#------------------------------------------------------------------------------
#$Date: 2016-03-25 12:17:41 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179808 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/04/7010435.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_7010435
loop_
_publ_author_name
'Huang, Yi-Lun'
'Huang, Bor-Hunn'
'Ko, Bao-Tsan'
'Lin, Chu-Chieh'
_publ_section_title
;
 Reactions of amides with organoaluminium: a useful synthetic route to
 aluminium diketiminates †
;
_journal_issue                   8
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              1359
_journal_paper_doi               10.1039/b009070k
_journal_year                    2001
_chemical_formula_sum            'C13 H20 Al N O'
_chemical_formula_weight         233.28
_chemical_name_systematic
; 
? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 112.375(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   22.798(3)
_cell_length_b                   11.0091(16)
_cell_length_c                   12.5820(18)
_cell_measurement_temperature    293(2)
_cell_volume                     2920.1(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0244
_diffrn_reflns_av_sigmaI/netI    0.0208
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8063
_diffrn_reflns_theta_full        26.04
_diffrn_reflns_theta_max         26.04
_diffrn_reflns_theta_min         1.93
_exptl_absorpt_coefficient_mu    0.121
_exptl_absorpt_correction_type   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.061
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelapiped
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.60
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.419
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2875
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.419
_refine_ls_R_factor_all          0.0750
_refine_ls_R_factor_gt           0.0582
_refine_ls_shift/su_max          0.087
_refine_ls_shift/su_mean         0.013
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1904
_refine_ls_wR_factor_ref         0.2045
_reflns_number_gt                2109
_reflns_number_total             2875
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b009070k.txt
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7010435
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Al Al 0.06120(3) 0.41807(6) 0.04589(6) 0.0541(3) Uani 1 1 d . . .
O O 0.03373(8) 0.58331(13) 0.02356(16) 0.0657(5) Uani 1 1 d . . .
N N 0.13408(10) 0.55549(17) 0.09964(19) 0.0610(5) Uani 1 1 d . . .
C1 C 0.09079(11) 0.6364(2) 0.06635(19) 0.0535(6) Uani 1 1 d . . .
C2 C 0.09191(11) 0.77050(19) 0.06760(19) 0.0534(6) Uani 1 1 d . . .
C3 C 0.09947(16) 0.8347(2) -0.0200(2) 0.0787(8) Uani 1 1 d . . .
H3A H 0.1052 0.7937 -0.0799 0.094 Uiso 1 1 calc R . .
C4 C 0.09855(19) 0.9595(3) -0.0191(3) 0.0958(11) Uani 1 1 d . . .
H4A H 0.1045 1.0023 -0.0780 0.115 Uiso 1 1 calc R . .
C5 C 0.08916(15) 1.0211(2) 0.0658(3) 0.0844(9) Uani 1 1 d . . .
H5A H 0.0886 1.1055 0.0652 0.101 Uiso 1 1 calc R . .
C6 C 0.08061(16) 0.9597(3) 0.1515(3) 0.0839(9) Uani 1 1 d . . .
H6A H 0.0736 1.0019 0.2096 0.101 Uiso 1 1 calc R . .
C7 C 0.08223(14) 0.8344(2) 0.1533(2) 0.0717(7) Uani 1 1 d . . .
H7A H 0.0767 0.7927 0.2131 0.086 Uiso 1 1 calc R . .
C8 C 0.20334(13) 0.5717(2) 0.1567(3) 0.0791(8) Uani 1 1 d . . .
C9 C 0.2304(2) 0.6607(5) 0.1019(5) 0.183(3) Uani 1 1 d . . .
H9A H 0.2129 0.7394 0.1046 0.275 Uiso 1 1 calc R . .
H9B H 0.2204 0.6379 0.0233 0.275 Uiso 1 1 calc R . .
H9C H 0.2756 0.6632 0.1418 0.275 Uiso 1 1 calc R . .
C10 C 0.2181(2) 0.6123(7) 0.2771(4) 0.186(3) Uani 1 1 d . . .
H10A H 0.1998 0.6909 0.2765 0.278 Uiso 1 1 calc R . .
H10B H 0.2632 0.6168 0.3174 0.278 Uiso 1 1 calc R . .
H10C H 0.2008 0.5553 0.3151 0.278 Uiso 1 1 calc R . .
C11 C 0.2313(2) 0.4492(5) 0.1597(7) 0.215(4) Uani 1 1 d . . .
H11A H 0.2235 0.4230 0.0827 0.323 Uiso 1 1 calc R . .
H11B H 0.2124 0.3927 0.1953 0.323 Uiso 1 1 calc R . .
H11C H 0.2762 0.4526 0.2031 0.323 Uiso 1 1 calc R . .
C12 C 0.07886(16) 0.3398(3) -0.0782(3) 0.0810(8) Uani 1 1 d . . .
H12A H 0.0667 0.2559 -0.0831 0.121 Uiso 1 1 calc R . .
H12B H 0.1234 0.3456 -0.0629 0.121 Uiso 1 1 calc R . .
H12C H 0.0552 0.3796 -0.1497 0.121 Uiso 1 1 calc R . .
C13 C 0.07491(14) 0.3397(2) 0.1922(2) 0.0748(8) Uani 1 1 d . . .
H13A H 0.0627 0.2559 0.1792 0.112 Uiso 1 1 calc R . .
H13B H 0.0498 0.3795 0.2282 0.112 Uiso 1 1 calc R . .
H13C H 0.1190 0.3450 0.2413 0.112 Uiso 1 1 calc R . .
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'
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
O Al C13 119.13(11) . . ?
O Al C12 117.26(12) . . ?
C13 Al C12 123.51(13) . . ?
O Al O 72.75(7) . 5_565 ?
C13 Al O 99.62(11) . 5_565 ?
C12 Al O 99.50(11) . 5_565 ?
O Al N 63.14(7) . . ?
C13 Al N 100.79(11) . . ?
C12 Al N 101.03(11) . . ?
O Al N 135.89(7) 5_565 . ?
O Al C1 32.23(8) . . ?
C13 Al C1 113.04(10) . . ?
C12 Al C1 112.27(11) . . ?
O Al C1 104.98(7) 5_565 . ?
N Al C1 30.91(7) . . ?
C1 O Al 98.22(14) . . ?
C1 O Al 154.52(15) . 5_565 ?
Al O Al 107.25(7) . 5_565 ?
C1 N C8 128.8(2) . . ?
C1 N Al 88.83(14) . . ?
C8 N Al 142.29(16) . . ?
N C1 O 109.81(19) . . ?
N C1 C2 133.4(2) . . ?
O C1 C2 116.8(2) . . ?
N C1 Al 60.26(12) . . ?
O C1 Al 49.55(10) . . ?
C2 C1 Al 166.36(17) . . ?
C7 C2 C3 118.2(2) . . ?
C7 C2 C1 120.9(2) . . ?
C3 C2 C1 120.9(2) . . ?
C4 C3 C2 120.1(2) . . ?
C5 C4 C3 121.0(3) . . ?
C6 C5 C4 119.8(3) . . ?
C5 C6 C7 120.2(3) . . ?
C2 C7 C6 120.7(2) . . ?
C9 C8 N 114.6(3) . . ?
C9 C8 C10 107.8(4) . . ?
N C8 C10 108.4(3) . . ?
C9 C8 C11 111.5(4) . . ?
N C8 C11 105.8(3) . . ?
C10 C8 C11 108.5(4) . . ?
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
Al O 1.9096(17) . ?
Al C13 1.947(3) . ?
Al C12 1.955(3) . ?
Al O 2.0019(18) 5_565 ?
Al N 2.157(2) . ?
Al C1 2.484(2) . ?
O C1 1.338(3) . ?
O Al 2.0019(18) 5_565 ?
N C1 1.276(3) . ?
N C8 1.475(3) . ?
C1 C2 1.476(3) . ?
C2 C7 1.374(3) . ?
C2 C3 1.375(3) . ?
C3 C4 1.374(4) . ?
C4 C5 1.349(4) . ?
C5 C6 1.348(4) . ?
C6 C7 1.380(4) . ?
C8 C9 1.463(5) . ?
C8 C10 1.490(6) . ?
C8 C11 1.486(6) . ?
