#------------------------------------------------------------------------------
#$Date: 2019-11-17 12:13:09 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229807 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/68/7046802.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_7046802
loop_
_publ_author_name
'Land, Michael A.'
'Huo, Bright'
'Robertson, Katherine N.'
'Ylijoki, Kai E. O.'
'Lee, Peter T. K.'
'Areephong, Jetsuda'
'Vidović, Dragoslav'
'Clyburne, Jason A. C.'
_publ_section_title
;
 Coordination, reactivity, and structural properties of electron-rich
 ethoxy- and dimethylamino-substituted 1,3-diketiminate ligands and their
 complexes.
;
_journal_issue                   30
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10195
_journal_page_last               10205
_journal_paper_doi               10.1039/c8dt01875h
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety         'C23 H31 Al N2 O2'
_chemical_formula_sum            'C23 H31 Al N2 O2'
_chemical_formula_weight         394.48
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/1
_audit_update_record
;
2018-05-02 deposited with the CCDC.
2018-06-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.039(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.6122(12)
_cell_length_b                   21.655(3)
_cell_length_c                   12.1405(16)
_cell_measurement_reflns_used    8121
_cell_measurement_temperature    125(2)
_cell_measurement_theta_max      25.91
_cell_measurement_theta_min      2.36
_cell_volume                     2264.2(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2008)'
_diffrn_ambient_temperature      125(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_av_unetI/netI     0.0478
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            25718
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.384
_diffrn_reflns_theta_min         1.881
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6581
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker 2009'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_description       'rectangular prism (cut)'
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.205
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         5078
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0589
_refine_ls_R_factor_gt           0.0415
_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)+(0.0442P)²+0.1291P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0866
_refine_ls_wR_factor_ref         0.0931
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4076
_reflns_number_total             5078
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8dt01875h2.cif
_cod_data_source_block           ML010
_cod_depositor_comments
'Adding full bibliography for 7046802--7046809.cif.'
_cod_database_code               7046802
_shelx_shelxl_version_number     2018/1
_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   0.979
_shelx_estimated_absorpt_t_max   0.987
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
Al1 Al 0.65524(7) 0.49580(3) 0.26232(5) 0.02498(13) Uani 1 1 d . . .
N1 N 0.49465(17) 0.54370(7) 0.19505(12) 0.0244(4) Uani 1 1 d . . .
N2 N 0.51544(17) 0.43924(7) 0.33124(13) 0.0258(4) Uani 1 1 d . . .
O1 O 0.25295(14) 0.57330(6) 0.14765(11) 0.0285(3) Uani 1 1 d . . .
O2 O 0.29187(15) 0.38936(6) 0.36668(11) 0.0291(3) Uani 1 1 d . . .
C1 C 0.3430(2) 0.53119(8) 0.19943(14) 0.0242(4) Uani 1 1 d . . .
C2 C 0.2786(2) 0.47998(8) 0.25235(16) 0.0255(4) Uani 1 1 d . . .
H2 H 0.169940 0.473686 0.244915 0.031 Uiso 1 1 calc R U .
C3 C 0.3621(2) 0.43715(9) 0.31564(15) 0.0258(4) Uani 1 1 d . . .
C4 C 0.5427(2) 0.59770(8) 0.13377(16) 0.0242(4) Uani 1 1 d . . .
C5 C 0.5788(2) 0.65211(9) 0.18773(16) 0.0293(5) Uani 1 1 d . . .
H5 H 0.570510 0.654391 0.265647 0.035 Uiso 1 1 calc R U .
C6 C 0.6274(2) 0.70350(9) 0.12815(17) 0.0321(5) Uani 1 1 d . . .
H6 H 0.652690 0.740506 0.166166 0.039 Uiso 1 1 calc R U .
C7 C 0.6396(2) 0.70166(9) 0.01382(16) 0.0287(4) Uani 1 1 d . . .
C8 C 0.6057(2) 0.64613(9) -0.03918(17) 0.0297(5) Uani 1 1 d . . .
H8 H 0.614956 0.643648 -0.117021 0.036 Uiso 1 1 calc R U .
C9 C 0.5589(2) 0.59451(9) 0.01948(16) 0.0281(5) Uani 1 1 d . . .
H9 H 0.537825 0.556945 -0.018060 0.034 Uiso 1 1 calc R U .
C10 C 0.6886(3) 0.75795(10) -0.05047(18) 0.0427(6) Uani 1 1 d . . .
H10A H 0.638808 0.794679 -0.019288 0.064 Uiso 1 1 calc R U .
H10B H 0.657289 0.753230 -0.127622 0.064 Uiso 1 1 calc R U .
H10C H 0.801697 0.762510 -0.046262 0.064 Uiso 1 1 calc R U .
C11 C 0.5883(2) 0.39289(8) 0.40010(16) 0.0254(4) Uani 1 1 d . . .
C12 C 0.6357(2) 0.40813(9) 0.50625(16) 0.0322(5) Uani 1 1 d . . .
H12 H 0.616639 0.448395 0.534211 0.039 Uiso 1 1 calc R U .
C13 C 0.7106(3) 0.36470(10) 0.57145(18) 0.0380(5) Uani 1 1 d . . .
H13 H 0.742070 0.375827 0.643785 0.046 Uiso 1 1 calc R U .
C14 C 0.7407(2) 0.30525(10) 0.53346(17) 0.0344(5) Uani 1 1 d . . .
C15 C 0.6950(2) 0.29108(10) 0.42649(18) 0.0360(5) Uani 1 1 d . . .
H15 H 0.715138 0.251016 0.398028 0.043 Uiso 1 1 calc R U .
C16 C 0.6205(2) 0.33417(9) 0.36052(17) 0.0324(5) Uani 1 1 d . . .
H16 H 0.591269 0.323387 0.287544 0.039 Uiso 1 1 calc R U .
C17 C 0.8181(3) 0.25788(11) 0.6062(2) 0.0504(6) Uani 1 1 d . . .
H17A H 0.841514 0.276369 0.677987 0.076 Uiso 0.5 1 calc R U P
H17B H 0.748356 0.222568 0.616300 0.076 Uiso 0.5 1 calc R U P
H17C H 0.914664 0.243914 0.571570 0.076 Uiso 0.5 1 calc R U P
H17D H 0.828175 0.218865 0.565918 0.076 Uiso 0.5 1 calc R U P
H17E H 0.921334 0.272666 0.627604 0.076 Uiso 0.5 1 calc R U P
H17F H 0.755025 0.251320 0.672335 0.076 Uiso 0.5 1 calc R U P
C18 C 0.0857(2) 0.56579(9) 0.14540(18) 0.0330(5) Uani 1 1 d . . .
H18A H 0.045000 0.560566 0.221084 0.040 Uiso 1 1 calc R U .
H18B H 0.057050 0.528947 0.101589 0.040 Uiso 1 1 calc R U .
C19 C 0.0195(2) 0.62309(10) 0.0938(2) 0.0433(6) Uani 1 1 d . . .
H19A H 0.049834 0.659220 0.137391 0.065 Uiso 1 1 calc R U .
H19B H -0.093963 0.620042 0.091638 0.065 Uiso 1 1 calc R U .
H19C H 0.059581 0.627390 0.018633 0.065 Uiso 1 1 calc R U .
C20 C 0.1234(2) 0.38340(9) 0.36816(18) 0.0336(5) Uani 1 1 d . . .
H20A H 0.075784 0.424888 0.362389 0.040 Uiso 1 1 calc R U .
H20B H 0.090578 0.364976 0.439050 0.040 Uiso 1 1 calc R U .
C21 C 0.0667(3) 0.34366(10) 0.2748(2) 0.0443(6) Uani 1 1 d . . .
H21A H 0.094852 0.362833 0.204503 0.066 Uiso 1 1 calc R U .
H21B H -0.046482 0.339537 0.279250 0.066 Uiso 1 1 calc R U .
H21C H 0.114643 0.302725 0.279903 0.066 Uiso 1 1 calc R U .
C22 C 0.7778(2) 0.45349(9) 0.14839(17) 0.0314(5) Uani 1 1 d . . .
H22A H 0.881460 0.444133 0.177319 0.047 Uiso 1 1 calc R U .
H22B H 0.787314 0.480258 0.083660 0.047 Uiso 1 1 calc R U .
H22C H 0.725808 0.414988 0.127428 0.047 Uiso 1 1 calc R U .
C23 C 0.7728(2) 0.54462(10) 0.37075(17) 0.0340(5) Uani 1 1 d . . .
H23A H 0.701983 0.560047 0.427558 0.051 Uiso 1 1 calc R U .
H23B H 0.822741 0.579575 0.333678 0.051 Uiso 1 1 calc R U .
H23C H 0.852378 0.518542 0.404984 0.051 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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N2 Al1 N1 94.53(7)
N2 Al1 C22 110.36(8)
N1 Al1 C22 109.93(8)
N2 Al1 C23 112.06(8)
N1 Al1 C23 111.47(8)
C22 Al1 C23 116.37(9)
C1 N1 C4 117.70(15)
C1 N1 Al1 125.47(13)
C4 N1 Al1 116.83(11)
C3 N2 C11 119.12(16)
C3 N2 Al1 125.68(14)
C11 N2 Al1 115.07(12)
C1 O1 C18 120.19(15)
C3 O2 C20 121.34(15)
N1 C1 O1 113.93(16)
N1 C1 C2 124.65(17)
O1 C1 C2 121.43(17)
C1 C2 C3 124.99(17)
C1 C2 H2 117.5
C3 C2 H2 117.5
N2 C3 O2 113.86(17)
N2 C3 C2 124.21(18)
O2 C3 C2 121.94(17)
C5 C4 C9 119.35(17)
C5 C4 N1 120.61(17)
C9 C4 N1 119.99(17)
C4 C5 C6 120.16(18)
C4 C5 H5 119.9
C6 C5 H5 119.9
C5 C6 C7 121.19(18)
C5 C6 H6 119.4
C7 C6 H6 119.4
C6 C7 C8 117.95(18)
C6 C7 C10 120.93(18)
C8 C7 C10 121.12(18)
C9 C8 C7 121.29(19)
C9 C8 H8 119.4
C7 C8 H8 119.4
C8 C9 C4 120.01(18)
C8 C9 H9 120.0
C4 C9 H9 120.0
C7 C10 H10A 109.5
C7 C10 H10B 109.5
H10A C10 H10B 109.5
C7 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
C16 C11 C12 118.67(18)
C16 C11 N2 121.44(18)
C12 C11 N2 119.78(17)
C13 C12 C11 120.23(18)
C13 C12 H12 119.9
C11 C12 H12 119.9
C12 C13 C14 121.6(2)
C12 C13 H13 119.2
C14 C13 H13 119.2
C15 C14 C13 117.41(19)
C15 C14 C17 121.4(2)
C13 C14 C17 121.2(2)
C16 C15 C14 121.4(2)
C16 C15 H15 119.3
C14 C15 H15 119.3
C15 C16 C11 120.6(2)
C15 C16 H16 119.7
C11 C16 H16 119.7
C14 C17 H17A 109.5
C14 C17 H17B 109.5
H17A C17 H17B 109.5
C14 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
H17D C17 H17E 109.5
H17D C17 H17F 109.5
H17E C17 H17F 109.5
O1 C18 C19 106.96(16)
O1 C18 H18A 110.3
C19 C18 H18A 110.3
O1 C18 H18B 110.3
C19 C18 H18B 110.3
H18A C18 H18B 108.6
C18 C19 H19A 109.5
C18 C19 H19B 109.5
H19A C19 H19B 109.5
C18 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
O2 C20 C21 111.37(17)
O2 C20 H20A 109.4
C21 C20 H20A 109.4
O2 C20 H20B 109.4
C21 C20 H20B 109.4
H20A C20 H20B 108.0
C20 C21 H21A 109.5
C20 C21 H21B 109.5
H21A C21 H21B 109.5
C20 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
Al1 C22 H22A 109.5
Al1 C22 H22B 109.5
H22A C22 H22B 109.5
Al1 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
Al1 C23 H23A 109.5
Al1 C23 H23B 109.5
H23A C23 H23B 109.5
Al1 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Al1 N2 1.9108(17)
Al1 N1 1.9116(16)
Al1 C22 1.967(2)
Al1 C23 1.968(2)
N1 C1 1.335(2)
N1 C4 1.447(2)
N2 C3 1.335(2)
N2 C11 1.449(2)
O1 C1 1.352(2)
O1 C18 1.450(2)
O2 C3 1.350(2)
O2 C20 1.457(2)
C1 C2 1.397(2)
C2 C3 1.402(2)
C2 H2 0.9500
C4 C5 1.383(3)
C4 C9 1.396(3)
C5 C6 1.392(3)
C5 H5 0.9500
C6 C7 1.393(3)
C6 H6 0.9500
C7 C8 1.394(3)
C7 C10 1.508(3)
C8 C9 1.385(3)
C8 H8 0.9500
C9 H9 0.9500
C10 H10A 0.9800
C10 H10B 0.9800
C10 H10C 0.9800
C11 C16 1.387(3)
C11 C12 1.391(3)
C12 C13 1.388(3)
C12 H12 0.9500
C13 C14 1.392(3)
C13 H13 0.9500
C14 C15 1.391(3)
C14 C17 1.508(3)
C15 C16 1.387(3)
C15 H15 0.9500
C16 H16 0.9500
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
C17 H17D 0.9800
C17 H17E 0.9800
C17 H17F 0.9800
C18 C19 1.502(3)
C18 H18A 0.9900
C18 H18B 0.9900
C19 H19A 0.9800
C19 H19B 0.9800
C19 H19C 0.9800
C20 C21 1.504(3)
C20 H20A 0.9900
C20 H20B 0.9900
C21 H21A 0.9800
C21 H21B 0.9800
C21 H21C 0.9800
C22 H22A 0.9800
C22 H22B 0.9800
C22 H22C 0.9800
C23 H23A 0.9800
C23 H23B 0.9800
C23 H23C 0.9800
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
C4 N1 C1 O1 -2.3(2)
Al1 N1 C1 O1 178.18(11)
C4 N1 C1 C2 178.06(17)
Al1 N1 C1 C2 -1.5(3)
C18 O1 C1 N1 179.92(16)
C18 O1 C1 C2 -0.4(3)
N1 C1 C2 C3 5.3(3)
O1 C1 C2 C3 -174.30(17)
C11 N2 C3 O2 -1.2(2)
Al1 N2 C3 O2 174.44(12)
C11 N2 C3 C2 178.91(17)
Al1 N2 C3 C2 -5.5(3)
C20 O2 C3 N2 173.59(16)
C20 O2 C3 C2 -6.5(3)
C1 C2 C3 N2 -1.6(3)
C1 C2 C3 O2 178.49(17)
C1 N1 C4 C5 100.4(2)
Al1 N1 C4 C5 -80.06(19)
C1 N1 C4 C9 -82.2(2)
Al1 N1 C4 C9 97.38(18)
C9 C4 C5 C6 1.5(3)
N1 C4 C5 C6 178.95(17)
C4 C5 C6 C7 0.5(3)
C5 C6 C7 C8 -1.7(3)
C5 C6 C7 C10 178.6(2)
C6 C7 C8 C9 1.0(3)
C10 C7 C8 C9 -179.3(2)
C7 C8 C9 C4 0.9(3)
C5 C4 C9 C8 -2.2(3)
N1 C4 C9 C8 -179.65(17)
C3 N2 C11 C16 79.5(2)
Al1 N2 C11 C16 -96.59(19)
C3 N2 C11 C12 -104.3(2)
Al1 N2 C11 C12 79.7(2)
C16 C11 C12 C13 -1.3(3)
N2 C11 C12 C13 -177.69(19)
C11 C12 C13 C14 0.1(3)
C12 C13 C14 C15 1.0(3)
C12 C13 C14 C17 -178.2(2)
C13 C14 C15 C16 -0.8(3)
C17 C14 C15 C16 178.4(2)
C14 C15 C16 C11 -0.5(3)
C12 C11 C16 C15 1.6(3)
N2 C11 C16 C15 177.86(18)
C1 O1 C18 C19 173.70(16)
C3 O2 C20 C21 93.5(2)
