#------------------------------------------------------------------------------
#$Date: 2017-04-04 16:00:56 +0300 (Tue, 04 Apr 2017) $
#$Revision: 194807 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/53/4345308.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_4345308
loop_
_publ_author_name
'Asthana, Sharad Kumar'
'Kumar, Ajit'
'Neeraj, ?'
'Shweta, ?'
'Hira, Sumit Kumar'
'Manna, Partha Pratim'
'Upadhyay, K. K.'
_publ_section_title
;
 Brightening Quinolineimines by Al(3+) and Subsequent Quenching by PPi/PA
 in Aqueous Medium: Synthesis, Crystal Structures, Binding Behavior,
 Theoretical and Cell Imaging Studies.
;
_journal_issue                   6
_journal_name_full               'Inorganic chemistry'
_journal_page_first              3315
_journal_page_last               3323
_journal_paper_doi               10.1021/acs.inorgchem.6b02752
_journal_volume                  56
_journal_year                    2017
_chemical_formula_sum            'C17 H18 N4 O5'
_chemical_formula_weight         358.35
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 98.19(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.8846(19)
_cell_length_b                   16.573(4)
_cell_length_c                   14.943(4)
_cell_measurement_reflns_used    1040
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.4898
_cell_measurement_theta_min      2.9833
_cell_volume                     1687.6(8)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.0938
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.823
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_sigmaI/netI    0.0685
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7309
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.56
_diffrn_reflns_theta_min         2.99
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86718
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             752.0
_exptl_crystal_size_max          0.424
_exptl_crystal_size_mid          0.323
_exptl_crystal_size_min          0.212
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3893
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.1210
_refine_ls_R_factor_gt           0.0610
_refine_ls_shift/su_max          0.024
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0553P)²+0.4439P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1262
_refine_ls_wR_factor_ref         0.1636
_reflns_number_gt                2135
_reflns_number_total             4730
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic6b02752_si_003.cif
_cod_data_source_block           nrj-a1
_cod_depositor_comments
'Adding full bibliography for 4345308--4345310.cif.'
_cod_original_cell_volume        1687.6(7)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4345308
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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
O1 O 1.2441(3) 0.05809(11) 0.95998(13) 0.0541(5) Uani 1 1 d .
O2 O 0.4912(3) 0.25676(12) 1.13910(12) 0.0536(5) Uani 1 1 d .
O3 O -0.0903(3) 0.35097(12) 0.74977(12) 0.0546(6) Uani 1 1 d .
N2 N 0.1643(3) 0.31134(12) 0.89602(14) 0.0398(5) Uani 1 1 d .
C5 C 0.7084(4) 0.17953(15) 0.91420(16) 0.0377(6) Uani 1 1 d .
O4 O 0.1416(4) 0.21401(15) 0.69933(16) 0.0758(7) Uani 1 1 d G
H00A H 0.2482 0.2286 0.6816 0.114 Uiso 1 1 d G
H00B H 0.0997 0.2517 0.7301 0.114 Uiso 1 1 d G
N3 N -0.0070(3) 0.35465(12) 0.90136(14) 0.0395(5) Uani 1 1 d .
H008 H -0.0366 0.3697 0.9528 0.047 Uiso 1 1 calc R
N1 N 0.7238(3) 0.19332(12) 1.07374(13) 0.0387(5) Uani 1 1 d .
H009 H 0.7850 0.1835 1.1269 0.046 Uiso 1 1 calc R
C4 C 0.8094(3) 0.16590(14) 1.00145(16) 0.0340(6) Uani 1 1 d .
C3 C 0.9882(4) 0.12493(14) 1.01458(17) 0.0395(6) Uani 1 1 d .
H011 H 1.0541 0.1169 1.0727 0.047 Uiso 1 1 calc R
C13 C -0.3022(4) 0.42187(15) 0.83510(17) 0.0382(6) Uani 1 1 d .
C9 C 0.4486(4) 0.24915(14) 0.97790(16) 0.0354(6) Uani 1 1 d .
N4 N -0.6365(4) 0.51504(15) 0.84668(18) 0.0573(7) Uani 1 1 d .
C10 C 0.5514(4) 0.23443(15) 1.06877(17) 0.0375(6) Uani 1 1 d .
C12 C -0.1249(4) 0.37242(15) 0.82447(17) 0.0392(6) Uani 1 1 d .
C2 C 1.0666(4) 0.09644(15) 0.94071(19) 0.0420(6) Uani 1 1 d .
C7 C 0.9687(4) 0.10802(16) 0.85387(18) 0.0473(7) Uani 1 1 d .
H018 H 1.0213 0.0879 0.8044 0.057 Uiso 1 1 calc R
C8 C 0.5274(4) 0.22192(15) 0.90586(17) 0.0397(6) Uani 1 1 d .
H019 H 0.4602 0.2313 0.8483 0.048 Uiso 1 1 calc R
C11 C 0.2630(4) 0.29256(14) 0.97175(17) 0.0393(6) Uani 1 1 d .
H020 H 0.2154 0.3070 1.0247 0.047 Uiso 1 1 calc R
C17 C -0.4784(4) 0.40662(17) 0.78074(18) 0.0439(7) Uani 1 1 d .
H021 H -0.4880 0.3650 0.7386 0.053 Uiso 1 1 calc R
C6 C 0.7943(4) 0.14920(17) 0.84127(17) 0.0490(7) Uani 1 1 d .
H022 H 0.7309 0.1573 0.7827 0.059 Uiso 1 1 calc R
C14 C -0.2966(4) 0.48556(17) 0.8948(2) 0.0555(8) Uani 1 1 d .
H023 H -0.1814 0.4984 0.9325 0.067 Uiso 1 1 calc R
C16 C -0.6401(4) 0.45393(17) 0.7898(2) 0.0503(7) Uani 1 1 d .
H024 H -0.7582 0.4420 0.7538 0.060 Uiso 1 1 calc R
C1 C 1.3271(5) 0.02306(19) 0.8864(2) 0.0657(9) Uani 1 1 d .
H02A H 1.3464 0.0643 0.8434 0.099 Uiso 1 1 calc R
H02B H 1.2397 -0.0173 0.8576 0.099 Uiso 1 1 calc R
H02C H 1.4510 -0.0013 0.9089 0.099 Uiso 1 1 calc R
C15 C -0.4651(5) 0.52964(18) 0.8972(2) 0.0667(10) Uani 1 1 d .
H026 H -0.4587 0.5729 0.9372 0.080 Uiso 1 1 calc R
O5 O -0.0901(3) 0.38437(12) 1.07929(15) 0.0620(6) Uiso 1 1 d G
H1A H 0.0116 0.3743 1.1169 0.093 Uiso 1 1 d G
H1B H -0.1661 0.3437 1.0750 0.093 Uiso 1 1 d G
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'
Al Al 0.0645 0.0514 '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 O1 C1 117.9(2)
C11 N2 N3 115.1(2)
C6 C5 C4 117.0(2)
C6 C5 C8 124.7(2)
C4 C5 C8 118.2(2)
H00A O4 H00B 109.5
C12 N3 N2 118.5(2)
C12 N3 H008 120.7
N2 N3 H008 120.7
C10 N1 C4 126.1(2)
C10 N1 H009 117.0
C4 N1 H009 117.0
N1 C4 C3 121.2(2)
N1 C4 C5 117.6(2)
C3 C4 C5 121.3(2)
C2 C3 C4 119.5(2)
C2 C3 H011 120.3
C4 C3 H011 120.3
C14 C13 C17 117.5(3)
C14 C13 C12 122.6(2)
C17 C13 C12 119.8(2)
C8 C9 C11 124.2(2)
C8 C9 C10 119.3(2)
C11 C9 C10 116.4(2)
C16 N4 C15 116.1(3)
O2 C10 N1 119.8(2)
O2 C10 C9 124.3(2)
N1 C10 C9 115.9(2)
O3 C12 N3 122.9(2)
O3 C12 C13 121.5(2)
N3 C12 C13 115.6(2)
O1 C2 C3 115.4(2)
O1 C2 C7 124.0(3)
C3 C2 C7 120.5(2)
C6 C7 C2 119.8(3)
C6 C7 H018 120.1
C2 C7 H018 120.1
C9 C8 C5 122.8(2)
C9 C8 H019 118.6
C5 C8 H019 118.6
N2 C11 C9 121.9(2)
N2 C11 H020 119.0
C9 C11 H020 119.0
C13 C17 C16 119.3(3)
C13 C17 H021 120.4
C16 C17 H021 120.4
C7 C6 C5 121.9(2)
C7 C6 H022 119.0
C5 C6 H022 119.0
C15 C14 C13 118.5(3)
C15 C14 H023 120.7
C13 C14 H023 120.7
N4 C16 C17 123.8(3)
N4 C16 H024 118.1
C17 C16 H024 118.1
O1 C1 H02A 109.5
O1 C1 H02B 109.5
H02A C1 H02B 109.5
O1 C1 H02C 109.5
H02A C1 H02C 109.5
H02B C1 H02C 109.5
N4 C15 C14 124.9(3)
N4 C15 H026 117.6
C14 C15 H026 117.6
H1A O5 H1B 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C2 1.371(3)
O1 C1 1.433(3)
O2 C10 1.240(3)
O3 C12 1.227(3)
N2 C11 1.273(3)
N2 N3 1.393(3)
C5 C6 1.405(4)
C5 C4 1.406(3)
C5 C8 1.420(3)
O4 H00A 0.8501
O4 H00B 0.8500
N3 C12 1.342(3)
N3 H008 0.8600
N1 C10 1.362(3)
N1 C4 1.379(3)
N1 H009 0.8600
C4 C3 1.395(3)
C3 C2 1.379(4)
C3 H011 0.9300
C13 C14 1.379(4)
C13 C17 1.383(3)
C13 C12 1.498(4)
C9 C8 1.350(3)
C9 C11 1.458(3)
C9 C10 1.459(3)
N4 C16 1.320(4)
N4 C15 1.329(4)
C2 C7 1.388(4)
C7 C6 1.371(4)
C7 H018 0.9300
C8 H019 0.9300
C11 H020 0.9300
C17 C16 1.384(4)
C17 H021 0.9300
C6 H022 0.9300
C14 C15 1.376(4)
C14 H023 0.9300
C16 H024 0.9300
C1 H02A 0.9600
C1 H02B 0.9600
C1 H02C 0.9600
C15 H026 0.9300
O5 H1A 0.8500
O5 H1B 0.8500
