#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:41:08 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179759 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/55/7005549.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_7005549
loop_
_publ_author_name
'Schaub, Thomas'
'Döring, Christian'
'Radius, Udo'
_publ_section_title
;
 Efficient nickel mediated carbon-carbon bond cleavage of
 organonitriles.
;
_journal_issue                   20
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1993
_journal_page_last               2002
_journal_paper_doi               10.1039/b702959d
_journal_year                    2007
_chemical_formula_sum            'C30 H46 N6 Ni'
_chemical_formula_weight         549.44
_chemical_name_common            '(iPr2Im)2(CN)(C4H8CN)Ni(ii) benzene solvate'
_chemical_name_systematic
;
(iPr2Im)2(CN)(C4H8CN)Ni(II) benzene solvate
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 124.61(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   31.961(4)
_cell_length_b                   10.228(2)
_cell_length_c                   23.529(6)
_cell_measurement_reflns_used    8000
_cell_measurement_temperature    203(2)
_cell_measurement_theta_max      25.9
_cell_measurement_theta_min      2.15
_cell_volume                     6330(3)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      203(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.876
_diffrn_measured_fraction_theta_max 0.876
_diffrn_measurement_device_type  'STOE IPDS 1'
_diffrn_measurement_method       rotation
_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  0.0438
_diffrn_reflns_av_sigmaI/netI    0.0257
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            23706
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.18
_exptl_absorpt_coefficient_mu    0.640
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.153
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2368
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         5777
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0396
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0643P)²+4.8479P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1036
_refine_ls_wR_factor_ref         0.1092
_reflns_number_gt                4982
_reflns_number_total             5777
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b702959d.txt
_cod_data_source_block           compound_13
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0643P)^2^+4.8479P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0643P)^2^+4.8479P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        6330(2)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7005549
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni 0.164841(9) -0.05141(2) 0.546412(11) 0.02817(10) Uani 1 d . . .
C1 C 0.15894(7) -0.08854(17) 0.46316(10) 0.0292(4) Uani 1 d . . .
N1 N 0.19177(6) -0.05666(15) 0.44578(9) 0.0324(4) Uani 1 d . . .
N2 N 0.12164(6) -0.15734(16) 0.40838(8) 0.0328(4) Uani 1 d . . .
C2 C 0.17515(9) -0.1077(2) 0.38146(11) 0.0399(5) Uani 1 d . . .
H2 H 0.1915 -0.1003 0.3587 0.048 Uiso 1 calc R . .
C3 C 0.13131(8) -0.1694(2) 0.35823(10) 0.0405(5) Uani 1 d . . .
H3 H 0.1108 -0.2129 0.3157 0.049 Uiso 1 calc R . .
C4 C 0.07755(8) -0.2119(2) 0.40485(12) 0.0413(5) Uani 1 d . . .
H4 H 0.0826 -0.1942 0.4497 0.050 Uiso 1 calc R . .
C5 C 0.07480(15) -0.3565(3) 0.3955(3) 0.1053(16) Uani 1 d . . .
H5A H 0.0662 -0.3770 0.3498 0.158 Uiso 1 calc R . .
H5B H 0.0489 -0.3917 0.4007 0.158 Uiso 1 calc R . .
H5C H 0.1075 -0.3949 0.4301 0.158 Uiso 1 calc R . .
C6 C 0.28191(9) -0.0834(2) 0.53868(14) 0.0515(6) Uani 1 d . . .
H6A H 0.2721 -0.1360 0.5636 0.077 Uiso 1 calc R . .
H6B H 0.3130 -0.0363 0.5713 0.077 Uiso 1 calc R . .
H6C H 0.2875 -0.1398 0.5104 0.077 Uiso 1 calc R . .
C7 C 0.23984(8) 0.0134(2) 0.49273(12) 0.0389(5) Uani 1 d . . .
H7 H 0.2352 0.0704 0.5228 0.047 Uiso 1 calc R . .
C8 C 0.02941(11) -0.1456(4) 0.3502(2) 0.0935(12) Uani 1 d . . .
H8A H 0.0329 -0.0520 0.3580 0.140 Uiso 1 calc R . .
H8B H 0.0016 -0.1774 0.3519 0.140 Uiso 1 calc R . .
H8C H 0.0225 -0.1646 0.3052 0.140 Uiso 1 calc R . .
C9 C 0.25303(11) 0.1003(3) 0.45258(16) 0.0587(7) Uani 1 d . . .
H9A H 0.2603 0.0463 0.4253 0.088 Uiso 1 calc R . .
H9B H 0.2827 0.1527 0.4846 0.088 Uiso 1 calc R . .
H9C H 0.2245 0.1574 0.4222 0.088 Uiso 1 calc R . .
N3 N 0.21184(7) 0.03520(16) 0.68872(9) 0.0354(4) Uani 1 d . . .
N4 N 0.13496(6) -0.02773(16) 0.64249(9) 0.0350(4) Uani 1 d . . .
C10 C 0.17072(7) -0.01180(18) 0.62890(10) 0.0310(4) Uani 1 d . . .
C11 C 0.20197(9) 0.0492(2) 0.73843(11) 0.0437(5) Uani 1 d . . .
H11 H 0.2245 0.0806 0.7836 0.052 Uiso 1 calc R . .
C12 C 0.15399(9) 0.0092(2) 0.70982(11) 0.0420(5) Uani 1 d . . .
H12 H 0.1366 0.0067 0.7313 0.050 Uiso 1 calc R . .
C13 C 0.08475(8) -0.0851(3) 0.59242(13) 0.0479(5) Uani 1 d . . .
H13 H 0.0771 -0.0724 0.5457 0.058 Uiso 1 calc R . .
C14 C 0.27643(12) 0.2038(3) 0.71902(17) 0.0659(7) Uani 1 d . . .
H14A H 0.2497 0.2602 0.6841 0.099 Uiso 1 calc R . .
H14B H 0.3076 0.2209 0.7223 0.099 Uiso 1 calc R . .
H14C H 0.2818 0.2210 0.7633 0.099 Uiso 1 calc R . .
C15 C 0.30103(11) -0.0316(4) 0.7527(2) 0.0854(11) Uani 1 d . . .
H15A H 0.3044 -0.0200 0.7960 0.128 Uiso 1 calc R . .
H15B H 0.3334 -0.0138 0.7595 0.128 Uiso 1 calc R . .
H15C H 0.2908 -0.1209 0.7368 0.128 Uiso 1 calc R . .
C16 C 0.26116(8) 0.0619(2) 0.69920(12) 0.0449(5) Uani 1 d . . .
H16 H 0.2573 0.0456 0.6550 0.054 Uiso 1 calc R . .
C17 C 0.08614(11) -0.2306(3) 0.6050(2) 0.0734(9) Uani 1 d . . .
H17A H 0.1118 -0.2710 0.6009 0.110 Uiso 1 calc R . .
H17B H 0.0532 -0.2683 0.5711 0.110 Uiso 1 calc R . .
H17C H 0.0943 -0.2456 0.6510 0.110 Uiso 1 calc R . .
C18 C 0.04335(10) -0.0173(3) 0.59461(16) 0.0600(7) Uani 1 d . . .
H18A H 0.0493 -0.0311 0.6395 0.090 Uiso 1 calc R . .
H18B H 0.0105 -0.0532 0.5589 0.090 Uiso 1 calc R . .
H18C H 0.0438 0.0757 0.5868 0.090 Uiso 1 calc R . .
C19 C 0.19259(8) -0.2191(2) 0.58261(10) 0.0381(5) Uani 1 d . . .
N5 N 0.20851(9) -0.3214(2) 0.60507(11) 0.0586(6) Uani 1 d . . .
C20 C 0.13227(10) 0.1194(2) 0.50528(12) 0.0451(5) Uani 1 d . . .
H20A H 0.1522 0.1606 0.4904 0.054 Uiso 1 calc R . .
H20B H 0.0988 0.1002 0.4632 0.054 Uiso 1 calc R . .
C21 C 0.12417(10) 0.2222(2) 0.54390(13) 0.0517(6) Uani 1 d . . .
H21A H 0.1574 0.2509 0.5837 0.062 Uiso 1 calc R . .
H21B H 0.1057 0.1830 0.5616 0.062 Uiso 1 calc R . .
C22 C 0.09490(12) 0.3407(2) 0.50060(15) 0.0607(7) Uani 1 d . . .
H22A H 0.0613 0.3125 0.4616 0.073 Uiso 1 calc R . .
H22B H 0.1128 0.3784 0.4817 0.073 Uiso 1 calc R . .
C23 C 0.08821(13) 0.4467(3) 0.54067(18) 0.0696(9) Uani 1 d . . .
H23A H 0.1218 0.4755 0.5796 0.084 Uiso 1 calc R . .
H23B H 0.0710 0.5221 0.5104 0.084 Uiso 1 calc R . .
C24 C 0.05918(15) 0.4018(4) 0.5664(2) 0.0807(10) Uani 1 d . . .
N6 N 0.03602(19) 0.3669(4) 0.5859(3) 0.1301(16) Uani 1 d . . .
C25 C 0.0468(3) 0.3936(8) 0.2156(4) 0.160(3) Uani 1 d . . .
H25 H 0.0282 0.4588 0.1823 0.192 Uiso 1 calc R . .
C26 C 0.0953(3) 0.4200(5) 0.2796(4) 0.136(2) Uani 1 d . . .
H26 H 0.1101 0.5036 0.2889 0.164 Uiso 1 calc R . .
C27 C 0.11871(19) 0.3233(5) 0.3252(3) 0.1217(18) Uani 1 d . . .
H27 H 0.1497 0.3403 0.3675 0.146 Uiso 1 calc R . .
C28 C 0.09962(16) 0.2047(4) 0.3125(2) 0.0943(12) Uani 1 d . . .
H28 H 0.1174 0.1395 0.3461 0.113 Uiso 1 calc R . .
C29 C 0.05669(15) 0.1743(5) 0.2547(2) 0.0933(11) Uani 1 d . . .
H29 H 0.0450 0.0875 0.2469 0.112 Uiso 1 calc R . .
C30 C 0.02941(18) 0.2645(8) 0.2067(2) 0.124(2) Uani 1 d . . .
H30 H -0.0020 0.2414 0.1662 0.149 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'
Ni Ni 0.3393 1.1124 '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
_geom_angle_publ_flag
C10 Ni C19 89.10(8) . . ?
C10 Ni C1 179.13(8) . . ?
C19 Ni C1 91.69(8) . . ?
C10 Ni C20 91.76(9) . . ?
C19 Ni C20 176.97(10) . . ?
C1 Ni C20 87.46(9) . . ?
N2 C1 N1 104.47(16) . . ?
N2 C1 Ni 127.22(15) . . ?
N1 C1 Ni 128.27(14) . . ?
C1 N1 C2 110.68(17) . . ?
C1 N1 C7 122.95(17) . . ?
C2 N1 C7 126.20(18) . . ?
C1 N2 C3 110.85(17) . . ?
C1 N2 C4 123.18(17) . . ?
C3 N2 C4 125.96(17) . . ?
C3 C2 N1 106.61(19) . . ?
C2 C3 N2 107.37(18) . . ?
N2 C4 C5 111.0(2) . . ?
N2 C4 C8 111.2(2) . . ?
C5 C4 C8 112.2(3) . . ?
N1 C7 C6 109.96(17) . . ?
N1 C7 C9 111.0(2) . . ?
C6 C7 C9 112.2(2) . . ?
C10 N3 C11 111.28(18) . . ?
C10 N3 C16 123.54(18) . . ?
C11 N3 C16 125.12(18) . . ?
C10 N4 C12 110.70(17) . . ?
C10 N4 C13 122.69(17) . . ?
C12 N4 C13 126.49(18) . . ?
N3 C10 N4 104.29(17) . . ?
N3 C10 Ni 128.04(15) . . ?
N4 C10 Ni 127.64(14) . . ?
C12 C11 N3 106.82(19) . . ?
C11 C12 N4 106.9(2) . . ?
N4 C13 C17 109.8(2) . . ?
N4 C13 C18 111.5(2) . . ?
C17 C13 C18 111.8(2) . . ?
N3 C16 C15 109.6(2) . . ?
N3 C16 C14 110.8(2) . . ?
C15 C16 C14 112.1(2) . . ?
N5 C19 Ni 178.1(2) . . ?
C21 C20 Ni 122.93(16) . . ?
C20 C21 C22 113.9(2) . . ?
C21 C22 C23 113.7(2) . . ?
C24 C23 C22 112.5(3) . . ?
N6 C24 C23 179.2(5) . . ?
C30 C25 C26 115.6(4) . . ?
C27 C26 C25 118.6(6) . . ?
C28 C27 C26 121.8(5) . . ?
C29 C28 C27 122.3(5) . . ?
C28 C29 C30 120.8(5) . . ?
C29 C30 C25 120.9(5) . . ?
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
Ni C10 1.885(2) . ?
Ni C19 1.896(2) . ?
Ni C1 1.897(2) . ?
Ni C20 1.982(2) . ?
C1 N2 1.354(3) . ?
C1 N1 1.364(3) . ?
N1 C2 1.390(3) . ?
N1 C7 1.472(3) . ?
N2 C3 1.384(3) . ?
N2 C4 1.474(3) . ?
C2 C3 1.338(3) . ?
C4 C5 1.490(4) . ?
C4 C8 1.494(4) . ?
C6 C7 1.519(3) . ?
C7 C9 1.521(3) . ?
N3 C10 1.356(3) . ?
N3 C11 1.381(3) . ?
N3 C16 1.476(3) . ?
N4 C10 1.360(3) . ?
N4 C12 1.388(3) . ?
N4 C13 1.470(3) . ?
C11 C12 1.341(3) . ?
C13 C17 1.513(4) . ?
C13 C18 1.520(3) . ?
C14 C16 1.517(4) . ?
C15 C16 1.517(4) . ?
C19 N5 1.153(3) . ?
C20 C21 1.505(3) . ?
C21 C22 1.517(3) . ?
C22 C23 1.529(4) . ?
C23 C24 1.441(6) . ?
C24 N6 1.126(5) . ?
C25 C30 1.402(9) . ?
C25 C26 1.446(10) . ?
C26 C27 1.333(8) . ?
C27 C28 1.313(6) . ?
C28 C29 1.307(5) . ?
C29 C30 1.330(7) . ?
