#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/50/7105073.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_7105073
loop_
_publ_author_name
'Kim, Hyun Jung'
'Bhuniya, Sankarprasad'
'Mahajan, Rakesh Kumar'
'Puri, Rajiv'
'Liu, Hongguang'
'Ko, Kyoung Chul'
'Lee, Jin Yong'
'Kim, Jong Seung'
_publ_section_title
;
 Fluorescence turn-on sensors for HSO4-.
;
_journal_issue                   46
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              7128
_journal_page_last               7130
_journal_paper_doi               10.1039/b918324h
_journal_year                    2009
_chemical_formula_sum            'C17 H10 F3 N O3'
_chemical_formula_weight         333.26
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 91.02(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.855(2)
_cell_length_b                   5.4280(11)
_cell_length_c                   26.716(5)
_cell_measurement_reflns_used    725
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      20.29
_cell_measurement_theta_min      2.22
_cell_volume                     1428.9(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0552
_diffrn_reflns_av_sigmaI/netI    0.0928
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            7321
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.19
_exptl_absorpt_coefficient_mu    0.133
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_correction_T_min  0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Brujer, 1997)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       0.0079(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.925
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         2796
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.925
_refine_ls_R_factor_all          0.1446
_refine_ls_R_factor_gt           0.0530
_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)+(0.0716P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1193
_refine_ls_wR_factor_ref         0.1541
_reflns_number_gt                1235
_reflns_number_total             2796
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b918324h.txt
_cod_data_source_block           yk982sadp21n
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7105073
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
C1 C 0.2662(3) 0.5352(6) 0.86809(13) 0.0517(9) Uani 1 1 d . . .
C2 C 0.1860(3) 0.3243(6) 0.87361(11) 0.0455(8) Uani 1 1 d . . .
C3 C 0.0958(3) 0.2623(6) 0.83477(12) 0.0552(9) Uani 1 1 d . . .
H3 H 0.0427 0.1216 0.8377 0.066 Uiso 1 1 calc R . .
C4 C 0.0833(4) 0.4031(7) 0.79235(13) 0.0615(10) Uani 1 1 d . . .
H4 H 0.0222 0.3593 0.7670 0.074 Uiso 1 1 calc R . .
C5 C 0.1629(4) 0.6110(7) 0.78787(13) 0.0615(10) Uani 1 1 d . . .
H5 H 0.1552 0.7072 0.7592 0.074 Uiso 1 1 calc R . .
C6 C 0.2532(4) 0.6779(6) 0.82513(13) 0.0605(10) Uani 1 1 d . . .
H6 H 0.3058 0.8188 0.8216 0.073 Uiso 1 1 calc R . .
C7 C 0.1955(3) 0.1722(6) 0.91751(13) 0.0499(8) Uani 1 1 d . . .
H7 H 0.1420 0.0314 0.9191 0.060 Uiso 1 1 calc R . .
C8 C 0.2791(3) 0.0728(6) 0.99793(11) 0.0461(8) Uani 1 1 d . . .
C9 C 0.1948(3) -0.1264(6) 1.00582(12) 0.0485(8) Uani 1 1 d . . .
H9 H 0.1320 -0.1751 0.9814 0.058 Uiso 1 1 calc R . .
C10 C 0.2057(3) -0.2512(5) 1.05045(12) 0.0454(8) Uani 1 1 d . . .
C11 C 0.1197(3) -0.5930(7) 1.09727(12) 0.0505(9) Uani 1 1 d . . .
C12 C 0.2084(3) -0.5187(6) 1.13794(12) 0.0516(9) Uani 1 1 d . . .
H12 H 0.2071 -0.6077 1.1677 0.062 Uiso 1 1 calc R . .
C13 C 0.2927(3) -0.3258(6) 1.13455(12) 0.0461(8) Uani 1 1 d . . .
C14 C 0.2982(3) -0.1864(5) 1.08870(11) 0.0433(8) Uani 1 1 d . . .
C15 C 0.3836(3) 0.0146(6) 1.07914(12) 0.0500(9) Uani 1 1 d . . .
H15 H 0.4476 0.0632 1.1032 0.060 Uiso 1 1 calc R . .
C16 C 0.3736(3) 0.1392(6) 1.03491(12) 0.0522(9) Uani 1 1 d . . .
H16 H 0.4312 0.2716 1.0293 0.063 Uiso 1 1 calc R . .
C17 C 0.3748(4) -0.2479(7) 1.17930(13) 0.0574(9) Uani 1 1 d . . .
F1 F 0.3364(2) -0.0300(4) 1.19583(8) 0.0942(8) Uani 1 1 d . . .
F2 F 0.5052(2) -0.2255(4) 1.17083(8) 0.0846(8) Uani 1 1 d . . .
F3 F 0.3641(3) -0.4007(5) 1.21747(8) 0.1040(9) Uani 1 1 d . . .
N1 N 0.2749(3) 0.2233(5) 0.95456(10) 0.0511(7) Uani 1 1 d . . .
O1 O 0.3547(3) 0.6062(5) 0.90416(9) 0.0726(8) Uani 1 1 d . . .
H1 H 0.3494 0.5128 0.9282 0.109 Uiso 1 1 calc R . .
O2 O 0.1185(2) -0.4477(4) 1.05540(8) 0.0528(6) Uani 1 1 d . . .
O3 O 0.0466(2) -0.7702(4) 1.09727(8) 0.0636(7) Uani 1 1 d . . .
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'
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
_geom_angle_publ_flag
O1 C1 C6 118.8(3) . . ?
O1 C1 C2 121.3(3) . . ?
C6 C1 C2 120.0(3) . . ?
C3 C2 C1 118.2(3) . . ?
C3 C2 C7 120.0(3) . . ?
C1 C2 C7 121.8(3) . . ?
C4 C3 C2 121.8(3) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C3 C4 C5 119.0(3) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C6 C5 C4 121.0(3) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C1 120.0(3) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
N1 C7 C2 122.5(3) . . ?
N1 C7 H7 118.8 . . ?
C2 C7 H7 118.8 . . ?
C9 C8 C16 119.3(3) . . ?
C9 C8 N1 124.6(3) . . ?
C16 C8 N1 116.1(3) . . ?
C10 C9 C8 118.7(3) . . ?
C10 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
C9 C10 O2 115.2(3) . . ?
C9 C10 C14 123.3(3) . . ?
O2 C10 C14 121.5(3) . . ?
O3 C11 O2 117.7(3) . . ?
O3 C11 C12 125.4(3) . . ?
O2 C11 C12 116.9(3) . . ?
C13 C12 C11 122.4(3) . . ?
C13 C12 H12 118.8 . . ?
C11 C12 H12 118.8 . . ?
C12 C13 C14 120.0(3) . . ?
C12 C13 C17 119.7(3) . . ?
C14 C13 C17 120.3(3) . . ?
C10 C14 C15 116.5(3) . . ?
C10 C14 C13 117.0(3) . . ?
C15 C14 C13 126.4(3) . . ?
C16 C15 C14 120.5(3) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C15 C16 C8 121.6(3) . . ?
C15 C16 H16 119.2 . . ?
C8 C16 H16 119.2 . . ?
F2 C17 F1 105.2(3) . . ?
F2 C17 F3 106.4(3) . . ?
F1 C17 F3 106.1(3) . . ?
F2 C17 C13 114.0(3) . . ?
F1 C17 C13 111.6(3) . . ?
F3 C17 C13 113.0(3) . . ?
C7 N1 C8 121.0(3) . . ?
C1 O1 H1 109.5 . . ?
C11 O2 C10 121.9(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.345(4) . ?
C1 C6 1.389(4) . ?
C1 C2 1.400(4) . ?
C2 C3 1.396(4) . ?
C2 C7 1.436(4) . ?
C3 C4 1.371(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.372(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 N1 1.281(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.382(4) . ?
C8 C16 1.393(4) . ?
C8 N1 1.418(4) . ?
C9 C10 1.374(4) . ?
C9 H9 0.9300 . ?
C10 O2 1.378(3) . ?
C10 C14 1.402(4) . ?
C11 O3 1.202(3) . ?
C11 O2 1.368(4) . ?
C11 C12 1.440(4) . ?
C12 C13 1.341(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.442(4) . ?
C13 C17 1.493(4) . ?
C14 C15 1.405(4) . ?
C15 C16 1.363(4) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 F2 1.315(4) . ?
C17 F1 1.320(4) . ?
C17 F3 1.320(4) . ?
O1 H1 0.8200 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C12 H12 F1 0.93 2.72 3.409(4) 131.3 1_545
C4 H4 F1 0.93 2.77 3.580(4) 145.6 4_565
C5 H5 F2 0.93 2.76 3.522(4) 139.4 4_565
C12 H12 F3 0.93 2.31 2.677(4) 102.7 .
C15 H15 F2 0.93 2.45 3.005(4) 118.3 .
C15 H15 F1 0.93 2.77 3.169(4) 106.9 .
O1 H1 N1 0.82 1.88 2.606(3) 147.4 .
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 179.7(3) . . . . ?
C6 C1 C2 C3 0.8(5) . . . . ?
O1 C1 C2 C7 -0.8(5) . . . . ?
C6 C1 C2 C7 -179.6(3) . . . . ?
C1 C2 C3 C4 -0.8(5) . . . . ?
C7 C2 C3 C4 179.7(3) . . . . ?
C2 C3 C4 C5 0.4(5) . . . . ?
C3 C4 C5 C6 -0.2(5) . . . . ?
C4 C5 C6 C1 0.3(5) . . . . ?
O1 C1 C6 C5 -179.5(3) . . . . ?
C2 C1 C6 C5 -0.6(5) . . . . ?
C3 C2 C7 N1 -178.7(3) . . . . ?
C1 C2 C7 N1 1.8(5) . . . . ?
C16 C8 C9 C10 1.0(5) . . . . ?
N1 C8 C9 C10 -177.4(3) . . . . ?
C8 C9 C10 O2 -179.9(3) . . . . ?
C8 C9 C10 C14 0.1(5) . . . . ?
O3 C11 C12 C13 176.5(3) . . . . ?
O2 C11 C12 C13 -4.1(5) . . . . ?
C11 C12 C13 C14 -0.8(5) . . . . ?
C11 C12 C13 C17 175.7(3) . . . . ?
C9 C10 C14 C15 -1.0(5) . . . . ?
O2 C10 C14 C15 179.0(3) . . . . ?
C9 C10 C14 C13 176.6(3) . . . . ?
O2 C10 C14 C13 -3.4(4) . . . . ?
C12 C13 C14 C10 4.5(4) . . . . ?
C17 C13 C14 C10 -172.0(3) . . . . ?
C12 C13 C14 C15 -178.1(3) . . . . ?
C17 C13 C14 C15 5.4(5) . . . . ?
C10 C14 C15 C16 0.9(4) . . . . ?
C13 C14 C15 C16 -176.5(3) . . . . ?
C14 C15 C16 C8 0.1(5) . . . . ?
C9 C8 C16 C15 -1.1(5) . . . . ?
N1 C8 C16 C15 177.4(3) . . . . ?
C12 C13 C17 F2 128.3(3) . . . . ?
C14 C13 C17 F2 -55.2(4) . . . . ?
C12 C13 C17 F1 -112.8(4) . . . . ?
C14 C13 C17 F1 63.7(4) . . . . ?
C12 C13 C17 F3 6.6(5) . . . . ?
C14 C13 C17 F3 -176.8(3) . . . . ?
C2 C7 N1 C8 178.3(3) . . . . ?
C9 C8 N1 C7 -4.5(5) . . . . ?
C16 C8 N1 C7 177.1(3) . . . . ?
O3 C11 O2 C10 -175.3(3) . . . . ?
C12 C11 O2 C10 5.3(4) . . . . ?
C9 C10 O2 C11 178.4(3) . . . . ?
C14 C10 O2 C11 -1.6(4) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 20178973
