#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:20:00 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179719 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/21/7002157.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7002157
loop_
_publ_author_name
'Sarma, Rupam'
'Kalita, Dipjyoti'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Solvent induced reactivity of 3,5-dimethylpyrazole towards zinc (II)
 carboxylates
;
_journal_issue                   36
_journal_name_full               'Dalton Transactions'
_journal_page_first              7428
_journal_page_last               7436
_journal_paper_doi               10.1039/b905534g
_journal_year                    2009
_chemical_formula_sum            'C24 H26 N4 O6 Zn'
_chemical_formula_weight         531.86
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 105.7820(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   11.7329(3)
_cell_length_b                   23.2318(7)
_cell_length_c                   19.7788(4)
_cell_measurement_temperature    296(2)
_cell_volume                     5188.0(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_sigmaI/netI    0.0286
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            25470
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.75
_exptl_absorpt_coefficient_mu    0.991
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2208
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.189
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     322
_refine_ls_number_reflns         4499
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.987
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0347
_refine_ls_shift/su_max          0.026
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0271P)²+5.3129P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0711
_refine_ls_wR_factor_ref         0.0785
_reflns_number_gt                3284
_reflns_number_total             4499
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b905534g.txt
_cod_data_source_block           znphb
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'C2/c '
_cod_database_code               7002157
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.56943(3) 0.185410(12) 0.159582(16) 0.05546(12) Uani 1 1 d . . .
C1 C 0.6820(2) 0.10138(11) 0.26871(14) 0.0588(7) Uani 1 1 d . . .
C2 C 0.7747(2) 0.09872(10) 0.33723(13) 0.0534(6) Uani 1 1 d . . .
C5 C 0.9478(2) 0.09440(11) 0.46533(14) 0.0583(7) Uani 1 1 d . . .
C6 C 0.9287(3) 0.04731(11) 0.42061(14) 0.0656(8) Uani 1 1 d . . .
H6 H 0.9742 0.0142 0.4332 0.079 Uiso 1 1 calc R . .
C4 C 0.8819(2) 0.14387(11) 0.44556(14) 0.0590(7) Uani 1 1 d . . .
H4 H 0.8950 0.1757 0.4752 0.071 Uiso 1 1 calc R . .
C3 C 0.7967(2) 0.14606(11) 0.38195(14) 0.0581(7) Uani 1 1 d . . .
H3 H 0.7533 0.1797 0.3688 0.070 Uiso 1 1 calc R . .
C7 C 0.8428(2) 0.04947(10) 0.35785(14) 0.0606(7) Uani 1 1 d . . .
H7 H 0.8298 0.0174 0.3285 0.073 Uiso 1 1 calc R . .
C9 C 0.3772(2) 0.33859(10) 0.17463(12) 0.0490(6) Uani 1 1 d . . .
C14 C 0.2927(3) 0.31485(11) 0.20330(14) 0.0617(7) Uani 1 1 d . . .
H14 H 0.2886 0.2751 0.2073 0.074 Uiso 1 1 calc R . .
C8 C 0.4619(2) 0.30161(11) 0.15010(13) 0.0534(7) Uani 1 1 d . . .
C10 C 0.3827(2) 0.39833(10) 0.17060(13) 0.0580(7) Uani 1 1 d . . .
H10 H 0.4390 0.4151 0.1516 0.070 Uiso 1 1 calc R . .
C11 C 0.3060(3) 0.43309(11) 0.19428(14) 0.0629(7) Uani 1 1 d . . .
H11 H 0.3113 0.4729 0.1914 0.075 Uiso 1 1 calc R . .
C12 C 0.2217(3) 0.40875(12) 0.22206(14) 0.0637(7) Uani 1 1 d . . .
C13 C 0.2144(3) 0.34931(12) 0.22606(15) 0.0692(8) Uani 1 1 d . . .
H13 H 0.1567 0.3326 0.2440 0.083 Uiso 1 1 calc R . .
C18 C 0.4038(3) 0.04110(12) 0.05678(16) 0.0690(8) Uani 1 1 d . . .
C16 C 0.4050(2) 0.13285(12) 0.02642(14) 0.0607(7) Uani 1 1 d . . .
C17 C 0.3571(3) 0.07958(13) 0.00399(16) 0.0735(8) Uani 1 1 d . . .
H17 H 0.3033 0.0714 -0.0390 0.088 Uiso 1 1 calc R . .
C15 C 0.3816(3) 0.19039(13) -0.00860(16) 0.0808(9) Uani 1 1 d . . .
H15A H 0.3168 0.2086 0.0039 0.121 Uiso 1 1 calc R . .
H15B H 0.3620 0.1855 -0.0586 0.121 Uiso 1 1 calc R . .
H15C H 0.4511 0.2140 0.0065 0.121 Uiso 1 1 calc R . .
C19 C 0.3846(3) -0.02188(12) 0.06471(19) 0.0986(11) Uani 1 1 d . . .
H19A H 0.4128 -0.0429 0.0307 0.148 Uiso 1 1 calc R . .
H19B H 0.3016 -0.0292 0.0574 0.148 Uiso 1 1 calc R . .
H19C H 0.4270 -0.0340 0.1111 0.148 Uiso 1 1 calc R . .
O4 O 0.46407(16) 0.24828(7) 0.16576(9) 0.0620(5) Uani 1 1 d . . .
O3 O 0.52659(18) 0.32332(8) 0.11584(10) 0.0694(5) Uani 1 1 d . . .
O1 O 0.63859(18) 0.15127(8) 0.25043(9) 0.0730(6) Uani 1 1 d . . .
O2 O 0.65139(17) 0.05692(8) 0.23258(9) 0.0711(5) Uani 1 1 d . . .
N1 N 0.47924(19) 0.12802(8) 0.09086(11) 0.0570(6) Uani 1 1 d . . .
N2 N 0.4770(2) 0.07145(9) 0.10804(11) 0.0615(6) Uani 1 1 d . . .
H2 H 0.5177 0.0569 0.1472 0.074 Uiso 1 1 calc R . .
N3 N 0.7123(2) 0.21111(10) 0.12971(13) 0.0732(7) Uani 1 1 d . . .
N4 N 0.7240(2) 0.26694(10) 0.11281(13) 0.0756(7) Uani 1 1 d . . .
H4A H 0.6699 0.2925 0.1100 0.091 Uiso 1 1 calc R . .
C21 C 0.8142(4) 0.18635(15) 0.1280(2) 0.1152(15) Uani 1 1 d . . .
C22 C 0.8282(4) 0.27777(15) 0.1010(2) 0.1108(14) Uani 1 1 d . . .
C20 C 0.8338(5) 0.12259(17) 0.1422(3) 0.192(3) Uani 1 1 d . . .
H20A H 0.8731 0.1167 0.1910 0.288 Uiso 1 1 calc R . .
H20B H 0.8818 0.1075 0.1141 0.288 Uiso 1 1 calc R . .
H20C H 0.7588 0.1031 0.1305 0.288 Uiso 1 1 calc R . .
C23 C 0.8883(4) 0.22671(18) 0.1112(3) 0.148(2) Uani 1 1 d . . .
H23 H 0.9646 0.2204 0.1074 0.178 Uiso 1 1 calc R . .
C24 C 0.8588(4) 0.33706(17) 0.0817(3) 0.169(2) Uani 1 1 d . . .
H24A H 0.8449 0.3396 0.0317 0.253 Uiso 1 1 calc R . .
H24B H 0.9408 0.3448 0.1042 0.253 Uiso 1 1 calc R . .
H24C H 0.8104 0.3648 0.0969 0.253 Uiso 1 1 calc R . .
O5 O 1.03315(19) 0.09000(8) 0.52774(10) 0.0784(6) Uani 1 1 d . . .
H5 H 1.0261 0.1166 0.5536 0.118 Uiso 1 1 calc R . .
O6 O 0.1440(2) 0.44015(9) 0.24699(13) 0.0900(7) Uani 1 1 d . . .
H6A H 0.1522 0.4744 0.2396 0.135 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O4 111.40(7) . . ?
O1 Zn1 N1 111.80(8) . . ?
O4 Zn1 N1 108.54(8) . . ?
O1 Zn1 N3 102.85(10) . . ?
O4 Zn1 N3 113.03(8) . . ?
N1 Zn1 N3 109.18(9) . . ?
O2 C1 O1 123.8(2) . . ?
O2 C1 C2 120.7(2) . . ?
O1 C1 C2 115.5(2) . . ?
C7 C2 C3 118.1(2) . . ?
C7 C2 C1 121.3(2) . . ?
C3 C2 C1 120.6(2) . . ?
O5 C5 C4 122.3(2) . . ?
O5 C5 C6 118.0(2) . . ?
C4 C5 C6 119.7(3) . . ?
C7 C6 C5 120.0(2) . . ?
C3 C4 C5 120.0(2) . . ?
C4 C3 C2 121.0(2) . . ?
C6 C7 C2 121.2(2) . . ?
C14 C9 C10 118.1(2) . . ?
C14 C9 C8 121.3(2) . . ?
C10 C9 C8 120.7(3) . . ?
C9 C14 C13 121.1(2) . . ?
O3 C8 O4 123.2(2) . . ?
O3 C8 C9 120.0(2) . . ?
O4 C8 C9 116.8(3) . . ?
C11 C10 C9 121.2(3) . . ?
C12 C11 C10 120.0(2) . . ?
O6 C12 C11 123.3(3) . . ?
O6 C12 C13 117.1(3) . . ?
C11 C12 C13 119.6(3) . . ?
C14 C13 C12 120.0(3) . . ?
N2 C18 C17 105.9(2) . . ?
N2 C18 C19 121.4(3) . . ?
C17 C18 C19 132.7(3) . . ?
N1 C16 C17 109.5(2) . . ?
N1 C16 C15 120.4(2) . . ?
C17 C16 C15 130.1(3) . . ?
C18 C17 C16 107.2(3) . . ?
C8 O4 Zn1 133.41(19) . . ?
C1 O1 Zn1 132.11(17) . . ?
C16 N1 N2 105.5(2) . . ?
C16 N1 Zn1 132.95(18) . . ?
N2 N1 Zn1 121.31(16) . . ?
C18 N2 N1 111.8(2) . . ?
C21 N3 N4 104.8(3) . . ?
C21 N3 Zn1 134.6(2) . . ?
N4 N3 Zn1 120.26(18) . . ?
C22 N4 N3 112.6(3) . . ?
N3 C21 C23 109.9(3) . . ?
N3 C21 C20 120.6(3) . . ?
C23 C21 C20 129.5(4) . . ?
N4 C22 C23 105.8(3) . . ?
N4 C22 C24 120.9(3) . . ?
C23 C22 C24 133.2(4) . . ?
C22 C23 C21 106.9(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.9295(17) . ?
Zn1 O4 1.9386(16) . ?
Zn1 N1 1.991(2) . ?
Zn1 N3 2.014(2) . ?
C1 O2 1.252(3) . ?
C1 O1 1.278(3) . ?
C1 C2 1.491(4) . ?
C2 C7 1.392(3) . ?
C2 C3 1.391(3) . ?
C5 O5 1.366(3) . ?
C5 C4 1.381(3) . ?
C5 C6 1.386(3) . ?
C6 C7 1.371(3) . ?
C4 C3 1.378(3) . ?
C9 C14 1.383(4) . ?
C9 C10 1.393(3) . ?
C9 C8 1.491(4) . ?
C14 C13 1.384(4) . ?
C8 O3 1.253(3) . ?
C8 O4 1.276(3) . ?
C10 C11 1.383(4) . ?
C11 C12 1.377(4) . ?
C12 O6 1.361(3) . ?
C12 C13 1.387(4) . ?
C18 N2 1.338(3) . ?
C18 C17 1.370(4) . ?
C18 C19 1.495(4) . ?
C16 N1 1.339(3) . ?
C16 C17 1.381(4) . ?
C16 C15 1.496(4) . ?
N1 N2 1.359(3) . ?
N3 C21 1.335(4) . ?
N3 N4 1.356(3) . ?
N4 C22 1.329(4) . ?
C21 C23 1.380(5) . ?
C21 C20 1.513(5) . ?
C22 C23 1.367(5) . ?
C22 C24 1.499(5) . ?
