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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_Compound1
_database_code_depnum_ccdc_archive 'CCDC 1979411'
loop_
_audit_author_name
_audit_author_address
'Pradip Kumar Mondal'
;IISER Bhopal
India
;
_audit_update_record             
;
2020-02-01 deposited with the CCDC.	2020-05-06 downloaded from the CCDC.
;
_audit_creation_date             2019-05-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            DEOC
_chemical_name_systematic        di(ethoxycarbonyl)oxacalix[4]arene
_chemical_formula_moiety         '2(C30 H20 N4 O16)'
_chemical_formula_sum            'C60 H40 N8 O32'
_chemical_formula_weight         1385.00
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   13.4320(4)
_cell_length_b                   14.8221(5)
_cell_length_c                   15.7791(5)
_cell_angle_alpha                90.092(2)
_cell_angle_beta                 101.455(2)
_cell_angle_gamma                91.416(2)
_cell_volume                     3077.88(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    140(2)
_cell_measurement_reflns_used    5491
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      19.35
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.964
_exptl_absorpt_coefficient_mu    0.124
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7025
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Needle
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0798
_diffrn_reflns_av_unetI/netI     0.1900
_diffrn_reflns_Laue_measured_fraction_full 0.997
_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       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            59913
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.876
_diffrn_reflns_theta_min         1.317
_diffrn_ambient_temperature      140.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4924
_reflns_number_total             14527
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_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 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.362
_refine_diff_density_min         -0.576
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.914
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     925
_refine_ls_number_reflns         14527
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2316
_refine_ls_R_factor_gt           0.0789
_refine_ls_restrained_S_all      0.914
_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)+(0.1171P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1867
_refine_ls_wR_factor_ref         0.2483
_refine_special_details          SQUEEZE
_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. Others
 Sof(C59B)=Sof(H59C)=Sof(H59D)=Sof(C60B)=Sof(H60D)=Sof(H60E)=Sof(H60F)=1-FVAR(1)
 Sof(C59A)=Sof(H59A)=Sof(H59B)=Sof(C60A)=Sof(H60A)=Sof(H60B)=Sof(H60C)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B), C29(H29A,H29B), C56(H56A,H56B), C59A(H59A,H59B), C59B(H59C,
 H59D)
3.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C8(H8), C10(H10), C12(H12), C15(H15), C18(H18), C20(H20),
 C22(H22), C24(H24), C33(H33), C36(H36), C38(H38), C40(H40), C42(H42), C45(H45),
  C48(H48), C50(H50), C52(H52), C54(H54)
3.c Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C30(H30A,H30B,H30C), C57(H57A,H57B,H57C), C60A(H60A,H60B,
 H60C), C60B(H60D,H60E,H60F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.2732(2) 0.76320(18) 0.26970(18) 0.0423(7) Uani 1 1 d . . . . .
O2 O -0.0339(2) 0.71442(19) 0.05658(17) 0.0454(8) Uani 1 1 d . . . . .
O3 O -0.1810(2) 0.62425(19) 0.29806(18) 0.0435(8) Uani 1 1 d . . . . .
O4 O 0.1490(2) 0.56370(18) 0.46782(17) 0.0424(8) Uani 1 1 d . . . . .
O5 O 0.3530(2) 0.9210(2) 0.2712(2) 0.0577(9) Uani 1 1 d . . . . .
O6 O 0.2697(2) 1.0247(2) 0.19474(18) 0.0432(8) Uani 1 1 d . . . . .
O7 O 0.0240(3) 0.9315(2) -0.0609(2) 0.0588(9) Uani 1 1 d . . . . .
O8 O -0.1037(3) 0.8708(2) -0.0151(2) 0.0631(10) Uani 1 1 d . . . . .
O9 O -0.1307(3) 0.3871(2) 0.0032(2) 0.0691(10) Uani 1 1 d . . . . .
O10 O -0.1923(2) 0.34802(19) 0.12009(18) 0.0508(8) Uani 1 1 d . . . . .
O11 O -0.2760(3) 0.6998(4) 0.4991(3) 0.1172(18) Uani 1 1 d . . . . .
O12 O -0.2628(3) 0.7575(3) 0.3826(4) 0.1080(15) Uani 1 1 d . . . . .
O13 O 0.1565(3) 0.5861(2) 0.6354(2) 0.0594(10) Uani 1 1 d . . . . .
O14 O 0.0829(2) 0.7100(3) 0.6608(2) 0.0649(10) Uani 1 1 d . . . . .
O15 O 0.3994(2) 0.3853(2) 0.3295(2) 0.0658(10) Uani 1 1 d . . . . .
O16 O 0.4997(3) 0.5029(2) 0.3087(3) 0.0767(11) Uani 1 1 d . . . . .
N1 N 0.2818(3) 0.9455(3) 0.2165(2) 0.0397(9) Uani 1 1 d . . . . .
N2 N -0.0131(3) 0.8864(3) -0.0091(3) 0.0499(10) Uani 1 1 d . . . . .
N3 N -0.2360(4) 0.7040(3) 0.4408(3) 0.0568(12) Uani 1 1 d . . . . .
N4 N 0.0930(3) 0.6449(3) 0.6154(2) 0.0492(11) Uani 1 1 d . . . . .
C1 C 0.1994(3) 0.7915(3) 0.2050(3) 0.0354(10) Uani 1 1 d . . . . .
C2 C 0.2059(3) 0.8794(3) 0.1742(3) 0.0344(10) Uani 1 1 d . . . . .
C3 C 0.1368(3) 0.9089(3) 0.1030(3) 0.0393(11) Uani 1 1 d . . . . .
H3 H 0.143964 0.967686 0.080726 0.047 Uiso 1 1 calc R . . . .
C4 C 0.0583(3) 0.8529(3) 0.0654(3) 0.0360(11) Uani 1 1 d . . . . .
C5 C 0.0475(3) 0.7669(3) 0.0977(3) 0.0361(11) Uani 1 1 d . . . . .
C6 C 0.1196(3) 0.7365(3) 0.1653(3) 0.0393(11) Uani 1 1 d . . . . .
H6 H 0.114219 0.676355 0.184917 0.047 Uiso 1 1 calc R . . . .
C7 C -0.0742(3) 0.6482(3) 0.1046(3) 0.0409(11) Uani 1 1 d . . . . .
C8 C -0.0917(3) 0.5640(3) 0.0683(3) 0.0388(11) Uani 1 1 d . . . . .
H8 H -0.072016 0.551050 0.015073 0.047 Uiso 1 1 calc R . . . .
C9 C -0.1382(3) 0.4978(3) 0.1097(3) 0.0372(11) Uani 1 1 d . . . . .
C10 C -0.1664(3) 0.5175(3) 0.1882(3) 0.0352(10) Uani 1 1 d . . . . .
H10 H -0.197867 0.472587 0.217677 0.042 Uiso 1 1 calc R . . . .
C11 C -0.1475(3) 0.6035(3) 0.2218(3) 0.0369(11) Uani 1 1 d . . . . .
C12 C -0.1008(3) 0.6696(3) 0.1816(3) 0.0392(11) Uani 1 1 d . . . . .
H12 H -0.087419 0.728243 0.206303 0.047 Uiso 1 1 calc R . . . .
C13 C -0.1090(3) 0.6300(3) 0.3725(3) 0.0346(10) Uani 1 1 d . . . . .
C14 C -0.1362(3) 0.6683(3) 0.4452(3) 0.0360(10) Uani 1 1 d . . . . .
C15 C -0.0700(4) 0.6722(3) 0.5223(3) 0.0413(11) Uani 1 1 d . . . . .
H15 H -0.090236 0.698055 0.571112 0.050 Uiso 1 1 calc R . . . .
C16 C 0.0258(4) 0.6390(3) 0.5302(3) 0.0387(11) Uani 1 1 d . . . . .
C17 C 0.0548(3) 0.6007(3) 0.4589(3) 0.0346(10) Uani 1 1 d . . . . .
C18 C -0.0132(3) 0.5969(3) 0.3807(3) 0.0346(10) Uani 1 1 d . . . . .
H18 H 0.006817 0.570835 0.331822 0.041 Uiso 1 1 calc R . . . .
C19 C 0.2067(3) 0.5826(3) 0.4051(3) 0.0387(11) Uani 1 1 d . . . . .
C20 C 0.2739(3) 0.5171(3) 0.3941(3) 0.0423(11) Uani 1 1 d . . . . .
H20 H 0.274901 0.461070 0.423387 0.051 Uiso 1 1 calc R . . . .
C21 C 0.3410(3) 0.5358(3) 0.3382(3) 0.0420(11) Uani 1 1 d . . . . .
C22 C 0.3393(3) 0.6173(3) 0.2949(3) 0.0435(11) Uani 1 1 d . . . . .
H22 H 0.385729 0.630639 0.258171 0.052 Uiso 1 1 calc R . . . .
C23 C 0.2673(3) 0.6782(3) 0.3075(3) 0.0374(11) Uani 1 1 d . . . . .
C24 C 0.2015(3) 0.6634(3) 0.3618(3) 0.0353(10) Uani 1 1 d . . . . .
H24 H 0.153732 0.707357 0.369474 0.042 Uiso 1 1 calc R . . . .
C25 C -0.1533(3) 0.4065(3) 0.0715(3) 0.0458(12) Uani 1 1 d . . . . .
C26 C -0.2024(5) 0.2543(3) 0.0924(3) 0.0717(17) Uani 1 1 d . . . . .
H26A H -0.134937 0.230471 0.089614 0.086 Uiso 1 1 calc R . . . .
H26B H -0.246438 0.248866 0.034294 0.086 Uiso 1 1 calc R . . . .
C27 C -0.2480(5) 0.2030(3) 0.1561(3) 0.0776(17) Uani 1 1 d . . . . .
H27A H -0.253333 0.138861 0.140192 0.116 Uiso 1 1 calc GR . . . .
H27B H -0.315892 0.225483 0.156662 0.116 Uiso 1 1 calc GR . . . .
H27C H -0.205055 0.210581 0.213760 0.116 Uiso 1 1 calc GR . . . .
C28 C 0.4151(4) 0.4654(4) 0.3255(3) 0.0581(14) Uani 1 1 d . . . . .
C29 C 0.5812(4) 0.4436(4) 0.2941(5) 0.087(2) Uani 1 1 d . . . . .
H29A H 0.574978 0.385007 0.322779 0.104 Uiso 1 1 calc R . . . .
H29B H 0.648094 0.471575 0.319831 0.104 Uiso 1 1 calc R . . . .
C30 C 0.5749(4) 0.4285(4) 0.1996(5) 0.089(2) Uani 1 1 d . . . . .
H30A H 0.582554 0.486486 0.171512 0.134 Uiso 1 1 calc GR . . . .
H30B H 0.508815 0.400534 0.174295 0.134 Uiso 1 1 calc GR . . . .
H30C H 0.629223 0.388639 0.191070 0.134 Uiso 1 1 calc GR . . . .
O17 O 0.5883(2) 1.13492(18) 0.30748(18) 0.0435(8) Uani 1 1 d . . . . .
O18 O 0.3176(2) 1.0622(2) 0.45584(19) 0.0503(8) Uani 1 1 d . . . . .
O19 O 0.1139(2) 1.25870(18) 0.2518(2) 0.0481(8) Uani 1 1 d . . . . .
O20 O 0.3530(2) 1.2438(2) 0.06438(18) 0.0499(8) Uani 1 1 d . . . . .
O21 O 0.7197(3) 1.2562(2) 0.4046(2) 0.0715(11) Uani 1 1 d . . . . .
O22 O 0.7762(3) 1.1778(2) 0.5182(2) 0.0643(10) Uani 1 1 d . . . . .
O23 O 0.4751(3) 1.1839(3) 0.6672(2) 0.0764(11) Uani 1 1 d . . . . .
O24 O 0.3829(3) 1.0629(3) 0.6263(2) 0.0697(11) Uani 1 1 d . . . . .
O25 O 0.0207(3) 0.8682(2) 0.2936(2) 0.0661(10) Uani 1 1 d . . . . .
O26 O -0.0884(3) 0.9801(3) 0.2538(4) 0.129(2) Uani 1 1 d . . . . .
O27 O 0.0721(3) 1.41655(19) 0.2939(2) 0.0603(10) Uani 1 1 d . . . . .
O28 O 0.0923(2) 1.5252(2) 0.20755(18) 0.0437(8) Uani 1 1 d . . . . .
O29 O 0.3532(3) 1.5137(3) 0.0486(2) 0.0764(11) Uani 1 1 d . . . . .
O30 O 0.3576(3) 1.3934(3) -0.0261(3) 0.0844(12) Uani 1 1 d . . . . .
O31 O 0.3619(3) 0.9073(2) 0.0183(2) 0.0683(10) Uani 1 1 d . . . . .
O32 O 0.5068(3) 0.8704(2) 0.1084(2) 0.0648(10) Uani 1 1 d . . . . .
N5 N 0.7080(3) 1.2013(3) 0.4593(3) 0.0503(10) Uani 1 1 d . . . . .
N6 N 0.4403(4) 1.1245(4) 0.6137(3) 0.0589(12) Uani 1 1 d . . . . .
N7 N 0.1061(3) 1.4471(3) 0.2331(2) 0.0411(9) Uani 1 1 d . . . . .
N8 N 0.3373(3) 1.4337(3) 0.0356(3) 0.0581(11) Uani 1 1 d . . . . .
C31 C 0.5458(3) 1.1340(3) 0.3783(3) 0.0385(11) Uani 1 1 d . . . . .
C32 C 0.6067(3) 1.1628(3) 0.4562(3) 0.0397(11) Uani 1 1 d . . . . .
C33 C 0.5724(4) 1.1582(3) 0.5318(3) 0.0455(12) Uani 1 1 d . . . . .
H33 H 0.615282 1.177159 0.584534 0.055 Uiso 1 1 calc R . . . .
C34 C 0.4759(4) 1.1262(3) 0.5313(3) 0.0424(12) Uani 1 1 d . . . . .
C35 C 0.4116(3) 1.0978(3) 0.4542(3) 0.0417(11) Uani 1 1 d . . . . .
C36 C 0.4481(3) 1.1013(3) 0.3786(3) 0.0403(11) Uani 1 1 d . . . . .
H36 H 0.405963 1.080976 0.326082 0.048 Uiso 1 1 calc R . . . .
C37 C 0.2372(3) 1.0789(3) 0.3871(3) 0.0444(12) Uani 1 1 d . . . . .
C38 C 0.1667(4) 1.0084(3) 0.3657(3) 0.0511(13) Uani 1 1 d . . . . .
H38 H 0.178678 0.951033 0.392069 0.061 Uiso 1 1 calc R . . . .
C39 C 0.0794(4) 1.0227(3) 0.3061(3) 0.0470(12) Uani 1 1 d . . . . .
C40 C 0.0629(3) 1.1059(3) 0.2656(3) 0.0447(12) Uani 1 1 d . . . . .
H40 H 0.002767 1.116148 0.223899 0.054 Uiso 1 1 calc R . . . .
C41 C 0.1363(4) 1.1729(3) 0.2878(3) 0.0407(11) Uani 1 1 d . . . . .
C42 C 0.2233(3) 1.1616(3) 0.3481(3) 0.0408(11) Uani 1 1 d . . . . .
H42 H 0.272431 1.209274 0.362478 0.049 Uiso 1 1 calc R . . . .
C43 C 0.1748(3) 1.2978(3) 0.2034(3) 0.0357(10) Uani 1 1 d . . . . .
C44 C 0.1676(3) 1.3909(3) 0.1897(2) 0.0332(10) Uani 1 1 d . . . . .
C45 C 0.2222(3) 1.4337(3) 0.1349(3) 0.0408(11) Uani 1 1 d . . . . .
H45 H 0.217394 1.496942 0.126160 0.049 Uiso 1 1 calc R . . . .
C46 C 0.2835(3) 1.3843(3) 0.0932(3) 0.0424(11) Uani 1 1 d . . . . .
C47 C 0.2917(3) 1.2919(3) 0.1071(3) 0.0396(11) Uani 1 1 d . . . . .
C48 C 0.2374(3) 1.2497(3) 0.1611(3) 0.0394(11) Uani 1 1 d . . . . .
H48 H 0.242907 1.186483 0.169677 0.047 Uiso 1 1 calc R . . . .
C49 C 0.4060(3) 1.1729(3) 0.1094(3) 0.0410(11) Uani 1 1 d . . . . .
C50 C 0.3982(3) 1.0897(3) 0.0697(3) 0.0426(11) Uani 1 1 d . . . . .
H50 H 0.354019 1.080065 0.015306 0.051 Uiso 1 1 calc R . . . .
C51 C 0.4555(3) 1.0206(3) 0.1101(3) 0.0421(11) Uani 1 1 d . . . . .
C52 C 0.5204(3) 1.0341(3) 0.1899(3) 0.0393(11) Uani 1 1 d . . . . .
H52 H 0.561155 0.987005 0.217590 0.047 Uiso 1 1 calc R . . . .
C53 C 0.5233(3) 1.1181(3) 0.2269(3) 0.0384(11) Uani 1 1 d . . . . .
C54 C 0.4675(3) 1.1877(3) 0.1883(3) 0.0418(11) Uani 1 1 d . . . . .
H54 H 0.471419 1.245165 0.215640 0.050 Uiso 1 1 calc R . . . .
C55 C 0.0028(4) 0.9466(4) 0.2831(4) 0.0628(15) Uani 1 1 d . . . . .
C58 C 0.4355(4) 0.9265(3) 0.0721(3) 0.0528(13) Uani 1 1 d . . . . .
C56 C -0.1767(6) 0.9129(6) 0.2421(9) 0.198(6) Uani 1 1 d . . . . .
H56A H -0.152188 0.851113 0.255285 0.238 Uiso 1 1 calc R . . . .
H56B H -0.223646 0.927994 0.280828 0.238 Uiso 1 1 calc R . . . .
C57 C -0.2204(8) 0.9183(7) 0.1650(5) 0.166(4) Uani 1 1 d . . . . .
H57A H -0.241354 0.980554 0.152392 0.250 Uiso 1 1 calc GR . . . .
H57B H -0.280388 0.877838 0.154392 0.250 Uiso 1 1 calc GR . . . .
H57C H -0.173790 0.900920 0.127668 0.250 Uiso 1 1 calc GR . . . .
C59A C 0.4776(19) 0.7717(18) 0.0955(13) 0.062(6) Uani 0.520(16) 1 d . . P A 1
H59A H 0.471031 0.755184 0.033760 0.074 Uiso 0.520(16) 1 calc R . P A 1
H59B H 0.411059 0.759945 0.111923 0.074 Uiso 0.520(16) 1 calc R . P A 1
C60A C 0.5575(13) 0.7152(7) 0.1502(7) 0.081(6) Uani 0.520(16) 1 d . . P A 1
H60A H 0.624031 0.730219 0.136701 0.121 Uiso 0.520(16) 1 calc GR . P A 1
H60B H 0.541081 0.651113 0.137982 0.121 Uiso 0.520(16) 1 calc GR . P A 1
H60C H 0.559187 0.727597 0.211526 0.121 Uiso 0.520(16) 1 calc GR . P A 1
C59B C 0.501(2) 0.7787(18) 0.0684(15) 0.066(7) Uani 0.480(16) 1 d . . P A 2
H59C H 0.462916 0.778820 0.007780 0.079 Uiso 0.480(16) 1 calc R . P A 2
H59D H 0.569042 0.754160 0.070541 0.079 Uiso 0.480(16) 1 calc R . P A 2
C60B C 0.4450(17) 0.7289(9) 0.1248(10) 0.084(7) Uani 0.480(16) 1 d . . P A 2
H60D H 0.474321 0.743664 0.185289 0.126 Uiso 0.480(16) 1 calc GR . P A 2
H60E H 0.449817 0.663978 0.115120 0.126 Uiso 0.480(16) 1 calc GR . P A 2
H60F H 0.373483 0.745701 0.111704 0.126 Uiso 0.480(16) 1 calc GR . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.350(5) . ?
O1 C23 1.401(5) . ?
O2 C5 1.376(5) . ?
O2 C7 1.404(5) . ?
O3 C11 1.402(5) . ?
O3 C13 1.366(5) . ?
O4 C17 1.373(5) . ?
O4 C19 1.398(5) . ?
O5 N1 1.217(4) . ?
O6 N1 1.230(4) . ?
O7 N2 1.228(4) . ?
O8 N2 1.218(4) . ?
O9 C25 1.213(5) . ?
O10 C25 1.324(5) . ?
O10 C26 1.450(5) . ?
O11 N3 1.154(5) . ?
O12 N3 1.218(5) . ?
O13 N4 1.232(5) . ?
O14 N4 1.227(5) . ?
O15 C28 1.204(5) . ?
O16 C28 1.328(6) . ?
O16 C29 1.473(6) . ?
N1 C2 1.458(5) . ?
N2 C4 1.458(5) . ?
N3 C14 1.444(6) . ?
N4 C16 1.464(5) . ?
C1 C2 1.398(5) . ?
C1 C6 1.376(5) . ?
C2 C3 1.386(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.364(5) . ?
C4 C5 1.389(6) . ?
C5 C6 1.375(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.368(6) . ?
C7 C12 1.371(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.382(5) . ?
C9 C10 1.398(5) . ?
C9 C25 1.474(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.378(5) . ?
C11 C12 1.374(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.394(5) . ?
C13 C18 1.372(5) . ?
C14 C15 1.356(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.372(6) . ?
C16 C17 1.387(6) . ?
C17 C18 1.381(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.376(6) . ?
C19 C24 1.376(6) . ?
C20 H20 0.9500 . ?
C20 C21 1.404(6) . ?
C21 C22 1.386(6) . ?
C21 C28 1.500(7) . ?
C22 H22 0.9500 . ?
C22 C23 1.382(6) . ?
C23 C24 1.362(5) . ?
C24 H24 0.9500 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.480(6) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.492(8) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
O17 C31 1.352(5) . ?
O17 C53 1.410(5) . ?
O18 C35 1.361(5) . ?
O18 C37 1.397(5) . ?
O19 C41 1.408(5) . ?
O19 C43 1.347(5) . ?
O20 C47 1.375(5) . ?
O20 C49 1.397(5) . ?
O21 N5 1.217(4) . ?
O22 N5 1.226(4) . ?
O23 N6 1.236(5) . ?
O24 N6 1.223(5) . ?
O25 C55 1.198(6) . ?
O26 C55 1.329(6) . ?
O26 C56 1.512(8) . ?
O27 N7 1.224(4) . ?
O28 N7 1.233(4) . ?
O29 N8 1.209(5) . ?
O30 N8 1.221(5) . ?
O31 C58 1.196(6) . ?
O32 C58 1.326(6) . ?
O32 C59A 1.51(3) . ?
O32 C59B 1.49(3) . ?
N5 C32 1.454(6) . ?
N6 C34 1.470(6) . ?
N7 C44 1.450(5) . ?
N8 C46 1.456(6) . ?
C31 C32 1.394(6) . ?
C31 C36 1.389(6) . ?
C32 C33 1.362(6) . ?
C33 H33 0.9500 . ?
C33 C34 1.368(6) . ?
C34 C35 1.403(6) . ?
C35 C36 1.377(6) . ?
C36 H36 0.9500 . ?
C37 C38 1.388(6) . ?
C37 C42 1.373(6) . ?
C38 H38 0.9500 . ?
C38 C39 1.371(6) . ?
C39 C40 1.392(6) . ?
C39 C55 1.501(7) . ?
C40 H40 0.9500 . ?
C40 C41 1.377(6) . ?
C41 C42 1.366(6) . ?
C42 H42 0.9500 . ?
C43 C44 1.399(5) . ?
C43 C48 1.383(5) . ?
C44 C45 1.385(5) . ?
C45 H45 0.9500 . ?
C45 C46 1.374(6) . ?
C46 C47 1.391(6) . ?
C47 C48 1.369(6) . ?
C48 H48 0.9500 . ?
C49 C50 1.375(6) . ?
C49 C54 1.364(6) . ?
C50 H50 0.9500 . ?
C50 C51 1.377(6) . ?
C51 C52 1.393(6) . ?
C51 C58 1.513(6) . ?
C52 H52 0.9500 . ?
C52 C53 1.370(6) . ?
C53 C54 1.362(6) . ?
C54 H54 0.9500 . ?
C56 H56A 0.9900 . ?
C56 H56B 0.9900 . ?
C56 C57 1.244(11) . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C59A H59A 0.9900 . ?
C59A H59B 0.9900 . ?
C59A C60A 1.51(3) . ?
C60A H60A 0.9800 . ?
C60A H60B 0.9800 . ?
C60A H60C 0.9800 . ?
C59B H59C 0.9900 . ?
C59B H59D 0.9900 . ?
C59B C60B 1.46(3) . ?
C60B H60D 0.9800 . ?
C60B H60E 0.9800 . ?
C60B H60F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C23 121.5(3) . . ?
C5 O2 C7 118.5(3) . . ?
C13 O3 C11 117.0(3) . . ?
C17 O4 C19 118.5(3) . . ?
C25 O10 C26 117.8(4) . . ?
C28 O16 C29 118.6(4) . . ?
O5 N1 O6 123.1(4) . . ?
O5 N1 C2 119.7(4) . . ?
O6 N1 C2 117.2(4) . . ?
O7 N2 C4 116.1(4) . . ?
O8 N2 O7 124.6(4) . . ?
O8 N2 C4 119.3(4) . . ?
O11 N3 O12 121.0(5) . . ?
O11 N3 C14 121.2(4) . . ?
O12 N3 C14 115.2(4) . . ?
O13 N4 C16 118.2(4) . . ?
O14 N4 O13 125.0(4) . . ?
O14 N4 C16 116.8(5) . . ?
O1 C1 C2 118.9(4) . . ?
O1 C1 C6 123.0(4) . . ?
C6 C1 C2 118.1(4) . . ?
C1 C2 N1 122.4(4) . . ?
C3 C2 N1 116.6(4) . . ?
C3 C2 C1 120.9(4) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.4(4) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 N2 117.9(4) . . ?
C3 C4 C5 120.5(4) . . ?
C5 C4 N2 121.6(4) . . ?
O2 C5 C4 117.2(4) . . ?
C6 C5 O2 123.2(4) . . ?
C6 C5 C4 119.5(4) . . ?
C1 C6 H6 119.3 . . ?
C5 C6 C1 121.3(4) . . ?
C5 C6 H6 119.3 . . ?
C8 C7 O2 116.9(4) . . ?
C8 C7 C12 122.2(4) . . ?
C12 C7 O2 120.8(4) . . ?
C7 C8 H8 120.2 . . ?
C7 C8 C9 119.5(4) . . ?
C9 C8 H8 120.2 . . ?
C8 C9 C10 119.8(4) . . ?
C8 C9 C25 119.0(4) . . ?
C10 C9 C25 121.2(4) . . ?
C9 C10 H10 120.8 . . ?
C11 C10 C9 118.4(4) . . ?
C11 C10 H10 120.8 . . ?
C10 C11 O3 118.2(4) . . ?
C12 C11 O3 119.4(4) . . ?
C12 C11 C10 122.4(4) . . ?
C7 C12 C11 117.8(4) . . ?
C7 C12 H12 121.1 . . ?
C11 C12 H12 121.1 . . ?
O3 C13 C14 118.0(4) . . ?
O3 C13 C18 123.7(4) . . ?
C18 C13 C14 118.2(4) . . ?
C13 C14 N3 120.9(4) . . ?
C15 C14 N3 118.0(4) . . ?
C15 C14 C13 121.1(4) . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.5(4) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 N4 117.6(4) . . ?
C15 C16 C17 119.6(4) . . ?
C17 C16 N4 122.8(4) . . ?
O4 C17 C16 119.6(4) . . ?
O4 C17 C18 121.0(4) . . ?
C18 C17 C16 119.4(4) . . ?
C13 C18 C17 121.1(4) . . ?
C13 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C20 C19 O4 115.0(4) . . ?
C20 C19 C24 122.5(4) . . ?
C24 C19 O4 122.4(4) . . ?
C19 C20 H20 121.1 . . ?
C19 C20 C21 117.8(4) . . ?
C21 C20 H20 121.1 . . ?
C20 C21 C28 118.6(4) . . ?
C22 C21 C20 121.2(4) . . ?
C22 C21 C28 120.2(4) . . ?
C21 C22 H22 121.4 . . ?
C23 C22 C21 117.3(4) . . ?
C23 C22 H22 121.4 . . ?
C22 C23 O1 116.2(4) . . ?
C24 C23 O1 119.8(4) . . ?
C24 C23 C22 123.5(4) . . ?
C19 C24 H24 121.2 . . ?
C23 C24 C19 117.7(4) . . ?
C23 C24 H24 121.2 . . ?
O9 C25 O10 123.8(4) . . ?
O9 C25 C9 123.1(4) . . ?
O10 C25 C9 113.1(4) . . ?
O10 C26 H26A 110.2 . . ?
O10 C26 H26B 110.2 . . ?
O10 C26 C27 107.7(4) . . ?
H26A C26 H26B 108.5 . . ?
C27 C26 H26A 110.2 . . ?
C27 C26 H26B 110.2 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O15 C28 O16 124.6(5) . . ?
O15 C28 C21 124.4(5) . . ?
O16 C28 C21 111.0(5) . . ?
O16 C29 H29A 109.5 . . ?
O16 C29 H29B 109.5 . . ?
O16 C29 C30 110.5(5) . . ?
H29A C29 H29B 108.1 . . ?
C30 C29 H29A 109.5 . . ?
C30 C29 H29B 109.5 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C31 O17 C53 117.3(3) . . ?
C35 O18 C37 119.3(3) . . ?
C43 O19 C41 120.2(3) . . ?
C47 O20 C49 116.9(3) . . ?
C55 O26 C56 115.8(5) . . ?
C58 O32 C59A 114.7(11) . . ?
C58 O32 C59B 115.5(12) . . ?
O21 N5 O22 123.9(4) . . ?
O21 N5 C32 118.3(4) . . ?
O22 N5 C32 117.8(4) . . ?
O23 N6 C34 116.8(5) . . ?
O24 N6 O23 124.5(5) . . ?
O24 N6 C34 118.6(5) . . ?
O27 N7 O28 122.8(4) . . ?
O27 N7 C44 119.6(4) . . ?
O28 N7 C44 117.5(4) . . ?
O29 N8 O30 123.8(4) . . ?
O29 N8 C46 117.8(4) . . ?
O30 N8 C46 118.1(5) . . ?
O17 C31 C32 117.4(4) . . ?
O17 C31 C36 123.8(4) . . ?
C36 C31 C32 118.7(4) . . ?
C31 C32 N5 121.2(4) . . ?
C33 C32 N5 117.5(4) . . ?
C33 C32 C31 121.3(4) . . ?
C32 C33 H33 120.2 . . ?
C32 C33 C34 119.5(4) . . ?
C34 C33 H33 120.2 . . ?
C33 C34 N6 118.2(4) . . ?
C33 C34 C35 121.1(4) . . ?
C35 C34 N6 120.8(4) . . ?
O18 C35 C34 120.0(4) . . ?
O18 C35 C36 121.2(4) . . ?
C36 C35 C34 118.6(4) . . ?
C31 C36 H36 119.6 . . ?
C35 C36 C31 120.8(4) . . ?
C35 C36 H36 119.6 . . ?
C38 C37 O18 115.4(4) . . ?
C42 C37 O18 122.7(4) . . ?
C42 C37 C38 121.7(4) . . ?
C37 C38 H38 120.5 . . ?
C39 C38 C37 119.1(4) . . ?
C39 C38 H38 120.5 . . ?
C38 C39 C40 120.6(4) . . ?
C38 C39 C55 119.1(4) . . ?
C40 C39 C55 120.2(5) . . ?
C39 C40 H40 121.0 . . ?
C41 C40 C39 117.9(4) . . ?
C41 C40 H40 121.0 . . ?
C40 C41 O19 116.8(4) . . ?
C42 C41 O19 119.8(4) . . ?
C42 C41 C40 123.1(4) . . ?
C37 C42 H42 121.2 . . ?
C41 C42 C37 117.6(4) . . ?
C41 C42 H42 121.2 . . ?
O19 C43 C44 118.0(4) . . ?
O19 C43 C48 123.3(4) . . ?
C48 C43 C44 118.6(4) . . ?
C43 C44 N7 122.3(4) . . ?
C45 C44 N7 117.1(4) . . ?
C45 C44 C43 120.5(4) . . ?
C44 C45 H45 120.1 . . ?
C46 C45 C44 119.8(4) . . ?
C46 C45 H45 120.1 . . ?
C45 C46 N8 116.7(4) . . ?
C45 C46 C47 120.0(4) . . ?
C47 C46 N8 123.3(4) . . ?
O20 C47 C46 119.0(4) . . ?
C48 C47 O20 120.8(4) . . ?
C48 C47 C46 120.1(4) . . ?
C43 C48 H48 119.5 . . ?
C47 C48 C43 121.0(4) . . ?
C47 C48 H48 119.5 . . ?
C50 C49 O20 117.9(4) . . ?
C54 C49 O20 120.6(4) . . ?
C54 C49 C50 121.4(4) . . ?
C49 C50 H50 120.6 . . ?
C49 C50 C51 118.9(4) . . ?
C51 C50 H50 120.6 . . ?
C50 C51 C52 120.9(4) . . ?
C50 C51 C58 118.2(4) . . ?
C52 C51 C58 120.3(4) . . ?
C51 C52 H52 121.3 . . ?
C53 C52 C51 117.4(4) . . ?
C53 C52 H52 121.3 . . ?
C52 C53 O17 119.3(4) . . ?
C54 C53 O17 117.8(4) . . ?
C54 C53 C52 122.9(4) . . ?
C49 C54 H54 120.8 . . ?
C53 C54 C49 118.5(4) . . ?
C53 C54 H54 120.8 . . ?
O25 C55 O26 125.5(5) . . ?
O25 C55 C39 125.0(5) . . ?
O26 C55 C39 109.4(5) . . ?
O31 C58 O32 126.1(5) . . ?
O31 C58 C51 122.5(5) . . ?
O32 C58 C51 111.4(5) . . ?
O26 C56 H56A 110.5 . . ?
O26 C56 H56B 110.5 . . ?
H56A C56 H56B 108.7 . . ?
C57 C56 O26 106.0(9) . . ?
C57 C56 H56A 110.5 . . ?
C57 C56 H56B 110.5 . . ?
C56 C57 H57A 109.5 . . ?
C56 C57 H57B 109.5 . . ?
C56 C57 H57C 109.5 . . ?
H57A C57 H57B 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
O32 C59A H59A 109.7 . . ?
O32 C59A H59B 109.7 . . ?
O32 C59A C60A 109.8(17) . . ?
H59A C59A H59B 108.2 . . ?
C60A C59A H59A 109.7 . . ?
C60A C59A H59B 109.7 . . ?
C59A C60A H60A 109.5 . . ?
C59A C60A H60B 109.5 . . ?
C59A C60A H60C 109.5 . . ?
H60A C60A H60B 109.5 . . ?
H60A C60A H60C 109.5 . . ?
H60B C60A H60C 109.5 . . ?
O32 C59B H59C 111.7 . . ?
O32 C59B H59D 111.7 . . ?
H59C C59B H59D 109.4 . . ?
C60B C59B O32 100.5(13) . . ?
C60B C59B H59C 111.7 . . ?
C60B C59B H59D 111.7 . . ?
C59B C60B H60D 109.5 . . ?
C59B C60B H60E 109.5 . . ?
C59B C60B H60F 109.5 . . ?
H60D C60B H60E 109.5 . . ?
H60D C60B H60F 109.5 . . ?
H60E C60B H60F 109.5 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 0.500 135.1 26.2 ?
2 0.500 0.500 0.500 63.9 4.2 ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol'
_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Hygroscopic,Heat-sensitive
