#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:39:23 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179255 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/75/4317592.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_4317592
loop_
_publ_author_name
'Heather Kalish'
'Jason E. Camp'
'Marcin Stępień'
'Lechosław Latos-Grażyński'
'Marilyn M. Olmstead'
'Alan L. Balch'
_publ_section_title
;
 mesoSubstituent Effects on the Geometric and Electronic Structures of
 High-Spin and Low-Spin Iron(III) Complexes of Mono-meso-Substituted
 Octaethylporphyrins
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              989
_journal_page_last               997
_journal_paper_doi               10.1021/ic011034q
_journal_volume                  41
_journal_year                    2002
_chemical_formula_sum            'C42 H48 Cl Fe N4'
_chemical_formula_weight         700.14
_chemical_name_common            ClFe(meso-Ph-OEP)
_chemical_name_systematic
;
  ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                113.590(4)
_cell_angle_beta                 95.736(5)
_cell_angle_gamma                105.215(5)
_cell_formula_units_Z            2
_cell_length_a                   9.975(2)
_cell_length_b                   13.454(3)
_cell_length_c                   14.799(3)
_cell_measurement_reflns_used    1089
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      23.1
_cell_measurement_theta_min      2.3
_cell_volume                     1708.5(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'SHELXTL 5, XP (Sheldrick, 1994)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker SMART 1000'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.112
_diffrn_reflns_av_sigmaI/netI    0.186
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10249
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.75
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.557
_exptl_absorpt_correction_T_max  0.9889
_exptl_absorpt_correction_T_min  0.8967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2.0 (Sheldrick, 2000)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             742
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.524
_refine_diff_density_min         -0.862
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.902
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     441
_refine_ls_number_reflns         5968
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.902
_refine_ls_R_factor_all          0.1396
_refine_ls_R_factor_gt           0.0661
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0733P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1474
_refine_ls_wR_factor_ref         0.1692
_reflns_number_gt                3070
_reflns_number_total             5968
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic011034q_1.cif
_cod_data_source_block           mn1094
_cod_database_code               4317592
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
Fe1 Fe 0.75912(9) 0.41240(8) 0.73299(7) 0.0157(2) Uani 1 1 d . . .
Cl1 Cl 0.90053(15) 0.30589(13) 0.70465(11) 0.0206(4) Uani 1 1 d . . .
N1 N 0.5623(5) 0.2967(4) 0.6492(3) 0.0158(11) Uani 1 1 d . . .
N2 N 0.7624(5) 0.4613(4) 0.6180(3) 0.0149(11) Uani 1 1 d . . .
N3 N 0.8984(5) 0.5738(4) 0.8297(4) 0.0177(11) Uani 1 1 d . . .
N4 N 0.6990(5) 0.4099(4) 0.8615(3) 0.0154(11) Uani 1 1 d . . .
C1 C 0.4723(6) 0.2266(5) 0.6808(4) 0.0164(13) Uani 1 1 d . . .
C2 C 0.3660(6) 0.1364(5) 0.5985(4) 0.0182(13) Uani 1 1 d . . .
C3 C 0.3858(6) 0.1488(5) 0.5142(4) 0.0154(13) Uani 1 1 d . . .
C4 C 0.5106(6) 0.2502(5) 0.5465(4) 0.0154(13) Uani 1 1 d . . .
C5 C 0.5654(6) 0.3005(5) 0.4852(4) 0.0141(13) Uani 1 1 d . . .
C6 C 0.6837(6) 0.4024(5) 0.5210(4) 0.0161(13) Uani 1 1 d . . .
C7 C 0.7399(6) 0.4596(5) 0.4606(4) 0.0158(13) Uani 1 1 d . . .
C8 C 0.8550(6) 0.5498(5) 0.5227(4) 0.0177(14) Uani 1 1 d . . .
C9 C 0.8718(6) 0.5525(5) 0.6204(4) 0.0176(13) Uani 1 1 d . . .
C10 C 0.9749(6) 0.6342(5) 0.7046(4) 0.0176(13) Uani 1 1 d . . .
H10 H 1.0463 0.6882 0.6940 0.021 Uiso 1 1 calc R . .
C11 C 0.9880(6) 0.6476(5) 0.8013(4) 0.0173(13) Uani 1 1 d . . .
C12 C 1.0917(6) 0.7404(5) 0.8880(5) 0.0183(13) Uani 1 1 d . . .
C13 C 1.0682(6) 0.7238(5) 0.9703(4) 0.0170(13) Uani 1 1 d . . .
C14 C 0.9484(6) 0.6195(5) 0.9328(4) 0.0153(13) Uani 1 1 d . . .
C15 C 0.8903(6) 0.5702(5) 0.9920(4) 0.0165(13) Uani 1 1 d . . .
H15 H 0.9359 0.6067 1.0620 0.020 Uiso 1 1 calc R . .
C16 C 0.7733(6) 0.4740(5) 0.9592(4) 0.0179(13) Uani 1 1 d . . .
C17 C 0.7116(6) 0.4287(5) 1.0246(4) 0.0175(13) Uani 1 1 d . . .
C18 C 0.5999(6) 0.3354(5) 0.9647(4) 0.0170(13) Uani 1 1 d . . .
C19 C 0.5882(6) 0.3219(5) 0.8616(5) 0.0193(14) Uani 1 1 d . . .
C20 C 0.4883(6) 0.2387(5) 0.7789(4) 0.0182(13) Uani 1 1 d . . .
H20 H 0.4210 0.1819 0.7892 0.022 Uiso 1 1 calc R . .
C21 C 0.2513(6) 0.0440(5) 0.6061(4) 0.0194(13) Uani 1 1 d . . .
H21A H 0.2933 0.0205 0.6546 0.023 Uiso 1 1 calc R . .
H21B H 0.2151 -0.0240 0.5391 0.023 Uiso 1 1 calc R . .
C22 C 0.1274(6) 0.0819(6) 0.6404(5) 0.0288(16) Uani 1 1 d . . .
H22A H 0.1617 0.1470 0.7082 0.043 Uiso 1 1 calc R . .
H22B H 0.0551 0.0180 0.6425 0.043 Uiso 1 1 calc R . .
H22C H 0.0852 0.1052 0.5928 0.043 Uiso 1 1 calc R . .
C23 C 0.3017(6) 0.0598(5) 0.4111(4) 0.0184(13) Uani 1 1 d . . .
H23A H 0.2997 0.0963 0.3649 0.022 Uiso 1 1 calc R . .
H23B H 0.2021 0.0269 0.4142 0.022 Uiso 1 1 calc R . .
C24 C 0.3640(7) -0.0357(5) 0.3690(5) 0.0266(15) Uani 1 1 d . . .
H24A H 0.4626 -0.0036 0.3655 0.040 Uiso 1 1 calc R . .
H24B H 0.3069 -0.0917 0.3009 0.040 Uiso 1 1 calc R . .
H24C H 0.3631 -0.0738 0.4133 0.040 Uiso 1 1 calc R . .
C25 C 0.4948(6) 0.2432(5) 0.3773(4) 0.0188(14) Uani 1 1 d . . .
C26 C 0.5409(6) 0.1618(5) 0.3071(5) 0.0227(15) Uani 1 1 d . . .
H26 H 0.6214 0.1451 0.3293 0.027 Uiso 1 1 calc R . .
C27 C 0.4720(7) 0.1049(5) 0.2061(5) 0.0252(15) Uani 1 1 d . . .
H27 H 0.5025 0.0477 0.1594 0.030 Uiso 1 1 calc R . .
C28 C 0.3577(7) 0.1320(6) 0.1732(5) 0.0298(16) Uani 1 1 d . . .
H28 H 0.3107 0.0936 0.1034 0.036 Uiso 1 1 calc R . .
C29 C 0.3113(7) 0.2139(6) 0.2404(5) 0.0284(16) Uani 1 1 d . . .
H29 H 0.2336 0.2327 0.2171 0.034 Uiso 1 1 calc R . .
C30 C 0.3797(6) 0.2687(5) 0.3428(5) 0.0223(15) Uani 1 1 d . . .
H30 H 0.3472 0.3243 0.3896 0.027 Uiso 1 1 calc R . .
C31 C 0.6857(6) 0.4366(5) 0.3547(4) 0.0168(13) Uani 1 1 d . . .
H31A H 0.6366 0.3530 0.3132 0.020 Uiso 1 1 calc R . .
H31B H 0.7672 0.4605 0.3263 0.020 Uiso 1 1 calc R . .
C32 C 0.5831(7) 0.5000(5) 0.3482(5) 0.0275(15) Uani 1 1 d . . .
H32A H 0.5080 0.4834 0.3832 0.041 Uiso 1 1 calc R . .
H32B H 0.5397 0.4747 0.2769 0.041 Uiso 1 1 calc R . .
H32C H 0.6349 0.5828 0.3803 0.041 Uiso 1 1 calc R . .
C33 C 0.9544(7) 0.6374(5) 0.4996(5) 0.0223(14) Uani 1 1 d . . .
H33A H 0.9473 0.6041 0.4256 0.027 Uiso 1 1 calc R . .
H33B H 1.0536 0.6529 0.5332 0.027 Uiso 1 1 calc R . .
C34 C 0.9253(7) 0.7514(5) 0.5332(5) 0.0271(16) Uani 1 1 d . . .
H34A H 0.8308 0.7382 0.4954 0.041 Uiso 1 1 calc R . .
H34B H 0.9983 0.8053 0.5199 0.041 Uiso 1 1 calc R . .
H34C H 0.9282 0.7837 0.6059 0.041 Uiso 1 1 calc R . .
C35 C 1.2037(6) 0.8372(5) 0.8851(5) 0.0221(14) Uani 1 1 d . . .
H35A H 1.2449 0.8062 0.8259 0.027 Uiso 1 1 calc R . .
H35B H 1.2815 0.8733 0.9469 0.027 Uiso 1 1 calc R . .
C36 C 1.1451(7) 0.9285(5) 0.8783(5) 0.0326(17) Uani 1 1 d . . .
H36A H 1.0679 0.8932 0.8172 0.049 Uiso 1 1 calc R . .
H36B H 1.2216 0.9890 0.8750 0.049 Uiso 1 1 calc R . .
H36C H 1.1081 0.9620 0.9383 0.049 Uiso 1 1 calc R . .
C37 C 1.1397(6) 0.7970(5) 1.0788(4) 0.0204(14) Uani 1 1 d . . .
H37A H 1.2368 0.8456 1.0843 0.024 Uiso 1 1 calc R . .
H37B H 1.1498 0.7473 1.1117 0.024 Uiso 1 1 calc R . .
C38 C 1.0572(7) 0.8739(5) 1.1343(5) 0.0268(15) Uani 1 1 d . . .
H38A H 1.0491 0.9246 1.1031 0.040 Uiso 1 1 calc R . .
H38B H 1.1080 0.9203 1.2056 0.040 Uiso 1 1 calc R . .
H38C H 0.9615 0.8261 1.1299 0.040 Uiso 1 1 calc R . .
C39 C 0.7620(7) 0.4817(5) 1.1352(4) 0.0214(14) Uani 1 1 d . . .
H39A H 0.8664 0.4981 1.1523 0.026 Uiso 1 1 calc R . .
H39B H 0.7164 0.4261 1.1603 0.026 Uiso 1 1 calc R . .
C40 C 0.7300(7) 0.5920(5) 1.1893(5) 0.0260(15) Uani 1 1 d . . .
H40A H 0.7832 0.6503 1.1705 0.039 Uiso 1 1 calc R . .
H40B H 0.7588 0.6194 1.2627 0.039 Uiso 1 1 calc R . .
H40C H 0.6275 0.5775 1.1697 0.039 Uiso 1 1 calc R . .
C41 C 0.4959(6) 0.2572(5) 0.9952(5) 0.0193(14) Uani 1 1 d . . .
H41A H 0.5441 0.2596 1.0581 0.023 Uiso 1 1 calc R . .
H41B H 0.4667 0.1773 0.9414 0.023 Uiso 1 1 calc R . .
C42 C 0.3642(7) 0.2912(6) 1.0124(5) 0.0348(18) Uani 1 1 d . . .
H42A H 0.3925 0.3708 1.0647 0.052 Uiso 1 1 calc R . .
H42B H 0.3018 0.2403 1.0345 0.052 Uiso 1 1 calc R . .
H42C H 0.3128 0.2846 0.9491 0.052 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Fe1 N2 85.78(18) . . ?
N1 Fe1 N3 153.90(18) . . ?
N2 Fe1 N3 88.43(18) . . ?
N1 Fe1 N4 88.95(18) . . ?
N2 Fe1 N4 153.96(17) . . ?
N3 Fe1 N4 85.17(18) . . ?
N1 Fe1 Cl1 103.53(13) . . ?
N2 Fe1 Cl1 103.16(13) . . ?
N3 Fe1 Cl1 102.57(13) . . ?
N4 Fe1 Cl1 102.86(13) . . ?
C4 N1 C1 105.4(5) . . ?
C4 N1 Fe1 127.8(3) . . ?
C1 N1 Fe1 124.6(4) . . ?
C6 N2 C9 106.0(4) . . ?
C6 N2 Fe1 128.8(4) . . ?
C9 N2 Fe1 123.8(4) . . ?
C14 N3 C11 104.6(5) . . ?
C14 N3 Fe1 128.0(4) . . ?
C11 N3 Fe1 125.6(4) . . ?
C16 N4 C19 105.7(5) . . ?
C16 N4 Fe1 128.3(4) . . ?
C19 N4 Fe1 124.4(4) . . ?
C20 C1 N1 125.2(5) . . ?
C20 C1 C2 123.9(5) . . ?
N1 C1 C2 110.8(5) . . ?
C3 C2 C1 108.0(5) . . ?
C3 C2 C21 127.4(5) . . ?
C1 C2 C21 124.6(5) . . ?
C2 C3 C4 106.2(5) . . ?
C2 C3 C23 122.0(5) . . ?
C4 C3 C23 131.1(5) . . ?
N1 C4 C5 123.9(5) . . ?
N1 C4 C3 109.7(4) . . ?
C5 C4 C3 126.2(5) . . ?
C4 C5 C6 124.2(5) . . ?
C4 C5 C25 117.6(5) . . ?
C6 C5 C25 118.2(5) . . ?
N2 C6 C5 124.3(5) . . ?
N2 C6 C7 110.0(5) . . ?
C5 C6 C7 125.7(5) . . ?
C8 C7 C6 106.2(5) . . ?
C8 C7 C31 122.5(5) . . ?
C6 C7 C31 131.2(6) . . ?
C7 C8 C9 108.4(5) . . ?
C7 C8 C33 128.7(5) . . ?
C9 C8 C33 122.8(6) . . ?
C10 C9 N2 125.1(5) . . ?
C10 C9 C8 125.6(5) . . ?
N2 C9 C8 109.3(5) . . ?
C11 C10 C9 128.2(6) . . ?
C10 C11 N3 123.8(6) . . ?
C10 C11 C12 125.7(5) . . ?
N3 C11 C12 110.5(5) . . ?
C13 C12 C11 107.6(5) . . ?
C13 C12 C35 127.6(6) . . ?
C11 C12 C35 124.7(5) . . ?
C12 C13 C14 105.7(5) . . ?
C12 C13 C37 129.8(6) . . ?
C14 C13 C37 124.4(5) . . ?
N3 C14 C15 123.7(5) . . ?
N3 C14 C13 111.6(5) . . ?
C15 C14 C13 124.7(5) . . ?
C16 C15 C14 126.0(6) . . ?
N4 C16 C15 124.4(5) . . ?
N4 C16 C17 111.4(5) . . ?
C15 C16 C17 124.2(6) . . ?
C18 C17 C16 106.2(5) . . ?
C18 C17 C39 128.8(5) . . ?
C16 C17 C39 124.9(6) . . ?
C17 C18 C19 108.3(5) . . ?
C17 C18 C41 127.9(5) . . ?
C19 C18 C41 123.8(5) . . ?
C20 C19 N4 124.9(5) . . ?
C20 C19 C18 126.6(5) . . ?
N4 C19 C18 108.5(5) . . ?
C19 C20 C1 127.6(5) . . ?
C2 C21 C22 113.0(5) . . ?
C3 C23 C24 111.9(5) . . ?
C30 C25 C26 118.5(6) . . ?
C30 C25 C5 120.5(5) . . ?
C26 C25 C5 121.0(5) . . ?
C27 C26 C25 121.2(6) . . ?
C26 C27 C28 119.4(6) . . ?
C29 C28 C27 120.9(6) . . ?
C28 C29 C30 119.1(6) . . ?
C25 C30 C29 120.9(6) . . ?
C7 C31 C32 111.9(5) . . ?
C8 C33 C34 114.5(4) . . ?
C12 C35 C36 112.5(5) . . ?
C13 C37 C38 112.2(5) . . ?
C17 C39 C40 113.4(5) . . ?
C18 C41 C42 112.3(5) . . ?
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
Fe1 N1 2.044(5) . ?
Fe1 N2 2.055(4) . ?
Fe1 N3 2.056(5) . ?
Fe1 N4 2.060(4) . ?
Fe1 Cl1 2.2175(16) . ?
N1 C4 1.372(7) . ?
N1 C1 1.381(7) . ?
N2 C6 1.357(7) . ?
N2 C9 1.397(7) . ?
N3 C14 1.375(7) . ?
N3 C11 1.380(7) . ?
N4 C16 1.356(7) . ?
N4 C19 1.393(7) . ?
C1 C20 1.381(8) . ?
C1 C2 1.401(8) . ?
C2 C3 1.350(8) . ?
C2 C21 1.503(8) . ?
C3 C4 1.451(8) . ?
C3 C23 1.490(8) . ?
C4 C5 1.406(7) . ?
C5 C6 1.413(8) . ?
C5 C25 1.465(8) . ?
C6 C7 1.461(7) . ?
C7 C8 1.342(8) . ?
C7 C31 1.483(7) . ?
C8 C9 1.423(8) . ?
C8 C33 1.505(8) . ?
C9 C10 1.369(8) . ?
C10 C11 1.357(8) . ?
C11 C12 1.432(8) . ?
C12 C13 1.355(8) . ?
C12 C35 1.496(8) . ?
C13 C14 1.437(8) . ?
C13 C37 1.481(8) . ?
C14 C15 1.382(7) . ?
C15 C16 1.366(8) . ?
C16 C17 1.441(7) . ?
C17 C18 1.335(8) . ?
C17 C39 1.468(8) . ?
C18 C19 1.451(8) . ?
C18 C41 1.512(7) . ?
C19 C20 1.349(8) . ?
C21 C22 1.515(8) . ?
C23 C24 1.510(8) . ?
C25 C30 1.388(8) . ?
C25 C26 1.392(8) . ?
C26 C27 1.378(9) . ?
C27 C28 1.384(9) . ?
C28 C29 1.378(9) . ?
C29 C30 1.393(9) . ?
C31 C32 1.512(8) . ?
C33 C34 1.528(8) . ?
C35 C36 1.525(8) . ?
C37 C38 1.525(8) . ?
C39 C40 1.514(8) . ?
C41 C42 1.513(8) . ?
