#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:08:53 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178637 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/48/4074840.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_4074840
loop_
_publ_author_name
'Knijnenburg, Quinten'
'Smits, Jan M. M.'
'Budzelaar, Peter H. M.'
_publ_contact_author
;
        Drs. Q. Knijnenburg
        Metal-Organic Chemistry
        Radboud University Nijmegen
        Toernooiveld 1
        6525 ED  Nijmegen
        The Netherlands
;
_publ_section_title
;
 Reaction of the Diimine Pyridine Ligand with Aluminum Alkyls:  An
 Unexpectedly Complex Reaction
;
_journal_issue                   4
_journal_name_full               Organometallics
_journal_page_first              1036
_journal_paper_doi               10.1021/om050936m
_journal_volume                  25
_journal_year                    2006
_chemical_formula_sum            'C82 H124 Al2 N6'
_chemical_formula_weight         1247.83
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2005-04-13
_audit_creation_method           'SHELXL, adapted and expanded'
_cell_angle_alpha                90.00
_cell_angle_beta                 95.783(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.653(3)
_cell_length_b                   16.9159(15)
_cell_length_c                   21.622(3)
_cell_measurement_reflns_used    70
_cell_measurement_temperature    208(2)
_cell_measurement_theta_max      25.000
_cell_measurement_theta_min      3.060
_cell_volume                     3876.6(13)
_computing_data_collection
;
Nonius "Collect" program suite (Nonius, 1999)
;
_computing_data_reduction
;
Nonius "EvalCCD" program suite (Duisenberg, 1998)
;
_computing_molecular_graphics
;
PLATON (Spek, 2003)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
;
DIRDIF (Beurskens et al., 1996),
PATTY (Beurskens et al., 1987)
;
_diffrn_ambient_temperature      208(2)
_diffrn_detector_area_resol_mean 18.4
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device       'Nonius KappaCCD'
_diffrn_measurement_method       'area detector φ and ω scan'
_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  0.1215
_diffrn_reflns_av_sigmaI/netI    0.0614
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            65449
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.06
_diffrn_standards_decay_%        0.000
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  1.000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS multiscan (Sheldrick, 1996)'
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.069
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'very regular fragment'
_exptl_crystal_F_000             1368
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.402
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.068
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     420
_refine_ls_number_reflns         6811
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.1022
_refine_ls_R_factor_gt           0.0728
_refine_ls_R_factor_obs          0.0728
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
w=1/[σ²(Fo²)+(0.0771P)²+3.5378P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1916
_refine_ls_wR_factor_gt          0.1737
_refine_ls_wR_factor_obs         0.1737
_refine_ls_wR_factor_ref         0.1916
_reflns_number_gt                5000
_reflns_number_observed          5000
_reflns_number_total             6811
_reflns_observed_criterion       >2sigma(I)
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om050936msi20051031_103402.cif
_cod_data_source_block           KWN15B
_cod_depositor_comments
;
The following automatic conversions were performed:
'_publ_contact_autor' tag replaced with '_publ_contact_author'.

Automatic conversion script
Id: cif_correct_tags 1440 2010-10-19 06:21:57Z saulius 

The following automatic conversions were performed:

'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (51
time).

'_geom_angle_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (82 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        3876.7(13)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4074840
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_calc_flag
_atom_site_refinement_flags
Al1 Al 0.25876(8) 0.14863(5) 0.35971(4) 0.0325(2) Uani 1 d .
N1 N 0.3588(2) 0.07974(12) 0.42240(10) 0.0291(5) Uani 1 d .
N2 N 0.2714(2) 0.21613(13) 0.44420(10) 0.0326(5) Uani 1 d .
N3 N 0.3488(2) 0.06766(13) 0.30377(10) 0.0336(5) Uani 1 d .
C41 C 0.2748(3) 0.24274(14) 0.30311(11) 0.0342(7) Uani 1 d .
H41A H 0.3394 0.2772 0.3244 0.041 Uiso 1 calc R
H41B H 0.3100 0.2225 0.2661 0.041 Uiso 1 calc R
C42 C 0.1714(4) 0.2930(2) 0.2812(2) 0.0713(11) Uani 1 d .
H42 H 0.1284 0.3092 0.3177 0.086 Uiso 1 calc R
C43 C 0.2164(5) 0.3682(3) 0.2508(3) 0.1016(17) Uani 1 d .
H43A H 0.2586 0.3542 0.2146 0.152 Uiso 1 calc R
H43B H 0.2746 0.3965 0.2803 0.152 Uiso 1 calc R
H43C H 0.1444 0.4017 0.2381 0.152 Uiso 1 calc R
C44 C 0.0768(6) 0.2507(3) 0.2372(2) 0.1054(19) Uani 1 d .
H44A H 0.1189 0.2278 0.2037 0.158 Uiso 1 calc R
H44B H 0.0131 0.2878 0.2201 0.158 Uiso 1 calc R
H44C H 0.0371 0.2092 0.2592 0.158 Uiso 1 calc R
C51 C 0.0821(3) 0.10862(18) 0.36379(13) 0.0385(7) Uani 1 d .
H51A H 0.0305 0.1547 0.3720 0.046 Uiso 1 calc R
H51B H 0.0522 0.0902 0.3219 0.046 Uiso 1 calc R
C52 C 0.0497(3) 0.0446(2) 0.40823(16) 0.0574(9) Uani 1 d .
H52 H 0.1015 0.0540 0.4482 0.069 Uiso 1 calc R
C53 C -0.0886(4) 0.0469(3) 0.4214(2) 0.0891(15) Uani 1 d .
H53A H -0.1423 0.0381 0.3830 0.134 Uiso 1 calc R
H53B H -0.1075 0.0981 0.4383 0.134 Uiso 1 calc R
H53C H -0.1038 0.0059 0.4511 0.134 Uiso 1 calc R
C54 C 0.0816(4) -0.0373(2) 0.3862(2) 0.0715(12) Uani 1 d .
H54A H 0.0303 -0.0491 0.3477 0.107 Uiso 1 calc R
H54B H 0.0648 -0.0759 0.4175 0.107 Uiso 1 calc R
H54C H 0.1701 -0.0394 0.3793 0.107 Uiso 1 calc R
C1 C 0.3008(3) 0.20116(18) 0.55910(13) 0.0434(8) Uani 1 d .
H1A H 0.2899 0.2581 0.5596 0.065 Uiso 1 calc R
H1B H 0.3785 0.1871 0.5840 0.065 Uiso 1 calc R
H1C H 0.2301 0.1760 0.5762 0.065 Uiso 1 calc R
C2 C 0.3068(3) 0.17389(16) 0.49380(12) 0.0321(6) Uani 1 d .
C3 C 0.3531(2) 0.09607(15) 0.48235(12) 0.0281(6) Uani 1 d .
C4 C 0.3993(3) 0.03687(15) 0.53125(12) 0.0311(6) Uani 1 d .
H4 H 0.3490 0.0415 0.5672 0.037 Uiso 1 calc R
C5 C 0.3812(3) -0.04535(15) 0.50263(12) 0.0310(6) Uani 1 d .
H5A H 0.2917 -0.0546 0.4893 0.037 Uiso 1 calc R
H5B H 0.4100 -0.0858 0.5333 0.037 Uiso 1 calc R
C6 C 0.4585(3) -0.04965(15) 0.44656(12) 0.0302(6) Uani 1 d .
H6 H 0.4471 -0.1023 0.4268 0.036 Uiso 1 calc R
C7 C 0.4085(3) 0.01313(14) 0.40105(12) 0.0289(6) Uani 1 d .
C8 C 0.4069(3) 0.00964(15) 0.33558(12) 0.0330(6) Uani 1 d .
C9 C 0.4682(4) -0.05872(18) 0.30603(14) 0.0493(9) Uani 1 d .
H9A H 0.4234 -0.1071 0.3138 0.074 Uiso 1 calc R
H9B H 0.5553 -0.0633 0.3237 0.074 Uiso 1 calc R
H9C H 0.4655 -0.0500 0.2616 0.074 Uiso 1 calc R
C10 C 0.2477(3) 0.29962(16) 0.45011(12) 0.0379(7) Uani 1 d .
C11 C 0.3478(3) 0.35110(17) 0.43922(14) 0.0448(8) Uani 1 d .
C12 C 0.3243(4) 0.43206(19) 0.44021(16) 0.0595(10) Uani 1 d .
H12 H 0.3886 0.4676 0.4323 0.071 Uiso 1 calc R
C13 C 0.2090(5) 0.4609(2) 0.45247(18) 0.0678(12) Uani 1 d .
H13 H 0.1951 0.5158 0.4525 0.081 Uiso 1 calc R
C14 C 0.1141(4) 0.4105(2) 0.46466(16) 0.0611(11) Uani 1 d .
H14 H 0.0365 0.4315 0.4739 0.073 Uiso 1 calc R
C15 C 0.1301(3) 0.32818(18) 0.46375(14) 0.0462(8) Uani 1 d .
C16 C 0.4790(3) 0.3199(2) 0.43018(16) 0.0528(9) Uani 1 d .
H16 H 0.4683 0.2658 0.4128 0.063 Uiso 1 calc R
C17 C 0.5601(4) 0.3130(3) 0.49265(19) 0.0752(12) Uani 1 d .
H17A H 0.6382 0.2859 0.4867 0.113 Uiso 1 calc R
H17B H 0.5145 0.2833 0.5216 0.113 Uiso 1 calc R
H17C H 0.5789 0.3654 0.5092 0.113 Uiso 1 calc R
C18 C 0.5486(5) 0.3684(3) 0.3847(2) 0.0815(13) Uani 1 d .
H18A H 0.5740 0.4187 0.4036 0.122 Uiso 1 calc R
H18B H 0.4933 0.3776 0.3470 0.122 Uiso 1 calc R
H18C H 0.6228 0.3397 0.3748 0.122 Uiso 1 calc R
C19 C 0.0225(3) 0.2745(2) 0.47736(16) 0.0564(9) Uani 1 d .
H19 H 0.0521 0.2192 0.4750 0.068 Uiso 1 calc R
C20 C -0.0182(4) 0.2878(3) 0.54274(19) 0.0817(14) Uani 1 d .
H20A H 0.0538 0.2805 0.5734 0.123 Uiso 1 calc R
H20B H -0.0836 0.2501 0.5503 0.123 Uiso 1 calc R
H20C H -0.0505 0.3411 0.5458 0.123 Uiso 1 calc R
C21 C -0.0920(4) 0.2846(3) 0.4292(2) 0.0756(12) Uani 1 d .
H21A H -0.1259 0.3375 0.4322 0.113 Uiso 1 calc R
H21B H -0.1561 0.2461 0.4370 0.113 Uiso 1 calc R
H21C H -0.0665 0.2765 0.3878 0.113 Uiso 1 calc R
C22 C 0.3596(3) 0.07431(16) 0.23825(13) 0.0385(7) Uani 1 d .
C23 C 0.2595(3) 0.04742(18) 0.19594(14) 0.0443(8) Uani 1 d .
C24 C 0.2707(4) 0.0575(2) 0.13301(15) 0.0583(10) Uani 1 d .
H24 H 0.2046 0.0407 0.1039 0.070 Uiso 1 calc R
C25 C 0.3760(4) 0.0914(2) 0.11201(16) 0.0630(11) Uani 1 d .
H25 H 0.3811 0.0970 0.0691 0.076 Uiso 1 calc R
C26 C 0.4729(4) 0.1169(2) 0.15336(16) 0.0573(10) Uani 1 d .
H26 H 0.5446 0.1395 0.1385 0.069 Uiso 1 calc R
C27 C 0.4673(3) 0.10987(18) 0.21711(14) 0.0445(8) Uani 1 d .
C28 C 0.1465(3) 0.0071(2) 0.21754(16) 0.0562(9) Uani 1 d .
H28 H 0.1451 0.0197 0.2622 0.067 Uiso 1 calc R
C29 C 0.1583(5) -0.0836(3) 0.2121(3) 0.0991(16) Uani 1 d .
H29A H 0.1674 -0.0977 0.1693 0.149 Uiso 1 calc R
H29B H 0.0832 -0.1085 0.2251 0.149 Uiso 1 calc R
H29C H 0.2317 -0.1015 0.2386 0.149 Uiso 1 calc R
C30 C 0.0219(4) 0.0338(3) 0.1844(2) 0.0955(16) Uani 1 d .
H30A H 0.0184 0.0198 0.1408 0.143 Uiso 1 calc R
H30B H 0.0141 0.0907 0.1884 0.143 Uiso 1 calc R
H30C H -0.0468 0.0081 0.2028 0.143 Uiso 1 calc R
C31 C 0.5761(4) 0.1404(2) 0.26072(17) 0.0592(9) Uani 1 d .
H31 H 0.5520 0.1370 0.3037 0.071 Uiso 1 calc R
C32 C 0.6081(4) 0.2270(2) 0.2477(2) 0.0837(14) Uani 1 d .
H32A H 0.6684 0.2466 0.2807 0.126 Uiso 1 calc R
H32B H 0.5318 0.2586 0.2457 0.126 Uiso 1 calc R
H32C H 0.6442 0.2305 0.2083 0.126 Uiso 1 calc R
C33 C 0.6951(5) 0.0915(3) 0.2574(3) 0.1041(18) Uani 1 d .
H33A H 0.6763 0.0361 0.2637 0.156 Uiso 1 calc R
H33B H 0.7595 0.1089 0.2894 0.156 Uiso 1 calc R
H33C H 0.7253 0.0982 0.2168 0.156 Uiso 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'
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_3
_geom_angle_publ_flag
N1 Al1 C51 102.14(11) . y
N1 Al1 C41 142.35(12) . y
C51 Al1 C41 115.31(13) . y
N1 Al1 N3 76.74(9) . y
C51 Al1 N3 106.69(11) . y
C41 Al1 N3 95.30(10) . y
N1 Al1 N2 75.57(9) . y
C51 Al1 N2 96.92(11) . y
C41 Al1 N2 95.41(10) . y
N3 Al1 N2 146.71(9) . y
C3 N1 C7 124.4(2) . y
C3 N1 Al1 117.58(17) . y
C7 N1 Al1 117.01(17) . y
C2 N2 C10 120.0(2) . y
C2 N2 Al1 113.21(17) . y
C10 N2 Al1 126.83(17) . y
C8 N3 C22 119.5(2) . y
C8 N3 Al1 113.55(18) . y
C22 N3 Al1 126.70(17) . y
C42 C41 Al1 123.8(3) . y
C41 C42 C44 111.8(4) . y
C41 C42 C43 111.8(4) . y
C44 C42 C43 110.1(4) . y
C52 C51 Al1 123.0(2) . y
C51 C52 C54 112.5(3) . y
C51 C52 C53 112.7(3) . y
C54 C52 C53 109.4(3) . y
N2 C2 C3 115.7(2) . y
N2 C2 C1 124.7(2) . y
C3 C2 C1 119.6(2) . y
N1 C3 C2 114.1(2) . y
N1 C3 C4 120.2(2) . y
C2 C3 C4 125.7(2) . y
C3 C4 C5 107.6(2) . y
C3 C4 C6 111.3(2) 3_656 y
C5 C4 C6 109.3(2) 3_656 y
C4 C5 C6 107.9(2) . y
C7 C6 C5 107.5(2) . y
C7 C6 C4 111.8(2) 3_656 y
C5 C6 C4 109.4(2) 3_656 y
N1 C7 C8 114.4(2) . y
N1 C7 C6 119.4(2) . y
C8 C7 C6 126.2(2) . y
N3 C8 C7 116.7(2) . y
N3 C8 C9 123.6(2) . y
C7 C8 C9 119.7(2) . y
C15 C10 C11 121.8(3) . y
C15 C10 N2 121.6(3) . y
C11 C10 N2 116.5(3) . y
C12 C11 C10 117.6(3) . y
C12 C11 C16 120.7(3) . y
C10 C11 C16 121.6(3) . y
C13 C12 C11 121.2(4) . y
C14 C13 C12 120.6(3) . y
C13 C14 C15 121.5(4) . y
C10 C15 C14 117.2(3) . y
C10 C15 C19 123.0(3) . y
C14 C15 C19 119.8(3) . y
C11 C16 C18 114.0(3) . y
C11 C16 C17 110.9(3) . y
C18 C16 C17 109.9(3) . y
C15 C19 C21 111.6(3) . y
C15 C19 C20 112.4(3) . y
C21 C19 C20 109.3(3) . y
C23 C22 C27 120.9(3) . y
C23 C22 N3 119.0(3) . y
C27 C22 N3 120.1(3) . y
C24 C23 C22 117.5(3) . y
C24 C23 C28 120.9(3) . y
C22 C23 C28 121.6(3) . y
C25 C24 C23 121.9(3) . y
C26 C25 C24 120.2(3) . y
C25 C26 C27 121.1(4) . y
C26 C27 C22 118.3(3) . y
C26 C27 C31 118.9(3) . y
C22 C27 C31 122.8(3) . y
C23 C28 C30 114.2(3) . y
C23 C28 C29 110.8(3) . y
C30 C28 C29 109.6(4) . y
C27 C31 C33 112.0(3) . y
C27 C31 C32 112.4(3) . y
C33 C31 C32 108.0(4) . y
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 N1 2.010(2) . y
Al1 C51 2.010(3) . y
Al1 C41 2.026(2) . y
Al1 N3 2.120(2) . y
Al1 N2 2.147(2) . y
N1 C3 1.333(3) . y
N1 C7 1.347(3) . y
N2 C2 1.312(3) . y
N2 C10 1.443(3) . y
N3 C8 1.317(3) . y
N3 C22 1.437(4) . y
C41 C42 1.434(5) . y
C42 C44 1.496(6) . y
C42 C43 1.531(6) . y
C51 C52 1.510(4) . y
C52 C54 1.515(6) . y
C52 C53 1.529(6) . y
C1 C2 1.493(4) . y
C2 C3 1.436(4) . y
C3 C4 1.503(3) . y
C4 C5 1.527(4) . y
C4 C6 1.557(4) 3_656 y
C5 C6 1.535(4) . y
C6 C7 1.508(3) . y
C6 C4 1.557(4) 3_656 y
C7 C8 1.415(4) . y
C8 C9 1.502(4) . y
C10 C15 1.402(4) . y
C10 C11 1.414(5) . y
C11 C12 1.393(4) . y
C11 C16 1.525(5) . y
C12 C13 1.372(6) . y
C13 C14 1.368(6) . y
C14 C15 1.403(5) . y
C15 C19 1.513(5) . y
C16 C18 1.528(5) . y
C16 C17 1.533(5) . y
C19 C21 1.532(5) . y
C19 C20 1.536(5) . y
C22 C23 1.409(4) . y
C22 C27 1.412(5) . y
C23 C24 1.389(5) . y
C23 C28 1.498(5) . y
C24 C25 1.376(6) . y
C25 C26 1.366(5) . y
C26 C27 1.391(5) . y
C27 C31 1.510(5) . y
C28 C30 1.513(5) . y
C28 C29 1.544(6) . y
C31 C33 1.521(6) . y
C31 C32 1.537(5) . y
