This document provides information about the molecular structures and properties of Mark 45, Mark 45 anion, and Mark 48, which are members of the nine-membered enediyne chromophore family. It discusses calculating their energies using different methods like MP2, RHF/6-311G, and B3LYP to analyze the common bicyclo[7.3.0]dodecadiynene ring system and antraquinone bridge they contain. The document also mentions these compounds are part of the mechanism by which certain bacteria produce DNA lesions through their diradical intermediates.

2. MARK 45= -223.448 KJ/MOL
E(kcal/mol) = -284,877.63-

3. • Number of atoms: 21
• Molecular multiplicity: 2
• Molecular charge: 0
• Dipole moment (Debye): 0.68
•
• E(Hartree) = -453.9810177
• E(kcal/mol) = -284,877.63- in avogagro
get 223,448 kilojoules/mol–j5

4. • ---Thermochemistry at 298.15 K---
• ZPE (Hartree/molecule) = 0.197372
• ZPE (kcal/mol) = 123.853
• E (kcal/mol) = 128.503
• H (kcal/mol) = 129.096
• G (kcal/mol) = 102.874
• S (cal/mol-K) = 87.948

6. lowest -11.0555
homo j5 -0.0604
lumo 0.2028
higest 1.855
diff homo lumo -0.2632

7. • Aa slideshare MARK 45 GAMESS Z MATRIX AFTER BAJUE
•
• ! File created by the GAMESS Input Deck Generator Plugin for Avogadro
• $BASIS GBASIS=STO NGAUSS=3 $END
• $CONTRL SCFTYP=ROHF RUNTYP=ENERGY MULT=2 $END
•
• $DATA
• Title
• C1
• C 6.0 -6.332900.18750 1.50950
• C 6.0 -5.38240 -0.771701.50780
• C 6.0 -4.10710 -0.125401.50660
• C 6.0 -4.273401.20300 1.50740
• C 6.0 -5.701901.57030 1.50940
• H 1.0 -7.39840 0.01230 1.51070
• H 1.0 -5.54230 -1.83810 1.50750
• H 1.0 -5.98310 2.12800 2.40710
• H 1.0 -5.98530 2.12890 0.61290
• C 6.0 -0.292502.458601.50370
• C 6.0 -1.261303.47620 1.50510
• C 6.0 -2.625003.16890 1.50640
• C 6.0 -2.984401.83570 1.50620
• C 6.0 -2.010500.81100 1.50480
• C 6.0 -0.660101.11230 1.50350
• H 1.0 -0.93750 4.51340 1.50520
• H 1.0 -3.37200 3.95470 1.50750
• H 1.0 0.09720 0.33710 1.50240
• C 6.0 -2.67760 -0.549301.50480
• H 1.0 -2.42060 -1.11210 2.40650
• H 1.0 -2.42250 -1.11120 0.60190
• $END

8. • MARK 45 GAUSSAIAN Z MATRIX AFTER BAJUE
•
• %NProcShared=2
• #n B3LYP/6-31G(d) Opt Freq gfoldprint pop=full
•
• Title
•
• 0 1
• C -6.332900.18750 1.50950
• C -5.38240 -0.77170 1.50780
• C -4.10710 -0.12540 1.50660
• C -4.273401.20300 1.50740
• C -5.701901.57030 1.50940
• H -7.39840 0.01230 1.51070
• H -5.54230 -1.83810 1.50750
• H -5.98310 2.12800 2.40710
• H -5.98530 2.12890 0.61290
• C -0.292502.45860 1.50370
• C -1.261303.476201.50510
• C -2.625003.16890 1.50640
• C -2.984401.83570 1.50620
• C -2.010500.81100 1.50480
• C -0.660101.11230 1.50350
• H -0.93750 4.51340 1.50520
• H -3.37200 3.95470 1.50750
• H 0.09720 0.33710 1.50240
• C -2.67760 -0.54930 1.50480
• H -2.42060 -1.11210 2.40650
• H -2.42250 -1.11120 0.60190
•
•

9. • Job type: Single-point energy calculation plus
second derivatives, including harmonic vibrational analysis
• Method: Hartree-Fock (HF)
• Basis set: STO-3G
• SCF Type: Restricted Hartree-Fock (RHF)
• Stoichiometric formula: C12H6O4
•
• Number of atoms: 22
• Molecular multiplicity: 1
• Molecular charge: 0
• Dipole moment (Debye): 542.11
•
• E(Hartree) = -745.3054435
• E(kcal/mol) = -467686.62

10. •
• Program terminated normally: No
•
• -----------------ADDITIONAL INFORMATION-----------------
•
• ---Calculated Charges---
• Atom Mulliken Lowdin
• 1 C -4.00 -4.00
• 2 C -4.00 -4.00
• 3 C -4.00 -4.00
• 4 O -2.00 -2.00
• 5 C -4.00 -3.99
• 6 C -0.75 -0.85
• 7 H -0.99 -0.81
• 8 C +3.96 +3.80
• 9 C +4.00 +4.00
• 10 C +3.99 +4.00
• 11 H +1.00 +1.00
• 12 H +1.00 +1.00
• 13 O -1.22 -1.14
• 14 O -2.00 -2.00
• 15 O -2.00 -2.00
• 16 C -4.42 -3.66
• 17 C +4.42 +3.66
• 18 C +3.99 +4.00
• 19 H +1.00 +1.00
• 20 H +1.00 +1.00
• 21 C +4.00 +4.00
• 22 H +1.00 +1.00

11. ENERGY OF H ABSTRACTION
• NBO—GIVES BINDING ENERGY
• NBO-KI
• MULLIKEN KI
• KI-EXP

12. • Ring strain
• Main article: Ring strain
•
• According to the VSEPR theory of molecular bonding, the preferred geometry of a molecule is that in which
both bonding and non-bonding electrons are as far apart as possible. In molecules, it is quite common for these
angles to be somewhat compressed or expanded compared to their optimal value. This strain is referred to as
angle strain, or Baeyer strain.[8] The simplest examples of angle strain are small cycloalkanes such as
cyclopropane and cyclobutane, which are discussed below. Furthermore, there is often eclipsing in cyclic
systems which cannot be relieved.
• Strain of some common cycloalkane ring-sizes[1] Ring size Strain energy (kcal/mol) Ring size
Strain energy (kcal/mol)
• 3 27.5 10 12.4
• 4 26.3 11 11.3
• 5 6.2 12 4.1
• 6 0.1 13 5.2
• 7 6.2 14 1.9
• 8 9.7 15 1.9
• 9 12.6 16 2.0
•
• In principle, angle strain can occur in acyclic compounds, but the phenomenon is rare.
• Small Rings

13. • Cyclohexane is considered a benchmark in determining ring strain
in cycloalkanes and it is commonly accepted that there is little to
no strain energy.[1] In comparison, smaller cycloalkanes are much
higher in energy due to increased strain. Cyclopropane is
analogous to a triangle and thus has bond angles of 60°, much
lower than the preferred 109.5° of an sp3 hybridized carbon.
Furthermore, the hydrogens in cyclopropane are eclipsed.
Cyclobutane experiences similar strain, with bond angles of
approximately 88° (it isn't completely planar) and eclipsed
hydrogens. The strain energy of cyclopropane and cyclobutane are
27.5 and 26.3 kcal/mol, respectively.[1] Cyclopentane experiences
much less strain, mainly due to torsional strain from eclipsed
hydrogens, and has a strain energy of 6.2 kcal/mol.

14. • The heat of formation (ΔHfo) of a compound is described as the
enthalpy change when the compound is formed from its
separated elements.[3] When the heat of formation for a
compound is different from either a prediction or a reference
compound, this difference can often be attributed to strain. For
example, ΔHfo for cyclohexane is -29.9 kcal/mol while ΔHfo for
methylcyclopentane is -25.5 kcal/mol.[1] Despite having the same
atoms and number of bonds, methylcyclopentane is higher in
energy than cyclohexane. This difference in energy can be
attributed to the ring strain of a five-membered ring which is
absent in cyclohexane. Experimentally, strain energy is often
determined using heats of combustion which is typically an easy
experiment to perform.

15. • This paper will discuss that the 10 member and nine
members ring in enediyne chromophores c 1027
• The primary mechanism utilized by nine member
enediyne producing organisms of interest the most
biologically relevant species is the enediyne diradical.
•
• The mode of action of nine membered enediynes,
which is generally accepted is the ability to produce
single stranded or double stranded DNAlesions, this
short paper will look at c1027, and the common me
thechism which includes only three species mark 45,
mark 45 ANION amd mark 48 H-ABSTRACTOR

16. • biological importance of plants
•
• begin from "the nine -membered chromoprotein family
of enediynee has steadily grown of if 12th of thing that
up and chief
• the antroquinone bridge repeats it self in the three
molecules
• lets remove it using Maestro and make calculations on
Mark 45, mark 45 ANION , an mark 48, lets assume a
solvent free system. lets use MP2, RHF/6-311G, and
B3YL
•

17. •
• look at the 3 species as transition states-they are
actually-a family all nine national products is
having a common remember system
• bicyclo[7.3.0] dodecjadiynene
•
• the nine natural pru thatcts are that's:
necarzinostatin, kedarcidin, c-1027 fifth with, an
maduropeptin and N that1199A2