#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/58/4085814.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_4085814
loop_
_publ_author_name
'Wei, Yun'
'Wang, Shaowu'
'Zhou, Shuangliu'
'Feng, Zhijun'
'Guo, Liping'
'Zhu, Xiancui'
'Mu, Xiaolong'
'Yao, Fangshi'
_publ_section_title
;
 Aluminum Alkyl Complexes Supported by Bidentate N,N Ligands: Synthesis,
 Structure, and Catalytic Activity for Guanylation of Amines
;
_journal_issue                   10
_journal_name_full               Organometallics
_journal_page_first              1882
_journal_paper_doi               10.1021/acs.organomet.5b00101
_journal_volume                  34
_journal_year                    2015
_chemical_formula_sum            'C32 H54 Al2 N4'
_chemical_formula_weight         548.75
_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                 93.384(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.861(2)
_cell_length_b                   9.020(2)
_cell_length_c                   25.302(5)
_cell_measurement_reflns_used    2398
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      0.00
_cell_measurement_theta_min      0.00
_cell_volume                     3385.7(11)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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  0.0774
_diffrn_reflns_av_sigmaI/netI    0.0621
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            11594
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.61
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_T_max  0.9879
_exptl_absorpt_correction_T_min  0.9847
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.077
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.372
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     216
_refine_ls_number_reflns         2986
_refine_ls_number_restraints     84
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.1359
_refine_ls_R_factor_gt           0.0678
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0480P)²+6.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1460
_refine_ls_wR_factor_ref         0.1809
_reflns_number_gt                1515
_reflns_number_total             2986
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om5b00101_si_002.cif
_cod_data_source_block           x
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 

 Adding full bibliography for 4085814--4085820.cif.
;
_cod_original_cell_volume        3385.7(12)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4085814
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
Al1 Al 0.48759(9) 0.64221(14) 0.37003(5) 0.0754(4) Uani 1 1 d . A .
N1 N 0.56047(19) 0.7006(3) 0.31792(11) 0.0595(8) Uani 1 1 d . A .
N2 N 0.5697(2) 0.7594(4) 0.41787(13) 0.0776(10) Uani 1 1 d . . .
C1 C 0.4885(4) 0.4438(5) 0.40197(18) 0.1068(16) Uani 1 1 d . . .
H1A H 0.4543 0.4477 0.4335 0.128 Uiso 1 1 calc R . .
H1B H 0.4572 0.3765 0.3772 0.128 Uiso 1 1 calc R . .
C2 C 0.3653(3) 0.7348(7) 0.3748(2) 0.1146(18) Uani 1 1 d DU . .
H2A H 0.3630 0.8226 0.3526 0.138 Uiso 0.668(7) 1 calc PR A 1
H2B H 0.3209 0.6658 0.3595 0.138 Uiso 0.668(7) 1 calc PR A 1
H2C H 0.3253 0.6914 0.3473 0.138 Uiso 0.332(7) 1 d PR A 2
H2D H 0.3425 0.7068 0.4085 0.138 Uiso 0.332(7) 1 d PR A 2
C3 C 0.6266(3) 0.8174(4) 0.33251(16) 0.0756(12) Uani 1 1 d D . .
C5 C 0.6306(3) 0.8341(5) 0.39206(16) 0.0782(12) Uani 1 1 d . A .
C6 C 0.6908(4) 0.9259(6) 0.4203(2) 0.1208(19) Uani 1 1 d . . .
H6 H 0.7331 0.9800 0.4027 0.145 Uiso 1 1 calc R A .
C7 C 0.6881(4) 0.9370(7) 0.4743(2) 0.134(2) Uani 1 1 d . A .
H7 H 0.7289 0.9976 0.4933 0.161 Uiso 1 1 calc R . .
C8 C 0.6256(5) 0.8592(7) 0.5000(2) 0.1227(19) Uani 1 1 d . . .
H8 H 0.6226 0.8661 0.5365 0.147 Uiso 1 1 calc R A .
C9 C 0.5673(4) 0.7706(6) 0.47062(18) 0.1022(15) Uani 1 1 d . A .
H9 H 0.5245 0.7163 0.4878 0.123 Uiso 1 1 calc R . .
C10 C 0.5500(2) 0.6704(4) 0.26060(13) 0.0595(9) Uani 1 1 d . . .
H10 H 0.5796 0.7519 0.2428 0.071 Uiso 1 1 calc R A .
C11 C 0.5972(3) 0.5259(5) 0.24455(16) 0.0818(13) Uani 1 1 d . A .
H11A H 0.6016 0.5251 0.2065 0.098 Uiso 1 1 calc R . .
H11B H 0.6580 0.5245 0.2608 0.098 Uiso 1 1 calc R . .
C12 C 0.5482(3) 0.3880(4) 0.26084(19) 0.1045(18) Uani 1 1 d . . .
H12A H 0.5787 0.3012 0.2480 0.125 Uiso 1 1 calc R A .
H12B H 0.5498 0.3824 0.2992 0.125 Uiso 1 1 calc R . .
C13 C 0.5787(4) 0.3803(7) 0.4169(2) 0.129(2) Uani 1 1 d . . .
H13A H 0.6160 0.3861 0.3872 0.194 Uiso 1 1 calc R . .
H13B H 0.5722 0.2784 0.4270 0.194 Uiso 1 1 calc R . .
H13C H 0.6062 0.4352 0.4460 0.194 Uiso 1 1 calc R . .
C14 C 0.3380(6) 0.7763(12) 0.4256(3) 0.143(4) Uani 0.668(7) 1 d PDU A 1
H14A H 0.3443 0.6931 0.4491 0.214 Uiso 0.668(7) 1 calc PR A 1
H14B H 0.2761 0.8074 0.4227 0.214 Uiso 0.668(7) 1 calc PR A 1
H14C H 0.3750 0.8565 0.4391 0.214 Uiso 0.668(7) 1 calc PR A 1
C14B C 0.3589(15) 0.8937(14) 0.3700(9) 0.179(9) Uani 0.332(7) 1 d PDU A 2
H14D H 0.2972 0.9236 0.3719 0.269 Uiso 0.332(7) 1 calc PR A 2
H14E H 0.3806 0.9240 0.3367 0.269 Uiso 0.332(7) 1 calc PR A 2
H14F H 0.3948 0.9393 0.3983 0.269 Uiso 0.332(7) 1 calc PR A 2
C4 C 0.5912(11) 0.9723(14) 0.3074(9) 0.093(5) Uani 0.668(7) 1 d PDU A 1
H4A H 0.5315 0.9918 0.3180 0.140 Uiso 0.668(7) 1 calc PR A 1
H4B H 0.5904 0.9667 0.2694 0.140 Uiso 0.668(7) 1 calc PR A 1
H4C H 0.6308 1.0509 0.3196 0.140 Uiso 0.668(7) 1 calc PR A 1
C15 C 0.7214(13) 0.7944(19) 0.3164(9) 0.102(4) Uani 0.668(7) 1 d PDU A 1
H15A H 0.7579 0.8797 0.3270 0.122 Uiso 0.668(7) 1 calc PR A 1
H15B H 0.7211 0.7858 0.2782 0.122 Uiso 0.668(7) 1 calc PR A 1
C16 C 0.7635(5) 0.6523(10) 0.3423(3) 0.117(3) Uani 0.668(7) 1 d PDU A 1
H16A H 0.7732 0.6674 0.3798 0.175 Uiso 0.668(7) 1 calc PR A 1
H16B H 0.8200 0.6316 0.3273 0.175 Uiso 0.668(7) 1 calc PR A 1
H16C H 0.7232 0.5702 0.3359 0.175 Uiso 0.668(7) 1 calc PR A 1
C4B C 0.7214(19) 0.756(3) 0.3129(18) 0.086(7) Uani 0.332(7) 1 d PDU A 2
H4D H 0.7306 0.6564 0.3249 0.129 Uiso 0.332(7) 1 calc PR A 2
H4E H 0.7697 0.8178 0.3272 0.129 Uiso 0.332(7) 1 calc PR A 2
H4F H 0.7201 0.7591 0.2749 0.129 Uiso 0.332(7) 1 calc PR A 2
C15B C 0.613(2) 0.971(3) 0.312(2) 0.100(7) Uani 0.332(7) 1 d PDU A 2
H15C H 0.6107 0.9714 0.2733 0.120 Uiso 0.332(7) 1 calc PR A 2
H15D H 0.6626 1.0349 0.3245 0.120 Uiso 0.332(7) 1 calc PR A 2
C16B C 0.5222(11) 1.0277(16) 0.3322(6) 0.104(5) Uani 0.332(7) 1 d PDU A 2
H16D H 0.5070 1.1215 0.3162 0.157 Uiso 0.332(7) 1 calc PR A 2
H16E H 0.5282 1.0388 0.3700 0.157 Uiso 0.332(7) 1 calc PR A 2
H16F H 0.4755 0.9571 0.3230 0.157 Uiso 0.332(7) 1 calc PR A 2
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
N1 Al1 C1 124.63(19) . .
N1 Al1 N2 85.24(14) . .
C1 Al1 N2 104.29(19) . .
N1 Al1 C2 119.9(2) . .
C1 Al1 C2 109.8(2) . .
N2 Al1 C2 105.64(19) . .
C3 N1 C10 114.1(3) . .
C3 N1 Al1 116.1(2) . .
C10 N1 Al1 128.5(2) . .
C5 N2 C9 120.7(4) . .
C5 N2 Al1 112.6(3) . .
C9 N2 Al1 126.7(3) . .
C13 C1 Al1 116.1(4) . .
C13 C1 H1A 108.3 . .
Al1 C1 H1A 108.3 . .
C13 C1 H1B 108.3 . .
Al1 C1 H1B 108.3 . .
H1A C1 H1B 107.4 . .
C14 C2 C14B 78.0(9) . .
C14 C2 Al1 118.1(5) . .
C14B C2 Al1 117.6(10) . .
C14 C2 H2A 107.8 . .
C14B C2 H2A 30.6 . .
Al1 C2 H2A 107.8 . .
C14 C2 H2B 107.8 . .
C14B C2 H2B 124.4 . .
Al1 C2 H2B 107.8 . .
H2A C2 H2B 107.1 . .
C14 C2 H2C 124.0 . .
C14B C2 H2C 107.9 . .
Al1 C2 H2C 107.9 . .
H2A C2 H2C 85.2 . .
H2B C2 H2C 23.5 . .
C14 C2 H2D 30.6 . .
C14B C2 H2D 107.9 . .
Al1 C2 H2D 107.9 . .
H2A C2 H2D 136.0 . .
H2B C2 H2D 85.4 . .
H2C C2 H2D 107.2 . .
N1 C3 C15B 120(2) . .
N1 C3 C15 117.1(9) . .
C15B C3 C15 98.0(18) . .
N1 C3 C5 107.9(3) . .
C15B C3 C5 105(2) . .
C15 C3 C5 107.6(10) . .
N1 C3 C4 108.9(8) . .
C15B C3 C4 12(2) . .
C15 C3 C4 107.5(6) . .
C5 C3 C4 107.4(9) . .
N1 C3 C4B 105.1(14) . .
C15B C3 C4B 107.9(8) . .
C15 C3 C4B 12.3(19) . .
C5 C3 C4B 110.9(17) . .
C4 C3 C4B 116.3(17) . .
N2 C5 C6 119.1(4) . .
N2 C5 C3 116.8(4) . .
C6 C5 C3 124.0(4) . .
C7 C6 C5 120.0(5) . .
C7 C6 H6 120.0 . .
C5 C6 H6 120.0 . .
C8 C7 C6 119.9(5) . .
C8 C7 H7 120.0 . .
C6 C7 H7 120.0 . .
C7 C8 C9 118.1(5) . .
C7 C8 H8 120.9 . .
C9 C8 H8 120.9 . .
N2 C9 C8 122.1(5) . .
N2 C9 H9 118.9 . .
C8 C9 H9 118.9 . .
N1 C10 C11 113.0(3) . .
N1 C10 C10 112.6(3) . 2_655
C11 C10 C10 110.5(2) . 2_655
N1 C10 H10 106.8 . .
C11 C10 H10 106.8 . .
C10 C10 H10 106.8 2_655 .
C12 C11 C10 112.9(3) . .
C12 C11 H11A 109.0 . .
C10 C11 H11A 109.0 . .
C12 C11 H11B 109.0 . .
C10 C11 H11B 109.0 . .
H11A C11 H11B 107.8 . .
C12 C12 C11 111.4(3) 2_655 .
C12 C12 H12A 109.3 2_655 .
C11 C12 H12A 109.3 . .
C12 C12 H12B 109.3 2_655 .
C11 C12 H12B 109.3 . .
H12A C12 H12B 108.0 . .
C1 C13 H13A 109.5 . .
C1 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C1 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C2 C14 H2D 40.1 . .
C2 C14 H14A 109.5 . .
H2D C14 H14A 72.7 . .
C2 C14 H14B 109.5 . .
H2D C14 H14B 108.3 . .
C2 C14 H14C 109.5 . .
H2D C14 H14C 138.5 . .
C2 C14B H14D 109.5 . .
C2 C14B H14E 109.5 . .
H14D C14B H14E 109.5 . .
C2 C14B H14F 109.5 . .
H14D C14B H14F 109.5 . .
H14E C14B H14F 109.5 . .
C3 C4 H4A 109.5 . .
C3 C4 H4B 109.5 . .
C3 C4 H4C 109.5 . .
C3 C15 C16 111.0(11) . .
C3 C15 H15A 109.4 . .
C16 C15 H15A 109.4 . .
C3 C15 H15B 109.4 . .
C16 C15 H15B 109.4 . .
H15A C15 H15B 108.0 . .
C3 C4B H4D 109.5 . .
C3 C4B H4E 109.5 . .
H4D C4B H4E 109.5 . .
C3 C4B H4F 109.5 . .
H4D C4B H4F 109.5 . .
H4E C4B H4F 109.5 . .
C3 C15B C16B 106.5(17) . .
C3 C15B H15C 110.4 . .
C16B C15B H15C 110.4 . .
C3 C15B H15D 110.4 . .
C16B C15B H15D 110.4 . .
H15C C15B H15D 108.6 . .
C15B C16B H16D 109.5 . .
C15B C16B H16E 109.5 . .
H16D C16B H16E 109.5 . .
C15B C16B H16F 109.5 . .
H16D C16B H16F 109.5 . .
H16E C16B H16F 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Al1 N1 1.832(3) .
Al1 C1 1.964(5) .
Al1 N2 1.974(4) .
Al1 C2 2.010(5) .
N1 C3 1.473(4) .
N1 C10 1.475(4) .
N2 C5 1.330(5) .
N2 C9 1.341(5) .
C1 C13 1.486(6) .
C1 H1A 0.9700 .
C1 H1B 0.9700 .
C2 C14 1.421(8) .
C2 C14B 1.441(11) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C2 H2C 0.9700 .
C2 H2D 0.9700 .
C3 C15B 1.50(2) .
C3 C15 1.503(16) .
C3 C5 1.512(5) .
C3 C4 1.611(13) .
C3 C4B 1.617(17) .
C5 C6 1.386(6) .
C6 C7 1.373(7) .
C6 H6 0.9300 .
C7 C8 1.360(7) .
C7 H7 0.9300 .
C8 C9 1.366(7) .
C8 H8 0.9300 .
C9 H9 0.9300 .
C10 C11 1.546(5) .
C10 C10 1.550(7) 2_655
C10 H10 0.9800 .
C11 C12 1.512(6) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 C12 1.503(9) 2_655
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
C14 H2D 0.7662 .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C14B H14D 0.9600 .
C14B H14E 0.9600 .
C14B H14F 0.9600 .
C4 H4A 0.9600 .
C4 H4B 0.9600 .
C4 H4C 0.9600 .
C15 C16 1.555(19) .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
C4B H4D 0.9600 .
C4B H4E 0.9600 .
C4B H4F 0.9600 .
C15B C16B 1.56(2) .
C15B H15C 0.9700 .
C15B H15D 0.9700 .
C16B H16D 0.9600 .
C16B H16E 0.9600 .
C16B H16F 0.9600 .
