Synthesis, crystal structure, and optical properties of fluorinated poly(pyrazole) ligands and in silico assessment of their affinity for volatile organic compounds
Pedrini, Alessandro; Maspero, Angelo; Bracco, Silvia; Comotti, Angelina; Galli, Simona; Marchiò, Luciano; Nardo, Luca; Penoni, Andrea; Scapinello, Luca; Sozzani, Piero; Vesco, Guglielmo; Mella, Massimo; New Journal of Chemistry 44 (2020) 6443–6455; doi:10.1039/D0NJ00259C

data_7059426
_publ_section_title
;
 Synthesis, crystal structure, and optical properties of fluorinated
 poly(pyrazole) ligands and in silico assessment of their affinity for
 volatile organic compounds
;
_journal_issue                   16
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              6443
_journal_page_last               6455
_journal_paper_doi               10.1039/D0NJ00259C
_journal_volume                  44
_journal_year                    2020
_chemical_formula_moiety         'C16 H8 F2 N4'
_chemical_formula_sum            'C16 H8 F2 N4'
_chemical_formula_weight         294.26
_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             2020-02-20
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-02-20 deposited with the CCDC.	2020-03-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.200(13)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.913(6)
_cell_length_b                   5.411(3)
_cell_length_c                   15.519(11)
_cell_measurement_reflns_used    2948
_cell_measurement_temperature    190
_cell_measurement_theta_max      25.410
_cell_measurement_theta_min      2.635
_cell_volume                     649.5(8)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'APEX3 V2018.1_0'
_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 (Sheldrick, 2015)'
_diffrn_ambient_temperature      190.0
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker D8 Venture PhotonII'
_diffrn_measurement_method       'omega and phi scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0596
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13572
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.820
_diffrn_reflns_theta_min         2.686
_diffrn_source                   microfocus
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0741 before and 0.0604 after correction.
The Ratio of minimum to maximum transmission is 0.9132.
The \l/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    1.505
_exptl_crystal_description       plate
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.185
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         1247
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0447
_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^)+(0.0473P)^2^+0.2856P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1018
_refine_ls_wR_factor_ref         0.1092
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1014
_reflns_number_total             1247
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0nj00259c2.cif
_cod_data_source_block           2fcomott_0m
_cod_depositor_comments
;Adding full bibliography for 7059424--7059426.cif.

 Adding full bibliography for 7059424--7059426.cif.
;
_cod_original_cell_volume        649.5(7)
_cod_database_code               7059426
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.998
_shelx_estimated_absorpt_t_min   0.989
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Restrained distances
 C7-F1 = C8-F2
 1.34 with sigma of 0.02
 C7A-C6A = C7-C6 = C8A-C7A = C8-C7
 1.39 with sigma of 0.02
 C5A-C4A = C5-C4
 1.15 with sigma of 0.02
3. Restrained planarity
 C6A, C7, F1, C8, F2
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Uanis(C6) = Uanis(C6A)
Uanis(C4A) = Uanis(C5A)
Uanis(C4) = Uanis(C5)
5. Others
 Fixed Sof: F1(0.5) C4A(0.5) C6A(0.5) C7A(0.5) H7A(0.5) C5(0.5) F2(0.5)
 C8A(0.5) H8A(0.5) C7(0.5) C8(0.5) C6(0.5) C5A(0.5) C4(0.5)
6.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C3(H3), C7A(H7A), C8A(H8A)
;
_olex2_submission_special_instructions 'No special instructions were received'