N.Y. Comp. Codes R. & Regs. tit. 20, § 2396.11
(2) Certified checktaxpayers. The mailing rules specified insection 691 of the Tax Law and in regulations promulgated thereundershall be applicable to returns filed and payments made by taxpayersparticipating in the program and electing the certified check paymentoption, subject to the following:
(ii) educational organizationsand health care providers voluntarily participating and utilizingthe certified check payment option shall be deemed to have timelyfiled their return and paid the tax if they mail or deliver theirreturn and a certified check for their tax liability on or beforethe first business day following the otherwise applicable due date.
(b) Penalty for failureto enroll.
When a taxpayer required to participatein the program fails to enroll in the program in accordance with theprovisions of section 2396.4(b) of this Part, such taxpayer shallpay a penalty equal to $5,000; provided, however, that if such taxpayerenrolls in the program within 20 calendar days after notificationof the assessment of such penalty is sent by the department by certifiedmail, then such penalty shall be abated. Where the taxpayer continuesto fail to enroll in the program after such 20-day period, the taxpayershall pay an additional $500 if such failure is for not more thanone month, with an additional $500 for each additional month or partthereof during which such failure continues.
(c) Reasonable cause.
(1) General rules.
(i) Where a taxpayerparticipating in the program nonwillfully fails to file a withholdingtax return or to pay withholding tax at the time and in the mannerrequired by this Part (see section 685[f] of the Tax Lawfor the addition to tax), or where a taxpayer required to participatein the program fails to enroll at the time and in the manner requiredby this Part, the followingpenalty, addition or additions to tax set forth in section 9 or 685of the Tax Law must be imposed, as applicable, unless it is shownthat such failure was due to reasonable cause and not due to willfulneglect:
(d) failure to pay withholding tax required to be shownon a withholding tax return within 10 days of the date of notice anddemand therefor (see section 685[a][3] of theTax Law for the addition to tax).
In the event that this penaltyor these additions to tax have been imposed and it is later determinedthat any such failure was due to reasonable cause and not due to willfulneglect, all or part of such penalty or additions to tax will be cancelled.The absence of willful neglect alone is not sufficient grounds fornot imposing the penalty or additions to tax or for cancelling thepenalty or additions to tax.
(2) Reasonable causegrounds. The following exemplify groundsfor reasonable cause and absence of willful neglect, where clearlyestablished by or on behalf of the taxpayer:
(a) General filingand payment rules.