(S)-Methyl 4-methyl-2-(1H-pyrrole-2-carboxamido)penta­noate

The title compound, C₁₂H₁₈N₂O₃, was synthesized in 87.2% yield by condensation of L-leucine methyl ester with 2-trichloro­acetyl­pyrrole at room temperature. There are two chemically equivalent and crystallographically independent molecules in the asymmetric unit. In the crystal structure, inter­molecular N—H...O hydrogen-bonding inter­actions link the mol­ecules into extended chains parallel to the c axis.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.042
• wR factor = 0.120
• Data-to-parameter ratio = 10.5

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT707_ALERT_1_A D...A   Calc   16.242(9), Rep    3.054(3), Dev..    1465.33 Sigma
              N3   -O2      1.555   2.564
PLAT726_ALERT_1_A H...A   Calc    17.05000, Rep    2.347(3) Dev...      14.70 Ang.
              H3   -O2      1.555   2.564
PLAT728_ALERT_1_A D-H..A  Calc       20.00, Rep    139.8(3) Dev...     119.80 Deg.
              N3   -H3   -O2      1.555   1.555   2.564

Alert level B
PLAT242_ALERT_2_B Check Low       Ueq as Compared to Neighbors for        C20

Alert level C
STRVA01_ALERT_4_C           Flack test results are meaningless.
           From the CIF: _refine_ls_abs_structure_Flack    0.000
           From the CIF: _refine_ls_abs_structure_Flack_su   10.000
PLAT032_ALERT_4_C Std. Uncertainty in Flack Parameter too High ...      10.00
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical .          ?
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT150_ALERT_1_C Volume as Calculated Differs from that Given ...    2688.00 Ang-3
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.66 Ratio
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       3.27 Ratio
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.12 Ratio
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.81 Ratio
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C8
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C23
PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          5
PLAT737_ALERT_1_C D...A   Calc   16.242(9), Rep    3.054(3) ......       3.00 su-Rat
              N3   -O2      1.555   2.564
PLAT756_ALERT_4_C H...A   Calc     2.23000, Rep    2.228(3) ......  Senseless su
              H1   -O5      1.555   1.555
PLAT756_ALERT_4_C H...A   Calc     2.14000, Rep    2.139(3) ......  Senseless su
              H2   -O4      1.555   2.564
PLAT756_ALERT_4_C H...A   Calc    17.05000, Rep    2.347(3) ......  Senseless su
              H3   -O2      1.555   2.564
PLAT756_ALERT_4_C H...A   Calc     2.04000, Rep    2.045(3) ......  Senseless su
              H4   -O1      1.555   1.555
PLAT758_ALERT_4_C D-H..A  Calc      170.00, Rep    169.8(3) ......  Senseless su
              N1   -H1   -O5      1.555   1.555   1.555
PLAT758_ALERT_4_C D-H..A  Calc      158.00, Rep    158.1(3) ......  Senseless su
              N4   -H4   -O1      1.555   1.555   1.555
PLAT850_ALERT_2_C Check Flack Parameter Exact Value 0.00 and su ..      10.00

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           27.06
           From the CIF: _reflns_number_total               3301
           Count of symmetry unique reflns         3331
           Completeness (_total/calc)             99.10%
           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

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

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

---

Computing details

Data collection: SMART (Bruker, 1999); cell refinement: SAINT-Plus (Bruker, 1999); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXTL (Bruker, 1997); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

(S)-Methyl 4-methyl-2-(1H-pyrrole-2-carboxamido)pentanoate

Crystal data

C12H18N2O3	Dx = 1.178 Mg m^−3
Mr = 238.28	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, P212121	Cell parameters from 941 reflections
a = 8.920 (4) Å	θ = 2.5–21.9°
b = 16.282 (8) Å	µ = 0.09 mm^−1
c = 18.504 (9) Å	T = 298 K
V = 2688 (2) Å^3	Block, colorless
Z = 8	0.50 × 0.26 × 0.18 mm
F(000) = 1024

Data collection

Bruker SMART 1K CCD area-detector diffractometer	3301 independent reflections
Radiation source: fine-focus sealed tube	2196 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.031
φ and ω scans	θmax = 27.1°, θmin = 2.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→10
Tmin = 0.974, Tmax = 0.985	k = −18→20
14949 measured reflections	l = −21→23

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)] = 0.042	H-atom parameters constrained
wR(F^2) = 0.120	w = 1/[σ^2(Fo^2) + (0.0622P)^2 + 0.3014P] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max < 0.001
3301 reflections	Δρmax = 0.17 e Å^−3
314 parameters	Δρmin = −0.17 e Å^−3
0 restraints	Absolute structure: Flack (1983)
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0 (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	0.3778 (2)	0.57496 (13)	0.58826 (9)	0.0624 (5)
O2	0.5896 (3)	0.54643 (14)	0.43995 (13)	0.0750 (6)
O3	0.7049 (2)	0.46445 (16)	0.51887 (17)	0.0944 (9)
O4	0.3196 (3)	0.55723 (12)	0.85733 (10)	0.0679 (6)
O5	0.2675 (3)	0.73630 (14)	0.70795 (13)	0.0776 (6)
O6	0.4381 (3)	0.79811 (12)	0.77676 (16)	0.0906 (8)
N1	0.1518 (3)	0.68715 (15)	0.55732 (15)	0.0660 (7)
H1	0.1879	0.6944	0.5999	0.079*
N2	0.3164 (2)	0.49524 (14)	0.49418 (12)	0.0509 (6)
H2	0.2504	0.4818	0.4624	0.061*
N3	0.1223 (3)	0.43291 (14)	0.81157 (13)	0.0643 (7)
H3	0.1074	0.4453	0.8562	0.077*
N4	0.3861 (3)	0.58430 (13)	0.74260 (11)	0.0521 (6)
H4	0.3844	0.5676	0.6985	0.063*
C1	0.1866 (3)	0.62314 (16)	0.51233 (14)	0.0508 (6)
C2	0.1076 (4)	0.63459 (19)	0.45032 (16)	0.0637 (8)
H2A	0.1099	0.6008	0.4098	0.076*
C3	0.0224 (4)	0.7061 (2)	0.4580 (2)	0.0818 (10)
H3A	−0.0426	0.7284	0.4240	0.098*
C4	0.0525 (4)	0.7368 (2)	0.5245 (2)	0.0845 (11)
H4A	0.0114	0.7843	0.5441	0.101*
C5	0.2983 (3)	0.56371 (16)	0.53443 (13)	0.0477 (6)
C6	0.4475 (3)	0.44499 (16)	0.50510 (15)	0.0514 (6)
H6	0.4541	0.4302	0.5564	0.062*
C7	0.4417 (3)	0.36659 (16)	0.46033 (15)	0.0562 (7)
H7A	0.5386	0.3398	0.4637	0.067*
H7B	0.4266	0.3817	0.4101	0.067*
C8	0.3211 (3)	0.30440 (17)	0.48120 (16)	0.0602 (8)
H8	0.2238	0.3323	0.4818	0.072*
C9	0.3155 (5)	0.2362 (2)	0.4257 (2)	0.0909 (12)
H9A	0.4094	0.2074	0.4254	0.136*
H9B	0.2973	0.2592	0.3787	0.136*
H9C	0.2363	0.1987	0.4378	0.136*
C10	0.3496 (5)	0.2682 (3)	0.5553 (2)	0.0939 (12)
H10A	0.4485	0.2450	0.5568	0.141*
H10B	0.2771	0.2260	0.5649	0.141*
H10C	0.3412	0.3105	0.5912	0.141*
C11	0.5869 (3)	0.49241 (19)	0.48417 (18)	0.0605 (8)
C12	0.8494 (4)	0.5019 (3)	0.4993 (3)	0.1268 (19)
H12A	0.8783	0.4839	0.4519	0.190*
H12B	0.9243	0.4856	0.5337	0.190*
H12C	0.8398	0.5606	0.4996	0.190*
C13	0.2198 (3)	0.47288 (16)	0.76628 (14)	0.0512 (7)
C14	0.2100 (4)	0.4341 (2)	0.70168 (18)	0.0769 (9)
H14	0.2634	0.4474	0.6602	0.092*
C15	0.1061 (5)	0.3708 (2)	0.7082 (2)	0.0913 (11)
H15	0.0781	0.3344	0.6719	0.110*
C16	0.0535 (4)	0.3715 (2)	0.7759 (2)	0.0785 (10)
H16	−0.0178	0.3358	0.7950	0.094*
C17	0.3105 (3)	0.54096 (15)	0.79258 (14)	0.0480 (6)
C18	0.4704 (3)	0.65785 (15)	0.75956 (15)	0.0513 (7)
H18	0.4957	0.6570	0.8111	0.062*
C19	0.6155 (3)	0.66454 (17)	0.71609 (17)	0.0612 (7)
H19A	0.5897	0.6665	0.6652	0.073*
H19B	0.6632	0.7163	0.7281	0.073*
C20	0.7287 (4)	0.5965 (2)	0.7271 (2)	0.0742 (9)
H20	0.6838	0.5451	0.7100	0.089*
C21	0.8666 (5)	0.6139 (4)	0.6809 (3)	0.150 (2)
H21A	0.9237	0.6575	0.7024	0.225*
H21B	0.8356	0.6299	0.6332	0.225*
H21C	0.9273	0.5654	0.6779	0.225*
C22	0.7721 (7)	0.5851 (4)	0.8033 (2)	0.157 (3)
H22A	0.8407	0.5398	0.8071	0.236*
H22B	0.6844	0.5738	0.8317	0.236*
H22C	0.8195	0.6341	0.8208	0.236*
C23	0.3784 (4)	0.73326 (16)	0.74453 (15)	0.0570 (7)
C24	0.3699 (5)	0.8775 (2)	0.7626 (3)	0.1181 (17)
H24A	0.3500	0.8828	0.7119	0.177*
H24B	0.4370	0.9204	0.7777	0.177*
H24C	0.2776	0.8819	0.7890	0.177*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.0667 (12)	0.0752 (12)	0.0451 (10)	0.0026 (12)	−0.0039 (10)	−0.0101 (10)
O2	0.0781 (15)	0.0708 (13)	0.0760 (14)	−0.0155 (12)	0.0070 (13)	0.0101 (12)
O3	0.0529 (13)	0.0861 (16)	0.144 (2)	−0.0094 (12)	−0.0202 (15)	0.0242 (16)
O4	0.0894 (15)	0.0703 (13)	0.0441 (11)	−0.0217 (13)	0.0078 (10)	0.0002 (9)
O5	0.0761 (15)	0.0736 (14)	0.0831 (15)	0.0146 (12)	−0.0180 (13)	−0.0089 (12)
O6	0.0783 (16)	0.0481 (11)	0.145 (2)	−0.0027 (12)	−0.0233 (16)	−0.0101 (14)
N1	0.0682 (16)	0.0603 (14)	0.0695 (16)	0.0046 (14)	0.0030 (13)	−0.0091 (13)
N2	0.0506 (13)	0.0531 (13)	0.0491 (13)	0.0015 (11)	−0.0074 (10)	−0.0060 (11)
N3	0.0674 (15)	0.0610 (14)	0.0646 (15)	−0.0159 (14)	0.0010 (13)	0.0045 (12)
N4	0.0676 (15)	0.0489 (12)	0.0399 (11)	−0.0092 (12)	0.0010 (11)	−0.0016 (10)
C1	0.0511 (15)	0.0477 (14)	0.0536 (16)	−0.0046 (13)	0.0095 (13)	0.0000 (12)
C2	0.0641 (19)	0.0695 (19)	0.0574 (17)	0.0049 (16)	0.0001 (15)	0.0059 (15)
C3	0.079 (2)	0.083 (2)	0.083 (2)	0.021 (2)	0.0016 (19)	0.021 (2)
C4	0.088 (2)	0.0621 (19)	0.104 (3)	0.020 (2)	0.015 (2)	0.007 (2)
C5	0.0487 (14)	0.0530 (15)	0.0415 (13)	−0.0058 (13)	0.0049 (12)	0.0011 (12)
C6	0.0510 (15)	0.0529 (15)	0.0502 (15)	0.0002 (13)	0.0010 (12)	0.0021 (12)
C7	0.0526 (16)	0.0570 (15)	0.0590 (16)	0.0028 (14)	0.0085 (14)	−0.0002 (14)
C8	0.0547 (16)	0.0540 (16)	0.0720 (19)	−0.0023 (14)	0.0055 (15)	−0.0003 (15)
C9	0.112 (3)	0.070 (2)	0.091 (3)	−0.024 (2)	0.009 (2)	−0.016 (2)
C10	0.109 (3)	0.091 (3)	0.082 (2)	−0.033 (2)	0.004 (2)	0.014 (2)
C11	0.0537 (17)	0.0548 (17)	0.073 (2)	−0.0023 (14)	−0.0029 (15)	−0.0039 (16)
C12	0.054 (2)	0.138 (4)	0.188 (5)	−0.032 (3)	−0.006 (3)	−0.006 (4)
C13	0.0530 (16)	0.0498 (14)	0.0507 (16)	−0.0019 (13)	0.0007 (13)	0.0042 (12)
C14	0.078 (2)	0.084 (2)	0.069 (2)	−0.029 (2)	0.0095 (18)	−0.0122 (18)
C15	0.099 (3)	0.090 (2)	0.085 (3)	−0.034 (2)	−0.003 (2)	−0.024 (2)
C16	0.071 (2)	0.0688 (19)	0.096 (3)	−0.0276 (19)	−0.001 (2)	0.0043 (19)
C17	0.0515 (15)	0.0455 (13)	0.0469 (15)	0.0029 (12)	0.0021 (13)	0.0031 (12)
C18	0.0602 (17)	0.0473 (14)	0.0465 (14)	−0.0081 (14)	−0.0023 (13)	0.0006 (12)
C19	0.0612 (17)	0.0576 (16)	0.0648 (17)	−0.0035 (15)	−0.0009 (15)	0.0091 (14)
C20	0.068 (2)	0.0604 (19)	0.094 (2)	−0.0003 (17)	−0.0008 (19)	−0.0073 (18)
C21	0.088 (3)	0.174 (5)	0.188 (6)	0.031 (4)	0.046 (4)	0.004 (5)
C22	0.160 (5)	0.200 (6)	0.111 (4)	0.104 (5)	−0.056 (4)	−0.003 (4)
C23	0.0569 (17)	0.0518 (16)	0.0623 (17)	−0.0050 (15)	0.0028 (15)	−0.0001 (14)
C24	0.105 (3)	0.0450 (17)	0.204 (5)	0.009 (2)	−0.010 (4)	−0.009 (3)

Geometric parameters (Å, º)

O1—C5	1.236 (3)	C8—H8	0.9800
O2—C11	1.202 (4)	C9—H9A	0.9600
O3—C11	1.314 (4)	C9—H9B	0.9600
O3—C12	1.471 (4)	C9—H9C	0.9600
O4—C17	1.230 (3)	C10—H10A	0.9600
O5—C23	1.200 (4)	C10—H10B	0.9600
O6—C23	1.324 (3)	C10—H10C	0.9600
O6—C24	1.453 (4)	C12—H12A	0.9600
N1—C4	1.345 (4)	C12—H12B	0.9600
N1—C1	1.369 (4)	C12—H12C	0.9600
N1—H1	0.8600	C13—C14	1.355 (4)
N2—C5	1.350 (3)	C13—C17	1.456 (4)
N2—C6	1.442 (3)	C14—C15	1.391 (5)
N2—H2	0.8600	C14—H14	0.9300
N3—C16	1.346 (4)	C15—C16	1.338 (5)
N3—C13	1.372 (4)	C15—H15	0.9300
N3—H3	0.8600	C16—H16	0.9300
N4—C17	1.345 (3)	C18—C23	1.503 (4)
N4—C18	1.448 (3)	C18—C19	1.528 (4)
N4—H4	0.8600	C18—H18	0.9800
C1—C2	1.359 (4)	C19—C20	1.513 (4)
C1—C5	1.448 (4)	C19—H19A	0.9700
C2—C3	1.398 (5)	C19—H19B	0.9700
C2—H2A	0.9300	C20—C22	1.474 (5)
C3—C4	1.355 (5)	C20—C21	1.525 (6)
C3—H3A	0.9300	C20—H20	0.9800
C4—H4A	0.9300	C21—H21A	0.9600
C6—C11	1.514 (4)	C21—H21B	0.9600
C6—C7	1.523 (4)	C21—H21C	0.9600
C6—H6	0.9800	C22—H22A	0.9600
C7—C8	1.527 (4)	C22—H22B	0.9600
C7—H7A	0.9700	C22—H22C	0.9600
C7—H7B	0.9700	C24—H24A	0.9600
C8—C10	1.514 (5)	C24—H24B	0.9600
C8—C9	1.514 (4)	C24—H24C	0.9600
C11—O3—C12	116.0 (3)	O3—C11—C6	110.9 (3)
C23—O6—C24	117.4 (3)	O3—C12—H12A	109.5
C4—N1—C1	109.4 (3)	O3—C12—H12B	109.5
C4—N1—H1	125.3	H12A—C12—H12B	109.5
C1—N1—H1	125.3	O3—C12—H12C	109.5
C5—N2—C6	119.2 (2)	H12A—C12—H12C	109.5
C5—N2—H2	120.4	H12B—C12—H12C	109.5
C6—N2—H2	120.4	C14—C13—N3	106.1 (3)
C16—N3—C13	110.0 (3)	C14—C13—C17	133.3 (3)
C16—N3—H3	125.0	N3—C13—C17	120.6 (2)
C13—N3—H3	125.0	C13—C14—C15	108.2 (3)
C17—N4—C18	123.1 (2)	C13—C14—H14	125.9
C17—N4—H4	118.5	C15—C14—H14	125.9
C18—N4—H4	118.5	C16—C15—C14	108.0 (3)
C2—C1—N1	107.0 (3)	C16—C15—H15	126.0
C2—C1—C5	133.4 (3)	C14—C15—H15	126.0
N1—C1—C5	119.5 (3)	C15—C16—N3	107.8 (3)
C1—C2—C3	108.0 (3)	C15—C16—H16	126.1
C1—C2—H2A	126.0	N3—C16—H16	126.1
C3—C2—H2A	126.0	O4—C17—N4	121.6 (3)
C4—C3—C2	107.0 (3)	O4—C17—C13	121.7 (2)
C4—C3—H3A	126.5	N4—C17—C13	116.6 (2)
C2—C3—H3A	126.5	N4—C18—C23	110.6 (2)
N1—C4—C3	108.6 (3)	N4—C18—C19	112.6 (2)
N1—C4—H4A	125.7	C23—C18—C19	107.9 (2)
C3—C4—H4A	125.7	N4—C18—H18	108.5
O1—C5—N2	119.9 (3)	C23—C18—H18	108.5
O1—C5—C1	121.6 (2)	C19—C18—H18	108.5
N2—C5—C1	118.5 (2)	C20—C19—C18	116.2 (2)
N2—C6—C11	109.9 (2)	C20—C19—H19A	108.2
N2—C6—C7	111.8 (2)	C18—C19—H19A	108.2
C11—C6—C7	108.4 (2)	C20—C19—H19B	108.2
N2—C6—H6	108.9	C18—C19—H19B	108.2
C11—C6—H6	108.9	H19A—C19—H19B	107.4
C7—C6—H6	108.9	C22—C20—C19	113.4 (3)
C6—C7—C8	116.3 (2)	C22—C20—C21	110.4 (4)
C6—C7—H7A	108.2	C19—C20—C21	109.0 (3)
C8—C7—H7A	108.2	C22—C20—H20	108.0
C6—C7—H7B	108.2	C19—C20—H20	108.0
C8—C7—H7B	108.2	C21—C20—H20	108.0
H7A—C7—H7B	107.4	C20—C21—H21A	109.5
C10—C8—C9	109.5 (3)	C20—C21—H21B	109.5
C10—C8—C7	111.7 (3)	H21A—C21—H21B	109.5
C9—C8—C7	109.8 (3)	C20—C21—H21C	109.5
C10—C8—H8	108.6	H21A—C21—H21C	109.5
C9—C8—H8	108.6	H21B—C21—H21C	109.5
C7—C8—H8	108.6	C20—C22—H22A	109.5
C8—C9—H9A	109.5	C20—C22—H22B	109.5
C8—C9—H9B	109.5	H22A—C22—H22B	109.5
H9A—C9—H9B	109.5	C20—C22—H22C	109.5
C8—C9—H9C	109.5	H22A—C22—H22C	109.5
H9A—C9—H9C	109.5	H22B—C22—H22C	109.5
H9B—C9—H9C	109.5	O5—C23—O6	123.6 (3)
C8—C10—H10A	109.5	O5—C23—C18	126.0 (3)
C8—C10—H10B	109.5	O6—C23—C18	110.4 (3)
H10A—C10—H10B	109.5	O6—C24—H24A	109.5
C8—C10—H10C	109.5	O6—C24—H24B	109.5
H10A—C10—H10C	109.5	H24A—C24—H24B	109.5
H10B—C10—H10C	109.5	O6—C24—H24C	109.5
O2—C11—O3	124.8 (3)	H24A—C24—H24C	109.5
O2—C11—C6	124.3 (3)	H24B—C24—H24C	109.5

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···O5	0.86	2.23 (1)	3.078 (3)	170 (1)
N2—H2···O4^i	0.86	2.14 (1)	2.935 (3)	154 (1)
N3—H3···O2^i	0.86	2.35 (1)	3.054 (3)	140 (1)
N4—H4···O1	0.86	2.05 (1)	2.861 (3)	158 (1)

Symmetry code: (i) −x+1/2, −y+1, z−1/2.