(N-Phenyl-2-{2′-[(phenyl­ethyl­carbamo­yl)meth­oxy]biphenyl-2-yl­oxy}-N-ethyl­acetamide-κ4O)(2,4,6-trinitro­phenolato-κO)bis­(2,4,6-trinitro­phenolato-κ2O,O′)­gadolinium(III)

Guo, Y.-L.; Wang, Y.-W.; Dou, W.; Liu, W.-S.; Wang, D.-Q.

doi:10.1107/S160053680702137X

Buy article online - an online subscription or single-article purchase is required to access this article.

(N-Phenyl-2-{2′-[(phenylethylcarbamoyl)methoxy]biphenyl-2-yloxy}-N-ethylacetamide-κ⁴O)(2,4,6-trinitrophenolato-κO)bis(2,4,6-trinitrophenolato-κ²O,O′)gadolinium(III)

Y.-L. Guo, Y.-W. Wang, W. Dou, W.-S. Liu and D.-Q. Wang

In the title compound, [Gd(C₆H₂N₃O₇)₃(C₃₂H₃₂N₂O₄)], the Gd^III ion is nine-coordinated by four O atoms from the N-phenyl-2-{2′-[(phenylethylcarbamoyl)methoxy]biphenyl-2-yloxy}-N-ethylacetamide ligand and five from two bidentate and one monodentate 2,4,6-trinitrophenolate (picrate) ligands. The coordination polyhedron around the Gd^III ion is a distorted tricapped trigonal prism. The tetradentate ligand wraps around the metal ion with its O atoms and forms a ring-like coordination structure together with the Gd atom. The mean distance between the Gd atom and the coordinated carbonyl O atoms is shorter than that between the Gd atom and the coordinated ether atoms. This suggests that the Gd—O (C=O) bond is stronger than the Gd—O (C—O—C) bond.

Read article Similar articles

Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680702137X/dn2162sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S160053680702137X/dn2162Isup2.hkl Contains datablock I

CCDC reference: 650592

checkCIF report

Key indicators

Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.008 Å
R factor = 0.036
wR factor = 0.086
Data-to-parameter ratio = 12.2

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  Gd     -   O13     ..      12.03 su
PLAT430_ALERT_2_B Short Inter D...A Contact  O15    ..  N4      ..       2.87 Ang.
PLAT430_ALERT_2_B Short Inter D...A Contact  O23    ..  N4      ..       2.85 Ang.

Alert level C
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.97
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.59
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.86 Ratio
PLAT220_ALERT_2_C Large Non-Solvent    O     Ueq(max)/Ueq(min) ...       3.38 Ratio
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.33 Ratio
PLAT230_ALERT_2_C Hirshfeld Test Diff for    N1     -   C21     ..       6.62 su
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        C17
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         N8
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        N11
PLAT360_ALERT_2_C Short  C(sp3)-C(sp3) Bond  C21    -   C22    ...       1.40 Ang.
PLAT432_ALERT_2_C Short Inter X...Y Contact  O23    ..  C36     ..       3.00 Ang.

Alert level G
PLAT794_ALERT_5_G Check Predicted Bond Valency for Gd          (3)       3.56

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

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
  12 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
   1 ALERT type 5 Informative message, check

Comment top

Metal-directed self-assembly of organic ligands and metal ions, or organometallic moieties, to form well defined structures has been a very attractive field in recent years (Lehn, 1995; Steed & Atwood, 2000; Bourne et al., 2001;), for their fascinating structural diversities and potential application in functional materials, nanotechnology and biological recognition (Evan & Lin, 2002; Janiak, 2003; Carlucci et al., 2003; Gutschke et al., 1996;). We have now investigated the assembly of the ligand N-phenyl-2-{2'-[(phenyl- ethyl-carbamoyl)-methoxy]-biphenyl-2-yloxy}-N-ethyl-acetamide with gadolinium picrate.

In the title complex I, The Gd(III) ion is coordinated by 9 oxygen donor atoms, five of them belonging to two bidentate and one monodentate picrate groups whereas the remaining four are from the tetradentate ligand L(Fig. 1). The coordination polyhedron around Gd(III) ion is a distorted tricapped trigonal prism (Fig. 2) (Wang et al., 2003). The quadridentate ligand wraps around the metal ion with its oxygen atoms and forms a ring-like coordination structure together with the Gd atom. The two phenyl rings about the central bond in the molecule have a drastic twisting, with the dihedral angle between them being 61.18°. The mean distances between the Gd atom and the coordinated ether and carbonyl oxygen atoms are 2.575 Å and 2.3105 Å, respectively. This suggests that the Gd—O (C?O) bond is stronger than the Gd—O (C—O—C) bond.

Related literature top

For general backgound, see: Lehn, 1995; Steed & Atwood, 2000; Bourne et al., 2001; Evan & Lin, 2002; Janiak, 2003; Carlucci et al., 2003; Gutschke et al., 1996. For related structures, see: Wang et al., 2003.

Experimental top

To a solution of 0.2 mmol gadolinium picrate in 5 ml of ethanol was added dropwise the solution of 0.2 mmol ligand in 10 ml of ethanol. The mixture was stirred at room temperature for 6 h. The precipitated solid complex was filtered, washed with ethanol and dried in vacuo over P₂O₅ for 72 h. The complex was obtained as yellow powder. Single crystal of the gadolinium complex grew from CH₃Cl and CH₃CH₂OH by slow evaporation at room temperature. After about two weeks, yellow crystal formed from the solution.

Structure description top

Computing details top

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXTL.

Figures top

	Fig. 1. The independent components of (I), showing the atom-labelling scheme. Displacement ellipsoids are drawn at the 30% probability level. H atoms have been omitted for clarity.
	Fig. 2. The coordination polyhedron of (I), showing the distorted tricapped trigonal prism.

(N-Phenyl-2-{2'-[(phenylethylcarbamoyl)methoxy]biphenyl-2-yloxy}- N-ethylacetamide-κ⁴O)(2,4,6-trinitrophenolato-κO) bis(2,4,6-trinitrophenolato-κ²O,O')gadolinium(III) top

Crystal data top

[Gd(C₆H₂N₃O₇)₃(C₃₂H₃₂N₂O₄)]	F(000) = 2716
M_r = 1350.16	D_x = 1.652 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 8109 reflections
a = 20.125 (2) Å	θ = 2.2–25.3°
b = 16.7778 (18) Å	µ = 1.32 mm⁻¹
c = 16.6491 (18) Å	T = 298 K
β = 105.051 (2)°	Block, yellow
V = 5428.9 (10) Å³	0.40 × 0.37 × 0.29 mm
Z = 4

Data collection top

Bruker SMART CCD area detector diffractometer	9559 independent reflections
Radiation source: fine-focus sealed tube	6585 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.036
phi and ω scans	θ_max = 25.0°, θ_min = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −16→23
T_min = 0.620, T_max = 0.701	k = −19→19
28190 measured reflections	l = −19→17

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)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.087	H-atom parameters constrained
S = 1.08	w = 1/[σ²(F_o²) + (0.0225P)² + 8.0112P] where P = (F_o² + 2F_c²)/3
9559 reflections	(Δ/σ)_max = 0.002
786 parameters	Δρ_max = 1.50 e Å⁻³
0 restraints	Δρ_min = −0.58 e Å⁻³

Crystal data top

[Gd(C₆H₂N₃O₇)₃(C₃₂H₃₂N₂O₄)]	V = 5428.9 (10) Å³
M_r = 1350.16	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 20.125 (2) Å	µ = 1.32 mm⁻¹
b = 16.7778 (18) Å	T = 298 K
c = 16.6491 (18) Å	0.40 × 0.37 × 0.29 mm
β = 105.051 (2)°

Data collection top

Bruker SMART CCD area detector diffractometer	9559 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	6585 reflections with I > 2σ(I)
T_min = 0.620, T_max = 0.701	R_int = 0.036
28190 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.036	0 restraints
wR(F²) = 0.087	H-atom parameters constrained
S = 1.08	Δρ_max = 1.50 e Å⁻³
9559 reflections	Δρ_min = −0.58 e Å⁻³
786 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.

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	U_iso*/U_eq
Gd	0.749509 (11)	0.628330 (12)	0.769967 (14)	0.03694 (8)
N1	0.9530 (2)	0.7437 (2)	0.8655 (3)	0.0527 (11)
N2	0.5485 (2)	0.7472 (3)	0.6819 (3)	0.0604 (12)
N3	0.6661 (2)	0.4428 (3)	0.7896 (3)	0.0558 (11)
N4	0.7446 (4)	0.1794 (3)	0.7376 (3)	0.0817 (17)
N5	0.8962 (2)	0.4044 (3)	0.7360 (3)	0.0580 (11)
N6	0.8047 (2)	0.5775 (2)	0.5830 (3)	0.0526 (11)
N7	0.7101 (3)	0.3392 (3)	0.4317 (3)	0.0794 (15)
N8	0.5725 (2)	0.4815 (3)	0.5851 (3)	0.0649 (13)
N9	0.9043 (3)	0.5088 (3)	0.9422 (3)	0.0657 (13)
N10	0.7864 (4)	0.3033 (3)	1.0554 (3)	0.0798 (16)
N11	0.6777 (3)	0.5639 (3)	0.9963 (4)	0.0712 (14)
O1	0.85746 (15)	0.68313 (18)	0.7941 (2)	0.0476 (8)
O2	0.77451 (14)	0.75760 (16)	0.85945 (19)	0.0421 (8)
O3	0.64424 (14)	0.69007 (17)	0.75993 (19)	0.0411 (7)
O4	0.72718 (14)	0.75474 (16)	0.68295 (18)	0.0398 (7)
O5	0.79637 (15)	0.50497 (16)	0.7700 (2)	0.0456 (8)
O6	0.66987 (17)	0.51556 (19)	0.7911 (2)	0.0602 (10)
O7	0.6175 (2)	0.4090 (2)	0.8044 (3)	0.1057 (17)
O8	0.6861 (3)	0.1556 (2)	0.7312 (3)	0.1065 (17)
O9	0.7935 (3)	0.1368 (2)	0.7345 (3)	0.1079 (17)
O10	0.9479 (2)	0.3659 (2)	0.7687 (3)	0.0836 (12)
O11	0.8964 (2)	0.4630 (2)	0.6944 (3)	0.0776 (12)
O12	0.68209 (16)	0.58803 (18)	0.6408 (2)	0.0524 (9)
O13	0.81129 (17)	0.62156 (19)	0.6441 (2)	0.0576 (9)
O14	0.8431 (2)	0.5811 (2)	0.5371 (3)	0.0747 (11)
O15	0.7645 (3)	0.3316 (3)	0.4143 (3)	0.1159 (19)
O16	0.6607 (3)	0.2947 (3)	0.4072 (3)	0.0965 (15)
O17	0.5489 (2)	0.4223 (3)	0.6085 (3)	0.1105 (17)
O18	0.5445 (2)	0.5463 (3)	0.5762 (3)	0.0924 (14)
O19	0.78189 (17)	0.60133 (18)	0.9109 (2)	0.0557 (9)
O20	0.9221 (2)	0.5779 (3)	0.9556 (3)	0.0882 (13)
O21	0.9358 (2)	0.4588 (3)	0.9138 (3)	0.0891 (13)
O22	0.8388 (3)	0.2635 (3)	1.0675 (3)	0.1086 (17)
O23	0.7321 (3)	0.2800 (2)	1.0683 (3)	0.0938 (14)
O24	0.6489 (2)	0.5496 (3)	1.0510 (3)	0.0947 (15)
O25	0.6636 (3)	0.6196 (3)	0.9512 (4)	0.135 (2)
C1	0.7289 (2)	0.8213 (3)	0.8567 (3)	0.0438 (12)
C2	0.6850 (3)	0.8186 (3)	0.9071 (3)	0.0571 (14)
H2	0.6882	0.7775	0.9455	0.069*
C3	0.6358 (3)	0.8777 (4)	0.9003 (4)	0.0713 (17)
H3	0.6048	0.8759	0.9330	0.086*
C4	0.6330 (3)	0.9391 (4)	0.8450 (4)	0.081 (2)
H4	0.6005	0.9792	0.8413	0.097*
C5	0.6779 (3)	0.9420 (3)	0.7950 (4)	0.0713 (17)
H5	0.6759	0.9845	0.7587	0.086*
C6	0.7264 (2)	0.8814 (3)	0.7984 (3)	0.0495 (12)
C7	0.7730 (2)	0.8811 (3)	0.7422 (3)	0.0495 (12)
C8	0.8195 (3)	0.9428 (3)	0.7435 (4)	0.0711 (17)
H8	0.8203	0.9863	0.7784	0.085*
C9	0.8642 (3)	0.9402 (4)	0.6938 (5)	0.083 (2)
H9	0.8956	0.9814	0.6963	0.099*
C10	0.8633 (3)	0.8781 (3)	0.6406 (4)	0.0692 (16)
H10	0.8940	0.8769	0.6074	0.083*
C11	0.8165 (2)	0.8170 (3)	0.6364 (3)	0.0546 (13)
H11	0.8153	0.7745	0.6001	0.066*
C12	0.7720 (2)	0.8196 (3)	0.6860 (3)	0.0421 (11)
C13	0.8865 (2)	0.7291 (3)	0.8501 (3)	0.0404 (11)
C14	0.8455 (2)	0.7713 (3)	0.9012 (3)	0.0466 (12)
H14A	0.8562	0.7498	0.9572	0.056*
H14B	0.8556	0.8279	0.9043	0.056*
C15	0.9900 (2)	0.7912 (3)	0.9347 (3)	0.0534 (13)
C16	1.0082 (3)	0.7587 (4)	1.0134 (4)	0.0774 (18)
H16	0.9959	0.7067	1.0226	0.093*
C17	1.0449 (4)	0.8047 (6)	1.0778 (5)	0.112 (3)
H17	1.0572	0.7841	1.1314	0.135*
C18	1.0633 (4)	0.8798 (6)	1.0638 (6)	0.114 (3)
H18	1.0885	0.9100	1.1081	0.137*
C19	1.0456 (3)	0.9123 (4)	0.9861 (6)	0.093 (2)
H19	1.0586	0.9641	0.9774	0.112*
C20	1.0086 (3)	0.8675 (3)	0.9206 (4)	0.0669 (15)
H20	0.9962	0.8887	0.8672	0.080*
C21	0.9901 (3)	0.7119 (4)	0.8036 (5)	0.093 (2)
H21A	0.9609	0.7192	0.7478	0.111*
H21B	1.0317	0.7427	0.8083	0.111*
C22	1.0076 (4)	0.6313 (4)	0.8152 (5)	0.115 (3)
H22A	1.0355	0.6233	0.8709	0.173*
H22B	1.0329	0.6155	0.7763	0.173*
H22C	0.9665	0.5999	0.8065	0.173*
C23	0.6152 (2)	0.7319 (3)	0.6994 (3)	0.0406 (11)
C24	0.6557 (2)	0.7696 (3)	0.6443 (3)	0.0429 (11)
H24A	0.6426	0.7462	0.5892	0.052*
H24B	0.6469	0.8265	0.6394	0.052*
C25	0.5145 (2)	0.7904 (3)	0.6082 (4)	0.0600 (15)
C26	0.4971 (3)	0.7523 (4)	0.5331 (4)	0.0774 (18)
H26	0.5078	0.6988	0.5295	0.093*
C27	0.4633 (3)	0.7942 (5)	0.4619 (5)	0.097 (2)
H27	0.4509	0.7688	0.4105	0.117*
C28	0.4486 (3)	0.8726 (6)	0.4686 (5)	0.102 (3)
H28	0.4264	0.9009	0.4212	0.122*
C29	0.4658 (3)	0.9104 (4)	0.5432 (5)	0.096 (2)
H29	0.4549	0.9639	0.5466	0.115*
C30	0.4995 (3)	0.8692 (4)	0.6143 (4)	0.0760 (17)
H30	0.5118	0.8950	0.6655	0.091*
C31	0.5076 (3)	0.7199 (4)	0.7423 (4)	0.0829 (19)
H31A	0.5353	0.7265	0.7991	0.100*
H31B	0.4666	0.7525	0.7351	0.100*
C32	0.4882 (4)	0.6369 (5)	0.7274 (5)	0.113 (3)
H32A	0.4636	0.6299	0.6702	0.169*
H32B	0.4592	0.6215	0.7624	0.169*
H32C	0.5288	0.6043	0.7398	0.169*
C33	0.7823 (2)	0.4308 (3)	0.7624 (3)	0.0403 (11)
C34	0.7199 (2)	0.3955 (3)	0.7704 (3)	0.0435 (11)
C35	0.7077 (3)	0.3137 (3)	0.7636 (3)	0.0553 (13)
H35	0.6665	0.2925	0.7694	0.066*
C36	0.7573 (3)	0.2654 (3)	0.7482 (3)	0.0585 (15)
C37	0.8195 (3)	0.2949 (3)	0.7425 (3)	0.0569 (14)
H37	0.8536	0.2605	0.7351	0.068*
C38	0.8307 (2)	0.3745 (3)	0.7477 (3)	0.0446 (11)
C39	0.6896 (2)	0.5324 (3)	0.5928 (3)	0.0420 (11)
C40	0.7487 (2)	0.5201 (3)	0.5628 (3)	0.0422 (11)
C41	0.7559 (3)	0.4577 (3)	0.5115 (3)	0.0529 (13)
H41	0.7957	0.4524	0.4936	0.063*
C42	0.7036 (3)	0.4038 (3)	0.4877 (3)	0.0548 (14)
C43	0.6442 (3)	0.4111 (3)	0.5133 (3)	0.0537 (13)
H43	0.6092	0.3736	0.4974	0.064*
C44	0.6373 (2)	0.4742 (3)	0.5623 (3)	0.0463 (12)
C45	0.7854 (3)	0.5374 (3)	0.9522 (3)	0.0495 (13)
C46	0.8420 (3)	0.4827 (3)	0.9640 (3)	0.0503 (13)
C47	0.8420 (3)	0.4077 (3)	0.9951 (3)	0.0576 (14)
H47	0.8786	0.3733	0.9974	0.069*
C48	0.7870 (3)	0.3842 (3)	1.0228 (3)	0.0586 (14)
C49	0.7337 (3)	0.4356 (3)	1.0239 (3)	0.0597 (14)
H49	0.6985	0.4200	1.0472	0.072*
C50	0.7336 (3)	0.5102 (3)	0.9904 (3)	0.0539 (13)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Gd	0.03632 (13)	0.02908 (11)	0.04381 (13)	0.00121 (11)	0.00754 (9)	−0.00233 (11)
N1	0.037 (2)	0.055 (3)	0.070 (3)	−0.009 (2)	0.021 (2)	−0.017 (2)
N2	0.037 (2)	0.070 (3)	0.076 (3)	0.010 (2)	0.017 (2)	0.027 (2)
N3	0.060 (3)	0.051 (3)	0.061 (3)	−0.011 (2)	0.024 (2)	0.003 (2)
N4	0.141 (5)	0.024 (2)	0.083 (4)	−0.008 (3)	0.034 (4)	0.005 (2)
N5	0.058 (3)	0.053 (3)	0.068 (3)	0.014 (2)	0.025 (2)	−0.007 (2)
N6	0.055 (3)	0.052 (3)	0.049 (3)	0.006 (2)	0.010 (2)	0.010 (2)
N7	0.082 (4)	0.082 (4)	0.067 (4)	0.012 (3)	0.006 (3)	−0.030 (3)
N8	0.056 (3)	0.078 (4)	0.059 (3)	−0.008 (3)	0.013 (2)	−0.019 (3)
N9	0.068 (3)	0.074 (3)	0.053 (3)	0.006 (3)	0.013 (2)	0.007 (3)
N10	0.110 (5)	0.067 (4)	0.062 (3)	−0.006 (4)	0.021 (3)	0.016 (3)
N11	0.075 (4)	0.057 (3)	0.085 (4)	−0.009 (3)	0.028 (3)	−0.014 (3)
O1	0.0425 (19)	0.0457 (18)	0.055 (2)	−0.0046 (15)	0.0132 (15)	−0.0132 (16)
O2	0.0371 (18)	0.0340 (16)	0.053 (2)	0.0047 (13)	0.0076 (14)	−0.0029 (14)
O3	0.0390 (18)	0.0380 (17)	0.047 (2)	0.0055 (14)	0.0124 (15)	0.0019 (15)
O4	0.0328 (17)	0.0326 (16)	0.053 (2)	0.0002 (13)	0.0082 (14)	0.0022 (14)
O5	0.0463 (19)	0.0267 (16)	0.067 (2)	0.0026 (14)	0.0214 (16)	−0.0031 (15)
O6	0.057 (2)	0.0381 (19)	0.093 (3)	0.0003 (17)	0.032 (2)	0.0017 (18)
O7	0.090 (3)	0.070 (3)	0.186 (5)	−0.021 (2)	0.087 (3)	−0.001 (3)
O8	0.148 (5)	0.054 (3)	0.123 (4)	−0.038 (3)	0.044 (4)	−0.008 (2)
O9	0.167 (5)	0.037 (2)	0.123 (4)	0.029 (3)	0.043 (3)	−0.003 (2)
O10	0.062 (3)	0.086 (3)	0.103 (3)	0.030 (2)	0.022 (2)	0.005 (3)
O11	0.075 (3)	0.064 (3)	0.109 (3)	0.010 (2)	0.052 (2)	0.017 (2)
O12	0.056 (2)	0.0490 (19)	0.048 (2)	0.0068 (16)	0.0069 (16)	−0.0169 (16)
O13	0.061 (2)	0.048 (2)	0.060 (2)	−0.0081 (18)	0.0088 (17)	−0.0074 (19)
O14	0.077 (3)	0.084 (3)	0.070 (3)	−0.011 (2)	0.032 (2)	0.004 (2)
O15	0.089 (4)	0.146 (5)	0.108 (4)	0.025 (3)	0.018 (3)	−0.072 (3)
O16	0.111 (4)	0.080 (3)	0.091 (3)	−0.011 (3)	0.013 (3)	−0.047 (3)
O17	0.102 (4)	0.116 (4)	0.132 (5)	−0.034 (3)	0.064 (3)	−0.001 (3)
O18	0.058 (3)	0.103 (4)	0.114 (4)	0.010 (3)	0.019 (2)	−0.039 (3)
O19	0.076 (2)	0.0409 (19)	0.048 (2)	0.0006 (17)	0.0120 (17)	0.0030 (16)
O20	0.084 (3)	0.082 (3)	0.100 (4)	−0.020 (3)	0.025 (2)	0.006 (3)
O21	0.077 (3)	0.104 (3)	0.092 (3)	0.019 (3)	0.033 (3)	0.006 (3)
O22	0.130 (4)	0.076 (3)	0.121 (4)	0.031 (3)	0.034 (3)	0.041 (3)
O23	0.128 (4)	0.072 (3)	0.082 (3)	−0.026 (3)	0.027 (3)	0.015 (2)
O24	0.093 (3)	0.084 (3)	0.124 (4)	−0.014 (3)	0.059 (3)	−0.024 (3)
O25	0.138 (5)	0.114 (4)	0.176 (6)	0.071 (4)	0.081 (4)	0.067 (4)
C1	0.038 (3)	0.033 (3)	0.056 (3)	0.003 (2)	0.005 (2)	−0.016 (2)
C2	0.052 (3)	0.060 (3)	0.060 (4)	0.000 (3)	0.016 (3)	−0.021 (3)
C3	0.056 (4)	0.082 (4)	0.077 (4)	0.004 (3)	0.018 (3)	−0.035 (4)
C4	0.064 (4)	0.077 (4)	0.094 (5)	0.027 (3)	0.007 (4)	−0.038 (4)
C5	0.075 (4)	0.045 (3)	0.085 (5)	0.016 (3)	0.005 (4)	−0.008 (3)
C6	0.048 (3)	0.029 (3)	0.066 (3)	0.005 (2)	0.005 (3)	−0.007 (2)
C7	0.050 (3)	0.031 (3)	0.062 (3)	−0.002 (2)	0.005 (3)	0.006 (2)
C8	0.086 (5)	0.036 (3)	0.086 (5)	−0.016 (3)	0.013 (4)	0.006 (3)
C9	0.076 (5)	0.059 (4)	0.106 (6)	−0.034 (3)	0.010 (4)	0.024 (4)
C10	0.056 (3)	0.067 (4)	0.087 (5)	−0.011 (3)	0.023 (3)	0.027 (4)
C11	0.053 (3)	0.054 (3)	0.058 (4)	−0.001 (3)	0.015 (3)	0.013 (3)
C12	0.035 (3)	0.035 (3)	0.053 (3)	−0.002 (2)	0.005 (2)	0.010 (2)
C13	0.039 (3)	0.035 (2)	0.048 (3)	−0.003 (2)	0.014 (2)	−0.002 (2)
C14	0.039 (3)	0.049 (3)	0.050 (3)	0.000 (2)	0.007 (2)	−0.011 (2)
C15	0.034 (3)	0.058 (3)	0.066 (4)	−0.009 (2)	0.011 (2)	−0.013 (3)
C16	0.064 (4)	0.081 (4)	0.080 (5)	−0.008 (3)	0.007 (3)	0.000 (4)
C17	0.094 (6)	0.153 (8)	0.070 (5)	−0.008 (6)	−0.012 (4)	−0.007 (5)
C18	0.081 (5)	0.134 (8)	0.113 (7)	−0.037 (5)	0.001 (5)	−0.053 (6)
C19	0.069 (5)	0.077 (5)	0.137 (7)	−0.028 (4)	0.030 (5)	−0.030 (5)
C20	0.048 (3)	0.067 (4)	0.088 (4)	−0.012 (3)	0.023 (3)	−0.009 (3)
C21	0.057 (4)	0.085 (5)	0.147 (7)	−0.010 (4)	0.044 (4)	−0.019 (5)
C22	0.084 (5)	0.109 (6)	0.154 (8)	0.010 (5)	0.033 (5)	−0.011 (6)
C23	0.038 (3)	0.034 (2)	0.049 (3)	0.000 (2)	0.012 (2)	−0.005 (2)
C24	0.033 (3)	0.046 (3)	0.048 (3)	0.005 (2)	0.009 (2)	0.003 (2)
C25	0.034 (3)	0.068 (4)	0.078 (4)	0.008 (3)	0.015 (3)	0.019 (3)
C26	0.057 (4)	0.084 (4)	0.087 (5)	−0.003 (3)	0.010 (3)	0.012 (4)
C27	0.070 (5)	0.128 (7)	0.088 (6)	0.001 (5)	0.010 (4)	0.004 (5)
C28	0.068 (4)	0.144 (8)	0.094 (6)	0.027 (5)	0.020 (4)	0.052 (6)
C29	0.074 (5)	0.095 (5)	0.123 (7)	0.034 (4)	0.031 (5)	0.046 (5)
C30	0.054 (3)	0.082 (4)	0.094 (5)	0.021 (3)	0.021 (3)	0.021 (4)
C31	0.054 (4)	0.094 (5)	0.101 (5)	0.006 (3)	0.020 (3)	0.028 (4)
C32	0.092 (5)	0.128 (7)	0.120 (7)	−0.025 (5)	0.033 (5)	−0.014 (5)
C33	0.049 (3)	0.034 (3)	0.036 (3)	0.003 (2)	0.008 (2)	0.003 (2)
C34	0.051 (3)	0.040 (3)	0.042 (3)	0.000 (2)	0.016 (2)	0.000 (2)
C35	0.073 (4)	0.047 (3)	0.048 (3)	−0.007 (3)	0.021 (3)	0.005 (2)
C36	0.093 (4)	0.029 (2)	0.054 (4)	0.000 (3)	0.021 (3)	0.001 (2)
C37	0.075 (4)	0.044 (3)	0.051 (3)	0.016 (3)	0.016 (3)	−0.002 (2)
C38	0.056 (3)	0.032 (2)	0.047 (3)	0.005 (2)	0.015 (2)	0.000 (2)
C39	0.051 (3)	0.038 (3)	0.034 (3)	0.005 (2)	0.005 (2)	0.001 (2)
C40	0.048 (3)	0.037 (3)	0.036 (3)	0.000 (2)	0.002 (2)	0.001 (2)
C41	0.055 (3)	0.059 (3)	0.043 (3)	0.010 (3)	0.009 (2)	0.000 (3)
C42	0.067 (4)	0.054 (3)	0.040 (3)	0.007 (3)	0.008 (3)	−0.016 (2)
C43	0.067 (4)	0.042 (3)	0.048 (3)	−0.009 (3)	0.008 (3)	−0.006 (2)
C44	0.053 (3)	0.045 (3)	0.040 (3)	0.002 (2)	0.011 (2)	−0.002 (2)
C45	0.061 (3)	0.045 (3)	0.038 (3)	−0.002 (3)	0.005 (2)	−0.003 (2)
C46	0.056 (3)	0.050 (3)	0.045 (3)	−0.001 (3)	0.012 (2)	0.005 (2)
C47	0.069 (4)	0.055 (3)	0.047 (3)	0.010 (3)	0.011 (3)	0.010 (3)
C48	0.075 (4)	0.049 (3)	0.049 (3)	0.003 (3)	0.011 (3)	0.015 (3)
C49	0.063 (4)	0.064 (4)	0.052 (3)	−0.008 (3)	0.016 (3)	0.004 (3)
C50	0.060 (3)	0.048 (3)	0.052 (3)	0.000 (3)	0.010 (3)	−0.003 (3)

Geometric parameters (Å, º) top

Gd—O5	2.274 (3)	C10—C11	1.380 (7)
Gd—O1	2.296 (3)	C10—H10	0.9300
Gd—O19	2.311 (3)	C11—C12	1.369 (7)
Gd—O3	2.325 (3)	C11—H11	0.9300
Gd—O12	2.326 (3)	C13—C14	1.508 (6)
Gd—O4	2.542 (3)	C14—H14A	0.9700
Gd—O6	2.562 (3)	C14—H14B	0.9700
Gd—O2	2.605 (3)	C15—C20	1.370 (7)
Gd—O13	2.703 (4)	C15—C16	1.378 (7)
N1—C13	1.318 (5)	C16—C17	1.371 (9)
N1—C15	1.440 (6)	C16—H16	0.9300
N1—C21	1.517 (7)	C17—C18	1.350 (10)
N2—C23	1.321 (5)	C17—H17	0.9300
N2—C25	1.436 (6)	C18—C19	1.363 (10)
N2—C31	1.527 (7)	C18—H18	0.9300
N3—O7	1.209 (5)	C19—C20	1.373 (8)
N3—O6	1.223 (5)	C19—H19	0.9300
N3—C34	1.445 (6)	C20—H20	0.9300
N4—O8	1.221 (6)	C21—C22	1.397 (8)
N4—O9	1.228 (7)	C21—H21A	0.9700
N4—C36	1.468 (6)	C21—H21B	0.9700
N5—O11	1.203 (5)	C22—H22A	0.9600
N5—O10	1.225 (5)	C22—H22B	0.9600
N5—C38	1.469 (6)	C22—H22C	0.9600
N6—O14	1.221 (5)	C23—C24	1.515 (6)
N6—O13	1.236 (5)	C24—H24A	0.9700
N6—C40	1.454 (6)	C24—H24B	0.9700
N7—O15	1.210 (6)	C25—C26	1.365 (8)
N7—O16	1.224 (6)	C25—C30	1.367 (7)
N7—C42	1.458 (6)	C26—C27	1.394 (9)
N8—O17	1.208 (6)	C26—H26	0.9300
N8—O18	1.216 (6)	C27—C28	1.360 (10)
N8—C44	1.453 (6)	C27—H27	0.9300
N9—O20	1.218 (6)	C28—C29	1.357 (10)
N9—O21	1.219 (6)	C28—H28	0.9300
N9—C46	1.460 (7)	C29—C30	1.386 (8)
N10—O22	1.221 (6)	C29—H29	0.9300
N10—O23	1.230 (6)	C30—H30	0.9300
N10—C48	1.462 (7)	C31—C32	1.451 (8)
N11—O25	1.186 (6)	C31—H31A	0.9700
N11—O24	1.223 (6)	C31—H31B	0.9700
N11—C50	1.466 (7)	C32—H32A	0.9600
O1—C13	1.234 (5)	C32—H32B	0.9600
O2—C1	1.402 (5)	C32—H32C	0.9600
O2—C14	1.436 (5)	C33—C38	1.424 (6)
O3—C23	1.243 (5)	C33—C34	1.426 (6)
O4—C12	1.405 (5)	C34—C35	1.393 (6)
O4—C24	1.437 (5)	C35—C36	1.360 (7)
O5—C33	1.275 (5)	C35—H35	0.9300
O12—C39	1.262 (5)	C36—C37	1.372 (7)
O19—C45	1.266 (5)	C37—C38	1.354 (6)
C1—C2	1.368 (7)	C37—H37	0.9300
C1—C6	1.391 (7)	C39—C40	1.420 (6)
C2—C3	1.385 (7)	C39—C44	1.429 (6)
C2—H2	0.9300	C40—C41	1.382 (6)
C3—C4	1.371 (8)	C41—C42	1.365 (7)
C3—H3	0.9300	C41—H41	0.9300
C4—C5	1.379 (8)	C42—C43	1.375 (7)
C4—H4	0.9300	C43—C44	1.367 (6)
C5—C6	1.400 (7)	C43—H43	0.9300
C5—H5	0.9300	C45—C50	1.429 (7)
C6—C7	1.487 (7)	C45—C46	1.436 (7)
C7—C12	1.390 (6)	C46—C47	1.361 (6)
C7—C8	1.392 (7)	C47—C48	1.363 (7)
C8—C9	1.373 (8)	C47—H47	0.9300
C8—H8	0.9300	C48—C49	1.380 (7)
C9—C10	1.364 (8)	C49—C50	1.369 (7)
C9—H9	0.9300	C49—H49	0.9300

O5—Gd—O1	89.48 (10)	C13—C14—H14B	110.6
O5—Gd—O19	79.26 (11)	H14A—C14—H14B	108.7
O1—Gd—O19	84.06 (12)	C20—C15—C16	121.0 (5)
O5—Gd—O3	140.85 (10)	C20—C15—N1	119.2 (5)
O1—Gd—O3	129.59 (10)	C16—C15—N1	119.7 (5)
O19—Gd—O3	99.89 (11)	C17—C16—C15	118.4 (6)
O5—Gd—O12	82.99 (11)	C17—C16—H16	120.8
O1—Gd—O12	125.18 (12)	C15—C16—H16	120.8
O19—Gd—O12	145.59 (12)	C18—C17—C16	120.5 (8)
O3—Gd—O12	76.19 (11)	C18—C17—H17	119.8
O5—Gd—O4	140.48 (10)	C16—C17—H17	119.8
O1—Gd—O4	77.57 (10)	C17—C18—C19	121.4 (7)
O19—Gd—O4	134.73 (10)	C17—C18—H18	119.3
O3—Gd—O4	64.17 (10)	C19—C18—H18	119.3
O12—Gd—O4	74.99 (10)	C18—C19—C20	119.2 (7)
O5—Gd—O6	66.55 (11)	C18—C19—H19	120.4
O1—Gd—O6	150.32 (11)	C20—C19—H19	120.4
O19—Gd—O6	74.79 (12)	C15—C20—C19	119.5 (6)
O3—Gd—O6	75.41 (10)	C15—C20—H20	120.3
O12—Gd—O6	71.14 (12)	C19—C20—H20	120.3
O4—Gd—O6	132.07 (10)	C22—C21—N1	113.4 (6)
O5—Gd—O2	137.64 (10)	C22—C21—H21A	108.9
O1—Gd—O2	62.18 (10)	N1—C21—H21A	108.9
O19—Gd—O2	67.72 (10)	C22—C21—H21B	108.9
O3—Gd—O2	72.98 (9)	N1—C21—H21B	108.9
O12—Gd—O2	138.64 (10)	H21A—C21—H21B	107.7
O4—Gd—O2	67.09 (9)	C21—C22—H22A	109.5
O6—Gd—O2	124.83 (10)	C21—C22—H22B	109.5
O5—Gd—O13	71.81 (11)	H22A—C22—H22B	109.5
O1—Gd—O13	63.09 (10)	C21—C22—H22C	109.5
O19—Gd—O13	135.55 (11)	H22A—C22—H22C	109.5
O3—Gd—O13	123.85 (10)	H22B—C22—H22C	109.5
O12—Gd—O13	62.99 (11)	O3—C23—N2	121.7 (4)
O4—Gd—O13	69.02 (10)	O3—C23—C24	120.8 (4)
O6—Gd—O13	120.36 (10)	N2—C23—C24	117.4 (4)
O2—Gd—O13	114.77 (10)	O4—C24—C23	106.9 (3)
C13—N1—C15	123.1 (4)	O4—C24—H24A	110.3
C13—N1—C21	117.1 (4)	C23—C24—H24A	110.3
C15—N1—C21	119.7 (4)	O4—C24—H24B	110.3
C23—N2—C25	121.2 (4)	C23—C24—H24B	110.3
C23—N2—C31	119.1 (4)	H24A—C24—H24B	108.6
C25—N2—C31	119.7 (4)	C26—C25—C30	120.8 (6)
O7—N3—O6	120.9 (5)	C26—C25—N2	119.9 (5)
O7—N3—C34	118.6 (4)	C30—C25—N2	119.3 (6)
O6—N3—C34	120.5 (4)	C25—C26—C27	119.7 (7)
O8—N4—O9	124.7 (5)	C25—C26—H26	120.1
O8—N4—C36	117.8 (6)	C27—C26—H26	120.1
O9—N4—C36	117.5 (6)	C28—C27—C26	119.1 (7)
O11—N5—O10	123.9 (5)	C28—C27—H27	120.5
O11—N5—C38	119.4 (4)	C26—C27—H27	120.5
O10—N5—C38	116.7 (5)	C29—C28—C27	121.2 (7)
O14—N6—O13	122.4 (5)	C29—C28—H28	119.4
O14—N6—C40	117.8 (5)	C27—C28—H28	119.4
O13—N6—C40	119.8 (4)	C28—C29—C30	120.1 (7)
O15—N7—O16	124.3 (5)	C28—C29—H29	120.0
O15—N7—C42	117.8 (5)	C30—C29—H29	120.0
O16—N7—C42	117.9 (6)	C25—C30—C29	119.2 (7)
O17—N8—O18	124.4 (6)	C25—C30—H30	120.4
O17—N8—C44	118.1 (5)	C29—C30—H30	120.4
O18—N8—C44	117.5 (5)	C32—C31—N2	110.0 (6)
O20—N9—O21	124.6 (6)	C32—C31—H31A	109.7
O20—N9—C46	118.1 (5)	N2—C31—H31A	109.7
O21—N9—C46	117.3 (5)	C32—C31—H31B	109.7
O22—N10—O23	124.4 (6)	N2—C31—H31B	109.7
O22—N10—C48	118.6 (6)	H31A—C31—H31B	108.2
O23—N10—C48	117.0 (6)	C31—C32—H32A	109.5
O25—N11—O24	123.0 (6)	C31—C32—H32B	109.5
O25—N11—C50	120.3 (6)	H32A—C32—H32B	109.5
O24—N11—C50	116.7 (5)	C31—C32—H32C	109.5
C13—O1—Gd	128.6 (3)	H32A—C32—H32C	109.5
C1—O2—C14	117.0 (3)	H32B—C32—H32C	109.5
C1—O2—Gd	126.1 (2)	O5—C33—C38	121.3 (4)
C14—O2—Gd	115.5 (2)	O5—C33—C34	125.1 (4)
C23—O3—Gd	122.6 (3)	C38—C33—C34	113.5 (4)
C12—O4—C24	116.1 (3)	C35—C34—C33	122.9 (4)
C12—O4—Gd	127.5 (2)	C35—C34—N3	115.7 (4)
C24—O4—Gd	114.1 (2)	C33—C34—N3	121.4 (4)
C33—O5—Gd	143.8 (3)	C36—C35—C34	118.6 (5)
N3—O6—Gd	140.6 (3)	C36—C35—H35	120.7
C39—O12—Gd	131.5 (3)	C34—C35—H35	120.7
N6—O13—Gd	133.7 (3)	C35—C36—C37	121.7 (5)
C45—O19—Gd	132.8 (3)	C35—C36—N4	119.6 (6)
C2—C1—C6	122.7 (4)	C37—C36—N4	118.7 (5)
C2—C1—O2	118.4 (4)	C38—C37—C36	119.5 (5)
C6—C1—O2	118.7 (4)	C38—C37—H37	120.2
C1—C2—C3	119.1 (6)	C36—C37—H37	120.2
C1—C2—H2	120.5	C37—C38—C33	123.7 (5)
C3—C2—H2	120.5	C37—C38—N5	118.0 (4)
C4—C3—C2	119.8 (6)	C33—C38—N5	118.3 (4)
C4—C3—H3	120.1	O12—C39—C40	125.4 (4)
C2—C3—H3	120.1	O12—C39—C44	122.1 (4)
C3—C4—C5	120.8 (6)	C40—C39—C44	112.5 (4)
C3—C4—H4	119.6	C41—C40—C39	124.0 (4)
C5—C4—H4	119.6	C41—C40—N6	116.5 (5)
C4—C5—C6	120.6 (6)	C39—C40—N6	119.5 (4)
C4—C5—H5	119.7	C42—C41—C40	119.1 (5)
C6—C5—H5	119.7	C42—C41—H41	120.5
C1—C6—C5	116.9 (5)	C40—C41—H41	120.5
C1—C6—C7	121.5 (4)	C41—C42—C43	121.1 (5)
C5—C6—C7	121.6 (5)	C41—C42—N7	119.3 (5)
C12—C7—C8	117.1 (5)	C43—C42—N7	119.5 (5)
C12—C7—C6	121.6 (4)	C44—C43—C42	119.1 (5)
C8—C7—C6	121.3 (5)	C44—C43—H43	120.5
C9—C8—C7	120.7 (6)	C42—C43—H43	120.5
C9—C8—H8	119.7	C43—C44—C39	124.1 (5)
C7—C8—H8	119.7	C43—C44—N8	117.3 (5)
C10—C9—C8	121.0 (5)	C39—C44—N8	118.6 (4)
C10—C9—H9	119.5	O19—C45—C50	124.7 (5)
C8—C9—H9	119.5	O19—C45—C46	123.1 (5)
C9—C10—C11	119.7 (6)	C50—C45—C46	112.2 (4)
C9—C10—H10	120.2	C47—C46—C45	124.4 (5)
C11—C10—H10	120.2	C47—C46—N9	117.2 (5)
C12—C11—C10	119.4 (5)	C45—C46—N9	118.4 (4)
C12—C11—H11	120.3	C46—C47—C48	118.5 (5)
C10—C11—H11	120.3	C46—C47—H47	120.8
C11—C12—C7	122.1 (4)	C48—C47—H47	120.8
C11—C12—O4	117.9 (4)	C47—C48—C49	121.6 (5)
C7—C12—O4	119.8 (4)	C47—C48—N10	118.7 (5)
O1—C13—N1	121.4 (4)	C49—C48—N10	119.6 (6)
O1—C13—C14	119.9 (4)	C50—C49—C48	119.0 (5)
N1—C13—C14	118.7 (4)	C50—C49—H49	120.5
O2—C14—C13	105.9 (3)	C48—C49—H49	120.5
O2—C14—H14A	110.6	C49—C50—C45	123.3 (5)
C13—C14—H14A	110.6	C49—C50—N11	117.0 (5)
O2—C14—H14B	110.6	C45—C50—N11	119.6 (5)

Experimental details

Crystal data
Chemical formula	[Gd(C₆H₂N₃O₇)₃(C₃₂H₃₂N₂O₄)]
M_r	1350.16
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	298
a, b, c (Å)	20.125 (2), 16.7778 (18), 16.6491 (18)
β (°)	105.051 (2)
V (Å³)	5428.9 (10)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	1.32
Crystal size (mm)	0.40 × 0.37 × 0.29

Data collection
Diffractometer	Bruker SMART CCD area detector
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.620, 0.701
No. of measured, independent and observed [I > 2σ(I)] reflections	28190, 9559, 6585
R_int	0.036
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.036, 0.087, 1.08
No. of reflections	9559
No. of parameters	786
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.50, −0.58

Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 2001), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 2001), SHELXTL.

Selected geometric parameters (Å, º) top

Gd—O1	2.296 (3)	Gd—O4	2.542 (3)
Gd—O3	2.325 (3)	Gd—O2	2.605 (3)

O1—Gd—O4	77.57 (10)	O3—Gd—O2	72.98 (9)
O3—Gd—O4	64.17 (10)	O4—Gd—O2	67.09 (9)
O1—Gd—O2	62.18 (10)

Subscribe to Acta Crystallographica Section E: Crystallographic Communications

Buy online

You may purchase this article in PDF and/or HTML formats. For purchasers in the European Community who do not have a VAT number, VAT will be added at the local rate. Payments to the IUCr are handled by WorldPay, who will accept payment by credit card in several currencies. To purchase the article, please complete the form below (fields marked * are required), and then click on `Continue'.

E-mail address*
Repeat e-mail address* (for error checking)

Format*	PDF (US $40)
	HTML (US $40)
	PDF+HTML (US $50)
In order for VAT to be shown for your country javascript needs to be enabled.

VAT number (non-UK EC countries only)
Country*

Terms and conditions of use
Contact us

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Text
		Plain Text

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Text
		Plain Text

Search IUCr Journals		doi		Advanced search
Author		volume	page