Buy article online - an online subscription or single-article purchase is required to access this article.
The title compound, [Cu(ClO4)(dien)(H2O)2](Hmal), where dien is diethylenetriamine (C4H13N3) and Hmal (C4H3O4) is the hydrogenmaleate anion, contains discrete [Cu(dien)(H2O)2]2+ cations and ClO4− and Hmal− anions. The cation has a square-pyramidal geometry for the primary dien and aqua ligands, with the perchlorate weakly coordinated in a sixth position opposite the apex. The cation and anion lie on crystallographic mirror planes. For the cation, the mirror plane bisects the molecule and runs through two O atoms of the water molecules and the central N atom of the dien ligand. The mirror plane bisects the perchlorate through Cl and two O atoms. A mirror plane is perpendicular to the plane of the Hmal anion, bisecting the central C=C double bond and containing the hydroxyl H atom.
Supporting information
CCDC reference: 231814
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.005 Å
- R factor = 0.043
- wR factor = 0.115
- Data-to-parameter ratio = 11.3
checkCIF/PLATON results
No syntax errors found
Alert level A
PLAT242_ALERT_2_A Check Low U(eq) as Compared to Neighbors .... Cl1
| Author Response: ...
The O atoms of the perchlorate anion have realtively large displacement
ellipsoids. This is not unusal for this type of anion.
|
Alert level B
PLAT220_ALERT_2_B Large Non-Solvent O Ueq(max)/Ueq(min) ... 3.69 Ratio
Alert level C
PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors .... O7
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... Cu1
| Author Response: ...
The O atoms of the perchlorate anion have realtively large displacement
ellipsoids. This is not unusal for this type of anion.
|
PLAT352_ALERT_3_C Short N-H Bond (0.87A) N1 - H1C = 0.70 Ang.
PLAT420_ALERT_2_C D-H Without Acceptor N1 - H1C ... ?
1 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
4 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
5 ALERT type 2 Indicator that the structure model may be wrong or deficient
1 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 1999); cell refinement: SMART; data reduction: SAINT (Bruker, 1999); 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: SHELXTL (Bruker, 1999).
Diaqua(diethylenetriamine-
κ3N)(perchlorato-
κO)copper(II)
hydrogenmaleate
top
Crystal data top
[Cu(ClO4)(C4H17N4)(H2O)2](C4H3O4) | F(000) = 860 |
Mr = 417.26 | Dx = 1.759 Mg m−3 |
Monoclinic, C2/m | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2y | Cell parameters from 3981 reflections |
a = 24.975 (2) Å | θ = 2.3–24.9° |
b = 9.714 (1) Å | µ = 1.61 mm−1 |
c = 6.5213 (4) Å | T = 293 K |
β = 95.327 (1)° | Prism, dark-blue |
V = 1575.3 (2) Å3 | 0.36 × 0.23 × 0.13 mm |
Z = 4 | |
Data collection top
Bruker SMART APEX CCD diffractometer | 1476 independent reflections |
Radiation source: fine-focus sealed tube | 1303 reflections with I > 2σ(I)' |
Graphite monochromator | Rint = 0.049 |
Detector resolution: 0.661 pixels mm-1 | θmax = 25.0°, θmin = 1.6° |
ω scans | h = −29→29 |
Absorption correction: analytical (Sheldrick, 1997) | k = −11→11 |
Tmin = 0.610, Tmax = 0.814 | l = −7→7 |
6480 measured reflections | |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.043 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.115 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0706P)2 + 1.3338P] where P = (Fo2 + 2Fc2)/3 |
1476 reflections | (Δ/σ)max = 0.002 |
131 parameters | Δρmax = 0.66 e Å−3 |
0 restraints | Δρmin = −0.52 e Å−3 |
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. |
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 (Å2) top | x | y | z | Uiso*/Ueq | |
Cu1 | 0.37395 (2) | 0.5000 | 0.31334 (8) | 0.0299 (2) | |
O1 | 0.45399 (15) | 0.5000 | 0.1730 (9) | 0.0602 (13) | |
H1A | 0.4739 (18) | 0.441 (5) | 0.218 (8) | 0.072* | |
O2 | 0.40299 (15) | 0.5000 | 0.6127 (6) | 0.0409 (9) | |
H2A | 0.4238 (16) | 0.427 (4) | 0.634 (7) | 0.049* | |
N1 | 0.36540 (13) | 0.7053 (3) | 0.2968 (5) | 0.0345 (7) | |
H1C | 0.3484 (17) | 0.730 (4) | 0.367 (7) | 0.041* | |
H1D | 0.3940 (16) | 0.753 (4) | 0.329 (6) | 0.041* | |
N2 | 0.33680 (16) | 0.5000 | 0.0292 (6) | 0.0321 (9) | |
H2C | 0.363 (2) | 0.5000 | −0.070 (8) | 0.039* | |
C1 | 0.34440 (16) | 0.7423 (4) | 0.0851 (6) | 0.0418 (9) | |
H1E | 0.3740 | 0.7555 | 0.0009 | 0.050* | |
H1F | 0.3244 | 0.8279 | 0.0866 | 0.050* | |
C2 | 0.30842 (17) | 0.6301 (4) | −0.0044 (6) | 0.0476 (10) | |
H2E | 0.2752 | 0.6286 | 0.0619 | 0.057* | |
H2F | 0.2997 | 0.6454 | −0.1507 | 0.057* | |
O3 | 0.53008 (11) | 0.7087 (2) | 0.2680 (5) | 0.0495 (7) | |
O4 | 0.47074 (9) | 0.8757 (2) | 0.2395 (4) | 0.0374 (6) | |
H4 | 0.470 (2) | 1.0000 | 0.230 (8) | 0.045* | |
C3 | 0.51874 (14) | 0.8321 (3) | 0.2617 (5) | 0.0319 (7) | |
C4 | 0.56468 (13) | 0.9320 (4) | 0.2795 (5) | 0.0318 (7) | |
H4A | 0.5986 | 0.8918 | 0.2926 | 0.038* | |
Cl1 | 0.22194 (5) | 0.5000 | 0.45854 (19) | 0.0390 (3) | |
O5 | 0.2010 (2) | 0.5000 | 0.6510 (9) | 0.0906 (18) | |
O6 | 0.20220 (18) | 0.3818 (6) | 0.3597 (10) | 0.150 (3) | |
O7 | 0.27858 (15) | 0.5000 | 0.4807 (7) | 0.0617 (12) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0297 (4) | 0.0225 (3) | 0.0356 (4) | 0.000 | −0.0071 (2) | 0.000 |
O1 | 0.029 (2) | 0.039 (2) | 0.115 (4) | 0.000 | 0.016 (2) | 0.000 |
O2 | 0.039 (2) | 0.0311 (19) | 0.048 (2) | 0.000 | −0.0162 (17) | 0.000 |
N1 | 0.0358 (18) | 0.0238 (15) | 0.0434 (18) | 0.0013 (13) | 0.0013 (13) | −0.0033 (13) |
N2 | 0.034 (2) | 0.031 (2) | 0.030 (2) | 0.000 | −0.0004 (17) | 0.000 |
C1 | 0.052 (2) | 0.0295 (18) | 0.043 (2) | 0.0038 (17) | −0.0012 (17) | 0.0086 (16) |
C2 | 0.061 (3) | 0.041 (2) | 0.039 (2) | 0.0045 (19) | −0.0070 (18) | 0.0046 (17) |
O3 | 0.0523 (17) | 0.0233 (13) | 0.0709 (19) | 0.0047 (11) | −0.0053 (14) | 0.0021 (12) |
O4 | 0.0292 (13) | 0.0251 (12) | 0.0572 (16) | −0.0031 (10) | −0.0002 (11) | 0.0004 (11) |
C3 | 0.041 (2) | 0.0237 (17) | 0.0302 (17) | 0.0010 (15) | 0.0001 (14) | −0.0003 (13) |
C4 | 0.0293 (17) | 0.0350 (17) | 0.0307 (17) | 0.0062 (14) | 0.0000 (13) | 0.0005 (14) |
Cl1 | 0.0302 (6) | 0.0461 (8) | 0.0410 (7) | 0.000 | 0.0050 (5) | 0.000 |
O5 | 0.095 (4) | 0.100 (4) | 0.085 (4) | 0.000 | 0.055 (3) | 0.000 |
O6 | 0.088 (3) | 0.177 (5) | 0.188 (5) | −0.045 (3) | 0.031 (3) | −0.138 (4) |
O7 | 0.028 (2) | 0.092 (4) | 0.064 (3) | 0.000 | 0.0042 (19) | 0.000 |
Geometric parameters (Å, º) top
Cu1—N2 | 1.994 (4) | N2—C2i | 1.456 (4) |
Cu1—N1i | 2.007 (3) | N2—H2C | 0.97 (5) |
Cu1—N1 | 2.007 (3) | C1—C2 | 1.496 (5) |
Cu1—O2 | 2.018 (4) | O3—C3 | 1.231 (4) |
Cu1—O1 | 2.275 (4) | O4—C3 | 1.267 (4) |
Cu1—O7 | 2.711 (4) | O4—H4 | 1.209 (4) |
O1—H1A | 0.79 (5) | C3—C4 | 1.499 (5) |
O2—H2A | 0.88 (4) | C4—C4ii | 1.321 (7) |
N1—C1 | 1.475 (5) | Cl1—O6 | 1.385 (4) |
N1—H1C | 0.69 (4) | Cl1—O6i | 1.385 (4) |
N1—H1D | 0.86 (4) | Cl1—O5 | 1.403 (5) |
N2—C2 | 1.456 (4) | Cl1—O7 | 1.408 (4) |
| | | |
N2—Cu1—N1i | 84.95 (9) | H1C—N1—H1D | 101 (4) |
N2—Cu1—N1 | 84.95 (9) | C2—N2—C2i | 120.5 (4) |
N1i—Cu1—N1 | 166.83 (19) | C2—N2—Cu1 | 108.6 (2) |
N2—Cu1—O2 | 173.36 (16) | C2i—N2—Cu1 | 108.6 (2) |
N1i—Cu1—O2 | 94.53 (9) | C2—N2—H2C | 104.7 (14) |
N1—Cu1—O2 | 94.53 (9) | C2i—N2—H2C | 104.7 (14) |
N2—Cu1—O1 | 88.66 (19) | Cu1—N2—H2C | 109 (3) |
N1i—Cu1—O1 | 94.09 (10) | N1—C1—C2 | 109.6 (3) |
N1—Cu1—O1 | 94.09 (10) | N2—C2—C1 | 107.9 (3) |
O2—Cu1—O1 | 97.97 (18) | C3—O4—H4 | 110 (3) |
N2—Cu1—O7 | 91.36 (15) | O3—C3—O4 | 122.8 (3) |
N1i—Cu1—O7 | 85.91 (10) | O3—C3—C4 | 117.1 (3) |
N1—Cu1—O7 | 85.91 (10) | O4—C3—C4 | 120.1 (3) |
O2—Cu1—O7 | 82.00 (15) | C4ii—C4—C3 | 130.35 (18) |
O1—Cu1—O7 | 179.98 (16) | O6—Cl1—O6i | 112.0 (6) |
Cu1—O1—H1A | 113 (4) | O6—Cl1—O5 | 105.7 (3) |
Cu1—O2—H2A | 108 (3) | O6i—Cl1—O5 | 105.7 (3) |
C1—N1—Cu1 | 108.6 (2) | O6—Cl1—O7 | 111.0 (2) |
C1—N1—H1C | 110 (4) | O6i—Cl1—O7 | 111.0 (2) |
Cu1—N1—H1C | 112 (4) | O5—Cl1—O7 | 111.2 (3) |
C1—N1—H1D | 108 (3) | Cl1—O7—Cu1 | 150.5 (3) |
Cu1—N1—H1D | 116 (3) | | |
Symmetry codes: (i) x, −y+1, z; (ii) x, −y+2, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2C···O2iii | 0.97 (5) | 2.38 (6) | 3.309 (6) | 161 (4) |
N1—H1D···O4 | 0.86 (4) | 2.38 (4) | 3.160 (4) | 151 (3) |
O2—H2A···O3iv | 0.88 (4) | 1.83 (4) | 2.696 (3) | 168 (4) |
O1—H1A···O3i | 0.79 (5) | 2.03 (5) | 2.809 (4) | 167 (5) |
Symmetry codes: (i) x, −y+1, z; (iii) x, y, z−1; (iv) −x+1, −y+1, −z+1. |
Subscribe to Acta Crystallographica Section E: Crystallographic Communications
The full text of this article is available to subscribers to the journal.
If you have already registered and are using a computer listed in your registration details, please email
support@iucr.org for assistance.