#------------------------------------------------------------------------------
#$Date: 2016-03-25 22:18:44 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180007 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/01/7030107.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_7030107
loop_
_publ_author_name
'Pan, Zhong-Hua'
'Luo, Geng-Geng'
'Zhou, Jing-Wei'
'Xia, Jiu-Xu'
'Fang, Kai'
'Wu, Rui-Bo'
_publ_section_title
;
 A simple BODIPY-aniline-based fluorescent chemosensor as multiple logic
 operations for the detection of pH and CO2 gas.
;
_journal_issue                   22
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8499
_journal_page_last               8507
_journal_paper_doi               10.1039/c4dt00395k
_journal_volume                  43
_journal_year                    2014
_chemical_formula_sum            'C19 H20 B F2 N3'
_chemical_formula_weight         339.19
_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                 104.6620(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.8093(4)
_cell_length_b                   11.5942(4)
_cell_length_c                   14.0953(4)
_cell_measurement_temperature    173(2)
_cell_volume                     1708.97(10)
_computing_cell_refinement       RAPID-AUTO
_computing_data_collection       'RAPID-AUTO (Rigaku Corporation, 1998)'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       'ω 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  0.0426
_diffrn_reflns_av_sigmaI/netI    0.0345
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13119
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.25
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.9834
_exptl_absorpt_correction_T_min  0.9761
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Higashi, 1995)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.454
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       0.015(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.186
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         2993
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.186
_refine_ls_R_factor_all          0.0974
_refine_ls_R_factor_gt           0.0653
_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)+(0.1193P)²+1.5572P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1788
_refine_ls_wR_factor_ref         0.2401
_reflns_number_gt                2064
_reflns_number_total             2993
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4dt00395k2.cif
_cod_data_source_block           1b
_cod_depositor_comments
'Adding full bibliography for 7030106--7030108.cif.'
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               7030107
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
B1 B 0.9146(4) 0.6682(3) -0.0480(3) 0.0339(9) Uani 1 1 d .
N1 N 0.8753(3) 0.5958(2) -0.1421(2) 0.0341(7) Uani 1 1 d .
N2 N 1.0598(3) 0.6741(2) -0.01830(19) 0.0332(7) Uani 1 1 d .
N3 N 1.3990(3) 0.4916(3) -0.4314(2) 0.0458(8) Uani 1 1 d .
H3A H 1.4071 0.5413 -0.4767 0.055 Uiso 1 1 calc R
H3B H 1.4403 0.4255 -0.4253 0.055 Uiso 1 1 calc R
F1 F 0.8645(2) 0.62121(19) 0.02514(14) 0.0460(6) Uani 1 1 d .
F2 F 0.8651(2) 0.78147(18) -0.06742(15) 0.0475(6) Uani 1 1 d .
C1 C 1.3209(3) 0.5177(3) -0.3693(2) 0.0380(8) Uani 1 1 d .
C2 C 1.3122(4) 0.4424(3) -0.2942(3) 0.0414(9) Uani 1 1 d .
H2A H 1.3576 0.3714 -0.2868 0.050 Uiso 1 1 calc R
C3 C 1.2379(4) 0.4699(3) -0.2298(3) 0.0408(9) Uani 1 1 d .
H3C H 1.2336 0.4176 -0.1789 0.049 Uiso 1 1 calc R
C4 C 1.1703(3) 0.5722(3) -0.2390(2) 0.0334(8) Uani 1 1 d .
C5 C 1.1790(3) 0.6474(3) -0.3143(2) 0.0374(8) Uani 1 1 d .
H5A H 1.1322 0.7176 -0.3225 0.045 Uiso 1 1 calc R
C6 C 1.2548(3) 0.6216(3) -0.3776(3) 0.0382(8) Uani 1 1 d .
H6A H 1.2615 0.6754 -0.4269 0.046 Uiso 1 1 calc R
C7 C 1.0864(3) 0.5996(3) -0.1735(2) 0.0306(8) Uani 1 1 d .
C8 C 1.1377(3) 0.6511(3) -0.0827(2) 0.0315(8) Uani 1 1 d .
C9 C 1.2658(3) 0.6840(3) -0.0332(3) 0.0372(8) Uani 1 1 d .
C10 C 1.2610(4) 0.7240(3) 0.0584(3) 0.0420(9) Uani 1 1 d .
H10A H 1.3317 0.7521 0.1075 0.050 Uiso 1 1 calc R
C11 C 1.1342(3) 0.7163(3) 0.0667(2) 0.0378(8) Uani 1 1 d .
C12 C 0.7582(3) 0.5521(3) -0.1840(3) 0.0375(8) Uani 1 1 d .
C13 C 0.7624(3) 0.4976(3) -0.2724(3) 0.0424(9) Uani 1 1 d .
H13A H 0.6927 0.4597 -0.3159 0.051 Uiso 1 1 calc R
C14 C 0.8841(3) 0.5083(3) -0.2858(2) 0.0395(8) Uani 1 1 d .
C15 C 0.9567(3) 0.5702(3) -0.2028(2) 0.0323(8) Uani 1 1 d .
C16 C 1.3842(4) 0.6765(4) -0.0689(3) 0.0501(10) Uani 1 1 d .
H16A H 1.4572 0.7051 -0.0180 0.075 Uiso 1 1 calc R
H16B H 1.3738 0.7235 -0.1282 0.075 Uiso 1 1 calc R
H16C H 1.3993 0.5960 -0.0841 0.075 Uiso 1 1 calc R
C17 C 1.0844(4) 0.7495(3) 0.1515(2) 0.0438(9) Uani 1 1 d .
H17A H 0.9922 0.7346 0.1361 0.066 Uiso 1 1 calc R
H17B H 1.1003 0.8317 0.1654 0.066 Uiso 1 1 calc R
H17C H 1.1276 0.7042 0.2090 0.066 Uiso 1 1 calc R
C18 C 0.6470(4) 0.5654(4) -0.1420(3) 0.0470(10) Uani 1 1 d .
H18A H 0.6729 0.6076 -0.0798 0.071 Uiso 1 1 calc R
H18B H 0.6148 0.4890 -0.1302 0.071 Uiso 1 1 calc R
H18C H 0.5795 0.6083 -0.1879 0.071 Uiso 1 1 calc R
C19 C 0.9253(4) 0.4606(4) -0.3713(3) 0.0514(10) Uani 1 1 d .
H19A H 0.8530 0.4212 -0.4155 0.077 Uiso 1 1 calc R
H19B H 0.9953 0.4056 -0.3481 0.077 Uiso 1 1 calc R
H19C H 0.9546 0.5236 -0.4065 0.077 Uiso 1 1 calc R
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'
B B 0.0013 0.0007 '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'
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
F1 B1 F2 107.9(3)
F1 B1 N2 112.5(3)
F2 B1 N2 108.9(3)
F1 B1 N1 110.5(3)
F2 B1 N1 109.3(3)
N2 B1 N1 107.6(3)
C12 N1 C15 108.4(3)
C12 N1 B1 127.3(3)
C15 N1 B1 124.2(3)
C11 N2 C8 108.7(3)
C11 N2 B1 126.9(3)
C8 N2 B1 123.9(3)
C6 C1 C2 118.3(3)
C6 C1 N3 121.0(3)
C2 C1 N3 120.6(3)
C3 C2 C1 120.8(3)
C4 C3 C2 120.9(3)
C3 C4 C5 118.2(3)
C3 C4 C7 121.2(3)
C5 C4 C7 120.6(3)
C6 C5 C4 121.2(3)
C5 C6 C1 120.5(3)
C8 C7 C15 120.8(3)
C8 C7 C4 119.9(3)
C15 C7 C4 119.3(3)
C7 C8 N2 120.5(3)
C7 C8 C9 132.2(3)
N2 C8 C9 107.2(3)
C10 C9 C8 106.5(3)
C10 C9 C16 124.9(3)
C8 C9 C16 128.6(3)
C9 C10 C11 108.9(3)
N2 C11 C10 108.8(3)
N2 C11 C17 123.5(3)
C10 C11 C17 127.7(3)
N1 C12 C13 108.6(3)
N1 C12 C18 123.5(3)
C13 C12 C18 127.9(3)
C14 C13 C12 109.0(3)
C13 C14 C15 106.1(3)
C13 C14 C19 124.5(3)
C15 C14 C19 129.4(3)
C7 C15 N1 120.2(3)
C7 C15 C14 131.8(3)
N1 C15 C14 107.9(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
B1 F1 1.391(4)
B1 F2 1.418(4)
B1 N2 1.520(5)
B1 N1 1.536(5)
N1 C12 1.352(4)
N1 C15 1.406(4)
N2 C11 1.354(4)
N2 C8 1.411(4)
N3 C1 1.395(4)
C1 C6 1.391(5)
C1 C2 1.394(5)
C2 C3 1.392(5)
C3 C4 1.381(5)
C4 C5 1.396(5)
C4 C7 1.484(4)
C5 C6 1.387(5)
C7 C8 1.393(5)
C7 C15 1.399(5)
C8 C9 1.436(5)
C9 C10 1.384(5)
C9 C16 1.492(5)
C10 C11 1.408(5)
C11 C17 1.481(5)
C12 C13 1.408(5)
C12 C18 1.476(5)
C13 C14 1.382(5)
C14 C15 1.426(5)
C14 C19 1.493(5)
