#------------------------------------------------------------------------------
#$Date: 2019-11-24 12:38:30 +0200 (Sun, 24 Nov 2019) $
#$Revision: 237919 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/91/7059135.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_7059135
loop_
_publ_author_name
'Rather, Sumair A.'
'Saraswatula, Viswanadha G.'
'Sharada, Durgam'
'Saha, Binoy K.'
_publ_section_title
;
 Influence of molecular width on the thermal expansion in solids
;
_journal_issue                   44
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              17146
_journal_paper_doi               10.1039/C9NJ04888J
_journal_volume                  43
_journal_year                    2019
_chemical_formula_moiety         'C12 H18, C6 F4 O2'
_chemical_formula_sum            'C18 H18 F4 O2'
_chemical_formula_weight         342.32
_chemical_name_common
;
Hexamethylbenzene . Tetrafluoro-1,4-benzoquinone
;
_chemical_name_systematic
;
Hexamethylbenzene . Tetrafluoro-1,4-benzoquinone
;
_space_group_crystal_system      trigonal
_space_group_IT_number           166
_space_group_name_Hall           '-R 3 2"'
_space_group_name_H-M_alt        'R -3 m :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2019-10-16
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2019-10-16 deposited with the CCDC.	2019-10-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            3
_cell_length_a                   14.6259(12)
_cell_length_b                   14.6259(12)
_cell_length_c                   6.7359(6)
_cell_measurement_reflns_used    335
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.9585
_cell_measurement_theta_min      4.4250
_cell_volume                     1247.88(18)
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_unetI/netI     0.0132
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3935
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.263
_diffrn_reflns_theta_min         4.417
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61535
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_description       'Rod shape'
_exptl_crystal_F_000             534
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.131
_refine_diff_density_min         -0.143
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     33
_refine_ls_number_reflns         399
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0834
_refine_ls_R_factor_gt           0.0530
_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)+(0.0733P)²+0.3100P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1293
_refine_ls_wR_factor_ref         0.1561
_reflns_Friedel_coverage         0.000
_reflns_number_gt                249
_reflns_number_total             399
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9nj04888j2.cif
_cod_data_source_block           1-298k
_cod_original_cell_volume        1247.9(2)
_cod_original_sg_symbol_H-M      'R -3 m'
_cod_database_code               7059135
_shelx_shelxl_version_number     2018/1
_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   0.979
_shelx_estimated_absorpt_t_min   0.912
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H2A(0.5) H2B(0.5) H2C(0.5) O1(0.16666) F1A(0.33333)
3.a Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C)
;
_shelx_res_file
;
TITL BKS-HMB-TFBQ2-298-B in R-3m #166
    hmb-tfb-298k.res
    created by SHELXL-2018/1 at 10:14:31 on 16-Oct-2019
REM reset to R-3m #166
CELL 0.71073 14.625933 14.625933 6.735926 90 90 120
ZERR 3 0.001152 0.001152 0.000624 0 0 0
LATT 3
SYMM -Y,+X-Y,+Z
SYMM +Y-X,-X,+Z
SYMM -Y+X,-Y,-Z
SYMM -X,-X+Y,-Z
SYMM +Y,+X,-Z
SFAC C H F O
UNIT 54 54 12 6

L.S. 10
PLAN  1
SIZE 0.8 0.25 0.18
TEMP 25(2)
BOND $H
HTAB
MORE -1
CONF
fmap 2
acta 50
REM <olex2.extras>
REM <HklSrc "%.\\HMB-TFB-298K.hkl">
REM </olex2.extras>

WGHT    0.073300    0.310000
FVAR       4.82631
C1    1    0.000000    0.095339    0.500000    10.50000    0.07726    0.05671 =
         0.05640    0.00036    0.00072    0.03863
C2    1    0.000000    0.199077    0.500000    10.50000    0.15352    0.07927 =
         0.11861    0.00003    0.00006    0.07676
AFIX 137
H2A   2   -0.031713    0.205100    0.620411    10.50000   -1.50000
H2B   2   -0.039598    0.201157    0.388150    10.50000   -1.50000
H2C   2    0.071311    0.256612    0.491439    10.50000   -1.50000
AFIX   0

PART 1
O1    4    0.560257    0.120514    0.331167    10.16666    0.11572    0.05109 =
         0.10742   -0.00253   -0.00126    0.02555
PART 0
C3    1    0.612002    0.224004    0.333372    10.50000    0.16538    0.08337 =
         0.06597   -0.00110   -0.00055    0.04169
PART 2
F1A   3    0.610152    0.127864    0.334904    10.33333    0.23573    0.11591 =
         0.15335   -0.00711   -0.01084    0.08779
HKLF 4




REM  BKS-HMB-TFBQ2-298-B in R-3m #166
REM R1 =  0.0530 for     249 Fo > 4sig(Fo)  and  0.0834 for all     399 data
REM     33 parameters refined using      0 restraints

END

WGHT      0.0733      0.3100

REM No hydrogen bonds found for HTAB generation

REM Highest difference peak  0.131,  deepest hole -0.143,  1-sigma level  0.034
Q1    1   0.6667  0.3333  0.5820  10.16667  0.05    0.13
;
_shelx_res_checksum              21195
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x-y, -y, -z'
'-x, -x+y, -z'
'y, x, -z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x-y+2/3, -y+1/3, -z+1/3'
'-x+2/3, -x+y+1/3, -z+1/3'
'y+2/3, x+1/3, -z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'x-y+1/3, -y+2/3, -z+2/3'
'-x+1/3, -x+y+2/3, -z+2/3'
'y+1/3, x+2/3, -z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+y, y, z'
'x, x-y, z'
'-y, -x, z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+y+2/3, y+1/3, z+1/3'
'x+2/3, x-y+1/3, z+1/3'
'-y+2/3, -x+1/3, z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-x+y+1/3, y+2/3, z+2/3'
'x+1/3, x-y+2/3, z+2/3'
'-y+1/3, -x+2/3, z+2/3'
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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.000000 0.09534(11) 0.500000 0.0612(6) Uani 1 2 d S T P . .
C2 C 0.000000 0.19908(15) 0.500000 0.1089(10) Uani 1 2 d S T P . .
H2A H -0.031713 0.205100 0.620411 0.163 Uiso 0.5 1 calc GR . . . .
H2B H -0.039598 0.201157 0.388150 0.163 Uiso 0.5 1 calc GR . . . .
H2C H 0.071311 0.256612 0.491439 0.163 Uiso 0.5 1 calc GR . . . .
O1 O 0.5603(5) 0.1205(9) 0.331(3) 0.099(5) Uani 0.3333 2 d S T P A 1
C3 C 0.61200(9) 0.22400(19) 0.3334(3) 0.1140(11) Uani 1 2 d S T P . .
F1A F 0.6102(9) 0.1279(6) 0.3349(12) 0.168(8) Uani 0.3333 1 d . . . A 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0773(11) 0.0567(8) 0.0564(9) 0.0004(3) 0.0007(7) 0.0386(6)
C2 0.154(3) 0.0793(12) 0.1186(17) 0.0000(8) 0.0001(16) 0.0768(14)
O1 0.116(13) 0.051(4) 0.107(5) -0.003(3) -0.0013(17) 0.0255(18)
C3 0.165(2) 0.0834(17) 0.0660(12) -0.0011(12) -0.0006(6) 0.0417(9)
F1A 0.24(2) 0.116(5) 0.153(4) -0.007(4) -0.011(10) 0.088(8)
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'
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 C1 C1 120.0 21_556 20_556
C1 C1 C2 120.0 21_556 .
C1 C1 C2 120.0 20_556 .
C1 C2 H2A 109.472(5) . 5_556
C1 C2 H2A 109.5 . .
C1 C2 H2B 109.5 . .
C1 C2 H2B 109.474(8) . 5_556
C1 C2 H2C 109.47(4) . 5_556
C1 C2 H2C 109.5 . .
H2A C2 H2A 141.1 . 5_556
H2A C2 H2B 109.5 . .
H2A C2 H2B 56.2 . 5_556
H2A C2 H2B 109.5 5_556 5_556
H2A C2 H2C 109.5 . .
H2A C2 H2C 109.5 5_556 5_556
H2A C2 H2C 56.3 . 5_556
H2B C2 H2A 56.2 . 5_556
H2B C2 H2B 141.1 . 5_556
H2B C2 H2C 109.5 . .
H2B C2 H2C 109.5 5_556 5_556
H2B C2 H2C 56.3 . 5_556
H2C C2 H2A 56.3 . 5_556
H2C C2 H2B 56.3 . 5_556
H2C C2 H2C 141.1 . 5_556
O1 C3 C3 119.995(9) . 33_545
O1 C3 C3 119.997(8) . 32
O1 C3 F1A 29.1(5) . 22_655
C3 C3 C3 120.003(1) 32 33_545
C3 C3 F1A 91.0(5) 33_545 .
C3 C3 F1A 149.0(5) 32 .
C3 C3 F1A 149.0(5) 33_545 22_655
C3 C3 F1A 91.0(5) 32 22_655
C3 F1A F1A 89.0(5) . 17_655
F1A F1A C3 61.0(5) 22_655 .
F1A F1A F1A 149.991(19) 22_655 17_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C1 1.3944(16) 21_556
C1 C1 1.3944(16) 20_556
C1 C2 1.517(3) .
C2 H2A 0.9600 5_556
C2 H2A 0.9600 .
C2 H2B 0.9600 .
C2 H2B 0.9600 5_556
C2 H2C 0.9600 .
C2 H2C 0.9600 5_556
O1 C3 1.311(12) .
C3 C3 1.385(2) 33_545
C3 C3 1.385(2) 32
C3 F1A 1.393(10) 22_655
C3 F1A 1.393(10) .
F1A F1A 1.35(3) 22_655
F1A F1A 1.43(2) 17_655
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
C3 C3 F1A F1A 0.4(6) 32 22_655
C3 C3 F1A F1A 179.8(5) 32 17_655
C3 C3 F1A F1A -0.8(7) 33_545 17_655
C3 C3 F1A F1A 179.8(3) 33_545 22_655
F1A C3 F1A F1A 179.4(5) 22_655 17_655
