A new family of lanthanide coordination polymers based on 3,3′-[(5-carboxyl­ato-1,3-phenyl­ene)bis­(­oxy)]dibenzoate: synthesis, crystal structures and magnetic and luminescence properties

Yang, D.-D.; Lu, L.-P.; Zhu, M.-L.

doi:10.1107/S2053229620009547

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A new family of lanthanide coordination polymers based on 3,3′-[(5-carboxylato-1,3-phenylene)bis(oxy)]dibenzoate: synthesis, crystal structures and magnetic and luminescence properties

D.-D. Yang, L.-P. Lu and M.-L. Zhu

Six two-dimensional (2D) coordination polymers (CPs), namely, poly[{μ₅-3,3-[(5-carboxylato-1,3-phenylene)bis(oxy)]dibenzoato-κ⁶O¹:O^1′:O³,O^3′:O⁵:O^5′}bis(N,N-dimethylformamide-κO)lanthanide(III)], [Ln(C₂₁H₁₁O₈)(C₃H₇NO)₂]_n, with lanthanide/Ln = cerium/Ce for CP1, praseodymium/Pr for CP2, neodymium/Nd for CP3, samarium/Sm for CP4, europium/Eu for CP5 and gadolinium/Gd for CP6, have been prepared by solvothermal methods using the ligand 3,3′-[(5-carboxy-1,3-phenylene)bis(oxy)]dibenzoic acid (H₃cpboda) in the presence of Ln(NO₃)₃. The complexes were characterized by single-crystal X-ray and powder diffraction, IR spectroscopy, elemental analysis and thermogravimetric analysis (TGA). All the structures of this family of lanthanide CPs are isomorphous with the triclinic space group P $\overline{1}$ and reveal that they have the same 2D network based on binuclear Ln^III units, which are further extended via interlayer C—H

π interactions into a three-dimensional supramolecular structure. The carboxylate groups of the cpboda³⁻ ligands link adjacent Ln^III ions and form binuclear [Ln₂(RCOO)₄] secondary building units (SBUs), in which each binuclear Ln^III SBU contains four carboxylate groups from different cpboda³⁻ ligands. Moreover, with the increase of the rare-earth Ln atomic radius, the dihedral angles between the aromatic rings gradually increase. Magnetically, CP6 shows weak antiferromagnetic coupling between the Gd^III ions. The solid-state luminescence properties of CP2, CP5 and CP6 were examined at ambient temperature and CP5 exhibits characteristic red emission bands derived from the Eu³⁺ ion (CIE 0.53, 0.31), with luminescence quantum yields of 22%. Therefore, CP5 should be regarded as a potential optical material.

Keywords: lanthanide; coordination polymer; crystal structure; polycarboxylic acid; magnetism; luminescence.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229620009547/uk3197sup1.cif Contains datablocks CP1-Ce, CP2-Pr, CP3-Nd, CP4-Sm, CP5-Eu, CP6-Gd, global
	Structure factor file (CIF format) https://doi.org/10.1107/S2053229620009547/uk3197CP1-Cesup2.hkl Contains datablock CP1-Ce
	Structure factor file (CIF format) https://doi.org/10.1107/S2053229620009547/uk3197CP2-Prsup3.hkl Contains datablock CP2-Pr
	Structure factor file (CIF format) https://doi.org/10.1107/S2053229620009547/uk3197CP3-Ndsup4.hkl Contains datablock CP3-Nd
	Structure factor file (CIF format) https://doi.org/10.1107/S2053229620009547/uk3197CP4-Smsup5.hkl Contains datablock CP4-Sm
	Structure factor file (CIF format) https://doi.org/10.1107/S2053229620009547/uk3197CP5-Eusup6.hkl Contains datablock CP5-Eu
	Structure factor file (CIF format) https://doi.org/10.1107/S2053229620009547/uk3197CP6-Gdsup7.hkl Contains datablock CP6-Gd
	Portable Document Format (PDF) file https://doi.org/10.1107/S2053229620009547/uk3197sup8.pdf Supplementary material

CCDC references: 2016037; 1915281; 1915280; 1915279; 1915278; 1915277

Computing details top

For all structures, data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT (Bruker, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick 2008); program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015); molecular graphics: SHELXTL (Sheldrick 2008); software used to prepare material for publication: SHELXTL (Sheldrick 2008).

Poly[{µ₅-3,3-[(5-carboxylato-1,3-phenylene)bis(oxy)]dibenzoato-κ⁶O¹:O^1':O³,O^3':O⁵:O^5'}bis(N,N-dimethylformamide-κO)cerium(III)] (CP1-Ce) top

Crystal data top

[Ce(C₂₁H₁₁O₈)(C₃H₇NO)₂]	Z = 2
M_r = 677.61	F(000) = 678
Triclinic, P1	D_x = 1.604 Mg m⁻³
a = 10.9515 (11) Å	Mo Kα radiation, λ = 0.71073 Å
b = 11.2204 (11) Å	Cell parameters from 4246 reflections
c = 12.2870 (12) Å	θ = 2.9–24.3°
α = 103.223 (4)°	µ = 1.68 mm⁻¹
β = 100.928 (4)°	T = 298 K
γ = 100.379 (4)°	Block, colourless
V = 1403.1 (2) Å³	0.30 × 0.20 × 0.20 mm

Data collection top

Bruker APEXII CCD diffractometer	4104 reflections with I > 2σ(I)
φ and ω scans	R_int = 0.051
Absorption correction: multi-scan (SADABS; Bruker, 2001)	θ_max = 25.4°, θ_min = 2.9°
T_min = 0.668, T_max = 0.745	h = −13→12
12741 measured reflections	k = −13→13
5012 independent reflections	l = −14→14

Refinement top

Refinement on F²	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F² > 2σ(F²)] = 0.034	w = 1/[σ²(F_o²) + (0.0337P)²] where P = (F_o² + 2F_c²)/3
wR(F²) = 0.070	(Δ/σ)_max = 0.001
S = 1.00	Δρ_max = 0.65 e Å⁻³
5012 reflections	Δρ_min = −0.56 e Å⁻³
366 parameters	Extinction correction: SHELXL2018 (Sheldrick, 2015), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
3 restraints	Extinction coefficient: 0.0010 (4)

Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. Single-crystal X-ray diffraction data for CP1–CP6 were collected on a Bruker SMART APEXII diffractometer equipped with 1 K CCD instrument, using a graphite monochromator with Mo Kα radiation (λ = 0.71073 Å) at room temperature. Absorption corrections were performed via the SADABS program (Bruker, 2001). All the structures were solved by means of direct methods with SHELXS-97 program (Sheldrick, 2008) and refined on F² with full-matrix least-squares techniques using the program SHELXL-2014 program (Sheldrick, 2015). After all non-H atoms were refined anisotropically.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Ce1	−0.04421 (2)	−0.05548 (2)	0.15048 (2)	0.02386 (9)
C1	0.9055 (4)	0.2011 (4)	0.7261 (3)	0.0353 (10)
C2	0.8313 (4)	0.2871 (4)	0.6836 (3)	0.0316 (10)
C3	0.8770 (4)	0.4170 (4)	0.7259 (3)	0.0367 (10)
H3	0.957486	0.450893	0.775870	0.044*
C4	0.8012 (4)	0.4958 (4)	0.6927 (3)	0.0431 (11)
H4	0.830998	0.582544	0.722093	0.052*
C5	0.6832 (4)	0.4478 (5)	0.6173 (4)	0.0449 (12)
H5	0.631516	0.500766	0.597817	0.054*
C6	0.6430 (4)	0.3183 (5)	0.5709 (3)	0.0375 (11)
C7	0.7150 (4)	0.2382 (4)	0.6038 (3)	0.0347 (10)
H7	0.685682	0.151647	0.572383	0.042*
C8	0.4934 (4)	0.2887 (4)	0.3903 (3)	0.0307 (10)
C9	0.3712 (4)	0.2306 (4)	0.3234 (3)	0.0289 (9)
H9	0.313489	0.181679	0.351441	0.035*
C10	0.3360 (3)	0.2461 (4)	0.2141 (3)	0.0253 (9)
C11	0.4205 (4)	0.3241 (4)	0.1746 (3)	0.0271 (9)
H11	0.396485	0.336458	0.102012	0.033*
C12	0.5403 (4)	0.3828 (4)	0.2447 (3)	0.0269 (9)
C13	0.5793 (4)	0.3645 (4)	0.3516 (3)	0.0304 (9)
H13	0.661604	0.402393	0.396772	0.036*
C14	0.2036 (4)	0.1815 (4)	0.1400 (3)	0.0310 (9)
C15	0.6976 (3)	0.4277 (4)	0.1400 (3)	0.0241 (9)
C16	0.7312 (3)	0.3141 (4)	0.1301 (3)	0.0260 (9)
H16	0.700792	0.259999	0.171145	0.031*
C17	0.8107 (3)	0.2805 (4)	0.0589 (3)	0.0279 (9)
C18	0.8565 (4)	0.3624 (4)	−0.0016 (3)	0.0352 (10)
H18	0.908887	0.340050	−0.050364	0.042*
C19	0.8236 (4)	0.4765 (4)	0.0112 (4)	0.0389 (11)
H19	0.855410	0.531687	−0.028289	0.047*
C20	0.7442 (4)	0.5108 (4)	0.0817 (3)	0.0308 (9)
H20	0.722487	0.588192	0.089883	0.037*
C21	0.8506 (4)	0.1585 (4)	0.0518 (4)	0.0326 (10)
O10	−0.0450 (3)	0.0601 (3)	0.3513 (3)	0.0558 (9)
C25	0.0402 (6)	0.1244 (6)	0.4335 (5)	0.0682 (16)
H25	0.098032	0.082858	0.465107	0.082*
N2	0.0601 (5)	0.2425 (5)	0.4820 (4)	0.0703 (14)
C26	0.1619 (8)	0.3139 (8)	0.5772 (6)	0.144 (4)
H26A	0.127841	0.350854	0.639727	0.216*
H26B	0.212888	0.379251	0.555241	0.216*
H26C	0.214126	0.259878	0.600958	0.216*
C27	−0.0309 (9)	0.3117 (8)	0.4325 (7)	0.134 (3)
H27A	0.010854	0.365127	0.393056	0.202*
H27B	−0.058280	0.362080	0.493376	0.202*
H27C	−0.103917	0.252319	0.379158	0.202*
O9	−0.2580 (3)	−0.1427 (3)	0.1877 (3)	0.0466 (8)
C22	−0.3440 (5)	−0.0892 (6)	0.1951 (6)	0.0761 (19)
H22	−0.322886	−0.004806	0.196048	0.091*
C24	−0.5549 (6)	−0.0578 (7)	0.2051 (9)	0.138 (3)
H24A	−0.539338	−0.001601	0.280615	0.206*
H24B	−0.636883	−0.115241	0.187299	0.206*
H24C	−0.554039	−0.010033	0.149476	0.206*
C23	−0.5022 (6)	−0.2675 (6)	0.1821 (7)	0.102 (2)
H23A	−0.513927	−0.309286	0.102118	0.154*
H23B	−0.582023	−0.284815	0.203648	0.154*
H23C	−0.439801	−0.297434	0.227930	0.154*
N1	−0.4567 (4)	−0.1275 (5)	0.2018 (4)	0.0664 (13)
O1	0.8522 (3)	0.0867 (3)	0.7059 (3)	0.0495 (8)
O2	1.0185 (3)	0.2475 (3)	0.7872 (2)	0.0404 (7)
O3	0.5219 (3)	0.2623 (3)	0.4966 (2)	0.0512 (9)
O4	0.1223 (3)	0.1356 (3)	0.1874 (2)	0.0362 (7)
O5	0.1857 (3)	0.1789 (3)	0.0355 (2)	0.0457 (8)
O6	0.6216 (2)	0.4708 (2)	0.2113 (2)	0.0320 (7)
O7	0.8252 (3)	0.0997 (3)	0.1233 (3)	0.0455 (8)
O8	0.9069 (3)	0.1192 (3)	−0.0247 (3)	0.0469 (8)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ce1	0.01807 (13)	0.02176 (14)	0.02923 (14)	0.00634 (9)	0.00019 (9)	0.00523 (10)
C1	0.031 (3)	0.041 (3)	0.036 (2)	0.015 (2)	0.003 (2)	0.014 (2)
C2	0.031 (2)	0.037 (3)	0.027 (2)	0.012 (2)	0.0015 (18)	0.011 (2)
C3	0.037 (3)	0.042 (3)	0.027 (2)	0.014 (2)	−0.0008 (19)	0.005 (2)
C4	0.057 (3)	0.036 (3)	0.034 (2)	0.020 (2)	0.002 (2)	0.005 (2)
C5	0.049 (3)	0.051 (3)	0.042 (3)	0.027 (3)	0.003 (2)	0.021 (3)
C6	0.025 (2)	0.055 (3)	0.034 (2)	0.011 (2)	−0.0021 (19)	0.022 (2)
C7	0.035 (3)	0.035 (3)	0.032 (2)	0.009 (2)	0.002 (2)	0.010 (2)
C8	0.025 (2)	0.035 (3)	0.033 (2)	0.011 (2)	0.0002 (18)	0.015 (2)
C9	0.023 (2)	0.030 (2)	0.037 (2)	0.0080 (19)	0.0088 (18)	0.013 (2)
C10	0.022 (2)	0.022 (2)	0.028 (2)	0.0069 (17)	0.0029 (17)	0.0008 (18)
C11	0.032 (2)	0.030 (2)	0.024 (2)	0.013 (2)	0.0073 (18)	0.0095 (19)
C12	0.027 (2)	0.022 (2)	0.037 (2)	0.0098 (18)	0.0161 (19)	0.0074 (19)
C13	0.014 (2)	0.037 (3)	0.039 (2)	0.0079 (19)	0.0017 (17)	0.010 (2)
C14	0.032 (2)	0.021 (2)	0.038 (2)	0.0090 (19)	0.005 (2)	0.004 (2)
C15	0.020 (2)	0.025 (2)	0.027 (2)	0.0071 (17)	0.0061 (17)	0.0037 (18)
C16	0.023 (2)	0.028 (2)	0.029 (2)	0.0084 (18)	0.0079 (17)	0.0094 (19)
C17	0.020 (2)	0.029 (2)	0.031 (2)	0.0062 (18)	0.0004 (17)	0.0061 (19)
C18	0.029 (2)	0.040 (3)	0.037 (2)	0.007 (2)	0.0136 (19)	0.006 (2)
C19	0.042 (3)	0.037 (3)	0.043 (3)	0.006 (2)	0.019 (2)	0.017 (2)
C20	0.035 (2)	0.021 (2)	0.037 (2)	0.0053 (19)	0.009 (2)	0.0086 (19)
C21	0.018 (2)	0.033 (3)	0.041 (2)	0.0103 (19)	0.0002 (19)	0.002 (2)
O10	0.051 (2)	0.062 (2)	0.0378 (18)	0.0028 (18)	0.0064 (16)	−0.0069 (17)
C25	0.068 (4)	0.071 (5)	0.055 (3)	−0.001 (3)	0.019 (3)	0.007 (3)
N2	0.101 (4)	0.044 (3)	0.050 (3)	−0.017 (3)	0.033 (3)	−0.006 (2)
C26	0.136 (8)	0.148 (8)	0.068 (4)	−0.087 (6)	0.024 (5)	−0.032 (5)
C27	0.204 (10)	0.079 (6)	0.136 (7)	0.027 (6)	0.071 (7)	0.039 (6)
O9	0.0253 (17)	0.049 (2)	0.071 (2)	0.0104 (16)	0.0181 (16)	0.0203 (18)
C22	0.047 (3)	0.062 (4)	0.138 (6)	0.013 (3)	0.041 (4)	0.049 (4)
C24	0.069 (5)	0.089 (6)	0.278 (11)	0.045 (4)	0.082 (6)	0.041 (7)
C23	0.073 (5)	0.069 (5)	0.168 (7)	0.008 (4)	0.048 (5)	0.028 (5)
N1	0.041 (3)	0.079 (4)	0.092 (3)	0.029 (3)	0.030 (2)	0.024 (3)
O1	0.0433 (19)	0.0313 (19)	0.062 (2)	0.0063 (16)	−0.0157 (16)	0.0146 (17)
O2	0.0295 (17)	0.0363 (19)	0.0542 (18)	0.0101 (15)	−0.0033 (15)	0.0191 (16)
O3	0.0335 (18)	0.074 (3)	0.0483 (18)	0.0039 (17)	−0.0057 (15)	0.0398 (19)
O4	0.0255 (16)	0.0315 (17)	0.0420 (16)	−0.0046 (13)	0.0010 (14)	0.0055 (14)
O5	0.0379 (19)	0.055 (2)	0.0315 (16)	−0.0036 (16)	−0.0048 (14)	0.0081 (15)
O6	0.0328 (16)	0.0237 (16)	0.0446 (16)	0.0078 (13)	0.0221 (14)	0.0078 (14)
O7	0.0472 (19)	0.041 (2)	0.065 (2)	0.0276 (16)	0.0224 (17)	0.0261 (18)
O8	0.0344 (18)	0.050 (2)	0.0541 (19)	0.0201 (16)	0.0131 (15)	0.0006 (17)

Geometric parameters (Å, º) top

Ce1—O8ⁱ	2.434 (3)	C15—C16	1.375 (5)
Ce1—O4	2.441 (3)	C15—C20	1.384 (5)
Ce1—O5ⁱⁱ	2.445 (3)	C15—O6	1.386 (4)
Ce1—O7ⁱⁱⁱ	2.485 (3)	C16—C17	1.386 (5)
Ce1—O2^iv	2.490 (3)	C16—H16	0.9300
Ce1—O10	2.513 (3)	C17—C18	1.392 (5)
Ce1—O9	2.536 (3)	C17—C21	1.499 (5)
Ce1—O1^iv	2.608 (3)	C18—C19	1.375 (6)
Ce1—C1^iv	2.904 (4)	C18—H18	0.9300
C1—O1	1.257 (5)	C19—C20	1.381 (5)
C1—O2	1.266 (5)	C19—H19	0.9300
C1—C2	1.488 (5)	C20—H20	0.9300
C2—C7	1.384 (5)	C21—O7	1.255 (5)
C2—C3	1.392 (6)	C21—O8	1.259 (5)
C3—C4	1.393 (6)	O10—C25	1.216 (6)
C3—H3	0.9300	C25—N2	1.282 (7)
C4—C5	1.373 (6)	C25—H25	0.9300
C4—H4	0.9300	N2—C26	1.417 (8)
C5—C6	1.388 (6)	N2—C27	1.494 (9)
C5—H5	0.9300	C26—H26A	0.9600
C6—C7	1.375 (6)	C26—H26B	0.9600
C6—O3	1.403 (5)	C26—H26C	0.9600
C7—H7	0.9300	C27—H27A	0.9600
C8—C13	1.379 (5)	C27—H27B	0.9600
C8—C9	1.383 (5)	C27—H27C	0.9600
C8—O3	1.395 (4)	O9—C22	1.212 (6)
C9—C10	1.384 (5)	C22—N1	1.256 (6)
C9—H9	0.9300	C22—H22	0.9300
C10—C11	1.389 (5)	C24—N1	1.441 (7)
C10—C14	1.509 (5)	C24—H24A	0.9600
C11—C12	1.378 (5)	C24—H24B	0.9600
C11—H11	0.9300	C24—H24C	0.9600
C12—C13	1.376 (5)	C23—N1	1.507 (7)
C12—O6	1.393 (4)	C23—H23A	0.9600
C13—H13	0.9300	C23—H23B	0.9600
C14—O4	1.251 (4)	C23—H23C	0.9600
C14—O5	1.254 (4)

O8ⁱ—Ce1—O4	76.36 (10)	C11—C12—O6	119.7 (3)
O8ⁱ—Ce1—O5ⁱⁱ	73.39 (10)	C12—C13—C8	118.4 (4)
O4—Ce1—O5ⁱⁱ	126.98 (9)	C12—C13—H13	120.8
O8ⁱ—Ce1—O7ⁱⁱⁱ	123.04 (10)	C8—C13—H13	120.8
O4—Ce1—O7ⁱⁱⁱ	78.82 (10)	O4—C14—O5	126.1 (4)
O5ⁱⁱ—Ce1—O7ⁱⁱⁱ	82.58 (11)	O4—C14—C10	117.7 (3)
O8ⁱ—Ce1—O2^iv	84.07 (10)	O5—C14—C10	116.2 (4)
O4—Ce1—O2^iv	126.32 (9)	C16—C15—C20	120.9 (3)
O5ⁱⁱ—Ce1—O2^iv	92.55 (10)	C16—C15—O6	124.0 (3)
O7ⁱⁱⁱ—Ce1—O2^iv	148.94 (9)	C20—C15—O6	115.0 (3)
O8ⁱ—Ce1—O10	144.00 (11)	C15—C16—C17	119.9 (3)
O4—Ce1—O10	78.11 (10)	C15—C16—H16	120.1
O5ⁱⁱ—Ce1—O10	142.58 (11)	C17—C16—H16	120.1
O7ⁱⁱⁱ—Ce1—O10	75.46 (11)	C16—C17—C18	119.7 (4)
O2^iv—Ce1—O10	91.08 (11)	C16—C17—C21	119.5 (3)
O8ⁱ—Ce1—O9	138.89 (11)	C18—C17—C21	120.8 (4)
O4—Ce1—O9	144.08 (10)	C19—C18—C17	119.5 (4)
O5ⁱⁱ—Ce1—O9	72.79 (10)	C19—C18—H18	120.3
O7ⁱⁱⁱ—Ce1—O9	74.43 (10)	C17—C18—H18	120.3
O2^iv—Ce1—O9	74.82 (9)	C18—C19—C20	121.3 (4)
O10—Ce1—O9	72.32 (11)	C18—C19—H19	119.4
O8ⁱ—Ce1—O1^iv	77.93 (10)	C20—C19—H19	119.4
O4—Ce1—O1^iv	75.75 (9)	C19—C20—C15	118.7 (4)
O5ⁱⁱ—Ce1—O1^iv	135.85 (11)	C19—C20—H20	120.6
O7ⁱⁱⁱ—Ce1—O1^iv	141.56 (11)	C15—C20—H20	120.6
O2^iv—Ce1—O1^iv	51.25 (9)	O7—C21—O8	123.0 (4)
O10—Ce1—O1^iv	71.45 (11)	O7—C21—C17	117.6 (4)
O9—Ce1—O1^iv	112.36 (10)	O8—C21—C17	119.4 (4)
O8ⁱ—Ce1—C1^iv	78.35 (11)	C25—O10—Ce1	132.4 (3)
O4—Ce1—C1^iv	100.77 (11)	O10—C25—N2	127.9 (7)
O5ⁱⁱ—Ce1—C1^iv	114.14 (12)	O10—C25—H25	116.0
O7ⁱⁱⁱ—Ce1—C1^iv	157.06 (11)	N2—C25—H25	116.0
O2^iv—Ce1—C1^iv	25.70 (11)	C25—N2—C26	125.9 (7)
O10—Ce1—C1^iv	81.98 (12)	C25—N2—C27	117.1 (6)
O9—Ce1—C1^iv	94.91 (11)	C26—N2—C27	117.0 (6)
O1^iv—Ce1—C1^iv	25.65 (11)	N2—C26—H26A	109.5
O1—C1—O2	122.1 (4)	N2—C26—H26B	109.5
O1—C1—C2	119.3 (4)	H26A—C26—H26B	109.5
O2—C1—C2	118.5 (4)	N2—C26—H26C	109.5
O1—C1—Ce1^iv	63.9 (2)	H26A—C26—H26C	109.5
O2—C1—Ce1^iv	58.5 (2)	H26B—C26—H26C	109.5
C2—C1—Ce1^iv	169.6 (3)	N2—C27—H27A	109.5
C7—C2—C3	119.6 (4)	N2—C27—H27B	109.5
C7—C2—C1	120.1 (4)	H27A—C27—H27B	109.5
C3—C2—C1	120.3 (4)	N2—C27—H27C	109.5
C2—C3—C4	119.4 (4)	H27A—C27—H27C	109.5
C2—C3—H3	120.3	H27B—C27—H27C	109.5
C4—C3—H3	120.3	C22—O9—Ce1	126.4 (3)
C5—C4—C3	121.3 (4)	O9—C22—N1	131.4 (6)
C5—C4—H4	119.4	O9—C22—H22	114.3
C3—C4—H4	119.4	N1—C22—H22	114.3
C4—C5—C6	118.2 (4)	N1—C24—H24A	109.5
C4—C5—H5	120.9	N1—C24—H24B	109.5
C6—C5—H5	120.9	H24A—C24—H24B	109.5
C7—C6—C5	121.6 (4)	N1—C24—H24C	109.5
C7—C6—O3	116.7 (4)	H24A—C24—H24C	109.5
C5—C6—O3	121.4 (4)	H24B—C24—H24C	109.5
C6—C7—C2	119.7 (4)	N1—C23—H23A	109.5
C6—C7—H7	120.1	N1—C23—H23B	109.5
C2—C7—H7	120.1	H23A—C23—H23B	109.5
C13—C8—C9	121.3 (3)	N1—C23—H23C	109.5
C13—C8—O3	123.7 (4)	H23A—C23—H23C	109.5
C9—C8—O3	115.0 (3)	H23B—C23—H23C	109.5
C8—C9—C10	119.3 (3)	C22—N1—C24	127.4 (6)
C8—C9—H9	120.4	C22—N1—C23	116.4 (5)
C10—C9—H9	120.4	C24—N1—C23	115.2 (5)
C9—C10—C11	120.2 (4)	C1—O1—Ce1^iv	90.4 (2)
C9—C10—C14	119.6 (3)	C1—O2—Ce1^iv	95.8 (2)
C11—C10—C14	120.3 (3)	C8—O3—C6	119.0 (3)
C12—C11—C10	119.0 (3)	C14—O4—Ce1	139.1 (3)
C12—C11—H11	120.5	C14—O5—Ce1ⁱⁱ	139.6 (3)
C10—C11—H11	120.5	C15—O6—C12	118.3 (3)
C13—C12—C11	121.8 (3)	C21—O7—Ce1^v	114.8 (2)
C13—C12—O6	118.3 (4)	C21—O8—Ce1ⁱ	171.7 (3)

O1—C1—C2—C7	−13.1 (6)	C15—C16—C17—C21	177.9 (3)
O2—C1—C2—C7	170.9 (4)	C16—C17—C18—C19	0.8 (6)
Ce1^iv—C1—C2—C7	−118.2 (17)	C21—C17—C18—C19	−176.6 (4)
O1—C1—C2—C3	165.5 (4)	C17—C18—C19—C20	−1.0 (6)
O2—C1—C2—C3	−10.5 (6)	C18—C19—C20—C15	0.0 (6)
Ce1^iv—C1—C2—C3	60.3 (18)	C16—C15—C20—C19	1.3 (6)
C7—C2—C3—C4	4.1 (6)	O6—C15—C20—C19	178.3 (3)
C1—C2—C3—C4	−174.5 (4)	C16—C17—C21—O7	−9.9 (5)
C2—C3—C4—C5	−1.3 (6)	C18—C17—C21—O7	167.5 (4)
C3—C4—C5—C6	−2.6 (6)	C16—C17—C21—O8	169.7 (4)
C4—C5—C6—C7	3.7 (6)	C18—C17—C21—O8	−12.8 (6)
C4—C5—C6—O3	177.7 (4)	Ce1—O10—C25—N2	114.4 (6)
C5—C6—C7—C2	−0.9 (6)	O10—C25—N2—C26	−179.2 (5)
O3—C6—C7—C2	−175.2 (3)	O10—C25—N2—C27	−0.4 (8)
C3—C2—C7—C6	−3.0 (6)	Ce1—O9—C22—N1	171.9 (5)
C1—C2—C7—C6	175.6 (4)	O9—C22—N1—C24	−176.9 (8)
C13—C8—C9—C10	1.9 (6)	O9—C22—N1—C23	−9.2 (11)
O3—C8—C9—C10	−176.9 (4)	O2—C1—O1—Ce1^iv	7.1 (4)
C8—C9—C10—C11	−3.1 (6)	C2—C1—O1—Ce1^iv	−168.8 (3)
C8—C9—C10—C14	179.1 (4)	O1—C1—O2—Ce1^iv	−7.4 (4)
C9—C10—C11—C12	1.6 (6)	C2—C1—O2—Ce1^iv	168.5 (3)
C14—C10—C11—C12	179.4 (3)	C13—C8—O3—C6	2.0 (6)
C10—C11—C12—C13	1.2 (6)	C9—C8—O3—C6	−179.2 (4)
C10—C11—C12—O6	−173.7 (3)	C7—C6—O3—C8	−121.8 (4)
C11—C12—C13—C8	−2.4 (6)	C5—C6—O3—C8	64.0 (5)
O6—C12—C13—C8	172.6 (3)	O5—C14—O4—Ce1	43.1 (6)
C9—C8—C13—C12	0.8 (6)	C10—C14—O4—Ce1	−136.8 (3)
O3—C8—C13—C12	179.5 (4)	O4—C14—O5—Ce1ⁱⁱ	−23.5 (7)
C9—C10—C14—O4	13.3 (5)	C10—C14—O5—Ce1ⁱⁱ	156.4 (3)
C11—C10—C14—O4	−164.6 (4)	C16—C15—O6—C12	−22.6 (5)
C9—C10—C14—O5	−166.6 (4)	C20—C15—O6—C12	160.6 (3)
C11—C10—C14—O5	15.5 (6)	C13—C12—O6—C15	99.0 (4)
C20—C15—C16—C17	−1.5 (6)	C11—C12—O6—C15	−85.9 (4)
O6—C15—C16—C17	−178.2 (3)	O8—C21—O7—Ce1^v	20.5 (5)
C15—C16—C17—C18	0.4 (6)	C17—C21—O7—Ce1^v	−159.8 (3)

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

Poly[{µ₅-3,3-[(5-carboxylato-1,3-phenylene)bis(oxy)]dibenzoato-κ⁶O¹:O^1':O³,O^3':O⁵:O^5'}bis(N,N-dimethylformamide-κO)praseodymium(III)] (CP2-Pr) top

Crystal data top

[Pr(C₂₁H₁₁O₈)(C₃H₇NO)₂]	Z = 2
M_r = 678.40	F(000) = 680
Triclinic, P1	D_x = 1.609 Mg m⁻³
a = 10.9076 (14) Å	Mo Kα radiation, λ = 0.71073 Å
b = 11.1726 (13) Å	Cell parameters from 7409 reflections
c = 12.3717 (16) Å	θ = 2.9–24.4°
α = 102.985 (3)°	µ = 1.80 mm⁻¹
β = 101.259 (3)°	T = 298 K
γ = 100.483 (3)°	Block, green
V = 1400.1 (3) Å³	0.30 × 0.20 × 0.15 mm

Data collection top

Bruker APEXII CCD diffractometer	3777 reflections with I > 2σ(I)
φ and ω scans	R_int = 0.095
Absorption correction: multi-scan (SADABS; Bruker, 2001)	θ_max = 25.5°, θ_min = 2.4°
T_min = 0.636, T_max = 0.746	h = −13→13
26551 measured reflections	k = −13→13
5194 independent reflections	l = −14→14

Refinement top

Refinement on F²	24 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.048	H-atom parameters constrained
wR(F²) = 0.084	w = 1/[σ²(F_o²) + (0.0345P)² + 0.0377P] where P = (F_o² + 2F_c²)/3
S = 1.03	(Δ/σ)_max = 0.001
5194 reflections	Δρ_max = 0.61 e Å⁻³
365 parameters	Δρ_min = −0.56 e Å⁻³

Special details top

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Pr1	0.45621 (3)	0.44394 (3)	1.14945 (3)	0.02472 (11)
C1	0.2953 (5)	0.3206 (4)	0.8627 (5)	0.0301 (13)
C2	0.1627 (4)	0.2542 (4)	0.7870 (4)	0.0244 (12)
C3	0.0768 (5)	0.1770 (4)	0.8256 (4)	0.0277 (13)
H3	0.099909	0.165841	0.898477	0.033*
C4	−0.0430 (5)	0.1170 (4)	0.7552 (4)	0.0250 (12)
C5	−0.0800 (5)	0.1354 (5)	0.6488 (5)	0.0309 (13)
H5	−0.162491	0.096820	0.603217	0.037*
C6	0.0060 (5)	0.2117 (5)	0.6098 (4)	0.0306 (13)
C7	0.1285 (5)	0.2699 (4)	0.6785 (5)	0.0292 (13)
H7	0.187299	0.319427	0.651601	0.035*
C8	−0.1428 (5)	0.1811 (6)	0.4291 (5)	0.0385 (15)
C9	−0.1839 (6)	0.0513 (5)	0.3831 (5)	0.0435 (15)
H9	−0.132455	−0.001885	0.403556	0.052*
C10	−0.3018 (6)	0.0027 (5)	0.3070 (5)	0.0453 (16)
H10	−0.331774	−0.084319	0.277178	0.054*
C11	−0.3767 (5)	0.0825 (5)	0.2742 (4)	0.0364 (14)
H11	−0.457363	0.048669	0.223708	0.044*
C12	−0.3318 (5)	0.2119 (5)	0.3164 (4)	0.0309 (13)
C13	−0.4050 (5)	0.2992 (5)	0.2725 (4)	0.0335 (14)
C14	−0.2148 (5)	0.2615 (5)	0.3956 (5)	0.0360 (14)
H14	−0.184979	0.348466	0.426083	0.043*
C15	−0.1991 (4)	0.0710 (4)	0.8600 (4)	0.0230 (12)
C16	−0.2329 (5)	0.1849 (4)	0.8704 (4)	0.0271 (12)
H16	−0.202832	0.239808	0.829864	0.032*
C17	−0.3121 (5)	0.2177 (5)	0.9416 (4)	0.0278 (13)
C18	−0.3550 (5)	0.1355 (5)	1.0031 (5)	0.0382 (14)
H18	−0.406146	0.157900	1.052589	0.046*
C19	−0.3214 (5)	0.0209 (5)	0.9904 (5)	0.0393 (15)
H19	−0.351422	−0.034634	1.030500	0.047*
C20	−0.2435 (5)	−0.0120 (5)	0.9186 (4)	0.0309 (13)
H20	−0.221164	−0.089466	0.909945	0.037*
C21	−0.3524 (5)	0.3416 (5)	0.9508 (5)	0.0348 (14)
C22	0.1574 (7)	0.4115 (7)	1.1947 (7)	0.072 (2)
H22	0.179262	0.496769	1.197381	0.087*
C23	−0.0010 (7)	0.2338 (7)	1.1828 (8)	0.103 (3)
H23A	−0.007900	0.191044	1.104523	0.154*
H23B	−0.083636	0.215788	1.199560	0.154*
H23C	0.059509	0.205224	1.232350	0.154*
C24	−0.0526 (7)	0.4431 (8)	1.2056 (10)	0.144 (4)
H24A	−0.042380	0.490512	1.283146	0.216*
H24B	−0.136089	0.386062	1.178275	0.216*
H24C	−0.044459	0.500121	1.158347	0.216*
C25	0.5404 (7)	0.6220 (7)	1.4279 (6)	0.074 (2)
H25	0.599119	0.579055	1.456384	0.088*
C26	0.6630 (9)	0.8088 (9)	1.5760 (7)	0.161 (5)
H26A	0.628455	0.850131	1.635840	0.242*
H26B	0.718034	0.871161	1.553588	0.242*
H26C	0.711648	0.753432	1.603188	0.242*
C27	0.4699 (11)	0.8100 (9)	1.4343 (9)	0.148 (4)
H27A	0.434317	0.771215	1.353973	0.222*
H27B	0.514937	0.895840	1.445891	0.222*
H27C	0.401797	0.808736	1.473193	0.222*
N1	0.5616 (7)	0.7382 (6)	1.4813 (5)	0.0776 (19)
N2	0.0440 (5)	0.3730 (5)	1.2011 (5)	0.0651 (16)
O1	0.3132 (3)	0.3230 (3)	0.9661 (3)	0.0432 (10)
O2	0.3773 (3)	0.3666 (3)	0.8157 (3)	0.0363 (9)
O3	−0.0208 (3)	0.2363 (4)	0.5040 (3)	0.0499 (11)
O4	−0.3518 (4)	0.4135 (3)	0.2923 (3)	0.0502 (11)
O5	−0.5188 (3)	0.2525 (3)	0.2118 (3)	0.0408 (10)
O6	−0.1252 (3)	0.0288 (3)	0.7871 (3)	0.0325 (9)
O7	−0.3286 (4)	0.4005 (3)	0.8793 (3)	0.0454 (11)
O8	−0.4082 (3)	0.3787 (3)	1.0275 (3)	0.0479 (11)
O9	0.2428 (3)	0.3580 (3)	1.1857 (3)	0.0453 (10)
O10	0.4556 (4)	0.5593 (4)	1.3460 (3)	0.0571 (12)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Pr1	0.01852 (17)	0.02435 (17)	0.02988 (19)	0.00752 (12)	0.00117 (12)	0.00667 (13)
C1	0.031 (3)	0.019 (3)	0.036 (4)	0.006 (3)	0.003 (3)	0.004 (3)
C2	0.019 (3)	0.023 (3)	0.029 (3)	0.007 (2)	0.004 (3)	0.002 (2)
C3	0.033 (3)	0.031 (3)	0.020 (3)	0.009 (3)	0.006 (3)	0.008 (3)
C4	0.021 (3)	0.025 (3)	0.032 (3)	0.011 (2)	0.015 (3)	0.004 (3)
C5	0.018 (3)	0.035 (3)	0.036 (4)	0.008 (3)	−0.001 (3)	0.007 (3)
C6	0.026 (3)	0.037 (3)	0.033 (4)	0.013 (3)	0.001 (3)	0.021 (3)
C7	0.016 (3)	0.030 (3)	0.045 (4)	0.006 (2)	0.009 (3)	0.014 (3)
C8	0.027 (3)	0.065 (4)	0.028 (3)	0.014 (3)	0.004 (3)	0.022 (3)
C9	0.052 (4)	0.052 (4)	0.037 (4)	0.033 (3)	0.009 (3)	0.018 (3)
C10	0.059 (4)	0.043 (4)	0.033 (4)	0.023 (3)	0.004 (3)	0.007 (3)
C11	0.035 (3)	0.046 (4)	0.028 (3)	0.016 (3)	0.003 (3)	0.010 (3)
C12	0.033 (3)	0.034 (3)	0.028 (3)	0.014 (3)	0.006 (3)	0.011 (3)
C13	0.036 (4)	0.037 (4)	0.027 (3)	0.012 (3)	0.002 (3)	0.008 (3)
C14	0.036 (4)	0.040 (3)	0.034 (4)	0.014 (3)	0.005 (3)	0.014 (3)
C15	0.014 (3)	0.026 (3)	0.027 (3)	0.003 (2)	0.003 (2)	0.005 (3)
C16	0.024 (3)	0.030 (3)	0.029 (3)	0.004 (2)	0.007 (3)	0.012 (3)
C17	0.021 (3)	0.032 (3)	0.030 (3)	0.008 (2)	0.003 (3)	0.009 (3)
C18	0.037 (4)	0.041 (3)	0.039 (4)	0.009 (3)	0.021 (3)	0.006 (3)
C19	0.046 (4)	0.035 (3)	0.044 (4)	0.008 (3)	0.020 (3)	0.018 (3)
C20	0.034 (3)	0.025 (3)	0.034 (3)	0.011 (3)	0.007 (3)	0.008 (3)
C21	0.015 (3)	0.038 (3)	0.045 (4)	0.011 (3)	−0.001 (3)	0.003 (3)
C22	0.048 (5)	0.062 (5)	0.124 (7)	0.011 (4)	0.039 (5)	0.045 (5)
C23	0.078 (6)	0.075 (6)	0.161 (9)	0.008 (5)	0.046 (6)	0.035 (6)
C24	0.070 (6)	0.094 (7)	0.287 (14)	0.045 (5)	0.073 (8)	0.043 (8)
C25	0.076 (5)	0.072 (5)	0.058 (5)	−0.006 (4)	0.023 (4)	0.002 (4)
C26	0.147 (9)	0.181 (10)	0.064 (6)	−0.098 (8)	0.029 (5)	−0.041 (6)
C27	0.217 (12)	0.099 (7)	0.169 (11)	0.052 (7)	0.100 (9)	0.062 (7)
N1	0.107 (5)	0.059 (4)	0.046 (4)	−0.026 (4)	0.033 (3)	−0.003 (3)
N2	0.039 (4)	0.067 (4)	0.099 (5)	0.023 (3)	0.030 (3)	0.025 (3)
O1	0.038 (2)	0.050 (2)	0.029 (2)	−0.0036 (19)	−0.0059 (19)	0.007 (2)
O2	0.026 (2)	0.035 (2)	0.039 (2)	−0.0026 (18)	0.0023 (19)	0.0039 (18)
O3	0.032 (2)	0.074 (3)	0.046 (3)	0.005 (2)	−0.003 (2)	0.037 (2)
O4	0.040 (2)	0.034 (2)	0.065 (3)	0.008 (2)	−0.011 (2)	0.011 (2)
O5	0.028 (2)	0.041 (2)	0.052 (3)	0.0082 (19)	−0.004 (2)	0.019 (2)
O6	0.033 (2)	0.0246 (19)	0.044 (2)	0.0055 (17)	0.0216 (19)	0.0085 (18)
O7	0.046 (3)	0.042 (2)	0.065 (3)	0.026 (2)	0.024 (2)	0.029 (2)
O8	0.035 (2)	0.054 (3)	0.054 (3)	0.021 (2)	0.016 (2)	0.001 (2)
O9	0.024 (2)	0.047 (2)	0.071 (3)	0.0122 (19)	0.020 (2)	0.019 (2)
O10	0.053 (3)	0.061 (3)	0.040 (3)	0.003 (2)	0.008 (2)	−0.008 (2)

Geometric parameters (Å, º) top

Pr1—O8ⁱ	2.401 (4)	C15—C16	1.374 (6)
Pr1—O2ⁱⁱ	2.419 (4)	C15—C20	1.377 (6)
Pr1—O1	2.425 (4)	C15—O6	1.384 (5)
Pr1—O7ⁱⁱⁱ	2.460 (3)	C16—C17	1.387 (6)
Pr1—O5^iv	2.473 (3)	C16—H16	0.9300
Pr1—O10	2.485 (4)	C17—C18	1.391 (7)
Pr1—O9	2.516 (4)	C17—C21	1.514 (7)
Pr1—O4^iv	2.589 (4)	C18—C19	1.379 (7)
Pr1—C13^iv	2.885 (5)	C18—H18	0.9300
C1—O1	1.249 (6)	C19—C20	1.382 (7)
C1—O2	1.255 (6)	C19—H19	0.9300
C1—C2	1.513 (7)	C20—H20	0.9300
C2—C7	1.381 (7)	C21—O7	1.254 (6)
C2—C3	1.384 (6)	C21—O8	1.259 (6)
C3—C4	1.375 (6)	C22—O9	1.205 (7)
C3—H3	0.9300	C22—N2	1.258 (7)
C4—C5	1.372 (7)	C22—H22	0.9300
C4—O6	1.387 (6)	C23—N2	1.493 (8)
C5—C6	1.382 (7)	C23—H23A	0.9600
C5—H5	0.9300	C23—H23B	0.9600
C6—O3	1.384 (6)	C23—H23C	0.9600
C6—C7	1.386 (6)	C24—N2	1.425 (8)
C7—H7	0.9300	C24—H24A	0.9600
C8—C14	1.375 (7)	C24—H24B	0.9600
C8—C9	1.386 (7)	C24—H24C	0.9600
C8—O3	1.404 (6)	C25—O10	1.205 (7)
C9—C10	1.370 (7)	C25—N1	1.273 (8)
C9—H9	0.9300	C25—H25	0.9300
C10—C11	1.387 (7)	C26—N1	1.407 (9)
C10—H10	0.9300	C26—H26A	0.9600
C11—C12	1.381 (7)	C26—H26B	0.9600
C11—H11	0.9300	C26—H26C	0.9600
C12—C14	1.381 (7)	C27—N1	1.502 (10)
C12—C13	1.495 (7)	C27—H27A	0.9600
C13—O4	1.250 (6)	C27—H27B	0.9600
C13—O5	1.266 (6)	C27—H27C	0.9600
C14—H14	0.9300

O8ⁱ—Pr1—O2ⁱⁱ	76.43 (12)	O5—C13—C12	118.0 (5)
O8ⁱ—Pr1—O1	73.82 (13)	O4—C13—Pr1^v	63.8 (3)
O2ⁱⁱ—Pr1—O1	126.40 (12)	O5—C13—Pr1^v	58.5 (3)
O8ⁱ—Pr1—O7ⁱⁱⁱ	123.04 (13)	C12—C13—Pr1^v	170.1 (4)
O2ⁱⁱ—Pr1—O7ⁱⁱⁱ	78.34 (12)	C8—C14—C12	119.4 (5)
O1—Pr1—O7ⁱⁱⁱ	81.97 (13)	C8—C14—H14	120.3
O8ⁱ—Pr1—O5^iv	83.53 (13)	C12—C14—H14	120.3
O2ⁱⁱ—Pr1—O5^iv	126.45 (12)	C16—C15—C20	121.0 (5)
O1—Pr1—O5^iv	93.10 (12)	C16—C15—O6	123.3 (4)
O7ⁱⁱⁱ—Pr1—O5^iv	149.51 (13)	C20—C15—O6	115.6 (4)
O8ⁱ—Pr1—O10	144.12 (14)	C15—C16—C17	119.7 (5)
O2ⁱⁱ—Pr1—O10	78.49 (13)	C15—C16—H16	120.1
O1—Pr1—O10	142.03 (14)	C17—C16—H16	120.1
O7ⁱⁱⁱ—Pr1—O10	75.52 (14)	C16—C17—C18	119.6 (5)
O5^iv—Pr1—O10	91.23 (13)	C16—C17—C21	119.8 (5)
O8ⁱ—Pr1—O9	138.70 (13)	C18—C17—C21	120.6 (5)
O2ⁱⁱ—Pr1—O9	144.20 (12)	C19—C18—C17	119.9 (5)
O1—Pr1—O9	72.65 (13)	C19—C18—H18	120.0
O7ⁱⁱⁱ—Pr1—O9	74.87 (12)	C17—C18—H18	120.0
O5^iv—Pr1—O9	74.95 (12)	C18—C19—C20	120.4 (5)
O10—Pr1—O9	72.17 (13)	C18—C19—H19	119.8
O8ⁱ—Pr1—O4^iv	77.65 (13)	C20—C19—H19	119.8
O2ⁱⁱ—Pr1—O4^iv	75.74 (12)	C15—C20—C19	119.4 (5)
O1—Pr1—O4^iv	136.68 (12)	C15—C20—H20	120.3
O7ⁱⁱⁱ—Pr1—O4^iv	141.33 (13)	C19—C20—H20	120.3
O5^iv—Pr1—O4^iv	51.46 (11)	O7—C21—O8	124.0 (5)
O10—Pr1—O4^iv	71.57 (13)	O7—C21—C17	117.0 (5)
O9—Pr1—O4^iv	112.55 (13)	O8—C21—C17	119.0 (5)
O8ⁱ—Pr1—C13^iv	77.79 (14)	O9—C22—N2	131.7 (7)
O2ⁱⁱ—Pr1—C13^iv	100.73 (14)	O9—C22—H22	114.2
O1—Pr1—C13^iv	114.90 (14)	N2—C22—H22	114.2
O7ⁱⁱⁱ—Pr1—C13^iv	157.43 (14)	N2—C23—H23A	109.5
O5^iv—Pr1—C13^iv	25.89 (12)	N2—C23—H23B	109.5
O10—Pr1—C13^iv	82.17 (14)	H23A—C23—H23B	109.5
O9—Pr1—C13^iv	95.20 (14)	N2—C23—H23C	109.5
O4^iv—Pr1—C13^iv	25.68 (12)	H23A—C23—H23C	109.5
O1—C1—O2	126.2 (5)	H23B—C23—H23C	109.5
O1—C1—C2	116.8 (5)	N2—C24—H24A	109.5
O2—C1—C2	117.0 (5)	N2—C24—H24B	109.5
C7—C2—C3	120.2 (5)	H24A—C24—H24B	109.5
C7—C2—C1	119.5 (5)	N2—C24—H24C	109.5
C3—C2—C1	120.3 (5)	H24A—C24—H24C	109.5
C4—C3—C2	119.3 (5)	H24B—C24—H24C	109.5
C4—C3—H3	120.3	O10—C25—N1	129.7 (8)
C2—C3—H3	120.3	O10—C25—H25	115.1
C5—C4—C3	121.1 (5)	N1—C25—H25	115.1
C5—C4—O6	118.5 (5)	N1—C26—H26A	109.5
C3—C4—O6	120.2 (5)	N1—C26—H26B	109.5
C4—C5—C6	119.6 (5)	H26A—C26—H26B	109.5
C4—C5—H5	120.2	N1—C26—H26C	109.5
C6—C5—H5	120.2	H26A—C26—H26C	109.5
C5—C6—O3	124.5 (5)	H26B—C26—H26C	109.5
C5—C6—C7	120.0 (5)	N1—C27—H27A	109.5
O3—C6—C7	115.5 (5)	N1—C27—H27B	109.5
C2—C7—C6	119.7 (5)	H27A—C27—H27B	109.5
C2—C7—H7	120.1	N1—C27—H27C	109.5
C6—C7—H7	120.1	H27A—C27—H27C	109.5
C14—C8—C9	121.4 (5)	H27B—C27—H27C	109.5
C14—C8—O3	117.2 (5)	C25—N1—C26	128.1 (9)
C9—C8—O3	121.1 (5)	C25—N1—C27	115.9 (7)
C10—C9—C8	118.7 (5)	C26—N1—C27	116.0 (8)
C10—C9—H9	120.6	C22—N2—C24	127.3 (7)
C8—C9—H9	120.6	C22—N2—C23	116.2 (6)
C9—C10—C11	120.5 (5)	C24—N2—C23	115.7 (6)
C9—C10—H10	119.8	C1—O1—Pr1	139.7 (3)
C11—C10—H10	119.8	C1—O2—Pr1ⁱⁱ	139.4 (3)
C12—C11—C10	120.1 (5)	C6—O3—C8	119.2 (4)
C12—C11—H11	119.9	C13—O4—Pr1^v	90.5 (3)
C10—C11—H11	119.9	C13—O5—Pr1^v	95.6 (3)
C11—C12—C14	119.7 (5)	C15—O6—C4	118.8 (3)
C11—C12—C13	120.7 (5)	C21—O7—Pr1ⁱⁱⁱ	116.1 (3)
C14—C12—C13	119.5 (5)	C21—O8—Pr1^vi	170.9 (4)
O4—C13—O5	121.9 (5)	C22—O9—Pr1	127.2 (4)
O4—C13—C12	120.0 (5)	C25—O10—Pr1	132.7 (4)

O1—C1—C2—C7	166.8 (4)	C16—C17—C18—C19	−1.8 (8)
O2—C1—C2—C7	−14.0 (6)	C21—C17—C18—C19	177.5 (5)
O1—C1—C2—C3	−13.9 (7)	C17—C18—C19—C20	1.2 (8)
O2—C1—C2—C3	165.3 (4)	C16—C15—C20—C19	−1.1 (8)
C7—C2—C3—C4	−0.4 (7)	O6—C15—C20—C19	−177.9 (4)
C1—C2—C3—C4	−179.7 (4)	C18—C19—C20—C15	0.2 (8)
C2—C3—C4—C5	−2.0 (7)	C16—C17—C21—O7	11.0 (7)
C2—C3—C4—O6	173.0 (4)	C18—C17—C21—O7	−168.3 (5)
C3—C4—C5—C6	2.5 (7)	C16—C17—C21—O8	−169.7 (5)
O6—C4—C5—C6	−172.5 (4)	C18—C17—C21—O8	11.0 (7)
C4—C5—C6—O3	179.7 (5)	O10—C25—N1—C26	−179.1 (7)
C4—C5—C6—C7	−0.6 (7)	O10—C25—N1—C27	−1.7 (11)
C3—C2—C7—C6	2.3 (7)	O9—C22—N2—C24	−176.4 (9)
C1—C2—C7—C6	−178.5 (4)	O9—C22—N2—C23	−7.3 (13)
C5—C6—C7—C2	−1.8 (7)	O2—C1—O1—Pr1	22.6 (9)
O3—C6—C7—C2	177.9 (4)	C2—C1—O1—Pr1	−158.4 (3)
C14—C8—C9—C10	−3.3 (8)	O1—C1—O2—Pr1ⁱⁱ	−43.3 (8)
O3—C8—C9—C10	−177.5 (5)	C2—C1—O2—Pr1ⁱⁱ	137.6 (4)
C8—C9—C10—C11	1.9 (9)	C5—C6—O3—C8	−0.2 (7)
C9—C10—C11—C12	1.3 (8)	C7—C6—O3—C8	−179.9 (5)
C10—C11—C12—C14	−3.2 (8)	C14—C8—O3—C6	120.4 (5)
C10—C11—C12—C13	173.5 (5)	C9—C8—O3—C6	−65.2 (7)
C11—C12—C13—O4	−164.7 (5)	O5—C13—O4—Pr1^v	−7.4 (5)
C14—C12—C13—O4	12.0 (8)	C12—C13—O4—Pr1^v	169.6 (4)
C11—C12—C13—O5	12.4 (8)	O4—C13—O5—Pr1^v	7.7 (6)
C14—C12—C13—O5	−170.9 (5)	C12—C13—O5—Pr1^v	−169.3 (4)
C9—C8—C14—C12	1.4 (8)	C16—C15—O6—C4	24.6 (7)
O3—C8—C14—C12	175.8 (5)	C20—C15—O6—C4	−158.7 (4)
C11—C12—C14—C8	1.8 (8)	C5—C4—O6—C15	−101.9 (5)
C13—C12—C14—C8	−174.9 (5)	C3—C4—O6—C15	83.0 (5)
C20—C15—C16—C17	0.5 (7)	O8—C21—O7—Pr1ⁱⁱⁱ	−19.8 (7)
O6—C15—C16—C17	177.1 (4)	C17—C21—O7—Pr1ⁱⁱⁱ	159.4 (3)
C15—C16—C17—C18	0.9 (7)	N2—C22—O9—Pr1	171.8 (6)
C15—C16—C17—C21	−178.4 (4)	N1—C25—O10—Pr1	118.2 (8)

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

Poly[{µ₅-3,3-[(5-carboxylato-1,3-phenylene)bis(oxy)]dibenzoato-κ⁶O¹:O^1':O³,O^3':O⁵:O^5'}bis(N,N-dimethylformamide-κO)neodymium(III)] (CP3-Nd) top

Crystal data top

[Nd(C₂₁H₁₁O₈)(C₃H₇NO)₂]	Z = 2
M_r = 681.73	F(000) = 682
Triclinic, P1	D_x = 1.623 Mg m⁻³
a = 10.8669 (14) Å	Mo Kα radiation, λ = 0.71073 Å
b = 11.1173 (14) Å	Cell parameters from 7465 reflections
c = 12.4442 (15) Å	θ = 2.9–24.0°
α = 102.564 (3)°	µ = 1.92 mm⁻¹
β = 101.643 (3)°	T = 298 K
γ = 100.661 (3)°	Block, purple
V = 1395.4 (3) Å³	0.30 × 0.20 × 0.18 mm

Data collection top

Bruker APEXII CCD diffractometer	3887 reflections with I > 2σ(I)
φ and ω scans	R_int = 0.081
Absorption correction: multi-scan (SADABS; Bruker, 2001)	θ_max = 25.5°, θ_min = 2.9°
T_min = 0.680, T_max = 0.746	h = −13→13
22113 measured reflections	k = −13→13
5182 independent reflections	l = −15→15

Refinement top

Refinement on F²	10 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.047	H-atom parameters constrained
wR(F²) = 0.080	w = 1/[σ²(F_o²) + (0.0251P)² + 1.4693P] where P = (F_o² + 2F_c²)/3
S = 1.04	(Δ/σ)_max = 0.002
5182 reflections	Δρ_max = 0.78 e Å⁻³
365 parameters	Δρ_min = −0.60 e Å⁻³

Special details top

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Nd1	0.45655 (3)	0.44315 (3)	1.14815 (3)	0.02371 (10)
C1	0.2953 (5)	0.3216 (5)	0.8651 (5)	0.0290 (13)
C2	0.1619 (5)	0.2547 (4)	0.7884 (4)	0.0225 (12)
C3	0.0744 (5)	0.1769 (5)	0.8263 (4)	0.0274 (13)
H3	0.096571	0.165589	0.898977	0.033*
C4	−0.0457 (5)	0.1168 (5)	0.7545 (4)	0.0246 (12)
C5	−0.0818 (5)	0.1354 (5)	0.6482 (4)	0.0307 (13)
H5	−0.164655	0.096961	0.602118	0.037*
C6	0.0054 (5)	0.2111 (5)	0.6108 (4)	0.0302 (13)
C7	0.1273 (5)	0.2707 (5)	0.6799 (4)	0.0265 (13)
H7	0.186202	0.321536	0.653752	0.032*
C8	−0.1419 (5)	0.1801 (6)	0.4298 (5)	0.0367 (15)
C9	−0.1831 (6)	0.0509 (6)	0.3856 (5)	0.0412 (15)
H9	−0.131487	−0.002061	0.407303	0.049*
C10	−0.3020 (6)	0.0008 (6)	0.3085 (5)	0.0430 (16)
H10	−0.331994	−0.086695	0.279418	0.052*
C11	−0.3769 (5)	0.0806 (5)	0.2743 (4)	0.0365 (15)
H11	−0.457905	0.046541	0.223621	0.044*
C12	−0.3313 (5)	0.2110 (5)	0.3153 (4)	0.0309 (13)
C13	−0.4052 (5)	0.2988 (6)	0.2711 (4)	0.0332 (14)
C14	−0.2135 (5)	0.2618 (5)	0.3958 (4)	0.0334 (14)
H14	−0.183457	0.349149	0.426138	0.040*
C15	−0.2017 (4)	0.0701 (5)	0.8601 (4)	0.0235 (12)
C16	−0.2357 (5)	0.1843 (5)	0.8705 (4)	0.0263 (12)
H16	−0.207291	0.239301	0.829190	0.032*
C17	−0.3130 (5)	0.2172 (5)	0.9434 (4)	0.0244 (12)
C18	−0.3532 (5)	0.1342 (5)	1.0048 (4)	0.0331 (14)
H18	−0.403467	0.156021	1.054759	0.040*
C19	−0.3192 (5)	0.0191 (5)	0.9921 (4)	0.0341 (14)
H19	−0.347280	−0.036284	1.033254	0.041*
C20	−0.2438 (5)	−0.0143 (5)	0.9191 (4)	0.0295 (13)
H20	−0.221851	−0.092189	0.909691	0.035*
C21	−0.3549 (5)	0.3403 (5)	0.9522 (5)	0.0322 (14)
C22	0.1576 (7)	0.4130 (7)	1.1920 (6)	0.068 (2)
H22	0.178516	0.498092	1.192262	0.082*
C23	−0.0004 (8)	0.2332 (7)	1.1843 (8)	0.102 (3)
H23A	0.012073	0.188064	1.113746	0.153*
H23B	−0.090513	0.212595	1.182989	0.153*
H23C	0.048612	0.209279	1.246078	0.153*
C24	−0.0527 (8)	0.4442 (8)	1.2059 (9)	0.129 (4)
H24A	−0.119691	0.401572	1.233836	0.193*
H24B	−0.089203	0.451926	1.131477	0.193*
H24C	−0.013721	0.527153	1.256493	0.193*
C25	0.5416 (8)	0.6213 (8)	1.4238 (7)	0.083 (3)
H25	0.601798	0.577946	1.449926	0.100*
C26	0.6654 (9)	0.8023 (10)	1.5771 (7)	0.166 (6)
H26A	0.631095	0.842599	1.636864	0.249*
H26B	0.722399	0.865653	1.556840	0.249*
H26C	0.712459	0.744521	1.602761	0.249*
C27	0.4736 (12)	0.8091 (10)	1.4384 (10)	0.154 (4)
H27A	0.431330	0.769702	1.359524	0.232*
H27B	0.521918	0.893513	1.446639	0.232*
H27C	0.409794	0.812749	1.481529	0.232*
N1	0.5619 (7)	0.7344 (7)	1.4803 (5)	0.079 (2)
N2	0.0442 (5)	0.3720 (5)	1.1998 (5)	0.0600 (16)
O1	0.3108 (3)	0.3236 (4)	0.9675 (3)	0.0427 (10)
O2	0.3774 (3)	0.3683 (3)	0.8188 (3)	0.0359 (9)
O3	−0.0204 (3)	0.2366 (4)	0.5056 (3)	0.0480 (11)
O4	−0.3513 (4)	0.4132 (4)	0.2902 (3)	0.0470 (11)
O5	−0.5196 (3)	0.2516 (3)	0.2106 (3)	0.0386 (10)
O6	−0.1301 (3)	0.0278 (3)	0.7852 (3)	0.0315 (9)
O7	−0.3306 (4)	0.4014 (3)	0.8821 (3)	0.0443 (10)
O8	−0.4097 (4)	0.3757 (4)	1.0284 (3)	0.0472 (11)
O9	0.2438 (4)	0.3580 (4)	1.1843 (3)	0.0427 (10)
O10	0.4566 (4)	0.5595 (4)	1.3411 (3)	0.0559 (12)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Nd1	0.01696 (16)	0.02346 (16)	0.02874 (18)	0.00682 (12)	0.00082 (11)	0.00576 (12)
C1	0.028 (3)	0.021 (3)	0.035 (4)	0.008 (3)	0.004 (3)	0.004 (3)
C2	0.022 (3)	0.021 (3)	0.026 (3)	0.011 (2)	0.006 (2)	0.006 (2)
C3	0.030 (3)	0.027 (3)	0.026 (3)	0.011 (3)	0.007 (3)	0.005 (3)
C4	0.022 (3)	0.021 (3)	0.034 (3)	0.008 (2)	0.015 (3)	0.005 (3)
C5	0.015 (3)	0.035 (3)	0.039 (4)	0.007 (3)	−0.001 (3)	0.011 (3)
C6	0.033 (3)	0.032 (3)	0.030 (3)	0.013 (3)	0.004 (3)	0.018 (3)
C7	0.017 (3)	0.027 (3)	0.039 (3)	0.007 (2)	0.009 (3)	0.015 (3)
C8	0.027 (3)	0.057 (4)	0.032 (3)	0.012 (3)	0.003 (3)	0.025 (3)
C9	0.043 (4)	0.051 (4)	0.039 (4)	0.031 (3)	0.006 (3)	0.018 (3)
C10	0.058 (4)	0.037 (4)	0.037 (4)	0.026 (3)	0.007 (3)	0.009 (3)
C11	0.041 (4)	0.039 (4)	0.027 (3)	0.012 (3)	0.001 (3)	0.008 (3)
C12	0.032 (3)	0.036 (3)	0.028 (3)	0.014 (3)	0.004 (3)	0.013 (3)
C13	0.029 (3)	0.038 (4)	0.028 (3)	0.009 (3)	−0.003 (3)	0.007 (3)
C14	0.035 (3)	0.032 (3)	0.034 (3)	0.008 (3)	0.002 (3)	0.014 (3)
C15	0.016 (3)	0.024 (3)	0.025 (3)	−0.001 (2)	0.002 (2)	0.001 (3)
C16	0.025 (3)	0.027 (3)	0.030 (3)	0.007 (2)	0.008 (2)	0.011 (3)
C17	0.020 (3)	0.025 (3)	0.027 (3)	0.005 (2)	0.005 (2)	0.004 (3)
C18	0.030 (3)	0.041 (4)	0.029 (3)	0.011 (3)	0.013 (3)	0.004 (3)
C19	0.043 (4)	0.027 (3)	0.038 (4)	0.007 (3)	0.016 (3)	0.017 (3)
C20	0.030 (3)	0.021 (3)	0.038 (3)	0.010 (3)	0.006 (3)	0.008 (3)
C21	0.013 (3)	0.035 (3)	0.046 (4)	0.011 (3)	0.000 (3)	0.007 (3)
C22	0.053 (5)	0.049 (5)	0.118 (7)	0.012 (4)	0.037 (5)	0.042 (5)
C23	0.075 (6)	0.074 (6)	0.159 (9)	0.009 (5)	0.054 (6)	0.020 (6)
C24	0.069 (6)	0.081 (6)	0.254 (13)	0.043 (5)	0.072 (7)	0.030 (7)
C25	0.085 (7)	0.075 (6)	0.074 (6)	−0.006 (5)	0.037 (5)	−0.005 (5)
C26	0.132 (8)	0.202 (12)	0.066 (6)	−0.107 (8)	0.023 (6)	−0.038 (7)
C27	0.220 (13)	0.100 (8)	0.171 (11)	0.039 (9)	0.098 (9)	0.046 (8)
N1	0.107 (6)	0.060 (4)	0.050 (4)	−0.019 (4)	0.034 (4)	−0.006 (4)
N2	0.036 (3)	0.061 (4)	0.096 (5)	0.021 (3)	0.033 (3)	0.023 (3)
O1	0.034 (2)	0.049 (3)	0.031 (2)	−0.004 (2)	−0.0055 (19)	0.005 (2)
O2	0.024 (2)	0.034 (2)	0.043 (2)	−0.0035 (18)	0.0037 (19)	0.0088 (19)
O3	0.026 (2)	0.070 (3)	0.050 (3)	0.005 (2)	−0.003 (2)	0.038 (2)
O4	0.038 (2)	0.030 (2)	0.059 (3)	0.004 (2)	−0.015 (2)	0.012 (2)
O5	0.029 (2)	0.032 (2)	0.050 (3)	0.0066 (19)	−0.004 (2)	0.015 (2)
O6	0.029 (2)	0.024 (2)	0.041 (2)	0.0017 (17)	0.0181 (18)	0.0030 (18)
O7	0.044 (3)	0.035 (2)	0.069 (3)	0.024 (2)	0.020 (2)	0.026 (2)
O8	0.035 (2)	0.053 (3)	0.055 (3)	0.022 (2)	0.017 (2)	0.003 (2)
O9	0.028 (2)	0.045 (3)	0.061 (3)	0.014 (2)	0.017 (2)	0.017 (2)
O10	0.048 (3)	0.062 (3)	0.038 (3)	0.000 (2)	0.006 (2)	−0.011 (2)

Geometric parameters (Å, º) top

Nd1—O8ⁱ	2.385 (4)	C15—C16	1.373 (7)
Nd1—O2ⁱⁱ	2.397 (3)	C15—C20	1.380 (7)
Nd1—O1	2.411 (4)	C15—O6	1.391 (6)
Nd1—O7ⁱⁱⁱ	2.440 (4)	C16—C17	1.392 (7)
Nd1—O5^iv	2.460 (3)	C16—H16	0.9300
Nd1—O10	2.467 (4)	C17—C18	1.384 (7)
Nd1—O9	2.498 (4)	C17—C21	1.510 (7)
Nd1—O4^iv	2.573 (3)	C18—C19	1.382 (7)
Nd1—C13^iv	2.864 (5)	C18—H18	0.9300
C1—O1	1.246 (6)	C19—C20	1.378 (7)
C1—O2	1.251 (6)	C19—H19	0.9300
C1—C2	1.517 (7)	C20—H20	0.9300
C2—C7	1.386 (6)	C21—O8	1.249 (6)
C2—C3	1.388 (7)	C21—O7	1.255 (6)
C3—C4	1.377 (7)	C22—O9	1.218 (7)
C3—H3	0.9300	C22—N2	1.263 (7)
C4—C5	1.372 (7)	C22—H22	0.9300
C4—O6	1.391 (6)	C23—N2	1.487 (8)
C5—C6	1.370 (7)	C23—H23A	0.9600
C5—H5	0.9300	C23—H23B	0.9600
C6—C7	1.379 (7)	C23—H23C	0.9600
C6—O3	1.384 (6)	C24—N2	1.441 (8)
C7—H7	0.9300	C24—H24A	0.9600
C8—C9	1.373 (8)	C24—H24B	0.9600
C8—C14	1.381 (7)	C24—H24C	0.9600
C8—O3	1.400 (6)	C25—O10	1.208 (8)
C9—C10	1.379 (7)	C25—N1	1.254 (9)
C9—H9	0.9300	C25—H25	0.9300
C10—C11	1.387 (7)	C26—N1	1.425 (7)
C10—H10	0.9300	C26—H26A	0.9600
C11—C12	1.385 (7)	C26—H26B	0.9600
C11—H11	0.9300	C26—H26C	0.9600
C12—C14	1.389 (7)	C27—N1	1.471 (11)
C12—C13	1.499 (7)	C27—H27A	0.9600
C13—O4	1.247 (6)	C27—H27B	0.9600
C13—O5	1.263 (6)	C27—H27C	0.9600
C14—H14	0.9300

O8ⁱ—Nd1—O2ⁱⁱ	76.91 (13)	O5—C13—C12	117.8 (5)
O8ⁱ—Nd1—O1	74.18 (13)	O4—C13—Nd1^v	63.9 (3)
O2ⁱⁱ—Nd1—O1	126.26 (12)	O5—C13—Nd1^v	58.8 (3)
O8ⁱ—Nd1—O7ⁱⁱⁱ	123.16 (14)	C12—C13—Nd1^v	169.9 (4)
O2ⁱⁱ—Nd1—O7ⁱⁱⁱ	77.99 (13)	C8—C14—C12	118.6 (5)
O1—Nd1—O7ⁱⁱⁱ	81.38 (13)	C8—C14—H14	120.7
O8ⁱ—Nd1—O5^iv	83.05 (13)	C12—C14—H14	120.7
O2ⁱⁱ—Nd1—O5^iv	126.82 (12)	C16—C15—C20	121.6 (5)
O1—Nd1—O5^iv	93.27 (13)	C16—C15—O6	123.0 (5)
O7ⁱⁱⁱ—Nd1—O5^iv	149.71 (13)	C20—C15—O6	115.3 (4)
O8ⁱ—Nd1—O10	144.48 (14)	C15—C16—C17	119.5 (5)
O2ⁱⁱ—Nd1—O10	78.46 (13)	C15—C16—H16	120.2
O1—Nd1—O10	141.33 (14)	C17—C16—H16	120.2
O7ⁱⁱⁱ—Nd1—O10	75.32 (14)	C18—C17—C16	119.2 (5)
O5^iv—Nd1—O10	91.72 (14)	C18—C17—C21	120.9 (5)
O8ⁱ—Nd1—O9	138.31 (13)	C16—C17—C21	119.9 (5)
O2ⁱⁱ—Nd1—O9	144.14 (13)	C19—C18—C17	120.4 (5)
O1—Nd1—O9	72.37 (13)	C19—C18—H18	119.8
O7ⁱⁱⁱ—Nd1—O9	75.17 (13)	C17—C18—H18	119.8
O5^iv—Nd1—O9	74.81 (12)	C20—C19—C18	120.5 (5)
O10—Nd1—O9	72.07 (13)	C20—C19—H19	119.7
O8ⁱ—Nd1—O4^iv	77.58 (13)	C18—C19—H19	119.7
O2ⁱⁱ—Nd1—O4^iv	75.85 (12)	C19—C20—C15	118.7 (5)
O1—Nd1—O4^iv	137.35 (13)	C19—C20—H20	120.6
O7ⁱⁱⁱ—Nd1—O4^iv	141.25 (13)	C15—C20—H20	120.6
O5^iv—Nd1—O4^iv	51.75 (11)	O8—C21—O7	124.3 (5)
O10—Nd1—O4^iv	71.82 (14)	O8—C21—C17	118.7 (5)
O9—Nd1—O4^iv	112.51 (13)	O7—C21—C17	117.1 (5)
O8ⁱ—Nd1—C13^iv	77.48 (15)	O9—C22—N2	129.8 (7)
O2ⁱⁱ—Nd1—C13^iv	100.95 (15)	O9—C22—H22	115.1
O1—Nd1—C13^iv	115.36 (15)	N2—C22—H22	115.1
O7ⁱⁱⁱ—Nd1—C13^iv	157.62 (15)	N2—C23—H23A	109.5
O5^iv—Nd1—C13^iv	26.05 (13)	N2—C23—H23B	109.5
O10—Nd1—C13^iv	82.54 (15)	H23A—C23—H23B	109.5
O9—Nd1—C13^iv	95.12 (15)	N2—C23—H23C	109.5
O4^iv—Nd1—C13^iv	25.80 (12)	H23A—C23—H23C	109.5
O1—C1—O2	127.3 (5)	H23B—C23—H23C	109.5
O1—C1—C2	116.1 (5)	N2—C24—H24A	109.5
O2—C1—C2	116.6 (5)	N2—C24—H24B	109.5
C7—C2—C3	119.9 (5)	H24A—C24—H24B	109.5
C7—C2—C1	119.9 (5)	N2—C24—H24C	109.5
C3—C2—C1	120.2 (5)	H24A—C24—H24C	109.5
C4—C3—C2	118.9 (5)	H24B—C24—H24C	109.5
C4—C3—H3	120.5	O10—C25—N1	130.5 (9)
C2—C3—H3	120.5	O10—C25—H25	114.7
C5—C4—C3	121.4 (5)	N1—C25—H25	114.7
C5—C4—O6	118.2 (4)	N1—C26—H26A	109.5
C3—C4—O6	120.1 (5)	N1—C26—H26B	109.5
C6—C5—C4	119.4 (5)	H26A—C26—H26B	109.5
C6—C5—H5	120.3	N1—C26—H26C	109.5
C4—C5—H5	120.3	H26A—C26—H26C	109.5
C5—C6—C7	120.5 (5)	H26B—C26—H26C	109.5
C5—C6—O3	124.3 (5)	N1—C27—H27A	109.5
C7—C6—O3	115.1 (5)	N1—C27—H27B	109.5
C6—C7—C2	119.8 (5)	H27A—C27—H27B	109.5
C6—C7—H7	120.1	N1—C27—H27C	109.5
C2—C7—H7	120.1	H27A—C27—H27C	109.5
C9—C8—C14	121.9 (5)	H27B—C27—H27C	109.5
C9—C8—O3	121.6 (5)	C25—N1—C26	127.7 (9)
C14—C8—O3	116.3 (5)	C25—N1—C27	116.7 (8)
C8—C9—C10	119.1 (5)	C26—N1—C27	115.4 (8)
C8—C9—H9	120.4	C22—N2—C24	125.8 (7)
C10—C9—H9	120.4	C22—N2—C23	117.4 (6)
C9—C10—C11	120.1 (5)	C24—N2—C23	116.2 (6)
C9—C10—H10	120.0	C1—O1—Nd1	138.5 (3)
C11—C10—H10	120.0	C1—O2—Nd1ⁱⁱ	139.9 (3)
C12—C11—C10	120.1 (5)	C6—O3—C8	119.1 (4)
C12—C11—H11	119.9	C13—O4—Nd1^v	90.3 (3)
C10—C11—H11	119.9	C13—O5—Nd1^v	95.2 (3)
C11—C12—C14	119.9 (5)	C15—O6—C4	118.9 (4)
C11—C12—C13	120.8 (5)	C21—O7—Nd1ⁱⁱⁱ	117.0 (3)
C14—C12—C13	119.2 (5)	C21—O8—Nd1^vi	170.3 (4)
O4—C13—O5	122.3 (5)	C22—O9—Nd1	126.6 (4)
O4—C13—C12	119.8 (5)	C25—O10—Nd1	133.3 (5)

O1—C1—C2—C7	166.2 (5)	C15—C16—C17—C21	−177.8 (4)
O2—C1—C2—C7	−13.8 (7)	C16—C17—C18—C19	−1.2 (7)
O1—C1—C2—C3	−14.1 (7)	C21—C17—C18—C19	177.0 (5)
O2—C1—C2—C3	165.8 (5)	C17—C18—C19—C20	0.5 (8)
C7—C2—C3—C4	0.1 (7)	C18—C19—C20—C15	0.9 (8)
C1—C2—C3—C4	−179.6 (4)	C16—C15—C20—C19	−1.6 (7)
C2—C3—C4—C5	−2.1 (7)	O6—C15—C20—C19	−177.8 (4)
C2—C3—C4—O6	173.0 (4)	C18—C17—C21—O8	10.9 (7)
C3—C4—C5—C6	2.8 (8)	C16—C17—C21—O8	−170.8 (5)
O6—C4—C5—C6	−172.4 (4)	C18—C17—C21—O7	−169.8 (5)
C4—C5—C6—C7	−1.5 (8)	C16—C17—C21—O7	8.4 (7)
C4—C5—C6—O3	−179.9 (5)	O10—C25—N1—C26	−179.3 (7)
C5—C6—C7—C2	−0.4 (8)	O10—C25—N1—C27	−3.5 (13)
O3—C6—C7—C2	178.1 (4)	O9—C22—N2—C24	−178.5 (8)
C3—C2—C7—C6	1.2 (7)	O9—C22—N2—C23	−8.0 (12)
C1—C2—C7—C6	−179.2 (5)	O2—C1—O1—Nd1	19.8 (9)
C14—C8—C9—C10	−2.8 (9)	C2—C1—O1—Nd1	−160.3 (3)
O3—C8—C9—C10	−178.0 (5)	O1—C1—O2—Nd1ⁱⁱ	−42.6 (9)
C8—C9—C10—C11	1.7 (9)	C2—C1—O2—Nd1ⁱⁱ	137.5 (4)
C9—C10—C11—C12	1.5 (9)	C5—C6—O3—C8	−1.5 (8)
C10—C11—C12—C14	−3.6 (8)	C7—C6—O3—C8	180.0 (5)
C10—C11—C12—C13	174.2 (5)	C9—C8—O3—C6	−64.0 (7)
C11—C12—C13—O4	−164.9 (5)	C14—C8—O3—C6	120.6 (5)
C14—C12—C13—O4	13.0 (8)	O5—C13—O4—Nd1^v	−7.3 (6)
C11—C12—C13—O5	12.0 (8)	C12—C13—O4—Nd1^v	169.4 (4)
C14—C12—C13—O5	−170.2 (5)	O4—C13—O5—Nd1^v	7.7 (6)
C11—C12—C13—Nd1^v	−56 (2)	C12—C13—O5—Nd1^v	−169.1 (4)
C14—C12—C13—Nd1^v	122 (2)	C16—C15—O6—C4	27.1 (6)
C9—C8—C14—C12	0.7 (8)	C20—C15—O6—C4	−156.7 (4)
O3—C8—C14—C12	176.1 (5)	C5—C4—O6—C15	−104.6 (5)
C11—C12—C14—C8	2.5 (8)	C3—C4—O6—C15	80.2 (6)
C13—C12—C14—C8	−175.4 (5)	O8—C21—O7—Nd1ⁱⁱⁱ	−20.8 (7)
C20—C15—C16—C17	0.9 (7)	C17—C21—O7—Nd1ⁱⁱⁱ	160.0 (3)
O6—C15—C16—C17	176.8 (4)	N2—C22—O9—Nd1	172.8 (6)
C15—C16—C17—C18	0.5 (7)	N1—C25—O10—Nd1	122.5 (8)

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

Poly[{µ₅-3,3-[(5-carboxylato-1,3-phenylene)bis(oxy)]dibenzoato-κ⁶O¹:O^1':O³,O^3':O⁵:O^5'}bis(N,N-dimethylformamide-κO)samarium(III)] (CP4-Sm) top

Crystal data top

[Sm(C₂₁H₁₁O₈)(C₃H₇NO)₂]	Z = 2
M_r = 687.84	F(000) = 686
Triclinic, P1	D_x = 1.633 Mg m⁻³
a = 10.7827 (11) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.9479 (11) Å	Cell parameters from 9862 reflections
c = 12.7964 (13) Å	θ = 3.4–28.3°
α = 100.735 (4)°	µ = 2.16 mm⁻¹
β = 103.054 (4)°	T = 298 K
γ = 101.521 (4)°	Block, colourless
V = 1398.9 (2) Å³	0.28 × 0.25 × 0.21 mm

Data collection top

Bruker APEXII CCD diffractometer	4574 reflections with I > 2σ(I)
φ and ω scans	R_int = 0.037
Absorption correction: multi-scan (SADABS; Bruker, 2001)	θ_max = 25.5°, θ_min = 3.0°
T_min = 0.602, T_max = 0.746	h = −13→13
19626 measured reflections	k = −13→13
5191 independent reflections	l = −15→15

Refinement top

Refinement on F²	31 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.034	H-atom parameters constrained
wR(F²) = 0.075	w = 1/[σ²(F_o²) + (0.0154P)² + 4.2014P] where P = (F_o² + 2F_c²)/3
S = 1.18	(Δ/σ)_max = 0.001
5191 reflections	Δρ_max = 2.48 e Å⁻³
373 parameters	Δρ_min = −1.11 e Å⁻³

Special details top

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
Sm1	0.45845 (2)	0.44055 (2)	1.14456 (2)	0.02333 (8)
C1	0.2881 (4)	0.3222 (4)	0.8730 (4)	0.0287 (10)
C2	0.1542 (4)	0.2550 (4)	0.7951 (4)	0.0246 (9)
C3	0.0618 (4)	0.1766 (4)	0.8297 (4)	0.0265 (9)
H3	0.080756	0.165147	0.901298	0.032*
C4	−0.0592 (4)	0.1160 (4)	0.7551 (4)	0.0247 (9)
C5	−0.0912 (4)	0.1334 (4)	0.6489 (4)	0.0301 (10)
H5	−0.174220	0.093878	0.600799	0.036*
C6	0.0024 (4)	0.2106 (5)	0.6161 (4)	0.0310 (10)
C7	0.1260 (4)	0.2715 (4)	0.6884 (4)	0.0282 (9)
H7	0.189008	0.322787	0.665333	0.034*
C8	−0.1385 (5)	0.1768 (6)	0.4337 (4)	0.0396 (12)
C9	−0.1817 (5)	0.0455 (6)	0.3909 (4)	0.0464 (13)
H9	−0.130486	−0.008101	0.415200	0.056*
C10	−0.3012 (5)	−0.0060 (5)	0.3120 (4)	0.0435 (12)
H10	−0.331538	−0.094510	0.284193	0.052*
C11	−0.3758 (5)	0.0746 (5)	0.2744 (4)	0.0366 (11)
H11	−0.457080	0.039996	0.222266	0.044*
C12	−0.3292 (4)	0.2068 (5)	0.3145 (4)	0.0311 (10)
C13	−0.4039 (5)	0.2956 (5)	0.2680 (4)	0.0338 (11)
C14	−0.2100 (5)	0.2583 (5)	0.3958 (4)	0.0350 (11)
H14	−0.179232	0.346728	0.424227	0.042*
C15	−0.2112 (4)	0.0666 (4)	0.8611 (3)	0.0234 (9)
C16	−0.2465 (4)	0.1817 (4)	0.8726 (4)	0.0254 (9)
H16	−0.224046	0.238157	0.829902	0.030*
C17	−0.3163 (4)	0.2126 (4)	0.9489 (4)	0.0257 (9)
C18	−0.3493 (5)	0.1273 (5)	1.0111 (4)	0.0350 (11)
H18	−0.395781	0.147310	1.062187	0.042*
C19	−0.3133 (5)	0.0122 (5)	0.9979 (4)	0.0373 (11)
H19	−0.335959	−0.044554	1.040345	0.045*
C20	−0.2444 (4)	−0.0197 (4)	0.9228 (4)	0.0319 (10)
H20	−0.220714	−0.097358	0.913733	0.038*
C21	−0.3587 (4)	0.3364 (4)	0.9597 (4)	0.0304 (10)
C22	0.1619 (5)	0.4151 (6)	1.1896 (6)	0.0544 (16)
H22	0.183025	0.501416	1.188735	0.065*
C23	0.0016 (7)	0.2314 (7)	1.1901 (9)	0.098 (3)
H23A	−0.051166	0.188985	1.116240	0.148*
H23B	−0.049711	0.218235	1.241251	0.148*
H23C	0.076618	0.196551	1.207360	0.148*
C24	−0.038 (3)	0.452 (3)	1.235 (4)	0.077 (6)	0.44 (6)
H24A	−0.120072	0.398867	1.235974	0.116*	0.44 (6)
H24B	0.006020	0.505389	1.307944	0.116*	0.44 (6)
H24C	−0.055139	0.505748	1.184646	0.116*	0.44 (6)
C24A	−0.0605 (18)	0.438 (2)	1.181 (3)	0.073 (5)	0.56 (6)
H24D	−0.138322	0.387405	1.192200	0.109*	0.56 (6)
H24E	−0.033048	0.519901	1.233466	0.109*	0.56 (6)
H24F	−0.079107	0.449633	1.107584	0.109*	0.56 (6)
C25	0.5483 (8)	0.6194 (8)	1.4086 (6)	0.091 (3)
H25	0.613428	0.576227	1.425371	0.109*
C26	0.6742 (11)	0.7789 (11)	1.5759 (8)	0.167 (5)
H26A	0.663347	0.859373	1.612581	0.250*
H26B	0.674321	0.721630	1.624256	0.250*
H26C	0.756067	0.793079	1.556676	0.250*
C27	0.4783 (15)	0.8072 (12)	1.4500 (12)	0.171 (5)
H27A	0.455567	0.800011	1.371733	0.256*
H27B	0.521587	0.894834	1.488297	0.256*
H27C	0.399775	0.780558	1.472129	0.256*
N1	0.0463 (4)	0.3698 (5)	1.1987 (5)	0.0575 (13)
N2	0.5682 (7)	0.7234 (6)	1.4778 (5)	0.087 (2)
O1	0.3034 (3)	0.3214 (3)	0.9729 (3)	0.0402 (8)
O2	0.3743 (3)	0.3733 (3)	0.8321 (3)	0.0366 (8)
O3	−0.0170 (3)	0.2332 (4)	0.5116 (3)	0.0527 (10)
O4	−0.3472 (3)	0.4114 (3)	0.2845 (3)	0.0455 (9)
O5	−0.5210 (3)	0.2482 (3)	0.2098 (3)	0.0417 (9)
O6	−0.1503 (3)	0.0250 (3)	0.7810 (3)	0.0340 (8)
O7	−0.3367 (3)	0.4041 (3)	0.8934 (3)	0.0421 (8)
O8	−0.4133 (3)	0.3658 (4)	1.0334 (3)	0.0463 (9)
O9	0.2468 (3)	0.3585 (3)	1.1821 (3)	0.0410 (8)
O10	0.4648 (4)	0.5643 (5)	1.3266 (3)	0.0640 (12)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sm1	0.01767 (11)	0.02409 (12)	0.02776 (13)	0.00667 (8)	0.00389 (8)	0.00648 (8)
C1	0.025 (2)	0.022 (2)	0.035 (3)	0.0060 (18)	0.0010 (19)	0.0043 (19)
C2	0.021 (2)	0.019 (2)	0.031 (2)	0.0065 (17)	0.0044 (18)	0.0030 (17)
C3	0.028 (2)	0.025 (2)	0.024 (2)	0.0045 (18)	0.0067 (18)	0.0029 (17)
C4	0.022 (2)	0.019 (2)	0.034 (2)	0.0045 (17)	0.0139 (18)	0.0021 (17)
C5	0.019 (2)	0.036 (3)	0.033 (2)	0.0092 (18)	0.0026 (18)	0.005 (2)
C6	0.025 (2)	0.038 (3)	0.033 (2)	0.011 (2)	0.0048 (19)	0.016 (2)
C7	0.021 (2)	0.031 (2)	0.034 (2)	0.0057 (18)	0.0076 (18)	0.0129 (19)
C8	0.028 (3)	0.064 (4)	0.032 (3)	0.016 (2)	0.005 (2)	0.024 (2)
C9	0.046 (3)	0.057 (4)	0.045 (3)	0.030 (3)	0.007 (3)	0.024 (3)
C10	0.051 (3)	0.041 (3)	0.038 (3)	0.021 (3)	0.006 (2)	0.007 (2)
C11	0.039 (3)	0.039 (3)	0.029 (2)	0.014 (2)	0.003 (2)	0.008 (2)
C12	0.031 (2)	0.038 (3)	0.026 (2)	0.013 (2)	0.0036 (19)	0.013 (2)
C13	0.032 (3)	0.039 (3)	0.030 (2)	0.011 (2)	0.003 (2)	0.012 (2)
C14	0.032 (3)	0.042 (3)	0.030 (2)	0.009 (2)	0.002 (2)	0.014 (2)
C15	0.017 (2)	0.025 (2)	0.025 (2)	0.0022 (16)	0.0052 (17)	0.0013 (17)
C16	0.023 (2)	0.024 (2)	0.032 (2)	0.0047 (17)	0.0108 (18)	0.0107 (18)
C17	0.019 (2)	0.027 (2)	0.032 (2)	0.0056 (17)	0.0082 (18)	0.0061 (18)
C18	0.037 (3)	0.037 (3)	0.038 (3)	0.009 (2)	0.022 (2)	0.012 (2)
C19	0.046 (3)	0.033 (3)	0.041 (3)	0.010 (2)	0.020 (2)	0.018 (2)
C20	0.033 (3)	0.024 (2)	0.039 (3)	0.0100 (19)	0.008 (2)	0.010 (2)
C21	0.019 (2)	0.033 (3)	0.038 (3)	0.0131 (19)	0.0021 (19)	0.005 (2)
C22	0.042 (3)	0.045 (3)	0.092 (5)	0.015 (3)	0.034 (3)	0.030 (3)
C23	0.061 (5)	0.056 (5)	0.181 (9)	0.002 (4)	0.055 (6)	0.023 (5)
C24	0.055 (9)	0.067 (9)	0.112 (14)	0.031 (7)	0.026 (10)	0.009 (11)
C24A	0.045 (7)	0.070 (8)	0.103 (13)	0.028 (6)	0.026 (8)	−0.002 (10)
C25	0.082 (5)	0.110 (7)	0.051 (4)	−0.016 (5)	0.026 (4)	−0.017 (4)
C26	0.158 (9)	0.160 (10)	0.088 (6)	−0.105 (8)	0.031 (6)	−0.040 (6)
C27	0.246 (15)	0.124 (10)	0.198 (13)	0.070 (10)	0.136 (11)	0.057 (9)
N1	0.034 (3)	0.062 (3)	0.085 (4)	0.018 (2)	0.031 (3)	0.015 (3)
N2	0.111 (5)	0.075 (4)	0.045 (3)	−0.032 (3)	0.033 (3)	−0.014 (3)
O1	0.0313 (18)	0.045 (2)	0.0298 (18)	−0.0025 (15)	−0.0036 (14)	0.0026 (15)
O2	0.0235 (16)	0.0328 (18)	0.045 (2)	−0.0056 (14)	0.0016 (14)	0.0114 (15)
O3	0.0288 (19)	0.081 (3)	0.045 (2)	0.0029 (18)	−0.0052 (16)	0.037 (2)
O4	0.039 (2)	0.0306 (19)	0.055 (2)	0.0036 (16)	−0.0100 (17)	0.0149 (16)
O5	0.0265 (18)	0.0357 (19)	0.058 (2)	0.0062 (14)	−0.0053 (16)	0.0209 (17)
O6	0.0342 (18)	0.0236 (16)	0.0423 (19)	−0.0016 (13)	0.0220 (15)	−0.0011 (14)
O7	0.039 (2)	0.0324 (18)	0.068 (2)	0.0199 (15)	0.0211 (18)	0.0236 (18)
O8	0.039 (2)	0.059 (2)	0.047 (2)	0.0284 (18)	0.0180 (17)	0.0025 (18)
O9	0.0252 (17)	0.048 (2)	0.060 (2)	0.0127 (16)	0.0209 (16)	0.0226 (18)
O10	0.056 (3)	0.090 (3)	0.031 (2)	0.012 (2)	0.0085 (19)	−0.013 (2)

Geometric parameters (Å, º) top

Sm1—O8ⁱ	2.348 (3)	C15—O6	1.392 (5)
Sm1—O2ⁱⁱ	2.358 (3)	C16—C17	1.394 (6)
Sm1—O1	2.392 (3)	C16—H16	0.9300
Sm1—O7ⁱⁱⁱ	2.401 (3)	C17—C18	1.381 (6)
Sm1—O5^iv	2.436 (3)	C17—C21	1.507 (6)
Sm1—O10	2.446 (4)	C18—C19	1.383 (7)
Sm1—O9	2.466 (3)	C18—H18	0.9300
Sm1—O4^iv	2.546 (3)	C19—C20	1.379 (6)
Sm1—C13^iv	2.834 (5)	C19—H19	0.9300
C1—O1	1.253 (5)	C20—H20	0.9300
C1—O2	1.254 (5)	C21—O8	1.246 (5)
C1—C2	1.508 (6)	C21—O7	1.258 (6)
C2—C7	1.383 (6)	C22—O9	1.214 (6)
C2—C3	1.388 (6)	C22—N1	1.286 (7)
C3—C4	1.382 (6)	C22—H22	0.9300
C3—H3	0.9300	C23—N1	1.471 (8)
C4—C5	1.383 (6)	C23—H23A	0.9600
C4—O6	1.395 (5)	C23—H23B	0.9600
C5—C6	1.376 (6)	C23—H23C	0.9600
C5—H5	0.9300	C24—N1	1.493 (9)
C6—O3	1.383 (5)	C24—H24A	0.9600
C6—C7	1.391 (6)	C24—H24B	0.9600
C7—H7	0.9300	C24—H24C	0.9600
C8—C14	1.376 (7)	C24A—N1	1.489 (9)
C8—C9	1.381 (8)	C24A—H24D	0.9600
C8—O3	1.396 (6)	C24A—H24E	0.9600
C9—C10	1.381 (7)	C24A—H24F	0.9600
C9—H9	0.9300	C25—O10	1.182 (8)
C10—C11	1.387 (7)	C25—N2	1.252 (9)
C10—H10	0.9300	C25—H25	0.9300
C11—C12	1.389 (7)	C26—N2	1.429 (11)
C11—H11	0.9300	C26—H26A	0.9600
C12—C14	1.393 (6)	C26—H26B	0.9600
C12—C13	1.503 (6)	C26—H26C	0.9600
C13—O4	1.247 (6)	C27—N2	1.493 (14)
C13—O5	1.261 (5)	C27—H27A	0.9600
C14—H14	0.9300	C27—H27B	0.9600
C15—C16	1.380 (6)	C27—H27C	0.9600
C15—C20	1.383 (6)

O8ⁱ—Sm1—O2ⁱⁱ	77.41 (13)	C8—C14—C12	119.2 (5)
O8ⁱ—Sm1—O1	75.19 (12)	C8—C14—H14	120.4
O2ⁱⁱ—Sm1—O1	125.36 (12)	C12—C14—H14	120.4
O8ⁱ—Sm1—O7ⁱⁱⁱ	123.31 (13)	C16—C15—C20	121.6 (4)
O2ⁱⁱ—Sm1—O7ⁱⁱⁱ	77.23 (12)	C16—C15—O6	122.5 (4)
O1—Sm1—O7ⁱⁱⁱ	79.85 (13)	C20—C15—O6	115.7 (4)
O8ⁱ—Sm1—O5^iv	81.56 (13)	C15—C16—C17	119.3 (4)
O2ⁱⁱ—Sm1—O5^iv	127.91 (11)	C15—C16—H16	120.3
O1—Sm1—O5^iv	93.31 (12)	C17—C16—H16	120.3
O7ⁱⁱⁱ—Sm1—O5^iv	150.42 (12)	C18—C17—C16	119.4 (4)
O8ⁱ—Sm1—O10	144.62 (14)	C18—C17—C21	120.8 (4)
O2ⁱⁱ—Sm1—O10	78.51 (14)	C16—C17—C21	119.7 (4)
O1—Sm1—O10	140.18 (13)	C17—C18—C19	120.2 (4)
O7ⁱⁱⁱ—Sm1—O10	75.22 (14)	C17—C18—H18	119.9
O5^iv—Sm1—O10	93.37 (15)	C19—C18—H18	119.9
O8ⁱ—Sm1—O9	137.62 (13)	C20—C19—C18	120.9 (4)
O2ⁱⁱ—Sm1—O9	144.36 (12)	C20—C19—H19	119.5
O1—Sm1—O9	71.88 (12)	C18—C19—H19	119.5
O7ⁱⁱⁱ—Sm1—O9	75.97 (11)	C19—C20—C15	118.4 (4)
O5^iv—Sm1—O9	74.55 (11)	C19—C20—H20	120.8
O10—Sm1—O9	72.26 (14)	C15—C20—H20	120.8
O8ⁱ—Sm1—O4^iv	77.00 (13)	O8—C21—O7	123.8 (4)
O2ⁱⁱ—Sm1—O4^iv	76.60 (11)	O8—C21—C17	118.5 (4)
O1—Sm1—O4^iv	138.47 (12)	O7—C21—C17	117.7 (4)
O7ⁱⁱⁱ—Sm1—O4^iv	141.65 (12)	O9—C22—N1	127.8 (5)
O5^iv—Sm1—O4^iv	52.31 (11)	O9—C22—H22	116.1
O10—Sm1—O4^iv	72.47 (14)	N1—C22—H22	116.1
O9—Sm1—O4^iv	112.28 (12)	N1—C23—H23A	109.5
O8ⁱ—Sm1—C13^iv	76.18 (13)	N1—C23—H23B	109.5
O2ⁱⁱ—Sm1—C13^iv	101.85 (13)	H23A—C23—H23B	109.5
O1—Sm1—C13^iv	115.87 (13)	N1—C23—H23C	109.5
O7ⁱⁱⁱ—Sm1—C13^iv	158.88 (13)	H23A—C23—H23C	109.5
O5^iv—Sm1—C13^iv	26.32 (12)	H23B—C23—H23C	109.5
O10—Sm1—C13^iv	83.89 (15)	N1—C24—H24A	109.5
O9—Sm1—C13^iv	94.94 (13)	N1—C24—H24B	109.5
O4^iv—Sm1—C13^iv	26.11 (12)	H24A—C24—H24B	109.5
O1—C1—O2	125.8 (4)	N1—C24—H24C	109.5
O1—C1—C2	117.0 (4)	H24A—C24—H24C	109.5
O2—C1—C2	117.1 (4)	H24B—C24—H24C	109.5
C7—C2—C3	120.8 (4)	N1—C24A—H24D	109.5
C7—C2—C1	118.9 (4)	N1—C24A—H24E	109.5
C3—C2—C1	120.3 (4)	H24D—C24A—H24E	109.5
C4—C3—C2	118.3 (4)	N1—C24A—H24F	109.5
C4—C3—H3	120.9	H24D—C24A—H24F	109.5
C2—C3—H3	120.9	H24E—C24A—H24F	109.5
C3—C4—C5	122.1 (4)	O10—C25—N2	133.9 (10)
C3—C4—O6	120.7 (4)	O10—C25—H25	113.1
C5—C4—O6	116.9 (4)	N2—C25—H25	113.1
C6—C5—C4	118.6 (4)	N2—C26—H26A	109.5
C6—C5—H5	120.7	N2—C26—H26B	109.5
C4—C5—H5	120.7	H26A—C26—H26B	109.5
C5—C6—O3	123.9 (4)	N2—C26—H26C	109.5
C5—C6—C7	120.8 (4)	H26A—C26—H26C	109.5
O3—C6—C7	115.2 (4)	H26B—C26—H26C	109.5
C2—C7—C6	119.4 (4)	N2—C27—H27A	109.5
C2—C7—H7	120.3	N2—C27—H27B	109.5
C6—C7—H7	120.3	H27A—C27—H27B	109.5
C14—C8—C9	121.1 (5)	N2—C27—H27C	109.5
C14—C8—O3	117.0 (5)	H27A—C27—H27C	109.5
C9—C8—O3	121.7 (5)	H27B—C27—H27C	109.5
C8—C9—C10	119.8 (5)	C22—N1—C23	119.0 (5)
C8—C9—H9	120.1	C22—N1—C24A	123.1 (11)
C10—C9—H9	120.1	C23—N1—C24A	115.0 (10)
C9—C10—C11	119.9 (5)	C22—N1—C24	123.4 (13)
C9—C10—H10	120.1	C23—N1—C24	116.9 (13)
C11—C10—H10	120.1	C25—N2—C26	128.2 (10)
C10—C11—C12	120.0 (5)	C25—N2—C27	116.7 (9)
C10—C11—H11	120.0	C26—N2—C27	114.9 (9)
C12—C11—H11	120.0	C1—O1—Sm1	136.1 (3)
C11—C12—C14	120.0 (4)	C1—O2—Sm1ⁱⁱ	144.3 (3)
C11—C12—C13	120.6 (4)	C6—O3—C8	119.2 (4)
C14—C12—C13	119.4 (4)	C13—O4—Sm1^v	89.9 (3)
O4—C13—O5	122.4 (4)	C13—O5—Sm1^v	94.7 (3)
O4—C13—C12	119.5 (4)	C15—O6—C4	118.6 (3)
O5—C13—C12	118.0 (4)	C21—O7—Sm1ⁱⁱⁱ	121.6 (3)
O4—C13—Sm1^v	63.9 (2)	C21—O8—Sm1^vi	167.7 (3)
O5—C13—Sm1^v	59.0 (2)	C22—O9—Sm1	127.1 (3)
C12—C13—Sm1^v	170.1 (3)	C25—O10—Sm1	135.3 (5)

O1—C1—C2—C7	169.2 (4)	C17—C18—C19—C20	0.0 (8)
O2—C1—C2—C7	−11.0 (6)	C18—C19—C20—C15	0.4 (7)
O1—C1—C2—C3	−11.6 (6)	C16—C15—C20—C19	−0.6 (7)
O2—C1—C2—C3	168.1 (4)	O6—C15—C20—C19	−175.5 (4)
C7—C2—C3—C4	−0.2 (6)	C18—C17—C21—O8	6.7 (7)
C1—C2—C3—C4	−179.4 (4)	C16—C17—C21—O8	−175.3 (4)
C2—C3—C4—C5	−1.5 (6)	C18—C17—C21—O7	−173.3 (4)
C2—C3—C4—O6	172.7 (4)	C16—C17—C21—O7	4.6 (6)
C3—C4—C5—C6	2.1 (7)	O9—C22—N1—C23	−5.7 (11)
O6—C4—C5—C6	−172.3 (4)	O9—C22—N1—C24A	−165.4 (18)
C4—C5—C6—O3	178.6 (4)	O9—C22—N1—C24	164 (2)
C4—C5—C6—C7	−1.0 (7)	O10—C25—N2—C26	179.0 (9)
C3—C2—C7—C6	1.3 (7)	O10—C25—N2—C27	−7.6 (14)
C1—C2—C7—C6	−179.6 (4)	O2—C1—O1—Sm1	17.6 (8)
C5—C6—C7—C2	−0.7 (7)	C2—C1—O1—Sm1	−162.6 (3)
O3—C6—C7—C2	179.7 (4)	O1—C1—O2—Sm1ⁱⁱ	−45.2 (8)
C14—C8—C9—C10	−2.7 (8)	C2—C1—O2—Sm1ⁱⁱ	135.1 (4)
O3—C8—C9—C10	−178.4 (5)	C5—C6—O3—C8	0.9 (7)
C8—C9—C10—C11	1.4 (8)	C7—C6—O3—C8	−179.5 (4)
C9—C10—C11—C12	1.2 (8)	C14—C8—O3—C6	117.0 (5)
C10—C11—C12—C14	−2.7 (7)	C9—C8—O3—C6	−67.1 (7)
C10—C11—C12—C13	175.2 (5)	O5—C13—O4—Sm1^v	−7.7 (5)
C11—C12—C13—O4	−162.7 (5)	C12—C13—O4—Sm1^v	169.5 (4)
C14—C12—C13—O4	15.2 (7)	O4—C13—O5—Sm1^v	8.1 (5)
C11—C12—C13—O5	14.6 (7)	C12—C13—O5—Sm1^v	−169.1 (4)
C14—C12—C13—O5	−167.6 (4)	C16—C15—O6—C4	36.6 (6)
C9—C8—C14—C12	1.2 (7)	C20—C15—O6—C4	−148.6 (4)
O3—C8—C14—C12	177.1 (4)	C3—C4—O6—C15	70.1 (5)
C11—C12—C14—C8	1.5 (7)	C5—C4—O6—C15	−115.4 (4)
C13—C12—C14—C8	−176.4 (4)	O8—C21—O7—Sm1ⁱⁱⁱ	−21.6 (6)
C20—C15—C16—C17	0.6 (6)	C17—C21—O7—Sm1ⁱⁱⁱ	158.4 (3)
O6—C15—C16—C17	175.1 (4)	O7—C21—O8—Sm1^vi	33.8 (19)
C15—C16—C17—C18	−0.3 (6)	C17—C21—O8—Sm1^vi	−146.2 (14)
C15—C16—C17—C21	−178.3 (4)	N1—C22—O9—Sm1	172.8 (5)
C16—C17—C18—C19	0.0 (7)	N2—C25—O10—Sm1	140.2 (7)
C21—C17—C18—C19	178.0 (4)

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

Poly[{µ₅-3,3-[(5-carboxylato-1,3-phenylene)bis(oxy)]dibenzoato-κ⁶O¹:O^1':O³,O^3':O⁵:O^5'}bis(N,N-dimethylformamide-κO)europium(III)] (CP5-Eu) top

Crystal data top

[Eu(C₂₁H₁₁O₈)(C₃H₇NO)₂]	Z = 2
M_r = 689.45	F(000) = 688
Triclinic, P1	D_x = 1.632 Mg m⁻³
a = 10.7597 (5) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.9088 (5) Å	Cell parameters from 9953 reflections
c = 12.9291 (6) Å	θ = 2.9–27.7°
α = 100.285 (2)°	µ = 2.29 mm⁻¹
β = 103.621 (2)°	T = 298 K
γ = 101.711 (2)°	Block, colourless
V = 1402.73 (11) Å³	0.20 × 0.20 × 0.18 mm

Data collection top

Bruker APEXII CCD diffractometer	4628 reflections with I > 2σ(I)
φ and ω scans	R_int = 0.030
Absorption correction: multi-scan (SADABS; Bruker, 2001)	θ_max = 25.5°, θ_min = 2.9°
T_min = 0.612, T_max = 0.746	h = −12→13
17116 measured reflections	k = −13→13
5200 independent reflections	l = −15→15

Refinement top

Refinement on F²	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F² > 2σ(F²)] = 0.023	w = 1/[σ²(F_o²) + (0.0161P)² + 1.6288P] where P = (F_o² + 2F_c²)/3
wR(F²) = 0.051	(Δ/σ)_max = 0.002
S = 1.07	Δρ_max = 1.31 e Å⁻³
5200 reflections	Δρ_min = −0.44 e Å⁻³
364 parameters	Extinction correction: SHELXL2018 (Sheldrick, 2015), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
24 restraints	Extinction coefficient: 0.0031 (2)

Special details top

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Eu1	0.45935 (2)	0.44029 (2)	1.14376 (2)	0.02232 (6)
C1	0.2868 (3)	0.3232 (3)	0.8765 (3)	0.0291 (7)
C2	0.1519 (3)	0.2549 (3)	0.7970 (2)	0.0244 (6)
C3	0.0578 (3)	0.1765 (3)	0.8304 (2)	0.0268 (7)
H3	0.075950	0.165294	0.901585	0.032*
C4	−0.0639 (3)	0.1155 (3)	0.7549 (2)	0.0262 (7)
C5	−0.0934 (3)	0.1325 (3)	0.6494 (3)	0.0302 (7)
H5	−0.176284	0.092312	0.600394	0.036*
C6	0.0019 (3)	0.2100 (3)	0.6175 (2)	0.0301 (7)
C7	0.1250 (3)	0.2712 (3)	0.6907 (2)	0.0286 (7)
H7	0.189093	0.322862	0.668742	0.034*
C8	−0.1381 (3)	0.1754 (4)	0.4348 (3)	0.0393 (8)
C9	−0.1810 (4)	0.0438 (4)	0.3931 (3)	0.0455 (9)
H9	−0.130062	−0.009966	0.418175	0.055*
C10	−0.3011 (4)	−0.0070 (4)	0.3131 (3)	0.0441 (9)
H10	−0.331658	−0.095746	0.285226	0.053*
C11	−0.3756 (3)	0.0732 (3)	0.2746 (3)	0.0360 (8)
H11	−0.457089	0.038464	0.222235	0.043*
C12	−0.3288 (3)	0.2056 (3)	0.3143 (2)	0.0305 (7)
C13	−0.4029 (3)	0.2952 (3)	0.2675 (2)	0.0317 (7)
C14	−0.2092 (3)	0.2573 (3)	0.3959 (3)	0.0342 (8)
H14	−0.177744	0.345955	0.423704	0.041*
C15	−0.2136 (3)	0.0665 (3)	0.8612 (2)	0.0239 (6)
C16	−0.2493 (3)	0.1819 (3)	0.8737 (2)	0.0252 (6)
H16	−0.228184	0.239250	0.831377	0.030*
C17	−0.3171 (3)	0.2113 (3)	0.9502 (2)	0.0254 (6)
C18	−0.3474 (3)	0.1257 (3)	1.0128 (3)	0.0348 (8)
H18	−0.392245	0.145455	1.064228	0.042*
C19	−0.3113 (4)	0.0106 (3)	0.9992 (3)	0.0392 (8)
H19	−0.332521	−0.046828	1.041397	0.047*
C20	−0.2440 (3)	−0.0198 (3)	0.9236 (3)	0.0315 (7)
H20	−0.219465	−0.097165	0.914790	0.038*
C21	−0.3602 (3)	0.3353 (3)	0.9621 (3)	0.0309 (7)
C22	0.1636 (4)	0.4162 (4)	1.1889 (4)	0.0548 (11)
H22	0.183965	0.502437	1.186227	0.066*
C23	0.0044 (5)	0.2321 (5)	1.1929 (6)	0.099 (2)
H23A	−0.026754	0.185428	1.117468	0.149*
H23B	−0.065824	0.217024	1.226779	0.149*
H23C	0.077303	0.203484	1.230251	0.149*
C24	−0.0496 (5)	0.4438 (6)	1.2033 (7)	0.122 (3)
H24A	−0.127879	0.390420	1.211146	0.183*
H24B	−0.014290	0.517136	1.264658	0.183*
H24C	−0.071216	0.472508	1.136853	0.183*
C25	0.5504 (6)	0.6203 (6)	1.4041 (4)	0.0921 (19)
H25	0.617283	0.578243	1.418935	0.111*
C26	0.6731 (8)	0.7716 (8)	1.5748 (5)	0.172 (4)
H26A	0.661017	0.849999	1.613517	0.259*
H26B	0.672416	0.710292	1.619544	0.259*
H26C	0.756332	0.789292	1.558029	0.259*
C27	0.4801 (10)	0.8044 (8)	1.4543 (7)	0.174 (4)
H27A	0.458706	0.804393	1.377956	0.261*
H27B	0.522761	0.890570	1.497295	0.261*
H27C	0.400542	0.772707	1.473278	0.261*
N2	0.5697 (5)	0.7207 (4)	1.4766 (3)	0.0855 (14)
N1	0.0479 (3)	0.3705 (3)	1.1991 (3)	0.0570 (9)
O1	0.3012 (2)	0.3207 (2)	0.97493 (18)	0.0405 (6)
O2	0.3732 (2)	0.3758 (2)	0.83679 (19)	0.0383 (6)
O3	−0.0155 (2)	0.2320 (3)	0.5133 (2)	0.0527 (7)
O4	−0.3453 (2)	0.4115 (2)	0.2834 (2)	0.0450 (6)
O5	−0.5215 (2)	0.2482 (2)	0.2099 (2)	0.0418 (6)
O6	−0.1567 (2)	0.0255 (2)	0.77993 (18)	0.0354 (5)
O7	−0.3395 (2)	0.4045 (2)	0.8971 (2)	0.0424 (6)
O8	−0.4145 (2)	0.3624 (2)	1.03549 (19)	0.0464 (6)
O9	0.2491 (2)	0.3600 (2)	1.1822 (2)	0.0419 (6)
O10	0.4684 (3)	0.5667 (3)	1.3222 (2)	0.0668 (9)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Eu1	0.01806 (9)	0.02349 (9)	0.02534 (9)	0.00719 (6)	0.00419 (6)	0.00607 (6)
C1	0.0263 (17)	0.0215 (15)	0.0352 (18)	0.0058 (13)	0.0018 (14)	0.0054 (13)
C2	0.0201 (15)	0.0210 (15)	0.0311 (16)	0.0079 (12)	0.0047 (13)	0.0042 (12)
C3	0.0298 (17)	0.0261 (16)	0.0252 (15)	0.0083 (13)	0.0088 (13)	0.0047 (12)
C4	0.0217 (15)	0.0220 (15)	0.0352 (17)	0.0055 (12)	0.0126 (13)	0.0012 (13)
C5	0.0174 (15)	0.0348 (17)	0.0339 (17)	0.0083 (13)	0.0014 (13)	0.0029 (14)
C6	0.0234 (16)	0.0380 (18)	0.0315 (17)	0.0126 (14)	0.0039 (13)	0.0141 (14)
C7	0.0243 (16)	0.0288 (16)	0.0362 (17)	0.0082 (13)	0.0086 (13)	0.0149 (14)
C8	0.0276 (18)	0.062 (2)	0.0314 (18)	0.0159 (17)	0.0032 (14)	0.0199 (17)
C9	0.049 (2)	0.057 (2)	0.041 (2)	0.034 (2)	0.0090 (18)	0.0214 (18)
C10	0.058 (2)	0.040 (2)	0.0369 (19)	0.0247 (18)	0.0088 (18)	0.0082 (16)
C11	0.0361 (19)	0.042 (2)	0.0283 (17)	0.0145 (16)	0.0017 (14)	0.0086 (14)
C12	0.0292 (17)	0.0389 (18)	0.0266 (16)	0.0130 (15)	0.0056 (13)	0.0139 (14)
C13	0.0305 (18)	0.0376 (19)	0.0284 (16)	0.0120 (15)	0.0045 (14)	0.0125 (14)
C14	0.0321 (18)	0.0398 (19)	0.0300 (17)	0.0092 (15)	0.0035 (14)	0.0131 (14)
C15	0.0156 (14)	0.0239 (15)	0.0283 (15)	0.0023 (12)	0.0048 (12)	0.0012 (12)
C16	0.0249 (16)	0.0241 (15)	0.0294 (16)	0.0064 (13)	0.0094 (13)	0.0112 (12)
C17	0.0208 (15)	0.0257 (15)	0.0308 (16)	0.0080 (13)	0.0075 (13)	0.0066 (13)
C18	0.0404 (19)	0.0355 (18)	0.0366 (18)	0.0113 (15)	0.0229 (16)	0.0108 (15)
C19	0.053 (2)	0.0317 (18)	0.043 (2)	0.0111 (17)	0.0248 (17)	0.0184 (15)
C20	0.0334 (18)	0.0230 (16)	0.0401 (18)	0.0106 (14)	0.0098 (15)	0.0088 (14)
C21	0.0199 (16)	0.0314 (17)	0.0392 (18)	0.0113 (14)	0.0030 (14)	0.0047 (15)
C22	0.045 (2)	0.050 (2)	0.082 (3)	0.015 (2)	0.032 (2)	0.027 (2)
C23	0.065 (3)	0.062 (3)	0.180 (6)	0.007 (3)	0.061 (4)	0.029 (4)
C24	0.069 (4)	0.087 (4)	0.240 (8)	0.048 (3)	0.076 (5)	0.035 (5)
C25	0.086 (4)	0.100 (4)	0.063 (3)	−0.014 (3)	0.032 (3)	−0.021 (3)
C26	0.156 (7)	0.207 (9)	0.069 (4)	−0.070 (6)	0.025 (4)	−0.038 (5)
C27	0.255 (11)	0.145 (7)	0.182 (9)	0.084 (7)	0.135 (8)	0.053 (6)
N2	0.108 (4)	0.073 (3)	0.050 (2)	−0.026 (2)	0.038 (2)	−0.014 (2)
N1	0.0326 (18)	0.060 (2)	0.086 (3)	0.0185 (16)	0.0288 (18)	0.0129 (19)
O1	0.0331 (13)	0.0456 (14)	0.0305 (13)	−0.0002 (11)	−0.0020 (10)	0.0043 (10)
O2	0.0246 (12)	0.0374 (13)	0.0463 (14)	−0.0026 (10)	0.0036 (10)	0.0138 (11)
O3	0.0284 (13)	0.084 (2)	0.0432 (14)	0.0051 (13)	−0.0030 (11)	0.0362 (14)
O4	0.0383 (14)	0.0338 (13)	0.0517 (15)	0.0056 (11)	−0.0079 (12)	0.0136 (11)
O5	0.0249 (12)	0.0390 (13)	0.0581 (15)	0.0079 (10)	−0.0030 (11)	0.0230 (12)
O6	0.0346 (13)	0.0242 (11)	0.0450 (13)	−0.0011 (10)	0.0235 (11)	−0.0048 (10)
O7	0.0373 (14)	0.0335 (13)	0.0703 (17)	0.0212 (11)	0.0214 (13)	0.0252 (12)
O8	0.0419 (14)	0.0608 (16)	0.0425 (14)	0.0307 (13)	0.0162 (12)	0.0015 (12)
O9	0.0298 (13)	0.0508 (15)	0.0577 (16)	0.0166 (12)	0.0229 (12)	0.0235 (12)
O10	0.0607 (19)	0.089 (2)	0.0352 (15)	0.0139 (17)	0.0116 (14)	−0.0149 (15)

Geometric parameters (Å, º) top

Eu1—O8ⁱ	2.337 (2)	C14—H14	0.9300
Eu1—O2ⁱⁱ	2.339 (2)	C15—C16	1.383 (4)
Eu1—O7ⁱⁱⁱ	2.386 (2)	C15—C20	1.384 (4)
Eu1—O1	2.386 (2)	C15—O6	1.388 (3)
Eu1—O5^iv	2.428 (2)	C16—C17	1.392 (4)
Eu1—O10	2.437 (3)	C16—H16	0.9300
Eu1—O9	2.452 (2)	C17—C18	1.379 (4)
Eu1—O4^iv	2.541 (2)	C17—C21	1.511 (4)
Eu1—C13^iv	2.828 (3)	C18—C19	1.381 (5)
Eu1—C21ⁱⁱⁱ	3.251 (3)	C18—H18	0.9300
Eu1—Eu1ⁱⁱ	4.3681 (4)	C19—C20	1.380 (5)
C1—O1	1.251 (4)	C19—H19	0.9300
C1—O2	1.253 (4)	C20—H20	0.9300
C1—C2	1.517 (4)	C21—O8	1.249 (4)
C2—C7	1.388 (4)	C21—O7	1.254 (4)
C2—C3	1.389 (4)	C22—O9	1.215 (4)
C3—C4	1.386 (4)	C22—N1	1.290 (5)
C3—H3	0.9300	C22—H22	0.9300
C4—C5	1.382 (4)	C23—N1	1.468 (6)
C4—O6	1.390 (3)	C23—H23A	0.9600
C5—C6	1.381 (4)	C23—H23B	0.9600
C5—H5	0.9300	C23—H23C	0.9600
C6—C7	1.386 (4)	C24—N1	1.447 (6)
C6—O3	1.386 (4)	C24—H24A	0.9600
C7—H7	0.9300	C24—H24B	0.9600
C8—C14	1.375 (5)	C24—H24C	0.9600
C8—C9	1.379 (5)	C25—O10	1.171 (5)
C8—O3	1.403 (4)	C25—N2	1.254 (6)
C9—C10	1.386 (5)	C25—H25	0.9300
C9—H9	0.9300	C26—N2	1.411 (7)
C10—C11	1.382 (5)	C26—H26A	0.9600
C10—H10	0.9300	C26—H26B	0.9600
C11—C12	1.386 (5)	C26—H26C	0.9600
C11—H11	0.9300	C27—N2	1.471 (9)
C12—C14	1.393 (4)	C27—H27A	0.9600
C12—C13	1.503 (4)	C27—H27B	0.9600
C13—O4	1.250 (4)	C27—H27C	0.9600
C13—O5	1.264 (4)

O8ⁱ—Eu1—O2ⁱⁱ	77.31 (9)	C10—C11—C12	119.9 (3)
O8ⁱ—Eu1—O7ⁱⁱⁱ	123.18 (9)	C10—C11—H11	120.1
O2ⁱⁱ—Eu1—O7ⁱⁱⁱ	76.96 (8)	C12—C11—H11	120.1
O8ⁱ—Eu1—O1	75.45 (9)	C11—C12—C14	120.0 (3)
O2ⁱⁱ—Eu1—O1	124.90 (8)	C11—C12—C13	120.8 (3)
O7ⁱⁱⁱ—Eu1—O1	79.45 (9)	C14—C12—C13	119.2 (3)
O8ⁱ—Eu1—O5^iv	81.13 (9)	O4—C13—O5	122.3 (3)
O2ⁱⁱ—Eu1—O5^iv	128.32 (8)	O4—C13—C12	119.7 (3)
O7ⁱⁱⁱ—Eu1—O5^iv	150.73 (8)	O5—C13—C12	118.0 (3)
O1—Eu1—O5^iv	93.18 (8)	O4—C13—Eu1^v	63.96 (17)
O8ⁱ—Eu1—O10	144.62 (10)	O5—C13—Eu1^v	58.82 (16)
O2ⁱⁱ—Eu1—O10	78.83 (10)	C12—C13—Eu1^v	170.0 (2)
O7ⁱⁱⁱ—Eu1—O10	75.40 (10)	C8—C14—C12	119.1 (3)
O1—Eu1—O10	139.92 (9)	C8—C14—H14	120.4
O5^iv—Eu1—O10	93.79 (10)	C12—C14—H14	120.4
O8ⁱ—Eu1—O9	137.42 (9)	C16—C15—C20	121.1 (3)
O2ⁱⁱ—Eu1—O9	144.71 (9)	C16—C15—O6	122.4 (3)
O7ⁱⁱⁱ—Eu1—O9	76.59 (8)	C20—C15—O6	116.3 (3)
O1—Eu1—O9	71.92 (8)	C15—C16—C17	119.3 (3)
O5^iv—Eu1—O9	74.20 (8)	C15—C16—H16	120.4
O10—Eu1—O9	72.20 (9)	C17—C16—H16	120.4
O8ⁱ—Eu1—O4^iv	76.83 (9)	C18—C17—C16	119.8 (3)
O2ⁱⁱ—Eu1—O4^iv	76.89 (8)	C18—C17—C21	120.5 (3)
O7ⁱⁱⁱ—Eu1—O4^iv	141.79 (8)	C16—C17—C21	119.7 (3)
O1—Eu1—O4^iv	138.71 (8)	C17—C18—C19	120.2 (3)
O5^iv—Eu1—O4^iv	52.54 (7)	C17—C18—H18	119.9
O10—Eu1—O4^iv	72.57 (10)	C19—C18—H18	119.9
O9—Eu1—O4^iv	111.94 (8)	C20—C19—C18	120.6 (3)
O8ⁱ—Eu1—C13^iv	75.70 (9)	C20—C19—H19	119.7
O2ⁱⁱ—Eu1—C13^iv	102.17 (9)	C18—C19—H19	119.7
O7ⁱⁱⁱ—Eu1—C13^iv	159.50 (9)	C19—C20—C15	119.0 (3)
O1—Eu1—C13^iv	115.86 (9)	C19—C20—H20	120.5
O5^iv—Eu1—C13^iv	26.44 (8)	C15—C20—H20	120.5
O10—Eu1—C13^iv	84.30 (10)	O8—C21—O7	124.1 (3)
O9—Eu1—C13^iv	94.68 (9)	O8—C21—C17	118.2 (3)
O4^iv—Eu1—C13^iv	26.24 (8)	O7—C21—C17	117.7 (3)
O8ⁱ—Eu1—C21ⁱⁱⁱ	105.10 (9)	O8—C21—Eu1ⁱⁱⁱ	88.46 (19)
O2ⁱⁱ—Eu1—C21ⁱⁱⁱ	65.05 (8)	O7—C21—Eu1ⁱⁱⁱ	37.72 (15)
O7ⁱⁱⁱ—Eu1—C21ⁱⁱⁱ	18.76 (8)	C17—C21—Eu1ⁱⁱⁱ	150.4 (2)
O1—Eu1—C21ⁱⁱⁱ	77.28 (8)	O9—C22—N1	127.7 (4)
O5^iv—Eu1—C21ⁱⁱⁱ	166.59 (8)	O9—C22—H22	116.1
O10—Eu1—C21ⁱⁱⁱ	87.79 (10)	N1—C22—H22	116.1
O9—Eu1—C21ⁱⁱⁱ	93.69 (8)	N1—C23—H23A	109.5
O4^iv—Eu1—C21ⁱⁱⁱ	139.97 (8)	N1—C23—H23B	109.5
C13^iv—Eu1—C21ⁱⁱⁱ	166.16 (9)	H23A—C23—H23B	109.5
O8ⁱ—Eu1—Eu1ⁱⁱ	51.79 (6)	N1—C23—H23C	109.5
O2ⁱⁱ—Eu1—Eu1ⁱⁱ	59.28 (6)	H23A—C23—H23C	109.5
O7ⁱⁱⁱ—Eu1—Eu1ⁱⁱ	71.50 (6)	H23B—C23—H23C	109.5
O1—Eu1—Eu1ⁱⁱ	66.18 (6)	N1—C24—H24A	109.5
O5^iv—Eu1—Eu1ⁱⁱ	131.28 (6)	N1—C24—H24B	109.5
O10—Eu1—Eu1ⁱⁱ	130.96 (8)	H24A—C24—H24B	109.5
O9—Eu1—Eu1ⁱⁱ	130.77 (6)	N1—C24—H24C	109.5
O4^iv—Eu1—Eu1ⁱⁱ	116.42 (6)	H24A—C24—H24C	109.5
C13^iv—Eu1—Eu1ⁱⁱ	126.09 (7)	H24B—C24—H24C	109.5
C21ⁱⁱⁱ—Eu1—Eu1ⁱⁱ	53.33 (6)	O10—C25—N2	135.3 (7)
O1—C1—O2	126.4 (3)	O10—C25—H25	112.4
O1—C1—C2	117.0 (3)	N2—C25—H25	112.4
O2—C1—C2	116.7 (3)	N2—C26—H26A	109.5
C7—C2—C3	120.9 (3)	N2—C26—H26B	109.5
C7—C2—C1	118.9 (3)	H26A—C26—H26B	109.5
C3—C2—C1	120.2 (3)	N2—C26—H26C	109.5
C4—C3—C2	118.3 (3)	H26A—C26—H26C	109.5
C4—C3—H3	120.9	H26B—C26—H26C	109.5
C2—C3—H3	120.9	N2—C27—H27A	109.5
C5—C4—C3	121.7 (3)	N2—C27—H27B	109.5
C5—C4—O6	117.2 (3)	H27A—C27—H27B	109.5
C3—C4—O6	120.8 (3)	N2—C27—H27C	109.5
C6—C5—C4	119.1 (3)	H27A—C27—H27C	109.5
C6—C5—H5	120.5	H27B—C27—H27C	109.5
C4—C5—H5	120.5	C25—N2—C26	128.8 (7)
C5—C6—C7	120.6 (3)	C25—N2—C27	117.0 (6)
C5—C6—O3	124.2 (3)	C26—N2—C27	114.0 (6)
C7—C6—O3	115.3 (3)	C22—N1—C24	124.0 (4)
C6—C7—C2	119.5 (3)	C22—N1—C23	118.9 (4)
C6—C7—H7	120.3	C24—N1—C23	116.7 (4)
C2—C7—H7	120.3	C1—O1—Eu1	134.7 (2)
C14—C8—C9	121.5 (3)	C1—O2—Eu1ⁱⁱ	146.0 (2)
C14—C8—O3	117.1 (3)	C6—O3—C8	118.9 (3)
C9—C8—O3	121.2 (3)	C13—O4—Eu1^v	89.79 (18)
C8—C9—C10	119.0 (3)	C13—O5—Eu1^v	94.74 (19)
C8—C9—H9	120.5	C15—O6—C4	118.9 (2)
C10—C9—H9	120.5	C21—O7—Eu1ⁱⁱⁱ	123.5 (2)
C11—C10—C9	120.4 (3)	C21—O8—Eu1^vi	166.0 (2)
C11—C10—H10	119.8	C22—O9—Eu1	127.6 (2)
C9—C10—H10	119.8	C25—O10—Eu1	136.5 (4)

O1—C1—C2—C7	170.5 (3)	C18—C19—C20—C15	−0.3 (5)
O2—C1—C2—C7	−10.1 (4)	C16—C15—C20—C19	0.1 (5)
O1—C1—C2—C3	−10.1 (4)	O6—C15—C20—C19	−174.3 (3)
O2—C1—C2—C3	169.3 (3)	C18—C17—C21—O8	5.5 (4)
C7—C2—C3—C4	−0.3 (4)	C16—C17—C21—O8	−176.2 (3)
C1—C2—C3—C4	−179.7 (3)	C18—C17—C21—O7	−174.3 (3)
C2—C3—C4—C5	−1.0 (5)	C16—C17—C21—O7	4.0 (4)
C2—C3—C4—O6	173.2 (3)	C18—C17—C21—Eu1ⁱⁱⁱ	−146.6 (3)
C3—C4—C5—C6	1.5 (5)	C16—C17—C21—Eu1ⁱⁱⁱ	31.7 (5)
O6—C4—C5—C6	−172.8 (3)	O10—C25—N2—C26	177.5 (6)
C4—C5—C6—C7	−0.8 (5)	O10—C25—N2—C27	−8.2 (10)
C4—C5—C6—O3	178.6 (3)	O9—C22—N1—C24	−178.1 (5)
C5—C6—C7—C2	−0.5 (5)	O9—C22—N1—C23	−6.0 (8)
O3—C6—C7—C2	−179.9 (3)	O2—C1—O1—Eu1	17.1 (5)
C3—C2—C7—C6	1.0 (5)	C2—C1—O1—Eu1	−163.5 (2)
C1—C2—C7—C6	−179.6 (3)	O1—C1—O2—Eu1ⁱⁱ	−45.4 (6)
C14—C8—C9—C10	−2.6 (6)	C2—C1—O2—Eu1ⁱⁱ	135.2 (3)
O3—C8—C9—C10	−178.0 (3)	C5—C6—O3—C8	1.7 (5)
C8—C9—C10—C11	1.0 (6)	C7—C6—O3—C8	−178.9 (3)
C9—C10—C11—C12	1.5 (5)	C14—C8—O3—C6	116.3 (4)
C10—C11—C12—C14	−2.5 (5)	C9—C8—O3—C6	−68.1 (5)
C10—C11—C12—C13	175.2 (3)	O5—C13—O4—Eu1^v	−8.2 (3)
C11—C12—C13—O4	−162.1 (3)	C12—C13—O4—Eu1^v	169.5 (3)
C14—C12—C13—O4	15.7 (5)	O4—C13—O5—Eu1^v	8.6 (4)
C11—C12—C13—O5	15.7 (5)	C12—C13—O5—Eu1^v	−169.1 (2)
C14—C12—C13—O5	−166.6 (3)	C16—C15—O6—C4	39.4 (4)
C9—C8—C14—C12	1.6 (5)	C20—C15—O6—C4	−146.2 (3)
O3—C8—C14—C12	177.2 (3)	C5—C4—O6—C15	−119.1 (3)
C11—C12—C14—C8	1.0 (5)	C3—C4—O6—C15	66.5 (4)
C13—C12—C14—C8	−176.8 (3)	O8—C21—O7—Eu1ⁱⁱⁱ	−21.9 (4)
C20—C15—C16—C17	−0.1 (4)	C17—C21—O7—Eu1ⁱⁱⁱ	157.9 (2)
O6—C15—C16—C17	174.0 (3)	O7—C21—O8—Eu1^vi	27.3 (12)
C15—C16—C17—C18	0.2 (4)	C17—C21—O8—Eu1^vi	−152.5 (8)
C15—C16—C17—C21	−178.1 (3)	Eu1ⁱⁱⁱ—C21—O8—Eu1^vi	14.1 (10)
C16—C17—C18—C19	−0.3 (5)	N1—C22—O9—Eu1	173.1 (3)
C21—C17—C18—C19	178.0 (3)	N2—C25—O10—Eu1	145.8 (5)
C17—C18—C19—C20	0.4 (5)

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

Poly[{µ₅-3,3-[(5-carboxylato-1,3-phenylene)bis(oxy)]dibenzoato-κ⁶O¹:O^1':O³,O^3':O⁵:O^5'}bis(N,N-dimethylformamide-κO)gadolinium(III)] (CP6-Gd) top

Crystal data top

[Gd(C₂₁H₁₁O₈)(C₃H₇NO)₂]	Z = 2
M_r = 694.74	F(000) = 690
Triclinic, P1	D_x = 1.656 Mg m⁻³
a = 10.722 (2) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.870 (2) Å	Cell parameters from 9862 reflections
c = 12.949 (3) Å	θ = 3.4–28.3°
α = 100.12 (3)°	µ = 2.44 mm⁻¹
β = 103.89 (3)°	T = 293 K
γ = 101.79 (3)°	Block, colourless
V = 1393.4 (5) Å³	0.28 × 0.25 × 0.21 mm

Data collection top

Bruker APEXII CCD diffractometer	4161 reflections with I > 2σ(I)
φ and ω scans	R_int = 0.047
Absorption correction: multi-scan (SADABS; Bruker, 2001)	θ_max = 25.1°, θ_min = 2.9°
T_min = 0.581, T_max = 0.746	h = −11→12
16278 measured reflections	k = −12→12
4926 independent reflections	l = −15→15

Refinement top

Refinement on F²	9 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.037	H-atom parameters constrained
wR(F²) = 0.075	w = 1/[σ²(F_o²) + (0.0167P)² + 3.5767P] where P = (F_o² + 2F_c²)/3
S = 1.16	(Δ/σ)_max = 0.001
4926 reflections	Δρ_max = 1.68 e Å⁻³
365 parameters	Δρ_min = −1.25 e Å⁻³

Special details top

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
O2	0.9156 (4)	0.1399 (4)	−0.0363 (3)	0.0464 (11)
C1	0.8615 (5)	0.1659 (5)	0.0370 (5)	0.0329 (13)
O1	0.8406 (4)	0.0952 (4)	0.1016 (3)	0.0422 (10)
Gd1	−0.04006 (2)	−0.05972 (3)	0.14329 (2)	0.02386 (9)
C2	0.8178 (5)	0.2887 (5)	0.0493 (4)	0.0253 (11)
C3	0.7513 (5)	0.3187 (5)	0.1266 (4)	0.0259 (11)
H3	0.731467	0.261552	0.169533	0.031*
C4	0.7149 (4)	0.4339 (5)	0.1390 (4)	0.0248 (11)
C5	0.7439 (5)	0.5208 (5)	0.0763 (4)	0.0319 (12)
H5	0.718927	0.598141	0.085280	0.038*
C6	0.8104 (6)	0.4905 (5)	0.0005 (5)	0.0396 (14)
H6	0.830861	0.548432	−0.041704	0.048*
C7	0.8470 (5)	0.3757 (5)	−0.0136 (5)	0.0365 (13)
H7	0.891340	0.356373	−0.065465	0.044*
C8	0.5653 (5)	0.3843 (5)	0.2448 (4)	0.0264 (11)
C9	0.4437 (5)	0.3231 (5)	0.1692 (4)	0.0289 (12)
H9	0.425917	0.334475	0.098089	0.035*
C10	0.3482 (5)	0.2439 (5)	0.2018 (4)	0.0257 (11)
C11	0.2140 (5)	0.1769 (5)	0.1229 (4)	0.0283 (12)
C12	0.3747 (5)	0.2284 (5)	0.3081 (4)	0.0291 (12)
H12	0.310031	0.177083	0.330087	0.035*
C13	0.4985 (5)	0.2901 (5)	0.3813 (4)	0.0321 (13)
C14	0.5952 (5)	0.3678 (5)	0.3507 (4)	0.0301 (12)
H14	0.678477	0.408137	0.399985	0.036*
C15	0.6381 (5)	0.3259 (6)	0.5650 (5)	0.0404 (14)
C16	0.6811 (6)	0.4566 (6)	0.6061 (5)	0.0475 (16)
H16	0.630266	0.510608	0.580358	0.057*
C17	0.8017 (6)	0.5079 (6)	0.6866 (5)	0.0455 (15)
H17	0.832468	0.596882	0.714731	0.055*
C18	0.8764 (6)	0.4269 (6)	0.7252 (4)	0.0384 (14)
H18	0.958659	0.461608	0.777365	0.046*
C19	0.8287 (5)	0.2947 (5)	0.6861 (4)	0.0309 (12)
C20	0.7086 (5)	0.2427 (6)	0.6041 (4)	0.0359 (13)
H20	0.676712	0.153774	0.576258	0.043*
C21	0.9030 (5)	0.2053 (6)	0.7327 (4)	0.0340 (13)
O10	−0.0297 (5)	0.0688 (5)	0.3199 (4)	0.0684 (14)
C25	0.0515 (9)	0.1211 (9)	0.4021 (8)	0.096 (3)
H25	0.119582	0.079888	0.416437	0.115*
N2	0.0689 (8)	0.2194 (7)	0.4755 (5)	0.088 (2)
C26	−0.0214 (16)	0.3033 (13)	0.4535 (12)	0.175 (6)
H26A	−0.050980	0.296448	0.376087	0.263*
H26B	0.024671	0.391333	0.490383	0.263*
H26C	−0.096820	0.276680	0.479573	0.263*
C27	0.1731 (12)	0.2692 (13)	0.5736 (8)	0.162 (6)
H27A	0.234956	0.216458	0.576706	0.244*
H27B	0.137379	0.268961	0.634817	0.244*
H27C	0.217855	0.356171	0.576022	0.244*
O9	−0.2493 (4)	−0.1390 (4)	0.1823 (3)	0.0448 (10)
C22	−0.3356 (6)	−0.0828 (7)	0.1883 (6)	0.0557 (18)
H22	−0.316042	0.003335	0.184426	0.067*
C23	−0.4942 (8)	−0.2670 (8)	0.1950 (9)	0.101 (3)
H23A	−0.499718	−0.316525	0.124242	0.152*
H23B	−0.580011	−0.285702	0.207667	0.152*
H23C	−0.431324	−0.289203	0.250335	0.152*
C24	−0.5492 (8)	−0.0560 (9)	0.2027 (11)	0.125 (4)
H24A	−0.530692	−0.004765	0.275669	0.188*
H24B	−0.636179	−0.114358	0.181744	0.188*
H24C	−0.545854	−0.000317	0.153010	0.188*
N1	−0.4511 (5)	−0.1293 (5)	0.1994 (5)	0.0579 (15)
O3	0.6597 (3)	0.4746 (3)	0.2209 (3)	0.0355 (9)
O4	0.1273 (3)	0.1228 (3)	0.1611 (3)	0.0383 (9)
O5	0.1992 (4)	0.1788 (4)	0.0242 (3)	0.0404 (10)
O6	0.5150 (4)	0.2684 (5)	0.4856 (3)	0.0542 (12)
O7	0.8446 (4)	0.0884 (4)	0.7178 (3)	0.0452 (10)
O8	1.0219 (3)	0.2515 (4)	0.7906 (3)	0.0422 (10)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O2	0.044 (2)	0.060 (3)	0.045 (2)	0.032 (2)	0.021 (2)	0.005 (2)
C1	0.020 (3)	0.037 (3)	0.040 (3)	0.015 (2)	0.002 (2)	0.006 (3)
O1	0.038 (2)	0.033 (2)	0.070 (3)	0.0243 (19)	0.022 (2)	0.024 (2)
Gd1	0.01894 (13)	0.02578 (14)	0.02659 (14)	0.00730 (10)	0.00429 (10)	0.00676 (10)
C2	0.019 (2)	0.025 (3)	0.031 (3)	0.006 (2)	0.006 (2)	0.004 (2)
C3	0.026 (3)	0.025 (3)	0.026 (3)	0.002 (2)	0.009 (2)	0.007 (2)
C4	0.017 (2)	0.026 (3)	0.027 (3)	0.004 (2)	0.003 (2)	−0.001 (2)
C5	0.036 (3)	0.024 (3)	0.039 (3)	0.012 (2)	0.013 (3)	0.009 (2)
C6	0.053 (4)	0.029 (3)	0.045 (4)	0.012 (3)	0.022 (3)	0.018 (3)
C7	0.042 (3)	0.037 (3)	0.038 (3)	0.009 (3)	0.023 (3)	0.012 (3)
C8	0.020 (3)	0.025 (3)	0.032 (3)	0.006 (2)	0.011 (2)	−0.002 (2)
C9	0.028 (3)	0.028 (3)	0.029 (3)	0.007 (2)	0.007 (2)	0.003 (2)
C10	0.025 (3)	0.021 (3)	0.033 (3)	0.013 (2)	0.008 (2)	0.005 (2)
C11	0.024 (3)	0.021 (3)	0.031 (3)	0.003 (2)	−0.002 (2)	0.001 (2)
C12	0.021 (3)	0.032 (3)	0.038 (3)	0.009 (2)	0.007 (2)	0.015 (2)
C13	0.026 (3)	0.041 (3)	0.031 (3)	0.015 (3)	0.002 (2)	0.016 (3)
C14	0.017 (3)	0.032 (3)	0.033 (3)	0.003 (2)	−0.001 (2)	0.003 (2)
C15	0.033 (3)	0.060 (4)	0.032 (3)	0.015 (3)	0.003 (3)	0.023 (3)
C16	0.051 (4)	0.055 (4)	0.046 (4)	0.034 (3)	0.009 (3)	0.019 (3)
C17	0.058 (4)	0.039 (3)	0.042 (4)	0.027 (3)	0.010 (3)	0.007 (3)
C18	0.038 (3)	0.043 (3)	0.030 (3)	0.013 (3)	−0.002 (3)	0.011 (3)
C19	0.028 (3)	0.040 (3)	0.027 (3)	0.011 (3)	0.005 (2)	0.016 (3)
C20	0.034 (3)	0.041 (3)	0.033 (3)	0.009 (3)	0.006 (3)	0.014 (3)
C21	0.029 (3)	0.040 (3)	0.032 (3)	0.009 (3)	0.005 (3)	0.011 (3)
O10	0.057 (3)	0.096 (4)	0.034 (3)	0.012 (3)	0.007 (2)	−0.015 (3)
C25	0.082 (7)	0.102 (7)	0.075 (6)	−0.017 (6)	0.034 (5)	−0.022 (6)
N2	0.108 (6)	0.078 (5)	0.049 (4)	−0.024 (4)	0.034 (4)	−0.016 (4)
C26	0.244 (16)	0.153 (12)	0.196 (14)	0.092 (11)	0.135 (12)	0.066 (11)
C27	0.145 (10)	0.205 (13)	0.065 (6)	−0.051 (9)	0.026 (6)	−0.036 (7)
O9	0.031 (2)	0.057 (3)	0.062 (3)	0.021 (2)	0.025 (2)	0.028 (2)
C22	0.046 (4)	0.054 (4)	0.084 (5)	0.017 (3)	0.033 (4)	0.034 (4)
C23	0.062 (5)	0.062 (5)	0.186 (11)	0.009 (4)	0.058 (6)	0.025 (6)
C24	0.068 (6)	0.085 (7)	0.244 (14)	0.042 (5)	0.076 (8)	0.025 (8)
N1	0.034 (3)	0.059 (4)	0.088 (4)	0.018 (3)	0.032 (3)	0.009 (3)
O3	0.035 (2)	0.0247 (19)	0.044 (2)	−0.0014 (17)	0.0237 (18)	−0.0038 (17)
O4	0.0221 (19)	0.035 (2)	0.051 (2)	−0.0043 (17)	0.0045 (18)	0.0142 (19)
O5	0.030 (2)	0.043 (2)	0.032 (2)	−0.0009 (18)	−0.0045 (17)	−0.0007 (18)
O6	0.029 (2)	0.087 (3)	0.042 (2)	0.005 (2)	−0.0043 (19)	0.036 (2)
O7	0.037 (2)	0.035 (2)	0.052 (3)	0.0058 (19)	−0.0084 (19)	0.015 (2)
O8	0.025 (2)	0.039 (2)	0.057 (3)	0.0052 (18)	−0.0037 (19)	0.023 (2)

Geometric parameters (Å, º) top

O2—C1	1.247 (6)	C15—C16	1.365 (8)
O2—Gd1ⁱ	2.323 (4)	C15—C20	1.379 (7)
C1—O1	1.259 (6)	C15—O6	1.406 (7)
C1—C2	1.497 (7)	C16—C17	1.387 (8)
O1—Gd1ⁱⁱ	2.373 (3)	C16—H16	0.9300
Gd1—O4	2.323 (4)	C17—C18	1.384 (7)
Gd1—O5ⁱⁱⁱ	2.371 (4)	C17—H17	0.9300
Gd1—O8^iv	2.414 (4)	C18—C19	1.379 (8)
Gd1—O10	2.426 (5)	C18—H18	0.9300
Gd1—O9	2.437 (4)	C19—C20	1.393 (7)
Gd1—O7^iv	2.526 (4)	C19—C21	1.495 (7)
Gd1—C21^iv	2.819 (5)	C20—H20	0.9300
C2—C7	1.389 (7)	C21—O7	1.255 (6)
C2—C3	1.392 (7)	C21—O8	1.260 (6)
C3—C4	1.380 (7)	O10—C25	1.164 (9)
C3—H3	0.9300	C25—N2	1.248 (10)
C4—O3	1.384 (6)	C25—H25	0.9300
C4—C5	1.384 (7)	N2—C27	1.409 (11)
C5—C6	1.378 (7)	N2—C26	1.473 (13)
C5—H5	0.9300	C26—H26A	0.9600
C6—C7	1.379 (7)	C26—H26B	0.9600
C6—H6	0.9300	C26—H26C	0.9600
C7—H7	0.9300	C27—H27A	0.9600
C8—C9	1.380 (7)	C27—H27B	0.9600
C8—C14	1.383 (7)	C27—H27C	0.9600
C8—O3	1.391 (6)	O9—C22	1.219 (7)
C9—C10	1.394 (7)	C22—N1	1.290 (7)
C9—H9	0.9300	C22—H22	0.9300
C10—C12	1.384 (7)	C23—N1	1.460 (9)
C10—C11	1.500 (7)	C23—H23A	0.9600
C11—O4	1.246 (6)	C23—H23B	0.9600
C11—O5	1.255 (6)	C23—H23C	0.9600
C12—C13	1.386 (7)	C24—N1	1.448 (8)
C12—H12	0.9300	C24—H24A	0.9600
C13—C14	1.380 (7)	C24—H24B	0.9600
C13—O6	1.388 (6)	C24—H24C	0.9600
C14—H14	0.9300

C1—O2—Gd1ⁱ	165.1 (4)	C14—C13—C12	121.3 (5)
O2—C1—O1	124.1 (5)	C14—C13—O6	123.9 (5)
O2—C1—C2	118.3 (5)	C12—C13—O6	114.8 (5)
O1—C1—C2	117.6 (5)	C13—C14—C8	118.4 (5)
C1—O1—Gd1ⁱⁱ	124.1 (3)	C13—C14—H14	120.8
O4—Gd1—O2ⁱ	77.51 (15)	C8—C14—H14	120.8
O4—Gd1—O5ⁱⁱⁱ	124.59 (14)	C16—C15—C20	121.9 (5)
O2ⁱ—Gd1—O5ⁱⁱⁱ	75.44 (14)	C16—C15—O6	121.6 (5)
O4—Gd1—O1^v	76.96 (13)	C20—C15—O6	116.4 (5)
O2ⁱ—Gd1—O1^v	123.43 (14)	C15—C16—C17	119.1 (5)
O5ⁱⁱⁱ—Gd1—O1^v	79.21 (14)	C15—C16—H16	120.4
O4—Gd1—O8^iv	128.58 (12)	C17—C16—H16	120.4
O2ⁱ—Gd1—O8^iv	80.69 (14)	C18—C17—C16	120.1 (6)
O5ⁱⁱⁱ—Gd1—O8^iv	93.11 (13)	C18—C17—H17	119.9
O1^v—Gd1—O8^iv	150.69 (13)	C16—C17—H17	119.9
O4—Gd1—O10	78.79 (16)	C19—C18—C17	119.9 (5)
O2ⁱ—Gd1—O10	144.76 (15)	C19—C18—H18	120.0
O5ⁱⁱⁱ—Gd1—O10	139.80 (15)	C17—C18—H18	120.0
O1^v—Gd1—O10	75.17 (16)	C18—C19—C20	120.1 (5)
O8^iv—Gd1—O10	94.35 (17)	C18—C19—C21	120.7 (5)
O4—Gd1—O9	144.87 (14)	C20—C19—C21	119.1 (5)
O2ⁱ—Gd1—O9	137.10 (15)	C15—C20—C19	118.6 (5)
O5ⁱⁱⁱ—Gd1—O9	72.07 (14)	C15—C20—H20	120.7
O1^v—Gd1—O9	76.76 (13)	C19—C20—H20	120.7
O8^iv—Gd1—O9	73.97 (13)	O7—C21—O8	121.7 (5)
O10—Gd1—O9	72.25 (16)	O7—C21—C19	119.7 (5)
O4—Gd1—O7^iv	77.02 (13)	O8—C21—C19	118.5 (5)
O2ⁱ—Gd1—O7^iv	76.68 (14)	O7—C21—Gd1^iv	63.6 (3)
O5ⁱⁱⁱ—Gd1—O7^iv	138.85 (13)	O8—C21—Gd1^iv	58.5 (3)
O1^v—Gd1—O7^iv	141.90 (14)	C19—C21—Gd1^iv	169.8 (4)
O8^iv—Gd1—O7^iv	52.74 (12)	C25—O10—Gd1	137.1 (6)
O10—Gd1—O7^iv	72.84 (16)	O10—C25—N2	135.1 (11)
O9—Gd1—O7^iv	111.76 (13)	O10—C25—H25	112.4
O4—Gd1—C21^iv	102.48 (15)	N2—C25—H25	112.4
O2ⁱ—Gd1—C21^iv	75.48 (15)	C25—N2—C27	128.3 (11)
O5ⁱⁱⁱ—Gd1—C21^iv	115.87 (15)	C25—N2—C26	117.0 (10)
O1^v—Gd1—C21^iv	159.61 (15)	C27—N2—C26	114.4 (10)
O8^iv—Gd1—C21^iv	26.43 (14)	N2—C26—H26A	109.5
O10—Gd1—C21^iv	84.68 (17)	N2—C26—H26B	109.5
O9—Gd1—C21^iv	94.31 (14)	H26A—C26—H26B	109.5
O7^iv—Gd1—C21^iv	26.44 (13)	N2—C26—H26C	109.5
C7—C2—C3	119.4 (5)	H26A—C26—H26C	109.5
C7—C2—C1	120.3 (5)	H26B—C26—H26C	109.5
C3—C2—C1	120.3 (5)	N2—C27—H27A	109.5
C4—C3—C2	119.5 (5)	N2—C27—H27B	109.5
C4—C3—H3	120.2	H27A—C27—H27B	109.5
C2—C3—H3	120.2	N2—C27—H27C	109.5
C3—C4—O3	122.2 (5)	H27A—C27—H27C	109.5
C3—C4—C5	121.2 (5)	H27B—C27—H27C	109.5
O3—C4—C5	116.3 (4)	C22—O9—Gd1	127.7 (4)
C6—C5—C4	118.8 (5)	O9—C22—N1	127.4 (6)
C6—C5—H5	120.6	O9—C22—H22	116.3
C4—C5—H5	120.6	N1—C22—H22	116.3
C5—C6—C7	120.9 (5)	N1—C23—H23A	109.5
C5—C6—H6	119.5	N1—C23—H23B	109.5
C7—C6—H6	119.5	H23A—C23—H23B	109.5
C6—C7—C2	120.1 (5)	N1—C23—H23C	109.5
C6—C7—H7	119.9	H23A—C23—H23C	109.5
C2—C7—H7	119.9	H23B—C23—H23C	109.5
C9—C8—C14	122.0 (5)	N1—C24—H24A	109.5
C9—C8—O3	121.3 (5)	N1—C24—H24B	109.5
C14—C8—O3	116.5 (4)	H24A—C24—H24B	109.5
C8—C9—C10	118.5 (5)	N1—C24—H24C	109.5
C8—C9—H9	120.7	H24A—C24—H24C	109.5
C10—C9—H9	120.7	H24B—C24—H24C	109.5
C12—C10—C9	120.6 (5)	C22—N1—C24	123.5 (7)
C12—C10—C11	119.0 (5)	C22—N1—C23	119.5 (6)
C9—C10—C11	120.4 (5)	C24—N1—C23	116.5 (6)
O4—C11—O5	125.7 (5)	C4—O3—C8	118.8 (4)
O4—C11—C10	117.1 (5)	C11—O4—Gd1	147.4 (4)
O5—C11—C10	117.2 (5)	C11—O5—Gd1ⁱⁱⁱ	134.7 (3)
C10—C12—C13	119.2 (5)	C13—O6—C15	118.8 (4)
C10—C12—H12	120.4	C21—O7—Gd1^iv	90.0 (3)
C13—C12—H12	120.4	C21—O8—Gd1^iv	95.0 (3)

Gd1ⁱ—O2—C1—O1	−24.2 (19)	C15—C16—C17—C18	−0.6 (9)
Gd1ⁱ—O2—C1—C2	156.0 (13)	C16—C17—C18—C19	−2.2 (9)
O2—C1—O1—Gd1ⁱⁱ	22.3 (7)	C17—C18—C19—C20	3.1 (9)
C2—C1—O1—Gd1ⁱⁱ	−157.8 (3)	C17—C18—C19—C21	−175.4 (5)
O2—C1—C2—C7	−5.1 (7)	C16—C15—C20—C19	−1.5 (9)
O1—C1—C2—C7	175.0 (5)	O6—C15—C20—C19	−177.4 (5)
O2—C1—C2—C3	176.9 (5)	C18—C19—C20—C15	−1.3 (8)
O1—C1—C2—C3	−2.9 (7)	C21—C19—C20—C15	177.2 (5)
C7—C2—C3—C4	0.3 (7)	C18—C19—C21—O7	161.8 (5)
C1—C2—C3—C4	178.3 (4)	C20—C19—C21—O7	−16.7 (8)
C2—C3—C4—O3	−173.9 (4)	C18—C19—C21—O8	−15.0 (8)
C2—C3—C4—C5	−0.3 (7)	C20—C19—C21—O8	166.5 (5)
C3—C4—C5—C6	0.0 (8)	C18—C19—C21—Gd1^iv	55 (2)
O3—C4—C5—C6	173.9 (5)	C20—C19—C21—Gd1^iv	−123 (2)
C4—C5—C6—C7	0.4 (8)	Gd1—O10—C25—N2	149.1 (8)
C5—C6—C7—C2	−0.4 (9)	O10—C25—N2—C27	178.1 (11)
C3—C2—C7—C6	0.1 (8)	O10—C25—N2—C26	−9.1 (17)
C1—C2—C7—C6	−177.9 (5)	Gd1—O9—C22—N1	173.3 (5)
C14—C8—C9—C10	0.9 (7)	O9—C22—N1—C24	−178.2 (8)
O3—C8—C9—C10	−173.4 (4)	O9—C22—N1—C23	−6.1 (12)
C8—C9—C10—C12	0.7 (7)	C3—C4—O3—C8	−41.3 (6)
C8—C9—C10—C11	179.2 (4)	C5—C4—O3—C8	144.8 (5)
C12—C10—C11—O4	8.4 (7)	C9—C8—O3—C4	−64.8 (6)
C9—C10—C11—O4	−170.1 (5)	C14—C8—O3—C4	120.6 (5)
C12—C10—C11—O5	−170.7 (5)	O5—C11—O4—Gd1	44.5 (9)
C9—C10—C11—O5	10.8 (7)	C10—C11—O4—Gd1	−134.6 (5)
C9—C10—C12—C13	−1.5 (7)	O4—C11—O5—Gd1ⁱⁱⁱ	−15.5 (8)
C11—C10—C12—C13	−180.0 (4)	C10—C11—O5—Gd1ⁱⁱⁱ	163.6 (3)
C10—C12—C13—C14	0.8 (8)	C14—C13—O6—C15	−1.5 (8)
C10—C12—C13—O6	180.0 (5)	C12—C13—O6—C15	179.2 (5)
C12—C13—C14—C8	0.8 (8)	C16—C15—O6—C13	68.0 (8)
O6—C13—C14—C8	−178.4 (5)	C20—C15—O6—C13	−116.0 (6)
C9—C8—C14—C13	−1.6 (8)	O8—C21—O7—Gd1^iv	7.6 (6)
O3—C8—C14—C13	172.9 (4)	C19—C21—O7—Gd1^iv	−169.1 (5)
C20—C15—C16—C17	2.4 (9)	O7—C21—O8—Gd1^iv	−8.0 (6)
O6—C15—C16—C17	178.2 (5)	C19—C21—O8—Gd1^iv	168.7 (4)

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

Hydrogen-bond geometry (Å, °) for CP6. Cg for the centroid of the C2–C7 ring. top

D—H···A	D—H	H···A	D···A	D—H···A
C18—H18···Cg	0.93	2.95	3.876 (8)	175

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A new family of lanthanide coordination polymers based on 3,3′-[(5-carboxyl­ato-1,3-phenyl­ene)bis­(­oxy)]dibenzoate: synthesis, crystal structures and magnetic and luminescence properties

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A new family of lanthanide coordination polymers based on 3,3′-[(5-carboxylato-1,3-phenylene)bis(oxy)]dibenzoate: synthesis, crystal structures and magnetic and luminescence properties