#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/77/2207701.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2207701
loop_
_publ_author_name
'Hong-Xing Wang'
'Hui-Chao Zhou'
'Hong-Fei Wu'
'Ying-Jie Li'
'Feng-Ying Geng'
_publ_section_title
;
 1-Chloromercurio-2-{(2-chlorophenyl)[(3-chlorophenyl)imino]methyl}ferrocene
;
_journal_coeditor_code           XU6064
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2570
_journal_page_last               m2571
_journal_paper_doi               10.1107/S1600536805036287
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '[Fe Hg (C5 H5) (C18 H11 Cl2 N) Cl]'
_chemical_formula_moiety         'C23 H16 Cl3 Fe Hg N'
_chemical_formula_sum            'C23 H16 Cl3 Fe Hg N'
_chemical_formula_weight         669.16
_chemical_melting_point          502
_chemical_name_systematic
;
1-Chloromercurio-2-{(2-chlorophenyl)[(3-chlorophenyl)imino]methyl}ferrocene
;
_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                90.700(3)
_cell_angle_beta                 102.656(3)
_cell_angle_gamma                107.516(3)
_cell_formula_units_Z            2
_cell_length_a                   8.5489(16)
_cell_length_b                   9.1426(18)
_cell_length_c                   15.213(3)
_cell_measurement_reflns_used    3094
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      26.3
_cell_measurement_theta_min      2.6
_cell_volume                     1102.4(4)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 2003)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 1998)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.025
_diffrn_reflns_av_sigmaI/netI    0.048
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5596
_diffrn_reflns_theta_full        25.0
_diffrn_reflns_theta_max         25.0
_diffrn_reflns_theta_min         1.4
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    7.985
_exptl_absorpt_correction_T_max  0.238
_exptl_absorpt_correction_T_min  0.175
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    2.016
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             636
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         1.16
_refine_diff_density_min         -1.62
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         3842
_refine_ls_number_restraints     48
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.050
_refine_ls_R_factor_gt           0.035
_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)+(0.049P)²+0.0748P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.085
_refine_ls_wR_factor_ref         0.094
_reflns_number_gt                3057
_reflns_number_total             3842
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            xu6064.cif
_cod_data_source_block           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:

'_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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1102.5(4)
_cod_database_code               2207701
_cod_database_fobs_code          2207701
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Hg1 0.23996(3) 0.52897(3) 0.454982(16) 0.05932(13) Uani d . 1 A . Hg
Fe1 0.18853(11) 0.16683(10) 0.34247(6) 0.0485(2) Uani d . 1 A . Fe
Cl1 0.1268(3) 0.7202(3) 0.47773(15) 0.0852(6) Uani d . 1 . . Cl
Cl3 0.0749(4) 0.8072(4) 0.02571(17) 0.1172(10) Uani d . 1 A . Cl
N1 0.3678(7) 0.5798(6) 0.2938(3) 0.0484(13) Uani d . 1 A . N
C1 0.4146(7) 0.4636(7) 0.2838(4) 0.0415(14) Uani d D 1 . . C
Cl2 0.7932(3) 0.5377(3) 0.3022(2) 0.0839(10) Uani d PD 0.886(6) A 1 Cl
C2 0.4716(6) 0.4258(6) 0.2012(3) 0.0465(18) Uani d PGD 0.886(6) A 1 C
C3 0.6420(5) 0.4544(3) 0.2046(3) 0.057(2) Uani d PGD 0.886(6) A 1 C
C4 0.6927(6) 0.4159(7) 0.1291(4) 0.076(3) Uani d PGD 0.886(6) A 1 C
H4A 0.8068 0.4351 0.1313 0.091 Uiso calc PR 0.886(6) A 1 H
C5 0.5729(9) 0.3489(7) 0.0501(4) 0.084(3) Uani d PGD 0.886(6) A 1 C
H5A 0.6068 0.3232 -0.0004 0.101 Uiso calc PR 0.886(6) A 1 H
C6 0.4025(8) 0.3203(6) 0.0467(3) 0.075(3) Uani d PGD 0.886(6) A 1 C
H6A 0.3223 0.2755 -0.0061 0.090 Uiso calc PR 0.886(6) A 1 H
C7 0.3518(5) 0.3587(6) 0.1223(3) 0.055(2) Uani d PGD 0.886(6) A 1 C
H7A 0.2377 0.3396 0.1200 0.066 Uiso calc PR 0.886(6) A 1 H
C8 0.3801(8) 0.6937(7) 0.2314(4) 0.0442(14) Uani d . 1 . . C
C9 0.5306(9) 0.8093(8) 0.2352(5) 0.0620(19) Uani d . 1 A . C
H9 0.6275 0.8098 0.2776 0.074 Uiso calc R 1 . . H
C10 0.5372(11) 0.9220(9) 0.1773(6) 0.081(3) Uani d . 1 . . C
H10 0.6385 1.0002 0.1821 0.098 Uiso calc R 1 A . H
C11 0.3999(12) 0.9240(9) 0.1126(6) 0.075(2) Uani d . 1 A . C
H11 0.4069 1.0002 0.0724 0.091 Uiso calc R 1 . . H
C12 0.2516(10) 0.8100(9) 0.1087(5) 0.063(2) Uani d . 1 . . C
C13 0.2376(9) 0.6949(8) 0.1670(5) 0.0556(17) Uani d . 1 A . C
H13 0.1347 0.6194 0.1633 0.067 Uiso calc R 1 . . H
C14 0.3992(7) 0.3502(7) 0.3518(4) 0.0482(16) Uani d . 1 A . C
C15 0.3312(8) 0.3574(8) 0.4311(4) 0.0558(19) Uani d . 1 . . C
C16 0.3300(9) 0.2185(10) 0.4719(5) 0.070(2) Uani d . 1 A . C
H16 0.2923 0.1911 0.5240 0.084 Uiso calc R 1 . . H
C17 0.3932(10) 0.1287(10) 0.4230(7) 0.082(3) Uani d . 1 . . C
H17 0.4035 0.0328 0.4370 0.099 Uiso calc R 1 A . H
C18 0.4393(8) 0.2088(8) 0.3477(6) 0.0620(19) Uani d . 1 A . C
H18 0.4862 0.1757 0.3045 0.074 Uiso calc R 1 . . H
C19 -0.0583(9) 0.1627(9) 0.3149(5) 0.064(2) Uani d . 1 . . C
H19 -0.1009 0.2304 0.3410 0.077 Uiso calc R 1 A . H
C20 -0.0414(10) 0.0219(10) 0.3476(6) 0.082(3) Uani d . 1 A . C
H20 -0.0705 -0.0199 0.3995 0.099 Uiso calc R 1 . . H
C21 0.0269(12) -0.0416(9) 0.2875(7) 0.085(3) Uani d . 1 . . C
H21 0.0511 -0.1342 0.2922 0.102 Uiso calc R 1 A . H
C22 0.0526(10) 0.0559(9) 0.2197(6) 0.074(2) Uani d . 1 A . C
H22 0.0972 0.0402 0.1712 0.088 Uiso calc R 1 . . H
C23 0.0013(8) 0.1797(8) 0.2362(5) 0.0555(17) Uani d . 1 A . C
H23 0.0056 0.2620 0.2005 0.067 Uiso calc R 1 . . H
Cl2' 0.276(2) 0.340(3) 0.0924(12) 0.066(7) Uani d PD 0.114(6) A 2 Cl
C2' 0.5439(17) 0.456(5) 0.2322(13) 0.0465(18) Uani d PGU 0.114(6) A 2 C
C3' 0.492(2) 0.396(5) 0.1423(14) 0.067(18) Uani d PGDU 0.114(6) A 2 C
C4' 0.610(3) 0.392(6) 0.0938(17) 0.06(2) Uani d PGU 0.114(6) A 2 C
H4'A 0.5755 0.3520 0.0336 0.068 Uiso calc PR 0.114(6) A 2 H
C5' 0.781(3) 0.447(6) 0.135(2) 0.07(2) Uani d PGU 0.114(6) A 2 C
H5'A 0.8609 0.4435 0.1026 0.089 Uiso calc PR 0.114(6) A 2 H
C6' 0.8337(17) 0.506(5) 0.225(2) 0.08(2) Uani d PGU 0.114(6) A 2 C
H6'A 0.9481 0.5427 0.2526 0.092 Uiso calc PR 0.114(6) A 2 H
C7' 0.7149(18) 0.511(5) 0.2735(16) 0.042(15) Uani d PGDU 0.114(6) A 2 C
H7'A 0.7498 0.5504 0.3336 0.050 Uiso calc PR 0.114(6) A 2 H
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'
Cl Cl 0.1484 0.1585 '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'
Hg Hg -2.3894 9.2266 '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_publ_flag
C15 Hg1 Cl1 177.75(17) yes
C21 Fe1 C17 107.0(4) ?
C21 Fe1 C20 40.1(4) ?
C17 Fe1 C20 117.0(3) ?
C21 Fe1 C14 153.1(4) ?
C17 Fe1 C14 68.9(3) ?
C20 Fe1 C14 165.9(4) ?
C21 Fe1 C16 126.5(4) ?
C17 Fe1 C16 40.1(4) ?
C20 Fe1 C16 107.3(3) ?
C14 Fe1 C16 68.4(3) ?
C21 Fe1 C22 39.7(3) ?
C17 Fe1 C22 127.5(4) ?
C20 Fe1 C22 67.2(4) ?
C14 Fe1 C22 120.5(3) ?
C16 Fe1 C22 164.1(4) ?
C21 Fe1 C23 66.5(3) ?
C17 Fe1 C23 165.3(4) ?
C20 Fe1 C23 67.4(3) ?
C14 Fe1 C23 110.4(3) ?
C16 Fe1 C23 154.4(4) ?
C22 Fe1 C23 39.2(3) ?
C21 Fe1 C18 118.0(4) ?
C17 Fe1 C18 41.1(3) ?
C20 Fe1 C18 151.1(4) ?
C14 Fe1 C18 41.3(3) ?
C16 Fe1 C18 68.5(3) ?
C22 Fe1 C18 108.6(4) ?
C23 Fe1 C18 128.7(3) ?
C21 Fe1 C19 67.5(4) ?
C17 Fe1 C19 151.9(4) ?
C20 Fe1 C19 40.8(3) ?
C14 Fe1 C19 128.6(3) ?
C16 Fe1 C19 119.5(3) ?
C22 Fe1 C19 66.9(3) ?
C23 Fe1 C19 39.8(3) ?
C18 Fe1 C19 166.3(3) ?
C21 Fe1 C15 163.7(4) ?
C17 Fe1 C15 68.7(4) ?
C20 Fe1 C15 126.5(4) ?
C14 Fe1 C15 41.6(3) ?
C16 Fe1 C15 40.4(3) ?
C22 Fe1 C15 154.9(3) ?
C23 Fe1 C15 121.2(3) ?
C18 Fe1 C15 69.8(3) ?
C19 Fe1 C15 108.4(3) ?
C1 N1 C8 121.7(5) yes
N1 C1 C14 118.7(6) yes
N1 C1 C2' 125.1(18) ?
C14 C1 C2' 111.8(17) ?
N1 C1 C2 123.7(5) ?
C14 C1 C2 117.4(5) ?
C2' C1 C2 25.6(6) ?
C3 C2 C7 120.0 ?
C3 C2 C1 120.5(3) ?
C7 C2 C1 119.5(3) ?
C2 C3 C4 120.0 ?
C2 C3 Cl2 120.7(3) ?
C4 C3 Cl2 119.3(3) ?
C5 C4 C3 120.0 ?
C5 C4 H4A 120.0 ?
C3 C4 H4A 120.0 ?
C6 C5 C4 120.0 ?
C6 C5 H5A 120.0 ?
C4 C5 H5A 120.0 ?
C5 C6 C7 120.0 ?
C5 C6 H6A 120.0 ?
C7 C6 H6A 120.0 ?
C6 C7 C2 120.0 ?
C6 C7 H7A 120.0 ?
C2 C7 H7A 120.0 ?
C9 C8 C13 118.7(6) ?
C9 C8 N1 121.4(6) ?
C13 C8 N1 119.8(6) ?
C10 C9 C8 120.3(7) ?
C10 C9 H9 119.9 ?
C8 C9 H9 119.9 ?
C9 C10 C11 122.0(7) ?
C9 C10 H10 119.0 ?
C11 C10 H10 119.0 ?
C10 C11 C12 117.7(7) ?
C10 C11 H11 121.1 ?
C12 C11 H11 121.1 ?
C11 C12 C13 122.5(7) ?
C11 C12 Cl3 118.9(6) ?
C13 C12 Cl3 118.6(6) ?
C12 C13 C8 118.7(6) ?
C12 C13 H13 120.6 ?
C8 C13 H13 120.6 ?
C18 C14 C15 108.7(6) ?
C18 C14 C1 125.3(6) ?
C15 C14 C1 125.9(6) ?
C18 C14 Fe1 69.7(4) ?
C15 C14 Fe1 70.5(3) ?
C1 C14 Fe1 122.9(4) ?
C16 C15 C14 105.4(7) ?
C16 C15 Hg1 133.1(6) yes
C14 C15 Hg1 121.1(5) yes
C16 C15 Fe1 68.6(4) ?
C14 C15 Fe1 67.9(4) ?
Hg1 C15 Fe1 122.0(3) yes
C17 C16 C15 110.7(7) ?
C17 C16 Fe1 69.6(5) ?
C15 C16 Fe1 71.0(4) ?
C17 C16 H16 124.7 ?
C15 C16 H16 124.7 ?
Fe1 C16 H16 126.3 ?
C16 C17 C18 108.6(7) ?
C16 C17 Fe1 70.2(5) ?
C18 C17 Fe1 70.0(4) ?
C16 C17 H17 125.7 ?
C18 C17 H17 125.7 ?
Fe1 C17 H17 125.7 ?
C17 C18 C14 106.6(7) ?
C17 C18 Fe1 68.9(4) ?
C14 C18 Fe1 69.0(4) ?
C17 C18 H18 126.7 ?
C14 C18 H18 126.7 ?
Fe1 C18 H18 127.0 ?
C23 C19 C20 106.7(8) ?
C23 C19 Fe1 69.9(4) ?
C20 C19 Fe1 69.0(4) ?
C23 C19 H19 126.6 ?
C20 C19 H19 126.6 ?
Fe1 C19 H19 126.0 ?
C21 C20 C19 107.1(7) ?
C21 C20 Fe1 69.8(5) ?
C19 C20 Fe1 70.2(4) ?
C21 C20 H20 126.5 ?
C19 C20 H20 126.5 ?
Fe1 C20 H20 125.2 ?
C22 C21 C20 108.6(8) ?
C22 C21 Fe1 70.6(4) ?
C20 C21 Fe1 70.1(4) ?
C22 C21 H21 125.7 ?
C20 C21 H21 125.7 ?
Fe1 C21 H21 125.2 ?
C23 C22 C21 108.4(8) ?
C23 C22 Fe1 70.6(4) ?
C21 C22 Fe1 69.7(5) ?
C23 C22 H22 125.8 ?
C21 C22 H22 125.8 ?
Fe1 C22 H22 125.6 ?
C22 C23 C19 109.2(7) ?
C22 C23 Fe1 70.2(4) ?
C19 C23 Fe1 70.3(4) ?
C22 C23 H23 125.4 ?
C19 C23 H23 125.4 ?
Fe1 C23 H23 125.7 ?
C3' C2' C7' 120.0 ?
C3' C2' C1 119.7(8) ?
C7' C2' C1 120.3(8) ?
C2' C3' C4' 120.0 ?
C2' C3' Cl2' 117.7(11) ?
C4' C3' Cl2' 122.2(11) ?
C5' C4' C3' 120.0 ?
C5' C4' H4'A 120.0 ?
C3' C4' H4'A 120.0 ?
C4' C5' C6' 120.0 ?
C4' C5' H5'A 120.0 ?
C6' C5' H5'A 120.0 ?
C7' C6' C5' 120.0 ?
C7' C6' H6'A 120.0 ?
C5' C6' H6'A 120.0 ?
C6' C7' C2' 120.0 ?
C6' C7' H7'A 120.0 ?
C2' C7' H7'A 120.0 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Hg1 C15 2.012(8) yes
Hg1 Cl1 2.294(3) yes
Fe1 C21 2.027(8) ?
Fe1 C17 2.030(8) ?
Fe1 C20 2.032(7) ?
Fe1 C14 2.035(6) ?
Fe1 C16 2.038(7) ?
Fe1 C22 2.039(8) ?
Fe1 C23 2.043(7) ?
Fe1 C18 2.045(7) ?
Fe1 C19 2.048(7) ?
Fe1 C15 2.070(6) ?
Cl3 C12 1.737(7) ?
N1 C1 1.262(8) yes
N1 C8 1.413(8) yes
C1 C14 1.471(8) ?
C1 C2' 1.507(16) ?
C1 C2 1.515(7) ?
Cl2 C3 1.731(5) ?
C2 C3 1.3900 ?
C2 C7 1.3900 ?
C3 C4 1.3900 ?
C4 C5 1.3900 ?
C4 H4A 0.9300 ?
C5 C6 1.3900 ?
C5 H5A 0.9300 ?
C6 C7 1.3900 ?
C6 H6A 0.9300 ?
C7 H7A 0.9300 ?
C8 C9 1.386(9) ?
C8 C13 1.389(9) ?
C9 C10 1.360(10) ?
C9 H9 0.9300 ?
C10 C11 1.361(11) ?
C10 H10 0.9300 ?
C11 C12 1.367(11) ?
C11 H11 0.9300 ?
C12 C13 1.379(10) ?
C13 H13 0.9300 ?
C14 C18 1.438(10) ?
C14 C15 1.459(10) ?
C15 C16 1.418(10) ?
C16 C17 1.395(13) ?
C16 H16 0.9300 ?
C17 C18 1.432(11) ?
C17 H17 0.9300 ?
C18 H18 0.9300 ?
C19 C23 1.394(10) ?
C19 C20 1.422(11) ?
C19 H19 0.9300 ?
C20 C21 1.392(13) ?
C20 H20 0.9300 ?
C21 C22 1.382(12) ?
C21 H21 0.9300 ?
C22 C23 1.369(10) ?
C22 H22 0.9300 ?
C23 H23 0.9300 ?
Cl2' C3' 1.745(10) ?
C2' C3' 1.3900 ?
C2' C7' 1.3900 ?
C3' C4' 1.3900 ?
C4' C5' 1.3900 ?
C4' H4'A 0.9300 ?
C5' C6' 1.3900 ?
C5' H5'A 0.9300 ?
C6' C7' 1.3900 ?
C6' H6'A 0.9300 ?
C7' H7'A 0.9300 ?
