#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/47/1514758.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_1514758
loop_
_publ_author_name
'Li, Yi'
'Liu, Gao-Feng'
'Tan, Cai-Ping'
'Ji, Liang-Nian'
'Mao, Zong-Wan'
_publ_section_title
;
 Antitumor properties and mechanisms of mitochondria-targeted Ag(i) and
 Au(i) complexes containing N-heterocyclic carbenes derived from
 cyclophanes.
;
_journal_issue                   8
_journal_name_full               'Metallomics : integrated biometal science'
_journal_page_first              1460
_journal_page_last               1468
_journal_paper_doi               10.1039/c4mt00046c
_journal_volume                  6
_journal_year                    2014
_chemical_formula_sum            'C30 H35 Au F6 N5 O0 P'
_chemical_formula_weight         807.57
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           72
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-I 2 2c'
_symmetry_space_group_name_H-M   'I b a m'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   18.7883(10)
_cell_length_b                   17.8671(8)
_cell_length_c                   18.1775(7)
_cell_measurement_reflns_used    9738
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      54.99
_cell_measurement_theta_min      6.24
_cell_volume                     6102.0(5)
_computing_cell_refinement       'PROCESS-AUTO (Rigaku Corporation, 1998)'
_computing_data_collection       'PROCESS-AUTO (Rigaku Corporation, 1998)'
_computing_data_reduction        'PROCESS-AUTO (Rigaku Corporation, 1998)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type
'Rigaku R-AXIS SPIDER Image Plate diffractometer'
_diffrn_measurement_method       'ω scan'
_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  0.0533
_diffrn_reflns_av_sigmaI/netI    0.0584
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11507
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.12
_exptl_absorpt_coefficient_mu    4.940
_exptl_absorpt_correction_T_max  0.5426
_exptl_absorpt_correction_T_min  0.4443
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.758
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3184
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_refine_diff_density_max         3.818
_refine_diff_density_min         -3.424
_refine_diff_density_rms         0.228
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         3570
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0547
_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)+(0.0896P)²+46.4519P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1377
_refine_ls_wR_factor_ref         0.1432
_reflns_number_gt                3094
_reflns_number_total             3570
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4mt00046c5.cif
_cod_data_source_block           a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

 Adding full bibliography for 1514751--1514760.cif.
;
_cod_original_sg_symbol_H-M      Ibam
_cod_database_code               1514758
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-x+1, y+1, -z+1/2'
'x+1, -y+1, -z+1/2'
'-x, -y, -z'
'x, y, -z'
'x-1/2, -y-1/2, z'
'-x-1/2, y-1/2, z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y+1/2, -z+1/2'
'x, -y, z+1/2'
'-x, y, 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
Au1 Au 0.485022(19) 0.191239(17) 0.0000 0.02208(15) Uani 1 2 d S
P1 P 0.22295(14) 0.0000 0.2500 0.0316(5) Uani 1 2 d S
F1 F 0.3064(4) 0.0000 0.2500 0.084(3) Uani 1 2 d S
F2 F 0.1395(5) 0.0000 0.2500 0.091(3) Uani 1 2 d SU
F3 F 0.2236(5) 0.0133(5) 0.3351(4) 0.108(3) Uani 1 1 d U
F4 F 0.2222(6) 0.0868(4) 0.2410(5) 0.123(4) Uani 1 1 d .
N1 N 0.3765(3) 0.3048(3) 0.0587(3) 0.0234(11) Uani 1 1 d .
N2 N 0.5982(3) 0.0819(3) 0.0589(3) 0.0270(11) Uani 1 1 d .
N3 N 0.2653(11) 0.1554(12) 0.0000 0.151(10) Uani 1 2 d S
C1 C 0.4848(4) 0.1893(3) 0.1564(4) 0.0246(15) Uani 1 1 d .
C2 C 0.5576(4) 0.1732(3) 0.1540(3) 0.0248(13) Uani 1 1 d .
C3 C 0.6086(3) 0.2310(4) 0.1571(3) 0.0256(13) Uani 1 1 d .
C4 C 0.5847(4) 0.3050(3) 0.1610(4) 0.0285(14) Uani 1 1 d .
H4A H 0.6184 0.3441 0.1670 0.034 Uiso 1 1 calc R
C5 C 0.5126(4) 0.3227(4) 0.1562(4) 0.0255(14) Uani 1 1 d .
C6 C 0.4623(4) 0.2652(3) 0.1544(3) 0.0217(11) Uani 1 1 d .
C7 C 0.4914(5) 0.4038(4) 0.1509(5) 0.0389(17) Uani 1 1 d .
H7A H 0.4394 0.4076 0.1480 0.058 Uiso 1 1 calc R
H7B H 0.5127 0.4259 0.1068 0.058 Uiso 1 1 calc R
H7C H 0.5083 0.4306 0.1946 0.058 Uiso 1 1 calc R
C8 C 0.6875(4) 0.2170(5) 0.1545(5) 0.0450(18) Uani 1 1 d .
H8A H 0.6964 0.1630 0.1520 0.068 Uiso 1 1 calc R
H8B H 0.7098 0.2375 0.1989 0.068 Uiso 1 1 calc R
H8C H 0.7077 0.2414 0.1110 0.068 Uiso 1 1 calc R
C9 C 0.4297(4) 0.1264(4) 0.1618(4) 0.0351(16) Uani 1 1 d .
H9A H 0.4541 0.0779 0.1626 0.053 Uiso 1 1 calc R
H9B H 0.3978 0.1286 0.1193 0.053 Uiso 1 1 calc R
H9C H 0.4020 0.1324 0.2071 0.053 Uiso 1 1 calc R
C10 C 0.3864(4) 0.2844(4) 0.1381(3) 0.0257(12) Uani 1 1 d .
H10A H 0.3715 0.3269 0.1694 0.031 Uiso 1 1 calc R
H10B H 0.3558 0.2410 0.1501 0.031 Uiso 1 1 calc R
C11 C 0.5823(4) 0.0946(3) 0.1387(3) 0.0314(15) Uani 1 1 d .
H11A H 0.6257 0.0843 0.1679 0.038 Uiso 1 1 calc R
H11B H 0.5450 0.0589 0.1546 0.038 Uiso 1 1 calc R
C12 C 0.6487(4) 0.0304(3) 0.0361(4) 0.0292(14) Uani 1 1 d .
H12A H 0.6780 0.0006 0.0671 0.035 Uiso 1 1 calc R
C13 C 0.5651(5) 0.1123(4) 0.0000 0.0230(17) Uani 1 2 d S
C14 C 0.3290(3) 0.3603(4) 0.0374(4) 0.0276(13) Uani 1 1 d .
H14A H 0.3019 0.3919 0.0688 0.033 Uiso 1 1 calc R
C15 C 0.4050(5) 0.2714(5) 0.0000 0.0221(16) Uani 1 2 d S
C16 C 0.2138(11) 0.1274(9) 0.0000 0.074(5) Uani 1 2 d S
C17 C 0.1465(11) 0.0871(10) 0.0000 0.082(5) Uani 1 2 d S
H17A H 0.1473 0.0461 -0.0341 0.098 Uiso 0.50 1 d PR
H17B H 0.1069 0.1192 -0.0111 0.098 Uiso 0.50 1 d PR
H17C H 0.1394 0.0670 0.0484 0.098 Uiso 0.50 1 d PR
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 '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'
F F 0.0171 0.0103 '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
C13 Au1 C15 179.5(3) . .
F4 P1 F4 178.9(8) 8_445 .
F4 P1 F3 92.8(5) 8_445 .
F4 P1 F3 87.3(5) . .
F4 P1 F3 87.3(5) 8_445 8_445
F4 P1 F3 92.8(5) . 8_445
F3 P1 F3 179.1(7) . 8_445
F4 P1 F2 89.4(4) 8_445 .
F4 P1 F2 89.4(4) . .
F3 P1 F2 90.5(4) . .
F3 P1 F2 90.5(4) 8_445 .
F4 P1 F1 90.6(4) 8_445 .
F4 P1 F1 90.6(4) . .
F3 P1 F1 89.5(4) . .
F3 P1 F1 89.5(4) 8_445 .
F2 P1 F1 180.000(1) . .
C15 N1 C14 110.8(5) . .
C15 N1 C10 127.5(5) . .
C14 N1 C10 121.5(5) . .
C13 N2 C12 110.2(5) . .
C13 N2 C11 127.9(5) . .
C12 N2 C11 121.7(5) . .
C2 C1 C6 119.1(6) . .
C2 C1 C9 120.8(5) . .
C6 C1 C9 120.1(6) . .
C1 C2 C3 120.9(6) . .
C1 C2 C11 120.0(6) . .
C3 C2 C11 118.7(6) . .
C4 C3 C2 118.4(6) . .
C4 C3 C8 118.4(7) . .
C2 C3 C8 123.2(6) . .
C5 C4 C3 121.6(6) . .
C5 C4 H4A 119.2 . .
C3 C4 H4A 119.2 . .
C4 C5 C6 119.4(6) . .
C4 C5 C7 118.6(6) . .
C6 C5 C7 121.9(6) . .
C5 C6 C1 120.1(6) . .
C5 C6 C10 118.8(5) . .
C1 C6 C10 120.4(6) . .
C5 C7 H7A 109.5 . .
C5 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C5 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C3 C8 H8A 109.5 . .
C3 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C3 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C1 C9 H9A 109.5 . .
C1 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C1 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C6 C10 N1 111.4(5) . .
C6 C10 H10A 109.3 . .
N1 C10 H10A 109.3 . .
C6 C10 H10B 109.3 . .
N1 C10 H10B 109.3 . .
H10A C10 H10B 108.0 . .
N2 C11 C2 112.4(5) . .
N2 C11 H11A 109.1 . .
C2 C11 H11A 109.1 . .
N2 C11 H11B 109.1 . .
C2 C11 H11B 109.1 . .
H11A C11 H11B 107.9 . .
C12 C12 N2 107.4(3) 10 .
C12 C12 H12A 126.3 10 .
N2 C12 H12A 126.3 . .
N2 C13 N2 104.8(7) . 10
N2 C13 Au1 127.6(4) . .
N2 C13 Au1 127.6(4) 10 .
C14 C14 N1 106.2(4) 10 .
C14 C14 H14A 126.9 10 .
N1 C14 H14A 126.9 . .
N1 C15 N1 106.1(7) . 10
N1 C15 Au1 126.8(4) . .
N1 C15 Au1 126.8(4) 10 .
N3 C16 C17 178(2) . .
C16 C17 H17A 111.3 . .
C16 C17 H17B 112.2 . .
H17A C17 H17B 109.4 . .
C16 C17 H17C 107.8 . .
H17A C17 H17C 108.0 . .
H17B C17 H17C 107.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Au1 C13 2.062(8) .
Au1 C15 2.076(8) .
P1 F4 1.560(7) 8_445
P1 F4 1.560(7) .
P1 F3 1.566(7) .
P1 F3 1.566(7) 8_445
P1 F2 1.568(10) .
P1 F1 1.568(8) .
N1 C15 1.335(7) .
N1 C14 1.389(8) .
N1 C10 1.501(8) .
N2 C13 1.352(7) .
N2 C12 1.386(8) .
N2 C11 1.498(8) .
N3 C16 1.09(2) .
C1 C2 1.398(10) .
C1 C6 1.422(8) .
C1 C9 1.531(9) .
C2 C3 1.411(10) .
C2 C11 1.506(8) .
C3 C4 1.399(9) .
C3 C8 1.504(10) .
C4 C5 1.394(10) .
C4 H4A 0.9500 .
C5 C6 1.395(9) .
C5 C7 1.505(9) .
C6 C10 1.496(9) .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 C12 1.314(13) 10
C12 H12A 0.9500 .
C13 N2 1.352(7) 10
C14 C14 1.359(13) 10
C14 H14A 0.9500 .
C15 N1 1.335(7) 10
C16 C17 1.45(3) .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
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_4
C6 C1 C2 C3 6.5(9) .
C9 C1 C2 C3 -173.0(6) .
C6 C1 C2 C11 -166.0(6) .
C9 C1 C2 C11 14.5(9) .
C1 C2 C3 C4 -1.5(9) .
C11 C2 C3 C4 171.1(6) .
C1 C2 C3 C8 -179.8(7) .
C11 C2 C3 C8 -7.2(9) .
C2 C3 C4 C5 -4.9(10) .
C8 C3 C4 C5 173.5(7) .
C3 C4 C5 C6 6.0(11) .
C3 C4 C5 C7 -172.2(7) .
C4 C5 C6 C1 -0.9(10) .
C7 C5 C6 C1 177.4(7) .
C4 C5 C6 C10 -171.0(6) .
C7 C5 C6 C10 7.2(10) .
C2 C1 C6 C5 -5.3(10) .
C9 C1 C6 C5 174.2(6) .
C2 C1 C6 C10 164.7(6) .
C9 C1 C6 C10 -15.8(10) .
C5 C6 C10 N1 72.3(7) .
C1 C6 C10 N1 -97.9(7) .
C15 N1 C10 C6 41.9(10) .
C14 N1 C10 C6 -143.7(6) .
C13 N2 C11 C2 -34.0(11) .
C12 N2 C11 C2 150.7(6) .
C1 C2 C11 N2 94.7(8) .
C3 C2 C11 N2 -77.9(8) .
C13 N2 C12 C12 1.9(6) 10
C11 N2 C12 C12 177.9(5) 10
C12 N2 C13 N2 -3.0(10) 10
C11 N2 C13 N2 -178.7(5) 10
C12 N2 C13 Au1 179.5(6) .
C11 N2 C13 Au1 3.8(12) .
C15 Au1 C13 N2 88.4(8) .
C15 Au1 C13 N2 -88.4(8) 10
C15 N1 C14 C14 0.0(6) 10
C10 N1 C14 C14 -175.3(5) 10
C14 N1 C15 N1 0.0(10) 10
C10 N1 C15 N1 174.9(4) 10
C14 N1 C15 Au1 174.5(6) .
C10 N1 C15 Au1 -10.6(12) .
C13 Au1 C15 N1 -86.7(7) .
C13 Au1 C15 N1 86.7(7) 10
