#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:00:24 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178544 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/51/4065151.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_4065151
loop_
_publ_author_name
'Rit, Arnab'
'Pape, Tania'
'Hahn, F. Ekkehardt'
_publ_section_title
;
 Polynuclear Architectures with Di- and Tricarbene Ligands
;
_journal_issue                   23
_journal_name_full               Organometallics
_journal_page_first              6393
_journal_paper_doi               10.1021/om200591d
_journal_volume                  30
_journal_year                    2011
_chemical_formula_sum            'C16 H20 F12 N4 P2'
_chemical_formula_weight         558.30
_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                 98.2340(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.5008(4)
_cell_length_b                   12.3583(6)
_cell_length_c                   10.4088(5)
_cell_measurement_reflns_used    900
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      22.5
_cell_measurement_theta_min      1
_cell_volume                     1082.23(9)
_computing_cell_refinement       'APEX2(Bruker AXS, 2007)'
_computing_data_collection       'APEX2(Bruker AXS, 2007)'
_computing_data_reduction        'SAINT,SADABS (Bruker AXS, 2007 )'
_computing_molecular_graphics
;
ORTEP3,L.J. Farrugia, J. Appl. Cryst. (1997) 30, 565
;
_computing_structure_refinement
;
SHELXL-97, G. M. Sheldrick, Acta Cryst. (2008) A64, 112-122
;
_computing_structure_solution
;
SHELXS-97 , G. M. Sheldrick, Acta Cryst. (2008) A64, 112-122
;
_diffrn_ambient_temperature      153(2)
_diffrn_detector_area_resol_mean 80
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'Omega and Phi scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0158
_diffrn_reflns_av_sigmaI/netI    0.0141
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12311
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.57
_exptl_absorpt_coefficient_mu    0.317
_exptl_absorpt_correction_T_max  0.9843
_exptl_absorpt_correction_T_min  0.9336
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 Corrections were done with the SADABS program, utilizing the none merged
 raw data obtained from the integration process. Integration and final cell
 refinement were done with SAINT.

 SADABS reports ratio of Tmin/Tmax =   0.843755  

;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.713
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'transparent stick'
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.993
_refine_diff_density_min         -0.508
_refine_diff_density_rms         0.128
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         3148
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0524
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0891P)²+0.6573P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1468
_refine_ls_wR_factor_ref         0.1521
_reflns_number_gt                2788
_reflns_number_total             3148
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om200591d_si_001.cif
_cod_data_source_block           H2-3(PF6)2
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4065151
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
C1 C 0.1379(2) 0.74611(13) 0.35243(16) 0.0277(3) Uani 1 1 d .
H1 H 0.1389 0.7849 0.2738 0.033 Uiso 1 1 calc R
N1 N 0.17344(17) 0.64227(11) 0.37075(14) 0.0270(3) Uani 1 1 d .
N2 N 0.10067(17) 0.78712(11) 0.46302(14) 0.0252(3) Uani 1 1 d .
C2 C 0.1585(2) 0.61511(15) 0.49657(17) 0.0303(3) Uani 1 1 d .
H2 H 0.1765 0.5457 0.5352 0.036 Uiso 1 1 calc R
C3 C 0.1133(2) 0.70549(14) 0.55529(17) 0.0287(3) Uani 1 1 d .
H3 H 0.0941 0.7117 0.6427 0.034 Uiso 1 1 calc R
C4 C 0.2179(2) 0.56823(15) 0.27063(18) 0.0326(4) Uani 1 1 d .
H4A H 0.2979 0.5158 0.3114 0.039 Uiso 1 1 calc R
H4B H 0.2663 0.6102 0.2054 0.039 Uiso 1 1 calc R
C5 C 0.0745(3) 0.50787(18) 0.2043(2) 0.0436(5) Uani 1 1 d .
H5A H 0.0283 0.4647 0.2684 0.065 Uiso 1 1 calc R
H5B H 0.1066 0.4600 0.1376 0.065 Uiso 1 1 calc R
H5C H -0.0046 0.5597 0.1637 0.065 Uiso 1 1 calc R
C6 C 0.04991(19) 0.89613(13) 0.48121(15) 0.0249(3) Uani 1 1 d .
C7 C 0.0907(2) 0.94479(14) 0.60193(16) 0.0280(3) Uani 1 1 d .
H7 H 0.1525 0.9067 0.6707 0.034 Uiso 1 1 calc R
C8 C -0.0400(2) 0.95018(14) 0.37936(16) 0.0283(3) Uani 1 1 d .
H8 H -0.0668 0.9158 0.2975 0.034 Uiso 1 1 calc R
P1 P 0.13208(5) 0.79171(4) 0.95686(4) 0.02688(15) Uani 1 1 d .
F1 F 0.1759(2) 0.66721(12) 0.97512(16) 0.0563(4) Uani 1 1 d .
F2 F 0.26769(15) 0.80517(14) 0.86541(13) 0.0523(4) Uani 1 1 d .
F3 F 0.00508(14) 0.76381(10) 0.83229(11) 0.0383(3) Uani 1 1 d .
F4 F -0.00200(16) 0.77682(14) 1.04794(13) 0.0543(4) Uani 1 1 d .
F5 F 0.25839(16) 0.81949(15) 1.08198(12) 0.0530(4) Uani 1 1 d .
F6 F 0.0883(2) 0.91605(11) 0.93667(17) 0.0588(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'
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
N1 C1 N2 108.68(15) . .
C1 N1 C2 108.85(14) . .
C1 N1 C4 125.06(15) . .
C2 N1 C4 126.08(15) . .
C1 N2 C3 108.43(14) . .
C1 N2 C6 125.61(14) . .
C3 N2 C6 125.92(14) . .
C3 C2 N1 107.40(15) . .
C2 C3 N2 106.64(15) . .
N1 C4 C5 110.95(16) . .
C8 C6 C7 121.40(15) . .
C8 C6 N2 119.65(15) . .
C7 C6 N2 118.94(15) . .
C8 C7 C6 119.21(15) 3_576 .
C6 C8 C7 119.39(15) . 3_576
F6 P1 F1 179.27(9) . .
F6 P1 F4 90.94(10) . .
F1 P1 F4 89.58(9) . .
F6 P1 F3 89.04(8) . .
F1 P1 F3 90.44(8) . .
F4 P1 F3 90.01(7) . .
F6 P1 F5 90.98(9) . .
F1 P1 F5 89.53(9) . .
F4 P1 F5 89.67(8) . .
F3 P1 F5 179.68(8) . .
F6 P1 F2 89.76(9) . .
F1 P1 F2 89.72(9) . .
F4 P1 F2 179.30(9) . .
F3 P1 F2 90.02(7) . .
F5 P1 F2 90.30(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.326(2) .
C1 N2 1.337(2) .
N1 C2 1.375(2) .
N1 C4 1.476(2) .
N2 C3 1.386(2) .
N2 C6 1.435(2) .
C2 C3 1.355(2) .
C4 C5 1.510(3) .
C6 C8 1.387(2) .
C6 C7 1.391(2) .
C7 C8 1.390(2) 3_576
C8 C7 1.390(2) 3_576
P1 F6 1.5879(14) .
P1 F1 1.5882(14) .
P1 F4 1.5942(13) .
P1 F3 1.6014(12) .
P1 F5 1.6020(13) .
P1 F2 1.6052(13) .
