# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_d31-c3
_database_code_depnum_ccdc_archive 'CCDC 2311427'
loop_
_audit_author_name
_audit_author_address
'Chaoqun Wang'
;Fuyang Normal University
China
;
_audit_update_record             
;
2023-12-01 deposited with the CCDC.	2024-01-23 downloaded from the CCDC.
;
_audit_creation_date             2023-11-14
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H31 Al N2'
_chemical_formula_sum            'C24 H31 Al N2'
_chemical_formula_weight         374.49
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNAl
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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   23.8578(15)
_cell_length_b                   11.8686(6)
_cell_length_c                   15.7892(7)
_cell_angle_alpha                90
_cell_angle_beta                 100.681(5)
_cell_angle_gamma                90
_cell_volume                     4393.4(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5977
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.3180
_cell_measurement_theta_min      2.2240
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43057
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.132
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1616
_exptl_crystal_size_max          0.14
_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  0.0880
_diffrn_reflns_av_unetI/netI     0.0764
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.886
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            24600
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.886
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.782
_diffrn_reflns_theta_min         2.236
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.886
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -12.00  13.00   0.50   15.00    --   24.18 -37.00  60.00   50
  2  ω     22.00  94.00   0.50   15.00    --   24.18-128.00   6.00  144
  3  ω     36.00  78.00   0.50   15.00    --   24.18-141.00-165.00   84
  4  ω    -54.00  21.00   0.50   15.00    --   24.18 -37.00-150.00  150
  5  ω    -66.00   2.00   0.50   15.00    --   24.18 -37.00-120.00  136
  6  ω    -70.00   3.00   0.50   15.00    --   24.18 -19.00  90.00  146
  7  ω    -60.00   5.00   0.50   15.00    --   24.18 -19.00 150.00  130
  8  ω    -63.00 -37.00   0.50   15.00    --  -23.24 128.00  80.00   52
  9  ω   -106.00 -33.00   0.50   15.00    --  -23.24 141.00-107.00  146
 10  ω     67.00 107.00   0.50   15.00    --   24.18 178.00-180.00   80
 11  ω     74.00  99.00   0.50   15.00    --   24.18 178.00 -60.00   50
 12  ω   -115.00  -8.00   0.50   15.00    --  -23.24 -19.00 -60.00  214
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0220932000
_diffrn_orient_matrix_UB_12      -0.0348133000
_diffrn_orient_matrix_UB_13      0.0098009000
_diffrn_orient_matrix_UB_21      -0.0206090000
_diffrn_orient_matrix_UB_22      0.0348480000
_diffrn_orient_matrix_UB_23      -0.0257235000
_diffrn_orient_matrix_UB_31      0.0015401000
_diffrn_orient_matrix_UB_32      -0.0338426000
_diffrn_orient_matrix_UB_33      -0.0365118000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3176
_reflns_number_total             5576
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.04
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         5576
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1129
_refine_ls_R_factor_gt           0.0584
_refine_ls_restrained_S_all      0.969
_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)+(0.1175P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1714
_refine_ls_wR_factor_ref         0.2015
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C15(H15), C20(H20)
1.b Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C16(H16A,H16B), C18(H18A,H18B), C17(H17A,H17B)
1.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C13(H13), C10(H10), C12(H12), C4(H4), C11(H11), C5(H5), C7(H7), C6(H6)
1.d Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C21(H21A,H21B,H21C), C23(H23A,H23B,H23C), C22(H22A,H22B,
 H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.61563(3) 0.25083(5) 0.44706(4) 0.0516(2) Uani 1 1 d . . . . .
N1 N 0.62781(7) 0.38265(13) 0.51733(9) 0.0445(4) Uani 1 1 d . . . . .
N2 N 0.62347(8) 0.35239(14) 0.34711(10) 0.0502(4) Uani 1 1 d . . . . .
C2 C 0.67180(8) 0.32232(16) 0.66331(11) 0.0437(4) Uani 1 1 d . . . . .
C15 C 0.62116(8) 0.48611(16) 0.46509(11) 0.0442(5) Uani 1 1 d . . . . .
H15 H 0.659256 0.516269 0.463951 0.053 Uiso 1 1 calc R U . . .
C1 C 0.66433(8) 0.39260(16) 0.59396(11) 0.0439(4) Uani 1 1 d . . . . .
H1 H 0.687449 0.456271 0.599866 0.053 Uiso 1 1 calc R U . . .
C14 C 0.71832(9) 0.33187(17) 0.73780(11) 0.0487(5) Uani 1 1 d . . . . .
C20 C 0.59342(8) 0.45479(16) 0.37299(11) 0.0447(5) Uani 1 1 d . . . . .
H20 H 0.554281 0.431491 0.374988 0.054 Uiso 1 1 calc R U . . .
C13 C 0.76369(10) 0.4073(2) 0.75596(13) 0.0579(6) Uani 1 1 d . . . . .
H13 H 0.768350 0.462828 0.716280 0.069 Uiso 1 1 calc R U . . .
C9 C 0.71185(11) 0.24796(19) 0.79851(14) 0.0587(6) Uani 1 1 d . . . . .
C3 C 0.63592(10) 0.22878(17) 0.68266(13) 0.0498(5) Uani 1 1 d . . . . .
C8 C 0.66089(11) 0.18446(19) 0.76438(14) 0.0601(6) Uani 1 1 d . . . . .
C19 C 0.58892(10) 0.55711(18) 0.31352(12) 0.0572(6) Uani 1 1 d . . . . .
H19A H 0.626755 0.585607 0.311498 0.069 Uiso 1 1 calc R U . . .
H19B H 0.570951 0.535471 0.255596 0.069 Uiso 1 1 calc R U . . .
C16 C 0.58626(11) 0.57835(18) 0.49817(13) 0.0574(6) Uani 1 1 d . . . . .
H16A H 0.548823 0.549214 0.501956 0.069 Uiso 1 1 calc R U . . .
H16B H 0.604931 0.600916 0.555532 0.069 Uiso 1 1 calc R U . . .
C18 C 0.55391(11) 0.64822(18) 0.34658(14) 0.0607(6) Uani 1 1 d . . . . .
H18A H 0.515257 0.621366 0.344302 0.073 Uiso 1 1 calc R U . . .
H18B H 0.552266 0.714139 0.309891 0.073 Uiso 1 1 calc R U . . .
C10 C 0.75091(14) 0.2402(3) 0.87602(16) 0.0812(9) Uani 1 1 d . . . . .
H10 H 0.747026 0.184662 0.916069 0.097 Uiso 1 1 calc R U . . .
C17 C 0.57982(11) 0.68037(19) 0.43870(14) 0.0625(6) Uani 1 1 d . . . . .
H17A H 0.555694 0.735841 0.459362 0.075 Uiso 1 1 calc R U . . .
H17B H 0.616949 0.714293 0.439889 0.075 Uiso 1 1 calc R U . . .
C12 C 0.80174(12) 0.3993(3) 0.83319(14) 0.0764(8) Uani 1 1 d . . . . .
H12 H 0.831855 0.450045 0.845636 0.092 Uiso 1 1 calc R U . . .
C24 C 0.53671(12) 0.1927(2) 0.41527(17) 0.0787(8) Uani 1 1 d . . . . .
H24A H 0.532534 0.127096 0.449134 0.118 Uiso 1 1 calc R U . . .
H24B H 0.529017 0.173124 0.355231 0.118 Uiso 1 1 calc R U . . .
H24C H 0.510333 0.249646 0.426024 0.118 Uiso 1 1 calc R U . . .
C21 C 0.68388(11) 0.3740(2) 0.34175(17) 0.0708(7) Uani 1 1 d . . . . .
H21A H 0.703843 0.401302 0.396303 0.106 Uiso 1 1 calc R U . . .
H21B H 0.685681 0.429384 0.298022 0.106 Uiso 1 1 calc R U . . .
H21C H 0.701252 0.305337 0.327462 0.106 Uiso 1 1 calc R U . . .
C4 C 0.58420(11) 0.1876(2) 0.63954(16) 0.0647(6) Uani 1 1 d . . . . .
H4 H 0.567179 0.218482 0.586912 0.078 Uiso 1 1 calc R U . . .
C11 C 0.79523(14) 0.3161(3) 0.89216(17) 0.0929(10) Uani 1 1 d . . . . .
H11 H 0.821325 0.311477 0.943690 0.111 Uiso 1 1 calc R U . . .
C23 C 0.67811(13) 0.1424(2) 0.47047(17) 0.0767(8) Uani 1 1 d . . . . .
H23A H 0.710907 0.177656 0.504629 0.115 Uiso 1 1 calc R U . . .
H23B H 0.687427 0.117040 0.417020 0.115 Uiso 1 1 calc R U . . .
H23C H 0.666740 0.079208 0.501259 0.115 Uiso 1 1 calc R U . . .
C22 C 0.59429(13) 0.3076(2) 0.26159(14) 0.0784(8) Uani 1 1 d . . . . .
H22A H 0.610462 0.235992 0.251246 0.118 Uiso 1 1 calc R U . . .
H22B H 0.599374 0.359473 0.216974 0.118 Uiso 1 1 calc R U . . .
H22C H 0.554312 0.298672 0.261733 0.118 Uiso 1 1 calc R U . . .
C5 C 0.55796(14) 0.1004(2) 0.6749(2) 0.0832(9) Uani 1 1 d . . . . .
H5 H 0.523562 0.071611 0.645477 0.100 Uiso 1 1 calc R U . . .
C7 C 0.63285(15) 0.0972(2) 0.79958(19) 0.0820(9) Uani 1 1 d . . . . .
H7 H 0.648337 0.068053 0.853513 0.098 Uiso 1 1 calc R U . . .
C6 C 0.58276(16) 0.0551(2) 0.7546(2) 0.0926(10) Uani 1 1 d . . . . .
H6 H 0.564994 -0.004388 0.777430 0.111 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 1.9088(16) . ?
Al1 N2 2.0218(17) . ?
Al1 C24 1.981(3) . ?
Al1 C23 1.952(3) . ?
N1 C15 1.471(2) . ?
N1 C1 1.359(2) . ?
N2 C20 1.506(3) . ?
N2 C21 1.482(3) . ?
N2 C22 1.497(3) . ?
C2 C1 1.362(3) . ?
C2 C14 1.464(3) . ?
C2 C3 1.468(3) . ?
C15 H15 0.9800 . ?
C15 C20 1.528(2) . ?
C15 C16 1.525(3) . ?
C1 H1 0.9300 . ?
C14 C13 1.393(3) . ?
C14 C9 1.410(3) . ?
C20 H20 0.9800 . ?
C20 C19 1.527(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.382(3) . ?
C9 C8 1.447(4) . ?
C9 C10 1.397(3) . ?
C3 C8 1.418(3) . ?
C3 C4 1.384(3) . ?
C8 C7 1.402(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C18 1.517(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.522(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C17 1.520(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.377(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C12 H12 0.9300 . ?
C12 C11 1.386(4) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C4 H4 0.9300 . ?
C4 C5 1.380(3) . ?
C11 H11 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C5 H5 0.9300 . ?
C5 C6 1.395(5) . ?
C7 H7 0.9300 . ?
C7 C6 1.367(5) . ?
C6 H6 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Al1 N2 86.50(7) . . ?
N1 Al1 C24 117.91(10) . . ?
N1 Al1 C23 113.68(10) . . ?
C24 Al1 N2 103.36(10) . . ?
C23 Al1 N2 111.28(10) . . ?
C23 Al1 C24 118.36(13) . . ?
C15 N1 Al1 111.67(11) . . ?
C1 N1 Al1 126.31(14) . . ?
C1 N1 C15 114.29(15) . . ?
C20 N2 Al1 98.73(10) . . ?
C21 N2 Al1 112.30(14) . . ?
C21 N2 C20 113.13(17) . . ?
C21 N2 C22 107.74(18) . . ?
C22 N2 Al1 113.42(15) . . ?
C22 N2 C20 111.47(17) . . ?
C1 C2 C14 124.41(19) . . ?
C1 C2 C3 129.50(19) . . ?
C14 C2 C3 106.01(16) . . ?
N1 C15 H15 108.1 . . ?
N1 C15 C20 108.25(15) . . ?
N1 C15 C16 114.58(15) . . ?
C20 C15 H15 108.1 . . ?
C16 C15 H15 108.1 . . ?
C16 C15 C20 109.45(16) . . ?
N1 C1 C2 129.02(18) . . ?
N1 C1 H1 115.5 . . ?
C2 C1 H1 115.5 . . ?
C13 C14 C2 131.26(18) . . ?
C13 C14 C9 119.51(19) . . ?
C9 C14 C2 109.21(19) . . ?
N2 C20 C15 108.10(15) . . ?
N2 C20 H20 106.6 . . ?
N2 C20 C19 117.25(16) . . ?
C15 C20 H20 106.6 . . ?
C19 C20 C15 111.14(16) . . ?
C19 C20 H20 106.6 . . ?
C14 C13 H13 120.1 . . ?
C12 C13 C14 119.7(2) . . ?
C12 C13 H13 120.1 . . ?
C14 C9 C8 107.75(19) . . ?
C10 C9 C14 120.2(3) . . ?
C10 C9 C8 132.1(2) . . ?
C8 C3 C2 107.9(2) . . ?
C4 C3 C2 131.8(2) . . ?
C4 C3 C8 120.2(2) . . ?
C3 C8 C9 109.15(19) . . ?
C7 C8 C9 131.8(2) . . ?
C7 C8 C3 118.9(3) . . ?
C20 C19 H19A 109.7 . . ?
C20 C19 H19B 109.7 . . ?
H19A C19 H19B 108.2 . . ?
C18 C19 C20 109.62(17) . . ?
C18 C19 H19A 109.7 . . ?
C18 C19 H19B 109.7 . . ?
C15 C16 H16A 109.4 . . ?
C15 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
C17 C16 C15 111.02(17) . . ?
C17 C16 H16A 109.4 . . ?
C17 C16 H16B 109.4 . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
C19 C18 C17 110.86(19) . . ?
H18A C18 H18B 108.1 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C9 C10 H10 120.5 . . ?
C11 C10 C9 118.9(3) . . ?
C11 C10 H10 120.5 . . ?
C16 C17 H17A 109.3 . . ?
C16 C17 H17B 109.3 . . ?
C18 C17 C16 111.54(18) . . ?
C18 C17 H17A 109.3 . . ?
C18 C17 H17B 109.3 . . ?
H17A C17 H17B 108.0 . . ?
C13 C12 H12 119.8 . . ?
C13 C12 C11 120.3(3) . . ?
C11 C12 H12 119.8 . . ?
Al1 C24 H24A 109.5 . . ?
Al1 C24 H24B 109.5 . . ?
Al1 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N2 C21 H21A 109.5 . . ?
N2 C21 H21B 109.5 . . ?
N2 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.7(3) . . ?
C5 C4 H4 120.1 . . ?
C10 C11 C12 121.3(2) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 H11 119.3 . . ?
Al1 C23 H23A 109.5 . . ?
Al1 C23 H23B 109.5 . . ?
Al1 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N2 C22 H22A 109.5 . . ?
N2 C22 H22B 109.5 . . ?
N2 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.4(3) . . ?
C6 C5 H5 119.8 . . ?
C8 C7 H7 120.0 . . ?
C6 C7 C8 120.0(3) . . ?
C6 C7 H7 120.0 . . ?
C5 C6 H6 119.6 . . ?
C7 C6 C5 120.8(2) . . ?
C7 C6 H6 119.6 . . ?

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 C15 C20 12.78(19) . . . . ?
Al1 N1 C15 C16 135.22(15) . . . . ?
Al1 N1 C1 C2 -47.3(3) . . . . ?
Al1 N2 C20 C15 53.52(15) . . . . ?
Al1 N2 C20 C19 -179.96(14) . . . . ?
N1 C15 C20 N2 -46.1(2) . . . . ?
N1 C15 C20 C19 -176.09(16) . . . . ?
N1 C15 C16 C17 -178.01(17) . . . . ?
N2 C20 C19 C18 176.02(17) . . . . ?
C2 C14 C13 C12 178.6(2) . . . . ?
C2 C14 C9 C8 -0.7(2) . . . . ?
C2 C14 C9 C10 -179.4(2) . . . . ?
C2 C3 C8 C9 0.5(2) . . . . ?
C2 C3 C8 C7 176.83(19) . . . . ?
C2 C3 C4 C5 -176.7(2) . . . . ?
C15 N1 C1 C2 166.12(19) . . . . ?
C15 C20 C19 C18 -59.0(2) . . . . ?
C15 C16 C17 C18 55.7(3) . . . . ?
C1 N1 C15 C20 164.23(16) . . . . ?
C1 N1 C15 C16 -73.3(2) . . . . ?
C1 C2 C14 C13 -0.8(3) . . . . ?
C1 C2 C14 C9 178.05(19) . . . . ?
C1 C2 C3 C8 -177.8(2) . . . . ?
C1 C2 C3 C4 -2.8(4) . . . . ?
C14 C2 C1 N1 170.22(19) . . . . ?
C14 C2 C3 C8 -0.8(2) . . . . ?
C14 C2 C3 C4 174.1(2) . . . . ?
C14 C13 C12 C11 0.6(4) . . . . ?
C14 C9 C8 C3 0.1(2) . . . . ?
C14 C9 C8 C7 -175.6(2) . . . . ?
C14 C9 C10 C11 0.5(4) . . . . ?
C20 C15 C16 C17 -56.2(2) . . . . ?
C20 C19 C18 C17 57.1(2) . . . . ?
C13 C14 C9 C8 178.34(19) . . . . ?
C13 C14 C9 C10 -0.4(3) . . . . ?
C13 C12 C11 C10 -0.4(4) . . . . ?
C9 C14 C13 C12 -0.1(3) . . . . ?
C9 C8 C7 C6 176.4(3) . . . . ?
C9 C10 C11 C12 -0.1(4) . . . . ?
C3 C2 C1 N1 -13.4(4) . . . . ?
C3 C2 C14 C13 -177.9(2) . . . . ?
C3 C2 C14 C9 0.9(2) . . . . ?
C3 C8 C7 C6 1.0(4) . . . . ?
C3 C4 C5 C6 1.2(4) . . . . ?
C8 C9 C10 C11 -177.9(3) . . . . ?
C8 C3 C4 C5 -2.3(3) . . . . ?
C8 C7 C6 C5 -2.1(4) . . . . ?
C19 C18 C17 C16 -56.1(3) . . . . ?
C16 C15 C20 N2 -171.61(15) . . . . ?
C16 C15 C20 C19 58.4(2) . . . . ?
C10 C9 C8 C3 178.7(2) . . . . ?
C10 C9 C8 C7 2.9(4) . . . . ?
C21 N2 C20 C15 -65.4(2) . . . . ?
C21 N2 C20 C19 61.2(2) . . . . ?
C4 C3 C8 C9 -175.2(2) . . . . ?
C4 C3 C8 C7 1.2(3) . . . . ?
C4 C5 C6 C7 1.0(4) . . . . ?
C22 N2 C20 C15 173.02(17) . . . . ?
C22 N2 C20 C19 -60.5(2) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 0.000 55.7 0.0 ?
2 0.000 0.500 0.500 55.7 0.0 ?
3 0.500 0.000 0.500 55.7 0.0 ?
4 0.500 1.000 0.000 55.7 0.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 5.375
_oxdiff_exptl_absorpt_empirical_full_min 0.272
####################################################################### 
# 
# 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_exp_222
_database_code_depnum_ccdc_archive 'CCDC 2311433'
loop_
_audit_author_name
_audit_author_address
'Chaoqun Wang'
;Fuyang Normal University
China
;
_audit_update_record             
;
2023-12-01 deposited with the CCDC.	2024-01-23 downloaded from the CCDC.
;
_audit_creation_date             2023-11-14
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H23 Al N2'
_chemical_formula_sum            'C23 H23 Al N2'
_chemical_formula_weight         354.41
_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/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.9561(5)
_cell_length_b                   14.6783(8)
_cell_length_c                   14.9503(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.965(4)
_cell_angle_gamma                90
_cell_volume                     1965.09(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3544
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.4590
_cell_measurement_theta_min      2.6610
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             752
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0950
_diffrn_reflns_av_unetI/netI     0.0934
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.863
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            12566
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.863
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.566
_diffrn_reflns_theta_min         1.944
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.863
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2642
_reflns_number_total             4758
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.534
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.132
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.976
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         4758
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1184
_refine_ls_R_factor_gt           0.0620
_refine_ls_restrained_S_all      0.976
_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)+(0.1556P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1758
_refine_ls_wR_factor_ref         0.2520
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C22(H22A,H22B)
1.b Aromatic/amide H refined with riding coordinates:
 C19(H19), C14(H14), C18(H18), C11(H11), C2(H2), C16(H16), C10(H10), C9(H9),
 C17(H17), C5(H5), C8(H8), C3(H3), C4(H4)
1.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.49774(10) 0.58112(6) 0.72721(5) 0.0553(3) Uani 1 1 d . . . . .
N2 N 0.4522(2) 0.59235(15) 0.85508(15) 0.0505(5) Uani 1 1 d . . . . .
N1 N 0.6308(2) 0.66865(14) 0.78775(13) 0.0474(5) Uani 1 1 d . . . . .
C13 C 0.7947(3) 0.77314(17) 0.70729(16) 0.0465(6) Uani 1 1 d . . . . .
C12 C 0.8641(3) 0.86326(18) 0.70241(17) 0.0481(6) Uani 1 1 d . . . . .
C1 C 0.8406(3) 0.72436(19) 0.62653(17) 0.0496(6) Uani 1 1 d . . . . .
C15 C 0.5640(3) 0.65318(17) 0.86864(16) 0.0448(6) Uani 1 1 d . . . . .
C6 C 0.9335(3) 0.7819(2) 0.57664(17) 0.0541(7) Uani 1 1 d . . . . .
C19 C 0.3695(3) 0.5654(2) 0.9255(2) 0.0588(7) Uani 1 1 d . . . . .
H19 H 0.292903 0.523406 0.916326 0.071 Uiso 1 1 calc R U . . .
C7 C 0.9476(3) 0.8686(2) 0.62297(17) 0.0520(7) Uani 1 1 d . . . . .
C14 C 0.7108(3) 0.74694(18) 0.77739(17) 0.0471(6) Uani 1 1 d . . . . .
H14 H 0.707256 0.787840 0.824810 0.056 Uiso 1 1 calc R U . . .
C18 C 0.3963(3) 0.5985(2) 1.0092(2) 0.0642(8) Uani 1 1 d . . . . .
H18 H 0.337134 0.580496 1.056544 0.077 Uiso 1 1 calc R U . . .
C11 C 0.8610(3) 0.93770(19) 0.75945(19) 0.0564(7) Uani 1 1 d . . . . .
H11 H 0.804503 0.935848 0.811028 0.068 Uiso 1 1 calc R U . . .
C2 C 0.8144(3) 0.6361(2) 0.59691(19) 0.0617(7) Uani 1 1 d . . . . .
H2 H 0.755158 0.596681 0.629678 0.074 Uiso 1 1 calc R U . . .
C16 C 0.5975(3) 0.68762(19) 0.95319(18) 0.0529(6) Uani 1 1 d . . . . .
H16 H 0.675303 0.728753 0.962040 0.063 Uiso 1 1 calc R U . . .
C10 C 0.9427(3) 1.0147(2) 0.7391(2) 0.0671(8) Uani 1 1 d . . . . .
H10 H 0.942849 1.063936 0.778251 0.081 Uiso 1 1 calc R U . . .
C9 C 1.0237(3) 1.0198(2) 0.6618(2) 0.0708(9) Uani 1 1 d . . . . .
H9 H 1.076620 1.072596 0.649045 0.085 Uiso 1 1 calc R U . . .
C17 C 0.5122(3) 0.6591(2) 1.02311(19) 0.0608(7) Uani 1 1 d . . . . .
H17 H 0.532683 0.680812 1.080472 0.073 Uiso 1 1 calc R U . . .
C5 C 0.9980(3) 0.7516(3) 0.4984(2) 0.0722(9) Uani 1 1 d . . . . .
H5 H 1.059956 0.789740 0.465986 0.087 Uiso 1 1 calc R U . . .
C8 C 1.0271(3) 0.9481(2) 0.6035(2) 0.0682(9) Uani 1 1 d . . . . .
H8 H 1.081784 0.952036 0.551317 0.082 Uiso 1 1 calc R U . . .
C3 C 0.8780(4) 0.6075(3) 0.5175(2) 0.0768(10) Uani 1 1 d . . . . .
H3 H 0.858524 0.548978 0.496553 0.092 Uiso 1 1 calc R U . . .
C20 C 0.3572(4) 0.6446(2) 0.6490(2) 0.0696(8) Uani 1 1 d . . . . .
H20A H 0.409048 0.664779 0.596113 0.084 Uiso 1 1 calc R U . . .
H20B H 0.279896 0.602228 0.629791 0.084 Uiso 1 1 calc R U . . .
C22 C 0.5750(4) 0.4586(2) 0.7071(2) 0.0745(9) Uani 1 1 d . . . . .
H22A H 0.677621 0.457258 0.728917 0.089 Uiso 1 1 calc R U . . .
H22B H 0.518776 0.416993 0.743952 0.089 Uiso 1 1 calc R U . . .
C4 C 0.9692(4) 0.6641(3) 0.4693(2) 0.0794(10) Uani 1 1 d . . . . .
H4 H 1.011557 0.643129 0.416771 0.095 Uiso 1 1 calc R U . . .
C21 C 0.2843(4) 0.7263(2) 0.6925(3) 0.0912(12) Uani 1 1 d . . . . .
H21A H 0.214108 0.753376 0.651232 0.137 Uiso 1 1 calc R U . . .
H21B H 0.359502 0.770143 0.708738 0.137 Uiso 1 1 calc R U . . .
H21C H 0.233154 0.706983 0.745182 0.137 Uiso 1 1 calc R U . . .
C23 C 0.5729(6) 0.4212(3) 0.6123(3) 0.1095(16) Uani 1 1 d . . . . .
H23A H 0.626179 0.461846 0.573946 0.164 Uiso 1 1 calc R U . . .
H23B H 0.471422 0.415746 0.591210 0.164 Uiso 1 1 calc R U . . .
H23C H 0.619650 0.362358 0.611815 0.164 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 N2 1.968(2) . ?
Al1 N1 1.963(2) . ?
Al1 C15 2.429(3) . ?
Al1 C20 1.942(3) . ?
Al1 C22 1.952(3) . ?
N2 C15 1.354(3) . ?
N2 C19 1.357(3) . ?
N1 C15 1.377(3) . ?
N1 C14 1.364(3) . ?
C13 C12 1.464(4) . ?
C13 C1 1.468(3) . ?
C13 C14 1.356(3) . ?
C12 C7 1.416(3) . ?
C12 C11 1.387(4) . ?
C1 C6 1.408(4) . ?
C1 C2 1.388(4) . ?
C15 C16 1.389(4) . ?
C6 C7 1.453(4) . ?
C6 C5 1.387(4) . ?
C19 H19 0.9300 . ?
C19 C18 1.360(4) . ?
C7 C8 1.400(4) . ?
C14 H14 0.9300 . ?
C18 H18 0.9300 . ?
C18 C17 1.381(4) . ?
C11 H11 0.9300 . ?
C11 C10 1.383(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.390(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.370(4) . ?
C10 H10 0.9300 . ?
C10 C9 1.377(4) . ?
C9 H9 0.9300 . ?
C9 C8 1.367(5) . ?
C17 H17 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.379(5) . ?
C8 H8 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.377(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.518(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.520(5) . ?
C4 H4 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 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 C15 33.85(8) . . ?
N1 Al1 N2 68.37(9) . . ?
N1 Al1 C15 34.52(8) . . ?
C20 Al1 N2 113.71(13) . . ?
C20 Al1 N1 110.25(12) . . ?
C20 Al1 C15 117.51(12) . . ?
C20 Al1 C22 125.23(14) . . ?
C22 Al1 N2 107.87(12) . . ?
C22 Al1 N1 117.38(13) . . ?
C22 Al1 C15 116.96(12) . . ?
C15 N2 Al1 92.07(15) . . ?
C15 N2 C19 119.2(2) . . ?
C19 N2 Al1 148.6(2) . . ?
C15 N1 Al1 91.60(15) . . ?
C14 N1 Al1 144.56(17) . . ?
C14 N1 C15 118.4(2) . . ?
C12 C13 C1 105.9(2) . . ?
C14 C13 C12 122.4(2) . . ?
C14 C13 C1 131.6(3) . . ?
C7 C12 C13 108.8(2) . . ?
C11 C12 C13 132.0(2) . . ?
C11 C12 C7 119.2(2) . . ?
C6 C1 C13 108.6(2) . . ?
C2 C1 C13 132.0(3) . . ?
C2 C1 C6 119.3(3) . . ?
N2 C15 Al1 54.08(13) . . ?
N2 C15 N1 107.9(2) . . ?
N2 C15 C16 121.6(2) . . ?
N1 C15 Al1 53.88(12) . . ?
N1 C15 C16 130.4(2) . . ?
C16 C15 Al1 175.0(2) . . ?
C1 C6 C7 108.7(2) . . ?
C5 C6 C1 120.8(3) . . ?
C5 C6 C7 130.4(3) . . ?
N2 C19 H19 119.4 . . ?
N2 C19 C18 121.3(3) . . ?
C18 C19 H19 119.4 . . ?
C12 C7 C6 108.0(2) . . ?
C8 C7 C12 119.9(3) . . ?
C8 C7 C6 132.2(3) . . ?
N1 C14 H14 115.6 . . ?
C13 C14 N1 128.7(2) . . ?
C13 C14 H14 115.6 . . ?
C19 C18 H18 120.3 . . ?
C19 C18 C17 119.4(3) . . ?
C17 C18 H18 120.3 . . ?
C12 C11 H11 120.2 . . ?
C10 C11 C12 119.5(3) . . ?
C10 C11 H11 120.2 . . ?
C1 C2 H2 120.5 . . ?
C1 C2 C3 119.0(3) . . ?
C3 C2 H2 120.5 . . ?
C15 C16 H16 121.0 . . ?
C17 C16 C15 117.9(3) . . ?
C17 C16 H16 121.0 . . ?
C11 C10 H10 119.4 . . ?
C9 C10 C11 121.1(3) . . ?
C9 C10 H10 119.4 . . ?
C10 C9 H9 119.6 . . ?
C8 C9 C10 120.7(3) . . ?
C8 C9 H9 119.6 . . ?
C18 C17 H17 119.7 . . ?
C16 C17 C18 120.6(3) . . ?
C16 C17 H17 119.7 . . ?
C6 C5 H5 120.5 . . ?
C4 C5 C6 119.1(3) . . ?
C4 C5 H5 120.5 . . ?
C7 C8 H8 120.2 . . ?
C9 C8 C7 119.5(3) . . ?
C9 C8 H8 120.2 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.4(3) . . ?
C4 C3 H3 119.3 . . ?
Al1 C20 H20A 108.9 . . ?
Al1 C20 H20B 108.9 . . ?
H20A C20 H20B 107.7 . . ?
C21 C20 Al1 113.6(2) . . ?
C21 C20 H20A 108.9 . . ?
C21 C20 H20B 108.9 . . ?
Al1 C22 H22A 107.7 . . ?
Al1 C22 H22B 107.7 . . ?
H22A C22 H22B 107.1 . . ?
C23 C22 Al1 118.5(3) . . ?
C23 C22 H22A 107.7 . . ?
C23 C22 H22B 107.7 . . ?
C5 C4 H4 119.8 . . ?
C3 C4 C5 120.4(3) . . ?
C3 C4 H4 119.8 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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 N2 C15 N1 1.52(19) . . . . ?
Al1 N2 C15 C16 -177.1(2) . . . . ?
Al1 N2 C19 C18 176.5(3) . . . . ?
Al1 N1 C15 N2 -1.52(19) . . . . ?
Al1 N1 C15 C16 176.9(3) . . . . ?
Al1 N1 C14 C13 -41.1(4) . . . . ?
N2 C15 C16 C17 -0.9(4) . . . . ?
N2 C19 C18 C17 -1.5(4) . . . . ?
N1 C15 C16 C17 -179.1(3) . . . . ?
C13 C12 C7 C6 -0.4(3) . . . . ?
C13 C12 C7 C8 -179.0(2) . . . . ?
C13 C12 C11 C10 177.9(3) . . . . ?
C13 C1 C6 C7 -0.8(3) . . . . ?
C13 C1 C6 C5 177.4(2) . . . . ?
C13 C1 C2 C3 -177.7(3) . . . . ?
C12 C13 C1 C6 0.5(3) . . . . ?
C12 C13 C1 C2 177.1(3) . . . . ?
C12 C13 C14 N1 174.5(2) . . . . ?
C12 C7 C8 C9 0.3(4) . . . . ?
C12 C11 C10 C9 1.9(4) . . . . ?
C1 C13 C12 C7 0.0(3) . . . . ?
C1 C13 C12 C11 -179.7(3) . . . . ?
C1 C13 C14 N1 -7.8(4) . . . . ?
C1 C6 C7 C12 0.8(3) . . . . ?
C1 C6 C7 C8 179.1(3) . . . . ?
C1 C6 C5 C4 0.5(4) . . . . ?
C1 C2 C3 C4 1.7(5) . . . . ?
C15 N2 C19 C18 0.2(4) . . . . ?
C15 N1 C14 C13 174.4(2) . . . . ?
C15 C16 C17 C18 -0.4(4) . . . . ?
C6 C1 C2 C3 -1.4(4) . . . . ?
C6 C7 C8 C9 -177.9(3) . . . . ?
C6 C5 C4 C3 -0.3(5) . . . . ?
C19 N2 C15 Al1 178.1(3) . . . . ?
C19 N2 C15 N1 179.6(2) . . . . ?
C19 N2 C15 C16 1.0(4) . . . . ?
C19 C18 C17 C16 1.6(4) . . . . ?
C7 C12 C11 C10 -1.8(4) . . . . ?
C7 C6 C5 C4 178.3(3) . . . . ?
C14 N1 C15 Al1 160.3(2) . . . . ?
C14 N1 C15 N2 158.8(2) . . . . ?
C14 N1 C15 C16 -22.8(4) . . . . ?
C14 C13 C12 C7 178.2(2) . . . . ?
C14 C13 C12 C11 -1.5(4) . . . . ?
C14 C13 C1 C6 -177.5(3) . . . . ?
C14 C13 C1 C2 -0.9(5) . . . . ?
C11 C12 C7 C6 179.3(2) . . . . ?
C11 C12 C7 C8 0.7(4) . . . . ?
C11 C10 C9 C8 -0.9(5) . . . . ?
C2 C1 C6 C7 -177.9(2) . . . . ?
C2 C1 C6 C5 0.3(4) . . . . ?
C2 C3 C4 C5 -0.9(5) . . . . ?
C10 C9 C8 C7 -0.2(5) . . . . ?
C5 C6 C7 C12 -177.2(3) . . . . ?
C5 C6 C7 C8 1.1(5) . . . . ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_d33-c3
_database_code_depnum_ccdc_archive 'CCDC 2311432'
loop_
_audit_author_name
_audit_author_address
'Chaoqun Wang'
;Fuyang Normal University
China
;
_audit_update_record             
;
2023-12-01 deposited with the CCDC.	2024-01-23 downloaded from the CCDC.
;
_audit_creation_date             2023-11-14
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H23 Al N2'
_chemical_formula_sum            'C23 H23 Al N2'
_chemical_formula_weight         354.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNAl
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           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   16.7984(9)
_cell_length_b                   11.7252(5)
_cell_length_c                   20.9895(9)
_cell_angle_alpha                90
_cell_angle_beta                 104.505(5)
_cell_angle_gamma                90
_cell_volume                     4002.4(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6017
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.2600
_cell_measurement_theta_min      2.1350
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50655
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.176
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.13
_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  0.1147
_diffrn_reflns_av_unetI/netI     0.0801
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.892
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            24471
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.892
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.671
_diffrn_reflns_theta_min         2.004
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.892
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -59.00  27.00   0.50   23.00    --  -23.24  43.00 137.00  172
  2  ω     69.00  95.00   0.50   23.00    --   24.18  43.00 137.00   52
  3  ω     -2.00  36.00   0.50   23.00    --  -23.24 -99.00 -60.00   76
  4  ω    -21.00  36.00   0.50   23.00    --  -23.24 -99.00-150.00  114
  5  ω    -63.00  26.00   0.50   23.00    --   24.18 -43.00 -14.00  178
  6  ω    -23.00  35.00   0.50   23.00    --  -23.24 -99.00  60.00  116
  7  ω    -70.00   5.00   0.50   23.00    --   24.18 -19.00  30.00  150
  8  ω    -72.00   5.00   0.50   23.00    --   24.18 -19.00  90.00  154
  9  ω   -107.00 -58.00   0.50   23.00    --  -23.24 -43.00 -14.00   98
 10  ω     50.00 100.00   0.50   23.00    --   24.18 178.00  30.00  100
 11  ω     51.00 107.00   0.50   23.00    --   24.18 178.00 -60.00  112
 12  ω     47.00 100.00   0.50   23.00    --   24.18 178.00 -30.00  106
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0183373000
_diffrn_orient_matrix_UB_12      0.0540286000
_diffrn_orient_matrix_UB_13      -0.0092044000
_diffrn_orient_matrix_UB_21      -0.0371026000
_diffrn_orient_matrix_UB_22      -0.0272575000
_diffrn_orient_matrix_UB_23      -0.0165840000
_diffrn_orient_matrix_UB_31      -0.0137376000
_diffrn_orient_matrix_UB_32      0.0014885000
_diffrn_orient_matrix_UB_33      0.0292873000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2988
_reflns_number_total             5057
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.04
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         5057
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1131
_refine_ls_R_factor_gt           0.0579
_refine_ls_restrained_S_all      0.972
_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)+(0.0977P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1510
_refine_ls_wR_factor_ref         0.1775
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C15(H15)
1.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C13(H13), C12(H12), C10(H10), C11(H11), C17(H17), C20(H20), C7(H7),
 C18(H18), C4(H4), C19(H19), C6(H6), C5(H5)
1.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.65688(4) 0.22697(5) 0.62551(3) 0.0487(2) Uani 1 1 d . . . . .
N2 N 0.75499(11) 0.31889(14) 0.62211(7) 0.0503(4) Uani 1 1 d . . . . .
N1 N 0.61195(11) 0.36992(13) 0.64180(8) 0.0508(4) Uani 1 1 d . . . . .
C2 C 0.50794(13) 0.32666(16) 0.70171(9) 0.0487(5) Uani 1 1 d . . . . .
C3 C 0.45154(14) 0.24592(16) 0.65988(10) 0.0507(5) Uani 1 1 d . . . . .
C1 C 0.57109(13) 0.38797(16) 0.68922(9) 0.0490(5) Uani 1 1 d . . . . .
H1 H 0.588560 0.450212 0.716622 0.059 Uiso 1 1 calc R U . . .
C16 C 0.74227(14) 0.43193(16) 0.62251(9) 0.0508(5) Uani 1 1 d . . . . .
C8 C 0.39151(14) 0.21142(16) 0.69235(10) 0.0533(5) Uani 1 1 d . . . . .
C15 C 0.65850(14) 0.46909(16) 0.62719(10) 0.0551(5) Uani 1 1 d . . . . .
H15 H 0.665351 0.523152 0.663774 0.066 Uiso 1 1 calc R U . . .
C9 C 0.40894(14) 0.26896(17) 0.75665(10) 0.0521(5) Uani 1 1 d . . . . .
C14 C 0.47749(14) 0.34005(16) 0.76109(9) 0.0500(5) Uani 1 1 d . . . . .
C13 C 0.50587(15) 0.40742(18) 0.81730(10) 0.0575(5) Uani 1 1 d . . . . .
H13 H 0.550780 0.455578 0.820919 0.069 Uiso 1 1 calc R U . . .
C12 C 0.46609(16) 0.4010(2) 0.86704(10) 0.0651(6) Uani 1 1 d . . . . .
H12 H 0.484766 0.445407 0.904544 0.078 Uiso 1 1 calc R U . . .
C10 C 0.36903(16) 0.26449(19) 0.80699(11) 0.0632(6) Uani 1 1 d . . . . .
H10 H 0.323117 0.218307 0.803453 0.076 Uiso 1 1 calc R U . . .
C11 C 0.39906(18) 0.3304(2) 0.86272(12) 0.0701(7) Uani 1 1 d . . . . .
H11 H 0.373911 0.327026 0.897433 0.084 Uiso 1 1 calc R U . . .
C17 C 0.80423(16) 0.50749(19) 0.61869(11) 0.0645(6) Uani 1 1 d . . . . .
H17 H 0.794531 0.585645 0.617510 0.077 Uiso 1 1 calc R U . . .
C20 C 0.82945(16) 0.27885(19) 0.62035(10) 0.0621(6) Uani 1 1 d . . . . .
H20 H 0.837865 0.200424 0.620859 0.074 Uiso 1 1 calc R U . . .
C7 C 0.32764(16) 0.13999(19) 0.66202(13) 0.0668(6) Uani 1 1 d . . . . .
H7 H 0.288778 0.116944 0.684086 0.080 Uiso 1 1 calc R U . . .
C18 C 0.87993(17) 0.4664(2) 0.61667(12) 0.0729(7) Uani 1 1 d . . . . .
H18 H 0.922163 0.516414 0.614520 0.087 Uiso 1 1 calc R U . . .
C22 C 0.68415(18) 0.12606(18) 0.70155(10) 0.0674(7) Uani 1 1 d . . . . .
H22A H 0.697275 0.051685 0.687983 0.101 Uiso 1 1 calc R U . . .
H22B H 0.637974 0.120650 0.720626 0.101 Uiso 1 1 calc R U . . .
H22C H 0.730632 0.156083 0.733518 0.101 Uiso 1 1 calc R U . . .
C4 C 0.44430(16) 0.2104(2) 0.59516(11) 0.0647(6) Uani 1 1 d . . . . .
H4 H 0.482265 0.234054 0.572387 0.078 Uiso 1 1 calc R U . . .
C19 C 0.89288(17) 0.3495(2) 0.61785(12) 0.0706(6) Uani 1 1 d . . . . .
H19 H 0.943966 0.320007 0.616951 0.085 Uiso 1 1 calc R U . . .
C23 C 0.62329(18) 0.1588(2) 0.53741(10) 0.0720(7) Uani 1 1 d . . . . .
H23A H 0.595826 0.215150 0.506447 0.108 Uiso 1 1 calc R U . . .
H23B H 0.586610 0.096229 0.537980 0.108 Uiso 1 1 calc R U . . .
H23C H 0.671004 0.131660 0.524717 0.108 Uiso 1 1 calc R U . . .
C6 C 0.32241(18) 0.1035(2) 0.59881(14) 0.0780(7) Uani 1 1 d . . . . .
H6 H 0.280183 0.054557 0.578346 0.094 Uiso 1 1 calc R U . . .
C5 C 0.37948(18) 0.1391(2) 0.56520(13) 0.0776(7) Uani 1 1 d . . . . .
H5 H 0.374318 0.114886 0.522157 0.093 Uiso 1 1 calc R U . . .
C21 C 0.61173(17) 0.5291(2) 0.56452(13) 0.0825(8) Uani 1 1 d . . . . .
H21A H 0.602488 0.476655 0.528301 0.124 Uiso 1 1 calc R U . . .
H21B H 0.643404 0.592706 0.555753 0.124 Uiso 1 1 calc R U . . .
H21C H 0.559859 0.555849 0.570058 0.124 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 N2 1.9853(18) . ?
Al1 N1 1.9040(17) . ?
Al1 C22 1.947(2) . ?
Al1 C23 1.963(2) . ?
N2 C16 1.343(3) . ?
N2 C20 1.345(3) . ?
N1 C1 1.360(2) . ?
N1 C15 1.476(2) . ?
C2 C3 1.466(3) . ?
C2 C1 1.360(3) . ?
C2 C14 1.469(3) . ?
C3 C8 1.410(3) . ?
C3 C4 1.397(3) . ?
C1 H1 0.9300 . ?
C16 C15 1.500(3) . ?
C16 C17 1.384(3) . ?
C8 C9 1.471(3) . ?
C8 C7 1.384(3) . ?
C15 H15 0.9800 . ?
C15 C21 1.525(3) . ?
C9 C14 1.406(3) . ?
C9 C10 1.387(3) . ?
C14 C13 1.401(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.375(3) . ?
C12 H12 0.9300 . ?
C12 C11 1.383(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.387(3) . ?
C11 H11 0.9300 . ?
C17 H17 0.9300 . ?
C17 C18 1.370(3) . ?
C20 H20 0.9300 . ?
C20 C19 1.361(3) . ?
C7 H7 0.9300 . ?
C7 C6 1.376(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.387(4) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C4 H4 0.9300 . ?
C4 C5 1.392(3) . ?
C19 H19 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C6 H6 0.9300 . ?
C6 C5 1.389(4) . ?
C5 H5 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 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 N2 84.18(7) . . ?
N1 Al1 C22 114.22(9) . . ?
N1 Al1 C23 119.62(10) . . ?
C22 Al1 N2 109.41(10) . . ?
C22 Al1 C23 118.54(10) . . ?
C23 Al1 N2 103.45(9) . . ?
C16 N2 Al1 113.63(14) . . ?
C16 N2 C20 119.67(19) . . ?
C20 N2 Al1 126.69(15) . . ?
C1 N1 Al1 124.34(13) . . ?
C1 N1 C15 114.86(15) . . ?
C15 N1 Al1 113.69(13) . . ?
C3 C2 C14 105.48(18) . . ?
C1 C2 C3 130.11(18) . . ?
C1 C2 C14 124.12(18) . . ?
C8 C3 C2 109.21(18) . . ?
C4 C3 C2 131.4(2) . . ?
C4 C3 C8 119.1(2) . . ?
N1 C1 C2 128.30(18) . . ?
N1 C1 H1 115.8 . . ?
C2 C1 H1 115.8 . . ?
N2 C16 C15 116.13(18) . . ?
N2 C16 C17 120.5(2) . . ?
C17 C16 C15 123.32(19) . . ?
C3 C8 C9 108.04(19) . . ?
C7 C8 C3 121.1(2) . . ?
C7 C8 C9 130.7(2) . . ?
N1 C15 C16 109.85(16) . . ?
N1 C15 H15 108.1 . . ?
N1 C15 C21 111.0(2) . . ?
C16 C15 H15 108.1 . . ?
C16 C15 C21 111.51(17) . . ?
C21 C15 H15 108.1 . . ?
C14 C9 C8 107.71(17) . . ?
C10 C9 C8 131.2(2) . . ?
C10 C9 C14 121.1(2) . . ?
C9 C14 C2 109.50(17) . . ?
C13 C14 C2 131.1(2) . . ?
C13 C14 C9 119.38(19) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 C14 118.8(2) . . ?
C12 C13 H13 120.6 . . ?
C13 C12 H12 119.2 . . ?
C13 C12 C11 121.7(2) . . ?
C11 C12 H12 119.2 . . ?
C9 C10 H10 120.7 . . ?
C9 C10 C11 118.6(2) . . ?
C11 C10 H10 120.7 . . ?
C12 C11 C10 120.5(2) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C16 C17 H17 120.2 . . ?
C18 C17 C16 119.6(2) . . ?
C18 C17 H17 120.2 . . ?
N2 C20 H20 119.0 . . ?
N2 C20 C19 122.1(2) . . ?
C19 C20 H20 119.0 . . ?
C8 C7 H7 120.4 . . ?
C6 C7 C8 119.1(2) . . ?
C6 C7 H7 120.4 . . ?
C17 C18 H18 120.4 . . ?
C17 C18 C19 119.3(2) . . ?
C19 C18 H18 120.4 . . ?
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 . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 119.1(2) . . ?
C5 C4 H4 120.5 . . ?
C20 C19 C18 118.8(2) . . ?
C20 C19 H19 120.6 . . ?
C18 C19 H19 120.6 . . ?
Al1 C23 H23A 109.5 . . ?
Al1 C23 H23B 109.5 . . ?
Al1 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C7 C6 H6 119.6 . . ?
C7 C6 C5 120.8(2) . . ?
C5 C6 H6 119.6 . . ?
C4 C5 H5 119.6 . . ?
C6 C5 C4 120.8(2) . . ?
C6 C5 H5 119.6 . . ?
C15 C21 H21A 109.5 . . ?
C15 C21 H21B 109.5 . . ?
C15 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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 N2 C16 C15 1.6(2) . . . . ?
Al1 N2 C16 C17 -178.39(15) . . . . ?
Al1 N2 C20 C19 179.78(17) . . . . ?
Al1 N1 C1 C2 -50.0(3) . . . . ?
Al1 N1 C15 C16 -16.8(2) . . . . ?
Al1 N1 C15 C21 106.96(18) . . . . ?
N2 C16 C15 N1 9.6(2) . . . . ?
N2 C16 C15 C21 -113.8(2) . . . . ?
N2 C16 C17 C18 -2.1(3) . . . . ?
N2 C20 C19 C18 -0.4(4) . . . . ?
C2 C3 C8 C9 -0.6(2) . . . . ?
C2 C3 C8 C7 176.29(19) . . . . ?
C2 C3 C4 C5 -174.3(2) . . . . ?
C2 C14 C13 C12 -178.4(2) . . . . ?
C3 C2 C1 N1 -18.4(4) . . . . ?
C3 C2 C14 C9 2.0(2) . . . . ?
C3 C2 C14 C13 -178.9(2) . . . . ?
C3 C8 C9 C14 1.9(2) . . . . ?
C3 C8 C9 C10 -180.0(2) . . . . ?
C3 C8 C7 C6 -0.8(3) . . . . ?
C3 C4 C5 C6 0.2(4) . . . . ?
C1 N1 C15 C16 135.09(17) . . . . ?
C1 N1 C15 C21 -101.1(2) . . . . ?
C1 C2 C3 C8 -174.8(2) . . . . ?
C1 C2 C3 C4 -1.9(4) . . . . ?
C1 C2 C14 C9 176.49(19) . . . . ?
C1 C2 C14 C13 -4.4(3) . . . . ?
C16 N2 C20 C19 -1.1(3) . . . . ?
C16 C17 C18 C19 0.6(3) . . . . ?
C8 C3 C4 C5 -2.0(3) . . . . ?
C8 C9 C14 C2 -2.4(2) . . . . ?
C8 C9 C14 C13 178.35(17) . . . . ?
C8 C9 C10 C11 -179.1(2) . . . . ?
C8 C7 C6 C5 -1.0(4) . . . . ?
C15 N1 C1 C2 161.5(2) . . . . ?
C15 C16 C17 C18 177.9(2) . . . . ?
C9 C8 C7 C6 175.3(2) . . . . ?
C9 C14 C13 C12 0.7(3) . . . . ?
C9 C10 C11 C12 1.6(3) . . . . ?
C14 C2 C3 C8 -0.8(2) . . . . ?
C14 C2 C3 C4 172.1(2) . . . . ?
C14 C2 C1 N1 168.5(2) . . . . ?
C14 C9 C10 C11 -1.1(3) . . . . ?
C14 C13 C12 C11 -0.2(3) . . . . ?
C13 C12 C11 C10 -1.0(4) . . . . ?
C10 C9 C14 C2 179.22(18) . . . . ?
C10 C9 C14 C13 0.0(3) . . . . ?
C17 C16 C15 N1 -170.42(18) . . . . ?
C17 C16 C15 C21 66.1(3) . . . . ?
C17 C18 C19 C20 0.6(4) . . . . ?
C20 N2 C16 C15 -177.68(17) . . . . ?
C20 N2 C16 C17 2.4(3) . . . . ?
C7 C8 C9 C14 -174.6(2) . . . . ?
C7 C8 C9 C10 3.5(4) . . . . ?
C7 C6 C5 C4 1.4(4) . . . . ?
C4 C3 C8 C9 -174.57(19) . . . . ?
C4 C3 C8 C7 2.4(3) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.250 0.184 1.000 15.7 0.0 ?
2 0.250 0.316 0.500 15.7 0.0 ?
3 0.750 0.684 0.500 15.7 0.0 ?
4 0.750 0.816 1.000 15.7 0.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.777
_oxdiff_exptl_absorpt_empirical_full_min 0.227
####################################################################### 
# 
# 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_d31-c6
_database_code_depnum_ccdc_archive 'CCDC 2311429'
loop_
_audit_author_name
_audit_author_address
'Chaoqun Wang'
;Fuyang Normal University
China
;
_audit_update_record             
;
2023-12-01 deposited with the CCDC.	2024-01-23 downloaded from the CCDC.
;
_audit_creation_date             2023-11-14
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H35 Al N2'
_chemical_formula_sum            'C26 H35 Al N2'
_chemical_formula_weight         402.54
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNAl
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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   23.2371(14)
_cell_length_b                   13.1513(6)
_cell_length_c                   15.8236(7)
_cell_angle_alpha                90
_cell_angle_beta                 100.535(5)
_cell_angle_gamma                90
_cell_volume                     4754.1(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7969
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.5080
_cell_measurement_theta_min      2.0240
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.987
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53227
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.125
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1744
_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  0.0593
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.913
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            29338
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.913
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.605
_diffrn_reflns_theta_min         2.117
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.913
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -57.00   0.00   0.50   22.00    --   24.18 -37.00  90.00  114
  2  ω     14.00  51.00   0.50   22.00    --   24.18-108.00 -16.00   74
  3  ω     39.00  91.00   0.50   22.00    --   24.18-178.00 -30.00  104
  4  ω     41.00 107.00   0.50   22.00    --   24.18-178.00 120.00  132
  5  ω     -4.00  22.00   0.50   22.00    --  -23.24 -99.00 150.00   52
  6  ω    -22.00  36.00   0.50   22.00    --  -23.24 -99.00  90.00  116
  7  ω    -56.00   0.00   0.50   22.00    --   24.18 -19.00 -60.00  112
  8  ω    -31.00   3.00   0.50   22.00    --   24.18 -19.00-120.00   68
  9  ω    -65.00  18.00   0.50   22.00    --   24.18 -37.00-150.00  166
 10  ω    -71.00 -46.00   0.50   22.00    --   24.18 -19.00-120.00   50
 11  ω    -87.00 -38.00   0.50   22.00    --  -23.24 108.00  80.00   98
 12  ω    -63.00  20.00   0.50   22.00    --   24.18 -37.00 150.00  166
 13  ω     47.00 104.00   0.50   22.00    --   24.18 178.00  90.00  114
 14  ω     82.00 107.00   0.50   22.00    --   24.18 178.00-150.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0255896000
_diffrn_orient_matrix_UB_12      -0.0102338000
_diffrn_orient_matrix_UB_13      -0.0307856000
_diffrn_orient_matrix_UB_21      -0.0160309000
_diffrn_orient_matrix_UB_22      0.0346211000
_diffrn_orient_matrix_UB_23      0.0211378000
_diffrn_orient_matrix_UB_31      0.0072542000
_diffrn_orient_matrix_UB_32      0.0401141000
_diffrn_orient_matrix_UB_33      -0.0261055000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4041
_reflns_number_total             6114
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.04
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         6114
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0895
_refine_ls_R_factor_gt           0.0574
_refine_ls_restrained_S_all      1.063
_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)+(0.0923P)²+0.9724P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1627
_refine_ls_wR_factor_ref         0.1787
_refine_special_details          ?
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uanis(C25) \\sim Ueq, Uanis(C26) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
2. Rigid body (RIGU) restrains
 C25, C26
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
3.a Ternary CH refined with riding coordinates:
 C15(H15), C20(H20)
3.b Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C25(H25A,
 H25B), C23(H23A,H23B)
3.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C13(H13), C4(H4), C7(H7), C10(H10), C12(H12), C6(H6), C5(H5), C11(H11)
3.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C24(H24A,H24B,H24C), C26(H26A,H26B,
 H26C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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 0.61333(2) 0.27504(4) 0.44513(3) 0.04959(18) Uani 1 1 d . . . . .
N1 N 0.63134(6) 0.39232(10) 0.51634(8) 0.0474(3) Uani 1 1 d . . . . .
N2 N 0.62822(7) 0.36611(12) 0.34719(9) 0.0543(4) Uani 1 1 d . . . . .
C1 C 0.66971(8) 0.39837(13) 0.59173(10) 0.0483(4) Uani 1 1 d . . . . .
H1 H 0.694457 0.454515 0.597422 0.058 Uiso 1 1 calc R U . . .
C15 C 0.62708(8) 0.48725(13) 0.46505(10) 0.0476(4) Uani 1 1 d . . . . .
H15 H 0.666807 0.512519 0.465503 0.057 Uiso 1 1 calc R U . . .
C2 C 0.67734(8) 0.33381(13) 0.66073(10) 0.0493(4) Uani 1 1 d . . . . .
C14 C 0.72651(8) 0.34056(14) 0.73306(10) 0.0510(4) Uani 1 1 d . . . . .
C20 C 0.59938(8) 0.46104(13) 0.37212(10) 0.0475(4) Uani 1 1 d . . . . .
H20 H 0.558526 0.443128 0.372740 0.057 Uiso 1 1 calc R U . . .
C3 C 0.64063(9) 0.24964(14) 0.68073(12) 0.0543(4) Uani 1 1 d . . . . .
C9 C 0.72093(9) 0.26306(15) 0.79299(12) 0.0593(5) Uani 1 1 d . . . . .
C8 C 0.66754(10) 0.20752(14) 0.76088(13) 0.0609(5) Uani 1 1 d . . . . .
C13 C 0.77428(9) 0.40698(16) 0.75011(12) 0.0605(5) Uani 1 1 d . . . . .
H13 H 0.778665 0.458290 0.711338 0.073 Uiso 1 1 calc R U . . .
C19 C 0.59781(9) 0.55401(15) 0.31376(11) 0.0597(5) Uani 1 1 d . . . . .
H19A H 0.637342 0.577586 0.313607 0.072 Uiso 1 1 calc R U . . .
H19B H 0.580073 0.535976 0.255357 0.072 Uiso 1 1 calc R U . . .
C16 C 0.59190(10) 0.57173(15) 0.49727(12) 0.0618(5) Uani 1 1 d . . . . .
H16A H 0.610160 0.590316 0.555319 0.074 Uiso 1 1 calc R U . . .
H16B H 0.552691 0.547451 0.498800 0.074 Uiso 1 1 calc R U . . .
C17 C 0.58839(11) 0.66523(15) 0.43919(13) 0.0675(5) Uani 1 1 d . . . . .
H17A H 0.564303 0.716705 0.459515 0.081 Uiso 1 1 calc R U . . .
H17B H 0.627291 0.693282 0.441879 0.081 Uiso 1 1 calc R U . . .
C4 C 0.58618(10) 0.21463(16) 0.63980(14) 0.0673(5) Uani 1 1 d . . . . .
H4 H 0.567539 0.243941 0.588579 0.081 Uiso 1 1 calc R U . . .
C18 C 0.56245(10) 0.63800(15) 0.34640(14) 0.0649(5) Uani 1 1 d . . . . .
H18A H 0.522299 0.615666 0.342846 0.078 Uiso 1 1 calc R U . . .
H18B H 0.562258 0.697761 0.310415 0.078 Uiso 1 1 calc R U . . .
C25 C 0.52869(10) 0.24080(17) 0.41408(16) 0.0716(6) Uani 1 1 d . U . . .
H25A H 0.509620 0.271530 0.457399 0.086 Uiso 1 1 calc R U . . .
H25B H 0.513740 0.275343 0.360390 0.086 Uiso 1 1 calc R U . . .
C7 C 0.63998(13) 0.12785(16) 0.79656(16) 0.0791(7) Uani 1 1 d . . . . .
H7 H 0.657187 0.099503 0.848949 0.095 Uiso 1 1 calc R U . . .
C10 C 0.76299(12) 0.2544(2) 0.86885(14) 0.0789(7) Uani 1 1 d . . . . .
H10 H 0.759480 0.204004 0.908852 0.095 Uiso 1 1 calc R U . . .
C21 C 0.69182(10) 0.38076(18) 0.34782(16) 0.0746(6) Uani 1 1 d . . . . .
H21A H 0.711651 0.394039 0.405486 0.112 Uiso 1 1 calc R U . . .
H21B H 0.697195 0.437291 0.311675 0.112 Uiso 1 1 calc R U . . .
H21C H 0.707637 0.320400 0.326717 0.112 Uiso 1 1 calc R U . . .
C12 C 0.81477(11) 0.39570(19) 0.82486(14) 0.0776(6) Uani 1 1 d . . . . .
H12 H 0.846573 0.439725 0.836063 0.093 Uiso 1 1 calc R U . . .
C6 C 0.58699(14) 0.09187(17) 0.75313(19) 0.0886(8) Uani 1 1 d . . . . .
H6 H 0.569144 0.037557 0.775781 0.106 Uiso 1 1 calc R U . . .
C5 C 0.56005(12) 0.13510(18) 0.67668(18) 0.0838(7) Uani 1 1 d . . . . .
H5 H 0.523840 0.110674 0.649373 0.101 Uiso 1 1 calc R U . . .
C11 C 0.80902(13) 0.3206(2) 0.88316(15) 0.0887(8) Uani 1 1 d . . . . .
H11 H 0.836927 0.314788 0.933173 0.106 Uiso 1 1 calc R U . . .
C23 C 0.67311(12) 0.16767(18) 0.46096(18) 0.0846(7) Uani 1 1 d . . . . .
H23A H 0.684912 0.158231 0.405764 0.102 Uiso 1 1 calc R U . . .
H23B H 0.706854 0.194828 0.499591 0.102 Uiso 1 1 calc R U . . .
C22 C 0.59951(13) 0.33012(19) 0.26028(13) 0.0853(7) Uani 1 1 d . . . . .
H22A H 0.611085 0.261248 0.252195 0.128 Uiso 1 1 calc R U . . .
H22B H 0.611199 0.372726 0.217142 0.128 Uiso 1 1 calc R U . . .
H22C H 0.557769 0.333207 0.255577 0.128 Uiso 1 1 calc R U . . .
C24 C 0.66242(14) 0.0660(2) 0.4929(2) 0.1070(10) Uani 1 1 d . . . . .
H24A H 0.630347 0.034846 0.454815 0.161 Uiso 1 1 calc R U . . .
H24B H 0.653029 0.071448 0.549321 0.161 Uiso 1 1 calc R U . . .
H24C H 0.696896 0.025006 0.495417 0.161 Uiso 1 1 calc R U . . .
C26 C 0.50837(17) 0.1364(3) 0.4040(4) 0.187(3) Uani 1 1 d . U . . .
H26A H 0.516789 0.109258 0.351316 0.281 Uiso 1 1 calc R U . . .
H26B H 0.466914 0.134450 0.402668 0.281 Uiso 1 1 calc R U . . .
H26C H 0.527967 0.096516 0.451491 0.281 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 1.9109(15) . ?
Al1 N2 2.0377(16) . ?
Al1 C25 1.990(2) . ?
Al1 C23 1.964(2) . ?
N1 C1 1.355(2) . ?
N1 C15 1.482(2) . ?
N2 C20 1.503(2) . ?
N2 C21 1.489(3) . ?
N2 C22 1.492(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.369(2) . ?
C15 H15 0.9800 . ?
C15 C20 1.533(2) . ?
C15 C16 1.521(3) . ?
C2 C14 1.465(2) . ?
C2 C3 1.467(2) . ?
C14 C9 1.414(3) . ?
C14 C13 1.400(3) . ?
C20 H20 0.9800 . ?
C20 C19 1.529(2) . ?
C3 C8 1.420(3) . ?
C3 C4 1.390(3) . ?
C9 C8 1.449(3) . ?
C9 C10 1.407(3) . ?
C8 C7 1.400(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.378(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C18 1.522(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.528(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.524(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.390(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C26 1.451(4) . ?
C7 H7 0.9300 . ?
C7 C6 1.379(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.366(4) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C12 H12 0.9300 . ?
C12 C11 1.375(4) . ?
C6 H6 0.9300 . ?
C6 C5 1.379(4) . ?
C5 H5 0.9300 . ?
C11 H11 0.9300 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.467(4) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 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 N2 85.68(6) . . ?
N1 Al1 C25 115.36(9) . . ?
N1 Al1 C23 115.57(10) . . ?
C25 Al1 N2 104.05(8) . . ?
C23 Al1 N2 107.76(9) . . ?
C23 Al1 C25 120.85(11) . . ?
C1 N1 Al1 127.19(12) . . ?
C1 N1 C15 113.57(13) . . ?
C15 N1 Al1 111.81(10) . . ?
C20 N2 Al1 98.21(9) . . ?
C21 N2 Al1 112.17(12) . . ?
C21 N2 C20 112.36(15) . . ?
C21 N2 C22 108.87(17) . . ?
C22 N2 Al1 113.90(13) . . ?
C22 N2 C20 111.09(16) . . ?
N1 C1 H1 115.3 . . ?
N1 C1 C2 129.37(16) . . ?
C2 C1 H1 115.3 . . ?
N1 C15 H15 108.2 . . ?
N1 C15 C20 108.07(13) . . ?
N1 C15 C16 114.69(14) . . ?
C20 C15 H15 108.2 . . ?
C16 C15 H15 108.2 . . ?
C16 C15 C20 109.19(15) . . ?
C1 C2 C14 123.67(16) . . ?
C1 C2 C3 130.14(17) . . ?
C14 C2 C3 106.17(15) . . ?
C9 C14 C2 109.04(17) . . ?
C13 C14 C2 131.80(16) . . ?
C13 C14 C9 119.16(17) . . ?
N2 C20 C15 108.02(13) . . ?
N2 C20 H20 106.4 . . ?
N2 C20 C19 117.92(14) . . ?
C15 C20 H20 106.4 . . ?
C19 C20 C15 111.05(14) . . ?
C19 C20 H20 106.4 . . ?
C8 C3 C2 107.97(18) . . ?
C4 C3 C2 131.68(18) . . ?
C4 C3 C8 120.11(18) . . ?
C14 C9 C8 107.79(16) . . ?
C10 C9 C14 119.7(2) . . ?
C10 C9 C8 132.4(2) . . ?
C3 C8 C9 109.00(17) . . ?
C7 C8 C3 119.5(2) . . ?
C7 C8 C9 131.4(2) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 C14 119.4(2) . . ?
C12 C13 H13 120.3 . . ?
C20 C19 H19A 109.8 . . ?
C20 C19 H19B 109.8 . . ?
H19A C19 H19B 108.3 . . ?
C18 C19 C20 109.29(15) . . ?
C18 C19 H19A 109.8 . . ?
C18 C19 H19B 109.8 . . ?
C15 C16 H16A 109.4 . . ?
C15 C16 H16B 109.4 . . ?
C15 C16 C17 111.03(15) . . ?
H16A C16 H16B 108.0 . . ?
C17 C16 H16A 109.4 . . ?
C17 C16 H16B 109.4 . . ?
C16 C17 H17A 109.4 . . ?
C16 C17 H17B 109.4 . . ?
H17A C17 H17B 108.0 . . ?
C18 C17 C16 111.01(16) . . ?
C18 C17 H17A 109.4 . . ?
C18 C17 H17B 109.4 . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 118.9(2) . . ?
C5 C4 H4 120.5 . . ?
C19 C18 C17 110.75(17) . . ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 108.1 . . ?
Al1 C25 H25A 106.9 . . ?
Al1 C25 H25B 106.9 . . ?
H25A C25 H25B 106.7 . . ?
C26 C25 Al1 121.9(2) . . ?
C26 C25 H25A 106.9 . . ?
C26 C25 H25B 106.9 . . ?
C8 C7 H7 120.4 . . ?
C6 C7 C8 119.2(2) . . ?
C6 C7 H7 120.4 . . ?
C9 C10 H10 120.3 . . ?
C11 C10 C9 119.4(2) . . ?
C11 C10 H10 120.3 . . ?
N2 C21 H21A 109.5 . . ?
N2 C21 H21B 109.5 . . ?
N2 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C13 C12 H12 119.4 . . ?
C11 C12 C13 121.2(2) . . ?
C11 C12 H12 119.4 . . ?
C7 C6 H6 119.5 . . ?
C5 C6 C7 121.1(2) . . ?
C5 C6 H6 119.5 . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 121.0(3) . . ?
C6 C5 H5 119.5 . . ?
C10 C11 C12 121.1(2) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
Al1 C23 H23A 106.7 . . ?
Al1 C23 H23B 106.7 . . ?
H23A C23 H23B 106.6 . . ?
C24 C23 Al1 122.6(2) . . ?
C24 C23 H23A 106.7 . . ?
C24 C23 H23B 106.7 . . ?
N2 C22 H22A 109.5 . . ?
N2 C22 H22B 109.5 . . ?
N2 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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 -45.5(3) . . . . ?
Al1 N1 C15 C20 9.44(17) . . . . ?
Al1 N1 C15 C16 131.48(14) . . . . ?
Al1 N2 C20 C15 54.86(14) . . . . ?
Al1 N2 C20 C19 -178.27(13) . . . . ?
N1 C1 C2 C14 170.07(17) . . . . ?
N1 C1 C2 C3 -11.9(3) . . . . ?
N1 C15 C20 N2 -44.93(18) . . . . ?
N1 C15 C20 C19 -175.69(14) . . . . ?
N1 C15 C16 C17 -178.37(15) . . . . ?
N2 C20 C19 C18 175.27(16) . . . . ?
C1 N1 C15 C20 161.69(15) . . . . ?
C1 N1 C15 C16 -76.3(2) . . . . ?
C1 C2 C14 C9 179.79(16) . . . . ?
C1 C2 C14 C13 -0.2(3) . . . . ?
C1 C2 C3 C8 -179.12(18) . . . . ?
C1 C2 C3 C4 -4.9(3) . . . . ?
C15 N1 C1 C2 167.33(17) . . . . ?
C15 C20 C19 C18 -59.3(2) . . . . ?
C15 C16 C17 C18 56.5(2) . . . . ?
C2 C14 C9 C8 -1.4(2) . . . . ?
C2 C14 C9 C10 -179.51(18) . . . . ?
C2 C14 C13 C12 179.90(19) . . . . ?
C2 C3 C8 C9 0.0(2) . . . . ?
C2 C3 C8 C7 177.58(17) . . . . ?
C2 C3 C4 C5 -176.49(19) . . . . ?
C14 C2 C3 C8 -0.9(2) . . . . ?
C14 C2 C3 C4 173.3(2) . . . . ?
C14 C9 C8 C3 0.8(2) . . . . ?
C14 C9 C8 C7 -176.3(2) . . . . ?
C14 C9 C10 C11 -0.6(3) . . . . ?
C14 C13 C12 C11 -0.2(3) . . . . ?
C20 C15 C16 C17 -56.9(2) . . . . ?
C20 C19 C18 C17 57.6(2) . . . . ?
C3 C2 C14 C9 1.39(19) . . . . ?
C3 C2 C14 C13 -178.64(19) . . . . ?
C3 C8 C7 C6 -0.1(3) . . . . ?
C3 C4 C5 C6 0.8(3) . . . . ?
C9 C14 C13 C12 -0.1(3) . . . . ?
C9 C8 C7 C6 176.7(2) . . . . ?
C9 C10 C11 C12 0.2(4) . . . . ?
C8 C3 C4 C5 -2.9(3) . . . . ?
C8 C9 C10 C11 -178.2(2) . . . . ?
C8 C7 C6 C5 -2.0(4) . . . . ?
C13 C14 C9 C8 178.65(16) . . . . ?
C13 C14 C9 C10 0.5(3) . . . . ?
C13 C12 C11 C10 0.2(4) . . . . ?
C16 C15 C20 N2 -170.29(14) . . . . ?
C16 C15 C20 C19 58.94(19) . . . . ?
C16 C17 C18 C19 -56.7(2) . . . . ?
C4 C3 C8 C9 -174.96(17) . . . . ?
C4 C3 C8 C7 2.6(3) . . . . ?
C7 C6 C5 C4 1.7(4) . . . . ?
C10 C9 C8 C3 178.6(2) . . . . ?
C10 C9 C8 C7 1.5(4) . . . . ?
C21 N2 C20 C15 -63.28(18) . . . . ?
C21 N2 C20 C19 63.6(2) . . . . ?
C22 N2 C20 C15 174.48(16) . . . . ?
C22 N2 C20 C19 -58.6(2) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.072 0.395 0.458 12.1 0.0 ?
2 0.072 0.605 0.958 12.1 0.0 ?
3 0.428 0.105 0.542 12.1 0.0 ?
4 0.428 0.895 0.042 12.1 0.0 ?
5 0.572 0.105 0.958 12.1 0.0 ?
6 0.572 0.895 0.458 12.1 0.0 ?
7 0.928 0.395 0.042 12.1 0.0 ?
8 0.928 0.605 0.542 12.1 0.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.501
_oxdiff_exptl_absorpt_empirical_full_min 0.373
####################################################################### 
# 
# 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_exp_276
_database_code_depnum_ccdc_archive 'CCDC 2311430'
loop_
_audit_author_name
_audit_author_address
'Chaoqun Wang'
;Fuyang Normal University
China
;
_audit_update_record             
;
2023-12-01 deposited with the CCDC.	2024-01-23 downloaded from the CCDC.
;
_audit_creation_date             2023-11-14
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H19 Al N2'
_chemical_formula_sum            'C21 H19 Al N2'
_chemical_formula_weight         326.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNAl
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                   12.9752(7)
_cell_length_b                   7.9387(4)
_cell_length_c                   17.5169(9)
_cell_angle_alpha                90
_cell_angle_beta                 94.684(5)
_cell_angle_gamma                90
_cell_volume                     1798.32(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4151
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.4130
_cell_measurement_theta_min      2.3300
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41607
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.13
_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  0.0274
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.864
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            10961
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.864
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.639
_diffrn_reflns_theta_min         2.035
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.864
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -49.00  58.00   0.50    7.08    --  -23.24   3.00  20.00  214
  2  ω    -17.00  21.00   0.50    7.08    --  -23.24 -99.00  30.00   76
  3  ω    -15.00  12.00   0.50    7.08    --  -23.24 -99.00 -60.00   54
  4  ω   -124.00 -46.00   0.50    7.08    --  -23.24  -3.00-157.00  156
  5  ω     59.00 107.00   0.50    7.08    --   24.18 178.00-180.00   96
  6  ω     63.00  98.00   0.50    7.08    --   24.18 178.00 -90.00   70
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0244710000
_diffrn_orient_matrix_UB_12      0.0013416000
_diffrn_orient_matrix_UB_13      -0.0347862000
_diffrn_orient_matrix_UB_21      0.0490918000
_diffrn_orient_matrix_UB_22      -0.0034420000
_diffrn_orient_matrix_UB_23      0.0209787000
_diffrn_orient_matrix_UB_31      -0.0015299000
_diffrn_orient_matrix_UB_32      -0.0891914000
_diffrn_orient_matrix_UB_33      -0.0013033000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2924
_reflns_number_total             4378
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5-alpha (Bourhis et al., 2015)'
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         4378
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0753
_refine_ls_R_factor_gt           0.0479
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          1.543
_refine_ls_shift/su_mean         0.041
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0769P)²+0.0432P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1312
_refine_ls_wR_factor_ref         0.1464
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C4(H4), C3(H3), C18(H18), C9(H9), C15(H15), C12(H12), C2(H2), C1(H1),
 C16(H16), C17(H17), C10(H10), C11(H11)
1.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.25370(4) 0.75952(7) 0.43810(3) 0.05349(18) Uani 1 1 d . . . . .
N2 N 0.38334(10) 0.69880(15) 0.49631(7) 0.0450(3) Uani 1 1 d . . . . .
N1 N 0.37340(12) 0.86610(17) 0.39546(8) 0.0547(4) Uani 1 1 d . . . . .
C5 C 0.44057(13) 0.79691(18) 0.44986(9) 0.0450(4) Uani 1 1 d . . . . .
C6 C 0.42929(12) 0.63268(17) 0.56250(9) 0.0446(4) Uani 1 1 d . . . . .
H6 H 0.498835 0.658983 0.573110 0.053 Uiso 1 1 calc R U . . .
C7 C 0.38717(12) 0.53379(18) 0.61488(9) 0.0448(4) Uani 1 1 d . . . . .
C8 C 0.44574(13) 0.47814(19) 0.68617(9) 0.0486(4) Uani 1 1 d . . . . .
C19 C 0.28398(13) 0.45785(18) 0.61622(9) 0.0481(4) Uani 1 1 d . . . . .
C4 C 0.54642(13) 0.83002(19) 0.45159(10) 0.0492(4) Uani 1 1 d . . . . .
H4 H 0.592592 0.784266 0.489407 0.059 Uiso 1 1 calc R U . . .
C14 C 0.28104(14) 0.36575(18) 0.68533(10) 0.0517(4) Uani 1 1 d . . . . .
C13 C 0.38117(15) 0.37737(19) 0.72829(10) 0.0528(4) Uani 1 1 d . . . . .
C3 C 0.58007(16) 0.9327(2) 0.39540(11) 0.0618(5) Uani 1 1 d . . . . .
H3 H 0.650145 0.957243 0.395310 0.074 Uiso 1 1 calc R U . . .
C18 C 0.19812(15) 0.4552(2) 0.56403(12) 0.0605(5) Uani 1 1 d . . . . .
H18 H 0.198954 0.513685 0.518071 0.073 Uiso 1 1 calc R U . . .
C9 C 0.54736(15) 0.5065(2) 0.71479(11) 0.0613(5) Uani 1 1 d . . . . .
H9 H 0.590703 0.573974 0.688070 0.074 Uiso 1 1 calc R U . . .
C15 C 0.19241(17) 0.2777(2) 0.70077(13) 0.0671(5) Uani 1 1 d . . . . .
H15 H 0.190309 0.218797 0.746505 0.081 Uiso 1 1 calc R U . . .
C12 C 0.41863(19) 0.3057(2) 0.79734(11) 0.0678(5) Uani 1 1 d . . . . .
H12 H 0.375970 0.239013 0.824975 0.081 Uiso 1 1 calc R U . . .
C2 C 0.51120(18) 1.0000(2) 0.33905(12) 0.0702(6) Uani 1 1 d . . . . .
H2 H 0.534437 1.068189 0.300856 0.084 Uiso 1 1 calc R U . . .
C1 C 0.40876(18) 0.9643(2) 0.34060(11) 0.0690(5) Uani 1 1 d . . . . .
H1 H 0.362034 1.008929 0.302840 0.083 Uiso 1 1 calc R U . . .
C16 C 0.10828(18) 0.2784(2) 0.64822(14) 0.0746(6) Uani 1 1 d . . . . .
H16 H 0.048974 0.219553 0.658463 0.090 Uiso 1 1 calc R U . . .
C17 C 0.11067(16) 0.3655(2) 0.58012(13) 0.0718(6) Uani 1 1 d . . . . .
H17 H 0.053177 0.364099 0.544750 0.086 Uiso 1 1 calc R U . . .
C10 C 0.58332(18) 0.4328(3) 0.78384(12) 0.0738(6) Uani 1 1 d . . . . .
H10 H 0.651493 0.450313 0.802898 0.089 Uiso 1 1 calc R U . . .
C11 C 0.5198(2) 0.3346(3) 0.82445(12) 0.0787(6) Uani 1 1 d . . . . .
H11 H 0.545389 0.287047 0.870699 0.094 Uiso 1 1 calc R U . . .
C20 C 0.16693(17) 0.9128(3) 0.49079(12) 0.0769(6) Uani 1 1 d . . . . .
H20A H 0.163665 0.876187 0.542764 0.115 Uiso 1 1 calc R U . . .
H20B H 0.098584 0.913796 0.465272 0.115 Uiso 1 1 calc R U . . .
H20C H 0.195655 1.024210 0.490374 0.115 Uiso 1 1 calc R U . . .
C21 C 0.19285(17) 0.5976(3) 0.36389(12) 0.0819(7) Uani 1 1 d . . . . .
H21A H 0.193587 0.643387 0.313209 0.123 Uiso 1 1 calc R U . . .
H21B H 0.122824 0.574700 0.374588 0.123 Uiso 1 1 calc R U . . .
H21C H 0.232155 0.495083 0.367322 0.123 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 N2 1.9548(14) . ?
Al1 N1 1.9687(15) . ?
Al1 C5 2.4347(17) . ?
Al1 C20 1.942(2) . ?
Al1 C21 1.949(2) . ?
N2 C5 1.3852(19) . ?
N2 C6 1.365(2) . ?
N1 C5 1.354(2) . ?
N1 C1 1.347(2) . ?
C5 C4 1.396(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.356(2) . ?
C7 C8 1.476(2) . ?
C7 C19 1.470(2) . ?
C8 C13 1.410(2) . ?
C8 C9 1.390(2) . ?
C19 C14 1.417(2) . ?
C19 C18 1.382(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.376(2) . ?
C14 C13 1.450(3) . ?
C14 C15 1.391(2) . ?
C13 C12 1.388(2) . ?
C3 H3 0.9300 . ?
C3 C2 1.383(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.388(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.390(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.369(3) . ?
C12 H12 0.9300 . ?
C12 C11 1.378(3) . ?
C2 H2 0.9300 . ?
C2 C1 1.361(3) . ?
C1 H1 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.382(3) . ?
C17 H17 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.375(3) . ?
C11 H11 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9601 . ?
C21 H21B 0.9601 . ?
C21 H21C 0.9601 . ?

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 68.41(6) . . ?
N2 Al1 C5 34.65(5) . . ?
N1 Al1 C5 33.76(6) . . ?
C20 Al1 N2 114.47(8) . . ?
C20 Al1 N1 114.65(9) . . ?
C20 Al1 C5 119.70(8) . . ?
C20 Al1 C21 120.75(11) . . ?
C21 Al1 N2 118.03(9) . . ?
C21 Al1 N1 108.64(8) . . ?
C21 Al1 C5 118.90(8) . . ?
C5 N2 Al1 91.99(10) . . ?
C6 N2 Al1 146.68(11) . . ?
C6 N2 C5 119.82(14) . . ?
C5 N1 Al1 92.35(10) . . ?
C1 N1 Al1 147.65(15) . . ?
C1 N1 C5 119.99(16) . . ?
N2 C5 Al1 53.36(8) . . ?
N2 C5 C4 131.81(16) . . ?
N1 C5 Al1 53.89(8) . . ?
N1 C5 N2 107.24(14) . . ?
N1 C5 C4 120.95(15) . . ?
C4 C5 Al1 174.75(13) . . ?
N2 C6 H6 115.6 . . ?
C7 C6 N2 128.70(15) . . ?
C7 C6 H6 115.7 . . ?
C6 C7 C8 122.53(15) . . ?
C6 C7 C19 131.77(15) . . ?
C19 C7 C8 105.69(13) . . ?
C13 C8 C7 109.01(15) . . ?
C9 C8 C7 131.63(16) . . ?
C9 C8 C13 119.35(16) . . ?
C14 C19 C7 108.26(15) . . ?
C18 C19 C7 132.94(15) . . ?
C18 C19 C14 118.73(16) . . ?
C5 C4 H4 121.1 . . ?
C3 C4 C5 117.71(17) . . ?
C3 C4 H4 121.2 . . ?
C19 C14 C13 108.96(14) . . ?
C15 C14 C19 120.37(18) . . ?
C15 C14 C13 130.61(17) . . ?
C8 C13 C14 108.07(14) . . ?
C12 C13 C8 120.52(18) . . ?
C12 C13 C14 131.39(17) . . ?
C4 C3 H3 119.5 . . ?
C4 C3 C2 120.98(18) . . ?
C2 C3 H3 119.5 . . ?
C19 C18 H18 120.0 . . ?
C19 C18 C17 120.10(18) . . ?
C17 C18 H18 120.0 . . ?
C8 C9 H9 120.4 . . ?
C10 C9 C8 119.1(2) . . ?
C10 C9 H9 120.4 . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.59(19) . . ?
C16 C15 H15 120.2 . . ?
C13 C12 H12 120.4 . . ?
C11 C12 C13 119.2(2) . . ?
C11 C12 H12 120.4 . . ?
C3 C2 H2 120.6 . . ?
C1 C2 C3 118.71(17) . . ?
C1 C2 H2 120.6 . . ?
N1 C1 C2 121.6(2) . . ?
N1 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.63(19) . . ?
C17 C16 H16 119.7 . . ?
C18 C17 H17 119.7 . . ?
C16 C17 C18 120.6(2) . . ?
C16 C17 H17 119.7 . . ?
C9 C10 H10 119.4 . . ?
C11 C10 C9 121.1(2) . . ?
C11 C10 H10 119.4 . . ?
C12 C11 H11 119.7 . . ?
C10 C11 C12 120.7(2) . . ?
C10 C11 H11 119.6 . . ?
Al1 C20 H20A 109.5 . . ?
Al1 C20 H20B 109.5 . . ?
Al1 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 . . ?

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 N2 C5 N1 -1.17(12) . . . . ?
Al1 N2 C5 C4 178.84(15) . . . . ?
Al1 N2 C6 C7 19.5(3) . . . . ?
Al1 N1 C5 N2 1.16(12) . . . . ?
Al1 N1 C5 C4 -178.85(12) . . . . ?
Al1 N1 C1 C2 -179.87(16) . . . . ?
N2 C5 C4 C3 178.86(15) . . . . ?
N2 C6 C7 C8 -176.96(14) . . . . ?
N2 C6 C7 C19 4.3(3) . . . . ?
N1 C5 C4 C3 -1.1(2) . . . . ?
C5 N2 C6 C7 -179.57(14) . . . . ?
C5 N1 C1 C2 -1.5(3) . . . . ?
C5 C4 C3 C2 -0.3(2) . . . . ?
C6 N2 C5 Al1 -169.63(15) . . . . ?
C6 N2 C5 N1 -170.80(13) . . . . ?
C6 N2 C5 C4 9.2(2) . . . . ?
C6 C7 C8 C13 -179.91(14) . . . . ?
C6 C7 C8 C9 -0.9(3) . . . . ?
C6 C7 C19 C14 -179.85(15) . . . . ?
C6 C7 C19 C18 3.4(3) . . . . ?
C7 C8 C13 C14 0.20(17) . . . . ?
C7 C8 C13 C12 178.57(14) . . . . ?
C7 C8 C9 C10 -178.05(16) . . . . ?
C7 C19 C14 C13 -1.20(17) . . . . ?
C7 C19 C14 C15 -178.70(14) . . . . ?
C7 C19 C18 C17 177.34(17) . . . . ?
C8 C7 C19 C14 1.28(16) . . . . ?
C8 C7 C19 C18 -175.47(17) . . . . ?
C8 C13 C12 C11 0.2(3) . . . . ?
C8 C9 C10 C11 -0.8(3) . . . . ?
C19 C7 C8 C13 -0.91(16) . . . . ?
C19 C7 C8 C9 178.11(17) . . . . ?
C19 C14 C13 C8 0.62(17) . . . . ?
C19 C14 C13 C12 -177.51(17) . . . . ?
C19 C14 C15 C16 1.0(3) . . . . ?
C19 C18 C17 C16 0.1(3) . . . . ?
C4 C3 C2 C1 0.8(3) . . . . ?
C14 C19 C18 C17 0.9(3) . . . . ?
C14 C13 C12 C11 178.11(18) . . . . ?
C14 C15 C16 C17 0.0(3) . . . . ?
C13 C8 C9 C10 0.9(3) . . . . ?
C13 C14 C15 C16 -175.90(17) . . . . ?
C13 C12 C11 C10 -0.1(3) . . . . ?
C3 C2 C1 N1 0.1(3) . . . . ?
C18 C19 C14 C13 176.10(14) . . . . ?
C18 C19 C14 C15 -1.4(2) . . . . ?
C9 C8 C13 C14 -178.96(14) . . . . ?
C9 C8 C13 C12 -0.6(2) . . . . ?
C9 C10 C11 C12 0.4(3) . . . . ?
C15 C14 C13 C8 177.78(16) . . . . ?
C15 C14 C13 C12 -0.4(3) . . . . ?
C15 C16 C17 C18 -0.5(3) . . . . ?
C1 N1 C5 Al1 -179.11(18) . . . . ?
C1 N1 C5 N2 -177.95(15) . . . . ?
C1 N1 C5 C4 2.0(2) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.237 0.714 0.098 10.0 0.2 ?
2 0.263 0.214 0.402 10.0 0.2 ?
3 0.737 0.786 0.598 10.0 0.2 ?
4 0.763 0.286 0.902 10.0 0.2 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.167
_oxdiff_exptl_absorpt_empirical_full_min 0.530
