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#$Date: 2022-02-10 02:00:40 +0200 (Thu, 10 Feb 2022) $
#$Revision: 272894 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/94/7709451.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7709451
loop_
_publ_author_name
'Petrus, Rafał'
'Utko, Józef'
'Petrus, Joanna Katarzyna'
'Awashra, Mohammad'
'Lis, Tadeusz'
_publ_section_title
;
 Use of group 13 aryloxides for the synthesis of green chemicals and oxide
 materials
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT03777C
_journal_year                    2022
_chemical_formula_moiety         'C24 H21 Al O9'
_chemical_formula_sum            'C24 H21 Al O9'
_chemical_formula_weight         480.39
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-12-14 deposited with the CCDC.	2022-02-09 downloaded from the CCDC.
;
_cell_angle_alpha                107.20(5)
_cell_angle_beta                 90.44(5)
_cell_angle_gamma                93.43(5)
_cell_formula_units_Z            2
_cell_length_a                   7.280(2)
_cell_length_b                   12.680(3)
_cell_length_c                   13.008(3)
_cell_measurement_reflns_used    1583
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      3.2
_cell_volume                     1144.6(6)
_computing_cell_refinement       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.80a (Rigaku OD, 2020)'
_computing_molecular_graphics    'DIAMOND  (Brandenburg, 2007)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3456
_diffrn_detector_type            Ruby
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0826
_diffrn_reflns_av_unetI/netI     0.1191
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12092
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.496
_diffrn_reflns_theta_max         25.496
_diffrn_reflns_theta_min         3.211
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.142
_exptl_absorpt_correction_T_max  0.991
_exptl_absorpt_correction_T_min  0.965
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.80a (Rigaku Oxford Diffraction, 2020)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897),
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_description       plate
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.677
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         4247
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.1470
_refine_ls_R_factor_gt           0.0874
_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)+(0.0922P)²+0.0362P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1958
_refine_ls_wR_factor_ref         0.2368
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2506
_reflns_number_total             4247
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt03777c2.cif
_cod_data_source_block           1
_cod_database_code               7709451
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_min   0.968
_shelx_estimated_absorpt_t_max   0.989
_oxdiff_exptl_absorpt_empirical_full_min 0.904
_oxdiff_exptl_absorpt_empirical_full_max 1.092
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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 0.3636(2) 0.66797(13) 0.30773(11) 0.0383(4) Uani 1 1 d . . . . .
O1 O 0.2542(4) 0.7181(3) 0.4367(2) 0.0376(8) Uani 1 1 d . . . . .
O2 O 0.5703(4) 0.7744(3) 0.3587(2) 0.0379(8) Uani 1 1 d . . . . .
O3 O 0.7674(4) 0.8933(3) 0.4727(2) 0.0387(8) Uani 1 1 d . . . . .
C1 C 0.3051(6) 0.7990(4) 0.5222(3) 0.0323(11) Uani 1 1 d . . . . .
C2 C 0.1839(6) 0.8265(4) 0.6107(4) 0.0378(12) Uani 1 1 d . . . . .
H2 H 0.0679 0.7864 0.6049 0.045 Uiso 1 1 calc R U . . .
C3 C 0.2302(7) 0.9079(4) 0.7022(4) 0.0395(12) Uani 1 1 d . . . . .
H3 H 0.1458 0.9234 0.7593 0.047 Uiso 1 1 calc R U . . .
C4 C 0.3976(7) 0.9700(4) 0.7155(4) 0.0410(12) Uani 1 1 d . . . . .
H4 H 0.4276 1.0270 0.7805 0.049 Uiso 1 1 calc R U . . .
C5 C 0.5188(6) 0.9469(4) 0.6324(3) 0.0354(12) Uani 1 1 d . . . . .
H5 H 0.6339 0.9882 0.6402 0.042 Uiso 1 1 calc R U . . .
C6 C 0.4745(6) 0.8633(4) 0.5365(3) 0.0318(11) Uani 1 1 d . . . . .
C7 C 0.6041(6) 0.8395(4) 0.4487(4) 0.0315(11) Uani 1 1 d . . . . .
C8 C 0.9061(7) 0.8638(4) 0.3894(4) 0.0436(13) Uani 1 1 d . . . . .
H8A H 0.9361 0.7870 0.3784 0.065 Uiso 1 1 calc R U . . .
H8B H 1.0175 0.9129 0.4124 0.065 Uiso 1 1 calc R U . . .
H8C H 0.8573 0.8719 0.3219 0.065 Uiso 1 1 calc R U . . .
O4 O 0.2472(4) 0.7586(3) 0.2465(2) 0.0405(9) Uani 1 1 d . . . . .
O5 O 0.5121(5) 0.6193(3) 0.1807(2) 0.0425(9) Uani 1 1 d . . . . .
C9 C 0.2848(7) 0.7919(4) 0.1619(4) 0.0371(12) Uani 1 1 d . . . . .
C10 C 0.1842(7) 0.8742(4) 0.1407(4) 0.0422(13) Uani 1 1 d . . . . .
H10 H 0.0861 0.9030 0.1862 0.051 Uiso 1 1 calc R U . . .
C11 C 0.2245(7) 0.9146(4) 0.0547(4) 0.0470(14) Uani 1 1 d . . . . .
H11 H 0.1565 0.9718 0.0429 0.056 Uiso 1 1 calc R U . . .
C12 C 0.3652(7) 0.8711(5) -0.0147(4) 0.0489(14) Uani 1 1 d . . . . .
H12 H 0.3927 0.8990 -0.0735 0.059 Uiso 1 1 calc R U . . .
C13 C 0.4621(8) 0.7896(5) 0.0016(4) 0.0526(15) Uani 1 1 d . . . . .
H13 H 0.5559 0.7599 -0.0468 0.063 Uiso 1 1 calc R U . . .
C14 C 0.4266(7) 0.7478(4) 0.0892(3) 0.0396(12) Uani 1 1 d . . . . .
C15 C 0.5288(7) 0.6597(5) 0.1060(4) 0.0486(14) Uani 1 1 d . . . . .
O6A O 0.709(3) 0.653(2) 0.0581(19) 0.0585(19) Uani 0.229(9) 1 d D . P A 1
C16A C 0.881(3) 0.615(2) 0.0968(19) 0.052(2) Uani 0.229(9) 1 d D . P A 1
H16A H 0.8836 0.6365 0.1757 0.078 Uiso 0.229(9) 1 calc R U P A 1
H16B H 0.9888 0.6498 0.0722 0.078 Uiso 0.229(9) 1 calc R U P A 1
H16C H 0.8815 0.5346 0.0679 0.078 Uiso 0.229(9) 1 calc R U P A 1
O6B O 0.6439(10) 0.6152(6) 0.0263(5) 0.0585(19) Uani 0.771(9) 1 d . . P A 2
C16B C 0.7713(10) 0.5419(6) 0.0479(5) 0.052(2) Uani 0.771(9) 1 d . . P A 2
H16D H 0.8631 0.5843 0.1022 0.078 Uiso 0.771(9) 1 calc R U P A 2
H16E H 0.8331 0.5049 -0.0185 0.078 Uiso 0.771(9) 1 calc R U P A 2
H16F H 0.7047 0.4863 0.0747 0.078 Uiso 0.771(9) 1 calc R U P A 2
O7 O 0.1980(5) 0.5502(3) 0.2541(3) 0.0452(9) Uani 1 1 d . . . . .
O8 O 0.5194(5) 0.5751(3) 0.3618(2) 0.0409(9) Uani 1 1 d . . . . .
O9 O 0.6385(5) 0.4237(3) 0.3788(3) 0.0530(10) Uani 1 1 d . . . . .
C17 C 0.2093(7) 0.4438(4) 0.2429(3) 0.0374(12) Uani 1 1 d . . . . .
C18 C 0.0652(7) 0.3694(4) 0.1903(4) 0.0452(13) Uani 1 1 d . . . . .
H18 H -0.0373 0.3964 0.1627 0.054 Uiso 1 1 calc R U . . .
C19 C 0.0683(7) 0.2585(5) 0.1776(4) 0.0485(14) Uani 1 1 d . . . . .
H19 H -0.0304 0.2098 0.1398 0.058 Uiso 1 1 calc R U . . .
C20 C 0.2146(7) 0.2157(4) 0.2194(4) 0.0434(13) Uani 1 1 d . . . . .
H20 H 0.2150 0.1388 0.2113 0.052 Uiso 1 1 calc R U . . .
C21 C 0.3553(7) 0.2860(4) 0.2716(3) 0.0371(12) Uani 1 1 d . . . . .
H21 H 0.4553 0.2574 0.2999 0.044 Uiso 1 1 calc R U . . .
C22 C 0.3576(6) 0.3999(4) 0.2851(3) 0.0362(12) Uani 1 1 d . . . . .
C23 C 0.5071(7) 0.4738(4) 0.3429(3) 0.0359(12) Uani 1 1 d . . . . .
C24 C 0.7969(7) 0.4933(5) 0.4339(5) 0.0610(17) Uani 1 1 d . . . . .
H24A H 0.7549 0.5566 0.4903 0.092 Uiso 1 1 calc R U . . .
H24B H 0.8687 0.5200 0.3821 0.092 Uiso 1 1 calc R U . . .
H24C H 0.8740 0.4503 0.4664 0.092 Uiso 1 1 calc R U . . .
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'
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'
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 O4 94.50(15) . . ?
O1 Al1 O7 95.21(17) . . ?
O4 Al1 O7 94.49(16) . . ?
O1 Al1 O2 90.50(16) . . ?
O4 Al1 O2 92.95(16) . . ?
O7 Al1 O2 170.24(16) . . ?
O1 Al1 O5 172.22(16) . . ?
O4 Al1 O5 90.03(15) . . ?
O7 Al1 O5 90.72(17) . . ?
O2 Al1 O5 82.95(16) . . ?
O1 Al1 O8 92.08(15) . . ?
O4 Al1 O8 171.64(17) . . ?
O7 Al1 O8 90.03(16) . . ?
O2 Al1 O8 81.83(15) . . ?
O5 Al1 O8 82.88(14) . . ?
C1 O1 Al1 130.6(3) . . ?
C7 O2 Al1 129.9(3) . . ?
C7 O3 C8 116.1(4) . . ?
O1 C1 C6 125.5(4) . . ?
O1 C1 C2 118.8(4) . . ?
C6 C1 C2 115.7(4) . . ?
C3 C2 C1 121.6(5) . . ?
C3 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C2 C3 C4 122.0(5) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C5 C4 C3 118.5(5) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C4 C5 C6 120.8(5) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C6 C1 121.3(4) . . ?
C5 C6 C7 120.3(4) . . ?
C1 C6 C7 118.3(4) . . ?
O2 C7 O3 120.7(4) . . ?
O2 C7 C6 124.5(4) . . ?
O3 C7 C6 114.7(4) . . ?
O3 C8 H8A 109.5 . . ?
O3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
O3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C9 O4 Al1 131.9(3) . . ?
C15 O5 Al1 128.1(3) . . ?
O4 C9 C10 119.7(4) . . ?
O4 C9 C14 122.7(4) . . ?
C10 C9 C14 117.5(4) . . ?
C11 C10 C9 121.4(5) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C10 C11 C12 120.0(5) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C13 C12 C11 120.2(5) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 121.3(5) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C13 C14 C9 119.5(4) . . ?
C13 C14 C15 121.3(5) . . ?
C9 C14 C15 119.1(4) . . ?
O5 C15 O6B 118.8(5) . . ?
O5 C15 C14 126.6(5) . . ?
O6B C15 C14 114.4(5) . . ?
O5 C15 O6A 115.4(11) . . ?
C14 C15 O6A 113.0(11) . . ?
C15 O6A C16A 128(2) . . ?
O6A C16A H16A 109.5 . . ?
O6A C16A H16B 109.5 . . ?
H16A C16A H16B 109.5 . . ?
O6A C16A H16C 109.5 . . ?
H16A C16A H16C 109.5 . . ?
H16B C16A H16C 109.5 . . ?
C15 O6B C16B 116.3(5) . . ?
O6B C16B H16D 109.5 . . ?
O6B C16B H16E 109.5 . . ?
H16D C16B H16E 109.5 . . ?
O6B C16B H16F 109.5 . . ?
H16D C16B H16F 109.5 . . ?
H16E C16B H16F 109.5 . . ?
C17 O7 Al1 131.1(3) . . ?
C23 O8 Al1 128.7(3) . . ?
C23 O9 C24 116.8(4) . . ?
O7 C17 C18 118.9(4) . . ?
O7 C17 C22 123.8(4) . . ?
C18 C17 C22 117.2(5) . . ?
C19 C18 C17 121.5(5) . . ?
C19 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
C18 C19 C20 121.1(5) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
C21 C20 C19 118.7(5) . . ?
C21 C20 H20 120.6 . . ?
C19 C20 H20 120.6 . . ?
C20 C21 C22 121.7(4) . . ?
C20 C21 H21 119.1 . . ?
C22 C21 H21 119.1 . . ?
C21 C22 C17 119.8(5) . . ?
C21 C22 C23 120.9(4) . . ?
C17 C22 C23 119.4(4) . . ?
O8 C23 O9 119.9(5) . . ?
O8 C23 C22 125.9(4) . . ?
O9 C23 C22 114.2(4) . . ?
O9 C24 H24A 109.5 . . ?
O9 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O9 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
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 1.817(3) . ?
Al1 O4 1.822(3) . ?
Al1 O7 1.824(4) . ?
Al1 O2 1.933(4) . ?
Al1 O5 1.946(4) . ?
Al1 O8 1.951(3) . ?
O1 C1 1.304(5) . ?
O2 C7 1.230(5) . ?
O3 C7 1.321(5) . ?
O3 C8 1.468(5) . ?
C1 C6 1.416(7) . ?
C1 C2 1.428(6) . ?
C2 C3 1.351(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.391(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.375(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.398(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.461(6) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
O4 C9 1.315(5) . ?
O5 C15 1.229(6) . ?
C9 C10 1.400(6) . ?
C9 C14 1.430(6) . ?
C10 C11 1.389(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.398(7) . ?
C11 H11 0.9500 . ?
C12 C13 1.351(7) . ?
C12 H12 0.9500 . ?
C13 C14 1.411(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.445(7) . ?
C15 O6B 1.350(8) . ?
C15 O6A 1.45(3) . ?
O6A C16A 1.502(18) . ?
C16A H16A 0.9800 . ?
C16A H16B 0.9800 . ?
C16A H16C 0.9800 . ?
O6B C16B 1.434(8) . ?
C16B H16D 0.9800 . ?
C16B H16E 0.9800 . ?
C16B H16F 0.9800 . ?
O7 C17 1.321(5) . ?
O8 C23 1.232(5) . ?
O9 C23 1.334(5) . ?
O9 C24 1.454(6) . ?
C17 C18 1.395(7) . ?
C17 C22 1.421(6) . ?
C18 C19 1.368(7) . ?
C18 H18 0.9500 . ?
C19 C20 1.400(7) . ?
C19 H19 0.9500 . ?
C20 C21 1.351(7) . ?
C20 H20 0.9500 . ?
C21 C22 1.402(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.440(7) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
