#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012943.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_2012943
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o563
_journal_page_last  o564
_publ_section_title
;
3,6,13,16-Tetrabromo-2,7,12,17-tetrapropylporphycene
;
loop_
_publ_author_name
  'Aritome, Isao'
  'Shimakoshi, Hisashi'
  'Hisaeda, Yoshio'
_chemical_name_common  H2(Br4TPrPc)
_chemical_formula_moiety  'C32 H34 Br4 N4'
_chemical_formula_sum  'C32 H34 Br4 N4'
_chemical_formula_weight  794.27
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  13.6720(8)
_cell_length_b  8.0201(5)
_cell_length_c  14.4687(9)
_cell_angle_alpha  90
_cell_angle_beta  106.1010(10)
_cell_angle_gamma  90
_cell_volume  1524.27(16)
_cell_formula_units_Z  2
_cell_measurement_temperature  90(2)
_exptl_crystal_density_diffrn  1.731
_diffrn_ambient_temperature  90(2)
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
  Br1 0.334097(19) -0.13390(4) 0.870019(19) 0.02008(10) Uani d . 1 . . Br
  Br2 0.392981(19) 0.19846(4) 1.017372(19) 0.02292(11) Uani d . 1 . . Br
  C1 0.02930(19) -0.0692(3) 0.79563(17) 0.0151(5) Uani d . 1 . . C
  C2 0.1240(2) -0.1025(3) 0.77112(19) 0.0162(5) Uani d . 1 . . C
  C3 0.19834(19) -0.0659(3) 0.85206(18) 0.0151(5) Uani d . 1 . . C
  C4 0.15133(19) -0.0043(3) 0.92394(18) 0.0148(5) Uani d . 1 . . C
  C5 0.19426(19) 0.0530(3) 1.01895(18) 0.0145(5) Uani d . 1 . . C
  C6 0.29139(19) 0.1174(3) 1.07029(19) 0.0155(5) Uani d . 1 . . C
  C7 0.2941(2) 0.1449(3) 1.16450(18) 0.0152(5) Uani d . 1 . . C
  C8 0.19590(19) 0.1009(3) 1.17272(18) 0.0145(5) Uani d . 1 . . C
  C9 0.1629(2) 0.1156(3) 1.25596(19) 0.0172(6) Uani d . 1 . . C
  H9 0.2155 0.1377 1.3131 0.021 Uiso calc R 1 . . H
  C10 0.0667(2) 0.1035(4) 1.26876(19) 0.0179(5) Uani d . 1 . . C
  H10 0.0648 0.1216 1.3331 0.021 Uiso calc R 1 . . H
  C11 0.1352(2) -0.1669(3) 0.67736(18) 0.0169(5) Uani d . 1 . . C
  H11A 0.0727 -0.2281 0.6433 0.020 Uiso calc R 1 . . H
  H11B 0.1930 -0.2460 0.6900 0.020 Uiso calc R 1 . . H
  C12 0.1537(2) -0.0253(4) 0.6129(2) 0.0214(6) Uani d . 1 . . C
  H12A 0.0963 0.0544 0.6010 0.026 Uiso calc R 1 . . H
  H12B 0.2165 0.0353 0.6470 0.026 Uiso calc R 1 . . H
  C13 0.1644(2) -0.0882(4) 0.5172(2) 0.0266(7) Uani d . 1 . . C
  H13A 0.2185 -0.1723 0.5287 0.040 Uiso calc R 1 . . H
  H13B 0.1817 0.0051 0.4809 0.040 Uiso calc R 1 . . H
  H13C 0.1000 -0.1381 0.4803 0.040 Uiso calc R 1 . . H
  C14 0.38107(19) 0.2160(3) 1.24189(19) 0.0176(6) Uani d . 1 . . C
  H14A 0.3535 0.2761 1.2889 0.021 Uiso calc R 1 . . H
  H14B 0.4178 0.2980 1.2127 0.021 Uiso calc R 1 . . H
  C15 0.4559(2) 0.0849(4) 1.2946(2) 0.0338(8) Uani d . 1 . . C
  H15A 0.4758 0.0137 1.2469 0.041 Uiso calc R 1 . . H
  H15B 0.4220 0.0129 1.3320 0.041 Uiso calc R 1 . . H
  C16 0.5515(2) 0.1602(4) 1.3626(2) 0.0289(7) Uani d . 1 . . C
  H16A 0.5895 0.2217 1.3252 0.043 Uiso calc R 1 . . H
  H16B 0.5944 0.0708 1.3988 0.043 Uiso calc R 1 . . H
  H16C 0.5322 0.2363 1.4075 0.043 Uiso calc R 1 . . H
  N1 0.04833(16) -0.0117(3) 0.88738(15) 0.0142(4) Uani d . 1 . . N
  H1 0.0027 0.0155 0.9174 0.017 Uiso calc PR 0.50 . . H
  N2 0.13820(16) 0.0501(3) 1.08445(15) 0.0139(4) Uani d . 1 . . N
  H2 0.0740 0.0197 1.0713 0.017 Uiso calc PR 0.50 . . H
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
  Br1 0.01577(15) 0.02661(18) 0.01909(16) 0.00405(10) 0.00688(11) -0.00023(10)
  Br2 0.01722(16) 0.0333(2) 0.01986(16) -0.00726(11) 0.00783(11) -0.00278(11)
  C1 0.0176(12) 0.0177(13) 0.0110(12) -0.0010(11) 0.0056(10) 0.0018(10)
  C2 0.0202(13) 0.0145(13) 0.0159(13) 0.0008(11) 0.0085(10) 0.0010(10)
  C3 0.0142(12) 0.0166(13) 0.0160(12) 0.0023(10) 0.0067(10) 0.0015(10)
  C4 0.0145(12) 0.0163(13) 0.0135(12) -0.0001(10) 0.0037(10) 0.0023(10)
  C5 0.0159(12) 0.0140(13) 0.0144(12) 0.0023(10) 0.0053(9) 0.0019(10)
  C6 0.0145(12) 0.0167(13) 0.0157(13) -0.0003(10) 0.0052(10) 0.0000(10)
  C7 0.0152(12) 0.0140(13) 0.0153(13) 0.0016(10) 0.0022(10) 0.0010(10)
  C8 0.0151(12) 0.0136(13) 0.0142(12) 0.0009(10) 0.0027(10) 0.0000(10)
  C9 0.0176(13) 0.0201(14) 0.0121(12) -0.0004(11) 0.0011(10) -0.0011(10)
  C10 0.0210(13) 0.0209(14) 0.0116(12) -0.0004(11) 0.0042(10) -0.0005(10)
  C11 0.0181(13) 0.0183(13) 0.0151(13) -0.0017(11) 0.0061(10) -0.0032(10)
  C12 0.0279(14) 0.0211(15) 0.0164(13) -0.0011(12) 0.0082(11) -0.0008(11)
  C13 0.0322(16) 0.0330(17) 0.0156(14) -0.0032(14) 0.0084(12) -0.0018(12)
  C14 0.0147(12) 0.0205(14) 0.0162(13) -0.0001(11) 0.0020(10) -0.0030(11)
  C15 0.0255(15) 0.0266(17) 0.0360(18) 0.0020(14) -0.0137(13) -0.0005(14)
  C16 0.0193(14) 0.0371(18) 0.0235(15) 0.0023(13) -0.0057(12) -0.0016(13)
  N1 0.0137(10) 0.0173(11) 0.0126(10) 0.0008(9) 0.0050(8) -0.0008(8)
  N2 0.0157(10) 0.0159(11) 0.0100(10) 0.0014(9) 0.0033(8) 0.0000(8)
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
  Br1 C3 . 1.882(2) yes
  Br2 C6 . 1.878(3) yes
  C1 N1 . 1.360(3) no
  C1 C10 3_557 1.410(4) no
  C1 C2 . 1.458(4) no
  C2 C3 . 1.353(4) no
  C2 C11 . 1.499(4) no
  C3 C4 . 1.452(3) no
  C4 N1 . 1.361(3) no
  C4 C5 . 1.413(4) yes
  C5 N2 . 1.374(3) no
  C5 C6 . 1.426(4) no
  C6 C7 . 1.371(4) no
  C7 C8 . 1.425(4) no
  C7 C14 . 1.501(4) no
  C8 N2 . 1.364(3) no
  C8 C9 . 1.404(4) yes
  C9 C10 . 1.382(4) yes
  C9 H9 . 0.9500 no
  C10 C1 3_557 1.410(4) no
  C10 H10 . 0.9500 no
  C11 C12 . 1.534(4) no
  C11 H11A . 0.9900 no
  C11 H11B . 0.9900 no
  C12 C13 . 1.519(4) no
  C12 H12A . 0.9900 no
  C12 H12B . 0.9900 no
  C13 H13A . 0.9800 no
  C13 H13B . 0.9800 no
  C13 H13C . 0.9800 no
  C14 C15 . 1.517(4) no
  C14 H14A . 0.9900 no
  C14 H14B . 0.9900 no
  C15 C16 . 1.526(4) no
  C15 H15A . 0.9900 no
  C15 H15B . 0.9900 no
  C16 H16A . 0.9800 no
  C16 H16B . 0.9800 no
  C16 H16C . 0.9800 no
  N1 H1 . 0.8800 no
  N2 H2 . 0.8800 no