# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_p20240514d
_database_code_depnum_ccdc_archive 'CCDC 2387200'
loop_
_audit_author_name
_audit_author_address
'Linlin Shi'
;Tianjin University
China
;
_audit_update_record             
;
2024-09-27 deposited with the CCDC.	2024-12-10 downloaded from the CCDC.
;
_audit_creation_date             2024-05-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        
'L-leucinium D-di-p-toluoyltartrate methanol solvate hydrate'
_chemical_formula_moiety         
'C6 H14 N O2, C20 H17 O8, 0.357(C H4 O), 0.75(H2 O)'
_chemical_formula_sum            'C26.36 H33.93 N O11.11'
_chemical_formula_weight         542.48
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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           5
_space_group_name_H-M_alt        'I 1 2 1'
_space_group_name_Hall           'I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   15.8758(3)
_cell_length_b                   13.8581(3)
_cell_length_c                   27.1887(6)
_cell_angle_alpha                90
_cell_angle_beta                 106.200(2)
_cell_angle_gamma                90
_cell_volume                     5744.2(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    15578
_cell_measurement_temperature    138.15
_cell_measurement_theta_max      77.4360
_cell_measurement_theta_min      2.9180
_shelx_estimated_absorpt_T_max   0.900
_shelx_estimated_absorpt_T_min   0.814
_exptl_absorpt_coefficient_mu    0.827
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69226
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             2303
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            27976
_diffrn_reflns_point_group_measured_fraction_full 0.925
_diffrn_reflns_point_group_measured_fraction_max 0.878
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.104
_diffrn_reflns_theta_min         2.920
_diffrn_ambient_temperature      138.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -83.00  41.00   0.50    0.50    --  -48.80  72.00  30.00  248
  2  ω   -138.00 -17.00   0.50    0.50    --  -48.80 -45.00 -80.75  242
  3  ω    -79.00  41.00   0.50    0.50    --  -48.80  57.00 -30.00  240
  4  ω   -199.00 -78.00   0.50    2.50    -- -110.00 -42.00 -68.10  242
  5  ω   -199.00 -80.00   0.50    2.50    -- -110.00 -50.00-140.79  238
  6  ω   -144.00 -21.00   0.50    2.50    -- -110.00  72.00-120.00  246
  7  ω   -199.00 -79.00   0.50    2.50    -- -110.00 -44.00 -41.20  240
  8  ω   -144.00 -21.00   0.50    2.50    -- -110.00  72.00 -90.00  246
  9  ω    -81.00 -36.00   0.50    2.50    -- -110.00  72.00  30.00   90
 10  ω   -106.00 -62.00   0.50    2.50    -- -110.00  72.00-150.00   88
 11  ω   -129.00 -43.00   0.50    2.50    -- -110.00  72.00 150.00  172
 12  ω   -159.00-114.00   0.50    2.50    -- -110.00 -64.00 -84.32   90
 13  ω   -108.00 -82.00   0.50    2.50    -- -110.00 -64.00 -84.32   52
 14  ω   -142.00 -25.00   0.50    2.50    -- -110.00  72.00-180.00  234
 15  ω    -93.00 -52.00   0.50    2.50    -- -110.00  72.00 -60.00   82
 16  ω    -58.00 -21.00   0.50    2.50    -- -110.00  57.00-120.00   74
 17  ω   -114.00 -87.00   0.50    2.50    -- -110.00  72.00 120.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0459934000
_diffrn_orient_matrix_UB_12      0.0974022000
_diffrn_orient_matrix_UB_13      0.0013555000
_diffrn_orient_matrix_UB_21      -0.0814738000
_diffrn_orient_matrix_UB_22      -0.0533031000
_diffrn_orient_matrix_UB_23      0.0062486000
_diffrn_orient_matrix_UB_31      0.0381015000
_diffrn_orient_matrix_UB_32      0.0035847000
_diffrn_orient_matrix_UB_33      0.0587170000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.756
_reflns_Friedel_fraction_full    0.861
_reflns_Friedel_fraction_max     0.790
_reflns_number_gt                9977
_reflns_number_total             10936
_reflns_odcompleteness_completeness 97.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.509
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.065
_refine_ls_abs_structure_details 
;
 Flack x determined using 3944 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.11(7)
_refine_ls_extinction_coef       0.00050(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     781
_refine_ls_number_reflns         10936
_refine_ls_number_restraints     52
_refine_ls_R_factor_all          0.0659
_refine_ls_R_factor_gt           0.0618
_refine_ls_restrained_S_all      1.079
_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)+(0.1234P)²+2.2650P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1778
_refine_ls_wR_factor_ref         0.1832
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 C12-C10 = C12A-C10
 1.54 with sigma of 0.01
 C4A-C6A = C4A-C5A = C3A-C4A = C2A-C3A
 1.54 with sigma of 0.01
 C3A-C6A = C3A-C5A = C6A-C5A
 2.52 with sigma of 0.01
 C53-O21
 1.45 with sigma of 0.01
 O1A-C1A = O2A-C1A
 1.24 with sigma of 0.01
 C1-C2 = C1A-C2A
 1.5 with sigma of 0.01
 C12-C11 \\sim C12A-C11 \\sim C9-C11 \\sim C9-C12 \\sim C9-C12A
 with sigma of 0.01
 O1-C2 \\sim O2-C2 \\sim O1A-C2A \\sim O2A-C2A
 with sigma of 0.01
 N1-C2 \\sim N1A-C2A
 with sigma of 0.01
3. Restrained planarity
 O1, O2, C1, C2
 with sigma of 0.01
 O1A, O2A, C1A, C2A
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
C12 \\sim C12A: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
Uanis(C12) \\sim Ueq, Uanis(C12A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O1A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.2
Uanis(C6A) = Uanis(C6)
Uanis(C5A) = Uanis(C5)
Uanis(O1) = Uanis(C1A)
Uanis(O2A) = Uanis(O1) = Uanis(C1A)
Uanis(N1A) = Uanis(N1)
5. Others
 Sof(H10A)=Sof(C12A)=Sof(H12D)=Sof(H12E)=Sof(H12F)=1-FVAR(1)
 Sof(H10)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(H12C)=FVAR(1)
 Sof(O21)=Sof(H21)=Sof(C53)=Sof(H53A)=Sof(H53B)=Sof(H53C)=FVAR(2)
 Fixed Sof: O1(0.7) H1(0.7) O2(0.7) N1(0.7) H1A(0.7) H1B(0.7) H1C(0.7) C1(0.7)
 C2(0.7) H2(0.7) C3(0.7) H3A(0.7) H3B(0.7) C4(0.7) H4(0.7) C5(0.7) H5A(0.7)
 H5B(0.7) H5C(0.7) C6(0.7) H6A(0.7) H6B(0.7) H6C(0.7) O1A(0.3) H1AA(0.3)
 O2A(0.3) N1A(0.3) H1AB(0.3) H1AC(0.3) H1AD(0.3) C1A(0.3) C2A(0.3) H2AA(0.3)
 C3A(0.3) H3AA(0.3) H3AB(0.3) C4A(0.3) H4A(0.3) C5A(0.3) H5AA(0.3) H5AB(0.3)
 H5AC(0.3) C6A(0.3) H6AA(0.3) H6AB(0.3) H6AC(0.3) H23A(0.5) H23B(0.5)
6.a Riding coordinates:
 O22(H22A,H22B), O1(H1), O1A(H1AA), O23(H23A,H23B)
6.b Ternary CH refined with riding coordinates:
 C8(H8A), C10(H10), C10(H10A), C14(H14), C15(H15), C34(H34), C35(H35), C2(H2),
 C4(H4), C2A(H2AA), C4A(H4A)
6.c Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C3(H3A,H3B), C3A(H3AA,H3AB)
6.d Me refined with riding coordinates:
 C6A(H6AA,H6AB,H6AC)
6.e Aromatic/amide H refined with riding coordinates:
 C19(H19), C20(H20), C22(H22), C23(H23), C27(H27), C28(H28), C30(H30),
 C31(H31), C39(H39), C40(H40), C42(H42), C43(H43), C47(H47), C48(H48), C50(H50),
  C51(H51)
6.f Idealised Me refined as rotating group:
 N2(H2A,H2B,H2C), C11(H11A,H11B,H11C), C24(H24A,H24B,H24C), C32(H32A,H32B,
 H32C), C44(H44A,H44B,H44C), C52(H52A,H52B,H52C), C53(H53A,H53B,H53C), N1(H1A,
 H1B,H1C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C12(H12A,H12B,H12C), N1A(H1AB,H1AC,
 H1AD), C5A(H5AA,H5AB,H5AC), C12A(H12D,H12E,H12F)
6.g Idealised tetrahedral OH refined as rotating group:
 O3(H3), O8(H8), O13(H13), O21(H21)
;
_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
O3 O 0.7898(4) 0.8452(3) 0.58308(18) 0.1044(16) Uani 1 1 d . . . . .
H3 H 0.793657 0.901972 0.573174 0.157 Uiso 1 1 calc R U . . .
O4 O 0.6633(3) 0.7972(4) 0.5330(2) 0.118(2) Uani 1 1 d . . . . .
O5 O 1.27694(16) 0.4412(2) 0.40986(11) 0.0500(6) Uani 1 1 d . . . . .
O6 O 1.35447(18) 0.5627(3) 0.45514(13) 0.0644(9) Uani 1 1 d . . . . .
O7 O 1.6090(2) 0.3954(3) 0.45505(13) 0.0664(9) Uani 1 1 d . . . . .
O8 O 1.63673(16) 0.5105(2) 0.40403(11) 0.0519(6) Uani 1 1 d . . . . .
H8 H 1.688905 0.491609 0.414899 0.078 Uiso 1 1 calc R U . . .
O9 O 1.41378(16) 0.39220(19) 0.37514(9) 0.0423(5) Uani 1 1 d . . . . .
O10 O 1.3795(2) 0.2562(2) 0.41139(11) 0.0561(7) Uani 1 1 d . . . . .
O11 O 1.47324(15) 0.57573(19) 0.38046(9) 0.0429(5) Uani 1 1 d . . . . .
O12 O 1.55535(18) 0.6994(2) 0.42290(11) 0.0550(6) Uani 1 1 d . . . . .
O13 O 1.13758(16) 0.5136(2) 0.41292(10) 0.0489(6) Uani 1 1 d . . . . .
H13 H 1.186695 0.487103 0.417204 0.073 Uiso 1 1 calc R U . . .
O14 O 1.10838(17) 0.3832(2) 0.45427(11) 0.0520(6) Uani 1 1 d . . . . .
O15 O 0.84826(17) 0.5446(2) 0.45749(11) 0.0540(7) Uani 1 1 d . . . . .
O16 O 0.77432(16) 0.4316(2) 0.40446(12) 0.0578(7) Uani 1 1 d . . . . .
O17 O 0.96637(15) 0.5467(2) 0.37562(9) 0.0448(5) Uani 1 1 d . . . . .
O18 O 1.0086(2) 0.6918(2) 0.41093(13) 0.0651(8) Uani 1 1 d . . . . .
O19 O 0.91600(16) 0.3627(2) 0.38489(10) 0.0454(6) Uani 1 1 d . . . . .
O20 O 0.8735(3) 0.2451(3) 0.43008(13) 0.0703(9) Uani 1 1 d . . . . .
O21 O 0.7120(7) 0.9567(5) 0.6259(3) 0.120(3) Uani 0.714(11) 1 d D . P . .
H21 H 0.687069 0.996655 0.603311 0.180 Uiso 0.714(11) 1 calc R U P . .
O22 O 1.4869(4) 0.0440(7) 0.4310(4) 0.157(3) Uani 1 1 d . . . . .
H22A H 1.490245 -0.015858 0.438225 0.235 Uiso 1 1 d R U . . .
H22B H 1.452905 0.066792 0.447375 0.235 Uiso 1 1 d R U . . .
N2 N 0.7322(2) 0.6585(2) 0.48849(12) 0.0441(6) Uani 1 1 d . . . . .
H2A H 0.688123 0.688029 0.464510 0.053 Uiso 1 1 calc R U . . .
H2B H 0.709174 0.622869 0.509712 0.053 Uiso 1 1 calc R U . . .
H2C H 0.762512 0.619169 0.472693 0.053 Uiso 1 1 calc R U . . .
C7 C 0.7413(4) 0.7945(4) 0.5454(2) 0.0727(13) Uani 1 1 d . . . . .
C8 C 0.7922(3) 0.7324(3) 0.51871(16) 0.0551(9) Uani 1 1 d . . . . .
H8A H 0.836603 0.696986 0.546116 0.066 Uiso 1 1 calc R U . . .
C9 C 0.8429(4) 0.7846(4) 0.4866(2) 0.0740(13) Uani 1 1 d D . . . .
H9A H 0.880271 0.834037 0.508598 0.089 Uiso 1 1 calc R U . . .
H9B H 0.882630 0.737272 0.477379 0.089 Uiso 1 1 calc R U . . .
C10 C 0.7915(6) 0.8334(5) 0.4383(3) 0.098(2) Uani 1 1 d D . . . .
H10 H 0.758150 0.782666 0.414547 0.118 Uiso 0.658(17) 1 calc R U P A 1
H10A H 0.837513 0.873666 0.429415 0.05(4) Uiso 0.342(17) 1 calc R . P A 2
C11 C 0.7298(8) 0.9057(9) 0.4446(4) 0.166(5) Uani 1 1 d D . . . .
H11A H 0.680802 0.874191 0.453625 0.249 Uiso 1 1 calc R U . . .
H11B H 0.707489 0.941543 0.412562 0.249 Uiso 1 1 calc R U . . .
H11C H 0.759130 0.950269 0.472026 0.249 Uiso 1 1 calc R U . . .
C13 C 1.3476(2) 0.4872(3) 0.42990(13) 0.0436(7) Uani 1 1 d . . . . .
C14 C 1.4313(2) 0.4423(3) 0.42382(13) 0.0416(7) Uani 1 1 d . . . . .
H14 H 1.453623 0.394585 0.452057 0.050 Uiso 1 1 calc R U . . .
C15 C 1.5023(2) 0.5155(3) 0.42544(13) 0.0408(7) Uani 1 1 d . . . . .
H15 H 1.509287 0.556899 0.456458 0.049 Uiso 1 1 calc R U . . .
C16 C 1.5902(2) 0.4682(3) 0.42852(13) 0.0428(7) Uani 1 1 d . . . . .
C17 C 1.3850(2) 0.3000(3) 0.37385(15) 0.0455(8) Uani 1 1 d . . . . .
C18 C 1.3601(2) 0.2619(3) 0.32094(15) 0.0477(8) Uani 1 1 d . . . . .
C19 C 1.3580(3) 0.3184(4) 0.27861(17) 0.0627(11) Uani 1 1 d . . . . .
H19 H 1.373862 0.384563 0.283135 0.075 Uiso 1 1 calc R U . . .
C20 C 1.3331(4) 0.2798(4) 0.23008(18) 0.0712(13) Uani 1 1 d . . . . .
H20 H 1.331603 0.319968 0.201525 0.085 Uiso 1 1 calc R U . . .
C21 C 1.3102(3) 0.1827(4) 0.22208(19) 0.0660(12) Uani 1 1 d . . . . .
C22 C 1.3121(4) 0.1265(4) 0.2645(2) 0.0705(13) Uani 1 1 d . . . . .
H22 H 1.296148 0.060355 0.259944 0.085 Uiso 1 1 calc R U . . .
C23 C 1.3368(3) 0.1650(4) 0.31336(19) 0.0618(10) Uani 1 1 d . . . . .
H23 H 1.337908 0.125069 0.341937 0.074 Uiso 1 1 calc R U . . .
C24 C 1.2806(4) 0.1420(5) 0.1687(2) 0.0853(17) Uani 1 1 d . . . . .
H24A H 1.227702 0.175921 0.149110 0.128 Uiso 1 1 calc R U . . .
H24B H 1.267570 0.073101 0.170380 0.128 Uiso 1 1 calc R U . . .
H24C H 1.327195 0.150304 0.151839 0.128 Uiso 1 1 calc R U . . .
C25 C 1.5081(2) 0.6654(3) 0.38364(15) 0.0464(8) Uani 1 1 d . . . . .
C26 C 1.4799(2) 0.7176(3) 0.33436(16) 0.0523(9) Uani 1 1 d . . . . .
C27 C 1.5071(5) 0.8127(4) 0.3325(3) 0.0886(19) Uani 1 1 d . . . . .
H27 H 1.542115 0.842855 0.362731 0.106 Uiso 1 1 calc R U . . .
C28 C 1.4833(5) 0.8638(5) 0.2867(3) 0.098(2) Uani 1 1 d . . . . .
H28 H 1.503781 0.928013 0.285735 0.118 Uiso 1 1 calc R U . . .
C29 C 1.4302(3) 0.8226(5) 0.2423(2) 0.0742(15) Uani 1 1 d . . . . .
C30 C 1.4032(3) 0.7296(5) 0.24486(19) 0.0706(13) Uani 1 1 d . . . . .
H30 H 1.367334 0.699850 0.214801 0.085 Uiso 1 1 calc R U . . .
C31 C 1.4268(3) 0.6772(4) 0.29015(17) 0.0606(10) Uani 1 1 d . . . . .
H31 H 1.406229 0.612999 0.290719 0.073 Uiso 1 1 calc R U . . .
C32 C 1.4049(5) 0.8801(6) 0.1928(3) 0.097(2) Uani 1 1 d . . . . .
H32A H 1.404198 0.949019 0.200668 0.146 Uiso 1 1 calc R U . . .
H32B H 1.346457 0.860177 0.172138 0.146 Uiso 1 1 calc R U . . .
H32C H 1.447651 0.868153 0.173513 0.146 Uiso 1 1 calc R U . . .
C33 C 1.0880(2) 0.4590(3) 0.43141(13) 0.0422(7) Uani 1 1 d . . . . .
C34 C 0.9969(2) 0.5008(3) 0.42490(12) 0.0408(7) Uani 1 1 d . . . . .
H34 H 1.000478 0.550369 0.452118 0.049 Uiso 1 1 calc R U . . .
C35 C 0.9292(2) 0.4255(3) 0.42843(13) 0.0411(7) Uani 1 1 d . . . . .
H35 H 0.952921 0.386736 0.460315 0.049 Uiso 1 1 calc R U . . .
C36 C 0.8437(2) 0.4725(3) 0.43053(13) 0.0419(7) Uani 1 1 d . . . . .
C37 C 0.9804(2) 0.6427(3) 0.37349(16) 0.0503(8) Uani 1 1 d . . . . .
C38 C 0.9568(3) 0.6772(3) 0.32016(17) 0.0551(9) Uani 1 1 d . . . . .
C39 C 0.9605(4) 0.7764(4) 0.3116(2) 0.0758(14) Uani 1 1 d . . . . .
H39 H 0.977115 0.820029 0.339565 0.091 Uiso 1 1 calc R U . . .
C40 C 0.9392(4) 0.8110(5) 0.2608(3) 0.0872(18) Uani 1 1 d . . . . .
H40 H 0.941072 0.878422 0.254913 0.105 Uiso 1 1 calc R U . . .
C41 C 0.9160(3) 0.7497(5) 0.2197(2) 0.0803(18) Uani 1 1 d . . . . .
C42 C 0.9119(4) 0.6519(5) 0.2285(2) 0.0787(15) Uani 1 1 d . . . . .
H42 H 0.894799 0.608736 0.200282 0.094 Uiso 1 1 calc R U . . .
C43 C 0.9328(3) 0.6157(4) 0.27844(18) 0.0669(12) Uani 1 1 d . . . . .
H43 H 0.930508 0.548126 0.283828 0.080 Uiso 1 1 calc R U . . .
C44 C 0.8923(4) 0.7894(7) 0.1653(3) 0.110(3) Uani 1 1 d . . . . .
H44A H 0.828491 0.797014 0.152551 0.165 Uiso 1 1 calc R U . . .
H44B H 0.912443 0.744545 0.143133 0.165 Uiso 1 1 calc R U . . .
H44C H 0.920587 0.852238 0.165212 0.165 Uiso 1 1 calc R U . . .
C45 C 0.8825(3) 0.2743(3) 0.38990(17) 0.0527(9) Uani 1 1 d . . . . .
C46 C 0.8594(3) 0.2207(4) 0.34067(18) 0.0580(10) Uani 1 1 d . . . . .
C47 C 0.8325(4) 0.1246(4) 0.3410(2) 0.0753(14) Uani 1 1 d . . . . .
H47 H 0.828912 0.095799 0.372074 0.090 Uiso 1 1 calc R U . . .
C48 C 0.8112(4) 0.0718(5) 0.2965(3) 0.0887(18) Uani 1 1 d . . . . .
H48 H 0.793749 0.006440 0.297436 0.106 Uiso 1 1 calc R U . . .
C49 C 0.8144(4) 0.1107(5) 0.2514(3) 0.0856(18) Uani 1 1 d . . . . .
C50 C 0.8424(5) 0.2069(6) 0.2510(3) 0.100(2) Uani 1 1 d . . . . .
H50 H 0.846434 0.234985 0.219898 0.120 Uiso 1 1 calc R U . . .
C51 C 0.8642(4) 0.2608(5) 0.2954(2) 0.0813(16) Uani 1 1 d . . . . .
H51 H 0.882430 0.325964 0.294641 0.098 Uiso 1 1 calc R U . . .
C52 C 0.7880(5) 0.0536(7) 0.2016(3) 0.118(3) Uani 1 1 d . . . . .
H52A H 0.839331 0.019742 0.196831 0.177 Uiso 1 1 calc R U . . .
H52B H 0.764873 0.097744 0.172839 0.177 Uiso 1 1 calc R U . . .
H52C H 0.742691 0.006434 0.203046 0.177 Uiso 1 1 calc R U . . .
C53 C 0.6547(6) 0.9124(7) 0.6419(3) 0.085(3) Uani 0.714(11) 1 d D . P . .
H53A H 0.626084 0.863449 0.616822 0.127 Uiso 0.714(11) 1 calc R U P . .
H53B H 0.610763 0.958510 0.646622 0.127 Uiso 0.714(11) 1 calc R U P . .
H53C H 0.683093 0.881166 0.674700 0.127 Uiso 0.714(11) 1 calc R U P . .
O1 O 1.3679(4) 0.1433(5) 0.5390(3) 0.0912(16) Uani 0.7 1 d D . P B 1
H1 H 1.412915 0.111025 0.544781 0.137 Uiso 0.7 1 d R U P B 1
O2 O 1.3351(3) 0.0639(4) 0.4657(2) 0.0724(13) Uani 0.7 1 d D . P B 1
N1 N 1.2658(8) 0.2832(5) 0.4790(3) 0.0399(13) Uani 0.7 1 d D . P B 1
H1A H 1.219037 0.323931 0.471939 0.048 Uiso 0.7 1 calc R U P B 1
H1B H 1.294316 0.289129 0.454356 0.048 Uiso 0.7 1 calc R U P B 1
H1C H 1.303098 0.298289 0.510020 0.048 Uiso 0.7 1 calc R U P B 1
C1 C 1.3175(4) 0.1229(4) 0.4932(3) 0.0679(18) Uani 0.7 1 d D . P B 1
C2 C 1.2352(4) 0.1833(4) 0.4799(3) 0.0571(18) Uani 0.7 1 d D . P B 1
H2 H 1.202501 0.175433 0.506242 0.069 Uiso 0.7 1 calc R U P B 1
C3 C 1.1742(5) 0.1628(6) 0.4252(3) 0.0624(15) Uani 0.7 1 d . . P B 1
H3A H 1.131574 0.216316 0.414749 0.075 Uiso 0.7 1 calc R U P B 1
H3B H 1.209833 0.159992 0.400644 0.075 Uiso 0.7 1 calc R U P B 1
C4 C 1.1254(5) 0.0693(7) 0.4235(3) 0.0686(17) Uani 0.7 1 d . . P B 1
H4 H 1.168430 0.016658 0.437594 0.082 Uiso 0.7 1 calc R U P B 1
C5 C 1.0573(6) 0.0720(8) 0.4533(5) 0.095(3) Uani 0.7 1 d . . P B 1
H5A H 1.020828 0.013813 0.445691 0.143 Uiso 0.7 1 calc R U P B 1
H5B H 1.020136 0.129201 0.443260 0.143 Uiso 0.7 1 calc R U P B 1
H5C H 1.086887 0.074678 0.490069 0.143 Uiso 0.7 1 calc R U P B 1
C6 C 1.0762(7) 0.0458(10) 0.3669(5) 0.101(3) Uani 0.7 1 d . . P B 1
H6A H 1.035823 -0.008205 0.365785 0.151 Uiso 0.7 1 calc R U P B 1
H6B H 1.118780 0.028136 0.348353 0.151 Uiso 0.7 1 calc R U P B 1
H6C H 1.042940 0.102544 0.350754 0.151 Uiso 0.7 1 calc R U P B 1
C12 C 0.8588(10) 0.8788(13) 0.4133(7) 0.185(9) Uani 0.658(17) 1 d D U P A 1
H12A H 0.836059 0.875205 0.375910 0.277 Uiso 0.658(17) 1 calc R U P A 1
H12B H 0.914388 0.843456 0.424357 0.277 Uiso 0.658(17) 1 calc R U P A 1
H12C H 0.868600 0.946493 0.423770 0.277 Uiso 0.658(17) 1 calc R U P A 1
O1A O 1.3393(14) 0.0682(11) 0.5585(5) 0.121(7) Uani 0.3 1 d D U P C 2
H1AA H 1.368586 0.079007 0.588013 0.182 Uiso 0.3 1 d R U P C 2
O2A O 1.4098(8) 0.1768(12) 0.5215(6) 0.0912(16) Uani 0.3 1 d D . P C 2
N1A N 1.260(2) 0.2864(12) 0.4896(10) 0.0399(13) Uani 0.3 1 d D . P C 2
H1AB H 1.205697 0.313190 0.481801 0.048 Uiso 0.3 1 calc R U P C 2
H1AC H 1.281670 0.290389 0.461968 0.048 Uiso 0.3 1 calc R U P C 2
H1AD H 1.296362 0.318539 0.516453 0.048 Uiso 0.3 1 calc R U P C 2
C1A C 1.3430(11) 0.1394(10) 0.5302(4) 0.0912(16) Uani 0.3 1 d D . P C 2
C2A C 1.2548(9) 0.1845(11) 0.5035(6) 0.074(7) Uani 0.3 1 d D . P C 2
H2AA H 1.215429 0.178974 0.526382 0.089 Uiso 0.3 1 calc R U P C 2
C3A C 1.2214(8) 0.1130(13) 0.4568(6) 0.069(4) Uani 0.3 1 d D . P C 2
H3AA H 1.260361 0.118704 0.434120 0.083 Uiso 0.3 1 calc R U P C 2
H3AB H 1.225958 0.046052 0.469912 0.083 Uiso 0.3 1 calc R U P C 2
C4A C 1.1259(9) 0.1318(15) 0.4248(6) 0.070(4) Uani 0.3 1 d D . P C 2
H4A H 1.122442 0.199731 0.411961 0.084 Uiso 0.3 1 calc R U P C 2
C5A C 1.0633(12) 0.1227(19) 0.4578(10) 0.095(3) Uani 0.3 1 d D . P C 2
H5AA H 1.062925 0.183154 0.476433 0.143 Uiso 0.3 1 calc R U P C 2
H5AB H 1.082623 0.069852 0.482366 0.143 Uiso 0.3 1 calc R U P C 2
H5AC H 1.004109 0.109075 0.436010 0.143 Uiso 0.3 1 calc R U P C 2
C6A C 1.1017(15) 0.065(3) 0.3784(9) 0.101(3) Uani 0.3 1 d D . P C 2
H6AA H 1.143874 0.073726 0.358359 0.151 Uiso 0.3 1 calc R U P C 2
H6AB H 1.103165 -0.002010 0.389849 0.151 Uiso 0.3 1 calc R U P C 2
H6AC H 1.042650 0.080891 0.357021 0.151 Uiso 0.3 1 calc R U P C 2
C12A C 0.7642(11) 0.7690(11) 0.3936(4) 0.093(7) Uani 0.342(17) 1 d D U P A 2
H12D H 0.762014 0.805431 0.362388 0.139 Uiso 0.342(17) 1 calc R U P A 2
H12E H 0.705987 0.742626 0.391377 0.139 Uiso 0.342(17) 1 calc R U P A 2
H12F H 0.806439 0.716039 0.397338 0.139 Uiso 0.342(17) 1 calc R U P A 2
O23 O 0.500000 0.8871(7) 0.500000 0.161(5) Uani 1 2 d S T P . .
H23A H 0.543820 0.849528 0.504450 0.242 Uiso 0.5 1 d R U P . .
H23B H 0.456180 0.849528 0.495550 0.242 Uiso 0.5 1 d R U P . .


_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
O3 H3 0.8400 . ?
O3 C7 1.302(7) . ?
O4 C7 1.190(8) . ?
O5 C13 1.273(5) . ?
O6 C13 1.240(5) . ?
O7 C16 1.228(5) . ?
O8 H8 0.8400 . ?
O8 C16 1.268(5) . ?
O9 C14 1.451(4) . ?
O9 C17 1.354(5) . ?
O10 C17 1.212(5) . ?
O11 C15 1.446(4) . ?
O11 C25 1.353(5) . ?
O12 C25 1.216(5) . ?
O13 H13 0.8400 . ?
O13 C33 1.290(4) . ?
O14 C33 1.218(5) . ?
O15 C36 1.230(5) . ?
O16 C36 1.265(5) . ?
O17 C34 1.440(4) . ?
O17 C37 1.354(5) . ?
O18 C37 1.202(5) . ?
O19 C35 1.437(4) . ?
O19 C45 1.358(5) . ?
O20 C45 1.210(6) . ?
O21 H21 0.8400 . ?
O21 C53 1.270(10) . ?
O22 H22A 0.8503 . ?
O22 H22B 0.8496 . ?
N2 H2A 0.9100 . ?
N2 H2B 0.9100 . ?
N2 H2C 0.9100 . ?
N2 C8 1.481(5) . ?
C7 C8 1.498(7) . ?
C8 H8A 1.0000 . ?
C8 C9 1.525(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.500(9) . ?
C10 H10 1.0000 . ?
C10 H10A 1.0000 . ?
C10 C11 1.446(12) . ?
C10 C12 1.551(10) . ?
C10 C12A 1.471(10) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 C14 1.517(5) . ?
C14 H14 1.0000 . ?
C14 C15 1.508(5) . ?
C15 H15 1.0000 . ?
C15 C16 1.522(4) . ?
C17 C18 1.479(5) . ?
C18 C19 1.385(6) . ?
C18 C23 1.393(7) . ?
C19 H19 0.9500 . ?
C19 C20 1.375(7) . ?
C20 H20 0.9500 . ?
C20 C21 1.395(8) . ?
C21 C22 1.385(8) . ?
C21 C24 1.505(7) . ?
C22 H22 0.9500 . ?
C22 C23 1.383(7) . ?
C23 H23 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.478(5) . ?
C26 C27 1.393(7) . ?
C26 C31 1.379(6) . ?
C27 H27 0.9500 . ?
C27 C28 1.391(8) . ?
C28 H28 0.9500 . ?
C28 C29 1.388(9) . ?
C29 C30 1.366(8) . ?
C29 C32 1.519(7) . ?
C30 H30 0.9500 . ?
C30 C31 1.387(6) . ?
C31 H31 0.9500 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 C34 1.522(4) . ?
C34 H34 1.0000 . ?
C34 C35 1.520(5) . ?
C35 H35 1.0000 . ?
C35 C36 1.521(5) . ?
C37 C38 1.473(6) . ?
C38 C39 1.398(7) . ?
C38 C43 1.385(7) . ?
C39 H39 0.9500 . ?
C39 C40 1.410(8) . ?
C40 H40 0.9500 . ?
C40 C41 1.368(10) . ?
C41 C42 1.382(10) . ?
C41 C44 1.525(7) . ?
C42 H42 0.9500 . ?
C42 C43 1.398(7) . ?
C43 H43 0.9500 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 C46 1.484(6) . ?
C46 C47 1.400(8) . ?
C46 C51 1.371(8) . ?
C47 H47 0.9500 . ?
C47 C48 1.372(8) . ?
C48 H48 0.9500 . ?
C48 C49 1.354(11) . ?
C49 C50 1.406(11) . ?
C49 C52 1.524(8) . ?
C50 H50 0.9500 . ?
C50 C51 1.379(8) . ?
C51 H51 0.9500 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
O1 H1 0.8200 . ?
O1 C1 1.308(10) . ?
O2 C1 1.194(9) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N1 C2 1.470(8) . ?
C1 C2 1.509(8) . ?
C2 H2 1.0000 . ?
C2 C3 1.557(11) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.504(11) . ?
C4 H4 1.0000 . ?
C4 C5 1.521(13) . ?
C4 C6 1.555(14) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
O1A H1AA 0.8200 . ?
O1A C1A 1.263(13) . ?
O2A C1A 1.260(12) . ?
N1A H1AB 0.9100 . ?
N1A H1AC 0.9100 . ?
N1A H1AD 0.9100 . ?
N1A C2A 1.470(13) . ?
C1A C2A 1.520(12) . ?
C2A H2AA 1.0000 . ?
C2A C3A 1.582(12) . ?
C3A H3AA 0.9900 . ?
C3A H3AB 0.9900 . ?
C3A C4A 1.545(12) . ?
C4A H4A 1.0000 . ?
C4A C5A 1.518(12) . ?
C4A C6A 1.525(13) . ?
C5A H5AA 0.9800 . ?
C5A H5AB 0.9800 . ?
C5A H5AC 0.9800 . ?
C6A H6AA 0.9800 . ?
C6A H6AB 0.9800 . ?
C6A H6AC 0.9800 . ?
C12A H12D 0.9800 . ?
C12A H12E 0.9800 . ?
C12A H12F 0.9800 . ?
O23 H23A 0.8499 . ?
O23 H23B 0.8499 . ?

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
C7 O3 H3 109.5 . . ?
C16 O8 H8 109.5 . . ?
C17 O9 C14 116.9(3) . . ?
C25 O11 C15 116.6(3) . . ?
C33 O13 H13 109.5 . . ?
C37 O17 C34 117.2(3) . . ?
C45 O19 C35 115.8(3) . . ?
C53 O21 H21 109.5 . . ?
H22A O22 H22B 104.5 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C8 N2 H2A 109.5 . . ?
C8 N2 H2B 109.5 . . ?
C8 N2 H2C 109.5 . . ?
O3 C7 C8 114.3(6) . . ?
O4 C7 O3 123.0(6) . . ?
O4 C7 C8 122.7(5) . . ?
N2 C8 C7 108.4(4) . . ?
N2 C8 H8A 106.5 . . ?
N2 C8 C9 111.8(4) . . ?
C7 C8 H8A 106.5 . . ?
C7 C8 C9 116.5(4) . . ?
C9 C8 H8A 106.5 . . ?
C8 C9 H9A 107.8 . . ?
C8 C9 H9B 107.8 . . ?
H9A C9 H9B 107.1 . . ?
C10 C9 C8 118.1(5) . . ?
C10 C9 H9A 107.8 . . ?
C10 C9 H9B 107.8 . . ?
C9 C10 H10 108.0 . . ?
C9 C10 H10A 102.0 . . ?
C9 C10 C12 107.1(8) . . ?
C11 C10 C9 115.3(6) . . ?
C11 C10 H10 108.0 . . ?
C11 C10 H10A 102.0 . . ?
C11 C10 C12 110.2(7) . . ?
C11 C10 C12A 117.7(9) . . ?
C12 C10 H10 108.0 . . ?
C12A C10 C9 114.4(7) . . ?
C12A C10 H10A 102.0 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O5 C13 C14 116.3(3) . . ?
O6 C13 O5 126.2(3) . . ?
O6 C13 C14 117.5(3) . . ?
O9 C14 C13 110.1(3) . . ?
O9 C14 H14 108.7 . . ?
O9 C14 C15 107.5(3) . . ?
C13 C14 H14 108.7 . . ?
C15 C14 C13 113.0(3) . . ?
C15 C14 H14 108.7 . . ?
O11 C15 C14 107.7(3) . . ?
O11 C15 H15 108.5 . . ?
O11 C15 C16 111.5(3) . . ?
C14 C15 H15 108.5 . . ?
C14 C15 C16 112.2(3) . . ?
C16 C15 H15 108.5 . . ?
O7 C16 O8 127.3(3) . . ?
O7 C16 C15 117.1(3) . . ?
O8 C16 C15 115.6(3) . . ?
O9 C17 C18 111.0(3) . . ?
O10 C17 O9 123.7(4) . . ?
O10 C17 C18 125.3(4) . . ?
C19 C18 C17 123.0(4) . . ?
C19 C18 C23 118.6(4) . . ?
C23 C18 C17 118.5(4) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.8(5) . . ?
C20 C19 H19 119.6 . . ?
C19 C20 H20 119.4 . . ?
C19 C20 C21 121.1(5) . . ?
C21 C20 H20 119.4 . . ?
C20 C21 C24 120.7(5) . . ?
C22 C21 C20 117.9(4) . . ?
C22 C21 C24 121.4(5) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 C21 121.2(5) . . ?
C23 C22 H22 119.4 . . ?
C18 C23 H23 119.8 . . ?
C22 C23 C18 120.4(5) . . ?
C22 C23 H23 119.8 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O11 C25 C26 112.1(3) . . ?
O12 C25 O11 123.6(4) . . ?
O12 C25 C26 124.2(4) . . ?
C27 C26 C25 118.5(4) . . ?
C31 C26 C25 123.3(4) . . ?
C31 C26 C27 118.2(4) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 C26 120.3(6) . . ?
C28 C27 H27 119.9 . . ?
C27 C28 H28 119.4 . . ?
C29 C28 C27 121.1(5) . . ?
C29 C28 H28 119.4 . . ?
C28 C29 C32 120.1(6) . . ?
C30 C29 C28 117.8(5) . . ?
C30 C29 C32 122.1(6) . . ?
C29 C30 H30 119.1 . . ?
C29 C30 C31 121.9(5) . . ?
C31 C30 H30 119.1 . . ?
C26 C31 C30 120.6(5) . . ?
C26 C31 H31 119.7 . . ?
C30 C31 H31 119.7 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O13 C33 C34 113.3(3) . . ?
O14 C33 O13 126.9(3) . . ?
O14 C33 C34 119.7(3) . . ?
O17 C34 C33 109.8(3) . . ?
O17 C34 H34 108.7 . . ?
O17 C34 C35 107.5(3) . . ?
C33 C34 H34 108.7 . . ?
C35 C34 C33 113.4(3) . . ?
C35 C34 H34 108.7 . . ?
O19 C35 C34 107.9(3) . . ?
O19 C35 H35 108.8 . . ?
O19 C35 C36 111.3(3) . . ?
C34 C35 H35 108.8 . . ?
C34 C35 C36 111.3(3) . . ?
C36 C35 H35 108.8 . . ?
O15 C36 O16 126.5(3) . . ?
O15 C36 C35 117.7(3) . . ?
O16 C36 C35 115.8(3) . . ?
O17 C37 C38 111.2(4) . . ?
O18 C37 O17 123.2(4) . . ?
O18 C37 C38 125.6(4) . . ?
C39 C38 C37 118.2(5) . . ?
C43 C38 C37 122.9(4) . . ?
C43 C38 C39 118.9(5) . . ?
C38 C39 H39 120.4 . . ?
C38 C39 C40 119.2(6) . . ?
C40 C39 H39 120.4 . . ?
C39 C40 H40 119.2 . . ?
C41 C40 C39 121.6(6) . . ?
C41 C40 H40 119.2 . . ?
C40 C41 C42 118.9(5) . . ?
C40 C41 C44 120.4(7) . . ?
C42 C41 C44 120.7(7) . . ?
C41 C42 H42 119.7 . . ?
C41 C42 C43 120.6(6) . . ?
C43 C42 H42 119.7 . . ?
C38 C43 C42 120.8(6) . . ?
C38 C43 H43 119.6 . . ?
C42 C43 H43 119.6 . . ?
C41 C44 H44A 109.5 . . ?
C41 C44 H44B 109.5 . . ?
C41 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
O19 C45 C46 111.5(4) . . ?
O20 C45 O19 122.7(4) . . ?
O20 C45 C46 125.9(4) . . ?
C47 C46 C45 118.0(5) . . ?
C51 C46 C45 123.0(4) . . ?
C51 C46 C47 119.0(5) . . ?
C46 C47 H47 119.9 . . ?
C48 C47 C46 120.1(6) . . ?
C48 C47 H47 119.9 . . ?
C47 C48 H48 119.2 . . ?
C49 C48 C47 121.6(6) . . ?
C49 C48 H48 119.2 . . ?
C48 C49 C50 118.4(5) . . ?
C48 C49 C52 121.9(7) . . ?
C50 C49 C52 119.7(7) . . ?
C49 C50 H50 119.7 . . ?
C51 C50 C49 120.6(7) . . ?
C51 C50 H50 119.7 . . ?
C46 C51 C50 120.1(6) . . ?
C46 C51 H51 119.9 . . ?
C50 C51 H51 119.9 . . ?
C49 C52 H52A 109.5 . . ?
C49 C52 H52B 109.5 . . ?
C49 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
O21 C53 H53A 109.5 . . ?
O21 C53 H53B 109.5 . . ?
O21 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C1 O1 H1 109.5 . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
O1 C1 C2 111.6(6) . . ?
O2 C1 O1 123.8(7) . . ?
O2 C1 C2 124.6(7) . . ?
N1 C2 C1 104.9(6) . . ?
N1 C2 H2 110.8 . . ?
N1 C2 C3 106.0(7) . . ?
C1 C2 H2 110.8 . . ?
C1 C2 C3 113.2(6) . . ?
C3 C2 H2 110.8 . . ?
C2 C3 H3A 109.4 . . ?
C2 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
C4 C3 C2 111.3(6) . . ?
C4 C3 H3A 109.4 . . ?
C4 C3 H3B 109.4 . . ?
C3 C4 H4 109.0 . . ?
C3 C4 C5 113.5(8) . . ?
C3 C4 C6 108.9(8) . . ?
C5 C4 H4 109.0 . . ?
C5 C4 C6 107.3(8) . . ?
C6 C4 H4 109.0 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C1A O1A H1AA 110.1 . . ?
H1AB N1A H1AC 109.5 . . ?
H1AB N1A H1AD 109.5 . . ?
H1AC N1A H1AD 109.5 . . ?
C2A N1A H1AB 109.5 . . ?
C2A N1A H1AC 109.5 . . ?
C2A N1A H1AD 109.5 . . ?
O1A C1A C2A 114.8(12) . . ?
O2A C1A O1A 128.3(17) . . ?
O2A C1A C2A 116.9(12) . . ?
N1A C2A C1A 113.9(17) . . ?
N1A C2A H2AA 108.9 . . ?
N1A C2A C3A 115.2(16) . . ?
C1A C2A H2AA 108.9 . . ?
C1A C2A C3A 100.6(9) . . ?
C3A C2A H2AA 108.9 . . ?
C2A C3A H3AA 108.8 . . ?
C2A C3A H3AB 108.8 . . ?
H3AA C3A H3AB 107.7 . . ?
C4A C3A C2A 113.7(12) . . ?
C4A C3A H3AA 108.8 . . ?
C4A C3A H3AB 108.8 . . ?
C3A C4A H4A 107.7 . . ?
C5A C4A C3A 110.8(11) . . ?
C5A C4A H4A 107.7 . . ?
C5A C4A C6A 112.6(12) . . ?
C6A C4A C3A 110.1(11) . . ?
C6A C4A H4A 107.7 . . ?
C4A C5A H5AA 109.5 . . ?
C4A C5A H5AB 109.5 . . ?
C4A C5A H5AC 109.5 . . ?
H5AA C5A H5AB 109.5 . . ?
H5AA C5A H5AC 109.5 . . ?
H5AB C5A H5AC 109.5 . . ?
C4A C6A H6AA 109.5 . . ?
C4A C6A H6AB 109.5 . . ?
C4A C6A H6AC 109.5 . . ?
H6AA C6A H6AB 109.5 . . ?
H6AA C6A H6AC 109.5 . . ?
H6AB C6A H6AC 109.5 . . ?
C10 C12A H12D 109.5 . . ?
C10 C12A H12E 109.5 . . ?
C10 C12A H12F 109.5 . . ?
H12D C12A H12E 109.5 . . ?
H12D C12A H12F 109.5 . . ?
H12E C12A H12F 109.5 . . ?
H23A O23 H23B 104.5 . . ?

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
O3 C7 C8 N2 162.9(4) . . . . ?
O3 C7 C8 C9 -70.0(6) . . . . ?
O4 C7 C8 N2 -17.2(8) . . . . ?
O4 C7 C8 C9 109.9(7) . . . . ?
O5 C13 C14 O9 33.3(4) . . . . ?
O5 C13 C14 C15 153.5(3) . . . . ?
O6 C13 C14 O9 -149.1(3) . . . . ?
O6 C13 C14 C15 -28.9(4) . . . . ?
O9 C14 C15 O11 55.0(3) . . . . ?
O9 C14 C15 C16 -68.1(3) . . . . ?
O9 C17 C18 C19 -6.7(5) . . . . ?
O9 C17 C18 C23 174.0(4) . . . . ?
O10 C17 C18 C19 172.3(4) . . . . ?
O10 C17 C18 C23 -7.0(6) . . . . ?
O11 C15 C16 O7 -158.8(3) . . . . ?
O11 C15 C16 O8 22.8(4) . . . . ?
O11 C25 C26 C27 176.8(5) . . . . ?
O11 C25 C26 C31 -2.2(6) . . . . ?
O12 C25 C26 C27 -1.6(7) . . . . ?
O12 C25 C26 C31 179.4(4) . . . . ?
O13 C33 C34 O17 39.0(4) . . . . ?
O13 C33 C34 C35 159.3(3) . . . . ?
O14 C33 C34 O17 -144.0(3) . . . . ?
O14 C33 C34 C35 -23.6(5) . . . . ?
O17 C34 C35 O19 54.6(3) . . . . ?
O17 C34 C35 C36 -67.8(3) . . . . ?
O17 C37 C38 C39 174.7(4) . . . . ?
O17 C37 C38 C43 -6.5(5) . . . . ?
O18 C37 C38 C39 -5.5(6) . . . . ?
O18 C37 C38 C43 173.4(4) . . . . ?
O19 C35 C36 O15 -162.2(3) . . . . ?
O19 C35 C36 O16 18.7(5) . . . . ?
O19 C45 C46 C47 173.6(4) . . . . ?
O19 C45 C46 C51 -5.8(6) . . . . ?
O20 C45 C46 C47 -6.4(7) . . . . ?
O20 C45 C46 C51 174.2(5) . . . . ?
N2 C8 C9 C10 56.1(6) . . . . ?
C7 C8 C9 C10 -69.3(7) . . . . ?
C8 C9 C10 C11 57.8(9) . . . . ?
C8 C9 C10 C12 -179.2(9) . . . . ?
C8 C9 C10 C12A -83.5(10) . . . . ?
C13 C14 C15 O11 -66.8(3) . . . . ?
C13 C14 C15 C16 170.2(3) . . . . ?
C14 O9 C17 O10 -5.6(5) . . . . ?
C14 O9 C17 C18 173.4(3) . . . . ?
C14 C15 C16 O7 -37.9(5) . . . . ?
C14 C15 C16 O8 143.7(3) . . . . ?
C15 O11 C25 O12 -6.6(5) . . . . ?
C15 O11 C25 C26 175.1(3) . . . . ?
C17 O9 C14 C13 -85.5(4) . . . . ?
C17 O9 C14 C15 151.0(3) . . . . ?
C17 C18 C19 C20 -179.0(4) . . . . ?
C17 C18 C23 C22 179.2(4) . . . . ?
C18 C19 C20 C21 -0.6(8) . . . . ?
C19 C18 C23 C22 -0.1(7) . . . . ?
C19 C20 C21 C22 0.8(8) . . . . ?
C19 C20 C21 C24 178.2(5) . . . . ?
C20 C21 C22 C23 -0.6(8) . . . . ?
C21 C22 C23 C18 0.3(8) . . . . ?
C23 C18 C19 C20 0.2(7) . . . . ?
C24 C21 C22 C23 -178.0(5) . . . . ?
C25 O11 C15 C14 155.1(3) . . . . ?
C25 O11 C15 C16 -81.4(4) . . . . ?
C25 C26 C27 C28 178.8(6) . . . . ?
C25 C26 C31 C30 -179.4(4) . . . . ?
C26 C27 C28 C29 1.9(12) . . . . ?
C27 C26 C31 C30 1.6(8) . . . . ?
C27 C28 C29 C30 -1.1(11) . . . . ?
C27 C28 C29 C32 179.8(7) . . . . ?
C28 C29 C30 C31 0.6(9) . . . . ?
C29 C30 C31 C26 -0.9(8) . . . . ?
C31 C26 C27 C28 -2.1(10) . . . . ?
C32 C29 C30 C31 179.7(6) . . . . ?
C33 C34 C35 O19 -67.0(3) . . . . ?
C33 C34 C35 C36 170.6(3) . . . . ?
C34 O17 C37 O18 -7.6(5) . . . . ?
C34 O17 C37 C38 172.3(3) . . . . ?
C34 C35 C36 O15 -41.8(4) . . . . ?
C34 C35 C36 O16 139.1(3) . . . . ?
C35 O19 C45 O20 -8.2(5) . . . . ?
C35 O19 C45 C46 171.8(3) . . . . ?
C37 O17 C34 C33 -94.2(4) . . . . ?
C37 O17 C34 C35 141.9(3) . . . . ?
C37 C38 C39 C40 179.2(5) . . . . ?
C37 C38 C43 C42 -179.3(4) . . . . ?
C38 C39 C40 C41 -0.7(9) . . . . ?
C39 C38 C43 C42 -0.4(7) . . . . ?
C39 C40 C41 C42 1.1(9) . . . . ?
C39 C40 C41 C44 179.2(5) . . . . ?
C40 C41 C42 C43 -1.2(8) . . . . ?
C41 C42 C43 C38 0.9(8) . . . . ?
C43 C38 C39 C40 0.4(8) . . . . ?
C44 C41 C42 C43 -179.3(5) . . . . ?
C45 O19 C35 C34 158.2(3) . . . . ?
C45 O19 C35 C36 -79.4(4) . . . . ?
C45 C46 C47 C48 -179.5(5) . . . . ?
C45 C46 C51 C50 179.5(6) . . . . ?
C46 C47 C48 C49 -0.9(9) . . . . ?
C47 C46 C51 C50 0.1(9) . . . . ?
C47 C48 C49 C50 1.6(10) . . . . ?
C47 C48 C49 C52 -178.0(6) . . . . ?
C48 C49 C50 C51 -1.5(11) . . . . ?
C49 C50 C51 C46 0.7(11) . . . . ?
C51 C46 C47 C48 0.0(8) . . . . ?
C52 C49 C50 C51 178.1(7) . . . . ?
O1 C1 C2 N1 63.6(6) . . . . ?
O1 C1 C2 C3 178.7(6) . . . . ?
O2 C1 C2 N1 -116.2(6) . . . . ?
O2 C1 C2 C3 -1.1(6) . . . . ?
N1 C2 C3 C4 -169.7(6) . . . . ?
C1 C2 C3 C4 75.8(7) . . . . ?
C2 C3 C4 C5 68.6(9) . . . . ?
C2 C3 C4 C6 -172.1(7) . . . . ?
O1A C1A C2A N1A 155.1(14) . . . . ?
O1A C1A C2A C3A -81.1(12) . . . . ?
O2A C1A C2A N1A -25.0(15) . . . . ?
O2A C1A C2A C3A 98.8(12) . . . . ?
N1A C2A C3A C4A -64(2) . . . . ?
C1A C2A C3A C4A 172.8(14) . . . . ?
C2A C3A C4A C5A -59(2) . . . . ?
C2A C3A C4A C6A 175.5(19) . . . . ?

_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 1.584
_oxdiff_exptl_absorpt_empirical_full_min 0.713

# start Validation Reply Form
_vrf_PLAT420_p20240514d          
;
PROBLEM: D-H Bond Without Acceptor  O3       --H3       .     Please Check 
RESPONSE: Because there is no other potential acceptor for the H3 present.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_p20240501c
_database_code_depnum_ccdc_archive 'CCDC 2387201'
loop_
_audit_author_name
_audit_author_address
'Linlin Shi'
;Tianjin University
China
;
_audit_update_record             
;
2024-09-27 deposited with the CCDC.	2024-12-10 downloaded from the CCDC.
;
_audit_creation_date             2024-05-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
'D-leucinium D-di-p-toluoyltartrate semihydrate'
_chemical_formula_moiety         '2(C20 H17 O8), 2(C6 H14 N O2), H2 O'
_chemical_formula_sum            'C52 H64 N2 O21'
_chemical_formula_weight         1053.05
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   27.9114(2)
_cell_length_b                   12.85360(10)
_cell_length_c                   15.90080(10)
_cell_angle_alpha                90
_cell_angle_beta                 106.0490(10)
_cell_angle_gamma                90
_cell_volume                     5482.27(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    41533
_cell_measurement_temperature    128.15
_cell_measurement_theta_max      78.7260
_cell_measurement_theta_min      3.2870
_shelx_estimated_absorpt_T_max   0.878
_shelx_estimated_absorpt_T_min   0.818
_exptl_absorpt_coefficient_mu    0.835
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.52304
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2232
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_unetI/netI     0.0150
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            48515
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.971
_diffrn_reflns_theta_min         2.892
_diffrn_ambient_temperature      128.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -25.00  94.00   0.50    0.50    --    5.00  57.00 120.00  238
  2  ω    -28.00  94.00   0.50    0.50    --    5.00  38.00-120.00  244
  3  ω    -82.00  41.00   0.50    0.50    --  -48.80  38.00   0.00  246
  4  ω    -82.00  41.00   0.50    0.50    --  -48.80  70.00  35.83  246
  5  ω    -83.00  41.00   0.50    0.50    --  -48.80  72.00-120.00  248
  6  ω    -79.00  41.00   0.50    0.50    --  -48.80  57.00-150.00  240
  7  ω    -79.00  41.00   0.50    0.50    --  -48.80  57.00  90.00  240
  8  ω   -199.00 -80.00   0.50    0.50    -- -110.00 -50.00-167.12  238
  9  ω   -199.00 -75.00   0.50    0.50    -- -110.00 -36.00 105.63  248
 10  ω   -144.00 -21.00   0.50    0.50    -- -110.00  72.00 120.00  246
 11  ω   -144.00 -21.00   0.50    0.50    -- -110.00  72.00  60.00  246
 12  ω   -144.00 -21.00   0.50    0.50    -- -110.00  72.00  30.00  246
 13  ω   -144.00 -21.00   0.50    0.50    -- -110.00  72.00  90.00  246
 14  ω   -144.00 -21.00   0.50    0.50    -- -110.00  72.00-180.00  246
 15  ω   -199.00 -80.00   0.50    0.50    -- -110.00 -57.00  30.00  238
 16  ω   -144.00 -21.00   0.50    0.50    -- -110.00  72.00 -60.00  246
 17  ω   -112.00 -85.00   0.50    0.50    -- -110.00 -68.00 -81.40   54
 18  ω   -120.00 -94.00   0.50    0.50    -- -110.00  72.00 -30.00   52
 19  ω   -139.00 -22.00   0.50    0.50    -- -110.00  72.00 -90.00  234
 20  ω   -199.00-117.00   0.50    0.50    -- -110.00 -53.00 -47.71  164
 21  ω   -160.00-104.00   0.50    0.50    -- -110.00 -57.00-150.00  112
 22  ω    -79.00 -53.00   0.50    0.50    -- -110.00  72.00-120.00   52
 23  ω   -101.00 -75.00   0.50    0.50    -- -110.00  72.00   0.00   52
 24  ω   -198.00-138.00   0.50    0.50    -- -110.00 -72.00   0.00  120
 25  ω   -115.00 -89.00   0.50    0.50    -- -110.00 -72.00   0.00   52
 26  ω   -198.00-110.00   0.50    0.50    -- -110.00 -42.00  81.94  176
 27  ω   -141.00 -80.00   0.50    0.50    -- -110.00  72.00-120.00  122
 28  ω   -198.00-151.00   0.50    0.50    -- -110.00 -68.00 -81.40   94
 29  ω    -61.00 -35.00   0.50    0.50    -- -110.00  72.00-150.00   52
 30  ω   -196.00-146.00   0.50    0.50    -- -110.00 -28.00 -14.19  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0237827000
_diffrn_orient_matrix_UB_12      -0.0923706000
_diffrn_orient_matrix_UB_13      -0.0585032000
_diffrn_orient_matrix_UB_21      -0.0522645000
_diffrn_orient_matrix_UB_22      0.0441264000
_diffrn_orient_matrix_UB_23      -0.0066773000
_diffrn_orient_matrix_UB_31      0.0017022000
_diffrn_orient_matrix_UB_32      0.0623589000
_diffrn_orient_matrix_UB_33      -0.0817966000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.841
_reflns_Friedel_fraction_full    0.960
_reflns_Friedel_fraction_max     0.914
_reflns_number_gt                11216
_reflns_number_total             11329
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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         0.284
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details 
;
 Flack x determined using 5004 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.07(4)
_refine_ls_extinction_coef       0.00012(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     700
_refine_ls_number_reflns         11329
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0385
_refine_ls_restrained_S_all      1.050
_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)+(0.0652P)²+3.0644P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1079
_refine_ls_wR_factor_ref         0.1081
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 O6-H6 = O14-H14
 0.85 with sigma of 0.01
3.a Free rotating group:
 O21(H21D,H21E)
3.b Ternary CH refined with riding coordinates:
 C9(H9), C11(H11), C29(H29), C31(H31), C42(H42), C44(H44), C48(H48), C50(H50)
3.c Secondary CH2 refined with riding coordinates:
 C43(H43A,H43B), C49(H49A,H49B)
3.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6A), C7(H7), C15(H15), C16(H16), C18(H18), C19(H19),
 C23(H23), C24(H24), C26(H26), C27(H27), C35(H35), C36(H36), C38(H38), C39(H39)
3.e Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C), C40(H40A,H40B,
 H40C), N1(H1D,H1E,H1F), C45(H45A,H45B,H45C), C46(H46A,H46B,H46C), N2(H2A,H2B,
 H2C), C51(H51A,H51B,H51C), C52(H52A,H52B,H52C)
3.f Idealised tetrahedral OH refined as rotating group:
 O18(H18A), O20(H20)
;
_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
O1 O 0.59040(7) 0.27360(14) 0.48399(12) 0.0336(4) Uani 1 1 d . . . . .
O2 O 0.62210(5) 0.43110(13) 0.52978(10) 0.0237(3) Uani 1 1 d . . . . .
O3 O 0.58745(7) 0.46818(14) 0.35912(11) 0.0309(4) Uani 1 1 d . . . . .
O4 O 0.54613(6) 0.60753(14) 0.38704(10) 0.0298(4) Uani 1 1 d . . . . .
O5 O 0.54053(7) 0.43980(14) 0.64709(11) 0.0311(4) Uani 1 1 d . . . . .
O6 O 0.58582(7) 0.57338(14) 0.71806(10) 0.0289(4) Uani 1 1 d D . . . .
H6 H 0.5836(15) 0.549(3) 0.7673(16) 0.059(12) Uiso 1 1 d D . . . .
O7 O 0.61503(5) 0.62640(12) 0.57994(10) 0.0229(3) Uani 1 1 d . . . . .
O8 O 0.57131(7) 0.76879(15) 0.59511(12) 0.0343(4) Uani 1 1 d . . . . .
C1 C 0.83242(11) 0.1954(3) 0.5993(2) 0.0529(8) Uani 1 1 d . . . . .
H1A H 0.853370 0.251352 0.587023 0.079 Uiso 1 1 calc R U . . .
H1B H 0.835410 0.133818 0.564722 0.079 Uiso 1 1 calc R U . . .
H1C H 0.843317 0.178025 0.661696 0.079 Uiso 1 1 calc R U . . .
C2 C 0.77866(10) 0.2308(3) 0.57519(18) 0.0397(6) Uani 1 1 d . . . . .
C3 C 0.74001(11) 0.1599(2) 0.5526(2) 0.0437(7) Uani 1 1 d . . . . .
H3 H 0.747371 0.087865 0.551001 0.052 Uiso 1 1 calc R U . . .
C4 C 0.69056(10) 0.1920(2) 0.5322(2) 0.0406(6) Uani 1 1 d . . . . .
H4 H 0.664529 0.141951 0.516889 0.049 Uiso 1 1 calc R U . . .
C5 C 0.67912(9) 0.2967(2) 0.53423(15) 0.0297(5) Uani 1 1 d . . . . .
C6 C 0.71777(10) 0.3689(2) 0.55573(19) 0.0385(6) Uani 1 1 d . . . . .
H6A H 0.710336 0.440962 0.556665 0.046 Uiso 1 1 calc R U . . .
C7 C 0.76706(10) 0.3365(3) 0.5758(2) 0.0442(7) Uani 1 1 d . . . . .
H7 H 0.793104 0.386533 0.590090 0.053 Uiso 1 1 calc R U . . .
C8 C 0.62602(8) 0.32951(19) 0.51261(14) 0.0257(4) Uani 1 1 d . . . . .
C9 C 0.57418(8) 0.48030(18) 0.49921(13) 0.0214(4) Uani 1 1 d . . . . .
H9 H 0.547494 0.427436 0.496366 0.026 Uiso 1 1 calc R U . . .
C10 C 0.56836(8) 0.52466(18) 0.40758(14) 0.0229(4) Uani 1 1 d . . . . .
C11 C 0.57092(7) 0.56380(18) 0.56434(13) 0.0214(4) Uani 1 1 d . . . . .
H11 H 0.541359 0.608680 0.537683 0.026 Uiso 1 1 calc R U . . .
C12 C 0.56525(7) 0.51917(18) 0.64996(14) 0.0216(4) Uani 1 1 d . . . . .
C13 C 0.61100(8) 0.72743(18) 0.59993(14) 0.0247(4) Uani 1 1 d . . . . .
C14 C 0.66008(9) 0.77970(19) 0.62777(15) 0.0279(5) Uani 1 1 d . . . . .
C15 C 0.70409(10) 0.7269(2) 0.63540(19) 0.0381(6) Uani 1 1 d . . . . .
H15 H 0.703419 0.654461 0.623388 0.046 Uiso 1 1 calc R U . . .
C16 C 0.74932(11) 0.7790(3) 0.6605(2) 0.0467(7) Uani 1 1 d . . . . .
H16 H 0.779401 0.742341 0.664396 0.056 Uiso 1 1 calc R U . . .
C17 C 0.75090(11) 0.8847(2) 0.68002(18) 0.0412(6) Uani 1 1 d . . . . .
C18 C 0.70713(12) 0.9366(2) 0.6733(2) 0.0466(7) Uani 1 1 d . . . . .
H18 H 0.707937 1.008658 0.686839 0.056 Uiso 1 1 calc R U . . .
C19 C 0.66153(11) 0.8854(2) 0.6468(2) 0.0403(6) Uani 1 1 d . . . . .
H19 H 0.631450 0.922574 0.641768 0.048 Uiso 1 1 calc R U . . .
C20 C 0.80056(12) 0.9400(3) 0.7072(2) 0.0565(9) Uani 1 1 d . . . . .
H20A H 0.822611 0.904454 0.757728 0.085 Uiso 1 1 calc R U . . .
H20B H 0.795536 1.012100 0.722880 0.085 Uiso 1 1 calc R U . . .
H20C H 0.815749 0.939338 0.658480 0.085 Uiso 1 1 calc R U . . .
O9 O 0.57578(6) 0.28473(14) -0.05484(11) 0.0306(4) Uani 1 1 d . . . . .
O10 O 0.61744(5) 0.41970(12) 0.02241(10) 0.0228(3) Uani 1 1 d . . . . .
O11 O 0.58849(6) 0.49104(13) -0.14201(10) 0.0268(3) Uani 1 1 d . . . . .
O12 O 0.53731(7) 0.60813(15) -0.10818(11) 0.0324(4) Uani 1 1 d . . . . .
O13 O 0.54356(7) 0.42877(15) 0.14436(11) 0.0330(4) Uani 1 1 d . . . . .
O14 O 0.59164(6) 0.55302(14) 0.22383(10) 0.0275(3) Uani 1 1 d D . . . .
H14 H 0.591(2) 0.532(5) 0.275(2) 0.12(2) Uiso 1 1 d D . . . .
O15 O 0.62159(5) 0.61459(13) 0.08602(10) 0.0239(3) Uani 1 1 d . . . . .
O16 O 0.58661(6) 0.75892(13) 0.12433(11) 0.0295(3) Uani 1 1 d . . . . .
C21 C 0.79889(15) 0.0904(4) 0.0853(3) 0.0705(12) Uani 1 1 d . . . . .
H21A H 0.791367 0.016589 0.072737 0.106 Uiso 1 1 calc R U . . .
H21B H 0.815732 0.099114 0.147726 0.106 Uiso 1 1 calc R U . . .
H21C H 0.820655 0.115340 0.050675 0.106 Uiso 1 1 calc R U . . .
C22 C 0.75087(12) 0.1523(3) 0.0618(2) 0.0495(8) Uani 1 1 d . . . . .
C23 C 0.70856(13) 0.1127(3) 0.0031(3) 0.0566(9) Uani 1 1 d . . . . .
H23 H 0.709691 0.045790 -0.021625 0.068 Uiso 1 1 calc R U . . .
C24 C 0.66489(11) 0.1689(2) -0.0201(2) 0.0469(7) Uani 1 1 d . . . . .
H24 H 0.636241 0.140617 -0.060690 0.056 Uiso 1 1 calc R U . . .
C25 C 0.66258(9) 0.2670(2) 0.01575(16) 0.0306(5) Uani 1 1 d . . . . .
C26 C 0.70431(10) 0.3072(3) 0.0746(2) 0.0455(7) Uani 1 1 d . . . . .
H26 H 0.703224 0.374187 0.099310 0.055 Uiso 1 1 calc R U . . .
C27 C 0.74797(11) 0.2492(3) 0.0977(2) 0.0550(9) Uani 1 1 d . . . . .
H27 H 0.776486 0.276814 0.139075 0.066 Uiso 1 1 calc R U . . .
C28 C 0.61425(8) 0.32248(18) -0.01021(14) 0.0251(4) Uani 1 1 d . . . . .
C29 C 0.57285(8) 0.48155(17) -0.00271(13) 0.0211(4) Uani 1 1 d . . . . .
H29 H 0.543730 0.434590 -0.006841 0.025 Uiso 1 1 calc R U . . .
C30 C 0.56597(8) 0.53323(18) -0.09168(13) 0.0218(4) Uani 1 1 d . . . . .
C31 C 0.57497(7) 0.55950(18) 0.06948(13) 0.0209(4) Uani 1 1 d . . . . .
H31 H 0.547083 0.610379 0.048803 0.025 Uiso 1 1 calc R U . . .
C32 C 0.56974(8) 0.50735(18) 0.15259(14) 0.0219(4) Uani 1 1 d . . . . .
C33 C 0.62315(8) 0.71180(18) 0.11915(14) 0.0247(4) Uani 1 1 d . . . . .
C34 C 0.67505(9) 0.7519(2) 0.14765(15) 0.0276(5) Uani 1 1 d . . . . .
C35 C 0.71618(10) 0.6878(2) 0.15400(19) 0.0384(6) Uani 1 1 d . . . . .
H35 H 0.711477 0.616774 0.137166 0.046 Uiso 1 1 calc R U . . .
C36 C 0.76391(10) 0.7277(3) 0.1849(2) 0.0427(6) Uani 1 1 d . . . . .
H36 H 0.791668 0.683087 0.189687 0.051 Uiso 1 1 calc R U . . .
C37 C 0.77217(10) 0.8312(2) 0.20885(17) 0.0371(6) Uani 1 1 d . . . . .
C38 C 0.73104(11) 0.8945(2) 0.2013(2) 0.0433(6) Uani 1 1 d . . . . .
H38 H 0.735890 0.965873 0.216789 0.052 Uiso 1 1 calc R U . . .
C39 C 0.68274(10) 0.8556(2) 0.17162(19) 0.0371(6) Uani 1 1 d . . . . .
H39 H 0.655043 0.900115 0.167747 0.045 Uiso 1 1 calc R U . . .
C40 C 0.82443(11) 0.8723(3) 0.2417(2) 0.0468(7) Uani 1 1 d . . . . .
H40A H 0.838378 0.883074 0.192168 0.070 Uiso 1 1 calc R U . . .
H40B H 0.845014 0.822117 0.282429 0.070 Uiso 1 1 calc R U . . .
H40C H 0.823972 0.938620 0.271910 0.070 Uiso 1 1 calc R U . . .
O17 O 0.42870(8) 0.8814(2) 0.64958(14) 0.0488(5) Uani 1 1 d . . . . .
O18 O 0.48819(8) 0.88404(17) 0.58343(13) 0.0418(4) Uani 1 1 d . . . . .
H18A H 0.517483 0.861652 0.593075 0.063 Uiso 1 1 calc R U . . .
N1 N 0.47810(7) 0.72488(16) 0.76130(13) 0.0269(4) Uani 1 1 d . . . . .
H1D H 0.462787 0.681093 0.717059 0.032 Uiso 1 1 calc R U . . .
H1E H 0.454777 0.756066 0.783018 0.032 Uiso 1 1 calc R U . . .
H1F H 0.499592 0.688096 0.804541 0.032 Uiso 1 1 calc R U . . .
C41 C 0.47016(10) 0.8585(2) 0.64979(16) 0.0316(5) Uani 1 1 d . . . . .
C42 C 0.50597(9) 0.80513(19) 0.72763(15) 0.0270(4) Uani 1 1 d . . . . .
H42 H 0.533925 0.772237 0.709201 0.032 Uiso 1 1 calc R U . . .
C43 C 0.52635(10) 0.8879(2) 0.79732(18) 0.0353(5) Uani 1 1 d . . . . .
H43A H 0.539478 0.946085 0.769464 0.042 Uiso 1 1 calc R U . . .
H43B H 0.498213 0.915366 0.817252 0.042 Uiso 1 1 calc R U . . .
C44 C 0.56718(12) 0.8534(2) 0.87760(19) 0.0439(7) Uani 1 1 d . . . . .
H44 H 0.554614 0.790564 0.901994 0.053 Uiso 1 1 calc R U . . .
C45 C 0.61447(15) 0.8230(6) 0.8571(3) 0.0952(18) Uani 1 1 d . . . . .
H45A H 0.607422 0.768495 0.812252 0.143 Uiso 1 1 calc R U . . .
H45B H 0.638364 0.796727 0.910238 0.143 Uiso 1 1 calc R U . . .
H45C H 0.628605 0.883784 0.835461 0.143 Uiso 1 1 calc R U . . .
C46 C 0.5752(2) 0.9388(3) 0.9468(3) 0.0798(14) Uani 1 1 d . . . . .
H46A H 0.585093 1.003289 0.923197 0.120 Uiso 1 1 calc R U . . .
H46B H 0.601503 0.917607 0.998731 0.120 Uiso 1 1 calc R U . . .
H46C H 0.544159 0.950490 0.962826 0.120 Uiso 1 1 calc R U . . .
O19 O 0.42347(7) 0.1971(2) 0.28480(16) 0.0532(6) Uani 1 1 d . . . . .
O20 O 0.48572(8) 0.1184(2) 0.38185(15) 0.0511(6) Uani 1 1 d . . . . .
H20 H 0.462640 0.092599 0.399659 0.077 Uiso 1 1 calc R U . . .
N2 N 0.48621(7) 0.32206(16) 0.22945(13) 0.0254(4) Uani 1 1 d . . . . .
H2A H 0.460638 0.302531 0.182914 0.031 Uiso 1 1 calc R U . . .
H2B H 0.510322 0.353546 0.209952 0.031 Uiso 1 1 calc R U . . .
H2C H 0.474738 0.367259 0.263449 0.031 Uiso 1 1 calc R U . . .
C47 C 0.46679(9) 0.1818(2) 0.31665(16) 0.0319(5) Uani 1 1 d . . . . .
C48 C 0.50723(8) 0.22923(19) 0.28149(16) 0.0268(4) Uani 1 1 d . . . . .
H48 H 0.536065 0.250407 0.331485 0.032 Uiso 1 1 calc R U . . .
C49 C 0.52448(10) 0.1482(2) 0.22574(19) 0.0348(5) Uani 1 1 d . . . . .
H49A H 0.533387 0.083971 0.260983 0.042 Uiso 1 1 calc R U . . .
H49B H 0.495860 0.131200 0.175025 0.042 Uiso 1 1 calc R U . . .
C50 C 0.56822(13) 0.1775(2) 0.1914(3) 0.0512(8) Uani 1 1 d . . . . .
H50 H 0.559276 0.242918 0.156548 0.061 Uiso 1 1 calc R U . . .
C51 C 0.61413(16) 0.1975(7) 0.2619(5) 0.127(3) Uani 1 1 d . . . . .
H51A H 0.609856 0.260508 0.293741 0.190 Uiso 1 1 calc R U . . .
H51B H 0.642095 0.207064 0.236550 0.190 Uiso 1 1 calc R U . . .
H51C H 0.620964 0.138240 0.302213 0.190 Uiso 1 1 calc R U . . .
C52 C 0.57612(19) 0.0927(3) 0.1299(3) 0.0743(13) Uani 1 1 d . . . . .
H52A H 0.587082 0.028711 0.163241 0.112 Uiso 1 1 calc R U . . .
H52B H 0.601615 0.115019 0.102024 0.112 Uiso 1 1 calc R U . . .
H52C H 0.544758 0.079601 0.084915 0.112 Uiso 1 1 calc R U . . .
O21 O 0.57594(8) 0.05886(17) 0.52914(13) 0.0417(4) Uani 1 1 d G . . . .
H21D H 0.565482 0.011056 0.491612 0.063 Uiso 1 1 d G U . . .
H21E H 0.580174 0.111007 0.499137 0.063 Uiso 1 1 d G 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 C8 1.209(3) . ?
O2 C8 1.345(3) . ?
O2 C9 1.437(2) . ?
O3 C10 1.277(3) . ?
O4 C10 1.231(3) . ?
O5 C12 1.225(3) . ?
O6 H6 0.861(14) . ?
O6 C12 1.282(3) . ?
O7 C11 1.434(2) . ?
O7 C13 1.349(3) . ?
O8 C13 1.212(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.512(4) . ?
C2 C3 1.382(5) . ?
C2 C7 1.397(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.390(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.386(4) . ?
C5 C6 1.392(4) . ?
C5 C8 1.487(3) . ?
C6 H6A 0.9500 . ?
C6 C7 1.388(4) . ?
C7 H7 0.9500 . ?
C9 H9 1.0000 . ?
C9 C10 1.531(3) . ?
C9 C11 1.512(3) . ?
C11 H11 1.0000 . ?
C11 C12 1.525(3) . ?
C13 C14 1.479(3) . ?
C14 C15 1.379(4) . ?
C14 C19 1.390(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.387(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.391(5) . ?
C17 C18 1.370(5) . ?
C17 C20 1.511(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.390(4) . ?
C19 H19 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
O9 C28 1.213(3) . ?
O10 C28 1.346(3) . ?
O10 C29 1.437(2) . ?
O11 C30 1.268(3) . ?
O12 C30 1.233(3) . ?
O13 C32 1.232(3) . ?
O14 H14 0.858(14) . ?
O14 C32 1.272(3) . ?
O15 C31 1.440(2) . ?
O15 C33 1.352(3) . ?
O16 C33 1.209(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C21 C22 1.514(4) . ?
C22 C23 1.384(5) . ?
C22 C27 1.382(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.376(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.393(4) . ?
C25 C26 1.378(4) . ?
C25 C28 1.480(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.388(4) . ?
C27 H27 0.9500 . ?
C29 H29 1.0000 . ?
C29 C30 1.526(3) . ?
C29 C31 1.512(3) . ?
C31 H31 1.0000 . ?
C31 C32 1.524(3) . ?
C33 C34 1.485(3) . ?
C34 C35 1.394(4) . ?
C34 C39 1.387(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.385(4) . ?
C36 H36 0.9500 . ?
C36 C37 1.385(4) . ?
C37 C38 1.385(4) . ?
C37 C40 1.503(4) . ?
C38 H38 0.9500 . ?
C38 C39 1.392(4) . ?
C39 H39 0.9500 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
O17 C41 1.193(3) . ?
O18 H18A 0.8400 . ?
O18 C41 1.330(3) . ?
N1 H1D 0.9100 . ?
N1 H1E 0.9100 . ?
N1 H1F 0.9100 . ?
N1 C42 1.478(3) . ?
C41 C42 1.522(3) . ?
C42 H42 1.0000 . ?
C42 C43 1.528(3) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C43 C44 1.523(4) . ?
C44 H44 1.0000 . ?
C44 C45 1.496(6) . ?
C44 C46 1.527(5) . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
O19 C47 1.191(3) . ?
O20 H20 0.8400 . ?
O20 C47 1.310(3) . ?
N2 H2A 0.9100 . ?
N2 H2B 0.9100 . ?
N2 H2C 0.9100 . ?
N2 C48 1.478(3) . ?
C47 C48 1.519(3) . ?
C48 H48 1.0000 . ?
C48 C49 1.529(3) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C49 C50 1.516(4) . ?
C50 H50 1.0000 . ?
C50 C51 1.473(7) . ?
C50 C52 1.520(5) . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
O21 H21D 0.8500 . ?
O21 H21E 0.8498 . ?

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
C8 O2 C9 118.62(17) . . ?
C12 O6 H6 116(3) . . ?
C13 O7 C11 117.22(17) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 121.0(3) . . ?
C3 C2 C7 118.5(2) . . ?
C7 C2 C1 120.4(3) . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.2(3) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 119.0(2) . . ?
C4 C5 C8 119.4(2) . . ?
C6 C5 C8 121.5(2) . . ?
C5 C6 H6A 119.7 . . ?
C7 C6 C5 120.5(3) . . ?
C7 C6 H6A 119.7 . . ?
C2 C7 H7 119.8 . . ?
C6 C7 C2 120.5(3) . . ?
C6 C7 H7 119.8 . . ?
O1 C8 O2 123.3(2) . . ?
O1 C8 C5 125.6(2) . . ?
O2 C8 C5 111.1(2) . . ?
O2 C9 H9 109.2 . . ?
O2 C9 C10 109.26(17) . . ?
O2 C9 C11 107.90(17) . . ?
C10 C9 H9 109.2 . . ?
C11 C9 H9 109.2 . . ?
C11 C9 C10 112.14(18) . . ?
O3 C10 C9 114.2(2) . . ?
O4 C10 O3 126.6(2) . . ?
O4 C10 C9 119.2(2) . . ?
O7 C11 C9 107.79(17) . . ?
O7 C11 H11 108.5 . . ?
O7 C11 C12 110.65(16) . . ?
C9 C11 H11 108.5 . . ?
C9 C11 C12 112.65(19) . . ?
C12 C11 H11 108.5 . . ?
O5 C12 O6 126.9(2) . . ?
O5 C12 C11 118.43(19) . . ?
O6 C12 C11 114.62(19) . . ?
O7 C13 C14 112.14(19) . . ?
O8 C13 O7 122.8(2) . . ?
O8 C13 C14 125.1(2) . . ?
C15 C14 C13 122.1(2) . . ?
C15 C14 C19 119.3(2) . . ?
C19 C14 C13 118.5(2) . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.4(3) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.4(3) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 C20 119.6(3) . . ?
C18 C17 C16 119.0(3) . . ?
C18 C17 C20 121.4(3) . . ?
C17 C18 H18 119.5 . . ?
C17 C18 C19 121.0(3) . . ?
C19 C18 H18 119.5 . . ?
C14 C19 C18 119.8(3) . . ?
C14 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C28 O10 C29 116.51(16) . . ?
C32 O14 H14 125(5) . . ?
C33 O15 C31 117.11(17) . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C22 C21 H21C 109.5 . . ?
C23 C22 C21 120.3(3) . . ?
C27 C22 C21 121.4(4) . . ?
C27 C22 C23 118.3(3) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 C22 121.0(3) . . ?
C24 C23 H23 119.5 . . ?
C23 C24 H24 119.9 . . ?
C23 C24 C25 120.2(3) . . ?
C25 C24 H24 119.9 . . ?
C24 C25 C28 117.6(2) . . ?
C26 C25 C24 119.5(3) . . ?
C26 C25 C28 122.9(2) . . ?
C25 C26 H26 120.2 . . ?
C25 C26 C27 119.6(3) . . ?
C27 C26 H26 120.2 . . ?
C22 C27 C26 121.5(3) . . ?
C22 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
O9 C28 O10 123.4(2) . . ?
O9 C28 C25 124.2(2) . . ?
O10 C28 C25 112.44(19) . . ?
O10 C29 H29 108.1 . . ?
O10 C29 C30 112.08(17) . . ?
O10 C29 C31 107.84(16) . . ?
C30 C29 H29 108.1 . . ?
C31 C29 H29 108.1 . . ?
C31 C29 C30 112.56(18) . . ?
O11 C30 C29 116.20(19) . . ?
O12 C30 O11 127.3(2) . . ?
O12 C30 C29 116.44(19) . . ?
O15 C31 C29 107.93(16) . . ?
O15 C31 H31 108.7 . . ?
O15 C31 C32 110.86(16) . . ?
C29 C31 H31 108.7 . . ?
C29 C31 C32 111.94(19) . . ?
C32 C31 H31 108.7 . . ?
O13 C32 O14 126.7(2) . . ?
O13 C32 C31 117.68(19) . . ?
O14 C32 C31 115.56(19) . . ?
O15 C33 C34 111.29(19) . . ?
O16 C33 O15 123.6(2) . . ?
O16 C33 C34 125.1(2) . . ?
C35 C34 C33 122.1(2) . . ?
C39 C34 C33 118.7(2) . . ?
C39 C34 C35 119.1(2) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 C34 119.9(3) . . ?
C36 C35 H35 120.0 . . ?
C35 C36 H36 119.2 . . ?
C35 C36 C37 121.6(3) . . ?
C37 C36 H36 119.2 . . ?
C36 C37 C40 120.3(3) . . ?
C38 C37 C36 118.0(2) . . ?
C38 C37 C40 121.7(3) . . ?
C37 C38 H38 119.3 . . ?
C37 C38 C39 121.3(3) . . ?
C39 C38 H38 119.3 . . ?
C34 C39 C38 120.0(3) . . ?
C34 C39 H39 120.0 . . ?
C38 C39 H39 120.0 . . ?
C37 C40 H40A 109.5 . . ?
C37 C40 H40B 109.5 . . ?
C37 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C41 O18 H18A 109.5 . . ?
H1D N1 H1E 109.5 . . ?
H1D N1 H1F 109.5 . . ?
H1E N1 H1F 109.5 . . ?
C42 N1 H1D 109.5 . . ?
C42 N1 H1E 109.5 . . ?
C42 N1 H1F 109.5 . . ?
O17 C41 O18 121.1(2) . . ?
O17 C41 C42 122.1(2) . . ?
O18 C41 C42 116.7(2) . . ?
N1 C42 C41 108.42(19) . . ?
N1 C42 H42 110.0 . . ?
N1 C42 C43 110.5(2) . . ?
C41 C42 H42 110.0 . . ?
C41 C42 C43 107.8(2) . . ?
C43 C42 H42 110.0 . . ?
C42 C43 H43A 108.1 . . ?
C42 C43 H43B 108.1 . . ?
H43A C43 H43B 107.3 . . ?
C44 C43 C42 116.6(2) . . ?
C44 C43 H43A 108.1 . . ?
C44 C43 H43B 108.1 . . ?
C43 C44 H44 107.4 . . ?
C43 C44 C46 108.7(3) . . ?
C45 C44 C43 113.2(3) . . ?
C45 C44 H44 107.4 . . ?
C45 C44 C46 112.5(4) . . ?
C46 C44 H44 107.4 . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
C44 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C44 C46 H46A 109.5 . . ?
C44 C46 H46B 109.5 . . ?
C44 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C47 O20 H20 109.5 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C48 N2 H2A 109.5 . . ?
C48 N2 H2B 109.5 . . ?
C48 N2 H2C 109.5 . . ?
O19 C47 O20 125.3(2) . . ?
O19 C47 C48 123.2(2) . . ?
O20 C47 C48 111.3(2) . . ?
N2 C48 C47 108.03(19) . . ?
N2 C48 H48 109.5 . . ?
N2 C48 C49 111.4(2) . . ?
C47 C48 H48 109.5 . . ?
C47 C48 C49 109.0(2) . . ?
C49 C48 H48 109.5 . . ?
C48 C49 H49A 108.1 . . ?
C48 C49 H49B 108.1 . . ?
H49A C49 H49B 107.3 . . ?
C50 C49 C48 117.0(2) . . ?
C50 C49 H49A 108.1 . . ?
C50 C49 H49B 108.1 . . ?
C49 C50 H50 107.8 . . ?
C49 C50 C52 109.1(3) . . ?
C51 C50 C49 112.7(4) . . ?
C51 C50 H50 107.8 . . ?
C51 C50 C52 111.4(4) . . ?
C52 C50 H50 107.8 . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
C50 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C50 C52 H52A 109.5 . . ?
C50 C52 H52B 109.5 . . ?
C50 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
H21D O21 H21E 104.5 . . ?

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
O2 C9 C10 O3 37.2(3) . . . . ?
O2 C9 C10 O4 -143.6(2) . . . . ?
O2 C9 C11 O7 50.2(2) . . . . ?
O2 C9 C11 C12 -72.1(2) . . . . ?
O7 C11 C12 O5 -156.29(19) . . . . ?
O7 C11 C12 O6 26.6(3) . . . . ?
O7 C13 C14 C15 -2.8(3) . . . . ?
O7 C13 C14 C19 177.3(2) . . . . ?
O8 C13 C14 C15 177.2(2) . . . . ?
O8 C13 C14 C19 -2.8(4) . . . . ?
C1 C2 C3 C4 178.6(3) . . . . ?
C1 C2 C7 C6 -178.5(3) . . . . ?
C2 C3 C4 C5 0.0(5) . . . . ?
C3 C2 C7 C6 1.2(5) . . . . ?
C3 C4 C5 C6 0.8(4) . . . . ?
C3 C4 C5 C8 -179.7(2) . . . . ?
C4 C5 C6 C7 -0.7(4) . . . . ?
C4 C5 C8 O1 -8.2(4) . . . . ?
C4 C5 C8 O2 171.3(2) . . . . ?
C5 C6 C7 C2 -0.3(4) . . . . ?
C6 C5 C8 O1 171.2(3) . . . . ?
C6 C5 C8 O2 -9.3(3) . . . . ?
C7 C2 C3 C4 -1.0(5) . . . . ?
C8 O2 C9 C10 -90.3(2) . . . . ?
C8 O2 C9 C11 147.58(19) . . . . ?
C8 C5 C6 C7 179.9(3) . . . . ?
C9 O2 C8 O1 -11.0(3) . . . . ?
C9 O2 C8 C5 169.56(17) . . . . ?
C9 C11 C12 O5 -35.5(3) . . . . ?
C9 C11 C12 O6 147.34(19) . . . . ?
C10 C9 C11 O7 -70.2(2) . . . . ?
C10 C9 C11 C12 167.48(16) . . . . ?
C11 O7 C13 O8 -8.8(3) . . . . ?
C11 O7 C13 C14 171.20(17) . . . . ?
C11 C9 C10 O3 156.79(19) . . . . ?
C11 C9 C10 O4 -24.1(3) . . . . ?
C13 O7 C11 C9 149.54(18) . . . . ?
C13 O7 C11 C12 -86.9(2) . . . . ?
C13 C14 C15 C16 179.1(3) . . . . ?
C13 C14 C19 C18 179.9(3) . . . . ?
C14 C15 C16 C17 1.3(5) . . . . ?
C15 C14 C19 C18 0.0(4) . . . . ?
C15 C16 C17 C18 -0.6(5) . . . . ?
C15 C16 C17 C20 -179.9(3) . . . . ?
C16 C17 C18 C19 -0.4(5) . . . . ?
C17 C18 C19 C14 0.7(5) . . . . ?
C19 C14 C15 C16 -1.0(4) . . . . ?
C20 C17 C18 C19 178.9(3) . . . . ?
O10 C29 C30 O11 22.3(3) . . . . ?
O10 C29 C30 O12 -161.08(19) . . . . ?
O10 C29 C31 O15 53.2(2) . . . . ?
O10 C29 C31 C32 -69.1(2) . . . . ?
O15 C31 C32 O13 -152.83(19) . . . . ?
O15 C31 C32 O14 30.0(3) . . . . ?
O15 C33 C34 C35 -11.4(3) . . . . ?
O15 C33 C34 C39 170.9(2) . . . . ?
O16 C33 C34 C35 168.7(2) . . . . ?
O16 C33 C34 C39 -9.0(4) . . . . ?
C21 C22 C23 C24 -178.8(4) . . . . ?
C21 C22 C27 C26 178.4(3) . . . . ?
C22 C23 C24 C25 -0.2(5) . . . . ?
C23 C22 C27 C26 -1.3(5) . . . . ?
C23 C24 C25 C26 -0.1(5) . . . . ?
C23 C24 C25 C28 -178.6(3) . . . . ?
C24 C25 C26 C27 -0.3(5) . . . . ?
C24 C25 C28 O9 6.2(4) . . . . ?
C24 C25 C28 O10 -174.7(2) . . . . ?
C25 C26 C27 C22 1.0(5) . . . . ?
C26 C25 C28 O9 -172.2(3) . . . . ?
C26 C25 C28 O10 6.8(3) . . . . ?
C27 C22 C23 C24 0.9(5) . . . . ?
C28 O10 C29 C30 -83.2(2) . . . . ?
C28 O10 C29 C31 152.41(18) . . . . ?
C28 C25 C26 C27 178.1(3) . . . . ?
C29 O10 C28 O9 -3.8(3) . . . . ?
C29 O10 C28 C25 177.13(18) . . . . ?
C29 C31 C32 O13 -32.2(3) . . . . ?
C29 C31 C32 O14 150.53(19) . . . . ?
C30 C29 C31 O15 -70.9(2) . . . . ?
C30 C29 C31 C32 166.79(16) . . . . ?
C31 O15 C33 O16 -10.2(3) . . . . ?
C31 O15 C33 C34 169.84(17) . . . . ?
C31 C29 C30 O11 144.05(19) . . . . ?
C31 C29 C30 O12 -39.3(3) . . . . ?
C33 O15 C31 C29 153.50(18) . . . . ?
C33 O15 C31 C32 -83.6(2) . . . . ?
C33 C34 C35 C36 -176.9(2) . . . . ?
C33 C34 C39 C38 177.9(3) . . . . ?
C34 C35 C36 C37 -0.9(5) . . . . ?
C35 C34 C39 C38 0.1(4) . . . . ?
C35 C36 C37 C38 0.1(4) . . . . ?
C35 C36 C37 C40 -179.7(3) . . . . ?
C36 C37 C38 C39 0.7(4) . . . . ?
C37 C38 C39 C34 -0.9(5) . . . . ?
C39 C34 C35 C36 0.7(4) . . . . ?
C40 C37 C38 C39 -179.4(3) . . . . ?
O17 C41 C42 N1 41.5(3) . . . . ?
O17 C41 C42 C43 -78.1(3) . . . . ?
O18 C41 C42 N1 -142.2(2) . . . . ?
O18 C41 C42 C43 98.1(3) . . . . ?
N1 C42 C43 C44 67.8(3) . . . . ?
C41 C42 C43 C44 -173.9(2) . . . . ?
C42 C43 C44 C45 65.4(4) . . . . ?
C42 C43 C44 C46 -168.8(3) . . . . ?
O19 C47 C48 N2 21.6(4) . . . . ?
O19 C47 C48 C49 -99.6(3) . . . . ?
O20 C47 C48 N2 -162.3(2) . . . . ?
O20 C47 C48 C49 76.5(3) . . . . ?
N2 C48 C49 C50 66.3(3) . . . . ?
C47 C48 C49 C50 -174.6(3) . . . . ?
C48 C49 C50 C51 61.8(5) . . . . ?
C48 C49 C50 C52 -173.9(3) . . . . ?

_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 1.790
_oxdiff_exptl_absorpt_empirical_full_min 0.798
