Aqua­[2-(pyridin-2-yl­methyl­imino­methyl)­phenolato]­zinc(II) nitrate monohydrate

In the crystal structure of the title compound, [Zn(C₁₃H₁₁N₂O)(H₂O)](NO₃)·H₂O, the Zn atom is coordin­ated by two N atoms and one O atom from the Schiff base ligand, and another O atom from a water mol­ecule. The four atoms around the metal constitute a slightly distorted square-planar geometry. The O atoms in both the ions and water mol­ecules contribute to O—H...O hydrogen bonds, leading to the formation of sheets parallel to the ac and bc planes.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.045
• wR factor = 0.131
• Data-to-parameter ratio = 13.5

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.97
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.28
PLAT244_ALERT_4_C Low Solvent  U(eq) as Compared to Neighbors ....         N3
PLAT731_ALERT_1_C Bond    Calc     0.89(4), Rep   0.896(10) ......       4.00 su-Rat
              O2   -H2A     1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.89(3), Rep   0.892(10) ......       3.00 su-Rat
              O2   -H2B     1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.89(3), Rep   0.894(10) ......       3.00 su-Rat
              O6   -H6A     1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.90(3), Rep   0.902(10) ......       3.00 su-Rat
              O6   -H6B     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.89(4), Rep   0.896(10) ......       4.00 su-Rat
              O2   -H2A     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.89(4), Rep   0.896(10) ......       4.00 su-Rat
              O2   -H2A     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.89(4), Rep   0.896(10) ......       4.00 su-Rat
              O2   -H2A     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.89(3), Rep   0.894(10) ......       3.00 su-Rat
              O6   -H6A     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.89(3), Rep   0.892(10) ......       3.00 su-Rat
              O2   -H2B     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.90(3), Rep   0.902(10) ......       3.00 su-Rat
              O6   -H6B     1.555   1.555
PLAT736_ALERT_1_C H...A   Calc     1.81(4), Rep   1.810(14) ......       2.86 su-Rat
              H2A  -O4      1.555   1.555
PLAT736_ALERT_1_C H...A   Calc     1.93(3), Rep   1.932(12) ......       2.50 su-Rat
              H6A  -O5      1.555   1.555
PLAT736_ALERT_1_C H...A   Calc     1.79(3), Rep   1.787(14) ......       2.14 su-Rat
              H2B  -O6      1.555   1.455

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
  16 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

  13 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: SMART (Siemens, 1996); cell refinement: SAINT; data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.

Aqua[2-(pyridin-2-ylmethyliminomethyl)phenolato]zinc(II) nitrate monohydrate

Crystal data

[Zn(C13H11N2O)(H2O)](NO3)·H2O	Z = 2
Mr = 374.65	F(000) = 384
Triclinic, P1	Dx = 1.655 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.7746 (7) Å	Cell parameters from 2203 reflections
b = 8.9911 (8) Å	θ = 2.4–26.7°
c = 11.3884 (10) Å	µ = 1.67 mm^−1
α = 71.226 (1)°	T = 298 K
β = 86.229 (1)°	Block, colorless
γ = 86.914 (1)°	0.22 × 0.18 × 0.15 mm
V = 751.64 (12) Å^3

Data collection

Siemens SMART CCD area-detector diffractometer	3024 independent reflections
Radiation source: fine-focus sealed tube	2534 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.020
ω scans	θmax = 26.5°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −9→9
Tmin = 0.710, Tmax = 0.788	k = −11→11
5888 measured reflections	l = −14→14

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.045	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.131	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	w = 1/[σ^2(Fo^2) + (0.0821P)^2 + 0.0976P] where P = (Fo^2 + 2Fc^2)/3
3024 reflections	(Δ/σ)max < 0.001
224 parameters	Δρmax = 0.63 e Å^−3
6 restraints	Δρmin = −0.28 e Å^−3

Special details

Experimental. Elemental analyses for C, H and N were performed on a Perkin-Elmer 240 C elemental analyzer.

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 (Ų)

	x	y	z	Uiso*/Ueq
Zn1	0.15592 (5)	0.09041 (4)	0.61746 (3)	0.04512 (18)
O1	0.1184 (3)	0.2357 (3)	0.4584 (2)	0.0519 (6)
O2	0.0123 (3)	0.2283 (3)	0.6918 (2)	0.0487 (6)
O3	0.3997 (3)	0.2559 (3)	0.6579 (3)	0.0695 (8)
O4	0.2516 (3)	0.3667 (3)	0.7765 (3)	0.0664 (7)
O5	0.5157 (4)	0.4244 (4)	0.7242 (3)	0.0786 (9)
O6	0.8003 (4)	0.4474 (3)	0.5533 (3)	0.0620 (7)
N1	0.2647 (3)	−0.0673 (3)	0.5535 (3)	0.0417 (6)
N2	0.2089 (4)	−0.0680 (3)	0.7799 (3)	0.0449 (6)
N3	0.3901 (4)	0.3481 (3)	0.7197 (3)	0.0521 (7)
C1	0.2444 (4)	0.0794 (4)	0.3357 (3)	0.0456 (7)
C2	0.1584 (4)	0.2163 (4)	0.3488 (3)	0.0439 (7)
C3	0.1144 (5)	0.3358 (4)	0.2411 (4)	0.0578 (9)
H3	0.0567	0.4265	0.2473	0.069*
C4	0.1551 (5)	0.3216 (5)	0.1245 (4)	0.0609 (10)
H4	0.1226	0.4020	0.0540	0.073*
C5	0.2431 (5)	0.1898 (5)	0.1118 (4)	0.0658 (10)
H5	0.2724	0.1824	0.0333	0.079*
C6	0.2866 (5)	0.0703 (5)	0.2159 (3)	0.0566 (9)
H6	0.3452	−0.0189	0.2074	0.068*
C7	0.2917 (4)	−0.0543 (4)	0.4383 (3)	0.0443 (7)
H7	0.3469	−0.1390	0.4199	0.053*
C8	0.3160 (5)	−0.2165 (4)	0.6462 (3)	0.0495 (8)
H8A	0.4370	−0.2412	0.6318	0.059*
H8B	0.2489	−0.3008	0.6391	0.059*
C9	0.2862 (4)	−0.2022 (4)	0.7737 (3)	0.0440 (7)
C10	0.3356 (5)	−0.3208 (4)	0.8797 (4)	0.0553 (9)
H10	0.3883	−0.4135	0.8733	0.066*
C11	0.3067 (5)	−0.3009 (4)	0.9928 (4)	0.0627 (10)
H11	0.3405	−0.3786	1.0645	0.075*
C12	0.2263 (6)	−0.1631 (5)	0.9988 (4)	0.0648 (10)
H12	0.2044	−0.1473	1.0753	0.078*
C13	0.1789 (5)	−0.0498 (4)	0.8928 (3)	0.0571 (9)
H13	0.1244	0.0426	0.8982	0.069*
H2A	0.077 (5)	0.288 (4)	0.719 (4)	0.085 (15)*
H6A	0.704 (3)	0.438 (4)	0.602 (3)	0.052 (10)*
H2B	−0.057 (4)	0.293 (3)	0.637 (3)	0.053 (10)*
H6B	0.839 (4)	0.544 (2)	0.543 (4)	0.080 (14)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0516 (3)	0.0307 (2)	0.0531 (3)	0.00408 (15)	−0.00126 (18)	−0.01461 (17)
O1	0.0697 (15)	0.0320 (11)	0.0526 (14)	0.0107 (10)	−0.0066 (12)	−0.0129 (10)
O2	0.0507 (13)	0.0364 (12)	0.0601 (15)	0.0061 (10)	−0.0001 (11)	−0.0187 (11)
O3	0.0579 (15)	0.0597 (16)	0.103 (2)	0.0027 (12)	0.0085 (14)	−0.0456 (17)
O4	0.0665 (17)	0.0697 (18)	0.0746 (19)	−0.0039 (13)	0.0081 (14)	−0.0411 (15)
O5	0.0610 (17)	0.094 (2)	0.094 (2)	−0.0127 (16)	−0.0054 (15)	−0.0476 (19)
O6	0.0653 (17)	0.0414 (14)	0.0780 (19)	0.0085 (12)	0.0012 (14)	−0.0197 (13)
N1	0.0451 (14)	0.0280 (12)	0.0531 (16)	0.0032 (10)	−0.0025 (12)	−0.0153 (11)
N2	0.0524 (15)	0.0325 (13)	0.0508 (16)	0.0004 (11)	−0.0029 (12)	−0.0149 (11)
N3	0.0540 (17)	0.0439 (16)	0.0585 (18)	0.0049 (13)	−0.0068 (14)	−0.0166 (14)
C1	0.0471 (17)	0.0385 (16)	0.054 (2)	−0.0053 (13)	−0.0041 (14)	−0.0182 (14)
C2	0.0429 (16)	0.0357 (16)	0.0534 (19)	−0.0044 (13)	−0.0040 (14)	−0.0141 (14)
C3	0.065 (2)	0.0375 (18)	0.066 (2)	−0.0026 (16)	−0.0106 (19)	−0.0082 (16)
C4	0.076 (3)	0.052 (2)	0.049 (2)	−0.0156 (18)	−0.0138 (18)	−0.0049 (17)
C5	0.073 (3)	0.075 (3)	0.050 (2)	−0.021 (2)	0.0010 (19)	−0.019 (2)
C6	0.062 (2)	0.055 (2)	0.055 (2)	−0.0037 (17)	−0.0008 (17)	−0.0222 (17)
C7	0.0450 (16)	0.0363 (15)	0.057 (2)	0.0009 (13)	−0.0020 (14)	−0.0223 (14)
C8	0.059 (2)	0.0311 (15)	0.058 (2)	0.0088 (14)	−0.0048 (16)	−0.0151 (14)
C9	0.0461 (17)	0.0323 (15)	0.0553 (19)	−0.0022 (12)	−0.0071 (14)	−0.0155 (14)
C10	0.065 (2)	0.0376 (17)	0.064 (2)	0.0050 (15)	−0.0157 (18)	−0.0151 (16)
C11	0.078 (3)	0.049 (2)	0.059 (2)	−0.0047 (18)	−0.021 (2)	−0.0097 (17)
C12	0.084 (3)	0.060 (2)	0.053 (2)	−0.009 (2)	−0.003 (2)	−0.0224 (19)
C13	0.076 (2)	0.0461 (19)	0.052 (2)	0.0018 (17)	−0.0021 (18)	−0.0202 (16)

Geometric parameters (Å, º)

Zn1—O1	1.892 (2)	C3—C4	1.389 (5)
Zn1—N1	1.927 (2)	C3—H3	0.93
Zn1—O2	1.975 (2)	C4—C5	1.379 (6)
Zn1—N2	1.990 (3)	C4—H4	0.93
O1—C2	1.329 (4)	C5—C6	1.367 (5)
O2—H2A	0.896 (10)	C5—H5	0.93
O2—H2B	0.892 (10)	C6—H6	0.93
O3—N3	1.246 (4)	C7—H7	0.93
O4—N3	1.251 (4)	C8—C9	1.500 (5)
O5—N3	1.236 (4)	C8—H8A	0.97
O6—H6A	0.894 (10)	C8—H8B	0.97
O6—H6B	0.902 (10)	C9—C10	1.390 (5)
N1—C7	1.283 (4)	C10—C11	1.359 (5)
N1—C8	1.469 (4)	C10—H10	0.93
N2—C9	1.339 (4)	C11—C12	1.377 (5)
N2—C13	1.351 (4)	C11—H11	0.93
C1—C6	1.409 (5)	C12—C13	1.364 (5)
C1—C2	1.415 (4)	C12—H12	0.93
C1—C7	1.432 (5)	C13—H13	0.93
C2—C3	1.394 (5)
O1—Zn1—N1	94.15 (11)	C3—C4—H4	119.5
O1—Zn1—O2	89.03 (10)	C6—C5—C4	119.2 (4)
N1—Zn1—O2	170.50 (10)	C6—C5—H5	120.4
O1—Zn1—N2	176.24 (10)	C4—C5—H5	120.4
N1—Zn1—N2	82.55 (11)	C5—C6—C1	121.4 (4)
O2—Zn1—N2	94.51 (11)	C5—C6—H6	119.3
C2—O1—Zn1	127.5 (2)	C1—C6—H6	119.3
Zn1—O2—H2A	111 (3)	N1—C7—C1	125.7 (3)
Zn1—O2—H2B	111 (2)	N1—C7—H7	117.2
H2A—O2—H2B	107 (2)	C1—C7—H7	117.2
H6A—O6—H6B	106 (2)	N1—C8—C9	109.2 (2)
C7—N1—C8	118.0 (3)	N1—C8—H8A	109.8
C7—N1—Zn1	125.8 (2)	C9—C8—H8A	109.8
C8—N1—Zn1	116.2 (2)	N1—C8—H8B	109.8
C9—N2—C13	118.4 (3)	C9—C8—H8B	109.8
C9—N2—Zn1	115.5 (2)	H8A—C8—H8B	108.3
C13—N2—Zn1	126.1 (2)	N2—C9—C10	121.6 (3)
O5—N3—O3	120.7 (3)	N2—C9—C8	116.2 (3)
O5—N3—O4	119.1 (3)	C10—C9—C8	122.3 (3)
O3—N3—O4	120.2 (3)	C11—C10—C9	119.7 (3)
C6—C1—C2	119.5 (3)	C11—C10—H10	120.1
C6—C1—C7	116.8 (3)	C9—C10—H10	120.1
C2—C1—C7	123.8 (3)	C10—C11—C12	118.5 (4)
O1—C2—C3	119.0 (3)	C10—C11—H11	120.7
O1—C2—C1	123.1 (3)	C12—C11—H11	120.7
C3—C2—C1	117.9 (3)	C13—C12—C11	120.0 (4)
C4—C3—C2	121.1 (3)	C13—C12—H12	120.0
C4—C3—H3	119.4	C11—C12—H12	120.0
C2—C3—H3	119.4	N2—C13—C12	121.8 (3)
C5—C4—C3	120.9 (3)	N2—C13—H13	119.1
C5—C4—H4	119.5	C12—C13—H13	119.1

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O2—H2A···O4	0.90 (1)	1.81 (1)	2.683 (4)	164 (4)
O2—H2A···N3	0.90 (1)	2.52 (3)	3.252 (4)	139 (4)
O2—H2A···O3	0.90 (1)	2.58 (4)	3.024 (4)	111 (3)
O6—H6A···O5	0.89 (1)	1.93 (1)	2.819 (4)	172 (3)
O2—H2B···O6^i	0.89 (1)	1.79 (1)	2.661 (3)	166 (3)
O6—H6B···O1^ii	0.90 (1)	2.02 (1)	2.911 (3)	168 (3)

Symmetry codes: (i) x−1, y, z; (ii) −x+1, −y+1, −z+1.