#------------------------------------------------------------------------------
#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/1/10/01/1100139.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_1100139
loop_
_publ_author_name
'Esther R. Acuna-Cueva'
'Sonia B. Jimenez-Pulido'
'Miguel N. Moreno-Carretero'
'Miguel Quiros'
_journal_name_full               'Structural Chemistry'
_journal_page_first              159
_journal_page_last               163
_journal_paper_doi               10.1023/B:STUC.0000011250.33484.84
_journal_volume                  15
_journal_year                    2004
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H37 Au Br4 N12 O9'
_chemical_formula_weight         1190.29
_chemical_melting_point          ?
_chemical_name_common            ?
_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
_cell_angle_alpha                71.538(17)
_cell_angle_beta                 71.675(7)
_cell_angle_gamma                78.681(13)
_cell_formula_units_Z            2
_cell_length_a                   11.3215(10)
_cell_length_b                   11.908(2)
_cell_length_c                   16.4596(14)
_cell_measurement_reflns_used    29
_cell_measurement_temperature    295(1)
_cell_measurement_theta_max      14.7
_cell_measurement_theta_min      12.5
_cell_volume                     1986.6(5)
_diffrn_ambient_temperature      295(1)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'STOE STADI4 4-circle-diffractometer'
_diffrn_measurement_method
; Scan width (omega) = 0.82 - 1.48, scan ratio 2theta:omega = 1.00
  I(Net) and sigma(I) from profile fitting (Clegg, 1981)
;
_diffrn_radiation_collimation    '0.8 mm'
_diffrn_radiation_detector       'NaI(Tl) scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_polarisn_norm  90
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0453
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6974
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.82
_diffrn_standards_decay_%        6.3
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    7.788
_exptl_absorpt_correction_T_max  0.2691
_exptl_absorpt_correction_T_min  0.0613
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
;
    Psi Scan Reflections used    Mu * R = 0.95
    H   K   L   2Theta   Chi   Imin/Imax
    1   1   6    15.0    79.9    0.235
    2   0   6    16.0    78.2    0.264
    2   1   7    17.6    80.6    0.255
    1   0   7    18.4    83.6    0.324
    1   1   8    20.3    80.5    0.270
    3   1   8    20.8    75.0    0.271
    2   0   8    21.1    84.1    0.308
    1   0   8    21.1    82.5    0.335
    1  -1   8    22.5    76.1    0.389
    1   0   9    23.8    81.5    0.358
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.990
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       ?
_exptl_crystal_F_000             1148
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.050
_refine_diff_density_max         2.411
_refine_diff_density_min         -2.998
_refine_diff_density_rms         0.220
_refine_ls_extinction_coef       0.0013(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     488
_refine_ls_number_reflns         6974
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.1194
_refine_ls_R_factor_gt           0.0890
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1600P)²+17.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2346
_refine_ls_wR_factor_ref         0.2771
_reflns_d_resolution_high        0.841
_reflns_d_resolution_low         11.207
_reflns_number_gt                4910
_reflns_number_total             6974
_reflns_threshold_expression     >2sigma(I)
_cod_database_code               1100139
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Au Au 0.25509(5) 0.26103(5) 0.24397(4) 0.0632(3) Uani 1 1 d . . .
Br1 Br 0.23408(17) 0.40227(19) 0.10580(12) 0.0867(6) Uani 1 1 d . . .
Br2 Br 0.2773(2) 0.1206(2) 0.38250(14) 0.1009(7) Uani 1 1 d . . .
Br3 Br 0.09194(19) 0.1565(2) 0.24434(16) 0.0955(6) Uani 1 1 d . . .
Br4 Br 0.4159(2) 0.3675(2) 0.24324(17) 0.1023(7) Uani 1 1 d . . .
N1A N 0.6147(10) 0.3422(9) 0.3818(7) 0.052(3) Uani 1 1 d . . .
C1A C 0.6053(15) 0.4671(13) 0.3798(9) 0.066(4) Uani 1 1 d . . .
H11A H 0.6291 0.4720 0.4295 0.079 Uiso 1 1 d R . .
H12A H 0.5207 0.5025 0.3832 0.079 Uiso 1 1 d R . .
H13A H 0.6601 0.5088 0.3254 0.079 Uiso 1 1 d R . .
C1AA C 0.6818(10) 0.2986(11) 0.3098(7) 0.043(3) Uani 1 1 d . . .
C2A C 0.5492(12) 0.2657(12) 0.4586(8) 0.051(3) Uani 1 1 d . . .
O2A O 0.4889(8) 0.3015(9) 0.5229(6) 0.061(2) Uani 1 1 d . . .
N3A N 0.5511(10) 0.1503(10) 0.4586(7) 0.055(3) Uani 1 1 d . . .
H3A H 0.5085 0.1046 0.5063 0.066 Uiso 1 1 d R . .
C4A C 0.6150(11) 0.0999(13) 0.3905(8) 0.052(3) Uani 1 1 d . . .
O4A O 0.6116(9) -0.0052(9) 0.3987(7) 0.069(3) Uani 1 1 d . . .
C4AA C 0.6854(11) 0.1812(11) 0.3115(8) 0.045(3) Uani 1 1 d . . .
N5A N 0.7490(10) 0.1408(10) 0.2422(7) 0.052(3) Uani 1 1 d . . .
C6A C 0.8099(12) 0.2186(13) 0.1686(8) 0.055(3) Uani 1 1 d . . .
C61A C 0.8813(18) 0.1729(16) 0.0904(11) 0.092(6) Uani 1 1 d . . .
H61A H 0.8669 0.0915 0.1032 0.110 Uiso 1 1 d R . .
H62A H 0.9691 0.1775 0.0785 0.110 Uiso 1 1 d R . .
H63A H 0.8532 0.2199 0.0394 0.110 Uiso 1 1 d R . .
C7A C 0.8071(12) 0.3356(12) 0.1703(8) 0.049(3) Uani 1 1 d . . .
C71A C 0.8823(15) 0.4189(14) 0.0878(9) 0.070(4) Uani 1 1 d . . .
H71A H 0.8725 0.4966 0.0966 0.084 Uiso 1 1 d R . .
H72A H 0.8532 0.4245 0.0377 0.084 Uiso 1 1 d R . .
H73A H 0.9691 0.3881 0.0768 0.084 Uiso 1 1 d R . .
N8A N 0.7444(9) 0.3769(9) 0.2372(7) 0.051(3) Uani 1 1 d . . .
N1B N 0.4133(11) -0.0350(12) 0.1712(9) 0.064(3) Uani 1 1 d . . .
C1B C 0.5073(16) -0.0407(15) 0.2168(12) 0.077(5) Uani 1 1 d . . .
H11B H 0.4987 -0.1088 0.2679 0.092 Uiso 1 1 d R . .
H12B H 0.4950 0.0303 0.2355 0.092 Uiso 1 1 d R . .
H13B H 0.5896 -0.0477 0.1772 0.092 Uiso 1 1 d R . .
C1AB C 0.4066(12) 0.0590(13) 0.0956(10) 0.059(4) Uani 1 1 d . . .
C2B C 0.3324(13) -0.1177(14) 0.2052(11) 0.061(4) Uani 1 1 d . . .
O2B O 0.3337(12) -0.2010(11) 0.2720(8) 0.082(3) Uani 1 1 d . . .
N3B N 0.2487(10) -0.1081(10) 0.1579(8) 0.061(3) Uani 1 1 d . . .
H3B H 0.1999 -0.1635 0.1778 0.073 Uiso 1 1 d R . .
C4B C 0.2322(14) -0.0204(12) 0.0817(9) 0.057(3) Uani 1 1 d . . .
O4B O 0.1517(10) -0.0215(9) 0.0466(7) 0.062(2) Uani 1 1 d . . .
C4AB C 0.3210(14) 0.0670(13) 0.0500(9) 0.059(4) Uani 1 1 d . . .
N5B N 0.3193(12) 0.1548(12) -0.0250(8) 0.073(4) Uani 1 1 d . . .
C6B C 0.4034(16) 0.2320(14) -0.0522(12) 0.078(5) Uani 1 1 d . . .
C61B C 0.395(2) 0.3315(19) -0.1356(14) 0.117(8) Uani 1 1 d . . .
H61B H 0.3263 0.3229 -0.1552 0.140 Uiso 1 1 d R . .
H62B H 0.4713 0.3272 -0.1815 0.140 Uiso 1 1 d R . .
H63B H 0.3811 0.4073 -0.1232 0.140 Uiso 1 1 d R . .
C7B C 0.4898(15) 0.2256(14) -0.0050(14) 0.079(5) Uani 1 1 d . . .
C71B C 0.5780(19) 0.3179(17) -0.0339(16) 0.110(8) Uani 1 1 d . . .
H71B H 0.6350 0.2957 0.0025 0.132 Uiso 1 1 d R . .
H72B H 0.5307 0.3927 -0.0284 0.132 Uiso 1 1 d R . .
H73B H 0.6243 0.3254 -0.0949 0.132 Uiso 1 1 d R . .
N8B N 0.4916(11) 0.1382(11) 0.0671(9) 0.069(4) Uani 1 1 d . . .
N1C N 0.0330(10) 0.5274(10) 0.3073(8) 0.056(3) Uani 1 1 d . . .
C1C C -0.0479(13) 0.5401(14) 0.2513(10) 0.062(4) Uani 1 1 d . . .
H11C H -0.0346 0.4699 0.2314 0.074 Uiso 1 1 d R . .
H12C H -0.0288 0.6080 0.2007 0.074 Uiso 1 1 d R . .
H13C H -0.1337 0.5516 0.2844 0.074 Uiso 1 1 d R . .
C1AC C 0.0276(11) 0.4325(12) 0.3840(9) 0.050(3) Uani 1 1 d . . .
C2C C 0.1120(13) 0.6134(14) 0.2835(10) 0.063(4) Uani 1 1 d . . .
O2C O 0.1145(11) 0.6981(10) 0.2202(7) 0.079(3) Uani 1 1 d . . .
N3C N 0.1863(11) 0.5974(10) 0.3408(8) 0.062(3) Uani 1 1 d . . .
H3C H 0.2352 0.6512 0.3276 0.074 Uiso 1 1 d R . .
C4C C 0.1907(13) 0.5055(13) 0.4150(9) 0.055(3) Uani 1 1 d . . .
O4C O 0.2612(11) 0.5025(10) 0.4601(8) 0.083(3) Uani 1 1 d . . .
C4AC C 0.1044(12) 0.4176(13) 0.4381(9) 0.055(3) Uani 1 1 d . . .
N5C N 0.0985(11) 0.3254(10) 0.5116(8) 0.061(3) Uani 1 1 d . . .
C6C C 0.0211(14) 0.2472(14) 0.5278(10) 0.063(4) Uani 1 1 d . . .
C61C C 0.0159(18) 0.1430(15) 0.6073(12) 0.091(6) Uani 1 1 d . . .
H61C H 0.0911 0.0898 0.5966 0.110 Uiso 1 1 d R . .
H62C H -0.0552 0.1023 0.6183 0.110 Uiso 1 1 d R . .
H63C H 0.0090 0.1694 0.6582 0.110 Uiso 1 1 d R . .
C7C C -0.0549(14) 0.2600(15) 0.4735(11) 0.067(4) Uani 1 1 d . . .
C71C C -0.1444(18) 0.1755(16) 0.4897(14) 0.095(6) Uani 1 1 d . . .
H71C H -0.2214 0.1943 0.5312 0.114 Uiso 1 1 d R . .
H72C H -0.1092 0.0963 0.5140 0.114 Uiso 1 1 d R . .
H73C H -0.1605 0.1801 0.4348 0.114 Uiso 1 1 d R . .
N8C N -0.0500(10) 0.3523(10) 0.3987(8) 0.056(3) Uani 1 1 d . . .
O1W O 0.2550(9) 0.2827(10) 0.6189(7) 0.067(3) Uani 1 1 d . . .
O2W O 0.2133(10) 0.1089(10) 0.7445(6) 0.074(3) Uani 1 1 d . . .
O3W O 0.0868(11) 0.1470(12) 0.8938(7) 0.088(4) 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 0.0000 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'
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
Br4 Au Br1 89.53(8) . . ?
Br4 Au Br2 89.98(9) . . ?
Br1 Au Br2 179.51(8) . . ?
Br4 Au Br3 179.27(7) . . ?
Br1 Au Br3 89.99(8) . . ?
Br2 Au Br3 90.49(9) . . ?
C1AA N1A C2A 119.2(11) . . ?
C1AA N1A C1A 123.0(10) . . ?
C2A N1A C1A 117.8(11) . . ?
N8A C1AA C4AA 121.2(11) . . ?
N8A C1AA N1A 116.5(11) . . ?
C4AA C1AA N1A 122.3(10) . . ?
O2A C2A N3A 121.3(11) . . ?
O2A C2A N1A 120.7(12) . . ?
N3A C2A N1A 117.9(11) . . ?
C2A O2A O1W 131.2(9) . . ?
C2A N3A C4A 126.7(11) . . ?
O4A C4A N3A 120.9(11) . . ?
O4A C4A C4AA 124.7(12) . . ?
N3A C4A C4AA 114.3(12) . . ?
N5A C4AA C1AA 121.8(11) . . ?
N5A C4AA C4A 118.7(12) . . ?
C1AA C4AA C4A 119.6(11) . . ?
C4AA N5A C6A 117.7(12) . . ?
N5A C6A C7A 118.9(12) . . ?
N5A C6A C61A 117.6(13) . . ?
C7A C6A C61A 123.5(12) . . ?
N8A C7A C6A 124.2(11) . . ?
N8A C7A C71A 118.5(13) . . ?
C6A C7A C71A 117.4(12) . . ?
C7A N8A C1AA 116.2(11) . . ?
C2B N1B C1AB 121.6(13) . . ?
C2B N1B C1B 119.1(13) . . ?
C1AB N1B C1B 119.2(12) . . ?
N8B C1AB C4AB 121.7(14) . . ?
N8B C1AB N1B 117.1(14) . . ?
C4AB C1AB N1B 121.2(13) . . ?
O2B C2B N1B 123.9(14) . . ?
O2B C2B N3B 120.2(13) . . ?
N1B C2B N3B 115.8(14) . . ?
C2B N3B C4B 128.6(12) . . ?
O4B C4B N3B 121.9(13) . . ?
O4B C4B C4AB 125.7(13) . . ?
N3B C4B C4AB 112.4(13) . . ?
N5B C4AB C1AB 120.7(14) . . ?
N5B C4AB C4B 119.1(15) . . ?
C1AB C4AB C4B 120.3(13) . . ?
C6B N5B C4AB 116.9(16) . . ?
N5B C6B C7B 122.7(16) . . ?
N5B C6B C61B 114.7(19) . . ?
C7B C6B C61B 122.5(17) . . ?
N8B C7B C6B 119.5(15) . . ?
N8B C7B C71B 119(2) . . ?
C6B C7B C71B 121.5(19) . . ?
C7B N8B C1AB 118.5(16) . . ?
C2C N1C C1AC 121.6(12) . . ?
C2C N1C C1C 117.6(12) . . ?
C1AC N1C C1C 120.7(11) . . ?
N8C C1AC C4AC 121.8(13) . . ?
N8C C1AC N1C 116.2(12) . . ?
C4AC C1AC N1C 121.9(12) . . ?
O2C C2C N1C 122.8(14) . . ?
O2C C2C N3C 122.1(14) . . ?
N1C C2C N3C 115.1(13) . . ?
C4C N3C C2C 127.3(12) . . ?
O4C C4C N3C 120.6(13) . . ?
O4C C4C C4AC 123.8(13) . . ?
N3C C4C C4AC 115.5(12) . . ?
N5C C4AC C1AC 121.3(13) . . ?
N5C C4AC C4C 120.2(13) . . ?
C1AC C4AC C4C 118.5(13) . . ?
C6C N5C C4AC 117.4(13) . . ?
C6C N5C O1W 119.0(10) . . ?
C4AC N5C O1W 123.3(10) . . ?
N5C C6C C7C 121.9(14) . . ?
N5C C6C C61C 118.3(15) . . ?
C7C C6C C61C 119.9(14) . . ?
N8C C7C C6C 121.5(14) . . ?
N8C C7C C71C 114.7(14) . . ?
C6C C7C C71C 123.8(15) . . ?
C1AC N8C C7C 115.9(12) . . ?
O2W O1W O2A 117.5(5) . . ?
O2W O1W N5C 113.0(5) . . ?
O2A O1W N5C 110.8(5) . . ?
O1W O2W O3W 116.4(5) . . ?
O1W O2W N5A 132.3(5) . 2_656 ?
O3W O2W N5A 110.8(5) . 2_656 ?
O2W O3W O4B 114.8(5) . 1_556 ?
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
Au Br4 2.409(2) . ?
Au Br1 2.4120(19) . ?
Au Br2 2.416(2) . ?
Au Br3 2.419(2) . ?
N1A C1AA 1.385(15) . ?
N1A C2A 1.387(15) . ?
N1A C1A 1.460(17) . ?
C1AA N8A 1.350(15) . ?
C1AA C4AA 1.382(18) . ?
C2A O2A 1.218(15) . ?
C2A N3A 1.370(17) . ?
O2A O1W 2.634(12) . ?
N3A C4A 1.373(16) . ?
C4A O4A 1.223(17) . ?
C4A C4AA 1.455(16) . ?
C4AA N5A 1.321(16) . ?
N5A C6A 1.347(16) . ?
C6A C7A 1.397(19) . ?
C6A C61A 1.49(2) . ?
C7A N8A 1.293(16) . ?
C7A C71A 1.518(17) . ?
N1B C2B 1.344(19) . ?
N1B C1AB 1.40(2) . ?
N1B C1B 1.463(19) . ?
C1AB N8B 1.352(19) . ?
C1AB C4AB 1.37(2) . ?
C2B O2B 1.227(19) . ?
C2B N3B 1.373(19) . ?
N3B C4B 1.392(18) . ?
C4B O4B 1.227(17) . ?
C4B C4AB 1.45(2) . ?
C4AB N5B 1.345(19) . ?
N5B C6B 1.33(2) . ?
C6B C7B 1.41(3) . ?
C6B C61B 1.52(3) . ?
C7B N8B 1.31(2) . ?
C7B C71B 1.49(2) . ?
N1C C2C 1.374(19) . ?
N1C C1AC 1.396(18) . ?
N1C C1C 1.449(17) . ?
C1AC N8C 1.338(17) . ?
C1AC C4AC 1.381(19) . ?
C2C O2C 1.196(18) . ?
C2C N3C 1.398(19) . ?
N3C C4C 1.365(18) . ?
C4C O4C 1.238(17) . ?
C4C C4AC 1.45(2) . ?
C4AC N5C 1.346(19) . ?
N5C C6C 1.31(2) . ?
N5C O1W 2.749(16) . ?
C6C C7C 1.38(2) . ?
C6C C61C 1.49(2) . ?
C7C N8C 1.36(2) . ?
C7C C71C 1.47(2) . ?
O1W O2W 2.416(15) . ?
O2W O3W 2.557(14) . ?
O2W N5A 2.868(15) 2_656 ?
O3W O4B 2.877(15) 1_556 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3A H3A O4A 0.86 1.95 2.803(13) 169.0 2_656
N3B H3B O2C 0.86 1.90 2.754(15) 171.4 1_545
N3C H3C O2B 0.86 2.07 2.915(16) 166.6 1_565
