#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:29:17 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179113 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/75/4307503.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_4307503
loop_
_publ_author_name
'Yu-Fei Song'
'John F. Berry'
'Eckhard Bill'
'Eberhard Bothe'
'Thomas Weyhermüller'
'Karl Wieghardt'
_publ_contact_author_address
;  Department of Chemistry
   University of Glasgow
   G12, 8QQ, Glasgow
   UK
;
_publ_contact_author_email       ysong@chem.gla.ac.uk
_publ_contact_author_name        'Y.-F. Song'
_publ_section_title
;
Iron Complexes of New Pentadentate Ligands Containing the
1,4,7-Triazacyclononane-1,4-diacetate Motif. Spectroscopic, Electro-, and
Photochemical Studies
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2208
_journal_page_last               2219
_journal_paper_doi               10.1021/ic062001j
_journal_volume                  46
_journal_year                    2007
_chemical_formula_sum            'C13 H23 Fe N6 O4'
_chemical_formula_weight         383.22
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.2611(6)
_cell_length_b                   15.8967(8)
_cell_length_c                   16.5101(9)
_cell_measurement_temperature    100(2)
_cell_volume                     3218.0(3)
_computing_cell_refinement       'Nonius Kappa-CCD'
_computing_data_collection       'Nonius Kappa-CCD'
_computing_data_reduction        'Nonius Kappa-CCD'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker-Nonius Kappa-CCD'
_diffrn_measurement_method
'241 images at 1.5 deg. in phi, 207 images at 1.5 deg. in ω, 150 sec./frame'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode, 50 kV, 80 mA'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0864
_diffrn_reflns_av_sigmaI/netI    0.0439
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            47895
_diffrn_reflns_theta_full        28.49
_diffrn_reflns_theta_max         28.49
_diffrn_reflns_theta_min         2.97
_exptl_absorpt_coefficient_mu    0.970
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'transparent block'
_exptl_crystal_F_000             1608
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         4069
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0738
_refine_ls_R_factor_gt           0.0444
_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)+(0.0389P)²+4.3465P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0902
_refine_ls_wR_factor_ref         0.1022
_reflns_number_gt                2988
_reflns_number_total             4069
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic062001jsi20070105_015228_1.cif
_cod_data_source_block           21
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4307503
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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 0.69269(3) 0.17974(2) 0.58822(2) 0.01232(10) Uani 1 1 d . . .
N1 N 0.55969(17) 0.12805(13) 0.66644(12) 0.0142(4) Uani 1 1 d . . .
C2 C 0.4903(2) 0.08423(16) 0.60530(15) 0.0167(5) Uani 1 1 d . . .
H2A H 0.4222 0.0651 0.6318 0.020 Uiso 1 1 calc R . .
H2B H 0.5294 0.0338 0.5854 0.020 Uiso 1 1 calc R . .
C3 C 0.4612(2) 0.14006(16) 0.53326(15) 0.0171(5) Uani 1 1 d . . .
H3A H 0.4303 0.1049 0.4894 0.020 Uiso 1 1 calc R . .
H3B H 0.4049 0.1812 0.5499 0.020 Uiso 1 1 calc R . .
N4 N 0.55883(17) 0.18591(13) 0.50225(12) 0.0148(4) Uani 1 1 d . . .
C5 C 0.5352(2) 0.27706(16) 0.48721(15) 0.0164(5) Uani 1 1 d . . .
H5A H 0.4672 0.2826 0.4552 0.020 Uiso 1 1 calc R . .
H5B H 0.5955 0.3024 0.4557 0.020 Uiso 1 1 calc R . .
C6 C 0.5227(2) 0.32324(16) 0.56744(15) 0.0160(5) Uani 1 1 d . . .
H6A H 0.5260 0.3847 0.5582 0.019 Uiso 1 1 calc R . .
H6B H 0.4510 0.3097 0.5918 0.019 Uiso 1 1 calc R . .
N7 N 0.61171(17) 0.29733(13) 0.62356(12) 0.0136(4) Uani 1 1 d . . .
C8 C 0.5692(2) 0.27973(16) 0.70625(14) 0.0157(5) Uani 1 1 d . . .
H8A H 0.5243 0.3277 0.7249 0.019 Uiso 1 1 calc R . .
H8B H 0.6310 0.2731 0.7443 0.019 Uiso 1 1 calc R . .
C9 C 0.5003(2) 0.19978(15) 0.70611(15) 0.0164(5) Uani 1 1 d . . .
H9A H 0.4820 0.1843 0.7626 0.020 Uiso 1 1 calc R . .
H9B H 0.4313 0.2105 0.6768 0.020 Uiso 1 1 calc R . .
C10 C 0.5992(2) 0.06393(16) 0.72801(15) 0.0179(5) Uani 1 1 d . . .
H10 H 0.6361 0.0181 0.6969 0.021 Uiso 1 1 calc R . .
C11 C 0.6846(2) 0.10192(18) 0.78405(16) 0.0237(6) Uani 1 1 d . . .
H11A H 0.7152 0.0577 0.8186 0.036 Uiso 1 1 calc R . .
H11B H 0.6506 0.1452 0.8180 0.036 Uiso 1 1 calc R . .
H11C H 0.7429 0.1273 0.7516 0.036 Uiso 1 1 calc R . .
C12 C 0.5077(2) 0.02243(18) 0.77691(17) 0.0252(6) Uani 1 1 d . . .
H12A H 0.5389 -0.0201 0.8132 0.038 Uiso 1 1 calc R . .
H12B H 0.4559 -0.0045 0.7398 0.038 Uiso 1 1 calc R . .
H12C H 0.4698 0.0653 0.8090 0.038 Uiso 1 1 calc R . .
C13 C 0.6073(2) 0.14895(18) 0.42807(14) 0.0176(5) Uani 1 1 d . . .
H13A H 0.5616 0.1625 0.3804 0.021 Uiso 1 1 calc R . .
H13B H 0.6117 0.0870 0.4333 0.021 Uiso 1 1 calc R . .
C14 C 0.7215(2) 0.18592(16) 0.41741(15) 0.0173(5) Uani 1 1 d . . .
O15 O 0.76435(15) 0.18952(13) 0.35093(10) 0.0238(4) Uani 1 1 d . . .
O16 O 0.76602(14) 0.21277(11) 0.48470(10) 0.0157(4) Uani 1 1 d . . .
C17 C 0.7025(2) 0.35814(16) 0.62648(15) 0.0166(5) Uani 1 1 d . . .
H17A H 0.6840 0.4041 0.6646 0.020 Uiso 1 1 calc R . .
H17B H 0.7130 0.3832 0.5721 0.020 Uiso 1 1 calc R . .
C18 C 0.8078(2) 0.31621(16) 0.65345(14) 0.0153(5) Uani 1 1 d . . .
O19 O 0.88657(14) 0.35917(12) 0.67126(11) 0.0198(4) Uani 1 1 d . . .
O20 O 0.80752(14) 0.23405(11) 0.65127(10) 0.0151(4) Uani 1 1 d . . .
N21 N 0.74629(19) 0.06251(13) 0.57939(12) 0.0198(5) Uani 1 1 d . . .
N22 N 0.80166(19) 0.03466(13) 0.52551(13) 0.0201(5) Uani 1 1 d . . .
N23 N 0.8534(2) 0.00417(16) 0.47535(15) 0.0350(6) Uani 1 1 d . . .
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'
O O 0.0106 0.0060 '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
O20 Fe1 N21 102.47(8) . . ?
O20 Fe1 O16 90.88(7) . . ?
N21 Fe1 O16 92.01(8) . . ?
O20 Fe1 N4 150.85(8) . . ?
N21 Fe1 N4 104.19(9) . . ?
O16 Fe1 N4 76.68(7) . . ?
O20 Fe1 N7 78.92(7) . . ?
N21 Fe1 N7 166.00(8) . . ?
O16 Fe1 N7 101.93(7) . . ?
N4 Fe1 N7 78.08(8) . . ?
O20 Fe1 N1 112.36(7) . . ?
N21 Fe1 N1 86.49(8) . . ?
O16 Fe1 N1 156.50(7) . . ?
N4 Fe1 N1 80.96(8) . . ?
N7 Fe1 N1 80.19(7) . . ?
C2 N1 C9 111.88(19) . . ?
C2 N1 C10 108.73(19) . . ?
C9 N1 C10 111.83(19) . . ?
C2 N1 Fe1 101.35(14) . . ?
C9 N1 Fe1 109.02(14) . . ?
C10 N1 Fe1 113.62(15) . . ?
N1 C2 C3 112.9(2) . . ?
N4 C3 C2 111.4(2) . . ?
C13 N4 C3 114.3(2) . . ?
C13 N4 C5 108.90(19) . . ?
C3 N4 C5 111.97(19) . . ?
C13 N4 Fe1 102.64(14) . . ?
C3 N4 Fe1 111.08(15) . . ?
C5 N4 Fe1 107.35(15) . . ?
N4 C5 C6 109.98(19) . . ?
N7 C6 C5 109.5(2) . . ?
C17 N7 C8 110.95(19) . . ?
C17 N7 C6 113.09(19) . . ?
C8 N7 C6 111.46(19) . . ?
C17 N7 Fe1 103.02(14) . . ?
C8 N7 Fe1 104.02(14) . . ?
C6 N7 Fe1 113.67(15) . . ?
N7 C8 C9 110.4(2) . . ?
N1 C9 C8 111.4(2) . . ?
N1 C10 C11 111.1(2) . . ?
N1 C10 C12 114.1(2) . . ?
C11 C10 C12 110.8(2) . . ?
N4 C13 C14 108.1(2) . . ?
O15 C14 O16 124.7(2) . . ?
O15 C14 C13 121.1(2) . . ?
O16 C14 C13 114.2(2) . . ?
C14 O16 Fe1 116.86(15) . . ?
N7 C17 C18 111.3(2) . . ?
O19 C18 O20 124.7(2) . . ?
O19 C18 C17 119.9(2) . . ?
O20 C18 C17 115.3(2) . . ?
C18 O20 Fe1 117.31(15) . . ?
N22 N21 Fe1 125.98(17) . . ?
N23 N22 N21 176.7(3) . . ?
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 O20 1.9522(17) . ?
Fe1 N21 1.981(2) . ?
Fe1 O16 2.0013(17) . ?
Fe1 N4 2.172(2) . ?
Fe1 N7 2.196(2) . ?
Fe1 N1 2.237(2) . ?
N1 C2 1.493(3) . ?
N1 C9 1.503(3) . ?
N1 C10 1.519(3) . ?
C2 C3 1.526(3) . ?
C3 N4 1.492(3) . ?
N4 C13 1.483(3) . ?
N4 C5 1.498(3) . ?
C5 C6 1.522(3) . ?
C6 N7 1.490(3) . ?
N7 C17 1.475(3) . ?
N7 C8 1.488(3) . ?
C8 C9 1.526(4) . ?
C10 C11 1.523(4) . ?
C10 C12 1.531(4) . ?
C13 C14 1.528(4) . ?
C14 O15 1.218(3) . ?
C14 O16 1.309(3) . ?
C17 C18 1.520(3) . ?
C18 O19 1.219(3) . ?
C18 O20 1.307(3) . ?
N21 N22 1.203(3) . ?
N22 N23 1.150(3) . ?
