#------------------------------------------------------------------------------
#$Date: 2017-07-28 08:37:14 +0300 (Fri, 28 Jul 2017) $
#$Revision: 199383 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/08/2020835.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_2020835
loop_
_publ_author_name
'Guzei, Ilia A.'
'Spencer, Lara C.'
'Buechel, Sondra C.'
'Kaufmann, Leah B.'
'Czerwinski, Curtis J.'
_publ_section_title
;
 Intricacies of ligand coordination in tricarbonylchromium(0) complexes
 with ortho- and para-fluorobiphenyls
;
_journal_coeditor_code           YF3123
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229617010774
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C12 H9 F'
_chemical_formula_moiety         'C12 H9 F'
_chemical_formula_sum            'C12 H9 F'
_chemical_formula_weight         172.19
_chemical_name_systematic
;
4-Fluoro-1,1'-biphenyl
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_Hall           'F 2 -2d'
_space_group_name_H-M_alt        'F d d 2'
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_space_group_name_H-M   'F d d 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_method
;
Olex2 1.2-dev
(compiled 2017.06.07 svn.r3419 for OlexSys, GUI svn.r5353)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.9824(9)
_cell_length_b                   23.0588(15)
_cell_length_c                   5.7527(4)
_cell_measurement_reflns_used    5876
_cell_measurement_temperature    100
_cell_measurement_theta_max      72.828
_cell_measurement_theta_min      7.686
_cell_volume                     1722.1(2)
_computing_cell_refinement
;
SAINT-Plus (Bruker, 2016)
;
_computing_data_collection
;
APEX3 (Bruker, 2016)
;
_computing_data_reduction
;
SAINT-Plus (Bruker, 2016)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2016 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100.02
_diffrn_detector_area_resol_mean 7.9
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       '0.60° ω and 0.6° φ scans'
_diffrn_radiation_monochromator  'equatorially mounted graphite'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            7085
_diffrn_reflns_theta_full        67.000
_diffrn_reflns_theta_max         72.821
_diffrn_reflns_theta_min         7.685
_exptl_absorpt_coefficient_mu    0.735
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.6709
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.015
_refine_diff_density_max         0.364
_refine_diff_density_min         -0.162
_refine_ls_abs_structure_details
;
Flack x determined using 351 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons et al.,  2013)
;
_refine_ls_abs_structure_Flack   -0.07(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     64
_refine_ls_number_reflns         836
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.129
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0385
_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)+(0.0611P)²+2.1311P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1062
_refine_ls_wR_factor_ref         0.1066
_reflns_number_gt                825
_reflns_number_total             836
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            yf3123sup1.cif
_cod_data_source_block           czerwinski13
_cod_database_code               2020835
_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_min   0.684
_shelx_estimated_absorpt_t_max   0.989
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'
loop_
_atom_site_type_symbol
_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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F F1 0.5021(2) 0.56162(12) 0.7706(5) 0.0335(8) Uani d 0.5 A 1
C C1 0.54787(16) 0.51796(9) 0.4167(4) 0.0223(6) Uani d 1 . .
C C2 0.57037(17) 0.55520(10) 0.6000(4) 0.0244(6) Uani d 1 . .
H H2 0.524692 0.556868 0.728848 0.029 Uiso calc 0.5 A 2
C C3 0.65725(19) 0.58986(10) 0.6001(5) 0.0277(6) Uani d 1 . .
H H3 0.670501 0.615208 0.726828 0.033 Uiso calc 1 . .
C C4 0.72528(19) 0.58731(10) 0.4129(4) 0.0280(6) Uani d 1 . .
H H4 0.784987 0.611122 0.410672 0.034 Uiso calc 1 . .
C C5 0.70540(18) 0.54998(10) 0.2306(5) 0.0277(6) Uani d 1 . .
H H5 0.752322 0.547626 0.104202 0.033 Uiso calc 1 . .
C C6 0.61707(18) 0.51579(10) 0.2308(4) 0.0247(6) Uani d 1 . .
H H6 0.603680 0.490710 0.103350 0.030 Uiso calc 1 . .
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'
F F 0.0727 0.0534 '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_site_symmetry_3
_geom_angle
C2 C1 C1 2_665 121.13(16)
C2 C1 C6 . 117.9(2)
C6 C1 C1 2_665 121.01(17)
F1 C2 C1 . 119.2(2)
F1 C2 C3 . 118.6(2)
C1 C2 H2 . 119.0
C3 C2 C1 . 121.9(2)
C3 C2 H2 . 119.0
C2 C3 H3 . 120.3
C2 C3 C4 . 119.5(2)
C4 C3 H3 . 120.3
C3 C4 H4 . 120.2
C5 C4 C3 . 119.6(2)
C5 C4 H4 . 120.2
C4 C5 H5 . 119.8
C4 C5 C6 . 120.4(2)
C6 C5 H5 . 119.8
C1 C6 H6 . 119.7
C5 C6 C1 . 120.7(2)
C5 C6 H6 . 119.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
F1 C2 . 1.331(4) y
C1 C1 2_665 1.494(4) y
C1 C2 . 1.391(3) ?
C1 C6 . 1.397(3) ?
C2 H2 . 0.9500 ?
C2 C3 . 1.382(3) ?
C3 H3 . 0.9500 ?
C3 C4 . 1.394(4) ?
C4 H4 . 0.9500 ?
C4 C5 . 1.381(4) ?
C5 H5 . 0.9500 ?
C5 C6 . 1.392(4) ?
C6 H6 . 0.9500 ?
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_site_symmetry_1
_geom_torsion
F1 C2 C3 C4 . -174.6(2)
C1 C1 C2 F1 2_665 -4.4(4)
C1 C1 C2 C3 2_665 -178.3(2)
C1 C1 C6 C5 2_665 179.1(2)
C1 C2 C3 C4 . -0.6(3)
C2 C1 C6 C5 . -0.1(3)
C2 C3 C4 C5 . -0.4(3)
C3 C4 C5 C6 . 1.2(4)
C4 C5 C6 C1 . -1.0(4)
C6 C1 C2 F1 . 174.8(2)
C6 C1 C2 C3 . 0.9(3)

_cod_database_fobs_code 2020835
