# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_al01
_audit_block_doi                 10.5517/cc118q9b
_database_code_depnum_ccdc_archive 'CCDC 961691'
_audit_update_record             
;
2014-07-31 deposited with the CCDC.
2015-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            al01
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H24 Al N2 O'
_chemical_formula_sum            'C11 H24 Al N2 O'
_chemical_formula_weight         227.30

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'

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                   9.6856(6)
_cell_length_b                   14.1697(10)
_cell_length_c                   9.9927(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.959(6)
_cell_angle_gamma                90.00
_cell_volume                     1354.69(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2278
_cell_measurement_theta_min      2.8693
_cell_measurement_theta_max      29.0557

_exptl_crystal_description       crystal
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.114
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             500
_exptl_absorpt_coefficient_mu    0.131
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.99759
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0690
_diffrn_reflns_number            7087
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_sigmaI/netI    0.0328
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.88
_diffrn_reflns_theta_max         26.00
_reflns_number_total             2655
_reflns_number_gt                2257
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) 
(compiled Oct 27 2011,15:02:11) 
;
_computing_cell_refinement       
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) 
(compiled Oct 27 2011,15:02:11) 
;
_computing_data_reduction        
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) 
(compiled Oct 27 2011,15:02:11) 
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.1200P)²+2.3547P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2655
_refine_ls_number_parameters     138
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0631
_refine_ls_wR_factor_ref         0.1991
_refine_ls_wR_factor_gt          0.1890
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Al Al 0.75570(7) 0.08356(6) 0.29344(7) 0.0141(3) Uani 1 1 d . . .
O1 O 0.7182(2) 0.16075(14) 0.43751(19) 0.0199(5) Uani 1 1 d . . .
N1 N 0.6885(2) -0.02746(15) 0.3864(2) 0.0148(5) Uani 1 1 d . . .
N2 N 0.7910(2) -0.03649(16) 0.1547(2) 0.0183(5) Uani 1 1 d . . .
C1 C 0.7363(3) 0.2175(2) 0.6627(3) 0.0306(7) Uani 1 1 d . . .
H1A H 0.7442 0.2758 0.6155 0.046 Uiso 1 1 calc R . .
H1B H 0.8188 0.2082 0.7284 0.046 Uiso 1 1 calc R . .
H1C H 0.6559 0.2199 0.7079 0.046 Uiso 1 1 calc R . .
C2 C 0.7210(3) 0.1372(2) 0.5632(3) 0.0188(6) Uani 1 1 d . . .
C3 C 0.7073(3) 0.0465(2) 0.6054(3) 0.0202(6) Uani 1 1 d . . .
H3A H 0.6316 0.0472 0.6586 0.024 Uiso 1 1 calc R . .
H3B H 0.7917 0.0326 0.6681 0.024 Uiso 1 1 calc R . .
C4 C 0.6832(3) -0.03259(19) 0.5180(3) 0.0165(6) Uani 1 1 d . . .
C5 C 0.6501(3) -0.1241(2) 0.5819(3) 0.0241(6) Uani 1 1 d . . .
H5A H 0.6352 -0.1724 0.5138 0.036 Uiso 1 1 calc R . .
H5B H 0.5672 -0.1167 0.6224 0.036 Uiso 1 1 calc R . .
H5C H 0.7268 -0.1416 0.6502 0.036 Uiso 1 1 calc R . .
C6 C 0.6547(3) -0.1145(2) 0.3072(3) 0.0201(6) Uani 1 1 d . . .
H6A H 0.5606 -0.1349 0.3149 0.024 Uiso 1 1 calc R . .
H6B H 0.7190 -0.1644 0.3421 0.024 Uiso 1 1 calc R . .
C7 C 0.6659(3) -0.0954(2) 0.1603(3) 0.0215(6) Uani 1 1 d . . .
H7A H 0.6738 -0.1545 0.1130 0.026 Uiso 1 1 calc R . .
H7B H 0.5828 -0.0629 0.1167 0.026 Uiso 1 1 calc R . .
C8 C 0.7960(4) -0.0079(2) 0.0141(3) 0.0286(7) Uani 1 1 d . . .
H8A H 0.8110 -0.0625 -0.0387 0.043 Uiso 1 1 calc R . .
H8B H 0.8711 0.0361 0.0125 0.043 Uiso 1 1 calc R . .
H8C H 0.7091 0.0214 -0.0232 0.043 Uiso 1 1 calc R . .
C9 C 0.9191(3) -0.0904(2) 0.2055(3) 0.0246(7) Uani 1 1 d . . .
H9A H 0.9300 -0.1407 0.1437 0.037 Uiso 1 1 calc R . .
H9B H 0.9119 -0.1162 0.2929 0.037 Uiso 1 1 calc R . .
H9C H 0.9986 -0.0492 0.2128 0.037 Uiso 1 1 calc R . .
C10 C 0.9570(3) 0.1191(2) 0.3169(3) 0.0271(7) Uani 1 1 d . . .
H10A H 0.9675 0.1837 0.3458 0.041 Uiso 1 1 calc R . .
H10B H 0.9910 0.1118 0.2322 0.041 Uiso 1 1 calc R . .
H10C H 1.0093 0.0791 0.3839 0.041 Uiso 1 1 calc R . .
C11 C 0.6150(3) 0.1452(2) 0.1539(3) 0.0233(6) Uani 1 1 d . . .
H11A H 0.5386 0.1026 0.1270 0.035 Uiso 1 1 calc R . .
H11B H 0.6578 0.1612 0.0765 0.035 Uiso 1 1 calc R . .
H11C H 0.5808 0.2015 0.1910 0.035 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Al 0.0133(4) 0.0133(4) 0.0158(4) 0.0011(3) 0.0029(3) -0.0012(3)
O1 0.0236(10) 0.0167(10) 0.0201(10) -0.0023(8) 0.0053(7) -0.0007(8)
N1 0.0144(10) 0.0138(11) 0.0166(11) 0.0005(9) 0.0034(8) -0.0005(8)
N2 0.0209(12) 0.0181(12) 0.0170(11) -0.0008(9) 0.0062(9) 0.0004(9)
C1 0.0346(17) 0.0303(17) 0.0275(15) -0.0116(13) 0.0066(13) -0.0047(14)
C2 0.0133(12) 0.0253(15) 0.0174(13) -0.0063(11) 0.0011(10) -0.0002(11)
C3 0.0167(13) 0.0296(16) 0.0144(13) 0.0002(11) 0.0028(10) 0.0027(11)
C4 0.0106(11) 0.0193(14) 0.0198(13) 0.0047(11) 0.0024(9) 0.0027(10)
C5 0.0251(14) 0.0232(15) 0.0247(15) 0.0110(12) 0.0060(11) 0.0000(12)
C6 0.0220(13) 0.0127(13) 0.0270(15) -0.0029(11) 0.0084(11) -0.0037(11)
C7 0.0236(14) 0.0183(14) 0.0224(14) -0.0063(11) 0.0031(11) -0.0035(11)
C8 0.0402(18) 0.0282(16) 0.0200(14) -0.0002(12) 0.0128(12) 0.0034(14)
C9 0.0240(15) 0.0213(15) 0.0303(16) -0.0008(12) 0.0100(12) 0.0036(11)
C10 0.0189(14) 0.0224(15) 0.0412(18) -0.0043(13) 0.0088(12) -0.0034(12)
C11 0.0275(15) 0.0202(14) 0.0209(14) 0.0015(11) 0.0002(11) 0.0034(12)

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Al O1 1.888(2) . ?
Al N1 1.987(2) . ?
Al C10 1.992(3) . ?
Al C11 1.993(3) . ?
Al N2 2.254(2) . ?
O1 C2 1.296(3) . ?
N1 C4 1.327(3) . ?
N1 C6 1.475(3) . ?
N2 C8 1.470(3) . ?
N2 C9 1.478(4) . ?
N2 C7 1.480(4) . ?
C1 C2 1.504(4) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.365(4) . ?
C3 C4 1.418(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.501(4) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.514(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Al N1 89.22(9) . . ?
O1 Al C10 93.71(11) . . ?
N1 Al C10 122.08(12) . . ?
O1 Al C11 95.03(11) . . ?
N1 Al C11 115.85(11) . . ?
C10 Al C11 121.42(13) . . ?
O1 Al N2 166.40(9) . . ?
N1 Al N2 77.41(9) . . ?
C10 Al N2 91.38(11) . . ?
C11 Al N2 93.04(11) . . ?
C2 O1 Al 127.75(18) . . ?
C4 N1 C6 116.5(2) . . ?
C4 N1 Al 124.97(19) . . ?
C6 N1 Al 118.25(17) . . ?
C8 N2 C9 108.6(2) . . ?
C8 N2 C7 109.9(2) . . ?
C9 N2 C7 110.1(2) . . ?
C8 N2 Al 114.22(18) . . ?
C9 N2 Al 112.23(17) . . ?
C7 N2 Al 101.50(16) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 123.6(2) . . ?
O1 C2 C1 115.5(3) . . ?
C3 C2 C1 120.8(3) . . ?
C2 C3 C4 124.6(2) . . ?
C2 C3 H3A 106.2 . . ?
C4 C3 H3A 106.2 . . ?
C2 C3 H3B 106.2 . . ?
C4 C3 H3B 106.2 . . ?
H3A C3 H3B 106.4 . . ?
N1 C4 C3 122.6(2) . . ?
N1 C4 C5 120.8(3) . . ?
C3 C4 C5 116.5(2) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C6 C7 109.1(2) . . ?
N1 C6 H6A 109.9 . . ?
C7 C6 H6A 109.9 . . ?
N1 C6 H6B 109.9 . . ?
C7 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
N2 C7 C6 108.7(2) . . ?
N2 C7 H7A 110.0 . . ?
C6 C7 H7A 110.0 . . ?
N2 C7 H7B 110.0 . . ?
C6 C7 H7B 110.0 . . ?
H7A C7 H7B 108.3 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
Al C10 H10A 109.5 . . ?
Al C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
Al C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
Al C11 H11A 109.5 . . ?
Al C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
Al C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.724
_refine_diff_density_min         -0.809
_refine_diff_density_rms         0.086
_chemical_properties_physical    
'Air-sensitive, Moisture-sensitive, Oxygen-sensitive'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_alonf1
_audit_block_doi                 10.5517/cc118qbc
_database_code_depnum_ccdc_archive 'CCDC 961692'
_audit_update_record             
;
2014-07-31 deposited with the CCDC.
2015-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            alonf1
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H17 Al F N O'
_chemical_formula_sum            'C13 H17 Al F N O'
_chemical_formula_weight         249.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pnma
_symmetry_space_group_name_Hall  '-P 2ac 2n'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   17.4749(8)
_cell_length_b                   10.0410(4)
_cell_length_c                   7.7635(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1362.23(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1404
_cell_measurement_theta_min      3.4970
_cell_measurement_theta_max      28.0610

_exptl_crystal_description       crystal
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             528
_exptl_absorpt_coefficient_mu    0.145
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.99423
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) 
(compiled Dec  3 2012,18:21:49) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0690
_diffrn_reflns_number            4897
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_sigmaI/netI    0.0238
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         2.87
_diffrn_reflns_theta_max         25.99
_reflns_number_total             1422
_reflns_number_gt                1201
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) 
(compiled Dec  3 2012,18:21:49) 
;

_computing_cell_refinement       
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) 
(compiled Dec  3 2012,18:21:49) 
;

_computing_data_reduction        
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET) 
(compiled Dec  3 2012,18:21:49) 
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.1108P)²+1.4057P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1422
_refine_ls_number_parameters     98
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0646
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1770
_refine_ls_wR_factor_gt          0.1659
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.101
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Al1 Al 0.09765(6) 0.2500 0.58343(13) 0.0250(4) Uani 1 2 d S . .
C1 C 0.2610(2) 0.2500 0.5652(5) 0.0269(8) Uani 1 2 d S . .
O1 O 0.03841(15) 0.2500 0.3941(3) 0.0359(7) Uani 1 2 d S . .
N1 N 0.19346(17) 0.2500 0.4592(4) 0.0269(7) Uani 1 2 d S . .
C4 C 0.1348(2) 0.2500 0.1811(5) 0.0259(8) Uani 1 2 d S . .
H4A H 0.1438 0.2500 0.0630 0.031 Uiso 1 2 calc SR . .
C5 C 0.0591(2) 0.2500 0.2336(4) 0.0248(8) Uani 1 2 d S . .
C6 C 0.1995(2) 0.2500 0.2893(5) 0.0229(8) Uani 1 2 d S . .
C7 C -0.0051(2) 0.2500 0.1075(5) 0.0329(9) Uani 1 2 d S . .
H7A H -0.0530 0.2500 0.1683 0.049 Uiso 1 2 calc SR . .
H7B H -0.0019 0.1719 0.0365 0.049 Uiso 0.50 1 calc PR . .
H7C H -0.0019 0.3281 0.0365 0.049 Uiso 0.50 1 calc PR . .
C8 C 0.35199(16) 0.1312(3) 0.7410(4) 0.0392(8) Uani 1 1 d . . .
H8 H 0.3723 0.0508 0.7791 0.047 Uiso 1 1 calc R . .
C9 C 0.29235(16) 0.1318(3) 0.6243(4) 0.0364(7) Uani 1 1 d D . .
C10 C 0.2772(2) 0.2500 0.2070(5) 0.0314(9) Uani 1 2 d S . .
H10A H 0.3159 0.2500 0.2950 0.047 Uiso 1 2 calc SR . .
H10B H 0.2828 0.3281 0.1367 0.047 Uiso 0.50 1 calc PR . .
H10C H 0.2828 0.1719 0.1367 0.047 Uiso 0.50 1 calc PR . .
C11 C 0.08587(16) 0.0808(3) 0.7064(4) 0.0343(7) Uani 1 1 d . . .
H11A H 0.1177 0.0811 0.8072 0.051 Uiso 1 1 calc R . .
H11B H 0.1008 0.0087 0.6324 0.051 Uiso 1 1 calc R . .
H11C H 0.0334 0.0696 0.7399 0.051 Uiso 1 1 calc R . .
C12 C 0.3814(2) 0.2500 0.8011(5) 0.0347(10) Uani 1 2 d S . .
H12 H 0.4208 0.2500 0.8816 0.042 Uiso 1 2 calc SR . .
F1 F 0.26783(18) 0.0282(3) 0.5423(5) 0.047(3) Uani 0.50 1 d P . .
F1H H 0.26783(18) 0.0282(3) 0.5423(5) 0.04(6) Uiso 0.50 1 d PD . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Al1 0.0195(6) 0.0348(7) 0.0208(6) 0.000 0.0024(4) 0.000
C1 0.0166(16) 0.037(2) 0.0266(18) 0.000 0.0033(14) 0.000
O1 0.0200(13) 0.0612(19) 0.0263(14) 0.000 0.0005(10) 0.000
N1 0.0198(15) 0.0373(18) 0.0237(16) 0.000 0.0003(12) 0.000
C4 0.0277(18) 0.0295(19) 0.0205(17) 0.000 0.0025(14) 0.000
C5 0.0288(19) 0.0246(17) 0.0209(17) 0.000 0.0005(14) 0.000
C6 0.0233(17) 0.0182(16) 0.0271(18) 0.000 0.0054(14) 0.000
C7 0.030(2) 0.041(2) 0.028(2) 0.000 -0.0041(16) 0.000
C8 0.0259(14) 0.0427(17) 0.0489(17) 0.0100(14) -0.0032(13) 0.0062(12)
C9 0.0255(13) 0.0385(17) 0.0452(17) -0.0077(13) -0.0029(12) 0.0027(11)
C10 0.0263(19) 0.039(2) 0.029(2) 0.000 0.0090(15) 0.000
C11 0.0332(15) 0.0365(15) 0.0331(15) 0.0001(12) 0.0052(11) 0.0042(12)
C12 0.0190(18) 0.054(3) 0.031(2) 0.000 -0.0007(15) 0.000
F1 0.038(3) 0.025(3) 0.077(6) -0.0017(18) -0.0096(18) 0.0011(14)

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Al1 O1 1.798(3) . ?
Al1 N1 1.932(3) . ?
Al1 C11 1.960(3) 7_565 ?
Al1 C11 1.960(3) . ?
C1 C9 1.386(4) 7_565 ?
C1 C9 1.386(4) . ?
C1 N1 1.438(5) . ?
O1 C5 1.298(4) . ?
N1 C6 1.324(5) . ?
C4 C5 1.384(5) . ?
C4 C6 1.409(5) . ?
C4 H4A 0.9300 . ?
C5 C7 1.489(5) . ?
C6 C10 1.501(5) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C12 1.381(4) . ?
C8 C9 1.381(4) . ?
C8 H8 0.9300 . ?
C9 F1 1.293(4) . ?
C9 F1H 1.293(4) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C8 1.381(4) 7_565 ?
C12 H12 0.9300 . ?
F1 F1H 0.000(11) . ?

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
O1 Al1 N1 95.23(13) . . ?
O1 Al1 C11 109.74(10) . 7_565 ?
N1 Al1 C11 109.52(9) . 7_565 ?
O1 Al1 C11 109.74(10) . . ?
N1 Al1 C11 109.52(9) . . ?
C11 Al1 C11 120.22(17) 7_565 . ?
C9 C1 C9 117.9(4) 7_565 . ?
C9 C1 N1 120.94(17) 7_565 . ?
C9 C1 N1 120.94(17) . . ?
C5 O1 Al1 128.7(2) . . ?
C6 N1 C1 120.3(3) . . ?
C6 N1 Al1 124.5(3) . . ?
C1 N1 Al1 115.2(2) . . ?
C5 C4 C6 126.3(3) . . ?
C5 C4 H4A 116.9 . . ?
C6 C4 H4A 116.9 . . ?
O1 C5 C4 123.3(3) . . ?
O1 C5 C7 114.9(3) . . ?
C4 C5 C7 121.8(3) . . ?
N1 C6 C4 122.0(3) . . ?
N1 C6 C10 119.8(3) . . ?
C4 C6 C10 118.2(3) . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C12 C8 C9 119.9(3) . . ?
C12 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
F1 C9 C1 113.3(3) . . ?
F1 C9 C8 124.7(3) . . ?
C1 C9 C8 121.3(3) . . ?
F1 C9 F1H 0.0(3) . . ?
C1 C9 F1H 113.3(3) . . ?
C8 C9 F1H 124.7(3) . . ?
C6 C10 H10A 109.5 . . ?
C6 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C6 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
Al1 C11 H11A 109.5 . . ?
Al1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
Al1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 C12 C8 119.6(4) . 7_565 ?
C8 C12 H12 120.2 . . ?
C8 C12 H12 120.2 7_565 . ?
C9 F1 F1H 0.00(18) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.594
_refine_diff_density_min         -0.560
_refine_diff_density_rms         0.069
_chemical_properties_physical    
'Air-sensitive, Moisture-sensitive, Oxygen-sensitive'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_alondiprobn
_audit_block_doi                 10.5517/cc118qcd
_database_code_depnum_ccdc_archive 'CCDC 961693'
_audit_update_record             
;
2015-05-12 deposited with the CCDC.
2015-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        '[LH5AlOBn2]2'
_chemical_name_common            alondiprobn
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H26 Al N O3'
_chemical_formula_sum            'C50 H52 Al2 N2 O6'
_chemical_formula_weight         830.9337

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.1726(5)
_cell_length_b                   10.7790(6)
_cell_length_c                   11.6466(8)
_cell_angle_alpha                87.884(5)
_cell_angle_beta                 76.862(5)
_cell_angle_gamma                74.023(5)
_cell_volume                     1077.66(11)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4100
_cell_measurement_theta_min      2.8973
_cell_measurement_theta_max      29.1339

_exptl_crystal_description       crystal
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             440
_exptl_absorpt_coefficient_mu    0.121
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.98823
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) 
(compiled Oct 27 2011,15:02:11) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0690
_diffrn_reflns_number            11715
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.90
_diffrn_reflns_theta_max         26.00
_reflns_number_total             4232
_reflns_number_gt                3510
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) 
(compiled Oct 27 2011,15:02:11) 
;
_computing_cell_refinement       
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) 
(compiled Oct 27 2011,15:02:11) 
;
_computing_data_reduction        
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) 
(compiled Oct 27 2011,15:02:11) 
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0919P)²+0.7160P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4232
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0528
_refine_ls_wR_factor_ref         0.1571
_refine_ls_wR_factor_gt          0.1470
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Al Al 0.05604(7) 0.01472(6) 0.87074(5) 0.01571(19) Uani 1 1 d . . .
O1 O 0.01410(17) 0.16172(13) 0.78244(13) 0.0203(3) Uani 1 1 d . . .
O2 O 0.07323(16) -0.10436(13) 0.99567(13) 0.0171(3) Uani 1 1 d . . .
O3 O 0.25859(17) -0.02161(14) 0.82174(13) 0.0216(4) Uani 1 1 d . . .
N N -0.0320(2) -0.07872(16) 0.77594(16) 0.0178(4) Uani 1 1 d . . .
C1 C -0.0624(3) 0.3153(2) 0.6413(2) 0.0323(6) Uani 1 1 d . . .
H1A H -0.0167 0.3636 0.6835 0.049 Uiso 1 1 calc R . .
H1B H -0.1694 0.3612 0.6457 0.049 Uiso 1 1 calc R . .
H1C H -0.0068 0.3040 0.5603 0.049 Uiso 1 1 calc R . .
C2 C -0.0538(3) 0.1855(2) 0.6954(2) 0.0212(5) Uani 1 1 d . . .
C3 C -0.1127(3) 0.0983(2) 0.6508(2) 0.0235(5) Uani 1 1 d . . .
H3A H -0.1643 0.1254 0.5904 0.028 Uiso 1 1 calc R . .
C4 C -0.1011(2) -0.0286(2) 0.68913(19) 0.0207(5) Uani 1 1 d . . .
C5 C -0.1746(3) -0.1076(2) 0.6272(2) 0.0297(5) Uani 1 1 d . . .
H5A H -0.1605 -0.1920 0.6600 0.044 Uiso 1 1 calc R . .
H5B H -0.1262 -0.1153 0.5446 0.044 Uiso 1 1 calc R . .
H5C H -0.2838 -0.0658 0.6377 0.044 Uiso 1 1 calc R . .
C6 C -0.0166(2) -0.21425(19) 0.79639(19) 0.0180(4) Uani 1 1 d . . .
C7 C -0.1236(3) -0.2554(2) 0.8820(2) 0.0239(5) Uani 1 1 d . . .
H7A H -0.2085 -0.1952 0.9271 0.029 Uiso 1 1 calc R . .
C8 C -0.1048(3) -0.3863(2) 0.9006(2) 0.0302(6) Uani 1 1 d . . .
H8A H -0.1775 -0.4134 0.9577 0.036 Uiso 1 1 calc R . .
C9 C 0.0221(3) -0.4767(2) 0.8343(2) 0.0312(6) Uani 1 1 d . . .
H9A H 0.0356 -0.5643 0.8477 0.037 Uiso 1 1 calc R . .
C10 C 0.1284(3) -0.4358(2) 0.7482(2) 0.0292(6) Uani 1 1 d . . .
H10A H 0.2126 -0.4964 0.7029 0.035 Uiso 1 1 calc R . .
C11 C 0.1105(3) -0.3053(2) 0.7287(2) 0.0228(5) Uani 1 1 d . . .
H11A H 0.1829 -0.2785 0.6709 0.027 Uiso 1 1 calc R . .
C12 C 0.1836(2) -0.22874(19) 0.9890(2) 0.0191(5) Uani 1 1 d . . .
H12A H 0.2281 -0.2539 0.9067 0.023 Uiso 1 1 calc R . .
H12B H 0.1291 -0.2912 1.0241 0.023 Uiso 1 1 calc R . .
C13 C 0.3145(2) -0.2344(2) 1.04991(18) 0.0181(4) Uani 1 1 d . . .
C14 C 0.3892(3) -0.3518(2) 1.0917(2) 0.0252(5) Uani 1 1 d . . .
H14A H 0.3540 -0.4239 1.0857 0.030 Uiso 1 1 calc R . .
C15 C 0.5153(3) -0.3629(2) 1.1421(2) 0.0311(6) Uani 1 1 d . . .
H15A H 0.5647 -0.4422 1.1691 0.037 Uiso 1 1 calc R . .
C16 C 0.5677(3) -0.2553(2) 1.1523(2) 0.0294(5) Uani 1 1 d . . .
H16A H 0.6522 -0.2623 1.1861 0.035 Uiso 1 1 calc R . .
C17 C 0.4935(3) -0.1377(2) 1.1120(2) 0.0248(5) Uani 1 1 d . . .
H17A H 0.5276 -0.0653 1.1195 0.030 Uiso 1 1 calc R . .
C18 C 0.3681(2) -0.1275(2) 1.06048(19) 0.0199(5) Uani 1 1 d . . .
H18A H 0.3196 -0.0484 1.0328 0.024 Uiso 1 1 calc R . .
C19 C 0.3366(3) -0.0167(2) 0.7041(2) 0.0248(5) Uani 1 1 d . . .
H19A H 0.4033 0.0402 0.6992 0.030 Uiso 1 1 calc R . .
H19B H 0.2610 0.0191 0.6570 0.030 Uiso 1 1 calc R . .
C20 C 0.4340(2) -0.1482(2) 0.6541(2) 0.0210(5) Uani 1 1 d . . .
C21 C 0.5039(3) -0.2415(2) 0.7257(2) 0.0258(5) Uani 1 1 d . . .
H21A H 0.4895 -0.2227 0.8055 0.031 Uiso 1 1 calc R . .
C22 C 0.5941(3) -0.3613(3) 0.6797(3) 0.0424(7) Uani 1 1 d . . .
H22A H 0.6422 -0.4219 0.7280 0.051 Uiso 1 1 calc R . .
C23 C 0.6132(5) -0.3916(3) 0.5623(3) 0.0720(13) Uani 1 1 d . . .
H23A H 0.6721 -0.4731 0.5318 0.086 Uiso 1 1 calc R . .
C24 C 0.5444(5) -0.3003(3) 0.4900(3) 0.0706(12) Uani 1 1 d . . .
H24A H 0.5571 -0.3203 0.4107 0.085 Uiso 1 1 calc R . .
C25 C 0.4566(3) -0.1792(3) 0.5360(2) 0.0378(6) Uani 1 1 d . . .
H25A H 0.4122 -0.1177 0.4867 0.045 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Al 0.0178(3) 0.0153(3) 0.0145(3) 0.0009(2) -0.0057(2) -0.0038(2)
O1 0.0249(8) 0.0183(7) 0.0184(8) 0.0023(6) -0.0073(6) -0.0055(6)
O2 0.0188(7) 0.0149(7) 0.0165(8) 0.0017(5) -0.0052(6) -0.0021(6)
O3 0.0209(8) 0.0275(8) 0.0151(8) 0.0028(6) -0.0039(6) -0.0050(6)
N 0.0201(9) 0.0186(9) 0.0158(9) 0.0019(7) -0.0057(7) -0.0058(7)
C1 0.0493(16) 0.0216(12) 0.0271(13) 0.0050(10) -0.0158(12) -0.0062(11)
C2 0.0211(11) 0.0205(10) 0.0185(11) 0.0025(8) -0.0037(9) -0.0008(9)
C3 0.0275(12) 0.0278(12) 0.0179(11) 0.0067(9) -0.0120(9) -0.0071(9)
C4 0.0199(11) 0.0265(11) 0.0163(11) 0.0007(9) -0.0049(9) -0.0070(9)
C5 0.0363(14) 0.0320(12) 0.0296(13) 0.0057(10) -0.0191(11) -0.0153(11)
C6 0.0205(11) 0.0178(10) 0.0184(11) -0.0002(8) -0.0087(9) -0.0061(8)
C7 0.0244(12) 0.0241(11) 0.0241(12) 0.0009(9) -0.0064(9) -0.0073(9)
C8 0.0361(14) 0.0316(13) 0.0291(14) 0.0074(10) -0.0098(11) -0.0182(11)
C9 0.0492(16) 0.0198(11) 0.0313(14) 0.0038(10) -0.0205(12) -0.0118(11)
C10 0.0346(13) 0.0227(11) 0.0297(14) -0.0065(10) -0.0125(11) -0.0016(10)
C11 0.0238(11) 0.0255(11) 0.0204(12) -0.0014(9) -0.0064(9) -0.0074(9)
C12 0.0216(11) 0.0142(10) 0.0198(11) -0.0013(8) -0.0057(9) -0.0009(8)
C13 0.0177(10) 0.0220(10) 0.0121(10) 0.0001(8) -0.0014(8) -0.0027(8)
C14 0.0272(12) 0.0187(11) 0.0298(13) 0.0025(9) -0.0100(10) -0.0036(9)
C15 0.0288(13) 0.0268(12) 0.0356(15) 0.0079(10) -0.0150(11) 0.0012(10)
C16 0.0213(12) 0.0404(14) 0.0272(13) 0.0029(10) -0.0117(10) -0.0046(10)
C17 0.0244(12) 0.0304(12) 0.0215(12) 0.0030(9) -0.0049(9) -0.0109(10)
C18 0.0209(11) 0.0212(10) 0.0163(11) 0.0030(8) -0.0042(9) -0.0038(9)
C19 0.0267(12) 0.0264(11) 0.0181(11) 0.0053(9) -0.0023(9) -0.0051(9)
C20 0.0177(11) 0.0267(11) 0.0196(11) 0.0039(9) -0.0048(9) -0.0077(9)
C21 0.0231(12) 0.0321(12) 0.0206(12) 0.0049(9) -0.0043(9) -0.0060(10)
C22 0.0469(17) 0.0328(14) 0.0337(15) 0.0103(11) -0.0034(13) 0.0056(12)
C23 0.111(3) 0.0344(17) 0.0369(18) -0.0037(14) -0.003(2) 0.0239(18)
C24 0.117(3) 0.0479(19) 0.0231(16) -0.0081(13) -0.0122(18) 0.015(2)
C25 0.0501(17) 0.0353(14) 0.0218(13) 0.0048(11) -0.0102(12) -0.0006(12)

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Al O3 1.7506(16) . ?
Al O2 1.8445(15) 2_557 ?
Al O1 1.8548(16) . ?
Al O2 1.9091(16) . ?
Al N 1.9544(18) . ?
Al Al 2.9875(13) 2_557 ?
O1 C2 1.289(3) . ?
O2 C12 1.433(2) . ?
O2 Al 1.8445(15) 2_557 ?
O3 C19 1.401(3) . ?
N C4 1.334(3) . ?
N C6 1.445(3) . ?
C1 C2 1.502(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.374(3) . ?
C3 C4 1.407(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.511(3) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.384(3) . ?
C6 C11 1.398(3) . ?
C7 C8 1.388(3) . ?
C7 H7A 0.9300 . ?
C8 C9 1.387(4) . ?
C8 H8A 0.9300 . ?
C9 C10 1.381(4) . ?
C9 H9A 0.9300 . ?
C10 C11 1.387(3) . ?
C10 H10A 0.9300 . ?
C11 H11A 0.9300 . ?
C12 C13 1.514(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C18 1.391(3) . ?
C13 C14 1.391(3) . ?
C14 C15 1.388(3) . ?
C14 H14A 0.9300 . ?
C15 C16 1.390(4) . ?
C15 H15A 0.9300 . ?
C16 C17 1.385(3) . ?
C16 H16A 0.9300 . ?
C17 C18 1.391(3) . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?
C19 C20 1.508(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C25 1.382(3) . ?
C20 C21 1.395(3) . ?
C21 C22 1.378(4) . ?
C21 H21A 0.9300 . ?
C22 C23 1.378(5) . ?
C22 H22A 0.9300 . ?
C23 C24 1.383(5) . ?
C23 H23A 0.9300 . ?
C24 C25 1.385(4) . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Al O2 130.09(7) . 2_557 ?
O3 Al O1 95.29(7) . . ?
O2 Al O1 90.61(7) 2_557 . ?
O3 Al O2 91.86(7) . . ?
O2 Al O2 74.53(7) 2_557 . ?
O1 Al O2 164.76(7) . . ?
O3 Al N 111.02(8) . . ?
O2 Al N 118.23(7) 2_557 . ?
O1 Al N 92.16(7) . . ?
O2 Al N 97.82(7) . . ?
O3 Al Al 114.73(6) . 2_557 ?
O2 Al Al 38.02(5) 2_557 2_557 ?
O1 Al Al 128.55(6) . 2_557 ?
O2 Al Al 36.51(4) . 2_557 ?
N Al Al 112.27(6) . 2_557 ?
C2 O1 Al 130.58(14) . . ?
C12 O2 Al 127.54(13) . 2_557 ?
C12 O2 Al 126.20(13) . . ?
Al O2 Al 105.47(7) 2_557 . ?
C19 O3 Al 124.48(14) . . ?
C4 N C6 116.22(17) . . ?
C4 N Al 125.12(15) . . ?
C6 N Al 118.60(13) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 123.3(2) . . ?
O1 C2 C1 116.1(2) . . ?
C3 C2 C1 120.6(2) . . ?
C2 C3 C4 125.3(2) . . ?
C2 C3 H3A 117.4 . . ?
C4 C3 H3A 117.4 . . ?
N C4 C3 123.4(2) . . ?
N C4 C5 120.4(2) . . ?
C3 C4 C5 116.2(2) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 C11 119.6(2) . . ?
C7 C6 N 121.53(19) . . ?
C11 C6 N 118.90(19) . . ?
C8 C7 C6 120.2(2) . . ?
C8 C7 H7A 119.9 . . ?
C6 C7 H7A 119.9 . . ?
C7 C8 C9 120.2(2) . . ?
C7 C8 H8A 119.9 . . ?
C9 C8 H8A 119.9 . . ?
C8 C9 C10 119.6(2) . . ?
C8 C9 H9A 120.2 . . ?
C10 C9 H9A 120.2 . . ?
C11 C10 C9 120.6(2) . . ?
C11 C10 H10A 119.7 . . ?
C9 C10 H10A 119.7 . . ?
C10 C11 C6 119.7(2) . . ?
C10 C11 H11A 120.1 . . ?
C6 C11 H11A 120.1 . . ?
O2 C12 C13 114.21(16) . . ?
O2 C12 H12A 108.7 . . ?
C13 C12 H12A 108.7 . . ?
O2 C12 H12B 108.7 . . ?
C13 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
C18 C13 C14 118.6(2) . . ?
C18 C13 C12 122.22(19) . . ?
C14 C13 C12 119.08(19) . . ?
C13 C14 C15 121.0(2) . . ?
C13 C14 H14A 119.5 . . ?
C15 C14 H14A 119.5 . . ?
C16 C15 C14 119.9(2) . . ?
C16 C15 H15A 120.1 . . ?
C14 C15 H15A 120.1 . . ?
C17 C16 C15 119.7(2) . . ?
C17 C16 H16A 120.1 . . ?
C15 C16 H16A 120.1 . . ?
C16 C17 C18 120.1(2) . . ?
C16 C17 H17A 119.9 . . ?
C18 C17 H17A 119.9 . . ?
C17 C18 C13 120.7(2) . . ?
C17 C18 H18A 119.7 . . ?
C13 C18 H18A 119.7 . . ?
O3 C19 C20 112.08(18) . . ?
O3 C19 H19A 109.2 . . ?
C20 C19 H19A 109.2 . . ?
O3 C19 H19B 109.2 . . ?
C20 C19 H19B 109.2 . . ?
H19A C19 H19B 107.9 . . ?
C25 C20 C21 118.3(2) . . ?
C25 C20 C19 120.9(2) . . ?
C21 C20 C19 120.8(2) . . ?
C20 C21 C22 120.8(2) . . ?
C20 C21 H21A 119.6 . . ?
C22 C21 H21A 119.6 . . ?
C23 C22 C21 120.2(3) . . ?
C23 C22 H22A 119.9 . . ?
C21 C22 H22A 119.9 . . ?
C22 C23 C24 119.8(3) . . ?
C22 C23 H23A 120.1 . . ?
C24 C23 H23A 120.1 . . ?
C25 C24 C23 119.9(3) . . ?
C25 C24 H24A 120.1 . . ?
C23 C24 H24A 120.1 . . ?
C20 C25 C24 121.0(3) . . ?
C20 C25 H25A 119.5 . . ?
C24 C25 H25A 119.5 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.644
_refine_diff_density_min         -0.546
_refine_diff_density_rms         0.071
_chemical_properties_physical    'Air-sensitive, Moisture-sensitive'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_alonpry
_audit_block_doi                 10.5517/cc118qgh
_database_code_depnum_ccdc_archive 'CCDC 961696'
_audit_update_record             
;
2014-07-31 deposited with the CCDC.
2015-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            alonpry
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H19 Al N2 O'
_chemical_formula_sum            'C13 H19 Al N2 O'
_chemical_formula_weight         246.28

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   24.0703(8)
_cell_length_b                   7.3632(3)
_cell_length_c                   7.6135(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1349.37(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3145
_cell_measurement_theta_min      2.8004
_cell_measurement_theta_max      29.0127

_exptl_crystal_description       crystal
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.212
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             528
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.99324
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0690
_diffrn_reflns_number            9122
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_sigmaI/netI    0.0188
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.81
_diffrn_reflns_theta_max         26.00
_reflns_number_total             1431
_reflns_number_gt                1315
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
;
_computing_cell_refinement       
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
;
_computing_data_reduction        
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) 
(compiled Jan 23 2012,18:06:46) 
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² 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/[σ²(Fo²)+(0.0832P)²+2.0234P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1431
_refine_ls_number_parameters     100
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0569
_refine_ls_wR_factor_ref         0.1676
_refine_ls_wR_factor_gt          0.1651
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Al Al 0.37278(4) 0.2500 0.66390(12) 0.0195(3) Uani 1 2 d S . .
O1 O 0.29950(10) 0.2500 0.5779(3) 0.0352(7) Uani 1 2 d S . .
N1 N 0.34391(12) 0.2500 0.9100(4) 0.0250(6) Uani 1 2 d S . .
N2 N 0.44738(12) 0.2500 0.8153(4) 0.0237(6) Uani 1 2 d S . .
C1 C 0.20262(15) 0.2500 0.5369(5) 0.0391(10) Uani 1 2 d S . .
H1A H 0.2145 0.2500 0.4165 0.059 Uiso 1 2 calc SR . .
H1B H 0.1807 0.3565 0.5594 0.059 Uiso 0.50 1 calc PR . .
H1C H 0.1807 0.1435 0.5594 0.059 Uiso 0.50 1 calc PR . .
C2 C 0.25272(14) 0.2500 0.6552(5) 0.0265(8) Uani 1 2 d S . .
C3 C 0.24665(15) 0.2500 0.8340(5) 0.0329(9) Uani 1 2 d S . .
H3A H 0.2107 0.2500 0.8784 0.039 Uiso 1 2 calc SR . .
C4 C 0.29086(15) 0.2500 0.9564(4) 0.0270(8) Uani 1 2 d S . .
C5 C 0.27423(18) 0.2500 1.1468(5) 0.0404(10) Uani 1 2 d S . .
H5A H 0.3069 0.2500 1.2190 0.061 Uiso 1 2 calc SR . .
H5B H 0.2526 0.1435 1.1715 0.061 Uiso 0.50 1 calc PR . .
H5C H 0.2526 0.3565 1.1715 0.061 Uiso 0.50 1 calc PR . .
C6 C 0.38420(16) 0.2500 1.0560(5) 0.0382(10) Uani 1 2 d S . .
H6A H 0.3784 0.1434 1.1286 0.046 Uiso 0.50 1 calc PR . .
H6B H 0.3784 0.3566 1.1286 0.046 Uiso 0.50 1 calc PR . .
C7 C 0.44221(15) 0.2500 0.9880(5) 0.0284(8) Uani 1 2 d S . .
C8 C 0.48833(17) 0.2500 1.1001(5) 0.0388(9) Uani 1 2 d S . .
H8A H 0.4836 0.2500 1.2214 0.047 Uiso 1 2 calc SR . .
C9 C 0.54060(17) 0.2500 1.0278(6) 0.0410(10) Uani 1 2 d S . .
H9A H 0.5719 0.2500 1.0993 0.049 Uiso 1 2 calc SR . .
C10 C 0.54594(16) 0.2500 0.8464(6) 0.0385(10) Uani 1 2 d S . .
H10A H 0.5809 0.2500 0.7945 0.046 Uiso 1 2 calc SR . .
C11 C 0.49871(14) 0.2500 0.7443(5) 0.0315(8) Uani 1 2 d S . .
H11A H 0.5023 0.2500 0.6227 0.038 Uiso 1 2 calc SR . .
C12 C 0.39366(12) 0.0175(4) 0.5503(4) 0.0367(7) Uani 1 1 d . . .
H12A H 0.3651 -0.0178 0.4691 0.055 Uiso 1 1 calc R . .
H12D H 0.3979 -0.0749 0.6384 0.055 Uiso 1 1 calc R . .
H12B H 0.4281 0.0325 0.4885 0.055 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Al 0.0200(5) 0.0229(5) 0.0155(5) 0.000 0.0021(3) 0.000
O1 0.0202(12) 0.0667(19) 0.0186(12) 0.000 0.0024(9) 0.000
N1 0.0284(15) 0.0307(15) 0.0158(13) 0.000 0.0007(11) 0.000
N2 0.0255(14) 0.0240(14) 0.0216(14) 0.000 -0.0035(11) 0.000
C1 0.0190(17) 0.066(3) 0.032(2) 0.000 0.0057(14) 0.000
C2 0.0226(16) 0.0299(18) 0.0271(18) 0.000 0.0035(13) 0.000
C3 0.0242(17) 0.049(2) 0.0258(18) 0.000 0.0095(14) 0.000
C4 0.0322(18) 0.0299(18) 0.0190(16) 0.000 0.0067(13) 0.000
C5 0.041(2) 0.057(3) 0.0235(19) 0.000 0.0119(16) 0.000
C6 0.035(2) 0.063(3) 0.0169(17) 0.000 -0.0027(15) 0.000
C7 0.0332(18) 0.0281(18) 0.0240(17) 0.000 -0.0033(14) 0.000
C8 0.044(2) 0.049(2) 0.0230(18) 0.000 -0.0108(17) 0.000
C9 0.033(2) 0.048(2) 0.041(2) 0.000 -0.0151(17) 0.000
C10 0.0259(18) 0.050(2) 0.040(2) 0.000 -0.0070(16) 0.000
C11 0.0250(17) 0.042(2) 0.0273(18) 0.000 -0.0014(14) 0.000
C12 0.0435(15) 0.0307(14) 0.0359(14) -0.0090(11) -0.0083(12) 0.0051(12)

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Al O1 1.881(3) . ?
Al C12 1.983(3) 7_565 ?
Al C12 1.983(3) . ?
Al N1 1.999(3) . ?
Al N2 2.134(3) . ?
O1 C2 1.271(4) . ?
N1 C4 1.325(4) . ?
N1 C6 1.475(4) . ?
N2 C7 1.320(5) . ?
N2 C11 1.349(4) . ?
C1 C2 1.505(5) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.369(5) . ?
C3 C4 1.415(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.503(5) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.489(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.400(5) . ?
C8 C9 1.373(6) . ?
C8 H8A 0.9300 . ?
C9 C10 1.387(6) . ?
C9 H9A 0.9300 . ?
C10 C11 1.377(5) . ?
C10 H10A 0.9300 . ?
C11 H11A 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12D 0.9600 . ?
C12 H12B 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Al C12 94.93(9) . 7_565 ?
O1 Al C12 94.93(9) . . ?
C12 Al C12 119.41(18) 7_565 . ?
O1 Al N1 90.02(11) . . ?
C12 Al N1 119.81(9) 7_565 . ?
C12 Al N1 119.81(9) . . ?
O1 Al N2 167.67(12) . . ?
C12 Al N2 91.28(9) 7_565 . ?
C12 Al N2 91.28(9) . . ?
N1 Al N2 77.65(12) . . ?
C2 O1 Al 132.0(2) . . ?
C4 N1 C6 115.6(3) . . ?
C4 N1 Al 125.8(2) . . ?
C6 N1 Al 118.5(2) . . ?
C7 N2 C11 119.0(3) . . ?
C7 N2 Al 117.3(2) . . ?
C11 N2 Al 123.7(2) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 123.7(3) . . ?
O1 C2 C1 115.6(3) . . ?
C3 C2 C1 120.6(3) . . ?
C2 C3 C4 125.1(3) . . ?
C2 C3 H3A 117.5 . . ?
C4 C3 H3A 117.5 . . ?
N1 C4 C3 123.3(3) . . ?
N1 C4 C5 120.9(3) . . ?
C3 C4 C5 115.8(3) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C6 C7 110.7(3) . . ?
N1 C6 H6A 109.5 . . ?
C7 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
C7 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
N2 C7 C8 122.2(4) . . ?
N2 C7 C6 115.8(3) . . ?
C8 C7 C6 122.1(3) . . ?
C9 C8 C7 118.8(4) . . ?
C9 C8 H8A 120.6 . . ?
C7 C8 H8A 120.6 . . ?
C8 C9 C10 119.0(4) . . ?
C8 C9 H9A 120.5 . . ?
C10 C9 H9A 120.5 . . ?
C11 C10 C9 119.1(4) . . ?
C11 C10 H10A 120.5 . . ?
C9 C10 H10A 120.5 . . ?
N2 C11 C10 122.0(4) . . ?
N2 C11 H11A 119.0 . . ?
C10 C11 H11A 119.0 . . ?
Al C12 H12A 109.5 . . ?
Al C12 H12D 109.5 . . ?
H12A C12 H12D 109.5 . . ?
Al C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12D C12 H12B 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.510
_refine_diff_density_min         -0.573
_refine_diff_density_rms         0.068
_chemical_properties_physical    
'Air-sensitive, Moisture-sensitive, Oxygen-sensitive'
