.0014(17) C15 0.084(3) 0.037(3) 0.078(3) 0.000(2) 0.019(3) 0.008(2) C16 0.059(3) 0.044(3) 0.050(3) -0.004(2) -0.014(2) 0.004(2) C17 0.0202(18) 0.032(2) 0.0326(19) -0.0132(17) -0.0018(15) -0.0036(15) C18 0.0239(18) 0.033(2) 0.034(2) -0.0077(17) -0.0072(15) 0.0006(15) C19 0.029(2) 0.039(2) 0.036(2) -0.0141(18) -0.0052(16) 0.0021(17) C20 0.033(2) 0.029(2) 0.047(2) -0.0176(18) -0.0072(17) 0.0011(16) C21 0.030(2) 0.029(2) 0.043(2) -0.0089(18) -0.0061(17) -0.0007(16) C22 0.030(2) 0.033(2) 0.032(2) -0.0054(17) -0.0042(16) -0.0020(16) C23 0.035(2) 0.031(2) 0.0298(19) -0.0091(16) -0.0004(16) 0.0004(16) C24 0.056(3) 0.044(2) 0.041(2) -0.0004(19) -0.0052(19) -0.003(2) C25 0.038(2) 0.044(2) 0.048(2) -0.0110(19) 0.0026(18) -0.0082(18) N31 0.0262(15) 0.0273(16) 0.0283(15) -0.0045(13) 0.0010(12) -0.0009(13) N32 0.0269(16) 0.0266(16) 0.0284(15) -0.0017(13) -0.0045(12) -0.0025(13) B31 0.030(2) 0.030(2) 0.023(2) -0.0089(18) -0.0022(17) -0.0013(18) C31 0.042(2) 0.048(3) 0.039(2) 0.0004(19) -0.0060(18) -0.0125(19) C32 0.0220(18) 0.038(2) 0.038(2) -0.0078(17) 0.0005(15) 0.0021(16) C33 0.033(2) 0.031(2) 0.033(2) -0.0060(16) 0.0035(16) -0.0003(16) C34 0.034(2) 0.031(2) 0.0305(19) -0.0037(16) -0.0004(16) -0.0043(16) C35 0.040(2) 0.048(3) 0.042(2) 0.0056(19) 0.0025(18) -0.0068(19) C36 0.034(2) 0.057(3) 0.051(2) 0.003(2) 0.0095(18) -0.0036(19) C37 0.053(2) 0.045(2) 0.034(2) -0.0091(18) 0.0057(18) 0.0070(19) C38 0.0252(18) 0.023(2) 0.0298(19) -0.0021(16) -0.0016(15) -0.0003(15) C39 0.0232(18) 0.028(2) 0.037(2) -0.0046(17) -0.0039(15) -0.0016(15) C40 0.031(2) 0.036(2) 0.036(2) -0.0004(18) -0.0043(16) -0.0028(17) C41 0.034(2) 0.030(2) 0.051(2) -0.0014(19) -0.0107(18) -0.0009(17) C42 0.029(2) 0.031(2) 0.052(2) -0.0127(19) -0.0088(18) 0.0028(16) C43 0.0290(19) 0.033(2) 0.035(2) -0.0058(18) -0.0041(16) -0.0005(16) C44 0.035(2) 0.033(2) 0.031(2) -0.0038(16) 0.0019(16) 0.0001(16) C45 0.054(3) 0.050(3) 0.039(2) -0.0117(19) -0.0065(19) 0.002(2) C46 0.040(2) 0.047(3) 0.047(2) -0.0095(19) 0.0030(18) 0.0028(19) C47 0.031(2) 0.027(2) 0.0273(19) 0.0011(16) -0.0018(15) 0.0024(16) C48 0.032(2) 0.023(2) 0.043(2) 0.0032(17) 0.0052(17) -0.0002(16) C49 0.050(3) 0.034(2) 0.060(3) -0.002(2) 0.008(2) 0.009(2) C50 0.045(3) 0.063(3) 0.057(3) 0.014(2) -0.005(2) 0.017(2) C51 0.042(2) 0.079(3) 0.037(2) 0.003(2) -0.0129(19) 0.006(2) C52 0.039(2) 0.049(3) 0.029(2) -0.0027(18) 0.0016(17) -0.0035(19) C53 0.043(2) 0.037(2) 0.058(3) -0.025(2) 0.001(2) -0.0018(19) C54 0.095(4) 0.053(3) 0.099(4) -0.038(3) 0.016(3) -0.026(3) C55 0.059(3) 0.054(3) 0.052(3) -0.019(2) -0.013(2) -0.007(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 B1 1.399(4) . ? N1 C17 1.436(4) . ? N1 C4 1.474(4) . ? N2 B1 1.414(5) . ? N2 C8 1.441(4) . ? N2 C2 1.481(4) . ? B1 H1 1.1334 . ? C1 C2 1.526(5) . ? C1 H1A 0.98 . ? C1 H1B 0.98 . ? C1 H1C 0.98 . ? C2 C3 1.550(5) . ? C2 H2 1 . ? C3 C6 1.529(5) . ? C3 C7 1.537(5) . ? C3 C4 1.548(4) . ? C4 C5 1.522(5) . ? C4 H4 1 . ? C5 H5A 0.98 . ? C5 H5B 0.98 . ? C5 H5C 0.98 . ? C6 H6A 0.98 . ? C6 H6B 0.98 . ? C6 H6C 0.98 . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 C13 1.377(5) . ? C8 C9 1.405(5) . ? C9 C10 1.398(5) . ? C9 C14 1.511(5) . ? C10 C11 1.370(6) . ? C10 H10 0.95 . ? C11 C12 1.368(6) . ? C11 H11 0.95 . ? C12 C13 1.383(5) . ? C12 H12 0.95 . ? C13 H13 0.95 . ? C14 C16 1.517(5) . ? C14 C15 1.532(5) . ? C14 H14 1 . ? C15 H15A 0.98 . ? C15 H15B 0.98 . ? C15 H15C 0.98 . ? C16 H16A 0.98 . ? C16 H16B 0.98 . ? C16 H16C 0.98 . ? C17 C22 1.385(4) . ? C17 C18 1.405(4) . ? C18 C19 1.402(5) . ? C18 C23 1.521(4) . ? C19 C20 1.376(5) . ? C19 H19 0.95 . ? C20 C21 1.382(4) . ? C20 H20 0.95 . ? C21 C22 1.378(5) . ? C21 H21 0.95 . ? C22 H22 0.95 . ? C23 C25 1.529(5) . ? C23 C24 1.531(5) . ? C23 H23 1 . ? C24 H24A 0.98 . ? C24 H24B 0.98 . ? C24 H24C 0.98 . ? C25 H25A 0.98 . ? C25 H25B 0.98 . ? C25 H25C 0.98 . ? N31 B31 1.417(4) . ? N31 C47 1.437(4) . ? N31 C34 1.482(4) . ? N32 B31 1.409(4) . ? N32 C38 1.437(4) . ? N32 C32 1.471(4) . ? B31 H31 1.1036 . ? C31 C32 1.517(5) . ? C31 H31A 0.98 . ? C31 H31B 0.98 . ? C31 H31C 0.98 . ? C32 C33 1.542(4) . ? C32 H32 1 . ? C33 C37 1.529(5) . ? C33 C36 1.533(5) . ? C33 C34 1.558(5) . ? C34 C35 1.527(4) . ? C34 H34 1 . ? C35 H35A 0.98 . ? C35 H35B 0.98 . ? C35 H35C 0.98 . ? C36 H36A 0.98 . ? C36 H36B 0.98 . ? C36 H36C 0.98 . ? C37 H37A 0.98 . ? C37 H37B 0.98 . ? C37 H37C 0.98 . ? C38 C43 1.390(5) . ? C38 C39 1.401(4) . ? C39 C40 1.396(4) . ? C39 C44 1.520(5) . ? C40 C41 1.386(5) . ? C40 H40 0.95 . ? C41 C42 1.389(5) . ? C41 H41 0.95 . ? C42 C43 1.371(5) . ? C42 H42 0.95 . ? C43 H43 0.95 . ? C44 C46 1.532(5) . ? C44 C45 1.533(5) . ? C44 H44 1 . ? C45 H45A 0.98 . ? C45 H45B 0.98 . ? C45 H45C 0.98 . ? C46 H46A 0.98 . ? C46 H46B 0.98 . ? C46 H46C 0.98 . ? C47 C52 1.381(5) . ? C47 C48 1.403(5) . ? C48 C49 1.393(5) . ? C48 C53 1.513(5) . ? C49 C50 1.378(6) . ? C49 H49 0.95 . ? C50 C51 1.381(6) . ? C50 H50 0.95 . ? C51 C52 1.378(5) . ? C51 H51 0.95 . ? C52 H52 0.95 . ? C53 C55 1.525(5) . ? C53 C54 1.531(5) . ? C53 H53 1 . ? C54 H54A 0.98 . ? C54 H54B 0.98 . ? C54 H54C 0.98 . ? C55 H55A 0.98 . ? C55 H55B 0.98 . ? C55 H55C 0.98 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag B1 N1 C17 124.0(3) . . ? B1 N1 C4 119.5(3) . . ? C17 N1 C4 116.5(2) . . ? B1 N2 C8 119.5(3) . . ? B1 N2 C2 121.5(3) . . ? C8 N2 C2 119.0(3) . . ? N1 B1 N2 121.5(3) . . ? N1 B1 H1 119.3 . . ? N2 B1 H1 119.3 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N2 C2 C1 111.3(3) . . ? N2 C2 C3 109.7(3) . . ? C1 C2 C3 113.2(3) . . ? N2 C2 H2 107.5 . . ? C1 C2 H2 107.5 . . ? C3 C2 H2 107.5 . . ? C6 C3 C7 108.8(3) . . ? C6 C3 C4 109.3(3) . . ? C7 C3 C4 108.3(3) . . ? C6 C3 C2 111.7(3) . . ? C7 C3 C2 109.5(3) . . ? C4 C3 C2 109.2(3) . . ? N1 C4 C5 110.5(3) . . ? N1 C4 C3 109.8(3) . . ? C5 C4 C3 115.2(3) . . ? N1 C4 H4 107 . . ? C5 C4 H4 107 . . ? C3 C4 H4 107 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C3 C7 H7A 109.5 . . ? C3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C13 C8 C9 120.1(3) . . ? C13 C8 N2 119.0(3) . . ? C9 C8 N2 120.9(3) . . ? C10 C9 C8 117.1(3) . . ? C10 C9 C14 121.7(3) . . ? C8 C9 C14 121.1(3) . . ? C11 C10 C9 122.3(4) . . ? C11 C10 H10 118.8 . . ? C9 C10 H10 118.8 . . ? C12 C11 C10 119.6(4) . . ? C12 C11 H11 120.2 . . ? C10 C11 H11 120.2 . . ? C11 C12 C13 119.8(4) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C8 C13 C12 121.0(4) . . ? C8 C13 H13 119.5 . . ? C12 C13 H13 119.5 . . ? C9 C14 C16 110.2(3) . . ? C9 C14 C15 114.4(3) . . ? C16 C14 C15 109.2(3) . . ? C9 C14 H14 107.5 . . ? C16 C14 H14 107.5 . . ? C15 C14 H14 107.5 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C22 C17 C18 119.5(3) . . ? C22 C17 N1 118.6(3) . . ? C18 C17 N1 121.8(3) . . ? C19 C18 C17 117.2(3) . . ? C19 C18 C23 120.0(3) . . ? C17 C18 C23 122.8(3) . . ? C20 C19 C18 122.2(3) . . ? C20 C19 H19 118.9 . . ? C18 C19 H19 118.9 . . ? C19 C20 C21 120.1(3) . . ? C19 C20 H20 120 . . ? C21 C20 H20 120 . . ? C22 C21 C20 118.5(3) . . ? C22 C21 H21 120.8 . . ? C20 C21 H21 120.8 . . ? C21 C22 C17 122.4(3) . . ? C21 C22 H22 118.8 . . ? C17 C22 H22 118.8 . . ? C18 C23 C25 111.6(3) . . ? C18 C23 C24 111.3(3) . . ? C25 C23 C24 110.2(3) . . ? C18 C23 H23 107.9 . . ? C25 C23 H23 107.9 . . ? C24 C23 H23 107.9 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? B31 N31 C47 119.2(3) . . ? B31 N31 C34 122.0(3) . . ? C47 N31 C34 118.8(2) . . ? B31 N32 C38 123.2(3) . . ? B31 N32 C32 120.2(3) . . ? C38 N32 C32 116.6(2) . . ? N32 B31 N31 120.6(3) . . ? N32 B31 H31 119.7 . . ? N31 B31 H31 119.7 . . ? C32 C31 H31A 109.5 . . ? C32 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C32 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? N32 C32 C31 109.8(3) . . ? N32 C32 C33 109.7(3) . . ? C31 C32 C33 115.2(3) . . ? N32 C32 H32 107.3 . . ? C31 C32 H32 107.3 . . ? C33 C32 H32 107.3 . . ? C37 C33 C36 108.5(3) . . ? C37 C33 C32 109.3(3) . . ? C36 C33 C32 108.6(3) . . ? C37 C33 C34 111.0(3) . . ? C36 C33 C34 109.8(3) . . ? C32 C33 C34 109.7(3) . . ? N31 C34 C35 111.2(3) . . ? N31 C34 C33 109.7(3) . . ? C35 C34 C33 113.6(3) . . ? N31 C34 H34 107.4 . . ? C35 C34 H34 107.4 . . ? C33 C34 H34 107.4 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C33 C36 H36A 109.5 . . ? C33 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C33 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C33 C37 H37A 109.5 . . ? C33 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C33 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C43 C38 C39 119.7(3) . . ? C43 C38 N32 118.5(3) . . ? C39 C38 N32 121.8(3) . . ? C40 C39 C38 117.2(3) . . ? C40 C39 C44 119.8(3) . . ? C38 C39 C44 123.0(3) . . ? C41 C40 C39 122.4(3) . . ? C41 C40 H40 118.8 . . ? C39 C40 H40 118.8 . . ? C40 C41 C42 119.7(3) . . ? C40 C41 H41 120.1 . . ? C42 C41 H41 120.1 . . ? C43 C42 C41 118.4(4) . . ? C43 C42 H42 120.8 . . ? C41 C42 H42 120.8 . . ? C42 C43 C38 122.6(3) . . ? C42 C43 H43 118.7 . . ? C38 C43 H43 118.7 . . ? C39 C44 C46 112.1(3) . . ? C39 C44 C45 111.5(3) . . ? C46 C44 C45 110.9(3) . . ? C39 C44 H44 107.4 . . ? C46 C44 H44 107.4 . . ? C45 C44 H44 107.4 . . ? C44 C45 H45A 109.5 . . ? C44 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C44 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? C44 C46 H46A 109.5 . . ? C44 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C44 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C52 C47 C48 119.8(3) . . ? C52 C47 N31 118.6(3) . . ? C48 C47 N31 121.5(3) . . ? C49 C48 C47 117.3(3) . . ? C49 C48 C53 121.5(3) . . ? C47 C48 C53 121.0(3) . . ? C50 C49 C48 122.4(4) . . ? C50 C49 H49 118.8 . . ? C48 C49 H49 118.8 . . ? C49 C50 C51 119.5(4) . . ? C49 C50 H50 120.3 . . ? C51 C50 H50 120.3 . . ? C52 C51 C50 119.1(4) . . ? C52 C51 H51 120.4 . . ? C50 C51 H51 120.4 . . ? C51 C52 C47 121.7(4) . . ? C51 C52 H52 119.1 . . ? C47 C52 H52 119.1 . . ? C48 C53 C55 109.4(3) . . ? C48 C53 C54 114.6(3) . . ? C55 C53 C54 110.4(3) . . ? C48 C53 H53 107.4 . . ? C55 C53 H53 107.4 . . ? C54 C53 H53 107.4 . . ? C53 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C53 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? C53 C55 H55A 109.5 . . ? C53 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? C53 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 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 C17 N1 B1 N2 178.3(3) . . . . ? C4 N1 B1 N2 -2.4(5) . . . . ? C8 N2 B1 N1 178.9(3) . . . . ? C2 N2 B1 N1 -2.9(5) . . . . ? B1 N2 C2 C1 -149.9(3) . . . . ? C8 N2 C2 C1 28.3(4) . . . . ? B1 N2 C2 C3 -23.9(4) . . . . ? C8 N2 C2 C3 154.3(3) . . . . ? N2 C2 C3 C6 -67.1(3) . . . . ? C1 C2 C3 C6 57.8(4) . . . . ? N2 C2 C3 C7 172.3(3) . . . . ? C1 C2 C3 C7 -62.8(4) . . . . ? N2 C2 C3 C4 53.8(3) . . . . ? C1 C2 C3 C4 178.8(3) . . . . ? B1 N1 C4 C5 -94.5(3) . . . . ? C17 N1 C4 C5 84.9(3) . . . . ? B1 N1 C4 C3 33.7(4) . . . . ? C17 N1 C4 C3 -146.9(3) . . . . ? C6 C3 C4 N1 63.2(3) . . . . ? C7 C3 C4 N1 -178.4(3) . . . . ? C2 C3 C4 N1 -59.2(3) . . . . ? C6 C3 C4 C5 -171.2(3) . . . . ? C7 C3 C4 C5 -52.9(4) . . . . ? C2 C3 C4 C5 66.3(4) . . . . ? B1 N2 C8 C13 78.1(4) . . . . ? C2 N2 C8 C13 -100.1(4) . . . . ? B1 N2 C8 C9 -101.8(4) . . . . ? C2 N2 C8 C9 80.0(4) . . . . ? C13 C8 C9 C10 1.1(5) . . . . ? N2 C8 C9 C10 -179.0(3) . . . . ? C13 C8 C9 C14 -174.1(3) . . . . ? N2 C8 C9 C14 5.8(5) . . . . ? C8 C9 C10 C11 -1.0(6) . . . . ? C14 C9 C10 C11 174.2(4) . . . . ? C9 C10 C11 C12 0.1(7) . . . . ? C10 C11 C12 C13 0.7(7) . . . . ? C9 C8 C13 C12 -0.3(6) . . . . ? N2 C8 C13 C12 179.8(3) . . . . ? C11 C12 C13 C8 -0.6(6) . . . . ? C10 C9 C14 C16 -90.0(4) . . . . ? C8 C9 C14 C16 85.1(4) . . . . ? C10 C9 C14 C15 33.6(5) . . . . ? C8 C9 C14 C15 -151.3(3) . . . . ? B1 N1 C17 C22 -112.2(3) . . . . ? C4 N1 C17 C22 68.4(4) . . . . ? B1 N1 C17 C18 69.0(4) . . . . ? C4 N1 C17 C18 -110.4(3) . . . . ? C22 C17 C18 C19 0.9(4) . . . . ? N1 C17 C18 C19 179.7(3) . . . . ? C22 C17 C18 C23 -178.9(3) . . . . ? N1 C17 C18 C23 -0.1(5) . . . . ? C17 C18 C19 C20 -1.3(5) . . . . ? C23 C18 C19 C20 178.5(3) . . . . ? C18 C19 C20 C21 0.8(5) . . . . ? C19 C20 C21 C22 0.3(5) . . . . ? C20 C21 C22 C17 -0.7(5) . . . . ? C18 C17 C22 C21 0.1(5) . . . . ? N1 C17 C22 C21 -178.7(3) . . . . ? C19 C18 C23 C25 67.9(4) . . . . ? C17 C18 C23 C25 -112.4(3) . . . . ? C19 C18 C23 C24 -55.7(4) . . . . ? C17 C18 C23 C24 124.1(3) . . . . ? C38 N32 B31 N31 -176.8(3) . . . . ? C32 N32 B31 N31 4.2(5) . . . . ? C47 N31 B31 N32 -177.9(3) . . . . ? C34 N31 B31 N32 1.5(5) . . . . ? B31 N32 C32 C31 92.9(3) . . . . ? C38 N32 C32 C31 -86.2(3) . . . . ? B31 N32 C32 C33 -34.6(4) . . . . ? C38 N32 C32 C33 146.3(3) . . . . ? N32 C32 C33 C37 -63.0(3) . . . . ? C31 C32 C33 C37 172.5(3) . . . . ? N32 C32 C33 C36 178.8(3) . . . . ? C31 C32 C33 C36 54.3(4) . . . . ? N32 C32 C33 C34 58.9(3) . . . . ? C31 C32 C33 C34 -65.6(4) . . . . ? B31 N31 C34 C35 150.2(3) . . . . ? C47 N31 C34 C35 -30.4(4) . . . . ? B31 N31 C34 C33 23.8(4) . . . . ? C47 N31 C34 C33 -156.9(3) . . . . ? C37 C33 C34 N31 67.7(3) . . . . ? C36 C33 C34 N31 -172.4(3) . . . . ? C32 C33 C34 N31 -53.2(3) . . . . ? C37 C33 C34 C35 -57.4(4) . . . . ? C36 C33 C34 C35 62.6(4) . . . . ? C32 C33 C34 C35 -178.2(3) . . . . ? B31 N32 C38 C43 112.9(4) . . . . ? C32 N32 C38 C43 -68.0(4) . . . . ? B31 N32 C38 C39 -67.3(4) . . . . ? C32 N32 C38 C39 111.8(3) . . . . ? C43 C38 C39 C40 -0.7(4) . . . . ? N32 C38 C39 C40 179.5(3) . . . . ? C43 C38 C39 C44 178.8(3) . . . . ? N32 C38 C39 C44 -1.0(5) . . . . ? C38 C39 C40 C41 0.9(5) . . . . ? C44 C39 C40 C41 -178.7(3) . . . . ? C39 C40 C41 C42 -0.5(5) . . . . ? C40 C41 C42 C43 0.1(5) . . . . ? C41 C42 C43 C38 0.1(5) . . . . ? C39 C38 C43 C42 0.3(5) . . . . ? N32 C38 C43 C42 -179.9(3) . . . . ? C40 C39 C44 C46 -67.8(4) . . . . ? C38 C39 C44 C46 112.6(3) . . . . ? C40 C39 C44 C45 57.1(4) . . . . ? C38 C39 C44 C45 -122.4(3) . . . . ? B31 N31 C47 C52 -75.5(4) . . . . ? C34 N31 C47 C52 105.1(3) . . . . ? B31 N31 C47 C48 101.3(4) . . . . ? C34 N31 C47 C48 -78.0(4) . . . . ? C52 C47 C48 C49 -3.4(5) . . . . ? N31 C47 C48 C49 179.8(3) . . . . ? C52 C47 C48 C53 171.5(3) . . . . ? N31 C47 C48 C53 -5.3(5) . . . . ? C47 C48 C49 C50 3.2(5) . . . . ? C53 C48 C49 C50 -171.7(4) . . . . ? C48 C49 C50 C51 -0.9(6) . . . . ? C49 C50 C51 C52 -1.3(6) . . . . ? C50 C51 C52 C47 1.0(5) . . . . ? C48 C47 C52 C51 1.4(5) . . . . ? N31 C47 C52 C51 178.3(3) . . . . ? C49 C48 C53 C55 85.6(4) . . . . ? C47 C48 C53 C55 -89.1(4) . . . . ? C49 C48 C53 C54 -38.9(5) . . . . ? C47 C48 C53 C54 146.4(3) . . . . ? #==END # CIF produced by WinGX routine CIF_UPDATE # Created on 2003-07-27 at 22:10:12 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : c:\wingx\files\archive.dat # CIF files read : fsm18a dreduc psi_scan struct data_3a _database_code_CSD 212232 _audit_creation_date 2003-07-27T22:10:12-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C31 H50 N2' _chemical_formula_sum 'C31 H50 N2' _chemical_formula_weight 450.73 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c a 21' _symmetry_space_group_name_Hall 'P 2c -2ac' _symmetry_Int_Tables_number 29 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y, z+1/2' 'x+1/2, -y, z' _cell_length_a 16.086(2) _cell_length_b 11.236(2) _cell_length_c 16.069(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2904.3(8) _cell_formula_units_Z 4 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 9.9 _cell_measurement_theta_max 17.2 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.031 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1000 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.059 _exptl_absorpt_factor_mur 0.015 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details ; North A.C.T., Phillips D.C. & Mathews F.S. (1968) Acta. Cryst. A24, 351 Number of psi-scan sets used was 5 Theta correction was applied. Averaged transmission function was used. Fourier smoothing - Window value 3 ; _exptl_absorpt_correction_T_min 0.9287 _exptl_absorpt_correction_T_max 0.9794 _exptl_absorpt_correction_t_ave 0.9437 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_UB_11 0.56365E-1 _diffrn_orient_matrix_UB_12 0.30509E-1 _diffrn_orient_matrix_UB_13 0.37268E-1 _diffrn_orient_matrix_UB_21 0.64495E-1 _diffrn_orient_matrix_UB_22 -0.6359E-2 _diffrn_orient_matrix_UB_23 -0.42395E-1 _diffrn_orient_matrix_UB_31 -0.24165E-1 _diffrn_orient_matrix_UB_32 0.53868E-1 _diffrn_orient_matrix_UB_33 -0.26046E-1 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega scans' _diffrn_standards_number 3 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% -28 _diffrn_standards_decay_corr_max 1.025 _diffrn_standards_decay_corr_min 0.648 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 5 2 -3 3 -1 -7 5 1 -4 _diffrn_reflns_av_R_equivalents 0.0501 _diffrn_reflns_av_unetI/netI 0.0579 _diffrn_reflns_number 5196 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 24.98 _diffrn_reflns_theta_full 24.98 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 2657 _reflns_number_gt 1791 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; 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^)+(0.0653P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 2657 _refine_ls_number_parameters 306 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0896 _refine_ls_R_factor_gt 0.0531 _refine_ls_wR_factor_ref 0.1281 _refine_ls_wR_factor_gt 0.1121 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -1(5) _refine_diff_density_max 0.175 _refine_diff_density_min -0.145 _refine_diff_density_rms 0.038 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5671(3) 0.5169(4) 0.3312(4) 0.0630(14) Uani 1 1 d . . . H1A H 0.5378 0.4731 0.3741 0.094 Uiso 1 1 calc R . . H1B H 0.6183 0.549 0.3539 0.094 Uiso 1 1 calc R . . H1C H 0.58 0.464 0.2852 0.094 Uiso 1 1 calc R . . C2 C 0.5128(2) 0.6182(3) 0.3002(3) 0.0420(10) Uani 1 1 d . . . H2B H 0.5027 0.6714 0.3483 0.05 Uiso 1 1 calc R . . C3 C 0.5524(2) 0.6949(3) 0.2310(3) 0.0406(10) Uani 1 1 d . . . C4 C 0.4992(2) 0.8042(3) 0.2075(3) 0.0392(9) Uani 1 1 d . . . H4 H 0.5328 0.8495 0.1668 0.047 Uiso 1 1 calc R . . C5 C 0.4833(3) 0.8884(4) 0.2779(3) 0.0558(12) Uani 1 1 d . . . H5A H 0.4495 0.9542 0.2584 0.084 Uiso 1 1 calc R . . H5B H 0.5358 0.9187 0.2987 0.084 Uiso 1 1 calc R . . H5C H 0.4544 0.847 0.3222 0.084 Uiso 1 1 calc R . . C6 C 0.5697(3) 0.6229(4) 0.1525(3) 0.0545(12) Uani 1 1 d . . . H6A H 0.5177 0.5925 0.1303 0.082 Uiso 1 1 calc R . . H6B H 0.6062 0.5569 0.1658 0.082 Uiso 1 1 calc R . . H6C H 0.5961 0.6735 0.1113 0.082 Uiso 1 1 calc R . . C7 C 0.6359(2) 0.7395(4) 0.2624(4) 0.0636(14) Uani 1 1 d . . . H7A H 0.6277 0.7862 0.3126 0.095 Uiso 1 1 calc R . . H7B H 0.6618 0.7887 0.2201 0.095 Uiso 1 1 calc R . . H7C H 0.6716 0.6722 0.2747 0.095 Uiso 1 1 calc R . . C8 C 0.3757(2) 0.8613(3) 0.1251(2) 0.0326(9) Uani 1 1 d . . . C9 C 0.4042(2) 0.9115(3) 0.0504(2) 0.0398(10) Uani 1 1 d . . . C10 C 0.3579(3) 0.9989(4) 0.0130(3) 0.0519(11) Uani 1 1 d . . . H10 H 0.378 1.0361 -0.0354 0.062 Uiso 1 1 calc R . . C11 C 0.2823(3) 1.0329(4) 0.0454(3) 0.0582(12) Uani 1 1 d . . . H11 H 0.2503 1.0914 0.0185 0.07 Uiso 1 1 calc R . . C12 C 0.2544(3) 0.9813(4) 0.1164(3) 0.0532(11) Uani 1 1 d . . . H12 H 0.2024 1.0042 0.1376 0.064 Uiso 1 1 calc R . . C13 C 0.3000(2) 0.8959(3) 0.1588(2) 0.0377(9) Uani 1 1 d . . . C14 C 0.4822(2) 0.8675(4) 0.0072(2) 0.0474(11) Uani 1 1 d . . . H14 H 0.5074 0.8057 0.043 0.057 Uiso 1 1 calc R . . C15 C 0.4599(3) 0.8094(6) -0.0751(3) 0.0887(19) Uani 1 1 d . . . H15A H 0.4192 0.7473 -0.0656 0.133 Uiso 1 1 calc R . . H15B H 0.5095 0.7752 -0.0998 0.133 Uiso 1 1 calc R . . H15C H 0.4369 0.8687 -0.1124 0.133 Uiso 1 1 calc R . . C16 C 0.5459(3) 0.9636(5) -0.0053(4) 0.0797(16) Uani 1 1 d . . . H16A H 0.5943 0.9305 -0.033 0.12 Uiso 1 1 calc R . . H16B H 0.5622 0.9957 0.0483 0.12 Uiso 1 1 calc R . . H16C H 0.5224 1.0265 -0.0392 0.12 Uiso 1 1 calc R . . C17 C 0.3886(2) 0.4863(3) 0.3192(3) 0.0424(10) Uani 1 1 d . . . C18 C 0.3539(3) 0.5167(4) 0.3969(3) 0.0508(11) Uani 1 1 d . . . C19 C 0.3137(3) 0.4302(5) 0.4415(4) 0.0683(14) Uani 1 1 d . . . H19 H 0.2917 0.4488 0.4941 0.082 Uiso 1 1 calc R . . C20 C 0.3050(3) 0.3171(5) 0.4110(4) 0.0751(17) Uani 1 1 d . . . H20 H 0.2782 0.2586 0.443 0.09 Uiso 1 1 calc R . . C21 C 0.3355(3) 0.2894(4) 0.3333(4) 0.0689(15) Uani 1 1 d . . . H21 H 0.3267 0.2127 0.3118 0.083 Uiso 1 1 calc R . . C22 C 0.3789(2) 0.3719(4) 0.2862(3) 0.0483(11) Uani 1 1 d . . . C23 C 0.3574(3) 0.6413(4) 0.4310(3) 0.0627(13) Uani 1 1 d . . . H23 H 0.3763 0.6945 0.3856 0.075 Uiso 1 1 calc R . . C24 C 0.4203(4) 0.6517(5) 0.5030(3) 0.0843(17) Uani 1 1 d . . . H24A H 0.4211 0.7329 0.5234 0.126 Uiso 1 1 calc R . . H24B H 0.4753 0.6302 0.4832 0.126 Uiso 1 1 calc R . . H24C H 0.4042 0.5985 0.5477 0.126 Uiso 1 1 calc R . . C25 C 0.2722(4) 0.6841(5) 0.4594(4) 0.0922(19) Uani 1 1 d . . . H25A H 0.2767 0.7646 0.4808 0.138 Uiso 1 1 calc R . . H25B H 0.2516 0.632 0.5029 0.138 Uiso 1 1 calc R . . H25C H 0.2341 0.683 0.4127 0.138 Uiso 1 1 calc R . . C26 C 0.2643(2) 0.8418(3) 0.2370(3) 0.0443(10) Uani 1 1 d . . . H26 H 0.3105 0.7999 0.2652 0.053 Uiso 1 1 calc R . . C27 C 0.2321(5) 0.9337(5) 0.2975(4) 0.099(2) Uani 1 1 d . . . H27A H 0.2755 0.9914 0.309 0.149 Uiso 1 1 calc R . . H27B H 0.2158 0.8949 0.3489 0.149 Uiso 1 1 calc R . . H27C H 0.1844 0.9739 0.2735 0.149 Uiso 1 1 calc R . . C28 C 0.1995(4) 0.7501(6) 0.2180(4) 0.123(3) Uani 1 1 d . . . H28A H 0.1783 0.717 0.2696 0.185 Uiso 1 1 calc R . . H28B H 0.2239 0.687 0.1847 0.185 Uiso 1 1 calc R . . H28C H 0.1543 0.7867 0.1873 0.185 Uiso 1 1 calc R . . C29 C 0.4115(3) 0.3395(3) 0.2005(3) 0.0534(12) Uani 1 1 d . . . H29 H 0.464 0.384 0.1922 0.064 Uiso 1 1 calc R . . C30 C 0.4313(4) 0.2085(4) 0.1901(4) 0.0877(19) Uani 1 1 d . . . H30A H 0.4518 0.1943 0.1342 0.132 Uiso 1 1 calc R . . H30B H 0.3814 0.1619 0.1993 0.132 Uiso 1 1 calc R . . H30C H 0.4735 0.1855 0.2302 0.132 Uiso 1 1 calc R . . C31 C 0.3521(3) 0.3797(5) 0.1340(4) 0.0789(16) Uani 1 1 d . . . H31A H 0.3739 0.3581 0.0798 0.118 Uiso 1 1 calc R . . H31B H 0.3454 0.4654 0.137 0.118 Uiso 1 1 calc R . . H31C H 0.2986 0.3416 0.1423 0.118 Uiso 1 1 calc R . . N1 N 0.43029(18) 0.5744(3) 0.2719(2) 0.0381(8) Uani 1 1 d . . . N2 N 0.42344(19) 0.7696(3) 0.1628(2) 0.0335(7) Uani 1 1 d . . . H2 H 0.389(2) 0.721(3) 0.196(2) 0.036(10) Uiso 1 1 d . . . H1 H 0.431(2) 0.550(3) 0.219(3) 0.046(13) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.044(2) 0.057(3) 0.089(4) 0.018(3) -0.019(3) 0.002(2) C2 0.040(2) 0.036(2) 0.050(3) 0.0064(19) -0.0079(19) 0.0022(17) C3 0.035(2) 0.0334(19) 0.053(3) 0.004(2) -0.0015(19) -0.0016(17) C4 0.040(2) 0.032(2) 0.046(2) 0.001(2) -0.0013(19) -0.0053(17) C5 0.069(3) 0.043(2) 0.055(3) -0.005(2) -0.017(3) 0.002(2) C6 0.046(2) 0.052(2) 0.065(3) 0.005(2) 0.008(2) 0.012(2) C7 0.040(3) 0.064(3) 0.086(4) 0.016(3) -0.012(3) -0.005(2) C8 0.043(2) 0.0256(18) 0.029(2) -0.0004(17) -0.0053(18) -0.0015(17) C9 0.044(2) 0.038(2) 0.037(2) 0.0007(19) -0.0014(19) -0.0043(17) C10 0.065(3) 0.050(2) 0.041(2) 0.019(2) -0.008(2) 0.000(2) C11 0.069(3) 0.048(2) 0.058(3) 0.015(2) -0.013(3) 0.017(2) C12 0.051(2) 0.053(2) 0.056(3) 0.004(3) -0.004(2) 0.010(2) C13 0.040(2) 0.036(2) 0.038(2) -0.0019(19) 0.0007(19) 0.0049(17) C14 0.043(2) 0.064(3) 0.035(2) 0.007(2) 0.005(2) -0.005(2) C15 0.056(3) 0.140(5) 0.071(4) -0.040(4) 0.006(3) -0.006(3) C16 0.055(3) 0.096(4) 0.088(4) 0.022(4) 0.001(3) -0.017(3) C17 0.034(2) 0.035(2) 0.058(3) 0.017(2) -0.007(2) -0.0006(17) C18 0.039(2) 0.062(3) 0.051(3) 0.028(2) -0.001(2) 0.004(2) C19 0.056(3) 0.084(4) 0.065(3) 0.032(3) -0.002(3) 0.000(3) C20 0.057(3) 0.079(4) 0.089(5) 0.053(4) -0.010(3) -0.018(3) C21 0.055(3) 0.052(3) 0.100(5) 0.027(3) -0.029(3) -0.016(2) C22 0.033(2) 0.040(2) 0.071(3) 0.021(2) -0.016(2) -0.0054(18) C23 0.073(3) 0.065(3) 0.050(3) 0.016(3) 0.011(3) 0.013(3) C24 0.115(5) 0.089(4) 0.050(3) 0.008(3) -0.009(3) 0.006(3) C25 0.090(4) 0.108(4) 0.078(4) 0.022(4) 0.032(3) 0.041(4) C26 0.042(2) 0.046(2) 0.045(2) 0.002(2) 0.004(2) 0.0047(19) C27 0.151(6) 0.075(3) 0.072(4) 0.007(3) 0.055(4) 0.030(4) C28 0.145(6) 0.153(6) 0.071(4) 0.023(4) -0.002(4) -0.096(5) C29 0.044(3) 0.040(2) 0.076(3) 0.000(2) -0.012(2) -0.0072(19) C30 0.102(4) 0.045(3) 0.116(5) -0.014(3) -0.023(4) -0.005(3) C31 0.082(4) 0.079(3) 0.076(4) 0.003(3) -0.025(3) 0.000(3) N1 0.0372(18) 0.0351(17) 0.042(2) 0.0098(18) -0.0029(17) -0.0002(14) N2 0.0321(17) 0.0299(16) 0.0384(18) 0.0040(15) -0.0001(15) -0.0014(14) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.519(5) . ? C1 H1A 0.97 . ? C1 H1B 0.97 . ? C1 H1C 0.97 . ? C2 N1 1.486(5) . ? C2 C3 1.545(6) . ? C2 H2B 0.99 . ? C3 C7 1.520(5) . ? C3 C6 1.525(6) . ? C3 C4 1.544(5) . ? C4 N2 1.466(5) . ? C4 C5 1.497(6) . ? C4 H4 0.99 . ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C5 H5C 0.97 . ? C6 H6A 0.97 . ? C6 H6B 0.97 . ? C6 H6C 0.97 . ? C7 H7A 0.97 . ? C7 H7B 0.97 . ? C7 H7C 0.97 . ? C8 C13 1.389(5) . ? C8 C9 1.404(5) . ? C8 N2 1.420(4) . ? C9 C10 1.371(5) . ? C9 C14 1.517(6) . ? C10 C11 1.377(6) . ? C10 H10 0.94 . ? C11 C12 1.356(6) . ? C11 H11 0.94 . ? C12 C13 1.387(5) . ? C12 H12 0.94 . ? C13 C26 1.508(6) . ? C14 C16 1.502(6) . ? C14 C15 1.517(6) . ? C14 H14 0.99 . ? C15 H15A 0.97 . ? C15 H15B 0.97 . ? C15 H15C 0.97 . ? C16 H16A 0.97 . ? C16 H16B 0.97 . ? C16 H16C 0.97 . ? C17 C22 1.400(6) . ? C17 C18 1.410(6) . ? C17 N1 1.417(5) . ? C18 C19 1.369(6) . ? C18 C23 1.505(7) . ? C19 C20 1.369(8) . ? C19 H19 0.94 . ? C20 C21 1.377(8) . ? C20 H20 0.94 . ? C21 C22 1.386(6) . ? C21 H21 0.94 . ? C22 C29 1.518(7) . ? C23 C25 1.523(7) . ? C23 C24 1.542(7) . ? C23 H23 0.99 . ? C24 H24A 0.97 . ? C24 H24B 0.97 . ? C24 H24C 0.97 . ? C25 H25A 0.97 . ? C25 H25B 0.97 . ? C25 H25C 0.97 . ? C26 C28 1.498(7) . ? C26 C27 1.510(6) . ? C26 H26 0.99 . ? C27 H27A 0.97 . ? C27 H27B 0.97 . ? C27 H27C 0.97 . ? C28 H28A 0.97 . ? C28 H28B 0.97 . ? C28 H28C 0.97 . ? C29 C31 1.502(7) . ? C29 C30 1.515(6) . ? C29 H29 0.99 . ? C30 H30A 0.97 . ? C30 H30B 0.97 . ? C30 H30C 0.97 . ? C31 H31A 0.97 . ? C31 H31B 0.97 . ? C31 H31C 0.97 . ? N1 H1 0.90(4) . ? N2 H2 0.94(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C1 111.5(3) . . ? N1 C2 C3 109.5(3) . . ? C1 C2 C3 114.6(3) . . ? N1 C2 H2B 107 . . ? C1 C2 H2B 107 . . ? C3 C2 H2B 107 . . ? C7 C3 C6 106.8(3) . . ? C7 C3 C4 108.1(3) . . ? C6 C3 C4 108.7(3) . . ? C7 C3 C2 108.0(4) . . ? C6 C3 C2 112.0(3) . . ? C4 C3 C2 113.0(3) . . ? N2 C4 C5 113.3(3) . . ? N2 C4 C3 111.8(3) . . ? C5 C4 C3 114.3(3) . . ? N2 C4 H4 105.5 . . ? C5 C4 H4 105.5 . . ? C3 C4 H4 105.5 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C3 C7 H7A 109.5 . . ? C3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C13 C8 C9 120.5(3) . . ? C13 C8 N2 120.7(3) . . ? C9 C8 N2 118.7(3) . . ? C10 C9 C8 119.0(4) . . ? C10 C9 C14 118.8(4) . . ? C8 C9 C14 122.0(3) . . ? C9 C10 C11 120.9(4) . . ? C9 C10 H10 119.6 . . ? C11 C10 H10 119.6 . . ? C12 C11 C10 119.4(4) . . ? C12 C11 H11 120.3 . . ? C10 C11 H11 120.3 . . ? C11 C12 C13 122.4(4) . . ? C11 C12 H12 118.8 . . ? C13 C12 H12 118.8 . . ? C12 C13 C8 117.7(4) . . ? C12 C13 C26 119.2(4) . . ? C8 C13 C26 123.1(3) . . ? C16 C14 C15 110.7(4) . . ? C16 C14 C9 113.0(4) . . ? C15 C14 C9 110.1(3) . . ? C16 C14 H14 107.6 . . ? C15 C14 H14 107.6 . . ? C9 C14 H14 107.6 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C22 C17 C18 120.9(4) . . ? C22 C17 N1 119.4(4) . . ? C18 C17 N1 119.6(4) . . ? C19 C18 C17 118.6(5) . . ? C19 C18 C23 119.2(5) . . ? C17 C18 C23 122.1(4) . . ? C20 C19 C18 121.3(5) . . ? C20 C19 H19 119.3 . . ? C18 C19 H19 119.3 . . ? C19 C20 C21 119.9(5) . . ? C19 C20 H20 120.1 . . ? C21 C20 H20 120.1 . . ? C20 C21 C22 121.6(5) . . ? C20 C21 H21 119.2 . . ? C22 C21 H21 119.2 . . ? C21 C22 C17 117.6(5) . . ? C21 C22 C29 120.6(4) . . ? C17 C22 C29 121.8(4) . . ? C18 C23 C25 111.6(4) . . ? C18 C23 C24 111.6(4) . . ? C25 C23 C24 110.0(4) . . ? C18 C23 H23 107.8 . . ? C25 C23 H23 107.8 . . ? C24 C23 H23 107.8 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C28 C26 C13 111.8(4) . . ? C28 C26 C27 111.3(5) . . ? C13 C26 C27 113.0(3) . . ? C28 C26 H26 106.7 . . ? C13 C26 H26 106.7 . . ? C27 C26 H26 106.7 . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C26 C28 H28A 109.5 . . ? C26 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C26 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C31 C29 C30 110.4(4) . . ? C31 C29 C22 110.7(4) . . ? C30 C29 C22 113.9(4) . . ? C31 C29 H29 107.2 . . ? C30 C29 H29 107.2 . . ? C22 C29 H29 107.2 . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C17 N1 C2 119.3(3) . . ? C17 N1 H1 108(2) . . ? C2 N1 H1 113(2) . . ? C8 N2 C4 117.7(3) . . ? C8 N2 H2 110(2) . . ? C4 N2 H2 112(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 N1 C2 C3 C7 179.2(3) . . . . ? C1 C2 C3 C7 -54.7(5) . . . . ? N1 C2 C3 C6 -63.4(4) . . . . ? C1 C2 C3 C6 62.7(5) . . . . ? N1 C2 C3 C4 59.7(4) . . . . ? C1 C2 C3 C4 -174.2(3) . . . . ? C7 C3 C4 N2 169.8(4) . . . . ? C6 C3 C4 N2 54.3(4) . . . . ? C2 C3 C4 N2 -70.7(4) . . . . ? C7 C3 C4 C5 -59.7(5) . . . . ? C6 C3 C4 C5 -175.3(3) . . . . ? C2 C3 C4 C5 59.8(4) . . . . ? C13 C8 C9 C10 2.9(5) . . . . ? N2 C8 C9 C10 179.1(3) . . . . ? C13 C8 C9 C14 -173.8(4) . . . . ? N2 C8 C9 C14 2.4(5) . . . . ? C8 C9 C10 C11 -3.6(6) . . . . ? C14 C9 C10 C11 173.2(4) . . . . ? C9 C10 C11 C12 1.7(7) . . . . ? C10 C11 C12 C13 0.9(7) . . . . ? C11 C12 C13 C8 -1.6(6) . . . . ? C11 C12 C13 C26 -179.5(4) . . . . ? C9 C8 C13 C12 -0.3(5) . . . . ? N2 C8 C13 C12 -176.5(3) . . . . ? C9 C8 C13 C26 177.5(3) . . . . ? N2 C8 C13 C26 1.3(5) . . . . ? C10 C9 C14 C16 61.0(5) . . . . ? C8 C9 C14 C16 -122.4(4) . . . . ? C10 C9 C14 C15 -63.5(5) . . . . ? C8 C9 C14 C15 113.2(5) . . . . ? C22 C17 C18 C19 3.1(5) . . . . ? N1 C17 C18 C19 179.9(4) . . . . ? C22 C17 C18 C23 -175.1(4) . . . . ? N1 C17 C18 C23 1.7(5) . . . . ? C17 C18 C19 C20 -1.8(6) . . . . ? C23 C18 C19 C20 176.4(4) . . . . ? C18 C19 C20 C21 -1.3(7) . . . . ? C19 C20 C21 C22 3.2(7) . . . . ? C20 C21 C22 C17 -1.9(6) . . . . ? C20 C21 C22 C29 -179.6(4) . . . . ? C18 C17 C22 C21 -1.2(5) . . . . ? N1 C17 C22 C21 -178.1(4) . . . . ? C18 C17 C22 C29 176.4(3) . . . . ? N1 C17 C22 C29 -0.4(5) . . . . ? C19 C18 C23 C25 -48.5(6) . . . . ? C17 C18 C23 C25 129.6(4) . . . . ? C19 C18 C23 C24 75.1(5) . . . . ? C17 C18 C23 C24 -106.8(5) . . . . ? C12 C13 C26 C28 77.7(5) . . . . ? C8 C13 C26 C28 -100.1(5) . . . . ? C12 C13 C26 C27 -48.9(5) . . . . ? C8 C13 C26 C27 133.4(5) . . . . ? C21 C22 C29 C31 96.4(5) . . . . ? C17 C22 C29 C31 -81.2(5) . . . . ? C21 C22 C29 C30 -28.7(5) . . . . ? C17 C22 C29 C30 153.7(4) . . . . ? C22 C17 N1 C2 -111.6(4) . . . . ? C18 C17 N1 C2 71.6(4) . . . . ? C1 C2 N1 C17 41.7(5) . . . . ? C3 C2 N1 C17 169.6(3) . . . . ? C13 C8 N2 C4 -107.3(4) . . . . ? C9 C8 N2 C4 76.5(4) . . . . ? C5 C4 N2 C8 59.4(5) . . . . ? C3 C4 N2 C8 -169.6(3) . . . . ? #==END # CIF produced by WinGX routine CIF_UPDATE # Created on 2003-07-28 at 09:43:19 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : c:\wingx\files\archive.dat # CIF files read : f1 dreduc struct data_3b _database_code_CSD 212233 _audit_creation_date 2003-07-28T09:43:19-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C25 H38 N2' _chemical_formula_sum 'C25 H38 N2' _chemical_formula_weight 366.57 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.111(2) _cell_length_b 11.650(3) _cell_length_c 15.729(3) _cell_angle_alpha 90 _cell_angle_beta 109.31(3) _cell_angle_gamma 90 _cell_volume 2267.4(8) _cell_formula_units_Z 4 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 13.2 _cell_measurement_theta_max 23.7 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.074 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 808 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 203(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_UB_11 -0.39845E-1 _diffrn_orient_matrix_UB_12 -0.1165E-2 _diffrn_orient_matrix_UB_13 -0.66241E-1 _diffrn_orient_matrix_UB_21 0.42127E-1 _diffrn_orient_matrix_UB_22 0.68523E-1 _diffrn_orient_matrix_UB_23 -0.7895E-2 _diffrn_orient_matrix_UB_31 0.56313E-1 _diffrn_orient_matrix_UB_32 -0.05177 _diffrn_orient_matrix_UB_33 -0.9048E-2 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega scans' _diffrn_standards_number 3 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 6 _diffrn_standards_decay_corr_max 1.156 _diffrn_standards_decay_corr_min 0.996 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 5 4 2 3 4 3 5 3 2 _diffrn_reflns_av_R_equivalents 0.2799 _diffrn_reflns_av_unetI/netI 0.1959 _diffrn_reflns_number 12063 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 24.99 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.991 _reflns_number_total 3954 _reflns_number_gt 1849 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; 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^)+(0.1448P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.004(3) _refine_ls_number_reflns 3954 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1935 _refine_ls_R_factor_gt 0.1074 _refine_ls_wR_factor_ref 0.3275 _refine_ls_wR_factor_gt 0.2531 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 0.998 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.324 _refine_diff_density_min -0.277 _refine_diff_density_rms 0.076 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5653(5) 0.6852(6) 0.2218(4) 0.0767(19) Uani 1 1 d . . . H1A H 0.5084 0.7354 0.1838 0.115 Uiso 1 1 calc R . . H1B H 0.5928 0.6362 0.1836 0.115 Uiso 1 1 calc R . . H1C H 0.6244 0.7322 0.2607 0.115 Uiso 1 1 calc R . . C2 C 0.5189(4) 0.6098(4) 0.2804(3) 0.0437(12) Uani 1 1 d . . . H2 H 0.496 0.6633 0.3205 0.052 Uiso 1 1 calc R . . C3 C 0.6005(4) 0.5260(4) 0.3429(3) 0.0391(11) Uani 1 1 d . . . C4 C 0.6420(4) 0.4352(4) 0.2910(3) 0.0462(12) Uani 1 1 d . . . H4 H 0.6621 0.4771 0.2433 0.055 Uiso 1 1 calc R . . C5 C 0.7409(5) 0.3719(6) 0.3470(5) 0.091(2) Uani 1 1 d . . . H5A H 0.762 0.3161 0.3092 0.136 Uiso 1 1 calc R . . H5B H 0.7253 0.3316 0.396 0.136 Uiso 1 1 calc R . . H5C H 0.8 0.4265 0.3723 0.136 Uiso 1 1 calc R . . C6 C 0.6958(4) 0.5973(5) 0.3995(3) 0.0561(14) Uani 1 1 d . . . H6A H 0.7305 0.6343 0.3602 0.084 Uiso 1 1 calc R . . H6B H 0.7481 0.5475 0.4427 0.084 Uiso 1 1 calc R . . H6C H 0.6703 0.6562 0.4322 0.084 Uiso 1 1 calc R . . C7 C 0.5482(5) 0.4705(4) 0.4062(3) 0.0535(14) Uani 1 1 d . . . H7A H 0.4866 0.4235 0.3711 0.08 Uiso 1 1 calc R . . H7B H 0.5231 0.5304 0.4382 0.08 Uiso 1 1 calc R . . H7C H 0.6012 0.4218 0.4498 0.08 Uiso 1 1 calc R . . C8 C 0.5555(4) 0.2927(4) 0.1685(3) 0.0426(12) Uani 1 1 d . . . C9 C 0.5001(4) 0.1879(4) 0.1475(3) 0.0420(12) Uani 1 1 d . . . C10 C 0.4904(4) 0.1359(4) 0.0661(3) 0.0504(13) Uani 1 1 d . . . H10 H 0.4517 0.0657 0.051 0.061 Uiso 1 1 calc R . . C11 C 0.5356(4) 0.1838(4) 0.0059(3) 0.0502(14) Uani 1 1 d . . . H11 H 0.5276 0.1469 -0.0499 0.06 Uiso 1 1 calc R . . C12 C 0.5920(4) 0.2848(4) 0.0279(3) 0.0512(13) Uani 1 1 d . . . H12 H 0.6241 0.3176 -0.0125 0.061 Uiso 1 1 calc R . . C13 C 0.6023(4) 0.3387(4) 0.1077(3) 0.0485(13) Uani 1 1 d . . . H13 H 0.6419 0.4085 0.1221 0.058 Uiso 1 1 calc R . . C14 C 0.4543(5) 0.1310(4) 0.2133(4) 0.0569(14) Uani 1 1 d . . . H14 H 0.4302 0.1938 0.2456 0.068 Uiso 1 1 calc R . . C15 C 0.3569(5) 0.0561(5) 0.1696(4) 0.0763(19) Uani 1 1 d . . . H15A H 0.3321 0.022 0.2163 0.114 Uiso 1 1 calc R . . H15B H 0.3766 -0.005 0.1351 0.114 Uiso 1 1 calc R . . H15C H 0.2988 0.1028 0.129 0.114 Uiso 1 1 calc R . . C16 C 0.5425(6) 0.0645(6) 0.2840(4) 0.088(2) Uani 1 1 d . . . H16A H 0.5119 0.0283 0.3264 0.132 Uiso 1 1 calc R . . H16B H 0.6004 0.1173 0.3167 0.132 Uiso 1 1 calc R . . H16C H 0.5719 0.0052 0.2544 0.132 Uiso 1 1 calc R . . C17 C 0.3272(4) 0.6043(4) 0.1794(3) 0.0428(12) Uani 1 1 d . . . C18 C 0.2445(4) 0.5428(4) 0.1142(3) 0.0394(11) Uani 1 1 d . . . C19 C 0.1492(4) 0.5997(4) 0.0684(3) 0.0479(13) Uani 1 1 d . . . H19 H 0.0935 0.5592 0.0243 0.058 Uiso 1 1 calc R . . C20 C 0.1327(4) 0.7140(4) 0.0850(4) 0.0540(14) Uani 1 1 d . . . H20 H 0.0667 0.751 0.0526 0.065 Uiso 1 1 calc R . . C21 C 0.2120(4) 0.7724(4) 0.1480(4) 0.0547(14) Uani 1 1 d . . . H21 H 0.201 0.8503 0.1606 0.066 Uiso 1 1 calc R . . C22 C 0.3080(4) 0.7195(4) 0.1936(4) 0.0505(13) Uani 1 1 d . . . H22 H 0.3631 0.7625 0.2361 0.061 Uiso 1 1 calc R . . C23 C 0.2611(4) 0.4197(4) 0.0922(3) 0.0454(12) Uani 1 1 d . . . H23 H 0.3109 0.3834 0.1482 0.055 Uiso 1 1 calc R . . C24 C 0.3160(4) 0.4143(5) 0.0207(4) 0.0580(14) Uani 1 1 d . . . H24A H 0.3257 0.334 0.0067 0.087 Uiso 1 1 calc R . . H24B H 0.3867 0.4521 0.0434 0.087 Uiso 1 1 calc R . . H24C H 0.2709 0.4535 -0.0339 0.087 Uiso 1 1 calc R . . C25 C 0.1567(4) 0.3509(4) 0.0633(4) 0.0624(16) Uani 1 1 d . . . H25A H 0.1717 0.2721 0.0491 0.094 Uiso 1 1 calc R . . H25B H 0.1051 0.3864 0.0098 0.094 Uiso 1 1 calc R . . H25C H 0.1261 0.3499 0.1123 0.094 Uiso 1 1 calc R . . N1 N 0.4218(3) 0.5508(4) 0.2256(3) 0.0466(11) Uani 1 1 d . . . N2 N 0.5556(3) 0.3540(3) 0.2444(3) 0.0427(10) Uani 1 1 d . . . H1 H 0.432(4) 0.481(5) 0.205(4) 0.062(16) Uiso 1 1 d . . . H2B H 0.549(5) 0.305(7) 0.287(5) 0.10(2) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.081(4) 0.072(4) 0.071(4) 0.033(4) 0.017(3) -0.015(3) C2 0.055(3) 0.035(2) 0.039(2) -0.001(2) 0.012(2) -0.011(2) C3 0.043(3) 0.038(2) 0.033(2) -0.003(2) 0.007(2) -0.003(2) C4 0.046(3) 0.049(3) 0.042(3) -0.008(2) 0.014(2) -0.004(2) C5 0.065(4) 0.092(5) 0.097(5) -0.033(4) 0.003(4) 0.027(4) C6 0.056(3) 0.057(3) 0.044(3) -0.010(3) 0.001(2) -0.011(3) C7 0.077(4) 0.042(3) 0.040(3) 0.000(2) 0.017(3) -0.008(3) C8 0.061(3) 0.032(2) 0.031(2) -0.001(2) 0.009(2) 0.006(2) C9 0.053(3) 0.029(2) 0.040(3) -0.004(2) 0.011(2) 0.005(2) C10 0.073(3) 0.032(2) 0.043(3) -0.002(2) 0.014(3) 0.009(2) C11 0.081(4) 0.033(3) 0.030(2) -0.001(2) 0.009(2) 0.015(3) C12 0.080(4) 0.039(3) 0.036(3) 0.001(2) 0.022(3) 0.007(3) C13 0.064(3) 0.033(3) 0.049(3) -0.001(2) 0.020(3) 0.001(2) C14 0.084(4) 0.037(3) 0.051(3) -0.010(3) 0.024(3) -0.002(3) C15 0.098(5) 0.046(3) 0.091(5) -0.021(3) 0.040(4) -0.017(3) C16 0.118(6) 0.075(4) 0.066(4) 0.030(4) 0.022(4) -0.001(4) C17 0.049(3) 0.034(2) 0.043(3) -0.005(2) 0.013(2) -0.001(2) C18 0.045(3) 0.029(2) 0.043(2) -0.004(2) 0.013(2) -0.003(2) C19 0.040(3) 0.041(3) 0.055(3) -0.005(2) 0.005(2) -0.003(2) C20 0.054(3) 0.038(3) 0.067(3) 0.009(3) 0.016(3) 0.007(3) C21 0.063(3) 0.027(2) 0.070(4) -0.003(3) 0.018(3) 0.003(3) C22 0.057(3) 0.030(2) 0.059(3) -0.009(2) 0.012(2) 0.000(2) C23 0.051(3) 0.035(3) 0.039(3) -0.005(2) -0.001(2) -0.002(2) C24 0.065(3) 0.043(3) 0.061(3) -0.008(3) 0.015(3) 0.006(3) C25 0.061(3) 0.035(3) 0.076(4) -0.007(3) 0.002(3) -0.007(3) N1 0.042(2) 0.032(2) 0.055(3) -0.013(2) 0.001(2) 0.0011(18) N2 0.057(3) 0.033(2) 0.037(2) -0.0081(18) 0.0136(19) -0.0041(19) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.536(7) . ? C1 H1A 0.98 . ? C1 H1B 0.98 . ? C1 H1C 0.98 . ? C2 N1 1.452(6) . ? C2 C3 1.540(6) . ? C2 H2 1 . ? C3 C6 1.520(6) . ? C3 C7 1.527(6) . ? C3 C4 1.540(6) . ? C4 N2 1.473(6) . ? C4 C5 1.498(7) . ? C4 H4 1 . ? C5 H5A 0.98 . ? C5 H5B 0.98 . ? C5 H5C 0.98 . ? C6 H6A 0.98 . ? C6 H6B 0.98 . ? C6 H6C 0.98 . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 N2 1.392(6) . ? C8 C13 1.403(6) . ? C8 C9 1.403(7) . ? C9 C10 1.383(6) . ? C9 C14 1.510(7) . ? C10 C11 1.391(7) . ? C10 H10 0.95 . ? C11 C12 1.372(7) . ? C11 H11 0.95 . ? C12 C13 1.370(6) . ? C12 H12 0.95 . ? C13 H13 0.95 . ? C14 C15 1.512(8) . ? C14 C16 1.525(8) . ? C14 H14 1 . ? C15 H15A 0.98 . ? C15 H15B 0.98 . ? C15 H15C 0.98 . ? C16 H16A 0.98 . ? C16 H16B 0.98 . ? C16 H16C 0.98 . ? C17 N1 1.363(6) . ? C17 C22 1.397(6) . ? C17 C18 1.416(6) . ? C18 C19 1.387(6) . ? C18 C23 1.508(6) . ? C19 C20 1.388(7) . ? C19 H19 0.95 . ? C20 C21 1.359(7) . ? C20 H20 0.95 . ? C21 C22 1.371(7) . ? C21 H21 0.95 . ? C22 H22 0.95 . ? C23 C25 1.520(7) . ? C23 C24 1.524(7) . ? C23 H23 1 . ? C24 H24A 0.98 . ? C24 H24B 0.98 . ? C24 H24C 0.98 . ? C25 H25A 0.98 . ? C25 H25B 0.98 . ? C25 H25C 0.98 . ? N1 H1 0.91(6) . ? N2 H2B 0.90(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C1 111.0(4) . . ? N1 C2 C3 111.5(4) . . ? C1 C2 C3 114.6(4) . . ? N1 C2 H2 106.4 . . ? C1 C2 H2 106.4 . . ? C3 C2 H2 106.4 . . ? C6 C3 C7 108.0(4) . . ? C6 C3 C4 108.7(4) . . ? C7 C3 C4 111.6(4) . . ? C6 C3 C2 106.9(4) . . ? C7 C3 C2 108.5(4) . . ? C4 C3 C2 113.0(3) . . ? N2 C4 C5 110.5(5) . . ? N2 C4 C3 110.9(4) . . ? C5 C4 C3 114.6(4) . . ? N2 C4 H4 106.8 . . ? C5 C4 H4 106.8 . . ? C3 C4 H4 106.8 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C3 C7 H7A 109.5 . . ? C3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N2 C8 C13 120.8(4) . . ? N2 C8 C9 120.1(4) . . ? C13 C8 C9 118.8(4) . . ? C10 C9 C8 118.7(5) . . ? C10 C9 C14 120.4(4) . . ? C8 C9 C14 120.9(4) . . ? C9 C10 C11 121.7(5) . . ? C9 C10 H10 119.1 . . ? C11 C10 H10 119.1 . . ? C12 C11 C10 119.2(4) . . ? C12 C11 H11 120.4 . . ? C10 C11 H11 120.4 . . ? C13 C12 C11 120.4(5) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C12 C13 C8 121.1(5) . . ? C12 C13 H13 119.5 . . ? C8 C13 H13 119.5 . . ? C9 C14 C15 114.2(4) . . ? C9 C14 C16 110.2(5) . . ? C15 C14 C16 111.2(5) . . ? C9 C14 H14 107 . . ? C15 C14 H14 107 . . ? C16 C14 H14 107 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N1 C17 C22 122.3(4) . . ? N1 C17 C18 120.0(4) . . ? C22 C17 C18 117.7(4) . . ? C19 C18 C17 118.5(4) . . ? C19 C18 C23 120.6(4) . . ? C17 C18 C23 120.8(4) . . ? C18 C19 C20 122.1(5) . . ? C18 C19 H19 119 . . ? C20 C19 H19 119 . . ? C21 C20 C19 119.2(5) . . ? C21 C20 H20 120.4 . . ? C19 C20 H20 120.4 . . ? C20 C21 C22 120.3(5) . . ? C20 C21 H21 119.8 . . ? C22 C21 H21 119.8 . . ? C21 C22 C17 122.1(5) . . ? C21 C22 H22 118.9 . . ? C17 C22 H22 118.9 . . ? C18 C23 C25 112.7(4) . . ? C18 C23 C24 110.3(4) . . ? C25 C23 C24 110.8(4) . . ? C18 C23 H23 107.6 . . ? C25 C23 H23 107.6 . . ? C24 C23 H23 107.6 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C23 C25 H25A 109.5 . . ? C23 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C23 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C17 N1 C2 124.4(4) . . ? C17 N1 H1 116(3) . . ? C2 N1 H1 116(3) . . ? C8 N2 C4 122.6(4) . . ? C8 N2 H2B 110(5) . . ? C4 N2 H2B 106(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 C2 C3 C6 -177.5(4) . . . . ? C1 C2 C3 C6 55.4(5) . . . . ? N1 C2 C3 C7 -61.3(5) . . . . ? C1 C2 C3 C7 171.6(4) . . . . ? N1 C2 C3 C4 63.1(5) . . . . ? C1 C2 C3 C4 -64.0(5) . . . . ? C6 C3 C4 N2 172.5(4) . . . . ? C7 C3 C4 N2 53.5(5) . . . . ? C2 C3 C4 N2 -69.1(5) . . . . ? C6 C3 C4 C5 46.6(6) . . . . ? C7 C3 C4 C5 -72.3(6) . . . . ? C2 C3 C4 C5 165.1(5) . . . . ? N2 C8 C9 C10 172.2(4) . . . . ? C13 C8 C9 C10 -2.3(7) . . . . ? N2 C8 C9 C14 -9.3(7) . . . . ? C13 C8 C9 C14 176.2(4) . . . . ? C8 C9 C10 C11 1.2(7) . . . . ? C14 C9 C10 C11 -177.3(5) . . . . ? C9 C10 C11 C12 0.4(7) . . . . ? C10 C11 C12 C13 -0.9(7) . . . . ? C11 C12 C13 C8 -0.3(8) . . . . ? N2 C8 C13 C12 -172.6(5) . . . . ? C9 C8 C13 C12 1.9(7) . . . . ? C10 C9 C14 C15 -29.3(7) . . . . ? C8 C9 C14 C15 152.2(5) . . . . ? C10 C9 C14 C16 96.7(6) . . . . ? C8 C9 C14 C16 -81.8(6) . . . . ? N1 C17 C18 C19 180.0(4) . . . . ? C22 C17 C18 C19 -0.2(7) . . . . ? N1 C17 C18 C23 -2.5(7) . . . . ? C22 C17 C18 C23 177.3(5) . . . . ? C17 C18 C19 C20 -0.4(7) . . . . ? C23 C18 C19 C20 -177.9(5) . . . . ? C18 C19 C20 C21 -0.1(8) . . . . ? C19 C20 C21 C22 1.1(8) . . . . ? C20 C21 C22 C17 -1.8(8) . . . . ? N1 C17 C22 C21 -178.9(5) . . . . ? C18 C17 C22 C21 1.3(7) . . . . ? C19 C18 C23 C25 -32.8(6) . . . . ? C17 C18 C23 C25 149.7(4) . . . . ? C19 C18 C23 C24 91.7(5) . . . . ? C17 C18 C23 C24 -85.8(5) . . . . ? C22 C17 N1 C2 -12.3(7) . . . . ? C18 C17 N1 C2 167.5(4) . . . . ? C1 C2 N1 C17 -66.1(6) . . . . ? C3 C2 N1 C17 164.8(4) . . . . ? C13 C8 N2 C4 -30.8(7) . . . . ? C9 C8 N2 C4 154.8(4) . . . . ? C5 C4 N2 C8 -76.6(6) . . . . ? C3 C4 N2 C8 155.3(4) . . . . ? #==END # CIF produced by WinGX routine CIF_UPDATE # Created on 2003-07-28 at 08:47:32 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : c:\wingx\files\archive.dat # CIF files read : b struct data_4 _database_code_CSD 212234 _audit_creation_date 2003-07-28T08:47:32-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C31 H48 N2' _chemical_formula_sum 'C31 H48 N2' _chemical_formula_weight 448.71 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.802(4) _cell_length_b 15.950(5) _cell_length_c 10.464(4) _cell_angle_alpha 103.83(3) _cell_angle_beta 118.92(3) _cell_angle_gamma 70.67(3) _cell_volume 1482.3(10) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 15.4 _cell_measurement_theta_max 32.4 _cell_measurement_wavelength 1.54178 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.3 _exptl_crystal_density_diffrn 1.005 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 496 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.427 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_reflns_av_R_equivalents 0.0229 _diffrn_reflns_av_unetI/netI 0.0475 _diffrn_reflns_number 5161 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 65.72 _diffrn_reflns_theta_full 65.72 _diffrn_measured_fraction_theta_full 0.893 _diffrn_measured_fraction_theta_max 0.893 _reflns_number_total 4590 _reflns_number_gt 2695 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; 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^)+(0.1164P)^2^+0.2445P] 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 SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.0070(12) _refine_ls_number_reflns 4590 _refine_ls_number_parameters 315 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1065 _refine_ls_R_factor_gt 0.0611 _refine_ls_wR_factor_ref 0.2159 _refine_ls_wR_factor_gt 0.1827 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.252 _refine_diff_density_min -0.214 _refine_diff_density_rms 0.037 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.5010(3) 0.22299(15) 0.5067(3) 0.0616(6) Uani 1 1 d . . . N2 N 0.5917(2) 0.30270(14) 0.8030(2) 0.0562(6) Uani 1 1 d . . . C1 C 0.4799(5) 0.1244(2) 0.6449(4) 0.1015(11) Uani 1 1 d . . . H1A H 0.524 0.0753 0.5941 0.152 Uiso 1 1 calc R . . H1B H 0.4061 0.1088 0.6538 0.152 Uiso 1 1 calc R . . H1C H 0.5534 0.1378 0.7408 0.152 Uiso 1 1 calc R . . C2 C 0.4105(3) 0.20610(19) 0.5590(3) 0.0678(8) Uani 1 1 d . . . H2 H 0.3268 0.1914 0.4701 0.081 Uiso 1 1 calc R . . C3 C 0.3442(3) 0.2915(2) 0.6350(3) 0.0685(8) Uani 1 1 d . . . C4 C 0.4560(3) 0.32894(19) 0.7753(3) 0.0650(7) Uani 1 1 d . . . C5 C 0.4000(4) 0.3995(2) 0.8718(3) 0.0921(11) Uani 1 1 d . . . H5A H 0.4792 0.4222 0.9504 0.138 Uiso 1 1 calc R . . H5B H 0.3583 0.3742 0.9117 0.138 Uiso 1 1 calc R . . H5C H 0.3266 0.4473 0.8152 0.138 Uiso 1 1 calc R . . C6 C 0.2621(4) 0.3651(3) 0.5280(4) 0.1077(13) Uani 1 1 d . . . H6A H 0.1898 0.344 0.438 0.162 Uiso 1 1 calc R . . H6B H 0.3305 0.3794 0.5081 0.162 Uiso 1 1 calc R . . H6C H 0.2153 0.4175 0.5714 0.162 Uiso 1 1 calc R . . C7 C 0.2316(4) 0.2725(3) 0.6656(5) 0.1294(17) Uani 1 1 d . . . H7A H 0.1701 0.2412 0.5801 0.194 Uiso 1 1 calc R . . H7B H 0.1727 0.3278 0.6895 0.194 Uiso 1 1 calc R . . H7C H 0.2812 0.2365 0.7464 0.194 Uiso 1 1 calc R . . C8 C 0.7008(3) 0.34024(17) 0.9262(3) 0.0562(6) Uani 1 1 d . . . C9 C 0.7541(3) 0.39897(19) 0.8986(3) 0.0645(7) Uani 1 1 d . . . C10 C 0.8655(3) 0.4328(2) 1.0177(3) 0.0805(9) Uani 1 1 d . . . H10 H 0.9014 0.4734 1.0029 0.097 Uiso 1 1 calc R . . C11 C 0.9231(3) 0.4078(2) 1.1555(3) 0.0882(10) Uani 1 1 d . . . H11 H 0.9976 0.4312 1.2328 0.106 Uiso 1 1 calc R . . C12 C 0.8718(3) 0.3490(2) 1.1798(3) 0.0813(9) Uani 1 1 d . . . H12 H 0.912 0.3326 1.2741 0.098 Uiso 1 1 calc R . . C13 C 0.7606(3) 0.31268(19) 1.0669(3) 0.0644(7) Uani 1 1 d . . . C14 C 0.7123(3) 0.2431(2) 1.0958(3) 0.0730(8) Uani 1 1 d . . . H14 H 0.609 0.2488 1.0265 0.088 Uiso 1 1 calc R . . C15 C 0.7229(5) 0.2545(3) 1.2487(4) 0.1117(13) Uani 1 1 d . . . H15A H 0.6775 0.2138 1.2543 0.168 Uiso 1 1 calc R . . H15B H 0.674 0.3147 1.2694 0.168 Uiso 1 1 calc R . . H15C H 0.8239 0.2423 1.3192 0.168 Uiso 1 1 calc R . . C16 C 0.7956(5) 0.1502(2) 1.0635(5) 0.1163(14) Uani 1 1 d . . . H16A H 0.7538 0.1069 1.0676 0.174 Uiso 1 1 calc R . . H16B H 0.8962 0.1402 1.135 0.174 Uiso 1 1 calc R . . H16C H 0.7897 0.1445 0.9675 0.174 Uiso 1 1 calc R . . C17 C 0.6905(4) 0.4285(2) 0.7463(3) 0.0783(9) Uani 1 1 d . . . H17 H 0.6449 0.3823 0.6755 0.094 Uiso 1 1 calc R . . C18 C 0.8047(5) 0.4371(3) 0.7089(5) 0.1288(16) Uani 1 1 d . . . H18A H 0.7625 0.4423 0.6057 0.193 Uiso 1 1 calc R . . H18B H 0.8856 0.3852 0.7341 0.193 Uiso 1 1 calc R . . H18C H 0.8383 0.4893 0.7632 0.193 Uiso 1 1 calc R . . C19 C 0.5702(6) 0.5149(3) 0.7275(4) 0.1310(17) Uani 1 1 d . . . H19A H 0.4972 0.5072 0.7477 0.197 Uiso 1 1 calc R . . H19B H 0.5263 0.53 0.6286 0.197 Uiso 1 1 calc R . . H19C H 0.6114 0.5621 0.7942 0.197 Uiso 1 1 calc R . . C20 C 0.5563(3) 0.15235(17) 0.4205(3) 0.0607(7) Uani 1 1 d . . . C21 C 0.7032(3) 0.10112(19) 0.4834(3) 0.0692(8) Uani 1 1 d . . . C22 C 0.7521(4) 0.0355(2) 0.3933(4) 0.0841(9) Uani 1 1 d . . . H22 H 0.8485 0.0017 0.4327 0.101 Uiso 1 1 calc R . . C23 C 0.6629(4) 0.0184(2) 0.2475(4) 0.0909(10) Uani 1 1 d . . . H23 H 0.6982 -0.0267 0.1896 0.109 Uiso 1 1 calc R . . C24 C 0.5218(4) 0.0685(2) 0.1884(3) 0.0860(10) Uani 1 1 d . . . H24 H 0.4614 0.0563 0.0898 0.103 Uiso 1 1 calc R . . C25 C 0.4658(3) 0.1369(2) 0.2707(3) 0.0687(8) Uani 1 1 d . . . C26 C 0.3111(3) 0.1956(2) 0.1954(3) 0.0832(9) Uani 1 1 d . . . H26 H 0.2919 0.2411 0.2697 0.1 Uiso 1 1 calc R . . C27 C 0.2967(5) 0.2435(3) 0.0771(5) 0.1324(16) Uani 1 1 d . . . H27A H 0.3646 0.2802 0.1206 0.199 Uiso 1 1 calc R . . H27B H 0.1989 0.2801 0.0321 0.199 Uiso 1 1 calc R . . H27C H 0.3177 0.2002 0.0042 0.199 Uiso 1 1 calc R . . C28 C 0.1969(5) 0.1438(4) 0.1292(5) 0.1395(18) Uani 1 1 d . . . H28A H 0.2018 0.1167 0.2047 0.209 Uiso 1 1 calc R . . H28B H 0.2143 0.0982 0.0569 0.209 Uiso 1 1 calc R . . H28C H 0.1018 0.1834 0.0838 0.209 Uiso 1 1 calc R . . C29 C 0.8092(4) 0.1186(2) 0.6432(3) 0.0864(10) Uani 1 1 d . . . H29 H 0.7512 0.1529 0.696 0.104 Uiso 1 1 calc R . . C30 C 0.9040(5) 0.1754(3) 0.6547(4) 0.1252(15) Uani 1 1 d . . . H30A H 0.8426 0.2302 0.6119 0.188 Uiso 1 1 calc R . . H30B H 0.9619 0.1434 0.6034 0.188 Uiso 1 1 calc R . . H30C H 0.9673 0.1883 0.756 0.188 Uiso 1 1 calc R . . C31 C 0.9064(5) 0.0352(3) 0.7189(4) 0.1242(15) Uani 1 1 d . . . H31A H 0.8471 -0.0005 0.7125 0.186 Uiso 1 1 calc R . . H31B H 0.9659 0.0513 0.8202 0.186 Uiso 1 1 calc R . . H31C H 0.9681 0.0018 0.6723 0.186 Uiso 1 1 calc R . . H1 H 0.570(3) 0.238(2) 0.584(3) 0.078(10) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0654(14) 0.0699(15) 0.0523(13) -0.0031(11) 0.0254(12) -0.0276(12) N2 0.0539(12) 0.0640(13) 0.0507(12) 0.0047(10) 0.0198(10) -0.0205(10) C1 0.130(3) 0.097(3) 0.108(3) 0.001(2) 0.066(2) -0.050(2) C2 0.0654(16) 0.083(2) 0.0588(16) -0.0037(14) 0.0241(13) -0.0361(15) C3 0.0522(15) 0.093(2) 0.0558(15) -0.0021(14) 0.0222(13) -0.0221(14) C4 0.0575(16) 0.0721(18) 0.0554(15) 0.0004(13) 0.0218(13) -0.0136(13) C5 0.0701(19) 0.101(2) 0.077(2) -0.0120(18) 0.0286(17) -0.0082(17) C6 0.084(2) 0.121(3) 0.066(2) 0.0174(19) 0.0149(18) 0.015(2) C7 0.093(3) 0.189(5) 0.132(3) -0.037(3) 0.071(3) -0.069(3) C8 0.0549(14) 0.0575(15) 0.0516(14) 0.0050(11) 0.0197(12) -0.0150(12) C9 0.0649(16) 0.0684(17) 0.0591(16) 0.0053(13) 0.0222(13) -0.0242(14) C10 0.075(2) 0.088(2) 0.084(2) 0.0097(17) 0.0250(17) -0.0410(17) C11 0.072(2) 0.110(3) 0.070(2) 0.0189(18) 0.0028(16) -0.0458(19) C12 0.0661(18) 0.103(2) 0.0615(17) 0.0253(16) 0.0049(15) -0.0293(17) C13 0.0522(15) 0.0740(18) 0.0592(16) 0.0159(13) 0.0146(13) -0.0155(13) C14 0.0616(16) 0.088(2) 0.0668(17) 0.0276(15) 0.0177(14) -0.0189(15) C15 0.132(3) 0.133(3) 0.094(3) 0.025(2) 0.054(2) -0.047(3) C16 0.130(3) 0.086(3) 0.155(4) 0.030(2) 0.077(3) -0.019(2) C17 0.098(2) 0.081(2) 0.0631(17) 0.0105(15) 0.0282(16) -0.0395(18) C18 0.151(4) 0.166(4) 0.109(3) 0.028(3) 0.056(3) -0.081(3) C19 0.165(4) 0.104(3) 0.082(3) 0.034(2) 0.034(3) 0.001(3) C20 0.0688(17) 0.0627(16) 0.0563(15) -0.0002(12) 0.0308(14) -0.0226(14) C21 0.079(2) 0.0668(18) 0.0636(17) 0.0001(14) 0.0362(15) -0.0176(15) C22 0.083(2) 0.083(2) 0.086(2) 0.0025(18) 0.0451(19) -0.0132(17) C23 0.108(3) 0.089(2) 0.085(2) -0.0189(19) 0.059(2) -0.030(2) C24 0.100(3) 0.095(2) 0.0639(18) -0.0176(17) 0.0379(19) -0.041(2) C25 0.0753(19) 0.0812(19) 0.0567(16) -0.0061(14) 0.0323(15) -0.0324(15) C26 0.080(2) 0.109(3) 0.0543(16) -0.0057(16) 0.0248(15) -0.0326(19) C27 0.121(3) 0.154(4) 0.117(3) 0.047(3) 0.045(3) -0.016(3) C28 0.089(3) 0.175(5) 0.149(4) 0.005(3) 0.032(3) -0.067(3) C29 0.079(2) 0.093(2) 0.0686(19) 0.0113(17) 0.0286(17) -0.0027(18) C30 0.109(3) 0.134(4) 0.105(3) 0.007(3) 0.012(2) -0.055(3) C31 0.120(3) 0.127(3) 0.101(3) 0.041(3) 0.034(3) -0.003(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C20 1.425(3) . ? N1 C2 1.445(3) . ? N1 H1 0.85(3) . ? N2 C4 1.283(3) . ? N2 C8 1.428(3) . ? C1 C2 1.526(5) . ? C1 H1A 0.96 . ? C1 H1B 0.96 . ? C1 H1C 0.96 . ? C2 C3 1.546(4) . ? C2 H2 0.98 . ? C3 C4 1.521(4) . ? C3 C7 1.531(4) . ? C3 C6 1.548(5) . ? C4 C5 1.500(4) . ? C5 H5A 0.96 . ? C5 H5B 0.96 . ? C5 H5C 0.96 . ? C6 H6A 0.96 . ? C6 H6B 0.96 . ? C6 H6C 0.96 . ? C7 H7A 0.96 . ? C7 H7B 0.96 . ? C7 H7C 0.96 . ? C8 C9 1.392(4) . ? C8 C13 1.407(4) . ? C9 C10 1.397(4) . ? C9 C17 1.523(4) . ? C10 C11 1.367(4) . ? C10 H10 0.93 . ? C11 C12 1.360(4) . ? C11 H11 0.93 . ? C12 C13 1.391(4) . ? C12 H12 0.93 . ? C13 C14 1.515(4) . ? C14 C16 1.514(5) . ? C14 C15 1.517(4) . ? C14 H14 0.98 . ? C15 H15A 0.96 . ? C15 H15B 0.96 . ? C15 H15C 0.96 . ? C16 H16A 0.96 . ? C16 H16B 0.96 . ? C16 H16C 0.96 . ? C17 C18 1.516(5) . ? C17 C19 1.525(5) . ? C17 H17 0.98 . ? C18 H18A 0.96 . ? C18 H18B 0.96 . ? C18 H18C 0.96 . ? C19 H19A 0.96 . ? C19 H19B 0.96 . ? C19 H19C 0.96 . ? C20 C25 1.402(4) . ? C20 C21 1.417(4) . ? C21 C22 1.380(4) . ? C21 C29 1.524(4) . ? C22 C23 1.373(5) . ? C22 H22 0.93 . ? C23 C24 1.364(5) . ? C23 H23 0.93 . ? C24 C25 1.384(4) . ? C24 H24 0.93 . ? C25 C26 1.528(4) . ? C26 C28 1.503(5) . ? C26 C27 1.525(5) . ? C26 H26 0.98 . ? C27 H27A 0.96 . ? C27 H27B 0.96 . ? C27 H27C 0.96 . ? C28 H28A 0.96 . ? C28 H28B 0.96 . ? C28 H28C 0.96 . ? C29 C31 1.508(5) . ? C29 C30 1.525(5) . ? C29 H29 0.98 . ? C30 H30A 0.96 . ? C30 H30B 0.96 . ? C30 H30C 0.96 . ? C31 H31A 0.96 . ? C31 H31B 0.96 . ? C31 H31C 0.96 . ? 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 C20 N1 C2 117.7(2) . . ? C20 N1 H1 110(2) . . ? C2 N1 H1 104(2) . . ? C4 N2 C8 122.6(2) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C1 114.6(3) . . ? N1 C2 C3 111.8(2) . . ? C1 C2 C3 114.4(2) . . ? N1 C2 H2 105 . . ? C1 C2 H2 105 . . ? C3 C2 H2 105 . . ? C4 C3 C7 110.2(2) . . ? C4 C3 C2 114.4(2) . . ? C7 C3 C2 108.9(3) . . ? C4 C3 C6 107.0(3) . . ? C7 C3 C6 107.5(3) . . ? C2 C3 C6 108.5(2) . . ? N2 C4 C5 122.8(2) . . ? N2 C4 C3 119.6(2) . . ? C5 C4 C3 117.5(2) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C3 C7 H7A 109.5 . . ? C3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 C13 121.6(2) . . ? C9 C8 N2 117.1(2) . . ? C13 C8 N2 121.0(2) . . ? C8 C9 C10 117.4(3) . . ? C8 C9 C17 121.8(2) . . ? C10 C9 C17 120.7(3) . . ? C11 C10 C9 121.6(3) . . ? C11 C10 H10 119.2 . . ? C9 C10 H10 119.2 . . ? C12 C11 C10 120.1(3) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C11 C12 C13 121.6(3) . . ? C11 C12 H12 119.2 . . ? C13 C12 H12 119.2 . . ? C12 C13 C8 117.6(3) . . ? C12 C13 C14 120.2(2) . . ? C8 C13 C14 122.2(2) . . ? C16 C14 C13 110.4(3) . . ? C16 C14 C15 110.6(3) . . ? C13 C14 C15 114.3(3) . . ? C16 C14 H14 107.1 . . ? C13 C14 H14 107.1 . . ? C15 C14 H14 107.1 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 C9 113.5(3) . . ? C18 C17 C19 110.9(3) . . ? C9 C17 C19 110.7(3) . . ? C18 C17 H17 107.2 . . ? C9 C17 H17 107.2 . . ? C19 C17 H17 107.2 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C25 C20 C21 120.2(2) . . ? C25 C20 N1 119.2(3) . . ? C21 C20 N1 120.5(2) . . ? C22 C21 C20 117.9(3) . . ? C22 C21 C29 119.5(3) . . ? C20 C21 C29 122.5(2) . . ? C23 C22 C21 122.1(3) . . ? C23 C22 H22 118.9 . . ? C21 C22 H22 118.9 . . ? C24 C23 C22 119.3(3) . . ? C24 C23 H23 120.4 . . ? C22 C23 H23 120.4 . . ? C23 C24 C25 122.0(3) . . ? C23 C24 H24 119 . . ? C25 C24 H24 119 . . ? C24 C25 C20 118.4(3) . . ? C24 C25 C26 119.5(3) . . ? C20 C25 C26 122.0(3) . . ? C28 C26 C27 109.3(3) . . ? C28 C26 C25 112.4(3) . . ? C27 C26 C25 111.2(3) . . ? C28 C26 H26 107.9 . . ? C27 C26 H26 107.9 . . ? C25 C26 H26 107.9 . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C26 C28 H28A 109.5 . . ? C26 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C26 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C31 C29 C21 114.1(3) . . ? C31 C29 C30 109.2(3) . . ? C21 C29 C30 110.1(3) . . ? C31 C29 H29 107.7 . . ? C21 C29 H29 107.7 . . ? C30 C29 H29 107.7 . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 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 C20 N1 C2 C1 54.4(3) . . . . ? C20 N1 C2 C3 -173.4(2) . . . . ? N1 C2 C3 C4 -65.0(3) . . . . ? C1 C2 C3 C4 67.3(3) . . . . ? N1 C2 C3 C7 171.1(3) . . . . ? C1 C2 C3 C7 -56.5(4) . . . . ? N1 C2 C3 C6 54.4(3) . . . . ? C1 C2 C3 C6 -173.3(3) . . . . ? C8 N2 C4 C5 -1.9(4) . . . . ? C8 N2 C4 C3 174.7(2) . . . . ? C7 C3 C4 N2 139.0(3) . . . . ? C2 C3 C4 N2 15.8(4) . . . . ? C6 C3 C4 N2 -104.4(3) . . . . ? C7 C3 C4 C5 -44.3(4) . . . . ? C2 C3 C4 C5 -167.4(3) . . . . ? C6 C3 C4 C5 72.3(3) . . . . ? C4 N2 C8 C9 -104.4(3) . . . . ? C4 N2 C8 C13 81.1(3) . . . . ? C13 C8 C9 C10 -2.7(4) . . . . ? N2 C8 C9 C10 -177.2(2) . . . . ? C13 C8 C9 C17 179.5(3) . . . . ? N2 C8 C9 C17 5.0(4) . . . . ? C8 C9 C10 C11 1.6(5) . . . . ? C17 C9 C10 C11 179.4(3) . . . . ? C9 C10 C11 C12 -0.3(6) . . . . ? C10 C11 C12 C13 0.0(6) . . . . ? C11 C12 C13 C8 -1.0(5) . . . . ? C11 C12 C13 C14 176.3(3) . . . . ? C9 C8 C13 C12 2.4(4) . . . . ? N2 C8 C13 C12 176.7(3) . . . . ? C9 C8 C13 C14 -174.8(3) . . . . ? N2 C8 C13 C14 -0.6(4) . . . . ? C12 C13 C14 C16 -92.6(4) . . . . ? C8 C13 C14 C16 84.7(4) . . . . ? C12 C13 C14 C15 32.8(4) . . . . ? C8 C13 C14 C15 -150.0(3) . . . . ? C8 C9 C17 C18 -141.9(3) . . . . ? C10 C9 C17 C18 40.4(4) . . . . ? C8 C9 C17 C19 92.7(4) . . . . ? C10 C9 C17 C19 -85.0(4) . . . . ? C2 N1 C20 C25 81.1(3) . . . . ? C2 N1 C20 C21 -102.0(3) . . . . ? C25 C20 C21 C22 -1.0(4) . . . . ? N1 C20 C21 C22 -177.9(3) . . . . ? C25 C20 C21 C29 176.3(3) . . . . ? N1 C20 C21 C29 -0.6(4) . . . . ? C20 C21 C22 C23 -0.7(5) . . . . ? C29 C21 C22 C23 -178.1(3) . . . . ? C21 C22 C23 C24 0.9(5) . . . . ? C22 C23 C24 C25 0.7(5) . . . . ? C23 C24 C25 C20 -2.4(5) . . . . ? C23 C24 C25 C26 174.8(3) . . . . ? C21 C20 C25 C24 2.5(4) . . . . ? N1 C20 C25 C24 179.5(3) . . . . ? C21 C20 C25 C26 -174.6(3) . . . . ? N1 C20 C25 C26 2.4(4) . . . . ? C24 C25 C26 C28 63.0(4) . . . . ? C20 C25 C26 C28 -120.0(3) . . . . ? C24 C25 C26 C27 -60.0(4) . . . . ? C20 C25 C26 C27 117.0(3) . . . . ? C22 C21 C29 C31 -43.6(5) . . . . ? C20 C21 C29 C31 139.2(3) . . . . ? C22 C21 C29 C30 79.6(4) . . . . ? C20 C21 C29 C30 -97.6(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 N2 0.85(3) 2.21(3) 2.862(3) 134(3) . #==END # CIF produced by WinGX routine CIF_UPDATE # Created on 2003-07-28 at 07:42:25 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : c:\wingx\files\archive.dat # CIF files read : fsm12b dreduc sortav struct data_5 _database_code_CSD 212235 _audit_creation_date 2003-07-28T07:42:25-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C31 H50.60 Al Cl0.40 N2' _chemical_formula_sum 'C31 H50.60 Al Cl0.40 N2' _chemical_formula_weight 492.07 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 11.9491(3) _cell_length_b 12.7126(4) _cell_length_c 19.7892(6) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3006.06(15) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 30617 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.096 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1088 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.123 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.979 _exptl_absorpt_correction_T_max 1.035 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_UB_11 0.836643E-1 _diffrn_orient_matrix_UB_12 0.10489E-2 _diffrn_orient_matrix_UB_13 -0.10044E-2 _diffrn_orient_matrix_UB_21 -0.17951E-2 _diffrn_orient_matrix_UB_22 0.10287E-1 _diffrn_orient_matrix_UB_23 -0.500869E-1 _diffrn_orient_matrix_UB_31 -0.8885E-3 _diffrn_orient_matrix_UB_32 0.779795E-1 _diffrn_orient_matrix_UB_33 0.6621E-2 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0908 _diffrn_reflns_av_unetI/netI 0.1218 _diffrn_reflns_number 18526 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 27.44 _diffrn_reflns_theta_full 27.44 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _reflns_number_total 6820 _reflns_number_gt 4175 _reflns_threshold_expression >2sigma(I) _diffrn_reflns_reduction_process ; Scaled and merged with SORTAV R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; 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^)+(0.0517P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 6820 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1201 _refine_ls_R_factor_gt 0.0572 _refine_ls_wR_factor_ref 0.1203 _refine_ls_wR_factor_gt 0.1016 _refine_ls_goodness_of_fit_ref 0.985 _refine_ls_restrained_S_all 0.985 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.62(13) _refine_diff_density_max 0.237 _refine_diff_density_min -0.218 _refine_diff_density_rms 0.052 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Al1 Al 0.42565(6) 0.46162(5) 0.31209(4) 0.02645(19) Uani 1 1 d . . . H1H H 0.4416(3) 0.581(2) 0.32246(18) 0.064(9) Uiso 1 1 calc R A 1 H1X H 0.3564(12) 0.4420(3) 0.2475(11) 0.17(4) Uiso 0.613(3) 1 calc PR B 1 Cl1 Cl 0.37339(15) 0.42956(14) 0.21204(10) 0.0371(7) Uani 0.387(3) 1 d P B 2 N1 N 0.57125(16) 0.38532(14) 0.31014(11) 0.0226(4) Uani 1 1 d . B . H1 H 0.5604(4) 0.3407(13) 0.2784(9) 0.027 Uiso 1 1 calc R . . N2 N 0.36373(17) 0.39949(14) 0.38530(10) 0.0227(5) Uani 1 1 d . B . C1 C 0.7040(2) 0.2564(2) 0.36124(15) 0.0437(8) Uani 1 1 d . B . H1A H 0.7617 0.3071 0.3479 0.066 Uiso 1 1 calc R . . H1B H 0.6961 0.2027 0.326 0.066 Uiso 1 1 calc R . . H1C H 0.7256 0.2227 0.4038 0.066 Uiso 1 1 calc R . . C2 C 0.5926(2) 0.31344(18) 0.37060(13) 0.0286(6) Uani 1 1 d . . . H2 H 0.5994 0.359 0.4116 0.034 Uiso 1 1 calc R B . C3 C 0.4903(2) 0.23936(18) 0.38152(14) 0.0272(6) Uani 1 1 d . B . C4 C 0.3933(2) 0.29876(18) 0.41783(13) 0.0250(6) Uani 1 1 d . . . H4 H 0.421 0.3164 0.4641 0.03 Uiso 1 1 calc R B . C5 C 0.2889(2) 0.2300(2) 0.42736(15) 0.0419(8) Uani 1 1 d . B . H5A H 0.2321 0.2696 0.4524 0.063 Uiso 1 1 calc R . . H5B H 0.309 0.1665 0.4527 0.063 Uiso 1 1 calc R . . H5C H 0.2591 0.21 0.3831 0.063 Uiso 1 1 calc R . . C6 C 0.4513(2) 0.18970(18) 0.31489(14) 0.0344(7) Uani 1 1 d . . . H6A H 0.4112 0.2424 0.288 0.052 Uiso 1 1 calc R B . H6B H 0.4013 0.1305 0.3246 0.052 Uiso 1 1 calc R . . H6C H 0.5165 0.1645 0.2895 0.052 Uiso 1 1 calc R . . C7 C 0.5286(2) 0.1504(2) 0.42940(15) 0.0404(8) Uani 1 1 d . . . H7A H 0.561 0.1811 0.4704 0.061 Uiso 1 1 calc R B . H7B H 0.5849 0.107 0.4066 0.061 Uiso 1 1 calc R . . H7C H 0.4641 0.1066 0.4416 0.061 Uiso 1 1 calc R . . C8 C 0.66734(19) 0.44657(18) 0.28358(13) 0.0245(6) Uani 1 1 d . . . C9 C 0.7085(2) 0.53320(18) 0.32042(13) 0.0279(6) Uani 1 1 d . B . C10 C 0.7948(2) 0.5911(2) 0.29188(14) 0.0347(7) Uani 1 1 d . . . H10 H 0.825 0.6489 0.3162 0.042 Uiso 1 1 calc R B . C11 C 0.8379(2) 0.56714(19) 0.22918(14) 0.0341(7) Uani 1 1 d . B . H11 H 0.8949 0.6097 0.2099 0.041 Uiso 1 1 calc R . . C12 C 0.7978(2) 0.48125(18) 0.19467(14) 0.0304(6) Uani 1 1 d . . . H12 H 0.8289 0.4643 0.1519 0.036 Uiso 1 1 calc R B . C13 C 0.7126(2) 0.41845(19) 0.22077(13) 0.0263(6) Uani 1 1 d . B . C14 C 0.6654(2) 0.5651(2) 0.38930(14) 0.0358(7) Uani 1 1 d . . . H14 H 0.5921 0.5289 0.3968 0.043 Uiso 1 1 calc R B . C15 C 0.6455(3) 0.6846(2) 0.39405(18) 0.0567(10) Uani 1 1 d . B . H15A H 0.6124 0.7016 0.438 0.085 Uiso 1 1 calc R . . H15B H 0.5946 0.7067 0.3579 0.085 Uiso 1 1 calc R . . H15C H 0.717 0.7217 0.3892 0.085 Uiso 1 1 calc R . . C16 C 0.7469(3) 0.5295(3) 0.44548(16) 0.0543(9) Uani 1 1 d . B . H16A H 0.7117 0.5397 0.4897 0.081 Uiso 1 1 calc R . . H16B H 0.8157 0.5712 0.443 0.081 Uiso 1 1 calc R . . H16C H 0.7649 0.4549 0.4394 0.081 Uiso 1 1 calc R . . C17 C 0.6760(2) 0.32422(19) 0.17823(14) 0.0341(7) Uani 1 1 d . . . H17 H 0.6249 0.2802 0.2066 0.041 Uiso 1 1 calc R B . C18 C 0.7743(3) 0.2559(2) 0.15760(19) 0.0707(12) Uani 1 1 d . B . H18A H 0.816 0.2345 0.198 0.106 Uiso 1 1 calc R . . H18B H 0.8237 0.2959 0.1275 0.106 Uiso 1 1 calc R . . H18C H 0.7468 0.1933 0.134 0.106 Uiso 1 1 calc R . . C19 C 0.6100(3) 0.3613(3) 0.11710(17) 0.0620(10) Uani 1 1 d . B . H19A H 0.5417 0.3969 0.1322 0.093 Uiso 1 1 calc R . . H19B H 0.5901 0.3006 0.089 0.093 Uiso 1 1 calc R . . H19C H 0.6557 0.4103 0.0907 0.093 Uiso 1 1 calc R . . C20 C 0.2757(2) 0.45624(17) 0.41822(12) 0.0231(6) Uani 1 1 d . . . C21 C 0.2952(2) 0.50986(18) 0.48030(13) 0.0304(6) Uani 1 1 d . B . C22 C 0.2069(3) 0.5653(2) 0.50969(15) 0.0404(7) Uani 1 1 d . . . H22 H 0.2185 0.598 0.5523 0.049 Uiso 1 1 calc R B . C23 C 0.1044(3) 0.5742(2) 0.47964(17) 0.0455(8) Uani 1 1 d . B . H23 H 0.0468 0.6147 0.5001 0.055 Uiso 1 1 calc R . . C24 C 0.0860(3) 0.5237(2) 0.41931(15) 0.0398(7) Uani 1 1 d . . . H24 H 0.015 0.5301 0.3981 0.048 Uiso 1 1 calc R B . C25 C 0.1687(2) 0.46308(19) 0.38844(14) 0.0297(6) Uani 1 1 d . B . C26 C 0.4090(2) 0.50982(18) 0.51482(13) 0.0347(7) Uani 1 1 d . . . H26 H 0.465 0.4806 0.4823 0.042 Uiso 1 1 calc R B . C27 C 0.4458(3) 0.6221(2) 0.53363(16) 0.0510(9) Uani 1 1 d . B . H27A H 0.5234 0.6208 0.5496 0.077 Uiso 1 1 calc R . . H27B H 0.3972 0.6494 0.5694 0.077 Uiso 1 1 calc R . . H27C H 0.4403 0.6676 0.4938 0.077 Uiso 1 1 calc R . . C28 C 0.4112(3) 0.4419(2) 0.57837(13) 0.0484(8) Uani 1 1 d . B . H28A H 0.4855 0.4458 0.5992 0.073 Uiso 1 1 calc R . . H28B H 0.3945 0.3688 0.5664 0.073 Uiso 1 1 calc R . . H28C H 0.3549 0.4676 0.6104 0.073 Uiso 1 1 calc R . . C29 C 0.1387(2) 0.4057(2) 0.32334(14) 0.0394(7) Uani 1 1 d . . . H29 H 0.2025 0.3583 0.3116 0.047 Uiso 1 1 calc R B . C30 C 0.1220(3) 0.4828(3) 0.26405(18) 0.0695(11) Uani 1 1 d . B . H30A H 0.1025 0.4433 0.2232 0.104 Uiso 1 1 calc R . . H30B H 0.1915 0.522 0.2563 0.104 Uiso 1 1 calc R . . H30C H 0.0616 0.5321 0.275 0.104 Uiso 1 1 calc R . . C31 C 0.0341(3) 0.3375(3) 0.33166(19) 0.0584(10) Uani 1 1 d . B . H31A H 0.0219 0.2965 0.2904 0.088 Uiso 1 1 calc R . . H31B H -0.0309 0.3826 0.34 0.088 Uiso 1 1 calc R . . H31C H 0.0444 0.2895 0.3699 0.088 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 Al1 0.0236(4) 0.0285(4) 0.0273(4) 0.0060(3) 0.0039(4) 0.0037(3) Cl1 0.0361(12) 0.0503(12) 0.0249(12) 0.0017(8) -0.0008(8) -0.0008(8) N1 0.0235(11) 0.0218(9) 0.0224(11) -0.0004(9) -0.0006(10) -0.0006(9) N2 0.0242(12) 0.0204(10) 0.0235(11) -0.0006(9) 0.0020(10) 0.0025(9) C1 0.0302(17) 0.0437(17) 0.057(2) 0.0163(14) 0.0028(16) 0.0064(14) C2 0.0273(16) 0.0269(13) 0.0317(16) 0.0060(11) -0.0018(13) -0.0003(11) C3 0.0285(15) 0.0211(12) 0.0321(16) 0.0023(11) 0.0024(12) 0.0039(11) C4 0.0303(16) 0.0215(12) 0.0231(14) 0.0021(10) 0.0000(11) -0.0008(11) C5 0.0393(17) 0.0281(15) 0.058(2) 0.0086(13) 0.0200(16) 0.0031(13) C6 0.0378(17) 0.0251(12) 0.0404(17) -0.0063(12) 0.0058(15) -0.0074(11) C7 0.0398(18) 0.0288(14) 0.052(2) 0.0120(13) 0.0027(15) 0.0041(13) C8 0.0188(13) 0.0219(13) 0.0328(15) 0.0040(11) 0.0018(12) 0.0006(10) C9 0.0246(14) 0.0230(12) 0.0362(16) -0.0006(12) -0.0030(13) -0.0006(11) C10 0.0319(16) 0.0299(14) 0.0422(18) -0.0010(12) 0.0015(14) -0.0036(13) C11 0.0274(16) 0.0318(15) 0.0433(18) 0.0089(13) 0.0023(13) -0.0029(12) C12 0.0253(14) 0.0297(13) 0.0362(16) 0.0015(12) 0.0066(13) -0.0015(11) C13 0.0219(14) 0.0270(13) 0.0298(15) 0.0045(11) 0.0014(12) 0.0019(11) C14 0.0355(17) 0.0338(15) 0.0383(16) -0.0082(13) 0.0032(14) -0.0066(12) C15 0.060(2) 0.0392(17) 0.071(2) -0.0198(16) 0.0239(19) -0.0102(16) C16 0.0388(19) 0.082(2) 0.0423(19) -0.0138(18) -0.0040(15) -0.0080(18) C17 0.0350(17) 0.0347(14) 0.0326(16) -0.0044(12) 0.0108(13) -0.0077(12) C18 0.057(2) 0.0423(19) 0.112(3) -0.0313(19) 0.033(2) -0.0016(17) C19 0.086(3) 0.059(2) 0.041(2) -0.0029(16) -0.010(2) -0.0183(19) C20 0.0260(14) 0.0195(12) 0.0238(13) 0.0039(10) 0.0062(11) 0.0017(11) C21 0.0363(17) 0.0252(13) 0.0297(16) -0.0011(11) 0.0118(14) -0.0051(12) C22 0.054(2) 0.0303(15) 0.0372(17) -0.0071(12) 0.0189(16) -0.0041(14) C23 0.038(2) 0.0309(15) 0.067(2) 0.0001(15) 0.0272(17) 0.0051(13) C24 0.0323(17) 0.0325(14) 0.054(2) 0.0079(14) 0.0131(15) 0.0036(13) C25 0.0283(15) 0.0261(13) 0.0348(15) 0.0051(12) 0.0078(13) -0.0008(12) C26 0.0451(19) 0.0365(14) 0.0226(15) -0.0059(11) 0.0059(14) -0.0097(13) C27 0.059(2) 0.0434(16) 0.051(2) -0.0106(14) 0.0020(18) -0.0180(16) C28 0.065(2) 0.0506(17) 0.0294(17) 0.0010(13) -0.0029(16) -0.0181(16) C29 0.0281(16) 0.0504(17) 0.0398(18) 0.0016(14) -0.0043(14) 0.0005(14) C30 0.055(2) 0.097(3) 0.056(2) 0.020(2) -0.0212(19) 0.006(2) C31 0.036(2) 0.065(2) 0.075(3) -0.0167(19) -0.0013(17) -0.0079(16) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 N2 1.808(2) . ? Al1 N1 1.992(2) . ? Al1 Cl1 2.116(2) . ? Al1 H1H 1.5423 . ? Al1 H1X 1.5423 . ? N1 C8 1.484(3) . ? N1 C2 1.527(3) . ? N1 H1 0.8569 . ? N2 C20 1.433(3) . ? N2 C4 1.476(3) . ? C1 C2 1.527(4) . ? C1 H1A 0.98 . ? C1 H1B 0.98 . ? C1 H1C 0.98 . ? C2 C3 1.558(3) . ? C2 H2 1 . ? C3 C6 1.534(4) . ? C3 C7 1.545(4) . ? C3 C4 1.559(3) . ? C4 C5 1.535(4) . ? C4 H4 1 . ? C5 H5A 0.98 . ? C5 H5B 0.98 . ? C5 H5C 0.98 . ? C6 H6A 0.98 . ? C6 H6B 0.98 . ? C6 H6C 0.98 . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 C13 1.402(3) . ? C8 C9 1.409(3) . ? C9 C10 1.387(4) . ? C9 C14 1.512(4) . ? C10 C11 1.378(4) . ? C10 H10 0.95 . ? C11 C12 1.374(3) . ? C11 H11 0.95 . ? C12 C13 1.393(3) . ? C12 H12 0.95 . ? C13 C17 1.528(3) . ? C14 C15 1.541(4) . ? C14 C16 1.545(4) . ? C14 H14 1 . ? C15 H15A 0.98 . ? C15 H15B 0.98 . ? C15 H15C 0.98 . ? C16 H16A 0.98 . ? C16 H16B 0.98 . ? C16 H16C 0.98 . ? C17 C18 1.517(4) . ? C17 C19 1.519(4) . ? C17 H17 1 . ? C18 H18A 0.98 . ? C18 H18B 0.98 . ? C18 H18C 0.98 . ? C19 H19A 0.98 . ? C19 H19B 0.98 . ? C19 H19C 0.98 . ? C20 C25 1.410(4) . ? C20 C21 1.424(3) . ? C21 C22 1.395(4) . ? C21 C26 1.522(4) . ? C22 C23 1.366(4) . ? C22 H22 0.95 . ? C23 C24 1.374(4) . ? C23 H23 0.95 . ? C24 C25 1.394(4) . ? C24 H24 0.95 . ? C25 C29 1.523(4) . ? C26 C28 1.525(4) . ? C26 C27 1.539(4) . ? C26 H26 1 . ? C27 H27A 0.98 . ? C27 H27B 0.98 . ? C27 H27C 0.98 . ? C28 H28A 0.98 . ? C28 H28B 0.98 . ? C28 H28C 0.98 . ? C29 C31 1.530(4) . ? C29 C30 1.541(4) . ? C29 H29 1 . ? C30 H30A 0.98 . ? C30 H30B 0.98 . ? C30 H30C 0.98 . ? C31 H31A 0.98 . ? C31 H31B 0.98 . ? C31 H31C 0.98 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Al1 N1 99.22(9) . . ? N2 Al1 Cl1 123.01(9) . . ? N1 Al1 Cl1 98.39(8) . . ? N2 Al1 H1H 111.9 . . ? N1 Al1 H1H 111.9 . . ? Cl1 Al1 H1H 110.5 . . ? N2 Al1 H1X 111.9 . . ? N1 Al1 H1X 111.9 . . ? Cl1 Al1 H1X 15.3 . . ? C8 N1 C2 117.55(18) . . ? C8 N1 Al1 115.29(13) . . ? C2 N1 Al1 114.96(14) . . ? C8 N1 H1 101.8 . . ? C2 N1 H1 101.8 . . ? Al1 N1 H1 101.8 . . ? C20 N2 C4 114.48(19) . . ? C20 N2 Al1 116.42(14) . . ? C4 N2 Al1 129.08(16) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C1 109.5(2) . . ? N1 C2 C3 109.84(19) . . ? C1 C2 C3 114.4(2) . . ? N1 C2 H2 107.6 . . ? C1 C2 H2 107.6 . . ? C3 C2 H2 107.6 . . ? C6 C3 C7 108.4(2) . . ? C6 C3 C2 111.6(2) . . ? C7 C3 C2 107.2(2) . . ? C6 C3 C4 111.7(2) . . ? C7 C3 C4 107.0(2) . . ? C2 C3 C4 110.76(19) . . ? N2 C4 C5 110.7(2) . . ? N2 C4 C3 113.40(19) . . ? C5 C4 C3 112.63(19) . . ? N2 C4 H4 106.5 . . ? C5 C4 H4 106.5 . . ? C3 C4 H4 106.5 . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C3 C7 H7A 109.5 . . ? C3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C13 C8 C9 121.5(2) . . ? C13 C8 N1 118.6(2) . . ? C9 C8 N1 119.8(2) . . ? C10 C9 C8 117.6(2) . . ? C10 C9 C14 118.5(2) . . ? C8 C9 C14 123.8(2) . . ? C11 C10 C9 121.8(3) . . ? C11 C10 H10 119.1 . . ? C9 C10 H10 119.1 . . ? C12 C11 C10 119.6(3) . . ? C12 C11 H11 120.2 . . ? C10 C11 H11 120.2 . . ? C11 C12 C13 121.7(3) . . ? C11 C12 H12 119.1 . . ? C13 C12 H12 119.1 . . ? C12 C13 C8 117.7(2) . . ? C12 C13 C17 117.0(2) . . ? C8 C13 C17 125.3(2) . . ? C9 C14 C15 111.8(2) . . ? C9 C14 C16 110.8(2) . . ? C15 C14 C16 110.0(2) . . ? C9 C14 H14 108 . . ? C15 C14 H14 108 . . ? C16 C14 H14 108 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C18 C17 C19 111.4(3) . . ? C18 C17 C13 112.0(2) . . ? C19 C17 C13 110.1(2) . . ? C18 C17 H17 107.7 . . ? C19 C17 H17 107.7 . . ? C13 C17 H17 107.7 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C25 C20 C21 118.6(2) . . ? C25 C20 N2 120.5(2) . . ? C21 C20 N2 120.9(2) . . ? C22 C21 C20 118.5(3) . . ? C22 C21 C26 119.2(2) . . ? C20 C21 C26 122.2(2) . . ? C23 C22 C21 122.6(3) . . ? C23 C22 H22 118.7 . . ? C21 C22 H22 118.7 . . ? C22 C23 C24 118.9(3) . . ? C22 C23 H23 120.6 . . ? C24 C23 H23 120.6 . . ? C23 C24 C25 121.7(3) . . ? C23 C24 H24 119.1 . . ? C25 C24 H24 119.1 . . ? C24 C25 C20 119.6(3) . . ? C24 C25 C29 117.9(2) . . ? C20 C25 C29 122.5(2) . . ? C21 C26 C28 112.7(2) . . ? C21 C26 C27 111.3(2) . . ? C28 C26 C27 108.7(2) . . ? C21 C26 H26 108 . . ? C28 C26 H26 108 . . ? C27 C26 H26 108 . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C26 C28 H28A 109.5 . . ? C26 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C26 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C25 C29 C31 111.9(2) . . ? C25 C29 C30 111.7(2) . . ? C31 C29 C30 109.7(2) . . ? C25 C29 H29 107.8 . . ? C31 C29 H29 107.8 . . ? C30 C29 H29 107.8 . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 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 N2 Al1 N1 C8 -148.55(17) . . . . ? Cl1 Al1 N1 C8 85.88(17) . . . . ? N2 Al1 N1 C2 -6.90(17) . . . . ? Cl1 Al1 N1 C2 -132.48(16) . . . . ? N1 Al1 N2 C20 158.80(17) . . . . ? Cl1 Al1 N2 C20 -94.84(18) . . . . ? N1 Al1 N2 C4 -19.2(2) . . . . ? Cl1 Al1 N2 C4 87.2(2) . . . . ? C8 N1 C2 C1 -41.8(3) . . . . ? Al1 N1 C2 C1 177.49(17) . . . . ? C8 N1 C2 C3 -168.3(2) . . . . ? Al1 N1 C2 C3 51.0(2) . . . . ? N1 C2 C3 C6 46.5(3) . . . . ? C1 C2 C3 C6 -77.2(3) . . . . ? N1 C2 C3 C7 165.0(2) . . . . ? C1 C2 C3 C7 41.3(3) . . . . ? N1 C2 C3 C4 -78.7(2) . . . . ? C1 C2 C3 C4 157.7(2) . . . . ? C20 N2 C4 C5 53.0(3) . . . . ? Al1 N2 C4 C5 -129.0(2) . . . . ? C20 N2 C4 C3 -179.3(2) . . . . ? Al1 N2 C4 C3 -1.3(3) . . . . ? C6 C3 C4 N2 -73.8(2) . . . . ? C7 C3 C4 N2 167.7(2) . . . . ? C2 C3 C4 N2 51.2(3) . . . . ? C6 C3 C4 C5 52.9(3) . . . . ? C7 C3 C4 C5 -65.6(3) . . . . ? C2 C3 C4 C5 177.9(2) . . . . ? C2 N1 C8 C13 109.2(3) . . . . ? Al1 N1 C8 C13 -110.2(2) . . . . ? C2 N1 C8 C9 -72.9(3) . . . . ? Al1 N1 C8 C9 67.7(2) . . . . ? C13 C8 C9 C10 0.9(4) . . . . ? N1 C8 C9 C10 -176.8(2) . . . . ? C13 C8 C9 C14 -178.0(2) . . . . ? N1 C8 C9 C14 4.2(3) . . . . ? C8 C9 C10 C11 1.4(4) . . . . ? C14 C9 C10 C11 -179.6(2) . . . . ? C9 C10 C11 C12 -2.5(4) . . . . ? C10 C11 C12 C13 1.3(4) . . . . ? C11 C12 C13 C8 0.9(4) . . . . ? C11 C12 C13 C17 -179.2(2) . . . . ? C9 C8 C13 C12 -2.0(4) . . . . ? N1 C8 C13 C12 175.8(2) . . . . ? C9 C8 C13 C17 178.1(2) . . . . ? N1 C8 C13 C17 -4.1(4) . . . . ? C10 C9 C14 C15 46.4(3) . . . . ? C8 C9 C14 C15 -134.6(3) . . . . ? C10 C9 C14 C16 -76.7(3) . . . . ? C8 C9 C14 C16 102.3(3) . . . . ? C12 C13 C17 C18 52.0(3) . . . . ? C8 C13 C17 C18 -128.1(3) . . . . ? C12 C13 C17 C19 -72.6(3) . . . . ? C8 C13 C17 C19 107.3(3) . . . . ? C4 N2 C20 C25 -108.0(2) . . . . ? Al1 N2 C20 C25 73.7(3) . . . . ? C4 N2 C20 C21 74.2(3) . . . . ? Al1 N2 C20 C21 -104.1(2) . . . . ? C25 C20 C21 C22 1.2(3) . . . . ? N2 C20 C21 C22 179.0(2) . . . . ? C25 C20 C21 C26 -177.9(2) . . . . ? N2 C20 C21 C26 -0.1(3) . . . . ? C20 C21 C22 C23 -3.2(4) . . . . ? C26 C21 C22 C23 175.9(2) . . . . ? C21 C22 C23 C24 2.4(4) . . . . ? C22 C23 C24 C25 0.5(4) . . . . ? C23 C24 C25 C20 -2.4(4) . . . . ? C23 C24 C25 C29 177.1(2) . . . . ? C21 C20 C25 C24 1.5(3) . . . . ? N2 C20 C25 C24 -176.3(2) . . . . ? C21 C20 C25 C29 -178.0(2) . . . . ? N2 C20 C25 C29 4.1(4) . . . . ? C22 C21 C26 C28 73.1(3) . . . . ? C20 C21 C26 C28 -107.7(3) . . . . ? C22 C21 C26 C27 -49.3(3) . . . . ? C20 C21 C26 C27 129.9(3) . . . . ? C24 C25 C29 C31 -53.5(3) . . . . ? C20 C25 C29 C31 126.0(3) . . . . ? C24 C25 C29 C30 69.9(3) . . . . ? C20 C25 C29 C30 -110.6(3) . . . . ? #==END