A new crystal structure of cabergoline (C26H37N5O2), polymorph form VII, is reported. It crystallizes in the same space group, P21, as the more stable form I, but there are two independent molecules in form VII. The molecular packing and the hydrogen-bond networks are, consequently, completely different.
Supporting information
CCDC reference: 245288
Key indicators
- Single-crystal X-ray study
- T = 150 K
- Mean (C-C) = 0.003 Å
- R factor = 0.037
- wR factor = 0.044
- Data-to-parameter ratio = 8.5
checkCIF/PLATON results
No syntax errors found
Alert level A
PLAT220_ALERT_2_A Large Non-Solvent C Ueq(max)/Ueq(min) ... 5.45 Ratio
Alert level B
PLAT220_ALERT_2_B Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.71 Ratio
PLAT222_ALERT_3_B Large Non-Solvent H Ueq(max)/Ueq(min) ... 4.47 Ratio
PLAT242_ALERT_2_B Check Low U(eq) as Compared to Neighbors .... N81
Alert level C
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ?
PLAT213_ALERT_2_C Atom C82 has ADP max/min Ratio ............. 3.50 prolat
PLAT222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.85 Ratio
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... N71
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors .... N31
PLAT301_ALERT_3_C Main Residue Disorder ......................... 6.00 Perc.
PLAT410_ALERT_2_C Short Intra H...H Contact H442 .. H572 .. 1.98 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 4
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) . 1.13 Ratio
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 1
C26 H37 N5 O2
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2
C26 H37 N5 O2
Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
correct. If it is not, please give the correct count in the
_publ_section_exptl_refinement section of the submitted CIF.
From the CIF: _diffrn_reflns_theta_max 27.48
From the CIF: _reflns_number_total 6104
Count of symmetry unique reflns 6119
Completeness (_total/calc) 99.75%
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 no
1 ALERT level A = In general: serious problem
3 ALERT level B = Potentially serious problem
11 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
7 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
6 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: COLLECT (Nonius, 1997); cell refinement: DENZO/SCALEPACK; data reduction: DENZO/SCALEPACK (Otwinowski & Minor, 1996); program(s) used to solve structure: SHELXS86 (Sheldrick, 1986); program(s) used to refine structure: CRYSTALS (Watkin et al., 2001); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: CRYSTALS.
N-[3-(dimethylamino)propyl]-
N-(ethylcarbamoyl)-6-allyl
ergoline-8
β-carboxamide
top
Crystal data top
C26H37N5O2 | F(000) = 976.000 |
Mr = 451.61 | Dx = 1.168 Mg m−3 |
Monoclinic, P21 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.9448 (2) Å | Cell parameters from 6047 reflections |
b = 15.1406 (2) Å | θ = 1–27° |
c = 15.6896 (3) Å | µ = 0.08 mm−1 |
β = 99.1231 (9)° | T = 150 K |
V = 2567.23 (8) Å3 | Prism, white |
Z = 4 | 0.37 × 0.23 × 0.21 mm |
Data collection top
Enraf Nonius Kappa CCD diffractometer | Rint = 0.01 |
Graphite monochromator | θmax = 27.5°, θmin = 1.9° |
φ and ω scans | h = −14→14 |
46767 measured reflections | k = −19→19 |
6104 independent reflections | l = −20→20 |
5301 reflections with I > 1.96σ(I) | |
Refinement top
Refinement on F | Primary atom site location: inferred from neighbouring sites |
Least-squares matrix: full | Hydrogen site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.037 | H-atom parameters constrained |
wR(F2) = 0.044 | Modified Chebychev polynomial (Watkin, 1994)
with coefficients 0.912 0.735 0.593 |
S = 1.13 | (Δ/σ)max = 0.001 |
5301 reflections | Δρmax = 0.26 e Å−3 |
626 parameters | Δρmin = −0.22 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
N1 | 0.20444 (16) | 0.19446 (13) | 0.48752 (12) | 0.0355 | |
C2 | 0.20251 (19) | 0.12340 (15) | 0.43103 (14) | 0.0350 | |
C3 | 0.08522 (17) | 0.08961 (13) | 0.41383 (12) | 0.0275 | |
C4 | 0.02631 (17) | 0.01398 (13) | 0.36022 (13) | 0.0281 | |
C5 | −0.11669 (16) | 0.02154 (12) | 0.34398 (11) | 0.0230 | |
N6 | −0.17238 (13) | −0.0633 (1) | 0.31149 (9) | 0.0224 | |
C7 | −0.30798 (16) | −0.05798 (12) | 0.29235 (12) | 0.0252 | |
C8 | −0.36061 (16) | −0.03857 (13) | 0.37543 (12) | 0.0247 | |
C9 | −0.31173 (17) | 0.04999 (13) | 0.41053 (13) | 0.0268 | |
C10 | −0.17047 (16) | 0.04641 (12) | 0.42702 (11) | 0.0229 | |
C11 | −0.11124 (17) | 0.12891 (13) | 0.47005 (12) | 0.0261 | |
C12 | −0.1612 (2) | 0.18834 (15) | 0.52233 (14) | 0.0349 | |
C13 | −0.0866 (2) | 0.25590 (15) | 0.56545 (14) | 0.0384 | |
C14 | 0.0377 (2) | 0.26593 (14) | 0.56037 (13) | 0.0335 | |
C15 | 0.08755 (18) | 0.20580 (13) | 0.50763 (13) | 0.0286 | |
C16 | 0.01313 (17) | 0.14051 (13) | 0.46269 (12) | 0.0258 | |
C17 | −0.12306 (19) | −0.09876 (14) | 0.23637 (13) | 0.0316 | |
C18 | −0.1720 (2) | −0.18981 (15) | 0.21319 (14) | 0.0346 | |
C19 | −0.2212 (3) | −0.21515 (19) | 0.13538 (17) | 0.0536 | |
C20 | −0.50066 (16) | −0.04135 (13) | 0.35916 (12) | 0.0270 | |
O21 | −0.56208 (14) | 0.02502 (11) | 0.36307 (12) | 0.0400 | |
N22 | −0.55977 (14) | −0.12025 (11) | 0.3327 (1) | 0.0251 | |
C23 | −0.49827 (18) | −0.20403 (13) | 0.33940 (12) | 0.0276 | |
O24 | −0.41231 (14) | −0.2195 (1) | 0.3972 (1) | 0.0366 | |
N25 | −0.54363 (18) | −0.26213 (12) | 0.27894 (13) | 0.0383 | |
C26 | −0.4887 (3) | −0.35038 (16) | 0.2792 (2) | 0.0537 | |
C27 | −0.5234 (3) | −0.40809 (19) | 0.3484 (3) | 0.0713 | |
C28 | −0.69459 (16) | −0.11484 (14) | 0.30426 (13) | 0.0283 | |
C29 | −0.73227 (18) | −0.06473 (14) | 0.21936 (14) | 0.0332 | |
C30 | −0.6656 (2) | −0.09369 (15) | 0.14669 (13) | 0.0355 | |
N31 | −0.6832 (2) | −0.18701 (14) | 0.12386 (12) | 0.0462 | |
C32 | −0.5943 (5) | −0.2111 (3) | 0.0669 (2) | 0.0849 | |
C33 | −0.8095 (4) | −0.2031 (3) | 0.0816 (2) | 0.0770 | |
N41 | −0.27803 (16) | 0.01204 (13) | 0.00893 (12) | 0.0352 | |
C42 | −0.25946 (18) | 0.07310 (14) | 0.07541 (13) | 0.0310 | |
C43 | −0.37040 (16) | 0.10981 (13) | 0.08608 (12) | 0.0257 | |
C44 | −0.40977 (16) | 0.17690 (13) | 0.14626 (12) | 0.0261 | |
C45 | −0.54924 (16) | 0.16741 (12) | 0.15107 (11) | 0.0230 | |
N46 | −0.59133 (14) | 0.24336 (11) | 0.1984 (1) | 0.0272 | |
C47 | −0.72303 (17) | 0.23578 (14) | 0.20565 (14) | 0.0313 | |
C48 | −0.80189 (16) | 0.23706 (13) | 0.11641 (14) | 0.0297 | |
C49 | −0.76739 (16) | 0.15825 (13) | 0.06482 (13) | 0.0274 | |
C50 | −0.62917 (15) | 0.16295 (13) | 0.05967 (12) | 0.0241 | |
C51 | −0.58635 (17) | 0.08920 (13) | 0.00561 (12) | 0.0265 | |
C52 | −0.65599 (19) | 0.04190 (15) | −0.06097 (13) | 0.0325 | |
C53 | −0.5973 (2) | −0.02202 (16) | −0.10734 (14) | 0.0392 | |
C54 | −0.4717 (2) | −0.03930 (15) | −0.09095 (14) | 0.0380 | |
C55 | −0.40194 (19) | 0.00915 (14) | −0.02475 (13) | 0.0310 | |
C56 | −0.46048 (17) | 0.07021 (13) | 0.02236 (12) | 0.0264 | |
C57 | −0.5202 (2) | 0.25400 (15) | 0.28583 (13) | 0.0341 | |
C58 | −0.5480 (2) | 0.34082 (16) | 0.32461 (15) | 0.0414 | |
C59 | −0.5637 (4) | 0.3525 (2) | 0.4047 (2) | 0.0711 | |
C60 | −0.93693 (17) | 0.23359 (14) | 0.12846 (15) | 0.0333 | |
O61 | −0.98642 (15) | 0.16278 (11) | 0.13743 (16) | 0.0531 | |
N62 | −1.00038 (13) | 0.31103 (11) | 0.1395 (1) | 0.0256 | |
C63 | −0.96299 (17) | 0.39614 (13) | 0.11510 (13) | 0.0289 | |
O64 | −0.90236 (14) | 0.40511 (11) | 0.05580 (12) | 0.0419 | |
N65 | −1.00180 (16) | 0.46320 (12) | 0.15916 (13) | 0.0350 | |
C66 | −0.9650 (2) | 0.55382 (15) | 0.1426 (2) | 0.0492 | |
C67 | −0.8397 (3) | 0.5762 (2) | 0.1953 (3) | 0.0689 | |
C68 | −1.12100 (16) | 0.29935 (13) | 0.16988 (13) | 0.0281 | |
C69 | −1.1083 (2) | 0.27484 (16) | 0.26559 (15) | 0.0393 | |
C70 | −1.0452 (4) | 0.3407 (4) | 0.3279 (3) | 0.0515 | 0.6000 |
N71 | −1.1085 (5) | 0.4279 (7) | 0.3159 (6) | 0.0451 | 0.6000 |
C72 | −1.0425 (9) | 0.4932 (5) | 0.3733 (3) | 0.0854 | 0.6000 |
C73 | −1.2335 (5) | 0.4233 (4) | 0.3334 (3) | 0.0669 | 0.6000 |
C80 | −1.1480 (6) | 0.3534 (4) | 0.3207 (4) | 0.0428 | 0.4000 |
C82 | −0.9416 (11) | 0.4127 (8) | 0.3681 (5) | 0.0997 | 0.4000 |
N81 | −1.0591 (9) | 0.429 (1) | 0.3216 (8) | 0.0558 | 0.4000 |
C83 | −1.1236 (17) | 0.5068 (12) | 0.3556 (13) | 0.126 (6)* | 0.4000 |
H21 | 0.27569 | 0.10018 | 0.40720 | 0.0413* | |
H41 | 0.05044 | −0.04261 | 0.39124 | 0.0326* | |
H42 | 0.05673 | 0.01390 | 0.30339 | 0.0326* | |
H51 | −0.13797 | 0.07001 | 0.30090 | 0.0273* | |
H71 | −0.34221 | −0.11513 | 0.26700 | 0.0291* | |
H72 | −0.33194 | −0.00917 | 0.25005 | 0.0291* | |
H81 | −0.33337 | −0.08537 | 0.41932 | 0.0282* | |
H91 | −0.34301 | 0.06269 | 0.46578 | 0.0320* | |
H92 | −0.33997 | 0.09751 | 0.36764 | 0.0320* | |
H101 | −0.14775 | −0.00244 | 0.46946 | 0.0273* | |
H121 | −0.2500 | 0.18309 | 0.52965 | 0.0419* | |
H131 | −0.1252 | 0.29847 | 0.60198 | 0.0463* | |
H141 | 0.0893 | 0.31379 | 0.59189 | 0.0384* | |
H171 | −0.03074 | −0.10160 | 0.25004 | 0.0371* | |
H172 | −0.14779 | −0.05849 | 0.18608 | 0.0371* | |
H181 | −0.1680 | −0.23421 | 0.26073 | 0.0408* | |
H191 | −0.2525 | −0.27691 | 0.12502 | 0.0609* | |
H192 | −0.2268 | −0.17256 | 0.08620 | 0.0609* | |
H261 | −0.5182 | −0.37888 | 0.2221 | 0.0652* | |
H262 | −0.3966 | −0.34436 | 0.2876 | 0.0652* | |
H271 | −0.4840 | −0.46741 | 0.3457 | 0.0830* | |
H272 | −0.6154 | −0.41496 | 0.3404 | 0.0830* | |
H273 | −0.4938 | −0.38044 | 0.4058 | 0.0830* | |
H281 | −0.73233 | −0.08445 | 0.35035 | 0.0330* | |
H282 | −0.72789 | −0.17631 | 0.29640 | 0.0330* | |
H291 | −0.82311 | −0.07331 | 0.20046 | 0.0381* | |
H292 | −0.71464 | −0.00061 | 0.23058 | 0.0381* | |
H301 | −0.6970 | −0.05734 | 0.09459 | 0.0423* | |
H302 | −0.5751 | −0.08270 | 0.16450 | 0.0423* | |
H321 | −0.6045 | −0.2747 | 0.0502 | 0.1052* | |
H322 | −0.6072 | −0.1736 | 0.0138 | 0.1052* | |
H323 | −0.5091 | −0.2011 | 0.0992 | 0.1052* | |
H331 | −0.8208 | −0.2670 | 0.0660 | 0.0854* | |
H332 | −0.8677 | −0.1864 | 0.1221 | 0.0854* | |
H333 | −0.8270 | −0.1663 | 0.0282 | 0.0854* | |
H421 | −0.17747 | 0.08895 | 0.10978 | 0.0359* | |
H441 | −0.39345 | 0.23746 | 0.12525 | 0.0312* | |
H442 | −0.36104 | 0.16783 | 0.20512 | 0.0312* | |
H451 | −0.56019 | 0.11084 | 0.18188 | 0.0266* | |
H471 | −0.74664 | 0.28674 | 0.24018 | 0.0373* | |
H472 | −0.73764 | 0.17924 | 0.23541 | 0.0373* | |
H481 | −0.78770 | 0.29206 | 0.08408 | 0.0343* | |
H491 | −0.81667 | 0.15947 | 0.00544 | 0.0329* | |
H492 | −0.78516 | 0.10233 | 0.09448 | 0.0329* | |
H501 | −0.61644 | 0.21925 | 0.02892 | 0.0291* | |
H521 | −0.74704 | 0.05262 | −0.07579 | 0.0380* | |
H531 | −0.6494 | −0.05589 | −0.15437 | 0.0454* | |
H541 | −0.4327 | −0.08423 | −0.12484 | 0.0461* | |
H571 | −0.5422 | 0.20517 | 0.32356 | 0.0417* | |
H572 | −0.4299 | 0.25114 | 0.28230 | 0.0417* | |
H581 | −0.5548 | 0.39401 | 0.28637 | 0.0510* | |
H591 | −0.5821 | 0.4126 | 0.4258 | 0.0914* | |
H592 | −0.5577 | 0.3008 | 0.4448 | 0.0914* | |
H661 | −1.0287 | 0.59600 | 0.1575 | 0.0576* | |
H662 | −0.9589 | 0.55935 | 0.0799 | 0.0576* | |
H671 | −0.8162 | 0.6380 | 0.1823 | 0.0838* | |
H672 | −0.8453 | 0.5710 | 0.2581 | 0.0838* | |
H673 | −0.7755 | 0.5343 | 0.1806 | 0.0838* | |
H681 | −1.16813 | 0.35603 | 0.16052 | 0.0333* | |
H682 | −1.16799 | 0.25147 | 0.13504 | 0.0333* | |
H6911 | −1.1933 | 0.26508 | 0.27950 | 0.0440* | 0.6000 |
H6912 | −1.0601 | 0.21856 | 0.27428 | 0.0440* | 0.6000 |
H6921 | −1.1625 | 0.22289 | 0.27201 | 0.0440* | 0.4000 |
H6922 | −1.0201 | 0.25902 | 0.28729 | 0.0440* | 0.4000 |
H701 | −1.0465 | 0.3192 | 0.3880 | 0.0487* | 0.6000 |
H702 | −0.9575 | 0.3475 | 0.3183 | 0.0487* | 0.6000 |
H801 | −1.2327 | 0.3740 | 0.2952 | 0.0598* | 0.4000 |
H802 | −1.1484 | 0.3332 | 0.3814 | 0.0598* | 0.4000 |
H721 | −1.0853 | 0.5517 | 0.3653 | 0.0774* | 0.6000 |
H722 | −1.0392 | 0.4732 | 0.4343 | 0.0774* | 0.6000 |
H723 | −0.9565 | 0.4991 | 0.3601 | 0.0774* | 0.6000 |
H731 | −1.2745 | 0.4824 | 0.3257 | 0.0743* | 0.6000 |
H732 | −1.2327 | 0.4024 | 0.3939 | 0.0743* | 0.6000 |
H733 | −1.2801 | 0.3802 | 0.2922 | 0.0743* | 0.6000 |
H821 | −0.8874 | 0.4654 | 0.3650 | 0.0967* | 0.4000 |
H822 | −0.9452 | 0.3986 | 0.4299 | 0.0967* | 0.4000 |
H823 | −0.9069 | 0.3610 | 0.3402 | 0.0967* | 0.4000 |
H831 | −1.0655 | 0.5580 | 0.3564 | 0.1190* | 0.4000 |
H832 | −1.2038 | 0.5214 | 0.3183 | 0.1190* | 0.4000 |
H833 | −1.1386 | 0.4944 | 0.4157 | 0.1190* | 0.4000 |
H651 | −1.03402 | 0.45644 | 0.21031 | 0.0500* | |
H411 | −0.21547 | −0.01725 | −0.00801 | 0.0500* | |
H11 | 0.27645 | 0.21792 | 0.51745 | 0.0500* | |
H251 | −0.59605 | −0.23570 | 0.22909 | 0.0500* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
N1 | 0.0262 (8) | 0.0367 (9) | 0.0430 (9) | −0.0060 (7) | 0.0036 (7) | −0.0091 (8) |
C2 | 0.0275 (9) | 0.033 (1) | 0.0450 (11) | −0.0019 (8) | 0.0064 (8) | −0.0080 (9) |
C3 | 0.0247 (8) | 0.0264 (9) | 0.0322 (9) | −0.0018 (7) | 0.0065 (7) | −0.0038 (7) |
C4 | 0.0231 (8) | 0.0262 (9) | 0.0359 (9) | 0.0004 (7) | 0.0076 (7) | −0.0076 (8) |
C5 | 0.0253 (8) | 0.0197 (8) | 0.0242 (8) | 0.0010 (6) | 0.0049 (6) | −0.0024 (6) |
N6 | 0.0223 (7) | 0.0198 (7) | 0.0255 (7) | 0.0005 (5) | 0.0049 (5) | −0.0040 (6) |
C7 | 0.0257 (8) | 0.0231 (8) | 0.0264 (8) | 0.0024 (7) | 0.0030 (6) | −0.0030 (7) |
C8 | 0.0238 (8) | 0.0222 (8) | 0.0285 (8) | −0.0012 (7) | 0.0054 (6) | −0.0050 (7) |
C9 | 0.0230 (8) | 0.0235 (8) | 0.0345 (9) | −0.0016 (7) | 0.0065 (7) | −0.0073 (7) |
C10 | 0.0236 (8) | 0.0216 (8) | 0.0243 (8) | 0.0011 (6) | 0.0059 (6) | −0.0033 (7) |
C11 | 0.0273 (8) | 0.0245 (8) | 0.0267 (8) | −0.0001 (7) | 0.0053 (7) | −0.0034 (7) |
C12 | 0.033 (1) | 0.034 (1) | 0.0403 (11) | −0.0058 (8) | 0.0138 (8) | −0.0147 (9) |
C13 | 0.0439 (11) | 0.0348 (11) | 0.0395 (11) | −0.0057 (9) | 0.0156 (9) | −0.0161 (9) |
C14 | 0.0406 (11) | 0.0280 (9) | 0.0318 (9) | −0.0056 (8) | 0.0056 (8) | −0.0078 (8) |
C15 | 0.0312 (9) | 0.0244 (9) | 0.0293 (9) | −0.0028 (7) | 0.0023 (7) | −0.0009 (7) |
C16 | 0.0270 (9) | 0.0244 (8) | 0.0254 (8) | 0.0000 (7) | 0.0024 (6) | −0.0024 (7) |
C17 | 0.036 (1) | 0.031 (1) | 0.0295 (9) | −0.0017 (8) | 0.0118 (8) | −0.0078 (8) |
C18 | 0.0409 (11) | 0.030 (1) | 0.033 (1) | 0.0023 (9) | 0.0079 (8) | −0.0108 (8) |
C19 | 0.0726 (18) | 0.0456 (14) | 0.0409 (12) | −0.0094 (12) | 0.0033 (12) | −0.0179 (11) |
C20 | 0.0242 (8) | 0.0251 (9) | 0.0325 (9) | −0.0004 (7) | 0.0073 (7) | −0.0048 (7) |
O21 | 0.0269 (7) | 0.0281 (7) | 0.065 (1) | 0.0008 (6) | 0.0085 (7) | −0.0123 (7) |
N22 | 0.0222 (7) | 0.0238 (8) | 0.0289 (8) | −0.0006 (6) | 0.0028 (6) | −0.0001 (6) |
C23 | 0.0298 (9) | 0.0220 (8) | 0.0310 (9) | −0.0002 (7) | 0.0042 (7) | 0.0023 (7) |
O24 | 0.0380 (8) | 0.0262 (7) | 0.0413 (8) | 0.0009 (6) | −0.0064 (6) | 0.0037 (6) |
N25 | 0.045 (1) | 0.0245 (8) | 0.0422 (9) | 0.0027 (7) | −0.0038 (8) | −0.0047 (7) |
C26 | 0.0601 (15) | 0.0273 (11) | 0.0685 (17) | 0.009 (1) | −0.0062 (13) | −0.0118 (11) |
C27 | 0.074 (2) | 0.0323 (13) | 0.101 (3) | −0.0044 (13) | −0.0056 (18) | 0.0065 (15) |
C28 | 0.0212 (8) | 0.0313 (9) | 0.0334 (9) | −0.0021 (7) | 0.0075 (7) | −0.0012 (8) |
C29 | 0.0266 (9) | 0.032 (1) | 0.040 (1) | 0.0042 (8) | 0.0020 (8) | 0.0011 (8) |
C30 | 0.039 (1) | 0.0367 (11) | 0.030 (1) | 0.0005 (9) | 0.0041 (8) | 0.0028 (8) |
N31 | 0.0701 (14) | 0.036 (1) | 0.0299 (9) | 0.005 (1) | 0.0009 (8) | −0.0061 (8) |
C32 | 0.142 (4) | 0.074 (2) | 0.0453 (16) | 0.036 (2) | 0.0340 (19) | −0.0075 (15) |
C33 | 0.096 (3) | 0.0628 (19) | 0.0587 (17) | −0.0222 (18) | −0.0273 (17) | −0.0056 (15) |
N41 | 0.0280 (8) | 0.0345 (9) | 0.046 (1) | 0.0043 (7) | 0.0144 (7) | −0.0031 (8) |
C42 | 0.0275 (9) | 0.0270 (9) | 0.039 (1) | 0.0035 (7) | 0.0067 (7) | 0.0013 (8) |
C43 | 0.0232 (8) | 0.0244 (8) | 0.0297 (9) | 0.0003 (7) | 0.0050 (7) | 0.0017 (7) |
C44 | 0.0207 (8) | 0.0268 (9) | 0.0306 (9) | −0.0011 (7) | 0.0029 (6) | −0.0009 (7) |
C45 | 0.0232 (8) | 0.0192 (8) | 0.0266 (8) | 0.0009 (6) | 0.0035 (6) | 0.0006 (6) |
N46 | 0.0231 (7) | 0.0252 (8) | 0.0343 (8) | −0.0012 (6) | 0.0074 (6) | −0.0055 (7) |
C47 | 0.0259 (9) | 0.0289 (9) | 0.042 (1) | −0.0024 (7) | 0.0133 (8) | −0.0078 (8) |
C48 | 0.0218 (8) | 0.0224 (8) | 0.0461 (11) | 0.0000 (7) | 0.0091 (7) | 0.0025 (8) |
C49 | 0.0205 (8) | 0.0283 (9) | 0.0332 (9) | −0.0008 (7) | 0.0037 (6) | 0.0005 (7) |
C50 | 0.0186 (7) | 0.0257 (8) | 0.0280 (8) | −0.0000 (6) | 0.0038 (6) | 0.0034 (7) |
C51 | 0.0254 (8) | 0.0262 (9) | 0.0284 (9) | −0.0030 (7) | 0.0060 (7) | 0.0010 (7) |
C52 | 0.0314 (9) | 0.035 (1) | 0.0309 (9) | −0.0068 (8) | 0.0055 (7) | −0.0020 (8) |
C53 | 0.0451 (12) | 0.0385 (11) | 0.035 (1) | −0.013 (1) | 0.0080 (9) | −0.0099 (9) |
C54 | 0.0468 (12) | 0.031 (1) | 0.0396 (11) | −0.0057 (9) | 0.0182 (9) | −0.0085 (9) |
C55 | 0.033 (1) | 0.0269 (9) | 0.035 (1) | −0.0008 (8) | 0.0124 (8) | −0.0001 (8) |
C56 | 0.0273 (8) | 0.0230 (8) | 0.0302 (9) | 0.0001 (7) | 0.0079 (7) | 0.0016 (7) |
C57 | 0.034 (1) | 0.0356 (11) | 0.0324 (9) | −0.0034 (8) | 0.0058 (8) | −0.0045 (8) |
C58 | 0.0508 (13) | 0.0377 (12) | 0.0378 (11) | −0.010 (1) | 0.013 (1) | −0.0099 (9) |
C59 | 0.104 (3) | 0.0614 (18) | 0.0570 (17) | −0.0158 (18) | 0.0395 (18) | −0.0190 (15) |
C60 | 0.0204 (8) | 0.0268 (9) | 0.0536 (12) | 0.0003 (7) | 0.0088 (8) | 0.0007 (9) |
O61 | 0.0297 (8) | 0.0257 (8) | 0.1093 (16) | −0.0038 (6) | 0.0276 (9) | 0.0003 (9) |
N62 | 0.0179 (6) | 0.0258 (8) | 0.0336 (8) | −0.0009 (6) | 0.0062 (6) | 0.0028 (6) |
C63 | 0.0206 (8) | 0.0268 (9) | 0.039 (1) | 0.0007 (7) | 0.0031 (7) | 0.0072 (8) |
O64 | 0.0360 (8) | 0.0349 (8) | 0.060 (1) | 0.0063 (6) | 0.0226 (7) | 0.0178 (7) |
N65 | 0.0358 (9) | 0.0225 (8) | 0.047 (1) | −0.0011 (7) | 0.0078 (7) | 0.0029 (7) |
C66 | 0.0458 (13) | 0.024 (1) | 0.0778 (18) | 0.0015 (9) | 0.0099 (12) | 0.0060 (11) |
C67 | 0.0613 (18) | 0.0464 (16) | 0.096 (2) | −0.0209 (14) | 0.0044 (16) | −0.0023 (16) |
C68 | 0.0180 (8) | 0.0278 (9) | 0.039 (1) | −0.0019 (7) | 0.0067 (7) | −0.0010 (8) |
C69 | 0.037 (1) | 0.0402 (12) | 0.0430 (11) | −0.0054 (9) | 0.0122 (9) | 0.011 (1) |
C70 | 0.043 (2) | 0.074 (3) | 0.036 (2) | −0.006 (2) | −0.0008 (16) | 0.013 (2) |
N71 | 0.045 (3) | 0.059 (3) | 0.029 (2) | −0.001 (3) | 0.000 (3) | −0.0064 (19) |
C72 | 0.125 (6) | 0.094 (5) | 0.039 (3) | −0.039 (5) | 0.020 (3) | −0.035 (3) |
C73 | 0.070 (3) | 0.084 (4) | 0.050 (3) | 0.013 (3) | 0.020 (2) | −0.006 (3) |
C80 | 0.059 (4) | 0.041 (3) | 0.030 (3) | −0.002 (3) | 0.013 (2) | 0.001 (2) |
C82 | 0.140 (9) | 0.104 (8) | 0.038 (4) | −0.088 (8) | −0.039 (5) | 0.022 (4) |
N81 | 0.084 (7) | 0.051 (4) | 0.033 (4) | −0.022 (7) | 0.010 (6) | −0.011 (3) |
Geometric parameters (Å, º) top
N1—C2 | 1.392 (3) | N46—C57 | 1.475 (3) |
N1—C15 | 1.376 (3) | C47—C48 | 1.524 (3) |
N1—H11 | 0.922 | C47—H471 | 1.000 |
C2—C3 | 1.368 (3) | C47—H472 | 1.000 |
C2—H21 | 1.000 | C48—C49 | 1.523 (3) |
C3—C4 | 1.504 (3) | C48—C60 | 1.520 (2) |
C3—C16 | 1.413 (3) | C48—H481 | 1.000 |
C4—C5 | 1.550 (2) | C49—C50 | 1.529 (2) |
C4—H41 | 1.000 | C49—H491 | 1.000 |
C4—H42 | 1.000 | C49—H492 | 1.000 |
C5—N6 | 1.477 (2) | C50—C51 | 1.521 (3) |
C5—C10 | 1.558 (2) | C50—H501 | 1.000 |
C5—H51 | 1.000 | C51—C52 | 1.390 (3) |
N6—C7 | 1.469 (2) | C51—C56 | 1.391 (3) |
N6—C17 | 1.473 (2) | C52—C53 | 1.424 (3) |
C7—C8 | 1.535 (2) | C52—H521 | 1.000 |
C7—H71 | 1.000 | C53—C54 | 1.382 (3) |
C7—H72 | 1.000 | C53—H531 | 1.000 |
C8—C9 | 1.515 (2) | C54—C55 | 1.396 (3) |
C8—C20 | 1.514 (2) | C54—H541 | 1.000 |
C8—H81 | 1.000 | C55—C56 | 1.401 (3) |
C9—C10 | 1.528 (2) | C57—C58 | 1.500 (3) |
C9—H91 | 1.000 | C57—H571 | 1.000 |
C9—H92 | 1.000 | C57—H572 | 1.000 |
C10—C11 | 1.516 (2) | C58—C59 | 1.306 (4) |
C10—H101 | 1.000 | C58—H581 | 1.000 |
C11—C12 | 1.387 (3) | C59—H591 | 1.000 |
C11—C16 | 1.395 (3) | C59—H592 | 1.000 |
C12—C13 | 1.413 (3) | C60—O61 | 1.219 (3) |
C12—H121 | 1.000 | C60—N62 | 1.387 (3) |
C13—C14 | 1.383 (3) | N62—C63 | 1.423 (2) |
C13—H131 | 1.000 | N62—C68 | 1.484 (2) |
C14—C15 | 1.398 (3) | C63—O64 | 1.233 (3) |
C14—H141 | 1.000 | C63—N65 | 1.335 (3) |
C15—C16 | 1.398 (3) | N65—C66 | 1.465 (3) |
C17—C18 | 1.503 (3) | N65—H651 | 0.932 |
C17—H171 | 1.000 | C66—C67 | 1.523 (4) |
C17—H172 | 1.000 | C66—H661 | 1.000 |
C18—C19 | 1.311 (3) | C66—H662 | 1.000 |
C18—H181 | 1.000 | C67—H671 | 1.000 |
C19—H191 | 1.000 | C67—H672 | 1.000 |
C19—H192 | 1.000 | C67—H673 | 1.000 |
C20—O21 | 1.216 (2) | C68—C69 | 1.532 (3) |
C20—N22 | 1.390 (2) | C68—H681 | 1.000 |
N22—C23 | 1.432 (2) | C68—H682 | 1.000 |
N22—C28 | 1.475 (2) | C69—C70 | 1.488 (5) |
C23—O24 | 1.222 (2) | C69—C80 | 1.572 (7) |
C23—N25 | 1.331 (3) | C69—H6911 | 1.000 |
N25—C26 | 1.465 (3) | C69—H6912 | 1.000 |
N25—H251 | 0.979 | C69—H6921 | 1.000 |
C26—C27 | 1.489 (5) | C69—H6922 | 1.000 |
C26—H261 | 1.000 | C70—N71 | 1.490 (11) |
C26—H262 | 1.000 | C70—C80 | 1.130 (8) |
C27—H271 | 1.000 | C70—C82 | 1.627 (9) |
C27—H272 | 1.000 | C70—N81 | 1.354 (16) |
C27—H273 | 1.000 | C70—H701 | 1.000 |
C28—C29 | 1.532 (3) | C70—H702 | 1.000 |
C28—H281 | 1.000 | N71—C72 | 1.45 (1) |
C28—H282 | 1.000 | N71—C73 | 1.439 (8) |
C29—C30 | 1.512 (3) | N71—C80 | 1.215 (12) |
C29—H291 | 1.000 | N71—N81 | 0.53 (1) |
C29—H292 | 1.000 | N71—C83 | 1.37 (2) |
C30—N31 | 1.463 (3) | C72—C82 | 1.656 (17) |
C30—H301 | 1.000 | C72—N81 | 1.256 (14) |
C30—H302 | 1.000 | C72—C83 | 0.910 (17) |
N31—C32 | 1.467 (4) | C72—H721 | 1.000 |
N31—C33 | 1.456 (4) | C72—H722 | 1.000 |
C32—H321 | 1.000 | C72—H723 | 1.000 |
C32—H322 | 1.000 | C72—H831 | 1.04 (2) |
C32—H323 | 1.000 | C73—C80 | 1.448 (9) |
C33—H331 | 1.000 | C73—H801 | 0.958 (8) |
C33—H332 | 1.000 | C73—H731 | 1.000 |
C33—H333 | 1.000 | C73—H732 | 1.000 |
N41—C42 | 1.385 (3) | C73—H733 | 1.000 |
N41—C55 | 1.376 (3) | C80—N81 | 1.507 (13) |
N41—H411 | 0.891 | C80—H801 | 1.000 |
C42—C43 | 1.370 (3) | C80—H802 | 1.000 |
C42—H421 | 1.000 | C82—N81 | 1.398 (16) |
C43—C44 | 1.496 (3) | C82—H702 | 1.254 (12) |
C43—C56 | 1.421 (3) | C82—H821 | 1.000 |
C44—C45 | 1.547 (2) | C82—H822 | 1.000 |
C44—H441 | 1.000 | C82—H823 | 1.000 |
C44—H442 | 1.000 | N81—C83 | 1.51 (2) |
C45—N46 | 1.481 (2) | C83—H721 | 0.80 (2) |
C45—C50 | 1.558 (2) | C83—H831 | 1.000 |
C45—H451 | 1.000 | C83—H832 | 1.000 |
N46—C47 | 1.468 (2) | C83—H833 | 1.000 |
| | | |
C2—N1—C15 | 108.76 (16) | H441—C44—H442 | 109.5 |
C2—N1—H11 | 123.2 | C44—C45—N46 | 109.88 (14) |
C15—N1—H11 | 125.9 | C44—C45—C50 | 111.92 (14) |
N1—C2—C3 | 109.49 (17) | N46—C45—C50 | 108.72 (14) |
N1—C2—H21 | 125.3 | C44—C45—H451 | 107.33 |
C3—C2—H21 | 125.2 | N46—C45—H451 | 110.6 |
C2—C3—C4 | 134.47 (17) | C50—C45—H451 | 108.4 |
C2—C3—C16 | 106.03 (17) | C45—N46—C47 | 111.43 (14) |
C4—C3—C16 | 119.47 (16) | C45—N46—C57 | 113.00 (15) |
C3—C4—C5 | 111.59 (14) | C47—N46—C57 | 108.42 (15) |
C3—C4—H41 | 108.9 | N46—C47—C48 | 110.33 (16) |
C5—C4—H41 | 109.0 | N46—C47—H471 | 108.8 |
C3—C4—H42 | 109.0 | C48—C47—H471 | 109.3 |
C5—C4—H42 | 108.9 | N46—C47—H472 | 109.6 |
H41—C4—H42 | 109.5 | C48—C47—H472 | 109.3 |
C4—C5—N6 | 110.08 (14) | H471—C47—H472 | 109.5 |
C4—C5—C10 | 112.70 (14) | C47—C48—C49 | 109.05 (15) |
N6—C5—C10 | 107.99 (14) | C47—C48—C60 | 107.78 (16) |
C4—C5—H51 | 106.6 | C49—C48—C60 | 111.53 (16) |
N6—C5—H51 | 111.5 | C47—C48—H481 | 111.5 |
C10—C5—H51 | 108.0 | C49—C48—H481 | 108.1 |
C5—N6—C7 | 111.79 (13) | C60—C48—H481 | 108.9 |
C5—N6—C17 | 114.18 (14) | C48—C49—C50 | 108.81 (15) |
C7—N6—C17 | 110.05 (14) | C48—C49—H491 | 109.8 |
N6—C7—C8 | 109.87 (14) | C50—C49—H491 | 110.0 |
N6—C7—H71 | 109.7 | C48—C49—H492 | 109.5 |
C8—C7—H71 | 109.6 | C50—C49—H492 | 109.3 |
N6—C7—H72 | 109.0 | H491—C49—H492 | 109.5 |
C8—C7—H72 | 109.1 | C45—C50—C49 | 111.66 (14) |
H71—C7—H72 | 109.5 | C45—C50—C51 | 111.56 (14) |
C7—C8—C9 | 108.64 (15) | C49—C50—C51 | 112.97 (15) |
C7—C8—C20 | 110.96 (14) | C45—C50—H501 | 107.8 |
C9—C8—C20 | 112.07 (14) | C49—C50—H501 | 106.2 |
C7—C8—H81 | 109.8 | C51—C50—H501 | 106.1 |
C9—C8—H81 | 109.1 | C50—C51—C52 | 128.08 (17) |
C20—C8—H81 | 106.2 | C50—C51—C56 | 115.46 (16) |
C8—C9—C10 | 108.66 (14) | C52—C51—C56 | 116.37 (18) |
C8—C9—H91 | 109.6 | C51—C52—C53 | 119.74 (19) |
C10—C9—H91 | 109.7 | C51—C52—H521 | 119.9 |
C8—C9—H92 | 109.8 | C53—C52—H521 | 120.4 |
C10—C9—H92 | 109.6 | C52—C53—C54 | 123.34 (19) |
H91—C9—H92 | 109.5 | C52—C53—H531 | 118.3 |
C5—C10—C9 | 111.92 (14) | C54—C53—H531 | 118.3 |
C5—C10—C11 | 112.34 (14) | C53—C54—C55 | 116.70 (19) |
C9—C10—C11 | 113.34 (14) | C53—C54—H541 | 121.7 |
C5—C10—H101 | 106.9 | C55—C54—H541 | 121.6 |
C9—C10—H101 | 106.1 | N41—C55—C54 | 133.80 (19) |
C11—C10—H101 | 105.6 | N41—C55—C56 | 106.37 (17) |
C10—C11—C12 | 128.11 (17) | C54—C55—C56 | 119.83 (19) |
C10—C11—C16 | 114.88 (15) | C43—C56—C51 | 127.00 (17) |
C12—C11—C16 | 116.65 (17) | C43—C56—C55 | 108.99 (16) |
C11—C12—C13 | 120.04 (19) | C51—C56—C55 | 123.98 (18) |
C11—C12—H121 | 119.9 | N46—C57—C58 | 111.22 (18) |
C13—C12—H121 | 120.1 | N46—C57—H571 | 109.2 |
C12—C13—C14 | 123.44 (19) | C58—C57—H571 | 108.9 |
C12—C13—H131 | 118.4 | N46—C57—H572 | 108.9 |
C14—C13—H131 | 118.1 | C58—C57—H572 | 109.1 |
C13—C14—C15 | 116.25 (18) | H571—C57—H572 | 109.5 |
C13—C14—H141 | 122.3 | C57—C58—C59 | 125.0 (3) |
C15—C14—H141 | 121.5 | C57—C58—H581 | 117.6 |
N1—C15—C14 | 132.94 (18) | C59—C58—H581 | 117.4 |
N1—C15—C16 | 106.53 (17) | C58—C59—H591 | 120.3 |
C14—C15—C16 | 120.52 (18) | C58—C59—H592 | 119.7 |
C3—C16—C11 | 127.76 (17) | H591—C59—H592 | 120.0 |
C3—C16—C15 | 109.18 (16) | C48—C60—O61 | 120.20 (18) |
C11—C16—C15 | 123.03 (17) | C48—C60—N62 | 120.14 (17) |
N6—C17—C18 | 111.49 (16) | O61—C60—N62 | 119.23 (17) |
N6—C17—H171 | 109.3 | C60—N62—C63 | 124.11 (15) |
C18—C17—H171 | 108.8 | C60—N62—C68 | 115.34 (15) |
N6—C17—H172 | 108.7 | C63—N62—C68 | 120.19 (15) |
C18—C17—H172 | 109.1 | N62—C63—O64 | 121.00 (18) |
H171—C17—H172 | 109.5 | N62—C63—N65 | 114.89 (17) |
C17—C18—C19 | 124.9 (2) | O64—C63—N65 | 124.08 (19) |
C17—C18—H181 | 117.7 | C63—N65—C66 | 120.10 (19) |
C19—C18—H181 | 117.4 | C63—N65—H651 | 123.9 |
C18—C19—H191 | 120.3 | C66—N65—H651 | 114.1 |
C18—C19—H192 | 119.7 | N65—C66—C67 | 111.2 (2) |
H191—C19—H192 | 120.0 | N65—C66—H661 | 109.6 |
C8—C20—O21 | 121.43 (17) | C67—C66—H661 | 109.4 |
C8—C20—N22 | 119.01 (15) | N65—C66—H662 | 108.4 |
O21—C20—N22 | 119.37 (16) | C67—C66—H662 | 108.8 |
C20—N22—C23 | 123.24 (15) | H661—C66—H662 | 109.5 |
C20—N22—C28 | 116.01 (15) | C66—C67—H671 | 109.6 |
C23—N22—C28 | 120.50 (15) | C66—C67—H672 | 109.1 |
N22—C23—O24 | 121.48 (17) | H671—C67—H672 | 109.5 |
N22—C23—N25 | 114.54 (17) | C66—C67—H673 | 109.8 |
O24—C23—N25 | 123.98 (19) | H671—C67—H673 | 109.5 |
C23—N25—C26 | 119.64 (19) | H672—C67—H673 | 109.5 |
C23—N25—H251 | 113.9 | N62—C68—C69 | 113.38 (16) |
C26—N25—H251 | 124.3 | N62—C68—H681 | 108.4 |
N25—C26—C27 | 112.7 (3) | C69—C68—H681 | 108.5 |
N25—C26—H261 | 108.5 | N62—C68—H682 | 108.5 |
C27—C26—H261 | 108.4 | C69—C68—H682 | 108.6 |
N25—C26—H262 | 108.8 | H681—C68—H682 | 109.5 |
C27—C26—H262 | 109.0 | C68—C69—C70 | 116.3 (2) |
H261—C26—H262 | 109.5 | C68—C69—C80 | 111.5 (3) |
C26—C27—H271 | 109.6 | C68—C69—H6911 | 107.9 |
C26—C27—H272 | 109.7 | C70—C69—H6911 | 107.9 |
H271—C27—H272 | 109.5 | C68—C69—H6912 | 107.7 |
C26—C27—H273 | 109.1 | C70—C69—H6912 | 107.5 |
H271—C27—H273 | 109.5 | H6911—C69—H6912 | 109.5 |
H272—C27—H273 | 109.5 | C68—C69—H6921 | 109.1 |
N22—C28—C29 | 114.15 (16) | C80—C69—H6921 | 108.6 |
N22—C28—H281 | 108.4 | C68—C69—H6922 | 108.9 |
C29—C28—H281 | 108.4 | C80—C69—H6922 | 109.3 |
N22—C28—H282 | 108.3 | H6921—C69—H6922 | 109.5 |
C29—C28—H282 | 108.1 | C69—C70—N71 | 110.6 (4) |
H281—C28—H282 | 109.5 | C69—C70—H701 | 109.1 |
C28—C29—C30 | 114.62 (17) | N71—C70—H701 | 109.4 |
C28—C29—H291 | 108.2 | C69—C70—H702 | 109.1 |
C30—C29—H291 | 108.3 | N71—C70—H702 | 109.1 |
C28—C29—H292 | 108.1 | H701—C70—H702 | 109.5 |
C30—C29—H292 | 108.2 | C70—N71—C72 | 110.5 (6) |
H291—C29—H292 | 109.5 | C70—N71—C73 | 111.8 (7) |
C29—C30—N31 | 113.86 (19) | C72—N71—C73 | 108.0 (7) |
C29—C30—H301 | 108.2 | N71—C72—H721 | 110.4 |
N31—C30—H301 | 108.5 | N71—C72—H722 | 109.1 |
C29—C30—H302 | 108.4 | H721—C72—H722 | 109.5 |
N31—C30—H302 | 108.4 | N71—C72—H723 | 108.9 |
H301—C30—H302 | 109.5 | H721—C72—H723 | 109.5 |
C30—N31—C32 | 108.4 (3) | H722—C72—H723 | 109.5 |
C30—N31—C33 | 110.6 (2) | N71—C73—H731 | 110.9 |
C32—N31—C33 | 110.8 (3) | N71—C73—H732 | 109.4 |
N31—C32—H321 | 110.0 | H731—C73—H732 | 109.5 |
N31—C32—H322 | 110.4 | N71—C73—H733 | 108.1 |
H321—C32—H322 | 109.5 | H731—C73—H733 | 109.5 |
N31—C32—H323 | 108.0 | H732—C73—H733 | 109.5 |
H321—C32—H323 | 109.5 | C69—C80—N81 | 110.4 (7) |
H322—C32—H323 | 109.5 | C69—C80—H801 | 109.7 |
N31—C33—H331 | 110.2 | N81—C80—H801 | 108.7 |
N31—C33—H332 | 108.9 | C69—C80—H802 | 109.7 |
H331—C33—H332 | 109.5 | N81—C80—H802 | 108.9 |
N31—C33—H333 | 109.3 | H801—C80—H802 | 109.5 |
H331—C33—H333 | 109.5 | N81—C82—H821 | 109.5 |
H332—C33—H333 | 109.5 | N81—C82—H822 | 111.7 |
C42—N41—C55 | 109.19 (16) | H821—C82—H822 | 109.5 |
C42—N41—H411 | 122.0 | N81—C82—H823 | 107.2 |
C55—N41—H411 | 128.8 | H821—C82—H823 | 109.5 |
N41—C42—C43 | 109.63 (17) | H822—C82—H823 | 109.5 |
N41—C42—H421 | 125.3 | C80—N81—C82 | 114.0 (11) |
C43—C42—H421 | 125.0 | C80—N81—C83 | 105.1 (10) |
C42—C43—C44 | 134.61 (18) | C82—N81—C83 | 113.6 (12) |
C42—C43—C56 | 105.82 (17) | N81—C83—H831 | 105.9 |
C44—C43—C56 | 119.57 (15) | N81—C83—H832 | 112.4 |
C43—C44—C45 | 110.67 (14) | H831—C83—H832 | 109.5 |
C43—C44—H441 | 109.3 | N81—C83—H833 | 110.0 |
C45—C44—H441 | 109.3 | H831—C83—H833 | 109.5 |
C43—C44—H442 | 109.0 | H832—C83—H833 | 109.5 |
C45—C44—H442 | 109.2 | | |
Hydrogen-bond networks in Cabergoline forms I and VII (Å, °) topCabergoline form Ia | D···A | D-H···A |
N4-H20···N5 | 2.887 | 161 |
N1-H1···N2i | 2.956 | 167 |
Cabergoline form VIIb | | |
N25-H251···N31 | 2.893 (3) | 173 |
N65-H651···N71 | 2.934 (9) | 174 |
N65-H651···N81 | 2.768 (12) | 165 |
N1-H11···O24ii | 2.973 (2) | 167 |
N41-H411···O64iii | 2.861 (2) | 171 |
C14-H141···N6ii | 3.458 (3) | 166 |
C2-H21···O21iv | 3.296 (3) | 171 |
C42-H421···O61iv | 3.286 (3) | 156 |
Note: (a) (Sabatino et al. (1995); (b) this work.
Symmetry codes: (i) -x,1/2+y,2-z; (ii) -x,1/2+y,1-z; (iii)
-1-x,-1/2+y,-z; (iv) 1+x,y,z. |