#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012231.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2012231
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  1046
_journal_page_last  1047
_publ_section_title
;
Chloro[(3,6,13,16-tetraethyl-2,7,12,17-tetramethylporphycenato-\k^4^N)-
iron(III)] chloroform solvate
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
loop_
_publ_author_name
  'Ohgo, Yoshiki'
  'Neya, Saburo'
  'Ikeue, Takahisa'
  'Funasaki, Noriaki'
  'Nakamura, Mikio'
_chemical_name_common  Porphycene
_chemical_formula_moiety  'C32 H36 Fe Cl N4, C H Cl3'
_chemical_formula_sum  'C33 H37 Cl4 Fe N4'
_chemical_formula_iupac  '[Fe (C33 H37 N4) Cl], C H Cl3'
_chemical_formula_weight  687.32
_symmetry_cell_setting  Monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  14.7220(10)
_cell_length_b  10.2250(10)
_cell_length_c  22.319(2)
_cell_angle_alpha  90.00
_cell_angle_beta  100.350(10)
_cell_angle_gamma  90.00
_cell_volume  3305.1(6)
_cell_formula_units_Z  4
_cell_measurement_temperature  298
_exptl_crystal_density_diffrn  1.381
_diffrn_ambient_temperature  298
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  Fe1  .73807(3)  .11207(4)  .08403(2)  .04654(19) Uani d . 1 . . Fe
  Cl1  .71525(7)  .20457(10)  -.00802(4)  .0645(3) Uani d . 1 . . Cl
  N1  .7147(2)  -.0831(3)  .07205(13)  .0526(7) Uani d . 1 . . N
  N2  .8690(2)  .0422(3)  .09608(12)  .0504(6) Uani d . 1 . . N
  N3  .7739(2)  .2654(3)  .14085(12)  .0513(6) Uani d . 1 . . N
  N4  .6195(2)  .1414(3)  .11557(12)  .0519(6) Uani d . 1 . . N
  C1  .6384(3)  -.1639(4)  .05794(16)  .0586(9) Uani d . 1 . . C
  C2  .6696(4)  -.2917(4)  .04374(18)  .0712(11) Uani d . 1 . . C
  C3  .7638(3)  -.2894(4)  .05056(17)  .0663(10) Uani d . 1 . . C
  C4  .7922(3)  -.1570(3)  .06731(15)  .0544(8) Uani d . 1 . . C
  C5  .8761(3)  -.0869(4)  .07807(15)  .0543(8) Uani d . 1 . . C
  C6  .9713(3)  -.1117(4)  .07239(17)  .0646(10) Uani d . 1 . . C
  C7 1.0180(3)  .0025(5)  .08583(18)  .0663(10) Uani d . 1 . . C
  C8  .9549(2)  .0978(4)  .10120(16)  .0568(8) Uani d . 1 . . C
  C9  .9820(3)  .2239(4)  .12060(18)  .0661(10) Uani d . 1 . . C
  H9 1.0417  .2445  .1155  .079 Uiso calc R 1 . . H
  C10  .9389(3)  .3246(4)  .14575(18)  .0687(11) Uani d . 1 . . C
  H10  .9771  .3965  .1563  .082 Uiso calc R 1 . . H
  C11  .8509(3)  .3418(4)  .15865(16)  .0582(9) Uani d . 1 . . C
  C12  .8266(4)  .4487(4)  .19455(18)  .0732(12) Uani d . 1 . . C
  C13  .7355(4)  .4381(4)  .19787(17)  .0686(11) Uani d . 1 . . C
  C14  .7013(3)  .3236(3)  .16214(14)  .0559(8) Uani d . 1 . . C
  C15  .6159(3)  .2591(4)  .14555(15)  .0541(8) Uani d . 1 . . C
  C16  .5211(3)  .2861(4)  .15004(17)  .0665(10) Uani d . 1 . . C
  C17  .4686(3)  .1852(5)  .12207(18)  .0680(11) Uani d . 1 . . C
  C18  .5306(3)  .0934(4)  .10153(16)  .0585(9) Uani d . 1 . . C
  C19  .5013(3)  -.0261(5)  .07452(18)  .0682(10) Uani d . 1 . . C
  H19  .4374  -.0355  .0671  .082 Uiso calc R 1 . . H
  C20  .5464(3)  -.1332(4)  .05652(18)  .0663(10) Uani d . 1 . . C
  H20  .5064  -.1993  .0397  .080 Uiso calc R 1 . . H
  C21  .6063(5)  -.4084(5)  .0263(3)  .0993(18) Uani d . 1 . . C
  H21A  .6398  -.4877  .0377  .149 Uiso calc R 1 . . H
  H21B  .5845  -.4080  -.0169  .149 Uiso calc R 1 . . H
  H21C  .5547  -.4031  .0471  .149 Uiso calc R 1 . . H
  C22  .8211(5)  -.4087(4)  .0430(3)  .0930(16) Uani d . 1 . . C
  H22A  .7953  -.4839  .0605  .112 Uiso calc R 1 . . H
  H22B  .8834  -.3957  .0651  .112 Uiso calc R 1 . . H
  C23  .8241(6)  -.4361(7)  -.0237(3)  .133(3) Uani d . 1 . . C
  H23A  .7624  -.4391  -.0465  .199 Uiso calc R 1 . . H
  H23B  .8540  -.5185  -.0271  .199 Uiso calc R 1 . . H
  H23C  .8580  -.3679  -.0395  .199 Uiso calc R 1 . . H
  C24 1.0160(4)  -.2360(5)  .0559(2)  .0873(14) Uani d . 1 . . C
  H24A 1.0624  -.2147  .0316  .105 Uiso calc R 1 . . H
  H24B  .9698  -.2907  .0314  .105 Uiso calc R 1 . . H
  C25 1.0609(5)  -.3113(7)  .1123(3)  .129(3) Uani d . 1 . . C
  H25A 1.1080  -.2582  .1360  .194 Uiso calc R 1 . . H
  H25B 1.0881  -.3901  .1003  .194 Uiso calc R 1 . . H
  H25C 1.0150  -.3329  .1363  .194 Uiso calc R 1 . . H
  C26 1.1197(3)  .0249(6)  .0868(2)  .0908(15) Uani d . 1 . . C
  H26A 1.1511  .0336  .1282  .136 Uiso calc R 1 . . H
  H26B 1.1278  .1034  .0648  .136 Uiso calc R 1 . . H
  H26C 1.1448  -.0480  .0681  .136 Uiso calc R 1 . . H
  C27  .8937(5)  .5510(6)  .2254(3)  .112(2) Uani d . 1 . . C
  H27A  .8901  .6275  .2001  .169 Uiso calc R 1 . . H
  H27B  .9553  .5165  .2314  .169 Uiso calc R 1 . . H
  H27C  .8782  .5736  .2640  .169 Uiso calc R 1 . . H
  C28  .6867(4)  .5295(5)  .2346(2)  .0866(14) Uani d . 1 . . C
  H28A  .7271  .5481  .2730  .104 Uiso calc R 1 . . H
  H28B  .6320  .4863  .2436  .104 Uiso calc R 1 . . H
  C29  .6583(6)  .6575(5)  .2022(3)  .118(2) Uani d . 1 . . C
  H29A  .7122  .7017  .1938  .177 Uiso calc R 1 . . H
  H29B  .6279  .7117  .2276  .177 Uiso calc R 1 . . H
  H29C  .6170  .6400  .1646  .177 Uiso calc R 1 . . H
  C30  .4815(4)  .4020(5)  .1795(2)  .0885(15) Uani d . 1 . . C
  H30A  .4220  .4252  .1556  .106 Uiso calc R 1 . . H
  H30B  .5222  .4766  .1798  .106 Uiso calc R 1 . . H
  C31  .4698(5)  .3717(6)  .2448(3)  .116(2) Uani d . 1 . . C
  H31A  .4259  .3021  .2445  .174 Uiso calc R 1 . . H
  H31B  .4481  .4483  .2627  .174 Uiso calc R 1 . . H
  H31C  .5282  .3455  .2682  .174 Uiso calc R 1 . . H
  C32  .3652(3)  .1678(7)  .1140(3)  .0968(16) Uani d . 1 . . C
  H32A  .3370  .2496  .1212  .145 Uiso calc R 1 . . H
  H32B  .3512  .1037  .1424  .145 Uiso calc R 1 . . H
  H32C  .3417  .1391  .0732  .145 Uiso calc R 1 . . H
  C33A  .3602(5)  .7589(7)  .2314(3)  .177(4) Uani d PD  .50 A 1 C
  H33A  .3985  .7131  .2654  .213 Uiso calc PR  .50 A 1 H
  Cl2A  .3139(6)  .8792(13)  .2666(5)  .295(8) Uani d PD  .50 A 1 Cl
  Cl3A  .2890(6)  .6337(8)  .1959(9)  .332(8) Uani d PD  .50 A 1 Cl
  Cl4A  .4327(5)  .7879(9)  .1864(3)  .218(3) Uani d PD  .50 A 1 Cl
  C33B  .3602(5)  .7589(7)  .2314(3)  .177(4) Uani d PD  .50 B 2 C
  H33B  .4230  .7352  .2509  .213 Uiso calc PR  .50 B 2 H
  Cl2B  .3474(4)  .7544(8)  .1561(2)  .184(2) Uani d PD  .50 B 2 Cl
  Cl3B  .3412(15)  .9224(9)  .2352(8)  .411(13) Uani d PD  .50 B 2 Cl
  Cl4B  .2844(5)  .6731(14)  .2564(4)  .262(7) Uani d PD  .50 B 2 Cl
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  Fe1  .0526(3)  .0418(3)  .0457(3)  -.00487(19)  .01047(19)  -.00421(18)
  Cl1  .0722(6)  .0712(6)  .0494(5)  -.0078(4)  .0087(4)  .0084(4)
  N1  .0639(16)  .0453(15)  .0497(14)  -.0067(12)  .0131(13)  -.0017(12)
  N2  .0559(15)  .0472(15)  .0480(14)  -.0014(12)  .0090(12)  .0006(12)
  N3  .0647(16)  .0452(14)  .0435(13)  -.0044(13)  .0087(12)  -.0036(11)
  N4  .0575(15)  .0559(16)  .0438(13)  -.0020(13)  .0136(12)  .0005(12)
  C1  .079(2)  .0483(18)  .0484(17)  -.0183(17)  .0098(16)  -.0009(15)
  C2  .108(3)  .049(2)  .056(2)  -.022(2)  .011(2)  -.0052(16)
  C3  .103(3)  .0417(18)  .0538(19)  -.0020(19)  .014(2)  -.0012(15)
  C4  .075(2)  .0439(17)  .0453(16)  .0022(16)  .0130(15)  -.0001(13)
  C5  .065(2)  .0530(19)  .0456(16)  .0059(16)  .0116(15)  -.0010(14)
  C6  .072(2)  .072(3)  .0522(19)  .017(2)  .0188(17)  .0035(17)
  C7  .059(2)  .085(3)  .056(2)  .009(2)  .0133(17)  .0027(19)
  C8  .0558(19)  .066(2)  .0486(17)  -.0027(16)  .0099(15)  .0019(16)
  C9  .060(2)  .077(3)  .062(2)  -.0169(19)  .0125(17)  -.0008(19)
  C10  .079(3)  .066(2)  .060(2)  -.030(2)  .0083(19)  -.0080(19)
  C11  .079(2)  .0482(18)  .0477(17)  -.0160(17)  .0109(16)  -.0025(15)
  C12  .113(4)  .052(2)  .056(2)  -.023(2)  .018(2)  -.0118(17)
  C13  .111(3)  .0493(19)  .0480(18)  -.004(2)  .020(2)  -.0072(16)
  C14  .079(2)  .0484(18)  .0409(16)  .0017(17)  .0128(16)  .0011(14)
  C15  .069(2)  .0538(19)  .0411(15)  .0095(16)  .0142(14)  .0058(14)
  C16  .076(2)  .076(3)  .0527(19)  .020(2)  .0244(18)  .0147(18)
  C17  .063(2)  .088(3)  .054(2)  .010(2)  .0148(17)  .017(2)
  C18  .0575(19)  .071(2)  .0485(18)  -.0021(17)  .0134(15)  .0106(16)
  C19  .058(2)  .088(3)  .057(2)  -.018(2)  .0090(17)  .007(2)
  C20  .075(2)  .067(2)  .057(2)  -.025(2)  .0107(18)  -.0022(17)
  C21  .151(5)  .060(3)  .086(3)  -.044(3)  .017(3)  -.014(2)
  C22  .141(5)  .047(2)  .094(3)  .011(3)  .029(3)  .000(2)
  C23  .202(8)  .089(4)  .117(5)  .029(5)  .053(5)  -.038(4)
  C24  .107(4)  .086(3)  .078(3)  .031(3)  .040(3)  -.003(2)
  C25  .162(6)  .122(5)  .105(4)  .086(5)  .031(4)  .012(4)
  C26  .062(2)  .126(4)  .088(3)  .007(3)  .023(2)  .001(3)
  C27  .150(5)  .091(4)  .100(4)  -.054(4)  .034(4)  -.052(3)
  C28  .132(4)  .075(3)  .055(2)  .004(3)  .025(2)  -.019(2)
  C29  .198(7)  .061(3)  .101(4)  .023(4)  .043(4)  -.020(3)
  C30  .101(4)  .086(3)  .084(3)  .038(3)  .030(3)  .010(3)
  C31  .145(5)  .116(5)  .106(4)  .037(4)  .072(4)  -.002(3)
  C32  .060(2)  .136(5)  .097(4)  .015(3)  .024(2)  .017(4)
  C33A  .137(7)  .210(11)  .178(9)  .013(8)  .012(7)  .028(8)
  Cl2A  .176(6)  .45(2)  .257(10)  .193(10)  .036(6)  -.051(11)
  Cl3A  .139(5)  .179(7)  .64(3)  .016(5)  -.027(11)  .027(12)
  Cl4A  .174(5)  .314(10)  .176(5)  -.047(6)  .059(4)  .059(6)
  C33B  .137(7)  .210(11)  .178(9)  .013(8)  .012(7)  .028(8)
  Cl2B  .164(4)  .279(8)  .107(3)  .009(5)  .020(3)  .044(4)
  Cl3B  .68(3)  .181(8)  .331(18)  .144(13)  -.030(16)  .060(10)
  Cl4B  .143(5)  .456(18)  .199(7)  -.004(7)  .061(5)  .168(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  Fe1 N4 . 2.019(3) yes
  Fe1 N3 . 2.026(3) yes
  Fe1 N2 . 2.028(3) yes
  Fe1 N1 . 2.034(3) yes
  Fe1 Cl1 . 2.2316(10) yes
  N1 C1 . 1.384(5) ?
  N1 C4 . 1.389(5) ?
  N2 C8 . 1.373(5) ?
  N2 C5 . 1.389(4) ?
  N3 C11 . 1.375(5) ?
  N3 C14 . 1.381(5) ?
  N4 C18 . 1.380(5) ?
  N4 C15 . 1.382(5) ?
  C1 C20 . 1.385(6) ?
  C1 C2 . 1.439(6) ?
  C2 C3 . 1.368(7) ?
  C2 C21 . 1.520(6) ?
  C3 C4 . 1.446(5) ?
  C3 C22 . 1.510(6) ?
  C4 C5 . 1.410(5) ?
  C5 C6 . 1.452(5) ?
  C6 C7 . 1.362(6) ?
  C6 C24 . 1.507(6) ?
  C7 C8 . 1.430(6) ?
  C7 C26 . 1.511(6) ?
  C8 C9 . 1.395(6) ?
  C9 C10 . 1.380(6) ?
  C9 H9 .  .9300 ?
  C10 C11 . 1.388(6) ?
  C10 H10 .  .9300 ?
  C11 C12 . 1.438(6) ?
  C12 C13 . 1.360(7) ?
  C12 C27 . 1.516(6) ?
  C13 C14 . 1.454(5) ?
  C13 C28 . 1.508(6) ?
  C14 C15 . 1.408(5) ?
  C15 C16 . 1.444(5) ?
  C16 C17 . 1.370(6) ?
  C16 C30 . 1.523(6) ?
  C17 C18 . 1.441(6) ?
  C17 C32 . 1.511(6) ?
  C18 C19 . 1.397(6) ?
  C19 C20 . 1.377(6) ?
  C19 H19 .  .9300 ?
  C20 H20 .  .9300 ?
  C21 H21A .  .9600 ?
  C21 H21B .  .9600 ?
  C21 H21C .  .9600 ?
  C22 C23 . 1.523(8) ?
  C22 H22A .  .9700 ?
  C22 H22B .  .9700 ?
  C23 H23A .  .9600 ?
  C23 H23B .  .9600 ?
  C23 H23C .  .9600 ?
  C24 C25 . 1.523(8) ?
  C24 H24A .  .9700 ?
  C24 H24B .  .9700 ?
  C25 H25A .  .9600 ?
  C25 H25B .  .9600 ?
  C25 H25C .  .9600 ?
  C26 H26A .  .9600 ?
  C26 H26B .  .9600 ?
  C26 H26C .  .9600 ?
  C27 H27A .  .9600 ?
  C27 H27B .  .9600 ?
  C27 H27C .  .9600 ?
  C28 C29 . 1.517(8) ?
  C28 H28A .  .9700 ?
  C28 H28B .  .9700 ?
  C29 H29A .  .9600 ?
  C29 H29B .  .9600 ?
  C29 H29C .  .9600 ?
  C30 C31 . 1.529(7) ?
  C30 H30A .  .9700 ?
  C30 H30B .  .9700 ?
  C31 H31A .  .9600 ?
  C31 H31B .  .9600 ?
  C31 H31C .  .9600 ?
  C32 H32A .  .9600 ?
  C32 H32B .  .9600 ?
  C32 H32C .  .9600 ?
  C33A Cl4A . 1.618(7) ?
  C33A Cl2A . 1.670(8) ?
  C33A Cl3A . 1.751(8) ?
  C33A H33A .  .9800 ?