Problem
In the Mathematics & Informatics Quarterly, Sept 1996, pp. 180-182 the following problem from the International Mathematical Talent Search (IMTS) 19 was given in relation to the dynamic figure below:
"Determine the area of the shaded octagon as a fraction of the area of the square, where the boundaries of the octagon are lines drawn from the vertices to the midpoints of opposite sides."
Explore
1) Click on the 'Show Areas' button below to view the ratio between the two areas concerned. Drag any of the red vertices to explore.
2) Note that the formed octagon is not regular. However, it has all sides equal and alternate angles are equal as can be seen by clicking on the 'Show Side Lengths' and 'Show Angles' buttons. The shaded octagon is therefore what I've called a semi-regular side-gon, specifically in this case, a 'semi-regular side-octagon' - which is a generalization to 2n-gons of the concept of a rhombus.
IMTS Problem Generalized
ChallengeOther variations
It is quite easy to find many different area ratio problems of this kind and readers are invited to explore some on their own. Below are some other examples to explore.
8) Determine the ratio between the parallelogram and the shaded quadrilateral formed by lines drawn from the vertices of the parallelogram to the midpoints of the sides as shown below. (This problem was also used in my Rethinking Proof book and a dynamic geometry sketch is available for the reader at Another parallelogram area ratio.)

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Related Links
A Geometric Paradox Explained (Another variation of an IMTS problem)
Area Ratios (Rethinking Proof activity)
Varignon Parallelogram Area (Rethinking Proof activity)
Area ratios of some polygons inscribed in quadrilaterals and triangles
Feynman's Triangle: Some Generalizations & Variations
Feynman Parallelogram Generalization
An Area Preserving Transformation: Shearing
A Surprising Constant Area Sum Involving Translating Figures
The 'lune areas' theorem of Hippocrates (470 – c. 410 BC)
The Equi-partitioning Point of a Quadrilateral
Sylvie's Theorem
Some Parallelo-hexagon Area Ratios
Area Parallelogram Partition Theorem (Another Example of the Discovery Function of Proof)
Area Formula for Quadrilateral in terms of its Diagonals
The Area of an Orthodiagonal quadrilateral
Semi-regular Angle-gons and Side-gons (Generalizations of rectangles and rhombi)
Bretschneider's Quadrilateral Area Formula & Brahmagupta's Formula
Finding the Area of a Crossed Quadrilateral
Crossed Quadrilateral Properties
Some External Links
Aimssec Lesson Activities (African Institute for Mathematical Sciences Schools Enrichment Centre)
UCT Mathematics Competition Training Material
SA Mathematics OlympiadQuestions and worked solutions for past South African Mathematics Olympiad papers can be found at this link.
(Note, however, that prospective users will need to register and log in to be able to view past papers and solutions.)
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Free Download of Geometer's Sketchpad & Associated Learning/Instructional Modules on Various Topics
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Created by Michael de Villiers, approx. 2000, updated with WebSketchpad, 4 Oct 2023; updated 9 October 2023; 24 May 2026.