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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_Alsap_Me2CO
_database_code_depnum_ccdc_archive 'CCDC 2337339'
loop_
_audit_author_name
_audit_author_address
'Fumiya Kobayashi'
;Tokyo University of Science
Japan
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-06-05 downloaded from the CCDC.
;
_audit_creation_date             2024-02-17
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H18 Al N O5, C3 H6 O'
_chemical_formula_sum            'C21 H24 Al N O6'
_chemical_formula_weight         413.39
_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      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                   20.5632(7)
_cell_length_b                   8.3967(2)
_cell_length_c                   23.2444(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4013.4(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9938
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.40
_cell_measurement_theta_min      2.64
_shelx_estimated_absorpt_T_max   0.946
_shelx_estimated_absorpt_T_min   0.934
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6670
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1780 before and 0.0734 after correction.
The Ratio of minimum to maximum transmission is 0.8946.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.4
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0694
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            44796
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_min         2.645
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8QUEST'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3206
_reflns_number_total             4098
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.219
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         4098
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0407
_refine_ls_restrained_S_all      1.071
_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)+(0.0353P)²+3.0752P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0916
_refine_ls_wR_factor_ref         0.1068
_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, All O(H,H) groups
2.a Rotating group:
 O5(H5A,H5B)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C11(H11), C10(H10), C9(H9), C7(H7), C5(H5), C4(H4), C3(H3), C2(H2),
 C16(H16)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C18(H18A,H18B,H18C), C20(H20A,H20B,H20C), C21(H21A,H21B,
 H21C)
;
_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
Al1 Al 0.41573(2) 0.61671(6) 0.43532(2) 0.02108(14) Uani 1 1 d . . . . .
O2 O 0.42484(6) 0.60595(15) 0.51571(5) 0.0241(3) Uani 1 1 d . . . . .
N1 N 0.33320(7) 0.49537(17) 0.45125(6) 0.0221(3) Uani 1 1 d . . . . .
C13 C 0.37550(9) 0.5356(2) 0.54386(8) 0.0244(4) Uani 1 1 d . . . . .
C12 C 0.37305(9) 0.5239(2) 0.60384(8) 0.0310(4) Uani 1 1 d . . . . .
H12 H 0.406169 0.570955 0.626706 0.037 Uiso 1 1 calc R U . . .
O1 O 0.39982(6) 0.60633(16) 0.35791(5) 0.0272(3) Uani 1 1 d . . . . .
O3 O 0.49586(6) 0.71809(15) 0.42679(5) 0.0267(3) Uani 1 1 d . . . . .
C11 C 0.32195(10) 0.4432(3) 0.62978(8) 0.0359(5) Uani 1 1 d . . . . .
H11 H 0.320602 0.434893 0.670522 0.043 Uiso 1 1 calc R U . . .
C10 C 0.27288(10) 0.3744(3) 0.59732(9) 0.0356(5) Uani 1 1 d . . . . .
H10 H 0.238667 0.318041 0.615736 0.043 Uiso 1 1 calc R U . . .
O4 O 0.37040(6) 0.81290(14) 0.44122(5) 0.0253(3) Uani 1 1 d . . . . .
O5 O 0.46275(6) 0.41479(14) 0.42951(5) 0.0237(3) Uani 1 1 d . . . . .
H5A H 0.500619 0.423657 0.445963 0.036 Uiso 1 1 d R U . . .
H5B H 0.471650 0.395768 0.393543 0.036 Uiso 1 1 d R U . . .
C9 C 0.27387(9) 0.3882(2) 0.53790(8) 0.0295(4) Uani 1 1 d . . . . .
H9 H 0.240162 0.342193 0.515431 0.035 Uiso 1 1 calc R U . . .
C8 C 0.32458(9) 0.4700(2) 0.51133(7) 0.0235(4) Uani 1 1 d . . . . .
O6 O 0.48790(8) 0.2966(2) 0.31700(7) 0.0532(5) Uani 1 1 d . . . . .
C7 C 0.29410(9) 0.4350(2) 0.41368(8) 0.0242(4) Uani 1 1 d . . . . .
H7 H 0.258054 0.375216 0.427363 0.029 Uiso 1 1 calc R U . . .
C6 C 0.30151(9) 0.4522(2) 0.35236(8) 0.0254(4) Uani 1 1 d . . . . .
C5 C 0.25466(10) 0.3788(2) 0.31704(8) 0.0320(4) Uani 1 1 d . . . . .
H5 H 0.219442 0.323195 0.334256 0.038 Uiso 1 1 calc R U . . .
C4 C 0.25898(10) 0.3862(3) 0.25801(9) 0.0378(5) Uani 1 1 d . . . . .
H4 H 0.227456 0.335170 0.234506 0.045 Uiso 1 1 calc R U . . .
C3 C 0.31024(10) 0.4697(3) 0.23342(9) 0.0384(5) Uani 1 1 d . . . . .
H3 H 0.313314 0.476017 0.192700 0.046 Uiso 1 1 calc R U . . .
C2 C 0.35666(10) 0.5435(3) 0.26669(8) 0.0321(5) Uani 1 1 d . . . . .
H2 H 0.390992 0.600081 0.248531 0.039 Uiso 1 1 calc R U . . .
C1 C 0.35418(9) 0.5366(2) 0.32728(8) 0.0252(4) Uani 1 1 d . . . . .
C14 C 0.57785(9) 0.9146(3) 0.41781(9) 0.0363(5) Uani 1 1 d . . . . .
H14A H 0.585437 0.933214 0.376730 0.054 Uiso 1 1 calc R U . . .
H14B H 0.606578 0.829347 0.431342 0.054 Uiso 1 1 calc R U . . .
H14C H 0.586951 1.012446 0.439333 0.054 Uiso 1 1 calc R U . . .
C15 C 0.50828(9) 0.8668(2) 0.42702(7) 0.0250(4) Uani 1 1 d . . . . .
C16 C 0.46139(9) 0.9834(2) 0.43409(9) 0.0311(4) Uani 1 1 d . . . . .
H16 H 0.475202 1.091373 0.434689 0.037 Uiso 1 1 calc R U . . .
C17 C 0.39524(9) 0.9524(2) 0.44037(8) 0.0253(4) Uani 1 1 d . . . . .
C18 C 0.34933(10) 1.0895(2) 0.44568(10) 0.0361(5) Uani 1 1 d . . . . .
H18A H 0.323203 1.097943 0.410554 0.054 Uiso 1 1 calc R U . . .
H18B H 0.374080 1.188049 0.451234 0.054 Uiso 1 1 calc R U . . .
H18C H 0.320592 1.072433 0.478744 0.054 Uiso 1 1 calc R U . . .
C19 C 0.45819(10) 0.2242(3) 0.28001(9) 0.0377(5) Uani 1 1 d . . . . .
C20 C 0.40330(13) 0.1162(4) 0.29363(12) 0.0587(7) Uani 1 1 d . . . . .
H20A H 0.362109 0.172880 0.288066 0.088 Uiso 1 1 calc R U . . .
H20B H 0.406693 0.081066 0.333721 0.088 Uiso 1 1 calc R U . . .
H20C H 0.404805 0.023404 0.268121 0.088 Uiso 1 1 calc R U . . .
C21 C 0.47496(13) 0.2403(4) 0.21808(10) 0.0584(7) Uani 1 1 d . . . . .
H21A H 0.493914 0.140331 0.204196 0.088 Uiso 1 1 calc R U . . .
H21B H 0.506473 0.326776 0.213170 0.088 Uiso 1 1 calc R U . . .
H21C H 0.435541 0.264340 0.196030 0.088 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Al1 O2 1.8802(13) . ?
Al1 N1 2.0138(16) . ?
Al1 O1 1.8309(13) . ?
Al1 O3 1.8653(13) . ?
Al1 O4 1.8977(13) . ?
Al1 O5 1.9565(13) . ?
O2 C13 1.344(2) . ?
N1 C8 1.424(2) . ?
N1 C7 1.291(2) . ?
C13 C12 1.399(3) . ?
C13 C8 1.404(3) . ?
C12 H12 0.9500 . ?
C12 C11 1.388(3) . ?
O1 C1 1.316(2) . ?
O3 C15 1.274(2) . ?
C11 H11 0.9500 . ?
C11 C10 1.386(3) . ?
C10 H10 0.9500 . ?
C10 C9 1.386(3) . ?
O4 C17 1.278(2) . ?
O5 H5A 0.8707 . ?
O5 H5B 0.8707 . ?
C9 H9 0.9500 . ?
C9 C8 1.393(3) . ?
O6 C19 1.217(3) . ?
C7 H7 0.9500 . ?
C7 C6 1.441(3) . ?
C6 C5 1.408(3) . ?
C6 C1 1.420(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.376(3) . ?
C4 H4 0.9500 . ?
C4 C3 1.389(3) . ?
C3 H3 0.9500 . ?
C3 C2 1.376(3) . ?
C2 H2 0.9500 . ?
C2 C1 1.410(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C14 C15 1.501(3) . ?
C15 C16 1.384(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.393(3) . ?
C17 C18 1.494(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.482(3) . ?
C19 C21 1.487(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 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
O2 Al1 N1 82.93(6) . . ?
O2 Al1 O4 91.08(6) . . ?
O2 Al1 O5 88.72(6) . . ?
O1 Al1 O2 172.86(6) . . ?
O1 Al1 N1 90.35(6) . . ?
O1 Al1 O3 94.30(6) . . ?
O1 Al1 O4 91.41(6) . . ?
O1 Al1 O5 88.81(6) . . ?
O3 Al1 O2 92.27(6) . . ?
O3 Al1 N1 174.23(6) . . ?
O3 Al1 O4 92.60(6) . . ?
O3 Al1 O5 87.22(6) . . ?
O4 Al1 N1 90.69(6) . . ?
O4 Al1 O5 179.73(7) . . ?
O5 Al1 N1 89.47(6) . . ?
C13 O2 Al1 115.45(11) . . ?
C8 N1 Al1 111.16(11) . . ?
C7 N1 Al1 126.81(13) . . ?
C7 N1 C8 121.84(16) . . ?
O2 C13 C12 122.92(17) . . ?
O2 C13 C8 118.24(16) . . ?
C12 C13 C8 118.84(17) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 C13 119.65(19) . . ?
C11 C12 H12 120.2 . . ?
C1 O1 Al1 132.88(12) . . ?
C15 O3 Al1 128.58(12) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 C12 121.20(18) . . ?
C10 C11 H11 119.4 . . ?
C11 C10 H10 120.1 . . ?
C11 C10 C9 119.80(19) . . ?
C9 C10 H10 120.1 . . ?
C17 O4 Al1 126.74(12) . . ?
Al1 O5 H5A 109.7 . . ?
Al1 O5 H5B 109.2 . . ?
H5A O5 H5B 104.4 . . ?
C10 C9 H9 120.2 . . ?
C10 C9 C8 119.59(19) . . ?
C8 C9 H9 120.2 . . ?
C13 C8 N1 112.13(15) . . ?
C9 C8 N1 126.99(17) . . ?
C9 C8 C13 120.86(17) . . ?
N1 C7 H7 117.8 . . ?
N1 C7 C6 124.34(17) . . ?
C6 C7 H7 117.8 . . ?
C5 C6 C7 117.42(17) . . ?
C5 C6 C1 120.08(17) . . ?
C1 C6 C7 122.49(17) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 C6 121.15(19) . . ?
C4 C5 H5 119.4 . . ?
C5 C4 H4 120.6 . . ?
C5 C4 C3 118.83(19) . . ?
C3 C4 H4 120.6 . . ?
C4 C3 H3 119.3 . . ?
C2 C3 C4 121.49(19) . . ?
C2 C3 H3 119.3 . . ?
C3 C2 H2 119.4 . . ?
C3 C2 C1 121.19(19) . . ?
C1 C2 H2 119.4 . . ?
O1 C1 C6 122.97(16) . . ?
O1 C1 C2 119.77(17) . . ?
C2 C1 C6 117.26(17) . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
C15 C14 H14C 109.5 . . ?
O3 C15 C14 116.89(17) . . ?
O3 C15 C16 123.66(17) . . ?
C16 C15 C14 119.44(18) . . ?
C15 C16 H16 118.0 . . ?
C15 C16 C17 124.10(18) . . ?
C17 C16 H16 118.0 . . ?
O4 C17 C16 124.28(17) . . ?
O4 C17 C18 116.90(16) . . ?
C16 C17 C18 118.82(17) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O6 C19 C20 122.5(2) . . ?
O6 C19 C21 121.5(2) . . ?
C20 C19 C21 116.0(2) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Al1 O2 C13 C12 -177.09(14) . . . . ?
Al1 O2 C13 C8 3.5(2) . . . . ?
Al1 N1 C8 C13 -0.03(18) . . . . ?
Al1 N1 C8 C9 -178.66(15) . . . . ?
Al1 N1 C7 C6 -3.5(3) . . . . ?
Al1 O1 C1 C6 2.9(3) . . . . ?
Al1 O1 C1 C2 -176.80(14) . . . . ?
Al1 O3 C15 C14 -178.69(13) . . . . ?
Al1 O3 C15 C16 0.0(3) . . . . ?
Al1 O4 C17 C16 0.8(3) . . . . ?
Al1 O4 C17 C18 179.93(13) . . . . ?
O2 Al1 O3 C15 -89.87(15) . . . . ?
O2 Al1 O4 C17 90.61(15) . . . . ?
O2 C13 C12 C11 -177.07(18) . . . . ?
O2 C13 C8 N1 -2.2(2) . . . . ?
O2 C13 C8 C9 176.56(16) . . . . ?
N1 Al1 O2 C13 -2.64(12) . . . . ?
N1 Al1 O1 C1 -3.86(17) . . . . ?
N1 Al1 O4 C17 173.55(15) . . . . ?
N1 C7 C6 C5 179.94(17) . . . . ?
N1 C7 C6 C1 1.1(3) . . . . ?
C13 C12 C11 C10 -0.4(3) . . . . ?
C12 C13 C8 N1 178.38(16) . . . . ?
C12 C13 C8 C9 -2.9(3) . . . . ?
C12 C11 C10 C9 -1.1(3) . . . . ?
O1 Al1 O3 C15 92.93(15) . . . . ?
O1 Al1 O4 C17 -96.08(15) . . . . ?
O3 Al1 O2 C13 -179.43(12) . . . . ?
O3 Al1 O1 C1 172.72(16) . . . . ?
O3 Al1 O4 C17 -1.71(15) . . . . ?
O3 C15 C16 C17 -1.6(3) . . . . ?
C11 C10 C9 C8 0.6(3) . . . . ?
C10 C9 C8 N1 179.97(18) . . . . ?
C10 C9 C8 C13 1.4(3) . . . . ?
O4 Al1 O2 C13 87.92(12) . . . . ?
O4 Al1 O1 C1 -94.56(16) . . . . ?
O4 Al1 O3 C15 1.31(16) . . . . ?
O5 Al1 O2 C13 -92.26(12) . . . . ?
O5 Al1 O1 C1 85.60(16) . . . . ?
O5 Al1 O3 C15 -178.48(15) . . . . ?
C8 N1 C7 C6 -177.93(16) . . . . ?
C8 C13 C12 C11 2.3(3) . . . . ?
C7 N1 C8 C13 175.17(16) . . . . ?
C7 N1 C8 C9 -3.5(3) . . . . ?
C7 C6 C5 C4 -178.44(19) . . . . ?
C7 C6 C1 O1 -0.5(3) . . . . ?
C7 C6 C1 C2 179.16(17) . . . . ?
C6 C5 C4 C3 -0.8(3) . . . . ?
C5 C6 C1 O1 -179.31(17) . . . . ?
C5 C6 C1 C2 0.4(3) . . . . ?
C5 C4 C3 C2 0.5(3) . . . . ?
C4 C3 C2 C1 0.3(3) . . . . ?
C3 C2 C1 O1 178.98(18) . . . . ?
C3 C2 C1 C6 -0.7(3) . . . . ?
C1 C6 C5 C4 0.4(3) . . . . ?
C14 C15 C16 C17 177.07(19) . . . . ?
C15 C16 C17 O4 1.1(3) . . . . ?
C15 C16 C17 C18 -177.95(19) . . . . ?


_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_Alsap_DMSO
_database_code_depnum_ccdc_archive 'CCDC 2337341'
loop_
_audit_author_name
_audit_author_address
'Fumiya Kobayashi'
;Tokyo University of Science
Japan
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-06-05 downloaded from the CCDC.
;
_audit_creation_date             2024-02-17
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H18 Al N O5, C2 H6 O S'
_chemical_formula_sum            'C20 H24 Al N O6 S'
_chemical_formula_weight         433.44
_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'
S S 0.1246 0.1234 '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                   13.6042(18)
_cell_length_b                   8.4261(11)
_cell_length_c                   17.987(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.771(5)
_cell_angle_gamma                90
_cell_volume                     2054.8(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8052
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.57
_cell_measurement_theta_min      2.67
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.238
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6099
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1501 before and 0.0937 after correction.
The Ratio of minimum to maximum transmission is 0.8179.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.401
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0611
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3565
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.021
_diffrn_reflns_theta_max         25.021
_diffrn_reflns_theta_min         2.671
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker D8QUEST'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2814
_reflns_number_total             3565
_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.307
_refine_diff_density_min         -0.832
_refine_diff_density_rms         0.119
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         3565
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1184
_refine_ls_R_factor_gt           0.0984
_refine_ls_restrained_S_all      1.054
_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)+(0.1254P)²+6.8171P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2526
_refine_ls_wR_factor_ref         0.2692
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.588(5)
 0.412(5)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
3.a Rotating group:
 O5(H5A,H5B)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12),
 C16(H16)
3.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C)
;
_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
Al1 Al 0.54144(12) 0.62220(19) 0.62719(9) 0.0251(4) Uani 1 1 d . . . . .
S1 S 0.31865(14) 0.1430(2) 0.72563(10) 0.0495(5) Uani 1 1 d . . . . .
O1 O 0.4883(3) 0.6170(5) 0.7176(3) 0.0395(11) Uani 1 1 d . . . . .
N1 N 0.6604(4) 0.5023(6) 0.6715(3) 0.0376(12) Uani 1 1 d . . . . .
C1 C 0.5143(4) 0.5405(8) 0.7795(3) 0.0358(14) Uani 1 1 d . . . . .
O2 O 0.6082(3) 0.6088(5) 0.5401(2) 0.0336(10) Uani 1 1 d . . . . .
C2 C 0.4530(5) 0.5434(9) 0.8386(4) 0.0477(17) Uani 1 1 d . . . . .
H2 H 0.394085 0.604419 0.833785 0.057 Uiso 1 1 calc R U . . .
O3 O 0.4330(3) 0.7217(5) 0.5777(3) 0.0391(11) Uani 1 1 d . . . . .
C3 C 0.4765(6) 0.4601(10) 0.9029(4) 0.055(2) Uani 1 1 d . . . . .
H3 H 0.432387 0.460961 0.941166 0.066 Uiso 1 1 calc R U . . .
O4 O 0.6030(3) 0.8195(5) 0.6522(2) 0.0318(9) Uani 1 1 d . . . . .
C4 C 0.5640(6) 0.3739(10) 0.9134(4) 0.058(2) Uani 1 1 d . . . . .
H4 H 0.580702 0.319448 0.958952 0.070 Uiso 1 1 calc R U . . .
O5 O 0.4778(3) 0.4210(5) 0.6002(2) 0.0320(9) Uani 1 1 d . . . . .
H5A H 0.426289 0.409367 0.625420 0.048 Uiso 1 1 d R U . . .
H5B H 0.453731 0.424496 0.553750 0.048 Uiso 1 1 d R U . . .
C5 C 0.6245(6) 0.3691(9) 0.8580(4) 0.0522(19) Uani 1 1 d . . . . .
H5 H 0.683748 0.309244 0.864586 0.063 Uiso 1 1 calc R U . . .
C6 C 0.6021(5) 0.4505(8) 0.7904(4) 0.0385(15) Uani 1 1 d . . . . .
O6 O 0.3459(5) 0.2972(8) 0.6902(3) 0.083(2) Uani 1 1 d . . . . .
C7 C 0.6739(5) 0.4371(7) 0.7354(4) 0.0390(15) Uani 1 1 d . . . . .
H7 H 0.732509 0.378016 0.747348 0.047 Uiso 1 1 calc R U . . .
C8 C 0.7326(4) 0.4815(7) 0.6171(4) 0.0351(14) Uani 1 1 d . . . . .
C9 C 0.8233(5) 0.4081(9) 0.6270(4) 0.0477(17) Uani 1 1 d . . . . .
H9 H 0.844491 0.362644 0.673970 0.057 Uiso 1 1 calc R U . . .
C10 C 0.8834(5) 0.4004(10) 0.5692(5) 0.055(2) Uani 1 1 d . . . . .
H10 H 0.945984 0.350146 0.575940 0.066 Uiso 1 1 calc R U . . .
C11 C 0.8514(5) 0.4667(11) 0.5012(5) 0.057(2) Uani 1 1 d . . . . .
H11 H 0.892813 0.461158 0.461291 0.068 Uiso 1 1 calc R U . . .
C12 C 0.7596(5) 0.5419(9) 0.4897(4) 0.0454(17) Uani 1 1 d . . . . .
H12 H 0.739307 0.589401 0.443050 0.054 Uiso 1 1 calc R U . . .
C13 C 0.6991(4) 0.5452(7) 0.5481(3) 0.0317(13) Uani 1 1 d . . . . .
C14 C 0.3172(5) 0.9138(9) 0.5300(4) 0.0503(18) Uani 1 1 d . . . . .
H14A H 0.297977 0.835944 0.490969 0.075 Uiso 1 1 calc R U . . .
H14B H 0.323373 1.018726 0.507327 0.075 Uiso 1 1 calc R U . . .
H14C H 0.266809 0.917556 0.565834 0.075 Uiso 1 1 calc R U . . .
C15 C 0.4128(4) 0.8673(7) 0.5689(3) 0.0283(13) Uani 1 1 d . . . . .
C16 C 0.4817(5) 0.9859(7) 0.5944(4) 0.0399(15) Uani 1 1 d . . . . .
H16 H 0.465065 1.093196 0.583050 0.048 Uiso 1 1 calc R U . . .
C17 C 0.5715(4) 0.9572(7) 0.6348(3) 0.0316(13) Uani 1 1 d . . . . .
C18 C 0.6347(6) 1.0931(8) 0.6615(5) 0.054(2) Uani 1 1 d . . . . .
H18A H 0.701173 1.078986 0.645260 0.081 Uiso 1 1 calc R U . . .
H18B H 0.638232 1.097768 0.716052 0.081 Uiso 1 1 calc R U . . .
H18C H 0.606360 1.192089 0.640656 0.081 Uiso 1 1 calc R U . . .
C19 C 0.2498(6) 0.1954(13) 0.8011(5) 0.069(2) Uani 1 1 d . . . . .
H19A H 0.189713 0.251483 0.782156 0.103 Uiso 1 1 calc R U . . .
H19B H 0.289555 0.264639 0.835499 0.103 Uiso 1 1 calc R U . . .
H19C H 0.231871 0.099205 0.827439 0.103 Uiso 1 1 calc R U . . .
C20 C 0.4238(7) 0.0728(15) 0.7816(5) 0.091(3) Uani 1 1 d . . . . .
H20A H 0.473451 0.035006 0.749309 0.136 Uiso 1 1 calc R U . . .
H20B H 0.404269 -0.014566 0.813202 0.136 Uiso 1 1 calc R U . . .
H20C H 0.451601 0.159303 0.813157 0.136 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Al1 O1 1.833(5) . ?
Al1 N1 2.014(5) . ?
Al1 O2 1.878(4) . ?
Al1 O3 1.859(4) . ?
Al1 O4 1.899(4) . ?
Al1 O5 1.947(4) . ?
S1 O6 1.507(7) . ?
S1 C19 1.768(8) . ?
S1 C20 1.781(10) . ?
O1 C1 1.310(8) . ?
N1 C7 1.273(8) . ?
N1 C8 1.454(8) . ?
C1 C2 1.405(9) . ?
C1 C6 1.414(9) . ?
O2 C13 1.344(7) . ?
C2 H2 0.9500 . ?
C2 C3 1.369(11) . ?
O3 C15 1.264(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.394(12) . ?
O4 C17 1.267(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.345(11) . ?
O5 H5A 0.8716 . ?
O5 H5B 0.8718 . ?
C5 H5 0.9500 . ?
C5 C6 1.407(10) . ?
C6 C7 1.451(9) . ?
C7 H7 0.9500 . ?
C8 C9 1.379(10) . ?
C8 C13 1.393(9) . ?
C9 H9 0.9500 . ?
C9 C10 1.376(11) . ?
C10 H10 0.9500 . ?
C10 C11 1.381(12) . ?
C11 H11 0.9500 . ?
C11 C12 1.400(11) . ?
C12 H12 0.9500 . ?
C12 C13 1.388(9) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C14 C15 1.478(9) . ?
C15 C16 1.420(9) . ?
C16 H16 0.9500 . ?
C16 C17 1.390(9) . ?
C17 C18 1.487(8) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
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 Al1 N1 90.0(2) . . ?
O1 Al1 O2 172.5(2) . . ?
O1 Al1 O3 94.6(2) . . ?
O1 Al1 O4 90.5(2) . . ?
O1 Al1 O5 90.0(2) . . ?
O2 Al1 N1 82.6(2) . . ?
O2 Al1 O4 90.92(19) . . ?
O2 Al1 O5 88.59(19) . . ?
O3 Al1 N1 174.3(2) . . ?
O3 Al1 O2 92.7(2) . . ?
O3 Al1 O4 92.02(18) . . ?
O3 Al1 O5 87.40(18) . . ?
O4 Al1 N1 91.24(19) . . ?
O4 Al1 O5 179.2(2) . . ?
O5 Al1 N1 89.30(19) . . ?
O6 S1 C19 105.9(4) . . ?
O6 S1 C20 108.1(5) . . ?
C19 S1 C20 95.8(4) . . ?
C1 O1 Al1 131.9(4) . . ?
C7 N1 Al1 128.6(5) . . ?
C7 N1 C8 120.0(6) . . ?
C8 N1 Al1 111.1(4) . . ?
O1 C1 C2 120.0(6) . . ?
O1 C1 C6 123.1(6) . . ?
C2 C1 C6 116.9(6) . . ?
C13 O2 Al1 116.1(4) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 C1 121.2(7) . . ?
C3 C2 H2 119.4 . . ?
C15 O3 Al1 130.8(4) . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.2(7) . . ?
C4 C3 H3 119.4 . . ?
C17 O4 Al1 127.6(4) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 118.9(8) . . ?
C5 C4 H4 120.5 . . ?
Al1 O5 H5A 109.2 . . ?
Al1 O5 H5B 109.5 . . ?
H5A O5 H5B 104.4 . . ?
C4 C5 H5 119.2 . . ?
C4 C5 C6 121.6(7) . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C7 123.8(6) . . ?
C5 C6 C1 120.0(6) . . ?
C5 C6 C7 116.2(6) . . ?
N1 C7 C6 121.8(6) . . ?
N1 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C9 C8 N1 127.9(6) . . ?
C9 C8 C13 120.7(6) . . ?
C13 C8 N1 111.3(5) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.3(7) . . ?
C10 C9 H9 119.9 . . ?
C9 C10 H10 120.4 . . ?
C9 C10 C11 119.2(7) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 H11 119.2 . . ?
C10 C11 C12 121.7(7) . . ?
C12 C11 H11 119.2 . . ?
C11 C12 H12 120.8 . . ?
C13 C12 C11 118.4(7) . . ?
C13 C12 H12 120.8 . . ?
O2 C13 C8 118.6(5) . . ?
O2 C13 C12 121.7(6) . . ?
C12 C13 C8 119.7(6) . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
C15 C14 H14C 109.5 . . ?
O3 C15 C14 119.4(6) . . ?
O3 C15 C16 120.8(5) . . ?
C16 C15 C14 119.9(5) . . ?
C15 C16 H16 117.5 . . ?
C17 C16 C15 125.1(5) . . ?
C17 C16 H16 117.5 . . ?
O4 C17 C16 123.6(5) . . ?
O4 C17 C18 116.8(5) . . ?
C16 C17 C18 119.6(6) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
S1 C19 H19A 109.5 . . ?
S1 C19 H19B 109.5 . . ?
S1 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
S1 C20 H20A 109.5 . . ?
S1 C20 H20B 109.5 . . ?
S1 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
Al1 O1 C1 C2 -172.4(5) . . . . ?
Al1 O1 C1 C6 6.5(9) . . . . ?
Al1 N1 C7 C6 -4.3(9) . . . . ?
Al1 N1 C8 C9 178.9(5) . . . . ?
Al1 N1 C8 C13 -2.0(6) . . . . ?
Al1 O2 C13 C8 6.0(7) . . . . ?
Al1 O2 C13 C12 -174.0(5) . . . . ?
Al1 O3 C15 C14 -176.6(5) . . . . ?
Al1 O3 C15 C16 4.8(9) . . . . ?
Al1 O4 C17 C16 1.9(9) . . . . ?
Al1 O4 C17 C18 -179.8(5) . . . . ?
O1 Al1 O3 C15 88.9(5) . . . . ?
O1 Al1 O4 C17 -96.3(5) . . . . ?
O1 C1 C2 C3 177.6(7) . . . . ?
O1 C1 C6 C5 -178.9(6) . . . . ?
O1 C1 C6 C7 1.9(9) . . . . ?
N1 Al1 O1 C1 -9.6(6) . . . . ?
N1 Al1 O2 C13 -5.4(4) . . . . ?
N1 Al1 O4 C17 173.7(5) . . . . ?
N1 C8 C9 C10 -179.3(6) . . . . ?
N1 C8 C13 O2 -2.3(7) . . . . ?
N1 C8 C13 C12 177.6(5) . . . . ?
C1 C2 C3 C4 2.4(12) . . . . ?
C1 C6 C7 N1 -2.6(9) . . . . ?
O2 Al1 O3 C15 -92.8(5) . . . . ?
O2 Al1 O4 C17 91.1(5) . . . . ?
C2 C1 C6 C5 0.1(9) . . . . ?
C2 C1 C6 C7 -179.1(6) . . . . ?
C2 C3 C4 C5 -2.2(12) . . . . ?
O3 Al1 O1 C1 167.1(5) . . . . ?
O3 Al1 O2 C13 177.8(4) . . . . ?
O3 Al1 O4 C17 -1.7(5) . . . . ?
O3 C15 C16 C17 -4.7(10) . . . . ?
C3 C4 C5 C6 0.9(12) . . . . ?
O4 Al1 O1 C1 -100.9(5) . . . . ?
O4 Al1 O2 C13 85.7(4) . . . . ?
O4 Al1 O3 C15 -1.8(5) . . . . ?
C4 C5 C6 C1 0.1(11) . . . . ?
C4 C5 C6 C7 179.4(7) . . . . ?
O5 Al1 O1 C1 79.7(5) . . . . ?
O5 Al1 O2 C13 -94.9(4) . . . . ?
O5 Al1 O3 C15 178.7(5) . . . . ?
C5 C6 C7 N1 178.2(6) . . . . ?
C6 C1 C2 C3 -1.3(10) . . . . ?
C7 N1 C8 C9 -6.4(9) . . . . ?
C7 N1 C8 C13 172.7(5) . . . . ?
C8 N1 C7 C6 -177.9(5) . . . . ?
C8 C9 C10 C11 -0.2(11) . . . . ?
C9 C8 C13 O2 176.9(5) . . . . ?
C9 C8 C13 C12 -3.2(9) . . . . ?
C9 C10 C11 C12 0.2(12) . . . . ?
C10 C11 C12 C13 -1.6(11) . . . . ?
C11 C12 C13 O2 -176.9(6) . . . . ?
C11 C12 C13 C8 3.1(9) . . . . ?
C13 C8 C9 C10 1.7(10) . . . . ?
C14 C15 C16 C17 176.7(7) . . . . ?
C15 C16 C17 O4 1.3(11) . . . . ?
C15 C16 C17 C18 -176.9(7) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.588(5)
2 0.412(5)

####################################################################### 
# 
# 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_Alsap_MeCN
_database_code_depnum_ccdc_archive 'CCDC 2337340'
loop_
_audit_author_name
_audit_author_address
'Fumiya Kobayashi'
;Tokyo University of Science
Japan
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-06-05 downloaded from the CCDC.
;
_audit_creation_date             2024-02-17
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H18 Al N O5, C2 H3 N'
_chemical_formula_sum            'C20 H21 Al N2 O5'
_chemical_formula_weight         396.37
_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      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                   20.2047(13)
_cell_length_b                   8.4969(6)
_cell_length_c                   22.9627(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3942.2(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4599
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.83
_cell_measurement_theta_min      2.69
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.951
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4705
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1900 before and 0.0955 after correction.
The Ratio of minimum to maximum transmission is 0.6310.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1664
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1574
_diffrn_reflns_av_unetI/netI     0.0748
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            40798
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.686
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8QUEST'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2210
_reflns_number_total             4039
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.611
_refine_diff_density_min         -0.531
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         4039
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1391
_refine_ls_R_factor_gt           0.0655
_refine_ls_restrained_S_all      1.056
_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)+(0.0834P)²+3.8649P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1523
_refine_ls_wR_factor_ref         0.2035
_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, All O(H,H) groups
2.a Rotating group:
 O5(H5A,H5B)
2.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C7(H7), C9(H9), C12(H12), C5(H5), C4(H4), C3(H3), C2(H2),
 C16(H16)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C18(H18A,H18B,H18C), C20(H20A,H20B,H20C)
;
_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
Al1 Al 0.58272(5) 0.59959(12) 0.57166(5) 0.0280(3) Uani 1 1 d . . . . .
N1 N 0.66694(13) 0.4810(3) 0.55496(13) 0.0311(7) Uani 1 1 d . . . . .
C13 C 0.62907(15) 0.5438(4) 0.46112(15) 0.0291(8) Uani 1 1 d . . . . .
O2 O 0.57807(10) 0.6072(3) 0.49024(10) 0.0313(6) Uani 1 1 d . . . . .
O1 O 0.59463(11) 0.5725(3) 0.65011(11) 0.0372(6) Uani 1 1 d . . . . .
O4 O 0.62779(11) 0.7953(3) 0.57371(10) 0.0335(6) Uani 1 1 d . . . . .
C10 C 0.73516(18) 0.3954(5) 0.40568(18) 0.0447(10) Uani 1 1 d . . . . .
H10 H 0.770501 0.343244 0.386380 0.054 Uiso 1 1 calc R U . . .
O3 O 0.50072(11) 0.6953(3) 0.57909(11) 0.0357(6) Uani 1 1 d . . . . .
C11 C 0.68679(17) 0.4732(5) 0.37370(17) 0.0426(10) Uani 1 1 d . . . . .
H11 H 0.690117 0.475936 0.332448 0.051 Uiso 1 1 calc R U . . .
C7 C 0.70429(17) 0.4121(4) 0.59225(17) 0.0345(9) Uani 1 1 d . . . . .
H7 H 0.740909 0.353515 0.577998 0.041 Uiso 1 1 calc R U . . .
C8 C 0.67892(16) 0.4698(4) 0.49325(15) 0.0299(8) Uani 1 1 d . . . . .
O5 O 0.53460(11) 0.3994(3) 0.56914(10) 0.0293(6) Uani 1 1 d . . . . .
H5A H 0.497841 0.411158 0.549899 0.044 Uiso 1 1 d R U . . .
H5B H 0.522090 0.374688 0.604229 0.044 Uiso 1 1 d R U . . .
C9 C 0.73145(17) 0.3944(4) 0.46586(17) 0.0380(9) Uani 1 1 d . . . . .
H9 H 0.764472 0.342620 0.488239 0.046 Uiso 1 1 calc R U . . .
C12 C 0.63425(17) 0.5462(4) 0.40045(16) 0.0348(9) Uani 1 1 d . . . . .
H12 H 0.601566 0.598152 0.377752 0.042 Uiso 1 1 calc R U . . .
C6 C 0.69440(17) 0.4177(4) 0.65388(16) 0.0329(8) Uani 1 1 d . . . . .
N2 N 0.5072(2) 0.2443(5) 0.67831(17) 0.0622(11) Uani 1 1 d . . . . .
C5 C 0.74066(18) 0.3371(5) 0.68869(17) 0.0424(10) Uani 1 1 d . . . . .
H5 H 0.776134 0.282348 0.670595 0.051 Uiso 1 1 calc R U . . .
C4 C 0.7354(2) 0.3361(5) 0.74821(18) 0.0487(11) Uani 1 1 d . . . . .
H4 H 0.766782 0.280785 0.771288 0.058 Uiso 1 1 calc R U . . .
C3 C 0.6839(2) 0.4167(5) 0.77409(17) 0.0476(11) Uani 1 1 d . . . . .
H3 H 0.680375 0.416724 0.815349 0.057 Uiso 1 1 calc R U . . .
C2 C 0.63734(18) 0.4971(5) 0.74185(16) 0.0423(10) Uani 1 1 d . . . . .
H2 H 0.602806 0.552258 0.761135 0.051 Uiso 1 1 calc R U . . .
C1 C 0.64051(17) 0.4983(4) 0.68040(16) 0.0350(9) Uani 1 1 d . . . . .
C14 C 0.41472(18) 0.8824(5) 0.5781(2) 0.0527(12) Uani 1 1 d . . . . .
H14A H 0.409322 0.995345 0.570958 0.079 Uiso 1 1 calc R U . . .
H14B H 0.397199 0.856299 0.616741 0.079 Uiso 1 1 calc R U . . .
H14C H 0.390548 0.822816 0.548408 0.079 Uiso 1 1 calc R U . . .
C15 C 0.48631(18) 0.8408(5) 0.57552(16) 0.0365(9) Uani 1 1 d . . . . .
C16 C 0.53360(18) 0.9582(5) 0.57095(19) 0.0494(11) Uani 1 1 d . . . . .
H16 H 0.518833 1.063647 0.566515 0.059 Uiso 1 1 calc R U . . .
C17 C 0.60141(18) 0.9307(4) 0.57246(17) 0.0372(9) Uani 1 1 d . . . . .
C18 C 0.6470(2) 1.0694(5) 0.5737(2) 0.0554(13) Uani 1 1 d . . . . .
H18A H 0.678394 1.061927 0.541281 0.083 Uiso 1 1 calc R U . . .
H18B H 0.671233 1.070818 0.610611 0.083 Uiso 1 1 calc R U . . .
H18C H 0.621089 1.166456 0.569892 0.083 Uiso 1 1 calc R U . . .
C19 C 0.5290(2) 0.1781(7) 0.7152(3) 0.0740(16) Uani 1 1 d . . . . .
C20 C 0.5557(4) 0.0924(10) 0.7646(4) 0.165(4) Uani 1 1 d . . . . .
H20A H 0.577490 -0.003700 0.750840 0.248 Uiso 1 1 calc R U . . .
H20B H 0.519658 0.064460 0.791233 0.248 Uiso 1 1 calc R U . . .
H20C H 0.587913 0.158536 0.785033 0.248 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Al1 N1 2.014(3) . ?
Al1 O2 1.873(3) . ?
Al1 O1 1.832(3) . ?
Al1 O4 1.897(2) . ?
Al1 O3 1.854(2) . ?
Al1 O5 1.960(2) . ?
N1 C7 1.283(4) . ?
N1 C8 1.441(4) . ?
C13 O2 1.341(4) . ?
C13 C8 1.398(5) . ?
C13 C12 1.397(5) . ?
O1 C1 1.319(4) . ?
O4 C17 1.268(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.390(5) . ?
C10 C9 1.384(5) . ?
O3 C15 1.273(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.374(5) . ?
C7 H7 0.9500 . ?
C7 C6 1.430(5) . ?
C8 C9 1.390(5) . ?
O5 H5A 0.8700 . ?
O5 H5B 0.8702 . ?
C9 H9 0.9500 . ?
C12 H12 0.9500 . ?
C6 C5 1.408(5) . ?
C6 C1 1.423(5) . ?
N2 C19 1.109(6) . ?
C5 H5 0.9500 . ?
C5 C4 1.371(5) . ?
C4 H4 0.9500 . ?
C4 C3 1.382(6) . ?
C3 H3 0.9500 . ?
C3 C2 1.378(5) . ?
C2 H2 0.9500 . ?
C2 C1 1.413(5) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C14 C15 1.490(5) . ?
C15 C16 1.385(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.390(5) . ?
C17 C18 1.496(5) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.451(8) . ?
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
O2 Al1 N1 82.51(12) . . ?
O2 Al1 O4 91.07(11) . . ?
O2 Al1 O5 88.60(10) . . ?
O1 Al1 N1 90.77(12) . . ?
O1 Al1 O2 172.95(12) . . ?
O1 Al1 O4 91.30(11) . . ?
O1 Al1 O3 94.71(12) . . ?
O1 Al1 O5 89.15(11) . . ?
O4 Al1 N1 92.17(11) . . ?
O4 Al1 O5 178.91(11) . . ?
O3 Al1 N1 172.78(13) . . ?
O3 Al1 O2 91.82(11) . . ?
O3 Al1 O4 92.41(11) . . ?
O3 Al1 O5 86.57(10) . . ?
O5 Al1 N1 88.81(11) . . ?
C7 N1 Al1 126.7(3) . . ?
C7 N1 C8 121.8(3) . . ?
C8 N1 Al1 111.2(2) . . ?
O2 C13 C8 118.1(3) . . ?
O2 C13 C12 123.3(3) . . ?
C12 C13 C8 118.6(3) . . ?
C13 O2 Al1 116.4(2) . . ?
C1 O1 Al1 132.1(2) . . ?
C17 O4 Al1 126.4(2) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C9 C10 C11 119.5(4) . . ?
C15 O3 Al1 128.7(2) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 C10 121.5(4) . . ?
C12 C11 H11 119.3 . . ?
N1 C7 H7 117.9 . . ?
N1 C7 C6 124.3(3) . . ?
C6 C7 H7 117.9 . . ?
C13 C8 N1 111.6(3) . . ?
C9 C8 N1 127.1(3) . . ?
C9 C8 C13 121.3(3) . . ?
Al1 O5 H5A 109.8 . . ?
Al1 O5 H5B 109.0 . . ?
H5A O5 H5B 104.5 . . ?
C10 C9 C8 119.4(3) . . ?
C10 C9 H9 120.3 . . ?
C8 C9 H9 120.3 . . ?
C13 C12 H12 120.1 . . ?
C11 C12 C13 119.8(3) . . ?
C11 C12 H12 120.1 . . ?
C5 C6 C7 116.9(3) . . ?
C5 C6 C1 120.0(3) . . ?
C1 C6 C7 123.1(3) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 C6 121.2(4) . . ?
C4 C5 H5 119.4 . . ?
C5 C4 H4 120.5 . . ?
C5 C4 C3 118.9(4) . . ?
C3 C4 H4 120.5 . . ?
C4 C3 H3 119.0 . . ?
C2 C3 C4 122.0(4) . . ?
C2 C3 H3 119.0 . . ?
C3 C2 H2 119.7 . . ?
C3 C2 C1 120.6(4) . . ?
C1 C2 H2 119.7 . . ?
O1 C1 C6 122.8(3) . . ?
O1 C1 C2 119.9(3) . . ?
C2 C1 C6 117.3(3) . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
C15 C14 H14C 109.5 . . ?
O3 C15 C14 116.7(3) . . ?
O3 C15 C16 123.1(3) . . ?
C16 C15 C14 120.1(4) . . ?
C15 C16 H16 118.1 . . ?
C15 C16 C17 123.8(4) . . ?
C17 C16 H16 118.1 . . ?
O4 C17 C16 124.6(3) . . ?
O4 C17 C18 117.1(3) . . ?
C16 C17 C18 118.3(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N2 C19 C20 178.2(7) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 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
Al1 N1 C7 C6 -4.7(5) . . . . ?
Al1 N1 C8 C13 -0.1(3) . . . . ?
Al1 N1 C8 C9 -178.8(3) . . . . ?
Al1 O1 C1 C6 -0.1(5) . . . . ?
Al1 O1 C1 C2 179.8(3) . . . . ?
Al1 O4 C17 C16 1.9(6) . . . . ?
Al1 O4 C17 C18 -179.1(3) . . . . ?
Al1 O3 C15 C14 174.7(3) . . . . ?
Al1 O3 C15 C16 -7.0(6) . . . . ?
N1 Al1 O2 C13 -2.9(2) . . . . ?
N1 Al1 O1 C1 -2.0(3) . . . . ?
N1 Al1 O4 C17 166.4(3) . . . . ?
N1 C7 C6 C5 -179.2(3) . . . . ?
N1 C7 C6 C1 1.5(6) . . . . ?
N1 C8 C9 C10 180.0(3) . . . . ?
C13 C8 C9 C10 1.3(5) . . . . ?
O2 Al1 O4 C17 83.9(3) . . . . ?
O2 Al1 O3 C15 -80.5(3) . . . . ?
O2 C13 C8 N1 -2.3(4) . . . . ?
O2 C13 C8 C9 176.6(3) . . . . ?
O2 C13 C12 C11 -177.4(3) . . . . ?
O1 Al1 O4 C17 -102.8(3) . . . . ?
O1 Al1 O3 C15 102.2(3) . . . . ?
O4 Al1 O2 C13 89.2(2) . . . . ?
O4 Al1 O1 C1 -94.1(3) . . . . ?
O4 Al1 O3 C15 10.7(3) . . . . ?
C10 C11 C12 C13 0.4(6) . . . . ?
O3 Al1 O2 C13 -178.4(2) . . . . ?
O3 Al1 O1 C1 173.3(3) . . . . ?
O3 Al1 O4 C17 -8.0(3) . . . . ?
O3 C15 C16 C17 -3.1(7) . . . . ?
C11 C10 C9 C8 0.7(6) . . . . ?
C7 N1 C8 C13 175.3(3) . . . . ?
C7 N1 C8 C9 -3.4(5) . . . . ?
C7 C6 C5 C4 179.8(4) . . . . ?
C7 C6 C1 O1 1.1(5) . . . . ?
C7 C6 C1 C2 -178.8(3) . . . . ?
C8 N1 C7 C6 -179.3(3) . . . . ?
C8 C13 O2 Al1 3.8(4) . . . . ?
C8 C13 C12 C11 1.6(5) . . . . ?
O5 Al1 O2 C13 -91.8(2) . . . . ?
O5 Al1 O1 C1 86.8(3) . . . . ?
O5 Al1 O3 C15 -169.0(3) . . . . ?
C9 C10 C11 C12 -1.6(6) . . . . ?
C12 C13 O2 Al1 -177.2(3) . . . . ?
C12 C13 C8 N1 178.6(3) . . . . ?
C12 C13 C8 C9 -2.5(5) . . . . ?
C6 C5 C4 C3 -0.3(6) . . . . ?
C5 C6 C1 O1 -178.2(3) . . . . ?
C5 C6 C1 C2 1.9(5) . . . . ?
C5 C4 C3 C2 0.4(7) . . . . ?
C4 C3 C2 C1 0.7(6) . . . . ?
C3 C2 C1 O1 178.3(3) . . . . ?
C3 C2 C1 C6 -1.8(6) . . . . ?
C1 C6 C5 C4 -0.9(6) . . . . ?
C14 C15 C16 C17 175.2(4) . . . . ?
C15 C16 C17 O4 5.6(7) . . . . ?
C15 C16 C17 C18 -173.4(4) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
