#------------------------------------------------------------------------------
#$Date: 2016-03-26 03:55:00 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180202 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/96/7109602.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_7109602
loop_
_publ_author_name
'Animesh Sahana'
'Arnab Banerjee'
'Sisir Lohar'
'Sukanya Panja'
'Subhra Kanti Mukhopadhyay'
'Jesus Sanmartin Matalobos'
'Debasis Das'
_publ_section_title
;
 Fluorescence sensing of arsenate at nanomolar level in a greener way:
 naphthalene based probe for living cell imaging
;
_journal_name_full               Chem.Commun.
_journal_page_first              7231
_journal_paper_doi               10.1039/c3cc43211d
_journal_volume                  49
_journal_year                    2013
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C17 H13 N O'
_chemical_formula_sum            'C17 H13 N O'
_chemical_formula_weight         247.28
_chemical_name_common            DDJS-52
_chemical_name_systematic
;
?
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      61
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-02-14T10:11:59-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.4675(7)
_cell_length_b                   12.2615(8)
_cell_length_c                   19.3299(11)
_cell_measurement_reflns_used    5891
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.52
_cell_measurement_theta_min      2.76
_cell_measurement_wavelength     0.71073
_cell_volume                     2480.9(3)
_computing_cell_refinement       'APEX2 v2012.10-0 (Bruker AXS, 2012)'
_computing_data_collection       'APEX2 v2012.10-0 (Bruker AXS, 2012)'
_computing_data_reduction        'APEX2 v2012.10-0 (Bruker AXS, 2012)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_measurement_device_type  'Bruker X8 kappa APEXII CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0602
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            42766
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.9890
_exptl_absorpt_correction_T_min  0.9126
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER AXS - SADABS'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.423
_refine_diff_density_min         -0.24
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         3081
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0671
_refine_ls_R_factor_gt           0.0453
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0568P)²+0.8072P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1101
_refine_ls_wR_factor_ref         0.1213
_reflns_number_gt                2260
_reflns_number_total             3081
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c3cc43211d.txt
_cod_data_source_block           be17jea1n
_cod_database_code               7109602
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -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
C1 C 0.46890(13) 0.01757(11) 0.25623(7) 0.0194(3) Uani 1 1 d .
C2 C 0.55303(14) 0.06592(12) 0.30088(7) 0.0213(3) Uani 1 1 d .
H2 H 0.6079 0.1222 0.2848 0.026 Uiso 1 1 calc R
C3 C 0.55875(14) 0.03249(12) 0.37106(8) 0.0225(3) Uani 1 1 d .
H3 H 0.6176 0.0663 0.4017 0.027 Uiso 1 1 calc R
C4 C 0.48002(14) -0.04812(12) 0.39491(7) 0.0205(3) Uani 1 1 d .
H4 H 0.4847 -0.0702 0.442 0.025 Uiso 1 1 calc R
C5 C 0.39120(13) -0.09909(11) 0.34960(7) 0.0179(3) Uani 1 1 d .
C6 C 0.30778(14) -0.18224(12) 0.37275(8) 0.0217(3) Uani 1 1 d .
H6 H 0.3112 -0.2051 0.4197 0.026 Uiso 1 1 calc R
C7 C 0.22256(14) -0.23009(12) 0.32880(8) 0.0238(3) Uani 1 1 d .
H7 H 0.1675 -0.2859 0.3453 0.029 Uiso 1 1 calc R
C8 C 0.21576(14) -0.19714(12) 0.25916(8) 0.0226(3) Uani 1 1 d .
H8 H 0.1558 -0.2307 0.229 0.027 Uiso 1 1 calc R
C9 C 0.29461(14) -0.11738(11) 0.23453(7) 0.0202(3) Uani 1 1 d .
H9 H 0.2898 -0.0963 0.1873 0.024 Uiso 1 1 calc R
C10 C 0.38409(13) -0.06554(11) 0.27926(7) 0.0178(3) Uani 1 1 d .
N11 N 0.45903(12) 0.05309(10) 0.18627(6) 0.0214(3) Uani 1 1 d .
C12 C 0.55666(14) 0.04424(11) 0.14650(7) 0.0200(3) Uani 1 1 d .
H12 H 0.6307 0.0079 0.1632 0.024 Uiso 1 1 calc R
C13 C 0.55708(13) 0.08811(11) 0.07681(7) 0.0175(3) Uani 1 1 d .
C14 C 0.45531(13) 0.15185(11) 0.05191(7) 0.0171(3) Uani 1 1 d .
C15 C 0.46501(14) 0.20211(11) -0.01238(7) 0.0199(3) Uani 1 1 d .
H15 H 0.3975 0.247 -0.0288 0.024 Uiso 1 1 calc R
C16 C 0.57299(14) 0.18676(11) -0.05242(7) 0.0204(3) Uani 1 1 d .
H16 H 0.5787 0.221 -0.0964 0.025 Uiso 1 1 calc R
C17 C 0.67315(14) 0.12205(11) -0.02930(7) 0.0201(3) Uani 1 1 d .
H17 H 0.7466 0.1113 -0.0574 0.024 Uiso 1 1 calc R
C18 C 0.66469(14) 0.07362(11) 0.03494(7) 0.0193(3) Uani 1 1 d .
H18 H 0.7332 0.0296 0.051 0.023 Uiso 1 1 calc R
O19 O 0.34807(10) 0.16770(9) 0.08976(5) 0.0249(3) Uani 1 1 d .
H19 H 0.360(2) 0.1284(19) 0.1318(12) 0.060(7) Uiso 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 0 '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 0.006 '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
C2 C1 C10 120.97(13)
C2 C1 N11 120.87(13)
C10 C1 N11 118.08(13)
C1 C2 C3 120.35(14)
C1 C2 H2 119.8
C3 C2 H2 119.8
C4 C3 C2 120.40(14)
C4 C3 H3 119.8
C2 C3 H3 119.8
C3 C4 C5 120.28(13)
C3 C4 H4 119.9
C5 C4 H4 119.9
C6 C5 C4 121.69(12)
C6 C5 C10 118.58(13)
C4 C5 C10 119.72(13)
C7 C6 C5 121.09(13)
C7 C6 H6 119.5
C5 C6 H6 119.5
C6 C7 C8 120.34(14)
C6 C7 H7 119.8
C8 C7 H7 119.8
C9 C8 C7 120.57(14)
C9 C8 H8 119.7
C7 C8 H8 119.7
C8 C9 C10 120.37(13)
C8 C9 H9 119.8
C10 C9 H9 119.8
C5 C10 C1 118.26(13)
C5 C10 C9 119.05(13)
C1 C10 C9 122.68(12)
C12 N11 C1 119.02(12)
N11 C12 C13 121.83(13)
N11 C12 H12 119.1
C13 C12 H12 119.1
C18 C13 C14 118.87(12)
C18 C13 C12 119.52(13)
C14 C13 C12 121.45(12)
O19 C14 C15 118.67(12)
O19 C14 C13 121.52(12)
C15 C14 C13 119.79(12)
C16 C15 C14 119.97(13)
C16 C15 H15 120
C14 C15 H15 120
C15 C16 C17 120.98(13)
C15 C16 H16 119.5
C17 C16 H16 119.5
C18 C17 C16 119.16(13)
C18 C17 H17 120.4
C16 C17 H17 120.4
C17 C18 C13 121.20(13)
C17 C18 H18 119.4
C13 C18 H18 119.4
C14 O19 H19 106.1(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.368(2)
C1 C10 1.423(2)
C1 N11 1.4244(18)
C2 C3 1.418(2)
C2 H2 0.95
C3 C4 1.367(2)
C3 H3 0.95
C4 C5 1.422(2)
C4 H4 0.95
C5 C6 1.415(2)
C5 C10 1.4225(18)
C6 C7 1.365(2)
C6 H6 0.95
C7 C8 1.407(2)
C7 H7 0.95
C8 C9 1.365(2)
C8 H8 0.95
C9 C10 1.424(2)
C9 H9 0.95
N11 C12 1.2835(18)
C12 C13 1.4505(19)
C12 H12 0.95
C13 C18 1.3984(19)
C13 C14 1.4061(19)
C14 O19 1.3539(16)
C14 C15 1.3908(19)
C15 C16 1.383(2)
C15 H15 0.95
C16 C17 1.389(2)
C16 H16 0.95
C17 C18 1.3794(19)
C17 H17 0.95
C18 H18 0.95
O19 H19 0.95(2)
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
O19 H19 N11 0.95(2) 1.74(2) 2.6084(16) 150(2)
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
C10 C1 C2 C3 1.1(2)
N11 C1 C2 C3 177.72(12)
C1 C2 C3 C4 -0.2(2)
C2 C3 C4 C5 -0.2(2)
C3 C4 C5 C6 -179.56(13)
C3 C4 C5 C10 -0.3(2)
C4 C5 C6 C7 179.67(14)
C10 C5 C6 C7 0.4(2)
C5 C6 C7 C8 -0.2(2)
C6 C7 C8 C9 0.3(2)
C7 C8 C9 C10 -0.7(2)
C6 C5 C10 C1 -179.56(12)
C4 C5 C10 C1 1.13(19)
C6 C5 C10 C9 -0.68(19)
C4 C5 C10 C9 -179.99(12)
C2 C1 C10 C5 -1.6(2)
N11 C1 C10 C5 -178.26(12)
C2 C1 C10 C9 179.60(13)
N11 C1 C10 C9 2.9(2)
C8 C9 C10 C5 0.8(2)
C8 C9 C10 C1 179.66(13)
C2 C1 N11 C12 62.47(19)
C10 C1 N11 C12 -120.82(15)
C1 N11 C12 C13 -174.06(12)
N11 C12 C13 C18 -178.25(14)
N11 C12 C13 C14 6.4(2)
C18 C13 C14 O19 179.21(12)
C12 C13 C14 O19 -5.4(2)
C18 C13 C14 C15 -2.2(2)
C12 C13 C14 C15 173.17(13)
O19 C14 C15 C16 -179.52(13)
C13 C14 C15 C16 1.8(2)
C14 C15 C16 C17 -0.4(2)
C15 C16 C17 C18 -0.7(2)
C16 C17 C18 C13 0.3(2)
C14 C13 C18 C17 1.1(2)
C12 C13 C18 C17 -174.35(13)
