#------------------------------------------------------------------------------
#$Date: 2020-02-04 05:13:16 +0200 (Tue, 04 Feb 2020) $
#$Revision: 247531 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/39/4133976.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_4133976
loop_
_publ_author_name
'Bear, Joseph C.'
'Cockcroft, Jeremy K.'
'Williams, Jeffrey H.'
_publ_section_title
;
 Influence of Solvent in Crystal Engineering: A Significant Change to the
 Order-Disorder Transition in Ferrocene.
;
_journal_issue                   4
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              1731
_journal_page_last               1734
_journal_paper_doi               10.1021/jacs.9b11895
_journal_volume                  142
_journal_year                    2020
_chemical_formula_moiety         'C10 H10 Fe, 2(C3 F3)'
_chemical_formula_sum            'C16 H10 F6 Fe'
_chemical_formula_weight         372.09
_chemical_name_systematic        Ferrocene:hexafluorobenzene
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-09-12
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                76.824(6)
_cell_angle_beta                 77.466(6)
_cell_angle_gamma                83.877(5)
_cell_formula_units_Z            2
_cell_length_a                   7.1877(5)
_cell_length_b                   9.2267(6)
_cell_length_c                   11.8150(8)
_cell_measurement_reflns_used    3341
_cell_measurement_temperature    297.50(10)
_cell_measurement_theta_max      26.4280
_cell_measurement_theta_min      4.6580
_cell_volume                     743.40(9)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      C6F6
_diffrn_ambient_temperature      297.5
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2031
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -19.00  52.00   1.00    1.50    --   11.17 -99.00 -60.00   71
  2  ω    -16.00  84.00   1.00    1.50    --   11.17  57.00 -30.00  100
  3  ω    -18.00  52.00   1.00    1.50    --   11.17 -99.00  60.00   70
  4  ω     -4.00  58.00   1.00    1.50    --   11.17-110.00 120.00   62
  5  ω    -11.00  84.00   1.00    1.50    --   11.17  77.00  90.00   95
  6  ω    -53.00  39.00   1.00    1.50    --   11.17 -57.00-180.00   92
  7  ω    -12.00  80.00   1.00    1.50    --   11.17  38.00-120.00   92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0209923000
_diffrn_orient_matrix_UB_12      -0.0757181000
_diffrn_orient_matrix_UB_13      0.0255472000
_diffrn_orient_matrix_UB_21      -0.0303888000
_diffrn_orient_matrix_UB_22      0.0155605000
_diffrn_orient_matrix_UB_23      0.0574923000
_diffrn_orient_matrix_UB_31      -0.0943008000
_diffrn_orient_matrix_UB_32      -0.0167584000
_diffrn_orient_matrix_UB_33      0.0006099000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10074
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.707
_diffrn_reflns_theta_max         24.707
_diffrn_reflns_theta_min         3.187
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.073
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_description       block
_exptl_crystal_F_000             372
_exptl_crystal_preparation       'Ferrocene dissolved in hot C6F6'
_exptl_crystal_recrystallization_method
'Crystals grown using C6F6 as solvent in an NMR tube stood in hot water'
_exptl_crystal_size_max          0.722
_exptl_crystal_size_mid          0.389
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       0.030(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2541
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0462
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0721P)²+0.2122P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1276
_refine_ls_wR_factor_ref         0.1465
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1771
_reflns_number_total             2541
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja9b11895_si_002.cif
_cod_data_source_block           exp_1343
_cod_depositor_comments
'Adding full bibliography for 4133967--4133980.cif.'
_cod_database_code               4133976
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'Fe C16 H10 F6'
_chemical_oxdiff_usercomment     'In capillary'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.814
_shelx_estimated_absorpt_t_min   0.511
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16)
;
_olex2_date_sample_data_collection 2018-12-13
_olex2_exptl_crystal_mounting_method 'Inside 1.0 mm X-ray capillary'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.913
_oxdiff_exptl_absorpt_empirical_full_min 0.478
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
Fe1 Fe 0.24393(5) 0.49778(4) 0.25114(3) 0.0565(3) Uani 1 1 d .
C7 C 0.3135(7) 0.6754(7) 0.1209(7) 0.125(3) Uani 1 1 d .
H7 H 0.4361 0.7088 0.0934 0.151 Uiso 1 1 calc R
C8 C 0.2330(9) 0.5743(6) 0.0790(4) 0.1050(18) Uani 1 1 d .
H8 H 0.2921 0.5276 0.0175 0.126 Uiso 1 1 calc R
C9 C 0.0577(8) 0.5548(5) 0.1412(5) 0.0956(14) Uani 1 1 d .
H9 H -0.0268 0.4916 0.1309 0.115 Uiso 1 1 calc R
C10 C 0.0210(7) 0.6424(6) 0.2227(4) 0.1006(16) Uani 1 1 d .
H10 H -0.0930 0.6490 0.2769 0.121 Uiso 1 1 calc R
C11 C 0.1764(11) 0.7180(5) 0.2122(6) 0.116(2) Uani 1 1 d .
H11 H 0.1895 0.7856 0.2572 0.140 Uiso 1 1 calc R
C12 C 0.4752(7) 0.4101(7) 0.3185(6) 0.122(2) Uani 1 1 d .
H12 H 0.5952 0.4487 0.2951 0.146 Uiso 1 1 calc R
C13 C 0.4050(9) 0.3057(6) 0.2703(4) 0.1046(17) Uani 1 1 d .
H13 H 0.4712 0.2624 0.2082 0.125 Uiso 1 1 calc R
C14 C 0.2264(7) 0.2796(4) 0.3293(4) 0.0891(13) Uani 1 1 d .
H14 H 0.1478 0.2148 0.3151 0.107 Uiso 1 1 calc R
C15 C 0.1786(7) 0.3635(5) 0.4138(4) 0.0877(13) Uani 1 1 d .
H15 H 0.0623 0.3654 0.4666 0.105 Uiso 1 1 calc R
C16 C 0.3284(9) 0.4431(5) 0.4078(4) 0.0963(15) Uani 1 1 d .
H16 H 0.3324 0.5093 0.4558 0.116 Uiso 1 1 calc R
F1 F 0.3673(4) 0.9939(4) -0.1147(3) 0.1221(10) Uani 1 1 d .
F2 F 0.1233(5) 0.8153(3) -0.1521(2) 0.1144(9) Uani 1 1 d .
F3 F -0.2432(5) 0.8207(4) -0.0367(3) 0.1289(11) Uani 1 1 d .
C1 C 0.1843(5) 0.9968(5) -0.0587(3) 0.0751(11) Uani 1 1 d .
C2 C 0.0617(6) 0.9075(4) -0.0773(3) 0.0720(10) Uani 1 1 d .
C3 C -0.1220(6) 0.9101(4) -0.0189(4) 0.0763(11) Uani 1 1 d .
F4 F 0.7816(5) 0.1603(4) 0.5149(4) 0.1437(12) Uani 1 1 d .
F5 F 0.4279(6) 0.1961(3) 0.6441(3) 0.1326(11) Uani 1 1 d .
F6 F 0.1471(4) 0.0368(4) 0.6283(3) 0.1347(12) Uani 1 1 d .
C4 C 0.6415(6) 0.0810(5) 0.5076(4) 0.0803(12) Uani 1 1 d .
C5 C 0.4648(7) 0.0984(4) 0.5727(3) 0.0754(11) Uani 1 1 d .
C6 C 0.3230(6) 0.0183(5) 0.5658(3) 0.0777(11) 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'
F F 0.0171 0.0103 '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_3
C7 Fe1 C8 40.2(2) .
C7 Fe1 C9 66.2(2) .
C7 Fe1 C10 66.5(2) .
C7 Fe1 C11 40.6(2) .
C7 Fe1 C12 109.8(2) .
C7 Fe1 C13 123.6(3) .
C7 Fe1 C14 157.2(3) .
C7 Fe1 C15 162.3(3) .
C7 Fe1 C16 127.1(3) .
C8 Fe1 C9 38.3(2) .
C8 Fe1 C12 127.0(3) .
C8 Fe1 C14 122.1(2) .
C8 Fe1 C15 155.8(3) .
C8 Fe1 C16 163.9(3) .
C9 Fe1 C14 109.21(19) .
C9 Fe1 C15 122.7(2) .
C10 Fe1 C8 65.73(19) .
C10 Fe1 C9 39.52(19) .
C10 Fe1 C11 39.2(2) .
C10 Fe1 C12 157.4(3) .
C10 Fe1 C14 125.3(2) .
C10 Fe1 C15 109.5(2) .
C10 Fe1 C16 122.7(2) .
C11 Fe1 C8 67.3(2) .
C11 Fe1 C9 66.5(2) .
C11 Fe1 C12 123.2(3) .
C11 Fe1 C14 160.5(3) .
C11 Fe1 C15 125.3(3) .
C11 Fe1 C16 109.7(2) .
C12 Fe1 C9 161.6(3) .
C12 Fe1 C14 67.0(2) .
C12 Fe1 C15 66.8(2) .
C12 Fe1 C16 40.2(2) .
C13 Fe1 C8 109.7(2) .
C13 Fe1 C9 124.7(2) .
C13 Fe1 C10 160.0(3) .
C13 Fe1 C11 159.4(3) .
C13 Fe1 C12 41.1(2) .
C13 Fe1 C14 38.86(19) .
C13 Fe1 C15 66.14(18) .
C13 Fe1 C16 67.3(2) .
C14 Fe1 C15 39.42(18) .
C16 Fe1 C9 156.6(2) .
C16 Fe1 C14 66.17(18) .
C16 Fe1 C15 39.00(19) .
Fe1 C7 H7 124.7 .
C8 C7 Fe1 70.3(3) .
C8 C7 H7 126.5 .
C8 C7 C11 106.9(4) .
C11 C7 Fe1 70.1(3) .
C11 C7 H7 126.5 .
Fe1 C8 H8 125.5 .
C7 C8 Fe1 69.4(3) .
C7 C8 H8 125.8 .
C9 C8 Fe1 70.9(3) .
C9 C8 C7 108.5(5) .
C9 C8 H8 125.8 .
Fe1 C9 H9 125.2 .
C8 C9 Fe1 70.8(3) .
C8 C9 H9 125.5 .
C8 C9 C10 108.9(5) .
C10 C9 Fe1 70.1(3) .
C10 C9 H9 125.5 .
Fe1 C10 H10 125.3 .
C9 C10 Fe1 70.4(2) .
C9 C10 H10 125.5 .
C11 C10 Fe1 70.4(3) .
C11 C10 C9 109.0(5) .
C11 C10 H10 125.5 .
Fe1 C11 H11 125.3 .
C7 C11 Fe1 69.3(3) .
C7 C11 H11 126.7 .
C10 C11 Fe1 70.4(3) .
C10 C11 C7 106.7(5) .
C10 C11 H11 126.7 .
Fe1 C12 H12 125.3 .
C13 C12 Fe1 69.3(3) .
C13 C12 H12 127.2 .
C16 C12 Fe1 69.9(2) .
C16 C12 H12 127.2 .
C16 C12 C13 105.7(4) .
Fe1 C13 H13 124.9 .
C12 C13 Fe1 69.7(3) .
C12 C13 H13 125.9 .
C14 C13 Fe1 71.1(2) .
C14 C13 C12 108.1(5) .
C14 C13 H13 125.9 .
Fe1 C14 H14 125.5 .
C13 C14 Fe1 70.0(3) .
C13 C14 H14 125.6 .
C13 C14 C15 108.9(5) .
C15 C14 Fe1 70.5(2) .
C15 C14 H14 125.6 .
Fe1 C15 H15 125.7 .
C14 C15 Fe1 70.1(2) .
C14 C15 H15 125.7 .
C16 C15 Fe1 70.0(3) .
C16 C15 C14 108.5(4) .
C16 C15 H15 125.7 .
Fe1 C16 H16 125.1 .
C12 C16 Fe1 69.9(3) .
C12 C16 H16 125.6 .
C15 C16 Fe1 71.0(2) .
C15 C16 C12 108.8(5) .
C15 C16 H16 125.6 .
F1 C1 C2 120.4(4) .
F1 C1 C3 119.6(4) 2_575
C2 C1 C3 120.0(4) 2_575
F2 C2 C1 119.9(4) .
F2 C2 C3 120.3(4) .
C3 C2 C1 119.8(4) .
F3 C3 C1 120.0(4) 2_575
F3 C3 C2 119.8(4) .
C2 C3 C1 120.3(4) 2_575
F4 C4 C5 120.1(5) .
F4 C4 C6 120.0(5) 2_656
C5 C4 C6 119.9(4) 2_656
F5 C5 C4 120.5(4) .
F5 C5 C6 119.3(4) .
C6 C5 C4 120.2(4) .
F6 C6 C4 119.5(5) 2_656
F6 C6 C5 120.6(5) .
C5 C6 C4 119.8(4) 2_656
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 C7 1.999(4) .
Fe1 C8 2.010(4) .
Fe1 C9 2.012(4) .
Fe1 C10 2.009(4) .
Fe1 C11 2.009(4) .
Fe1 C12 2.011(4) .
Fe1 C13 2.007(4) .
Fe1 C14 2.020(4) .
Fe1 C15 2.024(4) .
Fe1 C16 2.012(4) .
C7 H7 0.9300 .
C7 C8 1.379(8) .
C7 C11 1.392(8) .
C8 H8 0.9300 .
C8 C9 1.321(7) .
C9 H9 0.9300 .
C9 C10 1.360(7) .
C10 H10 0.9300 .
C10 C11 1.348(7) .
C11 H11 0.9300 .
C12 H12 0.9300 .
C12 C13 1.409(8) .
C12 C16 1.384(7) .
C13 H13 0.9300 .
C13 C14 1.339(6) .
C14 H14 0.9300 .
C14 C15 1.364(6) .
C15 H15 0.9300 .
C15 C16 1.347(6) .
C16 H16 0.9300 .
F1 C1 1.338(4) .
F2 C2 1.339(4) .
F3 C3 1.340(5) .
C1 C2 1.351(6) .
C1 C3 1.371(6) 2_575
C2 C3 1.351(5) .
C3 C1 1.371(6) 2_575
F4 C4 1.334(5) .
F5 C5 1.340(5) .
F6 C6 1.334(4) .
C4 C5 1.349(6) .
C4 C6 1.369(6) 2_656
C5 C6 1.348(6) .
C6 C4 1.369(6) 2_656
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_4
Fe1 C7 C8 C9 60.4(3) . .
Fe1 C7 C11 C10 -60.8(3) . .
Fe1 C8 C9 C10 60.0(3) . .
Fe1 C9 C10 C11 60.1(3) . .
Fe1 C10 C11 C7 60.1(3) . .
Fe1 C12 C13 C14 -61.0(3) . .
Fe1 C12 C16 C15 60.6(3) . .
Fe1 C13 C14 C15 -60.0(3) . .
Fe1 C14 C15 C16 -59.7(3) . .
Fe1 C15 C16 C12 -59.9(3) . .
C7 C8 C9 Fe1 -59.5(3) . .
C7 C8 C9 C10 0.5(5) . .
C8 C7 C11 Fe1 61.0(3) . .
C8 C7 C11 C10 0.3(5) . .
C8 C9 C10 Fe1 -60.4(3) . .
C8 C9 C10 C11 -0.3(5) . .
C9 C10 C11 Fe1 -60.0(3) . .
C9 C10 C11 C7 0.0(5) . .
C11 C7 C8 Fe1 -60.9(3) . .
C11 C7 C8 C9 -0.4(5) . .
C12 C13 C14 Fe1 60.1(3) . .
C12 C13 C14 C15 0.1(5) . .
C13 C12 C16 Fe1 -60.4(3) . .
C13 C12 C16 C15 0.2(5) . .
C13 C14 C15 Fe1 59.7(3) . .
C13 C14 C15 C16 0.0(5) . .
C14 C15 C16 Fe1 59.8(3) . .
C14 C15 C16 C12 -0.1(5) . .
C16 C12 C13 Fe1 60.8(3) . .
C16 C12 C13 C14 -0.2(5) . .
F1 C1 C2 F2 0.0(5) . .
F1 C1 C2 C3 179.1(3) . .
F2 C2 C3 F3 -0.4(6) . .
F2 C2 C3 C1 179.2(3) . 2_575
C1 C2 C3 F3 -179.5(4) . .
C1 C2 C3 C1 0.1(6) . 2_575
C3 C1 C2 F2 -179.2(3) 2_575 .
C3 C1 C2 C3 -0.1(6) 2_575 .
F4 C4 C5 F5 0.6(6) . .
F4 C4 C5 C6 -179.8(4) . .
F5 C5 C6 F6 0.8(6) . .
F5 C5 C6 C4 179.4(3) . 2_656
C4 C5 C6 F6 -178.8(3) . .
C4 C5 C6 C4 -0.1(6) . 2_656
C6 C4 C5 F5 -179.4(3) 2_656 .
C6 C4 C5 C6 0.1(6) 2_656 .
