It is shown that the dynamic electron density corresponding to a structure model can be computed by inverse Fourier transform of accurately calculated structure factors, employing the method of fast Fourier transform. Maps free of series-termination effects are obtained for resolutions better than 0.04 Å in direct space, corresponding to resolutions larger than 6 Å−1 in reciprocal space. Multipole (MP) models of α-glycine and D,L-serine at different temperatures have been determined by refinement against X-ray diffraction data obtained from the scientific literature. The successful construction of dynamic electron densities is demonstrated by their topological properties, which indicate local maxima and bond-critical points (BCPs) at positions expected on the basis of the corresponding static electron densities, while non-atomic maxima have not been found. Density values near atomic maxima are much smaller in dynamic than in static electron densities. Static and low-temperature (∼20 K) dynamic electron-density maps are found to be surprisingly similar in the low-density regions. Especially at BCPs, values of the ∼20 K dynamic density maps are only slightly smaller than values of the corresponding static density maps. The major effect of these zero-point vibrations is a modification of the second derivatives of the density, which is most pronounced for values at the BCPs of polar C—O bonds. Nevertheless, dynamic MP electron densities provide an estimate of reasonable accuracy for the topological properties at BCPs of the corresponding static electron densities. The difference between static and dynamic electron densities increases with increasing temperature. These differences might provide information on temperature-dependent molecular or solid-state properties like chemical stability and reactivity. In regions of still lower densities, like in hydrogen bonds, static and dynamic electron densities have similar appearances within the complete range of temperatures that have been considered (20–298 K), providing similar values of both the density and its Laplacian at BCPs in static and dynamic electron densities at all temperatures.
Supporting information
CCDC references: 904958; 904959; 904960; 904961
For all compounds, program(s) used to refine structure: Volkov et al., (2006); molecular graphics: Volkov et al., (2006); software used to prepare material for publication: Volkov et al., (2006).
Crystal data top
C2H5NO2 | V = 303.16 (18) Å3 |
Mr = 75.1 | Z = 4 |
Monoclinic, P21/n | F(000) = 160 |
Hall symbol: -P 2yabc | Mo Kα radiation, λ = 0.71073 Å |
a = 5.087 (2) Å | µ = 0.15 mm−1 |
b = 11.773 (3) Å | T = 23 K |
c = 5.460 (2) Å | × × mm |
β = 111.990 (15)° | |
Data collection top
3822 independent reflections | k = ?→? |
3603 reflections with F > 3σ F | l = ?→? |
h = ?→? | |
Refinement top
Refinement on F | 0 restraints |
Least-squares matrix: full | w1 = 1/[s2(Fo)] |
R[F2 > 2σ(F2)] = 0.012 | (Δ/σ)max < 0.001 |
wR(F2) = 0.015 | Δρmax = 0.15 e Å−3 |
S = 1.18 | Δρmin = −0.13 e Å−3 |
3603 reflections | Extinction correction: Becker-Coppens type 1 Lorentzian anisotropic, Becker, P.J. & Coppens, P. (1974) Acta Cryst., A30, 129-153. |
130 parameters | |
Crystal data top
C2H5NO2 | V = 303.16 (18) Å3 |
Mr = 75.1 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 5.087 (2) Å | µ = 0.15 mm−1 |
b = 11.773 (3) Å | T = 23 K |
c = 5.460 (2) Å | × × mm |
β = 111.990 (15)° | |
Data collection top
3822 independent reflections | 3603 reflections with F > 3σ F |
Refinement top
R[F2 > 2σ(F2)] = 0.012 | 130 parameters |
wR(F2) = 0.015 | 0 restraints |
S = 1.18 | Δρmax = 0.15 e Å−3 |
3603 reflections | Δρmin = −0.13 e Å−3 |
Special details top
Experimental. Destro, R., Roversi, P., Barzaghi, M., Marsh, R. E. (2000). J. Phys. Chem. A, 104 (5), 1047–1054. |
Refinement. Ext coef(1) = 0.12107E+01 0.64593E-01 ext coef(2) = 0.99705E-01 0.63392E-02 ext coef(3) = 0.62779E+00 0.36474E-01 ext coef(4) = −0.15660E+00 0.23354E-01 ext coef(5) = −0.19481E+00 0.43817E-01 ext coef(6) = −0.11777E+00 0.21611E-01 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
O(1) | 0.302156 (19) | 0.093778 (7) | 0.236474 (19) | 0.006 | |
O(2) | −0.155320 (19) | 0.142400 (7) | 0.10657 (2) | 0.006 | |
N | 0.294958 (17) | 0.088387 (7) | −0.259561 (16) | 0.005 | |
C(1) | 0.069329 (18) | 0.125159 (8) | 0.065779 (18) | 0.004 | |
C(2) | 0.057957 (19) | 0.145858 (8) | −0.214077 (18) | 0.005 | |
H(4) | 0.074477 | 0.237111 | −0.241188 | 0.02009 (2)* | |
H(5) | −0.140167 | 0.1137 | −0.360019 | 0.01809 (2)* | |
H(1) | 0.277937 | 0.099696 | −0.452556 | 0.01911 (2)* | |
H(2) | 0.489321 | 0.118996 | −0.134753 | 0.01511 (2)* | |
H(3) | 0.290225 | 0.002489 | −0.222836 | 0.01611 (2)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O(1) | 0.00483 (3) | 0.00800 (3) | 0.00403 (3) | 0.001313 (17) | 0.00146 (2) | 0.000892 (18) |
O(2) | 0.00453 (3) | 0.00847 (3) | 0.00595 (3) | 0.000394 (17) | 0.00305 (2) | −0.000393 (19) |
N | 0.00519 (3) | 0.00658 (3) | 0.00432 (3) | 0.000974 (18) | 0.002341 (19) | 0.000239 (18) |
C(1) | 0.00387 (3) | 0.00459 (3) | 0.00381 (3) | 0.000101 (18) | 0.00184 (2) | 0.000050 (19) |
C(2) | 0.00491 (3) | 0.00593 (3) | 0.00415 (3) | 0.000897 (19) | 0.00203 (2) | 0.00075 (2) |
Geometric parameters (Å, º) top
O(1)—C(1) | 1.2574 (1) | N—H(3) | 1.0330 (1) |
O(2)—C(1) | 1.2598 (1) | C(1)—C(2) | 1.5267 (1) |
N—H(1) | 1.0330 (1) | C(2)—H(4) | 1.0920 (1) |
N—H(2) | 1.0330 (1) | C(2)—H(5) | 1.0920 (1) |
| | | |
H(1)—N—H(2) | 108.773 (7) | O(2)—C(1)—C(2) | 117.013 (9) |
H(1)—N—H(3) | 108.966 (8) | C(1)—C(2)—H(4) | 108.462 (8) |
H(2)—N—H(3) | 107.433 (7) | C(1)—C(2)—H(5) | 110.710 (8) |
O(1)—C(1)—O(2) | 125.541 (10) | H(4)—C(2)—H(5) | 109.817 (8) |
O(1)—C(1)—C(2) | 117.441 (8) | | |
(ser20K) (±) 2-Amino-3-hydroxypropionic acid
top
Crystal data top
C3H7NO3 | V = 453.13 (9) Å3 |
Mr = 105.10 | Z = 4 |
Monoclinic, P21/a | F(000) = 224.0 |
Hall symbol: -P 2yab | Melting point: 235 K |
a = 10.7764 (10) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 9.1947 (9) Å | µ = 0.14 mm−1 |
c = 4.7788 (5) Å | T = 20 K |
β = 106.87 (2)° | × × mm |
Data collection top
5136 independent reflections | k = ?→? |
4288 reflections with F > 4σ F | l = ?→? |
h = ?→? | |
Refinement top
Refinement on F | 176 parameters |
Least-squares matrix: full | 0 restraints |
R[F2 > 2σ(F2)] = 0.018 | w1 = 1/[s2(Fo)] |
wR(F2) = 0.02 | (Δ/σ)max < 0.001 |
S = 1.17 | Δρmax = 0.21 e Å−3 |
4288 reflections | Δρmin = −0.22 e Å−3 |
Crystal data top
C3H7NO3 | V = 453.13 (9) Å3 |
Mr = 105.10 | Z = 4 |
Monoclinic, P21/a | Mo Kα radiation |
a = 10.7764 (10) Å | µ = 0.14 mm−1 |
b = 9.1947 (9) Å | T = 20 K |
c = 4.7788 (5) Å | × × mm |
β = 106.87 (2)° | |
Data collection top
5136 independent reflections | 4288 reflections with F > 4σ F |
Refinement top
R[F2 > 2σ(F2)] = 0.018 | 176 parameters |
wR(F2) = 0.02 | 0 restraints |
S = 1.17 | Δρmax = 0.21 e Å−3 |
4288 reflections | Δρmin = −0.22 e Å−3 |
Special details top
Experimental. Dittrich, B., Hubschle, C. B., Messerschmidt, M., Kalinowski, R., Girnt, D., Luger, P. (2005). Acta Cryst. A61(3), 314–320. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
O(1) | 0.658650 (19) | 0.40702 (2) | 0.42745 (5) | 0.007 | |
O(2) | 0.828784 (19) | 0.51098 (2) | 0.75172 (5) | 0.008 | |
O(3) | 0.928784 (16) | 0.17539 (2) | 0.72153 (5) | 0.008 | |
N(1) | 0.653248 (16) | 0.173453 (19) | 0.74381 (4) | 0.006 | |
C(1) | 0.746463 (18) | 0.41044 (2) | 0.66617 (5) | 0.005 | |
C(2) | 0.754452 (17) | 0.28354 (2) | 0.87882 (4) | 0.005 | |
C(3) | 0.889489 (18) | 0.21634 (2) | 0.96980 (5) | 0.007 | |
H(2) | 0.731223 | 0.326632 | 1.072184 | 0.01572 (4)* | |
H(11) | 0.565118 | 0.22685 | 0.687139 | 0.01525 (4)* | |
H(12) | 0.650363 | 0.095267 | 0.897025 | 0.01671 (4)* | |
H(13) | 0.665084 | 0.12258 | 0.560525 | 0.01503 (4)* | |
H(31) | 0.958534 | 0.297288 | 1.090882 | 0.01485 (4)* | |
H(32) | 0.893099 | 0.12416 | 1.116024 | 0.01664 (4)* | |
H(4) | 0.903689 | 0.075094 | 0.677282 | 0.01510 (4)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O(1) | 0.00857 (5) | 0.00717 (5) | 0.00560 (7) | −0.00048 (5) | 0.00032 (5) | 0.00105 (5) |
O(2) | 0.00923 (5) | 0.00662 (5) | 0.00685 (7) | −0.00221 (5) | 0.00203 (5) | −0.00040 (5) |
O(3) | 0.00737 (5) | 0.00787 (6) | 0.00979 (7) | −0.00109 (4) | 0.00434 (5) | −0.00221 (5) |
N(1) | 0.00610 (4) | 0.00615 (5) | 0.00650 (6) | −0.00009 (4) | 0.00222 (4) | 0.00059 (4) |
C(1) | 0.00656 (5) | 0.00517 (5) | 0.00487 (7) | −0.00024 (4) | 0.00190 (4) | 0.00006 (4) |
C(2) | 0.00613 (5) | 0.00575 (5) | 0.00486 (7) | 0.00030 (4) | 0.00205 (4) | 0.00026 (4) |
C(3) | 0.00595 (5) | 0.00783 (6) | 0.00616 (8) | 0.00049 (4) | 0.00137 (4) | 0.00033 (4) |
Geometric parameters (Å, º) top
O(1)—C(1) | 1.2535 (3) | N(1)—H(13) | 1.0330 (2) |
O(2)—C(1) | 1.2642 (3) | C(1)—C(2) | 1.5332 (3) |
O(3)—C(3) | 1.4214 (3) | C(2)—C(3) | 1.5236 (3) |
O(3)—H(4) | 0.9670 (2) | C(2)—H(2) | 1.0990 (2) |
N(1)—H(11) | 1.0330 (2) | C(3)—H(31) | 1.0920 (2) |
N(1)—H(12) | 1.0330 (2) | C(3)—H(32) | 1.0920 (2) |
| | | |
C(3)—O(3)—H(4) | 107.64 (2) | C(1)—C(2)—H(2) | 107.473 (16) |
H(11)—N(1)—H(12) | 107.584 (15) | C(3)—C(2)—H(2) | 109.755 (16) |
H(11)—N(1)—H(13) | 108.861 (16) | O(3)—C(3)—C(2) | 111.130 (17) |
H(12)—N(1)—H(13) | 108.807 (16) | O(3)—C(3)—H(31) | 107.495 (17) |
O(1)—C(1)—O(2) | 125.89 (2) | O(3)—C(3)—H(32) | 111.382 (18) |
O(1)—C(1)—C(2) | 117.804 (19) | C(2)—C(3)—H(31) | 108.803 (17) |
O(2)—C(1)—C(2) | 116.29 (2) | C(2)—C(3)—H(32) | 110.555 (16) |
C(1)—C(2)—C(3) | 111.287 (16) | H(31)—C(3)—H(32) | 107.318 (18) |
(ser100K) (±) 2-Amino-3-hydroxypropionic acid
top
Crystal data top
C3H7NO3 | V = 452.83 (9) Å3 |
Mr = 105.10 | Z = 4 |
Monoclinic, P21/a | F(000) = 224.0 |
Hall symbol: -P 2yab | Melting point: 235 K |
a = 10.7621 (10) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 9.1771 (9) Å | µ = 0.14 mm−1 |
c = 4.7883 (5) Å | T = 100 K |
β = 106.76 (2)° | × × mm |
Data collection top
5146 independent reflections | k = ?→? |
4101 reflections with F > 4σ F | l = ?→? |
h = ?→? | |
Refinement top
Refinement on F | 64 parameters |
Least-squares matrix: full | 0 restraints |
R[F2 > 2σ(F2)] = 0.021 | w1 = 1/[s2(Fo)] |
wR(F2) = 0.022 | (Δ/σ)max < 0.001 |
S = 1.13 | Δρmax = 0.21 e Å−3 |
4101 reflections | Δρmin = −0.21 e Å−3 |
Crystal data top
C3H7NO3 | V = 452.83 (9) Å3 |
Mr = 105.10 | Z = 4 |
Monoclinic, P21/a | Mo Kα radiation |
a = 10.7621 (10) Å | µ = 0.14 mm−1 |
b = 9.1771 (9) Å | T = 100 K |
c = 4.7883 (5) Å | × × mm |
β = 106.76 (2)° | |
Data collection top
5146 independent reflections | 4101 reflections with F > 4σ F |
Refinement top
R[F2 > 2σ(F2)] = 0.021 | 64 parameters |
wR(F2) = 0.022 | 0 restraints |
S = 1.13 | Δρmax = 0.21 e Å−3 |
4101 reflections | Δρmin = −0.21 e Å−3 |
Special details top
Experimental. Dittrich, B., Hubschle, C. B., Messerschmidt, M., Kalinowski, R., Girnt, D., Luger, P. (2005). Acta Cryst. A61(3), 314–320. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
O(1) | 0.659724 (19) | 0.40588 (2) | 0.42812 (4) | 0.012 | |
O(2) | 0.82961 (2) | 0.50982 (2) | 0.75171 (4) | 0.013 | |
O(3) | 0.929429 (18) | 0.17380 (2) | 0.72357 (5) | 0.013 | |
N(1) | 0.652944 (18) | 0.17256 (2) | 0.74414 (4) | 0.009 | |
C(1) | 0.74714 (2) | 0.40934 (2) | 0.66645 (5) | 0.009 | |
C(2) | 0.754471 (19) | 0.28247 (2) | 0.87864 (5) | 0.009 | |
C(3) | 0.88933 (2) | 0.21473 (3) | 0.97022 (5) | 0.011 | |
H(2) | 0.731349 | 0.324338 | 1.072849 | 0.01968 (3)* | |
H(11) | 0.565864 | 0.228301 | 0.685097 | 0.01922 (3)* | |
H(12) | 0.652174 | 0.095362 | 0.90064 | 0.02068 (3)* | |
H(13) | 0.664289 | 0.122104 | 0.560191 | 0.01900 (3)* | |
H(31) | 0.957988 | 0.29595 | 1.091859 | 0.01974 (4)* | |
H(32) | 0.889953 | 0.122738 | 1.115263 | 0.02154 (4)* | |
H(4) | 0.901823 | 0.074007 | 0.679763 | 0.02132 (4)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O(1) | 0.01436 (6) | 0.01070 (5) | 0.00929 (7) | −0.00058 (4) | 0.00106 (4) | 0.00176 (4) |
O(2) | 0.01601 (6) | 0.01031 (5) | 0.01119 (7) | −0.00367 (4) | 0.00373 (5) | −0.00089 (5) |
O(3) | 0.01094 (5) | 0.01218 (5) | 0.01745 (8) | −0.00224 (4) | 0.00720 (5) | −0.00422 (5) |
N(1) | 0.00918 (5) | 0.00926 (5) | 0.01024 (7) | 0.00054 (4) | 0.00353 (4) | 0.00127 (5) |
C(1) | 0.01126 (6) | 0.00802 (5) | 0.00803 (7) | −0.00022 (5) | 0.00348 (5) | −0.00014 (5) |
C(2) | 0.00983 (6) | 0.00918 (5) | 0.00763 (7) | 0.00067 (4) | 0.00337 (5) | 0.00031 (5) |
C(3) | 0.00929 (6) | 0.01230 (7) | 0.01059 (8) | 0.00058 (5) | 0.00211 (5) | 0.00038 (6) |
Geometric parameters (Å, º) top
O(1)—C(1) | 1.2526 (3) | N(1)—H(13) | 1.0330 (2) |
O(2)—C(1) | 1.2632 (3) | C(1)—C(2) | 1.5323 (3) |
O(3)—C(3) | 1.4199 (3) | C(2)—C(3) | 1.5226 (3) |
O(3)—H(4) | 0.9670 (2) | C(2)—H(2) | 1.0990 (2) |
N(1)—H(11) | 1.0330 (2) | C(3)—H(31) | 1.0920 (2) |
N(1)—H(12) | 1.0330 (2) | C(3)—H(32) | 1.0920 (2) |
| | | |
C(3)—O(3)—H(4) | 106.433 (18) | C(1)—C(2)—H(2) | 108.329 (17) |
H(11)—N(1)—H(12) | 109.980 (17) | C(3)—C(2)—H(2) | 109.193 (18) |
H(11)—N(1)—H(13) | 108.037 (18) | O(3)—C(3)—C(2) | 111.198 (19) |
H(12)—N(1)—H(13) | 109.805 (17) | O(3)—C(3)—H(31) | 107.640 (18) |
O(1)—C(1)—O(2) | 125.87 (2) | O(3)—C(3)—H(32) | 112.14 (2) |
O(1)—C(1)—C(2) | 117.799 (19) | C(2)—C(3)—H(31) | 108.486 (19) |
O(2)—C(1)—C(2) | 116.32 (2) | C(2)—C(3)—H(32) | 109.223 (18) |
C(1)—C(2)—C(3) | 111.327 (17) | H(31)—C(3)—H(32) | 108.02 (2) |
(ser298K) (±) 2-Amino-3-hydroxypropionic acid
top
Crystal data top
C3H7NO3 | V = 454.83 (7) Å3 |
Mr = 105.10 | Z = 4 |
Monoclinic, P21/a | F(000) = 224.0 |
Hall symbol: -P 2yab | Melting point: 235 K |
a = 10.7355 (9) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 9.1456 (7) Å | µ = 0.14 mm−1 |
c = 4.8304 (4) Å | T = 298 K |
β = 106.46 (1)° | × × mm |
Data collection top
3551 independent reflections | k = ?→? |
2707 reflections with F > 4σ F | l = ?→? |
h = ?→? | |
Refinement top
Refinement on F | 64 parameters |
Least-squares matrix: full | 0 restraints |
R[F2 > 2σ(F2)] = 0.021 | w1 = 1/[s2(Fo)] |
wR(F2) = 0.024 | (Δ/σ)max < 0.001 |
S = 1.28 | Δρmax = 0.23 e Å−3 |
2707 reflections | Δρmin = −0.19 e Å−3 |
Crystal data top
C3H7NO3 | V = 454.83 (7) Å3 |
Mr = 105.10 | Z = 4 |
Monoclinic, P21/a | Mo Kα radiation |
a = 10.7355 (9) Å | µ = 0.14 mm−1 |
b = 9.1456 (7) Å | T = 298 K |
c = 4.8304 (4) Å | × × mm |
β = 106.46 (1)° | |
Data collection top
3551 independent reflections | 2707 reflections with F > 4σ F |
Refinement top
R[F2 > 2σ(F2)] = 0.021 | 64 parameters |
wR(F2) = 0.024 | 0 restraints |
S = 1.28 | Δρmax = 0.23 e Å−3 |
2707 reflections | Δρmin = −0.19 e Å−3 |
Special details top
Experimental. Dittrich, B., Hubschle, C. B., Messerschmidt, M., Kalinowski, R., Girnt, D., Luger, P. (2005). Acta Cryst. A61(3), 314–320. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
O(1) | 0.66397 (3) | 0.40211 (3) | 0.43076 (6) | 0.03 | |
O(2) | 0.83200 (3) | 0.50586 (3) | 0.75257 (6) | 0.032 | |
O(3) | 0.93155 (3) | 0.16864 (4) | 0.72981 (7) | 0.032 | |
N(1) | 0.65237 (3) | 0.16996 (3) | 0.74432 (6) | 0.022 | |
C(1) | 0.74966 (3) | 0.40566 (4) | 0.66747 (7) | 0.021 | |
C(2) | 0.75487 (3) | 0.27888 (4) | 0.87757 (6) | 0.02 | |
C(3) | 0.88893 (4) | 0.20941 (4) | 0.97051 (8) | 0.026 | |
H(2) | 0.730707 | 0.322027 | 1.068362 | 0.03380 (6)* | |
H(11) | 0.565254 | 0.225973 | 0.686709 | 0.03440 (6)* | |
H(12) | 0.649044 | 0.09185 | 0.896528 | 0.03585 (6)* | |
H(13) | 0.663425 | 0.117974 | 0.562892 | 0.03418 (6)* | |
H(31) | 0.95842 | 0.289608 | 1.092445 | 0.03745 (8)* | |
H(32) | 0.890776 | 0.117572 | 1.116098 | 0.03924 (8)* | |
H(4) | 0.904003 | 0.0693 | 0.677044 | 0.04484 (9)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
O(1) | 0.03760 (14) | 0.02487 (12) | 0.02259 (10) | −0.00134 (10) | 0.00244 (9) | 0.00495 (8) |
O(2) | 0.04219 (16) | 0.02420 (12) | 0.02794 (11) | −0.00979 (11) | 0.00905 (11) | −0.00228 (9) |
O(3) | 0.02498 (12) | 0.02896 (13) | 0.04543 (16) | −0.00587 (10) | 0.01707 (11) | −0.01096 (12) |
N(1) | 0.02135 (10) | 0.02077 (11) | 0.02450 (11) | 0.00184 (9) | 0.00800 (8) | 0.00355 (9) |
C(1) | 0.02822 (14) | 0.01786 (11) | 0.01941 (10) | −0.00021 (10) | 0.00866 (9) | −0.00053 (8) |
C(2) | 0.02380 (12) | 0.02071 (12) | 0.01745 (9) | 0.00171 (9) | 0.00783 (8) | 0.00058 (8) |
C(3) | 0.02201 (13) | 0.02866 (16) | 0.02578 (13) | 0.00120 (11) | 0.00377 (10) | 0.00145 (11) |
Geometric parameters (Å, º) top
O(1)—C(1) | 1.2485 (4) | N(1)—H(13) | 1.0330 (3) |
O(2)—C(1) | 1.2586 (5) | C(1)—C(2) | 1.5314 (4) |
O(3)—C(3) | 1.4149 (5) | C(2)—C(3) | 1.5200 (5) |
O(3)—H(4) | 0.9670 (3) | C(2)—H(2) | 1.0990 (3) |
N(1)—H(11) | 1.0330 (3) | C(3)—H(31) | 1.0920 (4) |
N(1)—H(12) | 1.0330 (3) | C(3)—H(32) | 1.0920 (4) |
| | | |
C(3)—O(3)—H(4) | 108.55 (3) | C(1)—C(2)—H(2) | 108.11 (3) |
H(11)—N(1)—H(12) | 108.87 (3) | C(3)—C(2)—H(2) | 109.33 (3) |
H(11)—N(1)—H(13) | 108.21 (3) | O(3)—C(3)—C(2) | 111.53 (3) |
H(12)—N(1)—H(13) | 108.72 (3) | O(3)—C(3)—H(31) | 106.84 (3) |
O(1)—C(1)—O(2) | 125.81 (3) | O(3)—C(3)—H(32) | 112.05 (3) |
O(1)—C(1)—C(2) | 117.80 (3) | C(2)—C(3)—H(31) | 108.88 (3) |
O(2)—C(1)—C(2) | 116.39 (3) | C(2)—C(3)—H(32) | 110.77 (3) |
C(1)—C(2)—C(3) | 111.46 (3) | H(31)—C(3)—H(32) | 106.52 (3) |
Experimental details
| (glycine) | (ser20K) | (ser100K) | (ser298K) |
Crystal data |
Chemical formula | C2H5NO2 | C3H7NO3 | C3H7NO3 | C3H7NO3 |
Mr | 75.1 | 105.10 | 105.10 | 105.10 |
Crystal system, space group | Monoclinic, P21/n | Monoclinic, P21/a | Monoclinic, P21/a | Monoclinic, P21/a |
Temperature (K) | 23 | 20 | 100 | 298 |
a, b, c (Å) | 5.087 (2), 11.773 (3), 5.460 (2) | 10.7764 (10), 9.1947 (9), 4.7788 (5) | 10.7621 (10), 9.1771 (9), 4.7883 (5) | 10.7355 (9), 9.1456 (7), 4.8304 (4) |
β (°) | 111.990 (15) | 106.87 (2) | 106.76 (2) | 106.46 (1) |
V (Å3) | 303.16 (18) | 453.13 (9) | 452.83 (9) | 454.83 (7) |
Z | 4 | 4 | 4 | 4 |
Radiation type | Mo Kα | Mo Kα | Mo Kα | Mo Kα |
µ (mm−1) | 0.15 | 0.14 | 0.14 | 0.14 |
Crystal size (mm) | × × | × × | × × | × × |
|
Data collection |
Diffractometer | ? | ? | ? | ? |
Absorption correction | ? | ? | ? | ? |
No. of measured, independent and observed reflections | ?, 3822, 3603 (F > 3σ F) | ?, 5136, 4288 (F > 4σ F) | ?, 5146, 4101 (F > 4σ F) | ?, 3551, 2707 (F > 4σ F) |
Rint | ? | ? | ? | ? |
|
Refinement |
R[F2 > 2σ(F2)], wR(F2), S | 0.012, 0.015, 1.18 | 0.018, 0.02, 1.17 | 0.021, 0.022, 1.13 | 0.021, 0.024, 1.28 |
No. of reflections | 3603 | 4288 | 4101 | 2707 |
No. of parameters | 130 | 176 | 64 | 64 |
Δρmax, Δρmin (e Å−3) | 0.15, −0.13 | 0.21, −0.22 | 0.21, −0.21 | 0.23, −0.19 |
Selected geometric parameters (Å, º) for (glycine) topO(1)—C(1) | 1.2574 (1) | N—H(3) | 1.0330 (1) |
O(2)—C(1) | 1.2598 (1) | C(1)—C(2) | 1.5267 (1) |
N—H(1) | 1.0330 (1) | C(2)—H(4) | 1.0920 (1) |
N—H(2) | 1.0330 (1) | C(2)—H(5) | 1.0920 (1) |
| | | |
H(1)—N—H(2) | 108.773 (7) | O(2)—C(1)—C(2) | 117.013 (9) |
H(1)—N—H(3) | 108.966 (8) | C(1)—C(2)—H(4) | 108.462 (8) |
H(2)—N—H(3) | 107.433 (7) | C(1)—C(2)—H(5) | 110.710 (8) |
O(1)—C(1)—O(2) | 125.541 (10) | H(4)—C(2)—H(5) | 109.817 (8) |
O(1)—C(1)—C(2) | 117.441 (8) | | |
Selected geometric parameters (Å, º) for (ser20K) topO(1)—C(1) | 1.2535 (3) | N(1)—H(13) | 1.0330 (2) |
O(2)—C(1) | 1.2642 (3) | C(1)—C(2) | 1.5332 (3) |
O(3)—C(3) | 1.4214 (3) | C(2)—C(3) | 1.5236 (3) |
O(3)—H(4) | 0.9670 (2) | C(2)—H(2) | 1.0990 (2) |
N(1)—H(11) | 1.0330 (2) | C(3)—H(31) | 1.0920 (2) |
N(1)—H(12) | 1.0330 (2) | C(3)—H(32) | 1.0920 (2) |
| | | |
C(3)—O(3)—H(4) | 107.64 (2) | C(1)—C(2)—H(2) | 107.473 (16) |
H(11)—N(1)—H(12) | 107.584 (15) | C(3)—C(2)—H(2) | 109.755 (16) |
H(11)—N(1)—H(13) | 108.861 (16) | O(3)—C(3)—C(2) | 111.130 (17) |
H(12)—N(1)—H(13) | 108.807 (16) | O(3)—C(3)—H(31) | 107.495 (17) |
O(1)—C(1)—O(2) | 125.89 (2) | O(3)—C(3)—H(32) | 111.382 (18) |
O(1)—C(1)—C(2) | 117.804 (19) | C(2)—C(3)—H(31) | 108.803 (17) |
O(2)—C(1)—C(2) | 116.29 (2) | C(2)—C(3)—H(32) | 110.555 (16) |
C(1)—C(2)—C(3) | 111.287 (16) | H(31)—C(3)—H(32) | 107.318 (18) |
Selected geometric parameters (Å, º) for (ser100K) topO(1)—C(1) | 1.2526 (3) | N(1)—H(13) | 1.0330 (2) |
O(2)—C(1) | 1.2632 (3) | C(1)—C(2) | 1.5323 (3) |
O(3)—C(3) | 1.4199 (3) | C(2)—C(3) | 1.5226 (3) |
O(3)—H(4) | 0.9670 (2) | C(2)—H(2) | 1.0990 (2) |
N(1)—H(11) | 1.0330 (2) | C(3)—H(31) | 1.0920 (2) |
N(1)—H(12) | 1.0330 (2) | C(3)—H(32) | 1.0920 (2) |
| | | |
C(3)—O(3)—H(4) | 106.433 (18) | C(1)—C(2)—H(2) | 108.329 (17) |
H(11)—N(1)—H(12) | 109.980 (17) | C(3)—C(2)—H(2) | 109.193 (18) |
H(11)—N(1)—H(13) | 108.037 (18) | O(3)—C(3)—C(2) | 111.198 (19) |
H(12)—N(1)—H(13) | 109.805 (17) | O(3)—C(3)—H(31) | 107.640 (18) |
O(1)—C(1)—O(2) | 125.87 (2) | O(3)—C(3)—H(32) | 112.14 (2) |
O(1)—C(1)—C(2) | 117.799 (19) | C(2)—C(3)—H(31) | 108.486 (19) |
O(2)—C(1)—C(2) | 116.32 (2) | C(2)—C(3)—H(32) | 109.223 (18) |
C(1)—C(2)—C(3) | 111.327 (17) | H(31)—C(3)—H(32) | 108.02 (2) |
Selected geometric parameters (Å, º) for (ser298K) topO(1)—C(1) | 1.2485 (4) | N(1)—H(13) | 1.0330 (3) |
O(2)—C(1) | 1.2586 (5) | C(1)—C(2) | 1.5314 (4) |
O(3)—C(3) | 1.4149 (5) | C(2)—C(3) | 1.5200 (5) |
O(3)—H(4) | 0.9670 (3) | C(2)—H(2) | 1.0990 (3) |
N(1)—H(11) | 1.0330 (3) | C(3)—H(31) | 1.0920 (4) |
N(1)—H(12) | 1.0330 (3) | C(3)—H(32) | 1.0920 (4) |
| | | |
C(3)—O(3)—H(4) | 108.55 (3) | C(1)—C(2)—H(2) | 108.11 (3) |
H(11)—N(1)—H(12) | 108.87 (3) | C(3)—C(2)—H(2) | 109.33 (3) |
H(11)—N(1)—H(13) | 108.21 (3) | O(3)—C(3)—C(2) | 111.53 (3) |
H(12)—N(1)—H(13) | 108.72 (3) | O(3)—C(3)—H(31) | 106.84 (3) |
O(1)—C(1)—O(2) | 125.81 (3) | O(3)—C(3)—H(32) | 112.05 (3) |
O(1)—C(1)—C(2) | 117.80 (3) | C(2)—C(3)—H(31) | 108.88 (3) |
O(2)—C(1)—C(2) | 116.39 (3) | C(2)—C(3)—H(32) | 110.77 (3) |
C(1)—C(2)—C(3) | 111.46 (3) | H(31)—C(3)—H(32) | 106.52 (3) |