#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:32:00 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179484 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/81/4338199.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_4338199
loop_
_publ_author_name
'Matson, Ellen M.'
'Bertke, Jeffrey A.'
'Fout, Alison R.'
_publ_section_title
;
 Isolation of Iron(II) Aqua and Hydroxyl Complexes Featuring a Tripodal
 H-bond Donor and Acceptor Ligand.
;
_journal_issue                   9
_journal_name_full               'Inorganic chemistry'
_journal_page_first              4450
_journal_page_last               4458
_journal_paper_doi               10.1021/ic500102c
_journal_volume                  53
_journal_year                    2014
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C36 H48 Fe N7'
_chemical_formula_sum            'C42 H54 Fe N7'
_chemical_formula_weight         712.77
_chemical_name_systematic
; 
? 
;
_space_group_IT_number           159
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  'P 3 -2c'
_symmetry_space_group_name_H-M   'P 3 1 c'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
; 
? 
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            2
_cell_length_a                   13.4323(5)
_cell_length_b                   13.4323(5)
_cell_length_c                   11.6144(4)
_cell_measurement_reflns_used    9937
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.04
_cell_measurement_theta_min      2.48
_cell_volume                     1814.80(11)
_computing_cell_refinement       'SAINT V8.34A (Bruker, 2005)'
_computing_data_collection       'APEX2 V2013.10-0 (Bruker, 2013)'
_computing_data_reduction
; 
SAINT V8.34A, XPREP v2013/3, SADABS V2012/1, TWINABS V2012/1 
(Bruker, 2012 & 2013) 
;
_computing_molecular_graphics
; 
SHELXTL v2013-4 (Bruker, 2013), CrystalMaker v2.7.3 (CrystalMaker, 1994) 
;
_computing_publication_material  'XCIF V2013-1 (Bruker, 2013)'
_computing_structure_refinement  'SHELX-2013-4 (Sheldrick, 2013)'
_computing_structure_solution    'SHELX-2013-4 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Bruker D8 Venture/Photon 100'
_diffrn_measurement_device_type  'Bruker D8 Venture/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_wavelength_id  cd67fsaq
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_av_sigmaI/netI    0.0261
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            28387
_diffrn_reflns_theta_full        27.14
_diffrn_reflns_theta_max         27.14
_diffrn_reflns_theta_min         2.48
_exptl_absorpt_coefficient_mu    0.457
_exptl_absorpt_correction_T_max  0.97380
_exptl_absorpt_correction_T_min  0.95025
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'SADABS v2012/1 (Bruker, 2012)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             762
_exptl_crystal_id                cd67fsaq
_exptl_crystal_preparation
; 
The data crystal was mounted using oil (Parantone-N, Exxon) to a 
0.3 mm cryo-loop (Hampton Research) with the (0 0 1) scattering 
planes roughly normal to the spindle axis. 
;
_exptl_crystal_size_max          0.183
_exptl_crystal_size_mid          0.136
_exptl_crystal_size_min          0.104
_platon_squeeze_details
; 
Each unit has a benzene molecule that is highly disordered over
a three fold symmetry. 
We squeezed the benzene molecule out because it was poorly modeled.  
The 49 elec consistant with one benzene molecule per unit cell 
as predicted by the original 
;
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 'Flack (1983),  1269 Friedels'
_refine_ls_abs_structure_Flack   0.005(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.931
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     133
_refine_ls_number_reflns         2620
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.931
_refine_ls_R_factor_all          0.0285
_refine_ls_R_factor_gt           0.0271
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0594P)²+0.3508P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0757
_refine_ls_wR_factor_ref         0.0767
_reflns_number_gt                2552
_reflns_number_total             2620
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic500102c_si_003.cif
_cod_data_source_block           cd67fsaq_compound2
_cod_depositor_comments
'Adding full bibliography for 4338199--4338202.cif.'
_cod_database_code               4338199
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, z+1/2'
'x-y, -y, z+1/2'
'-x, -x+y, z+1/2'
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
Fe1 Fe 0.3333 0.6667 0.83314(3) 0.01393(10) Uani 1 3 d S
N1 N 0.3333 0.6667 0.5796(2) 0.0203(5) Uani 1 3 d S
N2 N 0.48092(12) 0.69909(12) 0.75269(12) 0.0180(3) Uani 1 1 d .
N5 N 0.41814(12) 0.60014(12) 0.95490(12) 0.0172(3) Uani 1 1 d .
C20 C 0.45326(16) 0.75043(16) 0.55696(15) 0.0229(3) Uani 1 1 d .
H20A H 0.4645 0.8291 0.5587 0.027 Uiso 1 1 calc R
H20B H 0.4754 0.7369 0.4797 0.027 Uiso 1 1 calc R
C21 C 0.52702(15) 0.73865(14) 0.64771(14) 0.0188(3) Uani 1 1 d .
C22 C 0.63941(16) 0.75875(16) 0.64310(16) 0.0229(4) Uani 1 1 d .
H22A H 0.6903 0.7870 0.5792 0.028 Uiso 1 1 calc R
C23 C 0.66231(14) 0.72849(15) 0.75286(15) 0.0229(4) Uani 1 1 d .
H23A H 0.7320 0.7333 0.7776 0.027 Uiso 1 1 calc R
C24 C 0.56250(14) 0.69040(14) 0.81696(14) 0.0180(3) Uani 1 1 d .
C25 C 0.52338(14) 0.63383(15) 0.92564(15) 0.0189(3) Uani 1 1 d .
H25A H 0.5728 0.6214 0.9746 0.023 Uiso 1 1 calc R
C50 C 0.36966(15) 0.53095(15) 1.06035(14) 0.0181(3) Uani 1 1 d .
H50A H 0.3090 0.5473 1.0886 0.022 Uiso 1 1 calc R
C51 C 0.30864(16) 0.40213(15) 1.03142(15) 0.0209(3) Uani 1 1 d .
H51A H 0.2549 0.3859 0.9665 0.025 Uiso 1 1 calc R
H51B H 0.3662 0.3807 1.0074 0.025 Uiso 1 1 calc R
C52 C 0.24208(18) 0.33029(16) 1.13635(17) 0.0282(4) Uani 1 1 d .
H52A H 0.1769 0.3430 1.1522 0.034 Uiso 1 1 calc R
H52B H 0.2101 0.2478 1.1184 0.034 Uiso 1 1 calc R
C53 C 0.31690(18) 0.36014(18) 1.24362(18) 0.0314(4) Uani 1 1 d .
H53A H 0.3724 0.3327 1.2340 0.038 Uiso 1 1 calc R
H53B H 0.2678 0.3202 1.3109 0.038 Uiso 1 1 calc R
C54 C 0.38255(17) 0.48975(17) 1.26615(16) 0.0272(4) Uani 1 1 d .
H54A H 0.3274 0.5156 1.2860 0.033 Uiso 1 1 calc R
H54B H 0.4349 0.5066 1.3325 0.033 Uiso 1 1 calc R
C55 C 0.45233(15) 0.55582(16) 1.16057(15) 0.0213(3) Uani 1 1 d .
H55A H 0.4951 0.6393 1.1771 0.026 Uiso 1 1 calc R
H55B H 0.5085 0.5313 1.1407 0.026 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
2.00 -1.00 0.00 0.0840
-2.00 1.00 0.00 0.0380
0.00 0.00 -1.00 0.0860
0.00 0.00 1.00 0.0790
-1.00 2.00 0.00 0.0490
1.00 -2.00 0.00 0.0220
2.00 0.00 1.00 0.0420
0.00 1.00 1.00 0.0550
0.00 2.00 -1.00 0.0620
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
N2 Fe1 N2 100.54(5) 2_665 3_565
N2 Fe1 N2 100.54(5) 2_665 .
N2 Fe1 N2 100.54(5) 3_565 .
N2 Fe1 N5 75.05(5) 2_665 2_665
N2 Fe1 N5 158.49(5) 3_565 2_665
N2 Fe1 N5 100.97(5) . 2_665
N2 Fe1 N5 100.96(5) 2_665 3_565
N2 Fe1 N5 75.05(5) 3_565 3_565
N2 Fe1 N5 158.50(5) . 3_565
N5 Fe1 N5 85.03(5) 2_665 3_565
N2 Fe1 N5 158.50(5) 2_665 .
N2 Fe1 N5 100.96(5) 3_565 .
N2 Fe1 N5 75.05(5) . .
N5 Fe1 N5 85.03(5) 2_665 .
N5 Fe1 N5 85.03(5) 3_565 .
C20 N1 C20 116.80(8) 2_665 .
C20 N1 C20 116.80(8) 2_665 3_565
C20 N1 C20 116.80(7) . 3_565
C21 N2 C24 107.15(14) . .
C21 N2 Fe1 134.89(12) . .
C24 N2 Fe1 117.68(11) . .
C25 N5 C50 119.86(14) . .
C25 N5 Fe1 112.03(12) . .
C50 N5 Fe1 128.05(10) . .
N1 C20 C21 108.89(15) . .
N1 C20 H20A 109.9 . .
C21 C20 H20A 109.9 . .
N1 C20 H20B 109.9 . .
C21 C20 H20B 109.9 . .
H20A C20 H20B 108.3 . .
N2 C21 C22 110.47(15) . .
N2 C21 C20 118.45(15) . .
C22 C21 C20 131.05(15) . .
C21 C22 C23 106.19(15) . .
C21 C22 H22A 126.9 . .
C23 C22 H22A 126.9 . .
C24 C23 C22 106.25(15) . .
C24 C23 H23A 126.9 . .
C22 C23 H23A 126.9 . .
N2 C24 C23 109.91(15) . .
N2 C24 C25 115.24(14) . .
C23 C24 C25 134.37(16) . .
N5 C25 C24 117.63(15) . .
N5 C25 H25A 121.2 . .
C24 C25 H25A 121.2 . .
N5 C50 C55 116.81(14) . .
N5 C50 C51 110.27(13) . .
C55 C50 C51 109.47(14) . .
N5 C50 H50A 106.6 . .
C55 C50 H50A 106.6 . .
C51 C50 H50A 106.6 . .
C52 C51 C50 110.47(15) . .
C52 C51 H51A 109.6 . .
C50 C51 H51A 109.6 . .
C52 C51 H51B 109.6 . .
C50 C51 H51B 109.6 . .
H51A C51 H51B 108.1 . .
C53 C52 C51 112.57(17) . .
C53 C52 H52A 109.1 . .
C51 C52 H52A 109.1 . .
C53 C52 H52B 109.1 . .
C51 C52 H52B 109.1 . .
H52A C52 H52B 107.8 . .
C52 C53 C54 111.61(16) . .
C52 C53 H53A 109.3 . .
C54 C53 H53A 109.3 . .
C52 C53 H53B 109.3 . .
C54 C53 H53B 109.3 . .
H53A C53 H53B 108.0 . .
C55 C54 C53 111.13(16) . .
C55 C54 H54A 109.4 . .
C53 C54 H54A 109.4 . .
C55 C54 H54B 109.4 . .
C53 C54 H54B 109.4 . .
H54A C54 H54B 108.0 . .
C50 C55 C54 108.47(15) . .
C50 C55 H55A 110.0 . .
C54 C55 H55A 110.0 . .
C50 C55 H55B 110.0 . .
C54 C55 H55B 110.0 . .
H55A C55 H55B 108.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 N2 2.0321(14) 2_665
Fe1 N2 2.0321(14) 3_565
Fe1 N2 2.0321(14) .
Fe1 N5 2.2615(14) 2_665
Fe1 N5 2.2615(14) 3_565
Fe1 N5 2.2614(14) .
N1 C20 1.4552(19) 2_665
N1 C20 1.4553(19) .
N1 C20 1.4553(19) 3_565
N2 C21 1.350(2) .
N2 C24 1.378(2) .
N5 C25 1.296(2) .
N5 C50 1.477(2) .
C20 C21 1.508(2) .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C21 C22 1.395(2) .
C22 C23 1.418(3) .
C22 H22A 0.9500 .
C23 C24 1.388(2) .
C23 H23A 0.9500 .
C24 C25 1.431(2) .
C25 H25A 0.9500 .
C50 C55 1.526(2) .
C50 C51 1.536(2) .
C50 H50A 1.0000 .
C51 C52 1.534(2) .
C51 H51A 0.9900 .
C51 H51B 0.9900 .
C52 C53 1.523(3) .
C52 H52A 0.9900 .
C52 H52B 0.9900 .
C53 C54 1.530(3) .
C53 H53A 0.9900 .
C53 H53B 0.9900 .
C54 C55 1.529(3) .
C54 H54A 0.9900 .
C54 H54B 0.9900 .
C55 H55A 0.9900 .
C55 H55B 0.9900 .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.036 295 49 ' '
