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#$Date: 2022-03-07 10:22:06 +0200 (Mon, 07 Mar 2022) $
#$Revision: 273480 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/46/8104652.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_8104652
loop_
_publ_author_name
'Zhou, Yi'
'Zhang, Min'
'Xiong, Ying'
_publ_section_title
;
 Crystal structure of
 N′,N′′′-((1E,1′E)-(propane-2,2-diylbis(1H-pyrrole-5,2diyl))bis(methaneylylidene))di(nicotinohydrazide)
 pentahydrate, C25H24N8O2·5H2O
;
_journal_issue                   5
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1011
_journal_page_last               1013
_journal_paper_doi               10.1515/ncrs-2021-0193
_journal_volume                  236
_journal_year                    2021
_chemical_formula_moiety         'C25 H24 N8 O2, 5(H2 O)'
_chemical_formula_sum            'C25 H34 N8 O7'
_chemical_formula_weight         558.60
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_cell_angle_alpha                93.062(8)
_cell_angle_beta                 97.015(9)
_cell_angle_gamma                99.478(8)
_cell_formula_units_Z            2
_cell_length_a                   7.507(2)
_cell_length_b                   8.0276(18)
_cell_length_c                   23.653(6)
_cell_measurement_reflns_used    9583
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.32
_cell_measurement_theta_min      2.61
_cell_volume                     1391.5(6)
_computing_cell_refinement       'SAINT (Brucker, 2012)[2]'
_computing_data_collection       'APEX2 (Brucker, 2012)[2]'
_computing_data_reduction        'SAINT (Brucker, 2012)[2]'
_computing_molecular_graphics    'Diamond 4.0[4]'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)[1]'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)[3]'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            38216
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.352
_diffrn_reflns_theta_min         2.580
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6936
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         6902
_refine_ls_number_restraints     20
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0473
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0789P)²+0.3341P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1366
_refine_ls_wR_factor_ref         0.1477
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5591
_reflns_number_total             6902
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0193_suppl.cif
_cod_data_source_block           a
_cod_original_cell_volume        1391.4(6)
_cod_database_code               8104652
_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_max   0.989
_shelx_estimated_absorpt_t_min   0.987
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 O5W-H5WB
 0.86 with sigma of 0.02
 O5W-H5WA
 0.86 with sigma of 0.02
 O4W-H4WB
 0.86 with sigma of 0.02
 O4W-H4WA
 0.86 with sigma of 0.02
 O3W-H3WA
 0.86 with sigma of 0.02
 O3W-H3WB
 0.86 with sigma of 0.02
 O2W-H2WB
 0.86 with sigma of 0.02
 O2W-H2WA
 0.86 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O1WA) \\sim Ueq, Uanis(O1W) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O1W) = Uanis(O1WA)
4. Others
 Sof(O1WA)=Sof(H1WC)=Sof(H1WD)=1-FVAR(1)
 Sof(O1W)=Sof(H1WA)=Sof(H1WB)=FVAR(1)
5.a Riding coordinates:
 O1W(H1WA,H1WB), O1WA(H1WC,H1WD)
5.b Aromatic/amide H refined with riding coordinates:
 N2(H2), N4(H4), N5(H5), N7(H7), C1(H1), C2(H2A), C3(H3), C5(H5A), C7(H7A),
 C9(H9), C10(H10), C16(H16), C17(H17), C19(H19), C22(H22), C23(H23), C24(H24),
 C25(H25)
5.c Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.31455(14) 0.30477(16) -0.00059(5) 0.0516(3) Uani 1 1 d . . . . .
O2 O 0.1278(2) 0.26745(17) 0.52967(6) 0.0741(4) Uani 1 1 d . . . . .
N1 N 0.2778(2) 0.60972(19) -0.13336(6) 0.0571(4) Uani 1 1 d . . . . .
N2 N 0.01051(15) 0.24465(14) -0.00012(4) 0.0360(2) Uani 1 1 d . . . . .
H2 H -0.0977 0.2486 -0.0162 0.043 Uiso 1 1 calc R . . . .
N3 N 0.03956(15) 0.16475(15) 0.04957(4) 0.0368(2) Uani 1 1 d . . . . .
N4 N 0.08513(14) 0.02508(14) 0.15533(4) 0.0346(2) Uani 1 1 d . . . . .
H4 H 0.1878 0.0692 0.1453 0.042 Uiso 1 1 calc R . . . .
N5 N 0.26189(16) 0.19170(15) 0.33157(5) 0.0409(3) Uani 1 1 d . . . . .
H5 H 0.2116 0.1275 0.3552 0.049 Uiso 1 1 calc R . . . .
N6 N 0.26048(19) 0.38180(17) 0.43730(5) 0.0494(3) Uani 1 1 d . . . . .
N7 N 0.26017(19) 0.48780(18) 0.48561(5) 0.0508(3) Uani 1 1 d . . . . .
H7 H 0.3040 0.5941 0.4868 0.061 Uiso 1 1 calc R . . . .
N8 N 0.2590(3) 0.8095(2) 0.63334(7) 0.0700(4) Uani 1 1 d . . . . .
C1 C 0.1158(3) 0.6050(2) -0.16472(6) 0.0551(4) Uani 1 1 d . . . . .
H1 H 0.1102 0.6704 -0.1960 0.066 Uiso 1 1 calc R . . . .
C2 C -0.0419(3) 0.5093(2) -0.15323(7) 0.0549(4) Uani 1 1 d . . . . .
H2A H -0.1513 0.5097 -0.1764 0.066 Uiso 1 1 calc R . . . .
C3 C -0.0367(2) 0.41155(19) -0.10663(6) 0.0472(3) Uani 1 1 d . . . . .
H3 H -0.1426 0.3467 -0.0976 0.057 Uiso 1 1 calc R . . . .
C4 C 0.12941(19) 0.41265(17) -0.07382(5) 0.0380(3) Uani 1 1 d . . . . .
C5 C 0.2818(2) 0.5138(2) -0.08903(7) 0.0485(3) Uani 1 1 d . . . . .
H5A H 0.3934 0.5148 -0.0670 0.058 Uiso 1 1 calc R . . . .
C6 C 0.15861(18) 0.31599(17) -0.02221(5) 0.0369(3) Uani 1 1 d . . . . .
C7 C -0.10185(18) 0.08873(17) 0.06882(5) 0.0358(3) Uani 1 1 d . . . . .
H7A H -0.2168 0.0820 0.0482 0.043 Uiso 1 1 calc R . . . .
C8 C -0.08123(17) 0.01387(16) 0.12258(5) 0.0348(3) Uani 1 1 d . . . . .
C9 C -0.21097(18) -0.06612(19) 0.15317(6) 0.0415(3) Uani 1 1 d . . . . .
H9 H -0.3358 -0.0916 0.1414 0.050 Uiso 1 1 calc R . . . .
C10 C -0.11995(19) -0.10220(19) 0.20550(6) 0.0414(3) Uani 1 1 d . . . . .
H10 H -0.1741 -0.1558 0.2346 0.050 Uiso 1 1 calc R . . . .
C11 C 0.06360(17) -0.04415(16) 0.20607(5) 0.0347(3) Uani 1 1 d . . . . .
C12 C 0.22407(19) -0.04107(18) 0.25206(6) 0.0387(3) Uani 1 1 d . . . . .
C13 C 0.3842(2) -0.1005(2) 0.22636(7) 0.0512(4) Uani 1 1 d . . . . .
H13A H 0.4252 -0.0238 0.1990 0.077 Uiso 1 1 calc GR . . . .
H13B H 0.3447 -0.2121 0.2078 0.077 Uiso 1 1 calc GR . . . .
H13C H 0.4824 -0.1025 0.2563 0.077 Uiso 1 1 calc GR . . . .
C14 C 0.1661(3) -0.1599(2) 0.29760(7) 0.0521(4) Uani 1 1 d . . . . .
H14A H 0.2665 -0.1559 0.3273 0.078 Uiso 1 1 calc GR . . . .
H14B H 0.1301 -0.2736 0.2805 0.078 Uiso 1 1 calc GR . . . .
H14C H 0.0655 -0.1248 0.3136 0.078 Uiso 1 1 calc GR . . . .
C15 C 0.28614(18) 0.14014(18) 0.27761(5) 0.0384(3) Uani 1 1 d . . . . .
C16 C 0.3718(2) 0.2793(2) 0.25378(6) 0.0484(3) Uani 1 1 d . . . . .
H16 H 0.4059 0.2809 0.2173 0.058 Uiso 1 1 calc R . . . .
C17 C 0.3987(2) 0.4188(2) 0.29444(7) 0.0493(3) Uani 1 1 d . . . . .
H17 H 0.4529 0.5290 0.2897 0.059 Uiso 1 1 calc R . . . .
C18 C 0.3300(2) 0.36184(19) 0.34249(6) 0.0441(3) Uani 1 1 d . . . . .
C19 C 0.3259(2) 0.4544(2) 0.39570(6) 0.0488(3) Uani 1 1 d . . . . .
H19 H 0.3719 0.5699 0.4001 0.059 Uiso 1 1 calc R . . . .
C20 C 0.1898(2) 0.4201(2) 0.53030(7) 0.0500(4) Uani 1 1 d . . . . .
C21 C 0.1908(2) 0.5373(2) 0.58180(7) 0.0498(4) Uani 1 1 d . . . . .
C22 C 0.1174(3) 0.4708(3) 0.62791(8) 0.0682(5) Uani 1 1 d . . . . .
H22 H 0.0687 0.3561 0.6266 0.082 Uiso 1 1 calc R . . . .
C23 C 0.1163(3) 0.5747(3) 0.67600(8) 0.0754(6) Uani 1 1 d . . . . .
H23 H 0.0669 0.5313 0.7075 0.090 Uiso 1 1 calc R . . . .
C24 C 0.1878(3) 0.7402(3) 0.67683(8) 0.0666(5) Uani 1 1 d . . . . .
H24 H 0.1872 0.8093 0.7096 0.080 Uiso 1 1 calc R . . . .
C25 C 0.2599(3) 0.7079(3) 0.58660(8) 0.0638(5) Uani 1 1 d . . . . .
H25 H 0.3098 0.7552 0.5558 0.077 Uiso 1 1 calc R . . . .
O1W O 0.3779(5) 1.1504(3) 0.61993(18) 0.1202(12) Uani 0.850(7) 1 d . U P A 1
H1WA H 0.3473 1.0461 0.6250 0.180 Uiso 0.850(7) 1 d R . P A 1
H1WB H 0.4729 1.1552 0.6035 0.180 Uiso 0.850(7) 1 d R . P A 1
O1WA O 0.305(3) 1.153(2) 0.6512(10) 0.1202(12) Uani 0.150(7) 1 d . U P A 2
H1WC H 0.4024 1.1141 0.6492 0.180 Uiso 0.150(7) 1 d R . P A 2
H1WD H 0.2182 1.0728 0.6541 0.180 Uiso 0.150(7) 1 d R . P A 2
O2W O 0.3990(4) 0.8435(3) 0.46431(9) 0.0973(6) Uani 1 1 d D . . . .
H2WA H 0.484(4) 0.862(5) 0.4456(15) 0.135(15) Uiso 1 1 d D . . . .
H2WB H 0.319(8) 0.910(8) 0.462(3) 0.34(5) Uiso 1 1 d D . . . .
O3W O 0.1131(3) 0.0122(2) 0.43053(7) 0.0822(5) Uani 1 1 d D . . . .
H3WA H 0.119(4) 0.107(3) 0.4508(10) 0.091(8) Uiso 1 1 d D . . . .
H3WB H 0.036(4) -0.048(4) 0.4469(13) 0.122(11) Uiso 1 1 d D . . . .
O4W O 0.37395(17) 0.8032(2) 0.04438(6) 0.0649(3) Uani 1 1 d D . . . .
H4WA H 0.413(4) 0.902(2) 0.0578(11) 0.095(9) Uiso 1 1 d D . . . .
H4WB H 0.468(3) 0.765(3) 0.0342(11) 0.089(8) Uiso 1 1 d D . . . .
O5W O 0.41244(15) 0.13147(16) 0.10116(5) 0.0533(3) Uani 1 1 d D . . . .
H5WA H 0.506(3) 0.206(2) 0.1154(9) 0.073(6) Uiso 1 1 d D . . . .
H5WB H 0.357(3) 0.185(3) 0.0762(9) 0.085(7) 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'
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'
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
C5 N1 C1 116.91(14) . .
N3 N2 H2 121.5 . .
C6 N2 H2 121.5 . .
C6 N2 N3 117.03(11) . .
C7 N3 N2 116.88(11) . .
C8 N4 H4 125.0 . .
C11 N4 H4 125.0 . .
C11 N4 C8 110.08(11) . .
C15 N5 H5 125.1 . .
C15 N5 C18 109.79(12) . .
C18 N5 H5 125.1 . .
C19 N6 N7 115.26(14) . .
N6 N7 H7 120.9 . .
C20 N7 N6 118.22(14) . .
C20 N7 H7 120.9 . .
C24 N8 C25 117.55(18) . .
N1 C1 H1 118.3 . .
N1 C1 C2 123.48(14) . .
C2 C1 H1 118.3 . .
C1 C2 H2A 120.4 . .
C1 C2 C3 119.16(15) . .
C3 C2 H2A 120.4 . .
C2 C3 H3 120.7 . .
C4 C3 C2 118.57(15) . .
C4 C3 H3 120.7 . .
C3 C4 C5 117.91(13) . .
C3 C4 C6 125.39(13) . .
C5 C4 C6 116.69(13) . .
N1 C5 C4 123.96(15) . .
N1 C5 H5A 118.0 . .
C4 C5 H5A 118.0 . .
O1 C6 N2 121.81(12) . .
O1 C6 C4 120.62(12) . .
N2 C6 C4 117.56(12) . .
N3 C7 H7A 120.3 . .
N3 C7 C8 119.42(12) . .
C8 C7 H7A 120.3 . .
N4 C8 C7 122.33(11) . .
N4 C8 C9 107.26(11) . .
C9 C8 C7 130.23(12) . .
C8 C9 H9 126.3 . .
C8 C9 C10 107.48(12) . .
C10 C9 H9 126.3 . .
C9 C10 H10 126.0 . .
C11 C10 C9 107.91(12) . .
C11 C10 H10 126.0 . .
N4 C11 C10 107.26(11) . .
N4 C11 C12 121.54(11) . .
C10 C11 C12 131.14(12) . .
C11 C12 C13 110.59(11) . .
C11 C12 C14 109.31(12) . .
C11 C12 C15 108.39(11) . .
C14 C12 C13 108.80(13) . .
C15 C12 C13 108.50(12) . .
C15 C12 C14 111.24(12) . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13B 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C12 C14 H14A 109.5 . .
C12 C14 H14B 109.5 . .
C12 C14 H14C 109.5 . .
H14A C14 H14B 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
N5 C15 C12 122.98(12) . .
N5 C15 C16 107.37(13) . .
C16 C15 C12 129.65(13) . .
C15 C16 H16 126.0 . .
C15 C16 C17 107.93(13) . .
C17 C16 H16 126.0 . .
C16 C17 H17 126.3 . .
C18 C17 C16 107.33(14) . .
C18 C17 H17 126.3 . .
N5 C18 C19 123.53(14) . .
C17 C18 N5 107.58(13) . .
C17 C18 C19 128.90(14) . .
N6 C19 C18 121.46(15) . .
N6 C19 H19 119.3 . .
C18 C19 H19 119.3 . .
O2 C20 N7 121.94(15) . .
O2 C20 C21 120.92(15) . .
N7 C20 C21 117.13(15) . .
C22 C21 C20 118.09(16) . .
C22 C21 C25 117.08(16) . .
C25 C21 C20 124.82(15) . .
C21 C22 H22 120.2 . .
C21 C22 C23 119.67(19) . .
C23 C22 H22 120.2 . .
C22 C23 H23 120.5 . .
C24 C23 C22 118.98(19) . .
C24 C23 H23 120.5 . .
N8 C24 C23 123.30(18) . .
N8 C24 H24 118.3 . .
C23 C24 H24 118.3 . .
N8 C25 C21 123.41(18) . .
N8 C25 H25 118.3 . .
C21 C25 H25 118.3 . .
H1WA O1W H1WB 104.5 . .
H1WC O1WA H1WD 109.4 . .
H2WA O2W H2WB 118(6) . .
H3WA O3W H3WB 98(3) . .
H4WA O4W H4WB 105(3) . .
H5WA O5W H5WB 103(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C6 1.2382(17) .
O2 C20 1.236(2) .
N1 C1 1.339(2) .
N1 C5 1.334(2) .
N2 H2 0.8600 .
N2 N3 1.3799(15) .
N2 C6 1.3419(17) .
N3 C7 1.2811(17) .
N4 H4 0.8600 .
N4 C8 1.3736(16) .
N4 C11 1.3654(16) .
N5 H5 0.8600 .
N5 C15 1.3633(17) .
N5 C18 1.3762(19) .
N6 N7 1.3882(18) .
N6 C19 1.279(2) .
N7 H7 0.8600 .
N7 C20 1.340(2) .
N8 C24 1.323(3) .
N8 C25 1.339(2) .
C1 H1 0.9300 .
C1 C2 1.366(3) .
C2 H2A 0.9300 .
C2 C3 1.387(2) .
C3 H3 0.9300 .
C3 C4 1.385(2) .
C4 C5 1.387(2) .
C4 C6 1.4941(18) .
C5 H5A 0.9300 .
C7 H7A 0.9300 .
C7 C8 1.4374(18) .
C8 C9 1.3785(18) .
C9 H9 0.9300 .
C9 C10 1.407(2) .
C10 H10 0.9300 .
C10 C11 1.3780(19) .
C11 C12 1.5173(18) .
C12 C13 1.542(2) .
C12 C14 1.532(2) .
C12 C15 1.521(2) .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C15 C16 1.378(2) .
C16 H16 0.9300 .
C16 C17 1.408(2) .
C17 H17 0.9300 .
C17 C18 1.374(2) .
C18 C19 1.433(2) .
C19 H19 0.9300 .
C20 C21 1.497(2) .
C21 C22 1.375(2) .
C21 C25 1.376(3) .
C22 H22 0.9300 .
C22 C23 1.376(3) .
C23 H23 0.9300 .
C23 C24 1.347(3) .
C24 H24 0.9300 .
C25 H25 0.9300 .
O1W H1WA 0.8500 .
O1W H1WB 0.8499 .
O1WA H1WC 0.8501 .
O1WA H1WD 0.8501 .
O2W H2WA 0.817(18) .
O2W H2WB 0.87(2) .
O3W H3WA 0.871(17) .
O3W H3WB 0.840(18) .
O4W H4WA 0.833(17) .
O4W H4WB 0.869(17) .
O5W H5WA 0.866(16) .
O5W H5WB 0.856(16) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O4W 0.86 2.07 2.9028(18) 164.3 2_565
N4 H4 O5W 0.86 2.10 2.9330(17) 164.3 .
N5 H5 O3W 0.86 2.20 3.045(2) 166.6 .
N7 H7 O2W 0.86 2.13 2.966(3) 163.8 .
C7 H7A O4W 0.93 2.64 3.404(2) 139.7 2_565
C19 H19 O2W 0.93 2.57 3.371(3) 144.9 .
C25 H25 O2W 0.93 2.45 3.368(3) 169.8 .
O1W H1WA N8 0.85 1.93 2.783(3) 175.5 .
O1W H1WB O2W 0.85 1.97 2.753(6) 153.2 2_676
O1WA H1WD N8 0.85 2.22 2.729(17) 118.2 .
O2W H2WA O1W 0.817(18) 1.97(2) 2.753(6) 159(4) 2_676
O2W H2WB O3W 0.87(2) 1.95(3) 2.781(4) 160(8) 1_565
O3W H3WA O2 0.871(17) 2.195(19) 3.010(2) 155(2) .
O3W H3WA N6 0.871(17) 2.34(2) 2.979(2) 130(2) .
O3W H3WB O2 0.840(18) 2.11(2) 2.916(2) 159(3) 2_556
O4W H4WA O5W 0.833(17) 2.057(19) 2.847(2) 158(3) 1_565
O4W H4WB O1 0.869(17) 2.044(17) 2.9078(19) 172(2) 2_665
O5W H5WA N1 0.866(16) 1.992(16) 2.848(2) 169(2) 2_665
O5W H5WB O1 0.856(16) 2.115(18) 2.9207(17) 157(2) .
O5W H5WB N3 0.856(16) 2.36(2) 2.9735(18) 129(2) .
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
O2 C20 C21 C22 -1.3(3) . . . .
O2 C20 C21 C25 178.81(19) . . . .
N1 C1 C2 C3 0.3(3) . . . .
N2 N3 C7 C8 -175.47(11) . . . .
N3 N2 C6 O1 3.07(19) . . . .
N3 N2 C6 C4 -176.07(11) . . . .
N3 C7 C8 N4 2.0(2) . . . .
N3 C7 C8 C9 176.45(14) . . . .
N4 C8 C9 C10 0.45(16) . . . .
N4 C11 C12 C13 -47.99(17) . . . .
N4 C11 C12 C14 -167.76(12) . . . .
N4 C11 C12 C15 70.83(15) . . . .
N5 C15 C16 C17 -0.41(17) . . . .
N5 C18 C19 N6 1.4(2) . . . .
N6 N7 C20 O2 0.7(3) . . . .
N6 N7 C20 C21 -179.88(13) . . . .
N7 N6 C19 C18 -178.11(14) . . . .
N7 C20 C21 C22 179.27(17) . . . .
N7 C20 C21 C25 -0.6(3) . . . .
C1 N1 C5 C4 -0.5(3) . . . .
C1 C2 C3 C4 -1.0(2) . . . .
C2 C3 C4 C5 0.9(2) . . . .
C2 C3 C4 C6 179.56(14) . . . .
C3 C4 C5 N1 -0.1(2) . . . .
C3 C4 C6 O1 169.23(14) . . . .
C3 C4 C6 N2 -11.6(2) . . . .
C5 N1 C1 C2 0.4(3) . . . .
C5 C4 C6 O1 -12.0(2) . . . .
C5 C4 C6 N2 167.11(13) . . . .
C6 N2 N3 C7 -176.25(12) . . . .
C6 C4 C5 N1 -178.91(15) . . . .
C7 C8 C9 C10 -174.61(13) . . . .
C8 N4 C11 C10 0.58(15) . . . .
C8 N4 C11 C12 -176.79(11) . . . .
C8 C9 C10 C11 -0.10(16) . . . .
C9 C10 C11 N4 -0.29(16) . . . .
C9 C10 C11 C12 176.74(14) . . . .
C10 C11 C12 C13 135.34(16) . . . .
C10 C11 C12 C14 15.6(2) . . . .
C10 C11 C12 C15 -105.84(16) . . . .
C11 N4 C8 C7 174.89(12) . . . .
C11 N4 C8 C9 -0.64(15) . . . .
C11 C12 C15 N5 109.64(14) . . . .
C11 C12 C15 C16 -70.00(19) . . . .
C12 C15 C16 C17 179.27(14) . . . .
C13 C12 C15 N5 -130.23(14) . . . .
C13 C12 C15 C16 50.14(19) . . . .
C14 C12 C15 N5 -10.57(19) . . . .
C14 C12 C15 C16 169.79(15) . . . .
C15 N5 C18 C17 -0.03(17) . . . .
C15 N5 C18 C19 -179.76(14) . . . .
C15 C16 C17 C18 0.39(19) . . . .
C16 C17 C18 N5 -0.23(18) . . . .
C16 C17 C18 C19 179.49(16) . . . .
C17 C18 C19 N6 -178.27(17) . . . .
C18 N5 C15 C12 -179.43(12) . . . .
C18 N5 C15 C16 0.27(16) . . . .
C19 N6 N7 C20 178.62(15) . . . .
C20 C21 C22 C23 179.89(19) . . . .
C20 C21 C25 N8 -179.91(18) . . . .
C21 C22 C23 C24 -0.1(4) . . . .
C22 C21 C25 N8 0.2(3) . . . .
C22 C23 C24 N8 0.4(4) . . . .
C24 N8 C25 C21 0.1(3) . . . .
C25 N8 C24 C23 -0.4(3) . . . .
C25 C21 C22 C23 -0.2(3) . . . .
