#------------------------------------------------------------------------------
#$Date: 2016-03-21 01:21:50 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178377 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/03/4000344.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_4000344
_journal_name_full               'Chemistry of Materials'
_journal_paper_doi               10.1021/cm034504i
_journal_year                    2003
_chemical_formula_sum            'C15 H10 F4 N2'
_chemical_formula_weight         294.25
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 95.92(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.427(4)
_cell_length_b                   26.783(16)
_cell_length_c                   7.235(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      14
_cell_measurement_theta_min      10
_cell_volume                     1238.8(11)
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measurement_device_type  CAD-4
_diffrn_measurement_method       omega
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_sigmaI/netI    0.0533
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2340
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         3.04
_diffrn_standards_decay_%        11
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       ?
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2167
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.992
_refine_ls_R_factor_all          0.1626
_refine_ls_R_factor_gt           0.0616
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1281P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1539
_refine_ls_wR_factor_ref         0.2080
_reflns_number_gt                1065
_reflns_number_total             2167
_reflns_threshold_expression     >0sigma(I)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4000344
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F -0.3234(4) -0.12669(9) 0.1377(3) 0.0659(8) Uani 1 1 d . . .
F2 F -0.0459(4) -0.19910(8) 0.2480(4) 0.0727(8) Uani 1 1 d . . .
F3 F 0.3415(4) -0.17680(9) 0.3934(4) 0.0707(8) Uani 1 1 d . . .
F4 F 0.4659(3) -0.08037(9) 0.4367(3) 0.0577(7) Uani 1 1 d . . .
N1 N -0.2162(5) -0.02848(11) 0.1722(4) 0.0422(8) Uani 1 1 d . . .
N2 N -0.0017(6) 0.17255(13) 0.2258(6) 0.0669(11) Uani 1 1 d . . .
C1 C -0.1296(6) -0.11399(14) 0.2125(5) 0.0457(10) Uani 1 1 d . . .
C2 C 0.0065(7) -0.15074(14) 0.2649(5) 0.0509(11) Uani 1 1 d . . .
C3 C 0.2115(6) -0.13900(14) 0.3413(5) 0.0485(10) Uani 1 1 d . . .
C4 C 0.2706(6) -0.09134(14) 0.3618(5) 0.0433(9) Uani 1 1 d . . .
C5 C 0.1342(6) -0.05172(13) 0.3062(5) 0.0396(9) Uani 1 1 d . . .
C6 C 0.1912(6) -0.00166(13) 0.3184(5) 0.0408(9) Uani 1 1 d . . .
H6 H 0.3267 0.0070 0.3648 0.061 Uiso 1 1 calc R . .
C7 C 0.0481(6) 0.03555(13) 0.2619(5) 0.0376(9) Uani 1 1 d . . .
C8 C 0.0984(6) 0.08643(14) 0.2718(5) 0.0432(9) Uani 1 1 d . . .
H8 H 0.2336 0.0961 0.3153 0.065 Uiso 1 1 calc R . .
C9 C -0.0485(6) 0.12243(13) 0.2183(5) 0.0433(9) Uani 1 1 d . . .
C10 C -0.2529(7) 0.10622(15) 0.1456(5) 0.0495(10) Uani 1 1 d . . .
H10 H -0.3539 0.1300 0.1074 0.074 Uiso 1 1 calc R . .
C11 C -0.3027(6) 0.05754(14) 0.1311(5) 0.0472(10) Uani 1 1 d . . .
H11 H -0.4366 0.0485 0.0813 0.071 Uiso 1 1 calc R . .
C12 C -0.1569(6) 0.01975(14) 0.1897(5) 0.0401(9) Uani 1 1 d . . .
C13 C -0.0728(6) -0.06349(13) 0.2280(5) 0.0393(9) Uani 1 1 d . . .
C14 C -0.1568(8) 0.21048(17) 0.1839(8) 0.0782(16) Uani 1 1 d . . .
C15 C 0.2068(8) 0.18880(17) 0.2826(7) 0.0728(14) Uani 1 1 d . . .
H14A H -0.0987 0.2431 0.2088 0.090 Uiso 0.50 1 d P . .
H14B H -0.2725 0.2057 0.2572 0.090 Uiso 0.50 1 d P . .
H14C H -0.2106 0.2088 0.0535 0.090 Uiso 0.50 1 d P . .
H14D H -0.2836 0.1958 0.1224 0.090 Uiso 0.50 1 d P . .
H14E H -0.1075 0.2354 0.1024 0.090 Uiso 0.50 1 d P . .
H14F H -0.1907 0.2266 0.2960 0.090 Uiso 0.50 1 d P . .
H15A H 0.2344 0.1851 0.4165 0.090 Uiso 0.50 1 d P . .
H15B H 0.2251 0.2227 0.2500 0.090 Uiso 0.50 1 d P . .
H15C H 0.3045 0.1680 0.2251 0.090 Uiso 0.50 1 d P . .
H15D H 0.2051 0.2191 0.3527 0.090 Uiso 0.50 1 d P . .
H15E H 0.2823 0.1936 0.1770 0.090 Uiso 0.50 1 d P . .
H15F H 0.2777 0.1632 0.3617 0.090 Uiso 0.50 1 d P . .
