#------------------------------------------------------------------------------
#$Date: 2022-05-03 02:20:48 +0300 (Tue, 03 May 2022) $
#$Revision: 274817 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/01/7710159.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_7710159
loop_
_publ_author_name
'Merschel, Arne'
'Vishnevskiy, Yury V.'
'Neumann, Beate'
'Stammler, Georg'
'Ghadwal, Rajendra S.'
_publ_section_title
;
 Crystalline phosphino-functionalized mesoionic olefins (p-MIOs)
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT01314B
_journal_year                    2022
_chemical_formula_moiety         'C46 H51 N2 P'
_chemical_formula_sum            'C46 H51 N2 P'
_chemical_formula_weight         662.85
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2020-04-30
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2021-11-12 deposited with the CCDC.	2022-05-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   20.2225(4)
_cell_length_b                   18.7068(4)
_cell_length_c                   20.3020(4)
_cell_measurement_reflns_used    33994
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      31.9070
_cell_measurement_theta_min      2.6950
_cell_volume                     7680.2(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.77a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.77a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.77a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -42.00  13.00   1.00   44.00    --  -17.08 -77.00 -60.00   55
  2  ω     -8.00  85.00   1.00   44.00    --   17.08  57.00-150.00   93
  3  ω     -4.00  88.00   1.00   44.00    --   17.08  38.00 120.00   92
  4  ω      3.00  88.00   1.00   44.00    --   17.08  38.00 -60.00   85
  5  ω    -59.00  50.00   1.00   44.00    --   17.08 -19.00 120.00  109
  6  ω      0.00  67.00   1.00   44.00    --   17.08-118.00 -69.97   67
  7  ω      0.00  67.00   1.00   44.00    --   17.08-118.00 113.80   67
  8  ω    -51.00  42.00   1.00   44.00    --   17.08 -57.00 -30.00   93
  9  ω     55.00  70.00   1.00   44.00    --   17.08-154.00-153.27   15
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0261836000
_diffrn_orient_matrix_UB_12      -0.0237001000
_diffrn_orient_matrix_UB_13      0.0079034000
_diffrn_orient_matrix_UB_21      -0.0230048000
_diffrn_orient_matrix_UB_22      -0.0240505000
_diffrn_orient_matrix_UB_23      0.0143514000
_diffrn_orient_matrix_UB_31      -0.0039897000
_diffrn_orient_matrix_UB_32      -0.0172419000
_diffrn_orient_matrix_UB_33      -0.0308554000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0622
_diffrn_reflns_av_unetI/netI     0.0383
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            162835
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.877
_diffrn_reflns_theta_min         2.495
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.574
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.77a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.147
_exptl_crystal_description       plate
_exptl_crystal_F_000             2848
_exptl_crystal_size_max          0.309
_exptl_crystal_size_mid          0.246
_exptl_crystal_size_min          0.098
_refine_diff_density_max         0.419
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     646
_refine_ls_number_reflns         13820
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0753
_refine_ls_R_factor_gt           0.0492
_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)+(0.0530P)²+3.4464P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1133
_refine_ls_wR_factor_ref         0.1262
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10265
_reflns_number_total             13820
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt01314b2.cif
_cod_data_source_block           compound_4a
_cod_database_code               7710159
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C46H51N2P
_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   0.990
_shelx_estimated_absorpt_t_min   0.968
_diffrn_oxdiff_digest_frames
;
012bd8b2837bb5e2a7a4d47768f1240adf00676aff0
;
_diffrn_oxdiff_digest_hkl
;
0123dbb7f06d5dc2e8c0e39f26e67b03830f38
;
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.97
_olex2_refinement_description
;
;
_olex2_date_sample_data_collection 2020-04-16
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.140
_oxdiff_exptl_absorpt_empirical_full_min 0.954
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -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 0.02315(2) 0.29884(2) 0.34247(2) 0.01515(7) Uani 1 1 d . . . . .
N1 N 0.09346(4) 0.18683(5) 0.28526(4) 0.01368(16) Uani 1 1 d . . . . .
N2 N 0.08283(5) 0.09585(5) 0.35091(4) 0.01483(17) Uani 1 1 d . . . . .
C1 C 0.10646(5) 0.11706(6) 0.29096(5) 0.01417(19) Uani 1 1 d . . . . .
C2 C 0.06097(5) 0.21346(6) 0.34167(5) 0.01464(19) Uani 1 1 d . . . . .
C3 C 0.05686(5) 0.15467(6) 0.38701(5) 0.01511(19) Uani 1 1 d . . . . .
C4 C 0.03558(6) 0.14921(7) 0.45025(6) 0.0200(2) Uani 1 1 d . . . . .
C5 C 0.13812(5) 0.07010(6) 0.24237(5) 0.0156(2) Uani 1 1 d . . . . .
C6 C 0.11643(6) -0.00060(6) 0.23492(6) 0.0208(2) Uani 1 1 d . . . . .
C7 C 0.14630(7) -0.04638(7) 0.18994(6) 0.0257(3) Uani 1 1 d . . . . .
C8 C 0.19866(7) -0.02292(7) 0.15179(6) 0.0271(3) Uani 1 1 d . . . . .
C9 C 0.22045(7) 0.04703(7) 0.15836(6) 0.0267(3) Uani 1 1 d . . . . .
C10 C 0.19085(6) 0.09350(7) 0.20298(6) 0.0210(2) Uani 1 1 d . . . . .
C11 C 0.10578(5) 0.22727(6) 0.22603(5) 0.01462(19) Uani 1 1 d . . . . .
C12 C 0.06318(6) 0.21662(6) 0.17277(5) 0.0165(2) Uani 1 1 d . . . . .
C13 C 0.07955(6) 0.25039(7) 0.11364(6) 0.0211(2) Uani 1 1 d . . . . .
C14 C 0.13543(7) 0.29278(7) 0.10883(6) 0.0248(3) Uani 1 1 d . . . . .
C15 C 0.17502(6) 0.30470(7) 0.16340(6) 0.0237(2) Uani 1 1 d . . . . .
C16 C 0.16065(6) 0.27287(6) 0.22400(6) 0.0183(2) Uani 1 1 d . . . . .
C17 C 0.00087(6) 0.17203(6) 0.17773(6) 0.0188(2) Uani 1 1 d . . . . .
C18 C 0.00115(7) 0.10921(7) 0.12959(7) 0.0270(3) Uani 1 1 d . . . . .
C19 C -0.06015(7) 0.21892(8) 0.16642(8) 0.0295(3) Uani 1 1 d . . . . .
C20 C 0.20276(6) 0.28856(7) 0.28431(7) 0.0231(2) Uani 1 1 d . . . . .
C21 C 0.27379(8) 0.26079(11) 0.27790(11) 0.0438(4) Uani 1 1 d . . . . .
C22 C 0.20407(8) 0.36854(8) 0.29876(7) 0.0291(3) Uani 1 1 d . . . . .
C23 C -0.05450(6) 0.27873(6) 0.38649(6) 0.0190(2) Uani 1 1 d . . . . .
C24 C -0.09825(7) 0.23045(8) 0.35809(7) 0.0308(3) Uani 1 1 d . . . . .
C25 C -0.15858(8) 0.21527(10) 0.38786(9) 0.0420(4) Uani 1 1 d . . . . .
C26 C -0.17627(7) 0.24776(10) 0.44637(8) 0.0382(4) Uani 1 1 d . . . . .
C27 C -0.13324(7) 0.29486(9) 0.47571(8) 0.0330(3) Uani 1 1 d . . . . .
C28 C -0.07293(6) 0.31075(7) 0.44589(7) 0.0254(3) Uani 1 1 d . . . . .
C29 C 0.06651(6) 0.34986(6) 0.40631(5) 0.0170(2) Uani 1 1 d . . . . .
C30 C 0.11491(6) 0.32106(7) 0.44759(6) 0.0202(2) Uani 1 1 d . . . . .
C31 C 0.14526(7) 0.36338(7) 0.49514(6) 0.0247(2) Uani 1 1 d . . . . .
C32 C 0.12751(7) 0.43453(7) 0.50228(6) 0.0264(3) Uani 1 1 d . . . . .
C33 C 0.08007(7) 0.46412(7) 0.46113(6) 0.0266(3) Uani 1 1 d . . . . .
C34 C 0.05033(7) 0.42217(7) 0.41302(6) 0.0223(2) Uani 1 1 d . . . . .
C35 C 0.09104(5) 0.02644(6) 0.37920(5) 0.01452(19) Uani 1 1 d . . . . .
C36 C 0.03658(6) -0.02008(6) 0.37999(5) 0.0165(2) Uani 1 1 d . . . . .
C37 C 0.04682(6) -0.08873(6) 0.40458(6) 0.0207(2) Uani 1 1 d . . . . .
C38 C 0.10821(7) -0.10933(6) 0.42800(6) 0.0232(2) Uani 1 1 d . . . . .
C39 C 0.16039(6) -0.06156(7) 0.42912(6) 0.0223(2) Uani 1 1 d . . . . .
C40 C 0.15265(6) 0.00797(6) 0.40527(6) 0.0178(2) Uani 1 1 d . . . . .
C41 C -0.03152(6) 0.00264(7) 0.35581(6) 0.0225(2) Uani 1 1 d . . . . .
C42 C -0.05570(8) -0.04216(11) 0.29738(8) 0.0393(4) Uani 1 1 d . . . . .
C43 C -0.08196(7) -0.00177(9) 0.41173(8) 0.0322(3) Uani 1 1 d . . . . .
C44 C 0.20853(6) 0.06192(7) 0.41098(7) 0.0241(2) Uani 1 1 d . . . . .
C45 C 0.22724(8) 0.07109(10) 0.48405(8) 0.0362(3) Uani 1 1 d . . . . .
C46 C 0.26922(7) 0.04151(9) 0.37038(7) 0.0293(3) Uani 1 1 d . . . . .
H13 H 0.0523(7) 0.2444(8) 0.0767(8) 0.022(4) Uiso 1 1 d . . . . .
H6 H 0.0791(8) -0.0188(9) 0.2607(8) 0.031(4) Uiso 1 1 d . . . . .
H10 H 0.2074(8) 0.1412(10) 0.2066(8) 0.032(4) Uiso 1 1 d . . . . .
H4A H 0.0357(8) 0.1037(9) 0.4728(8) 0.025(4) Uiso 1 1 d . . . . .
H30 H 0.1270(7) 0.2716(8) 0.4440(7) 0.018(3) Uiso 1 1 d . . . . .
H15 H 0.2127(8) 0.3364(9) 0.1601(7) 0.025(4) Uiso 1 1 d . . . . .
H19A H -0.0608(8) 0.2375(9) 0.1189(9) 0.032(4) Uiso 1 1 d . . . . .
H17 H -0.0021(7) 0.1517(8) 0.2221(7) 0.020(4) Uiso 1 1 d . . . . .
H4B H 0.0184(8) 0.1901(9) 0.4713(8) 0.026(4) Uiso 1 1 d . . . . .
H39 H 0.2022(9) -0.0737(9) 0.4473(8) 0.034(4) Uiso 1 1 d . . . . .
H37 H 0.0106(8) -0.1225(9) 0.4055(8) 0.030(4) Uiso 1 1 d . . . . .
H46A H 0.2889(9) -0.0032(10) 0.3870(9) 0.036(5) Uiso 1 1 d . . . . .
H41 H -0.0284(9) 0.0518(10) 0.3411(8) 0.033(4) Uiso 1 1 d . . . . .
H18A H 0.0398(9) 0.0781(9) 0.1355(8) 0.030(4) Uiso 1 1 d . . . . .
H9 H 0.2573(9) 0.0636(9) 0.1316(8) 0.034(4) Uiso 1 1 d . . . . .
H31 H 0.1785(9) 0.3420(9) 0.5231(8) 0.035(4) Uiso 1 1 d . . . . .
H44 H 0.1925(8) 0.1067(9) 0.3941(8) 0.028(4) Uiso 1 1 d . . . . .
H14 H 0.1465(8) 0.3144(9) 0.0670(8) 0.032(4) Uiso 1 1 d . . . . .
H18B H 0.0021(9) 0.1256(10) 0.0841(9) 0.036(5) Uiso 1 1 d . . . . .
H38 H 0.1141(8) -0.1563(9) 0.4443(8) 0.032(4) Uiso 1 1 d . . . . .
H7 H 0.1290(8) -0.0946(9) 0.1854(8) 0.029(4) Uiso 1 1 d . . . . .
H22A H 0.2267(9) 0.3954(10) 0.2637(9) 0.038(5) Uiso 1 1 d . . . . .
H22B H 0.2275(9) 0.3776(10) 0.3405(9) 0.040(5) Uiso 1 1 d . . . . .
H20 H 0.1822(9) 0.2635(10) 0.3219(8) 0.035(4) Uiso 1 1 d . . . . .
H46B H 0.3031(9) 0.0798(10) 0.3739(9) 0.039(5) Uiso 1 1 d . . . . .
H19B H -0.0610(8) 0.2580(10) 0.1984(9) 0.034(4) Uiso 1 1 d . . . . .
H34 H 0.0164(8) 0.4450(9) 0.3845(8) 0.030(4) Uiso 1 1 d . . . . .
H46C H 0.2581(9) 0.0328(10) 0.3236(9) 0.038(5) Uiso 1 1 d . . . . .
H28 H -0.0423(9) 0.3461(9) 0.4676(8) 0.034(4) Uiso 1 1 d . . . . .
H32 H 0.1485(9) 0.4650(10) 0.5361(9) 0.037(5) Uiso 1 1 d . . . . .
H27 H -0.1450(9) 0.3179(10) 0.5177(9) 0.041(5) Uiso 1 1 d . . . . .
H26 H -0.2176(10) 0.2372(11) 0.4670(9) 0.048(5) Uiso 1 1 d . . . . .
H33 H 0.0663(9) 0.5141(10) 0.4672(9) 0.038(5) Uiso 1 1 d . . . . .
H8 H 0.2209(9) -0.0543(9) 0.1209(8) 0.034(4) Uiso 1 1 d . . . . .
H18C H -0.0404(9) 0.0817(10) 0.1353(9) 0.037(5) Uiso 1 1 d . . . . .
H22C H 0.1584(9) 0.3875(9) 0.3027(8) 0.034(4) Uiso 1 1 d . . . . .
H19C H -0.1014(9) 0.1895(10) 0.1742(9) 0.037(5) Uiso 1 1 d . . . . .
H43A H -0.0665(10) 0.0261(11) 0.4501(10) 0.050(6) Uiso 1 1 d . . . . .
H45A H 0.1875(10) 0.0865(10) 0.5086(9) 0.043(5) Uiso 1 1 d . . . . .
H24 H -0.0868(9) 0.2066(10) 0.3175(9) 0.039(5) Uiso 1 1 d . . . . .
H42A H -0.0580(11) -0.0955(13) 0.3092(11) 0.059(6) Uiso 1 1 d . . . . .
H42B H -0.0288(10) -0.0373(11) 0.2576(11) 0.051(6) Uiso 1 1 d . . . . .
H43B H -0.0879(10) -0.0525(12) 0.4273(10) 0.053(6) Uiso 1 1 d . . . . .
H43C H -0.1261(10) 0.0178(11) 0.3969(10) 0.050(5) Uiso 1 1 d . . . . .
H42C H -0.1017(11) -0.0259(11) 0.2859(10) 0.055(6) Uiso 1 1 d . . . . .
H45B H 0.2480(10) 0.0236(12) 0.5031(10) 0.056(6) Uiso 1 1 d . . . . .
H21A H 0.2979(10) 0.2757(11) 0.3172(10) 0.051(6) Uiso 1 1 d . . . . .
H45C H 0.2605(11) 0.1099(12) 0.4879(10) 0.060(6) Uiso 1 1 d . . . . .
H21B H 0.2743(10) 0.2085(11) 0.2747(10) 0.049(6) Uiso 1 1 d . . . . .
H21C H 0.2947(11) 0.2818(12) 0.2366(11) 0.063(7) Uiso 1 1 d . . . . .
H25 H -0.1849(12) 0.1806(13) 0.3655(11) 0.069(7) Uiso 1 1 d . . . . .
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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 2 0.0433
2 0 -2 0.0818
0 2 2 0.1115
0 -2 -2 0.1483
-2 2 2 0.0834
0 0 -2 0.0552
2 0 2 0.0522
-19 -14 -16 0.1157
-2 0 2 0.1041
-2 -2 2 0.1078
2 2 -2 0.0994
-26 -11 -4 0.1343
0 -2 2 0.1328
-2 2 -2 0.0970
2 -2 -2 0.1298
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 P1 C23 100.84(5) . . ?
C2 P1 C29 105.63(5) . . ?
C29 P1 C23 99.83(5) . . ?
C1 N1 C2 111.47(9) . . ?
C1 N1 C11 123.39(9) . . ?
C2 N1 C11 124.89(9) . . ?
C1 N2 C3 111.32(9) . . ?
C1 N2 C35 125.52(9) . . ?
C3 N2 C35 122.57(9) . . ?
N1 C1 N2 106.97(9) . . ?
N1 C1 C5 127.74(9) . . ?
N2 C1 C5 125.27(9) . . ?
N1 C2 P1 121.79(8) . . ?
N1 C2 C3 106.06(9) . . ?
C3 C2 P1 131.27(8) . . ?
N2 C3 C2 103.92(9) . . ?
C4 C3 N2 123.09(10) . . ?
C4 C3 C2 132.98(10) . . ?
C3 C4 H4A 120.9(9) . . ?
C3 C4 H4B 119.0(10) . . ?
H4A C4 H4B 120.1(13) . . ?
C6 C5 C1 120.06(10) . . ?
C6 C5 C10 118.08(10) . . ?
C10 C5 C1 121.85(10) . . ?
C5 C6 H6 120.7(10) . . ?
C7 C6 C5 121.09(12) . . ?
C7 C6 H6 118.2(10) . . ?
C6 C7 H7 118.6(10) . . ?
C8 C7 C6 120.33(12) . . ?
C8 C7 H7 121.1(10) . . ?
C7 C8 C9 119.25(11) . . ?
C7 C8 H8 121.6(10) . . ?
C9 C8 H8 119.1(10) . . ?
C8 C9 C10 121.03(12) . . ?
C8 C9 H9 119.4(10) . . ?
C10 C9 H9 119.5(10) . . ?
C5 C10 H10 120.9(10) . . ?
C9 C10 C5 120.21(12) . . ?
C9 C10 H10 118.9(10) . . ?
C12 C11 N1 117.65(9) . . ?
C12 C11 C16 123.57(10) . . ?
C16 C11 N1 118.74(10) . . ?
C11 C12 C17 122.70(10) . . ?
C13 C12 C11 117.05(11) . . ?
C13 C12 C17 120.24(10) . . ?
C12 C13 H13 119.6(9) . . ?
C14 C13 C12 120.90(11) . . ?
C14 C13 H13 119.5(9) . . ?
C13 C14 C15 120.51(11) . . ?
C13 C14 H14 119.4(10) . . ?
C15 C14 H14 120.1(10) . . ?
C14 C15 C16 121.03(11) . . ?
C14 C15 H15 119.9(9) . . ?
C16 C15 H15 119.1(9) . . ?
C11 C16 C20 122.55(10) . . ?
C15 C16 C11 116.76(11) . . ?
C15 C16 C20 120.68(11) . . ?
C12 C17 C18 112.20(10) . . ?
C12 C17 C19 110.18(10) . . ?
C12 C17 H17 109.0(9) . . ?
C18 C17 C19 110.34(11) . . ?
C18 C17 H17 106.9(9) . . ?
C19 C17 H17 108.1(9) . . ?
C17 C18 H18A 112.3(10) . . ?
C17 C18 H18B 111.3(11) . . ?
C17 C18 H18C 108.7(10) . . ?
H18A C18 H18B 106.7(14) . . ?
H18A C18 H18C 110.6(14) . . ?
H18B C18 H18C 107.0(15) . . ?
C17 C19 H19A 110.2(9) . . ?
C17 C19 H19B 110.1(10) . . ?
C17 C19 H19C 109.2(10) . . ?
H19A C19 H19B 111.7(14) . . ?
H19A C19 H19C 108.8(14) . . ?
H19B C19 H19C 106.7(14) . . ?
C16 C20 C21 113.02(12) . . ?
C16 C20 C22 110.74(11) . . ?
C16 C20 H20 107.2(10) . . ?
C21 C20 H20 107.4(10) . . ?
C22 C20 C21 109.43(12) . . ?
C22 C20 H20 108.9(10) . . ?
C20 C21 H21A 107.5(12) . . ?
C20 C21 H21B 110.7(12) . . ?
C20 C21 H21C 109.1(13) . . ?
H21A C21 H21B 109.6(17) . . ?
H21A C21 H21C 110.9(17) . . ?
H21B C21 H21C 109.1(17) . . ?
C20 C22 H22A 111.7(11) . . ?
C20 C22 H22B 110.0(11) . . ?
C20 C22 H22C 110.5(10) . . ?
H22A C22 H22B 108.0(15) . . ?
H22A C22 H22C 107.9(14) . . ?
H22B C22 H22C 108.5(15) . . ?
C24 C23 P1 118.24(10) . . ?
C24 C23 C28 117.84(12) . . ?
C28 C23 P1 123.89(10) . . ?
C23 C24 C25 120.71(14) . . ?
C23 C24 H24 120.1(11) . . ?
C25 C24 H24 119.2(11) . . ?
C24 C25 H25 114.9(14) . . ?
C26 C25 C24 120.74(15) . . ?
C26 C25 H25 124.3(14) . . ?
C25 C26 H26 120.9(12) . . ?
C27 C26 C25 119.39(14) . . ?
C27 C26 H26 119.7(12) . . ?
C26 C27 C28 120.17(14) . . ?
C26 C27 H27 120.1(11) . . ?
C28 C27 H27 119.7(11) . . ?
C23 C28 H28 119.6(10) . . ?
C27 C28 C23 121.13(13) . . ?
C27 C28 H28 119.2(10) . . ?
C30 C29 P1 123.97(9) . . ?
C30 C29 C34 118.61(11) . . ?
C34 C29 P1 117.42(9) . . ?
C29 C30 H30 120.3(9) . . ?
C31 C30 C29 120.40(12) . . ?
C31 C30 H30 119.3(9) . . ?
C30 C31 H31 118.6(10) . . ?
C32 C31 C30 120.31(12) . . ?
C32 C31 H31 121.1(10) . . ?
C31 C32 C33 119.95(12) . . ?
C31 C32 H32 121.0(10) . . ?
C33 C32 H32 119.0(10) . . ?
C32 C33 C34 119.81(12) . . ?
C32 C33 H33 120.0(10) . . ?
C34 C33 H33 120.2(11) . . ?
C29 C34 H34 121.4(10) . . ?
C33 C34 C29 120.88(12) . . ?
C33 C34 H34 117.7(10) . . ?
C36 C35 N2 118.47(10) . . ?
C40 C35 N2 118.71(10) . . ?
C40 C35 C36 122.82(10) . . ?
C35 C36 C41 122.20(10) . . ?
C37 C36 C35 117.33(11) . . ?
C37 C36 C41 120.48(10) . . ?
C36 C37 H37 119.8(10) . . ?
C38 C37 C36 120.86(11) . . ?
C38 C37 H37 119.3(10) . . ?
C37 C38 H38 119.4(10) . . ?
C39 C38 C37 120.67(11) . . ?
C39 C38 H38 119.9(10) . . ?
C38 C39 C40 120.71(11) . . ?
C38 C39 H39 122.1(11) . . ?
C40 C39 H39 117.1(11) . . ?
C35 C40 C44 121.86(10) . . ?
C39 C40 C35 117.48(11) . . ?
C39 C40 C44 120.59(11) . . ?
C36 C41 C42 112.67(12) . . ?
C36 C41 C43 110.43(10) . . ?
C36 C41 H41 107.8(10) . . ?
C42 C41 H41 107.5(10) . . ?
C43 C41 C42 109.42(11) . . ?
C43 C41 H41 108.9(10) . . ?
C41 C42 H42A 111.4(12) . . ?
C41 C42 H42B 114.3(12) . . ?
C41 C42 H42C 108.0(12) . . ?
H42A C42 H42B 107.9(17) . . ?
H42A C42 H42C 107.8(17) . . ?
H42B C42 H42C 107.2(16) . . ?
C41 C43 H43A 110.2(12) . . ?
C41 C43 H43B 111.3(12) . . ?
C41 C43 H43C 110.4(11) . . ?
H43A C43 H43B 106.7(16) . . ?
H43A C43 H43C 108.9(16) . . ?
H43B C43 H43C 109.3(17) . . ?
C40 C44 C45 109.27(11) . . ?
C40 C44 C46 112.99(11) . . ?
C40 C44 H44 107.5(10) . . ?
C45 C44 H44 109.2(10) . . ?
C46 C44 C45 110.50(11) . . ?
C46 C44 H44 107.3(10) . . ?
C44 C45 H45A 108.6(11) . . ?
C44 C45 H45B 110.9(11) . . ?
C44 C45 H45C 108.8(12) . . ?
H45A C45 H45B 112.5(16) . . ?
H45A C45 H45C 107.4(16) . . ?
H45B C45 H45C 108.4(17) . . ?
C44 C46 H46A 110.6(10) . . ?
C44 C46 H46B 109.6(11) . . ?
C44 C46 H46C 112.2(11) . . ?
H46A C46 H46B 107.9(14) . . ?
H46A C46 H46C 106.2(15) . . ?
H46B C46 H46C 110.1(14) . . ?
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 C2 1.7710(11) . ?
P1 C23 1.8457(12) . ?
P1 C29 1.8329(12) . ?
N1 C1 1.3366(13) . ?
N1 C2 1.4113(13) . ?
N1 C11 1.4424(13) . ?
N2 C1 1.3664(13) . ?
N2 C3 1.4226(14) . ?
N2 C35 1.4294(14) . ?
C1 C5 1.4678(15) . ?
C2 C3 1.4366(15) . ?
C3 C4 1.3578(15) . ?
C4 H4A 0.967(16) . ?
C4 H4B 0.942(17) . ?
C5 C6 1.4015(16) . ?
C5 C10 1.4030(16) . ?
C6 C7 1.3898(17) . ?
C6 H6 0.979(17) . ?
C7 C8 1.383(2) . ?
C7 H7 0.972(17) . ?
C8 C9 1.387(2) . ?
C8 H8 0.970(17) . ?
C9 C10 1.3910(17) . ?
C9 H9 0.973(18) . ?
C10 H10 0.956(18) . ?
C11 C12 1.3968(15) . ?
C11 C16 1.4000(15) . ?
C12 C13 1.3963(16) . ?
C12 C17 1.5146(16) . ?
C13 C14 1.3839(19) . ?
C13 H13 0.937(15) . ?
C14 C15 1.3851(19) . ?
C14 H14 0.967(17) . ?
C15 C16 1.3974(16) . ?
C15 H15 0.968(16) . ?
C16 C20 1.5201(17) . ?
C17 C18 1.5286(17) . ?
C17 C19 1.5313(18) . ?
C17 H17 0.979(15) . ?
C18 H18A 0.983(17) . ?
C18 H18B 0.973(18) . ?
C18 H18C 0.992(19) . ?
C19 H19A 1.025(17) . ?
C19 H19B 0.977(18) . ?
C19 H19C 1.012(18) . ?
C20 C21 1.533(2) . ?
C20 C22 1.5248(19) . ?
C20 H20 0.988(17) . ?
C21 H21A 0.98(2) . ?
C21 H21B 0.98(2) . ?
C21 H21C 1.02(2) . ?
C22 H22A 0.984(18) . ?
C22 H22B 0.986(19) . ?
C22 H22C 0.993(18) . ?
C23 C24 1.3896(18) . ?
C23 C28 1.3971(17) . ?
C24 C25 1.391(2) . ?
C24 H24 0.966(19) . ?
C25 C26 1.381(2) . ?
C25 H25 0.95(2) . ?
C26 C27 1.374(2) . ?
C26 H26 0.96(2) . ?
C27 C28 1.3936(19) . ?
C27 H27 0.985(19) . ?
C28 H28 1.007(18) . ?
C29 C30 1.3966(16) . ?
C29 C34 1.3984(16) . ?
C30 C31 1.3913(17) . ?
C30 H30 0.959(15) . ?
C31 C32 1.3861(19) . ?
C31 H31 0.966(18) . ?
C32 C33 1.387(2) . ?
C32 H32 0.988(18) . ?
C33 C34 1.3899(18) . ?
C33 H33 0.983(18) . ?
C34 H34 0.994(17) . ?
C35 C36 1.4036(15) . ?
C35 C40 1.3972(16) . ?
C36 C37 1.3933(16) . ?
C36 C41 1.5227(17) . ?
C37 C38 1.3841(18) . ?
C37 H37 0.967(17) . ?
C38 C39 1.3828(19) . ?
C38 H38 0.947(17) . ?
C39 C40 1.3967(16) . ?
C39 H39 0.950(18) . ?
C40 C44 1.5195(17) . ?
C41 C42 1.5326(19) . ?
C41 C43 1.5284(19) . ?
C41 H41 0.969(18) . ?
C42 H42A 1.03(2) . ?
C42 H42B 0.98(2) . ?
C42 H42C 1.01(2) . ?
C43 H43A 0.99(2) . ?
C43 H43B 1.01(2) . ?
C43 H43C 1.01(2) . ?
C44 C45 1.541(2) . ?
C44 C46 1.5268(19) . ?
C44 H44 0.961(17) . ?
C45 H45A 0.99(2) . ?
C45 H45B 1.06(2) . ?
C45 H45C 0.99(2) . ?
C46 H46A 0.986(18) . ?
C46 H46B 0.994(19) . ?
C46 H46C 0.990(18) . ?
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 C2 C3 N2 164.50(9) . . . . ?
P1 C2 C3 C4 -16.5(2) . . . . ?
P1 C23 C24 C25 -177.63(13) . . . . ?
P1 C23 C28 C27 178.02(11) . . . . ?
P1 C29 C30 C31 -179.65(9) . . . . ?
P1 C29 C34 C33 178.72(10) . . . . ?
N1 C1 C5 C6 -142.66(12) . . . . ?
N1 C1 C5 C10 38.22(17) . . . . ?
N1 C2 C3 N2 -4.65(11) . . . . ?
N1 C2 C3 C4 174.38(13) . . . . ?
N1 C11 C12 C13 -173.58(10) . . . . ?
N1 C11 C12 C17 7.69(15) . . . . ?
N1 C11 C16 C15 172.94(10) . . . . ?
N1 C11 C16 C20 -7.83(16) . . . . ?
N2 C1 C5 C6 35.35(16) . . . . ?
N2 C1 C5 C10 -143.78(11) . . . . ?
N2 C35 C36 C37 176.61(10) . . . . ?
N2 C35 C36 C41 -3.96(15) . . . . ?
N2 C35 C40 C39 -176.37(10) . . . . ?
N2 C35 C40 C44 6.66(16) . . . . ?
C1 N1 C2 P1 -167.47(8) . . . . ?
C1 N1 C2 C3 2.95(12) . . . . ?
C1 N1 C11 C12 73.80(14) . . . . ?
C1 N1 C11 C16 -103.99(12) . . . . ?
C1 N2 C3 C2 5.05(12) . . . . ?
C1 N2 C3 C4 -174.10(11) . . . . ?
C1 N2 C35 C36 -105.21(13) . . . . ?
C1 N2 C35 C40 75.25(14) . . . . ?
C1 C5 C6 C7 -179.03(11) . . . . ?
C1 C5 C10 C9 178.75(11) . . . . ?
C2 P1 C23 C24 -62.17(11) . . . . ?
C2 P1 C23 C28 119.77(11) . . . . ?
C2 P1 C29 C30 -5.01(11) . . . . ?
C2 P1 C29 C34 174.12(9) . . . . ?
C2 N1 C1 N2 0.18(12) . . . . ?
C2 N1 C1 C5 178.48(10) . . . . ?
C2 N1 C11 C12 -99.99(12) . . . . ?
C2 N1 C11 C16 82.22(13) . . . . ?
C3 N2 C1 N1 -3.38(12) . . . . ?
C3 N2 C1 C5 178.27(10) . . . . ?
C3 N2 C35 C36 84.37(13) . . . . ?
C3 N2 C35 C40 -95.18(13) . . . . ?
C5 C6 C7 C8 0.47(19) . . . . ?
C6 C5 C10 C9 -0.40(18) . . . . ?
C6 C7 C8 C9 -0.8(2) . . . . ?
C7 C8 C9 C10 0.5(2) . . . . ?
C8 C9 C10 C5 0.1(2) . . . . ?
C10 C5 C6 C7 0.13(18) . . . . ?
C11 N1 C1 N2 -174.35(9) . . . . ?
C11 N1 C1 C5 3.95(17) . . . . ?
C11 N1 C2 P1 6.96(15) . . . . ?
C11 N1 C2 C3 177.38(10) . . . . ?
C11 C12 C13 C14 -0.42(17) . . . . ?
C11 C12 C17 C18 -120.75(12) . . . . ?
C11 C12 C17 C19 115.90(12) . . . . ?
C11 C16 C20 C21 115.02(14) . . . . ?
C11 C16 C20 C22 -121.79(12) . . . . ?
C12 C11 C16 C15 -4.71(17) . . . . ?
C12 C11 C16 C20 174.53(11) . . . . ?
C12 C13 C14 C15 -2.40(19) . . . . ?
C13 C12 C17 C18 60.57(14) . . . . ?
C13 C12 C17 C19 -62.79(14) . . . . ?
C13 C14 C15 C16 1.73(19) . . . . ?
C14 C15 C16 C11 1.70(18) . . . . ?
C14 C15 C16 C20 -177.56(11) . . . . ?
C15 C16 C20 C21 -65.77(17) . . . . ?
C15 C16 C20 C22 57.42(15) . . . . ?
C16 C11 C12 C13 4.09(16) . . . . ?
C16 C11 C12 C17 -174.64(11) . . . . ?
C17 C12 C13 C14 178.34(11) . . . . ?
C23 P1 C2 N1 137.77(9) . . . . ?
C23 P1 C2 C3 -29.95(12) . . . . ?
C23 P1 C29 C30 99.27(10) . . . . ?
C23 P1 C29 C34 -81.60(10) . . . . ?
C23 C24 C25 C26 -0.1(3) . . . . ?
C24 C23 C28 C27 -0.04(19) . . . . ?
C24 C25 C26 C27 -0.8(3) . . . . ?
C25 C26 C27 C28 1.3(2) . . . . ?
C26 C27 C28 C23 -0.9(2) . . . . ?
C28 C23 C24 C25 0.5(2) . . . . ?
C29 P1 C2 N1 -118.70(9) . . . . ?
C29 P1 C2 C3 73.59(12) . . . . ?
C29 P1 C23 C24 -170.32(11) . . . . ?
C29 P1 C23 C28 11.62(11) . . . . ?
C29 C30 C31 C32 0.35(19) . . . . ?
C30 C29 C34 C33 -2.11(18) . . . . ?
C30 C31 C32 C33 -1.1(2) . . . . ?
C31 C32 C33 C34 0.2(2) . . . . ?
C32 C33 C34 C29 1.4(2) . . . . ?
C34 C29 C30 C31 1.24(17) . . . . ?
C35 N2 C1 N1 -174.72(10) . . . . ?
C35 N2 C1 C5 6.93(17) . . . . ?
C35 N2 C3 C2 176.70(10) . . . . ?
C35 N2 C3 C4 -2.46(17) . . . . ?
C35 C36 C37 C38 0.87(17) . . . . ?
C35 C36 C41 C42 118.71(13) . . . . ?
C35 C36 C41 C43 -118.60(12) . . . . ?
C35 C40 C44 C45 118.46(13) . . . . ?
C35 C40 C44 C46 -118.08(13) . . . . ?
C36 C35 C40 C39 4.10(16) . . . . ?
C36 C35 C40 C44 -172.87(11) . . . . ?
C36 C37 C38 C39 1.72(19) . . . . ?
C37 C36 C41 C42 -61.88(15) . . . . ?
C37 C36 C41 C43 60.81(15) . . . . ?
C37 C38 C39 C40 -1.47(19) . . . . ?
C38 C39 C40 C35 -1.36(17) . . . . ?
C38 C39 C40 C44 175.65(11) . . . . ?
C39 C40 C44 C45 -58.42(15) . . . . ?
C39 C40 C44 C46 65.04(16) . . . . ?
C40 C35 C36 C37 -3.86(16) . . . . ?
C40 C35 C36 C41 175.57(11) . . . . ?
C41 C36 C37 C38 -178.57(11) . . . . ?
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0046 -0.0015 2.1697 0.0171 0.0313 -0.0669
2.1741 -0.0013 -2.1651 0.0398 -0.0811 0.0582
-0.0040 2.1663 2.1699 -0.0343 -0.0209 -0.1043
0.0040 -2.1663 -2.1699 0.0343 0.0209 0.1043
-2.1735 2.1690 2.1653 -0.0912 0.0289 -0.0955
0.0046 0.0015 -2.1697 -0.0171 -0.0313 0.0669
2.1650 -0.0042 2.1743 0.0740 -0.0185 -0.0757
-18.5707 -13.6843 -15.8313 -0.2870 0.5291 0.7985
-2.1741 0.0013 2.1651 -0.0398 0.0811 -0.0582
-2.1746 -2.1664 2.1649 0.0115 0.1332 -0.0208
2.1746 2.1664 -2.1649 -0.0115 -0.1332 0.0208
-25.5518 -11.1324 -3.7901 -0.4352 0.8012 0.4108
-0.0051 -2.1692 2.1695 0.0684 0.0834 -0.0295
-2.1644 2.1719 -2.1740 -0.1253 -0.0336 0.0383
2.1735 -2.1690 -2.1653 0.0912 -0.0289 0.0955
