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#$Date: 2016-03-22 11:42:22 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178912 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/41/4114124.cif $
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#
# 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_4114124
loop_
_publ_author_name
'Robert J. Baker'
'Cameron Jones'
'Jamie A. Platts'
_publ_section_title
;
 Analogies between the Reactivities of an Anionic Gallium(I) Heterocycle
 and N-Heterocyclic Carbenes Toward Metallocenes
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10534
_journal_page_last               10535
_journal_paper_doi               10.1021/ja036933n
_journal_volume                  125
_journal_year                    2003
_chemical_formula_sum            'C73 H104 Ga2 N8 Ni'
_chemical_formula_weight         1291.79
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 96.27(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   15.991(3)
_cell_length_b                   13.198(3)
_cell_length_c                   16.475(3)
_cell_measurement_temperature    150(2)
_cell_volume                     3456.2(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Nonius Kappa CCD '
_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  0.1103
_diffrn_reflns_av_sigmaI/netI    0.1295
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            18111
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         2.93
_exptl_absorpt_coefficient_mu    1.090
_exptl_absorpt_correction_T_max  0.876
_exptl_absorpt_correction_T_min  0.715
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sortav (Blessing, 1995) '
_exptl_crystal_colour            red-brown
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_description       block
_exptl_crystal_F_000             1376
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.475
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       0.0012(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     362
_refine_ls_number_reflns         6283
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      0.992
_refine_ls_R_factor_all          0.1144
_refine_ls_R_factor_gt           0.0636
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0604P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1291
_refine_ls_wR_factor_ref         0.1450
_reflns_number_gt                3992
_reflns_number_total             6283
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja036933nsi20030627_053914.cif
_cod_data_source_block           compound7.C7H8
_cod_database_code               4114124
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Ga1 Ga 0.49664(3) 0.86401(4) 0.08922(3) 0.02320(19) Uani 1 1 d .
Ni1 Ni 0.5000 1.0000 0.0000 0.0218(2) Uani 1 2 d S
N1 N 0.5660(2) 0.7512(3) 0.1246(2) 0.0249(9) Uani 1 1 d .
N2 N 0.4159(2) 0.8067(3) 0.1520(2) 0.0263(9) Uani 1 1 d .
N3 N 0.3767(2) 1.1113(3) 0.0811(2) 0.0231(9) Uani 1 1 d .
N4 N 0.5015(2) 1.1527(3) 0.1300(2) 0.0265(9) Uani 1 1 d .
C1 C 0.5236(3) 0.6875(3) 0.1751(3) 0.0287(12) Uani 1 1 d .
H1 H 0.5484 0.6270 0.1979 0.034 Uiso 1 1 calc R
C2 C 0.4456(3) 0.7173(3) 0.1893(3) 0.0292(11) Uani 1 1 d .
H2 H 0.4127 0.6791 0.2230 0.035 Uiso 1 1 calc R
C3 C 0.6520(3) 0.7284(3) 0.1169(3) 0.0255(11) Uani 1 1 d .
C4 C 0.7156(3) 0.7926(3) 0.1542(3) 0.0293(12) Uani 1 1 d .
C5 C 0.7990(3) 0.7693(4) 0.1455(3) 0.0360(13) Uani 1 1 d .
H5 H 0.8424 0.8113 0.1710 0.043 Uiso 1 1 calc R
C6 C 0.8202(3) 0.6865(4) 0.1007(3) 0.0394(14) Uani 1 1 d .
H6 H 0.8774 0.6736 0.0940 0.047 Uiso 1 1 calc R
C7 C 0.7590(3) 0.6234(4) 0.0662(3) 0.0361(13) Uani 1 1 d .
H7 H 0.7745 0.5653 0.0373 0.043 Uiso 1 1 calc R
C8 C 0.6738(3) 0.6421(3) 0.0723(3) 0.0275(11) Uani 1 1 d .
C9 C 0.6947(3) 0.8820(4) 0.2074(3) 0.0395(13) Uani 1 1 d .
H9 H 0.6396 0.9104 0.1833 0.047 Uiso 1 1 calc R
C10 C 0.6829(4) 0.8425(5) 0.2931(3) 0.0552(17) Uani 1 1 d .
H10A H 0.6404 0.7887 0.2888 0.083 Uiso 1 1 calc R
H10B H 0.6645 0.8981 0.3263 0.083 Uiso 1 1 calc R
H10C H 0.7364 0.8154 0.3189 0.083 Uiso 1 1 calc R
C11 C 0.7592(4) 0.9677(4) 0.2116(3) 0.0500(16) Uani 1 1 d .
H11A H 0.8132 0.9432 0.2382 0.075 Uiso 1 1 calc R
H11B H 0.7395 1.0242 0.2431 0.075 Uiso 1 1 calc R
H11C H 0.7663 0.9908 0.1562 0.075 Uiso 1 1 calc R
C12 C 0.6091(3) 0.5695(3) 0.0318(3) 0.0324(12) Uani 1 1 d .
H12 H 0.5522 0.5982 0.0374 0.039 Uiso 1 1 calc R
C13 C 0.6167(4) 0.5557(4) -0.0600(3) 0.0408(14) Uani 1 1 d .
H13A H 0.6108 0.6216 -0.0874 0.061 Uiso 1 1 calc R
H13B H 0.5723 0.5100 -0.0837 0.061 Uiso 1 1 calc R
H13C H 0.6718 0.5267 -0.0672 0.061 Uiso 1 1 calc R
C14 C 0.6148(3) 0.4651(4) 0.0743(3) 0.0428(14) Uani 1 1 d .
H14A H 0.6698 0.4348 0.0690 0.064 Uiso 1 1 calc R
H14B H 0.5704 0.4208 0.0486 0.064 Uiso 1 1 calc R
H14C H 0.6077 0.4736 0.1322 0.064 Uiso 1 1 calc R
C15 C 0.3444(3) 0.8551(3) 0.1810(3) 0.0239(10) Uani 1 1 d .
C16 C 0.3543(3) 0.9083(3) 0.2554(3) 0.0311(12) Uani 1 1 d .
C17 C 0.2847(4) 0.9620(4) 0.2781(3) 0.0367(13) Uani 1 1 d .
H17 H 0.2904 0.9999 0.3274 0.044 Uiso 1 1 calc R
C18 C 0.2094(3) 0.9608(4) 0.2312(3) 0.0385(14) Uani 1 1 d .
H18 H 0.1635 0.9981 0.2482 0.046 Uiso 1 1 calc R
C19 C 0.1984(3) 0.9061(4) 0.1591(3) 0.0338(12) Uani 1 1 d .
H19 H 0.1454 0.9058 0.1269 0.041 Uiso 1 1 calc R
C20 C 0.2665(3) 0.8510(3) 0.1337(3) 0.0302(12) Uani 1 1 d .
C21 C 0.4374(3) 0.9102(4) 0.3089(3) 0.0374(13) Uani 1 1 d U
H21 H 0.4748 0.8578 0.2879 0.045 Uiso 1 1 calc R
C22 C 0.4276(5) 0.8845(6) 0.3983(4) 0.090(3) Uani 1 1 d U
H22A H 0.4832 0.8815 0.4297 0.135 Uiso 1 1 calc R
H22B H 0.3996 0.8187 0.4010 0.135 Uiso 1 1 calc R
H22C H 0.3937 0.9369 0.4213 0.135 Uiso 1 1 calc R
C23 C 0.4816(4) 1.0118(4) 0.3075(5) 0.071(2) Uani 1 1 d .
H23A H 0.4927 1.0274 0.2515 0.107 Uiso 1 1 calc R
H23B H 0.5349 1.0089 0.3428 0.107 Uiso 1 1 calc R
H23C H 0.4458 1.0646 0.3271 0.107 Uiso 1 1 calc R
C24 C 0.2531(3) 0.7851(4) 0.0575(3) 0.0398(13) Uani 1 1 d .
H24 H 0.3084 0.7812 0.0345 0.048 Uiso 1 1 calc R
C25 C 0.1902(4) 0.8267(4) -0.0089(4) 0.0607(18) Uani 1 1 d .
H25A H 0.1333 0.8191 0.0072 0.091 Uiso 1 1 calc R
H25B H 0.1945 0.7894 -0.0597 0.091 Uiso 1 1 calc R
H25C H 0.2018 0.8986 -0.0173 0.091 Uiso 1 1 calc R
C26 C 0.2309(6) 0.6816(5) 0.0792(4) 0.085(3) Uani 1 1 d .
H26A H 0.1705 0.6780 0.0842 0.128 Uiso 1 1 calc R
H26B H 0.2626 0.6628 0.1313 0.128 Uiso 1 1 calc R
H26C H 0.2448 0.6348 0.0365 0.128 Uiso 1 1 calc R
C27 C 0.4585(3) 1.0919(3) 0.0732(3) 0.0253(11) Uani 1 1 d .
C28 C 0.3675(3) 1.1836(3) 0.1415(3) 0.0254(11) Uani 1 1 d .
C29 C 0.4461(3) 1.2104(3) 0.1721(3) 0.0293(11) Uani 1 1 d .
C30 C 0.3078(3) 1.0676(4) 0.0294(3) 0.0295(11) Uani 1 1 d .
H30A H 0.3292 1.0156 -0.0054 0.044 Uiso 1 1 calc R
H30B H 0.2793 1.1206 -0.0049 0.044 Uiso 1 1 calc R
H30C H 0.2679 1.0369 0.0632 0.044 Uiso 1 1 calc R
C31 C 0.2836(3) 1.2170(4) 0.1616(3) 0.0327(12) Uani 1 1 d .
H31A H 0.2906 1.2661 0.2065 0.049 Uiso 1 1 calc R
H31B H 0.2520 1.1583 0.1782 0.049 Uiso 1 1 calc R
H31C H 0.2527 1.2488 0.1136 0.049 Uiso 1 1 calc R
C32 C 0.4775(3) 1.2828(4) 0.2385(3) 0.0417(14) Uani 1 1 d .
H32A H 0.4297 1.3165 0.2594 0.063 Uiso 1 1 calc R
H32B H 0.5137 1.3337 0.2166 0.063 Uiso 1 1 calc R
H32C H 0.5099 1.2456 0.2829 0.063 Uiso 1 1 calc R
C33 C 0.5928(3) 1.1588(4) 0.1434(3) 0.0356(13) Uani 1 1 d .
H33A H 0.6173 1.1047 0.1128 0.053 Uiso 1 1 calc R
H33B H 0.6113 1.1510 0.2017 0.053 Uiso 1 1 calc R
H33C H 0.6113 1.2247 0.1246 0.053 Uiso 1 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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 '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 Ga1 N1 85.98(15) . .
N2 Ga1 Ni1 135.79(11) . .
N1 Ga1 Ni1 137.93(11) . .
C27 Ni1 C27 180.000(1) 3_675 .
C27 Ni1 Ga1 93.35(13) 3_675 3_675
C27 Ni1 Ga1 86.65(13) . 3_675
C27 Ni1 Ga1 86.65(13) 3_675 .
C27 Ni1 Ga1 93.35(13) . .
Ga1 Ni1 Ga1 180.00(2) 3_675 .
C1 N1 C3 117.3(4) . .
C1 N1 Ga1 110.2(3) . .
C3 N1 Ga1 132.1(3) . .
C2 N2 C15 118.4(4) . .
C2 N2 Ga1 111.1(3) . .
C15 N2 Ga1 128.2(3) . .
C27 N3 C28 112.1(4) . .
C27 N3 C30 123.5(4) . .
C28 N3 C30 124.2(4) . .
C27 N4 C29 111.1(4) . .
C27 N4 C33 124.1(4) . .
C29 N4 C33 124.8(4) . .
C2 C1 N1 116.2(4) . .
C1 C2 N2 116.5(4) . .
C4 C3 C8 120.1(4) . .
C4 C3 N1 119.4(4) . .
C8 C3 N1 120.5(4) . .
C5 C4 C3 118.4(4) . .
C5 C4 C9 120.1(4) . .
C3 C4 C9 121.4(4) . .
C6 C5 C4 121.6(5) . .
C7 C6 C5 120.0(5) . .
C6 C7 C8 121.6(5) . .
C7 C8 C3 118.3(4) . .
C7 C8 C12 118.8(4) . .
C3 C8 C12 122.9(4) . .
C11 C9 C4 114.2(4) . .
C11 C9 C10 111.1(5) . .
C4 C9 C10 108.7(4) . .
C8 C12 C13 112.7(4) . .
C8 C12 C14 111.2(4) . .
C13 C12 C14 109.4(4) . .
C20 C15 C16 120.9(4) . .
C20 C15 N2 119.4(4) . .
C16 C15 N2 119.6(4) . .
C17 C16 C15 117.9(5) . .
C17 C16 C21 120.6(5) . .
C15 C16 C21 121.6(4) . .
C18 C17 C16 121.5(5) . .
C17 C18 C19 121.0(5) . .
C18 C19 C20 119.6(5) . .
C15 C20 C19 119.0(5) . .
C15 C20 C24 121.2(4) . .
C19 C20 C24 119.7(5) . .
C16 C21 C23 112.7(5) . .
C16 C21 C22 112.4(5) . .
C23 C21 C22 107.9(5) . .
C26 C24 C25 110.8(5) . .
C26 C24 C20 110.4(5) . .
C25 C24 C20 114.4(4) . .
N3 C27 N4 104.1(4) . .
N3 C27 Ni1 126.7(4) . .
N4 C27 Ni1 129.3(3) . .
C29 C28 N3 106.2(4) . .
C29 C28 C31 131.8(4) . .
N3 C28 C31 122.1(4) . .
C28 C29 N4 106.5(4) . .
C28 C29 C32 131.7(4) . .
N4 C29 C32 121.7(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ga1 N2 1.897(4) .
Ga1 N1 1.910(4) .
Ga1 Ni1 2.3242(6) .
Ni1 C27 1.882(5) 3_675
Ni1 C27 1.882(5) .
Ni1 Ga1 2.3242(6) 3_675
N1 C1 1.407(6) .
N1 C3 1.427(6) .
N2 C2 1.389(6) .
N2 C15 1.436(6) .
N3 C27 1.353(6) .
N3 C28 1.397(6) .
N3 C30 1.438(6) .
N4 C27 1.361(6) .
N4 C29 1.407(6) .
N4 C33 1.455(6) .
C1 C2 1.354(6) .
C3 C4 1.412(6) .
C3 C8 1.419(6) .
C4 C5 1.390(7) .
C4 C9 1.528(7) .
C5 C6 1.382(7) .
C6 C7 1.360(7) .
C7 C8 1.399(7) .
C8 C12 1.511(7) .
C9 C11 1.528(7) .
C9 C10 1.536(8) .
C12 C13 1.541(7) .
C12 C14 1.543(6) .
C15 C20 1.396(7) .
C15 C16 1.407(7) .
C16 C17 1.404(7) .
C16 C21 1.512(7) .
C17 C18 1.358(8) .
C18 C19 1.385(7) .
C19 C20 1.411(7) .
C20 C24 1.522(7) .
C21 C23 1.517(7) .
C21 C22 1.536(8) .
C24 C26 1.465(8) .
C24 C25 1.507(8) .
C28 C29 1.349(7) .
C28 C31 1.484(6) .
C29 C32 1.498(7) .
