#------------------------------------------------------------------------------
#$Date: 2022-01-05 01:13:49 +0200 (Wed, 05 Jan 2022) $
#$Revision: 271797 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/59/1565904.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_1565904
loop_
_publ_author_name
'Kumar, sharvan'
'Yoshida, Kohshi'
'Hattori, Yusuke'
'Higashino, Tomohiro'
'Imahori, Hiroshi'
'Seki, Shu'
_publ_section_title
;
 Facile Synthesis of Ambient Stable Pyreno[4,5-b]pyrrole Monoanion and
 Pyreno[4,5-b:9,10-b’]dipyrrole Dianion: From Serendipity to Design
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC06070H
_journal_year                    2022
_chemical_formula_moiety         'C24 H8 N5, C24 H20 P'
_chemical_formula_sum            'C48 H28 N5 P'
_chemical_formula_weight         705.72
_chemical_melting_point          383.15
_chemical_name_common            'Pyrenopyrrole momoanion'
_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   geom
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2021-10-21 deposited with the CCDC.	2022-01-04 downloaded from the CCDC.
;
_cell_angle_alpha                117.428(8)
_cell_angle_beta                 103.381(10)
_cell_angle_gamma                100.452(16)
_cell_formula_units_Z            2
_cell_length_a                   11.934(2)
_cell_length_b                   13.207(2)
_cell_length_c                   14.026(3)
_cell_measurement_reflns_used    4896
_cell_measurement_temperature    183(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     1799.6(6)
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      183(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'Rigaku Saturn724+ (4x4 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_unetI/netI     0.0966
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14025
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.995
_diffrn_reflns_theta_min         3.025
_diffrn_source                   'Rotating Anode'
_exptl_absorpt_coefficient_mu    0.120
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.574
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Violet
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_description       Prism
_exptl_crystal_F_000             732
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_refine_diff_density_max         1.764
_refine_diff_density_min         -0.369
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     487
_refine_ls_number_reflns         7549
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0927
_refine_ls_R_factor_gt           0.0595
_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)+(0.0600P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1458
_refine_ls_wR_factor_ref         0.1568
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3620
_reflns_number_total             7549
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1sc06070h2.cif
_cod_data_source_block           0831se
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value '110 oC' was changed to
'383.15' -- it was converted from degrees Celsius (C) to kelvins (K).

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_cell_volume        1799.7(6)
_cod_database_code               1565904
_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   0.965
_shelx_estimated_absorpt_t_max   0.994
_shelxl_version_number           2014-3
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
C1 C 1.1806(3) 0.3955(3) -0.0625(3) 0.0492(8) Uani 1 1 d . . . . .
H1 H 1.1545 0.3104 -0.1135 0.059 Uiso 1 1 calc R U . . .
C2 C 1.2615(3) 0.4713(3) -0.0775(3) 0.0608(10) Uani 1 1 d . . . . .
H2 H 1.2913 0.4373 -0.1384 0.073 Uiso 1 1 calc R U . . .
C3 C 1.2993(3) 0.5942(3) -0.0063(3) 0.0578(9) Uani 1 1 d . . . . .
H3 H 1.3535 0.6447 -0.0191 0.069 Uiso 1 1 calc R U . . .
C4 C 1.2586(3) 0.6462(3) 0.0854(3) 0.0481(8) Uani 1 1 d . . . . .
C5 C 1.2977(3) 0.7748(3) 0.1610(3) 0.0600(9) Uani 1 1 d . . . . .
H4 H 1.3513 0.8255 0.1480 0.072 Uiso 1 1 calc R U . . .
C6 C 1.2599(3) 0.8256(3) 0.2508(3) 0.0587(9) Uani 1 1 d . . . . .
H5 H 1.2879 0.9111 0.2999 0.070 Uiso 1 1 calc R U . . .
C7 C 1.1780(3) 0.7522(3) 0.2728(3) 0.0532(9) Uani 1 1 d . . . . .
C8 C 1.1373(3) 0.8035(3) 0.3653(3) 0.0673(10) Uani 1 1 d . . . . .
H6 H 1.1648 0.8890 0.4154 0.081 Uiso 1 1 calc R U . . .
C9 C 1.0576(3) 0.7310(3) 0.3840(3) 0.0630(10) Uani 1 1 d . . . . .
H7 H 1.0324 0.7672 0.4478 0.076 Uiso 1 1 calc R U . . .
C10 C 1.0144(3) 0.6075(3) 0.3118(3) 0.0514(8) Uani 1 1 d . . . . .
H8 H 0.9588 0.5591 0.3254 0.062 Uiso 1 1 calc R U . . .
C11 C 1.0517(2) 0.5525(3) 0.2183(2) 0.0416(7) Uani 1 1 d . . . . .
C12 C 1.0084(2) 0.4239(3) 0.1390(2) 0.0387(7) Uani 1 1 d . . . . .
C13 C 1.0510(2) 0.3696(3) 0.0469(2) 0.0362(7) Uani 1 1 d . . . . .
C14 C 1.1374(2) 0.4438(3) 0.0270(2) 0.0399(7) Uani 1 1 d . . . . .
C15 C 1.1774(2) 0.5706(3) 0.1033(3) 0.0409(7) Uani 1 1 d . . . . .
C16 C 1.1359(2) 0.6253(3) 0.1988(3) 0.0430(7) Uani 1 1 d . . . . .
N1 N 0.9270(2) 0.3426(2) 0.14285(19) 0.0400(6) Uani 1 1 d . . . . .
C17 C 0.9154(2) 0.2322(2) 0.0540(2) 0.0370(7) Uani 1 1 d . . . . .
C18 C 0.9922(2) 0.2453(3) -0.0076(2) 0.0389(7) Uani 1 1 d . . . . .
C19 C 1.0030(3) 0.1512(3) -0.1052(3) 0.0483(8) Uani 1 1 d . . . . .
N2 N 1.0113(3) 0.0757(2) -0.1852(3) 0.0705(10) Uani 1 1 d . . . . .
C20 C 0.8319(2) 0.1260(2) 0.0311(2) 0.0361(7) Uani 1 1 d . . . . .
C21 C 0.8337(3) 0.0116(3) -0.0523(3) 0.0454(8) Uani 1 1 d . . . . .
N3 N 0.8363(3) -0.0808(2) -0.1170(2) 0.0662(9) Uani 1 1 d . . . . .
C22 C 0.7465(3) 0.1220(2) 0.0831(2) 0.0401(7) Uani 1 1 d . . . . .
C23 C 0.7278(3) 0.2245(3) 0.1649(3) 0.0479(8) Uani 1 1 d . . . . .
N4 N 0.7038(3) 0.2995(3) 0.2309(3) 0.0775(10) Uani 1 1 d . . . . .
C24 C 0.6681(3) 0.0092(3) 0.0554(2) 0.0411(7) Uani 1 1 d . . . . .
N5 N 0.6019(3) -0.0788(2) 0.0357(2) 0.0564(8) Uani 1 1 d . . . . .
P1 P 0.61861(6) 0.69693(6) 0.44067(6) 0.0315(2) Uani 1 1 d . . . . .
C25 C 0.7449(2) 0.6727(2) 0.5137(2) 0.0338(6) Uani 1 1 d . . . . .
C26 C 0.7564(3) 0.5587(3) 0.4694(2) 0.0435(7) Uani 1 1 d . . . . .
H9 H 0.6933 0.4908 0.4027 0.052 Uiso 1 1 calc R U . . .
C27 C 0.8599(3) 0.5444(3) 0.5226(3) 0.0539(9) Uani 1 1 d . . . . .
H10 H 0.8678 0.4663 0.4918 0.065 Uiso 1 1 calc R U . . .
C28 C 0.9509(3) 0.6409(3) 0.6186(3) 0.0532(9) Uani 1 1 d . . . . .
H11 H 1.0215 0.6296 0.6543 0.064 Uiso 1 1 calc R U . . .
C29 C 0.9409(3) 0.7558(3) 0.6647(3) 0.0489(8) Uani 1 1 d . . . . .
H12 H 1.0047 0.8229 0.7313 0.059 Uiso 1 1 calc R U . . .
C30 C 0.8383(2) 0.7720(3) 0.6135(2) 0.0399(7) Uani 1 1 d . . . . .
H13 H 0.8305 0.8501 0.6455 0.048 Uiso 1 1 calc R U . . .
C31 C 0.6679(2) 0.7689(2) 0.3684(2) 0.0332(6) Uani 1 1 d . . . . .
C32 C 0.7901(3) 0.8382(3) 0.4075(3) 0.0521(8) Uani 1 1 d . . . . .
H14 H 0.8483 0.8495 0.4737 0.063 Uiso 1 1 calc R U . . .
C33 C 0.8254(3) 0.8905(3) 0.3481(3) 0.0603(10) Uani 1 1 d . . . . .
H15 H 0.9083 0.9382 0.3744 0.072 Uiso 1 1 calc R U . . .
C34 C 0.7432(3) 0.8747(3) 0.2530(3) 0.0481(8) Uani 1 1 d . . . . .
H16 H 0.7689 0.9112 0.2136 0.058 Uiso 1 1 calc R U . . .
C35 C 0.6224(3) 0.8055(3) 0.2136(3) 0.0449(8) Uani 1 1 d . . . . .
H17 H 0.5651 0.7942 0.1469 0.054 Uiso 1 1 calc R U . . .
C36 C 0.5849(3) 0.7531(2) 0.2709(2) 0.0391(7) Uani 1 1 d . . . . .
H18 H 0.5017 0.7058 0.2435 0.047 Uiso 1 1 calc R U . . .
C37 C 0.5584(2) 0.7889(2) 0.5425(2) 0.0321(6) Uani 1 1 d . . . . .
C38 C 0.4915(2) 0.8537(2) 0.5172(2) 0.0411(7) Uani 1 1 d . . . . .
H19 H 0.4832 0.8562 0.4493 0.049 Uiso 1 1 calc R U . . .
C39 C 0.4359(3) 0.9160(3) 0.5925(3) 0.0503(8) Uani 1 1 d . . . . .
H20 H 0.3892 0.9608 0.5758 0.060 Uiso 1 1 calc R U . . .
C40 C 0.4488(3) 0.9123(3) 0.6902(3) 0.0519(9) Uani 1 1 d . . . . .
H21 H 0.4115 0.9555 0.7414 0.062 Uiso 1 1 calc R U . . .
C41 C 0.5143(3) 0.8477(3) 0.7153(3) 0.0513(8) Uani 1 1 d . . . . .
H22 H 0.5219 0.8452 0.7831 0.062 Uiso 1 1 calc R U . . .
C42 C 0.5702(3) 0.7849(3) 0.6406(3) 0.0458(8) Uani 1 1 d . . . . .
H23 H 0.6161 0.7396 0.6574 0.055 Uiso 1 1 calc R U . . .
C43 C 0.4999(2) 0.5569(2) 0.3337(2) 0.0344(6) Uani 1 1 d . . . . .
C44 C 0.3888(2) 0.5238(3) 0.3462(3) 0.0416(7) Uani 1 1 d . . . . .
H24 H 0.3743 0.5765 0.4126 0.050 Uiso 1 1 calc R U . . .
C45 C 0.3003(3) 0.4145(3) 0.2617(3) 0.0503(8) Uani 1 1 d . . . . .
H25 H 0.2250 0.3913 0.2705 0.060 Uiso 1 1 calc R U . . .
C46 C 0.3204(3) 0.3387(3) 0.1647(3) 0.0534(9) Uani 1 1 d . . . . .
H26 H 0.2580 0.2641 0.1064 0.064 Uiso 1 1 calc R U . . .
C47 C 0.4294(3) 0.3692(3) 0.1510(3) 0.0539(9) Uani 1 1 d . . . . .
H27 H 0.4428 0.3157 0.0843 0.065 Uiso 1 1 calc R U . . .
C48 C 0.5192(3) 0.4785(3) 0.2353(2) 0.0470(8) Uani 1 1 d . . . . .
H28 H 0.5946 0.5004 0.2261 0.056 Uiso 1 1 calc R U . . .
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'
P P 0.1023 0.0942 '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
C2 C1 C14 120.1(3) . . ?
C2 C1 H1 119.9 . . ?
C14 C1 H1 119.9 . . ?
C3 C2 C1 121.1(3) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C2 C3 C4 120.4(3) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C15 119.4(3) . . ?
C3 C4 C5 121.1(3) . . ?
C15 C4 C5 119.5(3) . . ?
C6 C5 C4 121.3(3) . . ?
C6 C5 H4 119.3 . . ?
C4 C5 H4 119.3 . . ?
C5 C6 C7 121.1(3) . . ?
C5 C6 H5 119.5 . . ?
C7 C6 H5 119.5 . . ?
C8 C7 C16 119.1(3) . . ?
C8 C7 C6 121.8(3) . . ?
C16 C7 C6 119.1(3) . . ?
C9 C8 C7 120.7(3) . . ?
C9 C8 H6 119.7 . . ?
C7 C8 H6 119.7 . . ?
C10 C9 C8 120.9(3) . . ?
C10 C9 H7 119.5 . . ?
C8 C9 H7 119.5 . . ?
C9 C10 C11 120.4(3) . . ?
C9 C10 H8 119.8 . . ?
C11 C10 H8 119.8 . . ?
C10 C11 C16 119.6(3) . . ?
C10 C11 C12 122.9(3) . . ?
C16 C11 C12 117.5(3) . . ?
N1 C12 C13 112.8(2) . . ?
N1 C12 C11 125.3(2) . . ?
C13 C12 C11 121.9(3) . . ?
C18 C13 C12 105.1(2) . . ?
C18 C13 C14 134.1(2) . . ?
C12 C13 C14 120.8(3) . . ?
C1 C14 C15 119.7(3) . . ?
C1 C14 C13 123.1(3) . . ?
C15 C14 C13 117.3(2) . . ?
C4 C15 C14 119.2(3) . . ?
C4 C15 C16 119.0(3) . . ?
C14 C15 C16 121.7(3) . . ?
C7 C16 C11 119.2(3) . . ?
C7 C16 C15 119.9(3) . . ?
C11 C16 C15 120.8(3) . . ?
C12 N1 C17 105.5(2) . . ?
N1 C17 C20 120.0(2) . . ?
N1 C17 C18 110.9(2) . . ?
C20 C17 C18 129.0(2) . . ?
C13 C18 C19 127.5(2) . . ?
C13 C18 C17 105.7(2) . . ?
C19 C18 C17 126.8(3) . . ?
N2 C19 C18 178.9(4) . . ?
C22 C20 C17 125.6(2) . . ?
C22 C20 C21 116.1(2) . . ?
C17 C20 C21 118.3(2) . . ?
N3 C21 C20 178.2(4) . . ?
C20 C22 C23 124.8(2) . . ?
C20 C22 C24 121.0(2) . . ?
C23 C22 C24 114.2(2) . . ?
N4 C23 C22 173.3(3) . . ?
N5 C24 C22 176.9(3) . . ?
C25 P1 C43 111.11(13) . . ?
C25 P1 C37 109.56(13) . . ?
C43 P1 C37 108.66(12) . . ?
C25 P1 C31 109.33(12) . . ?
C43 P1 C31 107.44(13) . . ?
C37 P1 C31 110.72(12) . . ?
C26 C25 C30 119.4(3) . . ?
C26 C25 P1 121.0(2) . . ?
C30 C25 P1 119.5(2) . . ?
C27 C26 C25 119.7(3) . . ?
C27 C26 H9 120.2 . . ?
C25 C26 H9 120.2 . . ?
C28 C27 C26 120.8(3) . . ?
C28 C27 H10 119.6 . . ?
C26 C27 H10 119.6 . . ?
C27 C28 C29 120.3(3) . . ?
C27 C28 H11 119.8 . . ?
C29 C28 H11 119.8 . . ?
C30 C29 C28 119.8(3) . . ?
C30 C29 H12 120.1 . . ?
C28 C29 H12 120.1 . . ?
C29 C30 C25 119.9(3) . . ?
C29 C30 H13 120.0 . . ?
C25 C30 H13 120.0 . . ?
C36 C31 C32 119.2(3) . . ?
C36 C31 P1 120.1(2) . . ?
C32 C31 P1 120.6(2) . . ?
C33 C32 C31 119.0(3) . . ?
C33 C32 H14 120.5 . . ?
C31 C32 H14 120.5 . . ?
C34 C33 C32 121.1(3) . . ?
C34 C33 H15 119.4 . . ?
C32 C33 H15 119.4 . . ?
C33 C34 C35 120.0(3) . . ?
C33 C34 H16 120.0 . . ?
C35 C34 H16 120.0 . . ?
C36 C35 C34 120.1(3) . . ?
C36 C35 H17 120.0 . . ?
C34 C35 H17 120.0 . . ?
C35 C36 C31 120.5(3) . . ?
C35 C36 H18 119.8 . . ?
C31 C36 H18 119.8 . . ?
C38 C37 C42 120.5(2) . . ?
C38 C37 P1 120.0(2) . . ?
C42 C37 P1 119.3(2) . . ?
C37 C38 C39 119.2(3) . . ?
C37 C38 H19 120.4 . . ?
C39 C38 H19 120.4 . . ?
C40 C39 C38 120.0(3) . . ?
C40 C39 H20 120.0 . . ?
C38 C39 H20 120.0 . . ?
C41 C40 C39 121.0(3) . . ?
C41 C40 H21 119.5 . . ?
C39 C40 H21 119.5 . . ?
C40 C41 C42 119.6(3) . . ?
C40 C41 H22 120.2 . . ?
C42 C41 H22 120.2 . . ?
C37 C42 C41 119.7(3) . . ?
C37 C42 H23 120.1 . . ?
C41 C42 H23 120.1 . . ?
C44 C43 C48 119.3(3) . . ?
C44 C43 P1 121.7(2) . . ?
C48 C43 P1 119.0(2) . . ?
C45 C44 C43 119.7(3) . . ?
C45 C44 H24 120.2 . . ?
C43 C44 H24 120.2 . . ?
C44 C45 C46 120.3(3) . . ?
C44 C45 H25 119.8 . . ?
C46 C45 H25 119.8 . . ?
C47 C46 C45 121.0(3) . . ?
C47 C46 H26 119.5 . . ?
C45 C46 H26 119.5 . . ?
C46 C47 C48 119.3(3) . . ?
C46 C47 H27 120.3 . . ?
C48 C47 H27 120.3 . . ?
C47 C48 C43 120.4(3) . . ?
C47 C48 H28 119.8 . . ?
C43 C48 H28 119.8 . . ?
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
C1 C2 1.384(4) . ?
C1 C14 1.389(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.367(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.399(4) . ?
C3 H3 0.9500 . ?
C4 C15 1.412(4) . ?
C4 C5 1.431(4) . ?
C5 C6 1.354(4) . ?
C5 H4 0.9500 . ?
C6 C7 1.436(4) . ?
C6 H5 0.9500 . ?
C7 C8 1.407(4) . ?
C7 C16 1.411(4) . ?
C8 C9 1.381(5) . ?
C8 H6 0.9500 . ?
C9 C10 1.373(4) . ?
C9 H7 0.9500 . ?
C10 C11 1.398(4) . ?
C10 H8 0.9500 . ?
C11 C16 1.424(4) . ?
C11 C12 1.437(4) . ?
C12 N1 1.341(3) . ?
C12 C13 1.423(3) . ?
C13 C18 1.397(4) . ?
C13 C14 1.456(4) . ?
C14 C15 1.414(4) . ?
C15 C16 1.452(4) . ?
N1 C17 1.368(3) . ?
C17 C20 1.412(4) . ?
C17 C18 1.436(4) . ?
C18 C19 1.417(4) . ?
C19 N2 1.148(3) . ?
C20 C22 1.392(3) . ?
C20 C21 1.430(4) . ?
C21 N3 1.149(3) . ?
C22 C23 1.412(4) . ?
C22 C24 1.428(4) . ?
C23 N4 1.140(3) . ?
C24 N5 1.148(3) . ?
P1 C25 1.785(3) . ?
P1 C43 1.785(3) . ?
P1 C37 1.796(2) . ?
P1 C31 1.799(3) . ?
C25 C26 1.387(4) . ?
C25 C30 1.406(4) . ?
C26 C27 1.380(4) . ?
C26 H9 0.9500 . ?
C27 C28 1.363(4) . ?
C27 H10 0.9500 . ?
C28 C29 1.390(4) . ?
C28 H11 0.9500 . ?
C29 C30 1.374(4) . ?
C29 H12 0.9500 . ?
C30 H13 0.9500 . ?
C31 C36 1.390(4) . ?
C31 C32 1.396(4) . ?
C32 C33 1.392(4) . ?
C32 H14 0.9500 . ?
C33 C34 1.359(4) . ?
C33 H15 0.9500 . ?
C34 C35 1.381(4) . ?
C34 H16 0.9500 . ?
C35 C36 1.375(4) . ?
C35 H17 0.9500 . ?
C36 H18 0.9500 . ?
C37 C38 1.376(4) . ?
C37 C42 1.377(4) . ?
C38 C39 1.398(4) . ?
C38 H19 0.9500 . ?
C39 C40 1.369(4) . ?
C39 H20 0.9500 . ?
C40 C41 1.361(4) . ?
C40 H21 0.9500 . ?
C41 C42 1.398(4) . ?
C41 H22 0.9500 . ?
C42 H23 0.9500 . ?
C43 C44 1.396(4) . ?
C43 C48 1.396(4) . ?
C44 C45 1.377(4) . ?
C44 H24 0.9500 . ?
C45 C46 1.377(4) . ?
C45 H25 0.9500 . ?
C46 C47 1.374(4) . ?
C46 H26 0.9500 . ?
C47 C48 1.382(4) . ?
C47 H27 0.9500 . ?
C48 H28 0.9500 . ?
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
C26 H9 N4 0.95 2.62 3.317(4) 130.8 .
C26 H9 N4 0.95 2.62 3.317(4) 130.8 .
C26 H9 N4 0.95 2.62 3.317(4) 130.8 .
C26 H9 N4 0.95 2.62 3.317(4) 130.8 .
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
C14 C1 C2 C3 -0.8(5) . . . . ?
C1 C2 C3 C4 1.4(5) . . . . ?
C2 C3 C4 C15 -0.4(5) . . . . ?
C2 C3 C4 C5 179.7(3) . . . . ?
C3 C4 C5 C6 -179.2(3) . . . . ?
C15 C4 C5 C6 1.0(5) . . . . ?
C4 C5 C6 C7 -0.6(5) . . . . ?
C5 C6 C7 C8 -179.7(3) . . . . ?
C5 C6 C7 C16 -0.5(5) . . . . ?
C16 C7 C8 C9 0.3(5) . . . . ?
C6 C7 C8 C9 179.4(3) . . . . ?
C7 C8 C9 C10 -1.3(5) . . . . ?
C8 C9 C10 C11 0.8(5) . . . . ?
C9 C10 C11 C16 0.6(5) . . . . ?
C9 C10 C11 C12 -179.2(3) . . . . ?
C10 C11 C12 N1 1.5(5) . . . . ?
C16 C11 C12 N1 -178.3(3) . . . . ?
C10 C11 C12 C13 -177.7(3) . . . . ?
C16 C11 C12 C13 2.5(4) . . . . ?
N1 C12 C13 C18 -1.3(3) . . . . ?
C11 C12 C13 C18 178.0(3) . . . . ?
N1 C12 C13 C14 178.3(3) . . . . ?
C11 C12 C13 C14 -2.4(4) . . . . ?
C2 C1 C14 C15 -0.6(5) . . . . ?
C2 C1 C14 C13 179.2(3) . . . . ?
C18 C13 C14 C1 0.3(5) . . . . ?
C12 C13 C14 C1 -179.1(3) . . . . ?
C18 C13 C14 C15 -179.9(3) . . . . ?
C12 C13 C14 C15 0.7(4) . . . . ?
C3 C4 C15 C14 -1.0(4) . . . . ?
C5 C4 C15 C14 178.9(3) . . . . ?
C3 C4 C15 C16 179.8(3) . . . . ?
C5 C4 C15 C16 -0.3(4) . . . . ?
C1 C14 C15 C4 1.5(4) . . . . ?
C13 C14 C15 C4 -178.3(3) . . . . ?
C1 C14 C15 C16 -179.3(3) . . . . ?
C13 C14 C15 C16 0.9(4) . . . . ?
C8 C7 C16 C11 1.1(4) . . . . ?
C6 C7 C16 C11 -178.0(3) . . . . ?
C8 C7 C16 C15 -179.7(3) . . . . ?
C6 C7 C16 C15 1.2(4) . . . . ?
C10 C11 C16 C7 -1.6(4) . . . . ?
C12 C11 C16 C7 178.3(3) . . . . ?
C10 C11 C16 C15 179.2(3) . . . . ?
C12 C11 C16 C15 -1.0(4) . . . . ?
C4 C15 C16 C7 -0.7(4) . . . . ?
C14 C15 C16 C7 -179.9(3) . . . . ?
C4 C15 C16 C11 178.5(3) . . . . ?
C14 C15 C16 C11 -0.7(4) . . . . ?
C13 C12 N1 C17 0.9(3) . . . . ?
C11 C12 N1 C17 -178.4(3) . . . . ?
C12 N1 C17 C20 -177.6(3) . . . . ?
C12 N1 C17 C18 -0.2(3) . . . . ?
C12 C13 C18 C19 179.6(3) . . . . ?
C14 C13 C18 C19 0.1(5) . . . . ?
C12 C13 C18 C17 1.1(3) . . . . ?
C14 C13 C18 C17 -178.4(3) . . . . ?
N1 C17 C18 C13 -0.6(3) . . . . ?
C20 C17 C18 C13 176.5(3) . . . . ?
N1 C17 C18 C19 -179.1(3) . . . . ?
C20 C17 C18 C19 -2.0(5) . . . . ?
N1 C17 C20 C22 7.9(4) . . . . ?
C18 C17 C20 C22 -169.0(3) . . . . ?
N1 C17 C20 C21 -171.9(3) . . . . ?
C18 C17 C20 C21 11.2(5) . . . . ?
C17 C20 C22 C23 2.1(5) . . . . ?
C21 C20 C22 C23 -178.1(3) . . . . ?
C17 C20 C22 C24 -178.5(3) . . . . ?
C21 C20 C22 C24 1.3(4) . . . . ?
C43 P1 C25 C26 14.9(3) . . . . ?
C37 P1 C25 C26 135.0(2) . . . . ?
C31 P1 C25 C26 -103.5(2) . . . . ?
C43 P1 C25 C30 -169.3(2) . . . . ?
C37 P1 C25 C30 -49.2(2) . . . . ?
C31 P1 C25 C30 72.3(2) . . . . ?
C30 C25 C26 C27 -1.0(4) . . . . ?
P1 C25 C26 C27 174.8(2) . . . . ?
C25 C26 C27 C28 0.4(5) . . . . ?
C26 C27 C28 C29 -0.1(5) . . . . ?
C27 C28 C29 C30 0.4(4) . . . . ?
C28 C29 C30 C25 -1.1(4) . . . . ?
C26 C25 C30 C29 1.4(4) . . . . ?
P1 C25 C30 C29 -174.5(2) . . . . ?
C25 P1 C31 C36 153.2(2) . . . . ?
C43 P1 C31 C36 32.5(2) . . . . ?
C37 P1 C31 C36 -86.0(2) . . . . ?
C25 P1 C31 C32 -25.1(3) . . . . ?
C43 P1 C31 C32 -145.7(2) . . . . ?
C37 P1 C31 C32 95.7(2) . . . . ?
C36 C31 C32 C33 0.5(4) . . . . ?
P1 C31 C32 C33 178.7(2) . . . . ?
C31 C32 C33 C34 -0.3(5) . . . . ?
C32 C33 C34 C35 -0.1(5) . . . . ?
C33 C34 C35 C36 0.3(4) . . . . ?
C34 C35 C36 C31 -0.1(4) . . . . ?
C32 C31 C36 C35 -0.3(4) . . . . ?
P1 C31 C36 C35 -178.5(2) . . . . ?
C25 P1 C37 C38 157.6(2) . . . . ?
C43 P1 C37 C38 -80.8(2) . . . . ?
C31 P1 C37 C38 37.0(3) . . . . ?
C25 P1 C37 C42 -28.4(3) . . . . ?
C43 P1 C37 C42 93.1(2) . . . . ?
C31 P1 C37 C42 -149.1(2) . . . . ?
C42 C37 C38 C39 0.3(4) . . . . ?
P1 C37 C38 C39 174.2(2) . . . . ?
C37 C38 C39 C40 0.2(4) . . . . ?
C38 C39 C40 C41 -0.7(5) . . . . ?
C39 C40 C41 C42 0.6(5) . . . . ?
C38 C37 C42 C41 -0.4(4) . . . . ?
P1 C37 C42 C41 -174.3(2) . . . . ?
C40 C41 C42 C37 0.0(5) . . . . ?
C25 P1 C43 C44 110.1(2) . . . . ?
C37 P1 C43 C44 -10.5(3) . . . . ?
C31 P1 C43 C44 -130.3(2) . . . . ?
C25 P1 C43 C48 -69.6(3) . . . . ?
C37 P1 C43 C48 169.8(2) . . . . ?
C31 P1 C43 C48 49.9(3) . . . . ?
C48 C43 C44 C45 0.2(4) . . . . ?
P1 C43 C44 C45 -179.5(2) . . . . ?
C43 C44 C45 C46 -0.8(5) . . . . ?
C44 C45 C46 C47 1.2(5) . . . . ?
C45 C46 C47 C48 -1.0(5) . . . . ?
C46 C47 C48 C43 0.4(5) . . . . ?
C44 C43 C48 C47 0.0(5) . . . . ?
P1 C43 C48 C47 179.7(2) . . . . ?
