metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 67| Part 9| September 2011| Pages m1188-m1189

Di­aqua­tris­­[4,4,4-tri­fluoro-3-oxo-1-(thio­phen-2-yl)but-1-en-1-olato]neodymium(III) aceto­nitrile monosolvate

aUniversity of Nevada, Reno, NV 89557, USA
*Correspondence e-mail: abd@unr.edu

(Received 13 July 2011; accepted 27 July 2011; online 2 August 2011)

The title complex, [Nd(C8H4F3O2S)3(H2O)2]·CH3CN, consists of an NdIII ion surrounded by three 4,4,4-trifluoro-3-oxo-1-(thio­phen-2-yl)but-1-en-1-olate ligands, coordinated through the O atoms, and two water mol­ecules. The Nd—O bond lengths range from 2.372 (2) to 2.513 (2) Å. The metal ion displays a coordination number of eight and a square-anti­prismatic coordination geometry. A single uncoordinated acetonitrile mol­ecule is present in the asymmetric unit. Two of the three thio­phene rings are disordered, resulting from a 180° rotation with respect to the β-diketonate moiety. The coordinated water mol­ecules act as hydrogen-bond donors towards the acetonitrile N atom and the β-diketonate O atoms.

Related literature

The title complex has been studied for its near-infrared emitting properties and as a standard for near-infrared emission quantum yield measurements, see: Rusakova et al. (1992a[Rusakova, N. V., Meshkova, S., Venchikov, V., Pyatosin, V. E. & Tsvirko, M. P. (1992a). J. Appl. Spectrosc. 56, 488-490.],b[Rusakova, N. V., Topilova, Z. M., Meshkova, S., Lozinskii, M. O. & Gevaza, Y. I. (1992b). Zh. Neorg. Khim. 37, 116-125.]); Voloshin et al. (2000[Voloshin, A. I., Shavaleev, N. M. & Kazakov, V. P. (2000). J. Photochem. Photobiol. A, 131, 61-65.]). For the EuIII analog, see: White (1976[White, J. G. (1976). Inorg. Chim. Acta, 16, 159-162.]). A similar NdIII complex with trifluoroacetyl-4-(thio­phen2-yl)acetonato ligands but with triphenyl­phosphine oxide instead of water mol­ecules as the ancillary ligands was described by Leipoldt et al. (1975[Leipoldt, J. G., Bok, L. D. C., Laubscher, A. E. & Basson, S. S. (1975). J. Inorg. Nucl. Chem. 37, 2477-2480.]).

[Scheme 1]

Experimental

Crystal data
  • [Nd(C8H4F3O2S)3(H2O)2]·C2H3N

  • Mr = 884.84

  • Triclinic, [P \overline 1]

  • a = 11.2381 (1) Å

  • b = 12.5467 (1) Å

  • c = 13.3618 (1) Å

  • α = 66.038 (1)°

  • β = 68.586 (1)°

  • γ = 71.955 (1)°

  • V = 1573.66 (2) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 1.95 mm−1

  • T = 100 K

  • 0.15 × 0.08 × 0.03 mm

Data collection
  • Bruker APEX CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]) Tmin = 0.759, Tmax = 0.953

  • 43274 measured reflections

  • 9148 independent reflections

  • 7549 reflections with I > 2σ(I)

  • Rint = 0.054

Refinement
  • R[F2 > 2σ(F2)] = 0.035

  • wR(F2) = 0.088

  • S = 1.10

  • 9148 reflections

  • 424 parameters

  • 20 restraints

  • H-atom parameters constrained

  • Δρmax = 0.96 e Å−3

  • Δρmin = −1.06 e Å−3

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A DA D—H⋯A
O7—H7A⋯O5i 0.84 2.02 2.811 (3) 156
O7—H7B⋯O4i 0.85 2.06 2.812 (3) 148
O8—H8A⋯N1 0.84 2.15 2.902 (5) 149
Symmetry code: (i) -x, -y+2, -z+1.

Data collection: SMART (Bruker, 2001[Bruker (2001). SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2001[Bruker (2001). SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: DIAMOND (Brandenburg, 1999[Brandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]).

Supporting information


Comment top

For determining emission efficiencies of sensitized lanthanide luminescence in the NIR region of the spectrum, a NdIII complex with 4,4,4-trifluoro-3-oxo-1-(thiophen-2-yl)but-1-en-1-olate (TTA) (Scheme 1) is used as a standard (Rusakova et al., 1992a). We synthesized the complex and isolated X-ray quality single crystals. The structure shown in Figure 1 was obtained. The NdIII is surrounded by three TTA ligands, coordinated through the oxygen atoms, and two water molecules. Two TTA ligands are in the same plane while the remaining one is almost perpendicular to that plane with an angle of 87.6°. A single uncoordinated acetonitrile molecule crystallized within the asymmetric unit. Two of the three thiophene rings are disordered, as seen for many structures involving thiophene moieties. Modeling the disorder gives two different positions for the thiophene rings, where they are rotated 180° around the C—C bond to the beta-diketone. The occupancy factors for both disordered rings are 59 and 61% for the major component. Figure 2 shows the coordination polyhedron around the NdIII, which can be described as a slightly distorted square antiprism. The NdIII—O bond distances are in the range 2.372 (3)–2.513 (3) Å with the TTA ligands displaying the shorter bond lengths. These distances compare well with a similar structure of NdIII with TTA reported by Leipoldt et al. (1975), with the formula [Nd(TTA)3(TPPO)2] (TPPO=triphenylphosphine oxide). In this complex the two water molecules are replaced by two TPPO ligands. The final complex has a similar coordination environment around the NdIII ion with NdIII—O bond distances in the range 2.397–2.496 Å, with the shorter bond distances corresponding to the TPPO ligands.

Hydrogen bonding interactions support the packing structure of the complex and are shown in Figure 3 with blue dashed lines. Interactions exist between the water molecule O—H donors and the acetonitrile N and beta-diketonato O acceptors with D···A distances in the range 2.803 (3)–2.893 (4) Å. A search of similar interactions in the Cambridge Structural Database yields 194 results with a range of interaction distances between 2.597 and 3.040 Å and an average of 2.834 Å. The reported distances are slightly longer than the distances in the complex discussed here. An isostructural Eu(III) complex has also been reported by White (1976). Due to slow decomposition of the crystals of the Eu(III) complex the data reported were poor, but the weak hydrogen bonding interactions were shown to be in the range D···A = 2.9–3.0 Å.

Related literature top

The title complex has been studied for its near-infrared emitting properties and as a standard for near-infraed emission quantum yield measurements, see: Rusakova et al. (1992a,b); Voloshin et al. (2000). For the Eu(III) analog, see: White (1976). A similar NdIII complex with trifluoracetyl-4-(thiophen2-yl)acetonato ligands but triphenylphosphine oxide) instead of water molecules as the ancillary ligands was described by Leipoldt et al. (1975).

Experimental top

The title compound was synthesized by a previously reported procedure (Voloshin et al. 2000). Crystals were isolated from a saturated solution of acetonitrile and water (v/v = 1:5) upon standing at room temperature.

Refinement top

Hydrogen atoms were positioned geometrically using a riding model with C—H = 0.95, 0.99 and 0.98 Å for aromatic CH and aliphatic CH2 and CH3 hydrogen atoms, respectively, and Uiso(H)=1.2–1.5 Ueq(C). Hydrogen atoms of the water molecules were found in the difference map and their thermal parameters constrained to the parent atoms. Two thiophene rings are disordered through a 180° rotation with respect to the C—C bond to the β-diketonato moiety. The disorder was modeled by allowing the occupancy factors of the two possible ring positions to freely refine to 61 and 59% for the major components. The bond distances for the major and minor components were restrained with the SAME command and the thermal displacement paramenters of both ring atom components restrained with the EADP command.

Computing details top

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. Thermal ellipsoid plot of the title complex with atom numbering (except hydrogen atoms) and 50% probability displacement ellipsoids for non-hydrogen atoms. Only the major component of the disordered thiophene rings is shown.
[Figure 2] Fig. 2. Coordination polyhedron around the NdIII showing a slightly distorted square antiprismatic geometry.
[Figure 3] Fig. 3. Ball-and-stick representation showing packing with hydrogen bonding interactions as dashed blue lines. Hydrogen atoms not involved in these interactions were omitted for clarity.
Diaquatris[4,4,4-trifluoro-3-oxo-1-(thiophen-2-yl)but-1-en-1- olato]neodymium(III) acetonitrile monosolvate top
Crystal data top
[Nd(C8H4F3O2S)3(H2O)2]·C2H3NZ = 2
Mr = 884.84F(000) = 870
Triclinic, P1Dx = 1.867 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 11.2381 (1) ÅCell parameters from 9284 reflections
b = 12.5467 (1) Åθ = 2.3–31.3°
c = 13.3618 (1) ŵ = 1.95 mm1
α = 66.038 (1)°T = 100 K
β = 68.586 (1)°Plates, colourless
γ = 71.955 (1)°0.15 × 0.08 × 0.03 mm
V = 1573.66 (2) Å3
Data collection top
Bruker APEX CCD
diffractometer
9148 independent reflections
Radiation source: fine-focus sealed tube7549 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.054
ϕ and ω scansθmax = 30.0°, θmin = 1.7°
Absorption correction: multi-scan
(SADABS; Sheldrick, 2008)
h = 1515
Tmin = 0.759, Tmax = 0.953k = 1717
43274 measured reflectionsl = 1818
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.035Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.088H-atom parameters constrained
S = 1.10 w = 1/[σ2(Fo2) + (0.044P)2]
where P = (Fo2 + 2Fc2)/3
9148 reflections(Δ/σ)max = 0.007
424 parametersΔρmax = 0.96 e Å3
20 restraintsΔρmin = 1.06 e Å3
Crystal data top
[Nd(C8H4F3O2S)3(H2O)2]·C2H3Nγ = 71.955 (1)°
Mr = 884.84V = 1573.66 (2) Å3
Triclinic, P1Z = 2
a = 11.2381 (1) ÅMo Kα radiation
b = 12.5467 (1) ŵ = 1.95 mm1
c = 13.3618 (1) ÅT = 100 K
α = 66.038 (1)°0.15 × 0.08 × 0.03 mm
β = 68.586 (1)°
Data collection top
Bruker APEX CCD
diffractometer
9148 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 2008)
7549 reflections with I > 2σ(I)
Tmin = 0.759, Tmax = 0.953Rint = 0.054
43274 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.03520 restraints
wR(F2) = 0.088H-atom parameters constrained
S = 1.10Δρmax = 0.96 e Å3
9148 reflectionsΔρmin = 1.06 e Å3
424 parameters
Special details top

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

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

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Nd10.190944 (16)0.993398 (14)0.285170 (14)0.01360 (5)
C10.3737 (4)0.6939 (3)0.1120 (3)0.0285 (8)
C20.2963 (3)0.8164 (3)0.1216 (3)0.0196 (6)
C30.2577 (3)0.8976 (3)0.0273 (3)0.0223 (7)
H30.28750.87880.04100.027*
C40.1747 (3)1.0083 (3)0.0291 (3)0.0183 (6)
C50.1205 (3)1.0837 (3)0.0673 (3)0.0185 (6)
C60.1273 (3)1.0597 (3)0.1632 (3)0.0202 (6)
H60.17140.98760.17830.024*
C70.0588 (4)1.1585 (4)0.2347 (3)0.0300 (8)
H70.05201.15940.30380.036*
C80.0047 (4)1.2505 (3)0.1950 (3)0.0291 (8)
H80.04281.32340.23360.035*
C90.1372 (4)1.4073 (3)0.1154 (3)0.0292 (8)
C100.0882 (3)1.2891 (3)0.1831 (3)0.0198 (6)
C110.0394 (3)1.2887 (3)0.1983 (3)0.0220 (7)
H110.09101.36070.16330.026*
C120.0985 (3)1.1890 (3)0.2622 (3)0.0175 (6)
C170.0664 (3)0.6343 (3)0.5390 (3)0.0191 (6)
C180.1538 (3)0.7266 (3)0.4876 (2)0.0152 (6)
C190.2779 (3)0.6892 (3)0.4989 (3)0.0178 (6)
H190.30350.60830.54090.021*
C200.3703 (3)0.7649 (3)0.4512 (3)0.0161 (6)
C250.6428 (4)0.7441 (3)0.1595 (3)0.0305 (8)
C260.6983 (4)0.6270 (4)0.2297 (4)0.0400 (10)
H26A0.67170.62430.30900.060*
H26B0.79340.61370.20150.060*
H26C0.66650.56500.22530.060*
F10.4227 (3)0.62708 (19)0.1994 (2)0.0422 (6)
F20.4754 (2)0.7038 (2)0.0187 (2)0.0433 (6)
F30.3014 (3)0.6348 (2)0.1032 (3)0.0691 (10)
F40.2109 (3)1.4231 (2)0.1633 (2)0.0566 (8)
F50.2082 (3)1.4097 (2)0.0104 (2)0.0528 (7)
F60.0425 (3)1.5023 (2)0.1042 (3)0.0606 (8)
F70.0536 (2)0.60903 (17)0.45471 (17)0.0257 (4)
F80.1102 (2)0.53106 (17)0.61107 (17)0.0273 (4)
F90.05393 (18)0.67559 (17)0.59475 (17)0.0236 (4)
N10.5971 (3)0.8339 (3)0.1063 (3)0.0356 (8)
O10.2734 (2)0.8264 (2)0.21758 (19)0.0210 (5)
O20.1425 (2)1.04824 (19)0.11022 (18)0.0181 (4)
O30.1768 (2)1.20437 (19)0.21461 (19)0.0204 (5)
O40.0423 (2)1.08892 (19)0.31882 (18)0.0176 (4)
O50.0960 (2)0.83027 (18)0.43937 (18)0.0171 (4)
O60.3515 (2)0.87030 (19)0.38596 (18)0.0179 (4)
O70.1452 (2)1.05215 (19)0.45633 (18)0.0180 (4)
H7A0.07021.09390.46810.027*
H7B0.13000.98870.51140.027*
O80.4046 (2)1.0376 (2)0.1502 (2)0.0244 (5)
H8A0.44220.98340.12130.037*
H8B0.42291.09020.08440.037*
S10.03086 (9)1.22193 (8)0.06754 (8)0.02789 (19)
S2A0.3133 (2)1.31625 (18)0.1803 (2)0.0320 (5)0.594 (3)
C13A0.2345 (3)1.1990 (3)0.2668 (3)0.0242 (5)0.594 (3)
C14A0.3198 (9)1.1137 (9)0.3392 (8)0.0242 (5)0.594 (3)
H14A0.29511.04390.39740.029*0.594 (3)
C15A0.4361 (7)1.1402 (6)0.3183 (6)0.0242 (5)0.594 (3)
H15A0.50161.09310.35860.029*0.594 (3)
C16A0.4458 (7)1.2445 (5)0.2311 (6)0.0242 (5)0.594 (3)
H16A0.51821.27590.20020.029*0.594 (3)
S2B0.3167 (4)1.0888 (3)0.3546 (3)0.0320 (5)0.406 (3)
C13B0.2345 (3)1.1990 (3)0.2668 (3)0.0242 (5)0.406 (3)
C14B0.3102 (13)1.2881 (12)0.1790 (13)0.0242 (5)0.406 (3)
H14B0.27351.34220.10760.029*0.406 (3)
C15B0.4371 (10)1.2763 (8)0.2204 (9)0.0242 (5)0.406 (3)
H15B0.50721.33590.19710.029*0.406 (3)
C16B0.4491 (10)1.1696 (8)0.2981 (9)0.0242 (5)0.406 (3)
H16B0.52571.13860.32180.029*0.406 (3)
S3A0.60840 (19)0.8046 (2)0.41395 (14)0.0263 (4)0.609 (3)
C21A0.4947 (3)0.7201 (3)0.4798 (3)0.0223 (5)0.609 (3)
C22A0.5414 (9)0.6050 (10)0.5596 (8)0.0223 (5)0.609 (3)
H22A0.49900.53870.59750.027*0.609 (3)
C23A0.6670 (7)0.6111 (6)0.5706 (5)0.0223 (5)0.609 (3)
H23A0.70690.55920.62930.027*0.609 (3)
C24A0.7138 (6)0.7048 (6)0.4809 (5)0.0223 (5)0.609 (3)
H24A0.80230.71200.45850.027*0.609 (3)
S3B0.5321 (4)0.5908 (4)0.5775 (3)0.0263 (4)0.391 (3)
C21B0.4947 (3)0.7201 (3)0.4798 (3)0.0223 (5)0.391 (3)
C22B0.5922 (13)0.7958 (14)0.4398 (12)0.0223 (5)0.391 (3)
H22B0.58930.87440.38710.027*0.391 (3)
C23B0.6955 (10)0.7251 (8)0.4981 (8)0.0223 (5)0.391 (3)
H23B0.76250.75360.50160.027*0.391 (3)
C24B0.6742 (11)0.6036 (9)0.5488 (8)0.0223 (5)0.391 (3)
H24B0.74240.53710.56330.027*0.391 (3)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Nd10.01429 (8)0.01215 (8)0.01391 (8)0.00136 (5)0.00544 (6)0.00335 (6)
C10.031 (2)0.0238 (17)0.0302 (19)0.0008 (15)0.0090 (16)0.0128 (15)
C20.0183 (16)0.0162 (14)0.0239 (16)0.0033 (12)0.0036 (13)0.0082 (13)
C30.0289 (18)0.0188 (15)0.0182 (15)0.0048 (13)0.0041 (13)0.0072 (13)
C40.0180 (15)0.0214 (15)0.0174 (14)0.0083 (12)0.0035 (12)0.0063 (13)
C50.0204 (16)0.0189 (15)0.0173 (14)0.0076 (12)0.0051 (12)0.0045 (12)
C60.0222 (16)0.0248 (16)0.0158 (14)0.0115 (13)0.0050 (13)0.0038 (13)
C70.0282 (19)0.048 (2)0.0167 (16)0.0194 (17)0.0055 (14)0.0059 (16)
C80.0270 (19)0.035 (2)0.0245 (17)0.0097 (16)0.0143 (15)0.0001 (16)
C90.034 (2)0.0186 (16)0.0285 (18)0.0044 (15)0.0047 (16)0.0048 (15)
C100.0289 (18)0.0140 (14)0.0155 (14)0.0029 (13)0.0053 (13)0.0054 (12)
C110.0274 (18)0.0148 (14)0.0179 (15)0.0028 (13)0.0091 (13)0.0020 (12)
C120.0192 (15)0.0194 (15)0.0147 (14)0.0010 (12)0.0065 (12)0.0082 (12)
C170.0201 (16)0.0155 (14)0.0236 (16)0.0009 (12)0.0107 (13)0.0060 (13)
C180.0174 (15)0.0153 (14)0.0128 (13)0.0025 (11)0.0046 (11)0.0046 (11)
C190.0180 (15)0.0151 (14)0.0214 (15)0.0010 (12)0.0105 (13)0.0042 (12)
C200.0157 (15)0.0174 (14)0.0158 (14)0.0015 (11)0.0059 (12)0.0080 (12)
C250.0227 (18)0.032 (2)0.034 (2)0.0063 (15)0.0050 (16)0.0097 (17)
C260.034 (2)0.035 (2)0.034 (2)0.0024 (18)0.0093 (18)0.0028 (18)
F10.0635 (17)0.0191 (11)0.0353 (13)0.0096 (11)0.0200 (12)0.0077 (10)
F20.0424 (14)0.0398 (13)0.0356 (13)0.0123 (11)0.0059 (11)0.0199 (11)
F30.0480 (17)0.0369 (14)0.151 (3)0.0037 (12)0.0421 (19)0.0547 (19)
F40.089 (2)0.0359 (14)0.0580 (17)0.0372 (15)0.0327 (16)0.0017 (13)
F50.0714 (19)0.0366 (14)0.0303 (13)0.0235 (13)0.0121 (13)0.0051 (11)
F60.0483 (16)0.0121 (11)0.091 (2)0.0016 (10)0.0056 (15)0.0042 (13)
F70.0314 (11)0.0246 (10)0.0296 (11)0.0078 (9)0.0129 (9)0.0115 (9)
F80.0269 (11)0.0163 (9)0.0335 (11)0.0055 (8)0.0157 (9)0.0043 (8)
F90.0181 (10)0.0226 (10)0.0274 (10)0.0056 (8)0.0043 (8)0.0064 (8)
N10.0234 (16)0.0277 (17)0.048 (2)0.0057 (13)0.0110 (15)0.0035 (15)
O10.0253 (12)0.0183 (11)0.0200 (11)0.0015 (9)0.0096 (10)0.0058 (9)
O20.0208 (11)0.0179 (11)0.0163 (10)0.0015 (9)0.0071 (9)0.0061 (9)
O30.0239 (12)0.0153 (11)0.0217 (11)0.0030 (9)0.0080 (10)0.0047 (9)
O40.0180 (11)0.0155 (10)0.0165 (10)0.0011 (8)0.0058 (9)0.0032 (9)
O50.0158 (11)0.0155 (10)0.0185 (10)0.0002 (8)0.0074 (9)0.0038 (9)
O60.0182 (11)0.0147 (10)0.0200 (11)0.0018 (8)0.0094 (9)0.0024 (9)
O70.0179 (11)0.0165 (10)0.0178 (10)0.0003 (9)0.0062 (9)0.0051 (9)
O80.0205 (12)0.0206 (12)0.0213 (12)0.0042 (10)0.0002 (10)0.0011 (10)
S10.0333 (5)0.0248 (4)0.0270 (4)0.0003 (4)0.0169 (4)0.0063 (4)
S2A0.0261 (7)0.0370 (12)0.0333 (8)0.0035 (7)0.0148 (6)0.0133 (9)
C13A0.0249 (11)0.0239 (15)0.0281 (13)0.0045 (10)0.0145 (9)0.0133 (12)
C14A0.0249 (11)0.0239 (15)0.0281 (13)0.0045 (10)0.0145 (9)0.0133 (12)
C15A0.0249 (11)0.0239 (15)0.0281 (13)0.0045 (10)0.0145 (9)0.0133 (12)
C16A0.0249 (11)0.0239 (15)0.0281 (13)0.0045 (10)0.0145 (9)0.0133 (12)
S2B0.0261 (7)0.0370 (12)0.0333 (8)0.0035 (7)0.0148 (6)0.0133 (9)
C13B0.0249 (11)0.0239 (15)0.0281 (13)0.0045 (10)0.0145 (9)0.0133 (12)
C14B0.0249 (11)0.0239 (15)0.0281 (13)0.0045 (10)0.0145 (9)0.0133 (12)
C15B0.0249 (11)0.0239 (15)0.0281 (13)0.0045 (10)0.0145 (9)0.0133 (12)
C16B0.0249 (11)0.0239 (15)0.0281 (13)0.0045 (10)0.0145 (9)0.0133 (12)
S3A0.0184 (7)0.0314 (8)0.0279 (10)0.0081 (6)0.0098 (7)0.0031 (8)
C21A0.0154 (10)0.0321 (12)0.0188 (11)0.0031 (9)0.0038 (9)0.0142 (9)
C22A0.0154 (10)0.0321 (12)0.0188 (11)0.0031 (9)0.0038 (9)0.0142 (9)
C23A0.0154 (10)0.0321 (12)0.0188 (11)0.0031 (9)0.0038 (9)0.0142 (9)
C24A0.0154 (10)0.0321 (12)0.0188 (11)0.0031 (9)0.0038 (9)0.0142 (9)
S3B0.0184 (7)0.0314 (8)0.0279 (10)0.0081 (6)0.0098 (7)0.0031 (8)
C21B0.0154 (10)0.0321 (12)0.0188 (11)0.0031 (9)0.0038 (9)0.0142 (9)
C22B0.0154 (10)0.0321 (12)0.0188 (11)0.0031 (9)0.0038 (9)0.0142 (9)
C23B0.0154 (10)0.0321 (12)0.0188 (11)0.0031 (9)0.0038 (9)0.0142 (9)
C24B0.0154 (10)0.0321 (12)0.0188 (11)0.0031 (9)0.0038 (9)0.0142 (9)
Geometric parameters (Å, º) top
Nd1—O22.372 (2)C19—C201.423 (4)
Nd1—O32.396 (2)C19—H190.9500
Nd1—O12.406 (2)C20—O61.256 (4)
Nd1—O62.411 (2)C20—C21A1.465 (4)
Nd1—O52.428 (2)C25—N11.139 (5)
Nd1—O42.478 (2)C25—C261.472 (5)
Nd1—O82.485 (2)C26—H26A0.9800
Nd1—O72.513 (2)C26—H26B0.9800
C1—F31.318 (4)C26—H26C0.9800
C1—F11.326 (4)O7—H7A0.8400
C1—F21.341 (4)O7—H7B0.8489
C1—C21.545 (5)O8—H8A0.8400
C2—O11.263 (4)O8—H8B0.8555
C2—C31.378 (4)S2A—C13A1.687 (4)
C3—C41.417 (4)S2A—C16A1.756 (7)
C3—H30.9500C13A—C14A1.455 (11)
C4—O21.264 (4)C14A—C15A1.349 (10)
C4—C51.467 (4)C14A—H14A0.9500
C5—C61.403 (4)C15A—C16A1.359 (8)
C5—S11.714 (3)C15A—H15A0.9500
C6—C71.423 (5)C16A—H16A0.9500
C6—H60.9500S2B—C16B1.754 (9)
C7—C81.346 (6)C14B—C15B1.359 (14)
C7—H70.9500C14B—H14B0.9500
C8—S11.709 (3)C15B—C16B1.330 (11)
C8—H80.9500C15B—H15B0.9500
C9—F41.313 (4)C16B—H16B0.9500
C9—F61.327 (4)S3A—C24A1.648 (7)
C9—F51.331 (4)S3A—C21A1.671 (4)
C9—C101.541 (5)C21A—C22A1.478 (10)
C10—O31.259 (4)C22A—C23A1.499 (11)
C10—C111.374 (5)C22A—H22A0.9500
C11—C121.403 (5)C23A—C24A1.369 (8)
C11—H110.9500C23A—H23A0.9500
C12—O41.278 (4)C24A—H24A0.9500
C12—C13A1.475 (4)S3B—C24B1.545 (11)
C17—F81.336 (3)C22B—C23B1.484 (14)
C17—F91.340 (4)C22B—H22B0.9500
C17—F71.352 (3)C23B—C24B1.452 (12)
C17—C181.530 (4)C23B—H23B0.9500
C18—O51.277 (3)C24B—H24B0.9500
C18—C191.371 (4)
O2—Nd1—O378.03 (7)F8—C17—C18114.9 (2)
O2—Nd1—O171.18 (7)F9—C17—C18111.6 (2)
O3—Nd1—O1139.97 (8)F7—C17—C18109.5 (3)
O2—Nd1—O6142.12 (8)O5—C18—C19129.7 (3)
O3—Nd1—O6118.42 (7)O5—C18—C17112.3 (3)
O1—Nd1—O676.45 (7)C19—C18—C17118.0 (3)
O2—Nd1—O5115.80 (7)C18—C19—C20123.6 (3)
O3—Nd1—O5144.19 (8)C18—C19—H19118.2
O1—Nd1—O574.21 (7)C20—C19—H19118.2
O6—Nd1—O572.12 (7)O6—C20—C19123.9 (3)
O2—Nd1—O474.45 (7)O6—C20—C21A116.9 (3)
O3—Nd1—O471.76 (7)C19—C20—C21A119.2 (3)
O1—Nd1—O4121.42 (7)N1—C25—C26178.4 (4)
O6—Nd1—O4141.42 (7)C25—C26—H26A109.5
O5—Nd1—O480.26 (7)C25—C26—H26B109.5
O2—Nd1—O880.36 (8)H26A—C26—H26B109.5
O3—Nd1—O871.87 (8)C25—C26—H26C109.5
O1—Nd1—O878.19 (8)H26A—C26—H26C109.5
O6—Nd1—O874.15 (7)H26B—C26—H26C109.5
O5—Nd1—O8140.35 (7)C2—O1—Nd1133.0 (2)
O4—Nd1—O8139.12 (7)C4—O2—Nd1138.1 (2)
O2—Nd1—O7144.79 (7)C10—O3—Nd1131.7 (2)
O3—Nd1—O774.20 (7)C12—O4—Nd1130.3 (2)
O1—Nd1—O7142.79 (7)C18—O5—Nd1128.5 (2)
O6—Nd1—O771.78 (7)C20—O6—Nd1135.6 (2)
O5—Nd1—O777.96 (7)Nd1—O7—H7A109.5
O4—Nd1—O776.58 (7)Nd1—O7—H7B102.8
O8—Nd1—O7110.36 (8)H7A—O7—H7B98.7
F3—C1—F1108.7 (3)Nd1—O8—H8A109.5
F3—C1—F2105.7 (3)Nd1—O8—H8B130.6
F1—C1—F2105.9 (3)H8A—O8—H8B90.3
F3—C1—C2111.5 (3)C8—S1—C591.58 (17)
F1—C1—C2112.6 (3)C13A—S2A—C16A90.3 (3)
F2—C1—C2112.0 (3)C14A—C13A—C12128.0 (4)
O1—C2—C3128.9 (3)C14A—C13A—S2A109.3 (4)
O1—C2—C1114.6 (3)C12—C13A—S2A122.6 (3)
C3—C2—C1116.4 (3)C15A—C14A—C13A115.7 (8)
C2—C3—C4121.9 (3)C15A—C14A—H14A122.2
C2—C3—H3119.1C13A—C14A—H14A122.2
C4—C3—H3119.1C14A—C15A—C16A109.9 (8)
O2—C4—C3124.1 (3)C14A—C15A—H15A125.1
O2—C4—C5116.2 (3)C16A—C15A—H15A125.1
C3—C4—C5119.7 (3)C15A—C16A—S2A114.4 (6)
C6—C5—C4129.7 (3)C15A—C16A—H16A122.8
C6—C5—S1111.8 (2)S2A—C16A—H16A122.8
C4—C5—S1118.6 (2)C15B—C14B—H14B125.3
C5—C6—C7110.5 (3)C16B—C15B—C14B110.4 (11)
C5—C6—H6124.8C16B—C15B—H15B124.8
C7—C6—H6124.8C14B—C15B—H15B124.8
C8—C7—C6113.6 (3)C15B—C16B—S2B116.9 (9)
C8—C7—H7123.2C15B—C16B—H16B121.6
C6—C7—H7123.2S2B—C16B—H16B121.6
C7—C8—S1112.6 (3)C24A—S3A—C21A93.4 (3)
C7—C8—H8123.7C20—C21A—C22A129.8 (5)
S1—C8—H8123.7C20—C21A—S3A118.9 (3)
F4—C9—F6106.6 (3)C22A—C21A—S3A111.2 (4)
F4—C9—F5107.2 (3)C21A—C22A—C23A108.2 (8)
F6—C9—F5106.4 (3)C21A—C22A—H22A125.9
F4—C9—C10111.8 (3)C23A—C22A—H22A125.9
F6—C9—C10113.8 (3)C24A—C23A—C22A107.8 (7)
F5—C9—C10110.6 (3)C24A—C23A—H23A126.1
O3—C10—C11129.5 (3)C22A—C23A—H23A126.1
O3—C10—C9112.2 (3)C23A—C24A—S3A116.4 (6)
C11—C10—C9118.2 (3)C23A—C24A—H24A121.8
C10—C11—C12124.3 (3)S3A—C24A—H24A121.8
C10—C11—H11117.8C23B—C22B—H22B126.7
C12—C11—H11117.8C24B—C23B—C22B106.5 (10)
O4—C12—C11124.1 (3)C24B—C23B—H23B126.7
O4—C12—C13A117.1 (3)C22B—C23B—H23B126.7
C11—C12—C13A118.9 (3)C23B—C24B—S3B114.9 (9)
F8—C17—F9107.2 (3)C23B—C24B—H24B122.6
F8—C17—F7106.7 (2)S3B—C24B—H24B122.6
F9—C17—F7106.5 (2)
F3—C1—C2—O1111.4 (4)O6—Nd1—O3—C10161.9 (3)
F1—C1—C2—O111.1 (5)O5—Nd1—O3—C1063.1 (3)
F2—C1—C2—O1130.3 (3)O4—Nd1—O3—C1022.7 (3)
F3—C1—C2—C366.3 (4)O8—Nd1—O3—C10138.3 (3)
F1—C1—C2—C3171.2 (3)O7—Nd1—O3—C10103.4 (3)
F2—C1—C2—C352.0 (4)C11—C12—O4—Nd129.4 (4)
O1—C2—C3—C44.1 (6)C13A—C12—O4—Nd1151.6 (2)
C1—C2—C3—C4173.3 (3)O2—Nd1—O4—C1251.4 (2)
C2—C3—C4—O29.0 (5)O3—Nd1—O4—C1230.8 (2)
C2—C3—C4—C5170.7 (3)O1—Nd1—O4—C12107.2 (2)
O2—C4—C5—C6173.1 (3)O6—Nd1—O4—C12143.8 (2)
C3—C4—C5—C66.7 (5)O5—Nd1—O4—C12171.8 (2)
O2—C4—C5—S15.2 (4)O8—Nd1—O4—C122.7 (3)
C3—C4—C5—S1175.0 (3)O7—Nd1—O4—C12108.4 (2)
C4—C5—C6—C7179.2 (3)C19—C18—O5—Nd126.4 (4)
S1—C5—C6—C70.8 (4)C17—C18—O5—Nd1153.85 (19)
C5—C6—C7—C80.2 (4)O2—Nd1—O5—C18113.3 (2)
C6—C7—C8—S11.2 (4)O3—Nd1—O5—C18140.7 (2)
F4—C9—C10—O344.0 (4)O1—Nd1—O5—C1853.9 (2)
F6—C9—C10—O3164.8 (3)O6—Nd1—O5—C1826.6 (2)
F5—C9—C10—O375.4 (4)O4—Nd1—O5—C18179.4 (2)
F4—C9—C10—C11137.5 (3)O8—Nd1—O5—C186.3 (3)
F6—C9—C10—C1116.7 (5)O7—Nd1—O5—C18101.2 (2)
F5—C9—C10—C11103.1 (4)C19—C20—O6—Nd110.4 (5)
O3—C10—C11—C124.8 (6)C21A—C20—O6—Nd1170.5 (2)
C9—C10—C11—C12177.1 (3)O2—Nd1—O6—C2088.6 (3)
C10—C11—C12—O44.2 (5)O3—Nd1—O6—C20163.3 (3)
C10—C11—C12—C13A176.8 (3)O1—Nd1—O6—C2056.8 (3)
F8—C17—C18—O5166.1 (3)O5—Nd1—O6—C2020.7 (3)
F9—C17—C18—O543.8 (3)O4—Nd1—O6—C2067.1 (3)
F7—C17—C18—O573.8 (3)O8—Nd1—O6—C20138.1 (3)
F8—C17—C18—C1913.7 (4)O7—Nd1—O6—C20103.6 (3)
F9—C17—C18—C19136.0 (3)C7—C8—S1—C51.4 (3)
F7—C17—C18—C19106.4 (3)C6—C5—S1—C81.3 (3)
O5—C18—C19—C202.8 (5)C4—C5—S1—C8179.8 (3)
C17—C18—C19—C20177.4 (3)O4—C12—C13A—C14A8.4 (7)
C18—C19—C20—O66.5 (5)C11—C12—C13A—C14A170.7 (6)
C18—C19—C20—C21A172.5 (3)O4—C12—C13A—S2A169.5 (2)
C3—C2—O1—Nd113.6 (5)C11—C12—C13A—S2A11.4 (4)
C1—C2—O1—Nd1169.0 (2)C16A—S2A—C13A—C14A5.3 (5)
O2—Nd1—O1—C216.8 (3)C16A—S2A—C13A—C12173.0 (3)
O3—Nd1—O1—C224.9 (3)C12—C13A—C14A—C15A173.9 (6)
O6—Nd1—O1—C2143.2 (3)S2A—C13A—C14A—C15A4.2 (9)
O5—Nd1—O1—C2141.9 (3)C13A—C14A—C15A—C16A0.0 (11)
O4—Nd1—O1—C274.1 (3)C14A—C15A—C16A—S2A4.2 (9)
O8—Nd1—O1—C266.9 (3)C13A—S2A—C16A—C15A5.8 (5)
O7—Nd1—O1—C2175.1 (2)C14B—C15B—C16B—S2B16.0 (13)
C3—C4—O2—Nd14.3 (5)O6—C20—C21A—C22A175.0 (6)
C5—C4—O2—Nd1176.0 (2)C19—C20—C21A—C22A4.1 (7)
O3—Nd1—O2—C4141.2 (3)O6—C20—C21A—S3A6.7 (4)
O1—Nd1—O2—C412.8 (3)C19—C20—C21A—S3A174.2 (3)
O6—Nd1—O2—C419.9 (4)C24A—S3A—C21A—C20178.9 (3)
O5—Nd1—O2—C473.9 (3)C24A—S3A—C21A—C22A0.4 (6)
O4—Nd1—O2—C4144.6 (3)C20—C21A—C22A—C23A171.5 (4)
O8—Nd1—O2—C467.9 (3)S3A—C21A—C22A—C23A10.1 (8)
O7—Nd1—O2—C4179.7 (3)C21A—C22A—C23A—C24A17.1 (9)
C11—C10—O3—Nd113.3 (5)C22A—C23A—C24A—S3A18.2 (7)
C9—C10—O3—Nd1164.9 (2)C21A—S3A—C24A—C23A11.0 (5)
O2—Nd1—O3—C1054.7 (3)C22B—C23B—C24B—S3B26.3 (11)
O1—Nd1—O3—C1094.8 (3)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O7—H7A···O5i0.842.022.811 (3)156
O7—H7B···O4i0.852.062.812 (3)148
O8—H8A···N10.842.152.902 (5)149
Symmetry code: (i) x, y+2, z+1.

Experimental details

Crystal data
Chemical formula[Nd(C8H4F3O2S)3(H2O)2]·C2H3N
Mr884.84
Crystal system, space groupTriclinic, P1
Temperature (K)100
a, b, c (Å)11.2381 (1), 12.5467 (1), 13.3618 (1)
α, β, γ (°)66.038 (1), 68.586 (1), 71.955 (1)
V3)1573.66 (2)
Z2
Radiation typeMo Kα
µ (mm1)1.95
Crystal size (mm)0.15 × 0.08 × 0.03
Data collection
DiffractometerBruker APEX CCD
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 2008)
Tmin, Tmax0.759, 0.953
No. of measured, independent and
observed [I > 2σ(I)] reflections
43274, 9148, 7549
Rint0.054
(sin θ/λ)max1)0.703
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.035, 0.088, 1.10
No. of reflections9148
No. of parameters424
No. of restraints20
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.96, 1.06

Computer programs: SMART (Bruker, 2001), SAINT (Bruker, 2001), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 1999), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O7—H7A···O5i0.842.022.811 (3)156
O7—H7B···O4i0.852.062.812 (3)148
O8—H8A···N10.842.152.902 (5)149
Symmetry code: (i) x, y+2, z+1.
 

Acknowledgements

The authors would like to thank the University of Nevada, Reno and the National Science Foundation (CHE-0733458) for support.

References

First citationBrandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.  Google Scholar
First citationBruker (2001). SAINT and SMART. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
First citationLeipoldt, J. G., Bok, L. D. C., Laubscher, A. E. & Basson, S. S. (1975). J. Inorg. Nucl. Chem. 37, 2477–2480.  CrossRef CAS Web of Science Google Scholar
First citationRusakova, N. V., Meshkova, S., Venchikov, V., Pyatosin, V. E. & Tsvirko, M. P. (1992a). J. Appl. Spectrosc. 56, 488–490.  CrossRef Google Scholar
First citationRusakova, N. V., Topilova, Z. M., Meshkova, S., Lozinskii, M. O. & Gevaza, Y. I. (1992b). Zh. Neorg. Khim. 37, 116–125.  CAS Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationVoloshin, A. I., Shavaleev, N. M. & Kazakov, V. P. (2000). J. Photochem. Photobiol. A, 131, 61–65.  CrossRef CAS Google Scholar
First citationWhite, J. G. (1976). Inorg. Chim. Acta, 16, 159–162.  CrossRef CAS Web of Science Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 67| Part 9| September 2011| Pages m1188-m1189
Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds