Facile synthesis of spiro-pyrazolone-tetrahydrofurans/pyrans: ipso-cyclization of arylidene pyrazolones with haloalcohols
Gond, Kavyashree Kuppayya; Maddani, Mahagundappa Rachappa; New Journal of Chemistry 48 (2024) 8667–8671; doi:10.1039/D4NJ00447G

data_7063179
_publ_section_title
;
 Facile synthesis of spiro-pyrazolone-tetrahydrofurans/pyrans:
 ipso-cyclization of arylidene pyrazolones with haloalcohols
;
_journal_issue                   19
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              8667
_journal_page_last               8671
_journal_paper_doi               10.1039/D4NJ00447G
_journal_volume                  48
_journal_year                    2024
_chemical_formula_sum            'C19 H16 Br N2 O2'
_chemical_formula_weight         384.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2019/2
_audit_update_record
;
2024-04-09 deposited with the CCDC.	2024-04-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.105(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.8407(5)
_cell_length_b                   6.71670(10)
_cell_length_c                   24.6680(7)
_cell_measurement_reflns_used    10625
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.8700
_cell_measurement_theta_min      3.7680
_cell_volume                     3419.41(15)
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0482
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            18443
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.166
_diffrn_reflns_theta_min         3.793
_exptl_absorpt_coefficient_mu    3.386
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.28016
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_description       block
_exptl_crystal_F_000             1560
_exptl_crystal_size_max          0.278
_exptl_crystal_size_mid          0.154
_exptl_crystal_size_min          0.087
_refine_diff_density_max         0.764
_refine_diff_density_min         -0.465
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         3369
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0676
_refine_ls_R_factor_gt           0.0582
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0923P)^2^+5.4293P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1700
_refine_ls_wR_factor_ref         0.1780
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2733
_reflns_number_total             3369
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4nj00447g2.cif
_cod_data_source_block           kg-303b_auto
_cod_depositor_comments
;
Adding full bibliography for 7063178--7063179.cif.

2025-03-04
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C3.17 H2.67 Br0.17 N0.33 O0.33'
_cod_original_formula_weight         64.04
_cod_original_formula_units_Z            48
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7063179
_shelx_shelxl_version_number     2019/2
_shelx_res_checksum              67106