Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_coden_Cambridge 222 _publ_requested_journal 'Dalton Trans.' _publ_contact_author_name 'Dr F. S. Mair' _publ_section_title ;Light Group 13 Chloride Diazadiene Complexes: Consequences of Varying Substituent Bulk ; _publ_section_abstract ;BCl3 cyclizes diazadiene (2,6-Pri2C6H3NCH)2 1 through a dichloroborated intermediate [(2,6-Pri2C6H3NCHCl)2BCl] 3 to give, in polar aprotic solvents, a spontaneously dehyrochlorinated C-Chloro diazaborole 4. In contrast, reaction of AlCl3 with 1 forms only acyclic mono- or di-adducts 5a/b and 6. Alkali metal reductions of 3 gave mixtures of 4 and diazaborole [(2,6-Pri2C6H3NCH)2BCl] 7. Pd(0) reduction cleanly gave diazaborole 7. Reduction of 6 gave a low yield of closed shell C-C coupled dimer 8 of putative diazadiene radical anion 1.AlCl2 complex monomer. An alternative synthesis for diazadiene (2,6-Pri2C6H4NCPh)2, 2, is reported. Reduction of 2/BCl3, in which additional phenyl groups on the diazadiene C-2 and C-3 atoms hinder the radical coupling observed in 8, gave predominantly diazaborole 2.BCl, (9a) contaminated with 2.BCl2, (9b) the first such stable radical diazadiene complex of boron. All compounds 2-9 were characterized by X-ray diffraction and NMR spectroscopy. Stable radical 9b was additionally characterized by EPR spectroscopy and density functional computation. ; _publ_contact_author_address ;School of Chemistry The University of Manchester Brunswick Street Manchester M13 9PL ; _publ_contact_author_email mair@manchester.ac.uk _publ_contact_author_phone '0161 200 4551' loop_ _publ_author_name _publ_author_address 'Mair, F.' ;School of Chemistry The University of Manchester Brunswick Street Manchester M13 9PL ; 'Hinchliffe, A.' ;School of Chemistry The University of Manchester Brunswick Street Manchester M13 9PL ; 'Pritchard, R.' ;School of Chemistry The University of Manchester Brunswick Street Manchester M13 9PL ; 'Warren, J.' ;Daresbury Laboratories Daresbury Warrington ; _publ_requested_category FO data_2 _database_code_depnum_ccdc_archive 'CCDC 658384' _audit_creation_date 2003-02-11T07:22:44-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ? _chemical_formula_moiety 'C32 H32 N2' _chemical_formula_sum 'C32 H32 N2' _chemical_formula_weight 444.6 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_Int_Tables_number 15 _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 13.7318(5) _cell_length_b 10.9074(5) _cell_length_c 16.9606(8) _cell_angle_alpha 90 _cell_angle_beta 102.097(2) _cell_angle_gamma 90 _cell_volume 2483.92(19) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7303 _cell_measurement_theta_min 1.018 _cell_measurement_theta_max 27.878 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.189 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.069 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.9864 _exptl_absorpt_correction_T_max 0.9932 _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_monochromator graphite _diffrn_detector 'CCD plate' _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.488417E-1 _diffrn_orient_matrix_ub_12 -0.307461E-1 _diffrn_orient_matrix_ub_13 -0.315991E-1 _diffrn_orient_matrix_ub_21 -0.1958E-3 _diffrn_orient_matrix_ub_22 -0.821915E-1 _diffrn_orient_matrix_ub_23 0.260176E-1 _diffrn_orient_matrix_ub_31 -0.562258E-1 _diffrn_orient_matrix_ub_32 -0.26545E-1 _diffrn_orient_matrix_ub_33 -0.442783E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0844 _diffrn_reflns_av_unetI/netI 0.0995 _diffrn_reflns_number 11695 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _reflns_number_total 2833 _reflns_number_gt 1585 _reflns_threshold_expression >2sigma(I) _diffrn_reflns_reduction_process ; Scaled and merged with SORTAV R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; 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^)+(0.0503P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 2833 _refine_ls_number_parameters 218 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1216 _refine_ls_R_factor_gt 0.0527 _refine_ls_wR_factor_ref 0.1154 _refine_ls_wR_factor_gt 0.0945 _refine_ls_goodness_of_fit_ref 0.977 _refine_ls_restrained_S_all 0.977 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.207 _refine_diff_density_min -0.239 _refine_diff_density_rms 0.056 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.10256(10) 0.32440(11) 0.31487(8) 0.0265(4) Uani 1 d . . . C2 C 0.03435(12) 0.40453(13) 0.29110(9) 0.0247(4) Uani 1 d . . . C10 C 0.12617(12) 0.23016(14) 0.26447(9) 0.0255(4) Uani 1 d . . . C11 C 0.12858(12) 0.10818(14) 0.29230(10) 0.0269(4) Uani 1 d . . . C12 C 0.16029(13) 0.01806(16) 0.24565(11) 0.0344(5) Uani 1 d . . . C13 C 0.19137(13) 0.04608(17) 0.17487(11) 0.0369(5) Uani 1 d . . . C14 C 0.19015(13) 0.16579(17) 0.14884(11) 0.0356(5) Uani 1 d . . . C15 C 0.15724(13) 0.25776(16) 0.19343(10) 0.0308(4) Uani 1 d . . . C16 C 0.09835(14) 0.07933(16) 0.37175(10) 0.0327(4) Uani 1 d . . . C17 C 0.17900(16) 0.1209(2) 0.44280(12) 0.0416(5) Uani 1 d . . . C18 C 0.07508(19) -0.05553(18) 0.38259(15) 0.0474(6) Uani 1 d . . . C20 C 0.02108(12) 0.50393(13) 0.34812(10) 0.0250(4) Uani 1 d . . . C21 C -0.06145(14) 0.58116(15) 0.33221(12) 0.0317(4) Uani 1 d . . . C22 C -0.07374(16) 0.67113(16) 0.38773(12) 0.0380(5) Uani 1 d . . . C23 C -0.00356(15) 0.68432(16) 0.45870(12) 0.0379(5) Uani 1 d . . . C24 C 0.07914(15) 0.60910(16) 0.47410(12) 0.0361(5) Uani 1 d . . . C25 C 0.09126(14) 0.51922(16) 0.41950(10) 0.0307(4) Uani 1 d . . . H12 H 0.1638(12) -0.0692(16) 0.2649(9) 0.034(5) Uiso 1 d . . . H13 H 0.2124(13) -0.0206(17) 0.1425(11) 0.050(5) Uiso 1 d . . . H14 H 0.2141(12) 0.1862(14) 0.0986(11) 0.039(5) Uiso 1 d . . . H15 H 0.1551(12) 0.3471(14) 0.1753(10) 0.033(4) Uiso 1 d . . . H16 H 0.0372(12) 0.1292(14) 0.3723(9) 0.028(4) Uiso 1 d . . . H17A H 0.2443(15) 0.0748(17) 0.4435(11) 0.057(6) Uiso 1 d . . . H17B H 0.1594(14) 0.1008(16) 0.4962(12) 0.055(6) Uiso 1 d . . . H17C H 0.1952(14) 0.2133(18) 0.4409(11) 0.054(6) Uiso 1 d . . . H18A H 0.1393(16) -0.1066(17) 0.3863(12) 0.058(6) Uiso 1 d . . . H18B H 0.0266(16) -0.0907(16) 0.3346(13) 0.054(6) Uiso 1 d . . . H18C H 0.0482(15) -0.0645(17) 0.4350(13) 0.062(6) Uiso 1 d . . . H21 H -0.1117(13) 0.5727(15) 0.2824(11) 0.035(5) Uiso 1 d . . . H22 H -0.1299(14) 0.7228(16) 0.3760(10) 0.044(5) Uiso 1 d . . . H23 H -0.0125(13) 0.7515(17) 0.4994(11) 0.050(5) Uiso 1 d . . . H24 H 0.1303(14) 0.6180(15) 0.5255(12) 0.047(6) Uiso 1 d . . . H25 H 0.1481(13) 0.4650(15) 0.4318(10) 0.034(5) Uiso 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0270(8) 0.0256(7) 0.0266(8) -0.0003(6) 0.0049(7) -0.0003(6) C2 0.0256(10) 0.0241(8) 0.0250(9) 0.0012(7) 0.0067(8) -0.0033(7) C10 0.0212(9) 0.0274(8) 0.0257(9) -0.0020(8) -0.0003(8) 0.0017(7) C11 0.0214(9) 0.0299(9) 0.0267(9) -0.0007(8) -0.0011(8) 0.0008(7) C12 0.0313(10) 0.0283(10) 0.0405(11) -0.0019(9) 0.0008(9) 0.0055(8) C13 0.0339(11) 0.0386(10) 0.0383(11) -0.0071(9) 0.0075(9) 0.0087(8) C14 0.0315(10) 0.0450(11) 0.0306(10) -0.0010(9) 0.0070(9) 0.0062(8) C15 0.0288(10) 0.0328(10) 0.0299(10) 0.0007(8) 0.0041(8) 0.0015(8) C16 0.0309(11) 0.0311(9) 0.0343(11) 0.0060(8) 0.0033(9) 0.0018(8) C17 0.0411(13) 0.0500(13) 0.0314(12) 0.0052(10) 0.0025(10) 0.0017(10) C18 0.0553(15) 0.0379(12) 0.0483(14) 0.0081(10) 0.0091(13) -0.0042(11) C20 0.0285(10) 0.0246(8) 0.0226(9) 0.0002(7) 0.0072(8) -0.0033(7) C21 0.0323(11) 0.0280(9) 0.0343(11) -0.0004(8) 0.0059(10) -0.0009(8) C22 0.0431(13) 0.0274(9) 0.0474(13) -0.0007(9) 0.0185(11) 0.0008(9) C23 0.0514(13) 0.0296(10) 0.0379(12) -0.0070(9) 0.0216(11) -0.0084(9) C24 0.0426(12) 0.0375(11) 0.0289(11) -0.0049(9) 0.0092(10) -0.0115(9) C25 0.0325(11) 0.0325(9) 0.0281(10) -0.0009(8) 0.0083(9) -0.0033(8) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C2 1.2828(19) . ? N1 C10 1.4172(19) . ? C2 C20 1.489(2) . ? C2 C2 1.511(3) 2 ? C10 C15 1.393(2) . ? C10 C11 1.410(2) . ? C11 C12 1.388(2) . ? C11 C16 1.524(2) . ? C12 C13 1.390(2) . ? C12 H12 1.004(16) . ? C13 C14 1.377(2) . ? C13 H13 0.991(18) . ? C14 C15 1.388(2) . ? C14 H14 1.000(16) . ? C15 H15 1.020(15) . ? C16 C18 1.525(3) . ? C16 C17 1.525(3) . ? C16 H16 1.003(16) . ? C17 H17A 1.03(2) . ? C17 H17B 1.02(2) . ? C17 H17C 1.035(19) . ? C18 H18A 1.03(2) . ? C18 H18B 1.01(2) . ? C18 H18C 1.04(2) . ? C20 C25 1.390(2) . ? C20 C21 1.392(2) . ? C21 C22 1.395(2) . ? C21 H21 0.977(19) . ? C22 C23 1.383(3) . ? C22 H22 0.943(18) . ? C23 C24 1.381(3) . ? C23 H23 1.032(18) . ? C24 C25 1.382(2) . ? C24 H24 1.00(2) . ? C25 H25 0.967(18) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 C10 123.28(14) . . ? N1 C2 C20 118.20(15) . . ? N1 C2 C2 124.31(12) . 2 ? C20 C2 C2 117.49(12) . 2 ? C15 C10 C11 120.24(14) . . ? C15 C10 N1 121.02(14) . . ? C11 C10 N1 118.34(13) . . ? C12 C11 C10 117.76(15) . . ? C12 C11 C16 122.28(15) . . ? C10 C11 C16 119.96(14) . . ? C11 C12 C13 121.77(17) . . ? C11 C12 H12 119.1(9) . . ? C13 C12 H12 119.1(9) . . ? C14 C13 C12 120.00(17) . . ? C14 C13 H13 120.2(10) . . ? C12 C13 H13 119.8(10) . . ? C13 C14 C15 119.61(16) . . ? C13 C14 H14 120.0(9) . . ? C15 C14 H14 120.4(9) . . ? C14 C15 C10 120.60(16) . . ? C14 C15 H15 121.3(9) . . ? C10 C15 H15 118.1(9) . . ? C11 C16 C18 114.13(16) . . ? C11 C16 C17 110.50(15) . . ? C18 C16 C17 109.11(17) . . ? C11 C16 H16 106.3(9) . . ? C18 C16 H16 109.0(9) . . ? C17 C16 H16 107.6(9) . . ? C16 C17 H17A 110.6(11) . . ? C16 C17 H17B 110.8(11) . . ? H17A C17 H17B 106.1(15) . . ? C16 C17 H17C 113.0(10) . . ? H17A C17 H17C 106.6(15) . . ? H17B C17 H17C 109.5(14) . . ? C16 C18 H18A 109.2(10) . . ? C16 C18 H18B 112.8(10) . . ? H18A C18 H18B 104.7(16) . . ? C16 C18 H18C 108.4(11) . . ? H18A C18 H18C 110.5(16) . . ? H18B C18 H18C 111.2(15) . . ? C25 C20 C21 118.92(15) . . ? C25 C20 C2 119.74(15) . . ? C21 C20 C2 121.33(16) . . ? C20 C21 C22 120.24(19) . . ? C20 C21 H21 120.6(10) . . ? C22 C21 H21 119.1(10) . . ? C23 C22 C21 120.01(19) . . ? C23 C22 H22 120.8(11) . . ? C21 C22 H22 119.2(11) . . ? C24 C23 C22 119.89(17) . . ? C24 C23 H23 120.3(11) . . ? C22 C23 H23 119.8(11) . . ? C23 C24 C25 120.29(19) . . ? C23 C24 H24 120.4(10) . . ? C25 C24 H24 119.3(10) . . ? C24 C25 C20 120.64(18) . . ? C24 C25 H25 119.7(11) . . ? C20 C25 H25 119.7(10) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 N1 C2 C20 -176.03(12) . . . . ? C10 N1 C2 C2 4.4(2) . . . 2 ? C2 N1 C10 C15 59.3(2) . . . . ? C2 N1 C10 C11 -127.91(16) . . . . ? C15 C10 C11 C12 -1.6(2) . . . . ? N1 C10 C11 C12 -174.44(15) . . . . ? C15 C10 C11 C16 177.60(16) . . . . ? N1 C10 C11 C16 4.7(2) . . . . ? C10 C11 C12 C13 1.7(3) . . . . ? C16 C11 C12 C13 -177.45(16) . . . . ? C11 C12 C13 C14 -0.8(3) . . . . ? C12 C13 C14 C15 -0.4(3) . . . . ? C13 C14 C15 C10 0.5(3) . . . . ? C11 C10 C15 C14 0.5(3) . . . . ? N1 C10 C15 C14 173.20(15) . . . . ? C12 C11 C16 C18 -17.9(3) . . . . ? C10 C11 C16 C18 162.96(17) . . . . ? C12 C11 C16 C17 105.49(19) . . . . ? C10 C11 C16 C17 -73.6(2) . . . . ? N1 C2 C20 C25 10.0(2) . . . . ? C2 C2 C20 C25 -170.36(14) 2 . . . ? N1 C2 C20 C21 -168.81(14) . . . . ? C2 C2 C20 C21 10.8(2) 2 . . . ? C25 C20 C21 C22 -0.8(2) . . . . ? C2 C20 C21 C22 178.02(14) . . . . ? C20 C21 C22 C23 0.3(2) . . . . ? C21 C22 C23 C24 0.6(2) . . . . ? C22 C23 C24 C25 -1.1(2) . . . . ? C23 C24 C25 C20 0.6(2) . . . . ? C21 C20 C25 C24 0.4(2) . . . . ? C2 C20 C25 C24 -178.49(14) . . . . ? #==END # CIF produced by WinGX routine CIF_UPDATE # Created on 2002-07-18 at 22:46:31 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : c:\chem\wingx\files\archive.dat # CIF files read : a struct sortav dreduc data_4 _database_code_depnum_ccdc_archive 'CCDC 658385' _audit_creation_date 2002-07-18T22:46:31-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C26 H35 B1 Cl2 N2' _chemical_formula_sum 'C26 H35 B Cl2 N2' _chemical_formula_weight 457.27 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P n m a' _symmetry_space_group_name_Hall '-P 2ac 2n' _symmetry_Int_Tables_number 62 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 11.7771(5) _cell_length_b 20.7881(9) _cell_length_c 10.9245(5) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2674.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 126592 _cell_measurement_theta_min 1.018 _cell_measurement_theta_max 27.485 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour 'pale purple' _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.13 _exptl_crystal_density_diffrn 1.136 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 976 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.258 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.8984 _exptl_absorpt_correction_T_max 0.9685 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.573095E-1 _diffrn_orient_matrix_ub_12 0.577953E-1 _diffrn_orient_matrix_ub_13 0.183787E-1 _diffrn_orient_matrix_ub_21 0.713608E-1 _diffrn_orient_matrix_ub_22 -0.472578E-1 _diffrn_orient_matrix_ub_23 -0.137966E-1 _diffrn_orient_matrix_ub_31 0.15352E-2 _diffrn_orient_matrix_ub_32 0.404501E-1 _diffrn_orient_matrix_ub_33 -0.422601E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0782 _diffrn_reflns_av_unetI/netI 0.0431 _diffrn_reflns_number 19705 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.21 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.98 _diffrn_measured_fraction_theta_max 0.98 _reflns_number_total 2762 _reflns_number_gt 1986 _reflns_threshold_expression >2sigma(I) _diffrn_reflns_reduction_process ; Scaled and merged with SORTAV R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; 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^)+(0.0485P)^2^+1.0761P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.038(3) _refine_ls_number_reflns 2762 _refine_ls_number_parameters 221 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0848 _refine_ls_R_factor_gt 0.053 _refine_ls_wR_factor_ref 0.1307 _refine_ls_wR_factor_gt 0.1153 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.072 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.165 _refine_diff_density_min -0.175 _refine_diff_density_rms 0.035 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.27407(5) 0.75 0.66073(6) 0.05714(17) Uani 1 d S . . Cl2 Cl -0.15084(7) 0.67883(4) 0.49549(9) 0.0596(2) Uani 0.5 d P . . N1 N 0.06642(11) 0.69512(7) 0.57937(11) 0.0462(3) Uani 1 d . . . B1 B 0.1336(2) 0.75 0.6064(2) 0.0427(6) Uani 1 d S . . C2 C -0.03832(14) 0.71842(10) 0.53714(15) 0.0558(5) Uani 1 d . . . C10 C 0.09654(13) 0.62828(8) 0.57376(15) 0.0496(4) Uani 1 d . . . C11 C 0.15005(14) 0.60540(9) 0.46768(16) 0.0559(5) Uani 1 d . . . C12 C 0.17634(16) 0.54013(10) 0.46351(18) 0.0662(5) Uani 1 d . . . C13 C 0.15085(17) 0.49984(10) 0.5592(2) 0.0689(6) Uani 1 d . . . C14 C 0.09869(17) 0.52365(10) 0.66181(19) 0.0652(5) Uani 1 d . . . C15 C 0.06965(14) 0.58812(9) 0.67212(16) 0.0542(4) Uani 1 d . . . C16 C 0.01123(17) 0.61327(10) 0.78541(17) 0.0628(5) Uani 1 d . . . C17 C 0.0925(3) 0.6218(2) 0.8892(3) 0.1479(16) Uani 1 d . . . C18 C -0.0962(2) 0.57747(15) 0.8140(3) 0.1092(9) Uani 1 d . . . C19 C 0.17941(18) 0.64878(11) 0.36163(17) 0.0656(5) Uani 1 d . . . C20 C 0.1230(3) 0.62540(18) 0.2431(2) 0.1092(10) Uani 1 d . . . C21 C 0.3061(2) 0.65459(14) 0.3428(2) 0.0881(8) Uani 1 d . . . H10 H -0.0119(17) 0.6545(10) 0.7729(17) 0.073(6) Uiso 1 d . . . H12 H 0.2142(15) 0.5252(9) 0.3935(16) 0.061(5) Uiso 1 d . . . H13 H 0.1693(17) 0.4521(11) 0.5480(18) 0.081(6) Uiso 1 d . . . H14 H 0.0802(16) 0.4962(9) 0.7244(17) 0.067(6) Uiso 1 d . . . H17A H 0.0788(14) 0.5742(7) 0.9042(14) 0.037(4) Uiso 1 d . . . H17B H 0.049(3) 0.6391(16) 0.973(3) 0.169(13) Uiso 1 d . . . H17C H 0.166(3) 0.6238(17) 0.887(3) 0.161(14) Uiso 1 d . . . H18A H -0.054(2) 0.5399(13) 0.852(2) 0.121(10) Uiso 1 d . . . H18B H -0.127(2) 0.5970(13) 0.890(3) 0.113(9) Uiso 1 d . . . H18C H -0.153(4) 0.566(3) 0.766(5) 0.27(3) Uiso 1 d . . . H19 H 0.1534(17) 0.6883(10) 0.3771(18) 0.073(6) Uiso 1 d . . . H20A H 0.134(2) 0.6552(13) 0.181(2) 0.119(9) Uiso 1 d . . . H20B H 0.040(3) 0.6284(14) 0.265(3) 0.140(11) Uiso 1 d . . . H20C H 0.174(6) 0.572(3) 0.228(6) 0.33(3) Uiso 1 d . . . H21A H 0.325(2) 0.6812(12) 0.269(2) 0.107(8) Uiso 1 d . . . H21B H 0.346(2) 0.6658(14) 0.420(3) 0.121(9) Uiso 1 d . . . H21C H 0.333(3) 0.6120(14) 0.316(3) 0.127(10) Uiso 1 d . . . H2 H -0.079(4) 0.6859(19) 0.522(4) 0.062(11) Uiso 0.5 d P A 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cl1 0.0426(3) 0.0537(3) 0.0751(4) 0 -0.0178(3) 0 Cl2 0.0434(4) 0.0565(5) 0.0789(6) -0.0095(4) -0.0117(4) -0.0074(4) N1 0.0381(6) 0.0596(8) 0.0408(7) -0.0045(6) -0.0010(6) -0.0037(6) B1 0.0369(12) 0.0557(15) 0.0354(12) 0 0.0014(11) 0 C2 0.0345(8) 0.0883(12) 0.0445(9) -0.0061(8) -0.0030(7) -0.0061(8) C10 0.0432(8) 0.0563(10) 0.0494(9) -0.0105(8) -0.0039(7) -0.0069(7) C11 0.0457(9) 0.0727(12) 0.0493(9) -0.0144(9) -0.0011(8) -0.0025(8) C12 0.0559(10) 0.0772(13) 0.0655(11) -0.0267(10) -0.0031(10) 0.0020(10) C13 0.0599(11) 0.0631(12) 0.0838(13) -0.0200(11) -0.0071(11) -0.0035(9) C14 0.0618(11) 0.0588(11) 0.0751(12) 0.0000(10) -0.0029(10) -0.0122(9) C15 0.0473(8) 0.0575(10) 0.0578(10) -0.0054(8) 0.0006(8) -0.0109(8) C16 0.0683(11) 0.0652(11) 0.0549(10) -0.0004(9) 0.0103(9) -0.0079(10) C17 0.108(2) 0.257(5) 0.0791(17) -0.054(3) -0.0015(17) 0.010(3) C18 0.0904(16) 0.0975(18) 0.140(2) -0.0259(18) 0.0605(16) -0.0189(15) C19 0.0669(11) 0.0817(13) 0.0482(10) -0.0137(10) 0.0068(9) 0.0034(11) C20 0.0923(17) 0.181(3) 0.0546(12) 0.0122(17) -0.0105(13) -0.0336(19) C21 0.0747(14) 0.1085(19) 0.0809(15) 0.0011(15) 0.0077(13) -0.0177(14) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl1 B1 1.757(3) . ? Cl2 C2 1.6250(19) . ? N1 C2 1.403(2) . ? N1 B1 1.420(2) . ? N1 C10 1.435(2) . ? B1 N1 1.420(2) 8_575 ? C2 C2 1.313(4) 8_575 ? C10 C15 1.397(2) . ? C10 C11 1.402(2) . ? C11 C12 1.392(3) . ? C11 C19 1.508(3) . ? C12 C13 1.373(3) . ? C13 C14 1.371(3) . ? C14 C15 1.388(3) . ? C15 C16 1.509(3) . ? C16 C17 1.494(4) . ? C16 C18 1.501(3) . ? C19 C21 1.511(3) . ? C19 C20 1.534(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 B1 106.32(14) . . ? C2 N1 C10 122.50(14) . . ? B1 N1 C10 130.48(14) . . ? N1 B1 N1 106.97(19) . 8_575 ? N1 B1 Cl1 126.51(10) . . ? N1 B1 Cl1 126.51(10) 8_575 . ? C2 C2 N1 110.19(10) 8_575 . ? C2 C2 Cl2 120.43(7) 8_575 . ? N1 C2 Cl2 129.36(15) . . ? C15 C10 C11 122.33(16) . . ? C15 C10 N1 119.31(15) . . ? C11 C10 N1 118.34(15) . . ? C12 C11 C10 117.23(17) . . ? C12 C11 C19 120.43(17) . . ? C10 C11 C19 122.34(17) . . ? C13 C12 C11 121.40(18) . . ? C14 C13 C12 120.03(19) . . ? C13 C14 C15 121.71(19) . . ? C14 C15 C10 117.31(17) . . ? C14 C15 C16 120.89(17) . . ? C10 C15 C16 121.80(16) . . ? C17 C16 C18 116.2(2) . . ? C17 C16 C15 111.8(2) . . ? C18 C16 C15 112.53(18) . . ? C11 C19 C21 112.24(19) . . ? C11 C19 C20 111.06(19) . . ? C21 C19 C20 109.79(19) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 N1 B1 N1 0.0(2) . . . 8_575 ? C10 N1 B1 N1 170.43(11) . . . 8_575 ? C2 N1 B1 Cl1 -179.05(16) . . . . ? C10 N1 B1 Cl1 -8.7(3) . . . . ? B1 N1 C2 C2 -0.02(14) . . . 8_575 ? C10 N1 C2 C2 -171.37(11) . . . 8_575 ? B1 N1 C2 Cl2 -178.29(16) . . . . ? C10 N1 C2 Cl2 10.4(2) . . . . ? C2 N1 C10 C15 -89.75(19) . . . . ? B1 N1 C10 C15 101.2(2) . . . . ? C2 N1 C10 C11 88.87(19) . . . . ? B1 N1 C10 C11 -80.2(2) . . . . ? C15 C10 C11 C12 -0.2(2) . . . . ? N1 C10 C11 C12 -178.74(15) . . . . ? C15 C10 C11 C19 -179.81(16) . . . . ? N1 C10 C11 C19 1.6(2) . . . . ? C10 C11 C12 C13 0.1(3) . . . . ? C19 C11 C12 C13 179.71(18) . . . . ? C11 C12 C13 C14 -0.2(3) . . . . ? C12 C13 C14 C15 0.4(3) . . . . ? C13 C14 C15 C10 -0.5(3) . . . . ? C13 C14 C15 C16 179.41(18) . . . . ? C11 C10 C15 C14 0.4(2) . . . . ? N1 C10 C15 C14 178.94(15) . . . . ? C11 C10 C15 C16 -179.52(16) . . . . ? N1 C10 C15 C16 -1.0(2) . . . . ? C14 C15 C16 C17 77.5(3) . . . . ? C10 C15 C16 C17 -102.6(3) . . . . ? C14 C15 C16 C18 -55.3(3) . . . . ? C10 C15 C16 C18 124.6(2) . . . . ? C12 C11 C19 C21 -65.0(2) . . . . ? C10 C11 C19 C21 114.7(2) . . . . ? C12 C11 C19 C20 58.4(3) . . . . ? C10 C11 C19 C20 -122.0(2) . . . . ? #==END # CIF produced by WinGX routine CIF_UPDATE # Created on 2003-02-12 at 09:21:58 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : c:\chem\wingx\files\archive.dat # CIF files read : a dreduc sortav struct data_5a _database_code_depnum_ccdc_archive 'CCDC 658386' _audit_creation_date 2003-02-12T09:21:58-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C26 H36 Al1 Cl3 N2' _chemical_formula_sum 'C26 H36 Al Cl3 N2' _chemical_formula_weight 509.9 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.6140(15) _cell_length_b 12.6754(17) _cell_length_c 19.166(3) _cell_angle_alpha 90 _cell_angle_beta 108.712(5) _cell_angle_gamma 90 _cell_volume 2902.4(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 274125 _cell_measurement_theta_min 1.018 _cell_measurement_theta_max 27.485 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.167 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.362 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.8689 _exptl_absorpt_correction_T_max 0.915 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.318743E-1 _diffrn_orient_matrix_ub_12 0.72764E-1 _diffrn_orient_matrix_ub_13 -0.101597E-1 _diffrn_orient_matrix_ub_21 -0.773791E-1 _diffrn_orient_matrix_ub_22 -0.02985 _diffrn_orient_matrix_ub_23 -0.138915E-1 _diffrn_orient_matrix_ub_31 0.15379E-2 _diffrn_orient_matrix_ub_32 0.62028E-2 _diffrn_orient_matrix_ub_33 0.523309E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.1084 _diffrn_reflns_av_unetI/netI 0.1199 _diffrn_reflns_number 15175 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.21 _diffrn_reflns_theta_max 25.03 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.989 _reflns_number_total 5067 _reflns_number_gt 2547 _reflns_threshold_expression >2sigma(I) _diffrn_reflns_reduction_process ; Scaled and merged with SORTAV R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; 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^)+(0.0557P)^2^+3.7379P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 5067 _refine_ls_number_parameters 297 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1797 _refine_ls_R_factor_gt 0.0841 _refine_ls_wR_factor_ref 0.1925 _refine_ls_wR_factor_gt 0.1552 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.26 _refine_diff_density_min -0.252 _refine_diff_density_rms 0.055 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N -0.1323(3) 0.5760(3) 0.2507(2) 0.0493(10) Uani 1 d . . . N4 N -0.3993(4) 0.6543(4) 0.2515(3) 0.0679(13) Uani 1 d . . . Cl1 Cl -0.15758(12) 0.37729(11) 0.34645(8) 0.0686(4) Uani 1 d . . . Cl2 Cl 0.03984(11) 0.38770(10) 0.24981(9) 0.0701(5) Uani 1 d . . . Cl3 Cl -0.25207(12) 0.38105(14) 0.15138(9) 0.0838(5) Uani 1 d . . . Al1 Al -0.12262(12) 0.42071(12) 0.24943(10) 0.0545(5) Uani 1 d . . . C2 C -0.2183(4) 0.6306(4) 0.2501(3) 0.0543(13) Uani 1 d . . . H2 H -0.2114 0.7053 0.2497 0.065 Uiso 1 calc R . . C3 C -0.3240(4) 0.5886(4) 0.2498(3) 0.0558(14) Uani 1 d . . . H3 H -0.3372 0.5147 0.2485 0.067 Uiso 1 calc R . . C10 C -0.0330(4) 0.6386(4) 0.2527(4) 0.0564(14) Uani 1 d . . . C11 C 0.0416(5) 0.6643(5) 0.3214(4) 0.0690(17) Uani 1 d . . . C12 C 0.1311(6) 0.7279(6) 0.3202(6) 0.112(3) Uani 1 d . . . H12 H 0.1828 0.7505 0.3657 0.135 Uiso 1 calc R . . C13 C 0.1473(8) 0.7587(6) 0.2567(7) 0.126(4) Uani 1 d . . . H13 H 0.2109 0.7999 0.2582 0.152 Uiso 1 calc R . . C14 C 0.0726(8) 0.7305(6) 0.1910(6) 0.122(3) Uani 1 d . . . H14 H 0.0842 0.7543 0.147 0.146 Uiso 1 calc R . . C15 C -0.0204(5) 0.6681(5) 0.1857(4) 0.079(2) Uani 1 d . . . C16 C -0.1006(6) 0.6316(8) 0.1114(4) 0.116(3) Uani 1 d . . . H16 H -0.1588 0.5859 0.1214 0.139 Uiso 1 calc R . . C17 C -0.1611(9) 0.7238(10) 0.0631(5) 0.212(7) Uani 1 d . . . H17A H -0.2189 0.7516 0.0822 0.318 Uiso 1 calc R . . H17B H -0.1961 0.6991 0.0124 0.318 Uiso 1 calc R . . H17C H -0.1071 0.7797 0.0637 0.318 Uiso 1 calc R . . C18 C -0.0390(6) 0.5647(7) 0.0703(4) 0.123(3) Uani 1 d . . . H18A H 0.0176 0.608 0.0588 0.184 Uiso 1 calc R . . H18B H -0.0926 0.5382 0.0245 0.184 Uiso 1 calc R . . H18C H -0.0025 0.5051 0.1013 0.184 Uiso 1 calc R . . C19 C 0.0283(5) 0.6273(6) 0.3932(4) 0.084(2) Uani 1 d . . . H19 H -0.041 0.5831 0.381 0.101 Uiso 1 calc R . . C20 C 0.0148(7) 0.7173(7) 0.4426(4) 0.138(4) Uani 1 d . . . H20A H 0.0789 0.7651 0.4524 0.207 Uiso 1 calc R . . H20B H 0.011 0.6884 0.4892 0.207 Uiso 1 calc R . . H20C H -0.0543 0.7561 0.4178 0.207 Uiso 1 calc R . . C21 C 0.1264(6) 0.5584(6) 0.4363(4) 0.106(2) Uani 1 d . . . H21A H 0.1323 0.4976 0.4062 0.159 Uiso 1 calc R . . H21B H 0.1144 0.5337 0.4816 0.159 Uiso 1 calc R . . H21C H 0.1958 0.5996 0.4488 0.159 Uiso 1 calc R . . C40 C -0.5046(5) 0.6134(4) 0.2532(4) 0.0686(17) Uani 1 d . . . C41 C -0.5899(5) 0.5967(5) 0.1881(5) 0.090(2) Uani 1 d . . . C42 C -0.6897(6) 0.5561(7) 0.1929(6) 0.121(3) Uani 1 d . . . H42 H -0.7486 0.5402 0.1488 0.145 Uiso 1 calc R . . C43 C -0.7053(7) 0.5388(6) 0.2584(7) 0.121(4) Uani 1 d . . . H43 H -0.7741 0.5103 0.2601 0.145 Uiso 1 calc R . . C44 C -0.6218(7) 0.5623(7) 0.3226(6) 0.122(3) Uani 1 d . . . H44 H -0.6344 0.5514 0.3684 0.147 Uiso 1 calc R . . C45 C -0.5189(5) 0.6019(5) 0.3224(4) 0.088(2) Uani 1 d . . . C46 C -0.4291(7) 0.6385(9) 0.3935(5) 0.135(4) Uani 1 d . . . H46 H -0.3718 0.6794 0.3789 0.162 Uiso 1 calc R . . C47 C -0.4741(8) 0.7091(9) 0.4399(5) 0.157(4) Uani 1 d . . . H47A H -0.5266 0.6695 0.4581 0.235 Uiso 1 calc R . . H47B H -0.513 0.769 0.4103 0.235 Uiso 1 calc R . . H47C H -0.4122 0.7351 0.4818 0.235 Uiso 1 calc R . . C48 C -0.3712(11) 0.5442(13) 0.4374(6) 0.259(8) Uani 1 d . . . H48A H -0.3895 0.5398 0.4833 0.388 Uiso 1 calc R . . H48B H -0.2901 0.5516 0.4489 0.388 Uiso 1 calc R . . H48C H -0.3964 0.4798 0.4085 0.388 Uiso 1 calc R . . C49 C -0.5746(6) 0.6286(9) 0.1131(5) 0.139(4) Uani 1 d . . . H49 H -0.502 0.6671 0.1231 0.167 Uiso 1 calc R . . C50 C -0.6682(8) 0.6983(8) 0.0681(5) 0.149(4) Uani 1 d . . . H50A H -0.6517 0.7226 0.0241 0.223 Uiso 1 calc R . . H50B H -0.6753 0.7593 0.0977 0.223 Uiso 1 calc R . . H50C H -0.7384 0.6583 0.0532 0.223 Uiso 1 calc R . . C51 C -0.5703(9) 0.5269(11) 0.0704(6) 0.230(7) Uani 1 d . . . H51A H -0.643 0.4913 0.0572 0.346 Uiso 1 calc R . . H51B H -0.5122 0.4801 0.1012 0.346 Uiso 1 calc R . . H51C H -0.553 0.5445 0.0254 0.346 Uiso 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.039(2) 0.056(3) 0.052(3) 0.004(2) 0.0134(19) 0.004(2) N4 0.048(3) 0.062(3) 0.097(4) 0.004(3) 0.028(3) 0.007(2) Cl1 0.0746(9) 0.0573(9) 0.0790(11) 0.0058(8) 0.0317(8) -0.0007(8) Cl2 0.0473(7) 0.0451(8) 0.1249(13) -0.0038(9) 0.0375(8) -0.0010(7) Cl3 0.0646(9) 0.1030(13) 0.0769(11) -0.0329(10) 0.0132(8) -0.0079(9) Al1 0.0408(8) 0.0547(10) 0.0688(11) -0.0083(9) 0.0188(8) -0.0035(8) C2 0.047(3) 0.065(3) 0.052(3) 0.008(3) 0.016(3) 0.012(3) C3 0.046(3) 0.063(4) 0.057(3) 0.005(3) 0.014(3) 0.007(3) C10 0.044(3) 0.043(3) 0.084(4) 0.010(3) 0.024(3) 0.013(3) C11 0.056(4) 0.055(4) 0.098(5) -0.019(4) 0.028(4) -0.005(3) C12 0.079(5) 0.071(5) 0.196(10) -0.047(6) 0.058(6) -0.030(4) C13 0.099(7) 0.060(5) 0.252(14) -0.008(7) 0.100(8) -0.021(5) C14 0.111(7) 0.075(6) 0.210(11) 0.061(7) 0.096(7) 0.019(5) C15 0.071(4) 0.077(4) 0.104(6) 0.043(4) 0.048(4) 0.021(4) C16 0.075(4) 0.206(10) 0.075(5) 0.052(6) 0.036(4) 0.032(6) C17 0.212(10) 0.329(16) 0.129(8) 0.132(10) 0.103(8) 0.201(11) C18 0.101(6) 0.173(8) 0.096(6) 0.040(6) 0.034(5) 0.033(6) C19 0.059(4) 0.102(5) 0.081(5) -0.035(4) 0.007(3) -0.005(4) C20 0.119(6) 0.174(9) 0.097(6) -0.047(6) 0.000(5) 0.064(6) C21 0.100(5) 0.102(6) 0.103(6) -0.028(5) 0.016(5) 0.017(5) C40 0.049(3) 0.053(3) 0.109(5) 0.001(4) 0.033(4) 0.007(3) C41 0.064(4) 0.088(5) 0.125(6) -0.048(5) 0.041(4) -0.011(4) C42 0.072(5) 0.113(6) 0.190(10) -0.072(7) 0.060(6) -0.029(5) C43 0.079(6) 0.061(4) 0.249(13) -0.012(6) 0.088(8) -0.009(4) C44 0.073(5) 0.111(7) 0.208(10) 0.063(7) 0.079(6) 0.015(5) C45 0.062(4) 0.097(5) 0.110(6) 0.034(5) 0.036(4) 0.011(4) C46 0.076(5) 0.241(12) 0.095(6) 0.065(7) 0.036(5) 0.022(7) C47 0.130(8) 0.233(12) 0.111(8) 0.026(8) 0.043(6) -0.014(8) C48 0.238(14) 0.41(2) 0.151(10) 0.103(13) 0.090(10) 0.206(15) C49 0.058(4) 0.241(12) 0.112(7) -0.082(8) 0.020(5) -0.018(6) C50 0.138(8) 0.170(10) 0.149(9) -0.059(7) 0.062(7) -0.048(8) C51 0.180(10) 0.329(18) 0.154(10) -0.113(11) 0.015(8) 0.109(11) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C2 1.284(6) . ? N1 C10 1.472(6) . ? N1 Al1 1.973(4) . ? N4 C3 1.272(6) . ? N4 C40 1.436(7) . ? Cl1 Al1 2.117(2) . ? Cl2 Al1 2.0893(19) . ? Cl3 Al1 2.117(2) . ? C2 C3 1.435(7) . ? C2 H2 0.95 . ? C3 H3 0.95 . ? C10 C11 1.389(8) . ? C10 C15 1.394(8) . ? C11 C12 1.394(9) . ? C11 C19 1.514(9) . ? C12 C13 1.355(12) . ? C12 H12 0.95 . ? C13 C14 1.357(12) . ? C13 H13 0.95 . ? C14 C15 1.392(10) . ? C14 H14 0.95 . ? C15 C16 1.530(10) . ? C16 C18 1.529(10) . ? C16 C17 1.534(10) . ? C16 H16 1 . ? C17 H17A 0.98 . ? C17 H17B 0.98 . ? C17 H17C 0.98 . ? C18 H18A 0.98 . ? C18 H18B 0.98 . ? C18 H18C 0.98 . ? C19 C21 1.524(9) . ? C19 C20 1.525(9) . ? C19 H19 1 . ? C20 H20A 0.98 . ? C20 H20B 0.98 . ? C20 H20C 0.98 . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? C40 C41 1.377(9) . ? C40 C45 1.402(8) . ? C41 C42 1.391(9) . ? C41 C49 1.563(11) . ? C42 C43 1.351(12) . ? C42 H42 0.95 . ? C43 C44 1.371(12) . ? C43 H43 0.95 . ? C44 C45 1.392(9) . ? C44 H44 0.95 . ? C45 C46 1.538(11) . ? C46 C47 1.497(12) . ? C46 C48 1.509(13) . ? C46 H46 1 . ? C47 H47A 0.98 . ? C47 H47B 0.98 . ? C47 H47C 0.98 . ? C48 H48A 0.98 . ? C48 H48B 0.98 . ? C48 H48C 0.98 . ? C49 C50 1.504(12) . ? C49 C51 1.538(13) . ? C49 H49 1 . ? C50 H50A 0.98 . ? C50 H50B 0.98 . ? C50 H50C 0.98 . ? C51 H51A 0.98 . ? C51 H51B 0.98 . ? C51 H51C 0.98 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 C10 114.8(4) . . ? C2 N1 Al1 126.4(4) . . ? C10 N1 Al1 118.8(3) . . ? C3 N4 C40 117.9(5) . . ? N1 Al1 Cl2 105.32(13) . . ? N1 Al1 Cl1 102.54(14) . . ? Cl2 Al1 Cl1 115.17(10) . . ? N1 Al1 Cl3 102.42(14) . . ? Cl2 Al1 Cl3 115.59(9) . . ? Cl1 Al1 Cl3 113.54(9) . . ? N1 C2 C3 125.6(5) . . ? N1 C2 H2 117.2 . . ? C3 C2 H2 117.2 . . ? N4 C3 C2 117.2(5) . . ? N4 C3 H3 121.4 . . ? C2 C3 H3 121.4 . . ? C11 C10 C15 124.5(6) . . ? C11 C10 N1 117.5(5) . . ? C15 C10 N1 118.0(5) . . ? C10 C11 C12 115.3(7) . . ? C10 C11 C19 123.4(5) . . ? C12 C11 C19 121.3(7) . . ? C13 C12 C11 122.5(8) . . ? C13 C12 H12 118.8 . . ? C11 C12 H12 118.8 . . ? C12 C13 C14 119.9(8) . . ? C12 C13 H13 120 . . ? C14 C13 H13 120 . . ? C13 C14 C15 122.4(9) . . ? C13 C14 H14 118.8 . . ? C15 C14 H14 118.8 . . ? C14 C15 C10 115.4(7) . . ? C14 C15 C16 122.0(7) . . ? C10 C15 C16 122.6(6) . . ? C18 C16 C15 110.7(6) . . ? C18 C16 C17 110.4(6) . . ? C15 C16 C17 112.6(9) . . ? C18 C16 H16 107.7 . . ? C15 C16 H16 107.7 . . ? C17 C16 H16 107.7 . . ? 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 . . ? C11 C19 C21 111.2(5) . . ? C11 C19 C20 113.5(6) . . ? C21 C19 C20 109.0(5) . . ? C11 C19 H19 107.6 . . ? C21 C19 H19 107.6 . . ? C20 C19 H19 107.6 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C41 C40 C45 122.7(6) . . ? C41 C40 N4 119.6(6) . . ? C45 C40 N4 117.4(6) . . ? C40 C41 C42 117.2(8) . . ? C40 C41 C49 120.2(6) . . ? C42 C41 C49 122.5(8) . . ? C43 C42 C41 121.8(9) . . ? C43 C42 H42 119.1 . . ? C41 C42 H42 119.1 . . ? C42 C43 C44 120.0(8) . . ? C42 C43 H43 120 . . ? C44 C43 H43 120 . . ? C43 C44 C45 121.6(9) . . ? C43 C44 H44 119.2 . . ? C45 C44 H44 119.2 . . ? C44 C45 C40 116.4(7) . . ? C44 C45 C46 121.8(8) . . ? C40 C45 C46 121.6(6) . . ? C47 C46 C48 110.5(8) . . ? C47 C46 C45 113.3(7) . . ? C48 C46 C45 110.0(11) . . ? C47 C46 H46 107.6 . . ? C48 C46 H46 107.6 . . ? C45 C46 H46 107.6 . . ? 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 . . ? C46 C48 H48A 109.5 . . ? C46 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C46 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C50 C49 C51 110.0(7) . . ? C50 C49 C41 111.9(7) . . ? C51 C49 C41 108.0(10) . . ? C50 C49 H49 109 . . ? C51 C49 H49 109 . . ? C41 C49 H49 109 . . ? C49 C50 H50A 109.5 . . ? C49 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C49 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C49 C51 H51A 109.5 . . ? C49 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C49 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 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 C2 N1 Al1 Cl2 179.2(4) . . . . ? C10 N1 Al1 Cl2 -0.8(4) . . . . ? C2 N1 Al1 Cl1 -60.0(4) . . . . ? C10 N1 Al1 Cl1 120.1(4) . . . . ? C2 N1 Al1 Cl3 57.9(4) . . . . ? C10 N1 Al1 Cl3 -122.0(4) . . . . ? C10 N1 C2 C3 -178.6(5) . . . . ? Al1 N1 C2 C3 1.5(7) . . . . ? C40 N4 C3 C2 -178.5(5) . . . . ? N1 C2 C3 N4 177.8(5) . . . . ? C2 N1 C10 C11 90.2(6) . . . . ? Al1 N1 C10 C11 -89.8(5) . . . . ? C2 N1 C10 C15 -89.6(6) . . . . ? Al1 N1 C10 C15 90.4(5) . . . . ? C15 C10 C11 C12 2.9(8) . . . . ? N1 C10 C11 C12 -176.9(5) . . . . ? C15 C10 C11 C19 -177.4(5) . . . . ? N1 C10 C11 C19 2.8(8) . . . . ? C10 C11 C12 C13 -2.9(10) . . . . ? C19 C11 C12 C13 177.4(7) . . . . ? C11 C12 C13 C14 2.4(13) . . . . ? C12 C13 C14 C15 -1.6(14) . . . . ? C13 C14 C15 C10 1.5(11) . . . . ? C13 C14 C15 C16 -176.4(8) . . . . ? C11 C10 C15 C14 -2.2(9) . . . . ? N1 C10 C15 C14 177.6(5) . . . . ? C11 C10 C15 C16 175.7(6) . . . . ? N1 C10 C15 C16 -4.5(8) . . . . ? C14 C15 C16 C18 60.4(9) . . . . ? C10 C15 C16 C18 -117.3(7) . . . . ? C14 C15 C16 C17 -63.6(9) . . . . ? C10 C15 C16 C17 118.6(7) . . . . ? C10 C11 C19 C21 118.0(6) . . . . ? C12 C11 C19 C21 -62.3(8) . . . . ? C10 C11 C19 C20 -118.6(6) . . . . ? C12 C11 C19 C20 61.1(8) . . . . ? C3 N4 C40 C41 -91.4(7) . . . . ? C3 N4 C40 C45 94.8(7) . . . . ? C45 C40 C41 C42 -7.0(10) . . . . ? N4 C40 C41 C42 179.5(6) . . . . ? C45 C40 C41 C49 169.9(7) . . . . ? N4 C40 C41 C49 -3.6(10) . . . . ? C40 C41 C42 C43 3.5(11) . . . . ? C49 C41 C42 C43 -173.3(8) . . . . ? C41 C42 C43 C44 0.7(13) . . . . ? C42 C43 C44 C45 -1.6(13) . . . . ? C43 C44 C45 C40 -1.7(11) . . . . ? C43 C44 C45 C46 174.0(8) . . . . ? C41 C40 C45 C44 6.1(10) . . . . ? N4 C40 C45 C44 179.8(6) . . . . ? C41 C40 C45 C46 -169.6(7) . . . . ? N4 C40 C45 C46 4.1(9) . . . . ? C44 C45 C46 C47 -47.4(11) . . . . ? C40 C45 C46 C47 128.0(8) . . . . ? C44 C45 C46 C48 76.8(10) . . . . ? C40 C45 C46 C48 -107.8(8) . . . . ? C40 C41 C49 C50 -127.0(7) . . . . ? C42 C41 C49 C50 49.7(11) . . . . ? C40 C41 C49 C51 111.7(8) . . . . ? C42 C41 C49 C51 -71.6(9) . . . . ? #==END # CIF produced by WinGX routine CIF_UPDATE # Created on 2002-07-19 at 18:22:24 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : c:\chem\wingx\files\archive.dat # CIF files read : a dreduc struct sortav data_5b _database_code_depnum_ccdc_archive 'CCDC 658387' _audit_creation_date 2002-07-19T18:22:24-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C26 H36 Al1 Cl3 N2' _chemical_formula_sum 'C26 H36 Al Cl3 N2' _chemical_formula_weight 509.9 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 10.7200(3) _cell_length_b 13.5827(4) _cell_length_c 19.0756(8) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2777.53(16) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 10071 _cell_measurement_theta_min 1.018 _cell_measurement_theta_max 27.878 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour Orange _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.219 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.378 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.8636 _exptl_absorpt_correction_T_max 0.9115 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.28476E-1 _diffrn_orient_matrix_ub_12 0.15937E-1 _diffrn_orient_matrix_ub_13 0.486139E-1 _diffrn_orient_matrix_ub_21 -0.884802E-1 _diffrn_orient_matrix_ub_22 -0.114535E-1 _diffrn_orient_matrix_ub_23 -0.144644E-1 _diffrn_orient_matrix_ub_31 0.78861E-2 _diffrn_orient_matrix_ub_32 -0.70959E-1 _diffrn_orient_matrix_ub_33 0.132531E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0691 _diffrn_reflns_av_unetI/netI 0.1197 _diffrn_reflns_number 15122 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.995 _reflns_number_total 6136 _reflns_number_gt 3872 _reflns_threshold_expression >2sigma(I) _diffrn_reflns_reduction_process ; Scaled and merged with SORTAV R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; 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^)+(0.0234P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 6136 _refine_ls_number_parameters 433 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1142 _refine_ls_R_factor_gt 0.0504 _refine_ls_wR_factor_ref 0.0871 _refine_ls_wR_factor_gt 0.0731 _refine_ls_goodness_of_fit_ref 0.99 _refine_ls_restrained_S_all 0.99 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.05(6) _refine_diff_density_max 0.265 _refine_diff_density_min -0.25 _refine_diff_density_rms 0.057 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.15933(7) 0.48160(6) 0.47926(4) 0.0409(2) Uani 1 d . . . Cl2 Cl 0.47053(7) 0.53819(7) 0.43711(5) 0.0464(2) Uani 1 d . . . Cl3 Cl 0.22492(8) 0.60912(6) 0.32367(5) 0.0443(2) Uani 1 d . . . Al1 Al 0.29070(7) 0.50873(6) 0.39887(5) 0.0283(2) Uani 1 d . . . N1 N 0.30716(19) 0.38321(17) 0.34853(12) 0.0234(6) Uani 1 d . . . N4 N 0.1126(2) 0.21399(19) 0.25854(14) 0.0303(6) Uani 1 d . . . C2 C 0.2123(3) 0.3414(2) 0.32003(16) 0.0248(7) Uani 1 d . . . C3 C 0.2140(3) 0.2482(2) 0.28119(16) 0.0263(7) Uani 1 d . . . C10 C 0.4306(2) 0.3357(2) 0.34119(15) 0.0236(7) Uani 1 d . . . C11 C 0.5005(3) 0.3545(3) 0.28182(17) 0.0355(8) Uani 1 d . . . C12 C 0.6156(3) 0.3062(3) 0.2772(2) 0.0386(9) Uani 1 d . . . C13 C 0.6573(3) 0.2453(2) 0.32977(19) 0.0372(9) Uani 1 d . . . C14 C 0.5871(3) 0.2318(2) 0.3892(2) 0.0332(8) Uani 1 d . . . C15 C 0.4710(2) 0.2778(2) 0.39700(16) 0.0286(7) Uani 1 d . . . C16 C 0.3944(3) 0.2622(2) 0.46327(18) 0.0337(8) Uani 1 d . . . C17 C 0.4711(4) 0.2772(3) 0.5293(2) 0.0410(9) Uani 1 d . . . C18 C 0.3333(4) 0.1612(3) 0.4632(2) 0.0447(10) Uani 1 d . . . C19 C 0.4617(3) 0.4269(3) 0.2250(2) 0.0587(13) Uani 1 d . . . C20 C 0.4745(6) 0.3823(6) 0.1517(3) 0.093(2) Uani 1 d . . . C21 C 0.5386(4) 0.5219(4) 0.2320(3) 0.0673(13) Uani 1 d . . . C40 C 0.1178(2) 0.1214(2) 0.22180(17) 0.0272(7) Uani 1 d . . . C41 C 0.1428(2) 0.1209(2) 0.14912(17) 0.0303(7) Uani 1 d . . . C42 C 0.1453(3) 0.0297(3) 0.11620(18) 0.0352(8) Uani 1 d . . . C43 C 0.1240(3) -0.0558(3) 0.1522(2) 0.0360(9) Uani 1 d . . . C44 C 0.0946(3) -0.0532(2) 0.22269(19) 0.0307(8) Uani 1 d . . . C45 C 0.0906(2) 0.0352(2) 0.25895(16) 0.0285(7) Uani 1 d . . . C46 C 0.0558(3) 0.0353(3) 0.33593(17) 0.0336(8) Uani 1 d . . . C47 C 0.1434(3) -0.0281(3) 0.3802(2) 0.0452(9) Uani 1 d . . . C48 C -0.0799(3) 0.0028(3) 0.3460(2) 0.0453(10) Uani 1 d . . . C49 C 0.1549(3) 0.2150(2) 0.10688(19) 0.0360(8) Uani 1 d . . . C50 C 0.2554(5) 0.2095(4) 0.0498(3) 0.0758(16) Uani 1 d . . . C51 C 0.0310(4) 0.2394(4) 0.0736(3) 0.0664(14) Uani 1 d . . . H2 H 0.136(2) 0.375(2) 0.3260(14) 0.031(8) Uiso 1 d . . . H3 H 0.293(2) 0.211(2) 0.2751(14) 0.023(7) Uiso 1 d . . . H12 H 0.661(2) 0.312(2) 0.2365(18) 0.038(9) Uiso 1 d . . . H13 H 0.734(3) 0.213(2) 0.3235(18) 0.051(10) Uiso 1 d . . . H14 H 0.610(2) 0.190(2) 0.4244(17) 0.035(10) Uiso 1 d . . . H16 H 0.329(2) 0.315(2) 0.4630(16) 0.043(9) Uiso 1 d . . . H17A H 0.406(3) 0.279(2) 0.5691(18) 0.044(9) Uiso 1 d . . . H17B H 0.509(3) 0.337(3) 0.5280(18) 0.054(11) Uiso 1 d . . . H17C H 0.538(3) 0.223(3) 0.5328(18) 0.057(11) Uiso 1 d . . . H18A H 0.401(3) 0.105(2) 0.4645(15) 0.038(9) Uiso 1 d . . . H18B H 0.282(3) 0.152(3) 0.500(2) 0.063(12) Uiso 1 d . . . H18C H 0.274(3) 0.151(3) 0.422(2) 0.071(12) Uiso 1 d . . . H19 H 0.373(3) 0.444(3) 0.2308(19) 0.065(11) Uiso 1 d . . . H20A H 0.573(4) 0.372(3) 0.136(2) 0.094(14) Uiso 1 d . . . H20B H 0.445(4) 0.431(4) 0.118(3) 0.113(19) Uiso 1 d . . . H20C H 0.423(4) 0.326(3) 0.147(2) 0.092(18) Uiso 1 d . . . H21A H 0.510(3) 0.566(3) 0.194(2) 0.058(11) Uiso 1 d . . . H21B H 0.631(3) 0.505(3) 0.2277(18) 0.063(11) Uiso 1 d . . . H21C H 0.532(4) 0.548(4) 0.277(3) 0.096(18) Uiso 1 d . . . H42 H 0.167(2) 0.031(2) 0.0656(16) 0.031(8) Uiso 1 d . . . H43 H 0.133(3) -0.114(2) 0.1290(17) 0.043(10) Uiso 1 d . . . H44 H 0.083(2) -0.111(2) 0.2469(15) 0.018(8) Uiso 1 d . . . H46 H 0.066(2) 0.100(2) 0.3500(15) 0.035(9) Uiso 1 d . . . H47A H 0.118(2) -0.027(2) 0.4302(18) 0.046(9) Uiso 1 d . . . H47B H 0.132(2) -0.094(2) 0.3656(15) 0.027(9) Uiso 1 d . . . H47C H 0.237(3) -0.008(2) 0.3734(15) 0.043(8) Uiso 1 d . . . H48A H -0.103(2) 0.005(2) 0.3970(16) 0.031(8) Uiso 1 d . . . H48B H -0.136(3) 0.045(3) 0.3215(18) 0.052(10) Uiso 1 d . . . H48C H -0.091(3) -0.075(3) 0.3270(18) 0.055(10) Uiso 1 d . . . H49 H 0.186(2) 0.266(2) 0.1362(15) 0.030(9) Uiso 1 d . . . H50B H 0.227(6) 0.154(5) 0.009(4) 0.20(3) Uiso 1 d . . . H50A H 0.334(4) 0.181(3) 0.070(2) 0.091(15) Uiso 1 d . . . H50C H 0.272(3) 0.272(3) 0.029(2) 0.075(13) Uiso 1 d . . . H51A H 0.033(4) 0.300(3) 0.053(2) 0.078(14) Uiso 1 d . . . H51B H 0.017(3) 0.190(3) 0.044(2) 0.060(15) Uiso 1 d . . . H51C H -0.046(5) 0.237(4) 0.113(3) 0.130(19) Uiso 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 Cl1 0.0518(4) 0.0345(5) 0.0363(5) 0.0002(4) 0.0140(4) -0.0008(4) Cl2 0.0420(4) 0.0441(5) 0.0530(6) -0.0111(5) -0.0122(4) -0.0098(4) Cl3 0.0559(5) 0.0359(5) 0.0413(6) 0.0097(4) 0.0015(4) 0.0057(4) Al1 0.0319(4) 0.0246(5) 0.0284(5) -0.0010(4) -0.0009(4) -0.0034(4) N1 0.0240(12) 0.0264(14) 0.0199(14) 0.0018(12) -0.0009(11) -0.0001(10) N4 0.0274(12) 0.0279(15) 0.0356(17) -0.0040(14) 0.0009(12) -0.0019(11) C2 0.0253(15) 0.0240(16) 0.0252(18) 0.0057(15) 0.0005(15) 0.0008(14) C3 0.0255(15) 0.0252(17) 0.0284(19) -0.0003(14) -0.0020(15) 0.0034(14) C10 0.0232(14) 0.0249(16) 0.0228(18) -0.0018(15) -0.0052(14) -0.0007(12) C11 0.0313(17) 0.048(2) 0.027(2) 0.0041(17) 0.0016(15) -0.0001(14) C12 0.0297(17) 0.055(2) 0.030(2) -0.001(2) 0.0030(17) -0.0024(15) C13 0.0310(17) 0.038(2) 0.042(2) -0.0073(18) -0.0054(18) 0.0047(16) C14 0.0375(18) 0.026(2) 0.036(2) 0.0000(18) -0.0044(18) 0.0040(14) C15 0.0332(15) 0.0219(17) 0.031(2) -0.0021(16) -0.0036(16) -0.0003(13) C16 0.0377(17) 0.031(2) 0.032(2) 0.0074(17) 0.0028(16) 0.0055(16) C17 0.055(2) 0.041(2) 0.027(2) -0.0010(19) -0.004(2) -0.007(2) C18 0.042(2) 0.051(2) 0.041(3) 0.006(2) -0.005(2) -0.011(2) C19 0.0339(19) 0.100(4) 0.042(3) 0.031(2) 0.0066(19) 0.011(2) C20 0.079(3) 0.166(6) 0.035(3) 0.029(4) -0.012(3) -0.025(4) C21 0.070(3) 0.068(3) 0.064(3) 0.037(3) 0.023(3) 0.018(3) C40 0.0236(14) 0.0237(18) 0.034(2) -0.0031(17) -0.0033(14) -0.0002(12) C41 0.0321(16) 0.0260(19) 0.033(2) -0.0018(17) 0.0044(15) -0.0008(14) C42 0.0464(18) 0.032(2) 0.028(2) -0.0051(18) -0.0019(16) 0.0037(15) C43 0.0421(19) 0.025(2) 0.041(3) -0.0061(19) -0.0067(17) 0.0029(14) C44 0.0330(16) 0.025(2) 0.034(2) 0.0034(18) -0.0052(16) -0.0007(14) C45 0.0279(14) 0.0261(18) 0.032(2) -0.0033(17) -0.0046(14) -0.0005(13) C46 0.0418(17) 0.0270(19) 0.032(2) -0.0004(17) 0.0030(15) -0.0031(15) C47 0.049(2) 0.053(3) 0.034(2) 0.005(2) -0.0008(18) 0.002(2) C48 0.0380(18) 0.056(3) 0.042(2) 0.010(2) 0.0082(19) 0.0018(18) C49 0.0440(18) 0.0274(19) 0.037(2) 0.0011(18) 0.0014(18) -0.0014(15) C50 0.071(3) 0.055(3) 0.101(4) 0.034(3) 0.050(3) 0.014(2) C51 0.060(3) 0.046(3) 0.093(4) 0.032(3) -0.008(3) -0.002(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl1 Al1 2.1144(11) . ? Cl2 Al1 2.0996(10) . ? Cl3 Al1 2.1010(12) . ? Al1 N1 1.965(2) . ? N1 C2 1.285(3) . ? N1 C10 1.479(3) . ? N4 C3 1.259(3) . ? N4 C40 1.441(4) . ? C2 C3 1.467(4) . ? C10 C11 1.382(4) . ? C10 C15 1.393(4) . ? C11 C12 1.400(4) . ? C11 C19 1.521(5) . ? C12 C13 1.374(5) . ? C13 C14 1.374(5) . ? C14 C15 1.400(4) . ? C15 C16 1.523(4) . ? C16 C17 1.518(5) . ? C16 C18 1.520(5) . ? C19 C20 1.531(7) . ? C19 C21 1.537(6) . ? C40 C45 1.399(4) . ? C40 C41 1.412(4) . ? C41 C42 1.389(4) . ? C41 C49 1.517(4) . ? C42 C43 1.368(5) . ? C43 C44 1.381(5) . ? C44 C45 1.386(4) . ? C45 C46 1.515(4) . ? C46 C47 1.528(5) . ? C46 C48 1.532(4) . ? C49 C51 1.509(5) . ? C49 C50 1.534(5) . ? 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 Cl2 104.64(8) . . ? N1 Al1 Cl3 105.05(8) . . ? Cl2 Al1 Cl3 114.94(5) . . ? N1 Al1 Cl1 105.26(8) . . ? Cl2 Al1 Cl1 113.13(5) . . ? Cl3 Al1 Cl1 112.63(5) . . ? C2 N1 C10 118.4(2) . . ? C2 N1 Al1 121.24(19) . . ? C10 N1 Al1 120.36(17) . . ? C3 N4 C40 117.1(2) . . ? N1 C2 C3 125.7(3) . . ? N4 C3 C2 118.7(3) . . ? C11 C10 C15 124.2(3) . . ? C11 C10 N1 118.8(3) . . ? C15 C10 N1 116.9(2) . . ? C10 C11 C12 116.3(3) . . ? C10 C11 C19 123.7(3) . . ? C12 C11 C19 120.0(3) . . ? C13 C12 C11 121.6(3) . . ? C14 C13 C12 120.3(3) . . ? C13 C14 C15 121.0(3) . . ? C10 C15 C14 116.6(3) . . ? C10 C15 C16 123.0(2) . . ? C14 C15 C16 120.4(3) . . ? C17 C16 C18 110.8(3) . . ? C17 C16 C15 112.2(3) . . ? C18 C16 C15 110.9(3) . . ? C11 C19 C20 111.8(4) . . ? C11 C19 C21 109.5(3) . . ? C20 C19 C21 111.3(4) . . ? C45 C40 C41 122.2(3) . . ? C45 C40 N4 118.4(3) . . ? C41 C40 N4 119.3(3) . . ? C42 C41 C40 116.8(3) . . ? C42 C41 C49 120.7(3) . . ? C40 C41 C49 122.3(3) . . ? C43 C42 C41 121.8(3) . . ? C42 C43 C44 120.3(3) . . ? C43 C44 C45 121.0(3) . . ? C44 C45 C40 117.7(3) . . ? C44 C45 C46 119.5(3) . . ? C40 C45 C46 122.8(3) . . ? C45 C46 C47 112.5(3) . . ? C45 C46 C48 110.8(3) . . ? C47 C46 C48 110.6(3) . . ? C51 C49 C41 109.4(3) . . ? C51 C49 C50 109.3(4) . . ? C41 C49 C50 113.3(3) . . ? 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 Cl2 Al1 N1 C2 177.7(2) . . . . ? Cl3 Al1 N1 C2 -60.8(2) . . . . ? Cl1 Al1 N1 C2 58.3(2) . . . . ? Cl2 Al1 N1 C10 -3.7(2) . . . . ? Cl3 Al1 N1 C10 117.7(2) . . . . ? Cl1 Al1 N1 C10 -123.17(19) . . . . ? C10 N1 C2 C3 1.2(4) . . . . ? Al1 N1 C2 C3 179.8(2) . . . . ? C40 N4 C3 C2 -178.9(3) . . . . ? N1 C2 C3 N4 177.1(3) . . . . ? C2 N1 C10 C11 85.1(3) . . . . ? Al1 N1 C10 C11 -93.5(3) . . . . ? C2 N1 C10 C15 -97.7(3) . . . . ? Al1 N1 C10 C15 83.7(3) . . . . ? C15 C10 C11 C12 4.1(5) . . . . ? N1 C10 C11 C12 -179.0(3) . . . . ? C15 C10 C11 C19 -172.8(3) . . . . ? N1 C10 C11 C19 4.1(5) . . . . ? C10 C11 C12 C13 -1.4(5) . . . . ? C19 C11 C12 C13 175.6(3) . . . . ? C11 C12 C13 C14 -1.2(5) . . . . ? C12 C13 C14 C15 1.3(5) . . . . ? C11 C10 C15 C14 -4.0(4) . . . . ? N1 C10 C15 C14 179.0(2) . . . . ? C11 C10 C15 C16 177.1(3) . . . . ? N1 C10 C15 C16 0.1(4) . . . . ? C13 C14 C15 C10 1.1(4) . . . . ? C13 C14 C15 C16 -179.9(3) . . . . ? C10 C15 C16 C17 -132.2(3) . . . . ? C14 C15 C16 C17 48.9(4) . . . . ? C10 C15 C16 C18 103.3(4) . . . . ? C14 C15 C16 C18 -75.6(4) . . . . ? C10 C11 C19 C20 -132.2(4) . . . . ? C12 C11 C19 C20 50.9(5) . . . . ? C10 C11 C19 C21 104.0(4) . . . . ? C12 C11 C19 C21 -72.8(5) . . . . ? C3 N4 C40 C45 97.2(3) . . . . ? C3 N4 C40 C41 -86.4(3) . . . . ? C45 C40 C41 C42 -3.1(4) . . . . ? N4 C40 C41 C42 -179.2(2) . . . . ? C45 C40 C41 C49 171.5(2) . . . . ? N4 C40 C41 C49 -4.7(4) . . . . ? C40 C41 C42 C43 0.3(4) . . . . ? C49 C41 C42 C43 -174.4(3) . . . . ? C41 C42 C43 C44 2.4(5) . . . . ? C42 C43 C44 C45 -2.4(5) . . . . ? C43 C44 C45 C40 -0.3(4) . . . . ? C43 C44 C45 C46 178.9(3) . . . . ? C41 C40 C45 C44 3.1(4) . . . . ? N4 C40 C45 C44 179.3(2) . . . . ? C41 C40 C45 C46 -176.1(3) . . . . ? N4 C40 C45 C46 0.1(4) . . . . ? C44 C45 C46 C47 58.5(4) . . . . ? C40 C45 C46 C47 -122.3(3) . . . . ? C44 C45 C46 C48 -65.9(4) . . . . ? C40 C45 C46 C48 113.3(3) . . . . ? C42 C41 C49 C51 79.5(4) . . . . ? C40 C41 C49 C51 -94.9(4) . . . . ? C42 C41 C49 C50 -42.7(5) . . . . ? C40 C41 C49 C50 142.9(4) . . . . ? #==END # CIF produced by WinGX routine CIF_UPDATE # Created on 2003-02-11 at 15:23:35 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : c:\chem\wingx\files\archive.dat # CIF files read : a dreduc sortav struct data_6 _database_code_depnum_ccdc_archive 'CCDC 658388' _audit_creation_date 2003-02-11T15:23:35-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C26 H36 Al2 Cl6 N2' _chemical_formula_sum 'C26 H36 Al2 Cl6 N2' _chemical_formula_weight 643.23 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.4674(4) _cell_length_b 9.3576(5) _cell_length_c 11.0134(6) _cell_angle_alpha 79.379(2) _cell_angle_beta 77.968(2) _cell_angle_gamma 66.034(4) _cell_volume 775.03(7) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 28755 _cell_measurement_theta_min 1.358 _cell_measurement_theta_max 27.878 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.08 _exptl_crystal_density_diffrn 1.378 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 334 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.631 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.7979 _exptl_absorpt_correction_T_max 0.9542 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.814784E-1 _diffrn_orient_matrix_ub_12 0.695726E-1 _diffrn_orient_matrix_ub_13 0.641216E-1 _diffrn_orient_matrix_ub_21 -0.294575E-1 _diffrn_orient_matrix_ub_22 -0.902532E-1 _diffrn_orient_matrix_ub_23 0.470617E-1 _diffrn_orient_matrix_ub_31 0.978522E-1 _diffrn_orient_matrix_ub_32 -0.293745E-1 _diffrn_orient_matrix_ub_33 0.489999E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0733 _diffrn_reflns_av_unetI/netI 0.0613 _diffrn_reflns_number 10201 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 4.17 _diffrn_reflns_theta_max 25.35 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.941 _diffrn_measured_fraction_theta_max 0.941 _reflns_number_total 2670 _reflns_number_gt 2380 _reflns_threshold_expression >2sigma(I) _diffrn_reflns_reduction_process ; Scaled and merged with SORTAV R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; 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^)+(0.0231P)^2^+9.7512P] 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_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.023(6) _refine_ls_number_reflns 2670 _refine_ls_number_parameters 168 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1095 _refine_ls_R_factor_gt 0.102 _refine_ls_wR_factor_ref 0.2361 _refine_ls_wR_factor_gt 0.2321 _refine_ls_goodness_of_fit_ref 1.116 _refine_ls_restrained_S_all 1.116 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.887 _refine_diff_density_min -0.483 _refine_diff_density_rms 0.127 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.3832(6) 0.4641(5) 0.6510(4) 0.0233(11) Uani 1 d . . . Cl1 Cl 0.1264(2) 0.31259(18) 0.59919(15) 0.0376(4) Uani 1 d . . . Cl2 Cl 0.1968(2) 0.31051(19) 0.90373(14) 0.0378(4) Uani 1 d . . . Cl3 Cl -0.0184(2) 0.67148(18) 0.72676(18) 0.0412(4) Uani 1 d . . . Al1 Al 0.1594(2) 0.4365(2) 0.72684(17) 0.0268(4) Uani 1 d . . . C2 C 0.4203(7) 0.4860(6) 0.5325(5) 0.0257(13) Uani 1 d . . . H2 H 0.3418 0.4844 0.4829 0.031 Uiso 1 calc R . . C10 C 0.4999(7) 0.4645(7) 0.7323(5) 0.0245(12) Uani 1 d . . . C11 C 0.4791(7) 0.6101(7) 0.7658(5) 0.0253(13) Uani 1 d . . . C12 C 0.5884(8) 0.6027(7) 0.8487(6) 0.0315(14) Uani 1 d . . . H12 H 0.5767 0.6971 0.8767 0.038 Uiso 1 calc R . . C13 C 0.7128(7) 0.4615(7) 0.8905(6) 0.0303(14) Uani 1 d . . . H13 H 0.7875 0.4598 0.9447 0.036 Uiso 1 calc R . . C14 C 0.7278(8) 0.3229(7) 0.8531(6) 0.0297(14) Uani 1 d . . . H14 H 0.8142 0.2267 0.8819 0.036 Uiso 1 calc R . . C15 C 0.6189(8) 0.3198(6) 0.7737(5) 0.0274(13) Uani 1 d . . . C16 C 0.6404(8) 0.1670(7) 0.7341(6) 0.0305(14) Uani 1 d . . . H16 H 0.5307 0.1844 0.7026 0.037 Uiso 1 calc R . . C17 C 0.7919(9) 0.1155(7) 0.6265(6) 0.0356(16) Uani 1 d . . . H17A H 0.7734 0.1995 0.5567 0.053 Uiso 1 calc R . . H17B H 0.7968 0.0198 0.5989 0.053 Uiso 1 calc R . . H17C H 0.9022 0.0943 0.6551 0.053 Uiso 1 calc R . . C18 C 0.6632(9) 0.0359(6) 0.8454(6) 0.0344(15) Uani 1 d . . . H18A H 0.7732 0.0119 0.8755 0.052 Uiso 1 calc R . . H18B H 0.6654 -0.0589 0.8181 0.052 Uiso 1 calc R . . H18C H 0.5654 0.0716 0.9129 0.052 Uiso 1 calc R . . C19 C 0.3514(8) 0.7691(7) 0.7168(6) 0.0303(14) Uani 1 d . . . H19 H 0.2754 0.7499 0.6685 0.036 Uiso 1 calc R . . C20 C 0.2323(9) 0.8659(8) 0.8237(7) 0.0413(17) Uani 1 d . . . H20A H 0.1585 0.8117 0.8733 0.062 Uiso 1 calc R . . H20B H 0.1582 0.9702 0.7884 0.062 Uiso 1 calc R . . H20C H 0.3045 0.8775 0.8772 0.062 Uiso 1 calc R . . C21 C 0.4488(9) 0.8626(7) 0.6283(6) 0.0364(15) Uani 1 d . . . H21A H 0.5198 0.8874 0.6746 0.055 Uiso 1 calc R . . H21B H 0.3643 0.9606 0.5924 0.055 Uiso 1 calc R . . H21C H 0.5248 0.8 0.5611 0.055 Uiso 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.026(2) 0.0127(19) 0.031(2) -0.0051(17) -0.0038(19) -0.0068(17) Cl1 0.0404(7) 0.0369(7) 0.0426(8) -0.0082(6) -0.0081(6) -0.0195(6) Cl2 0.0383(7) 0.0427(8) 0.0318(8) 0.0038(6) -0.0052(6) -0.0182(6) Cl3 0.0329(7) 0.0238(7) 0.0622(10) -0.0064(7) -0.0013(7) -0.0083(6) Al1 0.0284(8) 0.0207(8) 0.0308(9) -0.0012(6) -0.0048(7) -0.0096(6) C2 0.030(3) 0.016(2) 0.030(3) -0.006(2) -0.004(2) -0.006(2) C10 0.027(2) 0.033(3) 0.020(3) -0.001(2) -0.002(2) -0.019(2) C11 0.023(2) 0.025(3) 0.027(3) -0.003(2) -0.003(2) -0.009(2) C12 0.031(3) 0.023(3) 0.042(3) -0.005(2) 0.000(3) -0.014(2) C13 0.022(3) 0.029(3) 0.039(3) -0.004(2) -0.006(2) -0.009(2) C14 0.028(3) 0.022(3) 0.035(3) -0.001(2) -0.005(2) -0.005(2) C15 0.032(3) 0.020(2) 0.028(3) -0.002(2) -0.002(2) -0.010(2) C16 0.039(3) 0.022(3) 0.032(3) -0.003(2) -0.007(2) -0.011(2) C17 0.041(3) 0.021(3) 0.036(3) -0.004(2) -0.010(3) -0.001(3) C18 0.044(3) 0.014(3) 0.043(4) 0.001(2) -0.007(3) -0.011(2) C19 0.035(3) 0.020(3) 0.034(3) 0.000(2) -0.010(2) -0.008(2) C20 0.039(3) 0.038(3) 0.042(4) -0.010(3) -0.010(3) -0.006(3) C21 0.049(3) 0.022(3) 0.040(3) 0.001(2) -0.008(3) -0.017(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C2 1.276(7) . ? N1 C10 1.467(7) . ? N1 Al1 2.003(5) . ? Cl1 Al1 2.104(3) . ? Cl2 Al1 2.096(2) . ? Cl3 Al1 2.100(2) . ? C2 C2 1.489(12) 2_666 ? C2 H2 0.95 . ? C10 C15 1.383(8) . ? C10 C11 1.410(8) . ? C11 C12 1.404(9) . ? C11 C19 1.521(8) . ? C12 C13 1.384(8) . ? C12 H12 0.95 . ? C13 C14 1.382(9) . ? C13 H13 0.95 . ? C14 C15 1.408(9) . ? C14 H14 0.95 . ? C15 C16 1.501(8) . ? C16 C17 1.535(9) . ? C16 C18 1.548(8) . ? C16 H16 1 . ? C17 H17A 0.98 . ? C17 H17B 0.98 . ? C17 H17C 0.98 . ? C18 H18A 0.98 . ? C18 H18B 0.98 . ? C18 H18C 0.98 . ? C19 C21 1.528(9) . ? C19 C20 1.543(9) . ? C19 H19 1 . ? C20 H20A 0.98 . ? C20 H20B 0.98 . ? C20 H20C 0.98 . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 C10 120.6(5) . . ? C2 N1 Al1 119.7(4) . . ? C10 N1 Al1 119.7(3) . . ? N1 Al1 Cl2 106.85(16) . . ? N1 Al1 Cl3 101.33(15) . . ? Cl2 Al1 Cl3 115.41(10) . . ? N1 Al1 Cl1 103.31(16) . . ? Cl2 Al1 Cl1 113.99(10) . . ? Cl3 Al1 Cl1 113.99(10) . . ? N1 C2 C2 123.7(7) . 2_666 ? N1 C2 H2 118.1 . . ? C2 C2 H2 118.1 2_666 . ? C15 C10 C11 124.9(5) . . ? C15 C10 N1 116.8(5) . . ? C11 C10 N1 118.2(5) . . ? C12 C11 C10 115.7(5) . . ? C12 C11 C19 119.8(5) . . ? C10 C11 C19 124.5(5) . . ? C13 C12 C11 121.8(6) . . ? C13 C12 H12 119.1 . . ? C11 C12 H12 119.1 . . ? C14 C13 C12 119.6(6) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C13 C14 C15 122.1(5) . . ? C13 C14 H14 119 . . ? C15 C14 H14 119 . . ? C10 C15 C14 115.9(5) . . ? C10 C15 C16 123.6(6) . . ? C14 C15 C16 120.5(5) . . ? C15 C16 C17 111.6(5) . . ? C15 C16 C18 111.6(5) . . ? C17 C16 C18 111.0(5) . . ? C15 C16 H16 107.4 . . ? C17 C16 H16 107.4 . . ? C18 C16 H16 107.4 . . ? 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 . . ? C11 C19 C21 110.7(5) . . ? C11 C19 C20 111.9(5) . . ? C21 C19 C20 110.0(5) . . ? C11 C19 H19 108 . . ? C21 C19 H19 108 . . ? C20 C19 H19 108 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 N1 Al1 Cl2 155.8(4) . . . . ? C10 N1 Al1 Cl2 -26.4(4) . . . . ? C2 N1 Al1 Cl3 -83.0(4) . . . . ? C10 N1 Al1 Cl3 94.7(4) . . . . ? C2 N1 Al1 Cl1 35.2(4) . . . . ? C10 N1 Al1 Cl1 -147.0(3) . . . . ? C10 N1 C2 C2 -0.3(9) . . . 2_666 ? Al1 N1 C2 C2 177.5(5) . . . 2_666 ? C2 N1 C10 C15 -96.0(6) . . . . ? Al1 N1 C10 C15 86.2(5) . . . . ? C2 N1 C10 C11 86.2(6) . . . . ? Al1 N1 C10 C11 -91.6(5) . . . . ? C15 C10 C11 C12 -0.7(8) . . . . ? N1 C10 C11 C12 177.0(5) . . . . ? C15 C10 C11 C19 178.1(5) . . . . ? N1 C10 C11 C19 -4.2(8) . . . . ? C10 C11 C12 C13 2.3(8) . . . . ? C19 C11 C12 C13 -176.6(5) . . . . ? C11 C12 C13 C14 -1.8(9) . . . . ? C12 C13 C14 C15 -0.5(9) . . . . ? C11 C10 C15 C14 -1.4(8) . . . . ? N1 C10 C15 C14 -179.0(5) . . . . ? C11 C10 C15 C16 -178.7(5) . . . . ? N1 C10 C15 C16 3.6(8) . . . . ? C13 C14 C15 C10 2.0(9) . . . . ? C13 C14 C15 C16 179.4(6) . . . . ? C10 C15 C16 C17 96.9(7) . . . . ? C14 C15 C16 C17 -80.3(7) . . . . ? C10 C15 C16 C18 -138.2(6) . . . . ? C14 C15 C16 C18 44.6(8) . . . . ? C12 C11 C19 C21 68.9(7) . . . . ? C10 C11 C19 C21 -109.8(7) . . . . ? C12 C11 C19 C20 -54.2(8) . . . . ? C10 C11 C19 C20 127.1(6) . . . . ? #==END # CIF produced by WinGX routine CIF_UPDATE # Created on 2003-02-11 at 18:05:00 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : c:\chem\wingx\files\archive.dat # CIF files read : a dreduc struct sortav data_7 _database_code_depnum_ccdc_archive 'CCDC 658389' _audit_creation_date 2003-02-11T18:05:00-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C26 H36 B1 Cl1 N2' _chemical_formula_sum 'C26 H36 B Cl N2' _chemical_formula_weight 422.83 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 19.3586(5) _cell_length_b 6.8550(2) _cell_length_c 20.0253(5) _cell_angle_alpha 90 _cell_angle_beta 101.0330(10) _cell_angle_gamma 90 _cell_volume 2608.30(12) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 38737 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour 'Pale Pink' _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.077 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 912 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.16 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.9686 _exptl_absorpt_correction_T_max 0.9686 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.90434E-2 _diffrn_orient_matrix_ub_12 0.112894 _diffrn_orient_matrix_ub_13 -0.321127E-1 _diffrn_orient_matrix_ub_21 0.270733E-1 _diffrn_orient_matrix_ub_22 0.872638E-1 _diffrn_orient_matrix_ub_23 0.356919E-1 _diffrn_orient_matrix_ub_31 0.442165E-1 _diffrn_orient_matrix_ub_32 -0.303411E-1 _diffrn_orient_matrix_ub_33 -0.168329E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.042 _diffrn_reflns_av_unetI/netI 0.0405 _diffrn_reflns_number 15984 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.34 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.927 _diffrn_measured_fraction_theta_max 0.927 _reflns_number_total 4948 _reflns_number_gt 4085 _reflns_threshold_expression >2sigma(I) _diffrn_reflns_reduction_process ; Scaled and merged with SORTAV R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; 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^)+(0.0474P)^2^+3.0217P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.0073(11) _refine_ls_number_reflns 4948 _refine_ls_number_parameters 412 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0798 _refine_ls_R_factor_gt 0.0638 _refine_ls_wR_factor_ref 0.1545 _refine_ls_wR_factor_gt 0.145 _refine_ls_goodness_of_fit_ref 1.11 _refine_ls_restrained_S_all 1.11 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.284 _refine_diff_density_min -0.326 _refine_diff_density_rms 0.049 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.568944(17) 0.53648(5) 0.75485(2) 0.04066(9) Uani 1 d . . . N1 N 0.53706(5) 0.13160(15) 0.75547(5) 0.0255(3) Uani 1 d . . . N4 N 0.44191(5) 0.32791(15) 0.75287(5) 0.0270(3) Uani 1 d . . . B1 B 0.51560(7) 0.3292(2) 0.75473(7) 0.0262(3) Uani 1 d . . . C2 C 0.47723(6) 0.01543(18) 0.75489(7) 0.0312(3) Uani 1 d . . . C3 C 0.42119(7) 0.13152(19) 0.75324(7) 0.0324(3) Uani 1 d . . . C10 C 0.60648(6) 0.04933(17) 0.75855(6) 0.0237(3) Uani 1 d . . . C11 C 0.62644(7) -0.00835(18) 0.69805(6) 0.0284(3) Uani 1 d . . . C12 C 0.69371(7) -0.0853(2) 0.70301(7) 0.0355(4) Uani 1 d . . . C13 C 0.73879(7) -0.1034(2) 0.76456(8) 0.0368(4) Uani 1 d . . . C14 C 0.71760(7) -0.0480(2) 0.82308(7) 0.0357(4) Uani 1 d . . . C15 C 0.65083(6) 0.02858(19) 0.82208(6) 0.0283(3) Uani 1 d . . . C16 C 0.62833(7) 0.0872(2) 0.88770(7) 0.0401(4) Uani 1 d . . . C17 C 0.66783(10) 0.2689(3) 0.91828(8) 0.0566(5) Uani 1 d . . . C18 C 0.63749(10) -0.0794(3) 0.93889(8) 0.0614(5) Uani 1 d . . . C19 C 0.57760(7) 0.0151(2) 0.62919(7) 0.0380(4) Uani 1 d . . . C20 C 0.58018(11) -0.1586(3) 0.58252(9) 0.0697(6) Uani 1 d . . . C21 C 0.59395(12) 0.2042(3) 0.59613(9) 0.0733(6) Uani 1 d . . . C40 C 0.39057(6) 0.48080(17) 0.74469(6) 0.0250(3) Uani 1 d . . . C41 C 0.35147(6) 0.5163(2) 0.67878(7) 0.0306(3) Uani 1 d . . . C42 C 0.29784(7) 0.6545(2) 0.67220(7) 0.0364(4) Uani 1 d . . . C43 C 0.28467(7) 0.75547(19) 0.72776(8) 0.0353(4) Uani 1 d . . . C44 C 0.32540(7) 0.72418(19) 0.79119(7) 0.0325(3) Uani 1 d . . . C45 C 0.37920(6) 0.58635(18) 0.80132(6) 0.0272(3) Uani 1 d . . . C46 C 0.42204(7) 0.5472(2) 0.87192(7) 0.0386(4) Uani 1 d . . . C47 C 0.38585(10) 0.3942(3) 0.90850(8) 0.0619(5) Uani 1 d . . . C48 C 0.43598(9) 0.7321(3) 0.91510(8) 0.0568(5) Uani 1 d . . . C49 C 0.36691(8) 0.4088(3) 0.61695(7) 0.0435(4) Uani 1 d . . . C50 C 0.38050(12) 0.5501(4) 0.56249(10) 0.0807(7) Uani 1 d . . . C51 C 0.30834(10) 0.2647(3) 0.58828(9) 0.0672(6) Uani 1 d . . . H2 H 0.4794(7) -0.132(2) 0.7557(6) 0.027(3) Uiso 1 d . . . H3 H 0.3726(8) 0.101(2) 0.7492(7) 0.045(4) Uiso 1 d . . . H12 H 0.7093(7) -0.126(2) 0.6651(7) 0.042(4) Uiso 1 d . . . H13 H 0.7841(7) -0.149(2) 0.7660(7) 0.040(4) Uiso 1 d . . . H14 H 0.7473(8) -0.056(2) 0.8657(8) 0.045(4) Uiso 1 d . . . H16 H 0.5788(8) 0.120(2) 0.8799(7) 0.041(4) Uiso 1 d . . . H17A H 0.6494(10) 0.297(3) 0.9594(10) 0.079(6) Uiso 1 d . . . H17B H 0.7186(11) 0.258(3) 0.9292(10) 0.086(7) Uiso 1 d . . . H17C H 0.6611(9) 0.383(3) 0.8865(9) 0.071(6) Uiso 1 d . . . H18A H 0.6888(9) -0.120(3) 0.9519(8) 0.059(5) Uiso 1 d . . . H18B H 0.6187(9) -0.043(3) 0.9790(9) 0.063(5) Uiso 1 d . . . H18C H 0.6134(9) -0.198(3) 0.9158(9) 0.060(5) Uiso 1 d . . . H19 H 0.5304(7) 0.017(2) 0.6367(7) 0.032(4) Uiso 1 d . . . H20A H 0.5474(11) -0.140(3) 0.5425(11) 0.090(7) Uiso 1 d . . . H20B H 0.6301(16) -0.162(5) 0.5683(15) 0.155(11) Uiso 1 d . . . H20C H 0.5687(12) -0.276(4) 0.6094(12) 0.105(8) Uiso 1 d . . . H21A H 0.5598(10) 0.226(3) 0.5519(10) 0.086(7) Uiso 1 d . . . H21B H 0.6344(9) 0.158(3) 0.5816(9) 0.066(6) Uiso 1 d . . . H21C H 0.5916(9) 0.310(3) 0.6324(9) 0.061 Uiso 1 d . . . H42 H 0.2720(7) 0.677(2) 0.6279(7) 0.035(4) Uiso 1 d . . . H43 H 0.2485(7) 0.841(2) 0.7237(7) 0.038(4) Uiso 1 d . . . H44 H 0.3144(7) 0.799(2) 0.8274(7) 0.033(4) Uiso 1 d . . . H46 H 0.4645(8) 0.505(2) 0.8687(7) 0.041(4) Uiso 1 d . . . H47A H 0.4146(11) 0.369(3) 0.9543(11) 0.093(7) Uiso 1 d . . . H47B H 0.3420(10) 0.445(3) 0.9147(9) 0.069(6) Uiso 1 d . . . H47C H 0.3868(9) 0.281(3) 0.8829(9) 0.061(5) Uiso 1 d . . . H48A H 0.4677(10) 0.693(3) 0.9593(10) 0.078(6) Uiso 1 d . . . H48B H 0.3889(9) 0.778(3) 0.9275(9) 0.062(5) Uiso 1 d . . . H48C H 0.4585(10) 0.841(3) 0.8930(10) 0.078(6) Uiso 1 d . . . H49 H 0.4098(9) 0.329(3) 0.6330(8) 0.059(5) Uiso 1 d . . . H50A H 0.3283(8) 0.640(2) 0.5437(8) 0.053 Uiso 1 d . . . H50B H 0.3925(8) 0.475(2) 0.5230(8) 0.052 Uiso 1 d . . . H50C H 0.4214(8) 0.624(3) 0.5850(8) 0.053 Uiso 1 d . . . H51A H 0.2685(11) 0.345(3) 0.5702(10) 0.091(7) Uiso 1 d . . . H51B H 0.3175(12) 0.184(4) 0.5482(12) 0.108(8) Uiso 1 d . . . H51C H 0.3010(12) 0.151(4) 0.6354(12) 0.105(8) Uiso 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 Cl1 0.02684(14) 0.02140(13) 0.0754(2) 0.00312(15) 0.01397(15) -0.00202(13) N1 0.0178(4) 0.0222(5) 0.0377(5) 0.0004(4) 0.0087(4) 0.0003(4) N4 0.0204(5) 0.0196(5) 0.0414(5) 0.0033(4) 0.0068(4) 0.0023(4) B1 0.0209(6) 0.0234(6) 0.0356(7) 0.0021(6) 0.0086(6) -0.0002(6) C2 0.0248(6) 0.0208(6) 0.0491(7) 0.0016(5) 0.0101(5) -0.0033(5) C3 0.0239(6) 0.0236(6) 0.0505(7) 0.0030(6) 0.0093(6) -0.0036(5) C10 0.0189(5) 0.0175(5) 0.0355(6) 0.0019(5) 0.0076(5) 0.0006(5) C11 0.0285(6) 0.0231(6) 0.0344(6) -0.0007(5) 0.0080(5) -0.0021(5) C12 0.0352(6) 0.0271(6) 0.0483(7) -0.0061(6) 0.0188(6) 0.0011(6) C13 0.0244(6) 0.0306(6) 0.0568(8) 0.0044(6) 0.0114(6) 0.0057(6) C14 0.0276(6) 0.0337(7) 0.0433(7) 0.0088(6) 0.0004(6) 0.0036(6) C15 0.0272(6) 0.0266(6) 0.0317(6) 0.0036(5) 0.0068(5) -0.0008(5) C16 0.0383(7) 0.0498(8) 0.0328(6) 0.0031(6) 0.0085(6) 0.0031(7) C17 0.0790(11) 0.0546(10) 0.0395(8) -0.0078(7) 0.0196(8) -0.0118(9) C18 0.0801(11) 0.0655(11) 0.0431(8) 0.0137(8) 0.0231(8) -0.0067(10) C19 0.0364(7) 0.0421(8) 0.0346(7) -0.0048(6) 0.0047(6) -0.0038(6) C20 0.0823(13) 0.0690(11) 0.0504(9) -0.0253(9) -0.0056(9) -0.0036(11) C21 0.0968(14) 0.0657(11) 0.0450(9) 0.0177(9) -0.0182(9) -0.0231(11) C40 0.0179(5) 0.0223(5) 0.0359(6) 0.0042(5) 0.0076(5) 0.0004(5) C41 0.0224(5) 0.0344(7) 0.0357(6) 0.0041(6) 0.0077(5) 0.0011(5) C42 0.0285(6) 0.0384(7) 0.0409(7) 0.0107(6) 0.0028(6) 0.0053(6) C43 0.0238(6) 0.0243(6) 0.0587(8) 0.0059(6) 0.0104(6) 0.0048(5) C44 0.0281(6) 0.0258(6) 0.0464(7) -0.0059(6) 0.0139(5) -0.0020(5) C45 0.0201(5) 0.0270(6) 0.0351(6) -0.0004(5) 0.0072(5) -0.0059(5) C46 0.0296(6) 0.0506(8) 0.0356(7) -0.0005(6) 0.0061(6) -0.0008(7) C47 0.0734(11) 0.0637(10) 0.0423(8) 0.0165(8) -0.0052(8) -0.0154(10) C48 0.0611(10) 0.0672(11) 0.0413(8) -0.0099(8) 0.0082(8) -0.0205(9) C49 0.0401(7) 0.0576(9) 0.0341(7) -0.0029(7) 0.0099(6) 0.0072(7) C50 0.1084(14) 0.0899(15) 0.0561(9) 0.0024(10) 0.0465(9) -0.0039(13) C51 0.0628(10) 0.0864(13) 0.0537(9) -0.0283(9) 0.0148(8) -0.0087(10) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl1 B1 1.7565(14) . ? N1 C2 1.4037(16) . ? N1 B1 1.4159(17) . ? N1 C10 1.4479(15) . ? N4 C3 1.4052(16) . ? N4 B1 1.4199(17) . ? N4 C40 1.4320(15) . ? C2 C3 1.3408(18) . ? C2 H2 1.009(14) . ? C3 H3 0.952(15) . ? C10 C11 1.3972(18) . ? C10 C15 1.3992(16) . ? C11 C12 1.3908(18) . ? C11 C19 1.5240(17) . ? C12 C13 1.3728(19) . ? C12 H12 0.913(15) . ? C13 C14 1.367(2) . ? C13 H13 0.927(14) . ? C14 C15 1.3918(19) . ? C14 H14 0.935(14) . ? C15 C16 1.516(2) . ? C16 C18 1.522(2) . ? C16 C17 1.527(2) . ? C16 H16 0.967(14) . ? C17 H17A 0.98(2) . ? C17 H17B 0.97(2) . ? C17 H17C 1.002(19) . ? C18 H18A 1.016(17) . ? C18 H18B 0.974(18) . ? C18 H18C 1.004(18) . ? C19 C21 1.516(3) . ? C19 C20 1.521(2) . ? C19 H19 0.953(14) . ? C20 H20A 0.93(2) . ? C20 H20B 1.06(3) . ? C20 H20C 1.02(3) . ? C21 H21A 1.010(19) . ? C21 H21B 0.941(19) . ? C21 H21C 1.035(18) . ? C40 C45 1.3976(18) . ? C40 C41 1.4114(17) . ? C41 C42 1.3927(19) . ? C41 C49 1.519(2) . ? C42 C43 1.375(2) . ? C42 H42 0.944(13) . ? C43 C44 1.3776(19) . ? C43 H43 0.906(15) . ? C44 C45 1.3920(18) . ? C44 H44 0.946(14) . ? C45 C46 1.5199(17) . ? C46 C47 1.524(2) . ? C46 C48 1.529(2) . ? C46 H46 0.885(15) . ? C47 H47A 0.99(2) . ? C47 H47B 0.947(19) . ? C47 H47C 0.933(18) . ? C48 H48A 1.013(18) . ? C48 H48B 1.038(18) . ? C48 H48C 1.01(2) . ? C49 C50 1.519(3) . ? C49 C51 1.530(3) . ? C49 H49 0.995(17) . ? C50 H50A 1.181(16) . ? C50 H50B 1.006(17) . ? C50 H50C 0.977(16) . ? C51 H51A 0.96(2) . ? C51 H51B 1.02(2) . ? C51 H51C 1.25(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 B1 107.62(10) . . ? C2 N1 C10 122.48(10) . . ? B1 N1 C10 129.88(10) . . ? C3 N4 B1 106.98(10) . . ? C3 N4 C40 120.62(10) . . ? B1 N4 C40 132.09(10) . . ? N1 B1 N4 106.60(11) . . ? N1 B1 Cl1 127.06(10) . . ? N4 B1 Cl1 126.33(10) . . ? C3 C2 N1 109.02(11) . . ? C3 C2 H2 128.6(7) . . ? N1 C2 H2 122.4(7) . . ? C2 C3 N4 109.78(11) . . ? C2 C3 H3 130.9(10) . . ? N4 C3 H3 119.2(10) . . ? C11 C10 C15 122.43(11) . . ? C11 C10 N1 118.80(10) . . ? C15 C10 N1 118.77(11) . . ? C12 C11 C10 117.12(11) . . ? C12 C11 C19 120.99(12) . . ? C10 C11 C19 121.88(11) . . ? C13 C12 C11 121.61(13) . . ? C13 C12 H12 117.7(9) . . ? C11 C12 H12 120.7(9) . . ? C14 C13 C12 120.05(12) . . ? C14 C13 H13 120.3(9) . . ? C12 C13 H13 119.6(9) . . ? C13 C14 C15 121.51(12) . . ? C13 C14 H14 122.2(10) . . ? C15 C14 H14 116.3(10) . . ? C14 C15 C10 117.26(12) . . ? C14 C15 C16 120.51(11) . . ? C10 C15 C16 122.23(11) . . ? C15 C16 C18 111.68(13) . . ? C15 C16 C17 111.03(13) . . ? C18 C16 C17 110.92(12) . . ? C15 C16 H16 111.2(9) . . ? C18 C16 H16 105.5(9) . . ? C17 C16 H16 106.3(9) . . ? C16 C17 H17A 105.4(12) . . ? C16 C17 H17B 115.9(13) . . ? H17A C17 H17B 110.1(16) . . ? C16 C17 H17C 112.8(10) . . ? H17A C17 H17C 110.8(17) . . ? H17B C17 H17C 101.9(17) . . ? C16 C18 H18A 111.2(10) . . ? C16 C18 H18B 110.6(11) . . ? H18A C18 H18B 111.0(14) . . ? C16 C18 H18C 108.2(10) . . ? H18A C18 H18C 103.9(14) . . ? H18B C18 H18C 111.8(15) . . ? C21 C19 C20 111.54(14) . . ? C21 C19 C11 109.89(12) . . ? C20 C19 C11 112.69(13) . . ? C21 C19 H19 110.0(8) . . ? C20 C19 H19 104.7(8) . . ? C11 C19 H19 107.8(8) . . ? C19 C20 H20A 109.0(14) . . ? C19 C20 H20B 108.8(17) . . ? H20A C20 H20B 106(2) . . ? C19 C20 H20C 105.1(14) . . ? H20A C20 H20C 112.4(19) . . ? H20B C20 H20C 115(2) . . ? C19 C21 H21A 110.7(13) . . ? C19 C21 H21B 96.1(12) . . ? H21A C21 H21B 102.8(16) . . ? C19 C21 H21C 104.6(10) . . ? H21A C21 H21C 113.8(16) . . ? H21B C21 H21C 127.1(15) . . ? C45 C40 C41 122.00(11) . . ? C45 C40 N4 119.98(10) . . ? C41 C40 N4 118.00(11) . . ? C42 C41 C40 117.55(12) . . ? C42 C41 C49 120.82(11) . . ? C40 C41 C49 121.63(11) . . ? C43 C42 C41 121.08(12) . . ? C43 C42 H42 122.0(9) . . ? C41 C42 H42 116.9(9) . . ? C42 C43 C44 120.37(12) . . ? C42 C43 H43 120.9(9) . . ? C44 C43 H43 118.7(9) . . ? C43 C44 C45 121.35(13) . . ? C43 C44 H44 116.7(8) . . ? C45 C44 H44 121.9(8) . . ? C44 C45 C40 117.57(11) . . ? C44 C45 C46 121.02(12) . . ? C40 C45 C46 121.37(11) . . ? C45 C46 C47 110.46(12) . . ? C45 C46 C48 112.67(13) . . ? C47 C46 C48 110.25(13) . . ? C45 C46 H46 109.9(9) . . ? C47 C46 H46 109.1(10) . . ? C48 C46 H46 104.2(10) . . ? C46 C47 H47A 109.7(13) . . ? C46 C47 H47B 108.5(12) . . ? H47A C47 H47B 107.6(17) . . ? C46 C47 H47C 104.4(12) . . ? H47A C47 H47C 107.1(17) . . ? H47B C47 H47C 119.3(16) . . ? C46 C48 H48A 106.7(12) . . ? C46 C48 H48B 108.5(10) . . ? H48A C48 H48B 106.6(15) . . ? C46 C48 H48C 114.3(12) . . ? H48A C48 H48C 109.7(16) . . ? H48B C48 H48C 110.7(16) . . ? C50 C49 C41 111.32(15) . . ? C50 C49 C51 111.11(14) . . ? C41 C49 C51 111.83(13) . . ? C50 C49 H49 109.5(10) . . ? C41 C49 H49 106.6(10) . . ? C51 C49 H49 106.2(10) . . ? C49 C50 H50A 107.8(9) . . ? C49 C50 H50B 109.7(10) . . ? H50A C50 H50B 109.0(12) . . ? C49 C50 H50C 103.8(10) . . ? H50A C50 H50C 116.5(13) . . ? H50B C50 H50C 109.8(14) . . ? C49 C51 H51A 104.7(13) . . ? C49 C51 H51B 114.7(14) . . ? H51A C51 H51B 105.2(18) . . ? C49 C51 H51C 107.5(10) . . ? H51A C51 H51C 116.3(17) . . ? H51B C51 H51C 108.7(18) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 N1 B1 N4 -0.69(14) . . . . ? C10 N1 B1 N4 -178.74(11) . . . . ? C2 N1 B1 Cl1 -179.86(11) . . . . ? C10 N1 B1 Cl1 2.1(2) . . . . ? C3 N4 B1 N1 0.58(14) . . . . ? C40 N4 B1 N1 -172.82(12) . . . . ? C3 N4 B1 Cl1 179.77(11) . . . . ? C40 N4 B1 Cl1 6.4(2) . . . . ? B1 N1 C2 C3 0.54(15) . . . . ? C10 N1 C2 C3 178.76(11) . . . . ? N1 C2 C3 N4 -0.17(16) . . . . ? B1 N4 C3 C2 -0.27(15) . . . . ? C40 N4 C3 C2 174.05(12) . . . . ? C2 N1 C10 C11 85.20(15) . . . . ? B1 N1 C10 C11 -97.00(15) . . . . ? C2 N1 C10 C15 -94.12(14) . . . . ? B1 N1 C10 C15 83.68(17) . . . . ? C15 C10 C11 C12 -1.21(18) . . . . ? N1 C10 C11 C12 179.50(11) . . . . ? C15 C10 C11 C19 -179.99(12) . . . . ? N1 C10 C11 C19 0.72(18) . . . . ? C10 C11 C12 C13 -0.2(2) . . . . ? C19 C11 C12 C13 178.60(13) . . . . ? C11 C12 C13 C14 1.0(2) . . . . ? C12 C13 C14 C15 -0.4(2) . . . . ? C13 C14 C15 C10 -0.9(2) . . . . ? C13 C14 C15 C16 179.43(13) . . . . ? C11 C10 C15 C14 1.74(19) . . . . ? N1 C10 C15 C14 -178.97(11) . . . . ? C11 C10 C15 C16 -178.59(12) . . . . ? N1 C10 C15 C16 0.70(18) . . . . ? C14 C15 C16 C18 -54.19(18) . . . . ? C10 C15 C16 C18 126.15(14) . . . . ? C14 C15 C16 C17 70.18(17) . . . . ? C10 C15 C16 C17 -109.48(15) . . . . ? C12 C11 C19 C21 -83.53(17) . . . . ? C10 C11 C19 C21 95.21(17) . . . . ? C12 C11 C19 C20 41.53(19) . . . . ? C10 C11 C19 C20 -139.74(15) . . . . ? C3 N4 C40 C45 101.43(14) . . . . ? B1 N4 C40 C45 -85.90(17) . . . . ? C3 N4 C40 C41 -76.97(16) . . . . ? B1 N4 C40 C41 95.70(16) . . . . ? C45 C40 C41 C42 -3.41(19) . . . . ? N4 C40 C41 C42 174.96(12) . . . . ? C45 C40 C41 C49 176.55(13) . . . . ? N4 C40 C41 C49 -5.08(18) . . . . ? C40 C41 C42 C43 1.4(2) . . . . ? C49 C41 C42 C43 -178.52(13) . . . . ? C41 C42 C43 C44 1.2(2) . . . . ? C42 C43 C44 C45 -2.0(2) . . . . ? C43 C44 C45 C40 0.13(19) . . . . ? C43 C44 C45 C46 -177.61(13) . . . . ? C41 C40 C45 C44 2.63(18) . . . . ? N4 C40 C45 C44 -175.70(11) . . . . ? C41 C40 C45 C46 -179.64(12) . . . . ? N4 C40 C45 C46 2.02(18) . . . . ? C44 C45 C46 C47 86.92(17) . . . . ? C40 C45 C46 C47 -90.73(16) . . . . ? C44 C45 C46 C48 -36.87(18) . . . . ? C40 C45 C46 C48 145.48(13) . . . . ? C42 C41 C49 C50 54.93(19) . . . . ? C40 C41 C49 C50 -125.03(15) . . . . ? C42 C41 C49 C51 -70.01(19) . . . . ? C40 C41 C49 C51 110.03(15) . . . . ? #==END # CIF produced by WinGX routine CIF_UPDATE # Created on 2003-02-12 at 17:07:22 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : c:\chem\wingx\files\archive.dat # CIF files read : a dreduc sortav struct data_8 _database_code_depnum_ccdc_archive 'CCDC 658390' _audit_creation_date 2003-02-12T17:07:22-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C52 H72 Al2 Cl4 N4' _chemical_formula_sum 'C52 H72 Al2 Cl4 N4' _chemical_formula_weight 948.9 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.8043(12) _cell_length_b 12.4962(13) _cell_length_c 12.6503(18) _cell_angle_alpha 118.224(7) _cell_angle_beta 90.425(7) _cell_angle_gamma 115.297(6) _cell_volume 1312.7(3) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 167046 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 25.682 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.2 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 506 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.296 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.9296 _exptl_absorpt_correction_T_max 0.9431 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.651219E-1 _diffrn_orient_matrix_ub_12 -0.972323E-1 _diffrn_orient_matrix_ub_13 -0.214125E-1 _diffrn_orient_matrix_ub_21 0.06511 _diffrn_orient_matrix_ub_22 -0.30992E-1 _diffrn_orient_matrix_ub_23 -0.450842E-1 _diffrn_orient_matrix_ub_31 0.527133E-1 _diffrn_orient_matrix_ub_32 0.206373E-1 _diffrn_orient_matrix_ub_33 0.784599E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0761 _diffrn_reflns_av_unetI/netI 0.0882 _diffrn_reflns_number 10147 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.22 _diffrn_reflns_theta_max 25.35 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.951 _diffrn_measured_fraction_theta_max 0.951 _reflns_number_total 4556 _reflns_number_gt 2861 _reflns_threshold_expression >2sigma(I) _diffrn_reflns_reduction_process ; Scaled and merged with SORTAV R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; 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^)+(0.0669P)^2^+2.7335P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 4556 _refine_ls_number_parameters 288 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1447 _refine_ls_R_factor_gt 0.084 _refine_ls_wR_factor_ref 0.2141 _refine_ls_wR_factor_gt 0.1808 _refine_ls_goodness_of_fit_ref 1.112 _refine_ls_restrained_S_all 1.112 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.517 _refine_diff_density_min -0.367 _refine_diff_density_rms 0.075 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.64217(17) 0.37988(16) 0.18071(14) 0.0559(4) Uani 1 d . . . Cl2 Cl 0.27881(18) 0.14246(15) 0.04319(12) 0.0588(5) Uani 1 d . . . Al1 Al 0.43532(18) 0.31570(16) 0.20669(13) 0.0389(4) Uani 1 d . . . N1 N 0.3991(5) 0.4729(4) 0.2743(3) 0.0393(10) Uani 1 d . . . N4 N 0.4198(4) 0.3184(4) 0.3513(3) 0.0334(10) Uani 1 d . . . C2 C 0.4060(5) 0.5210(5) 0.3906(4) 0.0352(12) Uani 1 d . . . H2 H 0.3981 0.6024 0.4392 0.042 Uiso 1 calc R . . C3 C 0.4265(5) 0.4473(5) 0.4486(4) 0.0346(12) Uani 1 d . . . H3 H 0.3486 0.424 0.4895 0.042 Uiso 1 calc R . . C10 C 0.3680(6) 0.5394(5) 0.2163(4) 0.0412(13) Uani 1 d . . . C11 C 0.2245(6) 0.4949(6) 0.1736(4) 0.0471(14) Uani 1 d . . . C12 C 0.1954(7) 0.5628(7) 0.1225(5) 0.0553(16) Uani 1 d . . . H12 H 0.1001 0.5392 0.0959 0.066 Uiso 1 calc R . . C13 C 0.3040(8) 0.6633(6) 0.1109(5) 0.0550(16) Uani 1 d . . . H13 H 0.2825 0.7077 0.0758 0.066 Uiso 1 calc R . . C14 C 0.4428(7) 0.7003(6) 0.1490(5) 0.0528(16) Uani 1 d . . . H14 H 0.5155 0.7684 0.138 0.063 Uiso 1 calc R . . C15 C 0.4793(6) 0.6397(5) 0.2039(4) 0.0444(14) Uani 1 d . . . C16 C 0.6348(6) 0.6877(6) 0.2496(5) 0.0493(14) Uani 1 d . . . H16 H 0.6403 0.6324 0.2845 0.059 Uiso 1 calc R . . C17 C 0.7106(7) 0.8396(6) 0.3517(5) 0.0611(17) Uani 1 d . . . H17A H 0.7127 0.896 0.3176 0.092 Uiso 1 calc R . . H17B H 0.8079 0.8671 0.3868 0.092 Uiso 1 calc R . . H17C H 0.6604 0.8542 0.4172 0.092 Uiso 1 calc R . . C18 C 0.7097(7) 0.6652(7) 0.1432(5) 0.0585(16) Uani 1 d . . . H18A H 0.6591 0.5669 0.0763 0.088 Uiso 1 calc R . . H18B H 0.8077 0.6919 0.1751 0.088 Uiso 1 calc R . . H18C H 0.7097 0.7227 0.1109 0.088 Uiso 1 calc R . . C19 C 0.1033(6) 0.3818(6) 0.1803(5) 0.0505(15) Uani 1 d . . . H19 H 0.142 0.3303 0.1977 0.061 Uiso 1 calc R . . C20 C -0.0132(7) 0.2763(7) 0.0580(6) 0.076(2) Uani 1 d . . . H20A H -0.0648 0.3194 0.0456 0.113 Uiso 1 calc R . . H20B H -0.0792 0.195 0.0611 0.113 Uiso 1 calc R . . H20C H 0.0296 0.247 -0.0111 0.113 Uiso 1 calc R . . C21 C 0.0394(8) 0.4420(8) 0.2883(6) 0.074(2) Uani 1 d . . . H21A H 0.1114 0.4982 0.3677 0.112 Uiso 1 calc R . . H21B H -0.0421 0.3655 0.2876 0.112 Uiso 1 calc R . . H21C H 0.0084 0.5005 0.2782 0.112 Uiso 1 calc R . . C40 C 0.3518(6) 0.1949(5) 0.3551(4) 0.0391(13) Uani 1 d . . . C41 C 0.2058(6) 0.1319(5) 0.3507(4) 0.0424(13) Uani 1 d . . . C42 C 0.1422(7) 0.0041(6) 0.3417(5) 0.0542(15) Uani 1 d . . . H42 H 0.045 -0.0371 0.3413 0.065 Uiso 1 calc R . . C43 C 0.2168(7) -0.0643(6) 0.3335(5) 0.0560(16) Uani 1 d . . . H43 H 0.1701 -0.1532 0.3246 0.067 Uiso 1 calc R . . C44 C 0.3586(7) -0.0041(6) 0.3382(5) 0.0491(14) Uani 1 d . . . H44 H 0.4099 -0.0506 0.3352 0.059 Uiso 1 calc R . . C45 C 0.4279(6) 0.1236(5) 0.3472(4) 0.0407(13) Uani 1 d . . . C46 C 0.5805(6) 0.1786(6) 0.3421(5) 0.0492(14) Uani 1 d . . . H46 H 0.6192 0.2768 0.3635 0.059 Uiso 1 calc R . . C47 C 0.6717(7) 0.1782(7) 0.4364(6) 0.0663(18) Uani 1 d . . . H47A H 0.664 0.2326 0.5202 0.099 Uiso 1 calc R . . H47B H 0.771 0.2195 0.4341 0.099 Uiso 1 calc R . . H47C H 0.6379 0.0822 0.4147 0.099 Uiso 1 calc R . . C48 C 0.5905(8) 0.0917(7) 0.2093(6) 0.0634(18) Uani 1 d . . . H48A H 0.5621 -0.0026 0.1899 0.095 Uiso 1 calc R . . H48B H 0.6884 0.1356 0.2044 0.095 Uiso 1 calc R . . H48C H 0.5274 0.0872 0.1494 0.095 Uiso 1 calc R . . C49 C 0.1146(6) 0.1958(6) 0.3506(5) 0.0461(14) Uani 1 d . . . H49 H 0.1724 0.2782 0.3433 0.055 Uiso 1 calc R . . C50 C -0.0171(6) 0.0925(6) 0.2377(6) 0.0593(16) Uani 1 d . . . H50A H 0.0133 0.06 0.1609 0.089 Uiso 1 calc R . . H50B H -0.0697 0.1391 0.2357 0.089 Uiso 1 calc R . . H50C H -0.0784 0.0127 0.2447 0.089 Uiso 1 calc R . . C51 C 0.0682(7) 0.2474(7) 0.4722(6) 0.0602(17) Uani 1 d . . . H51A H 0.0023 0.1674 0.477 0.09 Uiso 1 calc R . . H51B H 0.0212 0.2997 0.4733 0.09 Uiso 1 calc R . . H51C H 0.1518 0.308 0.5435 0.09 Uiso 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 Cl1 0.0639(10) 0.0644(10) 0.0576(9) 0.0379(8) 0.0312(8) 0.0389(9) Cl2 0.0772(11) 0.0516(9) 0.0268(6) 0.0092(6) 0.0006(7) 0.0284(8) Al1 0.0486(10) 0.0405(9) 0.0241(7) 0.0132(6) 0.0072(7) 0.0235(8) N1 0.046(3) 0.043(3) 0.026(2) 0.0162(19) 0.0044(18) 0.021(2) N4 0.041(2) 0.032(2) 0.0238(19) 0.0125(17) 0.0087(17) 0.018(2) C2 0.036(3) 0.034(3) 0.029(2) 0.011(2) 0.004(2) 0.018(2) C3 0.042(3) 0.033(3) 0.024(2) 0.013(2) 0.006(2) 0.018(2) C10 0.059(4) 0.042(3) 0.026(2) 0.014(2) 0.008(2) 0.032(3) C11 0.060(4) 0.049(3) 0.027(3) 0.013(2) 0.004(2) 0.031(3) C12 0.074(5) 0.063(4) 0.035(3) 0.020(3) 0.005(3) 0.045(4) C13 0.086(5) 0.054(4) 0.031(3) 0.018(3) 0.010(3) 0.044(4) C14 0.081(5) 0.047(3) 0.037(3) 0.021(3) 0.014(3) 0.037(3) C15 0.062(4) 0.037(3) 0.030(3) 0.012(2) 0.006(3) 0.027(3) C16 0.062(4) 0.048(3) 0.039(3) 0.023(3) 0.015(3) 0.028(3) C17 0.072(5) 0.052(4) 0.044(3) 0.018(3) 0.017(3) 0.026(3) C18 0.072(4) 0.057(4) 0.048(3) 0.024(3) 0.024(3) 0.035(4) C19 0.048(4) 0.059(4) 0.041(3) 0.021(3) 0.003(3) 0.030(3) C20 0.065(5) 0.071(5) 0.067(4) 0.030(4) -0.010(4) 0.023(4) C21 0.074(5) 0.080(5) 0.066(4) 0.031(4) 0.031(4) 0.043(4) C40 0.050(3) 0.042(3) 0.018(2) 0.011(2) 0.004(2) 0.022(3) C41 0.049(4) 0.040(3) 0.026(2) 0.014(2) 0.007(2) 0.017(3) C42 0.050(4) 0.053(4) 0.046(3) 0.023(3) 0.013(3) 0.019(3) C43 0.069(5) 0.040(3) 0.050(3) 0.021(3) 0.019(3) 0.022(3) C44 0.059(4) 0.045(3) 0.044(3) 0.021(3) 0.018(3) 0.028(3) C45 0.050(3) 0.037(3) 0.026(2) 0.012(2) 0.008(2) 0.020(3) C46 0.060(4) 0.047(3) 0.049(3) 0.023(3) 0.020(3) 0.035(3) C47 0.065(4) 0.069(4) 0.081(5) 0.042(4) 0.018(4) 0.044(4) C48 0.082(5) 0.056(4) 0.065(4) 0.029(3) 0.039(4) 0.046(4) C49 0.041(3) 0.050(3) 0.037(3) 0.019(3) 0.008(2) 0.020(3) C50 0.046(4) 0.057(4) 0.054(3) 0.023(3) 0.003(3) 0.017(3) C51 0.050(4) 0.069(4) 0.058(4) 0.030(3) 0.021(3) 0.030(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl1 Al1 2.115(2) . ? Cl2 Al1 2.100(2) . ? Al1 N4 1.824(4) . ? Al1 N1 1.953(4) . ? N1 C2 1.286(6) . ? N1 C10 1.467(6) . ? N4 C40 1.422(6) . ? N4 C3 1.462(6) . ? C2 C3 1.498(7) . ? C2 H2 0.95 . ? C3 C3 1.585(9) 2_666 ? C3 H3 1 . ? C10 C15 1.395(8) . ? C10 C11 1.404(8) . ? C11 C12 1.407(8) . ? C11 C19 1.501(8) . ? C12 C13 1.376(9) . ? C12 H12 0.95 . ? C13 C14 1.371(9) . ? C13 H13 0.95 . ? C14 C15 1.400(7) . ? C14 H14 0.95 . ? C15 C16 1.520(8) . ? C16 C17 1.509(8) . ? C16 C18 1.549(8) . ? C16 H16 1 . ? C17 H17A 0.98 . ? C17 H17B 0.98 . ? C17 H17C 0.98 . ? C18 H18A 0.98 . ? C18 H18B 0.98 . ? C18 H18C 0.98 . ? C19 C20 1.530(8) . ? C19 C21 1.548(8) . ? C19 H19 1 . ? C20 H20A 0.98 . ? C20 H20B 0.98 . ? C20 H20C 0.98 . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? C40 C41 1.417(8) . ? C40 C45 1.423(7) . ? C41 C42 1.388(8) . ? C41 C49 1.511(8) . ? C42 C43 1.377(8) . ? C42 H42 0.95 . ? C43 C44 1.374(8) . ? C43 H43 0.95 . ? C44 C45 1.387(8) . ? C44 H44 0.95 . ? C45 C46 1.507(8) . ? C46 C47 1.544(8) . ? C46 C48 1.546(8) . ? C46 H46 1 . ? C47 H47A 0.98 . ? C47 H47B 0.98 . ? C47 H47C 0.98 . ? C48 H48A 0.98 . ? C48 H48B 0.98 . ? C48 H48C 0.98 . ? C49 C51 1.543(8) . ? C49 C50 1.545(7) . ? C49 H49 1 . ? C50 H50A 0.98 . ? C50 H50B 0.98 . ? C50 H50C 0.98 . ? C51 H51A 0.98 . ? C51 H51B 0.98 . ? C51 H51C 0.98 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 Al1 N1 87.78(18) . . ? N4 Al1 Cl2 117.65(16) . . ? N1 Al1 Cl2 111.47(14) . . ? N4 Al1 Cl1 115.22(15) . . ? N1 Al1 Cl1 109.17(16) . . ? Cl2 Al1 Cl1 112.65(9) . . ? C2 N1 C10 118.8(4) . . ? C2 N1 Al1 109.6(3) . . ? C10 N1 Al1 131.6(3) . . ? C40 N4 C3 120.6(4) . . ? C40 N4 Al1 122.7(3) . . ? C3 N4 Al1 111.9(3) . . ? N1 C2 C3 119.3(4) . . ? N1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? N4 C3 C2 109.0(4) . . ? N4 C3 C3 113.6(5) . 2_666 ? C2 C3 C3 107.0(5) . 2_666 ? N4 C3 H3 109 . . ? C2 C3 H3 109 . . ? C3 C3 H3 109 2_666 . ? C15 C10 C11 123.4(5) . . ? C15 C10 N1 119.5(5) . . ? C11 C10 N1 117.0(5) . . ? C10 C11 C12 116.8(6) . . ? C10 C11 C19 124.0(5) . . ? C12 C11 C19 119.2(6) . . ? C13 C12 C11 120.5(6) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C14 C13 C12 121.2(6) . . ? C14 C13 H13 119.4 . . ? C12 C13 H13 119.4 . . ? C13 C14 C15 121.2(6) . . ? C13 C14 H14 119.4 . . ? C15 C14 H14 119.4 . . ? C10 C15 C14 116.8(5) . . ? C10 C15 C16 123.6(5) . . ? C14 C15 C16 119.6(6) . . ? C17 C16 C15 110.0(5) . . ? C17 C16 C18 109.7(5) . . ? C15 C16 C18 111.9(5) . . ? C17 C16 H16 108.4 . . ? C15 C16 H16 108.4 . . ? C18 C16 H16 108.4 . . ? 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 . . ? C11 C19 C20 112.7(5) . . ? C11 C19 C21 111.6(5) . . ? C20 C19 C21 110.1(5) . . ? C11 C19 H19 107.4 . . ? C20 C19 H19 107.4 . . ? C21 C19 H19 107.4 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C41 C40 N4 121.8(5) . . ? C41 C40 C45 118.9(5) . . ? N4 C40 C45 118.9(5) . . ? C42 C41 C40 119.1(5) . . ? C42 C41 C49 118.3(5) . . ? C40 C41 C49 122.6(5) . . ? C43 C42 C41 121.5(6) . . ? C43 C42 H42 119.3 . . ? C41 C42 H42 119.3 . . ? C44 C43 C42 120.0(6) . . ? C44 C43 H43 120 . . ? C42 C43 H43 120 . . ? C43 C44 C45 121.0(6) . . ? C43 C44 H44 119.5 . . ? C45 C44 H44 119.5 . . ? C44 C45 C40 119.5(5) . . ? C44 C45 C46 118.3(5) . . ? C40 C45 C46 122.2(5) . . ? C45 C46 C47 111.6(5) . . ? C45 C46 C48 110.3(5) . . ? C47 C46 C48 110.0(5) . . ? C45 C46 H46 108.3 . . ? C47 C46 H46 108.3 . . ? C48 C46 H46 108.3 . . ? 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 . . ? C46 C48 H48A 109.5 . . ? C46 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C46 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C41 C49 C51 112.2(4) . . ? C41 C49 C50 111.2(5) . . ? C51 C49 C50 110.0(5) . . ? C41 C49 H49 107.7 . . ? C51 C49 H49 107.7 . . ? C50 C49 H49 107.7 . . ? C49 C50 H50A 109.5 . . ? C49 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C49 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C49 C51 H51A 109.5 . . ? C49 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C49 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 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 N4 Al1 N1 C2 11.0(4) . . . . ? Cl2 Al1 N1 C2 130.0(3) . . . . ? Cl1 Al1 N1 C2 -104.9(4) . . . . ? N4 Al1 N1 C10 -169.2(5) . . . . ? Cl2 Al1 N1 C10 -50.2(5) . . . . ? Cl1 Al1 N1 C10 74.8(5) . . . . ? N1 Al1 N4 C40 141.1(4) . . . . ? Cl2 Al1 N4 C40 27.9(4) . . . . ? Cl1 Al1 N4 C40 -108.7(4) . . . . ? N1 Al1 N4 C3 -14.5(3) . . . . ? Cl2 Al1 N4 C3 -127.6(3) . . . . ? Cl1 Al1 N4 C3 95.7(3) . . . . ? C10 N1 C2 C3 175.3(5) . . . . ? Al1 N1 C2 C3 -4.9(6) . . . . ? C40 N4 C3 C2 -141.4(4) . . . . ? Al1 N4 C3 C2 14.7(5) . . . . ? C40 N4 C3 C3 99.3(6) . . . 2_666 ? Al1 N4 C3 C3 -104.6(5) . . . 2_666 ? N1 C2 C3 N4 -6.1(7) . . . . ? N1 C2 C3 C3 117.2(6) . . . 2_666 ? C2 N1 C10 C15 96.4(6) . . . . ? Al1 N1 C10 C15 -83.4(6) . . . . ? C2 N1 C10 C11 -84.9(6) . . . . ? Al1 N1 C10 C11 95.3(6) . . . . ? C15 C10 C11 C12 -3.8(7) . . . . ? N1 C10 C11 C12 177.6(4) . . . . ? C15 C10 C11 C19 176.6(5) . . . . ? N1 C10 C11 C19 -2.0(7) . . . . ? C10 C11 C12 C13 2.9(8) . . . . ? C19 C11 C12 C13 -177.5(5) . . . . ? C11 C12 C13 C14 -0.3(8) . . . . ? C12 C13 C14 C15 -1.5(8) . . . . ? C11 C10 C15 C14 2.1(7) . . . . ? N1 C10 C15 C14 -179.3(4) . . . . ? C11 C10 C15 C16 -179.8(5) . . . . ? N1 C10 C15 C16 -1.1(7) . . . . ? C13 C14 C15 C10 0.7(7) . . . . ? C13 C14 C15 C16 -177.6(5) . . . . ? C10 C15 C16 C17 -115.7(6) . . . . ? C14 C15 C16 C17 62.5(6) . . . . ? C10 C15 C16 C18 122.2(6) . . . . ? C14 C15 C16 C18 -59.7(7) . . . . ? C10 C11 C19 C20 -132.9(6) . . . . ? C12 C11 C19 C20 47.5(7) . . . . ? C10 C11 C19 C21 102.6(6) . . . . ? C12 C11 C19 C21 -77.0(6) . . . . ? C3 N4 C40 C41 61.2(6) . . . . ? Al1 N4 C40 C41 -92.2(5) . . . . ? C3 N4 C40 C45 -126.8(5) . . . . ? Al1 N4 C40 C45 79.7(5) . . . . ? N4 C40 C41 C42 173.4(4) . . . . ? C45 C40 C41 C42 1.4(7) . . . . ? N4 C40 C41 C49 -4.2(7) . . . . ? C45 C40 C41 C49 -176.2(4) . . . . ? C40 C41 C42 C43 -1.8(8) . . . . ? C49 C41 C42 C43 175.9(5) . . . . ? C41 C42 C43 C44 2.2(9) . . . . ? C42 C43 C44 C45 -2.1(8) . . . . ? C43 C44 C45 C40 1.7(8) . . . . ? C43 C44 C45 C46 -175.4(5) . . . . ? C41 C40 C45 C44 -1.4(7) . . . . ? N4 C40 C45 C44 -173.6(4) . . . . ? C41 C40 C45 C46 175.6(4) . . . . ? N4 C40 C45 C46 3.4(7) . . . . ? C44 C45 C46 C47 -51.8(6) . . . . ? C40 C45 C46 C47 131.2(5) . . . . ? C44 C45 C46 C48 70.7(6) . . . . ? C40 C45 C46 C48 -106.3(5) . . . . ? C42 C41 C49 C51 70.8(6) . . . . ? C40 C41 C49 C51 -111.5(6) . . . . ? C42 C41 C49 C50 -52.9(7) . . . . ? C40 C41 C49 C50 124.8(5) . . . . ? #==END # CIF produced by WinGX routine CIF_UPDATE # Created on 2002-07-16 at 20:31:17 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : c:\chem\wingx\files\archive.dat # CIF files read : a dreduc struct sortav data_9 _database_code_depnum_ccdc_archive 'CCDC 658391' _audit_creation_date 2002-07-16T20:31:17-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C32 H32 B1 Cl1.11 N2' _chemical_formula_sum 'C32 H32 B Cl1.11 N2' _chemical_formula_weight 494.67 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 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 21.7735(14) _cell_length_b 9.7868(7) _cell_length_c 13.2216(10) _cell_angle_alpha 90 _cell_angle_beta 99.065(4) _cell_angle_gamma 90 _cell_volume 2782.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 17237 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.103 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.13 _exptl_crystal_density_diffrn 1.181 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1047 _exptl_special_details ; Disorder at Cl1 forming two identifable species. BCl and BCl2. This forms a discrepency in the Cl content in the cell. Work out to be approximately 0.8664 Cl in the form of BCl2 and 3.5668 Cl in the form of BCl in the cell. ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.17 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.9507 _exptl_absorpt_correction_T_max 0.979 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.32742E-2 _diffrn_orient_matrix_ub_12 0.945032E-1 _diffrn_orient_matrix_ub_13 0.29112E-1 _diffrn_orient_matrix_ub_21 0.33976E-2 _diffrn_orient_matrix_ub_22 0.376852E-1 _diffrn_orient_matrix_ub_23 -0.692027E-1 _diffrn_orient_matrix_ub_31 -0.462684E-1 _diffrn_orient_matrix_ub_32 0.94549E-2 _diffrn_orient_matrix_ub_33 -0.15152E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0455 _diffrn_reflns_av_unetI/netI 0.06 _diffrn_reflns_number 8904 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.85 _diffrn_reflns_theta_max 27.06 _diffrn_reflns_theta_full 27.06 _diffrn_measured_fraction_theta_full 0.974 _diffrn_measured_fraction_theta_max 0.974 _reflns_number_total 2976 _reflns_number_gt 1968 _reflns_threshold_expression >2sigma(I) _diffrn_reflns_reduction_process ; Scaled and merged with SORTAV R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; 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^)+(0.0378P)^2^+2.0764P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 2976 _refine_ls_number_parameters 238 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0964 _refine_ls_R_factor_gt 0.0552 _refine_ls_wR_factor_ref 0.123 _refine_ls_wR_factor_gt 0.1078 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.18 _refine_diff_density_min -0.219 _refine_diff_density_rms 0.04 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1A Cl 0 0.99209(8) 0.25 0.0528(3) Uani 0.892(2) d SP . . Cl1B Cl -0.0468(3) 0.9368(6) 0.1584(5) 0.076(3) Uani 0.108(2) d P . . N1 N 0.03691(7) 0.72611(16) 0.19775(12) 0.0378(4) Uani 1 d . . . B1 B 0 0.8130(3) 0.25 0.0413(8) Uani 1 d S . . C2 C 0.02276(8) 0.58883(19) 0.21960(14) 0.0363(5) Uani 1 d . . . C10 C 0.08461(9) 0.7681(2) 0.14042(15) 0.0386(5) Uani 1 d . . . C11 C 0.06595(12) 0.8261(2) 0.04518(17) 0.0516(6) Uani 1 d . . . C12 C 0.10911(14) 0.8706(3) -0.01284(19) 0.0636(7) Uani 1 d . . . C13 C 0.17175(13) 0.8540(3) 0.02443(18) 0.0602(7) Uani 1 d . . . C14 C 0.19025(11) 0.7973(2) 0.11996(18) 0.0492(6) Uani 1 d . . . C15 C 0.14725(9) 0.7542(2) 0.18155(15) 0.0390(5) Uani 1 d . . . C16 C 0.16825(9) 0.7020(2) 0.28916(16) 0.0418(5) Uani 1 d . . . C17 C 0.21550(13) 0.5872(3) 0.2930(3) 0.0683(7) Uani 1 d . . . C18 C 0.19265(14) 0.8202(3) 0.3597(2) 0.0604(7) Uani 1 d . . . C20 C 0.05553(8) 0.47113(19) 0.18250(15) 0.0359(5) Uani 1 d . . . C21 C 0.06695(9) 0.4648(2) 0.08259(17) 0.0439(5) Uani 1 d . . . C22 C 0.09685(10) 0.3525(3) 0.04837(19) 0.0539(6) Uani 1 d . . . C23 C 0.11629(11) 0.2460(3) 0.1137(2) 0.0557(6) Uani 1 d . . . C24 C 0.10651(10) 0.2522(2) 0.2139(2) 0.0510(6) Uani 1 d . . . C25 C 0.07630(9) 0.3637(2) 0.24826(18) 0.0446(5) Uani 1 d . . . H11 H 0.0204(13) 0.838(3) 0.022(2) 0.083(8) Uiso 1 d . . . H12 H 0.0968(11) 0.917(2) -0.0818(19) 0.065(7) Uiso 1 d . . . H13 H 0.2028(12) 0.885(3) -0.0169(19) 0.075(7) Uiso 1 d . . . H14 H 0.2333(10) 0.782(2) 0.1543(15) 0.046(6) Uiso 1 d . . . H16 H 0.1320(9) 0.665(2) 0.3147(14) 0.039(5) Uiso 1 d . . . H17A H 0.2231(11) 0.552(3) 0.3643(19) 0.060(7) Uiso 1 d . . . H17B H 0.2533(15) 0.622(3) 0.273(2) 0.081(9) Uiso 1 d . . . H17C H 0.1970(14) 0.508(3) 0.242(2) 0.095(9) Uiso 1 d . . . H18A H 0.1593(12) 0.897(3) 0.3570(18) 0.070(7) Uiso 1 d . . . H18B H 0.2290(13) 0.862(3) 0.338(2) 0.084(9) Uiso 1 d . . . H18C H 0.2034(11) 0.791(2) 0.433(2) 0.064(7) Uiso 1 d . . . H21 H 0.0545(9) 0.535(2) 0.0355(16) 0.044(6) Uiso 1 d . . . H22 H 0.1029(11) 0.354(3) -0.024(2) 0.069(7) Uiso 1 d . . . H23 H 0.1359(12) 0.165(3) 0.0893(19) 0.079(8) Uiso 1 d . . . H24 H 0.1213(11) 0.176(3) 0.2612(18) 0.061(7) Uiso 1 d . . . H25 H 0.0703(9) 0.368(2) 0.3155(17) 0.046(6) Uiso 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 Cl1A 0.0454(5) 0.0311(4) 0.0795(7) 0 0.0022(4) 0 Cl1B 0.084(5) 0.055(4) 0.096(5) 0.024(3) 0.036(4) 0.020(3) N1 0.0291(8) 0.0344(9) 0.0506(10) 0.0047(8) 0.0078(7) -0.0026(7) B1 0.0303(15) 0.0359(18) 0.056(2) 0 0.0021(14) 0 C2 0.0312(9) 0.0323(10) 0.0454(11) 0.0011(9) 0.0065(8) -0.0019(8) C10 0.0385(10) 0.0353(11) 0.0423(11) -0.0003(9) 0.0077(9) -0.0066(9) C11 0.0570(14) 0.0490(13) 0.0462(13) 0.0061(11) 0.0004(11) -0.0132(11) C12 0.0846(18) 0.0611(16) 0.0438(13) 0.0032(12) 0.0061(13) -0.0251(14) C13 0.0797(18) 0.0597(16) 0.0481(14) -0.0063(12) 0.0316(13) -0.0235(14) C14 0.0444(12) 0.0481(13) 0.0581(14) -0.0111(11) 0.0175(11) -0.0119(10) C15 0.0390(10) 0.0357(11) 0.0449(12) -0.0050(9) 0.0146(9) -0.0031(9) C16 0.0309(10) 0.0447(12) 0.0497(12) 0.0037(10) 0.0067(9) -0.0004(9) C17 0.0529(15) 0.0618(18) 0.087(2) 0.0070(17) 0.0015(15) 0.0160(13) C18 0.0672(16) 0.0644(17) 0.0484(15) -0.0024(13) 0.0056(13) -0.0040(15) C20 0.0277(8) 0.0346(11) 0.0465(11) -0.0016(9) 0.0088(8) -0.0047(8) C21 0.0392(11) 0.0466(13) 0.0452(12) -0.0021(11) 0.0047(9) -0.0006(10) C22 0.0539(13) 0.0611(16) 0.0489(13) -0.0117(12) 0.0146(11) 0.0004(12) C23 0.0516(13) 0.0446(14) 0.0757(17) -0.0139(13) 0.0246(12) 0.0024(11) C24 0.0480(12) 0.0374(12) 0.0723(16) 0.0047(12) 0.0238(11) 0.0047(10) C25 0.0423(11) 0.0412(12) 0.0548(14) 0.0025(11) 0.0217(10) 0.0005(10) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cl1A Cl1B 1.552(8) . ? Cl1A Cl1B 1.552(8) 2 ? Cl1A B1 1.753(3) . ? Cl1B B1 1.893(6) . ? N1 C2 1.418(2) . ? N1 B1 1.421(3) . ? N1 C10 1.439(2) . ? B1 N1 1.421(3) 2 ? B1 Cl1B 1.893(7) 2 ? C2 C2 1.371(4) 2 ? C2 C20 1.479(3) . ? C10 C11 1.383(3) . ? C10 C15 1.393(3) . ? C11 C12 1.374(3) . ? C11 H11 1.00(3) . ? C12 C13 1.385(4) . ? C12 H12 1.02(3) . ? C13 C14 1.380(3) . ? C13 H13 0.98(3) . ? C14 C15 1.399(3) . ? C14 H14 0.99(2) . ? C15 C16 1.513(3) . ? C16 C17 1.519(3) . ? C16 C18 1.527(3) . ? C16 H16 0.97(2) . ? C17 H17A 0.99(2) . ? C17 H17B 0.96(3) . ? C17 H17C 1.07(3) . ? C18 H18A 1.04(3) . ? C18 H18B 0.97(3) . ? C18 H18C 1.01(3) . ? C20 C21 1.384(3) . ? C20 C25 1.394(3) . ? C21 C22 1.389(3) . ? C21 H21 0.94(2) . ? C22 C23 1.377(4) . ? C22 H22 0.99(3) . ? C23 C24 1.375(3) . ? C23 H23 0.98(3) . ? C24 C25 1.387(3) . ? C24 H24 1.00(2) . ? C25 H25 0.92(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Cl1B Cl1A Cl1B 139.2(4) . 2 ? Cl1B Cl1A B1 69.6(2) . . ? Cl1B Cl1A B1 69.6(2) 2 . ? Cl1A Cl1B B1 60.2(2) . . ? C2 N1 B1 108.06(16) . . ? C2 N1 C10 125.16(16) . . ? B1 N1 C10 126.55(17) . . ? N1 B1 N1 106.5(2) . 2 ? N1 B1 Cl1A 126.73(12) . . ? N1 B1 Cl1A 126.73(12) 2 . ? N1 B1 Cl1B 113.9(2) . 2 ? N1 B1 Cl1B 111.1(2) 2 2 ? Cl1A B1 Cl1B 50.2(2) . 2 ? N1 B1 Cl1B 111.1(2) . . ? N1 B1 Cl1B 113.9(2) 2 . ? Cl1A B1 Cl1B 50.2(2) . . ? Cl1B B1 Cl1B 100.4(5) 2 . ? C2 C2 N1 108.64(10) 2 . ? C2 C2 C20 128.73(10) 2 . ? N1 C2 C20 122.60(16) . . ? C11 C10 C15 121.66(19) . . ? C11 C10 N1 117.65(18) . . ? C15 C10 N1 120.66(17) . . ? C12 C11 C10 120.7(2) . . ? C12 C11 H11 121.7(15) . . ? C10 C11 H11 117.6(16) . . ? C11 C12 C13 119.1(2) . . ? C11 C12 H12 122.4(14) . . ? C13 C12 H12 118.5(13) . . ? C14 C13 C12 120.1(2) . . ? C14 C13 H13 120.3(15) . . ? C12 C13 H13 119.5(15) . . ? C13 C14 C15 121.9(2) . . ? C13 C14 H14 126.9(12) . . ? C15 C14 H14 111.2(12) . . ? C10 C15 C14 116.55(19) . . ? C10 C15 C16 122.17(17) . . ? C14 C15 C16 121.22(18) . . ? C15 C16 C17 112.6(2) . . ? C15 C16 C18 110.08(19) . . ? C17 C16 C18 111.8(2) . . ? C15 C16 H16 108.0(11) . . ? C17 C16 H16 107.3(12) . . ? C18 C16 H16 106.9(11) . . ? C16 C17 H17A 107.6(14) . . ? C16 C17 H17B 109.5(17) . . ? H17A C17 H17B 111(2) . . ? C16 C17 H17C 109.2(16) . . ? H17A C17 H17C 110(2) . . ? H17B C17 H17C 110(2) . . ? C16 C18 H18A 110.6(14) . . ? C16 C18 H18B 111.0(17) . . ? H18A C18 H18B 107(2) . . ? C16 C18 H18C 112.3(14) . . ? H18A C18 H18C 107.1(19) . . ? H18B C18 H18C 109(2) . . ? C21 C20 C25 118.18(19) . . ? C21 C20 C2 121.37(18) . . ? C25 C20 C2 120.45(18) . . ? C20 C21 C22 120.7(2) . . ? C20 C21 H21 121.7(13) . . ? C22 C21 H21 117.6(13) . . ? C23 C22 C21 120.5(2) . . ? C23 C22 H22 123.0(15) . . ? C21 C22 H22 116.5(15) . . ? C24 C23 C22 119.5(2) . . ? C24 C23 H23 119.8(15) . . ? C22 C23 H23 120.7(15) . . ? C23 C24 C25 120.2(2) . . ? C23 C24 H24 119.2(13) . . ? C25 C24 H24 120.6(14) . . ? C24 C25 C20 120.9(2) . . ? C24 C25 H25 120.0(13) . . ? C20 C25 H25 119.1(13) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cl1B Cl1A Cl1B B1 0 2 . . . ? C2 N1 B1 N1 -0.72(9) . . . 2 ? C10 N1 B1 N1 -175.33(19) . . . 2 ? C2 N1 B1 Cl1A 179.28(9) . . . . ? C10 N1 B1 Cl1A 4.67(19) . . . . ? C2 N1 B1 Cl1B 122.1(3) . . . 2 ? C10 N1 B1 Cl1B -52.5(3) . . . 2 ? C2 N1 B1 Cl1B -125.3(3) . . . . ? C10 N1 B1 Cl1B 60.1(3) . . . . ? Cl1B Cl1A B1 N1 87.9(3) . . . . ? Cl1B Cl1A B1 N1 -92.1(3) 2 . . . ? Cl1B Cl1A B1 N1 -92.1(3) . . . 2 ? Cl1B Cl1A B1 N1 87.9(3) 2 . . 2 ? Cl1B Cl1A B1 Cl1B 180.000(2) . . . 2 ? Cl1B Cl1A B1 Cl1B 180.0000(10) 2 . . . ? Cl1A Cl1B B1 N1 -120.9(2) . . . . ? Cl1A Cl1B B1 N1 118.8(2) . . . 2 ? Cl1A Cl1B B1 Cl1B 0 . . . 2 ? B1 N1 C2 C2 1.9(2) . . . 2 ? C10 N1 C2 C2 176.65(19) . . . 2 ? B1 N1 C2 C20 -176.28(14) . . . . ? C10 N1 C2 C20 -1.6(3) . . . . ? C2 N1 C10 C11 111.5(2) . . . . ? B1 N1 C10 C11 -74.8(2) . . . . ? C2 N1 C10 C15 -70.4(3) . . . . ? B1 N1 C10 C15 103.3(2) . . . . ? C15 C10 C11 C12 0.9(3) . . . . ? N1 C10 C11 C12 178.9(2) . . . . ? C10 C11 C12 C13 1.3(4) . . . . ? C11 C12 C13 C14 -1.9(4) . . . . ? C12 C13 C14 C15 0.5(4) . . . . ? C11 C10 C15 C14 -2.3(3) . . . . ? N1 C10 C15 C14 179.75(17) . . . . ? C11 C10 C15 C16 174.68(19) . . . . ? N1 C10 C15 C16 -3.3(3) . . . . ? C13 C14 C15 C10 1.6(3) . . . . ? C13 C14 C15 C16 -175.4(2) . . . . ? C10 C15 C16 C17 129.5(2) . . . . ? C14 C15 C16 C17 -53.6(3) . . . . ? C10 C15 C16 C18 -105.0(2) . . . . ? C14 C15 C16 C18 71.8(3) . . . . ? C2 C2 C20 C21 137.3(3) 2 . . . ? N1 C2 C20 C21 -44.9(3) . . . . ? C2 C2 C20 C25 -43.3(3) 2 . . . ? N1 C2 C20 C25 134.5(2) . . . . ? C25 C20 C21 C22 1.7(3) . . . . ? C2 C20 C21 C22 -178.90(18) . . . . ? C20 C21 C22 C23 -0.7(3) . . . . ? C21 C22 C23 C24 -0.7(4) . . . . ? C22 C23 C24 C25 1.2(3) . . . . ? C23 C24 C25 C20 -0.2(3) . . . . ? C21 C20 C25 C24 -1.3(3) . . . . ? C2 C20 C25 C24 179.33(18) . . . . ? #==END