#------------------------------------------------------------------------------
#$Date: 2016-03-21 01:21:50 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178377 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/04/4000483.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_4000483
_journal_name_full               'Chemistry of Materials'
_journal_paper_doi               10.1021/cm048867+
_journal_year                    2004
_chemical_formula_moiety         'C13 H5 Br F3 N O'
_chemical_formula_sum            'C13 H5 Br F3 N O'
_chemical_formula_weight         328.09
_chemical_melting_point          480.15
_chemical_name_systematic        2-bromo-1,3,4-trifluoro-9-hydroxyacridine
_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
_cell_angle_alpha                110.432(2)
_cell_angle_beta                 95.879(2)
_cell_angle_gamma                92.918(2)
_cell_formula_units_Z            4
_cell_length_a                   7.1417(6)
_cell_length_b                   12.2055(10)
_cell_length_c                   13.7337(12)
_cell_measurement_reflns_used    13436
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      2
_cell_volume                     1111.09(16)
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measurement_device_type  SMART-Bruker
_diffrn_measurement_method       omega-scan
_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  0.0192
_diffrn_reflns_av_sigmaI/netI    0.0263
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13404
_diffrn_reflns_theta_max         30.02
_diffrn_reflns_theta_min         1.93
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_exptl_absorpt_coefficient_mu    3.729
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0..66
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            pale-yellow
_exptl_crystal_density_diffrn    1.961
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blade
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.899
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         6378
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.899
_refine_ls_R_factor_all          0.0313
_refine_ls_R_factor_gt           0.0272
_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)+(0.0487P)²+0.8125P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0725
_refine_ls_wR_factor_ref         0.0747
_reflns_number_gt                5701
_reflns_number_total             6378
_reflns_threshold_expression     all
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '207degC' was changed to '480.15' -
it was converted from degrees Celsius(C) to Kelvins(K).

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4000483
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Br4 Br 0.34663(3) -0.289789(15) 0.168520(14) 0.02532(5) Uani 1 1 d . . .
F3 F 0.40203(16) -0.02589(9) 0.22142(8) 0.0263(2) Uani 1 1 d . . .
F5 F 0.17826(17) -0.37693(9) -0.05952(9) 0.0300(2) Uani 1 1 d . . .
F6 F 0.08742(16) -0.25356(9) -0.18445(8) 0.0287(2) Uani 1 1 d . . .
O15 O 0.4254(2) 0.33562(11) 0.18343(10) 0.0258(3) Uani 1 1 d . . .
H15 H 0.4415 0.2812 0.2067 0.031 Uiso 1 1 calc R . .
N1 N 0.33165(19) 0.10318(12) 0.09924(10) 0.0172(2) Uani 1 1 d . . .
C2 C 0.2898(2) -0.01374(13) 0.05734(12) 0.0163(3) Uani 1 1 d . . .
C3 C 0.3294(2) -0.08235(14) 0.12145(12) 0.0188(3) Uani 1 1 d . . .
C4 C 0.2932(2) -0.20174(14) 0.08367(13) 0.0199(3) Uani 1 1 d . . .
C5 C 0.2129(2) -0.25965(14) -0.02248(13) 0.0215(3) Uani 1 1 d . . .
C6 C 0.1695(2) -0.19757(14) -0.08540(12) 0.0208(3) Uani 1 1 d . . .
C7 C 0.2063(2) -0.07323(14) -0.04885(12) 0.0175(3) Uani 1 1 d . . .
C8 C 0.1630(2) -0.00673(14) -0.11154(12) 0.0191(3) Uani 1 1 d . . .
H8 H 0.1072 -0.0441 -0.1822 0.023 Uiso 1 1 calc R . .
C9 C 0.2026(2) 0.11515(14) -0.06933(12) 0.0190(3) Uani 1 1 d . . .
C10 C 0.1600(2) 0.19129(16) -0.12616(13) 0.0232(3) Uani 1 1 d . . .
H10 H 0.1015 0.1597 -0.1967 0.028 Uiso 1 1 calc R . .
C11 C 0.2040(3) 0.30960(16) -0.07823(14) 0.0257(3) Uani 1 1 d . . .
H11 H 0.1735 0.3596 -0.1161 0.031 Uiso 1 1 calc R . .
C12 C 0.2941(3) 0.36006(15) 0.02671(14) 0.0253(3) Uani 1 1 d . . .
H12 H 0.3245 0.4426 0.0576 0.030 Uiso 1 1 calc R . .
C13 C 0.3370(2) 0.29009(14) 0.08327(13) 0.0200(3) Uani 1 1 d . . .
C14 C 0.2894(2) 0.16525(14) 0.03719(12) 0.0171(3) Uani 1 1 d . . .
Br19 Br 0.79046(3) 0.034931(15) 0.406546(14) 0.02688(6) Uani 1 1 d . . .
F18 F 0.65713(14) 0.21440(8) 0.31425(7) 0.02103(19) Uani 1 1 d . . .
F20 F 0.95389(16) 0.18627(10) 0.62706(8) 0.0268(2) Uani 1 1 d . . .
F21 F 0.97561(15) 0.42244(10) 0.72286(8) 0.0262(2) Uani 1 1 d . . .
O30 O 0.53513(18) 0.57665(10) 0.28756(9) 0.0227(2) Uani 1 1 d . . .
H30 H 0.5353 0.5040 0.2738 0.027 Uiso 1 1 calc R . .
N16 N 0.67522(18) 0.45211(11) 0.40364(10) 0.0154(2) Uani 1 1 d . . .
C17 C 0.7442(2) 0.39057(13) 0.46116(11) 0.0148(3) Uani 1 1 d . . .
C18 C 0.7363(2) 0.26559(14) 0.41410(12) 0.0168(3) Uani 1 1 d . . .
C19 C 0.8048(2) 0.19847(14) 0.46841(13) 0.0188(3) Uani 1 1 d . . .
C20 C 0.8868(2) 0.25349(15) 0.57467(13) 0.0197(3) Uani 1 1 d . . .
C21 C 0.8965(2) 0.37148(15) 0.62281(12) 0.0191(3) Uani 1 1 d . . .
C22 C 0.8255(2) 0.44420(14) 0.56873(12) 0.0164(3) Uani 1 1 d . . .
C23 C 0.8306(2) 0.56589(14) 0.61643(12) 0.0179(3) Uani 1 1 d . . .
H23 H 0.8819 0.6035 0.6879 0.021 Uiso 1 1 calc R . .
C24 C 0.7598(2) 0.63190(14) 0.55828(12) 0.0172(3) Uani 1 1 d . . .
C25 C 0.7587(2) 0.75684(14) 0.60115(13) 0.0211(3) Uani 1 1 d . . .
H25 H 0.8056 0.7989 0.6726 0.025 Uiso 1 1 calc R . .
C26 C 0.6898(2) 0.81504(14) 0.53865(14) 0.0222(3) Uani 1 1 d . . .
H26 H 0.6912 0.8981 0.5672 0.027 Uiso 1 1 calc R . .
C27 C 0.6160(2) 0.75469(14) 0.43183(13) 0.0206(3) Uani 1 1 d . . .
H27 H 0.5699 0.7978 0.3901 0.025 Uiso 1 1 calc R . .
C28 C 0.6107(2) 0.63468(14) 0.38849(12) 0.0180(3) Uani 1 1 d . . .
C29 C 0.6841(2) 0.56939(13) 0.45100(12) 0.0154(3) Uani 1 1 d . . .
