# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_gh_mu009_p
_database_code_depnum_ccdc_archive 'CCDC 2040301'
loop_
_audit_author_name
_audit_author_address
'Gabriele Hierlmeier'
;University of Regensburg
Germany
;
_audit_update_record             
;
2020-10-23 deposited with the CCDC.	2020-12-09 downloaded from the CCDC.
;
_audit_creation_date             2020-10-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H22 N4'
_chemical_formula_sum            'C20 H23 N4'
_chemical_formula_weight         319.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H16 N18 '
_chemical_oxdiff_usercomment     'crystals from n-hexane'
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.0986(3)
_cell_length_b                   9.9827(4)
_cell_length_c                   11.1882(4)
_cell_angle_alpha                87.935(3)
_cell_angle_beta                 77.417(4)
_cell_angle_gamma                73.219(3)
_cell_volume                     844.85(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3924
_cell_measurement_temperature    151(40)
_cell_measurement_theta_max      72.6550
_cell_measurement_theta_min      4.6050
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.593
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.241
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.21a (Rigaku Oxford Diffraction, 2019)
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_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             342
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 -6 1 0.2133
1 0 7 0.1884
2 2 7 0.1950
-2 -3 -6 0.2027
-1 1 -7 0.1903
1 4 -5 0.2098
5 -1 -1 0.0526
-4 1 1 0.0869
-1 6 0 0.2443

_exptl_crystal_size_max          0.567
_exptl_crystal_size_mid          0.404
_exptl_crystal_size_min          0.145
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
-2.1247 -6.3116 0.8642 -0.0102 0.0354 0.9993
1.2189 0.0887 7.2589 0.2801 -0.9442 0.1736
1.8670 2.0332 6.9530 0.2817 -0.9499 -0.1353
-2.1609 -3.0694 -6.4752 -0.2704 0.9121 0.3080
-0.6989 1.2713 -7.0645 -0.2632 0.8871 -0.3791
0.6887 4.2932 -5.2138 -0.1711 0.5763 -0.7991
4.5041 -0.7749 -1.0106 -0.9807 -0.1821 -0.0710
-4.4595 0.9313 0.9841 0.9821 0.1824 0.0464
-1.2739 5.5587 -0.2498 0.6398 0.1187 -0.7593

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0189
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5328
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.681
_diffrn_reflns_theta_min         4.628
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      151(40)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1773
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -55.00  34.00   1.00    1.00    --  -42.04  77.00  90.00   89
  2  ω   -114.00 -14.00   1.00    1.00    --  -42.04 -57.00 -30.00  100
  3  ω      6.00  75.00   1.00    1.00    --   42.04-125.00 -90.00   69
  4  ω     82.00 146.00   1.00    1.50    --  104.40  77.00 -30.00   64
  5  ω     32.00 112.00   1.00    1.50    --  104.40-125.00  60.00   80
  6  ω     26.00 106.00   1.00    1.50    --  104.40 -94.00-180.00   80
  7  ω     75.00 140.00   1.00    1.50    --  104.40  61.00  60.00   65
  8  ω     80.00 155.00   1.00    1.50    --  104.40  45.00 -90.00   75
  9  ω     31.00 112.00   1.00    1.50    --  104.40-125.00   0.00   81
 10  ω     30.00 106.00   1.00    1.50    --  104.40 -94.00  90.00   76
 11  ω     92.00 157.00   1.00    1.50    --  104.40  45.00-150.00   65
 12  ω     77.00 148.00   1.00    1.50    --  104.40  30.00 150.00   71
 13  ω     43.00  68.00   1.00    1.50    --  104.40 -61.00  90.00   25
 14  ω     32.00 106.00   1.00    1.50    --  104.40 -77.00-150.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1892792000
_diffrn_orient_matrix_UB_12      0.0748447000
_diffrn_orient_matrix_UB_13      0.0694506000
_diffrn_orient_matrix_UB_21      -0.0669768000
_diffrn_orient_matrix_UB_22      0.0006679000
_diffrn_orient_matrix_UB_23      -0.1188306000
_diffrn_orient_matrix_UB_31      -0.0333302000
_diffrn_orient_matrix_UB_32      -0.1428312000
_diffrn_orient_matrix_UB_33      0.0312567000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2908
_reflns_number_total             3156
_reflns_odcompleteness_completeness 97.15
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.21a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.21a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.21a (Rigaku OD, 2019)'
_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)'
_refine_diff_density_max         0.533
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         3156
_refine_ls_number_restraints     38
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0572
_refine_ls_restrained_S_all      1.047
_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)+(0.0904P)²+0.4271P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1590
_refine_ls_wR_factor_ref         0.1629
_refine_special_details          ?
_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. Uiso/Uaniso restraints and constraints
N1B \\sim N2B \\sim N2A \\sim N1A: within 1.7A with sigma of 0.01 and sigma for
terminal atoms of 0.01
3. Others
 Sof(N1B)=Sof(N2B)=1-FVAR(1)
 Sof(N2A)=Sof(N1A)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C18(H18), C20(H20), C13(H13), C14(H14), C19(H19), C11(H11),
 C17(H17), C12(H12), C16(H16)
4.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C5(H5A,H5B,H5C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
N2A N 0.3086(2) 0.24692(16) 0.63071(14) 0.0282(4) Uani 0.912(4) 1 d . U P A 1
N4 N 0.58693(19) 0.22707(15) 0.40971(14) 0.0326(4) Uani 1 1 d . . . . .
N3 N 0.6856(2) 0.35663(16) 0.51236(13) 0.0340(4) Uani 1 1 d . . . . .
N1A N 0.4462(2) 0.29970(17) 0.63018(14) 0.0302(4) Uani 0.912(4) 1 d . U P A 1
C15 C 0.0604(2) 0.18838(17) 0.74753(15) 0.0307(4) Uani 1 1 d . . . . .
C4 C 0.7367(2) 0.25313(18) 0.33133(16) 0.0312(4) Uani 1 1 d . . . . .
C10 C 0.2770(2) 0.17937(19) 0.95033(17) 0.0357(4) Uani 1 1 d . . . . .
H10 H 0.2666 0.0906 0.9388 0.043 Uiso 1 1 calc R . . . .
C9 C 0.2558(2) 0.27657(18) 0.85794(16) 0.0311(4) Uani 1 1 d . . . . .
C1 C 0.2159(2) 0.23870(17) 0.74146(16) 0.0317(4) Uani 1 1 d . . . . .
C18 C -0.2430(3) 0.1015(2) 0.75689(18) 0.0383(4) Uani 1 1 d . . . . .
H18 H -0.3438 0.0735 0.7598 0.046 Uiso 1 1 calc R . . . .
C2 C 0.5588(2) 0.29216(19) 0.52165(16) 0.0333(4) Uani 1 1 d . . . . .
C3 C 0.7967(2) 0.33166(18) 0.39637(15) 0.0306(4) Uani 1 1 d . . . . .
C20 C -0.0727(2) 0.20764(19) 0.85405(16) 0.0336(4) Uani 1 1 d . . . . .
H20 H -0.0607 0.2499 0.9232 0.040 Uiso 1 1 calc R . . . .
C13 C 0.3078(3) 0.4423(2) 0.98633(19) 0.0410(5) Uani 1 1 d . . . . .
H13 H 0.3171 0.5313 0.9986 0.049 Uiso 1 1 calc R . . . .
C14 C 0.2730(2) 0.40876(19) 0.87778(17) 0.0362(4) Uani 1 1 d . . . . .
H14 H 0.2608 0.4748 0.8171 0.043 Uiso 1 1 calc R . . . .
C6 C 0.8014(3) 0.1997(2) 0.20226(17) 0.0396(5) Uani 1 1 d . . . . .
H6A H 0.8347 0.0993 0.2006 0.059 Uiso 1 1 calc GR . . . .
H6B H 0.9020 0.2307 0.1649 0.059 Uiso 1 1 calc GR . . . .
H6C H 0.7093 0.2347 0.1580 0.059 Uiso 1 1 calc GR . . . .
C19 C -0.2220(2) 0.1649(2) 0.85830(17) 0.0365(4) Uani 1 1 d . . . . .
H19 H -0.3090 0.1789 0.9300 0.044 Uiso 1 1 calc R . . . .
C11 C 0.3134(3) 0.2130(2) 1.05899(19) 0.0420(5) Uani 1 1 d . . . . .
H11 H 0.3274 0.1469 1.1196 0.050 Uiso 1 1 calc R . . . .
C17 C -0.1118(3) 0.0806(2) 0.65114(19) 0.0445(5) Uani 1 1 d . . . . .
H17 H -0.1240 0.0372 0.5827 0.053 Uiso 1 1 calc R . . . .
C5 C 0.9517(3) 0.3874(2) 0.36487(19) 0.0397(5) Uani 1 1 d . . . . .
H5A H 0.9123 0.4877 0.3722 0.060 Uiso 1 1 calc GR . . . .
H5B H 1.0139 0.3592 0.2823 0.060 Uiso 1 1 calc GR . . . .
H5C H 1.0290 0.3512 0.4198 0.060 Uiso 1 1 calc GR . . . .
C12 C 0.3290(3) 0.3447(2) 1.07746(18) 0.0410(5) Uani 1 1 d . . . . .
H12 H 0.3534 0.3676 1.1503 0.049 Uiso 1 1 calc R . . . .
C16 C 0.0365(3) 0.1232(2) 0.64626(17) 0.0406(5) Uani 1 1 d . . . . .
H16 H 0.1229 0.1085 0.5742 0.049 Uiso 1 1 calc R . . . .
C7 C 0.7010(3) 0.4405(2) 0.61120(17) 0.0410(5) Uani 1 1 d . . . . .
H7A H 0.5912 0.4662 0.6705 0.062 Uiso 1 1 calc GR . . . .
H7B H 0.7289 0.5234 0.5784 0.062 Uiso 1 1 calc GR . . . .
H7C H 0.7932 0.3869 0.6497 0.062 Uiso 1 1 calc GR . . . .
C8 C 0.4856(3) 0.1422(2) 0.37478(18) 0.0403(5) Uani 1 1 d . . . . .
H8A H 0.3904 0.2009 0.3418 0.060 Uiso 1 1 calc GR . . . .
H8B H 0.4385 0.0965 0.4455 0.060 Uiso 1 1 calc GR . . . .
H8C H 0.5609 0.0731 0.3139 0.060 Uiso 1 1 calc GR . . . .
N1B N 0.4116(15) 0.2425(15) 0.5565(13) 0.024(3) Uani 0.088(4) 1 d . U P A 2
N2B N 0.3685(15) 0.2655(16) 0.6859(15) 0.024(3) Uani 0.088(4) 1 d . U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
N2A N1A 1.361(2) . ?
N2A C1 1.315(2) . ?
N4 C4 1.418(2) . ?
N4 C2 1.375(2) . ?
N4 C8 1.452(2) . ?
N3 C2 1.345(2) . ?
N3 C3 1.393(2) . ?
N3 C7 1.458(2) . ?
N1A C2 1.340(2) . ?
C15 C1 1.473(3) . ?
C15 C20 1.399(2) . ?
C15 C16 1.402(3) . ?
C4 C3 1.340(3) . ?
C4 C6 1.486(2) . ?
C10 H10 0.9300 . ?
C10 C9 1.396(3) . ?
C10 C11 1.386(3) . ?
C9 C1 1.495(2) . ?
C9 C14 1.397(3) . ?
C1 N2B 1.352(9) . ?
C18 H18 0.9300 . ?
C18 C19 1.384(3) . ?
C18 C17 1.384(3) . ?
C2 N1B 1.394(9) . ?
C3 C5 1.485(3) . ?
C20 H20 0.9300 . ?
C20 C19 1.385(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.378(3) . ?
C13 C12 1.388(3) . ?
C14 H14 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C19 H19 0.9300 . ?
C11 H11 0.9300 . ?
C11 C12 1.384(3) . ?
C17 H17 0.9300 . ?
C17 C16 1.376(3) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C12 H12 0.9300 . ?
C16 H16 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
N1B N2B 1.42(2) . ?

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 N2A N1A 113.09(16) . . ?
C4 N4 C8 124.11(16) . . ?
C2 N4 C4 108.82(15) . . ?
C2 N4 C8 127.05(16) . . ?
C2 N3 C3 110.35(15) . . ?
C2 N3 C7 123.76(15) . . ?
C3 N3 C7 125.88(16) . . ?
C2 N1A N2A 115.28(16) . . ?
C20 C15 C1 121.11(16) . . ?
C20 C15 C16 117.16(17) . . ?
C16 C15 C1 121.70(16) . . ?
N4 C4 C6 122.67(17) . . ?
C3 C4 N4 106.76(15) . . ?
C3 C4 C6 130.57(17) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?
C11 C10 C9 121.06(17) . . ?
C10 C9 C1 120.34(16) . . ?
C10 C9 C14 118.15(17) . . ?
C14 C9 C1 121.51(16) . . ?
N2A C1 C15 115.58(16) . . ?
N2A C1 C9 125.40(17) . . ?
C15 C1 C9 119.02(15) . . ?
N2B C1 C15 155.2(8) . . ?
N2B C1 C9 85.4(8) . . ?
C19 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
C17 C18 C19 118.94(18) . . ?
N4 C2 N1B 86.7(6) . . ?
N3 C2 N4 106.21(15) . . ?
N3 C2 N1B 167.0(6) . . ?
N1A C2 N4 135.90(18) . . ?
N1A C2 N3 117.82(17) . . ?
N3 C3 C5 120.68(16) . . ?
C4 C3 N3 107.84(16) . . ?
C4 C3 C5 131.47(17) . . ?
C15 C20 H20 119.4 . . ?
C19 C20 C15 121.10(17) . . ?
C19 C20 H20 119.4 . . ?
C14 C13 H13 119.7 . . ?
C14 C13 C12 120.63(18) . . ?
C12 C13 H13 119.7 . . ?
C9 C14 H14 119.6 . . ?
C13 C14 C9 120.70(18) . . ?
C13 C14 H14 119.6 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C18 C19 C20 120.67(17) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.05(18) . . ?
C12 C11 H11 120.0 . . ?
C18 C17 H17 119.7 . . ?
C16 C17 C18 120.64(18) . . ?
C16 C17 H17 119.7 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C13 C12 H12 120.3 . . ?
C11 C12 C13 119.40(18) . . ?
C11 C12 H12 120.3 . . ?
C15 C16 H16 119.3 . . ?
C17 C16 C15 121.48(18) . . ?
C17 C16 H16 119.3 . . ?
N3 C7 H7A 109.5 . . ?
N3 C7 H7B 109.5 . . ?
N3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N4 C8 H8A 109.5 . . ?
N4 C8 H8B 109.5 . . ?
N4 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C2 N1B N2B 101.9(9) . . ?
C1 N2B N1B 113.5(11) . . ?

_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 1.313
_oxdiff_exptl_absorpt_empirical_full_min 0.841
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_gh431a_2_mp
_database_code_depnum_ccdc_archive 'CCDC 2040304'
loop_
_audit_author_name
_audit_author_address
'Gabriele Hierlmeier'
;University of Regensburg
Germany
;
_audit_update_record             
;
2020-10-23 deposited with the CCDC.	2020-12-09 downloaded from the CCDC.
;
_audit_creation_date             2020-06-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C37 H54 N2 P2'
_chemical_formula_sum            'C37 H54 N2 P2'
_chemical_formula_weight         588.76
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C37 H54 N2 P2'
_chemical_oxdiff_usercomment     'from n-hexane'
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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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'

_cell_length_a                   11.8598(2)
_cell_length_b                   18.0388(3)
_cell_length_c                   17.3344(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.7130(10)
_cell_angle_gamma                90
_cell_volume                     3704.30(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11850
_cell_measurement_temperature    123.01(10)
_cell_measurement_theta_max      73.2320
_cell_measurement_theta_min      4.9050
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.238
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.263
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.21a (Rigaku Oxford Diffraction, 2019)
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_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.056
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1280
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-6 1 -6 0.1236
-2 1 -11 0.2458
6 1 5 0.1234
-4 0 10 0.3805
-8 -1 2 0.2914
2 11 -2 0.2006
1 12 0 0.2064
-2 11 4 0.2645
6 -3 -8 0.2535
-1 -12 -1 0.1496
7 -1 5 0.1349
4 -1 9 0.1996
0 -12 0 0.1478
-2 -7 -8 0.1443

_exptl_crystal_size_max          0.702
_exptl_crystal_size_mid          0.372
_exptl_crystal_size_min          0.279
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
-6.2169 0.9902 -6.1261 -0.5067 -0.8271 -0.2430
-2.0276 1.4502 -10.6062 -0.4751 -0.7759 0.4151
6.4938 1.4160 5.4270 0.6513 0.6865 0.3235
-3.6368 -0.2879 10.1495 0.2608 0.2753 -0.9253
-7.6050 -1.3499 1.6945 -0.3809 -0.4012 -0.8330
2.3166 11.0753 -1.5483 0.7903 -0.4841 0.3755
1.0814 11.5961 0.1213 0.8410 -0.5151 0.1656
-2.0431 10.5438 4.0333 0.7950 -0.4869 -0.3617
5.6447 -2.5044 -7.6460 -0.2406 0.1472 0.9594
-0.5024 -11.6509 -0.8790 -0.8508 0.5211 -0.0675
6.7294 -0.8506 4.9286 0.4871 0.7953 0.3608
4.2723 -1.3026 8.9645 0.5194 0.8479 -0.1060
-0.0350 -11.7148 0.0444 -0.7912 0.6068 -0.0754
-1.7701 -7.3614 -8.2256 -0.9513 -0.1765 0.2526

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0179
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            16465
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.399
_diffrn_reflns_theta_min         3.538
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1773
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -113.00 -28.00   1.00    1.00    --  -41.42 -77.00 -90.00   85
  2  ω     37.00  86.00   1.00    1.00    --   41.42  37.00-180.00   49
  3  ω     -9.00  82.00   1.00    1.00    --   41.42 -99.00 120.00   91
  4  ω     52.00  99.00   1.00    4.00    --  106.46 -94.00 -30.00   47
  5  ω     30.00  69.00   1.00    4.00    --  106.46 -30.00-120.00   39
  6  ω     82.00 117.00   1.00    4.00    --  106.46  45.00  90.00   35
  7  ω     33.00  58.00   1.00    4.00    --  106.46 -30.00   0.00   25
  8  ω     52.00 108.00   1.00    4.00    --  106.46-125.00 120.00   56
  9  ω     34.00  68.00   1.00    4.00    --  106.46 -30.00 -90.00   34
 10  ω     37.00  73.00   1.00    4.00    --  106.46 -45.00  60.00   36
 11  ω     49.00  75.00   1.00    4.00    --  106.46 -45.00-150.00   26
 12  ω     84.00 116.00   1.00    4.00    --  106.46-125.00-180.00   32
 13  ω     30.00  55.00   1.00    4.00    --  106.46 -30.00 -60.00   25
 14  ω     74.00 147.00   1.00    4.00    --  106.46  77.00-150.00   73
 15  ω     32.00  59.00   1.00    4.00    --  106.46 -30.00 150.00   27
 16  ω    114.00 156.00   1.00    4.00    --  106.46  45.00   0.00   42
 17  ω     31.00 101.00   1.00    4.00    --  106.46 -94.00-180.00   70
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0480844000
_diffrn_orient_matrix_UB_12      0.0675685000
_diffrn_orient_matrix_UB_13      0.0448387000
_diffrn_orient_matrix_UB_21      0.0735434000
_diffrn_orient_matrix_UB_22      -0.0518236000
_diffrn_orient_matrix_UB_23      0.0520097000
_diffrn_orient_matrix_UB_31      0.0958611000
_diffrn_orient_matrix_UB_32      0.0059374000
_diffrn_orient_matrix_UB_33      -0.0566497000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6722
_reflns_number_total             7280
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.21a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.21a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.21a (Rigaku OD, 2019)'
_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)'
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     414
_refine_ls_number_reflns         7280
_refine_ls_number_restraints     39
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0363
_refine_ls_restrained_S_all      1.044
_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)+(0.0509P)²+1.0787P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0964
_refine_ls_wR_factor_ref         0.0987
_refine_special_details          ?
_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. Restrained distances
 C4-C3 \\sim C4A-C3 \\sim C6A-C3 \\sim C6-C3 \\sim C5A-C3 \\sim C5-C3
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C6A \\sim C6 \\sim C4 \\sim C4A \\sim C5 \\sim C5A: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
4. Others
 Fixed Sof: C4(0.8) H4A(0.8) H4B(0.8) H4C(0.8) C5(0.8) H5A(0.8) H5B(0.8)
 H5C(0.8) C6(0.8) H6A(0.8) H6B(0.8) H6C(0.8) C6A(0.2) H6AA(0.2) H6AB(0.2)
 H6AC(0.2) C5A(0.2) H5AA(0.2) H5AB(0.2) H5AC(0.2) C4A(0.2) H4AA(0.2) H4AB(0.2)
 H4AC(0.2)
5.a Ternary CH refined with riding coordinates:
 C00I(H00I), C23(H23), C32(H32), C35(H35)
5.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C16(H16), C18(H18), C13(H13), C17(H17), C28(H28), C30(H30), C29(H29)
5.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C21(H21A,H21B,H21C), C9(H9A,H9B,H9C), C25(H25A,H25B,
 H25C), C22(H22A,H22B,H22C), C34(H34A,H34B,H34C), C10(H10A,H10B,H10C), C33(H33A,
 H33B,H33C), C8(H8A,H8B,H8C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C36(H36A,H36B,
 H36C), C6(H6A,H6B,H6C), C37(H37A,H37B,H37C), C6A(H6AA,H6AB,H6AC), C5A(H5AA,
 H5AB,H5AC), C4A(H4AA,H4AB,H4AC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
P2 P 0.30956(3) 0.26284(2) 0.70584(2) 0.02454(9) Uani 1 1 d . . . . .
P1 P 0.34843(3) 0.37398(2) 0.65894(2) 0.03066(10) Uani 1 1 d . . . . .
N2 N 0.29144(8) 0.51638(6) 0.69301(6) 0.0237(2) Uani 1 1 d . . . . .
N1 N 0.21018(9) 0.44404(6) 0.77323(6) 0.0246(2) Uani 1 1 d . . . . .
C15 C 0.31654(11) 0.55349(6) 0.55983(7) 0.0266(2) Uani 1 1 d . . . . .
C14 C 0.36346(10) 0.54219(6) 0.63427(7) 0.0243(2) Uani 1 1 d . . . . .
C11 C 0.27967(10) 0.44267(7) 0.71190(7) 0.0230(2) Uani 1 1 d . . . . .
C19 C 0.47727(11) 0.55487(7) 0.65501(7) 0.0275(3) Uani 1 1 d . . . . .
C26 C 0.17769(10) 0.38105(7) 0.81747(7) 0.0243(2) Uani 1 1 d . . . . .
C31 C 0.07731(10) 0.34497(7) 0.79633(7) 0.0287(3) Uani 1 1 d . . . . .
C1 C 0.42910(11) 0.21153(7) 0.66651(7) 0.0284(3) Uani 1 1 d . . . . .
C2 C 0.34084(11) 0.20761(7) 0.61966(7) 0.0286(3) Uani 1 1 d . . . . .
C12 C 0.23114(11) 0.56127(7) 0.74082(7) 0.0273(3) Uani 1 1 d . . . . .
H12 H 0.2265 0.6127 0.7390 0.033 Uiso 1 1 calc R . . . .
C16 C 0.38922(12) 0.57882(7) 0.50434(7) 0.0305(3) Uani 1 1 d . . . . .
H16 H 0.3613 0.5866 0.4540 0.037 Uiso 1 1 calc R . . . .
C18 C 0.54518(11) 0.58113(7) 0.59742(8) 0.0316(3) Uani 1 1 d . . . . .
H18 H 0.6209 0.5912 0.6093 0.038 Uiso 1 1 calc R . . . .
C13 C 0.18063(11) 0.51652(7) 0.79017(7) 0.0290(3) Uani 1 1 d . . . . .
H13 H 0.1340 0.5313 0.8290 0.035 Uiso 1 1 calc R . . . .
C27 C 0.24729(11) 0.36019(7) 0.88105(7) 0.0297(3) Uani 1 1 d . . . . .
C00I C 0.19165(12) 0.54225(8) 0.54077(8) 0.0322(3) Uani 1 1 d . . . . .
H00I H 0.1611 0.5124 0.5822 0.039 Uiso 1 1 calc R . . . .
C17 C 0.50176(12) 0.59238(7) 0.52315(8) 0.0323(3) Uani 1 1 d . . . . .
H17 H 0.5487 0.6093 0.4854 0.039 Uiso 1 1 calc R . . . .
C23 C 0.52527(11) 0.54173(8) 0.73650(8) 0.0348(3) Uani 1 1 d . . . . .
H23 H 0.4684 0.5147 0.7646 0.042 Uiso 1 1 calc R . . . .
C28 C 0.21510(13) 0.29772(8) 0.92187(8) 0.0360(3) Uani 1 1 d . . . . .
H28 H 0.2601 0.2815 0.9639 0.043 Uiso 1 1 calc R . . . .
C30 C 0.04883(12) 0.28327(8) 0.83961(8) 0.0344(3) Uani 1 1 d . . . . .
H30 H -0.0176 0.2577 0.8269 0.041 Uiso 1 1 calc R . . . .
C32 C 0.35375(13) 0.40261(9) 0.90485(8) 0.0397(3) Uani 1 1 d . . . . .
H32 H 0.3517 0.4496 0.8765 0.048 Uiso 1 1 calc R . . . .
C3 C 0.55175(12) 0.19466(8) 0.68447(9) 0.0386(3) Uani 1 1 d D . . . .
C29 C 0.11768(13) 0.25961(8) 0.90098(8) 0.0371(3) Uani 1 1 d . . . . .
H29 H 0.0983 0.2176 0.9285 0.045 Uiso 1 1 calc R . . . .
C35 C 0.00071(12) 0.37180(9) 0.72946(9) 0.0395(3) Uani 1 1 d . . . . .
H35 H 0.0351 0.4163 0.7084 0.047 Uiso 1 1 calc R . . . .
C7 C 0.28502(14) 0.18214(8) 0.54444(8) 0.0381(3) Uani 1 1 d . . . . .
C24 C 0.63206(14) 0.49436(10) 0.73774(10) 0.0481(4) Uani 1 1 d . . . . .
H24A H 0.6163 0.4485 0.7113 0.072 Uiso 1 1 calc GR . . . .
H24B H 0.6567 0.4843 0.7903 0.072 Uiso 1 1 calc GR . . . .
H24C H 0.6903 0.5205 0.7124 0.072 Uiso 1 1 calc GR . . . .
C21 C 0.13138(14) 0.61736(9) 0.53986(10) 0.0445(4) Uani 1 1 d . . . . .
H21A H 0.1429 0.6408 0.5893 0.067 Uiso 1 1 calc GR . . . .
H21B H 0.0520 0.6101 0.5289 0.067 Uiso 1 1 calc GR . . . .
H21C H 0.1614 0.6483 0.5007 0.067 Uiso 1 1 calc GR . . . .
C9 C 0.17190(15) 0.14630(10) 0.56165(9) 0.0482(4) Uani 1 1 d . . . . .
H9A H 0.1848 0.1045 0.5951 0.072 Uiso 1 1 calc GR . . . .
H9B H 0.1346 0.1302 0.5142 0.072 Uiso 1 1 calc GR . . . .
H9C H 0.1253 0.1818 0.5864 0.072 Uiso 1 1 calc GR . . . .
C25 C 0.54710(15) 0.61511(10) 0.77809(9) 0.0489(4) Uani 1 1 d . . . . .
H25A H 0.6041 0.6423 0.7526 0.073 Uiso 1 1 calc GR . . . .
H25B H 0.5723 0.6057 0.8306 0.073 Uiso 1 1 calc GR . . . .
H25C H 0.4787 0.6436 0.7773 0.073 Uiso 1 1 calc GR . . . .
C22 C 0.16879(15) 0.50068(10) 0.46487(9) 0.0491(4) Uani 1 1 d . . . . .
H22A H 0.2017 0.5274 0.4236 0.074 Uiso 1 1 calc GR . . . .
H22B H 0.0888 0.4965 0.4545 0.074 Uiso 1 1 calc GR . . . .
H22C H 0.2015 0.4521 0.4688 0.074 Uiso 1 1 calc GR . . . .
C34 C 0.35906(16) 0.42113(11) 0.99099(10) 0.0529(4) Uani 1 1 d . . . . .
H34A H 0.2919 0.4473 1.0036 0.079 Uiso 1 1 calc GR . . . .
H34B H 0.4238 0.4517 1.0030 0.079 Uiso 1 1 calc GR . . . .
H34C H 0.3648 0.3761 1.0204 0.079 Uiso 1 1 calc GR . . . .
C10 C 0.35879(19) 0.12603(11) 0.50378(10) 0.0573(5) Uani 1 1 d . . . . .
H10A H 0.4289 0.1490 0.4918 0.086 Uiso 1 1 calc GR . . . .
H10B H 0.3202 0.1096 0.4569 0.086 Uiso 1 1 calc GR . . . .
H10C H 0.3735 0.0843 0.5371 0.086 Uiso 1 1 calc GR . . . .
C33 C 0.45832(14) 0.36123(13) 0.88246(10) 0.0574(5) Uani 1 1 d . . . . .
H33A H 0.4629 0.3148 0.9095 0.086 Uiso 1 1 calc GR . . . .
H33B H 0.5241 0.3904 0.8959 0.086 Uiso 1 1 calc GR . . . .
H33C H 0.4543 0.3523 0.8278 0.086 Uiso 1 1 calc GR . . . .
C8 C 0.2639(2) 0.24976(10) 0.49241(10) 0.0588(5) Uani 1 1 d . . . . .
H8A H 0.2188 0.2852 0.5185 0.088 Uiso 1 1 calc GR . . . .
H8B H 0.2248 0.2346 0.4453 0.088 Uiso 1 1 calc GR . . . .
H8C H 0.3348 0.2719 0.4809 0.088 Uiso 1 1 calc GR . . . .
C4 C 0.5923(4) 0.1343(2) 0.6302(3) 0.0522(11) Uani 0.8 1 d D U P A 1
H4A H 0.5463 0.0909 0.6347 0.078 Uiso 0.8 1 calc GR . P A 1
H4B H 0.6695 0.1222 0.6438 0.078 Uiso 0.8 1 calc GR . P A 1
H4C H 0.5865 0.1520 0.5779 0.078 Uiso 0.8 1 calc GR . P A 1
C5 C 0.5625(2) 0.16508(16) 0.76803(18) 0.0514(7) Uani 0.8 1 d D U P A 1
H5A H 0.5332 0.2012 0.8025 0.077 Uiso 0.8 1 calc GR . P A 1
H5B H 0.6405 0.1558 0.7820 0.077 Uiso 0.8 1 calc GR . P A 1
H5C H 0.5204 0.1198 0.7715 0.077 Uiso 0.8 1 calc GR . P A 1
C36 C -0.0110(2) 0.31579(15) 0.66557(11) 0.0839(8) Uani 1 1 d . . . . .
H36A H 0.0625 0.3025 0.6492 0.126 Uiso 1 1 calc GR . . . .
H36B H -0.0546 0.3366 0.6229 0.126 Uiso 1 1 calc GR . . . .
H36C H -0.0482 0.2724 0.6838 0.126 Uiso 1 1 calc GR . . . .
C6 C 0.6198(5) 0.2656(3) 0.6771(3) 0.0702(14) Uani 0.8 1 d D U P A 1
H6A H 0.6093 0.2847 0.6256 0.105 Uiso 0.8 1 calc GR . P A 1
H6B H 0.6984 0.2553 0.6879 0.105 Uiso 0.8 1 calc GR . P A 1
H6C H 0.5947 0.3017 0.7132 0.105 Uiso 0.8 1 calc GR . P A 1
C37 C -0.1134(2) 0.3930(2) 0.75571(15) 0.1016(11) Uani 1 1 d . . . . .
H37A H -0.1493 0.3503 0.7767 0.152 Uiso 1 1 calc GR . . . .
H37B H -0.1587 0.4116 0.7126 0.152 Uiso 1 1 calc GR . . . .
H37C H -0.1054 0.4308 0.7946 0.152 Uiso 1 1 calc GR . . . .
C6A C 0.615(2) 0.2561(11) 0.6426(11) 0.083(7) Uani 0.2 1 d D U P A 2
H6AA H 0.5973 0.2531 0.5881 0.125 Uiso 0.2 1 calc GR . P A 2
H6AB H 0.6951 0.2497 0.6521 0.125 Uiso 0.2 1 calc GR . P A 2
H6AC H 0.5931 0.3037 0.6615 0.125 Uiso 0.2 1 calc GR . P A 2
C5A C 0.5895(11) 0.2064(12) 0.7694(6) 0.091(5) Uani 0.2 1 d D U P A 2
H5AA H 0.5847 0.2582 0.7819 0.136 Uiso 0.2 1 calc GR . P A 2
H5AB H 0.6661 0.1900 0.7778 0.136 Uiso 0.2 1 calc GR . P A 2
H5AC H 0.5414 0.1786 0.8017 0.136 Uiso 0.2 1 calc GR . P A 2
C4A C 0.597(2) 0.1235(10) 0.6543(14) 0.089(9) Uani 0.2 1 d D U P A 2
H4AA H 0.5645 0.0826 0.6809 0.134 Uiso 0.2 1 calc GR . P A 2
H4AB H 0.6776 0.1226 0.6627 0.134 Uiso 0.2 1 calc GR . P A 2
H4AC H 0.5780 0.1196 0.6000 0.134 Uiso 0.2 1 calc GR . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
P2 P1 2.2200(4) . ?
P2 C1 1.8502(13) . ?
P2 C2 1.8479(13) . ?
P1 C11 1.7647(12) . ?
N2 C14 1.4371(14) . ?
N2 C11 1.3780(15) . ?
N2 C12 1.3821(16) . ?
N1 C11 1.3759(15) . ?
N1 C26 1.4337(15) . ?
N1 C13 1.3885(16) . ?
C15 C14 1.3958(18) . ?
C15 C16 1.3983(17) . ?
C15 C00I 1.5158(19) . ?
C14 C19 1.3992(18) . ?
C19 C18 1.3949(18) . ?
C19 C23 1.5165(18) . ?
C26 C31 1.3907(18) . ?
C26 C27 1.3970(18) . ?
C31 C30 1.3927(18) . ?
C31 C35 1.5177(19) . ?
C1 C2 1.2960(19) . ?
C1 C3 1.5042(19) . ?
C2 C7 1.5060(19) . ?
C12 C13 1.3381(18) . ?
C16 C17 1.381(2) . ?
C18 C17 1.379(2) . ?
C27 C28 1.3935(19) . ?
C27 C32 1.5168(19) . ?
C00I C21 1.532(2) . ?
C00I C22 1.527(2) . ?
C23 C24 1.527(2) . ?
C23 C25 1.523(2) . ?
C28 C29 1.378(2) . ?
C30 C29 1.378(2) . ?
C32 C34 1.529(2) . ?
C32 C33 1.514(2) . ?
C3 C4 1.531(4) . ?
C3 C5 1.543(3) . ?
C3 C6 1.522(4) . ?
C3 C6A 1.541(14) . ?
C3 C5A 1.533(10) . ?
C3 C4A 1.495(13) . ?
C35 C36 1.501(3) . ?
C35 C37 1.498(3) . ?
C7 C9 1.531(2) . ?
C7 C10 1.531(2) . ?
C7 C8 1.531(2) . ?

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 P2 P1 98.09(4) . . ?
C2 P2 P1 97.92(4) . . ?
C2 P2 C1 41.03(6) . . ?
C11 P1 P2 109.55(4) . . ?
C11 N2 C14 123.45(10) . . ?
C11 N2 C12 111.20(10) . . ?
C12 N2 C14 125.24(10) . . ?
C11 N1 C26 125.81(10) . . ?
C11 N1 C13 110.29(10) . . ?
C13 N1 C26 123.79(10) . . ?
C14 C15 C16 116.86(12) . . ?
C14 C15 C00I 121.65(11) . . ?
C16 C15 C00I 121.43(12) . . ?
C15 C14 N2 118.55(11) . . ?
C15 C14 C19 123.45(11) . . ?
C19 C14 N2 117.99(11) . . ?
N2 C11 P1 119.96(8) . . ?
N1 C11 P1 136.30(9) . . ?
N1 C11 N2 103.73(10) . . ?
C14 C19 C23 121.93(11) . . ?
C18 C19 C14 117.02(12) . . ?
C18 C19 C23 121.05(12) . . ?
C31 C26 N1 118.58(11) . . ?
C31 C26 C27 123.24(11) . . ?
C27 C26 N1 118.15(11) . . ?
C26 C31 C30 117.30(12) . . ?
C26 C31 C35 121.73(12) . . ?
C30 C31 C35 120.97(12) . . ?
C2 C1 P2 69.39(8) . . ?
C2 C1 C3 149.67(13) . . ?
C3 C1 P2 140.83(10) . . ?
C1 C2 P2 69.58(8) . . ?
C1 C2 C7 150.24(13) . . ?
C7 C2 P2 140.14(11) . . ?
C13 C12 N2 106.85(11) . . ?
C17 C16 C15 121.06(12) . . ?
C17 C18 C19 121.03(13) . . ?
C12 C13 N1 107.92(10) . . ?
C26 C27 C32 122.13(12) . . ?
C28 C27 C26 116.91(12) . . ?
C28 C27 C32 120.96(12) . . ?
C15 C00I C21 109.55(11) . . ?
C15 C00I C22 112.66(12) . . ?
C22 C00I C21 111.20(13) . . ?
C18 C17 C16 120.57(11) . . ?
C19 C23 C24 112.03(12) . . ?
C19 C23 C25 110.66(12) . . ?
C25 C23 C24 110.93(13) . . ?
C29 C28 C27 121.09(13) . . ?
C29 C30 C31 120.89(13) . . ?
C27 C32 C34 111.79(13) . . ?
C33 C32 C27 111.29(14) . . ?
C33 C32 C34 111.22(14) . . ?
C1 C3 C4 110.2(2) . . ?
C1 C3 C5 107.47(15) . . ?
C1 C3 C6 108.9(3) . . ?
C1 C3 C6A 104.3(10) . . ?
C1 C3 C5A 114.0(5) . . ?
C4 C3 C5 108.5(2) . . ?
C6 C3 C4 111.3(3) . . ?
C6 C3 C5 110.4(3) . . ?
C5A C3 C6A 103.1(10) . . ?
C4A C3 C1 117.4(10) . . ?
C4A C3 C6A 105.1(15) . . ?
C4A C3 C5A 111.2(12) . . ?
C30 C29 C28 120.48(13) . . ?
C36 C35 C31 112.33(13) . . ?
C37 C35 C31 111.49(15) . . ?
C37 C35 C36 110.07(19) . . ?
C2 C7 C9 108.26(11) . . ?
C2 C7 C10 111.27(14) . . ?
C2 C7 C8 108.67(12) . . ?
C9 C7 C10 109.61(14) . . ?
C8 C7 C9 109.31(15) . . ?
C8 C7 C10 109.68(14) . . ?

_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 1.267
_oxdiff_exptl_absorpt_empirical_full_min 0.802
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ghmu004_2_p
_database_code_depnum_ccdc_archive 'CCDC 2040306'
loop_
_audit_author_name
_audit_author_address
'Gabriele Hierlmeier'
;University of Regensburg
Germany
;
_audit_update_record             
;
2020-10-23 deposited with the CCDC.	2020-12-09 downloaded from the CCDC.
;
_audit_creation_date             2020-10-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H17 N3 S'
_chemical_formula_sum            'C14 H17 N3 S'
_chemical_formula_weight         259.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         C14H17N3S
_chemical_oxdiff_usercomment     'crystals from tol/n-hex'
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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.5819(2)
_cell_length_b                   12.0396(4)
_cell_length_c                   15.5332(6)
_cell_angle_alpha                87.680(3)
_cell_angle_beta                 88.235(3)
_cell_angle_gamma                72.214(3)
_cell_volume                     1348.79(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6440
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      72.6720
_cell_measurement_theta_min      3.8370
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.004
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.574
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.21a (Rigaku Oxford Diffraction, 2019)
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_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             552
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 10 0.0561
-1 0 -10 0.0216
-4 2 0 0.1815
-5 -3 0 0.2001
-1 -8 1 0.0869
0 -8 1 0.0981
5 2 0 0.1868
1 8 -1 0.1429
4 6 2 0.1809

_exptl_crystal_size_max          0.413
_exptl_crystal_size_mid          0.244
_exptl_crystal_size_min          0.084
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
0.6340 0.1413 10.0188 -0.8717 -0.4737 -0.1255
-0.8031 -0.1683 -9.9740 0.8672 0.4712 0.1607
-4.1440 1.9963 -0.4262 0.1996 -0.2899 0.9360
-4.8961 -3.0748 0.0423 -0.1712 0.2492 0.9532
-0.9774 -7.7216 0.7225 -0.5667 0.8239 -0.0095
-0.2506 -7.5102 0.7408 -0.5596 0.8136 -0.1578
4.9010 1.7132 0.0948 0.0691 -0.1008 -0.9925
0.7352 7.6696 -0.7304 0.5657 -0.8225 0.0594
4.0406 6.0707 1.8885 0.2066 -0.6975 -0.6862

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9306
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.746
_diffrn_reflns_theta_min         3.858
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1773
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -98.00 -11.00   1.00    1.00    --  -42.29 125.00  90.00   87
  2  ω    -38.00  26.00   1.00    1.00    --   42.29 -19.00-150.00   64
  3  ω      1.00 122.00   1.00    1.00    --   42.29  19.00  30.00  121
  4  ω     23.00  86.00   1.00    2.50    --  104.40 -94.00-180.00   63
  5  ω     34.00 120.00   1.00    2.50    --  104.40-135.00 175.00   86
  6  ω     33.00  71.00   1.00    2.50    --  104.40 -61.00  60.00   38
  7  ω     34.00  71.00   1.00    2.50    --  104.40 -61.00 -90.00   37
  8  ω     32.00 107.00   1.00    2.50    --  104.40-125.00  30.00   75
  9  ω     35.00 111.00   1.00    2.50    --  104.40-125.00 -90.00   76
 10  ω     79.00 152.00   1.00    2.50    --  104.40  45.00  60.00   73
 11  ω     81.00 142.00   1.00    2.50    --  104.40  45.00-150.00   61
 12  ω     83.00 108.00   1.00    2.50    --  104.40  77.00 150.00   25
 13  ω    112.00 158.00   1.00    2.50    --  104.40  77.00 150.00   46
 14  ω     39.00 102.00   1.00    2.50    --  104.40 -94.00 -90.00   63
 15  ω     52.00 158.00   1.00    2.50    --  104.40  15.00 -30.00  106
 16  ω     43.00 106.00   1.00    2.50    --  104.40 -77.00   0.00   63
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0073219000
_diffrn_orient_matrix_UB_12      0.0661272000
_diffrn_orient_matrix_UB_13      -0.0874772000
_diffrn_orient_matrix_UB_21      0.0200514000
_diffrn_orient_matrix_UB_22      -0.1136314000
_diffrn_orient_matrix_UB_23      -0.0469436000
_diffrn_orient_matrix_UB_31      -0.2123581000
_diffrn_orient_matrix_UB_32      0.0281519000
_diffrn_orient_matrix_UB_33      0.0005162000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4650
_reflns_number_total             5154
_reflns_odcompleteness_completeness 99.07
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.21a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.21a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.21a (Rigaku OD, 2019)'
_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)'
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     333
_refine_ls_number_reflns         5154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0364
_refine_ls_restrained_S_all      1.037
_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)+(0.0538P)²+0.3522P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0962
_refine_ls_wR_factor_ref         0.1004
_refine_special_details          ?
_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.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C24(H24), C28(H28), C10(H10), C13(H13), C12(H12), C11(H11),
 C25(H25), C27(H27), C26(H26)
2.b Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C8(H8A,H8B,H8C), C5(H5A,H5B,H5C), C7(H7A,H7B,H7C), C19(H19A,
 H19B,H19C), C22(H22A,H22B,H22C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
S1 S 1.05136(5) 0.22123(3) 0.88506(2) 0.03137(11) Uani 1 1 d . . . . .
S2 S 0.38045(5) 0.30127(4) 0.42421(2) 0.03912(13) Uani 1 1 d . . . . .
N3 N 0.86619(16) 0.40553(10) 1.07442(7) 0.0245(2) Uani 1 1 d . . . . .
N6 N 0.81584(16) 0.29160(11) 0.49872(8) 0.0279(3) Uani 1 1 d . . . . .
N2 N 0.98551(16) 0.21981(11) 1.09697(8) 0.0263(3) Uani 1 1 d . . . . .
N5 N 0.76994(17) 0.13131(11) 0.54436(8) 0.0281(3) Uani 1 1 d . . . . .
N4 N 0.69638(17) 0.16353(11) 0.34281(8) 0.0281(3) Uani 1 1 d . . . . .
N1 N 0.68581(17) 0.32524(12) 0.92937(8) 0.0307(3) Uani 1 1 d . . . . .
C16 C 0.72881(19) 0.21413(13) 0.48198(9) 0.0270(3) Uani 1 1 d . . . . .
C15 C 0.6069(2) 0.22070(13) 0.40700(9) 0.0275(3) Uani 1 1 d . . . . .
C4 C 0.93514(19) 0.38947(13) 1.15737(9) 0.0253(3) Uani 1 1 d . . . . .
C1 C 0.8595(2) 0.28446(12) 0.94740(9) 0.0255(3) Uani 1 1 d . . . . .
C9 C 0.62948(19) 0.32246(13) 0.84368(9) 0.0282(3) Uani 1 1 d . . . . .
C3 C 1.00969(19) 0.27315(13) 1.17151(9) 0.0259(3) Uani 1 1 d . . . . .
C2 C 0.89913(18) 0.30150(12) 1.03858(9) 0.0247(3) Uani 1 1 d . . . . .
C23 C 0.61373(19) 0.16863(13) 0.26191(9) 0.0274(3) Uani 1 1 d . . . . .
C18 C 0.88317(19) 0.15852(13) 0.60390(9) 0.0289(3) Uani 1 1 d . . . . .
C14 C 0.6472(2) 0.40505(14) 0.78138(10) 0.0306(3) Uani 1 1 d . . . . .
H14 H 0.7066 0.4591 0.7947 0.037 Uiso 1 1 calc R . . . .
C17 C 0.91286(19) 0.25847(14) 0.57503(9) 0.0288(3) Uani 1 1 d . . . . .
C6 C 0.9200(2) 0.48778(14) 1.21488(10) 0.0318(3) Uani 1 1 d . . . . .
H6A H 0.9624 0.5461 1.1844 0.048 Uiso 1 1 calc GR . . . .
H6B H 0.9948 0.4594 1.2646 0.048 Uiso 1 1 calc GR . . . .
H6C H 0.7931 0.5213 1.2328 0.048 Uiso 1 1 calc GR . . . .
C8 C 0.7729(2) 0.51846(13) 1.03245(10) 0.0292(3) Uani 1 1 d . . . . .
H8A H 0.6413 0.5357 1.0402 0.044 Uiso 1 1 calc GR . . . .
H8B H 0.8039 0.5156 0.9720 0.044 Uiso 1 1 calc GR . . . .
H8C H 0.8124 0.5782 1.0576 0.044 Uiso 1 1 calc GR . . . .
C24 C 0.5512(2) 0.27364(14) 0.21476(10) 0.0326(3) Uani 1 1 d . . . . .
H24 H 0.5486 0.3431 0.2396 0.039 Uiso 1 1 calc R . . . .
C28 C 0.6168(2) 0.06589(14) 0.22321(11) 0.0340(3) Uani 1 1 d . . . . .
H28 H 0.6603 -0.0051 0.2535 0.041 Uiso 1 1 calc R . . . .
C10 C 0.5363(2) 0.24443(14) 0.82284(11) 0.0339(3) Uani 1 1 d . . . . .
H10 H 0.5196 0.1903 0.8642 0.041 Uiso 1 1 calc R . . . .
C5 C 1.0991(2) 0.20620(14) 1.24943(10) 0.0314(3) Uani 1 1 d . . . . .
H5A H 1.0142 0.1722 1.2791 0.047 Uiso 1 1 calc GR . . . .
H5B H 1.1323 0.2577 1.2870 0.047 Uiso 1 1 calc GR . . . .
H5C H 1.2084 0.1455 1.2325 0.047 Uiso 1 1 calc GR . . . .
C13 C 0.5771(2) 0.40766(15) 0.69957(10) 0.0326(3) Uani 1 1 d . . . . .
H13 H 0.5897 0.4634 0.6586 0.039 Uiso 1 1 calc R . . . .
C7 C 1.0375(2) 0.09406(13) 1.08613(10) 0.0344(3) Uani 1 1 d . . . . .
H7A H 1.1679 0.0602 1.0953 0.052 Uiso 1 1 calc GR . . . .
H7B H 1.0092 0.0788 1.0288 0.052 Uiso 1 1 calc GR . . . .
H7C H 0.9697 0.0604 1.1272 0.052 Uiso 1 1 calc GR . . . .
C12 C 0.4885(2) 0.32749(15) 0.67859(10) 0.0338(3) Uani 1 1 d . . . . .
H12 H 0.4435 0.3281 0.6235 0.041 Uiso 1 1 calc R . . . .
C19 C 1.0179(2) 0.33038(16) 0.61205(11) 0.0372(4) Uani 1 1 d . . . . .
H19A H 1.1278 0.3242 0.5777 0.056 Uiso 1 1 calc GR . . . .
H19B H 1.0519 0.3030 0.6699 0.056 Uiso 1 1 calc GR . . . .
H19C H 0.9421 0.4104 0.6125 0.056 Uiso 1 1 calc GR . . . .
C22 C 0.7046(3) 0.02931(16) 0.54992(12) 0.0413(4) Uani 1 1 d . . . . .
H22A H 0.6166 0.0371 0.5968 0.062 Uiso 1 1 calc GR . . . .
H22B H 0.8076 -0.0396 0.5596 0.062 Uiso 1 1 calc GR . . . .
H22C H 0.6465 0.0232 0.4970 0.062 Uiso 1 1 calc GR . . . .
C20 C 0.9403(2) 0.08685(15) 0.68428(10) 0.0371(4) Uani 1 1 d . . . . .
H20A H 0.8343 0.0712 0.7113 0.056 Uiso 1 1 calc GR . . . .
H20B H 0.9917 0.1285 0.7229 0.056 Uiso 1 1 calc GR . . . .
H20C H 1.0317 0.0145 0.6706 0.056 Uiso 1 1 calc GR . . . .
C11 C 0.4681(2) 0.24674(15) 0.74077(11) 0.0366(4) Uani 1 1 d . . . . .
H11 H 0.4078 0.1932 0.7274 0.044 Uiso 1 1 calc R . . . .
C21 C 0.8086(2) 0.39600(15) 0.44592(11) 0.0372(4) Uani 1 1 d . . . . .
H21A H 0.7444 0.3953 0.3937 0.056 Uiso 1 1 calc GR . . . .
H21B H 0.9323 0.3971 0.4320 0.056 Uiso 1 1 calc GR . . . .
H21C H 0.7444 0.4642 0.4773 0.056 Uiso 1 1 calc GR . . . .
C25 C 0.4928(2) 0.27484(17) 0.13120(11) 0.0398(4) Uani 1 1 d . . . . .
H25 H 0.4531 0.3452 0.0999 0.048 Uiso 1 1 calc R . . . .
C27 C 0.5552(2) 0.06843(17) 0.13962(12) 0.0419(4) Uani 1 1 d . . . . .
H27 H 0.5562 -0.0007 0.1147 0.050 Uiso 1 1 calc R . . . .
C26 C 0.4928(2) 0.17257(18) 0.09343(11) 0.0427(4) Uani 1 1 d . . . . .
H26 H 0.4512 0.1742 0.0376 0.051 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
S1 C1 1.7118(15) . ?
S2 C15 1.7136(15) . ?
N3 C4 1.3893(17) . ?
N3 C2 1.3409(19) . ?
N3 C8 1.4640(18) . ?
N6 C16 1.3339(19) . ?
N6 C17 1.3933(18) . ?
N6 C21 1.460(2) . ?
N2 C3 1.3899(18) . ?
N2 C2 1.3378(19) . ?
N2 C7 1.459(2) . ?
N5 C16 1.3345(19) . ?
N5 C18 1.3946(19) . ?
N5 C22 1.457(2) . ?
N4 C15 1.287(2) . ?
N4 C23 1.4122(18) . ?
N1 C1 1.2923(19) . ?
N1 C9 1.4150(18) . ?
C16 C15 1.4936(19) . ?
C4 C3 1.352(2) . ?
C4 C6 1.486(2) . ?
C1 C2 1.4918(19) . ?
C9 C14 1.392(2) . ?
C9 C10 1.389(2) . ?
C3 C5 1.487(2) . ?
C23 C24 1.393(2) . ?
C23 C28 1.391(2) . ?
C18 C17 1.347(2) . ?
C18 C20 1.486(2) . ?
C14 H14 0.9300 . ?
C14 C13 1.388(2) . ?
C17 C19 1.485(2) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C24 H24 0.9300 . ?
C24 C25 1.382(2) . ?
C28 H28 0.9300 . ?
C28 C27 1.389(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.387(2) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C13 H13 0.9300 . ?
C13 C12 1.387(2) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C12 H12 0.9300 . ?
C12 C11 1.381(2) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C11 H11 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C25 H25 0.9300 . ?
C25 C26 1.385(3) . ?
C27 H27 0.9300 . ?
C27 C26 1.377(3) . ?
C26 H26 0.9300 . ?

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
C4 N3 C8 125.34(12) . . ?
C2 N3 C4 109.42(12) . . ?
C2 N3 C8 125.24(12) . . ?
C16 N6 C17 109.53(12) . . ?
C16 N6 C21 125.30(12) . . ?
C17 N6 C21 125.16(13) . . ?
C3 N2 C7 125.05(12) . . ?
C2 N2 C3 109.42(12) . . ?
C2 N2 C7 125.46(12) . . ?
C16 N5 C18 109.36(12) . . ?
C16 N5 C22 125.25(13) . . ?
C18 N5 C22 125.38(13) . . ?
C15 N4 C23 121.72(12) . . ?
C1 N1 C9 119.48(12) . . ?
N6 C16 N5 107.52(12) . . ?
N6 C16 C15 125.62(13) . . ?
N5 C16 C15 126.85(13) . . ?
N4 C15 S2 133.75(11) . . ?
N4 C15 C16 112.13(13) . . ?
C16 C15 S2 114.12(11) . . ?
N3 C4 C6 122.93(13) . . ?
C3 C4 N3 106.82(12) . . ?
C3 C4 C6 130.24(13) . . ?
N1 C1 S1 131.91(11) . . ?
N1 C1 C2 113.33(13) . . ?
C2 C1 S1 114.68(10) . . ?
C14 C9 N1 121.22(14) . . ?
C10 C9 N1 119.83(14) . . ?
C10 C9 C14 118.57(14) . . ?
N2 C3 C5 122.83(13) . . ?
C4 C3 N2 106.94(12) . . ?
C4 C3 C5 130.22(14) . . ?
N3 C2 C1 124.76(12) . . ?
N2 C2 N3 107.41(12) . . ?
N2 C2 C1 127.63(13) . . ?
C24 C23 N4 120.92(14) . . ?
C28 C23 N4 119.74(13) . . ?
C28 C23 C24 118.78(14) . . ?
N5 C18 C20 121.74(14) . . ?
C17 C18 N5 106.85(13) . . ?
C17 C18 C20 131.31(14) . . ?
C9 C14 H14 119.6 . . ?
C13 C14 C9 120.74(14) . . ?
C13 C14 H14 119.6 . . ?
N6 C17 C19 121.93(14) . . ?
C18 C17 N6 106.71(12) . . ?
C18 C17 C19 131.32(14) . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N3 C8 H8A 109.5 . . ?
N3 C8 H8B 109.5 . . ?
N3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.18(15) . . ?
C25 C24 H24 119.9 . . ?
C23 C28 H28 119.8 . . ?
C27 C28 C23 120.50(15) . . ?
C27 C28 H28 119.8 . . ?
C9 C10 H10 119.8 . . ?
C11 C10 C9 120.42(15) . . ?
C11 C10 H10 119.8 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C14 C13 H13 119.8 . . ?
C12 C13 C14 120.31(15) . . ?
C12 C13 H13 119.8 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C13 C12 H12 120.5 . . ?
C11 C12 C13 119.01(14) . . ?
C11 C12 H12 120.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N5 C22 H22A 109.5 . . ?
N5 C22 H22B 109.5 . . ?
N5 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C10 C11 H11 119.5 . . ?
C12 C11 C10 120.91(15) . . ?
C12 C11 H11 119.5 . . ?
N6 C21 H21A 109.5 . . ?
N6 C21 H21B 109.5 . . ?
N6 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C24 C25 H25 119.6 . . ?
C24 C25 C26 120.87(16) . . ?
C26 C25 H25 119.6 . . ?
C28 C27 H27 119.8 . . ?
C26 C27 C28 120.47(16) . . ?
C26 C27 H27 119.8 . . ?
C25 C26 H26 120.4 . . ?
C27 C26 C25 119.19(15) . . ?
C27 C26 H26 120.4 . . ?

_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 1.551
_oxdiff_exptl_absorpt_empirical_full_min 0.842
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_gh436b_p
_database_code_depnum_ccdc_archive 'CCDC 2040303'
loop_
_audit_author_name
_audit_author_address
'Gabriele Hierlmeier'
;University of Regensburg
Germany
;
_audit_update_record             
;
2020-10-23 deposited with the CCDC.	2020-12-09 downloaded from the CCDC.
;
_audit_creation_date             2020-04-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H42 N2 P2'
_chemical_formula_sum            'C31 H42 N2 P2'
_chemical_formula_weight         504.60
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C31 H42 N2 P2'
_chemical_oxdiff_usercomment     'from n-hexane'
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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.5803(2)
_cell_length_b                   10.6253(2)
_cell_length_c                   35.5315(8)
_cell_angle_alpha                93.857(2)
_cell_angle_beta                 95.926(2)
_cell_angle_gamma                110.711(2)
_cell_volume                     2995.00(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9226
_cell_measurement_temperature    123.01(10)
_cell_measurement_theta_max      73.3780
_cell_measurement_theta_min      3.7630
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.458
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.845
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.21a (Rigaku Oxford Diffraction, 2019)
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_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.119
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1088
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 7 -1 0.0460
5 -3 5 0.0572
-1 -6 -1 0.0536
-5 0 -5 0.0466
0 0 -23 0.0197
0 0 23 0.0197

_exptl_crystal_size_max          0.143
_exptl_crystal_size_mid          0.119
_exptl_crystal_size_min          0.044
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
-0.6792 6.6899 -0.9343 -0.0661 -0.0453 0.9968
5.2795 -2.7123 5.0245 -0.8004 -0.5504 -0.2377
-1.0941 -5.7593 -0.7543 0.3344 0.2298 -0.9140
-4.9111 -0.0241 -4.5583 0.8124 0.5586 -0.1670
0.0938 0.1251 -22.8928 0.7935 -0.6086 -0.0092
-0.1649 0.3174 22.7444 -0.7913 0.6069 0.0741

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            20271
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.537
_diffrn_reflns_theta_min         3.776
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3546
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -74.00  26.00   1.00   10.00    --  -41.60  77.00 -90.00  100
  2  ω     18.00 113.00   1.00   10.00    --   41.60  57.00 150.00   95
  3  ω    -26.00  68.00   1.00   10.00    --   41.60 -57.00   0.00   94
  4  ω     38.00  77.00   1.00   41.00    --  106.46 -45.00-120.00   39
  5  ω     40.00 109.00   1.00   41.00    --  106.46 -94.00 -90.00   69
  6  ω     30.00  69.00   1.00   41.00    --  106.46 -30.00 150.00   39
  7  ω     46.00  77.00   1.00   41.00    --  106.46 -45.00 -30.00   31
  8  ω     41.00  99.00   1.00   41.00    --  106.46 -94.00-150.00   58
  9  ω     31.00  60.00   1.00   41.00    --  106.46 -30.00-150.00   29
 10  ω     33.00 121.00   1.00   41.00    --  106.46-125.00-150.00   88
 11  ω     43.00 109.00   1.00   41.00    --  106.46 -94.00   0.00   66
 12  ω     31.00 103.00   1.00   41.00    --  106.46 -94.00  90.00   72
 13  ω     77.00 158.00   1.00   41.00    --  106.46  61.00 -30.00   81
 14  ω     36.00  63.00   1.00   41.00    --  106.46 -30.00-180.00   27
 15  ω     78.00 148.00   1.00   41.00    --  106.46  61.00 120.00   70
 16  ω     39.00  66.00   1.00   41.00    --  106.46 -30.00 -60.00   27
 17  ω     27.00 154.00   1.00   41.00    --  106.46 -15.00 -30.00  127
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1324738000
_diffrn_orient_matrix_UB_12      -0.0282701000
_diffrn_orient_matrix_UB_13      -0.0353568000
_diffrn_orient_matrix_UB_21      -0.1377250000
_diffrn_orient_matrix_UB_22      -0.0171372000
_diffrn_orient_matrix_UB_23      0.0259252000
_diffrn_orient_matrix_UB_31      0.0319888000
_diffrn_orient_matrix_UB_32      0.1524377000
_diffrn_orient_matrix_UB_33      0.0013644000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9222
_reflns_number_total             11591
_reflns_odcompleteness_completeness 99.17
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.21a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.21a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.21a (Rigaku OD, 2019)'
_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)'
_refine_diff_density_max         0.369
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     655
_refine_ls_number_reflns         11591
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0500
_refine_ls_restrained_S_all      1.026
_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)+(0.0560P)²+1.3656P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1221
_refine_ls_wR_factor_ref         0.1317
_refine_special_details          ?
_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.a Aromatic/amide H refined with riding coordinates:
 C56(H56), C47(H47), C49(H49), C58(H58), C13(H13), C12(H12), C16(H16),
 C18(H18), C27(H27), C25(H25), C43(H43), C44(H44)
2.b Idealised Me refined as rotating group:
 C60(H60A,H60B,H60C), C40(H40A,H40B,H40C), C51(H51A,H51B,H51C), C53(H53A,H53B,
 H53C), C31(H31A,H31B,H31C), C30(H30A,H30B,H30C), C62(H62A,H62B,H62C), C52(H52A,
 H52B,H52C), C22(H22A,H22B,H22C), C35(H35A,H35B,H35C), C61(H61A,H61B,H61C),
 C29(H29A,H29B,H29C), C36(H36A,H36B,H36C), C41(H41A,H41B,H41C), C20(H20A,H20B,
 H20C), C37(H37A,H37B,H37C), C39(H39A,H39B,H39C), C6(H6A,H6B,H6C), C9(H9A,H9B,
 H9C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C8(H8A,H8B,H8C), C21(H21A,H21B,H21C),
 C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
P4 P 0.43674(7) 0.21912(5) 0.41673(2) 0.02836(12) Uani 1 1 d . . . . .
P3 P 0.52679(7) 0.21164(5) 0.36012(2) 0.03003(13) Uani 1 1 d . . . . .
P2 P 0.26102(8) 0.41706(5) 0.09311(2) 0.03552(14) Uani 1 1 d . . . . .
P1 P 0.42549(9) 0.48167(6) 0.14885(2) 0.04000(15) Uani 1 1 d . . . . .
N4 N 0.4589(2) -0.00116(17) 0.30500(5) 0.0325(4) Uani 1 1 d . . . . .
N1 N 0.3600(2) 0.73132(17) 0.14758(5) 0.0316(4) Uani 1 1 d . . . . .
N3 N 0.3534(2) -0.07911(17) 0.35519(5) 0.0321(4) Uani 1 1 d . . . . .
N2 N 0.5103(3) 0.71356(18) 0.19850(5) 0.0351(4) Uani 1 1 d . . . . .
C45 C 0.3117(3) -0.09292(19) 0.39297(6) 0.0297(4) Uani 1 1 d . . . . .
C55 C 0.7141(3) 0.1086(2) 0.27761(6) 0.0303(4) Uani 1 1 d . . . . .
C54 C 0.5458(3) 0.0874(2) 0.27891(6) 0.0296(4) Uani 1 1 d . . . . .
C50 C 0.4318(3) -0.1025(2) 0.42094(7) 0.0334(5) Uani 1 1 d . . . . .
C32 C 0.3546(3) 0.3579(2) 0.41318(6) 0.0279(4) Uani 1 1 d . . . . .
C14 C 0.2578(3) 0.71020(19) 0.11151(6) 0.0279(4) Uani 1 1 d . . . . .
C42 C 0.4418(3) 0.0400(2) 0.34138(6) 0.0277(4) Uani 1 1 d . . . . .
C56 C 0.7948(3) 0.1920(2) 0.25125(6) 0.0347(5) Uani 1 1 d . . . . .
H56 H 0.9079 0.2083 0.2500 0.042 Uiso 1 1 calc R . . . .
C2 C 0.1987(3) 0.2322(2) 0.09238(6) 0.0321(4) Uani 1 1 d . . . . .
C19 C 0.3354(3) 0.7577(2) 0.08025(6) 0.0331(5) Uani 1 1 d . . . . .
C47 C 0.1180(3) -0.1114(2) 0.43728(7) 0.0354(5) Uani 1 1 d . . . . .
H47 H 0.0142 -0.1125 0.4431 0.042 Uiso 1 1 calc R . . . .
C1 C 0.3297(3) 0.2819(2) 0.07515(6) 0.0335(5) Uani 1 1 d . . . . .
C33 C 0.5118(3) 0.4043(2) 0.42800(6) 0.0279(4) Uani 1 1 d . . . . .
C59 C 0.4560(3) 0.1450(2) 0.25503(6) 0.0357(5) Uani 1 1 d . . . . .
C46 C 0.1538(3) -0.0979(2) 0.40022(7) 0.0321(4) Uani 1 1 d . . . . .
C11 C 0.4247(3) 0.6435(2) 0.16380(6) 0.0309(4) Uani 1 1 d . . . . .
C49 C 0.3892(3) -0.1183(2) 0.45743(7) 0.0375(5) Uani 1 1 d . . . . .
H49 H 0.4670 -0.1257 0.4766 0.045 Uiso 1 1 calc R . . . .
C23 C 0.6014(3) 0.6651(2) 0.22634(6) 0.0350(5) Uani 1 1 d . . . . .
C57 C 0.7107(3) 0.2509(2) 0.22696(6) 0.0376(5) Uani 1 1 d . . . . .
C34 C 0.1989(3) 0.3807(2) 0.39809(7) 0.0349(5) Uani 1 1 d . . . . .
C58 C 0.5419(3) 0.2263(2) 0.22911(6) 0.0388(5) Uani 1 1 d . . . . .
H58 H 0.4848 0.2651 0.2128 0.047 Uiso 1 1 calc R . . . .
C48 C 0.2334(3) -0.1233(2) 0.46605(7) 0.0378(5) Uani 1 1 d . . . . .
C24 C 0.7767(3) 0.7168(2) 0.22985(7) 0.0395(5) Uani 1 1 d . . . . .
C60 C 0.8055(3) 0.0439(3) 0.30347(7) 0.0408(5) Uani 1 1 d . . . . .
H60A H 0.7977 0.0691 0.3295 0.061 Uiso 1 1 calc GR . . . .
H60B H 0.9215 0.0739 0.2996 0.061 Uiso 1 1 calc GR . . . .
H60C H 0.7556 -0.0528 0.2979 0.061 Uiso 1 1 calc GR . . . .
C13 C 0.5031(3) 0.8417(2) 0.20214(7) 0.0404(5) Uani 1 1 d . . . . .
H13 H 0.5540 0.9082 0.2226 0.049 Uiso 1 1 calc R . . . .
C12 C 0.4102(3) 0.8526(2) 0.17109(7) 0.0399(5) Uani 1 1 d . . . . .
H12 H 0.3836 0.9279 0.1660 0.048 Uiso 1 1 calc R . . . .
C38 C 0.6708(3) 0.5227(2) 0.44150(7) 0.0371(5) Uani 1 1 d . . . . .
C16 C -0.0116(3) 0.6390(2) 0.07463(8) 0.0424(5) Uani 1 1 d . . . . .
H16 H -0.1281 0.5992 0.0727 0.051 Uiso 1 1 calc R . . . .
C18 C 0.2329(3) 0.7442(2) 0.04611(7) 0.0392(5) Uani 1 1 d . . . . .
H18 H 0.2824 0.7758 0.0248 0.047 Uiso 1 1 calc R . . . .
C27 C 0.6082(3) 0.5288(2) 0.27674(7) 0.0408(5) Uani 1 1 d . . . . .
H27 H 0.5527 0.4666 0.2926 0.049 Uiso 1 1 calc R . . . .
C26 C 0.7819(3) 0.5757(2) 0.28060(7) 0.0419(5) Uani 1 1 d . . . . .
C25 C 0.8644(3) 0.6706(3) 0.25724(7) 0.0430(5) Uani 1 1 d . . . . .
H25 H 0.9813 0.7039 0.2600 0.052 Uiso 1 1 calc R . . . .
C17 C 0.0602(3) 0.6853(2) 0.04285(7) 0.0425(6) Uani 1 1 d . . . . .
C15 C 0.0843(3) 0.6499(2) 0.10947(7) 0.0350(5) Uani 1 1 d . . . . .
C40 C 0.6348(3) 0.6323(2) 0.46502(7) 0.0403(5) Uani 1 1 d . . . . .
H40A H 0.5540 0.6589 0.4502 0.060 Uiso 1 1 calc GR . . . .
H40B H 0.7371 0.7094 0.4721 0.060 Uiso 1 1 calc GR . . . .
H40C H 0.5908 0.5977 0.4875 0.060 Uiso 1 1 calc GR . . . .
C51 C 0.0292(3) -0.0848(2) 0.36919(7) 0.0396(5) Uani 1 1 d . . . . .
H51A H 0.0768 0.0002 0.3592 0.059 Uiso 1 1 calc GR . . . .
H51B H -0.0715 -0.0887 0.3794 0.059 Uiso 1 1 calc GR . . . .
H51C H 0.0029 -0.1575 0.3492 0.059 Uiso 1 1 calc GR . . . .
C3 C 0.4670(3) 0.2605(2) 0.05573(8) 0.0438(6) Uani 1 1 d . . . . .
C28 C 0.5138(3) 0.5719(2) 0.24984(6) 0.0387(5) Uani 1 1 d . . . . .
C7 C 0.0783(3) 0.1085(2) 0.10583(8) 0.0413(5) Uani 1 1 d . . . . .
C53 C 0.6027(3) -0.0914(3) 0.41117(8) 0.0437(6) Uani 1 1 d . . . . .
H53A H 0.5899 -0.1578 0.3902 0.066 Uiso 1 1 calc GR . . . .
H53B H 0.6674 -0.1069 0.4329 0.066 Uiso 1 1 calc GR . . . .
H53C H 0.6597 -0.0025 0.4042 0.066 Uiso 1 1 calc GR . . . .
C43 C 0.3853(4) -0.1407(2) 0.29724(8) 0.0474(6) Uani 1 1 d . . . . .
H43 H 0.3824 -0.1916 0.2747 0.057 Uiso 1 1 calc R . . . .
C31 C 0.3250(3) 0.5170(3) 0.24573(8) 0.0467(6) Uani 1 1 d . . . . .
H31A H 0.2842 0.5889 0.2416 0.070 Uiso 1 1 calc GR . . . .
H31B H 0.2891 0.4788 0.2685 0.070 Uiso 1 1 calc GR . . . .
H31C H 0.2812 0.4481 0.2244 0.070 Uiso 1 1 calc GR . . . .
C30 C 0.8797(4) 0.5228(3) 0.30904(8) 0.0501(6) Uani 1 1 d . . . . .
H30A H 0.9238 0.5870 0.3314 0.075 Uiso 1 1 calc GR . . . .
H30B H 0.9708 0.5094 0.2979 0.075 Uiso 1 1 calc GR . . . .
H30C H 0.8068 0.4382 0.3159 0.075 Uiso 1 1 calc GR . . . .
C44 C 0.3198(4) -0.1885(2) 0.32792(8) 0.0464(6) Uani 1 1 d . . . . .
H44 H 0.2619 -0.2789 0.3307 0.056 Uiso 1 1 calc R . . . .
C62 C 0.2752(3) 0.1225(3) 0.25774(8) 0.0498(6) Uani 1 1 d . . . . .
H62A H 0.2122 0.0271 0.2564 0.075 Uiso 1 1 calc GR . . . .
H62B H 0.2309 0.1592 0.2371 0.075 Uiso 1 1 calc GR . . . .
H62C H 0.2667 0.1666 0.2815 0.075 Uiso 1 1 calc GR . . . .
C52 C 0.1869(4) -0.1420(3) 0.50555(8) 0.0544(7) Uani 1 1 d . . . . .
H52A H 0.1413 -0.0755 0.5133 0.082 Uiso 1 1 calc GR . . . .
H52B H 0.2854 -0.1315 0.5229 0.082 Uiso 1 1 calc GR . . . .
H52C H 0.1045 -0.2310 0.5056 0.082 Uiso 1 1 calc GR . . . .
C22 C 0.5234(3) 0.8198(3) 0.08306(8) 0.0512(6) Uani 1 1 d . . . . .
H22A H 0.5648 0.8977 0.1017 0.077 Uiso 1 1 calc GR . . . .
H22B H 0.5541 0.8466 0.0588 0.077 Uiso 1 1 calc GR . . . .
H22C H 0.5715 0.7547 0.0904 0.077 Uiso 1 1 calc GR . . . .
C35 C 0.2159(3) 0.5273(3) 0.40901(9) 0.0492(6) Uani 1 1 d . . . . .
H35A H 0.2321 0.5459 0.4362 0.074 Uiso 1 1 calc GR . . . .
H35B H 0.1157 0.5404 0.3987 0.074 Uiso 1 1 calc GR . . . .
H35C H 0.3108 0.5876 0.3990 0.074 Uiso 1 1 calc GR . . . .
C61 C 0.8004(4) 0.3430(3) 0.19912(8) 0.0529(7) Uani 1 1 d . . . . .
H61A H 0.9181 0.3839 0.2086 0.079 Uiso 1 1 calc GR . . . .
H61B H 0.7542 0.4124 0.1961 0.079 Uiso 1 1 calc GR . . . .
H61C H 0.7860 0.2912 0.1750 0.079 Uiso 1 1 calc GR . . . .
C29 C 0.8681(4) 0.8190(3) 0.20458(8) 0.0493(6) Uani 1 1 d . . . . .
H29A H 0.8182 0.7887 0.1786 0.074 Uiso 1 1 calc GR . . . .
H29B H 0.9843 0.8284 0.2071 0.074 Uiso 1 1 calc GR . . . .
H29C H 0.8599 0.9048 0.2119 0.074 Uiso 1 1 calc GR . . . .
C36 C 0.1717(4) 0.3495(3) 0.35491(8) 0.0516(6) Uani 1 1 d . . . . .
H36A H 0.2604 0.4149 0.3444 0.077 Uiso 1 1 calc GR . . . .
H36B H 0.0655 0.3535 0.3448 0.077 Uiso 1 1 calc GR . . . .
H36C H 0.1720 0.2605 0.3483 0.077 Uiso 1 1 calc GR . . . .
C41 C 0.7929(4) 0.4765(3) 0.46607(10) 0.0601(8) Uani 1 1 d . . . . .
H41A H 0.7428 0.4397 0.4878 0.090 Uiso 1 1 calc GR . . . .
H41B H 0.8950 0.5524 0.4745 0.090 Uiso 1 1 calc GR . . . .
H41C H 0.8175 0.4084 0.4514 0.090 Uiso 1 1 calc GR . . . .
C20 C 0.0053(4) 0.5918(3) 0.14333(9) 0.0537(7) Uani 1 1 d . . . . .
H20A H 0.0219 0.5082 0.1467 0.081 Uiso 1 1 calc GR . . . .
H20B H -0.1129 0.5752 0.1392 0.081 Uiso 1 1 calc GR . . . .
H20C H 0.0566 0.6548 0.1657 0.081 Uiso 1 1 calc GR . . . .
C37 C 0.0498(3) 0.2835(3) 0.41443(10) 0.0535(7) Uani 1 1 d . . . . .
H37A H 0.0448 0.1924 0.4089 0.080 Uiso 1 1 calc GR . . . .
H37B H -0.0525 0.2913 0.4031 0.080 Uiso 1 1 calc GR . . . .
H37C H 0.0637 0.3059 0.4415 0.080 Uiso 1 1 calc GR . . . .
C39 C 0.7461(4) 0.5761(3) 0.40594(9) 0.0597(8) Uani 1 1 d . . . . .
H39A H 0.7639 0.5048 0.3911 0.090 Uiso 1 1 calc GR . . . .
H39B H 0.8515 0.6496 0.4134 0.090 Uiso 1 1 calc GR . . . .
H39C H 0.6701 0.6075 0.3911 0.090 Uiso 1 1 calc GR . . . .
C6 C 0.3996(4) 0.1225(3) 0.03219(9) 0.0559(8) Uani 1 1 d . . . . .
H6A H 0.3596 0.0530 0.0485 0.084 Uiso 1 1 calc GR . . . .
H6B H 0.4879 0.1092 0.0199 0.084 Uiso 1 1 calc GR . . . .
H6C H 0.3089 0.1183 0.0133 0.084 Uiso 1 1 calc GR . . . .
C9 C 0.1777(4) 0.0323(3) 0.12602(9) 0.0530(7) Uani 1 1 d . . . . .
H9A H 0.2447 0.0085 0.1089 0.080 Uiso 1 1 calc GR . . . .
H9B H 0.1011 -0.0484 0.1340 0.080 Uiso 1 1 calc GR . . . .
H9C H 0.2497 0.0891 0.1479 0.080 Uiso 1 1 calc GR . . . .
C4 C 0.6112(4) 0.2699(4) 0.08603(11) 0.0679(9) Uani 1 1 d . . . . .
H4A H 0.6470 0.3551 0.1016 0.102 Uiso 1 1 calc GR . . . .
H4B H 0.7034 0.2633 0.0739 0.102 Uiso 1 1 calc GR . . . .
H4C H 0.5739 0.1974 0.1016 0.102 Uiso 1 1 calc GR . . . .
C5 C 0.5308(4) 0.3723(3) 0.02967(10) 0.0583(7) Uani 1 1 d . . . . .
H5A H 0.4425 0.3635 0.0096 0.087 Uiso 1 1 calc GR . . . .
H5B H 0.6253 0.3639 0.0190 0.087 Uiso 1 1 calc GR . . . .
H5C H 0.5643 0.4593 0.0442 0.087 Uiso 1 1 calc GR . . . .
C8 C -0.0351(4) 0.0165(3) 0.07093(10) 0.0634(8) Uani 1 1 d . . . . .
H8A H -0.1002 0.0624 0.0583 0.095 Uiso 1 1 calc GR . . . .
H8B H -0.1093 -0.0654 0.0789 0.095 Uiso 1 1 calc GR . . . .
H8C H 0.0332 -0.0052 0.0537 0.095 Uiso 1 1 calc GR . . . .
C21 C -0.0472(4) 0.6728(3) 0.00539(9) 0.0648(9) Uani 1 1 d . . . . .
H21A H -0.1460 0.5922 0.0031 0.097 Uiso 1 1 calc GR . . . .
H21B H 0.0156 0.6679 -0.0151 0.097 Uiso 1 1 calc GR . . . .
H21C H -0.0797 0.7503 0.0044 0.097 Uiso 1 1 calc GR . . . .
C10 C -0.0253(4) 0.1486(3) 0.13282(11) 0.0636(8) Uani 1 1 d . . . . .
H10A H 0.0473 0.2027 0.1550 0.095 Uiso 1 1 calc GR . . . .
H10B H -0.1057 0.0687 0.1403 0.095 Uiso 1 1 calc GR . . . .
H10C H -0.0834 0.2000 0.1203 0.095 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
P4 P3 2.2342(7) . ?
P4 C32 1.852(2) . ?
P4 C33 1.841(2) . ?
P3 C42 1.760(2) . ?
P2 P1 2.2225(8) . ?
P2 C2 1.841(2) . ?
P2 C1 1.835(2) . ?
P1 C11 1.768(2) . ?
N4 C54 1.437(3) . ?
N4 C42 1.376(3) . ?
N4 C43 1.386(3) . ?
N1 C14 1.432(3) . ?
N1 C11 1.372(3) . ?
N1 C12 1.390(3) . ?
N3 C45 1.428(3) . ?
N3 C42 1.378(3) . ?
N3 C44 1.388(3) . ?
N2 C11 1.384(3) . ?
N2 C23 1.431(3) . ?
N2 C13 1.383(3) . ?
C45 C50 1.391(3) . ?
C45 C46 1.389(3) . ?
C55 C54 1.387(3) . ?
C55 C56 1.397(3) . ?
C55 C60 1.500(3) . ?
C54 C59 1.399(3) . ?
C50 C49 1.388(3) . ?
C50 C53 1.508(3) . ?
C32 C33 1.299(3) . ?
C32 C34 1.494(3) . ?
C14 C19 1.386(3) . ?
C14 C15 1.389(3) . ?
C56 C57 1.386(3) . ?
C2 C1 1.297(3) . ?
C2 C7 1.500(3) . ?
C19 C18 1.390(3) . ?
C19 C22 1.501(4) . ?
C47 C46 1.388(3) . ?
C47 C48 1.393(3) . ?
C1 C3 1.501(4) . ?
C33 C38 1.498(3) . ?
C59 C58 1.391(3) . ?
C59 C62 1.497(3) . ?
C46 C51 1.503(3) . ?
C49 C48 1.385(4) . ?
C23 C24 1.396(4) . ?
C23 C28 1.399(3) . ?
C57 C58 1.389(4) . ?
C57 C61 1.511(3) . ?
C34 C35 1.531(3) . ?
C34 C36 1.524(4) . ?
C34 C37 1.529(3) . ?
C48 C52 1.505(3) . ?
C24 C25 1.388(3) . ?
C24 C29 1.508(3) . ?
C13 C12 1.329(3) . ?
C38 C40 1.526(3) . ?
C38 C41 1.527(4) . ?
C38 C39 1.530(4) . ?
C16 C17 1.379(4) . ?
C16 C15 1.388(4) . ?
C18 C17 1.378(4) . ?
C27 C26 1.382(4) . ?
C27 C28 1.393(3) . ?
C26 C25 1.392(4) . ?
C26 C30 1.509(4) . ?
C17 C21 1.509(4) . ?
C15 C20 1.503(3) . ?
C3 C6 1.523(4) . ?
C3 C4 1.524(4) . ?
C3 C5 1.536(4) . ?
C28 C31 1.502(4) . ?
C7 C9 1.529(4) . ?
C7 C8 1.535(4) . ?
C7 C10 1.510(4) . ?
C43 C44 1.327(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
C32 P4 P3 100.70(7) . . ?
C33 P4 P3 98.58(7) . . ?
C33 P4 C32 41.20(10) . . ?
C42 P3 P4 105.49(7) . . ?
C2 P2 P1 99.40(7) . . ?
C1 P2 P1 99.19(7) . . ?
C1 P2 C2 41.31(10) . . ?
C11 P1 P2 105.30(7) . . ?
C42 N4 C54 124.91(17) . . ?
C42 N4 C43 110.72(18) . . ?
C43 N4 C54 124.34(18) . . ?
C11 N1 C14 127.89(17) . . ?
C11 N1 C12 110.35(18) . . ?
C12 N1 C14 121.74(18) . . ?
C42 N3 C45 126.06(17) . . ?
C42 N3 C44 110.42(18) . . ?
C44 N3 C45 123.35(18) . . ?
C11 N2 C23 125.73(18) . . ?
C13 N2 C11 110.44(19) . . ?
C13 N2 C23 123.77(18) . . ?
C50 C45 N3 118.0(2) . . ?
C46 C45 N3 119.1(2) . . ?
C46 C45 C50 122.8(2) . . ?
C54 C55 C56 117.5(2) . . ?
C54 C55 C60 121.1(2) . . ?
C56 C55 C60 121.4(2) . . ?
C55 C54 N4 118.5(2) . . ?
C55 C54 C59 122.7(2) . . ?
C59 C54 N4 118.7(2) . . ?
C45 C50 C53 119.7(2) . . ?
C49 C50 C45 117.6(2) . . ?
C49 C50 C53 122.6(2) . . ?
C33 C32 P4 68.97(13) . . ?
C33 C32 C34 150.7(2) . . ?
C34 C32 P4 140.15(16) . . ?
C19 C14 N1 118.60(19) . . ?
C19 C14 C15 122.3(2) . . ?
C15 C14 N1 119.01(19) . . ?
N4 C42 P3 121.58(15) . . ?
N4 C42 N3 103.67(17) . . ?
N3 C42 P3 134.74(16) . . ?
C57 C56 C55 121.8(2) . . ?
C1 C2 P2 69.10(13) . . ?
C1 C2 C7 146.6(2) . . ?
C7 C2 P2 144.18(18) . . ?
C14 C19 C18 117.6(2) . . ?
C14 C19 C22 121.2(2) . . ?
C18 C19 C22 121.2(2) . . ?
C46 C47 C48 121.7(2) . . ?
C2 C1 P2 69.59(14) . . ?
C2 C1 C3 148.9(2) . . ?
C3 C1 P2 141.31(17) . . ?
C32 C33 P4 69.83(12) . . ?
C32 C33 C38 149.3(2) . . ?
C38 C33 P4 140.37(17) . . ?
C54 C59 C62 121.4(2) . . ?
C58 C59 C54 117.4(2) . . ?
C58 C59 C62 121.2(2) . . ?
C45 C46 C51 120.9(2) . . ?
C47 C46 C45 117.4(2) . . ?
C47 C46 C51 121.7(2) . . ?
N1 C11 P1 134.65(16) . . ?
N1 C11 N2 103.84(17) . . ?
N2 C11 P1 121.43(16) . . ?
C48 C49 C50 121.6(2) . . ?
C24 C23 N2 118.1(2) . . ?
C24 C23 C28 122.2(2) . . ?
C28 C23 N2 119.7(2) . . ?
C56 C57 C58 118.8(2) . . ?
C56 C57 C61 121.2(2) . . ?
C58 C57 C61 120.1(2) . . ?
C32 C34 C35 110.71(19) . . ?
C32 C34 C36 108.06(19) . . ?
C32 C34 C37 108.7(2) . . ?
C36 C34 C35 110.0(2) . . ?
C36 C34 C37 109.2(2) . . ?
C37 C34 C35 110.1(2) . . ?
C57 C58 C59 121.8(2) . . ?
C47 C48 C52 119.8(2) . . ?
C49 C48 C47 118.8(2) . . ?
C49 C48 C52 121.4(2) . . ?
C23 C24 C29 121.1(2) . . ?
C25 C24 C23 117.8(2) . . ?
C25 C24 C29 121.0(2) . . ?
C12 C13 N2 107.6(2) . . ?
C13 C12 N1 107.7(2) . . ?
C33 C38 C40 110.74(19) . . ?
C33 C38 C41 109.6(2) . . ?
C33 C38 C39 106.8(2) . . ?
C40 C38 C41 108.9(2) . . ?
C40 C38 C39 110.7(2) . . ?
C41 C38 C39 110.0(2) . . ?
C17 C16 C15 122.1(2) . . ?
C17 C18 C19 122.0(2) . . ?
C26 C27 C28 122.1(2) . . ?
C27 C26 C25 118.7(2) . . ?
C27 C26 C30 120.6(2) . . ?
C25 C26 C30 120.7(2) . . ?
C24 C25 C26 121.7(2) . . ?
C16 C17 C21 120.9(3) . . ?
C18 C17 C16 118.5(2) . . ?
C18 C17 C21 120.6(3) . . ?
C14 C15 C20 120.8(2) . . ?
C16 C15 C14 117.5(2) . . ?
C16 C15 C20 121.6(2) . . ?
C1 C3 C6 109.8(2) . . ?
C1 C3 C4 108.6(2) . . ?
C1 C3 C5 109.1(2) . . ?
C6 C3 C4 110.6(3) . . ?
C6 C3 C5 109.7(2) . . ?
C4 C3 C5 109.0(3) . . ?
C23 C28 C31 121.6(2) . . ?
C27 C28 C23 117.5(2) . . ?
C27 C28 C31 120.9(2) . . ?
C2 C7 C9 109.1(2) . . ?
C2 C7 C8 108.4(2) . . ?
C2 C7 C10 110.1(2) . . ?
C9 C7 C8 108.6(2) . . ?
C10 C7 C9 109.9(2) . . ?
C10 C7 C8 110.7(3) . . ?
C44 C43 N4 107.5(2) . . ?
C43 C44 N3 107.7(2) . . ?

_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 1.282
_oxdiff_exptl_absorpt_empirical_full_min 0.793
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ghmu015_4
_database_code_depnum_ccdc_archive 'CCDC 2040305'
loop_
_audit_author_name
_audit_author_address
'Gabriele Hierlmeier'
;University of Regensburg
Germany
;
_audit_update_record             
;
2020-10-23 deposited with the CCDC.	2020-12-09 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_ghmu015_4           
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.943 Why?
RESPONSE: Weakly diffracting sample.
;
_vrf_PLAT911_ghmu015_4           
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.597        332 Report
RESPONSE: Weakly diffracting sample.
;
# Added during the CSD deposition process: Friday 23 October 2020 01:43 PM
# end Validation Reply Form

_audit_creation_date             2020-04-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H46 N2 O2 P2'
_chemical_formula_sum            'C33.85 H45.56 N2 O2 P2'
_chemical_formula_weight         574.48
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C34 H43 N2 O2 P2'
_chemical_oxdiff_usercomment     'crystals from C6H6-n-hex'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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'

_cell_length_a                   18.4310(12)
_cell_length_b                   8.6721(7)
_cell_length_c                   20.5999(13)
_cell_angle_alpha                90
_cell_angle_beta                 94.086(6)
_cell_angle_gamma                90
_cell_volume                     3284.2(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3894
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      72.3580
_cell_measurement_theta_min      4.2820
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.436
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.602
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.21a (Rigaku Oxford Diffraction, 2019)
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_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.162
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1235
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-7 0 11 0.1247
-3 -5 7 0.1316
-4 5 5 0.1327
3 5 -5 0.1494
5 -4 -7 0.1634
7 0 -12 0.1757
9 0 8 0.0181
-9 0 -9 0.0313

_exptl_crystal_size_max          0.345
_exptl_crystal_size_mid          0.298
_exptl_crystal_size_min          0.052
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
-7.1202 -0.0037 11.2772 0.4578 0.0851 0.8850
-3.4515 -4.7034 6.5149 0.9787 0.1817 0.0958
-3.9090 4.9225 5.0933 -0.5413 -0.1004 0.8348
2.5310 5.0923 -5.1437 -0.9821 -0.1824 0.0462
5.0434 -4.2668 -7.0362 0.3629 0.0673 -0.9294
6.5433 0.3320 -11.6515 -0.4999 -0.1480 -0.8534
8.6858 0.0124 8.4831 -0.0785 0.9936 0.0815
-8.5813 -0.0496 -8.6121 0.0784 -0.9923 -0.0956

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0783
_diffrn_reflns_av_unetI/netI     0.1153
_diffrn_reflns_Laue_measured_fraction_full 0.943
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9705
_diffrn_reflns_point_group_measured_fraction_full 0.943
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        67.067
_diffrn_reflns_theta_max         67.067
_diffrn_reflns_theta_min         4.303
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1773
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.943
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     30.00 117.00   1.00   55.00    --   42.41  37.00  60.00   87
  2  ω    -28.00  69.00   1.00   55.00    --   42.41 -77.00 -90.00   97
  3  ω     32.00  64.00   1.00  215.00    --  104.40 -61.00 176.00   32
  4  ω     80.00 154.00   1.00  215.00    --  104.40  61.00-120.00   74
  5  ω     32.00  62.00   1.00  215.00    --  104.40 -61.00-120.00   30
  6  ω     36.00  96.00   1.00  215.00    --  104.40 -77.00   0.00   60
  7  ω     28.00  68.00   1.00  215.00    --  104.40 -77.00 -60.00   40
  8  ω     84.00 149.00   1.00  215.00    --  104.40  77.00 -30.00   65
  9  ω     28.00 104.00   1.00  215.00    --  104.40 -77.00  90.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0299456000
_diffrn_orient_matrix_UB_12      -0.1561281000
_diffrn_orient_matrix_UB_13      0.0216387000
_diffrn_orient_matrix_UB_21      0.0662206000
_diffrn_orient_matrix_UB_22      -0.0188758000
_diffrn_orient_matrix_UB_23      0.0493499000
_diffrn_orient_matrix_UB_31      -0.0416954000
_diffrn_orient_matrix_UB_32      0.0824985000
_diffrn_orient_matrix_UB_33      0.0521750000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3265
_reflns_number_total             5526
_reflns_odcompleteness_completeness 94.14
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.21a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.21a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.21a (Rigaku OD, 2019)'
_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)'
_refine_diff_density_max         0.304
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     482
_refine_ls_number_reflns         5526
_refine_ls_number_restraints     169
_refine_ls_R_factor_all          0.1502
_refine_ls_R_factor_gt           0.0830
_refine_ls_restrained_S_all      1.028
_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)+(0.0523P)²+9.7502P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1821
_refine_ls_wR_factor_ref         0.2086
_refine_special_details          ?
_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. Restrained distances
 P1B-P2B \\sim P1A-P2A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C3 \\sim C6A \\sim C4A \\sim C5A \\sim C6B \\sim C4B \\sim C5B: within 1.7A
with sigma of 0.2 and sigma for terminal atoms of 0.2
C1A \\sim C2A \\sim C1B \\sim C2B: within 1.7A with sigma of 0.02 and sigma for
terminal atoms of 0.02
C8B \\sim C10A \\sim C10B \\sim C7B \\sim C7A \\sim C8A \\sim C9A \\sim C9B:
within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.02
4. Others
 Sof(P2B)=Sof(P1B)=Sof(C2B)=Sof(C1B)=Sof(C8B)=Sof(H8BA)=Sof(H8BB)=Sof(H8BC)=
 Sof(C9B)=Sof(H9BA)=Sof(H9BB)=Sof(H9BC)=Sof(C10B)=Sof(H10D)=Sof(H10E)=Sof(H10F)=
 Sof(C7B)=1-FVAR(1)
 Sof(P2A)=Sof(P1A)=Sof(C7A)=Sof(C9A)=Sof(H9AA)=Sof(H9AB)=Sof(H9AC)=Sof(C2A)=
 Sof(C1A)=Sof(C10A)=Sof(H10A)=Sof(H10B)=Sof(H10C)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=
 Sof(H8AC)=FVAR(1)
 Sof(C6B)=Sof(H6BA)=Sof(H6BB)=Sof(H6BC)=Sof(C4B)=Sof(H4BA)=Sof(H4BB)=Sof(H4BC)=
 Sof(C5B)=Sof(H5BA)=Sof(H5BB)=Sof(H5BC)=1-FVAR(2)
 Sof(C6A)=Sof(H6AA)=Sof(H6AB)=Sof(H6AC)=Sof(C4A)=Sof(H4AA)=Sof(H4AB)=Sof(H4AC)=
 Sof(C5A)=Sof(H5AA)=Sof(H5AB)=Sof(H5AC)=FVAR(2)
5.a Aromatic/amide H refined with riding coordinates:
 C30(H30), C28(H28), C19(H19), C21(H21)
5.b Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C16(H16A,H16B,H16C), C15(H15A,H15B,H15C), C32(H32A,H32B,
 H32C), C23(H23A,H23B,H23C), C33(H33A,H33B,H33C), C25(H25A,H25B,H25C), C9A(H9AA,
 H9AB,H9AC), C24(H24A,H24B,H24C), C10A(H10A,H10B,H10C), C6A(H6AA,H6AB,H6AC),
 C4A(H4AA,H4AB,H4AC), C8A(H8AA,H8AB,H8AC), C5A(H5AA,H5AB,H5AC), C6B(H6BA,H6BB,
 H6BC), C4B(H4BA,H4BB,H4BC), C5B(H5BA,H5BB,H5BC), C8B(H8BA,H8BB,H8BC), C9B(H9BA,
 H9BB,H9BC), C10B(H10D,H10E,H10F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
P2A P 0.55736(8) 0.3260(2) 0.84033(8) 0.0296(5) Uani 0.752(3) 1 d D . P A 1
P1A P 0.54423(9) 0.2715(3) 0.73417(9) 0.0317(5) Uani 0.752(3) 1 d D . P A 1
O1 O 0.37904(16) 0.2596(5) 0.53940(15) 0.0345(9) Uani 1 1 d . . . . .
O2 O 0.27235(18) 0.4206(5) 0.72375(17) 0.0450(11) Uani 1 1 d . . . . .
N1 N 0.44674(19) 0.2850(5) 0.63513(18) 0.0276(10) Uani 1 1 d . . . . .
N2 N 0.3919(2) 0.3639(6) 0.72981(18) 0.0350(11) Uani 1 1 d . . . . .
C31 C 0.5473(2) 0.3939(7) 0.5780(2) 0.0305(12) Uani 1 1 d . . . . .
C26 C 0.5116(2) 0.2648(7) 0.5986(2) 0.0305(12) Uani 1 1 d . . . . .
C12 C 0.3227(3) 0.3620(7) 0.6984(2) 0.0335(13) Uani 1 1 d . . . . .
C13 C 0.3131(2) 0.2766(6) 0.6350(2) 0.0286(12) Uani 1 1 d . . . . .
C11 C 0.4553(2) 0.3110(7) 0.7017(2) 0.0324(13) Uani 1 1 d . . . . .
C27 C 0.5327(2) 0.1157(7) 0.5838(2) 0.0335(13) Uani 1 1 d . . . . .
C17 C 0.3968(3) 0.4211(7) 0.7959(2) 0.0372(14) Uani 1 1 d . . . . .
C14 C 0.3814(2) 0.2744(6) 0.5981(2) 0.0286(12) Uani 1 1 d . . . . .
C30 C 0.6061(3) 0.3728(7) 0.5402(3) 0.0383(14) Uani 1 1 d . . . . .
H30 H 0.6313 0.4582 0.5263 0.046 Uiso 1 1 calc R . . . .
C34 C 0.5248(3) 0.5560(7) 0.5949(3) 0.0386(14) Uani 1 1 d . . . . .
H34A H 0.4727 0.5623 0.5929 0.058 Uiso 1 1 calc GR . . . .
H34B H 0.5431 0.6273 0.5644 0.058 Uiso 1 1 calc GR . . . .
H34C H 0.5442 0.5811 0.6381 0.058 Uiso 1 1 calc GR . . . .
C28 C 0.5906(3) 0.1002(7) 0.5453(3) 0.0394(14) Uani 1 1 d . . . . .
H28 H 0.6052 0.0017 0.5341 0.047 Uiso 1 1 calc R . . . .
C22 C 0.3834(3) 0.3222(8) 0.8460(2) 0.0443(17) Uani 1 1 d . . . . .
C29 C 0.6277(3) 0.2250(8) 0.5228(3) 0.0405(15) Uani 1 1 d . . . . .
C18 C 0.4115(3) 0.5760(8) 0.8063(2) 0.0396(15) Uani 1 1 d . . . . .
C3 C 0.7273(3) 0.3532(8) 0.8381(3) 0.0431(15) Uani 1 1 d . U . . .
C20 C 0.4052(3) 0.5347(9) 0.9218(2) 0.0464(18) Uani 1 1 d . . . . .
C19 C 0.4164(3) 0.6290(8) 0.8703(3) 0.0452(16) Uani 1 1 d . . . . .
H19 H 0.4278 0.7321 0.8783 0.054 Uiso 1 1 calc R . . . .
C16 C 0.2954(3) 0.1066(7) 0.6523(3) 0.0423(15) Uani 1 1 d . . . . .
H16A H 0.3368 0.0611 0.6759 0.064 Uiso 1 1 calc GR . . . .
H16B H 0.2839 0.0493 0.6131 0.064 Uiso 1 1 calc GR . . . .
H16C H 0.2546 0.1045 0.6788 0.064 Uiso 1 1 calc GR . . . .
C15 C 0.2499(2) 0.3456(7) 0.5922(2) 0.0408(15) Uani 1 1 d . . . . .
H15A H 0.2063 0.3415 0.6150 0.061 Uiso 1 1 calc GR . . . .
H15B H 0.2430 0.2876 0.5526 0.061 Uiso 1 1 calc GR . . . .
H15C H 0.2607 0.4509 0.5823 0.061 Uiso 1 1 calc GR . . . .
C21 C 0.3875(3) 0.3821(9) 0.9089(2) 0.0496(18) Uani 1 1 d . . . . .
H21 H 0.3781 0.3174 0.9434 0.060 Uiso 1 1 calc R . . . .
C32 C 0.4944(3) -0.0234(7) 0.6088(3) 0.0459(15) Uani 1 1 d . . . . .
H32A H 0.5016 -0.0270 0.6554 0.069 Uiso 1 1 calc GR . . . .
H32B H 0.5140 -0.1152 0.5907 0.069 Uiso 1 1 calc GR . . . .
H32C H 0.4434 -0.0168 0.5962 0.069 Uiso 1 1 calc GR . . . .
C23 C 0.4193(3) 0.6858(8) 0.7506(3) 0.0532(17) Uani 1 1 d . . . . .
H23A H 0.4611 0.6575 0.7279 0.080 Uiso 1 1 calc GR . . . .
H23B H 0.4254 0.7888 0.7671 0.080 Uiso 1 1 calc GR . . . .
H23C H 0.3766 0.6809 0.7212 0.080 Uiso 1 1 calc GR . . . .
C33 C 0.6883(3) 0.2060(9) 0.4778(3) 0.0559(19) Uani 1 1 d . . . . .
H33A H 0.6689 0.2149 0.4335 0.084 Uiso 1 1 calc GR . . . .
H33B H 0.7103 0.1064 0.4845 0.084 Uiso 1 1 calc GR . . . .
H33C H 0.7242 0.2846 0.4869 0.084 Uiso 1 1 calc GR . . . .
C25 C 0.3655(4) 0.1545(9) 0.8327(3) 0.065(2) Uani 1 1 d . . . . .
H25A H 0.3172 0.1465 0.8122 0.097 Uiso 1 1 calc GR . . . .
H25B H 0.3682 0.0985 0.8730 0.097 Uiso 1 1 calc GR . . . .
H25C H 0.3997 0.1122 0.8046 0.097 Uiso 1 1 calc GR . . . .
C7A C 0.6128(5) 0.0012(12) 0.8874(4) 0.045(2) Uani 0.752(3) 1 d . U P A 1
C9A C 0.6897(6) -0.065(2) 0.9093(9) 0.057(3) Uani 0.752(3) 1 d . U P A 1
H9AA H 0.7191 -0.0671 0.8727 0.086 Uiso 0.752(3) 1 calc GR . P A 1
H9AB H 0.6847 -0.1675 0.9258 0.086 Uiso 0.752(3) 1 calc GR . P A 1
H9AC H 0.7124 -0.0004 0.9427 0.086 Uiso 0.752(3) 1 calc GR . P A 1
C2A C 0.6185(3) 0.1627(9) 0.8640(3) 0.0305(16) Uani 0.752(3) 1 d . U P A 1
C24 C 0.4109(3) 0.5954(10) 0.9908(3) 0.070(2) Uani 1 1 d . . . . .
H24A H 0.4544 0.6558 0.9978 0.104 Uiso 1 1 calc GR . . . .
H24B H 0.4126 0.5104 1.0207 0.104 Uiso 1 1 calc GR . . . .
H24C H 0.3693 0.6584 0.9976 0.104 Uiso 1 1 calc GR . . . .
C1A C 0.6563(3) 0.2807(9) 0.8487(3) 0.0305(16) Uani 0.752(3) 1 d . U P A 1
C10A C 0.5796(5) -0.0957(12) 0.8311(5) 0.048(2) Uani 0.752(3) 1 d . U P A 1
H10A H 0.6094 -0.0882 0.7949 0.073 Uiso 0.752(3) 1 calc GR . P A 1
H10B H 0.5316 -0.0585 0.8185 0.073 Uiso 0.752(3) 1 calc GR . P A 1
H10C H 0.5769 -0.2014 0.8446 0.073 Uiso 0.752(3) 1 calc GR . P A 1
C6A C 0.7267(5) 0.5135(12) 0.8753(6) 0.070(4) Uani 0.762(14) 1 d . U P A 1
H6AA H 0.6869 0.5752 0.8573 0.105 Uiso 0.762(14) 1 calc GR . P A 1
H6AB H 0.7717 0.5665 0.8703 0.105 Uiso 0.762(14) 1 calc GR . P A 1
H6AC H 0.7212 0.4957 0.9206 0.105 Uiso 0.762(14) 1 calc GR . P A 1
C4A C 0.7909(4) 0.2638(13) 0.8655(6) 0.059(3) Uani 0.762(14) 1 d . U P A 1
H4AA H 0.7883 0.2532 0.9116 0.088 Uiso 0.762(14) 1 calc GR . P A 1
H4AB H 0.8348 0.3168 0.8567 0.088 Uiso 0.762(14) 1 calc GR . P A 1
H4AC H 0.7906 0.1635 0.8458 0.088 Uiso 0.762(14) 1 calc GR . P A 1
C8A C 0.5645(5) -0.0073(13) 0.9436(4) 0.067(3) Uani 0.752(3) 1 d . U P A 1
H8AA H 0.5508 -0.1125 0.9504 0.101 Uiso 0.752(3) 1 calc GR . P A 1
H8AB H 0.5216 0.0536 0.9338 0.101 Uiso 0.752(3) 1 calc GR . P A 1
H8AC H 0.5903 0.0318 0.9822 0.101 Uiso 0.752(3) 1 calc GR . P A 1
C5A C 0.7311(5) 0.3928(13) 0.7668(4) 0.068(3) Uani 0.762(14) 1 d . U P A 1
H5AA H 0.7343 0.2996 0.7420 0.102 Uiso 0.762(14) 1 calc GR . P A 1
H5AB H 0.7732 0.4554 0.7614 0.102 Uiso 0.762(14) 1 calc GR . P A 1
H5AC H 0.6881 0.4486 0.7517 0.102 Uiso 0.762(14) 1 calc GR . P A 1
P2B P 0.6115(3) 0.1869(7) 0.7319(3) 0.0345(17) Uani 0.248(3) 1 d D . P A 2
P1B P 0.5191(3) 0.3234(8) 0.7666(3) 0.0341(17) Uani 0.248(3) 1 d D . P A 2
C2B C 0.6352(10) 0.099(3) 0.8127(10) 0.037(5) Uani 0.248(3) 1 d . U P A 2
C1B C 0.6715(10) 0.221(3) 0.8072(10) 0.032(4) Uani 0.248(3) 1 d . U P A 2
C6B C 0.6967(19) 0.490(4) 0.842(2) 0.070(11) Uani 0.238(14) 1 d . U P A 2
H6BA H 0.6832 0.5274 0.7989 0.105 Uiso 0.238(14) 1 calc GR . P A 2
H6BB H 0.7306 0.5602 0.8637 0.105 Uiso 0.238(14) 1 calc GR . P A 2
H6BC H 0.6541 0.4818 0.8660 0.105 Uiso 0.238(14) 1 calc GR . P A 2
C4B C 0.760(2) 0.277(5) 0.9018(17) 0.085(13) Uani 0.238(14) 1 d . U P A 2
H4BA H 0.7276 0.2898 0.9356 0.128 Uiso 0.238(14) 1 calc GR . P A 2
H4BB H 0.8061 0.3242 0.9146 0.128 Uiso 0.238(14) 1 calc GR . P A 2
H4BC H 0.7676 0.1686 0.8944 0.128 Uiso 0.238(14) 1 calc GR . P A 2
C5B C 0.7935(16) 0.346(5) 0.7867(15) 0.083(13) Uani 0.238(14) 1 d . U P A 2
H5BA H 0.8063 0.2404 0.7793 0.125 Uiso 0.238(14) 1 calc GR . P A 2
H5BB H 0.8354 0.4005 0.8052 0.125 Uiso 0.238(14) 1 calc GR . P A 2
H5BC H 0.7769 0.3930 0.7461 0.125 Uiso 0.238(14) 1 calc GR . P A 2
C8B C 0.5445(13) 0.014(3) 0.8888(13) 0.054(5) Uani 0.248(3) 1 d . U P A 2
H8BA H 0.5283 -0.0683 0.9152 0.081 Uiso 0.248(3) 1 calc GR . P A 2
H8BB H 0.5067 0.0403 0.8561 0.081 Uiso 0.248(3) 1 calc GR . P A 2
H8BC H 0.5558 0.1028 0.9156 0.081 Uiso 0.248(3) 1 calc GR . P A 2
C9B C 0.669(2) -0.080(8) 0.903(3) 0.053(6) Uani 0.248(3) 1 d . U P A 2
H9BA H 0.7141 -0.0777 0.8824 0.080 Uiso 0.248(3) 1 calc GR . P A 2
H9BB H 0.6602 -0.1831 0.9178 0.080 Uiso 0.248(3) 1 calc GR . P A 2
H9BC H 0.6712 -0.0107 0.9391 0.080 Uiso 0.248(3) 1 calc GR . P A 2
C10B C 0.5912(16) -0.170(4) 0.8101(15) 0.051(6) Uani 0.248(3) 1 d . U P A 2
H10D H 0.5532 -0.1391 0.7786 0.077 Uiso 0.248(3) 1 calc GR . P A 2
H10E H 0.5749 -0.2565 0.8345 0.077 Uiso 0.248(3) 1 calc GR . P A 2
H10F H 0.6333 -0.1999 0.7881 0.077 Uiso 0.248(3) 1 calc GR . P A 2
C7B C 0.6109(18) -0.035(4) 0.8567(17) 0.045(5) Uani 0.248(3) 1 d . U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
P2A P1A 2.234(2) . ?
P2A C2A 1.854(7) . ?
P2A C1A 1.862(6) . ?
P1A C11 1.759(5) . ?
O1 C14 1.215(5) . ?
O2 C12 1.208(6) . ?
N1 C26 1.468(6) . ?
N1 C11 1.387(6) . ?
N1 C14 1.381(5) . ?
N2 C12 1.389(6) . ?
N2 C11 1.417(6) . ?
N2 C17 1.446(6) . ?
C31 C26 1.380(7) . ?
C31 C30 1.391(7) . ?
C31 C34 1.513(7) . ?
C26 C27 1.390(8) . ?
C12 C13 1.502(7) . ?
C13 C14 1.516(6) . ?
C13 C16 1.557(8) . ?
C13 C15 1.531(6) . ?
C11 P1B 1.720(7) . ?
C27 C28 1.381(7) . ?
C27 C32 1.507(8) . ?
C17 C22 1.379(8) . ?
C17 C18 1.383(8) . ?
C30 H30 0.9300 . ?
C30 C29 1.396(8) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C28 H28 0.9300 . ?
C28 C29 1.377(8) . ?
C22 C21 1.393(8) . ?
C22 C25 1.511(9) . ?
C29 C33 1.511(7) . ?
C18 C19 1.393(7) . ?
C18 C23 1.506(8) . ?
C3 C1A 1.480(8) . ?
C3 C6A 1.587(13) . ?
C3 C4A 1.483(10) . ?
C3 C5A 1.517(10) . ?
C3 C1B 1.64(2) . ?
C3 C6B 1.32(4) . ?
C3 C4B 1.55(3) . ?
C3 C5B 1.67(3) . ?
C20 C19 1.366(9) . ?
C20 C21 1.384(9) . ?
C20 C24 1.512(7) . ?
C19 H19 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C21 H21 0.9300 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C7A C9A 1.565(15) . ?
C7A C2A 1.488(12) . ?
C7A C10A 1.524(12) . ?
C7A C8A 1.511(12) . ?
C9A H9AA 0.9600 . ?
C9A H9AB 0.9600 . ?
C9A H9AC 0.9600 . ?
C2A C1A 1.290(10) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C10A H10A 0.9600 . ?
C10A H10B 0.9600 . ?
C10A H10C 0.9600 . ?
C6A H6AA 0.9600 . ?
C6A H6AB 0.9600 . ?
C6A H6AC 0.9600 . ?
C4A H4AA 0.9600 . ?
C4A H4AB 0.9600 . ?
C4A H4AC 0.9600 . ?
C8A H8AA 0.9600 . ?
C8A H8AB 0.9600 . ?
C8A H8AC 0.9600 . ?
C5A H5AA 0.9600 . ?
C5A H5AB 0.9600 . ?
C5A H5AC 0.9600 . ?
P2B P1B 2.233(8) . ?
P2B C2B 1.85(2) . ?
P2B C1B 1.86(2) . ?
C2B C1B 1.26(3) . ?
C2B C7B 1.56(4) . ?
C6B H6BA 0.9600 . ?
C6B H6BB 0.9600 . ?
C6B H6BC 0.9600 . ?
C4B H4BA 0.9600 . ?
C4B H4BB 0.9600 . ?
C4B H4BC 0.9600 . ?
C5B H5BA 0.9600 . ?
C5B H5BB 0.9600 . ?
C5B H5BC 0.9600 . ?
C8B H8BA 0.9600 . ?
C8B H8BB 0.9600 . ?
C8B H8BC 0.9600 . ?
C8B C7B 1.49(4) . ?
C9B H9BA 0.9600 . ?
C9B H9BB 0.9600 . ?
C9B H9BC 0.9600 . ?
C9B C7B 1.43(5) . ?
C10B H10D 0.9600 . ?
C10B H10E 0.9600 . ?
C10B H10F 0.9600 . ?
C10B C7B 1.54(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
C2A P2A P1A 96.8(2) . . ?
C2A P2A C1A 40.6(3) . . ?
C1A P2A P1A 94.7(2) . . ?
C11 P1A P2A 111.37(19) . . ?
C11 N1 C26 119.1(4) . . ?
C14 N1 C26 114.8(4) . . ?
C14 N1 C11 126.1(4) . . ?
C12 N2 C11 124.3(4) . . ?
C12 N2 C17 115.9(4) . . ?
C11 N2 C17 119.9(4) . . ?
C26 C31 C30 118.2(5) . . ?
C26 C31 C34 122.5(4) . . ?
C30 C31 C34 119.2(5) . . ?
C31 C26 N1 119.0(5) . . ?
C31 C26 C27 122.6(4) . . ?
C27 C26 N1 118.3(5) . . ?
O2 C12 N2 120.2(5) . . ?
O2 C12 C13 122.4(4) . . ?
N2 C12 C13 117.3(4) . . ?
C12 C13 C14 113.0(4) . . ?
C12 C13 C16 106.3(4) . . ?
C12 C13 C15 110.2(4) . . ?
C14 C13 C16 107.3(4) . . ?
C14 C13 C15 110.0(4) . . ?
C15 C13 C16 109.8(4) . . ?
N1 C11 P1A 112.5(3) . . ?
N1 C11 N2 114.7(4) . . ?
N1 C11 P1B 143.3(4) . . ?
N2 C11 P1A 132.9(4) . . ?
N2 C11 P1B 101.5(4) . . ?
C26 C27 C32 121.6(5) . . ?
C28 C27 C26 117.2(5) . . ?
C28 C27 C32 121.2(5) . . ?
C22 C17 N2 119.3(5) . . ?
C22 C17 C18 122.1(5) . . ?
C18 C17 N2 118.5(5) . . ?
O1 C14 N1 121.7(4) . . ?
O1 C14 C13 121.9(4) . . ?
N1 C14 C13 116.4(4) . . ?
C31 C30 H30 119.6 . . ?
C31 C30 C29 120.8(6) . . ?
C29 C30 H30 119.6 . . ?
C31 C34 H34A 109.5 . . ?
C31 C34 H34B 109.5 . . ?
C31 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C27 C28 H28 118.7 . . ?
C29 C28 C27 122.6(6) . . ?
C29 C28 H28 118.7 . . ?
C17 C22 C21 117.6(6) . . ?
C17 C22 C25 120.8(5) . . ?
C21 C22 C25 121.6(6) . . ?
C30 C29 C33 119.6(6) . . ?
C28 C29 C30 118.6(5) . . ?
C28 C29 C33 121.7(6) . . ?
C17 C18 C19 117.8(6) . . ?
C17 C18 C23 121.6(5) . . ?
C19 C18 C23 120.6(6) . . ?
C1A C3 C6A 105.4(6) . . ?
C1A C3 C4A 113.9(7) . . ?
C1A C3 C5A 109.9(5) . . ?
C4A C3 C6A 107.9(7) . . ?
C4A C3 C5A 113.4(7) . . ?
C5A C3 C6A 105.7(8) . . ?
C1B C3 C5B 101.2(15) . . ?
C6B C3 C1B 113.2(18) . . ?
C6B C3 C4B 119(2) . . ?
C6B C3 C5B 114(2) . . ?
C4B C3 C1B 103.1(17) . . ?
C4B C3 C5B 105(2) . . ?
C19 C20 C21 118.1(5) . . ?
C19 C20 C24 121.1(7) . . ?
C21 C20 C24 120.8(6) . . ?
C18 C19 H19 118.9 . . ?
C20 C19 C18 122.3(6) . . ?
C20 C19 H19 118.9 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C22 C21 H21 119.0 . . ?
C20 C21 C22 122.1(6) . . ?
C20 C21 H21 119.0 . . ?
C27 C32 H32A 109.5 . . ?
C27 C32 H32B 109.5 . . ?
C27 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C29 C33 H33A 109.5 . . ?
C29 C33 H33B 109.5 . . ?
C29 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C2A C7A C9A 110.7(9) . . ?
C2A C7A C10A 107.9(7) . . ?
C2A C7A C8A 110.7(8) . . ?
C10A C7A C9A 108.8(10) . . ?
C8A C7A C9A 109.5(10) . . ?
C8A C7A C10A 109.3(8) . . ?
C7A C9A H9AA 109.5 . . ?
C7A C9A H9AB 109.5 . . ?
C7A C9A H9AC 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
C7A C2A P2A 138.5(6) . . ?
C1A C2A P2A 70.0(4) . . ?
C1A C2A C7A 151.5(7) . . ?
C20 C24 H24A 109.5 . . ?
C20 C24 H24B 109.5 . . ?
C20 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C3 C1A P2A 140.1(6) . . ?
C2A C1A P2A 69.3(4) . . ?
C2A C1A C3 150.5(7) . . ?
C7A C10A H10A 109.5 . . ?
C7A C10A H10B 109.5 . . ?
C7A C10A H10C 109.5 . . ?
H10A C10A H10B 109.5 . . ?
H10A C10A H10C 109.5 . . ?
H10B C10A H10C 109.5 . . ?
C3 C6A H6AA 109.5 . . ?
C3 C6A H6AB 109.5 . . ?
C3 C6A H6AC 109.5 . . ?
H6AA C6A H6AB 109.5 . . ?
H6AA C6A H6AC 109.5 . . ?
H6AB C6A H6AC 109.5 . . ?
C3 C4A H4AA 109.5 . . ?
C3 C4A H4AB 109.5 . . ?
C3 C4A H4AC 109.5 . . ?
H4AA C4A H4AB 109.5 . . ?
H4AA C4A H4AC 109.5 . . ?
H4AB C4A H4AC 109.5 . . ?
C7A C8A H8AA 109.5 . . ?
C7A C8A H8AB 109.5 . . ?
C7A C8A H8AC 109.5 . . ?
H8AA C8A H8AB 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?
C3 C5A H5AA 109.5 . . ?
C3 C5A H5AB 109.5 . . ?
C3 C5A H5AC 109.5 . . ?
H5AA C5A H5AB 109.5 . . ?
H5AA C5A H5AC 109.5 . . ?
H5AB C5A H5AC 109.5 . . ?
C2B P2B P1B 93.9(7) . . ?
C2B P2B C1B 39.7(10) . . ?
C1B P2B P1B 94.0(7) . . ?
C11 P1B P2B 102.3(4) . . ?
C1B C2B P2B 70.5(15) . . ?
C1B C2B C7B 149(2) . . ?
C7B C2B P2B 140.3(19) . . ?
C3 C1B P2B 139.0(14) . . ?
C2B C1B C3 151.0(18) . . ?
C2B C1B P2B 69.7(14) . . ?
C3 C6B H6BA 109.5 . . ?
C3 C6B H6BB 109.5 . . ?
C3 C6B H6BC 109.5 . . ?
H6BA C6B H6BB 109.5 . . ?
H6BA C6B H6BC 109.5 . . ?
H6BB C6B H6BC 109.5 . . ?
C3 C4B H4BA 109.5 . . ?
C3 C4B H4BB 109.5 . . ?
C3 C4B H4BC 109.5 . . ?
H4BA C4B H4BB 109.5 . . ?
H4BA C4B H4BC 109.5 . . ?
H4BB C4B H4BC 109.5 . . ?
C3 C5B H5BA 109.5 . . ?
C3 C5B H5BB 109.5 . . ?
C3 C5B H5BC 109.5 . . ?
H5BA C5B H5BB 109.5 . . ?
H5BA C5B H5BC 109.5 . . ?
H5BB C5B H5BC 109.5 . . ?
H8BA C8B H8BB 109.5 . . ?
H8BA C8B H8BC 109.5 . . ?
H8BB C8B H8BC 109.5 . . ?
C7B C8B H8BA 109.5 . . ?
C7B C8B H8BB 109.5 . . ?
C7B C8B H8BC 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?
C7B C9B H9BA 109.5 . . ?
C7B C9B H9BB 109.5 . . ?
C7B C9B H9BC 109.5 . . ?
H10D C10B H10E 109.5 . . ?
H10D C10B H10F 109.5 . . ?
H10E C10B H10F 109.5 . . ?
C7B C10B H10D 109.5 . . ?
C7B C10B H10E 109.5 . . ?
C7B C10B H10F 109.5 . . ?
C8B C7B C2B 109(2) . . ?
C8B C7B C10B 109(3) . . ?
C9B C7B C2B 111(3) . . ?
C9B C7B C8B 112(4) . . ?
C9B C7B C10B 110(3) . . ?
C10B C7B C2B 106(2) . . ?

_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 2.146
_oxdiff_exptl_absorpt_empirical_full_min 0.502
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_gh436c_mp
_database_code_depnum_ccdc_archive 'CCDC 2040302'
loop_
_audit_author_name
_audit_author_address
'Gabriele Hierlmeier'
;University of Regensburg
Germany
;
_audit_update_record             
;
2020-10-23 deposited with the CCDC.	2020-12-09 downloaded from the CCDC.
;
_audit_creation_date             2020-04-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H42 N4 P2'
_chemical_formula_sum            'C24 H42 N4 P2'
_chemical_formula_weight         448.55
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H42 N4 P2'
_chemical_oxdiff_usercomment     'yellow prisms from C6D6 reaction mixture'
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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.7329(4)
_cell_length_b                   8.3859(2)
_cell_length_c                   19.9061(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.152(2)
_cell_angle_gamma                90
_cell_volume                     2619.41(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5413
_cell_measurement_temperature    290(13)
_cell_measurement_theta_max      73.7300
_cell_measurement_theta_min      4.3880
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.624
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.666
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.21a (Rigaku Oxford Diffraction, 2019)
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_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.137
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             976
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 1 -1 0.0528
1 -2 -12 0.0712
0 1 13 0.0489
-5 -5 -3 0.0082
6 -4 4 0.0446
1 0 -13 0.0777
5 5 2 0.0214

_exptl_crystal_size_max          0.207
_exptl_crystal_size_mid          0.112
_exptl_crystal_size_min          0.033
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
-1.0000 1.0000 -1.0000 -0.0402 -0.1291 0.1794
0.6730 -2.0146 -12.0004 0.1842 0.7669 0.6147
0.1918 1.0201 12.6386 -0.1504 -0.6260 -0.7651
-4.8672 -4.5668 -2.9210 -0.5666 0.8240 -0.0090
6.1809 -3.7779 4.4732 0.3624 0.4724 -0.8034
1.3636 0.1933 -12.8916 0.3419 0.4458 0.8273
4.6910 4.6956 2.2816 0.5653 -0.8221 0.0676

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            11361
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.069
_diffrn_reflns_theta_min         4.454
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      290(13)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1773
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -98.00  -2.00   1.00   10.00    --  -42.68 125.00 150.00   96
  2  ω    -22.00  18.00   1.00   10.00    --  -42.68  41.00 -37.00   40
  3  ω   -111.00 -20.00   1.00   10.00    --  -42.68 -57.00  30.00   91
  4  ω     83.00 146.00   1.00   40.00    --  106.63  30.00 150.00   63
  5  ω     37.00 138.00   1.00   40.00    --  106.63 -77.00  30.00  101
  6  ω     40.00  67.00   1.00   40.00    --  106.63 -30.00 120.00   27
  7  ω     32.00  67.00   1.00   40.00    --  106.63 -30.00 -60.00   35
  8  ω     32.00  57.00   1.00   40.00    --  106.63 -30.00 -30.00   25
  9  ω     43.00  69.00   1.00   40.00    --  106.63 -30.00  30.00   26
 10  ω     38.00  67.00   1.00   40.00    --  106.63 -30.00-120.00   29
 11  ω     35.00  65.00   1.00   40.00    --  106.63 -45.00 120.00   30
 12  ω    107.00 138.00   1.00   40.00    --  106.63  45.00 -90.00   31
 13  ω     32.00  59.00   1.00   40.00    --  106.63 -30.00 150.00   27
 14  ω     34.00  66.00   1.00   40.00    --  106.63 -30.00 -90.00   32
 15  ω     35.00  60.00   1.00   40.00    --  106.63 -45.00  30.00   25
 16  ω     98.00 155.00   1.00   40.00    --  106.63  45.00  60.00   57
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0923622000
_diffrn_orient_matrix_UB_12      0.0359920000
_diffrn_orient_matrix_UB_13      -0.0162088000
_diffrn_orient_matrix_UB_21      0.0041814000
_diffrn_orient_matrix_UB_22      -0.1614949000
_diffrn_orient_matrix_UB_23      -0.0365626000
_diffrn_orient_matrix_UB_31      -0.0331151000
_diffrn_orient_matrix_UB_32      0.0797773000
_diffrn_orient_matrix_UB_33      -0.0664770000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4273
_reflns_number_total             5186
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.21a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.21a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.21a (Rigaku OD, 2019)'
_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)'
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         5186
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0403
_refine_ls_restrained_S_all      1.024
_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)+(0.0610P)²+0.4562P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1067
_refine_ls_wR_factor_ref         0.1143
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C21(H21A,H21B,H21C), C11(H11A,H11B,H11C), C17(H17A,H17B,
 H17C), C10(H10A,H10B,H10C), C22(H22A,H22B,H22C), C18(H18A,H18B,H18C), C12(H12A,
 H12B,H12C), C00P(H00A,H00B,H00C), C15(H15A,H15B,H15C), C7(H7A,H7B,H7C), C6(H6A,
 H6B,H6C), C8(H8A,H8B,H8C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
P2 P 0.31060(3) 0.29906(5) 0.17263(2) 0.04601(13) Uani 1 1 d . . . . .
P1 P 0.21736(3) 0.31675(6) 0.37902(2) 0.05118(14) Uani 1 1 d . . . . .
N3 N 0.32989(9) 0.62624(16) 0.12783(7) 0.0449(3) Uani 1 1 d . . . . .
N4 N 0.36183(10) 0.43913(16) 0.05907(7) 0.0457(3) Uani 1 1 d . . . . .
N2 N 0.15982(10) 0.63858(18) 0.40351(8) 0.0500(3) Uani 1 1 d . . . . .
N1 N 0.14032(9) 0.46448(18) 0.48118(7) 0.0464(3) Uani 1 1 d . . . . .
C4 C 0.33616(10) 0.46375(19) 0.12261(8) 0.0410(3) Uani 1 1 d . . . . .
C19 C 0.34998(12) 0.6995(2) 0.06768(9) 0.0487(4) Uani 1 1 d . . . . .
C3 C 0.16973(10) 0.4800(2) 0.41806(8) 0.0431(3) Uani 1 1 d . . . . .
C2 C 0.29926(10) 0.37161(18) 0.25999(8) 0.0394(3) Uani 1 1 d . . . . .
C1 C 0.22250(11) 0.36211(19) 0.28775(8) 0.0416(3) Uani 1 1 d . . . . .
C20 C 0.36897(12) 0.5831(2) 0.02497(9) 0.0493(4) Uani 1 1 d . . . . .
C9 C 0.38736(11) 0.3944(2) 0.30192(9) 0.0480(4) Uani 1 1 d . . . . .
C14 C 0.12588(12) 0.7189(2) 0.45746(10) 0.0556(4) Uani 1 1 d . . . . .
C13 C 0.11436(11) 0.6112(2) 0.50531(9) 0.0526(4) Uani 1 1 d . . . . .
C5 C 0.13514(12) 0.3374(3) 0.24545(10) 0.0568(5) Uani 1 1 d . . . . .
C23 C 0.38146(13) 0.2830(2) 0.03320(9) 0.0536(4) Uani 1 1 d . . . . .
H23A H 0.4126 0.2226 0.0678 0.080 Uiso 1 1 calc GR . . . .
H23B H 0.4153 0.2945 -0.0047 0.080 Uiso 1 1 calc GR . . . .
H23C H 0.3295 0.2284 0.0194 0.080 Uiso 1 1 calc GR . . . .
C21 C 0.34812(16) 0.8750(2) 0.05899(11) 0.0662(5) Uani 1 1 d . . . . .
H21A H 0.2910 0.9131 0.0620 0.099 Uiso 1 1 calc GR . . . .
H21B H 0.3672 0.9019 0.0157 0.099 Uiso 1 1 calc GR . . . .
H21C H 0.3850 0.9238 0.0936 0.099 Uiso 1 1 calc GR . . . .
C11 C 0.41255(13) 0.2350(3) 0.33525(10) 0.0619(5) Uani 1 1 d . . . . .
H11A H 0.3729 0.2089 0.3680 0.093 Uiso 1 1 calc GR . . . .
H11B H 0.4689 0.2434 0.3570 0.093 Uiso 1 1 calc GR . . . .
H11C H 0.4117 0.1529 0.3016 0.093 Uiso 1 1 calc GR . . . .
C17 C 0.13416(14) 0.3138(2) 0.51591(10) 0.0606(5) Uani 1 1 d . . . . .
H17A H 0.1248 0.2297 0.4835 0.091 Uiso 1 1 calc GR . . . .
H17B H 0.0874 0.3176 0.5443 0.091 Uiso 1 1 calc GR . . . .
H17C H 0.1861 0.2943 0.5429 0.091 Uiso 1 1 calc GR . . . .
C10 C 0.38676(13) 0.5279(3) 0.35462(11) 0.0643(5) Uani 1 1 d . . . . .
H10A H 0.3733 0.6275 0.3325 0.097 Uiso 1 1 calc GR . . . .
H10B H 0.4419 0.5351 0.3784 0.097 Uiso 1 1 calc GR . . . .
H10C H 0.3447 0.5047 0.3859 0.097 Uiso 1 1 calc GR . . . .
C22 C 0.30461(14) 0.7141(2) 0.18576(10) 0.0584(5) Uani 1 1 d . . . . .
H22A H 0.2856 0.6409 0.2186 0.088 Uiso 1 1 calc GR . . . .
H22B H 0.2591 0.7859 0.1720 0.088 Uiso 1 1 calc GR . . . .
H22C H 0.3523 0.7739 0.2051 0.088 Uiso 1 1 calc GR . . . .
C18 C 0.18064(14) 0.7169(2) 0.34194(11) 0.0617(5) Uani 1 1 d . . . . .
H18A H 0.2046 0.6405 0.3127 0.092 Uiso 1 1 calc GR . . . .
H18B H 0.2213 0.8002 0.3524 0.092 Uiso 1 1 calc GR . . . .
H18C H 0.1299 0.7617 0.3199 0.092 Uiso 1 1 calc GR . . . .
C12 C 0.46039(12) 0.4388(3) 0.25753(11) 0.0635(5) Uani 1 1 d . . . . .
H12A H 0.4697 0.3528 0.2271 0.095 Uiso 1 1 calc GR . . . .
H12B H 0.5115 0.4579 0.2857 0.095 Uiso 1 1 calc GR . . . .
H12C H 0.4453 0.5334 0.2322 0.095 Uiso 1 1 calc GR . . . .
C00P C 0.39061(17) 0.5903(3) -0.04653(10) 0.0695(6) Uani 1 1 d . . . . .
H00A H 0.4437 0.5364 -0.0512 0.104 Uiso 1 1 calc GR . . . .
H00B H 0.3956 0.6997 -0.0599 0.104 Uiso 1 1 calc GR . . . .
H00C H 0.3464 0.5395 -0.0746 0.104 Uiso 1 1 calc GR . . . .
C15 C 0.08172(15) 0.6290(3) 0.57327(11) 0.0708(6) Uani 1 1 d . . . . .
H15A H 0.0313 0.5655 0.5758 0.106 Uiso 1 1 calc GR . . . .
H15B H 0.0684 0.7390 0.5809 0.106 Uiso 1 1 calc GR . . . .
H15C H 0.1245 0.5941 0.6069 0.106 Uiso 1 1 calc GR . . . .
C7 C 0.12245(14) 0.4507(3) 0.18486(11) 0.0749(6) Uani 1 1 d . . . . .
H7A H 0.1250 0.5591 0.2004 0.112 Uiso 1 1 calc GR . . . .
H7B H 0.0679 0.4310 0.1616 0.112 Uiso 1 1 calc GR . . . .
H7C H 0.1666 0.4328 0.1548 0.112 Uiso 1 1 calc GR . . . .
C6 C 0.05743(13) 0.3673(4) 0.28697(13) 0.0806(7) Uani 1 1 d . . . . .
H6A H 0.0568 0.2897 0.3224 0.121 Uiso 1 1 calc GR . . . .
H6B H 0.0060 0.3585 0.2582 0.121 Uiso 1 1 calc GR . . . .
H6C H 0.0612 0.4723 0.3061 0.121 Uiso 1 1 calc GR . . . .
C8 C 0.12865(15) 0.1629(3) 0.22259(13) 0.0772(7) Uani 1 1 d . . . . .
H8A H 0.1734 0.1399 0.1937 0.116 Uiso 1 1 calc GR . . . .
H8B H 0.0744 0.1452 0.1985 0.116 Uiso 1 1 calc GR . . . .
H8C H 0.1341 0.0943 0.2613 0.116 Uiso 1 1 calc GR . . . .
C16 C 0.11167(19) 0.8945(3) 0.45632(15) 0.0865(8) Uani 1 1 d . . . . .
H16A H 0.1649 0.9481 0.4519 0.130 Uiso 1 1 calc GR . . . .
H16B H 0.0885 0.9270 0.4975 0.130 Uiso 1 1 calc GR . . . .
H16C H 0.0725 0.9216 0.4189 0.130 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
P2 C4 1.7660(16) . ?
P2 C2 1.8630(15) . ?
P1 C3 1.7673(17) . ?
P1 C1 1.8637(16) . ?
N3 C4 1.371(2) . ?
N3 C19 1.402(2) . ?
N3 C22 1.448(2) . ?
N4 C4 1.371(2) . ?
N4 C20 1.394(2) . ?
N4 C23 1.448(2) . ?
N2 C3 1.368(2) . ?
N2 C14 1.405(2) . ?
N2 C18 1.449(2) . ?
N1 C3 1.376(2) . ?
N1 C13 1.393(2) . ?
N1 C17 1.447(2) . ?
C19 C20 1.342(3) . ?
C19 C21 1.482(2) . ?
C2 C1 1.366(2) . ?
C2 C9 1.577(2) . ?
C1 C5 1.573(2) . ?
C20 C00P 1.488(3) . ?
C9 C11 1.531(3) . ?
C9 C10 1.535(3) . ?
C9 C12 1.545(3) . ?
C14 C13 1.334(3) . ?
C14 C16 1.490(3) . ?
C13 C15 1.489(3) . ?
C5 C7 1.537(3) . ?
C5 C6 1.545(3) . ?
C5 C8 1.534(3) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C00P H00A 0.9600 . ?
C00P H00B 0.9600 . ?
C00P H00C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?

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
C4 P2 C2 108.18(7) . . ?
C3 P1 C1 108.69(8) . . ?
C4 N3 C19 110.42(14) . . ?
C4 N3 C22 126.27(15) . . ?
C19 N3 C22 123.30(15) . . ?
C4 N4 C20 111.00(14) . . ?
C4 N4 C23 123.28(14) . . ?
C20 N4 C23 125.68(14) . . ?
C3 N2 C14 110.35(15) . . ?
C3 N2 C18 126.20(15) . . ?
C14 N2 C18 123.45(16) . . ?
C3 N1 C13 110.97(15) . . ?
C3 N1 C17 123.86(15) . . ?
C13 N1 C17 125.11(15) . . ?
N3 C4 P2 135.57(12) . . ?
N3 C4 N4 104.32(13) . . ?
N4 C4 P2 119.79(12) . . ?
N3 C19 C21 122.08(17) . . ?
C20 C19 N3 107.27(15) . . ?
C20 C19 C21 130.66(18) . . ?
N2 C3 P1 134.86(13) . . ?
N2 C3 N1 104.15(14) . . ?
N1 C3 P1 120.65(13) . . ?
C1 C2 P2 120.37(12) . . ?
C1 C2 C9 124.17(14) . . ?
C9 C2 P2 113.19(11) . . ?
C2 C1 P1 120.54(13) . . ?
C2 C1 C5 123.71(15) . . ?
C5 C1 P1 113.40(12) . . ?
N4 C20 C00P 122.21(16) . . ?
C19 C20 N4 106.97(15) . . ?
C19 C20 C00P 130.77(17) . . ?
C11 C9 C2 108.27(15) . . ?
C11 C9 C10 110.79(16) . . ?
C11 C9 C12 106.16(15) . . ?
C10 C9 C2 113.67(14) . . ?
C10 C9 C12 104.87(16) . . ?
C12 C9 C2 112.83(14) . . ?
N2 C14 C16 121.80(19) . . ?
C13 C14 N2 107.48(16) . . ?
C13 C14 C16 130.68(19) . . ?
N1 C13 C15 122.08(19) . . ?
C14 C13 N1 107.04(15) . . ?
C14 C13 C15 130.87(19) . . ?
C7 C5 C1 113.42(16) . . ?
C7 C5 C6 104.87(19) . . ?
C6 C5 C1 112.77(16) . . ?
C8 C5 C1 108.74(17) . . ?
C8 C5 C7 110.78(19) . . ?
C8 C5 C6 105.98(18) . . ?
N4 C23 H23A 109.5 . . ?
N4 C23 H23B 109.5 . . ?
N4 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N1 C17 H17A 109.5 . . ?
N1 C17 H17B 109.5 . . ?
N1 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C22 H22A 109.5 . . ?
N3 C22 H22B 109.5 . . ?
N3 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N2 C18 H18A 109.5 . . ?
N2 C18 H18B 109.5 . . ?
N2 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C20 C00P H00A 109.5 . . ?
C20 C00P H00B 109.5 . . ?
C20 C00P H00C 109.5 . . ?
H00A C00P H00B 109.5 . . ?
H00A C00P H00C 109.5 . . ?
H00B C00P H00C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

_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 1.349
_oxdiff_exptl_absorpt_empirical_full_min 0.835
