Opipramol dihydro-chloride.

THE TITLE COMPOUND (SYSTEMATIC NAME: 4-{3-[2-aza-tricyclo-[9.4.0.0(3,8)]penta-deca-1(15),3,5,7,11,13-hexaen-2-yl]prop-yl}-1-(2-hy-droxy-eth-yl)piperazine-1,4-diium dichloride), C(23)H(31)N(3)O(+)·2Cl(-), is the dihydro-chloride of a piperazine derivative bearing a bulky 3-(5H-dibenz[b,f]azepin-5-yl)propyl substituent. Protonation took place on both N atoms of the piperazine unit. The diaza-cyclo-hexane ring adopts a chair conformation. N-H⋯Cl, O-H⋯Cl and C-H⋯Cl hydrogen bonding as well as C-H⋯O contacts connect the components into a three-dimensional network in the crystal. Two C-H⋯π contacts are also observed.

Related literature

For applications of opipramol, see: Moller et al. (2001 ▶). For related structures, see: Jasinski et al. (2010 ▶); Fun et al. (2011 ▶); Siddegowda, Butcher et al. (2011 ▶); Siddegowda, Jasinski et al. (2011 ▶); Swamy et al. (2007 ▶). For graph-set analysis of hydrogen bonds, see: Etter et al. (1990 ▶); Bernstein et al. (1995 ▶). For puckering analysis, see: Cremer & Pople (1975 ▶); Boessenkool & Boeyens (1980 ▶).

Experimental

Crystal data

C23H31N3O2+·2Cl−

M = 436.41

Orthorhombic,

a = 33.6581 (6) Å

b = 9.4265 (2) Å

c = 6.8978 (1) Å

V = 2188.52 (7) Å3

Z = 4

Mo Kα radiation

μ = 0.32 mm−1

T = 200 K

0.51 × 0.27 × 0.14 mm

Data collection

Bruker APEXII CCD diffractometer

20068 measured reflections

5253 independent reflections

4854 reflections with I > 2σ(I)

R int = 0.030

Refinement

R[F 2 > 2σ(F 2)] = 0.027

wR(F 2) = 0.071

S = 1.03

5253 reflections

274 parameters

1 restraint

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.24 e Å−3

Δρmin = −0.21 e Å−3

Absolute structure: Flack (1983 ▶), 2293 Friedel pairs

Flack parameter: −0.004 (33)

Data collection: APEX2 (Bruker, 2010 ▶); cell refinement: SAINT (Bruker, 2010 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶) and Mercury (Macrae et al., 2008 ▶); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811042280/mw2030sup1.cif

Supplementary material file. DOI: 10.1107/S1600536811042280/mw2030Isup2.cdx

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811042280/mw2030Isup3.hkl

Supplementary material file. DOI: 10.1107/S1600536811042280/mw2030Isup4.cml

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

C23H31N3O2+·2Cl−	Dx = 1.324 Mg m−3
Mr = 436.41	Melting point = 482–484 K
Orthorhombic, Pna21	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2c -2n	Cell parameters from 9954 reflections
a = 33.6581 (6) Å	θ = 2.4–28.3°
b = 9.4265 (2) Å	µ = 0.32 mm−1
c = 6.8978 (1) Å	T = 200 K
V = 2188.52 (7) Å3	Platelet, green
Z = 4	0.51 × 0.27 × 0.14 mm
F(000) = 928

Bruker APEXII CCD diffractometer	4854 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.030
graphite	θmax = 28.3°, θmin = 2.2°
φ and ω scans	h = −44→44
20068 measured reflections	k = −12→9
5253 independent reflections	l = −9→9

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.027	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.071	w = 1/[σ2(Fo2) + (0.0469P)2 + 0.0541P] where P = (Fo2 + 2Fc2)/3
S = 1.03	(Δ/σ)max = 0.001
5253 reflections	Δρmax = 0.24 e Å−3
274 parameters	Δρmin = −0.21 e Å−3
1 restraint	Absolute structure: Flack (1983), 2293 Friedel pairs
Primary atom site location: structure-invariant direct methods	Flack parameter: −0.004 (33)

	x	y	z	Uiso*/Ueq
O1	0.33522 (3)	0.24837 (14)	0.58052 (17)	0.0359 (3)
H81	0.3356 (6)	0.173 (2)	0.631 (4)	0.044 (6)*
N1	0.05595 (3)	0.73088 (11)	0.60732 (17)	0.0210 (2)
N2	0.19011 (3)	0.51107 (11)	0.64833 (18)	0.0161 (2)
H72	0.1886 (5)	0.5036 (16)	0.530 (3)	0.020 (4)*
N3	0.27628 (3)	0.49616 (11)	0.69361 (16)	0.0174 (2)
H73	0.2750 (7)	0.500 (2)	0.835 (5)	0.074 (8)*
C1	0.00179 (4)	0.79746 (17)	0.2855 (2)	0.0294 (3)
H1	−0.0128	0.7742	0.1721	0.035*
C2	0.03133 (4)	0.89067 (17)	0.2622 (2)	0.0310 (3)
H2	0.0356	0.9237	0.1337	0.037*
C3	0.08286 (3)	0.64016 (15)	0.7199 (2)	0.0213 (3)
H3A	0.0719	0.5428	0.7253	0.026*
H3B	0.0846	0.6765	0.8543	0.026*
C4	0.12436 (4)	0.63572 (14)	0.6312 (2)	0.0239 (3)
H4A	0.1224	0.6198	0.4896	0.029*
H4B	0.1379	0.7275	0.6529	0.029*
C5	0.14816 (3)	0.51695 (13)	0.7235 (2)	0.0186 (2)
H5A	0.1487	0.5309	0.8657	0.022*
H5B	0.1349	0.4253	0.6970	0.022*
C6	0.31889 (4)	0.49360 (15)	0.6266 (3)	0.0237 (3)
H6A	0.3322	0.5816	0.6702	0.028*
H6B	0.3195	0.4921	0.4832	0.028*
C7	0.34174 (4)	0.36661 (17)	0.7029 (2)	0.0285 (3)
H7A	0.3705	0.3890	0.7074	0.034*
H7B	0.3328	0.3441	0.8362	0.034*
C11	0.01455 (3)	0.69862 (13)	0.6216 (2)	0.0207 (2)
C12	−0.01079 (4)	0.72710 (15)	0.4633 (2)	0.0232 (3)
C13	−0.05001 (4)	0.67850 (16)	0.4742 (2)	0.0292 (3)
H13	−0.0675	0.6980	0.3694	0.035*
C14	−0.06431 (4)	0.60348 (16)	0.6307 (3)	0.0332 (3)
H14	−0.0910	0.5707	0.6328	0.040*
C15	−0.03922 (4)	0.57682 (16)	0.7842 (3)	0.0332 (4)
H15	−0.0485	0.5242	0.8924	0.040*
C16	−0.00025 (4)	0.62655 (16)	0.7816 (2)	0.0272 (3)
H16	0.0164	0.6110	0.8908	0.033*
C21	0.06763 (4)	0.87575 (14)	0.5829 (2)	0.0219 (3)
C22	0.05776 (4)	0.94775 (16)	0.4107 (2)	0.0250 (3)
C23	0.07445 (5)	1.08179 (16)	0.3787 (3)	0.0338 (4)
H23	0.0679	1.1315	0.2633	0.041*
C24	0.10005 (5)	1.14375 (17)	0.5089 (3)	0.0400 (4)
H24	0.1118	1.2331	0.4808	0.048*
C25	0.10856 (5)	1.07525 (18)	0.6806 (3)	0.0383 (4)
H25	0.1256	1.1186	0.7728	0.046*
C26	0.09204 (4)	0.94189 (17)	0.7189 (3)	0.0294 (3)
H26	0.0975	0.8961	0.8386	0.035*
C31	0.21421 (3)	0.63744 (14)	0.7062 (2)	0.0199 (3)
H31A	0.2154	0.6432	0.8494	0.024*
H31B	0.2012	0.7248	0.6578	0.024*
C32	0.25605 (3)	0.62810 (13)	0.6249 (2)	0.0199 (2)
H32A	0.2549	0.6281	0.4815	0.024*
H32B	0.2715	0.7121	0.6666	0.024*
C33	0.25223 (3)	0.37093 (13)	0.6327 (2)	0.0190 (2)
H33A	0.2653	0.2829	0.6782	0.023*
H33B	0.2508	0.3674	0.4895	0.023*
C34	0.21058 (4)	0.37928 (14)	0.7157 (2)	0.0191 (2)
H34A	0.1952	0.2952	0.6742	0.023*
H34B	0.2119	0.3790	0.8591	0.023*
Cl1	0.172378 (10)	0.43277 (4)	0.23488 (5)	0.03102 (9)
Cl2	0.217571 (10)	0.00951 (3)	0.62670 (6)	0.02579 (8)

	U11	U22	U33	U12	U13	U23
O1	0.0419 (6)	0.0321 (6)	0.0337 (7)	0.0108 (5)	−0.0089 (5)	−0.0078 (5)
N1	0.0168 (4)	0.0210 (5)	0.0252 (6)	0.0029 (4)	−0.0012 (4)	0.0058 (5)
N2	0.0176 (5)	0.0147 (5)	0.0161 (6)	0.0006 (4)	−0.0018 (4)	0.0003 (4)
N3	0.0177 (5)	0.0200 (6)	0.0146 (5)	0.0015 (4)	−0.0007 (4)	−0.0010 (4)
C1	0.0297 (7)	0.0346 (8)	0.0240 (7)	0.0056 (6)	−0.0057 (5)	−0.0003 (6)
C2	0.0354 (7)	0.0339 (8)	0.0237 (8)	0.0069 (6)	0.0000 (6)	0.0072 (6)
C3	0.0179 (5)	0.0240 (6)	0.0219 (6)	0.0043 (5)	0.0001 (5)	0.0045 (6)
C4	0.0197 (6)	0.0267 (7)	0.0253 (7)	0.0060 (5)	0.0020 (5)	0.0062 (6)
C5	0.0150 (5)	0.0198 (6)	0.0209 (6)	0.0013 (4)	−0.0003 (5)	0.0007 (6)
C6	0.0164 (5)	0.0307 (7)	0.0241 (6)	−0.0005 (5)	0.0006 (6)	−0.0026 (6)
C7	0.0212 (6)	0.0377 (8)	0.0268 (7)	0.0080 (6)	−0.0065 (5)	−0.0059 (6)
C11	0.0181 (5)	0.0179 (6)	0.0262 (6)	0.0036 (4)	0.0004 (5)	−0.0018 (6)
C12	0.0224 (6)	0.0200 (7)	0.0272 (7)	0.0040 (5)	−0.0030 (5)	−0.0045 (6)
C13	0.0223 (7)	0.0274 (7)	0.0378 (8)	0.0037 (6)	−0.0064 (6)	−0.0095 (7)
C14	0.0221 (6)	0.0259 (7)	0.0517 (10)	−0.0012 (5)	0.0044 (7)	−0.0092 (8)
C15	0.0259 (7)	0.0245 (7)	0.0492 (11)	0.0017 (6)	0.0117 (6)	0.0049 (7)
C16	0.0229 (6)	0.0276 (7)	0.0312 (8)	0.0053 (6)	0.0038 (5)	0.0044 (6)
C21	0.0166 (6)	0.0210 (6)	0.0283 (8)	0.0044 (5)	0.0031 (5)	0.0019 (6)
C22	0.0228 (6)	0.0242 (7)	0.0280 (7)	0.0052 (6)	0.0045 (6)	0.0045 (6)
C23	0.0374 (8)	0.0238 (8)	0.0403 (9)	0.0067 (6)	0.0072 (7)	0.0092 (7)
C24	0.0353 (8)	0.0211 (8)	0.0637 (12)	−0.0021 (7)	0.0059 (8)	0.0027 (8)
C25	0.0284 (7)	0.0265 (8)	0.0598 (13)	0.0009 (6)	−0.0061 (7)	−0.0085 (7)
C26	0.0258 (6)	0.0265 (7)	0.0359 (8)	0.0040 (6)	−0.0024 (6)	0.0002 (7)
C31	0.0190 (5)	0.0152 (6)	0.0256 (7)	0.0010 (5)	−0.0004 (5)	−0.0032 (5)
C32	0.0218 (6)	0.0159 (5)	0.0220 (6)	−0.0002 (4)	−0.0004 (5)	0.0013 (6)
C33	0.0190 (5)	0.0161 (5)	0.0218 (6)	0.0023 (4)	−0.0001 (5)	−0.0019 (6)
C34	0.0204 (5)	0.0146 (6)	0.0224 (6)	0.0019 (5)	−0.0002 (5)	0.0026 (6)
Cl1	0.02975 (16)	0.0431 (2)	0.02020 (15)	0.00569 (15)	−0.00392 (14)	−0.00588 (17)
Cl2	0.03646 (17)	0.02445 (16)	0.01645 (14)	−0.00133 (13)	0.00162 (14)	−0.00090 (14)

O1—C7	1.4155 (19)	C11—C16	1.388 (2)
O1—H81	0.79 (2)	C11—C12	1.4112 (19)
N1—C11	1.4296 (15)	C12—C13	1.3995 (19)
N1—C21	1.4311 (17)	C13—C14	1.377 (2)
N1—C3	1.4681 (16)	C13—H13	0.9500
N2—C34	1.4947 (16)	C14—C15	1.377 (2)
N2—C31	1.4955 (16)	C14—H14	0.9500
N2—C5	1.5049 (16)	C15—C16	1.393 (2)
N2—H72	0.82 (2)	C15—H15	0.9500
N3—C33	1.4918 (16)	C16—H16	0.9500
N3—C32	1.4950 (16)	C21—C26	1.394 (2)
N3—C6	1.5069 (16)	C21—C22	1.408 (2)
N3—H73	0.98 (3)	C22—C23	1.400 (2)
C1—C2	1.336 (2)	C23—C24	1.375 (3)
C1—C12	1.457 (2)	C23—H23	0.9500
C1—H1	0.9500	C24—C25	1.379 (3)
C2—C22	1.460 (2)	C24—H24	0.9500
C2—H2	0.9500	C25—C26	1.400 (2)
C3—C4	1.5256 (17)	C25—H25	0.9500
C3—H3A	0.9900	C26—H26	0.9500
C3—H3B	0.9900	C31—C32	1.5183 (17)
C4—C5	1.5168 (18)	C31—H31A	0.9900
C4—H4A	0.9900	C31—H31B	0.9900
C4—H4B	0.9900	C32—H32A	0.9900
C5—H5A	0.9900	C32—H32B	0.9900
C5—H5B	0.9900	C33—C34	1.5160 (17)
C6—C7	1.517 (2)	C33—H33A	0.9900
C6—H6A	0.9900	C33—H33B	0.9900
C6—H6B	0.9900	C34—H34A	0.9900
C7—H7A	0.9900	C34—H34B	0.9900
C7—H7B	0.9900
C7—O1—H81	116.3 (18)	C13—C12—C1	117.91 (13)
C11—N1—C21	118.62 (10)	C11—C12—C1	124.22 (13)
C11—N1—C3	116.17 (10)	C14—C13—C12	122.66 (14)
C21—N1—C3	116.65 (10)	C14—C13—H13	118.7
C34—N2—C31	109.20 (10)	C12—C13—H13	118.7
C34—N2—C5	110.86 (10)	C15—C14—C13	118.80 (13)
C31—N2—C5	112.80 (10)	C15—C14—H14	120.6
C34—N2—H72	105.4 (11)	C13—C14—H14	120.6
C31—N2—H72	111.5 (11)	C14—C15—C16	120.43 (15)
C5—N2—H72	106.8 (11)	C14—C15—H15	119.8
C33—N3—C32	108.78 (10)	C16—C15—H15	119.8
C33—N3—C6	114.68 (10)	C11—C16—C15	120.82 (14)
C32—N3—C6	110.47 (10)	C11—C16—H16	119.6
C33—N3—H73	106.9 (13)	C15—C16—H16	119.6
C32—N3—H73	105.3 (13)	C26—C21—C22	119.42 (13)
C6—N3—H73	110.3 (13)	C26—C21—N1	120.63 (12)
C2—C1—C12	128.07 (14)	C22—C21—N1	119.64 (13)
C2—C1—H1	116.0	C23—C22—C21	118.25 (14)
C12—C1—H1	116.0	C23—C22—C2	117.80 (14)
C1—C2—C22	127.67 (14)	C21—C22—C2	123.94 (14)
C1—C2—H2	116.2	C24—C23—C22	122.13 (15)
C22—C2—H2	116.2	C24—C23—H23	118.9
N1—C3—C4	111.63 (11)	C22—C23—H23	118.9
N1—C3—H3A	109.3	C23—C24—C25	119.48 (15)
C4—C3—H3A	109.3	C23—C24—H24	120.3
N1—C3—H3B	109.3	C25—C24—H24	120.3
C4—C3—H3B	109.3	C24—C25—C26	120.03 (16)
H3A—C3—H3B	108.0	C24—C25—H25	120.0
C5—C4—C3	109.60 (11)	C26—C25—H25	120.0
C5—C4—H4A	109.8	C21—C26—C25	120.56 (16)
C3—C4—H4A	109.8	C21—C26—H26	119.7
C5—C4—H4B	109.8	C25—C26—H26	119.7
C3—C4—H4B	109.8	N2—C31—C32	111.00 (11)
H4A—C4—H4B	108.2	N2—C31—H31A	109.4
N2—C5—C4	112.22 (11)	C32—C31—H31A	109.4
N2—C5—H5A	109.2	N2—C31—H31B	109.4
C4—C5—H5A	109.2	C32—C31—H31B	109.4
N2—C5—H5B	109.2	H31A—C31—H31B	108.0
C4—C5—H5B	109.2	N3—C32—C31	110.71 (11)
H5A—C5—H5B	107.9	N3—C32—H32A	109.5
N3—C6—C7	112.88 (12)	C31—C32—H32A	109.5
N3—C6—H6A	109.0	N3—C32—H32B	109.5
C7—C6—H6A	109.0	C31—C32—H32B	109.5
N3—C6—H6B	109.0	H32A—C32—H32B	108.1
C7—C6—H6B	109.0	N3—C33—C34	110.76 (10)
H6A—C6—H6B	107.8	N3—C33—H33A	109.5
O1—C7—C6	109.62 (12)	C34—C33—H33A	109.5
O1—C7—H7A	109.7	N3—C33—H33B	109.5
C6—C7—H7A	109.7	C34—C33—H33B	109.5
O1—C7—H7B	109.7	H33A—C33—H33B	108.1
C6—C7—H7B	109.7	N2—C34—C33	110.62 (10)
H7A—C7—H7B	108.2	N2—C34—H34A	109.5
C16—C11—C12	119.44 (12)	C33—C34—H34A	109.5
C16—C11—N1	120.57 (12)	N2—C34—H34B	109.5
C12—C11—N1	119.67 (12)	C33—C34—H34B	109.5
C13—C12—C11	117.80 (13)	H34A—C34—H34B	108.1
C12—C1—C2—C22	−1.6 (3)	C11—N1—C21—C26	120.11 (14)
C11—N1—C3—C4	154.28 (12)	C3—N1—C21—C26	−26.61 (18)
C21—N1—C3—C4	−58.17 (16)	C11—N1—C21—C22	−66.34 (17)
N1—C3—C4—C5	−167.31 (11)	C3—N1—C21—C22	146.94 (12)
C34—N2—C5—C4	−170.35 (11)	C26—C21—C22—C23	2.8 (2)
C31—N2—C5—C4	66.82 (15)	N1—C21—C22—C23	−170.80 (12)
C3—C4—C5—N2	−177.44 (11)	C26—C21—C22—C2	−177.67 (13)
C33—N3—C6—C7	−60.37 (17)	N1—C21—C22—C2	8.7 (2)
C32—N3—C6—C7	176.29 (12)	C1—C2—C22—C23	−153.31 (16)
N3—C6—C7—O1	84.54 (16)	C1—C2—C22—C21	27.2 (2)
C21—N1—C11—C16	−123.35 (14)	C21—C22—C23—C24	0.3 (2)
C3—N1—C11—C16	23.53 (18)	C2—C22—C23—C24	−179.21 (15)
C21—N1—C11—C12	63.22 (17)	C22—C23—C24—C25	−2.6 (3)
C3—N1—C11—C12	−149.90 (12)	C23—C24—C25—C26	1.7 (3)
C16—C11—C12—C13	−1.05 (19)	C22—C21—C26—C25	−3.7 (2)
N1—C11—C12—C13	172.46 (13)	N1—C21—C26—C25	169.85 (13)
C16—C11—C12—C1	−177.82 (14)	C24—C25—C26—C21	1.4 (2)
N1—C11—C12—C1	−4.3 (2)	C34—N2—C31—C32	57.10 (15)
C2—C1—C12—C13	155.85 (16)	C5—N2—C31—C32	−179.15 (11)
C2—C1—C12—C11	−27.4 (2)	C33—N3—C32—C31	58.15 (15)
C11—C12—C13—C14	−0.8 (2)	C6—N3—C32—C31	−175.15 (12)
C1—C12—C13—C14	176.16 (14)	N2—C31—C32—N3	−58.39 (15)
C12—C13—C14—C15	1.0 (2)	C32—N3—C33—C34	−58.79 (15)
C13—C14—C15—C16	0.8 (2)	C6—N3—C33—C34	176.97 (12)
C12—C11—C16—C15	2.8 (2)	C31—N2—C34—C33	−57.48 (14)
N1—C11—C16—C15	−170.66 (13)	C5—N2—C34—C33	177.64 (11)
C14—C15—C16—C11	−2.7 (2)	N3—C33—C34—N2	59.46 (15)

Cg2 is the centroid of the C11–C16 ring.

D—H···A	D—H	H···A	D···A	D—H···A
O1—H81···Cl1i	0.79 (2)	2.39 (2)	3.1701 (14)	169 (2)
N2—H72···Cl1	0.82 (2)	2.212 (19)	3.0057 (13)	163.0 (15)
N3—H73···Cl2ii	0.98 (3)	2.03 (3)	2.9972 (12)	171 (2)
C5—H5A···Cl1iii	0.99	2.82	3.7065 (15)	149.
C5—H5A···O1ii	0.99	2.59	3.3373 (18)	133.
C14—H14···Cl1iv	0.95	2.83	3.7233 (14)	157.
C31—H31A···O1ii	0.99	2.54	3.2446 (18)	128.
C31—H31B···Cl2v	0.99	2.75	3.5518 (14)	139.
C32—H32B···Cl1ii	0.99	2.85	3.8246 (13)	169.
C32—H32A···Cl2vi	0.99	2.85	3.7213 (16)	148.
C6—H6B···Cl2vi	0.99	2.76	3.6634 (18)	152.
C34—H34A···Cl2	0.99	2.82	3.5471 (13)	131.
C16—H16···Cg2iv	0.95	2.98	3.6402 (16)	128
C23—H23···Cg2vii	0.95	2.67	3.4805 (18)	143

Table 1

Hydrogen-bond geometry (Å, °)

Cg2 is the centroid of the C11–C16 ring.

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H81⋯Cl1i	0.79 (2)	2.39 (2)	3.1701 (14)	169 (2)
N2—H72⋯Cl1	0.82 (2)	2.212 (19)	3.0057 (13)	163.0 (15)
N3—H73⋯Cl2ii	0.98 (3)	2.03 (3)	2.9972 (12)	171 (2)
C5—H5A⋯Cl1iii	0.99	2.82	3.7065 (15)	149
C5—H5A⋯O1ii	0.99	2.59	3.3373 (18)	133
C14—H14⋯Cl1iv	0.95	2.83	3.7233 (14)	157
C31—H31A⋯O1ii	0.99	2.54	3.2446 (18)	128
C31—H31B⋯Cl2v	0.99	2.75	3.5518 (14)	139
C32—H32B⋯Cl1ii	0.99	2.85	3.8246 (13)	169
C32—H32A⋯Cl2vi	0.99	2.85	3.7213 (16)	148
C6—H6B⋯Cl2vi	0.99	2.76	3.6634 (18)	152
C34—H34A⋯Cl2	0.99	2.82	3.5471 (13)	131
C16—H16⋯Cg2iv	0.95	2.98	3.6402 (16)	128
C23—H23⋯Cg2vii	0.95	2.67	3.4805 (18)	143

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) ; (vii) .