Di­chlorido­[1,1-(di­phenyl­phosphino)hydrazide]palladium(II) di­chloro­methane monosolvate

In the title compound, [PdCl₂(C₂₄H₂₂N₂P₂)]·CH₂Cl₂, the palladium(II) atom is surrounded by a chelating P—N—P ligand Ph₂P—N(NH₂)—PPh₂ containing a hydrazine entity and two chlorido ligands in a distorted square-planar coordination geometry. Beside the complex mol­ecule, the asymmetric unit contains a co-crystallized di­chloro­methane mol­ecule. The contributions of further disordered solvent mol­ecules were removed from the diffraction data using the SQUEEZE [Spek (2015). Acta Cryst. C71, 9–18] procedure.

Key indicators

• Single-crystal X-ray study
• T = 200 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.022
• wR factor = 0.057
• Data-to-parameter ratio = 26.5

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT906_ALERT_3_C Large K Value in the Analysis of Variance ......      2.098 Check

Alert level G
PLAT014_ALERT_1_G N.O.K.   _shelx_fab_checksum Found in CIF ......     Please Check
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Pd1      --Cl1      .        9.5 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Pd1      --Cl2      .       10.5 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Pd1      --P1       .        7.0 s.u.
PLAT605_ALERT_4_G Largest Solvent Accessible VOID in the Structure        142 A   3  
PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle in CIF .... #         91 Check
              N1   -P1   -P2      1.555   1.555   1.555             38.56 Deg.
PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle in CIF .... #        101 Check
              N1   -P2   -P1      1.555   1.555   1.555             39.06 Deg.
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          6 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
   8 ALERT level G = General information/check it is not something unexpected

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   4 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
   3 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check


checkCIF publication errors

Alert level A
PUBL024_ALERT_1_A The number of authors is greater than 5.
              Please specify the role of each of the co-authors
              for your paper.

   1 ALERT level A = Data missing that is essential or data in wrong format
   0 ALERT level G = General alerts. Data that may be required is missing

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Computing details

Data collection: X-SHAPE (Stoe & Cie, 2005) and X-AREA (Stoe & Cie, 2012); cell refinement: X-SHAPE (Stoe & Cie, 2005) and X-AREA (Stoe & Cie, 2012); data reduction: X-SHAPE (Stoe & Cie, 2005) and X-AREA (Stoe & Cie, 2012); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014/7 (Sheldrick, 2015); molecular graphics: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: publCIF (Westrip, 2010).

Dichlorido[1,1-(diphenylphosphino)hydrazide]palladium(II) dichloromethane monosolvate

Crystal data

PdCl2[C24H22N2P2]·CH2Cl2	F(000) = 1328
Mr = 662.60	Dx = 1.510 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 11.7085 (3) Å	Cell parameters from 16993 reflections
b = 16.9319 (3) Å	θ = 1.8–29.7°
c = 15.2399 (4) Å	µ = 1.13 mm^−1
β = 105.3240 (19)°	T = 200 K
V = 2913.85 (12) Å^3	Prism, yellow
Z = 4	0.45 × 0.35 × 0.11 mm

Data collection

STOE IPDS II diffractometer	7032 independent reflections
Radiation source: fine-focus sealed tube	6060 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.027
ω scans	θmax = 28.0°, θmin = 1.8°
Absorption correction: numerical (X-SHAPE; Stoe & Cie, 2005)	h = −15→15
Tmin = 0.621, Tmax = 0.897	k = −22→22
50295 measured reflections	l = −20→20

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.022	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.057	w = 1/[σ^2(Fo^2) + (0.0388P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.00	(Δ/σ)max = 0.001
7032 reflections	Δρmax = 0.45 e Å^−3
265 parameters	Δρmin = −0.47 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
C1	1.16203 (9)	0.24562 (6)	0.24613 (9)	0.0297 (3)
C2	1.19152 (12)	0.16638 (6)	0.24250 (10)	0.0450 (5)
H2	1.1390	0.1266	0.2523	0.054*
C3	1.29786 (13)	0.14534 (6)	0.22455 (12)	0.0593 (6)
H3	1.3180	0.0912	0.2221	0.071*
C4	1.37472 (11)	0.20353 (9)	0.21024 (13)	0.0602 (6)
H4	1.4474	0.1892	0.1980	0.072*
C5	1.34524 (11)	0.28277 (8)	0.21387 (13)	0.0615 (6)
H5	1.3978	0.3225	0.2041	0.074*
C6	1.23890 (11)	0.30381 (5)	0.23181 (11)	0.0451 (5)
H6	1.2187	0.3580	0.2343	0.054*
C7	1.03729 (10)	0.36784 (5)	0.31523 (7)	0.0273 (3)
C8	1.12961 (9)	0.38617 (6)	0.39076 (8)	0.0384 (4)
H8	1.1909	0.3489	0.4134	0.046*
C9	1.13219 (11)	0.45907 (7)	0.43318 (8)	0.0477 (5)
H9	1.1953	0.4716	0.4848	0.057*
C10	1.04245 (12)	0.51364 (5)	0.40006 (9)	0.0443 (5)
H10	1.0442	0.5635	0.4291	0.053*
C11	0.95013 (10)	0.49531 (6)	0.32453 (9)	0.0442 (5)
H11	0.8888	0.5326	0.3019	0.053*
C12	0.94755 (9)	0.42241 (6)	0.28211 (7)	0.0358 (4)
H12	0.8845	0.4099	0.2305	0.043*
C13	0.77590 (10)	0.20421 (7)	0.37647 (8)	0.0303 (3)
C14	0.80666 (10)	0.27162 (7)	0.42952 (9)	0.0432 (4)
H14	0.8776	0.2991	0.4301	0.052*
C15	0.73365 (13)	0.29878 (7)	0.48163 (10)	0.0548 (6)
H15	0.7547	0.3449	0.5179	0.066*
C16	0.62987 (13)	0.25853 (9)	0.48071 (10)	0.0575 (6)
H16	0.5800	0.2771	0.5163	0.069*
C17	0.59911 (10)	0.19112 (9)	0.42767 (11)	0.0546 (6)
H17	0.5282	0.1636	0.4270	0.065*
C18	0.67212 (11)	0.16396 (7)	0.37555 (9)	0.0437 (5)
H18	0.6511	0.1179	0.3393	0.052*
C19	0.86740 (11)	0.06762 (5)	0.30367 (8)	0.0292 (3)
C20	0.87356 (12)	0.02481 (7)	0.38262 (7)	0.0428 (4)
H20	0.8742	0.0516	0.4375	0.051*
C21	0.87878 (14)	−0.05718 (7)	0.38123 (9)	0.0565 (6)
H21	0.8830	−0.0864	0.4352	0.068*
C22	0.87785 (14)	−0.09636 (5)	0.30090 (12)	0.0593 (7)
H22	0.8814	−0.1524	0.2999	0.071*
C23	0.87169 (14)	−0.05356 (7)	0.22195 (9)	0.0582 (6)
H23	0.8710	−0.0803	0.1670	0.070*
C24	0.86646 (13)	0.02843 (7)	0.22334 (7)	0.0417 (4)
H24	0.8623	0.0577	0.1694	0.050*
C25	0.3215 (2)	1.00146 (18)	0.44188 (18)	0.0617 (6)
H25A	0.3387	0.9647	0.4943	0.074*
H25B	0.3328	1.0559	0.4663	0.074*
N1	1.00533 (12)	0.20686 (8)	0.34971 (9)	0.0261 (3)
N2	1.07577 (14)	0.18939 (9)	0.43796 (10)	0.0320 (3)
H2A	1.149 (2)	0.1760 (13)	0.4333 (15)	0.038*
H2B	1.082 (2)	0.2285 (14)	0.4706 (16)	0.038*
P1	1.02368 (4)	0.27021 (2)	0.26825 (3)	0.02381 (8)
P2	0.86725 (4)	0.17321 (2)	0.30531 (3)	0.02387 (8)
Cl1	0.86063 (4)	0.30782 (3)	0.04595 (3)	0.04087 (11)
Cl2	0.65519 (4)	0.18738 (2)	0.11563 (3)	0.03397 (9)
Cl3	0.42219 (6)	0.98440 (5)	0.37823 (5)	0.06769 (18)
Cl4	0.17481 (5)	0.98982 (4)	0.38098 (5)	0.05934 (15)
Pd1	0.84858 (2)	0.23671 (2)	0.17587 (2)	0.02260 (4)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0232 (8)	0.0348 (8)	0.0307 (8)	0.0029 (6)	0.0063 (6)	0.0013 (6)
C2	0.0492 (12)	0.0383 (10)	0.0525 (12)	0.0087 (9)	0.0224 (10)	0.0052 (9)
C3	0.0608 (15)	0.0577 (14)	0.0662 (15)	0.0288 (12)	0.0289 (13)	0.0071 (12)
C4	0.0356 (12)	0.0852 (18)	0.0626 (15)	0.0183 (12)	0.0181 (11)	−0.0026 (13)
C5	0.0354 (12)	0.0726 (16)	0.0837 (18)	−0.0063 (11)	0.0284 (12)	−0.0042 (14)
C6	0.0316 (10)	0.0434 (11)	0.0644 (14)	−0.0029 (8)	0.0198 (9)	−0.0007 (9)
C7	0.0269 (8)	0.0264 (7)	0.0297 (8)	−0.0012 (6)	0.0096 (6)	0.0032 (6)
C8	0.0397 (10)	0.0319 (9)	0.0380 (10)	0.0008 (7)	0.0003 (8)	0.0004 (7)
C9	0.0589 (14)	0.0376 (10)	0.0408 (11)	−0.0066 (9)	0.0030 (10)	−0.0066 (8)
C10	0.0595 (14)	0.0299 (9)	0.0502 (12)	−0.0036 (9)	0.0262 (11)	−0.0057 (8)
C11	0.0431 (12)	0.0321 (9)	0.0623 (13)	0.0081 (8)	0.0226 (10)	0.0041 (9)
C12	0.0296 (9)	0.0345 (9)	0.0440 (10)	0.0024 (7)	0.0108 (8)	0.0028 (7)
C13	0.0280 (8)	0.0382 (9)	0.0242 (7)	0.0013 (7)	0.0064 (6)	0.0041 (7)
C14	0.0450 (12)	0.0463 (11)	0.0414 (11)	−0.0047 (9)	0.0169 (9)	−0.0047 (9)
C15	0.0620 (15)	0.0597 (14)	0.0487 (12)	−0.0002 (12)	0.0251 (11)	−0.0140 (11)
C16	0.0557 (15)	0.0773 (16)	0.0489 (13)	0.0082 (12)	0.0305 (11)	−0.0038 (11)
C17	0.0401 (12)	0.0717 (15)	0.0587 (14)	−0.0052 (10)	0.0250 (11)	−0.0033 (12)
C18	0.0334 (10)	0.0561 (12)	0.0433 (11)	−0.0075 (9)	0.0129 (8)	−0.0069 (9)
C19	0.0225 (8)	0.0276 (8)	0.0355 (9)	−0.0022 (6)	0.0039 (7)	0.0054 (6)
C20	0.0383 (11)	0.0418 (10)	0.0480 (11)	−0.0009 (8)	0.0109 (9)	0.0156 (9)
C21	0.0400 (12)	0.0423 (11)	0.0863 (18)	0.0007 (9)	0.0152 (12)	0.0338 (12)
C22	0.0352 (11)	0.0272 (9)	0.113 (2)	0.0012 (8)	0.0159 (13)	0.0108 (12)
C23	0.0567 (14)	0.0352 (10)	0.0802 (18)	0.0027 (10)	0.0138 (13)	−0.0131 (11)
C24	0.0462 (12)	0.0316 (9)	0.0459 (11)	0.0012 (8)	0.0095 (9)	−0.0015 (8)
C25	0.0455 (14)	0.0845 (18)	0.0543 (14)	0.0003 (12)	0.0115 (11)	−0.0174 (13)
N1	0.0234 (7)	0.0290 (6)	0.0225 (6)	−0.0021 (5)	−0.0001 (5)	0.0062 (5)
N2	0.0322 (8)	0.0340 (8)	0.0233 (7)	−0.0010 (6)	−0.0044 (6)	0.0040 (6)
P1	0.02071 (19)	0.02514 (18)	0.02432 (18)	−0.00050 (15)	0.00374 (15)	0.00298 (15)
P2	0.0231 (2)	0.02573 (19)	0.02144 (18)	−0.00157 (15)	0.00356 (15)	0.00300 (14)
Cl1	0.0304 (2)	0.0578 (3)	0.0335 (2)	−0.00264 (19)	0.00691 (17)	0.01967 (19)
Cl2	0.0289 (2)	0.0367 (2)	0.0316 (2)	−0.00911 (16)	−0.00041 (16)	0.00507 (16)
Cl3	0.0422 (3)	0.0957 (5)	0.0652 (4)	0.0064 (3)	0.0142 (3)	−0.0215 (3)
Cl4	0.0398 (3)	0.0707 (4)	0.0663 (4)	0.0047 (3)	0.0119 (3)	0.0001 (3)
Pd1	0.02080 (6)	0.02542 (6)	0.02001 (6)	−0.00052 (4)	0.00263 (4)	0.00301 (4)

Geometric parameters (Å, º)

C1—C2	1.3900	C16—C17	1.3900
C1—C6	1.3900	C16—H16	0.9500
C1—P1	1.7888	C17—C18	1.3900
C2—C3	1.3900	C17—H17	0.9500
C2—H2	0.9500	C18—H18	0.9500
C3—C4	1.3900	C19—C20	1.3900
C3—H3	0.9500	C19—C24	1.3900
C4—C5	1.3900	C19—P2	1.7880
C4—H4	0.9500	C20—C21	1.3900
C5—C6	1.3900	C20—H20	0.9500
C5—H5	0.9500	C21—C22	1.3900
C6—H6	0.9500	C21—H21	0.9500
C7—C8	1.3900	C22—C23	1.3900
C7—C12	1.3900	C22—H22	0.9500
C7—P1	1.7917	C23—C24	1.3900
C8—C9	1.3900	C23—H23	0.9500
C8—H8	0.9500	C24—H24	0.9500
C9—C10	1.3900	C25—Cl4	1.734 (3)
C9—H9	0.9500	C25—Cl3	1.738 (3)
C10—C11	1.3900	C25—H25A	0.9900
C10—H10	0.9500	C25—H25B	0.9900
C11—C12	1.3900	N1—N2	1.4108 (18)
C11—H11	0.9500	N1—P2	1.6787 (14)
C12—H12	0.9500	N1—P1	1.6968 (13)
C13—C14	1.3900	N2—H2A	0.91 (2)
C13—C18	1.3900	N2—H2B	0.82 (2)
C13—P2	1.7912	P1—Pd1	2.2319 (4)
C14—C15	1.3900	P1—P2	2.6303 (6)
C14—H14	0.9500	P2—Pd1	2.2063 (4)
C15—C16	1.3900	Cl1—Pd1	2.3531 (4)
C15—H15	0.9500	Cl2—Pd1	2.3599 (4)
C2—C1—C6	120.0	C20—C19—P2	120.62 (7)
C2—C1—P1	118.62 (7)	C24—C19—P2	119.33 (7)
C6—C1—P1	121.38 (7)	C19—C20—C21	120.0
C3—C2—C1	120.0	C19—C20—H20	120.0
C3—C2—H2	120.0	C21—C20—H20	120.0
C1—C2—H2	120.0	C22—C21—C20	120.0
C4—C3—C2	120.0	C22—C21—H21	120.0
C4—C3—H3	120.0	C20—C21—H21	120.0
C2—C3—H3	120.0	C21—C22—C23	120.0
C3—C4—C5	120.0	C21—C22—H22	120.0
C3—C4—H4	120.0	C23—C22—H22	120.0
C5—C4—H4	120.0	C24—C23—C22	120.0
C6—C5—C4	120.0	C24—C23—H23	120.0
C6—C5—H5	120.0	C22—C23—H23	120.0
C4—C5—H5	120.0	C23—C24—C19	120.0
C5—C6—C1	120.0	C23—C24—H24	120.0
C5—C6—H6	120.0	C19—C24—H24	120.0
C1—C6—H6	120.0	Cl4—C25—Cl3	113.86 (14)
C8—C7—C12	120.0	Cl4—C25—H25A	108.8
C8—C7—P1	120.30 (6)	Cl3—C25—H25A	108.8
C12—C7—P1	119.30 (6)	Cl4—C25—H25B	108.8
C9—C8—C7	120.0	Cl3—C25—H25B	108.8
C9—C8—H8	120.0	H25A—C25—H25B	107.7
C7—C8—H8	120.0	N2—N1—P2	124.84 (11)
C8—C9—C10	120.0	N2—N1—P1	132.44 (11)
C8—C9—H9	120.0	P2—N1—P1	102.38 (7)
C10—C9—H9	120.0	N1—N2—H2A	107.7 (14)
C9—C10—C11	120.0	N1—N2—H2B	110.1 (16)
C9—C10—H10	120.0	H2A—N2—H2B	109 (2)
C11—C10—H10	120.0	N1—P1—C1	106.66 (6)
C12—C11—C10	120.0	N1—P1—C7	107.82 (6)
C12—C11—H11	120.0	C1—P1—C7	107.50 (6)
C10—C11—H11	120.0	N1—P1—Pd1	91.61 (5)
C11—C12—C7	120.0	C1—P1—Pd1	123.27 (5)
C11—C12—H12	120.0	C7—P1—Pd1	117.16 (4)
C7—C12—H12	120.0	N1—P1—P2	38.56 (5)
C14—C13—C18	120.0	C1—P1—P2	127.72 (4)
C14—C13—P2	119.23 (7)	C7—P1—P2	118.93 (4)
C18—C13—P2	120.69 (7)	Pd1—P1—P2	53.206 (12)
C13—C14—C15	120.0	N1—P2—C19	109.91 (7)
C13—C14—H14	120.0	N1—P2—C13	108.79 (6)
C15—C14—H14	120.0	C19—P2—C13	107.73 (6)
C14—C15—C16	120.0	N1—P2—Pd1	92.99 (5)
C14—C15—H15	120.0	C19—P2—Pd1	118.36 (4)
C16—C15—H15	120.0	C13—P2—Pd1	117.68 (5)
C17—C16—C15	120.0	N1—P2—P1	39.06 (5)
C17—C16—H16	120.0	C19—P2—P1	128.18 (5)
C15—C16—H16	120.0	C13—P2—P1	120.53 (4)
C16—C17—C18	120.0	Pd1—P2—P1	54.104 (13)
C16—C17—H17	120.0	P2—Pd1—P1	72.689 (15)
C18—C17—H17	120.0	P2—Pd1—Cl1	171.075 (16)
C17—C18—C13	120.0	P1—Pd1—Cl1	98.708 (16)
C17—C18—H18	120.0	P2—Pd1—Cl2	91.915 (15)
C13—C18—H18	120.0	P1—Pd1—Cl2	164.224 (16)
C20—C19—C24	120.0	Cl1—Pd1—Cl2	96.807 (16)
C6—C1—C2—C3	0.0	C2—C1—P1—N1	40.69 (10)
P1—C1—C2—C3	179.37 (11)	C6—C1—P1—N1	−139.95 (9)
C1—C2—C3—C4	0.0	C2—C1—P1—C7	156.12 (8)
C2—C3—C4—C5	0.0	C6—C1—P1—C7	−24.52 (10)
C3—C4—C5—C6	0.0	C2—C1—P1—Pd1	−62.69 (9)
C4—C5—C6—C1	0.0	C6—C1—P1—Pd1	116.67 (8)
C2—C1—C6—C5	0.0	C2—C1—P1—P2	3.85 (11)
P1—C1—C6—C5	−179.35 (11)	C6—C1—P1—P2	−176.79 (7)
C12—C7—C8—C9	0.0	C8—C7—P1—N1	61.04 (9)
P1—C7—C8—C9	−172.65 (9)	C12—C7—P1—N1	−111.66 (8)
C7—C8—C9—C10	0.0	C8—C7—P1—C1	−53.62 (9)
C8—C9—C10—C11	0.0	C12—C7—P1—C1	133.68 (8)
C9—C10—C11—C12	0.0	C8—C7—P1—Pd1	162.46 (6)
C10—C11—C12—C7	0.0	C12—C7—P1—Pd1	−10.24 (8)
C8—C7—C12—C11	0.0	C8—C7—P1—P2	101.51 (7)
P1—C7—C12—C11	172.72 (9)	C12—C7—P1—P2	−71.19 (8)
C18—C13—C14—C15	0.0	N2—N1—P2—C19	−59.36 (15)
P2—C13—C14—C15	176.77 (10)	P1—N1—P2—C19	126.65 (7)
C13—C14—C15—C16	0.0	N2—N1—P2—C13	58.37 (15)
C14—C15—C16—C17	0.0	P1—N1—P2—C13	−115.63 (7)
C15—C16—C17—C18	0.0	N2—N1—P2—Pd1	178.98 (14)
C16—C17—C18—C13	0.0	P1—N1—P2—Pd1	4.98 (7)
C14—C13—C18—C17	0.0	N2—N1—P2—P1	173.99 (19)
P2—C13—C18—C17	−176.72 (10)	C20—C19—P2—N1	77.91 (9)
C24—C19—C20—C21	0.0	C24—C19—P2—N1	−99.32 (9)
P2—C19—C20—C21	−177.21 (10)	C20—C19—P2—C13	−40.47 (9)
C19—C20—C21—C22	0.0	C24—C19—P2—C13	142.30 (8)
C20—C21—C22—C23	0.0	C20—C19—P2—Pd1	−177.10 (6)
C21—C22—C23—C24	0.0	C24—C19—P2—Pd1	5.67 (9)
C22—C23—C24—C19	0.0	C20—C19—P2—P1	117.93 (7)
C20—C19—C24—C23	0.0	C24—C19—P2—P1	−59.30 (9)
P2—C19—C24—C23	177.25 (10)	C14—C13—P2—N1	25.72 (10)
N2—N1—P1—C1	56.23 (17)	C18—C13—P2—N1	−157.53 (8)
P2—N1—P1—C1	−130.46 (7)	C14—C13—P2—C19	144.83 (8)
N2—N1—P1—C7	−58.99 (17)	C18—C13—P2—C19	−38.43 (9)
P2—N1—P1—C7	114.33 (7)	C14—C13—P2—Pd1	−78.21 (8)
N2—N1—P1—Pd1	−178.24 (16)	C18—C13—P2—Pd1	98.54 (8)
P2—N1—P1—Pd1	−4.92 (7)	C14—C13—P2—P1	−15.55 (10)
N2—N1—P1—P2	−173.3 (2)	C18—C13—P2—P1	161.20 (7)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···Cl1^i	0.91 (2)	2.63 (2)	3.3066 (16)	132.0 (17)
N2—H2B···Cl2^i	0.82 (2)	2.58 (2)	3.3495 (17)	157 (2)

Symmetry code: (i) x+1/2, −y+1/2, z+1/2.