The structure of the title compound, [MnCl2(C12H8N2)2]·C7H7NO2 or [MnCl2(phen)2]·saox (saox is salicylaldoxime and phen is 1,10-phenanthroline), consists of a discrete saox molecule and a neutral [MnCl2(phen)2] molecule. The MnII atom is coordinated by two chloride ions and four N atoms of two phen ligands, forming a distorted octahedral coordination geometry, with four Mn-N distances ranging from 2.275 (3) to 2.315 (2) Å, and Mn-Cl bond lengths of 2.4619 (9) and 2.4285 (9) Å.
Supporting information
CCDC reference: 238640
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.006 Å
- R factor = 0.047
- wR factor = 0.117
- Data-to-parameter ratio = 13.4
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.89
PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.76
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2
C7 H7 N O2
Alert level G
ABSTM02_ALERT_3_G When printed, the submitted absorption T values will be
replaced by the scaled T values. Since the ratio of scaled T's
is identical to the ratio of reported T values, the scaling
does not imply a change to the absorption corrections used in
the study.
Ratio of Tmax expected/reported 0.759
Tmax scaled 0.759 Tmin scaled 0.613
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
3 ALERT level C = Check and explain
1 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
0 ALERT type 2 Indicator that the structure model may be wrong or deficient
2 ALERT type 3 Indicator that the structure quality may be low
2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Siemens, 1994); cell refinement: SMART & SAINT (Siemens, 1994); data reduction: XPREP in SHELXTL (Siemens, 1994); program(s) used to solve structure: SHELXTL; program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
Dichloro-bis(1,10-phenanthroline)manganese(II) salicylaldoxime
top
Crystal data top
[MnCl2(C12H8N2)2]·C7H7NO2 | Z = 2 |
Mr = 623.38 | F(000) = 638 |
Triclinic, P1 | Dx = 1.450 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.7688 (6) Å | Cell parameters from 4106 reflections |
b = 10.8408 (6) Å | θ = 1.7–25.1° |
c = 13.3473 (7) Å | µ = 0.69 mm−1 |
α = 89.032 (1)° | T = 293 K |
β = 66.477 (1)° | Prism, brown |
γ = 88.276 (1)° | 0.56 × 0.50 × 0.40 mm |
V = 1428.04 (13) Å3 | |
Data collection top
Siemens SMART CCD area-detector diffractometer | 4964 independent reflections |
Radiation source: fine-focus sealed tube | 4019 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.020 |
φ and ω scans | θmax = 25.1°, θmin = 1.7° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −11→12 |
Tmin = 0.807, Tmax = 1.000 | k = −12→12 |
7520 measured reflections | l = −15→15 |
Refinement top
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)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.117 | H-atom parameters constrained |
S = 1.08 | w = 1/[σ2(Fo2) + (0.0427P)2 + 1.3089P] where P = (Fo2 + 2Fc2)/3 |
4964 reflections | (Δ/σ)max < 0.001 |
370 parameters | Δρmax = 0.29 e Å−3 |
0 restraints | Δρmin = −0.39 e Å−3 |
Special details top
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. |
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 >
σ(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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Mn1 | 0.72704 (4) | 0.35644 (4) | 0.19789 (4) | 0.03710 (15) | |
Cl1 | 0.90860 (9) | 0.36296 (10) | 0.26551 (8) | 0.0665 (3) | |
Cl2 | 0.73667 (10) | 0.57094 (7) | 0.14043 (7) | 0.0537 (2) | |
O1 | 1.0494 (4) | −0.1195 (3) | −0.3678 (2) | 0.1015 (11) | |
H1 | 1.0250 | −0.1812 | −0.3292 | 0.152* | |
O2 | 1.2553 (3) | −0.3039 (3) | −0.6379 (2) | 0.0797 (8) | |
H2 | 1.2025 | −0.2853 | −0.5759 | 0.120* | |
N1 | 0.8352 (3) | 0.2834 (2) | 0.0248 (2) | 0.0467 (6) | |
N2 | 0.7230 (3) | 0.1436 (2) | 0.2083 (2) | 0.0513 (7) | |
N3 | 0.5208 (2) | 0.3535 (2) | 0.1820 (2) | 0.0412 (6) | |
N4 | 0.5577 (2) | 0.3520 (2) | 0.37113 (19) | 0.0373 (6) | |
N5 | 1.1322 (4) | −0.1546 (3) | −0.4742 (3) | 0.0733 (9) | |
C1 | 0.8927 (4) | 0.3521 (4) | −0.0639 (3) | 0.0594 (9) | |
H1A | 0.8963 | 0.4369 | −0.0565 | 0.071* | |
C2 | 0.9482 (4) | 0.3006 (5) | −0.1689 (3) | 0.0779 (12) | |
H2A | 0.9873 | 0.3506 | −0.2303 | 0.093* | |
C3 | 0.9439 (4) | 0.1757 (5) | −0.1795 (3) | 0.0788 (13) | |
H3 | 0.9793 | 0.1409 | −0.2488 | 0.095* | |
C4 | 0.8875 (4) | 0.1004 (4) | −0.0883 (3) | 0.0644 (10) | |
C5 | 0.8330 (3) | 0.1588 (3) | 0.0139 (3) | 0.0493 (8) | |
C6 | 0.8855 (5) | −0.0331 (5) | −0.0916 (4) | 0.0824 (14) | |
H6 | 0.9208 | −0.0725 | −0.1590 | 0.099* | |
C7 | 0.8342 (5) | −0.1013 (4) | −0.0006 (4) | 0.0818 (13) | |
H7 | 0.8355 | −0.1868 | −0.0058 | 0.098* | |
C8 | 0.7780 (4) | −0.0453 (3) | 0.1039 (4) | 0.0639 (10) | |
C9 | 0.7754 (3) | 0.0848 (3) | 0.1110 (3) | 0.0499 (8) | |
C10 | 0.7230 (5) | −0.1123 (4) | 0.2023 (4) | 0.0814 (13) | |
H10 | 0.7224 | −0.1981 | 0.2010 | 0.098* | |
C11 | 0.6711 (5) | −0.0524 (4) | 0.2984 (4) | 0.0854 (14) | |
H11 | 0.6347 | −0.0961 | 0.3639 | 0.102* | |
C12 | 0.6729 (4) | 0.0756 (3) | 0.2983 (3) | 0.0703 (11) | |
H12 | 0.6368 | 0.1159 | 0.3652 | 0.084* | |
C13 | 0.5031 (3) | 0.3579 (3) | 0.0894 (3) | 0.0495 (8) | |
H13 | 0.5791 | 0.3515 | 0.0240 | 0.059* | |
C14 | 0.3767 (4) | 0.3717 (4) | 0.0850 (3) | 0.0575 (9) | |
H14 | 0.3693 | 0.3753 | 0.0180 | 0.069* | |
C15 | 0.2644 (4) | 0.3798 (3) | 0.1793 (3) | 0.0558 (9) | |
H15 | 0.1792 | 0.3877 | 0.1773 | 0.067* | |
C16 | 0.2772 (3) | 0.3761 (3) | 0.2803 (3) | 0.0461 (7) | |
C17 | 0.4090 (3) | 0.3628 (3) | 0.2770 (2) | 0.0373 (7) | |
C18 | 0.1645 (3) | 0.3829 (4) | 0.3837 (3) | 0.0591 (9) | |
H18 | 0.0772 | 0.3910 | 0.3861 | 0.071* | |
C19 | 0.1828 (3) | 0.3776 (3) | 0.4780 (3) | 0.0569 (9) | |
H19 | 0.1078 | 0.3820 | 0.5443 | 0.068* | |
C20 | 0.3154 (3) | 0.3653 (3) | 0.4778 (2) | 0.0438 (7) | |
C21 | 0.4288 (3) | 0.3595 (3) | 0.3779 (2) | 0.0369 (6) | |
C22 | 0.3394 (3) | 0.3603 (3) | 0.5743 (3) | 0.0487 (8) | |
H22 | 0.2671 | 0.3642 | 0.6422 | 0.058* | |
C23 | 0.4684 (3) | 0.3498 (3) | 0.5676 (2) | 0.0475 (8) | |
H23 | 0.4854 | 0.3445 | 0.6306 | 0.057* | |
C24 | 0.5751 (3) | 0.3471 (3) | 0.4649 (2) | 0.0441 (7) | |
H24 | 0.6631 | 0.3416 | 0.4613 | 0.053* | |
C25 | 1.1731 (4) | −0.0634 (4) | −0.5397 (4) | 0.0743 (12) | |
H25 | 1.1448 | 0.0163 | −0.5146 | 0.089* | |
C26 | 1.2638 (4) | −0.0828 (4) | −0.6535 (3) | 0.0627 (10) | |
C27 | 1.3176 (5) | 0.0188 (5) | −0.7206 (4) | 0.0877 (14) | |
H27 | 1.2924 | 0.0979 | −0.6928 | 0.105* | |
C28 | 1.4068 (6) | 0.0038 (6) | −0.8270 (5) | 0.1051 (18) | |
H28 | 1.4412 | 0.0723 | −0.8713 | 0.126* | |
C29 | 1.4453 (5) | −0.1134 (6) | −0.8677 (4) | 0.0969 (16) | |
H29 | 1.5070 | −0.1237 | −0.9396 | 0.116* | |
C30 | 1.3944 (5) | −0.2142 (5) | −0.8043 (3) | 0.0798 (12) | |
H30 | 1.4211 | −0.2928 | −0.8332 | 0.096* | |
C31 | 1.3026 (4) | −0.2003 (4) | −0.6966 (3) | 0.0617 (10) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mn1 | 0.0371 (3) | 0.0349 (3) | 0.0396 (3) | −0.00119 (18) | −0.0156 (2) | −0.00050 (18) |
Cl1 | 0.0449 (5) | 0.0924 (7) | 0.0711 (6) | −0.0119 (5) | −0.0323 (5) | 0.0158 (5) |
Cl2 | 0.0782 (6) | 0.0345 (4) | 0.0547 (5) | −0.0038 (4) | −0.0332 (4) | 0.0010 (3) |
O1 | 0.111 (3) | 0.103 (3) | 0.0599 (18) | 0.034 (2) | −0.0041 (17) | −0.0006 (17) |
O2 | 0.103 (2) | 0.0629 (18) | 0.0711 (18) | −0.0013 (16) | −0.0319 (17) | 0.0007 (14) |
N1 | 0.0404 (15) | 0.0474 (16) | 0.0493 (16) | 0.0040 (12) | −0.0150 (13) | −0.0054 (13) |
N2 | 0.0565 (17) | 0.0377 (15) | 0.0583 (17) | 0.0021 (12) | −0.0217 (14) | −0.0030 (13) |
N3 | 0.0417 (14) | 0.0461 (15) | 0.0389 (14) | −0.0052 (11) | −0.0190 (12) | 0.0003 (11) |
N4 | 0.0393 (14) | 0.0362 (13) | 0.0377 (13) | 0.0003 (10) | −0.0169 (11) | −0.0014 (10) |
N5 | 0.075 (2) | 0.079 (2) | 0.056 (2) | 0.0192 (18) | −0.0171 (17) | 0.0015 (17) |
C1 | 0.052 (2) | 0.069 (2) | 0.052 (2) | −0.0015 (18) | −0.0150 (17) | −0.0020 (18) |
C2 | 0.063 (3) | 0.111 (4) | 0.045 (2) | 0.000 (2) | −0.0070 (19) | −0.004 (2) |
C3 | 0.063 (3) | 0.109 (4) | 0.059 (3) | 0.015 (2) | −0.018 (2) | −0.040 (3) |
C4 | 0.049 (2) | 0.081 (3) | 0.063 (2) | 0.0115 (19) | −0.0223 (19) | −0.028 (2) |
C5 | 0.0374 (17) | 0.052 (2) | 0.062 (2) | 0.0099 (14) | −0.0233 (16) | −0.0190 (16) |
C6 | 0.073 (3) | 0.084 (3) | 0.092 (3) | 0.023 (2) | −0.034 (3) | −0.056 (3) |
C7 | 0.080 (3) | 0.059 (3) | 0.108 (4) | 0.013 (2) | −0.040 (3) | −0.036 (3) |
C8 | 0.059 (2) | 0.047 (2) | 0.094 (3) | 0.0078 (17) | −0.039 (2) | −0.023 (2) |
C9 | 0.0437 (18) | 0.0396 (18) | 0.073 (2) | 0.0055 (14) | −0.0300 (17) | −0.0091 (16) |
C10 | 0.095 (3) | 0.037 (2) | 0.120 (4) | −0.002 (2) | −0.051 (3) | 0.002 (2) |
C11 | 0.121 (4) | 0.040 (2) | 0.097 (3) | −0.003 (2) | −0.045 (3) | 0.011 (2) |
C12 | 0.091 (3) | 0.045 (2) | 0.070 (3) | −0.003 (2) | −0.028 (2) | 0.0063 (19) |
C13 | 0.0467 (19) | 0.065 (2) | 0.0364 (17) | −0.0051 (16) | −0.0158 (15) | −0.0017 (15) |
C14 | 0.057 (2) | 0.078 (3) | 0.050 (2) | −0.0052 (18) | −0.0336 (18) | 0.0034 (18) |
C15 | 0.046 (2) | 0.070 (2) | 0.062 (2) | −0.0035 (17) | −0.0319 (18) | 0.0034 (18) |
C16 | 0.0387 (17) | 0.0498 (19) | 0.0511 (19) | −0.0027 (14) | −0.0191 (15) | −0.0003 (15) |
C17 | 0.0380 (16) | 0.0359 (16) | 0.0387 (16) | −0.0036 (12) | −0.0158 (13) | −0.0005 (12) |
C18 | 0.0366 (18) | 0.078 (3) | 0.063 (2) | 0.0024 (17) | −0.0197 (17) | −0.0049 (19) |
C19 | 0.0369 (18) | 0.074 (2) | 0.049 (2) | −0.0022 (16) | −0.0058 (15) | −0.0039 (17) |
C20 | 0.0443 (18) | 0.0437 (18) | 0.0398 (17) | −0.0040 (14) | −0.0127 (14) | −0.0002 (13) |
C21 | 0.0402 (16) | 0.0314 (15) | 0.0402 (16) | −0.0007 (12) | −0.0172 (13) | −0.0031 (12) |
C22 | 0.050 (2) | 0.0478 (19) | 0.0396 (17) | −0.0040 (15) | −0.0089 (15) | −0.0019 (14) |
C23 | 0.064 (2) | 0.0455 (19) | 0.0363 (17) | −0.0019 (15) | −0.0230 (16) | 0.0017 (14) |
C24 | 0.0502 (19) | 0.0424 (18) | 0.0457 (18) | −0.0011 (14) | −0.0255 (15) | 0.0002 (14) |
C25 | 0.081 (3) | 0.064 (3) | 0.075 (3) | 0.016 (2) | −0.030 (2) | 0.001 (2) |
C26 | 0.064 (2) | 0.064 (2) | 0.063 (2) | 0.0038 (19) | −0.029 (2) | 0.0106 (19) |
C27 | 0.098 (4) | 0.073 (3) | 0.089 (3) | −0.006 (3) | −0.035 (3) | 0.021 (3) |
C28 | 0.105 (4) | 0.114 (5) | 0.090 (4) | −0.030 (4) | −0.033 (3) | 0.046 (3) |
C29 | 0.089 (4) | 0.132 (5) | 0.061 (3) | −0.016 (3) | −0.021 (3) | 0.020 (3) |
C30 | 0.086 (3) | 0.093 (3) | 0.062 (3) | 0.005 (3) | −0.031 (2) | −0.003 (2) |
C31 | 0.062 (2) | 0.069 (3) | 0.059 (2) | −0.0043 (19) | −0.0305 (19) | 0.0089 (19) |
Geometric parameters (Å, º) top
Mn1—N1 | 2.275 (3) | C8—C7 | 1.418 (6) |
Mn1—N4 | 2.304 (2) | C31—C30 | 1.389 (6) |
Mn1—N2 | 2.310 (3) | C31—C26 | 1.389 (5) |
Mn1—N3 | 2.315 (2) | C15—C14 | 1.355 (5) |
Mn1—Cl2 | 2.4285 (9) | C15—H15 | 0.93 |
Mn1—Cl1 | 2.4619 (9) | C18—C19 | 1.349 (5) |
N3—C13 | 1.323 (4) | C18—H18 | 0.93 |
N3—C17 | 1.359 (4) | C19—H19 | 0.93 |
N4—C24 | 1.337 (4) | C14—H14 | 0.93 |
N4—C21 | 1.355 (4) | C11—C10 | 1.347 (6) |
C21—C20 | 1.404 (4) | C11—C12 | 1.389 (5) |
C21—C17 | 1.445 (4) | C11—H11 | 0.93 |
N2—C12 | 1.324 (5) | N5—C25 | 1.275 (5) |
N2—C9 | 1.354 (4) | N5—O1 | 1.394 (4) |
C17—C16 | 1.405 (4) | C1—C2 | 1.404 (5) |
C20—C22 | 1.411 (4) | C1—H1A | 0.93 |
C20—C19 | 1.429 (5) | O1—H1 | 0.82 |
C24—C23 | 1.394 (4) | C26—C27 | 1.393 (6) |
C24—H24 | 0.93 | C26—C25 | 1.455 (6) |
C16—C15 | 1.409 (5) | C12—H12 | 0.93 |
C16—C18 | 1.430 (5) | C25—H25 | 0.93 |
N1—C1 | 1.325 (4) | C2—C3 | 1.367 (6) |
N1—C5 | 1.363 (4) | C2—H2A | 0.93 |
C23—C22 | 1.358 (5) | C6—C7 | 1.337 (7) |
C23—H23 | 0.93 | C6—H6 | 0.93 |
O2—C31 | 1.349 (5) | C3—H3 | 0.93 |
O2—H2 | 0.82 | C7—H7 | 0.93 |
C9—C8 | 1.414 (5) | C30—C29 | 1.358 (7) |
C9—C5 | 1.435 (5) | C30—H30 | 0.93 |
C22—H22 | 0.93 | C27—C28 | 1.369 (7) |
C4—C3 | 1.388 (6) | C27—H27 | 0.93 |
C4—C5 | 1.405 (5) | C29—C28 | 1.376 (7) |
C4—C6 | 1.450 (6) | C29—H29 | 0.93 |
C13—C14 | 1.388 (5) | C28—H28 | 0.93 |
C13—H13 | 0.93 | C10—H10 | 0.93 |
C8—C10 | 1.406 (6) | | |
| | | |
N1—Mn1—N4 | 152.68 (9) | C10—C8—C7 | 123.5 (4) |
N1—Mn1—N2 | 72.65 (10) | C9—C8—C7 | 119.0 (4) |
N4—Mn1—N2 | 85.61 (9) | O2—C31—C30 | 117.5 (4) |
N1—Mn1—N3 | 90.71 (9) | O2—C31—C26 | 122.7 (4) |
N4—Mn1—N3 | 71.78 (8) | C30—C31—C26 | 119.8 (4) |
N2—Mn1—N3 | 88.02 (10) | C14—C15—C16 | 119.7 (3) |
N1—Mn1—Cl2 | 94.17 (7) | C14—C15—H15 | 120.1 |
N4—Mn1—Cl2 | 105.09 (6) | C16—C15—H15 | 120.1 |
N2—Mn1—Cl2 | 165.58 (8) | C19—C18—C16 | 121.1 (3) |
N3—Mn1—Cl2 | 86.28 (7) | C19—C18—H18 | 119.4 |
N1—Mn1—Cl1 | 103.48 (7) | C16—C18—H18 | 119.4 |
N4—Mn1—Cl1 | 93.42 (6) | C18—C19—C20 | 121.1 (3) |
N2—Mn1—Cl1 | 92.02 (8) | C18—C19—H19 | 119.5 |
N3—Mn1—Cl1 | 165.16 (7) | C20—C19—H19 | 119.5 |
Cl2—Mn1—Cl1 | 96.86 (4) | C15—C14—C13 | 119.5 (3) |
C13—N3—C17 | 117.8 (3) | C15—C14—H14 | 120.3 |
C13—N3—Mn1 | 125.8 (2) | C13—C14—H14 | 120.3 |
C17—N3—Mn1 | 115.87 (18) | C10—C11—C12 | 119.0 (4) |
C24—N4—C21 | 117.4 (3) | C10—C11—H11 | 120.5 |
C24—N4—Mn1 | 126.1 (2) | C12—C11—H11 | 120.5 |
C21—N4—Mn1 | 116.45 (18) | C25—N5—O1 | 113.2 (4) |
N4—C21—C20 | 123.0 (3) | N1—C1—C2 | 121.9 (4) |
N4—C21—C17 | 117.7 (3) | N1—C1—H1A | 119.1 |
C20—C21—C17 | 119.3 (3) | C2—C1—H1A | 119.1 |
C12—N2—C9 | 118.0 (3) | N5—O1—H1 | 109.5 |
C12—N2—Mn1 | 126.8 (2) | C31—C26—C27 | 118.6 (4) |
C9—N2—Mn1 | 115.2 (2) | C31—C26—C25 | 121.9 (4) |
N3—C17—C16 | 122.8 (3) | C27—C26—C25 | 119.5 (4) |
N3—C17—C21 | 117.7 (3) | N2—C12—C11 | 123.7 (4) |
C16—C17—C21 | 119.5 (3) | N2—C12—H12 | 118.1 |
C21—C20—C22 | 117.3 (3) | C11—C12—H12 | 118.1 |
C21—C20—C19 | 119.6 (3) | N5—C25—C26 | 120.7 (4) |
C22—C20—C19 | 123.1 (3) | N5—C25—H25 | 119.7 |
N4—C24—C23 | 123.5 (3) | C26—C25—H25 | 119.7 |
N4—C24—H24 | 118.2 | C3—C2—C1 | 118.9 (4) |
C23—C24—H24 | 118.2 | C3—C2—H2A | 120.5 |
C17—C16—C15 | 116.9 (3) | C1—C2—H2A | 120.5 |
C17—C16—C18 | 119.4 (3) | C7—C6—C4 | 121.8 (4) |
C15—C16—C18 | 123.7 (3) | C7—C6—H6 | 119.1 |
C1—N1—C5 | 119.0 (3) | C4—C6—H6 | 119.1 |
C1—N1—Mn1 | 125.4 (2) | C2—C3—C4 | 120.9 (4) |
C5—N1—Mn1 | 115.6 (2) | C2—C3—H3 | 119.6 |
C22—C23—C24 | 119.0 (3) | C4—C3—H3 | 119.6 |
C22—C23—H23 | 120.5 | C6—C7—C8 | 121.1 (4) |
C24—C23—H23 | 120.5 | C6—C7—H7 | 119.4 |
C31—O2—H2 | 109.5 | C8—C7—H7 | 119.4 |
N2—C9—C8 | 121.8 (3) | C29—C30—C31 | 120.2 (5) |
N2—C9—C5 | 117.8 (3) | C29—C30—H30 | 119.9 |
C8—C9—C5 | 120.4 (3) | C31—C30—H30 | 119.9 |
C23—C22—C20 | 119.7 (3) | C28—C27—C26 | 121.1 (5) |
C23—C22—H22 | 120.1 | C28—C27—H27 | 119.5 |
C20—C22—H22 | 120.1 | C26—C27—H27 | 119.5 |
C3—C4—C5 | 116.9 (4) | C30—C29—C28 | 120.9 (5) |
C3—C4—C6 | 124.5 (4) | C30—C29—H29 | 119.5 |
C5—C4—C6 | 118.6 (4) | C28—C29—H29 | 119.5 |
N3—C13—C14 | 123.3 (3) | C27—C28—C29 | 119.4 (5) |
N3—C13—H13 | 118.4 | C27—C28—H28 | 120.3 |
C14—C13—H13 | 118.4 | C29—C28—H28 | 120.3 |
N1—C5—C4 | 122.5 (4) | C11—C10—C8 | 120.0 (4) |
N1—C5—C9 | 118.5 (3) | C11—C10—H10 | 120.0 |
C4—C5—C9 | 119.0 (3) | C8—C10—H10 | 120.0 |
C10—C8—C9 | 117.4 (4) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O2—H2···N5 | 0.82 | 1.90 | 2.613 (4) | 145 |
O1—H1···Cl1i | 0.82 | 2.34 | 3.055 (3) | 147 |
Symmetry code: (i) −x+2, −y, −z. |