#------------------------------------------------------------------------------
#$Date: 2016-02-04 02:38:25 +0200 (Thu, 04 Feb 2016) $
#$Revision: 175579 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/47/4344708.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_4344708
loop_
_publ_author_name
'Song, Li-Cheng'
'Xu, Kai-Kai'
'Han, Xiao-Feng'
'Zhang, Ji-Wei'
_publ_section_title
;
 Synthetic and Structural Studies of 2-Acylmethyl-6-R-Difunctionalized
 Pyridine Ligand-Containing Iron Complexes Related to [Fe]-Hydrogenase.
;
_journal_issue                   3
_journal_name_full               'Inorganic chemistry'
_journal_page_first              1258
_journal_page_last               1269
_journal_paper_doi               10.1021/acs.inorgchem.5b02490
_journal_volume                  55
_journal_year                    2016
_chemical_formula_sum            'C12 H7 Fe N O5'
_chemical_formula_weight         301.04
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_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                 96.989(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.750(5)
_cell_length_b                   8.546(3)
_cell_length_c                   12.793(5)
_cell_measurement_reflns_used    4095
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.9
_cell_measurement_theta_min      1.6
_cell_volume                     1166.6(8)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalClear
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku Saturn724 CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  multilayer
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_sigmaI/netI    0.0345
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11625
_diffrn_reflns_theta_full        27.91
_diffrn_reflns_theta_max         27.91
_diffrn_reflns_theta_min         2.34
_exptl_absorpt_coefficient_mu    1.308
_exptl_absorpt_correction_T_max  0.8180
_exptl_absorpt_correction_T_min  0.7799
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   CrystalClear
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.714
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2779
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0240
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0362P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0651
_refine_ls_wR_factor_ref         0.0666
_reflns_number_gt                2226
_reflns_number_total             2779
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic5b02490_si_002.cif
_cod_data_source_block           12
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 
;
_cod_original_cell_volume        1166.5(9)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4344708
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, 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 0.999443(17) 0.15425(2) 0.743558(14) 0.01388(8) Uani 1 1 d .
O1 O 0.93057(10) 0.27630(15) 0.94436(8) 0.0284(3) Uani 1 1 d U
O2 O 1.07412(11) -0.14194(13) 0.84521(8) 0.0289(3) Uani 1 1 d U
O3 O 1.12069(10) 0.06299(13) 0.55824(8) 0.0277(3) Uani 1 1 d .
O4 O 1.24638(9) 0.27450(13) 0.83386(8) 0.0233(2) Uani 1 1 d .
O5 O 0.79495(10) -0.07219(13) 0.69756(8) 0.0246(2) Uani 1 1 d .
N1 N 0.92846(11) 0.33941(13) 0.66693(9) 0.0147(3) Uani 1 1 d .
C1 C 0.94981(13) 0.22783(18) 0.86546(11) 0.0191(3) Uani 1 1 d U
C2 C 1.04849(14) -0.02383(18) 0.80643(11) 0.0200(3) Uani 1 1 d U
C3 C 1.07274(13) 0.09636(17) 0.62953(11) 0.0177(3) Uani 1 1 d .
C4 C 1.14630(14) 0.30011(18) 0.78274(11) 0.0177(3) Uani 1 1 d .
C5 C 1.11700(14) 0.46652(18) 0.74180(12) 0.0234(3) Uani 1 1 d .
H5A H 1.1139 0.5380 0.8023 0.028 Uiso 1 1 calc R
H5B H 1.1851 0.5025 0.7020 0.028 Uiso 1 1 calc R
C6 C 0.99495(13) 0.47405(17) 0.67210(12) 0.0180(3) Uani 1 1 d .
C7 C 0.94857(14) 0.60475(18) 0.61656(12) 0.0226(3) Uani 1 1 d .
H7 H 0.9952 0.6994 0.6199 0.027 Uiso 1 1 calc R
C8 C 0.83278(14) 0.5950(2) 0.55596(12) 0.0245(4) Uani 1 1 d .
H8 H 0.7993 0.6834 0.5172 0.029 Uiso 1 1 calc R
C9 C 0.76625(14) 0.45643(18) 0.55207(11) 0.0222(3) Uani 1 1 d .
H9 H 0.6872 0.4489 0.5102 0.027 Uiso 1 1 calc R
C10 C 0.81528(13) 0.32888(17) 0.60931(11) 0.0169(3) Uani 1 1 d .
C11 C 0.75156(14) 0.17466(17) 0.61646(12) 0.0202(3) Uani 1 1 d .
H11A H 0.7315 0.1304 0.5449 0.024 Uiso 1 1 calc R
H11B H 0.6718 0.1902 0.6465 0.024 Uiso 1 1 calc R
C12 C 0.83421(13) 0.05867(17) 0.68556(10) 0.0168(3) 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
C2 Fe1 C3 89.80(7)
C2 Fe1 C1 90.56(7)
C3 Fe1 C1 170.71(6)
C2 Fe1 N1 173.69(6)
C3 Fe1 N1 89.93(6)
C1 Fe1 N1 90.73(6)
C2 Fe1 C12 91.11(7)
C3 Fe1 C12 92.47(6)
C1 Fe1 C12 96.80(6)
N1 Fe1 C12 82.60(6)
C2 Fe1 C4 103.67(7)
C3 Fe1 C4 88.00(6)
C1 Fe1 C4 82.90(6)
N1 Fe1 C4 82.62(6)
C12 Fe1 C4 165.22(6)
C10 N1 C6 121.38(12)
C10 N1 Fe1 119.28(10)
C6 N1 Fe1 119.33(10)
O1 C1 Fe1 173.49(13)
O2 C2 Fe1 176.42(14)
O3 C3 Fe1 178.35(13)
O4 C4 C5 118.98(13)
O4 C4 Fe1 129.62(12)
C5 C4 Fe1 111.36(10)
C6 C5 C4 111.85(12)
C6 C5 H5A 109.2
C4 C5 H5A 109.2
C6 C5 H5B 109.2
C4 C5 H5B 109.2
H5A C5 H5B 107.9
N1 C6 C7 120.43(14)
N1 C6 C5 114.39(13)
C7 C6 C5 125.18(14)
C6 C7 C8 118.77(15)
C6 C7 H7 120.6
C8 C7 H7 120.6
C9 C8 C7 119.84(15)
C9 C8 H8 120.1
C7 C8 H8 120.1
C8 C9 C10 119.66(14)
C8 C9 H9 120.2
C10 C9 H9 120.2
N1 C10 C9 119.90(14)
N1 C10 C11 114.59(12)
C9 C10 C11 125.49(14)
C10 C11 C12 111.54(12)
C10 C11 H11A 109.3
C12 C11 H11A 109.3
C10 C11 H11B 109.3
C12 C11 H11B 109.3
H11A C11 H11B 108.0
O5 C12 C11 118.83(13)
O5 C12 Fe1 129.28(11)
C11 C12 Fe1 111.88(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Fe1 C2 1.7713(17)
Fe1 C3 1.8092(16)
Fe1 C1 1.8206(16)
Fe1 N1 1.9660(13)
Fe1 C12 2.0129(16)
Fe1 C4 2.0260(16)
O1 C1 1.1330(18)
O2 C2 1.1435(18)
O3 C3 1.1371(17)
O4 C4 1.2089(17)
O5 C12 1.2116(18)
N1 C10 1.3466(19)
N1 C6 1.3518(19)
C4 C5 1.535(2)
C5 C6 1.495(2)
C5 H5A 0.9900
C5 H5B 0.9900
C6 C7 1.384(2)
C7 C8 1.387(2)
C7 H7 0.9500
C8 C9 1.381(2)
C8 H8 0.9500
C9 C10 1.381(2)
C9 H9 0.9500
C10 C11 1.493(2)
C11 C12 1.537(2)
C11 H11A 0.9900
C11 H11B 0.9900
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C2 Fe1 N1 C10 2.1(6)
C3 Fe1 N1 C10 89.61(11)
C1 Fe1 N1 C10 -99.66(11)
C12 Fe1 N1 C10 -2.89(10)
C4 Fe1 N1 C10 177.60(11)
C2 Fe1 N1 C6 -177.0(5)
C3 Fe1 N1 C6 -89.56(12)
C1 Fe1 N1 C6 81.17(11)
C12 Fe1 N1 C6 177.94(11)
C4 Fe1 N1 C6 -1.57(11)
C2 Fe1 C1 O1 78.0(12)
C3 Fe1 C1 O1 -14.2(15)
N1 Fe1 C1 O1 -108.2(12)
C12 Fe1 C1 O1 169.1(12)
C4 Fe1 C1 O1 -25.7(12)
C3 Fe1 C2 O2 -96(2)
C1 Fe1 C2 O2 93(2)
N1 Fe1 C2 O2 -9(3)
C12 Fe1 C2 O2 -4(2)
C4 Fe1 C2 O2 176(2)
C2 Fe1 C3 O3 -118(5)
C1 Fe1 C3 O3 -25(5)
N1 Fe1 C3 O3 69(5)
C12 Fe1 C3 O3 151(5)
C4 Fe1 C3 O3 -14(5)
C2 Fe1 C4 O4 2.07(15)
C3 Fe1 C4 O4 -87.23(14)
C1 Fe1 C4 O4 90.92(14)
N1 Fe1 C4 O4 -177.41(14)
C12 Fe1 C4 O4 -179.33(17)
C2 Fe1 C4 C5 -175.62(10)
C3 Fe1 C4 C5 95.08(11)
C1 Fe1 C4 C5 -86.77(11)
N1 Fe1 C4 C5 4.89(10)
C12 Fe1 C4 C5 3.0(3)
O4 C4 C5 C6 174.70(13)
Fe1 C4 C5 C6 -7.33(15)
C10 N1 C6 C7 -0.9(2)
Fe1 N1 C6 C7 178.21(10)
C10 N1 C6 C5 178.47(12)
Fe1 N1 C6 C5 -2.38(17)
C4 C5 C6 N1 6.36(18)
C4 C5 C6 C7 -174.27(14)
N1 C6 C7 C8 0.2(2)
C5 C6 C7 C8 -179.15(14)
C6 C7 C8 C9 0.0(2)
C7 C8 C9 C10 0.5(2)
C6 N1 C10 C9 1.5(2)
Fe1 N1 C10 C9 -177.70(10)
C6 N1 C10 C11 -177.01(12)
Fe1 N1 C10 C11 3.83(16)
C8 C9 C10 N1 -1.2(2)
C8 C9 C10 C11 177.07(14)
N1 C10 C11 C12 -2.58(17)
C9 C10 C11 C12 179.05(13)
C10 C11 C12 O5 -179.23(13)
C10 C11 C12 Fe1 0.36(15)
C2 Fe1 C12 O5 1.27(14)
C3 Fe1 C12 O5 91.11(14)
C1 Fe1 C12 O5 -89.43(14)
N1 Fe1 C12 O5 -179.28(14)
C4 Fe1 C12 O5 -177.37(17)
C2 Fe1 C12 C11 -178.27(10)
C3 Fe1 C12 C11 -88.42(11)
C1 Fe1 C12 C11 91.03(10)
N1 Fe1 C12 C11 1.18(9)
C4 Fe1 C12 C11 3.1(3)
