Dichloridobis[3-(4-meth-oxy-phen-yl)-2-methyl-5-(piperidin-1-yl)-2,3-di-hydro-1,2,4-oxa-diazole-κN (4)]platinum(II).

In title compound, [PtCl2(C15H21N3O2)2], the Pt(II) cation, located on an inversion center, is coordinated by two Cl(-) anions and two 3-(4-meth-oxy-phen-yl)-2-methyl-5-(piperidin-1-yl)-2,3-di-hydro-1,2,4-oxa-diazole ligands in a distorted Cl2N2 square-planar geometry. The di-hydro-oxa-diazole and piperidine rings display envelope (with the non-coordinating N atom as the flap atom) and chair conformations, respectively. In the crystal, weak C-H⋯Cl hydrogen bonds link the mol-ecules into supra-molecular chains running along the b axis. The piperidine ring is disordered over two positions with the occupancy ratio of 0.528 (4):0.472 (4).

Related literature

For applications of platinum species bearing N-bound 2,3-di­hydro-1,2,4-oxa­diazo­les, see: Coley et al. (2008 ▶); Wagner et al. (2010 ▶). For the synthesis of platinum complexes bearing 2,3-di­hydro-1,2,4-oxa­diazole ligands, see: Kritchenkov et al. (2011 ▶). For related structures, see: Bokach & Kukushkin (2006 ▶); Bokach et al. (2011 ▶); Fritsky et al. (2006 ▶); Penkova et al. (2009 ▶). For standard bond lengths, see: Allen et al. (1987 ▶).

Experimental

Crystal data

[PtCl2(C15H21N3O2)2]

M = 816.69

Monoclinic,

a = 12.77795 (19) Å

b = 8.57581 (15) Å

c = 15.1086 (3) Å

β = 95.0717 (17)°

V = 1649.13 (5) Å3

Z = 2

Mo Kα radiation

μ = 4.46 mm−1

T = 100 K

0.22 × 0.18 × 0.15 mm

Data collection

Agilent Xcalibur Eos diffractometer

Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997 ▶) T min = 0.617, T max = 1.000

13705 measured reflections

5072 independent reflections

3997 reflections with I > 2σ(I)

R int = 0.026

Refinement

R[F 2 > 2σ(F 2)] = 0.020

wR(F 2) = 0.042

S = 1.05

5072 reflections

253 parameters

H-atom parameters constrained

Δρmax = 1.00 e Å−3

Δρmin = −0.64 e Å−3

Data collection: CrysAlis PRO (Agilent, 2012 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SIR2004 (Burla et al., 2005 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg, 2009 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536813018059/xu5715sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813018059/xu5715Isup2.hkl

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

[PtCl2(C15H21N3O2)2]	F(000) = 816
Mr = 816.69	Dx = 1.645 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 6284 reflections
a = 12.77795 (19) Å	θ = 2.7–31.7°
b = 8.57581 (15) Å	µ = 4.46 mm−1
c = 15.1086 (3) Å	T = 100 K
β = 95.0717 (17)°	Prizm, light-yellow
V = 1649.13 (5) Å3	0.22 × 0.18 × 0.15 mm
Z = 2

Agilent Xcalibur Eos diffractometer	5072 independent reflections
Radiation source: Enhance (Mo) X-ray Source	3997 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.026
Detector resolution: 16.2096 pixels mm-1	θmax = 31.8°, θmin = 2.7°
ω scans	h = −18→17
Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997)	k = −11→11
Tmin = 0.617, Tmax = 1.000	l = −21→21
13705 measured reflections

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)] = 0.020	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.042	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.0128P)2] where P = (Fo2 + 2Fc2)/3
5072 reflections	(Δ/σ)max = 0.001
253 parameters	Δρmax = 1.00 e Å−3
0 restraints	Δρmin = −0.64 e Å−3

Experimental. The piperidine ring was found to be disordered over two positions with the occupancies 0.528/0.472. The non-hydrogen atoms were refined anisotropically. Carbon- and nitrogen-bonded H atoms were placed in calculated positions and were included in the refinement in the "riding" model approximation, with Uiso(H) set to 1.5Ueq(C) and C—H 0.96 Å for the methyl groups, 1.2Ueq(C) and C—H 0.98 Å for the tertiary CH groups, 1.2Ueq(C) and C—H 0.93 Å for the carbon atoms of the benzene rings, and 1.2Ueq(N) and N—H 0.91 Å for the tertiary NH groups.

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. 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 > 2sigma(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)
Pt1	0.0000	0.5000	0.0000	0.01251 (3)
Cl1	−0.01009 (4)	0.73071 (6)	0.07781 (3)	0.02001 (11)
N3	0.13951 (13)	0.4505 (2)	0.06907 (11)	0.0160 (4)
N5	0.24273 (14)	0.3416 (2)	0.18442 (12)	0.0217 (4)
O1	0.30566 (12)	0.4436 (2)	0.12999 (11)	0.0321 (4)
O13	−0.17565 (13)	0.0800 (2)	0.31245 (12)	0.0383 (4)
C2	0.23174 (17)	0.5175 (3)	0.07460 (16)	0.0246 (5)
C4	0.15295 (15)	0.3037 (2)	0.11921 (13)	0.0177 (4)
H4	0.1726	0.2199	0.0798	0.021*
C6	0.31081 (18)	0.2079 (3)	0.20773 (16)	0.0315 (6)
H6A	0.2708	0.1275	0.2334	0.047*
H6B	0.3674	0.2397	0.2499	0.047*
H6C	0.3389	0.1687	0.1552	0.047*
C7	0.06220 (15)	0.2522 (2)	0.16910 (13)	0.0164 (4)
C8	0.04130 (17)	0.0942 (3)	0.17501 (14)	0.0215 (5)
H8	0.0805	0.0232	0.1451	0.026*
C9	−0.03721 (18)	0.0406 (3)	0.22485 (16)	0.0251 (5)
H9	−0.0492	−0.0659	0.2295	0.030*
C10	−0.09774 (17)	0.1454 (3)	0.26766 (14)	0.0239 (5)
C11	−0.07848 (17)	0.3051 (3)	0.26166 (13)	0.0229 (5)
H11	−0.1193	0.3761	0.2899	0.027*
C12	0.00224 (17)	0.3571 (3)	0.21309 (13)	0.0201 (5)
H12	0.0162	0.4633	0.2100	0.024*
C14	−0.2437 (2)	0.1821 (4)	0.3538 (2)	0.0573 (9)
H14A	−0.2750	0.2542	0.3106	0.086*
H14B	−0.2043	0.2386	0.4004	0.086*
H14C	−0.2978	0.1226	0.3783	0.086*
N1A	0.2753 (9)	0.6289 (16)	0.0262 (9)	0.024 (2)	0.528 (4)
C16A	0.2130 (12)	0.7065 (14)	−0.0497 (9)	0.0144 (16)	0.528 (4)
H16A	0.1405	0.6719	−0.0531	0.017*	0.528 (4)
H16B	0.2417	0.6808	−0.1052	0.017*	0.528 (4)
C17A	0.2194 (3)	0.8876 (5)	−0.0328 (3)	0.0284 (12)	0.528 (4)
H17A	0.1838	0.9418	−0.0832	0.034*	0.528 (4)
H17B	0.1837	0.9130	0.0194	0.034*	0.528 (4)
C18A	0.3334 (4)	0.9427 (6)	−0.0193 (3)	0.0326 (13)	0.528 (4)
H18A	0.3667	0.9297	−0.0740	0.039*	0.528 (4)
H18B	0.3353	1.0526	−0.0040	0.039*	0.528 (4)
C19A	0.3931 (5)	0.8491 (7)	0.0547 (4)	0.0465 (18)	0.528 (4)
H19A	0.4664	0.8797	0.0595	0.056*	0.528 (4)
H19B	0.3650	0.8729	0.1107	0.056*	0.528 (4)
C20A	0.3849 (4)	0.6741 (7)	0.0376 (4)	0.0412 (16)	0.528 (4)
H20A	0.4188	0.6479	−0.0154	0.049*	0.528 (4)
H20B	0.4202	0.6178	0.0873	0.049*	0.528 (4)
N1B	0.2575 (10)	0.6571 (17)	0.0444 (10)	0.0193 (18)	0.472 (4)
C16B	0.2104 (14)	0.7419 (16)	−0.0325 (10)	0.022 (2)	0.472 (4)
H16C	0.1836	0.8409	−0.0133	0.026*	0.472 (4)
H16D	0.1518	0.6825	−0.0602	0.026*	0.472 (4)
C17B	0.2883 (4)	0.7704 (7)	−0.0991 (3)	0.0319 (14)	0.472 (4)
H17C	0.2550	0.8296	−0.1485	0.038*	0.472 (4)
H17D	0.3109	0.6714	−0.1219	0.038*	0.472 (4)
C18B	0.3841 (4)	0.8600 (7)	−0.0579 (4)	0.0354 (15)	0.472 (4)
H18C	0.3632	0.9635	−0.0406	0.043*	0.472 (4)
H18D	0.4355	0.8707	−0.1010	0.043*	0.472 (4)
C19B	0.4330 (5)	0.7707 (9)	0.0244 (4)	0.0401 (17)	0.472 (4)
H19C	0.4602	0.6712	0.0062	0.048*	0.472 (4)
H19D	0.4910	0.8302	0.0531	0.048*	0.472 (4)
C20B	0.3518 (4)	0.7444 (7)	0.0884 (4)	0.0313 (15)	0.472 (4)
H20C	0.3290	0.8440	0.1102	0.038*	0.472 (4)
H20D	0.3823	0.6848	0.1388	0.038*	0.472 (4)

	U11	U22	U33	U12	U13	U23
Pt1	0.00901 (5)	0.01308 (6)	0.01504 (5)	−0.00236 (4)	−0.00124 (3)	−0.00214 (5)
Cl1	0.0188 (2)	0.0172 (3)	0.0235 (2)	−0.00130 (19)	−0.00079 (19)	−0.0069 (2)
N3	0.0136 (8)	0.0151 (8)	0.0185 (9)	−0.0028 (6)	−0.0025 (7)	0.0011 (7)
N5	0.0157 (9)	0.0199 (10)	0.0283 (10)	−0.0044 (7)	−0.0048 (8)	0.0064 (8)
O1	0.0148 (8)	0.0358 (9)	0.0435 (10)	−0.0079 (7)	−0.0099 (7)	0.0215 (8)
O13	0.0265 (10)	0.0429 (11)	0.0482 (11)	−0.0006 (8)	0.0184 (8)	0.0072 (9)
C2	0.0170 (10)	0.0261 (13)	0.0292 (12)	−0.0034 (9)	−0.0059 (9)	0.0084 (10)
C4	0.0147 (10)	0.0155 (11)	0.0223 (11)	0.0003 (8)	−0.0016 (8)	−0.0010 (8)
C6	0.0219 (12)	0.0269 (13)	0.0441 (15)	0.0002 (10)	−0.0059 (11)	0.0114 (11)
C7	0.0116 (9)	0.0200 (11)	0.0166 (10)	−0.0031 (8)	−0.0033 (7)	0.0008 (8)
C8	0.0200 (11)	0.0199 (12)	0.0249 (11)	−0.0012 (9)	0.0038 (9)	−0.0053 (9)
C9	0.0225 (12)	0.0213 (12)	0.0318 (13)	−0.0069 (9)	0.0037 (10)	−0.0019 (9)
C10	0.0182 (11)	0.0328 (14)	0.0207 (11)	−0.0034 (9)	0.0028 (9)	0.0021 (10)
C11	0.0215 (11)	0.0296 (13)	0.0176 (10)	0.0065 (9)	0.0023 (9)	−0.0039 (9)
C12	0.0229 (11)	0.0172 (11)	0.0189 (11)	−0.0002 (8)	−0.0047 (9)	−0.0023 (9)
C14	0.0452 (19)	0.067 (2)	0.065 (2)	0.0210 (16)	0.0385 (16)	0.0228 (17)
N1A	0.005 (3)	0.029 (5)	0.038 (6)	0.001 (2)	−0.001 (3)	0.013 (4)
C16A	0.015 (2)	0.011 (4)	0.016 (4)	−0.006 (3)	−0.007 (3)	−0.002 (3)
C17A	0.025 (2)	0.027 (3)	0.033 (3)	−0.0048 (18)	0.0040 (19)	0.004 (2)
C18A	0.033 (3)	0.029 (3)	0.033 (3)	−0.018 (2)	−0.008 (2)	0.009 (2)
C19A	0.039 (4)	0.048 (4)	0.047 (4)	−0.029 (3)	−0.025 (3)	0.023 (3)
C20A	0.018 (2)	0.047 (4)	0.056 (4)	−0.010 (2)	−0.010 (2)	0.031 (3)
N1B	0.006 (4)	0.023 (5)	0.029 (5)	−0.007 (3)	−0.002 (3)	0.006 (3)
C16B	0.019 (3)	0.021 (7)	0.026 (6)	−0.010 (4)	−0.005 (4)	−0.002 (4)
C17B	0.025 (3)	0.045 (3)	0.025 (3)	−0.014 (2)	−0.004 (2)	0.010 (2)
C18B	0.023 (3)	0.042 (4)	0.041 (3)	−0.019 (2)	−0.002 (2)	0.009 (3)
C19B	0.026 (3)	0.054 (5)	0.038 (4)	−0.020 (3)	−0.011 (3)	0.016 (3)
C20B	0.033 (3)	0.030 (3)	0.028 (3)	−0.022 (2)	−0.014 (2)	0.008 (2)

Pt1—N3i	2.0293 (16)	N1A—C20A	1.449 (14)
Pt1—N3	2.0293 (16)	N1A—C16A	1.49 (2)
Pt1—Cl1i	2.3108 (5)	C16A—C17A	1.574 (11)
Pt1—Cl1	2.3108 (5)	C16A—H16A	0.9700
N3—C2	1.307 (3)	C16A—H16B	0.9700
N3—C4	1.471 (3)	C17A—C18A	1.528 (6)
N5—C6	1.463 (3)	C17A—H17A	0.9700
N5—C4	1.481 (2)	C17A—H17B	0.9700
N5—O1	1.485 (2)	C18A—C19A	1.525 (7)
O1—C2	1.362 (2)	C18A—H18A	0.9700
O13—C10	1.372 (3)	C18A—H18B	0.9700
O13—C14	1.417 (3)	C19A—C20A	1.525 (9)
C2—N1B	1.333 (17)	C19A—H19A	0.9700
C2—N1A	1.353 (16)	C19A—H19B	0.9700
C4—C7	1.504 (3)	C20A—H20A	0.9700
C4—H4	0.9800	C20A—H20B	0.9700
C6—H6A	0.9600	N1B—C16B	1.45 (2)
C6—H6B	0.9600	N1B—C20B	1.520 (16)
C6—H6C	0.9600	C16B—C17B	1.496 (18)
C7—C8	1.386 (3)	C16B—H16C	0.9700
C7—C12	1.389 (3)	C16B—H16D	0.9700
C8—C9	1.385 (3)	C17B—C18B	1.530 (6)
C8—H8	0.9300	C17B—H17C	0.9700
C9—C10	1.383 (3)	C17B—H17D	0.9700
C9—H9	0.9300	C18B—C19B	1.544 (8)
C10—C11	1.395 (3)	C18B—H18C	0.9700
C11—C12	1.391 (3)	C18B—H18D	0.9700
C11—H11	0.9300	C19B—C20B	1.497 (10)
C12—H12	0.9300	C19B—H19C	0.9700
C14—H14A	0.9600	C19B—H19D	0.9700
C14—H14B	0.9600	C20B—H20C	0.9700
C14—H14C	0.9600	C20B—H20D	0.9700
N3i—Pt1—N3	180.0	C17A—C16A—H16A	110.2
N3i—Pt1—Cl1i	90.20 (5)	N1A—C16A—H16B	110.2
N3—Pt1—Cl1i	89.80 (5)	C17A—C16A—H16B	110.2
N3i—Pt1—Cl1	89.80 (5)	H16A—C16A—H16B	108.5
N3—Pt1—Cl1	90.20 (5)	C18A—C17A—C16A	111.2 (7)
Cl1i—Pt1—Cl1	180.0	C18A—C17A—H17A	109.4
C2—N3—C4	106.24 (16)	C16A—C17A—H17A	109.4
C2—N3—Pt1	133.39 (15)	C18A—C17A—H17B	109.4
C4—N3—Pt1	120.06 (12)	C16A—C17A—H17B	109.4
C6—N5—C4	113.41 (17)	H17A—C17A—H17B	108.0
C6—N5—O1	104.81 (17)	C19A—C18A—C17A	110.2 (4)
C4—N5—O1	100.75 (14)	C19A—C18A—H18A	109.6
C2—O1—N5	103.55 (16)	C17A—C18A—H18A	109.6
C10—O13—C14	117.7 (2)	C19A—C18A—H18B	109.6
N3—C2—N1B	128.4 (6)	C17A—C18A—H18B	109.6
N3—C2—N1A	133.4 (6)	H18A—C18A—H18B	108.1
N1B—C2—N1A	19.0 (6)	C20A—C19A—C18A	111.8 (4)
N3—C2—O1	114.03 (19)	C20A—C19A—H19A	109.3
N1B—C2—O1	116.7 (6)	C18A—C19A—H19A	109.3
N1A—C2—O1	111.4 (6)	C20A—C19A—H19B	109.3
N3—C4—N5	101.72 (15)	C18A—C19A—H19B	109.3
N3—C4—C7	116.68 (17)	H19A—C19A—H19B	107.9
N5—C4—C7	108.50 (16)	N1A—C20A—C19A	109.5 (7)
N3—C4—H4	109.8	N1A—C20A—H20A	109.8
N5—C4—H4	109.8	C19A—C20A—H20A	109.8
C7—C4—H4	109.8	N1A—C20A—H20B	109.8
N5—C6—H6A	109.5	C19A—C20A—H20B	109.8
N5—C6—H6B	109.5	H20A—C20A—H20B	108.2
H6A—C6—H6B	109.5	C2—N1B—C16B	128.7 (13)
N5—C6—H6C	109.5	C2—N1B—C20B	120.2 (12)
H6A—C6—H6C	109.5	C16B—N1B—C20B	111.1 (12)
H6B—C6—H6C	109.5	N1B—C16B—C17B	111.5 (12)
C8—C7—C12	119.0 (2)	N1B—C16B—H16C	109.3
C8—C7—C4	118.74 (19)	C17B—C16B—H16C	109.3
C12—C7—C4	122.15 (19)	N1B—C16B—H16D	109.3
C9—C8—C7	120.8 (2)	C17B—C16B—H16D	109.3
C9—C8—H8	119.6	H16C—C16B—H16D	108.0
C7—C8—H8	119.6	C16B—C17B—C18B	111.4 (6)
C10—C9—C8	120.0 (2)	C16B—C17B—H17C	109.4
C10—C9—H9	120.0	C18B—C17B—H17C	109.4
C8—C9—H9	120.0	C16B—C17B—H17D	109.4
O13—C10—C9	115.2 (2)	C18B—C17B—H17D	109.4
O13—C10—C11	125.0 (2)	H17C—C17B—H17D	108.0
C9—C10—C11	119.9 (2)	C17B—C18B—C19B	109.3 (4)
C12—C11—C10	119.5 (2)	C17B—C18B—H18C	109.8
C12—C11—H11	120.2	C19B—C18B—H18C	109.8
C10—C11—H11	120.2	C17B—C18B—H18D	109.8
C7—C12—C11	120.7 (2)	C19B—C18B—H18D	109.8
C7—C12—H12	119.6	H18C—C18B—H18D	108.3
C11—C12—H12	119.6	C20B—C19B—C18B	109.9 (5)
O13—C14—H14A	109.5	C20B—C19B—H19C	109.7
O13—C14—H14B	109.5	C18B—C19B—H19C	109.7
H14A—C14—H14B	109.5	C20B—C19B—H19D	109.7
O13—C14—H14C	109.5	C18B—C19B—H19D	109.7
H14A—C14—H14C	109.5	H19C—C19B—H19D	108.2
H14B—C14—H14C	109.5	C19B—C20B—N1B	111.0 (7)
C2—N1A—C20A	124.3 (11)	C19B—C20B—H20C	109.4
C2—N1A—C16A	120.9 (11)	N1B—C20B—H20C	109.4
C20A—N1A—C16A	114.6 (12)	C19B—C20B—H20D	109.4
N1A—C16A—C17A	107.4 (8)	N1B—C20B—H20D	109.4
N1A—C16A—H16A	110.2	H20C—C20B—H20D	108.0
N3i—Pt1—N3—C2	−49 (15)	C8—C9—C10—C11	−1.0 (3)
Cl1i—Pt1—N3—C2	116.2 (2)	O13—C10—C11—C12	−179.11 (19)
Cl1—Pt1—N3—C2	−63.8 (2)	C9—C10—C11—C12	−0.5 (3)
N3i—Pt1—N3—C4	138 (15)	C8—C7—C12—C11	−0.7 (3)
Cl1i—Pt1—N3—C4	−56.47 (15)	C4—C7—C12—C11	−177.36 (17)
Cl1—Pt1—N3—C4	123.53 (15)	C10—C11—C12—C7	1.4 (3)
C6—N5—O1—C2	150.49 (18)	N3—C2—N1A—C20A	−172.2 (6)
C4—N5—O1—C2	32.6 (2)	N1B—C2—N1A—C20A	105 (4)
C4—N3—C2—N1B	−175.5 (7)	O1—C2—N1A—C20A	−5.4 (10)
Pt1—N3—C2—N1B	11.1 (8)	N3—C2—N1A—C16A	2.7 (12)
C4—N3—C2—N1A	160.1 (6)	N1B—C2—N1A—C16A	−80 (4)
Pt1—N3—C2—N1A	−13.3 (7)	O1—C2—N1A—C16A	169.5 (7)
C4—N3—C2—O1	−6.4 (3)	C2—N1A—C16A—C17A	125.3 (10)
Pt1—N3—C2—O1	−179.78 (15)	C20A—N1A—C16A—C17A	−59.3 (12)
N5—O1—C2—N3	−17.2 (3)	N1A—C16A—C17A—C18A	55.0 (11)
N5—O1—C2—N1B	153.3 (5)	C16A—C17A—C18A—C19A	−54.4 (8)
N5—O1—C2—N1A	173.3 (5)	C17A—C18A—C19A—C20A	54.6 (8)
C2—N3—C4—N5	27.1 (2)	C2—N1A—C20A—C19A	−124.4 (8)
Pt1—N3—C4—N5	−158.46 (13)	C16A—N1A—C20A—C19A	60.3 (10)
C2—N3—C4—C7	144.93 (19)	C18A—C19A—C20A—N1A	−56.2 (9)
Pt1—N3—C4—C7	−40.6 (2)	N3—C2—N1B—C16B	−30.5 (13)
C6—N5—C4—N3	−146.99 (18)	N1A—C2—N1B—C16B	83 (4)
O1—N5—C4—N3	−35.54 (19)	O1—C2—N1B—C16B	160.6 (9)
C6—N5—C4—C7	89.4 (2)	N3—C2—N1B—C20B	153.6 (5)
O1—N5—C4—C7	−159.12 (16)	N1A—C2—N1B—C20B	−93 (4)
N3—C4—C7—C8	144.73 (18)	O1—C2—N1B—C20B	−15.2 (9)
N5—C4—C7—C8	−101.2 (2)	C2—N1B—C16B—C17B	−118.6 (11)
N3—C4—C7—C12	−38.6 (3)	C20B—N1B—C16B—C17B	57.6 (10)
N5—C4—C7—C12	75.5 (2)	N1B—C16B—C17B—C18B	−57.4 (11)
C12—C7—C8—C9	−0.8 (3)	C16B—C17B—C18B—C19B	55.5 (9)
C4—C7—C8—C9	175.95 (18)	C17B—C18B—C19B—C20B	−55.6 (7)
C7—C8—C9—C10	1.7 (3)	C18B—C19B—C20B—N1B	56.9 (9)
C14—O13—C10—C9	−176.8 (2)	C2—N1B—C20B—C19B	118.3 (8)
C14—O13—C10—C11	1.8 (3)	C16B—N1B—C20B—C19B	−58.2 (10)
C8—C9—C10—O13	177.74 (19)

D—H···A	D—H	H···A	D···A	D—H···A
C14—H14C···Cl1ii	0.96	2.76	3.423 (3)	127

Table 1

Selected bond lengths (Å)

Pt1—N3	2.0293 (16)
Pt1—Cl1	2.3108 (5)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C14—H14C⋯Cl1i	0.96	2.76	3.423 (3)	127

Symmetry code: (i) .