# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2014

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#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
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data_xs36ccd
#TrackingRef 'xs03ccd.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40.50 H48 Au Cl F3 N5 O3 S'
_chemical_formula_weight         974.32

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.9536(7)
_cell_length_b                   17.4706(11)
_cell_length_c                   23.2795(15)
_cell_angle_alpha                78.685(1)
_cell_angle_beta                 89.654(1)
_cell_angle_gamma                71.448(1)
_cell_volume                     4511.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8469
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      27.59

_exptl_crystal_description       ?
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1956
_exptl_absorpt_coefficient_mu    3.419
_exptl_absorpt_correction_type   semi-empirical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        none
_diffrn_reflns_number            31619
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_av_sigmaI/netI    0.0745
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.96
_diffrn_reflns_theta_max         27.66
_reflns_number_total             19936
_reflns_number_gt                14289
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger. The crystallographic
asymmetric unit contains two independent [Au(C27H36N2)(C12H11N3)]+ cations,
two independent triflate anions, and a molecule of methylene chloride.
One of the triflate anions is badly disordered and the methylene chloride
lies on a general position. The disordered triflate anion was modeled as
a two-site disorder, with a relative ratio for the two sites of ca. 3:1.
The positions of the S, O, C, and F atoms of the disordered triflate anion
were refined while restraining the S-O, S-C, and C-F interatomic distances
to 1.42 +- 0.01, 1.76 +- 0.01, and 1.35 +- 0.01 Å, respectively, in both
sites and the O-O interatomic distances to 2.35 +- 0.02 Å in the minor site
only. The non-hydrogen atoms of the major site were refined
anisotropically, whereas the non-hydrogen atoms of the minor site were
refined isotropically. The C-Cl interatomic distances of the poorly
defined methylene chloride were constrained to 1.73 +- 0.02 Å.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0776P)²+0.0P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         19936
_refine_ls_number_parameters     1043
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0481
_refine_ls_wR_factor_ref         0.1435
_refine_ls_wR_factor_gt          0.1281
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_restrained_S_all      0.984
_refine_ls_shift/su_max          0.099
_refine_ls_shift/su_mean         0.004

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 0.139781(19) 0.571051(11) 0.239346(9) 0.06581(8) Uani 1 1 d . . .
Au2 Au 0.675860(15) 0.081092(11) 0.274679(8) 0.05821(8) Uani 1 1 d . . .
S1 S 0.11767(14) 0.15810(10) 0.07051(8) 0.0846(4) Uani 1 1 d . . .
F1 F -0.0626(5) 0.1823(4) -0.0008(2) 0.161(2) Uani 1 1 d . . .
F2 F -0.0755(5) 0.1217(5) 0.0871(3) 0.190(3) Uani 1 1 d . . .
F3 F 0.0398(10) 0.0568(5) 0.0314(4) 0.239(5) Uani 1 1 d . . .
O1 O 0.1645(4) 0.0992(4) 0.1234(2) 0.1179(18) Uani 1 1 d . . .
O2 O 0.1921(5) 0.1519(5) 0.0236(3) 0.154(3) Uani 1 1 d . . .
O3 O 0.0563(8) 0.2407(4) 0.0771(4) 0.187(3) Uani 1 1 d . . .
N1 N -0.0442(4) 0.7038(2) 0.15691(18) 0.0668(11) Uani 1 1 d . . .
N2 N 0.0486(4) 0.6114(2) 0.10960(17) 0.0601(9) Uani 1 1 d . . .
N3 N 0.2653(5) 0.4868(3) 0.4149(2) 0.0886(15) Uani 1 1 d . . .
N4 N 0.3660(5) 0.4517(3) 0.3909(2) 0.0860(15) Uani 1 1 d . . .
N5 N 0.4585(5) 0.4144(3) 0.4306(2) 0.0943(17) Uani 1 1 d . . .
N6 N 0.6503(3) 0.2145(2) 0.34224(17) 0.0521(8) Uani 1 1 d . . .
N7 N 0.8146(3) 0.1195(2) 0.37040(17) 0.0517(8) Uani 1 1 d . . .
N8 N 0.4979(4) 0.0163(3) 0.1472(2) 0.0836(16) Uani 1 1 d . . .
N9 N 0.6043(4) -0.0423(3) 0.1470(2) 0.0761(13) Uani 1 1 d . . .
N10 N 0.6041(4) -0.0902(3) 0.1074(2) 0.0803(14) Uani 1 1 d . . .
C1 C 0.0443(4) 0.6307(3) 0.1630(2) 0.0619(11) Uani 1 1 d . . .
C2 C -0.0927(5) 0.7300(3) 0.0995(2) 0.0744(15) Uani 1 1 d . . .
H2 H -0.1533 0.7787 0.0844 0.089 Uiso 1 1 calc R . .
C3 C -0.0359(5) 0.6724(3) 0.0702(3) 0.0726(14) Uani 1 1 d . . .
H3 H -0.0499 0.6728 0.0309 0.087 Uiso 1 1 calc R . .
C4 C -0.0783(6) 0.7463(3) 0.2047(3) 0.0850(18) Uani 1 1 d . . .
C5 C -0.0128(9) 0.7984(4) 0.2149(4) 0.113(3) Uani 1 1 d . . .
C6 C -0.0478(10) 0.8320(5) 0.2653(4) 0.132(4) Uani 1 1 d . . .
H6 H -0.0105 0.8683 0.2734 0.158 Uiso 1 1 calc R . .
C7 C -0.1228(14) 0.8188(7) 0.3003(5) 0.170(7) Uani 1 1 d . . .
H7 H -0.1356 0.8411 0.3338 0.204 Uiso 1 1 calc R . .
C8 C -0.1867(11) 0.7693(6) 0.2869(4) 0.146(4) Uani 1 1 d . . .
H8 H -0.2459 0.7621 0.3114 0.176 Uiso 1 1 calc R . .
C9 C -0.1675(7) 0.7298(4) 0.2392(3) 0.106(2) Uani 1 1 d . . .
C10 C 0.0804(8) 0.8151(5) 0.1744(4) 0.109(2) Uani 1 1 d . . .
H10 H 0.0941 0.7774 0.1470 0.131 Uiso 1 1 calc R . .
C11 C 0.1961(11) 0.7981(9) 0.2080(6) 0.205(6) Uani 1 1 d . . .
H11A H 0.1809 0.8114 0.2460 0.307 Uiso 1 1 calc R . .
H11B H 0.2394 0.8313 0.1869 0.307 Uiso 1 1 calc R . .
H11C H 0.2416 0.7409 0.2125 0.307 Uiso 1 1 calc R . .
C12 C 0.0306(13) 0.9022(6) 0.1389(6) 0.193(5) Uani 1 1 d . . .
H12A H -0.0274 0.9044 0.1098 0.289 Uiso 1 1 calc R . .
H12B H 0.0933 0.9187 0.1200 0.289 Uiso 1 1 calc R . .
H12C H -0.0055 0.9388 0.1645 0.289 Uiso 1 1 calc R . .
C13 C -0.2330(9) 0.6740(6) 0.2251(5) 0.128(3) Uani 1 1 d . . .
H13 H -0.2052 0.6596 0.1877 0.153 Uiso 1 1 calc R . .
C14 C -0.3653(12) 0.7139(8) 0.2160(7) 0.213(6) Uani 1 1 d . . .
H14A H -0.3974 0.7261 0.2523 0.319 Uiso 1 1 calc R . .
H14B H -0.3994 0.6770 0.2029 0.319 Uiso 1 1 calc R . .
H14C H -0.3832 0.7641 0.1870 0.319 Uiso 1 1 calc R . .
C15 C -0.2023(12) 0.5963(8) 0.2684(7) 0.201(6) Uani 1 1 d . . .
H15A H -0.1187 0.5684 0.2696 0.301 Uiso 1 1 calc R . .
H15B H -0.2440 0.5620 0.2575 0.301 Uiso 1 1 calc R . .
H15C H -0.2242 0.6074 0.3064 0.301 Uiso 1 1 calc R . .
C16 C 0.1274(5) 0.5372(3) 0.0961(2) 0.0668(13) Uani 1 1 d . . .
C17 C 0.2384(6) 0.5385(4) 0.0752(3) 0.0819(16) Uani 1 1 d . . .
C18 C 0.3108(7) 0.4665(6) 0.0619(3) 0.117(3) Uani 1 1 d . . .
H18 H 0.3847 0.4646 0.0482 0.140 Uiso 1 1 calc R . .
C19 C 0.2773(10) 0.3976(6) 0.0683(4) 0.145(4) Uani 1 1 d . . .
H19 H 0.3281 0.3507 0.0576 0.174 Uiso 1 1 calc R . .
C20 C 0.1708(8) 0.3953(4) 0.0901(3) 0.106(2) Uani 1 1 d . . .
H20 H 0.1518 0.3468 0.0957 0.127 Uiso 1 1 calc R . .
C21 C 0.0903(6) 0.4680(4) 0.1040(3) 0.0806(17) Uani 1 1 d . . .
C22 C 0.2748(6) 0.6133(5) 0.0678(3) 0.105(2) Uani 1 1 d . . .
H22 H 0.2064 0.6592 0.0741 0.126 Uiso 1 1 calc R . .
C23 C 0.3728(11) 0.6029(9) 0.1117(6) 0.184(5) Uani 1 1 d . . .
H23A H 0.3721 0.5611 0.1452 0.277 Uiso 1 1 calc R . .
H23B H 0.3616 0.6541 0.1238 0.277 Uiso 1 1 calc R . .
H23C H 0.4473 0.5867 0.0941 0.277 Uiso 1 1 calc R . .
C24 C 0.3121(12) 0.6360(7) 0.0031(5) 0.170(4) Uani 1 1 d . . .
H24A H 0.2664 0.6202 -0.0234 0.255 Uiso 1 1 calc R . .
H24B H 0.3946 0.6071 0.0009 0.255 Uiso 1 1 calc R . .
H24C H 0.2981 0.6943 -0.0076 0.255 Uiso 1 1 calc R . .
C25 C -0.0281(6) 0.4674(4) 0.1270(3) 0.0874(18) Uani 1 1 d . . .
H25 H -0.0674 0.5217 0.1361 0.105 Uiso 1 1 calc R . .
C26 C -0.0164(9) 0.4025(6) 0.1843(4) 0.149(4) Uani 1 1 d . . .
H26A H 0.0151 0.3481 0.1761 0.223 Uiso 1 1 calc R . .
H26B H -0.0929 0.4094 0.1998 0.223 Uiso 1 1 calc R . .
H26C H 0.0357 0.4095 0.2125 0.223 Uiso 1 1 calc R . .
C27 C -0.1085(9) 0.4544(7) 0.0823(4) 0.138(3) Uani 1 1 d . . .
H27A H -0.1086 0.4900 0.0452 0.208 Uiso 1 1 calc R . .
H27B H -0.1873 0.4671 0.0955 0.208 Uiso 1 1 calc R . .
H27C H -0.0804 0.3980 0.0781 0.208 Uiso 1 1 calc R . .
C28 C 0.2273(5) 0.5207(3) 0.3177(2) 0.0728(14) Uani 1 1 d . . .
C29 C 0.3454(6) 0.4700(3) 0.3323(2) 0.0834(17) Uani 1 1 d . . .
H29 H 0.4007 0.4519 0.3055 0.100 Uiso 1 1 calc R . .
C30 C 0.1795(6) 0.5290(3) 0.3723(3) 0.0817(16) Uani 1 1 d . . .
C31 C 0.0575(7) 0.5743(5) 0.3876(3) 0.112(2) Uani 1 1 d . . .
H31A H 0.0156 0.5358 0.3998 0.168 Uiso 1 1 calc R . .
H31B H 0.0160 0.6143 0.3537 0.168 Uiso 1 1 calc R . .
H31C H 0.0627 0.6018 0.4188 0.168 Uiso 1 1 calc R . .
C32 C 0.2891(8) 0.4682(5) 0.4793(3) 0.102(2) Uani 1 1 d . . .
H32A H 0.2451 0.4339 0.4994 0.122 Uiso 1 1 calc R . .
H32B H 0.2725 0.5179 0.4950 0.122 Uiso 1 1 calc R . .
C33 C 0.4180(7) 0.4226(4) 0.4818(3) 0.0903(19) Uani 1 1 d . . .
C34 C 0.4946(9) 0.3934(4) 0.5363(3) 0.109(3) Uani 1 1 d . . .
C35 C 0.4447(9) 0.4083(5) 0.5884(3) 0.124(3) Uani 1 1 d . . .
H35 H 0.3642 0.4350 0.5901 0.149 Uiso 1 1 calc R . .
C36 C 0.5222(14) 0.3806(8) 0.6387(4) 0.155(4) Uani 1 1 d . . .
H36 H 0.4910 0.3899 0.6743 0.186 Uiso 1 1 calc R . .
C37 C 0.6406(15) 0.3410(7) 0.6386(5) 0.160(6) Uani 1 1 d . . .
H37 H 0.6881 0.3235 0.6732 0.192 Uiso 1 1 calc R . .
C38 C 0.6865(10) 0.3280(5) 0.5881(5) 0.139(4) Uani 1 1 d . . .
H38 H 0.7672 0.3010 0.5882 0.166 Uiso 1 1 calc R . .
C39 C 0.6180(8) 0.3535(4) 0.5334(4) 0.121(3) Uani 1 1 d . . .
H39 H 0.6519 0.3446 0.4983 0.145 Uiso 1 1 calc R . .
C40 C -0.0018(9) 0.1324(7) 0.0457(5) 0.131(3) Uani 1 1 d . . .
C41 C 0.7182(3) 0.1401(3) 0.3335(2) 0.0509(9) Uani 1 1 d . . .
C42 C 0.8058(4) 0.1811(3) 0.4022(2) 0.0608(12) Uani 1 1 d . . .
H42 H 0.8607 0.1807 0.4305 0.073 Uiso 1 1 calc R . .
C43 C 0.7037(4) 0.2402(3) 0.3842(2) 0.0583(11) Uani 1 1 d . . .
H43 H 0.6737 0.2894 0.3972 0.070 Uiso 1 1 calc R . .
C44 C 0.9114(4) 0.0440(3) 0.3759(2) 0.0541(10) Uani 1 1 d . . .
C45 C 0.9091(5) -0.0245(3) 0.4168(3) 0.0646(12) Uani 1 1 d . . .
C46 C 1.0046(5) -0.0971(3) 0.4213(3) 0.0857(18) Uani 1 1 d . . .
H46 H 1.0065 -0.1444 0.4484 0.103 Uiso 1 1 calc R . .
C47 C 1.0977(6) -0.0975(4) 0.3842(4) 0.098(2) Uani 1 1 d . . .
H47 H 1.1614 -0.1457 0.3869 0.118 Uiso 1 1 calc R . .
C48 C 1.0974(5) -0.0302(4) 0.3450(3) 0.0846(17) Uani 1 1 d . . .
H48 H 1.1606 -0.0330 0.3211 0.102 Uiso 1 1 calc R . .
C49 C 1.0053(4) 0.0436(3) 0.3390(2) 0.0678(13) Uani 1 1 d . . .
C50 C 0.8044(5) -0.0229(4) 0.4551(3) 0.0733(14) Uani 1 1 d . . .
H50 H 0.7521 0.0344 0.4491 0.088 Uiso 1 1 calc R . .
C51 C 0.8427(8) -0.0522(6) 0.5204(3) 0.118(3) Uani 1 1 d . . .
H51A H 0.7751 -0.0536 0.5425 0.177 Uiso 1 1 calc R . .
H51B H 0.8773 -0.0149 0.5327 0.177 Uiso 1 1 calc R . .
H51C H 0.8999 -0.1065 0.5270 0.177 Uiso 1 1 calc R . .
C52 C 0.7341(7) -0.0739(5) 0.4365(4) 0.107(2) Uani 1 1 d . . .
H52A H 0.7831 -0.1306 0.4424 0.161 Uiso 1 1 calc R . .
H52B H 0.7083 -0.0537 0.3958 0.161 Uiso 1 1 calc R . .
H52C H 0.6665 -0.0696 0.4597 0.161 Uiso 1 1 calc R . .
C53 C 1.0043(5) 0.1196(4) 0.2932(3) 0.0820(16) Uani 1 1 d . . .
H53 H 0.9427 0.1667 0.3031 0.098 Uiso 1 1 calc R . .
C54 C 1.1199(7) 0.1380(6) 0.2952(5) 0.134(3) Uani 1 1 d . . .
H54A H 1.1795 0.0990 0.2782 0.201 Uiso 1 1 calc R . .
H54B H 1.1443 0.1338 0.3353 0.201 Uiso 1 1 calc R . .
H54C H 1.1091 0.1928 0.2735 0.201 Uiso 1 1 calc R . .
C55 C 0.9723(8) 0.1141(6) 0.2337(3) 0.129(3) Uani 1 1 d . . .
H55A H 1.0336 0.0711 0.2211 0.193 Uiso 1 1 calc R . .
H55B H 0.9629 0.1657 0.2073 0.193 Uiso 1 1 calc R . .
H55C H 0.8994 0.1020 0.2337 0.193 Uiso 1 1 calc R . .
C56 C 0.5348(4) 0.2600(3) 0.3108(2) 0.0599(11) Uani 1 1 d . . .
C57 C 0.4358(4) 0.2478(3) 0.3372(3) 0.0733(15) Uani 1 1 d . . .
C58 C 0.3294(5) 0.2867(4) 0.3043(4) 0.089(2) Uani 1 1 d . . .
H58 H 0.2604 0.2796 0.3195 0.106 Uiso 1 1 calc R . .
C59 C 0.3238(6) 0.3353(4) 0.2502(4) 0.101(2) Uani 1 1 d . . .
H59 H 0.2508 0.3619 0.2297 0.121 Uiso 1 1 calc R . .
C60 C 0.4225(6) 0.3458(4) 0.2255(3) 0.091(2) Uani 1 1 d . . .
H60 H 0.4162 0.3777 0.1878 0.109 Uiso 1 1 calc R . .
C61 C 0.5330(5) 0.3096(3) 0.2555(3) 0.0700(14) Uani 1 1 d . . .
C62 C 0.4413(5) 0.1941(4) 0.3960(3) 0.0905(18) Uani 1 1 d . . .
H62 H 0.5205 0.1821 0.4141 0.109 Uiso 1 1 calc R . .
C63 C 0.3557(11) 0.2357(6) 0.4359(5) 0.167(5) Uani 1 1 d . . .
H63A H 0.2766 0.2444 0.4215 0.250 Uiso 1 1 calc R . .
H63B H 0.3652 0.2878 0.4373 0.250 Uiso 1 1 calc R . .
H63C H 0.3700 0.2016 0.4746 0.250 Uiso 1 1 calc R . .
C64 C 0.4281(9) 0.1113(5) 0.3914(5) 0.137(3) Uani 1 1 d . . .
H64A H 0.3541 0.1206 0.3708 0.205 Uiso 1 1 calc R . .
H64B H 0.4301 0.0790 0.4301 0.205 Uiso 1 1 calc R . .
H64C H 0.4918 0.0823 0.3705 0.205 Uiso 1 1 calc R . .
C65 C 0.6419(6) 0.3231(4) 0.2293(3) 0.0908(19) Uani 1 1 d . . .
H65 H 0.7096 0.2865 0.2555 0.109 Uiso 1 1 calc R . .
C66 C 0.6619(10) 0.3012(7) 0.1697(4) 0.146(4) Uani 1 1 d . . .
H66A H 0.6669 0.2447 0.1725 0.219 Uiso 1 1 calc R . .
H66B H 0.7343 0.3089 0.1560 0.219 Uiso 1 1 calc R . .
H66C H 0.5972 0.3362 0.1426 0.219 Uiso 1 1 calc R . .
C67 C 0.6399(8) 0.4122(5) 0.2273(5) 0.138(3) Uani 1 1 d . . .
H67A H 0.6027 0.4307 0.2610 0.207 Uiso 1 1 calc R . .
H67B H 0.5963 0.4475 0.1923 0.207 Uiso 1 1 calc R . .
H67C H 0.7194 0.4138 0.2275 0.207 Uiso 1 1 calc R . .
C68 C 0.6196(5) 0.0311(3) 0.2136(2) 0.0686(13) Uani 1 1 d . . .
C69 C 0.6791(5) -0.0344(3) 0.1868(3) 0.0785(16) Uani 1 1 d . . .
H69 H 0.7577 -0.0671 0.1952 0.094 Uiso 1 1 calc R . .
C70 C 0.5078(5) 0.0618(4) 0.1868(3) 0.0812(17) Uani 1 1 d . . .
C71 C 0.4024(6) 0.1350(5) 0.1927(4) 0.142(4) Uani 1 1 d . . .
H71A H 0.4292 0.1766 0.2040 0.214 Uiso 1 1 calc R . .
H71B H 0.3538 0.1178 0.2222 0.214 Uiso 1 1 calc R . .
H71C H 0.3572 0.1572 0.1559 0.214 Uiso 1 1 calc R . .
C72 C 0.4195(5) 0.0076(4) 0.1050(3) 0.095(2) Uani 1 1 d . . .
H72A H 0.3911 0.0568 0.0743 0.114 Uiso 1 1 calc R . .
H72B H 0.3527 -0.0055 0.1230 0.114 Uiso 1 1 calc R . .
C73 C 0.5010(5) -0.0641(3) 0.0822(3) 0.0752(15) Uani 1 1 d . . .
C74 C 0.4624(6) -0.0971(4) 0.0356(3) 0.0805(16) Uani 1 1 d . . .
C75 C 0.5389(8) -0.1633(5) 0.0175(5) 0.156(5) Uani 1 1 d . . .
H75 H 0.6149 -0.1890 0.0350 0.187 Uiso 1 1 calc R . .
C76 C 0.4986(12) -0.1917(7) -0.0292(6) 0.182(6) Uani 1 1 d . . .
H76 H 0.5490 -0.2366 -0.0424 0.219 Uiso 1 1 calc R . .
C77 C 0.3906(10) -0.1551(7) -0.0541(4) 0.136(3) Uani 1 1 d . . .
H77 H 0.3657 -0.1755 -0.0839 0.163 Uiso 1 1 calc R . .
C78 C 0.3188(9) -0.0914(6) -0.0376(4) 0.126(3) Uani 1 1 d . . .
H78 H 0.2444 -0.0651 -0.0567 0.152 Uiso 1 1 calc R . .
C79 C 0.3531(6) -0.0624(5) 0.0085(3) 0.097(2) Uani 1 1 d . . .
H79 H 0.2996 -0.0181 0.0211 0.117 Uiso 1 1 calc R . .
C81 C 0.4895(14) 0.9069(8) 0.3297(6) 0.189(6) Uani 1 1 d D . .
H81A H 0.4729 0.9651 0.3290 0.226 Uiso 1 1 calc R . .
H81B H 0.5727 0.8838 0.3233 0.226 Uiso 1 1 calc R . .
Cl1 Cl 0.4062(5) 0.8963(4) 0.2724(3) 0.294(3) Uani 1 1 d D . .
Cl2 Cl 0.4612(8) 0.8583(6) 0.3993(6) 0.447(7) Uani 1 1 d D . .
S2 S 0.0530(8) 0.6423(5) 0.5514(4) 0.148(3) Uani 0.746(11) 1 d PD A 1
C80 C 0.0358(10) 0.6487(7) 0.6243(5) 0.120(5) Uani 0.746(11) 1 d PD A 1
O4 O -0.0638(12) 0.6497(15) 0.5298(8) 0.262(10) Uani 0.746(11) 1 d PD A 1
O5 O 0.1207(14) 0.5568(6) 0.5576(7) 0.261(10) Uani 0.746(11) 1 d PD A 1
O6 O 0.1105(15) 0.6999(9) 0.5284(5) 0.193(6) Uani 0.746(11) 1 d PD A 1
F4 F 0.1375(12) 0.6251(11) 0.6564(6) 0.231(7) Uani 0.746(11) 1 d PD A 1
F5 F -0.0303(12) 0.7255(6) 0.6291(5) 0.227(6) Uani 0.746(11) 1 d PD A 1
F6 F -0.0176(13) 0.6011(8) 0.6569(5) 0.153(4) Uani 0.746(11) 1 d PD A 1
S2' S 0.0454(12) 0.6587(8) 0.5517(7) 0.083(4) Uani 0.254(11) 1 d PD A 2
C80' C 0.052(3) 0.6214(16) 0.6277(11) 0.15(3) Uani 0.254(11) 1 d PD A 2
O4' O -0.012(2) 0.6114(16) 0.5293(18) 0.141(12) Uiso 0.254(11) 1 d PD A 2
O5' O 0.1675(13) 0.6395(18) 0.5454(15) 0.135(10) Uiso 0.254(11) 1 d PD A 2
O6' O -0.0195(19) 0.7422(9) 0.5491(12) 0.133(9) Uiso 0.254(11) 1 d PD A 2
F4' F 0.097(2) 0.6681(13) 0.6542(11) 0.103(7) Uiso 0.254(11) 1 d PD A 2
F5' F -0.055(3) 0.611(3) 0.6339(17) 0.158(15) Uiso 0.254(11) 1 d PD A 2
F6' F 0.130(3) 0.5453(18) 0.6336(15) 0.191(13) Uiso 0.254(11) 1 d PD A 2


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 C28 2.001(5) . ?
Au1 C1 2.022(5) . ?
Au2 C41 2.022(4) . ?
Au2 C68 2.027(5) . ?
S1 O2 1.403(6) . ?
S1 O1 1.425(5) . ?
S1 O3 1.433(7) . ?
S1 C40 1.759(9) . ?
F1 C40 1.303(9) . ?
F2 C40 1.329(11) . ?
F3 C40 1.362(13) . ?
N1 C1 1.357(6) . ?
N1 C2 1.391(7) . ?
N1 C4 1.443(6) . ?
N2 C1 1.347(6) . ?
N2 C3 1.392(6) . ?
N2 C16 1.431(6) . ?
N3 N4 1.339(7) . ?
N3 C30 1.350(7) . ?
N3 C32 1.478(8) . ?
N4 C29 1.345(7) . ?
N4 N5 1.348(7) . ?
N5 C33 1.300(9) . ?
N6 C41 1.349(5) . ?
N6 C43 1.387(6) . ?
N6 C56 1.469(5) . ?
N7 C41 1.350(5) . ?
N7 C42 1.398(6) . ?
N7 C44 1.436(5) . ?
N8 N9 1.356(6) . ?
N8 C70 1.359(7) . ?
N8 C72 1.424(7) . ?
N9 C69 1.347(7) . ?
N9 N10 1.363(6) . ?
N10 C73 1.271(7) . ?
C2 C3 1.328(7) . ?
C4 C9 1.399(10) . ?
C4 C5 1.429(11) . ?
C5 C6 1.414(12) . ?
C5 C10 1.518(13) . ?
C6 C7 1.254(18) . ?
C7 C8 1.398(19) . ?
C8 C9 1.401(12) . ?
C9 C13 1.510(12) . ?
C10 C11 1.508(13) . ?
C10 C12 1.513(12) . ?
C13 C15 1.465(14) . ?
C13 C14 1.509(14) . ?
C16 C21 1.395(8) . ?
C16 C17 1.416(8) . ?
C17 C18 1.373(9) . ?
C17 C22 1.483(10) . ?
C18 C19 1.367(14) . ?
C19 C20 1.377(14) . ?
C20 C21 1.422(8) . ?
C21 C25 1.511(10) . ?
C22 C23 1.502(13) . ?
C22 C24 1.579(12) . ?
C25 C27 1.516(10) . ?
C25 C26 1.548(11) . ?
C28 C30 1.405(8) . ?
C28 C29 1.409(8) . ?
C30 C31 1.500(9) . ?
C32 C33 1.489(11) . ?
C33 C34 1.472(9) . ?
C34 C35 1.383(12) . ?
C34 C39 1.424(12) . ?
C35 C36 1.403(13) . ?
C36 C37 1.364(17) . ?
C37 C38 1.322(17) . ?
C38 C39 1.431(11) . ?
C42 C43 1.330(6) . ?
C44 C45 1.383(7) . ?
C44 C49 1.408(7) . ?
C45 C46 1.398(7) . ?
C45 C50 1.527(8) . ?
C46 C47 1.404(10) . ?
C47 C48 1.338(10) . ?
C48 C49 1.386(7) . ?
C49 C53 1.528(9) . ?
C50 C52 1.524(9) . ?
C50 C51 1.529(9) . ?
C53 C55 1.470(10) . ?
C53 C54 1.518(10) . ?
C56 C57 1.388(7) . ?
C56 C61 1.399(8) . ?
C57 C58 1.387(8) . ?
C57 C62 1.489(9) . ?
C58 C59 1.363(11) . ?
C59 C60 1.358(11) . ?
C60 C61 1.393(8) . ?
C61 C65 1.500(9) . ?
C62 C63 1.489(10) . ?
C62 C64 1.528(11) . ?
C65 C66 1.509(11) . ?
C65 C67 1.540(11) . ?
C68 C70 1.373(7) . ?
C68 C69 1.399(7) . ?
C70 C71 1.512(7) . ?
C72 C73 1.509(7) . ?
C73 C74 1.463(8) . ?
C74 C79 1.352(9) . ?
C74 C75 1.367(9) . ?
C75 C76 1.424(13) . ?
C76 C77 1.323(14) . ?
C77 C78 1.295(12) . ?
C78 C79 1.388(10) . ?
C81 Cl1 1.740(12) . ?
C81 Cl2 1.761(13) . ?
S2 O6 1.413(8) . ?
S2 O5 1.434(8) . ?
S2 O4 1.445(9) . ?
S2 C80 1.730(12) . ?
C80 F6 1.326(9) . ?
C80 F4 1.333(9) . ?
C80 F5 1.348(9) . ?
S2' O4' 1.400(9) . ?
S2' O5' 1.404(9) . ?
S2' O6' 1.407(9) . ?
S2' C80' 1.753(19) . ?
C80' F6' 1.342(10) . ?
C80' F5' 1.343(10) . ?
C80' F4' 1.348(10) . ?

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
C28 Au1 C1 175.05(18) . . ?
C41 Au2 C68 174.67(19) . . ?
O2 S1 O1 115.0(3) . . ?
O2 S1 O3 115.0(5) . . ?
O1 S1 O3 116.1(5) . . ?
O2 S1 C40 103.0(5) . . ?
O1 S1 C40 105.4(4) . . ?
O3 S1 C40 99.4(5) . . ?
C1 N1 C2 110.4(4) . . ?
C1 N1 C4 122.7(4) . . ?
C2 N1 C4 126.8(4) . . ?
C1 N2 C3 110.7(4) . . ?
C1 N2 C16 124.2(4) . . ?
C3 N2 C16 125.1(4) . . ?
N4 N3 C30 109.9(5) . . ?
N4 N3 C32 108.0(6) . . ?
C30 N3 C32 142.1(6) . . ?
N3 N4 C29 108.2(5) . . ?
N3 N4 N5 113.2(5) . . ?
C29 N4 N5 138.4(6) . . ?
C33 N5 N4 106.7(6) . . ?
C41 N6 C43 111.2(4) . . ?
C41 N6 C56 122.8(4) . . ?
C43 N6 C56 126.0(3) . . ?
C41 N7 C42 110.7(3) . . ?
C41 N7 C44 123.7(3) . . ?
C42 N7 C44 125.5(4) . . ?
N9 N8 C70 107.8(4) . . ?
N9 N8 C72 108.1(4) . . ?
C70 N8 C72 144.1(4) . . ?
C69 N9 N8 108.4(4) . . ?
C69 N9 N10 139.4(4) . . ?
N8 N9 N10 112.2(4) . . ?
C73 N10 N9 107.2(4) . . ?
N2 C1 N1 104.8(4) . . ?
N2 C1 Au1 131.7(3) . . ?
N1 C1 Au1 123.5(3) . . ?
C3 C2 N1 107.0(4) . . ?
C2 C3 N2 107.1(5) . . ?
C9 C4 C5 125.3(7) . . ?
C9 C4 N1 117.9(6) . . ?
C5 C4 N1 116.7(7) . . ?
C6 C5 C4 111.8(10) . . ?
C6 C5 C10 126.1(9) . . ?
C4 C5 C10 122.1(6) . . ?
C7 C6 C5 128.0(12) . . ?
C6 C7 C8 117.5(9) . . ?
C7 C8 C9 124.4(11) . . ?
C4 C9 C8 112.9(9) . . ?
C4 C9 C13 122.0(6) . . ?
C8 C9 C13 125.2(9) . . ?
C11 C10 C12 113.8(9) . . ?
C11 C10 C5 111.4(9) . . ?
C12 C10 C5 108.1(8) . . ?
C15 C13 C14 111.0(10) . . ?
C15 C13 C9 111.8(11) . . ?
C14 C13 C9 114.5(9) . . ?
C21 C16 C17 123.9(5) . . ?
C21 C16 N2 118.2(5) . . ?
C17 C16 N2 117.9(5) . . ?
C18 C17 C16 116.2(7) . . ?
C18 C17 C22 121.6(7) . . ?
C16 C17 C22 122.2(5) . . ?
C19 C18 C17 121.7(8) . . ?
C18 C19 C20 122.3(7) . . ?
C19 C20 C21 119.1(8) . . ?
C16 C21 C20 116.7(7) . . ?
C16 C21 C25 123.2(5) . . ?
C20 C21 C25 120.2(7) . . ?
C17 C22 C23 111.7(8) . . ?
C17 C22 C24 110.2(7) . . ?
C23 C22 C24 110.8(8) . . ?
C21 C25 C27 113.0(7) . . ?
C21 C25 C26 112.8(6) . . ?
C27 C25 C26 109.0(7) . . ?
C30 C28 C29 104.0(5) . . ?
C30 C28 Au1 125.6(4) . . ?
C29 C28 Au1 130.4(4) . . ?
N4 C29 C28 109.5(5) . . ?
N3 C30 C28 108.4(5) . . ?
N3 C30 C31 120.6(6) . . ?
C28 C30 C31 131.0(6) . . ?
N3 C32 C33 98.6(6) . . ?
N5 C33 C34 122.7(7) . . ?
N5 C33 C32 113.4(5) . . ?
C34 C33 C32 123.8(7) . . ?
C35 C34 C39 122.0(7) . . ?
C35 C34 C33 118.7(8) . . ?
C39 C34 C33 119.2(8) . . ?
C34 C35 C36 116.2(10) . . ?
C37 C36 C35 124.1(11) . . ?
C38 C37 C36 118.6(10) . . ?
C37 C38 C39 123.3(11) . . ?
C34 C39 C38 115.8(9) . . ?
F1 C40 F2 109.0(8) . . ?
F1 C40 F3 106.0(10) . . ?
F2 C40 F3 102.9(8) . . ?
F1 C40 S1 115.6(6) . . ?
F2 C40 S1 113.4(8) . . ?
F3 C40 S1 109.1(8) . . ?
N6 C41 N7 104.5(4) . . ?
N6 C41 Au2 124.3(3) . . ?
N7 C41 Au2 131.2(3) . . ?
C43 C42 N7 106.6(4) . . ?
C42 C43 N6 107.0(4) . . ?
C45 C44 C49 123.0(4) . . ?
C45 C44 N7 119.2(4) . . ?
C49 C44 N7 117.7(4) . . ?
C44 C45 C46 118.0(5) . . ?
C44 C45 C50 121.8(5) . . ?
C46 C45 C50 120.2(6) . . ?
C45 C46 C47 118.8(6) . . ?
C48 C47 C46 121.8(5) . . ?
C47 C48 C49 121.8(6) . . ?
C48 C49 C44 116.6(5) . . ?
C48 C49 C53 121.5(5) . . ?
C44 C49 C53 121.9(4) . . ?
C52 C50 C45 110.9(5) . . ?
C52 C50 C51 110.3(6) . . ?
C45 C50 C51 112.3(5) . . ?
C55 C53 C54 111.2(6) . . ?
C55 C53 C49 112.4(6) . . ?
C54 C53 C49 112.3(6) . . ?
C57 C56 C61 124.8(5) . . ?
C57 C56 N6 117.3(5) . . ?
C61 C56 N6 117.8(4) . . ?
C58 C57 C56 115.7(6) . . ?
C58 C57 C62 121.0(6) . . ?
C56 C57 C62 123.3(5) . . ?
C59 C58 C57 121.3(6) . . ?
C60 C59 C58 121.5(6) . . ?
C59 C60 C61 121.0(7) . . ?
C60 C61 C56 115.5(6) . . ?
C60 C61 C65 121.4(6) . . ?
C56 C61 C65 123.1(5) . . ?
C63 C62 C57 112.8(6) . . ?
C63 C62 C64 111.5(7) . . ?
C57 C62 C64 111.8(7) . . ?
C61 C65 C66 113.4(7) . . ?
C61 C65 C67 110.7(6) . . ?
C66 C65 C67 111.1(8) . . ?
C70 C68 C69 104.8(4) . . ?
C70 C68 Au2 123.7(4) . . ?
C69 C68 Au2 131.4(4) . . ?
N9 C69 C68 109.2(4) . . ?
N8 C70 C68 109.8(4) . . ?
N8 C70 C71 118.2(5) . . ?
C68 C70 C71 131.9(5) . . ?
N8 C72 C73 100.2(5) . . ?
N10 C73 C74 125.4(5) . . ?
N10 C73 C72 112.4(5) . . ?
C74 C73 C72 122.1(5) . . ?
C79 C74 C75 118.4(6) . . ?
C79 C74 C73 121.8(5) . . ?
C75 C74 C73 119.8(6) . . ?
C74 C75 C76 117.8(9) . . ?
C77 C76 C75 121.0(8) . . ?
C78 C77 C76 121.2(8) . . ?
C77 C78 C79 120.0(9) . . ?
C74 C79 C78 121.6(8) . . ?
Cl1 C81 Cl2 113.5(9) . . ?
O6 S2 O5 116.7(11) . . ?
O6 S2 O4 122.3(14) . . ?
O5 S2 O4 105.4(13) . . ?
O6 S2 C80 105.3(8) . . ?
O5 S2 C80 100.4(8) . . ?
O4 S2 C80 103.8(9) . . ?
F6 C80 F4 99.2(12) . . ?
F6 C80 F5 103.3(11) . . ?
F4 C80 F5 110.3(13) . . ?
F6 C80 S2 118.4(9) . . ?
F4 C80 S2 113.9(11) . . ?
F5 C80 S2 110.7(9) . . ?
O4' S2' O5' 117.4(14) . . ?
O4' S2' O6' 116.9(13) . . ?
O5' S2' O6' 116.8(13) . . ?
O4' S2' C80' 103(2) . . ?
O5' S2' C80' 97.5(18) . . ?
O6' S2' C80' 99.7(17) . . ?
F6' C80' F5' 106(3) . . ?
F6' C80' F4' 110(2) . . ?
F5' C80' F4' 128(3) . . ?
F6' C80' S2' 102(2) . . ?
F5' C80' S2' 101(2) . . ?
F4' C80' S2' 108(2) . . ?

_diffrn_measured_fraction_theta_max 0.945
_diffrn_reflns_theta_full        27.66
_diffrn_measured_fraction_theta_full 0.945
_refine_diff_density_max         1.329
_refine_diff_density_min         -0.711
_refine_diff_density_rms         0.107
_database_code_depnum_ccdc_archive 'CCDC 855874'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_xs14ccd
#TrackingRef 'xs05ccd.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H15 N3 O'
_chemical_formula_weight         301.34

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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pbca

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   7.8543(7)
_cell_length_b                   18.5471(16)
_cell_length_c                   21.140(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3079.5(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6049
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      27.49

_exptl_crystal_description       'irregular fragment'
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1264
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   semi-empirical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        none
_diffrn_reflns_number            19159
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_sigmaI/netI    0.0507
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.93
_diffrn_reflns_theta_max         27.55
_reflns_number_total             3523
_reflns_number_gt                3022
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0849P)²+1.5103P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3523
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0682
_refine_ls_R_factor_gt           0.0610
_refine_ls_wR_factor_ref         0.1805
_refine_ls_wR_factor_gt          0.1722
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
O1 O -0.1513(3) 0.95564(9) 0.72294(8) 0.0766(6) Uani 1 1 d . . .
N1 N -0.0894(2) 1.07933(8) 0.64657(7) 0.0424(4) Uani 1 1 d . . .
N2 N 0.0056(2) 1.12519(8) 0.60879(8) 0.0502(4) Uani 1 1 d . . .
N3 N 0.1349(2) 1.09166(8) 0.57690(8) 0.0518(4) Uani 1 1 d . . .
C1 C -0.0029(2) 0.87636(9) 0.65389(8) 0.0421(4) Uani 1 1 d . . .
C2 C -0.0214(3) 0.85323(10) 0.59180(9) 0.0486(4) Uani 1 1 d . . .
H2 H -0.0711 0.8833 0.5619 0.058 Uiso 1 1 calc R . .
C3 C 0.0344(3) 0.78532(11) 0.57462(11) 0.0599(5) Uani 1 1 d . . .
H3 H 0.0199 0.7695 0.5332 0.072 Uiso 1 1 calc R . .
C4 C 0.1108(3) 0.74115(11) 0.61788(12) 0.0638(6) Uani 1 1 d . . .
H4 H 0.1505 0.6960 0.6056 0.077 Uiso 1 1 calc R . .
C5 C 0.1290(3) 0.76346(12) 0.67957(12) 0.0658(6) Uani 1 1 d . . .
H5 H 0.1809 0.7333 0.7089 0.079 Uiso 1 1 calc R . .
C6 C 0.0703(3) 0.83071(11) 0.69818(10) 0.0563(5) Uani 1 1 d . . .
H6 H 0.0800 0.8451 0.7402 0.068 Uiso 1 1 calc R . .
C7 C -0.0628(3) 0.94937(10) 0.67465(9) 0.0456(4) Uani 1 1 d . . .
C8 C -0.0132(2) 1.01087(9) 0.63775(8) 0.0381(4) Uani 1 1 d . . .
C9 C 0.1225(2) 1.02332(9) 0.59574(8) 0.0398(4) Uani 1 1 d . . .
C10 C 0.2563(2) 0.97225(9) 0.57427(8) 0.0381(4) Uani 1 1 d . . .
C11 C 0.2763(2) 0.95756(10) 0.51007(9) 0.0457(4) Uani 1 1 d . . .
H11 H 0.2033 0.9783 0.4806 0.055 Uiso 1 1 calc R . .
C12 C 0.4056(3) 0.91183(11) 0.49024(10) 0.0530(5) Uani 1 1 d . . .
H12 H 0.4178 0.9013 0.4475 0.064 Uiso 1 1 calc R . .
C13 C 0.5155(3) 0.88201(11) 0.53333(10) 0.0531(5) Uani 1 1 d . . .
H13 H 0.6028 0.8519 0.5197 0.064 Uiso 1 1 calc R . .
C14 C 0.4969(3) 0.89667(12) 0.59689(10) 0.0534(5) Uani 1 1 d . . .
H14 H 0.5717 0.8765 0.6260 0.064 Uiso 1 1 calc R . .
C15 C 0.3668(2) 0.94145(10) 0.61762(9) 0.0458(4) Uani 1 1 d . . .
H15 H 0.3538 0.9508 0.6606 0.055 Uiso 1 1 calc R . .
C16 C -0.0567(3) 1.19294(11) 0.61361(11) 0.0586(5) Uani 1 1 d . . .
H16 H -0.0157 1.2337 0.5931 0.070 Uiso 1 1 calc R . .
C17 C -0.1903(3) 1.18998(11) 0.65408(11) 0.0567(5) Uani 1 1 d . . .
H17 H -0.2566 1.2291 0.6664 0.068 Uiso 1 1 calc R . .
C18 C -0.2124(3) 1.12019(11) 0.67396(9) 0.0498(5) Uani 1 1 d . . .
C19 C -0.3481(3) 1.08885(16) 0.71635(13) 0.0775(8) Uani 1 1 d . . .
H19A H -0.4146 1.0546 0.6930 0.116 Uiso 1 1 calc R . .
H19B H -0.4207 1.1268 0.7314 0.116 Uiso 1 1 calc R . .
H19C H -0.2954 1.0652 0.7517 0.116 Uiso 1 1 calc R . .


_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
O1 C7 1.240(2) . ?
N1 C18 1.357(2) . ?
N1 N2 1.385(2) . ?
N1 C8 1.416(2) . ?
N2 C16 1.352(2) . ?
N2 N3 1.369(2) . ?
N3 C9 1.332(2) . ?
C1 C6 1.387(3) . ?
C1 C2 1.388(3) . ?
C1 C7 1.499(3) . ?
C2 C3 1.382(3) . ?
C3 C4 1.366(3) . ?
C4 C5 1.376(3) . ?
C5 C6 1.387(3) . ?
C7 C8 1.436(2) . ?
C8 C9 1.407(2) . ?
C9 C10 1.486(2) . ?
C10 C15 1.385(3) . ?
C10 C11 1.393(2) . ?
C11 C12 1.388(3) . ?
C12 C13 1.371(3) . ?
C13 C14 1.379(3) . ?
C14 C15 1.388(3) . ?
C16 C17 1.355(3) . ?
C17 C18 1.372(3) . ?
C18 C19 1.509(3) . ?

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
C18 N1 N2 106.65(15) . . ?
C18 N1 C8 149.05(17) . . ?
N2 N1 C8 104.30(14) . . ?
C16 N2 N3 136.70(17) . . ?
C16 N2 N1 109.41(16) . . ?
N3 N2 N1 113.89(14) . . ?
C9 N3 N2 103.35(15) . . ?
C6 C1 C2 119.53(18) . . ?
C6 C1 C7 118.93(17) . . ?
C2 C1 C7 121.53(17) . . ?
C3 C2 C1 119.79(19) . . ?
C4 C3 C2 120.6(2) . . ?
C3 C4 C5 120.0(2) . . ?
C4 C5 C6 120.3(2) . . ?
C5 C6 C1 119.7(2) . . ?
O1 C7 C8 121.65(17) . . ?
O1 C7 C1 120.09(17) . . ?
C8 C7 C1 118.25(16) . . ?
C9 C8 N1 104.86(14) . . ?
C9 C8 C7 132.76(16) . . ?
N1 C8 C7 121.75(15) . . ?
N3 C9 C8 113.59(15) . . ?
N3 C9 C10 117.62(15) . . ?
C8 C9 C10 128.64(15) . . ?
C15 C10 C11 119.55(17) . . ?
C15 C10 C9 120.25(15) . . ?
C11 C10 C9 120.14(16) . . ?
C12 C11 C10 119.75(18) . . ?
C13 C12 C11 120.43(18) . . ?
C12 C13 C14 120.05(18) . . ?
C13 C14 C15 120.28(19) . . ?
C10 C15 C14 119.93(17) . . ?
N2 C16 C17 106.86(18) . . ?
C16 C17 C18 109.24(18) . . ?
N1 C18 C17 107.83(19) . . ?
N1 C18 C19 122.74(19) . . ?
C17 C18 C19 129.4(2) . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        27.55
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.739
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.049
_database_code_depnum_ccdc_archive 'CCDC 855875'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_xs59ccd

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H17 N3 O4'
_chemical_formula_weight         375.38

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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'

_cell_length_a                   8.0570(6)
_cell_length_b                   22.7381(17)
_cell_length_c                   10.3968(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.446(1)
_cell_angle_gamma                90.00
_cell_volume                     1817.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8013
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      27.51

_exptl_crystal_description       block
_exptl_crystal_colour            'light yellow'
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             784
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_type   multi-scans
_exptl_absorpt_correction_T_min  0.955
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        none
_diffrn_reflns_number            12410
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0404
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.24
_diffrn_reflns_theta_max         27.52
_reflns_number_total             4125
_reflns_number_gt                3360
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0737P)²+0.3478P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4125
_refine_ls_number_parameters     255
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.1439
_refine_ls_wR_factor_gt          0.1338
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1 O -0.02298(19) 0.72673(5) 0.48867(13) 0.0679(4) Uani 1 1 d . . .
O2 O -0.13056(17) 0.67528(5) 0.29807(11) 0.0642(4) Uani 1 1 d . . .
O3 O 0.3398(2) 0.71399(6) 0.69790(13) 0.0815(5) Uani 1 1 d . . .
O4 O 0.23330(19) 0.65243(6) 0.81897(11) 0.0675(4) Uani 1 1 d . . .
N1 N 0.08961(14) 0.57872(5) 0.40616(10) 0.0373(3) Uani 1 1 d . . .
N2 N 0.20287(14) 0.54387(5) 0.50176(10) 0.0376(3) Uani 1 1 d . . .
N3 N 0.27358(15) 0.57190(5) 0.62078(10) 0.0408(3) Uani 1 1 d . . .
C1 C 0.08669(18) 0.63302(6) 0.47042(13) 0.0399(3) Uani 1 1 d . . .
C2 C 0.20278(19) 0.62544(6) 0.59828(13) 0.0403(3) Uani 1 1 d . . .
C3 C 0.02587(18) 0.54522(6) 0.29180(13) 0.0403(3) Uani 1 1 d . . .
C4 C 0.09886(19) 0.48996(6) 0.32207(14) 0.0426(3) Uani 1 1 d . . .
H4 H 0.0758 0.4581 0.2632 0.051 Uiso 1 1 calc R . .
C5 C 0.21168(18) 0.48872(6) 0.45304(13) 0.0388(3) Uani 1 1 d . . .
C6 C -0.0251(2) 0.68306(6) 0.42197(14) 0.0443(3) Uani 1 1 d . . .
C7 C -0.2362(3) 0.72471(9) 0.2352(2) 0.0777(6) Uani 1 1 d . . .
H7A H -0.2996 0.7391 0.2935 0.117 Uiso 1 1 calc R . .
H7B H -0.3165 0.7125 0.1510 0.117 Uiso 1 1 calc R . .
H7C H -0.1628 0.7554 0.2192 0.117 Uiso 1 1 calc R . .
C8 C 0.2647(2) 0.67021(7) 0.70835(14) 0.0459(3) Uani 1 1 d . . .
C9 C 0.3044(4) 0.68866(11) 0.93768(19) 0.0865(7) Uani 1 1 d . . .
H9A H 0.4282 0.6916 0.9564 0.130 Uiso 1 1 calc R . .
H9B H 0.2782 0.6711 1.0133 0.130 Uiso 1 1 calc R . .
H9C H 0.2536 0.7272 0.9219 0.130 Uiso 1 1 calc R . .
C10 C -0.08628(18) 0.56469(6) 0.15859(13) 0.0410(3) Uani 1 1 d . . .
C11 C -0.0500(2) 0.61395(7) 0.09334(15) 0.0517(4) Uani 1 1 d . . .
H11 H 0.0454 0.6374 0.1356 0.062 Uiso 1 1 calc R . .
C12 C -0.1553(2) 0.62857(8) -0.03489(16) 0.0613(4) Uani 1 1 d . . .
H12 H -0.1304 0.6618 -0.0778 0.074 Uiso 1 1 calc R . .
C13 C -0.2958(2) 0.59417(10) -0.09850(15) 0.0648(5) Uani 1 1 d . . .
H13 H -0.3682 0.6047 -0.1832 0.078 Uiso 1 1 calc R . .
C14 C -0.3291(2) 0.54392(10) -0.03611(16) 0.0688(5) Uani 1 1 d . . .
H14 H -0.4218 0.5198 -0.0803 0.083 Uiso 1 1 calc R . .
C15 C -0.2251(2) 0.52920(8) 0.09210(15) 0.0569(4) Uani 1 1 d . . .
H15 H -0.2487 0.4953 0.1336 0.068 Uiso 1 1 calc R . .
C16 C 0.32902(18) 0.44290(6) 0.52649(13) 0.0397(3) Uani 1 1 d . . .
C17 C 0.3231(2) 0.38742(7) 0.46903(16) 0.0516(4) Uani 1 1 d . . .
H17 H 0.2421 0.3797 0.3860 0.062 Uiso 1 1 calc R . .
C18 C 0.4363(3) 0.34375(7) 0.53405(19) 0.0614(4) Uani 1 1 d . . .
H18 H 0.4317 0.3070 0.4938 0.074 Uiso 1 1 calc R . .
C19 C 0.5563(2) 0.35402(7) 0.65806(18) 0.0579(4) Uani 1 1 d . . .
H19 H 0.6315 0.3243 0.7019 0.070 Uiso 1 1 calc R . .
C20 C 0.5632(2) 0.40862(8) 0.71591(17) 0.0566(4) Uani 1 1 d . . .
H20 H 0.6437 0.4158 0.7995 0.068 Uiso 1 1 calc R . .
C21 C 0.4522(2) 0.45294(7) 0.65148(15) 0.0498(4) Uani 1 1 d . . .
H21 H 0.4594 0.4898 0.6916 0.060 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

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
O1 C6 1.2083(18) . ?
O2 C6 1.3254(18) . ?
O2 C7 1.443(2) . ?
O3 C8 1.1867(19) . ?
O4 C8 1.3133(19) . ?
O4 C9 1.451(2) . ?
N1 C3 1.3753(16) . ?
N1 N2 1.3801(15) . ?
N1 C1 1.4075(17) . ?
N2 N3 1.3562(14) . ?
N2 C5 1.3622(17) . ?
N3 C2 1.3349(18) . ?
C1 C2 1.3879(18) . ?
C1 C6 1.445(2) . ?
C2 C8 1.5008(19) . ?
C3 C4 1.383(2) . ?
C3 C10 1.4765(18) . ?
C4 C5 1.3925(18) . ?
C5 C16 1.4593(19) . ?
C10 C15 1.384(2) . ?
C10 C11 1.385(2) . ?
C11 C12 1.389(2) . ?
C12 C13 1.372(3) . ?
C13 C14 1.379(3) . ?
C14 C15 1.386(2) . ?
C16 C17 1.391(2) . ?
C16 C21 1.397(2) . ?
C17 C18 1.380(2) . ?
C18 C19 1.380(3) . ?
C19 C20 1.373(2) . ?
C20 C21 1.380(2) . ?

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
C6 O2 C7 117.11(14) . . ?
C8 O4 C9 116.08(14) . . ?
C3 N1 N2 107.43(11) . . ?
C3 N1 C1 147.26(11) . . ?
N2 N1 C1 105.27(10) . . ?
N3 N2 C5 135.84(11) . . ?
N3 N2 N1 113.17(10) . . ?
C5 N2 N1 110.95(10) . . ?
C2 N3 N2 103.18(10) . . ?
C2 C1 N1 104.08(11) . . ?
C2 C1 C6 127.05(13) . . ?
N1 C1 C6 128.52(12) . . ?
N3 C2 C1 114.28(12) . . ?
N3 C2 C8 117.26(12) . . ?
C1 C2 C8 128.35(13) . . ?
N1 C3 C4 106.46(11) . . ?
N1 C3 C10 127.57(12) . . ?
C4 C3 C10 125.78(12) . . ?
C3 C4 C5 110.44(12) . . ?
N2 C5 C4 104.69(11) . . ?
N2 C5 C16 124.08(12) . . ?
C4 C5 C16 131.05(12) . . ?
O1 C6 O2 124.19(14) . . ?
O1 C6 C1 123.17(14) . . ?
O2 C6 C1 112.63(12) . . ?
O3 C8 O4 125.15(14) . . ?
O3 C8 C2 124.15(14) . . ?
O4 C8 C2 110.59(13) . . ?
C15 C10 C11 118.96(13) . . ?
C15 C10 C3 117.98(13) . . ?
C11 C10 C3 122.83(13) . . ?
C10 C11 C12 120.39(15) . . ?
C13 C12 C11 120.29(17) . . ?
C12 C13 C14 119.63(15) . . ?
C13 C14 C15 120.38(16) . . ?
C10 C15 C14 120.28(17) . . ?
C17 C16 C21 118.10(13) . . ?
C17 C16 C5 119.31(13) . . ?
C21 C16 C5 122.56(13) . . ?
C18 C17 C16 120.64(15) . . ?
C19 C18 C17 120.72(16) . . ?
C20 C19 C18 119.16(15) . . ?
C19 C20 C21 120.81(16) . . ?
C20 C21 C16 120.55(15) . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        27.52
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.046
_database_code_depnum_ccdc_archive 'CCDC 987464'
