#------------------------------------------------------------------------------
#$Date: 2024-10-06 10:14:28 +0300 (Sun, 06 Oct 2024) $
#$Revision: 295209 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/24/1572481.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_1572481
loop_
_publ_author_name
'Yoon, Joseph S.'
'Abdellaoui, Mehdi'
'Gembicky, Milan'
'Bertrand, Guy'
_publ_section_title
;
 A carbene-stabilized diphosphorus: a triple-bonded diphosphorus (P[triple
 bond, length as m-dash]P) and a bis(phosphinidene) (P-P) transfer agent.
;
_journal_issue                   38
_journal_name_full               'Chemical science'
_journal_page_first              15713
_journal_page_last               15716
_journal_paper_doi               10.1039/d4sc05091f
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C14 H30 N2 P2'
_chemical_formula_sum            'C14 H30 N2 P2'
_chemical_formula_weight         288.34
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2024-07-03
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-07-03 deposited with the CCDC.	2024-09-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 113.731(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.7119(16)
_cell_length_b                   11.7054(15)
_cell_length_c                   14.533(2)
_cell_measurement_reflns_used    9838
_cell_measurement_temperature    100
_cell_measurement_theta_max      24.97
_cell_measurement_theta_min      2.57
_cell_volume                     1823.9(4)
_computing_cell_refinement       'SAINT v8.40B (Bruker, 2019)'
_computing_data_collection       'APEX5 v2023.9-2 (Bruker, 2023)'
_computing_data_reduction        'SAINT v8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'Bruker Photon III Area Detector'
_diffrn_detector_area_resol_mean 7.407
_diffrn_detector_type            'CPAD Area Detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       'Fixed Chi Three-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Double Bounce Multilayer Mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0771
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            79435
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.560
_diffrn_reflns_theta_min         2.576
_diffrn_source                   'Micro Focus Rotating Anode'
_diffrn_source_current           50.0
_diffrn_source_power             2.5
_diffrn_source_type              'Bruker TXS'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.228
_exptl_absorpt_correction_T_max  0.5547
_exptl_absorpt_correction_T_min  0.5293
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1348 before and 0.0678 after correction.
The Ratio of minimum to maximum transmission is 0.9542.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.050
_exptl_crystal_description       plank
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.444
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     348
_refine_ls_number_reflns         3363
_refine_ls_number_restraints     261
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0473
_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)+(0.0463P)²+1.1604P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1110
_refine_ls_wR_factor_ref         0.1220
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2679
_reflns_number_total             3363
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc05091f2.cif
_cod_data_source_block           bis(carbene)p2
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' 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 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 1572478--1572481.cif.
;
_cod_original_cell_volume        1824.0(4)
_cod_database_code               1572481
_shelx_shelxl_version_number     2019/1
_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_max   0.982
_shelx_estimated_absorpt_t_min   0.967
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
3. Same fragment restrains
{P1, P2, N1, N2, C1, C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12, C13, C14}
sigma for 1-2: 0.02, 1-3: 0.04
as in
{P1', P2', N1', N2', C1', C2', C3', C4', C5', C6', C7', C8', C9', C10', C11',
C12', C13', C14'}
4. Others
 Sof(P1')=Sof(P2')=Sof(N1')=Sof(N2')=Sof(C1')=Sof(H1')=Sof(C2')=Sof(H2')=
 Sof(C3')=Sof(H3'A)=Sof(H3'B)=Sof(H3'C)=Sof(C4')=Sof(H4')=Sof(C5')=Sof(H5'A)=
 Sof(H5'B)=Sof(H5'C)=Sof(C6')=Sof(H6'A)=Sof(H6'B)=Sof(H6'C)=Sof(C7')=Sof(H7')=
 Sof(C8')=Sof(H8'A)=Sof(H8'B)=Sof(H8'C)=Sof(C9')=Sof(H9'A)=Sof(H9'B)=Sof(H9'C)=
 Sof(C10')=Sof(H10')=Sof(C11')=Sof(H11D)=Sof(H11E)=Sof(H11F)=Sof(C12')=
 Sof(H12D)=Sof(H12E)=Sof(H12F)=Sof(C13')=Sof(H13')=Sof(C14')=Sof(H14D)=
 Sof(H14E)=Sof(H14F)=1-FVAR(1)
 Sof(P1)=Sof(P2)=Sof(N1)=Sof(N2)=Sof(C1)=Sof(H1)=Sof(C2)=Sof(H2)=Sof(C3)=
 Sof(H3A)=Sof(H3B)=Sof(H3C)=Sof(C4)=Sof(H4)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(H5C)=
 Sof(C6)=Sof(H6A)=Sof(H6B)=Sof(H6C)=Sof(C7)=Sof(H7)=Sof(C8)=Sof(H8A)=Sof(H8B)=
 Sof(H8C)=Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(H9C)=Sof(C10)=Sof(H10)=Sof(C11)=
 Sof(H11A)=Sof(H11B)=Sof(H11C)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(H12C)=Sof(C13)=
 Sof(H13)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(H14C)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C4(H4), C7(H7), C10(H10), C13(H13), C4'(H4'), C7'(H7'), C10'(H10'), C13'(H13')
5.b Aromatic/amide H refined with riding coordinates:
 C1'(H1'), C2'(H2')
5.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C9(H9A,
 H9B,H9C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C),
 C3'(H3'A,H3'B,H3'C), C5'(H5'A,H5'B,H5'C), C6'(H6'A,H6'B,H6'C), C8'(H8'A,H8'B,
 H8'C), C9'(H9'A,H9'B,H9'C), C11'(H11D,H11E,H11F), C12'(H12D,H12E,H12F),
 C14'(H14D,H14E,H14F)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
P1 P 0.47740(6) 0.66921(6) 0.79163(5) 0.0307(2) Uani 0.6836(12) 1 d D . P A 1
P2 P 0.51163(6) 0.57415(6) 0.67535(5) 0.0298(2) Uani 0.6836(12) 1 d D . P A 1
N1 N 0.3024(4) 0.8407(5) 0.7366(4) 0.0416(12) Uani 0.6836(12) 1 d D . P A 1
N2 N 0.6957(6) 0.4103(6) 0.7304(4) 0.0356(11) Uani 0.6836(12) 1 d D . P A 1
C1 C 0.3611(4) 0.7544(4) 0.7129(3) 0.0325(9) Uani 0.6836(12) 1 d D . P A 1
H1 H 0.333(3) 0.740(3) 0.640(2) 0.039 Uiso 0.6836(12) 1 d . U P A 1
C2 C 0.6308(5) 0.4908(5) 0.7544(3) 0.0281(10) Uani 0.6836(12) 1 d D . P A 1
H2 H 0.658(3) 0.500(2) 0.827(2) 0.034 Uiso 0.6836(12) 1 d . U P A 1
C3 C 0.2367(9) 0.9671(8) 0.5925(8) 0.065(2) Uani 0.6836(12) 1 d D . P A 1
H3A H 0.305790 1.017157 0.632819 0.097 Uiso 0.6836(12) 1 calc R U P A 1
H3B H 0.167165 1.013436 0.547147 0.097 Uiso 0.6836(12) 1 calc R U P A 1
H3C H 0.264630 0.914995 0.552893 0.097 Uiso 0.6836(12) 1 calc R U P A 1
C4 C 0.1940(3) 0.8979(3) 0.6618(3) 0.0467(8) Uani 0.6836(12) 1 d D . P A 1
H4 H 0.161298 0.952761 0.698093 0.056 Uiso 0.6836(12) 1 calc R U P A 1
C5 C 0.0896(5) 0.8143(8) 0.6048(7) 0.0691(18) Uani 0.6836(12) 1 d D . P A 1
H5A H 0.120119 0.757886 0.570233 0.104 Uiso 0.6836(12) 1 calc R U P A 1
H5B H 0.019123 0.856089 0.555313 0.104 Uiso 0.6836(12) 1 calc R U P A 1
H5C H 0.062561 0.775218 0.652200 0.104 Uiso 0.6836(12) 1 calc R U P A 1
C6 C 0.3676(7) 0.9984(5) 0.8569(5) 0.0599(14) Uani 0.6836(12) 1 d D . P A 1
H6A H 0.423113 1.018536 0.823820 0.090 Uiso 0.6836(12) 1 calc R U P A 1
H6B H 0.408311 1.016950 0.928583 0.090 Uiso 0.6836(12) 1 calc R U P A 1
H6C H 0.289727 1.041754 0.826305 0.090 Uiso 0.6836(12) 1 calc R U P A 1
C7 C 0.3393(4) 0.8718(4) 0.8444(3) 0.0647(10) Uani 0.6836(12) 1 d D . P A 1
H7 H 0.419387 0.831115 0.883379 0.078 Uiso 0.6836(12) 1 calc R U P A 1
C8 C 0.2491(5) 0.8337(5) 0.8857(4) 0.0709(15) Uani 0.6836(12) 1 d D . P A 1
H8A H 0.170854 0.876014 0.853097 0.106 Uiso 0.6836(12) 1 calc R U P A 1
H8B H 0.283562 0.848206 0.958280 0.106 Uiso 0.6836(12) 1 calc R U P A 1
H8C H 0.233227 0.751806 0.873268 0.106 Uiso 0.6836(12) 1 calc R U P A 1
C9 C 0.7754(10) 0.4191(9) 0.5937(7) 0.0468(19) Uani 0.6836(12) 1 d D . P A 1
H9A H 0.800245 0.498252 0.613998 0.070 Uiso 0.6836(12) 1 calc R U P A 1
H9B H 0.748050 0.412011 0.520795 0.070 Uiso 0.6836(12) 1 calc R U P A 1
H9C H 0.846499 0.368276 0.627620 0.070 Uiso 0.6836(12) 1 calc R U P A 1
C10 C 0.6687(3) 0.3862(2) 0.6230(2) 0.0335(6) Uani 0.6836(12) 1 d D . P A 1
H10 H 0.594321 0.432758 0.580998 0.040 Uiso 0.6836(12) 1 calc R U P A 1
C11 C 0.6357(7) 0.2616(6) 0.5981(6) 0.0475(15) Uani 0.6836(12) 1 d D . P A 1
H11A H 0.709383 0.214161 0.633514 0.071 Uiso 0.6836(12) 1 calc R U P A 1
H11B H 0.607334 0.250036 0.525434 0.071 Uiso 0.6836(12) 1 calc R U P A 1
H11C H 0.568981 0.239864 0.619097 0.071 Uiso 0.6836(12) 1 calc R U P A 1
C12 C 0.9021(6) 0.4353(9) 0.8724(7) 0.061(2) Uani 0.6836(12) 1 d D . P A 1
H12A H 0.933761 0.477631 0.829422 0.091 Uiso 0.6836(12) 1 calc R U P A 1
H12B H 0.970554 0.392836 0.923355 0.091 Uiso 0.6836(12) 1 calc R U P A 1
H12C H 0.866625 0.488956 0.905571 0.091 Uiso 0.6836(12) 1 calc R U P A 1
C13 C 0.8010(3) 0.3517(3) 0.8082(2) 0.0388(7) Uani 0.6836(12) 1 d D . P A 1
H13 H 0.838800 0.298794 0.774144 0.047 Uiso 0.6836(12) 1 calc R U P A 1
C14 C 0.7522(8) 0.2793(7) 0.8731(6) 0.0602(18) Uani 0.6836(12) 1 d D . P A 1
H14A H 0.716002 0.329602 0.908140 0.090 Uiso 0.6836(12) 1 calc R U P A 1
H14B H 0.821250 0.235848 0.922405 0.090 Uiso 0.6836(12) 1 calc R U P A 1
H14C H 0.688220 0.226364 0.829911 0.090 Uiso 0.6836(12) 1 calc R U P A 1
P1' P 0.41735(14) 0.66833(13) 0.67690(12) 0.0316(5) Uani 0.3164(12) 1 d D . P A
2
P2' P 0.56784(14) 0.58140(13) 0.79666(12) 0.0325(5) Uani 0.3164(12) 1 d D . P A
2
N1' N 0.2707(10) 0.8235(11) 0.7262(9) 0.040(2) Uani 0.3164(12) 1 d D . P A 2
N2' N 0.7111(14) 0.4264(14) 0.7452(11) 0.042(2) Uani 0.3164(12) 1 d D . P A 2
C1' C 0.3678(9) 0.7522(9) 0.7505(6) 0.030(2) Uani 0.3164(12) 1 d D . P A 2
H1' H 0.417956 0.747273 0.820487 0.036 Uiso 0.3164(12) 1 calc R U P A 2
C2' C 0.6159(12) 0.5003(11) 0.7213(7) 0.031(2) Uani 0.3164(12) 1 d D . P A 2
H2' H 0.567572 0.508784 0.651275 0.037 Uiso 0.3164(12) 1 calc R U P A 2
C3' C 0.1920(10) 0.8139(12) 0.8568(8) 0.064(3) Uani 0.3164(12) 1 d D . P A 2
H3'A H 0.117857 0.775535 0.808243 0.095 Uiso 0.3164(12) 1 calc R U P A 2
H3'B H 0.168833 0.858571 0.903758 0.095 Uiso 0.3164(12) 1 calc R U P A 2
H3'C H 0.254457 0.756609 0.894228 0.095 Uiso 0.3164(12) 1 calc R U P A 2
C4' C 0.2485(6) 0.8969(6) 0.7987(4) 0.0435(15) Uani 0.3164(12) 1 d D . P A 2
H4' H 0.184027 0.954983 0.761116 0.052 Uiso 0.3164(12) 1 calc R U P A 2
C5' C 0.3619(14) 0.9583(13) 0.8736(11) 0.077(4) Uani 0.3164(12) 1 d D . P A 2
H5'A H 0.432935 0.905663 0.898301 0.115 Uiso 0.3164(12) 1 calc R U P A 2
H5'B H 0.343942 0.985485 0.930117 0.115 Uiso 0.3164(12) 1 calc R U P A 2
H5'C H 0.382164 1.023590 0.840591 0.115 Uiso 0.3164(12) 1 calc R U P A 2
C6' C 0.0590(11) 0.8256(16) 0.5929(14) 0.056(3) Uani 0.3164(12) 1 d D . P A 2
H6'A H 0.049842 0.749744 0.617585 0.084 Uiso 0.3164(12) 1 calc R U P A 2
H6'B H 0.009818 0.829514 0.520193 0.084 Uiso 0.3164(12) 1 calc R U P A 2
H6'C H 0.029331 0.883767 0.626564 0.084 Uiso 0.3164(12) 1 calc R U P A 2
C7' C 0.1966(6) 0.8473(7) 0.6153(5) 0.0445(15) Uani 0.3164(12) 1 d D . P A 2
H7' H 0.222952 0.790828 0.575995 0.053 Uiso 0.3164(12) 1 calc R U P A 2
C8' C 0.2077(18) 0.9632(15) 0.5788(15) 0.048(3) Uani 0.3164(12) 1 d D . P A 2
H8'A H 0.188010 1.020320 0.619548 0.072 Uiso 0.3164(12) 1 calc R U P A 2
H8'B H 0.149344 0.970888 0.508386 0.072 Uiso 0.3164(12) 1 calc R U P A 2
H8'C H 0.293097 0.975027 0.584461 0.072 Uiso 0.3164(12) 1 calc R U P A 2
C9' C 0.7805(19) 0.2988(17) 0.8955(15) 0.064(4) Uani 0.3164(12) 1 d D . P A 2
H9'A H 0.691738 0.284269 0.877579 0.096 Uiso 0.3164(12) 1 calc R U P A 2
H9'B H 0.825072 0.299420 0.968789 0.096 Uiso 0.3164(12) 1 calc R U P A 2
H9'C H 0.814750 0.238536 0.867143 0.096 Uiso 0.3164(12) 1 calc R U P A 2
C10' C 0.7958(8) 0.4115(8) 0.8543(6) 0.0611(19) Uani 0.3164(12) 1 d D . P A 2
H10' H 0.773408 0.471747 0.892892 0.073 Uiso 0.3164(12) 1 calc R U P A 2
C11' C 0.9280(13) 0.4360(19) 0.8644(16) 0.050(3) Uani 0.3164(12) 1 d D . P A 2
H11D H 0.960679 0.369029 0.842477 0.075 Uiso 0.3164(12) 1 calc R U P A 2
H11E H 0.981141 0.452867 0.934774 0.075 Uiso 0.3164(12) 1 calc R U P A 2
H11F H 0.927181 0.501774 0.822464 0.075 Uiso 0.3164(12) 1 calc R U P A 2
C12' C 0.6238(15) 0.2816(14) 0.6143(13) 0.051(3) Uani 0.3164(12) 1 d D . P A 2
H12D H 0.606371 0.230886 0.660756 0.076 Uiso 0.3164(12) 1 calc R U P A 2
H12E H 0.641153 0.235802 0.565026 0.076 Uiso 0.3164(12) 1 calc R U P A 2
H12F H 0.551182 0.330539 0.579410 0.076 Uiso 0.3164(12) 1 calc R U P A 2
C13' C 0.7367(7) 0.3559(6) 0.6731(6) 0.0437(15) Uani 0.3164(12) 1 d D . P A 2
H13' H 0.807584 0.303919 0.711809 0.052 Uiso 0.3164(12) 1 calc R U P A 2
C14' C 0.779(2) 0.434(2) 0.6084(17) 0.050(4) Uani 0.3164(12) 1 d D . P A 2
H14D H 0.718068 0.495039 0.579585 0.075 Uiso 0.3164(12) 1 calc R U P A 2
H14E H 0.786912 0.389248 0.554103 0.075 Uiso 0.3164(12) 1 calc R U P A 2
H14F H 0.860484 0.467474 0.650142 0.075 Uiso 0.3164(12) 1 calc R U 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 P1 P2 97.15(15) . . ?
C2 P2 P1 97.18(16) . . ?
C1 N1 C4 122.4(5) . . ?
C1 N1 C7 119.4(4) . . ?
C4 N1 C7 117.9(4) . . ?
C2 N2 C10 120.1(4) . . ?
C2 N2 C13 121.2(5) . . ?
C13 N2 C10 118.6(4) . . ?
P1 C1 H1 116.7(18) . . ?
N1 C1 P1 128.4(4) . . ?
N1 C1 H1 114.8(18) . . ?
P2 C2 H2 119.3(17) . . ?
N2 C2 P2 128.4(4) . . ?
N2 C2 H2 112.4(17) . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
N1 C4 C3 108.5(5) . . ?
N1 C4 H4 107.7 . . ?
N1 C4 C5 112.2(4) . . ?
C3 C4 H4 107.7 . . ?
C5 C4 C3 112.7(6) . . ?
C5 C4 H4 107.7 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C7 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
C7 C6 H6C 109.5 . . ?
N1 C7 C6 108.7(4) . . ?
N1 C7 H7 106.7 . . ?
C6 C7 H7 106.7 . . ?
C8 C7 N1 113.7(4) . . ?
C8 C7 C6 113.9(5) . . ?
C8 C7 H7 106.7 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
C10 C9 H9C 109.5 . . ?
N2 C10 C9 113.1(5) . . ?
N2 C10 H10 107.6 . . ?
N2 C10 C11 111.0(5) . . ?
C9 C10 H10 107.6 . . ?
C11 C10 C9 109.6(5) . . ?
C11 C10 H10 107.6 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
N2 C13 C12 112.0(5) . . ?
N2 C13 H13 108.1 . . ?
N2 C13 C14 109.0(5) . . ?
C12 C13 H13 108.1 . . ?
C12 C13 C14 111.5(5) . . ?
C14 C13 H13 108.1 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C1' P1' P2' 97.9(3) . . ?
C2' P2' P1' 96.7(3) . . ?
C1' N1' C4' 123.7(9) . . ?
C1' N1' C7' 117.1(9) . . ?
C4' N1' C7' 117.8(8) . . ?
C2' N2' C10' 118.4(10) . . ?
C2' N2' C13' 124.7(11) . . ?
C13' N2' C10' 116.9(9) . . ?
P1' C1' H1' 114.4 . . ?
N1' C1' P1' 131.1(8) . . ?
N1' C1' H1' 114.4 . . ?
P2' C2' H2' 114.9 . . ?
N2' C2' P2' 130.3(9) . . ?
N2' C2' H2' 114.9 . . ?
H3'A C3' H3'B 109.5 . . ?
H3'A C3' H3'C 109.5 . . ?
H3'B C3' H3'C 109.5 . . ?
C4' C3' H3'A 109.5 . . ?
C4' C3' H3'B 109.5 . . ?
C4' C3' H3'C 109.5 . . ?
N1' C4' C3' 104.8(9) . . ?
N1' C4' H4' 108.7 . . ?
N1' C4' C5' 116.0(9) . . ?
C3' C4' H4' 108.7 . . ?
C5' C4' C3' 109.8(8) . . ?
C5' C4' H4' 108.7 . . ?
C4' C5' H5'A 109.5 . . ?
C4' C5' H5'B 109.5 . . ?
C4' C5' H5'C 109.5 . . ?
H5'A C5' H5'B 109.5 . . ?
H5'A C5' H5'C 109.5 . . ?
H5'B C5' H5'C 109.5 . . ?
H6'A C6' H6'B 109.5 . . ?
H6'A C6' H6'C 109.5 . . ?
H6'B C6' H6'C 109.5 . . ?
C7' C6' H6'A 109.5 . . ?
C7' C6' H6'B 109.5 . . ?
C7' C6' H6'C 109.5 . . ?
N1' C7' C6' 107.3(10) . . ?
N1' C7' H7' 108.0 . . ?
C6' C7' H7' 108.0 . . ?
C8' C7' N1' 117.0(10) . . ?
C8' C7' C6' 108.2(11) . . ?
C8' C7' H7' 108.0 . . ?
C7' C8' H8'A 109.5 . . ?
C7' C8' H8'B 109.5 . . ?
C7' C8' H8'C 109.5 . . ?
H8'A C8' H8'B 109.5 . . ?
H8'A C8' H8'C 109.5 . . ?
H8'B C8' H8'C 109.5 . . ?
H9'A C9' H9'B 109.5 . . ?
H9'A C9' H9'C 109.5 . . ?
H9'B C9' H9'C 109.5 . . ?
C10' C9' H9'A 109.5 . . ?
C10' C9' H9'B 109.5 . . ?
C10' C9' H9'C 109.5 . . ?
N2' C10' H10' 107.4 . . ?
N2' C10' C11' 107.1(12) . . ?
C9' C10' N2' 113.1(12) . . ?
C9' C10' H10' 107.4 . . ?
C9' C10' C11' 114.2(12) . . ?
C11' C10' H10' 107.4 . . ?
C10' C11' H11D 109.5 . . ?
C10' C11' H11E 109.5 . . ?
C10' C11' H11F 109.5 . . ?
H11D C11' H11E 109.5 . . ?
H11D C11' H11F 109.5 . . ?
H11E C11' H11F 109.5 . . ?
H12D C12' H12E 109.5 . . ?
H12D C12' H12F 109.5 . . ?
H12E C12' H12F 109.5 . . ?
C13' C12' H12D 109.5 . . ?
C13' C12' H12E 109.5 . . ?
C13' C12' H12F 109.5 . . ?
N2' C13' C12' 110.1(10) . . ?
N2' C13' H13' 107.8 . . ?
N2' C13' C14' 108.4(13) . . ?
C12' C13' H13' 107.8 . . ?
C12' C13' C14' 114.8(12) . . ?
C14' C13' H13' 107.8 . . ?
C13' C14' H14D 109.5 . . ?
C13' C14' H14E 109.5 . . ?
C13' C14' H14F 109.5 . . ?
H14D C14' H14E 109.5 . . ?
H14D C14' H14F 109.5 . . ?
H14E C14' H14F 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
P1 P2 2.1909(10) . ?
P1 C1 1.704(4) . ?
P2 C2 1.712(4) . ?
N1 C1 1.343(5) . ?
N1 C4 1.459(5) . ?
N1 C7 1.493(7) . ?
N2 C2 1.342(5) . ?
N2 C10 1.490(6) . ?
N2 C13 1.465(6) . ?
C1 H1 0.98(3) . ?
C2 H2 0.98(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C3 C4 1.525(9) . ?
C4 H4 1.0000 . ?
C4 C5 1.524(9) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C6 C7 1.514(7) . ?
C7 H7 1.0000 . ?
C7 C8 1.478(7) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C9 C10 1.523(9) . ?
C10 H10 1.0000 . ?
C10 C11 1.516(6) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C12 C13 1.530(9) . ?
C13 H13 1.0000 . ?
C13 C14 1.538(8) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
P1' P2' 2.168(2) . ?
P1' C1' 1.716(7) . ?
P2' C2' 1.707(9) . ?
N1' C1' 1.338(11) . ?
N1' C4' 1.461(11) . ?
N1' C7' 1.518(13) . ?
N2' C2' 1.341(12) . ?
N2' C10' 1.504(14) . ?
N2' C13' 1.457(12) . ?
C1' H1' 0.9500 . ?
C2' H2' 0.9500 . ?
C3' H3'A 0.9800 . ?
C3' H3'B 0.9800 . ?
C3' H3'C 0.9800 . ?
C3' C4' 1.596(12) . ?
C4' H4' 1.0000 . ?
C4' C5' 1.517(13) . ?
C5' H5'A 0.9800 . ?
C5' H5'B 0.9800 . ?
C5' H5'C 0.9800 . ?
C6' H6'A 0.9800 . ?
C6' H6'B 0.9800 . ?
C6' H6'C 0.9800 . ?
C6' C7' 1.531(13) . ?
C7' H7' 1.0000 . ?
C7' C8' 1.481(15) . ?
C8' H8'A 0.9800 . ?
C8' H8'B 0.9800 . ?
C8' H8'C 0.9800 . ?
C9' H9'A 0.9800 . ?
C9' H9'B 0.9800 . ?
C9' H9'C 0.9800 . ?
C9' C10' 1.488(16) . ?
C10' H10' 1.0000 . ?
C10' C11' 1.522(13) . ?
C11' H11D 0.9800 . ?
C11' H11E 0.9800 . ?
C11' H11F 0.9800 . ?
C12' H12D 0.9800 . ?
C12' H12E 0.9800 . ?
C12' H12F 0.9800 . ?
C12' C13' 1.525(14) . ?
C13' H13' 1.0000 . ?
C13' C14' 1.533(16) . ?
C14' H14D 0.9800 . ?
C14' H14E 0.9800 . ?
C14' H14F 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
P1 P2 C2 N2 179.6(7) . . . . ?
P2 P1 C1 N1 -175.0(6) . . . . ?
C1 N1 C4 C3 -69.7(8) . . . . ?
C1 N1 C4 C5 55.5(8) . . . . ?
C1 N1 C7 C6 127.3(6) . . . . ?
C1 N1 C7 C8 -104.8(6) . . . . ?
C2 N2 C10 C9 113.1(8) . . . . ?
C2 N2 C10 C11 -123.2(8) . . . . ?
C2 N2 C13 C12 -57.9(10) . . . . ?
C2 N2 C13 C14 65.9(9) . . . . ?
C4 N1 C1 P1 -172.6(4) . . . . ?
C4 N1 C7 C6 -59.4(7) . . . . ?
C4 N1 C7 C8 68.5(6) . . . . ?
C7 N1 C1 P1 0.5(9) . . . . ?
C7 N1 C4 C3 117.2(7) . . . . ?
C7 N1 C4 C5 -117.7(6) . . . . ?
C10 N2 C2 P2 1.4(12) . . . . ?
C10 N2 C13 C12 116.8(6) . . . . ?
C10 N2 C13 C14 -119.4(7) . . . . ?
C13 N2 C2 P2 176.0(5) . . . . ?
C13 N2 C10 C9 -61.6(9) . . . . ?
C13 N2 C10 C11 62.1(8) . . . . ?
P1' P2' C2' N2' 177.4(17) . . . . ?
P2' P1' C1' N1' -174.8(13) . . . . ?
C1' N1' C4' C3' -77.8(15) . . . . ?
C1' N1' C4' C5' 43.5(18) . . . . ?
C1' N1' C7' C6' 128.4(13) . . . . ?
C1' N1' C7' C8' -109.9(16) . . . . ?
C2' N2' C10' C9' 109(2) . . . . ?
C2' N2' C10' C11' -124.0(18) . . . . ?
C2' N2' C13' C12' -57(2) . . . . ?
C2' N2' C13' C14' 69(2) . . . . ?
C4' N1' C1' P1' -174.2(9) . . . . ?
C4' N1' C7' C6' -64.4(15) . . . . ?
C4' N1' C7' C8' 57.3(16) . . . . ?
C7' N1' C1' P1' -8(2) . . . . ?
C7' N1' C4' C3' 115.9(11) . . . . ?
C7' N1' C4' C5' -122.8(11) . . . . ?
C10' N2' C2' P2' -3(3) . . . . ?
C10' N2' C13' C12' 120.5(15) . . . . ?
C10' N2' C13' C14' -113.2(18) . . . . ?
C13' N2' C2' P2' 175.3(12) . . . . ?
C13' N2' C10' C9' -69(2) . . . . ?
C13' N2' C10' C11' 58(2) . . . . ?
