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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
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data_p20180927a
_database_code_depnum_ccdc_archive 'CCDC 1886770'
_audit_update_record             
;
2018-12-21 deposited with the CCDC.	2020-08-17 downloaded from the CCDC.
;
_audit_creation_date             2018-09-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H36 N2 O6, 2(H2 O)'
_chemical_formula_sum            'C25 H40 N2 O8'
_chemical_formula_weight         496.59
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C25H36N2O6
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                   10.65993(6)
_cell_length_b                   11.44033(5)
_cell_length_c                   11.66689(6)
_cell_angle_alpha                90
_cell_angle_beta                 113.2519(6)
_cell_angle_gamma                90
_cell_volume                     1307.249(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    25290
_cell_measurement_temperature    294.15
_cell_measurement_theta_max      78.6510
_cell_measurement_theta_min      3.8710
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.773
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64811
_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    1.262
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_av_unetI/netI     0.0117
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            31811
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.962
_diffrn_reflns_theta_min         4.124
_diffrn_ambient_temperature      294.15
_diffrn_detector                 PILT
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -84.00  37.00   0.50    0.50    --    5.00 -66.00  -9.00  242
  2  ω   -139.00 -17.00   0.50    0.50    --  -49.30 -66.00  -9.00  244
  3  ω   -142.00 -21.00   0.50    0.50    -- -110.00  66.00 125.00  242
  4  ω   -199.00 -78.00   0.50    0.50    -- -110.00 -66.00  -9.00  242
  5  ω    -27.00  94.00   0.50    0.50    --    5.00  66.00 125.00  242
  6  ω    -25.00  94.00   0.50    0.50    --    5.00  57.00-180.00  238
  7  ω   -139.00 -19.00   0.50    0.50    --  -49.30 -48.00  42.15  240
  8  ω   -139.00 -17.00   0.50    0.50    --  -49.30 -41.00-140.73  244
  9  ω    -83.00  40.00   0.50    0.50    --  -49.30  71.00-173.57  246
 10  ω   -199.00 -79.00   0.50    0.50    -- -110.00 -62.00  56.71  240
 11  ω   -199.00 -78.00   0.50    0.50    -- -110.00 -42.00-178.95  242
 12  ω   -199.00 -80.00   0.50    0.50    -- -110.00 -57.00  78.80  238
 13  ω   -140.00 -21.00   0.50    0.50    -- -110.00  57.00-120.00  238
 14  ω   -199.00 -77.00   0.50    0.50    -- -110.00 -38.00-150.00  244
 15  ω   -199.00 -52.00   0.50    0.50    -- -110.00 -19.00 -90.00  294
 16  ω   -199.00 -76.00   0.50    0.50    -- -110.00 -72.00  13.81  246
 17  ω   -199.00 -79.00   0.50    0.50    -- -110.00 -44.00-104.60  240
 18  ω   -199.00 -78.00   0.50    0.50    -- -110.00 -64.00 119.57  242
 19  ω   -199.00 -76.00   0.50    0.50    -- -110.00 -72.00  52.85  246
 20  ω   -199.00 -78.00   0.50    0.50    -- -110.00 -64.00 -38.53  242
 21  ω   -199.00 -76.00   0.50    0.50    -- -110.00 -72.00 -90.00  246
 22  ω   -199.00 -79.00   0.50    0.50    -- -110.00 -45.00  51.74  240
 23  ω   -199.00 -52.00   0.50    0.50    -- -110.00 -19.00 -90.00  294
 24  ω   -140.00 -21.00   0.50    0.50    -- -110.00  57.00 150.00  238
 25  ω   -199.00 -80.00   0.50    0.50    -- -110.00 -57.00-150.00  238
 26  ω   -199.00 -80.00   0.50    0.50    -- -110.00 -48.00-115.50  238
 27  ω   -139.00 -18.00   0.50    0.50    --  -49.30 -45.00 122.53  242
 28  ω   -139.00 -15.00   0.50    0.50    --  -49.30 -72.00 -72.00  248
 29  ω    -80.00  40.00   0.50    0.50    --  -49.30  57.00  30.00  240
 30  ω    -83.00  40.00   0.50    0.50    --  -49.30  38.00   0.00  246
;
_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      0.0043408000
_diffrn_orient_matrix_UB_12      0.0537829000
_diffrn_orient_matrix_UB_13      -0.1194611000
_diffrn_orient_matrix_UB_21      0.1105794000
_diffrn_orient_matrix_UB_22      0.0867386000
_diffrn_orient_matrix_UB_23      0.0797345000
_diffrn_orient_matrix_UB_31      0.1117493000
_diffrn_orient_matrix_UB_32      -0.0878649000
_diffrn_orient_matrix_UB_33      0.0056265000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.888
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.980
_reflns_number_gt                5505
_reflns_number_total             5591
_reflns_odcompleteness_completeness 100.00
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.156
_refine_diff_density_min         -0.140
_refine_diff_density_rms         0.024
_refine_ls_abs_structure_details 
;
 Flack x determined using 2534 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(3)
_refine_ls_extinction_coef       0.0089(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         5591
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0320
_refine_ls_restrained_S_all      1.045
_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)+(0.0532P)²+0.1064P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0908
_refine_ls_wR_factor_ref         0.0911
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Free rotating group:
 O7(H7C,H7D), O8(H8A,H8B)
2.b Ternary CH refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C14(H14)
2.c Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C12(H12A,H12B), C13(H13A,H13B), C16(H16A,H16B), C17(H17A,H17B),
 C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B)
2.d Aromatic/amide H refined with riding coordinates:
 C9(H9)
2.e Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C25(H25A,H25B,H25C)
;
_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 0.31856(15) 0.35676(11) 0.08960(14) 0.0576(3) Uani 1 1 d . . . . .
O2 O 0.2692(2) 0.23444(14) 0.2128(2) 0.0843(6) Uani 1 1 d . . . . .
O3 O 0.55236(15) 0.45178(12) 0.04713(15) 0.0581(4) Uani 1 1 d . . . . .
O4 O 0.71370(16) 0.6470(2) 0.34291(15) 0.0797(6) Uani 1 1 d . . . . .
O5 O 0.5926(2) 0.6425(3) 0.46082(19) 0.1198(11) Uani 1 1 d . . . . .
O6 O 0.1345(2) 0.87988(19) -0.0123(2) 0.0936(7) Uani 1 1 d . . . . .
N1 N 0.19299(16) 0.54984(15) 0.39061(15) 0.0509(4) Uani 1 1 d . . . . .
N2 N 0.19112(18) 0.68278(17) 0.60032(16) 0.0566(4) Uani 1 1 d . . . . .
C1 C 0.2907(2) 0.33271(17) 0.1903(2) 0.0579(5) Uani 1 1 d . . . . .
C2 C 0.2934(2) 0.44407(16) 0.26140(19) 0.0503(4) Uani 1 1 d . . . . .
H2 H 0.3859 0.4537 0.3254 0.060 Uiso 1 1 calc R . . . .
C3 C 0.27063(16) 0.53898(14) 0.16128(16) 0.0420(3) Uani 1 1 d . . . . .
H3 H 0.3177 0.6114 0.1994 0.050 Uiso 1 1 calc R . . . .
C4 C 0.33867(18) 0.48259(15) 0.08099(17) 0.0452(4) Uani 1 1 d . . . . .
H4 H 0.2927 0.5084 -0.0058 0.054 Uiso 1 1 calc R . . . .
C5 C 0.49018(18) 0.50223(16) 0.12522(18) 0.0464(4) Uani 1 1 d . . . . .
H5 H 0.5422 0.4933 0.2152 0.056 Uiso 1 1 calc R . . . .
C6 C 0.55388(18) 0.57814(16) 0.06048(18) 0.0465(4) Uani 1 1 d . . . . .
C7 C 0.69593(19) 0.6270(2) 0.1307(2) 0.0594(5) Uani 1 1 d . . . . .
H7A H 0.7579 0.5620 0.1654 0.071 Uiso 1 1 calc R . . . .
H7B H 0.7245 0.6663 0.0714 0.071 Uiso 1 1 calc R . . . .
C8 C 0.7110(2) 0.7116(2) 0.2352(2) 0.0644(6) Uani 1 1 d . . . . .
H8 H 0.7975 0.7537 0.2580 0.077 Uiso 1 1 calc R . . . .
C9 C 0.5995(2) 0.7979(2) 0.2120(2) 0.0606(5) Uani 1 1 d . . . . .
H9 H 0.5741 0.8546 0.1499 0.073 Uiso 1 1 calc R . . . .
C10 C 0.5412(2) 0.7825(2) 0.2926(2) 0.0673(6) Uani 1 1 d . . . . .
C11 C 0.6142(3) 0.6857(3) 0.3759(2) 0.0809(8) Uani 1 1 d . . . . .
C12 C 0.4246(3) 0.8444(3) 0.3068(3) 0.0812(8) Uani 1 1 d . . . . .
H12A H 0.4609 0.8960 0.3784 0.097 Uiso 1 1 calc R . . . .
H12B H 0.3678 0.7868 0.3244 0.097 Uiso 1 1 calc R . . . .
C13 C 0.3355(3) 0.9156(2) 0.1943(4) 0.0908(10) Uani 1 1 d . . . . .
H13A H 0.2712 0.9614 0.2156 0.109 Uiso 1 1 calc R . . . .
H13B H 0.3923 0.9693 0.1714 0.109 Uiso 1 1 calc R . . . .
C14 C 0.2583(2) 0.8377(2) 0.0847(2) 0.0660(6) Uani 1 1 d . . . . .
H14 H 0.3166 0.7918 0.0544 0.079 Uiso 1 1 calc R . . . .
C15 C 0.1266(2) 0.7820(2) 0.0644(2) 0.0578(5) Uani 1 1 d . . . . .
C16 C 0.0917(2) 0.6676(2) -0.00380(19) 0.0651(6) Uani 1 1 d . . . . .
H16A H 0.1447 0.6595 -0.0545 0.078 Uiso 1 1 calc R . . . .
H16B H -0.0041 0.6682 -0.0595 0.078 Uiso 1 1 calc R . . . .
C17 C 0.11897(18) 0.56261(19) 0.0828(2) 0.0566(5) Uani 1 1 d . . . . .
H17A H 0.0795 0.4938 0.0331 0.068 Uiso 1 1 calc R . . . .
H17B H 0.0727 0.5747 0.1387 0.068 Uiso 1 1 calc R . . . .
C18 C 0.4709(2) 0.64250(18) -0.05764(18) 0.0527(4) Uani 1 1 d . . . . .
H18A H 0.5194 0.6435 -0.1117 0.079 Uiso 1 1 calc GR . . . .
H18B H 0.4556 0.7213 -0.0378 0.079 Uiso 1 1 calc GR . . . .
H18C H 0.3848 0.6038 -0.0988 0.079 Uiso 1 1 calc GR . . . .
C19 C 0.0539(2) 0.8084(2) 0.1491(2) 0.0656(6) Uani 1 1 d . . . . .
H19A H 0.0690 0.8886 0.1751 0.098 Uiso 1 1 calc GR . . . .
H19B H 0.0886 0.7585 0.2210 0.098 Uiso 1 1 calc GR . . . .
H19C H -0.0422 0.7949 0.1051 0.098 Uiso 1 1 calc GR . . . .
C20 C 0.1946(2) 0.43996(19) 0.3270(2) 0.0588(5) Uani 1 1 d . . . . .
H20A H 0.1033 0.4236 0.2660 0.071 Uiso 1 1 calc R . . . .
H20B H 0.2208 0.3768 0.3874 0.071 Uiso 1 1 calc R . . . .
C21 C 0.31418(19) 0.5637(2) 0.5059(2) 0.0560(5) Uani 1 1 d . . . . .
H21A H 0.3951 0.5614 0.4872 0.067 Uiso 1 1 calc R . . . .
H21B H 0.3195 0.4993 0.5617 0.067 Uiso 1 1 calc R . . . .
C22 C 0.3107(2) 0.6780(2) 0.5700(2) 0.0605(5) Uani 1 1 d . . . . .
H22A H 0.3926 0.6852 0.6458 0.073 Uiso 1 1 calc R . . . .
H22B H 0.3087 0.7428 0.5156 0.073 Uiso 1 1 calc R . . . .
C23 C 0.0691(2) 0.6695(3) 0.4860(2) 0.0654(6) Uani 1 1 d . . . . .
H23A H 0.0628 0.7343 0.4304 0.079 Uiso 1 1 calc R . . . .
H23B H -0.0112 0.6710 0.5057 0.079 Uiso 1 1 calc R . . . .
C24 C 0.0728(2) 0.5560(2) 0.4214(2) 0.0618(5) Uani 1 1 d . . . . .
H24A H 0.0742 0.4910 0.4754 0.074 Uiso 1 1 calc R . . . .
H24B H -0.0091 0.5492 0.3456 0.074 Uiso 1 1 calc R . . . .
C25 C 0.1863(3) 0.7912(3) 0.6649(3) 0.0811(7) Uani 1 1 d . . . . .
H25A H 0.2656 0.7961 0.7416 0.122 Uiso 1 1 calc GR . . . .
H25B H 0.1056 0.7919 0.6825 0.122 Uiso 1 1 calc GR . . . .
H25C H 0.1846 0.8568 0.6129 0.122 Uiso 1 1 calc GR . . . .
O7 O 0.1401(2) 0.0852(3) 0.3369(2) 0.0963(7) Uani 1 1 d . . . . .
H7C H 0.1744 0.1316 0.3001 0.144 Uiso 1 1 d G . . . .
H7D H 0.2021 0.0774 0.4097 0.144 Uiso 1 1 d G . . . .
O8 O 0.14661(18) 0.49519(18) 0.75152(17) 0.0752(5) Uani 1 1 d . . . . .
H8A H 0.1669 0.5378 0.7016 0.113 Uiso 1 1 d G . . . .
H8B H 0.0636 0.5113 0.7356 0.113 Uiso 1 1 d G . . . .


_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 C1 1.349(3) . ?
O1 C4 1.465(2) . ?
O2 C1 1.197(3) . ?
O3 C5 1.442(2) . ?
O3 C6 1.453(2) . ?
O4 C8 1.448(3) . ?
O4 C11 1.339(4) . ?
O5 C11 1.208(3) . ?
O6 C14 1.441(3) . ?
O6 C15 1.456(3) . ?
N1 C20 1.463(3) . ?
N1 C21 1.460(3) . ?
N1 C24 1.463(2) . ?
N2 C22 1.453(3) . ?
N2 C23 1.458(3) . ?
N2 C25 1.462(3) . ?
C1 C2 1.514(3) . ?
C2 H2 0.9800 . ?
C2 C3 1.542(2) . ?
C2 C20 1.528(3) . ?
C3 H3 0.9800 . ?
C3 C4 1.535(2) . ?
C3 C17 1.535(2) . ?
C4 H4 0.9800 . ?
C4 C5 1.506(2) . ?
C5 H5 0.9800 . ?
C5 C6 1.480(3) . ?
C6 C7 1.515(3) . ?
C6 C18 1.504(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.515(4) . ?
C8 H8 0.9800 . ?
C8 C9 1.486(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.327(3) . ?
C10 C11 1.476(4) . ?
C10 C12 1.496(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.519(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.509(4) . ?
C14 H14 0.9800 . ?
C14 C15 1.473(3) . ?
C15 C16 1.501(4) . ?
C15 C19 1.507(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.522(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.514(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.509(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
O7 H7C 0.8501 . ?
O7 H7D 0.8502 . ?
O8 H8A 0.8501 . ?
O8 H8B 0.8500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C4 110.40(14) . . ?
C5 O3 C6 61.49(12) . . ?
C11 O4 C8 109.5(2) . . ?
C14 O6 C15 61.12(14) . . ?
C21 N1 C20 112.19(17) . . ?
C21 N1 C24 108.10(15) . . ?
C24 N1 C20 110.63(17) . . ?
C22 N2 C23 108.98(17) . . ?
C22 N2 C25 111.7(2) . . ?
C23 N2 C25 111.10(19) . . ?
O1 C1 C2 110.02(15) . . ?
O2 C1 O1 120.6(2) . . ?
O2 C1 C2 129.4(2) . . ?
C1 C2 H2 107.9 . . ?
C1 C2 C3 102.37(16) . . ?
C1 C2 C20 112.37(16) . . ?
C3 C2 H2 107.9 . . ?
C20 C2 H2 107.9 . . ?
C20 C2 C3 117.86(16) . . ?
C2 C3 H3 110.6 . . ?
C4 C3 C2 101.26(13) . . ?
C4 C3 H3 110.6 . . ?
C17 C3 C2 112.93(15) . . ?
C17 C3 H3 110.6 . . ?
C17 C3 C4 110.49(15) . . ?
O1 C4 C3 104.72(14) . . ?
O1 C4 H4 109.9 . . ?
O1 C4 C5 106.82(14) . . ?
C3 C4 H4 109.9 . . ?
C5 C4 C3 115.44(14) . . ?
C5 C4 H4 109.9 . . ?
O3 C5 C4 114.98(16) . . ?
O3 C5 H5 115.4 . . ?
O3 C5 C6 59.64(11) . . ?
C4 C5 H5 115.4 . . ?
C6 C5 C4 123.98(16) . . ?
C6 C5 H5 115.4 . . ?
O3 C6 C5 58.88(11) . . ?
O3 C6 C7 113.01(15) . . ?
O3 C6 C18 114.28(16) . . ?
C5 C6 C7 120.16(17) . . ?
C5 C6 C18 122.19(15) . . ?
C18 C6 C7 114.54(16) . . ?
C6 C7 H7A 108.3 . . ?
C6 C7 H7B 108.3 . . ?
H7A C7 H7B 107.4 . . ?
C8 C7 C6 115.86(17) . . ?
C8 C7 H7A 108.3 . . ?
C8 C7 H7B 108.3 . . ?
O4 C8 C7 109.4(2) . . ?
O4 C8 H8 108.8 . . ?
O4 C8 C9 103.7(2) . . ?
C7 C8 H8 108.8 . . ?
C9 C8 C7 117.05(18) . . ?
C9 C8 H8 108.8 . . ?
C8 C9 H9 124.9 . . ?
C10 C9 C8 110.3(2) . . ?
C10 C9 H9 124.9 . . ?
C9 C10 C11 107.1(2) . . ?
C9 C10 C12 131.1(3) . . ?
C11 C10 C12 121.8(2) . . ?
O4 C11 C10 109.3(2) . . ?
O5 C11 O4 122.0(3) . . ?
O5 C11 C10 128.7(3) . . ?
C10 C12 H12A 108.5 . . ?
C10 C12 H12B 108.5 . . ?
C10 C12 C13 114.9(2) . . ?
H12A C12 H12B 107.5 . . ?
C13 C12 H12A 108.5 . . ?
C13 C12 H12B 108.5 . . ?
C12 C13 H13A 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C14 C13 C12 111.16(19) . . ?
C14 C13 H13A 109.4 . . ?
C14 C13 H13B 109.4 . . ?
O6 C14 C13 119.4(2) . . ?
O6 C14 H14 114.3 . . ?
O6 C14 C15 59.92(15) . . ?
C13 C14 H14 114.3 . . ?
C15 C14 C13 123.9(2) . . ?
C15 C14 H14 114.3 . . ?
O6 C15 C14 58.96(15) . . ?
O6 C15 C16 114.05(19) . . ?
O6 C15 C19 114.70(17) . . ?
C14 C15 C16 118.91(18) . . ?
C14 C15 C19 120.8(2) . . ?
C16 C15 C19 116.0(2) . . ?
C15 C16 H16A 108.9 . . ?
C15 C16 H16B 108.9 . . ?
C15 C16 C17 113.22(16) . . ?
H16A C16 H16B 107.7 . . ?
C17 C16 H16A 108.9 . . ?
C17 C16 H16B 108.9 . . ?
C3 C17 H17A 108.6 . . ?
C3 C17 H17B 108.6 . . ?
C16 C17 C3 114.53(16) . . ?
C16 C17 H17A 108.6 . . ?
C16 C17 H17B 108.6 . . ?
H17A C17 H17B 107.6 . . ?
C6 C18 H18A 109.5 . . ?
C6 C18 H18B 109.5 . . ?
C6 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N1 C20 C2 112.08(16) . . ?
N1 C20 H20A 109.2 . . ?
N1 C20 H20B 109.2 . . ?
C2 C20 H20A 109.2 . . ?
C2 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
N1 C21 H21A 109.4 . . ?
N1 C21 H21B 109.4 . . ?
N1 C21 C22 111.34(17) . . ?
H21A C21 H21B 108.0 . . ?
C22 C21 H21A 109.4 . . ?
C22 C21 H21B 109.4 . . ?
N2 C22 C21 110.33(18) . . ?
N2 C22 H22A 109.6 . . ?
N2 C22 H22B 109.6 . . ?
C21 C22 H22A 109.6 . . ?
C21 C22 H22B 109.6 . . ?
H22A C22 H22B 108.1 . . ?
N2 C23 H23A 109.5 . . ?
N2 C23 H23B 109.5 . . ?
N2 C23 C24 110.90(18) . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
N1 C24 C23 111.21(19) . . ?
N1 C24 H24A 109.4 . . ?
N1 C24 H24B 109.4 . . ?
C23 C24 H24A 109.4 . . ?
C23 C24 H24B 109.4 . . ?
H24A C24 H24B 108.0 . . ?
N2 C25 H25A 109.5 . . ?
N2 C25 H25B 109.5 . . ?
N2 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
H7C O7 H7D 104.5 . . ?
H8A O8 H8B 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
O1 C1 C2 C3 21.6(2) . . . . ?
O1 C1 C2 C20 148.98(18) . . . . ?
O1 C4 C5 O3 65.78(19) . . . . ?
O1 C4 C5 C6 134.76(18) . . . . ?
O2 C1 C2 C3 -159.0(3) . . . . ?
O2 C1 C2 C20 -31.5(4) . . . . ?
O3 C5 C6 C7 -100.21(19) . . . . ?
O3 C5 C6 C18 100.8(2) . . . . ?
O3 C6 C7 C8 -131.08(19) . . . . ?
O4 C8 C9 C10 -2.2(2) . . . . ?
O6 C14 C15 C16 102.2(2) . . . . ?
O6 C14 C15 C19 -102.1(2) . . . . ?
O6 C15 C16 C17 165.34(17) . . . . ?
N1 C21 C22 N2 59.7(2) . . . . ?
N2 C23 C24 N1 -58.8(2) . . . . ?
C1 O1 C4 C3 -19.6(2) . . . . ?
C1 O1 C4 C5 103.30(18) . . . . ?
C1 C2 C3 C4 -31.34(17) . . . . ?
C1 C2 C3 C17 86.82(18) . . . . ?
C1 C2 C20 N1 -177.31(18) . . . . ?
C2 C3 C4 O1 31.36(16) . . . . ?
C2 C3 C4 C5 -85.77(17) . . . . ?
C2 C3 C17 C16 171.40(16) . . . . ?
C3 C2 C20 N1 -58.7(2) . . . . ?
C3 C4 C5 O3 -178.27(14) . . . . ?
C3 C4 C5 C6 -109.3(2) . . . . ?
C4 O1 C1 O2 179.0(2) . . . . ?
C4 O1 C1 C2 -1.4(2) . . . . ?
C4 C3 C17 C16 -76.0(2) . . . . ?
C4 C5 C6 O3 -101.26(19) . . . . ?
C4 C5 C6 C7 158.52(17) . . . . ?
C4 C5 C6 C18 -0.5(3) . . . . ?
C5 O3 C6 C7 112.41(19) . . . . ?
C5 O3 C6 C18 -114.23(17) . . . . ?
C5 C6 C7 C8 -64.8(2) . . . . ?
C6 O3 C5 C4 116.21(17) . . . . ?
C6 C7 C8 O4 77.0(2) . . . . ?
C6 C7 C8 C9 -40.5(3) . . . . ?
C7 C8 C9 C10 118.4(2) . . . . ?
C8 O4 C11 O5 177.4(3) . . . . ?
C8 O4 C11 C10 -1.7(3) . . . . ?
C8 C9 C10 C11 1.2(2) . . . . ?
C8 C9 C10 C12 -178.8(2) . . . . ?
C9 C10 C11 O4 0.3(3) . . . . ?
C9 C10 C11 O5 -178.7(3) . . . . ?
C9 C10 C12 C13 17.0(3) . . . . ?
C10 C12 C13 C14 67.3(3) . . . . ?
C11 O4 C8 C7 -123.3(2) . . . . ?
C11 O4 C8 C9 2.4(2) . . . . ?
C11 C10 C12 C13 -163.0(2) . . . . ?
C12 C10 C11 O4 -179.66(19) . . . . ?
C12 C10 C11 O5 1.3(4) . . . . ?
C12 C13 C14 O6 157.0(2) . . . . ?
C12 C13 C14 C15 85.3(3) . . . . ?
C13 C14 C15 O6 107.1(3) . . . . ?
C13 C14 C15 C16 -150.7(2) . . . . ?
C13 C14 C15 C19 5.1(3) . . . . ?
C14 O6 C15 C16 -110.4(2) . . . . ?
C14 O6 C15 C19 112.4(2) . . . . ?
C14 C15 C16 C17 98.8(2) . . . . ?
C15 O6 C14 C13 -114.5(2) . . . . ?
C15 C16 C17 C3 -68.3(2) . . . . ?
C17 C3 C4 O1 -88.54(17) . . . . ?
C17 C3 C4 C5 154.32(15) . . . . ?
C18 C6 C7 C8 95.7(2) . . . . ?
C19 C15 C16 C17 -58.1(2) . . . . ?
C20 N1 C21 C22 179.82(16) . . . . ?
C20 N1 C24 C23 -179.42(18) . . . . ?
C20 C2 C3 C4 -155.16(16) . . . . ?
C20 C2 C3 C17 -37.0(2) . . . . ?
C21 N1 C20 C2 -75.3(2) . . . . ?
C21 N1 C24 C23 57.4(2) . . . . ?
C22 N2 C23 C24 58.0(3) . . . . ?
C23 N2 C22 C21 -58.1(2) . . . . ?
C24 N1 C20 C2 163.93(18) . . . . ?
C24 N1 C21 C22 -57.9(2) . . . . ?
C25 N2 C22 C21 178.76(19) . . . . ?
C25 N2 C23 C24 -178.5(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.095
_oxdiff_exptl_absorpt_empirical_full_min 0.657
####################################################################### 
# 
# 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_p20181010d
_database_code_depnum_ccdc_archive 'CCDC 1886771'
_audit_update_record             
;
2018-12-21 deposited with the CCDC.	2020-08-17 downloaded from the CCDC.
;
_audit_creation_date             2018-10-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.8(C25 H36 N2 O4)'
_chemical_formula_sum            'C25 H36 N2 O4'
_chemical_formula_weight         428.56
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C25H36N2O4
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                   13.93601(6)
_cell_length_b                   13.66097(8)
_cell_length_c                   14.35128(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.6127(4)
_cell_angle_gamma                90
_cell_volume                     2729.35(2)
_cell_formula_units_Z            5
_cell_measurement_reflns_used    40264
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      78.8050
_cell_measurement_theta_min      3.0900
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.702
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.11618
_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    1.304
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.26
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            65502
_diffrn_reflns_point_group_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.221
_diffrn_reflns_theta_min         3.082
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      5.00  32.00   0.50    0.50    --    5.00 -15.00  80.00   54
  2  ω   -135.00 -93.00   0.50    0.50    --  -49.30 -15.00  80.00   84
  3  ω    -90.00 -58.00   0.50    0.50    --  -49.30 -15.00  80.00   64
  4  ω   -179.00-153.00   0.50    0.61    -- -110.00  15.00-108.00   52
  5  ω   -136.00 -42.00   0.50    0.61    -- -110.00 -15.00  80.00  188
  6  ω     29.00  94.00   0.50    0.50    --    5.00  57.00 -60.00  130
  7  ω     -3.00  24.00   0.50    0.50    --    5.00  57.00 -60.00   54
  8  ω    -78.00 -19.00   0.50    0.50    --  -49.30 -57.00   0.00  118
  9  ω    -52.00  34.00   0.50    0.50    --  -49.30  15.00-108.00  172
 10  ω   -139.00 -20.00   0.50    0.50    --  -49.30 -49.00 -59.02  238
 11  ω    -74.00  39.00   0.50    0.50    --  -49.30  38.00  60.00  226
 12  ω    -55.00 -29.00   0.50    0.50    --  -49.30  57.00   0.00   52
 13  ω   -102.00 -76.00   0.50    0.61    -- -110.00 -72.00 -60.00   52
 14  ω   -199.00 -52.00   0.50    0.61    -- -110.00 -19.00-120.00  294
 15  ω    -48.00 -22.00   0.50    0.61    -- -110.00  72.00   0.00   52
 16  ω   -157.00-132.00   0.50    0.61    -- -110.00 -72.00  71.62   50
 17  ω   -105.00 -79.00   0.50    0.61    -- -110.00 -72.00  71.62   52
 18  ω   -102.00 -77.00   0.50    0.61    -- -110.00 -71.00 -53.10   50
 19  ω    -69.00 -22.00   0.50    0.61    -- -110.00  57.00  30.00   94
 20  ω   -144.00 -21.00   0.50    0.61    -- -110.00  72.00  90.00  246
 21  ω   -186.00-137.00   0.50    0.61    -- -110.00 -47.00  62.12   98
 22  ω   -103.00 -77.00   0.50    0.61    -- -110.00 -72.00   0.00   52
 23  ω   -104.00 -78.00   0.50    0.61    -- -110.00 -69.00 -73.05   52
 24  ω   -106.00 -80.00   0.50    0.61    -- -110.00 -43.00 -85.66   52
 25  ω   -105.00 -80.00   0.50    0.61    -- -110.00 -47.00  62.12   50
 26  ω   -101.00 -76.00   0.50    0.61    -- -110.00 -72.00  60.00   50
 27  ω   -101.00 -76.00   0.50    0.61    -- -110.00 -72.00   9.49   50
 28  ω   -101.00 -76.00   0.50    0.61    -- -110.00 -72.00 -30.00   50
 29  ω   -113.00 -79.00   0.50    0.61    -- -110.00 -44.00 -42.48   68
 30  ω   -103.00 -77.00   0.50    0.61    -- -110.00 -68.00  39.21   52
 31  ω   -194.00-168.00   0.50    0.61    -- -110.00 -71.00 -53.10   52
 32  ω   -193.00-157.00   0.50    0.61    -- -110.00 -61.00 -13.78   72
 33  ω   -114.00 -75.00   0.50    0.61    -- -110.00  57.00  30.00   78
 34  ω   -105.00 -78.00   0.50    0.61    -- -110.00 -38.00 -60.00   54
 35  ω   -161.00 -79.00   0.50    0.61    -- -110.00 -38.00  30.00  164
 36  ω   -139.00 -22.00   0.50    0.61    -- -110.00  72.00  30.00  234
 37  ω   -101.00 -76.00   0.50    0.61    -- -110.00 -72.00  18.81   50
 38  ω   -199.00-171.00   0.50    0.61    -- -110.00 -38.00 -30.00   56
 39  ω   -104.00 -79.00   0.50    0.61    -- -110.00 -45.00 -59.12   50
 40  ω   -163.00-138.00   0.50    0.61    -- -110.00 -38.00 -30.00   50
 41  ω   -129.00 -77.00   0.50    0.61    -- -110.00 -38.00 -30.00  104
 42  ω   -195.00-169.00   0.50    0.61    -- -110.00 -70.00  50.52   52
 43  ω   -108.00 -76.00   0.50    0.61    -- -110.00 -37.00 -20.02   64
 44  ω   -101.00 -76.00   0.50    0.61    -- -110.00 -72.00 -90.00   50
 45  ω   -106.00 -80.00   0.50    0.61    -- -110.00 -41.00  17.12   52
 46  ω   -103.00 -77.00   0.50    0.61    -- -110.00 -69.00 -13.44   52
 47  ω   -104.00 -78.00   0.50    0.61    -- -110.00 -71.00 -34.35   52
 48  ω   -102.00 -77.00   0.50    0.61    -- -110.00 -70.00 -15.85   50
 49  ω   -109.00 -82.00   0.50    0.61    -- -110.00 -48.00  69.08   54
 50  ω   -101.00 -76.00   0.50    0.61    -- -110.00 -72.00 -40.61   50
 51  ω   -199.00 -79.00   0.50    0.61    -- -110.00 -44.00  51.18  240
 52  ω   -104.00 -79.00   0.50    0.61    -- -110.00 -43.00 -28.54   50
 53  ω   -105.00 -79.00   0.50    0.61    -- -110.00 -61.00  39.94   52
 54  ω   -103.00 -77.00   0.50    0.61    -- -110.00 -71.00 -77.65   52
 55  ω   -102.00 -24.00   0.50    0.61    -- -110.00  72.00  60.00  156
 56  ω   -105.00 -80.00   0.50    0.61    -- -110.00 -50.00   9.75   50
 57  ω   -105.00 -80.00   0.50    0.61    -- -110.00 -47.00  30.32   50
 58  ω   -105.00 -80.00   0.50    0.61    -- -110.00 -57.00  14.78   50
 59  ω   -113.00 -79.00   0.50    0.61    -- -110.00 -43.00 -89.84   68
 60  ω   -106.00 -80.00   0.50    0.61    -- -110.00 -49.00  41.81   52
 61  ω   -105.00 -79.00   0.50    0.61    -- -110.00 -61.00 -13.78   52
 62  ω   -104.00 -79.00   0.50    0.61    -- -110.00 -61.00  32.61   50
 63  ω   -104.00 -78.00   0.50    0.61    -- -110.00 -66.00 -75.28   52
 64  ω   -101.00 -76.00   0.50    0.61    -- -110.00 -72.00  30.00   50
 65  ω   -104.00 -78.00   0.50    0.61    -- -110.00 -69.00 -77.73   52
 66  ω   -103.00 -77.00   0.50    0.61    -- -110.00 -71.00  41.17   52
 67  ω   -101.00 -76.00   0.50    0.61    -- -110.00 -72.00  16.19   50
 68  ω   -173.00 -80.00   0.50    0.61    -- -110.00 -51.00 -68.19  186
 69  ω   -106.00 -80.00   0.50    0.61    -- -110.00 -57.00  60.00   52
 70  ω   -199.00-107.00   0.50    0.61    -- -110.00 -72.00  30.00  184
 71  ω   -105.00 -80.00   0.50    0.61    -- -110.00 -57.00 -54.80   50
 72  ω   -103.00 -77.00   0.50    0.61    -- -110.00 -69.00 -21.82   52
 73  ω   -105.00 -79.00   0.50    0.61    -- -110.00 -44.00-102.29   52
 74  ω   -105.00 -79.00   0.50    0.61    -- -110.00 -45.00 -62.54   52
 75  ω   -104.00 -78.00   0.50    0.61    -- -110.00 -64.00 -54.03   52
 76  ω   -104.00 -78.00   0.50    0.61    -- -110.00 -65.00 -68.34   52
 77  ω   -109.00 -78.00   0.50    0.61    -- -110.00 -65.00 -59.99   62
 78  ω   -104.00 -79.00   0.50    0.61    -- -110.00 -38.00   0.00   50
 79  ω   -104.00 -78.00   0.50    0.61    -- -110.00 -39.00 -31.91   52
 80  ω   -194.00-169.00   0.50    0.61    -- -110.00 -72.00  18.81   50
 81  ω   -104.00 -78.00   0.50    0.61    -- -110.00 -70.00  50.52   52
 82  ω   -105.00 -79.00   0.50    0.61    -- -110.00 -70.00 -86.15   52
 83  ω   -107.00 -81.00   0.50    0.61    -- -110.00 -70.00 -22.06   52
 84  ω   -198.00-145.00   0.50    0.61    -- -110.00 -72.00   0.00  106
 85  ω   -101.00 -75.00   0.50    0.61    -- -110.00 -36.00 -87.72   52
 86  ω   -108.00 -83.00   0.50    0.61    -- -110.00  72.00   0.00   50
;
_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      -0.0724778000
_diffrn_orient_matrix_UB_12      -0.0223376000
_diffrn_orient_matrix_UB_13      0.0750843000
_diffrn_orient_matrix_UB_21      -0.0829615000
_diffrn_orient_matrix_UB_22      0.0055069000
_diffrn_orient_matrix_UB_23      -0.0745401000
_diffrn_orient_matrix_UB_31      0.0105115000
_diffrn_orient_matrix_UB_32      -0.1103769000
_diffrn_orient_matrix_UB_33      -0.0189111000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.843
_reflns_Friedel_fraction_full    0.932
_reflns_Friedel_fraction_max     0.909
_reflns_number_gt                10908
_reflns_number_total             11249
_reflns_odcompleteness_completeness 99.71
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.171
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.155
_refine_ls_abs_structure_details 
;
 Flack x determined using 4723 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(7)
_refine_ls_extinction_coef       0.013(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.607
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     566
_refine_ls_number_reflns         11249
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1229
_refine_ls_R_factor_gt           0.1223
_refine_ls_restrained_S_all      1.607
_refine_ls_shift/su_max          0.766
_refine_ls_shift/su_mean         0.029
_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          0.3198
_refine_ls_wR_factor_ref         0.3221
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C29(H29), C33(H33), C34(H34), C35(H35), C4(H4), C8(H8), C9(H9), C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C30(H30A,H30B), C37(H37A,H37B), C38(H38A,H38B), C41(H41A,H41B), C42(H42A,
 H42B), C45(H45A,H45B), C46(H46A,H46B), C47(H47A,H47B), C48(H48A,H48B),
 C49(H49A,H49B), C5(H5A,H5B), C12(H12A,H12B), C13(H13A,H13B), C16(H16A,H16B),
 C17(H17A,H17B), C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B),
  C24(H24A,H24B)
2.c Aromatic/amide H refined with riding coordinates:
 C28(H28), C32(H32), C40(H40), C3(H3A), C7(H7), C15(H15)
2.d Idealised Me refined as rotating group:
 C43(H43A,H43B,H43C), C44(H44A,H44B,H44C), C50(H50A,H50B,H50C), C18(H18A,H18B,
 H18C), C19(H19A,H19B,H19C), C25(H25A,H25B,H25C)
;
_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 1.2206(3) 0.7852(4) 0.1643(4) 0.0955(13) Uani 1 1 d . . . . .
O2 O 1.1768(7) 0.8124(10) 0.3048(4) 0.152(3) Uani 1 1 d . . . . .
O3 O 0.8984(2) 0.5694(3) 0.10320(19) 0.0663(7) Uani 1 1 d . . . . .
O4 O 0.8713(4) 0.4375(3) 0.1904(3) 0.0850(10) Uani 1 1 d . . . . .
O5 O 0.2939(3) 0.2205(5) 0.0954(5) 0.1143(18) Uani 1 1 d . . . . .
O6 O 0.3083(10) 0.2130(10) 0.2516(8) 0.198(6) Uani 1 1 d . . . . .
O7 O 0.6371(2) 0.4104(2) 0.1099(2) 0.0666(7) Uani 1 1 d . . . . .
O8 O 0.6532(4) 0.5410(3) 0.1989(3) 0.0894(11) Uani 1 1 d . . . . .
N3 N 0.5796(3) 0.3451(3) 0.4273(2) 0.0628(7) Uani 1 1 d . . . . .
H3 H 0.5906 0.2784 0.4049 0.075 Uiso 1 1 calc R U . . .
N4 N 0.4881(4) 0.2909(4) 0.5941(3) 0.0845(12) Uani 1 1 d . . . . .
C26 C 0.3200(8) 0.1763(8) 0.1745(8) 0.124(3) Uani 1 1 d . . . . .
C27 C 0.3694(4) 0.0808(5) 0.1560(4) 0.0849(15) Uani 1 1 d . . . . .
C28 C 0.3712(4) 0.0735(5) 0.0639(4) 0.0835(13) Uani 1 1 d . . . . .
H28 H 0.3972 0.0208 0.0325 0.100 Uiso 1 1 calc R U . . .
C29 C 0.3252(4) 0.1626(6) 0.0162(6) 0.0983(19) Uani 1 1 d . . . . .
H29 H 0.2687 0.1417 -0.0218 0.118 Uiso 1 1 calc R U . . .
C30 C 0.3887(4) 0.2255(5) -0.0427(4) 0.0835(14) Uani 1 1 d . . . . .
H30A H 0.3906 0.1970 -0.1045 0.100 Uiso 1 1 calc R U . . .
H30B H 0.3603 0.2901 -0.0493 0.100 Uiso 1 1 calc R U . . .
C31 C 0.4890(3) 0.2359(4) -0.0030(3) 0.0641(9) Uani 1 1 d . . . . .
C32 C 0.5098(3) 0.2969(3) 0.0672(3) 0.0586(8) Uani 1 1 d . . . . .
H32 H 0.4602 0.3363 0.0868 0.070 Uiso 1 1 calc R U . . .
C33 C 0.6048(2) 0.3079(3) 0.1172(2) 0.0528(7) Uani 1 1 d . . . . .
H33 H 0.6514 0.2646 0.0889 0.063 Uiso 1 1 calc R U . . .
C34 C 0.6049(2) 0.2884(2) 0.2228(2) 0.0486(6) Uani 1 1 d . . . . .
H34 H 0.5521 0.2442 0.2368 0.058 Uiso 1 1 calc R U . . .
C35 C 0.5856(3) 0.3906(3) 0.2616(2) 0.0539(7) Uani 1 1 d . . . . .
H35 H 0.5159 0.4008 0.2573 0.065 Uiso 1 1 calc R U . . .
C36 C 0.6289(3) 0.4579(3) 0.1910(3) 0.0642(9) Uani 1 1 d . . . . .
C37 C 0.7009(3) 0.2444(3) 0.2585(3) 0.0595(8) Uani 1 1 d . . . . .
H37A H 0.7043 0.2464 0.3261 0.071 Uiso 1 1 calc R U . . .
H37B H 0.7529 0.2843 0.2366 0.071 Uiso 1 1 calc R U . . .
C38 C 0.7150(3) 0.1383(4) 0.2264(3) 0.0693(10) Uani 1 1 d . . . . .
H38A H 0.7181 0.1374 0.1590 0.083 Uiso 1 1 calc R U . . .
H38B H 0.7760 0.1145 0.2526 0.083 Uiso 1 1 calc R U . . .
C39 C 0.6362(3) 0.0690(3) 0.2543(3) 0.0666(9) Uani 1 1 d . . . . .
C40 C 0.5798(4) 0.0233(4) 0.1910(4) 0.0773(11) Uani 1 1 d . . . . .
H40 H 0.5933 0.0327 0.1288 0.093 Uiso 1 1 calc R U . . .
C41 C 0.4968(7) -0.0420(5) 0.2105(5) 0.100(2) Uani 1 1 d . . . . .
H41A H 0.5139 -0.0835 0.2635 0.120 Uiso 1 1 calc R U . . .
H41B H 0.4832 -0.0840 0.1570 0.120 Uiso 1 1 calc R U . . .
C42 C 0.4050(5) 0.0180(7) 0.2313(5) 0.102(2) Uani 1 1 d . . . . .
H42A H 0.3544 -0.0273 0.2464 0.123 Uiso 1 1 calc R U . . .
H42B H 0.4189 0.0582 0.2860 0.123 Uiso 1 1 calc R U . . .
C43 C 0.5603(5) 0.1699(5) -0.0459(4) 0.0854(14) Uani 1 1 d . . . . .
H43A H 0.5932 0.2052 -0.0928 0.128 Uiso 1 1 calc R U . . .
H43B H 0.5276 0.1148 -0.0740 0.128 Uiso 1 1 calc R U . . .
H43C H 0.6061 0.1475 0.0014 0.128 Uiso 1 1 calc R U . . .
C44 C 0.6238(5) 0.0584(5) 0.3574(4) 0.0888(15) Uani 1 1 d . . . . .
H44A H 0.6478 -0.0042 0.3779 0.133 Uiso 1 1 calc R U . . .
H44B H 0.5568 0.0633 0.3699 0.133 Uiso 1 1 calc R U . . .
H44C H 0.6587 0.1094 0.3902 0.133 Uiso 1 1 calc R U . . .
C45 C 0.6197(3) 0.4140(3) 0.3608(3) 0.0636(9) Uani 1 1 d . . . . .
H45A H 0.6893 0.4108 0.3659 0.076 Uiso 1 1 calc R U . . .
H45B H 0.6006 0.4801 0.3762 0.076 Uiso 1 1 calc R U . . .
C46 C 0.4769(4) 0.3588(5) 0.4348(4) 0.0803(12) Uani 1 1 d . . . . .
H46A H 0.4444 0.3506 0.3741 0.096 Uiso 1 1 calc R U . . .
H46B H 0.4641 0.4244 0.4568 0.096 Uiso 1 1 calc R U . . .
C47 C 0.4392(5) 0.2833(7) 0.5033(5) 0.0961(19) Uani 1 1 d . . . . .
H47A H 0.3709 0.2933 0.5096 0.115 Uiso 1 1 calc R U . . .
H47B H 0.4483 0.2180 0.4787 0.115 Uiso 1 1 calc R U . . .
C48 C 0.5894(5) 0.2805(5) 0.5838(3) 0.0890(16) Uani 1 1 d . . . . .
H48A H 0.6024 0.2157 0.5599 0.107 Uiso 1 1 calc R U . . .
H48B H 0.6224 0.2866 0.6446 0.107 Uiso 1 1 calc R U . . .
C49 C 0.6277(4) 0.3550(5) 0.5198(3) 0.0785(12) Uani 1 1 d . . . . .
H49A H 0.6167 0.4201 0.5442 0.094 Uiso 1 1 calc R U . . .
H49B H 0.6963 0.3460 0.5153 0.094 Uiso 1 1 calc R U . . .
C50 C 0.4469(9) 0.2212(8) 0.6579(6) 0.117(3) Uani 1 1 d . . . . .
H50A H 0.4547 0.1560 0.6346 0.175 Uiso 1 1 calc R U . . .
H50B H 0.3797 0.2348 0.6629 0.175 Uiso 1 1 calc R U . . .
H50C H 0.4790 0.2269 0.7183 0.175 Uiso 1 1 calc R U . . .
N1 N 0.9054(3) 0.6406(3) 0.4255(2) 0.0722(9) Uani 1 1 d . . . . .
N2 N 0.9639(7) 0.7090(5) 0.6079(3) 0.119(3) Uani 1 1 d . . . . .
C1 C 1.1802(4) 0.8407(8) 0.2259(4) 0.099(2) Uani 1 1 d . . . . .
C2 C 1.1410(4) 0.9293(5) 0.1805(5) 0.0865(15) Uani 1 1 d . . . . .
C3 C 1.1610(4) 0.9228(5) 0.0906(4) 0.0818(13) Uani 1 1 d . . . . .
H3A H 1.1451 0.9698 0.0456 0.098 Uiso 1 1 calc R U . . .
C4 C 1.2113(3) 0.8310(5) 0.0729(4) 0.0825(14) Uani 1 1 d . . . . .
H4 H 1.2755 0.8461 0.0517 0.099 Uiso 1 1 calc R U . . .
C5 C 1.1618(4) 0.7606(5) 0.0040(5) 0.0881(16) Uani 1 1 d . . . . .
H5A H 1.1674 0.7860 -0.0586 0.106 Uiso 1 1 calc R U . . .
H5B H 1.1947 0.6981 0.0075 0.106 Uiso 1 1 calc R U . . .
C6 C 1.0570(3) 0.7444(4) 0.0210(3) 0.0703(11) Uani 1 1 d . . . . .
C7 C 1.0285(3) 0.6848(4) 0.0886(3) 0.0649(9) Uani 1 1 d . . . . .
H7 H 1.0759 0.6490 0.1211 0.078 Uiso 1 1 calc R U . . .
C8 C 0.9274(3) 0.6709(3) 0.1163(2) 0.0556(7) Uani 1 1 d . . . . .
H8 H 0.8847 0.7131 0.0779 0.067 Uiso 1 1 calc R U . . .
C9 C 0.9130(2) 0.6923(2) 0.2207(2) 0.0482(6) Uani 1 1 d . . . . .
H9 H 0.9634 0.7367 0.2452 0.058 Uiso 1 1 calc R U . . .
C10 C 0.9274(3) 0.5896(3) 0.2635(3) 0.0585(8) Uani 1 1 d . . . . .
H10 H 0.9966 0.5800 0.2748 0.070 Uiso 1 1 calc R U . . .
C11 C 0.8953(3) 0.5212(3) 0.1863(3) 0.0601(8) Uani 1 1 d . . . . .
C12 C 0.8140(2) 0.7361(3) 0.2362(3) 0.0565(7) Uani 1 1 d . . . . .
H12A H 0.7654 0.6935 0.2077 0.068 Uiso 1 1 calc R U . . .
H12B H 0.8042 0.7379 0.3027 0.068 Uiso 1 1 calc R U . . .
C13 C 0.7997(3) 0.8394(3) 0.1966(3) 0.0640(9) Uani 1 1 d . . . . .
H13A H 0.8031 0.8366 0.1293 0.077 Uiso 1 1 calc R U . . .
H13B H 0.7359 0.8620 0.2105 0.077 Uiso 1 1 calc R U . . .
C14 C 0.8732(3) 0.9134(3) 0.2349(3) 0.0653(9) Uani 1 1 d . . . . .
C15 C 0.9270(4) 0.9635(4) 0.1771(5) 0.0782(12) Uani 1 1 d . . . . .
H15 H 0.9179 0.9492 0.1140 0.094 Uiso 1 1 calc R U . . .
C16 C 1.0004(5) 1.0399(5) 0.2022(8) 0.104(2) Uani 1 1 d . . . . .
H16A H 0.9741 1.0844 0.2471 0.125 Uiso 1 1 calc R U . . .
H16B H 1.0132 1.0775 0.1467 0.125 Uiso 1 1 calc R U . . .
C17 C 1.0953(5) 0.9987(7) 0.2430(6) 0.105(2) Uani 1 1 d . . . . .
H17A H 1.1392 1.0525 0.2566 0.126 Uiso 1 1 calc R U . . .
H17B H 1.0836 0.9660 0.3014 0.126 Uiso 1 1 calc R U . . .
C18 C 0.9884(5) 0.8017(7) -0.0433(4) 0.0946(18) Uani 1 1 d . . . . .
H18A H 0.9792 0.7675 -0.1014 0.142 Uiso 1 1 calc R U . . .
H18B H 1.0147 0.8653 -0.0544 0.142 Uiso 1 1 calc R U . . .
H18C H 0.9278 0.8085 -0.0147 0.142 Uiso 1 1 calc R U . . .
C19 C 0.8760(6) 0.9274(6) 0.3369(5) 0.0966(18) Uani 1 1 d . . . . .
H19A H 0.8157 0.9078 0.3608 0.145 Uiso 1 1 calc R U . . .
H19B H 0.8875 0.9952 0.3512 0.145 Uiso 1 1 calc R U . . .
H19C H 0.9267 0.8884 0.3652 0.145 Uiso 1 1 calc R U . . .
C20 C 0.8798(4) 0.5680(4) 0.3537(3) 0.0691(10) Uani 1 1 d . . . . .
H20A H 0.8107 0.5674 0.3425 0.083 Uiso 1 1 calc R U . . .
H20B H 0.8993 0.5035 0.3757 0.083 Uiso 1 1 calc R U . . .
C21 C 1.0081(6) 0.6386(8) 0.4585(5) 0.108(2) Uani 1 1 d . . . . .
H21A H 1.0490 0.6507 0.4069 0.129 Uiso 1 1 calc R U . . .
H21B H 1.0243 0.5750 0.4849 0.129 Uiso 1 1 calc R U . . .
C22 C 1.0228(8) 0.7180(9) 0.5322(6) 0.118(3) Uani 1 1 d . . . . .
H22A H 1.0893 0.7166 0.5553 0.142 Uiso 1 1 calc R U . . .
H22B H 1.0111 0.7812 0.5031 0.142 Uiso 1 1 calc R U . . .
C23 C 0.8652(9) 0.7121(7) 0.5730(4) 0.115(3) Uani 1 1 d . . . . .
H23A H 0.8523 0.7749 0.5435 0.138 Uiso 1 1 calc R U . . .
H23B H 0.8232 0.7056 0.6247 0.138 Uiso 1 1 calc R U . . .
C24 C 0.8441(6) 0.6316(5) 0.5038(3) 0.0908(17) Uani 1 1 d . . . . .
H24A H 0.8547 0.5686 0.5337 0.109 Uiso 1 1 calc R U . . .
H24B H 0.7773 0.6351 0.4818 0.109 Uiso 1 1 calc R U . . .
C25 C 0.9845(13) 0.7851(9) 0.6759(6) 0.156(6) Uani 1 1 d . . . . .
H25A H 0.9884 0.8471 0.6448 0.233 Uiso 1 1 calc R U . . .
H25B H 1.0446 0.7714 0.7087 0.233 Uiso 1 1 calc R U . . .
H25C H 0.9342 0.7872 0.7194 0.233 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 C1 1.311(11) . ?
O1 C4 1.454(8) . ?
O2 C1 1.200(10) . ?
O3 C8 1.454(5) . ?
O3 C11 1.365(5) . ?
O4 C11 1.194(6) . ?
O5 C26 1.323(15) . ?
O5 C29 1.467(11) . ?
O6 C26 1.232(13) . ?
O7 C33 1.477(5) . ?
O7 C36 1.342(6) . ?
O8 C36 1.188(6) . ?
N3 H3 0.9800 . ?
N3 C45 1.468(5) . ?
N3 C46 1.453(6) . ?
N3 C49 1.466(6) . ?
N4 C47 1.446(8) . ?
N4 C48 1.433(10) . ?
N4 C50 1.457(8) . ?
C26 C27 1.505(13) . ?
C27 C28 1.328(9) . ?
C27 C42 1.449(11) . ?
C28 H28 0.9300 . ?
C28 C29 1.524(11) . ?
C29 H29 0.9800 . ?
C29 C30 1.519(11) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.492(6) . ?
C31 C32 1.329(6) . ?
C31 C43 1.495(7) . ?
C32 H32 0.9300 . ?
C32 C33 1.484(5) . ?
C33 H33 0.9800 . ?
C33 C34 1.539(4) . ?
C34 H34 0.9800 . ?
C34 C35 1.531(5) . ?
C34 C37 1.534(4) . ?
C35 H35 0.9800 . ?
C35 C36 1.514(5) . ?
C35 C45 1.515(5) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 C38 1.537(7) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 C39 1.516(7) . ?
C39 C40 1.330(8) . ?
C39 C44 1.505(7) . ?
C40 H40 0.9300 . ?
C40 C41 1.498(9) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C42 1.561(13) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C46 C47 1.534(10) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C48 C49 1.486(8) . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
N1 C20 1.463(6) . ?
N1 C21 1.486(9) . ?
N1 C24 1.448(7) . ?
N2 C22 1.395(14) . ?
N2 C23 1.442(15) . ?
N2 C25 1.446(10) . ?
C1 C2 1.469(12) . ?
C2 C3 1.335(9) . ?
C2 C17 1.471(9) . ?
C3 H3A 0.9300 . ?
C3 C4 1.464(9) . ?
C4 H4 0.9800 . ?
C4 C5 1.522(9) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.507(6) . ?
C6 C7 1.341(7) . ?
C6 C18 1.515(9) . ?
C7 H7 0.9300 . ?
C7 C8 1.494(5) . ?
C8 H8 0.9800 . ?
C8 C9 1.548(4) . ?
C9 H9 0.9800 . ?
C9 C10 1.541(5) . ?
C9 C12 1.530(4) . ?
C10 H10 0.9800 . ?
C10 C11 1.502(5) . ?
C10 C20 1.510(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.530(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.524(6) . ?
C14 C15 1.333(8) . ?
C14 C19 1.475(8) . ?
C15 H15 0.9300 . ?
C15 C16 1.494(8) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.529(12) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9603 . ?
C18 H18B 0.9603 . ?
C18 H18C 0.9603 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.522(13) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.502(9) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C4 109.6(5) . . ?
C11 O3 C8 111.5(3) . . ?
C26 O5 C29 109.8(7) . . ?
C36 O7 C33 111.0(3) . . ?
C45 N3 H3 108.2 . . ?
C46 N3 H3 108.2 . . ?
C46 N3 C45 111.8(4) . . ?
C46 N3 C49 109.4(4) . . ?
C49 N3 H3 108.2 . . ?
C49 N3 C45 111.0(4) . . ?
C47 N4 C50 109.6(6) . . ?
C48 N4 C47 109.0(4) . . ?
C48 N4 C50 114.7(7) . . ?
O5 C26 C27 110.8(7) . . ?
O6 C26 O5 122.8(13) . . ?
O6 C26 C27 126.3(13) . . ?
C28 C27 C26 105.7(7) . . ?
C28 C27 C42 132.6(7) . . ?
C42 C27 C26 121.7(7) . . ?
C27 C28 H28 124.5 . . ?
C27 C28 C29 111.1(6) . . ?
C29 C28 H28 124.5 . . ?
O5 C29 C28 102.6(6) . . ?
O5 C29 H29 109.2 . . ?
O5 C29 C30 109.1(6) . . ?
C28 C29 H29 109.2 . . ?
C30 C29 C28 117.2(5) . . ?
C30 C29 H29 109.2 . . ?
C29 C30 H30A 108.9 . . ?
C29 C30 H30B 108.8 . . ?
H30A C30 H30B 107.7 . . ?
C31 C30 C29 113.6(4) . . ?
C31 C30 H30A 108.9 . . ?
C31 C30 H30B 108.8 . . ?
C30 C31 C43 114.5(4) . . ?
C32 C31 C30 121.2(4) . . ?
C32 C31 C43 124.3(4) . . ?
C31 C32 H32 117.0 . . ?
C31 C32 C33 126.1(4) . . ?
C33 C32 H32 117.0 . . ?
O7 C33 C32 109.3(3) . . ?
O7 C33 H33 109.4 . . ?
O7 C33 C34 104.3(3) . . ?
C32 C33 H33 109.4 . . ?
C32 C33 C34 114.8(3) . . ?
C34 C33 H33 109.4 . . ?
C33 C34 H34 110.0 . . ?
C35 C34 C33 102.0(3) . . ?
C35 C34 H34 110.0 . . ?
C35 C34 C37 113.6(3) . . ?
C37 C34 C33 111.0(3) . . ?
C37 C34 H34 110.0 . . ?
C34 C35 H35 107.3 . . ?
C36 C35 C34 103.2(3) . . ?
C36 C35 H35 107.3 . . ?
C36 C35 C45 112.5(3) . . ?
C45 C35 C34 118.7(3) . . ?
C45 C35 H35 107.3 . . ?
O7 C36 C35 109.8(3) . . ?
O8 C36 O7 120.6(4) . . ?
O8 C36 C35 129.5(5) . . ?
C34 C37 H37A 109.0 . . ?
C34 C37 H37B 109.0 . . ?
C34 C37 C38 113.0(3) . . ?
H37A C37 H37B 107.8 . . ?
C38 C37 H37A 109.0 . . ?
C38 C37 H37B 109.0 . . ?
C37 C38 H38A 108.8 . . ?
C37 C38 H38B 108.8 . . ?
H38A C38 H38B 107.7 . . ?
C39 C38 C37 114.0(3) . . ?
C39 C38 H38A 108.8 . . ?
C39 C38 H38B 108.8 . . ?
C40 C39 C38 121.7(4) . . ?
C40 C39 C44 122.4(5) . . ?
C44 C39 C38 115.9(5) . . ?
C39 C40 H40 116.9 . . ?
C39 C40 C41 126.2(5) . . ?
C41 C40 H40 116.9 . . ?
C40 C41 H41A 109.3 . . ?
C40 C41 H41B 109.3 . . ?
C40 C41 C42 111.7(5) . . ?
H41A C41 H41B 108.0 . . ?
C42 C41 H41A 109.3 . . ?
C42 C41 H41B 109.2 . . ?
C27 C42 C41 115.1(5) . . ?
C27 C42 H42A 108.5 . . ?
C27 C42 H42B 108.5 . . ?
C41 C42 H42A 108.5 . . ?
C41 C42 H42B 108.5 . . ?
H42A C42 H42B 107.5 . . ?
C31 C43 H43A 109.4 . . ?
C31 C43 H43B 109.5 . . ?
C31 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C39 C44 H44A 109.5 . . ?
C39 C44 H44B 109.5 . . ?
C39 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
N3 C45 C35 111.3(3) . . ?
N3 C45 H45A 109.4 . . ?
N3 C45 H45B 109.4 . . ?
C35 C45 H45A 109.4 . . ?
C35 C45 H45B 109.4 . . ?
H45A C45 H45B 108.0 . . ?
N3 C46 H46A 109.9 . . ?
N3 C46 H46B 109.8 . . ?
N3 C46 C47 109.2(5) . . ?
H46A C46 H46B 108.3 . . ?
C47 C46 H46A 109.8 . . ?
C47 C46 H46B 109.8 . . ?
N4 C47 C46 111.6(6) . . ?
N4 C47 H47A 109.3 . . ?
N4 C47 H47B 109.3 . . ?
C46 C47 H47A 109.3 . . ?
C46 C47 H47B 109.3 . . ?
H47A C47 H47B 108.0 . . ?
N4 C48 H48A 109.1 . . ?
N4 C48 H48B 109.2 . . ?
N4 C48 C49 112.3(5) . . ?
H48A C48 H48B 107.9 . . ?
C49 C48 H48A 109.1 . . ?
C49 C48 H48B 109.2 . . ?
N3 C49 C48 109.5(4) . . ?
N3 C49 H49A 109.8 . . ?
N3 C49 H49B 109.8 . . ?
C48 C49 H49A 109.8 . . ?
C48 C49 H49B 109.8 . . ?
H49A C49 H49B 108.2 . . ?
N4 C50 H50A 109.4 . . ?
N4 C50 H50B 109.5 . . ?
N4 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C20 N1 C21 114.4(5) . . ?
C24 N1 C20 110.9(4) . . ?
C24 N1 C21 110.2(5) . . ?
C22 N2 C23 108.3(5) . . ?
C22 N2 C25 110.9(9) . . ?
C23 N2 C25 111.7(10) . . ?
O1 C1 C2 109.9(5) . . ?
O2 C1 O1 119.1(10) . . ?
O2 C1 C2 130.9(10) . . ?
C1 C2 C17 115.0(7) . . ?
C3 C2 C1 106.5(6) . . ?
C3 C2 C17 138.4(8) . . ?
C2 C3 H3A 124.9 . . ?
C2 C3 C4 110.3(6) . . ?
C4 C3 H3A 124.8 . . ?
O1 C4 C3 103.7(5) . . ?
O1 C4 H4 109.0 . . ?
O1 C4 C5 109.4(5) . . ?
C3 C4 H4 109.0 . . ?
C3 C4 C5 116.5(5) . . ?
C5 C4 H4 109.0 . . ?
C4 C5 H5A 108.8 . . ?
C4 C5 H5B 108.8 . . ?
H5A C5 H5B 107.7 . . ?
C6 C5 C4 113.7(4) . . ?
C6 C5 H5A 108.8 . . ?
C6 C5 H5B 108.8 . . ?
C5 C6 C18 114.5(5) . . ?
C7 C6 C5 121.8(5) . . ?
C7 C6 C18 123.7(4) . . ?
C6 C7 H7 117.1 . . ?
C6 C7 C8 125.8(4) . . ?
C8 C7 H7 117.1 . . ?
O3 C8 C7 110.3(3) . . ?
O3 C8 H8 109.3 . . ?
O3 C8 C9 105.0(3) . . ?
C7 C8 H8 109.3 . . ?
C7 C8 C9 113.5(3) . . ?
C9 C8 H8 109.3 . . ?
C8 C9 H9 110.0 . . ?
C10 C9 C8 101.1(3) . . ?
C10 C9 H9 110.0 . . ?
C12 C9 C8 111.9(3) . . ?
C12 C9 H9 110.0 . . ?
C12 C9 C10 113.6(3) . . ?
C9 C10 H10 107.3 . . ?
C11 C10 C9 104.1(3) . . ?
C11 C10 H10 107.3 . . ?
C11 C10 C20 112.5(4) . . ?
C20 C10 C9 117.8(3) . . ?
C20 C10 H10 107.3 . . ?
O3 C11 C10 108.9(3) . . ?
O4 C11 O3 121.7(4) . . ?
O4 C11 C10 129.4(4) . . ?
C9 C12 H12A 108.7 . . ?
C9 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
C13 C12 C9 114.2(3) . . ?
C13 C12 H12A 108.7 . . ?
C13 C12 H12B 108.7 . . ?
C12 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
C14 C13 C12 113.8(3) . . ?
C14 C13 H13A 108.8 . . ?
C14 C13 H13B 108.8 . . ?
C15 C14 C13 120.3(4) . . ?
C15 C14 C19 124.1(5) . . ?
C19 C14 C13 115.5(5) . . ?
C14 C15 H15 116.3 . . ?
C14 C15 C16 127.5(7) . . ?
C16 C15 H15 116.2 . . ?
C15 C16 H16A 108.8 . . ?
C15 C16 H16B 108.8 . . ?
C15 C16 C17 113.9(6) . . ?
H16A C16 H16B 107.7 . . ?
C17 C16 H16A 108.7 . . ?
C17 C16 H16B 108.8 . . ?
C2 C17 C16 113.2(6) . . ?
C2 C17 H17A 108.9 . . ?
C2 C17 H17B 108.9 . . ?
C16 C17 H17A 108.9 . . ?
C16 C17 H17B 109.0 . . ?
H17A C17 H17B 107.7 . . ?
C6 C18 H18A 109.5 . . ?
C6 C18 H18B 109.5 . . ?
C6 C18 H18C 109.5 . . ?
H18A C18 H18B 109.4 . . ?
H18A C18 H18C 109.4 . . ?
H18B C18 H18C 109.4 . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N1 C20 C10 111.6(4) . . ?
N1 C20 H20A 109.3 . . ?
N1 C20 H20B 109.3 . . ?
C10 C20 H20A 109.3 . . ?
C10 C20 H20B 109.3 . . ?
H20A C20 H20B 107.9 . . ?
N1 C21 H21A 110.1 . . ?
N1 C21 H21B 110.1 . . ?
N1 C21 C22 107.8(7) . . ?
H21A C21 H21B 108.4 . . ?
C22 C21 H21A 110.2 . . ?
C22 C21 H21B 110.1 . . ?
N2 C22 C21 114.4(8) . . ?
N2 C22 H22A 108.7 . . ?
N2 C22 H22B 108.7 . . ?
C21 C22 H22A 108.6 . . ?
C21 C22 H22B 108.7 . . ?
H22A C22 H22B 107.6 . . ?
N2 C23 H23A 109.4 . . ?
N2 C23 H23B 109.4 . . ?
N2 C23 C24 111.3(8) . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 H23A 109.4 . . ?
C24 C23 H23B 109.4 . . ?
N1 C24 C23 110.3(6) . . ?
N1 C24 H24A 109.6 . . ?
N1 C24 H24B 109.6 . . ?
C23 C24 H24A 109.6 . . ?
C23 C24 H24B 109.6 . . ?
H24A C24 H24B 108.1 . . ?
N2 C25 H25A 109.5 . . ?
N2 C25 H25B 109.5 . . ?
N2 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 6.868
_oxdiff_exptl_absorpt_empirical_full_min 0.714
