#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/54/2205423.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_2205423
loop_
_publ_author_name
'Gao, Hai-Yang'
'Lü, Xing-Qiang'
'Bao, Feng'
'Wu, Qing'
'Ng, Seik Weng'
_publ_section_title
;
 N-(2-Fluorobenzylidene)-2,6-diisopropylaniline
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1068
_journal_page_last               o1069
_journal_paper_doi               10.1107/S1600536805008263
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          'C19 H22 F N'
_chemical_formula_moiety         'C19 H22 F N'
_chemical_formula_sum            'C19 H22 F N'
_chemical_formula_weight         283.38
_chemical_name_systematic
;
N-(2-Fluorobenzylidene)-2,6-diisopropylbenzenamine
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                113.855(2)
_cell_angle_beta                 98.767(2)
_cell_angle_gamma                98.390(2)
_cell_formula_units_Z            2
_cell_length_a                   8.2650(10)
_cell_length_b                   10.5100(10)
_cell_length_c                   10.8410(10)
_cell_measurement_reflns_used    982
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.1
_cell_measurement_theta_min      2.1
_cell_volume                     828.45(15)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.98
_diffrn_measured_fraction_theta_max 0.98
_diffrn_measurement_device_type  'Bruker SMART area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'medium-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0128
_diffrn_reflns_av_sigmaI/netI    0.0183
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7091
_diffrn_reflns_theta_full        27.1
_diffrn_reflns_theta_max         27.2
_diffrn_reflns_theta_min         2.1
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.136
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.21
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3581
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.078
_refine_ls_R_factor_gt           0.055
_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/[σ²(Fo²)+(0.1003P)²+0.1118P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.172
_refine_ls_wR_factor_ref         0.195
_reflns_number_gt                2421
_reflns_number_total             3581
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt6629.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        828.5(2)
_cod_database_code               2205423
_cod_database_fobs_code          2205423
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
F1 0.2727(2) 0.8570(2) 0.2869(2) 0.1094(5) Uani d . 1 F
N1 0.4381(2) 0.53260(10) 0.33090(10) 0.0631(4) Uani d . 1 N
C1 0.2847(3) 0.8556(2) 0.4123(2) 0.0709(5) Uani d . 1 C
C2 0.2450(3) 0.9653(2) 0.5167(3) 0.0871(6) Uani d . 1 C
C3 0.2550(3) 0.9619(2) 0.6419(3) 0.0922(7) Uani d . 1 C
C4 0.3042(3) 0.8524(3) 0.6628(2) 0.0893(7) Uani d . 1 C
C5 0.3449(3) 0.7437(2) 0.5571(2) 0.0730(5) Uani d . 1 C
C6 0.3362(2) 0.7436(2) 0.4289(2) 0.0587(4) Uani d . 1 C
C7 0.3769(2) 0.6283(2) 0.3139(2) 0.0589(4) Uani d . 1 C
C8 0.4728(2) 0.4228(2) 0.2145(2) 0.0579(4) Uani d . 1 C
C9 0.3656(2) 0.2868(2) 0.1577(2) 0.0653(5) Uani d . 1 C
C10 0.4009(3) 0.1789(2) 0.0461(2) 0.0762(5) Uani d . 1 C
C11 0.5372(3) 0.2037(2) -0.0054(2) 0.0794(6) Uani d . 1 C
C12 0.6437(3) 0.3368(2) 0.0545(2) 0.0728(5) Uani d . 1 C
C13 0.6153(2) 0.4494(2) 0.1660(2) 0.0638(4) Uani d . 1 C
C14 0.2158(3) 0.2608(2) 0.2161(3) 0.0826(6) Uani d . 1 C
C15 0.1957(4) 0.1246(3) 0.2351(4) 0.1280(10) Uani d . 1 C
C16 0.0602(4) 0.2654(4) 0.1334(4) 0.1430(10) Uani d . 1 C
C17 0.7400(3) 0.5944(2) 0.2390(2) 0.0802(6) Uani d . 1 C
C18 0.8511(4) 0.6052(3) 0.3690(3) 0.1190(10) Uani d . 1 C
C19 0.8430(4) 0.6286(3) 0.1478(3) 0.1081(8) Uani d . 1 C
H2 0.2121 1.0401 0.5023 0.105 Uiso calc R 1 H
H3 0.2281 1.0349 0.7138 0.111 Uiso calc R 1 H
H4 0.3102 0.8510 0.7486 0.107 Uiso calc R 1 H
H5 0.3787 0.6696 0.5724 0.088 Uiso calc R 1 H
H7 0.3568 0.6263 0.2263 0.071 Uiso calc R 1 H
H10 0.3305 0.0880 0.0056 0.091 Uiso calc R 1 H
H11 0.5576 0.1303 -0.0811 0.095 Uiso calc R 1 H
H12 0.7371 0.3518 0.0196 0.087 Uiso calc R 1 H
H14 0.2359 0.3401 0.3086 0.099 Uiso calc R 1 H
H15a 0.0995 0.1143 0.2729 0.192 Uiso calc R 1 H
H15b 0.2946 0.1292 0.2974 0.192 Uiso calc R 1 H
H15c 0.1802 0.0442 0.1469 0.192 Uiso calc R 1 H
H16a -0.0325 0.2479 0.1725 0.215 Uiso calc R 1 H
H16b 0.0401 0.1934 0.0397 0.215 Uiso calc R 1 H
H16c 0.0713 0.3578 0.1339 0.215 Uiso calc R 1 H
H17 0.6741 0.6672 0.2685 0.096 Uiso calc R 1 H
H18a 0.7823 0.5823 0.4243 0.178 Uiso calc R 1 H
H18b 0.9186 0.7009 0.4213 0.178 Uiso calc R 1 H
H18c 0.9230 0.5395 0.3439 0.178 Uiso calc R 1 H
H19a 0.7752 0.6563 0.0871 0.162 Uiso calc R 1 H
H19b 0.8806 0.5457 0.0936 0.162 Uiso calc R 1 H
H19c 0.9387 0.7056 0.2048 0.162 Uiso calc R 1 H
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'
N N 0.0061 0.0033 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C7 N1 C8 118.90(10) no
F1 C1 C2 118.8(2) no
F1 C1 C6 118.1(2) no
C2 C1 C6 123.1(2) no
C3 C2 C1 118.4(2) no
C4 C3 C2 120.6(2) no
C3 C4 C5 120.3(2) no
C6 C5 C4 120.8(2) no
C5 C6 C1 116.9(2) no
C5 C6 C7 121.9(2) no
C1 C6 C7 121.1(2) no
N1 C7 C6 121.7(2) no
C9 C8 C13 121.9(2) no
C9 C8 N1 117.5(2) no
C13 C8 N1 120.5(2) no
C10 C9 C8 117.7(2) no
C10 C9 C14 121.9(2) no
C8 C9 C14 120.4(2) no
C11 C10 C9 121.4(2) no
C10 C11 C12 120.0(2) no
C11 C12 C13 121.5(2) no
C12 C13 C8 117.5(2) no
C12 C13 C17 121.5(2) no
C8 C13 C17 120.9(2) no
C16 C14 C9 111.4(2) no
C16 C14 C15 111.4(2) no
C9 C14 C15 113.3(2) no
C18 C17 C19 111.4(2) no
C18 C17 C13 109.7(2) no
C19 C17 C13 114.2(2) no
C3 C2 H2 120.8 no
C1 C2 H2 120.8 no
C4 C3 H3 119.7 no
C2 C3 H3 119.7 no
C3 C4 H4 119.9 no
C5 C4 H4 119.9 no
C6 C5 H5 119.6 no
C4 C5 H5 119.6 no
N1 C7 H7 119.1 no
C6 C7 H7 119.1 no
C11 C10 H10 119.3 no
C9 C10 H10 119.3 no
C10 C11 H11 120.0 no
C12 C11 H11 120.0 no
C11 C12 H12 119.2 no
C13 C12 H12 119.2 no
C16 C14 H14 106.8 no
C9 C14 H14 106.8 no
C15 C14 H14 106.8 no
C14 C15 H15a 109.5 no
C14 C15 H15b 109.5 no
H15a C15 H15b 109.5 no
C14 C15 H15c 109.5 no
H15a C15 H15c 109.5 no
H15b C15 H15c 109.5 no
C14 C16 H16a 109.5 no
C14 C16 H16b 109.5 no
H16a C16 H16b 109.5 no
C14 C16 H16c 109.5 no
H16a C16 H16c 109.5 no
H16b C16 H16c 109.5 no
C18 C17 H17 107.0 no
C19 C17 H17 107.0 no
C13 C17 H17 107.0 no
C17 C18 H18a 109.5 no
C17 C18 H18b 109.5 no
H18a C18 H18b 109.5 no
C17 C18 H18c 109.5 no
H18a C18 H18c 109.5 no
H18b C18 H18c 109.5 no
C17 C19 H19a 109.5 no
C17 C19 H19b 109.5 no
H19a C19 H19b 109.5 no
C17 C19 H19c 109.5 no
H19a C19 H19c 109.5 no
H19b C19 H19c 109.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
F1 C1 1.354(2) no
N1 C7 1.253(2) no
N1 C8 1.427(2) no
C1 C2 1.373(3) no
C1 C6 1.377(3) no
C2 C3 1.363(3) no
C3 C4 1.364(3) no
C4 C5 1.379(3) no
C5 C6 1.381(3) no
C6 C7 1.469(2) no
C8 C9 1.400(2) no
C8 C13 1.398(3) no
C9 C10 1.388(3) no
C9 C14 1.513(3) no
C10 C11 1.368(3) no
C11 C12 1.373(3) no
C12 C13 1.388(2) no
C13 C17 1.526(3) no
C14 C16 1.470(4) no
C14 C15 1.516(3) no
C17 C18 1.512(4) no
C17 C19 1.513(3) no
C2 H2 0.93 no
C3 H3 0.93 no
C4 H4 0.93 no
C5 H5 0.93 no
C7 H7 0.93 no
C10 H10 0.93 no
C11 H11 0.93 no
C12 H12 0.93 no
C14 H14 0.98 no
C15 H15a 0.96 no
C15 H15b 0.96 no
C15 H15c 0.96 no
C16 H16a 0.96 no
C16 H16b 0.96 no
C16 H16c 0.96 no
C17 H17 0.98 no
C18 H18a 0.96 no
C18 H18b 0.96 no
C18 H18c 0.96 no
C19 H19a 0.96 no
C19 H19b 0.96 no
C19 H19c 0.96 no
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_publ_flag
F1 C1 C2 C3 179.0(2) no
C6 C1 C2 C3 -0.9(3) no
C1 C2 C3 C4 0.3(4) no
C2 C3 C4 C5 0.2(4) no
C3 C4 C5 C6 -0.2(3) no
C4 C5 C6 C1 -0.3(3) no
C4 C5 C6 C7 -179.2(2) no
F1 C1 C6 C5 -179.1(2) no
C2 C1 C6 C5 0.8(3) no
F1 C1 C6 C7 -0.1(3) no
C2 C1 C6 C7 179.8(2) no
C8 N1 C7 C6 179.20(10) no
C5 C6 C7 N1 -7.5(3) no
C1 C6 C7 N1 173.6(2) no
C7 N1 C8 C9 -106.6(2) no
C7 N1 C8 C13 77.5(2) no
C13 C8 C9 C10 -2.9(3) no
N1 C8 C9 C10 -178.7(2) no
C13 C8 C9 C14 177.9(2) no
N1 C8 C9 C14 2.0(2) no
C8 C9 C10 C11 1.0(3) no
C14 C9 C10 C11 -179.7(2) no
C9 C10 C11 C12 1.0(3) no
C10 C11 C12 C13 -1.2(3) no
C11 C12 C13 C8 -0.6(3) no
C11 C12 C13 C17 175.7(2) no
C9 C8 C13 C12 2.7(3) no
N1 C8 C13 C12 178.4(2) no
C9 C8 C13 C17 -173.7(2) no
N1 C8 C13 C17 2.1(2) no
C10 C9 C14 C16 -81.1(3) no
C8 C9 C14 C16 98.1(3) no
C10 C9 C14 C15 45.4(3) no
C8 C9 C14 C15 -135.4(2) no
C12 C13 C17 C18 -98.5(2) no
C8 C13 C17 C18 77.7(2) no
C12 C13 C17 C19 27.4(3) no
C8 C13 C17 C19 -156.4(2) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30654792
