#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/65/4506572.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_4506572
loop_
_publ_author_name
'Nasser, Nasser'
'Puddephatt, Richard J.'
_publ_section_title
;
 A Diphosphine Ligand with Amide Functionality and Its Complexes with
 Gold(I) and Silver(I): Self-Assembly of Sheet Structures
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4275
_journal_paper_doi               10.1021/cg300798p
_journal_volume                  12
_journal_year                    2012
_chemical_formula_moiety         'C20 H17 Ag F3 N O3 P'
_chemical_formula_sum            'C20 H17 Ag F3 N O3 P'
_chemical_formula_weight         515.19
_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                111.780(3)
_cell_angle_beta                 105.439(2)
_cell_angle_gamma                93.347(3)
_cell_formula_units_Z            2
_cell_length_a                   9.5496(11)
_cell_length_b                   11.4242(13)
_cell_length_c                   12.1520(13)
_cell_measurement_reflns_used    3674
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      22.52
_cell_measurement_theta_min      2.25
_cell_volume                     1168.2(2)
_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  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_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  0.0528
_diffrn_reflns_av_sigmaI/netI    0.0760
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16687
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    0.973
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6721
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             514
_exptl_crystal_size_max          0.081
_exptl_crystal_size_mid          0.034
_exptl_crystal_size_min          0.021
_platon_squeeze_details
; The unit cell contains solvent molecules which have been treated as a
 diffuse contribution to the overall scattering without specific atom 
 positions by SQUEEZE/PLATON.
;
_refine_diff_density_max         0.585
_refine_diff_density_min         -0.572
_refine_diff_density_rms         0.094
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.928
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         5349
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.928
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0403
_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)+(0.0373P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0766
_refine_ls_wR_factor_ref         0.0816
_reflns_number_gt                3807
_reflns_number_total             5349
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg300798p_si_001.cif
_cod_data_source_block           2
_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_sg_symbol_Hall     -P1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4506572
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 0.81402(3) -0.19906(3) -0.03614(3) 0.02883(9) Uani 1 1 d .
P1 P 0.91483(8) -0.01448(8) 0.15031(8) 0.02058(18) Uani 1 1 d .
F1 F 1.0583(4) -0.6130(3) -0.1720(4) 0.1059(12) Uani 1 1 d .
F2 F 0.9714(6) -0.5658(3) -0.3271(4) 0.1491(19) Uani 1 1 d .
F3 F 0.8286(4) -0.6405(2) -0.2536(3) 0.0951(10) Uani 1 1 d .
O3 O 1.0628(3) -0.3665(2) -0.0504(3) 0.0420(7) Uani 1 1 d .
O2 O 0.8324(2) -0.3867(2) -0.1721(2) 0.0330(6) Uani 1 1 d .
O1 O 0.4494(2) 0.2314(2) 0.0914(2) 0.0304(6) Uani 1 1 d .
N1 N 0.6736(3) 0.2413(3) 0.0673(3) 0.0284(7) Uani 1 1 d .
H1A H 0.7428 0.2843 0.0547 0.034 Uiso 1 1 calc R
C15 C 0.8666(3) 0.1353(3) 0.1414(3) 0.0254(7) Uani 1 1 d .
H15A H 0.9029 0.2050 0.2259 0.031 Uiso 1 1 calc R
H15B H 0.9167 0.1574 0.0882 0.031 Uiso 1 1 calc R
C2 C 0.9517(4) -0.4247(3) -0.1387(4) 0.0331(8) Uani 1 1 d .
C17 C 0.5467(3) 0.2837(3) 0.0663(3) 0.0220(7) Uani 1 1 d .
C16 C 0.7022(3) 0.1263(3) 0.0887(3) 0.0280(8) Uani 1 1 d .
H16A H 0.6625 0.0498 0.0092 0.034 Uiso 1 1 calc R
H16B H 0.6524 0.1179 0.1479 0.034 Uiso 1 1 calc R
C3 C 0.8512(3) -0.0255(3) 0.2754(3) 0.0224(7) Uani 1 1 d .
C8 C 0.8825(4) 0.0763(3) 0.3904(3) 0.0295(8) Uani 1 1 d .
H8A H 0.9402 0.1548 0.4063 0.035 Uiso 1 1 calc R
C7 C 0.8302(4) 0.0641(4) 0.4825(3) 0.0374(9) Uani 1 1 d .
H7A H 0.8499 0.1345 0.5605 0.045 Uiso 1 1 calc R
C5 C 0.7186(4) -0.1532(4) 0.3480(4) 0.0378(9) Uani 1 1 d .
H5A H 0.6633 -0.2320 0.3341 0.045 Uiso 1 1 calc R
C4 C 0.7692(3) -0.1413(3) 0.2541(3) 0.0292(8) Uani 1 1 d .
H4A H 0.7477 -0.2119 0.1760 0.035 Uiso 1 1 calc R
C9 C 1.1162(3) 0.0180(3) 0.2091(3) 0.0225(7) Uani 1 1 d .
C14 C 1.1875(3) -0.0867(3) 0.1995(3) 0.0289(8) Uani 1 1 d .
H14A H 1.1308 -0.1703 0.1646 0.035 Uiso 1 1 calc R
C13 C 1.3401(4) -0.0701(4) 0.2403(3) 0.0358(9) Uani 1 1 d .
H13A H 1.3874 -0.1419 0.2361 0.043 Uiso 1 1 calc R
C12 C 1.4235(4) 0.0502(4) 0.2869(3) 0.0366(9) Uani 1 1 d .
H12A H 1.5282 0.0613 0.3128 0.044 Uiso 1 1 calc R
C11 C 1.3541(4) 0.1546(4) 0.2957(3) 0.0346(9) Uani 1 1 d .
H11A H 1.4114 0.2375 0.3272 0.041 Uiso 1 1 calc R
C10 C 1.2007(3) 0.1390(3) 0.2588(3) 0.0269(7) Uani 1 1 d .
H10A H 1.1539 0.2116 0.2677 0.032 Uiso 1 1 calc R
C18 C 0.5267(3) 0.3966(3) 0.0324(3) 0.0212(7) Uani 1 1 d .
C20 C 0.4287(3) 0.4734(3) 0.0750(3) 0.0248(7) Uani 1 1 d .
H20A H 0.3789 0.4550 0.1264 0.037 Uiso 1 1 calc R
C19 C 0.5972(3) 0.4236(3) -0.0433(3) 0.0266(8) Uani 1 1 d .
H19A H 0.6636 0.3712 -0.0737 0.040 Uiso 1 1 calc R
C1 C 0.9534(6) -0.5610(4) -0.2245(5) 0.0621(13) Uani 1 1 d .
C6 C 0.7491(4) -0.0512(4) 0.4596(3) 0.0379(9) Uani 1 1 d .
H6A H 0.7139 -0.0597 0.5229 0.045 Uiso 1 1 calc R
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'
Ag Ag -0.8971 1.1015 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
O2 Ag1 P1 151.12(6) . .
O2 Ag1 O1 97.43(8) . 2_655
P1 Ag1 O1 109.32(6) . 2_655
C3 P1 C9 106.42(14) . .
C3 P1 C15 104.66(14) . .
C9 P1 C15 103.94(14) . .
C3 P1 Ag1 111.42(11) . .
C9 P1 Ag1 114.42(10) . .
C15 P1 Ag1 115.08(11) . .
C2 O2 Ag1 114.1(2) . .
C17 O1 Ag1 137.22(19) . 2_655
C17 N1 C16 122.4(3) . .
C17 N1 H1A 118.8 . .
C16 N1 H1A 118.8 . .
C16 C15 P1 112.3(2) . .
C16 C15 H15A 109.1 . .
P1 C15 H15A 109.1 . .
C16 C15 H15B 109.1 . .
P1 C15 H15B 109.1 . .
H15A C15 H15B 107.9 . .
O3 C2 O2 128.9(3) . .
O3 C2 C1 117.9(3) . .
O2 C2 C1 113.2(4) . .
O1 C17 N1 121.2(3) . .
O1 C17 C18 121.8(3) . .
N1 C17 C18 117.0(3) . .
N1 C16 C15 109.2(3) . .
N1 C16 H16A 109.8 . .
C15 C16 H16A 109.8 . .
N1 C16 H16B 109.8 . .
C15 C16 H16B 109.8 . .
H16A C16 H16B 108.3 . .
C8 C3 C4 119.3(3) . .
C8 C3 P1 122.4(2) . .
C4 C3 P1 118.3(2) . .
C7 C8 C3 120.5(3) . .
C7 C8 H8A 119.8 . .
C3 C8 H8A 119.8 . .
C6 C7 C8 119.4(3) . .
C6 C7 H7A 120.3 . .
C8 C7 H7A 120.3 . .
C6 C5 C4 119.7(3) . .
C6 C5 H5A 120.1 . .
C4 C5 H5A 120.1 . .
C3 C4 C5 119.9(3) . .
C3 C4 H4A 120.1 . .
C5 C4 H4A 120.1 . .
C10 C9 C14 118.8(3) . .
C10 C9 P1 123.9(2) . .
C14 C9 P1 117.3(2) . .
C13 C14 C9 120.7(3) . .
C13 C14 H14A 119.6 . .
C9 C14 H14A 119.6 . .
C12 C13 C14 120.1(3) . .
C12 C13 H13A 119.9 . .
C14 C13 H13A 119.9 . .
C13 C12 C11 119.6(3) . .
C13 C12 H12A 120.2 . .
C11 C12 H12A 120.2 . .
C12 C11 C10 120.4(3) . .
C12 C11 H11A 119.8 . .
C10 C11 H11A 119.8 . .
C9 C10 C11 120.2(3) . .
C9 C10 H10A 119.9 . .
C11 C10 H10A 119.9 . .
C19 C18 C20 119.1(3) . .
C19 C18 C17 122.5(3) . .
C20 C18 C17 118.3(3) . .
C19 C20 C18 120.6(3) 2_665 .
C19 C20 H20A 119.7 2_665 .
C18 C20 H20A 119.7 . .
C18 C19 C20 120.3(3) . 2_665
C18 C19 H19A 119.8 . .
C20 C19 H19A 119.8 2_665 .
F2 C1 F1 108.4(4) . .
F2 C1 F3 107.5(5) . .
F1 C1 F3 104.2(4) . .
F2 C1 C2 111.4(4) . .
F1 C1 C2 112.7(4) . .
F3 C1 C2 112.3(4) . .
C5 C6 C7 121.3(3) . .
C5 C6 H6A 119.4 . .
C7 C6 H6A 119.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 O2 2.219(2) .
Ag1 P1 2.3586(9) .
Ag1 O1 2.393(2) 2_655
P1 C3 1.822(3) .
P1 C9 1.826(3) .
P1 C15 1.832(3) .
F1 C1 1.332(5) .
F2 C1 1.286(6) .
F3 C1 1.334(5) .
O3 C2 1.225(4) .
O2 C2 1.262(4) .
O1 C17 1.239(3) .
O1 Ag1 2.393(2) 2_655
N1 C17 1.330(4) .
N1 C16 1.458(4) .
N1 H1A 0.8800 .
C15 C16 1.511(4) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C2 C1 1.524(5) .
C17 C18 1.499(4) .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C3 C8 1.388(4) .
C3 C4 1.396(4) .
C8 C7 1.387(5) .
C8 H8A 0.9500 .
C7 C6 1.381(5) .
C7 H7A 0.9500 .
C5 C6 1.363(5) .
C5 C4 1.398(5) .
C5 H5A 0.9500 .
C4 H4A 0.9500 .
C9 C10 1.385(4) .
C9 C14 1.393(4) .
C14 C13 1.386(4) .
C14 H14A 0.9500 .
C13 C12 1.378(5) .
C13 H13A 0.9500 .
C12 C11 1.381(5) .
C12 H12A 0.9500 .
C11 C10 1.393(4) .
C11 H11A 0.9500 .
C10 H10A 0.9500 .
C18 C19 1.382(4) .
C18 C20 1.390(4) .
C20 C19 1.384(4) 2_665
C20 H20A 0.9500 .
C19 C20 1.384(4) 2_665
C19 H19A 0.9500 .
C6 H6A 0.9500 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O2 Ag1 P1 C3 -100.71(16) . .
O1 Ag1 P1 C3 56.10(11) 2_655 .
O2 Ag1 P1 C9 20.06(18) . .
O1 Ag1 P1 C9 176.87(12) 2_655 .
O2 Ag1 P1 C15 140.37(16) . .
O1 Ag1 P1 C15 -62.83(13) 2_655 .
P1 Ag1 O2 C2 5.0(3) . .
O1 Ag1 O2 C2 -152.9(2) 2_655 .
C3 P1 C15 C16 -71.0(3) . .
C9 P1 C15 C16 177.5(2) . .
Ag1 P1 C15 C16 51.6(3) . .
Ag1 O2 C2 O3 -9.3(5) . .
Ag1 O2 C2 C1 172.2(3) . .
Ag1 O1 C17 N1 -150.4(2) 2_655 .
Ag1 O1 C17 C18 29.1(5) 2_655 .
C16 N1 C17 O1 4.6(5) . .
C16 N1 C17 C18 -174.9(3) . .
C17 N1 C16 C15 -154.6(3) . .
P1 C15 C16 N1 -171.8(2) . .
C9 P1 C3 C8 61.5(3) . .
C15 P1 C3 C8 -48.2(3) . .
Ag1 P1 C3 C8 -173.1(2) . .
C9 P1 C3 C4 -117.9(2) . .
C15 P1 C3 C4 132.4(2) . .
Ag1 P1 C3 C4 7.5(3) . .
C4 C3 C8 C7 -1.4(5) . .
P1 C3 C8 C7 179.2(2) . .
C3 C8 C7 C6 1.4(5) . .
C8 C3 C4 C5 0.5(4) . .
P1 C3 C4 C5 180.0(2) . .
C6 C5 C4 C3 0.4(5) . .
C3 P1 C9 C10 -97.8(3) . .
C15 P1 C9 C10 12.4(3) . .
Ag1 P1 C9 C10 138.7(3) . .
C3 P1 C9 C14 84.0(3) . .
C15 P1 C9 C14 -165.8(2) . .
Ag1 P1 C9 C14 -39.5(3) . .
C10 C9 C14 C13 0.8(5) . .
P1 C9 C14 C13 179.0(3) . .
C9 C14 C13 C12 -2.3(5) . .
C14 C13 C12 C11 1.7(5) . .
C13 C12 C11 C10 0.5(5) . .
C14 C9 C10 C11 1.4(5) . .
P1 C9 C10 C11 -176.7(2) . .
C12 C11 C10 C9 -2.0(5) . .
O1 C17 C18 C19 -152.3(3) . .
N1 C17 C18 C19 27.3(5) . .
O1 C17 C18 C20 25.0(5) . .
N1 C17 C18 C20 -155.4(3) . .
C19 C18 C20 C19 -0.7(5) . 2_665
C17 C18 C20 C19 -178.0(3) . 2_665
C20 C18 C19 C20 0.7(5) . 2_665
C17 C18 C19 C20 177.9(3) . 2_665
O3 C2 C1 F2 -103.0(5) . .
O2 C2 C1 F2 75.6(5) . .
O3 C2 C1 F1 19.0(6) . .
O2 C2 C1 F1 -162.3(4) . .
O3 C2 C1 F3 136.3(4) . .
O2 C2 C1 F3 -45.1(5) . .
C4 C5 C6 C7 -0.4(5) . .
C8 C7 C6 C5 -0.5(5) . .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.001 0.500 0.500 251 59 ' '
