#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:05:23 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178548 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/55/4065504.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_4065504
loop_
_publ_author_name
'Oertel, Anna Magdalena'
'Ritleng, Vincent'
'Burr, Loïc'
'Chetcuti, Michael J.'
_publ_section_title
;
 Synthesis and Structural Characterization of Half-Sandwich Nickel
 Complexes Bearing Two Different N-Heterocyclic Carbene Ligands
;
_journal_issue                   24
_journal_name_full               Organometallics
_journal_page_first              6685
_journal_paper_doi               10.1021/om200864z
_journal_volume                  30
_journal_year                    2011
_chemical_formula_moiety         'C12 H16 N3 Ni, B F4'
_chemical_formula_sum            'C12 H16 B F4 N3 Ni'
_chemical_formula_weight         347.80
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                97.351(2)
_cell_angle_beta                 93.501(2)
_cell_angle_gamma                93.098(2)
_cell_formula_units_Z            2
_cell_length_a                   6.8787(6)
_cell_length_b                   10.1410(8)
_cell_length_c                   10.8037(9)
_cell_measurement_reflns_used    7942
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      31.08
_cell_measurement_theta_min      2.59
_cell_volume                     744.59(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0142
_diffrn_reflns_av_sigmaI/netI    0.0188
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10183
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         31.12
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    1.340
_exptl_absorpt_correction_T_max  0.6893
_exptl_absorpt_correction_T_min  0.5655
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             356
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.952
_refine_diff_density_min         -0.682
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         4643
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0392
_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)+(0.0378P)²+0.8044P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0931
_refine_ls_wR_factor_ref         0.0986
_reflns_number_gt                4182
_reflns_number_total             4643
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            om200864z_si_001.cif
_cod_data_source_block           mcamo100512
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               4065504
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
C1 C 0.5131(3) 0.30790(17) 0.16224(16) 0.0238(3) Uani 1 1 d .
C2 C 0.7259(3) 0.47982(19) 0.14467(19) 0.0308(4) Uani 1 1 d .
H2 H 0.8078 0.5589 0.1661 0.037 Uiso 1 1 calc R
C3 C 0.6970(3) 0.4074(2) 0.03134(19) 0.0317(4) Uani 1 1 d .
H3 H 0.7546 0.4253 -0.0429 0.038 Uiso 1 1 calc R
C4 C 0.6084(3) 0.4596(2) 0.35771(19) 0.0373(4) Uani 1 1 d .
H4A H 0.6926 0.5411 0.3812 0.056 Uiso 1 1 calc R
H4B H 0.6550 0.3893 0.4043 0.056 Uiso 1 1 calc R
H4C H 0.4743 0.4770 0.3775 0.056 Uiso 1 1 calc R
C5 C 0.5039(4) 0.1971(2) -0.0574(2) 0.0442(5) Uani 1 1 d .
H5A H 0.4278 0.1267 -0.0241 0.066 Uiso 1 1 calc R
H5B H 0.6182 0.1599 -0.0953 0.066 Uiso 1 1 calc R
H5C H 0.4228 0.2338 -0.1208 0.066 Uiso 1 1 calc R
C6 C 0.0658(4) 0.2083(5) 0.1133(2) 0.0833(15) Uani 1 1 d .
H6 H 0.0623 0.2076 0.0252 0.100 Uiso 1 1 calc R
C7 C 0.0380(4) 0.1017(3) 0.1816(4) 0.0699(11) Uani 1 1 d .
H7 H 0.0124 0.0105 0.1492 0.084 Uiso 1 1 calc R
C8 C 0.0551(4) 0.1557(6) 0.3044(4) 0.0908(17) Uani 1 1 d .
H8 H 0.0453 0.1038 0.3713 0.109 Uiso 1 1 calc R
C9 C 0.0841(5) 0.2765(7) 0.3205(4) 0.0943(18) Uani 1 1 d .
H9 H 0.0928 0.3307 0.3995 0.113 Uiso 1 1 calc R
C10 C 0.1016(4) 0.3210(3) 0.2116(6) 0.0895(17) Uani 1 1 d .
H10 H 0.1322 0.4107 0.1995 0.107 Uiso 1 1 calc R
C11 C 0.5716(3) 0.00368(18) 0.33294(17) 0.0265(3) Uani 1 1 d .
C12 C 0.6803(3) -0.0949(2) 0.3889(2) 0.0339(4) Uani 1 1 d .
H12A H 0.7500 -0.0532 0.4671 0.051 Uiso 1 1 calc R
H12B H 0.7744 -0.1309 0.3310 0.051 Uiso 1 1 calc R
H12C H 0.5899 -0.1672 0.4063 0.051 Uiso 1 1 calc R
N1 N 0.6134(2) 0.41686(15) 0.22402(14) 0.0261(3) Uani 1 1 d .
N2 N 0.5674(2) 0.30215(16) 0.04360(14) 0.0273(3) Uani 1 1 d .
N3 N 0.4829(2) 0.07993(16) 0.28994(14) 0.0274(3) Uani 1 1 d .
B1 B 0.8665(3) 0.2674(2) -0.3196(2) 0.0300(4) Uani 1 1 d .
F1 F 0.8162(3) 0.15122(15) -0.39831(16) 0.0596(4) Uani 1 1 d .
F2 F 0.9861(3) 0.34838(17) -0.37867(15) 0.0596(5) Uani 1 1 d .
F3 F 0.7017(3) 0.3309(2) -0.28666(18) 0.0665(5) Uani 1 1 d .
F4 F 0.9663(2) 0.23875(17) -0.21162(14) 0.0525(4) Uani 1 1 d .
Ni1 Ni 0.32141(3) 0.19867(2) 0.22468(2) 0.02554(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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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
N1 C1 N2 104.55(15)
N1 C1 Ni1 127.23(13)
N2 C1 Ni1 127.96(13)
C3 C2 N1 106.66(17)
C3 C2 H2 126.7
N1 C2 H2 126.7
C2 C3 N2 106.71(17)
C2 C3 H3 126.6
N2 C3 H3 126.6
N1 C4 H4A 109.5
N1 C4 H4B 109.5
H4A C4 H4B 109.5
N1 C4 H4C 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
N2 C5 H5A 109.5
N2 C5 H5B 109.5
H5A C5 H5B 109.5
N2 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
C7 C6 C10 102.3(3)
C7 C6 Ni1 72.61(15)
C10 C6 Ni1 66.76(15)
C7 C6 H6 128.9
C10 C6 H6 128.9
Ni1 C6 H6 123.5
C8 C7 C6 105.9(3)
C8 C7 Ni1 70.74(17)
C6 C7 Ni1 68.75(16)
C8 C7 H7 127.1
C6 C7 H7 127.1
Ni1 C7 H7 125.0
C9 C8 C7 113.9(3)
C9 C8 Ni1 73.3(2)
C7 C8 Ni1 71.82(18)
C9 C8 H8 123.1
C7 C8 H8 123.1
Ni1 C8 H8 123.3
C8 C9 C10 109.8(4)
C8 C9 Ni1 73.2(2)
C10 C9 Ni1 67.12(18)
C8 C9 H9 125.1
C10 C9 H9 125.1
Ni1 C9 H9 126.1
C9 C10 C6 108.1(3)
C9 C10 Ni1 75.7(2)
C6 C10 Ni1 71.67(16)
C9 C10 H10 126.0
C6 C10 H10 126.0
Ni1 C10 H10 118.6
N3 C11 C12 178.6(2)
C11 C12 H12A 109.5
C11 C12 H12B 109.5
H12A C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C1 N1 C2 111.04(15)
C1 N1 C4 124.23(17)
C2 N1 C4 124.70(17)
C1 N2 C3 111.03(16)
C1 N2 C5 124.95(17)
C3 N2 C5 123.99(17)
C11 N3 Ni1 175.60(16)
F2 B1 F1 109.18(18)
F2 B1 F3 110.3(2)
F1 B1 F3 110.26(19)
F2 B1 F4 108.81(18)
F1 B1 F4 109.72(19)
F3 B1 F4 108.53(18)
N3 Ni1 C1 98.86(7)
N3 Ni1 C10 159.43(17)
C1 Ni1 C10 96.72(12)
N3 Ni1 C6 142.71(16)
C1 Ni1 C6 106.19(12)
C10 Ni1 C6 41.57(17)
N3 Ni1 C8 101.78(13)
C1 Ni1 C8 155.63(18)
C10 Ni1 C8 60.37(17)
C6 Ni1 C8 63.21(11)
N3 Ni1 C9 122.23(18)
C1 Ni1 C9 122.7(2)
C10 Ni1 C9 37.20(19)
C6 Ni1 C9 64.74(13)
C8 Ni1 C9 33.43(19)
N3 Ni1 C7 108.34(10)
C1 Ni1 C7 143.13(13)
C10 Ni1 C7 64.66(11)
C6 Ni1 C7 38.65(15)
C8 Ni1 C7 37.44(17)
C9 Ni1 C7 61.25(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.347(2)
C1 N2 1.352(2)
C1 Ni1 1.8878(18)
C2 C3 1.342(3)
C2 N1 1.382(2)
C2 H2 0.9500
C3 N2 1.378(2)
C3 H3 0.9500
C4 N1 1.457(2)
C4 H4A 0.9800
C4 H4B 0.9800
C4 H4C 0.9800
C5 N2 1.453(3)
C5 H5A 0.9800
C5 H5B 0.9800
C5 H5C 0.9800
C6 C7 1.396(5)
C6 C10 1.456(6)
C6 Ni1 2.083(3)
C6 H6 0.9500
C7 C8 1.365(6)
C7 Ni1 2.133(3)
C7 H7 0.9500
C8 C9 1.219(7)
C8 Ni1 2.119(3)
C8 H8 0.9500
C9 C10 1.323(7)
C9 Ni1 2.121(3)
C9 H9 0.9500
C10 Ni1 2.016(3)
C10 H10 0.9500
C11 N3 1.138(2)
C11 C12 1.450(3)
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
N3 Ni1 1.8567(16)
B1 F2 1.372(3)
B1 F1 1.376(2)
B1 F3 1.377(3)
B1 F4 1.388(3)
