#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:28:49 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179665 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/18/4511857.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_4511857
loop_
_publ_author_name
'Dikundwar, Amol G.'
'Guru Row, Tayur N.'
_publ_section_title
;
 Tracing a Crystallization Pathway of an RT Liquid, 4-Fluorobenzoyl
 Chloride: Metastable Polytypic Form as an Intermediate Phase
;
_journal_issue                   9
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4230
_journal_paper_doi               10.1021/cg500460n
_journal_volume                  14
_journal_year                    2014
_chemical_formula_moiety         'C7 H4 Cl F O'
_chemical_formula_sum            'C7 H4 Cl F O'
_chemical_formula_weight         158.55
_chemical_melting_point          ?
_chemical_name_common            '4-fluoro benzoyl chloride'
_chemical_name_systematic
;
4-Fluoro benzoyl chloride
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 106.423(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.955(4)
_cell_length_b                   9.014(5)
_cell_length_c                   11.195(6)
_cell_measurement_reflns_used    2880
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      24.99
_cell_measurement_theta_min      2.95
_cell_volume                     673.2(6)
_computing_cell_refinement       Apex2
_computing_data_collection       'Bruker kappa Apex2'
_computing_data_reduction        SAINT32
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS97  (Sheldrick, 2008)'
_diffrn_ambient_temperature      90(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Brucker kappa apex2 CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0544
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       7
_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       0
_diffrn_reflns_number            1156
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         24.987
_diffrn_reflns_theta_min         2.950
_exptl_absorpt_coefficient_mu    0.502
_exptl_absorpt_correction_T_max  0.8618
_exptl_absorpt_correction_T_min  0.8217
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Apex2 (Bruker)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.564
_exptl_crystal_description       cylindrical
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.719
_refine_diff_density_min         -0.482
_refine_diff_density_rms         0.141
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     92
_refine_ls_number_reflns         1156
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.168
_refine_ls_R_factor_all          0.1026
_refine_ls_R_factor_gt           0.0883
_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)+(0.1550P)²+1.2340P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2694
_refine_ls_wR_factor_ref         0.2854
_reflns_Friedel_coverage         0.000
_reflns_number_gt                919
_reflns_number_total             1156
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cg500460n_si_003.cif
_cod_data_source_block           4FBZ_FormII
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '' was changed to '?' - the value is
undefined or not given.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

 Adding full bibliography for 4511857.cif.
;
_cod_original_cell_volume        673.3(6)
_cod_database_code               4511857
#BEGIN Tags that were not found in dictionaries:
_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   0.824
_shelx_estimated_absorpt_t_max   0.864
_shelxl_version_number           2013-2
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
C1 C 0.8004(8) 0.3011(7) 0.6017(5) 0.0361(14) Uani 1 1 d . .
C2 C 0.7648(7) 0.4386(6) 0.5275(5) 0.0283(12) Uani 1 1 d . .
C3 C 0.8166(8) 0.5718(7) 0.5918(5) 0.0323(13) Uani 1 1 d . .
H3 H 0.8720 0.5706 0.6797 0.039 Uiso 1 1 calc R U
C4 C 0.7882(8) 0.7049(7) 0.5292(5) 0.0365(13) Uani 1 1 d . .
H4 H 0.8233 0.7959 0.5726 0.044 Uiso 1 1 calc R U
C5 C 0.7082(8) 0.7027(6) 0.4028(5) 0.0335(13) Uani 1 1 d . .
C6 C 0.6561(8) 0.5741(7) 0.3360(5) 0.0363(14) Uani 1 1 d . .
H6 H 0.6010 0.5771 0.2481 0.044 Uiso 1 1 calc R U
C7 C 0.6850(8) 0.4411(7) 0.3982(5) 0.0338(13) Uani 1 1 d . .
H7 H 0.6507 0.3509 0.3534 0.041 Uiso 1 1 calc R U
O1 O 0.8663(7) 0.2929(5) 0.7109(4) 0.0525(13) Uani 1 1 d . .
F1 F 0.6796(6) 0.8336(4) 0.3411(4) 0.0493(11) Uani 1 1 d . .
Cl1 Cl 0.7359(3) 0.13263(17) 0.51507(18) 0.0568(7) 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'
O O 0.0106 0.0060 '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'
Cl Cl 0.1484 0.1585 '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
O1 C1 C2 126.2(6)
O1 C1 Cl1 118.2(5)
C2 C1 Cl1 115.6(4)
C3 C2 C7 119.4(5)
C3 C2 C1 117.1(5)
C7 C2 C1 123.5(5)
C4 C3 C2 120.6(5)
C4 C3 H3 119.7
C2 C3 H3 119.7
C5 C4 C3 118.2(6)
C5 C4 H4 120.9
C3 C4 H4 120.9
F1 C5 C4 118.3(5)
F1 C5 C6 118.7(5)
C4 C5 C6 123.0(5)
C5 C6 C7 118.9(5)
C5 C6 H6 120.5
C7 C6 H6 120.5
C6 C7 C2 119.9(5)
C6 C7 H7 120.1
C2 C7 H7 120.1
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.180(7)
C1 C2 1.474(8)
C1 Cl1 1.790(6)
C2 C3 1.394(8)
C2 C7 1.397(8)
C3 C4 1.376(9)
C3 H3 0.9500
C4 C5 1.366(8)
C4 H4 0.9500
C5 F1 1.353(7)
C5 C6 1.372(9)
C6 C7 1.373(9)
C6 H6 0.9500
C7 H7 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
O1 C1 C2 C3 1.0(9)
Cl1 C1 C2 C3 -178.9(4)
O1 C1 C2 C7 -179.6(6)
Cl1 C1 C2 C7 0.4(7)
C7 C2 C3 C4 0.5(8)
C1 C2 C3 C4 179.9(5)
C2 C3 C4 C5 0.0(8)
C3 C4 C5 F1 179.8(5)
C3 C4 C5 C6 -0.3(9)
F1 C5 C6 C7 180.0(5)
C4 C5 C6 C7 0.1(9)
C5 C6 C7 C2 0.5(8)
C3 C2 C7 C6 -0.8(8)
C1 C2 C7 C6 179.9(5)
