Crystal structures of two Cu^II compounds: catena-poly[[chlorido­copper(II)]-μ-N-[eth­oxy(pyridin-2-yl)methyl­idene]-N′-[oxido(pyridin-3-yl)methyl­idene]hydrazine-κ⁴N,N′,O:N′′] and di-μ-chlorido-1:4κ²Cl:Cl-2:3κ²Cl:Cl-di­chlorido-2κCl,4κCl-bis[μ₃-eth­oxy(pyridin-2-yl)methano­lato-1:2:3κ³O:N,O:O;1:3:4κ³O:O:N,O]bis­[μ₂-eth­oxy(pyridin-2-yl)methano­lato-1:2κ³N,O:O;3:4κ³N,O:O]tetracopper(II)

A linear polymeric Cu^II complex and a Cu^II open-cube complex were synthesized using the tridentate Schiff base ligand, {1-[1-(pyrid­yl)(2-eth­oxy­ethyl­idene)]-2-[(pyridin-3-yl)carbon­yl]}hydrazine and copper(II) acetate and their mol­ecular and crystal structures determined.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.003 Å
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.041
• wR factor = 0.109
• Data-to-parameter ratio = 27.8

checkCIF/PLATON results

No syntax errors found



Datablock: I


Alert level C
PLAT480_ALERT_4_C Long H...A H-Bond Reported H20      ..CL2      .       2.93 Ang.

Alert level G
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension          1 Info
PLAT199_ALERT_1_G Reported _cell_measurement_temperature ..... (K)        293 Check
PLAT200_ALERT_1_G Reported   _diffrn_ambient_temperature ..... (K)        293 Check
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Cu1      --Cl2      .       10.3 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Cu1      --N3_a     .        8.9 s.u.
PLAT794_ALERT_5_G Tentative Bond Valency for Cu1       (II)      .       2.27 Info
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min).          2 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600        655 Note
PLAT952_ALERT_5_G Calculated (ThMax) and CIF-Reported Lmax Differ           2 Units
PLAT958_ALERT_1_G Calculated (ThMax) and Actual (FCF) Lmax Differ           2 Units
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          8 Info

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   1 ALERT level C = Check. Ensure it is not caused by an omission or oversight
  11 ALERT level G = General information/check it is not something unexpected

   3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   3 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   2 ALERT type 4 Improvement, methodology, query or suggestion
   3 ALERT type 5 Informative message, check




Datablock: II


Alert level C
PLAT480_ALERT_4_C Long H...A H-Bond Reported H20      ..CL4      .       2.90 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H22      ..O12      .       2.66 Ang.
PLAT911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L=    0.600          2 Report

Alert level G
PLAT012_ALERT_1_G N.O.K.   _shelx_res_checksum Found in CIF ......     Please Check
PLAT199_ALERT_1_G Reported _cell_measurement_temperature ..... (K)        293 Check
PLAT200_ALERT_1_G Reported   _diffrn_ambient_temperature ..... (K)        293 Check
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Cu1      --Cl3      .        8.3 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Cu1      --O26_a    .       12.8 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Cu2      --Cl3_a    .       30.3 s.u.
PLAT793_ALERT_4_G Model has Chirality at C11         (Centro SPGR)          S Verify
PLAT793_ALERT_4_G Model has Chirality at C22         (Centro SPGR)          R Verify
PLAT794_ALERT_5_G Tentative Bond Valency for Cu1       (II)      .       2.20 Info
PLAT794_ALERT_5_G Tentative Bond Valency for Cu2       (II)      .       2.19 Info
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min).          3 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600        421 Note
PLAT913_ALERT_3_G Missing # of Very Strong Reflections in FCF ....          3 Note
PLAT933_ALERT_2_G Number of OMIT Records in Embedded .res File ...          1 Note
PLAT952_ALERT_5_G Calculated (ThMax) and CIF-Reported Lmax Differ           2 Units
PLAT958_ALERT_1_G Calculated (ThMax) and Actual (FCF) Lmax Differ           2 Units
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          3 Info

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   3 ALERT level C = Check. Ensure it is not caused by an omission or oversight
  17 ALERT level G = General information/check it is not something unexpected

   4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   5 ALERT type 2 Indicator that the structure model may be wrong or deficient
   3 ALERT type 3 Indicator that the structure quality may be low
   5 ALERT type 4 Improvement, methodology, query or suggestion
   3 ALERT type 5 Informative message, check

---

Computing details

For both structures, data collection: CrysAlis PRO (Rigaku OD, 2017); cell refinement: CrysAlis PRO (Rigaku OD, 2017); data reduction: CrysAlis PRO (Rigaku OD, 2017); program(s) used to solve structure: SHELXT2018/3 (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2018/3 (Sheldrick, 2015b). Molecular graphics: OLEX2 (Dolomanov et al., 2009) and Mercury (Macrae et al., 2008) for (I); OLEX2 (Dolomanov et al., 2009) for (II). For both structures, software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009).

catena-Poly[[chloridocopper(II)]-µ-N-[ethoxy(pyridin-2-yl)methylidene]-N'-[oxido(pyridin-3-yl)methylidene]hydrazine-κ⁴N,N',O:N''] (I)

Crystal data

[Cu(C14H13N4O2)Cl]	F(000) = 748
Mr = 368.27	Dx = 1.636 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 11.1472 (9) Å	Cell parameters from 2449 reflections
b = 9.9573 (6) Å	θ = 3.5–28.8°
c = 14.4904 (11) Å	µ = 1.65 mm^−1
β = 111.595 (9)°	T = 293 K
V = 1495.5 (2) Å^3	Block, clear light yellow
Z = 4	0.3 × 0.2 × 0.1 mm

Data collection

Rigaku Oxford Diffraction XtaLAB Mini (ROW) diffractometer	5569 independent reflections
Radiation source: fine-focus sealed X-ray tube, Rigaku (Mo) X-ray Source	3671 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.021
ω scans	θmax = 34.5°, θmin = 2.8°
Absorption correction: multi-scan (CrysAlisPro; Rigaku OD, 2017)	h = −5→17
Tmin = 0.967, Tmax = 1.000	k = −14→12
8476 measured reflections	l = −21→20

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.041	H-atom parameters constrained
wR(F^2) = 0.109	w = 1/[σ^2(Fo^2) + (0.0492P)^2 + 0.1803P] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max = 0.001
5569 reflections	Δρmax = 0.40 e Å^−3
200 parameters	Δρmin = −0.41 e Å^−3

Special details

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.

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

	x	y	z	Uiso*/Ueq
Cu1	0.47474 (2)	0.32922 (3)	0.65558 (2)	0.03498 (9)
Cl2	0.34273 (6)	0.44640 (6)	0.71389 (4)	0.04555 (14)
O16	0.61729 (15)	0.46011 (15)	0.68180 (11)	0.0409 (3)
N11	0.52597 (16)	0.29579 (17)	0.54312 (13)	0.0351 (4)
O13	0.47178 (19)	0.17375 (17)	0.39271 (13)	0.0548 (5)
N3	0.93076 (16)	0.70447 (17)	0.71207 (13)	0.0347 (4)
N22	0.34839 (17)	0.17999 (17)	0.58487 (13)	0.0360 (4)
N10	0.62800 (18)	0.3710 (2)	0.53850 (14)	0.0408 (4)
C5	0.77400 (18)	0.5424 (2)	0.62038 (14)	0.0316 (4)
C9	0.66495 (18)	0.4523 (2)	0.61446 (14)	0.0325 (4)
C17	0.3576 (2)	0.1438 (2)	0.49841 (15)	0.0350 (4)
C4	0.82919 (19)	0.6265 (2)	0.70085 (15)	0.0337 (4)
H4	0.793616	0.628682	0.749681	0.040*
C12	0.4615 (2)	0.2121 (2)	0.47694 (15)	0.0356 (4)
C6	0.8249 (2)	0.5432 (2)	0.54629 (16)	0.0392 (4)
H6	0.789474	0.489398	0.490347	0.047*
C8	0.9789 (2)	0.7018 (2)	0.64056 (16)	0.0414 (5)
H8	1.050395	0.754901	0.647646	0.050*
C7	0.9278 (2)	0.6241 (3)	0.55673 (17)	0.0450 (5)
H7	0.962947	0.626743	0.507670	0.054*
C18	0.2755 (2)	0.0507 (2)	0.43614 (18)	0.0479 (6)
H18	0.281599	0.028794	0.375622	0.057*
C21	0.2599 (2)	0.1209 (3)	0.61202 (17)	0.0455 (5)
H21	0.253554	0.145443	0.671970	0.055*
C20	0.1774 (3)	0.0248 (3)	0.5549 (2)	0.0551 (6)
H20	0.117711	−0.016619	0.576519	0.066*
C14	0.5530 (3)	0.2442 (3)	0.34999 (18)	0.0490 (6)
H14A	0.643386	0.228648	0.389388	0.059*
H14B	0.536575	0.339998	0.347922	0.059*
C19	0.1847 (3)	−0.0087 (3)	0.4658 (2)	0.0573 (7)
H19	0.128097	−0.071808	0.425264	0.069*
C15	0.5207 (3)	0.1908 (3)	0.2480 (2)	0.0725 (9)
H15A	0.429643	0.199448	0.211706	0.109*
H15B	0.544680	0.097758	0.251411	0.109*
H15C	0.566903	0.240523	0.214954	0.109*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.03827 (14)	0.04034 (15)	0.02896 (13)	−0.00397 (10)	0.01546 (10)	−0.00355 (11)
Cl2	0.0534 (3)	0.0477 (3)	0.0432 (3)	0.0115 (2)	0.0267 (3)	0.0022 (2)
O16	0.0442 (8)	0.0487 (8)	0.0340 (7)	−0.0114 (7)	0.0194 (6)	−0.0095 (7)
N11	0.0368 (8)	0.0381 (9)	0.0340 (8)	−0.0065 (7)	0.0173 (7)	−0.0053 (7)
O13	0.0726 (12)	0.0579 (11)	0.0474 (10)	−0.0254 (9)	0.0381 (9)	−0.0184 (8)
N3	0.0373 (8)	0.0373 (9)	0.0298 (8)	−0.0047 (7)	0.0126 (7)	−0.0014 (7)
N22	0.0375 (8)	0.0412 (9)	0.0303 (8)	−0.0038 (7)	0.0138 (7)	0.0020 (7)
N10	0.0422 (9)	0.0468 (10)	0.0380 (10)	−0.0118 (8)	0.0201 (8)	−0.0099 (8)
C5	0.0321 (9)	0.0334 (9)	0.0275 (9)	0.0014 (7)	0.0089 (7)	0.0013 (8)
C9	0.0333 (9)	0.0349 (9)	0.0283 (9)	0.0006 (8)	0.0103 (8)	0.0011 (8)
C17	0.0403 (10)	0.0331 (10)	0.0324 (10)	−0.0021 (8)	0.0142 (8)	0.0012 (8)
C4	0.0369 (10)	0.0363 (10)	0.0294 (9)	−0.0006 (8)	0.0139 (8)	0.0004 (8)
C12	0.0410 (10)	0.0380 (10)	0.0319 (10)	−0.0045 (8)	0.0182 (8)	−0.0034 (8)
C6	0.0435 (11)	0.0439 (11)	0.0297 (10)	−0.0041 (9)	0.0129 (9)	−0.0045 (9)
C8	0.0451 (12)	0.0464 (12)	0.0367 (11)	−0.0099 (9)	0.0197 (9)	−0.0042 (9)
C7	0.0526 (13)	0.0542 (13)	0.0357 (11)	−0.0082 (11)	0.0250 (10)	−0.0049 (10)
C18	0.0556 (14)	0.0505 (13)	0.0389 (12)	−0.0151 (11)	0.0189 (11)	−0.0105 (11)
C21	0.0471 (12)	0.0583 (14)	0.0352 (11)	−0.0097 (11)	0.0198 (10)	0.0025 (11)
C20	0.0527 (14)	0.0652 (16)	0.0499 (14)	−0.0203 (12)	0.0219 (12)	0.0025 (13)
C14	0.0583 (14)	0.0520 (14)	0.0460 (13)	−0.0135 (11)	0.0299 (11)	−0.0080 (11)
C19	0.0589 (15)	0.0622 (16)	0.0515 (15)	−0.0280 (13)	0.0212 (13)	−0.0107 (13)
C15	0.091 (2)	0.087 (2)	0.0555 (16)	−0.0389 (18)	0.0467 (16)	−0.0246 (16)

Geometric parameters (Å, º)

Cu1—N11	1.9437 (17)	C4—H4	0.9300
Cu1—O16	1.9808 (15)	C6—C7	1.363 (3)
Cu1—N22	2.0444 (17)	C6—H6	0.9300
Cu1—N3^i	2.2009 (17)	C8—C7	1.374 (3)
Cu1—Cl2	2.2707 (6)	C8—H8	0.9300
O16—C9	1.274 (2)	C7—H7	0.9300
N11—C12	1.274 (3)	C18—C19	1.371 (3)
N11—N10	1.384 (2)	C18—H18	0.9300
O13—C12	1.323 (3)	C21—C20	1.374 (3)
O13—C14	1.452 (3)	C21—H21	0.9300
N3—C8	1.331 (3)	C20—C19	1.364 (4)
N3—C4	1.333 (3)	C20—H20	0.9300
N22—C21	1.326 (3)	C14—C15	1.485 (3)
N22—C17	1.344 (3)	C14—H14A	0.9700
N10—C9	1.305 (3)	C14—H14B	0.9700
C5—C4	1.382 (3)	C19—H19	0.9300
C5—C6	1.387 (3)	C15—H15A	0.9600
C5—C9	1.488 (3)	C15—H15B	0.9600
C17—C18	1.380 (3)	C15—H15C	0.9600
C17—C12	1.472 (3)
N11—Cu1—O16	79.11 (7)	N11—C12—C17	114.38 (18)
N11—Cu1—N22	79.40 (7)	O13—C12—C17	113.79 (18)
O16—Cu1—N22	158.51 (7)	C7—C6—C5	119.0 (2)
N11—Cu1—N3^i	116.09 (7)	C7—C6—H6	120.5
O16—Cu1—N3^i	96.39 (7)	C5—C6—H6	120.5
N22—Cu1—N3^i	92.70 (7)	N3—C8—C7	123.0 (2)
N11—Cu1—Cl2	146.17 (6)	N3—C8—H8	118.5
O16—Cu1—Cl2	100.05 (5)	C7—C8—H8	118.5
N22—Cu1—Cl2	97.97 (5)	C6—C7—C8	119.3 (2)
N3^i—Cu1—Cl2	97.68 (5)	C6—C7—H7	120.4
C9—O16—Cu1	110.13 (13)	C8—C7—H7	120.4
C12—N11—N10	124.29 (17)	C19—C18—C17	118.3 (2)
C12—N11—Cu1	119.01 (14)	C19—C18—H18	120.9
N10—N11—Cu1	116.63 (13)	C17—C18—H18	120.9
C12—O13—C14	122.21 (18)	N22—C21—C20	122.4 (2)
C8—N3—C4	117.47 (18)	N22—C21—H21	118.8
C8—N3—Cu1^ii	119.26 (14)	C20—C21—H21	118.8
C4—N3—Cu1^ii	123.23 (14)	C19—C20—C21	118.7 (2)
C21—N22—C17	118.57 (19)	C19—C20—H20	120.6
C21—N22—Cu1	128.61 (16)	C21—C20—H20	120.6
C17—N22—Cu1	112.78 (13)	O13—C14—C15	106.9 (2)
C9—N10—N11	107.74 (17)	O13—C14—H14A	110.3
C4—C5—C6	117.88 (19)	C15—C14—H14A	110.3
C4—C5—C9	120.96 (18)	O13—C14—H14B	110.3
C6—C5—C9	121.15 (18)	C15—C14—H14B	110.3
O16—C9—N10	126.39 (19)	H14A—C14—H14B	108.6
O16—C9—C5	118.76 (17)	C20—C19—C18	119.9 (2)
N10—C9—C5	114.86 (18)	C20—C19—H19	120.0
N22—C17—C18	122.0 (2)	C18—C19—H19	120.0
N22—C17—C12	114.18 (18)	C14—C15—H15A	109.5
C18—C17—C12	123.8 (2)	C14—C15—H15B	109.5
N3—C4—C5	123.38 (19)	H15A—C15—H15B	109.5
N3—C4—H4	118.3	C14—C15—H15C	109.5
C5—C4—H4	118.3	H15A—C15—H15C	109.5
N11—C12—O13	131.82 (19)	H15B—C15—H15C	109.5

Symmetry codes: (i) −x+3/2, y−1/2, −z+3/2; (ii) −x+3/2, y+1/2, −z+3/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C8—H8···Cl2^ii	0.93	2.71	3.354 (2)	128
C20—H20···Cl2^iii	0.93	2.93	3.527 (3)	124
C14—H14B···Cl2^iv	0.97	2.83	3.534 (3)	130
C14—H14B···O16^iv	0.97	2.56	3.441 (3)	151

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

Di-µ-chlorido-1:4κ²Cl:Cl-2:3κ²Cl:Cl-dichlorido-2κCl,4κCl-bis[µ₃-ethoxy(pyridin-2-yl)methanolato-1:2:3κ³O:N,O:O;1:3:4κ³O:O:N,O]bis[µ₂-ethoxy(pyridin-2-yl)methanolato-1:2κ³N,O:O;3:4κ³N,O:O]tetracopper(II) (II)

Crystal data

[Cu4(C8H10NO2)4Cl4]	F(000) = 1016
Mr = 1004.68	Dx = 1.753 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 11.5150 (4) Å	Cell parameters from 9290 reflections
b = 13.1051 (5) Å	θ = 3.0–32.4°
c = 12.8066 (6) Å	µ = 2.54 mm^−1
β = 100.066 (4)°	T = 293 K
V = 1902.83 (13) Å^3	Plate, clear light green
Z = 2	0.22 × 0.2 × 0.05 mm

Data collection

Rigaku Oxford Diffraction XtaLAB Mini (ROW) diffractometer	7541 independent reflections
Radiation source: fine-focus sealed X-ray tube, Rigaku (Mo) X-ray Source	4946 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.035
ω scans	θmax = 34.5°, θmin = 2.6°
Absorption correction: multi-scan (CrysAlisPro; Rigaku OD, 2017)	h = −17→18
Tmin = 0.727, Tmax = 1.000	k = −20→14
31609 measured reflections	l = −18→18

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.035	H-atom parameters constrained
wR(F^2) = 0.093	w = 1/[σ^2(Fo^2) + (0.0422P)^2 + 0.4202P] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max = 0.001
7540 reflections	Δρmax = 0.46 e Å^−3
237 parameters	Δρmin = −0.43 e Å^−3

Special details

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.

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

	x	y	z	Uiso*/Ueq
Cu1	0.59802 (2)	0.59673 (2)	0.49846 (2)	0.03411 (7)
Cu2	0.55029 (2)	0.53449 (2)	0.71340 (2)	0.03564 (7)
Cl3	0.67941 (4)	0.53396 (4)	0.36744 (4)	0.04527 (12)
Cl4	0.53662 (7)	0.61216 (5)	0.86295 (5)	0.06187 (17)
O15	0.53512 (12)	0.64894 (10)	0.61683 (11)	0.0386 (3)
O26	0.59121 (12)	0.47291 (10)	0.58419 (11)	0.0370 (3)
O12	0.40663 (13)	0.78727 (11)	0.59492 (12)	0.0454 (3)
O23	0.78892 (13)	0.44737 (12)	0.63858 (14)	0.0503 (4)
N21	0.60042 (14)	0.39764 (13)	0.77014 (15)	0.0418 (4)
N10	0.61957 (15)	0.74464 (13)	0.47288 (14)	0.0410 (4)
C5	0.58862 (18)	0.80472 (15)	0.54740 (18)	0.0409 (4)
C11	0.52350 (17)	0.75255 (15)	0.62500 (17)	0.0381 (4)
H11	0.555202	0.774842	0.697424	0.046*
C16	0.65162 (16)	0.34167 (15)	0.70334 (18)	0.0423 (5)
C22	0.67794 (16)	0.39909 (14)	0.60830 (17)	0.0385 (4)
H22	0.678628	0.353075	0.548094	0.046*
C17	0.6800 (2)	0.24007 (17)	0.7229 (2)	0.0581 (6)
H17	0.714861	0.202010	0.675423	0.070*
C20	0.5775 (2)	0.3558 (2)	0.8600 (2)	0.0551 (6)
H20	0.543030	0.395046	0.906778	0.066*
C13	0.3299 (2)	0.7534 (2)	0.6640 (2)	0.0521 (5)
H13A	0.360939	0.773547	0.736401	0.062*
H13B	0.323321	0.679615	0.661564	0.062*
C18	0.6556 (2)	0.1970 (2)	0.8141 (3)	0.0747 (9)
H18	0.673261	0.128697	0.828962	0.090*
C9	0.6739 (2)	0.78622 (19)	0.3992 (2)	0.0555 (6)
H9	0.695863	0.744342	0.347368	0.067*
C6	0.6124 (2)	0.90782 (17)	0.5516 (2)	0.0579 (6)
H6	0.591579	0.948143	0.605219	0.069*
C19	0.6050 (2)	0.2547 (2)	0.8833 (3)	0.0725 (9)
H19	0.589245	0.226032	0.945725	0.087*
C24	0.8820 (2)	0.4028 (2)	0.5958 (2)	0.0584 (6)
H24A	0.866484	0.409094	0.519149	0.070*
H24B	0.888107	0.330848	0.613617	0.070*
C7	0.6680 (3)	0.95004 (19)	0.4743 (3)	0.0725 (8)
H7	0.684357	1.019542	0.474791	0.087*
C8	0.6984 (3)	0.8886 (2)	0.3974 (3)	0.0692 (8)
H8	0.735208	0.915673	0.344567	0.083*
C14	0.2125 (2)	0.8005 (2)	0.6285 (2)	0.0666 (7)
H14A	0.186088	0.785882	0.554729	0.100*
H14B	0.218259	0.873080	0.638596	0.100*
H14C	0.157202	0.773196	0.669194	0.100*
C25	0.9948 (2)	0.4557 (3)	0.6401 (3)	0.0798 (9)
H25A	1.059000	0.422938	0.614746	0.120*
H25B	1.007511	0.452442	0.716177	0.120*
H25C	0.990264	0.525820	0.618003	0.120*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.03381 (11)	0.03383 (12)	0.03553 (13)	−0.00077 (8)	0.00838 (9)	0.00260 (9)
Cu2	0.03732 (12)	0.03519 (12)	0.03414 (13)	−0.00004 (9)	0.00550 (9)	0.00475 (9)
Cl3	0.0420 (2)	0.0496 (3)	0.0477 (3)	−0.0006 (2)	0.0175 (2)	−0.0010 (2)
Cl4	0.0881 (5)	0.0601 (4)	0.0372 (3)	−0.0049 (3)	0.0104 (3)	−0.0043 (3)
O15	0.0476 (7)	0.0318 (6)	0.0389 (7)	0.0029 (5)	0.0149 (6)	0.0051 (5)
O26	0.0372 (6)	0.0343 (6)	0.0399 (7)	0.0060 (5)	0.0081 (6)	0.0062 (5)
O12	0.0410 (7)	0.0460 (8)	0.0517 (9)	0.0077 (6)	0.0150 (7)	0.0080 (7)
O23	0.0342 (7)	0.0515 (9)	0.0674 (11)	−0.0063 (6)	0.0150 (7)	−0.0100 (8)
N21	0.0325 (8)	0.0443 (9)	0.0460 (10)	−0.0026 (7)	−0.0003 (7)	0.0135 (8)
N10	0.0453 (9)	0.0367 (8)	0.0426 (10)	−0.0035 (7)	0.0123 (7)	0.0045 (7)
C5	0.0393 (9)	0.0357 (9)	0.0488 (12)	−0.0004 (7)	0.0101 (8)	0.0052 (8)
C11	0.0383 (9)	0.0359 (9)	0.0411 (11)	0.0021 (7)	0.0098 (8)	0.0013 (8)
C16	0.0269 (8)	0.0386 (10)	0.0575 (13)	−0.0015 (7)	−0.0040 (8)	0.0096 (9)
C22	0.0311 (8)	0.0343 (9)	0.0489 (12)	0.0014 (7)	0.0032 (8)	−0.0001 (8)
C17	0.0393 (11)	0.0399 (11)	0.093 (2)	0.0034 (9)	0.0047 (12)	0.0143 (12)
C20	0.0395 (11)	0.0660 (15)	0.0574 (14)	−0.0040 (10)	0.0022 (10)	0.0271 (12)
C13	0.0453 (11)	0.0615 (14)	0.0524 (14)	0.0019 (10)	0.0167 (10)	0.0075 (11)
C18	0.0442 (13)	0.0533 (14)	0.122 (3)	0.0035 (11)	0.0014 (15)	0.0442 (17)
C9	0.0680 (15)	0.0502 (13)	0.0547 (14)	−0.0039 (11)	0.0282 (12)	0.0074 (11)
C6	0.0669 (15)	0.0369 (11)	0.0760 (18)	−0.0008 (10)	0.0297 (14)	0.0012 (11)
C19	0.0481 (13)	0.0775 (19)	0.089 (2)	−0.0041 (13)	0.0039 (13)	0.0503 (17)
C24	0.0408 (11)	0.0664 (16)	0.0699 (17)	0.0078 (10)	0.0151 (11)	0.0060 (13)
C7	0.090 (2)	0.0383 (12)	0.099 (2)	−0.0064 (12)	0.0429 (18)	0.0112 (13)
C8	0.084 (2)	0.0541 (15)	0.078 (2)	−0.0072 (13)	0.0398 (16)	0.0180 (14)
C14	0.0495 (13)	0.090 (2)	0.0631 (17)	0.0111 (13)	0.0178 (12)	0.0067 (15)
C25	0.0396 (13)	0.094 (2)	0.108 (3)	−0.0015 (13)	0.0194 (15)	0.0143 (19)

Geometric parameters (Å, º)

Cu1—O15	1.9170 (13)	C17—C18	1.369 (4)
Cu1—O26	1.9684 (13)	C17—H17	0.9300
Cu1—N10	1.9886 (17)	C20—C19	1.383 (4)
Cu1—Cl3	2.2181 (6)	C20—H20	0.9300
Cu1—O26^i	2.4280 (14)	C13—C14	1.484 (3)
Cu1—Cu2	3.0122 (4)	C13—H13A	0.9700
Cu2—O15	1.9324 (13)	C13—H13B	0.9700
Cu2—O26	1.9707 (14)	C18—C19	1.370 (5)
Cu2—N21	1.9827 (17)	C18—H18	0.9300
Cu2—Cl4	2.1987 (7)	C9—C8	1.371 (3)
O15—C11	1.370 (2)	C9—H9	0.9300
O26—C22	1.386 (2)	C6—C7	1.385 (4)
O12—C11	1.409 (2)	C6—H6	0.9300
O12—C13	1.426 (3)	C19—H19	0.9300
O23—C24	1.413 (3)	C24—C25	1.494 (4)
O23—C22	1.418 (2)	C24—H24A	0.9700
N21—C16	1.339 (3)	C24—H24B	0.9700
N21—C20	1.341 (3)	C7—C8	1.365 (4)
N10—C5	1.333 (3)	C7—H7	0.9300
N10—C9	1.336 (3)	C8—H8	0.9300
C5—C6	1.378 (3)	C14—H14A	0.9600
C5—C11	1.509 (3)	C14—H14B	0.9600
C11—H11	0.9800	C14—H14C	0.9600
C16—C17	1.384 (3)	C25—H25A	0.9600
C16—C22	1.506 (3)	C25—H25B	0.9600
C22—H22	0.9800	C25—H25C	0.9600
O15—Cu1—O26	78.21 (6)	O26—C22—O23	109.23 (15)
O15—Cu1—N10	81.81 (6)	O26—C22—C16	106.85 (16)
O26—Cu1—N10	156.02 (7)	O23—C22—C16	107.52 (17)
O15—Cu1—Cl3	176.95 (5)	O26—C22—H22	111.0
O26—Cu1—Cl3	100.34 (4)	O23—C22—H22	111.0
N10—Cu1—Cl3	98.95 (5)	C16—C22—H22	111.0
O15—Cu1—O26^i	92.55 (5)	C18—C17—C16	118.3 (3)
O26—Cu1—O26^i	79.23 (6)	C18—C17—H17	120.9
N10—Cu1—O26^i	115.02 (6)	C16—C17—H17	120.9
Cl3—Cu1—O26^i	89.80 (4)	N21—C20—C19	120.3 (3)
O15—Cu1—Cu2	38.69 (4)	N21—C20—H20	119.8
O26—Cu1—Cu2	40.15 (4)	C19—C20—H20	119.8
N10—Cu1—Cu2	117.54 (5)	O12—C13—C14	108.1 (2)
Cl3—Cu1—Cu2	139.425 (18)	O12—C13—H13A	110.1
O26^i—Cu1—Cu2	90.19 (3)	C14—C13—H13A	110.1
O15—Cu2—O26	77.80 (6)	O12—C13—H13B	110.1
O15—Cu2—N21	157.61 (7)	C14—C13—H13B	110.1
O26—Cu2—N21	80.81 (7)	H13A—C13—H13B	108.4
O15—Cu2—Cl4	100.71 (5)	C17—C18—C19	119.8 (2)
O26—Cu2—Cl4	170.05 (5)	C17—C18—H18	120.1
N21—Cu2—Cl4	99.21 (6)	C19—C18—H18	120.1
O15—Cu2—Cu1	38.33 (4)	N10—C9—C8	122.3 (2)
O26—Cu2—Cu1	40.09 (4)	N10—C9—H9	118.9
N21—Cu2—Cu1	119.47 (6)	C8—C9—H9	118.9
Cl4—Cu2—Cu1	136.30 (2)	C5—C6—C7	118.5 (2)
C11—O15—Cu1	118.00 (12)	C5—C6—H6	120.8
C11—O15—Cu2	136.01 (13)	C7—C6—H6	120.8
Cu1—O15—Cu2	102.98 (6)	C18—C19—C20	119.8 (3)
C22—O26—Cu1	127.03 (12)	C18—C19—H19	120.1
C22—O26—Cu2	111.56 (12)	C20—C19—H19	120.1
Cu1—O26—Cu2	99.76 (6)	O23—C24—C25	109.2 (2)
C22—O26—Cu1^i	113.05 (11)	O23—C24—H24A	109.8
Cu1—O26—Cu1^i	100.77 (6)	C25—C24—H24A	109.8
Cu2—O26—Cu1^i	101.06 (5)	O23—C24—H24B	109.8
C11—O12—C13	113.30 (16)	C25—C24—H24B	109.8
C24—O23—C22	114.72 (18)	H24A—C24—H24B	108.3
C16—N21—C20	119.9 (2)	C8—C7—C6	119.3 (2)
C16—N21—Cu2	113.18 (14)	C8—C7—H7	120.4
C20—N21—Cu2	126.56 (17)	C6—C7—H7	120.4
C5—N10—C9	118.78 (19)	C7—C8—C9	119.1 (2)
C5—N10—Cu1	113.66 (13)	C7—C8—H8	120.5
C9—N10—Cu1	126.96 (16)	C9—C8—H8	120.5
N10—C5—C6	122.1 (2)	C13—C14—H14A	109.5
N10—C5—C11	115.44 (17)	C13—C14—H14B	109.5
C6—C5—C11	122.4 (2)	H14A—C14—H14B	109.5
O15—C11—O12	113.60 (16)	C13—C14—H14C	109.5
O15—C11—C5	109.41 (16)	H14A—C14—H14C	109.5
O12—C11—C5	103.56 (16)	H14B—C14—H14C	109.5
O15—C11—H11	110.0	C24—C25—H25A	109.5
O12—C11—H11	110.0	C24—C25—H25B	109.5
C5—C11—H11	110.0	H25A—C25—H25B	109.5
N21—C16—C17	121.9 (2)	C24—C25—H25C	109.5
N21—C16—C22	114.57 (17)	H25A—C25—H25C	109.5
C17—C16—C22	123.6 (2)	H25B—C25—H25C	109.5

Symmetry code: (i) −x+1, −y+1, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C9—H9···Cl3	0.93	2.78	3.333 (3)	119
C20—H20···Cl4	0.93	2.90	3.393 (3)	115
C13—H13B···Cl3^i	0.97	2.82	3.787 (3)	173
C22—H22···O12^i	0.98	2.66	3.578 (3)	156
C18—H18···O23^ii	0.93	2.44	3.367 (3)	177

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+3/2, y−1/2, −z+3/2.