catena-Poly[[[aqua-(pyrazino[2,3-f][1,10]phenanthroline)cadium(II)]-μ-4,4'-ethyl-enedibenzoato] N,N-dimethyl-formamide hemisolvate].

In the title compound, [Cd(C(16)H(10)O(4))(C(14)H(8)N(4))(H(2)O)]·0.5C(3)H(7)NO, the Cd(II) atom is six-coordinated by two N atoms from one pyrazino[2,3-f][1,10]phenanthroline ligand, three carboxyl-ate O atoms from two different 4,4'-ethyl-enedibenzoate ligands, and one water mol-ecule in a distorted octa-hedral environment. The two 4,4'-ethyl-enedibenzoate dianions are located on inversion centres bridging two neighboring Cd(II) centres. O-H⋯O hydrogen-bonding inter-actions further stabilize the crystal structure. The DMF molecule is equally disordered about a center of inversion.

Related literature

For general background and related structures, see: Wang et al. (2008 ▶); Yang et al. (2007 ▶); Batten & Robson (1998 ▶); Qiao et al. (2008 ▶).

Experimental

Crystal data

[Cd(C16H10O4)(C14H8N4)(H2O)]·0.5C3H7NO

M = 665.45

Triclinic,

a = 11.4348 (5) Å

b = 11.5167 (4) Å

c = 11.7530 (5) Å

α = 84.654 (3)°

β = 69.154 (4)°

γ = 84.027 (3)°

V = 1435.97 (10) Å3

Z = 2

Mo Kα radiation

μ = 0.81 mm−1

T = 293 K

0.30 × 0.28 × 0.16 mm

Data collection

Bruker SMART APEX diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.778, T max = 0.801 (expected range = 0.853–0.878)

14619 measured reflections

5828 independent reflections

3930 reflections with I > 2σ(I)

R int = 0.047

Refinement

R[F 2 > 2σ(F 2)] = 0.035

wR(F 2) = 0.056

S = 0.86

5828 reflections

416 parameters

33 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.46 e Å−3

Δρmin = −0.32 e Å−3

Data collection: SMART (Bruker, 1997 ▶); cell refinement: SAINT (Bruker, 1999 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 2006 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809024714/bt2984sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809024714/bt2984Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Cd(C16H10O4)(C14H8N4)(H2O)]·0.5C3H7NO	Z = 2
Mr = 665.45	F(000) = 672
Triclinic, P1	Dx = 1.539 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 11.4348 (5) Å	Cell parameters from 5828 reflections
b = 11.5167 (4) Å	θ = 3.1–26.4°
c = 11.7530 (5) Å	µ = 0.81 mm−1
α = 84.654 (3)°	T = 293 K
β = 69.154 (4)°	Block, pale yellow
γ = 84.027 (3)°	0.30 × 0.28 × 0.16 mm
V = 1435.97 (10) Å3

Bruker SMART APEX diffractometer	5828 independent reflections
Radiation source: fine-focus sealed tube	3930 reflections with I > 2σ(I)
graphite	Rint = 0.047
φ and ω scans	θmax = 26.4°, θmin = 4.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −14→14
Tmin = 0.778, Tmax = 0.801	k = −14→14
14619 measured reflections	l = −14→10

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.035	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.056	H atoms treated by a mixture of independent and constrained refinement
S = 0.86	w = 1/[σ2(Fo2) + (0.0206P)2] where P = (Fo2 + 2Fc2)/3
5828 reflections	(Δ/σ)max = 0.001
416 parameters	Δρmax = 0.46 e Å−3
33 restraints	Δρmin = −0.32 e Å−3

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.

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cd1	0.930477 (18)	0.475704 (19)	0.26922 (2)	0.03672 (8)
O1	1.01917 (18)	0.33906 (17)	0.36539 (18)	0.0514 (5)
O2	1.1531 (2)	0.2867 (2)	0.1867 (2)	0.0900 (9)
O3	1.04743 (18)	0.62445 (17)	0.27400 (18)	0.0524 (5)
O4	1.06257 (16)	0.58849 (16)	0.08946 (17)	0.0457 (5)
O5	0.94576 (19)	0.33849 (18)	0.13394 (19)	0.0488 (5)
N1	0.77160 (18)	0.51028 (17)	0.45663 (19)	0.0347 (5)
N2	0.3668 (2)	0.7125 (2)	0.6508 (2)	0.0472 (6)
N3	0.3523 (2)	0.7770 (2)	0.4180 (2)	0.0495 (6)
N4	0.75597 (19)	0.57195 (19)	0.2329 (2)	0.0389 (5)
C1	1.1176 (3)	0.2852 (3)	0.2991 (3)	0.0479 (8)
C2	1.1979 (2)	0.2147 (2)	0.3624 (3)	0.0388 (7)
C3	1.1667 (3)	0.2076 (2)	0.4866 (3)	0.0441 (7)
H3	1.0915	0.2444	0.5351	0.053*
C4	1.2459 (3)	0.1462 (2)	0.5410 (3)	0.0444 (7)
H4	1.2235	0.1429	0.6254	0.053*
C5	1.3589 (2)	0.0892 (2)	0.4706 (3)	0.0373 (7)
C6	1.3878 (3)	0.0959 (2)	0.3464 (3)	0.0478 (8)
H6	1.4619	0.0576	0.2976	0.057*
C7	1.3099 (3)	0.1580 (2)	0.2922 (3)	0.0491 (8)
H7	1.3327	0.1620	0.2077	0.059*
C8	1.4441 (2)	0.0270 (2)	0.5287 (3)	0.0420 (7)
H8	1.4176	0.0253	0.6134	0.050*
C9	1.0938 (2)	0.6436 (2)	0.1608 (3)	0.0372 (7)
C10	1.1894 (2)	0.7311 (2)	0.1113 (3)	0.0388 (7)
C11	1.2109 (3)	0.8027 (3)	0.1886 (3)	0.0508 (8)
H11	1.1647	0.7962	0.2716	0.061*
C12	1.2997 (3)	0.8839 (3)	0.1446 (3)	0.0521 (8)
H12	1.3121	0.9318	0.1982	0.063*
C13	1.3703 (3)	0.8948 (3)	0.0222 (3)	0.0477 (8)
C14	1.3477 (3)	0.8228 (3)	−0.0547 (3)	0.0625 (9)
H14	1.3931	0.8295	−0.1379	0.075*
C15	1.2593 (3)	0.7415 (3)	−0.0101 (3)	0.0583 (9)
H15	1.2471	0.6932	−0.0634	0.070*
C16	1.4677 (3)	0.9788 (3)	−0.0278 (3)	0.0557 (8)
H16	1.4851	1.0047	−0.1090	0.067*
C17	0.7813 (3)	0.4793 (2)	0.5637 (3)	0.0411 (7)
H17	0.8532	0.4349	0.5663	0.049*
C18	0.6894 (3)	0.5096 (3)	0.6725 (3)	0.0495 (8)
H18	0.6994	0.4860	0.7465	0.059*
C19	0.5837 (3)	0.5748 (2)	0.6695 (3)	0.0460 (7)
H19	0.5207	0.5957	0.7418	0.055*
C20	0.5706 (2)	0.6099 (2)	0.5580 (2)	0.0358 (6)
C21	0.6675 (2)	0.5753 (2)	0.4523 (2)	0.0317 (6)
C22	0.4609 (2)	0.6801 (2)	0.5460 (3)	0.0378 (7)
C23	0.2712 (3)	0.7744 (3)	0.6344 (3)	0.0588 (9)
H23	0.2047	0.7987	0.7027	0.071*
C24	0.2637 (3)	0.8057 (3)	0.5203 (3)	0.0553 (9)
H24	0.1921	0.8494	0.5162	0.066*
C25	0.4540 (2)	0.7124 (2)	0.4320 (3)	0.0376 (7)
C26	0.5547 (2)	0.6766 (2)	0.3223 (3)	0.0375 (7)
C27	0.6604 (2)	0.6090 (2)	0.3322 (2)	0.0335 (6)
C28	0.5517 (3)	0.7060 (3)	0.2057 (3)	0.0547 (8)
H28	0.4835	0.7516	0.1956	0.066*
C29	0.6494 (3)	0.6677 (3)	0.1055 (3)	0.0624 (9)
H29	0.6483	0.6861	0.0272	0.075*
C30	0.7495 (3)	0.6011 (3)	0.1242 (3)	0.0533 (8)
H30	0.8158	0.5754	0.0564	0.064*
O6	1.2305 (11)	0.0866 (9)	0.8336 (11)	0.226 (5)	0.50
N5	1.0516 (10)	0.0318 (7)	0.9847 (10)	0.114 (3)	0.50
C31	1.1577 (12)	0.0819 (9)	0.9420 (12)	0.158 (5)	0.50
H31	1.1810	0.1175	0.9977	0.190*	0.50
C32	1.0130 (11)	−0.0250 (9)	0.8965 (10)	0.109 (5)	0.50
H32A	1.0591	0.0037	0.8150	0.164*	0.50
H32B	0.9248	−0.0073	0.9133	0.164*	0.50
H32C	1.0303	−0.1082	0.9042	0.164*	0.50
C33	0.969 (2)	0.0280 (19)	1.1125 (16)	0.35 (2)	0.50
H33A	1.0121	0.0548	1.1612	0.523*	0.50
H33B	0.9481	−0.0508	1.1393	0.523*	0.50
H33C	0.8944	0.0777	1.1211	0.523*	0.50
H5A	1.0175 (16)	0.312 (3)	0.134 (3)	0.085 (13)*
H5B	0.944 (3)	0.352 (3)	0.0627 (14)	0.083 (13)*

	U11	U22	U33	U12	U13	U23
Cd1	0.03009 (12)	0.03969 (13)	0.04059 (13)	−0.00105 (8)	−0.01371 (9)	0.00032 (9)
O1	0.0430 (12)	0.0577 (13)	0.0521 (13)	0.0151 (10)	−0.0206 (11)	−0.0016 (11)
O2	0.0628 (15)	0.150 (2)	0.0472 (16)	0.0408 (15)	−0.0228 (13)	0.0055 (15)
O3	0.0556 (13)	0.0691 (14)	0.0373 (13)	−0.0267 (10)	−0.0190 (10)	0.0089 (10)
O4	0.0500 (12)	0.0505 (12)	0.0401 (12)	−0.0199 (10)	−0.0162 (10)	−0.0002 (10)
O5	0.0511 (14)	0.0560 (14)	0.0458 (14)	−0.0062 (11)	−0.0242 (11)	−0.0029 (11)
N1	0.0326 (13)	0.0345 (13)	0.0399 (14)	−0.0057 (10)	−0.0157 (11)	0.0003 (10)
N2	0.0421 (15)	0.0447 (15)	0.0472 (16)	−0.0022 (12)	−0.0063 (13)	−0.0044 (12)
N3	0.0364 (14)	0.0457 (15)	0.0652 (18)	0.0036 (12)	−0.0176 (14)	−0.0050 (13)
N4	0.0318 (13)	0.0485 (15)	0.0339 (14)	0.0001 (11)	−0.0103 (11)	0.0016 (11)
C1	0.0404 (19)	0.056 (2)	0.050 (2)	0.0040 (16)	−0.0224 (17)	0.0034 (16)
C2	0.0393 (17)	0.0340 (16)	0.0466 (19)	0.0001 (13)	−0.0211 (15)	0.0018 (13)
C3	0.0351 (16)	0.0457 (18)	0.049 (2)	0.0063 (13)	−0.0146 (15)	−0.0013 (15)
C4	0.0460 (18)	0.0463 (18)	0.0420 (18)	−0.0004 (14)	−0.0187 (15)	0.0008 (14)
C5	0.0386 (16)	0.0303 (15)	0.0479 (19)	−0.0004 (13)	−0.0226 (15)	0.0007 (13)
C6	0.0413 (17)	0.0522 (19)	0.048 (2)	0.0141 (14)	−0.0171 (15)	−0.0078 (15)
C7	0.0496 (19)	0.056 (2)	0.0414 (18)	0.0104 (16)	−0.0202 (16)	−0.0015 (15)
C8	0.0468 (17)	0.0392 (18)	0.0450 (18)	−0.0010 (14)	−0.0243 (15)	0.0029 (14)
C9	0.0353 (16)	0.0387 (17)	0.0393 (18)	−0.0025 (13)	−0.0163 (14)	0.0014 (14)
C10	0.0373 (16)	0.0454 (18)	0.0372 (17)	−0.0098 (13)	−0.0165 (15)	0.0014 (14)
C11	0.0504 (19)	0.062 (2)	0.0394 (18)	−0.0161 (16)	−0.0134 (15)	0.0024 (16)
C12	0.0519 (19)	0.061 (2)	0.047 (2)	−0.0169 (17)	−0.0178 (17)	−0.0055 (16)
C13	0.0421 (18)	0.053 (2)	0.048 (2)	−0.0132 (15)	−0.0154 (16)	0.0050 (16)
C14	0.063 (2)	0.083 (3)	0.0411 (19)	−0.0369 (19)	−0.0091 (17)	−0.0048 (18)
C15	0.058 (2)	0.068 (2)	0.051 (2)	−0.0239 (18)	−0.0148 (18)	−0.0103 (17)
C16	0.059 (2)	0.065 (2)	0.044 (2)	−0.0200 (17)	−0.0156 (15)	0.0007 (16)
C17	0.0441 (17)	0.0397 (17)	0.0461 (19)	−0.0009 (14)	−0.0252 (16)	0.0001 (14)
C18	0.058 (2)	0.058 (2)	0.0383 (19)	−0.0077 (17)	−0.0253 (17)	0.0011 (15)
C19	0.0466 (18)	0.0502 (19)	0.0364 (18)	−0.0100 (15)	−0.0068 (15)	−0.0033 (14)
C20	0.0371 (16)	0.0332 (16)	0.0359 (17)	−0.0075 (13)	−0.0102 (14)	−0.0004 (13)
C21	0.0304 (15)	0.0281 (14)	0.0400 (17)	−0.0076 (12)	−0.0161 (13)	0.0028 (12)
C22	0.0349 (16)	0.0313 (16)	0.0449 (18)	−0.0091 (13)	−0.0084 (14)	−0.0058 (13)
C23	0.0406 (19)	0.051 (2)	0.067 (3)	0.0019 (16)	0.0037 (17)	−0.0104 (18)
C24	0.0383 (19)	0.049 (2)	0.076 (3)	0.0022 (15)	−0.0183 (19)	−0.0041 (18)
C25	0.0282 (15)	0.0355 (16)	0.0485 (19)	−0.0032 (13)	−0.0120 (14)	−0.0044 (14)
C26	0.0322 (15)	0.0382 (16)	0.0427 (18)	−0.0033 (13)	−0.0147 (14)	0.0017 (13)
C27	0.0290 (15)	0.0317 (15)	0.0412 (17)	−0.0032 (12)	−0.0136 (14)	−0.0027 (13)
C28	0.0457 (19)	0.066 (2)	0.054 (2)	0.0096 (16)	−0.0237 (17)	0.0025 (17)
C29	0.056 (2)	0.090 (3)	0.0390 (19)	0.0112 (19)	−0.0206 (17)	0.0050 (18)
C30	0.0432 (18)	0.072 (2)	0.0390 (19)	0.0051 (16)	−0.0101 (15)	−0.0017 (16)
O6	0.254 (8)	0.250 (8)	0.182 (8)	−0.014 (7)	−0.095 (7)	0.010 (7)
N5	0.108 (8)	0.097 (7)	0.144 (9)	0.035 (5)	−0.057 (8)	−0.028 (7)
C31	0.185 (9)	0.164 (9)	0.127 (8)	−0.004 (8)	−0.059 (7)	−0.004 (7)
C32	0.103 (7)	0.079 (6)	0.123 (8)	0.035 (5)	−0.022 (6)	−0.016 (5)
C33	0.35 (2)	0.34 (2)	0.35 (3)	−0.003 (10)	−0.117 (12)	−0.023 (10)

Cd1—O1	2.2215 (18)	C12—H12	0.9300
Cd1—O5	2.295 (2)	C13—C14	1.385 (4)
Cd1—O3	2.2966 (18)	C13—C16	1.475 (4)
Cd1—N4	2.335 (2)	C14—C15	1.379 (4)
Cd1—N1	2.340 (2)	C14—H14	0.9300
Cd1—O4	2.4613 (18)	C15—H15	0.9300
Cd1—C9	2.729 (3)	C16—C16ii	1.298 (5)
O1—C1	1.256 (3)	C16—H16	0.9300
O2—C1	1.234 (3)	C17—C18	1.383 (4)
O3—C9	1.252 (3)	C17—H17	0.9300
O4—C9	1.262 (3)	C18—C19	1.364 (4)
O5—H5A	0.844 (10)	C18—H18	0.9300
O5—H5B	0.843 (10)	C19—C20	1.390 (4)
N1—C17	1.316 (3)	C19—H19	0.9300
N1—C21	1.353 (3)	C20—C21	1.396 (4)
N2—C23	1.305 (4)	C20—C22	1.463 (4)
N2—C22	1.369 (3)	C21—C27	1.457 (3)
N3—C24	1.311 (4)	C22—C25	1.385 (4)
N3—C25	1.367 (3)	C23—C24	1.385 (4)
N4—C30	1.315 (3)	C23—H23	0.9300
N4—C27	1.352 (3)	C24—H24	0.9300
C1—C2	1.509 (4)	C25—C26	1.449 (4)
C2—C3	1.371 (4)	C26—C28	1.392 (4)
C2—C7	1.386 (4)	C26—C27	1.403 (3)
C3—C4	1.386 (4)	C28—C29	1.374 (4)
C3—H3	0.9300	C28—H28	0.9300
C4—C5	1.396 (4)	C29—C30	1.383 (4)
C4—H4	0.9300	C29—H29	0.9300
C5—C6	1.374 (4)	C30—H30	0.9300
C5—C8	1.472 (3)	O6—C31	1.249 (9)
C6—C7	1.377 (4)	N5—C31	1.310 (9)
C6—H6	0.9300	N5—C33	1.461 (10)
C7—H7	0.9300	N5—C32	1.486 (9)
C8—C8i	1.332 (5)	C31—H31	0.9300
C8—H8	0.9300	C32—H32A	0.9600
C9—C10	1.489 (4)	C32—H32B	0.9600
C10—C15	1.366 (4)	C32—H32C	0.9600
C10—C11	1.381 (4)	C33—H33A	0.9600
C11—C12	1.381 (4)	C33—H33B	0.9600
C11—H11	0.9300	C33—H33C	0.9600
C12—C13	1.378 (4)
O1—Cd1—O5	87.36 (7)	C11—C10—C9	120.2 (3)
O1—Cd1—O3	96.57 (7)	C10—C11—C12	121.1 (3)
O5—Cd1—O3	135.60 (7)	C10—C11—H11	119.4
O1—Cd1—N4	152.12 (8)	C12—C11—H11	119.4
O5—Cd1—N4	90.76 (8)	C13—C12—C11	120.7 (3)
O3—Cd1—N4	104.04 (7)	C13—C12—H12	119.7
O1—Cd1—N1	88.42 (7)	C11—C12—H12	119.7
O5—Cd1—N1	128.74 (7)	C12—C13—C14	117.8 (3)
O3—Cd1—N1	95.62 (7)	C12—C13—C16	122.3 (3)
N4—Cd1—N1	71.24 (7)	C14—C13—C16	120.0 (3)
O1—Cd1—O4	119.82 (7)	C15—C14—C13	121.2 (3)
O5—Cd1—O4	85.14 (7)	C15—C14—H14	119.4
O3—Cd1—O4	54.65 (6)	C13—C14—H14	119.4
N4—Cd1—O4	87.67 (7)	C10—C15—C14	120.8 (3)
N1—Cd1—O4	138.68 (7)	C10—C15—H15	119.6
O1—Cd1—C9	109.35 (7)	C14—C15—H15	119.6
O5—Cd1—C9	110.65 (8)	C16ii—C16—C13	128.0 (4)
O3—Cd1—C9	27.14 (7)	C16ii—C16—H16	116.0
N4—Cd1—C9	97.33 (8)	C13—C16—H16	116.0
N1—Cd1—C9	118.85 (8)	N1—C17—C18	122.9 (2)
O4—Cd1—C9	27.52 (7)	N1—C17—H17	118.5
C1—O1—Cd1	115.60 (19)	C18—C17—H17	118.5
C9—O3—Cd1	96.06 (16)	C19—C18—C17	118.9 (3)
C9—O4—Cd1	88.15 (16)	C19—C18—H18	120.5
Cd1—O5—H5A	92 (2)	C17—C18—H18	120.5
Cd1—O5—H5B	127 (2)	C18—C19—C20	119.7 (3)
H5A—O5—H5B	112.0 (17)	C18—C19—H19	120.1
C17—N1—C21	118.8 (2)	C20—C19—H19	120.1
C17—N1—Cd1	124.57 (17)	C19—C20—C21	117.8 (2)
C21—N1—Cd1	116.43 (16)	C19—C20—C22	123.5 (3)
C23—N2—C22	114.9 (3)	C21—C20—C22	118.7 (2)
C24—N3—C25	114.6 (3)	N1—C21—C20	121.8 (2)
C30—N4—C27	118.8 (2)	N1—C21—C27	117.3 (2)
C30—N4—Cd1	124.95 (18)	C20—C21—C27	120.9 (2)
C27—N4—Cd1	115.94 (16)	N2—C22—C25	121.8 (2)
O2—C1—O1	124.8 (3)	N2—C22—C20	117.7 (2)
O2—C1—C2	118.1 (3)	C25—C22—C20	120.5 (2)
O1—C1—C2	117.0 (3)	N2—C23—C24	123.4 (3)
C3—C2—C7	118.5 (2)	N2—C23—H23	118.3
C3—C2—C1	122.6 (3)	C24—C23—H23	118.3
C7—C2—C1	118.8 (3)	N3—C24—C23	123.5 (3)
C2—C3—C4	120.9 (3)	N3—C24—H24	118.2
C2—C3—H3	119.6	C23—C24—H24	118.2
C4—C3—H3	119.6	N3—C25—C22	121.8 (3)
C3—C4—C5	120.8 (3)	N3—C25—C26	117.4 (2)
C3—C4—H4	119.6	C22—C25—C26	120.8 (2)
C5—C4—H4	119.6	C28—C26—C27	117.7 (3)
C6—C5—C4	117.5 (2)	C28—C26—C25	122.9 (2)
C6—C5—C8	122.0 (2)	C27—C26—C25	119.4 (2)
C4—C5—C8	120.5 (3)	N4—C27—C26	121.7 (2)
C5—C6—C7	121.7 (3)	N4—C27—C21	118.5 (2)
C5—C6—H6	119.1	C26—C27—C21	119.8 (2)
C7—C6—H6	119.1	C29—C28—C26	119.9 (3)
C6—C7—C2	120.6 (3)	C29—C28—H28	120.0
C6—C7—H7	119.7	C26—C28—H28	120.0
C2—C7—H7	119.7	C28—C29—C30	118.3 (3)
C8i—C8—C5	126.0 (3)	C28—C29—H29	120.8
C8i—C8—H8	117.0	C30—C29—H29	120.8
C5—C8—H8	117.0	N4—C30—C29	123.5 (3)
O3—C9—O4	121.1 (3)	N4—C30—H30	118.2
O3—C9—C10	118.6 (2)	C29—C30—H30	118.2
O4—C9—C10	120.3 (3)	C31—N5—C33	124.4 (15)
O3—C9—Cd1	56.80 (14)	C31—N5—C32	117.4 (13)
O4—C9—Cd1	64.33 (14)	C33—N5—C32	118.2 (18)
C10—C9—Cd1	173.92 (18)	O6—C31—N5	126.3 (15)
C15—C10—C11	118.3 (3)	O6—C31—H31	116.9
C15—C10—C9	121.5 (3)	N5—C31—H31	116.9
O5—Cd1—O1—C1	49.6 (2)	N4—Cd1—C9—C10	148.5 (18)
O3—Cd1—O1—C1	−86.0 (2)	N1—Cd1—C9—C10	75.9 (19)
N4—Cd1—O1—C1	136.2 (2)	O4—Cd1—C9—C10	−141.1 (19)
N1—Cd1—O1—C1	178.5 (2)	O3—C9—C10—C15	168.5 (3)
O4—Cd1—O1—C1	−33.3 (2)	O4—C9—C10—C15	−10.1 (4)
C9—Cd1—O1—C1	−61.4 (2)	Cd1—C9—C10—C15	128.9 (18)
O1—Cd1—O3—C9	120.41 (16)	O3—C9—C10—C11	−10.5 (4)
O5—Cd1—O3—C9	27.5 (2)	O4—C9—C10—C11	171.0 (2)
N4—Cd1—O3—C9	−78.50 (16)	Cd1—C9—C10—C11	−50 (2)
N1—Cd1—O3—C9	−150.53 (16)	C15—C10—C11—C12	0.6 (4)
O4—Cd1—O3—C9	−1.73 (14)	C9—C10—C11—C12	179.6 (3)
O1—Cd1—O4—C9	−74.12 (16)	C10—C11—C12—C13	−0.6 (4)
O5—Cd1—O4—C9	−158.27 (15)	C11—C12—C13—C14	0.8 (4)
O3—Cd1—O4—C9	1.70 (14)	C11—C12—C13—C16	−178.8 (3)
N4—Cd1—O4—C9	110.77 (15)	C12—C13—C14—C15	−1.2 (5)
N1—Cd1—O4—C9	53.02 (18)	C16—C13—C14—C15	178.5 (3)
O1—Cd1—N1—C17	19.2 (2)	C11—C10—C15—C14	−0.9 (5)
O5—Cd1—N1—C17	104.5 (2)	C9—C10—C15—C14	−179.9 (3)
O3—Cd1—N1—C17	−77.3 (2)	C13—C14—C15—C10	1.3 (5)
N4—Cd1—N1—C17	179.8 (2)	C12—C13—C16—C16ii	26.4 (6)
O4—Cd1—N1—C17	−117.1 (2)	C14—C13—C16—C16ii	−153.2 (4)
C9—Cd1—N1—C17	−92.1 (2)	C21—N1—C17—C18	0.4 (4)
O1—Cd1—N1—C21	−166.58 (17)	Cd1—N1—C17—C18	174.5 (2)
O5—Cd1—N1—C21	−81.24 (19)	N1—C17—C18—C19	−0.1 (4)
O3—Cd1—N1—C21	96.97 (17)	C17—C18—C19—C20	−0.3 (4)
N4—Cd1—N1—C21	−5.98 (16)	C18—C19—C20—C21	0.5 (4)
O4—Cd1—N1—C21	57.2 (2)	C18—C19—C20—C22	−179.8 (2)
C9—Cd1—N1—C21	82.12 (18)	C17—N1—C21—C20	−0.2 (4)
O1—Cd1—N4—C30	−134.6 (2)	Cd1—N1—C21—C20	−174.77 (18)
O5—Cd1—N4—C30	−48.8 (2)	C17—N1—C21—C27	179.5 (2)
O3—Cd1—N4—C30	88.9 (2)	Cd1—N1—C21—C27	4.9 (3)
N1—Cd1—N4—C30	−179.8 (2)	C19—C20—C21—N1	−0.3 (4)
O4—Cd1—N4—C30	36.3 (2)	C22—C20—C21—N1	−180.0 (2)
C9—Cd1—N4—C30	62.1 (2)	C19—C20—C21—C27	−179.9 (2)
O1—Cd1—N4—C27	51.8 (3)	C22—C20—C21—C27	0.4 (4)
O5—Cd1—N4—C27	137.60 (18)	C23—N2—C22—C25	0.6 (4)
O3—Cd1—N4—C27	−84.68 (19)	C23—N2—C22—C20	−179.6 (2)
N1—Cd1—N4—C27	6.57 (17)	C19—C20—C22—N2	0.0 (4)
O4—Cd1—N4—C27	−137.30 (18)	C21—C20—C22—N2	179.7 (2)
C9—Cd1—N4—C27	−111.47 (18)	C19—C20—C22—C25	179.8 (2)
Cd1—O1—C1—O2	−14.5 (4)	C21—C20—C22—C25	−0.5 (4)
Cd1—O1—C1—C2	164.98 (18)	C22—N2—C23—C24	0.0 (4)
O2—C1—C2—C3	179.9 (3)	C25—N3—C24—C23	0.3 (4)
O1—C1—C2—C3	0.4 (4)	N2—C23—C24—N3	−0.5 (5)
O2—C1—C2—C7	2.2 (4)	C24—N3—C25—C22	0.4 (4)
O1—C1—C2—C7	−177.3 (3)	C24—N3—C25—C26	179.3 (2)
C7—C2—C3—C4	0.7 (4)	N2—C22—C25—N3	−0.9 (4)
C1—C2—C3—C4	−177.0 (2)	C20—C22—C25—N3	179.4 (2)
C2—C3—C4—C5	−0.6 (4)	N2—C22—C25—C26	−179.8 (2)
C3—C4—C5—C6	−0.3 (4)	C20—C22—C25—C26	0.5 (4)
C3—C4—C5—C8	178.3 (2)	N3—C25—C26—C28	0.5 (4)
C4—C5—C6—C7	1.1 (4)	C22—C25—C26—C28	179.5 (3)
C8—C5—C6—C7	−177.5 (3)	N3—C25—C26—C27	−179.3 (2)
C5—C6—C7—C2	−1.0 (5)	C22—C25—C26—C27	−0.3 (4)
C3—C2—C7—C6	0.1 (4)	C30—N4—C27—C26	0.5 (4)
C1—C2—C7—C6	177.9 (3)	Cd1—N4—C27—C26	174.48 (19)
C6—C5—C8—C8i	0.9 (5)	C30—N4—C27—C21	179.3 (2)
C4—C5—C8—C8i	−177.6 (3)	Cd1—N4—C27—C21	−6.7 (3)
Cd1—O3—C9—O4	3.2 (3)	C28—C26—C27—N4	−0.8 (4)
Cd1—O3—C9—C10	−175.37 (19)	C25—C26—C27—N4	179.0 (2)
Cd1—O4—C9—O3	−3.0 (2)	C28—C26—C27—C21	−179.6 (2)
Cd1—O4—C9—C10	175.6 (2)	C25—C26—C27—C21	0.2 (4)
O1—Cd1—C9—O3	−65.23 (16)	N1—C21—C27—N4	1.2 (3)
O5—Cd1—C9—O3	−159.83 (15)	C20—C21—C27—N4	−179.1 (2)
N4—Cd1—C9—O3	106.57 (16)	N1—C21—C27—C26	−179.9 (2)
N1—Cd1—C9—O3	33.98 (18)	C20—C21—C27—C26	−0.3 (4)
O4—Cd1—C9—O3	177.0 (2)	C27—C26—C28—C29	0.8 (4)
O1—Cd1—C9—O4	117.82 (14)	C25—C26—C28—C29	−179.0 (3)
O5—Cd1—C9—O4	23.22 (16)	C26—C28—C29—C30	−0.6 (5)
O3—Cd1—C9—O4	−177.0 (2)	C27—N4—C30—C29	−0.2 (4)
N4—Cd1—C9—O4	−70.38 (15)	Cd1—N4—C30—C29	−173.6 (2)
N1—Cd1—C9—O4	−142.97 (13)	C28—C29—C30—N4	0.3 (5)
O1—Cd1—C9—C10	−23.3 (19)	C33—N5—C31—O6	179.8 (4)
O5—Cd1—C9—C10	−117.9 (19)	C32—N5—C31—O6	−0.2 (3)
O3—Cd1—C9—C10	42.0 (18)

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5A···O2	0.84 (1)	1.85 (1)	2.655 (3)	158 (3)
O5—H5B···O4iii	0.84 (1)	1.88 (1)	2.713 (3)	169 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H5A⋯O2	0.844 (10)	1.854 (13)	2.655 (3)	158 (3)
O5—H5B⋯O4i	0.843 (10)	1.881 (12)	2.713 (3)	169 (3)

Symmetry code: (i) .