A new heteroleptic phosphorescent cuprous complex supported by a BINAP ligand: synthesis, structure, luminescence properties and theoretical analyses (2024)

ActaCrystallographicaSectionC
ActaCrystallographica
SectionC STRUCTURALCHEMISTRY

IUCr IT WDC

home archive editors for authors for readers submit subscribe open access

journal menu

home archive editors for authors for readers submit subscribe open access

Buy article online - an online subscription or single-article purchase is required to access this article.

research papers

Issue contents

Article statistics

Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229620000601/ov3136sup1.cif Contains datablocks I, global
	Structure factor file (CIF format) https://doi.org/10.1107/S2053229620000601/ov3136Isup2.hkl Contains datablock I

CCDC reference: 1978344

Computing details top

Data collection: APEX2 (Bruker, 2016); cell refinement: SAINT (Bruker, 2016); data reduction: SAINT (Bruker, 2016); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009).

rac-(Acetonitrile-κN)(3-aminopyridine-κN)[2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl-κ²P,P']copper(I)hexafluoridophosphate dichloromethane monosolvate top

Crystal data

top

[Cu(C₅H₆N₂)(C₂H₃N)(C₄₄H₃₂P₂)]PF₆·CH₂Cl₂	F(000) = 2152
M_r = 1051.24	D_x = 1.432 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
a = 20.089 (3) Å	Cell parameters from 13877 reflections
b = 11.1502 (17) Å	θ = 2.4–27.4°
c = 21.972 (3) Å	µ = 0.72 mm⁻¹
β = 97.945 (5)°	T = 293 K
V = 4874.5 (13) Å³	Block, pale violet
Z = 4	0.3 × 0.3 × 0.25 mm

Data collection

top

Bruker APEXII CCD diffractometer	9104 reflections with I > 2σ(I)
Radiation source: sealed X-ray tube	R_int = 0.038
φ and ω scans	θ_max = 27.6°, θ_min = 2.4°
Absorption correction: multi-scan (SADABS; Bruker, 2016)	h = −26→26
T_min = 0.590, T_max = 0.746	k = −14→14
150518 measured reflections	l = −28→28
11203 independent reflections

Refinement

top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.058	H-atom parameters constrained
wR(F²) = 0.184	w = 1/[σ²(F_o²) + (0.104P)² + 4.189P] where P = (F_o² + 2F_c²)/3
S = 1.03	(Δ/σ)_max < 0.001
11203 reflections	Δρ_max = 0.92 e Å⁻³
606 parameters	Δρ_min = −0.95 e Å⁻³
4 restraints

Special details

top

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 (Å²)

top

	x	y	z	U_iso*/U_eq
Cu1	0.17914 (2)	0.23190 (3)	0.13607 (2)	0.04460 (12)
P1	0.17529 (3)	0.35838 (6)	0.21819 (3)	0.03763 (16)
N1	0.12970 (12)	0.0689 (2)	0.13741 (12)	0.0514 (6)
C1	0.06541 (15)	0.0592 (3)	0.11221 (16)	0.0565 (7)
H1	0.0458	0.1234	0.0893	0.068*
P2	0.29319 (3)	0.22581 (6)	0.13809 (3)	0.03738 (16)
N2	−0.03955 (16)	−0.0473 (4)	0.0892 (2)	0.0993 (13)
H2A	−0.0654	−0.0851	0.1111	0.119*
H2B	−0.0543	0.0252	0.0837	0.119*
C2	0.02615 (17)	−0.0421 (3)	0.11857 (18)	0.0637 (8)
N3	0.12455 (13)	0.3018 (3)	0.05919 (12)	0.0561 (6)
C3	0.0553 (2)	−0.1353 (3)	0.15297 (19)	0.0718 (10)
H3	0.0306	−0.2035	0.1593	0.086*
C4	0.1217 (2)	−0.1268 (3)	0.17811 (19)	0.0701 (9)
H4	0.1424	−0.1901	0.2010	0.084*
C5	0.15745 (17)	−0.0244 (3)	0.16939 (17)	0.0626 (8)
H5	0.2024	−0.0202	0.1863	0.075*
C6	0.09088 (15)	0.3293 (3)	0.01676 (14)	0.0540 (7)
C7	0.0474 (2)	0.3623 (5)	−0.03928 (18)	0.0826 (12)
H7A	0.0709	0.3508	−0.0740	0.124*
H7B	0.0346	0.4450	−0.0371	0.124*
H7C	0.0078	0.3130	−0.0438	0.124*
C8	0.10109 (12)	0.4524 (3)	0.22162 (12)	0.0429 (6)
C9	0.10190 (15)	0.5548 (3)	0.25744 (16)	0.0577 (7)
H9	0.1423	0.5813	0.2791	0.069*
C10	0.04323 (17)	0.6183 (4)	0.26140 (18)	0.0695 (9)
H10	0.0441	0.6858	0.2863	0.083*
C11	−0.01581 (16)	0.5810 (4)	0.22851 (19)	0.0735 (11)
H11	−0.0551	0.6238	0.2310	0.088*
C12	−0.01769 (15)	0.4814 (4)	0.19192 (18)	0.0685 (10)
H12	−0.0582	0.4571	0.1696	0.082*
C13	0.04082 (13)	0.4160 (3)	0.18788 (14)	0.0523 (7)
H13	0.0395	0.3486	0.1628	0.063*
C14	0.19071 (12)	0.2991 (3)	0.29659 (13)	0.0488 (7)
C15	0.19028 (14)	0.1754 (4)	0.30375 (17)	0.0629 (9)
H15	0.1835	0.1262	0.2692	0.075*
C16	0.19983 (19)	0.1244 (5)	0.3619 (2)	0.0958 (17)
H16	0.1994	0.0415	0.3664	0.115*
C17	0.2100 (2)	0.1975 (7)	0.4129 (2)	0.110 (2)
H17	0.2165	0.1637	0.4520	0.132*
C18	0.2105 (2)	0.3201 (7)	0.40641 (18)	0.105 (2)
H18	0.2173	0.3688	0.4411	0.126*
C19	0.20086 (17)	0.3718 (5)	0.34814 (15)	0.0721 (10)
H19	0.2012	0.4548	0.3439	0.087*
C20	0.24242 (11)	0.4677 (2)	0.21248 (11)	0.0372 (5)
C21	0.30983 (12)	0.4423 (2)	0.23144 (11)	0.0384 (5)
C22	0.35908 (13)	0.5315 (3)	0.22360 (12)	0.0474 (6)
C23	0.42879 (14)	0.5135 (4)	0.24429 (15)	0.0655 (9)
H23	0.4434	0.4420	0.2634	0.079*
C24	0.47405 (19)	0.6007 (6)	0.2361 (2)	0.0897 (15)
H24	0.5194	0.5881	0.2500	0.108*
C25	0.4538 (3)	0.7086 (6)	0.2074 (3)	0.1015 (18)
H25	0.4855	0.7672	0.2024	0.122*
C26	0.3886 (2)	0.7286 (4)	0.1868 (2)	0.0825 (13)
H26	0.3757	0.8010	0.1677	0.099*
C27	0.33920 (16)	0.6404 (3)	0.19378 (15)	0.0557 (7)
C28	0.27083 (17)	0.6577 (3)	0.17034 (16)	0.0574 (7)
H28	0.2578	0.7270	0.1483	0.069*
C29	0.22409 (14)	0.5748 (3)	0.17947 (14)	0.0480 (6)
H29	0.1793	0.5881	0.1639	0.058*
C30	0.33161 (11)	0.3216 (3)	0.25741 (11)	0.0401 (5)
C31	0.32809 (12)	0.2213 (2)	0.22005 (11)	0.0384 (5)
C32	0.34271 (13)	0.1060 (3)	0.24635 (14)	0.0502 (7)
H32	0.3378	0.0382	0.2215	0.060*
C33	0.36396 (15)	0.0943 (4)	0.30801 (15)	0.0628 (9)
H33	0.3729	0.0183	0.3245	0.075*
C34	0.37239 (14)	0.1943 (4)	0.34655 (14)	0.0622 (9)
C35	0.39619 (19)	0.1833 (6)	0.41047 (17)	0.0898 (15)
H35	0.4065	0.1079	0.4272	0.108*
C36	0.4040 (2)	0.2815 (7)	0.44714 (18)	0.104 (2)
H36	0.4200	0.2729	0.4887	0.125*
C37	0.3882 (2)	0.3944 (6)	0.42316 (17)	0.0952 (17)
H37	0.3937	0.4608	0.4490	0.114*
C38	0.36439 (16)	0.4104 (4)	0.36160 (14)	0.0697 (10)
H38	0.3537	0.4868	0.3464	0.084*
C39	0.35626 (12)	0.3098 (3)	0.32164 (12)	0.0524 (7)
C40	0.33071 (14)	0.0941 (3)	0.10577 (12)	0.0459 (6)
C41	0.28889 (19)	0.0164 (3)	0.06950 (16)	0.0630 (8)
H41	0.2428	0.0300	0.0633	0.076*
C42	0.3154 (3)	−0.0821 (4)	0.0422 (2)	0.0876 (13)
H42	0.2870	−0.1342	0.0178	0.105*
C43	0.3831 (3)	−0.1025 (4)	0.0513 (2)	0.0881 (13)
H43	0.4005	−0.1687	0.0331	0.106*
C44	0.4252 (2)	−0.0271 (4)	0.08639 (19)	0.0748 (10)
H44	0.4713	−0.0411	0.0917	0.090*
C45	0.39970 (16)	0.0708 (3)	0.11436 (15)	0.0573 (7)
H45	0.4287	0.1215	0.1390	0.069*
C46	0.33605 (13)	0.3489 (2)	0.10455 (11)	0.0412 (5)
C47	0.29756 (17)	0.4272 (3)	0.06499 (13)	0.0523 (7)
H47	0.2511	0.4185	0.0577	0.063*
C48	0.3285 (2)	0.5183 (3)	0.03635 (17)	0.0736 (10)
H48	0.3026	0.5706	0.0099	0.088*
C49	0.3967 (2)	0.5318 (4)	0.04680 (19)	0.0782 (11)
H49	0.4171	0.5921	0.0267	0.094*
C50	0.43542 (19)	0.4570 (3)	0.08678 (19)	0.0701 (10)
H50	0.4817	0.4677	0.0944	0.084*
C51	0.40528 (15)	0.3656 (3)	0.11577 (15)	0.0548 (7)
H51	0.4315	0.3150	0.1429	0.066*
F1	0.1482 (4)	0.6251 (8)	−0.0721 (5)	0.319 (5)
F2	0.1123 (3)	0.6373 (7)	0.0127 (4)	0.270 (4)
P3	0.13196 (6)	0.72925 (13)	−0.03383 (8)	0.0933 (4)
F3	0.2057 (3)	0.7158 (6)	−0.0115 (5)	0.278 (5)
F4	0.1122 (6)	0.8235 (7)	0.0051 (4)	0.325 (6)
F5	0.1514 (3)	0.8238 (7)	−0.0747 (4)	0.282 (5)
F6	0.0594 (3)	0.7336 (7)	−0.0590 (4)	0.259 (4)
Cl1	0.26853 (17)	0.7832 (4)	0.31200 (11)	0.2320 (18)
Cl2	0.39116 (16)	0.7661 (2)	0.39289 (13)	0.1663 (9)
C52	0.3065 (5)	0.7757 (11)	0.3822 (5)	0.195 (5)
H52A	0.2890	0.7065	0.4015	0.234*
H52B	0.2940	0.8461	0.4039	0.234*

Atomic displacement parameters (Å²)

top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cu1	0.03348 (18)	0.0485 (2)	0.0495 (2)	−0.00406 (12)	−0.00275 (13)	0.00236 (14)
P1	0.0251 (3)	0.0462 (4)	0.0410 (3)	−0.0007 (2)	0.0027 (2)	0.0038 (3)
N1	0.0431 (12)	0.0449 (13)	0.0653 (15)	−0.0045 (10)	0.0041 (11)	0.0014 (11)
C1	0.0451 (15)	0.0485 (16)	0.074 (2)	−0.0052 (12)	0.0028 (14)	−0.0009 (14)
P2	0.0309 (3)	0.0450 (4)	0.0354 (3)	−0.0003 (2)	0.0014 (2)	0.0020 (2)
N2	0.0517 (17)	0.078 (2)	0.162 (4)	−0.0183 (16)	−0.008 (2)	−0.001 (2)
C2	0.0502 (17)	0.0542 (18)	0.087 (2)	−0.0114 (14)	0.0102 (16)	−0.0113 (17)
N3	0.0430 (13)	0.0687 (16)	0.0543 (14)	−0.0006 (12)	−0.0011 (11)	0.0086 (13)
C3	0.076 (2)	0.0500 (18)	0.090 (3)	−0.0166 (17)	0.0154 (19)	−0.0013 (17)
C4	0.078 (2)	0.0483 (18)	0.084 (2)	0.0032 (16)	0.0082 (19)	0.0076 (16)
C5	0.0533 (17)	0.0557 (18)	0.078 (2)	0.0027 (14)	0.0047 (15)	0.0020 (16)
C6	0.0439 (14)	0.0649 (19)	0.0521 (16)	−0.0018 (13)	0.0033 (13)	0.0053 (14)
C7	0.069 (2)	0.112 (3)	0.061 (2)	0.010 (2)	−0.0126 (17)	0.012 (2)
C8	0.0263 (11)	0.0552 (15)	0.0474 (13)	0.0031 (10)	0.0051 (9)	0.0089 (12)
C9	0.0369 (14)	0.0647 (19)	0.0720 (19)	0.0029 (13)	0.0091 (13)	−0.0035 (16)
C10	0.0570 (19)	0.072 (2)	0.084 (2)	0.0169 (17)	0.0239 (17)	0.0020 (19)
C11	0.0410 (16)	0.090 (3)	0.093 (3)	0.0240 (17)	0.0211 (16)	0.025 (2)
C12	0.0291 (13)	0.096 (3)	0.079 (2)	0.0053 (15)	0.0002 (13)	0.021 (2)
C13	0.0320 (12)	0.0674 (19)	0.0563 (16)	−0.0018 (12)	0.0019 (11)	0.0102 (14)
C14	0.0267 (11)	0.0743 (19)	0.0466 (14)	0.0023 (12)	0.0091 (10)	0.0145 (13)
C15	0.0367 (14)	0.082 (2)	0.070 (2)	0.0007 (14)	0.0103 (13)	0.0314 (18)
C16	0.056 (2)	0.132 (4)	0.102 (3)	0.013 (2)	0.021 (2)	0.072 (3)
C17	0.061 (2)	0.208 (7)	0.064 (3)	0.028 (3)	0.021 (2)	0.067 (4)
C18	0.067 (3)	0.206 (7)	0.0433 (19)	0.018 (3)	0.0116 (17)	0.010 (3)
C19	0.0567 (19)	0.113 (3)	0.0469 (17)	0.008 (2)	0.0076 (14)	0.0006 (18)
C20	0.0289 (11)	0.0441 (13)	0.0387 (12)	−0.0020 (9)	0.0053 (9)	−0.0022 (10)
C21	0.0298 (11)	0.0517 (14)	0.0337 (11)	−0.0021 (10)	0.0039 (9)	−0.0061 (10)
C22	0.0332 (12)	0.0680 (18)	0.0419 (13)	−0.0111 (12)	0.0080 (10)	−0.0142 (13)
C23	0.0326 (13)	0.104 (3)	0.0589 (18)	−0.0142 (15)	0.0043 (12)	−0.0143 (18)
C24	0.0433 (18)	0.143 (5)	0.083 (3)	−0.041 (2)	0.0123 (17)	−0.028 (3)
C25	0.079 (3)	0.121 (4)	0.111 (4)	−0.067 (3)	0.039 (3)	−0.035 (3)
C26	0.083 (3)	0.069 (2)	0.103 (3)	−0.037 (2)	0.037 (2)	−0.019 (2)
C27	0.0539 (16)	0.0554 (17)	0.0622 (18)	−0.0184 (14)	0.0241 (14)	−0.0122 (14)
C28	0.0589 (18)	0.0459 (16)	0.071 (2)	−0.0013 (13)	0.0203 (15)	0.0043 (14)
C29	0.0385 (13)	0.0509 (15)	0.0555 (15)	0.0048 (11)	0.0100 (11)	0.0039 (12)
C30	0.0234 (10)	0.0623 (16)	0.0347 (11)	0.0024 (10)	0.0041 (8)	0.0032 (11)
C31	0.0255 (10)	0.0539 (15)	0.0361 (12)	0.0023 (10)	0.0050 (9)	0.0092 (10)
C32	0.0388 (13)	0.0593 (17)	0.0541 (16)	0.0073 (12)	0.0120 (11)	0.0156 (13)
C33	0.0465 (15)	0.087 (2)	0.0566 (18)	0.0166 (16)	0.0123 (13)	0.0348 (18)
C34	0.0340 (13)	0.113 (3)	0.0402 (14)	0.0142 (16)	0.0083 (11)	0.0225 (17)
C35	0.056 (2)	0.171 (5)	0.0427 (18)	0.019 (3)	0.0062 (15)	0.038 (3)
C36	0.067 (3)	0.212 (7)	0.0325 (17)	0.020 (3)	0.0008 (16)	0.015 (3)
C37	0.061 (2)	0.180 (5)	0.0427 (18)	0.002 (3)	0.0007 (16)	−0.026 (3)
C38	0.0449 (16)	0.123 (3)	0.0397 (15)	0.0057 (18)	0.0017 (12)	−0.0151 (18)
C39	0.0271 (11)	0.095 (2)	0.0345 (12)	0.0062 (13)	0.0035 (9)	0.0038 (14)
C40	0.0506 (15)	0.0467 (14)	0.0410 (13)	0.0006 (12)	0.0082 (11)	0.0004 (11)
C41	0.066 (2)	0.0590 (19)	0.0636 (19)	−0.0105 (15)	0.0061 (15)	−0.0094 (15)
C42	0.121 (4)	0.060 (2)	0.083 (3)	−0.016 (2)	0.014 (3)	−0.023 (2)
C43	0.125 (4)	0.059 (2)	0.086 (3)	0.019 (2)	0.036 (3)	−0.007 (2)
C44	0.079 (2)	0.070 (2)	0.081 (2)	0.024 (2)	0.031 (2)	0.009 (2)
C45	0.0541 (17)	0.0564 (17)	0.0628 (18)	0.0091 (14)	0.0127 (14)	0.0014 (14)
C46	0.0456 (13)	0.0460 (14)	0.0326 (11)	−0.0032 (11)	0.0081 (10)	−0.0012 (10)
C47	0.0603 (17)	0.0556 (17)	0.0398 (14)	0.0026 (13)	0.0023 (12)	0.0053 (12)
C48	0.105 (3)	0.059 (2)	0.0574 (19)	0.008 (2)	0.0148 (19)	0.0173 (16)
C49	0.108 (3)	0.060 (2)	0.075 (2)	−0.016 (2)	0.045 (2)	0.0064 (18)
C50	0.064 (2)	0.067 (2)	0.086 (2)	−0.0169 (17)	0.0353 (18)	−0.0038 (19)
C51	0.0473 (15)	0.0588 (18)	0.0600 (17)	−0.0031 (13)	0.0139 (13)	0.0029 (14)
F1	0.313 (9)	0.252 (8)	0.404 (12)	0.017 (7)	0.090 (9)	−0.205 (8)
F2	0.182 (5)	0.250 (7)	0.395 (10)	0.061 (5)	0.106 (6)	0.167 (8)
P3	0.0598 (6)	0.0924 (9)	0.1240 (11)	0.0080 (6)	0.0004 (7)	−0.0099 (8)
F3	0.105 (3)	0.229 (7)	0.463 (13)	−0.011 (4)	−0.087 (6)	0.087 (8)
F4	0.578 (18)	0.207 (7)	0.228 (7)	0.033 (9)	0.184 (9)	−0.073 (6)
F5	0.216 (6)	0.293 (8)	0.369 (10)	0.100 (6)	0.151 (7)	0.197 (8)
F6	0.082 (3)	0.396 (11)	0.283 (8)	0.017 (4)	−0.028 (4)	0.052 (7)
Cl1	0.190 (3)	0.401 (5)	0.1071 (14)	−0.076 (3)	0.0266 (15)	−0.075 (2)
Cl2	0.190 (3)	0.1439 (17)	0.166 (2)	0.0004 (15)	0.0287 (17)	0.0365 (14)
C52	0.153 (8)	0.295 (15)	0.145 (7)	−0.017 (8)	0.050 (7)	0.013 (8)

Geometric parameters (Å, º)

top

Cu1—P1	2.2999 (8)	C24—H24	0.9300
Cu1—N3	2.038 (3)	C25—C26	1.343 (8)
Cu1—N1	2.073 (2)	C25—H25	0.9300
Cu1—P2	2.2866 (8)	C26—C27	1.421 (4)
P1—C14	1.831 (3)	C26—H26	0.9300
P1—C8	1.832 (3)	C27—C28	1.412 (5)
P1—C20	1.835 (2)	C28—C29	1.352 (4)
N1—C5	1.334 (4)	C28—H28	0.9300
N1—C1	1.337 (4)	C29—H29	0.9300
C1—C2	1.396 (4)	C30—C31	1.383 (4)
C1—H1	0.9300	C30—C39	1.436 (3)
P2—C46	1.828 (3)	C31—C32	1.423 (4)
P2—C40	1.838 (3)	C32—C33	1.369 (4)
P2—C31	1.841 (3)	C32—H32	0.9300
N2—C2	1.388 (5)	C33—C34	1.396 (6)
N2—H2A	0.8646	C33—H33	0.9300
N2—H2B	0.8634	C34—C39	1.419 (5)
C2—C3	1.369 (5)	C34—C35	1.425 (4)
N3—C6	1.116 (4)	C35—C36	1.355 (8)
C3—C4	1.373 (5)	C35—H35	0.9300
C3—H3	0.9300	C36—C37	1.385 (8)
C4—C5	1.377 (5)	C36—H36	0.9300
C4—H4	0.9300	C37—C38	1.382 (5)
C5—H5	0.9300	C37—H37	0.9300
C6—C7	1.456 (4)	C38—C39	1.420 (5)
C7—H7A	0.9600	C38—H38	0.9300
C7—H7B	0.9600	C40—C41	1.380 (4)
C7—H7C	0.9600	C40—C45	1.397 (4)
C8—C9	1.385 (4)	C41—C42	1.393 (6)
C8—C13	1.390 (4)	C41—H41	0.9300
C9—C10	1.388 (4)	C42—C43	1.365 (7)
C9—H9	0.9300	C42—H42	0.9300
C10—C11	1.365 (5)	C43—C44	1.356 (7)
C10—H10	0.9300	C43—H43	0.9300
C11—C12	1.369 (6)	C44—C45	1.385 (5)
C11—H11	0.9300	C44—H44	0.9300
C12—C13	1.396 (4)	C45—H45	0.9300
C12—H12	0.9300	C46—C47	1.389 (4)
C13—H13	0.9300	C46—C51	1.391 (4)
C14—C19	1.385 (5)	C47—C48	1.386 (5)
C14—C15	1.388 (5)	C47—H47	0.9300
C15—C16	1.387 (5)	C48—C49	1.367 (6)
C15—H15	0.9300	C48—H48	0.9300
C16—C17	1.379 (9)	C49—C50	1.372 (6)
C16—H16	0.9300	C49—H49	0.9300
C17—C18	1.375 (10)	C50—C51	1.385 (5)
C17—H17	0.9300	C50—H50	0.9300
C18—C19	1.393 (6)	C51—H51	0.9300
C18—H18	0.9300	F1—P3	1.496 (6)
C19—H19	0.9300	F2—P3	1.537 (6)
C20—C21	1.390 (3)	P3—F4	1.445 (6)
C20—C29	1.419 (4)	P3—F5	1.472 (6)
C21—C22	1.431 (4)	P3—F6	1.486 (5)
C21—C30	1.503 (4)	P3—F3	1.503 (5)
C22—C27	1.410 (5)	Cl1—C52	1.624 (10)
C22—C23	1.426 (4)	Cl2—C52	1.688 (10)
C23—C24	1.360 (6)	C52—H52A	0.9700
C23—H23	0.9300	C52—H52B	0.9700
C24—C25	1.393 (8)

N3—Cu1—N1	98.24 (11)	C24—C25—H25	119.8
N3—Cu1—P2	116.77 (8)	C25—C26—C27	120.8 (5)
N1—Cu1—P2	117.03 (7)	C25—C26—H26	119.6
N3—Cu1—P1	110.07 (9)	C27—C26—H26	119.6
N1—Cu1—P1	117.28 (8)	C22—C27—C28	119.1 (3)
P2—Cu1—P1	98.35 (2)	C22—C27—C26	119.3 (3)
C14—P1—C8	101.59 (12)	C28—C27—C26	121.7 (4)
C14—P1—C20	105.90 (12)	C29—C28—C27	120.9 (3)
C8—P1—C20	103.43 (12)	C29—C28—H28	119.6
C14—P1—Cu1	119.79 (11)	C27—C28—H28	119.6
C8—P1—Cu1	119.93 (9)	C28—C29—C20	121.0 (3)
C20—P1—Cu1	104.42 (8)	C28—C29—H29	119.5
C5—N1—C1	117.7 (3)	C20—C29—H29	119.5
C5—N1—Cu1	121.7 (2)	C31—C30—C39	119.4 (3)
C1—N1—Cu1	120.1 (2)	C31—C30—C21	120.7 (2)
N1—C1—C2	123.4 (3)	C39—C30—C21	119.9 (3)
N1—C1—H1	118.3	C30—C31—C32	119.9 (2)
C2—C1—H1	118.3	C30—C31—P2	122.67 (19)
C46—P2—C40	101.72 (12)	C32—C31—P2	116.8 (2)
C46—P2—C31	106.14 (12)	C33—C32—C31	120.4 (3)
C40—P2—C31	103.60 (12)	C33—C32—H32	119.8
C46—P2—Cu1	119.76 (9)	C31—C32—H32	119.8
C40—P2—Cu1	118.66 (9)	C32—C33—C34	121.3 (3)
C31—P2—Cu1	105.36 (8)	C32—C33—H33	119.4
C2—N2—H2A	111.5	C34—C33—H33	119.4
C2—N2—H2B	108.1	C33—C34—C39	119.2 (3)
H2A—N2—H2B	108.2	C33—C34—C35	121.7 (4)
C3—C2—N2	122.1 (3)	C39—C34—C35	119.0 (4)
C3—C2—C1	117.7 (3)	C36—C35—C34	120.8 (5)
N2—C2—C1	120.1 (4)	C36—C35—H35	119.6
C6—N3—Cu1	172.7 (3)	C34—C35—H35	119.6
C2—C3—C4	119.2 (3)	C35—C36—C37	120.4 (4)
C2—C3—H3	120.4	C35—C36—H36	119.8
C4—C3—H3	120.4	C37—C36—H36	119.8
C3—C4—C5	119.8 (3)	C38—C37—C36	121.3 (5)
C3—C4—H4	120.1	C38—C37—H37	119.3
C5—C4—H4	120.1	C36—C37—H37	119.3
N1—C5—C4	122.2 (3)	C37—C38—C39	119.9 (5)
N1—C5—H5	118.9	C37—C38—H38	120.1
C4—C5—H5	118.9	C39—C38—H38	120.1
N3—C6—C7	178.6 (4)	C34—C39—C38	118.5 (3)
C6—C7—H7A	109.5	C34—C39—C30	119.5 (3)
C6—C7—H7B	109.5	C38—C39—C30	122.0 (3)
H7A—C7—H7B	109.5	C41—C40—C45	118.4 (3)
C6—C7—H7C	109.5	C41—C40—P2	118.3 (2)
H7A—C7—H7C	109.5	C45—C40—P2	123.2 (2)
H7B—C7—H7C	109.5	C40—C41—C42	120.3 (4)
C9—C8—C13	119.0 (3)	C40—C41—H41	119.8
C9—C8—P1	123.3 (2)	C42—C41—H41	119.8
C13—C8—P1	117.7 (2)	C43—C42—C41	120.1 (4)
C8—C9—C10	120.8 (3)	C43—C42—H42	120.0
C8—C9—H9	119.6	C41—C42—H42	120.0
C10—C9—H9	119.6	C44—C43—C42	120.7 (4)
C11—C10—C9	119.7 (4)	C44—C43—H43	119.7
C11—C10—H10	120.2	C42—C43—H43	119.7
C9—C10—H10	120.2	C43—C44—C45	120.1 (4)
C10—C11—C12	120.6 (3)	C43—C44—H44	120.0
C10—C11—H11	119.7	C45—C44—H44	120.0
C12—C11—H11	119.7	C44—C45—C40	120.5 (3)
C11—C12—C13	120.4 (3)	C44—C45—H45	119.8
C11—C12—H12	119.8	C40—C45—H45	119.8
C13—C12—H12	119.8	C47—C46—C51	118.9 (3)
C8—C13—C12	119.5 (3)	C47—C46—P2	118.1 (2)
C8—C13—H13	120.2	C51—C46—P2	123.0 (2)
C12—C13—H13	120.2	C48—C47—C46	120.0 (3)
C19—C14—C15	119.4 (3)	C48—C47—H47	120.0
C19—C14—P1	123.0 (3)	C46—C47—H47	120.0
C15—C14—P1	117.6 (3)	C49—C48—C47	120.4 (3)
C16—C15—C14	120.6 (4)	C49—C48—H48	119.8
C16—C15—H15	119.7	C47—C48—H48	119.8
C14—C15—H15	119.7	C48—C49—C50	120.5 (3)
C17—C16—C15	119.6 (5)	C48—C49—H49	119.8
C17—C16—H16	120.2	C50—C49—H49	119.8
C15—C16—H16	120.2	C49—C50—C51	119.8 (4)
C18—C17—C16	120.4 (4)	C49—C50—H50	120.1
C18—C17—H17	119.8	C51—C50—H50	120.1
C16—C17—H17	119.8	C50—C51—C46	120.4 (3)
C17—C18—C19	120.3 (5)	C50—C51—H51	119.8
C17—C18—H18	119.8	C46—C51—H51	119.8
C19—C18—H18	119.8	F4—P3—F5	87.6 (5)
C14—C19—C18	119.7 (5)	F4—P3—F6	82.0 (5)
C14—C19—H19	120.1	F5—P3—F6	94.5 (4)
C18—C19—H19	120.1	F4—P3—F1	175.3 (6)
C21—C20—C29	119.9 (2)	F5—P3—F1	96.6 (6)
C21—C20—P1	122.6 (2)	F6—P3—F1	95.5 (5)
C29—C20—P1	116.91 (18)	F4—P3—F3	102.6 (6)
C20—C21—C22	118.9 (2)	F5—P3—F3	86.4 (4)
C20—C21—C30	121.1 (2)	F6—P3—F3	175.3 (5)
C22—C21—C30	119.9 (2)	F1—P3—F3	79.8 (4)
C27—C22—C23	118.2 (3)	F4—P3—F2	88.6 (5)
C27—C22—C21	119.9 (2)	F5—P3—F2	175.8 (5)
C23—C22—C21	121.9 (3)	F6—P3—F2	86.6 (4)
C24—C23—C22	120.2 (4)	F1—P3—F2	87.3 (6)
C24—C23—H23	119.9	F3—P3—F2	92.8 (4)
C22—C23—H23	119.9	Cl1—C52—Cl2	117.9 (6)
C23—C24—C25	121.2 (4)	Cl1—C52—H52A	107.8
C23—C24—H24	119.4	Cl2—C52—H52A	107.8
C25—C24—H24	119.4	Cl1—C52—H52B	107.8
C26—C25—C24	120.4 (4)	Cl2—C52—H52B	107.8
C26—C25—H25	119.8	H52A—C52—H52B	107.2

C5—N1—C1—C2	1.0 (5)	C27—C28—C29—C20	−0.4 (5)
Cu1—N1—C1—C2	−170.9 (3)	C21—C20—C29—C28	−5.4 (4)
N1—C1—C2—C3	0.6 (6)	P1—C20—C29—C28	−176.7 (2)
N1—C1—C2—N2	−177.6 (4)	C20—C21—C30—C31	70.6 (3)
N2—C2—C3—C4	176.5 (4)	C22—C21—C30—C31	−106.9 (3)
C1—C2—C3—C4	−1.7 (6)	C20—C21—C30—C39	−109.3 (3)
C2—C3—C4—C5	1.2 (6)	C22—C21—C30—C39	73.3 (3)
C1—N1—C5—C4	−1.7 (5)	C39—C30—C31—C32	6.0 (3)
Cu1—N1—C5—C4	170.2 (3)	C21—C30—C31—C32	−173.9 (2)
C3—C4—C5—N1	0.6 (6)	C39—C30—C31—P2	176.76 (18)
C14—P1—C8—C9	65.9 (3)	C21—C30—C31—P2	−3.1 (3)
C20—P1—C8—C9	−43.8 (3)	C46—P2—C31—C30	51.2 (2)
Cu1—P1—C8—C9	−159.4 (2)	C40—P2—C31—C30	158.0 (2)
C14—P1—C8—C13	−112.0 (2)	Cu1—P2—C31—C30	−76.7 (2)
C20—P1—C8—C13	138.4 (2)	C46—P2—C31—C32	−137.7 (2)
Cu1—P1—C8—C13	22.7 (3)	C40—P2—C31—C32	−31.0 (2)
C13—C8—C9—C10	2.1 (5)	Cu1—P2—C31—C32	94.35 (19)
P1—C8—C9—C10	−175.7 (3)	C30—C31—C32—C33	−3.7 (4)
C8—C9—C10—C11	−1.5 (5)	P2—C31—C32—C33	−175.0 (2)
C9—C10—C11—C12	0.3 (6)	C31—C32—C33—C34	−0.5 (4)
C10—C11—C12—C13	0.2 (6)	C32—C33—C34—C39	2.3 (4)
C9—C8—C13—C12	−1.6 (4)	C32—C33—C34—C35	−178.3 (3)
P1—C8—C13—C12	176.4 (2)	C33—C34—C35—C36	−179.9 (4)
C11—C12—C13—C8	0.4 (5)	C39—C34—C35—C36	−0.5 (5)
C8—P1—C14—C19	−56.8 (3)	C34—C35—C36—C37	0.7 (7)
C20—P1—C14—C19	50.9 (3)	C35—C36—C37—C38	−0.2 (7)
Cu1—P1—C14—C19	168.4 (2)	C36—C37—C38—C39	−0.5 (6)
C8—P1—C14—C15	121.4 (2)	C33—C34—C39—C38	179.3 (3)
C20—P1—C14—C15	−130.8 (2)	C35—C34—C39—C38	−0.1 (4)
Cu1—P1—C14—C15	−13.3 (2)	C33—C34—C39—C30	0.0 (4)
C19—C14—C15—C16	0.1 (4)	C35—C34—C39—C30	−179.4 (3)
P1—C14—C15—C16	−178.3 (2)	C37—C38—C39—C34	0.6 (5)
C14—C15—C16—C17	−0.1 (5)	C37—C38—C39—C30	179.9 (3)
C15—C16—C17—C18	0.1 (6)	C31—C30—C39—C34	−4.1 (4)
C16—C17—C18—C19	−0.1 (6)	C21—C30—C39—C34	175.7 (2)
C15—C14—C19—C18	0.0 (5)	C31—C30—C39—C38	176.6 (3)
P1—C14—C19—C18	178.3 (3)	C21—C30—C39—C38	−3.5 (4)
C17—C18—C19—C14	0.0 (6)	C46—P2—C40—C41	−119.5 (3)
C14—P1—C20—C21	48.7 (2)	C31—P2—C40—C41	130.5 (2)
C8—P1—C20—C21	155.2 (2)	Cu1—P2—C40—C41	14.2 (3)
Cu1—P1—C20—C21	−78.6 (2)	C46—P2—C40—C45	58.2 (3)
C14—P1—C20—C29	−140.2 (2)	C31—P2—C40—C45	−51.8 (3)
C8—P1—C20—C29	−33.8 (2)	Cu1—P2—C40—C45	−168.1 (2)
Cu1—P1—C20—C29	92.4 (2)	C45—C40—C41—C42	−0.2 (5)
C29—C20—C21—C22	7.3 (4)	P2—C40—C41—C42	177.6 (3)
P1—C20—C21—C22	178.11 (18)	C40—C41—C42—C43	0.0 (6)
C29—C20—C21—C30	−170.1 (2)	C41—C42—C43—C44	−0.4 (7)
P1—C20—C21—C30	0.6 (3)	C42—C43—C44—C45	1.0 (7)
C20—C21—C22—C27	−3.7 (4)	C43—C44—C45—C40	−1.1 (6)
C30—C21—C22—C27	173.8 (2)	C41—C40—C45—C44	0.8 (5)
C20—C21—C22—C23	177.4 (3)	P2—C40—C45—C44	−177.0 (3)
C30—C21—C22—C23	−5.2 (4)	C40—P2—C46—C47	116.7 (2)
C27—C22—C23—C24	1.2 (5)	C31—P2—C46—C47	−135.3 (2)
C21—C22—C23—C24	−179.8 (3)	Cu1—P2—C46—C47	−16.4 (2)
C22—C23—C24—C25	−0.3 (6)	C40—P2—C46—C51	−61.8 (3)
C23—C24—C25—C26	−0.3 (7)	C31—P2—C46—C51	46.3 (3)
C24—C25—C26—C27	−0.1 (7)	Cu1—P2—C46—C51	165.1 (2)
C23—C22—C27—C28	177.0 (3)	C51—C46—C47—C48	1.5 (4)
C21—C22—C27—C28	−2.0 (4)	P2—C46—C47—C48	−177.0 (3)
C23—C22—C27—C26	−1.5 (4)	C46—C47—C48—C49	−0.1 (5)
C21—C22—C27—C26	179.5 (3)	C47—C48—C49—C50	−1.4 (6)
C25—C26—C27—C22	0.9 (6)	C48—C49—C50—C51	1.4 (6)
C25—C26—C27—C28	−177.5 (4)	C49—C50—C51—C46	0.1 (5)
C22—C27—C28—C29	4.1 (5)	C47—C46—C51—C50	−1.6 (5)
C26—C27—C28—C29	−177.5 (3)	P2—C46—C51—C50	176.9 (3)

Selected geometric parameters (Å, °) for (I)

top

Cu1—P1	2.2999 (8)	Cu1—P2	2.2866 (8)
Cu—P (from reference)	2.2910^a	2.2910^b	2.2940^c
Cu1—N1	2.073 (2)	Cu1—N3	2.038 (3)
Cu—N (from reference)	2.0925^a	2.0285^b	2.1350^c

N1—Cu1—P1	117.28 (8)	N1—Cu1—P2	117.03 (7)
N1—Cu1—N3	98.24 (11)	P1—Cu1—P2	98.35 (2)
N3—Cu1—P1	110.07 (9)	N3—Cu1—P2	116.77 (8)

References: (a) Ken et al. (2006);(b) Nieto et al. (2008);(c) Tan et al. (2012).

Relative atomic contributions (in %) of the frontier MOs of complex cation in (I) by fragments; major contributions are bold and underlined

top

	Molecular Fragment
	Copper	Phosphorus (×2)	Binaphthyl	Phenyl (×4)	3-PyNH₂	Acetonitrile
LUMO	2.0	4.9	77.3	14.1	1.1	0.6
hom*o	28.7	22.6	29.5	16.7	1.6	0.9

Subscribe to Acta Crystallographica Section C: Structural Chemistry

The full text of this article is available to subscribers to the journal.

Information on subscribing
Sample issue
Purchase subscription
Reduced-price subscriptions
If you have already subscribed, you may need to register

If you have already registered and are using a computer listed in your registration details, please email support@iucr.org for assistance.

Buy online

You may purchase this article in PDF and/or HTML formats. For purchasers in the European Community who do not have a VAT number, VAT will be added at the local rate. Payments to the IUCr are handled by WorldPay, who will accept payment by credit card in several currencies. To purchase the article, please complete the form below (fields marked * are required), and then click on `Continue'.

Terms and conditions of use
Contact us

Follow Acta Cryst.C

E-alerts

Twitter

Facebook

RSS

Copyright © International Union of Crystallography
HomeContact usSite indexAbout usPartners and site credits Help Terms of usePrivacy and cookies

The IUCr is a scientific union serving the interests of crystallographers and other scientists employing crystallographic methods.

A new heteroleptic phospho­rescent cuprous com­plex supported by a BINAP ligand: synthesis, structure, luminescence properties and theoretical analyses (2024)

Supporting information

Subscribe to Acta Crystallographica Section C: Structural Chemistry

Buy online

References

A new heteroleptic phosphorescent cuprous complex supported by a BINAP ligand: synthesis, structure, luminescence properties and theoretical analyses (2024)