The title copper complex, [Cu(DL-DAP)2(H2O)2]·2H2O or [Cu(C3H7N2O2)2(H2O)2]·2H2O, prepared from the non-protein amino acid DL-2,3-diaminopropionic acid (DL-HDAP), has a center of symmetry and a distorted octahedral coordination, with four N atoms in equatorial positions and two water molecules in apical sites. The water molecule of crystallization is hydrogen bonded to the deprotonated carboxylate group of the ligand.
Supporting information
CCDC reference: 140658
Data collection: CAD-4-PC (Enraf–Nonius, 1992); cell refinement: CAD-4-PC; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: DIRDIF96 (Beurskens et al., 1996); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
Crystal data top
[Cu(C3H7N2O2)2(H2O)2]·2H2O | Z = 1 |
Mr = 341.82 | F(000) = 179 |
Triclinic, P1 | Dx = 1.746 Mg m−3 |
a = 6.507 (1) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 7.448 (2) Å | Cell parameters from 25 reflections |
c = 7.735 (2) Å | θ = 11.0–13.7° |
α = 109.25 (4)° | µ = 1.72 mm−1 |
β = 95.11 (4)° | T = 180 K |
γ = 109.52 (5)° | Prism, violet |
V = 325.10 (13) Å3 | 0.2 × 0.2 × 0.1 mm |
Data collection top
Enraf–Nonius CAD-4 diffractometer | Rint = 0.019 |
non–profiled ω/2θ scans | θmax = 26.9°, θmin = 2.9° |
Absorption correction: ψ scan (North et al., 1968) | h = −8→7 |
Tmin = 0.712, Tmax = 0.842 | k = 0→9 |
1527 measured reflections | l = −9→9 |
1417 independent reflections | 2 standard reflections every 60 min |
1265 reflections with I > 2σ(I) | intensity decay: 26% |
Refinement top
Refinement on F2 | 4 restraints |
Least-squares matrix: full | H atoms treated by a mixture of independent and constrained refinement |
R[F2 > 2σ(F2)] = 0.039 | w = 1/[σ2(Fo2) + (0.068P)2 + 0.2597P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.106 | (Δ/σ)max < 0.001 |
S = 1.05 | Δρmax = 1.15 e Å−3 |
1417 reflections | Δρmin = −1.18 e Å−3 |
133 parameters | |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Cu1 | 0 | 0 | 0 | 0.01351 (19) | |
N1 | 0.2830 (4) | 0.1141 (5) | −0.0823 (4) | 0.0165 (5) | |
N2 | −0.1296 (4) | 0.1150 (5) | −0.1651 (4) | 0.0162 (5) | |
O1 | 0.6085 (4) | 0.3693 (4) | −0.1976 (3) | 0.0225 (5) | |
O2 | 0.3838 (4) | 0.2611 (4) | −0.4779 (3) | 0.0229 (5) | |
O3 | 0.1020 (4) | 0.3411 (4) | 0.2924 (3) | 0.0216 (5) | |
O4 | 0.6475 (4) | 0.2698 (4) | 0.2599 (4) | 0.0261 (6) | |
C1 | 0.0559 (5) | 0.2483 (6) | −0.2210 (5) | 0.0236 (7) | |
C2 | 0.2234 (5) | 0.1474 (5) | −0.2540 (5) | 0.0223 (7) | |
C3 | 0.4239 (5) | 0.2736 (5) | −0.3114 (4) | 0.0167 (6) | |
H1 | −0.205 (8) | 0.029 (7) | −0.258 (6) | 0.027 (12)* | |
H2 | −0.199 (6) | 0.187 (6) | −0.110 (5) | 0.017 (9)* | |
H3 | −0.005 (6) | 0.260 (6) | −0.336 (5) | 0.014 (9)* | |
H4 | 0.142 (10) | 0.397 (10) | −0.094 (8) | 0.066 (17)* | |
H5 | 0.140 (8) | −0.002 (8) | −0.369 (7) | 0.038 (12)* | |
H6 | 0.326 (10) | 0.023 (9) | −0.125 (8) | 0.052 (16)* | |
H7 | 0.368 (8) | 0.214 (8) | 0.003 (7) | 0.032 (12)* | |
H8 | 0.185 (8) | 0.429 (7) | 0.270 (8) | 0.057 (17)* | |
H9 | 0.177 (7) | 0.334 (7) | 0.373 (5) | 0.029 (12)* | |
H10 | 0.599 (7) | 0.285 (7) | 0.351 (5) | 0.028 (11)* | |
H11 | 0.776 (5) | 0.321 (7) | 0.288 (7) | 0.041 (14)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0092 (3) | 0.0185 (3) | 0.0175 (3) | 0.0052 (2) | 0.00514 (19) | 0.0121 (2) |
N1 | 0.0118 (12) | 0.0210 (14) | 0.0180 (13) | 0.0042 (11) | 0.0028 (10) | 0.0113 (12) |
N2 | 0.0119 (12) | 0.0195 (13) | 0.0192 (13) | 0.0055 (11) | 0.0044 (11) | 0.0102 (12) |
O1 | 0.0161 (11) | 0.0278 (13) | 0.0259 (12) | 0.0042 (9) | 0.0035 (9) | 0.0176 (10) |
O2 | 0.0212 (11) | 0.0285 (12) | 0.0223 (11) | 0.0076 (10) | 0.0068 (9) | 0.0152 (10) |
O3 | 0.0154 (11) | 0.0226 (12) | 0.0263 (13) | 0.0034 (9) | 0.0024 (10) | 0.0132 (10) |
O4 | 0.0183 (12) | 0.0328 (14) | 0.0216 (12) | 0.0087 (11) | 0.0030 (10) | 0.0052 (11) |
C1 | 0.0168 (15) | 0.0333 (19) | 0.0319 (18) | 0.0104 (14) | 0.0099 (13) | 0.0242 (16) |
C2 | 0.0192 (16) | 0.0300 (18) | 0.0245 (16) | 0.0099 (14) | 0.0061 (13) | 0.0179 (15) |
C3 | 0.0139 (14) | 0.0196 (15) | 0.0235 (15) | 0.0075 (12) | 0.0076 (12) | 0.0146 (13) |
Geometric parameters (Å, º) top
Cu1—N1 | 2.009 (3) | O1—C3 | 1.246 (4) |
Cu1—N1i | 2.009 (3) | O2—C3 | 1.257 (4) |
Cu1—N2i | 2.022 (3) | O3—H8 | 0.78 (3) |
Cu1—N2 | 2.022 (3) | O3—H9 | 0.78 (3) |
Cu1—O3i | 2.613 (3) | O4—H10 | 0.78 (3) |
Cu1—O3 | 2.613 (3) | O4—H11 | 0.77 (3) |
N1—C2 | 1.472 (4) | C1—C2 | 1.513 (5) |
N1—H6 | 0.80 (6) | C1—H3 | 0.98 (4) |
N1—H7 | 0.79 (5) | C1—H4 | 1.13 (6) |
N2—C1 | 1.485 (4) | C2—C3 | 1.530 (4) |
N2—H1 | 0.77 (5) | C2—H5 | 1.09 (5) |
N2—H2 | 0.84 (4) | | |
| | | |
N1—Cu1—N1i | 180.0 | Cu1—N2—H2 | 113 (3) |
N1—Cu1—N2i | 95.64 (11) | H1—N2—H2 | 111 (4) |
N1i—Cu1—N2i | 84.36 (11) | H8—O3—H9 | 103 (5) |
N1—Cu1—N2 | 84.36 (11) | H10—O4—H11 | 109 (5) |
N1i—Cu1—N2 | 95.64 (11) | N2—C1—C2 | 107.3 (3) |
N1—Cu1—O3 | 92.66 (12) | N2—C1—H3 | 109 (2) |
N2i—Cu1—N2 | 180.0 | C2—C1—H3 | 111 (2) |
N2—Cu1—O3 | 90.75 (11) | N2—C1—H4 | 106 (3) |
O3i—Cu1—O3 | 180.0 | C2—C1—H4 | 106 (3) |
C2—N1—Cu1 | 108.12 (19) | H3—C1—H4 | 116 (4) |
C2—N1—H6 | 100 (4) | N1—C2—C1 | 106.9 (3) |
Cu1—N1—H6 | 108 (4) | N1—C2—C3 | 114.0 (3) |
C2—N1—H7 | 115 (3) | C1—C2—C3 | 111.7 (3) |
Cu1—N1—H7 | 109 (3) | N1—C2—H5 | 108 (2) |
H6—N1—H7 | 117 (5) | C1—C2—H5 | 108 (3) |
C1—N2—Cu1 | 108.73 (19) | C3—C2—H5 | 108 (2) |
C1—N2—H1 | 105 (3) | O1—C3—O2 | 126.3 (3) |
Cu1—N2—H1 | 111 (3) | O1—C3—C2 | 119.4 (3) |
C1—N2—H2 | 108 (3) | O2—C3—C2 | 114.3 (3) |
Symmetry code: (i) −x, −y, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H1···O2ii | 0.77 (5) | 2.27 (5) | 3.033 (5) | 168 (4) |
N2—H2···O1iii | 0.84 (4) | 2.34 (4) | 2.991 (4) | 134 (3) |
N1—H6···O4iv | 0.80 (6) | 2.16 (6) | 2.941 (4) | 166 (6) |
N1—H7···O4 | 0.79 (5) | 2.40 (5) | 2.999 (4) | 134 (4) |
O3—H8···O1v | 0.78 (3) | 1.93 (3) | 2.704 (3) | 175 (6) |
O3—H9···O2vi | 0.78 (3) | 2.02 (3) | 2.779 (4) | 165 (5) |
O4—H10···O2vi | 0.78 (3) | 2.02 (3) | 2.774 (4) | 162 (4) |
O4—H11···O3vii | 0.77 (3) | 2.08 (3) | 2.797 (3) | 157 (5) |
Symmetry codes: (ii) −x, −y, −z−1; (iii) x−1, y, z; (iv) −x+1, −y, −z; (v) −x+1, −y+1, −z; (vi) x, y, z+1; (vii) x+1, y, z. |