#------------------------------------------------------------------------------
#$Date: 2016-03-21 01:21:50 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178377 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/04/4000482.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_4000482
_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                110.412(3)
_cell_angle_beta                 96.886(3)
_cell_angle_gamma                92.829(3)
_cell_formula_units_Z            4
_cell_length_a                   7.2258(8)
_cell_length_b                   12.2109(12)
_cell_length_c                   13.9069(14)
_cell_measurement_reflns_used    836
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23
_cell_measurement_theta_min      3
_cell_volume                     1136.2(2)
_diffrn_ambient_temperature      298(2)
_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  0.0432
_diffrn_reflns_av_sigmaI/netI    0.0563
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9841
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.78
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    3.647
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            pale-yellow
_exptl_crystal_density_diffrn    1.918
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blade
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.15
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         4007
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.0694
_refine_ls_R_factor_gt           0.0363
_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)+(0.0458P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0833
_refine_ls_wR_factor_ref         0.0978
_reflns_number_gt                2690
_reflns_number_total             4007
_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               4000482
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 0.34780(6) -0.28827(4) 0.16832(3) 0.06298(17) Uani 1 1 d . . .
F3 F 0.4027(3) -0.02549(19) 0.21997(16) 0.0619(6) Uani 1 1 d . . .
F5 F 0.1807(4) -0.37556(19) -0.05789(19) 0.0720(7) Uani 1 1 d . . .
F6 F 0.0904(3) -0.2532(2) -0.18211(17) 0.0688(7) Uani 1 1 d . . .
O15 O 0.4242(4) 0.3352(2) 0.1824(2) 0.0637(8) Uani 1 1 d . . .
H15 H 0.4367 0.2825 0.2057 0.076 Uiso 1 1 calc R . .
N1 N 0.3323(4) 0.1033(2) 0.0990(2) 0.0406(7) Uani 1 1 d . . .
C2 C 0.2910(5) -0.0139(3) 0.0576(3) 0.0388(9) Uani 1 1 d . . .
C3 C 0.3299(5) -0.0815(3) 0.1211(3) 0.0435(9) Uani 1 1 d . . .
C4 C 0.2943(5) -0.2011(3) 0.0834(3) 0.0470(10) Uani 1 1 d . . .
C5 C 0.2154(5) -0.2581(3) -0.0213(3) 0.0498(10) Uani 1 1 d . . .
C6 C 0.1726(5) -0.1971(3) -0.0834(3) 0.0486(10) Uani 1 1 d . . .
C7 C 0.2069(5) -0.0727(3) -0.0481(3) 0.0409(9) Uani 1 1 d . . .
C8 C 0.1649(5) -0.0068(3) -0.1094(3) 0.0450(9) Uani 1 1 d . . .
H8 H 0.1111 -0.0436 -0.1783 0.054 Uiso 1 1 calc R . .
C9 C 0.2033(5) 0.1149(3) -0.0679(3) 0.0442(9) Uani 1 1 d . . .
C10 C 0.1621(6) 0.1910(4) -0.1237(3) 0.0546(11) Uani 1 1 d . . .
H10 H 0.1058 0.1602 -0.1926 0.065 Uiso 1 1 calc R . .
C11 C 0.2051(6) 0.3079(4) -0.0763(3) 0.0619(12) Uani 1 1 d . . .
H11 H 0.1747 0.3567 -0.1131 0.074 Uiso 1 1 calc R . .
C12 C 0.2946(6) 0.3586(4) 0.0271(3) 0.0619(12) Uani 1 1 d . . .
H12 H 0.3250 0.4394 0.0569 0.074 Uiso 1 1 calc R . .
C13 C 0.3362(5) 0.2894(3) 0.0829(3) 0.0474(10) Uani 1 1 d . . .
C14 C 0.2905(5) 0.1652(3) 0.0376(3) 0.0414(9) Uani 1 1 d . . .
Br19 Br 0.79146(7) 0.03702(3) 0.40743(4) 0.06559(18) Uani 1 1 d . . .
F18 F 0.6606(3) 0.21713(17) 0.31697(15) 0.0514(6) Uani 1 1 d . . .
F20 F 0.9520(3) 0.1872(2) 0.62650(18) 0.0663(7) Uani 1 1 d . . .
F21 F 0.9742(3) 0.4225(2) 0.72222(16) 0.0627(6) Uani 1 1 d . . .
O30 O 0.5369(4) 0.5787(2) 0.2916(2) 0.0552(7) Uani 1 1 d . . .
H30 H 0.5457 0.5081 0.2761 0.066 Uiso 1 1 calc R . .
N16 N 0.6768(4) 0.4535(2) 0.4055(2) 0.0346(7) Uani 1 1 d . . .
C17 C 0.7458(4) 0.3918(3) 0.4631(3) 0.0342(8) Uani 1 1 d . . .
C18 C 0.7389(5) 0.2673(3) 0.4160(3) 0.0378(8) Uani 1 1 d . . .
C19 C 0.8060(5) 0.2009(3) 0.4700(3) 0.0423(9) Uani 1 1 d . . .
C20 C 0.8873(5) 0.2555(3) 0.5750(3) 0.0472(10) Uani 1 1 d . . .
C21 C 0.8961(5) 0.3718(3) 0.6227(3) 0.0426(9) Uani 1 1 d . . .
C22 C 0.8264(4) 0.4456(3) 0.5699(3) 0.0373(8) Uani 1 1 d . . .
C23 C 0.8300(5) 0.5650(3) 0.6159(3) 0.0414(9) Uani 1 1 d . . .
H23 H 0.8795 0.6015 0.6855 0.050 Uiso 1 1 calc R . .
C24 C 0.7601(5) 0.6324(3) 0.5593(3) 0.0390(9) Uani 1 1 d . . .
C25 C 0.7581(5) 0.7568(3) 0.6013(3) 0.0473(10) Uani 1 1 d . . .
H25 H 0.8040 0.7982 0.6708 0.057 Uiso 1 1 calc R . .
C26 C 0.6894(5) 0.8138(3) 0.5398(3) 0.0516(10) Uani 1 1 d . . .
H26 H 0.6914 0.8951 0.5675 0.062 Uiso 1 1 calc R . .
C27 C 0.6151(5) 0.7547(3) 0.4355(3) 0.0491(10) Uani 1 1 d . . .
H27 H 0.5668 0.7972 0.3959 0.059 Uiso 1 1 calc R . .
C28 C 0.6126(5) 0.6354(3) 0.3911(3) 0.0412(9) Uani 1 1 d . . .
C29 C 0.6852(4) 0.5703(3) 0.4535(3) 0.0345(8) Uani 1 1 d . . .
