Bis{2-[(pyridin-2-yl)methyl-idene-amino]-benzoato-κ(3) N,N',O}chromium(III) nitrate monohydrate.

The title complex salt hydrate, [Cr(C13H9N2O2)2]NO3·H2O, comprises discrete cations, nitrate anions and solvent water mol-ecules. The Cr(III) atom is octa-hedrally coordinated by two anionic Schiff base ligands with the O atoms being cis. The two ligands differ significantly with dihedral angles between the pyridine and benzene rings of 4.8 (2) and 24.9 (2)°. The nitrate anion and solvent water mol-ecule were modelled as being disordered, with the major components having site-occupancy values of 0.856 (14) and 0.727 (16), respectively. The crystal is built of alternating layers of cations and of anions plus water mol-ecules, stacked along the c axis.

Related literature

For the synthesis of the Schiff base ligand and the structures of its complexes, see: Dey et al. (2003 ▶), Mukhopadhyay & Pal (2005 ▶); Sen et al. (2006 ▶).

Experimental

Crystal data

[Cr(C13H9N2O2)2]NO3·H2O

M = 582.47

Triclinic,

a = 7.9131 (11) Å

b = 11.4929 (15) Å

c = 13.5627 (18) Å

α = 86.105 (11)°

β = 79.290 (11)°

γ = 85.566 (11)°

V = 1206.5 (3) Å3

Z = 2

Cu Kα radiation

μ = 4.47 mm−1

T = 100 K

0.11 × 0.05 × 0.03 mm

Data collection

Oxford Diffraction Gemini diffractometer

Absorption correction: analytical (Clark & Reid, 1995 ▶) T min = 0.681, T max = 0.892

9601 measured reflections

4251 independent reflections

2790 reflections with I > 2σ(I)

R int = 0.083

Refinement

R[F 2 > 2σ(F 2)] = 0.057

wR(F 2) = 0.136

S = 0.99

4251 reflections

379 parameters

H-atom parameters constrained

Δρmax = 0.43 e Å−3

Δρmin = −0.27 e Å−3

Data collection: CrysAlis PRO (Agilent, 2011 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SIR92 (Altomare et al., 1994 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEPII (Johnson, 1976 ▶); software used to prepare material for publication: WinGX (Farrugia, 2012 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536814005649/tk5300sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536814005649/tk5300Isup2.hkl

CCDC reference: 991354

Additional supporting information: crystallographic information; 3D view; checkCIF report

[Cr(C13H9N2O2)2]NO3·H2O	Z = 2
Mr = 582.47	F(000) = 598
Triclinic, P1	Dx = 1.603 Mg m−3
Hall symbol: -P 1	Cu Kα radiation, λ = 1.54178 Å
a = 7.9131 (11) Å	Cell parameters from 1206 reflections
b = 11.4929 (15) Å	θ = 3.3–67.2°
c = 13.5627 (18) Å	µ = 4.47 mm−1
α = 86.105 (11)°	T = 100 K
β = 79.290 (11)°	Rod, red-brown
γ = 85.566 (11)°	0.11 × 0.05 × 0.03 mm
V = 1206.5 (3) Å3

Oxford Diffraction Gemini diffractometer	4251 independent reflections
Graphite monochromator	2790 reflections with I > 2σ(I)
Detector resolution: 10.4738 pixels mm-1	Rint = 0.083
ω scans	θmax = 67.0°, θmin = 3.3°
Absorption correction: analytical (Clark & Reid, 1995)	h = −9→9
Tmin = 0.681, Tmax = 0.892	k = −11→13
9601 measured reflections	l = −10→16

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.057	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.136	H-atom parameters constrained
S = 0.99	w = 1/[σ2(Fo2) + (0.0496P)2] where P = (Fo2 + 2Fc2)/3
4251 reflections	(Δ/σ)max = 0.002
379 parameters	Δρmax = 0.43 e Å−3
0 restraints	Δρmin = −0.27 e Å−3

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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.The nitrate anion and solvent water molecule were modelled as being disordered. The site occupancy factors of the two components of the nitrate refined to 0.856 (14) and its complement. Those for the two components of the disordered water molecule appeared to be significantly different and were refined to 0.727 (16) and its complement. Minor components of the disordered atoms were refined with isotropic displacement parameters. Water molecule hydrogen atoms were not located.

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cr1	0.54166 (9)	0.74547 (6)	0.61375 (5)	0.0373 (2)
N11	0.7561 (4)	0.6436 (3)	0.6386 (2)	0.0358 (8)
C12	0.7217 (6)	0.5754 (4)	0.7256 (3)	0.0413 (10)
C13	0.8463 (6)	0.4967 (4)	0.7569 (3)	0.0477 (11)
H13	0.821	0.4509	0.8182	0.057*
C14	1.0056 (6)	0.4866 (4)	0.6976 (3)	0.0491 (11)
H14	1.0916	0.4319	0.7167	0.059*
C15	1.0425 (6)	0.5553 (4)	0.6101 (3)	0.0452 (10)
H15	1.1539	0.5499	0.5692	0.054*
C16	0.9120 (5)	0.6332 (4)	0.5828 (3)	0.0382 (9)
H16	0.9362	0.6803	0.5222	0.046*
C10	0.5485 (6)	0.5899 (4)	0.7818 (3)	0.0437 (10)
H10	0.5167	0.5473	0.8442	0.052*
N10	0.4359 (4)	0.6618 (3)	0.7463 (2)	0.0385 (8)
C21	0.1464 (6)	0.7587 (4)	0.7554 (3)	0.0445 (10)
C22	0.2644 (6)	0.6824 (4)	0.7983 (3)	0.0442 (10)
C23	0.2101 (6)	0.6264 (5)	0.8926 (3)	0.0585 (13)
H23	0.2878	0.5734	0.9215	0.07*
C24	0.0447 (7)	0.6481 (6)	0.9433 (3)	0.0738 (17)
H24	0.0101	0.6101	1.0075	0.089*
C25	−0.0730 (7)	0.7238 (6)	0.9031 (4)	0.0772 (19)
H25	−0.1872	0.7381	0.9387	0.093*
C26	−0.0193 (6)	0.7777 (5)	0.8101 (4)	0.0597 (13)
H26	−0.0987	0.8301	0.782	0.072*
C20	0.1775 (6)	0.8256 (4)	0.6544 (3)	0.0457 (10)
O21	0.3303 (4)	0.8357 (3)	0.6057 (2)	0.0465 (7)
O22	0.0532 (4)	0.8712 (3)	0.6203 (3)	0.0635 (9)
N31	0.6119 (5)	0.8854 (3)	0.6813 (2)	0.0418 (8)
C32	0.6966 (6)	0.9635 (4)	0.6123 (3)	0.0467 (11)
C33	0.7415 (6)	1.0696 (4)	0.6378 (4)	0.0548 (12)
H33	0.7988	1.1224	0.588	0.066*
C34	0.7011 (7)	1.0973 (4)	0.7376 (4)	0.0619 (14)
H34	0.732	1.1692	0.7576	0.074*
C35	0.6163 (7)	1.0201 (5)	0.8070 (4)	0.0620 (14)
H35	0.5875	1.0384	0.8756	0.074*
C36	0.5720 (6)	0.9140 (4)	0.7769 (3)	0.0538 (12)
H36	0.5123	0.8612	0.8257	0.065*
C30	0.7297 (6)	0.9282 (4)	0.5101 (3)	0.0449 (10)
H30	0.7933	0.9752	0.4581	0.054*
N30	0.6723 (4)	0.8323 (3)	0.4901 (2)	0.0397 (8)
C41	0.5867 (5)	0.7161 (4)	0.3666 (3)	0.0399 (10)
C42	0.6963 (5)	0.7961 (4)	0.3896 (3)	0.0419 (10)
C43	0.8237 (6)	0.8424 (4)	0.3149 (3)	0.0547 (12)
H43	0.9	0.8948	0.3316	0.066*
C44	0.8384 (7)	0.8117 (5)	0.2164 (3)	0.0623 (14)
H44	0.9261	0.842	0.1658	0.075*
C45	0.7261 (7)	0.7375 (5)	0.1919 (3)	0.0571 (13)
H45	0.7342	0.7187	0.124	0.069*
C46	0.6018 (6)	0.6903 (4)	0.2656 (3)	0.0485 (11)
H46	0.525	0.6393	0.2476	0.058*
C40	0.4502 (6)	0.6555 (4)	0.4412 (3)	0.0415 (10)
O41	0.4786 (4)	0.6332 (2)	0.53221 (18)	0.0402 (7)
O42	0.3241 (4)	0.6254 (3)	0.4119 (2)	0.0503 (8)
N1	0.4349 (7)	0.7154 (5)	1.0410 (3)	0.0656 (12)
O11	0.5173 (8)	0.6206 (5)	1.0362 (4)	0.078 (2)	0.856 (14)
O12	0.2875 (9)	0.7275 (7)	1.0988 (3)	0.078 (2)	0.856 (14)
O13	0.4921 (9)	0.8027 (4)	0.9909 (3)	0.0713 (17)	0.856 (14)
O14	0.354 (3)	0.668 (2)	1.1045 (15)	0.031 (7)*	0.144 (14)
O15	0.561 (5)	0.656 (4)	0.982 (3)	0.089 (12)*	0.144 (14)
O16	0.389 (7)	0.816 (4)	0.995 (3)	0.092 (12)*	0.144 (14)
O1	0.1743 (16)	0.9903 (10)	0.9800 (8)	0.185 (6)	0.727 (16)
O2	0.129 (2)	0.9116 (18)	1.0468 (15)	0.100 (8)*	0.273 (16)

	U11	U22	U33	U12	U13	U23
Cr1	0.0381 (4)	0.0373 (4)	0.0385 (3)	0.0040 (3)	−0.0158 (3)	0.0012 (3)
N11	0.037 (2)	0.0369 (19)	0.0365 (16)	0.0042 (15)	−0.0163 (15)	−0.0046 (14)
C12	0.046 (3)	0.040 (2)	0.040 (2)	0.003 (2)	−0.0167 (19)	−0.0007 (18)
C13	0.055 (3)	0.047 (3)	0.043 (2)	0.010 (2)	−0.021 (2)	0.0056 (19)
C14	0.048 (3)	0.049 (3)	0.052 (2)	0.016 (2)	−0.025 (2)	0.000 (2)
C15	0.040 (2)	0.048 (3)	0.050 (2)	0.005 (2)	−0.0144 (19)	−0.011 (2)
C16	0.044 (3)	0.036 (2)	0.0366 (19)	−0.0026 (18)	−0.0126 (18)	0.0002 (17)
C10	0.054 (3)	0.043 (2)	0.0354 (19)	−0.002 (2)	−0.0125 (19)	0.0000 (18)
N10	0.040 (2)	0.040 (2)	0.0370 (16)	0.0031 (16)	−0.0134 (15)	−0.0011 (15)
C21	0.041 (2)	0.049 (3)	0.047 (2)	0.005 (2)	−0.0178 (19)	−0.013 (2)
C22	0.045 (3)	0.056 (3)	0.034 (2)	−0.005 (2)	−0.0132 (18)	−0.0095 (19)
C23	0.047 (3)	0.091 (4)	0.039 (2)	0.004 (3)	−0.015 (2)	−0.004 (2)
C24	0.052 (3)	0.133 (6)	0.036 (2)	−0.003 (3)	−0.008 (2)	0.003 (3)
C25	0.045 (3)	0.136 (6)	0.050 (3)	0.012 (3)	−0.011 (2)	−0.024 (3)
C26	0.045 (3)	0.078 (4)	0.061 (3)	0.003 (3)	−0.020 (2)	−0.019 (3)
C20	0.041 (3)	0.034 (2)	0.067 (3)	−0.0011 (19)	−0.022 (2)	−0.006 (2)
O21	0.0393 (18)	0.0467 (18)	0.0559 (16)	0.0077 (14)	−0.0209 (14)	0.0026 (14)
O22	0.0394 (18)	0.057 (2)	0.094 (2)	0.0046 (16)	−0.0276 (17)	0.0244 (18)
N31	0.043 (2)	0.0366 (19)	0.0499 (19)	0.0056 (16)	−0.0218 (16)	−0.0053 (16)
C32	0.040 (2)	0.036 (2)	0.069 (3)	0.006 (2)	−0.028 (2)	0.003 (2)
C33	0.045 (3)	0.036 (3)	0.090 (3)	0.007 (2)	−0.033 (2)	−0.006 (2)
C34	0.059 (3)	0.041 (3)	0.096 (4)	0.013 (2)	−0.042 (3)	−0.018 (3)
C35	0.066 (3)	0.055 (3)	0.075 (3)	0.016 (3)	−0.037 (3)	−0.022 (3)
C36	0.053 (3)	0.055 (3)	0.058 (3)	0.008 (2)	−0.023 (2)	−0.007 (2)
C30	0.040 (2)	0.036 (2)	0.060 (3)	0.0017 (19)	−0.017 (2)	0.006 (2)
N30	0.0346 (19)	0.041 (2)	0.0443 (18)	0.0032 (16)	−0.0158 (15)	0.0069 (15)
C41	0.036 (2)	0.045 (2)	0.038 (2)	0.0094 (19)	−0.0125 (17)	0.0020 (18)
C42	0.035 (2)	0.044 (2)	0.045 (2)	0.0065 (19)	−0.0117 (18)	0.0069 (18)
C43	0.043 (3)	0.058 (3)	0.060 (3)	0.002 (2)	−0.008 (2)	0.007 (2)
C44	0.053 (3)	0.074 (4)	0.051 (3)	0.010 (3)	0.003 (2)	0.012 (2)
C45	0.054 (3)	0.070 (3)	0.043 (2)	0.016 (3)	−0.008 (2)	0.005 (2)
C46	0.049 (3)	0.049 (3)	0.046 (2)	0.019 (2)	−0.016 (2)	−0.001 (2)
C40	0.043 (3)	0.038 (2)	0.045 (2)	0.0071 (19)	−0.0155 (19)	−0.0049 (18)
O41	0.0452 (17)	0.0414 (16)	0.0371 (13)	−0.0019 (13)	−0.0171 (12)	0.0030 (11)
O42	0.0506 (19)	0.060 (2)	0.0462 (15)	−0.0083 (15)	−0.0226 (14)	0.0020 (14)
N1	0.085 (4)	0.070 (3)	0.047 (2)	−0.014 (3)	−0.024 (2)	0.006 (2)
O11	0.115 (4)	0.058 (3)	0.068 (4)	0.007 (3)	−0.040 (3)	0.002 (3)
O12	0.081 (4)	0.099 (5)	0.051 (2)	−0.014 (4)	0.001 (2)	−0.014 (3)
O13	0.067 (4)	0.077 (3)	0.063 (3)	0.005 (3)	−0.008 (2)	0.024 (2)
O1	0.227 (12)	0.165 (10)	0.144 (8)	0.048 (9)	−0.028 (8)	0.044 (7)

Cr1—O41	1.907 (3)	N31—C36	1.334 (6)
Cr1—O21	1.915 (3)	N31—C32	1.369 (6)
Cr1—N30	2.041 (3)	C32—C33	1.380 (6)
Cr1—N10	2.047 (3)	C32—C30	1.442 (6)
Cr1—N11	2.053 (3)	C33—C34	1.385 (7)
Cr1—N31	2.065 (3)	C33—H33	0.95
N11—C16	1.323 (5)	C34—C35	1.367 (8)
N11—C12	1.367 (5)	C34—H34	0.95
C12—C13	1.391 (6)	C35—C36	1.401 (7)
C12—C10	1.443 (6)	C35—H35	0.95
C13—C14	1.365 (7)	C36—H36	0.95
C13—H13	0.95	C30—N30	1.287 (5)
C14—C15	1.377 (6)	C30—H30	0.95
C14—H14	0.95	N30—C42	1.427 (5)
C15—C16	1.400 (6)	C41—C42	1.400 (6)
C15—H15	0.95	C41—C46	1.403 (6)
C16—H16	0.95	C41—C40	1.513 (6)
C10—N10	1.304 (5)	C42—C43	1.398 (6)
C10—H10	0.95	C43—C44	1.387 (7)
N10—C22	1.418 (6)	C43—H43	0.95
C21—C26	1.390 (7)	C44—C45	1.375 (8)
C21—C22	1.409 (6)	C44—H44	0.95
C21—C20	1.513 (7)	C45—C46	1.380 (7)
C22—C23	1.401 (6)	C45—H45	0.95
C23—C24	1.373 (7)	C46—H46	0.95
C23—H23	0.95	C40—O42	1.222 (5)
C24—C25	1.386 (8)	C40—O41	1.300 (5)
C24—H24	0.95	N1—O14	1.11 (2)
C25—C26	1.375 (8)	N1—O11	1.225 (7)
C25—H25	0.95	N1—O13	1.239 (7)
C26—H26	0.95	N1—O12	1.282 (8)
C20—O22	1.229 (5)	N1—O15	1.33 (4)
C20—O21	1.275 (5)	N1—O16	1.33 (4)
O41—Cr1—O21	89.52 (12)	O22—C20—O21	120.4 (4)
O41—Cr1—N30	91.12 (13)	O22—C20—C21	119.0 (4)
O21—Cr1—N30	92.67 (13)	O21—C20—C21	120.6 (4)
O41—Cr1—N10	94.27 (13)	C20—O21—Cr1	131.4 (3)
O21—Cr1—N10	92.10 (14)	C36—N31—C32	118.1 (4)
N30—Cr1—N10	172.82 (14)	C36—N31—Cr1	129.7 (3)
O41—Cr1—N11	92.27 (12)	C32—N31—Cr1	111.8 (3)
O21—Cr1—N11	173.61 (13)	N31—C32—C33	122.8 (4)
N30—Cr1—N11	93.43 (14)	N31—C32—C30	114.8 (4)
N10—Cr1—N11	81.65 (14)	C33—C32—C30	122.4 (5)
O41—Cr1—N31	170.57 (13)	C32—C33—C34	118.4 (5)
O21—Cr1—N31	86.65 (13)	C32—C33—H33	120.8
N30—Cr1—N31	80.47 (14)	C34—C33—H33	120.8
N10—Cr1—N31	94.47 (14)	C35—C34—C33	119.3 (5)
N11—Cr1—N31	92.48 (13)	C35—C34—H34	120.3
C16—N11—C12	118.7 (3)	C33—C34—H34	120.3
C16—N11—Cr1	130.0 (3)	C34—C35—C36	120.0 (5)
C12—N11—Cr1	111.3 (3)	C34—C35—H35	120
N11—C12—C13	121.7 (4)	C36—C35—H35	120
N11—C12—C10	115.7 (4)	N31—C36—C35	121.4 (5)
C13—C12—C10	122.6 (4)	N31—C36—H36	119.3
C14—C13—C12	118.5 (4)	C35—C36—H36	119.3
C14—C13—H13	120.7	N30—C30—C32	119.4 (4)
C12—C13—H13	120.7	N30—C30—H30	120.3
C13—C14—C15	120.4 (4)	C32—C30—H30	120.3
C13—C14—H14	119.8	C30—N30—C42	121.3 (4)
C15—C14—H14	119.8	C30—N30—Cr1	113.3 (3)
C14—C15—C16	118.4 (4)	C42—N30—Cr1	125.3 (3)
C14—C15—H15	120.8	C42—C41—C46	117.7 (4)
C16—C15—H15	120.8	C42—C41—C40	125.8 (3)
N11—C16—C15	122.3 (4)	C46—C41—C40	116.5 (4)
N11—C16—H16	118.9	C43—C42—C41	120.7 (4)
C15—C16—H16	118.9	C43—C42—N30	120.6 (4)
N10—C10—C12	119.5 (4)	C41—C42—N30	118.7 (4)
N10—C10—H10	120.2	C44—C43—C42	119.8 (5)
C12—C10—H10	120.2	C44—C43—H43	120.1
C10—N10—C22	122.7 (4)	C42—C43—H43	120.1
C10—N10—Cr1	111.8 (3)	C45—C44—C43	120.1 (5)
C22—N10—Cr1	125.4 (3)	C45—C44—H44	119.9
C26—C21—C22	118.3 (4)	C43—C44—H44	119.9
C26—C21—C20	114.1 (4)	C44—C45—C46	120.3 (4)
C22—C21—C20	127.6 (4)	C44—C45—H45	119.9
C23—C22—C21	119.2 (4)	C46—C45—H45	119.9
C23—C22—N10	120.3 (4)	C45—C46—C41	121.3 (5)
C21—C22—N10	120.5 (4)	C45—C46—H46	119.4
C24—C23—C22	120.1 (5)	C41—C46—H46	119.4
C24—C23—H23	120	O42—C40—O41	123.6 (4)
C22—C23—H23	120	O42—C40—C41	118.6 (4)
C23—C24—C25	121.7 (5)	O41—C40—C41	117.6 (4)
C23—C24—H24	119.2	C40—O41—Cr1	124.6 (3)
C25—C24—H24	119.2	O11—N1—O13	121.1 (6)
C26—C25—C24	117.9 (5)	O11—N1—O12	120.9 (6)
C26—C25—H25	121	O13—N1—O12	118.0 (6)
C24—C25—H25	121	O14—N1—O15	119 (2)
C25—C26—C21	122.7 (5)	O14—N1—O16	126 (2)
C25—C26—H26	118.6	O15—N1—O16	111 (2)
C21—C26—H26	118.6

Table 1

Selected bond lengths (Å)

Cr1—O41	1.907 (3)
Cr1—O21	1.915 (3)
Cr1—N30	2.041 (3)
Cr1—N10	2.047 (3)
Cr1—N11	2.053 (3)
Cr1—N31	2.065 (3)