# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2012
data_publication_text
#TrackingRef '- crystallographic data.txt'
_publ_contact_author_name 'Guang Hua Cui'
_publ_contact_author_address
;
College of Chemical Engineering
Hebei United University
Tangshan 063009
People's Republic of China
;
_publ_contact_author_phone '+86 0315-2592169'
_publ_contact_author_fax '+86 0315-2592170'
_publ_contact_author_email tscghua@126.com
loop_
_publ_author_address
;
College of Chemical Engineering
Hebei United University
Tangshan 063009
People's Republic of China
;
_publ_author_name 'Guanghua Cui'
data_Cd
_database_code_depnum_ccdc_archive 'CCDC 859630'
#TrackingRef '- crystallographic data.txt'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C32 H26 Cd5 N6 O22'
_chemical_formula_weight 1408.59
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'
Cd Cd -0.8075 1.2024 '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'
_symmetry_space_group_name_Hall '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 7.4527(4)
_cell_length_b 11.7415(6)
_cell_length_c 12.1560(6)
_cell_angle_alpha 90.2620(10)
_cell_angle_beta 103.3540(10)
_cell_angle_gamma 103.3080(10)
_cell_volume 1005.29(9)
_cell_formula_units_Z 1
_cell_measurement_temperature 296(2)
_cell_measurement_reflns_used ?
_cell_measurement_theta_min ?
_cell_measurement_theta_max ?
_exptl_crystal_description block
_exptl_crystal_colour yellow
_exptl_crystal_size_max 0.28
_exptl_crystal_size_mid 0.27
_exptl_crystal_size_min 0.25
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 2.327
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 676
_exptl_absorpt_coefficient_mu 2.697
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_correction_T_min 0.479
_exptl_absorpt_correction_T_max 0.580
_exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)'
_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 'Bruker SMART CCD area-detector'
_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 7679
_diffrn_reflns_av_R_equivalents 0.0163
_diffrn_reflns_av_sigmaI/netI 0.0230
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_k_min -13
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_limit_l_max 14
_diffrn_reflns_theta_min 2.41
_diffrn_reflns_theta_max 25.01
_reflns_number_total 3517
_reflns_number_gt 3304
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'SMART (Bruker, 1998)'
_computing_cell_refinement 'SAINT (Bruker, 1999)'
_computing_data_reduction SAINT
_computing_structure_solution 'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics 'SHELXTL (Bruker, 1999)'
_computing_publication_material SHELXTL
_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^)+(0.0289P)^2^+1.1107P] 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 constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 3517
_refine_ls_number_parameters 295
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0222
_refine_ls_R_factor_gt 0.0203
_refine_ls_wR_factor_ref 0.0547
_refine_ls_wR_factor_gt 0.0537
_refine_ls_goodness_of_fit_ref 1.053
_refine_ls_restrained_S_all 1.053
_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
O10 O 1.0435(3) 0.69704(19) 0.5247(2) 0.0259(5) Uani 1 1 d . . .
C16 C 1.1075(4) 0.7807(3) 0.4707(3) 0.0194(7) Uani 1 1 d . . .
O9 O 1.2226(4) 0.7824(2) 0.4098(2) 0.0377(7) Uani 1 1 d . . .
O3 O -0.2908(4) 0.6847(2) 0.8443(2) 0.0314(6) Uani 1 1 d . . .
Cd1 Cd 0.0000 0.5000 0.5000 0.01421(8) Uani 1 2 d S . .
Cd2 Cd 0.45024(3) 0.657897(19) 0.670697(18) 0.01582(7) Uani 1 1 d . . .
Cd3 Cd -0.33112(3) 0.363727(19) 0.646959(19) 0.01662(7) Uani 1 1 d . . .
C7 C 0.0968(4) 0.5232(3) 0.7814(3) 0.0179(7) Uani 1 1 d . . .
C12 C 0.7162(4) 0.7838(3) 0.5062(3) 0.0199(7) Uani 1 1 d . . .
O2 O -0.0142(3) 0.4768(2) 0.69123(19) 0.0284(6) Uani 1 1 d . . .
O6 O 0.3120(3) 0.54112(18) 0.51673(17) 0.0159(4) Uani 1 1 d . . .
N1 N 0.2807(5) 0.9696(3) 0.7801(3) 0.0357(8) Uani 1 1 d . . .
O4 O -0.3612(3) 0.5239(2) 0.73685(19) 0.0268(5) Uani 1 1 d . . .
O5 O -0.3396(4) 0.2644(2) 0.8080(2) 0.0353(6) Uani 1 1 d . . .
O1 O 0.2613(3) 0.5827(2) 0.7894(2) 0.0340(6) Uani 1 1 d . . .
C13 C 0.8684(4) 0.8936(3) 0.5019(3) 0.0156(6) Uani 1 1 d . . .
O7 O 0.6719(4) 0.7741(2) 0.5987(2) 0.0404(7) Uani 1 1 d . . .
N3 N 0.3945(4) 0.8299(3) 0.7286(3) 0.0285(7) Uani 1 1 d . . .
C9 C 0.0366(4) 0.5083(3) 0.8920(3) 0.0158(6) Uani 1 1 d . . .
N2 N 0.4688(6) 1.0177(3) 0.7914(4) 0.0521(10) Uani 1 1 d . . .
C2 C 0.2404(5) 0.8588(3) 0.7424(3) 0.0315(8) Uani 1 1 d . . .
H2 H 0.1203 0.8084 0.7278 0.038 Uiso 1 1 calc R . .
C1 C 0.5285(6) 0.9306(4) 0.7593(4) 0.0457(11) Uani 1 1 d . . .
H1 H 0.6546 0.9371 0.7576 0.055 Uiso 1 1 calc R . .
C10 C -0.1231(4) 0.5411(3) 0.9119(3) 0.0163(6) Uani 1 1 d . . .
C8 C 0.1558(4) 0.4674(3) 0.9804(3) 0.0189(7) Uani 1 1 d . . .
H8 H 0.2609 0.4449 0.9667 0.023 Uiso 1 1 calc R . .
C11 C -0.2643(4) 0.5878(3) 0.8248(3) 0.0176(7) Uani 1 1 d . . .
C14 C 0.8243(4) 1.0001(3) 0.5177(3) 0.0175(6) Uani 1 1 d . . .
H14 H 0.7053 1.0004 0.5293 0.021 Uiso 1 1 calc R . .
C15 C 1.0470(4) 0.8935(3) 0.4834(3) 0.0159(6) Uani 1 1 d . . .
C4 C 0.0803(6) 1.0184(4) 0.9056(3) 0.0361(9) Uani 1 1 d . . .
O1W O 0.5253(5) 0.2835(4) -0.0001(3) 0.0722(11) Uani 1 1 d . . .
C6 C -0.0229(7) 1.0920(4) 0.9343(4) 0.0448(11) Uani 1 1 d . . .
H6 H -0.0408 1.1548 0.8902 0.054 Uiso 1 1 calc R . .
C5 C 0.1006(7) 0.9253(4) 0.9727(4) 0.0497(12) Uani 1 1 d . . .
H5 H 0.1681 0.8732 0.9548 0.060 Uiso 1 1 calc R . .
C3 C 0.1536(7) 1.0419(4) 0.8005(4) 0.0527(13) Uani 1 1 d . . .
H3A H 0.0458 1.0300 0.7357 0.063 Uiso 1 1 calc R . .
H3B H 0.2207 1.1237 0.8051 0.063 Uiso 1 1 calc R . .
O8 O -0.6455(3) 0.2830(2) 0.5807(2) 0.0296(6) Uani 1 1 d . . .
H5WA H -0.3825 0.1905 0.8047 0.044 Uiso 1 1 d R . .
H5WB H -0.3688 0.2836 0.8678 0.044 Uiso 1 1 d R . .
H6A H 0.3296 0.4727 0.5277 0.044 Uiso 1 1 d R . .
H1WA H 0.4262 0.2463 0.0191 0.044 Uiso 1 1 d R . .
H1WB H 0.5730 0.3239 0.0623 0.044 Uiso 1 1 d R . .
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
O10 0.0363(14) 0.0117(11) 0.0337(14) 0.0045(10) 0.0154(11) 0.0066(10)
C16 0.0204(16) 0.0158(16) 0.0230(17) -0.0018(13) 0.0044(14) 0.0070(13)
O9 0.0438(16) 0.0207(13) 0.0630(19) 0.0047(12) 0.0373(15) 0.0118(12)
O3 0.0401(15) 0.0249(14) 0.0274(13) -0.0030(11) -0.0030(11) 0.0152(11)
Cd1 0.01380(16) 0.01261(16) 0.01587(16) 0.00110(12) 0.00514(12) 0.00081(12)
Cd2 0.01636(12) 0.01653(13) 0.01430(12) 0.00146(9) 0.00504(9) 0.00198(9)
Cd3 0.01658(13) 0.01616(13) 0.01779(13) 0.00023(9) 0.00637(9) 0.00294(9)
C7 0.0208(17) 0.0211(17) 0.0136(16) 0.0041(13) 0.0049(13) 0.0077(14)
C12 0.0143(15) 0.0152(16) 0.0320(19) 0.0008(14) 0.0110(14) 0.0017(13)
O2 0.0199(12) 0.0465(16) 0.0136(12) -0.0019(11) 0.0047(10) -0.0032(11)
O6 0.0162(11) 0.0146(11) 0.0165(11) 0.0013(8) 0.0033(9) 0.0033(9)
N1 0.047(2) 0.0371(19) 0.0321(18) 0.0027(14) 0.0146(15) 0.0224(16)
O4 0.0308(13) 0.0274(13) 0.0206(12) -0.0068(10) -0.0057(10) 0.0157(11)
O5 0.0562(17) 0.0239(13) 0.0296(14) 0.0055(11) 0.0191(13) 0.0080(12)
O1 0.0232(13) 0.0520(17) 0.0186(12) -0.0004(11) 0.0095(10) -0.0121(12)
C13 0.0175(15) 0.0141(15) 0.0157(15) 0.0029(12) 0.0064(12) 0.0024(12)
O7 0.0494(17) 0.0295(15) 0.0401(16) -0.0023(12) 0.0294(14) -0.0134(12)
N3 0.0301(16) 0.0244(16) 0.0332(17) -0.0006(13) 0.0107(13) 0.0075(13)
C9 0.0155(15) 0.0169(16) 0.0134(15) 0.0019(12) 0.0044(12) -0.0006(12)
N2 0.054(2) 0.033(2) 0.072(3) -0.0146(19) 0.023(2) 0.0070(17)
C2 0.032(2) 0.037(2) 0.0273(19) 0.0020(16) 0.0088(16) 0.0105(17)
C1 0.034(2) 0.034(2) 0.071(3) -0.014(2) 0.019(2) 0.0055(18)
C10 0.0152(15) 0.0170(16) 0.0144(15) 0.0002(12) 0.0032(12) 0.0000(12)
C8 0.0154(15) 0.0234(17) 0.0194(16) -0.0003(13) 0.0072(13) 0.0049(13)
C11 0.0165(15) 0.0200(17) 0.0176(16) 0.0029(13) 0.0074(13) 0.0034(13)
C14 0.0143(15) 0.0198(16) 0.0205(16) 0.0025(13) 0.0085(12) 0.0036(13)
C15 0.0187(15) 0.0138(15) 0.0175(16) 0.0022(12) 0.0073(12) 0.0055(12)
C4 0.040(2) 0.043(2) 0.030(2) -0.0055(17) 0.0038(17) 0.0233(19)
O1W 0.069(2) 0.095(3) 0.044(2) -0.0265(19) 0.0304(18) -0.016(2)
C6 0.062(3) 0.049(3) 0.039(2) 0.011(2) 0.019(2) 0.037(2)
C5 0.069(3) 0.058(3) 0.044(3) 0.008(2) 0.023(2) 0.049(3)
C3 0.075(3) 0.062(3) 0.045(3) 0.011(2) 0.028(2) 0.050(3)
O8 0.0196(12) 0.0269(13) 0.0380(15) -0.0101(11) 0.0082(11) -0.0045(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
O10 C16 1.248(4) . ?
O10 Cd1 2.270(2) 1_655 ?
C16 O9 1.253(4) . ?
C16 C15 1.513(4) . ?
O9 Cd3 2.227(2) 2_666 ?
O3 C11 1.229(4) . ?
O3 Cd2 2.472(2) 1_455 ?
Cd1 O6 2.224(2) 2_566 ?
Cd1 O6 2.224(2) . ?
Cd1 O10 2.270(2) 2_666 ?
Cd1 O10 2.270(2) 1_455 ?
Cd1 O2 2.365(2) 2_566 ?
Cd1 O2 2.365(2) . ?
Cd1 Cd3 3.4765(2) . ?
Cd1 Cd3 3.4765(2) 2_566 ?
Cd2 O6 2.209(2) . ?
Cd2 O7 2.235(2) . ?
Cd2 O1 2.286(2) . ?
Cd2 N3 2.293(3) . ?
Cd2 O4 2.367(2) 1_655 ?
Cd2 O3 2.472(2) 1_655 ?
Cd3 O9 2.227(2) 2_666 ?
Cd3 O4 2.251(2) . ?
Cd3 O8 2.266(2) . ?
Cd3 O5 2.289(2) . ?
Cd3 O6 2.303(2) 2_566 ?
Cd3 O2 2.365(2) . ?
C7 O2 1.245(4) . ?
C7 O1 1.245(4) . ?
C7 C9 1.512(4) . ?
C12 O7 1.242(4) . ?
C12 O8 1.246(4) 2_566 ?
C12 C13 1.519(4) . ?
O6 Cd3 2.303(2) 2_566 ?
O6 H6A 0.8500 . ?
N1 C2 1.321(5) . ?
N1 N2 1.360(5) . ?
N1 C3 1.468(5) . ?
O4 C11 1.271(4) . ?
O4 Cd2 2.368(2) 1_455 ?
O5 H5WA 0.8500 . ?
O5 H5WB 0.8500 . ?
C13 C14 1.388(4) . ?
C13 C15 1.400(4) . ?
N3 C2 1.315(5) . ?
N3 C1 1.347(5) . ?
C9 C8 1.391(4) . ?
C9 C10 1.402(4) . ?
N2 C1 1.297(5) . ?
C2 H2 0.9300 . ?
C1 H1 0.9300 . ?
C10 C8 1.387(4) 2_567 ?
C10 C11 1.512(4) . ?
C8 C10 1.387(4) 2_567 ?
C8 H8 0.9300 . ?
C14 C15 1.391(4) 2_776 ?
C14 H14 0.9300 . ?
C15 C14 1.391(4) 2_776 ?
C4 C6 1.374(5) . ?
C4 C5 1.383(6) . ?
C4 C3 1.504(6) . ?
O1W H1WA 0.8499 . ?
O1W H1WB 0.8500 . ?
C6 C5 1.379(6) 2_577 ?
C6 H6 0.9300 . ?
C5 C6 1.379(6) 2_577 ?
C5 H5 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
O8 C12 1.246(4) 2_566 ?
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
C16 O10 Cd1 132.8(2) . 1_655 ?
O10 C16 O9 126.7(3) . . ?
O10 C16 C15 117.1(3) . . ?
O9 C16 C15 116.2(3) . . ?
C16 O9 Cd3 129.5(2) . 2_666 ?
C11 O3 Cd2 90.65(19) . 1_455 ?
O6 Cd1 O6 180.00(2) 2_566 . ?
O6 Cd1 O10 84.57(8) 2_566 2_666 ?
O6 Cd1 O10 95.43(8) . 2_666 ?
O6 Cd1 O10 95.43(8) 2_566 1_455 ?
O6 Cd1 O10 84.57(8) . 1_455 ?
O10 Cd1 O10 180.0 2_666 1_455 ?
O6 Cd1 O2 100.91(8) 2_566 2_566 ?
O6 Cd1 O2 79.10(8) . 2_566 ?
O10 Cd1 O2 90.88(9) 2_666 2_566 ?
O10 Cd1 O2 89.12(9) 1_455 2_566 ?
O6 Cd1 O2 79.09(8) 2_566 . ?
O6 Cd1 O2 100.90(8) . . ?
O10 Cd1 O2 89.12(9) 2_666 . ?
O10 Cd1 O2 90.88(9) 1_455 . ?
O2 Cd1 O2 179.999(1) 2_566 . ?
O6 Cd1 Cd3 40.68(5) 2_566 . ?
O6 Cd1 Cd3 139.32(5) . . ?
O10 Cd1 Cd3 71.44(6) 2_666 . ?
O10 Cd1 Cd3 108.56(6) 1_455 . ?
O2 Cd1 Cd3 137.30(6) 2_566 . ?
O2 Cd1 Cd3 42.70(6) . . ?
O6 Cd1 Cd3 139.32(5) 2_566 2_566 ?
O6 Cd1 Cd3 40.68(5) . 2_566 ?
O10 Cd1 Cd3 108.56(6) 2_666 2_566 ?
O10 Cd1 Cd3 71.44(6) 1_455 2_566 ?
O2 Cd1 Cd3 42.70(6) 2_566 2_566 ?
O2 Cd1 Cd3 137.30(6) . 2_566 ?
Cd3 Cd1 Cd3 180.0 . 2_566 ?
O6 Cd2 O7 96.73(9) . . ?
O6 Cd2 O1 100.94(8) . . ?
O7 Cd2 O1 162.15(9) . . ?
O6 Cd2 N3 130.68(9) . . ?
O7 Cd2 N3 84.76(10) . . ?
O1 Cd2 N3 81.83(10) . . ?
O6 Cd2 O4 89.28(7) . 1_655 ?
O7 Cd2 O4 94.42(10) . 1_655 ?
O1 Cd2 O4 88.37(10) . 1_655 ?
N3 Cd2 O4 139.93(10) . 1_655 ?
O6 Cd2 O3 142.52(7) . 1_655 ?
O7 Cd2 O3 83.59(10) . 1_655 ?
O1 Cd2 O3 83.95(9) . 1_655 ?
N3 Cd2 O3 86.77(9) . 1_655 ?
O4 Cd2 O3 53.49(8) 1_655 1_655 ?
O9 Cd3 O4 164.24(10) 2_666 . ?
O9 Cd3 O8 97.90(10) 2_666 . ?
O4 Cd3 O8 96.87(8) . . ?
O9 Cd3 O5 85.17(10) 2_666 . ?
O4 Cd3 O5 89.63(9) . . ?
O8 Cd3 O5 89.06(10) . . ?
O9 Cd3 O6 92.22(9) 2_666 2_566 ?
O4 Cd3 O6 92.62(8) . 2_566 ?
O8 Cd3 O6 92.32(8) . 2_566 ?
O5 Cd3 O6 177.20(8) . 2_566 ?
O9 Cd3 O2 87.47(9) 2_666 . ?
O4 Cd3 O2 78.95(9) . . ?
O8 Cd3 O2 168.75(9) . . ?
O5 Cd3 O2 101.28(9) . . ?
O6 Cd3 O2 77.55(8) 2_566 . ?
O9 Cd3 Cd1 75.97(7) 2_666 . ?
O4 Cd3 Cd1 98.75(7) . . ?
O8 Cd3 Cd1 129.09(7) . . ?
O5 Cd3 Cd1 138.91(7) . . ?
O6 Cd3 Cd1 39.00(5) 2_566 . ?
O2 Cd3 Cd1 42.70(5) . . ?
O2 C7 O1 124.7(3) . . ?
O2 C7 C9 120.3(3) . . ?
O1 C7 C9 114.9(3) . . ?
O7 C12 O8 127.3(3) . 2_566 ?
O7 C12 C13 113.7(3) . . ?
O8 C12 C13 118.9(3) 2_566 . ?
C7 O2 Cd3 133.0(2) . . ?
C7 O2 Cd1 131.6(2) . . ?
Cd3 O2 Cd1 94.60(8) . . ?
Cd2 O6 Cd1 108.16(9) . . ?
Cd2 O6 Cd3 112.42(9) . 2_566 ?
Cd1 O6 Cd3 100.32(8) . 2_566 ?
Cd2 O6 H6A 110.3 . . ?
Cd1 O6 H6A 98.6 . . ?
Cd3 O6 H6A 124.3 2_566 . ?
C2 N1 N2 109.5(3) . . ?
C2 N1 C3 129.7(4) . . ?
N2 N1 C3 120.6(4) . . ?
C11 O4 Cd3 134.5(2) . . ?
C11 O4 Cd2 94.49(18) . 1_455 ?
Cd3 O4 Cd2 129.59(10) . 1_455 ?
Cd3 O5 H5WA 121.2 . . ?
Cd3 O5 H5WB 129.3 . . ?
H5WA O5 H5WB 100.1 . . ?
C7 O1 Cd2 137.8(2) . . ?
C14 C13 C15 118.9(3) . . ?
C14 C13 C12 116.6(3) . . ?
C15 C13 C12 124.4(3) . . ?
C12 O7 Cd2 137.3(2) . . ?
C2 N3 C1 102.7(3) . . ?
C2 N3 Cd2 132.7(3) . . ?
C1 N3 Cd2 124.5(2) . . ?
C8 C9 C10 119.1(3) . . ?
C8 C9 C7 117.0(3) . . ?
C10 C9 C7 123.8(3) . . ?
C1 N2 N1 102.4(3) . . ?
N3 C2 N1 110.3(3) . . ?
N3 C2 H2 124.9 . . ?
N1 C2 H2 124.9 . . ?
N2 C1 N3 115.1(4) . . ?
N2 C1 H1 122.5 . . ?
N3 C1 H1 122.5 . . ?
C8 C10 C9 118.7(3) 2_567 . ?
C8 C10 C11 116.1(3) 2_567 . ?
C9 C10 C11 125.1(3) . . ?
C10 C8 C9 122.1(3) 2_567 . ?
C10 C8 H8 118.9 2_567 . ?
C9 C8 H8 118.9 . . ?
O3 C11 O4 121.4(3) . . ?
O3 C11 C10 118.8(3) . . ?
O4 C11 C10 119.7(3) . . ?
C13 C14 C15 121.8(3) . 2_776 ?
C13 C14 H14 119.1 . . ?
C15 C14 H14 119.1 2_776 . ?
C14 C15 C13 119.3(3) 2_776 . ?
C14 C15 C16 119.0(3) 2_776 . ?
C13 C15 C16 121.7(3) . . ?
C6 C4 C5 117.2(4) . . ?
C6 C4 C3 117.5(4) . . ?
C5 C4 C3 125.2(3) . . ?
H1WA O1W H1WB 95.1 . . ?
C4 C6 C5 121.4(4) . 2_577 ?
C4 C6 H6 119.3 . . ?
C5 C6 H6 119.3 2_577 . ?
C6 C5 C4 121.4(4) 2_577 . ?
C6 C5 H5 119.3 2_577 . ?
C4 C5 H5 119.3 . . ?
N1 C3 C4 115.6(3) . . ?
N1 C3 H3A 108.4 . . ?
C4 C3 H3A 108.4 . . ?
N1 C3 H3B 108.4 . . ?
C4 C3 H3B 108.4 . . ?
H3A C3 H3B 107.4 . . ?
C12 O8 Cd3 124.9(2) 2_566 . ?
_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full 25.01
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max 0.983
_refine_diff_density_min -0.584
_refine_diff_density_rms 0.093
data_Cu
_database_code_depnum_ccdc_archive 'CCDC 859631'
#TrackingRef '- crystallographic data.txt'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C28 H20 Cu2 N9 O8'
_chemical_formula_sum 'C28 H20 Cu2 N9 O8'
_chemical_formula_weight 737.61
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'
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 'P 21/n'
_symmetry_space_group_name_Hall '-P 2yn '
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
_cell_length_a 15.0607(12)
_cell_length_b 12.1512(10)
_cell_length_c 16.2654(13)
_cell_angle_alpha 90.00
_cell_angle_beta 113.3370(10)
_cell_angle_gamma 90.00
_cell_volume 2733.1(4)
_cell_formula_units_Z 4
_cell_measurement_temperature 293(2)
_cell_measurement_reflns_used ?
_cell_measurement_theta_min ?
_cell_measurement_theta_max ?
_exptl_crystal_description block
_exptl_crystal_colour yellow
_exptl_crystal_size_max 0.29
_exptl_crystal_size_mid 0.27
_exptl_crystal_size_min 0.23
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.793
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1492
_exptl_absorpt_coefficient_mu 1.629
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_correction_T_min 0.6893
_exptl_absorpt_correction_T_max 0.7781
_exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)'
_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 'Bruker SMART CCD area-detector'
_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 24722
_diffrn_reflns_av_R_equivalents 0.0716
_diffrn_reflns_av_sigmaI/netI 0.0710
_diffrn_reflns_limit_h_min -19
_diffrn_reflns_limit_h_max 19
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_limit_l_max 21
_diffrn_reflns_theta_min 2.16
_diffrn_reflns_theta_max 27.51
_reflns_number_total 6240
_reflns_number_gt 4010
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'SMART (Bruker, 1998)'
_computing_cell_refinement 'SAINT (Bruker, 1999)'
_computing_data_reduction SAINT
_computing_structure_solution 'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics 'SHELXTL (Bruker, 1999)'
_computing_publication_material SHELXTL
_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^)+(0.0500P)^2^+0.0000P] 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 constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 6240
_refine_ls_number_parameters 424
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0830
_refine_ls_R_factor_gt 0.0428
_refine_ls_wR_factor_ref 0.1099
_refine_ls_wR_factor_gt 0.0934
_refine_ls_goodness_of_fit_ref 0.983
_refine_ls_restrained_S_all 0.983
_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
C22 C 0.6608(3) -0.1472(4) 0.8740(2) 0.0459(12) Uani 1 1 d . . .
H22A H 0.6140 -0.0877 0.8579 0.055 Uiso 1 1 calc R . .
H22B H 0.6252 -0.2157 0.8575 0.055 Uiso 1 1 calc R . .
C7 C 1.0548(2) 0.3082(3) 0.5647(2) 0.0195(7) Uani 1 1 d . . .
C8 C 1.0299(2) 0.3582(3) 0.4821(2) 0.0216(7) Uani 1 1 d . . .
H8A H 1.0544 0.4277 0.4792 0.026 Uiso 1 1 calc R . .
O4 O 1.14006(17) 0.13770(19) 0.70079(15) 0.0311(6) Uani 1 1 d . . .
C10 C 1.0490(3) 0.1429(3) 0.6581(2) 0.0233(8) Uani 1 1 d . . .
C6 C 1.0186(2) 0.2033(3) 0.5699(2) 0.0195(7) Uani 1 1 d . . .
Cu1 Cu 0.78626(3) -0.02044(3) 0.22106(3) 0.02106(12) Uani 1 1 d . . .
Cu2 Cu 0.62777(3) 0.01382(3) 0.30636(3) 0.02478(13) Uani 1 1 d . . .
O8 O 0.59095(17) 0.12341(18) 0.21082(15) 0.0258(5) Uani 1 1 d . . .
O1 O 0.81439(17) 0.07120(19) 0.32759(15) 0.0271(6) Uani 1 1 d . . .
O5 O 0.64043(16) -0.10216(18) 0.22701(14) 0.0227(5) Uani 1 1 d . . .
O7 O 0.69148(16) 0.08581(18) 0.14199(14) 0.0244(5) Uani 1 1 d . . .
O2 O 0.89902(18) 0.1499(2) 0.25798(16) 0.0311(6) Uani 1 1 d . . .
O6 O 0.48503(18) -0.0987(2) 0.20212(17) 0.0345(6) Uani 1 1 d . . .
N7 N 0.5614(2) 0.1061(2) 0.36633(19) 0.0278(7) Uani 1 1 d . . .
N1 N 0.7719(2) -0.0991(2) 0.11042(18) 0.0245(7) Uani 1 1 d . . .
C3 C 0.8781(2) 0.1395(3) 0.3236(2) 0.0234(8) Uani 1 1 d . . .
C12 C 0.6195(2) 0.1298(2) 0.1468(2) 0.0198(7) Uani 1 1 d . . .
N6 N 0.7001(2) -0.0743(2) 0.41308(19) 0.0273(7) Uani 1 1 d . . .
N5 N 0.7602(2) -0.2199(3) 0.5021(2) 0.0367(8) Uani 1 1 d . . .
N8 N 0.4666(2) 0.2261(2) 0.3894(2) 0.0335(8) Uani 1 1 d . . .
C4 C 0.9338(2) 0.2026(3) 0.4079(2) 0.0202(7) Uani 1 1 d . . .
O3 O 0.9866(2) 0.1053(2) 0.68152(18) 0.0446(7) Uani 1 1 d . . .
C9 C 0.9696(2) 0.3075(3) 0.4038(2) 0.0198(7) Uani 1 1 d . . .
N2 N 0.7147(2) -0.1459(3) -0.02915(19) 0.0324(8) Uani 1 1 d . . .
N3 N 0.7441(2) -0.2423(3) 0.0175(2) 0.0385(8) Uani 1 1 d . . .
C11 C 0.5519(2) -0.1290(3) 0.1814(2) 0.0226(8) Uani 1 1 d . . .
C24 C 0.5416(3) 0.0803(3) 0.4379(3) 0.0387(10) Uani 1 1 d . . .
H24A H 0.5664 0.0180 0.4726 0.046 Uiso 1 1 calc R . .
C14 C 0.7031(3) -0.1859(3) 0.4224(2) 0.0350(9) Uani 1 1 d . . .
H14A H 0.6677 -0.2335 0.3763 0.042 Uiso 1 1 calc R . .
C23 C 0.5118(3) 0.1987(3) 0.3373(2) 0.0291(8) Uani 1 1 d . . .
H23A H 0.5093 0.2384 0.2875 0.035 Uiso 1 1 calc R . .
C5 C 0.9580(2) 0.1528(3) 0.4912(2) 0.0227(7) Uani 1 1 d . . .
H5A H 0.9328 0.0838 0.4941 0.027 Uiso 1 1 calc R . .
N4 N 0.7986(2) -0.1245(3) 0.54570(19) 0.0298(7) Uani 1 1 d . . .
C27 C 0.4485(3) 0.4238(3) 0.5250(3) 0.0459(11) Uani 1 1 d . . .
H27A H 0.4138 0.3721 0.5423 0.055 Uiso 1 1 calc R . .
N9 N 0.4844(3) 0.1502(3) 0.4548(2) 0.0462(9) Uani 1 1 d . . .
C13 C 0.7626(3) -0.0388(3) 0.4932(2) 0.0299(9) Uani 1 1 d . . .
H13A H 0.7780 0.0344 0.5092 0.036 Uiso 1 1 calc R . .
C19 C 0.7217(3) -0.1355(3) 0.8199(2) 0.0327(9) Uani 1 1 d . . .
C26 C 0.4541(3) 0.4142(3) 0.4431(3) 0.0333(9) Uani 1 1 d . . .
C2 C 0.7317(3) -0.0629(3) 0.0266(2) 0.0318(9) Uani 1 1 d . . .
H2A H 0.7176 0.0103 0.0099 0.038 Uiso 1 1 calc R . .
C16 C 0.8173(3) -0.1269(3) 0.7039(2) 0.0295(9) Uani 1 1 d . . .
C15 C 0.8678(3) -0.1254(4) 0.6403(2) 0.0360(10) Uani 1 1 d . . .
H15A H 0.9087 -0.0608 0.6519 0.043 Uiso 1 1 calc R . .
H15B H 0.9089 -0.1898 0.6509 0.043 Uiso 1 1 calc R . .
C1 C 0.7771(3) -0.2087(3) 0.1009(2) 0.0315(9) Uani 1 1 d . . .
H1A H 0.8021 -0.2564 0.1494 0.038 Uiso 1 1 calc R . .
C20 C 0.7021(3) -0.0530(4) 0.7574(3) 0.0420(10) Uani 1 1 d . . .
H20A H 0.6564 0.0004 0.7534 0.050 Uiso 1 1 calc R . .
C18 C 0.7921(3) -0.2115(4) 0.8260(3) 0.0423(10) Uani 1 1 d . . .
H18A H 0.8079 -0.2663 0.8693 0.051 Uiso 1 1 calc R . .
C25 C 0.4027(3) 0.3208(3) 0.3807(3) 0.0436(11) Uani 1 1 d . . .
H25A H 0.3480 0.2973 0.3936 0.052 Uiso 1 1 calc R . .
H25B H 0.3779 0.3472 0.3194 0.052 Uiso 1 1 calc R . .
C17 C 0.8396(3) -0.2075(3) 0.7684(3) 0.0405(10) Uani 1 1 d . . .
H17A H 0.8867 -0.2595 0.7735 0.049 Uiso 1 1 calc R . .
C21 C 0.7502(3) -0.0488(4) 0.7002(3) 0.0430(11) Uani 1 1 d . . .
H21A H 0.7366 0.0080 0.6586 0.052 Uiso 1 1 calc R . .
C28 C 0.5060(3) 0.4903(3) 0.4178(3) 0.0460(11) Uani 1 1 d . . .
H28A H 0.5105 0.4841 0.3626 0.055 Uiso 1 1 calc R . .
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
C22 0.030(2) 0.082(4) 0.021(2) -0.008(2) 0.0054(17) -0.002(2)
C7 0.0172(16) 0.0224(17) 0.0172(17) 0.0009(14) 0.0051(13) 0.0017(14)
C8 0.0264(18) 0.0183(17) 0.0193(17) -0.0019(14) 0.0080(14) -0.0019(14)
O4 0.0295(14) 0.0286(14) 0.0235(14) 0.0090(11) -0.0020(11) 0.0053(11)
C10 0.032(2) 0.0180(17) 0.0150(17) 0.0000(14) 0.0036(15) 0.0028(15)
C6 0.0165(16) 0.0208(18) 0.0192(17) 0.0003(14) 0.0051(13) 0.0025(14)
Cu1 0.0226(2) 0.0214(2) 0.0147(2) 0.00049(17) 0.00264(17) 0.00276(18)
Cu2 0.0344(3) 0.0232(2) 0.0161(2) 0.00118(18) 0.00930(18) 0.00356(19)
O8 0.0332(14) 0.0253(13) 0.0203(13) 0.0043(10) 0.0122(11) 0.0064(11)
O1 0.0303(14) 0.0253(13) 0.0197(13) -0.0025(10) 0.0035(11) -0.0090(11)
O5 0.0232(13) 0.0214(13) 0.0202(12) -0.0040(10) 0.0051(10) -0.0012(10)
O7 0.0247(13) 0.0264(13) 0.0194(12) 0.0043(10) 0.0059(10) 0.0072(11)
O2 0.0383(15) 0.0333(15) 0.0199(13) -0.0054(11) 0.0097(12) -0.0011(12)
O6 0.0281(14) 0.0409(16) 0.0358(15) -0.0135(12) 0.0141(12) -0.0012(12)
N7 0.0348(18) 0.0261(16) 0.0245(16) 0.0000(13) 0.0138(14) 0.0018(14)
N1 0.0264(16) 0.0292(16) 0.0152(15) -0.0030(12) 0.0053(12) 0.0019(13)
C3 0.0249(19) 0.0205(18) 0.0191(18) 0.0013(14) 0.0026(15) 0.0057(15)
C12 0.0264(18) 0.0123(16) 0.0172(17) -0.0034(13) 0.0048(14) -0.0009(14)
N6 0.0344(18) 0.0287(17) 0.0205(15) 0.0006(13) 0.0127(13) -0.0003(14)
N5 0.046(2) 0.0297(18) 0.0287(18) 0.0040(15) 0.0089(15) 0.0058(15)
N8 0.0359(19) 0.0299(18) 0.0351(19) -0.0069(15) 0.0144(15) 0.0011(15)
C4 0.0196(17) 0.0226(18) 0.0164(17) -0.0031(14) 0.0051(14) 0.0010(14)
O3 0.0401(17) 0.0544(19) 0.0416(17) 0.0214(14) 0.0185(14) -0.0038(14)
C9 0.0211(17) 0.0219(17) 0.0152(16) 0.0016(14) 0.0058(14) 0.0029(14)
N2 0.0285(17) 0.049(2) 0.0203(16) -0.0046(15) 0.0100(13) 0.0011(15)
N3 0.043(2) 0.038(2) 0.0347(19) -0.0074(16) 0.0153(16) -0.0016(16)
C11 0.0267(19) 0.0180(17) 0.0213(18) 0.0035(14) 0.0075(15) 0.0022(15)
C24 0.054(3) 0.035(2) 0.038(2) 0.0096(19) 0.030(2) 0.010(2)
C14 0.042(2) 0.032(2) 0.025(2) -0.0020(17) 0.0082(18) -0.0029(18)
C23 0.032(2) 0.031(2) 0.0226(19) -0.0024(16) 0.0098(16) -0.0008(17)
C5 0.0232(18) 0.0190(17) 0.0232(18) 0.0029(14) 0.0062(14) -0.0023(14)
N4 0.0296(17) 0.0379(19) 0.0214(16) 0.0031(14) 0.0096(13) -0.0012(14)
C27 0.057(3) 0.034(2) 0.059(3) -0.009(2) 0.036(2) -0.006(2)
N9 0.064(3) 0.043(2) 0.044(2) 0.0051(18) 0.0343(19) 0.0094(19)
C13 0.035(2) 0.034(2) 0.0219(19) -0.0019(16) 0.0131(16) -0.0034(17)
C19 0.034(2) 0.044(2) 0.0188(19) -0.0063(17) 0.0096(16) -0.0049(18)
C26 0.032(2) 0.032(2) 0.036(2) -0.0064(18) 0.0122(18) 0.0051(17)
C2 0.031(2) 0.038(2) 0.024(2) 0.0011(17) 0.0097(16) 0.0042(17)
C16 0.028(2) 0.040(2) 0.0196(18) -0.0025(16) 0.0081(16) -0.0011(17)
C15 0.027(2) 0.058(3) 0.0195(19) 0.0051(18) 0.0056(16) 0.0029(19)
C1 0.033(2) 0.033(2) 0.026(2) 0.0001(17) 0.0098(17) 0.0026(17)
C20 0.038(2) 0.051(3) 0.039(2) -0.004(2) 0.017(2) 0.012(2)
C18 0.048(3) 0.049(3) 0.030(2) 0.011(2) 0.015(2) 0.009(2)
C25 0.035(2) 0.038(2) 0.053(3) -0.013(2) 0.012(2) 0.0035(19)
C17 0.045(3) 0.044(3) 0.039(2) 0.005(2) 0.023(2) 0.010(2)
C21 0.050(3) 0.048(3) 0.035(2) 0.010(2) 0.020(2) 0.010(2)
C28 0.058(3) 0.046(3) 0.041(3) -0.010(2) 0.027(2) 0.001(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
C22 N2 1.459(4) 1_556 ?
C22 C19 1.507(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C7 C8 1.385(4) . ?
C7 C6 1.402(4) . ?
C7 C12 1.506(4) 4_666 ?
C8 C9 1.382(4) . ?
C8 H8A 0.9300 . ?
O4 C10 1.270(4) . ?
O4 Cu1 1.939(2) 3_756 ?
C10 O3 1.234(4) . ?
C10 C6 1.512(4) . ?
C6 C5 1.386(4) . ?
Cu1 O4 1.939(2) 3_756 ?
Cu1 O1 1.960(2) . ?
Cu1 N1 1.973(3) . ?
Cu1 O7 1.976(2) . ?
Cu2 O8 1.953(2) . ?
Cu2 N6 1.961(3) . ?
Cu2 O5 1.971(2) . ?
Cu2 N7 1.995(3) . ?
O8 C12 1.276(4) . ?
O1 C3 1.289(4) . ?
O5 C11 1.285(4) . ?
O7 C12 1.239(4) . ?
O2 C3 1.234(4) . ?
O6 C11 1.237(4) . ?
N7 C23 1.329(4) . ?
N7 C24 1.348(4) . ?
N1 C2 1.329(4) . ?
N1 C1 1.346(4) . ?
C3 C4 1.504(4) . ?
C12 C7 1.506(4) 4_565 ?
N6 C13 1.341(4) . ?
N6 C14 1.364(4) . ?
N5 C14 1.307(4) . ?
N5 N4 1.363(4) . ?
N8 C23 1.323(4) . ?
N8 N9 1.352(4) . ?
N8 C25 1.471(5) . ?
C4 C5 1.394(4) . ?
C4 C9 1.396(4) . ?
C9 C11 1.505(4) 2_655 ?
N2 C2 1.312(4) . ?
N2 N3 1.370(4) . ?
N2 C22 1.459(4) 1_554 ?
N3 C1 1.311(4) . ?
C11 C9 1.505(4) 2_645 ?
C24 N9 1.314(5) . ?
C24 H24A 0.9300 . ?
C14 H14A 0.9300 . ?
C23 H23A 0.9300 . ?
C5 H5A 0.9300 . ?
N4 C13 1.319(4) . ?
N4 C15 1.477(4) . ?
C27 C26 1.372(5) . ?
C27 C28 1.386(5) 3_666 ?
C27 H27A 0.9300 . ?
C13 H13A 0.9300 . ?
C19 C20 1.374(5) . ?
C19 C18 1.379(5) . ?
C26 C28 1.374(6) . ?
C26 C25 1.515(5) . ?
C2 H2A 0.9300 . ?
C16 C21 1.371(5) . ?
C16 C17 1.377(5) . ?
C16 C15 1.507(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C1 H1A 0.9300 . ?
C20 C21 1.388(6) . ?
C20 H20A 0.9300 . ?
C18 C17 1.386(5) . ?
C18 H18A 0.9300 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C17 H17A 0.9300 . ?
C21 H21A 0.9300 . ?
C28 C27 1.386(5) 3_666 ?
C28 H28A 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
N2 C22 C19 115.0(3) 1_556 . ?
N2 C22 H22A 108.5 1_556 . ?
C19 C22 H22A 108.5 . . ?
N2 C22 H22B 108.5 1_556 . ?
C19 C22 H22B 108.5 . . ?
H22A C22 H22B 107.5 . . ?
C8 C7 C6 119.7(3) . . ?
C8 C7 C12 118.2(3) . 4_666 ?
C6 C7 C12 122.1(3) . 4_666 ?
C9 C8 C7 121.7(3) . . ?
C9 C8 H8A 119.1 . . ?
C7 C8 H8A 119.1 . . ?
C10 O4 Cu1 127.5(2) . 3_756 ?
O3 C10 O4 127.1(3) . . ?
O3 C10 C6 119.4(3) . . ?
O4 C10 C6 113.5(3) . . ?
C5 C6 C7 118.4(3) . . ?
C5 C6 C10 120.2(3) . . ?
C7 C6 C10 121.3(3) . . ?
O4 Cu1 O1 88.33(10) 3_756 . ?
O4 Cu1 N1 93.97(11) 3_756 . ?
O1 Cu1 N1 171.60(11) . . ?
O4 Cu1 O7 170.10(10) 3_756 . ?
O1 Cu1 O7 92.96(10) . . ?
N1 Cu1 O7 86.16(10) . . ?
O8 Cu2 N6 163.65(11) . . ?
O8 Cu2 O5 92.12(9) . . ?
N6 Cu2 O5 91.46(11) . . ?
O8 Cu2 N7 88.08(11) . . ?
N6 Cu2 N7 94.82(12) . . ?
O5 Cu2 N7 156.82(11) . . ?
C12 O8 Cu2 127.6(2) . . ?
C3 O1 Cu1 103.1(2) . . ?
C11 O5 Cu2 102.2(2) . . ?
C12 O7 Cu1 131.7(2) . . ?
C23 N7 C24 102.6(3) . . ?
C23 N7 Cu2 128.4(2) . . ?
C24 N7 Cu2 128.1(3) . . ?
C2 N1 C1 103.5(3) . . ?
C2 N1 Cu1 128.0(3) . . ?
C1 N1 Cu1 126.4(2) . . ?
O2 C3 O1 124.0(3) . . ?
O2 C3 C4 119.7(3) . . ?
O1 C3 C4 116.1(3) . . ?
O7 C12 O8 127.7(3) . . ?
O7 C12 C7 115.7(3) . 4_565 ?
O8 C12 C7 116.4(3) . 4_565 ?
C13 N6 C14 103.4(3) . . ?
C13 N6 Cu2 127.9(3) . . ?
C14 N6 Cu2 128.6(2) . . ?
C14 N5 N4 102.9(3) . . ?
C23 N8 N9 109.9(3) . . ?
C23 N8 C25 128.2(4) . . ?
N9 N8 C25 121.8(3) . . ?
C5 C4 C9 119.1(3) . . ?
C5 C4 C3 120.1(3) . . ?
C9 C4 C3 120.6(3) . . ?
C8 C9 C4 119.2(3) . . ?
C8 C9 C11 116.3(3) . 2_655 ?
C4 C9 C11 124.5(3) . 2_655 ?
C2 N2 N3 110.0(3) . . ?
C2 N2 C22 128.8(4) . 1_554 ?
N3 N2 C22 120.6(3) . 1_554 ?
C1 N3 N2 102.3(3) . . ?
O6 C11 O5 122.5(3) . . ?
O6 C11 C9 120.1(3) . 2_645 ?
O5 C11 C9 117.2(3) . 2_645 ?
N9 C24 N7 114.7(4) . . ?
N9 C24 H24A 122.6 . . ?
N7 C24 H24A 122.6 . . ?
N5 C14 N6 113.9(3) . . ?
N5 C14 H14A 123.1 . . ?
N6 C14 H14A 123.1 . . ?
N8 C23 N7 110.1(3) . . ?
N8 C23 H23A 124.9 . . ?
N7 C23 H23A 124.9 . . ?
C6 C5 C4 121.9(3) . . ?
C6 C5 H5A 119.0 . . ?
C4 C5 H5A 119.0 . . ?
C13 N4 N5 110.7(3) . . ?
C13 N4 C15 128.3(3) . . ?
N5 N4 C15 120.9(3) . . ?
C26 C27 C28 120.8(4) . 3_666 ?
C26 C27 H27A 119.6 . . ?
C28 C27 H27A 119.6 3_666 . ?
C24 N9 N8 102.6(3) . . ?
N4 C13 N6 109.0(3) . . ?
N4 C13 H13A 125.5 . . ?
N6 C13 H13A 125.5 . . ?
C20 C19 C18 118.3(4) . . ?
C20 C19 C22 119.9(4) . . ?
C18 C19 C22 121.5(4) . . ?
C27 C26 C28 119.6(4) . . ?
C27 C26 C25 120.1(4) . . ?
C28 C26 C25 120.2(4) . . ?
N2 C2 N1 109.8(3) . . ?
N2 C2 H2A 125.1 . . ?
N1 C2 H2A 125.1 . . ?
C21 C16 C17 118.6(4) . . ?
C21 C16 C15 121.7(4) . . ?
C17 C16 C15 119.7(3) . . ?
N4 C15 C16 112.1(3) . . ?
N4 C15 H15A 109.2 . . ?
C16 C15 H15A 109.2 . . ?
N4 C15 H15B 109.2 . . ?
C16 C15 H15B 109.2 . . ?
H15A C15 H15B 107.9 . . ?
N3 C1 N1 114.3(3) . . ?
N3 C1 H1A 122.8 . . ?
N1 C1 H1A 122.8 . . ?
C19 C20 C21 120.5(4) . . ?
C19 C20 H20A 119.8 . . ?
C21 C20 H20A 119.8 . . ?
C19 C18 C17 121.1(4) . . ?
C19 C18 H18A 119.5 . . ?
C17 C18 H18A 119.5 . . ?
N8 C25 C26 112.3(3) . . ?
N8 C25 H25A 109.1 . . ?
C26 C25 H25A 109.1 . . ?
N8 C25 H25B 109.1 . . ?
C26 C25 H25B 109.1 . . ?
H25A C25 H25B 107.9 . . ?
C16 C17 C18 120.3(4) . . ?
C16 C17 H17A 119.8 . . ?
C18 C17 H17A 119.8 . . ?
C16 C21 C20 121.1(4) . . ?
C16 C21 H21A 119.5 . . ?
C20 C21 H21A 119.5 . . ?
C26 C28 C27 119.6(4) . 3_666 ?
C26 C28 H28A 120.2 . . ?
C27 C28 H28A 120.2 3_666 . ?
_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full 27.51
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max 0.561
_refine_diff_density_min -0.637
_refine_diff_density_rms 0.092