#------------------------------------------------------------------------------
#$Date: 2021-11-06 21:51:52 +0200 (Sat, 06 Nov 2021) $
#$Revision: 270430 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/34/7243459.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_7243459
loop_
_publ_author_name
'Sendh, Jagajiban'
'Singh, Munendra Pal'
'Baruah, Jubaraj B.'
_publ_section_title
;
 5-[(Pyren-9-ylmethyl)amino]isophthalic acid with nitrogen containing
 heterocycles: stacking, N--H⋯π interactions and photoluminescence
;
_journal_issue                   39
_journal_name_full               CrystEngComm
_journal_page_first              6952
_journal_page_last               6966
_journal_paper_doi               10.1039/D1CE01099A
_journal_volume                  23
_journal_year                    2021
_chemical_formula_sum            'C34 H26 N6 O4'
_chemical_formula_weight         582.61
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-02-01 deposited with the CCDC.	2021-09-01 downloaded from the CCDC.
;
_cell_angle_alpha                103.866(5)
_cell_angle_beta                 103.123(5)
_cell_angle_gamma                100.924(5)
_cell_formula_units_Z            2
_cell_length_a                   7.6359(5)
_cell_length_b                   13.6124(9)
_cell_length_c                   14.8657(8)
_cell_measurement_reflns_used    2236
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.0050
_cell_measurement_theta_min      2.8640
_cell_volume                     1411.53(17)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_av_unetI/netI     0.0528
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9041
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.048
_diffrn_reflns_theta_max         25.048
_diffrn_reflns_theta_min         2.470
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70884
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_description       plate
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.176
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     411
_refine_ls_number_reflns         4968
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0883
_refine_ls_R_factor_gt           0.0538
_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)+(0.0641P)²+0.2398P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1294
_refine_ls_wR_factor_ref         0.1515
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3203
_reflns_number_total             4968
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce01099a2.cif
_cod_data_source_block           H2LPTDA
_cod_depositor_comments
'Adding full bibliography for 7243455--7243460.cif.'
_cod_original_cell_volume        1411.53(16)
_cod_database_code               7243459
_shelx_shelxl_version_number     2014/7
_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.
;
loop_
_space_group_symop_operation_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_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
O3 O 0.6645(2) 0.64788(13) 0.13865(14) 0.0499(5) Uani 1 1 d . . . . .
H3A H 0.6604 0.5853 0.1233 0.075 Uiso 1 1 calc R U . . .
O2 O 1.1619(3) 1.14655(13) 0.14076(14) 0.0506(5) Uani 1 1 d . . . . .
H2 H 1.2529 1.1765 0.1282 0.076 Uiso 1 1 calc R U . . .
O4 O 0.8942(3) 0.65611(14) 0.07019(15) 0.0601(6) Uani 1 1 d . . . . .
O1 O 1.2523(3) 1.00572(14) 0.07947(15) 0.0602(6) Uani 1 1 d . . . . .
N4 N 0.4575(3) 0.26924(15) 0.10158(14) 0.0386(5) Uani 1 1 d . . . . .
N3 N 0.6077(3) 0.43330(15) 0.08937(15) 0.0396(5) Uani 1 1 d . . . . .
N6 N 0.6835(3) 0.27776(16) 0.01328(16) 0.0457(6) Uani 1 1 d . . . . .
N2 N 0.7992(3) 0.43255(17) -0.01016(17) 0.0569(7) Uani 1 1 d . . . . .
H2A H 0.8563 0.4012 -0.0470 0.068 Uiso 1 1 calc R U . . .
H2B H 0.8098 0.4986 -0.0001 0.068 Uiso 1 1 calc R U . . .
N1 N 0.6368(4) 1.0185(2) 0.26756(19) 0.0556(7) Uani 1 1 d D . . . .
C6 C 0.8256(3) 0.81469(18) 0.14040(16) 0.0311(5) Uani 1 1 d . . . . .
C2 C 0.9945(3) 0.98276(18) 0.14255(16) 0.0322(6) Uani 1 1 d . . . . .
C7 C 0.9648(3) 0.87464(18) 0.11570(16) 0.0334(6) Uani 1 1 d . . . . .
H7 H 1.0373 0.8428 0.0816 0.040 Uiso 1 1 calc R U . . .
N5 N 0.5582(4) 0.12555(19) 0.0386(2) 0.0631(8) Uani 1 1 d D . . . .
C28 C 0.4893(3) 0.37307(19) 0.12017(17) 0.0347(6) Uani 1 1 d . . . . .
C5 C 0.7160(3) 0.86166(19) 0.19073(17) 0.0368(6) Uani 1 1 d . . . . .
H5 H 0.6234 0.8204 0.2069 0.044 Uiso 1 1 calc R U . . .
C14 C 0.4272(3) 0.82079(19) 0.47977(17) 0.0381(6) Uani 1 1 d . . . . .
C8 C 0.7993(3) 0.69917(19) 0.11326(17) 0.0358(6) Uani 1 1 d . . . . .
C1 C 1.1481(4) 1.04563(19) 0.11767(17) 0.0364(6) Uani 1 1 d . . . . .
C29 C 0.3875(4) 0.42603(19) 0.18206(18) 0.0381(6) Uani 1 1 d . . . . .
C15 C 0.3823(3) 0.8616(2) 0.40035(17) 0.0382(6) Uani 1 1 d . . . . .
C26 C 0.6956(3) 0.37942(19) 0.03090(19) 0.0408(6) Uani 1 1 d . . . . .
C27 C 0.5676(4) 0.2262(2) 0.05082(19) 0.0418(6) Uani 1 1 d . . . . .
C10 C 0.5256(3) 0.9192(2) 0.37406(18) 0.0404(6) Uani 1 1 d . . . . .
C23 C 0.2842(4) 0.7622(2) 0.50694(18) 0.0431(7) Uani 1 1 d . . . . .
C3 C 0.8844(3) 1.02998(19) 0.19204(17) 0.0378(6) Uani 1 1 d . . . . .
H3 H 0.9043 1.1024 0.2088 0.045 Uiso 1 1 calc R U . . .
C4 C 0.7431(3) 0.9697(2) 0.21724(18) 0.0391(6) Uani 1 1 d . . . . .
C13 C 0.6161(4) 0.8382(2) 0.53208(19) 0.0463(7) Uani 1 1 d . . . . .
C18 C 0.0952(4) 0.7439(2) 0.4552(2) 0.0470(7) Uani 1 1 d . . . . .
C16 C 0.1888(4) 0.8418(2) 0.35032(19) 0.0450(7) Uani 1 1 d . . . . .
H16 H 0.1557 0.8676 0.2981 0.054 Uiso 1 1 calc R U . . .
C11 C 0.7081(4) 0.9362(2) 0.4280(2) 0.0505(7) Uani 1 1 d . . . . .
H11 H 0.8031 0.9753 0.4116 0.061 Uiso 1 1 calc R U . . .
C34 C 0.1980(4) 0.3879(2) 0.1657(2) 0.0476(7) Uani 1 1 d . . . . .
H34 H 0.1322 0.3278 0.1150 0.057 Uiso 1 1 calc R U . . .
C17 C 0.0545(4) 0.7870(2) 0.3770(2) 0.0502(7) Uani 1 1 d . . . . .
H17 H -0.0692 0.7769 0.3433 0.060 Uiso 1 1 calc R U . . .
C9 C 0.4783(4) 0.9622(2) 0.2887(2) 0.0495(7) Uani 1 1 d . . . . .
H9A H 0.4071 0.9044 0.2318 0.059 Uiso 1 1 calc R U . . .
H9B H 0.3991 1.0088 0.3014 0.059 Uiso 1 1 calc R U . . .
C12 C 0.7533(4) 0.8973(2) 0.5047(2) 0.0548(8) Uani 1 1 d . . . . .
H12 H 0.8776 0.9106 0.5390 0.066 Uiso 1 1 calc R U . . .
C25 C 0.6552(5) 0.7935(3) 0.6105(2) 0.0609(8) Uani 1 1 d . . . . .
H25 H 0.7785 0.8038 0.6450 0.073 Uiso 1 1 calc R U . . .
C22 C 0.3298(5) 0.7192(2) 0.5850(2) 0.0565(8) Uani 1 1 d . . . . .
C30 C 0.4835(4) 0.5155(2) 0.2593(2) 0.0612(9) Uani 1 1 d . . . . .
H30 H 0.6106 0.5423 0.2711 0.073 Uiso 1 1 calc R U . . .
C19 C -0.0429(4) 0.6847(3) 0.4827(2) 0.0663(9) Uani 1 1 d . . . . .
H19 H -0.1675 0.6722 0.4490 0.080 Uiso 1 1 calc R U . . .
C33 C 0.1069(5) 0.4391(3) 0.2248(2) 0.0671(9) Uani 1 1 d . . . . .
H33 H -0.0208 0.4140 0.2132 0.080 Uiso 1 1 calc R U . . .
C24 C 0.5219(5) 0.7383(3) 0.6352(2) 0.0688(9) Uani 1 1 d . . . . .
H24 H 0.5540 0.7111 0.6865 0.083 Uiso 1 1 calc R U . . .
C21 C 0.1862(6) 0.6615(3) 0.6090(3) 0.0760(10) Uani 1 1 d . . . . .
H21 H 0.2146 0.6335 0.6602 0.091 Uiso 1 1 calc R U . . .
C20 C 0.0040(6) 0.6449(3) 0.5590(3) 0.0826(11) Uani 1 1 d . . . . .
H20 H -0.0894 0.6062 0.5768 0.099 Uiso 1 1 calc R U . . .
C31 C 0.3904(5) 0.5641(3) 0.3180(3) 0.0826(12) Uani 1 1 d . . . . .
H31 H 0.4557 0.6229 0.3700 0.099 Uiso 1 1 calc R U . . .
C32 C 0.2040(6) 0.5272(3) 0.3010(3) 0.0836(12) Uani 1 1 d . . . . .
H32 H 0.1421 0.5613 0.3406 0.100 Uiso 1 1 calc R U . . .
H5A H 0.467(4) 0.087(2) 0.054(2) 0.087(11) Uiso 1 1 d D . . . .
H5B H 0.622(4) 0.094(2) 0.0002(19) 0.079(11) Uiso 1 1 d D . . . .
H1 H 0.657(4) 1.0846(14) 0.281(2) 0.062(10) 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
C28 N4 C27 114.09(19) . . ?
C28 N3 C26 114.6(2) . . ?
C26 N6 C27 115.7(2) . . ?
C4 N1 C9 123.3(2) . . ?
C7 C6 C5 120.7(2) . . ?
C7 C6 C8 118.3(2) . . ?
C5 C6 C8 121.0(2) . . ?
C3 C2 C7 120.4(2) . . ?
C3 C2 C1 121.4(2) . . ?
C7 C2 C1 118.2(2) . . ?
C6 C7 C2 119.2(2) . . ?
N4 C28 N3 125.7(2) . . ?
N4 C28 C29 117.04(19) . . ?
N3 C28 C29 117.3(2) . . ?
C6 C5 C4 120.7(2) . . ?
C13 C14 C23 119.7(2) . . ?
C13 C14 C15 119.9(2) . . ?
C23 C14 C15 120.5(2) . . ?
O4 C8 O3 122.8(2) . . ?
O4 C8 C6 122.4(2) . . ?
O3 C8 C6 114.7(2) . . ?
O1 C1 O2 123.2(2) . . ?
O1 C1 C2 122.0(2) . . ?
O2 C1 C2 114.8(2) . . ?
C34 C29 C30 118.9(2) . . ?
C34 C29 C28 121.3(2) . . ?
C30 C29 C28 119.8(2) . . ?
C10 C15 C14 119.8(2) . . ?
C10 C15 C16 122.8(2) . . ?
C14 C15 C16 117.4(2) . . ?
N2 C26 N6 117.9(2) . . ?
N2 C26 N3 117.7(2) . . ?
N6 C26 N3 124.4(2) . . ?
N5 C27 N6 117.5(2) . . ?
N5 C27 N4 117.5(2) . . ?
N6 C27 N4 125.1(2) . . ?
C11 C10 C15 118.6(2) . . ?
C11 C10 C9 121.4(2) . . ?
C15 C10 C9 119.9(2) . . ?
C18 C23 C14 120.3(2) . . ?
C18 C23 C22 119.4(3) . . ?
C14 C23 C22 120.3(3) . . ?
C2 C3 C4 120.7(2) . . ?
N1 C4 C5 122.0(2) . . ?
N1 C4 C3 119.7(2) . . ?
C5 C4 C3 118.3(2) . . ?
C12 C13 C14 118.4(3) . . ?
C12 C13 C25 123.6(3) . . ?
C14 C13 C25 118.0(3) . . ?
C19 C18 C23 119.1(3) . . ?
C19 C18 C17 122.9(3) . . ?
C23 C18 C17 118.0(2) . . ?
C17 C16 C15 121.7(3) . . ?
C12 C11 C10 122.2(3) . . ?
C33 C34 C29 119.9(3) . . ?
C16 C17 C18 122.1(3) . . ?
N1 C9 C10 115.0(2) . . ?
C11 C12 C13 121.1(3) . . ?
C24 C25 C13 122.2(3) . . ?
C21 C22 C23 118.7(3) . . ?
C21 C22 C24 123.3(3) . . ?
C23 C22 C24 118.0(3) . . ?
C31 C30 C29 120.1(3) . . ?
C20 C19 C18 120.6(3) . . ?
C32 C33 C34 120.4(3) . . ?
C25 C24 C22 121.8(3) . . ?
C20 C21 C22 121.4(3) . . ?
C21 C20 C19 120.8(3) . . ?
C32 C31 C30 120.8(3) . . ?
C31 C32 C33 119.9(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
O3 C8 1.312(3) . ?
O2 C1 1.311(3) . ?
O4 C8 1.212(3) . ?
O1 C1 1.213(3) . ?
N4 C28 1.336(3) . ?
N4 C27 1.372(3) . ?
N3 C28 1.337(3) . ?
N3 C26 1.375(3) . ?
N6 C26 1.326(3) . ?
N6 C27 1.328(3) . ?
N2 C26 1.317(3) . ?
N1 C4 1.379(3) . ?
N1 C9 1.445(3) . ?
C6 C7 1.386(3) . ?
C6 C5 1.388(3) . ?
C6 C8 1.488(3) . ?
C2 C3 1.386(3) . ?
C2 C7 1.388(3) . ?
C2 C1 1.487(3) . ?
N5 C27 1.324(3) . ?
C28 C29 1.479(3) . ?
C5 C4 1.390(3) . ?
C14 C13 1.419(4) . ?
C14 C23 1.420(3) . ?
C14 C15 1.423(3) . ?
C29 C34 1.385(4) . ?
C29 C30 1.396(4) . ?
C15 C10 1.407(3) . ?
C15 C16 1.436(4) . ?
C10 C11 1.386(4) . ?
C10 C9 1.521(4) . ?
C23 C18 1.415(4) . ?
C23 C22 1.425(4) . ?
C3 C4 1.404(3) . ?
C13 C12 1.394(4) . ?
C13 C25 1.439(4) . ?
C18 C19 1.400(4) . ?
C18 C17 1.423(4) . ?
C16 C17 1.342(3) . ?
C11 C12 1.370(4) . ?
C34 C33 1.383(4) . ?
C25 C24 1.322(4) . ?
C22 C21 1.390(4) . ?
C22 C24 1.429(4) . ?
C30 C31 1.373(4) . ?
C19 C20 1.376(5) . ?
C33 C32 1.378(5) . ?
C21 C20 1.368(5) . ?
C31 C32 1.359(5) . ?
