High-Pressure and Low-Temperature Polymorphism in C–H···F–C Hydrogen Bonded Monofluorotoluenes
Ridout, Joe; Probert, Michael R.; Crystal Growth & Design 13 (2013) 1943–; doi:10.1021/cg301773h

data_4507555
_publ_section_title
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 High-Pressure and Low-Temperature Polymorphism in
 C--H&#x00B7;&#x00B7;&#x00B7;F--C Hydrogen Bonded Monofluorotoluenes
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_journal_issue                   5
_journal_name_full               'Crystal Growth &amp; Design'
_journal_page_first              1943
_journal_paper_doi               10.1021/cg301773h
_journal_volume                  13
_journal_year                    2013
_chemical_formula_moiety         'C7 H7 F'
_chemical_formula_sum            'C7 H7 F'
_chemical_formula_weight         110.13
_chemical_name_systematic        2-fluorotoluene
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-11-16
_audit_creation_method
;
  Olex2 1.2-alpha
  (compiled 2012.02.07 svn.r2199, GUI svn.r4069)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 92.01(17)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.74(3)
_cell_length_b                   5.781(14)
_cell_length_c                   10.63(3)
_cell_measurement_reflns_used    75
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      18.64
_cell_measurement_theta_min      3.33
_cell_volume                     537(3)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2010)'
_computing_data_reduction        'SAINT v8.27A (Bruker, 2012)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
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_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      296.15
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker APEXII CCD area detector'
_diffrn_measured_fraction_theta_full 0.516
_diffrn_measured_fraction_theta_max 0.516
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       '\f scans'
_diffrn_radiation_collimation    'Multilayer mirrors'
_diffrn_radiation_monochromator  'Bruker Helios multilayer mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Ag K\a'
_diffrn_radiation_wavelength     0.56087
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0761
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            3975
_diffrn_reflns_theta_full        15.77
_diffrn_reflns_theta_max         15.77
_diffrn_reflns_theta_min         2.34
_diffrn_source                   'Microfocus sealed tube'
_diffrn_source_current           0.6
_diffrn_source_power             0.03
_diffrn_source_target            Ag
_diffrn_source_type              'Incoatec IuS'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  0.7440
_exptl_absorpt_correction_T_min  0.5831
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
R(int) was 0.1447 before and 0.0666 after correction.
The Ratio of minimum to maximum transmission is 0.7837.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Cylinder
_exptl_crystal_F_000             232
_exptl_crystal_recrystallization_method
'Crystallisation using high-pressure inside a diamond anvil cell.'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.1
_exptl_crystal_size_rad          0.25
_refine_diff_density_max         0.256
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     62
_refine_ls_number_reflns         267
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.1214
_refine_ls_R_factor_gt           0.0747
_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/[\s^2^(Fo^2^)+(0.0820P)^2^+3.5099P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1826
_refine_ls_wR_factor_ref         0.2191
_reflns_number_gt                171
_reflns_number_total             267
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg301773h_si_002.cif
_cod_data_source_block           final
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not_measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               4507555
_olex2_refinement_description
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1. Others
 Fixed Uiso: H5(0.093) H7(0.093) H6(0.093) H4(0.052) H3(0.058) H2(0.067)
 H1(0.068)
 Fixed X: H5(0.6613) H7(0.5415) H6(0.5766) H4(0.331) H3(0.1431) H2(0.1461)
 H1(0.337)
 Fixed Y: H5(0.0144) H7(0.0113) H6(0.2427) H4(0.3289) H3(0.2414) H2(-0.1128)
 H1(-0.3797)
 Fixed Z: H5(0.7584) H7(0.8646) H6(0.7943) H4(0.7041) H3(0.552) H2(0.4495)
 H1(0.4991)
;