#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/84/2228429.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_2228429
loop_
_publ_author_name
'Li, Haoyang'
'Xiang, Yonggang'
'Han, Hongfei'
_publ_section_title
;
 [1,1-(Butane-1,4-diyl)-2,3-dicyclohexylguanidinato]dimethylaluminum(III)
;
_journal_coeditor_code           JH2223
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1598
_journal_paper_doi               10.1107/S1600536810046787
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Al (C H3)2 (C17 H30 N3)]'
_chemical_formula_moiety         'C19 H36 Al N3'
_chemical_formula_sum            'C19 H36 Al N3'
_chemical_formula_weight         333.49
_chemical_name_systematic
;
[1,1-(Butane-1,4-diyl)-2,3-dicyclohexylguanidinato]dimethylaluminum(III)
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_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            4
_cell_length_a                   18.263(4)
_cell_length_b                   10.596(2)
_cell_length_c                   10.449(2)
_cell_measurement_reflns_used    4606
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.02
_cell_measurement_theta_min      2.96
_cell_volume                     2022.0(7)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker SMART 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  0.0587
_diffrn_reflns_av_sigmaI/netI    0.0620
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7156
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.22
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  0.9693
_exptl_absorpt_correction_T_min  0.9594
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.095
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.432
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.417
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     107
_refine_ls_number_reflns         1772
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.417
_refine_ls_R_factor_all          0.0990
_refine_ls_R_factor_gt           0.0951
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+5.1550P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2304
_refine_ls_wR_factor_ref         0.2319
_reflns_number_gt                1630
_reflns_number_total             1772
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jh2223.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      Pbcn
_cod_database_code               2228429
_cod_database_fobs_code          2228429
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Al Al 0.5000 0.29276(18) 0.2500 0.0381(6) Uani d S 1 . .
N N1 0.45266(19) 0.1440(3) 0.1850(3) 0.0310(8) Uani d . 1 . .
N N3 0.5000 -0.0569(5) 0.2500 0.0397(13) Uani d S 1 . .
C C1 0.5000 0.0706(6) 0.2500 0.0318(13) Uani d S 1 . .
C C2 0.3760(2) 0.1118(4) 0.1598(4) 0.0334(10) Uani d . 1 . .
H H2 0.3744 0.0415 0.0989 0.040 Uiso calc R 1 . .
C C3 0.3350(3) 0.0733(5) 0.2815(5) 0.0418(12) Uani d . 1 . .
H H3A 0.3575 -0.0019 0.3170 0.050 Uiso calc R 1 . .
H H3B 0.3392 0.1402 0.3444 0.050 Uiso calc R 1 . .
C C4 0.2546(3) 0.0474(5) 0.2557(7) 0.0611(15) Uani d . 1 . .
H H4A 0.2302 0.0270 0.3355 0.073 Uiso calc R 1 . .
H H4B 0.2501 -0.0247 0.1991 0.073 Uiso calc R 1 . .
C C5 0.2177(3) 0.1614(6) 0.1948(6) 0.0569(15) Uani d . 1 . .
H H5A 0.1673 0.1407 0.1743 0.068 Uiso calc R 1 . .
H H5B 0.2175 0.2309 0.2551 0.068 Uiso calc R 1 . .
C C6 0.2573(3) 0.2010(6) 0.0742(5) 0.0539(14) Uani d . 1 . .
H H6A 0.2349 0.2770 0.0405 0.065 Uiso calc R 1 . .
H H6B 0.2525 0.1352 0.0102 0.065 Uiso calc R 1 . .
C C7 0.3384(2) 0.2255(5) 0.1001(5) 0.0435(12) Uani d . 1 . .
H H7A 0.3626 0.2465 0.0203 0.052 Uiso calc R 1 . .
H H7B 0.3432 0.2972 0.1571 0.052 Uiso calc R 1 . .
C C14 0.4666(3) -0.1349(4) 0.1484(5) 0.0473(13) Uani d . 1 . .
H H14A 0.4815 -0.1066 0.0641 0.057 Uiso calc R 1 . .
H H14B 0.4136 -0.1338 0.1538 0.057 Uiso calc R 1 . .
C C15 0.4971(3) -0.2657(5) 0.1782(6) 0.0613(16) Uani d . 1 . .
H H15A 0.4642 -0.3314 0.1486 0.074 Uiso calc R 1 . .
H H15B 0.5447 -0.2777 0.1388 0.074 Uiso calc R 1 . .
C C18 0.4388(3) 0.3932(5) 0.3656(6) 0.0586(16) Uani d . 1 . .
H H18A 0.4076 0.3382 0.4141 0.088 Uiso calc R 1 . .
H H18B 0.4093 0.4505 0.3165 0.088 Uiso calc R 1 . .
H H18C 0.4695 0.4403 0.4229 0.088 Uiso calc R 1 . .
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Al N1 . 4_655 69.8(2) y
N1 Al C18 . 4_655 119.0(2) ?
N1 Al C18 4_655 4_655 114.0(2) ?
N1 Al C18 . . 114.0(2) ?
N1 Al C18 4_655 . 119.0(2) ?
C18 Al C18 4_655 . 114.2(4) y
C1 N1 C2 . . 124.8(3) ?
C1 N1 Al . . 90.4(3) ?
C2 N1 Al . . 133.2(3) ?
C1 N3 C14 . . 124.0(3) ?
C1 N3 C14 . 4_655 124.0(3) ?
C14 N3 C14 . 4_655 112.0(5) ?
N1 C1 N1 4_655 . 109.4(5) ?
N1 C1 N3 4_655 . 125.3(3) ?
N1 C1 N3 . . 125.3(3) ?
N1 C2 C7 . . 108.7(3) ?
N1 C2 C3 . . 112.3(4) ?
C7 C2 C3 . . 109.3(4) ?
N1 C2 H2 . . 108.8 ?
C7 C2 H2 . . 108.8 ?
C3 C2 H2 . . 108.8 ?
C4 C3 C2 . . 111.9(4) ?
C4 C3 H3A . . 109.2 ?
C2 C3 H3A . . 109.2 ?
C4 C3 H3B . . 109.2 ?
C2 C3 H3B . . 109.2 ?
H3A C3 H3B . . 107.9 ?
C3 C4 C5 . . 111.0(4) ?
C3 C4 H4A . . 109.4 ?
C5 C4 H4A . . 109.4 ?
C3 C4 H4B . . 109.4 ?
C5 C4 H4B . . 109.4 ?
H4A C4 H4B . . 108.0 ?
C6 C5 C4 . . 110.9(5) ?
C6 C5 H5A . . 109.5 ?
C4 C5 H5A . . 109.5 ?
C6 C5 H5B . . 109.5 ?
C4 C5 H5B . . 109.5 ?
H5A C5 H5B . . 108.0 ?
C5 C6 C7 . . 111.3(4) ?
C5 C6 H6A . . 109.4 ?
C7 C6 H6A . . 109.4 ?
C5 C6 H6B . . 109.4 ?
C7 C6 H6B . . 109.4 ?
H6A C6 H6B . . 108.0 ?
C2 C7 C6 . . 112.1(4) ?
C2 C7 H7A . . 109.2 ?
C6 C7 H7A . . 109.2 ?
C2 C7 H7B . . 109.2 ?
C6 C7 H7B . . 109.2 ?
H7A C7 H7B . . 107.9 ?
N3 C14 C15 . . 102.2(5) ?
N3 C14 H14A . . 111.3 ?
C15 C14 H14A . . 111.3 ?
N3 C14 H14B . . 111.3 ?
C15 C14 H14B . . 111.3 ?
H14A C14 H14B . . 109.2 ?
C15 C15 C14 4_655 . 103.2(3) ?
C15 C15 H15A 4_655 . 111.1 ?
C14 C15 H15A . . 111.1 ?
C15 C15 H15B 4_655 . 111.1 ?
C14 C15 H15B . . 111.1 ?
H15A C15 H15B . . 109.1 ?
Al C18 H18A . . 109.5 ?
Al C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
Al C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Al N1 . 1.922(4) y
Al N1 4_655 1.922(4) ?
Al C18 4_655 1.961(6) ?
Al C18 . 1.961(6) y
N1 C1 . 1.346(5) ?
N1 C2 . 1.465(5) ?
N3 C1 . 1.351(8) ?
N3 C14 . 1.477(6) ?
N3 C14 4_655 1.477(6) ?
C1 N1 4_655 1.346(5) ?
C2 C7 . 1.520(6) ?
C2 C3 . 1.531(6) ?
C2 H2 . 0.9800 ?
C3 C4 . 1.517(7) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 C5 . 1.522(7) ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 C6 . 1.512(8) ?
C5 H5A . 0.9700 ?
C5 H5B . 0.9700 ?
C6 C7 . 1.528(7) ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C7 H7A . 0.9700 ?
C7 H7B . 0.9700 ?
C14 C15 . 1.526(7) ?
C14 H14A . 0.9700 ?
C14 H14B . 0.9700 ?
C15 C15 4_655 1.505(13) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C18 H18A . 0.9600 ?
C18 H18B . 0.9600 ?
C18 H18C . 0.9600 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N1 Al N1 C1 4_655 . . . 0.0 ?
C18 Al N1 C1 4_655 . . . 106.9(2) ?
C18 Al N1 C1 . . . . -113.6(2) ?
N1 Al N1 C2 4_655 . . . 142.0(5) ?
C18 Al N1 C2 4_655 . . . -111.0(4) ?
C18 Al N1 C2 . . . . 28.4(5) ?
C2 N1 C1 N1 . . . 4_655 -146.9(4) ?
Al N1 C1 N1 . . . 4_655 0.0 ?
C2 N1 C1 N3 . . . . 33.1(4) ?
Al N1 C1 N3 . . . . 180.0 ?
C14 N3 C1 N1 . . . 4_655 -158.0(3) ?
C14 N3 C1 N1 4_655 . . 4_655 22.0(3) ?
C14 N3 C1 N1 . . . . 22.0(3) ?
C14 N3 C1 N1 4_655 . . . -158.0(3) ?
C1 N1 C2 C7 . . . . 172.4(4) ?
Al N1 C2 C7 . . . . 40.9(5) ?
C1 N1 C2 C3 . . . . 51.3(5) ?
Al N1 C2 C3 . . . . -80.2(5) ?
N1 C2 C3 C4 . . . . 176.7(4) ?
C7 C2 C3 C4 . . . . 55.9(5) ?
C2 C3 C4 C5 . . . . -56.6(6) ?
C3 C4 C5 C6 . . . . 55.6(7) ?
C4 C5 C6 C7 . . . . -55.1(6) ?
N1 C2 C7 C6 . . . . -178.3(4) ?
C3 C2 C7 C6 . . . . -55.4(5) ?
C5 C6 C7 C2 . . . . 56.0(6) ?
C1 N3 C14 C15 . . . . 167.3(2) ?
C14 N3 C14 C15 4_655 . . . -12.7(2) ?
N3 C14 C15 C15 . . . 4_655 33.5(6) ?
