#------------------------------------------------------------------------------
#$Date: 2016-03-21 06:40:12 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178528 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/33/4063307.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_4063307
loop_
_publ_author_name
'Sangit Kumar'
'Harkesh B. Singh'
'Gotthelf Wolmershäuser'
_publ_section_title
;
 Protection against Peroxynitrite-Mediated Nitration Reaction by
 Intramolecularly Coordinated Diorganoselenides
;
_journal_issue                   2
_journal_name_full               Organometallics
_journal_page_first              382
_journal_page_last               393
_journal_paper_doi               10.1021/om050353c
_journal_volume                  25
_journal_year                    2006
_chemical_formula_sum            'C24 H29 Fe N O Se'
_chemical_formula_weight         482.29
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                83.841(13)
_cell_angle_beta                 81.238(12)
_cell_angle_gamma                78.814(12)
_cell_formula_units_Z            2
_cell_length_a                   7.4339(7)
_cell_length_b                   10.4051(12)
_cell_length_c                   14.8043(16)
_cell_measurement_reflns_used    7825
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.5
_cell_measurement_theta_min      1.5
_cell_volume                     1106.7(2)
_computing_cell_refinement       'Stoe IPDS V2.63'
_computing_data_collection       'Stoe IPDS V2.63'
_computing_data_reduction        'Stoe IPDS V2.63'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Giacovazzo et al., 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.939
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_device       'Stoe IPDS'
_diffrn_measurement_method       Phi-Oscillation
_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  0.0839
_diffrn_reflns_av_sigmaI/netI    0.0897
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15535
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         2.79
_exptl_absorpt_coefficient_mu    2.340
_exptl_absorpt_correction_T_max  0.78452
_exptl_absorpt_correction_T_min  0.55819
_exptl_absorpt_correction_type   analytical
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'transparent needle'
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.412
_refine_diff_density_min         -0.454
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.824
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     258
_refine_ls_number_reflns         3923
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.824
_refine_ls_R_factor_all          0.0839
_refine_ls_R_factor_gt           0.0412
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0450P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0876
_refine_ls_wR_factor_ref         0.0965
_reflns_number_gt                2164
_reflns_number_total             3923
_reflns_threshold_expression     >2sigma(I)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0450P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0450P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4063307
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_calc_flag
_atom_site_refinement_flags
Se1 Se 0.59628(8) 0.44044(5) 0.88683(3) 0.0625(2) Uani 1 d .
Fe1 Fe 0.56145(9) 0.60456(6) 0.67699(4) 0.0484(2) Uani 1 d .
O1 O 0.5468(6) 0.2757(3) 0.6799(3) 0.0703(10) Uani 1 d .
N1 N 0.8501(5) 0.1963(3) 0.6871(2) 0.0468(9) Uani 1 d .
C1 C 0.3230(10) 0.5686(6) 0.6469(8) 0.110(3) Uani 1 d .
H1 H 0.3015 0.4857 0.6389 0.132 Uiso 1 calc R
C2 C 0.2952(9) 0.6288(12) 0.7305(6) 0.116(3) Uani 1 d .
H2 H 0.2519 0.5926 0.7880 0.139 Uiso 1 calc R
C3 C 0.3432(11) 0.7484(9) 0.7113(6) 0.118(3) Uani 1 d .
H3 H 0.3366 0.8095 0.7537 0.142 Uiso 1 calc R
C4 C 0.4017(10) 0.7651(6) 0.6216(5) 0.092(2) Uani 1 d .
H4 H 0.4451 0.8390 0.5923 0.110 Uiso 1 calc R
C5 C 0.3883(9) 0.6574(8) 0.5794(4) 0.088(2) Uani 1 d .
H5 H 0.4174 0.6460 0.5170 0.106 Uiso 1 calc R
C6 C 0.7376(6) 0.4306(4) 0.6893(3) 0.0400(10) Uani 1 d .
C7 C 0.7111(6) 0.4976(4) 0.7705(3) 0.0447(11) Uani 1 d .
C8 C 0.7681(7) 0.6196(4) 0.7472(3) 0.0546(13) Uani 1 d .
H8 H 0.7655 0.6831 0.7873 0.065 Uiso 1 calc R
C9 C 0.8296(7) 0.6284(4) 0.6526(3) 0.0559(13) Uani 1 d .
H9 H 0.8748 0.6992 0.6193 0.067 Uiso 1 calc R
C10 C 0.8119(6) 0.5145(4) 0.6171(3) 0.0479(11) Uani 1 d .
H10 H 0.8434 0.4959 0.5560 0.058 Uiso 1 calc R
C11 C 0.7019(7) 0.2939(4) 0.6852(3) 0.0470(11) Uani 1 d .
C12 C 0.8242(8) 0.0607(4) 0.6816(4) 0.0630(14) Uani 1 d .
H12 H 0.9474 0.0056 0.6805 0.076 Uiso 1 calc R
C13 C 0.7548(10) 0.0412(5) 0.5943(4) 0.088(2) Uani 1 d .
H13A H 0.6267 0.0815 0.5967 0.132 Uiso 1 calc R
H13B H 0.7680 -0.0511 0.5879 0.132 Uiso 1 calc R
H13C H 0.8254 0.0809 0.5429 0.132 Uiso 1 calc R
C14 C 0.7068(10) 0.0109(5) 0.7674(4) 0.093(2) Uani 1 d .
H14A H 0.7551 0.0264 0.8211 0.139 Uiso 1 calc R
H14B H 0.7103 -0.0816 0.7661 0.139 Uiso 1 calc R
H14C H 0.5813 0.0567 0.7690 0.139 Uiso 1 calc R
C15 C 1.0369(7) 0.2182(4) 0.6918(3) 0.0502(12) Uani 1 d .
H15 H 1.0254 0.3100 0.7049 0.060 Uiso 1 calc R
C16 C 1.1253(8) 0.1338(5) 0.7690(3) 0.0720(16) Uani 1 d .
H16A H 1.0391 0.1390 0.8244 0.108 Uiso 1 calc R
H16B H 1.2343 0.1649 0.7780 0.108 Uiso 1 calc R
H16C H 1.1584 0.0443 0.7535 0.108 Uiso 1 calc R
C17 C 1.1598(8) 0.2011(6) 0.6009(4) 0.0794(17) Uani 1 d .
H17A H 1.1699 0.1131 0.5843 0.119 Uiso 1 calc R
H17B H 1.2805 0.2172 0.6062 0.119 Uiso 1 calc R
H17C H 1.1070 0.2623 0.5545 0.119 Uiso 1 calc R
C18 C 0.8088(7) 0.3462(5) 0.9406(3) 0.0538(13) Uani 1 d .
C19 C 0.7900(8) 0.2365(5) 1.0005(3) 0.0626(14) Uani 1 d .
C20 C 0.9454(9) 0.1730(5) 1.0389(3) 0.0719(17) Uani 1 d .
H20 H 0.9361 0.0994 1.0798 0.086 Uiso 1 calc R
C21 C 1.1103(10) 0.2137(6) 1.0194(4) 0.0861(19) Uani 1 d .
H21 H 1.2126 0.1674 1.0453 0.103 Uiso 1 calc R
C22 C 1.1250(9) 0.3233(7) 0.9613(4) 0.090(2) Uani 1 d .
H22 H 1.2365 0.3538 0.9489 0.108 Uiso 1 calc R
C23 C 0.9751(9) 0.3880(5) 0.9215(4) 0.0748(17) Uani 1 d .
H23 H 0.9863 0.4615 0.8808 0.090 Uiso 1 calc R
C24 C 0.6126(8) 0.1859(6) 1.0238(4) 0.0862(19) Uani 1 d .
H24A H 0.6349 0.1006 1.0563 0.129 Uiso 1 calc R
H24B H 0.5635 0.1795 0.9685 0.129 Uiso 1 calc R
H24C H 0.5254 0.2450 1.0617 0.129 Uiso 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'
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'
Se Se -0.0929 2.2259 '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
C7 Se1 C18 100.5(2)
C2 Fe1 C1 41.5(3)
C2 Fe1 C7 108.0(2)
C1 Fe1 C7 125.2(3)
C2 Fe1 C8 123.9(3)
C1 Fe1 C8 161.8(4)
C7 Fe1 C8 40.83(17)
C2 Fe1 C6 122.8(3)
C1 Fe1 C6 108.0(2)
C7 Fe1 C6 41.26(16)
C8 Fe1 C6 68.95(17)
C2 Fe1 C4 66.0(3)
C1 Fe1 C4 66.6(3)
C7 Fe1 C4 156.5(3)
C8 Fe1 C4 121.9(3)
C6 Fe1 C4 161.4(3)
C2 Fe1 C9 160.0(4)
C1 Fe1 C9 156.6(4)
C7 Fe1 C9 68.39(18)
C8 Fe1 C9 40.58(19)
C6 Fe1 C9 68.36(17)
C4 Fe1 C9 109.0(2)
C2 Fe1 C3 39.2(4)
C1 Fe1 C3 67.2(3)
C7 Fe1 C3 122.5(3)
C8 Fe1 C3 108.5(3)
C6 Fe1 C3 158.0(3)
C4 Fe1 C3 38.5(3)
C9 Fe1 C3 124.8(4)
C2 Fe1 C10 159.0(4)
C1 Fe1 C10 122.3(3)
C7 Fe1 C10 68.62(17)
C8 Fe1 C10 68.01(19)
C6 Fe1 C10 40.95(16)
C4 Fe1 C10 125.3(3)
C9 Fe1 C10 39.85(19)
C3 Fe1 C10 160.1(4)
C2 Fe1 C5 67.6(3)
C1 Fe1 C5 40.0(3)
C7 Fe1 C5 162.1(3)
C8 Fe1 C5 156.2(3)
C6 Fe1 C5 125.2(2)
C4 Fe1 C5 39.3(3)
C9 Fe1 C5 121.8(3)
C3 Fe1 C5 65.9(3)
C10 Fe1 C5 108.9(2)
C11 N1 C15 123.4(4)
C11 N1 C12 118.4(4)
C15 N1 C12 118.1(4)
C5 C1 C2 106.6(6)
C5 C1 Fe1 71.5(4)
C2 C1 Fe1 68.9(4)
C3 C2 C1 107.3(6)
C3 C2 Fe1 71.6(4)
C1 C2 Fe1 69.6(4)
C4 C3 C2 109.2(8)
C4 C3 Fe1 70.8(4)
C2 C3 Fe1 69.2(4)
C3 C4 C5 109.9(7)
C3 C4 Fe1 70.7(3)
C5 C4 Fe1 71.0(3)
C4 C5 C1 107.0(6)
C4 C5 Fe1 69.7(3)
C1 C5 Fe1 68.5(4)
C10 C6 C7 106.7(4)
C10 C6 C11 128.3(4)
C7 C6 C11 125.0(4)
C10 C6 Fe1 69.8(2)
C7 C6 Fe1 68.9(2)
C11 C6 Fe1 128.8(3)
C8 C7 C6 108.1(4)
C8 C7 Se1 125.8(3)
C6 C7 Se1 125.8(3)
C8 C7 Fe1 69.9(2)
C6 C7 Fe1 69.9(2)
Se1 C7 Fe1 121.2(2)
C9 C8 C7 107.9(4)
C9 C8 Fe1 70.1(3)
C7 C8 Fe1 69.3(3)
C10 C9 C8 108.7(4)
C10 C9 Fe1 70.2(3)
C8 C9 Fe1 69.3(3)
C9 C10 C6 108.7(4)
C9 C10 Fe1 70.0(3)
C6 C10 Fe1 69.3(2)
O1 C11 N1 123.4(4)
O1 C11 C6 120.6(4)
N1 C11 C6 116.0(5)
N1 C12 C13 113.3(4)
N1 C12 C14 111.9(4)
C13 C12 C14 112.5(5)
N1 C15 C17 111.6(4)
N1 C15 C16 112.7(4)
C17 C15 C16 111.2(4)
C23 C18 C19 120.3(5)
C23 C18 Se1 120.8(4)
C19 C18 Se1 118.9(4)
C20 C19 C18 117.0(5)
C20 C19 C24 120.1(5)
C18 C19 C24 122.8(5)
C21 C20 C19 122.6(5)
C20 C21 C22 119.4(6)
C21 C22 C23 119.7(6)
C18 C23 C22 120.9(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Se1 C7 1.891(4)
Se1 C18 1.925(5)
Fe1 C2 1.995(7)
Fe1 C1 2.004(7)
Fe1 C7 2.013(4)
Fe1 C8 2.020(5)
Fe1 C6 2.026(4)
Fe1 C4 2.026(5)
Fe1 C9 2.030(5)
Fe1 C3 2.025(6)
Fe1 C10 2.032(4)
Fe1 C5 2.042(6)
O1 C11 1.220(6)
N1 C11 1.347(5)
N1 C15 1.463(6)
N1 C12 1.472(6)
C1 C5 1.384(10)
C1 C2 1.416(11)
C2 C3 1.350(12)
C3 C4 1.336(10)
C4 C5 1.368(9)
C6 C10 1.419(6)
C6 C7 1.423(6)
C6 C11 1.507(6)
C7 C8 1.407(6)
C8 C9 1.404(6)
C9 C10 1.384(6)
C12 C13 1.509(7)
C12 C14 1.530(7)
C15 C17 1.514(6)
C15 C16 1.516(6)
C18 C23 1.369(7)
C18 C19 1.385(6)
C19 C20 1.385(7)
C19 C24 1.492(8)
C20 C21 1.355(8)
C21 C22 1.363(8)
C22 C23 1.367(8)
