N.Y. Comp. Codes R. & Regs. tit. 20, § 2392.1
(b) Except where reasonablecause exists or is presumed to exist pursuant to subdivision (c) ofthis section, all of the facts alleged as a basis for reasonable causemay be required to be affirmatively shown in a written statement madeby the taxpayer. Where the taxpayer is unable to provide such a statementor does not have a personal knowledge of such facts, a showing ofreasonable cause may be made on the taxpayer's behalf by an individualwith a personal knowledge of such facts. In determining whether reasonablecause exists, in addition to an evaluation of such facts, the taxpayer'sprevious compliance record with respect to all of the taxes imposedpursuant to the Tax Law may be taken into account.
(1) Reasonable causeshall not be determined to exist as a basis for not imposing or forcancelling the additions to tax for failure to file a return, pursuantto section 685(a)(1) or 1085(a)(1) of the Tax Law, or for failureto pay the amount of tax shown on such return, pursuant to section685(a)(2) or 1085(a)(2) of such law, where it is determined that thetaxpayer or the taxpayer's duly authorized representative couldhave reasonably been expected to timely request extensions of timeto file the return or extensions of time to pay the tax due, but failedto do so. However, reasonable cause may be determined to exist withrespect to these additions to tax where:
(2) A showing of reasonablecause with respect to the addition to tax under section 685(a)(2)of the Tax Law will be presumed, with respect to any underpaymentof tax, where the taxpayer has:
(4) The existence orpresumption of reasonable cause provided for in paragraphs (2) and(3) of this subdivision will apply to only that period of time forwhich a taxpayer has a valid automatic or initial extension of timefor filing the return and, if any, the additional extensions of timefor filing such return.
(d) Grounds for reasonablecause.
The following exemplify grounds forreasonable cause, where clearly established by or on behalf of thetaxpayer:
(1) Death, illnessor absence.
(i) The death or seriousillness of the taxpayer or the taxpayer's unavoidable absencefrom its usual place of business, which precluded timely compliance,may constitute reasonable cause, provided that: within a justifiable periodof time after the death, illness or absence. A justifiable periodof time is that period which is substantiated by or on behalf of thetaxpayer as a reasonable period of time for filing the return and/orfor paying any tax, based on the facts and circumstances in each case.
(ii) As used in subparagraph(i) of this paragraph, the term taxpayer also includes:
(2) Destruction of placeof business or business records.
(i) The destructionof the taxpayer's place of business or business records by afire or other documented casualty, which precluded timely compliance,may constitute reasonable cause, provided that: within a justifiable periodof time after the casualty has taken place. A justifiable period oftime is that period which is substantiated by or on behalf of thetaxpayer as a reasonable period of time for filing the return and/orfor paying any tax, based on the facts and circumstances in each case.
(ii) As used in subparagraph(i) of this paragraph, the phrase taxpayer's place of businessor business records includes:
(4) Pending petitions,actions or proceedings. A pending petition to the Commissioner ofTaxation and Finance for an advisory opinion or a declaratory ruling,a pending conciliation conference proceeding in the Bureau of Conciliationand Mediation Services of the Division of Taxation, a pending petitionto the Division of Tax Appeals or a pending action or proceeding forjudicial determination may constitute reasonable cause, until thetime at which the taxpayer has exhausted its administrative or judicialremedies, as applicable, for one or more taxable periods (or conveyancesfor purposes of article 31 of the Tax Law), the return or returnsfor which are due subsequent to the filing of the petition with theCommissioner of Taxation and Finance, the commencement of the conciliationconference proceeding, the filing of the petition with the Divisionof Tax Appeals or the commencement of the judicial action or proceeding.The ground for reasonable cause described in this paragraph is subjectto the following conditions:
(5) Additional grounds.Any other ground for delinquency which would appear to a person ofordinary prudence and intelligence as a reasonable cause for delayand which clearly indicates an absence of willful neglect may be determinedto be reasonable cause.
(e)
(2) Where an inabilityto timely obtain and assemble essential information required for thepreparation of a complete return exists and where extensions of timefor filing the return are available, such extensions of time for filingmust be obtained, a return which reflects the known tax liabilitymust be filed on or before the extended due date for filing, and anybalance of tax must be paid with the return on that portion of thetax liability which can be ascertained and shown on such return. Therelevant facts affecting that portion of the tax liability which cannotbe ascertained must be fully disclosed with such timely filed returns.When such liability is ascertained, an amended return must be immediatelyfiled together with any additional tax due.
(i) However, for purposesof the articles governed by article 27 of the Tax Law, where a taxpayer: an inability for reasons beyond the taxpayer'scontrol to obtain and assemble essential information may constitutereasonable cause for failure to file a return and for failure to paythe amount shown as tax on the return, where such inability precludedthe taxpayer from properly estimating the tax as finally determinedthereby invalidating the extensions of time for filing the return.
(ii) In support ofthe ground described in subparagraph (i) of this paragraph as a basisfor reasonable cause, the taxpayer or the taxpayer's representativemust:
(3)
(c)
(f) The provisions ofthis section shall apply to the extent pertinent where any personis subject to the penalty imposed by section 685(k) of the Tax Law.in addition to any relevant grounds for reasonable cause as exemplifiedin subdivision (d) of this section, further grounds for reasonablecause for failure to secure and supply any identifying numbers (asdescribed in such section 685[k]), where clearly established,may include the following:
(2) awaiting the issuanceof an identifying number or the inability to secure an identifyingnumber despite repeated, documentable attempts to do so.
(g)
(2) In determining whetherreasonable cause and good faith exist, the most important factor tobe considered is the extent of the taxpayer's efforts to ascertainthe proper tax liability. In addition to any relevant grounds forreasonable cause as exemplified in subdivision (d) of this section,circumstances that indicate reasonable cause and good faith with respectto the substantial understatement or omission of tax, where clearlyestablished by or on behalf of the taxpayer, may include the following:
(iv) the reliance bythe taxpayer on any written information, professional advice or otherfacts, provided such reliance was reasonable and the taxpayer hadno knowledge of circumstances which should have put the taxpayer uponinquiry as to whether such facts were erroneous;
(a) reliance on professional advice.The provisions regarding a taxpayer's reliance on professionaladvice found in this subparagraph shall be applied as follows:
(1) facts and circumstances;minimum and requirements. All facts and circumstances must be takeninto account in determining whether a taxpayer has reasonably reliedin good faith on professional advice as to the treatment of the taxpayerunder the Tax Law. However, in no event will a taxpayer be consideredto have reasonably relied in good faith on professional advice unlessthe requirements of this subclause are satisfied. The fact that theserequirements are satisfied will not necessarily establish that thetaxpayer reasonably relied in good faith on professional advice. Forexample, reliance may not be reasonable or in good faith if the taxpayerknew, or should have known, that the advisor lacked knowledge in therelevant aspects of the Tax Law;
(h) The provisions ofthis section shall also apply to the extent pertinent where any personis subject to penalty under section 1145(a)(3), 1145(a)(4), 1145(g)or 1145(h). A determination of reasonable cause with respect to thesefailures will be based on the facts and circumstances leading to thefailure at issue. It must be established by or on behalf of a persondescribed in this subdivision that the failure occurred despite theexercise of ordinary business care and prudence.
(1) Pursuant to statutoryprovisions for joint administration and applicability, the provisionsof this section will also apply as follows:
(i)
(a)