#------------------------------------------------------------------------------
#$Date: 2024-10-06 12:30:18 +0300 (Sun, 06 Oct 2024) $
#$Revision: 295348 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/25/1572543.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_1572543
loop_
_publ_author_name
'Moral, Rubi'
'Das, Gopal'
_publ_section_title
;
 Exploring the gelation and AIE properties of a tripodal
 acylhydrazone-based probe: turn-on Zn(II) sensing in HEPES buffer.
;
_journal_issue                   38
_journal_name_full               'Soft matter'
_journal_page_first              7668
_journal_page_last               7677
_journal_paper_doi               10.1039/d4sm00787e
_journal_volume                  20
_journal_year                    2024
_chemical_formula_sum            'C39 H29 N9 O4'
_chemical_formula_weight         687.71
_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-2016/6
_audit_update_record
;
2024-06-18 deposited with the CCDC.	2024-09-09 downloaded from the CCDC.
;
_cell_angle_alpha                94.916(4)
_cell_angle_beta                 99.085(4)
_cell_angle_gamma                94.038(4)
_cell_formula_units_Z            2
_cell_length_a                   8.3334(12)
_cell_length_b                   11.9948(17)
_cell_length_c                   16.823(2)
_cell_measurement_reflns_used    9968
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      23.20
_cell_measurement_theta_min      2.20
_cell_volume                     1648.3(4)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0536
_diffrn_reflns_av_unetI/netI     0.0379
_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       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            38298
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.007
_exptl_absorpt_coefficient_mu    0.094
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_description       block
_exptl_crystal_F_000             716
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.952
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     489
_refine_ls_number_reflns         5791
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.1358
_refine_ls_R_factor_gt           0.0824
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1412P)²+1.4914P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2168
_refine_ls_wR_factor_ref         0.2981
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3398
_reflns_number_total             5791
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sm00787e2.cif
_cod_data_source_block           TRI_QUI
_cod_depositor_comments          'Adding full bibliography for 1572543.cif.'
_cod_database_code               1572543
_shelx_shelxl_version_number     2016/6
_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
O1 O 0.6284(3) 0.3147(2) 0.49642(16) 0.0651(8) Uani 1 1 d . . . . .
N1 N 0.3994(5) 0.3579(3) 0.41867(19) 0.0576(9) Uani 1 1 d . . . . .
O3 O -0.0368(5) 0.5202(3) 0.6619(2) 0.0987(13) Uani 1 1 d . . . . .
N4 N 0.0952(5) 0.6258(3) 0.5845(2) 0.0594(9) Uani 1 1 d . . . . .
O2 O 0.3591(4) 0.2906(3) 0.82999(19) 0.0894(11) Uani 1 1 d . . . . .
N2 N 0.4631(4) 0.3374(3) 0.3480(2) 0.0601(9) Uani 1 1 d . . . . .
N5 N -0.0217(4) 0.7020(3) 0.5782(2) 0.0603(9) Uani 1 1 d . . . . .
N7 N 0.5680(5) 0.2225(3) 0.7778(2) 0.0671(10) Uani 1 1 d . . . . .
C29 C 0.4885(5) 0.3438(3) 0.4900(2) 0.0518(9) Uani 1 1 d . . . . .
C1 C 0.4100(4) 0.3702(3) 0.5621(2) 0.0501(9) Uani 1 1 d . . . . .
O4 O 0.8585(5) 0.2814(4) 0.6944(3) 0.1087(13) Uani 1 1 d D . . . .
N8 N 0.6022(5) 0.1563(3) 0.8406(2) 0.0722(10) Uani 1 1 d . . . . .
N3 N 0.2629(5) 0.4949(3) 0.1590(2) 0.0735(10) Uani 1 1 d . . . . .
N6 N -0.0976(5) 0.8655(3) 0.3767(2) 0.0744(10) Uani 1 1 d . . . . .
C2 C 0.2857(5) 0.4408(3) 0.5615(2) 0.0510(9) Uani 1 1 d . . . . .
H2 H 0.248015 0.473048 0.514459 0.061 Uiso 1 1 calc R U . . .
C6 C 0.4664(5) 0.3224(3) 0.6322(2) 0.0553(10) Uani 1 1 d . . . . .
H6 H 0.551680 0.276228 0.633236 0.066 Uiso 1 1 calc R U . . .
C3 C 0.2165(5) 0.4639(3) 0.6304(2) 0.0544(10) Uani 1 1 d . . . . .
N9 N 0.8918(5) -0.0985(3) 0.8100(2) 0.0804(11) Uani 1 1 d . . . . .
C18 C 0.0812(5) 0.5389(4) 0.6287(3) 0.0631(11) Uani 1 1 d . . . . .
C5 C 0.3960(5) 0.3431(3) 0.7012(2) 0.0551(10) Uani 1 1 d . . . . .
C30 C 0.3800(5) 0.3716(4) 0.2863(2) 0.0612(10) Uani 1 1 d . . . . .
H30 H 0.289170 0.410573 0.291910 0.073 Uiso 1 1 calc R U . . .
C4 C 0.2697(5) 0.4130(3) 0.6993(2) 0.0606(10) Uani 1 1 d . . . . .
H4 H 0.220487 0.425643 0.744771 0.073 Uiso 1 1 calc R U . . .
C31 C 0.4258(5) 0.3502(4) 0.2071(2) 0.0591(10) Uani 1 1 d . . . . .
C7 C 0.4410(5) 0.2846(4) 0.7760(2) 0.0644(11) Uani 1 1 d . . . . .
C36 C 0.3580(5) 0.4107(4) 0.1428(2) 0.0609(10) Uani 1 1 d . . . . .
C20 C -0.1197(5) 0.8603(3) 0.5173(3) 0.0589(10) Uani 1 1 d . . . . .
C19 C -0.0105(5) 0.7706(3) 0.5247(3) 0.0600(10) Uani 1 1 d . . . . .
H19 H 0.066938 0.763327 0.490749 0.072 Uiso 1 1 calc R U . . .
C35 C 0.3918(5) 0.3813(4) 0.0635(2) 0.0657(11) Uani 1 1 d . . . . .
C21 C -0.1821(5) 0.9026(3) 0.5834(3) 0.0671(11) Uani 1 1 d . . . . .
H21 H -0.160168 0.869738 0.631658 0.081 Uiso 1 1 calc R U . . .
C25 C -0.1571(5) 0.9088(3) 0.4432(3) 0.0631(11) Uani 1 1 d . . . . .
C24 C -0.2576(5) 0.9997(4) 0.4397(3) 0.0694(12) Uani 1 1 d . . . . .
C34 C 0.4945(6) 0.2968(4) 0.0512(3) 0.0748(13) Uani 1 1 d . . . . .
H34 H 0.517734 0.278227 -0.000380 0.090 Uiso 1 1 calc R U . . .
C23 C -0.3125(6) 1.0417(4) 0.5103(4) 0.0796(14) Uani 1 1 d . . . . .
H23 H -0.373750 1.103561 0.508955 0.095 Uiso 1 1 calc R U . . .
C22 C -0.2779(6) 0.9940(4) 0.5798(3) 0.0777(13) Uani 1 1 d . . . . .
H22 H -0.317641 1.021738 0.625591 0.093 Uiso 1 1 calc R U . . .
C10 C 0.7016(6) 0.0317(4) 0.9714(3) 0.0767(13) Uani 1 1 d . . . . .
H10 H 0.639127 0.091308 0.980480 0.092 Uiso 1 1 calc R U . . .
C9 C 0.7534(5) 0.0146(4) 0.8978(3) 0.0667(11) Uani 1 1 d . . . . .
C32 C 0.5252(6) 0.2670(4) 0.1919(3) 0.0732(13) Uani 1 1 d . . . . .
H32 H 0.569573 0.227055 0.233908 0.088 Uiso 1 1 calc R U . . .
C33 C 0.5609(6) 0.2413(5) 0.1136(3) 0.0820(14) Uani 1 1 d . . . . .
H33 H 0.630502 0.185891 0.104702 0.098 Uiso 1 1 calc R U . . .
C8 C 0.7124(6) 0.0890(4) 0.8351(3) 0.0723(12) Uani 1 1 d . . . . .
H8 H 0.766709 0.087324 0.790802 0.087 Uiso 1 1 calc R U . . .
C14 C 0.8474(5) -0.0778(4) 0.8844(3) 0.0659(11) Uani 1 1 d . . . . .
C11 C 0.7404(7) -0.0380(4) 1.0327(3) 0.0839(14) Uani 1 1 d . . . . .
H11 H 0.701753 -0.025315 1.081336 0.101 Uiso 1 1 calc R U . . .
C13 C 0.8866(5) -0.1465(4) 0.9472(3) 0.0708(12) Uani 1 1 d . . . . .
C39 C 0.3172(6) 0.4398(5) 0.0010(3) 0.0817(14) Uani 1 1 d . . . . .
H39 H 0.333539 0.422384 -0.051871 0.098 Uiso 1 1 calc R U . . .
C12 C 0.8336(6) -0.1236(4) 1.0218(3) 0.0794(14) Uani 1 1 d . . . . .
H12 H 0.862949 -0.167668 1.063740 0.095 Uiso 1 1 calc R U . . .
C15 C 0.9757(6) -0.1858(4) 0.7992(4) 0.0879(15) Uani 1 1 d . . . . .
H15 H 1.008261 -0.199657 0.749102 0.105 Uiso 1 1 calc R U . . .
C16 C 1.0192(6) -0.2589(4) 0.8573(4) 0.0911(16) Uani 1 1 d . . . . .
H16 H 1.075871 -0.320728 0.845581 0.109 Uiso 1 1 calc R U . . .
C26 C -0.1382(7) 0.9112(5) 0.3086(3) 0.0893(15) Uani 1 1 d . . . . .
H26 H -0.098086 0.882462 0.263230 0.107 Uiso 1 1 calc R U . . .
C37 C 0.1996(7) 0.5469(4) 0.0983(3) 0.0894(15) Uani 1 1 d . . . . .
H37 H 0.135229 0.604861 0.108986 0.107 Uiso 1 1 calc R U . . .
C28 C -0.2957(6) 1.0442(5) 0.3651(4) 0.0883(16) Uani 1 1 d . . . . .
H28 H -0.360914 1.103875 0.360815 0.106 Uiso 1 1 calc R U . . .
C17 C 0.9768(6) -0.2376(4) 0.9319(4) 0.0835(14) Uani 1 1 d . . . . .
H17 H 1.007805 -0.283650 0.972436 0.100 Uiso 1 1 calc R U . . .
C27 C -0.2384(7) 1.0009(5) 0.3001(4) 0.0947(17) Uani 1 1 d . . . . .
H27 H -0.264202 1.029356 0.250399 0.114 Uiso 1 1 calc R U . . .
C38 C 0.2215(7) 0.5216(5) 0.0186(3) 0.0922(16) Uani 1 1 d . . . . .
H38 H 0.170545 0.560858 -0.022285 0.111 Uiso 1 1 calc R U . . .
H1N H 0.307(5) 0.372(4) 0.414(3) 0.063(13) Uiso 1 1 d . . . . .
H4N H 0.174(5) 0.645(3) 0.573(2) 0.048(13) Uiso 1 1 d . . . . .
H7N H 0.635(6) 0.226(5) 0.748(3) 0.095(19) Uiso 1 1 d . . . . .
H4A H 0.91(2) 0.311(16) 0.748(5) 0.47(13) Uiso 1 1 d D . . . .
H4B H 0.937(12) 0.242(8) 0.663(6) 0.21(4) Uiso 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C29 N1 N2 119.9(3) . . ?
C18 N4 N5 120.4(4) . . ?
C30 N2 N1 114.0(3) . . ?
C19 N5 N4 115.0(3) . . ?
C7 N7 N8 118.9(4) . . ?
O1 C29 N1 122.7(3) . . ?
O1 C29 C1 121.7(3) . . ?
N1 C29 C1 115.5(3) . . ?
C2 C1 C6 119.6(3) . . ?
C2 C1 C29 122.5(3) . . ?
C6 C1 C29 117.9(3) . . ?
C8 N8 N7 116.6(4) . . ?
C37 N3 C36 117.2(4) . . ?
C26 N6 C25 117.3(4) . . ?
C1 C2 C3 120.7(3) . . ?
C1 C6 C5 120.3(3) . . ?
C4 C3 C2 119.4(3) . . ?
C4 C3 C18 120.3(3) . . ?
C2 C3 C18 120.2(3) . . ?
C15 N9 C14 117.2(4) . . ?
O3 C18 N4 122.4(4) . . ?
O3 C18 C3 122.9(4) . . ?
N4 C18 C3 114.6(3) . . ?
C4 C5 C6 119.4(3) . . ?
C4 C5 C7 118.0(3) . . ?
C6 C5 C7 122.4(3) . . ?
N2 C30 C31 120.4(4) . . ?
C3 C4 C5 120.6(3) . . ?
C32 C31 C36 119.3(4) . . ?
C32 C31 C30 120.9(4) . . ?
C36 C31 C30 119.6(4) . . ?
O2 C7 N7 122.7(4) . . ?
O2 C7 C5 120.5(4) . . ?
N7 C7 C5 116.7(4) . . ?
N3 C36 C31 118.8(4) . . ?
N3 C36 C35 122.3(4) . . ?
C31 C36 C35 118.9(4) . . ?
C21 C20 C25 119.0(4) . . ?
C21 C20 C19 120.1(4) . . ?
C25 C20 C19 120.9(4) . . ?
N5 C19 C20 119.6(4) . . ?
C34 C35 C39 123.1(4) . . ?
C34 C35 C36 119.6(4) . . ?
C39 C35 C36 117.2(4) . . ?
C20 C21 C22 121.5(4) . . ?
N6 C25 C20 119.1(4) . . ?
N6 C25 C24 121.9(4) . . ?
C20 C25 C24 119.0(4) . . ?
C28 C24 C23 123.2(5) . . ?
C28 C24 C25 117.7(5) . . ?
C23 C24 C25 119.2(4) . . ?
C33 C34 C35 120.7(4) . . ?
C22 C23 C24 121.2(4) . . ?
C23 C22 C21 120.1(5) . . ?
C9 C10 C11 121.8(5) . . ?
C10 C9 C14 118.5(4) . . ?
C10 C9 C8 120.8(4) . . ?
C14 C9 C8 120.7(4) . . ?
C31 C32 C33 120.9(4) . . ?
C34 C33 C32 120.5(4) . . ?
N8 C8 C9 120.1(4) . . ?
N9 C14 C13 122.4(4) . . ?
N9 C14 C9 118.7(4) . . ?
C13 C14 C9 118.8(4) . . ?
C12 C11 C10 120.3(5) . . ?
C17 C13 C12 122.2(4) . . ?
C17 C13 C14 117.6(5) . . ?
C12 C13 C14 120.2(4) . . ?
C38 C39 C35 119.2(5) . . ?
C11 C12 C13 120.2(4) . . ?
N9 C15 C16 124.6(5) . . ?
C17 C16 C15 118.4(5) . . ?
N6 C26 C27 124.3(6) . . ?
N3 C37 C38 124.5(5) . . ?
C27 C28 C24 120.3(5) . . ?
C16 C17 C13 119.8(5) . . ?
C28 C27 C26 118.7(5) . . ?
C39 C38 C37 119.4(5) . . ?
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 C29 1.231(4) . ?
N1 C29 1.338(5) . ?
N1 N2 1.387(4) . ?
O3 C18 1.221(5) . ?
N4 C18 1.340(5) . ?
N4 N5 1.380(4) . ?
O2 C7 1.220(5) . ?
N2 C30 1.269(5) . ?
N5 C19 1.281(5) . ?
N7 C7 1.335(5) . ?
N7 N8 1.382(5) . ?
C29 C1 1.488(5) . ?
C1 C2 1.382(5) . ?
C1 C6 1.386(5) . ?
N8 C8 1.274(5) . ?
N3 C37 1.301(6) . ?
N3 C36 1.363(5) . ?
N6 C26 1.319(6) . ?
N6 C25 1.370(6) . ?
C2 C3 1.390(5) . ?
C6 C5 1.392(5) . ?
C3 C4 1.382(5) . ?
C3 C18 1.489(5) . ?
N9 C15 1.315(6) . ?
N9 C14 1.367(6) . ?
C5 C4 1.390(5) . ?
C5 C7 1.502(5) . ?
C30 C31 1.450(5) . ?
C31 C32 1.374(6) . ?
C31 C36 1.420(6) . ?
C36 C35 1.426(6) . ?
C20 C21 1.374(6) . ?
C20 C25 1.420(6) . ?
C20 C19 1.458(5) . ?
C35 C34 1.396(6) . ?
C35 C39 1.401(6) . ?
C21 C22 1.401(6) . ?
C25 C24 1.420(6) . ?
C24 C28 1.405(7) . ?
C24 C23 1.405(7) . ?
C34 C33 1.357(6) . ?
C23 C22 1.345(7) . ?
C10 C9 1.377(6) . ?
C10 C11 1.395(6) . ?
C9 C14 1.424(6) . ?
C9 C8 1.456(6) . ?
C32 C33 1.409(6) . ?
C14 C13 1.408(6) . ?
C11 C12 1.347(7) . ?
C13 C17 1.399(7) . ?
C13 C12 1.406(7) . ?
C39 C38 1.350(7) . ?
C15 C16 1.391(7) . ?
C16 C17 1.366(7) . ?
C26 C27 1.411(8) . ?
C37 C38 1.394(7) . ?
C28 C27 1.340(8) . ?
