Aqua­[4-bromo-2-(pyridinylmethyl­imino­meth­yl)phenolato]zinc(II) nitrate monohydrate

In the cation of the title complex, [Zn(C₁₃H₁₀BrN₂O)(H₂O)](NO₃)·H₂O, the Zn atom is coordinated by two N and two O atoms, giving a slightly distorted square-planar geometry. The crystal structure is stabilized by inter­molecular O—H...O hydrogen-bond inter­actions.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.033
• wR factor = 0.094
• Data-to-parameter ratio = 14.8

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for         N3

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

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 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 (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Aqua[4-bromo-2-(pyridinylmethyliminomethyl)phenolato]zinc(II) nitrate monohydrate

Crystal data

[Zn(C13H10BrN2O)(H2O)](NO3)·H2O	Z = 2
Mr = 453.55	F(000) = 452
Triclinic, P1	Dx = 1.911 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.841 (2) Å	Cell parameters from 3326 reflections
b = 9.043 (2) Å	θ = 2.5–27.8°
c = 12.012 (2) Å	µ = 4.13 mm^−1
α = 106.960 (2)°	T = 298 K
β = 102.780 (3)°	Block, yellow
γ = 93.040 (3)°	0.18 × 0.13 × 0.10 mm
V = 788.2 (3) Å^3

Data collection

Bruker SMART APEX CCD area-detector diffractometer	3390 independent reflections
Radiation source: fine-focus sealed tube	2901 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.018
φ and ω scans	θmax = 27.0°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −9→10
Tmin = 0.508, Tmax = 0.662	k = −11→11
6664 measured reflections	l = −15→15

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)] = 0.033	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.094	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ^2(Fo^2) + (0.0513P)^2 + 0.5173P] where P = (Fo^2 + 2Fc^2)/3
3390 reflections	(Δ/σ)max < 0.001
229 parameters	Δρmax = 0.85 e Å^−3
6 restraints	Δρmin = −0.45 e Å^−3

Special details

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	0.30026 (4)	0.09224 (4)	0.40095 (3)	0.03435 (12)
Br1	0.48727 (5)	0.22008 (4)	1.05527 (3)	0.04902 (13)
O1	0.4103 (3)	0.2419 (2)	0.55037 (18)	0.0391 (5)
O2	0.0409 (4)	0.2522 (3)	0.3597 (3)	0.0639 (8)
O3	−0.0907 (4)	0.4332 (4)	0.3074 (3)	0.0833 (10)
O4	0.1407 (3)	0.3681 (3)	0.2484 (2)	0.0520 (6)
O5	0.4083 (3)	0.2204 (2)	0.32021 (19)	0.0368 (5)
O6	0.6706 (3)	0.4453 (3)	0.4489 (2)	0.0497 (6)
N1	0.2197 (3)	−0.0544 (3)	0.4737 (2)	0.0314 (5)
N2	0.1777 (3)	−0.0706 (3)	0.2489 (2)	0.0325 (5)
N3	0.0284 (4)	0.3497 (3)	0.3044 (3)	0.0445 (6)
C1	0.4241 (4)	0.2289 (3)	0.6578 (2)	0.0310 (6)
C2	0.5218 (4)	0.3519 (3)	0.7579 (3)	0.0381 (7)
H2A	0.5751	0.4380	0.7454	0.046*
C3	0.5403 (4)	0.3479 (4)	0.8735 (3)	0.0380 (6)
H3A	0.6051	0.4306	0.9379	0.046*
C4	0.4616 (4)	0.2193 (3)	0.8941 (3)	0.0347 (6)
C5	0.3684 (4)	0.0967 (3)	0.8002 (3)	0.0348 (6)
H5A	0.3178	0.0112	0.8149	0.042*
C6	0.3479 (4)	0.0983 (3)	0.6808 (2)	0.0305 (6)
C7	0.2506 (4)	−0.0367 (3)	0.5861 (3)	0.0324 (6)
H7	0.2064	−0.1180	0.6087	0.039*
C8	0.1224 (4)	−0.2020 (3)	0.3880 (3)	0.0385 (7)
H8A	0.0097	−0.2208	0.4054	0.046*
H8B	0.1888	−0.2874	0.3961	0.046*
C9	0.0937 (4)	−0.1949 (3)	0.2628 (3)	0.0328 (6)
C10	−0.0107 (4)	−0.3115 (4)	0.1648 (3)	0.0402 (7)
H10	−0.0698	−0.3960	0.1758	0.048*
C11	−0.0257 (4)	−0.3009 (4)	0.0509 (3)	0.0441 (7)
H11	−0.0958	−0.3777	−0.0157	0.053*
C12	0.0650 (5)	−0.1740 (4)	0.0369 (3)	0.0450 (7)
H12	0.0587	−0.1651	−0.0391	0.054*
C13	0.1643 (4)	−0.0620 (4)	0.1380 (3)	0.0418 (7)
H13	0.2247	0.0234	0.1290	0.050*
H6B	0.754 (4)	0.436 (5)	0.414 (4)	0.080*
H5C	0.331 (4)	0.274 (4)	0.298 (4)	0.080*
H5B	0.500 (3)	0.281 (4)	0.363 (4)	0.080*
H6A	0.637 (5)	0.534 (3)	0.455 (4)	0.080*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0436 (2)	0.02703 (19)	0.03221 (19)	−0.00235 (14)	0.00920 (14)	0.01030 (14)
Br1	0.0764 (3)	0.0413 (2)	0.02984 (17)	0.00686 (16)	0.01206 (15)	0.01263 (14)
O1	0.0579 (13)	0.0269 (10)	0.0303 (10)	−0.0093 (9)	0.0089 (9)	0.0097 (8)
O2	0.0646 (16)	0.0527 (16)	0.099 (2)	0.0087 (13)	0.0406 (16)	0.0448 (16)
O3	0.0708 (19)	0.096 (2)	0.120 (3)	0.0368 (18)	0.0499 (19)	0.066 (2)
O4	0.0505 (13)	0.0674 (17)	0.0492 (14)	0.0075 (12)	0.0176 (11)	0.0310 (13)
O5	0.0465 (12)	0.0301 (11)	0.0348 (11)	−0.0034 (9)	0.0115 (9)	0.0118 (9)
O6	0.0547 (15)	0.0380 (13)	0.0586 (15)	−0.0035 (11)	0.0168 (12)	0.0180 (12)
N1	0.0372 (12)	0.0231 (11)	0.0322 (12)	−0.0036 (9)	0.0063 (10)	0.0089 (9)
N2	0.0380 (12)	0.0249 (11)	0.0326 (12)	0.0006 (9)	0.0060 (10)	0.0089 (9)
N3	0.0429 (15)	0.0425 (16)	0.0459 (16)	−0.0017 (12)	0.0090 (12)	0.0133 (13)
C1	0.0355 (14)	0.0258 (13)	0.0316 (14)	0.0024 (11)	0.0094 (11)	0.0083 (11)
C2	0.0474 (17)	0.0284 (15)	0.0371 (16)	−0.0038 (12)	0.0120 (13)	0.0087 (12)
C3	0.0450 (16)	0.0301 (15)	0.0348 (15)	0.0005 (12)	0.0094 (13)	0.0051 (12)
C4	0.0450 (16)	0.0339 (15)	0.0277 (13)	0.0082 (12)	0.0103 (12)	0.0118 (12)
C5	0.0435 (16)	0.0286 (14)	0.0358 (15)	0.0023 (12)	0.0119 (12)	0.0141 (12)
C6	0.0346 (14)	0.0258 (13)	0.0320 (14)	0.0017 (11)	0.0083 (11)	0.0107 (11)
C7	0.0367 (14)	0.0267 (13)	0.0368 (15)	0.0001 (11)	0.0099 (12)	0.0144 (12)
C8	0.0480 (17)	0.0265 (14)	0.0368 (15)	−0.0069 (12)	0.0059 (13)	0.0087 (12)
C9	0.0340 (14)	0.0258 (13)	0.0369 (15)	0.0035 (11)	0.0066 (12)	0.0089 (11)
C10	0.0435 (16)	0.0295 (15)	0.0424 (17)	−0.0008 (12)	0.0034 (13)	0.0094 (13)
C11	0.0472 (18)	0.0341 (16)	0.0397 (17)	0.0026 (13)	−0.0014 (14)	0.0040 (13)
C12	0.059 (2)	0.0402 (17)	0.0319 (15)	0.0051 (15)	0.0038 (14)	0.0114 (13)
C13	0.0525 (18)	0.0352 (16)	0.0362 (16)	−0.0006 (13)	0.0062 (13)	0.0134 (13)

Geometric parameters (Å, º)

Zn1—O1	1.890 (2)	C2—H2A	0.9300
Zn1—N1	1.937 (2)	C3—C4	1.398 (4)
Zn1—O5	1.979 (2)	C3—H3A	0.9300
Zn1—N2	1.983 (2)	C4—C5	1.362 (4)
Br1—C4	1.900 (3)	C5—C6	1.411 (4)
O1—C1	1.311 (3)	C5—H5A	0.9300
O2—N3	1.245 (4)	C6—C7	1.440 (4)
O3—N3	1.232 (4)	C7—H7	0.9300
O4—N3	1.253 (4)	C8—C9	1.491 (4)
O5—H5C	0.84 (4)	C8—H8A	0.9700
O5—H5B	0.84 (4)	C8—H8B	0.9700
O6—H6B	0.85 (4)	C9—C10	1.388 (4)
O6—H6A	0.85 (4)	C10—C11	1.378 (4)
N1—C7	1.278 (4)	C10—H10	0.9300
N1—C8	1.472 (3)	C11—C12	1.389 (5)
N2—C13	1.338 (4)	C11—H11	0.9300
N2—C9	1.343 (4)	C12—C13	1.374 (4)
C1—C2	1.411 (4)	C12—H12	0.9300
C1—C6	1.420 (4)	C13—H13	0.9300
C2—C3	1.375 (4)
O1—Zn1—N1	93.63 (9)	C3—C4—Br1	118.5 (2)
O1—Zn1—O5	88.94 (9)	C4—C5—C6	120.6 (3)
N1—Zn1—O5	171.43 (10)	C4—C5—H5A	119.7
O1—Zn1—N2	176.84 (9)	C6—C5—H5A	119.7
N1—Zn1—N2	83.32 (10)	C5—C6—C1	120.0 (3)
O5—Zn1—N2	94.20 (9)	C5—C6—C7	117.5 (2)
C1—O1—Zn1	127.59 (17)	C1—C6—C7	122.5 (3)
Zn1—O5—H5C	107 (3)	N1—C7—C6	125.6 (3)
Zn1—O5—H5B	116 (3)	N1—C7—H7	117.2
H5C—O5—H5B	108 (2)	C6—C7—H7	117.2
H6B—O6—H6A	109 (2)	N1—C8—C9	110.0 (2)
C7—N1—C8	118.9 (2)	N1—C8—H8A	109.7
C7—N1—Zn1	126.16 (19)	C9—C8—H8A	109.7
C8—N1—Zn1	114.89 (18)	N1—C8—H8B	109.7
C13—N2—C9	119.1 (3)	C9—C8—H8B	109.7
C13—N2—Zn1	126.0 (2)	H8A—C8—H8B	108.2
C9—N2—Zn1	114.78 (19)	N2—C9—C10	121.2 (3)
O3—N3—O2	120.7 (3)	N2—C9—C8	116.5 (2)
O3—N3—O4	118.9 (3)	C10—C9—C8	122.3 (3)
O2—N3—O4	120.3 (3)	C11—C10—C9	119.3 (3)
O1—C1—C2	118.3 (2)	C11—C10—H10	120.3
O1—C1—C6	124.4 (2)	C9—C10—H10	120.3
C2—C1—C6	117.3 (3)	C10—C11—C12	119.2 (3)
C3—C2—C1	121.8 (3)	C10—C11—H11	120.4
C3—C2—H2A	119.1	C12—C11—H11	120.4
C1—C2—H2A	119.1	C13—C12—C11	118.4 (3)
C2—C3—C4	119.9 (3)	C13—C12—H12	120.8
C2—C3—H3A	120.0	C11—C12—H12	120.8
C4—C3—H3A	120.0	N2—C13—C12	122.7 (3)
C5—C4—C3	120.4 (3)	N2—C13—H13	118.6
C5—C4—Br1	121.1 (2)	C12—C13—H13	118.6
N1—Zn1—O1—C1	3.3 (2)	O1—C1—C6—C7	1.8 (4)
O5—Zn1—O1—C1	−168.6 (2)	C2—C1—C6—C7	−177.8 (3)
O1—Zn1—N1—C7	−2.4 (3)	C8—N1—C7—C6	178.1 (3)
N2—Zn1—N1—C7	178.5 (3)	Zn1—N1—C7—C6	1.7 (4)
N2—Zn1—N1—C8	1.9 (2)	C5—C6—C7—N1	179.9 (3)
O5—Zn1—N2—C13	−9.3 (3)	C1—C6—C7—N1	−1.0 (5)
N1—Zn1—N2—C9	3.0 (2)	C7—N1—C8—C9	177.3 (3)
O5—Zn1—N2—C9	174.7 (2)	Zn1—N1—C8—C9	−5.9 (3)
Zn1—O1—C1—C2	176.1 (2)	C13—N2—C9—C10	−2.0 (4)
Zn1—O1—C1—C6	−3.5 (4)	Zn1—N2—C9—C10	174.2 (2)
O1—C1—C2—C3	179.1 (3)	C13—N2—C9—C8	176.5 (3)
C6—C1—C2—C3	−1.2 (4)	Zn1—N2—C9—C8	−7.2 (3)
C1—C2—C3—C4	0.2 (5)	N1—C8—C9—N2	8.5 (4)
C2—C3—C4—C5	0.9 (5)	N1—C8—C9—C10	−173.0 (3)
C2—C3—C4—Br1	−179.0 (2)	N2—C9—C10—C11	1.2 (4)
C3—C4—C5—C6	−0.8 (4)	C8—C9—C10—C11	−177.3 (3)
Br1—C4—C5—C6	179.0 (2)	C9—C10—C11—C12	0.4 (5)
C4—C5—C6—C1	−0.3 (4)	C10—C11—C12—C13	−1.2 (5)
C4—C5—C6—C7	178.8 (3)	C9—N2—C13—C12	1.3 (5)
O1—C1—C6—C5	−179.1 (3)	Zn1—N2—C13—C12	−174.5 (2)
C2—C1—C6—C5	1.3 (4)	C11—C12—C13—N2	0.3 (5)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6A···O1^i	0.85 (3)	2.10 (3)	2.929 (3)	168 (4)
O5—H5B···O6	0.84 (4)	1.83 (4)	2.659 (3)	168 (4)
O5—H5C···O4	0.84 (4)	1.83 (4)	2.664 (3)	172 (4)
O6—H6B···O3^ii	0.85 (4)	1.95 (4)	2.780 (4)	167 (4)

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