catena-Poly[(diaqua­strontium)-bis­(μ-2-methyl-3,5-dinitro­benzoato)]

Danish, M.; Tahir, M.N.; Ahmad, N.; Nisa, M.; Saleem, I.

doi:10.1107/S1600536811033769

metal-organic compounds

CRYSTALLOGRAPHIC
COMMUNICATIONS

ISSN: 2056-9890

Volume 67| Part 9| September 2011| Page m1302

doi:10.1107/S1600536811033769

Open

access

catena-Poly[(diaquastrontium)-bis(μ-2-methyl-3,5-dinitrobenzoato)]

Muhammad Danish,^a M. Nawaz Tahir,^b ^* Nazir Ahmad,^c Mehwish Nisa ^c and Iram Saleem ^c

^aDepartment of Chemistry, University of Gujrat, Hafiz Hayat Campus, Gujrat, Pakistan, ^bDepartment of Physics, University of Sargodha, Sargodha, Pakistan, and ^cDepartment of Chemistry, University of Sargodha, Sargodha, Pakistan
^*Correspondence e-mail: dmntahir_uos@yahoo.com

(Received 17 July 2011; accepted 18 August 2011; online 27 August 2011)

The title compound, [Sr(C₈H₅N₂O₆)₂(H₂O)₂]_n, essentially consists of a one-dimensional polymeric network with Sr₂O₂ rings extending along the [100] direction. The range of Sr—O bond lengths is 2.4822 (13)–2.8113 (13) Å. C—H⋯O and O—H⋯O hydrogen-bonding interactions stabilize the molecules in the form of a two-dimensional polymeric network parallel to (001). One of the nitro groups is disordered over three sets of sites with the occupancy ratio of 0.46:0.32:0.22.

Related literature

For background information and a related crystal structure, see: Danish, Ghafoor, Ahmad et al. (2011a ,b ); Danish, Ghafoor, Tahir et al. (2011 ); Danish, Tahir et al. (2011 ); Hundal et al. (2004 ).

Experimental

Crystal data

[Sr(C₈H₅N₂O₆)₂(H₂O)₂]
M_r = 573.93
Triclinic, $[P \overline 1]$
a = 8.0901 (3) Å
b = 11.2278 (4) Å
c = 12.1356 (4) Å
α = 93.805 (2)°
β = 104.566 (1)°
γ = 98.971 (1)°
V = 1047.40 (6) Å³
Z = 2
Mo Kα radiation
μ = 2.66 mm⁻¹
T = 296 K
0.30 × 0.26 × 0.22 mm

Data collection

Bruker KAPPA APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2005 ) T_min = 0.457, T_max = 0.555
15464 measured reflections
3772 independent reflections
3510 reflections with I > 2σ(I)
R_int = 0.025

Refinement

R[F² > 2σ(F²)] = 0.023
wR(F²) = 0.057
S = 1.08
3772 reflections
324 parameters
6 restraints
H-atom parameters constrained
Δρ_max = 0.41 e Å⁻³
Δρ_min = −0.33 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O13—H13A⋯O2ⁱ	0.84	1.99	2.808 (2)	164
O13—H13B⋯O12ⁱⁱ	0.84	2.42	3.238 (2)	163
O14—H14A⋯O4ⁱⁱⁱ	0.84	2.59	3.132 (2)	123
O14—H14B⋯O7^iv	0.84	1.96	2.800 (2)	173
O14—H14A⋯O10B^v	0.84	2.23	3.032 (8)	161
C15—H15⋯O6	0.93	2.42	3.258 (3)	150
C15—H15⋯O5ⁱⁱ	0.93	2.56	3.238 (3)	130
Symmetry codes: (i) x-1, y, z; (ii) -x+1, -y+1, -z; (iii) x, y+1, z; (iv) -x+2, -y+2, -z; (v) x, y, z-1.

Data collection: APEX2 (Bruker, 2009 ); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ) and PLATON (Spek, 2009 ); software used to prepare material for publication: WinGX (Farrugia, 1999 ) and PLATON.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811033769/dn2710sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811033769/dn2710Isup2.hkl

checkCIF report

Comment top

We have reported the synthesiz and crystal structures of Ag(I), Cu(II), trimethyltin(IV) and triphenyltin(IV) complexes of 2-methyl-3,5-dinitrobenzoic acid (Danish, Ghafoor, Ahmad et al., 2011a,b; Danish, Ghafoor, Tahir et al., 2011; Danish, Tahir et al., 2011). In continuation to synthesize other metal complexes of this ligand, the title compound (I), (Fig. 1) is being reported here.

In the title compound, the Sr⁺² cation is coordinated to eight O-atoms. Six O-atoms are of four carboxylate groups and two O-atoms from two water molecules. Each ligand of 2-methyl-3,5-dinitrobenzoic acid is chelated and bridged from a single O-atom to the Sr-atoms. In this way infinite one dimensional polymeric chains extend along the [100] direction via four membered planar Sr₂O₂ rings [Fig. 1]. The Sr—O bond lengths is in the range of [2.4822 (13)–2.8119 (13) Å] compared to [2.401 (7)–3.064 (7) Å] observed in the related crystal structure of bis(µ2–3,5-dinitrobenzoato)-bis(3,5-dinitrobenzoato)-bis(triethyleneglycol)-distrontium(ii) dihydrate (Hundal et al., 2004). The O—Sr—O bond angles are in the range of 47.88 (4)–157.98 (4)°. The distance between Sr to Sr atoms is 4.1786 (3) and 4.2224 (3) Å, whereas the distance between O-atoms in these four membered planes is 3.0888 (18) and 3.3135 (18) Å, respectively. The dihedral angle between two consective Sr₂O₂ planes is 85.02 (5)°.

There are two 2-methyl-3,5-dinitrobenzoato groups which differ from each other geometrically. In one ligand, the carboxylate A (O1/C1/O2), nitro groups B (O3/N1/O4) and C (O5/N2/O6) are oriented at dihedral angles of 45.95 (11)°, 13.97 (32)° and 31.65 (20)° with the benzene ring D (C2—C7) [r. m. s deviation of 0.0047 Å], respectively. In the other ligand one nitro group is disordered over three set of sites with occupancy ratio of 0.46:0.32:0.22. In this ligand, the carboxylate E (O7/C9/O8) is oriented at dihedral angles of 69.02 (09)° with the benzene ring F (C10—C15) [r. m. s deviation of 0.0052 Å], respectively. The dihedral angle between D/F is 28.95 (6)°.

The molecules are stabilized in the form of two-dimensional polymeric network along the plane (001) due to intra as well as inter-molecular H-bondings of C—H···O and O—H···O types (Table 1).

Related literature top

For background information and a related crystal structure, see: Danish, Ghafoor, Ahmad et al. (2011a,b); Danish, Ghafoor, Tahir et al. (2011); Danish, Tahir et al. (2011); Hundal et al. (2004).

Experimental top

Anhydrous strontium chloride (1.585 g, 0.01 mol) of was dissolved in 25 ml distilled water in 100 ml round bottom flask. Sodium salt of 3,5-dinitro-ortho-toluic acid (4.96 g, 0.02 mol) was dissolved in 15 ml of distilled water and added to the strontium chloride solution drop-wise. After complete addition, the reaction mixture was refluxed for 3 h. The reaction mixture was cooled to room temperature and given activated charcoal treatment and filtered. The filtrate was concentrated and kept for crystallization. Light brown prisms appeared within one week.

Decomposition point was 620 K.

Computing details top

Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT (Bruker, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2009); software used to prepare material for publication: WinGX (Farrugia, 1999) and PLATON (Spek, 2009).

Figures top

Fig. 1. View of the title compound (I). The displacement ellipsoids are drawn at the 30% probability level. H-atoms have been omitted for clarity and only the major component of the disordered NO2 group is represented. [Symmetry codes: (i) -x+1, -y+2, -z; (ii) -x+2, -y+2, -z ]

catena-Poly[(diaquastrontium)-bis(µ-2-methyl-3,5-dinitrobenzoato)] top

Crystal data top

[Sr(C₈H₅N₂O₆)₂(H₂O)₂]	Z = 2
M_r = 573.93	F(000) = 576
Triclinic, P1	D_x = 1.820 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.0901 (3) Å	Cell parameters from 3510 reflections
b = 11.2278 (4) Å	θ = 2.4–25.3°
c = 12.1356 (4) Å	µ = 2.66 mm⁻¹
α = 93.805 (2)°	T = 296 K
β = 104.566 (1)°	Prism, light brown
γ = 98.971 (1)°	0.30 × 0.26 × 0.22 mm
V = 1047.40 (6) Å³

Data collection top

Bruker KAPPA APEXII CCD diffractometer	3772 independent reflections
Radiation source: fine-focus sealed tube	3510 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.025
Detector resolution: 8.10 pixels mm^-1	θ_max = 25.3°, θ_min = 2.4°
ω scans	h = −9→9
Absorption correction: multi-scan (SADABS; Bruker, 2005)	k = −13→13
T_min = 0.457, T_max = 0.555	l = −14→14
15464 measured reflections

Refinement top

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)] = 0.023	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.057	H-atom parameters constrained
S = 1.08	w = 1/[σ²(F_o²) + (0.0257P)² + 0.529P] where P = (F_o² + 2F_c²)/3
3772 reflections	(Δ/σ)_max = 0.001
324 parameters	Δρ_max = 0.41 e Å⁻³
6 restraints	Δρ_min = −0.33 e Å⁻³

Crystal data top

[Sr(C₈H₅N₂O₆)₂(H₂O)₂]	γ = 98.971 (1)°
M_r = 573.93	V = 1047.40 (6) Å³
Triclinic, P1	Z = 2
a = 8.0901 (3) Å	Mo Kα radiation
b = 11.2278 (4) Å	µ = 2.66 mm⁻¹
c = 12.1356 (4) Å	T = 296 K
α = 93.805 (2)°	0.30 × 0.26 × 0.22 mm
β = 104.566 (1)°

Data collection top

Bruker KAPPA APEXII CCD diffractometer	3772 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2005)	3510 reflections with I > 2σ(I)
T_min = 0.457, T_max = 0.555	R_int = 0.025
15464 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.023	6 restraints
wR(F²) = 0.057	H-atom parameters constrained
S = 1.08	Δρ_max = 0.41 e Å⁻³
3772 reflections	Δρ_min = −0.33 e Å⁻³
324 parameters

Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
Sr1	0.72765 (2)	0.986811 (16)	−0.047948 (15)	0.02298 (7)
O1	0.96083 (17)	0.87808 (12)	−0.07659 (12)	0.0289 (3)
O2	1.19523 (18)	0.82697 (13)	−0.11206 (14)	0.0399 (4)
O3	1.0217 (2)	0.39981 (18)	−0.37222 (17)	0.0590 (5)
O4	0.7722 (2)	0.30089 (14)	−0.36998 (14)	0.0498 (4)
O5	0.6074 (3)	0.35628 (17)	−0.02052 (16)	0.0604 (5)
O6	0.7182 (3)	0.51857 (17)	0.09429 (16)	0.0564 (5)
O7	0.78838 (19)	0.86007 (14)	0.12407 (13)	0.0366 (4)
O8	0.54635 (17)	0.92959 (13)	0.11675 (12)	0.0301 (3)
O11	0.6636 (2)	0.48897 (15)	0.47733 (15)	0.0513 (4)
O12	0.5324 (2)	0.46369 (14)	0.29680 (16)	0.0502 (4)
O13	0.5123 (2)	0.80020 (14)	−0.15670 (14)	0.0426 (4)
H13A	0.4157	0.7935	−0.1412	0.064*
H13B	0.5229	0.7316	−0.1843	0.064*
O14	0.85434 (19)	1.13859 (13)	−0.16994 (12)	0.0340 (3)
H14A	0.8052	1.1270	−0.2404	0.051*
H14B	0.9622	1.1428	−0.1606	0.051*
N1	0.8935 (2)	0.38576 (16)	−0.33600 (15)	0.0349 (4)
N2	0.6966 (2)	0.45654 (17)	0.00406 (16)	0.0351 (4)
N4	0.6078 (2)	0.52745 (16)	0.38607 (17)	0.0342 (4)
C1	1.0404 (2)	0.80212 (17)	−0.11064 (16)	0.0241 (4)
C2	0.9477 (2)	0.67147 (17)	−0.14085 (17)	0.0243 (4)
C3	0.9620 (2)	0.59680 (18)	−0.23461 (17)	0.0262 (4)
C4	0.8839 (2)	0.47495 (18)	−0.24354 (17)	0.0273 (4)
C5	0.7966 (3)	0.42722 (18)	−0.16779 (17)	0.0291 (4)
H5	0.7468	0.3455	−0.1767	0.035*
C6	0.7863 (2)	0.50508 (18)	−0.07884 (17)	0.0268 (4)
C7	0.8586 (2)	0.62640 (18)	−0.06419 (17)	0.0268 (4)
H7	0.8479	0.6774	−0.0038	0.032*
C8	1.0495 (3)	0.6486 (2)	−0.32047 (19)	0.0379 (5)
H8A	1.1671	0.6349	−0.3025	0.057*
H8B	1.0492	0.7342	−0.3181	0.057*
H8C	0.9884	0.6098	−0.3958	0.057*
C9	0.6666 (2)	0.87760 (17)	0.16507 (16)	0.0239 (4)
C10	0.6641 (2)	0.83052 (18)	0.27888 (17)	0.0247 (4)
C11	0.6965 (3)	0.91066 (19)	0.37863 (18)	0.0304 (5)
C12	0.6916 (3)	0.8561 (2)	0.47864 (18)	0.0337 (5)
C13	0.6623 (3)	0.7325 (2)	0.48350 (18)	0.0326 (5)
H13	0.6617	0.7000	0.5520	0.039*
C14	0.6341 (2)	0.65978 (18)	0.38341 (18)	0.0281 (4)
C15	0.6343 (2)	0.70593 (18)	0.28119 (17)	0.0270 (4)
H15	0.6146	0.6541	0.2144	0.032*
C16	0.7417 (4)	1.0448 (2)	0.3741 (2)	0.0480 (6)
H16A	0.7830	1.0591	0.3077	0.072*
H16B	0.8307	1.0803	0.4418	0.072*
H16C	0.6405	1.0808	0.3698	0.072*
N3	0.7184 (3)	0.92991 (19)	0.58829 (17)	0.0518 (6)
O9A	0.6735 (16)	0.9065 (10)	0.6628 (9)	0.0593 (9)	0.22
O10A	0.8550 (14)	1.0269 (8)	0.6060 (7)	0.0593 (9)	0.22
O9B	0.7307 (8)	0.8739 (6)	0.6789 (5)	0.0593 (9)	0.46
O10B	0.6867 (14)	1.0348 (8)	0.5829 (6)	0.0593 (9)	0.46
O9C	0.8018 (12)	0.8929 (8)	0.6697 (7)	0.0593 (9)	0.32
O10C	0.652 (2)	1.0180 (12)	0.5977 (9)	0.0593 (9)	0.32

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sr1	0.02117 (10)	0.02063 (11)	0.02858 (11)	0.00491 (7)	0.00800 (7)	0.00476 (7)
O1	0.0301 (7)	0.0223 (7)	0.0355 (8)	0.0076 (6)	0.0107 (6)	−0.0019 (6)
O2	0.0277 (8)	0.0321 (8)	0.0597 (10)	−0.0007 (6)	0.0187 (7)	−0.0107 (7)
O3	0.0521 (11)	0.0624 (12)	0.0655 (12)	0.0127 (9)	0.0262 (9)	−0.0192 (10)
O4	0.0681 (12)	0.0284 (9)	0.0440 (10)	−0.0036 (8)	0.0089 (8)	−0.0080 (7)
O5	0.0739 (13)	0.0477 (11)	0.0514 (11)	−0.0193 (10)	0.0176 (9)	0.0145 (9)
O6	0.0797 (13)	0.0508 (11)	0.0498 (11)	0.0098 (10)	0.0390 (10)	0.0028 (9)
O7	0.0364 (8)	0.0469 (9)	0.0377 (9)	0.0188 (7)	0.0198 (7)	0.0183 (7)
O8	0.0282 (7)	0.0308 (8)	0.0333 (8)	0.0094 (6)	0.0072 (6)	0.0105 (6)
O11	0.0637 (11)	0.0433 (10)	0.0517 (11)	0.0151 (8)	0.0149 (9)	0.0286 (9)
O12	0.0640 (11)	0.0281 (9)	0.0529 (11)	0.0046 (8)	0.0082 (9)	0.0029 (8)
O13	0.0382 (8)	0.0328 (9)	0.0571 (10)	−0.0010 (7)	0.0206 (8)	−0.0059 (8)
O14	0.0382 (8)	0.0366 (9)	0.0284 (8)	0.0087 (7)	0.0092 (6)	0.0067 (6)
N1	0.0430 (11)	0.0262 (10)	0.0338 (10)	0.0112 (8)	0.0058 (8)	−0.0021 (8)
N2	0.0359 (10)	0.0349 (11)	0.0375 (11)	0.0088 (8)	0.0115 (8)	0.0120 (9)
N4	0.0339 (9)	0.0293 (10)	0.0440 (12)	0.0083 (8)	0.0152 (9)	0.0125 (9)
C1	0.0272 (10)	0.0231 (10)	0.0218 (10)	0.0050 (8)	0.0061 (8)	0.0017 (8)
C2	0.0224 (9)	0.0222 (10)	0.0277 (10)	0.0058 (8)	0.0050 (8)	0.0007 (8)
C3	0.0240 (9)	0.0247 (11)	0.0295 (11)	0.0072 (8)	0.0053 (8)	0.0005 (8)
C4	0.0278 (10)	0.0235 (11)	0.0287 (11)	0.0079 (8)	0.0034 (8)	−0.0030 (8)
C5	0.0308 (10)	0.0188 (10)	0.0342 (12)	0.0042 (8)	0.0028 (8)	0.0020 (9)
C6	0.0255 (10)	0.0265 (11)	0.0288 (11)	0.0060 (8)	0.0063 (8)	0.0067 (9)
C7	0.0276 (10)	0.0256 (11)	0.0271 (11)	0.0075 (8)	0.0065 (8)	−0.0010 (8)
C8	0.0436 (13)	0.0353 (13)	0.0354 (12)	0.0014 (10)	0.0168 (10)	−0.0023 (10)
C9	0.0256 (10)	0.0204 (10)	0.0253 (10)	0.0026 (8)	0.0065 (8)	0.0036 (8)
C10	0.0222 (9)	0.0282 (11)	0.0264 (10)	0.0069 (8)	0.0083 (8)	0.0081 (8)
C11	0.0343 (11)	0.0283 (11)	0.0286 (11)	0.0052 (9)	0.0080 (9)	0.0054 (9)
C12	0.0412 (12)	0.0342 (12)	0.0247 (11)	0.0065 (9)	0.0078 (9)	0.0015 (9)
C13	0.0365 (11)	0.0359 (12)	0.0286 (11)	0.0091 (9)	0.0108 (9)	0.0107 (9)
C14	0.0274 (10)	0.0252 (11)	0.0344 (12)	0.0065 (8)	0.0101 (8)	0.0098 (9)
C15	0.0284 (10)	0.0283 (11)	0.0262 (10)	0.0073 (8)	0.0092 (8)	0.0043 (9)
C16	0.0699 (17)	0.0294 (13)	0.0404 (14)	−0.0003 (12)	0.0126 (12)	0.0039 (11)
N3	0.0852 (17)	0.0397 (13)	0.0271 (11)	0.0132 (12)	0.0077 (11)	0.0043 (9)
O9A	0.109 (3)	0.045 (2)	0.0305 (13)	0.0171 (19)	0.0261 (15)	0.0079 (12)
O10A	0.109 (3)	0.045 (2)	0.0305 (13)	0.0171 (19)	0.0261 (15)	0.0079 (12)
O9B	0.109 (3)	0.045 (2)	0.0305 (13)	0.0171 (19)	0.0261 (15)	0.0079 (12)
O10B	0.109 (3)	0.045 (2)	0.0305 (13)	0.0171 (19)	0.0261 (15)	0.0079 (12)
O9C	0.109 (3)	0.045 (2)	0.0305 (13)	0.0171 (19)	0.0261 (15)	0.0079 (12)
O10C	0.109 (3)	0.045 (2)	0.0305 (13)	0.0171 (19)	0.0261 (15)	0.0079 (12)

Geometric parameters (Å, º) top

Sr1—O1	2.4822 (13)	C1—Sr1ⁱⁱ	3.0054 (19)
Sr1—O8ⁱ	2.5127 (13)	C2—C7	1.388 (3)
Sr1—O13	2.5504 (15)	C2—C3	1.407 (3)
Sr1—O14	2.5884 (14)	C3—C4	1.400 (3)
Sr1—O7	2.5924 (14)	C3—C8	1.499 (3)
Sr1—O2ⁱⁱ	2.6413 (15)	C4—C5	1.380 (3)
Sr1—O1ⁱⁱ	2.7431 (14)	C5—C6	1.371 (3)
Sr1—O8	2.8124 (14)	C5—H5	0.9300
Sr1—C1ⁱⁱ	3.0054 (19)	C6—C7	1.377 (3)
Sr1—C9	3.0502 (19)	C7—H7	0.9300
Sr1—Sr1ⁱ	4.1785 (4)	C8—H8A	0.9600
Sr1—Sr1ⁱⁱ	4.2225 (4)	C8—H8B	0.9600
O1—C1	1.254 (2)	C8—H8C	0.9600
O1—Sr1ⁱⁱ	2.7431 (14)	C9—C10	1.515 (3)
O2—C1	1.245 (2)	C10—C15	1.385 (3)
O2—Sr1ⁱⁱ	2.6413 (15)	C10—C11	1.402 (3)
O3—N1	1.217 (2)	C11—C12	1.402 (3)
O4—N1	1.222 (2)	C11—C16	1.502 (3)
O5—N2	1.213 (2)	C12—C13	1.379 (3)
O6—N2	1.216 (3)	C12—N3	1.469 (3)
O7—C9	1.245 (2)	C13—C14	1.366 (3)
O8—C9	1.252 (2)	C13—H13	0.9300
O8—Sr1ⁱ	2.5127 (13)	C14—C15	1.376 (3)
O11—N4	1.221 (2)	C15—H15	0.9300
O12—N4	1.219 (2)	C16—H16A	0.9600
O13—H13A	0.8429	C16—H16B	0.9600
O13—H13B	0.8442	C16—H16C	0.9600
O14—H14A	0.8390	N3—O9A	1.089 (12)
O14—H14B	0.8448	N3—O9C	1.188 (9)
N1—C4	1.479 (3)	N3—O10C	1.207 (17)
N2—C6	1.467 (3)	N3—O10B	1.246 (11)
N4—C14	1.471 (3)	N3—O9B	1.292 (7)
C1—C2	1.515 (3)	N3—O10A	1.388 (10)

O1—Sr1—O8ⁱ	153.44 (5)	O6—N2—C6	118.01 (18)
O1—Sr1—O13	86.98 (5)	O12—N4—O11	124.47 (19)
O8ⁱ—Sr1—O13	77.46 (5)	O12—N4—C14	117.73 (18)
O1—Sr1—O14	83.09 (5)	O11—N4—C14	117.80 (19)
O8ⁱ—Sr1—O14	84.89 (4)	O2—C1—O1	123.18 (18)
O13—Sr1—O14	116.73 (5)	O2—C1—C2	118.70 (17)
O1—Sr1—O7	75.24 (4)	O1—C1—C2	117.87 (17)
O8ⁱ—Sr1—O7	124.33 (4)	O2—C1—Sr1ⁱⁱ	61.19 (10)
O13—Sr1—O7	86.64 (5)	O1—C1—Sr1ⁱⁱ	65.88 (10)
O14—Sr1—O7	147.29 (5)	C2—C1—Sr1ⁱⁱ	154.25 (12)
O1—Sr1—O2ⁱⁱ	119.29 (4)	C7—C2—C3	121.55 (18)
O8ⁱ—Sr1—O2ⁱⁱ	83.09 (5)	C7—C2—C1	115.48 (17)
O13—Sr1—O2ⁱⁱ	148.57 (5)	C3—C2—C1	122.75 (17)
O14—Sr1—O2ⁱⁱ	85.42 (5)	C4—C3—C2	115.64 (18)
O7—Sr1—O2ⁱⁱ	84.22 (5)	C4—C3—C8	123.49 (18)
O1—Sr1—O1ⁱⁱ	72.29 (5)	C2—C3—C8	120.81 (18)
O8ⁱ—Sr1—O1ⁱⁱ	124.54 (4)	C5—C4—C3	124.09 (18)
O13—Sr1—O1ⁱⁱ	157.99 (5)	C5—C4—N1	114.59 (17)
O14—Sr1—O1ⁱⁱ	68.99 (4)	C3—C4—N1	121.30 (18)
O7—Sr1—O1ⁱⁱ	81.10 (5)	C6—C5—C4	117.31 (18)
O2ⁱⁱ—Sr1—O1ⁱⁱ	48.12 (4)	C6—C5—H5	121.3
O1—Sr1—O8	121.98 (4)	C4—C5—H5	121.3
O8ⁱ—Sr1—O8	76.76 (5)	C5—C6—C7	122.30 (19)
O13—Sr1—O8	80.21 (5)	C5—C6—N2	118.54 (18)
O14—Sr1—O8	151.79 (4)	C7—C6—N2	119.16 (18)
O7—Sr1—O8	47.88 (4)	C6—C7—C2	119.08 (18)
O2ⁱⁱ—Sr1—O8	71.38 (4)	C6—C7—H7	120.5
O1ⁱⁱ—Sr1—O8	104.24 (4)	C2—C7—H7	120.5
O1—Sr1—C1ⁱⁱ	96.93 (5)	C3—C8—H8A	109.5
O8ⁱ—Sr1—C1ⁱⁱ	101.60 (5)	C3—C8—H8B	109.5
O13—Sr1—C1ⁱⁱ	171.27 (5)	H8A—C8—H8B	109.5
O14—Sr1—C1ⁱⁱ	71.62 (5)	C3—C8—H8C	109.5
O7—Sr1—C1ⁱⁱ	86.82 (5)	H8A—C8—H8C	109.5
O2ⁱⁱ—Sr1—C1ⁱⁱ	24.39 (5)	H8B—C8—H8C	109.5
O1ⁱⁱ—Sr1—C1ⁱⁱ	24.65 (4)	O7—C9—O8	123.75 (18)
O8—Sr1—C1ⁱⁱ	91.11 (5)	O7—C9—C10	117.35 (16)
O1—Sr1—C9	98.77 (5)	O8—C9—C10	118.89 (16)
O8ⁱ—Sr1—C9	100.97 (5)	O7—C9—Sr1	57.03 (10)
O13—Sr1—C9	84.51 (5)	O8—C9—Sr1	67.18 (10)
O14—Sr1—C9	158.76 (5)	C10—C9—Sr1	171.63 (13)
O7—Sr1—C9	23.76 (5)	C15—C10—C11	121.49 (18)
O2ⁱⁱ—Sr1—C9	75.16 (5)	C15—C10—C9	117.58 (17)
O1ⁱⁱ—Sr1—C9	91.28 (5)	C11—C10—C9	120.90 (17)
O8—Sr1—C9	24.22 (4)	C12—C11—C10	115.53 (18)
C1ⁱⁱ—Sr1—C9	87.17 (5)	C12—C11—C16	124.6 (2)
O1—Sr1—Sr1ⁱ	153.42 (3)	C10—C11—C16	119.78 (18)
O8ⁱ—Sr1—Sr1ⁱ	40.93 (3)	C13—C12—C11	124.2 (2)
O13—Sr1—Sr1ⁱ	75.81 (4)	C13—C12—N3	114.81 (19)
O14—Sr1—Sr1ⁱ	122.66 (3)	C11—C12—N3	120.96 (19)
O7—Sr1—Sr1ⁱ	83.55 (3)	C14—C13—C12	117.11 (19)
O2ⁱⁱ—Sr1—Sr1ⁱ	73.31 (3)	C14—C13—H13	121.4
O1ⁱⁱ—Sr1—Sr1ⁱ	120.43 (3)	C12—C13—H13	121.4
O8—Sr1—Sr1ⁱ	35.83 (3)	C13—C14—C15	122.37 (19)
C1ⁱⁱ—Sr1—Sr1ⁱ	97.70 (4)	C13—C14—N4	118.58 (18)
C9—Sr1—Sr1ⁱ	60.04 (4)	C15—C14—N4	119.03 (19)
O1—Sr1—Sr1ⁱⁱ	38.23 (3)	C14—C15—C10	119.25 (19)
O8ⁱ—Sr1—Sr1ⁱⁱ	153.40 (3)	C14—C15—H15	120.4
O13—Sr1—Sr1ⁱⁱ	124.84 (4)	C10—C15—H15	120.4
O14—Sr1—Sr1ⁱⁱ	72.32 (3)	C11—C16—H16A	109.5
O7—Sr1—Sr1ⁱⁱ	75.50 (3)	C11—C16—H16B	109.5
O2ⁱⁱ—Sr1—Sr1ⁱⁱ	81.60 (3)	H16A—C16—H16B	109.5
O1ⁱⁱ—Sr1—Sr1ⁱⁱ	34.06 (3)	C11—C16—H16C	109.5
O8—Sr1—Sr1ⁱⁱ	118.10 (3)	H16A—C16—H16C	109.5
C1ⁱⁱ—Sr1—Sr1ⁱⁱ	58.70 (4)	H16B—C16—H16C	109.5
C9—Sr1—Sr1ⁱⁱ	95.98 (4)	O9A—N3—O9C	55.0 (6)
Sr1ⁱ—Sr1—Sr1ⁱⁱ	148.730 (10)	O9A—N3—O10C	83.7 (7)
C1—O1—Sr1	162.80 (13)	O9C—N3—O10C	121.3 (7)
C1—O1—Sr1ⁱⁱ	89.47 (11)	O9A—N3—O10B	100.2 (6)
Sr1—O1—Sr1ⁱⁱ	107.71 (5)	O9C—N3—O10B	126.1 (7)
C1—O2—Sr1ⁱⁱ	94.42 (12)	O10C—N3—O10B	18.6 (6)
C9—O7—Sr1	99.20 (11)	O9A—N3—O9B	29.3 (6)
C9—O8—Sr1ⁱ	167.96 (13)	O9C—N3—O9B	28.6 (4)
C9—O8—Sr1	88.59 (11)	O10C—N3—O9B	110.3 (5)
Sr1ⁱ—O8—Sr1	103.24 (5)	O10B—N3—O9B	123.9 (4)
Sr1—O13—H13A	113.0	O9A—N3—O10A	116.7 (7)
Sr1—O13—H13B	133.9	O9C—N3—O10A	87.0 (6)
H13A—O13—H13B	108.6	O10C—N3—O10A	76.0 (7)
Sr1—O14—H14A	115.0	O10B—N3—O10A	60.8 (6)
Sr1—O14—H14B	113.0	O9B—N3—O10A	110.5 (5)
H14A—O14—H14B	108.7	O9A—N3—C12	129.1 (6)
O3—N1—O4	124.04 (19)	O9C—N3—C12	115.3 (5)
O3—N1—C4	118.53 (18)	O10C—N3—C12	123.2 (6)
O4—N1—C4	117.42 (18)	O10B—N3—C12	116.4 (4)
O5—N2—O6	123.78 (19)	O9B—N3—C12	117.4 (3)
O5—N2—C6	118.20 (19)	O10A—N3—C12	111.8 (4)

O2—C1—C2—C7	130.4 (2)	C15—C10—C11—C12	−1.7 (3)
O1—C1—C2—C7	−44.0 (2)	C9—C10—C11—C12	−179.61 (18)
O2—C1—C2—C3	−44.4 (3)	C15—C10—C11—C16	175.3 (2)
O1—C1—C2—C3	141.18 (19)	C9—C10—C11—C16	−2.6 (3)
C7—C2—C3—C4	−1.2 (3)	C10—C11—C12—C13	1.7 (3)
C1—C2—C3—C4	173.29 (17)	C16—C11—C12—C13	−175.1 (2)
C7—C2—C3—C8	176.31 (19)	C10—C11—C12—N3	−178.2 (2)
C1—C2—C3—C8	−9.2 (3)	C16—C11—C12—N3	4.9 (3)
C2—C3—C4—C5	0.3 (3)	C11—C12—C13—C14	−0.9 (3)
C8—C3—C4—C5	−177.2 (2)	N3—C12—C13—C14	179.06 (19)
C2—C3—C4—N1	−178.18 (16)	C12—C13—C14—C15	0.0 (3)
C8—C3—C4—N1	4.4 (3)	C12—C13—C14—N4	178.08 (18)
O3—N1—C4—C5	−147.1 (2)	O12—N4—C14—C13	158.1 (2)
O4—N1—C4—C5	31.7 (3)	O11—N4—C14—C13	−22.2 (3)
O3—N1—C4—C3	31.6 (3)	O12—N4—C14—C15	−23.7 (3)
O4—N1—C4—C3	−149.64 (19)	O11—N4—C14—C15	155.96 (19)
C3—C4—C5—C6	0.2 (3)	C13—C14—C15—C10	0.0 (3)
N1—C4—C5—C6	178.77 (16)	N4—C14—C15—C10	−178.07 (16)
C4—C5—C6—C7	0.2 (3)	C11—C10—C15—C14	0.9 (3)
C4—C5—C6—N2	−179.05 (17)	C9—C10—C15—C14	178.88 (17)
O5—N2—C6—C5	−13.9 (3)	C13—C12—N3—O9A	−25.2 (9)
O6—N2—C6—C5	165.09 (19)	C11—C12—N3—O9A	154.8 (8)
O5—N2—C6—C7	166.86 (19)	C13—C12—N3—O9C	39.2 (5)
O6—N2—C6—C7	−14.2 (3)	C11—C12—N3—O9C	−140.8 (5)
C5—C6—C7—C2	−1.1 (3)	C13—C12—N3—O10C	−136.4 (6)
N2—C6—C7—C2	178.14 (17)	C11—C12—N3—O10C	43.6 (7)
C3—C2—C7—C6	1.6 (3)	C13—C12—N3—O10B	−156.3 (5)
C1—C2—C7—C6	−173.25 (17)	C11—C12—N3—O10B	23.6 (6)
O7—C9—C10—C15	−67.7 (2)	C13—C12—N3—O9B	7.3 (4)
O8—C9—C10—C15	111.1 (2)	C11—C12—N3—O9B	−172.7 (4)
O7—C9—C10—C11	110.3 (2)	C13—C12—N3—O10A	136.5 (5)
O8—C9—C10—C11	−70.9 (2)	C11—C12—N3—O10A	−43.5 (5)

Symmetry codes: (i) −x+1, −y+2, −z; (ii) −x+2, −y+2, −z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O13—H13A···O2ⁱⁱⁱ	0.84	1.99	2.808 (2)	164
O13—H13B···O12^iv	0.84	2.42	3.238 (2)	163
O14—H14A···O4^v	0.84	2.59	3.132 (2)	123
O14—H14B···O7ⁱⁱ	0.84	1.96	2.800 (2)	173
O14—H14A···O10B^vi	0.84	2.23	3.032 (8)	161
C15—H15···O6	0.93	2.42	3.258 (3)	150
C15—H15···O5^iv	0.93	2.56	3.238 (3)	130

Symmetry codes: (ii) −x+2, −y+2, −z; (iii) x−1, y, z; (iv) −x+1, −y+1, −z; (v) x, y+1, z; (vi) x, y, z−1.

Experimental details

Crystal data
Chemical formula	[Sr(C₈H₅N₂O₆)₂(H₂O)₂]
M_r	573.93
Crystal system, space group	Triclinic, P1
Temperature (K)	296
a, b, c (Å)	8.0901 (3), 11.2278 (4), 12.1356 (4)
α, β, γ (°)	93.805 (2), 104.566 (1), 98.971 (1)
V (Å³)	1047.40 (6)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	2.66
Crystal size (mm)	0.30 × 0.26 × 0.22

Data collection
Diffractometer	Bruker KAPPA APEXII CCD diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2005)
T_min, T_max	0.457, 0.555
No. of measured, independent and observed [I > 2σ(I)] reflections	15464, 3772, 3510
R_int	0.025
(sin θ/λ)_max (Å⁻¹)	0.600

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.023, 0.057, 1.08
No. of reflections	3772
No. of parameters	324
No. of restraints	6
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.41, −0.33

Computer programs: APEX2 (Bruker, 2009), SAINT (Bruker, 2009), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2009), WinGX (Farrugia, 1999) and PLATON (Spek, 2009).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O13—H13A···O2ⁱ	0.84	1.99	2.808 (2)	163.7
O13—H13B···O12ⁱⁱ	0.84	2.42	3.238 (2)	163.1
O14—H14A···O4ⁱⁱⁱ	0.84	2.59	3.132 (2)	123.3
O14—H14B···O7^iv	0.84	1.96	2.800 (2)	173.0
O14—H14A···O10B^v	0.84	2.23	3.032 (8)	161.2
C15—H15···O6	0.93	2.42	3.258 (3)	149.8
C15—H15···O5ⁱⁱ	0.93	2.56	3.238 (3)	130.2

Symmetry codes: (i) x−1, y, z; (ii) −x+1, −y+1, −z; (iii) x, y+1, z; (iv) −x+2, −y+2, −z; (v) x, y, z−1.

Acknowledgements

The authors acknowledge the provision of funds for the purchase of the diffractometer and encouragement by Dr Muhammad Akram Chaudhary, former Vice Chancellor, University of Sargodha, Pakistan.

References

Bruker (2005). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2009). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Danish, M., Ghafoor, S., Ahmad, N., Starosta, W. & Leciejewicz, J. (2011a). Acta Cryst. E67, m519. Google Scholar
Danish, M., Ghafoor, S., Ahmad, N., Starosta, W. & Leciejewicz, J. (2011b). Acta Cryst. E67, m923. Google Scholar
Danish, M., Ghafoor, S., Tahir, M. N., Ahmad, N. & Nisa, M. (2011). Acta Cryst. E67, m168–m169. Web of Science CSD CrossRef IUCr Journals Google Scholar
Danish, M., Tahir, M. N., Ghafoor, S., Ahmad, N. & Nisa, M. (2011). Acta Cryst. E67, m938–m939. Google Scholar
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. CrossRef IUCr Journals Google Scholar
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837–838. CrossRef CAS IUCr Journals Google Scholar
Hundal, G., Hundal, M. S. & Singh, N. (2004). J. Chem. Crystallogr. 34, 447–451. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Spek, A. L. (2009). Acta Cryst. D65, 148–155. Web of Science CrossRef CAS IUCr Journals Google Scholar