#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/46/7014687.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_7014687
loop_
_publ_author_name
'Yang, Zhenghao'
'Yan, Chongchong'
'Chen, Yuncong'
'Zhu, Chengcheng'
'Zhang, Changli'
'Dong, Xindian'
'Yang, Weiqi'
'Guo, Zijian'
'Lu, Yi'
'He, Weijiang'
_publ_section_title
;
 A novel terpyridine/benzofurazan hybrid fluorophore: metal sensing
 behavior and application.
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2173
_journal_page_last               2176
_journal_paper_doi               10.1039/c0dt01053g
_journal_volume                  40
_journal_year                    2011
_chemical_formula_moiety         'C23 H18 N6 O'
_chemical_formula_sum            'C23 H18 N6 O'
_chemical_formula_weight         394.43
_chemical_name_systematic
;
?
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.693(3)
_cell_angle_beta                 97.346(2)
_cell_angle_gamma                107.751(2)
_cell_formula_units_Z            2
_cell_length_a                   8.7846(14)
_cell_length_b                   9.1746(15)
_cell_length_c                   12.361(2)
_cell_measurement_reflns_used    878
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      22.18
_cell_measurement_theta_min      2.46
_cell_volume                     939.6(3)
_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      298(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_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  0.1028
_diffrn_reflns_av_sigmaI/netI    0.1270
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5178
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.46
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.011(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         3611
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.1313
_refine_ls_R_factor_gt           0.0554
_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)+(0.0218P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1044
_refine_ls_wR_factor_ref         0.1331
_reflns_number_gt                1593
_reflns_number_total             3611
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0DT01053G.TXT
_cod_data_source_block           290421d_0m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_cell_volume        939.7(3)
_cod_original_sg_symbol_Hall     -P1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7014687
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
C1 C 0.7512(3) 0.4889(3) 0.5000(2) 0.0430(8) Uani 1 1 d . . .
C2 C 0.6916(3) 0.5644(3) 0.5781(2) 0.0435(8) Uani 1 1 d . . .
C3 C 0.7222(3) 0.7300(4) 0.5807(2) 0.0478(8) Uani 1 1 d . . .
C4 C 0.5841(4) 0.7386(4) 0.7424(3) 0.0748(11) Uani 1 1 d . . .
H4A H 0.5022 0.6431 0.7198 0.112 Uiso 1 1 calc R . .
H4B H 0.5361 0.8079 0.7728 0.112 Uiso 1 1 calc R . .
H4C H 0.6643 0.7211 0.7966 0.112 Uiso 1 1 calc R . .
C5 C 0.6712(4) 0.9644(4) 0.6352(3) 0.0859(12) Uani 1 1 d . . .
H5A H 0.7767 1.0279 0.6666 0.129 Uiso 1 1 calc R . .
H5B H 0.5911 0.9898 0.6709 0.129 Uiso 1 1 calc R . .
H5C H 0.6542 0.9813 0.5587 0.129 Uiso 1 1 calc R . .
C6 C 0.8193(3) 0.8008(3) 0.5062(2) 0.0558(9) Uani 1 1 d . . .
H6 H 0.8478 0.9070 0.5051 0.067 Uiso 1 1 calc R . .
C7 C 0.8789(3) 0.7226(3) 0.4308(2) 0.0532(9) Uani 1 1 d . . .
H7 H 0.9430 0.7814 0.3830 0.064 Uiso 1 1 calc R . .
C8 C 0.8501(3) 0.5670(3) 0.4224(2) 0.0410(7) Uani 1 1 d . . .
C9 C 0.9091(3) 0.4924(3) 0.3376(2) 0.0413(7) Uani 1 1 d . . .
C10 C 1.0133(3) 0.5762(3) 0.2696(2) 0.0454(8) Uani 1 1 d . . .
H10 H 1.0477 0.6826 0.2775 0.054 Uiso 1 1 calc R . .
C11 C 1.0674(3) 0.5044(3) 0.1899(2) 0.0434(8) Uani 1 1 d . . .
C12 C 1.1778(3) 0.5936(3) 0.1167(2) 0.0448(8) Uani 1 1 d . . .
C13 C 1.3015(4) 0.8306(4) 0.0566(3) 0.0642(10) Uani 1 1 d . . .
H13 H 1.3224 0.9364 0.0611 0.077 Uiso 1 1 calc R . .
C14 C 1.3702(4) 0.7706(4) -0.0187(3) 0.0593(9) Uani 1 1 d . . .
H14 H 1.4335 0.8331 -0.0652 0.071 Uiso 1 1 calc R . .
C15 C 1.3431(4) 0.6167(4) -0.0233(3) 0.0629(10) Uani 1 1 d . . .
H15 H 1.3901 0.5722 -0.0723 0.076 Uiso 1 1 calc R . .
C16 C 1.2462(3) 0.5277(3) 0.0443(2) 0.0545(9) Uani 1 1 d . . .
H16 H 1.2267 0.4222 0.0412 0.065 Uiso 1 1 calc R . .
C17 C 0.9409(4) 0.0285(3) 0.1537(3) 0.0559(9) Uani 1 1 d . . .
H17 H 1.0352 0.0850 0.1280 0.067 Uiso 1 1 calc R . .
C18 C 0.8796(4) -0.1281(4) 0.1300(3) 0.0688(10) Uani 1 1 d . . .
H18 H 0.9315 -0.1781 0.0885 0.083 Uiso 1 1 calc R . .
C19 C 0.7414(4) -0.2070(4) 0.1690(3) 0.0666(10) Uani 1 1 d . . .
H19 H 0.6956 -0.3119 0.1536 0.080 Uiso 1 1 calc R . .
C20 C 0.6710(4) -0.1281(4) 0.2315(3) 0.0664(10) Uani 1 1 d . . .
H20 H 0.5780 -0.1834 0.2592 0.080 Uiso 1 1 calc R . .
C21 C 0.8622(4) 0.1000(3) 0.2153(2) 0.0455(8) Uani 1 1 d . . .
C22 C 0.9207(3) 0.2702(3) 0.2396(2) 0.0427(8) Uani 1 1 d . . .
C23 C 0.8630(3) 0.3339(3) 0.3211(2) 0.0439(8) Uani 1 1 d . . .
H23 H 0.7939 0.2713 0.3646 0.053 Uiso 1 1 calc R . .
N1 N 0.7001(3) 0.3379(3) 0.5134(2) 0.0552(7) Uani 1 1 d . . .
N2 N 0.6039(3) 0.4644(3) 0.6384(2) 0.0556(7) Uani 1 1 d . . .
N3 N 0.6587(3) 0.8043(3) 0.6493(2) 0.0631(8) Uani 1 1 d . . .
N4 N 1.2061(3) 0.7470(3) 0.1242(2) 0.0591(8) Uani 1 1 d . . .
N5 N 1.0251(3) 0.3510(3) 0.17610(19) 0.0452(6) Uani 1 1 d . . .
N6 N 0.7277(3) 0.0233(3) 0.2554(2) 0.0555(7) Uani 1 1 d . . .
O1 O 0.6105(2) 0.3254(2) 0.59972(17) 0.0646(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'
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
N1 C1 C2 108.7(3) . . ?
N1 C1 C8 127.6(3) . . ?
C2 C1 C8 123.7(3) . . ?
N2 C2 C1 110.4(3) . . ?
N2 C2 C3 128.1(3) . . ?
C1 C2 C3 121.4(3) . . ?
N3 C3 C6 124.1(3) . . ?
N3 C3 C2 122.9(3) . . ?
C6 C3 C2 113.1(3) . . ?
N3 C4 H4A 109.5 . . ?
N3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N3 C5 H5A 109.5 . . ?
N3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C6 C7 124.1(3) . . ?
C3 C6 H6 117.9 . . ?
C7 C6 H6 117.9 . . ?
C8 C7 C6 125.4(3) . . ?
C8 C7 H7 117.3 . . ?
C6 C7 H7 117.3 . . ?
C7 C8 C1 112.4(3) . . ?
C7 C8 C9 122.3(3) . . ?
C1 C8 C9 125.2(3) . . ?
C10 C9 C23 116.2(3) . . ?
C10 C9 C8 121.9(3) . . ?
C23 C9 C8 121.9(3) . . ?
C9 C10 C11 121.3(3) . . ?
C9 C10 H10 119.4 . . ?
C11 C10 H10 119.4 . . ?
N5 C11 C10 122.2(3) . . ?
N5 C11 C12 116.3(3) . . ?
C10 C11 C12 121.4(3) . . ?
N4 C12 C16 121.2(3) . . ?
N4 C12 C11 115.5(3) . . ?
C16 C12 C11 123.3(3) . . ?
N4 C13 C14 124.2(3) . . ?
N4 C13 H13 117.9 . . ?
C14 C13 H13 117.9 . . ?
C15 C14 C13 117.9(3) . . ?
C15 C14 H14 121.1 . . ?
C13 C14 H14 121.1 . . ?
C14 C15 C16 119.6(3) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C15 C16 C12 120.1(3) . . ?
C15 C16 H16 119.9 . . ?
C12 C16 H16 119.9 . . ?
C21 C17 C18 119.8(3) . . ?
C21 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
C19 C18 C17 118.4(3) . . ?
C19 C18 H18 120.8 . . ?
C17 C18 H18 120.8 . . ?
C18 C19 C20 118.5(3) . . ?
C18 C19 H19 120.8 . . ?
C20 C19 H19 120.8 . . ?
N6 C20 C19 124.3(3) . . ?
N6 C20 H20 117.9 . . ?
C19 C20 H20 117.9 . . ?
N6 C21 C17 122.3(3) . . ?
N6 C21 C22 115.9(3) . . ?
C17 C21 C22 121.7(3) . . ?
N5 C22 C23 124.4(3) . . ?
N5 C22 C21 115.6(3) . . ?
C23 C22 C21 120.0(3) . . ?
C22 C23 C9 119.4(3) . . ?
C22 C23 H23 120.3 . . ?
C9 C23 H23 120.3 . . ?
C1 N1 O1 103.6(2) . . ?
C2 N2 O1 104.1(2) . . ?
C3 N3 C4 124.7(3) . . ?
C3 N3 C5 119.9(3) . . ?
C4 N3 C5 115.3(3) . . ?
C13 N4 C12 117.0(3) . . ?
C22 N5 C11 116.4(3) . . ?
C21 N6 C20 116.7(3) . . ?
N2 O1 N1 113.2(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 N1 1.339(3) . ?
C1 C2 1.422(4) . ?
C1 C8 1.428(3) . ?
C2 N2 1.313(3) . ?
C2 C3 1.459(4) . ?
C3 N3 1.354(3) . ?
C3 C6 1.370(4) . ?
C4 N3 1.445(3) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 N3 1.454(4) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.412(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.371(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.474(3) . ?
C9 C10 1.385(3) . ?
C9 C23 1.390(4) . ?
C10 C11 1.387(3) . ?
C10 H10 0.9300 . ?
C11 N5 1.344(3) . ?
C11 C12 1.480(4) . ?
C12 N4 1.353(3) . ?
C12 C16 1.368(4) . ?
C13 N4 1.339(3) . ?
C13 C14 1.366(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.357(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.366(4) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C21 1.374(4) . ?
C17 C18 1.384(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.361(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.373(4) . ?
C19 H19 0.9300 . ?
C20 N6 1.340(3) . ?
C20 H20 0.9300 . ?
C21 N6 1.338(3) . ?
C21 C22 1.501(4) . ?
C22 N5 1.338(3) . ?
C22 C23 1.382(4) . ?
C23 H23 0.9300 . ?
N1 O1 1.391(3) . ?
N2 O1 1.377(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652777
