#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:53:40 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178922 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/51/4115193.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_4115193
loop_
_publ_author_name
'Hiroyasu Sugiyama'
'Ghazar Aharonian'
'Sandro Gambarotta'
'Glenn P. A. Yap'
'Peter H. M. Budzelaar'
_publ_section_title
;
 Participation of the α,α'-Diiminopyridine Ligand System in Reduction of
 the Metal Center during Alkylation
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12268
_journal_page_last               12274
_journal_paper_doi               10.1021/ja020485m
_journal_volume                  124
_journal_year                    2002
_chemical_formula_sum            'C46 H69 Al2 Cl2 Cr N3'
_chemical_formula_weight         840.90
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m 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            4
_cell_length_a                   17.9682(16)
_cell_length_b                   14.7152(13)
_cell_length_c                   19.7117(18)
_cell_measurement_reflns_used    'reflections from 60 data frames'
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.00
_cell_measurement_theta_min      1.47
_cell_volume                     5211.9(8)
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0805
_diffrn_reflns_av_sigmaI/netI    0.1040
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            46053
_diffrn_reflns_theta_full        21.00
_diffrn_reflns_theta_max         21.00
_diffrn_reflns_theta_min         1.53
_diffrn_standards_decay_%        <1
_diffrn_standards_number         '50 standard frames at start and end'
_exptl_absorpt_coefficient_mu    0.386
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.835663
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing,R., Acta Cryst. (1995) A51 33-38.'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.072
_exptl_crystal_density_meas      0
_exptl_crystal_description       needle
_exptl_crystal_F_000             1800
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.941
_refine_diff_density_min         -0.709
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         2926
_refine_ls_number_restraints     198
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.1153
_refine_ls_R_factor_gt           0.0868
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1370P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2663
_refine_ls_wR_factor_ref         0.3065
_reflns_number_gt                2117
_reflns_number_total             2926
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja020485m_3.cif
_cod_data_source_block           sg2046a
_cod_database_code               4115193
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -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
Cr Cr 0.27487(2) 0.2500 0.65494(2) 0.05034(13) Uani 1 2 d SU . .
Al1 Al 0.39828(7) 0.2500 0.45566(7) 0.1253(6) Uani 1 2 d SU . .
Al2 Al 0.41926(5) 0.2500 0.82931(5) 0.0709(3) Uani 1 2 d SU . .
Cl1 Cl 0.30525(5) 0.2500 0.53932(4) 0.0942(3) Uani 1 2 d SU . .
Cl2 Cl 0.40108(4) 0.2500 0.71315(4) 0.0758(3) Uani 1 2 d SU . .
N1 N 0.25072(8) 0.10883(10) 0.66995(8) 0.0594(5) Uani 1 1 d U . .
N2 N 0.21224(10) 0.2500 0.73882(10) 0.0470(6) Uani 1 2 d SU . .
C1 C 0.22410(14) 0.02210(15) 0.56751(13) 0.0837(7) Uani 1 1 d U . .
C2 C 0.24566(17) -0.04256(18) 0.51982(15) 0.1208(10) Uani 1 1 d U . .
H2B H 0.2167 -0.0515 0.4813 0.145 Uiso 1 1 calc R . .
C3 C 0.30945(17) -0.0936(2) 0.52899(16) 0.1382(10) Uani 1 1 d U . .
H3A H 0.3215 -0.1394 0.4983 0.166 Uiso 1 1 calc R . .
C4 C 0.35439(18) -0.0768(2) 0.58277(18) 0.1502(11) Uani 1 1 d U . .
H4A H 0.3983 -0.1098 0.5868 0.180 Uiso 1 1 calc R . .
C5 C 0.33788(14) -0.01204(17) 0.63259(16) 0.1053(8) Uani 1 1 d U . .
C6 C 0.27012(12) 0.03816(14) 0.62239(12) 0.0760(7) Uani 1 1 d U . .
C7 C 0.15168(14) 0.07159(19) 0.55849(14) 0.1035(9) Uani 1 1 d U . .
H7A H 0.1536 0.1253 0.5878 0.124 Uiso 1 1 calc R . .
C8 C 0.1405(2) 0.1070(2) 0.48345(16) 0.1518(13) Uani 1 1 d U . .
H8A H 0.0941 0.1391 0.4803 0.228 Uiso 1 1 calc R . .
H8B H 0.1399 0.0563 0.4528 0.228 Uiso 1 1 calc R . .
H8C H 0.1806 0.1471 0.4716 0.228 Uiso 1 1 calc R . .
C9 C 0.08727(17) 0.0175(2) 0.58061(19) 0.1421(13) Uani 1 1 d U . .
H9A H 0.0941 -0.0009 0.6269 0.213 Uiso 1 1 calc R . .
H9B H 0.0827 -0.0354 0.5524 0.213 Uiso 1 1 calc R . .
H9C H 0.0429 0.0535 0.5770 0.213 Uiso 1 1 calc R . .
C10 C 0.38850(16) 0.0047(2) 0.6933(2) 0.1563(11) Uani 1 1 d U . .
H10A H 0.3662 0.0535 0.7204 0.188 Uiso 1 1 calc R . .
C11 C 0.46629(17) 0.0403(3) 0.6660(3) 0.256(2) Uani 1 1 d U . .
H11A H 0.4587 0.0942 0.6394 0.384 Uiso 1 1 calc R . .
H11B H 0.4890 -0.0057 0.6383 0.384 Uiso 1 1 calc R . .
H11C H 0.4982 0.0540 0.7037 0.384 Uiso 1 1 calc R . .
C12 C 0.3932(2) -0.0803(3) 0.7386(2) 0.2334(16) Uani 1 1 d U . .
H12A H 0.3441 -0.0971 0.7533 0.350 Uiso 1 1 calc R . .
H12B H 0.4236 -0.0675 0.7774 0.350 Uiso 1 1 calc R . .
H12C H 0.4146 -0.1295 0.7132 0.350 Uiso 1 1 calc R . .
C13 C 0.21578(11) 0.09026(13) 0.72570(11) 0.0639(6) Uani 1 1 d U . .
C14 C 0.19358(16) -0.00390(15) 0.74847(15) 0.1126(11) Uani 1 1 d U . .
H14A H 0.2121 -0.0479 0.7167 0.169 Uiso 1 1 calc R . .
H14B H 0.1403 -0.0079 0.7507 0.169 Uiso 1 1 calc R . .
H14C H 0.2142 -0.0157 0.7925 0.169 Uiso 1 1 calc R . .
C15 C 0.19298(10) 0.16967(12) 0.76667(10) 0.0543(5) Uani 1 1 d U . .
C16 C 0.15252(11) 0.16828(17) 0.82747(10) 0.0721(7) Uani 1 1 d U . .
H16A H 0.1399 0.1136 0.8481 0.087 Uiso 1 1 calc R . .
C17 C 0.13198(17) 0.2500 0.85585(16) 0.0806(11) Uani 1 2 d SU . .
H17A H 0.1035 0.2500 0.8952 0.097 Uiso 1 2 calc SR . .
C18 C 0.3741(2) 0.1325(3) 0.40849(15) 0.1765(15) Uani 1 1 d U . .
H18A H 0.4086 0.1230 0.3719 0.265 Uiso 1 1 calc R . .
H18B H 0.3244 0.1352 0.3908 0.265 Uiso 1 1 calc R . .
H18C H 0.3779 0.0832 0.4402 0.265 Uiso 1 1 calc R . .
C19 C 0.4928(3) 0.2500 0.5062(3) 0.254(3) Uani 1 2 d SU . .
H19A H 0.5336 0.2500 0.4748 0.380 Uiso 1 2 calc SR A 1
H19B H 0.4954 0.1967 0.5342 0.380 Uiso 0.50 1 calc PR A 1
H19C H 0.4954 0.3033 0.5342 0.380 Uiso 0.50 1 calc PR A 1
C20 C 0.36732(14) 0.13596(19) 0.86216(12) 0.1014(9) Uani 1 1 d U . .
H20A H 0.3726 0.1311 0.9105 0.152 Uiso 1 1 calc R . .
H20B H 0.3893 0.0838 0.8409 0.152 Uiso 1 1 calc R . .
H20C H 0.3155 0.1390 0.8506 0.152 Uiso 1 1 calc R . .
C21 C 0.52841(16) 0.2500 0.83541(17) 0.0830(11) Uani 1 2 d SU . .
H21A H 0.5431 0.2500 0.8822 0.125 Uiso 1 2 calc SR B 1
H21B H 0.5477 0.3033 0.8135 0.125 Uiso 0.50 1 calc PR B 1
H21C H 0.5477 0.1967 0.8135 0.125 Uiso 0.50 1 calc PR B 1
C22 C 0.1675(2) 0.7682(6) 0.6130(2) 0.271(4) Uiso 0.50 1 d PGDU C -1
H22A H 0.1931 0.7804 0.5730 0.325 Uiso 0.50 1 calc PR C -1
C23 C 0.2064(3) 0.7559(9) 0.6733(3) 0.318(5) Uiso 0.50 1 d PGDU C -1
H23A H 0.2580 0.7598 0.6736 0.382 Uiso 0.50 1 calc PR C -1
C24 C 0.1681(4) 0.7377(11) 0.7330(3) 0.384(6) Uiso 0.50 1 d PGDU C -1
H24A H 0.1941 0.7294 0.7733 0.461 Uiso 0.50 1 calc PR C -1
C25 C 0.0909(4) 0.7318(13) 0.7325(3) 0.388(6) Uiso 0.50 1 d PGDU C -1
H25A H 0.0653 0.7196 0.7725 0.465 Uiso 0.50 1 calc PR C -1
C26 C 0.0520(3) 0.7441(12) 0.6723(4) 0.380(6) Uiso 0.50 1 d PGDU C -1
H26A H 0.0003 0.7401 0.6719 0.457 Uiso 0.50 1 calc PR C -1
C27 C 0.0903(2) 0.7623(8) 0.6125(3) 0.393(6) Uiso 0.50 1 d PGDU C -1
C28 C 0.0582(3) 0.7714(10) 0.5640(5) 0.476(9) Uiso 0.50 1 d PDU C -1
H28D H 0.0911 0.7634 0.5260 0.714 Uiso 0.50 1 calc PR C -1
H28A H 0.0373 0.8314 0.5626 0.714 Uiso 0.50 1 calc PR C -1
H28B H 0.0190 0.7272 0.5618 0.714 Uiso 0.50 1 calc PR C -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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
N2 Cr N1 76.82(4) . 7_565
N2 Cr N1 76.82(4) . .
N1 Cr N1 151.63(8) 7_565 .
N2 Cr Cl1 159.23(6) . .
N1 Cr Cl1 100.45(4) 7_565 .
N1 Cr Cl1 100.45(4) . .
N2 Cr Cl2 97.40(6) . .
N1 Cr Cl2 96.79(4) 7_565 .
N1 Cr Cl2 96.79(4) . .
Cl1 Cr Cl2 103.37(3) . .
C19 Al1 C18 114.84(13) . 7_565
C19 Al1 C18 114.84(13) . .
C18 Al1 C18 118.6(2) 7_565 .
C19 Al1 Cl1 104.99(18) . .
C18 Al1 Cl1 99.86(12) 7_565 .
C18 Al1 Cl1 99.86(12) . .
C21 Al2 C20 116.11(9) . .
C21 Al2 C20 116.11(9) . 7_565
C20 Al2 C20 111.81(15) . 7_565
C21 Al2 Cl2 101.63(11) . .
C20 Al2 Cl2 104.55(7) . .
C20 Al2 Cl2 104.55(7) 7_565 .
Cr Cl1 Al1 148.08(5) . .
Al2 Cl2 Cr 124.96(4) . .
C13 N1 C6 121.10(17) . .
C13 N1 Cr 114.83(13) . .
C6 N1 Cr 124.06(13) . .
C15 N2 C15 122.5(2) 7_565 .
C15 N2 Cr 118.75(11) 7_565 .
C15 N2 Cr 118.75(11) . .
C6 C1 C2 118.6(2) . .
C6 C1 C7 121.9(2) . .
C2 C1 C7 119.5(2) . .
C3 C2 C1 120.9(3) . .
C4 C3 C2 119.8(3) . .
C3 C4 C5 123.1(3) . .
C4 C5 C6 115.5(3) . .
C4 C5 C10 122.3(3) . .
C6 C5 C10 122.2(2) . .
C1 C6 C5 121.9(2) . .
C1 C6 N1 119.16(19) . .
C5 C6 N1 118.9(2) . .
C9 C7 C1 112.6(2) . .
C9 C7 C8 110.8(2) . .
C1 C7 C8 112.4(2) . .
C12 C10 C5 110.9(3) . .
C12 C10 C11 114.7(3) . .
C5 C10 C11 108.2(3) . .
N1 C13 C15 115.55(17) . .
N1 C13 C14 125.02(19) . .
C15 C13 C14 119.32(19) . .
N2 C15 C16 119.60(18) . .
N2 C15 C13 113.54(17) . .
C16 C15 C13 126.81(18) . .
C17 C16 C15 118.3(2) . .
C16 C17 C16 121.7(3) 7_565 .
C23 C22 C27 120.0 . .
C24 C23 C22 120.0 . .
C23 C24 C25 120.0 . .
C24 C25 C26 120.0 . .
C27 C26 C25 120.0 . .
C28 C27 C26 119.4(5) . .
C28 C27 C22 120.6(5) . .
C26 C27 C22 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cr N2 2.000(2) .
Cr N1 2.1428(16) 7_565
Cr N1 2.1428(16) .
Cr Cl1 2.3435(9) .
Cr Cl2 2.5415(8) .
Al1 C19 1.969(6) .
Al1 C18 2.010(4) 7_565
Al1 C18 2.010(4) .
Al1 Cl1 2.3482(16) .
Al2 C21 1.965(3) .
Al2 C20 2.026(3) .
Al2 C20 2.026(3) 7_565
Al2 Cl2 2.3130(12) .
N1 C13 1.295(3) .
N1 C6 1.443(3) .
N2 C15 1.349(2) 7_565
N2 C15 1.349(2) .
C1 C6 1.382(3) .
C1 C2 1.392(4) .
C1 C7 1.502(3) .
C2 C3 1.382(4) .
C3 C4 1.355(5) .
C4 C5 1.400(4) .
C5 C6 1.438(3) .
C5 C10 1.523(5) .
C7 C9 1.471(4) .
C7 C8 1.581(4) .
C10 C12 1.539(5) .
C10 C11 1.587(5) .
C13 C15 1.478(3) .
C13 C14 1.510(3) .
C15 C16 1.402(3) .
C16 C17 1.377(3) .
C17 C16 1.377(3) 7_565
C22 C23 1.3900 .
C22 C27 1.3900 .
C23 C24 1.3900 .
C24 C25 1.3900 .
C25 C26 1.3900 .
C26 C27 1.3900 .
C27 C28 1.125(10) .
