#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/73/1517304.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_1517304
loop_
_publ_author_name
'Li, Yuanzhuo'
'Zhao, Ke-Qing'
'Elsegood, Mark R. J.'
'Prior, Timothy J.'
'Sun, Xinsen'
'Mo, Shanyan'
'Redshaw, Carl'
_publ_section_title
;
 Organoaluminium complexes of ortho-, meta-, para-anisidines: synthesis,
 structural studies and ROP of ε-caprolactone (and rac-lactide)
;
_journal_issue                   9
_journal_name_full               'Catalysis Science & Technology'
_journal_page_first              3025
_journal_paper_doi               10.1039/C4CY00624K
_journal_volume                  4
_journal_year                    2014
_chemical_formula_moiety
;
C24 H46 Al4 N2 O2
;
_chemical_formula_sum            'C24 H46 Al4 N2 O2'
_chemical_formula_weight         502.55
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                103.037(10)
_cell_angle_beta                 95.097(10)
_cell_angle_gamma                96.205(10)
_cell_formula_units_Z            1
_cell_length_a                   7.3610(9)
_cell_length_b                   10.0951(12)
_cell_length_c                   10.6561(14)
_cell_measurement_reflns_used    5427
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      29.3
_cell_measurement_theta_min      2.0
_cell_volume                     761.67(17)
_computing_cell_refinement       'Stoe X-AREA'
_computing_data_collection       'Stoe X-AREA'
_computing_data_reduction        'Stoe X-AREA'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SHELXS-86
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Stoe IPDS2'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_sigmaI/netI    0.0817
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7591
_diffrn_reflns_theta_full        25.30
_diffrn_reflns_theta_max         29.16
_diffrn_reflns_theta_min         1.98
_exptl_absorpt_coefficient_mu    0.174
_exptl_absorpt_correction_T_max  0.9784
_exptl_absorpt_correction_T_min  0.9564
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
A face-indexed absorption correction was applied 
using the Tompa method implemented within Stoe X-AREA'
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.096
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             272
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.859
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         3999
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.860
_refine_ls_R_factor_all          0.0780
_refine_ls_R_factor_gt           0.0414
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0516P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0932
_refine_ls_wR_factor_ref         0.1026
_reflns_number_gt                2412
_reflns_number_total             3999
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             1516155
_cod_data_source_file            c4cy00624k2.cif
_cod_data_source_block           cr1
_cod_original_cell_volume        761.67(16)
_cod_database_code               1517304
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Al2 Al 0.17898(7) 0.55704(5) 0.06705(5) 0.02443(14) Uani 1 1 d D
C1 C 0.2002(3) -0.4085(2) -0.3638(2) 0.0405(5) Uani 1 1 d .
H1A H 0.2890 -0.4489 -0.4192 0.061 Uiso 1 1 calc R
H1B H 0.0854 -0.4719 -0.3794 0.061 Uiso 1 1 calc R
H1C H 0.2509 -0.3915 -0.2725 0.061 Uiso 1 1 calc R
C2 C -0.0940(3) -0.1814(2) -0.3734(2) 0.0392(5) Uani 1 1 d .
H2A H -0.1042 -0.0923 -0.3938 0.059 Uiso 1 1 calc R
H2B H -0.1110 -0.1748 -0.2821 0.059 Uiso 1 1 calc R
H2C H -0.1887 -0.2508 -0.4287 0.059 Uiso 1 1 calc R
C3 C 0.2588(3) -0.1929(2) -0.5565(2) 0.0462(6) Uani 1 1 d .
H3A H 0.1980 -0.2581 -0.6354 0.069 Uiso 1 1 calc R
H3B H 0.3905 -0.2012 -0.5475 0.069 Uiso 1 1 calc R
H3C H 0.2419 -0.0994 -0.5620 0.069 Uiso 1 1 calc R
O1 O 0.30118(17) -0.09900(12) -0.25733(11) 0.0269(3) Uani 1 1 d .
C12 C 0.4982(3) -0.1051(2) -0.2344(2) 0.0389(5) Uani 1 1 d .
H12A H 0.5648 -0.0466 -0.2817 0.058 Uiso 1 1 calc R
H12B H 0.5225 -0.1999 -0.2646 0.058 Uiso 1 1 calc R
H12C H 0.5395 -0.0729 -0.1414 0.058 Uiso 1 1 calc R
C6 C 0.2522(2) 0.03495(17) -0.21492(16) 0.0247(3) Uani 1 1 d .
C7 C 0.2739(3) 0.12667(18) -0.29239(17) 0.0280(4) Uani 1 1 d .
H7 H 0.3257 0.1024 -0.3716 0.034 Uiso 1 1 calc R
C8 C 0.2184(3) 0.25529(18) -0.25231(17) 0.0276(4) Uani 1 1 d .
H8 H 0.2331 0.3195 -0.3047 0.033 Uiso 1 1 calc R
C9 C 0.1417(2) 0.29173(17) -0.13680(16) 0.0234(3) Uani 1 1 d .
C10 C 0.1246(2) 0.19698(18) -0.05915(16) 0.0264(4) Uani 1 1 d .
H10 H 0.0746 0.2206 0.0208 0.032 Uiso 1 1 calc R
C11 C 0.1809(2) 0.06822(18) -0.09899(16) 0.0260(4) Uani 1 1 d .
H11 H 0.1700 0.0040 -0.0463 0.031 Uiso 1 1 calc R
N1 N 0.0792(2) 0.42373(14) -0.09828(13) 0.0236(3) Uani 1 1 d D
Al1 Al 0.15016(8) -0.23351(6) -0.40444(5) 0.02762(14) Uani 1 1 d .
C4 C 0.3009(3) 0.4690(2) 0.19119(19) 0.0390(5) Uani 1 1 d .
H4A H 0.3909 0.4146 0.1493 0.058 Uiso 1 1 calc R
H4B H 0.2089 0.4088 0.2206 0.058 Uiso 1 1 calc R
H4C H 0.3638 0.5394 0.2658 0.058 Uiso 1 1 calc R
C5 C 0.3041(3) 0.72366(19) 0.03156(19) 0.0351(4) Uani 1 1 d .
H5A H 0.2871 0.8034 0.0993 0.053 Uiso 1 1 calc R
H5B H 0.2521 0.7343 -0.0529 0.053 Uiso 1 1 calc R
H5C H 0.4357 0.7166 0.0305 0.053 Uiso 1 1 calc R
H1 H 0.102(2) 0.466(2) -0.1586(16) 0.042 Uiso 1 1 d D
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C5 Al2 C4 119.69(9) . .
C5 Al2 N1 111.54(7) . 2_565
C4 Al2 N1 111.68(8) . 2_565
C5 Al2 N1 110.06(8) . .
C4 Al2 N1 112.02(8) . .
N1 Al2 N1 87.24(6) 2_565 .
Al1 C1 H1A 109.5 . .
Al1 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
Al1 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
Al1 C2 H2A 109.5 . .
Al1 C2 H2B 109.5 . .
H2A C2 H2B 109.5 . .
Al1 C2 H2C 109.5 . .
H2A C2 H2C 109.5 . .
H2B C2 H2C 109.5 . .
Al1 C3 H3A 109.5 . .
Al1 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
Al1 C3 H3C 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
C6 O1 C12 113.54(14) . .
C6 O1 Al1 120.28(10) . .
C12 O1 Al1 119.52(11) . .
O1 C12 H12A 109.5 . .
O1 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
O1 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C11 C6 C7 121.85(16) . .
C11 C6 O1 118.86(15) . .
C7 C6 O1 119.28(14) . .
C6 C7 C8 118.69(15) . .
C6 C7 H7 120.7 . .
C8 C7 H7 120.7 . .
C7 C8 C9 121.16(15) . .
C7 C8 H8 119.4 . .
C9 C8 H8 119.4 . .
C8 C9 C10 118.71(15) . .
C8 C9 N1 120.67(14) . .
C10 C9 N1 120.62(14) . .
C11 C10 C9 120.17(15) . .
C11 C10 H10 119.9 . .
C9 C10 H10 119.9 . .
C6 C11 C10 119.41(15) . .
C6 C11 H11 120.3 . .
C10 C11 H11 120.3 . .
C9 N1 Al2 122.13(11) . 2_565
C9 N1 Al2 122.38(11) . .
Al2 N1 Al2 92.76(6) 2_565 .
C9 N1 H1 106.2(15) . .
Al2 N1 H1 106.3(12) 2_565 .
Al2 N1 H1 105.2(12) . .
C2 Al1 C3 118.46(10) . .
C2 Al1 C1 115.59(10) . .
C3 Al1 C1 115.19(10) . .
C2 Al1 O1 99.36(8) . .
C3 Al1 O1 102.71(8) . .
C1 Al1 O1 101.08(8) . .
Al2 C4 H4A 109.5 . .
Al2 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
Al2 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
Al2 C5 H5A 109.5 . .
Al2 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
Al2 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Al2 C5 1.9582(19) .
Al2 C4 1.959(2) .
Al2 N1 1.9809(15) 2_565
Al2 N1 1.9851(16) .
C1 Al1 1.975(2) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 Al1 1.962(2) .
C2 H2A 0.9800 .
C2 H2B 0.9800 .
C2 H2C 0.9800 .
C3 Al1 1.973(2) .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
O1 C6 1.422(2) .
O1 C12 1.459(2) .
O1 Al1 1.9851(14) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C6 C11 1.371(2) .
C6 C7 1.379(2) .
C7 C8 1.389(2) .
C7 H7 0.9500 .
C8 C9 1.390(2) .
C8 H8 0.9500 .
C9 C10 1.402(2) .
C9 N1 1.440(2) .
C10 C11 1.393(2) .
C10 H10 0.9500 .
C11 H11 0.9500 .
N1 Al2 1.9809(15) 2_565
N1 H1 0.867(15) .
C4 H4A 0.9800 .
C4 H4B 0.9800 .
C4 H4C 0.9800 .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C12 O1 C6 C11 -100.72(19) . .
Al1 O1 C6 C11 108.03(16) . .
C12 O1 C6 C7 80.6(2) . .
Al1 O1 C6 C7 -70.61(19) . .
C11 C6 C7 C8 -1.2(3) . .
O1 C6 C7 C8 177.38(17) . .
C6 C7 C8 C9 -0.3(3) . .
C7 C8 C9 C10 1.4(3) . .
C7 C8 C9 N1 -177.99(17) . .
C8 C9 C10 C11 -1.1(3) . .
N1 C9 C10 C11 178.26(17) . .
C7 C6 C11 C10 1.5(3) . .
O1 C6 C11 C10 -177.12(16) . .
C9 C10 C11 C6 -0.3(3) . .
C8 C9 N1 Al2 121.14(16) . 2_565
C10 C9 N1 Al2 -58.2(2) . 2_565
C8 C9 N1 Al2 -121.12(16) . .
C10 C9 N1 Al2 59.5(2) . .
C5 Al2 N1 C9 116.67(14) . .
C4 Al2 N1 C9 -19.08(15) . .
N1 Al2 N1 C9 -131.38(14) 2_565 .
C5 Al2 N1 Al2 -111.95(8) . 2_565
C4 Al2 N1 Al2 112.30(9) . 2_565
N1 Al2 N1 Al2 0.0 2_565 2_565
C6 O1 Al1 C2 -34.88(13) . .
C12 O1 Al1 C2 175.57(13) . .
C6 O1 Al1 C3 87.29(13) . .
C12 O1 Al1 C3 -62.26(14) . .
C6 O1 Al1 C1 -153.45(12) . .
C12 O1 Al1 C1 57.00(14) . .
