#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:39:36 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179758 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/54/7005477.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_7005477
loop_
_publ_author_name
'Dillinger, Sandra A. T.'
'Schmalle, Helmut W.'
'Fox, Thomas'
'Berke, Heinz'
_publ_section_title
;
 Developing iron nitrosyl complexes as NO donor prodrugs.
;
_journal_issue                   32
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3562
_journal_page_last               3571
_journal_paper_doi               10.1039/b702461d
_journal_year                    2007
_chemical_formula_moiety         'C12 H24 Fe N8 O2 P2, C4 H8 O'
_chemical_formula_sum            'C16 H32 Fe N8 O3 P2'
_chemical_formula_weight         502.29
_chemical_name_common
;
Dinitrosyl-bis(1,3,5-triaza-7-phosphatricyclo(3,3,1,1)decane)
iron(ii) tetrahydrofurane
;
_chemical_name_systematic
;
Dinitrosyl-bis(1,3,5-triaza-7-phosphatricyclo[3,3,1,1]decane)
iron(II) tetrahydrofurane
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 115.104(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.4660(9)
_cell_length_b                   6.5409(4)
_cell_length_c                   19.0131(9)
_cell_measurement_reflns_used    8000
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      30.3
_cell_measurement_theta_min      3.0
_cell_volume                     2192.2(2)
_computing_cell_refinement       'Stoe IPDS software'
_computing_data_collection       'Stoe IPDS software'
_computing_data_reduction        'XRED (Stoe & Cie, 1999)'
_computing_molecular_graphics    'PLATON, PLUTON (Spek, 1990, 2005)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Stoe IPDS diffractometer'
_diffrn_measurement_method       'φ oscillation scan'
_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  0.0908
_diffrn_reflns_av_sigmaI/netI    0.0560
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            12492
_diffrn_reflns_theta_full        30.28
_diffrn_reflns_theta_max         30.28
_diffrn_reflns_theta_min         3.32
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count ' image'
_diffrn_standards_interval_time  5.0
_diffrn_standards_number         '50 to 200'
_exptl_absorpt_coefficient_mu    0.870
_exptl_absorpt_correction_T_max  0.9180
_exptl_absorpt_correction_T_min  0.8054
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'Coppens et al. 1965'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.892
_refine_diff_density_min         -0.728
_refine_diff_density_rms         0.104
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.883
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     131
_refine_ls_number_reflns         3253
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      0.912
_refine_ls_R_factor_all          0.0676
_refine_ls_R_factor_gt           0.0458
_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)+(0.0830P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1164
_refine_ls_wR_factor_ref         0.1215
_reflns_number_gt                2151
_reflns_number_total             3253
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b702461d.txt
_cod_data_source_block           3
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7005477
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.5000 0.59342(7) 0.2500 0.01710(14) Uani 1 d S . .
P1 P 0.55391(3) 0.38823(9) 0.19427(3) 0.01566(15) Uani 1 d . . .
N1 N 0.57223(14) 0.7128(3) 0.31816(15) 0.0296(5) Uani 1 d . . .
O1 O 0.62313(14) 0.8105(4) 0.36410(17) 0.0582(8) Uani 1 d . . .
N2 N 0.69049(12) 0.2320(4) 0.20446(13) 0.0252(5) Uani 1 d . . .
N3 N 0.57457(12) 0.0434(3) 0.12096(13) 0.0198(4) Uani 1 d . . .
N4 N 0.60326(14) 0.3745(3) 0.07709(13) 0.0231(5) Uani 1 d . . .
C1 C 0.68151(16) 0.3526(4) 0.13606(17) 0.0280(6) Uani 1 d . . .
H1A H 0.7027 0.4907 0.1535 0.034 Uiso 1 calc R . .
H1B H 0.7119 0.2880 0.1116 0.034 Uiso 1 calc R . .
C2 C 0.65415(15) 0.0317(4) 0.17824(16) 0.0247(5) Uani 1 d . . .
H2A H 0.6833 -0.0456 0.1552 0.030 Uiso 1 calc R . .
H2B H 0.6566 -0.0458 0.2240 0.030 Uiso 1 calc R . .
C3 C 0.57061(16) 0.1682(4) 0.05565(15) 0.0232(5) Uani 1 d . . .
H3A H 0.5168 0.1815 0.0182 0.028 Uiso 1 calc R . .
H3B H 0.5975 0.0959 0.0290 0.028 Uiso 1 calc R . .
C4 C 0.55781(15) 0.4979(4) 0.10655(14) 0.0203(5) Uani 1 d . . .
H4A H 0.5055 0.5102 0.0653 0.024 Uiso 1 calc R . .
H4B H 0.5796 0.6371 0.1187 0.024 Uiso 1 calc R . .
C5 C 0.65656(15) 0.3398(4) 0.25002(15) 0.0238(5) Uani 1 d . . .
H5A H 0.6830 0.4720 0.2681 0.029 Uiso 1 calc R . .
H5B H 0.6644 0.2573 0.2965 0.029 Uiso 1 calc R . .
C6 C 0.52609(15) 0.1254(3) 0.15646(15) 0.0207(5) Uani 1 d . . .
H6A H 0.5296 0.0347 0.1995 0.025 Uiso 1 calc R . .
H6B H 0.4727 0.1261 0.1172 0.025 Uiso 1 calc R . .
C91 C 0.7344(4) 0.5746(13) -0.0257(6) 0.0426(8) Uiso 0.50 d PD . .
H91A H 0.7513 0.4755 0.0177 0.051 Uiso 0.50 calc PR . .
H91B H 0.7035 0.5014 -0.0746 0.051 Uiso 0.50 calc PR . .
C81 C 0.6893(4) 0.7438(11) -0.0122(5) 0.0426(8) Uiso 0.50 d PD . .
H81A H 0.6684 0.7006 0.0248 0.051 Uiso 0.50 calc PR . .
H81B H 0.6470 0.7866 -0.0614 0.051 Uiso 0.50 calc PR . .
O21 O 0.7992(3) 0.6718(10) -0.0307(3) 0.0585(14) Uiso 0.50 d PD . .
C82 C 0.8212(4) 0.8296(12) 0.0277(4) 0.0426(8) Uiso 0.50 d PD . .
H82A H 0.8512 0.9373 0.0168 0.051 Uiso 0.50 calc PR . .
H82B H 0.8515 0.7725 0.0800 0.051 Uiso 0.50 calc PR . .
C92 C 0.7460(4) 0.9137(13) 0.0214(6) 0.0426(8) Uiso 0.50 d PD . .
H92A H 0.7308 1.0349 -0.0130 0.051 Uiso 0.50 calc PR . .
H92B H 0.7500 0.9536 0.0732 0.051 Uiso 0.50 calc PR . .
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'
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'
P P 0.1023 0.0942 '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
N1 Fe1 N1 123.49(17) . 2_655 ?
N1 Fe1 P1 104.02(8) . . ?
N1 Fe1 P1 109.14(9) 2_655 . ?
N1 Fe1 P1 109.14(9) . 2_655 ?
N1 Fe1 P1 104.01(8) 2_655 2_655 ?
P1 Fe1 P1 105.96(4) . 2_655 ?
C4 P1 C5 97.80(12) . . ?
C4 P1 C6 97.30(11) . . ?
C5 P1 C6 97.49(12) . . ?
C4 P1 Fe1 113.80(8) . . ?
C5 P1 Fe1 116.28(8) . . ?
C6 P1 Fe1 128.60(9) . . ?
O1 N1 Fe1 175.5(3) . . ?
C1 N2 C5 110.5(2) . . ?
C1 N2 C2 108.6(2) . . ?
C5 N2 C2 110.8(2) . . ?
C3 N3 C2 108.5(2) . . ?
C3 N3 C6 111.88(19) . . ?
C2 N3 C6 111.0(2) . . ?
C1 N4 C4 111.1(2) . . ?
C1 N4 C3 108.0(2) . . ?
C4 N4 C3 110.4(2) . . ?
N4 C1 N2 115.2(2) . . ?
N4 C1 H1A 108.5 . . ?
N2 C1 H1A 108.5 . . ?
N4 C1 H1B 108.5 . . ?
N2 C1 H1B 108.5 . . ?
H1A C1 H1B 107.5 . . ?
N3 C2 N2 114.1(2) . . ?
N3 C2 H2A 108.7 . . ?
N2 C2 H2A 108.7 . . ?
N3 C2 H2B 108.7 . . ?
N2 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
N3 C3 N4 114.6(2) . . ?
N3 C3 H3A 108.6 . . ?
N4 C3 H3A 108.6 . . ?
N3 C3 H3B 108.6 . . ?
N4 C3 H3B 108.6 . . ?
H3A C3 H3B 107.6 . . ?
N4 C4 P1 113.11(16) . . ?
N4 C4 H4A 109.0 . . ?
P1 C4 H4A 109.0 . . ?
N4 C4 H4B 109.0 . . ?
P1 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
N2 C5 P1 112.96(17) . . ?
N2 C5 H5A 109.0 . . ?
P1 C5 H5A 109.0 . . ?
N2 C5 H5B 109.0 . . ?
P1 C5 H5B 109.0 . . ?
H5A C5 H5B 107.8 . . ?
N3 C6 P1 112.12(16) . . ?
N3 C6 H6A 109.2 . . ?
P1 C6 H6A 109.2 . . ?
N3 C6 H6B 109.2 . . ?
P1 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
O21 C91 C81 106.0(6) . . ?
O21 C91 H91A 110.5 . . ?
C81 C91 H91A 110.5 . . ?
O21 C91 H91B 110.5 . . ?
C81 C91 H91B 110.5 . . ?
H91A C91 H91B 108.7 . . ?
C91 C81 C92 103.9(5) . . ?
C91 C81 H81A 111.0 . . ?
C92 C81 H81A 111.0 . . ?
C91 C81 H81B 111.0 . . ?
C92 C81 H81B 111.0 . . ?
H81A C81 H81B 109.0 . . ?
C82 O21 C91 104.4(6) . . ?
O21 C82 C92 103.7(6) . . ?
O21 C82 H82A 111.0 . . ?
C92 C82 H82A 111.0 . . ?
O21 C82 H82B 111.0 . . ?
C92 C82 H82B 111.0 . . ?
H82A C82 H82B 109.0 . . ?
C82 C92 C81 106.0(6) . . ?
C82 C92 H92A 110.5 . . ?
C81 C92 H92A 110.5 . . ?
C82 C92 H92B 110.5 . . ?
C81 C92 H92B 110.5 . . ?
H92A C92 H92B 108.7 . . ?
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 N1 1.649(2) . ?
Fe1 N1 1.649(2) 2_655 ?
Fe1 P1 2.2290(6) . ?
Fe1 P1 2.2291(6) 2_655 ?
P1 C4 1.846(2) . ?
P1 C5 1.849(3) . ?
P1 C6 1.853(2) . ?
N1 O1 1.191(3) . ?
N2 C1 1.467(4) . ?
N2 C5 1.473(3) . ?
N2 C2 1.472(3) . ?
N3 C3 1.461(3) . ?
N3 C2 1.470(3) . ?
N3 C6 1.475(3) . ?
N4 C1 1.466(4) . ?
N4 C4 1.472(3) . ?
N4 C3 1.473(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C91 O21 1.449(8) . ?
C91 C81 1.501(9) . ?
C91 H91A 0.9900 . ?
C91 H91B 0.9900 . ?
C81 C92 1.505(9) . ?
C81 H81A 0.9900 . ?
C81 H81B 0.9900 . ?
O21 C82 1.441(8) . ?
C82 C92 1.520(9) . ?
C82 H82A 0.9900 . ?
C82 H82B 0.9900 . ?
C92 H92A 0.9900 . ?
C92 H92B 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Fe1 P1 C4 -95.18(13) . . . . ?
N1 Fe1 P1 C4 38.35(13) 2_655 . . . ?
P1 Fe1 P1 C4 149.81(10) 2_655 . . . ?
N1 Fe1 P1 C5 17.36(14) . . . . ?
N1 Fe1 P1 C5 150.88(13) 2_655 . . . ?
P1 Fe1 P1 C5 -97.66(10) 2_655 . . . ?
N1 Fe1 P1 C6 142.83(14) . . . . ?
N1 Fe1 P1 C6 -83.65(14) 2_655 . . . ?
P1 Fe1 P1 C6 27.81(11) 2_655 . . . ?
N1 Fe1 N1 O1 -22(3) 2_655 . . . ?
P1 Fe1 N1 O1 103(3) . . . . ?
P1 Fe1 N1 O1 -144(3) 2_655 . . . ?
C4 N4 C1 N2 66.9(3) . . . . ?
C3 N4 C1 N2 -54.2(3) . . . . ?
C5 N2 C1 N4 -67.4(3) . . . . ?
C2 N2 C1 N4 54.2(3) . . . . ?
C3 N3 C2 N2 55.1(3) . . . . ?
C6 N3 C2 N2 -68.2(3) . . . . ?
C1 N2 C2 N3 -54.1(3) . . . . ?
C5 N2 C2 N3 67.4(3) . . . . ?
C2 N3 C3 N4 -55.8(3) . . . . ?
C6 N3 C3 N4 67.0(3) . . . . ?
C1 N4 C3 N3 55.0(3) . . . . ?
C4 N4 C3 N3 -66.6(3) . . . . ?
C1 N4 C4 P1 -59.0(2) . . . . ?
C3 N4 C4 P1 60.8(2) . . . . ?
C5 P1 C4 N4 48.3(2) . . . . ?
C6 P1 C4 N4 -50.4(2) . . . . ?
Fe1 P1 C4 N4 171.56(14) . . . . ?
C1 N2 C5 P1 60.1(3) . . . . ?
C2 N2 C5 P1 -60.3(3) . . . . ?
C4 P1 C5 N2 -49.0(2) . . . . ?
C6 P1 C5 N2 49.5(2) . . . . ?
Fe1 P1 C5 N2 -170.44(16) . . . . ?
C3 N3 C6 P1 -60.2(2) . . . . ?
C2 N3 C6 P1 61.2(2) . . . . ?
C4 P1 C6 N3 49.3(2) . . . . ?
C5 P1 C6 N3 -49.6(2) . . . . ?
Fe1 P1 C6 N3 177.79(12) . . . . ?
O21 C91 C81 C92 -22.1(11) . . . . ?
C81 C91 O21 C82 39.0(8) . . . . ?
C91 O21 C82 C92 -39.2(7) . . . . ?
O21 C82 C92 C81 25.1(9) . . . . ?
C91 C81 C92 C82 -1.9(11) . . . . ?
