#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:17:47 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179718 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/20/7002085.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_7002085
loop_
_publ_author_name
'Schaub, Thomas'
'Backes, Marc'
'Plietzsch, Oliver'
'Radius, Udo'
_publ_section_title
;
 Facile C--S, S--H, and S--S bond cleavage using a nickel(0) NHC
 complex
;
_journal_issue                   35
_journal_name_full               'Dalton Transactions'
_journal_page_first              7071
_journal_paper_doi               10.1039/b907124p
_journal_year                    2009
_chemical_formula_sum            'C30 H42 N4 Ni S2'
_chemical_formula_weight         581.51
_chemical_name_common            (iPr2Im)2(Ph)2Ni(ii)
_chemical_name_systematic
;
(iPr2Im)2(Ph)2Ni(II)
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 107.33(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.418(2)
_cell_length_b                   9.6227(19)
_cell_length_c                   16.036(3)
_cell_measurement_reflns_used    2000
_cell_measurement_temperature    203(2)
_cell_measurement_theta_max      50
_cell_measurement_theta_min      5
_cell_volume                     1534.6(6)
_computing_cell_refinement       'kuma ccd'
_computing_data_collection       'kuma ccd'
_computing_data_reduction        'kuma ccd'
_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 0.986
_diffrn_measured_fraction_theta_max 0.688
_diffrn_measurement_device_type  'STOE STADI 4'
_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  0.0384
_diffrn_reflns_av_sigmaI/netI    0.0459
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            8471
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         31.77
_diffrn_reflns_theta_min         3.91
_exptl_absorpt_coefficient_mu    0.793
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             620
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.697
_refine_diff_density_min         -1.316
_refine_diff_density_rms         0.174
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         3588
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.1029
_refine_ls_R_factor_gt           0.0810
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1589P)²+3.6494P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2459
_refine_ls_wR_factor_ref         0.2745
_reflns_number_gt                2827
_reflns_number_total             3588
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b907124p.txt
_cod_data_source_block           compound11
_cod_original_cell_volume        1534.5(5)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7002085
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.0000 0.5000 0.0000 0.0237(3) Uani 1 2 d S . .
S1 S 0.1310(2) 0.3410(2) 0.07328(13) 0.0698(6) Uani 1 1 d . . .
N1 N 0.1149(4) 0.6542(5) 0.1613(3) 0.0381(10) Uani 1 1 d . . .
N2 N -0.0700(4) 0.5564(4) 0.1612(2) 0.0245(7) Uani 1 1 d . . .
C1 C 0.0134(4) 0.5740(5) 0.1112(3) 0.0266(9) Uani 1 1 d . . .
C2 C 0.0945(5) 0.6854(6) 0.2410(3) 0.0403(12) Uani 1 1 d . . .
H2A H 0.1503 0.7400 0.2859 0.048 Uiso 1 1 calc R . .
C3 C -0.0202(5) 0.6227(6) 0.2413(3) 0.0344(11) Uani 1 1 d . . .
H3A H -0.0595 0.6234 0.2871 0.041 Uiso 1 1 calc R . .
C4 C -0.1924(5) 0.4724(5) 0.1338(3) 0.0292(10) Uani 1 1 d . . .
H4A H -0.2229 0.4696 0.0691 0.035 Uiso 1 1 calc R . .
C5 C -0.1625(6) 0.3250(6) 0.1670(5) 0.0527(15) Uani 1 1 d . . .
H5A H -0.0901 0.2874 0.1473 0.079 Uiso 1 1 calc R . .
H5B H -0.2423 0.2683 0.1446 0.079 Uiso 1 1 calc R . .
H5C H -0.1359 0.3249 0.2303 0.079 Uiso 1 1 calc R . .
C6 C -0.3036(5) 0.5361(6) 0.1641(4) 0.0413(12) Uani 1 1 d . . .
H6A H -0.3202 0.6304 0.1422 0.062 Uiso 1 1 calc R . .
H6B H -0.2770 0.5373 0.2274 0.062 Uiso 1 1 calc R . .
H6C H -0.3850 0.4815 0.1421 0.062 Uiso 1 1 calc R . .
C7 C 0.2335(6) 0.6981(8) 0.1356(4) 0.060(2) Uani 1 1 d . . .
H7A H 0.2233 0.6670 0.0752 0.072 Uiso 1 1 calc R . .
C8 C 0.2481(10) 0.8559(12) 0.1406(7) 0.103(4) Uani 1 1 d . . .
H8A H 0.1681 0.8984 0.1017 0.154 Uiso 1 1 calc R . .
H8B H 0.3261 0.8832 0.1232 0.154 Uiso 1 1 calc R . .
H8C H 0.2595 0.8864 0.2000 0.154 Uiso 1 1 calc R . .
C9 C 0.3596(6) 0.6382(11) 0.1956(6) 0.086(3) Uani 1 1 d . . .
H9A H 0.3531 0.5377 0.1951 0.129 Uiso 1 1 calc R . .
H9B H 0.3721 0.6722 0.2545 0.129 Uiso 1 1 calc R . .
H9C H 0.4357 0.6659 0.1763 0.129 Uiso 1 1 calc R . .
C10 C 0.2134(6) 0.2524(6) 0.0168(3) 0.0435(13) Uani 1 1 d . . .
C11 C 0.3500(7) 0.2805(11) 0.0366(4) 0.071(2) Uani 1 1 d . . .
H11A H 0.3902 0.3493 0.0776 0.085 Uiso 1 1 calc R . .
C12 C 0.4295(11) 0.2016(18) -0.0073(7) 0.139(7) Uani 1 1 d . . .
H12A H 0.5222 0.2196 0.0069 0.167 Uiso 1 1 calc R . .
C13 C 0.3781(15) 0.1079(14) -0.0650(6) 0.125(6) Uani 1 1 d . . .
H13A H 0.4319 0.0608 -0.0936 0.150 Uiso 1 1 calc R . .
C14 C 0.2433(15) 0.0777(9) -0.0840(5) 0.100(4) Uani 1 1 d . . .
H14A H 0.2070 0.0070 -0.1246 0.120 Uiso 1 1 calc R . .
C15 C 0.1565(9) 0.1494(7) -0.0445(4) 0.0602(18) Uani 1 1 d . . .
H15A H 0.0644 0.1281 -0.0591 0.072 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'
S S 0.1246 0.1234 '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
C1 Ni1 C1 180.0 . 3_565 ?
C1 Ni1 S1 95.97(15) . 3_565 ?
C1 Ni1 S1 84.03(15) 3_565 3_565 ?
C1 Ni1 S1 84.03(15) . . ?
C1 Ni1 S1 95.97(15) 3_565 . ?
S1 Ni1 S1 180.00(10) 3_565 . ?
C10 S1 Ni1 114.5(2) . . ?
C1 N1 C2 111.1(4) . . ?
C1 N1 C7 124.5(4) . . ?
C2 N1 C7 124.4(4) . . ?
C1 N2 C3 111.2(4) . . ?
C1 N2 C4 123.1(4) . . ?
C3 N2 C4 125.7(4) . . ?
N2 C1 N1 104.1(4) . . ?
N2 C1 Ni1 129.1(3) . . ?
N1 C1 Ni1 126.7(3) . . ?
C3 C2 N1 106.7(4) . . ?
C3 C2 H2A 126.7 . . ?
N1 C2 H2A 126.7 . . ?
C2 C3 N2 106.9(4) . . ?
C2 C3 H3A 126.6 . . ?
N2 C3 H3A 126.6 . . ?
N2 C4 C6 111.2(4) . . ?
N2 C4 C5 110.0(4) . . ?
C6 C4 C5 111.3(4) . . ?
N2 C4 H4A 108.1 . . ?
C6 C4 H4A 108.1 . . ?
C5 C4 H4A 108.1 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C7 C9 111.0(6) . . ?
N1 C7 C8 110.4(6) . . ?
C9 C7 C8 107.2(7) . . ?
N1 C7 H7A 109.4 . . ?
C9 C7 H7A 109.4 . . ?
C8 C7 H7A 109.4 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C15 119.3(7) . . ?
C11 C10 S1 115.9(6) . . ?
C15 C10 S1 124.7(6) . . ?
C10 C11 C12 118.8(10) . . ?
C10 C11 H11A 120.6 . . ?
C12 C11 H11A 120.6 . . ?
C13 C12 C11 122.6(11) . . ?
C13 C12 H12A 118.7 . . ?
C11 C12 H12A 118.7 . . ?
C12 C13 C14 119.0(9) . . ?
C12 C13 H13A 120.5 . . ?
C14 C13 H13A 120.5 . . ?
C13 C14 C15 122.6(10) . . ?
C13 C14 H14A 118.7 . . ?
C15 C14 H14A 118.7 . . ?
C10 C15 C14 117.6(9) . . ?
C10 C15 H15A 121.2 . . ?
C14 C15 H15A 121.2 . . ?
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 C1 1.887(4) . ?
Ni1 C1 1.887(4) 3_565 ?
Ni1 S1 2.152(2) 3_565 ?
Ni1 S1 2.152(2) . ?
S1 C10 1.657(6) . ?
N1 C1 1.360(6) . ?
N1 C2 1.390(6) . ?
N1 C7 1.476(7) . ?
N2 C1 1.357(5) . ?
N2 C3 1.389(6) . ?
N2 C4 1.462(6) . ?
C2 C3 1.340(7) . ?
C2 H2A 0.9400 . ?
C3 H3A 0.9400 . ?
C4 C6 1.514(7) . ?
C4 C5 1.514(7) . ?
C4 H4A 0.9900 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 H5C 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 H6C 0.9700 . ?
C7 C9 1.493(11) . ?
C7 C8 1.526(13) . ?
C7 H7A 0.9900 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 H8C 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?
C10 C11 1.389(10) . ?
C10 C15 1.397(9) . ?
C11 C12 1.450(14) . ?
C11 H11A 0.9400 . ?
C12 C13 1.29(2) . ?
C12 H12A 0.9400 . ?
C13 C14 1.376(18) . ?
C13 H13A 0.9400 . ?
C14 C15 1.427(12) . ?
C14 H14A 0.9400 . ?
C15 H15A 0.9400 . ?
