# Electronic Supplementary Material (ESI) for Polymer Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_211124b
_database_code_depnum_ccdc_archive 'CCDC 2128578'
loop_
_audit_author_name
_audit_author_address
'Jian Tang'
;Qingdao University of Science and Technology
China
;
_audit_update_record             
;
2021-12-14 deposited with the CCDC.	2023-01-19 downloaded from the CCDC.
;
_audit_creation_date             2021-11-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6427)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H21 Al N2'
_chemical_formula_sum            'C16 H21 Al N2'
_chemical_formula_weight         268.33
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_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                   8.3546(6)
_cell_length_b                   10.7094(8)
_cell_length_c                   17.5246(12)
_cell_angle_alpha                90
_cell_angle_beta                 97.6480(10)
_cell_angle_gamma                90
_cell_volume                     1554.03(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4734
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      25.732
_cell_measurement_theta_min      2.234
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.975
_exptl_absorpt_coefficient_mu    0.120
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4956
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0896 before and 0.0549 after correction. The Ratio of minimum to maximum transmission is 0.6647. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.147
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             576
_exptl_crystal_mounting_method   
'The title complex was mounted in a sealed capillary.'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Toluene'
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_unetI/netI     0.0403
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            17321
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.480
_diffrn_reflns_theta_min         2.234
_diffrn_ambient_temperature      298.15
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2491
_reflns_number_total             3538
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'Bruker SMART APEX II diffractrometer'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         3538
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0701
_refine_ls_R_factor_gt           0.0461
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0639P)²+0.2409P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1184
_refine_ls_wR_factor_ref         0.1302
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.27378(6) 0.81135(5) 0.44416(3) 0.04287(17) Uani 1 1 d . . . . .
N1 N 0.08806(17) 0.69858(13) 0.42938(8) 0.0449(4) Uani 1 1 d . . . . .
N2 N 0.33539(16) 0.73247(13) 0.35787(8) 0.0425(3) Uani 1 1 d . . . . .
C1 C -0.0375(2) 0.69765(19) 0.47071(12) 0.0593(5) Uani 1 1 d . . . . .
H1 H -0.038627 0.753780 0.511127 0.071 Uiso 1 1 calc R U . . .
C2 C -0.1638(2) 0.6152(2) 0.45411(14) 0.0681(6) Uani 1 1 d . . . . .
H2 H -0.250246 0.615773 0.482496 0.082 Uiso 1 1 calc R U . . .
C3 C -0.1594(3) 0.5323(2) 0.39497(14) 0.0706(6) Uani 1 1 d . . . . .
H3 H -0.243081 0.475305 0.383154 0.085 Uiso 1 1 calc R U . . .
C4 C -0.0322(2) 0.53307(19) 0.35324(12) 0.0601(5) Uani 1 1 d . . . . .
H4 H -0.028625 0.476358 0.313313 0.072 Uiso 1 1 calc R U . . .
C5 C 0.0913(2) 0.61909(16) 0.37088(10) 0.0444(4) Uani 1 1 d . . . . .
C6 C 0.2334(2) 0.62894(15) 0.32460(10) 0.0437(4) Uani 1 1 d . . . . .
C7 C 0.1605(2) 0.6559(2) 0.24062(10) 0.0592(5) Uani 1 1 d . . . . .
H7A H 0.092466 0.728293 0.239170 0.089 Uiso 1 1 calc R U . . .
H7B H 0.097757 0.585378 0.220314 0.089 Uiso 1 1 calc R U . . .
H7C H 0.245943 0.670666 0.210135 0.089 Uiso 1 1 calc R U . . .
C8 C 0.3213(3) 0.50205(19) 0.33315(15) 0.0727(6) Uani 1 1 d . . . . .
H8A H 0.412341 0.503719 0.305046 0.109 Uiso 1 1 calc R U . . .
H8B H 0.248417 0.437019 0.313135 0.109 Uiso 1 1 calc R U . . .
H8C H 0.357712 0.486440 0.386578 0.109 Uiso 1 1 calc R U . . .
C9 C 0.4770(2) 0.76567(16) 0.32944(10) 0.0426(4) Uani 1 1 d . . . . .
C10 C 0.5440(2) 0.70989(19) 0.26829(11) 0.0546(5) Uani 1 1 d . . . . .
H10 H 0.489541 0.644821 0.240889 0.066 Uiso 1 1 calc R U . . .
C11 C 0.6907(3) 0.7510(2) 0.24835(12) 0.0652(6) Uani 1 1 d . . . . .
H11 H 0.732380 0.711722 0.207934 0.078 Uiso 1 1 calc R U . . .
C12 C 0.7763(2) 0.8468(2) 0.28579(13) 0.0647(6) Uani 1 1 d . . . . .
H12 H 0.875049 0.871810 0.271941 0.078 Uiso 1 1 calc R U . . .
C13 C 0.7116(2) 0.9048(2) 0.34458(12) 0.0590(5) Uani 1 1 d . . . . .
H13 H 0.766311 0.971182 0.370453 0.071 Uiso 1 1 calc R U . . .
C14 C 0.5669(2) 0.86593(18) 0.36557(10) 0.0486(4) Uani 1 1 d . . . . .
H14 H 0.526324 0.907621 0.405423 0.058 Uiso 1 1 calc R U . . .
C15 C 0.1883(3) 0.98171(18) 0.43249(13) 0.0621(5) Uani 1 1 d . . . . .
H15A H 0.276239 1.040092 0.437056 0.093 Uiso 1 1 calc R U . . .
H15B H 0.121472 0.998042 0.471896 0.093 Uiso 1 1 calc R U . . .
H15C H 0.125288 0.990429 0.382822 0.093 Uiso 1 1 calc R U . . .
C16 C 0.4033(3) 0.7694(2) 0.54246(11) 0.0698(6) Uani 1 1 d . . . . .
H16A H 0.439174 0.684366 0.541118 0.105 Uiso 1 1 calc R U . . .
H16B H 0.338877 0.779516 0.583493 0.105 Uiso 1 1 calc R U . . .
H16C H 0.495302 0.823797 0.550904 0.105 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 N1 1.9560(15) . ?
Al1 N2 1.8634(14) . ?
Al1 C15 1.960(2) . ?
Al1 C16 1.961(2) . ?
N1 C1 1.352(2) . ?
N1 C5 1.336(2) . ?
N2 C6 1.471(2) . ?
N2 C9 1.389(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.377(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.369(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.368(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.387(2) . ?
C5 C6 1.528(2) . ?
C6 C7 1.543(2) . ?
C6 C8 1.542(3) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.407(2) . ?
C9 C14 1.411(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.390(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.367(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.374(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.374(2) . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Al1 C15 106.81(8) . . ?
N1 Al1 C16 108.08(8) . . ?
N2 Al1 N1 84.98(6) . . ?
N2 Al1 C15 118.26(8) . . ?
N2 Al1 C16 115.43(9) . . ?
C15 Al1 C16 117.11(10) . . ?
C1 N1 Al1 126.30(13) . . ?
C5 N1 Al1 113.48(11) . . ?
C5 N1 C1 120.20(16) . . ?
C6 N2 Al1 117.09(10) . . ?
C9 N2 Al1 121.01(11) . . ?
C9 N2 C6 121.79(14) . . ?
N1 C1 H1 119.4 . . ?
N1 C1 C2 121.3(2) . . ?
C2 C1 H1 119.4 . . ?
C1 C2 H2 120.7 . . ?
C3 C2 C1 118.6(2) . . ?
C3 C2 H2 120.7 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.1(2) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.5(2) . . ?
C5 C4 H4 120.2 . . ?
N1 C5 C4 120.25(17) . . ?
N1 C5 C6 117.39(15) . . ?
C4 C5 C6 122.35(17) . . ?
N2 C6 C5 106.96(13) . . ?
N2 C6 C7 111.81(14) . . ?
N2 C6 C8 112.49(15) . . ?
C5 C6 C7 106.46(14) . . ?
C5 C6 C8 106.32(15) . . ?
C8 C6 C7 112.31(16) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 C10 127.49(17) . . ?
N2 C9 C14 117.49(15) . . ?
C10 C9 C14 115.01(16) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.7(2) . . ?
C11 C10 H10 119.6 . . ?
C10 C11 H11 118.7 . . ?
C12 C11 C10 122.62(19) . . ?
C12 C11 H11 118.7 . . ?
C11 C12 H12 121.1 . . ?
C11 C12 C13 117.81(19) . . ?
C13 C12 H12 121.1 . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.8(2) . . ?
C14 C13 H13 119.6 . . ?
C9 C14 H14 118.5 . . ?
C13 C14 C9 123.03(18) . . ?
C13 C14 H14 118.5 . . ?
Al1 C15 H15A 109.5 . . ?
Al1 C15 H15B 109.5 . . ?
Al1 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Al1 C16 H16A 109.5 . . ?
Al1 C16 H16B 109.5 . . ?
Al1 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Al1 N1 C1 C2 178.72(14) . . . . ?
Al1 N1 C5 C4 179.94(13) . . . . ?
Al1 N1 C5 C6 -1.03(19) . . . . ?
Al1 N2 C6 C5 3.04(17) . . . . ?
Al1 N2 C6 C7 119.22(14) . . . . ?
Al1 N2 C6 C8 -113.32(15) . . . . ?
Al1 N2 C9 C10 175.75(14) . . . . ?
Al1 N2 C9 C14 -3.6(2) . . . . ?
N1 Al1 N2 C6 -3.02(12) . . . . ?
N1 Al1 N2 C9 -179.25(13) . . . . ?
N1 C1 C2 C3 0.7(3) . . . . ?
N1 C5 C6 N2 -1.2(2) . . . . ?
N1 C5 C6 C7 -120.86(16) . . . . ?
N1 C5 C6 C8 119.21(17) . . . . ?
N2 C9 C10 C11 -177.53(18) . . . . ?
N2 C9 C14 C13 177.67(16) . . . . ?
C1 N1 C5 C4 -1.5(3) . . . . ?
C1 N1 C5 C6 177.53(15) . . . . ?
C1 C2 C3 C4 -0.6(3) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C3 C4 C5 N1 1.6(3) . . . . ?
C3 C4 C5 C6 -177.38(17) . . . . ?
C4 C5 C6 N2 177.82(16) . . . . ?
C4 C5 C6 C7 58.1(2) . . . . ?
C4 C5 C6 C8 -61.8(2) . . . . ?
C5 N1 C1 C2 0.3(3) . . . . ?
C6 N2 C9 C10 -0.3(3) . . . . ?
C6 N2 C9 C14 -179.67(15) . . . . ?
C9 N2 C6 C5 179.24(14) . . . . ?
C9 N2 C6 C7 -64.6(2) . . . . ?
C9 N2 C6 C8 62.9(2) . . . . ?
C9 C10 C11 C12 -0.6(3) . . . . ?
C10 C9 C14 C13 -1.8(3) . . . . ?
C10 C11 C12 C13 -1.0(3) . . . . ?
C11 C12 C13 C14 1.1(3) . . . . ?
C12 C13 C14 C9 0.3(3) . . . . ?
C14 C9 C10 C11 1.9(3) . . . . ?
C15 Al1 N2 C6 -109.43(13) . . . . ?
C15 Al1 N2 C9 74.34(15) . . . . ?
C16 Al1 N2 C6 104.62(14) . . . . ?
C16 Al1 N2 C9 -71.60(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Oxygen-sensitive
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_211124c
_database_code_depnum_ccdc_archive 'CCDC 2175057'
loop_
_audit_author_name
_audit_author_address
'Jian Tang'
;Qingdao University of Science and Technology
China
;
_audit_update_record             
;
2022-05-26 deposited with the CCDC.	2023-01-19 downloaded from the CCDC.
;
_audit_creation_date             2022-03-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H25 Al N2'
_chemical_formula_sum            'C18 H25 Al N2'
_chemical_formula_weight         296.38
_chemical_absolute_configuration unk
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.8305(14)
_cell_length_b                   12.0231(19)
_cell_length_c                   16.870(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1791.1(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1861
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      17.909
_cell_measurement_theta_min      2.414
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.976
_exptl_absorpt_coefficient_mu    0.110
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5033
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1126 before and 0.0678 after correction. The Ratio of minimum to maximum transmission is 0.6750. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.099
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_mounting_method   
'The title complex was mounted in a sealed capillary.'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1136
_diffrn_reflns_av_unetI/netI     0.1118
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            20576
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.530
_diffrn_reflns_theta_min         2.080
_diffrn_ambient_temperature      298.15
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.724
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.948
_reflns_number_gt                1883
_reflns_number_total             4005
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'Bruker SMART APEX II diffractrometer'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.136
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 
;
 Flack x determined using 549 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.4(2)
_refine_ls_extinction_coef       0.0078(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     197
_refine_ls_number_reflns         4005
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1579
_refine_ls_R_factor_gt           0.0567
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0409P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1001
_refine_ls_wR_factor_ref         0.1251
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C11(H11), C12(H12), C13(H13)
1.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C),
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.42902(13) 0.51789(11) 0.47569(7) 0.0517(4) Uani 1 1 d . . . . .
N1 N 0.2072(3) 0.5181(3) 0.4771(2) 0.0495(8) Uani 1 1 d . . . . .
N2 N 0.4132(3) 0.4923(2) 0.58233(17) 0.0427(8) Uani 1 1 d . . . . .
C1 C 0.1135(5) 0.5328(4) 0.4146(3) 0.0674(13) Uani 1 1 d . . . . .
H1 H 0.155473 0.545991 0.364952 0.081 Uiso 1 1 calc R U . . .
C2 C -0.0400(6) 0.5290(5) 0.4218(4) 0.0827(16) Uani 1 1 d . . . . .
H2 H -0.102279 0.538709 0.377860 0.099 Uiso 1 1 calc R U . . .
C3 C -0.0995(6) 0.5106(5) 0.4948(4) 0.0998(19) Uani 1 1 d . . . . .
H3 H -0.204064 0.508127 0.501331 0.120 Uiso 1 1 calc R U . . .
C4 C -0.0072(5) 0.4956(4) 0.5587(3) 0.0803(15) Uani 1 1 d . . . . .
H4 H -0.048591 0.482286 0.608531 0.096 Uiso 1 1 calc R U . . .
C5 C 0.1485(5) 0.5004(3) 0.5491(2) 0.0519(11) Uani 1 1 d . . . . .
C6 C 0.2602(4) 0.4876(4) 0.6171(2) 0.0510(11) Uani 1 1 d . . . . .
C7 C 0.2259(6) 0.3769(5) 0.6600(3) 0.0921(19) Uani 1 1 d . . . . .
H7A H 0.229631 0.316814 0.622502 0.138 Uiso 1 1 calc R U . . .
H7B H 0.126915 0.380282 0.683316 0.138 Uiso 1 1 calc R U . . .
H7C H 0.300011 0.364670 0.700698 0.138 Uiso 1 1 calc R U . . .
C8 C 0.2297(5) 0.5837(5) 0.6758(3) 0.0839(18) Uani 1 1 d . . . . .
H8A H 0.298987 0.578593 0.719495 0.126 Uiso 1 1 calc R U . . .
H8B H 0.127666 0.578579 0.695135 0.126 Uiso 1 1 calc R U . . .
H8C H 0.243456 0.653555 0.649239 0.126 Uiso 1 1 calc R U . . .
C9 C 0.5387(4) 0.4769(4) 0.6355(2) 0.0482(10) Uani 1 1 d . . . . .
C10 C 0.6083(5) 0.5694(4) 0.6716(3) 0.0569(13) Uani 1 1 d . . . . .
C11 C 0.7259(6) 0.5517(5) 0.7245(3) 0.0756(16) Uani 1 1 d . . . . .
H11 H 0.769185 0.612760 0.749629 0.091 Uiso 1 1 calc R U . . .
C12 C 0.7794(6) 0.4505(7) 0.7407(3) 0.0853(18) Uani 1 1 d . . . . .
H12 H 0.855516 0.441397 0.778262 0.102 Uiso 1 1 calc R U . . .
C13 C 0.7211(6) 0.3591(5) 0.7015(3) 0.0799(18) Uani 1 1 d . . . . .
H13 H 0.762119 0.288962 0.710349 0.096 Uiso 1 1 calc R U . . .
C14 C 0.6001(6) 0.3719(4) 0.6481(3) 0.0619(14) Uani 1 1 d . . . . .
C15 C 0.5655(6) 0.6876(4) 0.6529(3) 0.0819(17) Uani 1 1 d . . . . .
H15A H 0.504094 0.689148 0.605933 0.123 Uiso 1 1 calc R U . . .
H15B H 0.655591 0.730685 0.644279 0.123 Uiso 1 1 calc R U . . .
H15C H 0.509610 0.718449 0.696435 0.123 Uiso 1 1 calc R U . . .
C16 C 0.5485(7) 0.2697(4) 0.6048(3) 0.099(2) Uani 1 1 d . . . . .
H16A H 0.479347 0.290491 0.563452 0.149 Uiso 1 1 calc R U . . .
H16B H 0.498522 0.220403 0.641165 0.149 Uiso 1 1 calc R U . . .
H16C H 0.634464 0.232690 0.582046 0.149 Uiso 1 1 calc R U . . .
C17 C 0.4945(6) 0.3953(4) 0.4069(3) 0.0814(17) Uani 1 1 d . . . . .
H17A H 0.602102 0.385718 0.411591 0.122 Uiso 1 1 calc R U . . .
H17B H 0.469214 0.412173 0.352929 0.122 Uiso 1 1 calc R U . . .
H17C H 0.444336 0.327994 0.422689 0.122 Uiso 1 1 calc R U . . .
C18 C 0.4976(6) 0.6641(4) 0.4377(3) 0.0868(18) Uani 1 1 d . . . . .
H18A H 0.444364 0.721641 0.465599 0.130 Uiso 1 1 calc R U . . .
H18B H 0.477459 0.670417 0.381920 0.130 Uiso 1 1 calc R U . . .
H18C H 0.604358 0.671599 0.446898 0.130 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 N1 1.959(3) . ?
Al1 N2 1.831(3) . ?
Al1 C17 1.963(4) . ?
Al1 C18 1.967(4) . ?
N1 C1 1.351(5) . ?
N1 C5 1.338(4) . ?
N2 C6 1.474(4) . ?
N2 C9 1.438(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.362(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.358(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.363(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.386(5) . ?
C5 C6 1.520(5) . ?
C6 C7 1.544(6) . ?
C6 C8 1.545(6) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.409(6) . ?
C9 C14 1.390(5) . ?
C10 C11 1.385(6) . ?
C10 C15 1.504(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.335(7) . ?
C12 H12 0.9300 . ?
C12 C13 1.382(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.405(7) . ?
C14 C16 1.501(7) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Al1 C17 107.63(18) . . ?
N1 Al1 C18 108.1(2) . . ?
N2 Al1 N1 84.94(14) . . ?
N2 Al1 C17 118.5(2) . . ?
N2 Al1 C18 119.63(19) . . ?
C17 Al1 C18 112.8(2) . . ?
C1 N1 Al1 127.1(3) . . ?
C5 N1 Al1 113.4(3) . . ?
C5 N1 C1 119.5(4) . . ?
C6 N2 Al1 117.9(2) . . ?
C9 N2 Al1 125.2(2) . . ?
C9 N2 C6 116.9(3) . . ?
N1 C1 H1 118.8 . . ?
N1 C1 C2 122.4(5) . . ?
C2 C1 H1 118.8 . . ?
C1 C2 H2 121.0 . . ?
C3 C2 C1 118.1(5) . . ?
C3 C2 H2 121.0 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.5(5) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.7(5) . . ?
C5 C4 H4 120.2 . . ?
N1 C5 C4 119.8(4) . . ?
N1 C5 C6 116.8(4) . . ?
C4 C5 C6 123.4(4) . . ?
N2 C6 C5 106.9(3) . . ?
N2 C6 C7 113.5(4) . . ?
N2 C6 C8 112.7(3) . . ?
C5 C6 C7 108.3(4) . . ?
C5 C6 C8 107.1(4) . . ?
C7 C6 C8 108.1(4) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 N2 120.3(4) . . ?
C14 C9 N2 120.9(4) . . ?
C14 C9 C10 118.7(4) . . ?
C9 C10 C15 123.1(4) . . ?
C11 C10 C9 118.9(5) . . ?
C11 C10 C15 118.0(5) . . ?
C10 C11 H11 118.7 . . ?
C12 C11 C10 122.5(5) . . ?
C12 C11 H11 118.7 . . ?
C11 C12 H12 120.2 . . ?
C11 C12 C13 119.7(5) . . ?
C13 C12 H12 120.2 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.2(5) . . ?
C14 C13 H13 119.9 . . ?
C9 C14 C13 119.6(5) . . ?
C9 C14 C16 123.4(5) . . ?
C13 C14 C16 117.0(5) . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Al1 C17 H17A 109.5 . . ?
Al1 C17 H17B 109.5 . . ?
Al1 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Al1 C18 H18A 109.5 . . ?
Al1 C18 H18B 109.5 . . ?
Al1 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Al1 N1 C1 C2 178.5(4) . . . . ?
Al1 N1 C5 C4 -178.4(4) . . . . ?
Al1 N1 C5 C6 2.1(5) . . . . ?
Al1 N2 C6 C5 3.0(4) . . . . ?
Al1 N2 C6 C7 122.3(3) . . . . ?
Al1 N2 C6 C8 -114.4(3) . . . . ?
Al1 N2 C9 C10 87.4(4) . . . . ?
Al1 N2 C9 C14 -88.2(4) . . . . ?
N1 Al1 N2 C6 -1.7(3) . . . . ?
N1 Al1 N2 C9 178.7(3) . . . . ?
N1 C1 C2 C3 0.5(9) . . . . ?
N1 C5 C6 N2 -3.2(5) . . . . ?
N1 C5 C6 C7 -125.9(4) . . . . ?
N1 C5 C6 C8 117.8(4) . . . . ?
N2 C9 C10 C11 178.0(3) . . . . ?
N2 C9 C10 C15 -4.7(6) . . . . ?
N2 C9 C14 C13 -178.9(4) . . . . ?
N2 C9 C14 C16 3.8(6) . . . . ?
C1 N1 C5 C4 1.0(6) . . . . ?
C1 N1 C5 C6 -178.5(4) . . . . ?
C1 C2 C3 C4 -0.5(9) . . . . ?
C2 C3 C4 C5 0.7(10) . . . . ?
C3 C4 C5 N1 -0.9(8) . . . . ?
C3 C4 C5 C6 178.5(5) . . . . ?
C4 C5 C6 N2 177.4(4) . . . . ?
C4 C5 C6 C7 54.7(6) . . . . ?
C4 C5 C6 C8 -61.6(6) . . . . ?
C5 N1 C1 C2 -0.8(7) . . . . ?
C6 N2 C9 C10 -92.2(5) . . . . ?
C6 N2 C9 C14 92.2(4) . . . . ?
C9 N2 C6 C5 -177.3(3) . . . . ?
C9 N2 C6 C7 -58.0(5) . . . . ?
C9 N2 C6 C8 65.3(5) . . . . ?
C9 C10 C11 C12 2.3(7) . . . . ?
C10 C9 C14 C13 5.4(6) . . . . ?
C10 C9 C14 C16 -171.9(4) . . . . ?
C10 C11 C12 C13 2.8(8) . . . . ?
C11 C12 C13 C14 -3.7(8) . . . . ?
C12 C13 C14 C9 -0.4(7) . . . . ?
C12 C13 C14 C16 177.0(5) . . . . ?
C14 C9 C10 C11 -6.3(6) . . . . ?
C14 C9 C10 C15 171.0(4) . . . . ?
C15 C10 C11 C12 -175.2(5) . . . . ?
C17 Al1 N2 C6 -109.0(3) . . . . ?
C17 Al1 N2 C9 71.3(4) . . . . ?
C18 Al1 N2 C6 106.3(3) . . . . ?
C18 Al1 N2 C9 -73.4(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20211124f
_database_code_depnum_ccdc_archive 'CCDC 2175059'
loop_
_audit_author_name
_audit_author_address
'Jian Tang'
;Qingdao University of Science and Technology
China
;
_audit_update_record             
;
2022-05-26 deposited with the CCDC.	2023-01-19 downloaded from the CCDC.
;
_audit_creation_date             2022-03-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H33 Al N2'
_chemical_formula_sum            'C22 H33 Al N2'
_chemical_formula_weight         352.48
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_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                   8.6071(14)
_cell_length_b                   16.636(3)
_cell_length_c                   15.272(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.136(6)
_cell_angle_gamma                90
_cell_volume                     2186.3(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4247
_cell_measurement_temperature    300
_cell_measurement_theta_max      22.784
_cell_measurement_theta_min      2.664
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.976
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5302
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0968 before and 0.0738 after correction. The Ratio of minimum to maximum transmission is 0.7111. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.071
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_mounting_method   
'The title complex was mounted in a sealed capillary.'
_exptl_crystal_recrystallization_method 
'The crystals were growth by means of evaporation of a mixture of n-hexane and toluene at RT.'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1456
_diffrn_reflns_av_unetI/netI     0.0838
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            28010
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.665
_diffrn_ambient_temperature      300
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2035
_reflns_number_total             3801
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'Bruker D8 Venture diffractrometer'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.205
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       0.041(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3801
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1409
_refine_ls_R_factor_gt           0.0722
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0944P)²+0.6564P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1730
_refine_ls_wR_factor_ref         0.2165
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C15(H15), C18(H18)
1.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C11(H11), C12(H12), C13(H13)
1.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C),
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C22(H22A,H22B,
 H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.50091(13) 0.83095(6) 0.58743(8) 0.0553(4) Uani 1 1 d . . . . .
N1 N 0.7283(4) 0.83336(18) 0.5896(2) 0.0600(9) Uani 1 1 d . . . . .
N2 N 0.5218(3) 0.72163(16) 0.59446(19) 0.0473(8) Uani 1 1 d . . . . .
C1 C 0.8191(5) 0.8998(2) 0.5870(3) 0.0730(13) Uani 1 1 d . . . . .
H1 H 0.772388 0.950091 0.583655 0.088 Uiso 1 1 calc R U . . .
C2 C 0.9772(6) 0.8948(3) 0.5893(4) 0.0881(16) Uani 1 1 d . . . . .
H2 H 1.038338 0.940840 0.587233 0.106 Uiso 1 1 calc R U . . .
C3 C 1.0434(6) 0.8202(3) 0.5947(4) 0.0998(18) Uani 1 1 d . . . . .
H3 H 1.151039 0.815306 0.597850 0.120 Uiso 1 1 calc R U . . .
C4 C 0.9529(5) 0.7532(3) 0.5955(4) 0.0864(15) Uani 1 1 d . . . . .
H4 H 0.998904 0.702601 0.597191 0.104 Uiso 1 1 calc R U . . .
C5 C 0.7924(5) 0.7600(2) 0.5939(3) 0.0590(10) Uani 1 1 d . . . . .
C6 C 0.6828(4) 0.6887(2) 0.5965(3) 0.0548(10) Uani 1 1 d . . . . .
C7 C 0.7213(5) 0.6389(3) 0.6788(3) 0.0763(13) Uani 1 1 d . . . . .
H7A H 0.709368 0.671749 0.729922 0.114 Uiso 1 1 calc R U . . .
H7B H 0.826616 0.620064 0.676437 0.114 Uiso 1 1 calc R U . . .
H7C H 0.652150 0.593736 0.681577 0.114 Uiso 1 1 calc R U . . .
C8 C 0.7180(5) 0.6352(2) 0.5171(3) 0.0752(13) Uani 1 1 d . . . . .
H8A H 0.653427 0.588212 0.518271 0.113 Uiso 1 1 calc R U . . .
H8B H 0.825264 0.619493 0.519393 0.113 Uiso 1 1 calc R U . . .
H8C H 0.697156 0.664695 0.464091 0.113 Uiso 1 1 calc R U . . .
C9 C 0.3973(4) 0.6631(2) 0.5974(2) 0.0502(9) Uani 1 1 d . . . . .
C10 C 0.3306(5) 0.6316(2) 0.5194(3) 0.0564(10) Uani 1 1 d . . . . .
C11 C 0.2139(5) 0.5734(2) 0.5255(3) 0.0691(12) Uani 1 1 d . . . . .
H11 H 0.170154 0.552085 0.474458 0.083 Uiso 1 1 calc R U . . .
C12 C 0.1625(5) 0.5472(3) 0.6050(4) 0.0785(14) Uani 1 1 d . . . . .
H12 H 0.088042 0.506772 0.607449 0.094 Uiso 1 1 calc R U . . .
C13 C 0.2206(5) 0.5802(2) 0.6798(3) 0.0747(13) Uani 1 1 d . . . . .
H13 H 0.182187 0.563324 0.733247 0.090 Uiso 1 1 calc R U . . .
C14 C 0.3370(5) 0.6391(2) 0.6789(3) 0.0601(11) Uani 1 1 d . . . . .
C15 C 0.3705(6) 0.6607(2) 0.4291(3) 0.0745(13) Uani 1 1 d . . . . .
H15 H 0.456928 0.698778 0.434836 0.089 Uiso 1 1 calc R U . . .
C16 C 0.4209(8) 0.5921(3) 0.3674(3) 0.110(2) Uani 1 1 d . . . . .
H16A H 0.503011 0.561711 0.395115 0.165 Uiso 1 1 calc R U . . .
H16B H 0.456998 0.614519 0.313632 0.165 Uiso 1 1 calc R U . . .
H16C H 0.333898 0.557418 0.355346 0.165 Uiso 1 1 calc R U . . .
C17 C 0.2317(8) 0.7049(3) 0.3872(4) 0.123(2) Uani 1 1 d . . . . .
H17A H 0.148188 0.667651 0.376849 0.184 Uiso 1 1 calc R U . . .
H17B H 0.261980 0.728245 0.332634 0.184 Uiso 1 1 calc R U . . .
H17C H 0.197932 0.746614 0.425910 0.184 Uiso 1 1 calc R U . . .
C18 C 0.3853(6) 0.6764(3) 0.7654(3) 0.0816(14) Uani 1 1 d . . . . .
H18 H 0.473418 0.712339 0.755286 0.098 Uiso 1 1 calc R U . . .
C19 C 0.4362(8) 0.6129(4) 0.8338(4) 0.129(2) Uani 1 1 d . . . . .
H19A H 0.350229 0.578120 0.845896 0.193 Uiso 1 1 calc R U . . .
H19B H 0.469858 0.639245 0.886725 0.193 Uiso 1 1 calc R U . . .
H19C H 0.520270 0.581656 0.811164 0.193 Uiso 1 1 calc R U . . .
C20 C 0.2500(8) 0.7272(4) 0.8014(4) 0.138(3) Uani 1 1 d . . . . .
H20A H 0.220281 0.767407 0.759183 0.207 Uiso 1 1 calc R U . . .
H20B H 0.282922 0.752837 0.854960 0.207 Uiso 1 1 calc R U . . .
H20C H 0.162861 0.692899 0.812419 0.207 Uiso 1 1 calc R U . . .
C21 C 0.4389(6) 0.8956(2) 0.6891(3) 0.0866(16) Uani 1 1 d . . . . .
H21A H 0.327706 0.900275 0.689422 0.130 Uiso 1 1 calc R U . . .
H21B H 0.484242 0.948183 0.685385 0.130 Uiso 1 1 calc R U . . .
H21C H 0.474437 0.869862 0.742088 0.130 Uiso 1 1 calc R U . . .
C22 C 0.4299(6) 0.8815(3) 0.4776(3) 0.0878(15) Uani 1 1 d . . . . .
H22A H 0.452663 0.846791 0.429311 0.132 Uiso 1 1 calc R U . . .
H22B H 0.482549 0.931914 0.470329 0.132 Uiso 1 1 calc R U . . .
H22C H 0.319915 0.890649 0.479399 0.132 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 N1 1.957(3) . ?
Al1 N2 1.830(3) . ?
Al1 C21 1.972(4) . ?
Al1 C22 1.963(5) . ?
N1 C1 1.354(5) . ?
N1 C5 1.341(5) . ?
N2 C6 1.490(4) . ?
N2 C9 1.450(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.363(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.367(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.361(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.385(6) . ?
C5 C6 1.517(5) . ?
C6 C7 1.537(6) . ?
C6 C8 1.538(5) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.411(5) . ?
C9 C14 1.415(5) . ?
C10 C11 1.400(5) . ?
C10 C15 1.508(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.371(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.355(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.401(6) . ?
C14 C18 1.511(6) . ?
C15 H15 0.9800 . ?
C15 C16 1.546(6) . ?
C15 C17 1.532(7) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18 0.9800 . ?
C18 C19 1.544(7) . ?
C18 C20 1.548(7) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Al1 C21 105.20(18) . . ?
N1 Al1 C22 107.42(19) . . ?
N2 Al1 N1 85.56(13) . . ?
N2 Al1 C21 121.58(18) . . ?
N2 Al1 C22 120.29(17) . . ?
C22 Al1 C21 110.8(2) . . ?
C1 N1 Al1 126.4(3) . . ?
C5 N1 Al1 113.1(3) . . ?
C5 N1 C1 120.4(4) . . ?
C6 N2 Al1 117.2(2) . . ?
C9 N2 Al1 126.7(2) . . ?
C9 N2 C6 116.1(3) . . ?
N1 C1 H1 119.1 . . ?
N1 C1 C2 121.8(4) . . ?
C2 C1 H1 119.1 . . ?
C1 C2 H2 120.9 . . ?
C1 C2 C3 118.1(4) . . ?
C3 C2 H2 120.9 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.4(5) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.2(4) . . ?
C5 C4 H4 119.9 . . ?
N1 C5 C4 119.0(4) . . ?
N1 C5 C6 117.2(3) . . ?
C4 C5 C6 123.8(4) . . ?
N2 C6 C5 106.9(3) . . ?
N2 C6 C7 113.6(3) . . ?
N2 C6 C8 113.2(3) . . ?
C5 C6 C7 108.6(3) . . ?
C5 C6 C8 107.4(3) . . ?
C7 C6 C8 106.9(3) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 N2 120.7(3) . . ?
C10 C9 C14 119.2(3) . . ?
C14 C9 N2 120.0(3) . . ?
C9 C10 C15 123.9(4) . . ?
C11 C10 C9 118.7(4) . . ?
C11 C10 C15 117.3(4) . . ?
C10 C11 H11 119.2 . . ?
C12 C11 C10 121.6(4) . . ?
C12 C11 H11 119.2 . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.8(4) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 H13 119.1 . . ?
C12 C13 C14 121.8(4) . . ?
C14 C13 H13 119.1 . . ?
C9 C14 C18 123.6(4) . . ?
C13 C14 C9 118.7(4) . . ?
C13 C14 C18 117.6(4) . . ?
C10 C15 H15 108.1 . . ?
C10 C15 C16 113.1(4) . . ?
C10 C15 C17 110.2(4) . . ?
C16 C15 H15 108.1 . . ?
C17 C15 H15 108.1 . . ?
C17 C15 C16 109.1(4) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C14 C18 H18 108.3 . . ?
C14 C18 C19 112.3(4) . . ?
C14 C18 C20 109.8(5) . . ?
C19 C18 H18 108.3 . . ?
C19 C18 C20 109.8(5) . . ?
C20 C18 H18 108.3 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
Al1 C21 H21A 109.5 . . ?
Al1 C21 H21B 109.5 . . ?
Al1 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
Al1 C22 H22A 109.5 . . ?
Al1 C22 H22B 109.5 . . ?
Al1 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Al1 N1 C1 C2 179.7(4) . . . . ?
Al1 N1 C5 C4 179.8(3) . . . . ?
Al1 N1 C5 C6 0.0(5) . . . . ?
Al1 N2 C6 C5 1.3(4) . . . . ?
Al1 N2 C6 C7 121.0(3) . . . . ?
Al1 N2 C6 C8 -116.8(3) . . . . ?
Al1 N2 C9 C10 87.9(4) . . . . ?
Al1 N2 C9 C14 -89.6(4) . . . . ?
N1 Al1 N2 C6 -1.1(3) . . . . ?
N1 Al1 N2 C9 179.6(3) . . . . ?
N1 C1 C2 C3 -0.3(8) . . . . ?
N1 C5 C6 N2 -0.7(5) . . . . ?
N1 C5 C6 C7 -123.7(4) . . . . ?
N1 C5 C6 C8 121.1(4) . . . . ?
N2 C9 C10 C11 178.1(3) . . . . ?
N2 C9 C10 C15 -5.8(5) . . . . ?
N2 C9 C14 C13 -177.7(4) . . . . ?
N2 C9 C14 C18 5.5(6) . . . . ?
C1 N1 C5 C4 -0.1(6) . . . . ?
C1 N1 C5 C6 -180.0(4) . . . . ?
C1 C2 C3 C4 1.6(9) . . . . ?
C2 C3 C4 C5 -2.2(9) . . . . ?
C3 C4 C5 N1 1.4(7) . . . . ?
C3 C4 C5 C6 -178.7(5) . . . . ?
C4 C5 C6 N2 179.4(4) . . . . ?
C4 C5 C6 C7 56.5(5) . . . . ?
C4 C5 C6 C8 -58.8(5) . . . . ?
C5 N1 C1 C2 -0.4(7) . . . . ?
C6 N2 C9 C10 -91.4(4) . . . . ?
C6 N2 C9 C14 91.1(4) . . . . ?
C9 N2 C6 C5 -179.4(3) . . . . ?
C9 N2 C6 C7 -59.6(4) . . . . ?
C9 N2 C6 C8 62.6(4) . . . . ?
C9 C10 C11 C12 0.6(6) . . . . ?
C9 C10 C15 C16 126.4(4) . . . . ?
C9 C10 C15 C17 -111.2(4) . . . . ?
C9 C14 C18 C19 -127.9(5) . . . . ?
C9 C14 C18 C20 109.6(5) . . . . ?
C10 C9 C14 C13 4.8(6) . . . . ?
C10 C9 C14 C18 -172.0(4) . . . . ?
C10 C11 C12 C13 2.8(7) . . . . ?
C11 C10 C15 C16 -57.4(5) . . . . ?
C11 C10 C15 C17 64.9(5) . . . . ?
C11 C12 C13 C14 -2.4(7) . . . . ?
C12 C13 C14 C9 -1.4(7) . . . . ?
C12 C13 C14 C18 175.6(4) . . . . ?
C13 C14 C18 C19 55.2(6) . . . . ?
C13 C14 C18 C20 -67.3(5) . . . . ?
C14 C9 C10 C11 -4.4(5) . . . . ?
C14 C9 C10 C15 171.7(4) . . . . ?
C15 C10 C11 C12 -175.7(4) . . . . ?
C21 Al1 N2 C6 -106.2(3) . . . . ?
C21 Al1 N2 C9 74.5(4) . . . . ?
C22 Al1 N2 C6 106.5(3) . . . . ?
C22 Al1 N2 C9 -72.8(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_211215g
_database_code_depnum_ccdc_archive 'CCDC 2175061'
loop_
_audit_author_name
_audit_author_address
'Jian Tang'
;Qingdao University of Science and Technology
China
;
_audit_update_record             
;
2022-05-26 deposited with the CCDC.	2023-01-19 downloaded from the CCDC.
;
_audit_creation_date             2022-04-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H16 Al F5 N2'
_chemical_formula_sum            'C16 H16 Al F5 N2'
_chemical_formula_weight         358.29
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_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                   14.4175(13)
_cell_length_b                   8.7391(8)
_cell_length_c                   14.9864(13)
_cell_angle_alpha                90
_cell_angle_beta                 110.1920(10)
_cell_angle_gamma                90
_cell_volume                     1772.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5370
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      24.134
_cell_measurement_theta_min      2.422
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.968
_exptl_absorpt_coefficient_mu    0.162
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5651
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0914 before and 0.0519 after correction. The Ratio of minimum to maximum transmission is 0.7579. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0310
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            20204
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.505
_diffrn_reflns_theta_min         1.690
_diffrn_ambient_temperature      298.15
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2570
_reflns_number_total             4069
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'Bruker SMART APEX II diffractrometer'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         4069
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0835
_refine_ls_R_factor_gt           0.0518
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0716P)²+0.3694P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1396
_refine_ls_wR_factor_ref         0.1584
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4)
1.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.46884(5) 0.24014(7) 0.61489(5) 0.0630(2) Uani 1 1 d . . . . .
F1 F 0.41399(12) 0.19465(19) 0.84182(11) 0.0967(5) Uani 1 1 d . . . . .
F2 F 0.52816(16) 0.2348(3) 1.02260(12) 0.1374(8) Uani 1 1 d . . . . .
F3 F 0.66834(15) 0.4547(3) 1.06978(13) 0.1609(10) Uani 1 1 d . . . . .
F4 F 0.69197(16) 0.6355(3) 0.93298(19) 0.1656(10) Uani 1 1 d . . . . .
F5 F 0.57747(12) 0.5987(2) 0.75071(14) 0.1105(6) Uani 1 1 d . . . . .
N1 N 0.34828(14) 0.3152(2) 0.51560(12) 0.0678(5) Uani 1 1 d . . . . .
N2 N 0.43141(12) 0.37194(19) 0.69199(11) 0.0552(4) Uani 1 1 d . . . . .
C1 C 0.3173(2) 0.2771(3) 0.42197(18) 0.0889(8) Uani 1 1 d . . . . .
H1 H 0.353393 0.206762 0.400751 0.107 Uiso 1 1 calc R U . . .
C2 C 0.2338(3) 0.3405(4) 0.3584(2) 0.1048(11) Uani 1 1 d . . . . .
H2 H 0.213589 0.314157 0.294407 0.126 Uiso 1 1 calc R U . . .
C3 C 0.1804(2) 0.4427(4) 0.3898(2) 0.1033(10) Uani 1 1 d . . . . .
H3 H 0.123349 0.486390 0.347365 0.124 Uiso 1 1 calc R U . . .
C4 C 0.21127(18) 0.4806(3) 0.48438(19) 0.0841(7) Uani 1 1 d . . . . .
H4 H 0.175003 0.549662 0.506360 0.101 Uiso 1 1 calc R U . . .
C5 C 0.29654(16) 0.4160(3) 0.54704(15) 0.0621(5) Uani 1 1 d . . . . .
C6 C 0.33623(15) 0.4536(2) 0.65242(15) 0.0597(5) Uani 1 1 d . . . . .
C7 C 0.26055(17) 0.3975(3) 0.69698(17) 0.0780(7) Uani 1 1 d . . . . .
H7A H 0.253993 0.288383 0.690677 0.117 Uiso 1 1 calc R U . . .
H7B H 0.197690 0.444689 0.664889 0.117 Uiso 1 1 calc R U . . .
H7C H 0.282871 0.424644 0.763107 0.117 Uiso 1 1 calc R U . . .
C8 C 0.3491(2) 0.6276(3) 0.66443(19) 0.0808(7) Uani 1 1 d . . . . .
H8A H 0.373286 0.652681 0.730886 0.121 Uiso 1 1 calc R U . . .
H8B H 0.286593 0.676936 0.634163 0.121 Uiso 1 1 calc R U . . .
H8C H 0.395514 0.662124 0.635752 0.121 Uiso 1 1 calc R U . . .
C9 C 0.48796(15) 0.3980(2) 0.78745(15) 0.0588(5) Uani 1 1 d . . . . .
C10 C 0.48013(17) 0.3070(3) 0.86138(16) 0.0695(6) Uani 1 1 d . . . . .
C11 C 0.5397(2) 0.3266(4) 0.95515(19) 0.0913(9) Uani 1 1 d . . . . .
C12 C 0.6099(2) 0.4352(5) 0.9788(2) 0.1036(11) Uani 1 1 d . . . . .
C13 C 0.6224(2) 0.5273(4) 0.9106(3) 0.0997(10) Uani 1 1 d . . . . .
C14 C 0.56199(18) 0.5082(3) 0.81572(19) 0.0767(7) Uani 1 1 d . . . . .
C15 C 0.4554(3) 0.0207(3) 0.6342(2) 0.1057(10) Uani 1 1 d . . . . .
H15A H 0.515001 -0.016847 0.680947 0.158 Uiso 1 1 calc R U . . .
H15B H 0.443806 -0.032505 0.575289 0.158 Uiso 1 1 calc R U . . .
H15C H 0.400801 0.003992 0.655781 0.158 Uiso 1 1 calc R U . . .
C16 C 0.5844(2) 0.3018(4) 0.5841(2) 0.0992(9) Uani 1 1 d . . . . .
H16A H 0.580863 0.409434 0.570546 0.149 Uiso 1 1 calc R U . . .
H16B H 0.585869 0.245898 0.529456 0.149 Uiso 1 1 calc R U . . .
H16C H 0.643265 0.280369 0.637131 0.149 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 N1 1.970(2) . ?
Al1 N2 1.8394(16) . ?
Al1 C15 1.959(3) . ?
Al1 C16 1.952(3) . ?
F1 C10 1.329(3) . ?
F2 C11 1.346(4) . ?
F3 C12 1.344(3) . ?
F4 C13 1.335(3) . ?
F5 C14 1.332(3) . ?
N1 C1 1.359(3) . ?
N1 C5 1.340(3) . ?
N2 C6 1.477(3) . ?
N2 C9 1.399(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.368(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.365(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.371(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.384(3) . ?
C5 C6 1.519(3) . ?
C6 C7 1.543(3) . ?
C6 C8 1.535(3) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.399(3) . ?
C9 C14 1.391(3) . ?
C10 C11 1.382(4) . ?
C11 C12 1.342(5) . ?
C12 C13 1.360(5) . ?
C13 C14 1.398(4) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Al1 N1 83.81(8) . . ?
N2 Al1 C15 117.05(11) . . ?
N2 Al1 C16 115.79(11) . . ?
C15 Al1 N1 109.34(12) . . ?
C16 Al1 N1 109.39(11) . . ?
C16 Al1 C15 116.18(15) . . ?
C1 N1 Al1 126.0(2) . . ?
C5 N1 Al1 113.97(14) . . ?
C5 N1 C1 120.0(2) . . ?
C6 N2 Al1 118.93(13) . . ?
C9 N2 Al1 123.39(13) . . ?
C9 N2 C6 117.68(15) . . ?
N1 C1 H1 119.4 . . ?
N1 C1 C2 121.1(3) . . ?
C2 C1 H1 119.4 . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.4(3) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.6(3) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.9(3) . . ?
C5 C4 H4 120.1 . . ?
N1 C5 C4 120.1(2) . . ?
N1 C5 C6 116.89(19) . . ?
C4 C5 C6 123.0(2) . . ?
N2 C6 C5 106.09(16) . . ?
N2 C6 C7 111.76(18) . . ?
N2 C6 C8 111.93(18) . . ?
C5 C6 C7 108.21(18) . . ?
C5 C6 C8 108.87(19) . . ?
C8 C6 C7 109.81(19) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 C10 122.65(19) . . ?
C14 C9 N2 122.6(2) . . ?
C14 C9 C10 114.5(2) . . ?
F1 C10 C9 119.5(2) . . ?
F1 C10 C11 117.6(2) . . ?
C11 C10 C9 122.9(3) . . ?
F2 C11 C10 119.7(3) . . ?
C12 C11 F2 120.1(3) . . ?
C12 C11 C10 120.2(3) . . ?
F3 C12 C13 119.2(4) . . ?
C11 C12 F3 120.6(4) . . ?
C11 C12 C13 120.2(3) . . ?
F4 C13 C12 120.9(3) . . ?
F4 C13 C14 119.4(4) . . ?
C12 C13 C14 119.7(3) . . ?
F5 C14 C9 119.5(2) . . ?
F5 C14 C13 118.0(3) . . ?
C9 C14 C13 122.4(3) . . ?
Al1 C15 H15A 109.5 . . ?
Al1 C15 H15B 109.5 . . ?
Al1 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Al1 C16 H16A 109.5 . . ?
Al1 C16 H16B 109.5 . . ?
Al1 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Al1 N1 C1 C2 -177.7(2) . . . . ?
Al1 N1 C5 C4 178.57(17) . . . . ?
Al1 N1 C5 C6 -1.3(2) . . . . ?
Al1 N2 C6 C5 -6.2(2) . . . . ?
Al1 N2 C6 C7 111.54(18) . . . . ?
Al1 N2 C6 C8 -124.81(17) . . . . ?
Al1 N2 C9 C10 -87.2(2) . . . . ?
Al1 N2 C9 C14 87.4(2) . . . . ?
F1 C10 C11 F2 -1.0(3) . . . . ?
F1 C10 C11 C12 178.0(2) . . . . ?
F2 C11 C12 F3 -0.8(4) . . . . ?
F2 C11 C12 C13 179.4(3) . . . . ?
F3 C12 C13 F4 0.4(4) . . . . ?
F3 C12 C13 C14 180.0(2) . . . . ?
F4 C13 C14 F5 0.7(4) . . . . ?
F4 C13 C14 C9 -179.9(2) . . . . ?
N1 Al1 N2 C6 4.73(14) . . . . ?
N1 Al1 N2 C9 -176.20(17) . . . . ?
N1 C1 C2 C3 -0.6(4) . . . . ?
N1 C5 C6 N2 4.5(2) . . . . ?
N1 C5 C6 C7 -115.5(2) . . . . ?
N1 C5 C6 C8 125.2(2) . . . . ?
N2 C9 C10 F1 -2.7(3) . . . . ?
N2 C9 C10 C11 176.2(2) . . . . ?
N2 C9 C14 F5 3.4(3) . . . . ?
N2 C9 C14 C13 -175.9(2) . . . . ?
C1 N1 C5 C4 0.3(3) . . . . ?
C1 N1 C5 C6 -179.59(19) . . . . ?
C1 C2 C3 C4 0.2(5) . . . . ?
C2 C3 C4 C5 0.4(4) . . . . ?
C3 C4 C5 N1 -0.7(4) . . . . ?
C3 C4 C5 C6 179.2(2) . . . . ?
C4 C5 C6 N2 -175.37(19) . . . . ?
C4 C5 C6 C7 64.6(3) . . . . ?
C4 C5 C6 C8 -54.7(3) . . . . ?
C5 N1 C1 C2 0.3(4) . . . . ?
C6 N2 C9 C10 91.8(2) . . . . ?
C6 N2 C9 C14 -93.6(2) . . . . ?
C9 N2 C6 C5 174.69(17) . . . . ?
C9 N2 C6 C7 -67.6(2) . . . . ?
C9 N2 C6 C8 56.1(2) . . . . ?
C9 C10 C11 F2 -179.9(2) . . . . ?
C9 C10 C11 C12 -0.9(4) . . . . ?
C10 C9 C14 F5 178.4(2) . . . . ?
C10 C9 C14 C13 -0.9(3) . . . . ?
C10 C11 C12 F3 -179.8(2) . . . . ?
C10 C11 C12 C13 0.4(4) . . . . ?
C11 C12 C13 F4 -179.8(2) . . . . ?
C11 C12 C13 C14 -0.2(4) . . . . ?
C12 C13 C14 F5 -178.9(3) . . . . ?
C12 C13 C14 C9 0.5(4) . . . . ?
C14 C9 C10 F1 -177.7(2) . . . . ?
C14 C9 C10 C11 1.2(3) . . . . ?
C15 Al1 N2 C6 -103.85(18) . . . . ?
C15 Al1 N2 C9 75.2(2) . . . . ?
C16 Al1 N2 C6 113.30(17) . . . . ?
C16 Al1 N2 C9 -67.6(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20211124g
_database_code_depnum_ccdc_archive 'CCDC 2175058'
loop_
_audit_author_name
_audit_author_address
'Jian Tang'
;Qingdao University of Science and Technology
China
;
_audit_update_record             
;
2022-05-26 deposited with the CCDC.	2023-01-19 downloaded from the CCDC.
;
_audit_creation_date             2022-03-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H27 Al N2'
_chemical_formula_sum            'C19 H27 Al N2'
_chemical_formula_weight         310.40
_chemical_absolute_configuration unk
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.0744(4)
_cell_length_b                   12.6305(8)
_cell_length_c                   18.8429(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1921.67(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9876
_cell_measurement_temperature    300.00
_cell_measurement_theta_max      26.227
_cell_measurement_theta_min      2.697
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.976
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6183
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0881 before and 0.0602 after correction. The Ratio of minimum to maximum transmission is 0.8293. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.073
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0837
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            64951
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.826
_diffrn_reflns_theta_min         2.697
_diffrn_ambient_temperature      300.00
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.749
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.959
_reflns_number_gt                3569
_reflns_number_total             4863
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'Bruker D8 Venture diffractrometer'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Flack x determined using 1238 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     206
_refine_ls_number_reflns         4863
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0853
_refine_ls_R_factor_gt           0.0504
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0651P)²+0.3546P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1168
_refine_ls_wR_factor_ref         0.1332
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C11(H11), C13(H13)
1.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C),
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.54423(12) 0.71596(7) 0.25757(5) 0.0487(3) Uani 1 1 d . . . . .
N1 N 0.4049(3) 0.8305(2) 0.29891(13) 0.0456(6) Uani 1 1 d . . . . .
N2 N 0.6203(3) 0.69943(19) 0.34937(12) 0.0420(5) Uani 1 1 d . . . . .
C1 C 0.2760(4) 0.8805(3) 0.26809(19) 0.0544(8) Uani 1 1 d . . . . .
H1 H 0.253314 0.867581 0.220480 0.065 Uiso 1 1 calc R U . . .
C2 C 0.1772(5) 0.9499(3) 0.3050(2) 0.0614(9) Uani 1 1 d . . . . .
H2 H 0.087778 0.982672 0.283004 0.074 Uiso 1 1 calc R U . . .
C3 C 0.2131(5) 0.9698(3) 0.3750(2) 0.0634(10) Uani 1 1 d . . . . .
H3 H 0.147473 1.016346 0.400953 0.076 Uiso 1 1 calc R U . . .
C4 C 0.3470(4) 0.9207(3) 0.40696(18) 0.0525(8) Uani 1 1 d . . . . .
H4 H 0.372676 0.934683 0.454151 0.063 Uiso 1 1 calc R U . . .
C5 C 0.4431(4) 0.8500(2) 0.36760(14) 0.0409(6) Uani 1 1 d . . . . .
C6 C 0.5979(4) 0.7937(2) 0.39581(15) 0.0437(6) Uani 1 1 d . . . . .
C7 C 0.5800(5) 0.7672(3) 0.47424(16) 0.0556(8) Uani 1 1 d . . . . .
H7A H 0.479905 0.727673 0.481544 0.083 Uiso 1 1 calc R U . . .
H7B H 0.575658 0.831547 0.501296 0.083 Uiso 1 1 calc R U . . .
H7C H 0.673181 0.725717 0.489335 0.083 Uiso 1 1 calc R U . . .
C8 C 0.7421(4) 0.8740(3) 0.3882(2) 0.0595(9) Uani 1 1 d . . . . .
H8A H 0.842104 0.843164 0.406387 0.089 Uiso 1 1 calc R U . . .
H8B H 0.716472 0.937017 0.414504 0.089 Uiso 1 1 calc R U . . .
H8C H 0.756820 0.891543 0.339047 0.089 Uiso 1 1 calc R U . . .
C9 C 0.6947(3) 0.6059(2) 0.37717(15) 0.0377(6) Uani 1 1 d . . . . .
C10 C 0.8655(4) 0.5853(2) 0.36935(16) 0.0435(7) Uani 1 1 d . . . . .
C11 C 0.9326(4) 0.4915(3) 0.39536(19) 0.0558(8) Uani 1 1 d . . . . .
H11 H 1.045479 0.479539 0.389822 0.067 Uiso 1 1 calc R U . . .
C12 C 0.8380(5) 0.4151(3) 0.42914(18) 0.0566(8) Uani 1 1 d . . . . .
C13 C 0.6698(4) 0.4337(3) 0.43450(17) 0.0506(8) Uani 1 1 d . . . . .
H13 H 0.603107 0.382734 0.455762 0.061 Uiso 1 1 calc R U . . .
C14 C 0.5962(4) 0.5267(2) 0.40902(16) 0.0425(6) Uani 1 1 d . . . . .
C15 C 0.9793(4) 0.6628(3) 0.3318(2) 0.0620(9) Uani 1 1 d . . . . .
H15A H 0.917233 0.702018 0.297210 0.093 Uiso 1 1 calc R U . . .
H15B H 1.066666 0.624610 0.308575 0.093 Uiso 1 1 calc R U . . .
H15C H 1.026029 0.710779 0.365867 0.093 Uiso 1 1 calc R U . . .
C16 C 0.9133(7) 0.3136(4) 0.4573(3) 0.0986(16) Uani 1 1 d . . . . .
H16A H 0.975255 0.279626 0.420250 0.148 Uiso 1 1 calc R U . . .
H16B H 0.826796 0.267268 0.473222 0.148 Uiso 1 1 calc R U . . .
H16C H 0.985746 0.329731 0.496234 0.148 Uiso 1 1 calc R U . . .
C17 C 0.4110(4) 0.5381(3) 0.4149(2) 0.0637(10) Uani 1 1 d . . . . .
H17A H 0.379512 0.608940 0.402375 0.096 Uiso 1 1 calc R U . . .
H17B H 0.377230 0.523681 0.462828 0.096 Uiso 1 1 calc R U . . .
H17C H 0.358164 0.488870 0.383389 0.096 Uiso 1 1 calc R U . . .
C18 C 0.3958(5) 0.6082(4) 0.2175(2) 0.0765(12) Uani 1 1 d . . . . .
H18A H 0.459921 0.556203 0.192457 0.115 Uiso 1 1 calc R U . . .
H18B H 0.319404 0.641190 0.185326 0.115 Uiso 1 1 calc R U . . .
H18C H 0.335433 0.574421 0.255122 0.115 Uiso 1 1 calc R U . . .
C19 C 0.6951(6) 0.7775(4) 0.1862(2) 0.0808(12) Uani 1 1 d . . . . .
H19A H 0.746706 0.839726 0.205402 0.121 Uiso 1 1 calc R U . . .
H19B H 0.633363 0.796137 0.144500 0.121 Uiso 1 1 calc R U . . .
H19C H 0.778729 0.726624 0.174004 0.121 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 N1 1.991(3) . ?
Al1 N2 1.848(2) . ?
Al1 C18 1.965(4) . ?
Al1 C19 1.974(4) . ?
N1 C1 1.349(4) . ?
N1 C5 1.353(4) . ?
N2 C6 1.488(4) . ?
N2 C9 1.425(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.374(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.375(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.384(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.396(4) . ?
C5 C6 1.534(4) . ?
C6 C7 1.522(4) . ?
C6 C8 1.551(4) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.411(4) . ?
C9 C14 1.412(4) . ?
C10 C11 1.392(4) . ?
C10 C15 1.517(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.385(5) . ?
C12 C13 1.382(5) . ?
C12 C16 1.515(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.401(4) . ?
C14 C17 1.506(5) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Al1 N1 84.48(11) . . ?
N2 Al1 C18 118.97(17) . . ?
N2 Al1 C19 118.49(17) . . ?
C18 Al1 N1 108.00(15) . . ?
C18 Al1 C19 112.8(2) . . ?
C19 Al1 N1 109.21(15) . . ?
C1 N1 Al1 127.4(2) . . ?
C1 N1 C5 120.1(3) . . ?
C5 N1 Al1 112.2(2) . . ?
C6 N2 Al1 114.80(18) . . ?
C9 N2 Al1 125.32(19) . . ?
C9 N2 C6 119.9(2) . . ?
N1 C1 H1 119.0 . . ?
N1 C1 C2 121.9(3) . . ?
C2 C1 H1 119.0 . . ?
C1 C2 H2 120.6 . . ?
C1 C2 C3 118.7(3) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0(3) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.3(3) . . ?
C5 C4 H4 120.3 . . ?
N1 C5 C4 119.9(3) . . ?
N1 C5 C6 115.6(3) . . ?
C4 C5 C6 124.5(3) . . ?
N2 C6 C5 105.5(2) . . ?
N2 C6 C7 114.0(2) . . ?
N2 C6 C8 112.2(2) . . ?
C5 C6 C8 106.0(2) . . ?
C7 C6 C5 111.2(2) . . ?
C7 C6 C8 107.7(3) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 N2 121.8(3) . . ?
C10 C9 C14 117.7(3) . . ?
C14 C9 N2 120.4(2) . . ?
C9 C10 C15 121.4(3) . . ?
C11 C10 C9 120.0(3) . . ?
C11 C10 C15 118.6(3) . . ?
C10 C11 H11 118.6 . . ?
C12 C11 C10 122.7(3) . . ?
C12 C11 H11 118.6 . . ?
C11 C12 C16 121.9(4) . . ?
C13 C12 C11 117.2(3) . . ?
C13 C12 C16 120.9(4) . . ?
C12 C13 H13 118.9 . . ?
C12 C13 C14 122.3(3) . . ?
C14 C13 H13 118.9 . . ?
C9 C14 C17 121.6(3) . . ?
C13 C14 C9 120.0(3) . . ?
C13 C14 C17 118.4(3) . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Al1 C18 H18A 109.5 . . ?
Al1 C18 H18B 109.5 . . ?
Al1 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
Al1 C19 H19A 109.5 . . ?
Al1 C19 H19B 109.5 . . ?
Al1 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Al1 N1 C1 C2 172.3(3) . . . . ?
Al1 N1 C5 C4 -173.8(2) . . . . ?
Al1 N1 C5 C6 8.5(3) . . . . ?
Al1 N2 C6 C5 29.7(3) . . . . ?
Al1 N2 C6 C7 151.9(2) . . . . ?
Al1 N2 C6 C8 -85.3(3) . . . . ?
Al1 N2 C9 C10 85.4(3) . . . . ?
Al1 N2 C9 C14 -89.8(3) . . . . ?
N1 Al1 N2 C6 -21.7(2) . . . . ?
N1 Al1 N2 C9 157.8(2) . . . . ?
N1 C1 C2 C3 1.1(6) . . . . ?
N1 C5 C6 N2 -23.7(3) . . . . ?
N1 C5 C6 C7 -147.7(3) . . . . ?
N1 C5 C6 C8 95.5(3) . . . . ?
N2 C9 C10 C11 -178.0(3) . . . . ?
N2 C9 C10 C15 0.9(4) . . . . ?
N2 C9 C14 C13 178.3(3) . . . . ?
N2 C9 C14 C17 -0.2(4) . . . . ?
C1 N1 C5 C4 1.1(4) . . . . ?
C1 N1 C5 C6 -176.6(3) . . . . ?
C1 C2 C3 C4 0.2(6) . . . . ?
C2 C3 C4 C5 -0.8(5) . . . . ?
C3 C4 C5 N1 0.2(5) . . . . ?
C3 C4 C5 C6 177.7(3) . . . . ?
C4 C5 C6 N2 158.7(3) . . . . ?
C4 C5 C6 C7 34.7(4) . . . . ?
C4 C5 C6 C8 -82.1(4) . . . . ?
C5 N1 C1 C2 -1.7(5) . . . . ?
C6 N2 C9 C10 -95.1(3) . . . . ?
C6 N2 C9 C14 89.7(3) . . . . ?
C9 N2 C6 C5 -149.9(2) . . . . ?
C9 N2 C6 C7 -27.6(4) . . . . ?
C9 N2 C6 C8 95.1(3) . . . . ?
C9 C10 C11 C12 0.2(5) . . . . ?
C10 C9 C14 C13 2.9(4) . . . . ?
C10 C9 C14 C17 -175.6(3) . . . . ?
C10 C11 C12 C13 2.0(5) . . . . ?
C10 C11 C12 C16 -179.8(4) . . . . ?
C11 C12 C13 C14 -1.8(5) . . . . ?
C12 C13 C14 C9 -0.7(5) . . . . ?
C12 C13 C14 C17 177.8(3) . . . . ?
C14 C9 C10 C11 -2.7(4) . . . . ?
C14 C9 C10 C15 176.3(3) . . . . ?
C15 C10 C11 C12 -178.7(3) . . . . ?
C16 C12 C13 C14 180.0(4) . . . . ?
C18 Al1 N2 C6 -129.3(2) . . . . ?
C18 Al1 N2 C9 50.3(3) . . . . ?
C19 Al1 N2 C6 87.2(2) . . . . ?
C19 Al1 N2 C9 -93.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_211209e
_database_code_depnum_ccdc_archive 'CCDC 2175060'
loop_
_audit_author_name
_audit_author_address
'Jian Tang'
;Qingdao University of Science and Technology
China
;
_audit_update_record             
;
2022-05-26 deposited with the CCDC.	2023-01-19 downloaded from the CCDC.
;
_audit_creation_date             2022-03-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H19 Al F6 N2'
_chemical_formula_sum            'C18 H19 Al F6 N2'
_chemical_formula_weight         404.33
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 '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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.5573(6)
_cell_length_b                   8.8128(6)
_cell_length_c                   13.3517(9)
_cell_angle_alpha                87.3090(10)
_cell_angle_beta                 77.9280(10)
_cell_angle_gamma                89.4530(10)
_cell_volume                     983.55(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4201
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      25.796
_cell_measurement_theta_min      2.313
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.162
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.5370
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0710 before and 0.0429 after correction.
The Ratio of minimum to maximum transmission is 0.7200.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             416
_exptl_crystal_mounting_method   
'The title complex was mounted in a sealed capillary.'
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_unetI/netI     0.0348
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.920
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11894
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.920
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.725
_diffrn_reflns_theta_min         1.561
_diffrn_ambient_temperature      298.15
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3166
_reflns_number_total             4690
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'Bruker SMART APEX II diffractrometer'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.197
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         4690
_refine_ls_number_restraints     186
_refine_ls_R_factor_all          0.0801
_refine_ls_R_factor_gt           0.0503
_refine_ls_restrained_S_all      1.119
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0677P)²+0.1359P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1280
_refine_ls_wR_factor_ref         0.1431
_refine_special_details          ?
_olex2_refinement_description    
;
1. Restrained distances
 F2-C15 \\sim F1A-C15 \\sim F1-C15 \\sim F3A-C15 \\sim F3-C15 \\sim F2A-C15
 with sigma of 0.02
 F5A-C16 \\sim F5-C16 \\sim F6A-C16 \\sim F6-C16 \\sim F4A-C16 \\sim F4-C16
 with sigma of 0.02
 F5A-F4A \\sim F6A-F5A \\sim F6A-F4A
 with sigma of 0.02
 F6-F4 \\sim F5-F4 \\sim F6-F5
 with sigma of 0.02
 F3-F2 \\sim F2-F1 \\sim F3-F1
 with sigma of 0.02
 F3A-F2A \\sim F2A-F1A \\sim F3A-F1A
 with sigma of 0.02
2. Uiso/Uaniso restraints and constraints
F5 \\sim F6 \\sim F6A \\sim F4 \\sim F5A \\sim F4A: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
F1 \\sim F2 \\sim F3 \\sim F3A \\sim F2A \\sim F1A: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
3. Rigid body (RIGU) restrains
 F2, C15, F1, F3
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C16, F5, F4, F6
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 F3A, C15, F2A, F1A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C16, F5A, F4A, F6A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
4. Others
 Sof(F3A)=Sof(F1A)=Sof(F2A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=FVAR(1)
 Sof(F5A)=Sof(F6A)=Sof(F4A)=1-FVAR(2)
 Sof(F4)=Sof(F5)=Sof(F6)=FVAR(2)
5.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C10(H10), C12(H12), C14(H14)
5.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.34317(6) 0.71298(6) 0.87701(4) 0.05095(18) Uani 1 1 d . . . . .
F1 F 0.2367(14) 0.4061(10) 0.4223(6) 0.125(3) Uani 0.603(19) 1 d D U P A 1
F2 F 0.0856(9) 0.2643(14) 0.5296(8) 0.129(3) Uani 0.603(19) 1 d D U P A 1
F3 F 0.3018(13) 0.1791(10) 0.4522(9) 0.134(2) Uani 0.603(19) 1 d D U P A 1
F4 F 0.6888(9) 0.1248(9) 0.6647(4) 0.146(2) Uani 0.642(9) 1 d D U P B 1
F5 F 0.7499(5) 0.3205(5) 0.7321(6) 0.1171(16) Uani 0.642(9) 1 d D U P B 1
F6 F 0.5796(9) 0.1751(8) 0.8178(4) 0.129(2) Uani 0.642(9) 1 d D U P B 1
N1 N 0.22744(17) 0.90398(16) 0.87153(12) 0.0529(4) Uani 1 1 d . . . . .
N2 N 0.27857(17) 0.67539(17) 0.75517(11) 0.0529(4) Uani 1 1 d . . . . .
C1 C 0.2233(2) 1.0187(2) 0.93608(17) 0.0667(5) Uani 1 1 d . . . . .
H1 H 0.273113 1.005507 0.991489 0.080 Uiso 1 1 calc R U . . .
C2 C 0.1484(3) 1.1530(2) 0.9222(2) 0.0788(7) Uani 1 1 d . . . . .
H2 H 0.147685 1.230974 0.966897 0.095 Uiso 1 1 calc R U . . .
C3 C 0.0741(3) 1.1701(3) 0.8409(2) 0.0874(7) Uani 1 1 d . . . . .
H3 H 0.022016 1.260577 0.829987 0.105 Uiso 1 1 calc R U . . .
C4 C 0.0764(3) 1.0548(3) 0.77595(19) 0.0797(7) Uani 1 1 d . . . . .
H4 H 0.025025 1.066107 0.721175 0.096 Uiso 1 1 calc R U . . .
C5 C 0.1562(2) 0.9198(2) 0.79199(14) 0.0550(4) Uani 1 1 d . . . . .
C6 C 0.1645(2) 0.7850(2) 0.72323(14) 0.0551(4) Uani 1 1 d . . . . .
C7 C 0.2235(3) 0.8456(3) 0.61213(16) 0.0757(6) Uani 1 1 d . . . . .
H7A H 0.322021 0.899642 0.606620 0.114 Uiso 1 1 calc R U . . .
H7B H 0.144812 0.912941 0.592901 0.114 Uiso 1 1 calc R U . . .
H7C H 0.240495 0.762138 0.567415 0.114 Uiso 1 1 calc R U . . .
C8 C -0.0064(2) 0.7209(3) 0.74303(18) 0.0767(6) Uani 1 1 d . . . . .
H8A H -0.008207 0.633886 0.702652 0.115 Uiso 1 1 calc R U . . .
H8B H -0.077280 0.797247 0.724407 0.115 Uiso 1 1 calc R U . . .
H8C H -0.040427 0.691620 0.814400 0.115 Uiso 1 1 calc R U . . .
C9 C 0.3199(2) 0.5442(2) 0.70429(13) 0.0525(4) Uani 1 1 d . . . . .
C10 C 0.2550(2) 0.4888(2) 0.62425(14) 0.0610(5) Uani 1 1 d . . . . .
H10 H 0.174014 0.543331 0.602057 0.073 Uiso 1 1 calc R U . . .
C11 C 0.3086(3) 0.3558(2) 0.57807(14) 0.0639(5) Uani 1 1 d . . . . .
C12 C 0.4273(3) 0.2689(2) 0.60792(15) 0.0684(6) Uani 1 1 d . . . . .
H12 H 0.462885 0.179807 0.575861 0.082 Uiso 1 1 calc R U . . .
C13 C 0.4914(3) 0.3192(2) 0.68726(15) 0.0621(5) Uani 1 1 d . . . . .
C14 C 0.4400(2) 0.4524(2) 0.73367(15) 0.0601(5) Uani 1 1 d . . . . .
H14 H 0.486489 0.482890 0.786496 0.072 Uiso 1 1 calc R U . . .
C15 C 0.2331(3) 0.3056(3) 0.49447(19) 0.0830(7) Uani 1 1 d D . . . .
C16 C 0.6210(4) 0.2308(3) 0.7223(2) 0.0864(7) Uani 1 1 d D . . . .
C17 C 0.5652(3) 0.7668(3) 0.8717(2) 0.0844(7) Uani 1 1 d . . . . .
H17A H 0.606646 0.823866 0.808915 0.127 Uiso 1 1 calc R U . . .
H17B H 0.627064 0.675980 0.874905 0.127 Uiso 1 1 calc R U . . .
H17C H 0.571158 0.827217 0.928835 0.127 Uiso 1 1 calc R U . . .
C18 C 0.2386(3) 0.5823(3) 0.99294(17) 0.0795(6) Uani 1 1 d . . . . .
H18A H 0.251163 0.624814 1.055666 0.119 Uiso 1 1 calc R U . . .
H18B H 0.286082 0.483074 0.987757 0.119 Uiso 1 1 calc R U . . .
H18C H 0.126868 0.574537 0.992521 0.119 Uiso 1 1 calc R U . . .
F3A F 0.3317(13) 0.246(2) 0.4191(9) 0.128(3) Uani 0.397(19) 1 d D U P A 2
F1A F 0.162(2) 0.4185(12) 0.4482(12) 0.128(4) Uani 0.397(19) 1 d D U P A 2
F2A F 0.1152(18) 0.2112(17) 0.5241(12) 0.117(4) Uani 0.397(19) 1 d D U P A 2
F5A F 0.7506(8) 0.2604(15) 0.6660(11) 0.144(4) Uani 0.358(9) 1 d D U P B 2
F6A F 0.6166(17) 0.2321(15) 0.8154(6) 0.129(4) Uani 0.358(9) 1 d D U P B 2
F4A F 0.5913(16) 0.0814(7) 0.7090(10) 0.138(3) Uani 0.358(9) 1 d D U P B 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 N1 1.9510(15) . ?
Al1 N2 1.8687(15) . ?
Al1 C17 1.949(2) . ?
Al1 C18 1.949(2) . ?
F1 C15 1.274(7) . ?
F2 C15 1.301(7) . ?
F3 C15 1.347(6) . ?
F4 C16 1.292(4) . ?
F5 C16 1.395(5) . ?
F6 C16 1.323(5) . ?
N1 C1 1.354(2) . ?
N1 C5 1.332(2) . ?
N2 C6 1.478(2) . ?
N2 C9 1.374(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.364(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.370(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.364(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.397(3) . ?
C5 C6 1.528(3) . ?
C6 C7 1.536(3) . ?
C6 C8 1.539(3) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 C10 1.411(2) . ?
C9 C14 1.411(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.380(3) . ?
C11 C12 1.379(3) . ?
C11 C15 1.487(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.382(3) . ?
C13 C14 1.378(3) . ?
C13 C16 1.491(3) . ?
C14 H14 0.9300 . ?
C15 F3A 1.300(8) . ?
C15 F1A 1.353(9) . ?
C15 F2A 1.298(10) . ?
C16 F5A 1.225(7) . ?
C16 F6A 1.237(8) . ?
C16 F4A 1.370(7) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Al1 N1 84.95(6) . . ?
N2 Al1 C17 119.17(10) . . ?
N2 Al1 C18 113.35(9) . . ?
C17 Al1 N1 106.39(8) . . ?
C18 Al1 N1 110.79(9) . . ?
C18 Al1 C17 116.85(11) . . ?
C1 N1 Al1 125.91(14) . . ?
C5 N1 Al1 113.83(12) . . ?
C5 N1 C1 120.14(17) . . ?
C6 N2 Al1 116.34(11) . . ?
C9 N2 Al1 121.84(12) . . ?
C9 N2 C6 121.41(14) . . ?
N1 C1 H1 119.0 . . ?
N1 C1 C2 122.0(2) . . ?
C2 C1 H1 119.0 . . ?
C1 C2 H2 120.8 . . ?
C1 C2 C3 118.4(2) . . ?
C3 C2 H2 120.8 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.1(2) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.7(2) . . ?
C5 C4 H4 120.1 . . ?
N1 C5 C4 119.66(18) . . ?
N1 C5 C6 117.14(15) . . ?
C4 C5 C6 123.20(18) . . ?
N2 C6 C5 106.73(14) . . ?
N2 C6 C7 111.59(15) . . ?
N2 C6 C8 112.24(17) . . ?
C5 C6 C7 107.32(16) . . ?
C5 C6 C8 105.69(15) . . ?
C7 C6 C8 112.78(17) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 C10 127.19(17) . . ?
N2 C9 C14 117.89(16) . . ?
C14 C9 C10 114.92(17) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 C9 121.68(19) . . ?
C11 C10 H10 119.2 . . ?
C10 C11 C15 118.1(2) . . ?
C12 C11 C10 122.08(19) . . ?
C12 C11 C15 119.8(2) . . ?
C11 C12 H12 121.2 . . ?
C11 C12 C13 117.51(19) . . ?
C13 C12 H12 121.2 . . ?
C12 C13 C16 119.97(19) . . ?
C14 C13 C12 121.1(2) . . ?
C14 C13 C16 118.9(2) . . ?
C9 C14 H14 118.7 . . ?
C13 C14 C9 122.65(18) . . ?
C13 C14 H14 118.7 . . ?
F1 C15 F2 108.7(6) . . ?
F1 C15 F3 107.5(5) . . ?
F1 C15 C11 113.5(4) . . ?
F2 C15 F3 103.1(5) . . ?
F2 C15 C11 111.3(5) . . ?
F3 C15 C11 112.2(4) . . ?
F3A C15 C11 114.4(6) . . ?
F3A C15 F1A 103.8(6) . . ?
F1A C15 C11 114.2(5) . . ?
F2A C15 C11 114.6(7) . . ?
F2A C15 F3A 107.2(7) . . ?
F2A C15 F1A 101.1(8) . . ?
F4 C16 F5 102.8(4) . . ?
F4 C16 F6 108.9(4) . . ?
F4 C16 C13 117.3(3) . . ?
F5 C16 C13 113.2(2) . . ?
F6 C16 F5 99.1(4) . . ?
F6 C16 C13 113.5(4) . . ?
F5A C16 C13 110.4(4) . . ?
F5A C16 F6A 116.0(7) . . ?
F5A C16 F4A 106.1(6) . . ?
F6A C16 C13 114.7(6) . . ?
F6A C16 F4A 102.5(6) . . ?
F4A C16 C13 105.9(4) . . ?
Al1 C17 H17A 109.5 . . ?
Al1 C17 H17B 109.5 . . ?
Al1 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Al1 C18 H18A 109.5 . . ?
Al1 C18 H18B 109.5 . . ?
Al1 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Al1 N1 C1 C2 175.27(16) . . . . ?
Al1 N1 C5 C4 -176.61(16) . . . . ?
Al1 N1 C5 C6 4.4(2) . . . . ?
Al1 N2 C6 C5 10.86(18) . . . . ?
Al1 N2 C6 C7 127.82(15) . . . . ?
Al1 N2 C6 C8 -104.47(16) . . . . ?
Al1 N2 C9 C10 166.74(15) . . . . ?
Al1 N2 C9 C14 -13.2(2) . . . . ?
N1 Al1 N2 C6 -7.50(13) . . . . ?
N1 Al1 N2 C9 179.78(14) . . . . ?
N1 C1 C2 C3 0.7(3) . . . . ?
N1 C5 C6 N2 -9.6(2) . . . . ?
N1 C5 C6 C7 -129.40(18) . . . . ?
N1 C5 C6 C8 110.02(19) . . . . ?
N2 C9 C10 C11 179.02(18) . . . . ?
N2 C9 C14 C13 -179.51(17) . . . . ?
C1 N1 C5 C4 -0.5(3) . . . . ?
C1 N1 C5 C6 -179.40(16) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
C2 C3 C4 C5 -0.7(4) . . . . ?
C3 C4 C5 N1 1.0(3) . . . . ?
C3 C4 C5 C6 179.9(2) . . . . ?
C4 C5 C6 N2 171.46(18) . . . . ?
C4 C5 C6 C7 51.7(2) . . . . ?
C4 C5 C6 C8 -68.9(2) . . . . ?
C5 N1 C1 C2 -0.4(3) . . . . ?
C6 N2 C9 C10 -5.6(3) . . . . ?
C6 N2 C9 C14 174.46(16) . . . . ?
C9 N2 C6 C5 -176.39(15) . . . . ?
C9 N2 C6 C7 -59.4(2) . . . . ?
C9 N2 C6 C8 68.3(2) . . . . ?
C9 C10 C11 C12 0.6(3) . . . . ?
C9 C10 C11 C15 179.84(19) . . . . ?
C10 C9 C14 C13 0.5(3) . . . . ?
C10 C11 C12 C13 0.4(3) . . . . ?
C10 C11 C15 F1 54.5(7) . . . . ?
C10 C11 C15 F2 -68.4(7) . . . . ?
C10 C11 C15 F3 176.6(7) . . . . ?
C10 C11 C15 F3A 141.8(11) . . . . ?
C10 C11 C15 F1A 22.3(11) . . . . ?
C10 C11 C15 F2A -93.8(10) . . . . ?
C11 C12 C13 C14 -0.9(3) . . . . ?
C11 C12 C13 C16 -179.5(2) . . . . ?
C12 C11 C15 F1 -126.2(7) . . . . ?
C12 C11 C15 F2 110.9(7) . . . . ?
C12 C11 C15 F3 -4.1(7) . . . . ?
C12 C11 C15 F3A -38.9(11) . . . . ?
C12 C11 C15 F1A -158.4(10) . . . . ?
C12 C11 C15 F2A 85.5(10) . . . . ?
C12 C13 C14 C9 0.4(3) . . . . ?
C12 C13 C16 F4 12.3(7) . . . . ?
C12 C13 C16 F5 131.9(4) . . . . ?
C12 C13 C16 F6 -116.2(4) . . . . ?
C12 C13 C16 F5A 81.4(10) . . . . ?
C12 C13 C16 F6A -145.2(8) . . . . ?
C12 C13 C16 F4A -32.9(7) . . . . ?
C14 C9 C10 C11 -1.0(3) . . . . ?
C14 C13 C16 F4 -166.3(6) . . . . ?
C14 C13 C16 F5 -46.7(5) . . . . ?
C14 C13 C16 F6 65.3(5) . . . . ?
C14 C13 C16 F5A -97.1(10) . . . . ?
C14 C13 C16 F6A 36.2(9) . . . . ?
C14 C13 C16 F4A 148.5(7) . . . . ?
C15 C11 C12 C13 -178.8(2) . . . . ?
C16 C13 C14 C9 179.0(2) . . . . ?
C17 Al1 N2 C6 -113.47(14) . . . . ?
C17 Al1 N2 C9 73.82(17) . . . . ?
C18 Al1 N2 C6 102.99(15) . . . . ?
C18 Al1 N2 C9 -69.73(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: n-pentane'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
