(E)-2-Meth­oxy-N′-[4-meth­oxy-3-(4-methyl­phenyl­sulfon­yloxy)benzyl­idene]benzohydrazide ethanol solvate hemihydrate

In the title compound, C₂₃H₂₂N₂O₆S·C₂H₆O·0.5H₂O, the isovanillin group makes dihedral angles of 50.57 (8) and 8.89 (11)°, respectively, with the methyl- and methoxy-substituted benzene rings. Intra­molecular N—H...O hydrogen bonds help to stabilize the mol­ecular conformation, while inter­molecular O—H...O and C—H...O hydrogen bonds link adjacent mol­ecules, forming an infinite network.

Key indicators

• Single-crystal X-ray study
• T = 294 K
• Mean [sigma](C-C) = 0.004 Å
• Disorder in solvent or counterion
• R factor = 0.060
• wR factor = 0.189
• Data-to-parameter ratio = 13.7

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............       0.50 Ratio
PLAT220_ALERT_2_C Large Non-Solvent    O     Ueq(max)/Ueq(min) ...       2.57 Ratio
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      12.00 Perc.
PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ......      35.80 Deg.
              O8   -O8   -H8A     2.766   1.555   1.555

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

   3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 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
   0 ALERT type 5 Informative message, check

---

Computing details

Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; 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.

(E)-2-Methoxy-N'-[4-methoxy-3-(4- methylbenzenesulfonyloxy)benzylidene]benzohydrazide ethanol solvate hemihydrate

Crystal data

C23H22N2O6S·C2H6O·0.5H2O	Z = 2
Mr = 509.57	F(000) = 538
Triclinic, P1	Dx = 1.313 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.9106 (16) Å	Cell parameters from 3685 reflections
b = 8.6824 (17) Å	θ = 2.5–24.5°
c = 19.266 (4) Å	µ = 0.17 mm^−1
α = 87.61 (3)°	T = 294 K
β = 80.12 (3)°	Block, colourless
γ = 81.39 (3)°	0.14 × 0.12 × 0.10 mm
V = 1288.8 (5) Å^3

Data collection

Bruker SMART APEX CCD area-detector diffractometer	4492 independent reflections
Radiation source: fine-focus sealed tube	3294 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.027
φ and ω scans	θmax = 25.0°, θmin = 1.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −9→6
Tmin = 0.954, Tmax = 0.983	k = −10→10
7839 measured reflections	l = −22→18

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)] = 0.060	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.189	H-atom parameters constrained
S = 1.07	w = 1/[σ^2(Fo^2) + (0.1233P)^2 + 0.0157P] where P = (Fo^2 + 2Fc^2)/3
4492 reflections	(Δ/σ)max = 0.020
329 parameters	Δρmax = 0.40 e Å^−3
33 restraints	Δρmin = −0.30 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 > 2σ(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	Occ. (<1)
S1	0.48054 (9)	1.13752 (7)	0.14008 (3)	0.0590 (3)
O1	0.4491 (3)	1.2554 (2)	0.08864 (11)	0.0836 (7)
O2	0.4807 (3)	1.1777 (2)	0.21085 (10)	0.0786 (6)
O3	0.3281 (2)	1.03709 (17)	0.13871 (7)	0.0493 (4)
O4	−0.1753 (5)	1.2724 (3)	0.43823 (13)	0.1266 (11)
O5	0.4644 (2)	0.74858 (18)	0.10306 (8)	0.0566 (5)
O6	−0.3167 (3)	0.8955 (2)	0.56106 (9)	0.0721 (6)
N1	−0.0337 (3)	0.9965 (3)	0.38248 (10)	0.0628 (6)
N2	−0.1469 (3)	1.0107 (3)	0.44520 (10)	0.0634 (6)
H2	−0.1732	0.9290	0.4689	0.076*
C1	0.6691 (3)	1.0113 (3)	0.10939 (12)	0.0532 (6)
C2	0.7130 (3)	0.9818 (3)	0.03746 (13)	0.0584 (6)
H2A	0.6475	1.0347	0.0058	0.070*
C3	0.8537 (3)	0.8741 (3)	0.01414 (13)	0.0632 (7)
H3	0.8832	0.8550	−0.0339	0.076*
C4	0.9533 (3)	0.7929 (3)	0.05958 (15)	0.0649 (7)
C5	0.9091 (4)	0.8265 (4)	0.13135 (14)	0.0681 (7)
H5	0.9757	0.7746	0.1628	0.082*
C6	0.7691 (4)	0.9347 (3)	0.15607 (13)	0.0652 (7)
H6	0.7415	0.9564	0.2039	0.078*
C7	1.1060 (4)	0.6719 (4)	0.03322 (18)	0.0847 (9)
H7A	1.0945	0.6370	−0.0121	0.127*
H7B	1.1095	0.5851	0.0657	0.127*
H7C	1.2112	0.7166	0.0293	0.127*
C8	0.2991 (3)	0.9162 (3)	0.18869 (11)	0.0449 (5)
C9	0.1931 (3)	0.9494 (3)	0.25173 (11)	0.0482 (6)
H9	0.1505	1.0522	0.2638	0.058*
C10	0.1491 (3)	0.8277 (3)	0.29790 (12)	0.0531 (6)
C11	0.2171 (4)	0.6762 (3)	0.27816 (14)	0.0642 (7)
H11	0.1891	0.5941	0.3084	0.077*
C12	0.3262 (4)	0.6441 (3)	0.21420 (14)	0.0605 (7)
H12	0.3712	0.5416	0.2024	0.073*
C13	0.3678 (3)	0.7638 (3)	0.16810 (12)	0.0480 (5)
C14	0.5567 (4)	0.6000 (3)	0.08289 (16)	0.0711 (8)
H14A	0.6263	0.5608	0.1177	0.107*
H14B	0.6303	0.6090	0.0382	0.107*
H14C	0.4761	0.5297	0.0791	0.107*
C15	0.0301 (3)	0.8591 (3)	0.36423 (13)	0.0620 (7)
H15	0.0007	0.7762	0.3937	0.074*
C16	−0.2168 (4)	1.1538 (4)	0.46940 (14)	0.0749 (9)
C17	−0.3503 (4)	1.1654 (3)	0.53449 (13)	0.0654 (7)
C18	−0.4343 (5)	1.3143 (4)	0.55171 (15)	0.0842 (10)
H18	−0.4032	1.3978	0.5230	0.101*
C19	−0.5612 (5)	1.3424 (4)	0.60940 (17)	0.0915 (11)
H19	−0.6161	1.4433	0.6196	0.110*
C20	−0.6063 (4)	1.2193 (5)	0.65208 (16)	0.0866 (10)
H20	−0.6927	1.2374	0.6914	0.104*
C21	−0.5263 (4)	1.0705 (4)	0.63777 (14)	0.0737 (8)
H21	−0.5571	0.9891	0.6679	0.088*
C22	−0.3995 (4)	1.0402 (3)	0.57867 (12)	0.0610 (7)
C23	−0.3513 (5)	0.7675 (4)	0.60810 (16)	0.0907 (10)
H23A	−0.3172	0.7838	0.6524	0.136*
H23B	−0.2869	0.6726	0.5880	0.136*
H23C	−0.4730	0.7603	0.6154	0.136*
O7	0.9880 (5)	0.3410 (5)	0.30123 (16)	0.1384 (12)
H7	0.9461	0.4009	0.3336	0.208*
C24	0.8643 (7)	0.3297 (7)	0.2594 (2)	0.146 (2)
H24A	0.7638	0.4071	0.2738	0.175*
H24B	0.8277	0.2276	0.2665	0.175*
C25	0.9298 (8)	0.3527 (7)	0.1857 (3)	0.152 (2)
H25A	0.9337	0.4617	0.1764	0.228*
H25B	0.8547	0.3166	0.1577	0.228*
H25C	1.0444	0.2959	0.1739	0.228*
O8	0.9629 (14)	0.5486 (10)	0.4749 (5)	0.189 (3)	0.50
H8A	1.0564	0.5236	0.4939	0.226*	0.50
H8B	0.9536	0.5017	0.4370	0.226*	0.50

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
S1	0.0778 (5)	0.0413 (4)	0.0585 (4)	−0.0223 (3)	0.0003 (3)	−0.0049 (3)
O1	0.1141 (18)	0.0416 (10)	0.0880 (13)	−0.0181 (11)	0.0054 (12)	0.0124 (9)
O2	0.0969 (15)	0.0751 (13)	0.0685 (11)	−0.0345 (11)	−0.0022 (10)	−0.0261 (10)
O3	0.0591 (10)	0.0383 (8)	0.0503 (9)	−0.0105 (7)	−0.0065 (7)	0.0018 (6)
O4	0.172 (3)	0.0830 (17)	0.0943 (17)	−0.0052 (18)	0.0475 (17)	0.0110 (13)
O5	0.0641 (11)	0.0398 (9)	0.0622 (10)	−0.0104 (8)	0.0044 (8)	−0.0090 (7)
O6	0.0844 (14)	0.0739 (13)	0.0546 (10)	−0.0168 (11)	0.0018 (9)	0.0016 (9)
N1	0.0575 (13)	0.0796 (16)	0.0482 (11)	−0.0101 (12)	−0.0012 (10)	0.0033 (10)
N2	0.0613 (13)	0.0786 (16)	0.0472 (11)	−0.0109 (12)	−0.0006 (10)	0.0036 (10)
C1	0.0603 (15)	0.0517 (14)	0.0508 (13)	−0.0260 (12)	−0.0031 (11)	−0.0008 (10)
C2	0.0564 (15)	0.0716 (17)	0.0504 (13)	−0.0245 (13)	−0.0061 (11)	0.0042 (11)
C3	0.0529 (15)	0.085 (2)	0.0538 (14)	−0.0245 (14)	−0.0008 (12)	−0.0057 (13)
C4	0.0521 (15)	0.0736 (18)	0.0738 (17)	−0.0297 (13)	−0.0053 (13)	−0.0043 (14)
C5	0.0644 (17)	0.0767 (19)	0.0696 (17)	−0.0212 (15)	−0.0203 (14)	0.0019 (14)
C6	0.0769 (19)	0.0732 (18)	0.0523 (14)	−0.0291 (15)	−0.0133 (13)	−0.0020 (12)
C7	0.0615 (18)	0.088 (2)	0.104 (2)	−0.0131 (17)	−0.0067 (17)	−0.0099 (18)
C8	0.0462 (12)	0.0410 (12)	0.0498 (12)	−0.0120 (10)	−0.0102 (10)	0.0021 (9)
C9	0.0474 (13)	0.0457 (13)	0.0519 (13)	−0.0079 (10)	−0.0080 (10)	−0.0022 (10)
C10	0.0509 (14)	0.0580 (15)	0.0519 (13)	−0.0132 (11)	−0.0095 (11)	0.0044 (10)
C11	0.0704 (17)	0.0516 (15)	0.0698 (16)	−0.0159 (13)	−0.0075 (13)	0.0152 (12)
C12	0.0675 (17)	0.0382 (13)	0.0737 (16)	−0.0086 (12)	−0.0060 (13)	0.0034 (11)
C13	0.0469 (13)	0.0398 (12)	0.0582 (13)	−0.0093 (10)	−0.0082 (10)	−0.0034 (9)
C14	0.0734 (19)	0.0475 (15)	0.0857 (18)	−0.0005 (13)	0.0024 (15)	−0.0168 (13)
C15	0.0590 (16)	0.0712 (18)	0.0561 (15)	−0.0173 (14)	−0.0072 (12)	0.0120 (13)
C16	0.083 (2)	0.082 (2)	0.0522 (15)	−0.0037 (17)	−0.0016 (14)	0.0099 (14)
C17	0.0667 (17)	0.0803 (19)	0.0470 (13)	0.0001 (15)	−0.0138 (12)	0.0035 (12)
C18	0.089 (2)	0.084 (2)	0.0702 (18)	0.0056 (18)	−0.0041 (17)	0.0098 (15)
C19	0.093 (2)	0.094 (2)	0.074 (2)	0.018 (2)	−0.0039 (17)	−0.0063 (17)
C20	0.071 (2)	0.114 (3)	0.0645 (18)	−0.002 (2)	0.0066 (15)	−0.0094 (18)
C21	0.0684 (18)	0.094 (2)	0.0575 (15)	−0.0160 (17)	−0.0043 (13)	−0.0002 (14)
C22	0.0567 (15)	0.0808 (19)	0.0464 (13)	−0.0088 (14)	−0.0122 (11)	−0.0018 (12)
C23	0.117 (3)	0.080 (2)	0.0685 (18)	−0.016 (2)	0.0018 (18)	0.0080 (15)
O7	0.161 (3)	0.168 (3)	0.099 (2)	−0.069 (3)	−0.023 (2)	0.0096 (19)
C24	0.139 (4)	0.187 (5)	0.099 (3)	0.023 (4)	−0.025 (3)	−0.027 (3)
C25	0.168 (5)	0.159 (4)	0.122 (3)	0.010 (4)	−0.039 (3)	0.012 (3)
O8	0.213 (7)	0.156 (6)	0.200 (7)	−0.044 (6)	−0.039 (6)	0.032 (5)

Geometric parameters (Å, º)

S1—O1	1.420 (2)	C11—C12	1.390 (4)
S1—O2	1.4217 (19)	C11—H11	0.9300
S1—O3	1.5944 (18)	C12—C13	1.380 (3)
S1—C1	1.743 (3)	C12—H12	0.9300
O3—C8	1.412 (3)	C14—H14A	0.9600
O4—C16	1.229 (4)	C14—H14B	0.9600
O5—C13	1.351 (3)	C14—H14C	0.9600
O5—C14	1.418 (3)	C15—H15	0.9300
O6—C22	1.355 (3)	C16—C17	1.491 (4)
O6—C23	1.433 (3)	C17—C18	1.387 (4)
N1—C15	1.263 (4)	C17—C22	1.412 (4)
N1—N2	1.373 (3)	C18—C19	1.367 (4)
N2—C16	1.349 (4)	C18—H18	0.9300
N2—H2	0.8600	C19—C20	1.374 (5)
C1—C6	1.383 (4)	C19—H19	0.9300
C1—C2	1.394 (3)	C20—C21	1.368 (5)
C2—C3	1.366 (4)	C20—H20	0.9300
C2—H2A	0.9300	C21—C22	1.388 (4)
C3—C4	1.380 (4)	C21—H21	0.9300
C3—H3	0.9300	C23—H23A	0.9600
C4—C5	1.399 (4)	C23—H23B	0.9600
C4—C7	1.508 (4)	C23—H23C	0.9600
C5—C6	1.371 (4)	O7—C24	1.386 (6)
C5—H5	0.9300	O7—H7	0.8200
C6—H6	0.9300	C24—C25	1.443 (6)
C7—H7A	0.9600	C24—H24A	0.9700
C7—H7B	0.9600	C24—H24B	0.9700
C7—H7C	0.9600	C25—H25A	0.9600
C8—C9	1.367 (3)	C25—H25B	0.9600
C8—C13	1.399 (3)	C25—H25C	0.9600
C9—C10	1.398 (3)	O8—O8^i	1.406 (16)
C9—H9	0.9300	O8—H8A	0.8761
C10—C11	1.387 (4)	O8—H8B	0.8688
C10—C15	1.460 (4)
O1—S1—O2	120.43 (13)	C12—C13—C8	117.7 (2)
O1—S1—O3	102.19 (12)	O5—C14—H14A	109.5
O2—S1—O3	108.97 (11)	O5—C14—H14B	109.5
O1—S1—C1	109.99 (12)	H14A—C14—H14B	109.5
O2—S1—C1	109.58 (13)	O5—C14—H14C	109.5
O3—S1—C1	104.28 (10)	H14A—C14—H14C	109.5
C8—O3—S1	120.85 (14)	H14B—C14—H14C	109.5
C13—O5—C14	118.53 (19)	N1—C15—C10	121.4 (2)
C22—O6—C23	118.9 (2)	N1—C15—H15	119.3
C15—N1—N2	115.9 (2)	C10—C15—H15	119.3
C16—N2—N1	119.5 (2)	O4—C16—N2	121.5 (3)
C16—N2—H2	120.2	O4—C16—C17	120.2 (3)
N1—N2—H2	120.2	N2—C16—C17	118.3 (3)
C6—C1—C2	120.3 (3)	C18—C17—C22	118.0 (3)
C6—C1—S1	120.51 (19)	C18—C17—C16	115.8 (3)
C2—C1—S1	119.1 (2)	C22—C17—C16	126.2 (3)
C3—C2—C1	119.0 (2)	C19—C18—C17	122.3 (3)
C3—C2—H2A	120.5	C19—C18—H18	118.9
C1—C2—H2A	120.5	C17—C18—H18	118.9
C2—C3—C4	122.1 (2)	C18—C19—C20	118.9 (3)
C2—C3—H3	119.0	C18—C19—H19	120.6
C4—C3—H3	119.0	C20—C19—H19	120.6
C3—C4—C5	117.9 (3)	C21—C20—C19	121.1 (3)
C3—C4—C7	121.5 (3)	C21—C20—H20	119.4
C5—C4—C7	120.6 (3)	C19—C20—H20	119.4
C6—C5—C4	121.1 (3)	C20—C21—C22	120.5 (3)
C6—C5—H5	119.4	C20—C21—H21	119.8
C4—C5—H5	119.4	C22—C21—H21	119.8
C5—C6—C1	119.5 (2)	O6—C22—C21	123.4 (3)
C5—C6—H6	120.2	O6—C22—C17	117.3 (2)
C1—C6—H6	120.2	C21—C22—C17	119.2 (3)
C4—C7—H7A	109.5	O6—C23—H23A	109.5
C4—C7—H7B	109.5	O6—C23—H23B	109.5
H7A—C7—H7B	109.5	H23A—C23—H23B	109.5
C4—C7—H7C	109.5	O6—C23—H23C	109.5
H7A—C7—H7C	109.5	H23A—C23—H23C	109.5
H7B—C7—H7C	109.5	H23B—C23—H23C	109.5
C9—C8—C13	122.6 (2)	C24—O7—H7	109.5
C9—C8—O3	119.6 (2)	O7—C24—C25	111.9 (5)
C13—C8—O3	117.48 (19)	O7—C24—H24A	109.2
C8—C9—C10	119.5 (2)	C25—C24—H24A	109.2
C8—C9—H9	120.2	O7—C24—H24B	109.2
C10—C9—H9	120.2	C25—C24—H24B	109.2
C11—C10—C9	118.4 (2)	H24A—C24—H24B	107.9
C11—C10—C15	120.9 (2)	C24—C25—H25A	109.1
C9—C10—C15	120.8 (2)	C24—C25—H25B	109.6
C10—C11—C12	121.5 (2)	H25A—C25—H25B	109.5
C10—C11—H11	119.2	C24—C25—H25C	109.7
C12—C11—H11	119.2	H25A—C25—H25C	109.5
C13—C12—C11	120.2 (2)	H25B—C25—H25C	109.5
C13—C12—H12	119.9	O8^i—O8—H8A	35.8
C11—C12—H12	119.9	O8^i—O8—H8B	114.6
O5—C13—C12	126.3 (2)	H8A—O8—H8B	119.3
O5—C13—C8	115.97 (19)
O1—S1—O3—C8	−172.61 (16)	C14—O5—C13—C8	171.5 (2)
O2—S1—O3—C8	−44.13 (19)	C11—C12—C13—O5	−176.3 (2)
C1—S1—O3—C8	72.82 (17)	C11—C12—C13—C8	1.0 (4)
C15—N1—N2—C16	178.1 (2)	C9—C8—C13—O5	177.21 (19)
O1—S1—C1—C6	150.9 (2)	O3—C8—C13—O5	3.6 (3)
O2—S1—C1—C6	16.3 (2)	C9—C8—C13—C12	−0.4 (4)
O3—S1—C1—C6	−100.2 (2)	O3—C8—C13—C12	−174.0 (2)
O1—S1—C1—C2	−32.6 (2)	N2—N1—C15—C10	178.5 (2)
O2—S1—C1—C2	−167.14 (19)	C11—C10—C15—N1	−179.4 (2)
O3—S1—C1—C2	76.3 (2)	C9—C10—C15—N1	−1.4 (4)
C6—C1—C2—C3	1.4 (4)	N1—N2—C16—O4	−3.4 (5)
S1—C1—C2—C3	−175.19 (19)	N1—N2—C16—C17	175.0 (2)
C1—C2—C3—C4	0.3 (4)	O4—C16—C17—C18	6.8 (5)
C2—C3—C4—C5	−1.6 (4)	N2—C16—C17—C18	−171.7 (3)
C2—C3—C4—C7	178.7 (3)	O4—C16—C17—C22	−174.3 (3)
C3—C4—C5—C6	1.2 (4)	N2—C16—C17—C22	7.3 (5)
C7—C4—C5—C6	−179.1 (3)	C22—C17—C18—C19	0.1 (5)
C4—C5—C6—C1	0.4 (4)	C16—C17—C18—C19	179.2 (3)
C2—C1—C6—C5	−1.7 (4)	C17—C18—C19—C20	0.5 (6)
S1—C1—C6—C5	174.8 (2)	C18—C19—C20—C21	0.2 (6)
S1—O3—C8—C9	87.9 (2)	C19—C20—C21—C22	−1.3 (5)
S1—O3—C8—C13	−98.2 (2)	C23—O6—C22—C21	−4.7 (4)
C13—C8—C9—C10	−0.5 (4)	C23—O6—C22—C17	174.2 (3)
O3—C8—C9—C10	173.0 (2)	C20—C21—C22—O6	−179.3 (3)
C8—C9—C10—C11	0.8 (4)	C20—C21—C22—C17	1.8 (4)
C8—C9—C10—C15	−177.3 (2)	C18—C17—C22—O6	179.8 (3)
C9—C10—C11—C12	−0.1 (4)	C16—C17—C22—O6	0.9 (4)
C15—C10—C11—C12	177.9 (2)	C18—C17—C22—C21	−1.2 (4)
C10—C11—C12—C13	−0.8 (4)	C16—C17—C22—C21	179.8 (3)
C14—O5—C13—C12	−11.1 (4)

Symmetry code: (i) −x+2, −y+1, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2···O6	0.86	1.97	2.641 (3)	134
O8—H8B···O4^ii	0.87	2.37	2.938 (11)	124
O7—H7···O4^ii	0.82	2.39	2.814 (4)	113
C15—H15···O8^iii	0.93	2.49	3.414 (8)	172
C14—H14C···O1^iv	0.96	2.42	3.223 (4)	141

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