# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1541125'
_audit_update_record             
;
2017-03-30 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H31 Al N4 O'
_chemical_formula_sum            'C18 H31 Al N4 O'
_chemical_formula_weight         346.45

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.913(5)
_cell_length_b                   9.995(6)
_cell_length_c                   12.184(8)
_cell_angle_alpha                93.893(13)
_cell_angle_beta                 97.531(13)
_cell_angle_gamma                101.566(16)
_cell_volume                     1049.2(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    240(2)
_cell_measurement_reflns_used    1148
_cell_measurement_theta_min      2.559
_cell_measurement_theta_max      21.928

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.097
_exptl_crystal_F_000             376
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.108
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.673
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      240(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector, APEX'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6894
_diffrn_reflns_av_unetI/netI     0.0521
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.694
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             4512
_reflns_number_gt                2997
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Altomare, 1999)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'WINGX v2014.1 (Farrugia, 2012)'
_computing_publication_material  'WINGX v2014.1 (Farrugia, 2012)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0695P)²+0.0478P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4512
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0866
_refine_ls_R_factor_gt           0.0557
_refine_ls_wR_factor_ref         0.1528
_refine_ls_wR_factor_gt          0.1361
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Al1 Al 0.78575(8) 0.42073(7) 0.15071(6) 0.0439(2) Uani 1 1 d . . . . .
N1 N 0.5970(2) 0.42705(17) 0.22234(15) 0.0415(4) Uani 1 1 d . . . . .
N2 N 0.5548(2) 0.54715(17) 0.25616(15) 0.0407(4) Uani 1 1 d . . . . .
N3 N 0.6659(2) 0.88565(18) 0.36835(16) 0.0458(5) Uani 1 1 d . . . . .
N4 N 0.7086(2) 0.76220(17) 0.34650(14) 0.0391(4) Uani 1 1 d . . . . .
O1 O 0.85425(17) 0.59905(15) 0.17772(12) 0.0435(4) Uani 1 1 d . . . . .
C1 C 0.4246(3) 0.5186(3) 0.3046(2) 0.0552(6) Uani 1 1 d . . . . .
C2 C 0.3847(3) 0.3785(3) 0.3038(2) 0.0616(7) Uani 1 1 d . . . . .
H2 H 0.3010 0.3292 0.3324 0.074 Uiso 1 1 calc R U . . .
C3 C 0.4916(3) 0.3245(2) 0.2527(2) 0.0510(6) Uani 1 1 d . . . . .
C4 C 0.3481(4) 0.6274(3) 0.3462(3) 0.0845(10) Uani 1 1 d . . . . .
H4A H 0.4115 0.6786 0.4113 0.127 Uiso 1 1 calc R U . . .
H4B H 0.2489 0.5858 0.3646 0.127 Uiso 1 1 calc R U . . .
H4C H 0.3346 0.6880 0.2896 0.127 Uiso 1 1 calc R U . . .
C5 C 0.4995(3) 0.1766(2) 0.2281(3) 0.0704(8) Uani 1 1 d . . . . .
H5A H 0.5545 0.1680 0.1662 0.106 Uiso 1 1 calc R U . . .
H5B H 0.3965 0.1215 0.2103 0.106 Uiso 1 1 calc R U . . .
H5C H 0.5526 0.1458 0.2922 0.106 Uiso 1 1 calc R U . . .
C6 C 0.8130(3) 0.7366(2) 0.43184(18) 0.0430(5) Uani 1 1 d . . . . .
C7 C 0.8382(3) 0.8477(2) 0.50934(19) 0.0473(6) Uani 1 1 d . . . . .
H7 H 0.9041 0.8615 0.5768 0.057 Uiso 1 1 calc R U . . .
C8 C 0.7459(3) 0.9366(2) 0.46762(19) 0.0466(6) Uani 1 1 d . . . . .
C9 C 0.8776(3) 0.6101(3) 0.4343(2) 0.0605(7) Uani 1 1 d . . . . .
H9A H 0.9382 0.6104 0.5056 0.091 Uiso 1 1 calc R U . . .
H9B H 0.9419 0.6078 0.3772 0.091 Uiso 1 1 calc R U . . .
H9C H 0.7943 0.5307 0.4218 0.091 Uiso 1 1 calc R U . . .
C10 C 0.7295(3) 1.0724(2) 0.5204(2) 0.0649(7) Uani 1 1 d . . . . .
H10A H 0.8302 1.1270 0.5493 0.097 Uiso 1 1 calc R U . . .
H10B H 0.6692 1.0573 0.5799 0.097 Uiso 1 1 calc R U . . .
H10C H 0.6786 1.1196 0.4657 0.097 Uiso 1 1 calc R U . . .
C11 C 0.6389(2) 0.6867(2) 0.23867(17) 0.0380(5) Uani 1 1 d . . . . .
H11 H 0.5595 0.7346 0.2079 0.046 Uiso 1 1 calc R U . . .
C12 C 0.7450(2) 0.6798(2) 0.14917(18) 0.0400(5) Uani 1 1 d . . . . .
H12 H 0.6780 0.6319 0.0820 0.048 Uiso 1 1 calc R U . . .
C13 C 0.8272(3) 0.8210(2) 0.11558(19) 0.0465(6) Uani 1 1 d . . . . .
C14 C 0.9634(3) 0.8925(3) 0.2044(2) 0.0602(7) Uani 1 1 d . . . . .
H14A H 1.0301 0.8301 0.2219 0.090 Uiso 1 1 calc R U . . .
H14B H 0.9247 0.9203 0.2702 0.090 Uiso 1 1 calc R U . . .
H14C H 1.0206 0.9717 0.1765 0.090 Uiso 1 1 calc R U . . .
C15 C 0.8907(3) 0.7878(3) 0.0076(2) 0.0656(7) Uani 1 1 d . . . . .
H15A H 0.9477 0.8707 -0.0152 0.098 Uiso 1 1 calc R U . . .
H15B H 0.8061 0.7472 -0.0498 0.098 Uiso 1 1 calc R U . . .
H15C H 0.9579 0.7246 0.0204 0.098 Uiso 1 1 calc R U . . .
C16 C 0.7115(3) 0.9152(3) 0.0926(2) 0.0626(7) Uani 1 1 d . . . . .
H16A H 0.6803 0.9443 0.1612 0.094 Uiso 1 1 calc R U . . .
H16B H 0.6222 0.8659 0.0426 0.094 Uiso 1 1 calc R U . . .
H16C H 0.7600 0.9941 0.0595 0.094 Uiso 1 1 calc R U . . .
C17 C 0.9147(3) 0.3168(3) 0.2386(2) 0.0615(7) Uani 1 1 d . . . . .
H17A H 1.0217 0.3616 0.2444 0.092 Uiso 1 1 calc R U . . .
H17B H 0.8997 0.2255 0.2028 0.092 Uiso 1 1 calc R U . . .
H17C H 0.8858 0.3123 0.3117 0.092 Uiso 1 1 calc R U . . .
C18 C 0.7132(3) 0.3577(3) -0.0076(2) 0.0648(7) Uani 1 1 d . . . . .
H18A H 0.6308 0.4012 -0.0347 0.097 Uiso 1 1 calc R U . . .
H18B H 0.6761 0.2599 -0.0159 0.097 Uiso 1 1 calc R U . . .
H18C H 0.7972 0.3810 -0.0494 0.097 Uiso 1 1 calc R U . . .


_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 1.7575(19) . ?
Al1 C17 1.964(3) . ?
Al1 C18 1.970(3) . ?
Al1 N1 2.004(2) . ?
N1 C3 1.351(3) . ?
N1 N2 1.381(2) . ?
N2 C1 1.358(3) . ?
N2 C11 1.489(3) . ?
N3 C8 1.333(3) . ?
N3 N4 1.381(2) . ?
N4 C6 1.375(3) . ?
N4 C11 1.464(3) . ?
O1 C12 1.409(2) . ?
C1 C2 1.372(3) . ?
C1 C4 1.490(3) . ?
C2 C3 1.380(3) . ?
C3 C5 1.506(3) . ?
C6 C7 1.370(3) . ?
C6 C9 1.491(3) . ?
C7 C8 1.403(3) . ?
C8 C10 1.504(3) . ?
C11 C12 1.541(3) . ?
C12 C13 1.562(3) . ?
C13 C14 1.535(3) . ?
C13 C15 1.541(3) . ?
C13 C16 1.542(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
O1 Al1 C17 112.55(11) . . ?
O1 Al1 C18 114.13(10) . . ?
C17 Al1 C18 118.62(12) . . ?
O1 Al1 N1 92.25(7) . . ?
C17 Al1 N1 108.80(11) . . ?
C18 Al1 N1 106.86(11) . . ?
C3 N1 N2 105.81(18) . . ?
C3 N1 Al1 130.33(15) . . ?
N2 N1 Al1 123.79(14) . . ?
C1 N2 N1 110.16(18) . . ?
C1 N2 C11 125.59(18) . . ?
N1 N2 C11 124.24(17) . . ?
C8 N3 N4 104.67(18) . . ?
C6 N4 N3 111.81(17) . . ?
C6 N4 C11 132.75(17) . . ?
N3 N4 C11 115.42(17) . . ?
C12 O1 Al1 115.66(13) . . ?
N2 C1 C2 106.9(2) . . ?
N2 C1 C4 122.6(2) . . ?
C2 C1 C4 130.5(2) . . ?
C1 C2 C3 107.4(2) . . ?
N1 C3 C2 109.7(2) . . ?
N1 C3 C5 121.1(2) . . ?
C2 C3 C5 129.2(2) . . ?
C7 C6 N4 105.52(19) . . ?
C7 C6 C9 129.9(2) . . ?
N4 C6 C9 124.60(19) . . ?
C6 C7 C8 107.0(2) . . ?
N3 C8 C7 110.98(19) . . ?
N3 C8 C10 120.4(2) . . ?
C7 C8 C10 128.6(2) . . ?
N4 C11 N2 109.44(17) . . ?
N4 C11 C12 117.58(18) . . ?
N2 C11 C12 111.11(16) . . ?
O1 C12 C11 111.68(17) . . ?
O1 C12 C13 110.26(18) . . ?
C11 C12 C13 115.64(17) . . ?
C14 C13 C15 108.6(2) . . ?
C14 C13 C16 110.5(2) . . ?
C15 C13 C16 109.2(2) . . ?
C14 C13 C12 111.63(19) . . ?
C15 C13 C12 105.59(18) . . ?
C16 C13 C12 111.11(19) . . ?

_refine_diff_density_max         0.208
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.040

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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_Compound5
_database_code_depnum_ccdc_archive 'CCDC 1541126'
_audit_update_record             
;
2018-05-09 deposited with the CCDC.
2018-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C49 H66 Al2 N8 O2'
_chemical_formula_weight         853.05

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

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.3817(6)
_cell_length_b                   10.7672(7)
_cell_length_c                   10.8726(7)
_cell_angle_alpha                102.164(2)
_cell_angle_beta                 95.020(2)
_cell_angle_gamma                91.554(2)
_cell_volume                     1182.22(13)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5802
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      28.71

_exptl_crystal_description       Prismatic
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_F_000             458
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    0.109
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.704
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   'Bruker SADABS (Bruker, 1999)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'Phi and Omega Scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15102
_diffrn_reflns_av_unetI/netI     0.0499
_diffrn_reflns_av_R_equivalents  0.0493
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.421
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4644
_reflns_number_gt                3614
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker ApexII'
_computing_cell_refinement       'Bruker Apex II'
_computing_data_reduction        'Bruker Apex II'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0319P)²+0.6886P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4644
_refine_ls_number_parameters     315
_refine_ls_number_restraints     123
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.1027
_refine_ls_wR_factor_gt          0.0936
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Al1 Al 0.54639(5) 0.37099(5) 0.43626(5) 0.01440(13) Uani 1 1 d . . . . .
C1 C 0.55847(17) 0.36613(17) 0.25381(16) 0.0196(4) Uani 1 1 d . . . . .
H1A H 0.4943 0.3057 0.2042 0.029 Uiso 1 1 d R U . . .
H1B H 0.6431 0.3411 0.2320 0.029 Uiso 1 1 d R U . . .
H1C H 0.5438 0.4489 0.2369 0.029 Uiso 1 1 d R U . . .
C2 C 0.69703(16) 0.30636(17) 0.52490(17) 0.0196(4) Uani 1 1 d . . . . .
H2A H 0.6948 0.3340 0.6146 0.029 Uiso 1 1 d R U . . .
H2B H 0.7757 0.3386 0.5003 0.029 Uiso 1 1 d R U . . .
H2C H 0.6934 0.2151 0.5028 0.029 Uiso 1 1 d R U . . .
C3 C 0.57575(18) 0.05705(19) 0.26533(19) 0.0284(5) Uani 1 1 d . . . . .
H3A H 0.5493 0.0618 0.1797 0.043 Uiso 1 1 d R U . . .
H3B H 0.6068 -0.0258 0.2670 0.043 Uiso 1 1 d R U . . .
H3C H 0.6436 0.1204 0.2998 0.043 Uiso 1 1 d R U . . .
C4 C 0.46279(17) 0.07959(17) 0.34216(17) 0.0203(4) Uani 1 1 d . . . . .
C5 C 0.36889(17) -0.01121(17) 0.35277(17) 0.0220(4) Uani 1 1 d . . . . .
H5 H 0.3655 -0.0974 0.3154 0.026 Uiso 1 1 calc R U . . .
C6 C 0.28297(16) 0.05094(17) 0.42859(17) 0.0190(4) Uani 1 1 d . . . . .
C7 C 0.16038(17) 0.00611(18) 0.47018(19) 0.0259(4) Uani 1 1 d . . . . .
H7A H 0.1680 0.0187 0.5606 0.039 Uiso 1 1 d R U . . .
H7B H 0.1440 -0.0827 0.4333 0.039 Uiso 1 1 d R U . . .
H7C H 0.0901 0.0533 0.4433 0.039 Uiso 1 1 d R U . . .
C8 C 0.60533(19) 0.3245(2) 0.90118(18) 0.0303(5) Uani 1 1 d . . . . .
H8A H 0.6680 0.3340 0.8435 0.045 Uiso 1 1 d R U . . .
H8B H 0.6237 0.2515 0.9364 0.045 Uiso 1 1 d R U . . .
H8C H 0.6095 0.3992 0.9679 0.045 Uiso 1 1 d R U . . .
C9 C 0.47249(17) 0.30719(17) 0.83262(17) 0.0212(4) Uani 1 1 d . . . . .
C10 C 0.35345(18) 0.30556(18) 0.88307(17) 0.0247(4) Uani 1 1 d . . . . .
H10 H 0.3400 0.3142 0.9678 0.030 Uiso 1 1 calc R U . . .
C11 C 0.26071(17) 0.28880(18) 0.78315(17) 0.0218(4) Uani 1 1 d . . . . .
C12 C 0.11647(18) 0.2799(2) 0.77724(19) 0.0304(5) Uani 1 1 d . . . . .
H12A H 0.0907 0.2767 0.8592 0.046 Uiso 1 1 d R U . . .
H12B H 0.0838 0.2043 0.7176 0.046 Uiso 1 1 d R U . . .
H12C H 0.0821 0.3531 0.7512 0.046 Uiso 1 1 d R U . . .
C13 C 0.27217(15) 0.27365(16) 0.55017(15) 0.0148(4) Uani 1 1 d . . . . .
H13 H 0.1804 0.2487 0.5479 0.018 Uiso 1 1 calc R U . . .
C14 C 0.27572(15) 0.40154(16) 0.51032(16) 0.0146(4) Uani 1 1 d . . . . .
H14 H 0.2414 0.4636 0.5775 0.017 Uiso 1 1 calc R U . . .
C15 C 0.18233(16) 0.39093(16) 0.39180(16) 0.0156(4) Uani 1 1 d . . . . .
C16 C 0.22223(16) 0.40654(17) 0.27782(16) 0.0188(4) Uani 1 1 d . . . . .
H16 H 0.3095 0.4225 0.2709 0.023 Uiso 1 1 calc R U . . .
C17 C 0.13253(17) 0.39842(18) 0.17362(17) 0.0228(4) Uani 1 1 d . . . . .
H17 H 0.1609 0.4098 0.0978 0.027 Uiso 1 1 calc R U . . .
C18 C 0.00227(17) 0.37393(18) 0.17976(17) 0.0224(4) Uani 1 1 d . . . . .
C19 C -0.03724(17) 0.35875(18) 0.29476(17) 0.0219(4) Uani 1 1 d . . . . .
H19 H -0.1244 0.3419 0.3014 0.026 Uiso 1 1 calc R U . . .
C20 C 0.05113(16) 0.36837(17) 0.39929(17) 0.0191(4) Uani 1 1 d . . . . .
H20 H 0.0224 0.3596 0.4758 0.023 Uiso 1 1 calc R U . . .
C21 C -0.09514(19) 0.3617(2) 0.06641(19) 0.0331(5) Uani 1 1 d . . . . .
H21A H -0.0605 0.4034 0.0058 0.050 Uiso 1 1 d R U . . .
H21B H -0.1734 0.4005 0.0921 0.050 Uiso 1 1 d R U . . .
H21C H -0.1137 0.2733 0.0288 0.050 Uiso 1 1 d R U . . .
N1 N 0.43801(13) 0.19341(14) 0.40874(13) 0.0163(3) Uani 1 1 d . . . . .
N2 N 0.32627(13) 0.17457(13) 0.46177(13) 0.0146(3) Uani 1 1 d . . . . .
N3 N 0.45747(13) 0.29191(14) 0.70808(13) 0.0186(3) Uani 1 1 d . . . . .
N4 N 0.32699(13) 0.27980(14) 0.67899(13) 0.0164(3) Uani 1 1 d . . . . .
O1 O 0.40173(10) 0.44561(11) 0.49910(10) 0.0137(3) Uani 1 1 d . . . . .
C1A C 0.2456(6) 0.0476(6) 0.0396(6) 0.0551(14) Uani 0.5 1 d D U P A -1
H1AA H 0.2677 0.1175 0.1100 0.083 Uiso 0.5 1 calc R U P A -1
H1AB H 0.2736 0.0684 -0.0357 0.083 Uiso 0.5 1 calc R U P A -1
H1AC H 0.2875 -0.0267 0.0552 0.083 Uiso 0.5 1 calc R U P A -1
C1B C 0.1017(6) 0.0219(5) 0.0231(6) 0.0380(13) Uani 0.5 1 d D U P A -1
C1C C 0.0316(7) 0.0508(6) 0.1271(7) 0.0389(15) Uani 0.5 1 d D U P A -1
H1CA H 0.0740 0.0871 0.2059 0.047 Uiso 0.5 1 calc R U P A -1
C1D C -0.1015(6) 0.0262(7) 0.1151(7) 0.0599(18) Uani 0.5 1 d D U P A -1
H1D H -0.1468 0.0461 0.1863 0.072 Uiso 0.5 1 calc R U P A -1
C1E C -0.1667(8) -0.0265(7) 0.0011(9) 0.068(2) Uani 0.5 1 d D U P A -1
H1E H -0.2558 -0.0427 -0.0067 0.082 Uiso 0.5 1 calc R U P A -1
C1F C -0.0968(8) -0.0553(8) -0.1025(10) 0.067(2) Uani 0.5 1 d D U P A -1
H1F H -0.1399 -0.0914 -0.1811 0.081 Uiso 0.5 1 calc R U P A -1
C1G C 0.0336(8) -0.0324(7) -0.0930(7) 0.0529(19) Uani 0.5 1 d D U P A -1
H1G H 0.0779 -0.0531 -0.1647 0.063 Uiso 0.5 1 calc R U P A -1


_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 1.8388(12) . ?
Al1 C2 1.9841(17) . ?
Al1 C1 1.9883(18) . ?
Al1 O1 1.9936(12) 2_666 ?
Al1 N1 2.1436(15) . ?
C3 C4 1.494(3) . ?
C4 N1 1.330(2) . ?
C4 C5 1.391(2) . ?
C5 C6 1.361(3) . ?
C6 N2 1.357(2) . ?
C6 C7 1.489(2) . ?
C8 C9 1.497(2) . ?
C9 N3 1.324(2) . ?
C9 C10 1.396(3) . ?
C10 C11 1.366(3) . ?
C11 N4 1.363(2) . ?
C11 C12 1.493(3) . ?
C13 N2 1.440(2) . ?
C13 N4 1.452(2) . ?
C13 C14 1.529(2) . ?
C14 O1 1.4036(19) . ?
C14 C15 1.525(2) . ?
C15 C16 1.382(2) . ?
C15 C20 1.389(2) . ?
C16 C17 1.388(2) . ?
C17 C18 1.381(3) . ?
C18 C19 1.389(3) . ?
C18 C21 1.505(2) . ?
C19 C20 1.381(2) . ?
N1 N2 1.3685(19) . ?
N3 N4 1.3602(19) . ?
O1 Al1 1.9937(12) 2_666 ?
C1A C1B 1.500(7) . ?
C1B C1C 1.382(7) . ?
C1B C1G 1.395(8) . ?
C1C C1D 1.389(7) . ?
C1D C1E 1.361(8) . ?
C1E C1F 1.379(9) . ?
C1F C1G 1.360(8) . ?

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 C2 129.92(7) . . ?
O1 Al1 C1 114.48(7) . . ?
C2 Al1 C1 115.43(8) . . ?
O1 Al1 O1 74.44(5) . 2_666 ?
C2 Al1 O1 95.34(6) . 2_666 ?
C1 Al1 O1 97.49(6) . 2_666 ?
O1 Al1 N1 86.37(5) . . ?
C2 Al1 N1 92.39(7) . . ?
C1 Al1 N1 95.89(7) . . ?
O1 Al1 N1 159.89(6) 2_666 . ?
N1 C4 C5 110.72(16) . . ?
N1 C4 C3 123.09(16) . . ?
C5 C4 C3 126.17(17) . . ?
C6 C5 C4 106.49(16) . . ?
N2 C6 C5 106.51(15) . . ?
N2 C6 C7 121.90(16) . . ?
C5 C6 C7 131.55(17) . . ?
N3 C9 C10 111.50(15) . . ?
N3 C9 C8 120.17(17) . . ?
C10 C9 C8 128.33(17) . . ?
C11 C10 C9 106.33(16) . . ?
N4 C11 C10 105.29(16) . . ?
N4 C11 C12 123.36(16) . . ?
C10 C11 C12 131.35(17) . . ?
N2 C13 N4 111.74(13) . . ?
N2 C13 C14 112.61(14) . . ?
N4 C13 C14 113.90(14) . . ?
O1 C14 C15 114.44(13) . . ?
O1 C14 C13 112.87(13) . . ?
C15 C14 C13 108.31(13) . . ?
C16 C15 C20 118.43(16) . . ?
C16 C15 C14 122.71(15) . . ?
C20 C15 C14 118.83(15) . . ?
C15 C16 C17 120.24(16) . . ?
C18 C17 C16 121.67(17) . . ?
C17 C18 C19 117.79(16) . . ?
C17 C18 C21 122.00(17) . . ?
C19 C18 C21 120.20(16) . . ?
C20 C19 C18 120.90(16) . . ?
C19 C20 C15 120.95(17) . . ?
C4 N1 N2 105.07(14) . . ?
C4 N1 Al1 129.50(12) . . ?
N2 N1 Al1 125.42(11) . . ?
C6 N2 N1 111.20(14) . . ?
C6 N2 C13 126.10(14) . . ?
N1 N2 C13 122.46(13) . . ?
C9 N3 N4 104.19(14) . . ?
N3 N4 C11 112.68(14) . . ?
N3 N4 C13 120.19(13) . . ?
C11 N4 C13 126.73(14) . . ?
C14 O1 Al1 134.78(11) . . ?
C14 O1 Al1 119.65(10) . 2_666 ?
Al1 O1 Al1 105.56(5) . 2_666 ?
C1C C1B C1G 117.4(5) . . ?
C1C C1B C1A 119.4(6) . . ?
C1G C1B C1A 123.1(7) . . ?
C1B C1C C1D 120.8(6) . . ?
C1E C1D C1C 121.1(7) . . ?
C1D C1E C1F 118.1(7) . . ?
C1G C1F C1E 121.8(7) . . ?
C1F C1G C1B 120.8(6) . . ?

_refine_diff_density_max         0.349
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.048

_shelxl_version_number           2014-3

