#------------------------------------------------------------------------------
#$Date: 2019-11-17 09:08:34 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229020 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/02/7230200.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_7230200
loop_
_publ_author_name
'Torubaev, Yury V.'
'Skabitskiy, Ivan V.'
'Rusina, Polina'
'Pasynskii, Alexander A.'
'Rai, Dhirendra K.'
'Singh, Ajeet'
_publ_section_title
;
 Organometallic halogen bond acceptors: directionality, hybrid cocrystal
 precipitation, and blueshifted CO ligand vibrational band
;
_journal_issue                   16
_journal_name_full               CrystEngComm
_journal_page_first              2258
_journal_paper_doi               10.1039/C7CE02185B
_journal_volume                  20
_journal_year                    2018
_chemical_formula_moiety         'C3 F2 I, C7 H5 Fe I O2'
_chemical_formula_sum            'C10 H5 F2 Fe I2 O2'
_chemical_formula_weight         504.79
_chemical_name_systematic
'Dicarbonyl-(h5-cyclopentadienyl)-iodoiron 1,2,4,5-tetrafluoro-3,6-diiodobenzene'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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
_audit_creation_date             2017-07-04
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
2017-11-26 deposited with the CCDC.
2018-02-28 downloaded from the CCDC.
;
_cell_angle_alpha                105.4770(10)
_cell_angle_beta                 93.4690(10)
_cell_angle_gamma                95.4210(10)
_cell_formula_units_Z            2
_cell_length_a                   8.0151(4)
_cell_length_b                   8.2003(5)
_cell_length_c                   10.3911(6)
_cell_measurement_reflns_used    5018
_cell_measurement_temperature    150
_cell_measurement_theta_max      30.587
_cell_measurement_theta_min      2.563
_cell_volume                     652.64(6)
_computing_cell_refinement       'SAINT v7.60A (Bruker, 2009)'
_computing_data_reduction        'SAINT v7.60A (Bruker, 2009)'
_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    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6084
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.000
_diffrn_reflns_theta_min         2.563
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.895
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.3498
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
;
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.569
_exptl_crystal_description       prism
_exptl_crystal_F_000             462
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.690
_refine_diff_density_min         -1.747
_refine_diff_density_rms         0.179
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         3371
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0275
_refine_ls_R_factor_gt           0.0258
_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)+(0.0337P)²+0.2641P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0654
_refine_ls_wR_factor_ref         0.0665
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3161
_reflns_number_total             3371
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7ce02185b2.cif
_cod_data_source_block           1_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7230199--7230205.cif.'
_cod_database_code               7230200
_shelx_shelxl_version_number     2016/6
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C5(H5), C4(H4), C3(H3), C7(H7)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
I2 I 0.61870(2) 0.50708(2) 0.31993(2) 0.02782(7) Uani 1 1 d .
I1 I 0.21480(2) -0.51227(2) 0.15288(2) 0.02824(7) Uani 1 1 d .
Fe1 Fe 0.25448(4) -0.18174(4) 0.20519(4) 0.01960(9) Uani 1 1 d .
F1 F 0.8688(2) 0.2199(2) 0.30238(18) 0.0336(4) Uani 1 1 d .
C1 C 0.3033(4) -0.1560(4) 0.3795(3) 0.0314(6) Uani 1 1 d .
O2 O -0.1045(3) -0.1687(4) 0.2278(4) 0.0662(10) Uani 1 1 d .
C10 C 0.9211(3) 0.6441(3) 0.5264(3) 0.0248(5) Uani 1 1 d .
C2 C 0.0353(4) -0.1770(4) 0.2195(4) 0.0350(7) Uani 1 1 d .
C9 C 0.9310(3) 0.3594(3) 0.4007(3) 0.0242(5) Uani 1 1 d .
C8 C 0.8481(3) 0.5053(3) 0.4262(3) 0.0237(5) Uani 1 1 d .
C6 C 0.3866(4) 0.0494(4) 0.2091(3) 0.0369(7) Uani 1 1 d .
H6 H 0.399353 0.146580 0.284706 0.044 Uiso 1 1 calc R
C5 C 0.2554(5) 0.0072(4) 0.1065(4) 0.0420(8) Uani 1 1 d .
H5 H 0.164853 0.072194 0.099709 0.050 Uiso 1 1 calc R
O1 O 0.3368(4) -0.1328(4) 0.4914(2) 0.0507(7) Uani 1 1 d .
C4 C 0.2803(5) -0.1494(5) 0.0142(3) 0.0422(8) Uani 1 1 d .
H4 H 0.208960 -0.209229 -0.063792 0.051 Uiso 1 1 calc R
C3 C 0.4322(4) -0.1987(4) 0.0611(3) 0.0383(7) Uani 1 1 d .
H3 H 0.481743 -0.297561 0.018262 0.046 Uiso 1 1 calc R
F2 F 0.8464(2) 0.7884(2) 0.55620(19) 0.0366(4) Uani 1 1 d .
C7 C 0.4972(4) -0.0786(4) 0.1803(3) 0.0353(6) Uani 1 1 d .
H7 H 0.597461 -0.081916 0.232759 0.042 Uiso 1 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'
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'
I I -0.4742 1.8119 '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'
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
C1 Fe1 I1 92.30(10) . .
C1 Fe1 C6 93.70(14) . .
C1 Fe1 C5 127.59(15) . .
C1 Fe1 C4 158.44(14) . .
C1 Fe1 C3 125.29(15) . .
C1 Fe1 C7 93.05(14) . .
C2 Fe1 I1 90.21(9) . .
C2 Fe1 C1 93.87(16) . .
C2 Fe1 C6 114.95(13) . .
C2 Fe1 C5 90.13(14) . .
C2 Fe1 C4 102.58(16) . .
C2 Fe1 C3 140.80(16) . .
C2 Fe1 C7 154.23(13) . .
C6 Fe1 I1 153.61(9) . .
C6 Fe1 C5 39.51(15) . .
C6 Fe1 C4 66.83(14) . .
C6 Fe1 C3 65.85(12) . .
C6 Fe1 C7 39.76(13) . .
C5 Fe1 I1 139.98(11) . .
C5 Fe1 C4 39.93(15) . .
C5 Fe1 C3 65.88(13) . .
C5 Fe1 C7 66.18(13) . .
C4 Fe1 I1 101.38(10) . .
C4 Fe1 C3 39.39(15) . .
C4 Fe1 C7 66.19(14) . .
C3 Fe1 I1 89.86(9) . .
C7 Fe1 I1 114.27(9) . .
C7 Fe1 C3 38.65(14) . .
O1 C1 Fe1 177.2(3) . .
C9 C10 C8 121.9(2) 2_766 .
F2 C10 C9 118.2(2) . 2_766
F2 C10 C8 119.9(2) . .
O2 C2 Fe1 177.6(3) . .
F1 C9 C10 118.6(2) . 2_766
F1 C9 C8 120.4(3) . .
C10 C9 C8 120.9(2) 2_766 .
C10 C8 I2 122.05(19) . .
C10 C8 C9 117.1(3) . .
C9 C8 I2 120.8(2) . .
Fe1 C6 H6 123.9 . .
C5 C6 Fe1 70.32(17) . .
C5 C6 H6 126.0 . .
C5 C6 C7 107.9(3) . .
C7 C6 Fe1 71.42(17) . .
C7 C6 H6 126.0 . .
Fe1 C5 H5 125.0 . .
C6 C5 Fe1 70.18(18) . .
C6 C5 H5 125.7 . .
C6 C5 C4 108.6(3) . .
C4 C5 Fe1 70.72(17) . .
C4 C5 H5 125.7 . .
Fe1 C4 H4 124.4 . .
C5 C4 Fe1 69.35(18) . .
C5 C4 H4 126.7 . .
C3 C4 Fe1 71.22(18) . .
C3 C4 C5 106.7(3) . .
C3 C4 H4 126.7 . .
Fe1 C3 H3 126.4 . .
C4 C3 Fe1 69.39(18) . .
C4 C3 H3 125.5 . .
C7 C3 Fe1 70.30(17) . .
C7 C3 C4 109.0(3) . .
C7 C3 H3 125.5 . .
Fe1 C7 H7 125.6 . .
C6 C7 Fe1 68.82(16) . .
C6 C7 H7 126.1 . .
C3 C7 Fe1 71.06(18) . .
C3 C7 C6 107.8(3) . .
C3 C7 H7 126.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I2 C8 2.090(3) .
I1 Fe1 2.6025(4) .
Fe1 C1 1.782(3) .
Fe1 C2 1.775(3) .
Fe1 C6 2.071(3) .
Fe1 C5 2.073(3) .
Fe1 C4 2.091(3) .
Fe1 C3 2.115(3) .
Fe1 C7 2.106(3) .
F1 C9 1.345(3) .
C1 O1 1.138(4) .
O2 C2 1.136(4) .
C10 C9 1.375(4) 2_766
C10 C8 1.375(4) .
C10 F2 1.347(3) .
C9 C8 1.395(3) .
C6 H6 0.9500 .
C6 C5 1.401(5) .
C6 C7 1.421(5) .
C5 H5 0.9500 .
C5 C4 1.422(5) .
C4 H4 0.9500 .
C4 C3 1.418(5) .
C3 H3 0.9500 .
C3 C7 1.397(5) .
C7 H7 0.9500 .
