Bis(4-carboxylpyrazol-1-yl)acetic acid: a scorpionate ligand for complexes with improved water solubility.
Tzegai, Wintana; Reil, Michaela; Burzlaff, Nicolai; Dalton transactions (Cambridge, England : 2003) 51 (2022) 6839–6845; doi:10.1039/d2dt00848c

data_7710173
_publ_section_title
;
 Bis(4-carboxylpyrazol-1-yl)acetic acid: a scorpionate ligand for
 complexes with improved water solubility.
;
_journal_issue                   17
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6839
_journal_page_last               6845
_journal_paper_doi               10.1039/d2dt00848c
_journal_volume                  51
_journal_year                    2022
_chemical_formula_moiety         'C12 H7 Cl N4 O8 Ru, C H4 O'
_chemical_formula_sum            'C13 H11 Cl N4 O9 Ru'
_chemical_formula_weight         503.78
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-03-14
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-03-16 deposited with the CCDC.	2022-04-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.218(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   33.2013(8)
_cell_length_b                   11.7943(3)
_cell_length_c                   10.7307(2)
_cell_measurement_reflns_used    5011
_cell_measurement_temperature    99.9(5)
_cell_measurement_theta_max      72.2580
_cell_measurement_theta_min      3.9790
_cell_volume                     4177.27(17)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(5)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2903
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w   -111.00 -14.00   1.00    1.97    --  -41.69 -57.00-120.00   97
  2  \w    -86.00  -6.00   1.00    1.97    --  -41.69 125.00 -60.00   80
  3  \w     41.00 106.00   1.00    7.86    --  104.37 -94.00  60.00   65
  4  \w    116.00 178.00   1.00    7.86    --  104.37  77.00  90.00   62
  5  \w    105.00 154.00   1.00    7.86    --  104.37  77.00   0.00   49
  6  \w     31.00 112.00   1.00    7.86    --  104.37-125.00-120.00   81
  7  \w     75.00 137.00   1.00    7.86    --  104.37 -77.00  60.00   62
  8  \w     64.00 118.00   1.00    7.86    --  104.37 -45.00 -90.00   54
  9  \w     79.00 165.00   1.00    7.86    --  104.37  45.00 150.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0215555000
_diffrn_orient_matrix_UB_12      -0.0695173000
_diffrn_orient_matrix_UB_13      0.0945796000
_diffrn_orient_matrix_UB_21      -0.0163723000
_diffrn_orient_matrix_UB_22      0.1103431000
_diffrn_orient_matrix_UB_23      0.0527703000
_diffrn_orient_matrix_UB_31      -0.0380491000
_diffrn_orient_matrix_UB_32      -0.0078969000
_diffrn_orient_matrix_UB_33      -0.0953634000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8112
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.544
_diffrn_reflns_theta_min         3.980
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.726
_exptl_absorpt_correction_T_max  0.829
_exptl_absorpt_correction_T_min  0.278
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.602
_exptl_crystal_description       block
_exptl_crystal_F_000             2000
_exptl_crystal_size_max          0.366
_exptl_crystal_size_mid          0.083
_exptl_crystal_size_min          0.081
_refine_diff_density_max         1.207
_refine_diff_density_min         -0.778
_refine_diff_density_rms         0.105
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         4030
_refine_ls_number_restraints     19
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0423
_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^)+(0.0611P)^2^+19.7346P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1113
_refine_ls_wR_factor_ref         0.1128
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3810
_reflns_number_total             4030
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt00848c2.cif
_cod_data_source_block           buni210826a
_cod_database_code               7710173
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C13H11ClN4O9Ru
_reflns_odcompleteness_completeness 99.52
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O12_$1-H11_$2
 1.721 with sigma of 0.02
 H11_$2-O12_$2
 2.351 with sigma of 0.02
 O21-H21 = O11-H11
 0.8 with sigma of 0.02
 O11-H11 \\sim O21-H21
 with sigma of 0.02
3. Rigid bond restraints
 C3, O3
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O4, C4
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C3 \\sim O3: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
within 2A
C4 \\sim O4: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
within 2A
5. Others
 Fixed Uiso: H11(0.087)
6.a Ternary CH refined with riding coordinates:
 C1(H1)
6.b Aromatic/amide H refined with riding coordinates:
 C24(H24), C22(H22), C14(H14), C12(H12)
6.c Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C)
6.d Idealised tetrahedral OH refined as rotating group:
 O5(H5)
;
_shelx_res_checksum              8856
_shelx_fab_checksum              86507
_olex2_date_sample_data_collection 2021-08-26
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.275
_oxdiff_exptl_absorpt_empirical_full_min 0.754