#------------------------------------------------------------------------------
#$Date: 2020-10-06 12:28:55 +0200 (mar 06 de oct de 2020) $
#$Revision: 257836 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/97/7059787.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_7059787
loop_
_publ_author_name
'Shaikh, Ahad'
'Ghosh, Milan'
'Mukherjee, Pallabi'
'Ghosh, Avijit'
'Molla, Rostam Ali'
'Ta, Sabyasachi'
'Das, Debasis'
_publ_section_title
;
 Amide--imine conjugate involving gallic acid and naphthalene for
 nano-molar detection, enrichment and cancer cell imaging of La3+: studies
 on the catalytic activity of the La3+ complex
;
_journal_issue                   31
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              13501
_journal_page_last               13506
_journal_paper_doi               10.1039/D0NJ02415E
_journal_volume                  44
_journal_year                    2020
_chemical_formula_sum            'C18 H18 N2 O7'
_chemical_formula_weight         374.34
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2019-01-08 deposited with the CCDC.	2020-07-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.665(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.1843(5)
_cell_length_b                   14.6445(8)
_cell_length_c                   12.5246(7)
_cell_measurement_temperature    150(2)
_cell_volume                     1643.56(16)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13940
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.723
_diffrn_reflns_theta_min         2.171
_exptl_absorpt_coefficient_mu    0.118
_exptl_crystal_density_diffrn    1.513
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         3135
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0444
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0469P)²+0.4682P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0967
_refine_ls_wR_factor_ref         0.1126
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2112
_reflns_number_total             3135
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj02415e2.cif
_cod_data_source_block           f
_cod_depositor_comments
;Adding full bibliography for 7059787.cif.

 Adding full bibliography for 7059787.cif.
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7059787
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.965
_shelx_estimated_absorpt_t_max   0.995
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.24900(17) 0.55915(11) 0.79634(13) 0.0324(4) Uani 1 1 d . . . . .
H1A H 0.209(4) 0.516(2) 0.723(3) 0.097(12) Uiso 1 1 d . . . . .
O2 O 0.28146(16) 0.42597(10) 0.53371(12) 0.0259(4) Uani 1 1 d . . . . .
O3 O -0.17806(18) 0.18583(12) 0.24588(13) 0.0359(4) Uani 1 1 d . . . . .
H3A H -0.254(4) 0.221(2) 0.263(3) 0.079(11) Uiso 1 1 d . . . . .
O4 O 0.04482(18) 0.15343(11) 0.14197(12) 0.0286(4) Uani 1 1 d . . . . .
H4A H -0.054(4) 0.134(2) 0.124(3) 0.101(13) Uiso 1 1 d . . . . .
O5 O 0.31515(18) 0.22515(11) 0.21166(13) 0.0308(4) Uani 1 1 d . . . . .
H5A H 0.404(3) 0.2546(19) 0.239(2) 0.059(9) Uiso 1 1 d . . . . .
N1 N 0.0792(2) 0.46037(12) 0.65258(14) 0.0232(4) Uani 1 1 d . . . . .
N2 N 0.0520(2) 0.40154(13) 0.56481(14) 0.0239(4) Uani 1 1 d . . . . .
H2A H -0.036(3) 0.3810(15) 0.5460(18) 0.027(7) Uiso 1 1 d . . . . .
C1 C 0.1292(2) 0.57030(15) 0.84254(17) 0.0250(5) Uani 1 1 d . . . . .
C2 C 0.1508(3) 0.62408(15) 0.93757(18) 0.0296(6) Uani 1 1 d . . . . .
H2 H 0.2455 0.6508 0.9663 0.035 Uiso 1 1 calc R U . . .
C3 C 0.0364(3) 0.63782(15) 0.98837(18) 0.0297(6) Uani 1 1 d . . . . .
H3 H 0.0528 0.6736 1.0531 0.036 Uiso 1 1 calc R U . . .
C4 C -0.1067(3) 0.60013(15) 0.94724(18) 0.0283(5) Uani 1 1 d . . . . .
C5 C -0.2261(3) 0.61493(16) 0.99961(19) 0.0356(6) Uani 1 1 d . . . . .
H5 H -0.2099 0.6509 1.0643 0.043 Uiso 1 1 calc R U . . .
C6 C -0.3641(3) 0.57883(17) 0.9595(2) 0.0396(6) Uani 1 1 d . . . . .
H6 H -0.4434 0.5900 0.9954 0.048 Uiso 1 1 calc R U . . .
C7 C -0.3876(3) 0.52521(17) 0.8650(2) 0.0345(6) Uani 1 1 d . . . . .
H7 H -0.4834 0.4995 0.8373 0.041 Uiso 1 1 calc R U . . .
C8 C -0.2750(2) 0.50912(16) 0.81164(18) 0.0285(5) Uani 1 1 d . . . . .
H8 H -0.2941 0.4730 0.7470 0.034 Uiso 1 1 calc R U . . .
C9 C -0.1303(2) 0.54547(14) 0.85139(17) 0.0239(5) Uani 1 1 d . . . . .
C10 C -0.0078(2) 0.52982(14) 0.79868(17) 0.0217(5) Uani 1 1 d . . . . .
C11 C -0.0276(2) 0.47177(14) 0.70382(16) 0.0228(5) Uani 1 1 d . . . . .
H11 H -0.1202 0.4414 0.6785 0.027 Uiso 1 1 calc R U . . .
C12 C 0.1593(2) 0.38666(14) 0.50865(17) 0.0208(5) Uani 1 1 d . . . . .
C13 C 0.1232(2) 0.32227(14) 0.41484(16) 0.0211(5) Uani 1 1 d . . . . .
C14 C -0.0167(2) 0.28164(15) 0.37994(17) 0.0248(5) Uani 1 1 d . . . . .
H14 H -0.0931 0.2920 0.4188 0.030 Uiso 1 1 calc R U . . .
C15 C -0.0432(2) 0.22605(15) 0.28810(18) 0.0253(5) Uani 1 1 d . . . . .
C16 C 0.0691(2) 0.20813(14) 0.23259(17) 0.0227(5) Uani 1 1 d . . . . .
C17 C 0.2098(2) 0.24673(14) 0.26929(17) 0.0230(5) Uani 1 1 d . . . . .
C18 C 0.2358(2) 0.30449(14) 0.35894(16) 0.0230(5) Uani 1 1 d . . . . .
H18 H 0.3310 0.3322 0.3825 0.028 Uiso 1 1 calc R U . . .
O100 O 0.09566(19) 0.20275(12) 0.78396(17) 0.0328(4) Uani 1 1 d . . . . .
H10A H 0.120(3) 0.179(2) 0.850(3) 0.064(10) Uiso 1 1 d . . . . .
H10B H 0.116(4) 0.167(2) 0.738(3) 0.064(11) Uiso 1 1 d . . . . .
O200 O -0.2911(2) 0.38251(13) 0.48062(14) 0.0344(4) Uani 1 1 d D . . . .
H20A H -0.348(3) 0.369(2) 0.530(3) 0.067(10) Uiso 1 1 d . . . . .
H20B H -0.321(5) 0.4365(12) 0.469(3) 0.129(18) Uiso 1 1 d 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
C1 O1 H1A 105.5(18) . . ?
C15 O3 H3A 110(2) . . ?
C16 O4 H4A 111(2) . . ?
C17 O5 H5A 111.8(17) . . ?
C11 N1 N2 116.87(18) . . ?
C12 N2 N1 119.52(19) . . ?
C12 N2 H2A 124.0(16) . . ?
N1 N2 H2A 116.2(16) . . ?
O1 C1 C10 121.8(2) . . ?
O1 C1 C2 116.7(2) . . ?
C10 C1 C2 121.5(2) . . ?
C3 C2 C1 120.0(2) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 121.6(2) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 121.7(2) . . ?
C5 C4 C9 119.3(2) . . ?
C3 C4 C9 119.1(2) . . ?
C6 C5 C4 121.5(2) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C5 C6 C7 119.3(2) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C8 C7 C6 121.1(2) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C9 121.0(2) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 H8 119.5 . . ?
C8 C9 C4 117.8(2) . . ?
C8 C9 C10 123.0(2) . . ?
C4 C9 C10 119.1(2) . . ?
C1 C10 C11 121.2(2) . . ?
C1 C10 C9 118.7(2) . . ?
C11 C10 C9 120.08(19) . . ?
N1 C11 C10 120.8(2) . . ?
N1 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
O2 C12 N2 121.2(2) . . ?
O2 C12 C13 121.85(19) . . ?
N2 C12 C13 116.96(19) . . ?
C18 C13 C14 119.7(2) . . ?
C18 C13 C12 116.98(19) . . ?
C14 C13 C12 123.25(19) . . ?
C15 C14 C13 119.5(2) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
O3 C15 C14 123.6(2) . . ?
O3 C15 C16 115.7(2) . . ?
C14 C15 C16 120.7(2) . . ?
O4 C16 C15 121.48(19) . . ?
O4 C16 C17 118.8(2) . . ?
C15 C16 C17 119.7(2) . . ?
O5 C17 C18 123.6(2) . . ?
O5 C17 C16 116.46(19) . . ?
C18 C17 C16 119.9(2) . . ?
C17 C18 C13 120.4(2) . . ?
C17 C18 H18 119.8 . . ?
C13 C18 H18 119.8 . . ?
H10A O100 H10B 111(3) . . ?
H20A O200 H20B 96(3) . . ?
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
O1 C1 1.361(3) . ?
O1 H1A 1.11(4) . ?
O2 C12 1.239(2) . ?
O3 C15 1.368(3) . ?
O3 H3A 0.93(3) . ?
O4 C16 1.367(3) . ?
O4 H4A 0.93(4) . ?
O5 C17 1.365(2) . ?
O5 H5A 0.92(3) . ?
N1 C11 1.295(3) . ?
N1 N2 1.376(2) . ?
N2 C12 1.348(3) . ?
N2 H2A 0.84(2) . ?
C1 C10 1.390(3) . ?
C1 C2 1.405(3) . ?
C2 C3 1.358(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.414(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.413(3) . ?
C4 C9 1.419(3) . ?
C5 C6 1.363(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.397(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.370(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.416(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.443(3) . ?
C10 C11 1.440(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.486(3) . ?
C13 C18 1.395(3) . ?
C13 C14 1.396(3) . ?
C14 C15 1.386(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.390(3) . ?
C16 C17 1.393(3) . ?
C17 C18 1.384(3) . ?
C18 H18 0.9500 . ?
O100 H10A 0.88(3) . ?
O100 H10B 0.83(3) . ?
O200 H20A 0.91(3) . ?
O200 H20B 0.840(10) . ?
