# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_exp_719
_database_code_depnum_ccdc_archive 'CCDC 2234929'
loop_
_audit_author_name
_audit_author_address
'Tomoyuki Kimura'
;Institute of Microbial Chemistry
Japan
;
_audit_update_record             
;
2023-01-07 deposited with the CCDC.	2023-01-26 downloaded from the CCDC.
;
_audit_creation_date             2022-02-22
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C48 H32 N8)'
_chemical_formula_sum            'C96 H64 N16'
_chemical_formula_weight         1441.63
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N'
_chemical_oxdiff_usercomment     220218_MK_nap
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
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'

_cell_length_a                   22.7717(3)
_cell_length_b                   10.3216(2)
_cell_length_c                   30.7588(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7229.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17556
_cell_measurement_temperature    93.15
_cell_measurement_theta_max      76.2770
_cell_measurement_theta_min      2.8700
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.884
_exptl_absorpt_coefficient_mu    0.633
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72367
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             3008
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            51610
_diffrn_reflns_point_group_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.902
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.330
_diffrn_reflns_theta_min         2.873
_diffrn_ambient_temperature      93.15
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -123.00 -36.00   0.50    0.91    --  -48.46 -28.00 -31.00  174
  2  ω   -173.00 -72.00   0.50    3.68    -- -100.00-140.00 104.00  202
  3  ω   -173.00 -88.00   0.50    3.68    -- -100.00 -95.00 168.00  170
  4  ω    -41.00  25.00   0.50    0.91    --  -48.46  38.00  90.00  132
  5  ω    -41.00  25.00   0.50    0.91    --  -48.46  38.00 -90.00  132
  6  ω     73.00 120.00   0.50    0.91    --   48.46 130.00  -9.00   94
  7  ω    -24.00  41.00   0.50    0.91    --   48.46 -38.00 -60.00  130
  8  ω    -73.00 -27.00   0.50    3.68    -- -100.00  61.00  90.00   92
  9  ω   -112.00 -27.00   0.50    3.68    -- -100.00 125.00-120.00  170
 10  ω    -63.00 -28.00   0.50    3.68    -- -100.00  61.00 120.00   70
 11  ω    -67.00 -30.00   0.50    3.68    -- -100.00  61.00   0.00   74
 12  ω   -173.00 -86.00   0.50    3.68    -- -100.00 -28.00 -31.00  174
 13  ω     78.00 104.00   0.50    3.68    --  107.23 125.00-150.00   52
 14  ω     35.00  73.00   0.50    3.68    --  107.23 -61.00 150.00   76
 15  ω     96.00 173.00   0.50    3.68    --  107.23  15.00-150.00  154
 16  ω     35.00  72.00   0.50    3.68    --  107.23 -61.00 -30.00   74
 17  ω     47.00  72.00   0.50    3.68    --  107.23 -61.00-150.00   50
 18  ω     35.00  60.00   0.50    3.68    --  107.23 -61.00-120.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1037910000
_diffrn_orient_matrix_UB_12      -0.0163727000
_diffrn_orient_matrix_UB_13      -0.0338004000
_diffrn_orient_matrix_UB_21      -0.1071767000
_diffrn_orient_matrix_UB_22      -0.0188669000
_diffrn_orient_matrix_UB_23      -0.0320067000
_diffrn_orient_matrix_UB_31      -0.0051445000
_diffrn_orient_matrix_UB_32      0.0628747000
_diffrn_orient_matrix_UB_33      -0.0184523000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.831
_reflns_Friedel_fraction_full    0.924
_reflns_Friedel_fraction_max     0.835
_reflns_number_gt                11491
_reflns_number_total             13834
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.383
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 
;
 Flack x determined using 4510 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.2(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1010
_refine_ls_number_reflns         13834
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0453
_refine_ls_restrained_S_all      1.032
_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)+(0.0666P)²+1.6283P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1125
_refine_ls_wR_factor_ref         0.1213
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Rotating group:
 N00M(H00C,H00D)
2.b Aromatic/amide H refined with riding coordinates:
 C00I(H00I), C00P(H00P), C00R(H00R), C00S(H00S), C00V(H00V), C00W(H00W),
 C010(H010), C011(H011), C016(H016), C018(H018), C01B(H01B), C01F(H01F),
 C01G(H01G), C01H(H01H), C01I(H01I), C01K(H01K), C01M(H01M), C01N(H01N),
 C01R(H01R), C01U(H01U), C020(H020), C021(H021), C022(H022), C023(H023),
 C025(H025), C026(H026), C027(H027), C028(H028), C02A(H02A), C02C(H02C),
 C02D(H02D), C02E(H02E), C02F(H02F), C02G(H02G), C02I(H02I), C02J(H02J),
 C02K(H02K), C02L(H02L), C02N(H02N), C02O(H02O), C02P(H02P), C02Q(H02Q),
 C02R(H02R), C02S(H02S), C02T(H02T), C02U(H02U), C02V(H02V), C02W(H02W),
 C02X(H02X), C02Y(H02Y), C02Z(H02Z), C030(H030), C031(H031), C032(H032),
 C033(H033), C034(H034)
2.c X=CH2 refined with riding coordinates:
 N001(H00A,H00B), N00B(H00E,H00F), N00F(H00G,H00H)
;
_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
N001 N 0.00716(13) 0.8915(4) 0.45531(14) 0.0264(8) Uani 1 1 d . . . . .
H00A H -0.003851 0.932670 0.431613 0.032 Uiso 1 1 calc R U . . .
H00B H -0.018867 0.872291 0.475447 0.032 Uiso 1 1 calc R U . . .
N002 N 0.10167(13) 0.8897(3) 0.42912(14) 0.0223(7) Uani 1 1 d . . . . .
N003 N 0.25348(13) 0.7910(3) 0.52008(14) 0.0240(8) Uani 1 1 d . . . . .
N004 N 0.07709(12) 0.7859(3) 0.49626(13) 0.0219(7) Uani 1 1 d . . . . .
N005 N 0.49533(13) 1.1926(3) 0.48963(13) 0.0214(7) Uani 1 1 d . . . . .
N006 N 0.66399(13) 1.3301(4) 0.49939(13) 0.0236(8) Uani 1 1 d . . . . .
N007 N 0.63010(13) 1.4309(4) 0.56457(15) 0.0269(8) Uani 1 1 d . . . . .
N008 N 0.50138(12) 1.3000(3) 0.50854(13) 0.0234(8) Uani 1 1 d . . . . .
N009 N 0.41559(12) 0.7806(4) 0.50397(13) 0.0222(7) Uani 1 1 d . . . . .
N00A N 0.33312(13) 1.1659(4) 0.49906(14) 0.0248(8) Uani 1 1 d . . . . .
N00B N 0.72740(14) 1.3844(4) 0.55461(15) 0.0289(9) Uani 1 1 d . . . . .
H00E H 0.734460 1.418614 0.580291 0.035 Uiso 1 1 calc R U . . .
H00F H 0.756464 1.352694 0.539049 0.035 Uiso 1 1 calc R U . . .
N00C N 0.23902(13) 0.7923(3) 0.48036(12) 0.0200(7) Uani 1 1 d . . . . .
N00D N 0.39125(13) 0.8824(3) 0.57195(13) 0.0210(7) Uani 1 1 d . . . . .
N00E N 0.36661(13) 1.0636(4) 0.43374(14) 0.0242(8) Uani 1 1 d . . . . .
N00F N 0.26933(13) 1.1127(4) 0.44343(15) 0.0293(9) Uani 1 1 d . . . . .
H00G H 0.240205 1.144645 0.458887 0.035 Uiso 1 1 calc R U . . .
H00H H 0.262475 1.079643 0.417560 0.035 Uiso 1 1 calc R U . . .
C00G C 0.06417(15) 0.8579(4) 0.46079(15) 0.0211(8) Uani 1 1 d . . . . .
C00H C 0.56114(15) 1.3373(4) 0.51493(15) 0.0207(8) Uani 1 1 d . . . . .
C00I C 0.11270(15) 0.6806(4) 0.57785(16) 0.0246(9) Uani 1 1 d . . . . .
H00I H 0.091816 0.758870 0.582868 0.030 Uiso 1 1 calc R U . . .
C00J C 0.13310(15) 0.7566(4) 0.50275(15) 0.0204(8) Uani 1 1 d . . . . .
C00K C 0.11289(16) 0.5819(4) 0.61023(17) 0.0255(9) Uani 1 1 d . . . . .
C00L C 0.17762(15) 0.7974(4) 0.47361(16) 0.0214(9) Uani 1 1 d . . . . .
N00M N 0.48560(13) 0.8844(3) 0.54483(13) 0.0230(7) Uani 1 1 d . . . . .
H00C H 0.508038 0.827084 0.531629 0.028 Uiso 1 1 d R U . . .
H00D H 0.491034 0.961160 0.533006 0.028 Uiso 1 1 d R U . . .
C00N C 0.15808(15) 0.8564(4) 0.43440(14) 0.0197(8) Uani 1 1 d . . . . .
C00O C 0.60839(16) 1.3074(4) 0.48727(17) 0.0244(10) Uani 1 1 d . . . . .
C00P C 0.44165(16) 1.1914(4) 0.58380(16) 0.0244(9) Uani 1 1 d . . . . .
H00P H 0.471351 1.136480 0.572360 0.029 Uiso 1 1 calc R U . . .
C00Q C 0.32438(16) 1.1145(4) 0.45938(17) 0.0234(9) Uani 1 1 d . . . . .
C00R C 0.31405(17) 0.4493(5) 0.43818(18) 0.0293(10) Uani 1 1 d . . . . .
H00R H 0.290830 0.374340 0.443306 0.035 Uiso 1 1 calc R U . . .
C00S C 0.44959(17) 0.9928(5) 0.37443(17) 0.0287(10) Uani 1 1 d . . . . .
H00S H 0.413857 1.027600 0.363583 0.034 Uiso 1 1 calc R U . . .
C00T C 0.42211(16) 1.0823(4) 0.44617(16) 0.0219(9) Uani 1 1 d . . . . .
C00U C 0.19660(15) 0.8818(4) 0.39666(15) 0.0207(8) Uani 1 1 d . . . . .
C00V C 0.31615(16) 0.5445(4) 0.46875(17) 0.0251(9) Uani 1 1 d . . . . .
H00V H 0.295216 0.534286 0.495243 0.030 Uiso 1 1 calc R U . . .
C00W C 0.30794(17) 0.9817(4) 0.63039(16) 0.0249(9) Uani 1 1 d . . . . .
H00W H 0.339661 1.037557 0.623275 0.030 Uiso 1 1 calc R U . . .
C00X C 0.48513(18) 0.9176(5) 0.34672(17) 0.0303(10) Uani 1 1 d . . . . .
C00Y C 0.14233(14) 0.6636(4) 0.53964(16) 0.0218(8) Uani 1 1 d . . . . .
C00Z C 0.29653(15) 0.8752(4) 0.60466(15) 0.0212(8) Uani 1 1 d . . . . .
C010 C 0.47634(16) 1.5216(4) 0.56625(16) 0.0244(9) Uani 1 1 d . . . . .
H010 H 0.464492 1.504642 0.537191 0.029 Uiso 1 1 calc R U . . .
C011 C 0.44086(17) 1.5922(4) 0.59314(16) 0.0239(9) Uani 1 1 d . . . . .
H011 H 0.404568 1.624274 0.582355 0.029 Uiso 1 1 calc R U . . .
C012 C 0.46544(15) 1.0173(4) 0.41702(16) 0.0228(9) Uani 1 1 d . . . . .
C013 C 0.22009(16) 1.0148(4) 0.33296(16) 0.0252(9) Uani 1 1 d . . . . .
C014 C 0.22701(16) 0.9226(5) 0.67896(16) 0.0270(10) Uani 1 1 d . . . . .
C015 C 0.34939(15) 0.6594(4) 0.46146(16) 0.0231(9) Uani 1 1 d . . . . .
C016 C 0.52018(16) 0.9699(4) 0.43249(16) 0.0234(9) Uani 1 1 d . . . . .
H016 H 0.532402 0.988849 0.461329 0.028 Uiso 1 1 calc R U . . .
C017 C 0.53082(16) 1.4737(4) 0.58173(17) 0.0247(9) Uani 1 1 d . . . . .
C018 C 0.35211(16) 1.3130(4) 0.57365(16) 0.0250(9) Uani 1 1 d . . . . .
H018 H 0.320677 1.340289 0.555528 0.030 Uiso 1 1 calc R U . . .
C019 C 0.33478(15) 0.8502(4) 0.56589(16) 0.0218(9) Uani 1 1 d . . . . .
C01A C 0.57452(16) 1.4110(4) 0.55254(16) 0.0237(9) Uani 1 1 d . . . . .
C01B C 0.3468(2) 0.3593(5) 0.36692(19) 0.0378(11) Uani 1 1 d . . . . .
H01B H 0.324491 0.282778 0.371489 0.045 Uiso 1 1 calc R U . . .
C01C C 0.31486(15) 0.7941(4) 0.52696(15) 0.0204(8) Uani 1 1 d . . . . .
C01D C 0.38864(16) 1.1875(4) 0.51154(16) 0.0217(9) Uani 1 1 d . . . . .
C01E C 0.60204(16) 1.2590(5) 0.44168(16) 0.0258(9) Uani 1 1 d . . . . .
C01F C 0.24294(16) 0.7958(5) 0.38509(16) 0.0256(9) Uani 1 1 d . . . . .
H01F H 0.250861 0.722451 0.402789 0.031 Uiso 1 1 calc R U . . .
C01G C 0.08036(19) 0.5949(5) 0.64911(18) 0.0330(10) Uani 1 1 d . . . . .
H01G H 0.058339 0.671526 0.654310 0.040 Uiso 1 1 calc R U . . .
C01H C 0.18492(16) 0.9864(4) 0.37011(16) 0.0226(9) Uani 1 1 d . . . . .
H01H H 0.152544 1.040954 0.376752 0.027 Uiso 1 1 calc R U . . .
C01I C 0.29269(19) 1.0661(5) 0.26153(18) 0.0332(11) Uani 1 1 d . . . . .
H01I H 0.316834 1.083846 0.237060 0.040 Uiso 1 1 calc R U . . .
C01J C 0.34610(17) 0.4602(4) 0.39870(17) 0.0277(9) Uani 1 1 d . . . . .
C01K C 0.2115(2) 1.1260(5) 0.30720(19) 0.0312(10) Uani 1 1 d . . . . .
H01K H 0.180324 1.183633 0.313999 0.037 Uiso 1 1 calc R U . . .
C01L C 0.39491(15) 1.2342(4) 0.55638(16) 0.0222(9) Uani 1 1 d . . . . .
C01M C 0.2469(2) 1.1526(5) 0.27289(19) 0.0353(11) Uani 1 1 d . . . . .
H01M H 0.241029 1.229355 0.256441 0.042 Uiso 1 1 calc R U . . .
C01N C 0.55107(19) 1.2610(5) 0.37235(17) 0.0330(10) Uani 1 1 d . . . . .
H01N H 0.519612 1.290726 0.354674 0.040 Uiso 1 1 calc R U . . .
C01O C 0.35902(14) 0.7511(4) 0.49756(16) 0.0224(9) Uani 1 1 d . . . . .
C01P C 0.6409(2) 1.1375(5) 0.38047(19) 0.0353(11) Uani 1 1 d . . . . .
C01Q C 0.26662(16) 0.9281(4) 0.32235(16) 0.0262(9) Uani 1 1 d . . . . .
C01R C 0.21762(17) 0.8126(5) 0.65270(17) 0.0295(10) Uani 1 1 d . . . . .
H01R H 0.187801 0.752720 0.660599 0.035 Uiso 1 1 calc R U . . .
C01S C 0.35327(16) 1.3545(5) 0.61719(15) 0.0240(9) Uani 1 1 d . . . . .
C01T C 0.27303(17) 1.0084(4) 0.66717(16) 0.0265(9) Uani 1 1 d . . . . .
C01U C 0.25027(16) 0.7898(4) 0.61617(18) 0.0260(10) Uani 1 1 d . . . . .
H01U H 0.241964 0.716592 0.598486 0.031 Uiso 1 1 calc R U . . .
C01V C 0.45698(18) 1.6188(5) 0.63677(18) 0.0297(10) Uani 1 1 d . . . . .
C01W C 0.53840(18) 0.8648(5) 0.36345(17) 0.0278(9) Uani 1 1 d . . . . .
C01X C 0.67222(16) 1.3808(4) 0.53913(17) 0.0247(9) Uani 1 1 d . . . . .
C01Y C 0.42893(15) 0.8493(4) 0.54004(16) 0.0217(8) Uani 1 1 d . . . . .
C01Z C 0.5932(2) 1.1778(5) 0.35504(19) 0.0361(11) Uani 1 1 d . . . . .
C020 C 0.27601(17) 0.8176(5) 0.34899(17) 0.0285(10) Uani 1 1 d . . . . .
H020 H 0.305980 0.757656 0.341432 0.034 Uiso 1 1 calc R U . . .
C021 C 0.4224(2) 1.6991(6) 0.66410(19) 0.0398(12) Uani 1 1 d . . . . .
H021 H 0.387653 1.737961 0.652988 0.048 Uiso 1 1 calc R U . . .
C022 C 0.3125(2) 1.4745(6) 0.6775(2) 0.0402(13) Uani 1 1 d . . . . .
H022 H 0.282903 1.529854 0.688862 0.048 Uiso 1 1 calc R U . . .
C023 C 0.30214(18) 0.9572(5) 0.28571(17) 0.0328(11) Uani 1 1 d . . . . .
H023 H 0.333017 0.899848 0.277885 0.039 Uiso 1 1 calc R U . . .
C024 C 0.40041(17) 1.3129(4) 0.64464(17) 0.0266(9) Uani 1 1 d . . . . .
C025 C 0.30986(19) 1.4361(5) 0.63532(19) 0.0319(10) Uani 1 1 d . . . . .
H025 H 0.278202 1.464671 0.617635 0.038 Uiso 1 1 calc R U . . .
C026 C 0.0805(2) 0.4968(6) 0.67950(19) 0.0386(12) Uani 1 1 d . . . . .
H026 H 0.058196 0.505357 0.705461 0.046 Uiso 1 1 calc R U . . .
C027 C 0.55515(17) 0.8973(4) 0.40611(17) 0.0258(9) Uani 1 1 d . . . . .
H027 H 0.591925 0.867739 0.416812 0.031 Uiso 1 1 calc R U . . .
C028 C 0.17495(16) 0.5493(4) 0.53226(17) 0.0259(9) Uani 1 1 d . . . . .
H028 H 0.195766 0.538542 0.505741 0.031 Uiso 1 1 calc R U . . .
C029 C 0.14549(17) 0.4669(5) 0.60302(17) 0.0300(10) Uani 1 1 d . . . . .
C02A C 0.64457(18) 1.1803(5) 0.42485(18) 0.0303(10) Uani 1 1 d . . . . .
H02A H 0.676615 1.153772 0.442518 0.036 Uiso 1 1 calc R U . . .
C02B C 0.43625(15) 1.1560(4) 0.48328(15) 0.0218(9) Uani 1 1 d . . . . .
C02C C 0.1136(2) 0.3842(6) 0.6720(2) 0.0447(14) Uani 1 1 d . . . . .
H02C H 0.113487 0.317293 0.693238 0.054 Uiso 1 1 calc R U . . .
C02D C 0.5902(2) 1.1319(6) 0.3107(2) 0.0410(12) Uani 1 1 d . . . . .
H02D H 0.558342 1.156507 0.292629 0.049 Uiso 1 1 calc R U . . .
C02E C 0.55492(18) 1.2998(5) 0.41435(17) 0.0296(10) Uani 1 1 d . . . . .
H02E H 0.525554 1.355459 0.425867 0.036 Uiso 1 1 calc R U . . .
C02F C 0.44394(18) 1.2286(4) 0.62614(17) 0.0273(9) Uani 1 1 d . . . . .
H02F H 0.475083 1.198020 0.643953 0.033 Uiso 1 1 calc R U . . .
C02G C 0.5534(2) 0.7544(7) 0.29506(19) 0.0497(14) Uani 1 1 d . . . . .
H02G H 0.575452 0.696208 0.277563 0.060 Uiso 1 1 calc R U . . .
C02H C 0.37922(16) 0.5746(5) 0.39094(16) 0.0268(9) Uani 1 1 d . . . . .
C02I C 0.37974(15) 0.6730(4) 0.42292(16) 0.0253(9) Uani 1 1 d . . . . .
H02I H 0.401434 0.750120 0.417751 0.030 Uiso 1 1 calc R U . . .
C02J C 0.54620(17) 1.4933(4) 0.62440(17) 0.0276(10) Uani 1 1 d . . . . .
H02J H 0.582077 1.458437 0.634949 0.033 Uiso 1 1 calc R U . . .
C02K C 0.5249(2) 1.5873(6) 0.6969(2) 0.0467(14) Uani 1 1 d . . . . .
H02K H 0.559647 1.549569 0.708387 0.056 Uiso 1 1 calc R U . . .
C02L C 0.41321(19) 0.5841(5) 0.35205(18) 0.0321(10) Uani 1 1 d . . . . .
H02L H 0.435588 0.659975 0.346503 0.038 Uiso 1 1 calc R U . . .
C02M C 0.50962(18) 1.5646(5) 0.65305(16) 0.0295(10) Uani 1 1 d . . . . .
C02N C 0.6330(2) 1.0539(6) 0.2951(2) 0.0464(13) Uani 1 1 d . . . . .
H02N H 0.630664 1.024539 0.265894 0.056 Uiso 1 1 calc R U . . .
C02O C 0.19268(19) 0.9509(6) 0.71623(17) 0.0352(11) Uani 1 1 d . . . . .
H02O H 0.162633 0.892517 0.724917 0.042 Uiso 1 1 calc R U . . .
C02P C 0.17672(17) 0.4533(4) 0.56334(18) 0.0299(10) Uani 1 1 d . . . . .
H02P H 0.199086 0.377139 0.558168 0.036 Uiso 1 1 calc R U . . .
C02Q C 0.4695(2) 0.8916(6) 0.30283(19) 0.0375(11) Uani 1 1 d . . . . .
H02Q H 0.435548 0.931033 0.290704 0.045 Uiso 1 1 calc R U . . .
C02R C 0.2822(2) 1.1213(5) 0.69291(19) 0.0374(11) Uani 1 1 d . . . . .
H02R H 0.312896 1.179757 0.685590 0.045 Uiso 1 1 calc R U . . .
C02S C 0.5026(2) 0.8113(6) 0.2782(2) 0.0478(14) Uani 1 1 d . . . . .
H02S H 0.491086 0.793222 0.249126 0.057 Uiso 1 1 calc R U . . .
C02T C 0.4137(2) 0.4842(5) 0.32271(19) 0.0397(12) Uani 1 1 d . . . . .
H02T H 0.437320 0.490833 0.297347 0.048 Uiso 1 1 calc R U . . .
C02U C 0.6842(2) 1.0548(5) 0.3632(2) 0.0387(12) Uani 1 1 d . . . . .
H02U H 0.715908 1.026523 0.380945 0.046 Uiso 1 1 calc R U . . .
C02V C 0.5719(2) 0.7814(5) 0.33631(18) 0.0394(12) Uani 1 1 d . . . . .
H02V H 0.607262 0.744207 0.346919 0.047 Uiso 1 1 calc R U . . .
C02W C 0.2023(2) 1.0606(6) 0.7397(2) 0.0421(13) Uani 1 1 d . . . . .
H02W H 0.178216 1.078872 0.764172 0.051 Uiso 1 1 calc R U . . .
C02X C 0.3588(2) 1.4329(6) 0.70469(18) 0.0432(13) Uani 1 1 d . . . . .
H02X H 0.359932 1.458502 0.734337 0.052 Uiso 1 1 calc R U . . .
C02Y C 0.1456(2) 0.3687(5) 0.6353(2) 0.0380(12) Uani 1 1 d . . . . .
H02Y H 0.168079 0.292232 0.631134 0.046 Uiso 1 1 calc R U . . .
C02Z C 0.4020(2) 1.3554(5) 0.68803(19) 0.0386(12) Uani 1 1 d . . . . .
H02Z H 0.433758 1.329810 0.706144 0.046 Uiso 1 1 calc R U . . .
C030 C 0.3800(2) 0.3728(5) 0.3294(2) 0.0425(13) Uani 1 1 d . . . . .
H030 H 0.379937 0.305920 0.308196 0.051 Uiso 1 1 calc R U . . .
C031 C 0.2470(2) 1.1467(6) 0.7284(2) 0.0435(13) Uani 1 1 d . . . . .
H031 H 0.253111 1.222861 0.745094 0.052 Uiso 1 1 calc R U . . .
C032 C 0.4385(2) 1.7209(7) 0.7061(2) 0.0588(18) Uani 1 1 d . . . . .
H032 H 0.414964 1.774886 0.724081 0.071 Uiso 1 1 calc R U . . .
C033 C 0.4902(3) 1.6635(7) 0.7232(2) 0.0582(18) Uani 1 1 d . . . . .
H033 H 0.500813 1.677597 0.752695 0.070 Uiso 1 1 calc R U . . .
C034 C 0.6804(2) 1.0153(6) 0.3207(2) 0.0440(13) Uani 1 1 d . . . . .
H034 H 0.710137 0.961540 0.308685 0.053 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
N001 H00A 0.8800 . ?
N001 H00B 0.8800 . ?
N001 C00G 1.354(5) . ?
N002 C00G 1.336(6) . ?
N002 C00N 1.340(5) . ?
N003 N00C 1.266(3) . ?
N003 C01C 1.414(5) . ?
N004 C00G 1.352(6) . ?
N004 C00J 1.326(5) . ?
N005 N008 1.259(3) . ?
N005 C02B 1.411(5) . ?
N006 C00O 1.340(5) . ?
N006 C01X 1.343(6) . ?
N007 C01A 1.334(5) . ?
N007 C01X 1.341(6) . ?
N008 C00H 1.428(5) . ?
N009 C01O 1.338(5) . ?
N009 C01Y 1.352(6) . ?
N00A C00Q 1.346(6) . ?
N00A C01D 1.340(5) . ?
N00B H00E 0.8800 . ?
N00B H00F 0.8800 . ?
N00B C01X 1.344(5) . ?
N00C C00L 1.414(5) . ?
N00D C019 1.341(5) . ?
N00D C01Y 1.347(6) . ?
N00E C00Q 1.350(6) . ?
N00E C00T 1.334(5) . ?
N00F H00G 0.8800 . ?
N00F H00H 0.8800 . ?
N00F C00Q 1.346(5) . ?
C00H C00O 1.406(6) . ?
C00H C01A 1.418(7) . ?
C00I H00I 0.9500 . ?
C00I C00K 1.425(7) . ?
C00I C00Y 1.367(7) . ?
C00J C00L 1.417(6) . ?
C00J C00Y 1.501(6) . ?
C00K C01G 1.413(7) . ?
C00K C029 1.418(7) . ?
C00L C00N 1.423(6) . ?
N00M H00C 0.8807 . ?
N00M H00D 0.8808 . ?
N00M C01Y 1.348(5) . ?
C00N C00U 1.478(6) . ?
C00O C01E 1.496(7) . ?
C00P H00P 0.9500 . ?
C00P C01L 1.428(6) . ?
C00P C02F 1.359(7) . ?
C00R H00R 0.9500 . ?
C00R C00V 1.362(7) . ?
C00R C01J 1.421(7) . ?
C00S H00S 0.9500 . ?
C00S C00X 1.409(7) . ?
C00S C012 1.382(7) . ?
C00T C012 1.493(6) . ?
C00T C02B 1.409(7) . ?
C00U C01F 1.424(6) . ?
C00U C01H 1.379(6) . ?
C00V H00V 0.9500 . ?
C00V C015 1.425(6) . ?
C00W H00W 0.9500 . ?
C00W C00Z 1.379(7) . ?
C00W C01T 1.410(7) . ?
C00X C01W 1.426(6) . ?
C00X C02Q 1.422(8) . ?
C00Y C028 1.413(6) . ?
C00Z C019 1.499(6) . ?
C00Z C01U 1.419(6) . ?
C010 H010 0.9500 . ?
C010 C011 1.367(6) . ?
C010 C017 1.418(6) . ?
C011 H011 0.9500 . ?
C011 C01V 1.418(7) . ?
C012 C016 1.421(5) . ?
C013 C01H 1.426(7) . ?
C013 C01K 1.408(7) . ?
C013 C01Q 1.425(6) . ?
C014 C01R 1.410(7) . ?
C014 C01T 1.419(6) . ?
C014 C02O 1.418(7) . ?
C015 C01O 1.475(6) . ?
C015 C02I 1.379(7) . ?
C016 H016 0.9500 . ?
C016 C027 1.362(6) . ?
C017 C01A 1.488(6) . ?
C017 C02J 1.373(7) . ?
C018 H018 0.9500 . ?
C018 C01L 1.376(6) . ?
C018 C01S 1.407(7) . ?
C019 C01C 1.405(6) . ?
C01B H01B 0.9500 . ?
C01B C01J 1.429(7) . ?
C01B C030 1.386(9) . ?
C01C C01O 1.423(6) . ?
C01D C01L 1.468(7) . ?
C01D C02B 1.427(6) . ?
C01E C02A 1.366(7) . ?
C01E C02E 1.427(7) . ?
C01F H01F 0.9500 . ?
C01F C020 1.360(7) . ?
C01G H01G 0.9500 . ?
C01G C026 1.378(8) . ?
C01H H01H 0.9500 . ?
C01I H01I 0.9500 . ?
C01I C01M 1.416(7) . ?
C01I C023 1.365(8) . ?
C01J C02H 1.421(7) . ?
C01K H01K 0.9500 . ?
C01K C01M 1.356(8) . ?
C01M H01M 0.9500 . ?
C01N H01N 0.9500 . ?
C01N C01Z 1.393(8) . ?
C01N C02E 1.355(7) . ?
C01P C01Z 1.403(8) . ?
C01P C02A 1.437(8) . ?
C01P C02U 1.408(7) . ?
C01Q C020 1.421(7) . ?
C01Q C023 1.419(7) . ?
C01R H01R 0.9500 . ?
C01R C01U 1.368(7) . ?
C01S C024 1.431(6) . ?
C01S C025 1.413(6) . ?
C01T C02R 1.425(7) . ?
C01U H01U 0.9500 . ?
C01V C021 1.420(7) . ?
C01V C02M 1.415(6) . ?
C01W C027 1.407(7) . ?
C01W C02V 1.421(7) . ?
C01Z C02D 1.444(9) . ?
C020 H020 0.9500 . ?
C021 H021 0.9500 . ?
C021 C032 1.362(9) . ?
C022 H022 0.9500 . ?
C022 C025 1.358(8) . ?
C022 C02X 1.413(8) . ?
C023 H023 0.9500 . ?
C024 C02F 1.437(6) . ?
C024 C02Z 1.405(8) . ?
C025 H025 0.9500 . ?
C026 H026 0.9500 . ?
C026 C02C 1.404(9) . ?
C027 H027 0.9500 . ?
C028 H028 0.9500 . ?
C028 C02P 1.377(7) . ?
C029 C02P 1.419(7) . ?
C029 C02Y 1.418(7) . ?
C02A H02A 0.9500 . ?
C02C H02C 0.9500 . ?
C02C C02Y 1.354(9) . ?
C02D H02D 0.9500 . ?
C02D C02N 1.352(8) . ?
C02E H02E 0.9500 . ?
C02F H02F 0.9500 . ?
C02G H02G 0.9500 . ?
C02G C02S 1.398(8) . ?
C02G C02V 1.365(8) . ?
C02H C02I 1.414(7) . ?
C02H C02L 1.428(7) . ?
C02I H02I 0.9500 . ?
C02J H02J 0.9500 . ?
C02J C02M 1.418(6) . ?
C02K H02K 0.9500 . ?
C02K C02M 1.412(8) . ?
C02K C033 1.379(9) . ?
C02L H02L 0.9500 . ?
C02L C02T 1.370(8) . ?
C02N H02N 0.9500 . ?
C02N C034 1.394(8) . ?
C02O H02O 0.9500 . ?
C02O C02W 1.361(9) . ?
C02P H02P 0.9500 . ?
C02Q H02Q 0.9500 . ?
C02Q C02S 1.352(8) . ?
C02R H02R 0.9500 . ?
C02R C031 1.379(8) . ?
C02S H02S 0.9500 . ?
C02T H02T 0.9500 . ?
C02T C030 1.397(8) . ?
C02U H02U 0.9500 . ?
C02U C034 1.373(9) . ?
C02V H02V 0.9500 . ?
C02W H02W 0.9500 . ?
C02W C031 1.395(8) . ?
C02X H02X 0.9500 . ?
C02X C02Z 1.367(7) . ?
C02Y H02Y 0.9500 . ?
C02Z H02Z 0.9500 . ?
C030 H030 0.9500 . ?
C031 H031 0.9500 . ?
C032 H032 0.9500 . ?
C032 C033 1.419(8) . ?
C033 H033 0.9500 . ?
C034 H034 0.9500 . ?

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
H00A N001 H00B 120.0 . . ?
C00G N001 H00A 120.0 . . ?
C00G N001 H00B 120.0 . . ?
C00G N002 C00N 117.5(4) . . ?
N00C N003 C01C 113.7(3) . . ?
C00J N004 C00G 117.2(3) . . ?
N008 N005 C02B 113.8(3) . . ?
C00O N006 C01X 116.9(4) . . ?
C01A N007 C01X 117.2(4) . . ?
N005 N008 C00H 113.9(3) . . ?
C01O N009 C01Y 117.2(4) . . ?
C01D N00A C00Q 117.7(4) . . ?
H00E N00B H00F 120.0 . . ?
C01X N00B H00E 120.0 . . ?
C01X N00B H00F 120.0 . . ?
N003 N00C C00L 113.5(3) . . ?
C019 N00D C01Y 116.5(4) . . ?
C00T N00E C00Q 116.8(4) . . ?
H00G N00F H00H 120.0 . . ?
C00Q N00F H00G 120.0 . . ?
C00Q N00F H00H 120.0 . . ?
N002 C00G N001 117.3(4) . . ?
N002 C00G N004 125.7(3) . . ?
N004 C00G N001 116.7(4) . . ?
C00O C00H N008 125.9(4) . . ?
C00O C00H C01A 116.5(3) . . ?
C01A C00H N008 117.5(4) . . ?
C00K C00I H00I 119.7 . . ?
C00Y C00I H00I 119.7 . . ?
C00Y C00I C00K 120.5(4) . . ?
N004 C00J C00L 121.7(4) . . ?
N004 C00J C00Y 113.2(3) . . ?
C00L C00J C00Y 124.6(3) . . ?
C01G C00K C00I 121.5(4) . . ?
C01G C00K C029 119.1(4) . . ?
C029 C00K C00I 119.4(4) . . ?
N00C C00L C00J 127.1(4) . . ?
N00C C00L C00N 116.7(4) . . ?
C00J C00L C00N 116.1(3) . . ?
H00C N00M H00D 109.4 . . ?
C01Y N00M H00C 109.0 . . ?
C01Y N00M H00D 109.3 . . ?
N002 C00N C00L 120.8(4) . . ?
N002 C00N C00U 115.3(4) . . ?
C00L C00N C00U 123.8(3) . . ?
N006 C00O C00H 121.1(4) . . ?
N006 C00O C01E 114.2(4) . . ?
C00H C00O C01E 124.5(4) . . ?
C01L C00P H00P 119.8 . . ?
C02F C00P H00P 119.8 . . ?
C02F C00P C01L 120.5(4) . . ?
N00A C00Q N00E 125.3(4) . . ?
N00A C00Q N00F 118.3(4) . . ?
N00F C00Q N00E 116.4(4) . . ?
C00V C00R H00R 119.5 . . ?
C00V C00R C01J 121.0(4) . . ?
C01J C00R H00R 119.5 . . ?
C00X C00S H00S 119.2 . . ?
C012 C00S H00S 119.2 . . ?
C012 C00S C00X 121.6(4) . . ?
N00E C00T C012 112.9(4) . . ?
N00E C00T C02B 121.8(4) . . ?
C02B C00T C012 125.3(3) . . ?
C01F C00U C00N 121.7(4) . . ?
C01H C00U C00N 119.3(4) . . ?
C01H C00U C01F 118.8(4) . . ?
C00R C00V H00V 119.6 . . ?
C00R C00V C015 120.7(5) . . ?
C015 C00V H00V 119.6 . . ?
C00Z C00W H00W 119.7 . . ?
C00Z C00W C01T 120.7(4) . . ?
C01T C00W H00W 119.7 . . ?
C00S C00X C01W 118.7(5) . . ?
C00S C00X C02Q 122.3(4) . . ?
C02Q C00X C01W 118.9(4) . . ?
C00I C00Y C00J 119.9(4) . . ?
C00I C00Y C028 120.3(4) . . ?
C028 C00Y C00J 119.1(4) . . ?
C00W C00Z C019 119.0(4) . . ?
C00W C00Z C01U 119.5(4) . . ?
C01U C00Z C019 121.5(4) . . ?
C011 C010 H010 120.0 . . ?
C011 C010 C017 120.0(5) . . ?
C017 C010 H010 120.0 . . ?
C010 C011 H011 119.2 . . ?
C010 C011 C01V 121.5(4) . . ?
C01V C011 H011 119.2 . . ?
C00S C012 C00T 118.6(4) . . ?
C00S C012 C016 118.9(4) . . ?
C016 C012 C00T 122.2(4) . . ?
C01K C013 C01H 122.7(4) . . ?
C01K C013 C01Q 119.1(4) . . ?
C01Q C013 C01H 118.2(4) . . ?
C01R C014 C01T 117.9(4) . . ?
C01R C014 C02O 123.0(4) . . ?
C02O C014 C01T 119.1(5) . . ?
C00V C015 C01O 119.6(4) . . ?
C02I C015 C00V 119.1(4) . . ?
C02I C015 C01O 120.5(4) . . ?
C012 C016 H016 119.9 . . ?
C027 C016 C012 120.2(4) . . ?
C027 C016 H016 119.9 . . ?
C010 C017 C01A 122.3(4) . . ?
C02J C017 C010 119.5(4) . . ?
C02J C017 C01A 118.0(4) . . ?
C01L C018 H018 118.8 . . ?
C01L C018 C01S 122.3(4) . . ?
C01S C018 H018 118.8 . . ?
N00D C019 C00Z 113.8(4) . . ?
N00D C019 C01C 122.0(4) . . ?
C01C C019 C00Z 124.1(3) . . ?
N007 C01A C00H 120.8(4) . . ?
N007 C01A C017 113.6(4) . . ?
C00H C01A C017 125.6(3) . . ?
C01J C01B H01B 119.9 . . ?
C030 C01B H01B 119.9 . . ?
C030 C01B C01J 120.2(5) . . ?
N003 C01C C01O 126.6(4) . . ?
C019 C01C N003 117.1(4) . . ?
C019 C01C C01O 116.2(3) . . ?
N00A C01D C01L 114.5(4) . . ?
N00A C01D C02B 120.3(4) . . ?
C02B C01D C01L 125.0(4) . . ?
C02A C01E C00O 119.0(4) . . ?
C02A C01E C02E 119.1(5) . . ?
C02E C01E C00O 121.7(4) . . ?
C00U C01F H01F 119.6 . . ?
C020 C01F C00U 120.8(4) . . ?
C020 C01F H01F 119.6 . . ?
C00K C01G H01G 119.9 . . ?
C026 C01G C00K 120.2(5) . . ?
C026 C01G H01G 119.9 . . ?
C00U C01H C013 121.8(4) . . ?
C00U C01H H01H 119.1 . . ?
C013 C01H H01H 119.1 . . ?
C01M C01I H01I 120.0 . . ?
C023 C01I H01I 120.0 . . ?
C023 C01I C01M 120.0(5) . . ?
C00R C01J C01B 122.2(5) . . ?
C02H C01J C00R 118.8(4) . . ?
C02H C01J C01B 119.0(5) . . ?
C013 C01K H01K 119.3 . . ?
C01M C01K C013 121.4(5) . . ?
C01M C01K H01K 119.3 . . ?
C00P C01L C01D 121.7(4) . . ?
C018 C01L C00P 118.9(4) . . ?
C018 C01L C01D 119.2(4) . . ?
C01I C01M H01M 119.9 . . ?
C01K C01M C01I 120.1(5) . . ?
C01K C01M H01M 119.9 . . ?
C01Z C01N H01N 119.9 . . ?
C02E C01N H01N 119.9 . . ?
C02E C01N C01Z 120.1(5) . . ?
N009 C01O C015 113.6(4) . . ?
N009 C01O C01C 121.0(4) . . ?
C01C C01O C015 125.0(3) . . ?
C01Z C01P C02A 118.9(5) . . ?
C01Z C01P C02U 120.8(6) . . ?
C02U C01P C02A 120.2(5) . . ?
C020 C01Q C013 118.9(4) . . ?
C023 C01Q C013 118.2(4) . . ?
C023 C01Q C020 122.8(4) . . ?
C014 C01R H01R 119.1 . . ?
C01U C01R C014 121.8(4) . . ?
C01U C01R H01R 119.1 . . ?
C018 C01S C024 119.0(4) . . ?
C018 C01S C025 123.0(4) . . ?
C025 C01S C024 118.1(4) . . ?
C00W C01T C014 120.0(4) . . ?
C00W C01T C02R 121.6(4) . . ?
C014 C01T C02R 118.5(4) . . ?
C00Z C01U H01U 120.0 . . ?
C01R C01U C00Z 120.1(5) . . ?
C01R C01U H01U 120.0 . . ?
C011 C01V C021 122.0(4) . . ?
C02M C01V C011 118.5(4) . . ?
C02M C01V C021 119.5(5) . . ?
C027 C01W C00X 118.4(4) . . ?
C027 C01W C02V 123.1(4) . . ?
C02V C01W C00X 118.4(5) . . ?
N006 C01X N00B 117.6(4) . . ?
N007 C01X N006 125.5(4) . . ?
N007 C01X N00B 116.8(4) . . ?
N00D C01Y N009 126.0(3) . . ?
N00D C01Y N00M 117.5(4) . . ?
N00M C01Y N009 116.5(4) . . ?
C01N C01Z C01P 120.2(5) . . ?
C01N C01Z C02D 122.1(5) . . ?
C01P C01Z C02D 117.7(5) . . ?
C01F C020 C01Q 121.3(4) . . ?
C01F C020 H020 119.3 . . ?
C01Q C020 H020 119.3 . . ?
C01V C021 H021 119.7 . . ?
C032 C021 C01V 120.6(5) . . ?
C032 C021 H021 119.7 . . ?
C025 C022 H022 119.7 . . ?
C025 C022 C02X 120.6(5) . . ?
C02X C022 H022 119.7 . . ?
C01I C023 C01Q 121.1(5) . . ?
C01I C023 H023 119.4 . . ?
C01Q C023 H023 119.4 . . ?
C01S C024 C02F 117.8(4) . . ?
C02Z C024 C01S 119.1(4) . . ?
C02Z C024 C02F 123.2(4) . . ?
C01S C025 H025 119.3 . . ?
C022 C025 C01S 121.3(5) . . ?
C022 C025 H025 119.3 . . ?
C01G C026 H026 120.1 . . ?
C01G C026 C02C 119.9(5) . . ?
C02C C026 H026 120.1 . . ?
C016 C027 C01W 121.9(4) . . ?
C016 C027 H027 119.1 . . ?
C01W C027 H027 119.1 . . ?
C00Y C028 H028 119.8 . . ?
C02P C028 C00Y 120.3(5) . . ?
C02P C028 H028 119.8 . . ?
C00K C029 C02P 118.7(4) . . ?
C00K C029 C02Y 119.3(5) . . ?
C02Y C029 C02P 122.0(5) . . ?
C01E C02A C01P 120.1(5) . . ?
C01E C02A H02A 119.9 . . ?
C01P C02A H02A 119.9 . . ?
N005 C02B C01D 125.4(4) . . ?
C00T C02B N005 118.3(4) . . ?
C00T C02B C01D 116.3(3) . . ?
C026 C02C H02C 119.2 . . ?
C02Y C02C C026 121.5(5) . . ?
C02Y C02C H02C 119.2 . . ?
C01Z C02D H02D 120.1 . . ?
C02N C02D C01Z 119.8(5) . . ?
C02N C02D H02D 120.1 . . ?
C01E C02E H02E 119.2 . . ?
C01N C02E C01E 121.5(5) . . ?
C01N C02E H02E 119.2 . . ?
C00P C02F C024 121.6(4) . . ?
C00P C02F H02F 119.2 . . ?
C024 C02F H02F 119.2 . . ?
C02S C02G H02G 119.5 . . ?
C02V C02G H02G 119.5 . . ?
C02V C02G C02S 121.0(5) . . ?
C01J C02H C02L 119.0(4) . . ?
C02I C02H C01J 119.0(4) . . ?
C02I C02H C02L 121.9(4) . . ?
C015 C02I C02H 121.4(4) . . ?
C015 C02I H02I 119.3 . . ?
C02H C02I H02I 119.3 . . ?
C017 C02J H02J 119.3 . . ?
C017 C02J C02M 121.4(4) . . ?
C02M C02J H02J 119.3 . . ?
C02M C02K H02K 119.5 . . ?
C033 C02K H02K 119.5 . . ?
C033 C02K C02M 120.9(5) . . ?
C02H C02L H02L 119.8 . . ?
C02T C02L C02H 120.3(5) . . ?
C02T C02L H02L 119.8 . . ?
C01V C02M C02J 118.9(4) . . ?
C02K C02M C01V 118.8(4) . . ?
C02K C02M C02J 122.3(4) . . ?
C02D C02N H02N 119.1 . . ?
C02D C02N C034 121.8(6) . . ?
C034 C02N H02N 119.1 . . ?
C014 C02O H02O 119.6 . . ?
C02W C02O C014 120.8(5) . . ?
C02W C02O H02O 119.6 . . ?
C028 C02P C029 120.7(4) . . ?
C028 C02P H02P 119.6 . . ?
C029 C02P H02P 119.6 . . ?
C00X C02Q H02Q 119.7 . . ?
C02S C02Q C00X 120.6(5) . . ?
C02S C02Q H02Q 119.7 . . ?
C01T C02R H02R 119.7 . . ?
C031 C02R C01T 120.6(5) . . ?
C031 C02R H02R 119.7 . . ?
C02G C02S H02S 119.6 . . ?
C02Q C02S C02G 120.7(6) . . ?
C02Q C02S H02S 119.6 . . ?
C02L C02T H02T 119.4 . . ?
C02L C02T C030 121.2(5) . . ?
C030 C02T H02T 119.4 . . ?
C01P C02U H02U 120.2 . . ?
C034 C02U C01P 119.7(5) . . ?
C034 C02U H02U 120.2 . . ?
C01W C02V H02V 119.9 . . ?
C02G C02V C01W 120.3(4) . . ?
C02G C02V H02V 119.9 . . ?
C02O C02W H02W 119.5 . . ?
C02O C02W C031 121.0(5) . . ?
C031 C02W H02W 119.5 . . ?
C022 C02X H02X 120.2 . . ?
C02Z C02X C022 119.6(5) . . ?
C02Z C02X H02X 120.2 . . ?
C029 C02Y H02Y 120.0 . . ?
C02C C02Y C029 119.9(5) . . ?
C02C C02Y H02Y 120.0 . . ?
C024 C02Z H02Z 119.4 . . ?
C02X C02Z C024 121.3(5) . . ?
C02X C02Z H02Z 119.4 . . ?
C01B C030 C02T 120.3(5) . . ?
C01B C030 H030 119.8 . . ?
C02T C030 H030 119.8 . . ?
C02R C031 C02W 120.1(6) . . ?
C02R C031 H031 120.0 . . ?
C02W C031 H031 120.0 . . ?
C021 C032 H032 119.8 . . ?
C021 C032 C033 120.4(5) . . ?
C033 C032 H032 119.8 . . ?
C02K C033 C032 119.8(6) . . ?
C02K C033 H033 120.1 . . ?
C032 C033 H033 120.1 . . ?
C02N C034 H034 119.9 . . ?
C02U C034 C02N 120.1(5) . . ?
C02U C034 H034 119.9 . . ?

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
N002 C00N C00U C01F -143.1(4) . . . . ?
N002 C00N C00U C01H 32.2(6) . . . . ?
N003 N00C C00L C00J -23.8(6) . . . . ?
N003 N00C C00L C00N 152.3(4) . . . . ?
N003 C01C C01O N009 167.4(4) . . . . ?
N003 C01C C01O C015 -20.6(7) . . . . ?
N004 C00J C00L N00C 168.2(4) . . . . ?
N004 C00J C00L C00N -7.9(6) . . . . ?
N004 C00J C00Y C00I -44.1(5) . . . . ?
N004 C00J C00Y C028 126.8(4) . . . . ?
N005 N008 C00H C00O 32.1(5) . . . . ?
N005 N008 C00H C01A -147.7(3) . . . . ?
N006 C00O C01E C02A 34.1(6) . . . . ?
N006 C00O C01E C02E -141.5(4) . . . . ?
N008 N005 C02B C00T 148.0(3) . . . . ?
N008 N005 C02B C01D -32.0(5) . . . . ?
N008 C00H C00O N006 -169.9(4) . . . . ?
N008 C00H C00O C01E 15.1(7) . . . . ?
N008 C00H C01A N007 168.7(4) . . . . ?
N008 C00H C01A C017 -12.0(7) . . . . ?
N00A C01D C01L C00P 141.1(4) . . . . ?
N00A C01D C01L C018 -33.5(6) . . . . ?
N00A C01D C02B N005 169.3(4) . . . . ?
N00A C01D C02B C00T -10.6(6) . . . . ?
N00C N003 C01C C019 151.9(4) . . . . ?
N00C N003 C01C C01O -25.2(6) . . . . ?
N00C C00L C00N N002 -166.1(4) . . . . ?
N00C C00L C00N C00U 15.7(6) . . . . ?
N00D C019 C01C N003 -166.1(4) . . . . ?
N00D C019 C01C C01O 11.3(6) . . . . ?
N00E C00T C012 C00S 25.3(6) . . . . ?
N00E C00T C012 C016 -149.2(4) . . . . ?
N00E C00T C02B N005 -167.9(4) . . . . ?
N00E C00T C02B C01D 12.1(6) . . . . ?
C00G N002 C00N C00L -4.2(6) . . . . ?
C00G N002 C00N C00U 174.1(4) . . . . ?
C00G N004 C00J C00L -0.7(6) . . . . ?
C00G N004 C00J C00Y -173.0(4) . . . . ?
C00H C00O C01E C02A -150.6(4) . . . . ?
C00H C00O C01E C02E 33.8(7) . . . . ?
C00I C00K C01G C026 178.8(4) . . . . ?
C00I C00K C029 C02P -0.5(6) . . . . ?
C00I C00K C029 C02Y -180.0(4) . . . . ?
C00I C00Y C028 C02P 0.7(6) . . . . ?
C00J N004 C00G N001 -177.6(4) . . . . ?
C00J N004 C00G N002 8.1(7) . . . . ?
C00J C00L C00N N002 10.4(6) . . . . ?
C00J C00L C00N C00U -167.7(4) . . . . ?
C00J C00Y C028 C02P -170.2(4) . . . . ?
C00K C00I C00Y C00J 169.0(4) . . . . ?
C00K C00I C00Y C028 -1.8(6) . . . . ?
C00K C01G C026 C02C 0.7(7) . . . . ?
C00K C029 C02P C028 -0.6(6) . . . . ?
C00K C029 C02Y C02C 1.6(7) . . . . ?
C00L C00J C00Y C00I 143.8(4) . . . . ?
C00L C00J C00Y C028 -45.3(6) . . . . ?
C00L C00N C00U C01F 35.1(6) . . . . ?
C00L C00N C00U C01H -149.6(4) . . . . ?
C00N N002 C00G N001 -179.9(4) . . . . ?
C00N N002 C00G N004 -5.6(6) . . . . ?
C00N C00U C01F C020 176.7(4) . . . . ?
C00N C00U C01H C013 -179.2(4) . . . . ?
C00O N006 C01X N007 -12.2(6) . . . . ?
C00O N006 C01X N00B 169.4(4) . . . . ?
C00O C00H C01A N007 -11.2(6) . . . . ?
C00O C00H C01A C017 168.2(4) . . . . ?
C00O C01E C02A C01P -177.0(4) . . . . ?
C00O C01E C02E C01N 176.4(4) . . . . ?
C00Q N00A C01D C01L -175.5(4) . . . . ?
C00Q N00A C01D C02B -0.2(6) . . . . ?
C00Q N00E C00T C012 177.3(4) . . . . ?
C00Q N00E C00T C02B -2.4(6) . . . . ?
C00R C00V C015 C01O -169.9(4) . . . . ?
C00R C00V C015 C02I -0.2(6) . . . . ?
C00R C01J C02H C02I 0.7(6) . . . . ?
C00R C01J C02H C02L 177.7(4) . . . . ?
C00S C00X C01W C027 -4.2(7) . . . . ?
C00S C00X C01W C02V 175.5(5) . . . . ?
C00S C00X C02Q C02S -175.1(5) . . . . ?
C00S C012 C016 C027 -2.5(6) . . . . ?
C00T N00E C00Q N00A -10.0(7) . . . . ?
C00T N00E C00Q N00F 170.2(4) . . . . ?
C00T C012 C016 C027 171.9(4) . . . . ?
C00U C01F C020 C01Q 1.8(7) . . . . ?
C00V C00R C01J C01B 177.1(4) . . . . ?
C00V C00R C01J C02H -1.9(6) . . . . ?
C00V C015 C01O N009 127.0(4) . . . . ?
C00V C015 C01O C01C -45.5(6) . . . . ?
C00V C015 C02I C02H -1.0(6) . . . . ?
C00W C00Z C019 N00D 35.2(5) . . . . ?
C00W C00Z C019 C01C -146.9(4) . . . . ?
C00W C00Z C01U C01R -0.4(6) . . . . ?
C00W C01T C02R C031 179.0(5) . . . . ?
C00X C00S C012 C00T -171.9(4) . . . . ?
C00X C00S C012 C016 2.8(7) . . . . ?
C00X C01W C027 C016 4.5(7) . . . . ?
C00X C01W C02V C02G 0.8(8) . . . . ?
C00X C02Q C02S C02G -1.4(10) . . . . ?
C00Y C00I C00K C01G -177.0(4) . . . . ?
C00Y C00I C00K C029 1.7(6) . . . . ?
C00Y C00J C00L N00C -20.3(7) . . . . ?
C00Y C00J C00L C00N 163.5(4) . . . . ?
C00Y C028 C02P C029 0.6(6) . . . . ?
C00Z C00W C01T C014 2.4(7) . . . . ?
C00Z C00W C01T C02R -176.8(4) . . . . ?
C00Z C019 C01C N003 16.2(6) . . . . ?
C00Z C019 C01C C01O -166.4(4) . . . . ?
C010 C011 C01V C021 175.8(5) . . . . ?
C010 C011 C01V C02M -3.4(7) . . . . ?
C010 C017 C01A N007 147.8(4) . . . . ?
C010 C017 C01A C00H -31.6(7) . . . . ?
C010 C017 C02J C02M -2.2(7) . . . . ?
C011 C010 C017 C01A -172.0(4) . . . . ?
C011 C010 C017 C02J 3.2(6) . . . . ?
C011 C01V C021 C032 178.8(6) . . . . ?
C011 C01V C02M C02J 4.3(7) . . . . ?
C011 C01V C02M C02K -178.0(5) . . . . ?
C012 C00S C00X C01W 0.6(7) . . . . ?
C012 C00S C00X C02Q -180.0(5) . . . . ?
C012 C00T C02B N005 12.5(7) . . . . ?
C012 C00T C02B C01D -167.6(4) . . . . ?
C012 C016 C027 C01W -1.2(7) . . . . ?
C013 C01K C01M C01I 1.7(8) . . . . ?
C013 C01Q C020 C01F -2.4(7) . . . . ?
C013 C01Q C023 C01I 0.9(7) . . . . ?
C014 C01R C01U C00Z 2.4(7) . . . . ?
C014 C01T C02R C031 -0.2(8) . . . . ?
C014 C02O C02W C031 -1.5(9) . . . . ?
C017 C010 C011 C01V -0.4(6) . . . . ?
C017 C02J C02M C01V -1.5(7) . . . . ?
C017 C02J C02M C02K -179.2(5) . . . . ?
C018 C01S C024 C02F -0.9(6) . . . . ?
C018 C01S C024 C02Z 179.3(4) . . . . ?
C018 C01S C025 C022 -179.9(5) . . . . ?
C019 N00D C01Y N009 -4.1(6) . . . . ?
C019 N00D C01Y N00M 178.0(4) . . . . ?
C019 C00Z C01U C01R 177.4(4) . . . . ?
C019 C01C C01O N009 -9.7(6) . . . . ?
C019 C01C C01O C015 162.3(4) . . . . ?
C01A N007 C01X N006 11.0(7) . . . . ?
C01A N007 C01X N00B -170.5(4) . . . . ?
C01A C00H C00O N006 10.0(6) . . . . ?
C01A C00H C00O C01E -165.0(4) . . . . ?
C01A C017 C02J C02M 173.2(4) . . . . ?
C01B C01J C02H C02I -178.3(4) . . . . ?
C01B C01J C02H C02L -1.3(6) . . . . ?
C01C N003 N00C C00L -176.3(2) . . . . ?
C01D N00A C00Q N00E 11.3(7) . . . . ?
C01D N00A C00Q N00F -168.9(4) . . . . ?
C01F C00U C01H C013 -3.8(6) . . . . ?
C01G C00K C029 C02P 178.3(4) . . . . ?
C01G C00K C029 C02Y -1.2(6) . . . . ?
C01G C026 C02C C02Y -0.3(8) . . . . ?
C01H C00U C01F C020 1.3(6) . . . . ?
C01H C013 C01K C01M 177.8(5) . . . . ?
C01H C013 C01Q C020 0.1(6) . . . . ?
C01H C013 C01Q C023 -179.2(4) . . . . ?
C01J C00R C00V C015 1.6(6) . . . . ?
C01J C01B C030 C02T 0.9(8) . . . . ?
C01J C02H C02I C015 0.7(6) . . . . ?
C01J C02H C02L C02T 0.1(6) . . . . ?
C01K C013 C01H C00U -175.4(4) . . . . ?
C01K C013 C01Q C020 178.6(4) . . . . ?
C01K C013 C01Q C023 -0.7(6) . . . . ?
C01L C00P C02F C024 -0.9(7) . . . . ?
C01L C018 C01S C024 -0.3(6) . . . . ?
C01L C018 C01S C025 179.6(4) . . . . ?
C01L C01D C02B N005 -15.9(7) . . . . ?
C01L C01D C02B C00T 164.2(4) . . . . ?
C01M C01I C023 C01Q 0.2(8) . . . . ?
C01N C01Z C02D C02N 178.3(5) . . . . ?
C01O N009 C01Y N00D 5.6(6) . . . . ?
C01O N009 C01Y N00M -176.5(4) . . . . ?
C01O C015 C02I C02H 168.7(4) . . . . ?
C01P C01Z C02D C02N -0.6(8) . . . . ?
C01P C02U C034 C02N -1.8(9) . . . . ?
C01Q C013 C01H C00U 3.1(6) . . . . ?
C01Q C013 C01K C01M -0.6(7) . . . . ?
C01R C014 C01T C00W -0.5(6) . . . . ?
C01R C014 C01T C02R 178.7(4) . . . . ?
C01R C014 C02O C02W -177.9(5) . . . . ?
C01S C018 C01L C00P 1.0(6) . . . . ?
C01S C018 C01L C01D 175.8(4) . . . . ?
C01S C024 C02F C00P 1.5(7) . . . . ?
C01S C024 C02Z C02X 1.6(8) . . . . ?
C01T C00W C00Z C019 -179.9(4) . . . . ?
C01T C00W C00Z C01U -2.0(6) . . . . ?
C01T C014 C01R C01U -1.9(7) . . . . ?
C01T C014 C02O C02W 2.1(7) . . . . ?
C01T C02R C031 C02W 0.8(9) . . . . ?
C01U C00Z C019 N00D -142.6(4) . . . . ?
C01U C00Z C019 C01C 35.2(6) . . . . ?
C01V C021 C032 C033 0.0(11) . . . . ?
C01W C00X C02Q C02S 4.3(8) . . . . ?
C01X N006 C00O C00H 0.8(6) . . . . ?
C01X N006 C00O C01E 176.3(4) . . . . ?
C01X N007 C01A C00H 1.4(6) . . . . ?
C01X N007 C01A C017 -178.0(4) . . . . ?
C01Y N009 C01O C015 -171.0(4) . . . . ?
C01Y N009 C01O C01C 1.9(6) . . . . ?
C01Y N00D C019 C00Z 173.1(4) . . . . ?
C01Y N00D C019 C01C -4.8(6) . . . . ?
C01Z C01N C02E C01E 1.0(7) . . . . ?
C01Z C01P C02A C01E -0.1(7) . . . . ?
C01Z C01P C02U C034 1.5(8) . . . . ?
C01Z C02D C02N C034 0.2(9) . . . . ?
C020 C01Q C023 C01I -178.3(5) . . . . ?
C021 C01V C02M C02J -174.9(5) . . . . ?
C021 C01V C02M C02K 2.8(8) . . . . ?
C021 C032 C033 C02K 1.3(12) . . . . ?
C022 C02X C02Z C024 -2.0(9) . . . . ?
C023 C01I C01M C01K -1.5(8) . . . . ?
C023 C01Q C020 C01F 176.8(4) . . . . ?
C024 C01S C025 C022 0.1(7) . . . . ?
C025 C01S C024 C02F 179.2(4) . . . . ?
C025 C01S C024 C02Z -0.6(7) . . . . ?
C025 C022 C02X C02Z 1.4(9) . . . . ?
C026 C02C C02Y C029 -0.9(8) . . . . ?
C027 C01W C02V C02G -179.5(6) . . . . ?
C029 C00K C01G C026 0.0(7) . . . . ?
C02A C01E C02E C01N 0.8(7) . . . . ?
C02A C01P C01Z C01N 1.9(7) . . . . ?
C02A C01P C01Z C02D -179.2(4) . . . . ?
C02A C01P C02U C034 -179.6(5) . . . . ?
C02B N005 N008 C00H -179.9(5) . . . . ?
C02B C00T C012 C00S -155.0(5) . . . . ?
C02B C00T C012 C016 30.5(7) . . . . ?
C02B C01D C01L C00P -33.9(6) . . . . ?
C02B C01D C01L C018 151.4(4) . . . . ?
C02D C02N C034 C02U 1.0(9) . . . . ?
C02E C01E C02A C01P -1.3(7) . . . . ?
C02E C01N C01Z C01P -2.4(7) . . . . ?
C02E C01N C01Z C02D 178.8(5) . . . . ?
C02F C00P C01L C018 -0.4(6) . . . . ?
C02F C00P C01L C01D -175.1(4) . . . . ?
C02F C024 C02Z C02X -178.2(5) . . . . ?
C02H C02L C02T C030 1.7(7) . . . . ?
C02I C015 C01O N009 -42.6(6) . . . . ?
C02I C015 C01O C01C 144.9(4) . . . . ?
C02I C02H C02L C02T 177.0(4) . . . . ?
C02J C017 C01A N007 -27.5(6) . . . . ?
C02J C017 C01A C00H 153.1(5) . . . . ?
C02L C02H C02I C015 -176.2(4) . . . . ?
C02L C02T C030 C01B -2.2(8) . . . . ?
C02M C01V C021 C032 -2.0(9) . . . . ?
C02M C02K C033 C032 -0.4(11) . . . . ?
C02O C014 C01R C01U 178.0(4) . . . . ?
C02O C014 C01T C00W 179.6(4) . . . . ?
C02O C014 C01T C02R -1.2(7) . . . . ?
C02O C02W C031 C02R 0.0(9) . . . . ?
C02P C029 C02Y C02C -177.8(5) . . . . ?
C02Q C00X C01W C027 176.4(5) . . . . ?
C02Q C00X C01W C02V -3.9(7) . . . . ?
C02S C02G C02V C01W 2.1(10) . . . . ?
C02U C01P C01Z C01N -179.1(5) . . . . ?
C02U C01P C01Z C02D -0.3(7) . . . . ?
C02U C01P C02A C01E -179.0(5) . . . . ?
C02V C01W C027 C016 -175.2(5) . . . . ?
C02V C02G C02S C02Q -1.9(11) . . . . ?
C02X C022 C025 C01S -0.4(8) . . . . ?
C02Y C029 C02P C028 178.8(4) . . . . ?
C02Z C024 C02F C00P -178.7(5) . . . . ?
C030 C01B C01J C00R -178.2(4) . . . . ?
C030 C01B C01J C02H 0.8(7) . . . . ?
C033 C02K C02M C01V -1.6(9) . . . . ?
C033 C02K C02M C02J 176.0(6) . . . . ?

_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 1.255
_oxdiff_exptl_absorpt_empirical_full_min 0.823
####################################################################### 
# 
# 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_170502-2kumagai
_database_code_depnum_ccdc_archive 'CCDC 2234930'
loop_
_audit_author_name
_audit_author_address
'Tomoyuki Kimura'
;Institute of Microbial Chemistry
Japan
;
_audit_update_record             
;
2023-01-07 deposited with the CCDC.	2023-01-26 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C20 H8 F12 N4'
_chemical_formula_moiety         'C20 H8 F12 N4'
_chemical_formula_weight         532.29
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   7.93703(15)
_cell_length_b                   15.3896(3)
_cell_length_c                   16.2323(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 101.588(7)
_cell_angle_gamma                90.0000
_cell_volume                     1942.33(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18027
_cell_measurement_theta_min      4.00
_cell_measurement_theta_max      68.30
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.820
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1056.00
_exptl_absorpt_coefficient_mu    1.746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.482
_exptl_absorpt_correction_T_max  0.705

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            22676
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_theta_max         68.239
_diffrn_reflns_theta_min         3.998
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             3561
_reflns_number_gt                3037
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0547
_refine_ls_wR_factor_ref         0.1548
_refine_ls_wR_factor_gt          0.1485
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3561
_refine_ls_number_parameters     325
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0936P)²+1.1737P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.68
_refine_diff_density_min         -0.29
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0727 0.0534
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
F1 F 0.9065(2) 0.60884(9) 0.78427(9) 0.0439(4) Uani 1 1 d . . . . .
F2 F 0.5914(2) 0.89351(10) 0.46612(11) 0.0602(5) Uani 1 1 d . . . . .
F3 F 1.1433(2) 0.63178(12) 0.74524(11) 0.0571(5) Uani 1 1 d . . . . .
F4 F 0.8489(3) 0.22157(11) 0.67452(10) 0.0588(5) Uani 1 1 d . . . . .
F5 F 0.8867(3) 0.09539(10) 0.62632(11) 0.0602(5) Uani 1 1 d . . . . .
F6 F 0.6679(2) 0.93140(11) 0.59393(11) 0.0587(5) Uani 1 1 d . . . . .
F7 F 1.0196(3) 0.73593(11) 0.79827(10) 0.0652(6) Uani 1 1 d . . . . .
F8 F 0.8525(2) 0.92971(10) 0.51517(13) 0.0634(5) Uani 1 1 d . . . . .
F9 F 0.5011(2) 0.13036(12) 0.26581(12) 0.0658(5) Uani 1 1 d . . . . .
F10 F 1.0771(2) 0.19528(14) 0.62911(12) 0.0698(6) Uani 1 1 d . . . . .
F11 F 0.6657(3) 0.03701(11) 0.33500(12) 0.0778(7) Uani 1 1 d . . . . .
F12 F 0.7628(3) 0.12852(15) 0.25777(14) 0.0834(7) Uani 1 1 d . . . . .
N13 N 0.5456(2) 0.58690(13) 0.41089(13) 0.0341(5) Uani 1 1 d . . . . .
N14 N 0.5257(2) 0.43830(13) 0.36751(12) 0.0336(5) Uani 1 1 d . . . . .
N15 N 0.9479(2) 0.46883(13) 0.50165(13) 0.0344(5) Uani 1 1 d . . . . .
N16 N 0.3400(3) 0.54192(14) 0.29940(13) 0.0412(5) Uani 1 1 d . . . . .
H16A H 0.2998 0.5954 0.2948 0.049 Uiso 1 1 calc R U . . .
H16B H 0.2906 0.5015 0.2644 0.049 Uiso 1 1 calc R U . . .
C17 C 0.7151(3) 0.32773(15) 0.43543(15) 0.0332(5) Uani 1 1 d . . . . .
C18 C 0.4776(3) 0.52200(15) 0.36013(15) 0.0331(5) Uani 1 1 d . . . . .
C19 C 0.7579(3) 0.64253(15) 0.52272(15) 0.0321(5) Uani 1 1 d . . . . .
C20 C 0.7625(3) 0.79434(15) 0.55758(16) 0.0351(5) Uani 1 1 d . . . . .
C21 C 0.8469(3) 0.62456(15) 0.60414(15) 0.0338(5) Uani 1 1 d . . . . .
H21 H 0.8750 0.5663 0.6206 0.041 Uiso 1 1 calc R U . . .
C22 C 0.8942(3) 0.69132(15) 0.66070(15) 0.0347(5) Uani 1 1 d . . . . .
C23 C 0.7751(3) 0.48928(15) 0.46319(15) 0.0331(5) Uani 1 1 d . . . . .
C24 C 0.6954(3) 0.57110(15) 0.46237(15) 0.0331(5) Uani 1 1 d . . . . .
C25 C 0.6721(3) 0.42153(15) 0.42154(15) 0.0329(5) Uani 1 1 d . . . . .
C26 C 0.6658(3) 0.26885(15) 0.36994(16) 0.0348(5) Uani 1 1 d . . . . .
H26 H 0.6083 0.2886 0.3162 0.042 Uiso 1 1 calc R U . . .
C27 C 0.7143(3) 0.72758(16) 0.50042(16) 0.0347(5) Uani 1 1 d . . . . .
H27 H 0.6509 0.7403 0.4456 0.042 Uiso 1 1 calc R U . . .
C28 C 0.7920(3) 0.29729(16) 0.51422(15) 0.0356(5) Uani 1 1 d . . . . .
H28 H 0.8245 0.3370 0.5595 0.043 Uiso 1 1 calc R U . . .
C29 C 0.8219(3) 0.20929(16) 0.52741(16) 0.0373(6) Uani 1 1 d . . . . .
C30 C 0.8538(3) 0.77730(16) 0.63813(15) 0.0360(5) Uani 1 1 d . . . . .
H30 H 0.8881 0.8232 0.6770 0.043 Uiso 1 1 calc R U . . .
C31 C 0.7773(3) 0.15024(16) 0.46222(16) 0.0379(6) Uani 1 1 d . . . . .
H31 H 0.7986 0.0899 0.4714 0.046 Uiso 1 1 calc R U . . .
C32 C 0.7012(3) 0.18085(16) 0.38355(16) 0.0369(6) Uani 1 1 d . . . . .
C33 C 0.7185(3) 0.88672(17) 0.53264(17) 0.0419(6) Uani 1 1 d . . . . .
C34 C 0.9903(3) 0.66793(17) 0.74727(16) 0.0414(6) Uani 1 1 d . . . . .
C35 C 0.6590(4) 0.11863(17) 0.31115(18) 0.0438(6) Uani 1 1 d . . . . .
C36 C 0.9085(4) 0.17942(17) 0.61382(17) 0.0452(6) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.2 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.2'

#==============================================================================
# MOLECULAR GEOMETRY

_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
F1 C34 1.338(3) . ?
F2 C33 1.325(3) . ?
F3 C34 1.342(3) . ?
F4 C36 1.343(3) . ?
F5 C36 1.326(3) . ?
F6 C33 1.336(3) . ?
F7 C34 1.326(3) . ?
F8 C33 1.331(3) . ?
F9 C35 1.332(3) . ?
F10 C36 1.334(3) . ?
F11 C35 1.312(3) . ?
F12 C35 1.319(3) . ?
N13 C24 1.331(3) . ?
N13 C18 1.338(3) . ?
N14 C25 1.333(3) . ?
N14 C18 1.342(3) . ?
N15 N15 1.275(4) 3_766 ?
N15 C23 1.424(3) . ?
N16 C18 1.351(3) . ?
N16 H16A 0.8800 . ?
N16 H16B 0.8800 . ?
C17 C28 1.384(3) . ?
C17 C26 1.392(3) . ?
C17 C25 1.490(3) . ?
C19 C27 1.383(3) . ?
C19 C21 1.395(3) . ?
C19 C24 1.490(3) . ?
C20 C27 1.386(3) . ?
C20 C30 1.387(3) . ?
C20 C33 1.500(3) . ?
C21 C22 1.379(3) . ?
C21 H21 0.9500 . ?
C22 C30 1.393(3) . ?
C22 C34 1.502(3) . ?
C23 C24 1.408(3) . ?
C23 C25 1.411(3) . ?
C26 C32 1.392(3) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C29 1.384(4) . ?
C28 H28 0.9500 . ?
C29 C31 1.386(3) . ?
C29 C36 1.504(4) . ?
C30 H30 0.9500 . ?
C31 C32 1.381(3) . ?
C31 H31 0.9500 . ?
C32 C35 1.501(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
C24 N13 C18 116.7(2) . . ?
C25 N14 C18 116.1(2) . . ?
N15 N15 C23 113.0(2) 3_766 . ?
C18 N16 H16A 120.0 . . ?
C18 N16 H16B 120.0 . . ?
H16A N16 H16B 120.0 . . ?
C28 C17 C26 119.3(2) . . ?
C28 C17 C25 120.9(2) . . ?
C26 C17 C25 119.6(2) . . ?
N13 C18 N14 126.1(2) . . ?
N13 C18 N16 116.6(2) . . ?
N14 C18 N16 117.2(2) . . ?
C27 C19 C21 119.2(2) . . ?
C27 C19 C24 119.6(2) . . ?
C21 C19 C24 121.0(2) . . ?
C27 C20 C30 120.8(2) . . ?
C27 C20 C33 120.3(2) . . ?
C30 C20 C33 118.9(2) . . ?
C22 C21 C19 120.1(2) . . ?
C22 C21 H21 120.0 . . ?
C19 C21 H21 120.0 . . ?
C21 C22 C30 121.0(2) . . ?
C21 C22 C34 117.6(2) . . ?
C30 C22 C34 121.4(2) . . ?
C24 C23 C25 116.2(2) . . ?
C24 C23 N15 126.4(2) . . ?
C25 C23 N15 117.5(2) . . ?
N13 C24 C23 120.8(2) . . ?
N13 C24 C19 114.5(2) . . ?
C23 C24 C19 124.4(2) . . ?
N14 C25 C23 121.1(2) . . ?
N14 C25 C17 115.5(2) . . ?
C23 C25 C17 123.4(2) . . ?
C32 C26 C17 119.7(2) . . ?
C32 C26 H26 120.1 . . ?
C17 C26 H26 120.1 . . ?
C19 C27 C20 120.4(2) . . ?
C19 C27 H27 119.8 . . ?
C20 C27 H27 119.8 . . ?
C17 C28 C29 120.3(2) . . ?
C17 C28 H28 119.9 . . ?
C29 C28 H28 119.9 . . ?
C28 C29 C31 120.9(2) . . ?
C28 C29 C36 118.4(2) . . ?
C31 C29 C36 120.7(2) . . ?
C20 C30 C22 118.5(2) . . ?
C20 C30 H30 120.8 . . ?
C22 C30 H30 120.8 . . ?
C32 C31 C29 118.7(2) . . ?
C32 C31 H31 120.7 . . ?
C29 C31 H31 120.7 . . ?
C31 C32 C26 121.0(2) . . ?
C31 C32 C35 119.6(2) . . ?
C26 C32 C35 119.4(2) . . ?
F2 C33 F8 107.3(2) . . ?
F2 C33 F6 105.9(2) . . ?
F8 C33 F6 106.0(2) . . ?
F2 C33 C20 113.1(2) . . ?
F8 C33 C20 112.1(2) . . ?
F6 C33 C20 112.0(2) . . ?
F7 C34 F1 107.3(2) . . ?
F7 C34 F3 107.3(2) . . ?
F1 C34 F3 105.2(2) . . ?
F7 C34 C22 112.8(2) . . ?
F1 C34 C22 112.2(2) . . ?
F3 C34 C22 111.6(2) . . ?
F11 C35 F12 108.1(3) . . ?
F11 C35 F9 105.7(2) . . ?
F12 C35 F9 105.3(2) . . ?
F11 C35 C32 113.0(2) . . ?
F12 C35 C32 111.7(2) . . ?
F9 C35 C32 112.5(2) . . ?
F5 C36 F10 107.9(2) . . ?
F5 C36 F4 106.4(2) . . ?
F10 C36 F4 105.3(2) . . ?
F5 C36 C29 113.1(2) . . ?
F10 C36 C29 111.8(2) . . ?
F4 C36 C29 112.0(2) . . ?

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
C24 N13 C18 N14 14.6(4) . . . . ?
C24 N13 C18 N16 -170.3(2) . . . . ?
C25 N14 C18 N13 -11.8(4) . . . . ?
C25 N14 C18 N16 173.1(2) . . . . ?
C27 C19 C21 C22 -1.6(4) . . . . ?
C24 C19 C21 C22 -175.9(2) . . . . ?
C19 C21 C22 C30 0.3(4) . . . . ?
C19 C21 C22 C34 -179.8(2) . . . . ?
N15 N15 C23 C24 -34.3(4) 3_766 . . . ?
N15 N15 C23 C25 145.6(3) 3_766 . . . ?
C18 N13 C24 C23 -0.8(3) . . . . ?
C18 N13 C24 C19 -174.8(2) . . . . ?
C25 C23 C24 N13 -13.4(4) . . . . ?
N15 C23 C24 N13 166.5(2) . . . . ?
C25 C23 C24 C19 160.0(2) . . . . ?
N15 C23 C24 C19 -20.1(4) . . . . ?
C27 C19 C24 N13 -29.7(3) . . . . ?
C21 C19 C24 N13 144.6(2) . . . . ?
C27 C19 C24 C23 156.5(2) . . . . ?
C21 C19 C24 C23 -29.2(4) . . . . ?
C18 N14 C25 C23 -4.5(4) . . . . ?
C18 N14 C25 C17 174.2(2) . . . . ?
C24 C23 C25 N14 16.3(4) . . . . ?
N15 C23 C25 N14 -163.7(2) . . . . ?
C24 C23 C25 C17 -162.3(2) . . . . ?
N15 C23 C25 C17 17.7(4) . . . . ?
C28 C17 C25 N14 -142.9(2) . . . . ?
C26 C17 C25 N14 32.3(3) . . . . ?
C28 C17 C25 C23 35.8(4) . . . . ?
C26 C17 C25 C23 -149.0(2) . . . . ?
C28 C17 C26 C32 -2.8(4) . . . . ?
C25 C17 C26 C32 -178.0(2) . . . . ?
C21 C19 C27 C20 1.7(4) . . . . ?
C24 C19 C27 C20 176.1(2) . . . . ?
C30 C20 C27 C19 -0.5(4) . . . . ?
C33 C20 C27 C19 178.6(2) . . . . ?
C26 C17 C28 C29 0.9(4) . . . . ?
C25 C17 C28 C29 176.1(2) . . . . ?
C17 C28 C29 C31 0.7(4) . . . . ?
C17 C28 C29 C36 179.1(2) . . . . ?
C27 C20 C30 C22 -0.9(4) . . . . ?
C33 C20 C30 C22 -180.0(2) . . . . ?
C21 C22 C30 C20 1.0(4) . . . . ?
C34 C22 C30 C20 -179.0(2) . . . . ?
C28 C29 C31 C32 -0.4(4) . . . . ?
C36 C29 C31 C32 -178.7(2) . . . . ?
C29 C31 C32 C26 -1.5(4) . . . . ?
C29 C31 C32 C35 177.3(2) . . . . ?
C17 C26 C32 C31 3.1(4) . . . . ?
C17 C26 C32 C35 -175.7(2) . . . . ?
C27 C20 C33 F2 19.8(4) . . . . ?
C30 C20 C33 F2 -161.1(2) . . . . ?
C27 C20 C33 F8 -101.6(3) . . . . ?
C30 C20 C33 F8 77.5(3) . . . . ?
C27 C20 C33 F6 139.4(2) . . . . ?
C30 C20 C33 F6 -41.5(3) . . . . ?
C21 C22 C34 F7 -175.8(2) . . . . ?
C30 C22 C34 F7 4.2(4) . . . . ?
C21 C22 C34 F1 -54.5(3) . . . . ?
C30 C22 C34 F1 125.4(3) . . . . ?
C21 C22 C34 F3 63.3(3) . . . . ?
C30 C22 C34 F3 -116.7(3) . . . . ?
C31 C32 C35 F11 14.2(4) . . . . ?
C26 C32 C35 F11 -167.0(2) . . . . ?
C31 C32 C35 F12 -108.0(3) . . . . ?
C26 C32 C35 F12 70.8(3) . . . . ?
C31 C32 C35 F9 133.8(3) . . . . ?
C26 C32 C35 F9 -47.4(3) . . . . ?
C28 C29 C36 F5 161.7(2) . . . . ?
C31 C29 C36 F5 -20.0(4) . . . . ?
C28 C29 C36 F10 -76.4(3) . . . . ?
C31 C29 C36 F10 102.0(3) . . . . ?
C28 C29 C36 F4 41.4(3) . . . . ?
C31 C29 C36 F4 -140.2(2) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# 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_exp_720_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 2234931'
loop_
_audit_author_name
_audit_author_address
'Tomoyuki Kimura'
;Institute of Microbial Chemistry
Japan
;
_audit_update_record             
;
2023-01-07 deposited with the CCDC.	2023-01-26 downloaded from the CCDC.
;
_audit_creation_date             2022-02-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C40 H40 N8 O8), 4(C H4 O)'
_chemical_formula_sum            'C84 H96 N16 O20'
_chemical_formula_weight         1649.76
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
_chemical_oxdiff_usercomment     '220224_MK_2, 6-OMe'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.1606(2)
_cell_length_b                   24.5485(6)
_cell_length_c                   9.1691(2)
_cell_angle_alpha                90
_cell_angle_beta                 100.233(2)
_cell_angle_gamma                90
_cell_volume                     2029.14(8)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4888
_cell_measurement_temperature    93.15
_cell_measurement_theta_max      73.1810
_cell_measurement_theta_min      3.5790
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.923
_exptl_absorpt_coefficient_mu    0.811
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89312
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1504
_diffrn_reflns_av_unetI/netI     0.0971
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.919
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            14720
_diffrn_reflns_point_group_measured_fraction_full 0.897
_diffrn_reflns_point_group_measured_fraction_max 0.831
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.309
_diffrn_reflns_theta_min         3.601
_diffrn_ambient_temperature      93.15
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.919
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  20.00   0.50    0.88    --   48.46 -19.00  30.00   92
  2  ω     43.00  73.00   0.50    1.37    --  107.23 -61.00-120.00   60
  3  ω     40.00  73.00   0.50    1.37    --  107.23 -61.00-150.00   66
  4  ω    -26.00  20.00   0.50    0.88    --   48.46 -19.00  60.00   92
  5  ω    -73.00 -27.00   0.50    1.37    -- -100.00  61.00  30.00   92
  6  ω    -73.00 -27.00   0.50    1.37    -- -100.00  61.00  90.00   92
  7  ω    -73.00 -27.00   0.50    1.37    -- -100.00  61.00 120.00   92
  8  ω    -73.00 -27.00   0.50    1.37    -- -100.00  61.00  60.00   92
  9  ω    -73.00 -27.00   0.50    1.37    -- -100.00  61.00   0.00   92
 10  ω    -73.00 -27.00   0.50    1.37    -- -100.00  61.00 -30.00   92
 11  ω   -173.00 -87.00   0.50    1.37    -- -100.00 -35.00-178.00  172
 12  ω   -173.00 -88.00   0.50    1.37    -- -100.00-115.00 -34.00  170
 13  ω   -172.00 -87.00   0.50    1.37    -- -100.00 -45.00 -30.00  170
 14  ω   -106.00 -27.00   0.50    1.37    -- -100.00  90.00 161.00  158
 15  ω    -20.00  27.00   0.50    0.88    --  -48.46  19.00-150.00   94
 16  ω    -20.00  27.00   0.50    0.88    --  -48.46  19.00-120.00   94
 17  ω    -20.00  27.00   0.50    0.88    --  -48.46  19.00  60.00   94
 18  ω     11.00  91.00   0.50    0.88    --   48.46-115.00 -34.00  160
 19  ω     36.00 104.00   0.50    1.37    --  107.23 -95.00-180.00  136
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0384060000
_diffrn_orient_matrix_UB_12      -0.0608886000
_diffrn_orient_matrix_UB_13      -0.0221214000
_diffrn_orient_matrix_UB_21      0.0675388000
_diffrn_orient_matrix_UB_22      -0.0110979000
_diffrn_orient_matrix_UB_23      0.1634686000
_diffrn_orient_matrix_UB_31      -0.1521697000
_diffrn_orient_matrix_UB_32      0.0104264000
_diffrn_orient_matrix_UB_33      0.0440655000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.765
_reflns_Friedel_fraction_full    0.818
_reflns_Friedel_fraction_max     0.738
_reflns_number_gt                5128
_reflns_number_total             7086
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.233
_refine_diff_density_min         -0.642
_refine_diff_density_rms         0.175
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.5(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.289
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     555
_refine_ls_number_reflns         7086
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1611
_refine_ls_R_factor_gt           0.1315
_refine_ls_restrained_S_all      1.289
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3082
_refine_ls_wR_factor_ref         0.3433
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Rotating group:
 N00D(H00A,H00B), N00J(H00C,H00D)
2.b Aromatic/amide H refined with riding coordinates:
 C00P(H00P), C00V(H00V), C011(H011), C013(H013), C016(H016), C017(H017),
 C019(H019), C01C(H01D), C01D(H01E), C01E(H01F), C01G(H01J), C01I(H01N)
2.c Idealised Me refined as rotating group:
 C00Y(H00E,H00F,H00G), C01B(H01A,H01B,H01C), C01F(H01G,H01H,H01I), C01H(H01K,
 H01L,H01M), C01J(H01Z,H,HA), C01K(H01O,H01P,H01Q), C01L(H01,HB,HC), C01M(H01R,
 H01S,H01T), C01N(H01U,H01V,H01W), C01O(H01X,H01Y,HD)
2.d Idealised tetrahedral OH refined as rotating group:
 O008(H008), O00L(H00L)
;
_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
O001 O -0.6352(9) -0.6636(3) -0.3162(9) 0.0336(18) Uani 1 1 d . . . . .
O002 O -0.5849(8) -0.4419(3) 0.0306(8) 0.0284(16) Uani 1 1 d . . . . .
O003 O -0.9558(9) -0.4705(3) -0.3078(8) 0.0326(18) Uani 1 1 d . . . . .
O004 O -0.3403(9) -0.4080(3) -0.3650(9) 0.0319(18) Uani 1 1 d . . . . .
N005 N -0.3416(10) -0.5044(4) -0.0829(9) 0.0238(19) Uani 1 1 d . . . . .
N006 N -0.7329(10) -0.5178(4) -0.4779(10) 0.0246(18) Uani 1 1 d . . . . .
N007 N -0.9907(9) -0.4147(3) -0.6716(10) 0.0240(18) Uani 1 1 d . . . . .
O008 O -0.2521(10) -0.6914(4) -0.1518(11) 0.042(2) Uani 1 1 d . . . . .
H008 H -0.293559 -0.663625 -0.194056 0.064 Uiso 1 1 calc R U . . .
O009 O -1.0244(9) -0.5962(3) -0.5157(9) 0.0335(18) Uani 1 1 d . . . . .
O00A O -0.7436(9) -0.3385(3) -0.5661(9) 0.0323(18) Uani 1 1 d . . . . .
O00B O -0.7827(9) -0.5635(3) -0.9139(9) 0.0328(18) Uani 1 1 d . . . . .
N00C N -0.6352(10) -0.4860(4) -0.4058(9) 0.0225(18) Uani 1 1 d . . . . .
N00D N -1.1516(10) -0.4231(4) -0.8962(9) 0.0245(18) Uani 1 1 d . . . . .
H00A H -1.198409 -0.448999 -0.952511 0.029 Uiso 1 1 d R U . . .
H00B H -1.216355 -0.404030 -0.856908 0.029 Uiso 1 1 d R U . . .
O00E O -0.4059(8) -0.5358(3) -0.5744(9) 0.0324(18) Uani 1 1 d . . . . .
N00F N -1.0210(10) -0.5002(4) -0.8016(10) 0.0236(19) Uani 1 1 d . . . . .
C00G C -0.4615(11) -0.4227(4) -0.1645(12) 0.022(2) Uani 1 1 d . . . . .
C00H C -0.4466(11) -0.4818(4) -0.1871(11) 0.021(2) Uani 1 1 d . . . . .
N00I N -0.3739(9) -0.5889(3) -0.2121(9) 0.0216(17) Uani 1 1 d . . . . .
N00J N -0.2100(11) -0.5804(4) 0.0103(11) 0.028(2) Uani 1 1 d . . . . .
H00C H -0.196198 -0.614763 -0.012388 0.034 Uiso 1 1 d R U . . .
H00D H -0.125315 -0.562643 0.015719 0.034 Uiso 1 1 d R U . . .
C00K C -0.8886(11) -0.4379(4) -0.5668(10) 0.023(2) Uani 1 1 d . . . . .
O00L O -1.1013(11) -0.3084(4) -0.7384(11) 0.047(2) Uani 1 1 d . . . . .
H00L H -1.061602 -0.336594 -0.697195 0.070 Uiso 1 1 calc R U . . .
C00M C -0.8428(12) -0.4912(5) -0.5772(12) 0.028(3) Uani 1 1 d . . . . .
C00N C -0.3143(10) -0.5572(4) -0.0970(11) 0.024(2) Uani 1 1 d . . . . .
C00O C -0.5247(12) -0.5126(4) -0.3050(11) 0.022(2) Uani 1 1 d . . . . .
C00P C -0.4698(12) -0.6238(5) -0.6981(12) 0.030(2) Uani 1 1 d . . . . .
H00P H -0.432265 -0.613635 -0.784440 0.036 Uiso 1 1 calc R U . . .
C00Q C -0.9191(11) -0.5224(4) -0.6971(11) 0.022(2) Uani 1 1 d . . . . .
C00R C -0.3926(12) -0.3847(4) -0.2499(12) 0.026(2) Uani 1 1 d . . . . .
C00S C -0.8534(11) -0.4026(4) -0.4311(11) 0.023(2) Uani 1 1 d . . . . .
C00T C -0.9041(12) -0.4192(5) -0.3047(12) 0.028(2) Uani 1 1 d . . . . .
C00U C -1.0499(11) -0.4458(4) -0.7881(11) 0.0199(19) Uani 1 1 d . . . . .
C00V C -0.7907(13) -0.3151(5) -0.3190(14) 0.034(3) Uani 1 1 d . . . . .
H00V H -0.751617 -0.279376 -0.322998 0.041 Uiso 1 1 calc R U . . .
C00W C -0.5804(11) -0.6535(4) -0.4430(12) 0.024(2) Uani 1 1 d . . . . .
C00X C -0.4760(11) -0.5676(4) -0.3157(12) 0.024(2) Uani 1 1 d . . . . .
C00Y C -0.7006(14) -0.7154(5) -0.3012(13) 0.034(3) Uani 1 1 d . . . . .
H00E H -0.789907 -0.719353 -0.377108 0.050 Uiso 1 1 calc R U . . .
H00F H -0.727382 -0.718303 -0.202683 0.050 Uiso 1 1 calc R U . . .
H00G H -0.629648 -0.744141 -0.313570 0.050 Uiso 1 1 calc R U . . .
C00Z C -0.5168(12) -0.4036(4) -0.0406(12) 0.025(2) Uani 1 1 d . . . . .
C010 C -0.4643(11) -0.5878(4) -0.5768(11) 0.024(2) Uani 1 1 d . . . . .
C011 C -0.9850(13) -0.6737(4) -0.6692(14) 0.031(2) Uani 1 1 d . . . . .
H011 H -1.031903 -0.698452 -0.612489 0.037 Uiso 1 1 calc R U . . .
C012 C -0.5177(12) -0.6025(5) -0.4504(13) 0.029(2) Uani 1 1 d . . . . .
C013 C -0.4982(14) -0.3494(5) 0.0017(13) 0.033(2) Uani 1 1 d . . . . .
H013 H -0.535251 -0.336587 0.085866 0.040 Uiso 1 1 calc R U . . .
C014 C -0.7948(11) -0.3503(5) -0.4385(10) 0.026(2) Uani 1 1 d . . . . .
C015 C -0.8497(12) -0.6021(5) -0.8411(12) 0.027(2) Uani 1 1 d . . . . .
C016 C -0.8432(13) -0.3320(5) -0.1950(14) 0.036(3) Uani 1 1 d . . . . .
H016 H -0.839479 -0.307618 -0.113943 0.044 Uiso 1 1 calc R U . . .
C017 C -0.9295(14) -0.6916(4) -0.7945(13) 0.031(2) Uani 1 1 d . . . . .
H017 H -0.936702 -0.729123 -0.819942 0.038 Uiso 1 1 calc R U . . .
C018 C -0.9041(11) -0.5820(4) -0.7173(12) 0.022(2) Uani 1 1 d . . . . .
C019 C -0.4256(13) -0.3138(5) -0.0789(14) 0.034(3) Uani 1 1 d . . . . .
H019 H -0.407756 -0.277286 -0.045942 0.041 Uiso 1 1 calc R U . . .
C01A C -0.9694(13) -0.6185(4) -0.6302(13) 0.030(2) Uani 1 1 d . . . . .
C01B C -1.0940(14) -0.6318(5) -0.4265(15) 0.037(3) Uani 1 1 d . . . . .
H01A H -1.182358 -0.647960 -0.486825 0.056 Uiso 1 1 calc R U . . .
H01B H -1.122922 -0.611158 -0.344597 0.056 Uiso 1 1 calc R U . . .
H01C H -1.024590 -0.660707 -0.386453 0.056 Uiso 1 1 calc R U . . .
C01C C -0.9015(12) -0.3836(5) -0.1853(12) 0.029(2) Uani 1 1 d . . . . .
H01D H -0.938805 -0.394613 -0.099572 0.035 Uiso 1 1 calc R U . . .
C01D C -0.5928(13) -0.6895(5) -0.5608(13) 0.030(2) Uani 1 1 d . . . . .
H01E H -0.641169 -0.723643 -0.557598 0.037 Uiso 1 1 calc R U . . .
C01E C -0.8649(13) -0.6564(5) -0.8815(12) 0.029(2) Uani 1 1 d . . . . .
H01F H -0.831363 -0.669247 -0.967624 0.035 Uiso 1 1 calc R U . . .
C01F C -0.6396(15) -0.4257(6) 0.1602(14) 0.041(3) Uani 1 1 d . . . . .
H01G H -0.724308 -0.401126 0.132260 0.062 Uiso 1 1 calc R U . . .
H01H H -0.560948 -0.406745 0.227887 0.062 Uiso 1 1 calc R U . . .
H01I H -0.670943 -0.457912 0.209527 0.062 Uiso 1 1 calc R U . . .
C01G C -0.3791(13) -0.3309(5) -0.2063(14) 0.032(2) Uani 1 1 d . . . . .
H01J H -0.337119 -0.305328 -0.264800 0.038 Uiso 1 1 calc R U . . .
C01H C -0.2741(15) -0.3711(6) -0.4547(15) 0.041(3) Uani 1 1 d . . . . .
H01K H -0.243293 -0.391112 -0.536649 0.062 Uiso 1 1 calc R U . . .
H01L H -0.187223 -0.353901 -0.394416 0.062 Uiso 1 1 calc R U . . .
H01M H -0.346192 -0.343000 -0.494621 0.062 Uiso 1 1 calc R U . . .
C01I C -0.5323(13) -0.6744(5) -0.6851(13) 0.034(3) Uani 1 1 d . . . . .
H01N H -0.534313 -0.699961 -0.763336 0.041 Uiso 1 1 calc R U . . .
C01J C -0.3336(17) -0.7100(6) -0.0433(19) 0.054(4) Uani 1 1 d . . . . .
H01Z H -0.439552 -0.703335 -0.077892 0.081 Uiso 1 1 calc R U . . .
H H -0.300724 -0.690297 0.049771 0.081 Uiso 1 1 calc R U . . .
HA H -0.316575 -0.749071 -0.026924 0.081 Uiso 1 1 calc R U . . .
C01K C -0.3441(17) -0.5186(6) -0.6980(15) 0.043(3) Uani 1 1 d . . . . .
H01O H -0.419206 -0.521506 -0.788207 0.065 Uiso 1 1 calc R U . . .
H01P H -0.259176 -0.541812 -0.707348 0.065 Uiso 1 1 calc R U . . .
H01Q H -0.311280 -0.480712 -0.683762 0.065 Uiso 1 1 calc R U . . .
C01L C -1.0217(15) -0.2911(6) -0.8498(16) 0.043(3) Uani 1 1 d . . . . .
H01 H -1.088116 -0.290965 -0.946177 0.064 Uiso 1 1 calc R U . . .
HB H -0.938959 -0.316088 -0.853125 0.064 Uiso 1 1 calc R U . . .
HC H -0.983078 -0.254238 -0.826890 0.064 Uiso 1 1 calc R U . . .
C01M C -0.7268(16) -0.5798(6) -1.0432(14) 0.042(3) Uani 1 1 d . . . . .
H01R H -0.809451 -0.591326 -1.120147 0.064 Uiso 1 1 calc R U . . .
H01S H -0.657442 -0.610164 -1.018450 0.064 Uiso 1 1 calc R U . . .
H01T H -0.675363 -0.549053 -1.079797 0.064 Uiso 1 1 calc R U . . .
C01N C -1.0224(17) -0.4886(6) -0.1897(16) 0.048(3) Uani 1 1 d . . . . .
H01U H -1.063778 -0.525060 -0.211813 0.072 Uiso 1 1 calc R U . . .
H01V H -1.101992 -0.463397 -0.176215 0.072 Uiso 1 1 calc R U . . .
H01W H -0.947871 -0.489782 -0.098745 0.072 Uiso 1 1 calc R U . . .
C01O C -0.687(2) -0.2855(6) -0.5772(19) 0.057(4) Uani 1 1 d . . . . .
H01X H -0.658534 -0.280905 -0.674700 0.086 Uiso 1 1 calc R U . . .
H01Y H -0.599408 -0.280265 -0.499644 0.086 Uiso 1 1 calc R U . . .
HD H -0.762744 -0.258657 -0.565066 0.086 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
O001 C00W 1.368(13) . ?
O001 C00Y 1.423(13) . ?
O002 C00Z 1.359(13) . ?
O002 C01F 1.426(14) . ?
O003 C00T 1.344(14) . ?
O003 C01N 1.406(14) . ?
O004 C00R 1.360(13) . ?
O004 C01H 1.429(13) . ?
N005 C00H 1.349(13) . ?
N005 C00N 1.330(14) . ?
N006 N00C 1.280(10) . ?
N006 C00M 1.393(16) . ?
N007 C00K 1.342(13) . ?
N007 C00U 1.345(13) . ?
O008 H008 0.8400 . ?
O008 C01J 1.420(19) . ?
O009 C01A 1.358(14) . ?
O009 C01B 1.423(13) . ?
O00A C014 1.367(12) . ?
O00A C01O 1.412(15) . ?
O00B C015 1.366(13) . ?
O00B C01M 1.430(14) . ?
N00C C00O 1.406(14) . ?
N00D H00A 0.8809 . ?
N00D H00B 0.8812 . ?
N00D C00U 1.353(13) . ?
O00E C010 1.381(13) . ?
O00E C01K 1.417(14) . ?
N00F C00Q 1.330(14) . ?
N00F C00U 1.372(13) . ?
C00G C00H 1.475(15) . ?
C00G C00R 1.435(15) . ?
C00G C00Z 1.405(15) . ?
C00H C00O 1.406(14) . ?
N00I C00N 1.347(13) . ?
N00I C00X 1.317(13) . ?
N00J H00C 0.8827 . ?
N00J H00D 0.8836 . ?
N00J C00N 1.368(14) . ?
C00K C00M 1.383(16) . ?
C00K C00S 1.504(13) . ?
O00L H00L 0.8400 . ?
O00L C01L 1.421(16) . ?
C00M C00Q 1.418(15) . ?
C00O C00X 1.431(14) . ?
C00P H00P 0.9500 . ?
C00P C010 1.415(15) . ?
C00P C01I 1.383(17) . ?
C00Q C018 1.485(14) . ?
C00R C01G 1.378(16) . ?
C00S C00T 1.384(15) . ?
C00S C014 1.398(15) . ?
C00T C01C 1.398(15) . ?
C00V H00V 0.9500 . ?
C00V C014 1.391(16) . ?
C00V C016 1.375(18) . ?
C00W C012 1.385(16) . ?
C00W C01D 1.385(16) . ?
C00X C012 1.496(15) . ?
C00Y H00E 0.9800 . ?
C00Y H00F 0.9800 . ?
C00Y H00G 0.9800 . ?
C00Z C013 1.388(16) . ?
C010 C012 1.384(15) . ?
C011 H011 0.9500 . ?
C011 C017 1.406(17) . ?
C011 C01A 1.404(15) . ?
C013 H013 0.9500 . ?
C013 C019 1.388(18) . ?
C015 C018 1.406(14) . ?
C015 C01E 1.386(16) . ?
C016 H016 0.9500 . ?
C016 C01C 1.385(18) . ?
C017 H017 0.9500 . ?
C017 C01E 1.378(16) . ?
C018 C01A 1.403(15) . ?
C019 H019 0.9500 . ?
C019 C01G 1.378(17) . ?
C01B H01A 0.9800 . ?
C01B H01B 0.9800 . ?
C01B H01C 0.9800 . ?
C01C H01D 0.9500 . ?
C01D H01E 0.9500 . ?
C01D C01I 1.403(17) . ?
C01E H01F 0.9500 . ?
C01F H01G 0.9800 . ?
C01F H01H 0.9800 . ?
C01F H01I 0.9800 . ?
C01G H01J 0.9500 . ?
C01H H01K 0.9800 . ?
C01H H01L 0.9800 . ?
C01H H01M 0.9800 . ?
C01I H01N 0.9500 . ?
C01J H01Z 0.9800 . ?
C01J H 0.9800 . ?
C01J HA 0.9800 . ?
C01K H01O 0.9800 . ?
C01K H01P 0.9800 . ?
C01K H01Q 0.9800 . ?
C01L H01 0.9800 . ?
C01L HB 0.9800 . ?
C01L HC 0.9800 . ?
C01M H01R 0.9800 . ?
C01M H01S 0.9800 . ?
C01M H01T 0.9800 . ?
C01N H01U 0.9800 . ?
C01N H01V 0.9800 . ?
C01N H01W 0.9800 . ?
C01O H01X 0.9800 . ?
C01O H01Y 0.9800 . ?
C01O HD 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00W O001 C00Y 117.9(9) . . ?
C00Z O002 C01F 117.7(9) . . ?
C00T O003 C01N 118.6(10) . . ?
C00R O004 C01H 115.1(9) . . ?
C00N N005 C00H 117.0(9) . . ?
N00C N006 C00M 114.1(8) . . ?
C00K N007 C00U 117.4(8) . . ?
C01J O008 H008 109.5 . . ?
C01A O009 C01B 117.6(9) . . ?
C014 O00A C01O 116.3(10) . . ?
C015 O00B C01M 118.0(10) . . ?
N006 N00C C00O 114.3(7) . . ?
H00A N00D H00B 109.3 . . ?
C00U N00D H00A 109.4 . . ?
C00U N00D H00B 110.2 . . ?
C010 O00E C01K 118.1(9) . . ?
C00Q N00F C00U 117.1(9) . . ?
C00R C00G C00H 120.2(9) . . ?
C00Z C00G C00H 119.9(9) . . ?
C00Z C00G C00R 118.7(10) . . ?
N005 C00H C00G 112.1(9) . . ?
N005 C00H C00O 121.7(9) . . ?
C00O C00H C00G 126.2(9) . . ?
C00X N00I C00N 118.2(9) . . ?
H00C N00J H00D 108.9 . . ?
C00N N00J H00C 109.9 . . ?
C00N N00J H00D 109.2 . . ?
N007 C00K C00M 122.3(9) . . ?
N007 C00K C00S 111.6(9) . . ?
C00M C00K C00S 125.4(9) . . ?
C01L O00L H00L 109.5 . . ?
N006 C00M C00Q 117.0(10) . . ?
C00K C00M N006 126.3(10) . . ?
C00K C00M C00Q 116.7(10) . . ?
N005 C00N N00I 125.6(9) . . ?
N005 C00N N00J 117.1(9) . . ?
N00I C00N N00J 117.1(9) . . ?
N00C C00O C00X 126.2(9) . . ?
C00H C00O N00C 117.7(8) . . ?
C00H C00O C00X 116.0(9) . . ?
C010 C00P H00P 121.6 . . ?
C01I C00P H00P 121.6 . . ?
C01I C00P C010 116.8(10) . . ?
N00F C00Q C00M 121.6(10) . . ?
N00F C00Q C018 112.5(9) . . ?
C00M C00Q C018 125.8(10) . . ?
O004 C00R C00G 113.5(9) . . ?
O004 C00R C01G 127.0(11) . . ?
C01G C00R C00G 119.4(10) . . ?
C00T C00S C00K 117.9(10) . . ?
C00T C00S C014 120.0(9) . . ?
C014 C00S C00K 121.1(9) . . ?
O003 C00T C00S 115.3(10) . . ?
O003 C00T C01C 124.0(10) . . ?
C00S C00T C01C 120.6(10) . . ?
N007 C00U N00D 118.5(9) . . ?
N007 C00U N00F 124.5(9) . . ?
N00D C00U N00F 116.9(9) . . ?
C014 C00V H00V 120.0 . . ?
C016 C00V H00V 120.0 . . ?
C016 C00V C014 119.9(11) . . ?
O001 C00W C012 115.0(9) . . ?
O001 C00W C01D 123.8(10) . . ?
C012 C00W C01D 121.1(10) . . ?
N00I C00X C00O 121.0(10) . . ?
N00I C00X C012 114.3(9) . . ?
C00O C00X C012 124.1(9) . . ?
O001 C00Y H00E 109.5 . . ?
O001 C00Y H00F 109.5 . . ?
O001 C00Y H00G 109.5 . . ?
H00E C00Y H00F 109.5 . . ?
H00E C00Y H00G 109.5 . . ?
H00F C00Y H00G 109.5 . . ?
O002 C00Z C00G 114.8(9) . . ?
O002 C00Z C013 125.1(10) . . ?
C013 C00Z C00G 120.1(10) . . ?
O00E C010 C00P 123.3(10) . . ?
O00E C010 C012 114.9(9) . . ?
C012 C010 C00P 121.8(10) . . ?
C017 C011 H011 120.9 . . ?
C01A C011 H011 120.9 . . ?
C01A C011 C017 118.3(11) . . ?
C00W C012 C00X 121.6(10) . . ?
C010 C012 C00W 119.3(10) . . ?
C010 C012 C00X 117.8(10) . . ?
C00Z C013 H013 119.9 . . ?
C019 C013 C00Z 120.1(11) . . ?
C019 C013 H013 119.9 . . ?
O00A C014 C00S 115.4(9) . . ?
O00A C014 C00V 125.3(10) . . ?
C00V C014 C00S 119.3(10) . . ?
O00B C015 C018 114.0(10) . . ?
O00B C015 C01E 124.7(10) . . ?
C01E C015 C018 121.3(10) . . ?
C00V C016 H016 119.2 . . ?
C00V C016 C01C 121.7(11) . . ?
C01C C016 H016 119.2 . . ?
C011 C017 H017 118.9 . . ?
C01E C017 C011 122.2(10) . . ?
C01E C017 H017 118.9 . . ?
C015 C018 C00Q 120.0(10) . . ?
C01A C018 C00Q 119.9(9) . . ?
C01A C018 C015 118.9(10) . . ?
C013 C019 H019 119.7 . . ?
C01G C019 C013 120.6(11) . . ?
C01G C019 H019 119.7 . . ?
O009 C01A C011 123.5(10) . . ?
O009 C01A C018 115.9(9) . . ?
C018 C01A C011 120.4(11) . . ?
O009 C01B H01A 109.5 . . ?
O009 C01B H01B 109.5 . . ?
O009 C01B H01C 109.5 . . ?
H01A C01B H01B 109.5 . . ?
H01A C01B H01C 109.5 . . ?
H01B C01B H01C 109.5 . . ?
C00T C01C H01D 120.8 . . ?
C016 C01C C00T 118.4(11) . . ?
C016 C01C H01D 120.8 . . ?
C00W C01D H01E 120.8 . . ?
C00W C01D C01I 118.4(11) . . ?
C01I C01D H01E 120.8 . . ?
C015 C01E H01F 120.6 . . ?
C017 C01E C015 118.7(10) . . ?
C017 C01E H01F 120.6 . . ?
O002 C01F H01G 109.5 . . ?
O002 C01F H01H 109.5 . . ?
O002 C01F H01I 109.5 . . ?
H01G C01F H01H 109.5 . . ?
H01G C01F H01I 109.5 . . ?
H01H C01F H01I 109.5 . . ?
C00R C01G C019 120.8(11) . . ?
C00R C01G H01J 119.6 . . ?
C019 C01G H01J 119.6 . . ?
O004 C01H H01K 109.5 . . ?
O004 C01H H01L 109.5 . . ?
O004 C01H H01M 109.5 . . ?
H01K C01H H01L 109.5 . . ?
H01K C01H H01M 109.5 . . ?
H01L C01H H01M 109.5 . . ?
C00P C01I C01D 122.5(11) . . ?
C00P C01I H01N 118.8 . . ?
C01D C01I H01N 118.8 . . ?
O008 C01J H01Z 109.5 . . ?
O008 C01J H 109.5 . . ?
O008 C01J HA 109.5 . . ?
H01Z C01J H 109.5 . . ?
H01Z C01J HA 109.5 . . ?
H C01J HA 109.5 . . ?
O00E C01K H01O 109.5 . . ?
O00E C01K H01P 109.5 . . ?
O00E C01K H01Q 109.5 . . ?
H01O C01K H01P 109.5 . . ?
H01O C01K H01Q 109.5 . . ?
H01P C01K H01Q 109.5 . . ?
O00L C01L H01 109.5 . . ?
O00L C01L HB 109.5 . . ?
O00L C01L HC 109.5 . . ?
H01 C01L HB 109.5 . . ?
H01 C01L HC 109.5 . . ?
HB C01L HC 109.5 . . ?
O00B C01M H01R 109.5 . . ?
O00B C01M H01S 109.5 . . ?
O00B C01M H01T 109.5 . . ?
H01R C01M H01S 109.5 . . ?
H01R C01M H01T 109.5 . . ?
H01S C01M H01T 109.5 . . ?
O003 C01N H01U 109.5 . . ?
O003 C01N H01V 109.5 . . ?
O003 C01N H01W 109.5 . . ?
H01U C01N H01V 109.5 . . ?
H01U C01N H01W 109.5 . . ?
H01V C01N H01W 109.5 . . ?
O00A C01O H01X 109.5 . . ?
O00A C01O H01Y 109.5 . . ?
O00A C01O HD 109.5 . . ?
H01X C01O H01Y 109.5 . . ?
H01X C01O HD 109.5 . . ?
H01Y C01O HD 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O001 C00W C012 C00X 15.9(14) . . . . ?
O001 C00W C012 C010 -177.6(9) . . . . ?
O001 C00W C01D C01I 179.8(10) . . . . ?
O002 C00Z C013 C019 179.5(10) . . . . ?
O003 C00T C01C C016 179.0(10) . . . . ?
O004 C00R C01G C019 -174.0(11) . . . . ?
N005 C00H C00O N00C 178.1(9) . . . . ?
N005 C00H C00O C00X -6.0(14) . . . . ?
N006 N00C C00O C00H -157.9(8) . . . . ?
N006 N00C C00O C00X 26.7(13) . . . . ?
N006 C00M C00Q N00F -176.8(9) . . . . ?
N006 C00M C00Q C018 7.0(15) . . . . ?
N007 C00K C00M N006 176.7(10) . . . . ?
N007 C00K C00M C00Q -6.0(15) . . . . ?
N007 C00K C00S C00T 108.2(11) . . . . ?
N007 C00K C00S C014 -60.7(12) . . . . ?
O00B C015 C018 C00Q 14.7(14) . . . . ?
O00B C015 C018 C01A -177.3(9) . . . . ?
O00B C015 C01E C017 177.3(11) . . . . ?
N00C N006 C00M C00K -25.9(14) . . . . ?
N00C N006 C00M C00Q 156.8(8) . . . . ?
N00C C00O C00X N00I -178.1(9) . . . . ?
N00C C00O C00X C012 10.9(16) . . . . ?
O00E C010 C012 C00W 179.1(10) . . . . ?
O00E C010 C012 C00X -13.9(13) . . . . ?
N00F C00Q C018 C015 66.0(13) . . . . ?
N00F C00Q C018 C01A -101.9(11) . . . . ?
C00G C00H C00O N00C -4.9(15) . . . . ?
C00G C00H C00O C00X 171.0(9) . . . . ?
C00G C00R C01G C019 2.5(17) . . . . ?
C00G C00Z C013 C019 0.4(17) . . . . ?
C00H N005 C00N N00I 5.4(16) . . . . ?
C00H N005 C00N N00J -178.7(9) . . . . ?
C00H C00G C00R O004 11.2(14) . . . . ?
C00H C00G C00R C01G -165.7(10) . . . . ?
C00H C00G C00Z O002 -14.8(14) . . . . ?
C00H C00G C00Z C013 164.4(10) . . . . ?
C00H C00O C00X N00I 6.4(13) . . . . ?
C00H C00O C00X C012 -164.5(10) . . . . ?
N00I C00X C012 C00W 62.0(13) . . . . ?
N00I C00X C012 C010 -104.7(11) . . . . ?
C00K N007 C00U N00D -179.1(9) . . . . ?
C00K N007 C00U N00F 4.9(14) . . . . ?
C00K C00M C00Q N00F 5.7(15) . . . . ?
C00K C00M C00Q C018 -170.5(10) . . . . ?
C00K C00S C00T O003 12.1(14) . . . . ?
C00K C00S C00T C01C -167.2(10) . . . . ?
C00K C00S C014 O00A -13.3(14) . . . . ?
C00K C00S C014 C00V 167.5(10) . . . . ?
C00M N006 N00C C00O 179.7(10) . . . . ?
C00M C00K C00S C00T -61.7(14) . . . . ?
C00M C00K C00S C014 129.4(11) . . . . ?
C00M C00Q C018 C015 -117.6(12) . . . . ?
C00M C00Q C018 C01A 74.5(14) . . . . ?
C00N N005 C00H C00G -176.9(9) . . . . ?
C00N N005 C00H C00O 0.5(15) . . . . ?
C00N N00I C00X C00O -1.3(14) . . . . ?
C00N N00I C00X C012 170.5(9) . . . . ?
C00O C00X C012 C00W -126.5(11) . . . . ?
C00O C00X C012 C010 66.8(14) . . . . ?
C00P C010 C012 C00W -1.0(16) . . . . ?
C00P C010 C012 C00X 166.0(10) . . . . ?
C00Q N00F C00U N007 -5.2(14) . . . . ?
C00Q N00F C00U N00D 178.8(9) . . . . ?
C00Q C018 C01A O009 -9.7(15) . . . . ?
C00Q C018 C01A C011 165.7(10) . . . . ?
C00R C00G C00H N005 99.9(12) . . . . ?
C00R C00G C00H C00O -77.3(14) . . . . ?
C00R C00G C00Z O002 177.7(9) . . . . ?
C00R C00G C00Z C013 -3.1(16) . . . . ?
C00S C00K C00M N006 -14.3(17) . . . . ?
C00S C00K C00M C00Q 162.9(10) . . . . ?
C00S C00T C01C C016 -1.7(17) . . . . ?
C00T C00S C014 O00A 178.0(9) . . . . ?
C00T C00S C014 C00V -1.1(15) . . . . ?
C00U N007 C00K C00M 1.0(14) . . . . ?
C00U N007 C00K C00S -169.3(9) . . . . ?
C00U N00F C00Q C00M -0.4(14) . . . . ?
C00U N00F C00Q C018 176.2(8) . . . . ?
C00V C016 C01C C00T 1.0(18) . . . . ?
C00W C01D C01I C00P -4.3(17) . . . . ?
C00X N00I C00N N005 -5.0(15) . . . . ?
C00X N00I C00N N00J 179.1(9) . . . . ?
C00Y O001 C00W C012 -179.8(10) . . . . ?
C00Y O001 C00W C01D 4.0(15) . . . . ?
C00Z C00G C00H N005 -67.4(13) . . . . ?
C00Z C00G C00H C00O 115.4(12) . . . . ?
C00Z C00G C00R O004 178.6(9) . . . . ?
C00Z C00G C00R C01G 1.7(16) . . . . ?
C00Z C013 C019 C01G 3.9(18) . . . . ?
C010 C00P C01I C01D 2.2(17) . . . . ?
C011 C017 C01E C015 2.3(18) . . . . ?
C012 C00W C01D C01I 3.8(16) . . . . ?
C013 C019 C01G C00R -5.3(18) . . . . ?
C014 C00S C00T O003 -178.9(9) . . . . ?
C014 C00S C00T C01C 1.8(16) . . . . ?
C014 C00V C016 C01C -0.2(18) . . . . ?
C015 C018 C01A O009 -177.7(9) . . . . ?
C015 C018 C01A C011 -2.3(16) . . . . ?
C016 C00V C014 O00A -178.7(10) . . . . ?
C016 C00V C014 C00S 0.3(16) . . . . ?
C017 C011 C01A O009 177.0(11) . . . . ?
C017 C011 C01A C018 1.9(17) . . . . ?
C018 C015 C01E C017 -2.6(17) . . . . ?
C01A C011 C017 C01E -2.0(18) . . . . ?
C01B O009 C01A C011 3.7(16) . . . . ?
C01B O009 C01A C018 178.9(10) . . . . ?
C01D C00W C012 C00X -167.7(10) . . . . ?
C01D C00W C012 C010 -1.2(16) . . . . ?
C01E C015 C018 C00Q -165.4(10) . . . . ?
C01E C015 C018 C01A 2.6(16) . . . . ?
C01F O002 C00Z C00G 178.0(10) . . . . ?
C01F O002 C00Z C013 -1.1(16) . . . . ?
C01H O004 C00R C00G 178.6(9) . . . . ?
C01H O004 C00R C01G -4.8(16) . . . . ?
C01I C00P C010 O00E -179.6(9) . . . . ?
C01I C00P C010 C012 0.5(16) . . . . ?
C01K O00E C010 C00P -2.2(15) . . . . ?
C01K O00E C010 C012 177.7(11) . . . . ?
C01M O00B C015 C018 -178.6(10) . . . . ?
C01M O00B C015 C01E 1.5(16) . . . . ?
C01N O003 C00T C00S -173.9(11) . . . . ?
C01N O003 C00T C01C 5.3(17) . . . . ?
C01O O00A C014 C00S 178.8(11) . . . . ?
C01O O00A C014 C00V -2.1(16) . . . . ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.816
_oxdiff_exptl_absorpt_empirical_full_min 0.802
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.7250 5227 10124 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000
1.0000
2 0.2750 5889 10124 nmt -0.0005 -0.0001 1.0001 0.0405 -0.9570 0.0462 1.0004
-0.0001 -0.0001

_twin_special_details            
;
Component 2 rotated by 179.4701° 
around [0.71 0.02 0.71] (reciprocal) or [0.71 0.00 0.71] (direct)
;
####################################################################### 
# 
# 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_exp_705
_database_code_depnum_ccdc_archive 'CCDC 2234933'
loop_
_audit_author_name
_audit_author_address
'Tomoyuki Kimura'
;Institute of Microbial Chemistry
Japan
;
_audit_update_record             
;
2023-01-07 deposited with the CCDC.	2023-01-26 downloaded from the CCDC.
;
_audit_creation_date             2022-01-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C3 H7 N O), C40 H40 N8'
_chemical_formula_sum            'C46 H54 N10 O2'
_chemical_formula_weight         778.99
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N'
_chemical_oxdiff_usercomment     '220125_MK_2, 6-Me'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.83720(10)
_cell_length_b                   23.7847(2)
_cell_length_c                   15.47280(10)
_cell_angle_alpha                90
_cell_angle_beta                 102.6430(10)
_cell_angle_gamma                90
_cell_volume                     4250.65(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    38759
_cell_measurement_temperature    93.15
_cell_measurement_theta_max      76.4980
_cell_measurement_theta_min      3.4590
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.612
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.73607
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1664
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            80504
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.889
_diffrn_reflns_theta_min         3.467
_diffrn_ambient_temperature      93.15
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -118.00 -39.00   0.50    0.43    --  -48.46 160.00  16.00  158
  2  ω   -120.00 -58.00   0.50    0.43    --  -48.46-160.00 -13.00  124
  3  ω    -93.00 -19.00   0.50    0.43    --  -48.46 118.00-135.00  148
  4  ω     33.00 119.00   0.50    0.43    --   48.46-160.00 -13.00  172
  5  ω     13.00  93.00   0.50    0.43    --   48.46-118.00 138.00  160
  6  ω     52.00 120.00   0.50    0.43    --   48.46 160.00  16.00  136
  7  ω   -135.00 -39.00   0.50    1.12    -- -100.00 160.00  16.00  192
  8  ω   -109.00 -27.00   0.50    1.12    -- -100.00 118.00-135.00  164
  9  ω   -173.00 -87.00   0.50    1.12    -- -100.00-118.00 138.00  172
 10  ω   -158.00 -58.00   0.50    1.12    -- -100.00-160.00 -13.00  200
 11  ω     35.00 109.00   0.50    1.12    --  107.23-118.00 138.00  148
 12  ω     52.00 158.00   0.50    1.12    --  107.23 160.00  16.00  212
 13  ω     35.00 135.00   0.50    1.12    --  107.23-160.00 -13.00  200
 14  ω     81.00 174.00   0.50    1.12    --  107.23 118.00-135.00  186
 15  ω   -120.00 -33.00   0.50    0.43    --  -48.46 -57.00  30.00  174
 16  ω   -120.00 -26.00   0.50    0.43    --  -48.46 -77.00 150.00  188
 17  ω    -20.00  27.00   0.50    0.43    --  -48.46  19.00 120.00   94
 18  ω    -26.00  20.00   0.50    0.43    --   48.46 -19.00 -90.00   92
 19  ω    -26.00  20.00   0.50    0.43    --   48.46 -19.00  90.00   92
 20  ω    -26.00  20.00   0.50    0.43    --   48.46 -19.00  60.00   92
 21  ω    -73.00 -27.00   0.50    1.12    -- -100.00  61.00-180.00   92
 22  ω   -122.00 -31.00   0.50    1.12    -- -100.00 140.00 139.45  182
 23  ω   -109.00 -27.00   0.50    1.12    -- -100.00 125.00 -30.00  164
 24  ω    -70.00 -30.00   0.50    1.12    -- -100.00  61.00-120.00   80
 25  ω   -173.00 -82.00   0.50    1.12    -- -100.00 -65.00  78.87  182
 26  ω   -108.00 -72.00   0.50    1.12    -- -100.00 111.00-141.88   72
 27  ω    -73.00 -48.00   0.50    1.12    -- -100.00  61.00  60.00   50
 28  ω    -73.00 -28.00   0.50    1.12    -- -100.00  61.00  90.00   90
 29  ω    -69.00 -27.00   0.50    1.12    -- -100.00  61.00-150.00   84
 30  ω   -157.00 -89.00   0.50    1.12    -- -100.00 -56.00  47.43  136
 31  ω    148.00 173.00   0.50    1.12    --  107.23  30.00  30.00   50
 32  ω     95.00 122.00   0.50    1.12    --  107.23  30.00  30.00   54
 33  ω     35.00 105.00   0.50    1.12    --  107.23 -95.00 -60.00  140
 34  ω    149.00 174.00   0.50    1.12    --  107.23  45.00 -60.00   50
 35  ω    103.00 130.00   0.50    1.12    --  107.23  45.00 -60.00   54
 36  ω     95.00 158.00   0.50    1.12    --  107.23  30.00-150.00  126
 37  ω    135.00 174.00   0.50    1.12    --  107.23  45.00-150.00   78
 38  ω    101.00 127.00   0.50    1.12    --  107.23  45.00-150.00   52
 39  ω     65.00 105.00   0.50    1.12    --  107.23 -95.00   0.00   80
 40  ω     36.00  67.00   0.50    1.12    --  107.23 -61.00 120.00   62
 41  ω     96.00 172.00   0.50    1.12    --  107.23  30.00 150.00  152
 42  ω     36.00  83.00   0.50    1.12    --  107.23 -95.00 150.00   94
 43  ω     56.00  97.00   0.50    1.12    --  107.23 -77.00 -60.00   82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0161332000
_diffrn_orient_matrix_UB_12      -0.0641124000
_diffrn_orient_matrix_UB_13      -0.0050156000
_diffrn_orient_matrix_UB_21      0.0460398000
_diffrn_orient_matrix_UB_22      -0.0019912000
_diffrn_orient_matrix_UB_23      0.1011340000
_diffrn_orient_matrix_UB_31      -0.1241158000
_diffrn_orient_matrix_UB_32      -0.0089827000
_diffrn_orient_matrix_UB_33      0.0128206000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7622
_reflns_number_total             8760
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.733
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     535
_refine_ls_number_reflns         8760
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0552
_refine_ls_R_factor_gt           0.0483
_refine_ls_restrained_S_all      1.029
_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)+(0.0626P)²+2.7736P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1289
_refine_ls_wR_factor_ref         0.1345
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00U(H00U), C00Y(H00Y), C00Z(H00Z), C011(H011), C20(H20), C017(H017),
 C018(H018), C01B(H01S), C01C(H01T), C01E(H01U), C01F(H01V), C01G(H01W),
 C01H(H01X), C21(H21)
2.b X=CH2 refined with riding coordinates:
 N009(H00A,H00B), N00A(H00C,H00D)
2.c Idealised Me refined as rotating group:
 C00X(H00E,H00F,H00G), C010(H01A,H01B,H01C), C012(H01D,H01E,H01F), C015(H01G,
 H01H,H01I), C016(H01J,H01K,H01L), C019(H01M,H01N,H01O), C01A(H01P,H01Q,H01R),
 C01D(H01Z,H,HA), C01I(H01,HB,HC), C01K(H01Y,HD,HE), C01L(H1,HF,HG), C01M(H2,HH,
 HI)
;
_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
O1 O 0.27189(11) 0.20337(5) 0.36143(9) 0.0381(3) Uani 1 1 d . . . . .
N002 N 0.26919(10) 0.48872(5) 0.73766(8) 0.0222(3) Uani 1 1 d . . . . .
N003 N 0.56200(11) 0.46784(5) 0.70438(8) 0.0232(3) Uani 1 1 d . . . . .
O2 O -0.23584(11) 0.66899(6) 0.79602(10) 0.0431(3) Uani 1 1 d . . . . .
N005 N -0.12548(11) 0.47671(5) 0.70755(9) 0.0235(3) Uani 1 1 d . . . . .
N006 N 0.18649(10) 0.45676(5) 0.74453(8) 0.0228(3) Uani 1 1 d . . . . .
N007 N 0.51735(11) 0.38893(5) 0.78828(9) 0.0251(3) Uani 1 1 d . . . . .
N008 N -0.03678(11) 0.56151(6) 0.77383(9) 0.0266(3) Uani 1 1 d . . . . .
N009 N -0.23468(11) 0.55372(6) 0.72604(10) 0.0308(3) Uani 1 1 d . . . . .
H00A H -0.297052 0.534201 0.702672 0.037 Uiso 1 1 calc R U . . .
H00B H -0.241243 0.588588 0.743306 0.037 Uiso 1 1 calc R U . . .
N00A N 0.69434(11) 0.39745(6) 0.75196(10) 0.0301(3) Uani 1 1 d . . . . .
H00C H 0.714846 0.365669 0.780169 0.036 Uiso 1 1 calc R U . . .
H00D H 0.743450 0.415347 0.726509 0.036 Uiso 1 1 calc R U . . .
N00B N 0.16901(12) 0.27897(6) 0.39214(10) 0.0324(3) Uani 1 1 d . . . . .
N00C N -0.08096(13) 0.71730(6) 0.87572(10) 0.0337(3) Uani 1 1 d . . . . .
C00D C 0.45629(12) 0.48817(6) 0.70178(10) 0.0212(3) Uani 1 1 d . . . . .
C00E C -0.02033(12) 0.45482(6) 0.71313(10) 0.0217(3) Uani 1 1 d . . . . .
C00F C 0.37545(12) 0.46050(6) 0.74121(10) 0.0216(3) Uani 1 1 d . . . . .
C00G C 0.34484(12) 0.37558(6) 0.83848(10) 0.0232(3) Uani 1 1 d . . . . .
C00H C 0.41191(12) 0.40974(6) 0.78537(10) 0.0227(3) Uani 1 1 d . . . . .
C00I C 0.08157(12) 0.48528(6) 0.74487(10) 0.0220(3) Uani 1 1 d . . . . .
C00J C 0.43078(12) 0.54296(6) 0.65402(10) 0.0230(3) Uani 1 1 d . . . . .
C00K C 0.58850(13) 0.41855(6) 0.74776(10) 0.0239(3) Uani 1 1 d . . . . .
C00L C -0.12968(13) 0.53033(6) 0.73533(11) 0.0246(3) Uani 1 1 d . . . . .
C00M C -0.02231(12) 0.39477(6) 0.68429(11) 0.0240(3) Uani 1 1 d . . . . .
C00N C 0.06812(13) 0.53906(6) 0.77985(10) 0.0234(3) Uani 1 1 d . . . . .
C00O C -0.02280(13) 0.35296(7) 0.74791(12) 0.0281(3) Uani 1 1 d . . . . .
C00P C 0.28885(13) 0.32641(6) 0.80169(11) 0.0272(3) Uani 1 1 d . . . . .
C00Q C 0.16369(13) 0.57411(7) 0.83364(11) 0.0268(3) Uani 1 1 d . . . . .
C00R C 0.35165(13) 0.39001(7) 0.92690(11) 0.0276(3) Uani 1 1 d . . . . .
C00S C 0.37666(14) 0.54372(7) 0.56417(11) 0.0288(3) Uani 1 1 d . . . . .
C00T C 0.46888(13) 0.59241(7) 0.70017(11) 0.0280(3) Uani 1 1 d . . . . .
C00U C 0.24443(14) 0.29035(7) 0.85728(13) 0.0319(4) Uani 1 1 d . . . . .
H00U H 0.207196 0.256504 0.834025 0.038 Uiso 1 1 calc R U . . .
C00V C -0.03764(14) 0.38206(7) 0.59407(11) 0.0289(3) Uani 1 1 d . . . . .
C00W C 0.21028(14) 0.61883(7) 0.79399(12) 0.0308(4) Uani 1 1 d . . . . .
C00X C -0.00414(15) 0.36804(7) 0.84434(12) 0.0330(4) Uani 1 1 d . . . . .
H00E H 0.073540 0.383927 0.864609 0.049 Uiso 1 1 calc R U . . .
H00F H -0.011705 0.334225 0.878816 0.049 Uiso 1 1 calc R U . . .
H00G H -0.062100 0.395809 0.852471 0.049 Uiso 1 1 calc R U . . .
C00Y C -0.04090(14) 0.29758(7) 0.71880(14) 0.0360(4) Uani 1 1 d . . . . .
H00Y H -0.041427 0.268479 0.760761 0.043 Uiso 1 1 calc R U . . .
C00Z C 0.30501(14) 0.35314(8) 0.98010(11) 0.0330(4) Uani 1 1 d . . . . .
H00Z H 0.308365 0.362348 1.040354 0.040 Uiso 1 1 calc R U . . .
C010 C 0.40885(15) 0.44404(8) 0.96403(12) 0.0338(4) Uani 1 1 d . . . . .
H01A H 0.395497 0.450129 1.023634 0.051 Uiso 1 1 calc R U . . .
H01B H 0.376005 0.475435 0.925646 0.051 Uiso 1 1 calc R U . . .
H01C H 0.492260 0.441698 0.966953 0.051 Uiso 1 1 calc R U . . .
C011 C 0.25390(14) 0.30324(8) 0.94562(12) 0.0347(4) Uani 1 1 d . . . . .
H011 H 0.225192 0.277734 0.982924 0.042 Uiso 1 1 calc R U . . .
C012 C 0.52199(15) 0.59085(8) 0.79801(12) 0.0340(4) Uani 1 1 d . . . . .
H01D H 0.464753 0.576942 0.830011 0.051 Uiso 1 1 calc R U . . .
H01E H 0.546423 0.628802 0.818672 0.051 Uiso 1 1 calc R U . . .
H01F H 0.589318 0.565775 0.808959 0.051 Uiso 1 1 calc R U . . .
C20 C 0.26415(15) 0.25282(8) 0.38114(12) 0.0339(4) Uani 1 1 d . . . . .
H20 H 0.332850 0.274684 0.389393 0.041 Uiso 1 1 calc R U . . .
C014 C 0.19499(14) 0.56496(8) 0.92506(12) 0.0361(4) Uani 1 1 d . . . . .
C015 C 0.33765(16) 0.49001(8) 0.51480(12) 0.0373(4) Uani 1 1 d . . . . .
H01G H 0.405281 0.466646 0.512991 0.056 Uiso 1 1 calc R U . . .
H01H H 0.296568 0.498958 0.454233 0.056 Uiso 1 1 calc R U . . .
H01I H 0.285741 0.469532 0.545081 0.056 Uiso 1 1 calc R U . . .
C016 C 0.27466(16) 0.31412(8) 0.70470(13) 0.0368(4) Uani 1 1 d . . . . .
H01J H 0.350411 0.315612 0.688940 0.055 Uiso 1 1 calc R U . . .
H01K H 0.223155 0.342175 0.670116 0.055 Uiso 1 1 calc R U . . .
H01L H 0.241165 0.276570 0.691749 0.055 Uiso 1 1 calc R U . . .
C017 C 0.45350(17) 0.64307(7) 0.65473(14) 0.0395(4) Uani 1 1 d . . . . .
H017 H 0.480137 0.676956 0.684904 0.047 Uiso 1 1 calc R U . . .
C018 C -0.05610(15) 0.32600(8) 0.56806(13) 0.0368(4) Uani 1 1 d . . . . .
H018 H -0.067416 0.316415 0.507160 0.044 Uiso 1 1 calc R U . . .
C019 C -0.03464(16) 0.42807(8) 0.52792(12) 0.0359(4) Uani 1 1 d . . . . .
H01M H -0.100903 0.453200 0.525361 0.054 Uiso 1 1 calc R U . . .
H01N H -0.038472 0.411499 0.469357 0.054 Uiso 1 1 calc R U . . .
H01O H 0.037398 0.449489 0.545934 0.054 Uiso 1 1 calc R U . . .
C01A C 0.17509(15) 0.62799(7) 0.69613(13) 0.0368(4) Uani 1 1 d . . . . .
H01P H 0.204353 0.597070 0.665315 0.055 Uiso 1 1 calc R U . . .
H01Q H 0.207436 0.663625 0.680844 0.055 Uiso 1 1 calc R U . . .
H01R H 0.090446 0.629283 0.678108 0.055 Uiso 1 1 calc R U . . .
C01B C -0.05811(15) 0.28427(7) 0.62993(15) 0.0401(4) Uani 1 1 d . . . . .
H01S H -0.071359 0.246329 0.611292 0.048 Uiso 1 1 calc R U . . .
C01C C 0.29056(15) 0.65412(8) 0.84728(15) 0.0398(4) Uani 1 1 d . . . . .
H01T H 0.323460 0.684426 0.821212 0.048 Uiso 1 1 calc R U . . .
C01D C 0.05765(16) 0.25037(8) 0.37445(14) 0.0393(4) Uani 1 1 d . . . . .
H01Z H 0.025120 0.251680 0.427462 0.059 Uiso 1 1 calc R U . . .
H H 0.068153 0.211102 0.358674 0.059 Uiso 1 1 calc R U . . .
HA H 0.004684 0.269051 0.325289 0.059 Uiso 1 1 calc R U . . .
C01E C 0.36197(17) 0.59565(9) 0.52100(12) 0.0406(4) Uani 1 1 d . . . . .
H01U H 0.325508 0.597314 0.459921 0.049 Uiso 1 1 calc R U . . .
C01F C 0.27578(17) 0.60186(10) 0.97609(13) 0.0468(5) Uani 1 1 d . . . . .
H01V H 0.298336 0.596530 1.038342 0.056 Uiso 1 1 calc R U . . .
C01G C 0.32264(16) 0.64547(9) 0.93741(15) 0.0480(5) Uani 1 1 d . . . . .
H01W H 0.377450 0.669796 0.972988 0.058 Uiso 1 1 calc R U . . .
C01H C 0.3999(2) 0.64472(8) 0.56624(15) 0.0473(5) Uani 1 1 d . . . . .
H01X H 0.388998 0.679753 0.536077 0.057 Uiso 1 1 calc R U . . .
C01I C 0.17050(18) 0.33817(8) 0.41522(16) 0.0449(5) Uani 1 1 d . . . . .
H01 H 0.121315 0.359186 0.366743 0.067 Uiso 1 1 calc R U . . .
HB H 0.249996 0.352400 0.425189 0.067 Uiso 1 1 calc R U . . .
HC H 0.141192 0.342872 0.469311 0.067 Uiso 1 1 calc R U . . .
C21 C -0.13993(18) 0.67084(8) 0.84776(14) 0.0431(4) Uani 1 1 d . . . . .
H21 H -0.105593 0.636025 0.869300 0.052 Uiso 1 1 calc R U . . .
C01K C 0.14169(18) 0.51816(11) 0.96755(14) 0.0522(6) Uani 1 1 d . . . . .
H01Y H 0.160332 0.482041 0.943562 0.078 Uiso 1 1 calc R U . . .
HD H 0.057475 0.523049 0.955124 0.078 Uiso 1 1 calc R U . . .
HE H 0.172460 0.518829 1.031719 0.078 Uiso 1 1 calc R U . . .
C01L C -0.1243(2) 0.77242(8) 0.84430(14) 0.0463(5) Uani 1 1 d . . . . .
H1 H -0.068946 0.790640 0.814554 0.069 Uiso 1 1 calc R U . . .
HF H -0.134049 0.795464 0.894651 0.069 Uiso 1 1 calc R U . . .
HG H -0.199024 0.768345 0.802487 0.069 Uiso 1 1 calc R U . . .
C01M C 0.03042(19) 0.71473(11) 0.93677(15) 0.0529(5) Uani 1 1 d . . . . .
H2 H 0.026740 0.735263 0.990994 0.079 Uiso 1 1 calc R U . . .
HH H 0.089333 0.731790 0.909356 0.079 Uiso 1 1 calc R U . . .
HI H 0.050705 0.675386 0.951350 0.079 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
O1 C20 1.224(2) . ?
N002 N006 1.2622(17) . ?
N002 C00F 1.4162(18) . ?
N003 C00D 1.3338(19) . ?
N003 C00K 1.353(2) . ?
O2 C21 1.239(3) . ?
N005 C00E 1.3345(19) . ?
N005 C00L 1.350(2) . ?
N006 C00I 1.4163(19) . ?
N007 C00H 1.3343(19) . ?
N007 C00K 1.353(2) . ?
N008 C00L 1.352(2) . ?
N008 C00N 1.336(2) . ?
N009 H00A 0.8800 . ?
N009 H00B 0.8800 . ?
N009 C00L 1.340(2) . ?
N00A H00C 0.8800 . ?
N00A H00D 0.8800 . ?
N00A C00K 1.338(2) . ?
N00B C20 1.330(2) . ?
N00B C01D 1.455(2) . ?
N00B C01I 1.452(2) . ?
N00C C21 1.328(3) . ?
N00C C01L 1.452(2) . ?
N00C C01M 1.445(3) . ?
C00D C00F 1.406(2) . ?
C00D C00J 1.496(2) . ?
C00E C00I 1.401(2) . ?
C00E C00M 1.495(2) . ?
C00F C00H 1.408(2) . ?
C00G C00H 1.500(2) . ?
C00G C00P 1.402(2) . ?
C00G C00R 1.396(2) . ?
C00I C00N 1.411(2) . ?
C00J C00S 1.398(2) . ?
C00J C00T 1.399(2) . ?
C00M C00O 1.400(2) . ?
C00M C00V 1.401(2) . ?
C00N C00Q 1.502(2) . ?
C00O C00X 1.503(2) . ?
C00O C00Y 1.393(2) . ?
C00P C00U 1.396(2) . ?
C00P C016 1.502(2) . ?
C00Q C00W 1.400(2) . ?
C00Q C014 1.399(2) . ?
C00R C00Z 1.397(2) . ?
C00R C010 1.506(2) . ?
C00S C015 1.508(2) . ?
C00S C01E 1.397(2) . ?
C00T C012 1.507(2) . ?
C00T C017 1.387(2) . ?
C00U H00U 0.9500 . ?
C00U C011 1.381(3) . ?
C00V C018 1.396(2) . ?
C00V C019 1.504(2) . ?
C00W C01A 1.496(3) . ?
C00W C01C 1.395(2) . ?
C00X H00E 0.9800 . ?
C00X H00F 0.9800 . ?
C00X H00G 0.9800 . ?
C00Y H00Y 0.9500 . ?
C00Y C01B 1.382(3) . ?
C00Z H00Z 0.9500 . ?
C00Z C011 1.385(3) . ?
C010 H01A 0.9800 . ?
C010 H01B 0.9800 . ?
C010 H01C 0.9800 . ?
C011 H011 0.9500 . ?
C012 H01D 0.9800 . ?
C012 H01E 0.9800 . ?
C012 H01F 0.9800 . ?
C20 H20 0.9500 . ?
C014 C01F 1.406(3) . ?
C014 C01K 1.500(3) . ?
C015 H01G 0.9800 . ?
C015 H01H 0.9800 . ?
C015 H01I 0.9800 . ?
C016 H01J 0.9800 . ?
C016 H01K 0.9800 . ?
C016 H01L 0.9800 . ?
C017 H017 0.9500 . ?
C017 C01H 1.378(3) . ?
C018 H018 0.9500 . ?
C018 C01B 1.383(3) . ?
C019 H01M 0.9800 . ?
C019 H01N 0.9800 . ?
C019 H01O 0.9800 . ?
C01A H01P 0.9800 . ?
C01A H01Q 0.9800 . ?
C01A H01R 0.9800 . ?
C01B H01S 0.9500 . ?
C01C H01T 0.9500 . ?
C01C C01G 1.378(3) . ?
C01D H01Z 0.9800 . ?
C01D H 0.9800 . ?
C01D HA 0.9800 . ?
C01E H01U 0.9500 . ?
C01E C01H 1.384(3) . ?
C01F H01V 0.9500 . ?
C01F C01G 1.374(3) . ?
C01G H01W 0.9500 . ?
C01H H01X 0.9500 . ?
C01I H01 0.9800 . ?
C01I HB 0.9800 . ?
C01I HC 0.9800 . ?
C21 H21 0.9500 . ?
C01K H01Y 0.9800 . ?
C01K HD 0.9800 . ?
C01K HE 0.9800 . ?
C01L H1 0.9800 . ?
C01L HF 0.9800 . ?
C01L HG 0.9800 . ?
C01M H2 0.9800 . ?
C01M HH 0.9800 . ?
C01M HI 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N006 N002 C00F 114.19(12) . . ?
C00D N003 C00K 116.31(13) . . ?
C00E N005 C00L 116.53(13) . . ?
N002 N006 C00I 114.12(12) . . ?
C00H N007 C00K 117.64(13) . . ?
C00N N008 C00L 117.74(13) . . ?
H00A N009 H00B 120.0 . . ?
C00L N009 H00A 120.0 . . ?
C00L N009 H00B 120.0 . . ?
H00C N00A H00D 120.0 . . ?
C00K N00A H00C 120.0 . . ?
C00K N00A H00D 120.0 . . ?
C20 N00B C01D 121.00(15) . . ?
C20 N00B C01I 121.33(16) . . ?
C01I N00B C01D 117.48(15) . . ?
C21 N00C C01L 121.36(17) . . ?
C21 N00C C01M 121.12(18) . . ?
C01M N00C C01L 117.49(17) . . ?
N003 C00D C00F 122.70(14) . . ?
N003 C00D C00J 114.67(13) . . ?
C00F C00D C00J 122.63(13) . . ?
N005 C00E C00I 122.71(14) . . ?
N005 C00E C00M 113.57(13) . . ?
C00I C00E C00M 123.71(13) . . ?
C00D C00F N002 116.39(13) . . ?
C00D C00F C00H 116.53(13) . . ?
C00H C00F N002 126.91(13) . . ?
C00P C00G C00H 119.29(14) . . ?
C00R C00G C00H 118.66(13) . . ?
C00R C00G C00P 121.59(14) . . ?
N007 C00H C00F 121.31(14) . . ?
N007 C00H C00G 112.57(13) . . ?
C00F C00H C00G 125.99(13) . . ?
C00E C00I N006 116.07(13) . . ?
C00E C00I C00N 116.26(13) . . ?
C00N C00I N006 127.46(13) . . ?
C00S C00J C00D 120.11(14) . . ?
C00S C00J C00T 121.56(15) . . ?
C00T C00J C00D 118.21(14) . . ?
N007 C00K N003 125.50(13) . . ?
N00A C00K N003 117.52(13) . . ?
N00A C00K N007 116.97(14) . . ?
N005 C00L N008 125.12(14) . . ?
N009 C00L N005 117.12(14) . . ?
N009 C00L N008 117.73(14) . . ?
C00O C00M C00E 118.09(14) . . ?
C00O C00M C00V 121.85(15) . . ?
C00V C00M C00E 119.60(14) . . ?
N008 C00N C00I 121.10(14) . . ?
N008 C00N C00Q 113.13(13) . . ?
C00I C00N C00Q 125.52(13) . . ?
C00M C00O C00X 120.40(15) . . ?
C00Y C00O C00M 117.91(16) . . ?
C00Y C00O C00X 121.69(16) . . ?
C00G C00P C016 120.49(14) . . ?
C00U C00P C00G 118.07(16) . . ?
C00U C00P C016 121.42(15) . . ?
C00W C00Q C00N 120.01(15) . . ?
C014 C00Q C00N 118.35(15) . . ?
C014 C00Q C00W 121.25(16) . . ?
C00G C00R C00Z 118.54(15) . . ?
C00G C00R C010 120.55(14) . . ?
C00Z C00R C010 120.90(16) . . ?
C00J C00S C015 121.05(15) . . ?
C01E C00S C00J 117.97(16) . . ?
C01E C00S C015 120.97(16) . . ?
C00J C00T C012 120.60(15) . . ?
C017 C00T C00J 118.68(16) . . ?
C017 C00T C012 120.69(16) . . ?
C00P C00U H00U 119.6 . . ?
C011 C00U C00P 120.89(16) . . ?
C011 C00U H00U 119.6 . . ?
C00M C00V C019 120.25(15) . . ?
C018 C00V C00M 118.13(16) . . ?
C018 C00V C019 121.62(16) . . ?
C00Q C00W C01A 120.34(15) . . ?
C01C C00W C00Q 118.76(17) . . ?
C01C C00W C01A 120.90(17) . . ?
C00O C00X H00E 109.5 . . ?
C00O C00X H00F 109.5 . . ?
C00O C00X H00G 109.5 . . ?
H00E C00X H00F 109.5 . . ?
H00E C00X H00G 109.5 . . ?
H00F C00X H00G 109.5 . . ?
C00O C00Y H00Y 119.4 . . ?
C01B C00Y C00O 121.13(17) . . ?
C01B C00Y H00Y 119.4 . . ?
C00R C00Z H00Z 119.8 . . ?
C011 C00Z C00R 120.45(16) . . ?
C011 C00Z H00Z 119.8 . . ?
C00R C010 H01A 109.5 . . ?
C00R C010 H01B 109.5 . . ?
C00R C010 H01C 109.5 . . ?
H01A C010 H01B 109.5 . . ?
H01A C010 H01C 109.5 . . ?
H01B C010 H01C 109.5 . . ?
C00U C011 C00Z 120.36(15) . . ?
C00U C011 H011 119.8 . . ?
C00Z C011 H011 119.8 . . ?
C00T C012 H01D 109.5 . . ?
C00T C012 H01E 109.5 . . ?
C00T C012 H01F 109.5 . . ?
H01D C012 H01E 109.5 . . ?
H01D C012 H01F 109.5 . . ?
H01E C012 H01F 109.5 . . ?
O1 C20 N00B 126.39(17) . . ?
O1 C20 H20 116.8 . . ?
N00B C20 H20 116.8 . . ?
C00Q C014 C01F 117.90(18) . . ?
C00Q C014 C01K 120.99(17) . . ?
C01F C014 C01K 121.09(18) . . ?
C00S C015 H01G 109.5 . . ?
C00S C015 H01H 109.5 . . ?
C00S C015 H01I 109.5 . . ?
H01G C015 H01H 109.5 . . ?
H01G C015 H01I 109.5 . . ?
H01H C015 H01I 109.5 . . ?
C00P C016 H01J 109.5 . . ?
C00P C016 H01K 109.5 . . ?
C00P C016 H01L 109.5 . . ?
H01J C016 H01K 109.5 . . ?
H01J C016 H01L 109.5 . . ?
H01K C016 H01L 109.5 . . ?
C00T C017 H017 119.7 . . ?
C01H C017 C00T 120.62(18) . . ?
C01H C017 H017 119.7 . . ?
C00V C018 H018 119.6 . . ?
C01B C018 C00V 120.74(18) . . ?
C01B C018 H018 119.6 . . ?
C00V C019 H01M 109.5 . . ?
C00V C019 H01N 109.5 . . ?
C00V C019 H01O 109.5 . . ?
H01M C019 H01N 109.5 . . ?
H01M C019 H01O 109.5 . . ?
H01N C019 H01O 109.5 . . ?
C00W C01A H01P 109.5 . . ?
C00W C01A H01Q 109.5 . . ?
C00W C01A H01R 109.5 . . ?
H01P C01A H01Q 109.5 . . ?
H01P C01A H01R 109.5 . . ?
H01Q C01A H01R 109.5 . . ?
C00Y C01B C018 120.22(16) . . ?
C00Y C01B H01S 119.9 . . ?
C018 C01B H01S 119.9 . . ?
C00W C01C H01T 119.7 . . ?
C01G C01C C00W 120.63(19) . . ?
C01G C01C H01T 119.7 . . ?
N00B C01D H01Z 109.5 . . ?
N00B C01D H 109.5 . . ?
N00B C01D HA 109.5 . . ?
H01Z C01D H 109.5 . . ?
H01Z C01D HA 109.5 . . ?
H C01D HA 109.5 . . ?
C00S C01E H01U 119.6 . . ?
C01H C01E C00S 120.73(18) . . ?
C01H C01E H01U 119.6 . . ?
C014 C01F H01V 119.5 . . ?
C01G C01F C014 121.09(19) . . ?
C01G C01F H01V 119.5 . . ?
C01C C01G H01W 119.8 . . ?
C01F C01G C01C 120.37(18) . . ?
C01F C01G H01W 119.8 . . ?
C017 C01H C01E 120.42(17) . . ?
C017 C01H H01X 119.8 . . ?
C01E C01H H01X 119.8 . . ?
N00B C01I H01 109.5 . . ?
N00B C01I HB 109.5 . . ?
N00B C01I HC 109.5 . . ?
H01 C01I HB 109.5 . . ?
H01 C01I HC 109.5 . . ?
HB C01I HC 109.5 . . ?
O2 C21 N00C 125.60(19) . . ?
O2 C21 H21 117.2 . . ?
N00C C21 H21 117.2 . . ?
C014 C01K H01Y 109.5 . . ?
C014 C01K HD 109.5 . . ?
C014 C01K HE 109.5 . . ?
H01Y C01K HD 109.5 . . ?
H01Y C01K HE 109.5 . . ?
HD C01K HE 109.5 . . ?
N00C C01L H1 109.5 . . ?
N00C C01L HF 109.5 . . ?
N00C C01L HG 109.5 . . ?
H1 C01L HF 109.5 . . ?
H1 C01L HG 109.5 . . ?
HF C01L HG 109.5 . . ?
N00C C01M H2 109.5 . . ?
N00C C01M HH 109.5 . . ?
N00C C01M HI 109.5 . . ?
H2 C01M HH 109.5 . . ?
H2 C01M HI 109.5 . . ?
HH C01M HI 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N002 N006 C00I C00E 152.43(13) . . . . ?
N002 N006 C00I C00N -33.0(2) . . . . ?
N002 C00F C00H N007 -175.96(14) . . . . ?
N002 C00F C00H C00G -0.6(2) . . . . ?
N003 C00D C00F N002 176.37(13) . . . . ?
N003 C00D C00F C00H 0.7(2) . . . . ?
N003 C00D C00J C00S 93.51(17) . . . . ?
N003 C00D C00J C00T -82.59(17) . . . . ?
N005 C00E C00I N006 -178.35(13) . . . . ?
N005 C00E C00I C00N 6.5(2) . . . . ?
N005 C00E C00M C00O -89.07(17) . . . . ?
N005 C00E C00M C00V 83.28(17) . . . . ?
N006 N002 C00F C00D 156.69(13) . . . . ?
N006 N002 C00F C00H -28.2(2) . . . . ?
N006 C00I C00N N008 178.51(14) . . . . ?
N006 C00I C00N C00Q -7.6(2) . . . . ?
N008 C00N C00Q C00W -84.14(18) . . . . ?
N008 C00N C00Q C014 88.77(18) . . . . ?
C00D N003 C00K N007 -0.3(2) . . . . ?
C00D N003 C00K N00A -179.49(14) . . . . ?
C00D C00F C00H N007 -0.9(2) . . . . ?
C00D C00F C00H C00G 174.55(14) . . . . ?
C00D C00J C00S C015 3.1(2) . . . . ?
C00D C00J C00S C01E -175.61(14) . . . . ?
C00D C00J C00T C012 -6.8(2) . . . . ?
C00D C00J C00T C017 175.17(14) . . . . ?
C00E N005 C00L N008 -5.1(2) . . . . ?
C00E N005 C00L N009 176.81(14) . . . . ?
C00E C00I C00N N008 -7.0(2) . . . . ?
C00E C00I C00N C00Q 166.89(14) . . . . ?
C00E C00M C00O C00X -8.8(2) . . . . ?
C00E C00M C00O C00Y 171.22(14) . . . . ?
C00E C00M C00V C018 -170.76(14) . . . . ?
C00E C00M C00V C019 8.9(2) . . . . ?
C00F N002 N006 C00I 177.38(12) . . . . ?
C00F C00D C00J C00S -86.84(18) . . . . ?
C00F C00D C00J C00T 97.06(17) . . . . ?
C00G C00P C00U C011 1.0(2) . . . . ?
C00G C00R C00Z C011 0.4(2) . . . . ?
C00H N007 C00K N003 0.1(2) . . . . ?
C00H N007 C00K N00A 179.37(14) . . . . ?
C00H C00G C00P C00U 169.02(14) . . . . ?
C00H C00G C00P C016 -12.7(2) . . . . ?
C00H C00G C00R C00Z -169.74(14) . . . . ?
C00H C00G C00R C010 9.9(2) . . . . ?
C00I C00E C00M C00O 89.64(18) . . . . ?
C00I C00E C00M C00V -98.01(18) . . . . ?
C00I C00N C00Q C00W 101.59(19) . . . . ?
C00I C00N C00Q C014 -85.5(2) . . . . ?
C00J C00D C00F N002 -3.2(2) . . . . ?
C00J C00D C00F C00H -178.87(13) . . . . ?
C00J C00S C01E C01H -0.1(3) . . . . ?
C00J C00T C017 C01H 1.1(3) . . . . ?
C00K N003 C00D C00F -0.2(2) . . . . ?
C00K N003 C00D C00J 179.43(13) . . . . ?
C00K N007 C00H C00F 0.5(2) . . . . ?
C00K N007 C00H C00G -175.53(13) . . . . ?
C00L N005 C00E C00I -0.8(2) . . . . ?
C00L N005 C00E C00M 177.95(13) . . . . ?
C00L N008 C00N C00I 1.8(2) . . . . ?
C00L N008 C00N C00Q -172.74(14) . . . . ?
C00M C00E C00I N006 3.1(2) . . . . ?
C00M C00E C00I C00N -172.12(14) . . . . ?
C00M C00O C00Y C01B -0.1(2) . . . . ?
C00M C00V C018 C01B -0.6(2) . . . . ?
C00N N008 C00L N005 4.6(2) . . . . ?
C00N N008 C00L N009 -177.34(14) . . . . ?
C00N C00Q C00W C01A -7.0(2) . . . . ?
C00N C00Q C00W C01C 173.61(14) . . . . ?
C00N C00Q C014 C01F -173.39(15) . . . . ?
C00N C00Q C014 C01K 5.1(2) . . . . ?
C00O C00M C00V C018 1.3(2) . . . . ?
C00O C00M C00V C019 -179.01(15) . . . . ?
C00O C00Y C01B C018 0.9(3) . . . . ?
C00P C00G C00H N007 -80.86(18) . . . . ?
C00P C00G C00H C00F 103.39(18) . . . . ?
C00P C00G C00R C00Z 2.4(2) . . . . ?
C00P C00G C00R C010 -177.97(15) . . . . ?
C00P C00U C011 C00Z 1.8(3) . . . . ?
C00Q C00W C01C C01G -0.6(3) . . . . ?
C00Q C014 C01F C01G -0.1(3) . . . . ?
C00R C00G C00H N007 91.50(17) . . . . ?
C00R C00G C00H C00F -84.25(19) . . . . ?
C00R C00G C00P C00U -3.1(2) . . . . ?
C00R C00G C00P C016 175.22(15) . . . . ?
C00R C00Z C011 C00U -2.5(3) . . . . ?
C00S C00J C00T C012 177.13(14) . . . . ?
C00S C00J C00T C017 -0.9(2) . . . . ?
C00S C01E C01H C017 0.3(3) . . . . ?
C00T C00J C00S C015 179.03(15) . . . . ?
C00T C00J C00S C01E 0.4(2) . . . . ?
C00T C017 C01H C01E -0.8(3) . . . . ?
C00V C00M C00O C00X 179.00(14) . . . . ?
C00V C00M C00O C00Y -0.9(2) . . . . ?
C00V C018 C01B C00Y -0.5(3) . . . . ?
C00W C00Q C014 C01F -0.6(2) . . . . ?
C00W C00Q C014 C01K 177.88(17) . . . . ?
C00W C01C C01G C01F 0.0(3) . . . . ?
C00X C00O C00Y C01B 179.91(16) . . . . ?
C010 C00R C00Z C011 -179.19(16) . . . . ?
C012 C00T C017 C01H -176.89(17) . . . . ?
C014 C00Q C00W C01A -179.68(15) . . . . ?
C014 C00Q C00W C01C 0.9(2) . . . . ?
C014 C01F C01G C01C 0.4(3) . . . . ?
C015 C00S C01E C01H -178.75(18) . . . . ?
C016 C00P C00U C011 -177.35(16) . . . . ?
C019 C00V C018 C01B 179.75(16) . . . . ?
C01A C00W C01C C01G 180.00(16) . . . . ?
C01D N00B C20 O1 -4.7(3) . . . . ?
C01I N00B C20 O1 -179.70(19) . . . . ?
C01K C014 C01F C01G -178.53(19) . . . . ?
C01L N00C C21 O2 -2.1(3) . . . . ?
C01M N00C C21 O2 179.6(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.345
_oxdiff_exptl_absorpt_empirical_full_min 0.790
