#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:14:55 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180383 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/52/7205268.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_7205268
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            'C30 H28 N8 O5 Zn'
_chemical_formula_weight         645.97
_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                 115.116(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.0990(6)
_cell_length_b                   9.1430(4)
_cell_length_c                   17.5490(7)
_cell_measurement_reflns_used    40525
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.028
_cell_measurement_theta_min      2.910
_cell_volume                     2920.0(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-97/2 (Sheldrick 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  '95mm CCD camera on κ-goniostat'
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0902
_diffrn_reflns_av_sigmaI/netI    0.0537
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            16494
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         3.77
_exptl_absorpt_coefficient_mu    0.896
_exptl_absorpt_correction_T_max  0.888
_exptl_absorpt_correction_T_min  0.743
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements
Sortav (Blessing 1995)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1336
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.565
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.171
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         2573
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.170
_refine_ls_R_factor_all          0.0904
_refine_ls_R_factor_gt           0.0582
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0784P)²+4.4982P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1443
_refine_ls_wR_factor_ref         0.1696
_reflns_number_gt                1860
_reflns_number_total             2573
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CE00310G.TXT
_cod_data_source_block           k09adb05
_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 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_cell_volume        2919.98(19)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7205268
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 0.0000 0.08299(8) -0.2500 0.0517(3) Uani 1 2 d S . .
O1 O -0.0574(4) 0.0124(7) -0.1953(4) 0.0731(18) Uani 0.60 1 d PD A 1
O2 O 0.0203(3) -0.1454(8) -0.1060(5) 0.0736(18) Uani 0.60 1 d PD A 1
O3 O 0.0464(5) 0.6279(11) 0.0352(6) 0.101(3) Uani 0.50 1 d P . .
O1A O -0.0029(4) -0.0789(8) -0.1707(5) 0.0415(16) Uiso 0.40 1 d PD A 2
O2A O -0.0790(5) 0.0853(10) -0.1580(6) 0.066(2) Uiso 0.40 1 d PD A 2
N1 N 0.0795(2) 0.2157(4) -0.1684(2) 0.0534(10) Uani 1 1 d . A .
N2 N 0.3065(2) 0.5090(4) 0.0147(2) 0.0485(9) Uani 1 1 d . . .
N3 N 0.3403(2) 0.6071(4) 0.0755(2) 0.0441(9) Uani 1 1 d D . .
N4 N 0.3625(2) 0.9874(4) 0.3032(2) 0.0539(10) Uani 1 1 d . A .
C1 C 0.0650(3) 0.2918(6) -0.1123(3) 0.0580(13) Uani 1 1 d . . .
H1 H 0.0183 0.2798 -0.1114 0.070 Uiso 1 1 calc R A .
C2 C 0.1147(3) 0.3871(5) -0.0555(3) 0.0571(13) Uani 1 1 d . A .
H2 H 0.1014 0.4406 -0.0176 0.069 Uiso 1 1 calc R . .
C3 C 0.1837(3) 0.4050(5) -0.0535(3) 0.0474(11) Uani 1 1 d . . .
C4 C 0.1996(3) 0.3233(5) -0.1108(3) 0.0500(11) Uani 1 1 d . A .
H4 H 0.2466 0.3302 -0.1113 0.060 Uiso 1 1 calc R . .
C5 C 0.1463(3) 0.2320(5) -0.1669(3) 0.0530(12) Uani 1 1 d . . .
H5 H 0.1576 0.1783 -0.2062 0.064 Uiso 1 1 calc R A .
C6 C 0.2379(3) 0.5053(4) 0.0066(3) 0.0451(11) Uani 1 1 d . A .
C7 C 0.2280(3) 0.6031(4) 0.0622(3) 0.0437(10) Uani 1 1 d . . .
H7 H 0.1840 0.6209 0.0685 0.052 Uiso 1 1 calc R A .
C8 C 0.2948(2) 0.6674(4) 0.1056(2) 0.0400(10) Uani 1 1 d . A .
C9 C 0.3185(2) 0.7780(4) 0.1730(3) 0.0416(10) Uani 1 1 d . . .
C10 C 0.2693(3) 0.8381(5) 0.2003(3) 0.0456(10) Uani 1 1 d . A .
H10 H 0.2193 0.8087 0.1751 0.055 Uiso 1 1 calc R . .
C11 C 0.2928(3) 0.9410(5) 0.2642(3) 0.0526(12) Uani 1 1 d . . .
H11 H 0.2577 0.9809 0.2813 0.063 Uiso 1 1 calc R A .
C12 C 0.4094(3) 0.9294(5) 0.2754(3) 0.0523(12) Uani 1 1 d . . .
H12 H 0.4591 0.9613 0.3012 0.063 Uiso 1 1 calc R A .
C13 C 0.3908(2) 0.8276(5) 0.2127(3) 0.0477(11) Uani 1 1 d . A .
H13 H 0.4270 0.7909 0.1962 0.057 Uiso 1 1 calc R . .
C14 C -0.0399(7) -0.0793(17) -0.1365(7) 0.053(3) Uani 0.60 1 d PD A 1
C15 C -0.0925(5) -0.1028(11) -0.0969(6) 0.056(2) Uani 0.60 1 d PD A 1
H15A H -0.1360 -0.0414 -0.1254 0.084 Uiso 0.60 1 calc PR A 1
H15B H -0.0684 -0.0764 -0.0372 0.084 Uiso 0.60 1 calc PR A 1
H15C H -0.1072 -0.2058 -0.1024 0.084 Uiso 0.60 1 calc PR A 1
C14A C -0.0449(12) -0.0344(16) -0.1393(13) 0.041(6) Uiso 0.40 1 d PD A 2
C15A C -0.0579(8) -0.1322(15) -0.0776(8) 0.052(4) Uiso 0.40 1 d PD A 2
H15D H -0.0310 -0.2242 -0.0714 0.078 Uiso 0.40 1 calc PR A 2
H15E H -0.1105 -0.1527 -0.0985 0.078 Uiso 0.40 1 calc PR A 2
H15F H -0.0405 -0.0831 -0.0229 0.078 Uiso 0.40 1 calc PR A 2
H3 H 0.3890(5) 0.620(4) 0.093(2) 0.036(12) Uiso 1 1 d 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'
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
O1 Zn1 O1 140.3(4) 2_554 . ?
O1 Zn1 N1 95.4(3) 2_554 . ?
O1 Zn1 N1 108.1(2) . . ?
O1 Zn1 N1 108.1(2) 2_554 2_554 ?
O1 Zn1 N1 95.4(3) . 2_554 ?
N1 Zn1 N1 106.7(2) . 2_554 ?
O1 Zn1 O1A 38.1(3) 2_554 2_554 ?
O1 Zn1 O1A 107.2(3) . 2_554 ?
N1 Zn1 O1A 132.0(2) . 2_554 ?
N1 Zn1 O1A 101.1(2) 2_554 2_554 ?
O1 Zn1 O1A 107.2(3) 2_554 . ?
O1 Zn1 O1A 38.1(3) . . ?
N1 Zn1 O1A 101.1(2) . . ?
N1 Zn1 O1A 132.0(2) 2_554 . ?
O1A Zn1 O1A 87.5(4) 2_554 . ?
C14 O1 Zn1 128.5(8) . . ?
C14A O1A Zn1 106.4(9) . . ?
C1 N1 C5 117.3(4) . . ?
C1 N1 Zn1 118.6(3) . . ?
C5 N1 Zn1 124.1(3) . . ?
C6 N2 N3 104.8(4) . . ?
N2 N3 C8 112.7(4) . . ?
N2 N3 H3 118(3) . . ?
C8 N3 H3 129(3) . . ?
C12 N4 C11 115.7(4) . . ?
N1 C1 C2 122.9(5) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C3 C2 C1 120.3(5) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 117.0(4) . . ?
C2 C3 C6 121.4(4) . . ?
C4 C3 C6 121.6(5) . . ?
C5 C4 C3 119.3(5) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
N1 C5 C4 123.2(5) . . ?
N1 C5 H5 118.4 . . ?
C4 C5 H5 118.4 . . ?
N2 C6 C7 111.0(4) . . ?
N2 C6 C3 120.8(4) . . ?
C7 C6 C3 128.1(4) . . ?
C8 C7 C6 105.5(4) . . ?
C8 C7 H7 127.3 . . ?
C6 C7 H7 127.3 . . ?
N3 C8 C7 106.0(4) . . ?
N3 C8 C9 123.5(4) . . ?
C7 C8 C9 130.6(4) . . ?
C10 C9 C13 116.4(4) . . ?
C10 C9 C8 121.1(4) . . ?
C13 C9 C8 122.5(4) . . ?
C9 C10 C11 120.2(4) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
N4 C11 C10 123.5(5) . . ?
N4 C11 H11 118.2 . . ?
C10 C11 H11 118.2 . . ?
N4 C12 C13 124.6(4) . . ?
N4 C12 H12 117.7 . . ?
C13 C12 H12 117.7 . . ?
C12 C13 C9 119.7(4) . . ?
C12 C13 H13 120.2 . . ?
C9 C13 H13 120.2 . . ?
O2 C14 O1 123.7(9) . . ?
O2 C14 C15 118.4(10) . . ?
O1 C14 C15 117.8(12) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O2A C14A O1A 124.1(13) . . ?
O2A C14A C15A 117.4(13) . . ?
O1A C14A C15A 118.4(14) . . ?
C14A C15A H15D 109.5 . . ?
C14A C15A H15E 109.5 . . ?
H15D C15A H15E 109.5 . . ?
C14A C15A H15F 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
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 1.899(6) 2_554 ?
Zn1 O1 1.899(6) . ?
Zn1 N1 2.033(4) . ?
Zn1 N1 2.033(4) 2_554 ?
Zn1 O1A 2.049(8) 2_554 ?
Zn1 O1A 2.049(8) . ?
O1 C14 1.260(12) . ?
O2 C14 1.252(16) . ?
O1A C14A 1.256(16) . ?
O2A C14A 1.259(18) . ?
N1 C1 1.335(6) . ?
N1 C5 1.340(6) . ?
N2 C6 1.327(6) . ?
N2 N3 1.337(5) . ?
N3 C8 1.353(6) . ?
N3 H3 0.900(5) . ?
N4 C12 1.340(6) . ?
N4 C11 1.340(6) . ?
C1 C2 1.381(7) . ?
C1 H1 0.9500 . ?
C2 C3 1.382(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.394(7) . ?
C3 C6 1.472(6) . ?
C4 C5 1.386(6) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 C7 1.398(6) . ?
C7 C8 1.364(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.473(6) . ?
C9 C10 1.381(6) . ?
C9 C13 1.394(6) . ?
C10 C11 1.384(6) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C13 1.367(6) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.506(11) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C14A C15A 1.510(15) . ?
C15A H15D 0.9800 . ?
C15A H15E 0.9800 . ?
C15A H15F 0.9800 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 Zn1 O1 C14 51.9(9) 2_554 . . . ?
N1 Zn1 O1 C14 -71.5(10) . . . . ?
N1 Zn1 O1 C14 178.9(10) 2_554 . . . ?
O1A Zn1 O1 C14 75.5(10) 2_554 . . . ?
O1A Zn1 O1 C14 13.5(9) . . . . ?
O1 Zn1 O1A C14A -175.8(11) 2_554 . . . ?
O1 Zn1 O1A C14A -20.3(11) . . . . ?
N1 Zn1 O1A C14A 84.9(12) . . . . ?
N1 Zn1 O1A C14A -40.0(12) 2_554 . . . ?
O1A Zn1 O1A C14A -142.7(12) 2_554 . . . ?
O1 Zn1 N1 C1 -178.8(4) 2_554 . . . ?
O1 Zn1 N1 C1 -31.2(4) . . . . ?
N1 Zn1 N1 C1 70.5(3) 2_554 . . . ?
O1A Zn1 N1 C1 -166.7(4) 2_554 . . . ?
O1A Zn1 N1 C1 -70.0(4) . . . . ?
O1 Zn1 N1 C5 1.1(4) 2_554 . . . ?
O1 Zn1 N1 C5 148.7(4) . . . . ?
N1 Zn1 N1 C5 -109.7(4) 2_554 . . . ?
O1A Zn1 N1 C5 13.1(5) 2_554 . . . ?
O1A Zn1 N1 C5 109.8(4) . . . . ?
C6 N2 N3 C8 -0.7(4) . . . . ?
C5 N1 C1 C2 1.6(7) . . . . ?
Zn1 N1 C1 C2 -178.6(4) . . . . ?
N1 C1 C2 C3 -1.5(7) . . . . ?
C1 C2 C3 C4 0.0(6) . . . . ?
C1 C2 C3 C6 -179.7(4) . . . . ?
C2 C3 C4 C5 1.2(6) . . . . ?
C6 C3 C4 C5 -179.1(4) . . . . ?
C1 N1 C5 C4 -0.3(6) . . . . ?
Zn1 N1 C5 C4 179.8(3) . . . . ?
C3 C4 C5 N1 -1.1(7) . . . . ?
N3 N2 C6 C7 0.5(4) . . . . ?
N3 N2 C6 C3 -178.1(3) . . . . ?
C2 C3 C6 N2 172.0(4) . . . . ?
C4 C3 C6 N2 -7.7(6) . . . . ?
C2 C3 C6 C7 -6.4(7) . . . . ?
C4 C3 C6 C7 173.9(4) . . . . ?
N2 C6 C7 C8 -0.2(5) . . . . ?
C3 C6 C7 C8 178.3(4) . . . . ?
N2 N3 C8 C7 0.6(5) . . . . ?
N2 N3 C8 C9 179.8(3) . . . . ?
C6 C7 C8 N3 -0.3(4) . . . . ?
C6 C7 C8 C9 -179.3(4) . . . . ?
N3 C8 C9 C10 178.7(4) . . . . ?
C7 C8 C9 C10 -2.4(7) . . . . ?
N3 C8 C9 C13 -1.4(6) . . . . ?
C7 C8 C9 C13 177.5(4) . . . . ?
C13 C9 C10 C11 -0.4(6) . . . . ?
C8 C9 C10 C11 179.5(4) . . . . ?
C12 N4 C11 C10 1.2(7) . . . . ?
C9 C10 C11 N4 -0.5(7) . . . . ?
C11 N4 C12 C13 -1.0(7) . . . . ?
N4 C12 C13 C9 0.2(7) . . . . ?
C10 C9 C13 C12 0.6(6) . . . . ?
C8 C9 C13 C12 -179.3(4) . . . . ?
Zn1 O1 C14 O2 -3.2(18) . . . . ?
Zn1 O1 C14 C15 172.6(7) . . . . ?
Zn1 O1A C14A O2A 2(2) . . . . ?
Zn1 O1A C14A C15A 180.0(14) . . . . ?
