Bis(3-carboxy­propanaminium) tetra­chloro­cuprate(II)

The crystal structure of the title compound, (C₃H₁₀NO₂)₂[CuCl₄], consists of parallel two-dimensional perovskite-type layers of corner-sharing CuCl₆ octahedra which are bonded together by 4-amino­butyric acid chains nearly perpendicular to the layers. The Cu atoms lie on crystallographic centers of symmetry. The layers are held together by hydrogen bonds between the 4-amino­butyric acid mol­ecules, which are also hydrogen-bonded to CuCl₄ layers.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.006 Å
• R factor = 0.045
• wR factor = 0.135
• Data-to-parameter ratio = 21.4

checkCIF/PLATON results

No syntax errors found



Alert level C
CRYSC01_ALERT_1_C There is an ordering error in _exptl_crystal_colour.
            It should be (QUALIFIER) (INTENSITY) (BASE_COLOUR).
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT241_ALERT_2_C Check High   U(eq) as Compared to Neighbors ....         C3
PLAT242_ALERT_2_C Check Low    U(eq) as Compared to Neighbors ....         C4
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.59
PLAT480_ALERT_4_C Long H...A H-Bond Reported H1D    ..  CL2     ..       2.87 Ang.

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

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

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Computing details

Data collection: CrystalClear (Rigaku, 2002); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXTL (Siemens, 1994); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

bis(3-carboxypropanaminium) tetrachlorocopper(II)

Crystal data

(C4H10NO2)2[CuCl4]	F(000) = 422
Mr = 413.60	Dx = 1.666 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 50 reflections
a = 15.196 (2) Å	θ = 3.1–27.5°
b = 7.2371 (10) Å	µ = 1.98 mm^−1
c = 7.5015 (10) Å	T = 293 K
β = 91.476 (7)°	Platelet, metallic yellow
V = 824.7 (2) Å^3	0.22 × 0.16 × 0.06 mm
Z = 2

Data collection

Rigaku Mercury CCD diffractometer	1884 independent reflections
Radiation source: rotating-anode generator	1646 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.035
ω scans	θmax = 27.5°, θmin = 3.1°
Absorption correction: multi-scan (CrystalClear; Rigaku, 2002)	h = −19→19
Tmin = 0.691, Tmax = 0.888	k = −9→6
5982 measured reflections	l = −9→9

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)] = 0.045	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.135	H-atom parameters constrained
S = 0.97	w = 1/[σ^2(Fo^2) + (0.1P)^2] where P = (Fo^2 + 2Fc^2)/3
1884 reflections	(Δ/σ)max < 0.001
88 parameters	Δρmax = 0.67 e Å^−3
0 restraints	Δρmin = −0.49 e Å^−3

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
Cu	0.5000	0.0000	0.0000	0.0354 (2)
Cl2	0.35112 (5)	−0.03350 (12)	−0.02975 (12)	0.0481 (2)
Cl1	0.48102 (5)	0.21171 (11)	0.22244 (9)	0.0432 (2)
N1	0.3625 (2)	−0.0214 (4)	0.5049 (5)	0.0502 (7)
H1D	0.3939	0.0086	0.6024	0.075*
H1E	0.3845	0.0354	0.4108	0.075*
H1F	0.3647	−0.1432	0.4887	0.075*
O2	0.1003 (2)	−0.0334 (6)	0.0742 (5)	0.0997 (14)
C2	0.2163 (3)	−0.0081 (5)	0.3648 (6)	0.0643 (12)
H2A	0.2416	0.0526	0.2628	0.077*
H2B	0.2185	−0.1403	0.3440	0.077*
C1	0.2709 (2)	0.0357 (6)	0.5260 (6)	0.0569 (9)
H1A	0.2689	0.1677	0.5482	0.068*
H1B	0.2469	−0.0267	0.6283	0.068*
O1	−0.0116 (2)	0.0714 (7)	0.2266 (5)	0.1128 (15)
H1C	−0.0375	0.0585	0.1301	0.169*
C4	0.0693 (3)	0.0259 (7)	0.2115 (7)	0.0750 (14)
C3	0.1235 (3)	0.0483 (8)	0.3767 (7)	0.0858 (16)
H3A	0.1219	0.1773	0.4118	0.103*
H3B	0.0968	−0.0229	0.4706	0.103*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu	0.0463 (3)	0.0338 (3)	0.0262 (3)	−0.00043 (19)	0.0014 (2)	−0.00618 (17)
Cl2	0.0459 (5)	0.0524 (5)	0.0459 (5)	−0.0014 (3)	0.0016 (3)	−0.0022 (3)
Cl1	0.0664 (5)	0.0345 (4)	0.0287 (4)	0.0051 (3)	0.0002 (3)	−0.0068 (3)
N1	0.0476 (15)	0.0518 (18)	0.0507 (17)	−0.0015 (11)	−0.0061 (13)	−0.0021 (12)
O2	0.0533 (16)	0.184 (5)	0.061 (2)	0.0107 (18)	−0.0052 (15)	−0.002 (2)
C2	0.055 (2)	0.094 (4)	0.044 (2)	0.0061 (19)	−0.0024 (17)	−0.0035 (18)
C1	0.0491 (18)	0.069 (2)	0.052 (2)	0.0034 (16)	−0.0031 (15)	−0.0082 (18)
O1	0.0588 (19)	0.211 (5)	0.068 (2)	0.033 (2)	−0.0105 (15)	−0.020 (3)
C4	0.052 (2)	0.117 (4)	0.056 (3)	0.004 (2)	0.0038 (18)	0.003 (2)
C3	0.057 (2)	0.141 (5)	0.059 (3)	0.012 (3)	−0.0059 (19)	−0.011 (3)

Geometric parameters (Å, º)

Cu—Cl2	2.2806 (9)	C2—C3	1.472 (6)
Cu—Cl2^i	2.2806 (9)	C2—C1	1.483 (6)
Cu—Cl1	2.2891 (7)	C2—H2A	0.9700
Cu—Cl1^i	2.2891 (7)	C2—H2B	0.9700
Cu—Cl1^ii	2.9564 (8)	C1—H1A	0.9700
Cu—Cl1^iii	2.9564 (8)	C1—H1B	0.9700
N1—C1	1.464 (5)	O1—C4	1.280 (5)
N1—H1D	0.8900	O1—H1C	0.8200
N1—H1E	0.8900	C4—C3	1.479 (7)
N1—H1F	0.8900	C3—H3A	0.9700
O2—C4	1.221 (6)	C3—H3B	0.9700
Cl2—Cu—Cl2^i	180.000 (6)	C3—C2—H2A	108.7
Cl2—Cu—Cl1	89.96 (3)	C1—C2—H2A	108.7
Cl2^i—Cu—Cl1	90.04 (3)	C3—C2—H2B	108.7
Cl2—Cu—Cl1^i	90.04 (3)	C1—C2—H2B	108.7
Cl2^i—Cu—Cl1^i	89.96 (3)	H2A—C2—H2B	107.6
Cl1—Cu—Cl1^i	180.00 (2)	N1—C1—C2	111.4 (3)
Cl2—Cu—Cl1^ii	85.85 (3)	N1—C1—H1A	109.3
Cl2^i—Cu—Cl1^ii	94.15 (3)	C2—C1—H1A	109.3
Cl1—Cu—Cl1^ii	91.673 (12)	N1—C1—H1B	109.3
Cl1^i—Cu—Cl1^ii	88.327 (12)	C2—C1—H1B	109.3
Cl2—Cu—Cl1^iii	94.15 (3)	H1A—C1—H1B	108.0
Cl2^i—Cu—Cl1^iii	85.85 (3)	C4—O1—H1C	109.5
Cl1—Cu—Cl1^iii	88.327 (12)	O2—C4—O1	123.8 (5)
Cl1^i—Cu—Cl1^iii	91.673 (12)	O2—C4—C3	121.8 (4)
Cl1^ii—Cu—Cl1^iii	180.00 (2)	O1—C4—C3	114.4 (4)
C1—N1—H1D	109.5	C2—C3—C4	115.6 (4)
C1—N1—H1E	109.5	C2—C3—H3A	108.4
H1D—N1—H1E	109.5	C4—C3—H3A	108.4
C1—N1—H1F	109.5	C2—C3—H3B	108.4
H1D—N1—H1F	109.5	C4—C3—H3B	108.4
H1E—N1—H1F	109.5	H3A—C3—H3B	107.4
C3—C2—C1	114.1 (4)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1D···Cl1^iv	0.89	2.78	3.389 (3)	126
N1—H1D···Cl1^v	0.89	2.57	3.284 (3)	138
N1—H1E···Cl1	0.89	2.42	3.283 (3)	162
N1—H1D···Cl2^vi	0.89	2.87	3.501 (4)	129
N1—H1F···Cl2^vii	0.89	2.35	3.236 (3)	172
O1—H1C···O2^viii	0.82	1.79	2.613 (5)	177

Symmetry codes: (iv) −x+1, −y, −z+1; (v) x, −y+1/2, z+1/2; (vi) x, y, z+1; (vii) x, −y−1/2, z+1/2; (viii) −x, −y, −z.