# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_MCG1
_database_code_depnum_ccdc_archive 'CCDC 2101940'
loop_
_audit_author_name
_audit_author_address
'Peter Horton'
;University of Southampton
United Kingdom
;
_audit_update_record             
;
2021-08-06 deposited with the CCDC.	2021-08-31 downloaded from the CCDC.
;

#2011pnh0062

_audit_creation_date             2020-05-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C32 H64 Li2 O16), C12 H4 N4'
_chemical_formula_sum            'C28 H36 Li N4 O8'
_chemical_formula_weight         563.55
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12H4N4 C8H16O4 Li'
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'
Li Li 0.0008 0.0003 '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'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   16.8468(3)
_cell_length_b                   20.5523(4)
_cell_length_c                   8.3102(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.541(2)
_cell_angle_gamma                90
_cell_volume                     2877.20(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8113
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.3380
_cell_measurement_theta_min      5.2250
_shelx_estimated_absorpt_T_max   0.962
_shelx_estimated_absorpt_T_min   0.764
_exptl_absorpt_coefficient_mu    0.788
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60903
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.79a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic dark blue'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1196
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0600
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            24070
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        66.564
_diffrn_reflns_theta_max         66.564
_diffrn_reflns_theta_min         3.392
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 22.2222
_diffrn_detector_type            'Rigaku HG Saturn944+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -130.00  50.00   2.00   15.00    --  -40.00  60.00  90.00   90
  2  ω   -130.00  50.00   2.00   15.00    --  -40.00  60.00   0.00   90
  3  ω    -88.00   6.00   2.00   15.00    --  -40.00  30.00 270.00   47
  4  ω   -130.00 -62.00   2.00   15.00    --  -40.00  60.00 180.00   34
  5  ω   -120.00 -88.00   2.00   15.00    --  -40.00   0.00 270.00   16
  6  ω   -180.00   0.00   2.00   60.00    --  -90.00  30.00 270.00   90
  7  ω   -180.00   0.00   2.00   60.00    --  -90.00  60.00 120.00   90
  8  ω   -180.00   0.00   2.00   60.00    --  -90.00  60.00 240.00   90
  9  ω   -180.00   0.00   2.00   60.00    --  -90.00  10.00   0.00   90
 10  ω   -180.00   0.00   2.00   60.00    --  -90.00  60.00  90.00   90
 11  ω   -180.00   0.00   2.00   60.00    --  -90.00  50.00   0.00   90
 12  ω   -180.00   0.00   2.00   60.00    --  -90.00  60.00 270.00   90
 13  ω   -179.00 -11.00   2.00   60.00    --  -90.00  20.00 180.00   84
 14  ω   -179.00 -21.00   2.00   60.00    --  -90.00  60.00 180.00   79
 15  ω   -180.00 -48.00   2.00   60.00    --  -90.00  60.00   0.00   66
 16  ω   -180.00 -80.00   2.00   60.00    --  -90.00  20.00  90.00   50
 17  ω   -165.00-105.00   2.00   60.00    --  -90.00  50.00  90.00   30
;
_diffrn_measurement_device       'four-circle quarter χ goniometer'
_diffrn_measurement_device_type  
'Rigaku 007HF equipped with Varimax confocal mirrors and an AFC11 goniometer and HG Saturn 944+ detector'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroLoop'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0795681000
_diffrn_orient_matrix_UB_12      0.0252605000
_diffrn_orient_matrix_UB_13      0.0679716000
_diffrn_orient_matrix_UB_21      0.0423778000
_diffrn_orient_matrix_UB_22      -0.0607343000
_diffrn_orient_matrix_UB_23      -0.0659682000
_diffrn_orient_matrix_UB_31      0.0154767000
_diffrn_orient_matrix_UB_32      0.0359811000
_diffrn_orient_matrix_UB_33      -0.1592703000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'Confocal mirrors, Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           30.0
_diffrn_source_power             1.2
_diffrn_source_target            Cu
_diffrn_source_type              'Rigaku 007HF'
_diffrn_source_voltage           40.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1944
_reflns_number_total             2545
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 1.171.40.79a (Rigaku OD, 2020)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.40.79a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.173
_refine_diff_density_min         -0.144
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       0.00033(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         2545
_refine_ls_number_restraints     474
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0388
_refine_ls_restrained_S_all      0.975
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0463P)²+1.3963P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0929
_refine_ls_wR_factor_ref         0.1014
_refine_special_details          
'the crown ether is disordered, requiring the use of restraints'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.02 and sigma
for terminal atoms of 0.04 within 2A
3. Same fragment restrains
{C11, C12, C13, C14, C15, C16, C17, C18, O11, O12, O13, O14} sigma for 1-2:
0.02, 1-3: 0.04
as in
{C21, C22, C23, C24, C25, C26, C27, C28, O21, O22, O23, O24}
4. Others
 Sof(C21)=Sof(H21A)=Sof(H21B)=Sof(C22)=Sof(H22A)=Sof(H22B)=Sof(C23)=Sof(H23A)=
 Sof(H23B)=Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(C25)=Sof(H25A)=Sof(H25B)=Sof(C26)=
 Sof(H26A)=Sof(H26B)=Sof(C27)=Sof(H27A)=Sof(H27B)=Sof(C28)=Sof(H28A)=Sof(H28B)=
 Sof(O21)=Sof(O22)=Sof(O23)=Sof(O24)=1-FVAR(1)
 Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(C13)=Sof(H13A)=
 Sof(H13B)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(C16)=
 Sof(H16A)=Sof(H16B)=Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(C18)=Sof(H18A)=Sof(H18B)=
 Sof(O11)=Sof(O12)=Sof(O13)=Sof(O14)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,
 H15B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C21(H21A,H21B),
 C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B),
  C27(H27A,H27B), C28(H28A,H28B)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3)
;
_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
Li1 Li 0.000000 0.17553(17) 0.750000 0.0333(7) Uani 1 2 d S T P . .
C1 C 0.06742(8) 0.51248(7) 0.90271(17) 0.0321(4) Uani 1 1 d . U . . .
C2 C 0.01940(8) 0.56391(7) 0.96181(18) 0.0341(4) Uani 1 1 d . U . . .
H2 H 0.032469 0.607587 0.935655 0.041 Uiso 1 1 calc R U . . .
C3 C 0.04493(8) 0.44814(7) 0.94490(18) 0.0344(4) Uani 1 1 d . U . . .
H3 H 0.075585 0.412589 0.907017 0.041 Uiso 1 1 calc R U . . .
C4 C 0.13458(8) 0.52539(7) 0.80592(18) 0.0336(4) Uani 1 1 d . U . . .
C5 C 0.15582(8) 0.58987(8) 0.76476(17) 0.0345(4) Uani 1 1 d . U . . .
C6 C 0.18380(8) 0.47501(8) 0.74725(18) 0.0349(4) Uani 1 1 d . U . . .
N1 N 0.17254(8) 0.64272(7) 0.73271(16) 0.0437(4) Uani 1 1 d . U . . .
N2 N 0.22443(8) 0.43393(7) 0.70009(17) 0.0459(4) Uani 1 1 d . U . . .
C11 C 0.1399(5) 0.1178(3) 0.9762(9) 0.0443(16) Uani 0.504(2) 1 d D U P A 1
H11A H 0.158246 0.104659 1.085005 0.053 Uiso 0.504(2) 1 calc R U P A 1
H11B H 0.186283 0.133089 0.914572 0.053 Uiso 0.504(2) 1 calc R U P A 1
C12 C 0.1015(3) 0.0620(3) 0.8929(6) 0.0459(12) Uani 0.504(2) 1 d D U P A 1
H12A H 0.140537 0.026376 0.880895 0.055 Uiso 0.504(2) 1 calc R U P A 1
H12B H 0.057194 0.045615 0.958979 0.055 Uiso 0.504(2) 1 calc R U P A 1
C13 C 0.1312(6) 0.0788(7) 0.6174(10) 0.065(2) Uani 0.504(2) 1 d D U P A 1
H13A H 0.144886 0.033190 0.590810 0.078 Uiso 0.504(2) 1 calc R U P A 1
H13B H 0.179898 0.101132 0.655787 0.078 Uiso 0.504(2) 1 calc R U P A 1
C14 C 0.0981(3) 0.1125(3) 0.4730(7) 0.0545(13) Uani 0.504(2) 1 d D U P A 1
H14A H 0.138630 0.113783 0.387650 0.065 Uiso 0.504(2) 1 calc R U P A 1
H14B H 0.051735 0.087894 0.431235 0.065 Uiso 0.504(2) 1 calc R U P A 1
C15 C 0.1335(8) 0.2264(5) 0.5112(17) 0.064(3) Uani 0.504(2) 1 d D U P A 1
H15A H 0.143931 0.239858 0.398980 0.077 Uiso 0.504(2) 1 calc R U P A 1
H15B H 0.183207 0.208338 0.557177 0.077 Uiso 0.504(2) 1 calc R U P A 1
C16 C 0.1094(3) 0.2814(3) 0.6027(7) 0.0539(14) Uani 0.504(2) 1 d D U P A 1
H16A H 0.066143 0.303968 0.543802 0.065 Uiso 0.504(2) 1 calc R U P A 1
H16B H 0.154718 0.311935 0.611365 0.065 Uiso 0.504(2) 1 calc R U P A 1
C17 C 0.1458(6) 0.2627(5) 0.8752(9) 0.0453(17) Uani 0.504(2) 1 d D U P A 1
H17A H 0.165310 0.306915 0.900960 0.054 Uiso 0.504(2) 1 calc R U P A 1
H17B H 0.190266 0.237188 0.830369 0.054 Uiso 0.504(2) 1 calc R U P A 1
C18 C 0.1154(5) 0.2305(3) 1.0236(9) 0.0459(17) Uani 0.504(2) 1 d D U P A 1
H18A H 0.159429 0.225284 1.102252 0.055 Uiso 0.504(2) 1 calc R U P A 1
H18B H 0.074435 0.258450 1.073172 0.055 Uiso 0.504(2) 1 calc R U P A 1
O11 O 0.08200(12) 0.16824(12) 0.9874(3) 0.0368(6) Uani 0.504(2) 1 d D U P A 1
O12 O 0.07195(13) 0.08044(11) 0.7381(3) 0.0430(7) Uani 0.504(2) 1 d D U P A 1
O13 O 0.07394(13) 0.17818(13) 0.5120(3) 0.0445(7) Uani 0.504(2) 1 d D U P A 1
O14 O 0.08262(13) 0.26621(12) 0.7616(3) 0.0411(7) Uani 0.504(2) 1 d D U P A 1
C21 C 0.1157(3) 0.0567(3) 0.8171(6) 0.0529(13) Uani 0.496(2) 1 d D U P A 2
H21A H 0.074045 0.023499 0.798540 0.063 Uiso 0.496(2) 1 calc R U P A 2
H21B H 0.160595 0.035464 0.874042 0.063 Uiso 0.496(2) 1 calc R U P A 2
C22 C 0.1432(6) 0.0815(6) 0.6607(10) 0.057(2) Uani 0.496(2) 1 d D U P A 2
H22A H 0.186012 0.113878 0.677319 0.068 Uiso 0.496(2) 1 calc R U P A 2
H22B H 0.164215 0.045385 0.594951 0.068 Uiso 0.496(2) 1 calc R U P A 2
C23 C 0.1020(3) 0.1481(3) 0.4427(6) 0.0463(12) Uani 0.496(2) 1 d D U P A 2
H23A H 0.055332 0.157321 0.372891 0.056 Uiso 0.496(2) 1 calc R U P A 2
H23B H 0.140729 0.122830 0.379360 0.056 Uiso 0.496(2) 1 calc R U P A 2
C24 C 0.1382(6) 0.2096(5) 0.4964(16) 0.0455(18) Uani 0.496(2) 1 d D U P A 2
H24A H 0.183848 0.201078 0.569231 0.055 Uiso 0.496(2) 1 calc R U P A 2
H24B H 0.156864 0.235132 0.403137 0.055 Uiso 0.496(2) 1 calc R U P A 2
C25 C 0.1055(3) 0.2986(3) 0.6751(6) 0.0434(12) Uani 0.496(2) 1 d D U P A 2
H25A H 0.061097 0.328353 0.700378 0.052 Uiso 0.496(2) 1 calc R U P A 2
H25B H 0.144922 0.323242 0.611715 0.052 Uiso 0.496(2) 1 calc R U P A 2
C26 C 0.1431(6) 0.2754(4) 0.8274(9) 0.0391(15) Uani 0.496(2) 1 d D U P A 2
H26A H 0.187959 0.245781 0.804540 0.047 Uiso 0.496(2) 1 calc R U P A 2
H26B H 0.163178 0.312580 0.891867 0.047 Uiso 0.496(2) 1 calc R U P A 2
C27 C 0.1104(5) 0.2065(3) 1.0485(10) 0.0406(15) Uani 0.496(2) 1 d D U P A 2
H27A H 0.065938 0.198931 1.123227 0.049 Uiso 0.496(2) 1 calc R U P A 2
H27B H 0.151190 0.232625 1.105887 0.049 Uiso 0.496(2) 1 calc R U P A 2
C28 C 0.1451(5) 0.1431(3) 1.0001(9) 0.0391(14) Uani 0.496(2) 1 d D U P A 2
H28A H 0.191091 0.150034 0.928887 0.047 Uiso 0.496(2) 1 calc R U P A 2
H28B H 0.163208 0.118577 1.096207 0.047 Uiso 0.496(2) 1 calc R U P A 2
O21 O 0.08423(15) 0.10802(14) 0.9172(3) 0.0417(7) Uani 0.496(2) 1 d D U P A 2
O22 O 0.07762(13) 0.11083(12) 0.5814(3) 0.0431(7) Uani 0.496(2) 1 d D U P A 2
O23 O 0.07602(14) 0.24445(14) 0.5807(3) 0.0410(7) Uani 0.496(2) 1 d D U P A 2
O24 O 0.08210(12) 0.24205(10) 0.9108(3) 0.0357(6) Uani 0.496(2) 1 d 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
Li1 O11 2.403(2) 2_556 ?
Li1 O11 2.403(2) . ?
Li1 O12 2.302(4) 2_556 ?
Li1 O12 2.302(4) . ?
Li1 O13 2.348(3) 2_556 ?
Li1 O13 2.348(3) . ?
Li1 O14 2.328(4) . ?
Li1 O14 2.328(4) 2_556 ?
Li1 O21 2.415(3) . ?
Li1 O21 2.415(3) 2_556 ?
Li1 O22 2.340(3) . ?
Li1 O22 2.340(3) 2_556 ?
Li1 O23 2.379(3) . ?
Li1 O23 2.379(3) 2_556 ?
Li1 O24 2.352(3) . ?
Li1 O24 2.352(3) 2_556 ?
C1 C2 1.421(2) . ?
C1 C3 1.420(2) . ?
C1 C4 1.419(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.361(2) 5_567 ?
C3 H3 0.9500 . ?
C4 C5 1.415(2) . ?
C4 C6 1.416(2) . ?
C5 N1 1.154(2) . ?
C6 N2 1.1574(19) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.484(8) . ?
C11 O11 1.427(7) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 O12 1.427(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.490(10) . ?
C13 O12 1.422(10) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 O13 1.447(6) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.424(11) . ?
C15 O13 1.409(12) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 O14 1.434(6) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.494(9) . ?
C17 O14 1.417(8) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 O11 1.429(7) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.475(11) . ?
C21 O21 1.447(5) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 O22 1.415(10) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.471(11) . ?
C23 O22 1.447(5) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 O23 1.454(10) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.489(8) . ?
C25 O23 1.447(5) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 O24 1.422(9) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.486(8) . ?
C27 O24 1.435(7) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 O21 1.426(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
O11 Li1 O11 172.8(2) . 2_556 ?
O11 Li1 O21 140.07(17) . 2_556 ?
O11 Li1 O21 33.02(8) 2_556 2_556 ?
O12 Li1 O11 71.55(9) . . ?
O12 Li1 O11 102.16(12) . 2_556 ?
O12 Li1 O11 71.55(9) 2_556 2_556 ?
O12 Li1 O11 102.16(12) 2_556 . ?
O12 Li1 O12 63.83(15) . 2_556 ?
O12 Li1 O13 72.53(10) 2_556 2_556 ?
O12 Li1 O13 109.85(13) . 2_556 ?
O12 Li1 O13 72.53(10) . . ?
O12 Li1 O13 109.85(13) 2_556 . ?
O12 Li1 O14 111.50(8) . . ?
O12 Li1 O14 173.11(10) . 2_556 ?
O12 Li1 O14 173.11(10) 2_556 . ?
O12 Li1 O14 111.50(8) 2_556 2_556 ?
O12 Li1 O21 39.67(9) 2_556 2_556 ?
O12 Li1 O21 78.13(13) . 2_556 ?
O12 Li1 O22 80.84(14) . 2_556 ?
O12 Li1 O22 36.35(9) 2_556 2_556 ?
O12 Li1 O23 101.15(9) 2_556 2_556 ?
O12 Li1 O23 144.83(11) . 2_556 ?
O12 Li1 O24 102.17(8) 2_556 2_556 ?
O12 Li1 O24 140.90(10) . 2_556 ?
O13 Li1 O11 112.81(7) 2_556 2_556 ?
O13 Li1 O11 67.36(7) 2_556 . ?
O13 Li1 O11 112.81(7) . . ?
O13 Li1 O11 67.37(7) . 2_556 ?
O13 Li1 O13 177.3(2) 2_556 . ?
O13 Li1 O21 80.92(9) . 2_556 ?
O13 Li1 O21 100.63(10) 2_556 2_556 ?
O13 Li1 O23 36.42(9) 2_556 2_556 ?
O13 Li1 O23 141.00(18) . 2_556 ?
O13 Li1 O24 79.74(9) . 2_556 ?
O13 Li1 O24 98.70(10) 2_556 2_556 ?
O14 Li1 O11 71.15(9) 2_556 2_556 ?
O14 Li1 O11 71.15(9) . . ?
O14 Li1 O11 115.02(13) . 2_556 ?
O14 Li1 O11 115.02(13) 2_556 . ?
O14 Li1 O13 72.21(10) 2_556 2_556 ?
O14 Li1 O13 72.21(10) . . ?
O14 Li1 O13 105.57(13) 2_556 . ?
O14 Li1 O13 105.57(13) . 2_556 ?
O14 Li1 O14 73.61(15) . 2_556 ?
O14 Li1 O21 146.28(11) . 2_556 ?
O14 Li1 O21 95.07(8) 2_556 2_556 ?
O14 Li1 O22 140.13(11) . 2_556 ?
O14 Li1 O22 98.19(8) 2_556 2_556 ?
O14 Li1 O23 38.98(9) 2_556 2_556 ?
O14 Li1 O23 79.85(13) . 2_556 ?
O14 Li1 O24 33.16(8) 2_556 2_556 ?
O14 Li1 O24 84.62(13) . 2_556 ?
O22 Li1 O21 69.98(10) 2_556 . ?
O22 Li1 O21 71.91(11) . . ?
O22 Li1 O22 110.75(19) 2_556 . ?
O22 Li1 O23 71.17(9) . . ?
O22 Li1 O23 178.00(16) 2_556 . ?
O22 Li1 O24 109.97(7) . . ?
O22 Li1 O24 108.60(8) . 2_556 ?
O22 Li1 O24 109.97(7) 2_556 2_556 ?
O22 Li1 O24 108.60(8) 2_556 . ?
O23 Li1 O21 108.57(8) 2_556 . ?
O23 Li1 O21 111.45(8) . . ?
O24 Li1 O21 70.61(8) . . ?
O24 Li1 O21 179.43(15) 2_556 . ?
O24 Li1 O23 70.91(11) . . ?
O24 Li1 O23 68.59(10) 2_556 . ?
O24 Li1 O24 108.92(17) 2_556 . ?
C3 C1 C2 116.94(13) . . ?
C4 C1 C2 121.07(14) . . ?
C4 C1 C3 121.99(13) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 C1 121.36(14) 5_567 . ?
C3 C2 H2 119.3 5_567 . ?
C1 C3 H3 119.1 . . ?
C2 C3 C1 121.70(13) 5_567 . ?
C2 C3 H3 119.1 5_567 . ?
C5 C4 C1 121.11(13) . . ?
C5 C4 C6 116.82(13) . . ?
C6 C4 C1 122.07(14) . . ?
N1 C5 C4 179.14(17) . . ?
N2 C6 C4 179.53(17) . . ?
H11A C11 H11B 108.5 . . ?
C12 C11 H11A 110.3 . . ?
C12 C11 H11B 110.3 . . ?
O11 C11 H11A 110.3 . . ?
O11 C11 H11B 110.3 . . ?
O11 C11 C12 107.3(6) . . ?
C11 C12 H12A 109.4 . . ?
C11 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
O12 C12 C11 111.3(5) . . ?
O12 C12 H12A 109.4 . . ?
O12 C12 H12B 109.4 . . ?
H13A C13 H13B 108.5 . . ?
C14 C13 H13A 110.3 . . ?
C14 C13 H13B 110.3 . . ?
O12 C13 H13A 110.3 . . ?
O12 C13 H13B 110.3 . . ?
O12 C13 C14 107.2(8) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 108.0 . . ?
O13 C14 C13 110.9(6) . . ?
O13 C14 H14A 109.5 . . ?
O13 C14 H14B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
C16 C15 H15A 109.6 . . ?
C16 C15 H15B 109.6 . . ?
O13 C15 H15A 109.6 . . ?
O13 C15 H15B 109.6 . . ?
O13 C15 C16 110.5(9) . . ?
C15 C16 H16A 108.7 . . ?
C15 C16 H16B 108.7 . . ?
C15 C16 O14 114.4(7) . . ?
H16A C16 H16B 107.6 . . ?
O14 C16 H16A 108.7 . . ?
O14 C16 H16B 108.7 . . ?
H17A C17 H17B 108.4 . . ?
C18 C17 H17A 110.1 . . ?
C18 C17 H17B 110.1 . . ?
O14 C17 H17A 110.1 . . ?
O14 C17 H17B 110.1 . . ?
O14 C17 C18 108.2(8) . . ?
C17 C18 H18A 109.4 . . ?
C17 C18 H18B 109.4 . . ?
H18A C18 H18B 108.0 . . ?
O11 C18 C17 111.1(7) . . ?
O11 C18 H18A 109.4 . . ?
O11 C18 H18B 109.4 . . ?
C11 O11 Li1 112.3(3) . . ?
C11 O11 C18 113.4(5) . . ?
C18 O11 Li1 109.8(4) . . ?
C12 O12 Li1 111.5(3) . . ?
C13 O12 Li1 115.1(5) . . ?
C13 O12 C12 112.8(5) . . ?
C14 O13 Li1 108.6(3) . . ?
C15 O13 Li1 113.8(5) . . ?
C15 O13 C14 116.9(6) . . ?
C16 O14 Li1 109.2(3) . . ?
C17 O14 Li1 115.5(4) . . ?
C17 O14 C16 112.5(4) . . ?
H21A C21 H21B 107.9 . . ?
C22 C21 H21A 109.2 . . ?
C22 C21 H21B 109.2 . . ?
O21 C21 H21A 109.2 . . ?
O21 C21 H21B 109.2 . . ?
O21 C21 C22 112.0(6) . . ?
C21 C22 H22A 110.1 . . ?
C21 C22 H22B 110.1 . . ?
H22A C22 H22B 108.4 . . ?
O22 C22 C21 107.9(7) . . ?
O22 C22 H22A 110.1 . . ?
O22 C22 H22B 110.1 . . ?
H23A C23 H23B 108.2 . . ?
C24 C23 H23A 109.8 . . ?
C24 C23 H23B 109.8 . . ?
O22 C23 H23A 109.8 . . ?
O22 C23 H23B 109.8 . . ?
O22 C23 C24 109.4(6) . . ?
C23 C24 H24A 110.6 . . ?
C23 C24 H24B 110.6 . . ?
H24A C24 H24B 108.7 . . ?
O23 C24 C23 105.7(6) . . ?
O23 C24 H24A 110.6 . . ?
O23 C24 H24B 110.6 . . ?
H25A C25 H25B 108.1 . . ?
C26 C25 H25A 109.5 . . ?
C26 C25 H25B 109.5 . . ?
O23 C25 H25A 109.5 . . ?
O23 C25 H25B 109.5 . . ?
O23 C25 C26 110.8(5) . . ?
C25 C26 H26A 110.7 . . ?
C25 C26 H26B 110.7 . . ?
H26A C26 H26B 108.8 . . ?
O24 C26 C25 105.3(7) . . ?
O24 C26 H26A 110.7 . . ?
O24 C26 H26B 110.7 . . ?
H27A C27 H27B 108.0 . . ?
C28 C27 H27A 109.4 . . ?
C28 C27 H27B 109.4 . . ?
O24 C27 H27A 109.4 . . ?
O24 C27 H27B 109.4 . . ?
O24 C27 C28 111.0(6) . . ?
C27 C28 H28A 110.3 . . ?
C27 C28 H28B 110.3 . . ?
H28A C28 H28B 108.6 . . ?
O21 C28 C27 107.0(6) . . ?
O21 C28 H28A 110.3 . . ?
O21 C28 H28B 110.3 . . ?
C21 O21 Li1 107.7(3) . . ?
C28 O21 Li1 113.8(3) . . ?
C28 O21 C21 112.4(4) . . ?
C22 O22 Li1 113.6(4) . . ?
C22 O22 C23 111.8(5) . . ?
C23 O22 Li1 109.9(3) . . ?
C24 O23 Li1 112.7(5) . . ?
C25 O23 Li1 108.8(2) . . ?
C25 O23 C24 113.3(5) . . ?
C26 O24 Li1 115.3(4) . . ?
C26 O24 C27 113.4(5) . . ?
C27 O24 Li1 110.3(3) . . ?

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
C2 C1 C3 C2 -0.3(2) . . . 5_567 ?
C2 C1 C4 C5 -0.2(2) . . . . ?
C2 C1 C4 C6 179.26(13) . . . . ?
C3 C1 C2 C3 0.3(2) . . . 5_567 ?
C3 C1 C4 C5 179.77(13) . . . . ?
C3 C1 C4 C6 -0.8(2) . . . . ?
C4 C1 C2 C3 -179.79(13) . . . 5_567 ?
C4 C1 C3 C2 179.79(14) . . . 5_567 ?
C11 C12 O12 Li1 -47.9(5) . . . . ?
C11 C12 O12 C13 83.4(8) . . . . ?
C12 C11 O11 Li1 -38.4(6) . . . . ?
C12 C11 O11 C18 -163.6(5) . . . . ?
C13 C14 O13 Li1 -46.8(6) . . . . ?
C13 C14 O13 C15 83.6(10) . . . . ?
C14 C13 O12 Li1 -38.2(9) . . . . ?
C14 C13 O12 C12 -167.7(6) . . . . ?
C15 C16 O14 Li1 -43.7(8) . . . . ?
C15 C16 O14 C17 86.0(9) . . . . ?
C16 C15 O13 Li1 -31.8(12) . . . . ?
C16 C15 O13 C14 -159.8(7) . . . . ?
C17 C18 O11 Li1 -44.3(8) . . . . ?
C17 C18 O11 C11 82.3(8) . . . . ?
C18 C17 O14 Li1 -39.3(8) . . . . ?
C18 C17 O14 C16 -165.7(6) . . . . ?
O11 C11 C12 O12 57.8(6) . . . . ?
O12 C13 C14 O13 56.9(9) . . . . ?
O13 C15 C16 O14 51.4(12) . . . . ?
O14 C17 C18 O11 55.9(9) . . . . ?
C21 C22 O22 Li1 43.1(8) . . . . ?
C21 C22 O22 C23 168.2(6) . . . . ?
C22 C21 O21 Li1 44.3(6) . . . . ?
C22 C21 O21 C28 -81.8(6) . . . . ?
C23 C24 O23 Li1 42.0(9) . . . . ?
C23 C24 O23 C25 166.0(6) . . . . ?
C24 C23 O22 Li1 51.6(6) . . . . ?
C24 C23 O22 C22 -75.5(7) . . . . ?
C25 C26 O24 Li1 41.4(7) . . . . ?
C25 C26 O24 C27 170.0(5) . . . . ?
C26 C25 O23 Li1 49.0(6) . . . . ?
C26 C25 O23 C24 -77.1(8) . . . . ?
C27 C28 O21 Li1 37.3(6) . . . . ?
C27 C28 O21 C21 160.0(5) . . . . ?
C28 C27 O24 Li1 50.4(7) . . . . ?
C28 C27 O24 C26 -80.7(8) . . . . ?
O21 C21 C22 O22 -59.6(8) . . . . ?
O22 C23 C24 O23 -62.2(9) . . . . ?
O23 C25 C26 O24 -60.2(8) . . . . ?
O24 C27 C28 O21 -58.6(8) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder in perfluoroether oil'
_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 1.472
_oxdiff_exptl_absorpt_empirical_full_min 0.589
####################################################################### 
# 
# 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_MCG5
_database_code_depnum_ccdc_archive 'CCDC 2101944'
loop_
_audit_author_name
_audit_author_address
'Peter Horton'
;University of Southampton
United Kingdom
;
_audit_update_record             
;
2021-08-06 deposited with the CCDC.	2021-08-31 downloaded from the CCDC.
;

#2014by019

_audit_creation_date             2020-05-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H32 K O8, 2(C12 H4 N4)'
_chemical_formula_sum            'C40 H40 K N8 O8'
_chemical_formula_weight         799.90
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12H4N4 C8H16O4 K'
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'
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'
O O 0.0106 0.0060 '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                   8.0221(2)
_cell_length_b                   13.6455(3)
_cell_length_c                   18.3816(5)
_cell_angle_alpha                80.507(2)
_cell_angle_beta                 85.505(2)
_cell_angle_gamma                85.457(2)
_cell_volume                     1973.99(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    16176
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.7950
_cell_measurement_theta_min      2.8530
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.198
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92712
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.79a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic dark black'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             838
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            25643
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.486
_diffrn_reflns_theta_min         2.721
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -69.00  73.00   1.00   35.00    --  -17.00   0.00  30.00  142
  2  ω    -25.00  73.00   1.00   35.00    --  -17.00  72.00-120.00   98
  3  ω    -78.00  22.00   1.00   35.00    --  -17.00 -72.00 150.00  100
  4  ω    -68.00  22.00   1.00   35.00    --  -17.00 -72.00 -30.00   90
  5  ω      2.00  22.00   1.00   35.00    --  -17.00 -72.00   0.00   20
  6  ω    -89.00  20.00   1.00   35.00    --  -17.00   0.00 -90.00  109
;
_diffrn_measurement_device       'four-circle κ goniometer'
_diffrn_measurement_device_type  
'Rigaku FRE+ equipped with HF Varimax confocal mirrors and an AFC12 goniometer and HG Saturn 724+ detector'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroLoop'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0518010000
_diffrn_orient_matrix_UB_12      -0.0183876000
_diffrn_orient_matrix_UB_13      -0.0285154000
_diffrn_orient_matrix_UB_21      0.0421468000
_diffrn_orient_matrix_UB_22      -0.0344401000
_diffrn_orient_matrix_UB_23      0.0268420000
_diffrn_orient_matrix_UB_31      -0.0586707000
_diffrn_orient_matrix_UB_32      -0.0355806000
_diffrn_orient_matrix_UB_33      -0.0019479000
_diffrn_radiation_collimation    0.2
_diffrn_radiation_monochromator  'Confocal mirrors, HF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku FRE+'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6853
_reflns_number_total             9014
_reflns_odcompleteness_completeness 99.42
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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 1.171.40.79a (Rigaku OD, 2020)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.40.79a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.311
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     538
_refine_ls_number_reflns         9014
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0597
_refine_ls_R_factor_gt           0.0405
_refine_ls_restrained_S_all      1.060
_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)+(0.0515P)²+0.3848P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0976
_refine_ls_wR_factor_ref         0.1042
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C51(H51A,H51B), C52(H52A,H52B), C53(H53A,H53B), C54(H54A,H54B), C56(H56A,
 H56B), C58(H58A,H58B), C61(H61A,H61B), C62(H62A,H62B), C63(H63A,H63B),
 C64(H64A,H64B), C65(H65A,H65B), C67(H67A,H67B), C68(H68A,H68B)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C15(H15), C16(H16), C32(H32), C33(H33), C35(H35), C36(H36)
;
_atom_sites_solution_hydrogens   mixed
_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
K1 K 0.25166(4) 0.74643(2) 0.49415(2) 0.02695(9) Uani 1 1 d . . . . .
O51 O 0.35257(12) 0.55682(7) 0.55825(5) 0.0214(2) Uani 1 1 d . . . . .
O52 O 0.08048(12) 0.66477(7) 0.62268(6) 0.0269(2) Uani 1 1 d . . . . .
O53 O 0.27507(12) 0.82858(7) 0.62076(6) 0.0219(2) Uani 1 1 d . . . . .
O54 O 0.55142(13) 0.72023(8) 0.55717(6) 0.0284(3) Uani 1 1 d . . . . .
C51 C 0.21747(19) 0.51020(11) 0.60255(8) 0.0242(3) Uani 1 1 d . . . . .
H51A H 0.258480 0.443660 0.627357 0.029 Uiso 1 1 calc R U . . .
H51B H 0.128821 0.500775 0.570269 0.029 Uiso 1 1 calc R U . . .
C52 C 0.1438(2) 0.57125(11) 0.66025(9) 0.0269(3) Uani 1 1 d . . . . .
H52A H 0.052450 0.536538 0.690813 0.032 Uiso 1 1 calc R U . . .
H52B H 0.231073 0.581124 0.693078 0.032 Uiso 1 1 calc R U . . .
C53 C 0.0411(2) 0.73763(12) 0.67017(11) 0.0367(4) Uani 1 1 d . . . . .
H53A H -0.017335 0.706021 0.716530 0.044 Uiso 1 1 calc R U . . .
H53B H -0.036466 0.790894 0.645852 0.044 Uiso 1 1 calc R U . . .
C54 C 0.1935(2) 0.78332(12) 0.68868(9) 0.0314(4) Uani 1 1 d . . . . .
H54A H 0.160507 0.833992 0.720886 0.038 Uiso 1 1 calc R U . . .
H54B H 0.270204 0.731494 0.715148 0.038 Uiso 1 1 calc R U . . .
C55 C 0.44545(19) 0.84672(12) 0.62672(10) 0.0280(4) Uani 1 1 d . . . . .
H55A H 0.457(2) 0.8766(13) 0.6720(10) 0.034(5) Uiso 1 1 d . . . . .
H55B H 0.470(2) 0.8933(12) 0.5843(9) 0.023(4) Uiso 1 1 d . . . . .
C56 C 0.5597(2) 0.75320(12) 0.62652(11) 0.0335(4) Uani 1 1 d . . . . .
H56A H 0.676244 0.767222 0.633315 0.040 Uiso 1 1 calc R U . . .
H56B H 0.523522 0.700971 0.667443 0.040 Uiso 1 1 calc R U . . .
C57 C 0.6210(2) 0.62032(12) 0.55607(12) 0.0339(4) Uani 1 1 d . . . . .
H57A H 0.636(2) 0.6164(12) 0.5044(10) 0.030(5) Uiso 1 1 d . . . . .
H57B H 0.735(2) 0.6087(13) 0.5770(10) 0.038(5) Uiso 1 1 d . . . . .
C58 C 0.50607(19) 0.54313(11) 0.59396(9) 0.0276(3) Uani 1 1 d . . . . .
H58A H 0.558721 0.475612 0.591194 0.033 Uiso 1 1 calc R U . . .
H58B H 0.484408 0.549984 0.646706 0.033 Uiso 1 1 calc R U . . .
O61 O 0.35904(13) 0.73002(7) 0.35035(6) 0.0270(2) Uani 1 1 d . . . . .
O62 O 0.02859(13) 0.69257(8) 0.40371(6) 0.0273(2) Uani 1 1 d . . . . .
O63 O -0.00688(13) 0.88188(7) 0.45477(6) 0.0256(2) Uani 1 1 d . . . . .
O64 O 0.32628(12) 0.91898(7) 0.39940(6) 0.0221(2) Uani 1 1 d . . . . .
C61 C 0.2453(2) 0.70572(12) 0.30165(9) 0.0341(4) Uani 1 1 d . . . . .
H61A H 0.305900 0.667407 0.265299 0.041 Uiso 1 1 calc R U . . .
H61B H 0.191932 0.767363 0.274354 0.041 Uiso 1 1 calc R U . . .
C62 C 0.1138(2) 0.64458(11) 0.34655(9) 0.0257(3) Uani 1 1 d . . . . .
H62A H 0.030736 0.630466 0.313226 0.031 Uiso 1 1 calc R U . . .
H62B H 0.167583 0.580080 0.369129 0.031 Uiso 1 1 calc R U . . .
C63 C -0.0922(2) 0.76912(14) 0.37679(13) 0.0511(6) Uani 1 1 d . . . . .
H63A H -0.191387 0.739465 0.362845 0.061 Uiso 1 1 calc R U . . .
H63B H -0.043954 0.811475 0.332392 0.061 Uiso 1 1 calc R U . . .
C64 C -0.1431(2) 0.83116(14) 0.43665(14) 0.0498(6) Uani 1 1 d . . . . .
H64A H -0.234884 0.880663 0.419985 0.060 Uiso 1 1 calc R U . . .
H64B H -0.186320 0.787497 0.481479 0.060 Uiso 1 1 calc R U . . .
C65 C 0.02692(18) 0.96945(11) 0.40341(9) 0.0240(3) Uani 1 1 d . . . . .
H65A H -0.054886 1.024822 0.413030 0.029 Uiso 1 1 calc R U . . .
H65B H 0.016793 0.957327 0.352356 0.029 Uiso 1 1 calc R U . . .
C66 C 0.20148(19) 0.99636(11) 0.41195(9) 0.0227(3) Uani 1 1 d . . . . .
H66A H 0.2130(18) 1.0047(11) 0.4629(8) 0.018(4) Uiso 1 1 d . . . . .
H66B H 0.2218(19) 1.0567(12) 0.3784(9) 0.022(4) Uiso 1 1 d . . . . .
C67 C 0.36040(19) 0.91133(11) 0.32289(9) 0.0253(3) Uani 1 1 d . . . . .
H67A H 0.428235 0.966350 0.298143 0.030 Uiso 1 1 calc R U . . .
H67B H 0.254169 0.915747 0.298163 0.030 Uiso 1 1 calc R U . . .
C68 C 0.4548(2) 0.81265(11) 0.31787(10) 0.0332(4) Uani 1 1 d . . . . .
H68A H 0.485219 0.807882 0.265264 0.040 Uiso 1 1 calc R U . . .
H68B H 0.559976 0.809017 0.343306 0.040 Uiso 1 1 calc R U . . .
C11 C 0.63270(17) 0.60657(10) 0.91863(8) 0.0178(3) Uani 1 1 d . . . . .
C12 C 0.53812(17) 0.62264(10) 0.98560(8) 0.0178(3) Uani 1 1 d . . . . .
H12 H 0.419356 0.622832 0.988131 0.021 Uiso 1 1 calc R U . . .
C13 C 0.61614(17) 0.63762(10) 1.04562(7) 0.0176(3) Uani 1 1 d . . . . .
H13 H 0.550970 0.647679 1.089523 0.021 Uiso 1 1 calc R U . . .
C14 C 0.79484(17) 0.63845(10) 1.04365(8) 0.0176(3) Uani 1 1 d . . . . .
C15 C 0.88896(17) 0.62481(10) 0.97594(8) 0.0185(3) Uani 1 1 d . . . . .
H15 H 1.007371 0.627277 0.972749 0.022 Uiso 1 1 calc R U . . .
C16 C 0.81161(17) 0.60847(10) 0.91648(8) 0.0190(3) Uani 1 1 d . . . . .
H16 H 0.876923 0.598112 0.872679 0.023 Uiso 1 1 calc R U . . .
C17 C 0.55429(18) 0.58685(10) 0.85760(8) 0.0192(3) Uani 1 1 d . . . . .
C18 C 0.87600(17) 0.65100(10) 1.10550(8) 0.0188(3) Uani 1 1 d . . . . .
C19 C 0.64961(19) 0.56273(11) 0.79357(8) 0.0229(3) Uani 1 1 d . . . . .
C20 C 0.37635(19) 0.58887(11) 0.85617(8) 0.0213(3) Uani 1 1 d . . . . .
C21 C 0.78729(18) 0.65659(11) 1.17541(8) 0.0224(3) Uani 1 1 d . . . . .
C22 C 1.05456(19) 0.65224(11) 1.10402(8) 0.0218(3) Uani 1 1 d . . . . .
N11 N 0.72775(18) 0.54188(11) 0.74242(7) 0.0318(3) Uani 1 1 d . . . . .
N12 N 0.23300(17) 0.59080(10) 0.85374(7) 0.0290(3) Uani 1 1 d . . . . .
N13 N 0.71899(18) 0.65972(11) 1.23239(7) 0.0326(3) Uani 1 1 d . . . . .
N14 N 1.19755(17) 0.65367(10) 1.10316(8) 0.0306(3) Uani 1 1 d . . . . .
C31 C 0.68620(17) 0.86130(10) -0.04077(7) 0.0176(3) Uani 1 1 d . . . . .
C32 C 0.59412(17) 0.87591(10) 0.02711(8) 0.0182(3) Uani 1 1 d . . . . .
H32 H 0.475739 0.873149 0.031087 0.022 Uiso 1 1 calc R U . . .
C33 C 0.67338(17) 0.89363(10) 0.08579(8) 0.0184(3) Uani 1 1 d . . . . .
H33 H 0.609351 0.904792 0.129731 0.022 Uiso 1 1 calc R U . . .
C34 C 0.85204(17) 0.89575(10) 0.08244(7) 0.0172(3) Uani 1 1 d . . . . .
C35 C 0.94462(17) 0.87731(10) 0.01557(8) 0.0178(3) Uani 1 1 d . . . . .
H35 H 1.063509 0.876062 0.012651 0.021 Uiso 1 1 calc R U . . .
C36 C 0.86523(17) 0.86157(10) -0.04370(7) 0.0175(3) Uani 1 1 d . . . . .
H36 H 0.929260 0.850599 -0.087683 0.021 Uiso 1 1 calc R U . . .
C37 C 0.60282(17) 0.84841(10) -0.10208(8) 0.0185(3) Uani 1 1 d . . . . .
C38 C 0.93285(18) 0.91801(10) 0.14198(8) 0.0194(3) Uani 1 1 d . . . . .
C39 C 0.68796(18) 0.84288(11) -0.17252(8) 0.0220(3) Uani 1 1 d . . . . .
C40 C 0.42438(18) 0.84580(11) -0.09900(8) 0.0207(3) Uani 1 1 d . . . . .
C41 C 0.83992(19) 0.94594(11) 0.20538(8) 0.0227(3) Uani 1 1 d . . . . .
C42 C 1.11099(19) 0.91641(11) 0.14183(8) 0.0207(3) Uani 1 1 d . . . . .
N31 N 0.75317(18) 0.83969(11) -0.23007(7) 0.0332(3) Uani 1 1 d . . . . .
N32 N 0.28120(16) 0.84330(10) -0.09697(7) 0.0293(3) Uani 1 1 d . . . . .
N33 N 0.76483(17) 0.96989(11) 0.25639(7) 0.0313(3) Uani 1 1 d . . . . .
N34 N 1.25460(16) 0.91448(10) 0.14303(7) 0.0276(3) Uani 1 1 d . . . . .


_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
K1 O51 2.7478(11) . ?
K1 O52 2.7521(11) . ?
K1 O53 2.7695(10) . ?
K1 O54 2.7233(11) . ?
K1 C55 3.5012(16) . ?
K1 C57 3.4802(19) . ?
K1 O61 2.7545(11) . ?
K1 O62 2.7538(11) . ?
K1 O63 2.7255(11) . ?
K1 O64 2.7646(11) . ?
K1 C64 3.4679(19) . ?
K1 C66 3.5006(16) . ?
O51 C51 1.4291(17) . ?
O51 C58 1.4254(18) . ?
O52 C52 1.4231(19) . ?
O52 C53 1.4296(18) . ?
O53 C54 1.4317(18) . ?
O53 C55 1.4239(18) . ?
O54 C56 1.4279(19) . ?
O54 C57 1.4345(19) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C51 C52 1.5110(19) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 C54 1.502(2) . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C55 H55A 0.998(17) . ?
C55 H55B 0.940(17) . ?
C55 C56 1.512(2) . ?
C56 H56A 0.9900 . ?
C56 H56B 0.9900 . ?
C57 H57A 0.958(17) . ?
C57 H57B 1.014(19) . ?
C57 C58 1.502(2) . ?
C58 H58A 0.9900 . ?
C58 H58B 0.9900 . ?
O61 C61 1.4204(19) . ?
O61 C68 1.4358(18) . ?
O62 C62 1.4297(18) . ?
O62 C63 1.421(2) . ?
O63 C64 1.4274(19) . ?
O63 C65 1.4254(18) . ?
O64 C66 1.4307(17) . ?
O64 C67 1.4308(17) . ?
C61 H61A 0.9900 . ?
C61 H61B 0.9900 . ?
C61 C62 1.505(2) . ?
C62 H62A 0.9900 . ?
C62 H62B 0.9900 . ?
C63 H63A 0.9900 . ?
C63 H63B 0.9900 . ?
C63 C64 1.509(3) . ?
C64 H64A 0.9900 . ?
C64 H64B 0.9900 . ?
C65 H65A 0.9900 . ?
C65 H65B 0.9900 . ?
C65 C66 1.502(2) . ?
C66 H66A 0.973(15) . ?
C66 H66B 0.960(16) . ?
C67 H67A 0.9900 . ?
C67 H67B 0.9900 . ?
C67 C68 1.505(2) . ?
C68 H68A 0.9900 . ?
C68 H68B 0.9900 . ?
C11 C12 1.4337(18) . ?
C11 C16 1.4348(19) . ?
C11 C17 1.4012(19) . ?
C12 H12 0.9500 . ?
C12 C13 1.3615(19) . ?
C13 H13 0.9500 . ?
C13 C14 1.4321(19) . ?
C14 C15 1.4355(18) . ?
C14 C18 1.3941(19) . ?
C15 H15 0.9500 . ?
C15 C16 1.3558(19) . ?
C16 H16 0.9500 . ?
C17 C19 1.4232(19) . ?
C17 C20 1.428(2) . ?
C18 C21 1.430(2) . ?
C18 C22 1.432(2) . ?
C19 N11 1.1513(19) . ?
C20 N12 1.1524(19) . ?
C21 N13 1.1490(19) . ?
C22 N14 1.1476(19) . ?
C31 C32 1.4340(18) . ?
C31 C36 1.4333(19) . ?
C31 C37 1.3966(19) . ?
C32 H32 0.9500 . ?
C32 C33 1.3581(19) . ?
C33 H33 0.9500 . ?
C33 C34 1.4321(19) . ?
C34 C35 1.4335(18) . ?
C34 C38 1.4008(19) . ?
C35 H35 0.9500 . ?
C35 C36 1.3589(19) . ?
C36 H36 0.9500 . ?
C37 C39 1.4262(19) . ?
C37 C40 1.431(2) . ?
C38 C41 1.4229(19) . ?
C38 C42 1.427(2) . ?
C39 N31 1.1488(19) . ?
C40 N32 1.1493(19) . ?
C41 N33 1.1534(19) . ?
C42 N34 1.1522(19) . ?

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
O51 K1 O52 61.89(3) . . ?
O51 K1 O53 94.40(3) . . ?
O51 K1 C55 90.70(4) . . ?
O51 K1 C57 42.94(3) . . ?
O51 K1 O61 97.84(3) . . ?
O51 K1 O62 96.76(3) . . ?
O51 K1 O64 148.63(3) . . ?
O51 K1 C64 127.20(4) . . ?
O51 K1 C66 169.40(3) . . ?
O52 K1 O53 61.42(3) . . ?
O52 K1 C55 78.49(4) . . ?
O52 K1 C57 89.94(4) . . ?
O52 K1 O61 147.41(3) . . ?
O52 K1 O62 94.14(3) . . ?
O52 K1 O64 146.35(3) . . ?
O52 K1 C64 84.65(5) . . ?
O52 K1 C66 124.51(3) . . ?
O53 K1 C55 22.62(3) . . ?
O53 K1 C57 80.32(4) . . ?
O53 K1 C64 104.27(4) . . ?
O53 K1 C66 83.01(3) . . ?
O54 K1 O51 62.52(3) . . ?
O54 K1 O52 92.85(3) . . ?
O54 K1 O53 62.46(3) . . ?
O54 K1 C55 42.70(3) . . ?
O54 K1 C57 22.83(3) . . ?
O54 K1 O61 99.86(3) . . ?
O54 K1 O62 151.23(3) . . ?
O54 K1 O63 144.00(3) . . ?
O54 K1 O64 95.41(3) . . ?
O54 K1 C64 165.60(4) . . ?
O54 K1 C66 107.44(3) . . ?
C57 K1 C55 63.67(4) . . ?
C57 K1 C66 126.48(4) . . ?
O61 K1 O53 150.27(3) . . ?
O61 K1 C55 129.91(4) . . ?
O61 K1 C57 90.41(4) . . ?
O61 K1 O64 62.31(3) . . ?
O61 K1 C64 89.63(4) . . ?
O61 K1 C66 80.00(3) . . ?
O62 K1 O53 143.60(3) . . ?
O62 K1 C55 165.58(4) . . ?
O62 K1 C57 129.30(4) . . ?
O62 K1 O61 61.33(3) . . ?
O62 K1 O64 94.09(3) . . ?
O62 K1 C64 43.15(4) . . ?
O62 K1 C66 91.32(3) . . ?
O63 K1 O51 147.84(3) . . ?
O63 K1 O52 93.00(3) . . ?
O63 K1 O53 89.79(3) . . ?
O63 K1 C55 104.33(3) . . ?
O63 K1 C57 166.79(4) . . ?
O63 K1 O61 93.99(3) . . ?
O63 K1 O62 63.34(3) . . ?
O63 K1 O64 62.24(3) . . ?
O63 K1 C64 22.87(3) . . ?
O63 K1 C66 42.69(3) . . ?
O64 K1 O53 94.11(3) . . ?
O64 K1 C55 85.74(4) . . ?
O64 K1 C57 109.45(4) . . ?
O64 K1 C64 79.35(4) . . ?
O64 K1 C66 22.75(3) . . ?
C64 K1 C55 123.07(4) . . ?
C64 K1 C57 169.99(4) . . ?
C64 K1 C66 63.33(4) . . ?
C66 K1 C55 82.95(4) . . ?
C51 O51 K1 110.73(8) . . ?
C58 O51 K1 117.82(8) . . ?
C58 O51 C51 113.08(12) . . ?
C52 O52 K1 118.11(8) . . ?
C52 O52 C53 113.38(13) . . ?
C53 O52 K1 110.57(9) . . ?
C54 O53 K1 118.89(8) . . ?
C55 O53 K1 108.95(8) . . ?
C55 O53 C54 113.79(13) . . ?
C56 O54 K1 117.86(8) . . ?
C56 O54 C57 113.65(14) . . ?
C57 O54 K1 109.73(9) . . ?
K1 C51 H51A 156.0 . . ?
K1 C51 H51B 86.5 . . ?
O51 C51 K1 46.94(6) . . ?
O51 C51 H51A 109.2 . . ?
O51 C51 H51B 109.2 . . ?
O51 C51 C52 111.88(11) . . ?
H51A C51 H51B 107.9 . . ?
C52 C51 K1 82.62(8) . . ?
C52 C51 H51A 109.2 . . ?
C52 C51 H51B 109.2 . . ?
O52 C52 C51 107.76(12) . . ?
O52 C52 H52A 110.2 . . ?
O52 C52 H52B 110.2 . . ?
C51 C52 H52A 110.2 . . ?
C51 C52 H52B 110.2 . . ?
H52A C52 H52B 108.5 . . ?
K1 C53 H53A 156.1 . . ?
K1 C53 H53B 85.5 . . ?
O52 C53 K1 47.07(7) . . ?
O52 C53 H53A 109.0 . . ?
O52 C53 H53B 109.0 . . ?
O52 C53 C54 112.81(12) . . ?
H53A C53 H53B 107.8 . . ?
C54 C53 K1 84.10(9) . . ?
C54 C53 H53A 109.0 . . ?
C54 C53 H53B 109.0 . . ?
O53 C54 C53 107.78(14) . . ?
O53 C54 H54A 110.1 . . ?
O53 C54 H54B 110.1 . . ?
C53 C54 H54A 110.1 . . ?
C53 C54 H54B 110.1 . . ?
H54A C54 H54B 108.5 . . ?
K1 C55 H55A 158.6(10) . . ?
K1 C55 H55B 79.5(10) . . ?
O53 C55 K1 48.43(7) . . ?
O53 C55 H55A 110.2(10) . . ?
O53 C55 H55B 103.5(10) . . ?
O53 C55 C56 111.85(12) . . ?
H55A C55 H55B 109.9(14) . . ?
C56 C55 K1 82.11(9) . . ?
C56 C55 H55A 110.9(10) . . ?
C56 C55 H55B 110.4(10) . . ?
O54 C56 C55 108.05(14) . . ?
O54 C56 H56A 110.1 . . ?
O54 C56 H56B 110.1 . . ?
C55 C56 H56A 110.1 . . ?
C55 C56 H56B 110.1 . . ?
H56A C56 H56B 108.4 . . ?
K1 C57 H57A 79.5(10) . . ?
K1 C57 H57B 159.3(10) . . ?
O54 C57 K1 47.44(7) . . ?
O54 C57 H57A 103.4(10) . . ?
O54 C57 H57B 112.0(10) . . ?
O54 C57 C58 112.91(13) . . ?
H57A C57 H57B 107.5(14) . . ?
C58 C57 K1 83.80(9) . . ?
C58 C57 H57A 109.9(10) . . ?
C58 C57 H57B 110.7(10) . . ?
O51 C58 C57 108.70(14) . . ?
O51 C58 H58A 109.9 . . ?
O51 C58 H58B 109.9 . . ?
C57 C58 H58A 109.9 . . ?
C57 C58 H58B 109.9 . . ?
H58A C58 H58B 108.3 . . ?
C61 O61 K1 119.97(9) . . ?
C61 O61 C68 112.71(13) . . ?
C68 O61 K1 110.45(8) . . ?
C62 O62 K1 111.18(8) . . ?
C63 O62 K1 115.20(8) . . ?
C63 O62 C62 113.01(13) . . ?
C64 O63 K1 109.21(9) . . ?
C65 O63 K1 118.95(8) . . ?
C65 O63 C64 113.51(14) . . ?
C66 O64 K1 108.91(8) . . ?
C66 O64 C67 113.34(12) . . ?
C67 O64 K1 116.97(8) . . ?
O61 C61 H61A 110.0 . . ?
O61 C61 H61B 110.0 . . ?
O61 C61 C62 108.58(13) . . ?
H61A C61 H61B 108.4 . . ?
C62 C61 H61A 110.0 . . ?
C62 C61 H61B 110.0 . . ?
K1 C62 H62A 155.4 . . ?
K1 C62 H62B 87.1 . . ?
O62 C62 K1 46.64(6) . . ?
O62 C62 C61 113.15(12) . . ?
O62 C62 H62A 108.9 . . ?
O62 C62 H62B 108.9 . . ?
C61 C62 K1 83.39(8) . . ?
C61 C62 H62A 108.9 . . ?
C61 C62 H62B 108.9 . . ?
H62A C62 H62B 107.8 . . ?
O62 C63 H63A 109.9 . . ?
O62 C63 H63B 109.9 . . ?
O62 C63 C64 108.77(17) . . ?
H63A C63 H63B 108.3 . . ?
C64 C63 H63A 109.9 . . ?
C64 C63 H63B 109.9 . . ?
K1 C64 H64A 157.0 . . ?
K1 C64 H64B 85.7 . . ?
O63 C64 K1 47.92(8) . . ?
O63 C64 C63 112.15(14) . . ?
O63 C64 H64A 109.2 . . ?
O63 C64 H64B 109.2 . . ?
C63 C64 K1 82.49(10) . . ?
C63 C64 H64A 109.2 . . ?
C63 C64 H64B 109.2 . . ?
H64A C64 H64B 107.9 . . ?
O63 C65 H65A 110.0 . . ?
O63 C65 H65B 110.0 . . ?
O63 C65 C66 108.65(13) . . ?
H65A C65 H65B 108.3 . . ?
C66 C65 H65A 110.0 . . ?
C66 C65 H65B 110.0 . . ?
K1 C66 H66A 80.1(9) . . ?
K1 C66 H66B 159.0(9) . . ?
O64 C66 K1 48.34(7) . . ?
O64 C66 C65 112.89(11) . . ?
O64 C66 H66A 104.0(9) . . ?
O64 C66 H66B 110.8(9) . . ?
C65 C66 K1 82.96(8) . . ?
C65 C66 H66A 109.8(9) . . ?
C65 C66 H66B 108.1(9) . . ?
H66A C66 H66B 111.2(12) . . ?
O64 C67 H67A 110.1 . . ?
O64 C67 H67B 110.1 . . ?
O64 C67 C68 108.16(13) . . ?
H67A C67 H67B 108.4 . . ?
C68 C67 H67A 110.1 . . ?
C68 C67 H67B 110.1 . . ?
K1 C68 H68A 156.0 . . ?
K1 C68 H68B 86.9 . . ?
O61 C68 K1 47.10(7) . . ?
O61 C68 C67 112.33(12) . . ?
O61 C68 H68A 109.1 . . ?
O61 C68 H68B 109.1 . . ?
C67 C68 K1 82.42(9) . . ?
C67 C68 H68A 109.1 . . ?
C67 C68 H68B 109.1 . . ?
H68A C68 H68B 107.9 . . ?
C12 C11 C16 117.94(12) . . ?
C17 C11 C12 121.40(13) . . ?
C17 C11 C16 120.64(12) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 C11 120.91(13) . . ?
C13 C12 H12 119.5 . . ?
C12 C13 H13 119.5 . . ?
C12 C13 C14 121.08(12) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 C15 117.89(12) . . ?
C18 C14 C13 121.43(12) . . ?
C18 C14 C15 120.67(13) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 121.07(13) . . ?
C16 C15 H15 119.5 . . ?
C11 C16 H16 119.5 . . ?
C15 C16 C11 121.08(12) . . ?
C15 C16 H16 119.5 . . ?
C11 C17 C19 121.17(13) . . ?
C11 C17 C20 122.40(12) . . ?
C19 C17 C20 116.43(12) . . ?
C14 C18 C21 122.05(13) . . ?
C14 C18 C22 121.85(12) . . ?
C21 C18 C22 115.97(12) . . ?
N11 C19 C17 178.93(18) . . ?
N12 C20 C17 178.85(16) . . ?
N13 C21 C18 178.40(17) . . ?
N14 C22 C18 179.54(16) . . ?
C36 C31 C32 117.92(12) . . ?
C37 C31 C32 120.64(13) . . ?
C37 C31 C36 121.43(12) . . ?
C31 C32 H32 119.5 . . ?
C33 C32 C31 121.08(13) . . ?
C33 C32 H32 119.5 . . ?
C32 C33 H33 119.5 . . ?
C32 C33 C34 120.99(12) . . ?
C34 C33 H33 119.5 . . ?
C33 C34 C35 117.92(12) . . ?
C38 C34 C33 120.84(12) . . ?
C38 C34 C35 121.22(13) . . ?
C34 C35 H35 119.4 . . ?
C36 C35 C34 121.13(13) . . ?
C36 C35 H35 119.4 . . ?
C31 C36 H36 119.6 . . ?
C35 C36 C31 120.90(12) . . ?
C35 C36 H36 119.6 . . ?
C31 C37 C39 122.47(13) . . ?
C31 C37 C40 121.69(12) . . ?
C39 C37 C40 115.74(12) . . ?
C34 C38 C41 121.19(13) . . ?
C34 C38 C42 122.30(12) . . ?
C41 C38 C42 116.50(12) . . ?
N31 C39 C37 178.30(16) . . ?
N32 C40 C37 179.47(16) . . ?
N33 C41 C38 179.09(17) . . ?
N34 C42 C38 178.79(16) . . ?

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
K1 O51 C51 C52 -55.61(14) . . . . ?
K1 O51 C58 C57 -29.95(14) . . . . ?
K1 O52 C52 C51 -35.23(14) . . . . ?
K1 O52 C53 C54 -57.08(17) . . . . ?
K1 O53 C54 C53 -30.69(15) . . . . ?
K1 O53 C55 C56 -56.40(16) . . . . ?
K1 O54 C56 C55 -35.34(16) . . . . ?
K1 O54 C57 C58 -56.81(17) . . . . ?
K1 C51 C52 O52 23.67(10) . . . . ?
K1 C53 C54 O53 20.70(10) . . . . ?
K1 C55 C56 O54 23.67(11) . . . . ?
K1 C57 C58 O51 20.53(10) . . . . ?
K1 O61 C61 C62 -28.43(16) . . . . ?
K1 O61 C68 C67 -54.81(16) . . . . ?
K1 O62 C62 C61 -54.83(15) . . . . ?
K1 O62 C63 C64 -36.75(19) . . . . ?
K1 O63 C64 C63 -56.1(2) . . . . ?
K1 O63 C65 C66 -30.33(13) . . . . ?
K1 O64 C66 C65 -56.38(14) . . . . ?
K1 O64 C67 C68 -36.73(14) . . . . ?
O51 C51 C52 O52 61.11(16) . . . . ?
O52 C53 C54 O53 58.86(18) . . . . ?
O53 C55 C56 O54 62.66(18) . . . . ?
O54 C57 C58 O51 58.85(18) . . . . ?
C51 O51 C58 C57 -161.24(12) . . . . ?
C52 O52 C53 K1 135.27(13) . . . . ?
C52 O52 C53 C54 78.20(17) . . . . ?
C53 O52 C52 C51 -166.90(12) . . . . ?
C54 O53 C55 K1 135.19(12) . . . . ?
C54 O53 C55 C56 78.80(17) . . . . ?
C55 O53 C54 C53 -161.11(12) . . . . ?
C56 O54 C57 K1 134.35(13) . . . . ?
C56 O54 C57 C58 77.54(18) . . . . ?
C57 O54 C56 C55 -165.76(13) . . . . ?
C58 O51 C51 K1 134.72(12) . . . . ?
C58 O51 C51 C52 79.12(15) . . . . ?
O61 C61 C62 K1 18.89(11) . . . . ?
O61 C61 C62 O62 55.64(18) . . . . ?
O62 C63 C64 K1 25.70(13) . . . . ?
O62 C63 C64 O63 64.1(2) . . . . ?
O63 C65 C66 K1 20.28(9) . . . . ?
O63 C65 C66 O64 59.10(16) . . . . ?
O64 C67 C68 K1 24.96(9) . . . . ?
O64 C67 C68 O61 62.11(17) . . . . ?
C61 O61 C68 K1 137.22(13) . . . . ?
C61 O61 C68 C67 82.41(17) . . . . ?
C62 O62 C63 C64 -166.08(14) . . . . ?
C63 O62 C62 K1 131.36(13) . . . . ?
C63 O62 C62 C61 76.53(17) . . . . ?
C64 O63 C65 C66 -160.92(12) . . . . ?
C65 O63 C64 K1 135.28(12) . . . . ?
C65 O63 C64 C63 79.18(19) . . . . ?
C66 O64 C67 C68 -164.73(12) . . . . ?
C67 O64 C66 K1 132.07(11) . . . . ?
C67 O64 C66 C65 75.69(16) . . . . ?
C68 O61 C61 C62 -161.15(12) . . . . ?
C11 C12 C13 C14 0.4(2) . . . . ?
C12 C11 C16 C15 0.1(2) . . . . ?
C12 C11 C17 C19 -174.67(13) . . . . ?
C12 C11 C17 C20 4.8(2) . . . . ?
C12 C13 C14 C15 1.1(2) . . . . ?
C12 C13 C14 C18 -178.20(13) . . . . ?
C13 C14 C15 C16 -2.1(2) . . . . ?
C13 C14 C18 C21 4.5(2) . . . . ?
C13 C14 C18 C22 -179.81(13) . . . . ?
C14 C15 C16 C11 1.5(2) . . . . ?
C15 C14 C18 C21 -174.78(13) . . . . ?
C15 C14 C18 C22 0.9(2) . . . . ?
C16 C11 C12 C13 -1.0(2) . . . . ?
C16 C11 C17 C19 3.6(2) . . . . ?
C16 C11 C17 C20 -177.00(13) . . . . ?
C17 C11 C12 C13 177.23(13) . . . . ?
C17 C11 C16 C15 -178.19(13) . . . . ?
C18 C14 C15 C16 177.26(13) . . . . ?
C31 C32 C33 C34 -1.6(2) . . . . ?
C32 C31 C36 C35 -1.4(2) . . . . ?
C32 C31 C37 C39 174.07(13) . . . . ?
C32 C31 C37 C40 -2.2(2) . . . . ?
C32 C33 C34 C35 -0.8(2) . . . . ?
C32 C33 C34 C38 177.41(13) . . . . ?
C33 C34 C35 C36 2.1(2) . . . . ?
C33 C34 C38 C41 -4.4(2) . . . . ?
C33 C34 C38 C42 177.13(13) . . . . ?
C34 C35 C36 C31 -1.0(2) . . . . ?
C35 C34 C38 C41 173.71(13) . . . . ?
C35 C34 C38 C42 -4.7(2) . . . . ?
C36 C31 C32 C33 2.7(2) . . . . ?
C36 C31 C37 C39 -5.2(2) . . . . ?
C36 C31 C37 C40 178.55(13) . . . . ?
C37 C31 C32 C33 -176.56(13) . . . . ?
C37 C31 C36 C35 177.91(13) . . . . ?
C38 C34 C35 C36 -176.05(13) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder in perfluoroether oil'
_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 1.469
_oxdiff_exptl_absorpt_empirical_full_min 0.750
####################################################################### 
# 
# 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_MCG4
_database_code_depnum_ccdc_archive 'CCDC 2101943'
loop_
_audit_author_name
_audit_author_address
'Peter Horton'
;University of Southampton
United Kingdom
;
_audit_update_record             
;
2021-08-06 deposited with the CCDC.	2021-08-31 downloaded from the CCDC.
;

#2013by030

_audit_creation_date             2020-05-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H32 Na O8, 2(C12 H4 N4)'
_chemical_formula_sum            'C40 H40 N8 Na O8'
_chemical_formula_weight         783.79
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12H4N4 C8H16O4 Li'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   8.1103(2)
_cell_length_b                   13.6858(4)
_cell_length_c                   17.7029(5)
_cell_angle_alpha                78.737(2)
_cell_angle_beta                 86.244(2)
_cell_angle_gamma                85.714(2)
_cell_volume                     1919.11(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13546
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.9700
_cell_measurement_theta_min      2.8210
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.989
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97453
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.79a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic dark black'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             822
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            24017
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         2.522
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -78.00  22.00   1.00   40.00    --  -17.00 -72.00  30.00  100
  2  ω    -69.00  22.00   1.00   40.00    --  -17.00 -72.00-150.00   91
  3  ω    -27.00  73.00   1.00   40.00    --  -17.00  72.00 -30.00  100
  4  ω    -83.00 -12.00   1.00   40.00    --  -17.00   0.00-150.00   71
  5  ω    -44.00 -24.00   1.00   40.00    --  -17.00  72.00-180.00   20
  6  ω   -107.00  22.00   1.00   40.00    --  -17.00 -72.00-180.00  129
  7  ω    -77.00 -27.00   1.00   40.00    --  -17.00 -72.00   0.00   50
;
_diffrn_measurement_device       'four-circle κ goniometer'
_diffrn_measurement_device_type  
'Rigaku FRE+ equipped with VHF Varimax confocal mirrors and an AFC12 goniometer and HG Saturn 724+ detector'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroLoop'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0173248000
_diffrn_orient_matrix_UB_12      0.0494582000
_diffrn_orient_matrix_UB_13      -0.0179306000
_diffrn_orient_matrix_UB_21      0.0492857000
_diffrn_orient_matrix_UB_22      -0.0186225000
_diffrn_orient_matrix_UB_23      -0.0293042000
_diffrn_orient_matrix_UB_31      -0.0705926000
_diffrn_orient_matrix_UB_32      0.0033054000
_diffrn_orient_matrix_UB_33      -0.0222108000
_diffrn_radiation_collimation    0.2
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku FRE+'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6598
_reflns_number_total             8743
_reflns_odcompleteness_completeness 99.26
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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 1.171.40.79a (Rigaku OD, 2020)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.40.79a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.310
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.042
_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     514
_refine_ls_number_reflns         8743
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0375
_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)+(0.0469P)²+0.3689P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0879
_refine_ls_wR_factor_ref         0.0946
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C301(H30A,H30B), C302(H30C,H30D), C303(H30E,H30F), C304(H30G,H30H), C305(H30I,
 H30J), C306(H30K,H30L), C307(H30M,H30N), C308(H30O,H30P), C309(H30Q,H30R),
 C310(H31A,H31B), C311(H31C,H31D), C312(H31E,H31F), C313(H31G,H31H), C314(H31I,
 H31J), C315(H31K,H31L), C316(H31M,H31N)
2.b Aromatic/amide H refined with riding coordinates:
 C102(H102), C103(H103), C105(H105), C106(H106), C202(H202), C203(H203),
 C205(H205), C206(H206)
;
_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
Na1 Na 0.24803(6) 0.24994(4) 0.49583(3) 0.01464(12) Uani 1 1 d . . . . .
C101 C -0.37532(16) 0.10961(10) 0.91716(7) 0.0161(3) Uani 1 1 d . . . . .
C102 C -0.46505(16) 0.12402(10) 0.98721(7) 0.0167(3) Uani 1 1 d . . . . .
H102 H -0.582494 0.124664 0.990237 0.020 Uiso 1 1 calc R U . . .
C103 C -0.38478(16) 0.13673(10) 1.04914(7) 0.0165(3) Uani 1 1 d . . . . .
H103 H -0.446955 0.145494 1.094978 0.020 Uiso 1 1 calc R U . . .
C104 C -0.20754(16) 0.13716(10) 1.04662(7) 0.0161(3) Uani 1 1 d . . . . .
C105 C -0.11818(16) 0.12582(10) 0.97578(7) 0.0176(3) Uani 1 1 d . . . . .
H105 H -0.001174 0.128584 0.971920 0.021 Uiso 1 1 calc R U . . .
C106 C -0.19787(16) 0.11123(10) 0.91430(7) 0.0173(3) Uani 1 1 d . . . . .
H106 H -0.135545 0.101928 0.868624 0.021 Uiso 1 1 calc R U . . .
C107 C -0.45627(16) 0.09156(10) 0.85445(7) 0.0170(3) Uani 1 1 d . . . . .
C108 C -0.12327(16) 0.14706(10) 1.11060(7) 0.0175(3) Uani 1 1 d . . . . .
C109 C -0.63253(17) 0.09439(10) 0.85321(7) 0.0192(3) Uani 1 1 d . . . . .
C110 C -0.36525(16) 0.06748(10) 0.78797(7) 0.0186(3) Uani 1 1 d . . . . .
C111 C 0.05319(17) 0.14848(11) 1.10846(7) 0.0206(3) Uani 1 1 d . . . . .
C112 C -0.20758(17) 0.14953(11) 1.18376(8) 0.0206(3) Uani 1 1 d . . . . .
N101 N -0.77468(15) 0.09703(10) 0.85079(7) 0.0263(3) Uani 1 1 d . . . . .
N102 N -0.29192(15) 0.04722(10) 0.73452(7) 0.0248(3) Uani 1 1 d . . . . .
N103 N 0.19548(15) 0.14957(11) 1.10683(7) 0.0300(3) Uani 1 1 d . . . . .
N104 N -0.27322(16) 0.14994(10) 1.24332(7) 0.0295(3) Uani 1 1 d . . . . .
C201 C 0.68190(16) 0.36276(10) -0.04146(7) 0.0161(3) Uani 1 1 d . . . . .
C202 C 0.59417(16) 0.37553(10) 0.02938(7) 0.0166(3) Uani 1 1 d . . . . .
H202 H 0.477176 0.372724 0.034005 0.020 Uiso 1 1 calc R U . . .
C203 C 0.67619(16) 0.39159(10) 0.08996(7) 0.0171(3) Uani 1 1 d . . . . .
H203 H 0.615182 0.401707 0.135764 0.021 Uiso 1 1 calc R U . . .
C204 C 0.85316(15) 0.39354(10) 0.08597(7) 0.0158(3) Uani 1 1 d . . . . .
C205 C 0.94139(16) 0.37681(10) 0.01623(7) 0.0171(3) Uani 1 1 d . . . . .
H205 H 1.058895 0.375423 0.012770 0.020 Uiso 1 1 calc R U . . .
C206 C 0.85931(16) 0.36293(10) -0.04485(7) 0.0170(3) Uani 1 1 d . . . . .
H206 H 0.920361 0.353143 -0.090721 0.020 Uiso 1 1 calc R U . . .
C207 C 0.59554(16) 0.35161(10) -0.10453(7) 0.0169(3) Uani 1 1 d . . . . .
C208 C 0.93596(16) 0.41428(10) 0.14723(7) 0.0174(3) Uani 1 1 d . . . . .
C209 C 0.41895(17) 0.34933(10) -0.10072(7) 0.0190(3) Uani 1 1 d . . . . .
C210 C 0.67632(17) 0.34747(11) -0.17813(8) 0.0211(3) Uani 1 1 d . . . . .
C211 C 1.11259(17) 0.41136(10) 0.14746(7) 0.0185(3) Uani 1 1 d . . . . .
C212 C 0.84696(16) 0.44206(10) 0.21274(7) 0.0185(3) Uani 1 1 d . . . . .
N201 N 0.27715(15) 0.34691(10) -0.09768(7) 0.0272(3) Uani 1 1 d . . . . .
N202 N 0.73770(16) 0.34546(11) -0.23817(7) 0.0320(3) Uani 1 1 d . . . . .
N203 N 1.25472(14) 0.40858(10) 0.14915(7) 0.0246(3) Uani 1 1 d . . . . .
N204 N 0.77430(14) 0.46573(10) 0.26528(7) 0.0245(3) Uani 1 1 d . . . . .
O301 O 0.26589(10) 0.33882(7) 0.60476(5) 0.0170(2) Uani 1 1 d . . . . .
O302 O 0.52923(10) 0.22858(7) 0.54239(5) 0.0166(2) Uani 1 1 d . . . . .
O303 O 0.32218(10) 0.07169(7) 0.54452(5) 0.01510(19) Uani 1 1 d . . . . .
O304 O 0.06248(11) 0.18188(7) 0.60778(5) 0.0177(2) Uani 1 1 d . . . . .
O305 O 0.01355(10) 0.37131(7) 0.46350(5) 0.01566(19) Uani 1 1 d . . . . .
O306 O 0.05703(10) 0.18328(7) 0.41682(5) 0.0166(2) Uani 1 1 d . . . . .
O307 O 0.38483(10) 0.22033(7) 0.37187(5) 0.0167(2) Uani 1 1 d . . . . .
O308 O 0.34273(10) 0.40901(7) 0.41621(5) 0.01543(19) Uani 1 1 d . . . . .
C301 C 0.02991(16) 0.25223(11) 0.65769(8) 0.0212(3) Uani 1 1 d . . . . .
H30A H -0.026940 0.219382 0.706187 0.025 Uiso 1 1 calc R U . . .
H30B H -0.045128 0.307879 0.632731 0.025 Uiso 1 1 calc R U . . .
C302 C 0.18669(17) 0.29356(11) 0.67633(7) 0.0211(3) Uani 1 1 d . . . . .
H30C H 0.160168 0.343668 0.709502 0.025 Uiso 1 1 calc R U . . .
H30D H 0.260504 0.239277 0.704014 0.025 Uiso 1 1 calc R U . . .
C303 C 0.43538(15) 0.35716(10) 0.61065(8) 0.0187(3) Uani 1 1 d . . . . .
H30E H 0.446756 0.383317 0.658263 0.022 Uiso 1 1 calc R U . . .
H30F H 0.470332 0.408547 0.566135 0.022 Uiso 1 1 calc R U . . .
C304 C 0.54705(16) 0.26316(10) 0.61236(8) 0.0194(3) Uani 1 1 d . . . . .
H30G H 0.663606 0.277533 0.616503 0.023 Uiso 1 1 calc R U . . .
H30H H 0.515094 0.211602 0.657351 0.023 Uiso 1 1 calc R U . . .
C305 C 0.59219(15) 0.12770(10) 0.54441(8) 0.0178(3) Uani 1 1 d . . . . .
H30I H 0.697482 0.116188 0.571051 0.021 Uiso 1 1 calc R U . . .
H30J H 0.615972 0.116911 0.490980 0.021 Uiso 1 1 calc R U . . .
C306 C 0.47160(15) 0.05347(10) 0.58538(7) 0.0163(3) Uani 1 1 d . . . . .
H30K H 0.518237 -0.015554 0.585724 0.020 Uiso 1 1 calc R U . . .
H30L H 0.448869 0.062040 0.639409 0.020 Uiso 1 1 calc R U . . .
C307 C 0.18325(15) 0.02580(10) 0.58753(7) 0.0169(3) Uani 1 1 d . . . . .
H30M H 0.218275 -0.042824 0.613251 0.020 Uiso 1 1 calc R U . . .
H30N H 0.096695 0.021068 0.551714 0.020 Uiso 1 1 calc R U . . .
C308 C 0.11156(16) 0.08393(10) 0.64755(7) 0.0181(3) Uani 1 1 d . . . . .
H30O H 0.014890 0.051259 0.675927 0.022 Uiso 1 1 calc R U . . .
H30P H 0.195467 0.087309 0.684977 0.022 Uiso 1 1 calc R U . . .
C309 C -0.11945(15) 0.32067(11) 0.44255(8) 0.0197(3) Uani 1 1 d . . . . .
H30Q H -0.208208 0.370351 0.421736 0.024 Uiso 1 1 calc R U . . .
H30R H -0.166111 0.276931 0.489070 0.024 Uiso 1 1 calc R U . . .
C310 C 0.04859(15) 0.46063(10) 0.40961(7) 0.0157(3) Uani 1 1 d . . . . .
H31A H -0.034001 0.515346 0.417199 0.019 Uiso 1 1 calc R U . . .
H31B H 0.043997 0.449633 0.356167 0.019 Uiso 1 1 calc R U . . .
C311 C 0.22020(15) 0.48764(10) 0.42334(7) 0.0160(3) Uani 1 1 d . . . . .
H31C H 0.248541 0.548376 0.385688 0.019 Uiso 1 1 calc R U . . .
H31D H 0.220676 0.503042 0.475691 0.019 Uiso 1 1 calc R U . . .
C312 C 0.38794(16) 0.40118(10) 0.33799(7) 0.0179(3) Uani 1 1 d . . . . .
H31E H 0.457215 0.456397 0.313292 0.022 Uiso 1 1 calc R U . . .
H31F H 0.287602 0.404873 0.308319 0.022 Uiso 1 1 calc R U . . .
C313 C 0.48305(15) 0.30248(10) 0.33948(8) 0.0194(3) Uani 1 1 d . . . . .
H31G H 0.521933 0.296765 0.286233 0.023 Uiso 1 1 calc R U . . .
H31H H 0.581678 0.299481 0.370172 0.023 Uiso 1 1 calc R U . . .
C314 C 0.28260(16) 0.19345(10) 0.31756(7) 0.0181(3) Uani 1 1 d . . . . .
H31I H 0.349108 0.153733 0.283983 0.022 Uiso 1 1 calc R U . . .
H31J H 0.233556 0.254179 0.284647 0.022 Uiso 1 1 calc R U . . .
C315 C 0.14746(16) 0.13270(10) 0.36221(7) 0.0174(3) Uani 1 1 d . . . . .
H31K H 0.070040 0.117721 0.325631 0.021 Uiso 1 1 calc R U . . .
H31L H 0.197451 0.068456 0.389742 0.021 Uiso 1 1 calc R U . . .
C316 C -0.06206(16) 0.25836(11) 0.38278(8) 0.0203(3) Uani 1 1 d . . . . .
H31M H -0.157084 0.227093 0.366941 0.024 Uiso 1 1 calc R U . . .
H31N H -0.011646 0.300827 0.336576 0.024 Uiso 1 1 calc R U . . .


_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
Na1 O301 2.4896(10) . ?
Na1 O302 2.4533(10) . ?
Na1 O303 2.4664(10) . ?
Na1 O304 2.4814(10) . ?
Na1 O305 2.4500(10) . ?
Na1 O306 2.4864(10) . ?
Na1 O307 2.4844(10) . ?
Na1 O308 2.4951(10) . ?
C101 C102 1.4360(17) . ?
C101 C106 1.4384(18) . ?
C101 C107 1.3968(18) . ?
C102 H102 0.9500 . ?
C102 C103 1.3569(18) . ?
C103 H103 0.9500 . ?
C103 C104 1.4357(18) . ?
C104 C105 1.4361(17) . ?
C104 C108 1.3941(18) . ?
C105 H105 0.9500 . ?
C105 C106 1.3559(18) . ?
C106 H106 0.9500 . ?
C107 C109 1.4287(18) . ?
C107 C110 1.4283(18) . ?
C108 C111 1.4306(19) . ?
C108 C112 1.4296(18) . ?
C109 N101 1.1541(18) . ?
C110 N102 1.1533(17) . ?
C111 N103 1.1536(18) . ?
C112 N104 1.1504(18) . ?
C201 C202 1.4351(17) . ?
C201 C206 1.4363(18) . ?
C201 C207 1.3948(18) . ?
C202 H202 0.9500 . ?
C202 C203 1.3595(18) . ?
C203 H203 0.9500 . ?
C203 C204 1.4344(18) . ?
C204 C205 1.4348(17) . ?
C204 C208 1.3970(18) . ?
C205 H205 0.9500 . ?
C205 C206 1.3572(18) . ?
C206 H206 0.9500 . ?
C207 C209 1.4317(18) . ?
C207 C210 1.4289(18) . ?
C208 C211 1.4304(18) . ?
C208 C212 1.4255(18) . ?
C209 N201 1.1504(18) . ?
C210 N202 1.1482(18) . ?
C211 N203 1.1526(17) . ?
C212 N204 1.1553(17) . ?
O301 C302 1.4311(15) . ?
O301 C303 1.4297(15) . ?
O302 C304 1.4289(15) . ?
O302 C305 1.4304(16) . ?
O303 C306 1.4329(14) . ?
O303 C307 1.4319(15) . ?
O304 C301 1.4288(15) . ?
O304 C308 1.4280(16) . ?
O305 C309 1.4304(15) . ?
O305 C310 1.4304(15) . ?
O306 C315 1.4297(15) . ?
O306 C316 1.4275(15) . ?
O307 C313 1.4317(15) . ?
O307 C314 1.4267(15) . ?
O308 C311 1.4277(15) . ?
O308 C312 1.4314(15) . ?
C301 H30A 0.9900 . ?
C301 H30B 0.9900 . ?
C301 C302 1.5103(19) . ?
C302 H30C 0.9900 . ?
C302 H30D 0.9900 . ?
C303 H30E 0.9900 . ?
C303 H30F 0.9900 . ?
C303 C304 1.5134(19) . ?
C304 H30G 0.9900 . ?
C304 H30H 0.9900 . ?
C305 H30I 0.9900 . ?
C305 H30J 0.9900 . ?
C305 C306 1.5107(18) . ?
C306 H30K 0.9900 . ?
C306 H30L 0.9900 . ?
C307 H30M 0.9900 . ?
C307 H30N 0.9900 . ?
C307 C308 1.5099(17) . ?
C308 H30O 0.9900 . ?
C308 H30P 0.9900 . ?
C309 H30Q 0.9900 . ?
C309 H30R 0.9900 . ?
C309 C316 1.5140(18) . ?
C310 H31A 0.9900 . ?
C310 H31B 0.9900 . ?
C310 C311 1.5130(17) . ?
C311 H31C 0.9900 . ?
C311 H31D 0.9900 . ?
C312 H31E 0.9900 . ?
C312 H31F 0.9900 . ?
C312 C313 1.5011(19) . ?
C313 H31G 0.9900 . ?
C313 H31H 0.9900 . ?
C314 H31I 0.9900 . ?
C314 H31J 0.9900 . ?
C314 C315 1.5111(18) . ?
C315 H31K 0.9900 . ?
C315 H31L 0.9900 . ?
C316 H31M 0.9900 . ?
C316 H31N 0.9900 . ?

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
O301 Na1 O308 83.50(3) . . ?
O302 Na1 O301 69.39(3) . . ?
O302 Na1 O303 69.84(3) . . ?
O302 Na1 O304 106.22(3) . . ?
O302 Na1 O306 143.45(4) . . ?
O302 Na1 O307 84.93(3) . . ?
O302 Na1 O308 84.66(3) . . ?
O303 Na1 O301 107.24(3) . . ?
O303 Na1 O304 68.93(3) . . ?
O303 Na1 O306 83.44(3) . . ?
O303 Na1 O307 85.34(3) . . ?
O303 Na1 O308 145.64(3) . . ?
O304 Na1 O301 68.42(3) . . ?
O304 Na1 O306 85.75(3) . . ?
O304 Na1 O307 145.33(4) . . ?
O304 Na1 O308 142.89(4) . . ?
O305 Na1 O301 83.12(3) . . ?
O305 Na1 O302 143.92(4) . . ?
O305 Na1 O303 143.31(3) . . ?
O305 Na1 O304 83.55(3) . . ?
O305 Na1 O306 70.35(3) . . ?
O305 Na1 O307 106.87(3) . . ?
O305 Na1 O308 68.96(3) . . ?
O306 Na1 O301 144.94(3) . . ?
O306 Na1 O308 106.67(3) . . ?
O307 Na1 O301 144.29(3) . . ?
O307 Na1 O306 67.99(3) . . ?
O307 Na1 O308 69.35(3) . . ?
C102 C101 C106 117.79(11) . . ?
C107 C101 C102 121.46(11) . . ?
C107 C101 C106 120.73(11) . . ?
C101 C102 H102 119.5 . . ?
C103 C102 C101 121.06(12) . . ?
C103 C102 H102 119.5 . . ?
C102 C103 H103 119.4 . . ?
C102 C103 C104 121.16(11) . . ?
C104 C103 H103 119.4 . . ?
C103 C104 C105 117.76(11) . . ?
C108 C104 C103 121.72(11) . . ?
C108 C104 C105 120.52(12) . . ?
C104 C105 H105 119.4 . . ?
C106 C105 C104 121.16(12) . . ?
C106 C105 H105 119.4 . . ?
C101 C106 H106 119.5 . . ?
C105 C106 C101 121.02(12) . . ?
C105 C106 H106 119.5 . . ?
C101 C107 C109 122.61(12) . . ?
C101 C107 C110 121.12(12) . . ?
C110 C107 C109 116.27(11) . . ?
C104 C108 C111 122.14(12) . . ?
C104 C108 C112 121.72(12) . . ?
C112 C108 C111 116.00(11) . . ?
N101 C109 C107 178.79(14) . . ?
N102 C110 C107 179.44(16) . . ?
N103 C111 C108 179.9(2) . . ?
N104 C112 C108 178.59(16) . . ?
C202 C201 C206 117.77(11) . . ?
C207 C201 C202 120.32(12) . . ?
C207 C201 C206 121.91(11) . . ?
C201 C202 H202 119.5 . . ?
C203 C202 C201 120.90(12) . . ?
C203 C202 H202 119.5 . . ?
C202 C203 H203 119.4 . . ?
C202 C203 C204 121.20(11) . . ?
C204 C203 H203 119.4 . . ?
C203 C204 C205 117.88(11) . . ?
C208 C204 C203 120.84(11) . . ?
C208 C204 C205 121.26(11) . . ?
C204 C205 H205 119.5 . . ?
C206 C205 C204 120.92(12) . . ?
C206 C205 H205 119.5 . . ?
C201 C206 H206 119.4 . . ?
C205 C206 C201 121.26(12) . . ?
C205 C206 H206 119.4 . . ?
C201 C207 C209 121.96(11) . . ?
C201 C207 C210 122.24(12) . . ?
C210 C207 C209 115.71(11) . . ?
C204 C208 C211 122.62(12) . . ?
C204 C208 C212 121.12(12) . . ?
C212 C208 C211 116.25(11) . . ?
N201 C209 C207 179.60(16) . . ?
N202 C210 C207 178.22(15) . . ?
N203 C211 C208 178.70(14) . . ?
N204 C212 C208 179.14(16) . . ?
C302 O301 Na1 115.43(8) . . ?
C303 O301 Na1 108.46(7) . . ?
C303 O301 C302 113.71(10) . . ?
C304 O302 Na1 115.12(7) . . ?
C304 O302 C305 113.68(10) . . ?
C305 O302 Na1 109.30(7) . . ?
C306 O303 Na1 114.02(7) . . ?
C307 O303 Na1 109.62(7) . . ?
C307 O303 C306 113.34(9) . . ?
C301 O304 Na1 110.68(7) . . ?
C308 O304 Na1 115.10(7) . . ?
C308 O304 C301 113.29(10) . . ?
C309 O305 Na1 108.65(7) . . ?
C309 O305 C310 113.39(10) . . ?
C310 O305 Na1 116.43(7) . . ?
C315 O306 Na1 110.93(7) . . ?
C316 O306 Na1 111.92(7) . . ?
C316 O306 C315 113.42(10) . . ?
C313 O307 Na1 109.09(7) . . ?
C314 O307 Na1 117.14(7) . . ?
C314 O307 C313 113.16(10) . . ?
C311 O308 Na1 108.96(7) . . ?
C311 O308 C312 113.58(10) . . ?
C312 O308 Na1 112.92(7) . . ?
O304 C301 H30A 109.2 . . ?
O304 C301 H30B 109.2 . . ?
O304 C301 C302 112.00(10) . . ?
H30A C301 H30B 107.9 . . ?
C302 C301 H30A 109.2 . . ?
C302 C301 H30B 109.2 . . ?
O301 C302 C301 107.32(10) . . ?
O301 C302 H30C 110.3 . . ?
O301 C302 H30D 110.3 . . ?
C301 C302 H30C 110.3 . . ?
C301 C302 H30D 110.3 . . ?
H30C C302 H30D 108.5 . . ?
O301 C303 H30E 109.3 . . ?
O301 C303 H30F 109.3 . . ?
O301 C303 C304 111.54(10) . . ?
H30E C303 H30F 108.0 . . ?
C304 C303 H30E 109.3 . . ?
C304 C303 H30F 109.3 . . ?
O302 C304 C303 107.68(10) . . ?
O302 C304 H30G 110.2 . . ?
O302 C304 H30H 110.2 . . ?
C303 C304 H30G 110.2 . . ?
C303 C304 H30H 110.2 . . ?
H30G C304 H30H 108.5 . . ?
O302 C305 H30I 109.2 . . ?
O302 C305 H30J 109.2 . . ?
O302 C305 C306 112.03(10) . . ?
H30I C305 H30J 107.9 . . ?
C306 C305 H30I 109.2 . . ?
C306 C305 H30J 109.2 . . ?
O303 C306 C305 107.44(10) . . ?
O303 C306 H30K 110.2 . . ?
O303 C306 H30L 110.2 . . ?
C305 C306 H30K 110.2 . . ?
C305 C306 H30L 110.2 . . ?
H30K C306 H30L 108.5 . . ?
O303 C307 H30M 109.2 . . ?
O303 C307 H30N 109.2 . . ?
O303 C307 C308 111.87(10) . . ?
H30M C307 H30N 107.9 . . ?
C308 C307 H30M 109.2 . . ?
C308 C307 H30N 109.2 . . ?
O304 C308 C307 107.15(10) . . ?
O304 C308 H30O 110.3 . . ?
O304 C308 H30P 110.3 . . ?
C307 C308 H30O 110.3 . . ?
C307 C308 H30P 110.3 . . ?
H30O C308 H30P 108.5 . . ?
O305 C309 H30Q 109.3 . . ?
O305 C309 H30R 109.3 . . ?
O305 C309 C316 111.53(10) . . ?
H30Q C309 H30R 108.0 . . ?
C316 C309 H30Q 109.3 . . ?
C316 C309 H30R 109.3 . . ?
O305 C310 H31A 110.2 . . ?
O305 C310 H31B 110.2 . . ?
O305 C310 C311 107.68(10) . . ?
H31A C310 H31B 108.5 . . ?
C311 C310 H31A 110.2 . . ?
C311 C310 H31B 110.2 . . ?
O308 C311 C310 112.14(10) . . ?
O308 C311 H31C 109.2 . . ?
O308 C311 H31D 109.2 . . ?
C310 C311 H31C 109.2 . . ?
C310 C311 H31D 109.2 . . ?
H31C C311 H31D 107.9 . . ?
O308 C312 H31E 110.2 . . ?
O308 C312 H31F 110.2 . . ?
O308 C312 C313 107.42(11) . . ?
H31E C312 H31F 108.5 . . ?
C313 C312 H31E 110.2 . . ?
C313 C312 H31F 110.2 . . ?
O307 C313 C312 112.01(10) . . ?
O307 C313 H31G 109.2 . . ?
O307 C313 H31H 109.2 . . ?
C312 C313 H31G 109.2 . . ?
C312 C313 H31H 109.2 . . ?
H31G C313 H31H 107.9 . . ?
O307 C314 H31I 110.1 . . ?
O307 C314 H31J 110.1 . . ?
O307 C314 C315 107.87(10) . . ?
H31I C314 H31J 108.4 . . ?
C315 C314 H31I 110.1 . . ?
C315 C314 H31J 110.1 . . ?
O306 C315 C314 112.42(11) . . ?
O306 C315 H31K 109.1 . . ?
O306 C315 H31L 109.1 . . ?
C314 C315 H31K 109.1 . . ?
C314 C315 H31L 109.1 . . ?
H31K C315 H31L 107.9 . . ?
O306 C316 C309 107.62(10) . . ?
O306 C316 H31M 110.2 . . ?
O306 C316 H31N 110.2 . . ?
C309 C316 H31M 110.2 . . ?
C309 C316 H31N 110.2 . . ?
H31M C316 H31N 108.5 . . ?

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
Na1 O301 C302 C301 -37.67(12) . . . . ?
Na1 O301 C303 C304 -50.66(12) . . . . ?
Na1 O302 C304 C303 -37.21(12) . . . . ?
Na1 O302 C305 C306 -49.72(11) . . . . ?
Na1 O303 C306 C305 -37.98(11) . . . . ?
Na1 O303 C307 C308 -50.70(11) . . . . ?
Na1 O304 C301 C302 -48.76(12) . . . . ?
Na1 O304 C308 C307 -36.87(11) . . . . ?
Na1 O305 C309 C316 -50.36(12) . . . . ?
Na1 O305 C310 C311 -34.79(11) . . . . ?
Na1 O306 C315 C314 -48.73(12) . . . . ?
Na1 O306 C316 C309 -40.90(12) . . . . ?
Na1 O307 C313 C312 -49.20(12) . . . . ?
Na1 O307 C314 C315 -33.01(13) . . . . ?
Na1 O308 C311 C310 -49.99(11) . . . . ?
Na1 O308 C312 C313 -41.61(11) . . . . ?
C101 C102 C103 C104 0.6(2) . . . . ?
C102 C101 C106 C105 0.0(2) . . . . ?
C102 C101 C107 C109 5.3(2) . . . . ?
C102 C101 C107 C110 -173.70(12) . . . . ?
C102 C103 C104 C105 1.3(2) . . . . ?
C102 C103 C104 C108 -177.98(13) . . . . ?
C103 C104 C105 C106 -2.6(2) . . . . ?
C103 C104 C108 C111 -179.42(13) . . . . ?
C103 C104 C108 C112 4.9(2) . . . . ?
C104 C105 C106 C101 1.9(2) . . . . ?
C105 C104 C108 C111 1.3(2) . . . . ?
C105 C104 C108 C112 -174.34(13) . . . . ?
C106 C101 C102 C103 -1.30(19) . . . . ?
C106 C101 C107 C109 -176.67(13) . . . . ?
C106 C101 C107 C110 4.3(2) . . . . ?
C107 C101 C102 C103 176.80(13) . . . . ?
C107 C101 C106 C105 -178.07(13) . . . . ?
C108 C104 C105 C106 176.74(13) . . . . ?
C201 C202 C203 C204 -1.8(2) . . . . ?
C202 C201 C206 C205 -1.4(2) . . . . ?
C202 C201 C207 C209 -1.9(2) . . . . ?
C202 C201 C207 C210 174.40(13) . . . . ?
C202 C203 C204 C205 -0.7(2) . . . . ?
C202 C203 C204 C208 177.27(13) . . . . ?
C203 C204 C205 C206 2.2(2) . . . . ?
C203 C204 C208 C211 176.33(13) . . . . ?
C203 C204 C208 C212 -5.2(2) . . . . ?
C204 C205 C206 C201 -1.1(2) . . . . ?
C205 C204 C208 C211 -5.8(2) . . . . ?
C205 C204 C208 C212 172.76(13) . . . . ?
C206 C201 C202 C203 2.8(2) . . . . ?
C206 C201 C207 C209 178.67(13) . . . . ?
C206 C201 C207 C210 -5.0(2) . . . . ?
C207 C201 C202 C203 -176.60(13) . . . . ?
C207 C201 C206 C205 178.03(13) . . . . ?
C208 C204 C205 C206 -175.82(13) . . . . ?
O301 C303 C304 O302 59.88(14) . . . . ?
O302 C305 C306 O303 59.68(13) . . . . ?
O303 C307 C308 O304 59.13(13) . . . . ?
O304 C301 C302 O301 58.01(14) . . . . ?
O305 C309 C316 O306 63.06(14) . . . . ?
O305 C310 C311 O308 57.35(13) . . . . ?
O307 C314 C315 O306 54.46(14) . . . . ?
O308 C312 C313 O307 62.32(13) . . . . ?
C301 O304 C308 C307 -165.65(10) . . . . ?
C302 O301 C303 C304 79.22(13) . . . . ?
C303 O301 C302 C301 -163.96(10) . . . . ?
C304 O302 C305 C306 80.43(13) . . . . ?
C305 O302 C304 C303 -164.38(10) . . . . ?
C306 O303 C307 C308 77.95(13) . . . . ?
C307 O303 C306 C305 -164.33(10) . . . . ?
C308 O304 C301 C302 82.24(13) . . . . ?
C309 O305 C310 C311 -161.94(10) . . . . ?
C310 O305 C309 C316 80.76(13) . . . . ?
C311 O308 C312 C313 -166.32(10) . . . . ?
C312 O308 C311 C310 76.82(13) . . . . ?
C313 O307 C314 C315 -161.25(10) . . . . ?
C314 O307 C313 C312 83.10(13) . . . . ?
C315 O306 C316 C309 -167.34(10) . . . . ?
C316 O306 C315 C314 78.22(13) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder in perfluoroether oil'
_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 2.687
_oxdiff_exptl_absorpt_empirical_full_min 0.706
####################################################################### 
# 
# 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_MCG2
_database_code_depnum_ccdc_archive 'CCDC 2101941'
loop_
_audit_author_name
_audit_author_address
'Peter Horton'
;University of Southampton
United Kingdom
;
_audit_update_record             
;
2021-08-06 deposited with the CCDC.	2021-08-31 downloaded from the CCDC.
;

#2011pnh0068

_audit_creation_date             2020-05-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '0.5(C32 H64 Na2 O16), C12 H4 N4'
_chemical_formula_sum            'C28 H36 N4 Na O8'
_chemical_formula_weight         579.60
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.191(2)
_cell_length_b                   20.518(2)
_cell_length_c                   8.3079(9)
_cell_angle_alpha                90
_cell_angle_beta                 90.131(6)
_cell_angle_gamma                90
_cell_volume                     2930.4(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3069
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.260
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic dark black'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Lath
_exptl_crystal_F_000             1228
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
Rigaku CrystalClear-SM Expert 2.0 r10
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1059
_diffrn_reflns_av_unetI/netI     0.1351
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8484
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.481
_diffrn_reflns_theta_min         3.092
_diffrn_ambient_temperature      120.15
_diffrn_detector                 'Image plate'
_diffrn_detector_area_resol_mean 10
_diffrn_detector_type            'Rigaku Curved Fujifilm '
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'three-circle quarter χ goniometer'
_diffrn_measurement_device_type  'Rigaku R-AXIS SPIDER IP'
_diffrn_measurement_method       'profile data from oscillation ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMesh'
_diffrn_radiation_collimation    '0.3 mm'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_source                   'Sealed X-Ray tube'
_diffrn_source_current           40
_diffrn_source_power             2
_diffrn_source_size              '12mm x 0.4 mm long fine-focus'
_diffrn_source_target            Mo
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1448
_reflns_number_total             3351
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
Rigaku CrystalClear-SM Expert 2.0 r10
;
_computing_data_collection       
;
Rigaku CrystalClear-SM Expert 2.0 r10
;
_computing_data_reduction        
;
Rigaku CrystalClear-SM Expert 2.0 r10
;
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         3351
_refine_ls_number_restraints     544
_refine_ls_R_factor_all          0.1905
_refine_ls_R_factor_gt           0.0839
_refine_ls_restrained_S_all      0.978
_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)+(0.1490P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1982
_refine_ls_wR_factor_ref         0.2922
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.798(4)
 0.202(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4. Same fragment restrains
{C13, C14, C15, C16, C17, C18, C11, C12, O12, O13, O14, O11} sigma for 1-2:
0.02, 1-3: 0.04
as in
{C11, C12, C13, C14, C15, C16, C17, C18, O11, O12, O13, O14}
{C11, C12, C13, C14, C15, C16, C17, C18, O11, O12, O13, O14} sigma for 1-2:
0.02, 1-3: 0.04
as in
{C21, C22, C23, C24, C25, C26, C27, C28, O21, O22, O23, O24}
5. Others
 Fixed Sof: C11(0.5) H11A(0.5) H11B(0.5) C12(0.5) H12A(0.5) H12B(0.5) C13(0.5)
 H13A(0.5) H13B(0.5) C14(0.5) H14A(0.5) H14B(0.5) C15(0.5) H15A(0.5) H15B(0.5)
 C16(0.5) H16A(0.5) H16B(0.5) C17(0.5) H17A(0.5) H17B(0.5) C18(0.5) H18A(0.5)
 H18B(0.5) O11(0.5) O12(0.5) O13(0.5) O14(0.5) C21(0.5) H21A(0.5) H21B(0.5)
 C22(0.5) H22A(0.5) H22B(0.5) C23(0.5) H23A(0.5) H23B(0.5) C24(0.5) H24A(0.5)
 H24B(0.5) C25(0.5) H25A(0.5) H25B(0.5) C26(0.5) H26A(0.5) H26B(0.5) C27(0.5)
 H27A(0.5) H27B(0.5) C28(0.5) H28A(0.5) H28B(0.5) O21(0.5) O22(0.5) O23(0.5)
 O24(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,
 H15B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C21(H21A,H21B),
 C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B),
  C27(H27A,H27B), C28(H28A,H28B)
6.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Na1 Na 0.000000 0.32236(11) 0.250000 0.0329(6) Uani 1 2 d S T P . .
C1 C 0.0667(2) 0.0127(2) 0.9053(7) 0.0419(12) Uani 1 1 d . . . . .
C2 C 0.0447(3) -0.0519(2) 0.9464(7) 0.0446(13) Uani 1 1 d . . . . .
H2 H 0.075155 -0.087395 0.908714 0.054 Uiso 1 1 calc R U . . .
C3 C -0.0188(3) -0.0640(2) 1.0383(7) 0.0406(13) Uani 1 1 d . . . . .
H3 H -0.031437 -0.107746 1.065264 0.049 Uiso 1 1 calc R U . . .
C4 C 0.1334(3) 0.0258(2) 0.8069(7) 0.0430(12) Uani 1 1 d . . . . .
C5 C 0.1825(2) -0.0248(2) 0.7514(8) 0.0420(12) Uani 1 1 d . . . . .
C6 C 0.1546(3) 0.0905(3) 0.7654(7) 0.0421(12) Uani 1 1 d . . . . .
N1 N 0.2232(2) -0.0656(2) 0.7061(7) 0.0584(14) Uani 1 1 d . . . . .
N2 N 0.1720(2) 0.1427(2) 0.7368(6) 0.0507(12) Uani 1 1 d . . . . .
C11 C 0.1418(9) 0.2900(7) -0.009(3) 0.056(4) Uani 0.5 1 d D . P A -1
H11A H 0.187214 0.298200 0.062111 0.067 Uiso 0.5 1 calc R U P A -1
H11B H 0.159754 0.265362 -0.103968 0.067 Uiso 0.5 1 calc R U P A -1
C12 C 0.1074(7) 0.3513(6) -0.0584(13) 0.049(2) Uani 0.5 1 d D . P A -1
H12A H 0.145745 0.376034 -0.122911 0.059 Uiso 0.5 1 calc R U P A -1
H12B H 0.061768 0.342402 -0.127765 0.059 Uiso 0.5 1 calc R U P A -1
C13 C 0.1465(8) 0.4184(10) 0.1635(16) 0.064(4) Uani 0.5 1 d D . P A -1
H13A H 0.169978 0.454548 0.101340 0.077 Uiso 0.5 1 calc R U P A -1
H13B H 0.187192 0.385360 0.184794 0.077 Uiso 0.5 1 calc R U P A -1
C14 C 0.1148(10) 0.4427(6) 0.3145(16) 0.070(4) Uani 0.5 1 d D . P A -1
H14A H 0.155482 0.467799 0.372053 0.084 Uiso 0.5 1 calc R U P A -1
H14B H 0.071085 0.472702 0.291120 0.084 Uiso 0.5 1 calc R U P A -1
C15 C 0.1467(7) 0.3554(5) 0.5016(16) 0.045(3) Uani 0.5 1 d D . P A -1
H15A H 0.163720 0.380401 0.597294 0.054 Uiso 0.5 1 calc R U P A -1
H15B H 0.192381 0.348370 0.431423 0.054 Uiso 0.5 1 calc R U P A -1
C16 C 0.1144(9) 0.2929(6) 0.5511(14) 0.049(3) Uani 0.5 1 d D . P A -1
H16A H 0.154626 0.268139 0.610653 0.059 Uiso 0.5 1 calc R U P A -1
H16B H 0.070315 0.300647 0.625153 0.059 Uiso 0.5 1 calc R U P A -1
C17 C 0.1488(7) 0.2239(6) 0.3245(13) 0.038(2) Uani 0.5 1 d D . P A -1
H17A H 0.171998 0.187409 0.386221 0.046 Uiso 0.5 1 calc R U P A -1
H17B H 0.190293 0.255730 0.299441 0.046 Uiso 0.5 1 calc R U P A -1
C18 C 0.1131(8) 0.1997(5) 0.1763(14) 0.050(3) Uani 0.5 1 d D . P A -1
H18A H 0.152134 0.174675 0.114339 0.060 Uiso 0.5 1 calc R U P A -1
H18B H 0.069877 0.169861 0.203633 0.060 Uiso 0.5 1 calc R U P A -1
O11 O 0.0836(4) 0.2526(3) 0.0775(8) 0.0412(15) Uani 0.5 1 d D . P A -1
O12 O 0.0837(4) 0.3900(3) 0.0751(9) 0.0450(15) Uani 0.5 1 d D . P A -1
O13 O 0.0879(4) 0.3911(4) 0.4159(9) 0.0459(16) Uani 0.5 1 d D . P A -1
O14 O 0.0878(4) 0.2546(3) 0.4165(9) 0.0419(15) Uani 0.5 1 d D . P A -1
C21 C -0.1032(9) 0.3860(6) 0.5270(16) 0.061(3) Uani 0.5 1 d D . P A -1
H21A H -0.056623 0.409992 0.564826 0.074 Uiso 0.5 1 calc R U P A -1
H21B H -0.141455 0.385655 0.615831 0.074 Uiso 0.5 1 calc R U P A -1
C22 C -0.1364(9) 0.4201(9) 0.3904(14) 0.066(5) Uani 0.5 1 d D . P A -1
H22A H -0.152262 0.464712 0.422143 0.080 Uiso 0.5 1 calc R U P A -1
H22B H -0.182849 0.396667 0.350057 0.080 Uiso 0.5 1 calc R U P A -1
C23 C -0.1091(9) 0.4387(6) 0.1124(13) 0.055(3) Uani 0.5 1 d D . P A -1
H23A H -0.067788 0.458493 0.045531 0.066 Uiso 0.5 1 calc R U P A -1
H23B H -0.150144 0.471972 0.127565 0.066 Uiso 0.5 1 calc R U P A -1
C24 C -0.1422(8) 0.3842(6) 0.0251(18) 0.058(4) Uani 0.5 1 d D . P A -1
H24A H -0.189041 0.368376 0.081991 0.070 Uiso 0.5 1 calc R U P A -1
H24B H -0.158163 0.398721 -0.083716 0.070 Uiso 0.5 1 calc R U P A -1
C25 C -0.1193(9) 0.2695(5) -0.0220(15) 0.051(3) Uani 0.5 1 d D . P A -1
H25A H -0.078438 0.241703 -0.070253 0.061 Uiso 0.5 1 calc R U P A -1
H25B H -0.161329 0.274486 -0.102660 0.061 Uiso 0.5 1 calc R U P A -1
C26 C -0.1505(8) 0.2365(9) 0.1178(15) 0.058(4) Uani 0.5 1 d D . P A -1
H26A H -0.194726 0.261598 0.162163 0.070 Uiso 0.5 1 calc R U P A -1
H26B H -0.169375 0.192638 0.087479 0.070 Uiso 0.5 1 calc R U P A -1
C27 C -0.1175(8) 0.2170(6) 0.3962(13) 0.058(3) Uani 0.5 1 d D . P A -1
H27A H -0.161132 0.185669 0.388084 0.070 Uiso 0.5 1 calc R U P A -1
H27B H -0.074990 0.195249 0.456214 0.070 Uiso 0.5 1 calc R U P A -1
C28 C -0.1432(10) 0.2724(7) 0.488(2) 0.057(4) Uani 0.5 1 d D . P A -1
H28A H -0.155854 0.258834 0.599336 0.069 Uiso 0.5 1 calc R U P A -1
H28B H -0.190549 0.291259 0.438641 0.069 Uiso 0.5 1 calc R U P A -1
O21 O -0.0816(4) 0.3204(3) 0.4905(9) 0.0420(15) Uani 0.5 1 d D . P A -1
O22 O -0.0769(4) 0.4230(3) 0.2661(9) 0.0467(15) Uani 0.5 1 d D . P A -1
O23 O -0.0869(4) 0.3322(3) 0.0114(9) 0.0429(15) Uani 0.5 1 d D . P A -1
O24 O -0.0902(3) 0.2312(3) 0.2355(9) 0.0430(14) Uani 0.5 1 d D . P A -1


_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
Na1 O11 2.485(7) . ?
Na1 O12 2.474(7) . ?
Na1 O13 2.482(7) . ?
Na1 O14 2.473(7) . ?
Na1 O21 2.444(7) . ?
Na1 O22 2.455(7) . ?
Na1 O23 2.488(7) . ?
Na1 O24 2.432(7) . ?
C1 C2 1.420(7) . ?
C1 C3 1.417(7) 5_557 ?
C1 C4 1.435(7) . ?
C2 H2 0.9500 . ?
C2 C3 1.357(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.415(7) . ?
C4 C6 1.420(7) . ?
C5 N1 1.154(6) . ?
C6 N2 1.138(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.450(12) . ?
C11 O11 1.450(12) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 O12 1.424(11) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.457(14) . ?
C13 O12 1.428(11) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 O13 1.431(12) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.457(12) . ?
C15 O13 1.435(11) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 O14 1.441(11) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.461(12) . ?
C17 O14 1.444(11) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 O11 1.452(10) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.450(13) . ?
C21 O21 1.428(11) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 O22 1.457(12) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.448(13) . ?
C23 O22 1.428(11) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 O23 1.433(11) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.448(12) . ?
C25 O23 1.430(11) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 O24 1.427(11) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.440(13) . ?
C27 O24 1.446(11) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 O21 1.447(12) . ?

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
O11 Na1 O23 86.2(2) . . ?
O12 Na1 O11 69.3(2) . . ?
O12 Na1 O13 69.7(2) . . ?
O12 Na1 O23 80.5(2) . . ?
O13 Na1 O11 107.2(2) . . ?
O13 Na1 O23 139.4(3) . . ?
O14 Na1 O11 69.3(2) . . ?
O14 Na1 O12 106.8(2) . . ?
O14 Na1 O13 68.8(2) . . ?
O14 Na1 O23 148.9(2) . . ?
O21 Na1 O11 142.7(3) . . ?
O21 Na1 O12 145.6(3) . . ?
O21 Na1 O13 84.5(2) . . ?
O21 Na1 O14 83.3(2) . . ?
O21 Na1 O22 70.1(2) . . ?
O21 Na1 O23 108.0(2) . . ?
O22 Na1 O11 145.9(2) . . ?
O22 Na1 O12 82.8(2) . . ?
O22 Na1 O13 79.6(2) . . ?
O22 Na1 O14 140.4(2) . . ?
O22 Na1 O23 69.7(2) . . ?
O24 Na1 O11 84.2(2) . . ?
O24 Na1 O12 140.7(3) . . ?
O24 Na1 O13 148.4(3) . . ?
O24 Na1 O14 89.1(2) . . ?
O24 Na1 O21 70.2(2) . . ?
O24 Na1 O22 107.8(2) . . ?
O24 Na1 O23 69.0(2) . . ?
C2 C1 C4 121.6(4) . . ?
C3 C1 C2 117.3(5) 5_557 . ?
C3 C1 C4 121.0(5) 5_557 . ?
C1 C2 H2 119.3 . . ?
C3 C2 C1 121.4(5) . . ?
C3 C2 H2 119.3 . . ?
C1 C3 H3 119.4 5_557 . ?
C2 C3 C1 121.3(4) . 5_557 ?
C2 C3 H3 119.4 . . ?
C5 C4 C1 121.7(4) . . ?
C5 C4 C6 117.0(4) . . ?
C6 C4 C1 121.2(4) . . ?
N1 C5 C4 179.2(5) . . ?
N2 C6 C4 178.0(6) . . ?
H11A C11 H11B 108.4 . . ?
C12 C11 H11A 110.0 . . ?
C12 C11 H11B 110.0 . . ?
C12 C11 O11 108.5(11) . . ?
O11 C11 H11A 110.0 . . ?
O11 C11 H11B 110.0 . . ?
C11 C12 H12A 109.1 . . ?
C11 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?
O12 C12 C11 112.3(12) . . ?
O12 C12 H12A 109.1 . . ?
O12 C12 H12B 109.1 . . ?
H13A C13 H13B 108.5 . . ?
C14 C13 H13A 110.2 . . ?
C14 C13 H13B 110.2 . . ?
O12 C13 H13A 110.2 . . ?
O12 C13 H13B 110.2 . . ?
O12 C13 C14 107.4(12) . . ?
C13 C14 H14A 109.2 . . ?
C13 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
O13 C14 C13 112.0(12) . . ?
O13 C14 H14A 109.2 . . ?
O13 C14 H14B 109.2 . . ?
H15A C15 H15B 108.3 . . ?
C16 C15 H15A 109.9 . . ?
C16 C15 H15B 109.9 . . ?
O13 C15 H15A 109.9 . . ?
O13 C15 H15B 109.9 . . ?
O13 C15 C16 108.7(10) . . ?
C15 C16 H16A 109.1 . . ?
C15 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
O14 C16 C15 112.5(10) . . ?
O14 C16 H16A 109.1 . . ?
O14 C16 H16B 109.1 . . ?
H17A C17 H17B 108.6 . . ?
C18 C17 H17A 110.4 . . ?
C18 C17 H17B 110.4 . . ?
O14 C17 H17A 110.4 . . ?
O14 C17 H17B 110.4 . . ?
O14 C17 C18 106.9(10) . . ?
C17 C18 H18A 109.3 . . ?
C17 C18 H18B 109.3 . . ?
H18A C18 H18B 108.0 . . ?
O11 C18 C17 111.6(9) . . ?
O11 C18 H18A 109.3 . . ?
O11 C18 H18B 109.3 . . ?
C11 O11 Na1 112.4(8) . . ?
C11 O11 C18 115.7(9) . . ?
C18 O11 Na1 107.8(6) . . ?
C12 O12 Na1 108.2(7) . . ?
C12 O12 C13 114.2(9) . . ?
C13 O12 Na1 111.5(7) . . ?
C14 O13 Na1 106.9(7) . . ?
C14 O13 C15 116.2(10) . . ?
C15 O13 Na1 114.4(6) . . ?
C16 O14 Na1 108.6(7) . . ?
C16 O14 C17 114.8(9) . . ?
C17 O14 Na1 113.1(6) . . ?
H21A C21 H21B 107.8 . . ?
C22 C21 H21A 109.0 . . ?
C22 C21 H21B 109.0 . . ?
O21 C21 H21A 109.0 . . ?
O21 C21 H21B 109.0 . . ?
O21 C21 C22 113.0(11) . . ?
C21 C22 H22A 110.3 . . ?
C21 C22 H22B 110.3 . . ?
C21 C22 O22 107.3(12) . . ?
H22A C22 H22B 108.5 . . ?
O22 C22 H22A 110.3 . . ?
O22 C22 H22B 110.3 . . ?
H23A C23 H23B 107.5 . . ?
C24 C23 H23A 108.5 . . ?
C24 C23 H23B 108.5 . . ?
O22 C23 H23A 108.5 . . ?
O22 C23 H23B 108.5 . . ?
O22 C23 C24 115.1(11) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 108.1 . . ?
O23 C24 C23 110.8(11) . . ?
O23 C24 H24A 109.5 . . ?
O23 C24 H24B 109.5 . . ?
H25A C25 H25B 107.6 . . ?
C26 C25 H25A 108.7 . . ?
C26 C25 H25B 108.7 . . ?
O23 C25 H25A 108.7 . . ?
O23 C25 H25B 108.7 . . ?
O23 C25 C26 114.2(11) . . ?
C25 C26 H26A 110.0 . . ?
C25 C26 H26B 110.0 . . ?
H26A C26 H26B 108.4 . . ?
O24 C26 C25 108.4(11) . . ?
O24 C26 H26A 110.0 . . ?
O24 C26 H26B 110.0 . . ?
H27A C27 H27B 107.5 . . ?
C28 C27 H27A 108.4 . . ?
C28 C27 H27B 108.4 . . ?
C28 C27 O24 115.5(12) . . ?
O24 C27 H27A 108.4 . . ?
O24 C27 H27B 108.4 . . ?
C27 C28 H28A 110.0 . . ?
C27 C28 H28B 110.0 . . ?
C27 C28 O21 108.7(11) . . ?
H28A C28 H28B 108.3 . . ?
O21 C28 H28A 110.0 . . ?
O21 C28 H28B 110.0 . . ?
C21 O21 Na1 108.0(7) . . ?
C21 O21 C28 117.0(10) . . ?
C28 O21 Na1 114.9(7) . . ?
C22 O22 Na1 112.6(7) . . ?
C23 O22 Na1 110.4(7) . . ?
C23 O22 C22 111.8(9) . . ?
C24 O23 Na1 113.2(6) . . ?
C25 O23 Na1 108.3(7) . . ?
C25 O23 C24 115.3(9) . . ?
C26 O24 Na1 115.9(7) . . ?
C26 O24 C27 114.3(9) . . ?
C27 O24 Na1 108.5(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C1 1.1(9) . . . 5_557 ?
C2 C1 C4 C5 -2.7(8) . . . . ?
C2 C1 C4 C6 179.5(5) . . . . ?
C3 C1 C2 C3 -1.1(8) 5_557 . . . ?
C3 C1 C4 C5 179.1(5) 5_557 . . . ?
C3 C1 C4 C6 1.3(8) 5_557 . . . ?
C4 C1 C2 C3 -179.4(5) . . . . ?
C11 C12 O12 Na1 -52.4(13) . . . . ?
C11 C12 O12 C13 72.4(17) . . . . ?
C12 C11 O11 Na1 -37.9(19) . . . . ?
C12 C11 O11 C18 -162.3(13) . . . . ?
C13 C14 O13 Na1 -51.4(14) . . . . ?
C13 C14 O13 C15 77.7(15) . . . . ?
C14 C13 O12 Na1 -43.7(16) . . . . ?
C14 C13 O12 C12 -166.7(12) . . . . ?
C15 C16 O14 Na1 -51.7(12) . . . . ?
C15 C16 O14 C17 76.0(14) . . . . ?
C16 C15 O13 Na1 -34.9(12) . . . . ?
C16 C15 O13 C14 -160.3(10) . . . . ?
C17 C18 O11 Na1 -51.4(11) . . . . ?
C17 C18 O11 C11 75.3(16) . . . . ?
C18 C17 O14 Na1 -42.5(11) . . . . ?
C18 C17 O14 C16 -167.9(9) . . . . ?
O11 C11 C12 O12 62(2) . . . . ?
O12 C13 C14 O13 66.3(18) . . . . ?
O13 C15 C16 O14 59.0(14) . . . . ?
O14 C17 C18 O11 64.2(13) . . . . ?
C21 C22 O22 Na1 38.5(15) . . . . ?
C21 C22 O22 C23 163.6(11) . . . . ?
C22 C21 O21 Na1 51.7(14) . . . . ?
C22 C21 O21 C28 -79.7(18) . . . . ?
C23 C24 O23 Na1 34.2(14) . . . . ?
C23 C24 O23 C25 159.7(11) . . . . ?
C24 C23 O22 Na1 43.7(14) . . . . ?
C24 C23 O22 C22 -82.6(16) . . . . ?
C25 C26 O24 Na1 35.6(16) . . . . ?
C25 C26 O24 C27 162.9(11) . . . . ?
C26 C25 O23 Na1 47.7(14) . . . . ?
C26 C25 O23 C24 -80.3(16) . . . . ?
C27 C28 O21 Na1 31.5(19) . . . . ?
C27 C28 O21 C21 159.6(13) . . . . ?
C28 C27 O24 Na1 47.9(14) . . . . ?
C28 C27 O24 C26 -83.2(16) . . . . ?
O21 C21 C22 O22 -62.0(18) . . . . ?
O22 C23 C24 O23 -53.5(17) . . . . ?
O23 C25 C26 O24 -56.7(18) . . . . ?
O24 C27 C28 O21 -54(2) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder in perfluoroether oil'
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.798(4)
2 0.202(4)

####################################################################### 
# 
# 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_MCG3
_database_code_depnum_ccdc_archive 'CCDC 2101942'
loop_
_audit_author_name
_audit_author_address
'Peter Horton'
;University of Southampton
United Kingdom
;
_audit_update_record             
;
2021-08-06 deposited with the CCDC.	2021-08-31 downloaded from the CCDC.
;

#2014by045

_audit_creation_date             2020-05-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H32 Li O8, 2(C12 H4 N4)'
_chemical_formula_sum            'C40 H40 Li N8 O8'
_chemical_formula_weight         767.74
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 H4 N4 C8 H16O4 Na'
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'
Li Li -0.0003 0.0001 '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'
O O 0.0106 0.0060 '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                   8.2066(4)
_cell_length_b                   13.7299(6)
_cell_length_c                   17.8792(8)
_cell_angle_alpha                72.441(4)
_cell_angle_beta                 83.006(4)
_cell_angle_gamma                86.623(4)
_cell_volume                     1905.87(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6954
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.6760
_cell_measurement_theta_min      2.8560
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.995
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80366
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.79a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic dark blue'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             806
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_av_unetI/netI     0.0872
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            23161
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         2.404
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -107.00  73.00   1.00   35.00    --  -17.00   0.00  90.00  180
  2  ω    -68.00  22.00   1.00   35.00    --  -17.00 -72.00-120.00   90
  3  ω    -50.00  22.00   1.00   35.00    --  -17.00 -72.00  60.00   72
  4  ω    -30.00  73.00   1.00   35.00    --  -17.00  72.00   0.00  103
  5  ω    -15.00   5.00   1.00   35.00    --  -17.00  54.00-180.00   20
  6  ω    -98.00  -3.00   1.00   35.00    --  -17.00 -72.00 150.00   95
;
_diffrn_measurement_device       'four-circle κ goniometer'
_diffrn_measurement_device_type  
'Rigaku FRE+ equipped with VHF Varimax confocal mirrors and an AFC12 goniometer and HG Saturn 724+ detector'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroLoop'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0486299000
_diffrn_orient_matrix_UB_12      0.0244688000
_diffrn_orient_matrix_UB_13      0.0249896000
_diffrn_orient_matrix_UB_21      -0.0309816000
_diffrn_orient_matrix_UB_22      0.0351535000
_diffrn_orient_matrix_UB_23      -0.0334170000
_diffrn_orient_matrix_UB_31      -0.0652848000
_diffrn_orient_matrix_UB_32      -0.0332146000
_diffrn_orient_matrix_UB_33      0.0033468000
_diffrn_radiation_collimation    0.2
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku FRE+'
_diffrn_source_voltage           45.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4831
_reflns_number_total             8699
_reflns_odcompleteness_completeness 99.27
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_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 1.171.40.79a (Rigaku OD, 2020)'
_computing_data_collection       'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.40.79a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.220
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     514
_refine_ls_number_reflns         8699
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1237
_refine_ls_R_factor_gt           0.0529
_refine_ls_restrained_S_all      0.995
_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)+(0.0491P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0987
_refine_ls_wR_factor_ref         0.1151
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C301(H30A,H30B), C302(H30C,H30D), C303(H30E,H30F), C304(H30G,H30H), C305(H30I,
 H30J), C306(H30K,H30L), C307(H30M,H30N), C308(H30O,H30P), C401(H40A,H40B),
 C402(H40C,H40D), C403(H40E,H40F), C404(H40G,H40H), C405(H40I,H40J), C406(H40K,
 H40L), C407(H40M,H40N), C408(H40O,H40P)
2.b Aromatic/amide H refined with riding coordinates:
 C102(H102), C103(H103), C105(H105), C106(H106), C202(H202), C203(H203),
 C205(H205), C206(H206)
;
_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
C301 C 0.7394(2) 0.49206(16) 0.93028(11) 0.0178(4) Uani 1 1 d . . . . .
H30A H 0.776554 0.557484 0.891886 0.021 Uiso 1 1 calc R U . . .
H30B H 0.728280 0.500578 0.983729 0.021 Uiso 1 1 calc R U . . .
C302 C 0.5757(2) 0.46648(16) 0.91240(11) 0.0173(4) Uani 1 1 d . . . . .
H30C H 0.491900 0.518980 0.919115 0.021 Uiso 1 1 calc R U . . .
H30D H 0.582896 0.464096 0.857299 0.021 Uiso 1 1 calc R U . . .
C303 C 0.4006(2) 0.32378(16) 0.94335(11) 0.0186(4) Uani 1 1 d . . . . .
H30E H 0.319697 0.377510 0.920345 0.022 Uiso 1 1 calc R U . . .
H30F H 0.344135 0.274566 0.990497 0.022 Uiso 1 1 calc R U . . .
C304 C 0.4656(2) 0.26938(16) 0.88374(11) 0.0186(4) Uani 1 1 d . . . . .
H30G H 0.374511 0.238704 0.867760 0.022 Uiso 1 1 calc R U . . .
H30H H 0.521924 0.317940 0.836154 0.022 Uiso 1 1 calc R U . . .
C305 C 0.6775(2) 0.14913(16) 0.86637(11) 0.0188(4) Uani 1 1 d . . . . .
H30I H 0.609511 0.140646 0.826754 0.023 Uiso 1 1 calc R U . . .
H30J H 0.719297 0.080696 0.895303 0.023 Uiso 1 1 calc R U . . .
C306 C 0.8199(2) 0.21559(16) 0.82493(11) 0.0202(5) Uani 1 1 d . . . . .
H30K H 0.893705 0.180788 0.792452 0.024 Uiso 1 1 calc R U . . .
H30L H 0.780016 0.280842 0.789810 0.024 Uiso 1 1 calc R U . . .
C307 C 1.0144(2) 0.31815(16) 0.85210(12) 0.0214(5) Uani 1 1 d . . . . .
H30M H 1.063910 0.318559 0.798666 0.026 Uiso 1 1 calc R U . . .
H30N H 1.104277 0.309560 0.885980 0.026 Uiso 1 1 calc R U . . .
C308 C 0.9253(2) 0.41785(16) 0.84758(11) 0.0206(5) Uani 1 1 d . . . . .
H30O H 1.001820 0.475231 0.825775 0.025 Uiso 1 1 calc R U . . .
H30P H 0.836190 0.428076 0.813111 0.025 Uiso 1 1 calc R U . . .
C401 C 0.6482(2) 0.27407(17) 1.17246(11) 0.0217(5) Uani 1 1 d . . . . .
H40A H 0.613987 0.321669 1.203768 0.026 Uiso 1 1 calc R U . . .
H40B H 0.711642 0.216385 1.204736 0.026 Uiso 1 1 calc R U . . .
C402 C 0.5001(2) 0.23543(16) 1.14916(11) 0.0189(4) Uani 1 1 d . . . . .
H40C H 0.432537 0.195548 1.197142 0.023 Uiso 1 1 calc R U . . .
H40D H 0.432446 0.294134 1.121181 0.023 Uiso 1 1 calc R U . . .
C403 C 0.5851(2) 0.06945(16) 1.14186(11) 0.0197(5) Uani 1 1 d . . . . .
H40E H 0.483346 0.033832 1.169166 0.024 Uiso 1 1 calc R U . . .
H40F H 0.659882 0.067521 1.181802 0.024 Uiso 1 1 calc R U . . .
C404 C 0.6665(2) 0.01894(16) 1.08235(11) 0.0177(4) Uani 1 1 d . . . . .
H40G H 0.696879 -0.052675 1.109863 0.021 Uiso 1 1 calc R U . . .
H40H H 0.588124 0.017996 1.044644 0.021 Uiso 1 1 calc R U . . .
C405 C 0.9510(2) 0.04540(16) 1.08283(11) 0.0187(5) Uani 1 1 d . . . . .
H40I H 0.996308 -0.022411 1.081051 0.022 Uiso 1 1 calc R U . . .
H40J H 0.920813 0.042780 1.138709 0.022 Uiso 1 1 calc R U . . .
C406 C 1.0754(2) 0.12613(16) 1.04421(11) 0.0196(5) Uani 1 1 d . . . . .
H40K H 1.173755 0.111109 1.073179 0.024 Uiso 1 1 calc R U . . .
H40L H 1.109486 0.124878 0.989452 0.024 Uiso 1 1 calc R U . . .
C407 C 1.0154(2) 0.24799(16) 1.11579(11) 0.0207(5) Uani 1 1 d . . . . .
H40M H 1.129508 0.260388 1.122645 0.025 Uiso 1 1 calc R U . . .
H40N H 0.973213 0.189836 1.160688 0.025 Uiso 1 1 calc R U . . .
C408 C 0.9095(2) 0.34175(16) 1.11271(12) 0.0202(5) Uani 1 1 d . . . . .
H40O H 0.908976 0.359051 1.162633 0.024 Uiso 1 1 calc R U . . .
H40P H 0.955394 0.400015 1.068955 0.024 Uiso 1 1 calc R U . . .
Li57 Li 0.7480(4) 0.2509(3) 0.9977(2) 0.0262(8) Uani 1 1 d . . . . .
O301 O 0.85898(14) 0.41323(11) 0.92628(7) 0.0188(3) Uani 1 1 d . . . . .
O302 O 0.90581(15) 0.23452(10) 0.88355(7) 0.0192(3) Uani 1 1 d . . . . .
O303 O 0.57801(14) 0.19186(11) 0.92053(7) 0.0188(3) Uani 1 1 d . . . . .
O304 O 0.53186(14) 0.36909(11) 0.96603(7) 0.0178(3) Uani 1 1 d . . . . .
O401 O 1.01109(15) 0.22568(11) 1.04300(7) 0.0198(3) Uani 1 1 d . . . . .
O402 O 0.81012(14) 0.07185(10) 1.04015(7) 0.0176(3) Uani 1 1 d . . . . .
O403 O 0.54818(15) 0.17240(11) 1.09906(7) 0.0190(3) Uani 1 1 d . . . . .
O404 O 0.74584(14) 0.32556(11) 1.10121(7) 0.0199(3) Uani 1 1 d . . . . .
C101 C 0.9113(2) 0.74582(16) 0.54760(11) 0.0184(4) Uani 1 1 d . . . . .
C102 C 1.0165(2) 0.74542(17) 0.47737(11) 0.0207(5) Uani 1 1 d . . . . .
H102 H 1.072403 0.683971 0.474141 0.025 Uiso 1 1 calc R U . . .
C103 C 1.0371(2) 0.83135(16) 0.41578(11) 0.0197(5) Uani 1 1 d . . . . .
H103 H 1.108669 0.829342 0.370278 0.024 Uiso 1 1 calc R U . . .
C104 C 0.9541(2) 0.92483(16) 0.41752(11) 0.0184(5) Uani 1 1 d . . . . .
C105 C 0.8467(2) 0.92495(16) 0.48667(11) 0.0190(5) Uani 1 1 d . . . . .
H105 H 0.788443 0.986030 0.489021 0.023 Uiso 1 1 calc R U . . .
C106 C 0.8264(2) 0.83921(16) 0.54908(11) 0.0182(5) Uani 1 1 d . . . . .
H106 H 0.754578 0.841356 0.594466 0.022 Uiso 1 1 calc R U . . .
C107 C 0.8945(2) 0.65801(17) 0.61206(11) 0.0191(5) Uani 1 1 d . . . . .
C108 C 0.9794(2) 1.01345(16) 0.35363(11) 0.0180(4) Uani 1 1 d . . . . .
C109 C 0.7976(2) 0.65630(17) 0.68424(12) 0.0228(5) Uani 1 1 d . . . . .
C110 C 0.9806(2) 0.56460(18) 0.61151(11) 0.0229(5) Uani 1 1 d . . . . .
C111 C 1.0933(2) 1.01375(16) 0.28665(11) 0.0198(5) Uani 1 1 d . . . . .
C112 C 0.8958(2) 1.10777(17) 0.35220(11) 0.0205(5) Uani 1 1 d . . . . .
C201 C 0.5451(2) 0.57901(16) 0.58049(11) 0.0189(5) Uani 1 1 d . . . . .
C202 C 0.6533(2) 0.57742(16) 0.51167(11) 0.0192(5) Uani 1 1 d . . . . .
H202 H 0.711221 0.515957 0.510140 0.023 Uiso 1 1 calc R U . . .
C203 C 0.6744(2) 0.66209(16) 0.44873(11) 0.0186(5) Uani 1 1 d . . . . .
H203 H 0.746054 0.658779 0.403600 0.022 Uiso 1 1 calc R U . . .
C204 C 0.5906(2) 0.75651(16) 0.44897(11) 0.0187(5) Uani 1 1 d . . . . .
C205 C 0.4853(2) 0.75797(17) 0.51906(11) 0.0210(5) Uani 1 1 d . . . . .
H205 H 0.430696 0.820024 0.521640 0.025 Uiso 1 1 calc R U . . .
C206 C 0.4624(2) 0.67336(17) 0.58119(11) 0.0214(5) Uani 1 1 d . . . . .
H206 H 0.390092 0.676455 0.626190 0.026 Uiso 1 1 calc R U . . .
C207 C 0.5171(2) 0.49110(17) 0.64453(11) 0.0192(5) Uani 1 1 d . . . . .
C208 C 0.6081(2) 0.84287(16) 0.38397(11) 0.0194(5) Uani 1 1 d . . . . .
C209 C 0.4031(2) 0.49232(16) 0.71139(11) 0.0207(5) Uani 1 1 d . . . . .
C210 C 0.5995(2) 0.39617(18) 0.64699(11) 0.0215(5) Uani 1 1 d . . . . .
C211 C 0.7028(2) 0.84163(16) 0.31176(11) 0.0215(5) Uani 1 1 d . . . . .
C212 C 0.5247(2) 0.93714(18) 0.38372(11) 0.0248(5) Uani 1 1 d . . . . .
N101 N 0.7215(2) 0.65261(15) 0.74297(10) 0.0345(5) Uani 1 1 d . . . . .
N102 N 1.0480(2) 0.48900(16) 0.61171(11) 0.0373(5) Uani 1 1 d . . . . .
N103 N 1.1843(2) 1.01359(14) 0.23259(10) 0.0269(4) Uani 1 1 d . . . . .
N104 N 0.8294(2) 1.18421(15) 0.35011(10) 0.0299(5) Uani 1 1 d . . . . .
N201 N 0.3113(2) 0.49446(14) 0.76474(10) 0.0264(4) Uani 1 1 d . . . . .
N202 N 0.6662(2) 0.31915(15) 0.64967(10) 0.0290(4) Uani 1 1 d . . . . .
N203 N 0.7768(2) 0.84162(15) 0.25296(10) 0.0310(5) Uani 1 1 d . . . . .
N204 N 0.4574(2) 1.01268(17) 0.38385(11) 0.0373(5) Uani 1 1 d . . . . .


_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
C301 H30A 0.9900 . ?
C301 H30B 0.9900 . ?
C301 C302 1.503(2) . ?
C301 O301 1.429(2) . ?
C302 H30C 0.9900 . ?
C302 H30D 0.9900 . ?
C302 O304 1.427(2) . ?
C303 H30E 0.9900 . ?
C303 H30F 0.9900 . ?
C303 C304 1.508(2) . ?
C303 O304 1.431(2) . ?
C304 H30G 0.9900 . ?
C304 H30H 0.9900 . ?
C304 O303 1.423(2) . ?
C305 H30I 0.9900 . ?
C305 H30J 0.9900 . ?
C305 C306 1.501(3) . ?
C305 O303 1.429(2) . ?
C306 H30K 0.9900 . ?
C306 H30L 0.9900 . ?
C306 O302 1.424(2) . ?
C307 H30M 0.9900 . ?
C307 H30N 0.9900 . ?
C307 C308 1.498(3) . ?
C307 O302 1.428(2) . ?
C308 H30O 0.9900 . ?
C308 H30P 0.9900 . ?
C308 O301 1.430(2) . ?
C401 H40A 0.9900 . ?
C401 H40B 0.9900 . ?
C401 C402 1.505(3) . ?
C401 O404 1.428(2) . ?
C402 H40C 0.9900 . ?
C402 H40D 0.9900 . ?
C402 O403 1.431(2) . ?
C403 H40E 0.9900 . ?
C403 H40F 0.9900 . ?
C403 C404 1.509(3) . ?
C403 O403 1.424(2) . ?
C404 H40G 0.9900 . ?
C404 H40H 0.9900 . ?
C404 O402 1.428(2) . ?
C405 H40I 0.9900 . ?
C405 H40J 0.9900 . ?
C405 C406 1.499(3) . ?
C405 O402 1.432(2) . ?
C406 H40K 0.9900 . ?
C406 H40L 0.9900 . ?
C406 O401 1.431(2) . ?
C407 H40M 0.9900 . ?
C407 H40N 0.9900 . ?
C407 C408 1.501(3) . ?
C407 O401 1.429(2) . ?
C408 H40O 0.9900 . ?
C408 H40P 0.9900 . ?
C408 O404 1.423(2) . ?
Li57 O301 2.381(4) . ?
Li57 O302 2.343(4) . ?
Li57 O303 2.404(3) . ?
Li57 O304 2.335(4) . ?
Li57 O401 2.368(3) . ?
Li57 O402 2.387(4) . ?
Li57 O403 2.333(4) . ?
Li57 O404 2.369(3) . ?
C101 C102 1.436(2) . ?
C101 C106 1.429(3) . ?
C101 C107 1.394(3) . ?
C102 H102 0.9500 . ?
C102 C103 1.352(3) . ?
C103 H103 0.9500 . ?
C103 C104 1.424(3) . ?
C104 C105 1.429(2) . ?
C104 C108 1.401(3) . ?
C105 H105 0.9500 . ?
C105 C106 1.358(3) . ?
C106 H106 0.9500 . ?
C107 C109 1.426(3) . ?
C107 C110 1.429(3) . ?
C108 C111 1.426(3) . ?
C108 C112 1.424(3) . ?
C109 N101 1.143(2) . ?
C110 N102 1.146(3) . ?
C111 N103 1.148(2) . ?
C112 N104 1.146(3) . ?
C201 C202 1.432(2) . ?
C201 C206 1.429(3) . ?
C201 C207 1.398(3) . ?
C202 H202 0.9500 . ?
C202 C203 1.355(3) . ?
C203 H203 0.9500 . ?
C203 C204 1.432(3) . ?
C204 C205 1.438(2) . ?
C204 C208 1.388(3) . ?
C205 H205 0.9500 . ?
C205 C206 1.347(3) . ?
C206 H206 0.9500 . ?
C207 C209 1.429(3) . ?
C207 C210 1.424(3) . ?
C208 C211 1.427(3) . ?
C208 C212 1.427(3) . ?
C209 N201 1.148(2) . ?
C210 N202 1.152(3) . ?
C211 N203 1.148(2) . ?
C212 N204 1.146(3) . ?

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
H30A C301 H30B 108.1 . . ?
C302 C301 H30A 109.5 . . ?
C302 C301 H30B 109.5 . . ?
O301 C301 H30A 109.5 . . ?
O301 C301 H30B 109.5 . . ?
O301 C301 C302 110.85(15) . . ?
C301 C302 H30C 110.2 . . ?
C301 C302 H30D 110.2 . . ?
H30C C302 H30D 108.5 . . ?
O304 C302 C301 107.47(15) . . ?
O304 C302 H30C 110.2 . . ?
O304 C302 H30D 110.2 . . ?
H30E C303 H30F 108.1 . . ?
C304 C303 H30E 109.6 . . ?
C304 C303 H30F 109.6 . . ?
O304 C303 H30E 109.6 . . ?
O304 C303 H30F 109.6 . . ?
O304 C303 C304 110.47(14) . . ?
C303 C304 H30G 110.3 . . ?
C303 C304 H30H 110.3 . . ?
H30G C304 H30H 108.6 . . ?
O303 C304 C303 107.05(15) . . ?
O303 C304 H30G 110.3 . . ?
O303 C304 H30H 110.3 . . ?
H30I C305 H30J 107.9 . . ?
C306 C305 H30I 109.3 . . ?
C306 C305 H30J 109.3 . . ?
O303 C305 H30I 109.3 . . ?
O303 C305 H30J 109.3 . . ?
O303 C305 C306 111.69(16) . . ?
C305 C306 H30K 110.1 . . ?
C305 C306 H30L 110.1 . . ?
H30K C306 H30L 108.4 . . ?
O302 C306 C305 107.87(15) . . ?
O302 C306 H30K 110.1 . . ?
O302 C306 H30L 110.1 . . ?
H30M C307 H30N 108.0 . . ?
C308 C307 H30M 109.4 . . ?
C308 C307 H30N 109.4 . . ?
O302 C307 H30M 109.4 . . ?
O302 C307 H30N 109.4 . . ?
O302 C307 C308 111.07(15) . . ?
C307 C308 H30O 110.4 . . ?
C307 C308 H30P 110.4 . . ?
H30O C308 H30P 108.6 . . ?
O301 C308 C307 106.81(16) . . ?
O301 C308 H30O 110.4 . . ?
O301 C308 H30P 110.4 . . ?
H40A C401 H40B 108.6 . . ?
C402 C401 H40A 110.3 . . ?
C402 C401 H40B 110.3 . . ?
O404 C401 H40A 110.3 . . ?
O404 C401 H40B 110.3 . . ?
O404 C401 C402 107.07(15) . . ?
C401 C402 H40C 109.5 . . ?
C401 C402 H40D 109.5 . . ?
H40C C402 H40D 108.1 . . ?
O403 C402 C401 110.88(15) . . ?
O403 C402 H40C 109.5 . . ?
O403 C402 H40D 109.5 . . ?
H40E C403 H40F 108.6 . . ?
C404 C403 H40E 110.4 . . ?
C404 C403 H40F 110.4 . . ?
O403 C403 H40E 110.4 . . ?
O403 C403 H40F 110.4 . . ?
O403 C403 C404 106.68(15) . . ?
C403 C404 H40G 109.4 . . ?
C403 C404 H40H 109.4 . . ?
H40G C404 H40H 108.0 . . ?
O402 C404 C403 111.13(15) . . ?
O402 C404 H40G 109.4 . . ?
O402 C404 H40H 109.4 . . ?
H40I C405 H40J 108.5 . . ?
C406 C405 H40I 110.3 . . ?
C406 C405 H40J 110.3 . . ?
O402 C405 H40I 110.3 . . ?
O402 C405 H40J 110.3 . . ?
O402 C405 C406 107.16(16) . . ?
C405 C406 H40K 109.3 . . ?
C405 C406 H40L 109.3 . . ?
H40K C406 H40L 108.0 . . ?
O401 C406 C405 111.58(15) . . ?
O401 C406 H40K 109.3 . . ?
O401 C406 H40L 109.3 . . ?
H40M C407 H40N 108.5 . . ?
C408 C407 H40M 110.2 . . ?
C408 C407 H40N 110.2 . . ?
O401 C407 H40M 110.2 . . ?
O401 C407 H40N 110.2 . . ?
O401 C407 C408 107.39(15) . . ?
C407 C408 H40O 109.5 . . ?
C407 C408 H40P 109.5 . . ?
H40O C408 H40P 108.1 . . ?
O404 C408 C407 110.75(15) . . ?
O404 C408 H40O 109.5 . . ?
O404 C408 H40P 109.5 . . ?
O301 Li57 O303 111.46(15) . . ?
O301 Li57 O402 143.81(16) . . ?
O302 Li57 O301 71.95(11) . . ?
O302 Li57 O303 70.64(10) . . ?
O302 Li57 O401 80.51(11) . . ?
O302 Li57 O402 80.50(12) . . ?
O302 Li57 O404 142.64(16) . . ?
O304 Li57 O301 71.26(12) . . ?
O304 Li57 O302 111.10(15) . . ?
O304 Li57 O303 71.86(10) . . ?
O304 Li57 O401 144.04(17) . . ?
O304 Li57 O402 142.56(16) . . ?
O304 Li57 O404 80.93(12) . . ?
O401 Li57 O301 81.24(11) . . ?
O401 Li57 O303 141.86(17) . . ?
O401 Li57 O402 71.29(11) . . ?
O401 Li57 O404 71.50(10) . . ?
O402 Li57 O303 79.63(12) . . ?
O403 Li57 O301 142.28(17) . . ?
O403 Li57 O302 143.74(17) . . ?
O403 Li57 O303 81.80(12) . . ?
O403 Li57 O304 80.67(12) . . ?
O403 Li57 O401 110.57(15) . . ?
O403 Li57 O402 71.53(12) . . ?
O403 Li57 O404 71.35(11) . . ?
O404 Li57 O301 79.61(12) . . ?
O404 Li57 O303 144.43(16) . . ?
O404 Li57 O402 111.96(15) . . ?
C301 O301 C308 113.67(15) . . ?
C301 O301 Li57 109.73(13) . . ?
C308 O301 Li57 112.40(13) . . ?
C306 O302 C307 112.66(14) . . ?
C306 O302 Li57 116.98(13) . . ?
C307 O302 Li57 109.94(13) . . ?
C304 O303 C305 113.42(14) . . ?
C304 O303 Li57 111.83(14) . . ?
C305 O303 Li57 110.26(13) . . ?
C302 O304 C303 113.17(14) . . ?
C302 O304 Li57 115.89(14) . . ?
C303 O304 Li57 110.34(14) . . ?
C406 O401 Li57 110.14(13) . . ?
C407 O401 C406 113.52(14) . . ?
C407 O401 Li57 113.48(13) . . ?
C404 O402 C405 113.07(14) . . ?
C404 O402 Li57 109.15(13) . . ?
C405 O402 Li57 113.97(13) . . ?
C402 O403 Li57 110.98(14) . . ?
C403 O403 C402 112.95(14) . . ?
C403 O403 Li57 115.35(14) . . ?
C401 O404 Li57 114.74(14) . . ?
C408 O404 C401 113.43(14) . . ?
C408 O404 Li57 110.05(13) . . ?
C106 C101 C102 117.68(19) . . ?
C107 C101 C102 120.76(18) . . ?
C107 C101 C106 121.55(17) . . ?
C101 C102 H102 119.6 . . ?
C103 C102 C101 120.85(19) . . ?
C103 C102 H102 119.6 . . ?
C102 C103 H103 119.2 . . ?
C102 C103 C104 121.53(17) . . ?
C104 C103 H103 119.2 . . ?
C103 C104 C105 117.75(19) . . ?
C108 C104 C103 120.61(17) . . ?
C108 C104 C105 121.63(18) . . ?
C104 C105 H105 119.5 . . ?
C106 C105 C104 121.10(19) . . ?
C106 C105 H105 119.5 . . ?
C101 C106 H106 119.5 . . ?
C105 C106 C101 121.06(17) . . ?
C105 C106 H106 119.5 . . ?
C101 C107 C109 122.61(18) . . ?
C101 C107 C110 121.96(17) . . ?
C109 C107 C110 115.35(19) . . ?
C104 C108 C111 121.15(18) . . ?
C104 C108 C112 122.37(17) . . ?
C112 C108 C111 116.47(18) . . ?
N101 C109 C107 178.3(2) . . ?
N102 C110 C107 179.1(3) . . ?
N103 C111 C108 179.5(2) . . ?
N104 C112 C108 179.1(2) . . ?
C206 C201 C202 117.84(19) . . ?
C207 C201 C202 121.64(19) . . ?
C207 C201 C206 120.51(17) . . ?
C201 C202 H202 119.5 . . ?
C203 C202 C201 121.10(19) . . ?
C203 C202 H202 119.5 . . ?
C202 C203 H203 119.4 . . ?
C202 C203 C204 121.20(17) . . ?
C204 C203 H203 119.4 . . ?
C203 C204 C205 117.27(18) . . ?
C208 C204 C203 121.57(17) . . ?
C208 C204 C205 121.16(19) . . ?
C204 C205 H205 119.2 . . ?
C206 C205 C204 121.51(19) . . ?
C206 C205 H205 119.2 . . ?
C201 C206 H206 119.5 . . ?
C205 C206 C201 121.06(18) . . ?
C205 C206 H206 119.5 . . ?
C201 C207 C209 121.23(19) . . ?
C201 C207 C210 122.32(17) . . ?
C210 C207 C209 116.44(19) . . ?
C204 C208 C211 122.29(18) . . ?
C204 C208 C212 121.87(17) . . ?
C212 C208 C211 115.75(19) . . ?
N201 C209 C207 179.2(2) . . ?
N202 C210 C207 179.4(2) . . ?
N203 C211 C208 178.8(2) . . ?
N204 C212 C208 179.7(3) . . ?

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
C301 C302 O304 C303 -165.18(14) . . . . ?
C301 C302 O304 Li57 -36.28(18) . . . . ?
C302 C301 O301 C308 79.40(19) . . . . ?
C302 C301 O301 Li57 -47.41(18) . . . . ?
C303 C304 O303 C305 -166.55(15) . . . . ?
C303 C304 O303 Li57 -41.10(19) . . . . ?
C304 C303 O304 C302 83.35(19) . . . . ?
C304 C303 O304 Li57 -48.3(2) . . . . ?
C305 C306 O302 C307 -163.79(15) . . . . ?
C305 C306 O302 Li57 -34.9(2) . . . . ?
C306 C305 O303 C304 80.87(19) . . . . ?
C306 C305 O303 Li57 -45.4(2) . . . . ?
C307 C308 O301 C301 -166.41(14) . . . . ?
C307 C308 O301 Li57 -41.01(18) . . . . ?
C308 C307 O302 C306 84.75(18) . . . . ?
C308 C307 O302 Li57 -47.66(19) . . . . ?
C401 C402 O403 C403 83.24(19) . . . . ?
C401 C402 O403 Li57 -48.1(2) . . . . ?
C402 C401 O404 C408 -163.71(15) . . . . ?
C402 C401 O404 Li57 -36.0(2) . . . . ?
C403 C404 O402 C405 81.14(19) . . . . ?
C403 C404 O402 Li57 -46.83(18) . . . . ?
C404 C403 O403 C402 -168.41(14) . . . . ?
C404 C403 O403 Li57 -39.30(18) . . . . ?
C405 C406 O401 C407 80.98(18) . . . . ?
C405 C406 O401 Li57 -47.52(18) . . . . ?
C406 C405 O402 C404 -163.64(14) . . . . ?
C406 C405 O402 Li57 -38.22(18) . . . . ?
C407 C408 O404 C401 82.72(19) . . . . ?
C407 C408 O404 Li57 -47.3(2) . . . . ?
C408 C407 O401 C406 -166.60(15) . . . . ?
C408 C407 O401 Li57 -39.8(2) . . . . ?
O301 C301 C302 O304 55.76(19) . . . . ?
O302 C307 C308 O301 59.94(18) . . . . ?
O303 C305 C306 O302 53.3(2) . . . . ?
O304 C303 C304 O303 60.5(2) . . . . ?
O401 C407 C408 O404 58.7(2) . . . . ?
O402 C405 C406 O401 57.56(18) . . . . ?
O403 C403 C404 O402 57.71(19) . . . . ?
O404 C401 C402 O403 55.7(2) . . . . ?
C101 C102 C103 C104 -0.9(3) . . . . ?
C102 C101 C106 C105 -1.0(3) . . . . ?
C102 C101 C107 C109 176.97(17) . . . . ?
C102 C101 C107 C110 0.2(3) . . . . ?
C102 C103 C104 C105 -0.4(3) . . . . ?
C102 C103 C104 C108 178.84(18) . . . . ?
C103 C104 C105 C106 1.0(3) . . . . ?
C103 C104 C108 C111 -2.5(3) . . . . ?
C103 C104 C108 C112 178.44(16) . . . . ?
C104 C105 C106 C101 -0.2(3) . . . . ?
C105 C104 C108 C111 176.70(17) . . . . ?
C105 C104 C108 C112 -2.4(3) . . . . ?
C106 C101 C102 C103 1.6(3) . . . . ?
C106 C101 C107 C109 -2.5(3) . . . . ?
C106 C101 C107 C110 -179.21(17) . . . . ?
C107 C101 C102 C103 -177.84(17) . . . . ?
C107 C101 C106 C105 178.43(17) . . . . ?
C108 C104 C105 C106 -178.24(17) . . . . ?
C201 C202 C203 C204 0.6(3) . . . . ?
C202 C201 C206 C205 0.1(3) . . . . ?
C202 C201 C207 C209 -177.04(17) . . . . ?
C202 C201 C207 C210 3.0(3) . . . . ?
C202 C203 C204 C205 0.9(3) . . . . ?
C202 C203 C204 C208 -178.30(18) . . . . ?
C203 C204 C205 C206 -1.9(3) . . . . ?
C203 C204 C208 C211 3.6(3) . . . . ?
C203 C204 C208 C212 179.84(17) . . . . ?
C204 C205 C206 C201 1.4(3) . . . . ?
C205 C204 C208 C211 -175.58(17) . . . . ?
C205 C204 C208 C212 0.7(3) . . . . ?
C206 C201 C202 C203 -1.1(3) . . . . ?
C206 C201 C207 C209 1.4(3) . . . . ?
C206 C201 C207 C210 -178.60(16) . . . . ?
C207 C201 C202 C203 177.34(17) . . . . ?
C207 C201 C206 C205 -178.39(18) . . . . ?
C208 C204 C205 C206 177.26(18) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder in perfluoroether oil'
_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 2.238
_oxdiff_exptl_absorpt_empirical_full_min 0.370
