#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:50:43 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178408 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/29/4022910.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_4022910
loop_
_publ_author_name
'Giovanni Occhipinti'
'Vidar R. Jensen'
'Hans-René Bjørsvik'
_publ_section_title
;
 Green and Efficient Synthesis of Bidentate Schiff
 Base Ru Catalysts for Olefin Metathesis
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              3561
_journal_page_last               3564
_journal_paper_doi               10.1021/jo070164z
_journal_volume                  72
_journal_year                    2007
_chemical_formula_sum            'C18 H33 Ag Cl P'
_chemical_formula_weight         423.73
_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                99.666(1)
_cell_angle_beta                 93.009(1)
_cell_angle_gamma                114.726(1)
_cell_formula_units_Z            2
_cell_length_a                   8.7140(3)
_cell_length_b                   9.3235(3)
_cell_length_c                   13.3131(5)
_cell_measurement_temperature    568(2)
_cell_volume                     959.37(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      568(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0156
_diffrn_reflns_av_sigmaI/netI    0.0153
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16304
_diffrn_reflns_theta_full        30.05
_diffrn_reflns_theta_max         30.05
_diffrn_reflns_theta_min         2.46
_exptl_absorpt_coefficient_mu    1.267
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             440
_refine_diff_density_max         0.766
_refine_diff_density_min         -0.598
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         5609
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0259
_refine_ls_R_factor_gt           0.0216
_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)+(0.0233P)²+0.2756P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0539
_refine_ls_wR_factor_ref         0.0564
_reflns_number_gt                5002
_reflns_number_total             5609
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo070164zsi20070127_040743.cif
_cod_data_source_block           occhi4
_cod_database_code               4022910
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 0.132022(16) 0.449926(15) 0.421102(9) 0.04731(5) Uani 1 1 d .
P1 P 0.23428(4) 0.33219(4) 0.28503(3) 0.03230(7) Uani 1 1 d .
C1 C 0.42168(17) 0.48375(17) 0.24251(11) 0.0364(3) Uani 1 1 d .
H1A H 0.3819 0.5547 0.2143 0.044 Uiso 1 1 calc R
Cl1 Cl -0.19996(5) 0.36269(6) 0.41180(3) 0.05981(12) Uani 1 1 d .
C2 C 0.4982(2) 0.4157(2) 0.15691(13) 0.0487(4) Uani 1 1 d .
H2A H 0.5395 0.3441 0.1811 0.058 Uiso 1 1 calc R
H2B H 0.4106 0.3534 0.0984 0.058 Uiso 1 1 calc R
C3 C 0.6450(3) 0.5516(2) 0.12350(14) 0.0607(5) Uani 1 1 d .
H3A H 0.6942 0.5057 0.0710 0.073 Uiso 1 1 calc R
H3B H 0.6017 0.6180 0.0940 0.073 Uiso 1 1 calc R
C4 C 0.7811(2) 0.6552(2) 0.21352(16) 0.0611(5) Uani 1 1 d .
H4A H 0.8706 0.7429 0.1909 0.073 Uiso 1 1 calc R
H4B H 0.8311 0.5909 0.2393 0.073 Uiso 1 1 calc R
C5 C 0.7071(2) 0.7242(2) 0.29928(14) 0.0549(4) Uani 1 1 d .
H5A H 0.6677 0.7973 0.2754 0.066 Uiso 1 1 calc R
H5B H 0.7956 0.7855 0.3574 0.066 Uiso 1 1 calc R
C6 C 0.5588(2) 0.59114(19) 0.33385(12) 0.0451(3) Uani 1 1 d .
H6A H 0.5092 0.6395 0.3848 0.054 Uiso 1 1 calc R
H6B H 0.6007 0.5257 0.3656 0.054 Uiso 1 1 calc R
C7 C 0.30120(18) 0.18087(17) 0.32079(11) 0.0378(3) Uani 1 1 d .
H7A H 0.4217 0.2410 0.3502 0.045 Uiso 1 1 calc R
C8 C 0.2072(2) 0.1069(2) 0.40643(13) 0.0508(4) Uani 1 1 d .
H8A H 0.0869 0.0438 0.3807 0.061 Uiso 1 1 calc R
H8B H 0.2181 0.1926 0.4630 0.061 Uiso 1 1 calc R
C9 C 0.2784(3) -0.0012(3) 0.44538(16) 0.0693(6) Uani 1 1 d .
H9A H 0.3952 0.0641 0.4779 0.083 Uiso 1 1 calc R
H9B H 0.2121 -0.0511 0.4967 0.083 Uiso 1 1 calc R
C10 C 0.2735(3) -0.1317(2) 0.35847(18) 0.0677(5) Uani 1 1 d .
H10A H 0.3270 -0.1930 0.3848 0.081 Uiso 1 1 calc R
H10B H 0.1558 -0.2051 0.3316 0.081 Uiso 1 1 calc R
C11 C 0.3645(3) -0.0603(2) 0.27278(18) 0.0642(5) Uani 1 1 d .
H11A H 0.3529 -0.1468 0.2167 0.077 Uiso 1 1 calc R
H11B H 0.4850 0.0032 0.2977 0.077 Uiso 1 1 calc R
C12 C 0.2924(2) 0.04677(19) 0.23303(13) 0.0480(3) Uani 1 1 d .
H12A H 0.1748 -0.0186 0.2020 0.058 Uiso 1 1 calc R
H12B H 0.3570 0.0947 0.1805 0.058 Uiso 1 1 calc R
C13 C 0.07509(17) 0.23265(17) 0.16811(11) 0.0355(3) Uani 1 1 d .
H13A H 0.1207 0.1769 0.1178 0.043 Uiso 1 1 calc R
C14 C -0.09198(19) 0.10703(19) 0.19275(12) 0.0439(3) Uani 1 1 d .
H14A H -0.0700 0.0257 0.2192 0.053 Uiso 1 1 calc R
H14B H -0.1350 0.1593 0.2457 0.053 Uiso 1 1 calc R
C15 C -0.2267(2) 0.0257(2) 0.09779(14) 0.0512(4) Uani 1 1 d .
H15A H -0.1888 -0.0361 0.0475 0.061 Uiso 1 1 calc R
H15B H -0.3322 -0.0486 0.1170 0.061 Uiso 1 1 calc R
C16 C -0.2592(2) 0.1484(3) 0.05014(16) 0.0586(4) Uani 1 1 d .
H16A H -0.3092 0.2019 0.0975 0.070 Uiso 1 1 calc R
H16B H -0.3397 0.0938 -0.0124 0.070 Uiso 1 1 calc R
C17 C -0.0950(2) 0.2731(3) 0.02525(16) 0.0636(5) Uani 1 1 d .
H17A H -0.1183 0.3535 -0.0016 0.076 Uiso 1 1 calc R
H17B H -0.0517 0.2209 -0.0276 0.076 Uiso 1 1 calc R
C18 C 0.0405(2) 0.3564(2) 0.12007(14) 0.0513(4) Uani 1 1 d .
H18A H 0.0021 0.4176 0.1704 0.062 Uiso 1 1 calc R
H18B H 0.1453 0.4312 0.1006 0.062 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'
P P 0.1023 0.0942 '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'
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_1
_geom_angle_site_symmetry_3
P1 Ag1 Cl1 147.487(14) . 2_566
P1 Ag1 Cl1 118.880(13) . .
Cl1 Ag1 Cl1 93.630(13) 2_566 .
C1 P1 C13 104.71(6) . .
C1 P1 C7 106.29(7) . .
C13 P1 C7 107.74(6) . .
C1 P1 Ag1 112.29(5) . .
C13 P1 Ag1 112.62(5) . .
C7 P1 Ag1 112.66(5) . .
C2 C1 C6 110.95(13) . .
C2 C1 P1 115.22(10) . .
C6 C1 P1 111.22(10) . .
C2 C1 H1A 106.3 . .
C6 C1 H1A 106.3 . .
P1 C1 H1A 106.3 . .
Ag1 Cl1 Ag1 86.370(13) 2_566 .
C3 C2 C1 110.81(13) . .
C3 C2 H2A 109.5 . .
C1 C2 H2A 109.5 . .
C3 C2 H2B 109.5 . .
C1 C2 H2B 109.5 . .
H2A C2 H2B 108.1 . .
C4 C3 C2 111.02(15) . .
C4 C3 H3A 109.4 . .
C2 C3 H3A 109.4 . .
C4 C3 H3B 109.4 . .
C2 C3 H3B 109.4 . .
H3A C3 H3B 108.0 . .
C3 C4 C5 110.96(16) . .
C3 C4 H4A 109.4 . .
C5 C4 H4A 109.4 . .
C3 C4 H4B 109.4 . .
C5 C4 H4B 109.4 . .
H4A C4 H4B 108.0 . .
C4 C5 C6 111.60(14) . .
C4 C5 H5A 109.3 . .
C6 C5 H5A 109.3 . .
C4 C5 H5B 109.3 . .
C6 C5 H5B 109.3 . .
H5A C5 H5B 108.0 . .
C5 C6 C1 110.92(13) . .
C5 C6 H6A 109.5 . .
C1 C6 H6A 109.5 . .
C5 C6 H6B 109.5 . .
C1 C6 H6B 109.5 . .
H6A C6 H6B 108.0 . .
C8 C7 C12 109.93(13) . .
C8 C7 P1 111.37(11) . .
C12 C7 P1 116.80(11) . .
C8 C7 H7A 106.0 . .
C12 C7 H7A 106.0 . .
P1 C7 H7A 106.0 . .
C7 C8 C9 111.31(16) . .
C7 C8 H8A 109.4 . .
C9 C8 H8A 109.4 . .
C7 C8 H8B 109.4 . .
C9 C8 H8B 109.4 . .
H8A C8 H8B 108.0 . .
C10 C9 C8 111.42(16) . .
C10 C9 H9A 109.3 . .
C8 C9 H9A 109.3 . .
C10 C9 H9B 109.3 . .
C8 C9 H9B 109.3 . .
H9A C9 H9B 108.0 . .
C11 C10 C9 111.35(17) . .
C11 C10 H10A 109.4 . .
C9 C10 H10A 109.4 . .
C11 C10 H10B 109.4 . .
C9 C10 H10B 109.4 . .
H10A C10 H10B 108.0 . .
C10 C11 C12 111.55(16) . .
C10 C11 H11A 109.3 . .
C12 C11 H11A 109.3 . .
C10 C11 H11B 109.3 . .
C12 C11 H11B 109.3 . .
H11A C11 H11B 108.0 . .
C11 C12 C7 110.82(15) . .
C11 C12 H12A 109.5 . .
C7 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
C7 C12 H12B 109.5 . .
H12A C12 H12B 108.1 . .
C18 C13 C14 109.90(12) . .
C18 C13 P1 111.23(10) . .
C14 C13 P1 110.67(10) . .
C18 C13 H13A 108.3 . .
C14 C13 H13A 108.3 . .
P1 C13 H13A 108.3 . .
C15 C14 C13 111.62(13) . .
C15 C14 H14A 109.3 . .
C13 C14 H14A 109.3 . .
C15 C14 H14B 109.3 . .
C13 C14 H14B 109.3 . .
H14A C14 H14B 108.0 . .
C16 C15 C14 111.42(14) . .
C16 C15 H15A 109.3 . .
C14 C15 H15A 109.3 . .
C16 C15 H15B 109.3 . .
C14 C15 H15B 109.3 . .
H15A C15 H15B 108.0 . .
C15 C16 C17 110.93(15) . .
C15 C16 H16A 109.5 . .
C17 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
C17 C16 H16B 109.5 . .
H16A C16 H16B 108.0 . .
C16 C17 C18 111.72(16) . .
C16 C17 H17A 109.3 . .
C18 C17 H17A 109.3 . .
C16 C17 H17B 109.3 . .
C18 C17 H17B 109.3 . .
H17A C17 H17B 107.9 . .
C17 C18 C13 111.04(14) . .
C17 C18 H18A 109.4 . .
C13 C18 H18A 109.4 . .
C17 C18 H18B 109.4 . .
C13 C18 H18B 109.4 . .
H18A C18 H18B 108.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 P1 2.3666(3) .
Ag1 Cl1 2.4582(4) 2_566
Ag1 Cl1 2.6469(4) .
P1 C1 1.8491(14) .
P1 C13 1.8492(14) .
P1 C7 1.8552(14) .
C1 C2 1.528(2) .
C1 C6 1.532(2) .
C1 H1A 0.9800 .
Cl1 Ag1 2.4582(4) 2_566
C2 C3 1.527(2) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 C4 1.510(3) .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C4 C5 1.520(3) .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C5 C6 1.528(2) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 C8 1.529(2) .
C7 C12 1.534(2) .
C7 H7A 0.9800 .
C8 C9 1.529(3) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 C10 1.516(3) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 C11 1.511(3) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 C12 1.529(2) .
C11 H11A 0.9700 .
C11 H11B 0.9700 .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 C18 1.533(2) .
C13 C14 1.534(2) .
C13 H13A 0.9800 .
C14 C15 1.526(2) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 C16 1.513(3) .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
C16 C17 1.515(3) .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
C17 C18 1.529(2) .
C17 H17A 0.9700 .
C17 H17B 0.9700 .
C18 H18A 0.9700 .
C18 H18B 0.9700 .
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
Cl1 Ag1 P1 C1 -46.64(6) 2_566 .
Cl1 Ag1 P1 C1 134.20(5) . .
Cl1 Ag1 P1 C13 -164.55(5) 2_566 .
Cl1 Ag1 P1 C13 16.29(5) . .
Cl1 Ag1 P1 C7 73.34(6) 2_566 .
Cl1 Ag1 P1 C7 -105.82(5) . .
C13 P1 C1 C2 -59.29(13) . .
C7 P1 C1 C2 54.59(13) . .
Ag1 P1 C1 C2 178.20(10) . .
C13 P1 C1 C6 173.35(11) . .
C7 P1 C1 C6 -72.77(12) . .
Ag1 P1 C1 C6 50.84(12) . .
P1 Ag1 Cl1 Ag1 179.547(14) . 2_566
Cl1 Ag1 Cl1 Ag1 0.0 2_566 2_566
C6 C1 C2 C3 -55.8(2) . .
P1 C1 C2 C3 176.65(13) . .
C1 C2 C3 C4 57.1(2) . .
C2 C3 C4 C5 -56.9(2) . .
C3 C4 C5 C6 56.1(2) . .
C4 C5 C6 C1 -54.9(2) . .
C2 C1 C6 C5 54.74(19) . .
P1 C1 C6 C5 -175.61(12) . .
C1 P1 C7 C8 149.28(11) . .
C13 P1 C7 C8 -98.92(12) . .
Ag1 P1 C7 C8 25.90(12) . .
C1 P1 C7 C12 -83.29(12) . .
C13 P1 C7 C12 28.51(13) . .
Ag1 P1 C7 C12 153.33(10) . .
C12 C7 C8 C9 56.24(19) . .
P1 C7 C8 C9 -172.69(13) . .
C7 C8 C9 C10 -55.8(2) . .
C8 C9 C10 C11 54.9(3) . .
C9 C10 C11 C12 -55.4(2) . .
C10 C11 C12 C7 56.4(2) . .
C8 C7 C12 C11 -56.40(19) . .
P1 C7 C12 C11 175.47(13) . .
C1 P1 C13 C18 -55.22(12) . .
C7 P1 C13 C18 -168.08(11) . .
Ag1 P1 C13 C18 67.07(11) . .
C1 P1 C13 C14 -177.69(10) . .
C7 P1 C13 C14 69.45(12) . .
Ag1 P1 C13 C14 -55.39(11) . .
C18 C13 C14 C15 55.57(18) . .
P1 C13 C14 C15 178.81(11) . .
C13 C14 C15 C16 -56.03(19) . .
C14 C15 C16 C17 55.5(2) . .
C15 C16 C17 C18 -55.8(2) . .
C16 C17 C18 C13 56.3(2) . .
C14 C13 C18 C17 -55.42(19) . .
P1 C13 C18 C17 -178.33(13) . .
