Aggregation induced emission enhancement (AIEE) of tripodal pyrazole derivatives for sensing of nitroaromatics and vapor phase detection of picric acid
Kandel, Shambhu; Sathish, Veerasamy; Mathivathanan, Logesh; Morozov, Alexander N.; Mebel, Alexander M.; Raptis, Raphael G.; New Journal of Chemistry 43 (2019) 7251–; doi:10.1039/C9NJ00166B

data_7058291
_publ_section_title
;
 Aggregation induced emission enhancement (AIEE) of tripodal pyrazole
 derivatives for sensing of nitroaromatics and vapor phase detection of
 picric acid
;
_journal_issue                   19
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              7251
_journal_paper_doi               10.1039/C9NJ00166B
_journal_volume                  43
_journal_year                    2019
_chemical_formula_moiety         'C42 H39 Cl3 N6, 3(C6 H3 N3 O7)'
_chemical_formula_sum            'C60 H48 Cl3 N15 O21'
_chemical_formula_weight         1421.48
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2018-12-06
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-01-09 deposited with the CCDC.    2019-04-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.6820(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.3120(6)
_cell_length_b                   20.1594(9)
_cell_length_c                   14.3878(6)
_cell_measurement_reflns_used    9636
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.172
_cell_measurement_theta_min      2.888
_cell_volume                     3612.3(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       \w-scan
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            61374
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.061
_diffrn_reflns_theta_max         25.061
_diffrn_reflns_theta_min         2.888
_exptl_absorpt_coefficient_mu    0.207
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_description       block
_exptl_crystal_F_000             1464
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Acetone'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_refine_diff_density_max         1.020
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     498
_refine_ls_number_reflns         6588
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.1119
_refine_ls_R_factor_gt           0.0800
_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/[\s^2^(Fo^2^)+(0.1283P)^2^+3.6682P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2277
_refine_ls_wR_factor_ref         0.2541
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4429
_reflns_number_total             6588
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9nj00166b2.cif
_cod_data_source_block           sk235_0m_sq
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_sites_solution_secondary' value 'diffmap' was changed to
'difmap'.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7058287--7058293.cif.
;
_cod_database_code               7058291
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Others
 Fixed Sof: H01A(0.5) H5A(0.5) H6A(0.25) H6B(0.5) H6C(0.5) H14A(0.5)
 Fixed U12: Cl1(0) N1(0) N2(0) C1(0) C01B(0) C4(0) C5(0) C6(0) C9(0) C10(0)
 C11(0) C12(0) C13(0) C14(0) C15(0) C16(0) C17(0) O8(0) O9(0) O10(0) O11(0)
 O12(0) O13(0) O14(0) N8(0) N9(0) N10(0) C33(0) C34(0) C35(0) C36(0) C37(0)
 C38(0)
 Fixed U23: Cl1(0) N1(0) N2(0) C1(0) C01B(0) C4(0) C5(0) C6(0) C9(0) C10(0)
 C11(0) C12(0) C13(0) C14(0) C15(0) C16(0) C17(0) O8(0) O9(0) O10(0) O11(0)
 O12(0) O13(0) O14(0) N8(0) N9(0) N10(0) C33(0) C34(0) C35(0) C36(0) C37(0)
 C38(0)
 Fixed Uiso: H00A(0.064) H00B(0.064) H01A(0.073) H5A(0.064) H6A(0.108)
 H6B(0.108) H6C(0.108) H7A(0.078) H7B(0.078) H8A(0.146) H8B(0.146) H8C(0.146)
 H9(0.075) H11(0.06) H13(0.146) H14(0.197) H15(0.111) H17(0.073) H18(0.059)
 H20(0.074) H22(0.082) H23(0.104) H24(0.102) H26(0.071) H7(0.116) H27(0.077)
 H29(0.078) H14A(0.309) H36(0.092) H38(0.069)
 Fixed X: H00A(0.790422) H00B(0.821602) H01A(0.597221) H5A(0.933704)
 H6A(0.844278) H6B(0.762609) H6C(0.762608) H7A(0.701098) H7B(0.765928)
 H8A(0.586672) H8B(0.613304) H8C(0.54843) H9(0.726932) H11(0.86466)
 H13(1.031003) H14(1.196887) H15(1.215354) H17(0.898203) H18(0.979054)
 H20(1.166711) H22(1.315896) H23(1.459411) H24(1.432947) H26(1.116685)
 H7(0.960323) H27(0.724363) H29(1.040664) H14A(0.277875) H36(0.552878)
 H38(0.250264)
 Fixed Y: Cl1(0.25) N1(0.25) N2(0.25) H00A(0.410133) H00B(0.371873) C1(0.25)
 C01B(0.25) H01A(0.211053) C4(0.25) C5(0.25) H5A(0.288932) C6(0.25) H6A(0.25)
 H6B(0.288882) H6C(0.211118) H7A(0.369247) H7B(0.407853) H8A(0.443064)
 H8B(0.409413) H8C(0.370342) C9(0.25) H9(0.25) C10(0.25) C11(0.25) H11(0.25)
 C12(0.25) C13(0.25) H13(0.25) C14(0.25) H14(0.25) C15(0.25) H15(0.25)
 C16(0.25) C17(0.25) H17(0.25) H18(0.377299) H20(0.440391) H22(0.423126)
 H23(0.432042) H24(0.431265) H26(0.409636) H7(0.421101) H27(0.406211)
 H29(0.437933) O8(0.25) O9(0.25) O10(0.25) O11(0.25) O12(0.25) O13(0.25)
 O14(0.25) H14A(0.21165) N8(0.25) N9(0.25) N10(0.25) C33(0.25) C34(0.25)
 C35(0.25) C36(0.25) H36(0.25) C37(0.25) C38(0.25) H38(0.25)
 Fixed Z: H00A(0.310613) H00B(0.411825) H01A(0.01944) H5A(0.47652)
 H6A(0.580495) H6B(0.491306) H6C(0.491306) H7A(0.068431) H7B(0.165776)
 H8A(0.107838) H8B(0.212025) H8C(0.115185) H9(-0.231044) H11(0.060223)
 H13(0.046806) H14(0.034497) H15(-0.120686) H17(-0.245982) H18(0.244387)
 H20(0.510712) H22(0.463943) H23(0.409434) H24(0.244818) H26(0.1825)
 H7(0.575406) H27(0.777957) H29(0.898802) H14A(0.545108) H36(0.412741)
 H38(0.217152)
;
_shelx_res_checksum              23919
_shelx_fab_checksum              74847
_olex2_submission_special_instructions 'No special instructions were received'