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

#######################################################################
#
#                 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_shelxl_2H2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H32 N6'
_chemical_formula_sum            'C36 H32 N6'
_chemical_formula_weight         548.68

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14

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                   8.412(4)
_cell_length_b                   23.757(10)
_cell_length_c                   7.831(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.799(5)
_cell_angle_gamma                90.00
_cell_volume                     1431.9(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    143(2)
_cell_measurement_reflns_used    3797
_cell_measurement_theta_min      3.12
_cell_measurement_theta_max      27.61

_exptl_crystal_description       prism
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             580
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9589
_exptl_absorpt_correction_T_max  0.9923
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      143(2)
_diffrn_radiation_wavelength     0.71070
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Saturn70'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 14.629
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12409
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_sigmaI/netI    0.0260
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.12
_diffrn_reflns_theta_max         27.52
_reflns_number_total             3094
_reflns_number_gt                2907
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

_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)+(0.0300P)²+1.2000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3094
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0775
_refine_ls_R_factor_gt           0.0728
_refine_ls_wR_factor_ref         0.1520
_refine_ls_wR_factor_gt          0.1483
_refine_ls_goodness_of_fit_ref   1.173
_refine_ls_restrained_S_all      1.173
_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
N1 N 0.6957(2) 0.03307(7) 0.7113(2) 0.0306(4) Uani 1 1 d . . .
H1 H 0.6092 0.0183 0.6156 0.037 Uiso 0.50 1 calc PR . .
N2 N 0.5452(2) 0.05200(7) 0.3212(2) 0.0308(4) Uani 1 1 d . . .
H5 H 0.5279 0.0292 0.4005 0.037 Uiso 0.50 1 calc PR . .
N3 N 0.3143(2) 0.02142(7) 0.0312(2) 0.0340(4) Uani 1 1 d . . .
C1 C 0.8052(2) 0.07538(8) 0.7068(3) 0.0306(4) Uani 1 1 d . . .
C2 C 0.9291(3) 0.08821(9) 0.8949(3) 0.0356(5) Uani 1 1 d . . .
H2 H 1.0178 0.1160 0.9298 0.043 Uiso 1 1 calc R . .
C3 C 0.1059(3) -0.05333(9) -0.0095(3) 0.0384(5) Uani 1 1 d . . .
H3 H 0.0465 -0.0516 -0.1415 0.046 Uiso 1 1 calc R . .
C4 C 0.2516(3) -0.01873(9) 0.1060(3) 0.0327(4) Uani 1 1 d . . .
C5 C 0.4483(3) 0.05347(8) 0.1329(3) 0.0326(4) Uani 1 1 d . . .
C6 C 0.5181(3) 0.09692(9) 0.0555(3) 0.0358(4) Uani 1 1 d . . .
H6 H 0.4754 0.1077 -0.0720 0.043 Uiso 1 1 calc R . .
C7 C 0.6559(3) 0.11966(8) 0.1977(3) 0.0341(4) Uani 1 1 d . . .
H7 H 0.7280 0.1490 0.1870 0.041 Uiso 1 1 calc R . .
C8 C 0.6742(2) 0.09192(8) 0.3667(3) 0.0299(4) Uani 1 1 d . . .
C9 C 0.7981(2) 0.10270(8) 0.5464(3) 0.0305(4) Uani 1 1 d . . .
C10 C 0.9277(2) 0.14837(8) 0.5667(3) 0.0307(4) Uani 1 1 d . . .
C11 C 1.0891(3) 0.13520(8) 0.5638(3) 0.0317(4) Uani 1 1 d . . .
C12 C 1.2041(3) 0.17905(9) 0.5778(3) 0.0358(4) Uani 1 1 d . . .
H12 H 1.3133 0.1704 0.5751 0.043 Uiso 1 1 calc R . .
C13 C 1.1640(3) 0.23498(9) 0.5957(3) 0.0364(5) Uani 1 1 d . . .
C14 C 1.0049(3) 0.24668(9) 0.6010(3) 0.0371(5) Uani 1 1 d . . .
H14 H 0.9760 0.2846 0.6140 0.045 Uiso 1 1 calc R . .
C15 C 0.8856(3) 0.20430(8) 0.5876(3) 0.0344(4) Uani 1 1 d . . .
C16 C 1.1412(3) 0.07491(9) 0.5519(3) 0.0393(5) Uani 1 1 d . . .
H16A H 1.0385 0.0531 0.4742 0.047 Uiso 1 1 calc R . .
H16B H 1.1922 0.0586 0.6774 0.047 Uiso 1 1 calc R . .
H16C H 1.2268 0.0739 0.4963 0.047 Uiso 1 1 calc R . .
C17 C 1.2882(3) 0.28197(10) 0.6065(3) 0.0459(6) Uani 1 1 d . . .
H17A H 1.2794 0.3116 0.6892 0.055 Uiso 1 1 calc R . .
H17B H 1.2587 0.2975 0.4815 0.055 Uiso 1 1 calc R . .
H17C H 1.4072 0.2673 0.6557 0.055 Uiso 1 1 calc R . .
C18 C 0.7153(3) 0.21930(10) 0.5970(4) 0.0452(6) Uani 1 1 d . . .
H18A H 0.7094 0.2020 0.7079 0.054 Uiso 1 1 calc R . .
H18B H 0.6193 0.2054 0.4850 0.054 Uiso 1 1 calc R . .
H18C H 0.7065 0.2603 0.6042 0.054 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
N1 C4 1.359(3) 3_656 ?
N1 C1 1.373(2) . ?
N1 H1 0.8800 . ?
N2 C5 1.367(3) . ?
N2 C8 1.375(2) . ?
N2 H5 0.8800 . ?
N3 C5 1.327(3) . ?
N3 C4 1.334(3) . ?
C1 C9 1.394(3) . ?
C1 C2 1.452(3) . ?
C2 C3 1.339(3) 3_656 ?
C2 H2 0.9500 . ?
C3 C2 1.339(3) 3_656 ?
C3 C4 1.450(3) . ?
C3 H3 0.9500 . ?
C4 N1 1.359(3) 3_656 ?
C5 C6 1.437(3) . ?
C6 C7 1.354(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.430(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.396(3) . ?
C9 C10 1.500(3) . ?
C10 C15 1.402(3) . ?
C10 C11 1.402(3) . ?
C11 C12 1.396(3) . ?
C11 C16 1.512(3) . ?
C12 C13 1.392(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.384(3) . ?
C13 C17 1.508(3) . ?
C14 C15 1.396(3) . ?
C14 H14 0.9500 . ?
C15 C18 1.506(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?

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
C4 N1 C1 105.86(16) 3_656 . ?
C4 N1 H1 127.1 3_656 . ?
C1 N1 H1 127.1 . . ?
C5 N2 C8 109.08(16) . . ?
C5 N2 H5 125.5 . . ?
C8 N2 H5 125.5 . . ?
C5 N3 C4 122.51(18) . . ?
N1 C1 C9 125.34(18) . . ?
N1 C1 C2 109.99(17) . . ?
C9 C1 C2 124.66(18) . . ?
C3 C2 C1 106.76(18) 3_656 . ?
C3 C2 H2 126.6 3_656 . ?
C1 C2 H2 126.6 . . ?
C2 C3 C4 106.96(19) 3_656 . ?
C2 C3 H3 126.5 3_656 . ?
C4 C3 H3 126.5 . . ?
N3 C4 N1 128.50(18) . 3_656 ?
N3 C4 C3 121.06(19) . . ?
N1 C4 C3 110.42(18) 3_656 . ?
N3 C5 N2 128.69(18) . . ?
N3 C5 C6 123.49(19) . . ?
N2 C5 C6 107.82(17) . . ?
C7 C6 C5 107.43(19) . . ?
C7 C6 H6 126.3 . . ?
C5 C6 H6 126.3 . . ?
C6 C7 C8 108.29(18) . . ?
C6 C7 H7 125.9 . . ?
C8 C7 H7 125.9 . . ?
N2 C8 C9 125.32(18) . . ?
N2 C8 C7 107.39(17) . . ?
C9 C8 C7 127.30(18) . . ?
C1 C9 C8 124.48(18) . . ?
C1 C9 C10 118.43(17) . . ?
C8 C9 C10 117.05(17) . . ?
C15 C10 C11 120.38(18) . . ?
C15 C10 C9 119.37(17) . . ?
C11 C10 C9 120.25(18) . . ?
C12 C11 C10 118.49(18) . . ?
C12 C11 C16 120.20(18) . . ?
C10 C11 C16 121.29(18) . . ?
C13 C12 C11 122.16(19) . . ?
C13 C12 H12 118.9 . . ?
C11 C12 H12 118.9 . . ?
C14 C13 C12 118.12(18) . . ?
C14 C13 C17 120.4(2) . . ?
C12 C13 C17 121.5(2) . . ?
C13 C14 C15 121.87(19) . . ?
C13 C14 H14 119.1 . . ?
C15 C14 H14 119.1 . . ?
C14 C15 C10 118.97(19) . . ?
C14 C15 C18 119.67(19) . . ?
C10 C15 C18 121.36(18) . . ?
C11 C16 H16A 109.5 . . ?
C11 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C11 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C17 H17A 109.5 . . ?
C13 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C13 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 N1 C1 C9 179.92(19) 3_656 . . . ?
C4 N1 C1 C2 -0.8(2) 3_656 . . . ?
N1 C1 C2 C3 0.6(2) . . . 3_656 ?
C9 C1 C2 C3 179.85(19) . . . 3_656 ?
C5 N3 C4 N1 2.0(3) . . . 3_656 ?
C5 N3 C4 C3 -179.44(19) . . . . ?
C2 C3 C4 N3 -178.36(19) 3_656 . . . ?
C2 C3 C4 N1 0.4(2) 3_656 . . 3_656 ?
C4 N3 C5 N2 0.9(3) . . . . ?
C4 N3 C5 C6 179.96(19) . . . . ?
C8 N2 C5 N3 178.5(2) . . . . ?
C8 N2 C5 C6 -0.7(2) . . . . ?
N3 C5 C6 C7 -178.27(19) . . . . ?
N2 C5 C6 C7 1.0(2) . . . . ?
C5 C6 C7 C8 -0.9(2) . . . . ?
C5 N2 C8 C9 179.85(18) . . . . ?
C5 N2 C8 C7 0.1(2) . . . . ?
C6 C7 C8 N2 0.5(2) . . . . ?
C6 C7 C8 C9 -179.22(19) . . . . ?
N1 C1 C9 C8 2.0(3) . . . . ?
C2 C1 C9 C8 -177.12(18) . . . . ?
N1 C1 C9 C10 179.73(17) . . . . ?
C2 C1 C9 C10 0.6(3) . . . . ?
N2 C8 C9 C1 -2.0(3) . . . . ?
C7 C8 C9 C1 177.64(19) . . . . ?
N2 C8 C9 C10 -179.73(17) . . . . ?
C7 C8 C9 C10 -0.1(3) . . . . ?
C1 C9 C10 C15 -91.7(2) . . . . ?
C8 C9 C10 C15 86.1(2) . . . . ?
C1 C9 C10 C11 88.6(2) . . . . ?
C8 C9 C10 C11 -93.6(2) . . . . ?
C15 C10 C11 C12 -1.4(3) . . . . ?
C9 C10 C11 C12 178.24(18) . . . . ?
C15 C10 C11 C16 176.62(19) . . . . ?
C9 C10 C11 C16 -3.7(3) . . . . ?
C10 C11 C12 C13 0.4(3) . . . . ?
C16 C11 C12 C13 -177.68(19) . . . . ?
C11 C12 C13 C14 0.5(3) . . . . ?
C11 C12 C13 C17 -178.6(2) . . . . ?
C12 C13 C14 C15 -0.4(3) . . . . ?
C17 C13 C14 C15 178.7(2) . . . . ?
C13 C14 C15 C10 -0.6(3) . . . . ?
C13 C14 C15 C18 179.1(2) . . . . ?
C11 C10 C15 C14 1.5(3) . . . . ?
C9 C10 C15 C14 -178.14(19) . . . . ?
C11 C10 C15 C18 -178.1(2) . . . . ?
C9 C10 C15 C18 2.2(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.940
_diffrn_reflns_theta_full        27.52
_diffrn_measured_fraction_theta_full 0.940
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.053
_database_code_depnum_ccdc_archive 'CCDC 920697'
#######################################################################
#
#                 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_ssz_ak_015_1
#TrackingRef 'web_deposit_cif_file_4_SoumyajitGhosh_1358571914.SSZ_AK_015_1.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            LaCu
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H10 Cu N2 O2 S2'
_chemical_formula_sum            'C16 H10 Cu N2 O2 S2'
_chemical_formula_weight         389.92

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c '
_symmetry_space_group_name_Hall  '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   21.422(4)
_cell_length_b                   7.3343(13)
_cell_length_c                   18.884(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.604(8)
_cell_angle_gamma                90.00
_cell_volume                     2795.0(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    100
_cell_measurement_reflns_used    4722
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      27.88

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.853
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1576
_exptl_absorpt_coefficient_mu    1.871
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.576
_exptl_absorpt_correction_T_max  0.714
_exptl_absorpt_process_details   'multi-scan absorption correction'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100
_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  'BRUKER KAPPA APEX II DUO'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            19788
_diffrn_reflns_av_R_equivalents  0.0494
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         27.00
_reflns_number_total             3062
_reflns_number_gt                2519
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3062
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0290
_refine_ls_wR_factor_ref         0.0561
_refine_ls_wR_factor_gt          0.0541
_refine_ls_goodness_of_fit_ref   1.735
_refine_ls_restrained_S_all      1.735
_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
Cu1 Cu 0.089577(12) 0.23860(4) 0.038749(14) 0.01115(8) Uani 1 1 d . . .
S1 S 0.11511(3) -0.09259(9) 0.27458(3) 0.01644(15) Uani 1 1 d . . .
S2 S 0.07929(3) 0.57397(9) -0.19149(3) 0.01584(15) Uani 1 1 d . . .
O1 O 0.16313(7) 0.1983(2) 0.12951(8) 0.0153(4) Uani 1 1 d . . .
O2 O 0.15359(7) 0.2954(2) -0.00804(8) 0.0143(4) Uani 1 1 d . . .
N1 N 0.01241(8) 0.3133(3) -0.04611(10) 0.0103(4) Uani 1 1 d . . .
N2 N 0.02239(8) 0.1540(3) 0.08009(9) 0.0103(4) Uani 1 1 d . . .
C1 C -0.04891(10) 0.2742(3) -0.03623(11) 0.0101(5) Uani 1 1 d . . .
C2 C -0.04321(10) 0.1835(3) 0.03147(12) 0.0107(5) Uani 1 1 d . . .
C3 C 0.03491(11) 0.0685(3) 0.14446(12) 0.0127(5) Uani 1 1 d . . .
H3 H -0.0004 0.0252 0.1578 0.015 Uiso 1 1 calc R . .
C4 C 0.09952(11) 0.0401(3) 0.19384(12) 0.0121(5) Uani 1 1 d . . .
C5 C 0.19888(11) -0.0558(3) 0.29836(13) 0.0167(6) Uani 1 1 d . . .
H5 H 0.2301 -0.1037 0.3414 0.020 Uiso 1 1 calc R . .
C6 C 0.21494(11) 0.0497(3) 0.24833(12) 0.0150(5) Uani 1 1 d . . .
H6 H 0.2582 0.0838 0.2541 0.018 Uiso 1 1 calc R . .
C7 C 0.15864(11) 0.1040(3) 0.18533(12) 0.0136(5) Uani 1 1 d . . .
C8 C -0.10032(11) 0.1331(3) 0.04636(12) 0.0127(5) Uani 1 1 d . . .
H8 H -0.0968 0.0697 0.0902 0.015 Uiso 1 1 calc R . .
C9 C -0.16190(11) 0.1768(3) -0.00358(12) 0.0148(5) Uani 1 1 d . . .
H9 H -0.1998 0.1439 0.0069 0.018 Uiso 1 1 calc R . .
C10 C -0.16761(11) 0.2698(3) -0.06946(12) 0.0157(5) Uani 1 1 d . . .
H10 H -0.2093 0.3005 -0.1026 0.019 Uiso 1 1 calc R . .
C11 C -0.11142(11) 0.3168(3) -0.08593(12) 0.0144(5) Uani 1 1 d . . .
H11 H -0.1156 0.3772 -0.1306 0.017 Uiso 1 1 calc R . .
C12 C 0.01592(11) 0.4017(3) -0.10522(12) 0.0121(5) Uani 1 1 d . . .
H12 H -0.0233 0.4409 -0.1411 0.014 Uiso 1 1 calc R . .
C13 C 0.07538(11) 0.4395(3) -0.11663(12) 0.0127(5) Uani 1 1 d . . .
C14 C 0.16399(12) 0.5510(3) -0.16206(13) 0.0177(6) Uani 1 1 d . . .
H14 H 0.1900 0.6048 -0.1870 0.021 Uiso 1 1 calc R . .
C15 C 0.18945(11) 0.4484(3) -0.09994(12) 0.0155(5) Uani 1 1 d . . .
H15 H 0.2343 0.4207 -0.0788 0.019 Uiso 1 1 calc R . .
C16 C 0.13985(11) 0.3865(3) -0.06992(12) 0.0131(5) Uani 1 1 d . . .


_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
Cu1 O2 1.9099(15) . ?
Cu1 O1 1.9224(15) . ?
Cu1 N1 1.9553(18) . ?
Cu1 N2 1.9545(18) . ?
S1 C5 1.719(2) . ?
S1 C4 1.744(2) . ?
S2 C14 1.718(2) . ?
S2 C13 1.749(2) . ?
O1 C7 1.291(3) . ?
O2 C16 1.291(3) . ?
N1 C12 1.315(3) . ?
N1 C1 1.417(3) . ?
N2 C3 1.313(3) . ?
N2 C2 1.414(3) . ?
C1 C11 1.389(3) . ?
C1 C2 1.410(3) . ?
C2 C8 1.394(3) . ?
C3 C4 1.401(3) . ?
C3 H3 0.9300 . ?
C4 C7 1.409(3) . ?
C5 C6 1.352(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.437(3) . ?
C6 H6 0.9300 . ?
C8 C9 1.377(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.388(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.384(3) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C13 1.389(3) . ?
C12 H12 0.9300 . ?
C13 C16 1.421(3) . ?
C14 C15 1.345(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.436(3) . ?
C15 H15 0.9300 . ?

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
O2 Cu1 O1 86.85(6) . . ?
O2 Cu1 N1 95.77(7) . . ?
O1 Cu1 N1 171.29(7) . . ?
O2 Cu1 N2 173.36(7) . . ?
O1 Cu1 N2 95.06(7) . . ?
N1 Cu1 N2 83.28(8) . . ?
C5 S1 C4 91.02(11) . . ?
C14 S2 C13 90.85(11) . . ?
C7 O1 Cu1 123.16(14) . . ?
C16 O2 Cu1 123.41(14) . . ?
C12 N1 C1 122.09(18) . . ?
C12 N1 Cu1 124.11(15) . . ?
C1 N1 Cu1 113.67(14) . . ?
C3 N2 C2 121.61(19) . . ?
C3 N2 Cu1 124.91(15) . . ?
C2 N2 Cu1 113.37(14) . . ?
C11 C1 N1 126.3(2) . . ?
C11 C1 C2 119.3(2) . . ?
N1 C1 C2 114.39(18) . . ?
C8 C2 N2 125.2(2) . . ?
C8 C2 C1 119.55(19) . . ?
N2 C2 C1 115.22(19) . . ?
N2 C3 C4 122.5(2) . . ?
N2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
C3 C4 C7 126.8(2) . . ?
C3 C4 S1 121.43(17) . . ?
C7 C4 S1 111.68(16) . . ?
C6 C5 S1 113.29(18) . . ?
C6 C5 H5 123.4 . . ?
S1 C5 H5 123.4 . . ?
C5 C6 C7 113.4(2) . . ?
C5 C6 H6 123.3 . . ?
C7 C6 H6 123.3 . . ?
O1 C7 C4 126.0(2) . . ?
O1 C7 C6 123.5(2) . . ?
C4 C7 C6 110.5(2) . . ?
C9 C8 C2 120.2(2) . . ?
C9 C8 H8 119.9 . . ?
C2 C8 H8 119.9 . . ?
C8 C9 C10 120.3(2) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C11 C10 C9 120.1(2) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C10 C11 C1 120.4(2) . . ?
C10 C11 H11 119.8 . . ?
C1 C11 H11 119.8 . . ?
N1 C12 C13 123.1(2) . . ?
N1 C12 H12 118.4 . . ?
C13 C12 H12 118.4 . . ?
C12 C13 C16 126.9(2) . . ?
C12 C13 S2 122.20(17) . . ?
C16 C13 S2 110.85(17) . . ?
C15 C14 S2 114.33(18) . . ?
C15 C14 H14 122.8 . . ?
S2 C14 H14 122.8 . . ?
C14 C15 C16 112.6(2) . . ?
C14 C15 H15 123.7 . . ?
C16 C15 H15 123.7 . . ?
O2 C16 C13 125.6(2) . . ?
O2 C16 C15 123.2(2) . . ?
C13 C16 C15 111.2(2) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.404
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.084
_database_code_depnum_ccdc_archive 'CCDC 920799'
