# Electronic Supplementary Material (ESI) for Chemical Science.
# 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. 
# 
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data_drr-2-023_l
_database_code_depnum_ccdc_archive 'CCDC 1895852'
loop_
_audit_author_name
_audit_author_address
'John Bacsa'
;Emory University
United States of America
;
_audit_update_record             
;
2020-03-04 deposited with the CCDC.	2020-05-18 downloaded from the CCDC.
;
_vrf_PLAT230_drr-2-023_l         
;
PROBLEM: Hirshfeld Test Diff for P3 --N13 . 7.1 s.u.
RESPONSE: These two atoms are their true identities. 
The thermal ellipsoids fail the Hirshfeld test
for these atoms because there is residual disorder 
in the ligand. There is underlying static disorder and 
this manifests 
itself as elongated thermal ellipsoids.
;
# end Validation Reply Form
_audit_creation_date             2019-07-23
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C56 H128 Ce N16 P4, K'
_chemical_formula_sum            'C56 H128 Ce K N16 P4'
_chemical_formula_weight         1328.84
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   13.160(2)
_cell_length_b                   13.956(3)
_cell_length_c                   23.750(5)
_cell_angle_alpha                74.835(8)
_cell_angle_beta                 81.559(8)
_cell_angle_gamma                65.275(7)
_cell_volume                     3820.6(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9612
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      34.638
_cell_measurement_theta_min      2.411
_shelx_estimated_absorpt_T_max   0.840
_shelx_estimated_absorpt_T_min   0.789
_exptl_absorpt_coefficient_mu    0.776
_exptl_absorpt_correction_T_max  0.7473
_exptl_absorpt_correction_T_min  0.6588
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1339 before and 0.0893 after correction. The Ratio of minimum to maximum transmission is 0.8816. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.155
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1426
_exptl_crystal_recrystallization_method 
'The material was recrystallised from --- by as supplied'
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.279
_exptl_crystal_size_min          0.233
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_av_unetI/netI     0.0633
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            66228
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.130
_diffrn_reflns_theta_min         2.138
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 512
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_current           35
_diffrn_source_voltage           40
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                17833
_reflns_number_total             20511
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'SAINT V8.38A (Bruker, 2016)'
_computing_data_collection       'APEX2  v2011.2-4 (Bruker, 2011)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         1.696
_refine_diff_density_min         -1.274
_refine_diff_density_rms         0.098
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     745
_refine_ls_number_reflns         20511
_refine_ls_number_restraints     266
_refine_ls_R_factor_all          0.0534
_refine_ls_R_factor_gt           0.0465
_refine_ls_restrained_S_all      1.105
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0493P)²+4.0524P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1145
_refine_ls_wR_factor_ref         0.1195
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C54-C53
 1.52 with sigma of 0.005
 C39-C38 \\sim C41-C40
 with sigma of 0.002
3. Uiso/Uaniso restraints and constraints
K1 \\sim K1B: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004
Uanis(C56) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
Uanis(N13) \\sim Ueq, Uanis(C40) \\sim Ueq, Uanis(C38) \\sim Ueq: with sigma of
0.002 and sigma for terminal atoms of 0.004
Uanis(C15) \\sim Ueq, Uanis(N8) \\sim Ueq: with sigma of 0.002 and sigma for
terminal atoms of 0.004
Uanis(K1B) \\sim Ueq, Uanis(K1) \\sim Ueq: with sigma of 0.004 and sigma for
terminal atoms of 0.008
4. Rigid body (RIGU) restrains
 N16, C53, C54
 with sigma for 1-2 distances of 0.0002 and sigma for 1-3 distances of 0.0002
 N16, C55, C56
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0002
 N44, C43, C42, N15, C49, C51, C52, C50, C45, C46, C48, C47
 with sigma for 1-2 distances of 0.0002 and sigma for 1-3 distances of 0.0002
 N13, P3, C40, C41, C38, C39
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
 N11, C28, C29, N12
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
 C26, C27, N9, C24, C25
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
 N7, C20, C23, C22, C21, C14, C15, N8
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
5. Others
 Sof(K1B)=1-FVAR(1)
 Sof(K1)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C24(H24A,H24B), C10(H10A,H10B), C5(H5A,H5B), C38(H38A,H38B),
 C53(H53A,H53B), C12(H12A,H12B), C43(H43A,H43B), C40(H40A,H40B), C28(H28A,H28B),
  C55(H55A,H55B), C14(H14A,H14B), C29(H29A,H29B), C15(H15A,H15B), C26(H26A,
 H26B), C42(H42A,H42B)
6.b Idealised Me refined as rotating group:
 C54(H54A,H54B,H54C), C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C35(H35A,H35B,H35C),
 C31(H31A,H31B,H31C), C27(H27A,H27B,H27C), C17(H17A,H17B,H17C), C50(H50A,H50B,
 H50C), C25(H25A,H25B,H25C), C11(H11A,H11B,H11C), C0AA(H0AA,H0AB,H0AC), C7(H7A,
 H7B,H7C), C8(H8A,H8B,H8C), C46(H46A,H46B,H46C), C36(H36A,H36B,H36C), C51(H51A,
 H51B,H51C), C9(H9A,H9B,H9C), C39(H39A,H39B,H39C), C47(H47A,H47B,H47C),
 C48(H48A,H48B,H48C), C52(H52A,H52B,H52C), C32(H32A,H32B,H32C), C21(H21A,H21B,
 H21C), C18(H18A,H18B,H18C), C33(H33A,H33B,H33C), C37(H37A,H37B,H37C), C19(H19A,
 H19B,H19C), C13(H13A,H13B,H13C), C56(H56A,H56B,H56C), C41(H41A,H41B,H41C),
 C22(H22A,H22B,H22C), C23(H23A,H23B,H23C)
;
_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
Ce1 Ce 0.33067(2) 0.36105(2) 0.26233(2) 0.01567(5) Uani 1 1 d . . . . .
P3 P 0.64687(5) 0.17350(6) 0.25340(3) 0.02114(14) Uani 1 1 d . U . . .
P1 P 0.21058(6) 0.25349(6) 0.41027(3) 0.01998(13) Uani 1 1 d . . . . .
P2 P 0.34554(7) 0.63762(6) 0.25101(5) 0.0346(2) Uani 1 1 d . . . . .
P4 P 0.15404(7) 0.39150(8) 0.13995(4) 0.0346(2) Uani 1 1 d . . . . .
N6 N 0.3593(2) 0.5218(2) 0.25409(13) 0.0329(6) Uani 1 1 d . . . . .
N10 N 0.52593(19) 0.25660(19) 0.25498(11) 0.0242(5) Uani 1 1 d . . . . .
N5 N 0.07426(19) 0.3159(2) 0.43039(11) 0.0249(5) Uani 1 1 d . . . . .
N9 N 0.2219(2) 0.7127(2) 0.27936(14) 0.0373(5) Uani 1 1 d . U . . .
N1 N 0.24308(19) 0.30803(19) 0.34974(11) 0.0246(5) Uani 1 1 d . . . . .
N14 N 0.2365(3) 0.3703(2) 0.18537(12) 0.0387(7) Uani 1 1 d . . . . .
N2 N 0.22851(19) 0.12005(18) 0.42624(10) 0.0208(4) Uani 1 1 d . . . . .
N13 N 0.6586(2) 0.0468(2) 0.26070(14) 0.0373(5) Uani 1 1 d . U . . .
C3 C 0.1996(2) 0.0714(2) 0.38536(12) 0.0230(5) Uani 1 1 d . . . . .
N11 N 0.7342(2) 0.1727(2) 0.30040(12) 0.0320(5) Uani 1 1 d . U . . .
N7 N 0.3646(3) 0.7187(3) 0.18642(18) 0.0557(6) Uani 1 1 d . U . . .
N16 N 0.1366(2) 0.2797(2) 0.13807(11) 0.0342(5) Uani 1 1 d . U . . .
N15 N 0.0203(3) 0.4907(3) 0.14050(13) 0.0415(5) Uani 1 1 d . U . . .
N4 N 0.2855(2) 0.23013(19) 0.46835(11) 0.0264(5) Uani 1 1 d . . . . .
N12 N 0.7361(2) 0.1910(2) 0.19514(12) 0.0314(5) Uani 1 1 d . U . . .
N8 N 0.4514(3) 0.6478(3) 0.28152(17) 0.0486(7) Uani 1 1 d . U . . .
C4 C 0.3359(3) 0.0553(2) 0.45372(14) 0.0284(6) Uani 1 1 d . . . . .
H4A H 0.398966 0.049515 0.424510 0.034 Uiso 1 1 calc R . . . .
H4B H 0.341180 -0.018380 0.473522 0.034 Uiso 1 1 calc R . . . .
C34 C 0.7242(3) 0.1426(3) 0.36506(14) 0.0313(6) Uani 1 1 d . . . . .
C54 C 0.0901(3) 0.2178(4) 0.05870(19) 0.0575(11) Uani 1 1 d D U . . .
H54A H 0.154113 0.227347 0.034923 0.086 Uiso 1 1 calc GR . . . .
H54B H 0.028828 0.237426 0.033335 0.086 Uiso 1 1 calc GR . . . .
H54C H 0.112479 0.142077 0.079748 0.086 Uiso 1 1 calc GR . . . .
C24 C 0.1332(3) 0.6723(3) 0.29891(16) 0.0367(6) Uani 1 1 d . U . . .
H24A H 0.165868 0.593212 0.301767 0.044 Uiso 1 1 calc R . . . .
H24B H 0.076090 0.705863 0.268899 0.044 Uiso 1 1 calc R . . . .
C10 C 0.0334(3) 0.2862(3) 0.49074(14) 0.0314(6) Uani 1 1 d . . . . .
H10A H -0.012311 0.353397 0.504544 0.038 Uiso 1 1 calc R . . . .
H10B H 0.098723 0.244982 0.515740 0.038 Uiso 1 1 calc R . . . .
C1 C 0.0909(2) 0.1527(3) 0.35505(13) 0.0293(6) Uani 1 1 d . . . . .
H1A H 0.029003 0.168949 0.384350 0.044 Uiso 1 1 calc GR . . . .
H1B H 0.074293 0.121290 0.326939 0.044 Uiso 1 1 calc GR . . . .
H1C H 0.100089 0.219445 0.334554 0.044 Uiso 1 1 calc GR . . . .
N44 N 0.1754(3) 0.4444(3) 0.06869(13) 0.0504(6) Uani 1 1 d . U . . .
C2 C 0.2927(3) 0.0397(2) 0.33801(13) 0.0282(6) Uani 1 1 d . . . . .
H2A H 0.306386 0.103603 0.316345 0.042 Uiso 1 1 calc GR . . . .
H2B H 0.269574 0.010647 0.311104 0.042 Uiso 1 1 calc GR . . . .
H2C H 0.361514 -0.015518 0.356391 0.042 Uiso 1 1 calc GR . . . .
C6 C 0.3031(3) 0.3104(3) 0.49176(15) 0.0327(7) Uani 1 1 d . . . . .
C5 C 0.3368(3) 0.1171(2) 0.49769(14) 0.0307(6) Uani 1 1 d . . . . .
H5A H 0.293046 0.101152 0.533842 0.037 Uiso 1 1 calc R . . . .
H5B H 0.414289 0.097892 0.507821 0.037 Uiso 1 1 calc R . . . .
C35 C 0.6216(3) 0.1153(3) 0.38512(15) 0.0409(8) Uani 1 1 d . . . . .
H35A H 0.554831 0.175464 0.367394 0.061 Uiso 1 1 calc GR . . . .
H35B H 0.611968 0.103355 0.427741 0.061 Uiso 1 1 calc GR . . . .
H35C H 0.632261 0.049605 0.373057 0.061 Uiso 1 1 calc GR . . . .
C38 C 0.7661(3) -0.0404(3) 0.25239(19) 0.0473(7) Uani 1 1 d D U . . .
H38A H 0.826138 -0.015605 0.253201 0.057 Uiso 1 1 calc R . . . .
H38B H 0.769629 -0.053507 0.213007 0.057 Uiso 1 1 calc R . . . .
C53 C 0.0518(3) 0.2892(3) 0.10173(15) 0.0404(7) Uani 1 1 d D U . . .
H53A H 0.018032 0.365328 0.079865 0.048 Uiso 1 1 calc R . . . .
H53B H -0.008079 0.273413 0.127648 0.048 Uiso 1 1 calc R . . . .
C12 C 0.0062(3) 0.4220(3) 0.39690(16) 0.0370(7) Uani 1 1 d . . . . .
H12A H 0.043141 0.433944 0.357824 0.044 Uiso 1 1 calc R . . . .
H12B H 0.003419 0.477562 0.416528 0.044 Uiso 1 1 calc R . . . .
C43 C 0.0899(4) 0.5525(4) 0.04806(18) 0.0571(8) Uani 1 1 d . U . . .
H43A H 0.045401 0.550455 0.018540 0.069 Uiso 1 1 calc R . . . .
H43B H 0.126142 0.603189 0.029435 0.069 Uiso 1 1 calc R . . . .
C40 C 0.5594(3) 0.0199(3) 0.27457(18) 0.0445(6) Uani 1 1 d D U . . .
H40A H 0.493839 0.085008 0.281662 0.053 Uiso 1 1 calc R . . . .
H40B H 0.571507 -0.036616 0.311176 0.053 Uiso 1 1 calc R . . . .
C31 C 0.6280(3) 0.1767(3) 0.12359(16) 0.0414(8) Uani 1 1 d . . . . .
H31A H 0.670034 0.098093 0.133058 0.062 Uiso 1 1 calc GR . . . .
H31B H 0.608806 0.200639 0.082465 0.062 Uiso 1 1 calc GR . . . .
H31C H 0.559204 0.195910 0.148350 0.062 Uiso 1 1 calc GR . . . .
C49 C -0.0498(3) 0.5061(3) 0.19410(16) 0.0408(5) Uani 1 1 d . U . . .
C27 C 0.0930(3) 0.9049(3) 0.2369(2) 0.0590(11) Uani 1 1 d . U . . .
H27A H 0.116187 0.898548 0.196449 0.089 Uiso 1 1 calc GR . . . .
H27B H 0.073187 0.979374 0.239898 0.089 Uiso 1 1 calc GR . . . .
H27C H 0.027908 0.886108 0.248875 0.089 Uiso 1 1 calc GR . . . .
C30 C 0.6990(3) 0.2317(3) 0.13424(16) 0.0422(8) Uani 1 1 d . . . . .
C28 C 0.8396(3) 0.1735(3) 0.27346(15) 0.0371(6) Uani 1 1 d . U . . .
H28A H 0.898837 0.099282 0.280888 0.045 Uiso 1 1 calc R . . . .
H28B H 0.862236 0.219940 0.289567 0.045 Uiso 1 1 calc R . . . .
C17 C 0.4221(4) 0.5389(4) 0.3774(2) 0.0690(14) Uani 1 1 d . . . . .
H17A H 0.340078 0.572653 0.380291 0.104 Uiso 1 1 calc GR . . . .
H17B H 0.451271 0.508759 0.416711 0.104 Uiso 1 1 calc GR . . . .
H17C H 0.445864 0.480869 0.356291 0.104 Uiso 1 1 calc GR . . . .
C50 C -0.0242(4) 0.5763(3) 0.22584(18) 0.0520(8) Uani 1 1 d . U . . .
H50A H 0.055501 0.543565 0.234069 0.078 Uiso 1 1 calc GR . . . .
H50B H -0.069036 0.580854 0.262602 0.078 Uiso 1 1 calc GR . . . .
H50C H -0.042940 0.649112 0.201033 0.078 Uiso 1 1 calc GR . . . .
C25 C 0.0757(4) 0.6942(4) 0.35712(19) 0.0583(10) Uani 1 1 d . U . . .
H25A H 0.033791 0.772285 0.353322 0.087 Uiso 1 1 calc GR . . . .
H25B H 0.131996 0.666791 0.386572 0.087 Uiso 1 1 calc GR . . . .
H25C H 0.024004 0.657651 0.369088 0.087 Uiso 1 1 calc GR . . . .
C55 C 0.1727(3) 0.1837(3) 0.18572(15) 0.0443(7) Uani 1 1 d . U . . .
H55A H 0.107342 0.165870 0.201609 0.053 Uiso 1 1 calc R . . . .
H55B H 0.198670 0.201233 0.217325 0.053 Uiso 1 1 calc R . . . .
C11 C -0.0364(3) 0.2191(3) 0.49919(16) 0.0419(8) Uani 1 1 d . . . . .
H11A H -0.103152 0.260091 0.475965 0.063 Uiso 1 1 calc GR . . . .
H11B H -0.059084 0.202604 0.540553 0.063 Uiso 1 1 calc GR . . . .
H11C H 0.008285 0.151458 0.486475 0.063 Uiso 1 1 calc GR . . . .
C0AA C 0.1799(3) -0.0286(2) 0.42053(14) 0.0313(6) Uani 1 1 d . . . . .
H0AA H 0.249270 -0.082656 0.438864 0.047 Uiso 1 1 calc GR . . . .
H0AB H 0.156971 -0.059306 0.394420 0.047 Uiso 1 1 calc GR . . . .
H0AC H 0.120895 -0.008052 0.450809 0.047 Uiso 1 1 calc GR . . . .
C20 C 0.3287(4) 0.7214(4) 0.1309(2) 0.0625(6) Uani 1 1 d . U . . .
C7 C 0.2831(4) 0.2882(3) 0.55837(16) 0.0483(9) Uani 1 1 d . . . . .
H7A H 0.206501 0.292577 0.568155 0.073 Uiso 1 1 calc GR . . . .
H7B H 0.293498 0.342237 0.573563 0.073 Uiso 1 1 calc GR . . . .
H7C H 0.336393 0.215778 0.575896 0.073 Uiso 1 1 calc GR . . . .
C16 C 0.4665(4) 0.6225(3) 0.3451(2) 0.0615(14) Uani 1 1 d . . . . .
C45 C 0.2817(3) 0.4074(4) 0.03460(17) 0.0532(6) Uani 1 1 d . U . . .
C8 C 0.2226(3) 0.4249(3) 0.46533(17) 0.0378(7) Uani 1 1 d . . . . .
H8A H 0.228458 0.436831 0.422655 0.057 Uiso 1 1 calc GR . . . .
H8B H 0.241848 0.477202 0.477236 0.057 Uiso 1 1 calc GR . . . .
H8C H 0.145823 0.434261 0.479110 0.057 Uiso 1 1 calc GR . . . .
C14 C 0.4699(4) 0.7339(4) 0.1857(2) 0.0633(8) Uani 1 1 d . U . . .
H14A H 0.533980 0.674785 0.171806 0.076 Uiso 1 1 calc R . . . .
H14B H 0.464514 0.803728 0.159465 0.076 Uiso 1 1 calc R . . . .
C29 C 0.8231(3) 0.2168(3) 0.20955(16) 0.0404(7) Uani 1 1 d . U . . .
H29A H 0.800905 0.296146 0.199692 0.048 Uiso 1 1 calc R . . . .
H29B H 0.893475 0.183402 0.187227 0.048 Uiso 1 1 calc R . . . .
C46 C 0.3510(3) 0.2873(4) 0.05776(18) 0.0585(8) Uani 1 1 d . U . . .
H46A H 0.368186 0.275213 0.098465 0.088 Uiso 1 1 calc GR . . . .
H46B H 0.420977 0.264482 0.034126 0.088 Uiso 1 1 calc GR . . . .
H46C H 0.308517 0.245261 0.055577 0.088 Uiso 1 1 calc GR . . . .
C36 C 0.8285(3) 0.0441(3) 0.38960(17) 0.0432(9) Uani 1 1 d . . . . .
H36A H 0.838629 -0.016746 0.372984 0.065 Uiso 1 1 calc GR . . . .
H36B H 0.819097 0.024194 0.432189 0.065 Uiso 1 1 calc GR . . . .
H36C H 0.894371 0.061976 0.379327 0.065 Uiso 1 1 calc GR . . . .
C15 C 0.4845(4) 0.7327(4) 0.2457(2) 0.0605(7) Uani 1 1 d . U . . .
H15A H 0.563524 0.716351 0.251547 0.073 Uiso 1 1 calc R . . . .
H15B H 0.436486 0.803453 0.255314 0.073 Uiso 1 1 calc R . . . .
C51 C -0.1747(3) 0.5595(4) 0.17903(19) 0.0558(8) Uani 1 1 d . U . . .
H51A H -0.191217 0.631806 0.153923 0.084 Uiso 1 1 calc GR . . . .
H51B H -0.221622 0.565553 0.215082 0.084 Uiso 1 1 calc GR . . . .
H51C H -0.190436 0.515031 0.158530 0.084 Uiso 1 1 calc GR . . . .
C9 C 0.4240(3) 0.3001(3) 0.4768(2) 0.0468(9) Uani 1 1 d . . . . .
H9A H 0.475645 0.226450 0.493762 0.070 Uiso 1 1 calc GR . . . .
H9B H 0.436854 0.351889 0.492821 0.070 Uiso 1 1 calc GR . . . .
H9C H 0.436730 0.315436 0.434311 0.070 Uiso 1 1 calc GR . . . .
C26 C 0.1887(3) 0.8282(3) 0.2765(2) 0.0513(8) Uani 1 1 d . U . . .
H26A H 0.254707 0.846311 0.262897 0.062 Uiso 1 1 calc R . . . .
H26B H 0.166935 0.840967 0.316470 0.062 Uiso 1 1 calc R . . . .
C39 C 0.7904(4) -0.1441(3) 0.2953(2) 0.0741(15) Uani 1 1 d D U . . .
H39A H 0.864496 -0.196581 0.285956 0.111 Uiso 1 1 calc GR . . . .
H39B H 0.733601 -0.171603 0.293896 0.111 Uiso 1 1 calc GR . . . .
H39C H 0.789191 -0.133117 0.334511 0.111 Uiso 1 1 calc GR . . . .
C47 C 0.3498(4) 0.4727(4) 0.03785(18) 0.0609(8) Uani 1 1 d . U . . .
H47A H 0.305950 0.549940 0.022845 0.091 Uiso 1 1 calc GR . . . .
H47B H 0.419708 0.449136 0.014228 0.091 Uiso 1 1 calc GR . . . .
H47C H 0.367128 0.460621 0.078519 0.091 Uiso 1 1 calc GR . . . .
C48 C 0.2568(4) 0.4237(4) -0.02912(17) 0.0639(9) Uani 1 1 d . U . . .
H48A H 0.208109 0.387153 -0.030636 0.096 Uiso 1 1 calc GR . . . .
H48B H 0.327103 0.393057 -0.051305 0.096 Uiso 1 1 calc GR . . . .
H48C H 0.219217 0.501167 -0.046135 0.096 Uiso 1 1 calc GR . . . .
C52 C -0.0308(3) 0.3960(3) 0.23544(15) 0.0412(6) Uani 1 1 d . U . . .
H52A H -0.038712 0.348110 0.214210 0.062 Uiso 1 1 calc GR . . . .
H52B H -0.086338 0.405730 0.268132 0.062 Uiso 1 1 calc GR . . . .
H52C H 0.044590 0.363683 0.250393 0.062 Uiso 1 1 calc GR . . . .
C32 C 0.6223(4) 0.3557(4) 0.12355(19) 0.0545(10) Uani 1 1 d . . . . .
H32A H 0.556302 0.367275 0.150362 0.082 Uiso 1 1 calc GR . . . .
H32B H 0.598493 0.382270 0.083169 0.082 Uiso 1 1 calc GR . . . .
H32C H 0.664265 0.395086 0.130434 0.082 Uiso 1 1 calc GR . . . .
C21 C 0.2258(4) 0.6951(4) 0.1383(2) 0.0659(7) Uani 1 1 d . U . . .
H21A H 0.243556 0.621685 0.162237 0.099 Uiso 1 1 calc GR . . . .
H21B H 0.202984 0.699594 0.099939 0.099 Uiso 1 1 calc GR . . . .
H21C H 0.164623 0.746938 0.157640 0.099 Uiso 1 1 calc GR . . . .
C18 C 0.5928(4) 0.5741(4) 0.3568(3) 0.087(2) Uani 1 1 d . . . . .
H18A H 0.633015 0.516139 0.335702 0.131 Uiso 1 1 calc GR . . . .
H18B H 0.603511 0.544581 0.398739 0.131 Uiso 1 1 calc GR . . . .
H18C H 0.621862 0.630795 0.343288 0.131 Uiso 1 1 calc GR . . . .
C33 C 0.7982(4) 0.2133(5) 0.0916(2) 0.0735(16) Uani 1 1 d . . . . .
H33A H 0.838621 0.256228 0.095441 0.110 Uiso 1 1 calc GR . . . .
H33B H 0.772274 0.235390 0.051732 0.110 Uiso 1 1 calc GR . . . .
H33C H 0.848163 0.136417 0.099726 0.110 Uiso 1 1 calc GR . . . .
C37 C 0.7122(4) 0.2385(3) 0.38925(19) 0.0541(10) Uani 1 1 d . . . . .
H37A H 0.772899 0.262040 0.372619 0.081 Uiso 1 1 calc GR . . . .
H37B H 0.716220 0.216448 0.431855 0.081 Uiso 1 1 calc GR . . . .
H37C H 0.639959 0.298329 0.378767 0.081 Uiso 1 1 calc GR . . . .
C42 C 0.0137(4) 0.5916(4) 0.09881(19) 0.0595(8) Uani 1 1 d . U . . .
H42A H 0.040499 0.633823 0.115960 0.071 Uiso 1 1 calc R . . . .
H42B H -0.063959 0.636830 0.086500 0.071 Uiso 1 1 calc R . . . .
C19 C 0.4111(5) 0.7238(4) 0.3714(3) 0.0858(18) Uani 1 1 d . . . . .
H19A H 0.439292 0.778598 0.349972 0.129 Uiso 1 1 calc GR . . . .
H19B H 0.429209 0.703932 0.412572 0.129 Uiso 1 1 calc GR . . . .
H19C H 0.329739 0.753016 0.368387 0.129 Uiso 1 1 calc GR . . . .
C13 C -0.1123(3) 0.4383(3) 0.38918(18) 0.0467(9) Uani 1 1 d . . . . .
H13A H -0.151618 0.510843 0.365333 0.070 Uiso 1 1 calc GR . . . .
H13B H -0.151289 0.430859 0.427491 0.070 Uiso 1 1 calc GR . . . .
H13C H -0.110841 0.383932 0.369690 0.070 Uiso 1 1 calc GR . . . .
C56 C 0.2627(5) 0.0876(4) 0.1693(2) 0.0749(13) Uani 1 1 d . U . . .
H56A H 0.235953 0.065750 0.140342 0.112 Uiso 1 1 calc GR . . . .
H56B H 0.284726 0.028357 0.203987 0.112 Uiso 1 1 calc GR . . . .
H56C H 0.327391 0.104732 0.152566 0.112 Uiso 1 1 calc GR . . . .
C41 C 0.5334(5) -0.0188(5) 0.2285(2) 0.0774(13) Uani 1 1 d D U . . .
H41A H 0.527385 0.033806 0.191245 0.116 Uiso 1 1 calc GR . . . .
H41B H 0.462275 -0.027334 0.238797 0.116 Uiso 1 1 calc GR . . . .
H41C H 0.593278 -0.088701 0.224848 0.116 Uiso 1 1 calc GR . . . .
C22 C 0.4228(5) 0.6419(4) 0.0990(3) 0.0733(8) Uani 1 1 d . U . . .
H22A H 0.483241 0.667379 0.086579 0.110 Uiso 1 1 calc GR . . . .
H22B H 0.393355 0.637051 0.064744 0.110 Uiso 1 1 calc GR . . . .
H22C H 0.451843 0.570270 0.125428 0.110 Uiso 1 1 calc GR . . . .
C23 C 0.2975(4) 0.8370(4) 0.0918(2) 0.0673(7) Uani 1 1 d . U . . .
H23A H 0.236991 0.889073 0.111234 0.101 Uiso 1 1 calc GR . . . .
H23B H 0.272645 0.839538 0.054255 0.101 Uiso 1 1 calc GR . . . .
H23C H 0.363150 0.855312 0.085046 0.101 Uiso 1 1 calc GR . . . .
K1 K 0.58698(7) 0.42319(6) 0.25527(5) 0.0377(3) Uani 0.869(2) 1 d . U P A 1
K1B K 0.5713(5) 0.4489(5) 0.2122(4) 0.0421(10) Uani 0.131(2) 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
Ce1 N6 2.381(2) . ?
Ce1 N10 2.372(2) . ?
Ce1 N1 2.322(2) . ?
Ce1 N14 2.303(3) . ?
P3 N10 1.530(2) . ?
P3 N13 1.673(3) . ?
P3 N11 1.710(3) . ?
P3 N12 1.715(3) . ?
P1 N5 1.692(2) . ?
P1 N1 1.533(2) . ?
P1 N2 1.719(2) . ?
P1 N4 1.696(3) . ?
P2 N6 1.532(2) . ?
P2 N9 1.680(3) . ?
P2 N7 1.707(4) . ?
P2 N8 1.733(3) . ?
P4 N14 1.528(3) . ?
P4 N16 1.682(3) . ?
P4 N15 1.726(3) . ?
P4 N44 1.694(3) . ?
N5 C10 1.471(4) . ?
N5 C12 1.453(4) . ?
N9 C24 1.466(4) . ?
N9 C26 1.469(4) . ?
N2 C3 1.489(3) . ?
N2 C4 1.461(4) . ?
N13 C38 1.458(4) . ?
N13 C40 1.474(4) . ?
C3 C1 1.539(4) . ?
C3 C2 1.538(4) . ?
C3 C0AA 1.531(4) . ?
N11 C34 1.484(4) . ?
N11 C28 1.444(4) . ?
N7 C20 1.451(6) . ?
N7 C14 1.484(5) . ?
N16 C53 1.451(4) . ?
N16 C55 1.460(4) . ?
N15 C49 1.466(5) . ?
N15 C42 1.471(5) . ?
N4 C6 1.482(4) . ?
N4 C5 1.449(4) . ?
N12 C30 1.483(5) . ?
N12 C29 1.442(4) . ?
N8 C16 1.482(6) . ?
N8 C15 1.454(5) . ?
C4 C5 1.522(4) . ?
C34 C35 1.530(4) . ?
C34 C36 1.533(4) . ?
C34 C37 1.531(5) . ?
C54 C53 1.501(4) . ?
C24 C25 1.516(5) . ?
C10 C11 1.525(4) . ?
N44 C43 1.462(5) . ?
N44 C45 1.470(5) . ?
C6 C7 1.535(5) . ?
C6 C8 1.524(5) . ?
C6 C9 1.532(5) . ?
C38 C39 1.474(4) . ?
C12 C13 1.510(5) . ?
C43 C42 1.512(7) . ?
C40 C41 1.477(4) . ?
C31 C30 1.515(5) . ?
C49 C50 1.542(5) . ?
C49 C51 1.548(5) . ?
C49 C52 1.533(5) . ?
C27 C26 1.520(5) . ?
C30 C32 1.570(6) . ?
C30 C33 1.504(5) . ?
C28 C29 1.491(5) . ?
C17 C16 1.504(6) . ?
C55 C56 1.471(6) . ?
C20 C21 1.521(6) . ?
C20 C22 1.534(7) . ?
C20 C23 1.551(6) . ?
C16 C18 1.547(6) . ?
C16 C19 1.544(7) . ?
C45 C46 1.526(7) . ?
C45 C47 1.544(5) . ?
C45 C48 1.534(5) . ?
C14 C15 1.460(7) . ?

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
N10 Ce1 N6 92.00(9) . . ?
N1 Ce1 N6 114.52(9) . . ?
N1 Ce1 N10 114.49(8) . . ?
N14 Ce1 N6 112.61(10) . . ?
N14 Ce1 N10 112.92(11) . . ?
N14 Ce1 N1 109.49(10) . . ?
N10 P3 N13 114.04(14) . . ?
N10 P3 N11 116.09(14) . . ?
N10 P3 N12 120.17(14) . . ?
N13 P3 N11 108.77(15) . . ?
N13 P3 N12 104.00(15) . . ?
N11 P3 N12 91.02(13) . . ?
N5 P1 N2 102.12(12) . . ?
N5 P1 N4 106.41(13) . . ?
N1 P1 N5 113.41(13) . . ?
N1 P1 N2 121.32(13) . . ?
N1 P1 N4 119.44(13) . . ?
N4 P1 N2 90.77(12) . . ?
N6 P2 N9 113.46(14) . . ?
N6 P2 N7 121.02(18) . . ?
N6 P2 N8 115.08(16) . . ?
N9 P2 N7 105.06(17) . . ?
N9 P2 N8 108.60(16) . . ?
N7 P2 N8 91.09(18) . . ?
N14 P4 N16 112.80(15) . . ?
N14 P4 N15 120.67(17) . . ?
N14 P4 N44 120.76(16) . . ?
N16 P4 N15 104.99(14) . . ?
N16 P4 N44 103.37(16) . . ?
N44 P4 N15 90.95(16) . . ?
P2 N6 Ce1 165.51(16) . . ?
P3 N10 Ce1 170.80(15) . . ?
C10 N5 P1 120.5(2) . . ?
C12 N5 P1 120.0(2) . . ?
C12 N5 C10 115.9(2) . . ?
C24 N9 P2 121.7(2) . . ?
C24 N9 C26 115.5(3) . . ?
C26 N9 P2 121.9(3) . . ?
P1 N1 Ce1 167.53(15) . . ?
P4 N14 Ce1 168.8(2) . . ?
C3 N2 P1 122.78(18) . . ?
C4 N2 P1 107.79(18) . . ?
C4 N2 C3 115.6(2) . . ?
C38 N13 P3 121.6(2) . . ?
C38 N13 C40 117.5(3) . . ?
C40 N13 P3 120.9(2) . . ?
N2 C3 C1 110.0(2) . . ?
N2 C3 C2 111.8(2) . . ?
N2 C3 C0AA 108.6(2) . . ?
C2 C3 C1 108.3(2) . . ?
C0AA C3 C1 108.3(2) . . ?
C0AA C3 C2 109.8(2) . . ?
C34 N11 P3 125.6(2) . . ?
C28 N11 P3 114.0(2) . . ?
C28 N11 C34 118.2(3) . . ?
C20 N7 P2 123.9(3) . . ?
C20 N7 C14 117.2(4) . . ?
C14 N7 P2 110.5(3) . . ?
C53 N16 P4 119.2(2) . . ?
C53 N16 C55 116.3(3) . . ?
C55 N16 P4 120.9(2) . . ?
C49 N15 P4 122.9(2) . . ?
C49 N15 C42 114.6(3) . . ?
C42 N15 P4 110.8(3) . . ?
C6 N4 P1 127.9(2) . . ?
C5 N4 P1 114.16(19) . . ?
C5 N4 C6 117.9(2) . . ?
C30 N12 P3 122.0(2) . . ?
C29 N12 P3 113.1(2) . . ?
C29 N12 C30 118.0(3) . . ?
C16 N8 P2 124.3(3) . . ?
C15 N8 P2 111.9(3) . . ?
C15 N8 C16 116.6(3) . . ?
N2 C4 C5 104.1(2) . . ?
N11 C34 C35 110.8(3) . . ?
N11 C34 C36 110.8(3) . . ?
N11 C34 C37 108.6(3) . . ?
C35 C34 C36 108.5(3) . . ?
C35 C34 C37 109.2(3) . . ?
C37 C34 C36 108.9(3) . . ?
N9 C24 C25 114.7(3) . . ?
N5 C10 C11 115.3(3) . . ?
C43 N44 P4 112.6(3) . . ?
C43 N44 C45 119.3(3) . . ?
C45 N44 P4 125.5(3) . . ?
N4 C6 C7 109.8(3) . . ?
N4 C6 C8 110.6(3) . . ?
N4 C6 C9 108.9(3) . . ?
C8 C6 C7 108.9(3) . . ?
C8 C6 C9 109.5(3) . . ?
C9 C6 C7 109.2(3) . . ?
N4 C5 C4 104.7(2) . . ?
N13 C38 C39 116.1(3) . . ?
N16 C53 C54 116.5(3) . . ?
N5 C12 C13 114.7(3) . . ?
N44 C43 C42 109.8(3) . . ?
N13 C40 C41 114.2(3) . . ?
N15 C49 C50 111.9(3) . . ?
N15 C49 C51 109.4(3) . . ?
N15 C49 C52 109.8(3) . . ?
C50 C49 C51 109.7(4) . . ?
C52 C49 C50 109.1(3) . . ?
C52 C49 C51 106.8(3) . . ?
N12 C30 C31 110.6(3) . . ?
N12 C30 C32 109.8(3) . . ?
N12 C30 C33 110.7(3) . . ?
C31 C30 C32 106.2(3) . . ?
C33 C30 C31 109.9(4) . . ?
C33 C30 C32 109.5(4) . . ?
N11 C28 C29 107.1(3) . . ?
N16 C55 C56 114.7(3) . . ?
N7 C20 C21 111.8(4) . . ?
N7 C20 C22 111.0(4) . . ?
N7 C20 C23 109.0(4) . . ?
C21 C20 C22 109.0(4) . . ?
C21 C20 C23 107.6(4) . . ?
C22 C20 C23 108.2(4) . . ?
N8 C16 C17 111.2(3) . . ?
N8 C16 C18 109.6(5) . . ?
N8 C16 C19 112.7(4) . . ?
C17 C16 C18 106.8(4) . . ?
C17 C16 C19 109.5(5) . . ?
C19 C16 C18 106.8(4) . . ?
N44 C45 C46 111.0(3) . . ?
N44 C45 C47 109.7(4) . . ?
N44 C45 C48 109.1(3) . . ?
C46 C45 C47 109.0(3) . . ?
C46 C45 C48 108.2(4) . . ?
C48 C45 C47 109.8(3) . . ?
C15 C14 N7 106.5(4) . . ?
N12 C29 C28 107.6(3) . . ?
N8 C15 C14 104.8(4) . . ?
N9 C26 C27 115.2(3) . . ?
N15 C42 C43 103.4(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P3 N13 C38 C39 137.1(4) . . . . ?
P3 N13 C40 C41 116.4(4) . . . . ?
P3 N11 C34 C35 -1.8(4) . . . . ?
P3 N11 C34 C36 118.6(3) . . . . ?
P3 N11 C34 C37 -121.8(3) . . . . ?
P3 N11 C28 C29 21.4(4) . . . . ?
P3 N12 C30 C31 -43.9(4) . . . . ?
P3 N12 C30 C32 73.0(3) . . . . ?
P3 N12 C30 C33 -165.9(3) . . . . ?
P3 N12 C29 C28 24.7(4) . . . . ?
P1 N5 C10 C11 -105.8(3) . . . . ?
P1 N5 C12 C13 140.9(3) . . . . ?
P1 N2 C3 C1 -38.9(3) . . . . ?
P1 N2 C3 C2 81.4(3) . . . . ?
P1 N2 C3 C0AA -157.3(2) . . . . ?
P1 N2 C4 C5 44.9(3) . . . . ?
P1 N4 C6 C7 133.0(3) . . . . ?
P1 N4 C6 C8 12.9(4) . . . . ?
P1 N4 C6 C9 -107.5(3) . . . . ?
P1 N4 C5 C4 18.0(3) . . . . ?
P2 N9 C24 C25 135.9(3) . . . . ?
P2 N9 C26 C27 111.4(4) . . . . ?
P2 N7 C20 C21 29.9(5) . . . . ?
P2 N7 C20 C22 -92.1(4) . . . . ?
P2 N7 C20 C23 148.8(3) . . . . ?
P2 N7 C14 C15 -33.0(4) . . . . ?
P2 N8 C16 C17 28.3(5) . . . . ?
P2 N8 C16 C18 146.2(3) . . . . ?
P2 N8 C16 C19 -95.1(4) . . . . ?
P2 N8 C15 C14 -32.9(4) . . . . ?
P4 N16 C53 C54 126.1(3) . . . . ?
P4 N16 C55 C56 -116.0(4) . . . . ?
P4 N15 C49 C50 84.2(4) . . . . ?
P4 N15 C49 C51 -154.0(3) . . . . ?
P4 N15 C49 C52 -37.0(4) . . . . ?
P4 N15 C42 C43 37.0(4) . . . . ?
P4 N44 C43 C42 6.7(4) . . . . ?
P4 N44 C45 C46 28.8(5) . . . . ?
P4 N44 C45 C47 -91.7(4) . . . . ?
P4 N44 C45 C48 148.0(3) . . . . ?
N6 P2 N9 C24 -6.2(3) . . . . ?
N6 P2 N9 C26 -175.2(3) . . . . ?
N6 P2 N7 C20 38.6(4) . . . . ?
N6 P2 N7 C14 -108.4(3) . . . . ?
N6 P2 N8 C16 -73.1(3) . . . . ?
N6 P2 N8 C15 137.8(3) . . . . ?
N10 P3 N13 C38 171.6(3) . . . . ?
N10 P3 N13 C40 -7.0(3) . . . . ?
N10 P3 N11 C34 65.8(3) . . . . ?
N10 P3 N11 C28 -131.3(2) . . . . ?
N10 P3 N12 C30 -40.1(3) . . . . ?
N10 P3 N12 C29 110.2(3) . . . . ?
N5 P1 N1 Ce1 179.5(7) . . . . ?
N5 P1 N2 C3 84.2(2) . . . . ?
N5 P1 N2 C4 -137.47(19) . . . . ?
N5 P1 N4 C6 -70.2(3) . . . . ?
N5 P1 N4 C5 109.4(2) . . . . ?
N9 P2 N6 Ce1 18.2(8) . . . . ?
N9 P2 N7 C20 -91.4(4) . . . . ?
N9 P2 N7 C14 121.6(3) . . . . ?
N9 P2 N8 C16 55.3(3) . . . . ?
N9 P2 N8 C15 -93.8(3) . . . . ?
N1 P1 N5 C10 -169.4(2) . . . . ?
N1 P1 N5 C12 -11.6(3) . . . . ?
N1 P1 N2 C3 -43.1(3) . . . . ?
N1 P1 N2 C4 95.2(2) . . . . ?
N1 P1 N4 C6 59.7(3) . . . . ?
N1 P1 N4 C5 -120.7(2) . . . . ?
N14 P4 N16 C53 173.3(2) . . . . ?
N14 P4 N16 C55 15.7(3) . . . . ?
N14 P4 N15 C49 -44.1(3) . . . . ?
N14 P4 N15 C42 96.9(3) . . . . ?
N14 P4 N44 C43 -114.1(3) . . . . ?
N14 P4 N44 C45 47.4(4) . . . . ?
N2 P1 N5 C10 58.4(2) . . . . ?
N2 P1 N5 C12 -143.8(2) . . . . ?
N2 P1 N1 Ce1 -58.4(8) . . . . ?
N2 P1 N4 C6 -173.1(3) . . . . ?
N2 P1 N4 C5 6.5(2) . . . . ?
N2 C4 C5 N4 -38.7(3) . . . . ?
N13 P3 N11 C34 -64.4(3) . . . . ?
N13 P3 N11 C28 98.5(3) . . . . ?
N13 P3 N12 C30 89.0(3) . . . . ?
N13 P3 N12 C29 -120.7(3) . . . . ?
C3 N2 C4 C5 -173.5(2) . . . . ?
N11 P3 N13 C38 -57.1(3) . . . . ?
N11 P3 N13 C40 124.3(3) . . . . ?
N11 P3 N12 C30 -161.4(3) . . . . ?
N11 P3 N12 C29 -11.0(3) . . . . ?
N11 C28 C29 N12 -28.0(4) . . . . ?
N7 P2 N6 Ce1 -108.0(8) . . . . ?
N7 P2 N9 C24 128.1(3) . . . . ?
N7 P2 N9 C26 -40.9(3) . . . . ?
N7 P2 N8 C16 161.6(3) . . . . ?
N7 P2 N8 C15 12.5(3) . . . . ?
N7 C14 C15 N8 40.3(5) . . . . ?
N16 P4 N14 Ce1 -116.0(8) . . . . ?
N16 P4 N15 C49 84.6(3) . . . . ?
N16 P4 N15 C42 -134.4(3) . . . . ?
N16 P4 N44 C43 118.6(3) . . . . ?
N16 P4 N44 C45 -79.9(4) . . . . ?
N15 P4 N14 Ce1 9.1(9) . . . . ?
N15 P4 N16 C53 40.0(3) . . . . ?
N15 P4 N16 C55 -117.6(3) . . . . ?
N15 P4 N44 C43 13.0(3) . . . . ?
N15 P4 N44 C45 174.5(3) . . . . ?
N4 P1 N5 C10 -36.1(3) . . . . ?
N4 P1 N5 C12 121.7(3) . . . . ?
N4 P1 N1 Ce1 52.8(8) . . . . ?
N4 P1 N2 C3 -168.8(2) . . . . ?
N4 P1 N2 C4 -30.5(2) . . . . ?
N12 P3 N13 C38 38.9(3) . . . . ?
N12 P3 N13 C40 -139.7(3) . . . . ?
N12 P3 N11 C34 -169.6(3) . . . . ?
N12 P3 N11 C28 -6.7(3) . . . . ?
N8 P2 N6 Ce1 144.2(7) . . . . ?
N8 P2 N9 C24 -135.5(3) . . . . ?
N8 P2 N9 C26 55.5(3) . . . . ?
N8 P2 N7 C20 159.0(4) . . . . ?
N8 P2 N7 C14 12.0(3) . . . . ?
C4 N2 C3 C1 -174.3(2) . . . . ?
C4 N2 C3 C2 -53.9(3) . . . . ?
C4 N2 C3 C0AA 67.4(3) . . . . ?
C34 N11 C28 C29 -174.3(3) . . . . ?
C24 N9 C26 C27 -58.2(5) . . . . ?
C10 N5 C12 C13 -60.4(4) . . . . ?
N44 P4 N14 Ce1 121.2(8) . . . . ?
N44 P4 N16 C53 -54.6(3) . . . . ?
N44 P4 N16 C55 147.8(3) . . . . ?
N44 P4 N15 C49 -171.3(3) . . . . ?
N44 P4 N15 C42 -30.3(3) . . . . ?
N44 C43 C42 N15 -26.8(4) . . . . ?
C6 N4 C5 C4 -162.4(3) . . . . ?
C5 N4 C6 C7 -46.6(4) . . . . ?
C5 N4 C6 C8 -166.7(3) . . . . ?
C5 N4 C6 C9 72.9(4) . . . . ?
C38 N13 C40 C41 -62.3(5) . . . . ?
C53 N16 C55 C56 85.8(5) . . . . ?
C12 N5 C10 C11 95.5(4) . . . . ?
C43 N44 C45 C46 -170.8(4) . . . . ?
C43 N44 C45 C47 68.7(5) . . . . ?
C43 N44 C45 C48 -51.7(5) . . . . ?
C40 N13 C38 C39 -44.2(5) . . . . ?
C49 N15 C42 C43 -178.5(3) . . . . ?
C30 N12 C29 C28 176.3(3) . . . . ?
C28 N11 C34 C35 -164.1(3) . . . . ?
C28 N11 C34 C36 -43.7(4) . . . . ?
C28 N11 C34 C37 75.9(4) . . . . ?
C55 N16 C53 C54 -75.3(4) . . . . ?
C20 N7 C14 C15 177.5(4) . . . . ?
C16 N8 C15 C14 175.3(4) . . . . ?
C45 N44 C43 C42 -156.1(4) . . . . ?
C14 N7 C20 C21 175.0(4) . . . . ?
C14 N7 C20 C22 53.0(5) . . . . ?
C14 N7 C20 C23 -66.2(5) . . . . ?
C29 N12 C30 C31 167.1(3) . . . . ?
C29 N12 C30 C32 -76.0(4) . . . . ?
C29 N12 C30 C33 45.1(5) . . . . ?
C15 N8 C16 C17 176.2(4) . . . . ?
C15 N8 C16 C18 -65.9(4) . . . . ?
C15 N8 C16 C19 52.8(5) . . . . ?
C26 N9 C24 C25 -54.5(5) . . . . ?
C42 N15 C49 C50 -55.5(4) . . . . ?
C42 N15 C49 C51 66.3(4) . . . . ?
C42 N15 C49 C52 -176.8(3) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.785 -0.535 -0.948 1551.6 47.4 ?
2 0.011 0.438 0.093 0.0 0.0 ?
3 0.033 0.354 0.173 0.0 0.0 ?
4 0.044 0.688 0.568 0.0 -0.0 ?
5 0.056 0.292 0.204 0.0 0.0 ?
6 0.067 0.281 0.216 0.0 0.0 ?
7 0.089 0.292 0.216 0.0 0.0 ?
8 0.100 0.271 0.364 0.0 0.0 ?
9 0.111 0.385 0.463 0.0 0.0 ?
10 0.111 0.417 0.438 0.0 0.0 ?
11 0.111 0.427 0.432 0.0 0.0 ?
12 0.111 0.656 0.543 0.0 0.0 ?
13 0.122 0.177 0.463 0.0 0.0 ?
14 0.122 0.375 0.463 0.0 0.0 ?
15 0.122 0.406 0.432 0.0 0.0 ?
16 0.133 0.385 0.889 0.0 0.0 ?
17 0.189 0.177 0.111 0.0 0.0 ?
18 0.222 0.292 0.086 0.0 0.0 ?
19 0.222 0.385 0.395 0.0 0.0 ?
20 0.222 0.542 0.793 0.0 0.0 ?
21 0.244 0.771 0.216 0.0 0.0 ?
22 0.256 0.250 0.191 0.0 0.0 ?
23 0.267 0.969 0.469 0.0 0.0 ?
24 0.289 0.938 0.469 0.0 0.0 ?
25 0.311 0.948 0.444 0.0 0.0 ?
26 0.311 0.958 0.432 0.0 0.0 ?
27 0.322 0.927 0.451 0.0 0.0 ?
28 0.344 0.771 0.241 0.0 0.0 ?
29 0.356 0.583 0.056 0.0 0.0 ?
30 0.367 0.573 0.062 0.0 0.0 ?
31 0.367 0.583 0.049 0.0 0.0 ?
32 0.389 0.031 0.383 0.0 0.0 ?
33 0.389 0.969 0.667 0.0 0.0 ?
34 0.400 0.010 0.389 0.0 0.0 ?
35 0.400 0.958 0.667 0.0 0.0 ?
36 0.411 0.760 0.660 0.0 0.0 ?
37 0.422 0.760 0.667 0.0 0.0 ?
38 0.422 0.771 0.673 0.0 0.0 ?
39 0.433 0.812 0.117 0.0 0.0 ?
40 0.567 0.188 0.883 0.0 0.0 ?
41 0.578 0.229 0.327 0.0 0.0 ?
42 0.578 0.240 0.333 0.0 0.0 ?
43 0.589 0.240 0.340 0.0 0.0 ?
44 0.600 0.042 0.333 0.0 0.0 ?
45 0.600 0.990 0.611 0.0 0.0 ?
46 0.611 0.031 0.333 0.0 0.0 ?
47 0.611 0.969 0.617 0.0 0.0 ?
48 0.633 0.417 0.951 0.0 0.0 ?
49 0.633 0.427 0.938 0.0 0.0 ?
50 0.644 0.417 0.944 0.0 0.0 ?
51 0.656 0.229 0.759 0.0 0.0 ?
52 0.678 0.073 0.549 0.0 0.0 ?
53 0.689 0.042 0.568 0.0 0.0 ?
54 0.689 0.052 0.556 0.0 0.0 ?
55 0.711 0.062 0.531 0.0 0.0 ?
56 0.733 0.031 0.531 0.0 0.0 ?
57 0.744 0.750 0.809 0.0 0.0 ?
58 0.756 0.229 0.784 0.0 0.0 ?
59 0.778 0.458 0.207 0.0 0.0 ?
60 0.778 0.615 0.605 0.0 0.0 ?
61 0.778 0.708 0.914 0.0 0.0 ?
62 0.811 0.823 0.889 0.0 0.0 ?
63 0.867 0.615 0.111 0.0 0.0 ?
64 0.878 0.594 0.568 0.0 0.0 ?
65 0.878 0.625 0.537 0.0 0.0 ?
66 0.878 0.823 0.537 0.0 0.0 ?
67 0.889 0.344 0.457 0.0 0.0 ?
68 0.889 0.573 0.568 0.0 0.0 ?
69 0.889 0.583 0.562 0.0 0.0 ?
70 0.889 0.615 0.537 0.0 0.0 ?
71 0.900 0.729 0.636 0.0 0.0 ?
72 0.911 0.708 0.784 0.0 0.0 ?
73 0.933 0.719 0.784 0.0 0.0 ?
74 0.944 0.708 0.796 0.0 0.0 ?
75 0.956 0.312 0.432 0.0 -0.0 ?
76 0.967 0.646 0.827 0.0 0.0 ?
77 0.989 0.562 0.907 0.0 0.0 ?

_smtbx_masks_void_probe_radius   0.3
_smtbx_masks_void_truncation_radius 1.2
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a loop with paratone oil'
_olex2_submission_original_sample_id DRR-2-023
_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
####################################################################### 
# 
# 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_drr-2-018_l_sq
_database_code_depnum_ccdc_archive 'CCDC 1988238'
loop_
_audit_author_name
_audit_author_address
'John Bacsa'
;Emory University
United States of America
;
_audit_update_record             
;
2020-03-04 deposited with the CCDC.	2020-05-18 downloaded from the CCDC.
;
_audit_creation_date             2019-06-12
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C56 H128 Ce N16 P4'
_chemical_formula_sum            'C56 H128 Ce N16 P4'
_chemical_formula_weight         1289.74
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
Ce Ce -0.2490 2.6330 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1020 0.0940 '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      tetragonal
_space_group_IT_number           82
_space_group_name_H-M_alt        'I -4'
_space_group_name_Hall           'I -4'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'y, -x, -z'
'-x, -y, z'
'-y, x, -z'
'x+1/2, y+1/2, z+1/2'
'y+1/2, -x+1/2, -z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-y+1/2, x+1/2, -z+1/2'

_cell_length_a                   13.3726(10)
_cell_length_b                   13.3726(10)
_cell_length_c                   21.0511(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3764.5(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9667
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      36.25
_cell_measurement_theta_min      3.05
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.732
_exptl_absorpt_correction_T_max  0.5676
_exptl_absorpt_correction_T_min  0.5287
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v.2016/2. (Krause, L. et al, 2015)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.138
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1388
_exptl_crystal_recrystallization_method 
'The material was recrystallised from --- by as supplied'
_exptl_crystal_size_max          0.355
_exptl_crystal_size_mid          0.326
_exptl_crystal_size_min          0.301
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            44868
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.303
_diffrn_reflns_theta_min         2.896
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 VENTURE diffractometer'
_diffrn_measurement_method       'φ and ω scans with a narrow frame width'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_current           35
_diffrn_source_voltage           45
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.936
_reflns_Friedel_fraction_full    0.957
_reflns_Friedel_fraction_max     0.978
_reflns_number_gt                8979
_reflns_number_total             9035
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2016)'
_computing_data_collection       'APEX2  v2014.1-1 (Bruker, 2014)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_refine_diff_density_max         1.256
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.070
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.189(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         9035
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0266
_refine_ls_R_factor_gt           0.0263
_refine_ls_restrained_S_all      1.048
_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)+(0.0424P)²+1.5350P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0689
_refine_ls_wR_factor_ref         0.0692
_refine_special_details          
'Refined as a 2-component inversion twin.,SQUEEZE'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.811(8)
 0.189(8)
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C2(H2A,H2B), C1(H1A,H1B), C13(H13A,H13B)
3.b Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C),
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C14(H14A,H14B,H14C), C6(H6A,H6B,H6C)
;
_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
Ce1 Ce 0.500000 0.500000 0.500000 0.01399(4) Uani 1 4 d S T P . .
P1 P 0.36037(4) 0.32095(3) 0.60483(2) 0.01537(8) Uani 1 1 d . . . . .
N4 N 0.32922(14) 0.21462(12) 0.56771(7) 0.0195(3) Uani 1 1 d . . . . .
N2 N 0.26276(12) 0.34670(13) 0.65230(7) 0.0183(3) Uani 1 1 d . . . . .
N1 N 0.39984(14) 0.40212(12) 0.55813(8) 0.0200(3) Uani 1 1 d . . . . .
N3 N 0.43191(12) 0.28699(13) 0.66761(7) 0.0192(3) Uani 1 1 d . . . . .
C11 C 0.35388(13) 0.19636(13) 0.50091(16) 0.0226(3) Uani 1 1 d . . . . .
H11A H 0.407997 0.145957 0.498770 0.027 Uiso 1 1 calc R . . . .
H11B H 0.379745 0.259083 0.482086 0.027 Uiso 1 1 calc R . . . .
C12 C 0.2657(2) 0.15982(18) 0.46114(11) 0.0274(4) Uani 1 1 d . . . . .
H12A H 0.287222 0.150776 0.417000 0.041 Uiso 1 1 calc GR . . . .
H12B H 0.211737 0.209279 0.462812 0.041 Uiso 1 1 calc GR . . . .
H12C H 0.241685 0.095929 0.478062 0.041 Uiso 1 1 calc GR . . . .
C7 C 0.16371(14) 0.38413(15) 0.63258(9) 0.0196(3) Uani 1 1 d . . . . .
C8 C 0.0840(2) 0.3371(3) 0.67494(16) 0.0421(7) Uani 1 1 d . . . . .
H8A H 0.096470 0.265093 0.678686 0.063 Uiso 1 1 calc GR . . . .
H8B H 0.017841 0.348057 0.656173 0.063 Uiso 1 1 calc GR . . . .
H8C H 0.086493 0.367823 0.717162 0.063 Uiso 1 1 calc GR . . . .
C3 C 0.54060(15) 0.26270(15) 0.66324(10) 0.0208(3) Uani 1 1 d . . . . .
C9 C 0.14066(19) 0.35644(19) 0.56397(12) 0.0286(4) Uani 1 1 d . . . . .
H9A H 0.199357 0.369942 0.537448 0.043 Uiso 1 1 calc GR . . . .
H9B H 0.084002 0.396321 0.548795 0.043 Uiso 1 1 calc GR . . . .
H9C H 0.123771 0.285233 0.561492 0.043 Uiso 1 1 calc GR . . . .
C2 C 0.40160(17) 0.34522(17) 0.72311(9) 0.0235(3) Uani 1 1 d . . . . .
H2A H 0.429422 0.413760 0.721160 0.028 Uiso 1 1 calc R . . . .
H2B H 0.424516 0.312822 0.762812 0.028 Uiso 1 1 calc R . . . .
C10 C 0.1616(2) 0.49872(17) 0.63792(11) 0.0275(4) Uani 1 1 d . . . . .
H10A H 0.183241 0.518695 0.680541 0.041 Uiso 1 1 calc GR . . . .
H10B H 0.093400 0.522819 0.630388 0.041 Uiso 1 1 calc GR . . . .
H10C H 0.206760 0.527712 0.606222 0.041 Uiso 1 1 calc GR . . . .
C1 C 0.28690(16) 0.34740(16) 0.71978(9) 0.0221(3) Uani 1 1 d . . . . .
H1A H 0.258087 0.288125 0.741208 0.027 Uiso 1 1 calc R . . . .
H1B H 0.260427 0.408468 0.740368 0.027 Uiso 1 1 calc R . . . .
C4 C 0.56318(17) 0.18186(17) 0.71322(10) 0.0244(3) Uani 1 1 d . . . . .
H4A H 0.552309 0.209333 0.755826 0.037 Uiso 1 1 calc GR . . . .
H4B H 0.632892 0.160219 0.709078 0.037 Uiso 1 1 calc GR . . . .
H4C H 0.518730 0.124536 0.706607 0.037 Uiso 1 1 calc GR . . . .
C13 C 0.27955(18) 0.13397(15) 0.60229(10) 0.0240(3) Uani 1 1 d . . . . .
H13A H 0.213039 0.122541 0.582957 0.029 Uiso 1 1 calc R . . . .
H13B H 0.268612 0.155994 0.646652 0.029 Uiso 1 1 calc R . . . .
C5 C 0.56539(17) 0.21937(18) 0.59791(11) 0.0267(4) Uani 1 1 d . . . . .
H5A H 0.557292 0.271364 0.565504 0.040 Uiso 1 1 calc GR . . . .
H5B H 0.520130 0.163602 0.588651 0.040 Uiso 1 1 calc GR . . . .
H5C H 0.634629 0.195372 0.597681 0.040 Uiso 1 1 calc GR . . . .
C14 C 0.3363(2) 0.03456(16) 0.60337(12) 0.0296(4) Uani 1 1 d . . . . .
H14A H 0.342894 0.008998 0.559935 0.044 Uiso 1 1 calc GR . . . .
H14B H 0.299517 -0.013929 0.629273 0.044 Uiso 1 1 calc GR . . . .
H14C H 0.402981 0.044977 0.621578 0.044 Uiso 1 1 calc GR . . . .
C6 C 0.60720(19) 0.35545(19) 0.67478(14) 0.0309(4) Uani 1 1 d . . . . .
H6A H 0.588030 0.408765 0.645245 0.046 Uiso 1 1 calc GR . . . .
H6B H 0.677432 0.337609 0.667844 0.046 Uiso 1 1 calc GR . . . .
H6C H 0.598339 0.378775 0.718549 0.046 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
Ce1 N1 2.2370(17) 3_665 ?
Ce1 N1 2.2370(17) 2_566 ?
Ce1 N1 2.2370(17) . ?
Ce1 N1 2.2370(17) 4_656 ?
P1 N4 1.6751(17) . ?
P1 N2 1.6796(16) . ?
P1 N1 1.5567(17) . ?
P1 N3 1.6935(16) . ?
N4 C11 1.465(4) . ?
N4 C13 1.461(3) . ?
N2 C7 1.475(2) . ?
N2 C1 1.457(2) . ?
N3 C3 1.492(3) . ?
N3 C2 1.461(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.526(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C7 C8 1.526(3) . ?
C7 C9 1.523(3) . ?
C7 C10 1.537(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C3 C4 1.538(3) . ?
C3 C5 1.529(3) . ?
C3 C6 1.546(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.536(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.531(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?

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
N1 Ce1 N1 107.41(4) 3_665 4_656 ?
N1 Ce1 N1 113.68(9) 4_656 2_566 ?
N1 Ce1 N1 107.41(4) 3_665 2_566 ?
N1 Ce1 N1 107.41(4) 2_566 . ?
N1 Ce1 N1 107.41(4) 4_656 . ?
N1 Ce1 N1 113.68(9) 3_665 . ?
N4 P1 N2 104.97(9) . . ?
N4 P1 N3 106.07(9) . . ?
N2 P1 N3 91.70(8) . . ?
N1 P1 N4 112.44(9) . . ?
N1 P1 N2 119.76(9) . . ?
N1 P1 N3 119.23(10) . . ?
C11 N4 P1 122.23(13) . . ?
C13 N4 P1 120.48(13) . . ?
C13 N4 C11 117.24(15) . . ?
C7 N2 P1 126.85(12) . . ?
C1 N2 P1 114.16(13) . . ?
C1 N2 C7 118.11(14) . . ?
P1 N1 Ce1 163.02(11) . . ?
C3 N3 P1 124.09(13) . . ?
C2 N3 P1 108.93(12) . . ?
C2 N3 C3 115.81(16) . . ?
N4 C11 H11A 108.8 . . ?
N4 C11 H11B 108.8 . . ?
N4 C11 C12 113.97(17) . . ?
H11A C11 H11B 107.7 . . ?
C12 C11 H11A 108.8 . . ?
C12 C11 H11B 108.8 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C7 C8 108.83(16) . . ?
N2 C7 C9 111.48(16) . . ?
N2 C7 C10 109.53(18) . . ?
C8 C7 C10 110.8(2) . . ?
C9 C7 C8 108.2(2) . . ?
C9 C7 C10 107.94(17) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N3 C3 C4 107.58(16) . . ?
N3 C3 C5 110.43(17) . . ?
N3 C3 C6 112.13(17) . . ?
C4 C3 C6 110.07(18) . . ?
C5 C3 C4 107.84(17) . . ?
C5 C3 C6 108.69(19) . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C2 H2A 110.8 . . ?
N3 C2 H2B 110.8 . . ?
N3 C2 C1 104.51(16) . . ?
H2A C2 H2B 108.9 . . ?
C1 C2 H2A 110.8 . . ?
C1 C2 H2B 110.8 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C1 C2 105.41(15) . . ?
N2 C1 H1A 110.7 . . ?
N2 C1 H1B 110.7 . . ?
C2 C1 H1A 110.7 . . ?
C2 C1 H1B 110.7 . . ?
H1A C1 H1B 108.8 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N4 C13 H13A 108.5 . . ?
N4 C13 H13B 108.5 . . ?
N4 C13 C14 115.01(19) . . ?
H13A C13 H13B 107.5 . . ?
C14 C13 H13A 108.5 . . ?
C14 C13 H13B 108.5 . . ?
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 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 N4 C11 C12 -130.61(17) . . . . ?
P1 N4 C13 C14 -120.16(19) . . . . ?
P1 N2 C7 C8 144.0(2) . . . . ?
P1 N2 C7 C9 24.7(3) . . . . ?
P1 N2 C7 C10 -94.7(2) . . . . ?
P1 N2 C1 C2 11.6(2) . . . . ?
P1 N3 C3 C4 -147.22(16) . . . . ?
P1 N3 C3 C5 -29.8(2) . . . . ?
P1 N3 C3 C6 91.6(2) . . . . ?
P1 N3 C2 C1 41.47(19) . . . . ?
N4 P1 N2 C7 -73.36(18) . . . . ?
N4 P1 N2 C1 117.69(15) . . . . ?
N4 P1 N1 Ce1 -95.4(4) . . . . ?
N4 P1 N3 C3 80.85(18) . . . . ?
N4 P1 N3 C2 -137.16(15) . . . . ?
N2 P1 N4 C11 141.83(15) . . . . ?
N2 P1 N4 C13 -40.87(18) . . . . ?
N2 P1 N1 Ce1 140.7(3) . . . . ?
N2 P1 N3 C3 -173.04(17) . . . . ?
N2 P1 N3 C2 -31.05(16) . . . . ?
N1 P1 N4 C11 10.05(19) . . . . ?
N1 P1 N4 C13 -172.65(16) . . . . ?
N1 P1 N2 C7 54.1(2) . . . . ?
N1 P1 N2 C1 -114.87(15) . . . . ?
N1 P1 N3 C3 -47.2(2) . . . . ?
N1 P1 N3 C2 94.79(16) . . . . ?
N3 P1 N4 C11 -121.91(16) . . . . ?
N3 P1 N4 C13 55.38(18) . . . . ?
N3 P1 N2 C7 179.51(18) . . . . ?
N3 P1 N2 C1 10.56(16) . . . . ?
N3 P1 N1 Ce1 29.7(4) . . . . ?
N3 C2 C1 N2 -32.4(2) . . . . ?
C11 N4 C13 C14 57.3(3) . . . . ?
C7 N2 C1 C2 -158.40(17) . . . . ?
C3 N3 C2 C1 -173.03(16) . . . . ?
C2 N3 C3 C4 73.1(2) . . . . ?
C2 N3 C3 C5 -169.44(18) . . . . ?
C2 N3 C3 C6 -48.1(2) . . . . ?
C1 N2 C7 C8 -47.4(3) . . . . ?
C1 N2 C7 C9 -166.74(19) . . . . ?
C1 N2 C7 C10 73.9(2) . . . . ?
C13 N4 C11 C12 52.0(2) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.754 -0.600 -0.645 1596.9 71.0 ?
2 0.033 0.256 0.250 0.0 0.0 ?
3 0.033 0.733 0.792 0.0 0.0 ?
4 0.033 0.744 0.799 0.0 0.0 ?
5 0.044 0.711 0.792 0.0 0.0 ?
6 0.056 0.700 0.792 0.0 0.0 ?
7 0.200 0.444 0.708 0.0 0.0 ?
8 0.211 0.456 0.708 0.0 0.0 ?
9 0.233 0.467 0.708 0.0 0.0 ?
10 0.244 0.467 0.701 0.0 0.0 ?
11 0.244 0.533 0.250 0.0 0.0 ?
12 0.256 0.033 0.201 0.0 0.0 ?
13 0.256 0.967 0.750 0.0 0.0 ?
14 0.267 0.033 0.208 0.0 0.0 ?
15 0.289 0.044 0.208 0.0 0.0 ?
16 0.300 0.056 0.208 0.0 0.0 ?
17 0.444 0.800 0.292 0.0 0.0 ?
18 0.456 0.789 0.292 0.0 0.0 ?
19 0.467 0.244 0.750 0.0 0.0 ?
20 0.467 0.756 0.299 0.0 0.0 ?
21 0.467 0.767 0.292 0.0 0.0 ?
22 0.533 0.233 0.292 0.0 0.0 ?
23 0.533 0.244 0.299 0.0 0.0 ?
24 0.533 0.756 0.750 0.0 0.0 ?
25 0.544 0.211 0.292 0.0 0.0 ?
26 0.556 0.200 0.292 0.0 0.0 ?
27 0.700 0.944 0.208 0.0 0.0 ?
28 0.711 0.956 0.208 0.0 0.0 ?
29 0.733 0.967 0.208 0.0 0.0 ?
30 0.744 0.033 0.750 0.0 0.0 ?
31 0.744 0.967 0.201 0.0 0.0 ?
32 0.756 0.467 0.250 0.0 0.0 ?
33 0.756 0.533 0.701 0.0 0.0 ?
34 0.767 0.533 0.708 0.0 0.0 ?
35 0.789 0.544 0.708 0.0 0.0 ?
36 0.800 0.556 0.708 0.0 0.0 ?
37 0.944 0.300 0.792 0.0 0.0 ?
38 0.956 0.289 0.792 0.0 0.0 ?
39 0.967 0.256 0.799 0.0 0.0 ?
40 0.967 0.267 0.792 0.0 0.0 ?
41 0.967 0.744 0.250 0.0 0.0 ?

_smtbx_masks_void_probe_radius   0.5
_smtbx_masks_void_truncation_radius 1.2
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a loop with paratone oil'
_olex2_submission_original_sample_id DRR-2-018
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.811(8)
2 0.189(8)

