##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section E. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section E, and has been       #
# peer reviewed under the auspices of the IUCr Commission on Journals.       #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_I
_audit_creation_method     'SHELXL-2014/7'
_journal_date_recd_electronic     2015-12-23
_journal_date_accepted     2016-03-04
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2016
_journal_volume     72
_journal_issue      4
_journal_page_first     492
_journal_page_last     494
_journal_paper_category     GM
_journal_paper_doi     10.1107/S2056989016003741
_journal_coeditor_code     WM4004
_publ_contact_author_name     'Logesh Mathivathanan'
_publ_contact_author_address
;
Department of Chemistry, University of Puerto Rico - Rio Piedras,
San Juan 00936, Puerto Rico, USA
;
_publ_contact_author_email     logesh.mathivathanan@fiu.edu
_publ_contact_author_fax     ?
_publ_contact_author_phone     ?
_publ_section_title
;
A [Cu₃(μ₃-O)]--pyrazolate metallacycle with terminal nitrate ligands
exhibiting point group symmetry 3
;
_publ_section_title_footnote     .
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Mathivathanan, Logesh'
;
Present address:
Department of Chemistry and Biochemistry, Florida International University,
11200 SW 8th Street, Miami, FL 33199, USA.
;
;
Department of Chemistry
University of Puerto Rico -- Rio Piedras
San Juan 00936
Puerto Rico,
USA
;
    'Cruz, Raquel' .
;
Department of Chemistry, University of Puerto Rico -- Rio Piedras,
San Juan 00936, Puerto Rico,
USA
;
    'Raptis, Raphael G.'
;
Present address:
Department of Chemistry and Biochemistry, Florida International University,
11200 SW 8th Street, Miami, FL 33199, USA.
;
;
Department of Chemistry, University of Puerto Rico -- Rio Piedras,
San Juan 00936, Puerto Rico,
USA
;
_publ_section_synopsis
;
The cuprate anion in the title compound is located about a threefold rotation
axis and hence forms an almost planar Cu₃(μ₃-O)-core, where the μ₃-O
atom is located 0.12 Å above the Cu₃ plane.
;
_database_code_depnum_ccdc_archive     'CCDC 1458061'
_chemical_name_systematic
;\
Tris[bis(triphenylphosphoranylidene)ammonium]
tris(μ₂-4-chloropyrazolato-κ²N:N')-μ₃-oxido-\
tris[(nitrato-κ²O,O')cuprate(II)] nitrate monohydrate
;
_chemical_name_common     ?
_chemical_formula_moiety
                     '3(C36 H30 P2 N +), C9 H6 Cl3 Cu3 N9 O10 2-. N O3 -, H2 O1'
_chemical_formula_sum     'C117 H98 Cl3 Cu3 N13 O14 P6'
_chemical_formula_iupac
                   '(C36 H30 P2 N) [Cu3 (C3 H2 Cl1 N2)3 (N O3)3 O]  N O3, H2 O1'
_chemical_formula_weight     2390.85
_chemical_melting_point     ?
_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.
;
_space_group_crystal_system     trigonal
_space_group_name_H-M_alt     'R 3'
_space_group_name_Hall     'R 3'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    '-y, x-y, z'
    '-x+y, -x, z'
    'x+2/3, y+1/3, z+1/3'
    '-y+2/3, x-y+1/3, z+1/3'
    '-x+y+2/3, -x+1/3, z+1/3'
    'x+1/3, y+2/3, z+2/3'
    '-y+1/3, x-y+2/3, z+2/3'
    '-x+y+1/3, -x+2/3, z+2/3'
_cell_length_a     23.038(2)
_cell_length_b     23.038(2)
_cell_length_c     18.4214(17)
_cell_angle_alpha     90
_cell_angle_beta     90
_cell_angle_gamma     120
_cell_volume     8466.9(17)
_cell_formula_units_Z     3
_cell_measurement_reflns_used     9882
_cell_measurement_theta_min     2.32
_cell_measurement_theta_max     26.04
_cell_measurement_temperature     296(2)
_exptl_crystal_description     polygon
_exptl_crystal_colour     blue
_exptl_crystal_size_max     0.230
_exptl_crystal_size_mid     0.140
_exptl_crystal_size_min     0.130
_exptl_crystal_density_diffrn     1.407
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     3687
_exptl_absorpt_coefficient_mu     0.785
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2005)
;
_shelx_estimated_absorpt_T_min     0.840
_shelx_estimated_absorpt_T_max     0.905
_exptl_absorpt_correction_T_min     0.8401
_exptl_absorpt_correction_T_max     0.9049
_diffrn_ambient_temperature     296(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'sealed tube'
_diffrn_radiation_monochromator     'graphite'
_diffrn_measurement_device_type     'Bruker APEXII CCD'
_diffrn_measurement_method     'φ and ω scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     30414
_diffrn_reflns_av_R_equivalents     0.0329
_diffrn_reflns_theta_min     2.322
_diffrn_reflns_theta_max     26.358
_diffrn_reflns_theta_full     25.242
_diffrn_measured_fraction_theta_max     0.999
_diffrn_measured_fraction_theta_full     0.999
_diffrn_reflns_limit_h_min     -28
_diffrn_reflns_limit_h_max     28
_diffrn_reflns_limit_k_min     -28
_diffrn_reflns_limit_k_max     28
_diffrn_reflns_limit_l_min     -22
_diffrn_reflns_limit_l_max     22
_refine_special_details     ?
_reflns_number_total     7675
_reflns_number_gt     6428
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0466
_refine_ls_R_factor_gt     0.0340
_refine_ls_wR_factor_gt     0.0811
_refine_ls_wR_factor_ref     0.0882
_refine_ls_goodness_of_fit_ref     1.027
_refine_ls_restrained_S_all     1.027
_refine_ls_number_reflns     7675
_refine_ls_number_parameters     468
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.0468P)²+0.1352P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary     ?
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.406
_refine_diff_density_min     -0.289
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     .
_refine_ls_abs_structure_details
;
Flack x determined using 2750 quotients
[(I⁺)-(I⁻)]/[(I⁺)+(I⁻)]
(Parsons et al., 2013)
;
_refine_ls_abs_structure_Flack     0.004(5)
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'
    'P' 'P' 0.1023 0.0942
                         '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'
    'Cl' 'Cl' 0.1484 0.1585
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection
;
APEX2 (Bruker, 2005)
;
_computing_cell_refinement
;
SAINT (Bruker, 2005)
;
_computing_data_reduction
;
SAINT (Bruker, 2005)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_molecular_graphics
;
Mercury (Macrae et al., 2006)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
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
    O O1W 0.0000 1.0000 0.3698(7) 0.141(4) Uiso d 1 . .
    Cu Cu1 0.57819(3) 0.31688(3) 0.88140(3) 0.04893(15) Uani d 1 . .
    O O1 0.6667 0.3333 0.8748(4) 0.0691(18) Uani d 1 . .
    O O2 0.48058(17) 0.29648(18) 0.8736(2) 0.0619(9) Uani d 1 . .
    N N1 0.54504(18) 0.22155(19) 0.8997(2) 0.0504(9) Uani d 1 . .
    N N2 0.61014(18) 0.41208(18) 0.8960(2) 0.0493(9) Uani d 1 . .
    N N3 0.4670(2) 0.28251(19) 0.8087(3) 0.0582(10) Uani d 1 . .
    C C1 0.4851(2) 0.1710(2) 0.9186(3) 0.0590(12) Uani d 1 . .
    H H1 0.4465 0.1738 0.9249 0.071 Uiso calc 1 . .
    C C2 0.4893(3) 0.1144(2) 0.9272(3) 0.0570(12) Uani d 1 . .
    C C3 0.5783(3) 0.4455(3) 0.9126(3) 0.0582(12) Uani d 1 . .
    H H3 0.5321 0.4274 0.9141 0.070 Uiso calc 1 . .
    Cl Cl1 0.42537(8) 0.03570(7) 0.95132(10) 0.0859(5) Uani d 1 . .
    O O3 0.5141(2) 0.2937(2) 0.7664(2) 0.0753(10) Uani d 1 . .
    O O4 0.4095(2) 0.2572(3) 0.7874(3) 0.1105(17) Uani d 1 . .
    P P1 0.81315(5) 0.23893(5) 0.23155(5) 0.0379(2) Uani d 1 . .
    P P2 0.78221(5) 0.16748(5) 0.37198(5) 0.0392(2) Uani d 1 . .
    N N4 0.78666(18) 0.21790(18) 0.31150(18) 0.0461(8) Uani d 1 . .
    C C4 0.7627(2) 0.1937(2) 0.4558(2) 0.0440(10) Uani d 1 . .
    C C5 0.7353(2) 0.2344(2) 0.4544(2) 0.0487(11) Uani d 1 . .
    H H5 0.7293 0.2500 0.4101 0.058 Uiso calc 1 . .
    C C6 0.7165(3) 0.2526(3) 0.5183(3) 0.0625(13) Uani d 1 . .
    H H6 0.6978 0.2803 0.5167 0.075 Uiso calc 1 . .
    C C7 0.7254(3) 0.2299(3) 0.5829(3) 0.0754(17) Uani d 1 . .
    H H7 0.7129 0.2424 0.6256 0.090 Uiso calc 1 . .
    C C8 0.7527(3) 0.1887(3) 0.5860(3) 0.0788(17) Uani d 1 . .
    H H8 0.7584 0.1732 0.6305 0.095 Uiso calc 1 . .
    C C9 0.7717(3) 0.1703(3) 0.5224(3) 0.0615(13) Uani d 1 . .
    H H9 0.7904 0.1427 0.5242 0.074 Uiso calc 1 . .
    C C10 0.8593(2) 0.1669(2) 0.3837(2) 0.0463(10) Uani d 1 . .
    C C11 0.9135(2) 0.2251(3) 0.4090(3) 0.0610(12) Uani d 1 . .
    H H11 0.9081 0.2606 0.4241 0.073 Uiso calc 1 . .
    C C12 0.9761(3) 0.2304(4) 0.4120(3) 0.0801(18) Uani d 1 . .
    H H12 1.0128 0.2696 0.4289 0.096 Uiso calc 1 . .
    C C13 0.9836(3) 0.1783(4) 0.3899(3) 0.0796(18) Uani d 1 . .
    H H13 1.0257 0.1819 0.3922 0.095 Uiso calc 1 . .
    C C14 0.9302(3) 0.1205(4) 0.3645(4) 0.0833(18) Uani d 1 . .
    H H14 0.9363 0.0855 0.3490 0.100 Uiso calc 1 . .
    C C15 0.8679(3) 0.1139(3) 0.3617(3) 0.0629(13) Uani d 1 . .
    H H15 0.8315 0.0743 0.3451 0.075 Uiso calc 1 . .
    C C16 0.7162(2) 0.0829(2) 0.3546(2) 0.0467(10) Uani d 1 . .
    C C17 0.6790(2) 0.0681(3) 0.2917(3) 0.0569(12) Uani d 1 . .
    H H17 0.6875 0.1021 0.2589 0.068 Uiso calc 1 . .
    C C18 0.6291(3) 0.0032(3) 0.2771(3) 0.0732(15) Uani d 1 . .
    H H18 0.6053 -0.0064 0.2338 0.088 Uiso calc 1 . .
    C C19 0.6146(3) -0.0466(3) 0.3259(4) 0.0771(17) Uani d 1 . .
    H H19 0.5810 -0.0902 0.3158 0.093 Uiso calc 1 . .
    C C20 0.6493(3) -0.0327(3) 0.3896(4) 0.0807(18) Uani d 1 . .
    H H20 0.6381 -0.0665 0.4236 0.097 Uiso calc 1 . .
    C C21 0.7012(3) 0.0315(3) 0.4039(3) 0.0737(16) Uani d 1 . .
    H H21 0.7260 0.0403 0.4465 0.088 Uiso calc 1 . .
    C C22 0.8529(2) 0.1956(2) 0.1928(2) 0.0414(9) Uani d 1 . .
    C C23 0.8160(2) 0.1331(2) 0.1628(3) 0.0532(11) Uani d 1 . .
    H H23 0.7698 0.1141 0.1578 0.064 Uiso calc 1 . .
    C C24 0.8467(3) 0.0979(3) 0.1398(3) 0.0678(14) Uani d 1 . .
    H H24 0.8214 0.0559 0.1185 0.081 Uiso calc 1 . .
    C C25 0.9149(3) 0.1251(3) 0.1483(3) 0.0666(14) Uani d 1 . .
    H H25 0.9355 0.1010 0.1339 0.080 Uiso calc 1 . .
    C C26 0.9520(3) 0.1870(3) 0.1778(3) 0.0630(13) Uani d 1 . .
    H H26 0.9980 0.2055 0.1828 0.076 Uiso calc 1 . .
    C C27 0.9219(2) 0.2228(2) 0.2003(3) 0.0505(10) Uani d 1 . .
    H H27 0.9477 0.2652 0.2204 0.061 Uiso calc 1 . .
    C C28 0.7444(2) 0.2268(2) 0.1749(2) 0.0415(9) Uani d 1 . .
    C C29 0.6909(2) 0.2287(2) 0.2075(3) 0.0526(11) Uani d 1 . .
    H H29 0.6902 0.2334 0.2575 0.063 Uiso calc 1 . .
    C C30 0.6394(2) 0.2237(3) 0.1659(3) 0.0674(14) Uani d 1 . .
    H H30 0.6037 0.2250 0.1880 0.081 Uiso calc 1 . .
    C C31 0.6397(3) 0.2167(3) 0.0916(3) 0.0738(16) Uani d 1 . .
    H H31 0.6048 0.2140 0.0636 0.089 Uiso calc 1 . .
    C C32 0.6910(3) 0.2138(3) 0.0599(3) 0.0698(15) Uani d 1 . .
    H H32 0.6906 0.2081 0.0098 0.084 Uiso calc 1 . .
    C C33 0.7439(3) 0.2192(3) 0.1000(2) 0.0578(12) Uani d 1 . .
    H H33 0.7791 0.2176 0.0772 0.069 Uiso calc 1 . .
    C C34 0.8736(2) 0.3267(2) 0.2287(3) 0.0468(10) Uani d 1 . .
    C C35 0.8897(3) 0.3652(3) 0.2894(4) 0.0845(19) Uani d 1 . .
    H H35 0.8686 0.3462 0.3331 0.101 Uiso calc 1 . .
    C C36 0.9372(5) 0.4322(3) 0.2866(5) 0.123(3) Uani d 1 . .
    H H36 0.9495 0.4580 0.3287 0.147 Uiso calc 1 . .
    C C37 0.9664(4) 0.4611(3) 0.2211(5) 0.106(3) Uani d 1 . .
    H H37 0.9980 0.5065 0.2190 0.127 Uiso calc 1 . .
    C C38 0.9497(3) 0.4245(3) 0.1612(4) 0.0813(18) Uani d 1 . .
    H H38 0.9697 0.4445 0.1173 0.098 Uiso calc 1 . .
    C C39 0.9028(3) 0.3568(2) 0.1633(3) 0.0632(13) Uani d 1 . .
    H H39 0.8908 0.3316 0.1208 0.076 Uiso calc 1 . .
    N N5 0.6667 0.3333 0.3566(5) 0.069(2) Uani d 1 . .
    O O5 0.6275(3) 0.2721(2) 0.3545(3) 0.1083(16) Uani d 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 O1 . 1.8816(7) y
    Cu1 N2 . 1.952(4) y
    Cu1 N1 . 1.960(4) y
    Cu1 O2 . 2.059(3) y
    Cu1 O3 . 2.483(4) y
    O1 Cu1 2_655 1.8816(7) ?
    O1 Cu1 3_665 1.8816(7) ?
    O2 N3 . 1.237(5) ?
    N1 C1 . 1.334(6) ?
    N1 N2 2_655 1.345(5) ?
    N2 C3 . 1.337(6) ?
    N2 N1 3_665 1.345(5) ?
    N3 O4 . 1.215(6) ?
    N3 O3 . 1.253(6) ?
    C1 C2 . 1.364(7) ?
    C2 C3 2_655 1.368(7) ?
    C2 Cl1 . 1.727(5) ?
    C3 C2 3_665 1.368(7) ?
    P1 N4 . 1.575(4) ?
    P1 C34 . 1.794(4) ?
    P1 C28 . 1.799(4) ?
    P1 C22 . 1.805(4) ?
    P2 N4 . 1.576(4) ?
    P2 C10 . 1.795(4) ?
    P2 C4 . 1.795(4) ?
    P2 C16 . 1.802(4) ?
    C4 C5 . 1.366(6) ?
    C4 C9 . 1.397(6) ?
    C5 C6 . 1.391(7) ?
    C6 C7 . 1.356(8) ?
    C7 C8 . 1.379(9) ?
    C8 C9 . 1.388(8) ?
    C10 C11 . 1.378(7) ?
    C10 C15 . 1.393(7) ?
    C11 C12 . 1.385(8) ?
    C12 C13 . 1.360(9) ?
    C13 C14 . 1.366(9) ?
    C14 C15 . 1.367(8) ?
    C16 C17 . 1.379(6) ?
    C16 C21 . 1.391(7) ?
    C17 C18 . 1.382(7) ?
    C18 C19 . 1.362(9) ?
    C19 C20 . 1.365(9) ?
    C20 C21 . 1.386(8) ?
    C22 C23 . 1.371(6) ?
    C22 C27 . 1.393(6) ?
    C23 C24 . 1.382(7) ?
    C24 C25 . 1.379(8) ?
    C25 C26 . 1.356(8) ?
    C26 C27 . 1.381(6) ?
    C28 C33 . 1.389(6) ?
    C28 C29 . 1.391(6) ?
    C29 C30 . 1.368(7) ?
    C30 C31 . 1.379(8) ?
    C31 C32 . 1.350(8) ?
    C32 C33 . 1.378(7) ?
    C34 C35 . 1.358(7) ?
    C34 C39 . 1.386(7) ?
    C35 C36 . 1.376(9) ?
    C36 C37 . 1.379(11) ?
    C37 C38 . 1.323(10) ?
    C38 C39 . 1.384(8) ?
    N5 O5 2_655 1.238(5) ?
    N5 O5 . 1.238(5) ?
    N5 O5 3_665 1.238(5) ?
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
    O1 Cu1 N2 . . 91.18(12) ?
    O1 Cu1 N1 . . 90.73(12) ?
    N2 Cu1 N1 . . 162.20(16) ?
    O1 Cu1 O2 . . 172.2(2) ?
    N2 Cu1 O2 . . 91.22(15) ?
    N1 Cu1 O2 . . 89.25(14) ?
    Cu1 O1 Cu1 . 2_655 119.59(5) ?
    Cu1 O1 Cu1 . 3_665 119.59(5) ?
    Cu1 O1 Cu1 2_655 3_665 119.59(5) ?
    N3 O2 Cu1 . . 103.4(3) ?
    C1 N1 N2 . 2_655 108.1(4) ?
    C1 N1 Cu1 . . 132.6(3) ?
    N2 N1 Cu1 2_655 . 119.3(3) ?
    C3 N2 N1 . 3_665 108.3(4) ?
    C3 N2 Cu1 . . 132.1(3) ?
    N1 N2 Cu1 3_665 . 118.9(3) ?
    O4 N3 O2 . . 120.7(5) ?
    O4 N3 O3 . . 121.5(5) ?
    O2 N3 O3 . . 117.9(4) ?
    N1 C1 C2 . . 109.1(4) ?
    C1 C2 C3 . 2_655 105.8(4) ?
    C1 C2 Cl1 . . 127.0(4) ?
    C3 C2 Cl1 2_655 . 127.2(4) ?
    N2 C3 C2 . 3_665 108.6(4) ?
    N4 P1 C34 . . 109.7(2) ?
    N4 P1 C28 . . 108.61(19) ?
    C34 P1 C28 . . 106.6(2) ?
    N4 P1 C22 . . 115.14(19) ?
    C34 P1 C22 . . 106.8(2) ?
    C28 P1 C22 . . 109.62(19) ?
    N4 P2 C10 . . 113.0(2) ?
    N4 P2 C4 . . 107.2(2) ?
    C10 P2 C4 . . 108.3(2) ?
    N4 P2 C16 . . 112.4(2) ?
    C10 P2 C16 . . 108.4(2) ?
    C4 P2 C16 . . 107.4(2) ?
    P1 N4 P2 . . 139.5(2) ?
    C5 C4 C9 . . 119.3(4) ?
    C5 C4 P2 . . 119.6(3) ?
    C9 C4 P2 . . 121.0(4) ?
    C4 C5 C6 . . 120.8(5) ?
    C7 C6 C5 . . 119.7(5) ?
    C6 C7 C8 . . 120.7(5) ?
    C7 C8 C9 . . 119.8(5) ?
    C8 C9 C4 . . 119.5(5) ?
    C11 C10 C15 . . 119.6(4) ?
    C11 C10 P2 . . 117.0(4) ?
    C15 C10 P2 . . 123.2(4) ?
    C10 C11 C12 . . 119.8(5) ?
    C13 C12 C11 . . 119.8(6) ?
    C12 C13 C14 . . 120.8(5) ?
    C13 C14 C15 . . 120.4(6) ?
    C14 C15 C10 . . 119.6(6) ?
    C17 C16 C21 . . 118.6(4) ?
    C17 C16 P2 . . 120.0(4) ?
    C21 C16 P2 . . 121.4(4) ?
    C16 C17 C18 . . 120.6(5) ?
    C19 C18 C17 . . 120.3(5) ?
    C18 C19 C20 . . 120.1(5) ?
    C19 C20 C21 . . 120.4(6) ?
    C20 C21 C16 . . 119.9(5) ?
    C23 C22 C27 . . 118.8(4) ?
    C23 C22 P1 . . 121.4(3) ?
    C27 C22 P1 . . 119.4(3) ?
    C22 C23 C24 . . 120.6(4) ?
    C25 C24 C23 . . 120.0(5) ?
    C26 C25 C24 . . 119.9(5) ?
    C25 C26 C27 . . 120.6(5) ?
    C26 C27 C22 . . 120.1(5) ?
    C33 C28 C29 . . 118.8(4) ?
    C33 C28 P1 . . 123.1(3) ?
    C29 C28 P1 . . 118.1(3) ?
    C30 C29 C28 . . 120.1(5) ?
    C29 C30 C31 . . 120.6(5) ?
    C32 C31 C30 . . 119.5(5) ?
    C31 C32 C33 . . 121.3(5) ?
    C32 C33 C28 . . 119.7(5) ?
    C35 C34 C39 . . 118.9(5) ?
    C35 C34 P1 . . 121.2(4) ?
    C39 C34 P1 . . 119.9(4) ?
    C34 C35 C36 . . 120.4(6) ?
    C35 C36 C37 . . 119.7(7) ?
    C38 C37 C36 . . 120.5(6) ?
    C37 C38 C39 . . 120.6(6) ?
    C38 C39 C34 . . 119.8(5) ?
    O5 N5 O5 2_655 . 119.91(5) ?
    O5 N5 O5 2_655 3_665 119.90(6) ?
    O5 N5 O5 . 3_665 119.91(5) ?
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
    C13 H13 O3 9_654 0.93 2.53 3.410(11) 157
