A tris(pyrazol-1-yl)methane bearing carboxylic acid groups at position 4: {1-[bis(4-carboxy-3,5-dimethyl-1<i>H</i>-pyrazol-1-yl)methyl]-3,5-dimethyl-1<i>H</i>-pyrazole-4-carboxylato}sodium dihydrate
Alkorta, Ibon; Elguero, José; García, María Ángeles; López, Concepción; Claramunt, Rosa M.; Andrade, Gabriel A.; Yap, Glenn P. A.; Acta Crystallographica Section C 69 (2013) 972–976; doi:10.1107/S0108270113018969

data_2019146
_publ_section_title
;
 A tris(pyrazol-1-yl)methane bearing carboxylic acid groups at position 4:
 {1-[bis(4-carboxy-3,5-dimethyl-1<i>H</i>-pyrazol-1-yl)methyl]-3,5-dimethyl-1<i>H</i>-pyrazole-4-carboxylato}sodium
 dihydrate
;
_journal_coeditor_code           YF3036
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              972
_journal_page_last               976
_journal_paper_doi               10.1107/S0108270113018969
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          '[Na (C19 H21 N6 O6)] , 2H2 O'
_chemical_formula_moiety         'Na +, C19 H21 N6 O6 -, 2(H2 O1)'
_chemical_formula_sum            'C19 H25 N6 Na O8'
_chemical_formula_weight         488.44
_chemical_name_systematic
;
{1-[Bis(4-carboxy-3,5-dimethyl-1<i>H</i>-pyrazol-1-yl)methyl]-3,5-dimethyl-\
1<i>H</i>-pyrazole-4-carboxylato}sodium dihydrate
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.2589(9)
_cell_length_b                   16.1630(14)
_cell_length_c                   16.8728(17)
_cell_measurement_reflns_used    839
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      32.33
_cell_measurement_theta_min      5.24
_cell_volume                     2525.0(4)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 0.853
_diffrn_measured_fraction_theta_max 0.853
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1046
_diffrn_reflns_av_sigmaI/netI    0.1338
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3877
_diffrn_reflns_theta_full        45.95
_diffrn_reflns_theta_max         45.95
_diffrn_reflns_theta_min         5.45
_exptl_absorpt_coefficient_mu    1.003
_exptl_absorpt_correction_T_max  0.9744
_exptl_absorpt_correction_T_min  0.9063
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(APEX2; Bruker, 2007)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.482
_refine_diff_density_min         -0.358
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.449
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         1071
_refine_ls_number_restraints     382
_refine_ls_restrained_S_all      1.209
_refine_ls_R_factor_all          0.1984
_refine_ls_R_factor_gt           0.1358
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3387
_refine_ls_wR_factor_ref         0.3809
_reflns_number_gt                630
_reflns_number_total             1071
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            yf3036.cif
_cod_data_source_block           I
_cod_database_code               2019146