#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/48/1514807.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_1514807
loop_
_publ_author_name
'Böttcher, Tobias'
'Bassil, Bassem S.'
'Zhechkov, Lyuben'
'Heine, Thomas'
'Röschenthaler, Gerd-Volker'
_publ_section_title
;
 (NHCMe)SiCl4: a versatile carbene transfer reagent -- synthesis from
 silicochloroform
;
_journal_issue                   1
_journal_name_full               'Chemical Science'
_journal_page_first              77
_journal_paper_doi               10.1039/c2sc21214e
_journal_volume                  4
_journal_year                    2013
_chemical_formula_sum            'C10 H20 Cl2 N4 Ni'
_chemical_formula_weight         325.91
_chemical_name_systematic
;
?
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.756(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.0672(11)
_cell_length_b                   13.6398(12)
_cell_length_c                   12.880(2)
_cell_measurement_reflns_used    36
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      12.50
_cell_measurement_theta_min      2.77
_cell_volume                     1392.4(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT, SADABS and XPREP'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '2θ/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  0.0664
_diffrn_reflns_av_sigmaI/netI    0.0721
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6878
_diffrn_reflns_theta_full        26.36
_diffrn_reflns_theta_max         26.36
_diffrn_reflns_theta_min         3.55
_exptl_absorpt_coefficient_mu    1.762
_exptl_absorpt_correction_T_max  0.7196
_exptl_absorpt_correction_T_min  0.4179
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.514
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2837
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0310
_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)+(0.0340P)²+0.3000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0813
_refine_ls_wR_factor_ref         0.0847
_reflns_number_gt                2486
_reflns_number_total             2837
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2sc21214e.txt
_cod_data_source_block           try
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               1514807
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
Ni Ni 0.05483(3) 0.209968(17) 0.282926(19) 0.02086(11) Uani 1 1 d .
Cl1 Cl -0.14569(8) 0.09949(4) 0.22873(4) 0.03228(15) Uani 1 1 d .
Cl2 Cl 0.04583(8) 0.27275(4) 0.12357(4) 0.03163(15) Uani 1 1 d .
C1 C 0.2079(3) 0.30815(16) 0.33614(16) 0.0259(5) Uani 1 1 d .
C2 C 0.4579(4) 0.39063(18) 0.4038(2) 0.0440(7) Uani 1 1 d .
H2A H 0.5250 0.4222 0.3560 0.053 Uiso 1 1 calc R
H2B H 0.5322 0.3766 0.4724 0.053 Uiso 1 1 calc R
C3 C 0.3090(4) 0.45415(19) 0.41793(19) 0.0460(7) Uani 1 1 d .
H3A H 0.3052 0.4632 0.4937 0.055 Uiso 1 1 calc R
H3B H 0.3142 0.5192 0.3846 0.055 Uiso 1 1 calc R
C4 C 0.4744(4) 0.2187(2) 0.3345(2) 0.0386(6) Uani 1 1 d .
H4A H 0.3993 0.1660 0.3025 0.058 Uiso 1 1 calc R
H4B H 0.5438 0.1952 0.4005 0.058 Uiso 1 1 calc R
H4C H 0.5477 0.2387 0.2856 0.058 Uiso 1 1 calc R
C5 C -0.0011(4) 0.44162(17) 0.33930(19) 0.0404(6) Uani 1 1 d .
H5A H -0.0821 0.3931 0.3039 0.061 Uiso 1 1 calc R
H5B H 0.0020 0.4978 0.2923 0.061 Uiso 1 1 calc R
H5C H -0.0357 0.4636 0.4045 0.061 Uiso 1 1 calc R
C6 C 0.0991(3) 0.15445(15) 0.41882(16) 0.0249(4) Uani 1 1 d .
C7 C 0.2193(4) 0.04899(19) 0.55489(18) 0.0400(6) Uani 1 1 d .
H7A H 0.3404 0.0465 0.5878 0.048 Uiso 1 1 calc R
H7B H 0.1667 -0.0152 0.5645 0.048 Uiso 1 1 calc R
C8 C 0.1296(4) 0.1318(2) 0.60071(18) 0.0405(6) Uani 1 1 d .
H8A H 0.0452 0.1062 0.6406 0.049 Uiso 1 1 calc R
H8B H 0.2107 0.1742 0.6477 0.049 Uiso 1 1 calc R
C9 C 0.2596(4) 0.01182(18) 0.3699(2) 0.0416(6) Uani 1 1 d .
H9A H 0.2326 0.0397 0.2986 0.062 Uiso 1 1 calc R
H9B H 0.2070 -0.0529 0.3703 0.062 Uiso 1 1 calc R
H9C H 0.3822 0.0054 0.3912 0.062 Uiso 1 1 calc R
C10 C -0.0520(4) 0.2704(2) 0.5162(2) 0.0412(6) Uani 1 1 d .
H10A H -0.0976 0.2969 0.4459 0.062 Uiso 1 1 calc R
H10B H 0.0185 0.3201 0.5581 0.062 Uiso 1 1 calc R
H10C H -0.1452 0.2525 0.5516 0.062 Uiso 1 1 calc R
N1 N 0.3752(3) 0.30116(15) 0.35649(16) 0.0333(5) Uani 1 1 d .
N2 N 0.1637(3) 0.39800(14) 0.36443(15) 0.0355(5) Uani 1 1 d .
N3 N 0.1963(3) 0.07550(14) 0.44280(14) 0.0326(4) Uani 1 1 d .
N4 N 0.0480(3) 0.18502(15) 0.50579(14) 0.0311(4) 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'
Cl Cl 0.1484 0.1585 '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
C1 Ni C6 87.09(9)
C1 Ni Cl2 88.16(6)
C6 Ni Cl2 170.96(7)
C1 Ni Cl1 174.24(7)
C6 Ni Cl1 91.15(7)
Cl2 Ni Cl1 94.30(2)
N1 C1 N2 108.8(2)
N1 C1 Ni 126.84(18)
N2 C1 Ni 124.3(2)
N1 C2 C3 102.5(2)
N2 C3 C2 103.1(2)
N4 C6 N3 108.62(18)
N4 C6 Ni 128.51(17)
N3 C6 Ni 122.84(16)
N3 C7 C8 102.55(19)
N4 C8 C7 102.49(19)
C1 N1 C4 126.8(2)
C1 N1 C2 112.9(2)
C4 N1 C2 120.3(2)
C1 N2 C5 126.6(2)
C1 N2 C3 112.0(2)
C5 N2 C3 121.1(2)
C6 N3 C9 126.89(19)
C6 N3 C7 112.82(19)
C9 N3 C7 119.9(2)
C6 N4 C10 126.9(2)
C6 N4 C8 112.6(2)
C10 N4 C8 119.7(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ni C1 1.863(2)
Ni C6 1.879(2)
Ni Cl2 2.2127(7)
Ni Cl1 2.2256(6)
C1 N1 1.329(3)
C1 N2 1.345(3)
C2 N1 1.467(3)
C2 C3 1.519(4)
C3 N2 1.461(3)
C4 N1 1.439(3)
C5 N2 1.437(4)
C6 N4 1.331(3)
C6 N3 1.334(3)
C7 N3 1.466(3)
C7 C8 1.519(4)
C8 N4 1.468(3)
C9 N3 1.441(3)
C10 N4 1.438(3)
