#------------------------------------------------------------------------------
#$Date: 2026-06-05 20:48:46 +0200 (Fri 05 de Jun de 2026) $
#$Revision: 306362 $
#$URL: svn://www.crystallography.net/cod/cif/7/25/19/7251901.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_7251901
loop_
_publ_author_name
'Baskey, Manoj Kumar'
'Ghosh, Subhajit'
'Ahmed, Sabir'
'Dastidar, Parthasarathi'
_publ_section_title
;
 Carbamoyl azide--drug conjugates as supramolecular gelators: design,
 synthesis, crystal structures and anti-melanoma property
;
_journal_issue                   20
_journal_name_full               CrystEngComm
_journal_page_first              3210
_journal_page_last               3224
_journal_paper_doi               10.1039/D6CE00129G
_journal_volume                  28
_journal_year                    2026
_chemical_formula_moiety         'C16 H14 N4 O2'
_chemical_formula_sum            'C16 H14 N4 O2'
_chemical_formula_weight         294.31
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2025-03-19
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-03-20 deposited with the CCDC.	2026-03-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.84(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.98(2)
_cell_length_b                   4.808(5)
_cell_length_c                   14.863(12)
_cell_measurement_reflns_used    1534
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      25.19
_cell_measurement_theta_min      2.89
_cell_volume                     1427(2)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      159.97
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.075
_diffrn_reflns_av_unetI/netI     0.1779
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2507
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.046
_diffrn_reflns_theta_max         25.046
_diffrn_reflns_theta_min         2.742
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5183
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
TWINABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1552 before and 0.0959 after correction.
The Ratio of minimum to maximum transmission is 0.6955.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_description       block
_exptl_crystal_F_000             616
_exptl_crystal_preparation       SYNTHESIS
_exptl_crystal_recrystallization_method 'SLOW EVAPORATION'
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.424
_refine_diff_density_min         -0.493
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2507
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.1880
_refine_ls_R_factor_gt           0.1227
_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)+(0.1958P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3035
_refine_ls_wR_factor_ref         0.3466
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1367
_reflns_number_total             2507
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d6ce00129g2.cif
_cod_data_source_block           mo_pd201223_0ma_a
_cod_depositor_comments
'Adding full bibliography for 7251897--7251901.cif.'
_cod_database_code               7251901
_shelx_shelxl_version_number     2019/1
_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.
;
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.89008
 0.10992
2.a Ternary CH refined with riding coordinates:
 C14(H14)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C10(H10), C11(H11), C9(H9), C1(H1A), C13(H13), C2(H2), C5(H5), C4(H4),
  C3(H3)
2.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C)
;
_olex2_exptl_crystal_mounting_method LOOP
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_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
O2 O 0.4086(2) 1.0794(10) 0.4714(3) 0.0374(13) Uani 1 1 d . . . . .
O1 O 0.1277(2) 0.0517(12) 0.6253(3) 0.0443(14) Uani 1 1 d . . . . .
N2 N 0.4574(3) 0.6938(13) 0.4081(4) 0.0360(15) Uani 1 1 d . . . . .
N3 N 0.4909(3) 0.8690(12) 0.3652(3) 0.0331(14) Uani 1 1 d . . . . .
N1 N 0.3752(3) 0.6488(12) 0.5091(3) 0.0301(14) Uani 1 1 d . . . . .
H1 H 0.385252 0.470683 0.507988 0.036 Uiso 1 1 calc R U . . .
C12 C 0.3003(3) 0.5308(14) 0.6316(4) 0.0280(16) Uani 1 1 d . . . . .
C7 C 0.1572(3) 0.0819(15) 0.6984(4) 0.0317(16) Uani 1 1 d . . . . .
C16 C 0.4121(3) 0.8290(14) 0.4654(4) 0.0285(15) Uani 1 1 d . . . . .
C10 C 0.3365(3) 0.2609(15) 0.7613(4) 0.0300(16) Uani 1 1 d . . . . .
H10 H 0.370619 0.207039 0.803746 0.036 Uiso 1 1 calc R U . . .
C11 C 0.3500(4) 0.4548(15) 0.6960(4) 0.0340(17) Uani 1 1 d . . . . .
H11 H 0.393138 0.537298 0.694452 0.041 Uiso 1 1 calc R U . . .
C14 C 0.3166(3) 0.7459(14) 0.5601(4) 0.0289(15) Uani 1 1 d . . . . .
H14 H 0.330211 0.920822 0.592196 0.035 Uiso 1 1 calc R U . . .
N4 N 0.5216(3) 1.0046(15) 0.3227(4) 0.0503(19) Uani 1 1 d . . . . .
C9 C 0.2737(3) 0.1456(15) 0.7651(4) 0.0321(17) Uani 1 1 d . . . . .
H9 H 0.264340 0.017373 0.811697 0.039 Uiso 1 1 calc R U . . .
C8 C 0.2238(3) 0.2138(14) 0.7019(4) 0.0269(15) Uani 1 1 d . . . . .
C6 C 0.1253(3) -0.0161(15) 0.7817(4) 0.0304(16) Uani 1 1 d . . . . .
C15 C 0.2604(4) 0.8176(16) 0.4957(4) 0.0376(18) Uani 1 1 d . . . . .
H15A H 0.244904 0.648976 0.464431 0.056 Uiso 1 1 calc R U . . .
H15B H 0.276009 0.952644 0.451664 0.056 Uiso 1 1 calc R U . . .
H15C H 0.223453 0.898325 0.528754 0.056 Uiso 1 1 calc R U . . .
C1 C 0.1353(3) 0.1155(17) 0.8640(4) 0.0371(18) Uani 1 1 d . . . . .
H1A H 0.166776 0.263052 0.869812 0.044 Uiso 1 1 calc R U . . .
C13 C 0.2385(3) 0.4140(14) 0.6357(4) 0.0311(16) Uani 1 1 d . . . . .
H13 H 0.204462 0.468030 0.593121 0.037 Uiso 1 1 calc R U . . .
C2 C 0.0998(4) 0.0332(19) 0.9379(4) 0.044(2) Uani 1 1 d . . . . .
H2 H 0.105841 0.128564 0.993525 0.052 Uiso 1 1 calc R U . . .
C5 C 0.0787(3) -0.2338(17) 0.7749(5) 0.0393(18) Uani 1 1 d . . . . .
H5 H 0.070327 -0.324831 0.718934 0.047 Uiso 1 1 calc R U . . .
C4 C 0.0451(4) -0.3142(18) 0.8500(5) 0.045(2) Uani 1 1 d . . . . .
H4 H 0.013765 -0.462614 0.845816 0.054 Uiso 1 1 calc R U . . .
C3 C 0.0566(4) -0.181(2) 0.9312(5) 0.052(2) Uani 1 1 d . . . . .
H3 H 0.033831 -0.241680 0.982810 0.062 Uiso 1 1 calc R U . . .
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
N3 N2 C16 110.9(6) . . ?
N4 N3 N2 173.9(7) . . ?
C16 N1 H1 119.8 . . ?
C16 N1 C14 120.3(6) . . ?
C14 N1 H1 119.8 . . ?
C11 C12 C14 119.3(6) . . ?
C13 C12 C11 119.0(6) . . ?
C13 C12 C14 121.7(6) . . ?
O1 C7 C8 119.2(5) . . ?
O1 C7 C6 119.6(6) . . ?
C8 C7 C6 121.2(6) . . ?
O2 C16 N2 122.6(6) . . ?
O2 C16 N1 125.5(6) . . ?
N1 C16 N2 111.8(6) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 120.1(6) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 C12 120.4(6) . . ?
C10 C11 H11 119.8 . . ?
N1 C14 C12 109.3(5) . . ?
N1 C14 H14 107.4 . . ?
N1 C14 C15 109.4(5) . . ?
C12 C14 H14 107.4 . . ?
C15 C14 C12 115.6(6) . . ?
C15 C14 H14 107.4 . . ?
C10 C9 H9 119.6 . . ?
C10 C9 C8 120.9(6) . . ?
C8 C9 H9 119.6 . . ?
C9 C8 C7 123.4(6) . . ?
C9 C8 C13 118.2(6) . . ?
C13 C8 C7 118.4(6) . . ?
C1 C6 C7 122.5(6) . . ?
C1 C6 C5 118.7(6) . . ?
C5 C6 C7 118.5(6) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C6 C1 H1A 119.8 . . ?
C2 C1 C6 120.5(7) . . ?
C2 C1 H1A 119.8 . . ?
C12 C13 C8 121.4(6) . . ?
C12 C13 H13 119.3 . . ?
C8 C13 H13 119.3 . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.3(7) . . ?
C3 C2 H2 119.9 . . ?
C6 C5 H5 120.3 . . ?
C4 C5 C6 119.4(7) . . ?
C4 C5 H5 120.3 . . ?
C5 C4 H4 119.7 . . ?
C5 C4 C3 120.6(8) . . ?
C3 C4 H4 119.7 . . ?
C2 C3 C4 120.5(7) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
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
O2 C16 1.210(8) . ?
O1 C7 1.228(7) . ?
N2 N3 1.261(8) . ?
N2 C16 1.420(8) . ?
N3 N4 1.107(8) . ?
N1 H1 0.8800 . ?
N1 C16 1.322(9) . ?
N1 C14 1.491(8) . ?
C12 C11 1.404(9) . ?
C12 C14 1.525(9) . ?
C12 C13 1.360(9) . ?
C7 C8 1.475(9) . ?
C7 C6 1.486(9) . ?
C10 H10 0.9500 . ?
C10 C11 1.379(9) . ?
C10 C9 1.374(10) . ?
C11 H11 0.9500 . ?
C14 H14 1.0000 . ?
C14 C15 1.492(9) . ?
C9 H9 0.9500 . ?
C9 C8 1.387(9) . ?
C8 C13 1.414(9) . ?
C6 C1 1.386(9) . ?
C6 C5 1.403(10) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C1 H1A 0.9500 . ?
C1 C2 1.384(10) . ?
C13 H13 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.347(12) . ?
C5 H5 0.9500 . ?
C5 C4 1.376(10) . ?
C4 H4 0.9500 . ?
C4 C3 1.378(11) . ?
C3 H3 0.9500 . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C7 C8 C9 -147.8(7) . . . . ?
O1 C7 C8 C13 30.2(9) . . . . ?
O1 C7 C6 C1 -147.9(7) . . . . ?
O1 C7 C6 C5 26.0(10) . . . . ?
N3 N2 C16 O2 -1.1(9) . . . . ?
N3 N2 C16 N1 178.3(5) . . . . ?
C7 C8 C13 C12 -175.9(6) . . . . ?
C7 C6 C1 C2 173.9(7) . . . . ?
C7 C6 C5 C4 -175.4(7) . . . . ?
C16 N1 C14 C12 -157.8(6) . . . . ?
C16 N1 C14 C15 74.7(7) . . . . ?
C10 C9 C8 C7 175.4(6) . . . . ?
C10 C9 C8 C13 -2.6(10) . . . . ?
C11 C12 C14 N1 57.2(7) . . . . ?
C11 C12 C14 C15 -178.9(6) . . . . ?
C11 C12 C13 C8 -1.4(9) . . . . ?
C11 C10 C9 C8 2.3(10) . . . . ?
C14 N1 C16 O2 10.1(10) . . . . ?
C14 N1 C16 N2 -169.2(5) . . . . ?
C14 C12 C11 C10 179.9(6) . . . . ?
C14 C12 C13 C8 179.7(6) . . . . ?
C9 C10 C11 C12 -1.5(10) . . . . ?
C9 C8 C13 C12 2.2(9) . . . . ?
C8 C7 C6 C1 32.4(10) . . . . ?
C8 C7 C6 C5 -153.6(6) . . . . ?
C6 C7 C8 C9 31.8(10) . . . . ?
C6 C7 C8 C13 -150.2(6) . . . . ?
C6 C1 C2 C3 2.1(11) . . . . ?
C6 C5 C4 C3 0.6(12) . . . . ?
C1 C6 C5 C4 -1.2(10) . . . . ?
C1 C2 C3 C4 -2.7(12) . . . . ?
C13 C12 C11 C10 1.1(9) . . . . ?
C13 C12 C14 N1 -124.0(6) . . . . ?
C13 C12 C14 C15 -0.1(9) . . . . ?
C5 C6 C1 C2 -0.1(10) . . . . ?
C5 C4 C3 C2 1.4(12) . . . . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.89008
2 0.10992
