What is the best crystal size for collection of X-ray data? Refinement of the structure of glycyl-L-serine based on data from a very large crystal

The dipeptide Gly-L-Ser was crystallized as part of a study on hydrogen-bonding patterns in the structures of dipeptides. Hydrogen-bond donors and acceptors have been assigned ranks (1 is best, 2 is next best etc.), and the observed hydrogen-bond connectivity is compared with the hypothetical pattern in which the rank n donor associates with the rank n acceptor (n = 1, 2, . . .), and with the pattern observed in the retroanalogue L-Ser-Gly, which contains the same functional groups. Crystallization of the title compound produced very bulky crystals. Rather than reducing the size of one of these before data collection, three data sets with different exposure times were collected with a Siemens SMART CCD diffractometer on a very large specimen (2.2 × 2.0 × 0.8 mm). The crystal was subsequently shaped into a 0.30 mm-diameter sphere for collection of two additional data sets. The discussion of the refinement results focus on the effect of absorption correction for the various data sets, and a comparison of geometrical and thermal parameters. One advantage of using a large crystal, the great speed with which data can be obtained, has been exemplified by collection of a complete data set of good quality in less than 25 min.

Computing details

For all compounds, data collection: SMART (Siemens, 1995); cell refinement: SAINT (Siemens, 1995); data reduction: SAINT (Siemens, 1995); program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL (Sheldrick, 1997); molecular graphics: SHELXTL (Sheldrick, 1997); software used to prepare material for publication: SHELXTL (Sheldrick, 1997).

(glyser-1) Glycyl-L-serine

Crystal data

C5H10N2O4	Dx = 1.549 Mg m^−3
Mr = 162.15	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, P212121	Cell parameters from 8192 reflections
a = 7.275 (2) Å	θ = 2–35°
b = 9.097 (3) Å	µ = 0.13 mm^−1
c = 10.507 (3) Å	T = 150 K
V = 695.4 (4) Å^3	Distorted bipyramid, colourless
Z = 4	2.20 × 2.00 × 0.80 mm
F(000) = 344

Data collection

Siemens SMART CCD diffractometer	8225 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.100
Graphite monochromator	θmax = 55.1°, θmin = 3.0°
Detector resolution: 8.3 pixels mm^-1	h = −16→16
Sets of exposures each taken over 0.6° ω rotation scans	k = −17→20
28701 measured reflections	l = −20→24
8814 independent reflections

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)] = 0.043	All H-atom parameters refined
wR(F^2) = 0.119	w = 1/[σ^2(Fo^2) + (0.0484P)^2 + 0.0508P] where P = (Fo^2 + 2Fc^2)/3
S = 1.13	(Δ/σ)max = 0.002
8814 reflections	Δρmax = 0.48 e Å^−3
141 parameters	Δρmin = −0.43 e Å^−3
0 restraints	Extinction correction: SHELXTL, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.082 (11)

Special details

Refinement. Refinement of F² against ALL reflections.

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

	x	y	z	Uiso*/Ueq
O1	0.41578 (5)	0.21349 (4)	0.80985 (3)	0.01279 (5)
O2	0.45819 (7)	0.53829 (5)	0.44769 (4)	0.01622 (6)
O3	0.28693 (8)	0.35985 (6)	0.35853 (4)	0.01935 (7)
O4	0.10419 (6)	0.56311 (5)	0.63268 (4)	0.01619 (6)
H5	0.131 (3)	0.591 (2)	0.7085 (19)	0.028 (4)*
N1	0.66989 (6)	0.32445 (5)	0.97896 (4)	0.01295 (5)
H1	0.782 (3)	0.348 (2)	1.0055 (17)	0.024 (4)*
H2	0.575 (3)	0.368 (2)	1.0317 (17)	0.027 (4)*
H3	0.652 (2)	0.2338 (19)	0.9744 (15)	0.018 (3)*
N2	0.44818 (6)	0.40817 (4)	0.67531 (3)	0.01171 (5)
H4	0.492 (2)	0.488 (2)	0.6642 (16)	0.018 (3)*
C1	0.65621 (7)	0.39027 (6)	0.85061 (4)	0.01414 (6)
H11	0.760 (3)	0.368 (3)	0.8018 (19)	0.035 (5)*
H12	0.643 (3)	0.483 (3)	0.8581 (19)	0.032 (4)*
C2	0.49265 (5)	0.32967 (5)	0.77768 (4)	0.00986 (5)
C3	0.31180 (6)	0.36010 (5)	0.58322 (4)	0.01116 (5)
H31	0.311 (2)	0.2523 (18)	0.5757 (16)	0.018 (3)*
C4	0.11798 (7)	0.40687 (6)	0.62408 (5)	0.01454 (6)
H41	0.021 (3)	0.366 (2)	0.5621 (17)	0.025 (4)*
H42	0.081 (3)	0.361 (2)	0.7071 (17)	0.025 (4)*
C5	0.35835 (6)	0.42543 (5)	0.45176 (4)	0.01161 (5)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.01495 (11)	0.01218 (10)	0.01125 (10)	−0.00139 (8)	−0.00082 (8)	0.00273 (8)
O2	0.02104 (14)	0.01609 (12)	0.01152 (11)	−0.00643 (11)	0.00096 (10)	0.00081 (9)
O3	0.0288 (2)	0.02021 (15)	0.00904 (10)	−0.00811 (14)	−0.00344 (11)	0.00003 (10)
O4	0.01803 (13)	0.01897 (14)	0.01157 (10)	0.00502 (11)	−0.00220 (9)	−0.00098 (10)
N1	0.01464 (12)	0.01409 (12)	0.01013 (10)	0.00249 (9)	−0.00345 (8)	−0.00075 (9)
N2	0.01407 (11)	0.01144 (10)	0.00961 (10)	−0.00131 (9)	−0.00264 (8)	0.00225 (8)
C1	0.01356 (13)	0.01742 (15)	0.01146 (12)	−0.00303 (11)	−0.00254 (10)	0.00177 (11)
C2	0.01059 (10)	0.01096 (11)	0.00803 (10)	0.00064 (9)	−0.00046 (8)	0.00059 (8)
C3	0.01419 (13)	0.01092 (11)	0.00839 (10)	−0.00072 (9)	−0.00134 (9)	0.00080 (9)
C4	0.01293 (13)	0.01828 (16)	0.01241 (13)	−0.00209 (12)	−0.00073 (10)	0.00069 (11)
C5	0.01487 (13)	0.01189 (11)	0.00806 (10)	−0.00049 (10)	−0.00032 (9)	0.00036 (9)

Geometric parameters (Å, º)

O1—C2	1.2427 (6)	N2—C3	1.4532 (6)
O2—C5	1.2584 (7)	N2—H4	0.804 (19)
O3—C5	1.2591 (6)	C1—C2	1.5189 (7)
O4—C4	1.4277 (8)	C1—H11	0.94 (2)
O4—H5	0.86 (2)	C1—H12	0.85 (2)
N1—C1	1.4788 (7)	C3—C4	1.5342 (8)
N1—H1	0.889 (19)	C3—C5	1.5413 (7)
N1—H2	0.97 (2)	C3—H31	0.983 (17)
N1—H3	0.837 (17)	C4—H41	1.032 (18)
N2—C2	1.3310 (6)	C4—H42	1.004 (18)
C4—O4—H5	109.6 (15)	O1—C2—C1	121.61 (4)
C1—N1—H1	104.5 (12)	N2—C2—C1	113.79 (4)
C1—N1—H2	108.0 (11)	N2—C3—C4	110.96 (4)
H1—N1—H2	112.3 (16)	N2—C3—C5	109.31 (4)
C1—N1—H3	109.7 (11)	C4—C3—C5	110.23 (4)
H1—N1—H3	113.5 (17)	N2—C3—H31	110.9 (10)
H2—N1—H3	108.6 (17)	C4—C3—H31	107.1 (10)
C2—N2—C3	122.86 (4)	C5—C3—H31	108.3 (10)
C2—N2—H4	120.4 (12)	O4—C4—C3	111.00 (4)
C3—N2—H4	116.6 (12)	O4—C4—H41	110.7 (11)
N1—C1—C2	111.46 (4)	C3—C4—H41	110.6 (11)
N1—C1—H11	110.9 (13)	O4—C4—H42	109.9 (11)
C2—C1—H11	106.1 (13)	C3—C4—H42	111.9 (11)
N1—C1—H12	108.9 (13)	H41—C4—H42	102.4 (15)
C2—C1—H12	108.5 (15)	O2—C5—O3	126.75 (4)
H11—C1—H12	111 (2)	O2—C5—C3	118.15 (4)
O1—C2—N2	124.52 (4)	O3—C5—C3	115.07 (4)
C3—N2—C2—O1	−4.82 (7)	C5—C3—C4—O4	−60.18 (5)
N1—C1—C2—O1	−17.99 (6)	N2—C3—C5—O2	−21.72 (6)
N1—C1—C2—N2	165.09 (4)	N2—C3—C4—O4	61.06 (5)
C1—C2—N2—C3	171.99 (4)	C4—C3—C5—O2	100.49 (5)
C2—N2—C3—C4	86.49 (5)	N2—C3—C5—O3	159.79 (5)
C2—N2—C3—C5	−151.73 (4)	C4—C3—C5—O3	−78.00 (6)

(glyser-1a) Glycyl-L-serine

Crystal data

C5H10N2O4	Dx = 1.549 Mg m^−3
Mr = 162.15	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, P212121	Cell parameters from 8192 reflections
a = 7.275 (2) Å	θ = 2–35°
b = 9.097 (3) Å	µ = 0.13 mm^−1
c = 10.507 (3) Å	T = 150 K
V = 695.4 (4) Å^3	Distorted bipyramid, colourless
Z = 4	2.20 × 2.00 × 0.80 mm
F(000) = 344

Data collection

Siemens SMART CCD diffractometer	8814 independent reflections
Radiation source: fine-focus sealed tube	8233 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.028
Detector resolution: 8.3 pixels mm^-1	θmax = 55.1°, θmin = 3.0°
Sets of exposures each taken over 0.6° ω rotation scans	h = −16→16
Absorption correction: empirical SADABS (Sheldrick, 1996)	k = −17→20
Tmin = 0.757, Tmax = 0.900	l = −20→24
28701 measured reflections

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)] = 0.032	All H-atom parameters refined
wR(F^2) = 0.085	w = 1/[σ^2(Fo^2) + (0.0405P)^2 + 0.0338P] where P = (Fo^2 + 2Fc^2)/3
S = 1.19	(Δ/σ)max = 0.003
8814 reflections	Δρmax = 0.38 e Å^−3
141 parameters	Δρmin = −0.34 e Å^−3
0 restraints	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.095 (8)

Special details

Refinement. Refinement of F² against ALL reflections.

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

	x	y	z	Uiso*/Ueq
O1	0.41575 (4)	0.21348 (3)	0.80986 (3)	0.01216 (4)
O2	0.45819 (5)	0.53828 (4)	0.44765 (3)	0.01565 (5)
O3	0.28691 (6)	0.35987 (4)	0.35851 (3)	0.01869 (6)
O4	0.10414 (5)	0.56305 (4)	0.63266 (3)	0.01561 (5)
H5	0.135 (2)	0.5889 (17)	0.7066 (14)	0.028 (3)*
N1	0.66989 (5)	0.32446 (4)	0.97896 (3)	0.01236 (4)
H1	0.778 (2)	0.3469 (16)	1.0050 (13)	0.027 (3)*
H2	0.5798 (18)	0.3657 (14)	1.0326 (12)	0.021 (2)*
H3	0.6459 (17)	0.2283 (13)	0.9776 (11)	0.018 (2)*
N2	0.44814 (4)	0.40815 (3)	0.67533 (3)	0.01108 (4)
H4	0.4958 (17)	0.4914 (14)	0.6639 (11)	0.016 (2)*
C1	0.65614 (5)	0.39030 (4)	0.85066 (4)	0.01352 (5)
H11	0.759 (2)	0.3699 (16)	0.8040 (14)	0.034 (3)*
H12	0.643 (2)	0.4898 (16)	0.8566 (14)	0.027 (3)*
C2	0.49269 (4)	0.32971 (3)	0.77765 (3)	0.00922 (4)
C3	0.31182 (5)	0.36013 (4)	0.58322 (3)	0.01052 (4)
H31	0.3115 (17)	0.2520 (12)	0.5764 (12)	0.018 (2)*
C4	0.11798 (5)	0.40679 (5)	0.62413 (4)	0.01388 (5)
H41	0.0252 (19)	0.3688 (15)	0.5603 (13)	0.025 (3)*
H42	0.0814 (18)	0.3613 (14)	0.7065 (12)	0.021 (2)*
C5	0.35831 (5)	0.42538 (4)	0.45173 (3)	0.01097 (4)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.01436 (9)	0.01068 (8)	0.01146 (8)	−0.00132 (6)	−0.00084 (7)	0.00263 (6)
O2	0.02048 (11)	0.01466 (9)	0.01181 (9)	−0.00636 (8)	0.00102 (8)	0.00076 (7)
O3	0.02823 (15)	0.01872 (11)	0.00911 (8)	−0.00806 (11)	−0.00346 (9)	0.00002 (8)
O4	0.01762 (10)	0.01747 (10)	0.01174 (9)	0.00501 (8)	−0.00219 (7)	−0.00092 (8)
N1	0.01398 (9)	0.01281 (9)	0.01030 (8)	0.00244 (7)	−0.00345 (7)	−0.00073 (7)
N2	0.01337 (9)	0.01006 (8)	0.00980 (8)	−0.00119 (7)	−0.00266 (7)	0.00217 (6)
C1	0.01285 (10)	0.01604 (12)	0.01168 (10)	−0.00293 (9)	−0.00251 (8)	0.00181 (8)
C2	0.00989 (8)	0.00963 (8)	0.00815 (8)	0.00066 (7)	−0.00038 (6)	0.00056 (7)
C3	0.01356 (10)	0.00944 (8)	0.00856 (8)	−0.00081 (7)	−0.00136 (7)	0.00068 (7)
C4	0.01220 (10)	0.01681 (12)	0.01262 (10)	−0.00213 (9)	−0.00075 (8)	0.00065 (9)
C5	0.01422 (10)	0.01047 (9)	0.00823 (8)	−0.00049 (7)	−0.00032 (7)	0.00034 (7)

Geometric parameters (Å, º)

O1—C2	1.2433 (5)	N2—C3	1.4530 (5)
O2—C5	1.2589 (5)	N2—H4	0.842 (13)
O3—C5	1.2587 (5)	C1—C2	1.5187 (6)
O4—C4	1.4279 (7)	C1—H11	0.912 (16)
O4—H5	0.842 (15)	C1—H12	0.913 (15)
N1—C1	1.4784 (6)	C3—C4	1.5342 (6)
N1—H1	0.861 (15)	C3—C5	1.5413 (6)
N1—H2	0.942 (13)	C3—H31	0.986 (11)
N1—H3	0.892 (12)	C4—H41	1.012 (13)
N2—C2	1.3304 (5)	C4—H42	0.996 (13)
C4—O4—H5	108.5 (10)	O1—C2—C1	121.58 (3)
C1—N1—H1	104.8 (10)	N2—C2—C1	113.84 (3)
C1—N1—H2	109.7 (8)	N2—C3—C4	110.96 (3)
H1—N1—H2	110.7 (12)	N2—C3—C5	109.35 (3)
C1—N1—H3	111.7 (8)	C4—C3—C5	110.26 (3)
H1—N1—H3	114.7 (12)	N2—C3—H31	110.5 (7)
H2—N1—H3	105.3 (12)	C4—C3—H31	107.1 (7)
C2—N2—C3	122.91 (3)	C5—C3—H31	108.6 (7)
C2—N2—H4	119.8 (8)	O4—C4—C3	110.97 (3)
C3—N2—H4	117.2 (8)	O4—C4—H41	109.5 (8)
N1—C1—C2	111.50 (3)	C3—C4—H41	109.5 (8)
N1—C1—H11	110.6 (9)	O4—C4—H42	109.9 (7)
C2—C1—H11	107.2 (10)	C3—C4—H42	112.0 (7)
N1—C1—H12	110.3 (9)	H41—C4—H42	104.8 (11)
C2—C1—H12	108.2 (10)	O3—C5—O2	126.73 (4)
H11—C1—H12	109.0 (14)	O3—C5—C3	115.12 (4)
O1—C2—N2	124.50 (3)	O2—C5—C3	118.13 (3)
C3—N2—C2—O1	−4.87 (5)	C5—C3—C4—O4	−60.18 (4)
N1—C1—C2—O1	−17.92 (5)	N2—C3—C5—O3	159.79 (4)
N1—C1—C2—N2	165.10 (3)	C4—C3—C5—O3	−77.95 (5)
C1—C2—N2—C3	172.01 (3)	N2—C3—C5—O2	−21.73 (5)
C2—N2—C3—C4	86.47 (4)	N2—C3—C4—O4	61.13 (4)
C2—N2—C3—C5	−151.69 (3)	C4—C3—C5—O2	100.53 (4)

(glyser-2a) Glycyl-L-serine

Crystal data

C5H10N2O4	Dx = 1.549 Mg m^−3
Mr = 162.15	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, P212121	Cell parameters from 8192 reflections
a = 7.275 (2) Å	θ = 2–35°
b = 9.097 (3) Å	µ = 0.13 mm^−1
c = 10.507 (3) Å	T = 150 K
V = 695.4 (4) Å^3	Distorted bipyramid, colourless
Z = 4	2.20 × 2.00 × 0.80 mm
F(000) = 344

Data collection

Siemens SMART CCD diffractometer	8903 independent reflections
Radiation source: fine-focus sealed tube	7186 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.070
Detector resolution: 8.3 pixels mm^-1	θmax = 55.5°, θmin = 3.0°
Sets of exposures each taken over 1.2° ω rotation scans	h = −16→16
Absorption correction: empirical SADABS (Sheldrick, 1996)	k = −17→20
Tmin = 0.757, Tmax = 0.900	l = −20→24
28444 measured reflections

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)] = 0.062	All H-atom parameters refined
wR(F^2) = 0.145	w = 1/[σ^2(Fo^2) + (0.0323P)^2 + 0.1795P] where P = (Fo^2 + 2Fc^2)/3
S = 1.31	(Δ/σ)max = 0.004
8903 reflections	Δρmax = 0.48 e Å^−3
141 parameters	Δρmin = −0.46 e Å^−3
0 restraints	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.137 (10)

Special details

Refinement. Refinement of F² against ALL reflections.

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

	x	y	z	Uiso*/Ueq
O1	0.41588 (9)	0.21353 (7)	0.80983 (6)	0.01255 (9)
O2	0.45837 (11)	0.53825 (8)	0.44771 (6)	0.01609 (11)
O3	0.28692 (12)	0.35999 (9)	0.35845 (6)	0.01901 (13)
O4	0.10397 (10)	0.56309 (8)	0.63260 (6)	0.01594 (10)
H5	0.137 (3)	0.591 (3)	0.705 (2)	0.029 (5)*
N1	0.66984 (10)	0.32449 (8)	0.97894 (6)	0.01264 (9)
H1	0.781 (3)	0.348 (2)	1.007 (2)	0.023 (5)*
H2	0.582 (3)	0.364 (2)	1.033 (2)	0.022 (5)*
H3	0.648 (3)	0.228 (2)	0.9778 (19)	0.016 (4)*
N2	0.44822 (10)	0.40816 (7)	0.67534 (6)	0.01142 (9)
H4	0.498 (3)	0.485 (2)	0.663 (2)	0.021 (5)*
C1	0.65607 (12)	0.39048 (10)	0.85079 (8)	0.01411 (11)
H11	0.759 (4)	0.365 (3)	0.804 (2)	0.033 (6)*
H12	0.643 (3)	0.488 (2)	0.855 (2)	0.025 (5)*
C2	0.49275 (10)	0.32981 (8)	0.77772 (7)	0.00965 (9)
C3	0.31169 (11)	0.36011 (8)	0.58323 (7)	0.01077 (9)
H31	0.316 (3)	0.252 (2)	0.5774 (19)	0.017 (4)*
C4	0.11779 (12)	0.40665 (10)	0.62420 (8)	0.01451 (11)
H41	0.026 (3)	0.371 (2)	0.563 (2)	0.028 (5)*
H42	0.083 (3)	0.361 (2)	0.7069 (19)	0.019 (4)*
C5	0.35840 (11)	0.42544 (8)	0.45174 (7)	0.01138 (10)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.0142 (2)	0.01126 (18)	0.01221 (19)	−0.00136 (16)	−0.00075 (16)	0.00260 (15)
O2	0.0205 (3)	0.0155 (2)	0.0123 (2)	−0.0067 (2)	0.00109 (19)	0.00071 (17)
O3	0.0276 (3)	0.0198 (3)	0.00968 (19)	−0.0084 (2)	−0.0034 (2)	0.00016 (18)
O4	0.0172 (2)	0.0181 (2)	0.0126 (2)	0.00506 (19)	−0.00224 (18)	−0.00117 (18)
N1	0.0136 (2)	0.0136 (2)	0.0107 (2)	0.00222 (18)	−0.00383 (16)	−0.00076 (17)
N2	0.0130 (2)	0.01063 (19)	0.01063 (19)	−0.00111 (17)	−0.00281 (16)	0.00209 (15)
C1	0.0131 (3)	0.0174 (3)	0.0118 (2)	−0.0030 (2)	−0.00262 (19)	0.0021 (2)
C2	0.0094 (2)	0.0106 (2)	0.00897 (19)	0.00064 (17)	0.00000 (16)	0.00030 (16)
C3	0.0133 (2)	0.0100 (2)	0.00890 (19)	−0.00070 (18)	−0.00151 (18)	0.00087 (16)
C4	0.0121 (2)	0.0180 (3)	0.0134 (2)	−0.0028 (2)	−0.0006 (2)	0.0006 (2)
C5	0.0138 (2)	0.0114 (2)	0.00896 (19)	−0.00013 (19)	−0.00029 (18)	0.00058 (17)

Geometric parameters (Å, º)

O1—C2	1.2432 (10)	N2—C3	1.4541 (10)
O2—C5	1.2585 (11)	N2—H4	0.80 (2)
O3—C5	1.2592 (10)	C1—C2	1.5185 (11)
O4—C4	1.4294 (13)	C1—H11	0.93 (3)
O4—H5	0.84 (2)	C1—H12	0.90 (2)
N1—C1	1.4776 (11)	C3—C4	1.5345 (12)
N1—H1	0.89 (2)	C3—C5	1.5419 (11)
N1—H2	0.93 (2)	C3—H31	0.983 (19)
N1—H3	0.89 (2)	C4—H41	0.99 (2)
N2—C2	1.3305 (10)	C4—H42	1.00 (2)
C4—O4—H5	109.5 (17)	O1—C2—C1	121.61 (7)
C1—N1—H1	105.8 (14)	N2—C2—C1	113.87 (7)
C1—N1—H2	110.5 (13)	N2—C3—C4	111.00 (7)
H1—N1—H2	109.0 (19)	N2—C3—C5	109.26 (6)
C1—N1—H3	112.1 (13)	C4—C3—C5	110.34 (6)
H1—N1—H3	113.7 (19)	N2—C3—H31	108.7 (12)
H2—N1—H3	105.8 (19)	C4—C3—H31	108.7 (12)
C2—N2—C3	122.92 (7)	C5—C3—H31	108.8 (12)
C2—N2—H4	119.1 (16)	O4—C4—C3	110.90 (7)
C3—N2—H4	118.0 (16)	O4—C4—H41	108.9 (13)
N1—C1—C2	111.47 (7)	C3—C4—H41	110.4 (14)
N1—C1—H11	109.1 (15)	O4—C4—H42	110.3 (12)
C2—C1—H11	106.0 (15)	C3—C4—H42	111.3 (12)
N1—C1—H12	111.3 (14)	H41—C4—H42	104.8 (18)
C2—C1—H12	107.9 (15)	O2—C5—O3	126.73 (8)
H11—C1—H12	111 (2)	O2—C5—C3	118.15 (7)
O1—C2—N2	124.45 (7)	O3—C5—C3	115.09 (7)
C3—N2—C2—O1	−4.71 (12)	C5—C3—C4—O4	−60.08 (8)
N1—C1—C2—O1	−17.86 (11)	N2—C3—C5—O2	−21.73 (10)
N1—C1—C2—N2	165.21 (7)	N2—C3—C4—O4	61.19 (8)
C1—C2—N2—C3	172.12 (7)	C4—C3—C5—O2	100.57 (9)
C2—N2—C3—C4	86.35 (9)	N2—C3—C5—O3	159.82 (8)
C2—N2—C3—C5	−151.74 (7)	C4—C3—C5—O3	−77.88 (9)

(glyser-3a) Glycyl-L-serine

Crystal data

C5H10N2O4	Dx = 1.549 Mg m^−3
Mr = 162.15	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, P212121	Cell parameters from 8192 reflections
a = 7.275 (2) Å	θ = 2–35°
b = 9.097 (3) Å	µ = 0.13 mm^−1
c = 10.507 (3) Å	T = 150 K
V = 695.4 (4) Å^3	Distorted bipyramid, colourless
Z = 4	2.20 × 2.00 × 0.80 mm
F(000) = 344

Data collection

Siemens SMART CCD diffractometer	3467 independent reflections
Radiation source: fine-focus sealed tube	2948 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.046
Detector resolution: 8.3 pixels mm^-1	θmax = 37.7°, θmin = 3.0°
Sets of exposures each taken over 1.8° ω rotation scans	h = −12→11
Absorption correction: empirical SADABS (Sheldrick, 1996)	k = −14→15
Tmin = 0.757, Tmax = 0.900	l = −17→17
9507 measured reflections

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)] = 0.035	All H-atom parameters refined
wR(F^2) = 0.088	w = 1/[σ^2(Fo^2) + (0.050P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.07	(Δ/σ)max = 0.002
3467 reflections	Δρmax = 0.31 e Å^−3
141 parameters	Δρmin = −0.25 e Å^−3
0 restraints	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.228 (14)

Special details

Refinement. Refinement of F² against ALL reflections.

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

	x	y	z	Uiso*/Ueq
O1	0.41578 (9)	0.21355 (7)	0.80983 (6)	0.01458 (13)
O2	0.45829 (11)	0.53824 (8)	0.44772 (6)	0.01802 (14)
O3	0.28674 (12)	0.36003 (8)	0.35863 (6)	0.02104 (15)
O4	0.10391 (10)	0.56309 (8)	0.63264 (6)	0.01782 (14)
H5	0.140 (2)	0.5941 (18)	0.7121 (16)	0.024 (3)*
N1	0.66983 (11)	0.32450 (9)	0.97906 (7)	0.01414 (14)
H1	0.780 (3)	0.3490 (18)	1.0050 (15)	0.027 (4)*
H2	0.583 (2)	0.3632 (15)	1.0363 (13)	0.016 (3)*
H3	0.650 (2)	0.2285 (17)	0.9762 (14)	0.019 (3)*
N2	0.44802 (11)	0.40799 (9)	0.67541 (7)	0.01313 (13)
H4	0.497 (2)	0.4911 (18)	0.6662 (14)	0.018 (3)*
C1	0.65596 (13)	0.39057 (10)	0.85065 (8)	0.01568 (16)
H11	0.760 (3)	0.3670 (19)	0.7994 (16)	0.036 (5)*
H12	0.641 (3)	0.4902 (18)	0.8557 (14)	0.023 (4)*
C2	0.49261 (11)	0.32978 (9)	0.77780 (7)	0.01123 (13)
C3	0.31164 (12)	0.36014 (9)	0.58308 (7)	0.01225 (14)
H31	0.315 (2)	0.2508 (13)	0.5757 (13)	0.011 (3)*
C4	0.11779 (12)	0.40641 (10)	0.62413 (8)	0.01574 (15)
H41	0.025 (2)	0.3682 (17)	0.5610 (16)	0.029 (4)*
H42	0.085 (2)	0.3599 (15)	0.7074 (13)	0.016 (3)*
C5	0.35829 (12)	0.42557 (9)	0.45163 (7)	0.01298 (15)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.0165 (3)	0.0138 (3)	0.0134 (2)	−0.0013 (2)	−0.0007 (2)	0.0025 (2)
O2	0.0229 (3)	0.0169 (3)	0.0142 (3)	−0.0062 (3)	0.0011 (2)	0.0011 (2)
O3	0.0302 (4)	0.0214 (3)	0.0115 (2)	−0.0081 (3)	−0.0038 (2)	−0.0001 (2)
O4	0.0206 (3)	0.0194 (3)	0.0135 (3)	0.0054 (3)	−0.0023 (2)	−0.0011 (2)
N1	0.0159 (3)	0.0150 (3)	0.0115 (3)	0.0027 (3)	−0.0037 (2)	−0.0005 (2)
N2	0.0151 (3)	0.0125 (3)	0.0118 (3)	−0.0010 (3)	−0.0028 (2)	0.0027 (2)
C1	0.0161 (4)	0.0182 (4)	0.0128 (3)	−0.0031 (3)	−0.0026 (3)	0.0024 (3)
C2	0.0112 (3)	0.0129 (3)	0.0096 (3)	0.0020 (3)	0.0000 (2)	0.0000 (2)
C3	0.0152 (3)	0.0111 (3)	0.0104 (3)	−0.0011 (3)	−0.0017 (3)	0.0008 (2)
C4	0.0148 (3)	0.0179 (4)	0.0145 (3)	−0.0016 (3)	−0.0007 (3)	0.0008 (3)
C5	0.0159 (3)	0.0121 (3)	0.0110 (3)	0.0009 (3)	0.0004 (3)	0.0007 (2)

Geometric parameters (Å, º)

O1—C2	1.2424 (11)	N2—C3	1.4543 (11)
O2—C5	1.2576 (11)	N2—H4	0.841 (17)
O3—C5	1.2575 (11)	C1—C2	1.5179 (13)
O4—C4	1.4317 (12)	C1—H11	0.95 (2)
O4—H5	0.919 (17)	C1—H12	0.914 (16)
N1—C1	1.4804 (12)	C3—C4	1.5337 (13)
N1—H1	0.878 (19)	C3—C5	1.5417 (12)
N1—H2	0.939 (15)	C3—H31	0.998 (12)
N1—H3	0.885 (16)	C4—H41	1.007 (17)
N2—C2	1.3300 (11)	C4—H42	1.001 (14)
C4—O4—H5	110.0 (10)	O1—C2—C1	121.72 (7)
C1—N1—H1	104.0 (11)	N2—C2—C1	113.82 (8)
C1—N1—H2	112.7 (8)	N2—C3—C4	110.96 (7)
H1—N1—H2	108.7 (14)	N2—C3—C5	109.38 (7)
C1—N1—H3	111.0 (10)	C4—C3—C5	110.39 (7)
H1—N1—H3	114.2 (15)	N2—C3—H31	109.4 (8)
H2—N1—H3	106.4 (14)	C4—C3—H31	108.6 (8)
C2—N2—C3	123.08 (8)	C5—C3—H31	108.1 (8)
C2—N2—H4	118.1 (11)	O4—C4—C3	110.83 (7)
C3—N2—H4	118.7 (10)	O4—C4—H41	109.7 (9)
N1—C1—C2	111.41 (7)	C3—C4—H41	109.5 (10)
N1—C1—H11	111.8 (10)	O4—C4—H42	110.4 (8)
C2—C1—H11	104.6 (11)	C3—C4—H42	110.5 (9)
N1—C1—H12	110.9 (9)	H41—C4—H42	105.6 (13)
C2—C1—H12	107.3 (11)	O2—C5—O3	126.91 (8)
H11—C1—H12	110.5 (16)	O2—C5—C3	118.12 (7)
O1—C2—N2	124.38 (8)	O3—C5—C3	114.96 (8)
C3—N2—C2—O1	−4.72 (13)	N2—C3—C4—O4	61.34 (9)
C3—N2—C2—C1	172.03 (8)	C5—C3—C4—O4	−60.09 (9)
N1—C1—C2—O1	−17.92 (12)	N2—C3—C5—O2	−21.67 (11)
N1—C1—C2—N2	165.24 (7)	C4—C3—C5—O2	100.69 (9)
C2—N2—C3—C4	86.21 (10)	N2—C3—C5—O3	159.80 (8)
C2—N2—C3—C5	−151.76 (8)	C4—C3—C5—O3	−77.84 (10)

(glyser-4) Glycyl-L-serine

Crystal data

C5H10N2O4	Dx = 1.549 Mg m^−3
Mr = 162.15	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, P212121	Cell parameters from 8192 reflections
a = 7.275 (2) Å	θ = 2–35°
b = 9.097 (3) Å	µ = 0.13 mm^−1
c = 10.507 (3) Å	T = 150 K
V = 695.4 (4) Å^3	Sphere, colourless
Z = 4	0.15 mm (radius)
F(000) = 344

Data collection

Siemens SMART CCD diffractometer	6860 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.058
Graphite monochromator	θmax = 55.1°, θmin = 3.0°
Detector resolution: 8.3 pixels mm^-1	h = −16→16
Sets of exposures each taken over 0.6° ω rotation scans	k = −19→20
28767 measured reflections	l = −24→24
8721 independent reflections

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)] = 0.053	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.115	All H-atom parameters refined
S = 1.21	w = 1/[σ^2(Fo^2) + (0.0334P)^2 + 0.1007P] where P = (Fo^2 + 2Fc^2)/3
8721 reflections	(Δ/σ)max = 0.001
140 parameters	Δρmax = 0.57 e Å^−3
0 restraints	Δρmin = −0.35 e Å^−3

Special details

Refinement. Refinement of F² against ALL reflections.

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

	x	y	z	Uiso*/Ueq
O1	0.41581 (7)	0.21343 (5)	0.80993 (5)	0.01257 (7)
O2	0.45827 (9)	0.53823 (6)	0.44761 (5)	0.01621 (9)
O3	0.28672 (10)	0.36000 (7)	0.35847 (5)	0.01923 (10)
O4	0.10390 (8)	0.56301 (6)	0.63264 (5)	0.01612 (9)
H5	0.134 (2)	0.5906 (18)	0.7058 (16)	0.023 (3)*
N1	0.66985 (8)	0.32437 (7)	0.97903 (5)	0.01282 (8)
H1	0.781 (2)	0.3477 (18)	1.0056 (16)	0.025 (4)*
H2	0.583 (2)	0.3636 (16)	1.0336 (14)	0.019 (3)*
H3	0.649 (2)	0.2282 (16)	0.9762 (14)	0.015 (3)*
N2	0.44829 (8)	0.40806 (6)	0.67534 (5)	0.01151 (7)
H4	0.496 (2)	0.4900 (18)	0.6646 (15)	0.020 (3)*
C1	0.65613 (10)	0.39037 (8)	0.85067 (6)	0.01400 (9)
H11	0.762 (3)	0.3674 (19)	0.8036 (17)	0.034 (5)*
H12	0.642 (2)	0.4912 (17)	0.8576 (15)	0.021 (3)*
C2	0.49271 (8)	0.32978 (7)	0.77771 (5)	0.00968 (7)
C3	0.31173 (9)	0.36015 (7)	0.58317 (6)	0.01086 (8)
H31	0.314 (2)	0.2542 (15)	0.5763 (14)	0.015 (3)*
C4	0.11798 (9)	0.40652 (8)	0.62412 (6)	0.01423 (9)
H41	0.025 (2)	0.3701 (18)	0.5612 (17)	0.028 (4)*
H42	0.083 (2)	0.3626 (15)	0.7069 (14)	0.015 (3)*
C5	0.35835 (9)	0.42541 (7)	0.45168 (6)	0.01156 (8)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.01495 (18)	0.01106 (15)	0.01170 (16)	−0.00142 (13)	−0.00066 (14)	0.00227 (13)
O2	0.0217 (2)	0.01497 (18)	0.01202 (17)	−0.00622 (17)	0.00122 (16)	0.00074 (14)
O3	0.0287 (3)	0.0195 (2)	0.00949 (16)	−0.0078 (2)	−0.00339 (17)	−0.00016 (16)
O4	0.0186 (2)	0.0180 (2)	0.01179 (17)	0.00525 (16)	−0.00209 (15)	−0.00105 (15)
N1	0.01446 (19)	0.01337 (18)	0.01064 (17)	0.00237 (16)	−0.00341 (15)	−0.00062 (15)
N2	0.01371 (18)	0.01044 (16)	0.01038 (16)	−0.00122 (14)	−0.00266 (14)	0.00218 (13)
C1	0.0134 (2)	0.0167 (2)	0.01199 (19)	−0.00288 (18)	−0.00242 (17)	0.00189 (17)
C2	0.01051 (17)	0.01018 (16)	0.00834 (15)	0.00081 (15)	0.00002 (14)	0.00036 (14)
C3	0.0140 (2)	0.00974 (17)	0.00882 (16)	−0.00077 (16)	−0.00142 (16)	0.00073 (14)
C4	0.0128 (2)	0.0169 (2)	0.0130 (2)	−0.00216 (19)	−0.00048 (17)	0.00040 (18)
C5	0.0149 (2)	0.01111 (18)	0.00869 (16)	−0.00027 (16)	−0.00020 (16)	0.00026 (15)

Geometric parameters (Å, º)

O1—C2	1.2442 (8)	N2—C3	1.4543 (9)
O2—C5	1.2584 (9)	N2—H4	0.831 (17)
O3—C5	1.2588 (9)	C1—C2	1.5182 (9)
O4—C4	1.4301 (10)	C1—H11	0.939 (19)
O4—H5	0.838 (17)	C1—H12	0.927 (16)
N1—C1	1.4796 (10)	C3—C4	1.5330 (10)
N1—H1	0.878 (18)	C3—C5	1.5415 (9)
N1—H2	0.927 (16)	C3—H31	0.967 (14)
N1—H3	0.889 (14)	C4—H41	0.999 (17)
N2—C2	1.3298 (8)	C4—H42	0.990 (14)
C4—O4—H5	109.7 (11)	O1—C2—C1	121.58 (6)
C1—N1—H1	104.7 (11)	N2—C2—C1	113.85 (6)
C1—N1—H2	111.2 (9)	N2—C3—C4	111.03 (5)
H1—N1—H2	109.7 (14)	N2—C3—C5	109.34 (5)
C1—N1—H3	110.9 (9)	C4—C3—C5	110.36 (5)
H1—N1—H3	114.0 (15)	N2—C3—H31	109.7 (9)
H2—N1—H3	106.3 (14)	C4—C3—H31	108.1 (9)
C2—N2—C3	122.97 (6)	C5—C3—H31	108.3 (9)
C2—N2—H4	119.2 (11)	O4—C4—C3	110.94 (6)
C3—N2—H4	117.8 (11)	O4—C4—H41	108.8 (10)
N1—C1—C2	111.45 (6)	C3—C4—H41	110.0 (10)
N1—C1—H11	109.5 (11)	O4—C4—H42	109.2 (8)
C2—C1—H11	107.2 (11)	C3—C4—H42	111.8 (9)
N1—C1—H12	109.7 (10)	H41—C4—H42	105.9 (13)
C2—C1—H12	108.0 (10)	O2—C5—O3	126.75 (6)
H11—C1—H12	110.9 (15)	O2—C5—C3	118.14 (6)
O1—C2—N2	124.49 (6)	O3—C5—C3	115.09 (6)
C3—N2—C2—O1	−4.67 (10)	C5—C3—C4—O4	−60.15 (7)
N1—C1—C2—O1	−17.94 (9)	N2—C3—C5—O2	−21.79 (8)
N1—C1—C2—N2	165.21 (6)	N2—C3—C4—O4	61.25 (7)
C1—C2—N2—C3	172.08 (6)	C4—C3—C5—O2	100.61 (7)
C2—N2—C3—C4	86.23 (7)	N2—C3—C5—O3	159.83 (6)
C2—N2—C3—C5	−151.77 (6)	C4—C3—C5—O3	−77.77 (8)

(glyser-4a) Glycyl-L-serine

Crystal data

C5H10N2O4	Dx = 1.549 Mg m^−3
Mr = 162.15	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, P212121	Cell parameters from 8192 reflections
a = 7.275 (2) Å	θ = 2–35°
b = 9.097 (3) Å	µ = 0.13 mm^−1
c = 10.507 (3) Å	T = 150 K
V = 695.4 (4) Å^3	Sphere, colourless
Z = 4	0.15 mm (radius)
F(000) = 344

Data collection

Siemens SMART CCD diffractometer	8721 independent reflections
Radiation source: fine-focus sealed tube	6864 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.056
Detector resolution: 8.3 pixels mm^-1	θmax = 55.1°, θmin = 3.0°
Sets of exposures each taken over 0.6° ω rotation scans	h = −16→16
Absorption correction: empirical SADABS (Sheldrick, 1996)	k = −19→20
Tmin = 0.961, Tmax = 0.961	l = −24→24
28767 measured reflections

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)] = 0.054	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.118	All H-atom parameters refined
S = 1.21	w = 1/[σ^2(Fo^2) + (0.0363P)^2 + 0.1P] where P = (Fo^2 + 2Fc^2)/3
8721 reflections	(Δ/σ)max = 0.002
140 parameters	Δρmax = 0.60 e Å^−3
0 restraints	Δρmin = −0.34 e Å^−3

Special details

Refinement. Refinement of F² against ALL reflections.

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

	x	y	z	Uiso*/Ueq
O1	0.41580 (7)	0.21343 (6)	0.80994 (5)	0.01269 (7)
O2	0.45826 (9)	0.53825 (6)	0.44761 (5)	0.01635 (9)
O3	0.28674 (10)	0.36000 (7)	0.35846 (5)	0.01939 (10)
O4	0.10388 (8)	0.56301 (6)	0.63262 (5)	0.01626 (9)
H5	0.134 (2)	0.5901 (19)	0.7053 (17)	0.023 (4)*
N1	0.66984 (9)	0.32438 (7)	0.97903 (5)	0.01296 (8)
H1	0.780 (3)	0.347 (2)	1.0051 (17)	0.028 (4)*
H2	0.583 (2)	0.3637 (16)	1.0334 (15)	0.018 (3)*
H3	0.649 (2)	0.2273 (16)	0.9763 (14)	0.015 (3)*
N2	0.44830 (8)	0.40807 (6)	0.67535 (5)	0.01164 (7)
H4	0.496 (2)	0.4895 (19)	0.6647 (16)	0.020 (3)*
C1	0.65616 (10)	0.39036 (8)	0.85066 (7)	0.01413 (10)
H11	0.761 (3)	0.368 (2)	0.8031 (17)	0.033 (5)*
H12	0.641 (2)	0.4914 (18)	0.8572 (16)	0.022 (4)*
C2	0.49272 (8)	0.32980 (7)	0.77771 (6)	0.00980 (7)
C3	0.31175 (9)	0.36015 (7)	0.58316 (6)	0.01100 (8)
H31	0.313 (2)	0.2535 (16)	0.5761 (14)	0.016 (3)*
C4	0.11797 (10)	0.40653 (8)	0.62411 (7)	0.01438 (9)
H41	0.026 (3)	0.3701 (19)	0.5613 (17)	0.029 (4)*
H42	0.083 (2)	0.3628 (16)	0.7069 (14)	0.016 (3)*
C5	0.35835 (9)	0.42542 (7)	0.45169 (6)	0.01171 (8)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.01516 (18)	0.01114 (15)	0.01178 (16)	−0.00143 (14)	−0.00067 (14)	0.00226 (13)
O2	0.0219 (2)	0.01502 (18)	0.01214 (17)	−0.00627 (17)	0.00118 (16)	0.00075 (14)
O3	0.0290 (3)	0.0197 (2)	0.00954 (16)	−0.0079 (2)	−0.00345 (17)	−0.00014 (16)
O4	0.0189 (2)	0.0181 (2)	0.01184 (17)	0.00525 (17)	−0.00212 (16)	−0.00102 (15)
N1	0.01473 (19)	0.01349 (18)	0.01067 (17)	0.00236 (16)	−0.00341 (15)	−0.00062 (15)
N2	0.01398 (18)	0.01052 (16)	0.01043 (16)	−0.00122 (15)	−0.00271 (14)	0.00216 (14)
C1	0.0136 (2)	0.0168 (2)	0.0120 (2)	−0.00288 (18)	−0.00241 (17)	0.00189 (17)
C2	0.01080 (18)	0.01027 (17)	0.00832 (16)	0.00083 (15)	0.00001 (14)	0.00034 (14)
C3	0.0143 (2)	0.00986 (17)	0.00887 (17)	−0.00077 (16)	−0.00143 (16)	0.00072 (14)
C4	0.0130 (2)	0.0170 (2)	0.0131 (2)	−0.00212 (19)	−0.00048 (17)	0.00039 (18)
C5	0.0152 (2)	0.01121 (19)	0.00875 (17)	−0.00030 (16)	−0.00020 (16)	0.00028 (15)

Geometric parameters (Å, º)

O1—C2	1.2444 (8)	N2—C3	1.4543 (9)
O2—C5	1.2585 (9)	N2—H4	0.826 (17)
O3—C5	1.2590 (9)	C1—C2	1.5182 (10)
O4—C4	1.4300 (10)	C1—H11	0.94 (2)
O4—H5	0.831 (17)	C1—H12	0.929 (16)
N1—C1	1.4796 (10)	C3—C4	1.5332 (10)
N1—H1	0.872 (19)	C3—C5	1.5413 (9)
N1—H2	0.924 (16)	C3—H31	0.973 (14)
N1—H3	0.897 (15)	C4—H41	0.994 (18)
N2—C2	1.3297 (8)	C4—H42	0.990 (15)
C4—O4—H5	109.5 (12)	O1—C2—C1	121.57 (6)
C1—N1—H1	104.5 (12)	N2—C2—C1	113.85 (6)
C1—N1—H2	111.1 (9)	N2—C3—C4	111.02 (6)
H1—N1—H2	109.9 (15)	N2—C3—C5	109.34 (5)
C1—N1—H3	111.0 (9)	C4—C3—C5	110.35 (5)
H1—N1—H3	113.8 (15)	N2—C3—H31	110.0 (9)
H2—N1—H3	106.5 (14)	C4—C3—H31	107.9 (9)
C2—N2—C3	122.97 (6)	C5—C3—H31	108.2 (9)
C2—N2—H4	119.2 (12)	O4—C4—C3	110.94 (6)
C3—N2—H4	117.7 (12)	O4—C4—H41	109.0 (10)
N1—C1—C2	111.45 (6)	C3—C4—H41	109.7 (11)
N1—C1—H11	110.1 (11)	O4—C4—H42	109.0 (8)
C2—C1—H11	107.0 (12)	C3—C4—H42	112.1 (9)
N1—C1—H12	110.0 (10)	H41—C4—H42	106.0 (14)
C2—C1—H12	107.5 (11)	O2—C5—O3	126.73 (6)
H11—C1—H12	110.7 (16)	O2—C5—C3	118.15 (6)
O1—C2—N2	124.49 (6)	O3—C5—C3	115.10 (6)
C3—N2—C2—O1	−4.68 (10)	N2—C3—C4—O4	61.25 (7)
C3—N2—C2—C1	172.06 (6)	C5—C3—C4—O4	−60.15 (7)
N1—C1—C2—O1	−17.96 (9)	N2—C3—C5—O2	−21.78 (8)
N1—C1—C2—N2	165.19 (6)	C4—C3—C5—O2	100.61 (8)
C2—N2—C3—C4	86.24 (8)	N2—C3—C5—O3	159.82 (6)
C2—N2—C3—C5	−151.77 (6)	C4—C3—C5—O3	−77.79 (8)

(glyser-5) Glycyl-L-serine

Crystal data

C5H10N2O4	Dx = 1.549 Mg m^−3
Mr = 162.15	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, P212121	Cell parameters from 8192 reflections
a = 7.275 (2) Å	θ = 2–35°
b = 9.097 (3) Å	µ = 0.13 mm^−1
c = 10.507 (3) Å	T = 150 K
V = 695.4 (4) Å^3	Sphere, colourless
Z = 4	0.15 mm (radius)
F(000) = 344

Data collection

Siemens SMART CCD diffractometer	Rint = 0.026
Detector resolution: 8.3 pixels mm^-1	θmax = 55.3°, θmin = 3.0°
Sets of exposures each taken over 0.6° ω rotation scans	h = −16→16
29051 measured reflections	k = −19→20
8738 independent reflections	l = −24→24
8058 reflections with I > 2σ(I)

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)] = 0.028	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.074	All H-atom parameters refined
S = 1.16	w = 1/[σ^2(Fo^2) + (0.0375P)^2 + 0.020P] where P = (Fo^2 + 2Fc^2)/3
8738 reflections	(Δ/σ)max = 0.003
140 parameters	Δρmax = 0.40 e Å^−3
0 restraints	Δρmin = −0.26 e Å^−3

Special details

Refinement. Refinement of F² against ALL reflections.

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

	x	y	z	Uiso*/Ueq
O1	0.41577 (4)	0.21345 (3)	0.80981 (2)	0.01187 (3)
O2	0.45820 (4)	0.53826 (3)	0.44764 (3)	0.01538 (4)
O3	0.28690 (5)	0.35993 (4)	0.35847 (3)	0.01830 (5)
O4	0.10409 (4)	0.56308 (3)	0.63264 (3)	0.01527 (4)
H5	0.1377 (18)	0.5927 (13)	0.7093 (12)	0.026 (2)*
N1	0.66979 (4)	0.32440 (3)	0.97902 (3)	0.01219 (4)
H1	0.7776 (18)	0.3467 (13)	1.0038 (11)	0.031 (3)*
H2	0.5794 (16)	0.3643 (11)	1.0344 (10)	0.023 (2)*
H3	0.6459 (15)	0.2278 (11)	0.9765 (9)	0.019 (2)*
N2	0.44817 (4)	0.40808 (3)	0.67528 (2)	0.01081 (3)
H4	0.4975 (15)	0.4910 (11)	0.6645 (9)	0.0168 (19)*
C1	0.65612 (5)	0.39033 (4)	0.85064 (3)	0.01324 (4)
H11	0.7613 (19)	0.3670 (13)	0.8025 (12)	0.035 (3)*
H12	0.6411 (18)	0.4909 (12)	0.8584 (10)	0.024 (2)*
C2	0.49272 (4)	0.32973 (3)	0.77765 (3)	0.00905 (3)
C3	0.31186 (4)	0.36012 (3)	0.58320 (3)	0.01028 (3)
H31	0.3127 (14)	0.2534 (10)	0.5756 (10)	0.0171 (19)*
C4	0.11798 (4)	0.40676 (4)	0.62412 (3)	0.01348 (4)
H41	0.0259 (16)	0.3693 (12)	0.5623 (11)	0.025 (2)*
H42	0.0832 (15)	0.3627 (11)	0.7066 (10)	0.019 (2)*
C5	0.35834 (4)	0.42536 (3)	0.45169 (3)	0.01071 (4)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.01425 (8)	0.01031 (6)	0.01106 (7)	−0.00133 (6)	−0.00075 (6)	0.00248 (5)
O2	0.02049 (10)	0.01442 (8)	0.01123 (7)	−0.00633 (8)	0.00108 (7)	0.00070 (6)
O3	0.02787 (13)	0.01828 (10)	0.00876 (7)	−0.00797 (9)	−0.00341 (8)	−0.00011 (7)
O4	0.01751 (9)	0.01707 (9)	0.01123 (7)	0.00493 (7)	−0.00220 (7)	−0.00084 (7)
N1	0.01388 (8)	0.01276 (8)	0.00994 (7)	0.00247 (7)	−0.00340 (6)	−0.00070 (6)
N2	0.01326 (8)	0.00983 (7)	0.00934 (7)	−0.00114 (6)	−0.00250 (6)	0.00207 (6)
C1	0.01266 (9)	0.01574 (10)	0.01133 (9)	−0.00280 (8)	−0.00227 (7)	0.00188 (7)
C2	0.00996 (7)	0.00940 (7)	0.00780 (7)	0.00055 (6)	−0.00033 (6)	0.00055 (6)
C3	0.01344 (9)	0.00921 (7)	0.00819 (7)	−0.00079 (7)	−0.00130 (7)	0.00062 (6)
C4	0.01206 (9)	0.01625 (10)	0.01213 (9)	−0.00218 (8)	−0.00059 (7)	0.00061 (8)
C5	0.01405 (9)	0.01018 (8)	0.00790 (7)	−0.00055 (7)	−0.00036 (7)	0.00029 (6)

Geometric parameters (Å, º)

O1—C2	1.2436 (5)	N2—C3	1.4525 (5)
O2—C5	1.2588 (5)	N2—H4	0.843 (11)
O3—C5	1.2585 (5)	C1—C2	1.5183 (5)
O4—C4	1.4285 (6)	C1—H11	0.942 (14)
O4—H5	0.884 (12)	C1—H12	0.925 (11)
N1—C1	1.4795 (6)	C3—C4	1.5344 (6)
N1—H1	0.851 (13)	C3—C5	1.5413 (6)
N1—H2	0.950 (11)	C3—H31	0.974 (9)
N1—H3	0.897 (10)	C4—H41	0.993 (11)
N2—C2	1.3304 (5)	C4—H42	0.988 (10)
C4—O4—H5	109.9 (8)	O1—C2—C1	121.60 (3)
C1—N1—H1	104.1 (8)	N2—C2—C1	113.87 (3)
C1—N1—H2	110.9 (6)	N2—C3—C4	110.97 (3)
H1—N1—H2	111.1 (10)	N2—C3—C5	109.37 (3)
C1—N1—H3	111.0 (6)	C4—C3—C5	110.27 (3)
H1—N1—H3	114.9 (11)	N2—C3—H31	110.5 (6)
H2—N1—H3	105.0 (10)	C4—C3—H31	107.7 (6)
C2—N2—C3	122.95 (3)	C5—C3—H31	108.0 (6)
C2—N2—H4	119.0 (7)	O4—C4—C3	110.97 (3)
C3—N2—H4	118.0 (7)	O4—C4—H41	109.6 (6)
N1—C1—C2	111.47 (3)	C3—C4—H41	110.0 (7)
N1—C1—H11	110.1 (8)	O4—C4—H42	109.3 (6)
C2—C1—H11	106.4 (8)	C3—C4—H42	111.7 (6)
N1—C1—H12	109.2 (7)	H41—C4—H42	105.2 (9)
C2—C1—H12	108.2 (8)	O3—C5—O2	126.72 (3)
H11—C1—H12	111.4 (11)	O3—C5—C3	115.14 (3)
O1—C2—N2	124.45 (3)	O2—C5—C3	118.11 (3)
C3—N2—C2—O1	−4.79 (5)	C5—C3—C4—O4	−60.18 (3)
N1—C1—C2—O1	−17.94 (4)	N2—C3—C5—O3	159.80 (3)
N1—C1—C2—N2	165.13 (3)	C4—C3—C5—O3	−77.90 (4)
C1—C2—N2—C3	172.04 (3)	N2—C3—C5—O2	−21.76 (4)
C2—N2—C3—C4	86.41 (4)	N2—C3—C4—O4	61.16 (3)
C2—N2—C3—C5	−151.73 (3)	C4—C3—C5—O2	100.53 (4)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···O1^i	0.851 (13)	2.268 (12)	2.8712 (7)	128.0 (11)
N1—H1···O2^ii	0.851 (13)	2.267 (13)	2.9991 (8)	144.3 (11)
N1—H2···O4^iii	0.950 (11)	1.812 (11)	2.7610 (7)	176.3 (10)
N1—H3···O2^iv	0.897 (10)	2.045 (10)	2.8899 (8)	152.5 (9)
N2—H4···O1^v	0.843 (11)	2.137 (11)	2.9532 (9)	163.0 (9)
O4—H5···O3^iii	0.884 (12)	1.716 (12)	2.5980 (8)	176.1 (12)

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