# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_1b
_database_code_depnum_ccdc_archive 'CCDC 1411759'
_audit_update_record             
;
2015-12-20 deposited with the CCDC.
2016-04-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H16 Al N O'
_chemical_formula_weight         241.26

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'
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   P21/n

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                   7.0753(3)
_cell_length_b                   15.6291(6)
_cell_length_c                   11.8798(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.9470(10)
_cell_angle_gamma                90.00
_cell_volume                     1313.50(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    8329
_cell_measurement_theta_min      2.8795
_cell_measurement_theta_max      28.292

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.35
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             512
_exptl_absorpt_coefficient_mu    0.138
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9697
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_sigmaI/netI    0.0182
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.12
_diffrn_reflns_theta_max         25.05
_reflns_number_total             2328
_reflns_number_gt                2132
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0584P)²+0.4375P] 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         2328
_refine_ls_number_parameters     157
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0357
_refine_ls_wR_factor_ref         0.1011
_refine_ls_wR_factor_gt          0.0977
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Al1 Al 1.08647(6) 0.15535(3) 0.79238(3) 0.03007(16) Uani 1 1 d . . .
O1 O 1.06973(16) 0.26459(7) 0.75063(9) 0.0395(3) Uani 1 1 d . . .
N1 N 0.93198(15) 0.10640(7) 0.66906(9) 0.0255(3) Uani 1 1 d . . .
C11 C 0.9843(2) 0.29598(9) 0.66126(13) 0.0326(3) Uani 1 1 d . . .
C1 C 0.85666(19) 0.15718(9) 0.58763(12) 0.0274(3) Uani 1 1 d . . .
C12 C 1.0057(2) 0.39083(10) 0.64667(15) 0.0430(4) Uani 1 1 d . . .
H12A H 0.9666 0.4200 0.7155 0.064 Uiso 1 1 calc R . .
H12B H 0.9262 0.4100 0.5832 0.064 Uiso 1 1 calc R . .
H12C H 1.1382 0.4044 0.6318 0.064 Uiso 1 1 calc R . .
C9 C 0.90245(18) 0.01839(9) 0.66414(11) 0.0255(3) Uani 1 1 d . . .
C3 C 0.72138(18) 0.03515(10) 0.49059(12) 0.0299(3) Uani 1 1 d . . .
H3 H 0.6509 0.0117 0.4292 0.036 Uiso 1 1 calc R . .
C10 C 0.8845(2) 0.24790(9) 0.58613(12) 0.0333(3) Uani 1 1 d . . .
H10 H 0.8261 0.2780 0.5254 0.040 Uiso 1 1 calc R . .
C2 C 0.74849(19) 0.12051(10) 0.49715(12) 0.0309(3) Uani 1 1 d . . .
H2 H 0.6949 0.1567 0.4408 0.037 Uiso 1 1 calc R . .
C4 C 0.79783(18) -0.01980(9) 0.57507(11) 0.0272(3) Uani 1 1 d . . .
C8 C 0.9812(2) -0.03520(9) 0.74800(12) 0.0308(3) Uani 1 1 d . . .
H8 H 1.0510 -0.0107 0.8089 0.037 Uiso 1 1 calc R . .
C7 C 0.9583(2) -0.12226(10) 0.74274(13) 0.0347(3) Uani 1 1 d . . .
H7 H 1.0130 -0.1574 0.7999 0.042 Uiso 1 1 calc R . .
C6 C 0.8553(2) -0.16002(9) 0.65419(13) 0.0346(4) Uani 1 1 d . . .
H6 H 0.8409 -0.2204 0.6510 0.042 Uiso 1 1 calc R . .
C5 C 0.77563(19) -0.10938(9) 0.57238(12) 0.0324(3) Uani 1 1 d . . .
H5 H 0.7043 -0.1350 0.5129 0.039 Uiso 1 1 calc R . .
C13 C 0.9548(3) 0.13814(12) 0.93466(14) 0.0482(4) Uani 1 1 d . . .
H13A H 0.9570 0.1914 0.9781 0.072 Uiso 1 1 calc R . .
H13B H 1.0181 0.0929 0.9781 0.072 Uiso 1 1 calc R . .
H13C H 0.8234 0.1215 0.9188 0.072 Uiso 1 1 calc R . .
C14 C 1.3523(2) 0.12166(11) 0.78048(15) 0.0453(4) Uani 1 1 d . . .
H14A H 1.4009 0.1405 0.7078 0.068 Uiso 1 1 calc R . .
H14B H 1.3628 0.0593 0.7862 0.068 Uiso 1 1 calc R . .
H14C H 1.4263 0.1483 0.8415 0.068 Uiso 1 1 calc R . .


_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 1.7814(11) . ?
Al1 C14 1.9608(16) . ?
Al1 C13 1.9621(17) . ?
Al1 N1 1.9682(12) . ?
O1 C11 1.3086(18) . ?
N1 C1 1.3537(18) . ?
N1 C9 1.3923(18) . ?
C11 C10 1.356(2) . ?
C11 C12 1.500(2) . ?
C1 C2 1.429(2) . ?
C1 C10 1.432(2) . ?
C9 C8 1.4094(19) . ?
C9 C4 1.4134(18) . ?
C3 C2 1.350(2) . ?
C3 C4 1.421(2) . ?
C4 C5 1.409(2) . ?
C8 C7 1.372(2) . ?
C7 C6 1.400(2) . ?
C6 C5 1.368(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
O1 Al1 C14 107.26(7) . . ?
O1 Al1 C13 109.93(7) . . ?
C14 Al1 C13 119.68(8) . . ?
O1 Al1 N1 97.57(5) . . ?
C14 Al1 N1 111.32(6) . . ?
C13 Al1 N1 108.79(7) . . ?
C11 O1 Al1 127.81(10) . . ?
C1 N1 C9 119.48(11) . . ?
C1 N1 Al1 120.75(9) . . ?
C9 N1 Al1 119.76(9) . . ?
O1 C11 C10 123.70(13) . . ?
O1 C11 C12 114.71(13) . . ?
C10 C11 C12 121.59(14) . . ?
N1 C1 C2 120.13(12) . . ?
N1 C1 C10 122.48(13) . . ?
C2 C1 C10 117.37(13) . . ?
N1 C9 C8 120.01(12) . . ?
N1 C9 C4 121.66(12) . . ?
C8 C9 C4 118.31(13) . . ?
C2 C3 C4 120.29(12) . . ?
C11 C10 C1 127.65(14) . . ?
C3 C2 C1 120.90(13) . . ?
C5 C4 C9 119.56(13) . . ?
C5 C4 C3 122.91(13) . . ?
C9 C4 C3 117.52(13) . . ?
C7 C8 C9 120.82(13) . . ?
C8 C7 C6 120.79(14) . . ?
C5 C6 C7 119.56(14) . . ?
C6 C5 C4 120.95(13) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.061
####################################################################### 
# 
# 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_2b
_database_code_depnum_ccdc_archive 'CCDC 1411760'
_audit_update_record             
;
2015-12-20 deposited with the CCDC.
2016-04-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H22 Al N O'
_chemical_formula_weight         283.34

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   P21/n

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                   8.4914(17)
_cell_length_b                   13.955(3)
_cell_length_c                   14.174(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.02(3)
_cell_angle_gamma                90.00
_cell_volume                     1648.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9904
_cell_measurement_theta_min      2.9195
_cell_measurement_theta_max      28.3665

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.142
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             608
_exptl_absorpt_coefficient_mu    0.119
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9652
_exptl_absorpt_correction_T_max  0.9766
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            27725
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_sigmaI/netI    0.0206
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.85
_diffrn_reflns_theta_max         25.05
_reflns_number_total             2915
_reflns_number_gt                2399
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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+0.2070P] 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         2915
_refine_ls_number_parameters     186
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.1576
_refine_ls_wR_factor_gt          0.1338
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Al1 Al 1.13649(6) 0.39820(4) 0.75983(4) 0.0270(2) Uani 1 1 d . . .
N1 N 1.01627(17) 0.39546(9) 0.86620(10) 0.0211(4) Uani 1 1 d . . .
O1 O 0.99642(16) 0.46933(11) 0.68010(10) 0.0404(4) Uani 1 1 d . . .
C11 C 0.8684(2) 0.51422(12) 0.69628(13) 0.0262(4) Uani 1 1 d . . .
C10 C 0.8108(2) 0.50215(13) 0.77847(13) 0.0266(4) Uani 1 1 d . . .
H10 H 0.7169 0.5350 0.7822 0.032 Uiso 1 1 calc R . .
C2 C 0.7916(2) 0.44193(13) 0.93732(13) 0.0285(4) Uani 1 1 d . . .
H2 H 0.6974 0.4771 0.9329 0.034 Uiso 1 1 calc R . .
C4 C 0.9881(2) 0.33615(12) 1.02465(12) 0.0263(4) Uani 1 1 d . . .
C9 C 1.0726(2) 0.34209(12) 0.94859(11) 0.0234(4) Uani 1 1 d . . .
C3 C 0.8441(2) 0.38940(12) 1.01626(13) 0.0286(5) Uani 1 1 d . . .
H3 H 0.7860 0.3879 1.0656 0.034 Uiso 1 1 calc R . .
C1 C 0.8774(2) 0.44493(12) 0.85983(12) 0.0224(4) Uani 1 1 d . . .
C12 C 0.7907(2) 0.58053(14) 0.61519(13) 0.0319(5) Uani 1 1 d . . .
C7 C 1.2725(3) 0.23594(15) 1.03565(14) 0.0388(5) Uani 1 1 d . . .
H7 H 1.3683 0.2024 1.0397 0.047 Uiso 1 1 calc R . .
C5 C 1.0485(3) 0.27888(14) 1.10519(13) 0.0351(5) Uani 1 1 d . . .
H5 H 0.9923 0.2751 1.1553 0.042 Uiso 1 1 calc R . .
C8 C 1.2180(2) 0.29079(13) 0.95659(13) 0.0310(4) Uani 1 1 d . . .
H8 H 1.2768 0.2945 0.9077 0.037 Uiso 1 1 calc R . .
C14 C 0.7578(3) 0.52503(17) 0.52040(15) 0.0491(6) Uani 1 1 d . . .
H14A H 0.7140 0.5677 0.4689 0.074 Uiso 1 1 calc R . .
H14B H 0.6825 0.4745 0.5243 0.074 Uiso 1 1 calc R . .
H14C H 0.8562 0.4981 0.5085 0.074 Uiso 1 1 calc R . .
C6 C 1.1875(3) 0.22894(15) 1.11102(14) 0.0418(5) Uani 1 1 d . . .
H6 H 1.2256 0.1907 1.1642 0.050 Uiso 1 1 calc R . .
C15 C 0.9112(3) 0.66096(16) 0.60848(16) 0.0482(6) Uani 1 1 d . . .
H15A H 0.9245 0.6997 0.6654 0.072 Uiso 1 1 calc R . .
H15B H 0.8719 0.6999 0.5532 0.072 Uiso 1 1 calc R . .
H15C H 1.0126 0.6335 0.6027 0.072 Uiso 1 1 calc R . .
C17 C 1.1482(3) 0.26971(15) 0.70636(14) 0.0388(5) Uani 1 1 d . . .
H17A H 1.0514 0.2353 0.7094 0.058 Uiso 1 1 calc R . .
H17B H 1.2383 0.2361 0.7428 0.058 Uiso 1 1 calc R . .
H17C H 1.1607 0.2747 0.6406 0.058 Uiso 1 1 calc R . .
C13 C 0.6335(3) 0.62397(18) 0.63247(17) 0.0495(6) Uani 1 1 d . . .
H13A H 0.6534 0.6604 0.6910 0.074 Uiso 1 1 calc R . .
H13B H 0.5585 0.5736 0.6375 0.074 Uiso 1 1 calc R . .
H13C H 0.5897 0.6652 0.5798 0.074 Uiso 1 1 calc R . .
C16 C 1.3416(3) 0.46479(18) 0.79942(18) 0.0500(6) Uani 1 1 d . . .
H16A H 1.4243 0.4305 0.7760 0.075 Uiso 1 1 calc R . .
H16B H 1.3676 0.4681 0.8683 0.075 Uiso 1 1 calc R . .
H16C H 1.3333 0.5285 0.7733 0.075 Uiso 1 1 calc R . .


_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 1.7786(15) . ?
Al1 C17 1.957(2) . ?
Al1 C16 1.959(2) . ?
Al1 N1 1.9761(16) . ?
N1 C1 1.354(2) . ?
N1 C9 1.391(2) . ?
O1 C11 1.312(2) . ?
C11 C10 1.358(3) . ?
C11 C12 1.524(2) . ?
C10 C1 1.428(2) . ?
C2 C3 1.341(3) . ?
C2 C1 1.430(2) . ?
C4 C9 1.407(2) . ?
C4 C5 1.407(3) . ?
C4 C3 1.416(3) . ?
C9 C8 1.413(2) . ?
C12 C13 1.528(3) . ?
C12 C14 1.530(3) . ?
C12 C15 1.534(3) . ?
C7 C8 1.363(3) . ?
C7 C6 1.403(3) . ?
C5 C6 1.359(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 110.04(8) . . ?
O1 Al1 C16 111.54(10) . . ?
C17 Al1 C16 115.94(10) . . ?
O1 Al1 N1 96.63(6) . . ?
C17 Al1 N1 110.48(8) . . ?
C16 Al1 N1 110.56(9) . . ?
C1 N1 C9 118.96(15) . . ?
C1 N1 Al1 120.62(12) . . ?
C9 N1 Al1 120.41(11) . . ?
C11 O1 Al1 129.13(12) . . ?
O1 C11 C10 122.49(16) . . ?
O1 C11 C12 114.35(16) . . ?
C10 C11 C12 123.16(16) . . ?
C11 C10 C1 127.63(16) . . ?
C3 C2 C1 121.32(17) . . ?
C9 C4 C5 119.68(17) . . ?
C9 C4 C3 117.59(16) . . ?
C5 C4 C3 122.73(17) . . ?
N1 C9 C4 122.09(16) . . ?
N1 C9 C8 119.59(16) . . ?
C4 C9 C8 118.31(16) . . ?
C2 C3 C4 120.08(17) . . ?
N1 C1 C10 122.98(16) . . ?
N1 C1 C2 119.92(16) . . ?
C10 C1 C2 117.10(16) . . ?
C11 C12 C13 112.71(16) . . ?
C11 C12 C14 109.57(16) . . ?
C13 C12 C14 108.86(19) . . ?
C11 C12 C15 107.02(16) . . ?
C13 C12 C15 109.47(18) . . ?
C14 C12 C15 109.14(18) . . ?
C8 C7 C6 121.45(19) . . ?
C6 C5 C4 121.18(19) . . ?
C7 C8 C9 120.32(18) . . ?
C5 C6 C7 119.04(18) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.051
####################################################################### 
# 
# 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_6b
_database_code_depnum_ccdc_archive 'CCDC 1411761'
_audit_update_record             
;
2015-12-20 deposited with the CCDC.
2016-04-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H20 Al N O2'
_chemical_formula_weight         333.35

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   P21/n

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                   10.9124(4)
_cell_length_b                   11.7506(4)
_cell_length_c                   13.8700(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.8360(10)
_cell_angle_gamma                90.00
_cell_volume                     1752.37(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9989
_cell_measurement_theta_min      3.127
_cell_measurement_theta_max      28.279

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             704
_exptl_absorpt_coefficient_mu    0.127
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9451
_exptl_absorpt_correction_T_max  0.9629
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12522
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_av_sigmaI/netI    0.0187
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.80
_diffrn_reflns_theta_max         25.05
_reflns_number_total             3089
_reflns_number_gt                2814
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.1000P)²+0.4277P] 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         3089
_refine_ls_number_parameters     220
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0392
_refine_ls_wR_factor_ref         0.1344
_refine_ls_wR_factor_gt          0.1249
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Al1 Al 0.42854(4) 0.80221(4) 0.12079(3) 0.02646(18) Uani 1 1 d . . .
C11 C 0.45100(13) 0.70453(12) 0.30670(11) 0.0276(3) Uani 1 1 d . . .
C1 C 0.39246(13) 0.56549(13) 0.16938(11) 0.0285(3) Uani 1 1 d . . .
C10 C 0.42416(14) 0.59805(13) 0.26960(11) 0.0310(4) Uani 1 1 d . . .
H10 H 0.4269 0.5384 0.3162 0.037 Uiso 1 1 calc R . .
C12 C 0.46807(12) 0.72854(13) 0.41268(10) 0.0267(3) Uani 1 1 d . . .
N1 N 0.38968(11) 0.64026(10) 0.09463(9) 0.0267(3) Uani 1 1 d . . .
O1 O 0.46098(12) 0.79336(9) 0.25084(8) 0.0399(3) Uani 1 1 d . . .
C15 C 0.49689(13) 0.77911(13) 0.61279(11) 0.0287(3) Uani 1 1 d . . .
C19 C 0.57862(15) 0.85132(14) 0.07189(12) 0.0377(4) Uani 1 1 d . . .
H19A H 0.5919 0.9329 0.0843 0.057 Uiso 1 1 calc R . .
H19B H 0.5683 0.8369 0.0014 0.057 Uiso 1 1 calc R . .
H19C H 0.6506 0.8087 0.1056 0.057 Uiso 1 1 calc R . .
C16 C 0.54051(14) 0.85474(12) 0.54909(11) 0.0292(3) Uani 1 1 d . . .
H16 H 0.5804 0.9234 0.5731 0.035 Uiso 1 1 calc R . .
C13 C 0.42496(14) 0.65332(13) 0.47842(11) 0.0305(3) Uani 1 1 d . . .
H13 H 0.3860 0.5841 0.4548 0.037 Uiso 1 1 calc R . .
C14 C 0.43848(14) 0.67878(14) 0.57639(11) 0.0318(4) Uani 1 1 d . . .
H14 H 0.4078 0.6276 0.6196 0.038 Uiso 1 1 calc R . .
C17 C 0.52505(13) 0.82879(13) 0.45013(11) 0.0289(3) Uani 1 1 d . . .
H17 H 0.5542 0.8809 0.4068 0.035 Uiso 1 1 calc R . .
C20 C 0.27830(15) 0.89303(14) 0.07978(13) 0.0400(4) Uani 1 1 d . . .
H20A H 0.2211 0.8513 0.0299 0.060 Uiso 1 1 calc R . .
H20B H 0.3008 0.9655 0.0525 0.060 Uiso 1 1 calc R . .
H20C H 0.2378 0.9077 0.1364 0.060 Uiso 1 1 calc R . .
C4 C 0.31564(13) 0.48946(14) -0.02257(11) 0.0320(4) Uani 1 1 d . . .
C9 C 0.35212(12) 0.60292(13) -0.00104(11) 0.0276(3) Uani 1 1 d . . .
C8 C 0.34808(15) 0.68062(15) -0.07926(12) 0.0352(4) Uani 1 1 d . . .
H8 H 0.3719 0.7576 -0.0662 0.042 Uiso 1 1 calc R . .
C5 C 0.27727(15) 0.45592(15) -0.12067(12) 0.0400(4) Uani 1 1 d . . .
H5 H 0.2528 0.3794 -0.1352 0.048 Uiso 1 1 calc R . .
C3 C 0.31860(16) 0.41306(14) 0.05681(12) 0.0393(4) Uani 1 1 d . . .
H3 H 0.2935 0.3362 0.0449 0.047 Uiso 1 1 calc R . .
C2 C 0.35716(16) 0.44944(13) 0.14961(12) 0.0383(4) Uani 1 1 d . . .
H2 H 0.3609 0.3972 0.2023 0.046 Uiso 1 1 calc R . .
C6 C 0.27496(16) 0.53275(17) -0.19498(12) 0.0430(4) Uani 1 1 d . . .
H6 H 0.2496 0.5093 -0.2609 0.052 Uiso 1 1 calc R . .
C18 C 0.56694(18) 0.89464(17) 0.75330(13) 0.0461(5) Uani 1 1 d . . .
H18A H 0.6534 0.8945 0.7426 0.069 Uiso 1 1 calc R . .
H18B H 0.5652 0.8958 0.8237 0.069 Uiso 1 1 calc R . .
H18C H 0.5244 0.9622 0.7226 0.069 Uiso 1 1 calc R . .
O2 O 0.50563(12) 0.79496(10) 0.71111(8) 0.0393(3) Uani 1 1 d . . .
C7 C 0.30982(16) 0.64544(16) -0.17404(12) 0.0415(4) Uani 1 1 d . . .
H7 H 0.3071 0.6985 -0.2260 0.050 Uiso 1 1 calc R . .


_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 1.7809(12) . ?
Al1 C20 1.9575(16) . ?
Al1 C19 1.9632(16) . ?
Al1 N1 1.9699(13) . ?
C11 O1 1.3154(18) . ?
C11 C10 1.365(2) . ?
C11 C12 1.477(2) . ?
C1 N1 1.3553(19) . ?
C1 C10 1.426(2) . ?
C1 C2 1.431(2) . ?
C12 C17 1.391(2) . ?
C12 C13 1.407(2) . ?
N1 C9 1.3912(19) . ?
C15 O2 1.3634(18) . ?
C15 C16 1.393(2) . ?
C15 C14 1.393(2) . ?
C16 C17 1.388(2) . ?
C13 C14 1.375(2) . ?
C4 C9 1.409(2) . ?
C4 C5 1.410(2) . ?
C4 C3 1.417(2) . ?
C9 C8 1.413(2) . ?
C8 C7 1.373(2) . ?
C5 C6 1.367(3) . ?
C3 C2 1.353(2) . ?
C6 C7 1.395(3) . ?
C18 O2 1.424(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
O1 Al1 C20 109.74(7) . . ?
O1 Al1 C19 109.50(7) . . ?
C20 Al1 C19 116.49(7) . . ?
O1 Al1 N1 97.44(5) . . ?
C20 Al1 N1 109.26(6) . . ?
C19 Al1 N1 112.73(6) . . ?
O1 C11 C10 122.62(14) . . ?
O1 C11 C12 115.19(13) . . ?
C10 C11 C12 122.17(13) . . ?
N1 C1 C10 122.79(14) . . ?
N1 C1 C2 120.08(14) . . ?
C10 C1 C2 117.07(13) . . ?
C11 C10 C1 127.87(14) . . ?
C17 C12 C13 117.89(13) . . ?
C17 C12 C11 120.39(13) . . ?
C13 C12 C11 121.71(14) . . ?
C1 N1 C9 119.32(13) . . ?
C1 N1 Al1 120.62(10) . . ?
C9 N1 Al1 119.96(10) . . ?
C11 O1 Al1 128.37(10) . . ?
O2 C15 C16 125.04(14) . . ?
O2 C15 C14 115.31(13) . . ?
C16 C15 C14 119.65(14) . . ?
C17 C16 C15 119.35(14) . . ?
C14 C13 C12 120.83(14) . . ?
C13 C14 C15 120.50(14) . . ?
C16 C17 C12 121.77(13) . . ?
C9 C4 C5 119.72(15) . . ?
C9 C4 C3 117.83(14) . . ?
C5 C4 C3 122.45(15) . . ?
N1 C9 C4 121.82(14) . . ?
N1 C9 C8 119.61(14) . . ?
C4 C9 C8 118.56(14) . . ?
C7 C8 C9 120.34(16) . . ?
C6 C5 C4 120.48(16) . . ?
C2 C3 C4 120.07(15) . . ?
C3 C2 C1 120.88(15) . . ?
C5 C6 C7 120.05(15) . . ?
C15 O2 C18 118.10(12) . . ?
C8 C7 C6 120.84(16) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.064
####################################################################### 
# 
# 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_5b
_database_code_depnum_ccdc_archive 'CCDC 1411762'
_audit_update_record             
;
2015-12-20 deposited with the CCDC.
2016-04-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H20 Al N O'
_chemical_formula_sum            'C20 H20 Al N O'
_chemical_formula_weight         317.35

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   Pnma

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                   19.546(4)
_cell_length_b                   7.1870(14)
_cell_length_c                   12.178(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1710.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    4915
_cell_measurement_theta_min      1.9701
_cell_measurement_theta_max      27.4793

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.328
_exptl_crystal_size_mid          0.291
_exptl_crystal_size_min          0.279
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    0.122
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.961
_exptl_absorpt_correction_T_max  0.967
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9283
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_sigmaI/netI    0.0248
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.97
_diffrn_reflns_theta_max         25.04
_reflns_number_total             1652
_reflns_number_gt                1641
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.1100P)²+1.3100P] 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         1652
_refine_ls_number_parameters     138
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0563
_refine_ls_wR_factor_ref         0.1778
_refine_ls_wR_factor_gt          0.1675
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_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 0.08670(4) 0.2500 0.30593(7) 0.0283(3) Uani 1 2 d S . .
O1 O 0.10737(12) 0.2500 0.44734(19) 0.0498(8) Uani 1 2 d S . .
N1 N -0.01343(13) 0.2500 0.32189(19) 0.0268(6) Uani 1 2 d S . .
C1 C -0.04228(15) 0.2500 0.4231(2) 0.0268(7) Uani 1 2 d S . .
C2 C -0.11473(16) 0.2500 0.4338(3) 0.0355(8) Uani 1 2 d S . .
H2 H -0.1341 0.2500 0.5035 0.043 Uiso 1 2 calc SR . .
C3 C -0.15598(16) 0.2500 0.3449(3) 0.0346(8) Uani 1 2 d S . .
H3 H -0.2032 0.2500 0.3539 0.042 Uiso 1 2 calc SR . .
C4 C -0.12746(16) 0.2500 0.2383(3) 0.0305(7) Uani 1 2 d S . .
C5 C -0.16792(17) 0.2500 0.1423(3) 0.0373(8) Uani 1 2 d S . .
H5 H -0.2154 0.2500 0.1481 0.045 Uiso 1 2 calc SR . .
C6 C -0.13798(19) 0.2500 0.0412(3) 0.0450(9) Uani 1 2 d S . .
H6 H -0.1649 0.2500 -0.0217 0.054 Uiso 1 2 calc SR . .
C7 C -0.0666(2) 0.2500 0.0325(3) 0.0518(10) Uani 1 2 d S . .
H7 H -0.0464 0.2500 -0.0367 0.062 Uiso 1 2 calc SR . .
C8 C -0.02613(18) 0.2500 0.1240(3) 0.0443(9) Uani 1 2 d S . .
H8 H 0.0212 0.2500 0.1163 0.053 Uiso 1 2 calc SR . .
C9 C -0.05534(16) 0.2500 0.2295(2) 0.0311(7) Uani 1 2 d S . .
C10 C -0.00275(15) 0.2500 0.5222(2) 0.0309(7) Uani 1 2 d S . .
H10 H -0.0275 0.2500 0.5874 0.037 Uiso 1 2 calc SR . .
C11 C 0.06642(16) 0.2500 0.5324(2) 0.0277(7) Uani 1 2 d S . .
C12 C 0.10138(15) 0.2500 0.6402(2) 0.0280(7) Uani 1 2 d S . .
C13 C 0.06703(17) 0.2500 0.7400(3) 0.0405(8) Uani 1 2 d S . .
H13 H 0.0194 0.2500 0.7404 0.049 Uiso 1 2 calc SR . .
C14 C 0.10172(18) 0.2500 0.8385(3) 0.0472(10) Uani 1 2 d S . .
H14 H 0.0771 0.2500 0.9039 0.057 Uiso 1 2 calc SR . .
C15 C 0.17239(18) 0.2500 0.8420(3) 0.0375(8) Uani 1 2 d S . .
C16 C 0.20705(16) 0.2500 0.7424(3) 0.0389(8) Uani 1 2 d S . .
H16 H 0.2546 0.2500 0.7424 0.047 Uiso 1 2 calc SR . .
C17 C 0.17263(17) 0.2500 0.6440(3) 0.0375(8) Uani 1 2 d S . .
H17 H 0.1974 0.2500 0.5787 0.045 Uiso 1 2 calc SR . .
C18 C 0.2106(2) 0.2500 0.9490(3) 0.0533(10) Uani 1 2 d S . .
H18A H 0.2487 0.1662 0.9442 0.080 Uiso 0.50 1 calc PR . .
H18B H 0.1806 0.2105 1.0069 0.080 Uiso 0.50 1 calc PR . .
H18C H 0.2269 0.3733 0.9643 0.080 Uiso 0.50 1 calc PR . .
C19 C 0.12002(13) 0.0207(4) 0.2389(2) 0.0477(7) Uani 1 1 d . . .
H19A H 0.1691 0.0232 0.2359 0.072 Uiso 1 1 calc R . .
H19B H 0.1020 0.0099 0.1659 0.072 Uiso 1 1 calc R . .
H19C H 0.1054 -0.0839 0.2820 0.072 Uiso 1 1 calc R . .


_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 1.769(2) . ?
Al1 C19 1.951(3) 7_565 ?
Al1 C19 1.951(3) . ?
Al1 N1 1.967(3) . ?
O1 C11 1.309(4) . ?
N1 C1 1.355(4) . ?
N1 C9 1.391(4) . ?
C1 C2 1.422(4) . ?
C1 C10 1.433(4) . ?
C2 C3 1.349(4) . ?
C3 C4 1.413(4) . ?
C4 C5 1.411(4) . ?
C4 C9 1.414(4) . ?
C5 C6 1.363(5) . ?
C6 C7 1.399(5) . ?
C7 C8 1.367(5) . ?
C8 C9 1.407(4) . ?
C10 C11 1.358(4) . ?
C11 C12 1.480(4) . ?
C12 C13 1.389(4) . ?
C12 C17 1.393(4) . ?
C13 C14 1.378(5) . ?
C14 C15 1.382(5) . ?
C15 C16 1.389(5) . ?
C15 C18 1.502(4) . ?
C16 C17 1.375(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Al1 C19 109.33(9) . 7_565 ?
O1 Al1 C19 109.33(9) . . ?
C19 Al1 C19 115.29(16) 7_565 . ?
O1 Al1 N1 97.53(11) . . ?
C19 Al1 N1 111.93(9) 7_565 . ?
C19 Al1 N1 111.93(9) . . ?
C11 O1 Al1 129.1(2) . . ?
C1 N1 C9 119.4(2) . . ?
C1 N1 Al1 120.3(2) . . ?
C9 N1 Al1 120.39(19) . . ?
N1 C1 C2 119.9(3) . . ?
N1 C1 C10 122.8(3) . . ?
C2 C1 C10 117.4(3) . . ?
C3 C2 C1 121.4(3) . . ?
C2 C3 C4 120.1(3) . . ?
C5 C4 C3 122.7(3) . . ?
C5 C4 C9 119.7(3) . . ?
C3 C4 C9 117.6(3) . . ?
C6 C5 C4 120.5(3) . . ?
C5 C6 C7 119.8(3) . . ?
C8 C7 C6 121.0(3) . . ?
C7 C8 C9 120.7(3) . . ?
N1 C9 C8 120.0(3) . . ?
N1 C9 C4 121.7(3) . . ?
C8 C9 C4 118.3(3) . . ?
C11 C10 C1 127.9(3) . . ?
O1 C11 C10 122.4(3) . . ?
O1 C11 C12 114.8(3) . . ?
C10 C11 C12 122.8(3) . . ?
C13 C12 C17 117.0(3) . . ?
C13 C12 C11 123.6(3) . . ?
C17 C12 C11 119.4(3) . . ?
C14 C13 C12 121.6(3) . . ?
C13 C14 C15 121.2(3) . . ?
C14 C15 C16 117.5(3) . . ?
C14 C15 C18 121.6(3) . . ?
C16 C15 C18 121.0(3) . . ?
C17 C16 C15 121.5(3) . . ?
C16 C17 C12 121.2(3) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.04
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.127
####################################################################### 
# 
# 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 1463852'
_audit_update_record             
;
2016-03-11 deposited with the CCDC.
2016-04-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C58 H60 Al2 N2 O6'
_chemical_formula_weight         935.04

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   P21/n

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                   10.5275(4)
_cell_length_b                   18.9855(8)
_cell_length_c                   13.0549(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.3240(10)
_cell_angle_gamma                90.00
_cell_volume                     2539.05(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    9949
_cell_measurement_theta_min      2.8275
_cell_measurement_theta_max      28.300

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             992
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9730
_exptl_absorpt_correction_T_max  0.9805
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      299(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18027
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_sigmaI/netI    0.0241
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.83
_diffrn_reflns_theta_max         25.05
_reflns_number_total             4485
_reflns_number_gt                3664
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0477P)²+0.9968P] 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         4485
_refine_ls_number_parameters     310
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.1095
_refine_ls_wR_factor_gt          0.1005
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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 0.49083(5) 0.02917(3) 0.39381(4) 0.02941(14) Uani 1 1 d . . .
O1 O 0.37476(12) -0.02362(7) 0.30777(9) 0.0437(3) Uani 1 1 d . . .
N1 N 0.61778(14) 0.02942(7) 0.29614(11) 0.0354(3) Uani 1 1 d . . .
C8 C 0.76390(18) 0.10565(10) 0.41902(15) 0.0447(4) Uani 1 1 d . . .
H8 H 0.7046 0.1063 0.4620 0.054 Uiso 1 1 calc R . .
C9 C 0.73420(17) 0.06713(9) 0.32489(14) 0.0389(4) Uani 1 1 d . . .
C1 C 0.59068(19) -0.00570(10) 0.20425(13) 0.0417(4) Uani 1 1 d . . .
C4 C 0.82647(19) 0.06756(11) 0.26123(16) 0.0498(5) Uani 1 1 d . . .
C3 C 0.7947(2) 0.03017(13) 0.16556(17) 0.0618(6) Uani 1 1 d . . .
H3 H 0.8530 0.0295 0.1218 0.074 Uiso 1 1 calc R . .
C7 C 0.87851(19) 0.14229(11) 0.44894(18) 0.0552(5) Uani 1 1 d . . .
H7 H 0.8960 0.1676 0.5116 0.066 Uiso 1 1 calc R . .
C6 C 0.9696(2) 0.14193(13) 0.3858(2) 0.0645(7) Uani 1 1 d . . .
H6 H 1.0475 0.1667 0.4065 0.077 Uiso 1 1 calc R . .
C2 C 0.6813(2) -0.00445(12) 0.13720(16) 0.0577(6) Uani 1 1 d . . .
H2 H 0.6609 -0.0281 0.0731 0.069 Uiso 1 1 calc R . .
C5 C 0.9434(2) 0.10551(13) 0.2949(2) 0.0643(7) Uani 1 1 d . . .
H5 H 1.0043 0.1054 0.2533 0.077 Uiso 1 1 calc R . .
C10 C 0.4750(2) -0.04688(11) 0.16956(15) 0.0484(5) Uani 1 1 d . . .
H10 H 0.4665 -0.0705 0.1060 0.058 Uiso 1 1 calc R . .
C11 C 0.37642(19) -0.05512(10) 0.21936(14) 0.0421(4) Uani 1 1 d . . .
C12 C 0.2560(2) -0.10053(12) 0.17837(17) 0.0601(6) Uani 1 1 d . . .
C14 C 0.1416(3) -0.05091(18) 0.1390(3) 0.1063(11) Uani 1 1 d . . .
H14A H 0.1215 -0.0264 0.1976 0.159 Uiso 1 1 calc R . .
H14B H 0.0669 -0.0776 0.1035 0.159 Uiso 1 1 calc R . .
H14C H 0.1643 -0.0175 0.0909 0.159 Uiso 1 1 calc R . .
C13 C 0.2706(3) -0.14915(16) 0.0880(2) 0.0939(10) Uani 1 1 d . . .
H13A H 0.1924 -0.1764 0.0650 0.141 Uiso 1 1 calc R . .
H13B H 0.3434 -0.1802 0.1119 0.141 Uiso 1 1 calc R . .
H13C H 0.2851 -0.1213 0.0304 0.141 Uiso 1 1 calc R . .
O3 O 0.60142(10) -0.02063(6) 0.49644(8) 0.0309(3) Uani 1 1 d . . .
O2 O 0.46134(12) 0.11920(6) 0.38534(10) 0.0412(3) Uani 1 1 d . . .
C23 C 0.72484(16) -0.05439(9) 0.50413(13) 0.0356(4) Uani 1 1 d . . .
H23A H 0.7526 -0.0752 0.5735 0.043 Uiso 1 1 calc R . .
H23B H 0.7888 -0.0190 0.4972 0.043 Uiso 1 1 calc R . .
C24 C 0.72341(17) -0.11072(10) 0.42280(13) 0.0392(4) Uani 1 1 d . . .
C29 C 0.6275(2) -0.16180(11) 0.40252(18) 0.0586(6) Uani 1 1 d . . .
H29 H 0.5598 -0.1604 0.4374 0.070 Uiso 1 1 calc R . .
C25 C 0.8225(2) -0.11401(11) 0.36906(15) 0.0497(5) Uani 1 1 d . . .
H25 H 0.8873 -0.0797 0.3805 0.060 Uiso 1 1 calc R . .
C16 C 0.4747(2) 0.17256(10) 0.31512(16) 0.0513(5) Uani 1 1 d . . .
H16A H 0.5644 0.1729 0.3078 0.062 Uiso 1 1 calc R . .
H16B H 0.4584 0.2174 0.3452 0.062 Uiso 1 1 calc R . .
C17 C 0.38604(19) 0.16638(9) 0.20753(15) 0.0454(5) Uani 1 1 d . . .
C26 C 0.8258(3) -0.16825(15) 0.29826(17) 0.0688(7) Uani 1 1 d . . .
H26 H 0.8937 -0.1704 0.2637 0.083 Uiso 1 1 calc R . .
C28 C 0.6311(3) -0.21502(13) 0.3308(2) 0.0761(7) Uani 1 1 d . . .
H28 H 0.5656 -0.2489 0.3175 0.091 Uiso 1 1 calc R . .
C18 C 0.4328(3) 0.17366(13) 0.1180(2) 0.0676(6) Uani 1 1 d . . .
H18 H 0.5218 0.1797 0.1239 0.081 Uiso 1 1 calc R . .
C27 C 0.7304(3) -0.21831(14) 0.2790(2) 0.0742(7) Uani 1 1 d . . .
H27 H 0.7327 -0.2544 0.2312 0.089 Uiso 1 1 calc R . .
C22 C 0.2547(2) 0.15714(16) 0.19555(18) 0.0777(8) Uani 1 1 d . . .
H22 H 0.2207 0.1520 0.2548 0.093 Uiso 1 1 calc R . .
C19 C 0.3489(4) 0.17210(15) 0.0190(2) 0.0857(9) Uani 1 1 d . . .
H19 H 0.3820 0.1774 -0.0407 0.103 Uiso 1 1 calc R . .
C20 C 0.2184(3) 0.16293(16) 0.0089(2) 0.0872(9) Uani 1 1 d . . .
H20 H 0.1620 0.1619 -0.0574 0.105 Uiso 1 1 calc R . .
C15 C 0.2319(3) -0.14507(17) 0.2697(2) 0.1000(11) Uani 1 1 d . . .
H15A H 0.2216 -0.1147 0.3260 0.150 Uiso 1 1 calc R . .
H15B H 0.3048 -0.1759 0.2942 0.150 Uiso 1 1 calc R . .
H15C H 0.1541 -0.1725 0.2461 0.150 Uiso 1 1 calc R . .
C21 C 0.1717(3) 0.15524(19) 0.0968(2) 0.0972(10) Uani 1 1 d . . .
H21 H 0.0827 0.1486 0.0905 0.117 Uiso 1 1 calc R . .


_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 O2 1.7362(12) . ?
Al1 O1 1.7682(12) . ?
Al1 O3 1.8236(11) . ?
Al1 O3 1.9141(11) 3_656 ?
Al1 N1 2.0487(14) . ?
Al1 Al1 2.9503(9) 3_656 ?
O1 C11 1.304(2) . ?
N1 C1 1.344(2) . ?
N1 C9 1.394(2) . ?
C8 C7 1.369(3) . ?
C8 C9 1.402(3) . ?
C9 C4 1.417(3) . ?
C1 C10 1.430(3) . ?
C1 C2 1.436(3) . ?
C4 C5 1.407(3) . ?
C4 C3 1.408(3) . ?
C3 C2 1.338(3) . ?
C7 C6 1.401(3) . ?
C6 C5 1.346(3) . ?
C10 C11 1.355(3) . ?
C11 C12 1.525(3) . ?
C12 C14 1.522(4) . ?
C12 C15 1.529(3) . ?
C12 C13 1.534(3) . ?
O3 C23 1.4315(19) . ?
O3 Al1 1.9141(11) 3_656 ?
O2 C16 1.395(2) . ?
C23 C24 1.505(2) . ?
C24 C29 1.381(3) . ?
C24 C25 1.387(3) . ?
C29 C28 1.384(3) . ?
C25 C26 1.389(3) . ?
C16 C17 1.501(3) . ?
C17 C22 1.366(3) . ?
C17 C18 1.376(3) . ?
C26 C27 1.363(4) . ?
C28 C27 1.371(4) . ?
C18 C19 1.387(4) . ?
C22 C21 1.382(3) . ?
C19 C20 1.361(4) . ?
C20 C21 1.356(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Al1 O1 115.49(7) . . ?
O2 Al1 O3 129.17(6) . . ?
O1 Al1 O3 113.80(6) . . ?
O2 Al1 O3 90.97(5) . 3_656 ?
O1 Al1 O3 91.83(5) . 3_656 ?
O3 Al1 O3 75.77(5) . 3_656 ?
O2 Al1 N1 95.21(6) . . ?
O1 Al1 N1 93.46(6) . . ?
O3 Al1 N1 93.49(5) . . ?
O3 Al1 N1 169.22(6) 3_656 . ?
O2 Al1 Al1 113.66(5) . 3_656 ?
O1 Al1 Al1 105.68(5) . 3_656 ?
O3 Al1 Al1 38.97(3) . 3_656 ?
O3 Al1 Al1 36.81(3) 3_656 3_656 ?
N1 Al1 Al1 132.45(5) . 3_656 ?
C11 O1 Al1 132.39(12) . . ?
C1 N1 C9 119.18(15) . . ?
C1 N1 Al1 121.30(12) . . ?
C9 N1 Al1 119.52(11) . . ?
C7 C8 C9 121.26(19) . . ?
N1 C9 C8 120.56(16) . . ?
N1 C9 C4 121.62(17) . . ?
C8 C9 C4 117.82(17) . . ?
N1 C1 C10 122.93(16) . . ?
N1 C1 C2 120.10(18) . . ?
C10 C1 C2 116.95(17) . . ?
C5 C4 C3 123.2(2) . . ?
C5 C4 C9 119.3(2) . . ?
C3 C4 C9 117.55(19) . . ?
C2 C3 C4 120.51(19) . . ?
C8 C7 C6 120.5(2) . . ?
C5 C6 C7 119.5(2) . . ?
C3 C2 C1 121.0(2) . . ?
C6 C5 C4 121.7(2) . . ?
C11 C10 C1 127.00(17) . . ?
O1 C11 C10 122.69(17) . . ?
O1 C11 C12 112.98(17) . . ?
C10 C11 C12 124.33(17) . . ?
C14 C12 C11 107.33(19) . . ?
C14 C12 C15 110.2(3) . . ?
C11 C12 C15 108.23(18) . . ?
C14 C12 C13 108.9(2) . . ?
C11 C12 C13 112.8(2) . . ?
C15 C12 C13 109.3(2) . . ?
C23 O3 Al1 134.37(10) . . ?
C23 O3 Al1 121.23(10) . 3_656 ?
Al1 O3 Al1 104.23(5) . 3_656 ?
C16 O2 Al1 135.49(12) . . ?
O3 C23 C24 114.04(14) . . ?
C29 C24 C25 118.28(18) . . ?
C29 C24 C23 121.49(16) . . ?
C25 C24 C23 120.18(17) . . ?
C24 C29 C28 120.6(2) . . ?
C24 C25 C26 120.4(2) . . ?
O2 C16 C17 115.00(16) . . ?
C22 C17 C18 117.8(2) . . ?
C22 C17 C16 120.79(19) . . ?
C18 C17 C16 121.3(2) . . ?
C27 C26 C25 120.6(2) . . ?
C27 C28 C29 120.7(2) . . ?
C17 C18 C19 120.9(2) . . ?
C26 C27 C28 119.4(2) . . ?
C17 C22 C21 121.1(2) . . ?
C20 C19 C18 120.3(2) . . ?
C21 C20 C19 119.1(3) . . ?
C20 C21 C22 120.8(3) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.05
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.037
