#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:46:34 +0100 (Fri 25 de Mar de 2016) $
#$Revision: 179935 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/30/7023073.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_7023073
loop_
_publ_author_name
'Turrell, Peter J.'
'Hill, Amanda D.'
'Ibrahim, Saad K.'
'Wright, Joseph A.'
'Pickett, Christopher J.'
_publ_section_title
;
 Ferracyclic carbamoyl complexes related to the active site of
 [Fe]-hydrogenase.
;
_journal_issue                   22
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8140
_journal_page_last               8146
_journal_paper_doi               10.1039/c3dt50642h
_journal_volume                  42
_journal_year                    2013
_chemical_formula_moiety         'C8 H5 Br2 Fe N2 O3, C5 H7 N2'
_chemical_formula_structural     '[Fe(PyNHCO)(CO)2Br2)][C5H7N2]'
_chemical_formula_sum            'C13 H12 Br2 Fe N4 O3'
_chemical_formula_weight         487.94
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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                 105.142(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.2197(6)
_cell_length_b                   12.6286(7)
_cell_length_c                   11.8538(6)
_cell_measurement_reflns_used    4687
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      29.0623
_cell_measurement_theta_min      3.5540
_cell_volume                     1621.24(15)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material
;
SHELXL-97 (Sheldrick, 2008) and enCIFer (Allen et al., 2004)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'Superflip (Palatinus and Chapuis, 2007)'
_diffrn_ambient_temperature      140(2)
_diffrn_detector_area_resol_mean 16.0050
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur 3/CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0739
_diffrn_reflns_av_unetI/netI     0.1055
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            23451
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         3.56
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.878
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69363
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.999
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.266
_refine_diff_density_min         -0.657
_refine_diff_density_rms         0.122
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.851
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         3702
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      0.852
_refine_ls_R_factor_all          0.0897
_refine_ls_R_factor_gt           0.0420
_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)+(0.0400P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0788
_refine_ls_wR_factor_ref         0.0851
_reflns_number_gt                2171
_reflns_number_total             3702
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c3dt50642h.txt
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               7023073
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
C1 C 0.8406(5) 0.2371(4) 0.7614(4) 0.0245(12) Uani 1 1 d .
H1 H 0.7919 0.1785 0.7728 0.029 Uiso 1 1 calc R
C2 C 0.9158(5) 0.2262(4) 0.6879(4) 0.0283(13) Uani 1 1 d .
H2A H 0.9207 0.1604 0.6505 0.034 Uiso 1 1 calc R
C3 C 0.9843(5) 0.3115(4) 0.6689(4) 0.0323(13) Uani 1 1 d .
H3 H 1.0362 0.3057 0.6175 0.039 Uiso 1 1 calc R
C4 C 0.9763(5) 0.4054(4) 0.7257(5) 0.0303(14) Uani 1 1 d .
H4 H 1.0216 0.4656 0.7125 0.036 Uiso 1 1 calc R
C5 C 0.9023(4) 0.4117(4) 0.8015(4) 0.0187(11) Uani 1 1 d .
C6 C 0.8168(5) 0.4938(4) 0.9400(4) 0.0233(12) Uani 1 1 d .
C7 C 0.6515(5) 0.4103(5) 1.0292(4) 0.0336(14) Uani 1 1 d U
C8 C 0.6059(5) 0.4188(4) 0.8083(5) 0.0209(12) Uani 1 1 d .
C11 C 0.8660(5) 0.8693(4) 0.9948(4) 0.0310(13) Uani 1 1 d .
H11A H 0.9194 0.8593 0.9453 0.037 Uiso 1 1 calc R
C12 C 0.8338(5) 0.9668(4) 1.0173(5) 0.0343(14) Uani 1 1 d .
H12C H 0.8618 1.0265 0.9826 0.041 Uiso 1 1 calc R
C13 C 0.7581(5) 0.9798(4) 1.0928(5) 0.0346(14) Uani 1 1 d .
H13 H 0.7365 1.0490 1.1120 0.042 Uiso 1 1 calc R
C14 C 0.7154(5) 0.8948(4) 1.1384(5) 0.0314(13) Uani 1 1 d .
H14 H 0.6638 0.9043 1.1896 0.038 Uiso 1 1 calc R
C15 C 0.7465(5) 0.7924(4) 1.1112(4) 0.0274(12) Uani 1 1 d .
Br1 Br 0.89450(5) 0.29392(4) 1.09035(4) 0.02803(15) Uani 1 1 d .
Br2 Br 0.61365(5) 0.18871(4) 0.89814(5) 0.02886(15) Uani 1 1 d .
Fe1 Fe 0.72895(6) 0.36189(5) 0.92747(6) 0.02093(18) Uani 1 1 d .
N1 N 0.8335(3) 0.3286(3) 0.8184(3) 0.0181(9) Uani 1 1 d .
N2 N 0.8902(4) 0.4990(3) 0.8651(4) 0.0257(11) Uani 1 1 d .
N11 N 0.8236(4) 0.7846(4) 1.0417(4) 0.0260(10) Uani 1 1 d .
N12 N 0.7058(4) 0.7052(3) 1.1502(4) 0.0404(12) Uani 1 1 d .
H12A H 0.7292 0.6429 1.1307 0.048 Uiso 1 1 calc R
H12B H 0.6553 0.7095 1.1957 0.048 Uiso 1 1 calc R
O1 O 0.8128(3) 0.5710(3) 1.0045(3) 0.0306(9) Uani 1 1 d .
O2 O 0.6046(4) 0.4376(3) 1.0973(3) 0.0445(10) Uani 1 1 d .
O3 O 0.5425(4) 0.4497(3) 0.7432(4) 0.0371(10) Uani 1 1 d .
H11 H 0.843(4) 0.727(4) 1.028(4) 0.019(15) Uiso 1 1 d .
H2 H 0.936(5) 0.546(4) 0.868(4) 0.023 Uiso 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'
Br Br -0.2901 2.4595 '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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N1 C1 C2 122.1(5)
N1 C1 H1 119.0
C2 C1 H1 119.0
C1 C2 C3 119.3(5)
C1 C2 H2A 120.4
C3 C2 H2A 120.4
C2 C3 C4 118.9(5)
C2 C3 H3 120.5
C4 C3 H3 120.5
C5 C4 C3 119.7(5)
C5 C4 H4 120.2
C3 C4 H4 120.2
N1 C5 N2 113.8(4)
N1 C5 C4 121.3(4)
N2 C5 C4 124.9(5)
O1 C6 N2 119.1(4)
O1 C6 Fe1 128.7(4)
N2 C6 Fe1 112.1(3)
O2 C7 Fe1 176.9(5)
O3 C8 Fe1 177.9(6)
C12 C11 N11 120.5(5)
C12 C11 H11A 119.7
N11 C11 H11A 119.7
C11 C12 C13 118.7(5)
C11 C12 H12C 120.6
C13 C12 H12C 120.6
C14 C13 C12 120.3(5)
C14 C13 H13 119.9
C12 C13 H13 119.9
C13 C14 C15 120.6(5)
C13 C14 H14 119.7
C15 C14 H14 119.7
N12 C15 N11 119.3(5)
N12 C15 C14 124.1(5)
N11 C15 C14 116.6(5)
C7 Fe1 C8 89.1(2)
C7 Fe1 C6 88.9(2)
C8 Fe1 C6 89.3(2)
C7 Fe1 N1 170.6(2)
C8 Fe1 N1 92.00(19)
C6 Fe1 N1 81.78(19)
C7 Fe1 Br1 89.44(18)
C8 Fe1 Br1 177.42(15)
C6 Fe1 Br1 88.56(15)
N1 Fe1 Br1 89.09(11)
C7 Fe1 Br2 93.89(18)
C8 Fe1 Br2 88.74(16)
C6 Fe1 Br2 176.53(15)
N1 Fe1 Br2 95.44(11)
Br1 Fe1 Br2 93.48(3)
C5 N1 C1 118.7(4)
C5 N1 Fe1 112.8(3)
C1 N1 Fe1 128.5(3)
C6 N2 C5 119.1(4)
C6 N2 H2 121(4)
C5 N2 H2 118(4)
C15 N11 C11 123.1(5)
C15 N11 H11 117(4)
C11 N11 H11 120(4)
C15 N12 H12A 120.0
C15 N12 H12B 120.0
H12A N12 H12B 120.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.352(6)
C1 C2 1.369(7)
C1 H1 0.9500
C2 C3 1.375(7)
C2 H2A 0.9500
C3 C4 1.379(7)
C3 H3 0.9500
C4 C5 1.376(6)
C4 H4 0.9500
C5 N1 1.348(6)
C5 N2 1.363(6)
C6 O1 1.247(5)
C6 N2 1.361(6)
C6 Fe1 1.921(5)
C7 O2 1.126(6)
C7 Fe1 1.769(5)
C8 O3 0.983(5)
C8 Fe1 1.844(6)
C11 C12 1.329(7)
C11 N11 1.349(6)
C11 H11A 0.9500
C12 C13 1.395(7)
C12 H12C 0.9500
C13 C14 1.345(7)
C13 H13 0.9500
C14 C15 1.398(7)
C14 H14 0.9500
C15 N12 1.321(6)
C15 N11 1.345(6)
Br1 Fe1 2.4578(9)
Br2 Fe1 2.5185(8)
Fe1 N1 2.004(4)
N2 H2 0.78(5)
N11 H11 0.79(5)
N12 H12A 0.8800
N12 H12B 0.8800
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N12 H12A O1 0.88 2.16 2.895(5) 140.4 .
N11 H11 O1 0.79(5) 2.00(5) 2.730(6) 153(5) .
N2 H2 Br1 0.78(5) 2.73(5) 3.505(4) 173(5) 3_767
