#------------------------------------------------------------------------------
#$Date: 2021-01-07 08:19:53 +0200 (Thu, 07 Jan 2021) $
#$Revision: 260756 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/58/7705821.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_7705821
loop_
_publ_author_name
'Sandig-Predzymirska, Lesia'
'Ortmeyer, Jochen'
'Wagler, Jörg'
'Brendler, Erica'
'Habermann, Franziska'
'Anders, Martin'
'Felderhoff, Michael'
'Mertens, Florian'
_publ_section_title
;
 The direct and reversible hydrogenation of activated aluminium supported
 by piperidine.
;
_journal_issue                   48
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              17689
_journal_page_last               17698
_journal_paper_doi               10.1039/d0dt03175e
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C30 H60 Al2 N6'
_chemical_formula_sum            'C30 H60 Al2 N6'
_chemical_formula_weight         558.80
_chemical_properties_physical    Moisture-sensitive,Hygroscopic
_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
;
2020-07-14 deposited with the CCDC.	2020-11-13 downloaded from the CCDC.
;
_cell_angle_alpha                95.138(8)
_cell_angle_beta                 90.659(8)
_cell_angle_gamma                108.065(8)
_cell_formula_units_Z            1
_cell_length_a                   8.6112(9)
_cell_length_b                   8.8513(9)
_cell_length_c                   10.9777(10)
_cell_measurement_reflns_used    9082
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      27.25
_cell_measurement_theta_min      2.89
_cell_volume                     791.60(14)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    SHELXS
_diffrn_ambient_temperature      160(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Stoe IPDS-2T'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10488
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_min         2.887
_exptl_absorpt_coefficient_mu    0.121
_exptl_absorpt_correction_T_max  0.9916
_exptl_absorpt_correction_T_min  0.9696
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   XShape
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.172
_exptl_crystal_description       piece
_exptl_crystal_F_000             308
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.304
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         3419
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0417
_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)+(0.0456P)²+0.4586P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1006
_refine_ls_wR_factor_ref         0.1124
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2618
_reflns_number_total             3419
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt03175e2.cif
_cod_data_source_block           lp_271118_01
_cod_depositor_comments
'Adding full bibliography for 7705820--7705821.cif.'
_cod_database_code               7705821
_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   0.965
_shelx_estimated_absorpt_t_max   0.988
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 0.45860(6) 0.92322(6) 0.37890(4) 0.02138(14) Uani 1 1 d . . . . .
N1 N 0.60643(17) 0.91682(18) 0.26380(13) 0.0253(3) Uani 1 1 d . . . . .
N2 N 0.25438(17) 0.80546(18) 0.32345(13) 0.0247(3) Uani 1 1 d . . . . .
N3 N 0.47377(17) 1.13413(17) 0.46195(13) 0.0229(3) Uani 1 1 d . . . . .
C1 C 0.7636(2) 1.0307(2) 0.24167(17) 0.0317(4) Uani 1 1 d . . . . .
H1A H 0.8518 0.9962 0.2771 0.038 Uiso 1 1 calc R U . . .
H1B H 0.7705 1.1364 0.2837 0.038 Uiso 1 1 calc R U . . .
C2 C 0.7901(3) 1.0464(3) 0.10568(18) 0.0386(5) Uani 1 1 d . . . . .
H2A H 0.7073 1.0889 0.0711 0.046 Uiso 1 1 calc R U . . .
H2B H 0.8996 1.1227 0.0950 0.046 Uiso 1 1 calc R U . . .
C3 C 0.7769(3) 0.8853(3) 0.03770(18) 0.0380(5) Uani 1 1 d . . . . .
H3A H 0.8705 0.8510 0.0628 0.046 Uiso 1 1 calc R U . . .
H3B H 0.7809 0.8949 -0.0515 0.046 Uiso 1 1 calc R U . . .
C4 C 0.6177(3) 0.7611(3) 0.06539(18) 0.0398(5) Uani 1 1 d . . . . .
H4A H 0.6174 0.6542 0.0298 0.048 Uiso 1 1 calc R U . . .
H4B H 0.5246 0.7853 0.0273 0.048 Uiso 1 1 calc R U . . .
C5 C 0.5977(2) 0.7600(2) 0.20322(17) 0.0321(4) Uani 1 1 d . . . . .
H5A H 0.4910 0.6822 0.2187 0.038 Uiso 1 1 calc R U . . .
H5B H 0.6845 0.7240 0.2394 0.038 Uiso 1 1 calc R U . . .
C6 C 0.1036(2) 0.7493(2) 0.38743(16) 0.0290(4) Uani 1 1 d . . . . .
H6A H 0.0320 0.8140 0.3698 0.035 Uiso 1 1 calc R U . . .
H6B H 0.1290 0.7645 0.4767 0.035 Uiso 1 1 calc R U . . .
C7 C 0.0123(2) 0.5731(2) 0.34967(18) 0.0360(5) Uani 1 1 d . . . . .
H7A H 0.0790 0.5070 0.3746 0.043 Uiso 1 1 calc R U . . .
H7B H -0.0920 0.5411 0.3922 0.043 Uiso 1 1 calc R U . . .
C8 C -0.0228(2) 0.5431(2) 0.21128(18) 0.0370(5) Uani 1 1 d . . . . .
H8A H -0.0666 0.4268 0.1874 0.044 Uiso 1 1 calc R U . . .
H8B H -0.1065 0.5921 0.1884 0.044 Uiso 1 1 calc R U . . .
C9 C 0.1326(2) 0.6136(2) 0.14284(17) 0.0332(4) Uani 1 1 d . . . . .
H9A H 0.2087 0.5514 0.1534 0.040 Uiso 1 1 calc R U . . .
H9B H 0.1049 0.6069 0.0543 0.040 Uiso 1 1 calc R U . . .
C10 C 0.2149(2) 0.7871(2) 0.19138(15) 0.0270(4) Uani 1 1 d . . . . .
H10A H 0.3166 0.8300 0.1475 0.032 Uiso 1 1 calc R U . . .
H10B H 0.1415 0.8502 0.1746 0.032 Uiso 1 1 calc R U . . .
C11 C 0.3079(2) 1.1565(2) 0.47384(16) 0.0275(4) Uani 1 1 d . . . . .
H11A H 0.3165 1.2475 0.5358 0.033 Uiso 1 1 calc R U . . .
H11B H 0.2315 1.0597 0.5037 0.033 Uiso 1 1 calc R U . . .
C12 C 0.2377(2) 1.1875(2) 0.35382(17) 0.0320(4) Uani 1 1 d . . . . .
H12A H 0.2153 1.0911 0.2949 0.038 Uiso 1 1 calc R U . . .
H12B H 0.1327 1.2085 0.3688 0.038 Uiso 1 1 calc R U . . .
C13 C 0.3541(3) 1.3289(2) 0.29848(18) 0.0341(4) Uani 1 1 d . . . . .
H13A H 0.3597 1.4289 0.3493 0.041 Uiso 1 1 calc R U . . .
H13B H 0.3125 1.3356 0.2153 0.041 Uiso 1 1 calc R U . . .
C14 C 0.5244(2) 1.3116(2) 0.29134(17) 0.0330(4) Uani 1 1 d . . . . .
H14A H 0.5221 1.2211 0.2306 0.040 Uiso 1 1 calc R U . . .
H14B H 0.6014 1.4099 0.2640 0.040 Uiso 1 1 calc R U . . .
C15 C 0.5828(2) 1.2826(2) 0.41598(16) 0.0272(4) Uani 1 1 d . . . . .
H15A H 0.6947 1.2745 0.4100 0.033 Uiso 1 1 calc R U . . .
H15B H 0.5879 1.3750 0.4756 0.033 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'
N N 0.0061 0.0033 '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
N2 Al1 N1 110.84(7) . . ?
N2 Al1 N3 114.27(7) . . ?
N1 Al1 N3 117.02(7) . . ?
N2 Al1 N3 114.11(7) . 2_676 ?
N1 Al1 N3 110.96(7) . 2_676 ?
N3 Al1 N3 87.87(6) . 2_676 ?
N2 Al1 Al1 124.68(5) . 2_676 ?
N1 Al1 Al1 124.29(6) . 2_676 ?
N3 Al1 Al1 44.27(4) . 2_676 ?
N3 Al1 Al1 43.61(4) 2_676 2_676 ?
C1 N1 C5 108.99(14) . . ?
C1 N1 Al1 131.17(12) . . ?
C5 N1 Al1 117.31(11) . . ?
C6 N2 C10 108.77(13) . . ?
C6 N2 Al1 131.08(12) . . ?
C10 N2 Al1 118.70(11) . . ?
C15 N3 C11 106.50(14) . . ?
C15 N3 Al1 120.40(11) . . ?
C11 N3 Al1 111.72(11) . . ?
C15 N3 Al1 116.69(11) . 2_676 ?
C11 N3 Al1 108.69(10) . 2_676 ?
Al1 N3 Al1 92.13(6) . 2_676 ?
N1 C1 C2 112.39(15) . . ?
N1 C1 H1A 109.1 . . ?
C2 C1 H1A 109.1 . . ?
N1 C1 H1B 109.1 . . ?
C2 C1 H1B 109.1 . . ?
H1A C1 H1B 107.9 . . ?
C3 C2 C1 110.55(17) . . ?
C3 C2 H2A 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
C2 C3 C4 110.41(16) . . ?
C2 C3 H3A 109.6 . . ?
C4 C3 H3A 109.6 . . ?
C2 C3 H3B 109.6 . . ?
C4 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
C3 C4 C5 110.63(17) . . ?
C3 C4 H4A 109.5 . . ?
C5 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C5 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
N1 C5 C4 112.82(16) . . ?
N1 C5 H5A 109.0 . . ?
C4 C5 H5A 109.0 . . ?
N1 C5 H5B 109.0 . . ?
C4 C5 H5B 109.0 . . ?
H5A C5 H5B 107.8 . . ?
N2 C6 C7 112.07(16) . . ?
N2 C6 H6A 109.2 . . ?
C7 C6 H6A 109.2 . . ?
N2 C6 H6B 109.2 . . ?
C7 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
C8 C7 C6 110.88(16) . . ?
C8 C7 H7A 109.5 . . ?
C6 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
C9 C8 C7 110.77(16) . . ?
C9 C8 H8A 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
C10 C9 C8 110.22(16) . . ?
C10 C9 H9A 109.6 . . ?
C8 C9 H9A 109.6 . . ?
C10 C9 H9B 109.6 . . ?
C8 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
N2 C10 C9 112.24(15) . . ?
N2 C10 H10A 109.2 . . ?
C9 C10 H10A 109.2 . . ?
N2 C10 H10B 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
N3 C11 C12 113.17(14) . . ?
N3 C11 H11A 108.9 . . ?
C12 C11 H11A 108.9 . . ?
N3 C11 H11B 108.9 . . ?
C12 C11 H11B 108.9 . . ?
H11A C11 H11B 107.8 . . ?
C13 C12 C11 111.78(16) . . ?
C13 C12 H12A 109.3 . . ?
C11 C12 H12A 109.3 . . ?
C13 C12 H12B 109.3 . . ?
C11 C12 H12B 109.3 . . ?
H12A C12 H12B 107.9 . . ?
C12 C13 C14 110.61(16) . . ?
C12 C13 H13A 109.5 . . ?
C14 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C14 C13 H13B 109.5 . . ?
H13A C13 H13B 108.1 . . ?
C15 C14 C13 110.29(16) . . ?
C15 C14 H14A 109.6 . . ?
C13 C14 H14A 109.6 . . ?
C15 C14 H14B 109.6 . . ?
C13 C14 H14B 109.6 . . ?
H14A C14 H14B 108.1 . . ?
N3 C15 C14 112.53(15) . . ?
N3 C15 H15A 109.1 . . ?
C14 C15 H15A 109.1 . . ?
N3 C15 H15B 109.1 . . ?
C14 C15 H15B 109.1 . . ?
H15A C15 H15B 107.8 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Al1 N2 1.8095(15) . ?
Al1 N1 1.8135(15) . ?
Al1 N3 1.9684(16) . ?
Al1 N3 1.9920(15) 2_676 ?
Al1 Al1 2.8519(10) 2_676 ?
N1 C1 1.453(2) . ?
N1 C5 1.465(2) . ?
N2 C6 1.453(2) . ?
N2 C10 1.468(2) . ?
N3 C15 1.492(2) . ?
N3 C11 1.507(2) . ?
N3 Al1 1.9920(15) 2_676 ?
C1 C2 1.525(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.520(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.522(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.525(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.529(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.529(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.527(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.521(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.525(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.521(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.524(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.523(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
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
N2 Al1 N1 C1 152.63(16) . . . . ?
N3 Al1 N1 C1 19.18(19) . . . . ?
N3 Al1 N1 C1 -79.50(17) 2_676 . . . ?
Al1 Al1 N1 C1 -32.12(19) 2_676 . . . ?
N2 Al1 N1 C5 -47.63(15) . . . . ?
N3 Al1 N1 C5 178.92(12) . . . . ?
N3 Al1 N1 C5 80.24(14) 2_676 . . . ?
Al1 Al1 N1 C5 127.61(12) 2_676 . . . ?
N1 Al1 N2 C6 166.55(16) . . . . ?
N3 Al1 N2 C6 -58.63(18) . . . . ?
N3 Al1 N2 C6 40.41(18) 2_676 . . . ?
Al1 Al1 N2 C6 -8.67(19) 2_676 . . . ?
N1 Al1 N2 C10 -28.87(15) . . . . ?
N3 Al1 N2 C10 105.94(13) . . . . ?
N3 Al1 N2 C10 -155.02(12) 2_676 . . . ?
Al1 Al1 N2 C10 155.91(11) 2_676 . . . ?
C5 N1 C1 C2 59.8(2) . . . . ?
Al1 N1 C1 C2 -139.24(15) . . . . ?
N1 C1 C2 C3 -57.6(2) . . . . ?
C1 C2 C3 C4 52.4(2) . . . . ?
C2 C3 C4 C5 -51.6(2) . . . . ?
C1 N1 C5 C4 -59.1(2) . . . . ?
Al1 N1 C5 C4 136.94(14) . . . . ?
C3 C4 C5 N1 55.9(2) . . . . ?
C10 N2 C6 C7 60.63(19) . . . . ?
Al1 N2 C6 C7 -133.64(16) . . . . ?
N2 C6 C7 C8 -56.4(2) . . . . ?
C6 C7 C8 C9 50.7(2) . . . . ?
C7 C8 C9 C10 -51.2(2) . . . . ?
C6 N2 C10 C9 -61.6(2) . . . . ?
Al1 N2 C10 C9 130.62(14) . . . . ?
C8 C9 C10 N2 57.4(2) . . . . ?
C15 N3 C11 C12 58.23(18) . . . . ?
Al1 N3 C11 C12 -75.09(16) . . . . ?
Al1 N3 C11 C12 -175.28(12) 2_676 . . . ?
N3 C11 C12 C13 -55.1(2) . . . . ?
C11 C12 C13 C14 50.8(2) . . . . ?
C12 C13 C14 C15 -52.9(2) . . . . ?
C11 N3 C15 C14 -61.04(18) . . . . ?
Al1 N3 C15 C14 67.37(18) . . . . ?
Al1 N3 C15 C14 177.43(12) 2_676 . . . ?
C13 C14 C15 N3 60.3(2) . . . . ?
