Rationally Developed Metallogelators Derived from Pyridyl Derivatives of NSAIDs Displaying Anti-Inflammatory and Anticancer Activities.
Sarkar, Koushik; Khasimbi, Shaik; Mandal, Souvik; Dastidar, Parthasarathi; ACS applied materials & interfaces 10 (2018) 30649–30661; doi:10.1021/acsami.8b09872

data_4515402
_publ_section_title
;
 Rationally Developed Metallogelators Derived from Pyridyl Derivatives of
 NSAIDs Displaying Anti-Inflammatory and Anticancer Activities.
;
_journal_issue                   36
_journal_name_full               'ACS applied materials &amp; interfaces'
_journal_page_first              30649
_journal_page_last               30661
_journal_paper_doi               10.1021/acsami.8b09872
_journal_volume                  10
_journal_year                    2018
_chemical_formula_moiety         '0.25(C18 H9 N2 O), 0.75(C18 H13 N2 O)'
_chemical_formula_sum            'C18 H12 N2 O'
_chemical_formula_weight         272.30
_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   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2018-08-13
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                90.52(3)
_cell_angle_beta                 90.72(3)
_cell_angle_gamma                98.25(3)
_cell_formula_units_Z            8
_cell_length_a                   10.597(5)
_cell_length_b                   11.931(5)
_cell_length_c                   27.145(12)
_cell_measurement_reflns_used    4629
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      19.779
_cell_measurement_theta_min      2.274
_cell_volume                     3396(3)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      120.01
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_av_unetI/netI     0.0598
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            37373
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        24.110
_diffrn_reflns_theta_max         24.110
_diffrn_reflns_theta_min         0.750
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  0.7450
_exptl_absorpt_correction_T_min  0.6300
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1163 before and 0.0540 after correction. The Ratio of minimum to maximum transmission is 0.8456. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.065
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     870
_refine_ls_number_reflns         10607
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.1421
_refine_ls_R_factor_gt           0.0763
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1596P)^2^+0.0692P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2251
_refine_ls_wR_factor_ref         0.2746
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5627
_reflns_number_total             10607
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            am8b09872_si_008.cif
_cod_data_source_block           3pyIBU
_cod_database_code               4515402
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.987
_shelx_estimated_absorpt_t_min   0.970
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C022, C027
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Others
 Sof(C1)=Sof(C2)=Sof(C3)=Sof(C4)=Sof(C5)=Sof(C6)=Sof(C8)=Sof(C9)=Sof(C11)=
 Sof(C12)=Sof(C18)=Sof(C20)=1-FVAR(1)
 Sof(C01Z)=Sof(C022)=Sof(C023)=Sof(C024)=Sof(C025)=Sof(C026)=Sof(C027)=
 Sof(C028)=Sof(C029)=Sof(C02A)=Sof(C02B)=Sof(C0AA)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C00T(HF), C013(H013), C014(HK), C01B(HP)
4.b Aromatic/amide H refined with riding coordinates:
 N001(H), N003(HA), N004(H004), N005(HB), C00J(HC), C00M(HD), C00R(HE),
 C00U(HG), C00V(H00V), C00W(H00W), C00X(HH), C00Y(HI), C00Z(HJ), C015(H015),
 C016(H016), C017(HL), C018(HM), C019(HN), C01A(HO), C01C(HQ), C01D(HR),
 C01F(HS), C01G(HT), C01H(H01H), C01J(HU), C01K(H01K), C01L(HV), C01M(HW),
 C01N(H01N), C01O(HX), C01V(H01V), C01W(H1AA)
4.c Idealised Me refined as rotating group:
 C01S(HY,HZ,H0AA), C01X(H01A,H01B,H01C), C01Y(H2AA,H3AA,H4AA), C021(H5AA,H6AA,
 H7AA)
;
_shelx_res_checksum              58483
_shelx_hkl_checksum              84526
_olex2_submission_special_instructions 'No special instructions were received'