Caesium bis­[N-(carbamoylmeth­yl)imino­diacetato]chromate(III) dihydrate

In the title compound, Cs[Cr(C₆H₈N₂O₅)₂]·2H₂O, important geometric parameters are Cr-N = 2.090 (2) and 2.096 (2) Å, Cr-O = 1.950 (2), 1.953 (2), 1.957 (2) and 1.962 (2) Å, O-Cr-O = 179.00 (11) and 179.18 (10)°, and N-Cr-N = 179.33 (9)°.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.032
• wR factor = 0.080
• Data-to-parameter ratio = 17.9

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT093_ALERT_1_A No su's on H-atoms, but refinement reported as .      mixed

Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.96
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature        293 K
PLAT220_ALERT_2_C Large Non-Solvent    O     Ueq(max)/Ueq(min) ...       3.20 Ratio
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.02 Ratio
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         Cs

   1 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

   3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 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
   1 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART-NT (Bruker, 1998); cell refinement: SAINT-Plus (Bruker, 1999); data reduction: SAINT-Plus and XPREP (Bruker, 1999); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Brandenburg & Brendt, 2001); software used to prepare material for publication: WinGX (Farrugia, 1999).

Caesium bis[N-(carbamoylmethyl)iminodiacetato]chromium(III) dihydrate

Crystal data

Cs[Cr(C6H8N2O5)2]·2H2O	F(000) = 1180
Mr = 597.23	Dx = 2.053 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 813 reflections
a = 9.1471 (11) Å	θ = 2.7–26.9°
b = 12.1267 (14) Å	µ = 2.52 mm^−1
c = 17.475 (2) Å	T = 293 K
β = 94.516 (2)°	Rhombic prism, orange
V = 1932.4 (4) Å^3	0.23 × 0.22 × 0.18 mm
Z = 4

Data collection

Bruker SMART CCD 1K area-detector diffractometer	3882 reflections with I > 2σ(I)
ω scans	Rint = 0.024
Absorption correction: multi-scan (SADABS; Bruker, 1998)	θmax = 28.3°, θmin = 2.1°
Tmin = 0.595, Tmax = 0.660	h = −11→12
12675 measured reflections	k = −7→16
4773 independent reflections	l = −23→22

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	H atoms treated by a mixture of independent and constrained refinement
R[F^2 > 2σ(F^2)] = 0.032	w = 1/[σ^2(Fo^2) + (0.0371P)^2 + 2.6041P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.080	(Δ/σ)max = 0.001
S = 1.03	Δρmax = 1.38 e Å^−3
4773 reflections	Δρmin = −0.97 e Å^−3
267 parameters

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.

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

	x	y	z	Uiso*/Ueq
Cr	0.49935 (5)	0.01245 (4)	0.25765 (2)	0.01748 (10)
N1	0.3737 (2)	0.09766 (19)	0.33366 (13)	0.0182 (5)
N2	0.0037 (3)	0.0263 (3)	0.39280 (17)	0.0367 (7)
H2A	−0.0641	0.0467	0.4212	0.045 (6)*
H2B	−0.0068	−0.0331	0.3661	0.045 (6)*
N3	0.6225 (2)	−0.07352 (19)	0.18138 (13)	0.0183 (5)
N4	0.9929 (3)	−0.0115 (2)	0.12100 (18)	0.0350 (7)
H4A	1.0612	−0.0359	0.0944	0.045 (6)*
H4B	1.0036	0.0507	0.1445	0.045 (6)*
O1	0.6525 (2)	0.0155 (2)	0.34177 (12)	0.0333 (5)
O2	0.7060 (2)	0.0690 (2)	0.46229 (13)	0.0349 (5)
O3	0.5526 (2)	0.16164 (18)	0.22738 (14)	0.0314 (5)
O4	0.4724 (3)	0.33421 (19)	0.22019 (15)	0.0374 (6)
O5	0.1492 (3)	0.1722 (2)	0.42628 (15)	0.0384 (6)
O6	0.3471 (2)	0.0119 (2)	0.17277 (12)	0.0293 (5)
O7	0.2929 (3)	−0.0357 (2)	0.05170 (13)	0.0431 (7)
O8	0.4431 (2)	−0.13651 (18)	0.28775 (13)	0.0284 (5)
O9	0.4989 (3)	−0.31436 (18)	0.27929 (14)	0.0327 (5)
O10	0.8460 (3)	−0.15862 (19)	0.09421 (14)	0.0336 (5)
C1	0.4635 (3)	0.0993 (3)	0.40884 (17)	0.0306 (7)
H1A	0.4158	0.0535	0.445	0.052 (4)*
H1B	0.4659	0.1741	0.4286	0.052 (4)*
C2	0.6203 (3)	0.0590 (3)	0.40486 (17)	0.0239 (6)
C3	0.3529 (4)	0.2104 (2)	0.30054 (19)	0.0282 (7)
H3A	0.3571	0.2638	0.342	0.052 (4)*
H3B	0.2563	0.2151	0.2736	0.052 (4)*
C4	0.4673 (3)	0.2402 (3)	0.24556 (17)	0.0238 (6)
C5	0.2327 (3)	0.0380 (3)	0.33742 (19)	0.0278 (7)
H5A	0.2544	−0.037	0.3537	0.052 (4)*
H5B	0.1848	0.0345	0.2859	0.052 (4)*
C6	0.1245 (3)	0.0865 (3)	0.39027 (17)	0.0247 (6)
C7	0.5327 (3)	−0.0777 (3)	0.10600 (18)	0.0329 (8)
H7A	0.5256	−0.1537	0.0888	0.052 (4)*
H7B	0.5829	−0.0365	0.0684	0.052 (4)*
C8	0.3789 (3)	−0.0314 (3)	0.10914 (17)	0.0256 (6)
C9	0.6455 (3)	−0.1849 (3)	0.2166 (2)	0.0291 (7)
H9A	0.7367	−0.1852	0.249	0.052 (4)*
H9B	0.6537	−0.2392	0.1764	0.052 (4)*
C10	0.5203 (3)	−0.2166 (2)	0.26429 (17)	0.0226 (6)
C11	0.7633 (3)	−0.0143 (3)	0.17579 (19)	0.0267 (7)
H11A	0.8106	−0.0059	0.2271	0.052 (4)*
H11B	0.742	0.059	0.1557	0.052 (4)*
C12	0.8706 (3)	−0.0697 (2)	0.12570 (16)	0.0229 (6)
O11	0.5158 (4)	0.2350 (4)	0.0578 (3)	0.0906 (9)
H11C	0.5674	0.2599	0.1003	0.136*
H11D	0.5539	0.2792	0.0211	0.136*
O12	−0.1446 (4)	0.2138 (4)	0.0368 (2)	0.0906 (9)
H12A	−0.1916	0.1551	0.0144	0.136*
H12B	−0.1998	0.2721	0.0177	0.136*
Cs	0.19330 (3)	0.226422 (18)	0.070532 (12)	0.03477 (8)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cr	0.0161 (2)	0.0180 (2)	0.0187 (2)	0.00032 (17)	0.00393 (16)	−0.00259 (17)
N1	0.0154 (11)	0.0185 (11)	0.0211 (12)	0.0008 (9)	0.0030 (9)	−0.0017 (9)
N2	0.0253 (14)	0.0431 (17)	0.0435 (17)	−0.0060 (13)	0.0146 (12)	−0.0103 (14)
N3	0.0153 (11)	0.0191 (12)	0.0209 (11)	0.0001 (9)	0.0042 (9)	−0.0019 (9)
N4	0.0272 (14)	0.0322 (15)	0.0485 (18)	−0.0031 (12)	0.0198 (13)	−0.0068 (13)
O1	0.0212 (11)	0.0516 (15)	0.0268 (11)	0.0070 (10)	0.0006 (9)	−0.0134 (10)
O2	0.0280 (12)	0.0489 (15)	0.0267 (11)	0.0052 (11)	−0.0050 (9)	−0.0064 (11)
O3	0.0328 (12)	0.0222 (11)	0.0417 (13)	−0.0004 (9)	0.0186 (10)	−0.0007 (10)
O4	0.0425 (14)	0.0261 (12)	0.0451 (14)	0.0036 (10)	0.0123 (11)	0.0136 (11)
O5	0.0338 (13)	0.0358 (14)	0.0475 (15)	−0.0016 (11)	0.0149 (11)	−0.0156 (12)
O6	0.0209 (10)	0.0432 (13)	0.0238 (11)	0.0076 (10)	0.0014 (8)	−0.0060 (10)
O7	0.0300 (13)	0.0702 (19)	0.0278 (12)	0.0122 (13)	−0.0060 (10)	−0.0114 (12)
O8	0.0270 (11)	0.0237 (11)	0.0364 (12)	0.0021 (9)	0.0154 (9)	0.0025 (9)
O9	0.0344 (13)	0.0215 (11)	0.0433 (14)	−0.0005 (10)	0.0105 (10)	0.0068 (10)
O10	0.0314 (12)	0.0323 (13)	0.0383 (13)	−0.0018 (10)	0.0108 (10)	−0.0139 (10)
C1	0.0245 (16)	0.048 (2)	0.0191 (14)	0.0090 (14)	0.0011 (12)	−0.0040 (14)
C2	0.0220 (14)	0.0257 (15)	0.0239 (14)	−0.0009 (12)	0.0013 (11)	−0.0006 (12)
C3	0.0302 (16)	0.0212 (15)	0.0345 (17)	0.0066 (12)	0.0105 (13)	0.0044 (12)
C4	0.0222 (14)	0.0255 (15)	0.0232 (14)	−0.0015 (12)	−0.0005 (11)	−0.0002 (12)
C5	0.0199 (14)	0.0244 (15)	0.0404 (18)	−0.0050 (12)	0.0111 (13)	−0.0079 (13)
C6	0.0207 (14)	0.0275 (15)	0.0263 (15)	0.0032 (12)	0.0045 (11)	−0.0015 (12)
C7	0.0248 (16)	0.048 (2)	0.0252 (15)	0.0079 (15)	−0.0013 (12)	−0.0103 (15)
C8	0.0214 (14)	0.0307 (16)	0.0247 (15)	0.0012 (13)	0.0023 (11)	−0.0016 (12)
C9	0.0266 (16)	0.0218 (14)	0.0407 (18)	0.0042 (13)	0.0138 (13)	0.0036 (13)
C10	0.0214 (14)	0.0230 (15)	0.0233 (14)	−0.0003 (12)	0.0018 (11)	0.0013 (11)
C11	0.0216 (15)	0.0246 (15)	0.0356 (17)	−0.0046 (12)	0.0126 (12)	−0.0089 (13)
C12	0.0214 (14)	0.0271 (15)	0.0211 (14)	0.0024 (12)	0.0066 (11)	0.0008 (12)
O11	0.0619 (17)	0.125 (3)	0.085 (2)	−0.0161 (16)	0.0024 (15)	0.0205 (18)
O12	0.0619 (17)	0.125 (3)	0.085 (2)	−0.0161 (16)	0.0024 (15)	0.0205 (18)
Cs	0.04476 (14)	0.03310 (12)	0.02703 (11)	0.00324 (9)	0.00649 (8)	0.00157 (8)

Geometric parameters (Å, º)

Cr—O1	1.950 (2)	O8—C10	1.286 (4)
Cr—O6	1.953 (2)	O9—C10	1.233 (4)
Cr—O3	1.957 (2)	O10—C12	1.224 (4)
Cr—O8	1.962 (2)	C1—C2	1.522 (4)
Cr—N3	2.090 (2)	C1—H1A	0.97
Cr—N1	2.096 (2)	C1—H1B	0.97
N1—C5	1.484 (4)	C3—C4	1.519 (4)
N1—C3	1.491 (4)	C3—H3A	0.97
N1—C1	1.494 (4)	C3—H3B	0.97
N2—C6	1.328 (4)	C5—C6	1.524 (4)
N2—H2A	0.86	C5—H5A	0.97
N2—H2B	0.86	C5—H5B	0.97
N3—C11	1.484 (4)	C7—C8	1.520 (4)
N3—C9	1.493 (4)	C7—H7A	0.97
N3—C7	1.497 (4)	C7—H7B	0.97
N4—C12	1.330 (4)	C9—C10	1.518 (4)
N4—H4A	0.86	C9—H9A	0.97
N4—H4B	0.86	C9—H9B	0.97
O1—C2	1.277 (4)	C11—C12	1.522 (4)
O2—C2	1.230 (4)	C11—H11A	0.97
O3—C4	1.287 (4)	C11—H11B	0.97
O4—C4	1.225 (4)	O11—H11C	0.9004
O5—C6	1.227 (4)	O11—H11D	0.9246
O6—C8	1.284 (4)	O12—H12A	0.9049
O7—C8	1.227 (4)	O12—H12B	0.9162
O1—Cr—O6	179.00 (11)	N1—C3—H3A	109
O1—Cr—O3	90.40 (11)	C4—C3—H3A	109
O6—Cr—O3	88.60 (10)	N1—C3—H3B	109
O1—Cr—O8	90.20 (11)	C4—C3—H3B	109
O6—Cr—O8	90.80 (10)	H3A—C3—H3B	107.8
O3—Cr—O8	179.18 (10)	O4—C4—O3	124.0 (3)
O1—Cr—N3	95.68 (9)	O4—C4—C3	119.8 (3)
O6—Cr—N3	84.37 (9)	O3—C4—C3	116.2 (3)
O3—Cr—N3	97.52 (9)	N1—C5—C6	116.5 (2)
O8—Cr—N3	82.98 (9)	N1—C5—H5A	108.2
O1—Cr—N1	84.84 (9)	C6—C5—H5A	108.2
O6—Cr—N1	95.10 (9)	N1—C5—H5B	108.2
O3—Cr—N1	82.88 (9)	C6—C5—H5B	108.2
O8—Cr—N1	96.62 (9)	H5A—C5—H5B	107.3
N3—Cr—N1	179.33 (9)	O5—C6—N2	124.6 (3)
C5—N1—C3	112.3 (2)	O5—C6—C5	122.4 (3)
C5—N1—C1	112.8 (2)	N2—C6—C5	113.0 (3)
C3—N1—C1	111.9 (3)	N3—C7—C8	113.6 (2)
C5—N1—Cr	108.03 (17)	N3—C7—H7A	108.8
C3—N1—Cr	105.40 (17)	C8—C7—H7A	108.8
C1—N1—Cr	105.82 (17)	N3—C7—H7B	108.8
C6—N2—H2A	120	C8—C7—H7B	108.8
C6—N2—H2B	120	H7A—C7—H7B	107.7
H2A—N2—H2B	120	O7—C8—O6	123.5 (3)
C11—N3—C9	111.7 (2)	O7—C8—C7	119.4 (3)
C11—N3—C7	112.2 (2)	O6—C8—C7	117.2 (3)
C9—N3—C7	112.5 (3)	N3—C9—C10	111.5 (2)
C11—N3—Cr	108.34 (17)	N3—C9—H9A	109.3
C9—N3—Cr	104.71 (17)	C10—C9—H9A	109.3
C7—N3—Cr	106.99 (17)	N3—C9—H9B	109.3
C12—N4—H4A	120	C10—C9—H9B	109.3
C12—N4—H4B	120	H9A—C9—H9B	108
H4A—N4—H4B	120	O9—C10—O8	123.9 (3)
C2—O1—Cr	117.27 (19)	O9—C10—C9	119.9 (3)
C4—O3—Cr	116.69 (19)	O8—C10—C9	116.2 (3)
C8—O6—Cr	117.54 (19)	N3—C11—C12	115.3 (2)
C10—O8—Cr	116.56 (18)	N3—C11—H11A	108.5
N1—C1—C2	114.3 (2)	C12—C11—H11A	108.5
N1—C1—H1A	108.7	N3—C11—H11B	108.5
C2—C1—H1A	108.7	C12—C11—H11B	108.5
N1—C1—H1B	108.7	H11A—C11—H11B	107.5
C2—C1—H1B	108.7	O10—C12—N4	124.5 (3)
H1A—C1—H1B	107.6	O10—C12—C11	122.9 (3)
O2—C2—O1	124.7 (3)	N4—C12—C11	112.6 (3)
O2—C2—C1	118.3 (3)	H11C—O11—H11D	100.2
O1—C2—C1	117.0 (3)	H12A—O12—H12B	102.8
N1—C3—C4	113.0 (2)
O1—Cr—N1—C5	−127.7 (2)	C5—N1—C1—C2	127.5 (3)
O6—Cr—N1—C5	53.3 (2)	C3—N1—C1—C2	−104.7 (3)
O3—Cr—N1—C5	141.3 (2)	Cr—N1—C1—C2	9.6 (3)
O8—Cr—N1—C5	−38.1 (2)	Cr—O1—C2—O2	−178.4 (3)
O1—Cr—N1—C3	112.1 (2)	Cr—O1—C2—C1	2.7 (4)
O6—Cr—N1—C3	−66.9 (2)	N1—C1—C2—O2	172.2 (3)
O3—Cr—N1—C3	21.04 (19)	N1—C1—C2—O1	−8.9 (4)
O8—Cr—N1—C3	−158.31 (19)	C5—N1—C3—C4	−138.7 (3)
O1—Cr—N1—C1	−6.7 (2)	C1—N1—C3—C4	93.3 (3)
O6—Cr—N1—C1	174.3 (2)	Cr—N1—C3—C4	−21.3 (3)
O3—Cr—N1—C1	−97.7 (2)	Cr—O3—C4—O4	−167.7 (3)
O8—Cr—N1—C1	82.9 (2)	Cr—O3—C4—C3	10.9 (4)
O1—Cr—N3—C11	−53.2 (2)	N1—C3—C4—O4	−172.6 (3)
O6—Cr—N3—C11	125.8 (2)	N1—C3—C4—O3	8.7 (4)
O3—Cr—N3—C11	38.0 (2)	C3—N1—C5—C6	−64.5 (3)
O8—Cr—N3—C11	−142.7 (2)	C1—N1—C5—C6	63.1 (4)
O1—Cr—N3—C9	66.2 (2)	Cr—N1—C5—C6	179.7 (2)
O6—Cr—N3—C9	−114.83 (19)	N1—C5—C6—O5	2.3 (5)
O3—Cr—N3—C9	157.33 (19)	N1—C5—C6—N2	−177.5 (3)
O8—Cr—N3—C9	−23.32 (19)	C11—N3—C7—C8	−124.7 (3)
O1—Cr—N3—C7	−174.3 (2)	C9—N3—C7—C8	108.4 (3)
O6—Cr—N3—C7	4.7 (2)	Cr—N3—C7—C8	−6.0 (3)
O3—Cr—N3—C7	−83.1 (2)	Cr—O6—C8—O7	−179.4 (3)
O8—Cr—N3—C7	96.2 (2)	Cr—O6—C8—C7	−0.2 (4)
O3—Cr—O1—C2	85.3 (2)	N3—C7—C8—O7	−176.3 (3)
O8—Cr—O1—C2	−94.2 (2)	N3—C7—C8—O6	4.5 (4)
N3—Cr—O1—C2	−177.1 (2)	C11—N3—C9—C10	146.3 (3)
O1—Cr—O3—C4	−103.6 (2)	C7—N3—C9—C10	−86.6 (3)
O6—Cr—O3—C4	76.5 (2)	Cr—N3—C9—C10	29.2 (3)
N3—Cr—O3—C4	160.6 (2)	Cr—O8—C10—O9	179.2 (2)
N1—Cr—O3—C4	−18.8 (2)	Cr—O8—C10—C9	0.3 (4)
O3—Cr—O6—C8	95.0 (2)	N3—C9—C10—O9	159.5 (3)
O8—Cr—O6—C8	−85.6 (2)	N3—C9—C10—O8	−21.5 (4)
N3—Cr—O6—C8	−2.7 (2)	C9—N3—C11—C12	61.9 (3)
N1—Cr—O6—C8	177.7 (2)	C7—N3—C11—C12	−65.4 (3)
O1—Cr—O8—C10	−81.8 (2)	Cr—N3—C11—C12	176.7 (2)
O6—Cr—O8—C10	98.1 (2)	N3—C11—C12—O10	−2.5 (5)
N3—Cr—O8—C10	13.9 (2)	N3—C11—C12—N4	178.1 (3)
N1—Cr—O8—C10	−166.7 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O12—H12B···O5^i	0.92	2.14	2.936 (5)	145
O12—H12A···O7^ii	0.90	2.03	2.927 (5)	171
O11—H11D···O5^iii	0.92	2.02	2.911 (5)	162
O11—H11C···O3	0.90	2.53	3.087 (5)	120
O11—H11C···O4	0.90	2.50	3.136 (5)	128
N4—H4B···O9^iv	0.86	2.11	2.955 (4)	167
N4—H4A···O7^v	0.86	2.30	3.099 (4)	154
N2—H2B···O4^vi	0.86	2.24	3.073 (4)	162
N2—H2A···O2^vii	0.86	2.29	3.111 (3)	159

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