#------------------------------------------------------------------------------
#$Date: 2016-03-21 15:17:06 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178742 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/53/4085398.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_4085398
loop_
_publ_author_name
'Brendel, Matthias'
'Wenz, Jan'
'Shishkov, Igor V.'
'Rominger, Frank'
'Hofmann, Peter'
_publ_section_title
;
 Lithium Complexes of Neutral Bis-NHC Ligands
;
_journal_issue                   3
_journal_name_full               Organometallics
_journal_page_first              669
_journal_paper_doi               10.1021/om501229b
_journal_volume                  34
_journal_year                    2015
_chemical_formula_sum            'C15 H26 F12 N4 P2'
_chemical_formula_weight         552.34
_chemical_name_common            'Lt-BuH2(PF6)2 in manuscript'
_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                 117.242(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   27.4777(15)
_cell_length_b                   6.1664(3)
_cell_length_c                   15.3962(8)
_cell_measurement_reflns_used    5015
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.57
_cell_measurement_theta_min      2.98
_cell_volume                     2319.4(2)
_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, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  mirrror
_diffrn_radiation_source         'ImuS microsource'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0207
_diffrn_reflns_av_sigmaI/netI    0.0161
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11949
_diffrn_reflns_theta_full        27.22
_diffrn_reflns_theta_max         27.22
_diffrn_reflns_theta_min         1.67
_exptl_absorpt_coefficient_mu    0.294
_exptl_absorpt_correction_T_max  0.9712
_exptl_absorpt_correction_T_min  0.9545
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2008). SADABS. University of Göttingen, Germany.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       polyhedron
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.222
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         2564
_refine_ls_number_restraints     255
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0416
_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)+(0.0504P)²+2.7327P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1129
_refine_ls_wR_factor_ref         0.1192
_reflns_number_gt                2104
_reflns_number_total             2564
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om501229b_si_002.cif
_cod_data_source_block           tp3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/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 3008 2015-01-20 13:52:24Z robertas 

 Adding full bibliography for 4085393--4085398.cif.
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4085398
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.09398(7) 0.6123(3) 0.30333(13) 0.0347(4) Uani 1 1 d . . .
H1 H 0.1108 0.6894 0.3633 0.042 Uiso 1 1 calc R . .
N2 N 0.04081(6) 0.6168(3) 0.23995(12) 0.0379(4) Uani 1 1 d . . .
C3 C 0.03231(8) 0.4830(4) 0.16302(15) 0.0505(5) Uani 1 1 d . . .
H3 H -0.0017 0.4550 0.1075 0.061 Uiso 1 1 calc R . .
C4 C 0.08081(8) 0.3994(4) 0.18082(15) 0.0486(5) Uani 1 1 d . . .
H4 H 0.0876 0.3005 0.1403 0.058 Uiso 1 1 calc R . .
N5 N 0.11943(6) 0.4831(3) 0.26900(11) 0.0333(3) Uani 1 1 d . . .
C6 C 0.17998(7) 0.4382(3) 0.31467(14) 0.0369(4) Uani 1 1 d . . .
C7 C 0.20080(9) 0.5175(5) 0.2440(2) 0.0645(7) Uani 1 1 d . . .
H7A H 0.1946 0.6740 0.2340 0.097 Uiso 1 1 calc R . .
H7B H 0.1811 0.4424 0.1813 0.097 Uiso 1 1 calc R . .
H7C H 0.2401 0.4871 0.2711 0.097 Uiso 1 1 calc R . .
C8 C 0.20751(8) 0.5596(4) 0.41068(18) 0.0581(6) Uani 1 1 d . . .
H8A H 0.2012 0.7156 0.3985 0.087 Uiso 1 1 calc R . .
H8B H 0.2469 0.5303 0.4419 0.087 Uiso 1 1 calc R . .
H8C H 0.1922 0.5115 0.4538 0.087 Uiso 1 1 calc R . .
C9 C 0.18894(9) 0.1962(3) 0.33132(17) 0.0479(5) Uani 1 1 d . . .
H9A H 0.1707 0.1203 0.2686 0.072 Uiso 1 1 calc R . .
H9B H 0.1737 0.1468 0.3743 0.072 Uiso 1 1 calc R . .
H9C H 0.2283 0.1649 0.3619 0.072 Uiso 1 1 calc R . .
C10 C 0.0000 0.7505(5) 0.2500 0.0473(7) Uani 1 2 d S . .
H10A H -0.0183 0.8448 0.1919 0.057 Uiso 0.50 1 calc PR . .
H10B H 0.0183 0.8448 0.3081 0.057 Uiso 0.50 1 calc PR . .
P1 P 0.0999(2) 0.0953(9) 0.5028(4) 0.0397(8) Uani 0.621(5) 1 d PDU A 1
F11 F 0.16372(10) 0.1187(7) 0.5437(2) 0.0807(12) Uani 0.621(5) 1 d PDU A 1
F12 F 0.1041(2) -0.1619(4) 0.5044(2) 0.0922(15) Uani 0.621(5) 1 d PDU A 1
F13 F 0.0923(3) 0.0920(12) 0.3933(4) 0.0625(15) Uani 0.621(5) 1 d PDU A 1
F14 F 0.03590(10) 0.0762(6) 0.4595(2) 0.0781(11) Uani 0.621(5) 1 d PDU A 1
F15 F 0.09477(12) 0.3509(4) 0.49859(18) 0.0621(8) Uani 0.621(5) 1 d PDU A 1
F16 F 0.10712(17) 0.0955(6) 0.6113(2) 0.0656(9) Uani 0.621(5) 1 d PDU A 1
P1B P 0.1056(3) 0.0873(13) 0.5030(6) 0.0363(11) Uani 0.379(5) 1 d PDU A 2
F11B F 0.1499(3) 0.2683(10) 0.5243(3) 0.092(2) Uani 0.379(5) 1 d PDU A 2
F12B F 0.14561(19) -0.0787(9) 0.4889(4) 0.087(2) Uani 0.379(5) 1 d PDU A 2
F13B F 0.0806(5) 0.141(2) 0.3891(7) 0.071(3) Uani 0.379(5) 1 d PDU A 2
F14B F 0.0624(2) -0.0999(10) 0.4801(3) 0.082(2) Uani 0.379(5) 1 d PDU A 2
F15B F 0.0659(3) 0.2513(12) 0.5144(4) 0.110(3) Uani 0.379(5) 1 d PDU A 2
F16B F 0.1316(3) 0.0322(10) 0.6150(3) 0.0698(17) Uani 0.379(5) 1 d PDU A 2
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
N5 C1 N2 108.86(16) . .
N5 C1 H1 125.6 . .
N2 C1 H1 125.6 . .
C1 N2 C3 108.35(16) . .
C1 N2 C10 124.93(15) . .
C3 N2 C10 126.65(14) . .
C4 C3 N2 107.17(17) . .
C4 C3 H3 126.4 . .
N2 C3 H3 126.4 . .
C3 C4 N5 107.62(18) . .
C3 C4 H4 126.2 . .
N5 C4 H4 126.2 . .
C1 N5 C4 107.99(16) . .
C1 N5 C6 126.78(15) . .
C4 N5 C6 125.20(16) . .
N5 C6 C8 108.44(15) . .
N5 C6 C9 108.62(15) . .
C8 C6 C9 110.61(18) . .
N5 C6 C7 107.65(16) . .
C8 C6 C7 110.8(2) . .
C9 C6 C7 110.61(18) . .
C6 C7 H7A 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C6 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C6 C8 H8A 109.5 . .
C6 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C6 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C6 C9 H9A 109.5 . .
C6 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C6 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
N2 C10 N2 111.0(2) . 2
N2 C10 H10A 109.4 . .
N2 C10 H10A 109.4 2 .
N2 C10 H10B 109.4 . .
N2 C10 H10B 109.4 2 .
H10A C10 H10B 108.0 . .
F11 P1 F14 178.5(5) . .
F11 P1 F15 89.3(3) . .
F14 P1 F15 89.7(3) . .
F11 P1 F12 91.5(4) . .
F14 P1 F12 89.4(3) . .
F15 P1 F12 178.7(5) . .
F11 P1 F16 90.0(3) . .
F14 P1 F16 91.2(3) . .
F15 P1 F16 90.4(3) . .
F12 P1 F16 90.6(3) . .
F11 P1 F13 90.4(4) . .
F14 P1 F13 88.4(4) . .
F15 P1 F13 90.2(4) . .
F12 P1 F13 88.7(4) . .
F16 P1 F13 179.2(5) . .
F15B P1B F11B 91.8(6) . .
F15B P1B F16B 90.4(5) . .
F11B P1B F16B 90.3(5) . .
F15B P1B F14B 90.4(6) . .
F11B P1B F14B 177.7(7) . .
F16B P1B F14B 90.3(5) . .
F15B P1B F12B 178.7(7) . .
F11B P1B F12B 88.1(5) . .
F16B P1B F12B 90.8(5) . .
F14B P1B F12B 89.7(5) . .
F15B P1B F13B 91.1(7) . .
F11B P1B F13B 89.2(7) . .
F16B P1B F13B 178.4(8) . .
F14B P1B F13B 90.3(7) . .
F12B P1B F13B 87.6(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N5 1.320(2) .
C1 N2 1.335(2) .
C1 H1 0.9500 .
N2 C3 1.373(3) .
N2 C10 1.456(2) .
C3 C4 1.335(3) .
C3 H3 0.9500 .
C4 N5 1.384(2) .
C4 H4 0.9500 .
N5 C6 1.506(2) .
C6 C8 1.515(3) .
C6 C9 1.515(3) .
C6 C7 1.524(3) .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 N2 1.456(2) 2
C10 H10A 0.9900 .
C10 H10B 0.9900 .
P1 F11 1.574(6) .
P1 F14 1.575(6) .
P1 F15 1.581(6) .
P1 F12 1.590(6) .
P1 F16 1.590(6) .
P1 F13 1.601(6) .
P1B F15B 1.554(9) .
P1B F11B 1.573(8) .
P1B F16B 1.573(9) .
P1B F14B 1.575(8) .
P1B F12B 1.589(9) .
P1B F13B 1.598(10) .
