#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/99/7009909.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_7009909
loop_
_publ_author_name
'Georgopoulou, Alexandra S.'
'Mingos, D. Michael P.'
'White, Andrew J. P.'
'Williams, David J.'
'Horrocks, Benjamin R.'
'Houlton, Andrew'
_publ_section_title
;
 Bifunctional ferrocene derivatives for molecular recognition of DNA
 duplexes
;
_journal_issue                   17
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              2969
_journal_paper_doi               10.1039/b004295l
_journal_year                    2000
_chemical_formula_sum            'C18 H16 Fe N2 O2'
_chemical_formula_weight         348.18
_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
_cell_angle_alpha                116.293(6)
_cell_angle_beta                 93.363(5)
_cell_angle_gamma                102.472(6)
_cell_formula_units_Z            2
_cell_length_a                   8.1474(4)
_cell_length_b                   9.5438(10)
_cell_length_c                   10.7708(7)
_cell_measurement_reflns_used    31
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      36.74
_cell_measurement_theta_min      11.35
_cell_volume                     721.66(11)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_sigmaI/netI    0.0428
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            2207
_diffrn_reflns_theta_max         59.93
_diffrn_reflns_theta_min         4.65
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    8.476
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_description       prisms
_exptl_crystal_F_000             360
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.550
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       0.0051(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.065
_refine_ls_goodness_of_fit_obs   1.095
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         1975
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_restrained_S_obs      1.095
_refine_ls_R_factor_all          0.0538
_refine_ls_R_factor_obs          0.0440
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0658P)²+0.2211P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1108
_refine_ls_wR_factor_obs         0.1048
_reflns_number_observed          1772
_reflns_number_total             2038
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            b004295l.txt
_cod_data_source_block           MM9902
_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^)+(0.0658P)^2^+0.2211P] 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^)+(0.0658P)^2^+0.2211P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        721.66(10)
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C18 H16 N2 O2 Fe'
_cod_database_code               7009909
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Fe Fe 0.39306(7) 0.20116(7) 0.24578(6) 0.0352(2) Uani 1 d . .
C1 C 0.5091(5) 0.0275(5) 0.2292(5) 0.0455(9) Uani 1 d . .
H1A H 0.4758(5) -0.0808(5) 0.1609(5) 0.055 Uiso 1 calc R .
C2 C 0.6274(5) 0.1548(6) 0.2221(5) 0.0517(10) Uani 1 d . .
H2A H 0.6854(5) 0.1446(6) 0.1480(5) 0.062 Uiso 1 calc R .
C3 C 0.6429(5) 0.3006(6) 0.3469(5) 0.0516(10) Uani 1 d . .
H3A H 0.7124(5) 0.4023(6) 0.3685(5) 0.062 Uiso 1 calc R .
C4 C 0.5343(5) 0.2651(5) 0.4334(4) 0.0422(9) Uani 1 d . .
H4A H 0.5206(5) 0.3388(5) 0.5216(4) 0.051 Uiso 1 calc R .
C5 C 0.4495(5) 0.0949(5) 0.3599(4) 0.0376(8) Uani 1 d . .
C6 C 0.1789(5) 0.0791(5) 0.0974(4) 0.0453(9) Uani 1 d . .
H6A H 0.1483(5) -0.0307(5) 0.0330(4) 0.054 Uiso 1 calc R .
C7 C 0.2733(6) 0.2052(6) 0.0752(5) 0.0540(11) Uani 1 d . .
H7A H 0.3160(6) 0.1934(6) -0.0060(5) 0.065 Uiso 1 calc R .
C8 C 0.2918(6) 0.3527(6) 0.1976(5) 0.0541(11) Uani 1 d . .
H8A H 0.3500(6) 0.4549(6) 0.2112(5) 0.065 Uiso 1 calc R .
C9 C 0.2064(5) 0.3193(5) 0.2975(4) 0.0436(9) Uani 1 d . .
H9A H 0.1973(5) 0.3952(5) 0.3865(4) 0.052 Uiso 1 calc R .
C10 C 0.1379(5) 0.1480(5) 0.2354(4) 0.0406(8) Uani 1 d . .
C11 C 0.3047(5) 0.0024(5) 0.3994(4) 0.0405(8) Uani 1 d . .
H11A H 0.2621(5) -0.1072(5) 0.3227(4) 0.049 Uiso 1 calc R .
H11B H 0.3489(5) -0.0050(5) 0.4813(4) 0.049 Uiso 1 calc R .
C12 C 0.0532(5) 0.0507(5) 0.3047(4) 0.0428(9) Uani 1 d . .
H12A H -0.0511(5) 0.0801(5) 0.3306(4) 0.051 Uiso 1 calc R .
H12B H 0.0223(5) -0.0637(5) 0.2373(4) 0.051 Uiso 1 calc R .
N13 N 0.1623(4) 0.0767(4) 0.4305(3) 0.0385(7) Uani 1 d . .
C14 C 0.1672(4) 0.2012(4) 0.5623(4) 0.0355(8) Uani 1 d . .
C15 C 0.2970(5) 0.2448(5) 0.6762(4) 0.0417(9) Uani 1 d . .
H15A H 0.3804(5) 0.1889(5) 0.6618(4) 0.050 Uiso 1 calc R .
C16 C 0.3023(5) 0.3682(5) 0.8080(4) 0.0427(9) Uani 1 d . .
H16A H 0.3890(5) 0.3955(5) 0.8815(4) 0.051 Uiso 1 calc R .
C17 C 0.1796(5) 0.4511(5) 0.8311(4) 0.0396(8) Uani 1 d . .
C18 C 0.0482(5) 0.4109(5) 0.7235(5) 0.0443(9) Uani 1 d . .
H18A H -0.0355(5) 0.4665(5) 0.7407(5) 0.053 Uiso 1 calc R .
C19 C 0.0421(5) 0.2880(5) 0.5908(4) 0.0416(9) Uani 1 d . .
H19A H -0.0459(5) 0.2618(5) 0.5187(4) 0.050 Uiso 1 calc R .
N20 N 0.1898(5) 0.5858(4) 0.9694(4) 0.0489(8) Uani 1 d . .
O21 O 0.3077(5) 0.6184(4) 1.0636(4) 0.0677(9) Uani 1 d . .
O22 O 0.0819(5) 0.6614(4) 0.9870(4) 0.0686(9) Uani 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 '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
C5 Fe C10 98.6(2) . . ?
C5 Fe C6 115.9(2) . . ?
C10 Fe C6 41.4(2) . . ?
C5 Fe C1 41.6(2) . . ?
C10 Fe C1 117.5(2) . . ?
C6 Fe C1 104.3(2) . . ?
C5 Fe C4 41.7(2) . . ?
C10 Fe C4 116.0(2) . . ?
C6 Fe C4 152.4(2) . . ?
C1 Fe C4 69.6(2) . . ?
C5 Fe C8 157.0(2) . . ?
C10 Fe C8 68.8(2) . . ?
C6 Fe C8 68.0(2) . . ?
C1 Fe C8 161.3(2) . . ?
C4 Fe C8 125.2(2) . . ?
C5 Fe C9 117.3(2) . . ?
C10 Fe C9 41.1(2) . . ?
C6 Fe C9 68.9(2) . . ?
C1 Fe C9 154.2(2) . . ?
C4 Fe C9 104.4(2) . . ?
C8 Fe C9 40.9(2) . . ?
C5 Fe C7 154.4(2) . . ?
C10 Fe C7 68.9(2) . . ?
C6 Fe C7 40.3(2) . . ?
C1 Fe C7 123.1(2) . . ?
C4 Fe C7 163.9(2) . . ?
C8 Fe C7 40.3(2) . . ?
C9 Fe C7 68.6(2) . . ?
C5 Fe C3 69.1(2) . . ?
C10 Fe C3 154.9(2) . . ?
C6 Fe C3 163.6(2) . . ?
C1 Fe C3 68.5(2) . . ?
C4 Fe C3 40.7(2) . . ?
C8 Fe C3 114.0(2) . . ?
C9 Fe C3 124.0(2) . . ?
C7 Fe C3 130.5(2) . . ?
C5 Fe C2 69.0(2) . . ?
C10 Fe C2 156.6(2) . . ?
C6 Fe C2 125.0(2) . . ?
C1 Fe C2 40.5(2) . . ?
C4 Fe C2 68.5(2) . . ?
C8 Fe C2 129.1(2) . . ?
C9 Fe C2 162.3(2) . . ?
C7 Fe C2 113.6(2) . . ?
C3 Fe C2 40.3(2) . . ?
C2 C1 C5 107.8(4) . . ?
C2 C1 Fe 70.9(3) . . ?
C5 C1 Fe 68.1(2) . . ?
C1 C2 C3 108.5(4) . . ?
C1 C2 Fe 68.6(2) . . ?
C3 C2 Fe 69.8(2) . . ?
C2 C3 C4 108.4(4) . . ?
C2 C3 Fe 69.9(2) . . ?
C4 C3 Fe 68.7(2) . . ?
C3 C4 C5 107.5(4) . . ?
C3 C4 Fe 70.7(2) . . ?
C5 C4 Fe 68.0(2) . . ?
C1 C5 C4 107.8(3) . . ?
C1 C5 C11 124.1(4) . . ?
C4 C5 C11 127.6(3) . . ?
C1 C5 Fe 70.3(2) . . ?
C4 C5 Fe 70.3(2) . . ?
C11 C5 Fe 118.6(3) . . ?
C7 C6 C10 108.5(4) . . ?
C7 C6 Fe 70.7(2) . . ?
C10 C6 Fe 68.9(2) . . ?
C6 C7 C8 108.0(4) . . ?
C6 C7 Fe 68.9(2) . . ?
C8 C7 Fe 69.6(2) . . ?
C7 C8 C9 108.8(4) . . ?
C7 C8 Fe 70.1(3) . . ?
C9 C8 Fe 69.6(2) . . ?
C10 C9 C8 107.1(4) . . ?
C10 C9 Fe 68.4(2) . . ?
C8 C9 Fe 69.5(2) . . ?
C9 C10 C6 107.6(4) . . ?
C9 C10 C12 127.5(4) . . ?
C6 C10 C12 124.7(4) . . ?
C9 C10 Fe 70.6(2) . . ?
C6 C10 Fe 69.7(2) . . ?
C12 C10 Fe 120.3(3) . . ?
N13 C11 C5 113.7(3) . . ?
N13 C12 C10 113.2(3) . . ?
C14 N13 C11 120.8(3) . . ?
C14 N13 C12 122.1(3) . . ?
C11 N13 C12 113.6(3) . . ?
N13 C14 C19 122.0(3) . . ?
N13 C14 C15 121.0(3) . . ?
C19 C14 C15 117.0(4) . . ?
C16 C15 C14 121.3(4) . . ?
C17 C16 C15 120.0(4) . . ?
C16 C17 C18 120.9(4) . . ?
C16 C17 N20 119.7(4) . . ?
C18 C17 N20 119.4(4) . . ?
C19 C18 C17 119.6(4) . . ?
C18 C19 C14 121.2(4) . . ?
O22 N20 O21 123.1(4) . . ?
O22 N20 C17 118.8(4) . . ?
O21 N20 C17 118.1(4) . . ?
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 C5 1.998(4) . ?
Fe C10 2.015(4) . ?
Fe C6 2.025(4) . ?
Fe C1 2.026(4) . ?
Fe C4 2.028(4) . ?
Fe C8 2.042(4) . ?
Fe C9 2.044(4) . ?
Fe C7 2.049(4) . ?
Fe C3 2.054(4) . ?
Fe C2 2.056(4) . ?
C1 C2 1.413(6) . ?
C1 C5 1.430(6) . ?
C2 C3 1.416(7) . ?
C3 C4 1.418(6) . ?
C4 C5 1.434(6) . ?
C5 C11 1.515(5) . ?
C6 C7 1.404(7) . ?
C6 C10 1.429(6) . ?
C7 C8 1.408(7) . ?
C8 C9 1.427(6) . ?
C9 C10 1.423(6) . ?
C10 C12 1.514(6) . ?
C11 N13 1.467(5) . ?
C12 N13 1.468(5) . ?
N13 C14 1.381(5) . ?
C14 C19 1.412(5) . ?
C14 C15 1.415(5) . ?
C15 C16 1.376(6) . ?
C16 C17 1.372(6) . ?
C17 C18 1.385(6) . ?
C17 N20 1.457(5) . ?
C18 C19 1.380(6) . ?
N20 O22 1.225(5) . ?
N20 O21 1.235(5) . ?
