#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:17:47 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179718 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/20/7002030.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_7002030
loop_
_publ_author_name
'Lemke, Jessica'
'Pinto, Antonio'
'Niehoff, Philip'
'Vasylyeva, Vera'
'Metzler-Nolte, Nils'
_publ_section_title
;
 Synthesis, structural characterisation and anti-proliferative activity
 of NHC gold amino acid and peptide conjugates
;
_journal_issue                   35
_journal_name_full               'Dalton Transactions'
_journal_page_first              7063
_journal_paper_doi               10.1039/b906140a
_journal_year                    2009
_chemical_formula_sum            'C17 H16 Au Br3 N2'
_chemical_formula_weight         685.01
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 91.488(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.6826(5)
_cell_length_b                   12.2416(4)
_cell_length_c                   20.3950(8)
_cell_measurement_temperature    193(2)
_cell_volume                     2416.61(18)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_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  0.0620
_diffrn_reflns_av_sigmaI/netI    0.1208
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14411
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         2.68
_exptl_absorpt_coefficient_mu    11.048
_exptl_crystal_density_diffrn    1.883
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1264
_refine_diff_density_max         1.191
_refine_diff_density_min         -0.843
_refine_diff_density_rms         0.130
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.825
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         4284
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.825
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0307
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0010P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0459
_refine_ls_wR_factor_ref         0.0472
_reflns_number_gt                2497
_reflns_number_total             4284
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b906140a.txt
_cod_data_source_block           jl391
_cod_database_code               7002030
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Au1 Au 0.17389(4) 0.23204(2) 0.707529(17) 0.02967(9) Uani 1 1 d . . .
Br2 Br 0.22579(9) 0.10225(6) 0.79388(4) 0.0359(2) Uani 1 1 d . . .
Br3 Br 0.13763(10) 0.36184(6) 0.61912(4) 0.0467(3) Uani 1 1 d . . .
Br4 Br -0.06049(9) 0.16084(6) 0.69405(5) 0.0451(3) Uani 1 1 d . . .
N1 N 0.4744(6) 0.2698(4) 0.6803(3) 0.0252(15) Uani 1 1 d . . .
N2 N 0.4198(7) 0.3460(4) 0.7699(3) 0.0268(16) Uani 1 1 d . . .
C1 C 0.3682(8) 0.2886(5) 0.7204(3) 0.0205(19) Uani 1 1 d . . .
C3 C 0.5563(9) 0.3616(6) 0.7623(4) 0.038(2) Uani 1 1 d . . .
H3A H 0.6166 0.3990 0.7922 0.046 Uiso 1 1 calc R . .
C6 C 0.4928(8) 0.0810(5) 0.6339(4) 0.024(2) Uani 1 1 d . . .
C11 C 0.5500(8) 0.0447(6) 0.6918(4) 0.032(2) Uani 1 1 d . . .
H11A H 0.5761 0.0958 0.7249 0.038 Uiso 1 1 calc R . .
C5 C 0.4664(8) 0.2012(5) 0.6195(4) 0.026(2) Uani 1 1 d . . .
H5A H 0.3690 0.2065 0.6022 0.031 Uiso 1 1 calc R . .
C10 C 0.5702(8) -0.0643(6) 0.7027(5) 0.039(2) Uani 1 1 d . . .
H10A H 0.6083 -0.0892 0.7434 0.047 Uiso 1 1 calc R . .
C12 C 0.5561(9) 0.2508(6) 0.5678(3) 0.035(2) Uani 1 1 d . . .
C2 C 0.5922(8) 0.3165(5) 0.7067(4) 0.031(2) Uani 1 1 d . . .
H2A H 0.6815 0.3163 0.6885 0.037 Uiso 1 1 calc R . .
C15 C 0.7183(13) 0.3467(8) 0.4730(5) 0.064(3) Uani 1 1 d . . .
H15A H 0.7748 0.3807 0.4415 0.077 Uiso 1 1 calc R . .
C8 C 0.4795(11) -0.1026(7) 0.5967(5) 0.062(3) Uani 1 1 d . . .
H8A H 0.4564 -0.1535 0.5630 0.074 Uiso 1 1 calc R . .
C7 C 0.4570(10) 0.0059(6) 0.5876(4) 0.043(3) Uani 1 1 d . . .
H7A H 0.4150 0.0300 0.5475 0.052 Uiso 1 1 calc R . .
C14 C 0.5793(14) 0.3756(6) 0.4768(5) 0.062(3) Uani 1 1 d . . .
H14A H 0.5389 0.4269 0.4471 0.075 Uiso 1 1 calc R . .
C17 C 0.6939(10) 0.2190(7) 0.5623(4) 0.051(3) Uani 1 1 d . . .
H17A H 0.7318 0.1644 0.5906 0.061 Uiso 1 1 calc R . .
C16 C 0.7746(9) 0.2672(8) 0.5156(4) 0.066(3) Uani 1 1 d . . .
H16A H 0.8688 0.2466 0.5123 0.079 Uiso 1 1 calc R . .
C13 C 0.5036(10) 0.3286(6) 0.5241(4) 0.046(3) Uani 1 1 d . . .
H13A H 0.4097 0.3499 0.5276 0.056 Uiso 1 1 calc R . .
C9 C 0.5351(9) -0.1367(7) 0.6545(5) 0.053(3) Uani 1 1 d . . .
H9A H 0.5499 -0.2125 0.6616 0.063 Uiso 1 1 calc R . .
C4 C 0.3367(9) 0.3862(6) 0.8249(4) 0.043(2) Uani 1 1 d . . .
H4A H 0.2404 0.3633 0.8182 0.065 Uiso 1 1 calc R . .
H4B H 0.3414 0.4661 0.8267 0.065 Uiso 1 1 calc R . .
H4C H 0.3734 0.3556 0.8662 0.065 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'
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
_geom_angle_publ_flag
C1 Au1 Br2 87.43(18) . . ?
C1 Au1 Br3 89.34(18) . . ?
Br2 Au1 Br3 176.25(4) . . ?
C1 Au1 Br4 178.71(19) . . ?
Br2 Au1 Br4 91.29(3) . . ?
Br3 Au1 Br4 91.95(3) . . ?
C1 N1 C2 109.2(6) . . ?
C1 N1 C5 125.0(6) . . ?
C2 N1 C5 125.6(7) . . ?
C1 N2 C3 109.9(7) . . ?
C1 N2 C4 123.7(7) . . ?
C3 N2 C4 126.4(7) . . ?
N2 C1 N1 106.0(7) . . ?
N2 C1 Au1 128.1(6) . . ?
N1 C1 Au1 125.8(5) . . ?
C2 C3 N2 108.8(7) . . ?
C7 C6 C11 118.2(7) . . ?
C7 C6 C5 118.8(7) . . ?
C11 C6 C5 123.0(7) . . ?
C6 C11 C10 120.8(7) . . ?
N1 C5 C12 109.5(5) . . ?
N1 C5 C6 112.2(6) . . ?
C12 C5 C6 115.3(6) . . ?
C9 C10 C11 119.1(8) . . ?
C13 C12 C17 118.2(8) . . ?
C13 C12 C5 121.0(8) . . ?
C17 C12 C5 120.8(7) . . ?
C3 C2 N1 106.1(7) . . ?
C14 C15 C16 120.0(9) . . ?
C9 C8 C7 118.7(9) . . ?
C6 C7 C8 122.0(8) . . ?
C13 C14 C15 118.2(10) . . ?
C16 C17 C12 119.7(8) . . ?
C17 C16 C15 120.3(9) . . ?
C14 C13 C12 123.4(9) . . ?
C8 C9 C10 121.1(8) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Au1 C1 2.016(8) . ?
Au1 Br2 2.4151(8) . ?
Au1 Br3 2.4220(9) . ?
Au1 Br4 2.4399(10) . ?
N1 C1 1.350(9) . ?
N1 C2 1.374(8) . ?
N1 C5 1.498(8) . ?
N2 C1 1.317(8) . ?
N2 C3 1.348(9) . ?
N2 C4 1.481(9) . ?
C3 C2 1.316(10) . ?
C6 C7 1.357(9) . ?
C6 C11 1.365(10) . ?
C6 C5 1.522(8) . ?
C11 C10 1.366(8) . ?
C5 C12 1.510(10) . ?
C10 C9 1.360(10) . ?
C12 C13 1.393(10) . ?
C12 C17 1.397(10) . ?
C15 C14 1.395(12) . ?
C15 C16 1.406(11) . ?
C8 C9 1.350(11) . ?
C8 C7 1.358(9) . ?
C14 C13 1.354(12) . ?
C17 C16 1.381(11) . ?
