#------------------------------------------------------------------------------
#$Date: 2016-03-26 12:39:38 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180231 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/17/7111767.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_7111767
loop_
_publ_author_name
'Georgiev, Ivan G.'
'Bučar, Dejan-Krešimir'
'MacGillivray, Leonard R.'
_publ_section_title
;
 Stereospecific and quantitative photodimerisation of terminal olefins in
 the solid state
;
_journal_issue                   27
_journal_name_full               'Chemical Communications'
_journal_page_first              4956
_journal_page_last               4958
_journal_paper_doi               10.1039/c0cc01184c
_journal_volume                  46
_journal_year                    2010
_chemical_formula_moiety         'C14 H14 Ag Cl N2 O3'
_chemical_formula_sum            'C14 H14 Ag Cl N2 O3'
_chemical_formula_weight         401.59
_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     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_date             2009-09-07T16:56:27-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 90.896(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.3059(19)
_cell_length_b                   10.9939(12)
_cell_length_c                   14.6045(16)
_cell_measurement_reflns_used    4858
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.03
_cell_measurement_theta_min      1.00
_cell_volume                     2938.8(5)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo, Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'Rastop (Valadon, 2004)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9500
_diffrn_reflns_theta_full        25.06
_diffrn_reflns_theta_max         25.06
_diffrn_reflns_theta_min         3.52
_exptl_absorpt_coefficient_mu    1.564
_exptl_absorpt_correction_T_max  0.885
_exptl_absorpt_correction_T_min  0.745
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'HKL Scalepack (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.815
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1600
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.896
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         2603
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0357
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0281P)²+12.1897P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0729
_refine_ls_wR_factor_ref         0.0784
_reflns_number_gt                2159
_reflns_number_total             2603
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            C0CC01184Csup1.cif
_cod_data_source_block           2
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7111767
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 0.0689(2) 0.3337(4) 0.4046(3) 0.0335(9) Uani 1 1 d . . .
C2 C 0.0812(2) 0.4252(4) 0.3428(3) 0.0315(8) Uani 1 1 d . A .
C3 C 0.09724(19) 0.3979(4) 0.2520(3) 0.0298(9) Uani 1 1 d . . .
C4 C 0.0972(2) 0.2761(4) 0.2284(3) 0.0336(9) Uani 1 1 d . A .
C5 C 0.0836(2) 0.1885(4) 0.2943(3) 0.0353(9) Uani 1 1 d . . .
C6 C 0.1129(2) 0.4965(4) 0.1844(3) 0.0339(9) Uani 1 1 d . . .
C7 C 0.1523(2) 0.4680(4) 0.0946(3) 0.0419(10) Uani 1 1 d . . .
C8 C 0.1947(3) 0.5871(4) 0.1063(3) 0.0447(11) Uani 1 1 d . . .
C9 C 0.1731(2) 0.5946(4) 0.2079(3) 0.0350(9) Uani 1 1 d . . .
C10 C 0.2695(2) -0.0567(3) 0.7227(3) 0.0317(9) Uani 1 1 d . . .
C11 C 0.2193(2) 0.0355(4) 0.7385(3) 0.0367(9) Uani 1 1 d . A .
C12 C 0.1676(2) 0.0647(4) 0.6718(3) 0.0356(9) Uani 1 1 d . . .
C13 C 0.2117(2) -0.0803(4) 0.5756(3) 0.0345(9) Uani 1 1 d . . .
C14 C 0.2646(2) -0.1150(4) 0.6384(3) 0.0358(9) Uani 1 1 d . A .
H1 H 0.0584 0.3546 0.4647 0.04 Uiso 1 1 calc R A .
H2 H 0.0789 0.5059 0.3616 0.038 Uiso 1 1 calc R . .
H4 H 0.1062 0.2529 0.1684 0.04 Uiso 1 1 calc R . .
H5 H 0.083 0.1072 0.2766 0.042 Uiso 1 1 calc R A .
H6 H 0.0671 0.5387 0.1694 0.041 Uiso 1 1 calc R . .
H7A H 0.1827 0.3958 0.0975 0.05 Uiso 1 1 calc R . .
H7B H 0.1203 0.4665 0.0411 0.05 Uiso 1 1 calc R . .
H8A H 0.1753 0.6532 0.0693 0.054 Uiso 1 1 calc R . .
H8B H 0.2469 0.5782 0.0976 0.054 Uiso 1 1 calc R . .
H9 H 0.1515 0.6736 0.223 0.042 Uiso 1 1 calc R . .
H11 H 0.2204 0.0775 0.7938 0.044 Uiso 1 1 calc R . .
H12 H 0.1345 0.1266 0.6839 0.043 Uiso 1 1 calc R A .
H13 H 0.2097 -0.1208 0.5197 0.041 Uiso 1 1 calc R A .
H14 H 0.2969 -0.1773 0.6244 0.043 Uiso 1 1 calc R . .
N1 N 0.07119(17) 0.2152(3) 0.3820(2) 0.0336(7) Uani 1 1 d . A .
N2 N 0.16290(16) 0.0081(3) 0.5902(2) 0.0317(7) Uani 1 1 d . A .
O1A O -0.0127(10) 0.0567(10) 0.627(3) 0.041(4) Uani 0.538(10) 1 d PD . 1
O1B O -0.0013(11) 0.0663(13) 0.623(3) 0.052(6) Uani 0.462(10) 1 d PD A 2
O2A O 0.0205(5) 0.2634(8) 0.6157(6) 0.0514(9) Uani 0.538(10) 1 d PD A 1
O2B O -0.0067(6) 0.2768(10) 0.6042(8) 0.0514(9) Uani 0.462(10) 1 d PD A 2
O3A O -0.1022(5) 0.1999(8) 0.5768(6) 0.0514(9) Uani 0.538(10) 1 d PD A 1
O3B O -0.1153(6) 0.1578(9) 0.6008(7) 0.0514(9) Uani 0.462(10) 1 d PD A 2
Cl1A Cl -0.0411(7) 0.1841(13) 0.6397(13) 0.0402(7) Uani 0.538(10) 1 d PD A 1
Cl1B Cl -0.0445(8) 0.1745(15) 0.6447(15) 0.0402(7) Uani 0.462(10) 1 d PD A 2
Ag1 Ag 0.079871(17) 0.07165(3) 0.48846(2) 0.04018(13) 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 0 '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 0.006 '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
C1 C2 C3 120.4(4) . .
C1 C2 H2 119.8 . .
C1 N1 Ag1 121.3(3) . .
C2 C1 H1 118.5 . .
C2 C3 C6 121.1(4) . .
C3 C2 H2 119.8 . .
C3 C4 C5 119.9(4) . .
C3 C4 H4 120.1 . .
C3 C6 C7 120.9(4) . .
C3 C6 C9 119.5(3) . .
C3 C6 H6 108.5 . .
C4 C3 C2 116.5(4) . .
C4 C3 C6 122.4(4) . .
C4 C5 H5 118.4 . .
C5 C4 H4 120.1 . .
C5 N1 Ag1 120.2(3) . .
C5 N1 C1 117.0(3) . .
C6 C7 H7A 113.9 . .
C6 C7 H7B 113.9 . .
C6 C9 H9 111.9 . .
C7 C6 C9 89.4(3) . .
C7 C6 H6 108.5 . .
C7 C8 C9 90.9(3) . .
C7 C8 H8A 113.5 . .
C7 C8 H8B 113.5 . .
C8 C7 C6 88.5(3) . .
C8 C7 H7A 113.9 . .
C8 C7 H7B 113.9 . .
C8 C9 C6 86.7(3) . .
C8 C9 H9 111.9 . .
C9 C6 H6 108.5 . .
C9 C8 H8A 113.5 . .
C9 C8 H8B 113.5 . .
C10 C11 H11 120.1 . .
C10 C14 H14 120.1 . .
C10 C9 C6 115.8(3) 7_556 .
C10 C9 C8 116.4(3) 7_556 .
C10 C9 H9 111.9 7_556 .
C11 C10 C9 123.1(4) . 7_556
C11 C12 H12 118.4 . .
C12 C11 C10 119.9(4) . .
C12 C11 H11 120.1 . .
C12 N2 Ag1 118.7(3) . .
C13 C14 C10 119.9(4) . .
C13 C14 H14 120.1 . .
C13 N2 Ag1 124.9(3) . .
C13 N2 C12 116.3(3) . .
C14 C10 C11 116.7(4) . .
C14 C10 C9 120.3(4) . 7_556
C14 C13 H13 118 . .
H7A C7 H7B 111.1 . .
H8A C8 H8B 110.8 . .
N1 Ag1 Ag1 110.65(8) . 5_556
N1 Ag1 N2 137.13(12) . .
N1 Ag1 O1A 84.2(6) . 5_556
N1 Ag1 O1B 122.3(3) . .
N1 C1 C2 122.9(4) . .
N1 C1 H1 118.5 . .
N1 C5 C4 123.2(4) . .
N1 C5 H5 118.4 . .
N2 Ag1 Ag1 112.01(8) . 5_556
N2 Ag1 O1A 126.7(3) . 5_556
N2 Ag1 O1B 82.7(6) . .
N2 C12 C11 123.3(4) . .
N2 C12 H12 118.4 . .
N2 C13 C14 123.9(4) . .
N2 C13 H13 118 . .
O1A Ag1 Ag1 51.9(8) 5_556 5_556
O1B Ag1 Ag1 51.3(7) . 5_556
O1B Ag1 O1A 103.2(7) . 5_556
O2A Cl1A O1A 104.8(8) . .
O2B Cl1B O1B 106.2(9) . .
O3A Cl1A O1A 107.5(9) . .
O3A Cl1A O2A 111.5(8) . .
O3B Cl1B O1B 106.5(9) . .
O3B Cl1B O2B 110.3(9) . .
Cl1A O1A Ag1 115.9(10) . 5_556
Cl1B O1B Ag1 118.8(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 H1 0.93 .
C2 C1 1.372(5) .
C2 C3 1.395(5) .
C2 H2 0.93 .
C3 C4 1.383(6) .
C3 C6 1.498(5) .
C4 C5 1.386(6) .
C4 H4 0.93 .
C5 H5 0.93 .
C6 C7 1.538(6) .
C6 C9 1.576(6) .
C6 H6 0.98 .
C7 C8 1.530(6) .
C7 H7A 0.97 .
C7 H7B 0.97 .
C8 H8A 0.97 .
C8 H8B 0.97 .
C9 C10 1.506(5) 7_556
C9 C8 1.545(6) .
C9 H9 0.98 .
C10 C11 1.391(5) .
C10 C14 1.390(6) .
C10 C9 1.506(5) 7_556
C11 H11 0.93 .
C12 C11 1.386(6) .
C12 H12 0.93 .
C12 N2 1.346(5) .
C13 C14 1.376(6) .
C13 H13 0.93 .
C13 N2 1.339(5) .
C14 H14 0.93 .
N1 C1 1.344(5) .
N1 C5 1.338(5) .
O1A Ag1 2.51(3) 5_556
O1B Ag1 2.49(4) .
Cl1A O1A 1.505(10) .
Cl1A O2A 1.472(9) .
Cl1A O3A 1.446(10) .
Cl1B O1B 1.466(9) .
Cl1B O2B 1.451(9) .
Cl1B O3B 1.448(8) .
Ag1 Ag1 3.3433(7) 5_556
Ag1 N1 2.219(3) .
Ag1 N2 2.222(3) .
Ag1 O1A 2.51(3) 5_556
