#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/77/4317723.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_4317723
loop_
_publ_author_name
'Stephen M. Contakes'
'Sodio C. N. Hsu'
'Thomas B. Rauchfuss'
'Scott R. Wilson'
_publ_section_title
;
 Preparative and Structural Studies on the Carbonyl Cyanides of Iron,
 Manganese, and Ruthenium: Fundamentals Relevant to the Hydrogenases
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1670
_journal_page_last               1678
_journal_paper_doi               10.1021/ic011030l
_journal_volume                  41
_journal_year                    2002
_chemical_formula_sum            'C39 H30 Fe0.5 N3 O P2'
_chemical_formula_weight         646.53
_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                 106.528(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.955(3)
_cell_length_b                   13.213(3)
_cell_length_c                   20.003(5)
_cell_measurement_temperature    273(2)
_cell_volume                     3282.5(13)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.954
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0686
_diffrn_reflns_av_sigmaI/netI    0.0805
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            30337
_diffrn_reflns_theta_full        28.67
_diffrn_reflns_theta_max         28.67
_diffrn_reflns_theta_min         1.68
_exptl_absorpt_coefficient_mu    0.381
_exptl_absorpt_correction_T_max  0.9929
_exptl_absorpt_correction_T_min  0.8570
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tabular
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     412
_refine_ls_number_reflns         8066
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.007
_refine_ls_R_factor_all          0.1087
_refine_ls_R_factor_gt           0.0460
_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)+(0.0478P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0958
_refine_ls_wR_factor_ref         0.1109
_reflns_number_gt                4679
_reflns_number_total             8066
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic011030l_1.cif
_cod_data_source_block           f16n80m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        3282.7(13)
_cod_original_formula_sum        'C39 H30 Fe0.50 N3 O P2'
_cod_database_code               4317723
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe Fe 0.5000 1.0000 0.0000 0.03004(13) Uani 1 2 d S . .
N1 N 0.32723(17) 1.00921(16) 0.07844(11) 0.0473(5) Uani 1 1 d . . .
N2 N 0.65629(16) 1.09029(14) 0.13276(10) 0.0386(5) Uani 1 1 d . . .
N3 N 0.67111(14) 0.39968(13) 0.80875(9) 0.0311(4) Uani 1 1 d . . .
P1 P 0.77563(5) 0.43019(4) 0.86770(3) 0.02700(14) Uani 1 1 d . . .
P2 P 0.54580(5) 0.42019(4) 0.77928(3) 0.02624(14) Uani 1 1 d . . .
O1 O 0.55997(16) 0.79421(13) 0.05338(9) 0.0614(5) Uani 1 1 d . . .
C37 C 0.88889(18) 0.39161(15) 0.83891(11) 0.0304(5) Uani 1 1 d . . .
C38 C 0.9889(2) 0.3742(2) 0.88671(14) 0.0495(7) Uani 1 1 d . . .
H38A H 0.9967 0.3782 0.9343 0.059 Uiso 1 1 calc R . .
C39 C 1.0769(2) 0.3509(2) 0.86294(17) 0.0662(9) Uani 1 1 d . . .
H39A H 1.1438 0.3395 0.8947 0.079 Uiso 1 1 calc R . .
C4 C 1.0652(2) 0.3444(2) 0.79221(18) 0.0612(8) Uani 1 1 d . . .
H4A H 1.1248 0.3301 0.7767 0.073 Uiso 1 1 calc R . .
C5 C 0.9675(2) 0.3589(2) 0.74519(15) 0.0541(7) Uani 1 1 d . . .
H5A H 0.9600 0.3536 0.6977 0.065 Uiso 1 1 calc R . .
C6 C 0.8793(2) 0.38146(18) 0.76825(12) 0.0429(6) Uani 1 1 d . . .
H6A H 0.8123 0.3900 0.7359 0.052 Uiso 1 1 calc R . .
C7 C 0.79040(17) 0.36769(16) 0.94965(11) 0.0306(5) Uani 1 1 d . . .
C8 C 0.8470(2) 0.41225(19) 1.01276(12) 0.0468(7) Uani 1 1 d . . .
H8A H 0.8717 0.4784 1.0133 0.056 Uiso 1 1 calc R . .
C9 C 0.8665(2) 0.3583(2) 1.07446(13) 0.0604(8) Uani 1 1 d . . .
H9A H 0.9032 0.3883 1.1166 0.073 Uiso 1 1 calc R . .
C10 C 0.8311(2) 0.2593(2) 1.07303(13) 0.0567(8) Uani 1 1 d . . .
H10A H 0.8456 0.2224 1.1142 0.068 Uiso 1 1 calc R . .
C11 C 0.7754(2) 0.21554(19) 1.01186(13) 0.0479(7) Uani 1 1 d . . .
H11A H 0.7515 0.1491 1.0116 0.058 Uiso 1 1 calc R . .
C12 C 0.75424(19) 0.26912(17) 0.95029(11) 0.0372(6) Uani 1 1 d . . .
H12A H 0.7153 0.2388 0.9088 0.045 Uiso 1 1 calc R . .
C13 C 0.78759(17) 0.56452(15) 0.88457(11) 0.0275(5) Uani 1 1 d . . .
C14 C 0.7307(2) 0.61067(19) 0.92562(12) 0.0435(6) Uani 1 1 d . . .
H14A H 0.6896 0.5713 0.9470 0.052 Uiso 1 1 calc R . .
C15 C 0.7345(2) 0.71470(19) 0.93506(13) 0.0467(7) Uani 1 1 d . . .
H15A H 0.6956 0.7446 0.9624 0.056 Uiso 1 1 calc R . .
C16 C 0.7948(2) 0.77323(18) 0.90465(12) 0.0439(6) Uani 1 1 d . . .
H16A H 0.7972 0.8430 0.9111 0.053 Uiso 1 1 calc R . .
C17 C 0.8522(2) 0.72885(19) 0.86437(15) 0.0589(8) Uani 1 1 d . . .
H17A H 0.8939 0.7686 0.8437 0.071 Uiso 1 1 calc R . .
C18 C 0.8481(2) 0.62485(18) 0.85438(13) 0.0480(7) Uani 1 1 d . . .
H18A H 0.8870 0.5956 0.8268 0.058 Uiso 1 1 calc R . .
C19 C 0.48733(17) 0.49882(16) 0.83222(11) 0.0302(5) Uani 1 1 d . . .
C20 C 0.4847(2) 0.60320(18) 0.82427(13) 0.0436(6) Uani 1 1 d . . .
H20A H 0.5090 0.6323 0.7892 0.052 Uiso 1 1 calc R . .
C21 C 0.4464(2) 0.6643(2) 0.86777(14) 0.0527(7) Uani 1 1 d . . .
H21A H 0.4464 0.7343 0.8626 0.063 Uiso 1 1 calc R . .
C22 C 0.4088(2) 0.6223(2) 0.91791(15) 0.0626(8) Uani 1 1 d . . .
H22A H 0.3825 0.6634 0.9471 0.075 Uiso 1 1 calc R . .
C23 C 0.4093(3) 0.5196(3) 0.92582(16) 0.0777(10) Uani 1 1 d . . .
H23A H 0.3820 0.4914 0.9599 0.093 Uiso 1 1 calc R . .
C24 C 0.4498(2) 0.4571(2) 0.88397(13) 0.0557(8) Uani 1 1 d . . .
H24A H 0.4517 0.3874 0.8907 0.067 Uiso 1 1 calc R . .
C25 C 0.51739(18) 0.48141(15) 0.69546(10) 0.0283(5) Uani 1 1 d . . .
C26 C 0.4119(2) 0.49784(18) 0.65578(12) 0.0432(6) Uani 1 1 d . . .
H26A H 0.3552 0.4762 0.6721 0.052 Uiso 1 1 calc R . .
C27 C 0.3909(2) 0.5464(2) 0.59193(13) 0.0534(7) Uani 1 1 d . . .
H27A H 0.3201 0.5573 0.5654 0.064 Uiso 1 1 calc R . .
C28 C 0.4744(3) 0.5784(2) 0.56781(13) 0.0567(8) Uani 1 1 d . . .
H28A H 0.4601 0.6114 0.5251 0.068 Uiso 1 1 calc R . .
C29 C 0.5787(2) 0.5621(2) 0.60620(14) 0.0606(8) Uani 1 1 d . . .
H29A H 0.6351 0.5835 0.5895 0.073 Uiso 1 1 calc R . .
C30 C 0.6001(2) 0.51343(18) 0.67020(13) 0.0455(6) Uani 1 1 d . . .
H30A H 0.6710 0.5024 0.6962 0.055 Uiso 1 1 calc R . .
C31 C 0.47737(17) 0.30060(15) 0.77163(10) 0.0274(5) Uani 1 1 d . . .
C32 C 0.53674(19) 0.21157(16) 0.78336(11) 0.0334(5) Uani 1 1 d . . .
H32A H 0.6111 0.2141 0.7920 0.040 Uiso 1 1 calc R . .
C33 C 0.4862(2) 0.11907(18) 0.78230(12) 0.0429(6) Uani 1 1 d . . .
H33A H 0.5268 0.0599 0.7912 0.051 Uiso 1 1 calc R . .
C34 C 0.3766(2) 0.11453(19) 0.76824(12) 0.0461(7) Uani 1 1 d . . .
H34A H 0.3427 0.0523 0.7675 0.055 Uiso 1 1 calc R . .
C35 C 0.3165(2) 0.2017(2) 0.75523(13) 0.0467(7) Uani 1 1 d . . .
H35A H 0.2419 0.1981 0.7449 0.056 Uiso 1 1 calc R . .
C36 C 0.36574(19) 0.29431(18) 0.75741(11) 0.0369(6) Uani 1 1 d . . .
H36A H 0.3244 0.3530 0.7494 0.044 Uiso 1 1 calc R . .
C1 C 0.53633(19) 0.87346(18) 0.03312(12) 0.0367(6) Uani 1 1 d . . .
C2 C 0.3905(2) 1.00577(17) 0.04866(11) 0.0341(5) Uani 1 1 d . . .
C3 C 0.60002(19) 1.05669(16) 0.08285(12) 0.0322(5) 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'
P P 0.1023 0.0942 '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
C1 Fe C1 180.0 3_675 . ?
C1 Fe C2 89.78(10) 3_675 . ?
C1 Fe C2 90.22(10) . . ?
C1 Fe C2 90.22(10) 3_675 3_675 ?
C1 Fe C2 89.78(10) . 3_675 ?
C2 Fe C2 180.00(10) . 3_675 ?
C1 Fe C3 90.18(9) 3_675 3_675 ?
C1 Fe C3 89.82(9) . 3_675 ?
C2 Fe C3 92.17(9) . 3_675 ?
C2 Fe C3 87.83(9) 3_675 3_675 ?
C1 Fe C3 89.82(9) 3_675 . ?
C1 Fe C3 90.18(9) . . ?
C2 Fe C3 87.83(9) . . ?
C2 Fe C3 92.17(9) 3_675 . ?
C3 Fe C3 180.00(10) 3_675 . ?
P1 N3 P2 143.76(12) . . ?
N3 P1 C37 107.11(10) . . ?
N3 P1 C7 114.30(10) . . ?
C37 P1 C7 106.11(10) . . ?
N3 P1 C13 113.68(10) . . ?
C37 P1 C13 107.73(10) . . ?
C7 P1 C13 107.47(10) . . ?
N3 P2 C31 108.04(10) . . ?
N3 P2 C19 116.01(10) . . ?
C31 P2 C19 106.14(10) . . ?
N3 P2 C25 109.82(10) . . ?
C31 P2 C25 110.49(10) . . ?
C19 P2 C25 106.25(10) . . ?
C6 C37 C38 118.6(2) . . ?
C6 C37 P1 120.60(18) . . ?
C38 C37 P1 120.79(18) . . ?
C39 C38 C37 119.7(3) . . ?
C4 C39 C38 120.2(3) . . ?
C5 C4 C39 120.6(3) . . ?
C4 C5 C6 119.7(3) . . ?
C5 C6 C37 121.2(2) . . ?
C12 C7 C8 118.7(2) . . ?
C12 C7 P1 119.48(16) . . ?
C8 C7 P1 121.53(17) . . ?
C9 C8 C7 120.3(2) . . ?
C10 C9 C8 119.5(2) . . ?
C11 C10 C9 120.6(2) . . ?
C10 C11 C12 120.3(2) . . ?
C11 C12 C7 120.6(2) . . ?
C18 C13 C14 118.0(2) . . ?
C18 C13 P1 121.21(17) . . ?
C14 C13 P1 120.65(17) . . ?
C15 C14 C13 120.7(2) . . ?
C16 C15 C14 120.4(2) . . ?
C15 C16 C17 119.7(2) . . ?
C16 C17 C18 120.2(2) . . ?
C13 C18 C17 121.0(2) . . ?
C24 C19 C20 118.8(2) . . ?
C24 C19 P2 120.62(18) . . ?
C20 C19 P2 120.52(17) . . ?
C21 C20 C19 120.8(2) . . ?
C22 C21 C20 119.8(3) . . ?
C21 C22 C23 120.2(3) . . ?
C22 C23 C24 120.9(3) . . ?
C19 C24 C23 119.5(3) . . ?
C30 C25 C26 119.0(2) . . ?
C30 C25 P2 120.38(17) . . ?
C26 C25 P2 120.60(18) . . ?
C27 C26 C25 120.2(2) . . ?
C28 C27 C26 120.0(3) . . ?
C29 C28 C27 120.4(2) . . ?
C28 C29 C30 119.8(3) . . ?
C25 C30 C29 120.6(2) . . ?
C32 C31 C36 118.4(2) . . ?
C32 C31 P2 119.64(17) . . ?
C36 C31 P2 121.85(17) . . ?
C33 C32 C31 120.6(2) . . ?
C34 C33 C32 120.0(2) . . ?
C33 C34 C35 120.1(2) . . ?
C34 C35 C36 120.5(2) . . ?
C35 C36 C31 120.3(2) . . ?
O1 C1 Fe 179.1(2) . . ?
N1 C2 Fe 178.8(2) . . ?
N2 C3 Fe 177.7(2) . . ?
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
Fe C1 1.811(3) 3_675 ?
Fe C1 1.811(3) . ?
Fe C2 1.937(3) . ?
Fe C2 1.937(3) 3_675 ?
Fe C3 1.940(2) 3_675 ?
Fe C3 1.940(2) . ?
N1 C2 1.143(3) . ?
N2 C3 1.145(3) . ?
N3 P1 1.5741(18) . ?
N3 P2 1.5849(18) . ?
P1 C37 1.796(2) . ?
P1 C7 1.796(2) . ?
P1 C13 1.805(2) . ?
P2 C31 1.797(2) . ?
P2 C19 1.797(2) . ?
P2 C25 1.803(2) . ?
O1 C1 1.133(3) . ?
C37 C6 1.390(3) . ?
C37 C38 1.393(3) . ?
C38 C39 1.389(4) . ?
C39 C4 1.382(4) . ?
C4 C5 1.359(4) . ?
C5 C6 1.381(3) . ?
C7 C12 1.385(3) . ?
C7 C8 1.397(3) . ?
C8 C9 1.385(3) . ?
C9 C10 1.383(4) . ?
C10 C11 1.360(3) . ?
C11 C12 1.379(3) . ?
C13 C18 1.373(3) . ?
C13 C14 1.391(3) . ?
C14 C15 1.386(3) . ?
C15 C16 1.360(3) . ?
C16 C17 1.373(3) . ?
C17 C18 1.387(3) . ?
C19 C24 1.378(3) . ?
C19 C20 1.388(3) . ?
C20 C21 1.378(3) . ?
C21 C22 1.353(4) . ?
C22 C23 1.365(4) . ?
C23 C24 1.381(4) . ?
C25 C30 1.374(3) . ?
C25 C26 1.389(3) . ?
C26 C27 1.385(3) . ?
C27 C28 1.371(4) . ?
C28 C29 1.367(4) . ?
C29 C30 1.388(3) . ?
C31 C32 1.389(3) . ?
C31 C36 1.395(3) . ?
C32 C33 1.384(3) . ?
C33 C34 1.368(3) . ?
C34 C35 1.373(3) . ?
C35 C36 1.375(3) . ?
