Aqua­bis[4-nitro-N-(quinolin-8-yl)benzene­sulfonamidato-κ²N,N′]zinc(II)

In the title compound, [Zn(C₁₅H₁₀N₃O₄S)₂(H₂O)], the asymmetric unit contains one half-mol­ecule. The coordination of the Zn^II ion, which occupies a special position on a twofold axis, is distorted trigonal bipyramidal.

Key indicators

• Single-crystal X-ray study
• T = 299 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.039
• wR factor = 0.116
• Data-to-parameter ratio = 12.7

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Zn1    -   O1W     ..       8.75 su
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         N3
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C13
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         69
            C1  -N1  -ZN1 -N1     49.69  0.17   1.555   1.555   1.555   2.656
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         70
            S1  -N1  -ZN1 -N1   -120.55  0.15   1.555   1.555   1.555   2.656

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   5 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
   3 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
   2 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: CAD-4-PC Software (Nonius, 1996); cell refinement: CAD-4-PC Software; data reduction: REDU4 (Stoe & Cie, 1987); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97.

Aquabis[4-nitro-N-(quinolin-8-yl)benzenesulfonamidato-κ²N,N']zinc(II)

Crystal data

[Zn(C15H10N3O4S)2(H2O)]	F(000) = 1512
Mr = 740.03	Dx = 1.563 Mg m^−3
Monoclinic, C2/c	Cu Kα radiation, λ = 1.54180 Å
Hall symbol: -C 2yc	Cell parameters from 25 reflections
a = 31.407 (6) Å	θ = 4.6–18.7°
b = 10.120 (1) Å	µ = 2.89 mm^−1
c = 10.342 (1) Å	T = 299 K
β = 106.94 (2)°	Needle, yellow
V = 3144.5 (8) Å^3	0.50 × 0.10 × 0.05 mm
Z = 4

Data collection

Nonius CAD-4 diffractometer	2319 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.020
Graphite monochromator	θmax = 66.9°, θmin = 2.9°
ω/2θ scans	h = −37→35
Absorption correction: ψ scan (North et al., 1968)	k = −12→2
Tmin = 0.326, Tmax = 0.869	l = 0→12
3477 measured reflections	3 standard reflections every 120 min
2798 independent reflections	intensity decay: 1%

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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.116	H atoms treated by a mixture of independent and constrained refinement
S = 1.05	w = 1/[σ^2(Fo^2) + (0.0708P)^2 + 2.3429P] where P = (Fo^2 + 2Fc^2)/3
2798 reflections	(Δ/σ)max = 0.002
221 parameters	Δρmax = 0.30 e Å^−3
2 restraints	Δρmin = −0.74 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
C1	0.40451 (9)	0.2533 (3)	0.6722 (3)	0.0436 (6)
C2	0.36113 (9)	0.2896 (3)	0.6624 (3)	0.0554 (7)
H2	0.3477	0.2569	0.7249	0.066*
C3	0.33719 (11)	0.3749 (4)	0.5600 (4)	0.0725 (10)
H3	0.3082	0.3978	0.5565	0.087*
C4	0.35513 (11)	0.4248 (4)	0.4660 (4)	0.0724 (9)
H4	0.3387	0.4817	0.3995	0.087*
C5	0.39881 (11)	0.3899 (3)	0.4699 (3)	0.0605 (8)
C6	0.41924 (14)	0.4331 (4)	0.3736 (4)	0.0805 (11)
H6	0.4037	0.4866	0.3023	0.097*
C7	0.46150 (15)	0.3966 (4)	0.3849 (4)	0.0871 (12)
H7	0.4750	0.4246	0.3207	0.105*
C8	0.48497 (12)	0.3176 (3)	0.4916 (3)	0.0637 (8)
H8	0.5143	0.2954	0.4983	0.076*
C9	0.42398 (9)	0.3059 (3)	0.5742 (3)	0.0442 (6)
C10	0.37083 (9)	0.0004 (3)	0.8167 (3)	0.0468 (6)
C11	0.37360 (11)	−0.0968 (4)	0.7264 (3)	0.0628 (8)
H11	0.3988	−0.1023	0.6965	0.075*
C12	0.33944 (11)	−0.1863 (3)	0.6798 (4)	0.0648 (8)
H12	0.3411	−0.2526	0.6192	0.078*
C13	0.30317 (11)	−0.1742 (3)	0.7255 (4)	0.0614 (8)
C14	0.29896 (11)	−0.0789 (4)	0.8133 (5)	0.0777 (11)
H14	0.2734	−0.0735	0.8410	0.093*
C15	0.33344 (10)	0.0100 (3)	0.8608 (4)	0.0655 (8)
H15	0.3315	0.0755	0.9219	0.079*
N1	0.43226 (7)	0.1686 (2)	0.7663 (2)	0.0455 (5)
N2	0.46693 (7)	0.2726 (2)	0.5846 (2)	0.0455 (5)
N3	0.26619 (12)	−0.2688 (4)	0.6761 (4)	0.0890 (10)
O1	0.45193 (7)	0.0251 (3)	0.9610 (2)	0.0712 (7)
O2	0.40087 (8)	0.2072 (3)	0.9628 (2)	0.0743 (7)
O3	0.27091 (11)	−0.3617 (3)	0.6082 (4)	0.1025 (10)
O4	0.23188 (13)	−0.2467 (4)	0.7030 (6)	0.162 (2)
S1	0.41644 (2)	0.10887 (8)	0.88615 (6)	0.0525 (2)
Zn1	0.5000	0.15567 (5)	0.7500	0.04268 (17)
O1W	0.5000	−0.0430 (3)	0.7500	0.0674 (8)
H1W	0.5201 (8)	−0.093 (3)	0.803 (3)	0.081*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0403 (13)	0.0447 (13)	0.0427 (13)	0.0007 (10)	0.0073 (10)	−0.0089 (11)
C2	0.0436 (15)	0.0559 (16)	0.0663 (18)	0.0033 (13)	0.0153 (13)	−0.0060 (14)
C3	0.0464 (17)	0.066 (2)	0.096 (3)	0.0150 (15)	0.0069 (17)	−0.0083 (18)
C4	0.0597 (19)	0.0619 (19)	0.084 (2)	0.0173 (16)	0.0023 (18)	0.0147 (17)
C5	0.0663 (19)	0.0493 (15)	0.0581 (18)	0.0082 (14)	0.0061 (15)	0.0078 (13)
C6	0.091 (3)	0.074 (2)	0.072 (2)	0.017 (2)	0.018 (2)	0.0349 (18)
C7	0.101 (3)	0.094 (3)	0.076 (2)	0.015 (2)	0.041 (2)	0.040 (2)
C8	0.0660 (19)	0.0677 (19)	0.0645 (19)	0.0087 (15)	0.0302 (16)	0.0205 (15)
C9	0.0468 (14)	0.0396 (13)	0.0428 (13)	0.0035 (11)	0.0077 (11)	−0.0031 (10)
C10	0.0407 (13)	0.0577 (15)	0.0435 (13)	0.0015 (11)	0.0144 (11)	0.0059 (11)
C11	0.0517 (16)	0.085 (2)	0.0600 (18)	−0.0054 (16)	0.0291 (14)	−0.0129 (16)
C12	0.066 (2)	0.067 (2)	0.0669 (19)	−0.0063 (16)	0.0285 (16)	−0.0100 (15)
C13	0.0561 (17)	0.0557 (17)	0.075 (2)	−0.0092 (14)	0.0231 (15)	0.0007 (15)
C14	0.0537 (18)	0.078 (2)	0.115 (3)	−0.0089 (17)	0.047 (2)	−0.018 (2)
C15	0.0505 (17)	0.0691 (19)	0.086 (2)	−0.0028 (15)	0.0334 (16)	−0.0169 (17)
N1	0.0383 (11)	0.0627 (14)	0.0363 (10)	0.0018 (10)	0.0124 (8)	0.0053 (10)
N2	0.0499 (12)	0.0458 (12)	0.0424 (11)	0.0039 (10)	0.0161 (9)	0.0035 (9)
N3	0.079 (2)	0.079 (2)	0.116 (3)	−0.0255 (18)	0.040 (2)	−0.012 (2)
O1	0.0476 (11)	0.119 (2)	0.0435 (11)	−0.0012 (12)	0.0073 (9)	0.0260 (12)
O2	0.0744 (15)	0.0978 (17)	0.0614 (13)	−0.0262 (14)	0.0366 (12)	−0.0299 (13)
O3	0.108 (2)	0.0733 (18)	0.131 (3)	−0.0284 (16)	0.043 (2)	−0.0242 (18)
O4	0.103 (3)	0.163 (4)	0.255 (6)	−0.077 (3)	0.106 (3)	−0.092 (4)
S1	0.0417 (4)	0.0803 (5)	0.0369 (3)	−0.0074 (3)	0.0136 (3)	−0.0005 (3)
Zn1	0.0388 (3)	0.0515 (3)	0.0368 (3)	0.000	0.00968 (19)	0.000
O1W	0.064 (2)	0.069 (2)	0.0620 (19)	0.000	0.0076 (15)	0.000

Geometric parameters (Å, º)

C1—C2	1.386 (4)	C11—C12	1.379 (5)
C1—N1	1.395 (3)	C11—H11	0.9300
C1—C9	1.430 (4)	C12—C13	1.360 (5)
C2—C3	1.403 (5)	C12—H12	0.9300
C2—H2	0.9300	C13—C14	1.357 (5)
C3—C4	1.355 (5)	C13—N3	1.477 (4)
C3—H3	0.9300	C14—C15	1.383 (5)
C4—C5	1.406 (5)	C14—H14	0.9300
C4—H4	0.9300	C15—H15	0.9300
C5—C6	1.402 (5)	N1—S1	1.583 (2)
C5—C9	1.419 (4)	N1—Zn1	2.187 (2)
C6—C7	1.349 (6)	N2—Zn1	2.091 (2)
C6—H6	0.9300	N3—O3	1.208 (4)
C7—C8	1.388 (5)	N3—O4	1.209 (5)
C7—H7	0.9300	O1—S1	1.435 (2)
C8—N2	1.331 (4)	O2—S1	1.443 (2)
C8—H8	0.9300	Zn1—O1W	2.011 (3)
C9—N2	1.364 (4)	Zn1—N2^i	2.091 (2)
C10—C11	1.377 (4)	Zn1—N1^i	2.187 (2)
C10—C15	1.382 (4)	O1W—H1W	0.867 (16)
C10—S1	1.781 (3)
C2—C1—N1	127.9 (3)	C14—C13—C12	123.5 (3)
C2—C1—C9	117.6 (3)	C14—C13—N3	118.2 (3)
N1—C1—C9	114.4 (2)	C12—C13—N3	118.4 (3)
C1—C2—C3	121.1 (3)	C13—C14—C15	118.8 (3)
C1—C2—H2	119.4	C13—C14—H14	120.6
C3—C2—H2	119.4	C15—C14—H14	120.6
C4—C3—C2	121.9 (3)	C10—C15—C14	119.3 (3)
C4—C3—H3	119.1	C10—C15—H15	120.3
C2—C3—H3	119.1	C14—C15—H15	120.3
C3—C4—C5	119.5 (3)	C1—N1—S1	120.38 (18)
C3—C4—H4	120.3	C1—N1—Zn1	114.03 (17)
C5—C4—H4	120.3	S1—N1—Zn1	124.86 (12)
C6—C5—C4	123.1 (3)	C8—N2—C9	118.6 (2)
C6—C5—C9	117.2 (3)	C8—N2—Zn1	124.8 (2)
C4—C5—C9	119.7 (3)	C9—N2—Zn1	116.63 (17)
C7—C6—C5	119.7 (3)	O3—N3—O4	123.1 (4)
C7—C6—H6	120.2	O3—N3—C13	119.2 (3)
C5—C6—H6	120.2	O4—N3—C13	117.7 (4)
C6—C7—C8	120.5 (3)	O1—S1—O2	116.43 (15)
C6—C7—H7	119.7	O1—S1—N1	106.07 (12)
C8—C7—H7	119.7	O2—S1—N1	113.60 (15)
N2—C8—C7	122.2 (3)	O1—S1—C10	105.10 (15)
N2—C8—H8	118.9	O2—S1—C10	106.53 (13)
C7—C8—H8	118.9	N1—S1—C10	108.58 (12)
N2—C9—C5	121.8 (3)	O1W—Zn1—N2^i	124.48 (6)
N2—C9—C1	118.0 (2)	O1W—Zn1—N2	124.48 (6)
C5—C9—C1	120.2 (3)	N2^i—Zn1—N2	111.04 (12)
C11—C10—C15	120.1 (3)	O1W—Zn1—N1	93.44 (6)
C11—C10—S1	120.8 (2)	N2^i—Zn1—N1	99.52 (8)
C15—C10—S1	119.0 (2)	N2—Zn1—N1	76.51 (8)
C10—C11—C12	120.7 (3)	O1W—Zn1—N1^i	93.44 (6)
C10—C11—H11	119.7	N2^i—Zn1—N1^i	76.51 (8)
C12—C11—H11	119.7	N2—Zn1—N1^i	99.52 (9)
C13—C12—C11	117.7 (3)	N1—Zn1—N1^i	173.12 (12)
C13—C12—H12	121.2	Zn1—O1W—H1W	125.7 (16)
C11—C12—H12	121.2
N1—C1—C2—C3	−179.0 (3)	C1—C9—N2—C8	178.0 (3)
C9—C1—C2—C3	0.0 (4)	C5—C9—N2—Zn1	177.0 (2)
C1—C2—C3—C4	0.4 (5)	C1—C9—N2—Zn1	−3.0 (3)
C2—C3—C4—C5	0.5 (6)	C14—C13—N3—O3	−173.1 (4)
C3—C4—C5—C6	177.5 (4)	C12—C13—N3—O3	7.5 (6)
C3—C4—C5—C9	−1.7 (5)	C14—C13—N3—O4	9.0 (7)
C4—C5—C6—C7	179.3 (4)	C12—C13—N3—O4	−170.4 (5)
C9—C5—C6—C7	−1.5 (6)	C1—N1—S1—O1	178.7 (2)
C5—C6—C7—C8	−0.5 (7)	Zn1—N1—S1—O1	−11.6 (2)
C6—C7—C8—N2	1.4 (7)	C1—N1—S1—O2	−52.1 (2)
C6—C5—C9—N2	2.8 (5)	Zn1—N1—S1—O2	117.56 (16)
C4—C5—C9—N2	−177.9 (3)	C1—N1—S1—C10	66.2 (2)
C6—C5—C9—C1	−177.1 (3)	Zn1—N1—S1—C10	−124.11 (15)
C4—C5—C9—C1	2.1 (4)	C11—C10—S1—O1	−62.6 (3)
C2—C1—C9—N2	178.8 (2)	C15—C10—S1—O1	113.6 (3)
N1—C1—C9—N2	−2.1 (3)	C11—C10—S1—O2	173.3 (3)
C2—C1—C9—C5	−1.2 (4)	C15—C10—S1—O2	−10.5 (3)
N1—C1—C9—C5	177.9 (2)	C11—C10—S1—N1	50.6 (3)
C15—C10—C11—C12	−0.5 (5)	C15—C10—S1—N1	−133.3 (3)
S1—C10—C11—C12	175.6 (3)	C8—N2—Zn1—O1W	−91.6 (3)
C10—C11—C12—C13	0.4 (5)	C9—N2—Zn1—O1W	89.46 (18)
C11—C12—C13—C14	0.3 (6)	C8—N2—Zn1—N2^i	88.4 (3)
C11—C12—C13—N3	179.7 (3)	C9—N2—Zn1—N2^i	−90.54 (18)
C12—C13—C14—C15	−0.9 (6)	C8—N2—Zn1—N1	−176.5 (3)
N3—C13—C14—C15	179.7 (4)	C9—N2—Zn1—N1	4.62 (18)
C11—C10—C15—C14	−0.1 (5)	C8—N2—Zn1—N1^i	9.3 (3)
S1—C10—C15—C14	−176.2 (3)	C9—N2—Zn1—N1^i	−169.64 (18)
C13—C14—C15—C10	0.8 (6)	C1—N1—Zn1—O1W	−130.31 (17)
C2—C1—N1—S1	−4.4 (4)	S1—N1—Zn1—O1W	59.45 (15)
C9—C1—N1—S1	176.57 (18)	C1—N1—Zn1—N2^i	103.87 (18)
C2—C1—N1—Zn1	−175.1 (2)	S1—N1—Zn1—N2^i	−66.36 (17)
C9—C1—N1—Zn1	5.9 (3)	C1—N1—Zn1—N2	−5.64 (17)
C7—C8—N2—C9	−0.2 (5)	S1—N1—Zn1—N2	−175.88 (17)
C7—C8—N2—Zn1	−179.1 (3)	C1—N1—Zn1—N1^i	49.69 (17)
C5—C9—N2—C8	−2.0 (4)	S1—N1—Zn1—N1^i	−120.55 (15)

Symmetry code: (i) −x+1, y, −z+3/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W···O1^ii	0.87 (2)	2.44 (3)	2.935 (2)	117 (3)

Symmetry code: (ii) −x+1, −y, −z+2.