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

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890

Bis(μ-2-methyl­quinolin-1-ium-8-olato-κ2O:O′)bis­­[(2-methyl­quinolin-1-ium-8-olato-κO)tris­­(nitrato-κ2O,O′)lanthanum(III)]

aDepartment of Chemistry, General Campus, Shahid Beheshti University, Tehran 1983963113, Iran, and bDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
*Correspondence e-mail: seikweng@um.edu.my

(Received 19 May 2009; accepted 25 May 2009; online 6 June 2009)

The two independent N-heterocycles in the centrosymmetric title compound, [La2(C10H9NO)4(NO3)6], exist in the zwitterionic form. One of these binds to one metal center, whereas the other bridges two metal centers. The La atom is chelated by three nitrate groups and is surrounded by nine O atoms in a coordination environment based on a distorted monocapped square-anti­prism. The dinuclear structure is further stabilized by intra­molecular N—H⋯O(nitrate) hydrogen bonds.

Related literature

The N-heterocycle exists in the deprotonated and neutral form in hexa­kis(μ-2-methyl­quinolin-8-oxido)bis­(2-methyl­quinolin-8-oxido(2-methyl-8-quinolinol)(nitrato)trilanthanum meth­an­ol solvate; see: Katkova et al. (2005[Katkova, M. A., Kurskii, Yu. A., Fukin, G. K., Averyushkin, A. S., Artamonov, A. N., Vitukhnovsky, A. G. & Bochkarev, M. N. (2005). Inorg. Chim. Acta, 358, 3625-3632.]).

[Scheme 1]

Experimental

Crystal data
  • [La2(C10H9NO)4(NO3)6]

  • Mr = 1286.61

  • Monoclinic, P 21 /n

  • a = 10.7177 (2) Å

  • b = 18.3308 (3) Å

  • c = 12.4473 (2) Å

  • β = 109.952 (1)°

  • V = 2298.67 (7) Å3

  • Z = 2

  • Mo Kα radiation

  • μ = 1.93 mm−1

  • T = 100 K

  • 0.20 × 0.15 × 0.10 mm

Data collection
  • Bruker SMART APEX diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.699, Tmax = 0.830

  • 28922 measured reflections

  • 5258 independent reflections

  • 4897 reflections with I > 2σ(I)

  • Rint = 0.020

Refinement
  • R[F2 > 2σ(F2)] = 0.022

  • wR(F2) = 0.057

  • S = 1.05

  • 5258 reflections

  • 344 parameters

  • 2 restraints

  • H atoms treated by a mixture of independent and constrained refinement

  • Δρmax = 0.64 e Å−3

  • Δρmin = −0.36 e Å−3

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A DA D—H⋯A
N1—H1⋯O4i 0.88 (1) 2.39 (2) 3.115 (3) 140 (2)
N2—H2⋯O3 0.87 (1) 2.08 (1) 2.950 (2) 173 (2)
Symmetry code: (i) -x+1, -y+1, -z+1.

Data collection: APEX2 (Bruker, 2008[Bruker (2008). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2008[Bruker (2008). APEX2 and SAINT. 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: X-SEED (Barbour, 2001[Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.]); software used to prepare material for publication: publCIF (Westrip, 2009[Westrip, S. P. (2009). publCIF. In preparation.]).

Supporting information


Related literature top

The N-heterocycle exists in the deprotonated and neutral form in hexakis(µ-2-methylquinolin-8-oxido)bis(2-methylquinolin-8-oxido(2-methyl-8-quinolinol)(nitrato)trilanthanum methanol solvate; see: Katkova et al. (2005).

Experimental top

2-Methyl-8-hydroxyquinoline (0.32 g, 2 mmol) was added to lanthanum nitrate hexahydrate (0.43 g, 1 mmol) in methanol (10 ml). The mixture was stirred for an hour and then filtered. Slow evaporation of solution gave yellow crystals that are stable when heated up to 573 K.

Refinement top

Carbon-bound H-atoms were placed in calculated positions (C—H 0.95 to 0.98 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2 to 1.5U(C). The nitrogen-bound hydrogen atoms were located in a difference Fourier map, and were refined with a distance restraint of N–H 0.88±01 Å; their temperature factors were freely refined.

Computing details top

Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2009).

Figures top
[Figure 1] Fig. 1. Thermal ellipsoid plot (Barbour, 2001) of [La(NO3)3(C10H9NO)2]2; ellipsoids are drawn at the 70% probability level and H atoms of arbitrary radius.
[Figure 2] Fig. 2. Monocapped square-antiprismatic geometry of La.
Bis(µ-2-methylquinolin-1-ium-8-olato-κ2O:O')bis[(2- methylquinolin-1-ium-8-olato-κO)tris(nitrato- κ2O,O')lanthanum(III)] top
Crystal data top
[La2(C10H9NO)4(NO3)6]F(000) = 1272
Mr = 1286.61Dx = 1.859 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 9940 reflections
a = 10.7177 (2) Åθ = 2.3–28.3°
b = 18.3308 (3) ŵ = 1.93 mm1
c = 12.4473 (2) ÅT = 100 K
β = 109.952 (1)°Block, yellow
V = 2298.67 (7) Å30.20 × 0.15 × 0.10 mm
Z = 2
Data collection top
Bruker SMART APEX
diffractometer
5258 independent reflections
Radiation source: fine-focus sealed tube4897 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.020
ω scansθmax = 27.5°, θmin = 2.1°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1313
Tmin = 0.699, Tmax = 0.830k = 2323
28922 measured reflectionsl = 1615
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)] = 0.022Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.057H atoms treated by a mixture of independent and constrained refinement
S = 1.05 w = 1/[σ2(Fo2) + (0.0293P)2 + 2.866P]
where P = (Fo2 + 2Fc2)/3
5258 reflections(Δ/σ)max = 0.001
344 parametersΔρmax = 0.64 e Å3
2 restraintsΔρmin = 0.36 e Å3
Crystal data top
[La2(C10H9NO)4(NO3)6]V = 2298.67 (7) Å3
Mr = 1286.61Z = 2
Monoclinic, P21/nMo Kα radiation
a = 10.7177 (2) ŵ = 1.93 mm1
b = 18.3308 (3) ÅT = 100 K
c = 12.4473 (2) Å0.20 × 0.15 × 0.10 mm
β = 109.952 (1)°
Data collection top
Bruker SMART APEX
diffractometer
5258 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
4897 reflections with I > 2σ(I)
Tmin = 0.699, Tmax = 0.830Rint = 0.020
28922 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0222 restraints
wR(F2) = 0.057H atoms treated by a mixture of independent and constrained refinement
S = 1.05Δρmax = 0.64 e Å3
5258 reflectionsΔρmin = 0.36 e Å3
344 parameters
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
La10.627521 (11)0.471863 (6)0.661979 (10)0.01366 (5)
O10.39482 (14)0.47330 (8)0.52498 (13)0.0153 (3)
O20.55263 (15)0.38409 (8)0.76113 (14)0.0197 (3)
O30.51647 (17)0.53810 (9)0.79000 (15)0.0241 (3)
O40.57975 (17)0.61199 (9)0.68318 (15)0.0259 (4)
O50.4652 (2)0.65310 (11)0.7854 (2)0.0433 (5)
O60.81044 (17)0.50974 (11)0.84912 (14)0.0281 (4)
O70.84706 (16)0.54647 (10)0.69668 (14)0.0249 (3)
O80.97394 (18)0.58366 (12)0.86437 (17)0.0380 (5)
O90.81082 (16)0.37627 (10)0.69806 (16)0.0287 (4)
O100.63565 (19)0.34935 (10)0.55359 (15)0.0311 (4)
O110.7770 (3)0.26474 (13)0.6382 (2)0.0668 (8)
N10.31296 (18)0.33149 (10)0.50479 (16)0.0185 (4)
H10.379 (2)0.3456 (15)0.483 (2)0.026 (7)*
N20.37563 (17)0.42049 (11)0.86348 (15)0.0178 (4)
H20.423 (2)0.4525 (11)0.842 (2)0.017 (6)*
N30.51907 (19)0.60337 (11)0.75377 (18)0.0234 (4)
N40.87999 (19)0.54744 (12)0.80494 (18)0.0234 (4)
N50.7429 (2)0.32815 (12)0.62974 (19)0.0313 (5)
C10.2499 (2)0.38214 (12)0.54963 (17)0.0156 (4)
C20.2910 (2)0.45585 (12)0.55661 (17)0.0151 (4)
C30.2200 (2)0.50601 (13)0.59584 (19)0.0201 (4)
H30.24320.55620.59910.024*
C40.1140 (2)0.48398 (15)0.6309 (2)0.0255 (5)
H40.06610.51970.65630.031*
C50.0788 (2)0.41235 (15)0.6292 (2)0.0263 (5)
H50.00890.39820.65550.032*
C60.1471 (2)0.35933 (13)0.58808 (18)0.0211 (4)
C70.1194 (2)0.28332 (14)0.5841 (2)0.0281 (5)
H70.05240.26560.61140.034*
C80.1881 (3)0.23603 (13)0.5416 (2)0.0290 (5)
H80.16940.18530.54080.035*
C90.2862 (2)0.26032 (12)0.49867 (19)0.0235 (5)
C100.3615 (3)0.21221 (14)0.4471 (2)0.0340 (6)
H10A0.30160.17540.39910.051*
H10B0.43280.18790.50780.051*
H10C0.39970.24150.40010.051*
C110.3925 (2)0.34856 (12)0.84219 (18)0.0176 (4)
C120.4870 (2)0.33087 (12)0.78824 (18)0.0173 (4)
C130.5007 (2)0.25687 (12)0.76861 (19)0.0213 (4)
H130.56190.24220.73270.026*
C140.4262 (3)0.20362 (13)0.8008 (2)0.0265 (5)
H140.43910.15370.78680.032*
C150.3352 (3)0.22155 (14)0.8518 (2)0.0280 (5)
H150.28590.18450.87270.034*
C160.3157 (2)0.29544 (13)0.87294 (19)0.0222 (5)
C170.2211 (2)0.32082 (15)0.9205 (2)0.0293 (5)
H170.16530.28660.93960.035*
C180.2081 (2)0.39351 (15)0.9397 (2)0.0286 (5)
H180.14460.40930.97250.034*
C190.2892 (2)0.44488 (14)0.91067 (19)0.0229 (5)
C200.2841 (3)0.52479 (14)0.9304 (2)0.0278 (5)
H20A0.33580.55060.89080.042*
H20B0.32160.53491.01250.042*
H20C0.19170.54140.90090.042*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
La10.01291 (7)0.01585 (7)0.01372 (7)0.00115 (4)0.00648 (5)0.00089 (4)
O10.0135 (7)0.0175 (7)0.0165 (7)0.0023 (5)0.0073 (6)0.0011 (6)
O20.0205 (7)0.0183 (7)0.0243 (8)0.0005 (6)0.0129 (6)0.0048 (6)
O30.0275 (9)0.0219 (8)0.0293 (9)0.0028 (6)0.0182 (7)0.0025 (7)
O40.0336 (9)0.0189 (8)0.0277 (9)0.0011 (7)0.0135 (7)0.0016 (7)
O50.0421 (11)0.0277 (10)0.0687 (15)0.0063 (8)0.0302 (11)0.0141 (10)
O60.0249 (9)0.0433 (10)0.0175 (8)0.0090 (8)0.0092 (7)0.0023 (7)
O70.0203 (8)0.0363 (9)0.0202 (8)0.0081 (7)0.0094 (6)0.0026 (7)
O80.0248 (9)0.0518 (12)0.0333 (10)0.0167 (8)0.0045 (8)0.0121 (9)
O90.0206 (8)0.0328 (9)0.0354 (10)0.0050 (7)0.0129 (7)0.0039 (8)
O100.0399 (10)0.0305 (9)0.0211 (9)0.0092 (8)0.0079 (8)0.0024 (7)
O110.105 (2)0.0392 (13)0.0404 (13)0.0431 (14)0.0049 (13)0.0060 (10)
N10.0187 (9)0.0173 (9)0.0174 (9)0.0025 (7)0.0035 (7)0.0021 (7)
N20.0171 (8)0.0223 (9)0.0157 (9)0.0016 (7)0.0078 (7)0.0035 (7)
N30.0192 (9)0.0204 (9)0.0304 (11)0.0000 (7)0.0083 (8)0.0055 (8)
N40.0171 (9)0.0310 (10)0.0226 (10)0.0028 (8)0.0073 (8)0.0048 (8)
N50.0433 (13)0.0308 (11)0.0245 (11)0.0161 (10)0.0175 (10)0.0032 (9)
C10.0131 (9)0.0205 (10)0.0115 (9)0.0013 (7)0.0020 (7)0.0037 (8)
C20.0127 (9)0.0200 (10)0.0125 (9)0.0018 (7)0.0043 (7)0.0022 (8)
C30.0174 (10)0.0232 (11)0.0190 (11)0.0020 (8)0.0056 (8)0.0012 (9)
C40.0157 (10)0.0415 (14)0.0202 (11)0.0039 (9)0.0073 (8)0.0029 (10)
C50.0150 (10)0.0476 (15)0.0190 (11)0.0069 (10)0.0094 (8)0.0013 (10)
C60.0151 (10)0.0315 (12)0.0145 (10)0.0068 (9)0.0024 (8)0.0056 (9)
C70.0245 (11)0.0354 (14)0.0196 (11)0.0144 (10)0.0012 (9)0.0093 (10)
C80.0333 (13)0.0218 (11)0.0222 (12)0.0125 (10)0.0029 (10)0.0082 (9)
C90.0296 (12)0.0175 (10)0.0157 (10)0.0024 (9)0.0021 (9)0.0013 (8)
C100.0449 (15)0.0219 (12)0.0286 (13)0.0047 (11)0.0038 (11)0.0028 (10)
C110.0173 (9)0.0198 (10)0.0145 (10)0.0015 (8)0.0039 (8)0.0043 (8)
C120.0174 (10)0.0181 (10)0.0152 (10)0.0014 (8)0.0039 (8)0.0033 (8)
C130.0255 (11)0.0185 (10)0.0173 (10)0.0017 (8)0.0039 (9)0.0019 (8)
C140.0363 (13)0.0183 (11)0.0201 (11)0.0044 (9)0.0034 (10)0.0015 (9)
C150.0342 (13)0.0251 (12)0.0222 (12)0.0117 (10)0.0064 (10)0.0048 (9)
C160.0212 (10)0.0288 (12)0.0150 (10)0.0074 (9)0.0039 (8)0.0051 (9)
C170.0233 (11)0.0429 (15)0.0236 (12)0.0098 (10)0.0107 (10)0.0055 (11)
C180.0227 (11)0.0450 (15)0.0234 (12)0.0038 (10)0.0145 (10)0.0028 (11)
C190.0192 (10)0.0338 (13)0.0162 (11)0.0014 (9)0.0069 (8)0.0020 (9)
C200.0282 (12)0.0333 (13)0.0263 (13)0.0037 (10)0.0148 (10)0.0003 (10)
Geometric parameters (Å, º) top
La1—O22.3308 (15)C4—C51.364 (4)
La1—O1i2.4704 (15)C4—H40.9500
La1—O12.4953 (15)C5—C61.413 (4)
La1—O92.5553 (17)C5—H50.9500
La1—O62.5759 (17)C6—C71.422 (3)
La1—O32.5932 (16)C7—C81.356 (4)
La1—O72.6267 (16)C7—H70.9500
La1—O102.6365 (18)C8—C91.404 (4)
La1—O42.6499 (16)C8—H80.9500
O1—C21.340 (2)C9—C101.482 (4)
O1—La1i2.4704 (15)C10—H10A0.9800
O2—C121.312 (3)C10—H10B0.9800
O3—N31.282 (3)C10—H10C0.9800
O4—N31.269 (3)C11—C161.409 (3)
O5—N31.214 (3)C11—C121.431 (3)
O6—N41.271 (3)C12—C131.395 (3)
O7—N41.271 (3)C13—C141.403 (3)
O8—N41.222 (3)C13—H130.9500
O9—N51.268 (3)C14—C151.373 (4)
O10—N51.276 (3)C14—H140.9500
O11—N51.212 (3)C15—C161.409 (4)
N1—C91.332 (3)C15—H150.9500
N1—C11.374 (3)C16—C171.416 (3)
N1—H10.875 (10)C17—C181.369 (4)
N2—C191.332 (3)C17—H170.9500
N2—C111.369 (3)C18—C191.410 (3)
N2—H20.873 (10)C18—H180.9500
C1—C61.407 (3)C19—C201.489 (3)
C1—C21.414 (3)C20—H20A0.9800
C2—C31.384 (3)C20—H20B0.9800
C3—C41.408 (3)C20—H20C0.9800
C3—H30.9500
O2—La1—O1i147.09 (5)O1—C2—C3123.8 (2)
O2—La1—O185.68 (5)O1—C2—C1118.82 (19)
O1i—La1—O166.36 (6)C3—C2—C1117.34 (19)
O2—La1—O979.43 (5)C2—C3—C4121.2 (2)
O1i—La1—O9105.44 (5)C2—C3—H3119.4
O1—La1—O9131.04 (5)C4—C3—H3119.4
O2—La1—O690.03 (6)C5—C4—C3121.3 (2)
O1i—La1—O6122.78 (5)C5—C4—H4119.4
O1—La1—O6152.87 (5)C3—C4—H4119.4
O9—La1—O673.96 (6)C4—C5—C6119.5 (2)
O2—La1—O371.61 (5)C4—C5—H5120.2
O1i—La1—O3118.10 (5)C6—C5—H5120.2
O1—La1—O381.59 (5)C1—C6—C5118.8 (2)
O9—La1—O3134.40 (6)C1—C6—C7117.2 (2)
O6—La1—O371.66 (6)C5—C6—C7124.0 (2)
O2—La1—O7136.33 (5)C8—C7—C6120.4 (2)
O1i—La1—O774.72 (5)C8—C7—H7119.8
O1—La1—O7137.50 (5)C6—C7—H7119.8
O9—La1—O774.71 (6)C7—C8—C9121.5 (2)
O6—La1—O749.33 (5)C7—C8—H8119.3
O3—La1—O7103.20 (5)C9—C8—H8119.3
O2—La1—O1076.14 (6)N1—C9—C8117.6 (2)
O1i—La1—O1082.77 (5)N1—C9—C10118.0 (2)
O1—La1—O1081.90 (5)C8—C9—C10124.4 (2)
O9—La1—O1049.32 (6)C9—C10—H10A109.5
O6—La1—O10122.99 (6)C9—C10—H10B109.5
O3—La1—O10144.64 (6)H10A—C10—H10B109.5
O7—La1—O10110.09 (6)C9—C10—H10C109.5
O2—La1—O4120.22 (5)H10A—C10—H10C109.5
O1i—La1—O474.90 (5)H10B—C10—H10C109.5
O1—La1—O482.87 (5)N2—C11—C16119.0 (2)
O9—La1—O4144.12 (6)N2—C11—C12118.05 (19)
O6—La1—O476.23 (6)C16—C11—C12122.9 (2)
O3—La1—O448.71 (5)O2—C12—C13125.5 (2)
O7—La1—O470.83 (5)O2—C12—C11118.66 (19)
O10—La1—O4156.62 (5)C13—C12—C11115.9 (2)
C2—O1—La1i123.42 (12)C12—C13—C14121.5 (2)
C2—O1—La1122.24 (12)C12—C13—H13119.3
La1i—O1—La1113.64 (6)C14—C13—H13119.3
C12—O2—La1163.94 (14)C15—C14—C13121.9 (2)
N3—O3—La198.69 (13)C15—C14—H14119.0
N3—O4—La196.33 (12)C13—C14—H14119.0
N4—O6—La197.65 (13)C14—C15—C16119.4 (2)
N4—O7—La195.21 (12)C14—C15—H15120.3
N5—O9—La197.36 (13)C16—C15—H15120.3
N5—O10—La193.33 (13)C11—C16—C15118.4 (2)
C9—N1—C1124.0 (2)C11—C16—C17117.0 (2)
C9—N1—H1116.9 (19)C15—C16—C17124.5 (2)
C1—N1—H1119.0 (19)C18—C17—C16121.5 (2)
C19—N2—C11124.5 (2)C18—C17—H17119.3
C19—N2—H2118.1 (18)C16—C17—H17119.3
C11—N2—H2117.4 (18)C17—C18—C19119.8 (2)
O5—N3—O4122.9 (2)C17—C18—H18120.1
O5—N3—O3121.1 (2)C19—C18—H18120.1
O4—N3—O3115.96 (18)N2—C19—C18118.1 (2)
O8—N4—O6121.1 (2)N2—C19—C20118.2 (2)
O8—N4—O7121.5 (2)C18—C19—C20123.7 (2)
O6—N4—O7117.34 (18)C19—C20—H20A109.5
O11—N5—O9121.4 (2)C19—C20—H20B109.5
O11—N5—O10121.7 (3)H20A—C20—H20B109.5
O9—N5—O10116.9 (2)C19—C20—H20C109.5
N1—C1—C6119.2 (2)H20A—C20—H20C109.5
N1—C1—C2119.01 (18)H20B—C20—H20C109.5
C6—C1—C2121.8 (2)
O2—La1—O1—C227.09 (15)O6—La1—O10—N52.99 (16)
O1i—La1—O1—C2170.71 (18)O3—La1—O10—N5102.47 (16)
O9—La1—O1—C299.05 (15)O7—La1—O10—N556.84 (15)
O6—La1—O1—C254.5 (2)O4—La1—O10—N5144.81 (15)
O3—La1—O1—C244.94 (15)La1—O4—N3—O5173.9 (2)
O7—La1—O1—C2145.33 (14)La1—O4—N3—O35.5 (2)
O10—La1—O1—C2103.68 (15)La1—O3—N3—O5173.8 (2)
O4—La1—O1—C294.12 (15)La1—O3—N3—O45.7 (2)
O2—La1—O1—La1i162.20 (7)La1—O6—N4—O8172.3 (2)
O1i—La1—O1—La1i0.0La1—O6—N4—O77.0 (2)
O9—La1—O1—La1i90.24 (8)La1—O7—N4—O8172.5 (2)
O6—La1—O1—La1i116.21 (11)La1—O7—N4—O66.8 (2)
O3—La1—O1—La1i125.77 (6)La1—O9—N5—O11160.3 (2)
O7—La1—O1—La1i25.38 (10)La1—O9—N5—O1018.1 (2)
O10—La1—O1—La1i85.61 (7)La1—O10—N5—O11161.0 (3)
O4—La1—O1—La1i76.59 (6)La1—O10—N5—O917.4 (2)
O1i—La1—O2—C122.5 (6)C9—N1—C1—C62.5 (3)
O1—La1—O2—C1228.6 (5)C9—N1—C1—C2177.0 (2)
O9—La1—O2—C12104.6 (5)La1i—O1—C2—C379.0 (2)
O6—La1—O2—C12178.2 (5)La1—O1—C2—C390.8 (2)
O3—La1—O2—C12111.1 (5)La1i—O1—C2—C1100.81 (19)
O7—La1—O2—C12158.8 (5)La1—O1—C2—C189.4 (2)
O10—La1—O2—C1254.1 (5)N1—C1—C2—O13.6 (3)
O4—La1—O2—C12107.7 (5)C6—C1—C2—O1175.98 (19)
O2—La1—O3—N3172.85 (14)N1—C1—C2—C3176.21 (19)
O1i—La1—O3—N327.22 (14)C6—C1—C2—C34.2 (3)
O1—La1—O3—N384.63 (13)O1—C2—C3—C4178.2 (2)
O9—La1—O3—N3133.73 (13)C1—C2—C3—C42.1 (3)
O6—La1—O3—N390.79 (13)C2—C3—C4—C51.0 (4)
O7—La1—O3—N352.32 (14)C3—C4—C5—C62.0 (4)
O10—La1—O3—N3147.60 (12)N1—C1—C6—C5177.14 (19)
O4—La1—O3—N33.24 (12)C2—C1—C6—C53.3 (3)
O2—La1—O4—N31.05 (15)N1—C1—C6—C73.6 (3)
O1i—La1—O4—N3149.16 (13)C2—C1—C6—C7176.0 (2)
O1—La1—O4—N381.80 (13)C4—C5—C6—C10.1 (3)
O9—La1—O4—N3115.25 (14)C4—C5—C6—C7179.1 (2)
O6—La1—O4—N380.79 (13)C1—C6—C7—C81.8 (3)
O3—La1—O4—N33.25 (12)C5—C6—C7—C8178.9 (2)
O7—La1—O4—N3132.09 (14)C6—C7—C8—C91.1 (4)
O10—La1—O4—N3131.47 (16)C1—N1—C9—C80.5 (3)
O2—La1—O6—N4166.36 (14)C1—N1—C9—C10179.4 (2)
O1i—La1—O6—N410.92 (16)C7—C8—C9—N12.3 (3)
O1—La1—O6—N4113.08 (15)C7—C8—C9—C10177.6 (2)
O9—La1—O6—N487.38 (14)C19—N2—C11—C160.9 (3)
O3—La1—O6—N4123.06 (15)C19—N2—C11—C12178.4 (2)
O7—La1—O6—N43.96 (12)La1—O2—C12—C1375.9 (6)
O10—La1—O6—N492.94 (15)La1—O2—C12—C11103.9 (5)
O4—La1—O6—N472.44 (14)N2—C11—C12—O20.3 (3)
O2—La1—O7—N429.91 (17)C16—C11—C12—O2178.99 (19)
O1i—La1—O7—N4163.12 (14)N2—C11—C12—C13179.88 (19)
O1—La1—O7—N4139.10 (12)C16—C11—C12—C130.8 (3)
O9—La1—O7—N485.73 (14)O2—C12—C13—C14179.9 (2)
O6—La1—O7—N43.94 (13)C11—C12—C13—C140.3 (3)
O3—La1—O7—N447.18 (14)C12—C13—C14—C150.8 (4)
O10—La1—O7—N4120.70 (13)C13—C14—C15—C160.1 (4)
O4—La1—O7—N484.13 (13)N2—C11—C16—C15179.2 (2)
O2—La1—O9—N570.58 (14)C12—C11—C16—C151.4 (3)
O1i—La1—O9—N575.98 (14)N2—C11—C16—C172.4 (3)
O1—La1—O9—N54.11 (16)C12—C11—C16—C17176.9 (2)
O6—La1—O9—N5163.69 (15)C14—C15—C16—C111.0 (3)
O3—La1—O9—N5121.40 (14)C14—C15—C16—C17177.2 (2)
O7—La1—O9—N5144.95 (14)C11—C16—C17—C182.3 (4)
O10—La1—O9—N510.16 (13)C15—C16—C17—C18179.4 (2)
O4—La1—O9—N5161.43 (13)C16—C17—C18—C190.7 (4)
O2—La1—O10—N577.84 (14)C11—N2—C19—C180.8 (3)
O1i—La1—O10—N5127.61 (14)C11—N2—C19—C20178.9 (2)
O1—La1—O10—N5165.36 (14)C17—C18—C19—N20.9 (4)
O9—La1—O10—N510.04 (13)C17—C18—C19—C20178.8 (2)
Symmetry code: (i) x+1, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N1—H1···O4i0.88 (1)2.39 (2)3.115 (3)140 (2)
N2—H2···O30.87 (1)2.08 (1)2.950 (2)173 (2)
Symmetry code: (i) x+1, y+1, z+1.

Experimental details

Crystal data
Chemical formula[La2(C10H9NO)4(NO3)6]
Mr1286.61
Crystal system, space groupMonoclinic, P21/n
Temperature (K)100
a, b, c (Å)10.7177 (2), 18.3308 (3), 12.4473 (2)
β (°) 109.952 (1)
V3)2298.67 (7)
Z2
Radiation typeMo Kα
µ (mm1)1.93
Crystal size (mm)0.20 × 0.15 × 0.10
Data collection
DiffractometerBruker SMART APEX
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.699, 0.830
No. of measured, independent and
observed [I > 2σ(I)] reflections
28922, 5258, 4897
Rint0.020
(sin θ/λ)max1)0.650
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.022, 0.057, 1.05
No. of reflections5258
No. of parameters344
No. of restraints2
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.64, 0.36

Computer programs: APEX2 (Bruker, 2008), SAINT (Bruker, 2008), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), publCIF (Westrip, 2009).

Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N1—H1···O4i0.88 (1)2.39 (2)3.115 (3)140 (2)
N2—H2···O30.87 (1)2.08 (1)2.950 (2)173 (2)
Symmetry code: (i) x+1, y+1, z+1.
 

Acknowledgements

We thank Shahid Beheshti University and the University of Malaya for supporting this study.

References

First citationBarbour, L. J. (2001). J. Supramol. Chem. 1, 189–191.  CrossRef CAS Google Scholar
First citationBruker (2008). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
First citationKatkova, M. A., Kurskii, Yu. A., Fukin, G. K., Averyushkin, A. S., Artamonov, A. N., Vitukhnovsky, A. G. & Bochkarev, M. N. (2005). Inorg. Chim. Acta, 358, 3625–3632.  Web of Science CSD CrossRef CAS Google Scholar
First citationSheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.  Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationWestrip, S. P. (2009). publCIF. In preparation.  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
Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds