#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/52/7205267.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_7205267
loop_
_publ_author_name
'Burrows, Andrew D.'
'Kelly, David J.'
'Haja Mohideen, M. Infas'
'Mahon, Mary F.'
'Pop, Viorica M.'
'Richardson, Christopher'
_publ_section_title
;
 Competition between coordination and hydrogen bonding in networks
 constructed using dipyridyl-1H-pyrazole ligands
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              1676
_journal_paper_doi               10.1039/c0ce00310g
_journal_volume                  13
_journal_year                    2011
_chemical_formula_sum            'C17.5 H18 N4 O4.5 Zn'
_chemical_formula_weight         421.73
_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                 98.454(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   13.9650(5)
_cell_length_b                   10.8130(4)
_cell_length_c                   24.2060(8)
_cell_measurement_reflns_used    56466
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      2.910
_cell_volume                     3615.5(2)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'Denzo & Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEX (P.McArdle, 1995)'
_computing_publication_material  'SHELXL-97/2 (Sheldrick,1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  '95mm CCD camera on κ-goniostat'
_diffrn_measurement_method       CCD
_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  0.0702
_diffrn_reflns_av_sigmaI/netI    0.0499
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            19661
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.62
_exptl_absorpt_coefficient_mu    1.393
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1736
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.848
_refine_diff_density_min         -0.777
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         4117
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0483
_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)+(0.0517P)²+8.5737P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1093
_refine_ls_wR_factor_ref         0.1217
_reflns_number_gt                3109
_reflns_number_total             4117
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CE00310G.TXT
_cod_data_source_block           k07adb17
_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.

'_exptl_absorpt_correction_type' value 'None' changed to
'none' 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 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_original_formula_sum        'C17.50 H18 N4 O4.50 Zn'
_cod_database_code               7205267
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 0.35447(3) 0.27515(4) 0.558543(14) 0.03327(14) Uani 1 1 d . . .
O1 O 0.46722(16) 0.1946(2) 0.61146(9) 0.0352(5) Uani 1 1 d . . .
O2 O 0.5020(2) 0.3895(3) 0.61070(15) 0.0710(9) Uani 1 1 d . . .
O3 O 0.31853(17) 0.4451(2) 0.52804(9) 0.0391(5) Uani 1 1 d . . .
O4 O 0.21769(17) 0.3915(2) 0.45189(9) 0.0472(6) Uani 1 1 d . . .
O5 O 0.5243(5) 0.5260(5) 0.7182(2) 0.0667(16) Uani 0.50 1 d P A -1
H5A H 0.5053 0.5069 0.6847 0.080 Uiso 0.50 1 calc PR A -1
N1 N 0.62210(19) 0.0089(3) 0.28642(10) 0.0340(6) Uani 1 1 d . . .
N2 N 0.57769(18) 0.0218(2) 0.33190(10) 0.0322(6) Uani 1 1 d . . .
H2 H 0.5597 -0.0412 0.3510 0.039 Uiso 1 1 calc R . .
N3 N 0.42856(18) 0.2380(3) 0.48696(10) 0.0320(6) Uani 1 1 d . . .
N4 N 0.77714(18) 0.1908(3) 0.12752(10) 0.0335(6) Uani 1 1 d . . .
C1 C 0.7723(2) 0.0766(3) 0.14920(12) 0.0355(7) Uani 1 1 d . . .
H4 H 0.8006 0.0100 0.1318 0.043 Uiso 1 1 calc R . .
C2 C 0.7281(2) 0.0516(3) 0.19546(12) 0.0347(7) Uani 1 1 d . . .
H3 H 0.7271 -0.0303 0.2095 0.042 Uiso 1 1 calc R . .
C3 C 0.6849(2) 0.1477(3) 0.22136(11) 0.0294(6) Uani 1 1 d . . .
C4 C 0.6896(2) 0.2653(3) 0.19896(12) 0.0341(7) Uani 1 1 d . . .
H5 H 0.6612 0.3335 0.2152 0.041 Uiso 1 1 calc R . .
C5 C 0.7359(2) 0.2825(3) 0.15290(12) 0.0356(7) Uani 1 1 d . . .
H6 H 0.7387 0.3639 0.1384 0.043 Uiso 1 1 calc R . .
C6 C 0.6365(2) 0.1250(3) 0.27054(11) 0.0283(6) Uani 1 1 d . . .
C7 C 0.6011(2) 0.2117(3) 0.30590(11) 0.0299(6) Uani 1 1 d . . .
H1 H 0.6027 0.2993 0.3033 0.036 Uiso 1 1 calc R . .
C8 C 0.5635(2) 0.1412(3) 0.34522(11) 0.0286(6) Uani 1 1 d . . .
C9 C 0.4322(2) 0.1218(3) 0.46897(13) 0.0381(8) Uani 1 1 d . . .
H10 H 0.4036 0.0593 0.4888 0.046 Uiso 1 1 calc R . .
C10 C 0.4747(2) 0.0860(3) 0.42353(13) 0.0357(7) Uani 1 1 d . . .
H7 H 0.4748 0.0016 0.4127 0.043 Uiso 1 1 calc R . .
C11 C 0.5177(2) 0.1756(3) 0.39377(11) 0.0285(6) Uani 1 1 d . . .
C12 C 0.5152(2) 0.2968(3) 0.41219(12) 0.0342(7) Uani 1 1 d . . .
H8 H 0.5442 0.3608 0.3934 0.041 Uiso 1 1 calc R . .
C13 C 0.4699(2) 0.3244(3) 0.45832(12) 0.0343(7) Uani 1 1 d . . .
H9 H 0.4683 0.4081 0.4701 0.041 Uiso 1 1 calc R . .
C14 C 0.5224(3) 0.2829(3) 0.62635(15) 0.0421(8) Uani 1 1 d . . .
C15 C 0.6162(3) 0.2539(5) 0.6641(2) 0.0708(13) Uani 1 1 d . . .
H12 H 0.6513 0.3309 0.6744 0.106 Uiso 1 1 calc R . .
H13 H 0.6561 0.1996 0.6444 0.106 Uiso 1 1 calc R . .
H11 H 0.6018 0.2124 0.6979 0.106 Uiso 1 1 calc R . .
C16 C 0.2702(2) 0.4671(3) 0.48125(13) 0.0364(7) Uani 1 1 d . . .
C17 C 0.2767(3) 0.5957(4) 0.45844(17) 0.0596(11) Uani 1 1 d . . .
H16 H 0.2169 0.6152 0.4334 0.089 Uiso 1 1 calc R . .
H14 H 0.3318 0.6007 0.4377 0.089 Uiso 1 1 calc R . .
H15 H 0.2856 0.6551 0.4894 0.089 Uiso 1 1 calc R . .
C18 C 0.5000 0.4418(8) 0.7500 0.082(2) Uani 1 2 d S . .
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'
O O 0.0106 0.0060 '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'
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
O3 Zn1 O4 131.36(10) . 7_556 ?
O3 Zn1 O1 137.37(9) . . ?
O4 Zn1 O1 91.25(10) 7_556 . ?
O3 Zn1 N4 90.10(9) . 8_456 ?
O4 Zn1 N4 87.28(10) 7_556 8_456 ?
O1 Zn1 N4 90.84(9) . 8_456 ?
O3 Zn1 N3 89.93(9) . . ?
O4 Zn1 N3 91.27(9) 7_556 . ?
O1 Zn1 N3 90.43(9) . . ?
N4 Zn1 N3 178.08(10) 8_456 . ?
C14 O1 Zn1 103.8(2) . . ?
C16 O3 Zn1 125.2(2) . . ?
C16 O4 Zn1 151.4(2) . 7_556 ?
C18 O5 H5A 109.5 . . ?
C6 N1 N2 104.2(2) . . ?
N1 N2 C8 113.2(2) . . ?
N1 N2 H2 123.4 . . ?
C8 N2 H2 123.4 . . ?
C9 N3 C13 116.5(3) . . ?
C9 N3 Zn1 118.6(2) . . ?
C13 N3 Zn1 124.9(2) . . ?
C5 N4 C1 116.7(2) . . ?
C5 N4 Zn1 121.9(2) . 8 ?
C1 N4 Zn1 121.3(2) . 8 ?
N4 C1 C2 123.3(3) . . ?
N4 C1 H4 118.4 . . ?
C2 C1 H4 118.4 . . ?
C1 C2 C3 119.5(3) . . ?
C1 C2 H3 120.2 . . ?
C3 C2 H3 120.2 . . ?
C4 C3 C2 117.2(3) . . ?
C4 C3 C6 121.4(3) . . ?
C2 C3 C6 121.3(3) . . ?
C5 C4 C3 119.6(3) . . ?
C5 C4 H5 120.2 . . ?
C3 C4 H5 120.2 . . ?
N4 C5 C4 123.6(3) . . ?
N4 C5 H6 118.2 . . ?
C4 C5 H6 118.2 . . ?
N1 C6 C7 111.7(2) . . ?
N1 C6 C3 119.6(3) . . ?
C7 C6 C3 128.7(3) . . ?
C8 C7 C6 104.7(3) . . ?
C8 C7 H1 127.6 . . ?
C6 C7 H1 127.6 . . ?
N2 C8 C7 106.2(2) . . ?
N2 C8 C11 122.0(3) . . ?
C7 C8 C11 131.8(3) . . ?
N3 C9 C10 124.5(3) . . ?
N3 C9 H10 117.8 . . ?
C10 C9 H10 117.8 . . ?
C9 C10 C11 119.0(3) . . ?
C9 C10 H7 120.5 . . ?
C11 C10 H7 120.5 . . ?
C12 C11 C10 117.2(3) . . ?
C12 C11 C8 122.1(3) . . ?
C10 C11 C8 120.6(3) . . ?
C11 C12 C13 119.7(3) . . ?
C11 C12 H8 120.1 . . ?
C13 C12 H8 120.1 . . ?
N3 C13 C12 123.0(3) . . ?
N3 C13 H9 118.5 . . ?
C12 C13 H9 118.5 . . ?
O2 C14 O1 121.5(3) . . ?
O2 C14 C15 121.2(4) . . ?
O1 C14 C15 117.3(3) . . ?
C14 C15 H12 109.5 . . ?
C14 C15 H13 109.5 . . ?
H12 C15 H13 109.5 . . ?
C14 C15 H11 109.5 . . ?
H12 C15 H11 109.5 . . ?
H13 C15 H11 109.5 . . ?
O4 C16 O3 125.7(3) . . ?
O4 C16 C17 117.3(3) . . ?
O3 C16 C17 117.0(3) . . ?
C16 C17 H16 109.5 . . ?
C16 C17 H14 109.5 . . ?
H16 C17 H14 109.5 . . ?
C16 C17 H15 109.5 . . ?
H16 C17 H15 109.5 . . ?
H14 C17 H15 109.5 . . ?
O5 C18 O5 88.4(8) . 2_656 ?
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 O3 2.016(2) . ?
Zn1 O4 2.062(2) 7_556 ?
Zn1 O1 2.070(2) . ?
Zn1 N4 2.149(2) 8_456 ?
Zn1 N3 2.182(2) . ?
O1 C14 1.246(4) . ?
O2 C14 1.233(4) . ?
O3 C16 1.253(4) . ?
O4 C16 1.248(4) . ?
O4 Zn1 2.062(2) 7_556 ?
O5 C18 1.270(8) . ?
O5 H5A 0.8400 . ?
N1 C6 1.337(4) . ?
N1 N2 1.348(3) . ?
N2 C8 1.352(4) . ?
N2 H2 0.8800 . ?
N3 C9 1.333(4) . ?
N3 C13 1.343(4) . ?
N4 C5 1.340(4) . ?
N4 C1 1.347(4) . ?
N4 Zn1 2.149(2) 8 ?
C1 C2 1.383(4) . ?
C1 H4 0.9500 . ?
C2 C3 1.395(4) . ?
C2 H3 0.9500 . ?
C3 C4 1.388(4) . ?
C3 C6 1.473(4) . ?
C4 C5 1.381(4) . ?
C4 H5 0.9500 . ?
C5 H6 0.9500 . ?
C6 C7 1.407(4) . ?
C7 C8 1.382(4) . ?
C7 H1 0.9500 . ?
C8 C11 1.467(4) . ?
C9 C10 1.380(4) . ?
C9 H10 0.9500 . ?
C10 C11 1.394(4) . ?
C10 H7 0.9500 . ?
C11 C12 1.387(5) . ?
C12 C13 1.394(4) . ?
C12 H8 0.9500 . ?
C13 H9 0.9500 . ?
C14 C15 1.516(5) . ?
C15 H12 0.9800 . ?
C15 H13 0.9800 . ?
C15 H11 0.9800 . ?
C16 C17 1.504(5) . ?
C17 H16 0.9800 . ?
C17 H14 0.9800 . ?
C17 H15 0.9800 . ?
C18 O5 1.270(8) 2_656 ?
