# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2013
#######################################################################
#
# Cambridge Crystallographic Data Centre
# 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 retrieval see:
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data_1
_database_code_depnum_ccdc_archive 'CCDC 905301'
#TrackingRef 'structures.cif'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C29 H20 Cu N2 O12 S2'
_chemical_formula_weight 716.16
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
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 25.540(5)
_cell_length_b 5.1400(10)
_cell_length_c 22.306(5)
_cell_angle_alpha 90.00
_cell_angle_beta 117.73(3)
_cell_angle_gamma 90.00
_cell_volume 2591.9(12)
_cell_formula_units_Z 4
_cell_measurement_temperature 173(2)
_cell_measurement_reflns_used ?
_cell_measurement_theta_min ?
_cell_measurement_theta_max ?
_exptl_crystal_description prism
_exptl_crystal_colour violet
_exptl_crystal_size_max 0.10
_exptl_crystal_size_mid 0.05
_exptl_crystal_size_min 0.03
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.835
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1460
_exptl_absorpt_coefficient_mu 1.435
_exptl_absorpt_correction_type none
_exptl_absorpt_correction_T_min ?
_exptl_absorpt_correction_T_max ?
_exptl_absorpt_process_details ?
_exptl_special_details
;
The data were collected at 173 K (Oxford 600 CryoSystem with fully
automated refill system) using a Single-axis HUBER diffractometer.
The structure was solved by direct methods (SHELXS97) and
refined by full-matrix anisotropic least squares (SHELXL97).
;
_diffrn_ambient_temperature 100(2)
_diffrn_radiation_wavelength 0.78900
_diffrn_radiation_type synchrotron
_diffrn_radiation_source ?
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'ADSC Q210r CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 21431
_diffrn_reflns_av_R_equivalents 0.0672
_diffrn_reflns_av_sigmaI/netI 0.0290
_diffrn_reflns_limit_h_min -32
_diffrn_reflns_limit_h_max 32
_diffrn_reflns_limit_k_min -6
_diffrn_reflns_limit_k_max 6
_diffrn_reflns_limit_l_min -26
_diffrn_reflns_limit_l_max 26
_diffrn_reflns_theta_min 2.00
_diffrn_reflns_theta_max 30.41
_reflns_number_total 2668
_reflns_number_gt 2590
_reflns_threshold_expression >2sigma(I)
_computing_data_collection HKL2000
_computing_cell_refinement HKL2000
_computing_data_reduction HKL2000
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics Mercury
_computing_publication_material Mercury
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0900P)^2^+5.1263P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment mixed
_refine_ls_extinction_method SHELXL
_refine_ls_extinction_coef Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns 2668
_refine_ls_number_parameters 246
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0462
_refine_ls_R_factor_gt 0.0454
_refine_ls_wR_factor_ref 0.1281
_refine_ls_wR_factor_gt 0.1250
_refine_ls_goodness_of_fit_ref 1.088
_refine_ls_restrained_S_all 1.088
_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
H7 H 0.1102(15) 0.706(7) 0.2387(18) 0.029(9) Uiso 1 1 d . . .
H9 H -0.0288(13) 0.242(6) 0.1205(16) 0.021(8) Uiso 1 1 d . . .
H6 H 0.0921(14) 0.966(6) 0.1470(17) 0.016(8) Uiso 1 1 d . . .
H8 H -0.0446(14) 0.513(5) 0.0341(18) 0.014(8) Uiso 1 1 d . . .
C2 C 0.24158(10) 1.4996(4) 0.14492(13) 0.0126(5) Uani 1 1 d . . .
C9 C 0.11969(10) 1.0330(4) 0.03407(12) 0.0127(4) Uani 1 1 d . . .
C8 C 0.33216(9) 1.1224(4) 0.08135(12) 0.0145(4) Uani 1 1 d . . .
C12 C 0.24810(9) 1.7107(4) 0.19317(12) 0.0132(4) Uani 1 1 d . . .
C4 C 0.28061(9) 1.2097(4) 0.09108(12) 0.0128(4) Uani 1 1 d . . .
C3 C 0.28804(9) 1.4226(4) 0.13298(11) 0.0128(4) Uani 1 1 d . . .
C5 C 0.22641(9) 1.0792(4) 0.05994(11) 0.0130(4) Uani 1 1 d . . .
C7 C 0.18691(9) 1.3727(4) 0.11274(12) 0.0130(4) Uani 1 1 d . . .
C6 C 0.17887(9) 1.1643(4) 0.06948(12) 0.0129(4) Uani 1 1 d . . .
Cu1 Cu 0.0000 1.0000 0.0000 0.01100(17) Uani 1 2 d S . .
O1 O 0.07884(6) 1.1429(3) 0.04366(8) 0.0139(3) Uani 1 1 d . . .
O2 O 0.11201(7) 0.8345(3) -0.00033(9) 0.0177(4) Uani 1 1 d . . .
O3 O 0.32115(7) 0.8984(3) 0.04825(10) 0.0202(4) Uani 1 1 d . . .
O5 O 0.29814(7) 1.8437(3) 0.21539(9) 0.0177(4) Uani 1 1 d . . .
O6 O 0.21114(7) 1.7554(3) 0.21205(9) 0.0154(4) Uani 1 1 d . . .
O4 O 0.37796(7) 1.2434(3) 0.10188(10) 0.0203(4) Uani 1 1 d . . .
N1 N 0.02130(8) 0.7598(3) 0.08073(10) 0.0124(4) Uani 1 1 d . . .
C11 C -0.01229(10) 0.5517(5) 0.07559(12) 0.0136(4) Uani 1 1 d . . .
C41 C -0.00206(9) 0.3901(4) 0.12949(12) 0.0146(4) Uani 1 1 d . . .
C21 C 0.06791(9) 0.8089(4) 0.14214(12) 0.0135(4) Uani 1 1 d . . .
C31 C 0.08060(9) 0.6591(4) 0.19833(12) 0.0143(4) Uani 1 1 d . . .
S1 S 0.06517(2) 0.26413(11) 0.26731(3) 0.01493(18) Uani 1 1 d . . .
C51 C 0.04521(9) 0.4449(5) 0.19310(12) 0.0135(4) Uani 1 1 d . . .
C61 C 0.0000 0.0755(6) 0.2500 0.0154(6) Uani 1 2 d S . .
H61A H 0.0088 -0.0361 0.2886 0.019 Uiso 0.50 1 calc PR . .
H61B H -0.0088 -0.0361 0.2114 0.019 Uiso 0.50 1 calc PR . .
H5 H 0.2206(12) 0.949(6) 0.0294(15) 0.008(6) Uiso 1 1 d . . .
H3 H 0.3218(13) 1.515(5) 0.1534(15) 0.008(7) Uiso 1 1 d . . .
H4 H 0.1546(14) 1.440(6) 0.1190(17) 0.021(7) Uiso 1 1 d . . .
H2 H 0.2971(18) 1.973(8) 0.243(2) 0.044(12) Uiso 1 1 d . . .
H1 H 0.350(2) 0.853(9) 0.040(2) 0.057(13) Uiso 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C2 0.0118(11) 0.0131(11) 0.0137(12) 0.0011(7) 0.0067(9) -0.0008(6)
C9 0.0119(10) 0.0162(9) 0.0121(12) 0.0016(8) 0.0072(9) -0.0021(8)
C8 0.0124(10) 0.0161(10) 0.0162(11) 0.0012(8) 0.0077(8) 0.0010(8)
C12 0.0110(9) 0.0135(9) 0.0152(11) 0.0014(8) 0.0063(8) -0.0010(7)
C4 0.0105(9) 0.0155(9) 0.0135(11) 0.0010(8) 0.0065(8) 0.0000(7)
C3 0.0097(9) 0.0154(10) 0.0135(11) 0.0005(8) 0.0057(8) -0.0014(8)
C5 0.0113(9) 0.0140(10) 0.0145(11) -0.0011(8) 0.0068(8) -0.0010(8)
C7 0.0096(9) 0.0147(9) 0.0158(11) 0.0014(8) 0.0070(8) -0.0003(7)
C6 0.0106(9) 0.0147(10) 0.0143(11) 0.0014(8) 0.0067(8) -0.0005(7)
Cu1 0.0076(2) 0.0123(2) 0.0148(3) -0.00068(11) 0.00652(17) -0.00127(11)
O1 0.0097(7) 0.0159(7) 0.0175(9) -0.0003(6) 0.0076(6) -0.0013(5)
O2 0.0131(7) 0.0177(8) 0.0245(10) -0.0062(6) 0.0106(7) -0.0035(6)
O3 0.0157(8) 0.0205(9) 0.0292(10) -0.0072(7) 0.0145(7) -0.0016(6)
O5 0.0144(8) 0.0183(8) 0.0231(10) -0.0070(6) 0.0111(7) -0.0053(6)
O6 0.0145(7) 0.0170(8) 0.0186(9) -0.0016(6) 0.0110(6) -0.0003(5)
O4 0.0137(8) 0.0226(9) 0.0276(10) -0.0039(7) 0.0121(7) -0.0027(6)
N1 0.0096(8) 0.0139(9) 0.0154(10) -0.0003(6) 0.0071(7) -0.0007(6)
C11 0.0119(10) 0.0144(9) 0.0167(12) -0.0009(8) 0.0085(8) -0.0009(8)
C41 0.0115(9) 0.0142(10) 0.0200(12) -0.0018(8) 0.0088(8) -0.0017(7)
C21 0.0098(9) 0.0160(10) 0.0152(12) -0.0019(8) 0.0064(8) -0.0016(8)
C31 0.0100(9) 0.0162(10) 0.0171(12) -0.0024(8) 0.0067(8) 0.0007(8)
S1 0.0114(3) 0.0185(3) 0.0163(3) 0.00177(18) 0.0076(2) -0.00009(18)
C51 0.0117(10) 0.0155(9) 0.0170(12) -0.0003(8) 0.0098(9) 0.0019(8)
C61 0.0158(14) 0.0154(14) 0.0198(17) 0.000 0.0122(12) 0.000
_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
C2 C3 1.389(3) . ?
C2 C7 1.399(3) . ?
C2 C12 1.482(3) . ?
C9 O2 1.236(3) . ?
C9 O1 1.289(3) . ?
C9 C6 1.501(3) . ?
C8 O4 1.211(3) . ?
C8 O3 1.325(3) . ?
C8 C4 1.499(3) . ?
C12 O6 1.221(3) . ?
C12 O5 1.325(3) . ?
C4 C3 1.393(3) . ?
C4 C5 1.398(3) . ?
C5 C6 1.397(3) . ?
C7 C6 1.392(3) . ?
Cu1 O1 1.9282(15) 5_575 ?
Cu1 O1 1.9282(16) . ?
Cu1 N1 2.037(2) . ?
Cu1 N1 2.037(2) 5_575 ?
N1 C11 1.342(3) . ?
N1 C21 1.356(3) . ?
C11 C41 1.382(3) . ?
C41 C51 1.399(3) . ?
C21 C31 1.375(3) . ?
C31 C51 1.394(3) . ?
S1 C51 1.755(2) . ?
S1 C61 1.8060(19) . ?
C61 S1 1.8060(18) 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
C3 C2 C7 120.4(2) . . ?
C3 C2 C12 122.0(2) . . ?
C7 C2 C12 117.5(2) . . ?
O2 C9 O1 123.9(2) . . ?
O2 C9 C6 121.9(2) . . ?
O1 C9 C6 114.2(2) . . ?
O4 C8 O3 125.0(2) . . ?
O4 C8 C4 123.4(2) . . ?
O3 C8 C4 111.57(18) . . ?
O6 C12 O5 122.7(2) . . ?
O6 C12 C2 123.0(2) . . ?
O5 C12 C2 114.34(19) . . ?
C3 C4 C5 120.30(19) . . ?
C3 C4 C8 118.53(19) . . ?
C5 C4 C8 121.2(2) . . ?
C2 C3 C4 119.4(2) . . ?
C6 C5 C4 120.3(2) . . ?
C6 C7 C2 120.3(2) . . ?
C7 C6 C5 119.24(19) . . ?
C7 C6 C9 119.90(19) . . ?
C5 C6 C9 120.9(2) . . ?
O1 Cu1 O1 180.0 5_575 . ?
O1 Cu1 N1 90.12(7) 5_575 . ?
O1 Cu1 N1 89.88(7) . . ?
O1 Cu1 N1 89.88(7) 5_575 5_575 ?
O1 Cu1 N1 90.12(7) . 5_575 ?
N1 Cu1 N1 180.00(8) . 5_575 ?
C9 O1 Cu1 119.01(15) . . ?
C11 N1 C21 117.4(2) . . ?
C11 N1 Cu1 120.68(16) . . ?
C21 N1 Cu1 121.86(15) . . ?
N1 C11 C41 123.4(2) . . ?
C11 C41 C51 119.1(2) . . ?
N1 C21 C31 122.7(2) . . ?
C21 C31 C51 119.8(2) . . ?
C51 S1 C61 104.38(9) . . ?
C31 C51 C41 117.6(2) . . ?
C31 C51 S1 116.53(18) . . ?
C41 C51 S1 125.82(18) . . ?
S1 C61 S1 115.05(18) . 2 ?
_diffrn_measured_fraction_theta_max 0.926
_diffrn_reflns_theta_full 25.00
_diffrn_measured_fraction_theta_full 0.938
_refine_diff_density_max 0.601
_refine_diff_density_min -1.698
_refine_diff_density_rms 0.111
data_2
_database_code_depnum_ccdc_archive 'CCDC 905302'
#TrackingRef 'structures.cif'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C31 H26 Cu N4 O7 S4'
_chemical_formula_weight 758.34
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'
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
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 27.191(2)
_cell_length_b 18.5355(14)
_cell_length_c 16.3259(12)
_cell_angle_alpha 90.00
_cell_angle_beta 126.0310(10)
_cell_angle_gamma 90.00
_cell_volume 6654.2(9)
_cell_formula_units_Z 8
_cell_measurement_temperature 223(2)
_cell_measurement_reflns_used ?
_cell_measurement_theta_min ?
_cell_measurement_theta_max ?
_exptl_crystal_description prism
_exptl_crystal_colour blue
_exptl_crystal_size_max 0.38
_exptl_crystal_size_mid 0.19
_exptl_crystal_size_min 0.10
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.514
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 3112
_exptl_absorpt_coefficient_mu 0.960
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.7117
_exptl_absorpt_correction_T_max 0.9101
_exptl_absorpt_process_details ?
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 223(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 '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 31135
_diffrn_reflns_av_R_equivalents 0.0295
_diffrn_reflns_av_sigmaI/netI 0.0272
_diffrn_reflns_limit_h_min -35
_diffrn_reflns_limit_h_max 35
_diffrn_reflns_limit_k_min -24
_diffrn_reflns_limit_k_max 23
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_limit_l_max 21
_diffrn_reflns_theta_min 1.44
_diffrn_reflns_theta_max 28.00
_reflns_number_total 7985
_reflns_number_gt 6208
_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 F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0318P)^2^+10.0365P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment mixed
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 7985
_refine_ls_number_parameters 437
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0517
_refine_ls_R_factor_gt 0.0324
_refine_ls_wR_factor_ref 0.0870
_refine_ls_wR_factor_gt 0.0747
_refine_ls_goodness_of_fit_ref 1.071
_refine_ls_restrained_S_all 1.071
_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
Cu Cu 0.279303(11) 0.984938(12) 0.814907(17) 0.02133(7) Uani 1 1 d . . .
S11 S -0.00635(3) 1.02289(4) 0.65065(4) 0.04788(17) Uani 1 1 d . . .
S21 S 0.53539(3) 1.05311(6) 0.86551(7) 0.0771(3) Uani 1 1 d . . .
N1 N 0.31171(7) 0.91533(9) 0.95368(12) 0.0261(4) Uani 1 1 d . . .
C1 C 0.31477(9) 0.94310(11) 1.03243(14) 0.0273(4) Uani 1 1 d . . .
H1 H 0.3136 0.9935 1.0371 0.033 Uiso 1 1 calc R . .
C2 C 0.31957(9) 0.90174(11) 1.10678(15) 0.0293(4) Uani 1 1 d . . .
H2 H 0.3208 0.9237 1.1598 0.035 Uiso 1 1 calc R . .
C3 C 0.32259(9) 0.82687(11) 1.10263(14) 0.0271(4) Uani 1 1 d . . .
C4 C 0.32252(10) 0.79760(11) 1.02413(15) 0.0312(5) Uani 1 1 d . . .
H4 H 0.3265 0.7476 1.0201 0.037 Uiso 1 1 calc R . .
C5 C 0.31648(10) 0.84373(11) 0.95204(15) 0.0300(4) Uani 1 1 d . . .
H5 H 0.3157 0.8234 0.8985 0.036 Uiso 1 1 calc R . .
N12 N 0.18992(8) 0.98704(9) 0.76545(12) 0.0246(3) Uani 1 1 d . . .
C13 C 0.17627(10) 1.00140(11) 0.83054(15) 0.0280(4) Uani 1 1 d . . .
H13 H 0.2084 1.0049 0.8998 0.034 Uiso 1 1 calc R . .
C14 C 0.11814(10) 1.01130(12) 0.80175(16) 0.0300(4) Uani 1 1 d . . .
H14 H 0.1110 1.0201 0.8506 0.036 Uiso 1 1 calc R . .
C15 C 0.06997(10) 1.00814(13) 0.69971(16) 0.0326(5) Uani 1 1 d . . .
C16 C 0.08367(10) 0.99209(14) 0.63225(17) 0.0399(6) Uani 1 1 d . . .
H16 H 0.0523 0.9880 0.5627 0.048 Uiso 1 1 calc R . .
C17 C 0.14313(10) 0.98214(13) 0.66742(16) 0.0329(5) Uani 1 1 d . . .
H17 H 0.1514 0.9714 0.6204 0.040 Uiso 1 1 calc R . .
C18 C 0.0000 1.07412(18) 0.7500 0.0378(7) Uani 1 2 d S . .
H18A H -0.0358 1.1054 0.7194 0.045 Uiso 0.50 1 calc PR . .
H18B H 0.0358 1.1054 0.7806 0.045 Uiso 0.50 1 calc PR . .
N21 N 0.36307(8) 1.00126(9) 0.84100(13) 0.0266(4) Uani 1 1 d . . .
C23 C 0.46909(10) 1.03109(16) 0.85751(18) 0.0441(6) Uani 1 1 d . . .
C24 C 0.43801(12) 0.96754(16) 0.8153(2) 0.0515(7) Uani 1 1 d . . .
H24 H 0.4523 0.9331 0.7917 0.062 Uiso 1 1 calc R . .
C22 C 0.44775(11) 1.07806(14) 0.8951(2) 0.0445(6) Uani 1 1 d . . .
H22 H 0.4687 1.1212 0.9267 0.053 Uiso 1 1 calc R . .
C21 C 0.39546(10) 1.06144(13) 0.88607(18) 0.0378(5) Uani 1 1 d . . .
H21 H 0.3817 1.0939 0.9128 0.045 Uiso 1 1 calc R . .
C25 C 0.38552(11) 0.95498(13) 0.80804(19) 0.0403(6) Uani 1 1 d . . .
H25 H 0.3645 0.9116 0.7784 0.048 Uiso 1 1 calc R . .
C26 C 0.5000 1.1045(2) 0.7500 0.0844(18) Uani 1 2 d S . .
H26A H 0.4691 1.1358 0.7443 0.101 Uiso 0.50 1 calc PR . .
H26B H 0.5309 1.1358 0.7557 0.101 Uiso 0.50 1 calc PR . .
O3 O 0.29013(6) 1.07289(7) 0.88670(10) 0.0261(3) Uani 1 1 d . . .
O4 O 0.23175(9) 1.13454(8) 0.74194(11) 0.0444(4) Uani 1 1 d . . .
O5 O 0.39784(9) 1.31039(9) 1.22137(12) 0.0475(5) Uani 1 1 d . . .
H59 H 0.4254(16) 1.3032(19) 1.297(3) 0.093(12) Uiso 1 1 d . . .
O6 O 0.39019(10) 1.19129(10) 1.21742(13) 0.0621(6) Uani 1 1 d . . .
C31 C 0.27958(9) 1.32757(10) 0.90973(14) 0.0220(4) Uani 1 1 d . . .
C32 C 0.26286(9) 1.26499(10) 0.85214(14) 0.0224(4) Uani 1 1 d . . .
H32 H 0.2382 1.2682 0.7811 0.027 Uiso 1 1 calc R . .
C33 C 0.28221(9) 1.19787(10) 0.89836(14) 0.0228(4) Uani 1 1 d . . .
C34 C 0.31888(9) 1.19320(10) 1.00332(15) 0.0255(4) Uani 1 1 d . . .
H34 H 0.3320 1.1479 1.0349 0.031 Uiso 1 1 calc R . .
C35 C 0.33626(9) 1.25554(10) 1.06189(14) 0.0246(4) Uani 1 1 d . . .
C36 C 0.31598(9) 1.32265(10) 1.01481(14) 0.0245(4) Uani 1 1 d . . .
H36 H 0.3269 1.3647 1.0542 0.029 Uiso 1 1 calc R . .
C311 C 0.23954(9) 0.90059(10) 0.63980(14) 0.0243(4) Uani 1 1 d . . .
C351 C 0.37726(10) 1.24845(12) 1.17471(15) 0.0323(5) Uani 1 1 d . . .
O1W O 0.17685(10) 0.89481(14) 0.03284(16) 0.0501(5) Uani 1 1 d . . .
H1W H 0.1915(16) 0.8824(19) 0.088(3) 0.071(12) Uiso 1 1 d . . .
H2W H 0.1880(17) 0.933(2) 0.038(3) 0.080(14) Uiso 1 1 d . . .
C331 C 0.26524(9) 1.13081(10) 0.83509(15) 0.0258(4) Uani 1 1 d . . .
O1 O 0.26279(6) 0.89951(7) 0.73466(10) 0.0271(3) Uani 1 1 d . . .
O2 O 0.23086(8) 0.95524(8) 0.58948(11) 0.0348(4) Uani 1 1 d . . .
S2 S 0.42610(3) 0.68068(4) 1.24169(4) 0.04614(16) Uani 1 1 d . . .
S1 S 0.32156(3) 0.77808(3) 1.19379(4) 0.03677(14) Uani 1 1 d . . .
C6 C 0.34700(11) 0.68940(12) 1.18985(16) 0.0390(5) Uani 1 1 d . . .
H6A H 0.3381 0.6563 1.2264 0.047 Uiso 1 1 calc R . .
H6B H 0.3229 0.6735 1.1191 0.047 Uiso 1 1 calc R . .
C7 C 0.46383(11) 0.68802(13) 1.37269(16) 0.0368(5) Uani 1 1 d . . .
C8 C 0.43717(12) 0.70505(14) 1.42108(17) 0.0422(6) Uani 1 1 d . . .
H8 H 0.3952 0.7143 1.3835 0.051 Uiso 1 1 calc R . .
C9 C 0.47350(13) 0.70814(15) 1.52564(18) 0.0472(6) Uani 1 1 d . . .
H9 H 0.4551 0.7198 1.5579 0.057 Uiso 1 1 calc R . .
C10 C 0.55831(13) 0.67824(17) 1.53651(19) 0.0528(7) Uani 1 1 d . . .
H10 H 0.6003 0.6687 1.5763 0.063 Uiso 1 1 calc R . .
C11 C 0.52601(12) 0.67368(16) 1.43307(19) 0.0497(7) Uani 1 1 d . . .
H11 H 0.5457 0.6610 1.4033 0.060 Uiso 1 1 calc R . .
N9 N 0.53302(10) 0.69551(12) 1.58319(14) 0.0465(5) Uani 1 1 d . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu 0.02715(13) 0.01631(11) 0.01992(12) -0.00247(9) 0.01350(10) -0.00127(9)
S11 0.0259(3) 0.0870(5) 0.0279(3) 0.0014(3) 0.0142(2) 0.0051(3)
S21 0.0353(4) 0.1282(8) 0.0753(6) -0.0392(6) 0.0368(4) -0.0239(4)
N1 0.0269(9) 0.0245(8) 0.0216(8) 0.0018(6) 0.0112(7) 0.0014(7)
C1 0.0298(10) 0.0229(10) 0.0221(9) -0.0005(7) 0.0114(8) 0.0020(8)
C2 0.0332(11) 0.0304(11) 0.0198(9) -0.0018(8) 0.0130(9) 0.0012(9)
C3 0.0267(10) 0.0284(10) 0.0187(9) 0.0041(7) 0.0092(8) 0.0020(8)
C4 0.0409(12) 0.0223(10) 0.0255(10) 0.0028(8) 0.0168(9) 0.0056(9)
C5 0.0380(12) 0.0269(10) 0.0231(10) 0.0012(8) 0.0168(9) 0.0046(9)
N12 0.0273(8) 0.0211(8) 0.0235(8) -0.0010(6) 0.0139(7) -0.0015(7)
C13 0.0279(10) 0.0295(11) 0.0227(10) -0.0014(8) 0.0127(9) -0.0004(8)
C14 0.0313(11) 0.0347(11) 0.0253(10) -0.0010(8) 0.0174(9) -0.0003(9)
C15 0.0268(11) 0.0415(12) 0.0278(11) 0.0023(9) 0.0151(9) 0.0002(9)
C16 0.0288(11) 0.0664(17) 0.0204(10) -0.0001(10) 0.0121(9) 0.0009(11)
C17 0.0324(11) 0.0442(13) 0.0236(10) 0.0001(9) 0.0172(9) 0.0013(10)
C18 0.0346(17) 0.0351(17) 0.050(2) 0.000 0.0281(16) 0.000
N21 0.0302(9) 0.0262(9) 0.0235(8) -0.0011(6) 0.0160(7) 0.0008(7)
C23 0.0256(11) 0.0681(18) 0.0356(12) -0.0092(12) 0.0162(10) -0.0036(11)
C24 0.0374(13) 0.0629(18) 0.0574(16) -0.0247(14) 0.0297(13) -0.0017(12)
C22 0.0360(13) 0.0455(14) 0.0517(15) -0.0132(12) 0.0256(12) -0.0094(11)
C21 0.0367(12) 0.0356(12) 0.0466(13) -0.0149(10) 0.0276(11) -0.0078(10)
C25 0.0361(12) 0.0355(12) 0.0466(14) -0.0128(10) 0.0228(11) -0.0012(10)
C26 0.092(4) 0.046(2) 0.177(6) 0.000 0.113(4) 0.000
O3 0.0312(7) 0.0177(6) 0.0287(7) -0.0038(5) 0.0171(6) -0.0003(6)
O4 0.0738(12) 0.0279(8) 0.0232(8) -0.0045(6) 0.0239(8) -0.0092(8)
O5 0.0671(12) 0.0314(9) 0.0187(7) -0.0031(6) 0.0113(8) -0.0117(8)
O6 0.0903(15) 0.0326(9) 0.0265(8) 0.0083(7) 0.0139(9) -0.0030(9)
C31 0.0289(10) 0.0171(9) 0.0223(9) 0.0011(7) 0.0163(8) -0.0006(7)
C32 0.0278(10) 0.0212(9) 0.0185(9) 0.0002(7) 0.0138(8) -0.0006(7)
C33 0.0296(10) 0.0178(9) 0.0235(9) -0.0026(7) 0.0170(8) -0.0022(7)
C34 0.0315(10) 0.0174(9) 0.0243(9) 0.0024(7) 0.0147(9) 0.0000(8)
C35 0.0303(10) 0.0219(9) 0.0187(9) 0.0010(7) 0.0128(8) -0.0017(8)
C36 0.0324(10) 0.0195(9) 0.0221(9) -0.0014(7) 0.0163(9) -0.0022(8)
C311 0.0302(10) 0.0198(9) 0.0248(9) -0.0025(7) 0.0173(9) 0.0002(8)
C351 0.0399(12) 0.0283(11) 0.0222(10) 0.0017(8) 0.0147(9) -0.0038(9)
O1W 0.0546(12) 0.0552(13) 0.0346(11) -0.0024(9) 0.0230(9) -0.0064(10)
C331 0.0355(11) 0.0192(9) 0.0283(10) -0.0022(8) 0.0218(9) -0.0033(8)
O1 0.0367(8) 0.0204(7) 0.0215(7) -0.0045(5) 0.0156(6) -0.0021(6)
O2 0.0555(10) 0.0193(7) 0.0334(8) 0.0000(6) 0.0282(8) -0.0024(7)
S2 0.0550(4) 0.0564(4) 0.0222(3) 0.0050(3) 0.0200(3) 0.0144(3)
S1 0.0491(3) 0.0343(3) 0.0282(3) 0.0074(2) 0.0235(3) 0.0030(3)
C6 0.0505(14) 0.0273(11) 0.0255(11) 0.0038(9) 0.0146(10) -0.0034(10)
C7 0.0451(13) 0.0379(12) 0.0221(10) 0.0033(9) 0.0168(10) 0.0035(10)
C8 0.0445(14) 0.0515(15) 0.0256(11) 0.0064(10) 0.0177(11) 0.0086(11)
C9 0.0608(17) 0.0529(16) 0.0287(12) 0.0029(11) 0.0268(12) 0.0082(13)
C10 0.0417(14) 0.0694(19) 0.0321(13) 0.0025(12) 0.0132(12) -0.0008(13)
C11 0.0489(15) 0.0668(18) 0.0354(13) 0.0054(12) 0.0259(12) 0.0065(13)
N9 0.0514(13) 0.0515(13) 0.0225(9) -0.0014(9) 0.0138(9) -0.0023(10)
_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
Cu O3 1.9267(13) . ?
Cu O1 1.9321(13) . ?
Cu N12 2.0620(17) . ?
Cu N21 2.0784(18) . ?
Cu N1 2.2859(16) . ?
S11 C15 1.751(2) . ?
S11 C18 1.7980(19) . ?
S21 C23 1.777(2) . ?
S21 C26 1.804(3) . ?
N1 C5 1.335(3) . ?
N1 C1 1.341(2) . ?
C1 C2 1.376(3) . ?
C2 C3 1.394(3) . ?
C3 C4 1.391(3) . ?
C3 S1 1.756(2) . ?
C4 C5 1.384(3) . ?
N12 C17 1.339(3) . ?
N12 C13 1.342(3) . ?
C13 C14 1.371(3) . ?
C14 C15 1.388(3) . ?
C15 C16 1.387(3) . ?
C16 C17 1.373(3) . ?
C18 S11 1.7980(19) 2_556 ?
N21 C25 1.336(3) . ?
N21 C21 1.341(3) . ?
C23 C22 1.375(3) . ?
C23 C24 1.375(4) . ?
C24 C25 1.381(3) . ?
C22 C21 1.375(3) . ?
C26 S21 1.804(3) 2_656 ?
O3 C331 1.284(2) . ?
O4 C331 1.232(2) . ?
O5 C351 1.308(3) . ?
O6 C351 1.202(3) . ?
C31 C32 1.390(3) . ?
C31 C36 1.391(3) . ?
C31 C311 1.504(3) 4_556 ?
C32 C33 1.388(3) . ?
C33 C34 1.388(3) . ?
C33 C331 1.505(3) . ?
C34 C35 1.393(3) . ?
C35 C36 1.394(3) . ?
C35 C351 1.496(3) . ?
C311 O2 1.236(2) . ?
C311 O1 1.283(2) . ?
C311 C31 1.504(3) 4_546 ?
S2 C7 1.750(2) . ?
S2 C6 1.796(3) . ?
S1 C6 1.799(2) . ?
C7 C8 1.387(3) . ?
C7 C11 1.393(4) . ?
C8 C9 1.382(3) . ?
C9 N9 1.330(3) . ?
C10 N9 1.331(3) . ?
C10 C11 1.373(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
O3 Cu O1 175.80(6) . . ?
O3 Cu N12 86.87(6) . . ?
O1 Cu N12 89.98(6) . . ?
O3 Cu N21 89.73(6) . . ?
O1 Cu N21 92.74(6) . . ?
N12 Cu N21 167.09(7) . . ?
O3 Cu N1 92.45(6) . . ?
O1 Cu N1 90.56(6) . . ?
N12 Cu N1 94.43(6) . . ?
N21 Cu N1 98.16(6) . . ?
C15 S11 C18 102.16(8) . . ?
C23 S21 C26 98.63(10) . . ?
C5 N1 C1 116.66(17) . . ?
C5 N1 Cu 121.77(13) . . ?
C1 N1 Cu 120.25(13) . . ?
N1 C1 C2 123.51(19) . . ?
C1 C2 C3 119.32(19) . . ?
C4 C3 C2 117.71(19) . . ?
C4 C3 S1 126.02(16) . . ?
C2 C3 S1 116.15(16) . . ?
C5 C4 C3 118.53(19) . . ?
N1 C5 C4 124.16(19) . . ?
C17 N12 C13 116.68(18) . . ?
C17 N12 Cu 122.62(14) . . ?
C13 N12 Cu 120.32(14) . . ?
N12 C13 C14 123.71(19) . . ?
C13 C14 C15 119.32(19) . . ?
C16 C15 C14 117.2(2) . . ?
C16 C15 S11 118.03(17) . . ?
C14 C15 S11 124.75(17) . . ?
C17 C16 C15 119.8(2) . . ?
N12 C17 C16 123.2(2) . . ?
S11 C18 S11 116.24(19) . 2_556 ?
C25 N21 C21 116.5(2) . . ?
C25 N21 Cu 121.96(15) . . ?
C21 N21 Cu 121.35(14) . . ?
C22 C23 C24 118.0(2) . . ?
C22 C23 S21 119.9(2) . . ?
C24 C23 S21 122.1(2) . . ?
C23 C24 C25 119.1(2) . . ?
C23 C22 C21 119.4(2) . . ?
N21 C21 C22 123.3(2) . . ?
N21 C25 C24 123.5(2) . . ?
S21 C26 S21 116.3(3) 2_656 . ?
C331 O3 Cu 118.37(12) . . ?
C32 C31 C36 119.47(17) . . ?
C32 C31 C311 121.01(16) . 4_556 ?
C36 C31 C311 119.49(17) . 4_556 ?
C33 C32 C31 120.76(17) . . ?
C32 C33 C34 119.62(17) . . ?
C32 C33 C331 120.13(17) . . ?
C34 C33 C331 120.22(17) . . ?
C33 C34 C35 120.18(18) . . ?
C34 C35 C36 119.81(17) . . ?
C34 C35 C351 118.59(18) . . ?
C36 C35 C351 121.59(18) . . ?
C31 C36 C35 120.15(17) . . ?
O2 C311 O1 125.50(18) . . ?
O2 C311 C31 120.64(17) . 4_546 ?
O1 C311 C31 113.82(16) . 4_546 ?
O6 C351 O5 123.9(2) . . ?
O6 C351 C35 122.9(2) . . ?
O5 C351 C35 113.20(18) . . ?
O4 C331 O3 125.34(18) . . ?
O4 C331 C33 120.43(18) . . ?
O3 C331 C33 114.18(17) . . ?
C311 O1 Cu 123.95(12) . . ?
C7 S2 C6 104.33(11) . . ?
C3 S1 C6 104.01(11) . . ?
S2 C6 S1 116.38(13) . . ?
C8 C7 C11 117.6(2) . . ?
C8 C7 S2 125.92(19) . . ?
C11 C7 S2 116.42(18) . . ?
C9 C8 C7 118.7(2) . . ?
N9 C9 C8 123.7(2) . . ?
N9 C10 C11 123.1(3) . . ?
C10 C11 C7 119.4(2) . . ?
C9 N9 C10 117.5(2) . . ?
_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full 28.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max 0.520
_refine_diff_density_min -0.623
_refine_diff_density_rms 0.062
_vrf_PLAT027_1
;
PROBLEM: _diffrn_reflns_theta_full (too) Low ............ 25.00 Deg.
RESPONSE: There is a missing cusp of data due to data collection by rotation
around the spindle axis only.
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_vrf_PLAT029_1
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PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.938
RESPONSE: There is a missing cusp of data due to data collection by rotation
around the spindle axis only.
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