#------------------------------------------------------------------------------
#$Date: 2016-03-25 12:17:41 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179808 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/04/7010436.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_7010436
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            'C16 H29 Al2 N O'
_chemical_formula_weight         305.36
_chemical_name_systematic
; 
? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   14.5760(11)
_cell_length_b                   13.4314(9)
_cell_length_c                   21.0210(15)
_cell_measurement_temperature    293(2)
_cell_volume                     4115.4(5)
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0323
_diffrn_reflns_av_sigmaI/netI    0.0211
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            22012
_diffrn_reflns_theta_full        26.03
_diffrn_reflns_theta_max         26.03
_diffrn_reflns_theta_min         1.94
_exptl_absorpt_coefficient_mu    0.138
_exptl_absorpt_correction_type   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    0.986
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelapiped
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.58
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.154
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         4052
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0735
_refine_ls_R_factor_gt           0.0510
_refine_ls_shift/su_max          5.534
_refine_ls_shift/su_mean         0.515
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1500P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1820
_refine_ls_wR_factor_ref         0.2082
_reflns_number_gt                2721
_reflns_number_total             4052
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b009070k.txt
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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      Pbca
_cod_database_code               7010436
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
Al1 Al -0.02233(6) 0.56793(6) 0.30325(3) 0.0733(3) Uani 1 1 d . . .
Al2 Al 0.17844(5) 0.57381(6) 0.39564(4) 0.0700(3) Uani 1 1 d . . .
O O 0.06173(11) 0.62253(12) 0.36419(8) 0.0715(5) Uani 1 1 d . . .
N N -0.07529(13) 0.67877(17) 0.35115(9) 0.0665(5) Uani 1 1 d . . .
C1 C -0.0693(3) 0.4389(3) 0.3257(2) 0.1276(14) Uani 1 1 d . . .
H1A H -0.0737 0.3984 0.2882 0.191 Uiso 1 1 calc R . .
H1B H -0.1290 0.4461 0.3444 0.191 Uiso 1 1 calc R . .
H1C H -0.0287 0.4078 0.3556 0.191 Uiso 1 1 calc R . .
C2 C 0.0091(3) 0.6047(3) 0.21706(15) 0.1081(10) Uani 1 1 d . . .
H2A H -0.0021 0.5493 0.1892 0.162 Uiso 1 1 calc R . .
H2B H 0.0728 0.6227 0.2151 0.162 Uiso 1 1 calc R . .
H2C H -0.0277 0.6603 0.2040 0.162 Uiso 1 1 calc R . .
C3 C 0.2043(3) 0.4808(3) 0.32537(19) 0.1223(13) Uani 1 1 d . . .
H3A H 0.1608 0.4271 0.3264 0.184 Uiso 1 1 calc R . .
H3B H 0.2652 0.4546 0.3300 0.184 Uiso 1 1 calc R . .
H3C H 0.1995 0.5153 0.2855 0.184 Uiso 1 1 calc R . .
C4 C 0.1502(3) 0.5142(3) 0.47824(18) 0.1246(13) Uani 1 1 d . . .
H4A H 0.1390 0.5660 0.5088 0.187 Uiso 1 1 calc R . .
H4B H 0.2011 0.4744 0.4920 0.187 Uiso 1 1 calc R . .
H4C H 0.0966 0.4731 0.4745 0.187 Uiso 1 1 calc R . .
C5 C 0.2629(2) 0.6863(3) 0.39833(19) 0.1069(11) Uani 1 1 d . . .
H5A H 0.2473 0.7288 0.4334 0.160 Uiso 1 1 calc R . .
H5B H 0.2586 0.7232 0.3593 0.160 Uiso 1 1 calc R . .
H5C H 0.3245 0.6623 0.4036 0.160 Uiso 1 1 calc R . .
C6 C -0.00081(15) 0.69043(16) 0.38288(11) 0.0610(5) Uani 1 1 d . . .
C7 C 0.02626(14) 0.76335(17) 0.43179(11) 0.0640(6) Uani 1 1 d . . .
C8 C 0.0090(2) 0.7443(3) 0.49506(13) 0.0934(9) Uani 1 1 d . . .
H8A H -0.0206 0.6858 0.5069 0.112 Uiso 1 1 calc R . .
C9 C 0.0355(3) 0.8117(3) 0.54047(18) 0.1152(12) Uani 1 1 d . . .
H9A H 0.0240 0.7986 0.5832 0.138 Uiso 1 1 calc R . .
C10 C 0.0782(3) 0.8971(4) 0.5236(3) 0.1258(15) Uani 1 1 d . . .
H10A H 0.0948 0.9430 0.5546 0.151 Uiso 1 1 calc R . .
C11 C 0.0970(2) 0.9161(3) 0.4613(3) 0.1169(13) Uani 1 1 d . . .
H11A H 0.1278 0.9741 0.4502 0.140 Uiso 1 1 calc R . .
C12 C 0.0705(2) 0.8492(2) 0.41429(17) 0.0906(8) Uani 1 1 d . . .
H12A H 0.0826 0.8625 0.3717 0.109 Uiso 1 1 calc R . .
C13 C -0.16164(18) 0.7392(2) 0.35304(13) 0.0825(8) Uani 1 1 d . . .
C14 C -0.1855(9) 0.7669(14) 0.4190(8) 0.128(6) Uani 0.50 1 d P . .
H14A H -0.136(9) 0.751(10) 0.449(5) 0.192 Uiso 0.50 1 calc P . .
H14B H -0.244(15) 0.784(13) 0.418(8) 0.192 Uiso 0.50 1 d P . .
H14C H -0.201(14) 0.693(16) 0.441(11) 0.192 Uiso 0.50 1 d P . .
C14' C -0.2146(13) 0.716(3) 0.4081(13) 0.226(15) Uani 0.50 1 d P . .
H14D H -0.18(2) 0.66(2) 0.427(18) 0.338 Uiso 0.50 1 calc P . .
H14E H -0.278(17) 0.75(3) 0.405(13) 0.338 Uiso 0.50 1 d P . .
H14F H -0.099(16) 0.683(18) 0.339(10) 0.338 Uiso 0.50 1 d P . .
C15 C -0.1449(11) 0.8212(18) 0.3132(12) 0.194(13) Uani 0.50 1 d P . .
H15A H -0.083(16) 0.821(19) 0.296(13) 0.292 Uiso 0.50 1 calc P . .
H15B H -0.130(15) 0.82(2) 0.253(12) 0.292 Uiso 0.50 1 d P . .
H15C H -0.17(2) 0.89(3) 0.324(11) 0.292 Uiso 0.50 1 d P . .
C15' C -0.1474(8) 0.8527(7) 0.3581(11) 0.153(7) Uani 0.50 1 d P . .
H15D H -0.082(12) 0.854(10) 0.368(8) 0.229 Uiso 0.50 1 calc P . .
H15E H -0.148(15) 0.801(15) 0.292(10) 0.229 Uiso 0.50 1 d P . .
H15F H -0.212(16) 0.882(17) 0.347(8) 0.229 Uiso 0.50 1 d P . .
C16 C -0.2342(6) 0.663(2) 0.3286(11) 0.172(8) Uani 0.50 1 d P . .
H16A H -0.211(13) 0.596(16) 0.323(12) 0.258 Uiso 0.50 1 calc P . .
H16B H -0.305(12) 0.692(13) 0.346(10) 0.258 Uiso 0.50 1 d P . .
H16C H -0.224(19) 0.682(17) 0.399(12) 0.258 Uiso 0.50 1 d P . .
C16' C -0.2072(11) 0.7238(13) 0.2881(8) 0.140(4) Uani 0.50 1 d P . .
H16D H -0.160(12) 0.684(14) 0.266(7) 0.210 Uiso 0.50 1 calc P . .
H16E H -0.207(12) 0.644(15) 0.272(8) 0.210 Uiso 0.50 1 d P . .
H16F H -0.252(10) 0.755(11) 0.289(6) 0.210 Uiso 0.50 1 d P . .
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 Al1 C1 114.10(17) . . ?
O Al1 C2 112.13(14) . . ?
C1 Al1 C2 123.0(2) . . ?
O Al1 N 67.50(8) . . ?
C1 Al1 N 114.78(16) . . ?
C2 Al1 N 112.44(14) . . ?
O Al1 C6 34.69(7) . . ?
C1 Al1 C6 120.01(16) . . ?
C2 Al1 C6 116.98(14) . . ?
N Al1 C6 32.81(8) . . ?
O Al2 C4 104.84(14) . . ?
O Al2 C5 107.60(12) . . ?
C4 Al2 C5 115.10(19) . . ?
O Al2 C3 97.25(13) . . ?
C4 Al2 C3 116.5(2) . . ?
C5 Al2 C3 113.09(19) . . ?
C6 O Al1 91.22(13) . . ?
C6 O Al2 136.24(14) . . ?
Al1 O Al2 131.23(9) . . ?
C6 N C13 129.1(2) . . ?
C6 N Al1 91.52(15) . . ?
C13 N Al1 139.25(17) . . ?
N C6 O 109.8(2) . . ?
N C6 C7 132.1(2) . . ?
O C6 C7 118.16(19) . . ?
N C6 Al1 55.67(13) . . ?
O C6 Al1 54.09(10) . . ?
C7 C6 Al1 172.04(16) . . ?
C8 C7 C12 120.1(3) . . ?
C8 C7 C6 120.1(2) . . ?
C12 C7 C6 119.8(2) . . ?
C7 C8 C9 119.9(3) . . ?
C10 C9 C8 120.5(4) . . ?
C9 C10 C11 120.3(3) . . ?
C10 C11 C12 120.4(4) . . ?
C7 C12 C11 118.9(4) . . ?
C15 C13 C14' 138.7(17) . . ?
C15 C13 C14 113.8(15) . . ?
C14' C13 C14 33.6(16) . . ?
C15 C13 N 105.3(5) . . ?
C14' C13 N 110.9(9) . . ?
C14 C13 N 111.0(6) . . ?
C15 C13 C16' 69.5(14) . . ?
C14' C13 C16' 117.3(16) . . ?
C14 C13 C16' 140.2(8) . . ?
N C13 C16' 105.5(6) . . ?
C15 C13 C15' 40.8(11) . . ?
C14' C13 C15' 103.7(19) . . ?
C14 C13 C15' 73.6(12) . . ?
N C13 C15' 115.1(5) . . ?
C16' C13 C15' 104.6(9) . . ?
C15 C13 C16 115.7(17) . . ?
C14' C13 C16 76(2) . . ?
C14 C13 C16 108.3(10) . . ?
N C13 C16 102.0(7) . . ?
C16' C13 C16 47.4(10) . . ?
C15' C13 C16 139.5(11) . . ?
C14' C14 C13 69.9(18) . . ?
C14' C14 C15' 119(2) . . ?
C13 C14 C15' 54.8(8) . . ?
C14 C14' C13 76.5(16) . . ?
C14 C14' C16 130(2) . . ?
C13 C14' C16 55.2(14) . . ?
C15' C15 C13 76.8(11) . . ?
C15' C15 C16' 126.0(16) . . ?
C13 C15 C16' 58.9(10) . . ?
C15 C15' C13 62.5(10) . . ?
C15 C15' C14 113.3(15) . . ?
C13 C15' C14 51.5(7) . . ?
C16' C16 C13 65.4(11) . . ?
C16' C16 C14' 109.1(17) . . ?
C13 C16 C14' 49.0(8) . . ?
C16 C16' C13 67.3(9) . . ?
C16 C16' C15 117.7(12) . . ?
C13 C16' C15 51.7(6) . . ?
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 O 1.9184(17) . ?
Al1 C1 1.922(4) . ?
Al1 C2 1.933(3) . ?
Al1 N 1.956(2) . ?
Al1 C6 2.368(2) . ?
Al2 O 1.9389(17) . ?
Al2 C4 1.956(3) . ?
Al2 C5 1.950(3) . ?
Al2 C3 1.971(3) . ?
O C6 1.348(3) . ?
N C6 1.284(3) . ?
N C13 1.498(3) . ?
C6 C7 1.474(3) . ?
C7 C8 1.378(4) . ?
C7 C12 1.372(4) . ?
C8 C9 1.371(5) . ?
C9 C10 1.352(6) . ?
C10 C11 1.361(6) . ?
C11 C12 1.391(5) . ?
C13 C15 1.405(12) . ?
C13 C14' 1.427(15) . ?
C13 C14 1.477(14) . ?
C13 C16' 1.533(11) . ?
C13 C15' 1.542(10) . ?
C13 C16 1.555(14) . ?
C14 C14' 0.84(4) . ?
C14 C15' 1.81(3) . ?
C14' C16 1.83(4) . ?
C15 C15' 1.03(3) . ?
C15 C16' 1.68(3) . ?
C16 C16' 1.24(3) . ?
