#------------------------------------------------------------------------------
#$Date: 2016-02-13 13:50:18 +0100 (Sat 13 de Feb de 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/93/1519399.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_1519399
loop_
_publ_author_name
'Gong, Yongyang'
'Zhao, Lifang'
'Peng, Qian'
'Fan, Di'
'Yuan, Wang Zhang'
'Zhang, Yongming'
'Tang, Ben Zhong'
_publ_section_title
;
 Crystallization-induced dual emission from metal- and heavy atom-free
 aromatic acids and esters
;
_journal_issue                   8
_journal_name_full               'Chem. Sci.'
_journal_page_first              4438
_journal_paper_doi               10.1039/C5SC00253B
_journal_volume                  6
_journal_year                    2015
_chemical_formula_sum            'C10 H6 F4 O4'
_chemical_formula_weight         266.15
_chemical_name_systematic
; 
 ? 
;
_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
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-01-22 deposited with the CCDC.
2015-04-20 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 95.605(15)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.332(6)
_cell_length_b                   4.701(5)
_cell_length_c                   17.423(16)
_cell_measurement_temperature    296(2)
_cell_volume                     516.1(9)
_computing_molecular_graphics    Olex-2
_computing_publication_material  Olex-2
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 10.4098
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       '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_R_equivalents  0.0453
_diffrn_reflns_av_sigmaI/netI    0.0508
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            2458
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.35
_exptl_absorpt_coefficient_mu    0.176
_exptl_absorpt_correction_T_max  0.879
_exptl_absorpt_correction_T_min  0.835
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            light-yellow
_exptl_crystal_density_diffrn    1.712
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block-like
_exptl_crystal_F_000             268
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.364
_refine_diff_density_min         -0.417
_refine_diff_density_rms         0.150
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     83
_refine_ls_number_reflns         988
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0709
_refine_ls_R_factor_gt           0.0650
_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)+(0.1626P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1877
_refine_ls_wR_factor_ref         0.2060
_reflns_number_gt                844
_reflns_number_total             988
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5sc00253b4.cif
_cod_data_source_block           DMTFTPA
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 

 Adding full bibliography for 1519398--1519399.cif.
;
_cod_original_cell_volume        516.2(9)
_cod_original_sg_symbol_H-M      'P2(1)/n  '
_cod_database_code               1519399
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
F2 F -0.20183(18) 0.9270(3) 0.12670(7) 0.0598(6) Uani 1 1 d .
O4 O 0.3788(2) 0.6589(4) 0.13614(10) 0.0618(6) Uani 1 1 d .
C9 C 0.1754(3) 0.6231(4) 0.12055(12) 0.0458(6) Uani 1 1 d .
C5 C -0.1020(3) 0.9549(4) 0.06401(12) 0.0447(6) Uani 1 1 d .
C6 C 0.0880(3) 0.8176(4) 0.05847(12) 0.0428(6) Uani 1 1 d .
O3 O 0.0694(2) 0.4616(4) 0.15222(12) 0.0691(7) Uani 1 1 d .
C4 C -0.1878(3) 1.1322(4) 0.00726(12) 0.0454(6) Uani 1 1 d .
C10 C 0.4822(4) 0.4789(7) 0.19515(16) 0.0719(9) Uani 1 1 d .
H10A H 0.4396 0.5338 0.2444 0.108 Uiso 1 1 calc R
H10B H 0.6332 0.4984 0.1956 0.108 Uiso 1 1 calc R
H10C H 0.4427 0.2845 0.1848 0.108 Uiso 1 1 calc R
F1 F -0.36486(18) 1.2686(3) 0.01874(8) 0.0658(6) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
F2 0.0546(8) 0.0795(10) 0.0472(9) 0.0095(6) 0.0152(6) 0.0050(6)
O4 0.0487(9) 0.0763(11) 0.0579(12) 0.0215(8) -0.0069(7) -0.0002(7)
C9 0.0516(12) 0.0440(11) 0.0410(12) -0.0015(8) 0.0006(9) -0.0030(8)
C5 0.0453(10) 0.0516(11) 0.0376(11) -0.0018(8) 0.0063(8) -0.0040(8)
C6 0.0441(10) 0.0416(10) 0.0415(12) -0.0015(8) -0.0017(8) -0.0028(7)
O3 0.0659(11) 0.0665(11) 0.0726(13) 0.0225(9) -0.0043(9) -0.0134(8)
C4 0.0411(10) 0.0505(12) 0.0442(12) -0.0035(8) 0.0028(8) 0.0042(8)
C10 0.0639(13) 0.089(2) 0.0609(17) 0.0272(13) -0.0053(12) 0.0109(13)
F1 0.0559(9) 0.0863(11) 0.0566(10) 0.0059(7) 0.0128(7) 0.0276(7)
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C9 O4 C10 116.44(19) . .
O3 C9 O4 125.4(2) . .
O3 C9 C6 123.19(19) . .
O4 C9 C6 111.35(17) . .
F2 C5 C4 118.08(19) . .
F2 C5 C6 120.23(19) . .
C4 C5 C6 121.6(2) . .
C5 C6 C4 116.85(19) . 3_575
C5 C6 C9 120.3(2) . .
C4 C6 C9 122.84(19) 3_575 .
F1 C4 C5 118.02(19) . .
F1 C4 C6 120.35(18) . 3_575
C5 C4 C6 121.53(19) . 3_575
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F2 C5 1.321(3) .
O4 C9 1.301(3) .
O4 C10 1.439(3) .
C9 O3 1.185(3) .
C9 C6 1.481(3) .
C5 C4 1.365(3) .
C5 C6 1.377(3) .
C6 C4 1.381(3) 3_575
C4 F1 1.323(2) .
C4 C6 1.381(3) 3_575
