#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/10/4101004.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_4101004
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/ja052707x
_journal_year                    2006
_chemical_formula_sum            'C37.2 H53 Fe N2 O2.2'
_chemical_formula_weight         619.27
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                97.662(2)
_cell_angle_beta                 97.704(2)
_cell_angle_gamma                112.120(2)
_cell_formula_units_Z            2
_cell_length_a                   9.6385(11)
_cell_length_b                   12.4655(15)
_cell_length_c                   16.2437(19)
_cell_measurement_temperature    193(2)
_cell_volume                     1755.4(4)
_diffrn_ambient_temperature      193(2)
_exptl_crystal_density_diffrn    1.172
_cod_original_formula_sum        'C37.20 H53 Fe N2 O2.20'
_cod_database_code               4101004
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N11 N 0.3388(2) -0.02974(16) 0.21772(13) 0.0285(5) Uani 1 1 d . . .
N21 N 0.4105(2) 0.21939(16) 0.26168(13) 0.0281(5) Uani 1 1 d . . .
C11 C 0.5739(3) -0.0764(2) 0.26846(18) 0.0387(7) Uani 1 1 d . . .
C21 C 0.4875(3) 0.0051(2) 0.25037(17) 0.0320(6) Uani 1 1 d . A .
C31 C 0.5841(3) 0.1252(2) 0.27331(17) 0.0358(6) Uani 1 1 d . . .
H31A H 0.6877 0.1404 0.2834 0.043 Uiso 1 1 calc R A .
C41 C 0.5530(3) 0.2271(2) 0.28389(16) 0.0317(6) Uani 1 1 d . A .
C51 C 0.7024(3) 0.3425(2) 0.32082(18) 0.0382(7) Uani 1 1 d . . .
C61 C 0.6935(3) -0.0584(3) 0.2117(2) 0.0589(9) Uani 1 1 d . A .
H61A H 0.7478 -0.1075 0.2219 0.088 Uiso 1 1 calc R . .
H61B H 0.7642 0.0229 0.2245 0.088 Uiso 1 1 calc R . .
H61C H 0.6429 -0.0794 0.1532 0.088 Uiso 1 1 calc R . .
C71 C 0.6559(4) -0.0377(3) 0.3627(2) 0.0586(9) Uani 1 1 d . A .
H71A H 0.7071 -0.0881 0.3755 0.088 Uiso 1 1 calc R . .
H71B H 0.5821 -0.0437 0.3980 0.088 Uiso 1 1 calc R . .
H71C H 0.7293 0.0426 0.3730 0.088 Uiso 1 1 calc R . .
C81 C 0.4819(3) -0.2113(2) 0.2549(2) 0.0479(8) Uani 1 1 d . A .
H81A H 0.5496 -0.2483 0.2713 0.072 Uiso 1 1 calc R . .
H81B H 0.4341 -0.2422 0.1962 0.072 Uiso 1 1 calc R . .
H81C H 0.4049 -0.2271 0.2888 0.072 Uiso 1 1 calc R . .
C91 C 0.7988(3) 0.3620(2) 0.2516(2) 0.0542(9) Uani 1 1 d . A .
H91A H 0.8945 0.4285 0.2735 0.081 Uiso 1 1 calc R . .
H91B H 0.7446 0.3771 0.2035 0.081 Uiso 1 1 calc R . .
H91C H 0.8174 0.2927 0.2347 0.081 Uiso 1 1 calc R . .
C101 C 0.7949(4) 0.3252(3) 0.3993(2) 0.0692(10) Uani 1 1 d . A .
H10A H 0.8771 0.3992 0.4266 0.104 Uiso 1 1 calc R . .
H10B H 0.8359 0.2685 0.3820 0.104 Uiso 1 1 calc R . .
H10C H 0.7293 0.2971 0.4382 0.104 Uiso 1 1 calc R . .
C111 C 0.6854(3) 0.4595(2) 0.34923(19) 0.0461(8) Uani 1 1 d . A .
H11A H 0.7847 0.5220 0.3707 0.069 Uiso 1 1 calc R . .
H11B H 0.6264 0.4512 0.3930 0.069 Uiso 1 1 calc R . .
H11C H 0.6344 0.4780 0.3017 0.069 Uiso 1 1 calc R . .
C12 C 0.2361(3) -0.1537(2) 0.19136(17) 0.0324(6) Uani 1 1 d . A .
C22 C 0.1421(3) -0.2074(2) 0.24640(17) 0.0363(6) Uani 1 1 d . . .
C32 C 0.0351(4) -0.3225(3) 0.2170(2) 0.0563(9) Uani 1 1 d . A .
H32A H -0.0272 -0.3600 0.2525 0.068 Uiso 1 1 calc R . .
C42 C 0.0192(4) -0.3826(3) 0.1365(3) 0.0783(12) Uani 1 1 d . . .
H42A H -0.0528 -0.4599 0.1181 0.094 Uiso 1 1 calc R A .
C52 C 0.1097(4) -0.3281(3) 0.0835(2) 0.0724(11) Uani 1 1 d . A .
H52A H 0.0971 -0.3692 0.0289 0.087 Uiso 1 1 calc R . .
C62 C 0.2200(3) -0.2130(2) 0.10881(18) 0.0452(7) Uani 1 1 d . . .
C72 C 0.1540(3) -0.1434(2) 0.33499(19) 0.0469(8) Uani 1 1 d . A .
H72A H 0.2350 -0.0639 0.3444 0.056 Uiso 1 1 calc R . .
C82 C 0.1942(5) -0.2054(4) 0.4042(2) 0.0909(13) Uani 1 1 d . . .
H82A H 0.2882 -0.2133 0.3993 0.136 Uiso 1 1 calc R A .
H82B H 0.1138 -0.2823 0.3976 0.136 Uiso 1 1 calc R . .
H82C H 0.2057 -0.1594 0.4589 0.136 Uiso 1 1 calc R . .
C92 C 0.0070(5) -0.1311(4) 0.3458(3) 0.0985(15) Uani 1 1 d . . .
H92A H -0.0163 -0.0864 0.3063 0.148 Uiso 1 1 calc R A .
H92B H 0.0185 -0.0909 0.4026 0.148 Uiso 1 1 calc R . .
H92C H -0.0747 -0.2081 0.3353 0.148 Uiso 1 1 calc R . .
C102 C 0.3175(4) -0.1561(3) 0.0475(2) 0.0605(9) Uani 1 1 d . A .
H10D H 0.4027 -0.0845 0.0805 0.073 Uiso 1 1 calc R . .
C112 C 0.3869(6) -0.2366(4) 0.0044(3) 0.1123(17) Uani 1 1 d . . .
H11D H 0.4442 -0.2586 0.0470 0.168 Uiso 1 1 calc R A .
H11E H 0.4534 -0.1948 -0.0302 0.168 Uiso 1 1 calc R . .
H11F H 0.3063 -0.3064 -0.0304 0.168 Uiso 1 1 calc R . .
C122 C 0.2296(6) -0.1186(6) -0.0192(3) 0.146(2) Uani 1 1 d . . .
H12A H 0.2011 -0.0587 0.0077 0.218 Uiso 1 1 calc R A .
H12B H 0.1392 -0.1857 -0.0489 0.218 Uiso 1 1 calc R . .
H12C H 0.2927 -0.0877 -0.0586 0.218 Uiso 1 1 calc R . .
C13 C 0.3686(3) 0.3186(2) 0.28388(16) 0.0301(6) Uani 1 1 d . A .
C23 C 0.3151(3) 0.3301(2) 0.35904(17) 0.0372(6) Uani 1 1 d . . .
C33 C 0.2606(3) 0.4172(2) 0.3759(2) 0.0488(8) Uani 1 1 d . A .
H33A H 0.2263 0.4269 0.4261 0.059 Uiso 1 1 calc R . .
C43 C 0.2564(3) 0.4900(2) 0.3193(2) 0.0511(8) Uani 1 1 d . . .
H43A H 0.2199 0.5484 0.3317 0.061 Uiso 1 1 calc R A .
C53 C 0.3059(3) 0.4763(2) 0.2449(2) 0.0454(7) Uani 1 1 d . A .
H53A H 0.3006 0.5249 0.2069 0.054 Uiso 1 1 calc R . .
C63 C 0.3642(3) 0.3911(2) 0.22457(17) 0.0334(6) Uani 1 1 d . . .
C73 C 0.3082(4) 0.2456(2) 0.42061(18) 0.0483(8) Uani 1 1 d . A .
H73A H 0.3343 0.1825 0.3938 0.058 Uiso 1 1 calc R . .
C83 C 0.4232(5) 0.3079(3) 0.5035(2) 0.0884(13) Uani 1 1 d . . .
H83A H 0.5246 0.3382 0.4921 0.133 Uiso 1 1 calc R A .
H83B H 0.4155 0.2528 0.5404 0.133 Uiso 1 1 calc R . .
H83C H 0.4019 0.3719 0.5301 0.133 Uiso 1 1 calc R . .
C93 C 0.1497(5) 0.1889(4) 0.4394(3) 0.0988(15) Uani 1 1 d . . .
H93A H 0.0767 0.1512 0.3871 0.148 Uiso 1 1 calc R A .
H93B H 0.1245 0.2484 0.4696 0.148 Uiso 1 1 calc R . .
H93C H 0.1476 0.1311 0.4733 0.148 Uiso 1 1 calc R . .
C103 C 0.4153(3) 0.3786(2) 0.14116(17) 0.0428(7) Uani 1 1 d . A .
H10E H 0.4661 0.3237 0.1420 0.051 Uiso 1 1 calc R . .
C113 C 0.2791(4) 0.3261(4) 0.0662(2) 0.0822(12) Uani 1 1 d . . .
H11G H 0.2129 0.2486 0.0716 0.123 Uiso 1 1 calc R A .
H11H H 0.3154 0.3207 0.0142 0.123 Uiso 1 1 calc R . .
H11I H 0.2237 0.3759 0.0657 0.123 Uiso 1 1 calc R . .
C123 C 0.5300(4) 0.4957(3) 0.1267(2) 0.0622(9) Uani 1 1 d . . .
H12D H 0.6139 0.5304 0.1744 0.093 Uiso 1 1 calc R A .
H12E H 0.4804 0.5487 0.1201 0.093 Uiso 1 1 calc R . .
H12F H 0.5676 0.4811 0.0763 0.093 Uiso 1 1 calc R . .
Fe1 Fe 0.2279(12) 0.0671(8) 0.1856(5) 0.0316(3) Uani 0.201(5) 1 d P A 1
O14A O 0.037(5) 0.202(4) 0.198(5) 0.0650(17) Uani 0.201(5) 1 d P A 1
C14A C 0.092(4) 0.123(2) 0.190(2) 0.0395(12) Uani 0.201(5) 1 d P A 1
O15A O -0.027(3) -0.093(3) 0.082(2) 0.0676(15) Uani 0.201(5) 1 d P A 1
C15A C 0.072(5) -0.022(3) 0.126(2) 0.0401(14) Uani 0.201(5) 1 d P A 1
O16A O 0.3159(13) 0.1047(9) 0.0173(6) 0.058(4) Uani 0.201(5) 1 d P A 1
C16A C 0.2840(15) 0.0914(10) 0.0810(9) 0.032(4) Uani 0.201(5) 1 d P A 1
Fe2 Fe 0.2317(3) 0.07726(18) 0.20553(12) 0.0316(3) Uani 0.799(5) 1 d P A 2
O14B O 0.0080(10) 0.1846(10) 0.2046(10) 0.0650(17) Uani 0.799(5) 1 d P A 2
C14B C 0.1085(8) 0.1548(3) 0.2058(5) 0.0395(12) Uani 0.799(5) 1 d P A 2
O15B O -0.0605(6) -0.1107(6) 0.1036(4) 0.0676(15) Uani 0.799(5) 1 d P A 2
C15B C 0.0586(11) -0.0438(6) 0.1432(5) 0.0401(14) Uani 0.799(5) 1 d P A 2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N11 C21 1.337(3) . ?
N11 C12 1.452(3) . ?
N11 Fe1 1.965(10) . ?
N11 Fe2 1.984(3) . ?
N21 C41 1.336(3) . ?
N21 C13 1.455(3) . ?
N21 Fe2 1.947(3) . ?
N21 Fe1 2.122(9) . ?
C11 C61 1.541(4) . ?
C11 C81 1.545(3) . ?
C11 C71 1.546(4) . ?
C11 C21 1.570(3) . ?
C21 C31 1.398(3) . ?
C31 C41 1.405(3) . ?
C41 C51 1.575(3) . ?
C51 C91 1.540(4) . ?
C51 C101 1.544(4) . ?
C51 C111 1.545(3) . ?
C12 C62 1.401(4) . ?
C12 C22 1.410(4) . ?
C22 C32 1.387(4) . ?
C22 C72 1.517(4) . ?
C32 C42 1.376(5) . ?
C42 C52 1.370(5) . ?
C52 C62 1.391(4) . ?
C62 C102 1.522(4) . ?
C72 C92 1.511(4) . ?
C72 C82 1.534(5) . ?
C102 C122 1.515(5) . ?
C102 C112 1.546(5) . ?
C13 C23 1.399(4) . ?
C13 C63 1.414(3) . ?
C23 C33 1.385(4) . ?
C23 C73 1.536(4) . ?
C33 C43 1.382(4) . ?
C43 C53 1.370(4) . ?
C53 C63 1.399(4) . ?
C63 C103 1.511(4) . ?
C73 C93 1.515(4) . ?
C73 C83 1.522(5) . ?
C103 C113 1.532(4) . ?
C103 C123 1.534(4) . ?
Fe1 C15A 1.58(5) . ?
Fe1 C14A 1.70(4) . ?
Fe1 C16A 1.879(16) . ?
O14A C14A 1.28(6) . ?
C14A C15A 1.89(5) . ?
O15A C15A 1.10(5) . ?
O16A C16A 1.133(15) . ?
Fe2 C14B 1.791(7) . ?
Fe2 C15B 1.825(9) . ?
O14B C14B 1.161(14) . ?
O15B C15B 1.168(11) . ?
