#------------------------------------------------------------------------------
#$Date: 2015-06-14 04:44:33 +0300 (Sun, 14 Jun 2015) $
#$Revision: 139186 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/99/2019981.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2019981
loop_
_publ_author_name
'Ghadermazi, Mohammad'
'Attar Gharamaleki, Jafar'
'Olmstead, Marilyn M.'
'Almasi, Mehdi'
_publ_section_title
;
 Structures of CoII and ZnII complexes of the proton-transfer compound
 derived from pyrazine-2,3-dicarboxylic acid and piperazine
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229615010761
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac
'(C4 H12 N2)2 [Zn2 (C6 H2 N2 O4)4 (H2 O1)2], 10H2 O'
_chemical_formula_moiety
'2(C4 H12 N2 2+), C24 H12 N8 O18 Zn2 4-, 10(H2 O)'
_chemical_formula_sum            'C32 H56 N12 O28 Zn2'
_chemical_formula_weight         1187.62
_chemical_name_common            '[pipH2]2[Zn(pyrdc)2(H2O)]2.10H2O'
_chemical_name_systematic
;Bis(piperazine-1,4-diium)
bis(μ-pyrazine-2,3-dicarboxylato)-κ³N</>¹,O²:O³;κ³O³:N</>¹,O²-bis[aqua(pyrazine-2,3-dicarboxylato-κ²N</>¹,O²)zinc(II)] decahydrate
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                96.671(3)
_cell_angle_beta                 98.200(3)
_cell_angle_gamma                112.923(4)
_cell_formula_units_Z            2
_cell_length_a                   10.2828(5)
_cell_length_b                   12.7110(7)
_cell_length_c                   20.2387(10)
_cell_measurement_reflns_used    8797
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      31.3
_cell_measurement_theta_min      2.2
_cell_volume                     2368.3(2)
_computing_cell_refinement
;
SAINT (Bruker, 2007)
;
_computing_data_collection
;
SMART (Bruker, 2007)
;
_computing_data_reduction
;
SAINT (Bruker, 2007)
;
_computing_molecular_graphics
;
XP in SHELXTL (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker SMART 1000'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0163
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            31671
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.282
_diffrn_reflns_theta_min         1.035
_exptl_absorpt_coefficient_mu    1.120
_exptl_absorpt_correction_T_max  0.791
_exptl_absorpt_correction_T_min  0.578
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.665
_exptl_crystal_description       plate
_exptl_crystal_F_000             1232
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.220
_refine_diff_density_max         0.562
_refine_diff_density_min         -0.266
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     803
_refine_ls_number_reflns         11694
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0236
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0406P)²+0.5808P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0711
_refine_ls_wR_factor_ref         0.0756
_reflns_number_gt                9431
_reflns_number_total             11694
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ov3064sup1.cif
_cod_data_source_block           II
_cod_database_code               2019981
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.578
_shelx_estimated_absorpt_t_max   0.791
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn1 0.36001(2) 0.32198(2) 0.10937(2) 0.00928(4) Uani d 1 . .
Zn Zn2 0.63884(2) 0.17939(2) 0.39223(2) 0.00936(4) Uani d 1 . .
O O1 0.25764(9) 0.20454(7) 0.02012(4) 0.01321(16) Uani d 1 . .
O O2 0.05456(9) 0.12863(8) -0.06032(4) 0.01929(18) Uani d 1 . .
O O3 -0.00726(9) 0.30883(8) -0.12502(4) 0.01646(17) Uani d 1 . .
O O4 -0.22197(9) 0.20074(7) -0.10368(4) 0.01592(17) Uani d 1 . .
O O5 0.43296(9) 0.42570(7) 0.20590(4) 0.01194(15) Uani d 1 . .
O O6 0.48052(9) 0.42090(7) 0.31699(4) 0.01292(16) Uani d 1 . .
O O7 0.45189(8) 0.20790(7) 0.39968(4) 0.01220(15) Uani d 1 . .
O O8 0.27078(8) 0.26330(7) 0.38967(4) 0.01264(16) Uani d 1 . .
O O9 0.56406(9) 0.07468(7) 0.29594(4) 0.01197(15) Uani d 1 . .
O O10 0.51404(9) 0.07829(7) 0.18478(4) 0.01297(16) Uani d 1 . .
O O11 0.54420(8) 0.29043(7) 0.10115(4) 0.01210(15) Uani d 1 . .
O O12 0.72442(9) 0.23380(7) 0.11160(4) 0.01266(16) Uani d 1 . .
O O13 0.73926(9) 0.29918(7) 0.48091(4) 0.01361(16) Uani d 1 . .
O O14 0.94340(9) 0.38125(7) 0.56047(4) 0.01753(17) Uani d 1 . .
O O15 1.00814(9) 0.20770(8) 0.63034(4) 0.01694(17) Uani d 1 . .
O O16 1.22328(8) 0.30824(7) 0.60649(4) 0.01458(16) Uani d 1 . .
O O17 0.45720(10) 0.46702(7) 0.06812(4) 0.01450(16) Uani d 1 . .
H H17A 0.418(2) 0.5098(17) 0.0527(10) 0.039(5) Uiso d 1 . .
H H17B 0.542(2) 0.5084(15) 0.0872(8) 0.024(4) Uiso d 1 . .
O O18 0.54465(10) 0.03455(8) 0.43415(4) 0.01582(17) Uani d 1 . .
H H18A 0.583(2) -0.0090(18) 0.4472(10) 0.043(5) Uiso d 1 . .
H H18B 0.460(2) -0.0040(15) 0.4179(9) 0.024(4) Uiso d 1 . .
N N1 0.15686(10) 0.34256(8) 0.08613(5) 0.01156(18) Uani d 1 . .
N N2 -0.07644(10) 0.37796(8) 0.02283(5) 0.01292(18) Uani d 1 . .
N N3 0.28575(10) 0.19637(8) 0.17362(5) 0.00985(17) Uani d 1 . .
N N4 0.23147(10) 0.05783(8) 0.27159(5) 0.01168(18) Uani d 1 . .
N N5 0.71090(10) 0.30377(8) 0.32734(5) 0.00990(17) Uani d 1 . .
N N6 0.76470(10) 0.44117(8) 0.22873(5) 0.01140(18) Uani d 1 . .
N N7 0.84157(10) 0.16037(8) 0.41759(5) 0.01163(18) Uani d 1 . .
N N8 1.07438(10) 0.12673(8) 0.48293(5) 0.01335(19) Uani d 1 . .
C C1 0.08820(11) 0.28795(9) 0.02253(5) 0.0106(2) Uani d 1 . .
C C2 -0.02554(11) 0.30984(9) -0.01052(5) 0.0108(2) Uani d 1 . .
C C3 -0.01152(12) 0.42706(10) 0.08783(6) 0.0140(2) Uani d 1 . .
H H3 -0.0481 0.4731 0.1131 0.017 Uiso calc 1 . .
C C4 0.10800(12) 0.41216(10) 0.11915(6) 0.0133(2) Uani d 1 . .
H H4 0.1553 0.4518 0.1644 0.016 Uiso calc 1 . .
C C5 0.13750(12) 0.19941(9) -0.00951(5) 0.0121(2) Uani d 1 . .
C C6 -0.09123(12) 0.26683(9) -0.08617(5) 0.0116(2) Uani d 1 . .
C C7 0.33480(11) 0.24383(9) 0.24015(5) 0.00929(19) Uani d 1 . .
C C8 0.30621(11) 0.17441(9) 0.28928(5) 0.00965(19) Uani d 1 . .
C C9 0.18231(12) 0.01257(9) 0.20531(6) 0.0125(2) Uani d 1 . .
H H9 0.1283 -0.0690 0.1915 0.015 Uiso calc 1 . .
C C10 0.20820(12) 0.08192(9) 0.15585(6) 0.0117(2) Uani d 1 . .
H H10 0.1702 0.0473 0.1092 0.014 Uiso calc 1 . .
C C11 0.42373(11) 0.37480(9) 0.25730(5) 0.00985(19) Uani d 1 . .
C C12 0.34901(11) 0.22119(9) 0.36525(5) 0.00971(19) Uani d 1 . .
C C13 0.66174(11) 0.25576(9) 0.26089(5) 0.00937(19) Uani d 1 . .
C C14 0.68997(11) 0.32452(9) 0.21149(5) 0.00952(19) Uani d 1 . .
C C15 0.81350(12) 0.48700(9) 0.29487(6) 0.0123(2) Uani d 1 . .
H H15 0.8671 0.5687 0.3084 0.015 Uiso calc 1 . .
C C16 0.78810(11) 0.41836(9) 0.34471(5) 0.0116(2) Uani d 1 . .
H H16 0.8261 0.4536 0.3913 0.014 Uiso calc 1 . .
C C17 0.57234(11) 0.12511(9) 0.24416(5) 0.00972(19) Uani d 1 . .
C C18 0.64680(11) 0.27700(9) 0.13573(5) 0.00951(19) Uani d 1 . .
C C19 0.91068(11) 0.21770(9) 0.48071(5) 0.0105(2) Uani d 1 . .
C C20 1.02447(11) 0.19724(9) 0.51482(6) 0.0111(2) Uani d 1 . .
C C21 1.00796(12) 0.07386(10) 0.41878(6) 0.0145(2) Uani d 1 . .
H H21 1.0433 0.0254 0.3948 0.017 Uiso calc 1 . .
C C22 0.88872(12) 0.08775(10) 0.38622(6) 0.0136(2) Uani d 1 . .
H H22 0.8406 0.0455 0.3416 0.016 Uiso calc 1 . .
C C23 0.86063(12) 0.30710(9) 0.51069(5) 0.0117(2) Uani d 1 . .
C C24 1.09164(12) 0.24428(9) 0.59013(6) 0.0120(2) Uani d 1 . .
N N9 0.60807(10) 0.09967(8) -0.01664(5) 0.01136(18) Uani d 1 . .
H H9A 0.6386(17) 0.1450(14) 0.0223(8) 0.018(4) Uiso d 1 . .
H H9B 0.6597(18) 0.1350(14) -0.0457(8) 0.022(4) Uiso d 1 . .
C C25 0.63331(12) -0.00707(10) -0.00926(6) 0.0126(2) Uani d 1 . .
H H25A 0.7375 0.0151 0.0073 0.015 Uiso calc 1 . .
H H25B 0.6030 -0.0594 -0.0541 0.015 Uiso calc 1 . .
C C26 0.45115(12) 0.07024(10) -0.04026(6) 0.0127(2) Uani d 1 . .
H H26A 0.4159 0.0203 -0.0860 0.015 Uiso calc 1 . .
H H26B 0.4370 0.1424 -0.0433 0.015 Uiso calc 1 . .
N N10 0.39241(10) 0.40094(8) 0.51753(5) 0.01088(18) Uani d 1 . .
H H10A 0.3408(17) 0.3671(14) 0.5472(8) 0.020(4) Uiso d 1 . .
H H10B 0.3608(17) 0.3550(14) 0.4786(8) 0.017(4) Uiso d 1 . .
C C27 0.36726(12) 0.50759(9) 0.50979(6) 0.0119(2) Uani d 1 . .
H H27A 0.3986 0.5606 0.5544 0.014 Uiso calc 1 . .
H H27B 0.2630 0.4855 0.4937 0.014 Uiso calc 1 . .
C C28 0.54952(12) 0.43052(10) 0.54050(6) 0.0122(2) Uani d 1 . .
H H28A 0.5638 0.3585 0.5439 0.015 Uiso calc 1 . .
H H28B 0.5858 0.4813 0.5860 0.015 Uiso calc 1 . .
N N11 0.55355(11) 0.66652(9) 0.23906(5) 0.01346(19) Uani d 1 . .
H H11A 0.5344(17) 0.5939(15) 0.2268(8) 0.021(4) Uiso d 1 . .
H H11B 0.6500(18) 0.7150(14) 0.2523(8) 0.022(4) Uiso d 1 . .
N N12 0.43762(11) 0.83754(9) 0.26127(5) 0.01438(19) Uani d 1 . .
H H12A 0.3431(18) 0.7959(14) 0.2500(8) 0.022(4) Uiso d 1 . .
H H12B 0.4619(17) 0.9108(14) 0.2731(8) 0.018(4) Uiso d 1 . .
C C29 0.49190(14) 0.70546(10) 0.18043(6) 0.0175(2) Uani d 1 . .
H H29A 0.3890 0.6522 0.1635 0.021 Uiso calc 1 . .
H H29B 0.5437 0.7030 0.1430 0.021 Uiso calc 1 . .
C C30 0.50543(13) 0.82825(10) 0.20181(6) 0.0153(2) Uani d 1 . .
H H30A 0.6087 0.8826 0.2137 0.018 Uiso calc 1 . .
H H30B 0.4583 0.8510 0.1633 0.018 Uiso calc 1 . .
C C31 0.48271(12) 0.67315(10) 0.29758(6) 0.0144(2) Uani d 1 . .
H H31A 0.5280 0.6490 0.3360 0.017 Uiso calc 1 . .
H H31B 0.3794 0.6190 0.2845 0.017 Uiso calc 1 . .
C C32 0.49636(13) 0.79573(10) 0.31967(6) 0.0150(2) Uani d 1 . .
H H32A 0.4429 0.7972 0.3565 0.018 Uiso calc 1 . .
H H32B 0.5991 0.8484 0.3376 0.018 Uiso calc 1 . .
O O1W 1.18115(9) 0.15367(8) 0.72431(5) 0.01885(18) Uani d 1 . .
H H1A 1.108(2) 0.1726(16) 0.7046(10) 0.044(5) Uiso d 1 . .
H H1B 1.154(3) 0.138(2) 0.7615(13) 0.087(8) Uiso d 1 . .
O O2W -0.13775(10) 0.29719(8) -0.25026(5) 0.0226(2) Uani d 1 . .
H H2A -0.088(2) 0.3034(17) -0.2089(11) 0.049(6) Uiso d 1 . .
H H2B -0.115(3) 0.261(2) -0.2771(13) 0.092(9) Uiso d 1 . .
O O3W 0.72995(10) 0.08575(9) 0.63463(5) 0.0242(2) Uani d 1 . .
H H3A 0.803(2) 0.1169(15) 0.6230(9) 0.026(4) Uiso d 1 . .
H H3B 0.743(2) 0.0414(17) 0.6592(10) 0.034(5) Uiso d 1 . .
O O4W 0.27545(10) 0.40370(8) -0.14273(5) 0.01873(18) Uani d 1 . .
H H4A 0.205(2) 0.3743(16) -0.1284(9) 0.029(5) Uiso d 1 . .
H H4B 0.262(2) 0.4507(17) -0.1636(10) 0.033(5) Uiso d 1 . .
O O5W 0.17206(11) 0.06342(10) -0.16305(5) 0.0220(2) Uani d 1 . .
H H5A 0.141(2) 0.0815(16) -0.1318(10) 0.030(5) Uiso d 1 . .
H H5B 0.144(2) 0.0012(16) -0.1691(9) 0.037(6) Uiso d 1 . .
O O6W 0.83275(11) 0.45113(9) 0.66338(6) 0.0228(2) Uani d 1 . .
H H6A 0.860(2) 0.4329(16) 0.6315(10) 0.035(5) Uiso d 1 . .
H H6B 0.851(2) 0.4196(17) 0.6876(10) 0.046(6) Uiso d 1 . .
O O7W -0.35828(10) 0.37966(8) -0.01897(5) 0.01772(18) Uani d 1 . .
H H7A -0.395(2) 0.3580(16) 0.0133(10) 0.033(5) Uiso d 1 . .
H H7B -0.278(2) 0.3823(17) -0.0095(10) 0.042(5) Uiso d 1 . .
O O8WA 0.05498(15) 0.30744(12) 0.31076(8) 0.0274(3) Uani d 0.8 A 1
O O8WB 0.1036(7) 0.3259(6) 0.2919(3) 0.0277(14) Uiso d 0.2 B 2
H H8A 0.1260(17) 0.2970(19) 0.3262(9) 0.072(8) Uiso d 1 . .
H H8B 0.0909(19) 0.3797(8) 0.3143(9) 0.061(7) Uiso d 1 . .
O O9WA 0.93562(15) 0.17518(12) 0.18230(7) 0.0244(3) Uani d 0.8 C 1
O O9WB 0.8832(7) 0.1529(6) 0.2009(4) 0.0358(15) Uiso d 0.2 D 2
H H9C 0.8635(16) 0.1871(19) 0.1690(9) 0.070(8) Uiso d 1 . .
H H9D 0.9627(14) 0.2115(12) 0.2213(6) 0.047(6) Uiso d 1 . .
O O10W 1.35708(10) 0.12306(8) 0.52120(5) 0.01814(18) Uani d 1 . .
H H10C 1.387(2) 0.1424(16) 0.4866(10) 0.034(5) Uiso d 1 . .
H H10D 1.278(2) 0.1217(17) 0.5143(10) 0.040(5) Uiso d 1 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O1 Zn1 O17 . . 97.94(3)
O1 Zn1 O5 . . 170.37(3)
O17 Zn1 O5 . . 89.76(3)
O1 Zn1 O11 . . 87.45(3)
O17 Zn1 O11 . . 85.58(3)
O5 Zn1 O11 . . 98.95(3)
O1 Zn1 N3 . . 94.82(3)
O17 Zn1 N3 . . 167.18(4)
O5 Zn1 N3 . . 77.66(3)
O11 Zn1 N3 . . 93.84(3)
O1 Zn1 N1 . . 78.28(3)
O17 Zn1 N1 . . 88.36(4)
O5 Zn1 N1 . . 96.28(3)
O11 Zn1 N1 . . 163.58(3)
N3 Zn1 N1 . . 95.41(3)
O13 Zn2 O18 . . 98.27(4)
O13 Zn2 O9 . . 170.87(3)
O18 Zn2 O9 . . 89.65(3)
O13 Zn2 O7 . . 87.36(3)
O18 Zn2 O7 . . 85.65(3)
O9 Zn2 O7 . . 97.83(3)
O13 Zn2 N5 . . 94.59(3)
O18 Zn2 N5 . . 167.11(4)
O9 Zn2 N5 . . 77.62(3)
O7 Zn2 N5 . . 94.03(3)
O13 Zn2 N7 . . 78.22(3)
O18 Zn2 N7 . . 87.24(4)
O9 Zn2 N7 . . 97.73(3)
O7 Zn2 N7 . . 162.83(3)
N5 Zn2 N7 . . 96.35(3)
C5 O1 Zn1 . . 117.73(7)
C11 O5 Zn1 . . 117.87(7)
C12 O7 Zn2 . . 142.88(7)
C17 O9 Zn2 . . 117.86(7)
C18 O11 Zn1 . . 142.43(7)
C23 O13 Zn2 . . 117.65(7)
Zn1 O17 H17A . . 127.0(13)
Zn1 O17 H17B . . 114.4(11)
H17A O17 H17B . . 109.0(17)
Zn2 O18 H18A . . 126.5(14)
Zn2 O18 H18B . . 114.6(12)
H18A O18 H18B . . 109.6(18)
C4 N1 C1 . . 118.44(9)
C4 N1 Zn1 . . 131.11(8)
C1 N1 Zn1 . . 109.40(7)
C2 N2 C3 . . 117.62(10)
C10 N3 C7 . . 118.63(9)
C10 N3 Zn1 . . 128.78(7)
C7 N3 Zn1 . . 112.46(7)
C9 N4 C8 . . 117.34(9)
C16 N5 C13 . . 118.55(9)
C16 N5 Zn2 . . 128.66(7)
C13 N5 Zn2 . . 112.67(7)
C15 N6 C14 . . 117.26(9)
C19 N7 C22 . . 118.51(9)
C19 N7 Zn2 . . 109.92(7)
C22 N7 Zn2 . . 130.32(8)
C21 N8 C20 . . 117.61(10)
N1 C1 C2 . . 120.77(10)
N1 C1 C5 . . 116.04(9)
C2 C1 C5 . . 123.15(9)
N2 C2 C1 . . 120.74(10)
N2 C2 C6 . . 115.80(9)
C1 C2 C6 . . 123.31(10)
N2 C3 C4 . . 121.63(10)
N2 C3 H3 . . 119.2
C4 C3 H3 . . 119.2
N1 C4 C3 . . 120.51(10)
N1 C4 H4 . . 119.7
C3 C4 H4 . . 119.7
O2 C5 O1 . . 127.26(10)
O2 C5 C1 . . 116.65(10)
O1 C5 C1 . . 116.06(9)
O4 C6 O3 . . 126.42(10)
O4 C6 C2 . . 118.38(10)
O3 C6 C2 . . 115.04(9)
N3 C7 C8 . . 120.60(10)
N3 C7 C11 . . 116.23(9)
C8 C7 C11 . . 123.17(9)
N4 C8 C7 . . 121.12(10)
N4 C8 C12 . . 114.72(9)
C7 C8 C12 . . 124.12(9)
N4 C9 C10 . . 121.82(10)
N4 C9 H9 . . 119.1
C10 C9 H9 . . 119.1
N3 C10 C9 . . 120.46(10)
N3 C10 H10 . . 119.8
C9 C10 H10 . . 119.8
O6 C11 O5 . . 126.60(10)
O6 C11 C7 . . 118.66(9)
O5 C11 C7 . . 114.72(9)
O8 C12 O7 . . 124.73(10)
O8 C12 C8 . . 116.08(9)
O7 C12 C8 . . 118.98(9)
N5 C13 C14 . . 120.65(10)
N5 C13 C17 . . 116.23(9)
C14 C13 C17 . . 123.10(9)
N6 C14 C13 . . 121.16(10)
N6 C14 C18 . . 114.71(9)
C13 C14 C18 . . 124.09(9)
N6 C15 C16 . . 121.93(10)
N6 C15 H15 . . 119.0
C16 C15 H15 . . 119.0
N5 C16 C15 . . 120.41(10)
N5 C16 H16 . . 119.8
C15 C16 H16 . . 119.8
O10 C17 O9 . . 126.43(10)
O10 C17 C13 . . 118.97(9)
O9 C17 C13 . . 114.59(9)
O12 C18 O11 . . 124.83(10)
O12 C18 C14 . . 115.97(9)
O11 C18 C14 . . 119.01(9)
N7 C19 C20 . . 120.85(10)
N7 C19 C23 . . 115.69(9)
C20 C19 C23 . . 123.43(10)
N8 C20 C19 . . 120.64(10)
N8 C20 C24 . . 115.72(9)
C19 C20 C24 . . 123.49(10)
N8 C21 C22 . . 121.93(10)
N8 C21 H21 . . 119.0
C22 C21 H21 . . 119.0
N7 C22 C21 . . 120.21(10)
N7 C22 H22 . . 119.9
C21 C22 H22 . . 119.9
O14 C23 O13 . . 126.87(10)
O14 C23 C19 . . 117.07(10)
O13 C23 C19 . . 116.04(9)
O16 C24 O15 . . 126.21(10)
O16 C24 C20 . . 118.18(10)
O15 C24 C20 . . 115.45(10)
C26 N9 C25 . . 111.32(8)
C26 N9 H9A . . 109.2(11)
C25 N9 H9A . . 108.0(10)
C26 N9 H9B . . 111.2(10)
C25 N9 H9B . . 108.1(10)
H9A N9 H9B . . 108.9(14)
N9 C25 C26 . 2_655 110.37(9)
N9 C25 H25A . . 109.6
C26 C25 H25A 2_655 . 109.6
N9 C25 H25B . . 109.6
C26 C25 H25B 2_655 . 109.6
H25A C25 H25B . . 108.1
N9 C26 C25 . 2_655 109.63(9)
N9 C26 H26A . . 109.7
C25 C26 H26A 2_655 . 109.7
N9 C26 H26B . . 109.7
C25 C26 H26B 2_655 . 109.7
H26A C26 H26B . . 108.2
C28 N10 C27 . . 111.18(8)
C28 N10 H10A . . 111.8(10)
C27 N10 H10A . . 107.1(10)
C28 N10 H10B . . 109.4(10)
C27 N10 H10B . . 107.8(10)
H10A N10 H10B . . 109.4(14)
N10 C27 C28 . 2_666 110.33(9)
N10 C27 H27A . . 109.6
C28 C27 H27A 2_666 . 109.6
N10 C27 H27B . . 109.6
C28 C27 H27B 2_666 . 109.6
H27A C27 H27B . . 108.1
N10 C28 C27 . 2_666 109.70(9)
N10 C28 H28A . . 109.7
C27 C28 H28A 2_666 . 109.7
N10 C28 H28B . . 109.7
C27 C28 H28B 2_666 . 109.7
H28A C28 H28B . . 108.2
C31 N11 C29 . . 111.53(9)
C31 N11 H11A . . 105.7(11)
C29 N11 H11A . . 108.0(11)
C31 N11 H11B . . 108.7(10)
C29 N11 H11B . . 107.8(10)
H11A N11 H11B . . 115.2(14)
C30 N12 C32 . . 112.10(9)
C30 N12 H12A . . 110.6(10)
C32 N12 H12A . . 108.0(10)
C30 N12 H12B . . 104.2(10)
C32 N12 H12B . . 108.3(10)
H12A N12 H12B . . 113.7(14)
N11 C29 C30 . . 110.25(9)
N11 C29 H29A . . 109.6
C30 C29 H29A . . 109.6
N11 C29 H29B . . 109.6
C30 C29 H29B . . 109.6
H29A C29 H29B . . 108.1
N12 C30 C29 . . 111.30(9)
N12 C30 H30A . . 109.4
C29 C30 H30A . . 109.4
N12 C30 H30B . . 109.4
C29 C30 H30B . . 109.4
H30A C30 H30B . . 108.0
N11 C31 C32 . . 110.80(9)
N11 C31 H31A . . 109.5
C32 C31 H31A . . 109.5
N11 C31 H31B . . 109.5
C32 C31 H31B . . 109.5
H31A C31 H31B . . 108.1
N12 C32 C31 . . 110.69(9)
N12 C32 H32A . . 109.5
C31 C32 H32A . . 109.5
N12 C32 H32B . . 109.5
C31 C32 H32B . . 109.5
H32A C32 H32B . . 108.1
H1A O1W H1B . . 100.0(19)
H2A O2W H2B . . 108(2)
H3A O3W H3B . . 106.3(17)
H4A O4W H4B . . 105.4(18)
H5A O5W H5B . . 106.0(19)
H6A O6W H6B . . 103(2)
H7A O7W H7B . . 104.5(18)
H8A O8WA H8B . . 100.8(18)
H8A O8WB H8B . . 96.8(17)
H9C O9WA H9D . . 101.7(18)
H9C O9WB H9D . . 95.1(17)
H10C O10W H10D . . 102.8(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Zn1 O1 . 2.0510(8)
Zn1 O17 . 2.0629(8)
Zn1 O5 . 2.0810(8)
Zn1 O11 . 2.1075(8)
Zn1 N3 . 2.1537(9)
Zn1 N1 . 2.1972(9)
Zn2 O13 . 2.0537(8)
Zn2 O18 . 2.0629(9)
Zn2 O9 . 2.0816(8)
Zn2 O7 . 2.1124(8)
Zn2 N5 . 2.1496(9)
Zn2 N7 . 2.1872(9)
O1 C5 . 1.2676(13)
O2 C5 . 1.2374(13)
O3 C6 . 1.2573(13)
O4 C6 . 1.2465(14)
O5 C11 . 1.2832(13)
O6 C11 . 1.2295(13)
O7 C12 . 1.2608(13)
O8 C12 . 1.2511(13)
O9 C17 . 1.2867(13)
O10 C17 . 1.2281(13)
O11 C18 . 1.2608(13)
O12 C18 . 1.2520(13)
O13 C23 . 1.2667(13)
O14 C23 . 1.2401(13)
O15 C24 . 1.2617(14)
O16 C24 . 1.2471(14)
O17 H17A . 0.85(2)
O17 H17B . 0.829(18)
O18 H18A . 0.84(2)
O18 H18B . 0.813(19)
N1 C4 . 1.3365(14)
N1 C1 . 1.3373(14)
N2 C2 . 1.3406(14)
N2 C3 . 1.3416(15)
N3 C10 . 1.3321(14)
N3 C7 . 1.3461(13)
N4 C9 . 1.3367(14)
N4 C8 . 1.3512(14)
N5 C16 . 1.3327(14)
N5 C13 . 1.3460(13)
N6 C15 . 1.3350(14)
N6 C14 . 1.3515(14)
N7 C19 . 1.3378(14)
N7 C22 . 1.3381(14)
N8 C21 . 1.3382(15)
N8 C20 . 1.3422(14)
C1 C2 . 1.4023(15)
C1 C5 . 1.5209(15)
C2 C6 . 1.5239(15)
C3 C4 . 1.3911(16)
C3 H3 . 0.9500
C4 H4 . 0.9500
C7 C8 . 1.3924(14)
C7 C11 . 1.5223(14)
C8 C12 . 1.5173(14)
C9 C10 . 1.3958(15)
C9 H9 . 0.9500
C10 H10 . 0.9500
C13 C14 . 1.3914(14)
C13 C17 . 1.5195(14)
C14 C18 . 1.5148(14)
C15 C16 . 1.3960(15)
C15 H15 . 0.9500
C16 H16 . 0.9500
C19 C20 . 1.4005(15)
C19 C23 . 1.5194(14)
C20 C24 . 1.5245(15)
C21 C22 . 1.3907(16)
C21 H21 . 0.9500
C22 H22 . 0.9500
N9 C26 . 1.4967(14)
N9 C25 . 1.4969(14)
N9 H9A . 0.857(17)
N9 H9B . 0.891(17)
C25 C26 2_655 1.5152(15)
C25 H25A . 0.9900
C25 H25B . 0.9900
C26 C25 2_655 1.5152(15)
C26 H26A . 0.9900
C26 H26B . 0.9900
N10 C28 . 1.4965(14)
N10 C27 . 1.4967(14)
N10 H10A . 0.894(16)
N10 H10B . 0.861(16)
C27 C28 2_666 1.5155(15)
C27 H27A . 0.9900
C27 H27B . 0.9900
C28 C27 2_666 1.5155(15)
C28 H28A . 0.9900
C28 H28B . 0.9900
N11 C31 . 1.4869(15)
N11 C29 . 1.4904(15)
N11 H11A . 0.862(17)
N11 H11B . 0.919(17)
N12 C30 . 1.4896(15)
N12 C32 . 1.4956(14)
N12 H12A . 0.886(17)
N12 H12B . 0.858(16)
C29 C30 . 1.5164(16)
C29 H29A . 0.9900
C29 H29B . 0.9900
C30 H30A . 0.9900
C30 H30B . 0.9900
C31 C32 . 1.5157(15)
C31 H31A . 0.9900
C31 H31B . 0.9900
C32 H32A . 0.9900
C32 H32B . 0.9900
O1W H1A . 0.92(2)
O1W H1B . 0.86(3)
O2W H2A . 0.90(2)
O2W H2B . 0.79(3)
O3W H3A . 0.782(19)
O3W H3B . 0.83(2)
O4W H4A . 0.790(19)
O4W H4B . 0.81(2)
O5W H5A . 0.800(19)
O5W H5B . 0.717(19)
O6W H6A . 0.78(2)
O6W H6B . 0.72(2)
O7W H7A . 0.82(2)
O7W H7B . 0.81(2)
O8WA H8A . 0.818(9)
O8WA H8B . 0.836(9)
O8WB H8A . 0.866(9)
O8WB H8B . 0.838(9)
O9WA H9C . 0.828(9)
O9WA H9D . 0.817(9)
O9WB H9C . 0.861(9)
O9WB H9D . 0.867(9)
O10W H10C . 0.83(2)
O10W H10D . 0.80(2)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O17 H17A O7W 2_565 0.85(2) 1.90(2) 2.7437(12) 172.1(19)
O17 H17B O4W 2_665 0.829(18) 1.872(19) 2.6941(13) 171.1(16)
O18 H18A O10W 2_756 0.84(2) 1.92(2) 2.7547(12) 171(2)
O18 H18B O3W 2_656 0.813(19) 1.893(19) 2.6963(14) 169.6(17)
N9 H9A O12 . 0.857(17) 1.901(17) 2.7517(13) 171.4(15)
N9 H9B O4 1_655 0.891(17) 1.844(17) 2.7318(13) 174.3(15)
N10 H10A O16 1_455 0.894(16) 1.838(17) 2.7283(13) 173.3(15)
N10 H10B O8 . 0.861(16) 1.910(17) 2.7644(13) 171.5(15)
N11 H11A O5 . 0.862(17) 1.941(17) 2.7725(13) 161.8(15)
N11 H11B O1W 2_766 0.919(17) 1.830(17) 2.7180(14) 161.7(15)
N12 H12A O2W 2_565 0.886(17) 1.979(17) 2.8447(14) 165.3(14)
N12 H12B O9 1_565 0.858(16) 1.895(17) 2.7320(13) 164.7(15)
O1W H1A O15 . 0.92(2) 1.90(2) 2.7466(12) 152.1(17)
O1W H1B O5W 1_656 0.86(3) 1.91(3) 2.6658(13) 146(2)
O2W H2A O3 . 0.90(2) 1.76(2) 2.6524(12) 173.9(19)
O2W H2B O15 1_454 0.79(3) 2.57(3) 3.3329(14) 162(2)
O2W H2B O3W 1_454 0.79(3) 2.49(3) 3.0486(15) 129(2)
O3W H3A O15 . 0.782(19) 1.947(19) 2.6909(13) 158.7(17)
O3W H3B N4 2_656 0.83(2) 2.05(2) 2.8713(14) 173.2(18)
O4W H4A O3 . 0.790(19) 2.02(2) 2.7750(12) 158.5(18)
O4W H4B N6 2_665 0.81(2) 2.08(2) 2.8835(13) 171.3(18)
O5W H5A O2 . 0.800(19) 1.95(2) 2.7507(14) 175.8(18)
O5W H5B O9WA 2_655 0.717(19) 2.033(19) 2.7499(18) 178(2)
O5W H5B O9WB 2_655 0.717(19) 1.89(2) 2.577(7) 162(2)
O6W H6A O14 . 0.78(2) 1.95(2) 2.7304(13) 172.5(19)
O6W H6B O2W 1_656 0.72(2) 2.14(2) 2.8428(14) 168(2)
O7W H7A O11 1_455 0.82(2) 2.13(2) 2.9414(12) 168.3(18)
O7W H7B N2 . 0.81(2) 2.11(2) 2.9102(13) 174(2)
O8WA H8A O8 . 0.818(9) 2.032(8) 2.8208(15) 161.9(16)
O8WB H8A O8 . 0.866(9) 2.032(8) 2.822(6) 151.4(16)
O8WA H8B O6W 2_666 0.836(9) 1.950(9) 2.7782(17) 170.9(16)
O8WB H8B O6W 2_666 0.838(9) 1.950(9) 2.658(6) 141.6(16)
O9WA H9C O12 . 0.828(9) 2.024(8) 2.8180(14) 160.7(16)
O9WB H9C O12 . 0.861(9) 2.024(8) 2.807(7) 150.9(16)
O9WA H9D O8WA 1_655 0.817(9) 1.939(9) 2.749(2) 171.5(15)
O9WB H9D O8WB 1_655 0.867(9) 1.882(11) 2.712(10) 159.7(15)
O10W H10C O7 1_655 0.83(2) 2.12(2) 2.9399(12) 172.9(18)
O10W H10D N8 . 0.80(2) 2.12(2) 2.9196(13) 171.7(19)
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_site_symmetry_4
_geom_torsion
C4 N1 C1 C2 . 4.69(15)
Zn1 N1 C1 C2 . -164.87(8)
C4 N1 C1 C5 . -173.16(10)
Zn1 N1 C1 C5 . 17.27(11)
C3 N2 C2 C1 . 2.20(15)
C3 N2 C2 C6 . -173.48(10)
N1 C1 C2 N2 . -5.99(16)
C5 C1 C2 N2 . 171.71(10)
N1 C1 C2 C6 . 169.35(10)
C5 C1 C2 C6 . -12.95(16)
C2 N2 C3 C4 . 2.53(16)
C1 N1 C4 C3 . 0.01(16)
Zn1 N1 C4 C3 . 166.91(8)
N2 C3 C4 N1 . -3.78(17)
Zn1 O1 C5 O2 . -173.71(10)
Zn1 O1 C5 C1 . 4.18(12)
N1 C1 C5 O2 . 162.69(10)
C2 C1 C5 O2 . -15.11(16)
N1 C1 C5 O1 . -15.43(14)
C2 C1 C5 O1 . 166.77(10)
N2 C2 C6 O4 . -64.52(14)
C1 C2 C6 O4 . 119.93(12)
N2 C2 C6 O3 . 111.17(11)
C1 C2 C6 O3 . -64.38(14)
C10 N3 C7 C8 . 0.66(15)
Zn1 N3 C7 C8 . -175.51(8)
C10 N3 C7 C11 . 179.53(9)
Zn1 N3 C7 C11 . 3.36(11)
C9 N4 C8 C7 . -2.12(15)
C9 N4 C8 C12 . 175.51(9)
N3 C7 C8 N4 . 1.41(16)
C11 C7 C8 N4 . -177.38(9)
N3 C7 C8 C12 . -175.99(9)
C11 C7 C8 C12 . 5.22(16)
C8 N4 C9 C10 . 0.87(16)
C7 N3 C10 C9 . -1.90(15)
Zn1 N3 C10 C9 . 173.56(8)
N4 C9 C10 N3 . 1.17(17)
Zn1 O5 C11 O6 . 168.07(9)
Zn1 O5 C11 C7 . -10.71(11)
N3 C7 C11 O6 . -174.30(9)
C8 C7 C11 O6 . 4.54(15)
N3 C7 C11 O5 . 4.58(13)
C8 C7 C11 O5 . -176.58(10)
Zn2 O7 C12 O8 . -162.68(8)
Zn2 O7 C12 C8 . 22.81(17)
N4 C8 C12 O8 . -99.38(11)
C7 C8 C12 O8 . 78.18(13)
N4 C8 C12 O7 . 75.61(13)
C7 C8 C12 O7 . -106.84(12)
C16 N5 C13 C14 . -0.53(15)
Zn2 N5 C13 C14 . 175.91(8)
C16 N5 C13 C17 . -179.03(9)
Zn2 N5 C13 C17 . -2.59(11)
C15 N6 C14 C13 . 1.81(15)
C15 N6 C14 C18 . -175.83(9)
N5 C13 C14 N6 . -1.33(16)
C17 C13 C14 N6 . 177.06(9)
N5 C13 C14 C18 . 176.08(10)
C17 C13 C14 C18 . -5.53(16)
C14 N6 C15 C16 . -0.53(16)
C13 N5 C16 C15 . 1.81(15)
Zn2 N5 C16 C15 . -173.99(8)
N6 C15 C16 N5 . -1.32(17)
Zn2 O9 C17 O10 . -167.84(9)
Zn2 O9 C17 C13 . 10.86(11)
N5 C13 C17 O10 . 173.57(9)
C14 C13 C17 O10 . -4.88(15)
N5 C13 C17 O9 . -5.23(13)
C14 C13 C17 O9 . 176.31(10)
Zn1 O11 C18 O12 . 163.47(8)
Zn1 O11 C18 C14 . -21.82(17)
N6 C14 C18 O12 . 99.92(11)
C13 C14 C18 O12 . -77.65(13)
N6 C14 C18 O11 . -75.25(13)
C13 C14 C18 O11 . 107.18(12)
C22 N7 C19 C20 . -3.70(16)
Zn2 N7 C19 C20 . 164.84(8)
C22 N7 C19 C23 . 174.38(9)
Zn2 N7 C19 C23 . -17.07(11)
C21 N8 C20 C19 . -2.52(15)
C21 N8 C20 C24 . 173.12(10)
N7 C19 C20 N8 . 5.47(16)
C23 C19 C20 N8 . -172.46(10)
N7 C19 C20 C24 . -169.82(10)
C23 C19 C20 C24 . 12.25(16)
C20 N8 C21 C22 . -1.88(16)
C19 N7 C22 C21 . -0.67(16)
Zn2 N7 C22 C21 . -166.50(8)
N8 C21 C22 N7 . 3.61(17)
Zn2 O13 C23 O14 . 172.31(9)
Zn2 O13 C23 C19 . -6.03(12)
N7 C19 C23 O14 . -162.11(10)
C20 C19 C23 O14 . 15.92(16)
N7 C19 C23 O13 . 16.39(14)
C20 C19 C23 O13 . -165.58(10)
N8 C20 C24 O16 . 63.10(13)
C19 C20 C24 O16 . -121.39(12)
N8 C20 C24 O15 . -112.57(11)
C19 C20 C24 O15 . 62.94(14)
C26 N9 C25 C26 2_655 -58.03(12)
C25 N9 C26 C25 2_655 57.61(12)
C28 N10 C27 C28 2_666 58.05(12)
C27 N10 C28 C27 2_666 -57.69(12)
C31 N11 C29 C30 . 57.06(13)
C32 N12 C30 C29 . 54.72(13)
N11 C29 C30 N12 . -55.28(13)
C29 N11 C31 C32 . -57.45(13)
C30 N12 C32 C31 . -54.46(13)
N11 C31 C32 N12 . 55.35(13)

_cod_database_fobs_code 2019981
