catena-Poly[[[aqua­(di-2-pyridylamine-κ²N²,N^2′)copper(II)]-μ-thio­phene-2,5-dicarboxyl­ato-κ²O²:O⁵] N,N-dimethyl­formamide monohydrate]

In the title cooordination polymer, {[Cu(C₆H₂O₄S)(C₁₀H₉N₃)(H₂O)]·C₃H₇NO·H₂O}_n, the Cu^II atom is in a square-pyramidal environment defined by an apically coordinated water mol­ecule, carboxyl O atoms from two different thio­phene-2,5-dicarboxyl­ate dianions and the two N atoms of a chelating di-2-pyridylamine ligand. The thio­phene-2,5-dicarboxyl­ate dianion functions as a μ₂-bridging ligand to form a zigzag polymeric chain. In addition, N—H...O and O—H...O inter­molecular hydrogen bonds link the chains into a three-dimensional network structure.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.031
• wR factor = 0.075
• Data-to-parameter ratio = 14.7

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for         N4
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         13
            O4  -CU1 -N3  -C12   -56.90  0.80   2.565   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         17
            O4  -CU1 -N3  -C16   120.10  0.70   2.565   1.555   1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.84(3), Rep   0.842(10) ......       3.00 su-Rat
              O5   -H5A     1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.84(3), Rep   0.844(10) ......       3.00 su-Rat
              O5   -H5B     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.84(3), Rep   0.844(10) ......       3.00 su-Rat
              O5   -H5B     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.84(3), Rep   0.842(10) ......       3.00 su-Rat
              O5   -H5A     1.555   1.555

Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           27.50
           From the CIF: _reflns_number_total               4485
           Count of symmetry unique reflns         2736
           Completeness (_total/calc)            163.93%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured      1749
           Fraction of Friedel pairs measured     0.639
           Are heavy atom types Z>Si present        yes

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

   4 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
   4 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2002); software used to prepare material for publication: SHELXL97.

catena-Poly[[[aqua(di-2-pyridylamine-κ²N²,N^2')copper(II)]-µ- thiophene-2,5-dicarboxylato-κ²O²:O⁵] N,N-dimethylformamide monohydrate]

Crystal data

[Cu(C6H2O4S)(C10H9N3)(H2O)]·C3H7NO·H2O	F(000) = 1060
Mr = 514.01	Dx = 1.497 Mg m^−3
Orthorhombic, Pna21	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2c -2n	Cell parameters from 6159 reflections
a = 7.067 (1) Å	θ = 2.9–25.7°
b = 24.123 (2) Å	µ = 1.10 mm^−1
c = 13.379 (1) Å	T = 298 K
V = 2280.8 (4) Å^3	Block, blue
Z = 4	0.46 × 0.41 × 0.17 mm

Data collection

Bruker APEX area-detector diffractometer	4485 independent reflections
Radiation source: fine-focus sealed tube	4174 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.028
φ and ω scans	θmax = 27.5°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −9→9
Tmin = 0.633, Tmax = 0.836	k = −30→28
13430 measured reflections	l = −17→12

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.031	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.075	w = 1/[σ^2(Fo^2) + (0.0436P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.04	(Δ/σ)max = 0.001
4485 reflections	Δρmax = 0.28 e Å^−3
306 parameters	Δρmin = −0.35 e Å^−3
6 restraints	Absolute structure: Flack (1983), 5538 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.012 (11)

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
Cu1	0.37248 (4)	0.361767 (10)	0.31324 (3)	0.02829 (8)
S1	0.18998 (10)	0.52931 (3)	0.03113 (6)	0.04299 (17)
O1	0.2441 (3)	0.39926 (7)	0.20203 (15)	0.0373 (4)
O2	0.4530 (3)	0.46381 (11)	0.1561 (2)	0.0749 (9)
O3	0.0218 (3)	0.61444 (7)	−0.10425 (15)	0.0439 (5)
O4	−0.2718 (3)	0.58068 (8)	−0.09834 (16)	0.0428 (5)
O5	0.6477 (3)	0.40404 (10)	0.2890 (2)	0.0593 (7)
H5A	0.745 (4)	0.4076 (18)	0.325 (3)	0.089*
O6	0.1613 (4)	0.31322 (14)	0.8349 (3)	0.0946 (11)
O7	0.7557 (4)	0.30210 (16)	0.8343 (2)	0.0857 (9)
N1	0.4492 (3)	0.31666 (8)	0.43208 (16)	0.0320 (4)
N2	0.4104 (3)	0.23093 (9)	0.35201 (17)	0.0341 (5)
H2	0.3609	0.1988	0.3618	0.041*
N3	0.4437 (3)	0.29830 (8)	0.22521 (15)	0.0298 (4)
N4	0.2849 (6)	0.39889 (15)	0.8154 (3)	0.0881 (10)
C1	0.2936 (4)	0.44285 (11)	0.1568 (2)	0.0397 (6)
C2	0.1414 (4)	0.47032 (11)	0.0978 (2)	0.0382 (6)
C3	−0.0432 (4)	0.45562 (12)	0.0887 (3)	0.0467 (7)
H3	−0.0954	0.4246	0.1195	0.056*
C4	−0.1477 (4)	0.49215 (13)	0.0277 (3)	0.0472 (7)
H4	−0.2762	0.4881	0.0145	0.057*
C5	−0.0395 (4)	0.53408 (10)	−0.0098 (2)	0.0361 (6)
C6	−0.0991 (4)	0.58013 (10)	−0.0762 (2)	0.0344 (5)
C7	0.4980 (4)	0.34447 (13)	0.5167 (2)	0.0449 (6)
H7	0.5027	0.3830	0.5143	0.054*
C8	0.5404 (5)	0.31912 (15)	0.6050 (2)	0.0541 (8)
H8	0.5750	0.3397	0.6608	0.065*
C9	0.5304 (5)	0.26160 (15)	0.6090 (2)	0.0525 (8)
H9	0.5535	0.2431	0.6688	0.063*
C10	0.4867 (4)	0.23256 (12)	0.5249 (2)	0.0432 (7)
H10	0.4818	0.1940	0.5263	0.052*
C11	0.4492 (4)	0.26128 (10)	0.43643 (18)	0.0314 (5)
C12	0.4409 (4)	0.24547 (10)	0.25298 (17)	0.0287 (5)
C13	0.4699 (4)	0.20183 (11)	0.1853 (2)	0.0386 (6)
H13	0.4600	0.1651	0.2059	0.046*
C14	0.5127 (4)	0.21450 (13)	0.0890 (2)	0.0464 (7)
H14	0.5327	0.1863	0.0427	0.056*
C15	0.5265 (4)	0.26952 (14)	0.0597 (2)	0.0456 (7)
H15	0.5595	0.2788	−0.0054	0.055*
C16	0.4900 (4)	0.30991 (12)	0.1296 (2)	0.0398 (6)
H16	0.4976	0.3469	0.1101	0.048*
C17	0.1109 (12)	0.4222 (3)	0.7847 (8)	0.179 (4)
H17A	0.0286	0.3933	0.7614	0.269*
H17B	0.1330	0.4482	0.7317	0.269*
H17C	0.0530	0.4409	0.8402	0.269*
C18	0.4481 (11)	0.4341 (2)	0.8216 (8)	0.165 (4)
H18A	0.4186	0.4661	0.8615	0.248*
H18B	0.4842	0.4457	0.7557	0.248*
H18C	0.5506	0.4141	0.8519	0.248*
C19	0.2885 (7)	0.3470 (2)	0.8387 (3)	0.0781 (12)
H19	0.4041	0.3336	0.8616	0.094*
H7A	0.739 (5)	0.2673 (6)	0.830 (4)	0.11 (2)*
H7B	0.873 (2)	0.3091 (14)	0.841 (4)	0.083 (15)*
H5B	0.645 (7)	0.4238 (18)	0.237 (2)	0.108 (19)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.02809 (14)	0.02259 (13)	0.03420 (14)	0.00414 (10)	0.00069 (13)	−0.00008 (13)
S1	0.0334 (3)	0.0348 (3)	0.0607 (4)	−0.0029 (3)	−0.0029 (3)	0.0216 (3)
O1	0.0366 (10)	0.0260 (9)	0.0492 (11)	0.0012 (7)	−0.0078 (8)	0.0125 (8)
O2	0.0384 (13)	0.0715 (17)	0.115 (2)	−0.0144 (11)	−0.0176 (13)	0.0545 (16)
O3	0.0457 (11)	0.0307 (10)	0.0553 (12)	0.0002 (8)	0.0046 (9)	0.0149 (9)
O4	0.0349 (11)	0.0353 (10)	0.0583 (13)	0.0092 (8)	0.0048 (9)	0.0186 (9)
O5	0.0380 (11)	0.0594 (14)	0.081 (2)	−0.0112 (10)	−0.0150 (11)	0.0262 (13)
O6	0.0739 (19)	0.098 (2)	0.112 (3)	−0.0003 (17)	0.0048 (18)	0.021 (2)
O7	0.072 (2)	0.109 (3)	0.076 (2)	0.0086 (17)	0.0026 (16)	0.0011 (17)
N1	0.0312 (11)	0.0338 (11)	0.0310 (11)	0.0031 (9)	0.0000 (9)	0.0009 (9)
N2	0.0425 (12)	0.0233 (10)	0.0366 (11)	−0.0027 (9)	0.0000 (9)	0.0022 (9)
N3	0.0290 (10)	0.0284 (11)	0.0319 (11)	0.0053 (8)	0.0016 (9)	0.0014 (8)
N4	0.115 (3)	0.066 (2)	0.083 (2)	0.017 (2)	0.014 (3)	−0.001 (2)
C1	0.0356 (14)	0.0334 (13)	0.0501 (16)	0.0052 (11)	−0.0028 (12)	0.0094 (12)
C2	0.0361 (14)	0.0284 (13)	0.0501 (16)	0.0017 (10)	0.0001 (12)	0.0167 (12)
C3	0.0378 (16)	0.0353 (14)	0.067 (2)	−0.0035 (12)	−0.0004 (14)	0.0258 (14)
C4	0.0295 (13)	0.0436 (17)	0.069 (2)	−0.0022 (11)	−0.0042 (13)	0.0242 (15)
C5	0.0328 (14)	0.0286 (13)	0.0468 (15)	0.0061 (11)	0.0012 (11)	0.0086 (11)
C6	0.0372 (14)	0.0283 (12)	0.0379 (13)	0.0094 (10)	0.0065 (11)	0.0050 (10)
C7	0.0473 (16)	0.0499 (16)	0.0376 (15)	−0.0004 (13)	−0.0031 (12)	−0.0079 (13)
C8	0.0560 (19)	0.072 (2)	0.0340 (15)	0.0020 (16)	−0.0043 (14)	−0.0112 (14)
C9	0.0526 (19)	0.076 (2)	0.0285 (15)	0.0057 (16)	0.0004 (13)	0.0127 (14)
C10	0.0433 (16)	0.0447 (16)	0.0416 (15)	0.0054 (12)	0.0048 (12)	0.0142 (13)
C11	0.0276 (12)	0.0352 (13)	0.0315 (12)	0.0026 (10)	0.0033 (10)	0.0032 (10)
C12	0.0236 (11)	0.0287 (12)	0.0338 (13)	0.0014 (9)	−0.0017 (10)	0.0015 (10)
C13	0.0420 (16)	0.0300 (13)	0.0438 (15)	0.0072 (11)	−0.0065 (12)	−0.0079 (11)
C14	0.0486 (18)	0.0502 (17)	0.0404 (15)	0.0098 (13)	−0.0032 (12)	−0.0165 (14)
C15	0.0411 (16)	0.068 (2)	0.0274 (13)	0.0093 (14)	0.0037 (11)	−0.0028 (13)
C16	0.0398 (15)	0.0423 (15)	0.0373 (15)	0.0053 (12)	0.0028 (11)	0.0084 (11)
C17	0.217 (9)	0.108 (5)	0.211 (13)	0.064 (6)	−0.050 (8)	0.006 (6)
C18	0.183 (7)	0.083 (4)	0.229 (9)	−0.022 (4)	0.088 (7)	−0.032 (6)
C19	0.070 (3)	0.092 (3)	0.072 (3)	0.011 (2)	0.006 (2)	0.015 (2)

Geometric parameters (Å, º)

Cu1—O4^i	1.958 (2)	C3—C4	1.410 (4)
Cu1—O1	1.963 (2)	C3—H3	0.9300
Cu1—N3	1.996 (2)	C4—C5	1.363 (4)
Cu1—N1	2.002 (2)	C4—H4	0.9300
Cu1—O5	2.220 (2)	C5—C6	1.484 (4)
S1—C2	1.714 (3)	C7—C8	1.363 (5)
S1—C5	1.715 (3)	C7—H7	0.9300
O1—C1	1.262 (3)	C8—C9	1.390 (5)
O2—C1	1.235 (4)	C8—H8	0.9300
O3—C6	1.248 (3)	C9—C10	1.361 (5)
O4—C6	1.255 (3)	C9—H9	0.9300
O4—Cu1^ii	1.958 (2)	C10—C11	1.397 (4)
O5—H5A	0.842 (10)	C10—H10	0.9300
O5—H5B	0.844 (10)	C12—C13	1.404 (3)
O6—C19	1.213 (6)	C13—C14	1.358 (4)
O7—H7A	0.849 (10)	C13—H13	0.9300
O7—H7B	0.849 (10)	C14—C15	1.387 (4)
N1—C11	1.337 (3)	C14—H14	0.9300
N1—C7	1.361 (4)	C15—C16	1.375 (4)
N2—C11	1.374 (3)	C15—H15	0.9300
N2—C12	1.388 (3)	C16—H16	0.9300
N2—H2	0.8600	C17—H17A	0.9600
N3—C12	1.328 (3)	C17—H17B	0.9600
N3—C16	1.350 (3)	C17—H17C	0.9600
N4—C19	1.292 (6)	C18—H18A	0.9600
N4—C17	1.412 (8)	C18—H18B	0.9600
N4—C18	1.435 (7)	C18—H18C	0.9600
C1—C2	1.490 (4)	C19—H19	0.9300
C2—C3	1.358 (4)
O4^i—Cu1—O1	87.90 (8)	O4—C6—C5	115.2 (2)
O4^i—Cu1—N3	172.76 (8)	N1—C7—C8	123.8 (3)
O1—Cu1—N3	91.30 (8)	N1—C7—H7	118.1
O4^i—Cu1—N1	90.23 (9)	C8—C7—H7	118.1
O1—Cu1—N1	167.87 (8)	C7—C8—C9	118.1 (3)
N3—Cu1—N1	89.05 (9)	C7—C8—H8	121.0
O4^i—Cu1—O5	94.65 (10)	C9—C8—H8	121.0
O1—Cu1—O5	94.73 (8)	C10—C9—C8	119.5 (3)
N3—Cu1—O5	92.59 (10)	C10—C9—H9	120.2
N1—Cu1—O5	97.37 (9)	C8—C9—H9	120.2
C2—S1—C5	91.85 (13)	C9—C10—C11	119.2 (3)
C1—O1—Cu1	128.24 (18)	C9—C10—H10	120.4
C6—O4—Cu1^ii	120.20 (17)	C11—C10—H10	120.4
Cu1—O5—H5A	133 (3)	N1—C11—N2	119.8 (2)
Cu1—O5—H5B	111 (3)	N1—C11—C10	122.2 (2)
H5A—O5—H5B	116 (4)	N2—C11—C10	118.1 (2)
H7A—O7—H7B	109.7 (17)	N3—C12—N2	120.8 (2)
C11—N1—C7	117.1 (2)	N3—C12—C13	122.5 (2)
C11—N1—Cu1	125.28 (17)	N2—C12—C13	116.7 (2)
C7—N1—Cu1	117.52 (19)	C14—C13—C12	118.4 (3)
C11—N2—C12	128.3 (2)	C14—C13—H13	120.8
C11—N2—H2	115.9	C12—C13—H13	120.8
C12—N2—H2	115.9	C13—C14—C15	119.9 (3)
C12—N3—C16	117.9 (2)	C13—C14—H14	120.0
C12—N3—Cu1	124.56 (17)	C15—C14—H14	120.0
C16—N3—Cu1	117.47 (18)	C16—C15—C14	118.2 (3)
C19—N4—C17	118.2 (5)	C16—C15—H15	120.9
C19—N4—C18	123.0 (5)	C14—C15—H15	120.9
C17—N4—C18	118.8 (6)	N3—C16—C15	122.9 (3)
O2—C1—O1	126.7 (3)	N3—C16—H16	118.6
O2—C1—C2	118.2 (2)	C15—C16—H16	118.6
O1—C1—C2	115.1 (2)	N4—C17—H17A	109.5
C3—C2—C1	128.7 (2)	N4—C17—H17B	109.5
C3—C2—S1	111.3 (2)	H17A—C17—H17B	109.5
C1—C2—S1	120.0 (2)	N4—C17—H17C	109.5
C2—C3—C4	113.1 (2)	H17A—C17—H17C	109.5
C2—C3—H3	123.5	H17B—C17—H17C	109.5
C4—C3—H3	123.5	N4—C18—H18A	109.5
C5—C4—C3	112.5 (2)	N4—C18—H18B	109.5
C5—C4—H4	123.8	H18A—C18—H18B	109.5
C3—C4—H4	123.8	N4—C18—H18C	109.5
C4—C5—C6	128.0 (3)	H18A—C18—H18C	109.5
C4—C5—S1	111.3 (2)	H18B—C18—H18C	109.5
C6—C5—S1	120.7 (2)	O6—C19—N4	128.7 (5)
O3—C6—O4	126.0 (2)	O6—C19—H19	115.6
O3—C6—C5	118.8 (2)	N4—C19—H19	115.6
O4^i—Cu1—O1—C1	76.9 (2)	Cu1^ii—O4—C6—O3	1.4 (4)
N3—Cu1—O1—C1	−110.3 (2)	Cu1^ii—O4—C6—C5	−179.24 (18)
N1—Cu1—O1—C1	158.2 (4)	C4—C5—C6—O3	−178.9 (3)
O5—Cu1—O1—C1	−17.6 (3)	S1—C5—C6—O3	2.1 (4)
O4^i—Cu1—N1—C11	146.4 (2)	C4—C5—C6—O4	1.7 (5)
O1—Cu1—N1—C11	65.3 (5)	S1—C5—C6—O4	−177.4 (2)
N3—Cu1—N1—C11	−26.4 (2)	C11—N1—C7—C8	−2.1 (4)
O5—Cu1—N1—C11	−118.9 (2)	Cu1—N1—C7—C8	175.3 (2)
O4^i—Cu1—N1—C7	−30.7 (2)	N1—C7—C8—C9	−1.0 (5)
O1—Cu1—N1—C7	−111.8 (4)	C7—C8—C9—C10	2.6 (5)
N3—Cu1—N1—C7	156.5 (2)	C8—C9—C10—C11	−1.2 (4)
O5—Cu1—N1—C7	64.0 (2)	C7—N1—C11—N2	−176.8 (2)
O4^i—Cu1—N3—C12	−56.9 (8)	Cu1—N1—C11—N2	6.1 (3)
O1—Cu1—N3—C12	−140.4 (2)	C7—N1—C11—C10	3.6 (4)
N1—Cu1—N3—C12	27.5 (2)	Cu1—N1—C11—C10	−173.55 (19)
O5—Cu1—N3—C12	124.8 (2)	C12—N2—C11—N1	27.9 (4)
O4^i—Cu1—N3—C16	120.1 (7)	C12—N2—C11—C10	−152.4 (3)
O1—Cu1—N3—C16	36.6 (2)	C9—C10—C11—N1	−2.0 (4)
N1—Cu1—N3—C16	−155.6 (2)	C9—C10—C11—N2	178.3 (3)
O5—Cu1—N3—C16	−58.2 (2)	C16—N3—C12—N2	174.5 (3)
Cu1—O1—C1—O2	18.7 (5)	Cu1—N3—C12—N2	−8.6 (3)
Cu1—O1—C1—C2	−162.29 (19)	C16—N3—C12—C13	−4.9 (4)
O2—C1—C2—C3	−178.8 (4)	Cu1—N3—C12—C13	172.06 (19)
O1—C1—C2—C3	2.1 (5)	C11—N2—C12—N3	−26.8 (4)
O2—C1—C2—S1	0.1 (4)	C11—N2—C12—C13	152.6 (2)
O1—C1—C2—S1	−179.0 (2)	N3—C12—C13—C14	3.7 (4)
C5—S1—C2—C3	−0.3 (3)	N2—C12—C13—C14	−175.7 (3)
C5—S1—C2—C1	−179.3 (3)	C12—C13—C14—C15	−0.1 (4)
C1—C2—C3—C4	178.8 (3)	C13—C14—C15—C16	−2.0 (4)
S1—C2—C3—C4	−0.1 (4)	C12—N3—C16—C15	2.7 (4)
C2—C3—C4—C5	0.6 (5)	Cu1—N3—C16—C15	−174.5 (2)
C3—C4—C5—C6	−179.9 (3)	C14—C15—C16—N3	0.8 (4)
C3—C4—C5—S1	−0.8 (4)	C17—N4—C19—O6	2.9 (9)
C2—S1—C5—C4	0.6 (3)	C18—N4—C19—O6	−178.7 (6)
C2—S1—C5—C6	179.8 (2)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5B···O2	0.84 (1)	1.99 (3)	2.671 (3)	138 (4)
O7—H7B···O6^iii	0.85 (1)	2.05 (2)	2.879 (5)	168 (4)
O7—H7A···O6^iv	0.85 (1)	2.02 (1)	2.861 (5)	170 (5)
N2—H2···O3^v	0.86	2.24	2.910 (3)	134
O5—H5A···O3^vi	0.84 (1)	1.98 (2)	2.773 (3)	158 (4)

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