#------------------------------------------------------------------------------
#$Date: 2025-08-22 17:55:42 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301864 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/21/71/7217125.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_7217125
loop_
_publ_author_name
'Majhi, Debashis'
'Das, Sudhir Kumar'
'Sahu, Prabhat Kumar'
'Pratik, Saied Md'
'Kumar, Arun'
'Sarkar, Moloy'
_publ_section_title
;
 Probing the aggregation behavior of 4-aminophthalimide and
 4-(N,N-dimethyl) amino-N-methylphthalimide: a combined photophysical,
 crystallographic, microscopic and theoretical (DFT) study.
;
_journal_issue                   34
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              18349
_journal_paper_doi               10.1039/c4cp01912a
_journal_volume                  16
_journal_year                    2014
_chemical_formula_sum            'C11 H12 N2 O2'
_chemical_formula_weight         204.23
_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                 97.869(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.7124(4)
_cell_length_b                   8.9272(4)
_cell_length_c                   14.9003(7)
_cell_measurement_reflns_used    3982
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.70
_cell_measurement_theta_min      2.67
_cell_volume                     1016.23(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_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  0.0363
_diffrn_reflns_av_sigmaI/netI    0.0252
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            17324
_diffrn_reflns_theta_full        29.21
_diffrn_reflns_theta_max         29.21
_diffrn_reflns_theta_min         2.67
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.9935
_exptl_absorpt_correction_T_min  0.9888
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2735
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0712
_refine_ls_R_factor_gt           0.0531
_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)+(0.0779P)²+0.2813P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1471
_refine_ls_wR_factor_ref         0.1591
_reflns_number_gt                2017
_reflns_number_total             2735
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4cp01912a2.cif
_cod_data_source_block           sudhri_1
_cod_depositor_comments          'Adding full bibliography for 7217125.cif.'
_cod_original_sg_symbol_Hall     -P2yn
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               7217125
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
C1 C 0.28089(19) 0.49089(17) -0.08142(10) 0.0383(3) Uani 1 1 d .
C2 C 0.2340(2) 0.34154(19) -0.09290(11) 0.0458(4) Uani 1 1 d .
H2 H 0.2399 0.2935 -0.1478 0.055 Uiso 1 1 calc R
C3 C 0.1788(2) 0.26558(18) -0.02164(11) 0.0457(4) Uani 1 1 d .
H3 H 0.1473 0.1654 -0.0294 0.055 Uiso 1 1 calc R
C4 C 0.16801(19) 0.33419(18) 0.06300(10) 0.0394(4) Uani 1 1 d .
C5 C 0.21649(19) 0.48699(17) 0.07343(10) 0.0391(3) Uani 1 1 d .
H5 H 0.2117 0.5366 0.1279 0.047 Uiso 1 1 calc R
C6 C 0.27047(18) 0.55960(17) 0.00141(10) 0.0359(3) Uani 1 1 d .
C7 C 0.3257(2) 0.71860(17) -0.00599(11) 0.0404(4) Uani 1 1 d .
C8 C 0.3438(2) 0.60140(18) -0.14241(11) 0.0423(4) Uani 1 1 d .
C9 C 0.1165(3) 0.3212(3) 0.22130(12) 0.0667(6) Uani 1 1 d .
H9A H 0.0723 0.2503 0.2610 0.100 Uiso 1 1 calc R
H9B H 0.0455 0.4099 0.2174 0.100 Uiso 1 1 calc R
H9C H 0.2351 0.3467 0.2447 0.100 Uiso 1 1 calc R
C10 C 0.0617(3) 0.0999(2) 0.12057(14) 0.0565(5) Uani 1 1 d .
H10A H 0.0260 0.0626 0.1756 0.085 Uiso 1 1 calc R
H10B H 0.1596 0.0428 0.1062 0.085 Uiso 1 1 calc R
H10C H -0.0337 0.0910 0.0722 0.085 Uiso 1 1 calc R
C11 C 0.4300(2) 0.8733(2) -0.12864(14) 0.0546(5) Uani 1 1 d .
H11A H 0.4509 0.8581 -0.1900 0.082 Uiso 1 1 calc R
H11B H 0.5369 0.9033 -0.0923 0.082 Uiso 1 1 calc R
H11C H 0.3433 0.9501 -0.1270 0.082 Uiso 1 1 calc R
N1 N 0.36782(18) 0.73468(15) -0.09313(9) 0.0421(3) Uani 1 1 d .
N2 N 0.1116(2) 0.25603(17) 0.13226(10) 0.0502(4) Uani 1 1 d .
O1 O 0.33243(19) 0.81685(14) 0.04987(9) 0.0590(4) Uani 1 1 d .
O2 O 0.37125(19) 0.58888(16) -0.22045(8) 0.0613(4) 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
C2 C1 C6 119.23(14)
C2 C1 C8 132.28(14)
C6 C1 C8 108.49(14)
C3 C2 C1 118.82(14)
C2 C3 C4 122.46(15)
N2 C4 C3 121.08(15)
N2 C4 C5 121.03(14)
C3 C4 C5 117.89(14)
C6 C5 C4 118.33(13)
C5 C6 C1 123.27(14)
C5 C6 C7 129.10(13)
C1 C6 C7 107.62(13)
O1 C7 N1 125.23(15)
O1 C7 C6 128.89(15)
N1 C7 C6 105.87(12)
O2 C8 N1 123.60(16)
O2 C8 C1 130.24(16)
N1 C8 C1 106.15(13)
C7 N1 C8 111.86(13)
C7 N1 C11 124.05(14)
C8 N1 C11 124.10(14)
C4 N2 C9 121.17(15)
C4 N2 C10 120.48(15)
C9 N2 C10 118.07(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.386(2)
C1 C6 1.3904(19)
C1 C8 1.468(2)
C2 C3 1.376(2)
C3 C4 1.415(2)
C4 N2 1.365(2)
C4 C5 1.417(2)
C5 C6 1.367(2)
C6 C7 1.490(2)
C7 O1 1.205(2)
C7 N1 1.388(2)
C8 O2 1.215(2)
C8 N1 1.397(2)
C9 N2 1.444(2)
C10 N2 1.450(2)
C11 N1 1.453(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
C6 C1 C2 C3 -0.1(2)
C8 C1 C2 C3 -179.96(17)
C1 C2 C3 C4 0.0(3)
C2 C3 C4 N2 179.60(16)
C2 C3 C4 C5 0.0(2)
N2 C4 C5 C6 -179.44(15)
C3 C4 C5 C6 0.1(2)
C4 C5 C6 C1 -0.3(2)
C4 C5 C6 C7 179.10(14)
C2 C1 C6 C5 0.3(2)
C8 C1 C6 C5 -179.83(14)
C2 C1 C6 C7 -179.22(14)
C8 C1 C6 C7 0.67(16)
C5 C6 C7 O1 -0.9(3)
C1 C6 C7 O1 178.60(17)
C5 C6 C7 N1 179.89(15)
C1 C6 C7 N1 -0.65(16)
C2 C1 C8 O2 0.0(3)
C6 C1 C8 O2 -179.87(17)
C2 C1 C8 N1 179.42(17)
C6 C1 C8 N1 -0.44(17)
O1 C7 N1 C8 -178.91(16)
C6 C7 N1 C8 0.38(17)
O1 C7 N1 C11 1.3(3)
C6 C7 N1 C11 -179.42(14)
O2 C8 N1 C7 179.49(16)
C1 C8 N1 C7 0.02(18)
O2 C8 N1 C11 -0.7(3)
C1 C8 N1 C11 179.82(14)
C3 C4 N2 C9 173.92(17)
C5 C4 N2 C9 -6.5(3)
C3 C4 N2 C10 0.2(3)
C5 C4 N2 C10 179.73(15)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 657642
