#------------------------------------------------------------------------------
#$Date: 2016-03-21 11:18:06 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178687 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/98/4079865.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_4079865
loop_
_publ_author_name
'Liu, Xiaolong'
'Pan, Shanfei'
'Wu, Junshi'
'Wang, Yapei'
'Chen, Wanzhi'
_publ_section_title
;
 A Planar π-Conjugated Naphthyridine-Based N-Heterocyclic Carbene Ligand
 and Its Derived Transition-Metal Complexes
;
_journal_issue                   1
_journal_name_full               Organometallics
_journal_page_first              209
_journal_paper_doi               10.1021/om3009876
_journal_volume                  32
_journal_year                    2013
_chemical_formula_sum            'C19 H17 Ag F6 N5 P'
_chemical_formula_weight         568.22
_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                108.700(7)
_cell_angle_beta                 101.563(5)
_cell_angle_gamma                101.030(6)
_cell_formula_units_Z            2
_cell_length_a                   7.5661(4)
_cell_length_b                   11.9468(10)
_cell_length_c                   12.6947(8)
_cell_measurement_temperature    140(2)
_cell_volume                     1023.66(14)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      140(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega 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  0.0361
_diffrn_reflns_av_sigmaI/netI    0.0443
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6309
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         3.32
_exptl_absorpt_coefficient_mu    1.134
_exptl_absorpt_correction_T_max  0.8759
_exptl_absorpt_correction_T_min  0.7129
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.843
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.661
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         3582
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0283
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0245P)²+0.4801P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0615
_refine_ls_wR_factor_ref         0.0655
_reflns_number_gt                3244
_reflns_number_total             3582
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om3009876_si_002.cif
_cod_data_source_block           complex_1
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        1023.66(12)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4079865
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
Ag1 Ag 0.60588(3) 0.51659(2) -0.094274(18) 0.02291(9) Uani 1 1 d .
C1 C 0.8698(4) 0.8693(3) 0.0511(3) 0.0251(7) Uani 1 1 d .
H1A H 0.9167 0.8500 -0.0155 0.038 Uiso 1 1 calc R
H1B H 0.9132 0.9563 0.0947 0.038 Uiso 1 1 calc R
H1C H 0.7351 0.8442 0.0264 0.038 Uiso 1 1 calc R
C2 C 0.9389(4) 0.8029(3) 0.1256(2) 0.0201(6) Uani 1 1 d .
C3 C 1.0696(4) 0.8652(3) 0.2349(2) 0.0210(6) Uani 1 1 d .
H3 H 1.1083 0.9507 0.2646 0.025 Uiso 1 1 calc R
C4 C 1.1421(4) 0.8027(3) 0.2993(2) 0.0197(6) Uani 1 1 d .
C5 C 1.2791(4) 0.8707(3) 0.4169(2) 0.0277(7) Uani 1 1 d .
H5A H 1.3082 0.9574 0.4332 0.041 Uiso 1 1 calc R
H5B H 1.3919 0.8449 0.4188 0.041 Uiso 1 1 calc R
H5C H 1.2251 0.8534 0.4742 0.041 Uiso 1 1 calc R
C6 C 1.0822(4) 0.6728(3) 0.2511(2) 0.0177(6) Uani 1 1 d .
C7 C 0.9452(4) 0.6200(2) 0.1438(2) 0.0167(6) Uani 1 1 d .
C8 C 1.1552(4) 0.5934(3) 0.3026(2) 0.0211(6) Uani 1 1 d .
H8 H 1.2503 0.6291 0.3721 0.025 Uiso 1 1 calc R
C9 C 1.0920(4) 0.4705(3) 0.2547(2) 0.0207(6) Uani 1 1 d .
H9 H 1.1432 0.4219 0.2894 0.025 Uiso 1 1 calc R
C10 C 0.9431(4) 0.4160(3) 0.1483(2) 0.0178(6) Uani 1 1 d .
C11 C 0.7336(4) 0.4213(2) -0.0016(2) 0.0154(6) Uani 1 1 d .
C12 C 0.6023(4) 0.1946(2) -0.0921(2) 0.0184(6) Uani 1 1 d .
C13 C 0.6098(4) 0.0845(3) -0.0786(2) 0.0230(6) Uani 1 1 d .
H13 H 0.6926 0.0841 -0.0138 0.028 Uiso 1 1 calc R
C14 C 0.4929(4) -0.0239(3) -0.1625(3) 0.0299(7) Uani 1 1 d .
H14 H 0.4977 -0.0979 -0.1543 0.036 Uiso 1 1 calc R
C15 C 0.3685(4) -0.0246(3) -0.2586(3) 0.0300(7) Uani 1 1 d .
H15 H 0.2885 -0.0984 -0.3139 0.036 Uiso 1 1 calc R
C16 C 0.3640(4) 0.0859(3) -0.2718(2) 0.0257(7) Uani 1 1 d .
H16 H 0.2816 0.0861 -0.3368 0.031 Uiso 1 1 calc R
C17 C 0.4812(4) 0.1954(3) -0.1890(2) 0.0203(6) Uani 1 1 d .
H17 H 0.4787 0.2693 -0.1982 0.024 Uiso 1 1 calc R
C18 C 0.3852(4) 0.6027(3) -0.2866(2) 0.0204(6) Uani 1 1 d .
C19 C 0.2819(4) 0.6320(3) -0.3787(3) 0.0283(7) Uani 1 1 d .
H19A H 0.1888 0.6697 -0.3534 0.042 Uiso 1 1 calc R
H19B H 0.2216 0.5580 -0.4458 0.042 Uiso 1 1 calc R
H19C H 0.3669 0.6878 -0.3981 0.042 Uiso 1 1 calc R
F1 F 0.3323(3) 0.37491(16) 0.45391(18) 0.0419(5) Uani 1 1 d .
F2 F 0.3566(3) 0.28978(19) 0.58943(17) 0.0489(5) Uani 1 1 d .
F3 F 0.1017(3) 0.13289(17) 0.47336(18) 0.0434(5) Uani 1 1 d .
F4 F 0.0786(3) 0.21973(19) 0.33918(16) 0.0488(5) Uani 1 1 d .
F5 F 0.3498(3) 0.17913(17) 0.40696(18) 0.0414(5) Uani 1 1 d .
F6 F 0.0851(3) 0.32943(18) 0.52137(18) 0.0421(5) Uani 1 1 d .
N1 N 0.8741(3) 0.6798(2) 0.08108(19) 0.0183(5) Uani 1 1 d .
N2 N 0.8763(3) 0.49140(19) 0.09734(17) 0.0155(5) Uani 1 1 d .
N3 N 0.8532(3) 0.3012(2) 0.08772(19) 0.0193(5) Uani 1 1 d .
N4 N 0.7260(3) 0.3070(2) -0.00450(18) 0.0159(5) Uani 1 1 d .
N5 N 0.4649(3) 0.5804(2) -0.2140(2) 0.0260(6) Uani 1 1 d .
P1 P 0.21730(10) 0.25387(7) 0.46447(7) 0.02346(18) 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'
Ag Ag -0.8971 1.1015 '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_3
C11 Ag1 N5 169.17(9) .
C11 Ag1 N1 72.92(9) .
N5 Ag1 N1 116.68(8) .
C11 Ag1 Ag1 69.43(7) 2_665
N5 Ag1 Ag1 114.71(7) 2_665
N1 Ag1 Ag1 86.01(5) 2_665
N1 C2 C3 121.4(2) .
N1 C2 C1 116.7(2) .
C3 C2 C1 121.9(3) .
C4 C3 C2 121.5(3) .
C3 C4 C6 117.9(2) .
C3 C4 C5 120.8(3) .
C6 C4 C5 121.3(2) .
C7 C6 C4 116.0(2) .
C7 C6 C8 119.0(2) .
C4 C6 C8 124.9(2) .
N1 C7 C6 126.4(3) .
N1 C7 N2 116.7(2) .
C6 C7 N2 117.0(2) .
C9 C8 C6 122.9(2) .
C8 C9 C10 118.2(2) .
N3 C10 N2 110.8(2) .
N3 C10 C9 130.2(2) .
N2 C10 C9 119.0(2) .
N4 C11 N2 101.9(2) .
N4 C11 Ag1 141.6(2) .
N2 C11 Ag1 116.59(18) .
C17 C12 C13 120.7(3) .
C17 C12 N4 120.9(2) .
C13 C12 N4 118.5(2) .
C14 C13 C12 118.9(3) .
C13 C14 C15 121.2(3) .
C14 C15 C16 119.3(3) .
C17 C16 C15 120.3(3) .
C12 C17 C16 119.6(3) .
N5 C18 C19 179.3(3) .
C7 N1 C2 116.8(2) .
C7 N1 Ag1 106.68(17) .
C2 N1 Ag1 136.08(16) .
C11 N2 C10 109.5(2) .
C11 N2 C7 126.8(2) .
C10 N2 C7 123.7(2) .
C10 N3 N4 103.1(2) .
C11 N4 N3 114.7(2) .
C11 N4 C12 126.5(2) .
N3 N4 C12 118.9(2) .
C18 N5 Ag1 172.9(2) .
F3 P1 F2 90.58(11) .
F3 P1 F4 90.18(11) .
F2 P1 F4 179.21(12) .
F3 P1 F6 90.51(10) .
F2 P1 F6 90.31(11) .
F4 P1 F6 89.46(11) .
F3 P1 F5 89.95(10) .
F2 P1 F5 89.94(11) .
F4 P1 F5 90.29(11) .
F6 P1 F5 179.48(11) .
F3 P1 F1 179.32(12) .
F2 P1 F1 90.08(12) .
F4 P1 F1 89.16(11) .
F6 P1 F1 89.64(10) .
F5 P1 F1 89.90(10) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 C11 2.107(2) .
Ag1 N5 2.105(2) .
Ag1 N1 2.602(2) .
Ag1 Ag1 3.2181(5) 2_665
C1 C2 1.496(4) .
C2 N1 1.342(4) .
C2 C3 1.401(4) .
C3 C4 1.377(4) .
C4 C6 1.414(4) .
C4 C5 1.498(4) .
C6 C7 1.400(4) .
C6 C8 1.444(4) .
C7 N1 1.332(3) .
C7 N2 1.403(3) .
C8 C9 1.340(4) .
C9 C10 1.436(4) .
C10 N3 1.301(4) .
C10 N2 1.379(3) .
C11 N4 1.345(3) .
C11 N2 1.371(3) .
C12 C17 1.383(4) .
C12 C13 1.390(4) .
C12 N4 1.435(4) .
C13 C14 1.376(4) .
C14 C15 1.379(4) .
C15 C16 1.390(4) .
C16 C17 1.380(4) .
C18 N5 1.132(3) .
C18 C19 1.450(4) .
F1 P1 1.5985(19) .
F2 P1 1.5911(19) .
F3 P1 1.5898(19) .
F4 P1 1.5965(19) .
F5 P1 1.5978(18) .
F6 P1 1.5981(18) .
N3 N4 1.388(3) .
