#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/05/2230565.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_2230565
loop_
_publ_author_name
'Dieng, Moussa'
'Barry, Aliou Hamady'
'Gaye, Mohamed'
'Sall, Abdou Salam'
'Pérez-Lourido, Paulo'
'Valencia-Matarranz, Laura'
_publ_section_title
;
 (2-{[2-(2-Aminoethylamino)ethylimino]methyl}phenolato-κ⁴O,N',N'',N''')copper(II)
 perchlorate
;
_journal_coeditor_code           AA2008
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m830
_journal_page_last               m831
_journal_paper_doi               10.1107/S1600536811020095
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Cu (C11 H16 N3 O)] Cl O4'
_chemical_formula_moiety         'C11 H16 Cu1 N3 O1 +, Cl O4 -'
_chemical_formula_sum            'C11 H16 Cl Cu N3 O5'
_chemical_formula_weight         369.26
_chemical_name_systematic
;
(2-{[2-(2-Aminoethylamino)ethylimino]methyl}phenolato-
κ⁴O,N',N'',N''')copper(II) perchlorate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                108.240(4)
_cell_angle_beta                 105.568(4)
_cell_angle_gamma                108.154(4)
_cell_formula_units_Z            4
_cell_length_a                   10.371(3)
_cell_length_b                   12.615(3)
_cell_length_c                   13.390(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      11
_cell_volume                     1445.2(6)
_computing_cell_refinement       'CAD-4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_collection       'CAD-4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_reduction        'MolEN (Fair, 1990)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       π
_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  0.0238
_diffrn_reflns_av_sigmaI/netI    0.0354
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9604
_diffrn_reflns_theta_full        25.08
_diffrn_reflns_theta_max         25.08
_diffrn_reflns_theta_min         1.75
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 167
_diffrn_standards_interval_time  120
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    1.720
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.697
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             756
_exptl_crystal_size_max          .14
_exptl_crystal_size_mid          .12
_exptl_crystal_size_min          .10
_refine_diff_density_max         0.525
_refine_diff_density_min         -0.523
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         4979
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0373
_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)+(0.0736P)²+1.8036P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1058
_refine_ls_wR_factor_ref         0.1310
_reflns_number_gt                4043
_reflns_number_total             4979
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            aa2008.cif
_cod_data_source_block           I
_cod_original_formula_sum        'C11 H16 Cl1 Cu1 N3 O5'
_cod_database_code               2230565
_cod_database_fobs_code          2230565
loop_
_symmetry_equiv_pos_as_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_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.48017(5) 0.82083(4) 0.17536(4) 0.03778(16) Uani d . 1 1 . .
Cu Cu2 0.69669(5) 0.67765(4) 0.40785(4) 0.03492(16) Uani d . 1 1 . .
Cl Cl1 0.71789(11) 0.96716(9) 0.47942(8) 0.0404(2) Uani d . 1 1 . .
Cl Cl2 0.18182(13) 0.66397(10) -0.12121(9) 0.0502(3) Uani d . 1 1 . .
O O1 0.4879(3) 0.6029(3) 0.3599(2) 0.0397(6) Uani d . 1 1 . .
O O2 0.5561(3) 0.7179(3) 0.0997(2) 0.0421(7) Uani d . 1 1 . .
O O3P 0.8668(4) 1.0066(3) 0.5557(3) 0.0625(9) Uani d . 1 1 . .
O O4P 0.6998(4) 1.0681(3) 0.4620(3) 0.0635(9) Uani d . 1 1 . .
O O5P 0.6818(4) 0.8682(3) 0.3721(3) 0.0620(9) Uani d . 1 1 . .
O O6P 0.6191(5) 0.9214(4) 0.5281(4) 0.0790(12) Uani d . 1 1 . .
O O7P 0.2836(5) 0.7790(4) -0.0273(3) 0.0841(13) Uani d . 1 1 . .
O O8P 0.1176(7) 0.5817(4) -0.0787(5) 0.1186(19) Uani d . 1 1 . .
O O9P 0.2632(8) 0.6193(5) -0.1779(5) 0.129(2) Uani d . 1 1 . .
O O10P 0.0789(7) 0.6826(7) -0.1963(6) 0.158(3) Uani d . 1 1 . .
N N1 0.9185(4) 0.7628(3) 0.4620(3) 0.0377(7) Uani d D 1 1 . .
N N2 0.6939(4) 0.6190(3) 0.2490(3) 0.0390(8) Uani d D 1 1 . .
N N3 0.7429(4) 0.7226(3) 0.5692(3) 0.0377(7) Uani d . 1 1 . .
N N4 0.3318(4) 0.6842(3) 0.1875(3) 0.0418(8) Uani d D 1 1 . .
N N5 0.3875(4) 0.9249(3) 0.2452(3) 0.0435(8) Uani d D 1 1 . .
N N6 0.5927(4) 0.9644(3) 0.1598(3) 0.0438(8) Uani d . 1 1 . .
C C1 0.8468(5) 0.6837(4) 0.2588(4) 0.0447(10) Uani d . 1 1 . .
H H1A 0.8627 0.7639 0.2594 0.054 Uiso calc R 1 1 . .
H H1B 0.8605 0.6354 0.1936 0.054 Uiso calc R 1 1 . .
C C2 0.9551(5) 0.6995(4) 0.3685(4) 0.0463(10) Uani d . 1 1 . .
H H2A 0.9466 0.6195 0.3651 0.056 Uiso calc R 1 1 . .
H H2B 1.0558 0.7486 0.3811 0.056 Uiso calc R 1 1 . .
C C3 0.9887(5) 0.7633(5) 0.5735(4) 0.0487(11) Uani d . 1 1 . .
H H3A 1.0910 0.8255 0.6129 0.058 Uiso calc R 1 1 . .
H H3B 0.9879 0.6832 0.5618 0.058 Uiso calc R 1 1 . .
C C4 0.9022(5) 0.7919(5) 0.6450(4) 0.0490(11) Uani d . 1 1 . .
H H4A 0.9244 0.7675 0.7071 0.059 Uiso calc R 1 1 . .
H H4B 0.9293 0.8800 0.6782 0.059 Uiso calc R 1 1 . .
C C5 0.6476(5) 0.6967(4) 0.6119(3) 0.0384(9) Uani d . 1 1 . .
H H5A 0.6836 0.7164 0.6900 0.046 Uiso calc R 1 1 . .
C C6 0.4894(4) 0.6394(4) 0.5491(3) 0.0354(8) Uani d . 1 1 . .
C C7 0.4020(5) 0.6276(4) 0.6131(4) 0.0468(10) Uani d . 1 1 . .
H H7 0.4484 0.6527 0.6917 0.056 Uiso calc R 1 1 . .
C C8 0.2508(5) 0.5801(4) 0.5621(4) 0.0499(11) Uani d . 1 1 . .
H H8 0.1954 0.5762 0.6062 0.060 Uiso calc R 1 1 . .
C C9 0.1807(5) 0.5377(4) 0.4439(4) 0.0475(11) Uani d . 1 1 . .
H H9 0.0778 0.5045 0.4086 0.057 Uiso calc R 1 1 . .
C C10 0.2621(4) 0.5444(4) 0.3793(4) 0.0395(9) Uani d . 1 1 . .
H H10 0.2125 0.5132 0.3000 0.047 Uiso calc R 1 1 . .
C C11 0.4171(4) 0.5967(3) 0.4277(4) 0.0356(8) Uani d . 1 1 . .
C C12 0.2444(5) 0.7334(5) 0.2428(4) 0.0508(11) Uani d . 1 1 . .
H H12A 0.2914 0.7627 0.3254 0.061 Uiso calc R 1 1 . .
H H12B 0.1454 0.6686 0.2147 0.061 Uiso calc R 1 1 . .
C C13 0.2352(5) 0.8390(4) 0.2150(4) 0.0468(10) Uani d . 1 1 . .
H H13A 0.1754 0.8082 0.1338 0.056 Uiso calc R 1 1 . .
H H13B 0.1905 0.8804 0.2591 0.056 Uiso calc R 1 1 . .
C C14 0.4064(6) 1.0212(4) 0.2021(4) 0.0516(11) Uani d . 1 1 . .
H H14A 0.3897 1.0875 0.2487 0.062 Uiso calc R 1 1 . .
H H14B 0.3349 0.9858 0.1233 0.062 Uiso calc R 1 1 . .
C C15 0.5611(6) 1.0710(4) 0.2080(4) 0.0539(12) Uani d . 1 1 . .
H H15A 0.5690 1.1190 0.1639 0.065 Uiso calc R 1 1 . .
H H15B 0.6315 1.1243 0.2871 0.065 Uiso calc R 1 1 . .
C C16 0.6800(5) 0.9681(4) 0.1085(4) 0.0508(11) Uani d . 1 1 . .
H H16 0.7260 1.0420 0.1046 0.061 Uiso calc R 1 1 . .
C C17 0.7135(5) 0.8673(4) 0.0559(4) 0.0458(10) Uani d . 1 1 . .
C C18 0.8147(6) 0.8893(5) 0.0056(5) 0.0629(14) Uani d . 1 1 . .
H H18 0.8590 0.9681 0.0102 0.076 Uiso calc R 1 1 . .
C C19 0.8513(7) 0.8000(6) -0.0501(5) 0.0713(16) Uani d . 1 1 . .
H H19 0.9198 0.8177 -0.0823 0.086 Uiso calc R 1 1 . .
C C20 0.7843(7) 0.6823(6) -0.0578(5) 0.0708(15) Uani d . 1 1 . .
H H20 0.8079 0.6202 -0.0953 0.085 Uiso calc R 1 1 . .
C C21 0.6831(6) 0.6569(5) -0.0100(4) 0.0576(12) Uani d . 1 1 . .
H H21 0.6374 0.5768 -0.0180 0.069 Uiso calc R 1 1 . .
C C22 0.6463(5) 0.7482(4) 0.0505(3) 0.0425(10) Uani d . 1 1 . .
H H1 0.939(5) 0.836(2) 0.468(4) 0.037(11) Uiso d D 1 1 . .
H H2 0.670(5) 0.542(2) 0.220(4) 0.051(14) Uiso d D 1 1 . .
H H3 0.636(4) 0.635(4) 0.203(3) 0.035(11) Uiso d D 1 1 . .
H H4 0.275(4) 0.629(3) 0.1181(19) 0.025(10) Uiso d D 1 1 . .
H H5 0.370(4) 0.651(4) 0.227(3) 0.039(12) Uiso d D 1 1 . .
H H6 0.435(4) 0.960(4) 0.3166(18) 0.040(12) Uiso d D 1 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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
_geom_angle_publ_flag
O2 Cu1 N6 . . 95.35(14) ?
O2 Cu1 N5 . . 176.01(13) ?
N6 Cu1 N5 . . 85.05(16) ?
O2 Cu1 N4 . . 94.12(14) ?
N6 Cu1 N4 . . 168.50(15) ?
N5 Cu1 N4 . . 85.06(15) ?
O1 Cu2 N3 . . 95.44(13) ?
O1 Cu2 N2 . . 96.03(13) ?
N3 Cu2 N2 . . 164.80(14) ?
O1 Cu2 N1 . . 177.95(13) ?
N3 Cu2 N1 . . 83.63(14) ?
N2 Cu2 N1 . . 85.21(14) ?
O4P Cl1 O3P . . 110.2(2) ?
O4P Cl1 O6P . . 108.8(3) ?
O3P Cl1 O6P . . 109.3(3) ?
O4P Cl1 O5P . . 110.8(2) ?
O3P Cl1 O5P . . 109.6(2) ?
O6P Cl1 O5P . . 108.0(2) ?
O10P Cl2 O9P . . 108.8(4) ?
O10P Cl2 O8P . . 113.7(4) ?
O9P Cl2 O8P . . 109.6(4) ?
O10P Cl2 O7P . . 108.9(4) ?
O9P Cl2 O7P . . 107.0(4) ?
O8P Cl2 O7P . . 108.7(3) ?
C11 O1 Cu2 . . 126.0(3) ?
C22 O2 Cu1 . . 125.5(3) ?
C3 N1 C2 . . 116.0(3) ?
C3 N1 Cu2 . . 108.7(3) ?
C2 N1 Cu2 . . 106.7(3) ?
C3 N1 H1 . . 111(3) ?
C2 N1 H1 . . 107(3) ?
Cu2 N1 H1 . . 106(3) ?
C1 N2 Cu2 . . 108.0(3) ?
C1 N2 H2 . . 107(3) ?
Cu2 N2 H2 . . 111(3) ?
C1 N2 H3 . . 108(3) ?
Cu2 N2 H3 . . 113(3) ?
H2 N2 H3 . . 110(4) ?
C5 N3 C4 . . 119.9(3) ?
C5 N3 Cu2 . . 125.1(3) ?
C4 N3 Cu2 . . 115.0(3) ?
C12 N4 Cu1 . . 109.1(3) ?
C12 N4 H4 . . 110(3) ?
Cu1 N4 H4 . . 106(3) ?
C12 N4 H5 . . 108(3) ?
Cu1 N4 H5 . . 114(3) ?
H4 N4 H5 . . 110(4) ?
C13 N5 C14 . . 117.2(4) ?
C13 N5 Cu1 . . 106.1(3) ?
C14 N5 Cu1 . . 106.3(3) ?
C13 N5 H6 . . 110(3) ?
C14 N5 H6 . . 109(3) ?
Cu1 N5 H6 . . 108(3) ?
C16 N6 C15 . . 121.7(4) ?
C16 N6 Cu1 . . 125.1(3) ?
C15 N6 Cu1 . . 113.0(3) ?
N2 C1 C2 . . 108.4(3) ?
N2 C1 H1A . . 110.0 ?
C2 C1 H1A . . 110.0 ?
N2 C1 H1B . . 110.0 ?
C2 C1 H1B . . 110.0 ?
H1A C1 H1B . . 108.4 ?
N1 C2 C1 . . 106.9(3) ?
N1 C2 H2A . . 110.3 ?
C1 C2 H2A . . 110.3 ?
N1 C2 H2B . . 110.3 ?
C1 C2 H2B . . 110.3 ?
H2A C2 H2B . . 108.6 ?
N1 C3 C4 . . 108.3(3) ?
N1 C3 H3A . . 110.0 ?
C4 C3 H3A . . 110.0 ?
N1 C3 H3B . . 110.0 ?
C4 C3 H3B . . 110.0 ?
H3A C3 H3B . . 108.4 ?
N3 C4 C3 . . 108.1(4) ?
N3 C4 H4A . . 110.1 ?
C3 C4 H4A . . 110.1 ?
N3 C4 H4B . . 110.1 ?
C3 C4 H4B . . 110.1 ?
H4A C4 H4B . . 108.4 ?
N3 C5 C6 . . 125.3(4) ?
N3 C5 H5A . . 117.3 ?
C6 C5 H5A . . 117.3 ?
C7 C6 C11 . . 118.9(4) ?
C7 C6 C5 . . 117.1(4) ?
C11 C6 C5 . . 124.0(4) ?
C8 C7 C6 . . 121.5(4) ?
C8 C7 H7 . . 119.2 ?
C6 C7 H7 . . 119.2 ?
C7 C8 C9 . . 119.4(4) ?
C7 C8 H8 . . 120.3 ?
C9 C8 H8 . . 120.3 ?
C10 C9 C8 . . 120.3(4) ?
C10 C9 H9 . . 119.8 ?
C8 C9 H9 . . 119.8 ?
C9 C10 C11 . . 122.5(4) ?
C9 C10 H10 . . 118.8 ?
C11 C10 H10 . . 118.8 ?
O1 C11 C10 . . 118.9(4) ?
O1 C11 C6 . . 123.9(3) ?
C10 C11 C6 . . 117.2(4) ?
N4 C12 C13 . . 108.9(4) ?
N4 C12 H12A . . 109.9 ?
C13 C12 H12A . . 109.9 ?
N4 C12 H12B . . 109.9 ?
C13 C12 H12B . . 109.9 ?
H12A C12 H12B . . 108.3 ?
N5 C13 C12 . . 106.9(4) ?
N5 C13 H13A . . 110.3 ?
C12 C13 H13A . . 110.3 ?
N5 C13 H13B . . 110.3 ?
C12 C13 H13B . . 110.3 ?
H13A C13 H13B . . 108.6 ?
N5 C14 C15 . . 108.8(4) ?
N5 C14 H14A . . 109.9 ?
C15 C14 H14A . . 109.9 ?
N5 C14 H14B . . 109.9 ?
C15 C14 H14B . . 109.9 ?
H14A C14 H14B . . 108.3 ?
N6 C15 C14 . . 107.6(4) ?
N6 C15 H15A . . 110.2 ?
C14 C15 H15A . . 110.2 ?
N6 C15 H15B . . 110.2 ?
C14 C15 H15B . . 110.2 ?
H15A C15 H15B . . 108.5 ?
N6 C16 C17 . . 125.4(4) ?
N6 C16 H16 . . 117.3 ?
C17 C16 H16 . . 117.3 ?
C18 C17 C22 . . 119.3(4) ?
C18 C17 C16 . . 117.3(4) ?
C22 C17 C16 . . 123.4(4) ?
C19 C18 C17 . . 122.7(5) ?
C19 C18 H18 . . 118.7 ?
C17 C18 H18 . . 118.7 ?
C18 C19 C20 . . 118.6(5) ?
C18 C19 H19 . . 120.7 ?
C20 C19 H19 . . 120.7 ?
C21 C20 C19 . . 120.3(5) ?
C21 C20 H20 . . 119.9 ?
C19 C20 H20 . . 119.9 ?
C20 C21 C22 . . 122.3(5) ?
C20 C21 H21 . . 118.9 ?
C22 C21 H21 . . 118.9 ?
O2 C22 C21 . . 118.2(4) ?
O2 C22 C17 . . 125.0(4) ?
C21 C22 C17 . . 116.8(4) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O2 . 1.891(3) y
Cu1 N6 . 1.933(4) y
Cu1 N5 . 2.005(4) y
Cu1 N4 . 2.006(4) y
Cu2 O1 . 1.895(3) y
Cu2 N3 . 1.930(3) y
Cu2 N2 . 2.010(4) y
Cu2 N1 . 2.012(3) y
Cl1 O4P . 1.422(3) y
Cl1 O3P . 1.425(3) y
Cl1 O6P . 1.426(4) y
Cl1 O5P . 1.435(3) y
Cl2 O10P . 1.391(5) y
Cl2 O9P . 1.406(5) y
Cl2 O8P . 1.410(5) y
Cl2 O7P . 1.411(4) y
O1 C11 . 1.317(5) ?
O2 C22 . 1.311(5) ?
N1 C3 . 1.472(6) ?
N1 C2 . 1.472(5) ?
N1 H1 . 0.851(19) ?
N2 C1 . 1.487(5) ?
N2 H2 . 0.849(19) ?
N2 H3 . 0.859(19) ?
N3 C5 . 1.276(5) ?
N3 C4 . 1.472(5) ?
N4 C12 . 1.476(5) ?
N4 H4 . 0.861(19) ?
N4 H5 . 0.860(19) ?
N5 C13 . 1.466(6) ?
N5 C14 . 1.483(6) ?
N5 H6 . 0.836(19) ?
N6 C16 . 1.273(6) ?
N6 C15 . 1.476(6) ?
C1 C2 . 1.500(6) ?
C1 H1A . 0.9700 ?
C1 H1B . 0.9700 ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C4 . 1.516(6) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 C6 . 1.436(6) ?
C5 H5A . 0.9300 ?
C6 C7 . 1.410(6) ?
C6 C11 . 1.429(6) ?
C7 C8 . 1.367(7) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.390(7) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.364(6) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.398(6) ?
C10 H10 . 0.9300 ?
C12 C13 . 1.514(6) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
C14 C15 . 1.499(7) ?
C14 H14A . 0.9700 ?
C14 H14B . 0.9700 ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C16 C17 . 1.442(7) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.396(7) ?
C17 C22 . 1.414(6) ?
C18 C19 . 1.365(8) ?
C18 H18 . 0.9300 ?
C19 C20 . 1.386(8) ?
C19 H19 . 0.9300 ?
C20 C21 . 1.375(7) ?
C20 H20 . 0.9300 ?
C21 C22 . 1.408(6) ?
C21 H21 . 0.9300 ?
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
N1 H1 O3P 2_776 0.851(19) 2.52(3) 3.188(5) 136(4)
N1 H1 O3P . 0.851(19) 2.54(3) 3.208(5) 136(4)
N2 H2 O9P 2_665 0.849(19) 2.30(3) 3.069(6) 151(4)
N2 H3 O2 . 0.859(19) 2.12(2) 2.955(5) 162(4)
N4 H4 O8P . 0.861(19) 2.46(3) 3.223(7) 148(3)
N4 H5 O1 . 0.860(19) 2.24(2) 3.084(5) 168(4)
N5 H6 O6P 2_676 0.836(19) 2.47(4) 3.081(5) 131(4)
N5 H6 O4P . 0.836(19) 2.51(3) 3.195(5) 139(4)
