2-Cyclo­pentyl-2-hydroxy-2-phenyl­acetic acid, a pseudosymmetric crystal structure with space group Pna2₁ and Z' = 2

The title compound, C₁₃H₁₆O₃, crystallizes in space group Pna2₁ with Z = 8. The two independent mol­ecules are related by pseudosymmetry elements. The structure can be derived from the higher symmetric space group Pnam by translating the x coordinates of mol­ecule 2 by -1/4 with respect to those of mol­ecule 1.

Key indicators

• Single-crystal X-ray study
• T = 142 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.036
• wR factor = 0.099
• Data-to-parameter ratio = 13.2

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


 Alert Level C:



PLAT_716  Alert C H...A   Unknown or Inconsistent Label ........       C5C6
                           H18    C5C6

PLAT_717  Alert C D...A   Unknown or Inconsistent Label ........       C5C6
                           C18    C5C6

PLAT_718  Alert C D-H..A  Unknown or Inconsistent Label ........       C5C6
                           C18    H18    C5C6

General Notes



REFLT_03
         From the CIF: _diffrn_reflns_theta_max           32.00
         From the CIF: _reflns_number_total               3878
         Count of symmetry unique reflns         4027
         Completeness (_total/calc)             96.30%
         TEST3: Check Friedels for noncentro structure
         Estimate of Friedel pairs measured         0
         Fraction of Friedel pairs measured     0.000
         Are heavy atom types Z>Si present           no
          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.


 0 Alert Level A = Potentially serious problem

 0 Alert Level B = Potential problem

 3 Alert Level C = Please check

---

Computing details

Data collection: SMART (Siemens, 1995); cell refinement: SMART; data reduction: SAINT (Siemens, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL (Sheldrick, 1996); software used to prepare material for publication: SHELXL97.

2-cyclopentyl-2-hydroxy-2-phenylacetic acid

Crystal data

C13H16O3	Dx = 1.291 Mg m^−3
Mr = 220.26	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, Pna21	Cell parameters from 194 reflections
a = 11.1981 (14) Å	θ = 3–23°
b = 8.4864 (15) Å	µ = 0.09 mm^−1
c = 23.853 (3) Å	T = 142 K
V = 2266.8 (6) Å^3	Rod, colorless
Z = 8	0.50 × 0.45 × 0.40 mm
F(000) = 944

Data collection

Siemens SMART 1K CCD diffractometer	3878 independent reflections
Radiation source: normal-focus sealed tube	3597 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.023
ω scans	θmax = 32.0°, θmin = 1.7°
Absorption correction: multi-scan (SADABS, Sheldrick, 2000)	h = −16→16
Tmin = 0.935, Tmax = 0.964	k = −11→10
37645 measured reflections	l = −34→35

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.036	H-atom parameters constrained
wR(F^2) = 0.099	w = 1/[σ^2(Fo^2) + (0.06P)^2 + 0.35P] where P = (Fo^2 + 2Fc^2)/3
S = 1.08	(Δ/σ)max = 0.001
3878 reflections	Δρmax = 0.39 e Å^−3
294 parameters	Δρmin = −0.23 e Å^−3
1 restraint	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0043 (10)

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
O1	0.24292 (9)	0.69776 (13)	0.17541 (4)	0.0154 (2)
H01	0.2528	0.6966	0.2103	0.023*
O2	0.45966 (13)	0.74955 (15)	0.21656 (7)	0.0219 (3)
O3	0.54776 (10)	0.65491 (15)	0.13892 (5)	0.0217 (2)
H03	0.6086	0.6972	0.1530	0.033*
C1	0.33693 (12)	0.61250 (17)	0.14912 (6)	0.0127 (2)
C2	0.45484 (13)	0.67984 (17)	0.17180 (6)	0.0149 (3)
C3	0.32922 (12)	0.43588 (18)	0.16329 (6)	0.0144 (3)
C4	0.22992 (14)	0.37631 (19)	0.19160 (7)	0.0188 (3)
H4	0.1696	0.4461	0.2046	0.023*
C5	0.21889 (17)	0.2151 (2)	0.20089 (8)	0.0243 (3)
H5	0.1510	0.1755	0.2201	0.029*
C6	0.30667 (16)	0.1115 (2)	0.18220 (8)	0.0242 (3)
H6	0.2986	0.0014	0.1883	0.029*
C7	0.40616 (17)	0.1710 (2)	0.15460 (8)	0.0241 (4)
H7	0.4667	0.1010	0.1420	0.029*
C8	0.41818 (15)	0.3315 (2)	0.14521 (7)	0.0188 (3)
H8	0.4869	0.3708	0.1265	0.023*
C9	0.32624 (12)	0.63599 (18)	0.08517 (6)	0.0147 (3)
H9	0.3945	0.5790	0.0673	0.018*
C10	0.33064 (15)	0.8069 (2)	0.06504 (7)	0.0205 (3)
H10A	0.4133	0.8482	0.0655	0.025*
H10B	0.2793	0.8755	0.0884	0.025*
C11	0.28261 (16)	0.7941 (2)	0.00491 (7)	0.0258 (3)
H11A	0.2552	0.8978	−0.0091	0.031*
H11B	0.3443	0.7522	−0.0208	0.031*
C12	0.17788 (17)	0.6789 (3)	0.01058 (8)	0.0307 (4)
H12A	0.1675	0.6176	−0.0244	0.037*
H12B	0.1029	0.7366	0.0185	0.037*
C13	0.20974 (14)	0.56852 (19)	0.05992 (7)	0.0193 (3)
H13A	0.2223	0.4594	0.0465	0.023*
H13B	0.1451	0.5681	0.0882	0.023*
O4	0.49603 (9)	0.70593 (14)	0.33005 (5)	0.0166 (2)
H04	0.5120	0.7185	0.2959	0.025*
O5	0.71172 (13)	0.76173 (17)	0.29073 (7)	0.0259 (3)
O6	0.80046 (9)	0.65735 (15)	0.36578 (5)	0.0211 (2)
H06	0.8617	0.6994	0.3520	0.032*
C14	0.58966 (12)	0.62003 (17)	0.35621 (6)	0.0131 (2)
C15	0.70774 (13)	0.68780 (17)	0.33365 (6)	0.0154 (3)
C16	0.58168 (13)	0.44424 (18)	0.34164 (6)	0.0148 (3)
C17	0.48114 (14)	0.3864 (2)	0.31417 (7)	0.0208 (3)
H17	0.4204	0.4569	0.3022	0.025*
C18	0.46937 (18)	0.2252 (2)	0.30409 (9)	0.0267 (4)
H18	0.3999	0.1865	0.2859	0.032*
C19	0.55790 (18)	0.1214 (2)	0.32034 (8)	0.0278 (4)
H19	0.5495	0.0118	0.3133	0.033*
C20	0.65948 (18)	0.1786 (2)	0.34717 (8)	0.0244 (4)
H20	0.7212	0.1082	0.3581	0.029*
C21	0.67044 (15)	0.3392 (2)	0.35795 (7)	0.0191 (3)
H21	0.7394	0.3776	0.3767	0.023*
C22	0.57962 (13)	0.64235 (18)	0.42003 (6)	0.0149 (3)
H22	0.6481	0.5853	0.4377	0.018*
C23	0.58391 (15)	0.81390 (19)	0.44056 (7)	0.0199 (3)
H23A	0.6666	0.8551	0.4404	0.024*
H23B	0.5329	0.8829	0.4172	0.024*
C24	0.53540 (16)	0.8007 (2)	0.50029 (8)	0.0259 (3)
H24A	0.5087	0.9045	0.5145	0.031*
H24B	0.5964	0.7573	0.5261	0.031*
C25	0.42991 (17)	0.6874 (3)	0.49392 (8)	0.0309 (4)
H25A	0.3560	0.7461	0.4849	0.037*
H25B	0.4170	0.6276	0.5291	0.037*
C26	0.46313 (14)	0.5749 (2)	0.44566 (7)	0.0194 (3)
H26A	0.3988	0.5719	0.4172	0.023*
H26B	0.4764	0.4669	0.4600	0.023*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.0132 (4)	0.0205 (5)	0.0126 (4)	0.0039 (4)	−0.0003 (4)	−0.0014 (4)
O2	0.0177 (6)	0.0313 (7)	0.0167 (7)	−0.0036 (4)	−0.0023 (5)	−0.0053 (4)
O3	0.0122 (5)	0.0303 (6)	0.0226 (5)	−0.0049 (4)	0.0015 (4)	−0.0062 (5)
C1	0.0106 (5)	0.0151 (6)	0.0123 (6)	−0.0002 (4)	0.0000 (4)	−0.0005 (4)
C2	0.0138 (6)	0.0165 (6)	0.0144 (6)	−0.0011 (4)	−0.0014 (5)	0.0017 (5)
C3	0.0134 (6)	0.0161 (6)	0.0139 (6)	−0.0006 (4)	−0.0018 (5)	−0.0003 (5)
C4	0.0157 (6)	0.0201 (7)	0.0206 (7)	−0.0024 (5)	0.0016 (5)	0.0021 (6)
C5	0.0237 (8)	0.0240 (8)	0.0252 (9)	−0.0074 (7)	0.0006 (7)	0.0046 (8)
C6	0.0306 (8)	0.0159 (7)	0.0260 (8)	−0.0025 (6)	−0.0029 (7)	0.0008 (6)
C7	0.0268 (8)	0.0213 (8)	0.0242 (8)	0.0043 (6)	−0.0023 (7)	−0.0044 (6)
C8	0.0179 (7)	0.0213 (8)	0.0171 (7)	0.0020 (5)	0.0009 (5)	−0.0014 (6)
C9	0.0148 (6)	0.0179 (7)	0.0115 (6)	−0.0005 (4)	−0.0005 (5)	−0.0005 (5)
C10	0.0230 (7)	0.0206 (8)	0.0181 (7)	−0.0020 (5)	0.0006 (6)	0.0037 (6)
C11	0.0254 (8)	0.0345 (9)	0.0175 (7)	0.0001 (7)	−0.0008 (6)	0.0088 (7)
C12	0.0249 (8)	0.0446 (11)	0.0225 (8)	−0.0054 (7)	−0.0086 (6)	0.0126 (7)
C13	0.0196 (6)	0.0219 (7)	0.0165 (6)	−0.0023 (5)	−0.0056 (5)	−0.0013 (6)
O4	0.0132 (5)	0.0220 (5)	0.0146 (5)	0.0040 (4)	0.0001 (4)	0.0025 (4)
O5	0.0201 (7)	0.0402 (8)	0.0173 (7)	−0.0031 (5)	0.0030 (6)	0.0088 (5)
O6	0.0111 (4)	0.0294 (6)	0.0228 (5)	−0.0038 (4)	−0.0013 (4)	0.0068 (5)
C14	0.0106 (5)	0.0172 (7)	0.0116 (6)	0.0009 (4)	0.0002 (4)	−0.0002 (5)
C15	0.0133 (6)	0.0175 (7)	0.0153 (6)	−0.0007 (4)	0.0017 (5)	−0.0015 (5)
C16	0.0139 (6)	0.0179 (7)	0.0125 (5)	−0.0015 (5)	0.0014 (4)	−0.0013 (5)
C17	0.0174 (7)	0.0243 (8)	0.0208 (7)	−0.0040 (5)	−0.0012 (5)	−0.0034 (6)
C18	0.0254 (8)	0.0280 (9)	0.0267 (9)	−0.0082 (7)	0.0007 (7)	−0.0058 (8)
C19	0.0370 (10)	0.0176 (7)	0.0287 (8)	−0.0058 (6)	0.0074 (8)	−0.0030 (6)
C20	0.0276 (8)	0.0188 (8)	0.0270 (9)	0.0034 (6)	0.0036 (7)	0.0007 (6)
C21	0.0184 (7)	0.0178 (7)	0.0210 (7)	0.0017 (5)	0.0001 (6)	0.0009 (6)
C22	0.0146 (6)	0.0177 (7)	0.0124 (6)	−0.0005 (5)	0.0004 (5)	−0.0001 (5)
C23	0.0247 (7)	0.0186 (8)	0.0165 (7)	−0.0008 (5)	0.0004 (6)	−0.0033 (6)
C24	0.0272 (8)	0.0332 (9)	0.0175 (7)	−0.0005 (7)	0.0023 (6)	−0.0084 (7)
C25	0.0249 (8)	0.0467 (12)	0.0211 (7)	−0.0049 (7)	0.0079 (7)	−0.0111 (7)
C26	0.0188 (6)	0.0232 (7)	0.0163 (6)	−0.0019 (5)	0.0042 (5)	0.0006 (6)

Geometric parameters (Å, º)

O1—C1	1.4230 (16)	O4—C14	1.4213 (16)
O1—H01	0.8400	O4—H04	0.8400
O2—C2	1.222 (2)	O5—C15	1.201 (2)
O3—C2	1.3200 (18)	O6—C15	1.3163 (18)
O3—H03	0.8400	O6—H06	0.8400
C1—C2	1.5371 (19)	C14—C16	1.534 (2)
C1—C3	1.539 (2)	C14—C22	1.5380 (19)
C1—C9	1.543 (2)	C14—C15	1.5391 (19)
C3—C4	1.396 (2)	C16—C21	1.390 (2)
C3—C8	1.401 (2)	C16—C17	1.392 (2)
C4—C5	1.391 (2)	C17—C18	1.395 (3)
C4—H4	0.9500	C17—H17	0.9500
C5—C6	1.392 (3)	C18—C19	1.382 (3)
C5—H5	0.9500	C18—H18	0.9500
C6—C7	1.389 (3)	C19—C20	1.393 (3)
C6—H6	0.9500	C19—H19	0.9500
C7—C8	1.387 (3)	C20—C21	1.393 (2)
C7—H7	0.9500	C20—H20	0.9500
C8—H8	0.9500	C21—H21	0.9500
C9—C10	1.528 (2)	C22—C23	1.537 (2)
C9—C13	1.547 (2)	C22—C26	1.550 (2)
C9—H9	1.0000	C22—H22	1.0000
C10—C11	1.536 (2)	C23—C24	1.529 (2)
C10—H10A	0.9900	C23—H23A	0.9900
C10—H10B	0.9900	C23—H23B	0.9900
C11—C12	1.533 (3)	C24—C25	1.531 (3)
C11—H11A	0.9900	C24—H24A	0.9900
C11—H11B	0.9900	C24—H24B	0.9900
C12—C13	1.546 (2)	C25—C26	1.541 (2)
C12—H12A	0.9900	C25—H25A	0.9900
C12—H12B	0.9900	C25—H25B	0.9900
C13—H13A	0.9900	C26—H26A	0.9900
C13—H13B	0.9900	C26—H26B	0.9900
C1—O1—H01	109.5	C14—O4—H04	109.5
C2—O3—H03	109.5	C15—O6—H06	109.5
O1—C1—C2	106.94 (11)	O4—C14—C16	110.87 (11)
O1—C1—C3	110.91 (11)	O4—C14—C22	108.51 (11)
C2—C1—C3	109.44 (11)	C16—C14—C22	109.85 (12)
O1—C1—C9	108.22 (11)	O4—C14—C15	106.77 (11)
C2—C1—C9	111.51 (12)	C16—C14—C15	109.52 (11)
C3—C1—C9	109.79 (12)	C22—C14—C15	111.28 (12)
O2—C2—O3	124.19 (14)	O5—C15—O6	124.71 (15)
O2—C2—C1	121.70 (14)	O5—C15—C14	121.67 (14)
O3—C2—C1	114.10 (12)	O6—C15—C14	113.62 (12)
C4—C3—C8	119.10 (15)	C21—C16—C17	118.94 (15)
C4—C3—C1	120.25 (13)	C21—C16—C14	121.21 (13)
C8—C3—C1	120.55 (13)	C17—C16—C14	119.76 (13)
C5—C4—C3	120.26 (15)	C16—C17—C18	120.21 (16)
C5—C4—H4	119.9	C16—C17—H17	119.9
C3—C4—H4	119.9	C18—C17—H17	119.9
C4—C5—C6	120.49 (16)	C19—C18—C17	120.60 (17)
C4—C5—H5	119.8	C19—C18—H18	119.7
C6—C5—H5	119.8	C17—C18—H18	119.7
C7—C6—C5	119.22 (16)	C18—C19—C20	119.51 (17)
C7—C6—H6	120.4	C18—C19—H19	120.2
C5—C6—H6	120.4	C20—C19—H19	120.2
C8—C7—C6	120.76 (16)	C19—C20—C21	119.88 (17)
C8—C7—H7	119.6	C19—C20—H20	120.1
C6—C7—H7	119.6	C21—C20—H20	120.1
C7—C8—C3	120.15 (16)	C16—C21—C20	120.84 (16)
C7—C8—H8	119.9	C16—C21—H21	119.6
C3—C8—H8	119.9	C20—C21—H21	119.6
C10—C9—C1	115.51 (12)	C23—C22—C14	115.45 (13)
C10—C9—C13	104.83 (12)	C23—C22—C26	104.49 (13)
C1—C9—C13	113.74 (12)	C14—C22—C26	113.99 (12)
C10—C9—H9	107.4	C23—C22—H22	107.5
C1—C9—H9	107.4	C14—C22—H22	107.5
C13—C9—H9	107.4	C26—C22—H22	107.5
C9—C10—C11	102.43 (14)	C24—C23—C22	102.51 (14)
C9—C10—H10A	111.3	C24—C23—H23A	111.3
C11—C10—H10A	111.3	C22—C23—H23A	111.3
C9—C10—H10B	111.3	C24—C23—H23B	111.3
C11—C10—H10B	111.3	C22—C23—H23B	111.3
H10A—C10—H10B	109.2	H23A—C23—H23B	109.2
C12—C11—C10	103.34 (14)	C23—C24—C25	103.16 (14)
C12—C11—H11A	111.1	C23—C24—H24A	111.1
C10—C11—H11A	111.1	C25—C24—H24A	111.1
C12—C11—H11B	111.1	C23—C24—H24B	111.1
C10—C11—H11B	111.1	C25—C24—H24B	111.1
H11A—C11—H11B	109.1	H24A—C24—H24B	109.1
C11—C12—C13	106.08 (14)	C24—C25—C26	106.07 (14)
C11—C12—H12A	110.5	C24—C25—H25A	110.5
C13—C12—H12A	110.5	C26—C25—H25A	110.5
C11—C12—H12B	110.5	C24—C25—H25B	110.5
C13—C12—H12B	110.5	C26—C25—H25B	110.5
H12A—C12—H12B	108.7	H25A—C25—H25B	108.7
C12—C13—C9	105.48 (13)	C25—C26—C22	105.63 (13)
C12—C13—H13A	110.6	C25—C26—H26A	110.6
C9—C13—H13A	110.6	C22—C26—H26A	110.6
C12—C13—H13B	110.6	C25—C26—H26B	110.6
C9—C13—H13B	110.6	C22—C26—H26B	110.6
H13A—C13—H13B	108.8	H26A—C26—H26B	108.7
O1—C1—C2—O2	22.53 (19)	O4—C14—C15—O5	−19.94 (19)
C3—C1—C2—O2	−97.68 (17)	C16—C14—C15—O5	100.16 (17)
C9—C1—C2—O2	140.65 (15)	C22—C14—C15—O5	−138.19 (16)
O1—C1—C2—O3	−157.62 (13)	O4—C14—C15—O6	159.70 (13)
C3—C1—C2—O3	82.16 (15)	C16—C14—C15—O6	−80.20 (15)
C9—C1—C2—O3	−39.51 (17)	C22—C14—C15—O6	41.45 (17)
O1—C1—C3—C4	8.44 (18)	O4—C14—C16—C21	173.64 (14)
C2—C1—C3—C4	126.19 (14)	C22—C14—C16—C21	−66.43 (17)
C9—C1—C3—C4	−111.11 (15)	C15—C14—C16—C21	56.08 (18)
O1—C1—C3—C8	−175.23 (13)	O4—C14—C16—C17	−9.75 (19)
C2—C1—C3—C8	−57.48 (18)	C22—C14—C16—C17	110.18 (15)
C9—C1—C3—C8	65.22 (17)	C15—C14—C16—C17	−127.31 (14)
C8—C3—C4—C5	−1.0 (2)	C21—C16—C17—C18	1.0 (2)
C1—C3—C4—C5	175.40 (15)	C14—C16—C17—C18	−175.68 (16)
C3—C4—C5—C6	0.1 (3)	C16—C17—C18—C19	−1.1 (3)
C4—C5—C6—C7	0.6 (3)	C17—C18—C19—C20	0.2 (3)
C5—C6—C7—C8	−0.5 (3)	C18—C19—C20—C21	0.7 (3)
C6—C7—C8—C3	−0.4 (3)	C17—C16—C21—C20	−0.1 (2)
C4—C3—C8—C7	1.1 (2)	C14—C16—C21—C20	176.56 (15)
C1—C3—C8—C7	−175.27 (14)	C19—C20—C21—C16	−0.8 (3)
O1—C1—C9—C10	57.96 (16)	O4—C14—C22—C23	−57.56 (16)
C2—C1—C9—C10	−59.38 (16)	C16—C14—C22—C23	−178.91 (12)
C3—C1—C9—C10	179.15 (11)	C15—C14—C22—C23	59.63 (16)
O1—C1—C9—C13	−63.36 (16)	O4—C14—C22—C26	63.44 (16)
C2—C1—C9—C13	179.30 (12)	C16—C14—C22—C26	−57.91 (16)
C3—C1—C9—C13	57.83 (15)	C15—C14—C22—C26	−179.37 (12)
C1—C9—C10—C11	−164.35 (13)	C14—C22—C23—C24	163.72 (13)
C13—C9—C10—C11	−38.34 (16)	C26—C22—C23—C24	37.71 (16)
C9—C10—C11—C12	41.92 (17)	C22—C23—C24—C25	−42.55 (17)
C10—C11—C12—C13	−29.6 (2)	C23—C24—C25—C26	31.3 (2)
C11—C12—C13—C9	6.00 (19)	C24—C25—C26—C22	−7.86 (19)
C10—C9—C13—C12	20.07 (17)	C23—C22—C26—C25	−18.42 (17)
C1—C9—C13—C12	147.17 (14)	C14—C22—C26—C25	−145.35 (14)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H01···O5^i	0.84	2.00	2.794 (2)	156
O3—H03···O1^ii	0.84	1.83	2.664 (2)	173
O4—H04···O2	0.84	2.00	2.762 (2)	151
O6—H06···O4^ii	0.84	1.78	2.621 (2)	174
C5—H5···Cg2^iii	0.95	2.82	3.521 (2)	132
C18—H18···C5C6	0.95	2.73	3.582 (2)	150
C6—H6···O1^iv	0.95	2.67	3.587 (2)	163
C19—H19···O4^iv	0.95	2.69	3.601 (2)	160

Symmetry codes: (i) x−1/2, −y+3/2, z; (ii) x+1/2, −y+3/2, z; (iii) x−1/2, −y+1/2, z; (iv) x, y−1, z.