Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.035 Å
- R factor = 0.063
- wR factor = 0.231
- Data-to-parameter ratio = 7.6
checkCIF/PLATON results
No syntax errors found
Alert level A
PLAT241_ALERT_2_A Check High Ueq as Compared to Neighbors for C26
| Author Response: See _publ_section_exptl_refinement
|
Alert level B
PLAT026_ALERT_3_B Ratio Observed / Unique Reflections too Low .... 35 Perc.
PLAT111_ALERT_2_B ADDSYM Detects (Pseudo) Centre of Symmetry ..... 82 PerFit
PLAT201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) ....... 2
PLAT241_ALERT_2_B Check High Ueq as Compared to Neighbors for C33
| Author Response: See _publ_section_exptl_refinement
|
PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for C34
PLAT335_ALERT_2_B Large Benzene C-C Range C24 -C29 0.28 Ang.
PLAT341_ALERT_3_B Low Bond Precision on C-C bonds (x 1000) Ang ... 35
PLAT360_ALERT_2_B Short C(sp3)-C(sp3) Bond C39 - C40 ... 1.27 Ang.
PLAT369_ALERT_2_B Long C(sp2)-C(sp2) Bond C38 - C51 ... 1.58 Ang.
Alert level C
PLAT089_ALERT_3_C Poor Data / Parameter Ratio (Zmax .LT. 18) ..... 7.55
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ?
PLAT213_ALERT_2_C Atom C10 has ADP max/min Ratio ............. 3.10 prolat
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for N7
| Author Response: See _publ_section_exptl_refinement
|
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C14
| Author Response: See _publ_section_exptl_refinement
|
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C19
| Author Response: See _publ_section_exptl_refinement
|
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C35
| Author Response: See _publ_section_exptl_refinement
|
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C37
| Author Response: See _publ_section_exptl_refinement
|
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C40
| Author Response: See _publ_section_exptl_refinement
|
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C43
| Author Response: See _publ_section_exptl_refinement
|
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C49
| Author Response: See _publ_section_exptl_refinement
|
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C9
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C12
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C18
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C22
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C25
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C28
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C36
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C39
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C42
PLAT360_ALERT_2_C Short C(sp3)-C(sp3) Bond C17 - C18 ... 1.42 Ang.
PLAT362_ALERT_2_C Short C(sp3)-C(sp2) Bond C16 - C17 ... 1.41 Ang.
PLAT362_ALERT_2_C Short C(sp3)-C(sp2) Bond C19 - C20 ... 1.41 Ang.
PLAT362_ALERT_2_C Short C(sp3)-C(sp2) Bond C41 - C42 ... 1.38 Ang.
PLAT368_ALERT_2_C Short C(sp2)-C(sp2) Bond C25 - C26 ... 1.23 Ang.
PLAT369_ALERT_2_C Long C(sp2)-C(sp2) Bond C34 - C37 ... 1.53 Ang.
PLAT369_ALERT_2_C Long C(sp2)-C(sp2) Bond C50 - C51 ... 1.53 Ang.
PLAT721_ALERT_1_C Bond Calc 0.94000, Rep 0.95100 Dev... 0.01 Ang.
C41 -H41A 1.555 1.555
Alert level G
REFLT03_ALERT_4_G WARNING: Large fraction of Friedel related reflns may
be needed to determine absolute structure
From the CIF: _diffrn_reflns_theta_max 25.00
From the CIF: _reflns_number_total 3466
Count of symmetry unique reflns 3475
Completeness (_total/calc) 99.74%
TEST3: Check Friedels for noncentro structure
Estimate of Friedel pairs measured 0
Fraction of Friedel pairs measured 0.000
Are heavy atom types Z>Si present yes
1 ALERT level A = In general: serious problem
9 ALERT level B = Potentially serious problem
28 ALERT level C = Check and explain
1 ALERT level G = General alerts; check
1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
33 ALERT type 2 Indicator that the structure model may be wrong or deficient
3 ALERT type 3 Indicator that the structure quality may be low
2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: WinAFC Diffractometer Control Software (Rigaku, 1999); cell refinement: WinAFC Diffractometer Control Software; data reduction: TEXSAN (Molecular Structure Corporation, 2001); program(s) used to solve structure: SIR92 (Altomare et al., 1994) and DIRDIF94 (Beurskens et
al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: TEXSAN.
(+)-(4aR,9aS)-
O-(4-Bromobenzoyl)-
N-(3-methylanthracen-9-ylidene)hydroxylamine
top
Crystal data top
C22H20BrNO2 | F(000) = 840 |
Mr = 410.31 | Dx = 1.429 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.536 (2) Å | Cell parameters from 25 reflections |
b = 19.225 (5) Å | θ = 10.0–11.6° |
c = 9.500 (2) Å | µ = 2.18 mm−1 |
β = 97.67 (2)° | T = 298 K |
V = 1907.1 (7) Å3 | Prism, colorless |
Z = 4 | 0.50 × 0.45 × 0.30 mm |
Data collection top
Rigaku AFC-7R diffractometer | Rint = 0.098 |
ω–2θ scans | θmax = 25.0° |
Absorption correction: integration (Higashi, 1999) | h = −12→0 |
Tmin = 0.389, Tmax = 0.552 | k = 0→22 |
3670 measured reflections | l = −11→11 |
3466 independent reflections | 3 standard reflections every 150 reflections |
1224 reflections with I > 2σ(I) | intensity decay: 1.4% |
Refinement top
Refinement on F2 | w = 1/[σ2(Fo2) + (0.1051P)2 + 1.0533P] where P = (Fo2 + 2Fc2)/3 |
R[F2 > 2σ(F2)] = 0.063 | (Δ/σ)max = 0.018 |
wR(F2) = 0.231 | Δρmax = 0.24 e Å−3 |
S = 0.98 | Δρmin = −0.43 e Å−3 |
3466 reflections | Absolute structure: (Flack, 1983), no Friedel pairs |
459 parameters | Absolute structure parameter: −0.02 (3) |
H-atom parameters constrained | |
Special details top
Refinement. Refinement using reflections with F2 > 0.0 σ(F2). The
weighted R-factor (wR), goodness of fit (S) and
R-factor (gt) are based on F, with F set to zero for
negative F. The threshold expression of F2 > 2.0
σ(F2) is used only for calculating R-factor (gt). |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Br1 | 0.9823 (3) | 0.2998 (2) | 0.2312 (3) | 0.150 (1) | |
Br2 | −0.4885 (3) | −0.2109 (2) | 0.2557 (2) | 0.141 (1) | |
O3 | 0.336 (1) | 0.2528 (9) | 0.222 (1) | 0.106 (5) | |
O4 | 0.422 (1) | 0.1793 (7) | 0.389 (1) | 0.071 (4) | |
O5 | 0.160 (1) | −0.1554 (9) | 0.315 (1) | 0.118 (5) | |
O6 | 0.091 (1) | −0.0899 (9) | 0.123 (1) | 0.092 (5) | |
N7 | 0.296 (2) | 0.155 (1) | 0.405 (2) | 0.094 (6) | |
N8 | 0.219 (2) | −0.069 (1) | 0.125 (2) | 0.081 (5) | |
C9 | 0.810 (2) | 0.282 (1) | 0.253 (2) | 0.095 (8) | |
C10 | 0.713 (3) | 0.302 (1) | 0.156 (2) | 0.101 (8) | |
C11 | 0.590 (2) | 0.287 (1) | 0.169 (2) | 0.092 (6) | |
C12 | 0.560 (2) | 0.253 (1) | 0.294 (2) | 0.070 (5) | |
C13 | 0.662 (2) | 0.232 (1) | 0.392 (2) | 0.088 (7) | |
C14 | 0.782 (3) | 0.250 (1) | 0.373 (2) | 0.116 (9) | |
C15 | 0.422 (2) | 0.229 (1) | 0.283 (2) | 0.070 (6) | |
C16 | 0.287 (2) | 0.095 (1) | 0.463 (2) | 0.077 (6) | |
C17 | 0.399 (2) | 0.058 (1) | 0.514 (2) | 0.092 (7) | |
C18 | 0.472 (2) | 0.0774 (9) | 0.645 (2) | 0.086 (5) | |
C19 | 0.600 (2) | 0.040 (1) | 0.683 (2) | 0.114 (7) | |
C20 | 0.603 (2) | −0.032 (2) | 0.656 (2) | 0.102 (8) | |
C21 | 0.513 (3) | −0.062 (1) | 0.571 (2) | 0.099 (7) | |
C22 | 0.384 (2) | −0.024 (1) | 0.500 (2) | 0.081 (5) | |
C23 | 0.270 (2) | −0.047 (1) | 0.562 (2) | 0.105 (8) | |
C24 | 0.158 (2) | 0.001 (2) | 0.503 (2) | 0.105 (8) | |
C25 | 0.031 (3) | −0.029 (2) | 0.528 (3) | 0.12 (1) | |
C26 | −0.066 (3) | 0.006 (2) | 0.492 (4) | 0.17 (1) | |
C27 | −0.064 (2) | 0.073 (2) | 0.432 (3) | 0.123 (8) | |
C28 | 0.055 (2) | 0.107 (1) | 0.426 (2) | 0.076 (6) | |
C29 | 0.160 (2) | 0.070 (1) | 0.471 (2) | 0.070 (6) | |
C30 | 0.707 (2) | −0.074 (1) | 0.726 (3) | 0.136 (9) | |
C31 | −0.306 (2) | −0.192 (1) | 0.233 (3) | 0.112 (8) | |
C32 | −0.227 (2) | −0.211 (1) | 0.354 (2) | 0.107 (7) | |
C33 | −0.095 (3) | −0.193 (1) | 0.343 (2) | 0.124 (9) | |
C34 | −0.065 (2) | −0.157 (1) | 0.234 (2) | 0.074 (6) | |
C35 | −0.155 (2) | −0.139 (1) | 0.118 (2) | 0.100 (8) | |
C36 | −0.281 (2) | −0.153 (1) | 0.127 (2) | 0.091 (7) | |
C37 | 0.073 (3) | −0.137 (1) | 0.220 (3) | 0.116 (9) | |
C38 | 0.213 (2) | −0.010 (1) | 0.063 (2) | 0.078 (7) | |
C39 | 0.097 (2) | 0.0365 (10) | 0.000 (2) | 0.063 (5) | |
C40 | 0.040 (2) | 0.065 (1) | 0.095 (2) | 0.109 (7) | |
C41 | −0.084 (2) | 0.098 (1) | 0.020 (2) | 0.104 (6) | |
C42 | −0.080 (2) | 0.135 (1) | −0.104 (3) | 0.083 (6) | |
C43 | 0.020 (3) | 0.128 (1) | −0.180 (2) | 0.105 (7) | |
C44 | 0.142 (2) | 0.083 (1) | −0.127 (2) | 0.094 (6) | |
C45 | 0.249 (2) | 0.128 (1) | −0.068 (2) | 0.093 (7) | |
C46 | 0.371 (3) | 0.091 (2) | −0.011 (2) | 0.098 (8) | |
C47 | 0.486 (3) | 0.121 (1) | 0.019 (2) | 0.109 (8) | |
C48 | 0.583 (3) | 0.087 (2) | 0.085 (3) | 0.1297 (1)* | |
C49 | 0.578 (3) | 0.024 (2) | 0.145 (3) | 0.1531 (1)* | |
C50 | 0.459 (2) | −0.015 (2) | 0.136 (2) | 0.124 (9) | |
C51 | 0.346 (2) | 0.028 (2) | 0.065 (2) | 0.106 (8) | |
C52 | −0.183 (2) | 0.187 (1) | −0.159 (2) | 0.104 (7) | |
H10 | 0.7310 | 0.3271 | 0.0748 | 0.1217* | |
H11 | 0.5240 | 0.2995 | 0.0955 | 0.1097* | |
H13 | 0.6468 | 0.2044 | 0.4721 | 0.1048* | |
H14 | 0.8497 | 0.2400 | 0.4467 | 0.1398* | |
H17 | 0.4542 | 0.0694 | 0.4463 | 0.1104* | |
H18A | 0.4890 | 0.1259 | 0.6416 | 0.1034* | |
H18B | 0.4211 | 0.0685 | 0.7187 | 0.1034* | |
H19A | 0.6606 | 0.0612 | 0.6310 | 0.1368* | |
H19B | 0.6265 | 0.0462 | 0.7820 | 0.1368* | |
H21 | 0.5237 | −0.1094 | 0.5499 | 0.1187* | |
H22 | 0.3714 | −0.0355 | 0.4019 | 0.0973* | |
H23A | 0.2502 | −0.0934 | 0.5368 | 0.1257* | |
H23B | 0.2858 | −0.0426 | 0.6629 | 0.1257* | |
H25 | 0.0263 | −0.0742 | 0.5685 | 0.1476* | |
H26 | −0.1461 | −0.0133 | 0.5055 | 0.2024* | |
H27 | −0.1420 | 0.0955 | 0.3953 | 0.1475* | |
H28 | 0.0596 | 0.1536 | 0.3926 | 0.0909* | |
H30A | 0.6733 | −0.1141 | 0.7655 | 0.1630* | |
H30B | 0.7611 | −0.0878 | 0.6580 | 0.1630* | |
H30C | 0.7557 | −0.0478 | 0.7989 | 0.1630* | |
H32 | −0.2550 | −0.2341 | 0.4328 | 0.1281* | |
H33 | −0.0293 | −0.2067 | 0.4163 | 0.1496* | |
H35 | −0.1294 | −0.1185 | 0.0357 | 0.1202* | |
H36 | −0.3470 | −0.1355 | 0.0592 | 0.1091* | |
H39 | 0.0363 | 0.0050 | −0.0463 | 0.0758* | |
H40A | 0.0201 | 0.0309 | 0.1609 | 0.1314* | |
H40B | 0.0933 | 0.0997 | 0.1432 | 0.1314* | |
H41A | −0.1439 | 0.0617 | −0.0014 | 0.1244* | |
H41B | −0.1139 | 0.1291 | 0.0865 | 0.1244* | |
H43 | 0.0162 | 0.1516 | −0.2692 | 0.1266* | |
H44 | 0.1660 | 0.0543 | −0.2009 | 0.1132* | |
H45A | 0.2673 | 0.1588 | −0.1407 | 0.1111* | |
H45B | 0.2215 | 0.1542 | 0.0076 | 0.1111* | |
H47 | 0.4976 | 0.1681 | −0.0088 | 0.1308* | |
H48 | 0.6643 | 0.1087 | 0.0922 | 0.1552* | |
H49 | 0.6542 | 0.0036 | 0.1931 | 0.1842* | |
H50 | 0.4522 | −0.0604 | 0.1708 | 0.1486* | |
H52A | −0.1773 | 0.2270 | −0.0988 | 0.1247* | |
H52B | −0.1716 | 0.2013 | −0.2526 | 0.1247* | |
H52C | −0.2649 | 0.1665 | −0.1606 | 0.1247* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Br1 | 0.144 (2) | 0.187 (4) | 0.121 (2) | −0.090 (3) | 0.024 (1) | −0.006 (2) |
Br2 | 0.147 (2) | 0.158 (3) | 0.114 (2) | −0.081 (2) | 0.009 (1) | 0.017 (2) |
O3 | 0.073 (10) | 0.12 (1) | 0.12 (1) | 0.033 (9) | 0.006 (8) | 0.037 (9) |
O4 | 0.066 (9) | 0.077 (10) | 0.067 (8) | −0.003 (7) | 0.002 (6) | 0.010 (7) |
O5 | 0.14 (1) | 0.11 (1) | 0.093 (9) | 0.01 (1) | −0.014 (8) | 0.036 (8) |
O6 | 0.10 (1) | 0.10 (1) | 0.073 (9) | 0.001 (10) | 0.008 (7) | 0.023 (9) |
N7 | 0.09 (1) | 0.08 (1) | 0.11 (1) | 0.01 (1) | 0.027 (10) | 0.03 (1) |
N8 | 0.06 (1) | 0.10 (2) | 0.08 (1) | −0.013 (10) | 0.006 (8) | 0.00 (1) |
C9 | 0.15 (2) | 0.10 (2) | 0.05 (1) | −0.04 (2) | 0.06 (1) | −0.03 (1) |
C10 | 0.15 (2) | 0.11 (2) | 0.05 (1) | −0.07 (2) | 0.04 (1) | 0.01 (1) |
C11 | 0.12 (2) | 0.10 (2) | 0.06 (1) | −0.01 (2) | 0.023 (10) | 0.02 (1) |
C12 | 0.08 (1) | 0.07 (1) | 0.06 (1) | 0.00 (1) | 0.021 (10) | 0.010 (10) |
C13 | 0.09 (2) | 0.11 (2) | 0.07 (1) | −0.02 (2) | 0.01 (1) | 0.00 (1) |
C14 | 0.12 (2) | 0.16 (3) | 0.06 (1) | −0.04 (2) | −0.01 (1) | 0.03 (1) |
C15 | 0.08 (2) | 0.09 (2) | 0.05 (1) | 0.03 (1) | 0.02 (1) | −0.01 (1) |
C16 | 0.11 (2) | 0.06 (2) | 0.06 (1) | −0.01 (1) | 0.00 (1) | 0.00 (1) |
C17 | 0.08 (1) | 0.13 (2) | 0.07 (1) | −0.04 (2) | −0.01 (1) | −0.01 (1) |
C18 | 0.11 (1) | 0.09 (1) | 0.061 (10) | 0.02 (1) | 0.009 (10) | −0.017 (10) |
C19 | 0.09 (1) | 0.11 (2) | 0.13 (2) | 0.00 (1) | −0.01 (1) | 0.04 (1) |
C20 | 0.10 (2) | 0.13 (2) | 0.08 (1) | 0.01 (2) | 0.02 (1) | 0.01 (2) |
C21 | 0.17 (2) | 0.07 (1) | 0.07 (1) | 0.03 (1) | 0.06 (1) | 0.03 (1) |
C22 | 0.09 (1) | 0.09 (2) | 0.062 (10) | −0.01 (1) | −0.006 (9) | 0.00 (1) |
C23 | 0.10 (2) | 0.13 (2) | 0.08 (1) | −0.01 (2) | −0.02 (1) | 0.01 (1) |
C24 | 0.09 (2) | 0.14 (3) | 0.10 (2) | −0.03 (2) | 0.06 (1) | −0.06 (2) |
C25 | 0.09 (2) | 0.15 (2) | 0.12 (2) | −0.06 (2) | −0.01 (2) | 0.05 (2) |
C26 | 0.14 (3) | 0.18 (4) | 0.19 (3) | −0.06 (2) | 0.00 (2) | −0.01 (3) |
C27 | 0.06 (2) | 0.17 (3) | 0.14 (2) | 0.03 (2) | 0.04 (1) | −0.02 (2) |
C28 | 0.07 (1) | 0.10 (1) | 0.06 (1) | 0.01 (1) | 0.008 (9) | −0.024 (10) |
C29 | 0.10 (2) | 0.07 (1) | 0.052 (10) | −0.05 (1) | 0.03 (1) | −0.03 (1) |
C30 | 0.12 (2) | 0.15 (2) | 0.14 (2) | 0.04 (2) | 0.04 (2) | 0.02 (2) |
C31 | 0.10 (2) | 0.08 (2) | 0.14 (2) | −0.04 (1) | −0.06 (1) | 0.00 (2) |
C32 | 0.11 (2) | 0.07 (2) | 0.13 (2) | −0.02 (1) | −0.01 (1) | 0.02 (1) |
C33 | 0.17 (2) | 0.10 (2) | 0.09 (1) | −0.01 (2) | −0.02 (2) | 0.04 (2) |
C34 | 0.10 (2) | 0.06 (1) | 0.06 (1) | −0.02 (1) | −0.02 (1) | −0.01 (1) |
C35 | 0.09 (2) | 0.12 (2) | 0.09 (1) | −0.04 (2) | −0.01 (1) | 0.02 (1) |
C36 | 0.10 (2) | 0.08 (2) | 0.09 (1) | −0.03 (1) | 0.00 (1) | 0.02 (1) |
C37 | 0.14 (2) | 0.05 (1) | 0.14 (2) | 0.01 (1) | −0.05 (2) | 0.02 (1) |
C38 | 0.09 (2) | 0.12 (2) | 0.032 (9) | −0.02 (2) | 0.032 (10) | −0.01 (1) |
C39 | 0.08 (1) | 0.06 (1) | 0.06 (1) | −0.01 (1) | 0.008 (10) | 0.01 (1) |
C40 | 0.12 (2) | 0.14 (2) | 0.07 (1) | 0.02 (1) | 0.02 (1) | −0.06 (1) |
C41 | 0.08 (1) | 0.13 (2) | 0.10 (2) | 0.01 (1) | 0.02 (1) | 0.02 (1) |
C42 | 0.06 (1) | 0.08 (2) | 0.12 (2) | −0.01 (1) | 0.02 (1) | −0.03 (1) |
C43 | 0.17 (2) | 0.09 (1) | 0.06 (1) | −0.03 (1) | 0.01 (1) | 0.004 (10) |
C44 | 0.09 (1) | 0.14 (2) | 0.06 (1) | −0.03 (1) | 0.032 (9) | −0.05 (1) |
C45 | 0.11 (2) | 0.07 (1) | 0.11 (1) | −0.03 (1) | 0.08 (1) | −0.01 (1) |
C46 | 0.12 (2) | 0.10 (2) | 0.09 (2) | −0.01 (2) | 0.06 (2) | −0.04 (1) |
C47 | 0.10 (2) | 0.14 (2) | 0.09 (1) | 0.01 (2) | 0.03 (1) | −0.05 (1) |
C50 | 0.11 (2) | 0.18 (2) | 0.07 (1) | −0.01 (2) | −0.02 (1) | −0.03 (2) |
C51 | 0.11 (2) | 0.12 (2) | 0.08 (1) | 0.00 (2) | 0.00 (1) | −0.05 (1) |
C52 | 0.13 (2) | 0.11 (2) | 0.07 (1) | 0.02 (1) | 0.01 (1) | 0.00 (1) |
Geometric parameters (Å, º) top
BR1—C9 | 1.88 (2) | C28—C29 | 1.33 (3) |
BR2—C31 | 2.00 (2) | C28—H28 | 0.950 |
O3—C15 | 1.11 (2) | C30—H30A | 0.949 |
O4—N7 | 1.43 (2) | C30—H30B | 0.949 |
O4—C15 | 1.39 (2) | C30—H30C | 0.951 |
O5—C37 | 1.25 (3) | C31—C32 | 1.38 (3) |
O6—N8 | 1.40 (2) | C31—C36 | 1.30 (3) |
O6—C37 | 1.32 (3) | C32—C33 | 1.45 (4) |
N7—C16 | 1.29 (3) | C32—H32 | 0.951 |
N8—C38 | 1.28 (3) | C33—C34 | 1.32 (3) |
C9—C10 | 1.34 (3) | C33—H33 | 0.951 |
C9—C14 | 1.36 (3) | C34—C35 | 1.40 (3) |
C10—C11 | 1.34 (4) | C34—C37 | 1.52 (4) |
C10—H10 | 0.950 | C35—C36 | 1.37 (3) |
C11—C12 | 1.43 (3) | C35—H35 | 0.950 |
C11—H11 | 0.950 | C36—H36 | 0.950 |
C12—C13 | 1.39 (3) | C38—C39 | 1.57 (3) |
C12—C15 | 1.52 (3) | C38—C51 | 1.58 (4) |
C13—C14 | 1.35 (4) | C39—C40 | 1.27 (3) |
C13—H13 | 0.950 | C39—C44 | 1.63 (3) |
C14—H14 | 0.951 | C39—H39 | 0.948 |
C16—C17 | 1.39 (3) | C40—C41 | 1.54 (3) |
C16—C29 | 1.43 (3) | C40—H40A | 0.950 |
C17—C18 | 1.42 (2) | C40—H40B | 0.951 |
C17—C22 | 1.60 (3) | C41—C42 | 1.38 (3) |
C17—H17 | 0.951 | C41—H41A | 0.951 |
C18—C19 | 1.54 (3) | C41—H41B | 0.950 |
C18—H18A | 0.952 | C42—C43 | 1.36 (3) |
C18—H18B | 0.950 | C42—C52 | 1.52 (3) |
C19—C20 | 1.39 (4) | C43—C44 | 1.58 (3) |
C19—H19A | 0.950 | C43—H43 | 0.950 |
C19—H19B | 0.949 | C44—C45 | 1.47 (3) |
C20—C21 | 1.30 (3) | C44—H44 | 0.950 |
C20—C30 | 1.46 (4) | C45—C46 | 1.50 (4) |
C21—C22 | 1.60 (3) | C45—H45A | 0.950 |
C21—H21 | 0.949 | C45—H45B | 0.950 |
C22—C23 | 1.47 (3) | C46—C47 | 1.34 (4) |
C22—H22 | 0.949 | C46—C51 | 1.46 (4) |
C23—C24 | 1.55 (4) | C47—C48 | 1.30 (4) |
C23—H23A | 0.949 | C47—H47 | 0.952 |
C23—H23B | 0.951 | C48—C49 | 1.35 (5) |
C24—C25 | 1.50 (4) | C48—H48 | 0.950 |
C24—C29 | 1.36 (4) | C49—C50 | 1.45 (4) |
C25—C26 | 1.24 (5) | C49—H49 | 0.950 |
C25—H25 | 0.948 | C50—C51 | 1.53 (4) |
C26—C27 | 1.41 (5) | C50—H50 | 0.948 |
C26—H26 | 0.950 | C52—H52A | 0.950 |
C27—C28 | 1.42 (3) | C52—H52B | 0.951 |
C27—H27 | 0.949 | C52—H52C | 0.949 |
| | | |
N7—O4—C15 | 113 (1) | H30A—C30—H30C | 109.5 |
N8—O6—C37 | 114 (1) | H30B—C30—H30C | 109.5 |
O4—N7—C16 | 117 (1) | BR2—C31—C32 | 110 (1) |
O6—N8—C38 | 104 (1) | BR2—C31—C36 | 118 (1) |
BR1—C9—C10 | 121 (1) | C32—C31—C36 | 129 (2) |
BR1—C9—C14 | 119 (1) | C31—C32—C33 | 110 (2) |
C10—C9—C14 | 118 (2) | C31—C32—H32 | 124.4 |
C9—C10—C11 | 122 (2) | C33—C32—H32 | 124.9 |
C9—C10—H10 | 119.2 | C32—C33—C34 | 121 (2) |
C11—C10—H10 | 118.8 | C32—C33—H33 | 119.2 |
C10—C11—C12 | 120 (1) | C34—C33—H33 | 119.7 |
C10—C11—H11 | 120.1 | C33—C34—C35 | 122 (2) |
C12—C11—H11 | 119.8 | C33—C34—C37 | 122 (2) |
C11—C12—C13 | 117 (1) | C35—C34—C37 | 115 (1) |
C11—C12—C15 | 113 (1) | C34—C35—C36 | 117 (1) |
C13—C12—C15 | 126 (1) | C34—C35—H35 | 121.1 |
C12—C13—C14 | 118 (1) | C36—C35—H35 | 121.1 |
C12—C13—H13 | 120.5 | C31—C36—C35 | 117 (1) |
C14—C13—H13 | 120.5 | C31—C36—H36 | 121.4 |
C9—C14—C13 | 123 (2) | C35—C36—H36 | 121.4 |
C9—C14—H14 | 118.5 | O5—C37—O6 | 122 (2) |
C13—C14—H14 | 118.5 | O5—C37—C34 | 118 (2) |
O3—C15—O4 | 125 (2) | O6—C37—C34 | 117 (1) |
O3—C15—C12 | 127 (2) | N8—C38—C39 | 132 (1) |
O4—C15—C12 | 104 (1) | N8—C38—C51 | 114 (1) |
N7—C16—C17 | 119 (2) | C39—C38—C51 | 112 (2) |
N7—C16—C29 | 115 (2) | C38—C39—C40 | 113 (1) |
C17—C16—C29 | 124 (2) | C38—C39—C44 | 108 (1) |
C16—C17—C18 | 120 (2) | C38—C39—H39 | 104.7 |
C16—C17—C22 | 113 (1) | C40—C39—C44 | 120 (1) |
C16—C17—H17 | 102.8 | C40—C39—H39 | 104.5 |
C18—C17—C22 | 111 (1) | C44—C39—H39 | 104.5 |
C18—C17—H17 | 102.9 | C39—C40—C41 | 107 (1) |
C22—C17—H17 | 103.0 | C39—C40—H40A | 109.9 |
C17—C18—C19 | 116 (1) | C39—C40—H40B | 109.9 |
C17—C18—H18A | 107.8 | C41—C40—H40A | 109.9 |
C17—C18—H18B | 107.7 | C41—C40—H40B | 109.8 |
C19—C18—H18A | 107.7 | H40A—C40—H40B | 109.4 |
C19—C18—H18B | 107.8 | C40—C41—C42 | 119 (1) |
H18A—C18—H18B | 109.3 | C40—C41—H41A | 106.9 |
C18—C19—C20 | 117 (1) | C40—C41—H41B | 107.0 |
C18—C19—H19A | 107.5 | C42—C41—H41A | 107.1 |
C18—C19—H19B | 107.5 | C42—C41—H41B | 107.2 |
C20—C19—H19A | 107.5 | H41A—C41—H41B | 109.4 |
C20—C19—H19B | 107.5 | C41—C42—C43 | 121 (1) |
H19A—C19—H19B | 109.6 | C41—C42—C52 | 122 (1) |
C19—C20—C21 | 121 (2) | C43—C42—C52 | 116 (1) |
C19—C20—C30 | 119 (2) | C42—C43—C44 | 122 (1) |
C21—C20—C30 | 118 (2) | C42—C43—H43 | 118.8 |
C20—C21—C22 | 124 (2) | C44—C43—H43 | 118.8 |
C20—C21—H21 | 117.7 | C39—C44—C43 | 103 (1) |
C22—C21—H21 | 117.8 | C39—C44—C45 | 108 (1) |
C17—C22—C21 | 110 (1) | C39—C44—H44 | 111.3 |
C17—C22—C23 | 109 (1) | C43—C44—C45 | 110 (1) |
C17—C22—H22 | 108.1 | C43—C44—H44 | 111.4 |
C21—C22—C23 | 112 (1) | C45—C44—H44 | 111.3 |
C21—C22—H22 | 108.1 | C44—C45—C46 | 115 (1) |
C23—C22—H22 | 108.1 | C44—C45—H45A | 108.0 |
C22—C23—C24 | 107 (1) | C44—C45—H45B | 108.0 |
C22—C23—H23A | 109.9 | C46—C45—H45A | 107.9 |
C22—C23—H23B | 109.9 | C46—C45—H45B | 107.9 |
C24—C23—H23A | 109.9 | H45A—C45—H45B | 109.4 |
C24—C23—H23B | 109.8 | C45—C46—C47 | 125 (2) |
H23A—C23—H23B | 109.4 | C45—C46—C51 | 111 (2) |
C23—C24—C25 | 111 (2) | C47—C46—C51 | 118 (2) |
C23—C24—C29 | 128 (2) | C46—C47—C48 | 120 (2) |
C25—C24—C29 | 117 (2) | C46—C47—H47 | 119.7 |
C24—C25—C26 | 117 (3) | C48—C47—H47 | 119.4 |
C24—C25—H25 | 121.3 | C47—C48—C49 | 126 (2) |
C26—C25—H25 | 121.6 | C47—C48—H48 | 117.0 |
C25—C26—C27 | 124 (3) | C49—C48—H48 | 116.8 |
C25—C26—H26 | 117.7 | C48—C49—C50 | 120 (2) |
C27—C26—H26 | 118.2 | C48—C49—H49 | 119.8 |
C26—C27—C28 | 119 (2) | C50—C49—H49 | 119.3 |
C26—C27—H27 | 120.0 | C49—C50—C51 | 112 (2) |
C28—C27—H27 | 120.4 | C49—C50—H50 | 124.1 |
C27—C28—C29 | 116 (2) | C51—C50—H50 | 123.9 |
C27—C28—H28 | 121.8 | C38—C51—C46 | 126 (2) |
C29—C28—H28 | 122.0 | C38—C51—C50 | 113 (2) |
C16—C29—C24 | 111 (2) | C46—C51—C50 | 119 (2) |
C16—C29—C28 | 123 (2) | C42—C52—H52A | 109.4 |
C24—C29—C28 | 123 (2) | C42—C52—H52B | 109.4 |
C20—C30—H30A | 109.4 | C42—C52—H52C | 109.5 |
C20—C30—H30B | 109.4 | H52A—C52—H52B | 109.4 |
C20—C30—H30C | 109.4 | H52A—C52—H52C | 109.6 |
H30A—C30—H30B | 109.6 | H52B—C52—H52C | 109.5 |
| | | |
BR1—C9—C10—C11 | 178 (1) | C21—C22—C23—C24 | 170 (1) |
BR1—C9—C14—C13 | −175 (2) | C22—C17—C16—C29 | 33 (2) |
BR2—C31—C32—C33 | −175 (1) | C22—C21—C20—C30 | 173 (2) |
BR2—C31—C36—C35 | 177 (1) | C22—C23—C24—C25 | 163 (1) |
O3—C15—O4—N7 | 6 (2) | C22—C23—C24—C29 | −34 (3) |
O3—C15—C12—C11 | −31 (3) | C23—C24—C25—C26 | 176 (2) |
O3—C15—C12—C13 | 165 (2) | C23—C24—C29—C28 | −176 (1) |
O4—N7—C16—C17 | 2 (2) | C24—C25—C26—C27 | 0 (5) |
O4—N7—C16—C29 | −177 (1) | C24—C29—C28—C27 | 8 (2) |
O4—C15—C12—C11 | 161 (1) | C25—C24—C29—C28 | −16 (3) |
O4—C15—C12—C13 | −1 (2) | C25—C26—C27—C28 | −7 (5) |
O5—C37—O6—N8 | 7 (3) | C26—C25—C24—C29 | 12 (3) |
O5—C37—C34—C33 | 0 (3) | C26—C27—C28—C29 | 4 (3) |
O5—C37—C34—C35 | −174 (2) | C31—C32—C33—C34 | 4 (3) |
O6—N8—C38—C39 | 2 (2) | C31—C36—C35—C34 | −11 (3) |
O6—N8—C38—C51 | 174 (1) | C32—C31—C36—C35 | 13 (3) |
O6—C37—C34—C33 | −167 (2) | C32—C33—C34—C35 | −4 (3) |
O6—C37—C34—C35 | 17 (3) | C32—C33—C34—C37 | −179 (2) |
N7—O4—C15—C12 | 174 (1) | C33—C32—C31—C36 | −9 (3) |
N7—C16—C17—C18 | 77 (2) | C33—C34—C35—C36 | 7 (3) |
N7—C16—C17—C22 | −146 (1) | C36—C35—C34—C37 | −176 (2) |
N7—C16—C29—C24 | 166 (1) | C37—O6—N8—C38 | −158 (1) |
N7—C16—C29—C28 | −2 (2) | C38—C39—C40—C41 | −170 (1) |
N8—O6—C37—C34 | 174 (1) | C38—C39—C44—C43 | −179 (1) |
N8—C38—C39—C40 | 72 (2) | C38—C39—C44—C45 | −62 (2) |
N8—C38—C39—C44 | −152 (2) | C38—C51—C46—C45 | 13 (3) |
N8—C38—C51—C46 | 172 (2) | C38—C51—C46—C47 | 170 (2) |
N8—C38—C51—C50 | 2 (2) | C38—C51—C50—C49 | −176 (2) |
C9—C10—C11—C12 | 3 (3) | C39—C38—C51—C46 | −14 (3) |
C9—C14—C13—C12 | −8 (3) | C39—C38—C51—C50 | 175 (1) |
C10—C9—C14—C13 | 6 (3) | C39—C40—C41—C42 | −43 (2) |
C10—C11—C12—C13 | −4 (3) | C39—C44—C43—C42 | 14 (2) |
C10—C11—C12—C15 | −169 (2) | C39—C44—C45—C46 | 66 (2) |
C11—C10—C9—C14 | −4 (3) | C40—C39—C38—C51 | −99 (2) |
C11—C12—C13—C14 | 6 (3) | C40—C39—C44—C43 | −47 (2) |
C14—C13—C12—C15 | 169 (2) | C40—C39—C44—C45 | 70 (2) |
C15—O4—N7—C16 | 157 (1) | C40—C41—C42—C43 | 17 (3) |
C16—C17—C18—C19 | −173 (2) | C40—C41—C42—C52 | −160 (1) |
C16—C17—C22—C21 | −175 (1) | C41—C40—C39—C44 | 59 (2) |
C16—C17—C22—C23 | −51 (2) | C41—C42—C43—C44 | −5 (3) |
C16—C29—C24—C23 | 14 (3) | C42—C43—C44—C45 | −101 (2) |
C16—C29—C24—C25 | 174 (1) | C43—C44—C45—C46 | 179 (1) |
C16—C29—C28—C27 | 175 (1) | C44—C39—C38—C51 | 35 (1) |
C17—C16—C29—C24 | −14 (2) | C44—C43—C42—C52 | 172 (1) |
C17—C16—C29—C28 | 177 (1) | C44—C45—C46—C47 | 164 (2) |
C17—C18—C19—C20 | −41 (2) | C44—C45—C46—C51 | −39 (2) |
C17—C22—C21—C20 | 14 (2) | C45—C46—C47—C48 | 171 (2) |
C17—C22—C23—C24 | 47 (2) | C45—C46—C51—C50 | −177 (2) |
C18—C17—C16—C29 | −102 (2) | C46—C47—C48—C49 | −8 (4) |
C18—C17—C22—C21 | −35 (2) | C46—C51—C50—C49 | 13 (3) |
C18—C17—C22—C23 | 88 (1) | C47—C46—C51—C50 | −19 (3) |
C18—C19—C20—C21 | 17 (3) | C47—C48—C49—C50 | 1 (4) |
C18—C19—C20—C30 | −161 (2) | C48—C47—C46—C51 | 16 (3) |
C19—C18—C17—C22 | 49 (2) | C48—C49—C50—C51 | −4 (3) |
C19—C20—C21—C22 | −6 (3) | C48—C49—C50—C51 | −4 (3) |
C20—C21—C22—C23 | −107 (2) | | |