#------------------------------------------------------------------------------
#$Date: 2020-11-04 21:15:54 +0100 (Wed 04 de Nov de 2020) $
#$Revision: 258734 $
#$URL: svn://www.crystallography.net/cod/cif/7/70/57/7705742.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_7705742
loop_
_publ_author_name
'Beer, Henrik'
'Bläsing, Kevin'
'Bresien, Jonas'
'Chojetzki, Lukas'
'Schulz, Axel'
'Stoer, Philip'
'Villinger, Alexander'
_publ_section_title
;
 Trapping of Brønsted acids with a phosphorus-centered biradicaloid -
 synthesis of hydrogen pseudohalide addition products.
;
_journal_issue                   39
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13655
_journal_page_last               13662
_journal_paper_doi               10.1039/d0dt03251d
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C49 H51 N3 P2'
_chemical_formula_sum            'C49 H51 N3 P2'
_chemical_formula_weight         743.86
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-07-06 deposited with the CCDC.	2020-09-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.289(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.7266(6)
_cell_length_b                   20.7130(10)
_cell_length_c                   16.2878(8)
_cell_measurement_reflns_used    9929
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.87
_cell_measurement_theta_min      2.36
_cell_volume                     4141.6(3)
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_collection       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 QUEST diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0927
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            111194
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         2.355
_diffrn_source                   'microfocus sealed tube'
_exptl_absorpt_coefficient_mu    0.142
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6842
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2014)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.193
_exptl_crystal_description       block
_exptl_crystal_F_000             1584
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.110
_refine_diff_density_max         0.220
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     545
_refine_ls_number_reflns         8138
_refine_ls_number_restraints     21
_refine_ls_restrained_S_all      1.131
_refine_ls_R_factor_all          0.0979
_refine_ls_R_factor_gt           0.0667
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0279P)²+5.1797P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1356
_refine_ls_wR_factor_ref         0.1483
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5894
_reflns_number_total             8138
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt03251d2.cif
_cod_data_source_block           is_kbhm02c
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7705742
_shelx_shelxl_version_number     2014/7
_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   0.978
_shelx_estimated_absorpt_t_max   0.985
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
N1 N 0.48965(18) 0.69065(10) 0.72667(15) 0.0344(5) Uani 1 1 d . . . . .
N2 N 0.55370(18) 0.75346(10) 0.63904(15) 0.0345(5) Uani 1 1 d . . . . .
P1A P 0.42740(9) 0.74938(6) 0.65799(10) 0.0307(4) Uani 0.686(3) 1 d D . P A 1
P2A P 0.60864(11) 0.68341(5) 0.68857(9) 0.0305(4) Uani 0.686(3) 1 d D . P A 1
C49A C 0.3601(3) 0.6927(2) 0.5712(3) 0.0394(10) Uani 0.686(3) 1 d D . P A 1
N3A N 0.3141(5) 0.6617(4) 0.5155(4) 0.0590(18) Uani 0.686(3) 1 d D . P A 1
P1B P 0.5492(3) 0.67404(11) 0.6421(2) 0.0323(8) Uani 0.314(3) 1 d D U P A 2
P2B P 0.4666(3) 0.77007(12) 0.7093(2) 0.0413(9) Uani 0.314(3) 1 d D . P A 2
C49B C 0.4264(7) 0.6684(5) 0.5501(5) 0.049(2) Uani 0.314(3) 1 d D U P A 2
N3B N 0.3490(10) 0.6569(12) 0.4982(9) 0.079(5) Uani 0.314(3) 1 d D U P A 2
C1 C 0.4488(2) 0.64366(12) 0.77350(18) 0.0344(6) Uani 1 1 d . . . . .
C2 C 0.3422(2) 0.64778(13) 0.7819(2) 0.0405(7) Uani 1 1 d . . . . .
C3 C 0.3048(3) 0.59933(15) 0.8270(2) 0.0583(10) Uani 1 1 d . . . . .
H3 H 0.2321 0.6014 0.8319 0.070 Uiso 1 1 calc R U . . .
C4 C 0.3697(3) 0.54917(15) 0.8640(3) 0.0638(11) Uani 1 1 d . . . . .
H4 H 0.3417 0.5160 0.8927 0.077 Uiso 1 1 calc R U . . .
C5 C 0.4769(3) 0.54709(14) 0.8594(2) 0.0499(8) Uani 1 1 d . . . . .
H5 H 0.5231 0.5132 0.8870 0.060 Uiso 1 1 calc R U . . .
C6 C 0.5177(2) 0.59405(13) 0.81485(18) 0.0368(7) Uani 1 1 d . . . . .
C7 C 0.2691(2) 0.70375(13) 0.7474(2) 0.0433(8) Uani 1 1 d . . . . .
C8 C 0.2840(3) 0.76259(14) 0.7934(2) 0.0532(9) Uani 1 1 d . . . . .
C9 C 0.2153(3) 0.81397(15) 0.7608(3) 0.0651(11) Uani 1 1 d . . . . .
H9 H 0.2243 0.8534 0.7916 0.078 Uiso 1 1 calc R U . . .
C10 C 0.1350(3) 0.80987(17) 0.6860(3) 0.0697(12) Uani 1 1 d . . . . .
C11 C 0.1200(3) 0.75134(17) 0.6423(3) 0.0658(11) Uani 1 1 d . . . . .
H11 H 0.0653 0.7479 0.5900 0.079 Uiso 1 1 calc R U . . .
C12 C 0.1841(3) 0.69786(15) 0.6740(3) 0.0543(9) Uani 1 1 d . . . . .
C13 C 0.3735(3) 0.77068(17) 0.8747(3) 0.0692(11) Uani 1 1 d . . . . .
H13A H 0.4371 0.7907 0.8618 0.104 Uiso 1 1 calc R U . . .
H13B H 0.3939 0.7283 0.9008 0.104 Uiso 1 1 calc R U . . .
H13C H 0.3476 0.7983 0.9141 0.104 Uiso 1 1 calc R U . . .
C14 C 0.0627(4) 0.8676(2) 0.6516(4) 0.1025(18) Uani 1 1 d . . . . .
H14A H 0.0103 0.8558 0.5980 0.154 Uiso 1 1 calc R U . . .
H14B H 0.1080 0.9035 0.6416 0.154 Uiso 1 1 calc R U . . .
H14C H 0.0234 0.8808 0.6931 0.154 Uiso 1 1 calc R U . . .
C15 C 0.1558(3) 0.63382(17) 0.6281(3) 0.0734(12) Uani 1 1 d . . . . .
H15A H 0.1109 0.6082 0.6565 0.110 Uiso 1 1 calc R U . . .
H15B H 0.2229 0.6102 0.6294 0.110 Uiso 1 1 calc R U . . .
H15C H 0.1153 0.6417 0.5689 0.110 Uiso 1 1 calc R U . . .
C16 C 0.6352(2) 0.59201(12) 0.81585(18) 0.0357(6) Uani 1 1 d . . . . .
C17 C 0.6741(2) 0.54765(12) 0.76587(18) 0.0365(7) Uani 1 1 d . . . . .
C18 C 0.7839(2) 0.54753(14) 0.7681(2) 0.0422(7) Uani 1 1 d . . . . .
H18 H 0.8097 0.5176 0.7337 0.051 Uiso 1 1 calc R U . . .
C19 C 0.8566(2) 0.58987(14) 0.8192(2) 0.0436(7) Uani 1 1 d . . . . .
C20 C 0.8179(3) 0.63205(15) 0.8697(2) 0.0468(8) Uani 1 1 d . . . . .
H20 H 0.8677 0.6605 0.9061 0.056 Uiso 1 1 calc R U . . .
C21 C 0.7089(3) 0.63455(14) 0.86955(19) 0.0424(7) Uani 1 1 d . . . . .
C22 C 0.5974(3) 0.50122(15) 0.7079(2) 0.0523(9) Uani 1 1 d . . . . .
H22A H 0.5782 0.4663 0.7418 0.079 Uiso 1 1 calc R U . . .
H22B H 0.6331 0.4830 0.6666 0.079 Uiso 1 1 calc R U . . .
H22C H 0.5312 0.5242 0.6776 0.079 Uiso 1 1 calc R U . . .
C23 C 0.9759(3) 0.58963(19) 0.8200(3) 0.0658(10) Uani 1 1 d . . . . .
H23A H 0.9984 0.6335 0.8098 0.099 Uiso 1 1 calc R U . . .
H23B H 0.9867 0.5608 0.7752 0.099 Uiso 1 1 calc R U . . .
H23C H 1.0196 0.5744 0.8755 0.099 Uiso 1 1 calc R U . . .
C24 C 0.6707(3) 0.68262(17) 0.9249(2) 0.0604(10) Uani 1 1 d . . . . .
H24A H 0.7339 0.7032 0.9637 0.091 Uiso 1 1 calc R U . . .
H24B H 0.6276 0.6603 0.9580 0.091 Uiso 1 1 calc R U . . .
H24C H 0.6256 0.7156 0.8889 0.091 Uiso 1 1 calc R U . . .
C25 C 0.6020(2) 0.80005(12) 0.59739(17) 0.0293(6) Uani 1 1 d . . . . .
C26 C 0.6602(2) 0.78074(12) 0.53913(18) 0.0333(6) Uani 1 1 d . . . . .
C27 C 0.7095(3) 0.82782(14) 0.5005(2) 0.0444(8) Uani 1 1 d . . . . .
H27 H 0.7493 0.8151 0.4613 0.053 Uiso 1 1 calc R U . . .
C28 C 0.7013(3) 0.89276(14) 0.5184(2) 0.0483(8) Uani 1 1 d . . . . .
H28 H 0.7340 0.9243 0.4907 0.058 Uiso 1 1 calc R U . . .
C29 C 0.6460(3) 0.91130(13) 0.57609(19) 0.0420(7) Uani 1 1 d . . . . .
H29 H 0.6411 0.9559 0.5882 0.050 Uiso 1 1 calc R U . . .
C30 C 0.5966(2) 0.86619(12) 0.61753(17) 0.0322(6) Uani 1 1 d . . . . .
C31 C 0.6734(2) 0.71074(12) 0.52171(19) 0.0338(6) Uani 1 1 d . . . . .
C32 C 0.7622(2) 0.67622(14) 0.5724(2) 0.0428(7) Uani 1 1 d . . . . .
C33 C 0.7698(3) 0.61020(15) 0.5576(2) 0.0499(8) Uani 1 1 d . . . . .
H33 H 0.8298 0.5868 0.5917 0.060 Uiso 1 1 calc R U . . .
C34 C 0.6942(3) 0.57806(15) 0.4961(2) 0.0561(9) Uani 1 1 d . . . . .
C35 C 0.6106(3) 0.61366(15) 0.4442(2) 0.0554(9) Uani 1 1 d . . . . .
H35 H 0.5591 0.5923 0.3996 0.066 Uiso 1 1 calc R U . . .
C36 C 0.5995(3) 0.67979(14) 0.4552(2) 0.0440(7) Uani 1 1 d . . . . .
C37 C 0.8470(3) 0.70912(18) 0.6414(3) 0.0701(11) Uani 1 1 d . . . . .
H37A H 0.8183 0.7161 0.6910 0.105 Uiso 1 1 calc R U . . .
H37B H 0.8659 0.7508 0.6206 0.105 Uiso 1 1 calc R U . . .
H37C H 0.9122 0.6819 0.6578 0.105 Uiso 1 1 calc R U . . .
C38 C 0.7000(4) 0.50539(16) 0.4847(3) 0.0853(14) Uani 1 1 d . . . . .
H38A H 0.7745 0.4904 0.5102 0.128 Uiso 1 1 calc R U . . .
H38B H 0.6792 0.4949 0.4238 0.128 Uiso 1 1 calc R U . . .
H38C H 0.6501 0.4840 0.5126 0.128 Uiso 1 1 calc R U . . .
C39 C 0.5092(3) 0.71653(17) 0.3945(2) 0.0626(10) Uani 1 1 d . . . . .
H39A H 0.4623 0.7366 0.4262 0.094 Uiso 1 1 calc R U . . .
H39B H 0.4661 0.6868 0.3520 0.094 Uiso 1 1 calc R U . . .
H39C H 0.5407 0.7501 0.3658 0.094 Uiso 1 1 calc R U . . .
C40 C 0.5503(2) 0.88764(12) 0.68828(17) 0.0354(6) Uani 1 1 d . . . . .
C41 C 0.4490(3) 0.91718(13) 0.67306(19) 0.0407(7) Uani 1 1 d . . . . .
C42 C 0.4129(3) 0.93796(14) 0.7425(2) 0.0486(8) Uani 1 1 d . . . . .
H42 H 0.3437 0.9582 0.7326 0.058 Uiso 1 1 calc R U . . .
C43 C 0.4751(3) 0.92989(14) 0.8253(2) 0.0505(9) Uani 1 1 d . . . . .
C44 C 0.5760(3) 0.90089(15) 0.8388(2) 0.0502(8) Uani 1 1 d . . . . .
H44 H 0.6197 0.8957 0.8955 0.060 Uiso 1 1 calc R U . . .
C45 C 0.6151(3) 0.87929(14) 0.77222(19) 0.0425(7) Uani 1 1 d . . . . .
C46 C 0.3775(3) 0.92587(17) 0.5840(2) 0.0576(9) Uani 1 1 d . . . . .
H46A H 0.3044 0.9390 0.5864 0.086 Uiso 1 1 calc R U . . .
H46B H 0.3730 0.8850 0.5528 0.086 Uiso 1 1 calc R U . . .
H46C H 0.4086 0.9592 0.5547 0.086 Uiso 1 1 calc R U . . .
C47 C 0.4336(4) 0.95301(18) 0.8994(2) 0.0742(12) Uani 1 1 d . . . . .
H47A H 0.4718 0.9299 0.9512 0.111 Uiso 0.58(14) 1 calc R U P B 1
H47B H 0.3552 0.9446 0.8873 0.111 Uiso 0.58(14) 1 calc R U P B 1
H47C H 0.4469 0.9995 0.9075 0.111 Uiso 0.58(14) 1 calc R U P B 1
H47D H 0.3657 0.9772 0.8777 0.111 Uiso 0.42(14) 1 calc R U P B 2
H47E H 0.4882 0.9811 0.9361 0.111 Uiso 0.42(14) 1 calc R U P B 2
H47F H 0.4200 0.9157 0.9322 0.111 Uiso 0.42(14) 1 calc R U P B 2
C48 C 0.7252(3) 0.84757(18) 0.7902(2) 0.0588(9) Uani 1 1 d . . . . .
H48A H 0.7648 0.8551 0.8497 0.088 Uiso 1 1 calc R U . . .
H48B H 0.7665 0.8659 0.7528 0.088 Uiso 1 1 calc R U . . .
H48C H 0.7160 0.8010 0.7799 0.088 Uiso 1 1 calc R U . . .
H1A H 0.559(3) 0.629(2) 0.623(3) 0.047(12) Uiso 0.686(3) 1 d D . P A 1
H1B H 0.368(6) 0.782(5) 0.631(4) 0.06(3) Uiso 0.314(3) 1 d D . P A 2
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
C1 N1 P2B 133.6(2) . . ?
C1 N1 P1A 132.2(2) . . ?
C1 N1 P1B 125.28(19) . . ?
P2B N1 P1B 98.68(16) . . ?
C1 N1 P2A 126.41(18) . . ?
P1A N1 P2A 97.01(12) . . ?
C25 N2 P1B 136.1(2) . . ?
C25 N2 P1A 131.89(18) . . ?
C25 N2 P2A 128.98(18) . . ?
P1A N2 P2A 99.12(12) . . ?
C25 N2 P2B 125.94(19) . . ?
P1B N2 P2B 97.89(15) . . ?
N1 P1A N2 81.81(11) . . ?
N1 P1A C49A 95.13(16) . . ?
N2 P1A C49A 99.18(17) . . ?
N1 P1A P2A 42.77(8) . . ?
N2 P1A P2A 40.44(8) . . ?
C49A P1A P2A 91.21(14) . . ?
N2 P2A N1 79.33(11) . . ?
N2 P2A P1A 40.44(8) . . ?
N1 P2A P1A 40.22(8) . . ?
N2 P2A H1A 104.2(16) . . ?
N1 P2A H1A 94.2(16) . . ?
P1A P2A H1A 94.0(16) . . ?
N3A C49A P1A 175.0(6) . . ?
N2 P1B N1 81.68(15) . . ?
N2 P1B C49B 93.8(4) . . ?
N1 P1B C49B 101.4(4) . . ?
N2 P1B P2B 43.59(11) . . ?
N1 P1B P2B 39.38(10) . . ?
C49B P1B P2B 92.3(4) . . ?
N1 P2B N2 79.22(15) . . ?
N1 P2B P1B 41.94(11) . . ?
N2 P2B P1B 38.52(10) . . ?
N1 P2B H1B 111(4) . . ?
N2 P2B H1B 90(4) . . ?
P1B P2B H1B 96(4) . . ?
N3B C49B P1B 170.5(15) . . ?
C2 C1 C6 119.7(2) . . ?
C2 C1 N1 120.8(3) . . ?
C6 C1 N1 119.4(2) . . ?
C3 C2 C1 118.7(3) . . ?
C3 C2 C7 119.2(3) . . ?
C1 C2 C7 122.1(2) . . ?
C4 C3 C2 121.9(3) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C3 C4 C5 119.3(3) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C4 C5 C6 120.9(3) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C1 119.3(3) . . ?
C5 C6 C16 119.0(3) . . ?
C1 C6 C16 121.6(2) . . ?
C12 C7 C8 119.7(3) . . ?
C12 C7 C2 121.3(3) . . ?
C8 C7 C2 118.9(3) . . ?
C9 C8 C7 118.2(4) . . ?
C9 C8 C13 120.2(3) . . ?
C7 C8 C13 121.6(3) . . ?
C10 C9 C8 122.6(3) . . ?
C10 C9 H9 118.7 . . ?
C8 C9 H9 118.7 . . ?
C9 C10 C11 118.5(4) . . ?
C9 C10 C14 121.0(4) . . ?
C11 C10 C14 120.5(4) . . ?
C12 C11 C10 121.0(4) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C7 C12 C11 119.8(3) . . ?
C7 C12 C15 122.0(3) . . ?
C11 C12 C15 118.2(4) . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C21 119.4(3) . . ?
C17 C16 C6 121.3(3) . . ?
C21 C16 C6 119.3(3) . . ?
C18 C17 C16 119.6(3) . . ?
C18 C17 C22 119.7(3) . . ?
C16 C17 C22 120.7(3) . . ?
C19 C18 C17 121.6(3) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C20 C19 C18 118.2(3) . . ?
C20 C19 C23 120.9(3) . . ?
C18 C19 C23 120.9(3) . . ?
C19 C20 C21 122.5(3) . . ?
C19 C20 H20 118.7 . . ?
C21 C20 H20 118.7 . . ?
C20 C21 C16 118.6(3) . . ?
C20 C21 C24 120.3(3) . . ?
C16 C21 C24 121.1(3) . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C19 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 . . ?
C26 C25 N2 120.2(2) . . ?
C26 C25 C30 119.9(2) . . ?
N2 C25 C30 119.8(2) . . ?
C27 C26 C25 119.0(2) . . ?
C27 C26 C31 120.3(2) . . ?
C25 C26 C31 120.6(2) . . ?
C28 C27 C26 121.0(3) . . ?
C28 C27 H27 119.5 . . ?
C26 C27 H27 119.5 . . ?
C29 C28 C27 119.8(3) . . ?
C29 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C28 C29 C30 121.5(3) . . ?
C28 C29 H29 119.2 . . ?
C30 C29 H29 119.2 . . ?
C29 C30 C25 118.7(3) . . ?
C29 C30 C40 119.6(2) . . ?
C25 C30 C40 121.3(2) . . ?
C36 C31 C32 119.8(3) . . ?
C36 C31 C26 120.6(3) . . ?
C32 C31 C26 119.6(3) . . ?
C33 C32 C31 118.6(3) . . ?
C33 C32 C37 120.3(3) . . ?
C31 C32 C37 121.1(3) . . ?
C34 C33 C32 122.4(3) . . ?
C34 C33 H33 118.8 . . ?
C32 C33 H33 118.8 . . ?
C33 C34 C35 117.9(3) . . ?
C33 C34 C38 121.7(4) . . ?
C35 C34 C38 120.4(4) . . ?
C34 C35 C36 122.2(3) . . ?
C34 C35 H35 118.9 . . ?
C36 C35 H35 118.9 . . ?
C31 C36 C35 118.9(3) . . ?
C31 C36 C39 121.3(3) . . ?
C35 C36 C39 119.8(3) . . ?
C32 C37 H37A 109.5 . . ?
C32 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C32 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C34 C38 H38A 109.5 . . ?
C34 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C34 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C36 C39 H39A 109.5 . . ?
C36 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C36 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C41 C40 C45 120.4(3) . . ?
C41 C40 C30 122.0(3) . . ?
C45 C40 C30 117.6(3) . . ?
C40 C41 C42 118.7(3) . . ?
C40 C41 C46 121.4(3) . . ?
C42 C41 C46 119.9(3) . . ?
C43 C42 C41 121.8(3) . . ?
C43 C42 H42 119.1 . . ?
C41 C42 H42 119.1 . . ?
C42 C43 C44 118.5(3) . . ?
C42 C43 C47 120.5(4) . . ?
C44 C43 C47 120.9(3) . . ?
C45 C44 C43 121.9(3) . . ?
C45 C44 H44 119.1 . . ?
C43 C44 H44 119.1 . . ?
C44 C45 C40 118.8(3) . . ?
C44 C45 C48 119.9(3) . . ?
C40 C45 C48 121.3(3) . . ?
C41 C46 H46A 109.5 . . ?
C41 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C41 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C43 C47 H47A 109.5 . . ?
C43 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C43 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C43 C47 H47D 109.5 . . ?
C43 C47 H47E 109.5 . . ?
H47D C47 H47E 109.5 . . ?
C43 C47 H47F 109.5 . . ?
H47D C47 H47F 109.5 . . ?
H47E C47 H47F 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 . . ?
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
N1 C1 1.417(3) . ?
N1 P2B 1.682(3) . ?
N1 P1A 1.700(2) . ?
N1 P1B 1.772(3) . ?
N1 P2A 1.788(2) . ?
N2 C25 1.410(3) . ?
N2 P1B 1.647(3) . ?
N2 P1A 1.717(2) . ?
N2 P2A 1.717(2) . ?
N2 P2B 1.824(3) . ?
P1A C49A 1.863(5) . ?
P1A P2A 2.6134(16) . ?
P2A H1A 1.56(4) . ?
C49A N3A 1.140(6) . ?
P1B C49B 1.862(8) . ?
P1B P2B 2.620(3) . ?
P2B H1B 1.56(4) . ?
C49B N3B 1.142(9) . ?
C1 C2 1.402(4) . ?
C1 C6 1.402(4) . ?
C2 C3 1.399(4) . ?
C2 C7 1.500(4) . ?
C3 C4 1.365(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.394(4) . ?
C5 H5 0.9500 . ?
C6 C16 1.492(4) . ?
C7 C12 1.389(5) . ?
C7 C8 1.417(4) . ?
C8 C9 1.391(5) . ?
C8 C13 1.511(5) . ?
C9 C10 1.371(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.393(5) . ?
C10 C14 1.523(5) . ?
C11 C12 1.392(5) . ?
C11 H11 0.9500 . ?
C12 C15 1.519(5) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.402(4) . ?
C16 C21 1.410(4) . ?
C17 C18 1.387(4) . ?
C17 C22 1.511(4) . ?
C18 C19 1.383(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.377(4) . ?
C19 C23 1.514(4) . ?
C20 C21 1.387(4) . ?
C20 H20 0.9500 . ?
C21 C24 1.507(4) . ?
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 . ?
C25 C26 1.407(4) . ?
C25 C30 1.415(4) . ?
C26 C27 1.396(4) . ?
C26 C31 1.496(4) . ?
C27 C28 1.386(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.369(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.395(4) . ?
C29 H29 0.9500 . ?
C30 C40 1.493(4) . ?
C31 C36 1.390(4) . ?
C31 C32 1.406(4) . ?
C32 C33 1.396(4) . ?
C32 C37 1.501(5) . ?
C33 C34 1.366(5) . ?
C33 H33 0.9500 . ?
C34 C35 1.384(5) . ?
C34 C38 1.521(4) . ?
C35 C36 1.393(4) . ?
C35 H35 0.9500 . ?
C36 C39 1.509(4) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 C41 1.389(4) . ?
C40 C45 1.409(4) . ?
C41 C42 1.397(4) . ?
C41 C46 1.507(4) . ?
C42 C43 1.381(5) . ?
C42 H42 0.9500 . ?
C43 C44 1.382(5) . ?
C43 C47 1.517(4) . ?
C44 C45 1.381(4) . ?
C44 H44 0.9500 . ?
C45 C48 1.504(5) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C47 H47D 0.9800 . ?
C47 H47E 0.9800 . ?
C47 H47F 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N1 P1A N2 -169.1(3) . . . . ?
P2A N1 P1A N2 -12.34(12) . . . . ?
C1 N1 P1A C49A -70.6(3) . . . . ?
P2A N1 P1A C49A 86.22(17) . . . . ?
C1 N1 P1A P2A -156.8(3) . . . . ?
C25 N2 P1A N1 -165.8(3) . . . . ?
P2A N2 P1A N1 12.93(13) . . . . ?
C25 N2 P1A C49A 100.3(3) . . . . ?
P2A N2 P1A C49A -80.99(18) . . . . ?
C25 N2 P1A P2A -178.7(3) . . . . ?
C25 N2 P2A N1 166.4(3) . . . . ?
P1A N2 P2A N1 -12.38(13) . . . . ?
C25 N2 P2A P1A 178.8(3) . . . . ?
C1 N1 P2A N2 171.2(3) . . . . ?
P1A N1 P2A N2 12.43(13) . . . . ?
C1 N1 P2A P1A 158.8(3) . . . . ?
C25 N2 P1B N1 170.1(3) . . . . ?
P2B N2 P1B N1 -11.67(19) . . . . ?
C25 N2 P1B C49B -88.9(5) . . . . ?
P2B N2 P1B C49B 89.3(4) . . . . ?
C25 N2 P1B P2B -178.3(4) . . . . ?
C1 N1 P1B N2 177.0(3) . . . . ?
P2B N1 P1B N2 12.7(2) . . . . ?
C1 N1 P1B C49B 84.8(4) . . . . ?
P2B N1 P1B C49B -79.5(4) . . . . ?
C1 N1 P1B P2B 164.3(3) . . . . ?
C1 N1 P2B N2 -173.8(3) . . . . ?
P1B N1 P2B N2 -11.54(18) . . . . ?
C1 N1 P2B P1B -162.2(4) . . . . ?
C25 N2 P2B N1 -169.1(2) . . . . ?
P1B N2 P2B N1 12.4(2) . . . . ?
C25 N2 P2B P1B 178.5(3) . . . . ?
P2B N1 C1 C2 32.0(5) . . . . ?
P1A N1 C1 C2 -13.3(4) . . . . ?
P1B N1 C1 C2 -126.3(3) . . . . ?
P2A N1 C1 C2 -164.3(2) . . . . ?
P2B N1 C1 C6 -145.2(3) . . . . ?
P1A N1 C1 C6 169.4(2) . . . . ?
P1B N1 C1 C6 56.4(4) . . . . ?
P2A N1 C1 C6 18.5(4) . . . . ?
C6 C1 C2 C3 -4.3(4) . . . . ?
N1 C1 C2 C3 178.4(3) . . . . ?
C6 C1 C2 C7 173.1(3) . . . . ?
N1 C1 C2 C7 -4.2(4) . . . . ?
C1 C2 C3 C4 1.3(5) . . . . ?
C7 C2 C3 C4 -176.2(3) . . . . ?
C2 C3 C4 C5 2.1(6) . . . . ?
C3 C4 C5 C6 -2.5(5) . . . . ?
C4 C5 C6 C1 -0.6(5) . . . . ?
C4 C5 C6 C16 176.5(3) . . . . ?
C2 C1 C6 C5 4.0(4) . . . . ?
N1 C1 C6 C5 -178.7(3) . . . . ?
C2 C1 C6 C16 -173.0(3) . . . . ?
N1 C1 C6 C16 4.3(4) . . . . ?
C3 C2 C7 C12 -77.5(4) . . . . ?
C1 C2 C7 C12 105.1(3) . . . . ?
C3 C2 C7 C8 99.1(3) . . . . ?
C1 C2 C7 C8 -78.3(4) . . . . ?
C12 C7 C8 C9 -3.0(4) . . . . ?
C2 C7 C8 C9 -179.6(3) . . . . ?
C12 C7 C8 C13 178.4(3) . . . . ?
C2 C7 C8 C13 1.7(4) . . . . ?
C7 C8 C9 C10 -0.7(5) . . . . ?
C13 C8 C9 C10 178.0(3) . . . . ?
C8 C9 C10 C11 1.8(5) . . . . ?
C8 C9 C10 C14 -178.8(3) . . . . ?
C9 C10 C11 C12 0.7(5) . . . . ?
C14 C10 C11 C12 -178.7(4) . . . . ?
C8 C7 C12 C11 5.4(5) . . . . ?
C2 C7 C12 C11 -178.0(3) . . . . ?
C8 C7 C12 C15 -172.6(3) . . . . ?
C2 C7 C12 C15 4.1(5) . . . . ?
C10 C11 C12 C7 -4.3(5) . . . . ?
C10 C11 C12 C15 173.7(3) . . . . ?
C5 C6 C16 C17 76.9(4) . . . . ?
C1 C6 C16 C17 -106.1(3) . . . . ?
C5 C6 C16 C21 -101.6(3) . . . . ?
C1 C6 C16 C21 75.4(4) . . . . ?
C21 C16 C17 C18 -1.9(4) . . . . ?
C6 C16 C17 C18 179.6(3) . . . . ?
C21 C16 C17 C22 179.8(3) . . . . ?
C6 C16 C17 C22 1.2(4) . . . . ?
C16 C17 C18 C19 0.6(4) . . . . ?
C22 C17 C18 C19 178.9(3) . . . . ?
C17 C18 C19 C20 1.1(4) . . . . ?
C17 C18 C19 C23 -179.2(3) . . . . ?
C18 C19 C20 C21 -1.6(5) . . . . ?
C23 C19 C20 C21 178.7(3) . . . . ?
C19 C20 C21 C16 0.3(5) . . . . ?
C19 C20 C21 C24 -178.8(3) . . . . ?
C17 C16 C21 C20 1.4(4) . . . . ?
C6 C16 C21 C20 -180.0(3) . . . . ?
C17 C16 C21 C24 -179.5(3) . . . . ?
C6 C16 C21 C24 -0.9(4) . . . . ?
P1B N2 C25 C26 3.2(5) . . . . ?
P1A N2 C25 C26 -135.1(3) . . . . ?
P2A N2 C25 C26 46.6(4) . . . . ?
P2B N2 C25 C26 -174.7(3) . . . . ?
P1B N2 C25 C30 -173.6(3) . . . . ?
P1A N2 C25 C30 48.2(4) . . . . ?
P2A N2 C25 C30 -130.2(3) . . . . ?
P2B N2 C25 C30 8.5(4) . . . . ?
N2 C25 C26 C27 -178.4(3) . . . . ?
C30 C25 C26 C27 -1.6(4) . . . . ?
N2 C25 C26 C31 -1.1(4) . . . . ?
C30 C25 C26 C31 175.7(3) . . . . ?
C25 C26 C27 C28 -0.4(5) . . . . ?
C31 C26 C27 C28 -177.6(3) . . . . ?
C26 C27 C28 C29 1.3(5) . . . . ?
C27 C28 C29 C30 -0.3(5) . . . . ?
C28 C29 C30 C25 -1.6(5) . . . . ?
C28 C29 C30 C40 171.7(3) . . . . ?
C26 C25 C30 C29 2.6(4) . . . . ?
N2 C25 C30 C29 179.3(3) . . . . ?
C26 C25 C30 C40 -170.7(3) . . . . ?
N2 C25 C30 C40 6.1(4) . . . . ?
C27 C26 C31 C36 -90.5(4) . . . . ?
C25 C26 C31 C36 92.3(3) . . . . ?
C27 C26 C31 C32 88.7(4) . . . . ?
C25 C26 C31 C32 -88.5(3) . . . . ?
C36 C31 C32 C33 -4.0(4) . . . . ?
C26 C31 C32 C33 176.9(3) . . . . ?
C36 C31 C32 C37 176.4(3) . . . . ?
C26 C31 C32 C37 -2.8(4) . . . . ?
C31 C32 C33 C34 -0.2(5) . . . . ?
C37 C32 C33 C34 179.5(3) . . . . ?
C32 C33 C34 C35 3.4(5) . . . . ?
C32 C33 C34 C38 -176.0(3) . . . . ?
C33 C34 C35 C36 -2.5(5) . . . . ?
C38 C34 C35 C36 176.9(3) . . . . ?
C32 C31 C36 C35 4.8(4) . . . . ?
C26 C31 C36 C35 -176.1(3) . . . . ?
C32 C31 C36 C39 -174.4(3) . . . . ?
C26 C31 C36 C39 4.8(4) . . . . ?
C34 C35 C36 C31 -1.5(5) . . . . ?
C34 C35 C36 C39 177.6(3) . . . . ?
C29 C30 C40 C41 80.1(4) . . . . ?
C25 C30 C40 C41 -106.8(3) . . . . ?
C29 C30 C40 C45 -97.4(3) . . . . ?
C25 C30 C40 C45 75.7(4) . . . . ?
C45 C40 C41 C42 -0.4(4) . . . . ?
C30 C40 C41 C42 -177.8(3) . . . . ?
C45 C40 C41 C46 -179.2(3) . . . . ?
C30 C40 C41 C46 3.4(4) . . . . ?
C40 C41 C42 C43 0.0(4) . . . . ?
C46 C41 C42 C43 178.8(3) . . . . ?
C41 C42 C43 C44 0.6(5) . . . . ?
C41 C42 C43 C47 180.0(3) . . . . ?
C42 C43 C44 C45 -0.8(5) . . . . ?
C47 C43 C44 C45 179.8(3) . . . . ?
C43 C44 C45 C40 0.5(4) . . . . ?
C43 C44 C45 C48 -179.5(3) . . . . ?
C41 C40 C45 C44 0.1(4) . . . . ?
C30 C40 C45 C44 177.6(3) . . . . ?
C41 C40 C45 C48 -179.9(3) . . . . ?
C30 C40 C45 C48 -2.3(4) . . . . ?
