# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H35 Al F N3'
_chemical_formula_sum            'C29 H35 Al F N3'
_chemical_formula_weight         471.58

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.2130 0.2455 '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                   15.11825(9)
_cell_length_b                   19.66971(14)
_cell_length_c                   9.20725(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2737.98(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173
_cell_measurement_reflns_used    13318
_cell_measurement_theta_min      2.2443
_cell_measurement_theta_max      72.2859

_exptl_crystal_description       blocks
_exptl_crystal_colour            Colourless
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.144
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1008
_exptl_absorpt_coefficient_mu    0.857
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.860
_exptl_absorpt_correction_T_max  0.952
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET) 
(compiled May 16 2011,17:55:39) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'OD Xcalibur PX Ultra'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 8.2556
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21297
_diffrn_reflns_av_R_equivalents  0.0222
_diffrn_reflns_av_sigmaI/netI    0.0133
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         4.50
_diffrn_reflns_theta_max         72.44
_reflns_number_total             2788
_reflns_number_gt                2591
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd'
_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)+(0.0716P)²+0.6130P] 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         2788
_refine_ls_number_parameters     179
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0406
_refine_ls_wR_factor_ref         0.1225
_refine_ls_wR_factor_gt          0.1204
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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
Al Al 0.35020(3) 0.2500 0.65008(6) 0.03531(17) Uani 1 2 d S . .
H H 0.4290(16) 0.2500 0.756(3) 0.045(6) Uiso 1 2 d S . .
C1 C 0.18230(8) 0.31384(7) 0.69741(13) 0.0407(3) Uani 1 1 d . . .
N1 N 0.26991(7) 0.32167(6) 0.68588(11) 0.0384(3) Uani 1 1 d . . .
C2 C 0.14179(11) 0.2500 0.69669(19) 0.0410(4) Uani 1 2 d S . .
H2A H 0.0790 0.2500 0.6956 0.049 Uiso 1 2 calc SR . .
C3 C 0.12426(10) 0.37550(9) 0.71438(19) 0.0585(4) Uani 1 1 d . . .
H3A H 0.1392 0.3989 0.8051 0.088 Uiso 1 1 calc R . .
H3B H 0.0621 0.3614 0.7169 0.088 Uiso 1 1 calc R . .
H3C H 0.1337 0.4063 0.6322 0.088 Uiso 1 1 calc R . .
C4 C 0.31060(9) 0.38767(7) 0.69961(15) 0.0430(3) Uani 1 1 d . . .
C5 C 0.32570(10) 0.42792(8) 0.57617(18) 0.0519(4) Uani 1 1 d . . .
C6 C 0.37481(12) 0.48725(8) 0.5942(2) 0.0639(4) Uani 1 1 d . . .
H6A H 0.3855 0.5150 0.5116 0.077 Uiso 1 1 calc R . .
C7 C 0.40887(12) 0.50760(8) 0.7272(2) 0.0635(4) Uani 1 1 d . . .
C8 C 0.39089(12) 0.46748(8) 0.8470(2) 0.0584(4) Uani 1 1 d . . .
H8A H 0.4126 0.4811 0.9393 0.070 Uiso 1 1 calc R . .
C9 C 0.34203(10) 0.40783(8) 0.83637(17) 0.0479(3) Uani 1 1 d . . .
C10 C 0.29117(13) 0.40830(10) 0.42879(18) 0.0649(5) Uani 1 1 d . . .
H10A H 0.2839 0.4492 0.3692 0.097 Uiso 1 1 calc R . .
H10B H 0.2339 0.3855 0.4395 0.097 Uiso 1 1 calc R . .
H10C H 0.3332 0.3774 0.3817 0.097 Uiso 1 1 calc R . .
C11 C 0.46422(18) 0.57130(10) 0.7411(4) 0.0938(7) Uani 1 1 d . . .
H11A H 0.4406 0.5997 0.8194 0.141 Uiso 1 1 calc R . .
H11B H 0.4624 0.5966 0.6494 0.141 Uiso 1 1 calc R . .
H11C H 0.5255 0.5588 0.7633 0.141 Uiso 1 1 calc R . .
C12 C 0.32290(13) 0.36607(9) 0.96986(17) 0.0603(4) Uani 1 1 d . . .
H12A H 0.3536 0.3859 1.0535 0.090 Uiso 1 1 calc R . .
H12B H 0.3436 0.3194 0.9547 0.090 Uiso 1 1 calc R . .
H12C H 0.2590 0.3657 0.9882 0.090 Uiso 1 1 calc R . .
N13 N 0.38231(10) 0.2500 0.46034(17) 0.0443(4) Uani 1 2 d SD . .
H13 H 0.3348(12) 0.2500 0.401(3) 0.073(8) Uiso 1 2 d SD . .
C14 C 0.46151(11) 0.2500 0.38561(19) 0.0354(4) Uani 1 2 d S . .
C15 C 0.46347(13) 0.2500 0.2339(2) 0.0422(4) Uani 1 2 d S . .
H15A H 0.4092 0.2500 0.1819 0.051 Uiso 1 2 calc SR . .
C16 C 0.54198(16) 0.2500 0.1575(2) 0.0521(5) Uani 1 2 d S . .
H16A H 0.5421 0.2500 0.0544 0.063 Uiso 1 2 calc SR . .
C17 C 0.61914(15) 0.2500 0.2335(3) 0.0552(5) Uani 1 2 d S . .
F17 F 0.69768(11) 0.2500 0.1591(2) 0.0911(6) Uani 1 2 d S . .
C18 C 0.62161(13) 0.2500 0.3829(3) 0.0560(5) Uani 1 2 d S . .
H18A H 0.6765 0.2500 0.4331 0.067 Uiso 1 2 calc SR . .
C19 C 0.54237(12) 0.2500 0.4584(2) 0.0452(4) Uani 1 2 d S . .
H19A H 0.5431 0.2500 0.5615 0.054 Uiso 1 2 calc SR . .


_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 N13 1.8132(16) . ?
Al N1 1.8893(11) 7_565 ?
Al N1 1.8893(11) . ?
C1 N1 1.3377(16) . ?
C1 C2 1.3971(16) . ?
C1 C3 1.505(2) . ?
N1 C4 1.4420(18) . ?
C2 C1 1.3971(16) 7_565 ?
C4 C9 1.403(2) . ?
C4 C5 1.404(2) . ?
C5 C6 1.393(2) . ?
C5 C10 1.504(2) . ?
C6 C7 1.388(3) . ?
C7 C8 1.383(3) . ?
C7 C11 1.512(3) . ?
C8 C9 1.390(2) . ?
C9 C12 1.506(2) . ?
N13 C14 1.381(2) . ?
C14 C19 1.394(2) . ?
C14 C15 1.397(3) . ?
C15 C16 1.380(3) . ?
C16 C17 1.360(4) . ?
C17 F17 1.371(2) . ?
C17 C18 1.376(4) . ?
C18 C19 1.385(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
N13 Al N1 109.89(5) . 7_565 ?
N13 Al N1 109.89(5) . . ?
N1 Al N1 96.52(7) 7_565 . ?
N1 C1 C2 122.49(12) . . ?
N1 C1 C3 119.52(13) . . ?
C2 C1 C3 117.99(12) . . ?
C1 N1 C4 121.27(11) . . ?
C1 N1 Al 124.34(10) . . ?
C4 N1 Al 114.39(8) . . ?
C1 C2 C1 128.00(16) . 7_565 ?
C9 C4 C5 120.80(14) . . ?
C9 C4 N1 118.53(12) . . ?
C5 C4 N1 120.40(13) . . ?
C6 C5 C4 117.56(16) . . ?
C6 C5 C10 120.48(15) . . ?
C4 C5 C10 121.96(15) . . ?
C7 C6 C5 122.99(16) . . ?
C8 C7 C6 117.78(15) . . ?
C8 C7 C11 121.0(2) . . ?
C6 C7 C11 121.25(19) . . ?
C7 C8 C9 122.03(16) . . ?
C8 C9 C4 118.79(14) . . ?
C8 C9 C12 120.34(15) . . ?
C4 C9 C12 120.87(13) . . ?
C14 N13 Al 135.41(13) . . ?
N13 C14 C19 121.40(16) . . ?
N13 C14 C15 121.09(16) . . ?
C19 C14 C15 117.51(16) . . ?
C16 C15 C14 121.86(19) . . ?
C17 C16 C15 118.41(19) . . ?
C16 C17 F17 119.1(2) . . ?
C16 C17 C18 122.49(19) . . ?
F17 C17 C18 118.4(2) . . ?
C17 C18 C19 118.6(2) . . ?
C18 C19 C14 121.16(19) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        72.44
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.386
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.037
_database_code_depnum_ccdc_archive 'CCDC 1007407'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_3

_audit_creation_method           SHELXL
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H44 Al F2 N5'
_chemical_formula_sum            'C33 H44 Al F2 N5'
_chemical_formula_weight         575.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.2130 0.2455 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.13917(11)
_cell_length_b                   15.5779(3)
_cell_length_c                   22.9215(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.3724(13)
_cell_angle_gamma                90
_cell_volume                     3253.81(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    173
_cell_measurement_reflns_used    5104
_cell_measurement_theta_min      3.4070
_cell_measurement_theta_max      73.5250

_exptl_crystal_description       needles
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.61
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.870
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.760
_exptl_absorpt_correction_T_max  0.906
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33a (release 28-03-2014 CrysAlis171 .NET)
(compiled Mar 28 2014,12:25:20)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur PX Ultra A'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 10.4115
_diffrn_reflns_number            11093
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.434
_diffrn_reflns_theta_max         73.651
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             6268
_reflns_number_gt                5363
_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       'CrysAlisPro, Agilent Technologies'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2013 (Sheldrick, 2013)'

_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)+(0.0519P)²+0.5450P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00061(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6268
_refine_ls_number_parameters     383
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0384
_refine_ls_wR_factor_ref         0.1067
_refine_ls_wR_factor_gt          0.1005
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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 0.23894(4) 0.15794(3) 0.41373(2) 0.02792(11) Uani 1 1 d . . . . .
N1 N 0.15998(11) 0.17045(7) 0.33575(5) 0.0272(2) Uani 1 1 d . . . . .
C1 C 0.02683(14) 0.14159(9) 0.31695(6) 0.0310(3) Uani 1 1 d . . . . .
C2 C -0.07242(14) 0.10893(10) 0.35484(6) 0.0353(3) Uani 1 1 d . . . . .
H2A H -0.1569 0.0812 0.3370 0.042 Uiso 1 1 calc R U . . .
C3 C -0.06128(13) 0.11253(9) 0.41622(6) 0.0330(3) Uani 1 1 d . . . . .
N3 N 0.06015(12) 0.13766(7) 0.44709(5) 0.0306(2) Uani 1 1 d . . . . .
C4 C -0.02060(16) 0.14279(11) 0.25244(6) 0.0413(3) Uani 1 1 d . . . . .
H4A H -0.0033 0.2000 0.2365 0.062 Uiso 1 1 calc R U . . .
H4B H -0.1253 0.1290 0.2467 0.062 Uiso 1 1 calc R U . . .
H4C H 0.0360 0.1002 0.2322 0.062 Uiso 1 1 calc R U . . .
C5 C -0.19601(15) 0.08751(12) 0.44662(7) 0.0450(4) Uani 1 1 d . . . . .
H5A H -0.1706 0.0418 0.4750 0.068 Uiso 1 1 calc R U . . .
H5B H -0.2723 0.0670 0.4176 0.068 Uiso 1 1 calc R U . . .
H5C H -0.2325 0.1375 0.4670 0.068 Uiso 1 1 calc R U . . .
C6 C 0.24719(13) 0.21788(9) 0.29639(6) 0.0289(3) Uani 1 1 d . . . . .
C7 C 0.23250(16) 0.30761(9) 0.29462(7) 0.0372(3) Uani 1 1 d . . . . .
C8 C 0.3244(2) 0.35336(10) 0.25989(8) 0.0522(4) Uani 1 1 d . . . . .
H8A H 0.3155 0.4140 0.2575 0.063 Uiso 1 1 calc R U . . .
C9 C 0.4279(2) 0.31236(11) 0.22898(9) 0.0553(5) Uani 1 1 d . . . . .
H9A H 0.4906 0.3449 0.2062 0.066 Uiso 1 1 calc R U . . .
C10 C 0.44038(17) 0.22443(10) 0.23109(7) 0.0432(4) Uani 1 1 d . . . . .
H10A H 0.5112 0.1968 0.2093 0.052 Uiso 1 1 calc R U . . .
C11 C 0.35091(14) 0.17510(9) 0.26465(6) 0.0310(3) Uani 1 1 d . . . . .
C12 C 0.12105(17) 0.35640(10) 0.32770(7) 0.0409(3) Uani 1 1 d . . . . .
H12A H 0.0830 0.3163 0.3571 0.049 Uiso 1 1 calc R U . . .
C13 C 0.1888(2) 0.43359(11) 0.36084(8) 0.0515(4) Uani 1 1 d . . . . .
H13A H 0.2720 0.4145 0.3872 0.077 Uiso 1 1 calc R U . . .
H13B H 0.1150 0.4605 0.3837 0.077 Uiso 1 1 calc R U . . .
H13C H 0.2229 0.4753 0.3329 0.077 Uiso 1 1 calc R U . . .
C14 C -0.0089(2) 0.38494(13) 0.28644(9) 0.0591(5) Uani 1 1 d . . . . .
H14A H -0.0514 0.3350 0.2655 0.089 Uiso 1 1 calc R U . . .
H14B H 0.0247 0.4265 0.2582 0.089 Uiso 1 1 calc R U . . .
H14C H -0.0832 0.4117 0.3091 0.089 Uiso 1 1 calc R U . . .
C15 C 0.37273(14) 0.07876(9) 0.26663(6) 0.0331(3) Uani 1 1 d . . . . .
H15A H 0.2991 0.0538 0.2919 0.040 Uiso 1 1 calc R U . . .
C16 C 0.34958(18) 0.03739(10) 0.20602(7) 0.0444(3) Uani 1 1 d . . . . .
H16A H 0.2513 0.0516 0.1886 0.067 Uiso 1 1 calc R U . . .
H16B H 0.3592 -0.0251 0.2098 0.067 Uiso 1 1 calc R U . . .
H16C H 0.4234 0.0592 0.1809 0.067 Uiso 1 1 calc R U . . .
C17 C 0.52624(16) 0.05682(11) 0.29419(7) 0.0425(3) Uani 1 1 d . . . . .
H17A H 0.5405 0.0834 0.3330 0.064 Uiso 1 1 calc R U . . .
H17B H 0.6003 0.0786 0.2692 0.064 Uiso 1 1 calc R U . . .
H17C H 0.5361 -0.0056 0.2980 0.064 Uiso 1 1 calc R U . . .
C18 C 0.05871(16) 0.15096(9) 0.51075(6) 0.0356(3) Uani 1 1 d . . . . .
H18A H 0.1582 0.1402 0.5295 0.043 Uiso 1 1 calc R U . . .
H18B H -0.0091 0.1090 0.5268 0.043 Uiso 1 1 calc R U . . .
C19 C 0.01058(18) 0.24212(11) 0.52584(8) 0.0483(4) Uani 1 1 d . . . . .
H19A H -0.0377 0.2691 0.4903 0.058 Uiso 1 1 calc R U . . .
H19B H -0.0625 0.2387 0.5555 0.058 Uiso 1 1 calc R U . . .
N20 N 0.13174(17) 0.29583(10) 0.54817(7) 0.0538(4) Uani 1 1 d . . . . .
C21 C 0.1819(3) 0.27085(19) 0.60728(11) 0.0896(8) Uani 1 1 d . . . . .
H21A H 0.1045 0.2824 0.6336 0.134 Uiso 1 1 calc R U . . .
H21B H 0.2699 0.3038 0.6201 0.134 Uiso 1 1 calc R U . . .
H21C H 0.2052 0.2094 0.6081 0.134 Uiso 1 1 calc R U . . .
C22 C 0.0914(3) 0.38634(15) 0.54739(13) 0.0908(8) Uani 1 1 d . . . . .
H22A H 0.0592 0.4035 0.5073 0.136 Uiso 1 1 calc R U . . .
H22B H 0.1766 0.4209 0.5615 0.136 Uiso 1 1 calc R U . . .
H22C H 0.0114 0.3955 0.5728 0.136 Uiso 1 1 calc R U . . .
N31 N 0.36369(12) 0.06722(8) 0.42431(5) 0.0342(3) Uani 1 1 d D . . . .
H31 H 0.4517(9) 0.0772(12) 0.4435(7) 0.045(5) Uiso 1 1 d D . . . .
C31 C 0.35014(14) -0.01962(9) 0.41242(6) 0.0324(3) Uani 1 1 d . . . . .
C32 C 0.22495(16) -0.05227(10) 0.38054(6) 0.0377(3) Uani 1 1 d . . . . .
H32A H 0.1483 -0.0142 0.3673 0.045 Uiso 1 1 calc R U . . .
C33 C 0.21122(19) -0.13919(11) 0.36804(7) 0.0454(4) Uani 1 1 d . . . . .
H33A H 0.1270 -0.1603 0.3457 0.054 Uiso 1 1 calc R U . . .
C34 C 0.3209(2) -0.19429(10) 0.38837(8) 0.0490(4) Uani 1 1 d . . . . .
F34 F 0.30584(15) -0.27994(7) 0.37605(6) 0.0713(3) Uani 1 1 d . . . . .
C35 C 0.44479(19) -0.16573(11) 0.42039(8) 0.0475(4) Uani 1 1 d . . . . .
H35A H 0.5188 -0.2049 0.4346 0.057 Uiso 1 1 calc R U . . .
C36 C 0.45931(16) -0.07869(10) 0.43149(6) 0.0390(3) Uani 1 1 d . . . . .
H36A H 0.5458 -0.0583 0.4527 0.047 Uiso 1 1 calc R U . . .
N41 N 0.32497(12) 0.25186(8) 0.44798(5) 0.0357(3) Uani 1 1 d D . . . .
H41 H 0.2777(19) 0.2751(12) 0.4772(6) 0.060(6) Uiso 1 1 d D . . . .
C41 C 0.45864(14) 0.29180(9) 0.44250(6) 0.0333(3) Uani 1 1 d . . . . .
C42 C 0.50916(17) 0.35728(10) 0.48072(7) 0.0428(3) Uani 1 1 d . . . . .
H42A H 0.4513 0.3740 0.5115 0.051 Uiso 1 1 calc R U . . .
C43 C 0.64198(19) 0.39839(12) 0.47458(9) 0.0534(4) Uani 1 1 d . . . . .
H43A H 0.6748 0.4429 0.5007 0.064 Uiso 1 1 calc R U . . .
C44 C 0.72478(17) 0.37349(11) 0.43009(9) 0.0508(4) Uani 1 1 d . . . . .
F44 F 0.85608(12) 0.41409(8) 0.42379(7) 0.0781(4) Uani 1 1 d . . . . .
C45 C 0.68109(17) 0.31011(11) 0.39178(8) 0.0476(4) Uani 1 1 d . . . . .
H45A H 0.7403 0.2942 0.3613 0.057 Uiso 1 1 calc R U . . .
C46 C 0.54820(15) 0.26919(10) 0.39816(7) 0.0407(3) Uani 1 1 d . . . . .
H46A H 0.5174 0.2247 0.3717 0.049 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 N41 1.8114(12) . ?
Al1 N31 1.8203(12) . ?
Al1 N3 1.8828(11) . ?
Al1 N1 1.8860(11) . ?
N1 C1 1.3373(16) . ?
N1 C6 1.4507(16) . ?
C1 C2 1.3985(19) . ?
C1 C4 1.5089(19) . ?
C2 C3 1.404(2) . ?
C3 N3 1.3288(18) . ?
C3 C5 1.5115(18) . ?
N3 C18 1.4750(17) . ?
C6 C7 1.404(2) . ?
C6 C11 1.4061(18) . ?
C7 C8 1.396(2) . ?
C7 C12 1.519(2) . ?
C8 C9 1.381(2) . ?
C9 C10 1.375(2) . ?
C10 C11 1.3954(19) . ?
C11 C15 1.5143(19) . ?
C12 C14 1.527(2) . ?
C12 C13 1.528(2) . ?
C15 C16 1.531(2) . ?
C15 C17 1.5327(19) . ?
C18 C19 1.534(2) . ?
C19 N20 1.450(2) . ?
N20 C21 1.450(3) . ?
N20 C22 1.457(3) . ?
N31 C31 1.3838(19) . ?
C31 C36 1.402(2) . ?
C31 C32 1.405(2) . ?
C32 C33 1.388(2) . ?
C33 C34 1.374(3) . ?
C34 F34 1.369(2) . ?
C34 C35 1.376(3) . ?
C35 C36 1.384(2) . ?
N41 C41 1.3852(17) . ?
C41 C46 1.398(2) . ?
C41 C42 1.400(2) . ?
C42 C43 1.389(2) . ?
C43 C44 1.371(3) . ?
C44 C45 1.361(3) . ?
C44 F44 1.3737(17) . ?
C45 C46 1.389(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
N41 Al1 N31 108.82(6) . . ?
N41 Al1 N3 108.72(5) . . ?
N31 Al1 N3 111.70(5) . . ?
N41 Al1 N1 116.71(6) . . ?
N31 Al1 N1 113.39(5) . . ?
N3 Al1 N1 96.95(5) . . ?
C1 N1 C6 120.04(11) . . ?
C1 N1 Al1 122.92(9) . . ?
C6 N1 Al1 116.95(8) . . ?
N1 C1 C2 122.66(12) . . ?
N1 C1 C4 119.85(12) . . ?
C2 C1 C4 117.49(12) . . ?
C1 C2 C3 127.36(12) . . ?
N3 C3 C2 122.63(12) . . ?
N3 C3 C5 120.47(13) . . ?
C2 C3 C5 116.90(12) . . ?
C3 N3 C18 119.88(11) . . ?
C3 N3 Al1 123.27(9) . . ?
C18 N3 Al1 116.85(9) . . ?
C7 C6 C11 121.57(12) . . ?
C7 C6 N1 117.97(11) . . ?
C11 C6 N1 120.28(12) . . ?
C8 C7 C6 117.66(13) . . ?
C8 C7 C12 118.98(13) . . ?
C6 C7 C12 123.35(12) . . ?
C9 C8 C7 121.46(15) . . ?
C10 C9 C8 120.05(14) . . ?
C9 C10 C11 121.17(14) . . ?
C10 C11 C6 118.08(13) . . ?
C10 C11 C15 118.75(12) . . ?
C6 C11 C15 123.14(12) . . ?
C7 C12 C14 110.85(14) . . ?
C7 C12 C13 112.34(13) . . ?
C14 C12 C13 110.20(14) . . ?
C11 C15 C16 112.40(12) . . ?
C11 C15 C17 110.34(12) . . ?
C16 C15 C17 109.81(12) . . ?
N3 C18 C19 112.18(12) . . ?
N20 C19 C18 112.92(13) . . ?
C19 N20 C21 110.70(17) . . ?
C19 N20 C22 111.63(18) . . ?
C21 N20 C22 109.44(19) . . ?
C31 N31 Al1 133.40(9) . . ?
N31 C31 C36 121.95(13) . . ?
N31 C31 C32 120.89(12) . . ?
C36 C31 C32 117.16(14) . . ?
C33 C32 C31 121.18(14) . . ?
C34 C33 C32 119.17(15) . . ?
F34 C34 C33 118.67(17) . . ?
F34 C34 C35 119.41(16) . . ?
C33 C34 C35 121.91(16) . . ?
C34 C35 C36 118.58(15) . . ?
C35 C36 C31 121.97(15) . . ?
C41 N41 Al1 132.86(10) . . ?
N41 C41 C46 121.47(13) . . ?
N41 C41 C42 121.44(13) . . ?
C46 C41 C42 117.08(13) . . ?
C43 C42 C41 121.43(15) . . ?
C44 C43 C42 118.76(15) . . ?
C45 C44 C43 122.25(14) . . ?
C45 C44 F44 118.80(16) . . ?
C43 C44 F44 118.95(16) . . ?
C44 C45 C46 118.75(15) . . ?
C45 C46 C41 121.73(15) . . ?

_refine_diff_density_max         0.225
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.036

_shelxl_version_number           2013-4
_database_code_depnum_ccdc_archive 'CCDC 1007408'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_4b

_audit_creation_method           SHELXL
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H48 Al N3, 0.5(C7 H8)'
_chemical_formula_sum            'C38.50 H52 Al N3'
_chemical_formula_weight         583.81

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.8160(3)
_cell_length_b                   19.4921(8)
_cell_length_c                   16.6321(6)
_cell_angle_alpha                90
_cell_angle_beta                 90.876(3)
_cell_angle_gamma                90
_cell_volume                     3506.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    173
_cell_measurement_reflns_used    3636
_cell_measurement_theta_min      2.7610
_cell_measurement_theta_max      27.1130

_exptl_crystal_description       'blocky needles'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.106
_exptl_crystal_F_000             1268
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    0.087
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.979
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur 3 E'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 16.0382
_diffrn_reflns_number            11869
_diffrn_reflns_av_unetI/netI     0.0540
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.449
_diffrn_reflns_theta_max         28.088
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.803
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.803
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.803
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             6847
_reflns_number_gt                5127
_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       CrysAlisPro,
_computing_cell_refinement       CrysAlisPro,
_computing_data_reduction        CrysAlisPro,
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2013 (Sheldrick, 2013)'

_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)+(0.0578P)²+1.1529P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6847
_refine_ls_number_parameters     407
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0727
_refine_ls_R_factor_gt           0.0497
_refine_ls_wR_factor_ref         0.1318
_refine_ls_wR_factor_gt          0.1195
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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 0.19000(5) 0.70257(3) 0.18674(3) 0.02555(14) Uani 1 1 d . . . . .
H1 H 0.2422(17) 0.6779(10) 0.1106(10) 0.033(5) Uiso 1 1 d . . . . .
N1 N 0.24534(13) 0.79171(8) 0.21514(9) 0.0265(3) Uani 1 1 d . . . . .
C1 C 0.19277(17) 0.84756(10) 0.18256(11) 0.0312(4) Uani 1 1 d . . . . .
C2 C 0.07860(18) 0.84513(10) 0.14263(12) 0.0376(5) Uani 1 1 d . . . . .
H2A H 0.0563 0.8843 0.1117 0.045 Uiso 1 1 calc R U . . .
C3 C -0.00588(17) 0.79159(11) 0.14318(11) 0.0356(5) Uani 1 1 d . . . . .
N3 N 0.02219(13) 0.72813(8) 0.16847(9) 0.0294(3) Uani 1 1 d . . . . .
C4 C 0.25471(19) 0.91625(10) 0.19028(13) 0.0425(5) Uani 1 1 d . . . . .
H4A H 0.2400 0.9351 0.2439 0.064 Uiso 1 1 calc R U . . .
H4B H 0.2207 0.9475 0.1495 0.064 Uiso 1 1 calc R U . . .
H4C H 0.3438 0.9110 0.1825 0.064 Uiso 1 1 calc R U . . .
C5 C -0.13689(19) 0.80803(13) 0.11659(16) 0.0552(6) Uani 1 1 d . . . . .
H5A H -0.1633 0.7756 0.0747 0.083 Uiso 1 1 calc R U . . .
H5B H -0.1403 0.8549 0.0952 0.083 Uiso 1 1 calc R U . . .
H5C H -0.1919 0.8043 0.1626 0.083 Uiso 1 1 calc R U . . .
C6 C 0.34643(16) 0.80100(9) 0.27178(10) 0.0267(4) Uani 1 1 d . . . . .
C7 C 0.32093(19) 0.82304(10) 0.34971(11) 0.0360(5) Uani 1 1 d . . . . .
C8 C 0.4189(2) 0.82993(11) 0.40432(12) 0.0425(5) Uani 1 1 d . . . . .
H8A H 0.4026 0.8451 0.4574 0.051 Uiso 1 1 calc R U . . .
C9 C 0.53942(19) 0.81531(11) 0.38367(12) 0.0398(5) Uani 1 1 d . . . . .
C10 C 0.56110(17) 0.79289(10) 0.30651(12) 0.0354(5) Uani 1 1 d . . . . .
H10A H 0.6435 0.7823 0.2918 0.042 Uiso 1 1 calc R U . . .
C11 C 0.46689(16) 0.78523(9) 0.24955(11) 0.0283(4) Uani 1 1 d . . . . .
C12 C 0.1913(2) 0.83717(14) 0.37645(14) 0.0537(6) Uani 1 1 d . . . . .
H12A H 0.1903 0.8410 0.4352 0.081 Uiso 1 1 calc R U . . .
H12B H 0.1370 0.7995 0.3592 0.081 Uiso 1 1 calc R U . . .
H12C H 0.1620 0.8802 0.3524 0.081 Uiso 1 1 calc R U . . .
C13 C 0.6439(2) 0.82271(14) 0.44479(15) 0.0625(7) Uani 1 1 d . . . . .
H13A H 0.6693 0.7772 0.4638 0.094 Uiso 1 1 calc R U . . .
H13B H 0.6157 0.8502 0.4903 0.094 Uiso 1 1 calc R U . . .
H13C H 0.7142 0.8456 0.4197 0.094 Uiso 1 1 calc R U . . .
C14 C 0.49529(18) 0.76036(12) 0.16642(11) 0.0393(5) Uani 1 1 d . . . . .
H14A H 0.5851 0.7584 0.1598 0.059 Uiso 1 1 calc R U . . .
H14B H 0.4593 0.7920 0.1267 0.059 Uiso 1 1 calc R U . . .
H14C H 0.4600 0.7145 0.1585 0.059 Uiso 1 1 calc R U . . .
C15 C -0.07837(15) 0.67940(10) 0.17313(11) 0.0295(4) Uani 1 1 d . . . . .
C16 C -0.10925(17) 0.63935(11) 0.10642(11) 0.0346(5) Uani 1 1 d . . . . .
C17 C -0.21071(17) 0.59607(11) 0.11142(12) 0.0377(5) Uani 1 1 d . . . . .
H17A H -0.2312 0.5679 0.0666 0.045 Uiso 1 1 calc R U . . .
C18 C -0.28282(17) 0.59233(11) 0.17871(12) 0.0395(5) Uani 1 1 d . . . . .
C19 C -0.24752(18) 0.63132(12) 0.24455(12) 0.0413(5) Uani 1 1 d . . . . .
H19A H -0.2950 0.6286 0.2920 0.050 Uiso 1 1 calc R U . . .
C20 C -0.14517(17) 0.67436(11) 0.24387(11) 0.0349(4) Uani 1 1 d . . . . .
C21 C -0.03757(19) 0.64453(14) 0.02972(12) 0.0496(6) Uani 1 1 d . . . . .
H21A H -0.0520 0.6895 0.0051 0.074 Uiso 1 1 calc R U . . .
H21B H -0.0649 0.6084 -0.0075 0.074 Uiso 1 1 calc R U . . .
H21C H 0.0509 0.6390 0.0417 0.074 Uiso 1 1 calc R U . . .
C22 C -0.3992(2) 0.54945(14) 0.17894(15) 0.0578(7) Uani 1 1 d . . . . .
H22A H -0.4259 0.5428 0.2344 0.087 Uiso 1 1 calc R U . . .
H22B H -0.3826 0.5048 0.1544 0.087 Uiso 1 1 calc R U . . .
H22C H -0.4645 0.5730 0.1482 0.087 Uiso 1 1 calc R U . . .
C23 C -0.1079(2) 0.71641(13) 0.31657(12) 0.0498(6) Uani 1 1 d . . . . .
H23A H -0.1675 0.7090 0.3595 0.075 Uiso 1 1 calc R U . . .
H23B H -0.1067 0.7651 0.3021 0.075 Uiso 1 1 calc R U . . .
H23C H -0.0254 0.7024 0.3353 0.075 Uiso 1 1 calc R U . . .
N30 N 0.21771(15) 0.65017(8) 0.27564(9) 0.0310(4) Uani 1 1 d D . . . .
H30 H 0.225(2) 0.6785(8) 0.3182(8) 0.046(6) Uiso 1 1 d D . . . .
C31 C 0.27558(16) 0.58708(9) 0.29143(10) 0.0260(4) Uani 1 1 d . . . . .
C32 C 0.24839(17) 0.52884(10) 0.24385(11) 0.0310(4) Uani 1 1 d . . . . .
C33 C 0.30664(18) 0.46713(10) 0.26206(12) 0.0387(5) Uani 1 1 d . . . . .
H33A H 0.2889 0.4281 0.2297 0.046 Uiso 1 1 calc R U . . .
C34 C 0.38886(19) 0.46061(11) 0.32513(13) 0.0410(5) Uani 1 1 d . . . . .
H34 H 0.4272 0.4178 0.3364 0.049 Uiso 1 1 calc R U . . .
C35 C 0.41503(18) 0.51753(11) 0.37210(12) 0.0368(5) Uani 1 1 d . . . . .
H35A H 0.4716 0.5132 0.4160 0.044 Uiso 1 1 calc R U . . .
C36 C 0.36108(16) 0.58060(10) 0.35683(10) 0.0288(4) Uani 1 1 d . . . . .
C37 C 0.1558(2) 0.53035(11) 0.17443(12) 0.0425(5) Uani 1 1 d . . . . .
H37A H 0.1194 0.5775 0.1724 0.051 Uiso 1 1 calc R U . . .
C38 C 0.2192(3) 0.51787(14) 0.09417(14) 0.0680(8) Uani 1 1 d . . . . .
H38A H 0.2813 0.5536 0.0855 0.102 Uiso 1 1 calc R U . . .
H38B H 0.1575 0.5192 0.0505 0.102 Uiso 1 1 calc R U . . .
H38C H 0.2596 0.4729 0.0951 0.102 Uiso 1 1 calc R U . . .
C39 C 0.0501(3) 0.48009(14) 0.18724(19) 0.0754(9) Uani 1 1 d . . . . .
H39A H 0.0824 0.4331 0.1878 0.113 Uiso 1 1 calc R U . . .
H39B H -0.0110 0.4849 0.1435 0.113 Uiso 1 1 calc R U . . .
H39C H 0.0108 0.4899 0.2387 0.113 Uiso 1 1 calc R U . . .
C40 C 0.39031(18) 0.64227(10) 0.40959(11) 0.0334(4) Uani 1 1 d . . . . .
H40A H 0.3934 0.6833 0.3736 0.040 Uiso 1 1 calc R U . . .
C41 C 0.2886(2) 0.65518(12) 0.47059(12) 0.0466(5) Uani 1 1 d . . . . .
H41A H 0.2872 0.6174 0.5095 0.070 Uiso 1 1 calc R U . . .
H41B H 0.2085 0.6580 0.4425 0.070 Uiso 1 1 calc R U . . .
H41C H 0.3051 0.6984 0.4989 0.070 Uiso 1 1 calc R U . . .
C42 C 0.5149(2) 0.63781(13) 0.45399(13) 0.0491(6) Uani 1 1 d . . . . .
H42A H 0.5323 0.6815 0.4810 0.074 Uiso 1 1 calc R U . . .
H42B H 0.5802 0.6281 0.4154 0.074 Uiso 1 1 calc R U . . .
H42C H 0.5121 0.6010 0.4940 0.074 Uiso 1 1 calc R U . . .
C50 C 0.2079(8) 0.4406(5) 0.5317(5) 0.058(3) Uiso 0.290(5) 1 d D U P A -1
H50A H 0.2282 0.4526 0.5876 0.087 Uiso 0.290(5) 1 calc R U P A -1
H50B H 0.2749 0.4557 0.4968 0.087 Uiso 0.290(5) 1 calc R U P A -1
H50C H 0.1976 0.3908 0.5270 0.087 Uiso 0.290(5) 1 calc R U P A -1
C51 C 0.0904(4) 0.4755(3) 0.5068(3) 0.0332(19) Uiso 0.290(5) 1 d DG U P A -1
C52 C -0.0079(6) 0.4744(3) 0.5596(2) 0.038(2) Uiso 0.290(5) 1 d DG U P A -1
H52A H -0.0001 0.4508 0.6094 0.045 Uiso 0.290(5) 1 calc R U P A -1
C53 C -0.1177(4) 0.5078(3) 0.5395(3) 0.035(2) Uiso 0.290(5) 1 d G U P A -1
H53A H -0.1849 0.5070 0.5756 0.042 Uiso 0.290(5) 1 calc R U P A -1
C54 C -0.1291(4) 0.5423(3) 0.4666(4) 0.041(2) Uiso 0.290(5) 1 d G U P A -1
H54A H -0.2041 0.5651 0.4529 0.050 Uiso 0.290(5) 1 calc R U P A -1
C55 C -0.0307(6) 0.5434(3) 0.4138(3) 0.040(2) Uiso 0.290(5) 1 d G U P A -1
H55A H -0.0385 0.5670 0.3640 0.048 Uiso 0.290(5) 1 calc R U P A -1
C56 C 0.0790(4) 0.5100(3) 0.4339(3) 0.032(3) Uiso 0.290(5) 1 d DG U P A -1
H56A H 0.1462 0.5107 0.3978 0.039 Uiso 0.290(5) 1 calc R U P A -1
C50' C 0.1408(14) 0.4300(8) 0.5615(8) 0.061(5) Uiso 0.210(5) 1 d D U P A -2
H50D H 0.1307 0.4357 0.6196 0.091 Uiso 0.210(5) 1 calc R U P A -2
H50E H 0.2253 0.4424 0.5470 0.091 Uiso 0.210(5) 1 calc R U P A -2
H50F H 0.1250 0.3821 0.5468 0.091 Uiso 0.210(5) 1 calc R U P A -2
C51' C 0.0510(7) 0.4755(5) 0.5175(5) 0.045(3) Uiso 0.210(5) 1 d DG U P A -2
C52' C -0.0674(8) 0.4857(4) 0.5466(4) 0.025(3) Uiso 0.210(5) 1 d DG U P A -2
H52B H -0.0916 0.4642 0.5951 0.030 Uiso 0.210(5) 1 calc R U P A -2
C53' C -0.1503(6) 0.5274(4) 0.5046(5) 0.027(2) Uiso 0.210(5) 1 d G U P A -2
H53B H -0.2312 0.5344 0.5245 0.033 Uiso 0.210(5) 1 calc R U P A -2
C54' C -0.1148(7) 0.5589(4) 0.4336(5) 0.041(3) Uiso 0.210(5) 1 d G U P A -2
H54B H -0.1714 0.5874 0.4050 0.049 Uiso 0.210(5) 1 calc R U P A -2
C55' C 0.0036(8) 0.5486(5) 0.4046(4) 0.049(3) Uiso 0.210(5) 1 d G U P A -2
H55B H 0.0278 0.5702 0.3560 0.059 Uiso 0.210(5) 1 calc R U P A -2
C56' C 0.0865(7) 0.5069(6) 0.4465(5) 0.049(6) Uiso 0.210(5) 1 d DG U P A -2
H56B H 0.1674 0.4999 0.4266 0.059 Uiso 0.210(5) 1 calc R U P A -2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Al1 N30 1.8182(16) . ?
Al1 N1 1.8951(16) . ?
Al1 N3 1.9021(15) . ?
N1 C1 1.339(2) . ?
N1 C6 1.444(2) . ?
C1 C2 1.394(3) . ?
C1 C4 1.502(3) . ?
C2 C3 1.387(3) . ?
C3 N3 1.340(2) . ?
C3 C5 1.512(3) . ?
N3 C15 1.447(2) . ?
C6 C11 1.394(3) . ?
C6 C7 1.397(3) . ?
C7 C8 1.392(3) . ?
C7 C12 1.503(3) . ?
C8 C9 1.382(3) . ?
C9 C10 1.379(3) . ?
C9 C13 1.515(3) . ?
C10 C11 1.389(2) . ?
C11 C14 1.501(3) . ?
C15 C16 1.393(3) . ?
C15 C20 1.394(3) . ?
C16 C17 1.388(3) . ?
C16 C21 1.506(3) . ?
C17 C18 1.376(3) . ?
C18 C19 1.382(3) . ?
C18 C22 1.511(3) . ?
C19 C20 1.389(3) . ?
C20 C23 1.510(3) . ?
N30 C31 1.403(2) . ?
C31 C32 1.412(3) . ?
C31 C36 1.423(2) . ?
C32 C33 1.389(3) . ?
C32 C37 1.517(3) . ?
C33 C34 1.371(3) . ?
C34 C35 1.384(3) . ?
C35 C36 1.383(3) . ?
C36 C40 1.519(3) . ?
C37 C39 1.524(3) . ?
C37 C38 1.530(3) . ?
C40 C41 1.528(3) . ?
C40 C42 1.529(3) . ?
C50 C51 1.494(8) . ?
C51 C52 1.3900 . ?
C51 C56 1.3900 . ?
C52 C53 1.3900 . ?
C53 C54 1.3900 . ?
C54 C55 1.3900 . ?
C55 C56 1.3900 . ?
C50' C51' 1.498(11) . ?
C51' C52' 1.3900 . ?
C51' C56' 1.3900 . ?
C52' C53' 1.3900 . ?
C53' C54' 1.3900 . ?
C54' C55' 1.3900 . ?
C55' C56' 1.3900 . ?

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
N30 Al1 N1 105.35(7) . . ?
N30 Al1 N3 114.97(7) . . ?
N1 Al1 N3 95.55(7) . . ?
C1 N1 C6 118.34(15) . . ?
C1 N1 Al1 120.93(12) . . ?
C6 N1 Al1 120.72(11) . . ?
N1 C1 C2 122.20(18) . . ?
N1 C1 C4 120.28(16) . . ?
C2 C1 C4 117.50(17) . . ?
C3 C2 C1 126.96(18) . . ?
N3 C3 C2 123.40(17) . . ?
N3 C3 C5 119.62(18) . . ?
C2 C3 C5 116.94(18) . . ?
C3 N3 C15 117.13(15) . . ?
C3 N3 Al1 120.20(13) . . ?
C15 N3 Al1 122.39(12) . . ?
C11 C6 C7 120.83(16) . . ?
C11 C6 N1 120.05(16) . . ?
C7 C6 N1 119.06(16) . . ?
C8 C7 C6 118.42(18) . . ?
C8 C7 C12 119.59(18) . . ?
C6 C7 C12 121.96(18) . . ?
C9 C8 C7 121.96(19) . . ?
C10 C9 C8 118.09(17) . . ?
C10 C9 C13 121.3(2) . . ?
C8 C9 C13 120.6(2) . . ?
C9 C10 C11 122.37(18) . . ?
C10 C11 C6 118.31(17) . . ?
C10 C11 C14 120.31(17) . . ?
C6 C11 C14 121.38(16) . . ?
C16 C15 C20 120.79(17) . . ?
C16 C15 N3 119.77(16) . . ?
C20 C15 N3 119.43(17) . . ?
C17 C16 C15 118.24(18) . . ?
C17 C16 C21 120.61(18) . . ?
C15 C16 C21 121.11(18) . . ?
C18 C17 C16 122.66(19) . . ?
C17 C18 C19 117.53(18) . . ?
C17 C18 C22 120.9(2) . . ?
C19 C18 C22 121.5(2) . . ?
C18 C19 C20 122.43(19) . . ?
C19 C20 C15 118.23(18) . . ?
C19 C20 C23 121.60(18) . . ?
C15 C20 C23 120.16(18) . . ?
C31 N30 Al1 135.41(13) . . ?
N30 C31 C32 120.75(15) . . ?
N30 C31 C36 120.26(16) . . ?
C32 C31 C36 118.98(17) . . ?
C33 C32 C31 118.94(17) . . ?
C33 C32 C37 118.34(17) . . ?
C31 C32 C37 122.70(17) . . ?
C34 C33 C32 122.28(19) . . ?
C33 C34 C35 118.84(19) . . ?
C36 C35 C34 121.82(18) . . ?
C35 C36 C31 119.14(17) . . ?
C35 C36 C40 120.94(16) . . ?
C31 C36 C40 119.91(16) . . ?
C32 C37 C39 111.67(18) . . ?
C32 C37 C38 111.20(19) . . ?
C39 C37 C38 111.6(2) . . ?
C36 C40 C41 111.61(16) . . ?
C36 C40 C42 114.09(17) . . ?
C41 C40 C42 109.05(16) . . ?
C52 C51 C56 120.0 . . ?
C52 C51 C50 118.3(4) . . ?
C56 C51 C50 121.7(4) . . ?
C51 C52 C53 120.0 . . ?
C54 C53 C52 120.0 . . ?
C53 C54 C55 120.0 . . ?
C56 C55 C54 120.0 . . ?
C55 C56 C51 120.0 . . ?
C52' C51' C56' 120.0 . . ?
C52' C51' C50' 120.6(6) . . ?
C56' C51' C50' 119.4(6) . . ?
C51' C52' C53' 120.0 . . ?
C54' C53' C52' 120.0 . . ?
C53' C54' C55' 120.0 . . ?
C56' C55' C54' 120.0 . . ?
C55' C56' C51' 120.0 . . ?

_refine_diff_density_max         0.283
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.043

_shelxl_version_number           2013-4

#===END


_database_code_depnum_ccdc_archive 'CCDC 1007409'
