Efficient and Environmentally Friendly Adsorbent Based on β-Ketoenol-Pyrazole-Thiophene for Heavy-Metal Ion Removal from Aquatic Medium: A Combined Experimental and Theoretical Study.
Tighadouini, Said; Radi, Smaail; El Massaoudi, Mohamed; Lakbaibi, Zouhair; Ferbinteanu, Marilena; Garcia, Yann; ACS omega 5 (2020) 17324–17336; doi:10.1021/acsomega.0c01616

data_4517847
_publ_section_title
;
 Efficient and Environmentally Friendly Adsorbent Based on
 \b-Ketoenol-Pyrazole-Thiophene for Heavy-Metal Ion Removal from Aquatic
 Medium: A Combined Experimental and Theoretical Study.
;
_journal_issue                   28
_journal_name_full               'ACS omega'
_journal_page_first              17324
_journal_page_last               17336
_journal_paper_doi               10.1021/acsomega.0c01616
_journal_volume                  5
_journal_year                    2020
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C12 H12 N2 O2 S'
_chemical_formula_sum            'C12 H12 N2 O2 S'
_chemical_formula_weight         249.315
_chemical_name_systematic
(Z)-1-(1,5-dimethyl-1H-pyrazol-3-yl)-3-hydroxy-3-(thiophen-2-yl)prop-2-en-1-one
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_primary     iterative
_audit_creation_date             2020-06-16
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   4.163(7)
_cell_length_b                   14.96(2)
_cell_length_c                   19.62(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1222(3)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293.15
_diffrn_measured_fraction_theta_full 0.9902
_diffrn_measured_fraction_theta_max 0.9923
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID II'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.2371
_diffrn_reflns_av_unetI/netI     0.2314
_diffrn_reflns_Laue_measured_fraction_full 0.9902
_diffrn_reflns_Laue_measured_fraction_max 0.9923
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            7793
_diffrn_reflns_point_group_measured_fraction_full 0.9804
_diffrn_reflns_point_group_measured_fraction_max 0.9837
_diffrn_reflns_theta_full        25.2425
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.71
_diffrn_source_current           100.0
_diffrn_source_power             5.0
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.256
_exptl_absorpt_correction_T_max  0.9936
_exptl_absorpt_correction_T_min  0.9272
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             524.719
_exptl_crystal_preparation
'Starting from ethyl 1,5-dimethyl-1H-pyrazole-3-carboxylate and 2-acetylthiopene'
_exptl_crystal_recrystallization_method 'recrystalization from methanol'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.025
_exptl_crystal_size_min          0.025
_refine_diff_density_max         0.8643
_refine_diff_density_min         -0.6430
_refine_diff_density_rms         0.1594
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   -0.4(5)
_refine_ls_d_res_high            0.7696
_refine_ls_d_res_low             11.8963
_refine_ls_goodness_of_fit_ref   1.0011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    21
_refine_ls_number_parameters     157
_refine_ls_number_reflns         2775
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0011
_refine_ls_R_factor_all          0.3690
_refine_ls_R_factor_gt           0.1786
_refine_ls_shift/su_max          0.0414
_refine_ls_shift/su_mean         0.0017
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4108
_refine_ls_wR_factor_ref         0.5506
_reflns_Friedel_coverage         0.971
_reflns_limit_h_max              5
_reflns_limit_h_min              -5
_reflns_limit_k_max              19
_reflns_limit_k_min              -19
_reflns_limit_l_max              25
_reflns_limit_l_min              -25
_reflns_number_gt                583
_reflns_number_total             2775
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            ao0c01616_si_001.cif
_cod_data_source_block           shelxl
_cod_depositor_comments          'Adding full bibliography for 4517847.cif.'
_cod_database_code               4517847
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10a,H10b)
2.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C7(H7), C11(H11), C12(H12)
2.c Idealised Me refined as rotating group:
 C1(H1a,H1b,H1c), C2(H2a,H2b,H2c)
2.d Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_olex2_exptl_crystal_mounting_method 'fiber glass'
_olex2_submission_original_sample_id Pz-Th
_olex2_submission_special_instructions 'No special instructions were received'