#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:02:18 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178690 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/01/4080171.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_4080171
loop_
_publ_author_name
'Wiese, Stefan'
'Aguila, Mae Joanne B.'
'Kogut, Elzbieta'
'Warren, Timothy H.'
_publ_contact_author             'Timothy H. Warren'
_publ_section_title
;
 β-Diketiminato Nickel Imides in Catalytic Nitrene Transfer to
 Isocyanides
;
_journal_issue                   8
_journal_name_full               Organometallics
_journal_page_first              2300
_journal_paper_doi               10.1021/om300909n
_journal_volume                  32
_journal_year                    2013
_chemical_formula_sum            'C24 H29 N2 Ni O'
_chemical_formula_weight         420.20
_chemical_name_common            {[Me3NN]Ni}2(m-CO)2
_chemical_name_systematic
; 
 ? 
;
_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                 108.48(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   22.103(15)
_cell_length_b                   8.942(9)
_cell_length_c                   22.82(2)
_cell_measurement_reflns_used    919
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      19.699
_cell_measurement_theta_min      2.475
_cell_volume                     4278(6)
_computing_cell_refinement       'Bruker APEXII'
_computing_data_collection       'Bruker APEXII'
_computing_data_reduction        'Bruker APEXII'
_computing_molecular_graphics
'XSEED for Windows with POV-Ray; Barbour L (1999)'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0850
_diffrn_reflns_av_sigmaI/netI    0.0781
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            21248
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         1.88
_exptl_absorpt_coefficient_mu    0.923
_exptl_absorpt_correction_T_max  0.8020
_exptl_absorpt_correction_T_min  0.7692
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS based on Blessing's method; Blessing, Acta Cryst. (1995) A51 33-38'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1784
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.500
_refine_diff_density_min         -0.751
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       0.0010(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.967
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         4423
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.967
_refine_ls_R_factor_all          0.1095
_refine_ls_R_factor_gt           0.0511
_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)+(0.0758P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1201
_refine_ls_wR_factor_ref         0.1355
_reflns_number_gt                2656
_reflns_number_total             4423
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om300909n_si_002.cif
_cod_data_source_block           cmpd_7
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        4277(6)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4080171
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ni1 Ni 0.44277(2) 0.60984(5) 0.23423(2) 0.03551(18) Uani 1 1 d .
N2 N 0.35946(14) 0.5853(3) 0.17578(13) 0.0370(7) Uani 1 1 d .
N1 N 0.41594(13) 0.7463(3) 0.28652(12) 0.0363(7) Uani 1 1 d .
C3 C 0.31230(16) 0.6820(4) 0.16854(16) 0.0384(8) Uani 1 1 d .
C1 C 0.36204(18) 0.8239(4) 0.26596(16) 0.0406(9) Uani 1 1 d .
C2 C 0.31656(18) 0.8027(4) 0.20870(16) 0.0434(9) Uani 1 1 d .
H2 H 0.2849 0.8781 0.1953 0.052 Uiso 1 1 calc R
C6 C 0.44927(18) 0.7617(4) 0.35173(16) 0.0424(9) Uani 1 1 d .
C12 C 0.34661(16) 0.4508(4) 0.13938(18) 0.0411(9) Uani 1 1 d .
C11 C 0.42861(19) 0.6755(5) 0.39318(18) 0.0502(10) Uani 1 1 d .
C9 C 0.5111(2) 0.7863(5) 0.47921(18) 0.0580(12) Uani 1 1 d .
C8 C 0.5290(2) 0.8727(5) 0.43734(17) 0.0526(10) Uani 1 1 d .
H8 H 0.5628 0.9424 0.4525 0.063 Uiso 1 1 calc R
C17 C 0.35087(17) 0.4466(4) 0.08045(18) 0.0451(9) Uani 1 1 d .
C13 C 0.33163(18) 0.3238(5) 0.1671(2) 0.0549(11) Uani 1 1 d .
C18 C 0.5211(2) 0.9594(5) 0.33130(17) 0.0525(10) Uani 1 1 d .
H18A H 0.5525 1.0317 0.3554 0.079 Uiso 1 1 calc R
H18B H 0.4843 1.0130 0.3038 0.079 Uiso 1 1 calc R
H18C H 0.5405 0.8976 0.3066 0.079 Uiso 1 1 calc R
C15 C 0.32300(19) 0.1835(5) 0.0753(3) 0.0703(14) Uani 1 1 d .
C23 C 0.3683(2) 0.5811(5) 0.05103(18) 0.0565(11) Uani 1 1 d .
H23A H 0.4053 0.6302 0.0804 0.085 Uiso 1 1 calc R
H23B H 0.3322 0.6507 0.0391 0.085 Uiso 1 1 calc R
H23C H 0.3791 0.5511 0.0142 0.085 Uiso 1 1 calc R
C20 C 0.3729(2) 0.5718(5) 0.3705(2) 0.0677(13) Uani 1 1 d .
H20A H 0.3842 0.4886 0.3479 0.102 Uiso 1 1 calc R
H20B H 0.3364 0.6262 0.3429 0.102 Uiso 1 1 calc R
H20C H 0.3616 0.5325 0.4057 0.102 Uiso 1 1 calc R
C10 C 0.4606(2) 0.6875(5) 0.45592(19) 0.0601(12) Uani 1 1 d .
H10 H 0.4476 0.6264 0.4839 0.072 Uiso 1 1 calc R
C16 C 0.33899(18) 0.3091(5) 0.0489(2) 0.0589(12) Uani 1 1 d .
H16 H 0.3421 0.3030 0.0084 0.071 Uiso 1 1 calc R
C19 C 0.5459(2) 0.7946(6) 0.54787(18) 0.0836(17) Uani 1 1 d .
H19A H 0.5832 0.7287 0.5582 0.125 Uiso 1 1 calc R
H19B H 0.5173 0.7627 0.5707 0.125 Uiso 1 1 calc R
H19C H 0.5598 0.8977 0.5592 0.125 Uiso 1 1 calc R
C21 C 0.3287(2) 0.3262(6) 0.2318(2) 0.0767(15) Uani 1 1 d .
H21A H 0.3078 0.2349 0.2395 0.115 Uiso 1 1 calc R
H21B H 0.3042 0.4137 0.2372 0.115 Uiso 1 1 calc R
H21C H 0.3720 0.3316 0.2611 0.115 Uiso 1 1 calc R
C22 C 0.3088(2) 0.0385(6) 0.0396(3) 0.109(2) Uani 1 1 d .
H22A H 0.2635 0.0138 0.0303 0.163 Uiso 1 1 calc R
H22B H 0.3349 -0.0417 0.0644 0.163 Uiso 1 1 calc R
H22C H 0.3187 0.0493 0.0009 0.163 Uiso 1 1 calc R
C7 C 0.49959(18) 0.8616(4) 0.37412(16) 0.0431(9) Uani 1 1 d .
C5 C 0.25000(17) 0.6625(5) 0.11780(17) 0.0502(10) Uani 1 1 d .
H5A H 0.2569 0.6734 0.0776 0.075 Uiso 1 1 calc R
H5B H 0.2197 0.7385 0.1219 0.075 Uiso 1 1 calc R
H5C H 0.2328 0.5627 0.1207 0.075 Uiso 1 1 calc R
C24 C 0.48583(16) 0.5152(4) 0.19267(18) 0.0418(9) Uani 1 1 d .
C4 C 0.3473(2) 0.9415(5) 0.30701(18) 0.0560(11) Uani 1 1 d .
H4A H 0.3385 0.8929 0.3420 0.084 Uiso 1 1 calc R
H4B H 0.3098 0.9991 0.2832 0.084 Uiso 1 1 calc R
H4C H 0.3839 1.0087 0.3225 0.084 Uiso 1 1 calc R
C14 C 0.3197(2) 0.1936(5) 0.1343(3) 0.0706(14) Uani 1 1 d .
H14 H 0.3088 0.1070 0.1528 0.085 Uiso 1 1 calc R
O1 O 0.49746(12) 0.4360(3) 0.15727(13) 0.0573(8) Uani 1 1 d .
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'
O O 0.0106 0.0060 '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
C24 Ni1 N2 97.74(16) . .
C24 Ni1 N1 164.56(14) . .
N2 Ni1 N1 95.00(13) . .
C24 Ni1 C24 80.4(2) . 2_655
N2 Ni1 C24 146.18(13) . 2_655
N1 Ni1 C24 93.75(14) . 2_655
C24 Ni1 Ni1 57.50(12) . 2_655
N2 Ni1 Ni1 154.00(9) . 2_655
N1 Ni1 Ni1 108.44(9) . 2_655
C24 Ni1 Ni1 45.54(10) 2_655 2_655
C3 N2 C12 118.1(3) . .
C3 N2 Ni1 123.9(3) . .
C12 N2 Ni1 118.0(2) . .
C1 N1 C6 115.0(3) . .
C1 N1 Ni1 122.0(2) . .
C6 N1 Ni1 122.8(2) . .
N2 C3 C2 122.4(3) . .
N2 C3 C5 120.9(3) . .
C2 C3 C5 116.7(3) . .
N1 C1 C2 124.2(3) . .
N1 C1 C4 119.3(3) . .
C2 C1 C4 116.4(3) . .
C1 C2 C3 126.9(3) . .
C7 C6 C11 119.9(3) . .
C7 C6 N1 121.8(3) . .
C11 C6 N1 118.3(4) . .
C17 C12 C13 121.4(4) . .
C17 C12 N2 121.7(3) . .
C13 C12 N2 116.9(3) . .
C10 C11 C6 119.0(4) . .
C10 C11 C20 120.0(4) . .
C6 C11 C20 121.0(4) . .
C8 C9 C10 117.6(4) . .
C8 C9 C19 121.7(5) . .
C10 C9 C19 120.7(4) . .
C9 C8 C7 122.5(4) . .
C12 C17 C16 117.6(4) . .
C12 C17 C23 121.7(3) . .
C16 C17 C23 120.6(4) . .
C14 C13 C12 118.7(4) . .
C14 C13 C21 119.5(4) . .
C12 C13 C21 121.8(4) . .
C16 C15 C14 118.5(4) . .
C16 C15 C22 120.3(5) . .
C14 C15 C22 121.2(5) . .
C11 C10 C9 122.0(4) . .
C15 C16 C17 121.6(4) . .
C8 C7 C6 119.0(4) . .
C8 C7 C18 119.8(4) . .
C6 C7 C18 121.2(3) . .
O1 C24 Ni1 160.8(3) . .
O1 C24 Ni1 121.8(3) . 2_655
Ni1 C24 Ni1 76.96(16) . 2_655
C13 C14 C15 122.2(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 C24 1.759(4) .
Ni1 N2 1.913(3) .
Ni1 N1 1.927(3) .
Ni1 C24 2.078(4) 2_655
Ni1 Ni1 2.4008(19) 2_655
N2 C3 1.324(4) .
N2 C12 1.437(5) .
N1 C1 1.329(4) .
N1 C6 1.442(4) .
C3 C2 1.399(5) .
C3 C5 1.502(5) .
C1 C2 1.386(5) .
C1 C4 1.511(5) .
C6 C7 1.392(5) .
C6 C11 1.404(5) .
C12 C17 1.378(5) .
C12 C13 1.390(5) .
C11 C10 1.385(6) .
C11 C20 1.497(6) .
C9 C8 1.381(6) .
C9 C10 1.390(6) .
C9 C19 1.512(6) .
C8 C7 1.385(5) .
C17 C16 1.407(5) .
C17 C23 1.487(5) .
C13 C14 1.364(6) .
C13 C21 1.500(6) .
C18 C7 1.496(5) .
C15 C16 1.372(6) .
C15 C14 1.373(7) .
C15 C22 1.510(6) .
C24 O1 1.163(4) .
C24 Ni1 2.078(4) 2_655
