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_7058288
_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         '3.5(C6 H3 N3 O7), C42 H41 N6'
_chemical_formula_sum            'C63 H51.5 N16.5 O24.5'
_chemical_formula_weight         1431.70
_space_group_crystal_system      monoclinic
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_space_group_name_Hall           '-P 2yc'
_space_group_name_H-M_alt        'P 1 2/c 1'
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 1 2/c 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                 113.6630(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.8248(9)
_cell_length_b                   14.9586(7)
_cell_length_c                   22.5799(11)
_cell_measurement_reflns_used    9888
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      20.491
_cell_measurement_theta_min      2.896
_cell_volume                     6442.5(5)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 Quest PHOTON 100'
_diffrn_measurement_method       \w-scan
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1508
_diffrn_reflns_av_unetI/netI     0.0944
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            133126
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        24.817
_diffrn_reflns_theta_max         24.817
_diffrn_reflns_theta_min         2.896
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.7150
_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            golden
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_description       block
_exptl_crystal_F_000             2964
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.235
_refine_diff_density_min         -0.581
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     940
_refine_ls_number_reflns         11065
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.2116
_refine_ls_R_factor_gt           0.1015
_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^)+(0.1010P)^2^+15.7368P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2223
_refine_ls_wR_factor_ref         0.2780
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5292
_reflns_number_total             11065
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9nj00166b2.cif
_cod_data_source_block           sk239_0m
_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_original_formula_sum        'C63 H51.50 N16.50 O24.50'
_cod_database_code               7058288
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Others
 Fixed Sof: H23A(0.5)
 Fixed U12: O23(0) N16(0) C61(0) C64(0)
 Fixed U23: O23(0) N16(0) C61(0) C64(0)
 Fixed Uiso: H7(0.108) H44(0.081) H48(0.089) H14(0.121) H50(0.067) H52(0.064)
 H21A(0.106) H56(0.06) H60(0.066) H23A(0.25) H62(0.081) H7A(0.064) H7B(0.064)
 H8A(0.065) H8B(0.065) H9A(0.062) H9B(0.062) H10(0.08) H11A(0.238) H11B(0.238)
 H11C(0.238) H12A(0.07) H12B(0.07) H13A(0.12) H13B(0.12) H13C(0.12) H14A(0.068)
 H14B(0.068) H15A(0.116) H15B(0.116) H15C(0.116) H16(0.063) H18(0.079)
 H20(0.083) H21(0.098) H22(0.108) H23(0.101) H24(0.083) H25(0.064) H27(0.072)
 H29(0.106) H30(0.132) H31(0.113) H32(0.125) H33(0.105) H34(0.056) H36(0.066)
 H38(0.09) H39(0.12) H40(0.112) H41(0.089) H42(0.071)
 Fixed X: H7(0.882359) H44(0.888702) H48(1.023537) H14(0.640381) H50(0.506025)
 H52(0.536789) H21A(0.712434) H56(0.635189) H60(0.75992) O23(1) H23A(1.016863)
 N16(1) C61(1) H62(0.916737) C64(1) H7A(0.65506) H7B(0.625226) H8A(0.818721)
 H8B(0.818006) H9A(0.616253) H9B(0.646931) H10(0.709626) H11A(0.837186)
 H11B(0.797133) H11C(0.807593) H12A(0.761539) H12B(0.729824) H13A(0.850431)
 H13B(0.834427) H13C(0.86615) H14A(0.626798) H14B(0.626255) H15A(0.532507)
 H15B(0.530945) H15C(0.511505) H16(0.75427) H18(0.81617) H20(0.91009)
 H21(0.994184) H22(0.996613) H23(0.915097) H24(0.829537) H25(0.662019)
 H27(0.692684) H29(0.575) H30(0.473397) H31(0.420819) H32(0.471497)
 H33(0.57483) H34(0.766817) H36(0.738885) H38(0.860595) H39(0.932724)
 H40(0.934963) H41(0.869677) H42(0.79625)
 Fixed Y: H7(0.700929) H44(1.033292) H48(0.885827) H14(0.118568) H50(0.216903)
 H52(-0.040181) H21A(0.72809) H56(1.02413) H60(1.002847) H23A(0.275377)
 H62(0.554288) H7A(0.596883) H7B(0.505353) H8A(0.591317) H8B(0.507314)
 H9A(0.261616) H9B(0.272093) H10(0.684343) H11A(0.62743) H11B(0.631529)
 H11C(0.718763) H12A(0.397688) H12B(0.307899) H13A(0.289176) H13B(0.281585)
 H13C(0.370065) H14A(0.290464) H14B(0.373821) H15A(0.353196) H15B(0.433764)
 H15C(0.337467) H16(0.401296) H18(0.613493) H20(0.537216) H21(0.455631)
 H22(0.302145) H23(0.230537) H24(0.310682) H25(0.507246) H27(0.757878)
 H29(0.760963) H30(0.757618) H31(0.624813) H32(0.49447) H33(0.497179)
 H34(0.221319) H36(-0.002435) H38(0.14974) H39(0.074199) H40(-0.078639) H41(-
 0.157479) H42(-0.081269)
 Fixed Z: H7(0.473572) H44(0.473933) H48(0.617484) H14(0.348991) H50(0.121627)
 H52(0.172817) H21A(0.671166) H56(0.567299) H60(0.755275) O23(0.75)
 H23A(0.787377) N16(0.75) C61(0.75) H62(0.664995) C64(0.75) H7A(0.578211)
 H7B(0.589825) H8A(0.467199) H8B(0.425237) H9A(0.454181) H9B(0.401576)
 H10(0.500405) H11A(0.567193) H11B(0.612932) H11C(0.579354) H12A(0.375005)
 H12B(0.387102) H13A(0.417737) H13B(0.479726) H13C(0.465655) H14A(0.54509)
 H14B(0.587031) H15A(0.456389) H15B(0.500192) H15C(0.514924) H16(0.669967)
 H18(0.782676) H20(0.85552) H21(0.935468) H22(0.928197) H23(0.839628)
 H24(0.75994) H25(0.327287) H27(0.290875) H29(0.212635) H30(0.122231)
 H31(0.082758) H32(0.129963) H33(0.220457) H34(0.571453) H36(0.470963)
 H38(0.656766) H39(0.747259) H40(0.747996) H41(0.656118) H42(0.564068)
;
_shelx_res_checksum              84247
_olex2_submission_special_instructions 'No special instructions were received'