#------------------------------------------------------------------------------
#$Date: 2019-03-05 10:52:05 +0200 (Tue, 05 Mar 2019) $
#$Revision: 213973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/37/7103745.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_7103745
loop_
_publ_author_name
'Che, Chi-Ming'
'Sun, Raymond Wai-Yin'
'Yu, Wing-Yiu'
'Ko, Chi-Bun'
'Zhu, Nianyong'
'Sun, Hongzhe'
_publ_section_title
;
 Gold(III) porphyrins as a new class of anticancer drugs: cytotoxicity,
 DNA binding and induction of apoptosis in human cervix epitheloid cancer
 cells
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   14
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              1718
_journal_page_last               1719
_journal_paper_doi               10.1039/b303294a
_journal_year                    2003
_chemical_formula_moiety         'C44 H28 Au Cl N4 O4'
_chemical_formula_sum            'C44 H28 Au Cl N4 O4'
_chemical_formula_weight         909.12
_space_group_IT_number           52
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2a 2bc'
_symmetry_space_group_name_H-M   'P n n a'
_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            4
_cell_length_a                   8.1020(16)
_cell_length_b                   20.964(4)
_cell_length_c                   20.060(4)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    253(2)
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_volume                     3407.2(12)
_computing_cell_refinement       Scalepack
_computing_data_collection       Marcontrol
_computing_data_reduction        Denzo
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia,1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      253(2)
_diffrn_measured_fraction_theta_full 0.953
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_device_type  'Mar IPDS mar300'
_diffrn_measurement_method       Oscillation
_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  0.0478
_diffrn_reflns_av_sigmaI/netI    0.0756
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            13426
_diffrn_reflns_theta_full        25.63
_diffrn_reflns_theta_max         25.63
_diffrn_reflns_theta_min         1.40
_exptl_absorpt_coefficient_mu    4.451
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.772
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1792
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.716
_refine_diff_density_min         -1.590
_refine_diff_density_rms         0.265
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.934
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         3066
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.934
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0308
_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)+(0.0544P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0790
_refine_ls_wR_factor_ref         0.1040
_reflns_number_gt                1782
_reflns_number_total             3066
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b303294a.txt
_cod_data_source_block           mar629a
_cod_database_code               7103745
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z'
'x, -y+1/2, -z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z'
'-x, y-1/2, z-1/2'
'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 0.7500 0.0000 0.075073(16) 0.02988(14) Uani 1 2 d S . .
N1 N 0.6872(6) -0.0640(3) 0.0033(3) 0.0294(13) Uani 1 1 d . . .
N2 N 0.6981(6) -0.0656(3) 0.1467(3) 0.0335(14) Uani 1 1 d . . .
C1 C 0.7500 0.0000 -0.0970(4) 0.0295(19) Uani 1 2 d S . .
C2 C 0.6798(9) -0.0522(3) -0.0647(3) 0.0292(15) Uani 1 1 d . . .
C3 C 0.5981(7) -0.1046(4) -0.0948(3) 0.0389(18) Uani 1 1 d . . .
H3 H 0.5737 -0.1084 -0.1399 0.047 Uiso 1 1 calc R . .
C4 C 0.5619(8) -0.1475(3) -0.0476(3) 0.0361(17) Uani 1 1 d . . .
H4 H 0.5088 -0.1863 -0.0545 0.043 Uiso 1 1 calc R . .
C5 C 0.6183(7) -0.1238(3) 0.0147(3) 0.0314(16) Uani 1 1 d . . .
C6 C 0.6128(8) -0.1555(3) 0.0751(3) 0.0347(16) Uani 1 1 d . . .
C7 C 0.6582(8) -0.1284(3) 0.1357(3) 0.0354(16) Uani 1 1 d . . .
C8 C 0.6608(9) -0.1605(4) 0.1978(3) 0.0466(19) Uani 1 1 d . . .
H8 H 0.6411 -0.2037 0.2046 0.056 Uiso 1 1 calc R . .
C9 C 0.6969(9) -0.1173(4) 0.2454(4) 0.046(2) Uani 1 1 d . . .
H9 H 0.7045 -0.1257 0.2908 0.055 Uiso 1 1 calc R . .
C10 C 0.7215(7) -0.0574(4) 0.2153(3) 0.0356(17) Uani 1 1 d . . .
C11 C 0.7500 0.0000 0.2470(5) 0.037(2) Uani 1 2 d S . .
C12 C 0.7500 0.0000 -0.1713(4) 0.034(2) Uani 1 2 d S . .
C13 C 0.8098(8) -0.0516(4) -0.2073(4) 0.0388(18) Uani 1 1 d . . .
H13 H 0.8509 -0.0868 -0.1845 0.047 Uiso 1 1 calc R . .
C14 C 0.8099(10) -0.0518(4) -0.2758(4) 0.056(2) Uani 1 1 d . . .
H14 H 0.8503 -0.0870 -0.2989 0.068 Uiso 1 1 calc R . .
C15 C 0.7500 0.0000 -0.3102(5) 0.051(3) Uani 1 2 d S . .
H15 H 0.7500 0.0000 -0.3566 0.062 Uiso 1 2 calc SR . .
C16 C 0.5565(9) -0.2233(3) 0.0761(3) 0.0373(17) Uani 1 1 d . . .
C17 C 0.6453(9) -0.2687(4) 0.0408(4) 0.050(2) Uani 1 1 d . . .
H17 H 0.7379 -0.2567 0.0164 0.060 Uiso 1 1 calc R . .
C18 C 0.5952(10) -0.3322(4) 0.0420(4) 0.056(2) Uani 1 1 d . . .
H18 H 0.6549 -0.3628 0.0187 0.067 Uiso 1 1 calc R . .
C19 C 0.4583(11) -0.3495(4) 0.0774(4) 0.055(2) Uani 1 1 d . . .
H19 H 0.4254 -0.3919 0.0782 0.067 Uiso 1 1 calc R . .
C20 C 0.3694(10) -0.3048(4) 0.1115(4) 0.052(2) Uani 1 1 d . . .
H20 H 0.2760 -0.3169 0.1352 0.062 Uiso 1 1 calc R . .
C21 C 0.4179(9) -0.2417(4) 0.1107(4) 0.0459(19) Uani 1 1 d . . .
H21 H 0.3564 -0.2114 0.1338 0.055 Uiso 1 1 calc R . .
C22 C 0.7500 0.0000 0.3213(5) 0.043(2) Uani 1 2 d S . .
C23 C 0.6353(10) 0.0364(4) 0.3570(4) 0.058(2) Uani 1 1 d . . .
H23 H 0.5587 0.0610 0.3340 0.070 Uiso 1 1 calc R . .
C24 C 0.6342(13) 0.0362(6) 0.4263(4) 0.078(3) Uani 1 1 d . . .
H24 H 0.5569 0.0602 0.4497 0.094 Uiso 1 1 calc R . .
C25 C 0.7500 0.0000 0.4598(6) 0.084(5) Uani 1 2 d S . .
H25 H 0.7500 0.0000 0.5062 0.100 Uiso 1 2 calc SR . .
Cl1 Cl 0.4475(4) 0.2500 0.2500 0.0678(9) Uani 1 2 d S . .
O1 O 0.5458(8) 0.2630(4) 0.1930(3) 0.114(3) Uani 1 1 d . . .
O2 O 0.3481(10) 0.1969(4) 0.2371(4) 0.134(3) 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
Au Au -2.0133 8.8022 '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'
C C 0.0033 0.0016 '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'
O O 0.0106 0.0060 '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'
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
N1 Au1 N1 89.8(3) . 2_655 ?
N1 Au1 N2 177.31(19) . 2_655 ?
N1 Au1 N2 90.1(2) 2_655 2_655 ?
N1 Au1 N2 90.1(2) . . ?
N1 Au1 N2 177.31(19) 2_655 . ?
N2 Au1 N2 90.1(3) 2_655 . ?
C2 N1 C5 107.7(6) . . ?
C2 N1 Au1 126.2(5) . . ?
C5 N1 Au1 125.4(4) . . ?
C7 N2 C10 107.9(6) . . ?
C7 N2 Au1 125.8(5) . . ?
C10 N2 Au1 125.6(5) . . ?
C2 C1 C2 124.6(8) 2_655 . ?
C2 C1 C12 117.7(4) 2_655 . ?
C2 C1 C12 117.7(4) . . ?
N1 C2 C1 125.4(6) . . ?
N1 C2 C3 107.5(6) . . ?
C1 C2 C3 127.0(6) . . ?
C4 C3 C2 108.8(6) . . ?
C3 C4 C5 108.4(6) . . ?
C6 C5 N1 126.2(6) . . ?
C6 C5 C4 126.2(6) . . ?
N1 C5 C4 107.5(6) . . ?
C5 C6 C7 124.1(7) . . ?
C5 C6 C16 118.7(6) . . ?
C7 C6 C16 117.2(6) . . ?
N2 C7 C6 126.4(6) . . ?
N2 C7 C8 108.1(6) . . ?
C6 C7 C8 125.4(7) . . ?
C9 C8 C7 107.9(7) . . ?
C8 C9 C10 109.0(7) . . ?
C11 C10 N2 125.8(7) . . ?
C11 C10 C9 127.1(7) . . ?
N2 C10 C9 107.0(6) . . ?
C10 C11 C10 125.0(9) . 2_655 ?
C10 C11 C22 117.5(4) . . ?
C10 C11 C22 117.5(4) 2_655 . ?
C13 C12 C13 117.4(9) 2_655 . ?
C13 C12 C1 121.3(4) 2_655 . ?
C13 C12 C1 121.3(4) . . ?
C14 C13 C12 121.5(8) . . ?
C15 C14 C13 119.9(8) . . ?
C14 C15 C14 119.8(10) 2_655 . ?
C21 C16 C17 119.3(7) . . ?
C21 C16 C6 121.6(7) . . ?
C17 C16 C6 119.2(6) . . ?
C16 C17 C18 119.7(7) . . ?
C19 C18 C17 119.9(8) . . ?
C20 C19 C18 120.5(8) . . ?
C19 C20 C21 120.2(8) . . ?
C16 C21 C20 120.4(7) . . ?
C23 C22 C23 118.5(10) . 2_655 ?
C23 C22 C11 120.7(5) . . ?
C23 C22 C11 120.7(5) 2_655 . ?
C24 C23 C22 121.0(10) . . ?
C25 C24 C23 118.9(11) . . ?
C24 C25 C24 121.7(12) . 2_655 ?
O2 Cl1 O2 109.6(8) . 3 ?
O2 Cl1 O1 109.1(5) . . ?
O2 Cl1 O1 108.6(5) 3 . ?
O2 Cl1 O1 108.6(5) . 3 ?
O2 Cl1 O1 109.1(5) 3 3 ?
O1 Cl1 O1 111.8(6) . 3 ?
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 N1 2.032(5) . ?
Au1 N1 2.032(5) 2_655 ?
Au1 N2 2.033(5) 2_655 ?
Au1 N2 2.033(5) . ?
N1 C2 1.389(7) . ?
N1 C5 1.391(8) . ?
N2 C7 1.373(8) . ?
N2 C10 1.400(8) . ?
C1 C2 1.393(8) 2_655 ?
C1 C2 1.393(8) . ?
C1 C12 1.491(12) . ?
C2 C3 1.416(9) . ?
C3 C4 1.339(9) . ?
C4 C5 1.422(9) . ?
C5 C6 1.382(9) . ?
C6 C7 1.392(9) . ?
C6 C16 1.493(9) . ?
C7 C8 1.415(9) . ?
C8 C9 1.347(9) . ?
C9 C10 1.409(10) . ?
C10 C11 1.380(8) . ?
C11 C10 1.380(8) 2_655 ?
C11 C22 1.491(13) . ?
C12 C13 1.387(9) 2_655 ?
C12 C13 1.387(9) . ?
C13 C14 1.376(10) . ?
C14 C15 1.375(10) . ?
C15 C14 1.375(10) 2_655 ?
C16 C21 1.376(9) . ?
C16 C17 1.388(9) . ?
C17 C18 1.392(10) . ?
C18 C19 1.366(10) . ?
C19 C20 1.365(10) . ?
C20 C21 1.379(10) . ?
C22 C23 1.398(10) . ?
C22 C23 1.398(10) 2_655 ?
C23 C24 1.391(11) . ?
C24 C25 1.382(13) . ?
C25 C24 1.382(13) 2_655 ?
Cl1 O2 1.397(7) . ?
Cl1 O2 1.397(7) 3 ?
Cl1 O1 1.421(6) . ?
Cl1 O1 1.421(6) 3 ?
