Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805009621/bv6012sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805009621/bv6012Isup2.hkl |
CCDC reference: 271828
Key indicators
- Single-crystal X-ray study
- T = 150 K
- Mean (C-C) = 0.009 Å
- R factor = 0.067
- wR factor = 0.211
- Data-to-parameter ratio = 16.5
checkCIF/PLATON results
No syntax errors found
Alert level B PLAT027_ALERT_3_B _diffrn_reflns_theta_full (too) Low ............ 24.98 Deg.
Alert level C ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90 Tmin and Tmax reported: 0.449 0.696 Tmin' and Tmax expected: 0.574 0.696 RR' = 0.782 Please check that your absorption correction is appropriate. PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.77 PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ? PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu - Cl1 .. 7.03 su PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu - Cl2 .. 5.86 su PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 9 PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 16
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 7 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 2 ALERT type 2 Indicator that the structure model may be wrong or deficient 4 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
[CuCl2(C5H8N2)2] | F(000) = 1336 |
Mr = 326.71 | Dx = 1.461 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 15.023 (6) Å | Cell parameters from 24 reflections |
b = 8.270 (7) Å | θ = 10–12° |
c = 24.038 (7) Å | µ = 1.82 mm−1 |
β = 96.03 (3)° | T = 150 K |
V = 2970 (3) Å3 | Prism, blue |
Z = 8 | 0.3 × 0.2 × 0.2 mm |
Enraf–Nonius CAD-4 diffractometer | Rint = 0.076 |
non–profiled ω/2θ scans | θmax = 25.0°, θmin = 1.7° |
Absorption correction: psi scan (North et al., 1968) | h = 0→17 |
Tmin = 0.449, Tmax = 0.696 | k = 0→9 |
2697 measured reflections | l = −28→28 |
2607 independent reflections | 3 standard reflections every 60 min |
1907 reflections with I > 2σ(I) | intensity decay: −2% |
Refinement on F2 | 0 restraints |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.067 | w = 1/[σ2(Fo2) + (0.1478P)2 + 1.1566P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.211 | (Δ/σ)max = 0.001 |
S = 1.07 | Δρmax = 0.93 e Å−3 |
2607 reflections | Δρmin = −1.14 e Å−3 |
158 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Cu | 0.88335 (5) | 0.22234 (10) | 0.12178 (3) | 0.0513 (3) | |
Cl2 | 0.82529 (14) | 0.0906 (2) | 0.04530 (7) | 0.0725 (6) | |
Cl1 | 1.00026 (11) | 0.1103 (2) | 0.17329 (7) | 0.0704 (6) | |
N2 | 0.8222 (3) | 0.2496 (6) | 0.23562 (19) | 0.0494 (12) | |
H004 | 0.8732 | 0.2153 | 0.2505 | 0.059* | |
N1 | 0.7991 (3) | 0.2608 (6) | 0.17996 (18) | 0.0442 (11) | |
N4 | 0.8810 (4) | 0.4772 (7) | 0.03617 (19) | 0.0551 (13) | |
H006 | 0.8573 | 0.4085 | 0.0121 | 0.066* | |
N3 | 0.9060 (3) | 0.4415 (6) | 0.09000 (19) | 0.0493 (12) | |
C3 | 0.7151 (4) | 0.3173 (7) | 0.1744 (2) | 0.0485 (14) | |
C8 | 0.9396 (4) | 0.5776 (8) | 0.1128 (2) | 0.0527 (14) | |
C1 | 0.7560 (4) | 0.2983 (8) | 0.2648 (3) | 0.0545 (15) | |
C2 | 0.6873 (4) | 0.3403 (8) | 0.2265 (3) | 0.0552 (15) | |
H011 | 0.6315 | 0.3779 | 0.2341 | 0.066* | |
C7 | 0.9338 (5) | 0.6988 (8) | 0.0725 (3) | 0.0611 (17) | |
H012 | 0.9519 | 0.8058 | 0.0778 | 0.073* | |
C6 | 0.8970 (4) | 0.6317 (8) | 0.0242 (3) | 0.0562 (15) | |
C10 | 0.9738 (6) | 0.5851 (9) | 0.1735 (3) | 0.075 (2) | |
H01A | 0.9294 | 0.5426 | 0.1955 | 0.113* | |
H01B | 0.9864 | 0.6954 | 0.184 | 0.113* | |
H01C | 1.0275 | 0.5221 | 0.18 | 0.113* | |
C5 | 0.6677 (5) | 0.3453 (11) | 0.1176 (3) | 0.075 (2) | |
H01D | 0.7083 | 0.3924 | 0.0939 | 0.113* | |
H01E | 0.6182 | 0.4173 | 0.1203 | 0.113* | |
H01F | 0.6459 | 0.2441 | 0.102 | 0.113* | |
C9 | 0.8743 (6) | 0.6994 (10) | −0.0335 (3) | 0.079 (2) | |
H01G | 0.866 | 0.6123 | −0.0599 | 0.119* | |
H01H | 0.9222 | 0.7676 | −0.0428 | 0.119* | |
H01I | 0.8201 | 0.7614 | −0.0345 | 0.119* | |
C4 | 0.7682 (6) | 0.3006 (12) | 0.3274 (3) | 0.084 (3) | |
H01J | 0.7197 | 0.2433 | 0.3416 | 0.127* | |
H01K | 0.7687 | 0.4105 | 0.3403 | 0.127* | |
H01L | 0.8238 | 0.2496 | 0.3405 | 0.127* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu | 0.0528 (5) | 0.0514 (5) | 0.0472 (5) | 0.0073 (3) | −0.0068 (3) | −0.0021 (3) |
Cl2 | 0.0966 (13) | 0.0534 (10) | 0.0600 (10) | 0.0120 (9) | −0.0275 (9) | −0.0164 (8) |
Cl1 | 0.0584 (10) | 0.0875 (13) | 0.0601 (10) | 0.0322 (9) | −0.0177 (7) | −0.0074 (9) |
N2 | 0.050 (3) | 0.053 (3) | 0.042 (3) | 0.006 (2) | −0.009 (2) | 0.003 (2) |
N1 | 0.044 (3) | 0.049 (3) | 0.038 (2) | 0.006 (2) | −0.0026 (19) | 0.003 (2) |
N4 | 0.070 (3) | 0.058 (3) | 0.034 (2) | −0.002 (3) | −0.005 (2) | −0.004 (2) |
N3 | 0.055 (3) | 0.051 (3) | 0.039 (2) | 0.000 (2) | −0.007 (2) | 0.002 (2) |
C3 | 0.046 (3) | 0.046 (3) | 0.052 (3) | 0.008 (3) | 0.000 (2) | 0.002 (3) |
C8 | 0.055 (3) | 0.053 (4) | 0.047 (3) | 0.005 (3) | −0.006 (3) | −0.005 (3) |
C1 | 0.056 (4) | 0.056 (4) | 0.051 (3) | 0.005 (3) | 0.004 (3) | −0.003 (3) |
C2 | 0.046 (3) | 0.061 (4) | 0.058 (4) | 0.013 (3) | 0.004 (3) | −0.004 (3) |
C7 | 0.068 (4) | 0.049 (4) | 0.063 (4) | 0.000 (3) | −0.007 (3) | 0.005 (3) |
C6 | 0.058 (4) | 0.059 (4) | 0.050 (3) | 0.000 (3) | −0.002 (3) | 0.010 (3) |
C10 | 0.097 (6) | 0.064 (4) | 0.058 (4) | −0.009 (4) | −0.025 (4) | −0.006 (3) |
C5 | 0.059 (4) | 0.108 (6) | 0.056 (4) | 0.035 (4) | −0.008 (3) | −0.009 (4) |
C9 | 0.095 (6) | 0.086 (6) | 0.056 (4) | 0.008 (4) | 0.003 (4) | 0.020 (4) |
C4 | 0.089 (6) | 0.111 (7) | 0.051 (4) | 0.020 (5) | 0.002 (4) | −0.006 (4) |
Cu—N1 | 2.007 (5) | C1—C4 | 1.498 (8) |
Cu—N3 | 2.010 (5) | C2—H011 | 0.93 |
Cu—Cl2 | 2.2340 (18) | C7—C6 | 1.353 (9) |
Cu—Cl1 | 2.2404 (18) | C7—H012 | 0.93 |
N2—C1 | 1.336 (8) | C6—C9 | 1.500 (9) |
N2—N1 | 1.350 (6) | C10—H01A | 0.96 |
N2—H004 | 0.86 | C10—H01B | 0.96 |
N1—C3 | 1.340 (7) | C10—H01C | 0.96 |
N4—C6 | 1.338 (9) | C5—H01D | 0.96 |
N4—N3 | 1.342 (6) | C5—H01E | 0.96 |
N4—H006 | 0.86 | C5—H01F | 0.96 |
N3—C8 | 1.328 (8) | C9—H01G | 0.96 |
C3—C2 | 1.375 (8) | C9—H01H | 0.96 |
C3—C5 | 1.489 (8) | C9—H01I | 0.96 |
C8—C7 | 1.391 (9) | C4—H01J | 0.96 |
C8—C10 | 1.496 (8) | C4—H01K | 0.96 |
C1—C2 | 1.355 (8) | C4—H01L | 0.96 |
N1—Cu—N3 | 105.5 (2) | C6—C7—C8 | 107.0 (6) |
N1—Cu—Cl2 | 115.49 (15) | C6—C7—H012 | 126.5 |
N3—Cu—Cl2 | 101.20 (15) | C8—C7—H012 | 126.5 |
N1—Cu—Cl1 | 101.26 (14) | N4—C6—C7 | 105.9 (5) |
N3—Cu—Cl1 | 115.39 (15) | N4—C6—C9 | 121.8 (6) |
Cl2—Cu—Cl1 | 117.95 (8) | C7—C6—C9 | 132.3 (7) |
C1—N2—N1 | 111.8 (5) | C8—C10—H01A | 109.5 |
C1—N2—H004 | 124.1 | C8—C10—H01B | 109.5 |
N1—N2—H004 | 124.1 | H01A—C10—H01B | 109.5 |
C3—N1—N2 | 105.3 (4) | C8—C10—H01C | 109.5 |
C3—N1—Cu | 129.9 (4) | H01A—C10—H01C | 109.5 |
N2—N1—Cu | 124.4 (4) | H01B—C10—H01C | 109.5 |
C6—N4—N3 | 112.3 (5) | C3—C5—H01D | 109.5 |
C6—N4—H006 | 123.9 | C3—C5—H01E | 109.5 |
N3—N4—H006 | 123.9 | H01D—C5—H01E | 109.5 |
C8—N3—N4 | 105.6 (5) | C3—C5—H01F | 109.5 |
C8—N3—Cu | 132.8 (4) | H01D—C5—H01F | 109.5 |
N4—N3—Cu | 121.5 (4) | H01E—C5—H01F | 109.5 |
N1—C3—C2 | 109.3 (5) | C6—C9—H01G | 109.5 |
N1—C3—C5 | 120.1 (5) | C6—C9—H01H | 109.5 |
C2—C3—C5 | 130.7 (6) | H01G—C9—H01H | 109.5 |
N3—C8—C7 | 109.3 (5) | C6—C9—H01I | 109.5 |
N3—C8—C10 | 121.0 (6) | H01G—C9—H01I | 109.5 |
C7—C8—C10 | 129.7 (6) | H01H—C9—H01I | 109.5 |
N2—C1—C2 | 106.1 (5) | C1—C4—H01J | 109.5 |
N2—C1—C4 | 120.8 (6) | C1—C4—H01K | 109.5 |
C2—C1—C4 | 133.1 (6) | H01J—C4—H01K | 109.5 |
C1—C2—C3 | 107.5 (5) | C1—C4—H01L | 109.5 |
C1—C2—H011 | 126.3 | H01J—C4—H01L | 109.5 |
C3—C2—H011 | 126.3 | H01K—C4—H01L | 109.5 |