#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/38/4073898.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_4073898
loop_
_publ_author_name
'Heng, Wendy Yuqing'
'Hu, Jian'
'Yip, John H. K.'
_publ_section_title
;
 Attaching Gold and Platinum to the Rim of Pyrene: A Synthetic and
 Spectroscopic Study
;
_journal_issue                   27
_journal_name_full               Organometallics
_journal_page_first              6760
_journal_paper_doi               10.1021/om700716p
_journal_volume                  26
_journal_year                    2007
_chemical_formula_sum            'C34.5 H25 Au Cl P'
_chemical_formula_weight         702.93
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 103.977(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.030(2)
_cell_length_b                   15.178(3)
_cell_length_c                   15.529(3)
_cell_measurement_reflns_used    5541
_cell_measurement_temperature    243(2)
_cell_measurement_theta_max      25.96
_cell_measurement_theta_min      2.35
_cell_volume                     2751.5(9)
_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, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      243(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0529
_diffrn_reflns_av_sigmaI/netI    0.0625
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            18856
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.74
_exptl_absorpt_coefficient_mu    5.524
_exptl_absorpt_correction_T_max  0.4046
_exptl_absorpt_correction_T_min  0.1688
_exptl_absorpt_correction_type   'Sadabs, (Sheldrick 2001)'
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_diffrn    1.697
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       ROD
_exptl_crystal_F_000             1372
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         2.416
_refine_diff_density_min         -1.444
_refine_diff_density_rms         0.137
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         6319
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0440
_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)+(0.0606P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1186
_refine_ls_wR_factor_ref         0.1254
_reflns_number_gt                4859
_reflns_number_total             6319
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om700716p-file002.cif
_cod_data_source_block           6339
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        2751.6(8)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_original_formula_sum        'C34.50 H25 Au Cl P'
_cod_database_code               4073898
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
C1S C 0.0862(14) 0.4854(8) -0.0175(9) 0.096(7) Uani 0.50 1 d PD
H1S1 H 0.0960 0.4481 -0.0666 0.115 Uiso 0.50 1 calc PR
H1S2 H 0.1602 0.5110 0.0124 0.115 Uiso 0.50 1 calc PR
Cl1 Cl 0.0251(7) 0.4271(2) 0.0565(4) 0.225(3) Uani 1 1 d D
Au1 Au 0.59964(2) 0.929247(13) 0.157229(16) 0.04630(11) Uani 1 1 d .
P1 P 0.47027(13) 0.84202(9) 0.20443(10) 0.0423(3) Uani 1 1 d .
C1 C 0.7214(5) 1.0023(3) 0.1169(4) 0.0469(13) Uani 1 1 d .
C2 C 0.7410(6) 0.9898(4) 0.0325(4) 0.0528(14) Uani 1 1 d .
H2 H 0.6923 0.9519 -0.0074 0.063 Uiso 1 1 calc R
C3 C 0.8295(6) 1.0314(4) 0.0058(4) 0.0545(15) Uani 1 1 d .
H3 H 0.8410 1.0206 -0.0511 0.065 Uiso 1 1 calc R
C4 C 0.9945(6) 1.1341(4) 0.0380(5) 0.0582(16) Uani 1 1 d .
H4 H 1.0072 1.1244 -0.0187 0.070 Uiso 1 1 calc R
C5 C 1.0632(6) 1.1896(5) 0.0937(5) 0.0655(18) Uani 1 1 d .
H5 H 1.1231 1.2174 0.0749 0.079 Uiso 1 1 calc R
C6 C 1.1201(6) 1.2643(5) 0.2403(6) 0.072(2) Uani 1 1 d .
H6 H 1.1791 1.2947 0.2228 0.086 Uiso 1 1 calc R
C7 C 1.1055(7) 1.2761(5) 0.3249(6) 0.082(2) Uani 1 1 d .
H7 H 1.1541 1.3150 0.3637 0.098 Uiso 1 1 calc R
C8 C 1.0217(7) 1.2323(4) 0.3533(5) 0.0695(19) Uani 1 1 d .
H8 H 1.0147 1.2397 0.4119 0.083 Uiso 1 1 calc R
C9 C 0.8541(6) 1.1307(4) 0.3207(4) 0.0569(15) Uani 1 1 d .
H9 H 0.8435 1.1385 0.3782 0.068 Uiso 1 1 calc R
C10 C 0.7837(6) 1.0772(3) 0.2640(5) 0.0524(15) Uani 1 1 d .
H10 H 0.7242 1.0493 0.2833 0.063 Uiso 1 1 calc R
C11 C 0.7941(5) 1.0603(3) 0.1757(4) 0.0386(12) Uani 1 1 d .
C12 C 0.9014(6) 1.0889(4) 0.0630(4) 0.0487(14) Uani 1 1 d .
C13 C 1.0489(5) 1.2081(4) 0.1802(5) 0.0582(16) Uani 1 1 d .
C14 C 0.9460(6) 1.1764(4) 0.2951(4) 0.0552(15) Uani 1 1 d .
C15 C 0.8844(5) 1.1039(4) 0.1476(4) 0.0420(12) Uani 1 1 d .
C16 C 0.9589(5) 1.1636(3) 0.2078(4) 0.0471(13) Uani 1 1 d .
C1A C 0.4157(5) 0.7516(4) 0.1295(4) 0.0432(12) Uani 1 1 d .
C2A C 0.3245(6) 0.7650(4) 0.0582(4) 0.0572(16) Uani 1 1 d .
H2A H 0.2848 0.8188 0.0529 0.069 Uiso 1 1 calc R
C3A C 0.2895(6) 0.7005(5) -0.0066(5) 0.0663(18) Uani 1 1 d .
H3A H 0.2269 0.7104 -0.0552 0.080 Uiso 1 1 calc R
C4A C 0.3482(8) 0.6223(5) 0.0020(6) 0.077(2) Uani 1 1 d .
H4A H 0.3265 0.5785 -0.0417 0.092 Uiso 1 1 calc R
C5A C 0.4383(8) 0.6072(5) 0.0737(5) 0.073(2) Uani 1 1 d .
H5A H 0.4759 0.5524 0.0802 0.088 Uiso 1 1 calc R
C6A C 0.4742(6) 0.6729(4) 0.1368(5) 0.0596(16) Uani 1 1 d .
H6A H 0.5382 0.6635 0.1843 0.072 Uiso 1 1 calc R
C1B C 0.3466(5) 0.9009(4) 0.2207(4) 0.0443(12) Uani 1 1 d .
C2B C 0.2538(5) 0.8566(4) 0.2395(5) 0.0572(16) Uani 1 1 d .
H2B H 0.2519 0.7947 0.2392 0.069 Uiso 1 1 calc R
C3B C 0.1641(6) 0.9043(5) 0.2587(5) 0.070(2) Uani 1 1 d .
H3B H 0.1010 0.8746 0.2709 0.084 Uiso 1 1 calc R
C4B C 0.1676(7) 0.9951(5) 0.2598(5) 0.077(2) Uani 1 1 d .
H4B H 0.1069 1.0275 0.2725 0.093 Uiso 1 1 calc R
C5B C 0.2591(7) 1.0375(5) 0.2425(6) 0.076(2) Uani 1 1 d .
H5B H 0.2616 1.0994 0.2444 0.091 Uiso 1 1 calc R
C6B C 0.3477(6) 0.9922(4) 0.2224(5) 0.0620(17) Uani 1 1 d .
H6B H 0.4095 1.0231 0.2097 0.074 Uiso 1 1 calc R
C1C C 0.5305(5) 0.7938(3) 0.3127(4) 0.0431(12) Uani 1 1 d .
C2C C 0.4811(6) 0.7198(4) 0.3427(4) 0.0533(15) Uani 1 1 d .
H2C H 0.4189 0.6908 0.3050 0.064 Uiso 1 1 calc R
C3C C 0.5255(6) 0.6894(4) 0.4293(5) 0.0610(17) Uani 1 1 d .
H3C H 0.4946 0.6389 0.4497 0.073 Uiso 1 1 calc R
C4C C 0.6138(6) 0.7336(5) 0.4840(5) 0.0625(18) Uani 1 1 d .
H4C H 0.6416 0.7139 0.5427 0.075 Uiso 1 1 calc R
C5C C 0.6622(6) 0.8051(5) 0.4560(5) 0.0643(18) Uani 1 1 d .
H5C H 0.7236 0.8342 0.4944 0.077 Uiso 1 1 calc R
C6C C 0.6199(5) 0.8350(4) 0.3697(4) 0.0525(14) Uani 1 1 d .
H6C H 0.6536 0.8846 0.3500 0.063 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'
Au Au -2.0133 8.8022 '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'
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
Cl1 C1S Cl1 100.9(8) 3_565
C1S Cl1 C1S 79.1(8) 3_565
C1 Au1 P1 177.11(16) .
C1B P1 C1A 106.3(3) .
C1B P1 C1C 103.1(3) .
C1A P1 C1C 106.9(3) .
C1B P1 Au1 113.9(2) .
C1A P1 Au1 113.55(19) .
C1C P1 Au1 112.2(2) .
C2 C1 C11 118.2(5) .
C2 C1 Au1 120.4(4) .
C11 C1 Au1 121.1(4) .
C3 C2 C1 122.3(6) .
C2 C3 C12 119.9(6) .
C5 C4 C12 121.5(6) .
C4 C5 C13 122.5(6) .
C7 C6 C13 121.2(7) .
C8 C7 C6 121.2(7) .
C7 C8 C14 120.0(7) .
C10 C9 C14 121.2(6) .
C9 C10 C11 123.4(6) .
C1 C11 C15 119.4(5) .
C1 C11 C10 123.3(5) .
C15 C11 C10 117.3(5) .
C3 C12 C15 119.7(6) .
C3 C12 C4 122.0(6) .
C15 C12 C4 118.3(6) .
C6 C13 C5 123.8(7) .
C6 C13 C16 118.5(7) .
C5 C13 C16 117.6(6) .
C8 C14 C16 119.7(6) .
C8 C14 C9 122.4(7) .
C16 C14 C9 117.8(5) .
C12 C15 C11 120.4(5) .
C12 C15 C16 120.1(5) .
C11 C15 C16 119.5(5) .
C14 C16 C13 119.3(6) .
C14 C16 C15 120.7(5) .
C13 C16 C15 120.0(6) .
C2A C1A C6A 119.1(6) .
C2A C1A P1 120.0(4) .
C6A C1A P1 120.3(5) .
C1A C2A C3A 121.5(6) .
C4A C3A C2A 118.6(7) .
C3A C4A C5A 120.7(7) .
C4A C5A C6A 120.1(7) .
C1A C6A C5A 119.9(7) .
C6B C1B C2B 118.9(5) .
C6B C1B P1 119.6(5) .
C2B C1B P1 121.3(4) .
C3B C2B C1B 119.7(6) .
C4B C3B C2B 120.0(7) .
C5B C4B C3B 119.7(7) .
C4B C5B C6B 121.5(7) .
C5B C6B C1B 120.2(7) .
C6C C1C C2C 118.8(6) .
C6C C1C P1 119.3(4) .
C2C C1C P1 121.6(5) .
C3C C2C C1C 119.3(6) .
C4C C3C C2C 119.7(6) .
C5C C4C C3C 121.7(7) .
C4C C5C C6C 119.1(6) .
C1C C6C C5C 121.4(6) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1S Cl1 1.747(12) .
C1S Cl1 1.879(15) 3_565
Cl1 C1S 1.879(15) 3_565
Au1 C1 2.053(6) .
Au1 P1 2.2943(15) .
P1 C1B 1.805(6) .
P1 C1A 1.816(6) .
P1 C1C 1.817(6) .
C1 C2 1.398(8) .
C1 C11 1.409(8) .
C2 C3 1.385(9) .
C3 C12 1.389(9) .
C4 C5 1.339(10) .
C4 C12 1.446(9) .
C5 C13 1.424(10) .
C6 C7 1.378(12) .
C6 C13 1.395(10) .
C7 C8 1.367(11) .
C8 C14 1.404(9) .
C9 C10 1.338(9) .
C9 C14 1.439(10) .
C10 C11 1.431(9) .
C11 C15 1.427(8) .
C12 C15 1.396(8) .
C13 C16 1.426(9) .
C14 C16 1.416(9) .
C15 C16 1.446(8) .
C1A C2A 1.373(9) .
C1A C6A 1.378(8) .
C2A C3A 1.394(9) .
C3A C4A 1.372(11) .
C4A C5A 1.373(11) .
C5A C6A 1.391(9) .
C1B C6B 1.387(8) .
C1B C2B 1.393(9) .
C2B C3B 1.390(10) .
C3B C4B 1.380(11) .
C4B C5B 1.357(12) .
C5B C6B 1.365(10) .
C1C C6C 1.368(8) .
C1C C2C 1.402(8) .
C2C C3C 1.400(9) .
C3C C4C 1.366(10) .
C4C C5C 1.351(10) .
C5C C6C 1.391(9) .
