Tetra­aqua­bis(4,4-bipyridine)copper(II) bis(perchlorate) bipyridine tetra­solvate

In the crystal structure of the title compound, [Cu(C₁₀H₈N₂)₂(H₂O)₄](ClO₄)₂·4C₁₀H₈N₂, the asymmetric unit consists of one-half of a mononuclear [Cu(bpy)₂(H₂O)₄]²⁺ cation (bpy is 4,4-bipyridine), one perchlorate ion and two solvent bpy mol­ecules, the formula unit being generated by crystallographic inversion symmetry. A three-dimensional network with triangular channels is formed via O—H...N hydrogen bonds and π–π inter­actions.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.043
• wR factor = 0.111
• Data-to-parameter ratio = 15.9

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Cu1    -   N1      ..       8.24 su
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for        Cl1
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.06
PLAT432_ALERT_2_C Short Inter X...Y Contact  C9     ..  C9      ..       3.17 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          4

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

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

---

Computing details

Data collection: CrystalClear (Rigaku Corporation & Molecular Structure Corporation, 2004); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXTL (Sheldrick, 1997 or 1999??); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Tetraaquabis(4,4-bipyridine)copper(II) diperchlorate bipyridine tetrasolvate

Crystal data

[Cu(C10H8N2)2(H2O)4](ClO4)2·4C10H8N2	Z = 1
Mr = 1271.62	F(000) = 659
Triclinic, P1	Dx = 1.438 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.8728 (5) Å	Cell parameters from 3511 reflections
b = 14.1856 (2) Å	θ = 6.5–27.5°
c = 14.8321 (4) Å	µ = 0.54 mm^−1
α = 63.729 (8)°	T = 295 K
β = 88.073 (10)°	Prism, blue
γ = 81.464 (10)°	0.58 × 0.55 × 0.55 mm
V = 1467.95 (15) Å^3

Data collection

Rigaku Mercury70 (2x2 bin mode) diffractometer	6527 independent reflections
Radiation source: fine-focus sealed tube	5581 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.018
ω scans	θmax = 27.5°, θmin = 6.5°
Absorption correction: multi-scan (CrystalClear; Rigaku Corporation & Molecular Structure Corporation, 2004)	h = −10→10
Tmin = 0.729, Tmax = 0.748	k = −18→17
11148 measured reflections	l = −19→14

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.043	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.111	H atoms treated by a mixture of independent and constrained refinement
S = 1.01	w = 1/[σ^2(Fo^2) + (0.0575P)^2 + 0.423P] where P = (Fo^2 + 2Fc^2)/3
6527 reflections	(Δ/σ)max = 0.002
410 parameters	Δρmax = 0.30 e Å^−3
6 restraints	Δρmin = −0.38 e Å^−3

Special details

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

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

	x	y	z	Uiso*/Ueq
Cl1	0.78574 (9)	0.34814 (4)	0.30453 (4)	0.06106 (17)
Cu1	0.5000	1.0000	0.0000	0.03110 (10)
O1	0.6534 (4)	0.29642 (16)	0.36471 (19)	0.1121 (9)
O1W	0.5764 (2)	0.90942 (11)	−0.08278 (10)	0.0470 (4)
H1WB	0.624 (3)	0.9365 (16)	−0.1374 (12)	0.067 (8)*
H1WA	0.569 (3)	0.8462 (10)	−0.0671 (17)	0.068 (8)*
O2W	0.24658 (19)	1.04257 (11)	−0.06544 (10)	0.0415 (3)
H2WB	0.245 (3)	1.0390 (19)	−0.1199 (12)	0.070 (8)*
H2WA	0.185 (3)	1.0966 (14)	−0.0691 (18)	0.071 (8)*
O2	0.8335 (3)	0.30417 (14)	0.23577 (14)	0.0772 (6)
O3	0.9326 (4)	0.3334 (2)	0.3656 (2)	0.1170 (10)
O4	0.7242 (3)	0.45860 (12)	0.25196 (14)	0.0691 (5)
N1	0.4210 (2)	0.86440 (11)	0.12008 (11)	0.0361 (3)
N2	0.2447 (3)	0.40613 (16)	0.55233 (15)	0.0588 (5)
N3	0.4146 (3)	0.30129 (14)	0.06903 (16)	0.0599 (5)
N4	−0.0381 (2)	0.76322 (14)	0.08815 (15)	0.0521 (4)
N5	0.2745 (3)	0.02953 (17)	0.27395 (14)	0.0564 (5)
N6	0.2200 (3)	0.04811 (16)	0.74439 (13)	0.0529 (4)
C1	0.5277 (3)	0.77208 (14)	0.15613 (14)	0.0429 (4)
H1A	0.6294	0.7686	0.1232	0.052*
C2	0.4956 (3)	0.68225 (15)	0.23890 (15)	0.0438 (4)
H2A	0.5738	0.6199	0.2603	0.053*
C3	0.3459 (2)	0.68489 (14)	0.29053 (14)	0.0369 (4)
C4	0.2349 (3)	0.78025 (15)	0.25252 (15)	0.0419 (4)
H4A	0.1327	0.7861	0.2843	0.050*
C5	0.2747 (2)	0.86648 (14)	0.16804 (14)	0.0397 (4)
H5A	0.1964	0.9289	0.1432	0.048*
C6	0.3092 (3)	0.58905 (15)	0.38107 (14)	0.0404 (4)
C7	0.3759 (3)	0.48786 (16)	0.39330 (17)	0.0507 (5)
H7A	0.4436	0.4786	0.3444	0.061*
C8	0.3407 (3)	0.40123 (18)	0.47889 (19)	0.0589 (6)
H8A	0.3877	0.3342	0.4857	0.071*
C9	0.1820 (3)	0.50352 (19)	0.53970 (17)	0.0561 (6)
H9A	0.1145	0.5100	0.5899	0.067*
C10	0.2097 (3)	0.59605 (17)	0.45722 (16)	0.0487 (5)
H10A	0.1622	0.6620	0.4530	0.058*
C11	0.4119 (4)	0.31183 (19)	0.1538 (2)	0.0643 (6)
H11A	0.4671	0.2558	0.2109	0.077*
C12	0.3318 (3)	0.40120 (18)	0.16204 (19)	0.0594 (6)
H12A	0.3337	0.4040	0.2234	0.071*
C13	0.2492 (3)	0.48619 (15)	0.07857 (16)	0.0437 (4)
C14	0.2543 (3)	0.47669 (18)	−0.01010 (18)	0.0575 (6)
H14A	0.2026	0.5322	−0.0688	0.069*
C15	0.3369 (4)	0.38412 (18)	−0.0112 (2)	0.0645 (7)
H15A	0.3381	0.3795	−0.0718	0.077*
C16	0.1546 (3)	0.58262 (16)	0.08297 (16)	0.0431 (4)
C17	0.0720 (3)	0.57739 (17)	0.16866 (16)	0.0471 (5)
H17A	0.0794	0.5132	0.2265	0.057*
C18	−0.0217 (3)	0.66848 (18)	0.16748 (17)	0.0507 (5)
H18A	−0.0765	0.6631	0.2257	0.061*
C19	0.0437 (3)	0.76811 (18)	0.00620 (19)	0.0601 (6)
H19A	0.0354	0.8337	−0.0501	0.072*
C20	0.1396 (3)	0.68173 (17)	0.00026 (18)	0.0577 (6)
H20A	0.1940	0.6897	−0.0588	0.069*
C31	0.1856 (4)	0.1118 (2)	0.28339 (17)	0.0621 (6)
H31A	0.1341	0.1689	0.2257	0.075*
C32	0.1654 (3)	0.11765 (18)	0.37329 (16)	0.0548 (6)
H32A	0.1026	0.1777	0.3750	0.066*
C33	0.2382 (2)	0.03433 (15)	0.46094 (14)	0.0389 (4)
C34	0.3280 (3)	−0.05340 (17)	0.45236 (16)	0.0499 (5)
H34A	0.3777	−0.1125	0.5091	0.060*
C35	0.3424 (3)	−0.05180 (19)	0.35892 (17)	0.0565 (6)
H35A	0.4032	−0.1111	0.3548	0.068*
C36	0.2272 (2)	0.03873 (15)	0.55923 (14)	0.0383 (4)
C37	0.1975 (3)	0.13558 (16)	0.56452 (15)	0.0461 (5)
H37A	0.1778	0.1992	0.5061	0.055*
C38	0.1977 (3)	0.13599 (18)	0.65746 (17)	0.0499 (5)
H38A	0.1813	0.2013	0.6595	0.060*
C39	0.2456 (3)	−0.04405 (18)	0.73874 (16)	0.0553 (6)
H39A	0.2615	−0.1064	0.7985	0.066*
C40	0.2499 (3)	−0.05238 (16)	0.64958 (15)	0.0486 (5)
H40A	0.2680	−0.1189	0.6501	0.058*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cl1	0.0883 (4)	0.0349 (3)	0.0504 (3)	0.0102 (3)	0.0009 (3)	−0.0161 (2)
Cu1	0.04353 (18)	0.02170 (15)	0.02456 (15)	0.00065 (11)	0.00398 (11)	−0.00894 (11)
O1	0.166 (2)	0.0518 (11)	0.1048 (17)	−0.0245 (13)	0.0655 (17)	−0.0243 (11)
O1W	0.0756 (10)	0.0324 (7)	0.0352 (7)	−0.0045 (7)	0.0130 (7)	−0.0186 (6)
O2W	0.0510 (8)	0.0369 (7)	0.0362 (7)	0.0060 (6)	−0.0021 (6)	−0.0194 (6)
O2	0.1132 (16)	0.0542 (10)	0.0598 (11)	0.0141 (10)	0.0018 (10)	−0.0293 (9)
O3	0.136 (2)	0.1041 (18)	0.120 (2)	0.0603 (16)	−0.0637 (17)	−0.0770 (16)
O4	0.0873 (13)	0.0344 (8)	0.0701 (11)	0.0079 (8)	0.0089 (9)	−0.0149 (8)
N1	0.0464 (9)	0.0277 (7)	0.0317 (7)	−0.0002 (6)	0.0037 (6)	−0.0126 (6)
N2	0.0625 (12)	0.0488 (11)	0.0495 (11)	−0.0185 (9)	0.0029 (9)	−0.0046 (8)
N3	0.0727 (13)	0.0379 (10)	0.0705 (13)	0.0022 (9)	0.0065 (10)	−0.0289 (9)
N4	0.0534 (10)	0.0458 (10)	0.0607 (11)	0.0053 (8)	0.0010 (9)	−0.0306 (9)
N5	0.0700 (13)	0.0648 (12)	0.0418 (10)	−0.0081 (10)	0.0074 (9)	−0.0311 (9)
N6	0.0639 (12)	0.0594 (11)	0.0426 (10)	−0.0032 (9)	0.0030 (8)	−0.0309 (9)
C1	0.0483 (11)	0.0311 (9)	0.0386 (10)	0.0040 (8)	0.0101 (8)	−0.0095 (8)
C2	0.0494 (11)	0.0293 (9)	0.0408 (10)	0.0039 (8)	0.0062 (8)	−0.0081 (8)
C3	0.0442 (10)	0.0309 (9)	0.0347 (9)	−0.0058 (7)	0.0015 (7)	−0.0137 (7)
C4	0.0411 (10)	0.0366 (10)	0.0461 (10)	−0.0048 (8)	0.0097 (8)	−0.0175 (8)
C5	0.0410 (10)	0.0299 (9)	0.0437 (10)	0.0016 (7)	0.0030 (8)	−0.0143 (8)
C6	0.0437 (10)	0.0361 (9)	0.0375 (9)	−0.0099 (8)	0.0001 (8)	−0.0114 (8)
C7	0.0596 (13)	0.0369 (10)	0.0497 (12)	−0.0074 (9)	0.0070 (10)	−0.0142 (9)
C8	0.0662 (15)	0.0340 (11)	0.0633 (14)	−0.0090 (10)	0.0014 (12)	−0.0092 (10)
C9	0.0636 (14)	0.0563 (13)	0.0442 (12)	−0.0213 (11)	0.0122 (10)	−0.0155 (10)
C10	0.0572 (12)	0.0434 (11)	0.0436 (11)	−0.0118 (9)	0.0097 (9)	−0.0167 (9)
C11	0.0754 (17)	0.0426 (12)	0.0678 (15)	0.0147 (11)	−0.0118 (13)	−0.0242 (11)
C12	0.0725 (16)	0.0494 (13)	0.0576 (14)	0.0106 (11)	−0.0105 (12)	−0.0300 (11)
C13	0.0446 (11)	0.0363 (10)	0.0526 (11)	−0.0026 (8)	0.0034 (9)	−0.0231 (9)
C14	0.0788 (16)	0.0392 (11)	0.0518 (12)	0.0045 (10)	0.0012 (11)	−0.0216 (10)
C15	0.0938 (19)	0.0426 (12)	0.0580 (14)	0.0028 (12)	0.0076 (13)	−0.0274 (11)
C16	0.0435 (10)	0.0380 (10)	0.0530 (11)	−0.0032 (8)	0.0027 (9)	−0.0257 (9)
C17	0.0510 (12)	0.0437 (11)	0.0458 (11)	0.0000 (9)	−0.0003 (9)	−0.0210 (9)
C18	0.0517 (12)	0.0542 (13)	0.0509 (12)	0.0021 (10)	0.0025 (9)	−0.0306 (10)
C19	0.0761 (16)	0.0363 (11)	0.0608 (14)	0.0019 (10)	0.0142 (12)	−0.0191 (10)
C20	0.0701 (15)	0.0430 (11)	0.0560 (13)	−0.0003 (10)	0.0204 (11)	−0.0221 (10)
C31	0.0783 (17)	0.0637 (15)	0.0386 (11)	0.0066 (12)	−0.0047 (11)	−0.0222 (11)
C32	0.0674 (15)	0.0507 (12)	0.0411 (11)	0.0125 (10)	−0.0031 (10)	−0.0218 (10)
C33	0.0429 (10)	0.0404 (10)	0.0355 (9)	−0.0062 (8)	0.0039 (8)	−0.0188 (8)
C34	0.0656 (14)	0.0425 (11)	0.0416 (11)	−0.0017 (10)	0.0020 (10)	−0.0204 (9)
C35	0.0709 (15)	0.0549 (13)	0.0504 (13)	−0.0012 (11)	0.0055 (11)	−0.0320 (11)
C36	0.0404 (10)	0.0390 (10)	0.0368 (9)	−0.0051 (8)	0.0035 (7)	−0.0184 (8)
C37	0.0576 (12)	0.0380 (10)	0.0410 (10)	−0.0002 (9)	0.0010 (9)	−0.0180 (8)
C38	0.0578 (13)	0.0476 (11)	0.0514 (12)	0.0013 (10)	0.0006 (10)	−0.0311 (10)
C39	0.0796 (16)	0.0465 (12)	0.0362 (10)	−0.0090 (11)	0.0054 (10)	−0.0154 (9)
C40	0.0708 (14)	0.0366 (10)	0.0403 (10)	−0.0087 (9)	0.0041 (10)	−0.0185 (8)

Geometric parameters (Å, º)

Cl1—O1	1.416 (2)	C8—H8A	0.9300
Cl1—O4	1.4200 (16)	C9—C10	1.383 (3)
Cl1—O3	1.425 (3)	C9—H9A	0.9300
Cl1—O2	1.4277 (18)	C10—H10A	0.9300
Cu1—N1^i	2.1229 (15)	C11—C12	1.384 (3)
Cu1—N1	2.1229 (15)	C11—H11A	0.9300
Cu1—O2W^i	2.1309 (14)	C12—C13	1.382 (3)
Cu1—O2W	2.1309 (14)	C12—H12A	0.9300
Cu1—O1W	2.1535 (13)	C13—C14	1.379 (3)
Cu1—O1W^i	2.1535 (13)	C13—C16	1.484 (3)
O1W—H1WB	0.832 (19)	C14—C15	1.382 (3)
O1W—H1WA	0.832 (19)	C14—H14A	0.9300
O2W—H2WB	0.832 (19)	C15—H15A	0.9300
O2W—H2WA	0.83 (2)	C16—C17	1.385 (3)
N1—C5	1.337 (2)	C16—C20	1.389 (3)
N1—C1	1.338 (2)	C17—C18	1.383 (3)
N2—C8	1.326 (3)	C17—H17A	0.9300
N2—C9	1.327 (3)	C18—H18A	0.9300
N3—C11	1.329 (3)	C19—C20	1.377 (3)
N3—C15	1.330 (3)	C19—H19A	0.9300
N4—C18	1.329 (3)	C20—H20A	0.9300
N4—C19	1.335 (3)	C31—C32	1.375 (3)
N5—C31	1.330 (3)	C31—H31A	0.9300
N5—C35	1.334 (3)	C32—C33	1.380 (3)
N6—C39	1.332 (3)	C32—H32A	0.9300
N6—C38	1.332 (3)	C33—C34	1.392 (3)
C1—C2	1.373 (3)	C33—C36	1.486 (3)
C1—H1A	0.9300	C34—C35	1.377 (3)
C2—C3	1.389 (3)	C34—H34A	0.9300
C2—H2A	0.9300	C35—H35A	0.9300
C3—C4	1.385 (3)	C36—C40	1.383 (3)
C3—C6	1.486 (3)	C36—C37	1.396 (3)
C4—C5	1.377 (3)	C37—C38	1.381 (3)
C4—H4A	0.9300	C37—H37A	0.9300
C5—H5A	0.9300	C38—H38A	0.9300
C6—C10	1.384 (3)	C39—C40	1.378 (3)
C6—C7	1.386 (3)	C39—H39A	0.9300
C7—C8	1.377 (3)	C40—H40A	0.9300
C7—H7A	0.9300
O1—Cl1—O4	108.73 (13)	C9—C10—H10A	120.5
O1—Cl1—O3	110.61 (19)	C6—C10—H10A	120.5
O4—Cl1—O3	108.85 (14)	N3—C11—C12	123.9 (2)
O1—Cl1—O2	108.98 (14)	N3—C11—H11A	118.0
O4—Cl1—O2	110.73 (11)	C12—C11—H11A	118.0
O3—Cl1—O2	108.94 (14)	C13—C12—C11	119.6 (2)
N1^i—Cu1—N1	180.0	C13—C12—H12A	120.2
N1^i—Cu1—O2W^i	89.15 (6)	C11—C12—H12A	120.2
N1—Cu1—O2W^i	90.85 (6)	C14—C13—C12	116.79 (19)
N1^i—Cu1—O2W	90.85 (6)	C14—C13—C16	120.7 (2)
N1—Cu1—O2W	89.15 (6)	C12—C13—C16	122.51 (19)
O2W^i—Cu1—O2W	180.0	C13—C14—C15	119.5 (2)
N1^i—Cu1—O1W	89.40 (5)	C13—C14—H14A	120.2
N1—Cu1—O1W	90.60 (5)	C15—C14—H14A	120.2
O2W^i—Cu1—O1W	89.22 (6)	N3—C15—C14	124.1 (2)
O2W—Cu1—O1W	90.78 (6)	N3—C15—H15A	117.9
N1^i—Cu1—O1W^i	90.60 (5)	C14—C15—H15A	117.9
N1—Cu1—O1W^i	89.40 (5)	C17—C16—C20	116.82 (18)
O2W^i—Cu1—O1W^i	90.78 (6)	C17—C16—C13	121.55 (19)
O2W—Cu1—O1W^i	89.22 (6)	C20—C16—C13	121.59 (19)
O1W—Cu1—O1W^i	180.0	C18—C17—C16	119.4 (2)
Cu1—O1W—H1WB	120.5 (15)	C18—C17—H17A	120.3
Cu1—O1W—H1WA	129.0 (15)	C16—C17—H17A	120.3
H1WB—O1W—H1WA	110.4 (15)	N4—C18—C17	124.0 (2)
Cu1—O2W—H2WB	111.7 (18)	N4—C18—H18A	118.0
Cu1—O2W—H2WA	120.2 (18)	C17—C18—H18A	118.0
H2WB—O2W—H2WA	111.1 (16)	N4—C19—C20	123.8 (2)
C5—N1—C1	116.72 (15)	N4—C19—H19A	118.1
C5—N1—Cu1	123.99 (12)	C20—C19—H19A	118.1
C1—N1—Cu1	119.11 (12)	C19—C20—C16	119.6 (2)
C8—N2—C9	115.30 (19)	C19—C20—H20A	120.2
C11—N3—C15	115.97 (19)	C16—C20—H20A	120.2
C18—N4—C19	116.35 (18)	N5—C31—C32	123.9 (2)
C31—N5—C35	116.06 (19)	N5—C31—H31A	118.0
C39—N6—C38	116.58 (18)	C32—C31—H31A	118.0
N1—C1—C2	123.74 (17)	C31—C32—C33	120.0 (2)
N1—C1—H1A	118.1	C31—C32—H32A	120.0
C2—C1—H1A	118.1	C33—C32—H32A	120.0
C1—C2—C3	119.71 (17)	C32—C33—C34	116.58 (18)
C1—C2—H2A	120.1	C32—C33—C36	122.11 (18)
C3—C2—H2A	120.1	C34—C33—C36	121.28 (18)
C4—C3—C2	116.45 (16)	C35—C34—C33	119.3 (2)
C4—C3—C6	122.81 (17)	C35—C34—H34A	120.3
C2—C3—C6	120.73 (17)	C33—C34—H34A	120.3
C5—C4—C3	120.44 (17)	N5—C35—C34	124.1 (2)
C5—C4—H4A	119.8	N5—C35—H35A	118.0
C3—C4—H4A	119.8	C34—C35—H35A	118.0
N1—C5—C4	122.91 (17)	C40—C36—C37	116.83 (17)
N1—C5—H5A	118.5	C40—C36—C33	121.84 (17)
C4—C5—H5A	118.5	C37—C36—C33	121.32 (17)
C10—C6—C7	116.93 (18)	C38—C37—C36	119.32 (19)
C10—C6—C3	122.15 (18)	C38—C37—H37A	120.3
C7—C6—C3	120.92 (18)	C36—C37—H37A	120.3
C8—C7—C6	119.1 (2)	N6—C38—C37	123.72 (19)
C8—C7—H7A	120.5	N6—C38—H38A	118.1
C6—C7—H7A	120.5	C37—C38—H38A	118.1
N2—C8—C7	125.0 (2)	N6—C39—C40	123.9 (2)
N2—C8—H8A	117.5	N6—C39—H39A	118.1
C7—C8—H8A	117.5	C40—C39—H39A	118.1
N2—C9—C10	124.7 (2)	C39—C40—C36	119.67 (19)
N2—C9—H9A	117.7	C39—C40—H40A	120.2
C10—C9—H9A	117.7	C36—C40—H40A	120.2
C9—C10—C6	119.0 (2)
O2W^i—Cu1—N1—C5	134.56 (16)	C16—C13—C14—C15	−177.2 (2)
O2W—Cu1—N1—C5	−45.44 (16)	C11—N3—C15—C14	−0.9 (4)
O1W—Cu1—N1—C5	−136.22 (16)	C13—C14—C15—N3	−0.3 (4)
O1W^i—Cu1—N1—C5	43.78 (16)	C14—C13—C16—C17	146.5 (2)
O2W^i—Cu1—N1—C1	−40.26 (15)	C12—C13—C16—C17	−31.8 (3)
O2W—Cu1—N1—C1	139.74 (15)	C14—C13—C16—C20	−31.2 (3)
O1W—Cu1—N1—C1	48.97 (15)	C12—C13—C16—C20	150.5 (2)
O1W^i—Cu1—N1—C1	−131.03 (15)	C20—C16—C17—C18	1.0 (3)
C5—N1—C1—C2	−1.0 (3)	C13—C16—C17—C18	−176.8 (2)
Cu1—N1—C1—C2	174.18 (17)	C19—N4—C18—C17	−0.7 (3)
N1—C1—C2—C3	−0.7 (3)	C16—C17—C18—N4	−0.2 (3)
C1—C2—C3—C4	1.2 (3)	C18—N4—C19—C20	0.7 (4)
C1—C2—C3—C6	−179.27 (19)	N4—C19—C20—C16	0.0 (4)
C2—C3—C4—C5	−0.2 (3)	C17—C16—C20—C19	−0.9 (4)
C6—C3—C4—C5	−179.66 (18)	C13—C16—C20—C19	176.8 (2)
C1—N1—C5—C4	2.1 (3)	C35—N5—C31—C32	1.8 (4)
Cu1—N1—C5—C4	−172.80 (15)	N5—C31—C32—C33	−0.7 (4)
C3—C4—C5—N1	−1.6 (3)	C31—C32—C33—C34	−1.0 (3)
C4—C3—C6—C10	−28.6 (3)	C31—C32—C33—C36	177.1 (2)
C2—C3—C6—C10	152.0 (2)	C32—C33—C34—C35	1.3 (3)
C4—C3—C6—C7	152.3 (2)	C36—C33—C34—C35	−176.7 (2)
C2—C3—C6—C7	−27.2 (3)	C31—N5—C35—C34	−1.4 (4)
C10—C6—C7—C8	−0.1 (3)	C33—C34—C35—N5	−0.2 (4)
C3—C6—C7—C8	179.2 (2)	C32—C33—C36—C40	159.3 (2)
C9—N2—C8—C7	−0.7 (4)	C34—C33—C36—C40	−22.8 (3)
C6—C7—C8—N2	0.6 (4)	C32—C33—C36—C37	−22.3 (3)
C8—N2—C9—C10	0.3 (4)	C34—C33—C36—C37	155.6 (2)
N2—C9—C10—C6	0.2 (4)	C40—C36—C37—C38	2.0 (3)
C7—C6—C10—C9	−0.3 (3)	C33—C36—C37—C38	−176.4 (2)
C3—C6—C10—C9	−179.5 (2)	C39—N6—C38—C37	0.9 (3)
C15—N3—C11—C12	1.2 (4)	C36—C37—C38—N6	−2.0 (4)
N3—C11—C12—C13	−0.3 (4)	C38—N6—C39—C40	0.0 (4)
C11—C12—C13—C14	−1.0 (4)	N6—C39—C40—C36	0.2 (4)
C11—C12—C13—C16	177.4 (2)	C37—C36—C40—C39	−1.2 (3)
C12—C13—C14—C15	1.2 (4)	C33—C36—C40—C39	177.3 (2)

Symmetry code: (i) −x+1, −y+2, −z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WB···N5^ii	0.83 (2)	2.03 (1)	2.841 (2)	166 (2)
O1W—H1WA···N3^ii	0.83 (2)	2.09 (1)	2.895 (2)	163 (2)
O2W—H2WB···N6^iii	0.83 (2)	1.97 (1)	2.801 (2)	173 (2)
O2W—H2WA···N4^iv	0.83 (2)	2.05 (1)	2.876 (2)	176 (2)
C2—H2A···O4	0.93	2.47	3.336 (3)	155
C9—H9A···O3^v	0.93	2.56	3.211 (4)	128
C14—H14A···O2^ii	0.93	2.52	3.414 (3)	160
C32—H32A···O3^vi	0.93	2.36	3.283 (4)	175
C34—H34A···O1^vii	0.93	2.49	3.296 (3)	145

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