2-(Quinolin-8-yl­oxy)benzoic acid

In the title compound, C₁₆H₁₁NO₃, the quinolin-8-yl­oxy and 2-carboxy­phenyl groups are linked through an ether O atom, the angle at this atom being 116.4 (1)° in one mol­ecule and 114.8 (1)° in the other independent mol­ecule. In both mol­ecules, the carboxylic acid group inter­acts with the heterocyclic moiety through an intra­molecular hydrogen bond.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.042
• wR factor = 0.120
• Data-to-parameter ratio = 14.3

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.97
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?
PLAT154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000)         100 Deg.
PLAT180_ALERT_3_C Check Cell Rounding: # of Values Ending with 0 =          3
PLAT230_ALERT_2_C Hirshfeld Test Diff for    O5     -   C17     ..       5.19 su

Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K

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

   4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

---

Computing details

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: SHELXL97 and publCIF (Westrip, 2006).

2-(Quinolin-8-yloxy)benzoic acid

Crystal data

C16H11NO3	Z = 4
Mr = 265.26	F(000) = 552
Triclinic, P1	Dx = 1.438 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.2123 (5) Å	Cell parameters from 4175 reflections
b = 10.2704 (6) Å	θ = 2.4–27.1°
c = 15.6104 (9) Å	µ = 0.10 mm^−1
α = 84.265 (1)°	T = 293 K
β = 85.629 (1)°	Block, yellow
γ = 69.425 (1)°	0.48 × 0.32 × 0.22 mm
V = 1225.3 (1) Å^3

Data collection

Bruker SMART 1K area-detector diffractometer	3532 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.023
Graphite monochromator	θmax = 27.1°, θmin = 2.1°
φ and ω scans	h = −10→10
10403 measured reflections	k = −13→13
5271 independent reflections	l = −19→19

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)] = 0.042	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.120	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0672P)^2 + 0.0304P] where P = (Fo^2 + 2Fc^2)/3
5271 reflections	(Δ/σ)max = 0.001
369 parameters	Δρmax = 0.25 e Å^−3
2 restraints	Δρmin = −0.22 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
O1	0.35379 (15)	0.50955 (12)	0.40617 (8)	0.0347 (3)
O2	0.10983 (16)	0.68584 (12)	0.38719 (8)	0.0382 (3)
O3	0.34239 (13)	0.31258 (11)	0.29654 (7)	0.0264 (3)
O4	1.39455 (16)	−0.08133 (14)	−0.05807 (8)	0.0428 (3)
O5	1.26679 (16)	0.14426 (14)	−0.04700 (8)	0.0390 (3)
O6	0.95712 (14)	0.17574 (11)	0.05288 (7)	0.0315 (3)
N1	0.51574 (17)	0.23734 (13)	0.44477 (8)	0.0279 (3)
N2	1.14709 (19)	0.33942 (15)	0.06674 (9)	0.0341 (3)
C1	0.1874 (2)	0.56138 (16)	0.38845 (10)	0.0273 (4)
C2	0.0965 (2)	0.46302 (16)	0.37289 (9)	0.0245 (3)
C3	−0.0780 (2)	0.49816 (17)	0.40036 (10)	0.0289 (4)
H3	−0.1333	0.5817	0.4257	0.035*
C4	−0.1704 (2)	0.41204 (18)	0.39081 (11)	0.0345 (4)
H4	−0.2862	0.4362	0.4105	0.041*
C5	−0.0892 (2)	0.28941 (18)	0.35162 (11)	0.0353 (4)
H5	−0.1505	0.2303	0.3457	0.042*
C6	0.0814 (2)	0.25362 (17)	0.32126 (10)	0.0297 (4)
H6	0.1343	0.1718	0.2938	0.036*
C7	0.17387 (19)	0.34051 (16)	0.33187 (9)	0.0237 (3)
C8	0.54767 (19)	0.13881 (16)	0.38682 (10)	0.0247 (3)
C9	0.45629 (19)	0.17567 (16)	0.30932 (10)	0.0252 (3)
C10	0.4867 (2)	0.08361 (17)	0.24816 (10)	0.0314 (4)
H10	0.4261	0.1096	0.1976	0.038*
C11	0.6099 (2)	−0.05078 (17)	0.26167 (11)	0.0348 (4)
H11	0.6314	−0.1132	0.2194	0.042*
C12	0.6984 (2)	−0.09139 (17)	0.33541 (11)	0.0323 (4)
H12	0.7776	−0.1817	0.3437	0.039*
C13	0.6706 (2)	0.00297 (16)	0.39954 (10)	0.0281 (4)
C14	0.7626 (2)	−0.02974 (18)	0.47679 (11)	0.0352 (4)
H14	0.8448	−0.1179	0.4883	0.042*
C15	0.7290 (2)	0.06943 (19)	0.53372 (11)	0.0389 (4)
H15	0.7881	0.0494	0.5846	0.047*
C16	0.6053 (2)	0.20154 (18)	0.51542 (11)	0.0337 (4)
H16	0.5850	0.2679	0.5551	0.040*
C17	1.3013 (2)	0.01212 (19)	−0.01707 (11)	0.0331 (4)
C18	1.2249 (2)	−0.01713 (17)	0.06993 (10)	0.0283 (4)
C19	1.3245 (2)	−0.13429 (17)	0.11975 (11)	0.0324 (4)
H19	1.4330	−0.1893	0.0981	0.039*
C20	1.2654 (2)	−0.17033 (17)	0.20052 (11)	0.0336 (4)
H20	1.3351	−0.2470	0.2338	0.040*
C21	1.1016 (2)	−0.09164 (17)	0.23163 (11)	0.0345 (4)
H21	1.0604	−0.1166	0.2856	0.041*
C22	0.9990 (2)	0.02348 (17)	0.18323 (11)	0.0307 (4)
H22	0.8883	0.0752	0.2040	0.037*
C23	1.0618 (2)	0.06191 (16)	0.10315 (10)	0.0272 (4)
C24	0.9810 (2)	0.38167 (17)	0.10227 (10)	0.0312 (4)
C25	0.8796 (2)	0.29642 (17)	0.09574 (11)	0.0313 (4)
C26	0.7117 (2)	0.33476 (18)	0.12753 (12)	0.0388 (4)
H26	0.6456	0.2793	0.1215	0.047*
C27	0.6388 (3)	0.4585 (2)	0.16949 (13)	0.0459 (5)
H27	0.5248	0.4837	0.1920	0.055*
C28	0.7333 (3)	0.54214 (19)	0.17762 (13)	0.0448 (5)
H28	0.6829	0.6235	0.2058	0.054*
C29	0.9060 (2)	0.50719 (18)	0.14405 (11)	0.0369 (4)
C30	1.0110 (3)	0.58909 (19)	0.14805 (12)	0.0440 (5)
H30	0.9680	0.6720	0.1750	0.053*
C31	1.1749 (3)	0.5464 (2)	0.11241 (12)	0.0477 (5)
H31	1.2448	0.6001	0.1147	0.057*
C32	1.2391 (3)	0.4208 (2)	0.07198 (12)	0.0423 (5)
H32	1.3519	0.3938	0.0477	0.051*
H1O	0.398 (3)	0.4188 (10)	0.4139 (15)	0.072 (7)*
H5O	1.218 (3)	0.2047 (19)	−0.0088 (12)	0.077 (8)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.0289 (6)	0.0252 (7)	0.0524 (8)	−0.0107 (5)	−0.0048 (5)	−0.0074 (6)
O2	0.0425 (7)	0.0233 (7)	0.0477 (7)	−0.0099 (6)	−0.0070 (6)	0.0008 (5)
O3	0.0235 (6)	0.0243 (6)	0.0298 (6)	−0.0071 (5)	−0.0002 (5)	0.0006 (4)
O4	0.0442 (8)	0.0497 (8)	0.0357 (7)	−0.0164 (6)	0.0061 (6)	−0.0141 (6)
O5	0.0435 (7)	0.0422 (8)	0.0318 (7)	−0.0168 (6)	0.0009 (6)	0.0010 (6)
O6	0.0337 (6)	0.0302 (6)	0.0314 (6)	−0.0110 (5)	−0.0058 (5)	−0.0025 (5)
N1	0.0277 (7)	0.0283 (7)	0.0313 (7)	−0.0139 (6)	−0.0026 (6)	−0.0028 (6)
N2	0.0383 (8)	0.0349 (8)	0.0337 (8)	−0.0183 (7)	−0.0115 (6)	0.0044 (6)
C1	0.0292 (9)	0.0258 (9)	0.0266 (8)	−0.0097 (7)	−0.0007 (7)	0.0000 (6)
C2	0.0260 (8)	0.0248 (8)	0.0220 (8)	−0.0085 (7)	−0.0042 (6)	0.0031 (6)
C3	0.0262 (8)	0.0286 (9)	0.0287 (8)	−0.0062 (7)	−0.0015 (7)	0.0005 (7)
C4	0.0237 (8)	0.0448 (11)	0.0356 (9)	−0.0138 (8)	−0.0006 (7)	0.0002 (8)
C5	0.0329 (9)	0.0401 (10)	0.0399 (10)	−0.0212 (8)	−0.0074 (8)	0.0013 (8)
C6	0.0320 (9)	0.0276 (9)	0.0303 (9)	−0.0102 (7)	−0.0057 (7)	−0.0025 (7)
C7	0.0225 (8)	0.0253 (8)	0.0221 (8)	−0.0076 (7)	−0.0039 (6)	0.0031 (6)
C8	0.0217 (8)	0.0265 (8)	0.0291 (8)	−0.0127 (7)	0.0013 (6)	−0.0021 (7)
C9	0.0216 (8)	0.0250 (8)	0.0286 (8)	−0.0085 (7)	0.0024 (6)	−0.0015 (6)
C10	0.0306 (9)	0.0352 (10)	0.0286 (9)	−0.0118 (8)	0.0005 (7)	−0.0043 (7)
C11	0.0336 (9)	0.0311 (10)	0.0383 (10)	−0.0082 (8)	0.0052 (8)	−0.0121 (8)
C12	0.0253 (8)	0.0238 (8)	0.0452 (10)	−0.0059 (7)	0.0039 (7)	−0.0034 (7)
C13	0.0236 (8)	0.0266 (9)	0.0350 (9)	−0.0111 (7)	−0.0007 (7)	0.0017 (7)
C14	0.0309 (9)	0.0297 (9)	0.0439 (10)	−0.0100 (8)	−0.0087 (8)	0.0066 (8)
C15	0.0412 (10)	0.0408 (11)	0.0379 (10)	−0.0172 (9)	−0.0161 (8)	0.0046 (8)
C16	0.0380 (10)	0.0349 (10)	0.0335 (9)	−0.0181 (8)	−0.0066 (8)	−0.0030 (7)
C17	0.0304 (9)	0.0438 (11)	0.0288 (9)	−0.0157 (8)	−0.0029 (7)	−0.0078 (8)
C18	0.0320 (9)	0.0296 (9)	0.0282 (8)	−0.0156 (7)	−0.0029 (7)	−0.0054 (7)
C19	0.0292 (9)	0.0302 (9)	0.0401 (10)	−0.0119 (8)	0.0002 (7)	−0.0086 (7)
C20	0.0359 (9)	0.0264 (9)	0.0383 (10)	−0.0108 (8)	−0.0055 (8)	0.0010 (7)
C21	0.0418 (10)	0.0317 (10)	0.0341 (9)	−0.0190 (8)	0.0014 (8)	−0.0010 (7)
C22	0.0301 (9)	0.0282 (9)	0.0361 (9)	−0.0129 (7)	0.0027 (7)	−0.0052 (7)
C23	0.0301 (8)	0.0234 (8)	0.0321 (9)	−0.0130 (7)	−0.0066 (7)	−0.0031 (7)
C24	0.0359 (9)	0.0288 (9)	0.0294 (9)	−0.0116 (8)	−0.0131 (7)	0.0060 (7)
C25	0.0343 (9)	0.0270 (9)	0.0324 (9)	−0.0098 (8)	−0.0086 (7)	0.0013 (7)
C26	0.0348 (10)	0.0317 (10)	0.0487 (11)	−0.0093 (8)	−0.0092 (8)	−0.0002 (8)
C27	0.0359 (10)	0.0371 (11)	0.0562 (12)	−0.0012 (9)	−0.0048 (9)	−0.0041 (9)
C28	0.0490 (12)	0.0268 (10)	0.0511 (12)	−0.0014 (9)	−0.0115 (9)	−0.0053 (8)
C29	0.0479 (11)	0.0260 (9)	0.0348 (9)	−0.0086 (8)	−0.0186 (8)	0.0038 (7)
C30	0.0593 (13)	0.0289 (10)	0.0457 (11)	−0.0144 (9)	−0.0257 (10)	0.0037 (8)
C31	0.0613 (14)	0.0421 (12)	0.0511 (12)	−0.0309 (11)	−0.0258 (10)	0.0090 (9)
C32	0.0470 (11)	0.0462 (12)	0.0422 (11)	−0.0270 (10)	−0.0147 (9)	0.0067 (9)

Geometric parameters (Å, º)

O1—C1	1.3202 (19)	C12—H12	0.9300
O1—H1O	0.873 (10)	C13—C14	1.420 (2)
O2—C1	1.2103 (18)	C14—C15	1.360 (2)
O3—C7	1.3921 (17)	C14—H14	0.9300
O3—C9	1.3928 (18)	C15—C16	1.397 (2)
O4—C17	1.204 (2)	C15—H15	0.9300
O5—C17	1.328 (2)	C16—H16	0.9300
O5—H5O	0.873 (10)	C17—C18	1.500 (2)
O6—C25	1.3913 (19)	C18—C23	1.392 (2)
O6—C23	1.3908 (19)	C18—C19	1.393 (2)
N1—C16	1.321 (2)	C19—C20	1.379 (2)
N1—C8	1.3680 (19)	C19—H19	0.9300
N2—C32	1.321 (2)	C20—C21	1.383 (2)
N2—C24	1.369 (2)	C20—H20	0.9300
C1—C2	1.498 (2)	C21—C22	1.377 (2)
C2—C7	1.391 (2)	C21—H21	0.9300
C2—C3	1.393 (2)	C22—C23	1.389 (2)
C3—C4	1.377 (2)	C22—H22	0.9300
C3—H3	0.9300	C24—C25	1.419 (2)
C4—C5	1.381 (2)	C24—C29	1.420 (2)
C4—H4	0.9300	C25—C26	1.362 (2)
C5—C6	1.376 (2)	C26—C27	1.405 (3)
C5—H5	0.9300	C26—H26	0.9300
C6—C7	1.388 (2)	C27—C28	1.364 (3)
C6—H6	0.9300	C27—H27	0.9300
C8—C13	1.411 (2)	C28—C29	1.408 (3)
C8—C9	1.420 (2)	C28—H28	0.9300
C9—C10	1.359 (2)	C29—C30	1.408 (3)
C10—C11	1.402 (2)	C30—C31	1.354 (3)
C10—H10	0.9300	C30—H30	0.9300
C11—C12	1.359 (2)	C31—C32	1.405 (3)
C11—H11	0.9300	C31—H31	0.9300
C12—C13	1.413 (2)	C32—H32	0.9300
C1—O1—H1O	115.4 (16)	N1—C16—C15	123.56 (15)
C7—O3—C9	116.44 (11)	N1—C16—H16	118.2
C17—O5—H5O	114.4 (16)	C15—C16—H16	118.2
C25—O6—C23	114.76 (12)	O4—C17—O5	120.68 (16)
C16—N1—C8	117.53 (14)	O4—C17—C18	121.07 (16)
C32—N2—C24	117.50 (16)	O5—C17—C18	118.24 (15)
O2—C1—O1	120.16 (14)	C23—C18—C19	118.20 (15)
O2—C1—C2	121.07 (15)	C23—C18—C17	124.91 (15)
O1—C1—C2	118.74 (13)	C19—C18—C17	116.87 (15)
C7—C2—C3	118.05 (14)	C20—C19—C18	121.26 (16)
C7—C2—C1	124.39 (14)	C20—C19—H19	119.4
C3—C2—C1	117.55 (14)	C18—C19—H19	119.4
C4—C3—C2	121.48 (15)	C19—C20—C21	119.54 (16)
C4—C3—H3	119.3	C19—C20—H20	120.2
C2—C3—H3	119.3	C21—C20—H20	120.2
C3—C4—C5	119.21 (15)	C22—C21—C20	120.47 (16)
C3—C4—H4	120.4	C22—C21—H21	119.8
C5—C4—H4	120.4	C20—C21—H21	119.8
C6—C5—C4	120.84 (15)	C21—C22—C23	119.68 (15)
C6—C5—H5	119.6	C21—C22—H22	120.2
C4—C5—H5	119.6	C23—C22—H22	120.2
C5—C6—C7	119.50 (15)	C22—C23—O6	119.99 (14)
C5—C6—H6	120.2	C22—C23—C18	120.80 (15)
C7—C6—H6	120.2	O6—C23—C18	119.10 (14)
C6—C7—C2	120.86 (14)	N2—C24—C25	118.10 (15)
C6—C7—O3	120.93 (14)	N2—C24—C29	122.90 (16)
C2—C7—O3	118.06 (13)	C25—C24—C29	119.00 (16)
N1—C8—C13	122.94 (14)	C26—C25—O6	121.95 (15)
N1—C8—C9	118.67 (14)	C26—C25—C24	120.94 (16)
C13—C8—C9	118.37 (14)	O6—C25—C24	117.07 (15)
C10—C9—O3	121.52 (14)	C25—C26—C27	119.75 (17)
C10—C9—C8	121.29 (14)	C25—C26—H26	120.1
O3—C9—C8	117.07 (13)	C27—C26—H26	120.1
C9—C10—C11	119.60 (15)	C28—C27—C26	120.78 (19)
C9—C10—H10	120.2	C28—C27—H27	119.6
C11—C10—H10	120.2	C26—C27—H27	119.6
C12—C11—C10	121.17 (15)	C27—C28—C29	121.01 (17)
C12—C11—H11	119.4	C27—C28—H28	119.5
C10—C11—H11	119.4	C29—C28—H28	119.5
C11—C12—C13	120.30 (15)	C28—C29—C30	124.56 (18)
C11—C12—H12	119.9	C28—C29—C24	118.50 (16)
C13—C12—H12	119.9	C30—C29—C24	116.94 (18)
C8—C13—C12	119.26 (15)	C31—C30—C29	119.61 (18)
C8—C13—C14	117.04 (15)	C31—C30—H30	120.2
C12—C13—C14	123.70 (15)	C29—C30—H30	120.2
C15—C14—C13	119.22 (16)	C30—C31—C32	119.89 (17)
C15—C14—H14	120.4	C30—C31—H31	120.1
C13—C14—H14	120.4	C32—C31—H31	120.1
C14—C15—C16	119.71 (16)	N2—C32—C31	123.17 (19)
C14—C15—H15	120.1	N2—C32—H32	118.4
C16—C15—H15	120.1	C31—C32—H32	118.4
O2—C1—C2—C7	146.50 (16)	O4—C17—C18—C23	−146.22 (16)
O1—C1—C2—C7	−35.5 (2)	O5—C17—C18—C23	35.4 (2)
O2—C1—C2—C3	−32.5 (2)	O4—C17—C18—C19	32.3 (2)
O1—C1—C2—C3	145.53 (15)	O5—C17—C18—C19	−146.13 (15)
C7—C2—C3—C4	2.7 (2)	C23—C18—C19—C20	−1.1 (2)
C1—C2—C3—C4	−178.21 (14)	C17—C18—C19—C20	−179.74 (15)
C2—C3—C4—C5	−1.3 (2)	C18—C19—C20—C21	2.2 (2)
C3—C4—C5—C6	−0.8 (3)	C19—C20—C21—C22	−1.2 (2)
C4—C5—C6—C7	1.4 (2)	C20—C21—C22—C23	−1.0 (2)
C5—C6—C7—C2	0.1 (2)	C21—C22—C23—O6	178.21 (14)
C5—C6—C7—O3	−175.36 (13)	C21—C22—C23—C18	2.1 (2)
C3—C2—C7—C6	−2.1 (2)	C25—O6—C23—C22	49.59 (18)
C1—C2—C7—C6	178.87 (14)	C25—O6—C23—C18	−134.24 (15)
C3—C2—C7—O3	173.49 (13)	C19—C18—C23—C22	−1.1 (2)
C1—C2—C7—O3	−5.5 (2)	C17—C18—C23—C22	177.43 (15)
C9—O3—C7—C6	−46.73 (18)	C19—C18—C23—O6	−177.20 (13)
C9—O3—C7—C2	137.67 (14)	C17—C18—C23—O6	1.3 (2)
C16—N1—C8—C13	−0.1 (2)	C32—N2—C24—C25	178.89 (15)
C16—N1—C8—C9	−178.44 (14)	C32—N2—C24—C29	−0.3 (2)
C7—O3—C9—C10	97.41 (17)	C23—O6—C25—C26	−98.98 (18)
C7—O3—C9—C8	−86.43 (16)	C23—O6—C25—C24	83.37 (17)
N1—C8—C9—C10	177.87 (14)	N2—C24—C25—C26	−178.05 (15)
C13—C8—C9—C10	−0.6 (2)	C29—C24—C25—C26	1.1 (2)
N1—C8—C9—O3	1.7 (2)	N2—C24—C25—O6	−0.4 (2)
C13—C8—C9—O3	−176.77 (12)	C29—C24—C25—O6	178.82 (14)
O3—C9—C10—C11	176.32 (13)	O6—C25—C26—C27	−179.28 (15)
C8—C9—C10—C11	0.3 (2)	C24—C25—C26—C27	−1.7 (3)
C9—C10—C11—C12	0.8 (2)	C25—C26—C27—C28	1.1 (3)
C10—C11—C12—C13	−1.5 (3)	C26—C27—C28—C29	0.2 (3)
N1—C8—C13—C12	−178.55 (14)	C27—C28—C29—C30	178.57 (18)
C9—C8—C13—C12	−0.2 (2)	C27—C28—C29—C24	−0.8 (3)
N1—C8—C13—C14	0.3 (2)	N2—C24—C29—C28	179.26 (15)
C9—C8—C13—C14	178.67 (14)	C25—C24—C29—C28	0.1 (2)
C11—C12—C13—C8	1.2 (2)	N2—C24—C29—C30	−0.1 (2)
C11—C12—C13—C14	−177.53 (15)	C25—C24—C29—C30	−179.28 (15)
C8—C13—C14—C15	−0.2 (2)	C28—C29—C30—C31	−179.00 (17)
C12—C13—C14—C15	178.59 (16)	C24—C29—C30—C31	0.3 (3)
C13—C14—C15—C16	−0.1 (3)	C29—C30—C31—C32	−0.2 (3)
C8—N1—C16—C15	−0.3 (2)	C24—N2—C32—C31	0.5 (2)
C14—C15—C16—N1	0.3 (3)	C30—C31—C32—N2	−0.3 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1o···N1	0.87 (1)	1.81 (1)	2.668 (2)	169 (2)
O5—H5o···N2	0.87 (1)	1.82 (1)	2.683 (2)	171 (2)