#------------------------------------------------------------------------------
#$Date: 2016-03-26 01:29:34 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180103 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/01/7100118.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_7100118
loop_
_publ_author_name
'David Vicic'
'Thomas J. Anderson'
'Gavin D. Jones'
'Chris McFarland'
_publ_section_title
;
Analysis of Key Steps in the Catalytic Cross-Coupling
of Alkyl Electrophiles Under Negishi-like Conditions
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/b504996b
_journal_year                    2005
_chemical_formula_sum            'C28 H38 N3 Ni'
_chemical_formula_weight         475.32
_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'
_cell_angle_alpha                90.00
_cell_angle_beta                 105.977(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.890(10)
_cell_length_b                   10.947(17)
_cell_length_c                   20.178(19)
_cell_measurement_temperature    173(2)
_cell_volume                     2525(5)
_diffrn_ambient_temperature      173(2)
_exptl_crystal_density_diffrn    1.250
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7100118
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.42264(3) 0.87648(3) 0.113638(19) 0.02965(13) Uani 1 1 d . . .
N1 N 0.3187(2) 0.9480(2) 0.03413(12) 0.0307(5) Uani 1 1 d . . .
N2 N 0.5020(2) 1.0210(2) 0.11261(12) 0.0276(5) Uani 1 1 d . . .
N3 N 0.5423(2) 0.8522(2) 0.19809(13) 0.0304(5) Uani 1 1 d . . .
C1 C 0.3421(3) 0.7217(3) 0.1127(2) 0.0506(9) Uani 1 1 d . . .
H1A H 0.2932 0.7049 0.0659 0.076 Uiso 1 1 calc R . .
H1B H 0.2928 0.7260 0.1443 0.076 Uiso 1 1 calc R . .
H1C H 0.3998 0.6561 0.1273 0.076 Uiso 1 1 calc R . .
C2 C 0.2112(3) 0.9087(3) -0.00212(17) 0.0400(8) Uani 1 1 d . . .
H2A H 0.1833 0.8339 0.0112 0.048 Uiso 1 1 calc R . .
C3 C 0.1409(3) 0.9706(3) -0.05662(17) 0.0425(8) Uani 1 1 d . . .
H3A H 0.0651 0.9398 -0.0785 0.051 Uiso 1 1 calc R . .
C4 C 0.1785(2) 1.0789(3) -0.08102(15) 0.0306(6) Uani 1 1 d . . .
C5 C 0.2881(2) 1.1203(3) -0.04481(14) 0.0275(6) Uani 1 1 d . . .
H5A H 0.3185 1.1924 -0.0597 0.033 Uiso 1 1 calc R . .
C6 C 0.3555(2) 1.0580(2) 0.01343(14) 0.0262(6) Uani 1 1 d . . .
C7 C 0.0969(3) 1.1456(3) -0.14197(15) 0.0337(7) Uani 1 1 d . . .
C8 C 0.0542(3) 1.0555(4) -0.20212(16) 0.0452(8) Uani 1 1 d . . .
H8A H 0.1217 1.0181 -0.2132 0.068 Uiso 1 1 calc R . .
H8B H 0.0069 1.0993 -0.2426 0.068 Uiso 1 1 calc R . .
H8C H 0.0067 0.9917 -0.1890 0.068 Uiso 1 1 calc R . .
C9 C -0.0107(3) 1.1919(4) -0.12066(18) 0.0486(9) Uani 1 1 d . . .
H9A H 0.0146 1.2503 -0.0827 0.073 Uiso 1 1 calc R . .
H9B H -0.0499 1.1226 -0.1057 0.073 Uiso 1 1 calc R . .
H9C H -0.0650 1.2321 -0.1601 0.073 Uiso 1 1 calc R . .
C10 C 0.1562(3) 1.2533(3) -0.16589(17) 0.0435(8) Uani 1 1 d . . .
H10A H 0.2261 1.2249 -0.1781 0.065 Uiso 1 1 calc R . .
H10B H 0.1787 1.3136 -0.1287 0.065 Uiso 1 1 calc R . .
H10C H 0.1019 1.2908 -0.2063 0.065 Uiso 1 1 calc R . .
C11 C 0.4628(2) 1.1024(2) 0.06057(14) 0.0260(6) Uani 1 1 d . . .
C12 C 0.5176(2) 1.2150(2) 0.06223(14) 0.0267(6) Uani 1 1 d . . .
H12A H 0.4914 1.2703 0.0249 0.032 Uiso 1 1 calc R . .
C13 C 0.6107(2) 1.2471(3) 0.11833(14) 0.0278(6) Uani 1 1 d . . .
C14 C 0.6494(2) 1.1598(3) 0.17130(15) 0.0288(6) Uani 1 1 d . . .
H14A H 0.7137 1.1780 0.2099 0.035 Uiso 1 1 calc R . .
C15 C 0.5941(2) 1.0483(3) 0.16716(15) 0.0278(6) Uani 1 1 d . . .
C16 C 0.6681(3) 1.3736(3) 0.12687(15) 0.0309(6) Uani 1 1 d . . .
C17 C 0.6652(5) 1.4291(4) 0.1953(2) 0.0746(14) Uani 1 1 d . . .
H17A H 0.5839 1.4354 0.1972 0.112 Uiso 1 1 calc R . .
H17B H 0.7005 1.5106 0.1999 0.112 Uiso 1 1 calc R . .
H17C H 0.7093 1.3770 0.2331 0.112 Uiso 1 1 calc R . .
C18 C 0.7966(3) 1.3608(4) 0.1265(3) 0.0687(13) Uani 1 1 d . . .
H18A H 0.8353 1.4404 0.1357 0.103 Uiso 1 1 calc R . .
H18B H 0.8002 1.3312 0.0813 0.103 Uiso 1 1 calc R . .
H18C H 0.8362 1.3025 0.1621 0.103 Uiso 1 1 calc R . .
C19 C 0.6095(4) 1.4591(4) 0.0695(2) 0.0728(14) Uani 1 1 d . . .
H19A H 0.5276 1.4704 0.0691 0.109 Uiso 1 1 calc R . .
H19B H 0.6131 1.4245 0.0253 0.109 Uiso 1 1 calc R . .
H19C H 0.6497 1.5382 0.0766 0.109 Uiso 1 1 calc R . .
C20 C 0.6173(2) 0.9498(3) 0.21752(15) 0.0294(6) Uani 1 1 d . . .
C21 C 0.7057(2) 0.9515(3) 0.27957(15) 0.0306(6) Uani 1 1 d . . .
H21A H 0.7541 1.0217 0.2914 0.037 Uiso 1 1 calc R . .
C22 C 0.7241(3) 0.8529(3) 0.32417(15) 0.0333(7) Uani 1 1 d . . .
C23 C 0.6476(3) 0.7543(3) 0.30347(17) 0.0381(7) Uani 1 1 d . . .
H23A H 0.6562 0.6840 0.3321 0.046 Uiso 1 1 calc R . .
C24 C 0.5602(3) 0.7573(3) 0.24247(16) 0.0357(7) Uani 1 1 d . . .
H24A H 0.5096 0.6887 0.2309 0.043 Uiso 1 1 calc R . .
C25 C 0.8204(3) 0.8535(3) 0.39244(16) 0.0378(7) Uani 1 1 d . . .
C26 C 0.7635(3) 0.8805(3) 0.45025(17) 0.0418(8) Uani 1 1 d . . .
H26A H 0.7048 0.8178 0.4505 0.063 Uiso 1 1 calc R . .
H26B H 0.7257 0.9608 0.4426 0.063 Uiso 1 1 calc R . .
H26C H 0.8235 0.8802 0.4947 0.063 Uiso 1 1 calc R . .
C27 C 0.9117(3) 0.9529(5) 0.39480(19) 0.0617(12) Uani 1 1 d . . .
H27A H 0.9724 0.9486 0.4388 0.093 Uiso 1 1 calc R . .
H27B H 0.8739 1.0333 0.3902 0.093 Uiso 1 1 calc R . .
H27C H 0.9472 0.9407 0.3569 0.093 Uiso 1 1 calc R . .
C28 C 0.8803(4) 0.7299(4) 0.4047(2) 0.0741(15) Uani 1 1 d . . .
H28A H 0.8232 0.6670 0.4075 0.111 Uiso 1 1 calc R . .
H28B H 0.9430 0.7318 0.4480 0.111 Uiso 1 1 calc R . .
H28C H 0.9136 0.7110 0.3665 0.111 Uiso 1 1 calc R . .
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
Ni1 N2 1.845(3) . ?
Ni1 N1 1.903(3) . ?
Ni1 N3 1.914(3) . ?
Ni1 C1 1.944(4) . ?
N1 C2 1.356(4) . ?
N1 C6 1.385(4) . ?
N2 C15 1.355(4) . ?
N2 C11 1.358(4) . ?
N3 C24 1.350(4) . ?
N3 C20 1.377(4) . ?
C2 C3 1.364(5) . ?
C3 C4 1.403(5) . ?
C4 C5 1.384(4) . ?
C4 C7 1.526(4) . ?
C5 C6 1.403(4) . ?
C6 C11 1.450(4) . ?
C7 C10 1.518(5) . ?
C7 C8 1.537(4) . ?
C7 C9 1.544(5) . ?
C11 C12 1.390(4) . ?
C12 C13 1.393(4) . ?
C13 C14 1.413(4) . ?
C13 C16 1.533(4) . ?
C14 C15 1.378(4) . ?
C15 C20 1.455(4) . ?
C16 C19 1.503(5) . ?
C16 C17 1.518(5) . ?
C16 C18 1.536(5) . ?
C20 C21 1.396(4) . ?
C21 C22 1.384(4) . ?
C22 C23 1.399(5) . ?
C22 C25 1.530(4) . ?
C23 C24 1.375(5) . ?
C25 C28 1.518(5) . ?
C25 C27 1.529(5) . ?
C25 C26 1.530(4) . ?
