#------------------------------------------------------------------------------
#$Date: 2016-03-26 01:29:34 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180103 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/01/7100117.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_7100117
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            'C37 H50 Cl4 I N3 Ni'
_chemical_formula_weight         864.21
_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                 104.82(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.78(2)
_cell_length_b                   17.04(2)
_cell_length_c                   19.13(5)
_cell_measurement_temperature    173(2)
_cell_volume                     4028(14)
_diffrn_ambient_temperature      173(2)
_exptl_crystal_density_diffrn    1.425
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7100117
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
I1 I 0.23491(5) 0.22706(3) 0.33998(3) 0.0410(2) Uani 1 1 d . . .
Ni2 Ni 0.09477(8) -0.04555(6) 0.56222(6) 0.0310(3) Uani 1 1 d . . .
Cl1 Cl 0.4350(3) 0.6717(4) 0.0346(2) 0.1060(15) Uani 1 1 d . . .
Cl2 Cl 0.3514(5) 0.6731(9) 0.1560(4) 0.247(6) Uani 1 1 d . . .
Cl3 Cl 0.3789(5) 0.4740(5) 0.2843(4) 0.168(3) Uani 1 1 d . . .
Cl4 Cl 0.5408(11) 0.4409(7) 0.4179(6) 0.235(5) Uani 1 1 d . . .
N1 N 0.0503(6) -0.0154(4) 0.6471(4) 0.0324(14) Uani 1 1 d . . .
N2 N 0.1690(5) 0.0506(4) 0.5797(3) 0.0280(13) Uani 1 1 d . . .
N3 N 0.1651(6) -0.0505(4) 0.4844(4) 0.0371(16) Uani 1 1 d . . .
C1 C 0.0291(8) -0.1476(5) 0.5466(5) 0.042(2) Uani 1 1 d . . .
H1A H 0.0044 -0.1578 0.4945 0.063 Uiso 1 1 calc R . .
H1B H -0.0327 -0.1496 0.5680 0.063 Uiso 1 1 calc R . .
H1C H 0.0823 -0.1875 0.5692 0.063 Uiso 1 1 calc R . .
C2 C 0.1629(7) -0.1089(5) 0.4374(5) 0.0383(19) Uani 1 1 d . . .
H2A H 0.1176 -0.1528 0.4387 0.046 Uiso 1 1 calc R . .
C3 C 0.2227(7) -0.1086(5) 0.3873(5) 0.0393(19) Uani 1 1 d . . .
H3A H 0.2167 -0.1513 0.3545 0.047 Uiso 1 1 calc R . .
C4 C 0.2917(7) -0.0469(5) 0.3838(5) 0.0354(18) Uani 1 1 d . . .
C5 C 0.2907(7) 0.0167(5) 0.4313(5) 0.0354(18) Uani 1 1 d . . .
H5A H 0.3338 0.0618 0.4299 0.042 Uiso 1 1 calc R . .
C6 C 0.2279(7) 0.0133(5) 0.4792(4) 0.0324(17) Uani 1 1 d . . .
C7 C 0.2260(6) 0.0754(4) 0.5335(4) 0.0295(16) Uani 1 1 d . . .
C8 C 0.2753(6) 0.1475(5) 0.5423(4) 0.0299(16) Uani 1 1 d . . .
H8A H 0.3149 0.1647 0.5093 0.036 Uiso 1 1 calc R . .
C9 C 0.2672(7) 0.1956(5) 0.6001(4) 0.0323(17) Uani 1 1 d . . .
C10 C 0.2091(7) 0.1673(5) 0.6479(4) 0.0337(17) Uani 1 1 d . . .
H10A H 0.2039 0.1976 0.6885 0.040 Uiso 1 1 calc R . .
C11 C 0.1594(7) 0.0945(5) 0.6351(5) 0.0347(18) Uani 1 1 d . . .
C12 C 0.0944(7) 0.0547(5) 0.6774(5) 0.0332(17) Uani 1 1 d . . .
C13 C 0.0812(7) 0.0794(5) 0.7428(5) 0.0362(18) Uani 1 1 d . . .
H13A H 0.1161 0.1263 0.7633 0.043 Uiso 1 1 calc R . .
C14 C 0.0181(7) 0.0379(5) 0.7806(5) 0.0366(18) Uani 1 1 d . . .
C15 C -0.0305(7) -0.0313(5) 0.7467(5) 0.040(2) Uani 1 1 d . . .
H15A H -0.0749 -0.0621 0.7690 0.048 Uiso 1 1 calc R . .
C16 C -0.0139(7) -0.0543(5) 0.6813(5) 0.0366(18) Uani 1 1 d . . .
H16A H -0.0497 -0.1002 0.6590 0.044 Uiso 1 1 calc R . .
C17 C 0.0106(9) 0.0621(5) 0.8555(5) 0.045(2) Uani 1 1 d . . .
C18 C -0.0617(10) 0.0079(6) 0.8860(6) 0.058(3) Uani 1 1 d . . .
H18A H -0.1351 0.0085 0.8541 0.087 Uiso 1 1 calc R . .
H18B H -0.0636 0.0260 0.9343 0.087 Uiso 1 1 calc R . .
H18C H -0.0329 -0.0457 0.8892 0.087 Uiso 1 1 calc R . .
C19 C 0.1273(9) 0.0557(7) 0.9066(5) 0.055(3) Uani 1 1 d . . .
H19A H 0.1554 0.0026 0.9037 0.083 Uiso 1 1 calc R . .
H19B H 0.1249 0.0666 0.9565 0.083 Uiso 1 1 calc R . .
H19C H 0.1747 0.0939 0.8917 0.083 Uiso 1 1 calc R . .
C20 C -0.0303(10) 0.1466(6) 0.8529(6) 0.054(3) Uani 1 1 d . . .
H20A H -0.0996 0.1509 0.8164 0.081 Uiso 1 1 calc R . .
H20B H 0.0226 0.1818 0.8402 0.081 Uiso 1 1 calc R . .
H20C H -0.0402 0.1612 0.9003 0.081 Uiso 1 1 calc R . .
C21 C 0.3181(8) 0.2781(5) 0.6110(4) 0.0344(18) Uani 1 1 d . . .
C22 C 0.3702(8) -0.0462(5) 0.3361(5) 0.040(2) Uani 1 1 d . . .
C23 C 0.4856(10) -0.0489(11) 0.3822(7) 0.083(5) Uani 1 1 d . . .
H23A H 0.5000 -0.0024 0.4134 0.124 Uiso 1 1 calc R . .
H23B H 0.5354 -0.0497 0.3508 0.124 Uiso 1 1 calc R . .
H23C H 0.4961 -0.0963 0.4121 0.124 Uiso 1 1 calc R . .
C24 C 0.3543(14) -0.1171(8) 0.2847(10) 0.091(5) Uani 1 1 d . . .
H24A H 0.2825 -0.1143 0.2508 0.137 Uiso 1 1 calc R . .
H24B H 0.3604 -0.1657 0.3128 0.137 Uiso 1 1 calc R . .
H24C H 0.4099 -0.1164 0.2576 0.137 Uiso 1 1 calc R . .
C25 C 0.3538(11) 0.0270(7) 0.2875(6) 0.064(3) Uani 1 1 d . . .
H25A H 0.2798 0.0274 0.2565 0.097 Uiso 1 1 calc R . .
H25B H 0.4053 0.0261 0.2574 0.097 Uiso 1 1 calc R . .
H25C H 0.3658 0.0742 0.3178 0.097 Uiso 1 1 calc R . .
C26 C 0.2288(8) 0.3387(6) 0.6128(6) 0.048(2) Uani 1 1 d . . .
H26A H 0.1700 0.3340 0.5686 0.072 Uiso 1 1 calc R . .
H26B H 0.2593 0.3918 0.6160 0.072 Uiso 1 1 calc R . .
H26C H 0.2006 0.3288 0.6550 0.072 Uiso 1 1 calc R . .
C27 C 0.4025(8) 0.2784(6) 0.6849(6) 0.046(2) Uani 1 1 d . . .
H27A H 0.4598 0.2405 0.6841 0.070 Uiso 1 1 calc R . .
H27B H 0.3673 0.2640 0.7230 0.070 Uiso 1 1 calc R . .
H27C H 0.4340 0.3310 0.6946 0.070 Uiso 1 1 calc R . .
C28 C 0.3699(10) 0.3011(6) 0.5515(6) 0.054(3) Uani 1 1 d . . .
H28A H 0.3160 0.2985 0.5048 0.081 Uiso 1 1 calc R . .
H28B H 0.4295 0.2650 0.5512 0.081 Uiso 1 1 calc R . .
H28C H 0.3980 0.3548 0.5598 0.081 Uiso 1 1 calc R . .
C29 C 0.8291(17) 0.1944(9) 0.2202(10) 0.091(5) Uani 1 1 d . . .
H29A H 0.8320 0.2029 0.2698 0.109 Uiso 1 1 calc R . .
C30 C 0.7355(16) 0.1706(9) 0.1751(9) 0.085(4) Uani 1 1 d . . .
H30A H 0.6751 0.1593 0.1937 0.102 Uiso 1 1 calc R . .
C31 C 0.7270(12) 0.1627(7) 0.1052(9) 0.074(4) Uani 1 1 d . . .
H31A H 0.6587 0.1490 0.0742 0.088 Uiso 1 1 calc R . .
C32 C 0.8147(13) 0.1739(7) 0.0750(8) 0.074(4) Uani 1 1 d . . .
C33 C 0.9140(12) 0.1968(7) 0.1244(10) 0.082(5) Uani 1 1 d . . .
H33A H 0.9767 0.2052 0.1074 0.098 Uiso 1 1 calc R . .
C34 C 0.9190(15) 0.2067(8) 0.1968(9) 0.084(5) Uani 1 1 d . . .
H34A H 0.9848 0.2221 0.2298 0.101 Uiso 1 1 calc R . .
C35 C 0.4486(13) 0.7088(11) 0.1213(9) 0.092(5) Uani 1 1 d . . .
H35A H 0.5202 0.6942 0.1527 0.111 Uiso 1 1 calc R . .
H35B H 0.4439 0.7668 0.1194 0.111 Uiso 1 1 calc R . .
C37 C 0.417(2) 0.4419(15) 0.390(2) 0.194(17) Uani 1 1 d . . .
H37A H 0.3858 0.4797 0.4184 0.233 Uiso 1 1 calc R . .
H37B H 0.3874 0.3892 0.3952 0.233 Uiso 1 1 calc R . .
C40 C 0.8007(19) 0.1619(12) -0.0029(11) 0.124(7) Uani 1 1 d . . .
H40A H 0.7241 0.1529 -0.0263 0.186 Uiso 1 1 calc R . .
H40B H 0.8430 0.1162 -0.0106 0.186 Uiso 1 1 calc R . .
H40C H 0.8258 0.2086 -0.0238 0.186 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
Ni2 N2 1.880(7) . ?
Ni2 C1 1.921(9) . ?
Ni2 N1 1.923(8) . ?
Ni2 N3 1.927(9) . ?
Cl1 C35 1.741(17) . ?
Cl2 C35 1.665(19) . ?
Cl3 C37 2.03(3) . ?
Cl4 C37 1.53(3) . ?
N1 C16 1.346(11) . ?
N1 C12 1.384(10) . ?
N2 C11 1.328(11) . ?
N2 C7 1.349(10) . ?
N3 C2 1.336(11) . ?
N3 C6 1.370(11) . ?
C2 C3 1.370(13) . ?
C3 C4 1.385(13) . ?
C4 C5 1.416(12) . ?
C4 C22 1.520(13) . ?
C5 C6 1.364(13) . ?
C6 C7 1.489(11) . ?
C7 C8 1.371(11) . ?
C8 C9 1.402(12) . ?
C9 C10 1.401(12) . ?
C9 C21 1.542(11) . ?
C10 C11 1.387(12) . ?
C11 C12 1.465(12) . ?
C12 C13 1.370(13) . ?
C13 C14 1.405(12) . ?
C14 C15 1.410(12) . ?
C14 C17 1.516(13) . ?
C15 C16 1.379(13) . ?
C17 C18 1.525(13) . ?
C17 C20 1.529(15) . ?
C17 C19 1.565(16) . ?
C21 C28 1.508(13) . ?
C21 C27 1.544(13) . ?
C21 C26 1.546(13) . ?
C22 C23 1.514(16) . ?
C22 C25 1.537(14) . ?
C22 C24 1.537(15) . ?
C29 C30 1.35(2) . ?
C29 C34 1.35(2) . ?
C30 C31 1.32(2) . ?
C31 C32 1.40(2) . ?
C32 C33 1.43(2) . ?
C32 C40 1.47(2) . ?
C33 C34 1.38(2) . ?
