# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2025

####################################################################### 
# 
# 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. 
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data_ys30_1
_database_code_depnum_ccdc_archive 'CCDC 2254965'
loop_
_audit_author_name
_audit_author_address
'Yu-Chia Su'
;National Chung Hsing University
Taiwan
;
_audit_update_record             
;
2023-04-09 deposited with the CCDC.	2025-09-30 downloaded from the CCDC.
;
_audit_creation_date             2023-04-09
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H29 Al N2 O'
_chemical_formula_sum            'C19 H29 Al N2 O'
_chemical_formula_weight         328.42
_chemical_absolute_configuration ?
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   10.2195(7)
_cell_length_b                   13.0429(9)
_cell_length_c                   13.6207(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1815.5(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9069
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.4765
_cell_measurement_theta_min      2.162
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_T_max  0.9190
_exptl_absorpt_correction_T_min  0.8819
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS, 2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       columnar
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            23632
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.280
_diffrn_reflns_theta_min         2.162
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.765
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                4124
_reflns_number_total             4512
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V7.68A (Bruker AXS, 2009)'
_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 
;
 Flack x determined using 1671 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         4512
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0365
_refine_ls_R_factor_gt           0.0309
_refine_ls_restrained_S_all      1.052
_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)+(0.0390P)²+0.2520P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0744
_refine_ls_wR_factor_ref         0.0779
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C11(H11A,H11B), C12(H12A,
 H12B), C13(H13A,H13B), C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C3(H3), C10(H10), C9(H9)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C19(H19A,H19B,H19C), C18(H18A,H18B,H18C)
;
_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 0.77430(5) 0.66917(4) 0.13846(4) 0.02100(13) Uani 1 1 d . . . . .
O1 O 0.75667(13) 0.69263(10) 0.27605(9) 0.0259(3) Uani 1 1 d . . . . .
N2 N 0.74451(15) 0.62221(11) -0.02047(10) 0.0213(3) Uani 1 1 d . . . . .
N1 N 0.61017(15) 0.58959(11) 0.14260(11) 0.0219(3) Uani 1 1 d . . . . .
C15 C 0.7368(2) 0.65817(16) -0.23612(14) 0.0313(4) Uani 1 1 d . . . . .
H15A H 0.763278 0.730811 -0.243231 0.038 Uiso 1 1 calc R . . . .
H15B H 0.720075 0.630175 -0.302496 0.038 Uiso 1 1 calc R . . . .
C16 C 0.8465(2) 0.59805(16) -0.18753(14) 0.0301(4) Uani 1 1 d . . . . .
H16A H 0.929040 0.610114 -0.223830 0.036 Uiso 1 1 calc R . . . .
H16B H 0.826395 0.523906 -0.191157 0.036 Uiso 1 1 calc R . . . .
C17 C 0.86540(19) 0.62858(15) -0.08031(14) 0.0270(4) Uani 1 1 d . . . . .
H17A H 0.932630 0.583474 -0.050774 0.032 Uiso 1 1 calc R . . . .
H17B H 0.898888 0.699757 -0.077791 0.032 Uiso 1 1 calc R . . . .
C4 C 0.64762(19) 0.70634(13) 0.32210(13) 0.0220(4) Uani 1 1 d . . . . .
C5 C 0.65418(19) 0.76560(13) 0.41590(14) 0.0233(4) Uani 1 1 d . . . . .
C6 C 0.75003(19) 0.84057(14) 0.42765(14) 0.0281(4) Uani 1 1 d . . . . .
H6 H 0.815222 0.849574 0.378688 0.034 Uiso 1 1 calc R . . . .
C7 C 0.7504(2) 0.90233(15) 0.51106(16) 0.0336(5) Uani 1 1 d . . . . .
H7 H 0.815524 0.953727 0.518593 0.040 Uiso 1 1 calc R . . . .
C8 C 0.6563(2) 0.88906(16) 0.58301(15) 0.0344(5) Uani 1 1 d . . . . .
H8 H 0.656029 0.932168 0.639226 0.041 Uiso 1 1 calc R . . . .
C2 C 0.51404(18) 0.60715(14) 0.20436(13) 0.0224(4) Uani 1 1 d . . . . .
C3 C 0.52902(18) 0.67063(15) 0.28852(13) 0.0242(4) Uani 1 1 d . . . . .
H3 H 0.452483 0.689540 0.323726 0.029 Uiso 1 1 calc R . . . .
C10 C 0.5618(2) 0.75195(16) 0.49026(15) 0.0290(4) Uani 1 1 d . . . . .
H10 H 0.497357 0.699893 0.483860 0.035 Uiso 1 1 calc R . . . .
C9 C 0.5629(2) 0.81331(17) 0.57324(15) 0.0334(5) Uani 1 1 d . . . . .
H9 H 0.499481 0.803296 0.623324 0.040 Uiso 1 1 calc R . . . .
C1 C 0.38229(19) 0.55738(16) 0.19078(15) 0.0299(4) Uani 1 1 d . . . . .
H1A H 0.345698 0.577653 0.127175 0.045 Uiso 1 1 calc GR . . . .
H1B H 0.323320 0.579417 0.243449 0.045 Uiso 1 1 calc GR . . . .
H1C H 0.392121 0.482667 0.192887 0.045 Uiso 1 1 calc GR . . . .
C11 C 0.5869(2) 0.51393(15) 0.06379(14) 0.0272(4) Uani 1 1 d . . . . .
H11A H 0.506123 0.531706 0.027498 0.033 Uiso 1 1 calc R . . . .
H11B H 0.575736 0.444749 0.092492 0.033 Uiso 1 1 calc R . . . .
C12 C 0.7031(2) 0.51448(14) -0.00558(14) 0.0261(4) Uani 1 1 d . . . . .
H12A H 0.775927 0.474132 0.022778 0.031 Uiso 1 1 calc R . . . .
H12B H 0.678298 0.483310 -0.069186 0.031 Uiso 1 1 calc R . . . .
C19 C 0.94094(19) 0.59143(14) 0.15194(15) 0.0273(4) Uani 1 1 d . . . . .
H19A H 0.976082 0.601048 0.218245 0.041 Uiso 1 1 calc GR . . . .
H19B H 1.004355 0.616585 0.103645 0.041 Uiso 1 1 calc GR . . . .
H19C H 0.924418 0.518374 0.140562 0.041 Uiso 1 1 calc GR . . . .
C18 C 0.7645(2) 0.81789(14) 0.10599(14) 0.0266(4) Uani 1 1 d . . . . .
H18A H 0.672740 0.837894 0.097585 0.040 Uiso 1 1 calc GR . . . .
H18B H 0.812490 0.831026 0.044983 0.040 Uiso 1 1 calc GR . . . .
H18C H 0.803422 0.857909 0.159419 0.040 Uiso 1 1 calc GR . . . .
C13 C 0.64144(19) 0.68434(15) -0.06991(13) 0.0248(4) Uani 1 1 d . . . . .
H13A H 0.669087 0.757089 -0.070091 0.030 Uiso 1 1 calc R . . . .
H13B H 0.559734 0.679531 -0.031139 0.030 Uiso 1 1 calc R . . . .
C14 C 0.61261(19) 0.65170(15) -0.17507(14) 0.0282(4) Uani 1 1 d . . . . .
H14A H 0.578959 0.580528 -0.175699 0.034 Uiso 1 1 calc R . . . .
H14B H 0.544750 0.696963 -0.203559 0.034 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Al1 O1 1.9075(13) . ?
Al1 N2 2.2702(15) . ?
Al1 N1 1.9733(16) . ?
Al1 C19 1.990(2) . ?
Al1 C18 1.9920(19) . ?
O1 C4 1.291(2) . ?
N2 C17 1.482(2) . ?
N2 C12 1.481(2) . ?
N2 C13 1.490(2) . ?
N1 C2 1.314(2) . ?
N1 C11 1.477(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.520(3) . ?
C15 C14 1.520(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.526(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C4 C5 1.495(2) . ?
C4 C3 1.377(3) . ?
C5 C6 1.393(3) . ?
C5 C10 1.396(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.393(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.384(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.380(3) . ?
C2 C3 1.422(3) . ?
C2 C1 1.506(3) . ?
C3 H3 0.9500 . ?
C10 H10 0.9500 . ?
C10 C9 1.385(3) . ?
C9 H9 0.9500 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.517(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.523(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Al1 N2 165.35(6) . . ?
O1 Al1 N1 88.63(6) . . ?
O1 Al1 C19 94.12(7) . . ?
O1 Al1 C18 93.28(7) . . ?
N1 Al1 N2 76.78(6) . . ?
N1 Al1 C19 117.17(7) . . ?
N1 Al1 C18 118.41(8) . . ?
C19 Al1 N2 93.74(7) . . ?
C19 Al1 C18 124.03(8) . . ?
C18 Al1 N2 92.54(7) . . ?
C4 O1 Al1 125.52(12) . . ?
C17 N2 Al1 113.42(11) . . ?
C17 N2 C13 108.07(14) . . ?
C12 N2 Al1 99.42(11) . . ?
C12 N2 C17 111.50(14) . . ?
C12 N2 C13 112.08(14) . . ?
C13 N2 Al1 112.28(11) . . ?
C2 N1 Al1 124.21(12) . . ?
C2 N1 C11 117.49(15) . . ?
C11 N1 Al1 117.86(12) . . ?
H15A C15 H15B 108.1 . . ?
C16 C15 H15A 109.6 . . ?
C16 C15 H15B 109.6 . . ?
C14 C15 H15A 109.6 . . ?
C14 C15 H15B 109.6 . . ?
C14 C15 C16 110.44(16) . . ?
C15 C16 H16A 109.2 . . ?
C15 C16 H16B 109.2 . . ?
C15 C16 C17 112.04(16) . . ?
H16A C16 H16B 107.9 . . ?
C17 C16 H16A 109.2 . . ?
C17 C16 H16B 109.2 . . ?
N2 C17 C16 113.97(16) . . ?
N2 C17 H17A 108.8 . . ?
N2 C17 H17B 108.8 . . ?
C16 C17 H17A 108.8 . . ?
C16 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
O1 C4 C5 116.62(16) . . ?
O1 C4 C3 123.48(16) . . ?
C3 C4 C5 119.90(17) . . ?
C6 C5 C4 119.52(17) . . ?
C6 C5 C10 118.78(17) . . ?
C10 C5 C4 121.60(17) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 C5 120.12(19) . . ?
C7 C6 H6 119.9 . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.22(19) . . ?
C8 C7 H7 119.9 . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.13(18) . . ?
C9 C8 H8 119.9 . . ?
N1 C2 C3 122.50(17) . . ?
N1 C2 C1 120.98(16) . . ?
C3 C2 C1 116.49(17) . . ?
C4 C3 C2 124.02(17) . . ?
C4 C3 H3 118.0 . . ?
C2 C3 H3 118.0 . . ?
C5 C10 H10 119.6 . . ?
C9 C10 C5 120.87(19) . . ?
C9 C10 H10 119.6 . . ?
C8 C9 C10 119.9(2) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C11 H11A 109.9 . . ?
N1 C11 H11B 109.9 . . ?
N1 C11 C12 108.88(15) . . ?
H11A C11 H11B 108.3 . . ?
C12 C11 H11A 109.9 . . ?
C12 C11 H11B 109.9 . . ?
N2 C12 C11 108.25(14) . . ?
N2 C12 H12A 110.0 . . ?
N2 C12 H12B 110.0 . . ?
C11 C12 H12A 110.0 . . ?
C11 C12 H12B 110.0 . . ?
H12A C12 H12B 108.4 . . ?
Al1 C19 H19A 109.5 . . ?
Al1 C19 H19B 109.5 . . ?
Al1 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
Al1 C18 H18A 109.5 . . ?
Al1 C18 H18B 109.5 . . ?
Al1 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N2 C13 H13A 108.7 . . ?
N2 C13 H13B 108.7 . . ?
N2 C13 C14 114.19(15) . . ?
H13A C13 H13B 107.6 . . ?
C14 C13 H13A 108.7 . . ?
C14 C13 H13B 108.7 . . ?
C15 C14 C13 109.72(16) . . ?
C15 C14 H14A 109.7 . . ?
C15 C14 H14B 109.7 . . ?
C13 C14 H14A 109.7 . . ?
C13 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?

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 O1 C4 C5 -154.77(12) . . . . ?
Al1 O1 C4 C3 24.4(2) . . . . ?
Al1 N2 C17 C16 -179.53(12) . . . . ?
Al1 N2 C12 C11 54.89(15) . . . . ?
Al1 N2 C13 C14 -176.78(12) . . . . ?
Al1 N1 C2 C3 -14.0(2) . . . . ?
Al1 N1 C2 C1 168.06(14) . . . . ?
Al1 N1 C11 C12 0.7(2) . . . . ?
O1 C4 C5 C6 29.9(2) . . . . ?
O1 C4 C5 C10 -153.87(17) . . . . ?
O1 C4 C3 C2 5.8(3) . . . . ?
N2 C13 C14 C15 -58.3(2) . . . . ?
N1 C2 C3 C4 -10.6(3) . . . . ?
N1 C11 C12 N2 -40.7(2) . . . . ?
C15 C16 C17 N2 53.9(2) . . . . ?
C16 C15 C14 C13 53.4(2) . . . . ?
C17 N2 C12 C11 174.78(15) . . . . ?
C17 N2 C13 C14 57.39(19) . . . . ?
C4 C5 C6 C7 174.51(17) . . . . ?
C4 C5 C10 C9 -174.65(18) . . . . ?
C5 C4 C3 C2 -175.05(17) . . . . ?
C5 C6 C7 C8 0.5(3) . . . . ?
C5 C10 C9 C8 0.0(3) . . . . ?
C6 C5 C10 C9 1.6(3) . . . . ?
C6 C7 C8 C9 1.1(3) . . . . ?
C7 C8 C9 C10 -1.4(3) . . . . ?
C2 N1 C11 C12 173.43(16) . . . . ?
C3 C4 C5 C6 -149.35(18) . . . . ?
C3 C4 C5 C10 26.9(3) . . . . ?
C10 C5 C6 C7 -1.8(3) . . . . ?
C1 C2 C3 C4 167.46(18) . . . . ?
C11 N1 C2 C3 173.75(17) . . . . ?
C11 N1 C2 C1 -4.2(3) . . . . ?
C12 N2 C17 C16 69.2(2) . . . . ?
C12 N2 C13 C14 -65.9(2) . . . . ?
C13 N2 C17 C16 -54.4(2) . . . . ?
C13 N2 C12 C11 -63.92(19) . . . . ?
C14 C15 C16 C17 -52.0(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_by48
_database_code_depnum_ccdc_archive 'CCDC 2254966'
loop_
_audit_author_name
_audit_author_address
'Yu-Chia Su'
;National Chung Hsing University
Taiwan
;
_audit_update_record             
;
2023-04-09 deposited with the CCDC.	2025-09-30 downloaded from the CCDC.
;
_audit_creation_date             2023-04-09
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H24 Al N O2'
_chemical_formula_sum            'C20 H24 Al N O2'
_chemical_formula_weight         337.38
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   13.0780(11)
_cell_length_b                   8.5882(6)
_cell_length_c                   17.1374(15)
_cell_angle_alpha                90
_cell_angle_beta                 107.316(3)
_cell_angle_gamma                90
_cell_volume                     1837.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9409
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.889
_cell_measurement_theta_min      3.263
_shelx_estimated_absorpt_T_max   0.977
_shelx_estimated_absorpt_T_min   0.925
_exptl_absorpt_coefficient_mu    0.122
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_correction_T_min  0.8342
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            37982
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.913
_diffrn_reflns_theta_min         2.879
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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                3725
_reflns_number_total             4361
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_diff_density_max         0.474
_refine_diff_density_min         -0.448
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         4361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0471
_refine_ls_restrained_S_all      1.010
_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)+(0.0899P)²+1.3551P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1342
_refine_ls_wR_factor_ref         0.1516
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Me refined with riding coordinates:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C19(H19A,H19B,
 H19C), C20(H20A,H20B,H20C)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C15(H15), C16(H16), C18(H18)
;
_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
Al Al 0.35658(4) 0.89189(5) 0.17390(3) 0.01996(15) Uani 1 1 d . . . . .
O1 O 0.43009(9) 0.71533(13) 0.17163(7) 0.0247(3) Uani 1 1 d . . . . .
O2 O 0.13607(10) 0.85805(15) -0.05187(8) 0.0308(3) Uani 1 1 d . . . . .
N N 0.32762(10) 0.93644(15) 0.05843(8) 0.0205(3) Uani 1 1 d . . . . .
C1 C 0.56781(14) 0.46364(19) 0.20896(10) 0.0259(3) Uani 1 1 d . . . . .
H1 H 0.506561 0.457981 0.227819 0.031 Uiso 1 1 calc R . . . .
C2 C 0.65482(15) 0.3669(2) 0.24300(11) 0.0300(4) Uani 1 1 d . . . . .
H2 H 0.652926 0.295191 0.284733 0.036 Uiso 1 1 calc R . . . .
C3 C 0.74433(15) 0.3756(2) 0.21580(11) 0.0318(4) Uani 1 1 d . . . . .
H3 H 0.804684 0.311549 0.239890 0.038 Uiso 1 1 calc R . . . .
C4 C 0.74606(14) 0.4774(2) 0.15365(12) 0.0312(4) Uani 1 1 d . . . . .
H4 H 0.807215 0.481822 0.134635 0.037 Uiso 1 1 calc R . . . .
C5 C 0.65888(13) 0.5731(2) 0.11896(11) 0.0265(3) Uani 1 1 d . . . . .
H5 H 0.660167 0.641594 0.075730 0.032 Uiso 1 1 calc R . . . .
C6 C 0.56943(12) 0.56917(17) 0.14725(9) 0.0214(3) Uani 1 1 d . . . . .
C7 C 0.48101(12) 0.68375(17) 0.11857(9) 0.0207(3) Uani 1 1 d . . . . .
C8 C 0.45771(12) 0.75136(19) 0.04274(9) 0.0230(3) Uani 1 1 d . . . . .
H8 H 0.496977 0.716229 0.007565 0.028 Uiso 1 1 calc R . . . .
C9 C 0.37958(12) 0.86988(18) 0.01218(9) 0.0210(3) Uani 1 1 d . . . . .
C10 C 0.36119(14) 0.9207(2) -0.07474(10) 0.0270(3) Uani 1 1 d . . . . .
H10A H 0.406311 0.858867 -0.099541 0.040 Uiso 1 1 calc R . . . .
H10B H 0.285708 0.905332 -0.105536 0.040 Uiso 1 1 calc R . . . .
H10C H 0.379550 1.031163 -0.075873 0.040 Uiso 1 1 calc R . . . .
C11 C 0.45683(14) 1.0463(2) 0.23903(11) 0.0286(4) Uani 1 1 d . . . . .
H11A H 0.418450 1.143508 0.241082 0.043 Uiso 1 1 calc R . . . .
H11B H 0.488287 1.006536 0.294626 0.043 Uiso 1 1 calc R . . . .
H11C H 0.513810 1.066013 0.213901 0.043 Uiso 1 1 calc R . . . .
C12 C 0.22422(14) 0.8523(2) 0.20096(13) 0.0356(4) Uani 1 1 d . . . . .
H12A H 0.186787 0.950962 0.201557 0.053 Uiso 1 1 calc R . . . .
H12B H 0.178315 0.782735 0.159948 0.053 Uiso 1 1 calc R . . . .
H12C H 0.241063 0.803393 0.254967 0.053 Uiso 1 1 calc R . . . .
C13 C 0.24802(12) 1.05263(18) 0.02449(9) 0.0217(3) Uani 1 1 d . . . . .
C14 C 0.14932(13) 1.01196(19) -0.03196(9) 0.0234(3) Uani 1 1 d . . . . .
C15 C 0.07402(14) 1.1278(2) -0.06285(10) 0.0279(4) Uani 1 1 d . . . . .
H15 H 0.008215 1.102772 -0.102643 0.033 Uiso 1 1 calc R . . . .
C16 C 0.09490(14) 1.2809(2) -0.03551(10) 0.0282(4) Uani 1 1 d . . . . .
H16 H 0.042696 1.358812 -0.057418 0.034 Uiso 1 1 calc R . . . .
C17 C 0.18968(14) 1.32258(19) 0.02274(10) 0.0260(3) Uani 1 1 d . . . . .
C18 C 0.26612(13) 1.20589(19) 0.05166(10) 0.0240(3) Uani 1 1 d . . . . .
H18 H 0.332184 1.231838 0.090894 0.029 Uiso 1 1 calc R . . . .
C19 C 0.03784(15) 0.8130(2) -0.11008(11) 0.0333(4) Uani 1 1 d . . . . .
H19A H 0.038126 0.700352 -0.119111 0.050 Uiso 1 1 calc R . . . .
H19B H -0.022099 0.840171 -0.089368 0.050 Uiso 1 1 calc R . . . .
H19C H 0.029951 0.867539 -0.161773 0.050 Uiso 1 1 calc R . . . .
C20 C 0.21062(18) 1.4874(2) 0.05455(13) 0.0386(4) Uani 1 1 d . . . . .
H20A H 0.281530 1.493014 0.095012 0.058 Uiso 1 1 calc R . . . .
H20B H 0.208030 1.558016 0.009095 0.058 Uiso 1 1 calc R . . . .
H20C H 0.155888 1.517833 0.080148 0.058 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Al O1 1.8021(12) . ?
Al N 1.9390(14) . ?
Al C11 1.9628(18) . ?
Al C12 1.9505(18) . ?
O1 C7 1.3056(19) . ?
O2 C14 1.363(2) . ?
O2 C19 1.426(2) . ?
N C9 1.318(2) . ?
N C13 1.4344(19) . ?
C1 H1 0.9500 . ?
C1 C2 1.389(2) . ?
C1 C6 1.398(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.385(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.383(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.388(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.394(2) . ?
C6 C7 1.486(2) . ?
C7 C8 1.372(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.427(2) . ?
C9 C10 1.501(2) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.407(2) . ?
C13 C18 1.393(2) . ?
C14 C15 1.389(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.395(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.387(2) . ?
C17 C18 1.398(2) . ?
C17 C20 1.512(2) . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Al N 95.01(6) . . ?
O1 Al C11 108.09(7) . . ?
O1 Al C12 112.05(8) . . ?
N Al C11 109.97(7) . . ?
N Al C12 111.07(7) . . ?
C12 Al C11 118.19(9) . . ?
C7 O1 Al 125.16(10) . . ?
C14 O2 C19 117.33(14) . . ?
C9 N Al 123.31(11) . . ?
C9 N C13 119.98(13) . . ?
C13 N Al 116.67(10) . . ?
C2 C1 H1 119.7 . . ?
C2 C1 C6 120.69(16) . . ?
C6 C1 H1 119.7 . . ?
C1 C2 H2 120.2 . . ?
C3 C2 C1 119.69(16) . . ?
C3 C2 H2 120.2 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.16(16) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.30(16) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.29(16) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C7 119.61(14) . . ?
C5 C6 C1 118.83(15) . . ?
C5 C6 C7 121.32(14) . . ?
O1 C7 C6 114.53(13) . . ?
O1 C7 C8 123.79(14) . . ?
C8 C7 C6 121.67(14) . . ?
C7 C8 H8 117.2 . . ?
C7 C8 C9 125.63(14) . . ?
C9 C8 H8 117.2 . . ?
N C9 C8 121.98(14) . . ?
N C9 C10 120.76(14) . . ?
C8 C9 C10 117.22(14) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
Al C11 H11A 109.5 . . ?
Al C11 H11B 109.5 . . ?
Al C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
Al C12 H12A 109.5 . . ?
Al C12 H12B 109.5 . . ?
Al C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 N 120.84(14) . . ?
C18 C13 N 119.42(14) . . ?
C18 C13 C14 119.62(14) . . ?
O2 C14 C13 115.78(14) . . ?
O2 C14 C15 125.18(15) . . ?
C15 C14 C13 119.04(15) . . ?
C14 C15 H15 120.0 . . ?
C14 C15 C16 120.08(15) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 119.0 . . ?
C17 C16 C15 121.92(16) . . ?
C17 C16 H16 119.0 . . ?
C16 C17 C18 117.48(15) . . ?
C16 C17 C20 121.89(16) . . ?
C18 C17 C20 120.62(16) . . ?
C13 C18 C17 121.77(15) . . ?
C13 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
O2 C19 H19A 109.5 . . ?
O2 C19 H19B 109.5 . . ?
O2 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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
Al O1 C7 C6 155.82(11) . . . . ?
Al O1 C7 C8 -23.0(2) . . . . ?
Al N C9 C8 3.9(2) . . . . ?
Al N C9 C10 -173.87(11) . . . . ?
Al N C13 C14 -111.64(14) . . . . ?
Al N C13 C18 64.32(17) . . . . ?
O1 C7 C8 C9 3.3(3) . . . . ?
O2 C14 C15 C16 177.49(16) . . . . ?
N Al O1 C7 25.51(13) . . . . ?
N C13 C14 O2 -0.6(2) . . . . ?
N C13 C14 C15 179.45(14) . . . . ?
N C13 C18 C17 -177.73(14) . . . . ?
C1 C2 C3 C4 -1.6(3) . . . . ?
C1 C6 C7 O1 23.9(2) . . . . ?
C1 C6 C7 C8 -157.25(15) . . . . ?
C2 C1 C6 C5 1.6(2) . . . . ?
C2 C1 C6 C7 -172.97(15) . . . . ?
C2 C3 C4 C5 1.0(3) . . . . ?
C3 C4 C5 C6 1.0(3) . . . . ?
C4 C5 C6 C1 -2.2(2) . . . . ?
C4 C5 C6 C7 172.25(15) . . . . ?
C5 C6 C7 O1 -150.51(15) . . . . ?
C5 C6 C7 C8 28.3(2) . . . . ?
C6 C1 C2 C3 0.3(3) . . . . ?
C6 C7 C8 C9 -175.45(14) . . . . ?
C7 C8 C9 N 6.2(2) . . . . ?
C7 C8 C9 C10 -175.97(15) . . . . ?
C9 N C13 C14 70.7(2) . . . . ?
C9 N C13 C18 -113.32(17) . . . . ?
C11 Al O1 C7 -87.40(14) . . . . ?
C12 Al O1 C7 140.65(13) . . . . ?
C13 N C9 C8 -178.59(14) . . . . ?
C13 N C9 C10 3.6(2) . . . . ?
C13 C14 C15 C16 -2.5(2) . . . . ?
C14 C13 C18 C17 -1.7(2) . . . . ?
C14 C15 C16 C17 -0.3(3) . . . . ?
C15 C16 C17 C18 2.0(3) . . . . ?
C15 C16 C17 C20 -177.78(17) . . . . ?
C16 C17 C18 C13 -1.0(2) . . . . ?
C18 C13 C14 O2 -176.53(14) . . . . ?
C18 C13 C14 C15 3.5(2) . . . . ?
C19 O2 C14 C13 -178.84(14) . . . . ?
C19 O2 C14 C15 1.1(2) . . . . ?
C20 C17 C18 C13 178.79(16) . . . . ?

_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_by91
_database_code_depnum_ccdc_archive 'CCDC 2254967'
loop_
_audit_author_name
_audit_author_address
'Yu-Chia Su'
;National Chung Hsing University
Taiwan
;
_audit_update_record             
;
2023-04-09 deposited with the CCDC.	2025-09-30 downloaded from the CCDC.
;
_audit_creation_date             2023-04-09
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C60 H72 Al2 N2 O8'
_chemical_formula_sum            'C60 H72 Al2 N2 O8'
_chemical_formula_weight         1003.15
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.4459(6)
_cell_length_b                   12.9358(7)
_cell_length_c                   13.0353(7)
_cell_angle_alpha                118.024(2)
_cell_angle_beta                 92.605(2)
_cell_angle_gamma                108.159(2)
_cell_volume                     1575.95(15)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9765
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.55
_cell_measurement_theta_min      3.11
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.954
_exptl_absorpt_correction_T_min  0.954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.057
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cubic
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.5
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0440
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            25228
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.439
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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                4653
_reflns_number_total             5516
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         0.547
_refine_diff_density_min         -0.995
_refine_diff_density_rms         0.106
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         5516
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0801
_refine_ls_R_factor_gt           0.0692
_refine_ls_restrained_S_all      1.118
_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)+(0.1228P)²+2.4698P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2036
_refine_ls_wR_factor_ref         0.2166
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.9998(2)
 0.0002(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 O4-H4
 1.2 with sigma of 0.02
 H4-O4
 0.88 with sigma of 0.02
4.a Ternary CH refined with riding coordinates:
 C25(H25), C28(H28)
4.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C8(H8), C13(H13), C14(H14), C16(H16),
 C21(H21), C22(H22), C23(H23)
4.c Fitted hexagon refined as free rotating group:
 C12(C13,C14,C15,C16,C11)
4.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C26(H26A,H26B,
 H26C), C27(H27A,H27B,H27C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   mixed
_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
O4 O -0.04043(17) 0.57695(16) 0.53107(16) 0.0126(4) Uani 1 1 d D . . . .
Al1 Al -0.01329(7) 0.50005(7) 0.61026(6) 0.01044(19) Uani 1 1 d . . . . .
O1 O 0.12322(17) 0.54515(18) 0.71244(16) 0.0153(4) Uani 1 1 d . . . . .
O2 O -0.13256(18) 0.35463(17) 0.57644(17) 0.0172(4) Uani 1 1 d . . . . .
O3 O -0.1627(2) 0.73293(19) 0.65849(18) 0.0224(4) Uani 1 1 d . . . . .
N1 N -0.0868(2) 0.5987(2) 0.74138(19) 0.0130(4) Uani 1 1 d . . . . .
C1 C -0.3705(3) -0.0693(3) 0.5085(4) 0.0379(9) Uani 1 1 d . . . . .
H1 H -0.405270 -0.157703 0.478842 0.046 Uiso 1 1 calc R . . . .
C2 C -0.3810(3) 0.0133(3) 0.6194(4) 0.0381(9) Uani 1 1 d . . . . .
H2 H -0.423042 -0.018183 0.665914 0.046 Uiso 1 1 calc R . . . .
C3 C -0.3301(3) 0.1431(3) 0.6637(3) 0.0308(7) Uani 1 1 d . . . . .
H3 H -0.337788 0.199953 0.740180 0.037 Uiso 1 1 calc R . . . .
C4 C -0.2676(3) 0.1895(3) 0.5955(3) 0.0201(6) Uani 1 1 d . . . . .
C5 C -0.2576(3) 0.1048(3) 0.4837(3) 0.0326(8) Uani 1 1 d . . . . .
H5 H -0.214810 0.135438 0.436902 0.039 Uiso 1 1 calc R . . . .
C6 C -0.3099(4) -0.0248(3) 0.4400(4) 0.0413(9) Uani 1 1 d . . . . .
H6 H -0.303799 -0.082443 0.363120 0.050 Uiso 1 1 calc R . . . .
C7 C -0.2100(2) 0.3270(3) 0.6393(3) 0.0167(6) Uani 1 1 d . . . . .
C8 C -0.2355(3) 0.4170(3) 0.7351(3) 0.0193(6) Uani 1 1 d . . . . .
H8 H -0.295561 0.388965 0.773521 0.023 Uiso 1 1 calc R . . . .
C9 C -0.1780(3) 0.5498(3) 0.7811(2) 0.0164(5) Uani 1 1 d . . . . .
C10 C -0.2269(3) 0.6337(3) 0.8803(3) 0.0250(6) Uani 1 1 d . . . . .
H10A H -0.299653 0.580943 0.893765 0.038 Uiso 1 1 calc GR . . . .
H10B H -0.252658 0.687087 0.857826 0.038 Uiso 1 1 calc GR . . . .
H10C H -0.160087 0.687249 0.953725 0.038 Uiso 1 1 calc GR . . . .
C12 C -0.06000(16) 0.80211(15) 0.75551(14) 0.0191(6) Uani 1 1 d . . . . .
C13 C 0.0069(2) 0.93145(15) 0.80799(19) 0.0315(7) Uani 1 1 d G . . . .
H13 H -0.016261 0.977407 0.776949 0.038 Uiso 1 1 calc R . . . .
C14 C 0.10782(19) 0.99354(12) 0.9059(2) 0.0407(9) Uani 1 1 d G . . . .
H14 H 0.153575 1.081936 0.941777 0.049 Uiso 1 1 calc R . . . .
C15 C 0.14177(17) 0.92629(17) 0.95133(16) 0.0368(9) Uani 1 1 d G . . . .
C16 C 0.07483(17) 0.79695(17) 0.89884(16) 0.0256(7) Uani 1 1 d G . . . .
H16 H 0.098035 0.750992 0.929891 0.031 Uiso 1 1 calc R . . . .
C11 C -0.02605(16) 0.73486(12) 0.80093(15) 0.0163(5) Uani 1 1 d G . . . .
C17 C 0.2524(4) 0.9928(4) 1.0597(4) 0.0622(14) Uani 1 1 d . . . . .
H17A H 0.233954 0.952403 1.107746 0.093 Uiso 1 1 calc GR . . . .
H17B H 0.264472 1.082109 1.108264 0.093 Uiso 1 1 calc GR . . . .
H17C H 0.329547 0.986289 1.032282 0.093 Uiso 1 1 calc GR . . . .
C18 C -0.1953(4) 0.7974(4) 0.6042(3) 0.0400(9) Uani 1 1 d . . . . .
H18A H -0.263148 0.736461 0.532385 0.060 Uiso 1 1 calc GR . . . .
H18B H -0.121051 0.837860 0.582420 0.060 Uiso 1 1 calc GR . . . .
H18C H -0.223788 0.861938 0.660755 0.060 Uiso 1 1 calc GR . . . .
C19 C 0.2207(3) 0.5064(3) 0.7046(2) 0.0161(5) Uani 1 1 d . . . . .
C20 C 0.2146(3) 0.4098(3) 0.7292(3) 0.0236(6) Uani 1 1 d . . . . .
C21 C 0.3190(3) 0.3767(3) 0.7275(3) 0.0295(7) Uani 1 1 d . . . . .
H21 H 0.316161 0.312289 0.744542 0.035 Uiso 1 1 calc R . . . .
C22 C 0.4270(3) 0.4351(3) 0.7014(3) 0.0298(7) Uani 1 1 d . . . . .
H22 H 0.497563 0.411256 0.701265 0.036 Uiso 1 1 calc R . . . .
C23 C 0.4319(3) 0.5283(3) 0.6756(3) 0.0252(6) Uani 1 1 d . . . . .
H23 H 0.506001 0.567618 0.656924 0.030 Uiso 1 1 calc R . . . .
C24 C 0.3296(3) 0.5656(3) 0.6765(2) 0.0178(6) Uani 1 1 d . . . . .
C25 C 0.0954(3) 0.3472(4) 0.7579(4) 0.0380(8) Uani 1 1 d . . . . .
H25 H 0.021945 0.333194 0.701674 0.046 Uiso 1 1 calc R . . . .
C26 C 0.0878(5) 0.4365(6) 0.8859(5) 0.0656(14) Uani 1 1 d . . . . .
H26A H 0.160947 0.455600 0.943195 0.098 Uiso 1 1 calc GR . . . .
H26B H 0.010017 0.395375 0.903004 0.098 Uiso 1 1 calc GR . . . .
H26C H 0.087746 0.515223 0.892650 0.098 Uiso 1 1 calc GR . . . .
C27 C 0.0812(5) 0.2196(5) 0.7419(6) 0.0656(14) Uani 1 1 d . . . . .
H27A H 0.083138 0.162821 0.659702 0.098 Uiso 1 1 calc GR . . . .
H27B H 0.000649 0.183233 0.758339 0.098 Uiso 1 1 calc GR . . . .
H27C H 0.150824 0.230298 0.797324 0.098 Uiso 1 1 calc GR . . . .
C28 C 0.3345(3) 0.6705(3) 0.6521(3) 0.0212(6) Uani 1 1 d . . . . .
H28 H 0.246843 0.649799 0.612667 0.025 Uiso 1 1 calc R . . . .
C29 C 0.3735(4) 0.7969(3) 0.7680(4) 0.0475(10) Uani 1 1 d . . . . .
H29A H 0.315863 0.789379 0.819713 0.071 Uiso 1 1 calc GR . . . .
H29B H 0.369892 0.861656 0.750289 0.071 Uiso 1 1 calc GR . . . .
H29C H 0.459868 0.820961 0.808713 0.071 Uiso 1 1 calc GR . . . .
C30 C 0.4190(4) 0.6814(4) 0.5679(4) 0.0426(9) Uani 1 1 d . . . . .
H30A H 0.507280 0.710649 0.607284 0.064 Uiso 1 1 calc GR . . . .
H30B H 0.408828 0.742164 0.546972 0.064 Uiso 1 1 calc GR . . . .
H30C H 0.395168 0.598595 0.495278 0.064 Uiso 1 1 calc GR . . . .
H4 H -0.102(3) 0.621(4) 0.542(4) 0.054(13) Uiso 1 1 d D . . . .


_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
O4 Al1 1.8111(19) . ?
O4 Al1 1.8774(19) 2_566 ?
O4 H4 1.013(14) . ?
Al1 Al1 2.9038(15) 2_566 ?
Al1 O1 1.7517(19) . ?
Al1 O2 1.7781(19) . ?
Al1 N1 2.002(2) . ?
O1 C19 1.349(3) . ?
O2 C7 1.314(3) . ?
O3 C12 1.389(2) . ?
O3 C18 1.435(4) . ?
N1 C9 1.305(4) . ?
N1 C11 1.446(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.375(6) . ?
C1 C6 1.378(6) . ?
C2 H2 0.9500 . ?
C2 C3 1.392(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.398(4) . ?
C4 C5 1.389(5) . ?
C4 C7 1.485(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.393(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.370(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.427(4) . ?
C9 C10 1.514(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C12 C13 1.3900 . ?
C12 C11 1.3900 . ?
C13 H13 0.9500 . ?
C13 C14 1.3900 . ?
C14 H14 0.9500 . ?
C14 C15 1.3900 . ?
C15 C16 1.3900 . ?
C15 C17 1.535(4) . ?
C16 H16 0.9500 . ?
C16 C11 1.3900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.411(4) . ?
C19 C24 1.408(4) . ?
C20 C21 1.388(4) . ?
C20 C25 1.516(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.383(5) . ?
C22 H22 0.9500 . ?
C22 C23 1.383(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.397(4) . ?
C24 C28 1.518(4) . ?
C25 H25 1.0000 . ?
C25 C26 1.546(7) . ?
C25 C27 1.518(5) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28 1.0000 . ?
C28 C29 1.522(5) . ?
C28 C30 1.522(4) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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
Al1 O4 Al1 103.85(9) . 2_566 ?
Al1 O4 H4 125(3) 2_566 . ?
Al1 O4 H4 127(3) . . ?
O4 Al1 O4 76.15(9) . 2_566 ?
O4 Al1 Al1 37.27(6) 2_566 2_566 ?
O4 Al1 Al1 38.88(6) . 2_566 ?
O4 Al1 N1 90.71(9) . . ?
O4 Al1 N1 166.64(9) 2_566 . ?
O1 Al1 O4 128.05(9) . . ?
O1 Al1 O4 98.37(9) . 2_566 ?
O1 Al1 Al1 118.59(7) . 2_566 ?
O1 Al1 O2 113.49(10) . . ?
O1 Al1 N1 91.62(9) . . ?
O2 Al1 O4 92.63(9) . 2_566 ?
O2 Al1 O4 118.32(9) . . ?
O2 Al1 Al1 109.00(7) . 2_566 ?
O2 Al1 N1 91.49(9) . . ?
N1 Al1 Al1 129.55(8) . 2_566 ?
C19 O1 Al1 133.90(17) . . ?
C7 O2 Al1 130.95(18) . . ?
C12 O3 C18 117.7(2) . . ?
C9 N1 Al1 125.12(18) . . ?
C9 N1 C11 118.7(2) . . ?
C11 N1 Al1 116.06(15) . . ?
C2 C1 H1 119.8 . . ?
C2 C1 C6 120.5(3) . . ?
C6 C1 H1 119.8 . . ?
C1 C2 H2 119.9 . . ?
C1 C2 C3 120.2(3) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 119.9(3) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C7 122.1(3) . . ?
C5 C4 C3 119.2(3) . . ?
C5 C4 C7 118.7(3) . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.3(3) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 119.9(4) . . ?
C1 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
O2 C7 C4 113.5(2) . . ?
O2 C7 C8 122.9(2) . . ?
C8 C7 C4 123.6(2) . . ?
C7 C8 H8 117.7 . . ?
C7 C8 C9 124.5(2) . . ?
C9 C8 H8 117.7 . . ?
N1 C9 C8 122.5(2) . . ?
N1 C9 C10 120.6(2) . . ?
C8 C9 C10 116.8(2) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O3 C12 C13 123.81(14) . . ?
O3 C12 C11 116.18(14) . . ?
C13 C12 C11 120.0 . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C17 121.0(3) . . ?
C16 C15 C14 120.0 . . ?
C16 C15 C17 119.0(3) . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C11 120.0 . . ?
C11 C16 H16 120.0 . . ?
C12 C11 N1 120.91(14) . . ?
C16 C11 N1 118.85(14) . . ?
C16 C11 C12 120.0 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O3 C18 H18A 109.5 . . ?
O3 C18 H18B 109.5 . . ?
O3 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O1 C19 C20 119.5(3) . . ?
O1 C19 C24 119.9(2) . . ?
C24 C19 C20 120.5(3) . . ?
C19 C20 C25 119.1(3) . . ?
C21 C20 C19 118.5(3) . . ?
C21 C20 C25 122.4(3) . . ?
C20 C21 H21 119.2 . . ?
C22 C21 C20 121.6(3) . . ?
C22 C21 H21 119.2 . . ?
C21 C22 H22 120.1 . . ?
C21 C22 C23 119.8(3) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 H23 119.5 . . ?
C22 C23 C24 121.0(3) . . ?
C24 C23 H23 119.5 . . ?
C19 C24 C28 119.5(2) . . ?
C23 C24 C19 118.7(3) . . ?
C23 C24 C28 121.8(3) . . ?
C20 C25 H25 107.4 . . ?
C20 C25 C26 110.3(4) . . ?
C20 C25 C27 114.0(3) . . ?
C26 C25 H25 107.4 . . ?
C27 C25 H25 107.4 . . ?
C27 C25 C26 110.1(4) . . ?
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 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28 107.2 . . ?
C24 C28 C29 111.1(3) . . ?
C24 C28 C30 113.5(3) . . ?
C29 C28 H28 107.2 . . ?
C30 C28 H28 107.2 . . ?
C30 C28 C29 110.4(3) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9998(2)
2 0.0002(2)

####################################################################### 
# 
# 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_by913
_database_code_depnum_ccdc_archive 'CCDC 2254968'
loop_
_audit_author_name
_audit_author_address
'Yu-Chia Su'
;National Chung Hsing University
Taiwan
;
_audit_update_record             
;
2023-04-09 deposited with the CCDC.	2025-09-30 downloaded from the CCDC.
;
_audit_creation_date             2023-04-09
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H38 Al N O3'
_chemical_formula_sum            'C31 H38 Al N O3'
_chemical_formula_weight         499.60
_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'
O O 0.0106 0.0060 '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                   10.0565(3)
_cell_length_b                   17.3648(5)
_cell_length_c                   16.3601(6)
_cell_angle_alpha                90
_cell_angle_beta                 103.9340(10)
_cell_angle_gamma                90
_cell_volume                     2772.88(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9654
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.40
_cell_measurement_theta_min      3.66
_shelx_estimated_absorpt_T_max   0.975
_shelx_estimated_absorpt_T_min   0.953
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  0.975
_exptl_absorpt_correction_T_min  0.967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            40609
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         3.120
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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                4337
_reflns_number_total             4838
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     333
_refine_ls_number_reflns         4838
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0346
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0448P)²+1.2149P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0913
_refine_ls_wR_factor_ref         0.0951
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2), C11(H11)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C13(H13), C14(H14), C15(H15), C17(H17), C18(H18),
 C19(H19), C23(H23), C24(H24), C27(H27)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C10(H10A,H10B,H10C), C16(H16A,H16B,H16C), C26(H26A,H26B,
 H26C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C31(H31A,
 H31B,H31C)
;
_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 0.65220(4) 0.30291(2) 0.38014(2) 0.01923(12) Uani 1 1 d . . . . .
O1 O 0.78392(9) 0.27987(6) 0.33438(6) 0.0250(2) Uani 1 1 d . . . . .
O2 O 0.52926(9) 0.36000(5) 0.30872(6) 0.0232(2) Uani 1 1 d . . . . .
O3 O 0.61866(10) 0.33006(6) 0.59206(6) 0.0311(2) Uani 1 1 d . . . . .
N1 N 0.71013(11) 0.38286(6) 0.46093(7) 0.0208(2) Uani 1 1 d . . . . .
C1 C 0.87825(19) 0.41437(11) 0.15930(11) 0.0463(4) Uani 1 1 d . . . . .
H1A H 0.970320 0.430986 0.156806 0.069 Uiso 1 1 calc GR . . . .
H1B H 0.810563 0.451302 0.128782 0.069 Uiso 1 1 calc GR . . . .
H1C H 0.859511 0.363380 0.133409 0.069 Uiso 1 1 calc GR . . . .
C2 C 0.86942(15) 0.41033(9) 0.25172(10) 0.0336(3) Uani 1 1 d . . . . .
H2 H 0.774021 0.394925 0.252742 0.040 Uiso 1 1 calc R . . . .
C3 C 0.96736(14) 0.35087(8) 0.30097(9) 0.0260(3) Uani 1 1 d . . . . .
C4 C 0.92004(13) 0.28873(8) 0.34087(8) 0.0215(3) Uani 1 1 d . . . . .
C5 C 0.50244(13) 0.43346(7) 0.31340(8) 0.0209(3) Uani 1 1 d . . . . .
C6 C 0.39449(13) 0.46309(8) 0.24142(8) 0.0225(3) Uani 1 1 d . . . . .
C7 C 0.36270(15) 0.42200(8) 0.16631(9) 0.0294(3) Uani 1 1 d . . . . .
H7 H 0.410032 0.375495 0.161548 0.035 Uiso 1 1 calc R . . . .
C8 C 0.26230(16) 0.44835(9) 0.09814(10) 0.0367(4) Uani 1 1 d . . . . .
H8 H 0.242160 0.420215 0.046830 0.044 Uiso 1 1 calc R . . . .
C9 C 0.19155(16) 0.51553(10) 0.10486(10) 0.0370(4) Uani 1 1 d . . . . .
H9 H 0.122640 0.533414 0.058310 0.044 Uiso 1 1 calc R . . . .
C10 C 1.06085(17) 0.12915(10) 0.50014(10) 0.0380(4) Uani 1 1 d . . . . .
H10A H 1.132252 0.105226 0.477115 0.057 Uiso 1 1 calc GR . . . .
H10B H 1.015748 0.089611 0.526673 0.057 Uiso 1 1 calc GR . . . .
H10C H 1.102306 0.167840 0.542199 0.057 Uiso 1 1 calc GR . . . .
C11 C 0.95547(14) 0.16769(8) 0.42928(9) 0.0283(3) Uani 1 1 d . . . . .
H11 H 0.882169 0.189026 0.454634 0.034 Uiso 1 1 calc R . . . .
C12 C 1.01156(14) 0.23428(8) 0.38778(8) 0.0232(3) Uani 1 1 d . . . . .
C13 C 1.10809(15) 0.35782(9) 0.30886(10) 0.0304(3) Uani 1 1 d . . . . .
H13 H 1.141737 0.399684 0.282304 0.036 Uiso 1 1 calc R . . . .
C14 C 1.19944(14) 0.30526(9) 0.35436(9) 0.0299(3) Uani 1 1 d . . . . .
H14 H 1.294918 0.310958 0.358961 0.036 Uiso 1 1 calc R . . . .
C15 C 1.15106(14) 0.24398(8) 0.39338(9) 0.0273(3) Uani 1 1 d . . . . .
H15 H 1.214375 0.207876 0.424574 0.033 Uiso 1 1 calc R . . . .
C16 C 0.8974(2) 0.48969(10) 0.29225(12) 0.0517(5) Uani 1 1 d . . . . .
H16A H 0.895688 0.486365 0.351791 0.078 Uiso 1 1 calc GR . . . .
H16B H 0.826840 0.525886 0.263357 0.078 Uiso 1 1 calc GR . . . .
H16C H 0.987602 0.507782 0.287648 0.078 Uiso 1 1 calc GR . . . .
C17 C 0.22137(15) 0.55641(9) 0.17929(10) 0.0344(4) Uani 1 1 d . . . . .
H17 H 0.172388 0.602312 0.184038 0.041 Uiso 1 1 calc R . . . .
C18 C 0.32249(15) 0.53087(8) 0.24725(9) 0.0285(3) Uani 1 1 d . . . . .
H18 H 0.342948 0.559660 0.298129 0.034 Uiso 1 1 calc R . . . .
C19 C 0.56711(14) 0.47938(8) 0.37923(9) 0.0250(3) Uani 1 1 d . . . . .
H19 H 0.543500 0.532451 0.376021 0.030 Uiso 1 1 calc R . . . .
C20 C 0.66649(13) 0.45455(8) 0.45197(8) 0.0226(3) Uani 1 1 d . . . . .
C21 C 0.80723(14) 0.35839(7) 0.53682(8) 0.0218(3) Uani 1 1 d . . . . .
C22 C 0.75762(14) 0.32654(8) 0.60199(9) 0.0245(3) Uani 1 1 d . . . . .
C23 C 0.84922(16) 0.29467(8) 0.67068(9) 0.0300(3) Uani 1 1 d . . . . .
H23 H 0.816992 0.272403 0.715347 0.036 Uiso 1 1 calc R . . . .
C24 C 0.98835(15) 0.29547(8) 0.67383(9) 0.0293(3) Uani 1 1 d . . . . .
H24 H 1.050284 0.273603 0.721308 0.035 Uiso 1 1 calc R . . . .
C25 C 1.03992(14) 0.32701(8) 0.61019(9) 0.0253(3) Uani 1 1 d . . . . .
C26 C 1.19133(15) 0.32635(10) 0.61527(10) 0.0336(3) Uani 1 1 d . . . . .
H26A H 1.229850 0.377304 0.632607 0.050 Uiso 1 1 calc GR . . . .
H26B H 1.206710 0.313514 0.559945 0.050 Uiso 1 1 calc GR . . . .
H26C H 1.236037 0.287809 0.656580 0.050 Uiso 1 1 calc GR . . . .
C27 C 0.94682(14) 0.35834(8) 0.54079(8) 0.0226(3) Uani 1 1 d . . . . .
H27 H 0.979247 0.379853 0.495831 0.027 Uiso 1 1 calc R . . . .
C28 C 0.56204(17) 0.27914(11) 0.64423(11) 0.0440(4) Uani 1 1 d . . . . .
H28A H 0.600181 0.227394 0.642536 0.066 Uiso 1 1 calc GR . . . .
H28B H 0.462218 0.277177 0.623368 0.066 Uiso 1 1 calc GR . . . .
H28C H 0.585149 0.298150 0.702343 0.066 Uiso 1 1 calc GR . . . .
C29 C 0.72145(16) 0.51304(8) 0.51914(9) 0.0317(3) Uani 1 1 d . . . . .
H29A H 0.715058 0.492764 0.573964 0.048 Uiso 1 1 calc GR . . . .
H29B H 0.667693 0.560544 0.507000 0.048 Uiso 1 1 calc GR . . . .
H29C H 0.817483 0.524007 0.520315 0.048 Uiso 1 1 calc GR . . . .
C30 C 0.57052(15) 0.21308(8) 0.42022(10) 0.0295(3) Uani 1 1 d . . . . .
H30A H 0.562600 0.171259 0.379105 0.044 Uiso 1 1 calc GR . . . .
H30B H 0.479303 0.226419 0.427365 0.044 Uiso 1 1 calc GR . . . .
H30C H 0.628580 0.196375 0.474360 0.044 Uiso 1 1 calc GR . . . .
C31 C 0.88785(18) 0.10819(9) 0.36373(11) 0.0416(4) Uani 1 1 d . . . . .
H31A H 0.817323 0.133305 0.320010 0.062 Uiso 1 1 calc GR . . . .
H31B H 0.845658 0.067835 0.390941 0.062 Uiso 1 1 calc GR . . . .
H31C H 0.957141 0.085232 0.338133 0.062 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Al1 O1 1.7185(10) . ?
Al1 O2 1.7834(9) . ?
Al1 N1 1.9086(11) . ?
Al1 C30 1.9488(15) . ?
O1 C4 1.3560(15) . ?
O2 C5 1.3099(16) . ?
O3 C22 1.3689(17) . ?
O3 C28 1.4383(19) . ?
N1 C20 1.3164(18) . ?
N1 C21 1.4462(16) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.537(2) . ?
C2 H2 1.0000 . ?
C2 C3 1.518(2) . ?
C2 C16 1.526(2) . ?
C3 C4 1.402(2) . ?
C3 C13 1.395(2) . ?
C4 C12 1.4107(19) . ?
C5 C6 1.4880(18) . ?
C5 C19 1.3717(19) . ?
C6 C7 1.390(2) . ?
C6 C18 1.397(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.389(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.385(2) . ?
C9 H9 0.9500 . ?
C9 C17 1.379(2) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C10 C11 1.524(2) . ?
C11 H11 1.0000 . ?
C11 C12 1.517(2) . ?
C11 C31 1.526(2) . ?
C12 C15 1.3939(19) . ?
C13 H13 0.9500 . ?
C13 C14 1.379(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.388(2) . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17 0.9500 . ?
C17 C18 1.386(2) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C19 C20 1.4240(19) . ?
C20 C29 1.5007(19) . ?
C21 C22 1.3956(19) . ?
C21 C27 1.3896(19) . ?
C22 C23 1.385(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.388(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.383(2) . ?
C25 C26 1.505(2) . ?
C25 C27 1.3964(19) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Al1 O2 109.23(5) . . ?
O1 Al1 N1 109.41(5) . . ?
O1 Al1 C30 113.07(6) . . ?
O2 Al1 N1 95.58(5) . . ?
O2 Al1 C30 112.55(6) . . ?
N1 Al1 C30 115.62(6) . . ?
C4 O1 Al1 143.99(9) . . ?
C5 O2 Al1 128.54(9) . . ?
C22 O3 C28 116.16(12) . . ?
C20 N1 Al1 124.94(9) . . ?
C20 N1 C21 120.77(11) . . ?
C21 N1 Al1 114.28(8) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C1 C2 H2 108.2 . . ?
C3 C2 C1 111.67(13) . . ?
C3 C2 H2 108.2 . . ?
C3 C2 C16 110.83(13) . . ?
C16 C2 C1 109.76(14) . . ?
C16 C2 H2 108.2 . . ?
C4 C3 C2 121.41(12) . . ?
C13 C3 C2 120.29(13) . . ?
C13 C3 C4 118.29(13) . . ?
O1 C4 C3 120.01(12) . . ?
O1 C4 C12 118.73(12) . . ?
C3 C4 C12 121.26(12) . . ?
O2 C5 C6 114.32(11) . . ?
O2 C5 C19 123.13(12) . . ?
C19 C5 C6 122.55(12) . . ?
C7 C6 C5 119.39(12) . . ?
C7 C6 C18 118.70(13) . . ?
C18 C6 C5 121.91(12) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 C6 120.57(14) . . ?
C8 C7 H7 119.7 . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.12(15) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 H9 120.1 . . ?
C17 C9 C8 119.82(14) . . ?
C17 C9 H9 120.1 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C11 C10 H10C 109.5 . . ?
C10 C11 H11 107.1 . . ?
C10 C11 C31 110.35(13) . . ?
C12 C11 C10 114.19(12) . . ?
C12 C11 H11 107.1 . . ?
C12 C11 C31 110.64(12) . . ?
C31 C11 H11 107.1 . . ?
C4 C12 C11 119.35(12) . . ?
C15 C12 C4 117.98(13) . . ?
C15 C12 C11 122.66(12) . . ?
C3 C13 H13 119.3 . . ?
C14 C13 C3 121.45(14) . . ?
C14 C13 H13 119.3 . . ?
C13 C14 H14 120.2 . . ?
C13 C14 C15 119.60(13) . . ?
C15 C14 H14 120.2 . . ?
C12 C15 H15 119.3 . . ?
C14 C15 C12 121.42(13) . . ?
C14 C15 H15 119.3 . . ?
C2 C16 H16A 109.5 . . ?
C2 C16 H16B 109.5 . . ?
C2 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C9 C17 H17 119.8 . . ?
C9 C17 C18 120.35(14) . . ?
C18 C17 H17 119.8 . . ?
C6 C18 H18 119.8 . . ?
C17 C18 C6 120.44(14) . . ?
C17 C18 H18 119.8 . . ?
C5 C19 H19 117.1 . . ?
C5 C19 C20 125.79(13) . . ?
C20 C19 H19 117.1 . . ?
N1 C20 C19 121.83(12) . . ?
N1 C20 C29 120.28(12) . . ?
C19 C20 C29 117.88(12) . . ?
C22 C21 N1 118.73(12) . . ?
C27 C21 N1 120.40(12) . . ?
C27 C21 C22 120.46(12) . . ?
O3 C22 C21 115.73(12) . . ?
O3 C22 C23 125.06(13) . . ?
C23 C22 C21 119.20(13) . . ?
C22 C23 H23 120.2 . . ?
C22 C23 C24 119.57(13) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 H24 118.9 . . ?
C25 C24 C23 122.24(13) . . ?
C25 C24 H24 118.9 . . ?
C24 C25 C26 120.88(13) . . ?
C24 C25 C27 117.83(13) . . ?
C27 C25 C26 121.28(13) . . ?
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 . . ?
C21 C27 C25 120.68(12) . . ?
C21 C27 H27 119.7 . . ?
C25 C27 H27 119.7 . . ?
O3 C28 H28A 109.5 . . ?
O3 C28 H28B 109.5 . . ?
O3 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C20 C29 H29A 109.5 . . ?
C20 C29 H29B 109.5 . . ?
C20 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
Al1 C30 H30A 109.5 . . ?
Al1 C30 H30B 109.5 . . ?
Al1 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C11 C31 H31A 109.5 . . ?
C11 C31 H31B 109.5 . . ?
C11 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 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 O1 C4 C3 -90.30(18) . . . . ?
Al1 O1 C4 C12 90.07(18) . . . . ?
Al1 O2 C5 C6 178.82(8) . . . . ?
Al1 O2 C5 C19 -1.72(19) . . . . ?
Al1 N1 C20 C19 1.04(18) . . . . ?
Al1 N1 C20 C29 -178.80(10) . . . . ?
Al1 N1 C21 C22 -85.52(13) . . . . ?
Al1 N1 C21 C27 87.12(13) . . . . ?
O1 Al1 O2 C5 -108.81(11) . . . . ?
O1 C4 C12 C11 0.08(18) . . . . ?
O1 C4 C12 C15 179.61(12) . . . . ?
O2 Al1 O1 C4 116.68(15) . . . . ?
O2 C5 C6 C7 -19.84(17) . . . . ?
O2 C5 C6 C18 159.41(12) . . . . ?
O2 C5 C19 C20 -2.5(2) . . . . ?
O3 C22 C23 C24 -179.20(13) . . . . ?
N1 Al1 O1 C4 13.26(17) . . . . ?
N1 Al1 O2 C5 4.00(11) . . . . ?
N1 C21 C22 O3 -7.81(18) . . . . ?
N1 C21 C22 C23 172.47(12) . . . . ?
N1 C21 C27 C25 -172.98(12) . . . . ?
C1 C2 C3 C4 -120.87(15) . . . . ?
C1 C2 C3 C13 60.36(19) . . . . ?
C2 C3 C4 O1 1.5(2) . . . . ?
C2 C3 C4 C12 -178.92(13) . . . . ?
C2 C3 C13 C14 178.97(14) . . . . ?
C3 C4 C12 C11 -179.54(12) . . . . ?
C3 C4 C12 C15 -0.01(19) . . . . ?
C3 C13 C14 C15 0.0(2) . . . . ?
C4 C3 C13 C14 0.2(2) . . . . ?
C4 C12 C15 C14 0.1(2) . . . . ?
C5 C6 C7 C8 179.97(13) . . . . ?
C5 C6 C18 C17 -179.24(13) . . . . ?
C5 C19 C20 N1 2.7(2) . . . . ?
C5 C19 C20 C29 -177.47(13) . . . . ?
C6 C5 C19 C20 176.93(12) . . . . ?
C6 C7 C8 C9 -0.8(2) . . . . ?
C7 C6 C18 C17 0.0(2) . . . . ?
C7 C8 C9 C17 0.3(2) . . . . ?
C8 C9 C17 C18 0.4(2) . . . . ?
C9 C17 C18 C6 -0.6(2) . . . . ?
C10 C11 C12 C4 -160.67(13) . . . . ?
C10 C11 C12 C15 19.83(19) . . . . ?
C11 C12 C15 C14 179.64(13) . . . . ?
C13 C3 C4 O1 -179.74(12) . . . . ?
C13 C3 C4 C12 -0.1(2) . . . . ?
C13 C14 C15 C12 -0.1(2) . . . . ?
C16 C2 C3 C4 116.42(16) . . . . ?
C16 C2 C3 C13 -62.35(19) . . . . ?
C18 C6 C7 C8 0.7(2) . . . . ?
C19 C5 C6 C7 160.70(13) . . . . ?
C19 C5 C6 C18 -20.1(2) . . . . ?
C20 N1 C21 C22 93.27(15) . . . . ?
C20 N1 C21 C27 -94.09(15) . . . . ?
C21 N1 C20 C19 -177.62(12) . . . . ?
C21 N1 C20 C29 2.54(19) . . . . ?
C21 C22 C23 C24 0.5(2) . . . . ?
C22 C21 C27 C25 -0.5(2) . . . . ?
C22 C23 C24 C25 -0.2(2) . . . . ?
C23 C24 C25 C26 -179.50(14) . . . . ?
C23 C24 C25 C27 -0.4(2) . . . . ?
C24 C25 C27 C21 0.7(2) . . . . ?
C26 C25 C27 C21 179.83(13) . . . . ?
C27 C21 C22 O3 179.56(12) . . . . ?
C27 C21 C22 C23 -0.2(2) . . . . ?
C28 O3 C22 C21 162.47(13) . . . . ?
C28 O3 C22 C23 -17.8(2) . . . . ?
C30 Al1 O1 C4 -117.15(16) . . . . ?
C30 Al1 O2 C5 124.73(11) . . . . ?
C31 C11 C12 C4 74.12(16) . . . . ?
C31 C11 C12 C15 -105.38(16) . . . . ?

_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_by45
_database_code_depnum_ccdc_archive 'CCDC 2254969'
loop_
_audit_author_name
_audit_author_address
'Yu-Chia Su'
;National Chung Hsing University
Taiwan
;
_audit_update_record             
;
2023-04-09 deposited with the CCDC.	2025-09-30 downloaded from the CCDC.
;
_audit_creation_date             2023-04-09
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H19 N O2'
_chemical_formula_sum            'C18 H19 N O2'
_chemical_formula_weight         281.34
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      tetragonal
_space_group_IT_number           86
_space_group_name_H-M_alt        'P 42/n'
_space_group_name_Hall           '-P 4bc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x+1/2, z+1/2'
'-x+1/2, -y+1/2, z'
'y+1/2, -x, z+1/2'
'-x, -y, -z'
'y, -x-1/2, -z-1/2'
'x-1/2, y-1/2, -z'
'-y-1/2, x, -z-1/2'

_cell_length_a                   18.434(3)
_cell_length_b                   18.434(3)
_cell_length_c                   9.0300(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3068.5(11)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4556
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      24.45
_cell_measurement_theta_min      3.21
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1029
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            47518
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        24.970
_diffrn_reflns_theta_max         24.970
_diffrn_reflns_theta_min         2.471
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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                1945
_reflns_number_total             2684
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2684
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1711
_refine_ls_R_factor_gt           0.1236
_refine_ls_restrained_S_all      1.092
_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)+(0.0969P)²+12.6820P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2932
_refine_ls_wR_factor_ref         0.3372
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.9963(13)
 0.0037(13)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(C8) = Uanis(C8A)
Uanis(C9) = Uanis(C9A)
Uanis(C10) = Uanis(C10A)
Uanis(C11) = Uanis(C11A)
Uanis(C16) = Uanis(C16A)
Uanis(C15) = Uanis(C15A)
4. Others
 Sof(C8A)=Sof(C15A)=Sof(H15A)=Sof(C16A)=Sof(H16A)=Sof(C11A)=Sof(H11A)=
 Sof(C10A)=Sof(H10A)=Sof(C9A)=Sof(H9A)=1-FVAR(1)
 Sof(C8)=Sof(C9)=Sof(H9)=Sof(C10)=Sof(H10)=Sof(C11)=Sof(H11)=Sof(C15)=Sof(H15)=
 Sof(C16)=Sof(H16)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C3(H3), C6(H6), C9(H9), C10(H10), C11(H11), C15(H15),
 C16(H16), C17(H17), C15A(H15A), C16A(H16A), C11A(H11A), C10A(H10A), C9A(H9A)
5.b Fitted hexagon refined as free rotating group:
 C8A(C15A,C16A,C11A,C10A,C9A)
5.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C18(H18A,H18B,H18C)
;
_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
O1 O 0.1394(2) 0.1567(2) 0.0430(5) 0.0613(11) Uani 1 1 d . . . . .
O2 O 0.1894(2) 0.0008(2) 0.2198(5) 0.0728(13) Uani 1 1 d . . . A 1
N1 N 0.1265(2) 0.0225(2) -0.0384(6) 0.0558(13) Uani 1 1 d . . . B 1
H1 H 0.160649 0.033408 0.025912 0.067 Uiso 1 1 calc R . . B 1
C1 C 0.0943(3) 0.1859(4) -0.3525(8) 0.0667(17) Uani 1 1 d . . . . .
H1A H 0.086671 0.224687 -0.419986 0.080 Uiso 1 1 calc R . . . .
C2 C 0.0886(3) 0.1143(3) -0.4021(8) 0.0617(16) Uani 1 1 d . . . . .
C3 C 0.0991(3) 0.0599(3) -0.2978(7) 0.0580(15) Uani 1 1 d . . . . .
H3 H 0.095386 0.010798 -0.328905 0.070 Uiso 1 1 calc R . . . .
C4 C 0.1149(3) 0.0740(3) -0.1508(7) 0.0505(14) Uani 1 1 d . . . . .
C5 C 0.0921(3) -0.0417(3) -0.0153(7) 0.0564(15) Uani 1 1 d . . . . .
C6 C 0.1031(3) -0.0785(3) 0.1112(8) 0.0600(16) Uani 1 1 d . . . . .
H6 H 0.077414 -0.122709 0.123609 0.072 Uiso 1 1 calc R . . . .
C7 C 0.1503(3) -0.0565(3) 0.2289(8) 0.0620(17) Uani 1 1 d . . . . .
C8 C 0.1533(4) -0.1014(4) 0.3611(8) 0.0435(17) Uani 0.799(8) 1 d . . P A 1
C9 C 0.1027(4) -0.1495(5) 0.4035(10) 0.066(2) Uani 0.799(8) 1 d . . P A 1
H9 H 0.060934 -0.155210 0.342858 0.080 Uiso 0.799(8) 1 calc R . P A 1
C10 C 0.1079(5) -0.1916(5) 0.5308(11) 0.079(3) Uani 0.799(8) 1 d . . P A 1
H10 H 0.070245 -0.224437 0.556668 0.095 Uiso 0.799(8) 1 calc R . P A 1
C11 C 0.1685(5) -0.1847(5) 0.6186(11) 0.069(3) Uani 0.799(8) 1 d . . P A 1
H11 H 0.173947 -0.213153 0.705638 0.083 Uiso 0.799(8) 1 calc R . P A 1
C12 C 0.1405(4) 0.2292(3) 0.0998(8) 0.074(2) Uani 1 1 d . . . . .
H12A H 0.178266 0.257188 0.048940 0.112 Uiso 1 1 calc GR . . . .
H12B H 0.150875 0.228021 0.206218 0.112 Uiso 1 1 calc GR . . . .
H12C H 0.093235 0.252049 0.083104 0.112 Uiso 1 1 calc GR . . . .
C13 C 0.1218(3) 0.1478(3) -0.1034(7) 0.0503(13) Uani 1 1 d . . . . .
C14 C 0.0392(3) -0.0710(3) -0.1293(8) 0.0691(18) Uani 1 1 d . . . . .
H14A H 0.007262 -0.031759 -0.162835 0.104 Uiso 1 1 calc GR . . . .
H14B H 0.009916 -0.109623 -0.084649 0.104 Uiso 1 1 calc GR . . . .
H14C H 0.066113 -0.090465 -0.213946 0.104 Uiso 1 1 calc GR . . . .
C15 C 0.2130(5) -0.0953(6) 0.4521(12) 0.094(4) Uani 0.799(8) 1 d . . P A 1
H15 H 0.250465 -0.061952 0.428032 0.113 Uiso 0.799(8) 1 calc R . P A 1
C16 C 0.2188(6) -0.1377(7) 0.5792(13) 0.108(5) Uani 0.799(8) 1 d . . P A 1
H16 H 0.260592 -0.132582 0.639742 0.130 Uiso 0.799(8) 1 calc R . P A 1
C17 C 0.1111(3) 0.2012(3) -0.2047(7) 0.0592(16) Uani 1 1 d . . . . .
H17 H 0.115158 0.250384 -0.174347 0.071 Uiso 1 1 calc R . . . .
C18 C 0.0709(4) 0.0974(4) -0.5586(8) 0.083(2) Uani 1 1 d . . . . .
H18A H 0.035445 0.132537 -0.595701 0.124 Uiso 1 1 calc GR . . . .
H18B H 0.050482 0.048385 -0.564812 0.124 Uiso 1 1 calc GR . . . .
H18C H 0.115142 0.099984 -0.618564 0.124 Uiso 1 1 calc GR . . . .
C8A C 0.1724(15) -0.0891(13) 0.413(2) 0.0435(17) Uani 0.201(8) 1 d . . P A 2
C15A C 0.2088(16) -0.0530(13) 0.526(3) 0.094(4) Uani 0.201(8) 1 d G . P A 2
H15A H 0.227444 -0.005662 0.509263 0.113 Uiso 0.201(8) 1 calc R . P A 2
C16A C 0.2179(15) -0.0862(16) 0.663(3) 0.108(5) Uani 0.201(8) 1 d G . P A 2
H16A H 0.242714 -0.061568 0.739813 0.130 Uiso 0.201(8) 1 calc R . P A 2
C11A C 0.1906(15) -0.1555(15) 0.687(3) 0.069(3) Uani 0.201(8) 1 d G . P A 2
H11A H 0.196782 -0.178238 0.780222 0.083 Uiso 0.201(8) 1 calc R . P A 2
C10A C 0.1542(18) -0.1916(11) 0.574(3) 0.079(3) Uani 0.201(8) 1 d G . P A 2
H10A H 0.135579 -0.239002 0.590081 0.095 Uiso 0.201(8) 1 calc R . P A 2
C9A C 0.1452(16) -0.1584(12) 0.437(3) 0.066(2) Uani 0.201(8) 1 d G . P A 2
H9A H 0.120308 -0.183097 0.359528 0.080 Uiso 0.201(8) 1 calc R . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C12 1.431(7) . ?
O1 C13 1.372(7) . ?
O2 C7 1.282(7) . ?
N1 C4 1.406(7) . ?
N1 C5 1.359(7) . ?
C1 C2 1.398(9) . ?
C1 C17 1.398(9) . ?
C2 C3 1.390(9) . ?
C2 C18 1.483(9) . ?
C3 C4 1.384(9) . ?
C4 C13 1.432(7) . ?
C5 C6 1.344(9) . ?
C5 C14 1.517(9) . ?
C6 C7 1.432(9) . ?
C7 C8 1.453(9) . ?
C7 C8A 1.81(2) . ?
C8 C9 1.343(10) . ?
C8 C15 1.379(10) . ?
C9 C10 1.389(12) . ?
C10 C11 1.377(13) . ?
C11 C16 1.318(13) . ?
C13 C17 1.359(8) . ?
C15 C16 1.392(13) . ?
C8A C15A 1.3900 . ?
C8A C9A 1.3900 . ?
C15A C16A 1.3900 . ?
C16A C11A 1.3900 . ?
C11A C10A 1.3900 . ?
C10A C9A 1.3900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 O1 C12 117.5(5) . . ?
C5 N1 C4 128.9(5) . . ?
C2 C1 C17 120.9(6) . . ?
C1 C2 C18 121.4(6) . . ?
C3 C2 C1 117.0(6) . . ?
C3 C2 C18 121.6(6) . . ?
C4 C3 C2 123.0(6) . . ?
N1 C4 C13 114.3(5) . . ?
C3 C4 N1 126.7(5) . . ?
C3 C4 C13 118.9(5) . . ?
N1 C5 C14 120.4(6) . . ?
C6 C5 N1 119.9(6) . . ?
C6 C5 C14 119.7(5) . . ?
C5 C6 C7 125.5(5) . . ?
O2 C7 C6 121.8(6) . . ?
O2 C7 C8 120.1(7) . . ?
C6 C7 C8 118.2(5) . . ?
C6 C7 C8A 136.3(9) . . ?
C9 C8 C7 125.8(7) . . ?
C9 C8 C15 116.0(7) . . ?
C15 C8 C7 118.2(6) . . ?
C8 C9 C10 123.8(8) . . ?
C11 C10 C9 118.8(8) . . ?
C16 C11 C10 118.4(9) . . ?
O1 C13 C4 115.1(5) . . ?
C17 C13 O1 126.6(5) . . ?
C17 C13 C4 118.3(6) . . ?
C8 C15 C16 120.4(8) . . ?
C11 C16 C15 122.6(9) . . ?
C13 C17 C1 121.9(6) . . ?
C15A C8A C7 128.5(14) . . ?
C15A C8A C9A 120.0 . . ?
C9A C8A C7 111.5(14) . . ?
C16A C15A C8A 120.0 . . ?
C15A C16A C11A 120.0 . . ?
C16A C11A C10A 120.0 . . ?
C9A C10A C11A 120.0 . . ?
C10A C9A C8A 120.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9963(13)
2 0.0037(13)

####################################################################### 
# 
# 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_by54
_database_code_depnum_ccdc_archive 'CCDC 2254970'
loop_
_audit_author_name
_audit_author_address
'Yu-Chia Su'
;National Chung Hsing University
Taiwan
;
_audit_update_record             
;
2023-04-09 deposited with the CCDC.	2025-09-30 downloaded from the CCDC.
;
_audit_creation_date             2023-04-09
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H24 N2 O'
_chemical_formula_sum            'C17 H24 N2 O'
_chemical_formula_weight         272.38
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   7.6637(3)
_cell_length_b                   12.4519(4)
_cell_length_c                   32.1835(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3071.19(19)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9760
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.43
_cell_measurement_theta_min      3.91
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.964
_exptl_absorpt_correction_T_min  0.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.178
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cubic
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.5
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            57059
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.739
_diffrn_reflns_theta_min         2.531
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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                2557
_reflns_number_total             3982
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_refine_diff_density_max         0.175
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         3982
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0842
_refine_ls_R_factor_gt           0.0465
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0578P)²+0.6389P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1139
_refine_ls_wR_factor_ref         0.1362
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,
 H15B), C16(H16A,H16B), C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C1(H1), C2(H2A), C3(H3), C5(H5), C6(H6), C8(H8)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
;
_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
N1 N 0.24990(16) 0.13716(9) 0.63872(3) 0.0394(3) Uani 1 1 d . . . . .
N2 N 0.09868(17) 0.16572(9) 0.52722(3) 0.0425(3) Uani 1 1 d . . . . .
H2 H 0.088120 0.103973 0.515512 0.051 Uiso 1 1 calc R . . . .
O1 O 0.13888(17) 0.04409(8) 0.46000(3) 0.0552(3) Uani 1 1 d . . . . .
C1 C 0.2975(3) 0.09501(15) 0.31244(5) 0.0611(5) Uani 1 1 d . . . . .
H1 H 0.324561 0.085588 0.284514 0.073 Uiso 1 1 calc R . . . .
C2 C 0.2036(2) 0.18307(15) 0.32495(5) 0.0564(4) Uani 1 1 d . . . . .
H2A H 0.167361 0.233285 0.305374 0.068 Uiso 1 1 calc R . . . .
C3 C 0.1622(2) 0.19790(12) 0.36644(4) 0.0459(4) Uani 1 1 d . . . . .
H3 H 0.100293 0.258503 0.374661 0.055 Uiso 1 1 calc R . . . .
C4 C 0.21308(19) 0.12252(11) 0.39575(4) 0.0384(3) Uani 1 1 d . . . . .
C5 C 0.3077(2) 0.03398(12) 0.38264(5) 0.0486(4) Uani 1 1 d . . . . .
H5 H 0.342379 -0.017311 0.401958 0.058 Uiso 1 1 calc R . . . .
C6 C 0.3514(2) 0.02072(14) 0.34133(5) 0.0590(5) Uani 1 1 d . . . . .
H6 H 0.417173 -0.038306 0.333064 0.071 Uiso 1 1 calc R . . . .
C7 C 0.16549(19) 0.13068(11) 0.44107(4) 0.0389(3) Uani 1 1 d . . . . .
C8 C 0.15898(19) 0.23216(11) 0.45990(4) 0.0399(3) Uani 1 1 d . . . . .
H8 H 0.173792 0.292433 0.443203 0.048 Uiso 1 1 calc R . . . .
C9 C 0.13153(18) 0.24751(11) 0.50226(4) 0.0385(3) Uani 1 1 d . . . . .
C10 C 0.1412(3) 0.35853(12) 0.52006(5) 0.0583(5) Uani 1 1 d . . . . .
H10A H 0.028679 0.378906 0.530522 0.087 Uiso 1 1 calc GR . . . .
H10B H 0.176482 0.408013 0.498786 0.087 Uiso 1 1 calc GR . . . .
H10C H 0.224735 0.359810 0.542293 0.087 Uiso 1 1 calc GR . . . .
C11 C 0.0783(2) 0.16775(12) 0.57210(4) 0.0422(3) Uani 1 1 d . . . . .
H11A H -0.004319 0.112848 0.580479 0.051 Uiso 1 1 calc R . . . .
H11B H 0.032299 0.236936 0.580582 0.051 Uiso 1 1 calc R . . . .
C12 C 0.2535(2) 0.14805(13) 0.59354(4) 0.0449(4) Uani 1 1 d . . . . .
H12A H 0.304038 0.083162 0.581998 0.054 Uiso 1 1 calc R . . . .
H12B H 0.330897 0.207002 0.586587 0.054 Uiso 1 1 calc R . . . .
C13 C 0.1605(2) 0.04023(12) 0.65197(4) 0.0521(4) Uani 1 1 d . . . . .
H13A H 0.210087 -0.021286 0.637743 0.062 Uiso 1 1 calc R . . . .
H13B H 0.038119 0.044962 0.644479 0.062 Uiso 1 1 calc R . . . .
C14 C 0.1768(3) 0.02450(13) 0.69872(5) 0.0574(4) Uani 1 1 d . . . . .
H14A H 0.110983 -0.038487 0.707032 0.069 Uiso 1 1 calc R . . . .
H14B H 0.298183 0.012700 0.705910 0.069 Uiso 1 1 calc R . . . .
C15 C 0.1094(3) 0.12115(15) 0.72159(5) 0.0609(5) Uani 1 1 d . . . . .
H15A H 0.130809 0.112658 0.751111 0.073 Uiso 1 1 calc R . . . .
H15B H -0.015536 0.127278 0.717424 0.073 Uiso 1 1 calc R . . . .
C16 C 0.1982(3) 0.22175(14) 0.70626(5) 0.0616(5) Uani 1 1 d . . . . .
H16A H 0.320643 0.219893 0.713840 0.074 Uiso 1 1 calc R . . . .
H16B H 0.145728 0.283995 0.719395 0.074 Uiso 1 1 calc R . . . .
C17 C 0.1812(2) 0.23143(11) 0.65927(4) 0.0506(4) Uani 1 1 d . . . . .
H17A H 0.059303 0.240381 0.651945 0.061 Uiso 1 1 calc R . . . .
H17B H 0.244116 0.294469 0.649830 0.061 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C12 1.4605(17) . ?
N1 C13 1.4520(18) . ?
N1 C17 1.4465(18) . ?
N2 C9 1.3212(17) . ?
N2 C11 1.4531(16) . ?
O1 C7 1.2551(16) . ?
C1 C2 1.372(2) . ?
C1 C6 1.375(2) . ?
C2 C3 1.385(2) . ?
C3 C4 1.3865(19) . ?
C4 C5 1.386(2) . ?
C4 C7 1.5069(18) . ?
C5 C6 1.381(2) . ?
C7 C8 1.4023(19) . ?
C8 C9 1.3927(19) . ?
C9 C10 1.498(2) . ?
C11 C12 1.529(2) . ?
C13 C14 1.522(2) . ?
C14 C15 1.502(2) . ?
C15 C16 1.508(2) . ?
C16 C17 1.5227(19) . ?

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
C13 N1 C12 112.24(11) . . ?
C17 N1 C12 112.75(11) . . ?
C17 N1 C13 111.62(12) . . ?
C9 N2 C11 127.69(12) . . ?
C2 C1 C6 119.81(15) . . ?
C1 C2 C3 120.63(15) . . ?
C2 C3 C4 120.10(15) . . ?
C3 C4 C7 123.02(13) . . ?
C5 C4 C3 118.59(13) . . ?
C5 C4 C7 118.36(12) . . ?
C6 C5 C4 121.01(15) . . ?
C1 C6 C5 119.84(16) . . ?
O1 C7 C4 116.83(12) . . ?
O1 C7 C8 123.95(12) . . ?
C8 C7 C4 119.18(12) . . ?
C9 C8 C7 123.51(12) . . ?
N2 C9 C8 121.20(13) . . ?
N2 C9 C10 119.22(12) . . ?
C8 C9 C10 119.57(12) . . ?
N2 C11 C12 110.57(12) . . ?
N1 C12 C11 116.59(12) . . ?
N1 C13 C14 111.01(13) . . ?
C15 C14 C13 110.67(13) . . ?
C14 C15 C16 110.50(14) . . ?
C15 C16 C17 110.61(14) . . ?
N1 C17 C16 111.03(13) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
