#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:20:00 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179719 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/21/7002158.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_7002158
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            'C31 H28 N2 O5 Zn'
_chemical_formula_weight         573.92
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 96.390(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   27.9057(13)
_cell_length_b                   5.8951(3)
_cell_length_c                   16.6768(8)
_cell_measurement_temperature    296(2)
_cell_volume                     2726.4(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 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0311
_diffrn_reflns_av_sigmaI/netI    0.0376
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            21940
_diffrn_reflns_theta_full        28.32
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         0.73
_exptl_absorpt_coefficient_mu    0.944
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.501
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         6765
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0805
_refine_ls_R_factor_gt           0.0528
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0657P)²+2.4462P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1459
_refine_ls_wR_factor_ref         0.1587
_reflns_number_gt                4533
_reflns_number_total             6765
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b905534g.txt
_cod_data_source_block           znbiphdmp
_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      'P2(1)/c '
_cod_database_code               7002158
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
C1 C 0.33802(13) -0.0462(7) -0.0328(2) 0.0528(8) Uani 1 1 d . . .
C2 C 0.38607(12) -0.0633(6) 0.0158(2) 0.0492(8) Uani 1 1 d . . .
C3 C 0.40345(17) 0.1028(8) 0.0679(3) 0.0846(15) Uani 1 1 d . . .
H3 H 0.3848 0.2307 0.0744 0.102 Uiso 1 1 calc R . .
C4 C 0.44844(17) 0.0841(9) 0.1114(3) 0.0886(16) Uani 1 1 d . . .
H4 H 0.4590 0.2001 0.1468 0.106 Uiso 1 1 calc R . .
C5 C 0.47793(13) -0.0979(6) 0.1044(2) 0.0523(8) Uani 1 1 d . . .
C6 C 0.52656(13) -0.1184(7) 0.1502(2) 0.0556(9) Uani 1 1 d . . .
C7 C 0.54421(16) 0.0430(9) 0.2061(3) 0.0813(13) Uani 1 1 d . . .
H7 H 0.5253 0.1680 0.2156 0.098 Uiso 1 1 calc R . .
C8 C 0.58949(18) 0.0206(10) 0.2478(3) 0.0931(16) Uani 1 1 d . . .
H8 H 0.6006 0.1318 0.2849 0.112 Uiso 1 1 calc R . .
C9 C 0.61843(16) -0.1593(10) 0.2363(3) 0.0869(16) Uani 1 1 d . . .
H9 H 0.6489 -0.1721 0.2647 0.104 Uiso 1 1 calc R . .
C10 C 0.60120(18) -0.3212(9) 0.1815(3) 0.0884(15) Uani 1 1 d . . .
H10 H 0.6203 -0.4461 0.1727 0.106 Uiso 1 1 calc R . .
C11 C 0.55646(17) -0.3017(9) 0.1398(3) 0.0863(15) Uani 1 1 d . . .
H11 H 0.5457 -0.4147 0.1033 0.104 Uiso 1 1 calc R . .
C12 C 0.45873(18) -0.2662(9) 0.0529(4) 0.101(2) Uani 1 1 d . . .
H12 H 0.4770 -0.3960 0.0470 0.121 Uiso 1 1 calc R . .
C13 C 0.41418(17) -0.2507(9) 0.0103(3) 0.0908(17) Uani 1 1 d . . .
H13 H 0.4028 -0.3699 -0.0230 0.109 Uiso 1 1 calc R . .
C14 C 0.17307(12) -0.0213(7) -0.0044(2) 0.0512(8) Uani 1 1 d . . .
C15 C 0.12671(11) 0.0063(6) 0.03156(18) 0.0442(7) Uani 1 1 d . . .
C16 C 0.10062(14) 0.2054(6) 0.0232(2) 0.0599(10) Uani 1 1 d . . .
H16 H 0.1123 0.3261 -0.0048 0.072 Uiso 1 1 calc R . .
C17 C 0.05768(15) 0.2285(7) 0.0557(3) 0.0636(10) Uani 1 1 d . . .
H17 H 0.0412 0.3654 0.0492 0.076 Uiso 1 1 calc R . .
C18 C 0.03829(11) 0.0559(5) 0.09741(18) 0.0418(7) Uani 1 1 d . . .
C19 C -0.00877(12) 0.0783(6) 0.13142(18) 0.0451(7) Uani 1 1 d . . .
C20 C -0.03900(14) 0.2645(7) 0.1141(2) 0.0586(9) Uani 1 1 d . . .
H20 H -0.0296 0.3786 0.0807 0.070 Uiso 1 1 calc R . .
C21 C -0.08267(15) 0.2832(8) 0.1457(3) 0.0707(11) Uani 1 1 d . . .
H21 H -0.1019 0.4101 0.1337 0.085 Uiso 1 1 calc R . .
C22 C -0.09780(15) 0.1173(8) 0.1944(2) 0.0668(11) Uani 1 1 d . . .
H22 H -0.1276 0.1282 0.2142 0.080 Uiso 1 1 calc R . .
C23 C -0.06848(16) -0.0647(9) 0.2133(3) 0.0757(12) Uani 1 1 d . . .
H23 H -0.0782 -0.1767 0.2473 0.091 Uiso 1 1 calc R . .
C24 C -0.02429(15) -0.0859(7) 0.1828(3) 0.0661(10) Uani 1 1 d . . .
H24 H -0.0049 -0.2111 0.1968 0.079 Uiso 1 1 calc R . .
C25 C 0.06513(13) -0.1437(6) 0.1068(2) 0.0563(9) Uani 1 1 d . . .
H25 H 0.0537 -0.2632 0.1357 0.068 Uiso 1 1 calc R . .
C26 C 0.10833(14) -0.1687(6) 0.0742(2) 0.0579(9) Uani 1 1 d . . .
H26 H 0.1252 -0.3047 0.0811 0.069 Uiso 1 1 calc R . .
C27 C 0.18288(17) 0.3780(9) -0.2519(3) 0.0817(13) Uani 1 1 d . . .
H27A H 0.1797 0.4016 -0.1958 0.123 Uiso 1 1 calc R . .
H27B H 0.1519 0.3427 -0.2801 0.123 Uiso 1 1 calc R . .
H27C H 0.1952 0.5133 -0.2742 0.123 Uiso 1 1 calc R . .
C28 C 0.21687(14) 0.1853(7) -0.2607(2) 0.0583(9) Uani 1 1 d . . .
C29 C 0.22578(14) 0.0649(8) -0.3286(2) 0.0650(10) Uani 1 1 d . . .
H29 H 0.2114 0.0881 -0.3810 0.078 Uiso 1 1 calc R . .
C30 C 0.25980(14) -0.0945(8) -0.3041(2) 0.0611(10) Uani 1 1 d . . .
C31 C 0.28477(19) -0.2708(10) -0.3486(3) 0.0928(16) Uani 1 1 d . . .
H31A H 0.3080 -0.1992 -0.3786 0.139 Uiso 1 1 calc R . .
H31B H 0.2615 -0.3501 -0.3850 0.139 Uiso 1 1 calc R . .
H31C H 0.3008 -0.3762 -0.3108 0.139 Uiso 1 1 calc R . .
N1 N 0.24374(10) 0.1031(5) -0.19582(17) 0.0514(7) Uani 1 1 d . . .
N2 N 0.26992(10) -0.0678(5) -0.22383(17) 0.0536(7) Uani 1 1 d . . .
H2 H 0.2904 -0.1488 -0.1940 0.064 Uiso 1 1 calc R . .
O1 O 0.31204(10) 0.1236(5) -0.01929(17) 0.0656(7) Uani 1 1 d . . .
O2 O 0.32573(9) -0.1982(5) -0.08360(17) 0.0627(7) Uani 1 1 d . . .
O3 O 0.19087(10) 0.1594(5) -0.03067(18) 0.0660(7) Uani 1 1 d . . .
O4 O 0.19206(11) -0.2104(5) -0.0059(2) 0.0786(9) Uani 1 1 d . . .
O5 O 0.25050(9) 0.5250(5) -0.07528(17) 0.0676(7) Uani 1 1 d . . .
H5B H 0.2519 0.5866 -0.1161 0.101 Uiso 1 1 d R . .
H5A H 0.2594 0.5681 -0.0324 0.101 Uiso 1 1 d R . .
Zn1 Zn 0.249529(14) 0.18941(7) -0.07886(2) 0.04738(14) Uani 1 1 d . . .
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
O2 C1 O1 124.3(3) . . ?
O2 C1 C2 118.7(3) . . ?
O1 C1 C2 116.9(3) . . ?
C3 C2 C13 117.3(4) . . ?
C3 C2 C1 122.2(3) . . ?
C13 C2 C1 120.5(4) . . ?
C2 C3 C4 121.0(4) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 122.6(4) . . ?
C5 C4 H4 118.7 . . ?
C3 C4 H4 118.7 . . ?
C4 C5 C12 115.0(4) . . ?
C4 C5 C6 123.0(4) . . ?
C12 C5 C6 122.0(4) . . ?
C7 C6 C11 116.5(4) . . ?
C7 C6 C5 121.8(4) . . ?
C11 C6 C5 121.7(4) . . ?
C8 C7 C6 120.8(5) . . ?
C8 C7 H7 119.6 . . ?
C6 C7 H7 119.6 . . ?
C9 C8 C7 121.9(5) . . ?
C9 C8 H8 119.0 . . ?
C7 C8 H8 119.0 . . ?
C8 C9 C10 117.9(5) . . ?
C8 C9 H9 121.1 . . ?
C10 C9 H9 121.1 . . ?
C11 C10 C9 120.9(5) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C10 C11 C6 122.0(5) . . ?
C10 C11 H11 119.0 . . ?
C6 C11 H11 119.0 . . ?
C13 C12 C5 122.9(4) . . ?
C13 C12 H12 118.5 . . ?
C5 C12 H12 118.5 . . ?
C2 C13 C12 121.2(4) . . ?
C2 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
O4 C14 O3 124.3(3) . . ?
O4 C14 C15 119.9(3) . . ?
O3 C14 C15 115.8(3) . . ?
C16 C15 C26 117.7(3) . . ?
C16 C15 C14 121.5(3) . . ?
C26 C15 C14 120.8(3) . . ?
C17 C16 C15 121.2(3) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C16 C17 C18 122.3(3) . . ?
C16 C17 H17 118.8 . . ?
C18 C17 H17 118.8 . . ?
C17 C18 C25 116.3(3) . . ?
C17 C18 C19 122.6(3) . . ?
C25 C18 C19 121.1(3) . . ?
C24 C19 C20 116.8(3) . . ?
C24 C19 C18 121.3(3) . . ?
C20 C19 C18 121.9(3) . . ?
C21 C20 C19 121.4(4) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C22 C21 C20 120.8(4) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C23 C22 C21 118.9(4) . . ?
C23 C22 H22 120.6 . . ?
C21 C22 H22 120.6 . . ?
C22 C23 C24 121.3(4) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C23 C24 C19 120.8(4) . . ?
C23 C24 H24 119.6 . . ?
C19 C24 H24 119.6 . . ?
C26 C25 C18 121.8(3) . . ?
C26 C25 H25 119.1 . . ?
C18 C25 H25 119.1 . . ?
C25 C26 C15 120.7(3) . . ?
C25 C26 H26 119.6 . . ?
C15 C26 H26 119.6 . . ?
C28 C27 H27A 109.5 . . ?
C28 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C28 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N1 C28 C29 109.9(4) . . ?
N1 C28 C27 120.0(4) . . ?
C29 C28 C27 130.1(4) . . ?
C30 C29 C28 106.9(3) . . ?
C30 C29 H29 126.6 . . ?
C28 C29 H29 126.6 . . ?
N2 C30 C29 106.2(3) . . ?
N2 C30 C31 121.2(4) . . ?
C29 C30 C31 132.6(4) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C28 N1 N2 105.4(3) . . ?
C28 N1 Zn1 132.3(3) . . ?
N2 N1 Zn1 122.3(2) . . ?
C30 N2 N1 111.6(3) . . ?
C30 N2 H2 124.2 . . ?
N1 N2 H2 124.2 . . ?
C1 O1 Zn1 124.2(3) . . ?
C14 O3 Zn1 127.4(2) . . ?
Zn1 O5 H5B 116.3 . . ?
Zn1 O5 H5A 111.0 . . ?
H5B O5 H5A 128.0 . . ?
O3 Zn1 O1 121.85(13) . . ?
O3 Zn1 O5 95.13(11) . . ?
O1 Zn1 O5 100.09(12) . . ?
O3 Zn1 N1 113.94(12) . . ?
O1 Zn1 N1 114.60(12) . . ?
O5 Zn1 N1 106.40(12) . . ?
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
C1 O2 1.254(4) . ?
C1 O1 1.270(4) . ?
C1 C2 1.491(5) . ?
C2 C3 1.363(6) . ?
C2 C13 1.364(6) . ?
C3 C4 1.382(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.365(6) . ?
C4 H4 0.9300 . ?
C5 C12 1.380(6) . ?
C5 C6 1.487(5) . ?
C6 C7 1.384(6) . ?
C6 C11 1.388(6) . ?
C7 C8 1.379(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.359(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.370(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.365(7) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C13 1.364(6) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 O4 1.236(4) . ?
C14 O3 1.273(4) . ?
C14 C15 1.494(5) . ?
C15 C16 1.380(5) . ?
C15 C26 1.384(5) . ?
C16 C17 1.375(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.377(5) . ?
C17 H17 0.9300 . ?
C18 C25 1.394(5) . ?
C18 C19 1.493(4) . ?
C19 C24 1.393(5) . ?
C19 C20 1.395(5) . ?
C20 C21 1.385(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.367(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.365(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.391(6) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.384(5) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 C28 1.498(6) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 N1 1.337(5) . ?
C28 C29 1.382(6) . ?
C29 C30 1.366(6) . ?
C29 H29 0.9300 . ?
C30 N2 1.346(5) . ?
C30 C31 1.494(6) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
N1 N2 1.357(4) . ?
N1 Zn1 2.005(3) . ?
N2 H2 0.8600 . ?
O1 Zn1 1.948(3) . ?
O3 Zn1 1.910(3) . ?
O5 Zn1 1.979(3) . ?
O5 H5B 0.7763 . ?
O5 H5A 0.7732 . ?
