#------------------------------------------------------------------------------
#$Date: 2015-08-04 22:03:04 +0300 (Tue, 04 Aug 2015) $
#$Revision: 152747 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/42/4124231.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_4124231
loop_
_publ_author_name
'Yoshida, Takuya'
'Zhou, Wen'
'Furuyama, Taniyuki'
'Leznoff, Daniel B.'
'Kobayashi, Nagao'
_publ_section_title
;
 An Extremely Air-Stable 19π Porphyrinoid.
;
_journal_issue                   29
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9258
_journal_page_last               9261
_journal_paper_doi               10.1021/jacs.5b05781
_journal_volume                  137
_journal_year                    2015
_chemical_formula_moiety         'C98 H110 N8 O2 P'
_chemical_formula_sum            'C98 H110 N8 O2 P'
_chemical_formula_weight         1462.90
_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   geom
_cell_angle_alpha                94.727(2)
_cell_angle_beta                 101.424(2)
_cell_angle_gamma                101.368(2)
_cell_formula_units_Z            1
_cell_length_a                   8.5929(2)
_cell_length_b                   14.0278(4)
_cell_length_c                   18.1009(5)
_cell_measurement_reflns_used    9882
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      68.30
_cell_measurement_theta_min      2.51
_cell_volume                     2079.88(10)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            32395
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.294
_diffrn_reflns_theta_min         2.510
_exptl_absorpt_coefficient_mu    0.709
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7293
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Sheldrich , 1996)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.168
_exptl_crystal_description       plate
_exptl_crystal_F_000             785
_exptl_crystal_size_max          0.516
_exptl_crystal_size_mid          0.127
_exptl_crystal_size_min          0.035
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.408
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     577
_refine_ls_number_reflns         7430
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0472
_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)+(0.0274P)²+1.9593P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1082
_refine_ls_wR_factor_ref         0.1172
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6317
_reflns_number_total             7430
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja5b05781_si_002.cif
_cod_data_source_block           rPTAP
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 
;
_cod_database_code               4124231
_shelxl_version_number           2013-2
loop_
_symmetry_equiv_pos_as_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
P1 P 1.0000 0.5000 0.5000 0.01660(14) Uani 1 2 d S . P . .
O1 O 1.04194(14) 0.41350(9) 0.44556(7) 0.0211(3) Uani 1 1 d . . . . .
N1 N 1.00633(17) 0.35598(11) 0.63832(9) 0.0212(3) Uani 1 1 d . . . . .
N2 N 0.84742(17) 0.40152(10) 0.52578(8) 0.0177(3) Uani 1 1 d . . . . .
N3 N 0.60821(17) 0.38961(11) 0.42554(9) 0.0205(3) Uani 1 1 d . . . . .
N4 N 0.84045(17) 0.51550(10) 0.41757(8) 0.0182(3) Uani 1 1 d . . . . .
C1 C 1.1410(2) 0.41802(13) 0.63482(10) 0.0195(4) Uani 1 1 d . . . . .
C2 C 0.8704(2) 0.34986(12) 0.58835(10) 0.0187(4) Uani 1 1 d . . . . .
C3 C 0.7222(2) 0.28108(13) 0.58992(10) 0.0196(4) Uani 1 1 d . . . . .
C4 C 0.7081(2) 0.21397(13) 0.64808(10) 0.0214(4) Uani 1 1 d . . . . .
C5 C 0.7879(2) 0.24264(14) 0.72382(11) 0.0281(4) Uani 1 1 d . . . . .
H5 H 0.8548 0.3066 0.7384 0.034 Uiso 1 1 calc R U . . .
C6 C 0.7717(3) 0.17974(16) 0.77822(12) 0.0337(5) Uani 1 1 d . . . . .
H6 H 0.8277 0.2016 0.8294 0.040 Uiso 1 1 calc R U . . .
C7 C 0.6753(3) 0.08535(16) 0.75978(12) 0.0330(5) Uani 1 1 d . . . . .
C8 C 0.5983(2) 0.05632(14) 0.68365(12) 0.0295(4) Uani 1 1 d . . . . .
H8 H 0.5339 -0.0083 0.6689 0.035 Uiso 1 1 calc R U . . .
C9 C 0.6128(2) 0.11904(14) 0.62871(11) 0.0245(4) Uani 1 1 d . . . . .
H9 H 0.5574 0.0971 0.5775 0.029 Uiso 1 1 calc R U . . .
C10 C 0.6554(4) 0.01626(18) 0.82023(13) 0.0525(7) Uani 1 1 d . . . . .
C11 C 0.7244(9) 0.0685(8) 0.9039(6) 0.0450(19) Uani 0.533(4) 1 d . . P A 1
H11A H 0.8432 0.0880 0.9133 0.068 Uiso 0.533(4) 1 calc R U P A 1
H11B H 0.6934 0.0232 0.9396 0.068 Uiso 0.533(4) 1 calc R U P A 1
H11C H 0.6794 0.1267 0.9109 0.068 Uiso 0.533(4) 1 calc R U P A 1
C12 C 0.7032(8) -0.0711(4) 0.8061(3) 0.0553(16) Uani 0.533(4) 1 d . . P A 1
H12A H 0.6480 -0.1025 0.7547 0.083 Uiso 0.533(4) 1 calc R U P A 1
H12B H 0.6740 -0.1147 0.8431 0.083 Uiso 0.533(4) 1 calc R U P A 1
H12C H 0.8212 -0.0577 0.8105 0.083 Uiso 0.533(4) 1 calc R U P A 1
C13 C 0.4564(5) -0.0096(4) 0.8191(3) 0.0461(13) Uani 0.533(4) 1 d . . P A 1
H13A H 0.3966 -0.0474 0.7703 0.069 Uiso 0.533(4) 1 calc R U P A 1
H13B H 0.4191 0.0515 0.8258 0.069 Uiso 0.533(4) 1 calc R U P A 1
H13C H 0.4369 -0.0481 0.8604 0.069 Uiso 0.533(4) 1 calc R U P A 1
C14 C 0.6097(2) 0.28873(12) 0.52707(10) 0.0199(4) Uani 1 1 d . . . . .
C15 C 0.4380(2) 0.23717(12) 0.49944(10) 0.0203(4) Uani 1 1 d . . . . .
C16 C 0.3251(2) 0.23750(14) 0.54519(11) 0.0249(4) Uani 1 1 d . . . . .
H16 H 0.3602 0.2679 0.5963 0.030 Uiso 1 1 calc R U . . .
C17 C 0.1620(2) 0.19389(14) 0.51696(11) 0.0256(4) Uani 1 1 d . . . . .
H17 H 0.0873 0.1965 0.5489 0.031 Uiso 1 1 calc R U . . .
C18 C 0.1048(2) 0.14627(13) 0.44292(11) 0.0226(4) Uani 1 1 d . . . . .
C19 C 0.2196(2) 0.14415(14) 0.39860(11) 0.0267(4) Uani 1 1 d . . . . .
H19 H 0.1856 0.1108 0.3483 0.032 Uiso 1 1 calc R U . . .
C20 C 0.3820(2) 0.18929(13) 0.42576(11) 0.0244(4) Uani 1 1 d . . . . .
H20 H 0.4564 0.1875 0.3935 0.029 Uiso 1 1 calc R U . . .
C21 C -0.0769(2) 0.10397(14) 0.40904(12) 0.0270(4) Uani 1 1 d . . . . .
C22 C -0.1737(2) 0.07928(16) 0.46987(13) 0.0343(5) Uani 1 1 d . . . . .
H22A H -0.2881 0.0516 0.4455 0.051 Uiso 1 1 calc R U . . .
H22B H -0.1658 0.1390 0.5038 0.051 Uiso 1 1 calc R U . . .
H22C H -0.1293 0.0314 0.4993 0.051 Uiso 1 1 calc R U . . .
C23 C -0.1024(3) 0.01037(16) 0.35304(13) 0.0367(5) Uani 1 1 d . . . . .
H23A H -0.2187 -0.0198 0.3375 0.055 Uiso 1 1 calc R U . . .
H23B H -0.0443 -0.0360 0.3779 0.055 Uiso 1 1 calc R U . . .
H23C H -0.0602 0.0274 0.3082 0.055 Uiso 1 1 calc R U . . .
C24 C -0.1436(2) 0.18259(16) 0.36620(14) 0.0365(5) Uani 1 1 d . . . . .
H24A H -0.0850 0.1978 0.3259 0.055 Uiso 1 1 calc R U . . .
H24B H -0.1286 0.2420 0.4017 0.055 Uiso 1 1 calc R U . . .
H24C H -0.2597 0.1581 0.3438 0.055 Uiso 1 1 calc R U . . .
C25 C 0.6877(2) 0.36323(12) 0.48768(10) 0.0187(4) Uani 1 1 d . . . . .
C26 C 0.6822(2) 0.46143(12) 0.39271(10) 0.0188(4) Uani 1 1 d . . . . .
C27 C 0.6014(2) 0.49439(13) 0.32581(10) 0.0205(4) Uani 1 1 d . . . . .
C28 C 0.4318(2) 0.45331(13) 0.28587(10) 0.0208(4) Uani 1 1 d . . . . .
C29 C 0.3692(2) 0.35296(14) 0.26912(11) 0.0235(4) Uani 1 1 d . . . . .
H29 H 0.4369 0.3090 0.2847 0.028 Uiso 1 1 calc R U . . .
C30 C 0.2094(2) 0.31570(14) 0.23005(11) 0.0255(4) Uani 1 1 d . . . . .
H30 H 0.1704 0.2467 0.2192 0.031 Uiso 1 1 calc R U . . .
C31 C 0.1050(2) 0.37694(15) 0.20649(11) 0.0263(4) Uani 1 1 d . . . . .
C32 C 0.1690(2) 0.47769(15) 0.22405(12) 0.0305(4) Uani 1 1 d . . . . .
H32 H 0.1008 0.5216 0.2092 0.037 Uiso 1 1 calc R U . . .
C33 C 0.3278(2) 0.51547(14) 0.26228(12) 0.0278(4) Uani 1 1 d . . . . .
H33 H 0.3671 0.5845 0.2727 0.033 Uiso 1 1 calc R U . . .
C34 C -0.0730(2) 0.33877(16) 0.16456(12) 0.0315(4) Uani 1 1 d . . . . .
C35 C -0.1821(3) 0.36544(18) 0.21714(14) 0.0402(5) Uani 1 1 d . . . . .
H35A H -0.1603 0.4368 0.2294 0.060 Uiso 1 1 calc R U . . .
H35B H -0.1591 0.3356 0.2641 0.060 Uiso 1 1 calc R U . . .
H35C H -0.2966 0.3409 0.1915 0.060 Uiso 1 1 calc R U . . .
C36 C -0.1159(3) 0.22794(17) 0.14221(14) 0.0404(5) Uani 1 1 d . . . . .
H36A H -0.2300 0.2075 0.1151 0.061 Uiso 1 1 calc R U . . .
H36B H -0.0993 0.1952 0.1880 0.061 Uiso 1 1 calc R U . . .
H36C H -0.0459 0.2100 0.1092 0.061 Uiso 1 1 calc R U . . .
C37 C -0.1060(3) 0.3888(2) 0.09215(14) 0.0452(6) Uani 1 1 d . . . . .
H37A H -0.0328 0.3747 0.0595 0.068 Uiso 1 1 calc R U . . .
H37B H -0.0870 0.4598 0.1061 0.068 Uiso 1 1 calc R U . . .
H37C H -0.2191 0.3637 0.0647 0.068 Uiso 1 1 calc R U . . .
C38 C 0.7118(2) 0.57032(13) 0.30910(10) 0.0219(4) Uani 1 1 d . . . . .
C39 C 0.6984(2) 0.62164(15) 0.24099(11) 0.0281(4) Uani 1 1 d . . . . .
C40 C 0.6237(3) 0.56878(19) 0.16976(12) 0.0392(5) Uani 1 1 d . . . . .
H40 H 0.5734 0.5014 0.1665 0.047 Uiso 1 1 calc R U . . .
C41 C 0.6214(3) 0.6123(3) 0.10387(14) 0.0556(8) Uani 1 1 d . . . . .
H41 H 0.5699 0.5741 0.0564 0.067 Uiso 1 1 calc R U . . .
C42 C 0.6922(3) 0.7102(3) 0.10550(18) 0.0667(10) Uani 1 1 d . . . . .
C43 C 0.7613(3) 0.7638(2) 0.17657(19) 0.0630(9) Uani 1 1 d . . . . .
H43 H 0.8069 0.8318 0.1796 0.076 Uiso 1 1 calc R U . . .
C44 C 0.7656(3) 0.72076(18) 0.24352(15) 0.0415(6) Uani 1 1 d . . . . .
H44 H 0.8146 0.7594 0.2911 0.050 Uiso 1 1 calc R U . . .
C45 C 0.6859(8) 0.7376(5) 0.0212(4) 0.0362(14) Uani 0.533(4) 1 d . . P A 1
C46 C 0.6302(6) 0.6578(4) -0.0472(2) 0.0485(13) Uani 0.533(4) 1 d . . P A 1
H46A H 0.6347 0.6878 -0.0939 0.073 Uiso 0.533(4) 1 calc R U P A 1
H46B H 0.5184 0.6231 -0.0492 0.073 Uiso 0.533(4) 1 calc R U P A 1
H46C H 0.7020 0.6113 -0.0422 0.073 Uiso 0.533(4) 1 calc R U P A 1
C47 C 0.5653(13) 0.8043(6) 0.0132(5) 0.056(2) Uani 0.533(4) 1 d . . P A 1
H47A H 0.5583 0.8297 -0.0359 0.085 Uiso 0.533(4) 1 calc R U P A 1
H47B H 0.6021 0.8592 0.0543 0.085 Uiso 0.533(4) 1 calc R U P A 1
H47C H 0.4580 0.7671 0.0161 0.085 Uiso 0.533(4) 1 calc R U P A 1
C48 C 0.8553(9) 0.7951(7) 0.0210(4) 0.065(2) Uani 0.533(4) 1 d . . P A 1
H48A H 0.8558 0.8181 -0.0287 0.098 Uiso 0.533(4) 1 calc R U P A 1
H48B H 0.9333 0.7528 0.0308 0.098 Uiso 0.533(4) 1 calc R U P A 1
H48C H 0.8860 0.8516 0.0606 0.098 Uiso 0.533(4) 1 calc R U P A 1
C49 C 1.1958(2) 0.41262(14) 0.42733(12) 0.0272(4) Uani 1 1 d . . . . .
H49A H 1.1937 0.3475 0.4024 0.041 Uiso 1 1 calc R U . . .
H49B H 1.2811 0.4281 0.4740 0.041 Uiso 1 1 calc R U . . .
H49C H 1.2182 0.4616 0.3931 0.041 Uiso 1 1 calc R U . . .
C50 C 0.8407(8) -0.0238(4) 0.8337(3) 0.0488(15) Uani 0.467(4) 1 d . . P A 2
H50A H 0.8498 -0.0579 0.7857 0.073 Uiso 0.467(4) 1 calc R U P A 2
H50B H 0.8430 -0.0687 0.8724 0.073 Uiso 0.467(4) 1 calc R U P A 2
H50C H 0.9321 0.0329 0.8504 0.073 Uiso 0.467(4) 1 calc R U P A 2
C51 C 0.5448(10) -0.0837(5) 0.7880(4) 0.077(3) Uani 0.467(4) 1 d . . P A 2
H51A H 0.4326 -0.0762 0.7715 0.115 Uiso 0.467(4) 1 calc R U P A 2
H51B H 0.5497 -0.1278 0.8272 0.115 Uiso 0.467(4) 1 calc R U P A 2
H51C H 0.5810 -0.1113 0.7445 0.115 Uiso 0.467(4) 1 calc R U P A 2
C52 C 0.6556(13) 0.0624(10) 0.8887(7) 0.060(3) Uani 0.467(4) 1 d . . P A 2
H52A H 0.5642 0.0953 0.8839 0.090 Uiso 0.467(4) 1 calc R U P A 2
H52B H 0.7580 0.1110 0.9071 0.090 Uiso 0.467(4) 1 calc R U P A 2
H52C H 0.6449 0.0143 0.9247 0.090 Uiso 0.467(4) 1 calc R U P A 2
C53 C 0.7111(9) 0.7808(7) 0.0449(4) 0.0429(18) Uani 0.467(4) 1 d . . P A 3
C54 C 0.7764(7) 0.8924(4) 0.0631(3) 0.0539(16) Uani 0.467(4) 1 d . . P A 3
H54A H 0.7856 0.9206 0.0160 0.081 Uiso 0.467(4) 1 calc R U P A 3
H54B H 0.8837 0.9061 0.0976 0.081 Uiso 0.467(4) 1 calc R U P A 3
H54C H 0.7014 0.9216 0.0873 0.081 Uiso 0.467(4) 1 calc R U P A 3
C55 C 0.8270(11) 0.7368(7) 0.0046(5) 0.062(2) Uani 0.467(4) 1 d . . P A 3
H55A H 0.7825 0.6665 -0.0107 0.093 Uiso 0.467(4) 1 calc R U P A 3
H55B H 0.9336 0.7468 0.0392 0.093 Uiso 0.467(4) 1 calc R U P A 3
H55C H 0.8388 0.7692 -0.0406 0.093 Uiso 0.467(4) 1 calc R U P A 3
C56 C 0.5432(13) 0.7594(9) -0.0103(6) 0.065(3) Uani 0.467(4) 1 d . . P A 3
H56A H 0.5492 0.7981 -0.0527 0.098 Uiso 0.467(4) 1 calc R U P A 3
H56B H 0.4625 0.7770 0.0166 0.098 Uiso 0.467(4) 1 calc R U P A 3
H56C H 0.5113 0.6895 -0.0299 0.098 Uiso 0.467(4) 1 calc R U P A 3
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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
O1 P1 O1 180.00(7) 2_766 .
O1 P1 N2 86.74(6) 2_766 2_766
O1 P1 N2 93.26(6) . 2_766
O1 P1 N2 93.26(6) 2_766 .
O1 P1 N2 86.74(6) . .
N2 P1 N2 180.0 2_766 .
O1 P1 N4 88.58(6) 2_766 2_766
O1 P1 N4 91.43(6) . 2_766
N2 P1 N4 89.26(6) 2_766 2_766
N2 P1 N4 90.73(6) . 2_766
O1 P1 N4 91.42(6) 2_766 .
O1 P1 N4 88.57(6) . .
N2 P1 N4 90.73(6) 2_766 .
N2 P1 N4 89.27(6) . .
N4 P1 N4 180.0 2_766 .
C49 O1 P1 126.18(11) . .
C2 N1 C1 121.03(15) . .
C25 N2 C2 104.81(13) . .
C25 N2 P1 128.14(12) . .
C2 N2 P1 127.05(11) . .
C25 N3 C26 119.77(15) . .
C26 N4 C1 104.68(14) . 2_766
C26 N4 P1 128.42(12) . .
C1 N4 P1 126.83(11) 2_766 .
N1 C1 N4 127.06(16) . 2_766
N1 C1 C38 122.00(16) . 2_766
N4 C1 C38 110.78(15) 2_766 2_766
N1 C2 N2 127.14(15) . .
N1 C2 C3 122.13(16) . .
N2 C2 C3 110.64(15) . .
C14 C3 C2 106.68(15) . .
C14 C3 C4 129.46(16) . .
C2 C3 C4 123.78(16) . .
C5 C4 C9 117.63(16) . .
C5 C4 C3 121.68(16) . .
C9 C4 C3 120.69(17) . .
C6 C5 C4 121.27(18) . .
C6 C5 H5 119.4 . .
C4 C5 H5 119.4 . .
C5 C6 C7 121.63(19) . .
C5 C6 H6 119.2 . .
C7 C6 H6 119.2 . .
C6 C7 C8 116.87(18) . .
C6 C7 C10 121.61(19) . .
C8 C7 C10 121.52(19) . .
C9 C8 C7 121.96(18) . .
C9 C8 H8 119.0 . .
C7 C8 H8 119.0 . .
C8 C9 C4 120.61(18) . .
C8 C9 H9 119.7 . .
C4 C9 H9 119.7 . .
C52 C10 C51 122.4(7) . .
C52 C10 C7 113.7(6) . .
C12 C10 C7 114.1(3) . .
C51 C10 C7 113.1(3) . .
C12 C10 C11 113.9(5) . .
C7 C10 C11 113.5(4) . .
C12 C10 C13 108.4(4) . .
C7 C10 C13 105.4(2) . .
C11 C10 C13 100.1(4) . .
C52 C10 C50 104.8(5) . .
C51 C10 C50 96.4(5) . .
C7 C10 C50 101.9(3) . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C10 C12 H12A 109.5 . .
C10 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C10 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C10 C13 H13A 109.5 . .
C10 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C10 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C3 C14 C25 107.07(15) . .
C3 C14 C15 130.90(16) . .
C25 C14 C15 122.02(16) . .
C20 C15 C16 117.66(16) . .
C20 C15 C14 120.91(16) . .
C16 C15 C14 121.40(16) . .
C17 C16 C15 120.80(18) . .
C17 C16 H16 119.6 . .
C15 C16 H16 119.6 . .
C16 C17 C18 121.84(17) . .
C16 C17 H17 119.1 . .
C18 C17 H17 119.1 . .
C19 C18 C17 116.71(16) . .
C19 C18 C21 120.73(17) . .
C17 C18 C21 122.43(16) . .
C20 C19 C18 121.85(18) . .
C20 C19 H19 119.1 . .
C18 C19 H19 119.1 . .
C19 C20 C15 121.10(17) . .
C19 C20 H20 119.4 . .
C15 C20 H20 119.4 . .
C22 C21 C24 108.43(17) . .
C22 C21 C18 112.55(16) . .
C24 C21 C18 107.16(15) . .
C22 C21 C23 108.26(16) . .
C24 C21 C23 109.17(18) . .
C18 C21 C23 111.19(16) . .
C21 C22 H22A 109.5 . .
C21 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C21 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C21 C23 H23A 109.5 . .
C21 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C21 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C21 C24 H24A 109.5 . .
C21 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C21 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
N3 C25 N2 127.65(15) . .
N3 C25 C14 121.54(15) . .
N2 C25 C14 110.78(15) . .
N3 C26 N4 126.62(16) . .
N3 C26 C27 122.33(15) . .
N4 C26 C27 111.03(14) . .
C38 C27 C26 106.61(15) . .
C38 C27 C28 128.74(17) . .
C26 C27 C28 124.64(15) . .
C29 C28 C33 117.56(17) . .
C29 C28 C27 122.14(16) . .
C33 C28 C27 120.29(16) . .
C28 C29 C30 121.20(17) . .
C28 C29 H29 119.4 . .
C30 C29 H29 119.4 . .
C29 C30 C31 121.64(18) . .
C29 C30 H30 119.2 . .
C31 C30 H30 119.2 . .
C30 C31 C32 116.67(17) . .
C30 C31 C34 123.26(18) . .
C32 C31 C34 120.06(18) . .
C33 C32 C31 122.16(18) . .
C33 C32 H32 118.9 . .
C31 C32 H32 118.9 . .
C32 C33 C28 120.77(18) . .
C32 C33 H33 119.6 . .
C28 C33 H33 119.6 . .
C36 C34 C31 112.67(17) . .
C36 C34 C35 108.75(18) . .
C31 C34 C35 108.26(17) . .
C36 C34 C37 108.73(19) . .
C31 C34 C37 109.28(17) . .
C35 C34 C37 109.09(18) . .
C34 C35 H35A 109.5 . .
C34 C35 H35B 109.5 . .
H35A C35 H35B 109.5 . .
C34 C35 H35C 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
C34 C36 H36A 109.5 . .
C34 C36 H36B 109.5 . .
H36A C36 H36B 109.5 . .
C34 C36 H36C 109.5 . .
H36A C36 H36C 109.5 . .
H36B C36 H36C 109.5 . .
C34 C37 H37A 109.5 . .
C34 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
C34 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
C27 C38 C1 106.89(16) . 2_766
C27 C38 C39 128.79(17) . .
C1 C38 C39 123.63(16) 2_766 .
C44 C39 C40 117.5(2) . .
C44 C39 C38 122.74(19) . .
C40 C39 C38 119.64(19) . .
C41 C40 C39 121.4(2) . .
C41 C40 H40 119.3 . .
C39 C40 H40 119.3 . .
C40 C41 C42 121.6(3) . .
C40 C41 H41 119.2 . .
C42 C41 H41 119.2 . .
C41 C42 C43 117.1(2) . .
C41 C42 C53 135.1(4) . .
C43 C42 C53 107.8(4) . .
C41 C42 C45 110.5(4) . .
C43 C42 C45 132.3(4) . .
C42 C43 C44 122.0(3) . .
C42 C43 H43 119.0 . .
C44 C43 H43 119.0 . .
C39 C44 C43 120.3(3) . .
C39 C44 H44 119.8 . .
C43 C44 H44 119.8 . .
C48 C45 C47 110.4(7) . .
C48 C45 C46 109.0(6) . .
C47 C45 C46 107.5(6) . .
C48 C45 C42 106.2(5) . .
C47 C45 C42 102.7(5) . .
C46 C45 C42 120.7(5) . .
C45 C46 H46A 109.5 . .
C45 C46 H46B 109.5 . .
H46A C46 H46B 109.5 . .
C45 C46 H46C 109.5 . .
H46A C46 H46C 109.5 . .
H46B C46 H46C 109.5 . .
C45 C47 H47A 109.5 . .
C45 C47 H47B 109.5 . .
H47A C47 H47B 109.5 . .
C45 C47 H47C 109.5 . .
H47A C47 H47C 109.5 . .
H47B C47 H47C 109.5 . .
C45 C48 H48A 109.5 . .
C45 C48 H48B 109.5 . .
H48A C48 H48B 109.5 . .
C45 C48 H48C 109.5 . .
H48A C48 H48C 109.5 . .
H48B C48 H48C 109.5 . .
O1 C49 H49A 109.5 . .
O1 C49 H49B 109.5 . .
H49A C49 H49B 109.5 . .
O1 C49 H49C 109.5 . .
H49A C49 H49C 109.5 . .
H49B C49 H49C 109.5 . .
C10 C50 H50A 109.5 . .
C10 C50 H50B 109.5 . .
H50A C50 H50B 109.5 . .
C10 C50 H50C 109.5 . .
H50A C50 H50C 109.5 . .
H50B C50 H50C 109.5 . .
C10 C51 H51A 109.5 . .
C10 C51 H51B 109.5 . .
H51A C51 H51B 109.5 . .
C10 C51 H51C 109.5 . .
H51A C51 H51C 109.5 . .
H51B C51 H51C 109.5 . .
C10 C52 H52A 109.5 . .
C10 C52 H52B 109.5 . .
H52A C52 H52B 109.5 . .
C10 C52 H52C 109.5 . .
H52A C52 H52C 109.5 . .
H52B C52 H52C 109.5 . .
C55 C53 C54 108.7(6) . .
C55 C53 C56 107.7(8) . .
C54 C53 C56 109.4(7) . .
C55 C53 C42 100.2(6) . .
C54 C53 C42 124.4(6) . .
C56 C53 C42 105.3(6) . .
C53 C54 H54A 109.5 . .
C53 C54 H54B 109.5 . .
H54A C54 H54B 109.5 . .
C53 C54 H54C 109.5 . .
H54A C54 H54C 109.5 . .
H54B C54 H54C 109.5 . .
C53 C55 H55A 109.5 . .
C53 C55 H55B 109.5 . .
H55A C55 H55B 109.5 . .
C53 C55 H55C 109.5 . .
H55A C55 H55C 109.5 . .
H55B C55 H55C 109.5 . .
C53 C56 H56A 109.5 . .
C53 C56 H56B 109.5 . .
H56A C56 H56B 109.5 . .
C53 C56 H56C 109.5 . .
H56A C56 H56C 109.5 . .
H56B C56 H56C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 O1 1.6398(12) 2_766
P1 O1 1.6398(12) .
P1 N2 1.8654(14) 2_766
P1 N2 1.8654(14) .
P1 N4 1.8745(14) 2_766
P1 N4 1.8745(14) .
O1 C49 1.427(2) .
N1 C2 1.311(2) .
N1 C1 1.320(2) .
N2 C25 1.386(2) .
N2 C2 1.396(2) .
N3 C25 1.316(2) .
N3 C26 1.330(2) .
N4 C26 1.386(2) .
N4 C1 1.393(2) 2_766
C1 N4 1.393(2) 2_766
C1 C38 1.428(3) 2_766
C2 C3 1.445(2) .
C3 C14 1.366(3) .
C3 C4 1.476(2) .
C4 C5 1.393(3) .
C4 C9 1.395(3) .
C5 C6 1.384(3) .
C5 H5 0.9500 .
C6 C7 1.391(3) .
C6 H6 0.9500 .
C7 C8 1.394(3) .
C7 C10 1.533(3) .
C8 C9 1.389(3) .
C8 H8 0.9500 .
C9 H9 0.9500 .
C10 C52 1.349(14) .
C10 C12 1.386(6) .
C10 C51 1.527(7) .
C10 C11 1.573(11) .
C10 C13 1.672(5) .
C10 C50 1.770(7) .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 C25 1.444(2) .
C14 C15 1.476(2) .
C15 C20 1.390(3) .
C15 C16 1.395(3) .
C16 C17 1.388(3) .
C16 H16 0.9500 .
C17 C18 1.395(3) .
C17 H17 0.9500 .
C18 C19 1.392(3) .
C18 C21 1.537(2) .
C19 C20 1.385(3) .
C19 H19 0.9500 .
C20 H20 0.9500 .
C21 C22 1.529(3) .
C21 C24 1.536(3) .
C21 C23 1.542(3) .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C26 C27 1.431(2) .
C27 C38 1.376(2) .
C27 C28 1.470(2) .
C28 C29 1.389(3) .
C28 C33 1.399(3) .
C29 C30 1.390(3) .
C29 H29 0.9500 .
C30 C31 1.392(3) .
C30 H30 0.9500 .
C31 C32 1.397(3) .
C31 C34 1.534(3) .
C32 C33 1.380(3) .
C32 H32 0.9500 .
C33 H33 0.9500 .
C34 C36 1.526(3) .
C34 C35 1.535(3) .
C34 C37 1.541(3) .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
C36 H36A 0.9800 .
C36 H36B 0.9800 .
C36 H36C 0.9800 .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 0.9800 .
C38 C1 1.428(3) 2_766
C38 C39 1.475(3) .
C39 C44 1.390(3) .
C39 C40 1.397(3) .
C40 C41 1.383(3) .
C40 H40 0.9500 .
C41 C42 1.383(5) .
C41 H41 0.9500 .
C42 C43 1.391(5) .
C42 C53 1.548(8) .
C42 C45 1.596(7) .
C43 C44 1.395(3) .
C43 H43 0.9500 .
C44 H44 0.9500 .
C45 C48 1.520(10) .
C45 C47 1.522(12) .
C45 C46 1.531(8) .
C46 H46A 0.9800 .
C46 H46B 0.9800 .
C46 H46C 0.9800 .
C47 H47A 0.9800 .
C47 H47B 0.9800 .
C47 H47C 0.9800 .
C48 H48A 0.9800 .
C48 H48B 0.9800 .
C48 H48C 0.9800 .
C49 H49A 0.9800 .
C49 H49B 0.9800 .
C49 H49C 0.9800 .
C50 H50A 0.9800 .
C50 H50B 0.9800 .
C50 H50C 0.9800 .
C51 H51A 0.9800 .
C51 H51B 0.9800 .
C51 H51C 0.9800 .
C52 H52A 0.9800 .
C52 H52B 0.9800 .
C52 H52C 0.9800 .
C53 C55 1.536(12) .
C53 C54 1.540(11) .
C53 C56 1.542(12) .
C54 H54A 0.9800 .
C54 H54B 0.9800 .
C54 H54C 0.9800 .
C55 H55A 0.9800 .
C55 H55B 0.9800 .
C55 H55C 0.9800 .
C56 H56A 0.9800 .
C56 H56B 0.9800 .
C56 H56C 0.9800 .
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_4
N2 P1 O1 C49 30.51(15) 2_766 .
N2 P1 O1 C49 -149.49(15) . .
N4 P1 O1 C49 -58.84(15) 2_766 .
N4 P1 O1 C49 121.16(15) . .
O1 P1 N2 C25 94.35(15) 2_766 .
O1 P1 N2 C25 -85.64(15) . .
N4 P1 N2 C25 -177.03(15) 2_766 .
N4 P1 N2 C25 2.97(15) . .
O1 P1 N2 C2 -85.82(14) 2_766 .
O1 P1 N2 C2 94.18(14) . .
N4 P1 N2 C2 2.79(14) 2_766 .
N4 P1 N2 C2 -177.21(14) . .
O1 P1 N4 C26 -97.34(15) 2_766 .
O1 P1 N4 C26 82.66(15) . .
N2 P1 N4 C26 175.90(15) 2_766 .
N2 P1 N4 C26 -4.10(15) . .
O1 P1 N4 C1 86.17(14) 2_766 2_766
O1 P1 N4 C1 -93.83(14) . 2_766
N2 P1 N4 C1 -0.59(15) 2_766 2_766
N2 P1 N4 C1 179.41(15) . 2_766
C2 N1 C1 N4 1.6(3) . 2_766
C2 N1 C1 C38 176.61(17) . 2_766
C1 N1 C2 N2 2.3(3) . .
C1 N1 C2 C3 178.62(16) . .
C25 N2 C2 N1 175.06(17) . .
P1 N2 C2 N1 -4.8(3) . .
C25 N2 C2 C3 -1.60(18) . .
P1 N2 C2 C3 178.54(12) . .
N1 C2 C3 C14 -175.21(16) . .
N2 C2 C3 C14 1.7(2) . .
N1 C2 C3 C4 1.7(3) . .
N2 C2 C3 C4 178.58(16) . .
C14 C3 C4 C5 -146.3(2) . .
C2 C3 C4 C5 37.5(3) . .
C14 C3 C4 C9 33.5(3) . .
C2 C3 C4 C9 -142.73(18) . .
C9 C4 C5 C6 -0.9(3) . .
C3 C4 C5 C6 178.88(19) . .
C4 C5 C6 C7 0.1(3) . .
C5 C6 C7 C8 1.2(3) . .
C5 C6 C7 C10 -179.1(2) . .
C6 C7 C8 C9 -1.7(3) . .
C10 C7 C8 C9 178.7(2) . .
C7 C8 C9 C4 0.9(3) . .
C5 C4 C9 C8 0.4(3) . .
C3 C4 C9 C8 -179.34(17) . .
C6 C7 C10 C52 34.5(6) . .
C8 C7 C10 C52 -145.8(5) . .
C6 C7 C10 C12 -121.6(4) . .
C8 C7 C10 C12 58.1(4) . .
C6 C7 C10 C51 -179.9(5) . .
C8 C7 C10 C51 -0.3(5) . .
C6 C7 C10 C11 11.1(5) . .
C8 C7 C10 C11 -169.2(4) . .
C6 C7 C10 C13 119.6(3) . .
C8 C7 C10 C13 -60.7(3) . .
C6 C7 C10 C50 -77.6(3) . .
C8 C7 C10 C50 102.1(3) . .
C2 C3 C14 C25 -0.97(19) . .
C4 C3 C14 C25 -177.67(17) . .
C2 C3 C14 C15 -179.68(18) . .
C4 C3 C14 C15 3.6(3) . .
C3 C14 C15 C20 -126.9(2) . .
C25 C14 C15 C20 54.6(2) . .
C3 C14 C15 C16 55.4(3) . .
C25 C14 C15 C16 -123.2(2) . .
C20 C15 C16 C17 -1.9(3) . .
C14 C15 C16 C17 175.99(17) . .
C15 C16 C17 C18 1.5(3) . .
C16 C17 C18 C19 0.3(3) . .
C16 C17 C18 C21 -175.60(18) . .
C17 C18 C19 C20 -1.7(3) . .
C21 C18 C19 C20 174.27(17) . .
C18 C19 C20 C15 1.3(3) . .
C16 C15 C20 C19 0.5(3) . .
C14 C15 C20 C19 -177.39(17) . .
C19 C18 C21 C22 159.41(18) . .
C17 C18 C21 C22 -24.9(3) . .
C19 C18 C21 C24 -81.5(2) . .
C17 C18 C21 C24 94.2(2) . .
C19 C18 C21 C23 37.7(2) . .
C17 C18 C21 C23 -146.53(19) . .
C26 N3 C25 N2 -0.5(3) . .
C26 N3 C25 C14 177.11(16) . .
C2 N2 C25 N3 178.79(17) . .
P1 N2 C25 N3 -1.4(3) . .
C2 N2 C25 C14 0.98(18) . .
P1 N2 C25 C14 -179.16(12) . .
C3 C14 C25 N3 -177.95(16) . .
C15 C14 C25 N3 0.9(3) . .
C3 C14 C25 N2 0.0(2) . .
C15 C14 C25 N2 178.85(15) . .
C25 N3 C26 N4 -0.8(3) . .
C25 N3 C26 C27 -178.98(16) . .
C1 N4 C26 N3 -179.05(17) 2_766 .
P1 N4 C26 N3 3.8(3) . .
C1 N4 C26 C27 -0.68(19) 2_766 .
P1 N4 C26 C27 -177.78(12) . .
N3 C26 C27 C38 178.39(16) . .
N4 C26 C27 C38 -0.1(2) . .
N3 C26 C27 C28 -0.6(3) . .
N4 C26 C27 C28 -179.09(16) . .
C38 C27 C28 C29 134.8(2) . .
C26 C27 C28 C29 -46.4(3) . .
C38 C27 C28 C33 -44.3(3) . .
C26 C27 C28 C33 134.51(19) . .
C33 C28 C29 C30 0.3(3) . .
C27 C28 C29 C30 -178.78(17) . .
C28 C29 C30 C31 -0.4(3) . .
C29 C30 C31 C32 0.0(3) . .
C29 C30 C31 C34 -178.83(18) . .
C30 C31 C32 C33 0.5(3) . .
C34 C31 C32 C33 179.39(19) . .
C31 C32 C33 C28 -0.6(3) . .
C29 C28 C33 C32 0.2(3) . .
C27 C28 C33 C32 179.30(18) . .
C30 C31 C34 C36 -7.8(3) . .
C32 C31 C34 C36 173.37(19) . .
C30 C31 C34 C35 112.5(2) . .
C32 C31 C34 C35 -66.3(2) . .
C30 C31 C34 C37 -128.8(2) . .
C32 C31 C34 C37 52.4(3) . .
C26 C27 C38 C1 0.8(2) . 2_766
C28 C27 C38 C1 179.74(17) . 2_766
C26 C27 C38 C39 171.34(18) . .
C28 C27 C38 C39 -9.7(3) . .
C27 C38 C39 C44 146.2(2) . .
C1 C38 C39 C44 -44.7(3) 2_766 .
C27 C38 C39 C40 -37.5(3) . .
C1 C38 C39 C40 131.6(2) 2_766 .
C44 C39 C40 C41 2.3(3) . .
C38 C39 C40 C41 -174.2(2) . .
C39 C40 C41 C42 -0.3(4) . .
C40 C41 C42 C43 -2.1(4) . .
C40 C41 C42 C53 -179.6(5) . .
C40 C41 C42 C45 174.6(3) . .
C41 C42 C43 C44 2.6(4) . .
C53 C42 C43 C44 -179.3(4) . .
C45 C42 C43 C44 -173.3(4) . .
C40 C39 C44 C43 -1.8(3) . .
C38 C39 C44 C43 174.6(2) . .
C42 C43 C44 C39 -0.6(4) . .
C41 C42 C45 C48 -132.9(5) . .
C43 C42 C45 C48 43.1(8) . .
C53 C42 C45 C48 56.7(11) . .
C41 C42 C45 C47 111.1(5) . .
C43 C42 C45 C47 -72.8(7) . .
C53 C42 C45 C47 -59.2(11) . .
C41 C42 C45 C46 -8.3(6) . .
C43 C42 C45 C46 167.7(4) . .
C53 C42 C45 C46 -178.7(16) . .
C41 C42 C53 C55 -67.9(7) . .
C43 C42 C53 C55 114.5(6) . .
C45 C42 C53 C55 -55.0(11) . .
C41 C42 C53 C54 170.9(5) . .
C43 C42 C53 C54 -6.8(7) . .
C45 C42 C53 C54 -176.2(17) . .
C41 C42 C53 C56 43.8(9) . .
C43 C42 C53 C56 -133.9(6) . .
C45 C42 C53 C56 56.6(11) . .
