%xymcarbl.tex 
%Copyright (C) 1993, Shinsaku Fujita, All rights reserved. 
%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%
%This file is a part of xymtex.tex that is the manual of the macro 
%package `XyMTeX' for drawing chemical structural formulas.  
%This file is not permitted to be translated into Japanese and any other
%languages. 
\typeout{``xymcarbl.tex''---
This file is a part of xymtex.tex that is the manual of the macro %
package `XyMTeX'. 1993/12/1 S. Fujita}
%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%
\chapter{Five- or Lower-Membered Carbocycles}
\section{Drawing Five-Membered Carbocycles}
\subsection{Vertical Forms}

The macro \verb/\cyclopentanev/ and the corresponding inverse macro are 
used to draw five-membered carbocyclic compounds 
of vertical type (lowcycle.sty). 
The formats of these commands are as follows: 
\begin{verbatim}
   \cyclopentanev[BONDLIST]{SUBSLIST}
   \cyclopentanevi[BONDLIST]{SUBSLIST}
\end{verbatim}
% ******************************
% *  cyclopentane derivatives  *
% *  (vertical type & inverse) *
% ******************************
The following diagrams show the numbering of 
the commands for designating substitution positions (1--5) and 
bond descriptors (a--e):
\begin{xymspec}
\begin{picture}(800,880)(0,0)
\put(0,0){\cyclopentanev[H]{1Sb==1Sb(l);1Sa==1Sa(r);%
2Sb==2Sb(r);2Sa==2Sa(r);3Sb==3Sb(r);3Sa==3Sa(r);%
4Sb==4Sb(l);4Sa==4Sa(l);5Sb==5Sb(l);5Sa==5Sa(l)}}%
\put(0,0){\sxloocant{}{3}{2}{{\raise1ex\hbox{1}}}{5}{4}}
\put(0,0){\bdloocant{{\kern-10pt\lower1ex\hbox{c}}}{b}{a}{e}{d}{}}
\end{picture}
\qquad\fbox{\parbox{2cm}{$\circ$: (\the\shiftii,\the\shifti) \\
                   $\bullet$: (\the\noshift,\the\noshift)}}
\qquad
\begin{picture}(800,880)(0,0)
\put(0,0){\cyclopentanevi[H]{1Sb==1Sb(l);1Sa==1Sa(r);%
2Sb==2Sb(r);2Sa==2Sa(r);3Sb==3Sb(r);3Sa==3Sa(r);%
4Sb==4Sb(l);4Sa==4Sa(l);5Sb==5Sb(l);5Sa==5Sa(l)}}%
\put(0,0){\sxloocant{{\lower1ex\hbox{1}}}{2}{3}{}{4}{5}}
\put(0,0){\bdloocant{a}{b}{{\kern-10pt\raise1ex\hbox{c}}}{}{d}{e}}
\end{picture}
\qquad\fbox{\parbox{2cm}{$\circ$: (\the\shiftii,\the\shifti) \\
                   $\bullet$: (\the\noshift,\the\noshift)}}
\end{xymspec}

In drawing five-membered rings, only commands for general use are 
ready to use so that they can be employed to typeset 
both saturated and unsaturated derivatives. 
Commands for specified use have not been developed 
since they are not so desirable as compared with the counterparts 
of six-membered rings.  

The optional argument BONDLIST shows bonds to be doubled 
as shown in Table \ref{tt:low1}.  The default structure is 
a fully saturated form. 
\begin{table}[hpbt]
\caption{BONDLIST for commands {\tt$\backslash$cyclopentanev} 
and {\tt$\backslash$cyclopentaneh}}
\label{tt:low1}
\begin{center}
\begin{tabular}{ll}
\hline
Character & \multicolumn{1}{c}{Printed structure} \\
\hline
     none       &  mother nucleus \\
     a          &  1,2-double bond \\
     b          &  2,3-double bond \\
     c          &  4,3-double bond \\
     d          &  4,5-double bond \\
     e          &  5,1-double bond \\
     A          &  aromatic circle  \\
     $\{n+\}$   &  plus at the $n$-nitrogen atom ($n$ = 1 to 5) \\
     $\{0+\}$   &  plus (or minus) at the center \\
\hline
\end{tabular}
\end{center}
\end{table}

The argument SUBSLIST is used to specify each substituent with 
a locant number and a bond modifier shown in Table \ref{tt:a2}, 
in which $n$ is an arabic numeral between 1 and 5. 
For example, the statements, 

\begin{verbatim}
\cyclopentanev{1==COOH;3==CH$_{3}$}\qquad\qquad
\cyclopentanev{1==Ph;3==Ph} \par 
\cyclopentanevi[b]{1D==O;2==Ph}\qquad\qquad
\cyclopentanevi{1D==O;2Sa==CH$_{3}$;%
2Sb==CH$_{2}$CH$_{2}$CO$_{2}$CH$_{3}$}
\end{verbatim}
produce the following structures: 
\begin{center}
\cyclopentanev{1==COOH;3==CH$_{3}$}\qquad\qquad
\cyclopentanev{1==Ph;3==Ph} \par 
\bigskip
\cyclopentanevi[b]{1D==O;2==Ph}\qquad\qquad
\cyclopentanevi{1D==O;2Sa==CH$_{3}$;%
2Sb==CH$_{2}$CH$_{2}$CO$_{2}$CH$_{3}$}
\end{center}

The command is capable of typesetting 
a delocalized and a localized form of 
cyclopentadienyl anion as follows. 
\begin{verbatim}
\cyclopentanev[A{0{$-$}}]{} \qquad
\cyclopentanev[bd{1{\lower1.2ex\hbox{$-$}}}]{}
\end{verbatim}
These statements produce 
\begin{center}
\cyclopentanev[A{0{$-$}}]{} \qquad
\cyclopentanev[bd{1{\lower1.2ex\hbox{$-$}}}]{}
\end{center}

%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%
\subsection{Horizontal Forms}

The macro \verb/\cyclopentaneh/ and the corresponding inverse macro are 
used to draw five-membered carbocyclic compounds 
of horizontal type (lowcycle.sty). 
The formats of these commands are as follows: 
\begin{verbatim}
   \cyclopentaneh[BONDLIST]{SUBSLIST}
   \cyclopentanehi[BONDLIST]{SUBSLIST}
\end{verbatim}
%
The following diagrams show locant numbers
for designating substitution positions as well as 
bond descriptors for showing double bonds:
\begin{xymspec}
\begin{picture}(800,880)(0,0)
\put(0,0){\cyclopentaneh[H]{1Sb==1Sb(r);1Sa==1Sa(r);%
2Sb==2Sb(r);2Sa==2Sa(lr);3Sa==\lmoiety{3Sa(lr)};3Sb==3Sb(l);%
4Sb==4Sb(l);4Sa==\lmoiety{4Sa(lr)};5Sb==5Sb(r);5Sa==5Sa(lr)}}
%\put(0,0){\sxloocnth}
\put(0,0){\bdloocnth{\mbox{\lower10pt\hbox{c}\kern-.8em}}{b}{a}{e}{d}{}}
\end{picture}
\qquad\fbox{\parbox{2cm}{$\circ$: (\the\shifti,\the\shiftii) \\
                   $\bullet$: (\the\noshift,\the\noshift)}}
\qquad
\begin{picture}(800,880)(0,0)
\put(0,0){\cyclopentanehi[H]{%
4Sb==4Sb(r);4Sa==4Sa(r);%
3Sb==3Sb(r);3Sa==3Sa(r);2Sb==2Sb(l);2Sa==\lmoiety{2Sa(lr)};%
1Sb==1Sb(l);1Sa==1Sa(l);5Sb==5Sb(l);5Sa==\lmoiety{5Sa(lr)}}}%
%\put(0,0){\sxlocnth}
\put(0,0){\bdloocnth{a}{b}{{\kern-.5em\lower10pt\hbox{c}}}{}{d}{e}}
\end{picture}
\qquad\fbox{\parbox{2cm}{$\circ$: (\the\shifti,\the\shiftii) \\
                   $\bullet$: (\the\noshift,\the\noshift)}}
\end{xymspec}
in which the same macro is used to typeset 
both saturated and unsaturated derivatives. 
For BONDLIST, see Table \ref{tt:low1}.  

\medskip
\noindent
Example: 
\begin{verbatim}
\cyclopentaneh{1==COOH;3==CH$_{3}$}\qquad\qquad
\cyclopentaneh{1==Ph;3==Ph} \par 
\cyclopentanehi[b]{1D==O;2==Ph}\qquad\qquad
\cyclopentanehi{1D==O;2Sb==CH$_{3}$;%
2Sa==CH$_{2}$CH$_{2}$CO$_{2}$CH$_{3}$}
\end{verbatim}
produce the following structures: 
\begin{center}
\cyclopentaneh{1==COOH;3==CH$_{3}$}\qquad\qquad
\cyclopentaneh{1==Ph;3==Ph} \par 
\cyclopentanehi[b]{1D==O;2==Ph}\qquad\qquad
\cyclopentanehi{1D==O;2Sb==CH$_{3}$;%
2Sa==CH$_{2}$CH$_{2}$CO$_{2}$CH$_{3}$}
\end{center}

%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%
\section{Drawing Four-Membered Carbocycles}

The macro \verb/\cyclobutane/ is a command 
for drawing four-membered carbocycles 
by using the following format (lowcycle.sty). 
\begin{verbatim}
   \cyclobutane[BONDLIST]{SUBSLIST}
\end{verbatim}
% ***************************
% * cyclobutane derivatives *
% ***************************
% The following numbering is adopted in this macro. 
%
%          c
%     4  _____  3
%    d  |     |  b
%       |     |
%     1  -----  2<===== the original point
%          a
Locant numbers (1--4) and bond descriptors (a--d) 
are shown in the following diagram:
\begin{xymspec}
\begin{picture}(1000,800)(0,0)
\put(0,0){\cyclobutane[H]{%
1Sb==1Sb(l);1Sa==1Sa(l);2Sb==2Sb(r);2Sa==2Sa(r);%
3Sb==3Sb(r);3Sa==3Sa(r);4Sb==4Sb(l);4Sa==4Sa(l)}}
\put(0,0){\circle{80}}
\put(400,240){\circle{80}}
\put(500,480){c}
\put(500,180){a}
\put(640,320){b}
\put(330,320){d}
\end{picture}
\qquad\fbox{\parbox{2cm}{$\circ$: (\the\shiftii,\the\shifti) \\
                   $\bullet$: (\the\noshift,\the\noshift)}}
\end{xymspec}
The handedness for each oriented position 
is shown with a character set in parentheses. 
The optional argument BONDLIST specifies double bonds 
as shown in Table \ref{tt:low2}.
\begin{table}[hpbt]
\caption{BONDLIST for commands {\tt$\backslash$cyclobutane}} 
\label{tt:low2}
\begin{center}
\begin{tabular}{ll|ll}
\hline
Character & \multicolumn{1}{c|}{Printed structure} &
Character & \multicolumn{1}{c}{Printed structure} \\
\hline
     none &  mother skeleton (fully saturated) & & \\
     a    &  1,2-double bond     & b    &  2,3-double bond \\
     c    &  3,4-double bond    & d    &  4,1-double bond \\
 $\{n+\}$   &  
    \multicolumn{2}{l}{plus at the $n$-nitrogen atom ($n$ = 1 to 4)} 
            & \\
\hline
\end{tabular}
\end{center}
\end{table}

The argument SUBSLIST is filled in to specify each substituent with 
a locant number and a bond modifier shown in Table \ref{tt:a2}, 
in which $n$ is an arabic numeral between 1 and 4. 

\medskip
\noindent
Example:
\begin{verbatim}
   \cyclobutane{2Sa==CH$_{3}$;2Sb==CH=CH$_{3}$}
   \cyclobutane{3D==O}
   \cyclobutane{3Sa==OH;3Sb==CH$_{3}$}
\end{verbatim}
produce the following structures: 
\begin{center}
   \cyclobutane{2Sa==CH$_{3}$;2Sb==CH=CH$_{3}$}
   \cyclobutane{3D==O}
   \cyclobutane{3Sa==OH;3Sb==CH$_{3}$}
\end{center}

%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%
\section{Drawing Three-Membered Heterocycles}

The macro \verb/\cyclopropane/ for drawing threee-membered carbocycles 
has the following format (lowcyclo.sty). 
\begin{verbatim}
   \cyclopropane[BONDLIST]{SUBSLIST}
\end{verbatim}
% ****************************
% * cyclopropane derivatives *
% *  (vertical type)         *
% ****************************
% The following numbering is adopted in this macro. 
%
%         b
%     3--------2
%    c `     / a
%        `1/ <===== the original point
%
%
%
Thus, the locant numbering (1--2) 
and the bond description (a--c) are common as 
shown in the following diagram:
\begin{xymspec}
\begin{picture}(1000,1000)(0,0)
\put(0,0){\cyclopropane[H]{%
1Sb==1Sb(l);1Sa==1Sa(r);2Sb==2Sb(r);2Sa==2Sa(r);%
3Sb==3Sb(l);3Sa==3Sa(l)}}
\put(0,0){\circle{80}}
\put(400,240){\circle{80}}
\put(500,250){a}
\put(300,250){c}
\put(380,460){b}
\end{picture}
\qquad\fbox{\parbox{2cm}{$\circ$: (\the\shiftii,\the\shifti) \\
                   $\bullet$: (\the\noshift,\the\noshift)}}
\end{xymspec}
The handedness for each oriented position 
is shown with a character set in parentheses. 
The optional argument BONDLIST is written down to specify double bonds 
as shown in Table \ref{tt:low3}. 
\begin{table}[hpbt]
\caption{Argument BONDLIST for commands {\tt$\backslash$cyclopropane}} 
\label{tt:low3}
\begin{center}
\begin{tabular}{ll}
\hline
Character & \multicolumn{1}{c}{Printed structure} \\
\hline
      none       &  saturated \\
      a          &  1,2-double bond\\
      b          &  2,3-double bond\\
      c          &  3,1-double bond\\
      A          &  aromatic circle \\
      $\{n+\}$   &  plus at the n-hetero atom (n = 1 to 3)\\
                 &  $n=4$ -- outer plus at 1 position\\
                 &  $n=5$ -- outer plus at 2 position\\
                 &  $n=6$ -- outer plus at 3 position\\
      $\{0+\}$   &  plus at the center of a cyclopropane ring\\
\hline
\end{tabular}
\end{center}
\end{table}

The argument SUBSLIST is entered to specify each substituent with 
a locant number and a bond modifier shown in Table \ref{tt:a2}, 
in which $n$ is an arabic numeral between 1 and 3. 

\medskip
\noindent
Example:
\begin{verbatim}
   \cyclopropane{2Sa==COOCH$_{3}$;2Sb==COOCH$_{3}$}\qquad
   \cyclopropane{2Sa==COOH;2Sb==COOH}\qquad\qquad
   \cyclopropane{3Sa==H$_{3}$C;3Sb==H$_{3}$C}
\end{verbatim}
produce the following structures: 
\begin{center}
   \cyclopropane{2Sa==COOCH$_{3}$;2Sb==COOCH$_{3}$}\qquad
   \cyclopropane{2Sa==COOH;2Sb==COOH}\qquad\qquad
   \cyclopropane{3Sa==H$_{3}$C;3Sb==H$_{3}$C}
\end{center}

This macro is based on the macro \verb/\threehetero/ 
in which the ATOMLIST of the latter command is set 
beforehand.  In order to draw a carbon atom on a cyclopropane 
ring, you can use the command \verb/\threehetero/ instead of 
\verb/\cyclopropane/.

\medskip
\noindent
Example:
\begin{verbatim}
   \threehetero[H]{1==C;2==C;3==C}%
    {1Sa==H;1Sb==H;2Sa==COOCH$_{3}$;2Sb==COOCH$_{3}$;%
     3Sa==H$_{3}$C;3Sb==H$_{3}$C}\qquad\qquad\qquad
   \threehetero[H]{2==C}{2Sa==COOH;2Sb==COOH}
\end{verbatim}
produce the following structures: 
\begin{center}
   \threehetero[H]{1==C;2==C;3==C}%
    {1Sa==H;1Sb==H;2Sa==COOCH$_{3}$;2Sb==COOCH$_{3}$;%
     3Sa==H$_{3}$C;3Sb==H$_{3}$C}\qquad\qquad\qquad
   \threehetero[H]{2==C}{2Sa==COOH;2Sb==COOH}
\end{center}

%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%
\section{Drawing Indane Derivatives}
\subsection{Vertical Forms of Indanes}

Since the macros \verb/\indanev/ and \verb/\indanevi/ are 
included in the style file `lowcycle.sty', 
they are introduced here. 
The format of \verb/\indanv/ is: 
\begin{verbatim}
   \indanev[BONDLIST]{SUBSLIST}
\end{verbatim}
% ***********************************************************
% * indane derivatives (fused six- and five-membered rings) *
% *  (vertical type & inverse)                              *
% ***********************************************************
%
The locant numbering (1--9) 
and the bond description (a--j) have a common format as 
shown in the following diagrams:
\begin{xymspec}
\indanev{1==1(lr);2==2(r);3==3(r);4==4(lr);5==5(l);6==6(l);%
7==7(lr)}%
\fbox{\parbox{2cm}{$\circ$: (\the\shiftii,\the\shifti) \\
                   $\bullet$: (\the\noshift,\the\noshift)}}
\qquad
\begin{picture}(1000,1000)(0,0)
\put(0,0){\indanev[H]{%
1Sb==1;1Sa==1Sa(r);2Sb==2Sb(r);2Sa==2Sa(r);%
3Sb==3Sb(r);3Sa==3Sa(r);4Sb==4Sb(l);4Sa==4Sa(r);%
5Sb==5Sb(l);5Sa==5Sa(l);6Sb==6Sb(l);6Sa==6Sa(l);%
7Sb==7Sb(l);7Sa==7;%
8==8;9==9}}
%\put(553,940){\hbox to0pt{\hss Sa(r)}}
%\put(593,940){\hbox to0pt{Sb(l)\hss}}
\put(553,-100){\hbox to0pt{\hss Sa(r)}}
\put(593,-100){\hbox to0pt{Sb(l)\hss}}
{\footnotesize
\put(0,0){\bdloocant{d}{j}{h}{g}{f}{e}}
\put(342,0){\bdloocant{{\kern-10pt\lower1ex\hbox{c}}}{b}{a}{i}{}{}}}
\end{picture}
\qquad\fbox{\parbox{2cm}{$\circ$: (\the\shiftii,\the\shifti) \\
                   $\bullet$: (\the\noshift,\the\noshift)}}
\end{xymspec}
The handedness for each oriented or double-sided position 
is shown with a character set in parentheses. 
Each character in the optional argument BONDLIST 
indicates a specific double bond as shown in Table \ref{tt:low4}. 
The default setting of BONDLIST produces a fully unsaturated 
structure, when the option BONDLIST is omitted.  
If you want to draw a fully saturated structure, 
you should write down a null option ([]) or [H]. 
\begin{table}[hpbt]
\caption{Argument BONDLIST for commands {\tt$\backslash$indolev} 
and others}
\label{tt:low4}
\begin{center}
\begin{tabular}{ll|ll}
\hline
Character & \multicolumn{1}{c|}{Printed structure} &
Character & \multicolumn{1}{c}{Printed structure} \\
\hline
           none or r  &  aromatic six-membered ring & 
           H or []    &  fully saturated form \\
     a    &  1,2-double bond     & b    &  2,3-double bond \\
     c    &  3,3a-double bond    & d    &  4,3a-double bond \\
     e    &  4,5-double bond     & f    &  5,6-double bond \\
     g    &  6,7-double bond     & h    &  7,7a-double bond \\
     i    &  1,7a-double bond    & j    &  3a,4a-double bond \\
     A   &  
    \multicolumn{2}{l}{aromatic circle (six-membered ring)} 
            & \\
     B   &  
    \multicolumn{2}{l}{aromatic circle (five-membered ring)} 
            & \\
 $\{n+\}$   &  
    \multicolumn{2}{l}{plus at the $n$-nitrogen atom ($n$ = 1 to 9)} 
            & \\
\hline
\end{tabular}
\end{center}
\end{table}

The argument SUBSLIST is used to specify each substituent with 
a locant number and a bond modifier shown in Table \ref{tt:a2}, 
in which $n$ is an arabic numeral between 1 and 7. 
Substitution on  8 (3a position) or 9 (7a position) can 
be assigned in the same way. 

\medskip
\noindent
Example:
\begin{verbatim}
   \indanev{1D==O} \qquad
   \indanev[H]{1D==S;2==COOH}\par
   \indanev[egj]{2D==O;3Sa==H;3Sb==Ph}\qquad
   \indanev[A]{2D==O;3Sa==H;3Sb==Ph}
\end{verbatim}
produce the following structures: 
\begin{center}
   \indanev{1D==O} \qquad
   \indanev[H]{1D==S;2==COOH}\par
   \indanev[egj]{2D==O;3Sa==H;3Sb==Ph}\qquad
   \indanev[A]{2D==O;3Sa==H;3Sb==Ph}
\end{center}

%%%%%%
The macro \verb/\indanevi/ for drawing indane derivatives 
of inverse vertical type has 
the following format (lowcycle.sty). 
\begin{verbatim}
   \indanevi[BONDLIST]{SUBSLIST}
\end{verbatim}
The locant numbering and the bond description are common 
with the vertical counterpart as 
shown in the following diagrams:
\begin{xymspec}
\indanevi{1==1(lr);2==2(r);3==3(r);4==4(lr);5==5(l);6==6(l);%
7==7(lr)}%
\fbox{\parbox{2cm}{$\circ$: (\the\shiftii,\the\shifti) \\
                   $\bullet$: (\the\noshift,\the\noshift)}}
\qquad
\begin{picture}(1000,1000)(0,0)
\put(0,0){\indanevi[H]{%
1Sb==1;1Sa==1Sa(r);2Sb==2Sb(r);2Sa==2Sa(r);%
3Sb==3Sb(r);3Sa==3Sa(r);4Sb==4Sb(l);4Sa==4Sa(r);%
5Sb==5Sb(l);5Sa==5Sa(l);6Sb==6Sb(l);6Sa==6Sa(l);%
7Sb==7Sb(l);7Sa==7;%
8==8;9==9}}
{\footnotesize
\put(0,0){\bdloocant{h}{j}{d}{e}{f}{g}}
\put(342,0){\bdloocant{a}{b}{{\kern-10pt\raise1ex\hbox{c}}}{}{}{i}}}
\end{picture}
\qquad\fbox{\parbox{2cm}{$\circ$: (\the\shiftii,\the\shifti) \\
                   $\bullet$: (\the\noshift,\the\noshift)}}
\end{xymspec}
The handedness for each oriented or double-sided position 
is shown with a character set in parentheses; 
this is however omitted in the overcrowded position (between 7 and 1).   
The optional argument BONDLIST specifies bonds to be doubled 
as shown in Table \ref{tt:low4}.

\medskip
\noindent
Example:
\begin{verbatim}
   \indanevi{1D==O} \qquad
   \indanevi[H]{1D==S;2==COOH}\par
   \indanevi[egj]{2D==O;3Sa==H;3Sb==Ph}\qquad
   \indanevi[A]{2D==O;3Sa==H;3Sb==Ph}
\end{verbatim}
produce the following structures: 
\begin{center}
   \indanevi{1D==O} \qquad
   \indanevi[H]{1D==S;2==COOH}\par
   \indanevi[egj]{2D==O;3Sa==H;3Sb==Ph}\qquad
   \indanevi[A]{2D==O;3Sa==H;3Sb==Ph}
\end{center}

%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%
\subsection{Horizontal Forms of Indanes}

The macro \verb/\indaneh/ for drawing indane derivatives 
of horizontal type has the following format (lowcycle.sty). 
\begin{verbatim}
   \indaneh[BONDLIST]{SUBSLIST}
\end{verbatim}
% ***********************************************************
% * indane derivatives (fused six- and five-membered rings) *
% *  (horizontal type & inverse)                            *
% ***********************************************************
%
Locant numbers (1--9) for designating substitution positions 
and bond descriptors (a--j) 
are represented by the following diagram: 
\begin{xymspec}
\indaneh{1==1(r);2==2(lr);3==3(lr);4==4(l);5==5(lr);6==6(lr);7==7(r)}%
\fbox{\parbox{2cm}{$\circ$: (\the\shiftii,\the\shiftiii) \\
                   $\bullet$: (\the\noshift,\the\noshift)}}
\qquad
\begin{picture}(1000,1200)(0,0)
\put(0,0){\indaneh[H]{%
1Sb==1Sb(r);1Sa==1Sa(r);2Sb==2Sb(r);2Sa==2Sa(lr);%
3Sb==3Sb(l);3Sa==\lmoiety{3Sa(lr)};4Sb==4Sb(l);4Sa==4Sa(l);%
5Sb==5Sb(l);5Sa==\lmoiety{5Sa(lr)};6Sb==6Sb(r);6Sa==6Sa(lr);%
7Sb==7Sb(r);7Sa==7Sa(r);8==8;9==9}}%
{\footnotesize
\put(160,58){\bdloocnth{d}{j}{h}{g}{f}{e}}
\put(160,402){\bdloocnth{{\lower10pt\hbox{c}\kern-.7em}}{b}{a}{i}{}{}}}%
 %%400-240=160
\end{picture}
\qquad\fbox{\parbox{2cm}{$\circ$: (\the\shiftii,\the\shiftiii) \\
                   $\bullet$: (\the\noshift,\the\noshift)}}
\end{xymspec}
The handedness for each oriented or double-sided position 
is shown with a character set in parentheses. 
The optional argument BONDLIST gives the description of double bonds 
as shown in Table \ref{tt:low4}.

\medskip
\noindent
Example:
\begin{verbatim}
   \indaneh{1D==O} \qquad
   \indaneh[H]{1D==S;2==COOH}\par
   \indaneh[egj]{2D==O;3Sa==H;3Sb==Ph}\qquad
   \indaneh[A]{2D==O;3Sa==H;3Sb==Ph}
\end{verbatim}
produce the following structures: 
\begin{center}
   \indaneh{1D==O} \qquad
   \indaneh[H]{1D==S;2==COOH}\par
   \indaneh[egj]{2D==O;3Sa==H;3Sb==Ph}\qquad
   \indaneh[A]{2D==O;3Sa==H;3Sb==Ph}
\end{center}

The macro \verb/\indanehi/ is 
the inverse counterpart of \verb/\indaneh/, which 
aims at drawing indane derivatives of inverse horizontal type (lowcycle.sty). 
\begin{verbatim}
   \indanehi[BONDLIST]{SUBSLIST}
\end{verbatim}
Locant numbers (1--9) for designating substitution positions 
and characters (a--j) for describing double bonds 
are shown in the following diagram: 
\begin{xymspec}
\indanehi{1==1(l);2==2(lr);3==3(lr);4==4(r);5==5(lr);6==6(lr);%
7==7(l)}
\fbox{\parbox{2cm}{$\circ$: (\the\shiftii,\the\shiftiii) \\
                   $\bullet$: (\the\noshift,\the\noshift)}}
\qquad
\begin{picture}(1000,1200)(0,0)
\put(0,0){\indanehi[H]{%
1Sb==1Sb(l);1Sa==1Sa(l);2Sb==2Sb(l);2Sa==\lmoiety{2Sa(lr)};%
3Sb==3Sb(r);3Sa==3Sa(lr);4Sb==4Sb(r);4Sa==4Sa(r);%
5Sb==5Sb(r);5Sa==5Sa(r);6Sb==6Sb(r);6Sa==\lmoiety{6Sa(lr)};%
7Sb==7Sb(l);7Sa==7Sa(l);8==8;9==9}}
{\footnotesize
\put(160,58){\bdloocnth{h}{i}{d}{e}{f}{g}}
\put(160,402){\bdloocnth{a}{b}{{\kern-.7em\lower10pt\hbox{c}}}{}{}{i}}}
\end{picture}
\qquad\fbox{\parbox{2cm}{$\circ$: (\the\shiftii,\the\shiftiii) \\
                   $\bullet$: (\the\noshift,\the\noshift)}}
\end{xymspec}

\medskip
\noindent
Example:
\begin{verbatim}
   \indanehi{1D==O} \qquad
   \indanehi[H]{1D==S;2==COOH}\par
   \indanehi[egj]{2D==O;3Sa==H;3Sb==Ph}\qquad
   \indanehi[A]{2D==O;3Sa==H;3Sb==Ph}
\end{verbatim}
produce the following structures: 
\begin{center}
   \indanehi{1D==O} \qquad
   \indanehi[H]{1D==S;2==COOH}\par
   \indanehi[egj]{2D==O;3Sa==H;3Sb==Ph}\qquad
   \indanehi[A]{2D==O;3Sa==H;3Sb==Ph}
\end{center}

\endinput