Di­aqua(2,2'-bipyridyl)(2,2'-di­hydroxy-[1,1']-bi­naphthalene-3,3'-di­carboxyl­ato)cadmium(II) N,N-di­methyl­form­amide solvate

The title compound, [Cd(C₂₂H₁₂O₆)(C₁₀H₈N₂)(H₂O)₂]··C₃H₇NO, is a mononuclear cadmium(II) complex, which is coordinated by two water mol­ecules, two N atoms from a bipyridyl ligand and one carboxyl O atom from the bi­naphthalene ligand, forming a trigonal-bipyramidal geometry. A molecule of N,N-dimethylformamide solvent is also present in the asymmetric unit.The crystal structure is stabilized by hydrogen bonds, forming a three-dimensional network.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• R factor = 0.049
• wR factor = 0.084
• Data-to-parameter ratio = 16.5

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  Cd1    -   O2W     ..      20.47 su

Alert level C
PLAT026_ALERT_3_C Ratio Observed / Unique Reflections too Low ....         47 Perc.
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......       0.97
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT230_ALERT_2_C Hirshfeld Test Diff for    O1     -   C21     ..       6.32 su
PLAT230_ALERT_2_C Hirshfeld Test Diff for    C3     -   C4      ..       5.97 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Cd1    -   O1      ..       8.79 su
PLAT244_ALERT_4_C Low Solvent  U(eq) as Compared to Neighbors ....         N3
PLAT369_ALERT_2_C Long   C(sp2)-C(sp2) Bond  C1     -   C11    ...       1.53 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          4

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

   0 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
   2 ALERT type 3 Indicator that the structure quality may be low
   3 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Siemens, 1996); cell refinement: SMART; data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.

(I)

Crystal data

[Cd(C22H12O6)(C10H8N2)(H2O)2](C3H7NO)	F(000) = 1528
Mr = 750.03	Dx = 1.480 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 14.376 (6) Å	Cell parameters from 3369 reflections
b = 20.576 (8) Å	θ = 5–28°
c = 11.383 (4) Å	µ = 0.71 mm^−1
β = 90.301 (7)°	T = 293 K
V = 3367 (2) Å^3	BLOCK, yellow
Z = 4	0.28 × 0.22 × 0.16 mm

Data collection

Bruker SMART CCD area-detector diffractometer	7134 independent reflections
Radiation source: fine-focus sealed tube	3369 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.067
φ and ω scans	θmax = 27.0°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −18→18
Tmin = 0.827, Tmax = 0.895	k = −26→18
19183 measured reflections	l = −13→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)] = 0.049	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.084	H-atom parameters constrained
S = 0.96	w = 1/[σ^2(Fo^2) + (0.020P)^2] where P = (Fo^2 + 2Fc^2)/3
7134 reflections	(Δ/σ)max = 0.002
433 parameters	Δρmax = 0.63 e Å^−3
0 restraints	Δρmin = −0.54 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
Cd1	0.40490 (2)	0.669119 (15)	0.00034 (3)	0.05446 (12)
O1W	0.3660 (2)	0.70547 (15)	−0.1927 (3)	0.0763 (10)
H1WA	0.4114	0.7160	−0.2381	0.092*
H1WB	0.3199	0.7316	−0.1998	0.092*
O2W	0.2763 (2)	0.71868 (16)	0.0678 (3)	0.0853 (10)
H2WA	0.2295	0.6922	0.0698	0.102*
H2WB	0.2589	0.7500	0.0209	0.102*
O1	0.5499 (2)	0.70339 (14)	−0.0542 (3)	0.0660 (9)
O2	0.5190 (2)	0.75984 (14)	0.1108 (3)	0.0715 (10)
O3	0.62448 (19)	0.85563 (13)	0.1744 (3)	0.0654 (9)
H3A	0.5784	0.8300	0.1896	0.078*
O4	0.7463 (2)	1.18461 (13)	0.1698 (3)	0.0652 (9)
O5	0.7031 (2)	1.13819 (13)	−0.0025 (3)	0.0720 (9)
O6	0.70460 (19)	1.01475 (12)	−0.0250 (2)	0.0590 (8)
H6B	0.6890	1.0525	−0.0528	0.071*
N1	0.3643 (2)	0.56138 (16)	−0.0496 (3)	0.0515 (9)
N2	0.4464 (2)	0.60081 (16)	0.1579 (3)	0.0458 (9)
C1	0.7503 (3)	0.88781 (17)	0.0507 (3)	0.0387 (10)
C2	0.6768 (3)	0.84524 (18)	0.0759 (4)	0.0445 (11)
C3	0.6541 (3)	0.79049 (19)	−0.0015 (4)	0.0450 (11)
C4	0.7103 (3)	0.78047 (19)	−0.0984 (4)	0.0554 (12)
H4A	0.6951	0.7438	−0.1525	0.066*
C5	0.8468 (4)	0.8094 (2)	−0.2255 (4)	0.0726 (15)
H5A	0.8326	0.7729	−0.2805	0.087*
C6	0.9241 (4)	0.8478 (2)	−0.2473 (4)	0.0788 (16)
H6A	0.9637	0.8385	−0.3151	0.095*
C7	0.9433 (3)	0.9020 (2)	−0.1717 (5)	0.0691 (14)
H7A	0.9964	0.9297	−0.1893	0.083*
C8	0.8878 (3)	0.9152 (2)	−0.0767 (4)	0.0517 (11)
H8A	0.9032	0.9530	−0.0252	0.062*
C9	0.8081 (3)	0.87554 (19)	−0.0495 (3)	0.0421 (10)
C10	0.7890 (3)	0.8209 (2)	−0.1248 (4)	0.0493 (11)
C11	0.7674 (2)	0.94815 (18)	0.1271 (3)	0.0387 (10)
C12	0.7451 (3)	1.01002 (19)	0.0837 (4)	0.0409 (10)
C13	0.7619 (3)	1.06866 (18)	0.1514 (3)	0.0395 (10)
C14	0.8045 (3)	1.06264 (19)	0.2613 (4)	0.0439 (11)
H14A	0.8162	1.1012	0.3070	0.053*
C15	0.8748 (3)	0.9957 (2)	0.4224 (4)	0.0564 (12)
H15A	0.8874	1.0357	0.4667	0.068*
C16	0.8990 (3)	0.9357 (3)	0.4686 (4)	0.0653 (14)
H16A	0.9308	0.9333	0.5450	0.078*
C17	0.8794 (3)	0.8778 (2)	0.4031 (5)	0.0670 (14)
H17A	0.8971	0.8351	0.4356	0.080*
C18	0.8362 (3)	0.88117 (19)	0.2931 (4)	0.0528 (12)
H18A	0.8224	0.8411	0.2492	0.063*
C19	0.8106 (3)	0.94275 (19)	0.2422 (4)	0.0425 (10)
C20	0.8298 (3)	1.0007 (2)	0.3093 (4)	0.0434 (10)
C21	0.5698 (3)	0.7484 (2)	0.0195 (5)	0.0574 (13)
C22	0.7355 (3)	1.1353 (2)	0.1030 (4)	0.0508 (11)
C23	0.3213 (3)	0.5452 (3)	−0.1526 (4)	0.0707 (14)
H23A	0.3064	0.5800	−0.2113	0.085*
C24	0.2979 (3)	0.4811 (3)	−0.1785 (4)	0.0774 (16)
H24A	0.2679	0.4710	−0.2548	0.093*
C25	0.3159 (3)	0.4325 (2)	−0.0966 (5)	0.0703 (15)
H25A	0.2999	0.3872	−0.1143	0.084*
C26	0.3591 (3)	0.4490 (2)	0.0096 (4)	0.0507 (12)
H26A	0.3729	0.4148	0.0691	0.061*
C27	0.3814 (3)	0.51470 (19)	0.0322 (4)	0.0417 (10)
C28	0.4278 (3)	0.53585 (19)	0.1456 (3)	0.0406 (10)
C29	0.4506 (3)	0.4913 (2)	0.2341 (4)	0.0532 (12)
H29A	0.4372	0.4446	0.2235	0.064*
C30	0.4932 (3)	0.5135 (2)	0.3373 (4)	0.0665 (14)
H30A	0.5097	0.4829	0.4003	0.080*
C31	0.5115 (3)	0.5796 (2)	0.3511 (4)	0.0658 (14)
H31A	0.5426	0.5963	0.4220	0.079*
C32	0.4872 (3)	0.6215 (2)	0.2598 (4)	0.0586 (12)
H32A	0.4973	0.6684	0.2698	0.070*
O7	0.1286 (3)	0.6569 (2)	0.9123 (4)	0.1240 (16)
N3	0.0822 (3)	0.6557 (2)	0.7174 (4)	0.0792 (12)
C33	0.0814 (4)	0.5843 (3)	0.7077 (6)	0.109 (2)
H33A	0.1015	0.5648	0.7803	0.163*
H33B	0.0187	0.5688	0.6903	0.163*
H33C	0.1215	0.5698	0.6453	0.163*
C34	0.0532 (4)	0.6923 (3)	0.6134 (5)	0.0994 (19)
H34A	0.0556	0.7388	0.6280	0.149*
H34B	0.0917	0.6831	0.5462	0.149*
H34C	−0.0112	0.6820	0.5912	0.149*
C35	0.1067 (4)	0.6848 (3)	0.8187 (7)	0.0945 (19)
H35A	0.1065	0.7333	0.8165	0.113*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cd1	0.0625 (2)	0.04106 (18)	0.0598 (2)	0.0006 (2)	−0.00569 (15)	0.0094 (2)
O1W	0.078 (2)	0.080 (2)	0.071 (2)	0.0123 (19)	0.0008 (18)	0.0262 (19)
O2W	0.094 (2)	0.076 (2)	0.086 (2)	−0.005 (2)	−0.011 (2)	0.016 (2)
O1	0.081 (2)	0.0392 (18)	0.078 (2)	−0.0129 (17)	−0.0144 (18)	−0.0101 (18)
O2	0.063 (2)	0.047 (2)	0.105 (3)	−0.0196 (17)	0.009 (2)	−0.0020 (19)
O3	0.069 (2)	0.0484 (19)	0.079 (2)	−0.0151 (16)	0.0293 (19)	−0.0111 (17)
O4	0.094 (2)	0.0346 (19)	0.067 (2)	0.0038 (16)	0.0049 (18)	−0.0055 (16)
O5	0.106 (3)	0.0420 (18)	0.068 (2)	0.0032 (18)	−0.020 (2)	0.0104 (17)
O6	0.082 (2)	0.0412 (17)	0.054 (2)	0.0049 (16)	−0.0157 (17)	0.0035 (15)
N1	0.055 (2)	0.051 (2)	0.048 (2)	0.0033 (19)	−0.0048 (19)	0.000 (2)
N2	0.051 (2)	0.040 (2)	0.046 (2)	−0.0027 (18)	−0.0040 (18)	0.0018 (18)
C1	0.042 (2)	0.029 (2)	0.046 (3)	−0.001 (2)	−0.001 (2)	0.001 (2)
C2	0.046 (3)	0.035 (3)	0.053 (3)	0.007 (2)	0.007 (2)	−0.001 (2)
C3	0.054 (3)	0.027 (2)	0.054 (3)	0.001 (2)	0.004 (2)	0.003 (2)
C4	0.074 (3)	0.030 (3)	0.062 (3)	0.003 (2)	−0.011 (3)	−0.005 (2)
C5	0.112 (4)	0.042 (3)	0.065 (4)	0.012 (3)	0.020 (3)	−0.001 (3)
C6	0.105 (4)	0.052 (3)	0.080 (4)	0.021 (3)	0.039 (3)	0.011 (3)
C7	0.068 (3)	0.054 (3)	0.086 (4)	0.006 (3)	0.026 (3)	0.018 (3)
C8	0.052 (3)	0.045 (3)	0.059 (3)	0.003 (2)	0.004 (2)	0.008 (2)
C9	0.052 (3)	0.031 (2)	0.043 (3)	0.003 (2)	−0.003 (2)	0.003 (2)
C10	0.063 (3)	0.034 (3)	0.051 (3)	0.006 (2)	0.009 (2)	0.002 (2)
C11	0.038 (2)	0.033 (2)	0.044 (3)	−0.003 (2)	0.002 (2)	−0.001 (2)
C12	0.044 (3)	0.036 (2)	0.043 (3)	−0.005 (2)	−0.004 (2)	−0.001 (2)
C13	0.043 (2)	0.033 (2)	0.043 (3)	−0.002 (2)	0.004 (2)	0.002 (2)
C14	0.043 (2)	0.036 (2)	0.053 (3)	−0.009 (2)	0.005 (2)	−0.007 (2)
C15	0.058 (3)	0.058 (3)	0.053 (3)	−0.010 (3)	−0.007 (2)	−0.005 (3)
C16	0.068 (3)	0.071 (4)	0.057 (3)	−0.004 (3)	−0.022 (3)	0.014 (3)
C17	0.067 (3)	0.056 (3)	0.078 (4)	0.003 (3)	−0.010 (3)	0.021 (3)
C18	0.057 (3)	0.041 (3)	0.060 (3)	−0.003 (2)	−0.006 (2)	0.006 (2)
C19	0.043 (2)	0.036 (3)	0.048 (3)	−0.003 (2)	0.002 (2)	0.008 (2)
C20	0.040 (2)	0.043 (3)	0.047 (3)	−0.010 (2)	−0.003 (2)	0.003 (2)
C21	0.064 (4)	0.037 (3)	0.071 (4)	0.005 (3)	−0.006 (3)	0.014 (3)
C22	0.055 (3)	0.036 (3)	0.061 (3)	0.000 (2)	0.007 (3)	0.003 (3)
C23	0.082 (4)	0.078 (4)	0.052 (3)	0.003 (3)	−0.016 (3)	−0.002 (3)
C24	0.068 (4)	0.100 (5)	0.064 (4)	−0.007 (3)	−0.014 (3)	−0.027 (4)
C25	0.061 (3)	0.063 (3)	0.087 (4)	−0.012 (3)	−0.002 (3)	−0.027 (3)
C26	0.057 (3)	0.043 (3)	0.052 (3)	−0.004 (2)	−0.003 (2)	−0.001 (2)
C27	0.038 (3)	0.040 (3)	0.048 (3)	0.004 (2)	0.004 (2)	−0.002 (2)
C28	0.041 (2)	0.035 (2)	0.045 (3)	0.002 (2)	0.006 (2)	0.004 (2)
C29	0.065 (3)	0.043 (3)	0.052 (3)	−0.006 (2)	−0.003 (3)	0.008 (2)
C30	0.082 (4)	0.066 (4)	0.052 (3)	0.003 (3)	−0.005 (3)	0.019 (3)
C31	0.087 (4)	0.067 (4)	0.043 (3)	−0.010 (3)	−0.017 (3)	0.003 (3)
C32	0.076 (3)	0.046 (3)	0.053 (3)	−0.005 (3)	−0.005 (3)	−0.007 (3)
O7	0.123 (3)	0.121 (4)	0.127 (4)	−0.027 (3)	−0.058 (3)	0.003 (3)
N3	0.062 (3)	0.068 (3)	0.108 (4)	−0.007 (2)	−0.009 (3)	−0.014 (3)
C33	0.103 (4)	0.070 (4)	0.153 (6)	0.003 (4)	−0.008 (4)	−0.028 (4)
C34	0.105 (4)	0.100 (5)	0.093 (4)	0.002 (4)	−0.004 (4)	−0.006 (4)
C35	0.080 (4)	0.074 (5)	0.130 (6)	−0.018 (3)	−0.020 (4)	−0.017 (4)

Geometric parameters (Å, º)

Cd1—O2W	2.250 (3)	C13—C14	1.396 (5)
Cd1—O1	2.290 (3)	C13—C22	1.525 (5)
Cd1—N2	2.353 (3)	C14—C20	1.433 (5)
Cd1—N1	2.361 (3)	C14—H14A	0.9623
Cd1—O1W	2.385 (3)	C15—C16	1.385 (6)
O1W—H1WA	0.8623	C15—C20	1.442 (5)
O1W—H1WB	0.8572	C15—H15A	0.9819
O2W—H2WA	0.8675	C16—C17	1.432 (6)
O2W—H2WB	0.8724	C16—H16A	0.9811
O1—C21	1.281 (5)	C17—C18	1.397 (6)
O2—C21	1.294 (5)	C17—H17A	0.9865
O3—C2	1.370 (4)	C18—C19	1.440 (5)
O3—H3A	0.8654	C18—H18A	0.9845
O4—C22	1.278 (5)	C19—C20	1.441 (5)
O5—C22	1.286 (5)	C23—C24	1.393 (7)
O6—C12	1.368 (4)	C23—H23A	1.0014
O6—H6B	0.8681	C24—C25	1.390 (7)
N1—C27	1.359 (5)	C24—H24A	0.9894
N1—C23	1.365 (5)	C25—C26	1.397 (6)
N2—C32	1.366 (5)	C25—H25A	0.9813
N2—C28	1.370 (5)	C26—C27	1.413 (5)
C1—C2	1.404 (5)	C26—H26A	0.9946
C1—C9	1.437 (5)	C27—C28	1.513 (5)
C1—C11	1.535 (5)	C28—C29	1.400 (5)
C2—C3	1.466 (5)	C29—C30	1.399 (6)
C3—C4	1.386 (5)	C29—H29A	0.9869
C3—C21	1.509 (6)	C30—C31	1.393 (6)
C4—C10	1.437 (5)	C30—H30A	0.9833
C4—H4A	0.9974	C31—C32	1.394 (6)
C5—C6	1.388 (6)	C31—H31A	0.9831
C5—C10	1.439 (6)	C32—H32A	0.9824
C5—H5A	0.9977	O7—C35	1.250 (7)
C6—C7	1.435 (7)	N3—C35	1.345 (7)
C6—H6A	0.9804	N3—C34	1.462 (6)
C7—C8	1.374 (6)	N3—C33	1.473 (6)
C7—H7A	0.9744	C33—H33A	0.9612
C8—C9	1.442 (5)	C33—H33B	0.9751
C8—H8A	0.9985	C33—H33C	0.9645
C9—C10	1.439 (5)	C34—H34A	0.9733
C11—C12	1.402 (5)	C34—H34B	0.9652
C11—C19	1.452 (5)	C34—H34C	0.9805
C12—C13	1.451 (5)	C35—H35A	0.9976
O2W—Cd1—O1	134.74 (11)	C15—C16—C17	119.6 (4)
O2W—Cd1—N2	102.48 (11)	C15—C16—H16A	119.8
O1—Cd1—N2	99.38 (11)	C17—C16—H16A	120.6
O2W—Cd1—N1	107.78 (11)	C18—C17—C16	120.7 (4)
O1—Cd1—N1	116.62 (11)	C18—C17—H17A	119.5
N2—Cd1—N1	71.57 (12)	C16—C17—H17A	119.8
O2W—Cd1—O1W	89.04 (11)	C17—C18—C19	121.0 (4)
O1—Cd1—O1W	82.13 (11)	C17—C18—H18A	120.1
N2—Cd1—O1W	161.24 (11)	C19—C18—H18A	118.8
N1—Cd1—O1W	90.93 (12)	C18—C19—C20	117.8 (4)
Cd1—O1W—H1WA	117.1	C18—C19—C11	122.5 (4)
Cd1—O1W—H1WB	117.4	C20—C19—C11	119.6 (4)
H1WA—O1W—H1WB	112.0	C14—C20—C15	121.0 (4)
Cd1—O2W—H2WA	111.3	C14—C20—C19	119.1 (4)
Cd1—O2W—H2WB	111.1	C15—C20—C19	119.8 (4)
H2WA—O2W—H2WB	105.1	O1—C21—O2	122.1 (4)
C21—O1—Cd1	104.2 (3)	O1—C21—C3	119.2 (4)
C2—O3—H3A	119.6	O2—C21—C3	118.7 (4)
C12—O6—H6B	120.1	O4—C22—O5	124.1 (4)
C27—N1—C23	119.7 (4)	O4—C22—C13	118.0 (4)
C27—N1—Cd1	117.1 (3)	O5—C22—C13	117.9 (4)
C23—N1—Cd1	123.1 (3)	N1—C23—C24	121.4 (4)
C32—N2—C28	118.3 (3)	N1—C23—H23A	119.5
C32—N2—Cd1	124.6 (3)	C24—C23—H23A	119.1
C28—N2—Cd1	117.1 (3)	C25—C24—C23	119.6 (4)
C2—C1—C9	119.4 (4)	C25—C24—H24A	121.2
C2—C1—C11	120.5 (3)	C23—C24—H24A	119.1
C9—C1—C11	120.1 (3)	C24—C25—C26	119.2 (4)
O3—C2—C1	119.2 (4)	C24—C25—H25A	120.1
O3—C2—C3	119.4 (4)	C26—C25—H25A	120.7
C1—C2—C3	121.5 (4)	C25—C26—C27	119.3 (4)
C4—C3—C2	117.6 (4)	C25—C26—H26A	120.3
C4—C3—C21	120.9 (4)	C27—C26—H26A	120.5
C2—C3—C21	121.5 (4)	N1—C27—C26	120.7 (4)
C3—C4—C10	122.9 (4)	N1—C27—C28	117.3 (3)
C3—C4—H4A	118.5	C26—C27—C28	122.0 (4)
C10—C4—H4A	118.6	N2—C28—C29	121.3 (4)
C6—C5—C10	121.0 (4)	N2—C28—C27	116.9 (3)
C6—C5—H5A	118.5	C29—C28—C27	121.7 (4)
C10—C5—H5A	120.5	C30—C29—C28	119.4 (4)
C5—C6—C7	119.2 (4)	C30—C29—H29A	120.3
C5—C6—H6A	120.0	C28—C29—H29A	120.3
C7—C6—H6A	120.8	C31—C30—C29	119.7 (4)
C8—C7—C6	121.0 (4)	C31—C30—H30A	119.9
C8—C7—H7A	120.4	C29—C30—H30A	120.4
C6—C7—H7A	118.6	C30—C31—C32	118.2 (4)
C7—C8—C9	121.5 (4)	C30—C31—H31A	121.4
C7—C8—H8A	119.2	C32—C31—H31A	120.4
C9—C8—H8A	119.3	N2—C32—C31	123.1 (4)
C1—C9—C10	120.1 (4)	N2—C32—H32A	117.8
C1—C9—C8	122.3 (4)	C31—C32—H32A	119.0
C10—C9—C8	117.6 (4)	C35—N3—C34	122.5 (5)
C4—C10—C9	118.4 (4)	C35—N3—C33	120.7 (5)
C4—C10—C5	122.0 (4)	C34—N3—C33	116.8 (5)
C9—C10—C5	119.6 (4)	N3—C33—H33A	110.4
C12—C11—C19	118.9 (3)	N3—C33—H33B	110.4
C12—C11—C1	120.0 (3)	H33A—C33—H33B	108.1
C19—C11—C1	121.1 (3)	N3—C33—H33C	111.0
O6—C12—C11	118.6 (3)	H33A—C33—H33C	109.0
O6—C12—C13	119.3 (3)	H33B—C33—H33C	107.9
C11—C12—C13	122.1 (4)	N3—C34—H34A	111.0
C14—C13—C12	118.2 (3)	N3—C34—H34B	112.2
C14—C13—C22	120.7 (4)	H34A—C34—H34B	107.9
C12—C13—C22	121.0 (4)	N3—C34—H34C	111.3
C13—C14—C20	122.0 (4)	H34A—C34—H34C	106.7
C13—C14—H14A	119.1	H34B—C34—H34C	107.3
C20—C14—H14A	118.9	O7—C35—N3	126.2 (6)
C16—C15—C20	120.9 (4)	O7—C35—H35A	118.8
C16—C15—H15A	120.4	N3—C35—H35A	115.1
C20—C15—H15A	118.7
O2W—Cd1—O1—C21	37.9 (3)	C11—C12—C13—C22	−179.0 (3)
N2—Cd1—O1—C21	−80.3 (3)	C12—C13—C14—C20	−1.4 (6)
N1—Cd1—O1—C21	−154.3 (3)	C22—C13—C14—C20	179.8 (3)
O1W—Cd1—O1—C21	118.6 (3)	C20—C15—C16—C17	0.2 (7)
O2W—Cd1—N1—C27	−96.3 (3)	C15—C16—C17—C18	0.0 (7)
O1—Cd1—N1—C27	92.7 (3)	C16—C17—C18—C19	0.3 (7)
N2—Cd1—N1—C27	1.3 (3)	C17—C18—C19—C20	−0.9 (6)
O1W—Cd1—N1—C27	174.4 (3)	C17—C18—C19—C11	178.7 (4)
O2W—Cd1—N1—C23	80.5 (3)	C12—C11—C19—C18	−179.6 (4)
O1—Cd1—N1—C23	−90.5 (3)	C1—C11—C19—C18	−2.6 (6)
N2—Cd1—N1—C23	178.1 (4)	C12—C11—C19—C20	−0.1 (6)
O1W—Cd1—N1—C23	−8.8 (3)	C1—C11—C19—C20	176.9 (3)
O2W—Cd1—N2—C32	−75.3 (3)	C13—C14—C20—C15	179.3 (3)
O1—Cd1—N2—C32	64.8 (3)	C13—C14—C20—C19	−0.1 (6)
N1—Cd1—N2—C32	179.9 (3)	C16—C15—C20—C14	179.9 (4)
O1W—Cd1—N2—C32	157.9 (3)	C16—C15—C20—C19	−0.7 (6)
O2W—Cd1—N2—C28	104.5 (3)	C18—C19—C20—C14	−179.5 (4)
O1—Cd1—N2—C28	−115.4 (3)	C11—C19—C20—C14	0.9 (6)
N1—Cd1—N2—C28	−0.3 (3)	C18—C19—C20—C15	1.1 (6)
O1W—Cd1—N2—C28	−22.2 (5)	C11—C19—C20—C15	−178.5 (3)
C9—C1—C2—O3	177.3 (3)	Cd1—O1—C21—O2	9.1 (5)
C11—C1—C2—O3	−4.6 (5)	Cd1—O1—C21—C3	−169.8 (3)
C9—C1—C2—C3	−3.5 (5)	C4—C3—C21—O1	−0.7 (6)
C11—C1—C2—C3	174.6 (3)	C2—C3—C21—O1	176.2 (4)
O3—C2—C3—C4	−178.1 (4)	C4—C3—C21—O2	−179.6 (4)
C1—C2—C3—C4	2.6 (6)	C2—C3—C21—O2	−2.8 (6)
O3—C2—C3—C21	4.9 (6)	C14—C13—C22—O4	−5.8 (6)
C1—C2—C3—C21	−174.3 (4)	C12—C13—C22—O4	175.4 (4)
C2—C3—C4—C10	0.3 (6)	C14—C13—C22—O5	174.7 (4)
C21—C3—C4—C10	177.3 (4)	C12—C13—C22—O5	−4.1 (6)
C10—C5—C6—C7	−3.6 (7)	C27—N1—C23—C24	−2.9 (7)
C5—C6—C7—C8	1.8 (7)	Cd1—N1—C23—C24	−179.6 (4)
C6—C7—C8—C9	−0.5 (7)	N1—C23—C24—C25	2.1 (8)
C2—C1—C9—C10	1.4 (5)	C23—C24—C25—C26	−1.3 (8)
C11—C1—C9—C10	−176.7 (3)	C24—C25—C26—C27	1.4 (7)
C2—C1—C9—C8	−176.5 (3)	C23—N1—C27—C26	2.9 (6)
C11—C1—C9—C8	5.4 (6)	Cd1—N1—C27—C26	179.8 (3)
C7—C8—C9—C1	178.8 (4)	C23—N1—C27—C28	−179.0 (3)
C7—C8—C9—C10	0.8 (6)	Cd1—N1—C27—C28	−2.0 (4)
C3—C4—C10—C9	−2.3 (6)	C25—C26—C27—N1	−2.2 (6)
C3—C4—C10—C5	179.6 (4)	C25—C26—C27—C28	179.7 (4)
C1—C9—C10—C4	1.4 (6)	C32—N2—C28—C29	−0.6 (6)
C8—C9—C10—C4	179.4 (4)	Cd1—N2—C28—C29	179.5 (3)
C1—C9—C10—C5	179.5 (4)	C32—N2—C28—C27	179.2 (3)
C8—C9—C10—C5	−2.5 (6)	Cd1—N2—C28—C27	−0.6 (4)
C6—C5—C10—C4	−178.0 (4)	N1—C27—C28—N2	1.8 (5)
C6—C5—C10—C9	4.0 (7)	C26—C27—C28—N2	179.9 (3)
C2—C1—C11—C12	−106.7 (4)	N1—C27—C28—C29	−178.3 (4)
C9—C1—C11—C12	71.4 (5)	C26—C27—C28—C29	−0.2 (6)
C2—C1—C11—C19	76.3 (5)	N2—C28—C29—C30	0.0 (6)
C9—C1—C11—C19	−105.6 (4)	C27—C28—C29—C30	−179.9 (4)
C19—C11—C12—O6	179.9 (3)	C28—C29—C30—C31	0.6 (7)
C1—C11—C12—O6	2.8 (5)	C29—C30—C31—C32	−0.6 (7)
C19—C11—C12—C13	−1.5 (6)	C28—N2—C32—C31	0.6 (6)
C1—C11—C12—C13	−178.5 (3)	Cd1—N2—C32—C31	−179.5 (3)
O6—C12—C13—C14	−179.1 (3)	C30—C31—C32—N2	0.0 (7)
C11—C12—C13—C14	2.2 (6)	C34—N3—C35—O7	177.0 (6)
O6—C12—C13—C22	−0.3 (5)	C33—N3—C35—O7	−1.4 (9)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O2^i	0.86	2.37	3.225 (5)	170
O1W—H1WB···O4^ii	0.86	2.00	2.792 (4)	153
O2W—H2WB···O5^ii	0.87	2.37	3.052 (4)	135
O2W—H2WB···O4^ii	0.87	2.56	3.372 (4)	156
O3—H3A···O2	0.87	1.90	2.588 (4)	135
O6—H6B···O5	0.87	1.86	2.553 (4)	135

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