# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2012
data_global
_journal_name_full 'Dalton Trans.'
_journal_coden_cambridge 0222
#TrackingRef '- comp 1 - CS769E rev.cif'
_publ_contact_author_name 'Professor Spyros P. Perlepes'
_publ_contact_author_address
; Department of Chemistry
University of Patras
26504 Patras
Greece
;
_publ_contact_author_email perlepes@upatras.gr
_publ_contact_author_fax '+30 2610 997118'
_publ_contact_author_phone '+30 2610 997146'
loop_
_publ_author_name
_publ_author_footnote
_publ_author_address
H.Sartzi .
; Department of Chemistry
University of Patras
26504 Patras
Greece
;
C.C.Stoumpos .
; Department of Chemistry
University of Patras
26504 Patras
Greece
;
L.Cunha-Silva .
; REQUIMTE & Department of Chemistry and Biochemistry
Faculty of Sciences
University of Porto
Rua do Campo Alegre
4169-007 Porto
Portugal
;
M.Giouli .
; Department of Physiology
Faculty of Medicine
University of Ioannina
45110 Ioannina
Greece
;
I.I.Verginadis .
; Department of Physiology
Faculty of Medicine
University of Ioannina
45110 Ioannina
Greece
;
;
S.Ch.Karkabounas
;
.
; Department of Physiology
Faculty of Medicine
University of Ioannina
45110 Ioannina
Greece
;
A.Escuer .
; Department de Quimica Inorganica
Institut de Nanociencia i Nanotecnologia (IN2UB)
Universitat de barcelona
Marti i Franques I-11
08028 Barcelona
Spain
;
S.P.Perlepes .
; Department of Chemistry
University of Patras
26504 Patras
Greece
;
data_CS769E
_database_code_depnum_ccdc_archive 'CCDC 873023'
#TrackingRef '- comp 1 - CS769E rev.cif'
# ========================================================================= #
_audit_creation_method 'SHELXL-97, manual editing plus enCIFer'
_audit_creation_date '23 May 2012'
# ========================================================================= #
_chemical_name_systematic ?
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C24 H24 N4 O14 S2 V2, 2(C H4 O)'
_chemical_formula_sum 'C26 H32 N4 O16 S2 V2'
_chemical_formula_weight 822.56
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'
V V 0.3005 0.5294 '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'
# ========================================================================= #
# CRYSTAL DATA #
# ========================================================================= #
_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 8.5309(8)
_cell_length_b 9.6061(4)
_cell_length_c 11.6078(5)
_cell_angle_alpha 114.327(2)
_cell_angle_beta 103.206(3)
_cell_angle_gamma 95.776(3)
_cell_volume 823.27(9)
_cell_formula_units_Z 1
_cell_measurement_temperature 150(2)
_cell_measurement_reflns_used 3397
_cell_measurement_theta_min 3.06
_cell_measurement_theta_max 26.38
_exptl_crystal_description prism
_exptl_crystal_colour blue
_exptl_crystal_size_max 0.12
_exptl_crystal_size_mid 0.10
_exptl_crystal_size_min 0.04
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.659
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 422
_exptl_absorpt_coefficient_mu 0.775
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.9127
_exptl_absorpt_correction_T_max 0.9697
_exptl_absorpt_process_details
;
SADABS (Sheldrick, 1997)
;
# ========================================================================= #
# EXPERIMENTAL DATA #
# ========================================================================= #
_exptl_special_details ?
_diffrn_ambient_temperature 150.0(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 X8 Kappa CCD APEX II'
_diffrn_measurement_method 'omega/phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 10352
_diffrn_reflns_av_R_equivalents 0.0438
_diffrn_reflns_av_sigmaI/netI 0.0508
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_l_min -13
_diffrn_reflns_limit_l_max 13
_diffrn_reflns_theta_min 3.65
_diffrn_reflns_theta_max 25.03
_reflns_number_total 2762
_reflns_number_gt 2148
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'APEX2 (Bruker, 2006)'
_computing_cell_refinement 'APEX2 '
_computing_data_reduction 'SAINT+ (Bruker, 1997-2005)'
_computing_structure_solution 'SHELXTL (Bruker 2001)'
_computing_structure_refinement 'SHELXTL '
_computing_molecular_graphics 'SHELXTL '
_computing_publication_material 'SHELXTL '
# ========================================================================= #
# REFINMENT DATA #
# ========================================================================= #
_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.
H atoms attached to C atoms were located at their geometrical positions using
appropriate HFIX instructions in SHELXL (43 for the
aromatic and 137 for the terminal methyl groups) and included in
subsequent refinement cycles in riding-motion approximation with isotropic
thermal displacements parameters (U~iso~) fixed at 1.2 or
1.5\\timesU~eq~ of the C-atom to which they are attached, respectively.
H atoms associated with the O atoms of the MeOH solvent molecules were
markedly visible in difference Fourier maps and were included in the structure
with the O--H distance restrained to 0.90(1) with U~iso~ fixed at
1.5\\timesU~eq~ of the respective O atom.
;
_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^)+(0.0363P)^2^+1.4254P] 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 2762
_refine_ls_number_parameters 234
_refine_ls_number_restraints 2
_refine_ls_R_factor_all 0.0662
_refine_ls_R_factor_gt 0.0458
_refine_ls_wR_factor_ref 0.1033
_refine_ls_wR_factor_gt 0.0962
_refine_ls_goodness_of_fit_ref 1.097
_refine_ls_restrained_S_all 1.097
_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
V1 V 0.12661(8) 0.15972(7) 0.40956(6) 0.01437(19) Uani 1 1 d . . .
S1 S 0.18470(12) 0.11911(10) 0.67690(9) 0.0157(2) Uani 1 1 d . . .
O1 O -0.0965(3) 0.0204(3) 0.3169(3) 0.0196(6) Uani 1 1 d . . .
O2 O 0.0864(3) 0.3242(3) 0.4892(3) 0.0206(6) Uani 1 1 d . . .
O3 O 0.1790(3) 0.0687(3) 0.5348(3) 0.0179(6) Uani 1 1 d . . .
O4 O 0.1022(3) 0.2472(3) 0.7212(3) 0.0217(6) Uani 1 1 d . . .
O5 O 0.3547(3) 0.1581(3) 0.7575(3) 0.0222(6) Uani 1 1 d . . .
O6 O 0.2287(3) -0.0314(3) 0.2730(3) 0.0178(6) Uani 1 1 d . . .
O7 O 0.4145(3) -0.0336(3) 0.1490(3) 0.0218(6) Uani 1 1 d D . .
H5 H 0.502(3) -0.062(5) 0.185(4) 0.033 Uiso 1 1 d D . .
N1 N 0.3835(4) 0.2503(3) 0.4595(3) 0.0155(7) Uani 1 1 d . . .
N2 N 0.1136(4) 0.1849(3) 0.2341(3) 0.0154(7) Uani 1 1 d . . .
C1 C 0.4727(5) 0.3692(4) 0.5768(4) 0.0180(8) Uani 1 1 d . . .
H1 H 0.4201 0.4151 0.6429 0.022 Uiso 1 1 calc R . .
C2 C 0.6380(5) 0.4258(4) 0.6035(4) 0.0216(9) Uani 1 1 d . . .
H2 H 0.6993 0.5086 0.6877 0.026 Uiso 1 1 calc R . .
C3 C 0.7143(5) 0.3614(4) 0.5069(4) 0.0245(10) Uani 1 1 d . . .
H3 H 0.8283 0.3998 0.5235 0.029 Uiso 1 1 calc R . .
C4 C 0.6230(5) 0.2405(5) 0.3861(4) 0.0219(9) Uani 1 1 d . . .
H4 H 0.6727 0.1951 0.3179 0.026 Uiso 1 1 calc R . .
C5 C 0.4590(5) 0.1866(4) 0.3659(4) 0.0181(9) Uani 1 1 d . . .
C6 C 0.3411(5) 0.0569(4) 0.2362(4) 0.0181(9) Uani 1 1 d . . .
C7 C 0.2234(5) 0.1298(4) 0.1703(4) 0.0172(9) Uani 1 1 d . . .
C8 C 0.2276(5) 0.1426(5) 0.0568(4) 0.0244(10) Uani 1 1 d . . .
H8 H 0.3066 0.1034 0.0131 0.029 Uiso 1 1 calc R . .
C9 C 0.1155(6) 0.2131(5) 0.0081(4) 0.0285(10) Uani 1 1 d . . .
H9 H 0.1160 0.2228 -0.0701 0.034 Uiso 1 1 calc R . .
C10 C 0.0025(5) 0.2697(5) 0.0732(4) 0.0267(10) Uani 1 1 d . . .
H10 H -0.0753 0.3191 0.0409 0.032 Uiso 1 1 calc R . .
C11 C 0.0041(5) 0.2535(4) 0.1862(4) 0.0212(9) Uani 1 1 d . . .
H11 H -0.0741 0.2917 0.2312 0.025 Uiso 1 1 calc R . .
C12 C 0.2943(5) -0.1445(5) 0.3101(4) 0.0270(10) Uani 1 1 d . . .
H12A H 0.3171 -0.2251 0.2342 0.041 Uiso 1 1 calc R . .
H12B H 0.2136 -0.1935 0.3379 0.041 Uiso 1 1 calc R . .
H12C H 0.3967 -0.0920 0.3835 0.041 Uiso 1 1 calc R . .
C13 C 0.3849(7) 0.5789(6) 0.9063(5) 0.0546(15) Uani 1 1 d . . .
H13A H 0.4366 0.6908 0.9555 0.082 Uiso 1 1 calc R . .
H13B H 0.4695 0.5187 0.8860 0.082 Uiso 1 1 calc R . .
H13C H 0.3303 0.5471 0.9600 0.082 Uiso 1 1 calc R . .
O8 O 0.2672(4) 0.5502(4) 0.7874(4) 0.0423(9) Uani 1 1 d D . .
H6 H 0.201(6) 0.457(3) 0.764(5) 0.064 Uiso 1 1 d 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
V1 0.0178(4) 0.0105(3) 0.0175(4) 0.0078(3) 0.0079(3) 0.0010(3)
S1 0.0173(5) 0.0132(5) 0.0177(5) 0.0079(4) 0.0069(4) 0.0001(4)
O1 0.0214(15) 0.0172(14) 0.0216(15) 0.0120(13) 0.0060(13) -0.0029(12)
O2 0.0220(15) 0.0149(14) 0.0266(16) 0.0093(13) 0.0106(13) 0.0037(12)
O3 0.0224(15) 0.0149(13) 0.0205(15) 0.0106(12) 0.0096(13) 0.0020(12)
O4 0.0255(16) 0.0207(14) 0.0218(16) 0.0094(13) 0.0122(13) 0.0063(12)
O5 0.0191(15) 0.0186(14) 0.0230(16) 0.0081(13) 0.0004(13) -0.0010(12)
O6 0.0239(15) 0.0120(13) 0.0251(15) 0.0128(12) 0.0129(13) 0.0039(12)
O7 0.0300(17) 0.0185(14) 0.0233(16) 0.0102(13) 0.0157(14) 0.0107(13)
N1 0.0198(18) 0.0111(15) 0.0188(18) 0.0083(15) 0.0080(15) 0.0042(14)
N2 0.0187(17) 0.0101(15) 0.0164(18) 0.0068(14) 0.0038(15) -0.0020(14)
C1 0.023(2) 0.0140(19) 0.017(2) 0.0087(18) 0.0056(18) 0.0007(17)
C2 0.022(2) 0.014(2) 0.026(2) 0.0104(19) 0.0006(19) -0.0006(17)
C3 0.019(2) 0.017(2) 0.044(3) 0.018(2) 0.011(2) 0.0049(18)
C4 0.023(2) 0.019(2) 0.035(3) 0.018(2) 0.016(2) 0.0077(18)
C5 0.026(2) 0.0105(18) 0.026(2) 0.0127(18) 0.0142(19) 0.0060(17)
C6 0.023(2) 0.0143(19) 0.022(2) 0.0092(18) 0.0130(19) 0.0030(17)
C7 0.022(2) 0.0084(18) 0.018(2) 0.0040(17) 0.0068(18) -0.0016(16)
C8 0.032(2) 0.020(2) 0.022(2) 0.0086(19) 0.012(2) 0.0021(19)
C9 0.044(3) 0.028(2) 0.017(2) 0.014(2) 0.009(2) 0.004(2)
C10 0.029(2) 0.024(2) 0.026(2) 0.015(2) 0.000(2) 0.001(2)
C11 0.019(2) 0.020(2) 0.022(2) 0.0083(19) 0.0045(19) 0.0001(18)
C12 0.036(3) 0.020(2) 0.037(3) 0.019(2) 0.018(2) 0.011(2)
C13 0.051(4) 0.045(3) 0.040(3) -0.001(3) 0.005(3) 0.005(3)
O8 0.047(2) 0.0280(18) 0.051(2) 0.0160(18) 0.016(2) 0.0084(16)
# ========================================================================= #
# GEOMETRY #
# ========================================================================= #
_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
V1 O2 1.587(3) . ?
V1 O3 1.977(2) . ?
V1 O1 1.984(3) . ?
V1 N1 2.125(3) . ?
V1 N2 2.128(3) . ?
V1 O6 2.280(3) . ?
S1 O4 1.446(3) . ?
S1 O5 1.450(3) . ?
S1 O3 1.502(3) . ?
S1 O1 1.506(2) 2_556 ?
O1 S1 1.506(2) 2_556 ?
O6 C12 1.442(4) . ?
O6 C6 1.463(4) . ?
O7 C6 1.359(4) . ?
O7 H5 0.895(10) . ?
N1 C1 1.344(5) . ?
N1 C5 1.349(5) . ?
N2 C7 1.342(5) . ?
N2 C11 1.343(5) . ?
C1 C2 1.374(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.381(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.378(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.373(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.530(6) . ?
C6 C7 1.523(5) . ?
C7 C8 1.380(5) . ?
C8 C9 1.376(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.377(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.381(6) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 O8 1.410(6) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
O8 H6 0.906(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
O2 V1 O3 106.40(13) . . ?
O2 V1 O1 102.34(13) . . ?
O3 V1 O1 92.83(11) . . ?
O2 V1 N1 94.83(13) . . ?
O3 V1 N1 88.44(11) . . ?
O1 V1 N1 161.64(11) . . ?
O2 V1 N2 95.75(13) . . ?
O3 V1 N2 157.19(11) . . ?
O1 V1 N2 87.57(11) . . ?
N1 V1 N2 84.28(12) . . ?
O2 V1 O6 162.12(11) . . ?
O3 V1 O6 86.84(10) . . ?
O1 V1 O6 88.64(10) . . ?
N1 V1 O6 73.14(10) . . ?
N2 V1 O6 70.37(10) . . ?
O4 S1 O5 112.59(16) . . ?
O4 S1 O3 110.46(15) . . ?
O5 S1 O3 109.43(15) . . ?
O4 S1 O1 109.75(15) . 2_556 ?
O5 S1 O1 107.60(15) . 2_556 ?
O3 S1 O1 106.80(15) . 2_556 ?
S1 O1 V1 134.21(17) 2_556 . ?
S1 O3 V1 134.95(16) . . ?
C12 O6 C6 115.0(3) . . ?
C12 O6 V1 121.8(2) . . ?
C6 O6 V1 102.49(19) . . ?
C6 O7 H5 115(3) . . ?
C1 N1 C5 118.7(3) . . ?
C1 N1 V1 123.8(2) . . ?
C5 N1 V1 117.5(3) . . ?
C7 N2 C11 119.3(3) . . ?
C7 N2 V1 117.0(3) . . ?
C11 N2 V1 123.7(3) . . ?
N1 C1 C2 121.7(4) . . ?
N1 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
C1 C2 C3 119.4(4) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C4 C3 C2 119.2(4) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C5 C4 C3 118.9(4) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
N1 C5 C4 122.2(4) . . ?
N1 C5 C6 112.9(3) . . ?
C4 C5 C6 124.8(3) . . ?
O7 C6 O6 114.0(3) . . ?
O7 C6 C7 109.8(3) . . ?
O6 C6 C7 101.3(3) . . ?
O7 C6 C5 115.4(3) . . ?
O6 C6 C5 106.5(3) . . ?
C7 C6 C5 108.9(3) . . ?
N2 C7 C8 121.7(4) . . ?
N2 C7 C6 113.7(3) . . ?
C8 C7 C6 124.5(3) . . ?
C9 C8 C7 118.8(4) . . ?
C9 C8 H8 120.6 . . ?
C7 C8 H8 120.6 . . ?
C8 C9 C10 119.6(4) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C9 C10 C11 118.9(4) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
N2 C11 C10 121.5(4) . . ?
N2 C11 H11 119.2 . . ?
C10 C11 H11 119.2 . . ?
O6 C12 H12A 109.5 . . ?
O6 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O6 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O8 C13 H13A 109.5 . . ?
O8 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C13 O8 H6 104(4) . . ?
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
O2 V1 O1 S1 -116.1(2) . . . 2_556 ?
O3 V1 O1 S1 -8.6(2) . . . 2_556 ?
N1 V1 O1 S1 85.0(4) . . . 2_556 ?
N2 V1 O1 S1 148.6(2) . . . 2_556 ?
O6 V1 O1 S1 78.2(2) . . . 2_556 ?
O4 S1 O3 V1 14.5(3) . . . . ?
O5 S1 O3 V1 -110.0(2) . . . . ?
O1 S1 O3 V1 133.8(2) 2_556 . . . ?
O2 V1 O3 S1 1.2(3) . . . . ?
O1 V1 O3 S1 -102.6(2) . . . . ?
N1 V1 O3 S1 95.8(2) . . . . ?
N2 V1 O3 S1 167.0(2) . . . . ?
O6 V1 O3 S1 169.0(2) . . . . ?
O2 V1 O6 C12 137.7(4) . . . . ?
O3 V1 O6 C12 -0.9(3) . . . . ?
O1 V1 O6 C12 -93.8(3) . . . . ?
N1 V1 O6 C12 88.4(3) . . . . ?
N2 V1 O6 C12 178.3(3) . . . . ?
O2 V1 O6 C6 7.4(5) . . . . ?
O3 V1 O6 C6 -131.2(2) . . . . ?
O1 V1 O6 C6 135.9(2) . . . . ?
N1 V1 O6 C6 -41.9(2) . . . . ?
N2 V1 O6 C6 48.0(2) . . . . ?
O2 V1 N1 C1 35.1(3) . . . . ?
O3 V1 N1 C1 -71.2(3) . . . . ?
O1 V1 N1 C1 -165.5(3) . . . . ?
N2 V1 N1 C1 130.5(3) . . . . ?
O6 V1 N1 C1 -158.4(3) . . . . ?
O2 V1 N1 C5 -143.0(3) . . . . ?
O3 V1 N1 C5 110.6(3) . . . . ?
O1 V1 N1 C5 16.4(5) . . . . ?
N2 V1 N1 C5 -47.7(3) . . . . ?
O6 V1 N1 C5 23.5(2) . . . . ?
O2 V1 N2 C7 141.8(3) . . . . ?
O3 V1 N2 C7 -24.5(5) . . . . ?
O1 V1 N2 C7 -116.0(3) . . . . ?
N1 V1 N2 C7 47.5(3) . . . . ?
O6 V1 N2 C7 -26.6(2) . . . . ?
O2 V1 N2 C11 -37.4(3) . . . . ?
O3 V1 N2 C11 156.2(3) . . . . ?
O1 V1 N2 C11 64.7(3) . . . . ?
N1 V1 N2 C11 -131.7(3) . . . . ?
O6 V1 N2 C11 154.1(3) . . . . ?
C5 N1 C1 C2 -0.5(5) . . . . ?
V1 N1 C1 C2 -178.7(3) . . . . ?
N1 C1 C2 C3 1.2(6) . . . . ?
C1 C2 C3 C4 -0.6(6) . . . . ?
C2 C3 C4 C5 -0.7(6) . . . . ?
C1 N1 C5 C4 -0.8(5) . . . . ?
V1 N1 C5 C4 177.4(3) . . . . ?
C1 N1 C5 C6 -177.9(3) . . . . ?
V1 N1 C5 C6 0.3(4) . . . . ?
C3 C4 C5 N1 1.4(6) . . . . ?
C3 C4 C5 C6 178.2(3) . . . . ?
C12 O6 C6 O7 48.1(4) . . . . ?
V1 O6 C6 O7 -177.6(3) . . . . ?
C12 O6 C6 C7 165.9(3) . . . . ?
V1 O6 C6 C7 -59.8(3) . . . . ?
C12 O6 C6 C5 -80.3(4) . . . . ?
V1 O6 C6 C5 54.0(3) . . . . ?
N1 C5 C6 O7 -166.5(3) . . . . ?
C4 C5 C6 O7 16.4(5) . . . . ?
N1 C5 C6 O6 -38.9(4) . . . . ?
C4 C5 C6 O6 144.0(3) . . . . ?
N1 C5 C6 C7 69.5(4) . . . . ?
C4 C5 C6 C7 -107.5(4) . . . . ?
C11 N2 C7 C8 0.4(5) . . . . ?
V1 N2 C7 C8 -178.9(3) . . . . ?
C11 N2 C7 C6 179.3(3) . . . . ?
V1 N2 C7 C6 0.0(4) . . . . ?
O7 C6 C7 N2 162.8(3) . . . . ?
O6 C6 C7 N2 42.0(4) . . . . ?
C5 C6 C7 N2 -70.0(4) . . . . ?
O7 C6 C7 C8 -18.4(5) . . . . ?
O6 C6 C7 C8 -139.2(4) . . . . ?
C5 C6 C7 C8 108.9(4) . . . . ?
N2 C7 C8 C9 -0.3(6) . . . . ?
C6 C7 C8 C9 -179.1(4) . . . . ?
C7 C8 C9 C10 0.3(6) . . . . ?
C8 C9 C10 C11 -0.3(6) . . . . ?
C7 N2 C11 C10 -0.5(6) . . . . ?
V1 N2 C11 C10 178.8(3) . . . . ?
C9 C10 C11 N2 0.4(6) . . . . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O7 H5 O5 0.895(10) 1.774(14) 2.655(4) 168(4) 2_656
O8 H6 O4 0.906(10) 1.916(16) 2.808(4) 168(5) .
_diffrn_measured_fraction_theta_max 0.950
_diffrn_reflns_theta_full 25.03
_diffrn_measured_fraction_theta_full 0.950
_refine_diff_density_max 0.644
_refine_diff_density_min -0.345
_refine_diff_density_rms 0.081
#============================================================================#
# Luis Cunha-Silva @ REQUIMTE & DQB FCUP * 23/02/2011 * END #
#============================================================================#
# Attachment '- comp 2 - CS807Ag rev.CIF'
data_cs807ag
_database_code_depnum_ccdc_archive 'CCDC 873024'
#TrackingRef '- comp 2 - CS807Ag rev.CIF'
# ========================================================================= #
_audit_creation_method 'SHELXL-97, manual editing plus enCIFer'
_audit_creation_date '23 May 2012'
# ========================================================================= #
_chemical_name_systematic ?
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C24 H22 N4 O10 S V2, 5(C H4 O)'
_chemical_formula_sum 'C29 H42 N4 O15 S V2'
_chemical_formula_weight 820.61
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'
S S 0.1246 0.1234 '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'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
# ========================================================================= #
# CRYSTAL DATA #
# ========================================================================= #
_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 9.6747(8)
_cell_length_b 10.9010(9)
_cell_length_c 16.2391(15)
_cell_angle_alpha 90.065(4)
_cell_angle_beta 104.274(4)
_cell_angle_gamma 103.995(4)
_cell_volume 1607.1(2)
_cell_formula_units_Z 2
_cell_measurement_temperature 150(2)
_cell_measurement_reflns_used 9838
_cell_measurement_theta_min 2.68
_cell_measurement_theta_max 25.67
_exptl_crystal_description prism
_exptl_crystal_colour green
_exptl_crystal_size_max 0.31
_exptl_crystal_size_mid 0.12
_exptl_crystal_size_min 0.11
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.696
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 852
_exptl_absorpt_coefficient_mu 0.729
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.8056
_exptl_absorpt_correction_T_max 0.9241
_exptl_absorpt_process_details
;
SADABS (Sheldrick, 1997)
;
# ========================================================================= #
# EXPERIMENTAL DATA #
# ========================================================================= #
_exptl_special_details ?
_diffrn_ambient_temperature 150(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 X8 Kappa CCD APEX II'
_diffrn_measurement_method 'omega/phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 41661
_diffrn_reflns_av_R_equivalents 0.0487
_diffrn_reflns_av_sigmaI/netI 0.0391
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_limit_l_max 21
_diffrn_reflns_theta_min 3.75
_diffrn_reflns_theta_max 27.48
_reflns_number_total 7339
_reflns_number_gt 5804
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'APEX2 (Bruker, 2006)'
_computing_cell_refinement 'APEX2 '
_computing_data_reduction 'SAINT+ (Bruker, 1997-2005)'
_computing_structure_solution 'SHELXTL (Bruker 2001)'
_computing_structure_refinement 'SHELXTL '
_computing_molecular_graphics 'SHELXTL '
_computing_publication_material 'SHELXTL '
# ========================================================================= #
# REFINMENT DATA #
# ========================================================================= #
_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.
H atoms attached to C atoms were located at their geometrical positions using
appropriate HFIX instructions in SHELXL (43 for the
aromatic and 137 for the terminal methyl groups) and included in
subsequent refinement cycles in riding-motion approximation with isotropic
thermal displacements parameters (U~iso~) fixed at 1.2 or
1.5\\timesU~eq~ of the C-atom to which they are attached, respectively.
H atoms associated with the O atoms of the MeOH solvent molecules were
markedly visible in difference Fourier maps and were included in the structure
with the O--H distance restrained to 0.90(1) with U~iso~ fixed at
1.5\\timesU~eq~ of the respective O atom.
The spaces originated by the close packing of complexes contained a
considerable electron density, mainly due to disordered solvent molecules
(MeOH). It was possible to locate one MeOH molecule, however attempts to
locate and model remaining solvent molecules revealed to be unsuccessful as
the electron density was highly smeared-out thus avoiding full convergence
upon full-matrix least squares refinement cycles on F^2^.
Searches for the total potential solvent area using the software package
PLATON^ ^ revealed the existence of a large cavity with a potential
solvent accessible void volume of ca.287\%A^3^. The original data set
was then mathematically treated using the SQUEEZE subroutines to fully
remove the contribution of these highly disordered molecules in the
solvent-accessible volume. It was estimated that the contribution of ca. 73
electrons was effectively removed, corresponding to four additional MeOH
molecules (18 electrons per MeOH), which were also considered for the
empirical formula of the compound. The calculated solvent-free reflection list
was then used for the final structure refinement.
;
_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^)+(0.0582P)^2^+0.2582P] 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 7339
_refine_ls_number_parameters 394
_refine_ls_number_restraints 1
_refine_ls_R_factor_all 0.0508
_refine_ls_R_factor_gt 0.0372
_refine_ls_wR_factor_ref 0.1049
_refine_ls_wR_factor_gt 0.1003
_refine_ls_goodness_of_fit_ref 1.075
_refine_ls_restrained_S_all 1.075
_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
V1 V 0.04599(4) 0.32901(3) 0.37824(2) 0.01382(9) Uani 1 1 d . . .
V2 V 0.21942(4) 0.32765(3) 0.23697(2) 0.01625(10) Uani 1 1 d . . .
S1 S 0.15887(6) 0.58674(5) 0.29556(3) 0.01612(12) Uani 1 1 d . . .
O1 O 0.25874(15) 0.31814(13) 0.36274(9) 0.0151(3) Uani 1 1 d . . .
O3 O 0.00330(15) 0.31157(13) 0.25247(9) 0.0164(3) Uani 1 1 d . . .
O8 O 0.11410(16) 0.51486(13) 0.36815(9) 0.0169(3) Uani 1 1 d . . .
O5 O -0.10633(16) 0.31090(14) 0.40386(10) 0.0222(3) Uani 1 1 d . . .
O7 O 0.24641(16) 0.51453(13) 0.25845(9) 0.0195(3) Uani 1 1 d . . .
O6 O 0.36462(17) 0.31963(15) 0.20984(10) 0.0266(4) Uani 1 1 d . . .
O9 O 0.25677(17) 0.70899(14) 0.33116(10) 0.0226(3) Uani 1 1 d . . .
N1 N 0.18684(19) 0.35410(15) 0.50250(11) 0.0161(4) Uani 1 1 d . . .
O4 O -0.23756(16) 0.19969(15) 0.18531(10) 0.0263(4) Uani 1 1 d . . .
O2 O 0.43913(15) 0.21239(14) 0.42776(10) 0.0210(3) Uani 1 1 d . . .
N3 N 0.0867(2) 0.33565(17) 0.11262(11) 0.0213(4) Uani 1 1 d . . .
O10 O 0.02983(17) 0.59849(14) 0.23182(10) 0.0240(3) Uani 1 1 d . . .
N4 N 0.1085(2) 0.12939(17) 0.21237(11) 0.0194(4) Uani 1 1 d . . .
N2 N 0.05419(18) 0.13603(16) 0.39416(11) 0.0158(4) Uani 1 1 d . . .
C12 C 0.5593(2) 0.3195(2) 0.42478(17) 0.0297(5) Uani 1 1 d . . .
H12A H 0.5401 0.3537 0.3684 0.045 Uiso 1 1 calc R . .
H12B H 0.6512 0.2924 0.4355 0.045 Uiso 1 1 calc R . .
H12C H 0.5680 0.3852 0.4683 0.045 Uiso 1 1 calc R . .
C6 C 0.3073(2) 0.24209(19) 0.42687(13) 0.0158(4) Uani 1 1 d . . .
C1 C 0.1646(2) 0.40545(19) 0.57200(14) 0.0204(4) Uani 1 1 d . . .
H1 H 0.0786 0.4353 0.5670 0.025 Uiso 1 1 calc R . .
C7 C 0.1898(2) 0.11733(19) 0.41769(13) 0.0154(4) Uani 1 1 d . . .
C20 C -0.1309(3) -0.0136(2) 0.16747(15) 0.0277(5) Uani 1 1 d . . .
H20 H -0.2349 -0.0265 0.1495 0.033 Uiso 1 1 calc R . .
C19 C -0.0399(2) 0.1057(2) 0.18863(13) 0.0207(5) Uani 1 1 d . . .
C18 C -0.0900(2) 0.2283(2) 0.18536(14) 0.0198(4) Uani 1 1 d . . .
C5 C 0.3086(2) 0.31015(19) 0.51042(13) 0.0171(4) Uani 1 1 d . . .
C23 C 0.1695(3) 0.0308(2) 0.21661(14) 0.0246(5) Uani 1 1 d . . .
H23 H 0.2738 0.0459 0.2330 0.029 Uiso 1 1 calc R . .
C17 C -0.0577(3) 0.2860(2) 0.10351(14) 0.0216(5) Uani 1 1 d . . .
C13 C 0.1343(3) 0.3764(2) 0.04363(15) 0.0279(5) Uani 1 1 d . . .
H13 H 0.2367 0.4105 0.0497 0.033 Uiso 1 1 calc R . .
C10 C -0.0447(3) -0.0858(2) 0.39568(14) 0.0235(5) Uani 1 1 d . . .
H10 H -0.1286 -0.1557 0.3868 0.028 Uiso 1 1 calc R . .
C8 C 0.2164(2) -0.0011(2) 0.43316(14) 0.0203(4) Uani 1 1 d . . .
H8 H 0.3140 -0.0109 0.4518 0.024 Uiso 1 1 calc R . .
C11 C -0.0620(2) 0.0351(2) 0.38382(13) 0.0200(4) Uani 1 1 d . . .
H11 H -0.1587 0.0477 0.3679 0.024 Uiso 1 1 calc R . .
C16 C -0.1600(3) 0.2756(2) 0.02607(15) 0.0298(5) Uani 1 1 d . . .
H16 H -0.2615 0.2390 0.0211 0.036 Uiso 1 1 calc R . .
C24 C -0.2956(3) 0.3093(3) 0.19027(19) 0.0422(7) Uani 1 1 d . . .
H24A H -0.2700 0.3423 0.2497 0.063 Uiso 1 1 calc R . .
H24B H -0.4030 0.2849 0.1684 0.063 Uiso 1 1 calc R . .
H24C H -0.2531 0.3749 0.1561 0.063 Uiso 1 1 calc R . .
C9 C 0.0953(3) -0.1050(2) 0.42051(14) 0.0239(5) Uani 1 1 d . . .
H9 H 0.1087 -0.1880 0.4288 0.029 Uiso 1 1 calc R . .
C4 C 0.4128(2) 0.3186(2) 0.58625(14) 0.0216(5) Uani 1 1 d . . .
H4 H 0.4976 0.2875 0.5900 0.026 Uiso 1 1 calc R . .
O11 O 0.4272(3) 0.8644(2) 0.24234(16) 0.0595(6) Uani 1 1 d D . .
H5 H 0.371(4) 0.808(3) 0.273(2) 0.089 Uiso 1 1 d D . .
C2 C 0.2644(3) 0.4157(2) 0.65060(15) 0.0254(5) Uani 1 1 d . . .
H2 H 0.2462 0.4508 0.6993 0.030 Uiso 1 1 calc R . .
C3 C 0.3906(3) 0.3744(2) 0.65772(15) 0.0270(5) Uani 1 1 d . . .
H3 H 0.4619 0.3838 0.7109 0.032 Uiso 1 1 calc R . .
C22 C 0.0849(3) -0.0920(2) 0.19779(16) 0.0315(6) Uani 1 1 d . . .
H22 H 0.1307 -0.1604 0.2019 0.038 Uiso 1 1 calc R . .
C15 C -0.1107(3) 0.3201(2) -0.04462(16) 0.0360(6) Uani 1 1 d . . .
H15 H -0.1788 0.3162 -0.0985 0.043 Uiso 1 1 calc R . .
C14 C 0.0377(3) 0.3697(2) -0.03572(15) 0.0332(6) Uani 1 1 d . . .
H14 H 0.0733 0.3989 -0.0835 0.040 Uiso 1 1 calc R . .
C21 C -0.0658(3) -0.1152(2) 0.17316(16) 0.0344(6) Uani 1 1 d . . .
H21 H -0.1250 -0.1995 0.1601 0.041 Uiso 1 1 calc R . .
C25 C 0.5331(4) 0.9579(3) 0.3008(3) 0.0803(14) Uani 1 1 d . . .
H25A H 0.4829 1.0081 0.3278 0.120 Uiso 1 1 calc R . .
H25B H 0.5969 1.0136 0.2705 0.120 Uiso 1 1 calc R . .
H25C H 0.5929 0.9169 0.3444 0.120 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
V1 0.01184(17) 0.01360(18) 0.01712(18) 0.00194(13) 0.00549(13) 0.00343(13)
V2 0.01650(18) 0.01676(19) 0.01819(19) 0.00243(14) 0.00795(14) 0.00559(14)
S1 0.0172(3) 0.0134(2) 0.0179(3) 0.00307(19) 0.0047(2) 0.00384(19)
O1 0.0150(7) 0.0145(7) 0.0172(7) 0.0051(6) 0.0053(6) 0.0050(6)
O3 0.0160(7) 0.0159(7) 0.0168(7) -0.0017(6) 0.0035(6) 0.0035(6)
O8 0.0201(7) 0.0143(7) 0.0171(7) 0.0025(6) 0.0061(6) 0.0044(6)
O5 0.0163(7) 0.0243(8) 0.0280(8) 0.0028(7) 0.0090(6) 0.0056(6)
O7 0.0212(8) 0.0159(7) 0.0247(8) 0.0038(6) 0.0120(6) 0.0047(6)
O6 0.0240(8) 0.0322(9) 0.0302(9) 0.0046(7) 0.0147(7) 0.0117(7)
O9 0.0230(8) 0.0144(7) 0.0284(8) 0.0014(6) 0.0070(7) 0.0007(6)
N1 0.0156(8) 0.0114(8) 0.0211(9) 0.0029(7) 0.0071(7) 0.0007(7)
O4 0.0161(8) 0.0272(9) 0.0325(9) -0.0057(7) 0.0016(7) 0.0045(7)
O2 0.0132(7) 0.0192(8) 0.0341(9) 0.0072(6) 0.0103(6) 0.0065(6)
N3 0.0297(10) 0.0188(9) 0.0187(9) 0.0018(7) 0.0077(8) 0.0107(8)
O10 0.0234(8) 0.0244(8) 0.0233(8) 0.0050(6) 0.0015(7) 0.0090(7)
N4 0.0251(10) 0.0187(9) 0.0162(9) 0.0005(7) 0.0062(7) 0.0084(8)
N2 0.0154(8) 0.0145(9) 0.0179(9) 0.0019(7) 0.0070(7) 0.0016(7)
C12 0.0159(11) 0.0277(13) 0.0466(15) 0.0090(11) 0.0131(10) 0.0022(9)
C6 0.0137(10) 0.0143(10) 0.0212(10) 0.0056(8) 0.0072(8) 0.0043(8)
C1 0.0252(11) 0.0128(10) 0.0239(11) 0.0011(8) 0.0087(9) 0.0033(9)
C7 0.0180(10) 0.0141(10) 0.0150(10) 0.0019(8) 0.0069(8) 0.0030(8)
C20 0.0306(13) 0.0245(12) 0.0251(12) -0.0040(9) 0.0056(10) 0.0028(10)
C19 0.0247(12) 0.0203(11) 0.0167(10) -0.0009(8) 0.0053(9) 0.0046(9)
C18 0.0165(10) 0.0192(11) 0.0214(11) -0.0035(8) 0.0012(8) 0.0041(8)
C5 0.0150(10) 0.0130(10) 0.0219(11) 0.0052(8) 0.0057(8) -0.0002(8)
C23 0.0308(13) 0.0258(12) 0.0218(11) 0.0014(9) 0.0079(10) 0.0148(10)
C17 0.0288(12) 0.0168(11) 0.0203(11) -0.0022(8) 0.0039(9) 0.0102(9)
C13 0.0413(14) 0.0240(12) 0.0245(12) 0.0042(10) 0.0144(11) 0.0133(11)
C10 0.0271(12) 0.0154(11) 0.0247(12) 0.0002(9) 0.0098(9) -0.0038(9)
C8 0.0245(11) 0.0177(11) 0.0232(11) 0.0050(8) 0.0117(9) 0.0081(9)
C11 0.0180(10) 0.0205(11) 0.0192(11) 0.0022(8) 0.0061(8) -0.0008(9)
C16 0.0343(14) 0.0292(13) 0.0242(12) -0.0058(10) 0.0001(10) 0.0122(11)
C24 0.0272(14) 0.0508(18) 0.0489(17) -0.0101(14) 0.0024(12) 0.0178(13)
C9 0.0353(13) 0.0131(10) 0.0258(12) 0.0038(9) 0.0146(10) 0.0038(9)
C4 0.0185(11) 0.0176(11) 0.0258(12) 0.0048(9) 0.0028(9) 0.0021(8)
O11 0.0469(13) 0.0633(15) 0.0724(16) 0.0281(12) 0.0285(12) 0.0074(12)
C2 0.0350(13) 0.0169(11) 0.0222(11) -0.0028(9) 0.0081(10) 0.0018(10)
C3 0.0280(12) 0.0220(12) 0.0230(12) 0.0014(9) -0.0011(10) -0.0006(10)
C22 0.0470(16) 0.0216(12) 0.0301(13) 0.0028(10) 0.0104(12) 0.0159(11)
C15 0.0556(18) 0.0338(14) 0.0186(12) -0.0031(10) -0.0016(11) 0.0223(13)
C14 0.0555(18) 0.0302(14) 0.0205(12) 0.0047(10) 0.0132(12) 0.0197(13)
C21 0.0481(16) 0.0187(12) 0.0338(14) -0.0042(10) 0.0103(12) 0.0036(11)
C25 0.0310(17) 0.056(2) 0.138(4) 0.050(2) 0.003(2) -0.0006(16)
# ========================================================================= #
# GEOMETRY #
# ========================================================================= #
_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
V1 O5 1.5954(15) . ?
V1 O3 1.9807(14) . ?
V1 O8 1.9934(14) . ?
V1 N1 2.1133(18) . ?
V1 N2 2.1378(17) . ?
V1 O1 2.1651(14) . ?
V2 O6 1.5937(15) . ?
V2 O1 1.9909(14) . ?
V2 O7 2.0090(15) . ?
V2 N3 2.1236(19) . ?
V2 O3 2.1326(14) . ?
V2 N4 2.1558(18) . ?
S1 O10 1.4445(16) . ?
S1 O9 1.4578(15) . ?
S1 O7 1.5077(15) . ?
S1 O8 1.5104(14) . ?
O1 C6 1.393(2) . ?
O3 C18 1.394(2) . ?
N1 C1 1.345(3) . ?
N1 C5 1.354(3) . ?
O4 C18 1.385(3) . ?
O4 C24 1.447(3) . ?
O2 C6 1.387(2) . ?
O2 C12 1.445(3) . ?
N3 C17 1.341(3) . ?
N3 C13 1.349(3) . ?
N4 C23 1.341(3) . ?
N4 C19 1.350(3) . ?
N2 C7 1.338(3) . ?
N2 C11 1.345(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C6 C7 1.527(3) . ?
C6 C5 1.541(3) . ?
C1 C2 1.384(3) . ?
C1 H1 0.9500 . ?
C7 C8 1.387(3) . ?
C20 C19 1.372(3) . ?
C20 C21 1.393(3) . ?
C20 H20 0.9500 . ?
C19 C18 1.524(3) . ?
C18 C17 1.540(3) . ?
C5 C4 1.373(3) . ?
C23 C22 1.379(3) . ?
C23 H23 0.9500 . ?
C17 C16 1.380(3) . ?
C13 C14 1.383(3) . ?
C13 H13 0.9500 . ?
C10 C11 1.377(3) . ?
C10 C9 1.382(3) . ?
C10 H10 0.9500 . ?
C8 C9 1.392(3) . ?
C8 H8 0.9500 . ?
C11 H11 0.9500 . ?
C16 C15 1.392(4) . ?
C16 H16 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C9 H9 0.9500 . ?
C4 C3 1.395(3) . ?
C4 H4 0.9500 . ?
O11 C25 1.415(5) . ?
O11 H5 0.949(10) . ?
C2 C3 1.380(3) . ?
C2 H2 0.9500 . ?
C3 H3 0.9500 . ?
C22 C21 1.372(4) . ?
C22 H22 0.9500 . ?
C15 C14 1.377(4) . ?
C15 H15 0.9500 . ?
C14 H14 0.9500 . ?
C21 H21 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 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
O5 V1 O3 108.28(7) . . ?
O5 V1 O8 104.82(7) . . ?
O3 V1 O8 86.66(6) . . ?
O5 V1 N1 97.95(7) . . ?
O3 V1 N1 153.72(6) . . ?
O8 V1 N1 88.19(6) . . ?
O5 V1 N2 94.26(7) . . ?
O3 V1 N2 94.15(6) . . ?
O8 V1 N2 159.64(6) . . ?
N1 V1 N2 82.10(6) . . ?
O5 V1 O1 166.67(7) . . ?
O3 V1 O1 79.52(6) . . ?
O8 V1 O1 86.11(6) . . ?
N1 V1 O1 74.42(6) . . ?
N2 V1 O1 74.07(6) . . ?
O6 V2 O1 107.97(7) . . ?
O6 V2 O7 103.42(7) . . ?
O1 V2 O7 86.40(6) . . ?
O6 V2 N3 97.11(8) . . ?
O1 V2 N3 154.84(7) . . ?
O7 V2 N3 89.87(7) . . ?
O6 V2 O3 168.62(7) . . ?
O1 V2 O3 80.09(6) . . ?
O7 V2 O3 84.79(6) . . ?
N3 V2 O3 74.78(6) . . ?
O6 V2 N4 96.87(8) . . ?
O1 V2 N4 93.28(6) . . ?
O7 V2 N4 158.78(7) . . ?
N3 V2 N4 81.43(7) . . ?
O3 V2 N4 74.28(6) . . ?
O10 S1 O9 112.80(9) . . ?
O10 S1 O7 110.67(9) . . ?
O9 S1 O7 107.65(9) . . ?
O10 S1 O8 110.15(9) . . ?
O9 S1 O8 107.68(9) . . ?
O7 S1 O8 107.70(8) . . ?
C6 O1 V2 140.73(12) . . ?
C6 O1 V1 103.99(11) . . ?
V2 O1 V1 98.93(6) . . ?
C18 O3 V1 138.60(13) . . ?
C18 O3 V2 105.00(11) . . ?
V1 O3 V2 100.35(6) . . ?
S1 O8 V1 130.14(8) . . ?
S1 O7 V2 131.13(9) . . ?
C1 N1 C5 118.94(19) . . ?
C1 N1 V1 126.55(15) . . ?
C5 N1 V1 114.48(13) . . ?
C18 O4 C24 114.36(18) . . ?
C6 O2 C12 114.96(16) . . ?
C17 N3 C13 119.0(2) . . ?
C17 N3 V2 114.10(14) . . ?
C13 N3 V2 126.73(17) . . ?
C23 N4 C19 118.13(19) . . ?
C23 N4 V2 127.71(16) . . ?
C19 N4 V2 114.15(14) . . ?
C7 N2 C11 118.56(18) . . ?
C7 N2 V1 115.08(13) . . ?
C11 N2 V1 126.35(14) . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O2 C6 O1 115.97(16) . . ?
O2 C6 C7 107.31(16) . . ?
O1 C6 C7 108.52(16) . . ?
O2 C6 C5 113.66(17) . . ?
O1 C6 C5 105.18(16) . . ?
C7 C6 C5 105.65(15) . . ?
N1 C1 C2 121.4(2) . . ?
N1 C1 H1 119.3 . . ?
C2 C1 H1 119.3 . . ?
N2 C7 C8 123.10(19) . . ?
N2 C7 C6 111.21(17) . . ?
C8 C7 C6 125.68(19) . . ?
C19 C20 C21 117.7(2) . . ?
C19 C20 H20 121.1 . . ?
C21 C20 H20 121.1 . . ?
N4 C19 C20 123.4(2) . . ?
N4 C19 C18 111.09(18) . . ?
C20 C19 C18 125.5(2) . . ?
O4 C18 O3 114.70(17) . . ?
O4 C18 C19 108.82(17) . . ?
O3 C18 C19 108.45(17) . . ?
O4 C18 C17 114.02(18) . . ?
O3 C18 C17 105.91(17) . . ?
C19 C18 C17 104.32(17) . . ?
N1 C5 C4 122.7(2) . . ?
N1 C5 C6 111.63(17) . . ?
C4 C5 C6 125.52(19) . . ?
N4 C23 C22 121.7(2) . . ?
N4 C23 H23 119.2 . . ?
C22 C23 H23 119.2 . . ?
N3 C17 C16 122.4(2) . . ?
N3 C17 C18 112.01(19) . . ?
C16 C17 C18 125.1(2) . . ?
N3 C13 C14 121.6(2) . . ?
N3 C13 H13 119.2 . . ?
C14 C13 H13 119.2 . . ?
C11 C10 C9 119.6(2) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C7 C8 C9 117.8(2) . . ?
C7 C8 H8 121.1 . . ?
C9 C8 H8 121.1 . . ?
N2 C11 C10 121.8(2) . . ?
N2 C11 H11 119.1 . . ?
C10 C11 H11 119.1 . . ?
C17 C16 C15 118.4(2) . . ?
C17 C16 H16 120.8 . . ?
C15 C16 H16 120.8 . . ?
O4 C24 H24A 109.5 . . ?
O4 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O4 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C10 C9 C8 119.1(2) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C5 C4 C3 118.1(2) . . ?
C5 C4 H4 121.0 . . ?
C3 C4 H4 121.0 . . ?
C25 O11 H5 109(3) . . ?
C3 C2 C1 119.4(2) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 119.5(2) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C21 C22 C23 119.8(2) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C14 C15 C16 119.3(2) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
C15 C14 C13 119.2(2) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C22 C21 C20 119.2(2) . . ?
C22 C21 H21 120.4 . . ?
C20 C21 H21 120.4 . . ?
O11 C25 H25A 109.5 . . ?
O11 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O11 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 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
O6 V2 O1 C6 -54.0(2) . . . . ?
O7 V2 O1 C6 -156.98(19) . . . . ?
N3 V2 O1 C6 121.0(2) . . . . ?
O3 V2 O1 C6 117.69(19) . . . . ?
N4 V2 O1 C6 44.3(2) . . . . ?
O6 V2 O1 V1 -179.39(7) . . . . ?
O7 V2 O1 V1 77.67(6) . . . . ?
N3 V2 O1 V1 -4.32(17) . . . . ?
O3 V2 O1 V1 -7.67(5) . . . . ?
N4 V2 O1 V1 -81.08(7) . . . . ?
O5 V1 O1 C6 -12.5(3) . . . . ?
O3 V1 O1 C6 -139.59(12) . . . . ?
O8 V1 O1 C6 133.09(12) . . . . ?
N1 V1 O1 C6 43.89(12) . . . . ?
N2 V1 O1 C6 -42.16(12) . . . . ?
O5 V1 O1 V2 135.3(3) . . . . ?
O3 V1 O1 V2 8.27(6) . . . . ?
O8 V1 O1 V2 -79.05(6) . . . . ?
N1 V1 O1 V2 -168.25(7) . . . . ?
N2 V1 O1 V2 105.70(7) . . . . ?
O5 V1 O3 C18 -49.4(2) . . . . ?
O8 V1 O3 C18 -153.87(19) . . . . ?
N1 V1 O3 C18 127.1(2) . . . . ?
N2 V1 O3 C18 46.52(19) . . . . ?
O1 V1 O3 C18 119.47(19) . . . . ?
O5 V1 O3 V2 -176.58(7) . . . . ?
O8 V1 O3 V2 78.91(6) . . . . ?
N1 V1 O3 V2 -0.17(16) . . . . ?
N2 V1 O3 V2 -80.70(6) . . . . ?
O1 V1 O3 V2 -7.75(5) . . . . ?
O6 V2 O3 C18 -2.5(4) . . . . ?
O1 V2 O3 C18 -138.54(13) . . . . ?
O7 V2 O3 C18 134.21(13) . . . . ?
N3 V2 O3 C18 42.93(12) . . . . ?
N4 V2 O3 C18 -42.26(12) . . . . ?
O6 V2 O3 V1 144.5(4) . . . . ?
O1 V2 O3 V1 8.42(6) . . . . ?
O7 V2 O3 V1 -78.83(6) . . . . ?
N3 V2 O3 V1 -170.11(8) . . . . ?
N4 V2 O3 V1 104.70(7) . . . . ?
O10 S1 O8 V1 81.04(13) . . . . ?
O9 S1 O8 V1 -155.58(11) . . . . ?
O7 S1 O8 V1 -39.74(14) . . . . ?
O5 V1 O8 S1 -126.50(12) . . . . ?
O3 V1 O8 S1 -18.47(11) . . . . ?
N1 V1 O8 S1 135.75(12) . . . . ?
N2 V1 O8 S1 74.5(2) . . . . ?
O1 V1 O8 S1 61.24(11) . . . . ?
O10 S1 O7 V2 -81.09(14) . . . . ?
O9 S1 O7 V2 155.22(12) . . . . ?
O8 S1 O7 V2 39.37(14) . . . . ?
O6 V2 O7 S1 -171.95(12) . . . . ?
O1 V2 O7 S1 -64.33(12) . . . . ?
N3 V2 O7 S1 90.77(13) . . . . ?
O3 V2 O7 S1 16.04(12) . . . . ?
N4 V2 O7 S1 25.5(3) . . . . ?
O5 V1 N1 C1 -30.31(18) . . . . ?
O3 V1 N1 C1 153.14(16) . . . . ?
O8 V1 N1 C1 74.41(17) . . . . ?
N2 V1 N1 C1 -123.54(17) . . . . ?
O1 V1 N1 C1 160.88(18) . . . . ?
O5 V1 N1 C5 148.10(14) . . . . ?
O3 V1 N1 C5 -28.5(2) . . . . ?
O8 V1 N1 C5 -107.18(14) . . . . ?
N2 V1 N1 C5 54.88(14) . . . . ?
O1 V1 N1 C5 -20.71(13) . . . . ?
O6 V2 N3 C17 150.74(15) . . . . ?
O1 V2 N3 C17 -24.5(2) . . . . ?
O7 V2 N3 C17 -105.75(15) . . . . ?
O3 V2 N3 C17 -21.12(14) . . . . ?
N4 V2 N3 C17 54.82(15) . . . . ?
O6 V2 N3 C13 -24.38(19) . . . . ?
O1 V2 N3 C13 160.35(16) . . . . ?
O7 V2 N3 C13 79.13(18) . . . . ?
O3 V2 N3 C13 163.77(18) . . . . ?
N4 V2 N3 C13 -120.30(18) . . . . ?
O6 V2 N4 C23 29.01(19) . . . . ?
O1 V2 N4 C23 -79.54(18) . . . . ?
O7 V2 N4 C23 -168.04(18) . . . . ?
N3 V2 N4 C23 125.20(18) . . . . ?
O3 V2 N4 C23 -158.29(19) . . . . ?
O6 V2 N4 C19 -149.75(15) . . . . ?
O1 V2 N4 C19 101.70(15) . . . . ?
O7 V2 N4 C19 13.2(3) . . . . ?
N3 V2 N4 C19 -53.56(15) . . . . ?
O3 V2 N4 C19 22.95(14) . . . . ?
O5 V1 N2 C7 -150.14(15) . . . . ?
O3 V1 N2 C7 101.15(14) . . . . ?
O8 V1 N2 C7 9.6(3) . . . . ?
N1 V1 N2 C7 -52.69(14) . . . . ?
O1 V1 N2 C7 23.29(13) . . . . ?
O5 V1 N2 C11 29.01(18) . . . . ?
O3 V1 N2 C11 -79.69(17) . . . . ?
O8 V1 N2 C11 -171.27(17) . . . . ?
N1 V1 N2 C11 126.47(17) . . . . ?
O1 V1 N2 C11 -157.55(18) . . . . ?
C12 O2 C6 O1 50.7(2) . . . . ?
C12 O2 C6 C7 172.19(18) . . . . ?
C12 O2 C6 C5 -71.4(2) . . . . ?
V2 O1 C6 O2 51.9(3) . . . . ?
V1 O1 C6 O2 175.80(14) . . . . ?
V2 O1 C6 C7 -68.9(2) . . . . ?
V1 O1 C6 C7 54.99(16) . . . . ?
V2 O1 C6 C5 178.43(14) . . . . ?
V1 O1 C6 C5 -57.70(15) . . . . ?
C5 N1 C1 C2 0.9(3) . . . . ?
V1 N1 C1 C2 179.27(16) . . . . ?
C11 N2 C7 C8 -1.0(3) . . . . ?
V1 N2 C7 C8 178.26(15) . . . . ?
C11 N2 C7 C6 -179.59(17) . . . . ?
V1 N2 C7 C6 -0.4(2) . . . . ?
O2 C6 C7 N2 -163.81(16) . . . . ?
O1 C6 C7 N2 -37.8(2) . . . . ?
C5 C6 C7 N2 74.6(2) . . . . ?
O2 C6 C7 C8 17.6(3) . . . . ?
O1 C6 C7 C8 143.64(19) . . . . ?
C5 C6 C7 C8 -104.0(2) . . . . ?
C23 N4 C19 C20 -1.0(3) . . . . ?
V2 N4 C19 C20 177.87(18) . . . . ?
C23 N4 C19 C18 -178.75(18) . . . . ?
V2 N4 C19 C18 0.1(2) . . . . ?
C21 C20 C19 N4 1.8(3) . . . . ?
C21 C20 C19 C18 179.2(2) . . . . ?
C24 O4 C18 O3 52.9(3) . . . . ?
C24 O4 C18 C19 174.57(19) . . . . ?
C24 O4 C18 C17 -69.5(2) . . . . ?
V1 O3 C18 O4 51.5(3) . . . . ?
V2 O3 C18 O4 177.31(14) . . . . ?
V1 O3 C18 C19 -70.4(2) . . . . ?
V2 O3 C18 C19 55.45(17) . . . . ?
V1 O3 C18 C17 178.16(13) . . . . ?
V2 O3 C18 C17 -56.03(16) . . . . ?
N4 C19 C18 O4 -162.93(18) . . . . ?
C20 C19 C18 O4 19.4(3) . . . . ?
N4 C19 C18 O3 -37.5(2) . . . . ?
C20 C19 C18 O3 144.8(2) . . . . ?
N4 C19 C18 C17 75.0(2) . . . . ?
C20 C19 C18 C17 -102.7(2) . . . . ?
C1 N1 C5 C4 -1.7(3) . . . . ?
V1 N1 C5 C4 179.77(16) . . . . ?
C1 N1 C5 C6 173.87(17) . . . . ?
V1 N1 C5 C6 -4.7(2) . . . . ?
O2 C6 C5 N1 170.77(16) . . . . ?
O1 C6 C5 N1 42.9(2) . . . . ?
C7 C6 C5 N1 -71.8(2) . . . . ?
O2 C6 C5 C4 -13.8(3) . . . . ?
O1 C6 C5 C4 -141.7(2) . . . . ?
C7 C6 C5 C4 103.6(2) . . . . ?
C19 N4 C23 C22 -0.2(3) . . . . ?
V2 N4 C23 C22 -178.95(17) . . . . ?
C13 N3 C17 C16 -0.3(3) . . . . ?
V2 N3 C17 C16 -175.87(17) . . . . ?
C13 N3 C17 C18 172.24(18) . . . . ?
V2 N3 C17 C18 -3.3(2) . . . . ?
O4 C18 C17 N3 167.36(17) . . . . ?
O3 C18 C17 N3 40.3(2) . . . . ?
C19 C18 C17 N3 -74.1(2) . . . . ?
O4 C18 C17 C16 -20.3(3) . . . . ?
O3 C18 C17 C16 -147.4(2) . . . . ?
C19 C18 C17 C16 98.3(2) . . . . ?
C17 N3 C13 C14 0.9(3) . . . . ?
V2 N3 C13 C14 175.77(17) . . . . ?
N2 C7 C8 C9 2.3(3) . . . . ?
C6 C7 C8 C9 -179.30(19) . . . . ?
C7 N2 C11 C10 -0.9(3) . . . . ?
V1 N2 C11 C10 179.99(15) . . . . ?
C9 C10 C11 N2 1.3(3) . . . . ?
N3 C17 C16 C15 -0.9(3) . . . . ?
C18 C17 C16 C15 -172.5(2) . . . . ?
C11 C10 C9 C8 0.1(3) . . . . ?
C7 C8 C9 C10 -1.8(3) . . . . ?
N1 C5 C4 C3 0.4(3) . . . . ?
C6 C5 C4 C3 -174.55(19) . . . . ?
N1 C1 C2 C3 1.1(3) . . . . ?
C1 C2 C3 C4 -2.4(3) . . . . ?
C5 C4 C3 C2 1.7(3) . . . . ?
N4 C23 C22 C21 0.7(4) . . . . ?
C17 C16 C15 C14 1.7(3) . . . . ?
C16 C15 C14 C13 -1.2(4) . . . . ?
N3 C13 C14 C15 -0.1(3) . . . . ?
C23 C22 C21 C20 0.1(4) . . . . ?
C19 C20 C21 C22 -1.2(4) . . . . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O11 H5 O9 0.949(10) 1.790(11) 2.738(3) 176(4) .
_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full 27.48
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max 0.736
_refine_diff_density_min -0.406
_refine_diff_density_rms 0.068
# SQUEEZE RESULTS
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.032 -0.015 0.000 285 73 ' '
_platon_squeeze_details
;
;
#============================================================================#
# Luis Cunha-Silva @ REQUIMTE & DQB FCUP * 23/05/2012 * END #
#============================================================================#
# Attachment '- comp 3 - CS807Ao rev.CIF'
data_CS807Aorange
_database_code_depnum_ccdc_archive 'CCDC 873025'
#TrackingRef '- comp 3 - CS807Ao rev.CIF'
# ========================================================================= #
_audit_creation_method 'SHELXL-97, manual editing plus enCIFer'
_audit_creation_date '23 May 2012'
# ========================================================================= #
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C24 H22 N4 O10 V2'
_chemical_formula_sum 'C24 H22 N4 O10 V2'
_chemical_formula_weight 628.34
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'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
# ========================================================================= #
# CRYSTAL DATA #
# ========================================================================= #
_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 8.9758(6)
_cell_length_b 9.1138(8)
_cell_length_c 15.2124(13)
_cell_angle_alpha 89.297(4)
_cell_angle_beta 85.708(4)
_cell_angle_gamma 85.366(4)
_cell_volume 1236.86(17)
_cell_formula_units_Z 2
_cell_measurement_temperature 150.0(2)
_cell_measurement_reflns_used 9813
_cell_measurement_theta_min 2.56
_cell_measurement_theta_max 27.50
_exptl_crystal_description block
_exptl_crystal_colour orange
_exptl_crystal_size_max 0.26
_exptl_crystal_size_mid 0.14
_exptl_crystal_size_min 0.08
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.687
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 640
_exptl_absorpt_coefficient_mu 0.824
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.8144
_exptl_absorpt_correction_T_max 0.9370
_exptl_absorpt_process_details
;
SADABS (Sheldrick, 1997)
;
# ========================================================================= #
# EXPERIMENTAL DATA #
# ========================================================================= #
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 150.0(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 X8 Kappa CCD APEX II'
_diffrn_measurement_method 'omega/phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 27392
_diffrn_reflns_av_R_equivalents 0.0366
_diffrn_reflns_av_sigmaI/netI 0.0322
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_l_min -19
_diffrn_reflns_limit_l_max 19
_diffrn_reflns_theta_min 3.65
_diffrn_reflns_theta_max 26.37
_reflns_number_total 5036
_reflns_number_gt 4095
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'APEX2 (Bruker, 2006)'
_computing_cell_refinement 'APEX2 '
_computing_data_reduction 'SAINT+ (Bruker, 1997-2005)'
_computing_structure_solution 'SHELXTL (Bruker 2001)'
_computing_structure_refinement 'SHELXTL '
_computing_molecular_graphics 'SHELXTL '
_computing_publication_material 'SHELXTL '
# ========================================================================= #
# REFINMENT DATA #
# ========================================================================= #
_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.
H atoms attached to C atoms were located at their geometrical positions using
appropriate HFIX instructions in SHELXL (43 for the
aromatic and 137 for the terminal methyl groups) and included in
subsequent refinement cycles in riding-motion approximation with isotropic
thermal displacements parameters (U~iso~) fixed at 1.2 or
1.5\\timesU~eq~ of the C-atom to which they are attached, respectively.
;
_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^)+(0.0618P)^2^+3.5873P] 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 5036
_refine_ls_number_parameters 363
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0664
_refine_ls_R_factor_gt 0.0518
_refine_ls_wR_factor_ref 0.1438
_refine_ls_wR_factor_gt 0.1339
_refine_ls_goodness_of_fit_ref 1.035
_refine_ls_restrained_S_all 1.035
_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
V2 V 0.39961(6) 0.61547(6) 0.56731(4) 0.01664(15) Uani 1 1 d . . .
V1 V 0.14452(7) 0.88207(7) 1.01112(4) 0.03045(19) Uani 1 1 d . . .
O9 O 0.5594(2) 0.4357(2) 0.56270(14) 0.0172(5) Uani 1 1 d . . .
O10 O 0.7832(3) 0.3472(3) 0.62371(16) 0.0244(5) Uani 1 1 d . . .
O6 O 0.2509(3) 0.5293(3) 0.58444(16) 0.0243(5) Uani 1 1 d . . .
N3 N 0.6435(3) 0.7016(3) 0.55967(18) 0.0188(6) Uani 1 1 d . . .
N4 N 0.4574(3) 0.5789(3) 0.69930(19) 0.0224(6) Uani 1 1 d . . .
O4 O 0.0447(3) 1.0855(3) 1.05394(17) 0.0328(6) Uani 1 1 d . . .
O7 O 0.3346(3) 0.8005(3) 0.5269(2) 0.0448(8) Uani 1 1 d . . .
O8 O 0.3416(3) 0.8003(3) 0.6124(2) 0.0443(7) Uani 1 1 d . . .
C17 C 0.7465(4) 0.5986(4) 0.5860(2) 0.0191(7) Uani 1 1 d . . .
C13 C 0.6900(4) 0.8299(4) 0.5309(2) 0.0243(7) Uani 1 1 d . . .
H13 H 0.6181 0.9044 0.5130 0.029 Uiso 1 1 calc R . .
C15 C 0.9455(4) 0.7505(4) 0.5525(3) 0.0286(8) Uani 1 1 d . . .
H15 H 1.0488 0.7674 0.5488 0.034 Uiso 1 1 calc R . .
O5 O -0.0132(4) 1.2229(4) 1.1832(2) 0.0582(10) Uani 1 1 d . . .
N2 N -0.0146(4) 0.8484(4) 1.1386(2) 0.0373(8) Uani 1 1 d . . .
C14 C 0.8398(4) 0.8583(4) 0.5263(3) 0.0297(8) Uani 1 1 d . . .
H14 H 0.8698 0.9509 0.5053 0.036 Uiso 1 1 calc R . .
C19 C 0.5881(4) 0.4999(4) 0.7081(2) 0.0229(7) Uani 1 1 d . . .
O2 O 0.2327(5) 0.7059(4) 1.0453(3) 0.0698(11) Uani 1 1 d . . .
O1 O 0.2553(4) 0.9310(4) 0.9309(2) 0.0485(8) Uani 1 1 d . . .
N1 N 0.2813(4) 0.9568(4) 1.1068(2) 0.0357(8) Uani 1 1 d . . .
C5 C 0.2133(5) 1.0564(5) 1.1631(3) 0.0382(9) Uani 1 1 d . . .
C6 C 0.0475(5) 1.0922(5) 1.1461(3) 0.0388(10) Uani 1 1 d . . .
C16 C 0.8980(4) 0.6175(4) 0.5844(2) 0.0234(7) Uani 1 1 d . . .
H16 H 0.9670 0.5421 0.6043 0.028 Uiso 1 1 calc R . .
C20 C 0.6412(5) 0.4677(4) 0.7897(3) 0.0346(9) Uani 1 1 d . . .
H20 H 0.7352 0.4136 0.7947 0.042 Uiso 1 1 calc R . .
C23 C 0.3730(5) 0.6265(4) 0.7717(3) 0.0338(9) Uani 1 1 d . . .
H23 H 0.2807 0.6828 0.7650 0.041 Uiso 1 1 calc R . .
O3 O 0.1262(6) 0.6850(4) 0.9939(3) 0.0780(13) Uani 1 1 d . . .
C7 C -0.0362(5) 0.9687(5) 1.1880(3) 0.0377(10) Uani 1 1 d . . .
C1 C 0.4249(5) 0.9108(6) 1.1148(3) 0.0445(11) Uani 1 1 d . . .
H1 H 0.4741 0.8409 1.0744 0.053 Uiso 1 1 calc R . .
C21 C 0.5532(6) 0.5165(5) 0.8640(3) 0.0484(12) Uani 1 1 d . . .
H21 H 0.5864 0.4955 0.9210 0.058 Uiso 1 1 calc R . .
C22 C 0.4166(6) 0.5962(5) 0.8550(3) 0.0454(11) Uani 1 1 d . . .
H22 H 0.3547 0.6290 0.9054 0.054 Uiso 1 1 calc R . .
C3 C 0.4325(6) 1.0636(6) 1.2407(4) 0.0543(13) Uani 1 1 d . . .
H3 H 0.4845 1.0995 1.2870 0.065 Uiso 1 1 calc R . .
C8 C -0.1171(5) 0.9722(7) 1.2691(3) 0.0587(15) Uani 1 1 d . . .
H8 H -0.1305 1.0586 1.3040 0.070 Uiso 1 1 calc R . .
C2 C 0.5029(5) 0.9636(6) 1.1814(3) 0.0528(13) Uani 1 1 d . . .
H2 H 0.6052 0.9307 1.1860 0.063 Uiso 1 1 calc R . .
C4 C 0.2854(6) 1.1105(5) 1.2315(3) 0.0505(12) Uani 1 1 d . . .
H4 H 0.2338 1.1794 1.2717 0.061 Uiso 1 1 calc R . .
C9 C -0.1783(6) 0.8412(10) 1.2969(4) 0.080(2) Uani 1 1 d . . .
H9 H -0.2354 0.8378 1.3520 0.095 Uiso 1 1 calc R . .
C11 C -0.0761(6) 0.7274(6) 1.1672(4) 0.0547(13) Uani 1 1 d . . .
H11 H -0.0632 0.6425 1.1309 0.066 Uiso 1 1 calc R . .
C10 C -0.1567(7) 0.7199(8) 1.2461(4) 0.0701(17) Uani 1 1 d . . .
H10 H -0.1971 0.6307 1.2653 0.084 Uiso 1 1 calc R . .
C18 C 0.6723(4) 0.4613(4) 0.6191(2) 0.0196(7) Uani 1 1 d . . .
C24 C 0.7340(5) 0.2092(4) 0.6534(3) 0.0377(9) Uani 1 1 d . . .
H24A H 0.7053 0.2139 0.7168 0.057 Uiso 1 1 calc R . .
H24B H 0.8153 0.1319 0.6420 0.057 Uiso 1 1 calc R . .
H24C H 0.6474 0.1869 0.6218 0.057 Uiso 1 1 calc R . .
C12 C 0.0524(10) 1.3513(7) 1.1509(6) 0.097(3) Uani 1 1 d . . .
H12A H 0.1598 1.3279 1.1360 0.146 Uiso 1 1 calc R . .
H12B H 0.0384 1.4276 1.1962 0.146 Uiso 1 1 calc R . .
H12C H 0.0043 1.3869 1.0980 0.146 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
V2 0.0134(3) 0.0162(3) 0.0198(3) -0.0043(2) 0.0003(2) 0.00156(19)
V1 0.0344(4) 0.0306(4) 0.0247(3) -0.0004(3) -0.0004(3) 0.0060(3)
O9 0.0161(10) 0.0165(11) 0.0191(11) -0.0035(9) -0.0007(8) -0.0015(8)
O10 0.0239(12) 0.0185(12) 0.0298(13) -0.0002(10) -0.0038(10) 0.0065(9)
O6 0.0176(11) 0.0268(13) 0.0279(13) -0.0037(10) 0.0019(9) -0.0010(9)
N3 0.0171(13) 0.0170(13) 0.0221(14) -0.0049(11) -0.0009(11) -0.0009(10)
N4 0.0230(14) 0.0212(14) 0.0220(15) -0.0034(12) 0.0014(11) 0.0010(11)
O4 0.0403(15) 0.0277(14) 0.0296(14) 0.0008(11) -0.0046(12) 0.0035(11)
O7 0.0339(16) 0.0270(15) 0.073(2) -0.0128(15) -0.0032(15) 0.0030(12)
O8 0.0362(16) 0.0317(16) 0.063(2) -0.0019(14) 0.0026(14) 0.0032(12)
C17 0.0198(16) 0.0178(16) 0.0198(16) -0.0055(13) -0.0017(12) -0.0003(12)
C13 0.0234(17) 0.0198(17) 0.0292(19) -0.0037(14) -0.0008(14) 0.0001(13)
C15 0.0189(17) 0.032(2) 0.036(2) -0.0085(16) 0.0010(14) -0.0066(14)
O5 0.071(2) 0.044(2) 0.058(2) -0.0236(17) -0.0171(18) 0.0205(17)
N2 0.0398(19) 0.0352(19) 0.0358(19) 0.0066(15) -0.0013(15) 0.0009(15)
C14 0.0294(19) 0.0221(18) 0.038(2) -0.0030(16) 0.0006(16) -0.0090(14)
C19 0.0266(17) 0.0208(17) 0.0209(17) -0.0045(14) 0.0004(13) -0.0009(13)
O2 0.086(3) 0.050(2) 0.068(3) -0.0040(19) 0.009(2) 0.016(2)
O1 0.0428(17) 0.066(2) 0.0337(16) 0.0081(15) 0.0012(13) 0.0094(15)
N1 0.0348(18) 0.0399(19) 0.0325(18) 0.0049(15) -0.0036(14) -0.0037(15)
C5 0.047(2) 0.032(2) 0.036(2) 0.0002(18) -0.0078(18) -0.0022(18)
C6 0.049(2) 0.035(2) 0.033(2) -0.0106(18) -0.0081(18) 0.0058(18)
C16 0.0184(16) 0.0247(17) 0.0272(18) -0.0068(14) -0.0043(13) 0.0015(13)
C20 0.041(2) 0.037(2) 0.0253(19) -0.0015(16) -0.0056(16) 0.0079(17)
C23 0.038(2) 0.031(2) 0.030(2) -0.0042(16) 0.0075(16) 0.0073(16)
O3 0.102(3) 0.054(2) 0.073(3) -0.002(2) -0.008(3) 0.027(2)
C7 0.034(2) 0.053(3) 0.025(2) -0.0008(18) -0.0054(16) 0.0095(18)
C1 0.036(2) 0.059(3) 0.038(2) 0.013(2) -0.0011(18) -0.002(2)
C21 0.070(3) 0.051(3) 0.021(2) -0.0015(19) -0.005(2) 0.016(2)
C22 0.060(3) 0.049(3) 0.023(2) -0.0057(18) 0.0073(19) 0.015(2)
C3 0.060(3) 0.047(3) 0.061(3) 0.005(2) -0.024(3) -0.021(2)
C8 0.040(3) 0.106(5) 0.027(2) -0.004(3) -0.0053(19) 0.014(3)
C2 0.034(2) 0.072(4) 0.055(3) 0.022(3) -0.013(2) -0.015(2)
C4 0.065(3) 0.038(2) 0.052(3) -0.006(2) -0.021(2) -0.007(2)
C9 0.044(3) 0.158(7) 0.035(3) 0.041(4) 0.003(2) -0.012(4)
C11 0.055(3) 0.048(3) 0.061(3) 0.021(2) -0.004(2) -0.007(2)
C10 0.063(4) 0.086(5) 0.061(4) 0.036(4) -0.001(3) -0.016(3)
C18 0.0197(15) 0.0182(16) 0.0204(16) -0.0019(13) -0.0020(13) 0.0023(12)
C24 0.041(2) 0.0226(19) 0.048(3) 0.0039(17) -0.0041(19) 0.0048(16)
C12 0.127(6) 0.041(3) 0.129(7) -0.021(4) -0.052(5) 0.007(4)
# ========================================================================= #
# GEOMETRY #
# ========================================================================= #
_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
V2 O6 1.606(2) . ?
V2 O8 1.847(3) . ?
V2 O7 1.852(3) . ?
V2 O9 2.037(2) 2_666 ?
V2 O9 2.086(2) . ?
V2 N4 2.127(3) . ?
V2 N3 2.379(3) . ?
V1 O1 1.597(3) . ?
V1 O2 1.819(4) . ?
V1 O3 1.840(4) . ?
V1 O4 2.029(3) 2_577 ?
V1 O4 2.082(3) . ?
V1 N1 2.124(4) . ?
V1 N2 2.353(4) . ?
O9 C18 1.411(4) . ?
O9 V2 2.037(2) 2_666 ?
O10 C18 1.385(4) . ?
O10 C24 1.424(5) . ?
N3 C13 1.331(4) . ?
N3 C17 1.342(4) . ?
N4 C19 1.341(4) . ?
N4 C23 1.345(5) . ?
O4 C6 1.407(5) . ?
O4 V1 2.029(3) 2_577 ?
O7 O8 1.306(5) . ?
C17 C16 1.383(5) . ?
C17 C18 1.527(5) . ?
C13 C14 1.387(5) . ?
C13 H13 0.9500 . ?
C15 C14 1.386(5) . ?
C15 C16 1.387(5) . ?
C15 H15 0.9500 . ?
O5 C6 1.379(5) . ?
O5 C12 1.418(8) . ?
N2 C11 1.327(6) . ?
N2 C7 1.329(5) . ?
C14 H14 0.9500 . ?
C19 C20 1.383(5) . ?
C19 C18 1.531(5) . ?
O2 O3 1.306(6) . ?
N1 C5 1.335(5) . ?
N1 C1 1.337(6) . ?
C5 C4 1.382(6) . ?
C5 C6 1.538(6) . ?
C6 C7 1.512(7) . ?
C16 H16 0.9500 . ?
C20 C21 1.386(6) . ?
C20 H20 0.9500 . ?
C23 C22 1.372(6) . ?
C23 H23 0.9500 . ?
C7 C8 1.384(6) . ?
C1 C2 1.386(7) . ?
C1 H1 0.9500 . ?
C21 C22 1.389(7) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C3 C4 1.371(7) . ?
C3 C2 1.373(8) . ?
C3 H3 0.9500 . ?
C8 C9 1.402(9) . ?
C8 H8 0.9500 . ?
C2 H2 0.9500 . ?
C4 H4 0.9500 . ?
C9 C10 1.349(10) . ?
C9 H9 0.9500 . ?
C11 C10 1.359(8) . ?
C11 H11 0.9500 . ?
C10 H10 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 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
O6 V2 O8 103.21(13) . . ?
O6 V2 O7 105.38(13) . . ?
O8 V2 O7 41.34(14) . . ?
O6 V2 O9 96.86(11) . 2_666 ?
O8 V2 O9 126.01(13) . 2_666 ?
O7 V2 O9 85.18(12) . 2_666 ?
O6 V2 O9 99.11(11) . . ?
O8 V2 O9 146.91(12) . . ?
O7 V2 O9 149.66(12) . . ?
O9 V2 O9 74.25(10) 2_666 . ?
O6 V2 N4 91.92(12) . . ?
O8 V2 N4 80.98(13) . . ?
O7 V2 N4 121.87(13) . . ?
O9 V2 N4 148.11(10) 2_666 . ?
O9 V2 N4 74.11(10) . . ?
O6 V2 N3 167.85(11) . . ?
O8 V2 N3 83.61(11) . . ?
O7 V2 N3 86.42(11) . . ?
O9 V2 N3 86.87(9) 2_666 . ?
O9 V2 N3 70.70(9) . . ?
N4 V2 N3 79.09(10) . . ?
O1 V1 O2 103.34(18) . . ?
O1 V1 O3 105.24(19) . . ?
O2 V1 O3 41.82(19) . . ?
O1 V1 O4 95.59(14) . 2_577 ?
O2 V1 O4 126.55(18) . 2_577 ?
O3 V1 O4 85.14(17) . 2_577 ?
O1 V1 O4 101.02(15) . . ?
O2 V1 O4 145.14(16) . . ?
O3 V1 O4 148.24(18) . . ?
O4 V1 O4 74.73(12) 2_577 . ?
O1 V1 N1 92.66(16) . . ?
O2 V1 N1 80.64(18) . . ?
O3 V1 N1 121.96(18) . . ?
O4 V1 N1 148.28(12) 2_577 . ?
O4 V1 N1 73.64(12) . . ?
O1 V1 N2 170.61(16) . . ?
O2 V1 N2 82.55(16) . . ?
O3 V1 N2 84.04(17) . . ?
O4 V1 N2 86.46(12) 2_577 . ?
O4 V1 N2 70.64(12) . . ?
N1 V1 N2 80.99(13) . . ?
C18 O9 V2 123.82(19) . 2_666 ?
C18 O9 V2 109.33(17) . . ?
V2 O9 V2 105.75(10) 2_666 . ?
C18 O10 C24 115.8(3) . . ?
C13 N3 C17 118.0(3) . . ?
C13 N3 V2 130.0(2) . . ?
C17 N3 V2 112.0(2) . . ?
C19 N4 C23 119.5(3) . . ?
C19 N4 V2 115.3(2) . . ?
C23 N4 V2 125.2(2) . . ?
C6 O4 V1 124.0(3) . 2_577 ?
C6 O4 V1 108.8(2) . . ?
V1 O4 V1 105.27(12) 2_577 . ?
O8 O7 V2 69.1(2) . . ?
O7 O8 V2 69.51(19) . . ?
N3 C17 C16 123.9(3) . . ?
N3 C17 C18 110.6(3) . . ?
C16 C17 C18 125.5(3) . . ?
N3 C13 C14 122.2(3) . . ?
N3 C13 H13 118.9 . . ?
C14 C13 H13 118.9 . . ?
C14 C15 C16 119.0(3) . . ?
C14 C15 H15 120.5 . . ?
C16 C15 H15 120.5 . . ?
C6 O5 C12 115.7(5) . . ?
C11 N2 C7 118.7(4) . . ?
C11 N2 V1 128.8(3) . . ?
C7 N2 V1 112.4(3) . . ?
C15 C14 C13 119.4(3) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
N4 C19 C20 122.0(3) . . ?
N4 C19 C18 112.4(3) . . ?
C20 C19 C18 125.5(3) . . ?
O3 O2 V1 70.0(3) . . ?
C5 N1 C1 119.3(4) . . ?
C5 N1 V1 115.2(3) . . ?
C1 N1 V1 125.5(3) . . ?
N1 C5 C4 122.1(4) . . ?
N1 C5 C6 112.1(4) . . ?
C4 C5 C6 125.7(4) . . ?
O5 C6 O4 114.8(4) . . ?
O5 C6 C7 108.2(4) . . ?
O4 C6 C7 109.3(3) . . ?
O5 C6 C5 113.4(4) . . ?
O4 C6 C5 104.4(3) . . ?
C7 C6 C5 106.3(3) . . ?
C17 C16 C15 117.6(3) . . ?
C17 C16 H16 121.2 . . ?
C15 C16 H16 121.2 . . ?
C19 C20 C21 118.1(4) . . ?
C19 C20 H20 120.9 . . ?
C21 C20 H20 120.9 . . ?
N4 C23 C22 121.8(4) . . ?
N4 C23 H23 119.1 . . ?
C22 C23 H23 119.1 . . ?
O2 O3 V1 68.2(3) . . ?
N2 C7 C8 122.8(5) . . ?
N2 C7 C6 110.8(3) . . ?
C8 C7 C6 126.3(5) . . ?
N1 C1 C2 120.9(5) . . ?
N1 C1 H1 119.6 . . ?
C2 C1 H1 119.6 . . ?
C20 C21 C22 119.9(4) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C23 C22 C21 118.6(4) . . ?
C23 C22 H22 120.7 . . ?
C21 C22 H22 120.7 . . ?
C4 C3 C2 118.6(5) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C7 C8 C9 116.3(6) . . ?
C7 C8 H8 121.8 . . ?
C9 C8 H8 121.8 . . ?
C3 C2 C1 120.0(5) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C3 C4 C5 119.2(5) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C10 C9 C8 120.5(5) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
N2 C11 C10 122.7(6) . . ?
N2 C11 H11 118.6 . . ?
C10 C11 H11 118.6 . . ?
C9 C10 C11 118.9(6) . . ?
C9 C10 H10 120.6 . . ?
C11 C10 H10 120.6 . . ?
O10 C18 O9 114.8(3) . . ?
O10 C18 C17 108.1(3) . . ?
O9 C18 C17 108.0(3) . . ?
O10 C18 C19 113.7(3) . . ?
O9 C18 C19 104.9(3) . . ?
C17 C18 C19 107.1(3) . . ?
O10 C24 H24A 109.5 . . ?
O10 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O10 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O5 C12 H12A 109.5 . . ?
O5 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O5 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 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
O6 V2 O9 C18 -130.0(2) . . . . ?
O8 V2 O9 C18 2.1(3) . . . . ?
O7 V2 O9 C18 86.3(3) . . . . ?
O9 V2 O9 C18 135.4(2) 2_666 . . . ?
N4 V2 O9 C18 -40.59(19) . . . . ?
N3 V2 O9 C18 43.17(19) . . . . ?
O6 V2 O9 V2 94.62(12) . . . 2_666 ?
O8 V2 O9 V2 -133.3(2) . . . 2_666 ?
O7 V2 O9 V2 -49.1(3) . . . 2_666 ?
O9 V2 O9 V2 0.0 2_666 . . 2_666 ?
N4 V2 O9 V2 -175.97(13) . . . 2_666 ?
N3 V2 O9 V2 -92.22(11) . . . 2_666 ?
O6 V2 N3 C13 -169.9(5) . . . . ?
O8 V2 N3 C13 -45.0(3) . . . . ?
O7 V2 N3 C13 -3.6(3) . . . . ?
O9 V2 N3 C13 81.8(3) 2_666 . . . ?
O9 V2 N3 C13 156.2(3) . . . . ?
N4 V2 N3 C13 -127.0(3) . . . . ?
O6 V2 N3 C17 12.9(6) . . . . ?
O8 V2 N3 C17 137.8(2) . . . . ?
O7 V2 N3 C17 179.3(2) . . . . ?
O9 V2 N3 C17 -95.4(2) 2_666 . . . ?
O9 V2 N3 C17 -21.0(2) . . . . ?
N4 V2 N3 C17 55.8(2) . . . . ?
O6 V2 N4 C19 118.5(3) . . . . ?
O8 V2 N4 C19 -138.5(3) . . . . ?
O7 V2 N4 C19 -132.0(2) . . . . ?
O9 V2 N4 C19 12.2(4) 2_666 . . . ?
O9 V2 N4 C19 19.6(2) . . . . ?
N3 V2 N4 C19 -53.3(2) . . . . ?
O6 V2 N4 C23 -60.6(3) . . . . ?
O8 V2 N4 C23 42.4(3) . . . . ?
O7 V2 N4 C23 48.8(3) . . . . ?
O9 V2 N4 C23 -166.9(3) 2_666 . . . ?
O9 V2 N4 C23 -159.6(3) . . . . ?
N3 V2 N4 C23 127.6(3) . . . . ?
O1 V1 O4 C6 -132.3(3) . . . . ?
O2 V1 O4 C6 1.4(4) . . . . ?
O3 V1 O4 C6 82.3(4) . . . . ?
O4 V1 O4 C6 134.8(3) 2_577 . . . ?
N1 V1 O4 C6 -42.8(3) . . . . ?
N2 V1 O4 C6 43.2(3) . . . . ?
O1 V1 O4 V1 92.85(16) . . . 2_577 ?
O2 V1 O4 V1 -133.5(3) . . . 2_577 ?
O3 V1 O4 V1 -52.6(3) . . . 2_577 ?
O4 V1 O4 V1 0.0 2_577 . . 2_577 ?
N1 V1 O4 V1 -177.60(16) . . . 2_577 ?
N2 V1 O4 V1 -91.61(14) . . . 2_577 ?
O6 V2 O7 O8 92.6(2) . . . . ?
O9 V2 O7 O8 -171.55(19) 2_666 . . . ?
O9 V2 O7 O8 -124.7(2) . . . . ?
N4 V2 O7 O8 -9.6(2) . . . . ?
N3 V2 O7 O8 -84.40(19) . . . . ?
O6 V2 O8 O7 -98.4(2) . . . . ?
O9 V2 O8 O7 10.4(2) 2_666 . . . ?
O9 V2 O8 O7 130.5(2) . . . . ?
N4 V2 O8 O7 171.8(2) . . . . ?
N3 V2 O8 O7 91.84(19) . . . . ?
C13 N3 C17 C16 -0.5(5) . . . . ?
V2 N3 C17 C16 177.0(3) . . . . ?
C13 N3 C17 C18 178.4(3) . . . . ?
V2 N3 C17 C18 -4.1(3) . . . . ?
C17 N3 C13 C14 1.0(5) . . . . ?
V2 N3 C13 C14 -176.0(3) . . . . ?
O2 V1 N2 C11 -43.5(4) . . . . ?
O3 V1 N2 C11 -1.4(4) . . . . ?
O4 V1 N2 C11 84.1(4) 2_577 . . . ?
O4 V1 N2 C11 159.2(4) . . . . ?
N1 V1 N2 C11 -125.1(4) . . . . ?
O2 V1 N2 C7 133.2(3) . . . . ?
O3 V1 N2 C7 175.3(3) . . . . ?
O4 V1 N2 C7 -99.2(3) 2_577 . . . ?
O4 V1 N2 C7 -24.2(3) . . . . ?
N1 V1 N2 C7 51.5(3) . . . . ?
C16 C15 C14 C13 -1.2(6) . . . . ?
N3 C13 C14 C15 -0.2(6) . . . . ?
C23 N4 C19 C20 -1.2(5) . . . . ?
V2 N4 C19 C20 179.7(3) . . . . ?
C23 N4 C19 C18 -177.3(3) . . . . ?
V2 N4 C19 C18 3.5(4) . . . . ?
O1 V1 O2 O3 -98.1(3) . . . . ?
O4 V1 O2 O3 9.4(3) 2_577 . . . ?
O4 V1 O2 O3 128.8(3) . . . . ?
N1 V1 O2 O3 171.4(3) . . . . ?
N2 V1 O2 O3 89.4(3) . . . . ?
O1 V1 N1 C5 122.8(3) . . . . ?
O2 V1 N1 C5 -134.1(3) . . . . ?
O3 V1 N1 C5 -127.4(3) . . . . ?
O4 V1 N1 C5 17.7(4) 2_577 . . . ?
O4 V1 N1 C5 22.1(3) . . . . ?
N2 V1 N1 C5 -50.3(3) . . . . ?
O1 V1 N1 C1 -58.3(4) . . . . ?
O2 V1 N1 C1 44.8(4) . . . . ?
O3 V1 N1 C1 51.6(4) . . . . ?
O4 V1 N1 C1 -163.4(3) 2_577 . . . ?
O4 V1 N1 C1 -159.0(4) . . . . ?
N2 V1 N1 C1 128.7(4) . . . . ?
C1 N1 C5 C4 -2.0(6) . . . . ?
V1 N1 C5 C4 177.0(4) . . . . ?
C1 N1 C5 C6 -177.9(4) . . . . ?
V1 N1 C5 C6 1.1(5) . . . . ?
C12 O5 C6 O4 -57.4(6) . . . . ?
C12 O5 C6 C7 -179.7(4) . . . . ?
C12 O5 C6 C5 62.5(6) . . . . ?
V1 O4 C6 O5 -56.6(5) 2_577 . . . ?
V1 O4 C6 O5 178.9(3) . . . . ?
V1 O4 C6 C7 65.2(4) 2_577 . . . ?
V1 O4 C6 C7 -59.2(4) . . . . ?
V1 O4 C6 C5 178.6(2) 2_577 . . . ?
V1 O4 C6 C5 54.1(3) . . . . ?
N1 C5 C6 O5 -161.2(4) . . . . ?
C4 C5 C6 O5 23.0(7) . . . . ?
N1 C5 C6 O4 -35.6(5) . . . . ?
C4 C5 C6 O4 148.7(4) . . . . ?
N1 C5 C6 C7 79.9(4) . . . . ?
C4 C5 C6 C7 -95.8(5) . . . . ?
N3 C17 C16 C15 -0.8(5) . . . . ?
C18 C17 C16 C15 -179.5(3) . . . . ?
C14 C15 C16 C17 1.6(5) . . . . ?
N4 C19 C20 C21 1.5(6) . . . . ?
C18 C19 C20 C21 177.1(4) . . . . ?
C19 N4 C23 C22 -0.3(6) . . . . ?
V2 N4 C23 C22 178.8(3) . . . . ?
O1 V1 O3 O2 93.1(3) . . . . ?
O4 V1 O3 O2 -172.4(3) 2_577 . . . ?
O4 V1 O3 O2 -122.2(3) . . . . ?
N1 V1 O3 O2 -10.0(3) . . . . ?
N2 V1 O3 O2 -85.5(3) . . . . ?
C11 N2 C7 C8 1.6(6) . . . . ?
V1 N2 C7 C8 -175.4(3) . . . . ?
C11 N2 C7 C6 177.7(4) . . . . ?
V1 N2 C7 C6 0.7(4) . . . . ?
O5 C6 C7 N2 161.6(3) . . . . ?
O4 C6 C7 N2 35.9(4) . . . . ?
C5 C6 C7 N2 -76.2(4) . . . . ?
O5 C6 C7 C8 -22.5(6) . . . . ?
O4 C6 C7 C8 -148.2(4) . . . . ?
C5 C6 C7 C8 99.7(5) . . . . ?
C5 N1 C1 C2 0.9(6) . . . . ?
V1 N1 C1 C2 -178.1(3) . . . . ?
C19 C20 C21 C22 -0.4(7) . . . . ?
N4 C23 C22 C21 1.3(7) . . . . ?
C20 C21 C22 C23 -0.9(8) . . . . ?
N2 C7 C8 C9 -0.9(7) . . . . ?
C6 C7 C8 C9 -176.3(4) . . . . ?
C4 C3 C2 C1 -0.9(7) . . . . ?
N1 C1 C2 C3 0.6(7) . . . . ?
C2 C3 C4 C5 -0.2(7) . . . . ?
N1 C5 C4 C3 1.7(7) . . . . ?
C6 C5 C4 C3 177.0(4) . . . . ?
C7 C8 C9 C10 0.4(8) . . . . ?
C7 N2 C11 C10 -2.0(7) . . . . ?
V1 N2 C11 C10 174.5(4) . . . . ?
C8 C9 C10 C11 -0.7(9) . . . . ?
N2 C11 C10 C9 1.6(9) . . . . ?
C24 O10 C18 O9 -59.3(4) . . . . ?
C24 O10 C18 C17 -179.9(3) . . . . ?
C24 O10 C18 C19 61.4(4) . . . . ?
V2 O9 C18 O10 -56.3(3) 2_666 . . . ?
V2 O9 C18 O10 178.2(2) . . . . ?
V2 O9 C18 C17 64.3(3) 2_666 . . . ?
V2 O9 C18 C17 -61.2(3) . . . . ?
V2 O9 C18 C19 178.29(19) 2_666 . . . ?
V2 O9 C18 C19 52.7(3) . . . . ?
N3 C17 C18 O10 164.8(3) . . . . ?
C16 C17 C18 O10 -16.3(4) . . . . ?
N3 C17 C18 O9 40.1(3) . . . . ?
C16 C17 C18 O9 -141.0(3) . . . . ?
N3 C17 C18 C19 -72.3(3) . . . . ?
C16 C17 C18 C19 106.6(4) . . . . ?
N4 C19 C18 O10 -162.4(3) . . . . ?
C20 C19 C18 O10 21.6(5) . . . . ?
N4 C19 C18 O9 -36.3(4) . . . . ?
C20 C19 C18 O9 147.8(4) . . . . ?
N4 C19 C18 C17 78.3(3) . . . . ?
C20 C19 C18 C17 -97.7(4) . . . . ?
_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full 26.37
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max 0.535
_refine_diff_density_min -0.833
_refine_diff_density_rms 0.097
#============================================================================#
# Luis Cunha-Silva @ REQUIMTE & DQB FCUP * 23/05/2012 * END #
#============================================================================#
# Attachment '- comp 4 - HS201A rev.CIF'
data_HS201A
_database_code_depnum_ccdc_archive 'CCDC 873026'
#TrackingRef '- comp 4 - HS201A rev.CIF'
# ========================================================================= #
_audit_creation_method 'SHELXL-97, manual editing plus enCIFer'
_audit_creation_date '23 May 2012'
# ========================================================================= #
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C26 H28 N4 O14 V4'
_chemical_formula_sum 'C26 H28 N4 O14 V4'
_chemical_formula_weight 824.28
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'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
# ========================================================================= #
# CRYSTAL DATA #
# ========================================================================= #
_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 9.398(3)
_cell_length_b 13.147(4)
_cell_length_c 12.736(4)
_cell_angle_alpha 90.00
_cell_angle_beta 98.249(19)
_cell_angle_gamma 90.00
_cell_volume 1557.2(9)
_cell_formula_units_Z 2
_cell_measurement_temperature 293(2)
_cell_measurement_reflns_used 5184
_cell_measurement_theta_min 2.24
_cell_measurement_theta_max 23.80
_exptl_crystal_description needle
_exptl_crystal_colour yellow
_exptl_crystal_size_max 0.36
_exptl_crystal_size_mid 0.06
_exptl_crystal_size_min 0.04
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.758
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 832
_exptl_absorpt_coefficient_mu 1.239
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.6639
_exptl_absorpt_correction_T_max 0.9521
_exptl_absorpt_process_details
;
SADABS (Sheldrick, 1997)
;
# ========================================================================= #
# EXPERIMENTAL DATA #
# ========================================================================= #
_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 X8 Kappa CCD APEX II'
_diffrn_measurement_method 'omega/phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 25847
_diffrn_reflns_av_R_equivalents 0.0582
_diffrn_reflns_av_sigmaI/netI 0.0346
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_limit_l_max 15
_diffrn_reflns_theta_min 3.59
_diffrn_reflns_theta_max 25.03
_reflns_number_total 2741
_reflns_number_gt 2066
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'APEX2 (Bruker, 2006)'
_computing_cell_refinement 'APEX2 '
_computing_data_reduction 'SAINT+ (Bruker, 1997-2005)'
_computing_structure_solution 'SHELXTL (Bruker 2001)'
_computing_structure_refinement 'SHELXTL '
_computing_molecular_graphics 'SHELXTL '
_computing_publication_material 'SHELXTL '
# ========================================================================= #
# REFINMENT DATA #
# ========================================================================= #
_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.
H atoms attached to C atoms were located at their geometrical positions using
appropriate HFIX instructions in SHELXL (43 for the
aromatic and 137 for the terminal methyl groups) and included in
subsequent refinement cycles in riding-motion approximation with isotropic
thermal displacements parameters (U~iso~) fixed at 1.2 or
1.5\\timesU~eq~ of the C-atom to which they are attached, respectively.
;
_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^)+(0.0488P)^2^+1.2910P] 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 2741
_refine_ls_number_parameters 219
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0636
_refine_ls_R_factor_gt 0.0423
_refine_ls_wR_factor_ref 0.1107
_refine_ls_wR_factor_gt 0.1004
_refine_ls_goodness_of_fit_ref 1.055
_refine_ls_restrained_S_all 1.055
_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
V1 V 0.21767(7) 0.98824(6) 0.75426(5) 0.0547(2) Uani 1 1 d . . .
V2 V -0.09546(6) 1.03349(5) 0.80829(5) 0.0439(2) Uani 1 1 d . . .
O1 O 0.1140(2) 0.97699(16) 0.87791(18) 0.0384(5) Uani 1 1 d . . .
O2 O 0.1620(2) 0.99361(16) 1.06326(18) 0.0376(5) Uani 1 1 d . . .
O5 O 0.0479(3) 1.0705(2) 0.71680(19) 0.0562(7) Uani 1 1 d . . .
O7 O -0.1353(3) 0.9158(2) 0.7491(2) 0.0583(7) Uani 1 1 d . . .
N2 N 0.0229(3) 0.84027(19) 1.0854(2) 0.0359(6) Uani 1 1 d . . .
O6 O -0.2148(3) 1.0996(2) 0.7400(2) 0.0647(8) Uani 1 1 d . . .
N1 N 0.3625(3) 0.9219(2) 0.8773(3) 0.0484(8) Uani 1 1 d . . .
C5 C 0.3185(3) 0.9001(2) 0.9714(3) 0.0389(8) Uani 1 1 d . . .
C11 C -0.0594(4) 0.7635(3) 1.1041(3) 0.0464(9) Uani 1 1 d . . .
H11 H -0.0993 0.7618 1.1668 0.056 Uiso 1 1 calc R . .
C9 C -0.0283(4) 0.6861(3) 0.9381(3) 0.0521(10) Uani 1 1 d . . .
H9 H -0.0452 0.6321 0.8908 0.063 Uiso 1 1 calc R . .
O4 O 0.3338(4) 1.0628(3) 0.7213(3) 0.1071(14) Uani 1 1 d . . .
O3 O 0.1935(4) 0.8980(3) 0.6692(3) 0.0949(12) Uani 1 1 d . . .
C10 C -0.0869(4) 0.6866(3) 1.0328(3) 0.0549(10) Uani 1 1 d . . .
H10 H -0.1460 0.6332 1.0474 0.066 Uiso 1 1 calc R . .
C4 C 0.4042(4) 0.8558(3) 1.0558(3) 0.0531(10) Uani 1 1 d . . .
H4 H 0.3688 0.8419 1.1188 0.064 Uiso 1 1 calc R . .
C2 C 0.5884(4) 0.8574(3) 0.9485(5) 0.0747(15) Uani 1 1 d . . .
H2 H 0.6829 0.8432 0.9395 0.090 Uiso 1 1 calc R . .
C1 C 0.4988(4) 0.9017(3) 0.8672(4) 0.0654(13) Uani 1 1 d . . .
H1 H 0.5333 0.9179 0.8044 0.079 Uiso 1 1 calc R . .
C6 C 0.1644(3) 0.9304(2) 0.9758(3) 0.0349(7) Uani 1 1 d . . .
C7 C 0.0757(3) 0.8404(2) 0.9915(2) 0.0333(7) Uani 1 1 d . . .
C8 C 0.0534(4) 0.7657(3) 0.9168(3) 0.0448(9) Uani 1 1 d . . .
H8 H 0.0927 0.7694 0.8539 0.054 Uiso 1 1 calc R . .
C3 C 0.5419(4) 0.8331(3) 1.0442(4) 0.0670(13) Uani 1 1 d . . .
H3 H 0.6033 0.8022 1.0986 0.080 Uiso 1 1 calc R . .
C12 C 0.0174(7) 1.1175(4) 0.6137(4) 0.0948(18) Uani 1 1 d . . .
H12A H 0.1017 1.1519 0.5976 0.142 Uiso 1 1 calc R . .
H12B H -0.0595 1.1656 0.6137 0.142 Uiso 1 1 calc R . .
H12C H -0.0105 1.0662 0.5611 0.142 Uiso 1 1 calc R . .
C13 C -0.2306(6) 0.8888(4) 0.6562(4) 0.0941(17) Uani 1 1 d . . .
H13A H -0.2941 0.9447 0.6352 0.141 Uiso 1 1 calc R . .
H13B H -0.2860 0.8304 0.6707 0.141 Uiso 1 1 calc R . .
H13C H -0.1761 0.8731 0.6001 0.141 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
V1 0.0491(4) 0.0699(5) 0.0513(4) -0.0012(3) 0.0279(3) -0.0007(3)
V2 0.0426(4) 0.0503(4) 0.0391(4) -0.0017(3) 0.0065(3) 0.0096(3)
O1 0.0312(12) 0.0420(13) 0.0453(13) 0.0047(11) 0.0171(10) 0.0056(10)
O2 0.0308(11) 0.0380(12) 0.0454(13) -0.0043(11) 0.0107(10) 0.0008(9)
O5 0.0755(19) 0.0551(16) 0.0416(14) 0.0099(12) 0.0213(13) 0.0103(14)
O7 0.0549(16) 0.0566(16) 0.0626(17) -0.0181(14) 0.0056(13) -0.0012(13)
N2 0.0284(14) 0.0352(14) 0.0456(16) 0.0055(13) 0.0108(12) 0.0051(11)
O6 0.0623(18) 0.076(2) 0.0518(16) 0.0007(14) -0.0045(13) 0.0244(15)
N1 0.0334(16) 0.0415(16) 0.076(2) -0.0038(16) 0.0275(15) -0.0014(13)
C5 0.0272(17) 0.0302(17) 0.061(2) -0.0087(17) 0.0120(16) -0.0010(13)
C11 0.0387(19) 0.052(2) 0.052(2) 0.0097(19) 0.0194(17) 0.0051(17)
C9 0.044(2) 0.048(2) 0.064(3) -0.009(2) 0.0072(19) -0.0107(17)
O4 0.072(2) 0.142(3) 0.111(3) 0.060(3) 0.028(2) -0.025(2)
O3 0.086(2) 0.118(3) 0.083(2) -0.047(2) 0.0196(19) 0.029(2)
C10 0.040(2) 0.051(2) 0.076(3) 0.004(2) 0.0145(19) -0.0107(17)
C4 0.037(2) 0.048(2) 0.075(3) -0.002(2) 0.0076(19) 0.0049(17)
C2 0.028(2) 0.055(3) 0.145(5) -0.019(3) 0.026(3) -0.0026(19)
C1 0.041(2) 0.055(2) 0.109(4) -0.007(3) 0.041(2) -0.0013(19)
C6 0.0268(16) 0.0374(18) 0.0418(19) -0.0020(16) 0.0095(14) 0.0031(13)
C7 0.0249(16) 0.0346(17) 0.0413(19) 0.0021(15) 0.0074(14) 0.0043(13)
C8 0.041(2) 0.047(2) 0.047(2) -0.0032(18) 0.0097(16) -0.0033(16)
C3 0.036(2) 0.053(2) 0.108(4) -0.012(3) -0.001(2) 0.0087(18)
C12 0.140(5) 0.090(4) 0.061(3) 0.028(3) 0.037(3) 0.017(4)
C13 0.083(4) 0.097(4) 0.099(4) -0.045(3) 0.002(3) -0.019(3)
# ========================================================================= #
# GEOMETRY #
# ========================================================================= #
_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
V1 O4 1.568(3) . ?
V1 O3 1.601(3) . ?
V1 O5 1.930(3) . ?
V1 O1 1.973(2) . ?
V1 N1 2.111(3) . ?
V2 O6 1.578(3) . ?
V2 O7 1.739(3) . ?
V2 O2 1.868(2) 3_577 ?
V2 O5 1.965(3) . ?
V2 O1 2.170(2) . ?
V2 N2 2.188(3) 3_577 ?
O1 C6 1.409(4) . ?
O2 C6 1.393(4) . ?
O2 V2 1.868(2) 3_577 ?
O5 C12 1.442(5) . ?
O7 C13 1.423(5) . ?
N2 C11 1.314(4) . ?
N2 C7 1.359(4) . ?
N2 V2 2.188(3) 3_577 ?
N1 C1 1.332(5) . ?
N1 C5 1.353(4) . ?
C5 C4 1.377(5) . ?
C5 C6 1.511(4) . ?
C11 C10 1.359(5) . ?
C11 H11 0.9300 . ?
C9 C8 1.348(5) . ?
C9 C10 1.396(5) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C4 C3 1.357(5) . ?
C4 H4 0.9300 . ?
C2 C1 1.368(7) . ?
C2 C3 1.389(6) . ?
C2 H2 0.9300 . ?
C1 H1 0.9300 . ?
C6 C7 1.477(4) . ?
C7 C8 1.363(5) . ?
C8 H8 0.9300 . ?
C3 H3 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
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
O4 V1 O3 108.6(2) . . ?
O4 V1 O5 99.53(17) . . ?
O3 V1 O5 102.47(15) . . ?
O4 V1 O1 134.65(18) . . ?
O3 V1 O1 116.51(16) . . ?
O5 V1 O1 75.75(10) . . ?
O4 V1 N1 93.28(16) . . ?
O3 V1 N1 102.15(16) . . ?
O5 V1 N1 146.84(11) . . ?
O1 V1 N1 73.52(10) . . ?
O6 V2 O7 99.18(15) . . ?
O6 V2 O2 106.67(13) . 3_577 ?
O7 V2 O2 97.56(12) . 3_577 ?
O6 V2 O5 91.75(13) . . ?
O7 V2 O5 94.98(12) . . ?
O2 V2 O5 155.64(11) 3_577 . ?
O6 V2 O1 160.90(13) . . ?
O7 V2 O1 89.91(11) . . ?
O2 V2 O1 88.56(9) 3_577 . ?
O5 V2 O1 70.62(10) . . ?
O6 V2 N2 93.29(13) . 3_577 ?
O7 V2 N2 166.41(12) . 3_577 ?
O2 V2 N2 73.52(10) 3_577 3_577 ?
O5 V2 N2 89.99(11) . 3_577 ?
O1 V2 N2 79.80(9) . 3_577 ?
C6 O1 V1 126.64(18) . . ?
C6 O1 V2 132.90(17) . . ?
V1 O1 V2 99.85(10) . . ?
C6 O2 V2 129.23(19) . 3_577 ?
C12 O5 V1 121.0(3) . . ?
C12 O5 V2 125.6(3) . . ?
V1 O5 V2 109.10(12) . . ?
C13 O7 V2 130.8(3) . . ?
C11 N2 C7 117.3(3) . . ?
C11 N2 V2 127.6(2) . 3_577 ?
C7 N2 V2 115.0(2) . 3_577 ?
C1 N1 C5 117.6(4) . . ?
C1 N1 V1 122.5(3) . . ?
C5 N1 V1 119.9(2) . . ?
N1 C5 C4 124.2(3) . . ?
N1 C5 C6 113.2(3) . . ?
C4 C5 C6 122.6(3) . . ?
N2 C11 C10 120.7(3) . . ?
N2 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C8 C9 C10 118.5(4) . . ?
C8 C9 H9 120.8 . . ?
C10 C9 H9 120.8 . . ?
C11 C10 C9 121.3(3) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C3 C4 C5 117.9(4) . . ?
C3 C4 H4 121.1 . . ?
C5 C4 H4 121.1 . . ?
C1 C2 C3 121.6(4) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 H2 119.2 . . ?
N1 C1 C2 120.6(4) . . ?
N1 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
O2 C6 O1 113.9(3) . . ?
O2 C6 C7 107.2(2) . . ?
O1 C6 C7 110.1(3) . . ?
O2 C6 C5 108.2(3) . . ?
O1 C6 C5 106.5(3) . . ?
C7 C6 C5 110.9(3) . . ?
N2 C7 C8 125.0(3) . . ?
N2 C7 C6 113.9(3) . . ?
C8 C7 C6 121.1(3) . . ?
C9 C8 C7 117.0(3) . . ?
C9 C8 H8 121.5 . . ?
C7 C8 H8 121.5 . . ?
C4 C3 C2 118.1(4) . . ?
C4 C3 H3 121.0 . . ?
C2 C3 H3 121.0 . . ?
O5 C12 H12A 109.5 . . ?
O5 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O5 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O7 C13 H13A 109.5 . . ?
O7 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O7 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 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
O4 V1 O1 C6 -83.0(3) . . . . ?
O3 V1 O1 C6 90.6(3) . . . . ?
O5 V1 O1 C6 -172.4(3) . . . . ?
N1 V1 O1 C6 -5.0(2) . . . . ?
O4 V1 O1 V2 105.0(2) . . . . ?
O3 V1 O1 V2 -81.40(17) . . . . ?
O5 V1 O1 V2 15.63(10) . . . . ?
N1 V1 O1 V2 -177.01(12) . . . . ?
O6 V2 O1 C6 149.5(4) . . . . ?
O7 V2 O1 C6 -91.7(3) . . . . ?
O2 V2 O1 C6 5.9(3) 3_577 . . . ?
O5 V2 O1 C6 173.0(3) . . . . ?
N2 V2 O1 C6 79.4(3) 3_577 . . . ?
O6 V2 O1 V1 -39.3(4) . . . . ?
O7 V2 O1 V1 79.54(12) . . . . ?
O2 V2 O1 V1 177.11(10) 3_577 . . . ?
O5 V2 O1 V1 -15.77(10) . . . . ?
N2 V2 O1 V1 -109.38(11) 3_577 . . . ?
O4 V1 O5 C12 50.2(4) . . . . ?
O3 V1 O5 C12 -61.4(4) . . . . ?
O1 V1 O5 C12 -175.9(3) . . . . ?
N1 V1 O5 C12 161.5(3) . . . . ?
O4 V1 O5 V2 -151.90(19) . . . . ?
O3 V1 O5 V2 96.48(18) . . . . ?
O1 V1 O5 V2 -18.07(12) . . . . ?
N1 V1 O5 V2 -40.6(3) . . . . ?
O6 V2 O5 C12 -14.1(4) . . . . ?
O7 V2 O5 C12 85.3(3) . . . . ?
O2 V2 O5 C12 -153.9(3) 3_577 . . . ?
O1 V2 O5 C12 173.4(4) . . . . ?
N2 V2 O5 C12 -107.4(3) 3_577 . . . ?
O6 V2 O5 V1 -170.68(15) . . . . ?
O7 V2 O5 V1 -71.31(15) . . . . ?
O2 V2 O5 V1 49.5(3) 3_577 . . . ?
O1 V2 O5 V1 16.84(11) . . . . ?
N2 V2 O5 V1 96.02(13) 3_577 . . . ?
O6 V2 O7 C13 9.0(4) . . . . ?
O2 V2 O7 C13 117.3(4) 3_577 . . . ?
O5 V2 O7 C13 -83.6(4) . . . . ?
O1 V2 O7 C13 -154.1(4) . . . . ?
N2 V2 O7 C13 165.3(4) 3_577 . . . ?
O4 V1 N1 C1 -39.8(3) . . . . ?
O3 V1 N1 C1 70.1(3) . . . . ?
O5 V1 N1 C1 -152.8(3) . . . . ?
O1 V1 N1 C1 -175.6(3) . . . . ?
O4 V1 N1 C5 139.0(3) . . . . ?
O3 V1 N1 C5 -111.2(3) . . . . ?
O5 V1 N1 C5 26.0(4) . . . . ?
O1 V1 N1 C5 3.2(2) . . . . ?
C1 N1 C5 C4 -2.0(5) . . . . ?
V1 N1 C5 C4 179.2(3) . . . . ?
C1 N1 C5 C6 177.4(3) . . . . ?
V1 N1 C5 C6 -1.4(4) . . . . ?
C7 N2 C11 C10 1.5(5) . . . . ?
V2 N2 C11 C10 -175.2(3) 3_577 . . . ?
N2 C11 C10 C9 0.4(6) . . . . ?
C8 C9 C10 C11 -2.1(6) . . . . ?
N1 C5 C4 C3 0.4(5) . . . . ?
C6 C5 C4 C3 -179.0(3) . . . . ?
C5 N1 C1 C2 2.1(6) . . . . ?
V1 N1 C1 C2 -179.1(3) . . . . ?
C3 C2 C1 N1 -0.8(7) . . . . ?
V2 O2 C6 O1 133.7(2) 3_577 . . . ?
V2 O2 C6 C7 11.6(3) 3_577 . . . ?
V2 O2 C6 C5 -108.1(3) 3_577 . . . ?
V1 O1 C6 O2 124.7(2) . . . . ?
V2 O1 C6 O2 -66.1(3) . . . . ?
V1 O1 C6 C7 -114.8(2) . . . . ?
V2 O1 C6 C7 54.4(3) . . . . ?
V1 O1 C6 C5 5.5(3) . . . . ?
V2 O1 C6 C5 174.72(19) . . . . ?
N1 C5 C6 O2 -125.0(3) . . . . ?
C4 C5 C6 O2 54.4(4) . . . . ?
N1 C5 C6 O1 -2.1(4) . . . . ?
C4 C5 C6 O1 177.3(3) . . . . ?
N1 C5 C6 C7 117.7(3) . . . . ?
C4 C5 C6 C7 -62.9(4) . . . . ?
C11 N2 C7 C8 -2.0(5) . . . . ?
V2 N2 C7 C8 175.1(3) 3_577 . . . ?
C11 N2 C7 C6 178.7(3) . . . . ?
V2 N2 C7 C6 -4.2(3) 3_577 . . . ?
O2 C6 C7 N2 -2.9(3) . . . . ?
O1 C6 C7 N2 -127.4(3) . . . . ?
C5 C6 C7 N2 115.0(3) . . . . ?
O2 C6 C7 C8 177.8(3) . . . . ?
O1 C6 C7 C8 53.4(4) . . . . ?
C5 C6 C7 C8 -64.3(4) . . . . ?
C10 C9 C8 C7 1.6(5) . . . . ?
N2 C7 C8 C9 0.4(5) . . . . ?
C6 C7 C8 C9 179.6(3) . . . . ?
C5 C4 C3 C2 1.0(6) . . . . ?
C1 C2 C3 C4 -0.8(6) . . . . ?
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full 25.03
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max 0.462
_refine_diff_density_min -0.367
_refine_diff_density_rms 0.060
#============================================================================#
# Luis Cunha-Silva @ REQUIMTE & DQB FCUP * 23/05/2012 * END #
#============================================================================#