The synthesis and characterisation of coordination and hydrogen-bonded networks based on 4-(3,5-dimethyl-1H-pyrazol-4-yl)benzoic acid.
Bryant, Macguire R.; Burrows, Andrew D.; Fitchett, Christopher M.; Hawes, Chris S.; Hunter, Sally O.; Keenan, Luke L.; Kelly, David J.; Kruger, Paul E.; Mahon, Mary F.; Richardson, Christopher; Dalton transactions (Cambridge, England : 2003) 44 (2015) 9269–9280; doi:10.1039/c5dt00011d

data_7035106
_publ_section_title
;
 The synthesis and characterisation of coordination and hydrogen-bonded
 networks based on 4-(3,5-dimethyl-1H-pyrazol-4-yl)benzoic acid.
;
_journal_issue                   19
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9269
_journal_page_last               9280
_journal_paper_doi               10.1039/c5dt00011d
_journal_volume                  44
_journal_year                    2015
_chemical_formula_moiety
'4(C12 H11 N2 O2 Zn0.5), 0.5(H2 O), 2(C H4 O)'
_chemical_formula_sum            'C50 H53 N8 O10.5 Zn2'
_chemical_formula_weight         1064.74
_chemical_properties_physical    'Loses solvent immediately'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_Hall           'F 2 -2d'
_space_group_name_H-M_alt        'F d d 2'
_symmetry_Int_Tables_number      43
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_space_group_name_H-M   'F d d 2'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2014-12-29
_audit_creation_method
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_audit_update_record
;
2015-03-12 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   22.3458(7)
_cell_length_b                   29.7691(11)
_cell_length_c                   33.3734(11)
_cell_measurement_reflns_used    6228
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.1560
_cell_measurement_theta_min      3.8910
_cell_volume                     22200.5(13)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector_area_resol_mean 10.6501
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details
;
  1 omega  -79.00  -42.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.7813  125.0000    0.0000 37

  2 omega  -53.00   -3.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.7813  125.0000   60.0000 50

  3 omega -126.00  -92.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000 -125.0000 -180.0000 34

  4 omega -122.00  -75.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -61.5000 -125.0000   90.0000 47

  5 omega   50.00   98.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -45.0000  150.0000 48

  6 omega   42.00   88.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -45.0000 -120.0000 46

  7 omega   32.00   85.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -30.0000  -30.0000 53

  8 omega   61.00   99.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801  -45.0000   90.0000 38

  9 omega   78.00  155.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801   61.0000   90.0000 77

 10 omega -114.00  -10.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -39.7813  -57.0000 -180.0000 104

 11 omega   77.00  104.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      107.7801   61.0000  -90.0000 27
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0202062000
_diffrn_orient_matrix_UB_12      -0.0086272000
_diffrn_orient_matrix_UB_13      0.0434484000
_diffrn_orient_matrix_UB_21      -0.0394400000
_diffrn_orient_matrix_UB_22      -0.0424070000
_diffrn_orient_matrix_UB_23      0.0015125000
_diffrn_orient_matrix_UB_31      0.0527736000
_diffrn_orient_matrix_UB_32      -0.0284155000
_diffrn_orient_matrix_UB_33      -0.0155250000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            17046
_diffrn_reflns_point_group_measured_fraction_full 0.803
_diffrn_reflns_point_group_measured_fraction_max 0.770
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.789
_diffrn_reflns_theta_min         2.805
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.563
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77309
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             8848
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.24
_refine_diff_density_max         1.586
_refine_diff_density_min         -1.120
_refine_diff_density_rms         0.142
_refine_ls_abs_structure_details
;
 Flack x determined using 2607 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     685
_refine_ls_number_reflns         8656
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0763
_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^)+(0.1647P)^2^+137.7684P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2192
_refine_ls_wR_factor_ref         0.2287
_reflns_Friedel_coverage         0.550
_reflns_Friedel_fraction_full    0.602
_reflns_Friedel_fraction_max     0.557
_reflns_number_gt                7876
_reflns_number_total             8656
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5dt00011d2.cif
_cod_data_source_block           55cry100
_cod_depositor_comments
'Adding full bibliography for 7035103--7035111.cif.'
_cod_original_formula_sum        'C50 H53 N8 O10.50 Zn2'
_cod_database_code               7035106
_shelxl_version_number           2014-3
_reflns_odcompleteness_completeness 97.48
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     73.63
_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, All O(H) groups, All O(H,H) groups
2. Others
 Fixed Sof: O18(0.5) H18A(0.5) H18B(0.5) O17(0.5) H17(0.5) C16(0.5) H16A(0.5)
 H16B(0.5) H16C(0.5) O15(0.5) H15(0.5) C14(0.5) H14A(0.5) H14B(0.5) H14C(0.5)
 O11(0.5) H11(0.5) C10(0.5) H10A(0.5) H10B(0.5) H10C(0.5) O13(0.5) H13(0.5)
 C12(0.5) H12A(0.5) H12B(0.5) H12C(0.5)
3.a Riding coordinates:
 O17(H17), C16(H16A,H16B,H16C), C14(H14A,H14B,H14C), C10(H10A,H10B,H10C),
 C12(H12A,H12B,H12C)
3.b Free rotating group:
 O18(H18A,H18B)
3.c Aromatic/amide H refined with riding coordinates:
 N1C(H1C), C2C(H2C), C3C(H3C), C5C(H5C), C6C(H6C), N1D(H1D), C2D(H2D),
 C3D(H3D), C5D(H5D), C6D(H6D), N1A(H1A), N1B(H1B), C2A(H2A), C2B(H2B), C3A(H3A),
  C3B(H3B), C5A(H5A), C5B(H5B), C6A(H6A), C6B(H6B)
3.d Tetrahedral OH refined with riding coordinates:
 O15(H15), O11(H11), O13(H13)
3.e Idealised Me refined as rotating group:
 C31C(H31G,H31H,H31I), C51C(H51G,H51H,H51I), C31D(H31J,H31K,H31L), C51D(H51J,
 H51K,H51L), C31A(H31A,H31B,H31C), C31B(H31D,H31E,H31F), C51A(H51A,H51B,H51C),
 C51B(H51D,H51E,H51F)
;
_olex2_submission_special_instructions 'No special instructions were received'