#------------------------------------------------------------------------------
#$Date: 2021-11-06 20:51:52 +0100 (Sat 06 de Nov de 2021) $
#$Revision: 270430 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/34/7243458.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_7243458
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            'C35 H25 N3 O4'
_chemical_formula_weight         551.58
_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                110.005(17)
_cell_angle_beta                 94.095(12)
_cell_angle_gamma                105.378(13)
_cell_formula_units_Z            2
_cell_length_a                   9.0650(10)
_cell_length_b                   12.112(2)
_cell_length_c                   13.231(3)
_cell_measurement_reflns_used    1061
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      21.8880
_cell_measurement_theta_min      2.6310
_cell_volume                     1294.9(4)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_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  0.0557
_diffrn_reflns_av_unetI/netI     0.1409
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8196
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.049
_diffrn_reflns_theta_max         25.049
_diffrn_reflns_theta_min         2.368
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57349
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_description       block
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     391
_refine_ls_number_reflns         4572
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.1930
_refine_ls_R_factor_gt           0.0870
_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)+(0.0005P)²+4.5000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1564
_refine_ls_wR_factor_ref         0.2050
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1869
_reflns_number_total             4572
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ce01099a2.cif
_cod_data_source_block           HL44BPY
_cod_depositor_comments
'Adding full bibliography for 7243455--7243460.cif.'
_cod_original_cell_volume        1295.0(4)
_cod_database_code               7243458
_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
N2 N 0.8344(6) 0.9454(6) 0.5531(5) 0.0531(16) Uani 1 1 d . . . . .
O3 O 1.7110(5) 0.5949(4) 0.4140(4) 0.0522(13) Uani 1 1 d . . . . .
O4 O 1.7415(5) 0.6057(4) 0.2519(4) 0.0527(13) Uani 1 1 d . . . . .
O1 O 1.3009(5) 0.4794(5) -0.0316(4) 0.0631(15) Uani 1 1 d . . . . .
O2 O 1.0692(5) 0.3672(5) -0.0249(4) 0.0714(17) Uani 1 1 d . . . . .
N3 N 0.0335(6) 0.7101(5) 0.3294(5) 0.0472(15) Uani 1 1 d D . . . .
N1 N 1.1255(6) 0.4265(5) 0.3815(5) 0.0490(15) Uani 1 1 d . . . . .
C14 C 0.6625(7) 0.0605(5) 0.1836(5) 0.0341(15) Uani 1 1 d . . . . .
C6 C 1.4836(6) 0.5327(5) 0.2807(5) 0.0340(14) Uani 1 1 d . . . . .
C23 C 0.5022(7) 0.0061(5) 0.1350(5) 0.0345(15) Uani 1 1 d . . . . .
C31 C 0.3461(6) 0.8023(5) 0.4155(5) 0.0360(15) Uani 1 1 d . . . . .
C7 C 1.4229(7) 0.5135(5) 0.1731(5) 0.0356(15) Uani 1 1 d . . . . .
H7 H 1.4889 0.5368 0.1283 0.043 Uiso 1 1 calc R U . . .
C3 C 1.1651(7) 0.4247(5) 0.2014(5) 0.0400(16) Uani 1 1 d . . . . .
H3 H 1.0596 0.3857 0.1736 0.048 Uiso 1 1 calc R U . . .
C8 C 1.6572(7) 0.5826(6) 0.3214(5) 0.0414(16) Uani 1 1 d . . . . .
C1 C 1.1992(7) 0.4298(6) 0.0185(5) 0.0452(17) Uani 1 1 d . . . . .
C13 C 0.7588(7) -0.0168(6) 0.1796(5) 0.0395(16) Uani 1 1 d . . . . .
C2 C 1.2647(7) 0.4598(5) 0.1341(5) 0.0367(15) Uani 1 1 d . . . . .
C12 C 0.9133(8) 0.0359(6) 0.2248(5) 0.0463(17) Uani 1 1 d . . . . .
H12 H 0.9769 -0.0138 0.2209 0.056 Uiso 1 1 calc R U . . .
C15 C 0.7282(7) 0.1906(5) 0.2371(5) 0.0346(15) Uani 1 1 d . . . . .
C10 C 0.8871(7) 0.2407(5) 0.2838(5) 0.0366(15) Uani 1 1 d . . . . .
C22 C 0.4371(8) -0.1249(6) 0.0823(5) 0.0467(18) Uani 1 1 d . . . . .
C28 C 0.5140(6) 0.8508(6) 0.4605(5) 0.0383(16) Uani 1 1 d . . . . .
C18 C 0.4067(7) 0.0824(6) 0.1376(5) 0.0429(17) Uani 1 1 d . . . . .
C4 C 1.2228(7) 0.4478(6) 0.3100(5) 0.0407(16) Uani 1 1 d . . . . .
C16 C 0.6258(7) 0.2640(6) 0.2399(5) 0.0422(16) Uani 1 1 d . . . . .
H16 H 0.6655 0.3493 0.2759 0.051 Uiso 1 1 calc R U . . .
C32 C 0.2931(7) 0.7700(6) 0.3054(5) 0.0481(18) Uani 1 1 d . . . . .
H32 H 0.3639 0.7801 0.2592 0.058 Uiso 1 1 calc R U . . .
C21 C 0.2792(8) -0.1760(6) 0.0370(5) 0.053(2) Uani 1 1 d . . . . .
H21 H 0.2356 -0.2614 0.0039 0.064 Uiso 1 1 calc R U . . .
C9 C 0.9576(7) 0.3817(6) 0.3494(5) 0.0467(18) Uani 1 1 d . . . . .
H9A H 0.9275 0.4248 0.3057 0.056 Uiso 1 1 calc R U . . .
H9B H 0.9121 0.4031 0.4149 0.056 Uiso 1 1 calc R U . . .
C11 C 0.9765(8) 0.1660(6) 0.2776(5) 0.0463(17) Uani 1 1 d . . . . .
H11 H 1.0816 0.2006 0.3085 0.056 Uiso 1 1 calc R U . . .
C27 C 0.6265(7) 0.8717(6) 0.3997(5) 0.0502(19) Uani 1 1 d . . . . .
H27 H 0.5984 0.8548 0.3257 0.060 Uiso 1 1 calc R U . . .
C5 C 1.3842(7) 0.5008(5) 0.3472(5) 0.0403(16) Uani 1 1 d . . . . .
H5 H 1.4248 0.5147 0.4186 0.048 Uiso 1 1 calc R U . . .
C20 C 0.1880(9) -0.1011(7) 0.0413(6) 0.058(2) Uani 1 1 d . . . . .
H20 H 0.0831 -0.1366 0.0104 0.070 Uiso 1 1 calc R U . . .
C24 C 0.5367(9) -0.1970(6) 0.0802(6) 0.0514(19) Uani 1 1 d . . . . .
H24 H 0.4951 -0.2824 0.0467 0.062 Uiso 1 1 calc R U . . .
C25 C 0.6876(8) -0.1490(6) 0.1237(5) 0.0495(18) Uani 1 1 d . . . . .
H25 H 0.7482 -0.2012 0.1182 0.059 Uiso 1 1 calc R U . . .
C17 C 0.4730(7) 0.2131(6) 0.1916(5) 0.0461(17) Uani 1 1 d . . . . .
H17 H 0.4114 0.2640 0.1940 0.055 Uiso 1 1 calc R U . . .
C33 C 0.1366(7) 0.7231(7) 0.2640(6) 0.056(2) Uani 1 1 d . . . . .
H33 H 0.1021 0.7001 0.1897 0.067 Uiso 1 1 calc R U . . .
C29 C 0.5680(7) 0.8805(7) 0.5704(5) 0.055(2) Uani 1 1 d . . . . .
H29 H 0.4977 0.8685 0.6164 0.066 Uiso 1 1 calc R U . . .
C19 C 0.2488(8) 0.0268(7) 0.0906(5) 0.0521(19) Uani 1 1 d . . . . .
H19 H 0.1845 0.0756 0.0924 0.062 Uiso 1 1 calc R U . . .
C30 C 0.7258(8) 0.9279(7) 0.6116(6) 0.062(2) Uani 1 1 d . . . . .
H30 H 0.7572 0.9487 0.6860 0.075 Uiso 1 1 calc R U . . .
C26 C 0.7835(8) 0.9185(7) 0.4486(6) 0.057(2) Uani 1 1 d . . . . .
H26 H 0.8569 0.9315 0.4048 0.069 Uiso 1 1 calc R U . . .
C34 C 0.0803(7) 0.7441(7) 0.4351(6) 0.056(2) Uani 1 1 d . . . . .
H34 H 0.0073 0.7372 0.4803 0.067 Uiso 1 1 calc R U . . .
C35 C 0.2358(7) 0.7897(7) 0.4790(6) 0.059(2) Uani 1 1 d . . . . .
H35 H 0.2666 0.8126 0.5537 0.070 Uiso 1 1 calc R U . . .
H1 H 1.184(8) 0.425(6) 0.447(6) 0.07(2) Uiso 1 1 d . . . . .
H1A H 1.266(7) 0.445(6) -0.107(5) 0.06(2) Uiso 1 1 d . . . . .
H3A H -0.066(3) 0.677(7) 0.302(7) 0.12(4) 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
C30 N2 C26 115.4(6) . . ?
C34 N3 C33 120.4(6) . . ?
C4 N1 C9 122.2(6) . . ?
C15 C14 C23 120.9(5) . . ?
C15 C14 C13 119.4(5) . . ?
C23 C14 C13 119.7(5) . . ?
C5 C6 C7 119.5(5) . . ?
C5 C6 C8 120.2(6) . . ?
C7 C6 C8 120.2(6) . . ?
C18 C23 C14 119.9(5) . . ?
C18 C23 C22 119.7(6) . . ?
C14 C23 C22 120.5(6) . . ?
C35 C31 C32 116.7(6) . . ?
C35 C31 C28 122.5(6) . . ?
C32 C31 C28 120.8(6) . . ?
C2 C7 C6 119.8(6) . . ?
C4 C3 C2 120.7(5) . . ?
O3 C8 O4 123.8(6) . . ?
O3 C8 C6 120.3(6) . . ?
O4 C8 C6 115.8(6) . . ?
O2 C1 O1 123.4(7) . . ?
O2 C1 C2 124.3(6) . . ?
O1 C1 C2 112.3(5) . . ?
C12 C13 C14 119.5(6) . . ?
C12 C13 C25 122.8(6) . . ?
C14 C13 C25 117.7(6) . . ?
C7 C2 C3 120.2(6) . . ?
C7 C2 C1 120.9(6) . . ?
C3 C2 C1 118.8(5) . . ?
C13 C12 C11 120.2(6) . . ?
C10 C15 C14 119.2(6) . . ?
C10 C15 C16 123.7(5) . . ?
C14 C15 C16 117.2(5) . . ?
C11 C10 C15 120.4(6) . . ?
C11 C10 C9 119.8(6) . . ?
C15 C10 C9 119.6(5) . . ?
C21 C22 C24 122.9(7) . . ?
C21 C22 C23 119.3(7) . . ?
C24 C22 C23 117.7(6) . . ?
C27 C28 C29 115.4(6) . . ?
C27 C28 C31 123.5(6) . . ?
C29 C28 C31 121.1(6) . . ?
C19 C18 C23 118.9(6) . . ?
C19 C18 C17 122.0(6) . . ?
C23 C18 C17 119.0(6) . . ?
N1 C4 C3 121.8(6) . . ?
N1 C4 C5 120.1(6) . . ?
C3 C4 C5 118.0(6) . . ?
C17 C16 C15 122.4(6) . . ?
C33 C32 C31 120.3(6) . . ?
C20 C21 C22 120.3(7) . . ?
N1 C9 C10 115.3(5) . . ?
C10 C11 C12 121.3(6) . . ?
C28 C27 C26 120.1(6) . . ?
C6 C5 C4 121.7(6) . . ?
C21 C20 C19 121.6(7) . . ?
C25 C24 C22 123.4(6) . . ?
C24 C25 C13 121.1(6) . . ?
C16 C17 C18 120.6(6) . . ?
N3 C33 C32 120.6(7) . . ?
C30 C29 C28 120.3(6) . . ?
C20 C19 C18 120.2(7) . . ?
N2 C30 C29 124.5(7) . . ?
N2 C26 C27 124.3(7) . . ?
N3 C34 C35 120.5(7) . . ?
C31 C35 C34 121.4(6) . . ?
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
N2 C30 1.313(9) . ?
N2 C26 1.323(9) . ?
O3 C8 1.231(7) . ?
O4 C8 1.292(7) . ?
O1 C1 1.310(8) . ?
O2 C1 1.194(7) . ?
N3 C34 1.316(8) . ?
N3 C33 1.333(9) . ?
N1 C4 1.380(8) . ?
N1 C9 1.450(7) . ?
C14 C15 1.420(8) . ?
C14 C23 1.425(8) . ?
C14 C13 1.431(8) . ?
C6 C5 1.378(8) . ?
C6 C7 1.406(8) . ?
C6 C8 1.511(8) . ?
C23 C18 1.418(8) . ?
C23 C22 1.428(8) . ?
C31 C35 1.362(8) . ?
C31 C32 1.384(8) . ?
C31 C28 1.474(7) . ?
C7 C2 1.385(8) . ?
C3 C4 1.399(8) . ?
C3 C2 1.400(8) . ?
C1 C2 1.483(9) . ?
C13 C12 1.368(8) . ?
C13 C25 1.450(8) . ?
C12 C11 1.418(8) . ?
C15 C10 1.407(8) . ?
C15 C16 1.440(8) . ?
C10 C11 1.353(8) . ?
C10 C9 1.551(8) . ?
C22 C21 1.394(9) . ?
C22 C24 1.408(9) . ?
C28 C27 1.368(8) . ?
C28 C29 1.389(9) . ?
C18 C19 1.402(8) . ?
C18 C17 1.428(8) . ?
C4 C5 1.406(8) . ?
C16 C17 1.363(8) . ?
C32 C33 1.373(8) . ?
C21 C20 1.372(10) . ?
C27 C26 1.399(8) . ?
C20 C19 1.391(9) . ?
C24 C25 1.333(9) . ?
C29 C30 1.383(8) . ?
C34 C35 1.371(8) . ?
