Many late-branching canids (wolves, coyotes, dingos, dogs, jackals) can inter-breed to produce fertile offspring because they all have 78 chromosomes and are very-closely related. In the case of infertile pairings, the cause is often other biological or chromosomal incompatibilities resulting in miscarriage. (the source is Wikipedia so it's a "take with a grain of salt."
http://en.wikipedia.org/wiki/Canid_hybrid)
Gender is a factor in hybridization. Male lions with female tigers produce ligers; Female lions with male tigers produce a completely different hybrid: tigons. One is massive, the other is barely larger than a medium-sized dog.
Also, apparently only one sex out of any closely-related hybrid is truly infertile. The other has limited fertility. For example, only male ligers and tigons are sterile. Females are fertile to parent-species with difficulty.
HALDANE'S RULE
Haldane's Rule states that in animal species whose gender is determined by sex chromosomes, when in the first cross offspring of two different animal species, one of the sexes is absent, rare or sterile, that sex is the heterogametic sex. The "heterogametic sex" is the one with two different sex chromosomes (e.g. X and Y); usually the male. The "homogametic sex" has two copies of one type of sex chromosome (e.g. X and X) and is usually the female.
Haldane's Rule for Hybrid Sterility states that a race of animals could diverge enough to be considered separate species, but could still mate to produce healthy hybrid offspring in a normal ratio of males and females. If any of the hybrid offspring were sterile, the sterile offspring would be the heterogametic offspring (males). If the heterogametic offspring was fertile, it produced the normal 50:50 ratio of X and Y sperm.
Haldane's Rule for Hybrid Inviability states that if the divergence between the species became large enough to generate genic differences, but not to prevent mating, then parental gene products may fail to co-operate during development of the embryo, resulting in hybrid inviability (the hybrids are aborted, stillborn or don't survive to maturity). In this case, the male to female ratio of hybrid offspring is skewed with more homogametic offspring while the heterogametic offspring (males) are absent or rare. Source:
http://www.messybeast.com/genetics/hybrid-cats.htm. I have no idea of the credentials of the author. However the larger site is very-deep with hybrid content...you might find it interesting reading if the topic is one in biology which intrigues you. There is also a brief discussion of chimeras as a means of creating cures for diseases there as well.
http://www.messybeast.com/genetics/hybrid-mammals.html (It's the fourth paragraph under the heading
chimeras. This is the same article as the one containing Haldane's Rule.)