# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_shelxl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C29 H33 Al N4' _chemical_formula_sum 'C29 H33 Al N4' _chemical_formula_weight 464.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.7290(2) _cell_length_b 21.8650(9) _cell_length_c 13.8320(6) _cell_angle_alpha 90.00 _cell_angle_beta 91.841(3) _cell_angle_gamma 90.00 _cell_volume 2638.61(17) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 42232 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 26.373 _exptl_crystal_description Rod _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.169 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 0.100 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD2000 _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 14 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17018 _diffrn_reflns_av_R_equivalents 0.0699 _diffrn_reflns_av_unetI/netI 0.0530 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4629 _reflns_number_gt 3499 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHEXTL(Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0688P)^2^+0.8246P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0102(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4629 _refine_ls_number_parameters 315 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0682 _refine_ls_R_factor_gt 0.0462 _refine_ls_wR_factor_ref 0.1295 _refine_ls_wR_factor_gt 0.1170 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Al1 Al 0.22122(6) 0.20938(3) 0.46846(4) 0.02141(18) Uani 1 1 d . . . N1 N 0.42487(16) 0.24674(7) 0.50020(12) 0.0249(4) Uani 1 1 d . . . N2 N 0.35732(16) 0.13839(7) 0.43617(12) 0.0246(4) Uani 1 1 d . . . N3 N 0.04703(16) 0.17099(7) 0.39196(12) 0.0235(4) Uani 1 1 d . . . N4 N 0.16204(16) 0.28085(7) 0.38399(12) 0.0235(4) Uani 1 1 d . . . C1 C 0.1313(2) 0.21139(10) 0.59713(15) 0.0298(5) Uani 1 1 d . . . H1A H 0.1681 0.2477 0.6323 0.045 Uiso 1 1 calc R . . H1B H 0.1616 0.1745 0.6333 0.045 Uiso 1 1 calc R . . H1C H 0.0193 0.2129 0.5899 0.045 Uiso 1 1 calc R . . C2 C 0.4879(2) 0.29891(10) 0.53413(14) 0.0285(5) Uani 1 1 d . . . H2 H 0.4233 0.3330 0.5488 0.034 Uiso 1 1 d R . . C3 C 0.6473(2) 0.29372(11) 0.54315(15) 0.0338(5) Uani 1 1 d . . . H3 H 0.7069 0.3279 0.5664 0.041 Uiso 1 1 d R . . C4 C 0.6846(2) 0.23565(11) 0.51333(17) 0.0369(5) Uani 1 1 d . . . H4 H 0.7792 0.2137 0.5080 0.044 Uiso 1 1 d R . . C5 C 0.5455(2) 0.20688(9) 0.48748(15) 0.0278(5) Uani 1 1 d . . . C6 C 0.5033(2) 0.14901(10) 0.45245(15) 0.0294(5) Uani 1 1 d . . . H6 H 0.5774 0.1177 0.4406 0.035 Uiso 1 1 d R . . C7 C 0.3127(2) 0.07894(9) 0.40031(15) 0.0258(5) Uani 1 1 d . . . C8 C 0.2874(2) 0.03124(9) 0.46539(16) 0.0301(5) Uani 1 1 d . . . C9 C 0.2368(2) -0.02470(10) 0.42720(18) 0.0357(6) Uani 1 1 d . . . H9 H 0.2156 -0.0568 0.4681 0.043 Uiso 1 1 d R . . C10 C 0.2113(2) -0.03379(10) 0.32931(19) 0.0383(6) Uani 1 1 d . . . C11 C 0.2380(2) 0.01462(10) 0.26712(17) 0.0363(5) Uani 1 1 d . . . H11 H 0.2206 0.0087 0.1989 0.044 Uiso 1 1 d R . . C12 C 0.2878(2) 0.07138(9) 0.30058(15) 0.0292(5) Uani 1 1 d . . . C13 C 0.3122(3) 0.03953(11) 0.57274(16) 0.0420(6) Uani 1 1 d . . . H13A H 0.2616 0.0063 0.6069 0.063 Uiso 1 1 calc R . . H13B H 0.2688 0.0788 0.5923 0.063 Uiso 1 1 calc R . . H13C H 0.4223 0.0389 0.5890 0.063 Uiso 1 1 calc R . . C14 C 0.1525(3) -0.09418(11) 0.2899(2) 0.0565(7) Uani 1 1 d . . . H14A H 0.1728 -0.1265 0.3378 0.085 Uiso 1 1 calc R . . H14B H 0.2047 -0.1040 0.2302 0.085 Uiso 1 1 calc R . . H14C H 0.0419 -0.0913 0.2762 0.085 Uiso 1 1 calc R . . C15 C 0.3108(3) 0.12339(10) 0.23165(16) 0.0379(5) Uani 1 1 d . . . H15A H 0.2928 0.1091 0.1651 0.057 Uiso 1 1 calc R . . H15B H 0.4161 0.1387 0.2394 0.057 Uiso 1 1 calc R . . H15C H 0.2387 0.1564 0.2455 0.057 Uiso 1 1 calc R . . C16 C -0.0324(2) 0.11819(9) 0.38259(15) 0.0289(5) Uani 1 1 d . . . H16 H -0.0005 0.0832 0.4199 0.035 Uiso 1 1 d R . . C17 C -0.1557(2) 0.12530(10) 0.31647(16) 0.0345(5) Uani 1 1 d . . . H17 H -0.2222 0.0914 0.3018 0.041 Uiso 1 1 d R . . C18 C -0.1526(2) 0.18472(11) 0.28372(16) 0.0339(5) Uani 1 1 d . . . H18 H -0.2159 0.2080 0.2392 0.041 Uiso 1 1 d R . . C19 C -0.0265(2) 0.21231(9) 0.33142(14) 0.0249(4) Uani 1 1 d . . . C20 C 0.0385(2) 0.27076(9) 0.32957(14) 0.0257(5) Uani 1 1 d . . . H20 H -0.0042 0.3032 0.2906 0.031 Uiso 1 1 d R . . C21 C 0.2228(2) 0.34228(9) 0.38479(15) 0.0255(5) Uani 1 1 d . . . C22 C 0.1485(2) 0.38713(9) 0.43824(16) 0.0308(5) Uani 1 1 d . . . C23 C 0.2072(2) 0.44634(10) 0.43802(17) 0.0377(5) Uani 1 1 d . . . H23 H 0.1527 0.4753 0.4694 0.045 Uiso 1 1 d R . . C24 C 0.3348(2) 0.46213(10) 0.38621(18) 0.0381(6) Uani 1 1 d . . . C25 C 0.4063(2) 0.41628(10) 0.33545(16) 0.0355(5) Uani 1 1 d . . . H25 H 0.4954 0.4273 0.3004 0.043 Uiso 1 1 d R . . C26 C 0.3546(2) 0.35574(10) 0.33377(14) 0.0279(5) Uani 1 1 d . . . C27 C 0.0091(2) 0.37253(10) 0.49552(19) 0.0409(6) Uani 1 1 d . . . H27A H -0.0118 0.4066 0.5393 0.061 Uiso 1 1 calc R . . H27B H 0.0278 0.3352 0.5333 0.061 Uiso 1 1 calc R . . H27C H -0.0794 0.3663 0.4512 0.061 Uiso 1 1 calc R . . C28 C 0.3930(3) 0.52721(11) 0.3862(2) 0.0551(7) Uani 1 1 d . . . H28A H 0.3060 0.5555 0.3881 0.083 Uiso 1 1 calc R . . H28B H 0.4500 0.5345 0.3274 0.083 Uiso 1 1 calc R . . H28C H 0.4607 0.5338 0.4432 0.083 Uiso 1 1 calc R . . C29 C 0.4421(2) 0.30759(10) 0.28056(16) 0.0353(5) Uani 1 1 d . . . H29A H 0.3743 0.2730 0.2652 0.053 Uiso 1 1 calc R . . H29B H 0.5290 0.2935 0.3213 0.053 Uiso 1 1 calc R . . H29C H 0.4799 0.3249 0.2205 0.053 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 0.0162(3) 0.0252(3) 0.0228(3) 0.0001(3) 0.0010(2) 0.0006(2) N1 0.0185(8) 0.0311(10) 0.0253(9) -0.0018(7) 0.0011(6) -0.0001(7) N2 0.0205(8) 0.0245(10) 0.0291(10) 0.0021(7) 0.0033(6) 0.0008(6) N3 0.0196(8) 0.0245(9) 0.0266(9) -0.0002(7) 0.0015(6) -0.0002(6) N4 0.0204(8) 0.0252(9) 0.0248(9) 0.0010(7) 0.0010(6) -0.0005(6) C1 0.0220(10) 0.0396(13) 0.0277(12) 0.0011(10) 0.0028(8) -0.0022(8) C2 0.0259(10) 0.0347(13) 0.0251(11) -0.0060(9) 0.0018(8) -0.0024(8) C3 0.0249(11) 0.0466(15) 0.0295(12) -0.0031(10) -0.0028(8) -0.0104(9) C4 0.0186(10) 0.0479(15) 0.0440(14) 0.0006(11) -0.0036(9) -0.0001(9) C5 0.0181(9) 0.0333(12) 0.0318(12) 0.0024(9) 0.0004(8) 0.0016(8) C6 0.0211(10) 0.0328(12) 0.0344(12) 0.0038(10) 0.0035(8) 0.0056(8) C7 0.0197(9) 0.0221(11) 0.0358(12) 0.0009(9) 0.0055(8) 0.0022(7) C8 0.0242(10) 0.0292(12) 0.0371(13) 0.0078(10) 0.0062(8) 0.0044(8) C9 0.0300(11) 0.0244(12) 0.0534(16) 0.0100(11) 0.0103(10) 0.0005(8) C10 0.0321(12) 0.0272(13) 0.0561(17) -0.0038(11) 0.0088(10) -0.0041(9) C11 0.0377(12) 0.0326(13) 0.0390(14) -0.0050(10) 0.0072(10) -0.0025(9) C12 0.0301(11) 0.0251(12) 0.0331(13) -0.0003(9) 0.0104(9) 0.0008(8) C13 0.0508(14) 0.0398(14) 0.0357(14) 0.0113(11) 0.0045(10) 0.0046(11) C14 0.0612(17) 0.0322(15) 0.077(2) -0.0062(14) 0.0082(14) -0.0153(12) C15 0.0528(14) 0.0317(13) 0.0300(13) -0.0009(10) 0.0113(10) -0.0005(10) C16 0.0241(10) 0.0288(12) 0.0338(12) -0.0019(9) 0.0044(8) -0.0046(8) C17 0.0285(11) 0.0383(14) 0.0366(13) -0.0059(10) -0.0016(9) -0.0101(9) C18 0.0279(11) 0.0429(14) 0.0303(12) -0.0005(10) -0.0076(9) -0.0019(9) C19 0.0212(9) 0.0300(12) 0.0234(11) 0.0012(9) 0.0002(7) 0.0000(8) C20 0.0205(10) 0.0323(12) 0.0245(11) 0.0031(9) 0.0019(8) 0.0033(8) C21 0.0231(10) 0.0227(11) 0.0304(12) 0.0040(9) -0.0030(8) -0.0014(8) C22 0.0264(10) 0.0272(12) 0.0390(13) 0.0029(10) 0.0016(9) 0.0007(8) C23 0.0367(12) 0.0277(13) 0.0488(15) -0.0014(11) -0.0013(10) 0.0027(9) C24 0.0377(12) 0.0282(13) 0.0479(15) 0.0076(11) -0.0053(10) -0.0060(9) C25 0.0295(11) 0.0393(14) 0.0377(13) 0.0107(11) 0.0005(9) -0.0084(9) C26 0.0249(10) 0.0325(12) 0.0262(11) 0.0049(9) -0.0013(8) -0.0025(8) C27 0.0347(12) 0.0351(13) 0.0537(16) -0.0047(11) 0.0130(10) 0.0016(10) C28 0.0567(16) 0.0343(15) 0.074(2) 0.0099(13) -0.0039(14) -0.0120(12) C29 0.0269(11) 0.0460(14) 0.0333(13) 0.0013(10) 0.0065(9) -0.0051(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 C1 1.969(2) . ? Al1 N1 1.9925(16) . ? Al1 N3 2.0083(16) . ? Al1 N4 2.0089(17) . ? Al1 N2 2.0135(16) . ? N1 C2 1.344(3) . ? N1 C5 1.382(2) . ? N2 C6 1.307(2) . ? N2 C7 1.440(3) . ? N3 C16 1.351(2) . ? N3 C19 1.377(2) . ? N4 C20 1.313(2) . ? N4 C21 1.444(2) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.398(3) . ? C2 H2 0.9600 . ? C3 C4 1.377(3) . ? C3 H3 0.9598 . ? C4 C5 1.403(3) . ? C4 H4 0.9601 . ? C5 C6 1.400(3) . ? C6 H6 0.9597 . ? C7 C12 1.399(3) . ? C7 C8 1.400(3) . ? C8 C9 1.398(3) . ? C8 C13 1.505(3) . ? C9 C10 1.380(3) . ? C9 H9 0.9237 . ? C10 C11 1.388(3) . ? C10 C14 1.512(3) . ? C11 C12 1.390(3) . ? C11 H11 0.9600 . ? C12 C15 1.501(3) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.399(3) . ? C16 H16 0.9600 . ? C17 C18 1.376(3) . ? C17 H17 0.9600 . ? C18 C19 1.401(3) . ? C18 H18 0.9599 . ? C19 C20 1.399(3) . ? C20 H20 0.9600 . ? C21 C26 1.400(3) . ? C21 C22 1.400(3) . ? C22 C23 1.392(3) . ? C22 C27 1.507(3) . ? C23 C24 1.388(3) . ? C23 H23 0.9116 . ? C24 C25 1.384(3) . ? C24 C28 1.511(3) . ? C25 C26 1.399(3) . ? C25 H25 0.9600 . ? C26 C29 1.507(3) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Al1 N1 99.82(8) . . ? C1 Al1 N3 99.70(8) . . ? N1 Al1 N3 160.48(7) . . ? C1 Al1 N4 113.95(8) . . ? N1 Al1 N4 91.15(7) . . ? N3 Al1 N4 80.93(7) . . ? C1 Al1 N2 118.23(8) . . ? N1 Al1 N2 80.58(7) . . ? N3 Al1 N2 90.18(7) . . ? N4 Al1 N2 127.82(7) . . ? C2 N1 C5 105.95(15) . . ? C2 N1 Al1 140.97(13) . . ? C5 N1 Al1 113.02(13) . . ? C6 N2 C7 118.10(16) . . ? C6 N2 Al1 113.79(14) . . ? C7 N2 Al1 128.09(11) . . ? C16 N3 C19 105.93(16) . . ? C16 N3 Al1 141.76(14) . . ? C19 N3 Al1 112.13(12) . . ? C20 N4 C21 117.07(16) . . ? C20 N4 Al1 113.18(13) . . ? C21 N4 Al1 129.17(12) . . ? Al1 C1 H1A 109.5 . . ? Al1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? Al1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 110.92(19) . . ? N1 C2 H2 119.8 . . ? C3 C2 H2 129.3 . . ? C4 C3 C2 106.98(18) . . ? C4 C3 H3 133.4 . . ? C2 C3 H3 119.6 . . ? C3 C4 C5 106.20(18) . . ? C3 C4 H4 134.0 . . ? C5 C4 H4 119.8 . . ? N1 C5 C6 114.90(16) . . ? N1 C5 C4 109.94(18) . . ? C6 C5 C4 135.17(18) . . ? N2 C6 C5 117.67(17) . . ? N2 C6 H6 120.2 . . ? C5 C6 H6 122.2 . . ? C12 C7 C8 121.56(19) . . ? C12 C7 N2 118.53(17) . . ? C8 C7 N2 119.82(19) . . ? C9 C8 C7 117.6(2) . . ? C9 C8 C13 120.79(19) . . ? C7 C8 C13 121.6(2) . . ? C10 C9 C8 122.4(2) . . ? C10 C9 H9 117.5 . . ? C8 C9 H9 120.0 . . ? C9 C10 C11 118.2(2) . . ? C9 C10 C14 121.5(2) . . ? C11 C10 C14 120.3(2) . . ? C10 C11 C12 122.1(2) . . ? C10 C11 H11 118.8 . . ? C12 C11 H11 119.1 . . ? C11 C12 C7 118.08(19) . . ? C11 C12 C15 120.8(2) . . ? C7 C12 C15 121.13(18) . . ? C8 C13 H13A 109.5 . . ? C8 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C8 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C10 C14 H14A 109.5 . . ? C10 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C10 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N3 C16 C17 110.48(19) . . ? N3 C16 H16 119.4 . . ? C17 C16 H16 130.1 . . ? C18 C17 C16 107.27(18) . . ? C18 C17 H17 132.7 . . ? C16 C17 H17 120.0 . . ? C17 C18 C19 105.97(18) . . ? C17 C18 H18 134.0 . . ? C19 C18 H18 120.0 . . ? N3 C19 C20 115.39(16) . . ? N3 C19 C18 110.35(18) . . ? C20 C19 C18 134.26(19) . . ? N4 C20 C19 117.99(18) . . ? N4 C20 H20 119.6 . . ? C19 C20 H20 122.4 . . ? C26 C21 C22 121.41(18) . . ? C26 C21 N4 119.94(17) . . ? C22 C21 N4 118.64(17) . . ? C23 C22 C21 118.25(19) . . ? C23 C22 C27 120.1(2) . . ? C21 C22 C27 121.66(19) . . ? C24 C23 C22 122.3(2) . . ? C24 C23 H23 120.9 . . ? C22 C23 H23 116.6 . . ? C25 C24 C23 117.7(2) . . ? C25 C24 C28 121.7(2) . . ? C23 C24 C28 120.6(2) . . ? C24 C25 C26 122.9(2) . . ? C24 C25 H25 117.4 . . ? C26 C25 H25 119.7 . . ? C25 C26 C21 117.43(19) . . ? C25 C26 C29 120.06(18) . . ? C21 C26 C29 122.49(18) . . ? C22 C27 H27A 109.5 . . ? C22 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C22 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C24 C28 H28A 109.5 . . ? C24 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C24 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C26 C29 H29A 109.5 . . ? C26 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C26 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Al1 N1 C2 -61.5(2) . . . . ? N3 Al1 N1 C2 118.6(3) . . . . ? N4 Al1 N1 C2 53.1(2) . . . . ? N2 Al1 N1 C2 -178.7(2) . . . . ? C1 Al1 N1 C5 115.47(15) . . . . ? N3 Al1 N1 C5 -64.5(3) . . . . ? N4 Al1 N1 C5 -129.98(14) . . . . ? N2 Al1 N1 C5 -1.78(14) . . . . ? C1 Al1 N2 C6 -94.57(16) . . . . ? N1 Al1 N2 C6 1.58(14) . . . . ? N3 Al1 N2 C6 164.31(15) . . . . ? N4 Al1 N2 C6 85.68(16) . . . . ? C1 Al1 N2 C7 84.07(18) . . . . ? N1 Al1 N2 C7 -179.78(17) . . . . ? N3 Al1 N2 C7 -17.06(17) . . . . ? N4 Al1 N2 C7 -95.69(17) . . . . ? C1 Al1 N3 C16 -66.3(2) . . . . ? N1 Al1 N3 C16 113.6(3) . . . . ? N4 Al1 N3 C16 -179.3(2) . . . . ? N2 Al1 N3 C16 52.4(2) . . . . ? C1 Al1 N3 C19 107.85(14) . . . . ? N1 Al1 N3 C19 -72.2(3) . . . . ? N4 Al1 N3 C19 -5.08(12) . . . . ? N2 Al1 N3 C19 -133.43(13) . . . . ? C1 Al1 N4 C20 -91.24(15) . . . . ? N1 Al1 N4 C20 167.48(13) . . . . ? N3 Al1 N4 C20 5.41(13) . . . . ? N2 Al1 N4 C20 88.52(14) . . . . ? C1 Al1 N4 C21 79.67(17) . . . . ? N1 Al1 N4 C21 -21.61(16) . . . . ? N3 Al1 N4 C21 176.32(17) . . . . ? N2 Al1 N4 C21 -100.57(17) . . . . ? C5 N1 C2 C3 0.3(2) . . . . ? Al1 N1 C2 C3 177.38(16) . . . . ? N1 C2 C3 C4 0.0(2) . . . . ? C2 C3 C4 C5 -0.4(2) . . . . ? C2 N1 C5 C6 179.74(17) . . . . ? Al1 N1 C5 C6 1.8(2) . . . . ? C2 N1 C5 C4 -0.6(2) . . . . ? Al1 N1 C5 C4 -178.56(14) . . . . ? C3 C4 C5 N1 0.6(2) . . . . ? C3 C4 C5 C6 -179.8(2) . . . . ? C7 N2 C6 C5 -179.88(18) . . . . ? Al1 N2 C6 C5 -1.1(2) . . . . ? N1 C5 C6 N2 -0.4(3) . . . . ? C4 C5 C6 N2 180.0(2) . . . . ? C6 N2 C7 C12 -96.3(2) . . . . ? Al1 N2 C7 C12 85.1(2) . . . . ? C6 N2 C7 C8 87.0(2) . . . . ? Al1 N2 C7 C8 -91.6(2) . . . . ? C12 C7 C8 C9 0.3(3) . . . . ? N2 C7 C8 C9 176.86(16) . . . . ? C12 C7 C8 C13 -179.24(18) . . . . ? N2 C7 C8 C13 -2.7(3) . . . . ? C7 C8 C9 C10 -0.2(3) . . . . ? C13 C8 C9 C10 179.29(19) . . . . ? C8 C9 C10 C11 0.4(3) . . . . ? C8 C9 C10 C14 -178.3(2) . . . . ? C9 C10 C11 C12 -0.6(3) . . . . ? C14 C10 C11 C12 178.1(2) . . . . ? C10 C11 C12 C7 0.7(3) . . . . ? C10 C11 C12 C15 -178.0(2) . . . . ? C8 C7 C12 C11 -0.5(3) . . . . ? N2 C7 C12 C11 -177.10(17) . . . . ? C8 C7 C12 C15 178.17(18) . . . . ? N2 C7 C12 C15 1.6(3) . . . . ? C19 N3 C16 C17 0.2(2) . . . . ? Al1 N3 C16 C17 174.57(16) . . . . ? N3 C16 C17 C18 0.0(2) . . . . ? C16 C17 C18 C19 -0.1(2) . . . . ? C16 N3 C19 C20 -179.62(17) . . . . ? Al1 N3 C19 C20 4.1(2) . . . . ? C16 N3 C19 C18 -0.2(2) . . . . ? Al1 N3 C19 C18 -176.51(13) . . . . ? C17 C18 C19 N3 0.2(2) . . . . ? C17 C18 C19 C20 179.4(2) . . . . ? C21 N4 C20 C19 -176.92(17) . . . . ? Al1 N4 C20 C19 -4.8(2) . . . . ? N3 C19 C20 N4 0.5(3) . . . . ? C18 C19 C20 N4 -178.7(2) . . . . ? C20 N4 C21 C26 -104.4(2) . . . . ? Al1 N4 C21 C26 85.0(2) . . . . ? C20 N4 C21 C22 76.4(2) . . . . ? Al1 N4 C21 C22 -94.2(2) . . . . ? C26 C21 C22 C23 1.3(3) . . . . ? N4 C21 C22 C23 -179.53(18) . . . . ? C26 C21 C22 C27 -178.3(2) . . . . ? N4 C21 C22 C27 0.9(3) . . . . ? C21 C22 C23 C24 0.6(3) . . . . ? C27 C22 C23 C24 -179.8(2) . . . . ? C22 C23 C24 C25 -1.6(3) . . . . ? C22 C23 C24 C28 178.7(2) . . . . ? C23 C24 C25 C26 0.6(3) . . . . ? C28 C24 C25 C26 -179.7(2) . . . . ? C24 C25 C26 C21 1.2(3) . . . . ? C24 C25 C26 C29 -177.3(2) . . . . ? C22 C21 C26 C25 -2.2(3) . . . . ? N4 C21 C26 C25 178.68(17) . . . . ? C22 C21 C26 C29 176.29(19) . . . . ? N4 C21 C26 C29 -2.9(3) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.249 _refine_diff_density_min -0.338 _refine_diff_density_rms 0.060 _database_code_depnum_ccdc_archive 'CCDC 918076' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_shelxl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H37 Al N4' _chemical_formula_sum 'C31 H37 Al N4' _chemical_formula_weight 492.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.86600(10) _cell_length_b 20.2470(4) _cell_length_c 24.0550(5) _cell_angle_alpha 102.0720(8) _cell_angle_beta 90.2860(15) _cell_angle_gamma 96.0910(15) _cell_volume 4197.14(13) _cell_formula_units_Z 6 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 14790 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 26.022 _exptl_crystal_description cube _exptl_crystal_colour Red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.169 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1584 _exptl_absorpt_coefficient_mu 0.098 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD2000 _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 14 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28054 _diffrn_reflns_av_R_equivalents 0.0205 _diffrn_reflns_av_unetI/netI 0.0293 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 25.00 _reflns_number_total 14493 _reflns_number_gt 12364 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHEXTL(Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0637P)^2^+2.2268P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0249(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 14493 _refine_ls_number_parameters 975 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0591 _refine_ls_R_factor_gt 0.0491 _refine_ls_wR_factor_ref 0.1317 _refine_ls_wR_factor_gt 0.1251 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Al1 Al 0.58530(6) 0.24770(3) 0.38722(2) 0.02627(14) Uani 1 1 d . . . Al2 Al 0.14134(6) 0.23392(3) 0.70919(2) 0.02737(14) Uani 1 1 d . . . Al3 Al 0.87977(6) 0.24084(3) 0.04923(2) 0.02862(14) Uani 1 1 d . . . N1 N 0.74319(17) 0.21060(8) 0.33468(6) 0.0294(3) Uani 1 1 d . . . N2 N 0.64613(17) 0.32892(8) 0.35284(6) 0.0295(3) Uani 1 1 d . . . N3 N 0.39186(17) 0.28436(8) 0.41466(6) 0.0304(3) Uani 1 1 d . . . N4 N 0.43476(17) 0.16802(7) 0.35135(6) 0.0271(3) Uani 1 1 d . . . N5 N 0.21537(17) 0.19334(8) 0.63285(6) 0.0311(3) Uani 1 1 d . . . N6 N 0.15538(18) 0.31622(8) 0.67379(6) 0.0322(4) Uani 1 1 d . . . N7 N 0.00407(17) 0.27750(8) 0.76871(6) 0.0302(3) Uani 1 1 d . . . N8 N -0.03837(17) 0.16132(7) 0.69757(6) 0.0273(3) Uani 1 1 d . . . N9 N 0.72054(19) 0.28874(8) 0.09516(7) 0.0361(4) Uani 1 1 d . . . N10 N 0.70159(17) 0.16838(8) 0.03000(6) 0.0304(3) Uani 1 1 d . . . N11 N 0.99141(17) 0.19462(8) -0.01690(7) 0.0316(3) Uani 1 1 d . . . N12 N 0.91558(18) 0.31689(8) 0.00769(7) 0.0319(4) Uani 1 1 d . . . C1 C 0.6790(2) 0.24944(11) 0.46179(8) 0.0399(5) Uani 1 1 d . . . H1A H 0.6040 0.2561 0.4905 0.048 Uiso 1 1 d R . . H1B H 0.7594 0.2860 0.4702 0.048 Uiso 1 1 d R . . H1C H 0.7195 0.2072 0.4611 0.048 Uiso 1 1 d R . . C2 C 0.8102(2) 0.15299(10) 0.31766(8) 0.0330(4) Uani 1 1 d . . . H2 H 0.7804 0.1141 0.3337 0.040 Uiso 1 1 d R . . C3 C 0.9201(2) 0.16121(10) 0.27748(9) 0.0386(5) Uani 1 1 d . . . H3 H 0.9757 0.1240 0.2612 0.046 Uiso 1 1 d R . . C4 C 0.9212(2) 0.22671(11) 0.26931(9) 0.0406(5) Uani 1 1 d . . . H4 H 0.9792 0.2527 0.2461 0.049 Uiso 1 1 d R . . C5 C 0.8115(2) 0.25665(10) 0.30494(8) 0.0323(4) Uani 1 1 d . . . C6 C 0.7559(2) 0.32013(10) 0.31644(8) 0.0333(4) Uani 1 1 d . . . H6 H 0.7938 0.3563 0.2983 0.040 Uiso 1 1 d R . . C7 C 0.5931(2) 0.39483(9) 0.36868(8) 0.0324(4) Uani 1 1 d . . . C8 C 0.4593(2) 0.40650(10) 0.34257(8) 0.0354(4) Uani 1 1 d . . . C9 C 0.4038(3) 0.46902(11) 0.36199(9) 0.0438(5) Uani 1 1 d . . . H9 H 0.3122 0.4785 0.3453 0.053 Uiso 1 1 d R . . C10 C 0.4796(3) 0.51787(11) 0.40516(10) 0.0518(6) Uani 1 1 d . . . H10 H 0.4377 0.5600 0.4183 0.062 Uiso 1 1 d R . . C11 C 0.6124(3) 0.50567(11) 0.42887(10) 0.0482(5) Uani 1 1 d . . . H11 H 0.6657 0.5404 0.4577 0.058 Uiso 1 1 d R . . C12 C 0.6723(2) 0.44396(10) 0.41137(8) 0.0376(5) Uani 1 1 d . . . C13 C 0.3804(3) 0.35195(10) 0.29586(9) 0.0412(5) Uani 1 1 d . . . H13A H 0.4523 0.3369 0.2676 0.049 Uiso 1 1 d R . . H13B H 0.3383 0.3143 0.3114 0.049 Uiso 1 1 d R . . C14 C 0.2506(3) 0.37214(12) 0.26444(10) 0.0495(6) Uani 1 1 d . . . H14A H 0.2123 0.3348 0.2345 0.059 Uiso 1 1 d R . . H14B H 0.2859 0.4105 0.2485 0.059 Uiso 1 1 d R . . H14C H 0.1710 0.3841 0.2904 0.059 Uiso 1 1 d R . . C15 C 0.8209(3) 0.43358(11) 0.43775(9) 0.0448(5) Uani 1 1 d . . . H15A H 0.8213 0.4512 0.4780 0.054 Uiso 1 1 d R . . H15B H 0.8319 0.3859 0.4305 0.054 Uiso 1 1 d R . . C16 C 0.9562(3) 0.46981(14) 0.41360(12) 0.0634(7) Uani 1 1 d . . . H16A H 1.0477 0.4640 0.4326 0.076 Uiso 1 1 d R . . H16B H 0.9447 0.5174 0.4192 0.076 Uiso 1 1 d R . . H16C H 0.9615 0.4510 0.3737 0.076 Uiso 1 1 d R . . C17 C 0.3417(2) 0.33926(10) 0.44853(8) 0.0371(5) Uani 1 1 d . . . H17 H 0.4129 0.3773 0.4655 0.045 Uiso 1 1 d R . . C18 C 0.1847(2) 0.33018(11) 0.45289(9) 0.0429(5) Uani 1 1 d . . . H18 H 0.1335 0.3652 0.4759 0.051 Uiso 1 1 d R . . C19 C 0.1342(2) 0.26688(11) 0.42023(9) 0.0396(5) Uani 1 1 d . . . H19 H 0.0364 0.2413 0.4113 0.048 Uiso 1 1 d R . . C20 C 0.2643(2) 0.23908(10) 0.39738(8) 0.0309(4) Uani 1 1 d . . . C21 C 0.2933(2) 0.17680(10) 0.36344(7) 0.0297(4) Uani 1 1 d . . . H21 H 0.2140 0.1411 0.3490 0.036 Uiso 1 1 d R . . C22 C 0.46489(19) 0.10291(9) 0.31802(7) 0.0269(4) Uani 1 1 d . . . C23 C 0.4868(2) 0.09653(10) 0.25942(8) 0.0304(4) Uani 1 1 d . . . C24 C 0.5223(2) 0.03402(10) 0.22865(8) 0.0366(5) Uani 1 1 d . . . H24 H 0.5399 0.0280 0.1887 0.044 Uiso 1 1 d R . . C25 C 0.5338(2) -0.02041(11) 0.25440(9) 0.0396(5) Uani 1 1 d . . . H25 H 0.5578 -0.0631 0.2325 0.048 Uiso 1 1 d R . . C26 C 0.5121(2) -0.01298(10) 0.31207(9) 0.0368(4) Uani 1 1 d . . . H26 H 0.5182 -0.0510 0.3297 0.044 Uiso 1 1 d R . . C27 C 0.4787(2) 0.04907(9) 0.34507(8) 0.0301(4) Uani 1 1 d . . . C28 C 0.4719(2) 0.15445(11) 0.23007(8) 0.0361(4) Uani 1 1 d . . . H28A H 0.5132 0.1962 0.2547 0.043 Uiso 1 1 d R . . H28B H 0.5269 0.1475 0.1954 0.043 Uiso 1 1 d R . . C29 C 0.3077(2) 0.16228(11) 0.21545(9) 0.0415(5) Uani 1 1 d . . . H29A H 0.3062 0.1967 0.1935 0.050 Uiso 1 1 d R . . H29B H 0.2542 0.1752 0.2499 0.050 Uiso 1 1 d R . . H29C H 0.2597 0.1199 0.1938 0.050 Uiso 1 1 d R . . C30 C 0.4657(2) 0.05602(11) 0.40880(8) 0.0371(5) Uani 1 1 d . . . H30A H 0.4278 0.0984 0.4249 0.045 Uiso 1 1 d R . . H30B H 0.3968 0.0192 0.4162 0.045 Uiso 1 1 d R . . C31 C 0.6140(3) 0.05454(15) 0.43853(10) 0.0599(7) Uani 1 1 d . . . H31A H 0.5977 0.0572 0.4783 0.072 Uiso 1 1 d R . . H31B H 0.6837 0.0924 0.4337 0.072 Uiso 1 1 d R . . H31C H 0.6554 0.0129 0.4227 0.072 Uiso 1 1 d R . . C32 C 0.3166(2) 0.22211(11) 0.75553(9) 0.0389(5) Uani 1 1 d . . . H32A H 0.4089 0.2357 0.7383 0.047 Uiso 1 1 d R . . H32B H 0.3138 0.1752 0.7578 0.047 Uiso 1 1 d R . . H32C H 0.3124 0.2496 0.7931 0.047 Uiso 1 1 d R . . C33 C 0.2528(2) 0.13374(10) 0.60260(8) 0.0346(4) Uani 1 1 d . . . H33 H 0.2453 0.0943 0.6191 0.042 Uiso 1 1 d R . . C34 C 0.2996(2) 0.14031(11) 0.54829(8) 0.0398(5) Uani 1 1 d . . . H34 H 0.3292 0.1015 0.5221 0.048 Uiso 1 1 d R . . C35 C 0.2920(2) 0.20711(11) 0.54503(8) 0.0411(5) Uani 1 1 d . . . H35 H 0.3130 0.2326 0.5160 0.049 Uiso 1 1 d R . . C36 C 0.2403(2) 0.23951(10) 0.59778(8) 0.0334(4) Uani 1 1 d . . . C37 C 0.2077(2) 0.30499(10) 0.62187(8) 0.0359(4) Uani 1 1 d . . . H37 H 0.2220 0.3415 0.6019 0.043 Uiso 1 1 d R . . C38 C 0.1259(2) 0.38447(10) 0.69922(8) 0.0346(4) Uani 1 1 d . . . C39 C -0.0232(2) 0.40123(10) 0.69914(8) 0.0386(5) Uani 1 1 d . . . C40 C -0.0507(3) 0.46652(11) 0.72614(9) 0.0465(5) Uani 1 1 d . . . H40 H -0.1526 0.4786 0.7269 0.056 Uiso 1 1 d R . . C41 C 0.0664(3) 0.51391(12) 0.75182(10) 0.0530(6) Uani 1 1 d . . . H41 H 0.0459 0.5586 0.7706 0.064 Uiso 1 1 d R . . C42 C 0.2124(3) 0.49657(11) 0.75126(10) 0.0510(6) Uani 1 1 d . . . H42 H 0.2944 0.5296 0.7681 0.061 Uiso 1 1 d R . . C43 C 0.2462(3) 0.43164(11) 0.72576(9) 0.0410(5) Uani 1 1 d . . . C44 C -0.1530(3) 0.35148(11) 0.67016(10) 0.0447(5) Uani 1 1 d . . . H44A H -0.1334 0.3062 0.6717 0.054 Uiso 1 1 d R . . H44B H -0.2452 0.3615 0.6893 0.054 Uiso 1 1 d R . . C45 C -0.1741(3) 0.35420(13) 0.60792(11) 0.0623(7) Uani 1 1 d . . . H45A H -0.2645 0.3257 0.5924 0.075 Uiso 1 1 d R . . H45B H -0.0882 0.3386 0.5870 0.075 Uiso 1 1 d R . . H45C H -0.1834 0.4002 0.6051 0.075 Uiso 1 1 d R . . C46 C 0.4060(3) 0.41315(13) 0.72909(10) 0.0522(6) Uani 1 1 d . . . H46A H 0.4104 0.3674 0.7085 0.063 Uiso 1 1 d R . . H46B H 0.4738 0.4436 0.7127 0.063 Uiso 1 1 d R . . C47 C 0.4655(5) 0.4185(2) 0.78680(16) 0.1236(18) Uani 1 1 d . . . H47A H 0.4656 0.4644 0.8078 0.185 Uiso 1 1 calc R . . H47B H 0.5673 0.4062 0.7852 0.185 Uiso 1 1 calc R . . H47C H 0.4027 0.3884 0.8053 0.185 Uiso 1 1 calc R . . C48 C -0.0040(2) 0.33564(10) 0.80781(8) 0.0352(4) Uani 1 1 d . . . H48 H 0.0804 0.3704 0.8139 0.042 Uiso 1 1 d R . . C49 C -0.1445(2) 0.33483(10) 0.83399(8) 0.0388(5) Uani 1 1 d . . . H49 H -0.1671 0.3729 0.8627 0.047 Uiso 1 1 d R . . C50 C -0.2273(2) 0.27318(10) 0.81008(8) 0.0366(4) Uani 1 1 d . . . H50 H -0.3278 0.2624 0.8226 0.044 Uiso 1 1 d R . . C51 C -0.1336(2) 0.23878(9) 0.77034(8) 0.0302(4) Uani 1 1 d . . . C52 C -0.1505(2) 0.17609(9) 0.73154(7) 0.0287(4) Uani 1 1 d . . . H52 H -0.2396 0.1441 0.7293 0.034 Uiso 1 1 d R . . C53 C -0.0528(2) 0.09672(9) 0.65763(7) 0.0275(4) Uani 1 1 d . . . C54 C -0.1028(2) 0.09410(10) 0.60169(8) 0.0311(4) Uani 1 1 d . . . C55 C -0.1057(2) 0.03233(10) 0.56285(8) 0.0360(4) Uani 1 1 d . . . H55 H -0.1382 0.0293 0.5242 0.043 Uiso 1 1 d R . . C56 C -0.0616(2) -0.02469(10) 0.57863(9) 0.0391(5) Uani 1 1 d . . . H56 H -0.0653 -0.0670 0.5514 0.047 Uiso 1 1 d R . . C57 C -0.0140(2) -0.02087(10) 0.63416(9) 0.0356(4) Uani 1 1 d . . . H57 H 0.0167 -0.0608 0.6446 0.043 Uiso 1 1 d R . . C58 C -0.0082(2) 0.03965(9) 0.67470(8) 0.0297(4) Uani 1 1 d . . . C59 C -0.1549(2) 0.15513(10) 0.58361(8) 0.0366(4) Uani 1 1 d . . . H59A H -0.0924 0.1954 0.6023 0.044 Uiso 1 1 d R . . H59B H -0.1471 0.1499 0.5432 0.044 Uiso 1 1 d R . . C60 C -0.3193(2) 0.16494(12) 0.59850(10) 0.0443(5) Uani 1 1 d . . . H60A H -0.3505 0.2010 0.5823 0.053 Uiso 1 1 d R . . H60B H -0.3274 0.1764 0.6391 0.053 Uiso 1 1 d R . . H60C H -0.3832 0.1237 0.5835 0.053 Uiso 1 1 d R . . C61 C 0.0410(2) 0.04123(10) 0.73519(8) 0.0353(4) Uani 1 1 d . . . H61A H 0.1158 0.0103 0.7356 0.042 Uiso 1 1 d R . . H61B H 0.0837 0.0865 0.7524 0.042 Uiso 1 1 d R . . C62 C -0.0917(2) 0.02155(11) 0.77093(9) 0.0424(5) Uani 1 1 d . . . H62A H -0.0546 0.0200 0.8081 0.051 Uiso 1 1 d R . . H62B H -0.1410 -0.0223 0.7530 0.051 Uiso 1 1 d R . . H62C H -0.1629 0.0547 0.7742 0.051 Uiso 1 1 d R . . C63 C 1.0198(3) 0.23985(12) 0.11249(9) 0.0472(5) Uani 1 1 d . . . H63A H 1.0528 0.2857 0.1317 0.057 Uiso 1 1 d R . . H63B H 1.1061 0.2175 0.0981 0.057 Uiso 1 1 d R . . H63C H 0.9686 0.2159 0.1387 0.057 Uiso 1 1 d R . . C64 C 0.7023(3) 0.34790(11) 0.13076(9) 0.0451(5) Uani 1 1 d . . . H64 H 0.7871 0.3821 0.1409 0.054 Uiso 1 1 d R . . C65 C 0.5521(3) 0.34915(11) 0.14817(10) 0.0516(6) Uani 1 1 d . . . H65 H 0.5229 0.3886 0.1737 0.062 Uiso 1 1 d R . . C66 C 0.4748(3) 0.28756(11) 0.12241(10) 0.0491(6) Uani 1 1 d . . . H66 H 0.3715 0.2678 0.1225 0.059 Uiso 1 1 d R . . C67 C 0.5801(2) 0.25084(10) 0.09006(9) 0.0378(5) Uani 1 1 d . . . C68 C 0.5764(2) 0.18591(10) 0.05478(8) 0.0355(4) Uani 1 1 d . . . H68 H 0.4858 0.1546 0.0488 0.043 Uiso 1 1 d R . . C69 C 0.6992(2) 0.10002(9) -0.00308(8) 0.0287(4) Uani 1 1 d . . . C70 C 0.6908(2) 0.08890(10) -0.06275(8) 0.0312(4) Uani 1 1 d . . . C71 C 0.6970(2) 0.02292(10) -0.09356(8) 0.0373(5) Uani 1 1 d . . . H71 H 0.6930 0.0149 -0.1343 0.045 Uiso 1 1 d R . . C72 C 0.7084(2) -0.03051(11) -0.06682(9) 0.0397(5) Uani 1 1 d . . . H72 H 0.7130 -0.0756 -0.0889 0.048 Uiso 1 1 d R . . C73 C 0.7136(2) -0.01871(10) -0.00811(9) 0.0364(4) Uani 1 1 d . . . H73 H 0.7197 -0.0563 0.0102 0.044 Uiso 1 1 d R . . C74 C 0.7105(2) 0.04658(10) 0.02492(8) 0.0315(4) Uani 1 1 d . . . C75 C 0.6710(2) 0.14526(11) -0.09332(9) 0.0385(5) Uani 1 1 d . . . H75A H 0.7208 0.1873 -0.0718 0.046 Uiso 1 1 d R . . H75B H 0.7153 0.1349 -0.1300 0.046 Uiso 1 1 d R . . C76 C 0.5049(2) 0.15407(12) -0.10170(10) 0.0478(5) Uani 1 1 d . . . H76A H 0.4972 0.1886 -0.1232 0.057 Uiso 1 1 d R . . H76B H 0.4604 0.1673 -0.0653 0.057 Uiso 1 1 d R . . H76C H 0.4521 0.1120 -0.1219 0.057 Uiso 1 1 d R . . C77 C 0.7246(3) 0.05624(11) 0.08857(8) 0.0415(5) Uani 1 1 d . . . H77A H 0.6873 0.0983 0.1061 0.050 Uiso 1 1 d R . . H77B H 0.6663 0.0193 0.1006 0.050 Uiso 1 1 d R . . C78 C 0.8871(3) 0.05911(13) 0.10935(10) 0.0550(6) Uani 1 1 d . . . H78A H 0.8895 0.0626 0.1498 0.066 Uiso 1 1 d R . . H78B H 0.9458 0.0980 0.1004 0.066 Uiso 1 1 d R . . H78C H 0.9289 0.0185 0.0910 0.066 Uiso 1 1 d R . . C79 C 1.0391(2) 0.13381(10) -0.03945(9) 0.0376(5) Uani 1 1 d . . . H79 H 1.0210 0.0971 -0.0198 0.045 Uiso 1 1 d R . . C80 C 1.1103(2) 0.13514(11) -0.09099(10) 0.0456(5) Uani 1 1 d . . . H80 H 1.1504 0.0953 -0.1119 0.055 Uiso 1 1 d R . . C81 C 1.1071(2) 0.19981(12) -0.10074(9) 0.0452(5) Uani 1 1 d . . . H81 H 1.1424 0.2219 -0.1306 0.054 Uiso 1 1 d R . . C82 C 1.0338(2) 0.23585(10) -0.05447(8) 0.0347(4) Uani 1 1 d . . . C83 C 0.9926(2) 0.30179(10) -0.03899(8) 0.0347(4) Uani 1 1 d . . . H83 H 1.0194 0.3359 -0.0607 0.042 Uiso 1 1 d R . . C84 C 0.8754(2) 0.38502(10) 0.02528(8) 0.0346(4) Uani 1 1 d . . . C85 C 0.7306(2) 0.39849(10) 0.01115(9) 0.0408(5) Uani 1 1 d . . . C86 C 0.6910(3) 0.46380(11) 0.03277(11) 0.0498(6) Uani 1 1 d . . . H86 H 0.5929 0.4752 0.0236 0.060 Uiso 1 1 d R . . C87 C 0.7916(3) 0.51285(11) 0.06663(11) 0.0517(6) Uani 1 1 d . . . H87 H 0.7618 0.5571 0.0819 0.062 Uiso 1 1 d R . . C88 C 0.9351(3) 0.49862(11) 0.07868(10) 0.0473(5) Uani 1 1 d . . . H88 H 1.0036 0.5334 0.1021 0.057 Uiso 1 1 d R . . C89 C 0.9808(2) 0.43446(10) 0.05817(9) 0.0394(5) Uani 1 1 d . . . C90 C 0.6234(3) 0.34290(12) -0.02543(11) 0.0511(6) Uani 1 1 d . . . H90A H 0.6760 0.3226 -0.0584 0.061 Uiso 1 1 d R . . H90B H 0.5906 0.3089 -0.0043 0.061 Uiso 1 1 d R . . C91 C 0.4863(3) 0.36290(16) -0.04846(16) 0.0882(11) Uani 1 1 d . . . H91A H 0.4369 0.3253 -0.0758 0.106 Uiso 1 1 d R . . H91B H 0.5131 0.4004 -0.0665 0.106 Uiso 1 1 d R . . H91C H 0.4188 0.3762 -0.0181 0.106 Uiso 1 1 d R . . C92 C 1.1374(3) 0.41688(11) 0.07041(11) 0.0504(6) Uani 1 1 d . . . H92A H 1.1273 0.3787 0.0885 0.060 Uiso 1 1 d R . . H92B H 1.1896 0.4053 0.0354 0.060 Uiso 1 1 d R . . C93 C 1.2415(3) 0.47116(13) 0.10831(12) 0.0635(7) Uani 1 1 d . . . H93A H 1.3364 0.4541 0.1134 0.076 Uiso 1 1 d R . . H93B H 1.1959 0.4839 0.1446 0.076 Uiso 1 1 d R . . H93C H 1.2588 0.5102 0.0914 0.076 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Al1 0.0277(3) 0.0282(3) 0.0227(3) 0.0042(2) 0.0026(2) 0.0044(2) Al2 0.0292(3) 0.0300(3) 0.0230(3) 0.0060(2) 0.0012(2) 0.0029(2) Al3 0.0300(3) 0.0296(3) 0.0251(3) 0.0045(2) 0.0008(2) 0.0009(2) N1 0.0271(8) 0.0314(8) 0.0295(8) 0.0056(7) 0.0026(6) 0.0037(6) N2 0.0334(9) 0.0285(8) 0.0262(8) 0.0041(6) 0.0020(6) 0.0045(6) N3 0.0327(9) 0.0313(8) 0.0271(8) 0.0043(7) 0.0045(6) 0.0064(6) N4 0.0291(8) 0.0294(8) 0.0229(7) 0.0040(6) 0.0038(6) 0.0061(6) N5 0.0313(8) 0.0346(9) 0.0274(8) 0.0068(7) 0.0034(6) 0.0029(6) N6 0.0369(9) 0.0325(9) 0.0274(8) 0.0073(7) 0.0011(7) 0.0025(7) N7 0.0332(9) 0.0306(8) 0.0260(8) 0.0045(6) 0.0007(6) 0.0030(6) N8 0.0304(8) 0.0282(8) 0.0234(7) 0.0050(6) 0.0007(6) 0.0041(6) N9 0.0386(9) 0.0335(9) 0.0332(9) 0.0019(7) 0.0079(7) 0.0008(7) N10 0.0312(8) 0.0311(8) 0.0282(8) 0.0046(7) 0.0030(6) 0.0025(6) N11 0.0280(8) 0.0331(9) 0.0330(8) 0.0052(7) 0.0019(6) 0.0032(6) N12 0.0336(9) 0.0302(8) 0.0315(8) 0.0062(7) 0.0010(7) 0.0019(6) C1 0.0403(12) 0.0498(13) 0.0307(10) 0.0103(9) -0.0005(8) 0.0052(9) C2 0.0283(10) 0.0332(10) 0.0365(10) 0.0035(8) 0.0030(8) 0.0059(8) C3 0.0325(11) 0.0389(11) 0.0415(11) 0.0000(9) 0.0081(8) 0.0071(8) C4 0.0372(11) 0.0455(12) 0.0367(11) 0.0047(9) 0.0124(9) 0.0016(9) C5 0.0325(10) 0.0351(10) 0.0277(10) 0.0048(8) 0.0050(8) 0.0005(8) C6 0.0372(11) 0.0333(10) 0.0288(10) 0.0068(8) 0.0044(8) -0.0001(8) C7 0.0407(11) 0.0276(10) 0.0291(10) 0.0064(8) 0.0063(8) 0.0041(8) C8 0.0430(11) 0.0316(10) 0.0332(10) 0.0090(8) 0.0042(8) 0.0067(8) C9 0.0504(13) 0.0364(12) 0.0465(13) 0.0089(10) 0.0018(10) 0.0126(9) C10 0.0642(16) 0.0345(12) 0.0551(14) 0.0004(10) 0.0071(12) 0.0159(11) C11 0.0615(15) 0.0339(12) 0.0438(13) -0.0038(10) 0.0022(11) 0.0045(10) C12 0.0452(12) 0.0325(11) 0.0332(10) 0.0042(8) 0.0033(9) 0.0015(9) C13 0.0524(13) 0.0356(11) 0.0362(11) 0.0078(9) -0.0043(9) 0.0075(9) C14 0.0500(14) 0.0514(14) 0.0472(13) 0.0079(11) -0.0063(10) 0.0116(10) C15 0.0510(13) 0.0387(12) 0.0405(12) 0.0014(9) -0.0081(10) 0.0005(9) C16 0.0507(15) 0.0655(17) 0.0722(18) 0.0162(14) -0.0072(13) -0.0051(12) C17 0.0434(12) 0.0325(11) 0.0339(10) 0.0009(8) 0.0069(8) 0.0090(8) C18 0.0449(13) 0.0424(12) 0.0423(12) 0.0043(10) 0.0125(9) 0.0183(9) C19 0.0338(11) 0.0448(12) 0.0409(12) 0.0071(9) 0.0064(9) 0.0108(9) C20 0.0302(10) 0.0359(10) 0.0271(9) 0.0066(8) 0.0022(7) 0.0063(8) C21 0.0293(10) 0.0352(10) 0.0246(9) 0.0065(8) 0.0024(7) 0.0031(8) C22 0.0241(9) 0.0305(9) 0.0238(9) 0.0006(7) 0.0016(7) 0.0028(7) C23 0.0264(9) 0.0385(11) 0.0248(9) 0.0035(8) 0.0005(7) 0.0027(8) C24 0.0328(11) 0.0470(12) 0.0255(10) -0.0033(9) 0.0019(8) 0.0056(9) C25 0.0392(11) 0.0377(11) 0.0371(11) -0.0057(9) -0.0001(9) 0.0098(9) C26 0.0369(11) 0.0330(11) 0.0394(11) 0.0033(9) -0.0009(8) 0.0071(8) C27 0.0270(9) 0.0337(10) 0.0289(10) 0.0049(8) 0.0023(7) 0.0035(7) C28 0.0376(11) 0.0457(12) 0.0251(10) 0.0084(8) 0.0032(8) 0.0033(9) C29 0.0439(12) 0.0493(13) 0.0342(11) 0.0143(9) -0.0019(9) 0.0072(9) C30 0.0415(11) 0.0412(11) 0.0313(10) 0.0115(9) 0.0063(8) 0.0084(9) C31 0.0621(16) 0.0859(19) 0.0324(12) 0.0028(12) -0.0021(11) 0.0309(14) C32 0.0350(11) 0.0466(12) 0.0355(11) 0.0102(9) -0.0013(8) 0.0033(9) C33 0.0317(10) 0.0386(11) 0.0333(10) 0.0054(8) 0.0063(8) 0.0066(8) C34 0.0352(11) 0.0518(13) 0.0298(10) 0.0006(9) 0.0057(8) 0.0091(9) C35 0.0408(12) 0.0565(14) 0.0277(10) 0.0117(9) 0.0068(8) 0.0073(10) C36 0.0322(10) 0.0418(11) 0.0275(10) 0.0107(8) 0.0032(7) 0.0031(8) C37 0.0385(11) 0.0408(11) 0.0305(10) 0.0138(9) 0.0003(8) 0.0018(8) C38 0.0475(12) 0.0294(10) 0.0275(10) 0.0080(8) -0.0005(8) 0.0034(8) C39 0.0495(12) 0.0350(11) 0.0330(10) 0.0101(9) -0.0048(9) 0.0069(9) C40 0.0592(14) 0.0408(12) 0.0418(12) 0.0086(10) -0.0061(10) 0.0166(10) C41 0.0787(18) 0.0348(12) 0.0446(13) 0.0031(10) -0.0096(12) 0.0135(11) C42 0.0639(16) 0.0392(13) 0.0461(13) 0.0055(10) -0.0092(11) -0.0038(11) C43 0.0490(13) 0.0387(12) 0.0346(11) 0.0093(9) -0.0018(9) -0.0013(9) C44 0.0437(12) 0.0404(12) 0.0502(13) 0.0081(10) -0.0067(10) 0.0087(9) C45 0.0782(18) 0.0515(15) 0.0557(15) 0.0108(12) -0.0253(13) 0.0028(13) C46 0.0441(13) 0.0574(15) 0.0532(14) 0.0126(12) -0.0009(10) -0.0041(11) C47 0.101(3) 0.169(4) 0.085(3) -0.036(3) -0.047(2) 0.072(3) C48 0.0432(11) 0.0312(10) 0.0296(10) 0.0030(8) 0.0006(8) 0.0031(8) C49 0.0482(12) 0.0350(11) 0.0316(10) 0.0009(8) 0.0074(9) 0.0090(9) C50 0.0363(11) 0.0408(11) 0.0332(10) 0.0062(9) 0.0079(8) 0.0090(9) C51 0.0323(10) 0.0315(10) 0.0275(9) 0.0071(8) 0.0030(7) 0.0048(8) C52 0.0302(10) 0.0301(10) 0.0268(9) 0.0083(8) 0.0018(7) 0.0037(7) C53 0.0261(9) 0.0291(9) 0.0260(9) 0.0035(7) 0.0032(7) 0.0015(7) C54 0.0284(10) 0.0352(10) 0.0286(10) 0.0055(8) 0.0024(7) 0.0013(8) C55 0.0334(10) 0.0435(12) 0.0272(10) 0.0006(8) 0.0017(8) 0.0006(8) C56 0.0353(11) 0.0356(11) 0.0405(12) -0.0045(9) 0.0064(9) 0.0020(8) C57 0.0308(10) 0.0308(10) 0.0452(12) 0.0071(9) 0.0055(8) 0.0053(8) C58 0.0247(9) 0.0319(10) 0.0328(10) 0.0075(8) 0.0038(7) 0.0024(7) C59 0.0401(11) 0.0401(11) 0.0302(10) 0.0108(9) -0.0040(8) 0.0010(9) C60 0.0415(12) 0.0489(13) 0.0452(12) 0.0143(10) -0.0072(9) 0.0087(10) C61 0.0361(11) 0.0348(11) 0.0372(11) 0.0121(9) -0.0026(8) 0.0046(8) C62 0.0459(12) 0.0488(13) 0.0365(11) 0.0162(10) 0.0033(9) 0.0086(10) C63 0.0542(14) 0.0476(13) 0.0388(12) 0.0100(10) -0.0101(10) -0.0002(10) C64 0.0517(13) 0.0364(12) 0.0416(12) -0.0023(9) 0.0128(10) -0.0001(9) C65 0.0603(15) 0.0387(12) 0.0531(14) 0.0007(10) 0.0246(11) 0.0095(10) C66 0.0456(13) 0.0427(13) 0.0575(14) 0.0064(11) 0.0205(11) 0.0054(10) C67 0.0362(11) 0.0371(11) 0.0396(11) 0.0073(9) 0.0111(9) 0.0025(8) C68 0.0354(11) 0.0329(10) 0.0378(11) 0.0077(9) 0.0069(8) 0.0006(8) C69 0.0243(9) 0.0299(10) 0.0295(9) 0.0026(8) 0.0016(7) -0.0008(7) C70 0.0241(9) 0.0393(11) 0.0288(10) 0.0068(8) -0.0002(7) -0.0023(7) C71 0.0339(11) 0.0454(12) 0.0273(10) -0.0004(9) 0.0014(8) -0.0036(9) C72 0.0370(11) 0.0361(11) 0.0403(12) -0.0024(9) 0.0055(9) -0.0008(8) C73 0.0354(11) 0.0337(11) 0.0406(11) 0.0087(9) 0.0059(8) 0.0046(8) C74 0.0266(10) 0.0371(11) 0.0307(10) 0.0072(8) 0.0035(7) 0.0034(8) C75 0.0374(11) 0.0461(12) 0.0323(10) 0.0119(9) -0.0014(8) -0.0008(9) C76 0.0421(12) 0.0561(14) 0.0475(13) 0.0171(11) -0.0054(10) 0.0043(10) C77 0.0528(13) 0.0428(12) 0.0313(11) 0.0106(9) 0.0076(9) 0.0098(10) C78 0.0725(17) 0.0495(14) 0.0419(13) 0.0057(11) -0.0152(11) 0.0100(12) C79 0.0315(11) 0.0344(11) 0.0453(12) 0.0041(9) 0.0055(8) 0.0052(8) C80 0.0371(12) 0.0425(12) 0.0512(13) -0.0039(10) 0.0123(10) 0.0040(9) C81 0.0414(12) 0.0516(13) 0.0386(12) 0.0029(10) 0.0129(9) 0.0000(10) C82 0.0320(10) 0.0390(11) 0.0315(10) 0.0058(8) 0.0031(8) -0.0004(8) C83 0.0356(11) 0.0378(11) 0.0304(10) 0.0093(8) 0.0013(8) -0.0013(8) C84 0.0407(11) 0.0295(10) 0.0342(10) 0.0079(8) 0.0030(8) 0.0045(8) C85 0.0429(12) 0.0355(11) 0.0453(12) 0.0109(9) -0.0022(9) 0.0053(9) C86 0.0459(13) 0.0421(13) 0.0638(15) 0.0125(11) -0.0028(11) 0.0135(10) C87 0.0572(15) 0.0340(12) 0.0636(15) 0.0053(11) 0.0001(12) 0.0127(10) C88 0.0508(14) 0.0328(11) 0.0553(14) 0.0038(10) -0.0026(10) 0.0017(9) C89 0.0397(12) 0.0331(11) 0.0450(12) 0.0087(9) 0.0015(9) 0.0019(8) C90 0.0487(14) 0.0446(13) 0.0596(15) 0.0103(11) -0.0104(11) 0.0057(10) C91 0.0656(19) 0.0633(19) 0.127(3) 0.0014(18) -0.0384(19) 0.0091(15) C92 0.0398(12) 0.0410(12) 0.0671(16) 0.0049(11) -0.0035(11) 0.0027(9) C93 0.0500(15) 0.0580(16) 0.0754(18) -0.0008(14) -0.0116(13) 0.0041(12) _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 C1 1.965(2) . ? Al1 N1 1.9911(16) . ? Al1 N3 2.0011(16) . ? Al1 N2 2.0159(16) . ? Al1 N4 2.0194(16) . ? Al2 C32 1.971(2) . ? Al2 N5 1.9933(16) . ? Al2 N7 2.0066(16) . ? Al2 N6 2.0170(16) . ? Al2 N8 2.0259(16) . ? Al3 C63 1.964(2) . ? Al3 N11 1.9938(16) . ? Al3 N9 2.0030(17) . ? Al3 N12 2.0033(16) . ? Al3 N10 2.0196(16) . ? N1 C2 1.353(2) . ? N1 C5 1.383(2) . ? N2 C6 1.314(2) . ? N2 C7 1.438(2) . ? N3 C17 1.352(2) . ? N3 C20 1.381(2) . ? N4 C21 1.311(2) . ? N4 C22 1.444(2) . ? N5 C33 1.348(2) . ? N5 C36 1.386(2) . ? N6 C37 1.318(2) . ? N6 C38 1.441(2) . ? N7 C48 1.353(2) . ? N7 C51 1.384(2) . ? N8 C52 1.310(2) . ? N8 C53 1.445(2) . ? N9 C64 1.345(3) . ? N9 C67 1.382(3) . ? N10 C68 1.309(2) . ? N10 C69 1.443(2) . ? N11 C79 1.350(2) . ? N11 C82 1.381(2) . ? N12 C83 1.315(2) . ? N12 C84 1.439(2) . ? C1 H1A 0.9601 . ? C1 H1B 0.9600 . ? C1 H1C 0.9601 . ? C2 C3 1.398(3) . ? C2 H2 0.9601 . ? C3 C4 1.380(3) . ? C3 H3 0.9600 . ? C4 C5 1.401(3) . ? C4 H4 0.9598 . ? C5 C6 1.400(3) . ? C6 H6 0.9601 . ? C7 C12 1.398(3) . ? C7 C8 1.404(3) . ? C8 C9 1.396(3) . ? C8 C13 1.510(3) . ? C9 C10 1.389(3) . ? C9 H9 0.9601 . ? C10 C11 1.373(3) . ? C10 H10 0.9599 . ? C11 C12 1.394(3) . ? C11 H11 0.9599 . ? C12 C15 1.513(3) . ? C13 C14 1.511(3) . ? C13 H13A 0.9599 . ? C13 H13B 0.9602 . ? C14 H14A 0.9599 . ? C14 H14B 0.9600 . ? C14 H14C 0.9601 . ? C15 C16 1.521(3) . ? C15 H15A 0.9598 . ? C15 H15B 0.9598 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9601 . ? C17 C18 1.392(3) . ? C17 H17 0.9600 . ? C18 C19 1.383(3) . ? C18 H18 0.9599 . ? C19 C20 1.402(3) . ? C19 H19 0.9600 . ? C20 C21 1.401(3) . ? C21 H21 0.9601 . ? C22 C27 1.397(3) . ? C22 C23 1.405(2) . ? C23 C24 1.394(3) . ? C23 C28 1.507(3) . ? C24 C25 1.385(3) . ? C24 H24 0.9599 . ? C25 C26 1.380(3) . ? C25 H25 0.9600 . ? C26 C27 1.400(3) . ? C26 H26 0.9601 . ? C27 C30 1.516(3) . ? C28 C29 1.528(3) . ? C28 H28A 0.9600 . ? C28 H28B 0.9599 . ? C29 H29A 0.9599 . ? C29 H29B 0.9600 . ? C29 H29C 0.9601 . ? C30 C31 1.500(3) . ? C30 H30A 0.9601 . ? C30 H30B 0.9600 . ? C31 H31A 0.9601 . ? C31 H31B 0.9599 . ? C31 H31C 0.9601 . ? C32 H32A 0.9600 . ? C32 H32B 0.9601 . ? C32 H32C 0.9599 . ? C33 C34 1.401(3) . ? C33 H33 0.9601 . ? C34 C35 1.380(3) . ? C34 H34 0.9600 . ? C35 C36 1.404(3) . ? C35 H35 0.9600 . ? C36 C37 1.392(3) . ? C37 H37 0.9602 . ? C38 C39 1.399(3) . ? C38 C43 1.407(3) . ? C39 C40 1.393(3) . ? C39 C44 1.509(3) . ? C40 C41 1.384(3) . ? C40 H40 0.9600 . ? C41 C42 1.376(4) . ? C41 H41 0.9599 . ? C42 C43 1.394(3) . ? C42 H42 0.9599 . ? C43 C46 1.510(3) . ? C44 C45 1.521(3) . ? C44 H44A 0.9599 . ? C44 H44B 0.9599 . ? C45 H45A 0.9600 . ? C45 H45B 0.9600 . ? C45 H45C 0.9599 . ? C46 C47 1.461(4) . ? C46 H46A 0.9600 . ? C46 H46B 0.9600 . ? C47 H47A 0.9600 . ? C47 H47B 0.9600 . ? C47 H47C 0.9600 . ? C48 C49 1.398(3) . ? C48 H48 0.9600 . ? C49 C50 1.389(3) . ? C49 H49 0.9602 . ? C50 C51 1.393(3) . ? C50 H50 0.9600 . ? C51 C52 1.403(3) . ? C52 H52 0.9601 . ? C53 C58 1.398(3) . ? C53 C54 1.403(3) . ? C54 C55 1.394(3) . ? C54 C59 1.508(3) . ? C55 C56 1.381(3) . ? C55 H55 0.9599 . ? C56 C57 1.383(3) . ? C56 H56 0.9600 . ? C57 C58 1.393(3) . ? C57 H57 0.9600 . ? C58 C61 1.510(3) . ? C59 C60 1.526(3) . ? C59 H59A 0.9600 . ? C59 H59B 0.9602 . ? C60 H60A 0.9601 . ? C60 H60B 0.9600 . ? C60 H60C 0.9599 . ? C61 C62 1.529(3) . ? C61 H61A 0.9601 . ? C61 H61B 0.9600 . ? C62 H62A 0.9601 . ? C62 H62B 0.9599 . ? C62 H62C 0.9601 . ? C63 H63A 0.9600 . ? C63 H63B 0.9600 . ? C63 H63C 0.9599 . ? C64 C65 1.399(3) . ? C64 H64 0.9600 . ? C65 C66 1.378(3) . ? C65 H65 0.9600 . ? C66 C67 1.394(3) . ? C66 H66 0.9600 . ? C67 C68 1.405(3) . ? C68 H68 0.9599 . ? C69 C74 1.401(3) . ? C69 C70 1.406(3) . ? C70 C71 1.392(3) . ? C70 C75 1.505(3) . ? C71 C72 1.381(3) . ? C71 H71 0.9598 . ? C72 C73 1.382(3) . ? C72 H72 0.9600 . ? C73 C74 1.396(3) . ? C73 H73 0.9602 . ? C74 C77 1.505(3) . ? C75 C76 1.519(3) . ? C75 H75A 0.9600 . ? C75 H75B 0.9599 . ? C76 H76A 0.9598 . ? C76 H76B 0.9600 . ? C76 H76C 0.9601 . ? C77 C78 1.513(3) . ? C77 H77A 0.9600 . ? C77 H77B 0.9602 . ? C78 H78A 0.9600 . ? C78 H78B 0.9599 . ? C78 H78C 0.9599 . ? C79 C80 1.398(3) . ? C79 H79 0.9599 . ? C80 C81 1.381(3) . ? C80 H80 0.9599 . ? C81 C82 1.401(3) . ? C81 H81 0.9599 . ? C82 C83 1.397(3) . ? C83 H83 0.9600 . ? C84 C85 1.395(3) . ? C84 C89 1.401(3) . ? C85 C86 1.398(3) . ? C85 C90 1.515(3) . ? C86 C87 1.382(3) . ? C86 H86 0.9601 . ? C87 C88 1.377(3) . ? C87 H87 0.9600 . ? C88 C89 1.393(3) . ? C88 H88 0.9600 . ? C89 C92 1.512(3) . ? C90 C91 1.463(3) . ? C90 H90A 0.9598 . ? C90 H90B 0.9600 . ? C91 H91A 0.9599 . ? C91 H91B 0.9600 . ? C91 H91C 0.9600 . ? C92 C93 1.500(3) . ? C92 H92A 0.9599 . ? C92 H92B 0.9600 . ? C93 H93A 0.9600 . ? C93 H93B 0.9600 . ? C93 H93C 0.9599 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Al1 N1 101.57(8) . . ? C1 Al1 N3 97.96(8) . . ? N1 Al1 N3 160.47(7) . . ? C1 Al1 N2 115.99(8) . . ? N1 Al1 N2 80.29(6) . . ? N3 Al1 N2 91.44(6) . . ? C1 Al1 N4 119.26(8) . . ? N1 Al1 N4 89.96(6) . . ? N3 Al1 N4 80.21(6) . . ? N2 Al1 N4 124.74(6) . . ? C32 Al2 N5 98.32(8) . . ? C32 Al2 N7 101.97(8) . . ? N5 Al2 N7 159.70(7) . . ? C32 Al2 N6 117.74(8) . . ? N5 Al2 N6 80.42(7) . . ? N7 Al2 N6 90.63(7) . . ? C32 Al2 N8 118.31(8) . . ? N5 Al2 N8 89.82(6) . . ? N7 Al2 N8 80.05(6) . . ? N6 Al2 N8 123.91(7) . . ? C63 Al3 N11 101.11(9) . . ? C63 Al3 N9 97.61(9) . . ? N11 Al3 N9 161.27(7) . . ? C63 Al3 N12 118.06(9) . . ? N11 Al3 N12 80.54(7) . . ? N9 Al3 N12 90.33(7) . . ? C63 Al3 N10 119.70(8) . . ? N11 Al3 N10 90.67(6) . . ? N9 Al3 N10 80.36(7) . . ? N12 Al3 N10 122.20(7) . . ? C2 N1 C5 105.80(15) . . ? C2 N1 Al1 140.54(13) . . ? C5 N1 Al1 113.66(12) . . ? C6 N2 C7 119.16(16) . . ? C6 N2 Al1 113.91(13) . . ? C7 N2 Al1 126.59(12) . . ? C17 N3 C20 105.78(16) . . ? C17 N3 Al1 140.65(14) . . ? C20 N3 Al1 113.41(12) . . ? C21 N4 C22 117.63(15) . . ? C21 N4 Al1 113.93(12) . . ? C22 N4 Al1 128.31(11) . . ? C33 N5 C36 105.96(15) . . ? C33 N5 Al2 140.59(13) . . ? C36 N5 Al2 113.44(12) . . ? C37 N6 C38 117.84(16) . . ? C37 N6 Al2 113.53(13) . . ? C38 N6 Al2 128.48(12) . . ? C48 N7 C51 105.53(15) . . ? C48 N7 Al2 141.05(13) . . ? C51 N7 Al2 113.32(12) . . ? C52 N8 C53 118.51(15) . . ? C52 N8 Al2 114.15(12) . . ? C53 N8 Al2 127.32(11) . . ? C64 N9 C67 105.74(17) . . ? C64 N9 Al3 140.87(15) . . ? C67 N9 Al3 113.39(13) . . ? C68 N10 C69 117.64(15) . . ? C68 N10 Al3 113.70(13) . . ? C69 N10 Al3 128.47(12) . . ? C79 N11 C82 105.62(16) . . ? C79 N11 Al3 141.12(14) . . ? C82 N11 Al3 113.23(12) . . ? C83 N12 C84 118.55(16) . . ? C83 N12 Al3 113.95(13) . . ? C84 N12 Al3 127.37(12) . . ? Al1 C1 H1A 109.4 . . ? Al1 C1 H1B 109.4 . . ? H1A C1 H1B 109.5 . . ? Al1 C1 H1C 109.6 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 110.88(17) . . ? N1 C2 H2 119.7 . . ? C3 C2 H2 129.4 . . ? C4 C3 C2 106.85(17) . . ? C4 C3 H3 133.2 . . ? C2 C3 H3 119.9 . . ? C3 C4 C5 106.48(18) . . ? C3 C4 H4 133.8 . . ? C5 C4 H4 119.7 . . ? N1 C5 C6 114.53(16) . . ? N1 C5 C4 110.00(17) . . ? C6 C5 C4 135.47(18) . . ? N2 C6 C5 117.57(17) . . ? N2 C6 H6 120.0 . . ? C5 C6 H6 122.4 . . ? C12 C7 C8 122.24(18) . . ? C12 C7 N2 118.97(18) . . ? C8 C7 N2 118.72(17) . . ? C9 C8 C7 117.49(19) . . ? C9 C8 C13 122.67(19) . . ? C7 C8 C13 119.83(17) . . ? C10 C9 C8 120.9(2) . . ? C10 C9 H9 119.4 . . ? C8 C9 H9 119.6 . . ? C11 C10 C9 120.2(2) . . ? C11 C10 H10 120.5 . . ? C9 C10 H10 119.2 . . ? C10 C11 C12 121.2(2) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.3 . . ? C11 C12 C7 117.9(2) . . ? C11 C12 C15 119.24(19) . . ? C7 C12 C15 122.88(18) . . ? C8 C13 C14 116.29(18) . . ? C8 C13 H13A 109.3 . . ? C14 C13 H13A 106.0 . . ? C8 C13 H13B 109.7 . . ? C14 C13 H13B 105.7 . . ? H13A C13 H13B 109.5 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.4 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 C16 111.92(19) . . ? C12 C15 H15A 109.5 . . ? C16 C15 H15A 108.1 . . ? C12 C15 H15B 109.3 . . ? C16 C15 H15B 108.6 . . ? H15A C15 H15B 109.5 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.4 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N3 C17 C18 110.82(18) . . ? N3 C17 H17 119.6 . . ? C18 C17 H17 129.5 . . ? C19 C18 C17 107.26(17) . . ? C19 C18 H18 132.9 . . ? C17 C18 H18 119.8 . . ? C18 C19 C20 105.88(18) . . ? C18 C19 H19 134.5 . . ? C20 C19 H19 119.6 . . ? N3 C20 C21 114.67(16) . . ? N3 C20 C19 110.26(17) . . ? C21 C20 C19 135.03(19) . . ? N4 C21 C20 117.75(17) . . ? N4 C21 H21 119.7 . . ? C20 C21 H21 122.5 . . ? C27 C22 C23 121.72(16) . . ? C27 C22 N4 119.47(15) . . ? C23 C22 N4 118.73(16) . . ? C24 C23 C22 117.63(17) . . ? C24 C23 C28 120.47(17) . . ? C22 C23 C28 121.90(17) . . ? C25 C24 C23 121.61(18) . . ? C25 C24 H24 118.4 . . ? C23 C24 H24 120.0 . . ? C26 C25 C24 119.80(18) . . ? C26 C25 H25 119.8 . . ? C24 C25 H25 120.4 . . ? C25 C26 C27 120.83(19) . . ? C25 C26 H26 119.6 . . ? C27 C26 H26 119.5 . . ? C22 C27 C26 118.38(17) . . ? C22 C27 C30 122.71(16) . . ? C26 C27 C30 118.86(17) . . ? C23 C28 C29 113.40(16) . . ? C23 C28 H28A 109.1 . . ? C29 C28 H28A 107.3 . . ? C23 C28 H28B 109.4 . . ? C29 C28 H28B 108.2 . . ? H28A C28 H28B 109.5 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.4 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.6 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C31 C30 C27 113.29(17) . . ? C31 C30 H30A 107.7 . . ? C27 C30 H30A 109.5 . . ? C31 C30 H30B 107.7 . . ? C27 C30 H30B 109.1 . . ? H30A C30 H30B 109.5 . . ? C30 C31 H31A 109.4 . . ? C30 C31 H31B 109.6 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.4 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? Al2 C32 H32A 109.5 . . ? Al2 C32 H32B 109.4 . . ? H32A C32 H32B 109.5 . . ? Al2 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? N5 C33 C34 110.79(18) . . ? N5 C33 H33 120.2 . . ? C34 C33 H33 129.0 . . ? C35 C34 C33 107.07(18) . . ? C35 C34 H34 133.4 . . ? C33 C34 H34 119.5 . . ? C34 C35 C36 106.22(18) . . ? C34 C35 H35 134.2 . . ? C36 C35 H35 119.5 . . ? N5 C36 C37 114.58(16) . . ? N5 C36 C35 109.95(18) . . ? C37 C36 C35 135.46(19) . . ? N6 C37 C36 117.97(17) . . ? N6 C37 H37 119.8 . . ? C36 C37 H37 122.2 . . ? C39 C38 C43 121.62(19) . . ? C39 C38 N6 119.01(17) . . ? C43 C38 N6 119.31(18) . . ? C40 C39 C38 118.3(2) . . ? C40 C39 C44 119.5(2) . . ? C38 C39 C44 122.20(18) . . ? C41 C40 C39 120.9(2) . . ? C41 C40 H40 119.7 . . ? C39 C40 H40 119.3 . . ? C42 C41 C40 119.9(2) . . ? C42 C41 H41 119.8 . . ? C40 C41 H41 120.2 . . ? C41 C42 C43 121.6(2) . . ? C41 C42 H42 120.2 . . ? C43 C42 H42 118.2 . . ? C42 C43 C38 117.6(2) . . ? C42 C43 C46 120.1(2) . . ? C38 C43 C46 122.2(2) . . ? C39 C44 C45 112.4(2) . . ? C39 C44 H44A 109.3 . . ? C45 C44 H44A 107.8 . . ? C39 C44 H44B 109.3 . . ? C45 C44 H44B 108.5 . . ? H44A C44 H44B 109.5 . . ? C44 C45 H45A 109.5 . . ? C44 C45 H45B 109.8 . . ? H45A C45 H45B 109.5 . . ? C44 C45 H45C 109.1 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? C47 C46 C43 114.6(2) . . ? C47 C46 H46A 108.0 . . ? C43 C46 H46A 109.5 . . ? C47 C46 H46B 105.7 . . ? C43 C46 H46B 109.4 . . ? H46A C46 H46B 109.5 . . ? C46 C47 H47A 109.5 . . ? C46 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C46 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? N7 C48 C49 110.81(18) . . ? N7 C48 H48 119.9 . . ? C49 C48 H48 129.3 . . ? C50 C49 C48 106.98(17) . . ? C50 C49 H49 132.7 . . ? C48 C49 H49 120.3 . . ? C49 C50 C51 105.93(18) . . ? C49 C50 H50 120.1 . . ? C51 C50 H50 134.0 . . ? N7 C51 C50 110.75(16) . . ? N7 C51 C52 114.87(16) . . ? C50 C51 C52 134.35(18) . . ? N8 C52 C51 117.60(17) . . ? N8 C52 H52 119.6 . . ? C51 C52 H52 122.8 . . ? C58 C53 C54 121.87(17) . . ? C58 C53 N8 119.28(16) . . ? C54 C53 N8 118.74(16) . . ? C55 C54 C53 117.78(18) . . ? C55 C54 C59 120.29(17) . . ? C53 C54 C59 121.92(17) . . ? C56 C55 C54 121.43(18) . . ? C56 C55 H55 119.1 . . ? C54 C55 H55 119.5 . . ? C55 C56 C57 119.62(18) . . ? C55 C56 H56 120.3 . . ? C57 C56 H56 120.1 . . ? C56 C57 C58 121.38(18) . . ? C56 C57 H57 118.9 . . ? C58 C57 H57 119.7 . . ? C57 C58 C53 117.92(17) . . ? C57 C58 C61 119.68(17) . . ? C53 C58 C61 122.38(17) . . ? C54 C59 C60 112.66(17) . . ? C54 C59 H59A 109.5 . . ? C60 C59 H59A 107.8 . . ? C54 C59 H59B 109.6 . . ? C60 C59 H59B 107.8 . . ? H59A C59 H59B 109.5 . . ? C59 C60 H60A 109.4 . . ? C59 C60 H60B 109.4 . . ? H60A C60 H60B 109.5 . . ? C59 C60 H60C 109.5 . . ? H60A C60 H60C 109.5 . . ? H60B C60 H60C 109.5 . . ? C58 C61 C62 112.14(16) . . ? C58 C61 H61A 110.0 . . ? C62 C61 H61A 108.4 . . ? C58 C61 H61B 108.9 . . ? C62 C61 H61B 108.0 . . ? H61A C61 H61B 109.5 . . ? C61 C62 H62A 109.5 . . ? C61 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? C61 C62 H62C 109.4 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? Al3 C63 H63A 109.5 . . ? Al3 C63 H63B 109.6 . . ? H63A C63 H63B 109.5 . . ? Al3 C63 H63C 109.3 . . ? H63A C63 H63C 109.5 . . ? H63B C63 H63C 109.5 . . ? N9 C64 C65 110.89(19) . . ? N9 C64 H64 120.0 . . ? C65 C64 H64 129.1 . . ? C66 C65 C64 106.78(19) . . ? C66 C65 H65 133.5 . . ? C64 C65 H65 119.7 . . ? C65 C66 C67 106.3(2) . . ? C65 C66 H66 134.1 . . ? C67 C66 H66 119.5 . . ? N9 C67 C66 110.24(18) . . ? N9 C67 C68 114.39(17) . . ? C66 C67 C68 135.37(19) . . ? N10 C68 C67 118.15(18) . . ? N10 C68 H68 120.0 . . ? C67 C68 H68 121.9 . . ? C74 C69 C70 121.50(17) . . ? C74 C69 N10 119.24(16) . . ? C70 C69 N10 119.22(16) . . ? C71 C70 C69 117.88(17) . . ? C71 C70 C75 120.05(17) . . ? C69 C70 C75 122.04(17) . . ? C72 C71 C70 121.57(18) . . ? C72 C71 H71 119.8 . . ? C70 C71 H71 118.6 . . ? C71 C72 C73 119.62(19) . . ? C71 C72 H72 120.3 . . ? C73 C72 H72 120.1 . . ? C72 C73 C74 121.27(19) . . ? C72 C73 H73 119.1 . . ? C74 C73 H73 119.6 . . ? C73 C74 C69 118.13(17) . . ? C73 C74 C77 118.39(17) . . ? C69 C74 C77 123.45(17) . . ? C70 C75 C76 112.15(17) . . ? C70 C75 H75A 109.6 . . ? C76 C75 H75A 108.3 . . ? C70 C75 H75B 109.0 . . ? C76 C75 H75B 108.4 . . ? H75A C75 H75B 109.5 . . ? C75 C76 H76A 109.4 . . ? C75 C76 H76B 109.4 . . ? H76A C76 H76B 109.5 . . ? C75 C76 H76C 109.6 . . ? H76A C76 H76C 109.5 . . ? H76B C76 H76C 109.5 . . ? C74 C77 C78 112.60(18) . . ? C74 C77 H77A 109.3 . . ? C78 C77 H77A 107.7 . . ? C74 C77 H77B 109.6 . . ? C78 C77 H77B 108.1 . . ? H77A C77 H77B 109.5 . . ? C77 C78 H78A 109.5 . . ? C77 C78 H78B 109.5 . . ? H78A C78 H78B 109.5 . . ? C77 C78 H78C 109.5 . . ? H78A C78 H78C 109.5 . . ? H78B C78 H78C 109.5 . . ? N11 C79 C80 110.99(19) . . ? N11 C79 H79 119.5 . . ? C80 C79 H79 129.5 . . ? C81 C80 C79 106.92(18) . . ? C81 C80 H80 132.8 . . ? C79 C80 H80 120.3 . . ? C80 C81 C82 106.09(19) . . ? C80 C81 H81 134.1 . . ? C82 C81 H81 119.8 . . ? N11 C82 C83 114.66(17) . . ? N11 C82 C81 110.38(18) . . ? C83 C82 C81 134.94(19) . . ? N12 C83 C82 117.58(17) . . ? N12 C83 H83 119.8 . . ? C82 C83 H83 122.7 . . ? C85 C84 C89 122.59(18) . . ? C85 C84 N12 118.69(17) . . ? C89 C84 N12 118.65(18) . . ? C84 C85 C86 117.2(2) . . ? C84 C85 C90 119.76(19) . . ? C86 C85 C90 123.0(2) . . ? C87 C86 C85 121.2(2) . . ? C87 C86 H86 119.1 . . ? C85 C86 H86 119.7 . . ? C88 C87 C86 120.3(2) . . ? C88 C87 H87 119.5 . . ? C86 C87 H87 120.2 . . ? C87 C88 C89 120.9(2) . . ? C87 C88 H88 119.1 . . ? C89 C88 H88 120.0 . . ? C88 C89 C84 117.7(2) . . ? C88 C89 C92 122.50(19) . . ? C84 C89 C92 119.77(18) . . ? C91 C90 C85 117.4(2) . . ? C91 C90 H90A 104.5 . . ? C85 C90 H90A 108.7 . . ? C91 C90 H90B 106.7 . . ? C85 C90 H90B 109.9 . . ? H90A C90 H90B 109.5 . . ? C90 C91 H91A 109.6 . . ? C90 C91 H91B 109.5 . . ? H91A C91 H91B 109.5 . . ? C90 C91 H91C 109.3 . . ? H91A C91 H91C 109.5 . . ? H91B C91 H91C 109.5 . . ? C93 C92 C89 116.9(2) . . ? C93 C92 H92A 106.2 . . ? C89 C92 H92A 108.7 . . ? C93 C92 H92B 105.7 . . ? C89 C92 H92B 109.7 . . ? H92A C92 H92B 109.5 . . ? C92 C93 H93A 109.4 . . ? C92 C93 H93B 109.3 . . ? H93A C93 H93B 109.5 . . ? C92 C93 H93C 109.8 . . ? H93A C93 H93C 109.5 . . ? H93B C93 H93C 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 C1 Al1 N1 C2 66.2(2) . . . . ? N3 Al1 N1 C2 -113.0(3) . . . . ? N2 Al1 N1 C2 -179.0(2) . . . . ? N4 Al1 N1 C2 -53.7(2) . . . . ? C1 Al1 N1 C5 -113.17(14) . . . . ? N3 Al1 N1 C5 67.6(3) . . . . ? N2 Al1 N1 C5 1.59(13) . . . . ? N4 Al1 N1 C5 126.91(13) . . . . ? C1 Al1 N2 C6 96.21(15) . . . . ? N1 Al1 N2 C6 -2.01(13) . . . . ? N3 Al1 N2 C6 -164.21(14) . . . . ? N4 Al1 N2 C6 -85.14(15) . . . . ? C1 Al1 N2 C7 -76.93(17) . . . . ? N1 Al1 N2 C7 -175.15(16) . . . . ? N3 Al1 N2 C7 22.65(16) . . . . ? N4 Al1 N2 C7 101.72(15) . . . . ? C1 Al1 N3 C17 57.5(2) . . . . ? N1 Al1 N3 C17 -123.3(2) . . . . ? N2 Al1 N3 C17 -59.0(2) . . . . ? N4 Al1 N3 C17 176.0(2) . . . . ? C1 Al1 N3 C20 -117.13(14) . . . . ? N1 Al1 N3 C20 62.1(3) . . . . ? N2 Al1 N3 C20 126.37(13) . . . . ? N4 Al1 N3 C20 1.34(12) . . . . ? C1 Al1 N4 C21 92.05(15) . . . . ? N1 Al1 N4 C21 -164.68(13) . . . . ? N3 Al1 N4 C21 -1.64(13) . . . . ? N2 Al1 N4 C21 -86.55(14) . . . . ? C1 Al1 N4 C22 -83.67(16) . . . . ? N1 Al1 N4 C22 19.60(15) . . . . ? N3 Al1 N4 C22 -177.36(15) . . . . ? N2 Al1 N4 C22 97.73(15) . . . . ? C32 Al2 N5 C33 63.4(2) . . . . ? N7 Al2 N5 C33 -114.8(3) . . . . ? N6 Al2 N5 C33 -179.7(2) . . . . ? N8 Al2 N5 C33 -55.2(2) . . . . ? C32 Al2 N5 C36 -115.46(14) . . . . ? N7 Al2 N5 C36 66.4(2) . . . . ? N6 Al2 N5 C36 1.44(13) . . . . ? N8 Al2 N5 C36 125.93(13) . . . . ? C32 Al2 N6 C37 92.38(15) . . . . ? N5 Al2 N6 C37 -2.04(14) . . . . ? N7 Al2 N6 C37 -163.72(14) . . . . ? N8 Al2 N6 C37 -85.31(15) . . . . ? C32 Al2 N6 C38 -83.03(18) . . . . ? N5 Al2 N6 C38 -177.45(17) . . . . ? N7 Al2 N6 C38 20.87(16) . . . . ? N8 Al2 N6 C38 99.29(16) . . . . ? C32 Al2 N7 C48 66.4(2) . . . . ? N5 Al2 N7 C48 -115.4(2) . . . . ? N6 Al2 N7 C48 -52.1(2) . . . . ? N8 Al2 N7 C48 -176.5(2) . . . . ? C32 Al2 N7 C51 -118.03(13) . . . . ? N5 Al2 N7 C51 60.1(2) . . . . ? N6 Al2 N7 C51 123.41(13) . . . . ? N8 Al2 N7 C51 -0.96(12) . . . . ? C32 Al2 N8 C52 98.55(14) . . . . ? N5 Al2 N8 C52 -162.09(13) . . . . ? N7 Al2 N8 C52 0.23(13) . . . . ? N6 Al2 N8 C52 -83.77(14) . . . . ? C32 Al2 N8 C53 -80.21(16) . . . . ? N5 Al2 N8 C53 19.16(15) . . . . ? N7 Al2 N8 C53 -178.53(15) . . . . ? N6 Al2 N8 C53 97.47(15) . . . . ? C63 Al3 N9 C64 60.6(2) . . . . ? N11 Al3 N9 C64 -118.0(3) . . . . ? N12 Al3 N9 C64 -57.7(2) . . . . ? N10 Al3 N9 C64 179.6(2) . . . . ? C63 Al3 N9 C67 -119.65(15) . . . . ? N11 Al3 N9 C67 61.7(3) . . . . ? N12 Al3 N9 C67 121.97(15) . . . . ? N10 Al3 N9 C67 -0.68(14) . . . . ? C63 Al3 N10 C68 93.37(16) . . . . ? N11 Al3 N10 C68 -163.43(14) . . . . ? N9 Al3 N10 C68 0.05(14) . . . . ? N12 Al3 N10 C68 -84.20(15) . . . . ? C63 Al3 N10 C69 -81.40(17) . . . . ? N11 Al3 N10 C69 21.81(16) . . . . ? N9 Al3 N10 C69 -174.71(16) . . . . ? N12 Al3 N10 C69 101.03(16) . . . . ? C63 Al3 N11 C79 65.6(2) . . . . ? N9 Al3 N11 C79 -115.7(3) . . . . ? N12 Al3 N11 C79 -177.5(2) . . . . ? N10 Al3 N11 C79 -54.9(2) . . . . ? C63 Al3 N11 C82 -116.63(14) . . . . ? N9 Al3 N11 C82 62.0(3) . . . . ? N12 Al3 N11 C82 0.32(13) . . . . ? N10 Al3 N11 C82 122.89(13) . . . . ? C63 Al3 N12 C83 96.22(16) . . . . ? N11 Al3 N12 C83 -1.40(14) . . . . ? N9 Al3 N12 C83 -164.97(14) . . . . ? N10 Al3 N12 C83 -86.18(15) . . . . ? C63 Al3 N12 C84 -79.50(18) . . . . ? N11 Al3 N12 C84 -177.12(16) . . . . ? N9 Al3 N12 C84 19.31(16) . . . . ? N10 Al3 N12 C84 98.11(16) . . . . ? C5 N1 C2 C3 -0.1(2) . . . . ? Al1 N1 C2 C3 -179.52(15) . . . . ? N1 C2 C3 C4 0.0(2) . . . . ? C2 C3 C4 C5 0.0(2) . . . . ? C2 N1 C5 C6 179.42(16) . . . . ? Al1 N1 C5 C6 -1.0(2) . . . . ? C2 N1 C5 C4 0.1(2) . . . . ? Al1 N1 C5 C4 179.72(13) . . . . ? C3 C4 C5 N1 -0.1(2) . . . . ? C3 C4 C5 C6 -179.2(2) . . . . ? C7 N2 C6 C5 175.79(17) . . . . ? Al1 N2 C6 C5 2.1(2) . . . . ? N1 C5 C6 N2 -0.8(3) . . . . ? C4 C5 C6 N2 178.3(2) . . . . ? C6 N2 C7 C12 -83.1(2) . . . . ? Al1 N2 C7 C12 89.8(2) . . . . ? C6 N2 C7 C8 99.9(2) . . . . ? Al1 N2 C7 C8 -87.3(2) . . . . ? C12 C7 C8 C9 -2.0(3) . . . . ? N2 C7 C8 C9 174.95(17) . . . . ? C12 C7 C8 C13 178.79(19) . . . . ? N2 C7 C8 C13 -4.3(3) . . . . ? C7 C8 C9 C10 0.6(3) . . . . ? C13 C8 C9 C10 179.9(2) . . . . ? C8 C9 C10 C11 1.0(4) . . . . ? C9 C10 C11 C12 -1.5(4) . . . . ? C10 C11 C12 C7 0.2(3) . . . . ? C10 C11 C12 C15 178.5(2) . . . . ? C8 C7 C12 C11 1.5(3) . . . . ? N2 C7 C12 C11 -175.36(18) . . . . ? C8 C7 C12 C15 -176.69(19) . . . . ? N2 C7 C12 C15 6.4(3) . . . . ? C9 C8 C13 C14 9.2(3) . . . . ? C7 C8 C13 C14 -171.57(19) . . . . ? C11 C12 C15 C16 -77.0(3) . . . . ? C7 C12 C15 C16 101.2(2) . . . . ? C20 N3 C17 C18 -0.4(2) . . . . ? Al1 N3 C17 C18 -175.30(16) . . . . ? N3 C17 C18 C19 -0.2(2) . . . . ? C17 C18 C19 C20 0.6(2) . . . . ? C17 N3 C20 C21 -177.35(16) . . . . ? Al1 N3 C20 C21 -0.9(2) . . . . ? C17 N3 C20 C19 0.8(2) . . . . ? Al1 N3 C20 C19 177.30(13) . . . . ? C18 C19 C20 N3 -0.9(2) . . . . ? C18 C19 C20 C21 176.7(2) . . . . ? C22 N4 C21 C20 177.88(15) . . . . ? Al1 N4 C21 C20 1.7(2) . . . . ? N3 C20 C21 N4 -0.5(2) . . . . ? C19 C20 C21 N4 -178.1(2) . . . . ? C21 N4 C22 C27 -83.6(2) . . . . ? Al1 N4 C22 C27 92.00(19) . . . . ? C21 N4 C22 C23 99.5(2) . . . . ? Al1 N4 C22 C23 -84.94(19) . . . . ? C27 C22 C23 C24 0.4(3) . . . . ? N4 C22 C23 C24 177.26(16) . . . . ? C27 C22 C23 C28 179.97(17) . . . . ? N4 C22 C23 C28 -3.2(3) . . . . ? C22 C23 C24 C25 0.8(3) . . . . ? C28 C23 C24 C25 -178.75(18) . . . . ? C23 C24 C25 C26 -1.0(3) . . . . ? C24 C25 C26 C27 -0.1(3) . . . . ? C23 C22 C27 C26 -1.4(3) . . . . ? N4 C22 C27 C26 -178.27(16) . . . . ? C23 C22 C27 C30 175.95(17) . . . . ? N4 C22 C27 C30 -0.9(3) . . . . ? C25 C26 C27 C22 1.3(3) . . . . ? C25 C26 C27 C30 -176.20(18) . . . . ? C24 C23 C28 C29 98.3(2) . . . . ? C22 C23 C28 C29 -81.3(2) . . . . ? C22 C27 C30 C31 -109.0(2) . . . . ? C26 C27 C30 C31 68.4(3) . . . . ? C36 N5 C33 C34 -0.8(2) . . . . ? Al2 N5 C33 C34 -179.75(16) . . . . ? N5 C33 C34 C35 0.6(2) . . . . ? C33 C34 C35 C36 -0.1(2) . . . . ? C33 N5 C36 C37 -179.93(17) . . . . ? Al2 N5 C36 C37 -0.7(2) . . . . ? C33 N5 C36 C35 0.8(2) . . . . ? Al2 N5 C36 C35 -179.97(13) . . . . ? C34 C35 C36 N5 -0.4(2) . . . . ? C34 C35 C36 C37 -179.5(2) . . . . ? C38 N6 C37 C36 178.26(17) . . . . ? Al2 N6 C37 C36 2.3(2) . . . . ? N5 C36 C37 N6 -1.1(3) . . . . ? C35 C36 C37 N6 177.9(2) . . . . ? C37 N6 C38 C39 99.6(2) . . . . ? Al2 N6 C38 C39 -85.1(2) . . . . ? C37 N6 C38 C43 -83.3(2) . . . . ? Al2 N6 C38 C43 92.0(2) . . . . ? C43 C38 C39 C40 0.1(3) . . . . ? N6 C38 C39 C40 177.15(18) . . . . ? C43 C38 C39 C44 179.15(19) . . . . ? N6 C38 C39 C44 -3.8(3) . . . . ? C38 C39 C40 C41 0.8(3) . . . . ? C44 C39 C40 C41 -178.3(2) . . . . ? C39 C40 C41 C42 -0.5(4) . . . . ? C40 C41 C42 C43 -0.6(4) . . . . ? C41 C42 C43 C38 1.5(3) . . . . ? C41 C42 C43 C46 -176.3(2) . . . . ? C39 C38 C43 C42 -1.2(3) . . . . ? N6 C38 C43 C42 -178.23(18) . . . . ? C39 C38 C43 C46 176.48(19) . . . . ? N6 C38 C43 C46 -0.5(3) . . . . ? C40 C39 C44 C45 90.8(3) . . . . ? C38 C39 C44 C45 -88.2(2) . . . . ? C42 C43 C46 C47 60.2(4) . . . . ? C38 C43 C46 C47 -117.4(3) . . . . ? C51 N7 C48 C49 -0.4(2) . . . . ? Al2 N7 C48 C49 175.36(15) . . . . ? N7 C48 C49 C50 0.1(2) . . . . ? C48 C49 C50 C51 0.1(2) . . . . ? C48 N7 C51 C50 0.5(2) . . . . ? Al2 N7 C51 C50 -176.60(13) . . . . ? C48 N7 C51 C52 178.61(16) . . . . ? Al2 N7 C51 C52 1.5(2) . . . . ? C49 C50 C51 N7 -0.4(2) . . . . ? C49 C50 C51 C52 -178.0(2) . . . . ? C53 N8 C52 C51 179.43(16) . . . . ? Al2 N8 C52 C51 0.6(2) . . . . ? N7 C51 C52 N8 -1.4(2) . . . . ? C50 C51 C52 N8 176.2(2) . . . . ? C52 N8 C53 C58 -87.5(2) . . . . ? Al2 N8 C53 C58 91.23(18) . . . . ? C52 N8 C53 C54 96.3(2) . . . . ? Al2 N8 C53 C54 -84.96(19) . . . . ? C58 C53 C54 C55 -0.5(3) . . . . ? N8 C53 C54 C55 175.55(16) . . . . ? C58 C53 C54 C59 178.37(17) . . . . ? N8 C53 C54 C59 -5.6(3) . . . . ? C53 C54 C55 C56 0.3(3) . . . . ? C59 C54 C55 C56 -178.66(18) . . . . ? C54 C55 C56 C57 0.3(3) . . . . ? C55 C56 C57 C58 -0.6(3) . . . . ? C56 C57 C58 C53 0.3(3) . . . . ? C56 C57 C58 C61 178.60(18) . . . . ? C54 C53 C58 C57 0.2(3) . . . . ? N8 C53 C58 C57 -175.82(16) . . . . ? C54 C53 C58 C61 -177.98(17) . . . . ? N8 C53 C58 C61 6.0(3) . . . . ? C55 C54 C59 C60 96.8(2) . . . . ? C53 C54 C59 C60 -82.1(2) . . . . ? C57 C58 C61 C62 -87.1(2) . . . . ? C53 C58 C61 C62 91.1(2) . . . . ? C67 N9 C64 C65 -0.7(3) . . . . ? Al3 N9 C64 C65 179.01(18) . . . . ? N9 C64 C65 C66 0.5(3) . . . . ? C64 C65 C66 C67 -0.1(3) . . . . ? C64 N9 C67 C66 0.6(2) . . . . ? Al3 N9 C67 C66 -179.18(15) . . . . ? C64 N9 C67 C68 -179.02(18) . . . . ? Al3 N9 C67 C68 1.2(2) . . . . ? C65 C66 C67 N9 -0.3(3) . . . . ? C65 C66 C67 C68 179.2(2) . . . . ? C69 N10 C68 C67 175.97(17) . . . . ? Al3 N10 C68 C67 0.6(2) . . . . ? N9 C67 C68 N10 -1.2(3) . . . . ? C66 C67 C68 N10 179.3(2) . . . . ? C68 N10 C69 C74 -78.7(2) . . . . ? Al3 N10 C69 C74 95.92(18) . . . . ? C68 N10 C69 C70 103.5(2) . . . . ? Al3 N10 C69 C70 -81.9(2) . . . . ? C74 C69 C70 C71 -1.2(3) . . . . ? N10 C69 C70 C71 176.55(16) . . . . ? C74 C69 C70 C75 176.99(17) . . . . ? N10 C69 C70 C75 -5.3(3) . . . . ? C69 C70 C71 C72 1.1(3) . . . . ? C75 C70 C71 C72 -177.14(18) . . . . ? C70 C71 C72 C73 0.1(3) . . . . ? C71 C72 C73 C74 -1.3(3) . . . . ? C72 C73 C74 C69 1.2(3) . . . . ? C72 C73 C74 C77 -176.87(19) . . . . ? C70 C69 C74 C73 0.1(3) . . . . ? N10 C69 C74 C73 -177.67(16) . . . . ? C70 C69 C74 C77 178.06(18) . . . . ? N10 C69 C74 C77 0.3(3) . . . . ? C71 C70 C75 C76 90.5(2) . . . . ? C69 C70 C75 C76 -87.7(2) . . . . ? C73 C74 C77 C78 79.7(2) . . . . ? C69 C74 C77 C78 -98.3(2) . . . . ? C82 N11 C79 C80 -0.4(2) . . . . ? Al3 N11 C79 C80 177.45(16) . . . . ? N11 C79 C80 C81 0.2(3) . . . . ? C79 C80 C81 C82 0.1(2) . . . . ? C79 N11 C82 C83 179.30(17) . . . . ? Al3 N11 C82 C83 0.7(2) . . . . ? C79 N11 C82 C81 0.5(2) . . . . ? Al3 N11 C82 C81 -178.08(14) . . . . ? C80 C81 C82 N11 -0.3(2) . . . . ? C80 C81 C82 C83 -178.8(2) . . . . ? C84 N12 C83 C82 178.39(17) . . . . ? Al3 N12 C83 C82 2.3(2) . . . . ? N11 C82 C83 N12 -2.0(3) . . . . ? C81 C82 C83 N12 176.4(2) . . . . ? C83 N12 C84 C85 97.4(2) . . . . ? Al3 N12 C84 C85 -87.0(2) . . . . ? C83 N12 C84 C89 -85.5(2) . . . . ? Al3 N12 C84 C89 90.1(2) . . . . ? C89 C84 C85 C86 -2.0(3) . . . . ? N12 C84 C85 C86 174.98(19) . . . . ? C89 C84 C85 C90 179.0(2) . . . . ? N12 C84 C85 C90 -4.1(3) . . . . ? C84 C85 C86 C87 0.1(3) . . . . ? C90 C85 C86 C87 179.2(2) . . . . ? C85 C86 C87 C88 1.5(4) . . . . ? C86 C87 C88 C89 -1.4(4) . . . . ? C87 C88 C89 C84 -0.4(3) . . . . ? C87 C88 C89 C92 179.9(2) . . . . ? C85 C84 C89 C88 2.1(3) . . . . ? N12 C84 C89 C88 -174.83(18) . . . . ? C85 C84 C89 C92 -178.2(2) . . . . ? N12 C84 C89 C92 4.9(3) . . . . ? C84 C85 C90 C91 -167.9(3) . . . . ? C86 C85 C90 C91 13.1(4) . . . . ? C88 C89 C92 C93 2.7(4) . . . . ? C84 C89 C92 C93 -177.0(2) . . . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.576 _refine_diff_density_min -0.442 _refine_diff_density_rms 0.046 _database_code_depnum_ccdc_archive 'CCDC 918077' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_shelxl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C35 H45 Al N4' _chemical_formula_sum 'C35 H45 Al N4' _chemical_formula_weight 548.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 20.2580(11) _cell_length_b 9.8370(8) _cell_length_c 16.2040(12) _cell_angle_alpha 90.00 _cell_angle_beta 99.646(5) _cell_angle_gamma 90.00 _cell_volume 3183.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 11753 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 30.034 _exptl_crystal_description Rod _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.145 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1184 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD2000 _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 14 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8318 _diffrn_reflns_av_R_equivalents 0.0790 _diffrn_reflns_av_unetI/netI 0.0605 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 27.49 _reflns_number_total 3655 _reflns_number_gt 2870 _reflns_threshold_expression >2s(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHEXTL(Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0568P)^2^+2.4543P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.014(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3655 _refine_ls_number_parameters 188 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0702 _refine_ls_R_factor_gt 0.0525 _refine_ls_wR_factor_ref 0.1414 _refine_ls_wR_factor_gt 0.1291 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Al1 Al 0.0000 0.70703(7) 0.2500 0.0246(2) Uani 1 2 d S . . N1 N -0.08752(6) 0.74201(15) 0.17632(8) 0.0288(3) Uani 1 1 d . . . N2 N 0.03297(6) 0.80259(14) 0.15418(8) 0.0251(3) Uani 1 1 d . . . C1 C 0.0000 0.5070(3) 0.2500 0.0362(6) Uani 1 2 d S . . H1A H 0.0453 0.4745 0.2572 0.054 Uiso 0.50 1 calc PR . . H1B H -0.0242 0.4745 0.1977 0.054 Uiso 0.50 1 calc PR . . H1C H -0.0211 0.4745 0.2951 0.054 Uiso 0.50 1 calc PR . . C2 C -0.15347(8) 0.7182(2) 0.17239(11) 0.0350(4) Uani 1 1 d . . . H2 H -0.1694 0.6741 0.2181 0.042 Uiso 1 1 d R . . C3 C -0.18987(8) 0.7659(2) 0.09735(11) 0.0370(4) Uani 1 1 d . . . H3 H -0.2367 0.7662 0.0744 0.044 Uiso 1 1 d R . . C4 C -0.14427(8) 0.8218(2) 0.05202(11) 0.0353(4) Uani 1 1 d . . . H4 H -0.1476 0.8648 -0.0017 0.042 Uiso 1 1 d R . . C5 C -0.08131(8) 0.80520(17) 0.10199(10) 0.0284(4) Uani 1 1 d . . . C6 C -0.01510(8) 0.83489(17) 0.09261(10) 0.0281(4) Uani 1 1 d . . . H6 H -0.0042 0.8768 0.0431 0.034 Uiso 1 1 d R . . C7 C 0.10082(7) 0.83397(18) 0.14389(10) 0.0273(4) Uani 1 1 d . . . C8 C 0.12932(8) 0.95664(18) 0.17620(10) 0.0304(4) Uani 1 1 d . . . C9 C 0.19463(9) 0.9861(2) 0.16449(12) 0.0385(4) Uani 1 1 d . . . H9 H 0.2147 1.0704 0.1854 0.046 Uiso 1 1 d R . . C10 C 0.22994(9) 0.8964(2) 0.12329(13) 0.0435(5) Uani 1 1 d . . . H10 H 0.2744 0.9198 0.1150 0.052 Uiso 1 1 d R . . C11 C 0.20192(9) 0.7738(2) 0.09401(13) 0.0393(4) Uani 1 1 d . . . H11 H 0.2277 0.7121 0.0663 0.047 Uiso 1 1 d R . . C12 C 0.13676(8) 0.73930(19) 0.10412(11) 0.0318(4) Uani 1 1 d . . . C13 C 0.09020(8) 1.05687(19) 0.22101(11) 0.0338(4) Uani 1 1 d . . . H13 H 0.0603 1.0040 0.2481 0.041 Uiso 1 1 d R . . C14 C 0.04953(10) 1.1535(2) 0.15830(13) 0.0430(5) Uani 1 1 d . . . H14A H 0.0274 1.2194 0.1878 0.052 Uiso 1 1 calc R . . H14B H 0.0167 1.1027 0.1210 0.052 Uiso 1 1 calc R . . H14C H 0.0789 1.1992 0.1266 0.052 Uiso 1 1 calc R . . C15 C 0.13410(11) 1.1358(2) 0.29067(14) 0.0517(5) Uani 1 1 d . . . H15A H 0.1062 1.1861 0.3222 0.062 Uiso 1 1 calc R . . H15B H 0.1623 1.1975 0.2666 0.062 Uiso 1 1 calc R . . H15C H 0.1614 1.0734 0.3270 0.062 Uiso 1 1 calc R . . C16 C 0.10746(9) 0.60230(19) 0.07337(11) 0.0365(4) Uani 1 1 d . . . H16 H 0.0684 0.5889 0.0988 0.044 Uiso 1 1 d R . . C17 C 0.08477(12) 0.6014(3) -0.02127(14) 0.0565(6) Uani 1 1 d . . . H17A H 0.0681 0.5128 -0.0387 0.068 Uiso 1 1 calc R . . H17B H 0.1220 0.6233 -0.0485 0.068 Uiso 1 1 calc R . . H17C H 0.0499 0.6674 -0.0361 0.068 Uiso 1 1 calc R . . C18 C 0.15642(12) 0.4859(2) 0.09889(16) 0.0576(6) Uani 1 1 d . . . H18A H 0.1351 0.4010 0.0817 0.069 Uiso 1 1 calc R . . H18B H 0.1699 0.4862 0.1586 0.069 Uiso 1 1 calc R . . H18C H 0.1951 0.4972 0.0724 0.069 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 0.0217(3) 0.0282(4) 0.0248(3) 0.000 0.0062(2) 0.000 N1 0.0231(7) 0.0367(8) 0.0270(7) -0.0012(6) 0.0056(5) -0.0018(6) N2 0.0218(7) 0.0294(7) 0.0256(6) 0.0003(5) 0.0082(5) -0.0002(5) C1 0.0455(15) 0.0294(12) 0.0345(13) 0.000 0.0090(11) 0.000 C2 0.0252(8) 0.0495(11) 0.0318(9) -0.0015(8) 0.0087(7) -0.0058(7) C3 0.0214(8) 0.0520(11) 0.0367(9) -0.0053(8) 0.0026(7) -0.0003(7) C4 0.0278(9) 0.0479(11) 0.0293(8) -0.0006(7) 0.0022(7) 0.0020(7) C5 0.0270(8) 0.0325(9) 0.0261(8) -0.0015(6) 0.0053(6) 0.0004(6) C6 0.0285(8) 0.0310(8) 0.0257(7) 0.0011(6) 0.0073(6) 0.0009(6) C7 0.0217(7) 0.0351(9) 0.0267(7) 0.0039(7) 0.0089(6) -0.0002(6) C8 0.0265(8) 0.0347(9) 0.0313(8) 0.0042(7) 0.0084(6) -0.0014(7) C9 0.0284(9) 0.0415(10) 0.0474(11) 0.0026(8) 0.0111(7) -0.0068(7) C10 0.0248(9) 0.0518(12) 0.0574(12) 0.0062(9) 0.0170(8) -0.0022(8) C11 0.0307(9) 0.0460(11) 0.0459(10) 0.0035(8) 0.0197(8) 0.0048(8) C12 0.0288(8) 0.0387(9) 0.0302(8) 0.0032(7) 0.0111(6) 0.0011(7) C13 0.0331(9) 0.0344(9) 0.0356(9) -0.0019(7) 0.0107(7) -0.0045(7) C14 0.0489(11) 0.0362(10) 0.0464(11) 0.0028(8) 0.0154(9) 0.0058(9) C15 0.0473(12) 0.0547(13) 0.0532(12) -0.0172(10) 0.0087(9) -0.0087(10) C16 0.0364(9) 0.0378(10) 0.0390(10) -0.0048(8) 0.0168(7) 0.0017(7) C17 0.0641(14) 0.0605(14) 0.0441(12) -0.0099(10) 0.0063(10) -0.0022(11) C18 0.0645(15) 0.0393(12) 0.0679(15) -0.0039(10) 0.0081(12) 0.0063(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Al1 C1 1.968(3) . ? Al1 N1 1.9945(13) 2 ? Al1 N1 1.9945(13) . ? Al1 N2 2.0218(13) 2 ? Al1 N2 2.0218(13) . ? N1 C2 1.347(2) . ? N1 C5 1.380(2) . ? N2 C6 1.311(2) . ? N2 C7 1.4454(19) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 C3 1.394(3) . ? C2 H2 0.9598 . ? C3 C4 1.386(3) . ? C3 H3 0.9599 . ? C4 C5 1.401(2) . ? C4 H4 0.9599 . ? C5 C6 1.406(2) . ? C6 H6 0.9603 . ? C7 C8 1.401(2) . ? C7 C12 1.404(2) . ? C8 C9 1.398(2) . ? C8 C13 1.523(2) . ? C9 C10 1.377(3) . ? C9 H9 0.9600 . ? C10 C11 1.383(3) . ? C10 H10 0.9600 . ? C11 C12 1.399(2) . ? C11 H11 0.9602 . ? C12 C16 1.522(3) . ? C13 C15 1.527(3) . ? C13 C14 1.528(3) . ? C13 H13 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.525(3) . ? C16 C18 1.526(3) . ? C16 H16 0.9598 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Al1 N1 99.93(5) . 2 ? C1 Al1 N1 99.93(5) . . ? N1 Al1 N1 160.13(9) 2 . ? C1 Al1 N2 117.71(4) . 2 ? N1 Al1 N2 80.51(5) 2 2 ? N1 Al1 N2 90.26(5) . 2 ? C1 Al1 N2 117.71(4) . . ? N1 Al1 N2 90.26(5) 2 . ? N1 Al1 N2 80.51(5) . . ? N2 Al1 N2 124.59(8) 2 . ? C2 N1 C5 105.77(13) . . ? C2 N1 Al1 140.65(12) . . ? C5 N1 Al1 113.47(10) . . ? C6 N2 C7 117.38(13) . . ? C6 N2 Al1 113.47(10) . . ? C7 N2 Al1 129.11(10) . . ? Al1 C1 H1A 109.5 . . ? Al1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? Al1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 110.99(15) . . ? N1 C2 H2 120.0 . . ? C3 C2 H2 129.0 . . ? C4 C3 C2 107.07(15) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 133.1 . . ? C3 C4 C5 105.70(16) . . ? C3 C4 H4 134.7 . . ? C5 C4 H4 119.6 . . ? N1 C5 C4 110.45(14) . . ? N1 C5 C6 114.61(14) . . ? C4 C5 C6 134.92(16) . . ? N2 C6 C5 117.89(15) . . ? N2 C6 H6 119.7 . . ? C5 C6 H6 122.4 . . ? C8 C7 C12 122.01(14) . . ? C8 C7 N2 118.77(14) . . ? C12 C7 N2 119.20(15) . . ? C9 C8 C7 117.90(16) . . ? C9 C8 C13 120.69(16) . . ? C7 C8 C13 121.39(14) . . ? C10 C9 C8 120.88(18) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 119.0 . . ? C9 C10 C11 120.58(16) . . ? C9 C10 H10 119.3 . . ? C11 C10 H10 120.1 . . ? C10 C11 C12 120.83(17) . . ? C10 C11 H11 119.2 . . ? C12 C11 H11 120.0 . . ? C11 C12 C7 117.72(17) . . ? C11 C12 C16 120.00(16) . . ? C7 C12 C16 122.27(15) . . ? C8 C13 C15 113.35(15) . . ? C8 C13 C14 110.58(14) . . ? C15 C13 C14 110.95(17) . . ? C8 C13 H13 106.7 . . ? C15 C13 H13 105.7 . . ? C14 C13 H13 109.3 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C12 C16 C17 111.70(16) . . ? C12 C16 C18 112.06(16) . . ? C17 C16 C18 109.92(17) . . ? C12 C16 H16 106.6 . . ? C17 C16 H16 107.4 . . ? C18 C16 H16 109.0 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 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 C1 Al1 N1 C2 60.54(19) . . . . ? N1 Al1 N1 C2 -119.46(19) 2 . . . ? N2 Al1 N1 C2 -57.7(2) 2 . . . ? N2 Al1 N1 C2 177.2(2) . . . . ? C1 Al1 N1 C5 -115.00(11) . . . . ? N1 Al1 N1 C5 65.00(11) 2 . . . ? N2 Al1 N1 C5 126.78(12) 2 . . . ? N2 Al1 N1 C5 1.70(12) . . . . ? C1 Al1 N2 C6 94.04(11) . . . . ? N1 Al1 N2 C6 -164.59(12) 2 . . . ? N1 Al1 N2 C6 -2.26(12) . . . . ? N2 Al1 N2 C6 -85.96(11) 2 . . . ? C1 Al1 N2 C7 -83.33(14) . . . . ? N1 Al1 N2 C7 18.04(14) 2 . . . ? N1 Al1 N2 C7 -179.64(14) . . . . ? N2 Al1 N2 C7 96.67(14) 2 . . . ? C5 N1 C2 C3 -0.5(2) . . . . ? Al1 N1 C2 C3 -176.28(15) . . . . ? N1 C2 C3 C4 0.3(2) . . . . ? C2 C3 C4 C5 0.1(2) . . . . ? C2 N1 C5 C4 0.6(2) . . . . ? Al1 N1 C5 C4 177.66(12) . . . . ? C2 N1 C5 C6 -178.01(15) . . . . ? Al1 N1 C5 C6 -0.95(19) . . . . ? C3 C4 C5 N1 -0.4(2) . . . . ? C3 C4 C5 C6 177.78(19) . . . . ? C7 N2 C6 C5 -179.84(14) . . . . ? Al1 N2 C6 C5 2.5(2) . . . . ? N1 C5 C6 N2 -1.0(2) . . . . ? C4 C5 C6 N2 -179.19(19) . . . . ? C6 N2 C7 C8 94.53(18) . . . . ? Al1 N2 C7 C8 -88.19(18) . . . . ? C6 N2 C7 C12 -87.29(19) . . . . ? Al1 N2 C7 C12 89.99(17) . . . . ? C12 C7 C8 C9 2.8(2) . . . . ? N2 C7 C8 C9 -179.04(15) . . . . ? C12 C7 C8 C13 -178.55(16) . . . . ? N2 C7 C8 C13 -0.4(2) . . . . ? C7 C8 C9 C10 -0.7(3) . . . . ? C13 C8 C9 C10 -179.36(17) . . . . ? C8 C9 C10 C11 -1.3(3) . . . . ? C9 C10 C11 C12 1.2(3) . . . . ? C10 C11 C12 C7 0.8(3) . . . . ? C10 C11 C12 C16 -178.47(18) . . . . ? C8 C7 C12 C11 -2.9(3) . . . . ? N2 C7 C12 C11 179.01(15) . . . . ? C8 C7 C12 C16 176.39(16) . . . . ? N2 C7 C12 C16 -1.7(2) . . . . ? C9 C8 C13 C15 -34.0(2) . . . . ? C7 C8 C13 C15 147.42(18) . . . . ? C9 C8 C13 C14 91.3(2) . . . . ? C7 C8 C13 C14 -87.3(2) . . . . ? C11 C12 C16 C17 -77.8(2) . . . . ? C7 C12 C16 C17 102.9(2) . . . . ? C11 C12 C16 C18 46.0(2) . . . . ? C7 C12 C16 C18 -133.21(19) . . . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.385 _refine_diff_density_min -0.320 _refine_diff_density_rms 0.058 _database_code_depnum_ccdc_archive 'CCDC 918078' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_shelxl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H19 Al F6 N4' _chemical_formula_sum 'C25 H19 Al F6 N4' _chemical_formula_weight 516.42 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.8580(2) _cell_length_b 56.7400(13) _cell_length_c 9.3090(2) _cell_angle_alpha 90.00 _cell_angle_beta 116.1470(10) _cell_angle_gamma 90.00 _cell_volume 4674.08(17) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5799 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 25.350 _exptl_crystal_description Needle _exptl_crystal_colour Pale-yellow _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.468 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2112 _exptl_absorpt_coefficient_mu 0.157 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD2000 _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 14 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13219 _diffrn_reflns_av_R_equivalents 0.0376 _diffrn_reflns_av_unetI/netI 0.0621 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -63 _diffrn_reflns_limit_k_max 66 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7924 _reflns_number_gt 5560 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHEXTL(Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0970P)^2^+1.8869P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7924 _refine_ls_number_parameters 679 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0907 _refine_ls_R_factor_gt 0.0562 _refine_ls_wR_factor_ref 0.1721 _refine_ls_wR_factor_gt 0.1473 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Al1 Al 0.23842(10) 0.097999(16) 0.99077(10) 0.0261(2) Uani 1 1 d . . . Al2 Al 0.80529(10) 0.155294(15) 0.30383(10) 0.0265(2) Uani 1 1 d . . . N1 N 0.3393(3) 0.08663(4) 1.2040(3) 0.0287(6) Uani 1 1 d . . . N2 N 0.2456(3) 0.12984(4) 1.1150(3) 0.0276(6) Uani 1 1 d . . . N3 N 0.0253(3) 0.09534(4) 0.9179(3) 0.0285(6) Uani 1 1 d . . . N4 N 0.2057(3) 0.06348(4) 0.8922(3) 0.0303(6) Uani 1 1 d . . . N5 N 0.7010(3) 0.16217(4) 0.4293(3) 0.0288(6) Uani 1 1 d . . . N6 N 0.8126(3) 0.12127(4) 0.4037(3) 0.0275(6) Uani 1 1 d . . . N7 N 1.0159(3) 0.16012(4) 0.4332(3) 0.0278(6) Uani 1 1 d . . . N8 N 0.8169(3) 0.19184(4) 0.2606(3) 0.0296(6) Uani 1 1 d . . . F1 F -0.0606(3) 0.21987(4) 0.6913(3) 0.0685(7) Uani 1 1 d . . . F2 F 0.0208(3) 0.23543(3) 0.9239(3) 0.0692(7) Uani 1 1 d . . . F3 F -0.1844(3) 0.21631(4) 0.8262(3) 0.0697(7) Uani 1 1 d . . . F4 F 0.6974(3) 0.01684(4) 0.7191(3) 0.0769(8) Uani 1 1 d . . . F5 F 0.5438(3) -0.01178(3) 0.6628(3) 0.0594(6) Uani 1 1 d . . . F6 F 0.7091(2) -0.00661(4) 0.9044(3) 0.0590(6) Uani 1 1 d . . . F9 F 1.1461(2) 0.03053(4) 0.3272(3) 0.0730(7) Uani 1 1 d . . . F7 F 0.9502(3) 0.02850(5) 0.1144(3) 0.1009(11) Uani 1 1 d . . . F8 F 0.9568(4) 0.01461(4) 0.3264(5) 0.1100(12) Uani 1 1 d . . . F10A F 0.2935(11) 0.26459(14) -0.1031(7) 0.075(4) Uani 0.59(2) 1 d P A 1 F11A F 0.3974(8) 0.2653(2) -0.2566(12) 0.090(5) Uani 0.59(2) 1 d P A 1 F12A F 0.2363(9) 0.23941(10) -0.2848(9) 0.084(4) Uani 0.59(2) 1 d P A 1 F10B F 0.2283(10) 0.2493(4) -0.174(2) 0.122(12) Uani 0.41(2) 1 d P A 2 F11B F 0.3943(11) 0.27393(13) -0.154(2) 0.110(9) Uani 0.41(2) 1 d P A 2 F12B F 0.3317(19) 0.2475(3) -0.3230(9) 0.095(6) Uani 0.41(2) 1 d P A 2 C1 C 0.3473(4) 0.10907(6) 0.8715(4) 0.0353(7) Uani 1 1 d . . . H1A H 0.2969 0.1032 0.7613 0.053 Uiso 1 1 calc R . . H1B H 0.4514 0.1032 0.9228 0.053 Uiso 1 1 calc R . . H1C H 0.3481 0.1263 0.8708 0.053 Uiso 1 1 calc R . . C2 C 0.3823(3) 0.06561(6) 1.2810(4) 0.0331(7) Uani 1 1 d . . . H2 H 0.3755 0.0509 1.2298 0.040 Uiso 1 1 calc R . . C3 C 0.4377(4) 0.06869(6) 1.4453(4) 0.0370(8) Uani 1 1 d . . . H3 H 0.4747 0.0567 1.5244 0.044 Uiso 1 1 calc R . . C4 C 0.4287(4) 0.09257(6) 1.4723(4) 0.0396(8) Uani 1 1 d . . . H4 H 0.4585 0.1001 1.5729 0.048 Uiso 1 1 calc R . . C5 C 0.3674(3) 0.10339(6) 1.3224(3) 0.0309(7) Uani 1 1 d . . . C6 C 0.3176(3) 0.12628(5) 1.2688(4) 0.0315(7) Uani 1 1 d . . . H6 H 0.3359 0.1389 1.3424 0.038 Uiso 1 1 calc R . . C7 C 0.1845(3) 0.15219(5) 1.0525(3) 0.0279(7) Uani 1 1 d . . . C8 C 0.1958(4) 0.17192(6) 1.1462(4) 0.0424(9) Uani 1 1 d . . . H8 H 0.2539 0.1711 1.2590 0.051 Uiso 1 1 calc R . . C9 C 0.1241(4) 0.19249(6) 1.0778(4) 0.0444(9) Uani 1 1 d . . . H9 H 0.1320 0.2057 1.1436 0.053 Uiso 1 1 calc R . . C10 C 0.0397(3) 0.19428(5) 0.9123(4) 0.0319(7) Uani 1 1 d . . . C11 C 0.0297(3) 0.17490(5) 0.8180(4) 0.0330(7) Uani 1 1 d . . . H11 H -0.0267 0.1759 0.7051 0.040 Uiso 1 1 calc R . . C12 C 0.1015(3) 0.15423(5) 0.8878(3) 0.0310(7) Uani 1 1 d . . . H12 H 0.0941 0.1410 0.8218 0.037 Uiso 1 1 calc R . . C13 C -0.0435(4) 0.21612(6) 0.8402(4) 0.0439(9) Uani 1 1 d . . . C14 C -0.0891(3) 0.10762(6) 0.9266(3) 0.0305(7) Uani 1 1 d . . . H14 H -0.0803 0.1233 0.9659 0.037 Uiso 1 1 calc R . . C15 C -0.2198(3) 0.09440(6) 0.8711(4) 0.0353(8) Uani 1 1 d . . . H15 H -0.3146 0.0992 0.8648 0.042 Uiso 1 1 calc R . . C16 C -0.1861(4) 0.07270(6) 0.8263(4) 0.0366(8) Uani 1 1 d . . . H16 H -0.2535 0.0598 0.7831 0.044 Uiso 1 1 calc R . . C17 C -0.0352(3) 0.07338(5) 0.8565(4) 0.0329(7) Uani 1 1 d . . . C18 C 0.0653(4) 0.05707(6) 0.8421(4) 0.0347(8) Uani 1 1 d . . . H18 H 0.0320 0.0419 0.7973 0.042 Uiso 1 1 calc R . . C19 C 0.3067(4) 0.04877(5) 0.8601(4) 0.0319(7) Uani 1 1 d . . . C20 C 0.2542(4) 0.03389(6) 0.7283(4) 0.0406(8) Uani 1 1 d . . . H20 H 0.1497 0.0336 0.6563 0.049 Uiso 1 1 calc R . . C21 C 0.3535(4) 0.01944(6) 0.7015(4) 0.0416(8) Uani 1 1 d . . . H21 H 0.3168 0.0090 0.6125 0.050 Uiso 1 1 calc R . . C22 C 0.5056(4) 0.02011(5) 0.8034(4) 0.0351(8) Uani 1 1 d . . . C23 C 0.5595(4) 0.03551(6) 0.9323(4) 0.0388(8) Uani 1 1 d . . . H23 H 0.6646 0.0362 1.0019 0.047 Uiso 1 1 calc R . . C24 C 0.4594(4) 0.04998(5) 0.9592(4) 0.0349(8) Uani 1 1 d . . . H24 H 0.4963 0.0607 1.0463 0.042 Uiso 1 1 calc R . . C25 C 0.6138(4) 0.00484(6) 0.7738(4) 0.0432(9) Uani 1 1 d . . . C26 C 0.7163(4) 0.14569(6) 0.0814(4) 0.0394(8) Uani 1 1 d . . . H26A H 0.7594 0.1551 0.0234 0.059 Uiso 1 1 calc R . . H26B H 0.6067 0.1481 0.0338 0.059 Uiso 1 1 calc R . . H26C H 0.7377 0.1290 0.0745 0.059 Uiso 1 1 calc R . . C27 C 0.6419(3) 0.18121(6) 0.4700(4) 0.0348(8) Uani 1 1 d . . . H27 H 0.6280 0.1963 0.4207 0.042 Uiso 1 1 calc R . . C28 C 0.6050(4) 0.17568(6) 0.5928(4) 0.0366(8) Uani 1 1 d . . . H28 H 0.5611 0.1860 0.6411 0.044 Uiso 1 1 calc R . . C29 C 0.6437(4) 0.15233(6) 0.6325(4) 0.0329(7) Uani 1 1 d . . . H29 H 0.6329 0.1436 0.7138 0.039 Uiso 1 1 calc R . . C30 C 0.7015(3) 0.14425(5) 0.5297(3) 0.0287(7) Uani 1 1 d . . . C31 C 0.7593(3) 0.12247(5) 0.5099(3) 0.0289(7) Uani 1 1 d . . . H31 H 0.7597 0.1091 0.5714 0.035 Uiso 1 1 calc R . . C32 C 0.8550(3) 0.09900(5) 0.3680(3) 0.0267(7) Uani 1 1 d . . . C33 C 0.7860(4) 0.07824(5) 0.3812(4) 0.0353(8) Uani 1 1 d . . . H33 H 0.7063 0.0789 0.4123 0.042 Uiso 1 1 calc R . . C34 C 0.8324(4) 0.05670(5) 0.3495(4) 0.0354(8) Uani 1 1 d . . . H34 H 0.7850 0.0427 0.3598 0.043 Uiso 1 1 calc R . . C35 C 0.9481(3) 0.05545(5) 0.3025(3) 0.0289(7) Uani 1 1 d . . . C36 C 1.0127(3) 0.07616(5) 0.2839(4) 0.0325(7) Uani 1 1 d . . . H36 H 1.0901 0.0755 0.2493 0.039 Uiso 1 1 calc R . . C37 C 0.9665(3) 0.09767(5) 0.3150(3) 0.0293(7) Uani 1 1 d . . . H37 H 1.0111 0.1117 0.3000 0.035 Uiso 1 1 calc R . . C38 C 0.9988(4) 0.03248(6) 0.2687(4) 0.0361(8) Uani 1 1 d . . . C39 C 1.1389(3) 0.14795(6) 0.5353(4) 0.0316(7) Uani 1 1 d . . . H39 H 1.1399 0.1315 0.5542 0.038 Uiso 1 1 calc R . . C40 C 1.2624(3) 0.16260(6) 0.6083(4) 0.0369(8) Uani 1 1 d . . . H40 H 1.3611 0.1581 0.6836 0.044 Uiso 1 1 calc R . . C41 C 1.2144(4) 0.18514(6) 0.5502(4) 0.0386(8) Uani 1 1 d . . . H41 H 1.2738 0.1991 0.5781 0.046 Uiso 1 1 calc R . . C42 C 1.0628(3) 0.18331(6) 0.4435(4) 0.0332(7) Uani 1 1 d . . . C43 C 0.9526(3) 0.19972(6) 0.3473(4) 0.0342(7) Uani 1 1 d . . . H43 H 0.9767 0.2159 0.3460 0.041 Uiso 1 1 calc R . . C44 C 0.7032(4) 0.20703(5) 0.1520(4) 0.0309(7) Uani 1 1 d . . . C45 C 0.7349(4) 0.22902(6) 0.1088(5) 0.0563(11) Uani 1 1 d . . . H45 H 0.8366 0.2344 0.1524 0.068 Uiso 1 1 calc R . . C46 C 0.6217(4) 0.24315(7) 0.0041(5) 0.0619(12) Uani 1 1 d . . . H46 H 0.6453 0.2583 -0.0214 0.074 Uiso 1 1 calc R . . C47 C 0.4754(4) 0.23556(6) -0.0637(4) 0.0389(8) Uani 1 1 d . A . C48 C 0.4426(4) 0.21329(6) -0.0278(4) 0.0436(9) Uani 1 1 d . . . H48 H 0.3417 0.2076 -0.0772 0.052 Uiso 1 1 calc R . . C49 C 0.5565(4) 0.19934(6) 0.0795(4) 0.0400(8) Uani 1 1 d . . . H49 H 0.5328 0.1841 0.1039 0.048 Uiso 1 1 calc R . . C50 C 0.3540(4) 0.25127(7) -0.1758(5) 0.0497(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Al1 0.0291(5) 0.0290(5) 0.0234(5) -0.0011(4) 0.0144(4) -0.0015(4) Al2 0.0298(5) 0.0275(5) 0.0263(5) -0.0019(4) 0.0162(4) -0.0010(4) N1 0.0310(14) 0.0307(14) 0.0279(14) 0.0001(11) 0.0160(11) -0.0022(11) N2 0.0316(13) 0.0308(14) 0.0225(14) -0.0015(11) 0.0140(11) -0.0029(11) N3 0.0317(14) 0.0304(14) 0.0263(14) -0.0037(11) 0.0153(11) -0.0029(11) N4 0.0345(14) 0.0297(14) 0.0306(14) -0.0018(11) 0.0178(12) 0.0002(12) N5 0.0323(13) 0.0251(13) 0.0343(14) -0.0009(11) 0.0193(12) -0.0015(11) N6 0.0307(13) 0.0296(14) 0.0276(14) -0.0028(11) 0.0178(11) -0.0026(11) N7 0.0306(13) 0.0292(14) 0.0288(14) -0.0006(11) 0.0178(11) -0.0019(11) N8 0.0314(14) 0.0307(14) 0.0291(14) 0.0004(11) 0.0155(12) -0.0007(11) F1 0.1032(19) 0.0478(13) 0.0546(15) 0.0145(11) 0.0350(13) 0.0252(13) F2 0.0817(16) 0.0266(11) 0.0699(15) -0.0104(10) 0.0067(13) -0.0023(11) F3 0.0546(14) 0.0540(14) 0.0996(19) -0.0007(13) 0.0331(13) 0.0151(11) F4 0.114(2) 0.0402(13) 0.128(2) 0.0025(13) 0.1004(19) 0.0091(13) F5 0.0827(16) 0.0387(12) 0.0559(13) -0.0122(10) 0.0298(12) 0.0153(11) F6 0.0667(14) 0.0537(13) 0.0530(13) -0.0008(11) 0.0231(11) 0.0237(11) F9 0.0439(13) 0.0540(14) 0.1042(19) -0.0222(13) 0.0170(12) 0.0129(11) F7 0.132(2) 0.0899(19) 0.0473(15) -0.0248(13) 0.0092(15) 0.0647(18) F8 0.169(3) 0.0261(13) 0.219(4) 0.0031(16) 0.162(3) 0.0019(15) F10A 0.098(7) 0.070(5) 0.062(3) 0.010(3) 0.039(3) 0.048(5) F11A 0.085(4) 0.101(10) 0.098(7) 0.072(7) 0.052(5) 0.033(5) F12A 0.079(5) 0.074(4) 0.058(5) 0.005(3) -0.006(4) 0.025(3) F10B 0.044(5) 0.17(2) 0.16(2) 0.123(19) 0.052(9) 0.044(9) F11B 0.072(7) 0.032(4) 0.160(15) 0.015(6) -0.008(9) 0.010(4) F12B 0.132(13) 0.104(10) 0.044(5) 0.033(5) 0.034(5) 0.043(9) C1 0.0426(18) 0.0363(19) 0.0344(18) 0.0037(14) 0.0238(15) 0.0032(15) C2 0.0345(17) 0.0326(18) 0.0364(19) 0.0018(14) 0.0195(14) 0.0000(14) C3 0.0371(18) 0.042(2) 0.0321(19) 0.0119(15) 0.0151(15) 0.0006(15) C4 0.0387(18) 0.051(2) 0.0293(18) 0.0009(15) 0.0148(15) -0.0038(16) C5 0.0337(17) 0.0358(18) 0.0243(16) -0.0041(13) 0.0138(13) -0.0042(14) C6 0.0345(17) 0.0357(18) 0.0268(17) -0.0050(14) 0.0157(14) -0.0040(14) C7 0.0281(15) 0.0280(16) 0.0305(17) -0.0041(13) 0.0158(13) -0.0036(13) C8 0.059(2) 0.0315(18) 0.0276(18) -0.0064(14) 0.0112(16) -0.0020(16) C9 0.064(2) 0.0310(19) 0.037(2) -0.0099(15) 0.0218(18) -0.0035(17) C10 0.0349(17) 0.0280(17) 0.0341(18) -0.0034(14) 0.0164(15) -0.0017(14) C11 0.0384(18) 0.0331(18) 0.0272(17) -0.0028(14) 0.0141(14) -0.0016(14) C12 0.0421(18) 0.0281(17) 0.0254(16) -0.0035(13) 0.0173(14) 0.0017(14) C13 0.052(2) 0.035(2) 0.044(2) -0.0055(16) 0.0196(17) 0.0001(16) C14 0.0330(17) 0.0362(18) 0.0272(17) -0.0030(14) 0.0177(14) 0.0005(14) C15 0.0308(17) 0.048(2) 0.0310(18) 0.0008(15) 0.0168(14) -0.0022(15) C16 0.0348(18) 0.042(2) 0.0348(19) -0.0039(15) 0.0164(15) -0.0099(15) C17 0.0371(18) 0.0322(18) 0.0316(17) -0.0047(14) 0.0172(14) -0.0070(14) C18 0.0434(19) 0.0293(17) 0.0350(18) -0.0064(14) 0.0204(15) -0.0075(15) C19 0.0421(18) 0.0265(16) 0.0316(17) 0.0000(13) 0.0205(15) 0.0010(14) C20 0.0435(19) 0.0395(19) 0.0359(19) -0.0082(15) 0.0147(16) -0.0009(16) C21 0.055(2) 0.0362(19) 0.040(2) -0.0105(15) 0.0260(18) 0.0001(16) C22 0.054(2) 0.0234(16) 0.0377(19) 0.0037(14) 0.0294(17) 0.0036(15) C23 0.0436(19) 0.0387(19) 0.0360(19) -0.0030(15) 0.0194(16) 0.0015(16) C24 0.0439(19) 0.0312(17) 0.0339(18) -0.0085(14) 0.0209(16) -0.0005(15) C25 0.062(2) 0.0261(18) 0.050(2) 0.0013(16) 0.032(2) 0.0037(17) C26 0.049(2) 0.0381(19) 0.0340(18) -0.0025(15) 0.0205(16) 0.0009(16) C27 0.0365(17) 0.0302(17) 0.043(2) -0.0052(15) 0.0228(15) 0.0011(14) C28 0.0398(18) 0.039(2) 0.042(2) -0.0108(15) 0.0276(16) -0.0006(15) C29 0.0401(17) 0.0356(18) 0.0338(18) -0.0062(14) 0.0263(15) -0.0034(15) C30 0.0295(16) 0.0305(17) 0.0301(17) -0.0038(13) 0.0168(13) -0.0038(13) C31 0.0336(16) 0.0289(17) 0.0274(16) -0.0007(13) 0.0165(14) -0.0045(13) C32 0.0333(16) 0.0255(16) 0.0262(16) 0.0000(13) 0.0176(13) 0.0008(13) C33 0.0382(18) 0.0348(19) 0.043(2) -0.0080(15) 0.0277(16) -0.0076(14) C34 0.0421(19) 0.0267(17) 0.0438(19) -0.0024(14) 0.0247(16) -0.0053(14) C35 0.0328(16) 0.0278(17) 0.0285(16) -0.0003(13) 0.0157(14) 0.0016(13) C36 0.0334(17) 0.0385(19) 0.0322(17) -0.0017(14) 0.0205(14) -0.0001(14) C37 0.0371(17) 0.0272(16) 0.0315(17) -0.0041(13) 0.0223(14) -0.0056(13) C38 0.0379(19) 0.0362(19) 0.0370(19) -0.0059(15) 0.0189(15) -0.0007(15) C39 0.0345(17) 0.0378(18) 0.0294(17) 0.0028(14) 0.0202(14) 0.0053(14) C40 0.0266(16) 0.050(2) 0.0345(18) 0.0048(16) 0.0136(14) -0.0014(15) C41 0.0346(18) 0.042(2) 0.0384(19) -0.0002(15) 0.0152(15) -0.0088(15) C42 0.0362(18) 0.0318(18) 0.0360(18) -0.0015(14) 0.0199(15) -0.0052(14) C43 0.0397(18) 0.0301(17) 0.0387(19) -0.0011(14) 0.0227(16) -0.0065(15) C44 0.0388(18) 0.0268(17) 0.0312(17) -0.0015(13) 0.0192(14) 0.0007(14) C45 0.047(2) 0.041(2) 0.067(3) 0.0160(19) 0.0124(19) -0.0054(17) C46 0.055(2) 0.039(2) 0.081(3) 0.018(2) 0.020(2) -0.0005(19) C47 0.049(2) 0.0360(19) 0.0368(19) 0.0062(15) 0.0238(16) 0.0092(16) C48 0.0380(18) 0.048(2) 0.042(2) 0.0028(17) 0.0148(16) -0.0006(16) C49 0.0393(19) 0.0325(18) 0.046(2) 0.0074(16) 0.0164(16) -0.0012(15) C50 0.056(2) 0.050(3) 0.045(2) 0.013(2) 0.024(2) 0.008(2) _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 N1 1.899(3) . ? Al1 N3 1.908(2) . ? Al1 C1 1.957(3) . ? Al1 N4 2.126(3) . ? Al1 N2 2.129(3) . ? Al2 N5 1.906(3) . ? Al2 N7 1.906(2) . ? Al2 C26 1.937(3) . ? Al2 N8 2.125(3) . ? Al2 N6 2.130(3) . ? N1 C2 1.360(4) . ? N1 C5 1.388(4) . ? N2 C6 1.304(4) . ? N2 C7 1.414(4) . ? N3 C14 1.358(4) . ? N3 C17 1.390(4) . ? N4 C18 1.302(4) . ? N4 C19 1.428(4) . ? N5 C27 1.358(4) . ? N5 C30 1.380(4) . ? N6 C31 1.310(4) . ? N6 C32 1.416(4) . ? N7 C39 1.354(4) . ? N7 C42 1.384(4) . ? N8 C43 1.300(4) . ? N8 C44 1.422(4) . ? F1 C13 1.338(4) . ? F2 C13 1.332(4) . ? F3 C13 1.337(4) . ? F4 C25 1.331(4) . ? F5 C25 1.344(4) . ? F6 C25 1.332(4) . ? F9 C38 1.311(4) . ? F7 C38 1.318(4) . ? F8 C38 1.298(4) . ? F10A C50 1.319(6) . ? F11A C50 1.290(7) . ? F12A C50 1.338(7) . ? F10B C50 1.250(8) . ? F11B C50 1.334(8) . ? F12B C50 1.307(9) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.390(4) . ? C2 H2 0.9500 . ? C3 C4 1.388(5) . ? C3 H3 0.9500 . ? C4 C5 1.394(4) . ? C4 H4 0.9500 . ? C5 C6 1.401(4) . ? C6 H6 0.9500 . ? C7 C12 1.389(4) . ? C7 C8 1.393(4) . ? C8 C9 1.367(5) . ? C8 H8 0.9500 . ? C9 C10 1.395(5) . ? C9 H9 0.9500 . ? C10 C11 1.383(4) . ? C10 C13 1.474(5) . ? C11 C12 1.376(4) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C14 C15 1.379(4) . ? C14 H14 0.9500 . ? C15 C16 1.386(5) . ? C15 H15 0.9500 . ? C16 C17 1.388(4) . ? C16 H16 0.9500 . ? C17 C18 1.405(4) . ? C18 H18 0.9500 . ? C19 C24 1.378(4) . ? C19 C20 1.388(4) . ? C20 C21 1.381(5) . ? C20 H20 0.9500 . ? C21 C22 1.377(5) . ? C21 H21 0.9500 . ? C22 C23 1.387(4) . ? C22 C25 1.491(5) . ? C23 C24 1.390(4) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.380(5) . ? C27 H27 0.9500 . ? C28 C29 1.383(5) . ? C28 H28 0.9500 . ? C29 C30 1.390(4) . ? C29 H29 0.9500 . ? C30 C31 1.406(4) . ? C31 H31 0.9500 . ? C32 C37 1.391(4) . ? C32 C33 1.392(4) . ? C33 C34 1.382(4) . ? C33 H33 0.9500 . ? C34 C35 1.391(4) . ? C34 H34 0.9500 . ? C35 C36 1.384(4) . ? C35 C38 1.479(4) . ? C36 C37 1.377(4) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C39 C40 1.381(4) . ? C39 H39 0.9500 . ? C40 C41 1.388(5) . ? C40 H40 0.9500 . ? C41 C42 1.387(4) . ? C41 H41 0.9500 . ? C42 C43 1.411(4) . ? C43 H43 0.9500 . ? C44 C49 1.370(4) . ? C44 C45 1.389(5) . ? C45 C46 1.371(5) . ? C45 H45 0.9500 . ? C46 C47 1.364(5) . ? C46 H46 0.9500 . ? C47 C48 1.381(5) . ? C47 C50 1.488(5) . ? C48 C49 1.377(5) . ? C48 H48 0.9500 . ? C49 H49 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Al1 N3 109.42(11) . . ? N1 Al1 C1 122.43(13) . . ? N3 Al1 C1 128.10(13) . . ? N1 Al1 N4 92.77(11) . . ? N3 Al1 N4 80.77(10) . . ? C1 Al1 N4 93.88(12) . . ? N1 Al1 N2 81.02(10) . . ? N3 Al1 N2 91.62(10) . . ? C1 Al1 N2 98.06(12) . . ? N4 Al1 N2 168.06(10) . . ? N5 Al2 N7 108.37(11) . . ? N5 Al2 C26 126.88(13) . . ? N7 Al2 C26 124.74(13) . . ? N5 Al2 N8 90.29(10) . . ? N7 Al2 N8 81.07(10) . . ? C26 Al2 N8 96.25(12) . . ? N5 Al2 N6 80.90(10) . . ? N7 Al2 N6 92.09(10) . . ? C26 Al2 N6 97.10(12) . . ? N8 Al2 N6 166.61(10) . . ? C2 N1 C5 106.0(2) . . ? C2 N1 Al1 138.4(2) . . ? C5 N1 Al1 115.3(2) . . ? C6 N2 C7 121.2(3) . . ? C6 N2 Al1 109.7(2) . . ? C7 N2 Al1 129.16(19) . . ? C14 N3 C17 105.5(2) . . ? C14 N3 Al1 138.7(2) . . ? C17 N3 Al1 115.0(2) . . ? C18 N4 C19 119.4(3) . . ? C18 N4 Al1 110.3(2) . . ? C19 N4 Al1 129.9(2) . . ? C27 N5 C30 105.7(2) . . ? C27 N5 Al2 138.4(2) . . ? C30 N5 Al2 115.00(19) . . ? C31 N6 C32 118.8(2) . . ? C31 N6 Al2 109.53(19) . . ? C32 N6 Al2 131.58(19) . . ? C39 N7 C42 105.6(2) . . ? C39 N7 Al2 139.4(2) . . ? C42 N7 Al2 114.7(2) . . ? C43 N8 C44 120.4(3) . . ? C43 N8 Al2 110.2(2) . . ? C44 N8 Al2 129.38(19) . . ? Al1 C1 H1A 109.5 . . ? Al1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? Al1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 110.5(3) . . ? N1 C2 H2 124.8 . . ? C3 C2 H2 124.8 . . ? C4 C3 C2 107.2(3) . . ? C4 C3 H3 126.4 . . ? C2 C3 H3 126.4 . . ? C3 C4 C5 106.4(3) . . ? C3 C4 H4 126.8 . . ? C5 C4 H4 126.8 . . ? N1 C5 C4 109.9(3) . . ? N1 C5 C6 115.9(3) . . ? C4 C5 C6 134.0(3) . . ? N2 C6 C5 118.1(3) . . ? N2 C6 H6 121.0 . . ? C5 C6 H6 121.0 . . ? C12 C7 C8 118.0(3) . . ? C12 C7 N2 117.7(3) . . ? C8 C7 N2 124.1(3) . . ? C9 C8 C7 120.8(3) . . ? C9 C8 H8 119.6 . . ? C7 C8 H8 119.6 . . ? C8 C9 C10 120.7(3) . . ? C8 C9 H9 119.6 . . ? C10 C9 H9 119.6 . . ? C11 C10 C9 118.9(3) . . ? C11 C10 C13 120.7(3) . . ? C9 C10 C13 120.3(3) . . ? C12 C11 C10 120.0(3) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C11 C12 C7 121.5(3) . . ? C11 C12 H12 119.3 . . ? C7 C12 H12 119.3 . . ? F2 C13 F3 104.9(3) . . ? F2 C13 F1 106.6(3) . . ? F3 C13 F1 104.3(3) . . ? F2 C13 C10 113.6(3) . . ? F3 C13 C10 113.4(3) . . ? F1 C13 C10 113.3(3) . . ? N3 C14 C15 111.2(3) . . ? N3 C14 H14 124.4 . . ? C15 C14 H14 124.4 . . ? C14 C15 C16 106.7(3) . . ? C14 C15 H15 126.6 . . ? C16 C15 H15 126.6 . . ? C15 C16 C17 107.0(3) . . ? C15 C16 H16 126.5 . . ? C17 C16 H16 126.5 . . ? C16 C17 N3 109.6(3) . . ? C16 C17 C18 134.5(3) . . ? N3 C17 C18 115.9(3) . . ? N4 C18 C17 117.7(3) . . ? N4 C18 H18 121.2 . . ? C17 C18 H18 121.2 . . ? C24 C19 C20 119.6(3) . . ? C24 C19 N4 119.2(3) . . ? C20 C19 N4 121.2(3) . . ? C21 C20 C19 120.2(3) . . ? C21 C20 H20 119.9 . . ? C19 C20 H20 119.9 . . ? C22 C21 C20 120.2(3) . . ? C22 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? C21 C22 C23 120.0(3) . . ? C21 C22 C25 120.5(3) . . ? C23 C22 C25 119.5(3) . . ? C22 C23 C24 119.8(3) . . ? C22 C23 H23 120.1 . . ? C24 C23 H23 120.1 . . ? C19 C24 C23 120.2(3) . . ? C19 C24 H24 119.9 . . ? C23 C24 H24 119.9 . . ? F4 C25 F6 107.0(3) . . ? F4 C25 F5 105.0(3) . . ? F6 C25 F5 106.0(3) . . ? F4 C25 C22 112.8(3) . . ? F6 C25 C22 112.9(3) . . ? F5 C25 C22 112.5(3) . . ? Al2 C26 H26A 109.5 . . ? Al2 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? Al2 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N5 C27 C28 110.6(3) . . ? N5 C27 H27 124.7 . . ? C28 C27 H27 124.7 . . ? C27 C28 C29 107.2(3) . . ? C27 C28 H28 126.4 . . ? C29 C28 H28 126.4 . . ? C28 C29 C30 106.3(3) . . ? C28 C29 H29 126.8 . . ? C30 C29 H29 126.8 . . ? N5 C30 C29 110.1(3) . . ? N5 C30 C31 116.1(3) . . ? C29 C30 C31 133.9(3) . . ? N6 C31 C30 117.7(3) . . ? N6 C31 H31 121.1 . . ? C30 C31 H31 121.1 . . ? C37 C32 C33 118.6(3) . . ? C37 C32 N6 119.5(3) . . ? C33 C32 N6 121.9(3) . . ? C34 C33 C32 120.6(3) . . ? C34 C33 H33 119.7 . . ? C32 C33 H33 119.7 . . ? C33 C34 C35 120.4(3) . . ? C33 C34 H34 119.8 . . ? C35 C34 H34 119.8 . . ? C36 C35 C34 118.8(3) . . ? C36 C35 C38 120.3(3) . . ? C34 C35 C38 120.8(3) . . ? C37 C36 C35 120.9(3) . . ? C37 C36 H36 119.6 . . ? C35 C36 H36 119.6 . . ? C36 C37 C32 120.6(3) . . ? C36 C37 H37 119.7 . . ? C32 C37 H37 119.7 . . ? F8 C38 F9 105.0(3) . . ? F8 C38 F7 106.8(3) . . ? F9 C38 F7 104.0(3) . . ? F8 C38 C35 113.6(3) . . ? F9 C38 C35 113.7(3) . . ? F7 C38 C35 112.8(3) . . ? N7 C39 C40 111.2(3) . . ? N7 C39 H39 124.4 . . ? C40 C39 H39 124.4 . . ? C39 C40 C41 106.7(3) . . ? C39 C40 H40 126.6 . . ? C41 C40 H40 126.6 . . ? C42 C41 C40 106.5(3) . . ? C42 C41 H41 126.7 . . ? C40 C41 H41 126.7 . . ? N7 C42 C41 110.0(3) . . ? N7 C42 C43 116.3(3) . . ? C41 C42 C43 133.7(3) . . ? N8 C43 C42 117.4(3) . . ? N8 C43 H43 121.3 . . ? C42 C43 H43 121.3 . . ? C49 C44 C45 117.9(3) . . ? C49 C44 N8 119.2(3) . . ? C45 C44 N8 122.9(3) . . ? C46 C45 C44 121.0(3) . . ? C46 C45 H45 119.5 . . ? C44 C45 H45 119.5 . . ? C47 C46 C45 120.5(3) . . ? C47 C46 H46 119.7 . . ? C45 C46 H46 119.7 . . ? C46 C47 C48 119.3(3) . . ? C46 C47 C50 119.7(3) . . ? C48 C47 C50 121.1(3) . . ? C49 C48 C47 119.9(3) . . ? C49 C48 H48 120.0 . . ? C47 C48 H48 120.0 . . ? C44 C49 C48 121.3(3) . . ? C44 C49 H49 119.3 . . ? C48 C49 H49 119.3 . . ? F10B C50 F11A 130.2(5) . . ? F10B C50 F12B 106.7(9) . . ? F11A C50 F12B 55.7(6) . . ? F10B C50 F10A 50.9(9) . . ? F11A C50 F10A 106.7(6) . . ? F12B C50 F10A 136.7(5) . . ? F10B C50 F11B 108.3(10) . . ? F11A C50 F11B 48.8(7) . . ? F12B C50 F11B 102.7(10) . . ? F10A C50 F11B 62.8(8) . . ? F10B C50 F12A 55.4(9) . . ? F11A C50 F12A 105.5(6) . . ? F12B C50 F12A 55.4(6) . . ? F10A C50 F12A 103.9(5) . . ? F11B C50 F12A 134.4(5) . . ? F10B C50 C47 115.7(5) . . ? F11A C50 C47 114.0(4) . . ? F12B C50 C47 110.3(5) . . ? F10A C50 C47 112.9(4) . . ? F11B C50 C47 112.2(5) . . ? F12A C50 C47 113.0(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 N3 Al1 N1 C2 81.6(3) . . . . ? C1 Al1 N1 C2 -96.0(3) . . . . ? N4 Al1 N1 C2 0.4(3) . . . . ? N2 Al1 N1 C2 170.1(3) . . . . ? N3 Al1 N1 C5 -89.8(2) . . . . ? C1 Al1 N1 C5 92.6(2) . . . . ? N4 Al1 N1 C5 -171.0(2) . . . . ? N2 Al1 N1 C5 -1.3(2) . . . . ? N1 Al1 N2 C6 2.4(2) . . . . ? N3 Al1 N2 C6 111.8(2) . . . . ? C1 Al1 N2 C6 -119.3(2) . . . . ? N4 Al1 N2 C6 61.7(6) . . . . ? N1 Al1 N2 C7 -177.0(2) . . . . ? N3 Al1 N2 C7 -67.6(2) . . . . ? C1 Al1 N2 C7 61.3(3) . . . . ? N4 Al1 N2 C7 -117.7(5) . . . . ? N1 Al1 N3 C14 83.4(3) . . . . ? C1 Al1 N3 C14 -99.2(3) . . . . ? N4 Al1 N3 C14 173.1(3) . . . . ? N2 Al1 N3 C14 2.3(3) . . . . ? N1 Al1 N3 C17 -84.4(2) . . . . ? C1 Al1 N3 C17 92.9(2) . . . . ? N4 Al1 N3 C17 5.2(2) . . . . ? N2 Al1 N3 C17 -165.5(2) . . . . ? N1 Al1 N4 C18 105.3(2) . . . . ? N3 Al1 N4 C18 -3.9(2) . . . . ? C1 Al1 N4 C18 -131.9(2) . . . . ? N2 Al1 N4 C18 47.1(6) . . . . ? N1 Al1 N4 C19 -82.3(3) . . . . ? N3 Al1 N4 C19 168.5(3) . . . . ? C1 Al1 N4 C19 40.5(3) . . . . ? N2 Al1 N4 C19 -140.5(5) . . . . ? N7 Al2 N5 C27 86.0(3) . . . . ? C26 Al2 N5 C27 -92.8(3) . . . . ? N8 Al2 N5 C27 5.3(3) . . . . ? N6 Al2 N5 C27 175.2(3) . . . . ? N7 Al2 N5 C30 -81.1(2) . . . . ? C26 Al2 N5 C30 100.1(2) . . . . ? N8 Al2 N5 C30 -161.8(2) . . . . ? N6 Al2 N5 C30 8.0(2) . . . . ? N5 Al2 N6 C31 -6.55(19) . . . . ? N7 Al2 N6 C31 101.7(2) . . . . ? C26 Al2 N6 C31 -132.9(2) . . . . ? N8 Al2 N6 C31 42.9(5) . . . . ? N5 Al2 N6 C32 169.4(3) . . . . ? N7 Al2 N6 C32 -82.3(3) . . . . ? C26 Al2 N6 C32 43.1(3) . . . . ? N8 Al2 N6 C32 -141.2(4) . . . . ? N5 Al2 N7 C39 89.3(3) . . . . ? C26 Al2 N7 C39 -91.9(3) . . . . ? N8 Al2 N7 C39 176.6(3) . . . . ? N6 Al2 N7 C39 8.2(3) . . . . ? N5 Al2 N7 C42 -82.3(2) . . . . ? C26 Al2 N7 C42 96.4(2) . . . . ? N8 Al2 N7 C42 5.0(2) . . . . ? N6 Al2 N7 C42 -163.4(2) . . . . ? N5 Al2 N8 C43 104.4(2) . . . . ? N7 Al2 N8 C43 -4.2(2) . . . . ? C26 Al2 N8 C43 -128.5(2) . . . . ? N6 Al2 N8 C43 55.8(5) . . . . ? N5 Al2 N8 C44 -78.0(3) . . . . ? N7 Al2 N8 C44 173.5(3) . . . . ? C26 Al2 N8 C44 49.2(3) . . . . ? N6 Al2 N8 C44 -126.5(4) . . . . ? C5 N1 C2 C3 -0.4(3) . . . . ? Al1 N1 C2 C3 -172.2(2) . . . . ? N1 C2 C3 C4 0.1(4) . . . . ? C2 C3 C4 C5 0.2(4) . . . . ? C2 N1 C5 C4 0.5(3) . . . . ? Al1 N1 C5 C4 174.5(2) . . . . ? C2 N1 C5 C6 -174.1(3) . . . . ? Al1 N1 C5 C6 0.0(3) . . . . ? C3 C4 C5 N1 -0.4(4) . . . . ? C3 C4 C5 C6 172.8(3) . . . . ? C7 N2 C6 C5 176.3(3) . . . . ? Al1 N2 C6 C5 -3.2(3) . . . . ? N1 C5 C6 N2 2.3(4) . . . . ? C4 C5 C6 N2 -170.5(3) . . . . ? C6 N2 C7 C12 -176.1(3) . . . . ? Al1 N2 C7 C12 3.2(4) . . . . ? C6 N2 C7 C8 0.4(5) . . . . ? Al1 N2 C7 C8 179.7(2) . . . . ? C12 C7 C8 C9 1.4(5) . . . . ? N2 C7 C8 C9 -175.1(3) . . . . ? C7 C8 C9 C10 -0.8(6) . . . . ? C8 C9 C10 C11 -0.2(5) . . . . ? C8 C9 C10 C13 176.9(3) . . . . ? C9 C10 C11 C12 0.5(5) . . . . ? C13 C10 C11 C12 -176.5(3) . . . . ? C10 C11 C12 C7 0.2(5) . . . . ? C8 C7 C12 C11 -1.1(5) . . . . ? N2 C7 C12 C11 175.6(3) . . . . ? C11 C10 C13 F2 -153.2(3) . . . . ? C9 C10 C13 F2 29.8(5) . . . . ? C11 C10 C13 F3 87.2(4) . . . . ? C9 C10 C13 F3 -89.8(4) . . . . ? C11 C10 C13 F1 -31.4(5) . . . . ? C9 C10 C13 F1 151.6(3) . . . . ? C17 N3 C14 C15 -0.8(3) . . . . ? Al1 N3 C14 C15 -169.4(2) . . . . ? N3 C14 C15 C16 0.4(4) . . . . ? C14 C15 C16 C17 0.2(4) . . . . ? C15 C16 C17 N3 -0.7(4) . . . . ? C15 C16 C17 C18 177.6(3) . . . . ? C14 N3 C17 C16 0.9(3) . . . . ? Al1 N3 C17 C16 172.6(2) . . . . ? C14 N3 C17 C18 -177.7(3) . . . . ? Al1 N3 C17 C18 -6.0(3) . . . . ? C19 N4 C18 C17 -171.5(3) . . . . ? Al1 N4 C18 C17 1.8(3) . . . . ? C16 C17 C18 N4 -175.7(3) . . . . ? N3 C17 C18 N4 2.5(4) . . . . ? C18 N4 C19 C24 -155.0(3) . . . . ? Al1 N4 C19 C24 33.2(4) . . . . ? C18 N4 C19 C20 27.0(4) . . . . ? Al1 N4 C19 C20 -144.8(3) . . . . ? C24 C19 C20 C21 3.5(5) . . . . ? N4 C19 C20 C21 -178.6(3) . . . . ? C19 C20 C21 C22 -1.5(5) . . . . ? C20 C21 C22 C23 -0.7(5) . . . . ? C20 C21 C22 C25 -179.0(3) . . . . ? C21 C22 C23 C24 0.9(5) . . . . ? C25 C22 C23 C24 179.2(3) . . . . ? C20 C19 C24 C23 -3.3(5) . . . . ? N4 C19 C24 C23 178.7(3) . . . . ? C22 C23 C24 C19 1.1(5) . . . . ? C21 C22 C25 F4 106.3(4) . . . . ? C23 C22 C25 F4 -72.0(4) . . . . ? C21 C22 C25 F6 -132.3(3) . . . . ? C23 C22 C25 F6 49.5(4) . . . . ? C21 C22 C25 F5 -12.3(4) . . . . ? C23 C22 C25 F5 169.4(3) . . . . ? C30 N5 C27 C28 -0.2(3) . . . . ? Al2 N5 C27 C28 -168.0(2) . . . . ? N5 C27 C28 C29 0.7(4) . . . . ? C27 C28 C29 C30 -0.9(4) . . . . ? C27 N5 C30 C29 -0.4(3) . . . . ? Al2 N5 C30 C29 170.7(2) . . . . ? C27 N5 C30 C31 -179.7(3) . . . . ? Al2 N5 C30 C31 -8.6(3) . . . . ? C28 C29 C30 N5 0.8(3) . . . . ? C28 C29 C30 C31 179.9(3) . . . . ? C32 N6 C31 C30 -172.7(3) . . . . ? Al2 N6 C31 C30 3.9(3) . . . . ? N5 C30 C31 N6 2.6(4) . . . . ? C29 C30 C31 N6 -176.5(3) . . . . ? C31 N6 C32 C37 -152.4(3) . . . . ? Al2 N6 C32 C37 32.0(4) . . . . ? C31 N6 C32 C33 29.0(4) . . . . ? Al2 N6 C32 C33 -146.7(2) . . . . ? C37 C32 C33 C34 3.0(5) . . . . ? N6 C32 C33 C34 -178.4(3) . . . . ? C32 C33 C34 C35 -0.5(5) . . . . ? C33 C34 C35 C36 -1.8(5) . . . . ? C33 C34 C35 C38 179.8(3) . . . . ? C34 C35 C36 C37 1.6(5) . . . . ? C38 C35 C36 C37 180.0(3) . . . . ? C35 C36 C37 C32 0.9(5) . . . . ? C33 C32 C37 C36 -3.2(5) . . . . ? N6 C32 C37 C36 178.1(3) . . . . ? C36 C35 C38 F8 164.3(3) . . . . ? C34 C35 C38 F8 -17.3(5) . . . . ? C36 C35 C38 F9 44.2(4) . . . . ? C34 C35 C38 F9 -137.4(3) . . . . ? C36 C35 C38 F7 -73.9(4) . . . . ? C34 C35 C38 F7 104.5(4) . . . . ? C42 N7 C39 C40 -0.8(3) . . . . ? Al2 N7 C39 C40 -172.9(2) . . . . ? N7 C39 C40 C41 0.6(4) . . . . ? C39 C40 C41 C42 -0.1(4) . . . . ? C39 N7 C42 C41 0.8(3) . . . . ? Al2 N7 C42 C41 175.1(2) . . . . ? C39 N7 C42 C43 -179.6(3) . . . . ? Al2 N7 C42 C43 -5.3(3) . . . . ? C40 C41 C42 N7 -0.4(4) . . . . ? C40 C41 C42 C43 -180.0(3) . . . . ? C44 N8 C43 C42 -175.3(3) . . . . ? Al2 N8 C43 C42 2.6(3) . . . . ? N7 C42 C43 N8 1.4(4) . . . . ? C41 C42 C43 N8 -179.0(3) . . . . ? C43 N8 C44 C49 -170.6(3) . . . . ? Al2 N8 C44 C49 12.0(4) . . . . ? C43 N8 C44 C45 13.0(5) . . . . ? Al2 N8 C44 C45 -164.4(3) . . . . ? C49 C44 C45 C46 3.8(6) . . . . ? N8 C44 C45 C46 -179.8(4) . . . . ? C44 C45 C46 C47 -2.0(7) . . . . ? C45 C46 C47 C48 -1.1(6) . . . . ? C45 C46 C47 C50 179.4(4) . . . . ? C46 C47 C48 C49 2.2(5) . . . . ? C50 C47 C48 C49 -178.3(3) . . . . ? C45 C44 C49 C48 -2.6(5) . . . . ? N8 C44 C49 C48 -179.2(3) . . . . ? C47 C48 C49 C44 -0.3(5) . . . . ? C46 C47 C50 F10B -147.3(14) . . . . ? C48 C47 C50 F10B 33.2(15) . . . . ? C46 C47 C50 F11A 31.0(9) . . . . ? C48 C47 C50 F11A -148.5(8) . . . . ? C46 C47 C50 F12B 91.4(11) . . . . ? C48 C47 C50 F12B -88.1(11) . . . . ? C46 C47 C50 F10A -91.0(7) . . . . ? C48 C47 C50 F10A 89.5(7) . . . . ? C46 C47 C50 F11B -22.4(13) . . . . ? C48 C47 C50 F11B 158.1(12) . . . . ? C46 C47 C50 F12A 151.4(7) . . . . ? C48 C47 C50 F12A -28.1(8) . . . . ? _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 0.395 _refine_diff_density_min -0.490 _refine_diff_density_rms 0.074 _database_code_depnum_ccdc_archive 'CCDC 918079' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_shelxl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H25 Al N4 O2' _chemical_formula_sum 'C25 H25 Al N4 O2' _chemical_formula_weight 440.47 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c ' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.8420(6) _cell_length_b 9.1460(2) _cell_length_c 16.6480(6) _cell_angle_alpha 90.00 _cell_angle_beta 97.0740(13) _cell_angle_gamma 90.00 _cell_volume 2242.68(13) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6185 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 30.999 _exptl_crystal_description Plate _exptl_crystal_colour Pale-yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.305 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 0.120 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD2000 _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 14 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7379 _diffrn_reflns_av_R_equivalents 0.0239 _diffrn_reflns_av_unetI/netI 0.0329 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.82 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3924 _reflns_number_gt 3249 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHEXTL(Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0541P)^2^+0.7661P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0082(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3924 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0496 _refine_ls_R_factor_gt 0.0381 _refine_ls_wR_factor_ref 0.1024 _refine_ls_wR_factor_gt 0.0963 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Al1 Al 0.65541(3) 0.64144(5) 0.68309(3) 0.02025(16) Uani 1 1 d . . . N1 N 0.71985(9) 0.80388(14) 0.64511(8) 0.0226(3) Uani 1 1 d . . . N2 N 0.54365(9) 0.78045(14) 0.64531(8) 0.0229(3) Uani 1 1 d . . . N3 N 0.64188(9) 0.67608(14) 0.79435(8) 0.0229(3) Uani 1 1 d . . . N4 N 0.77922(9) 0.54930(14) 0.73713(8) 0.0227(3) Uani 1 1 d . . . C1 C 0.61315(12) 0.47017(18) 0.61812(11) 0.0283(4) Uani 1 1 d . . . H1A H 0.6436 0.4664 0.5705 0.034 Uiso 1 1 d R . . H1B H 0.6264 0.3830 0.6495 0.034 Uiso 1 1 d R . . H1C H 0.5488 0.4773 0.6026 0.034 Uiso 1 1 d R . . C2 C 0.80745(12) 0.84578(19) 0.64212(10) 0.0266(4) Uani 1 1 d . . . H2 H 0.8556 0.7764 0.6548 0.032 Uiso 1 1 d R . . C3 C 0.81111(13) 0.99148(19) 0.61922(10) 0.0306(4) Uani 1 1 d . . . H3 H 0.8685 1.0366 0.6139 0.037 Uiso 1 1 d R . . C4 C 0.72217(13) 1.04355(19) 0.60863(10) 0.0299(4) Uani 1 1 d . . . H4 H 0.6955 1.1369 0.5940 0.036 Uiso 1 1 d R . . C5 C 0.66695(12) 0.92608(17) 0.62430(10) 0.0236(4) Uani 1 1 d . . . C6 C 0.57212(12) 0.90775(17) 0.62360(10) 0.0242(4) Uani 1 1 d . . . H6 H 0.5292 0.9844 0.6083 0.029 Uiso 1 1 d R . . C7 C 0.44918(11) 0.74800(17) 0.63850(10) 0.0231(4) Uani 1 1 d . . . C8 C 0.38386(12) 0.82562(19) 0.58803(11) 0.0294(4) Uani 1 1 d . . . H8 H 0.4025 0.9057 0.5567 0.035 Uiso 1 1 d R . . C9 C 0.29354(12) 0.78898(19) 0.58322(11) 0.0306(4) Uani 1 1 d . . . H9 H 0.2494 0.8437 0.5484 0.037 Uiso 1 1 d R . . C10 C 0.26559(11) 0.67255(18) 0.62789(10) 0.0241(4) Uani 1 1 d . . . C11 C 0.32942(12) 0.59272(18) 0.67739(10) 0.0270(4) Uani 1 1 d . . . H11 H 0.3117 0.5109 0.7080 0.032 Uiso 1 1 d R . . C12 C 0.42026(12) 0.63104(18) 0.68206(10) 0.0262(4) Uani 1 1 d . . . H12 H 0.4653 0.5768 0.7161 0.031 Uiso 1 1 d R . . C13 C 0.14283(13) 0.5234(2) 0.65946(13) 0.0383(5) Uani 1 1 d . . . H13A H 0.0779 0.5168 0.6483 0.046 Uiso 1 1 d R . . H13B H 0.1697 0.4356 0.6415 0.046 Uiso 1 1 d R . . H13C H 0.1598 0.5350 0.7166 0.046 Uiso 1 1 d R . . C14 C 0.58178(12) 0.74029(17) 0.83892(11) 0.0263(4) Uani 1 1 d . . . H14 H 0.5236 0.7717 0.8130 0.032 Uiso 1 1 d R . . C15 C 0.61837(13) 0.75011(19) 0.91965(11) 0.0308(4) Uani 1 1 d . . . H15 H 0.5830 0.7914 0.9586 0.037 Uiso 1 1 d R . . C16 C 0.70552(13) 0.69072(19) 0.92564(11) 0.0303(4) Uani 1 1 d . . . H16 H 0.7429 0.6888 0.9770 0.036 Uiso 1 1 d R . . C17 C 0.71864(12) 0.64611(17) 0.84814(10) 0.0247(4) Uani 1 1 d . . . C18 C 0.78990(12) 0.57436(18) 0.81490(10) 0.0256(4) Uani 1 1 d . . . H18 H 0.8449 0.5451 0.8474 0.031 Uiso 1 1 d R . . C19 C 0.84315(11) 0.46411(17) 0.70053(10) 0.0221(4) Uani 1 1 d . . . C20 C 0.90349(12) 0.36595(18) 0.74382(10) 0.0265(4) Uani 1 1 d . . . H20 H 0.9043 0.3573 0.8014 0.032 Uiso 1 1 d R . . C21 C 0.96145(11) 0.28155(19) 0.70446(11) 0.0275(4) Uani 1 1 d . . . H21 H 1.0028 0.2156 0.7349 0.033 Uiso 1 1 d R . . C22 C 0.96020(11) 0.29119(18) 0.62112(11) 0.0240(4) Uani 1 1 d . . . C23 C 0.90109(11) 0.38667(18) 0.57714(11) 0.0259(4) Uani 1 1 d . . . H23 H 0.9009 0.3937 0.5196 0.031 Uiso 1 1 d R . . C24 C 0.84331(11) 0.47230(18) 0.61741(10) 0.0244(4) Uani 1 1 d . . . H24 H 0.8022 0.5375 0.5861 0.029 Uiso 1 1 d R . . C25 C 1.01969(14) 0.2068(2) 0.50222(13) 0.0427(5) Uani 1 1 d . . . H25A H 1.0635 0.1387 0.4864 0.051 Uiso 1 1 d R . . H25B H 0.9607 0.1834 0.4748 0.051 Uiso 1 1 d R . . H25C H 1.0361 0.3041 0.4880 0.051 Uiso 1 1 d R . . O1 O 0.17391(8) 0.64588(13) 0.61811(7) 0.0295(3) Uani 1 1 d . . . O2 O 1.01818(8) 0.19844(13) 0.58750(8) 0.0324(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Al1 0.0230(3) 0.0216(3) 0.0158(3) 0.00120(18) 0.0014(2) -0.00057(19) N1 0.0256(8) 0.0256(7) 0.0162(7) 0.0000(6) 0.0008(6) -0.0017(6) N2 0.0270(8) 0.0245(7) 0.0169(7) 0.0016(6) 0.0023(6) 0.0011(6) N3 0.0254(8) 0.0246(7) 0.0186(7) 0.0014(6) 0.0025(6) 0.0011(6) N4 0.0245(7) 0.0252(7) 0.0182(7) 0.0012(5) 0.0017(6) -0.0003(6) C1 0.0243(9) 0.0280(9) 0.0325(10) -0.0036(7) 0.0025(8) -0.0013(7) C2 0.0285(10) 0.0323(9) 0.0185(9) -0.0017(7) 0.0006(7) -0.0063(7) C3 0.0365(11) 0.0343(10) 0.0209(9) -0.0030(7) 0.0026(8) -0.0144(8) C4 0.0459(12) 0.0223(9) 0.0212(9) -0.0007(7) 0.0029(8) -0.0061(7) C5 0.0336(10) 0.0225(8) 0.0146(8) -0.0003(6) 0.0020(7) -0.0013(7) C6 0.0331(10) 0.0223(8) 0.0165(9) 0.0002(6) 0.0009(7) 0.0037(7) C7 0.0262(9) 0.0251(8) 0.0182(9) 0.0001(6) 0.0031(7) 0.0031(7) C8 0.0307(10) 0.0325(9) 0.0248(10) 0.0107(7) 0.0024(8) 0.0031(7) C9 0.0286(10) 0.0358(10) 0.0261(10) 0.0096(8) -0.0014(8) 0.0055(7) C10 0.0243(9) 0.0305(9) 0.0171(9) -0.0028(7) 0.0013(7) 0.0015(7) C11 0.0322(10) 0.0275(9) 0.0214(9) 0.0052(7) 0.0034(8) -0.0009(7) C12 0.0280(9) 0.0282(9) 0.0217(9) 0.0051(7) 0.0000(7) 0.0046(7) C13 0.0331(11) 0.0420(11) 0.0391(12) 0.0063(9) 0.0020(9) -0.0096(8) C14 0.0323(10) 0.0246(9) 0.0226(9) 0.0002(7) 0.0058(8) 0.0030(7) C15 0.0423(11) 0.0293(9) 0.0222(10) -0.0005(7) 0.0099(8) 0.0029(8) C16 0.0408(11) 0.0326(9) 0.0167(9) -0.0005(7) 0.0009(8) 0.0013(8) C17 0.0296(9) 0.0262(8) 0.0178(9) 0.0020(7) 0.0004(7) -0.0007(7) C18 0.0280(9) 0.0278(9) 0.0200(9) 0.0018(7) -0.0014(7) 0.0008(7) C19 0.0198(8) 0.0247(8) 0.0214(9) 0.0004(7) 0.0010(7) -0.0026(6) C20 0.0285(9) 0.0313(9) 0.0188(9) 0.0026(7) -0.0006(7) -0.0001(7) C21 0.0239(9) 0.0305(9) 0.0266(10) 0.0045(7) -0.0025(7) 0.0033(7) C22 0.0170(8) 0.0267(9) 0.0286(10) -0.0015(7) 0.0038(7) -0.0033(6) C23 0.0244(9) 0.0327(9) 0.0203(9) 0.0012(7) 0.0019(7) -0.0032(7) C24 0.0227(9) 0.0278(9) 0.0220(9) 0.0022(7) -0.0001(7) 0.0016(7) C25 0.0456(13) 0.0492(12) 0.0362(12) 0.0011(9) 0.0172(10) 0.0125(10) O1 0.0250(7) 0.0391(7) 0.0238(7) 0.0051(5) 0.0006(5) -0.0010(5) O2 0.0285(7) 0.0377(7) 0.0316(7) -0.0001(6) 0.0062(6) 0.0071(5) _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 N3 1.9139(14) . ? Al1 N1 1.9160(14) . ? Al1 C1 1.9620(17) . ? Al1 N4 2.1188(14) . ? Al1 N2 2.1228(14) . ? N1 C2 1.362(2) . ? N1 C5 1.385(2) . ? N2 C6 1.305(2) . ? N2 C7 1.424(2) . ? N3 C14 1.362(2) . ? N3 C17 1.387(2) . ? N4 C18 1.305(2) . ? N4 C19 1.422(2) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9599 . ? C2 C3 1.389(2) . ? C2 H2 0.9599 . ? C3 C4 1.394(3) . ? C3 H3 0.9600 . ? C4 C5 1.395(2) . ? C4 H4 0.9600 . ? C5 C6 1.416(2) . ? C6 H6 0.9599 . ? C7 C12 1.390(2) . ? C7 C8 1.396(2) . ? C8 C9 1.375(2) . ? C8 H8 0.9600 . ? C9 C10 1.391(2) . ? C9 H9 0.9599 . ? C10 O1 1.372(2) . ? C10 C11 1.385(2) . ? C11 C12 1.386(2) . ? C11 H11 0.9600 . ? C12 H12 0.9600 . ? C13 O1 1.422(2) . ? C13 H13A 0.9600 . ? C13 H13B 0.9601 . ? C13 H13C 0.9599 . ? C14 C15 1.389(3) . ? C14 H14 0.9599 . ? C15 C16 1.395(3) . ? C15 H15 0.9599 . ? C16 C17 1.389(2) . ? C16 H16 0.9599 . ? C17 C18 1.414(2) . ? C18 H18 0.9601 . ? C19 C24 1.386(2) . ? C19 C20 1.403(2) . ? C20 C21 1.380(2) . ? C20 H20 0.9600 . ? C21 C22 1.388(2) . ? C21 H21 0.9600 . ? C22 O2 1.375(2) . ? C22 C23 1.382(2) . ? C23 C24 1.393(2) . ? C23 H23 0.9599 . ? C24 H24 0.9599 . ? C25 O2 1.425(2) . ? C25 H25A 0.9601 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Al1 N1 107.88(6) . . ? N3 Al1 C1 126.95(7) . . ? N1 Al1 C1 125.16(7) . . ? N3 Al1 N4 81.01(6) . . ? N1 Al1 N4 90.37(6) . . ? C1 Al1 N4 96.79(7) . . ? N3 Al1 N2 90.93(6) . . ? N1 Al1 N2 80.88(6) . . ? C1 Al1 N2 97.46(7) . . ? N4 Al1 N2 165.74(6) . . ? C2 N1 C5 106.14(14) . . ? C2 N1 Al1 138.40(12) . . ? C5 N1 Al1 114.68(11) . . ? C6 N2 C7 120.88(14) . . ? C6 N2 Al1 110.40(11) . . ? C7 N2 Al1 128.65(10) . . ? C14 N3 C17 105.92(14) . . ? C14 N3 Al1 138.82(12) . . ? C17 N3 Al1 114.61(11) . . ? C18 N4 C19 121.03(14) . . ? C18 N4 Al1 110.14(11) . . ? C19 N4 Al1 128.74(11) . . ? Al1 C1 H1A 109.4 . . ? Al1 C1 H1B 109.4 . . ? H1A C1 H1B 109.5 . . ? Al1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 C3 110.47(16) . . ? N1 C2 H2 119.6 . . ? C3 C2 H2 129.9 . . ? C2 C3 C4 107.11(16) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 132.7 . . ? C3 C4 C5 106.39(15) . . ? C3 C4 H4 133.6 . . ? C5 C4 H4 120.0 . . ? N1 C5 C4 109.89(15) . . ? N1 C5 C6 116.02(14) . . ? C4 C5 C6 134.09(16) . . ? N2 C6 C5 117.32(15) . . ? N2 C6 H6 119.9 . . ? C5 C6 H6 122.8 . . ? C12 C7 C8 117.99(16) . . ? C12 C7 N2 118.90(15) . . ? C8 C7 N2 123.08(15) . . ? C9 C8 C7 120.74(16) . . ? C9 C8 H8 119.9 . . ? C7 C8 H8 119.4 . . ? C8 C9 C10 120.55(16) . . ? C8 C9 H9 119.7 . . ? C10 C9 H9 119.7 . . ? O1 C10 C11 124.94(15) . . ? O1 C10 C9 115.41(15) . . ? C11 C10 C9 119.65(16) . . ? C10 C11 C12 119.31(16) . . ? C10 C11 H11 121.0 . . ? C12 C11 H11 119.7 . . ? C11 C12 C7 121.75(16) . . ? C11 C12 H12 120.3 . . ? C7 C12 H12 117.9 . . ? O1 C13 H13A 109.4 . . ? O1 C13 H13B 109.6 . . ? H13A C13 H13B 109.5 . . ? O1 C13 H13C 109.3 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N3 C14 C15 110.55(16) . . ? N3 C14 H14 119.8 . . ? C15 C14 H14 129.6 . . ? C14 C15 C16 107.00(15) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 133.2 . . ? C17 C16 C15 106.42(16) . . ? C17 C16 H16 133.6 . . ? C15 C16 H16 120.0 . . ? N3 C17 C16 110.10(15) . . ? N3 C17 C18 115.69(15) . . ? C16 C17 C18 134.16(16) . . ? N4 C18 C17 117.67(15) . . ? N4 C18 H18 120.0 . . ? C17 C18 H18 122.3 . . ? C24 C19 C20 117.90(15) . . ? C24 C19 N4 118.79(14) . . ? C20 C19 N4 123.23(15) . . ? C21 C20 C19 120.66(16) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.6 . . ? C20 C21 C22 120.44(16) . . ? C20 C21 H21 119.8 . . ? C22 C21 H21 119.8 . . ? O2 C22 C23 124.21(16) . . ? O2 C22 C21 115.81(15) . . ? C23 C22 C21 119.94(16) . . ? C22 C23 C24 119.25(16) . . ? C22 C23 H23 119.7 . . ? C24 C23 H23 121.1 . . ? C19 C24 C23 121.81(15) . . ? C19 C24 H24 119.8 . . ? C23 C24 H24 118.4 . . ? O2 C25 H25A 109.5 . . ? O2 C25 H25B 109.6 . . ? H25A C25 H25B 109.5 . . ? O2 C25 H25C 109.3 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C10 O1 C13 117.31(13) . . ? C22 O2 C25 117.38(14) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Al1 N1 C2 87.60(17) . . . . ? C1 Al1 N1 C2 -91.64(18) . . . . ? N4 Al1 N1 C2 6.93(17) . . . . ? N2 Al1 N1 C2 175.63(17) . . . . ? N3 Al1 N1 C5 -80.44(12) . . . . ? C1 Al1 N1 C5 100.31(13) . . . . ? N4 Al1 N1 C5 -161.11(11) . . . . ? N2 Al1 N1 C5 7.58(11) . . . . ? N3 Al1 N2 C6 101.75(11) . . . . ? N1 Al1 N2 C6 -6.22(11) . . . . ? C1 Al1 N2 C6 -130.78(12) . . . . ? N4 Al1 N2 C6 46.5(3) . . . . ? N3 Al1 N2 C7 -81.29(14) . . . . ? N1 Al1 N2 C7 170.75(14) . . . . ? C1 Al1 N2 C7 46.19(14) . . . . ? N4 Al1 N2 C7 -136.5(2) . . . . ? N1 Al1 N3 C14 90.13(18) . . . . ? C1 Al1 N3 C14 -90.65(19) . . . . ? N4 Al1 N3 C14 177.59(18) . . . . ? N2 Al1 N3 C14 9.41(17) . . . . ? N1 Al1 N3 C17 -78.99(12) . . . . ? C1 Al1 N3 C17 100.24(13) . . . . ? N4 Al1 N3 C17 8.48(11) . . . . ? N2 Al1 N3 C17 -159.70(11) . . . . ? N3 Al1 N4 C18 -6.73(11) . . . . ? N1 Al1 N4 C18 101.33(11) . . . . ? C1 Al1 N4 C18 -133.17(12) . . . . ? N2 Al1 N4 C18 49.5(3) . . . . ? N3 Al1 N4 C19 169.84(14) . . . . ? N1 Al1 N4 C19 -82.11(13) . . . . ? C1 Al1 N4 C19 43.39(14) . . . . ? N2 Al1 N4 C19 -133.9(2) . . . . ? C5 N1 C2 C3 -0.49(19) . . . . ? Al1 N1 C2 C3 -169.19(13) . . . . ? N1 C2 C3 C4 0.9(2) . . . . ? C2 C3 C4 C5 -0.94(19) . . . . ? C2 N1 C5 C4 -0.12(18) . . . . ? Al1 N1 C5 C4 171.65(11) . . . . ? C2 N1 C5 C6 -179.86(14) . . . . ? Al1 N1 C5 C6 -8.09(18) . . . . ? C3 C4 C5 N1 0.67(19) . . . . ? C3 C4 C5 C6 -179.66(18) . . . . ? C7 N2 C6 C5 -173.58(14) . . . . ? Al1 N2 C6 C5 3.66(18) . . . . ? N1 C5 C6 N2 2.5(2) . . . . ? C4 C5 C6 N2 -177.17(17) . . . . ? C6 N2 C7 C12 -162.06(15) . . . . ? Al1 N2 C7 C12 21.3(2) . . . . ? C6 N2 C7 C8 19.9(2) . . . . ? Al1 N2 C7 C8 -156.76(14) . . . . ? C12 C7 C8 C9 1.4(3) . . . . ? N2 C7 C8 C9 179.46(16) . . . . ? C7 C8 C9 C10 -0.8(3) . . . . ? C8 C9 C10 O1 -179.83(16) . . . . ? C8 C9 C10 C11 -0.2(3) . . . . ? O1 C10 C11 C12 -179.92(15) . . . . ? C9 C10 C11 C12 0.5(3) . . . . ? C10 C11 C12 C7 0.2(3) . . . . ? C8 C7 C12 C11 -1.1(3) . . . . ? N2 C7 C12 C11 -179.26(15) . . . . ? C17 N3 C14 C15 -0.65(19) . . . . ? Al1 N3 C14 C15 -170.36(13) . . . . ? N3 C14 C15 C16 0.6(2) . . . . ? C14 C15 C16 C17 -0.3(2) . . . . ? C14 N3 C17 C16 0.45(18) . . . . ? Al1 N3 C17 C16 173.02(11) . . . . ? C14 N3 C17 C18 178.22(14) . . . . ? Al1 N3 C17 C18 -9.21(18) . . . . ? C15 C16 C17 N3 -0.09(19) . . . . ? C15 C16 C17 C18 -177.28(18) . . . . ? C19 N4 C18 C17 -173.18(14) . . . . ? Al1 N4 C18 C17 3.70(18) . . . . ? N3 C17 C18 N4 3.2(2) . . . . ? C16 C17 C18 N4 -179.76(18) . . . . ? C18 N4 C19 C24 -162.87(15) . . . . ? Al1 N4 C19 C24 20.9(2) . . . . ? C18 N4 C19 C20 20.5(2) . . . . ? Al1 N4 C19 C20 -155.79(13) . . . . ? C24 C19 C20 C21 0.5(2) . . . . ? N4 C19 C20 C21 177.23(15) . . . . ? C19 C20 C21 C22 -0.8(3) . . . . ? C20 C21 C22 O2 -177.61(15) . . . . ? C20 C21 C22 C23 0.5(2) . . . . ? O2 C22 C23 C24 177.95(15) . . . . ? C21 C22 C23 C24 0.0(2) . . . . ? C20 C19 C24 C23 0.0(2) . . . . ? N4 C19 C24 C23 -176.88(15) . . . . ? C22 C23 C24 C19 -0.2(2) . . . . ? C11 C10 O1 C13 -2.7(2) . . . . ? C9 C10 O1 C13 176.91(16) . . . . ? C23 C22 O2 C25 2.9(2) . . . . ? C21 C22 O2 C25 -179.12(15) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.199 _refine_diff_density_min -0.279 _refine_diff_density_rms 0.043 _database_code_depnum_ccdc_archive 'CCDC 918080'