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

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

data_tri333
_audit_block_doi                 10.5517/ccdc.csd.cc2cl0zz
_database_code_depnum_ccdc_archive 'CCDC 2192071'
loop_
_audit_author_name
_audit_author_address
'Rashmi Sharma'
;Indian Institute of Science Education and Research, Pune
India
;
_audit_update_record             
;
2022-07-22 deposited with the CCDC.	2023-03-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
N-(cyclohexylmethyl)-3,5-bis(5-hydroxy-4-(hydroxymethyl)pent-1-yn-1-yl)benzamide
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H35 N O5'
_chemical_formula_weight         441.55

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.146(2)
_cell_length_b                   11.099(5)
_cell_length_c                   20.771(8)
_cell_angle_alpha                82.17(3)
_cell_angle_beta                 85.54(3)
_cell_angle_gamma                88.37(3)
_cell_volume                     1171.6(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2567
_cell_measurement_theta_min      3.8
_cell_measurement_theta_max      56.2

_exptl_crystal_description       needle
_exptl_crystal_colour            'light brown'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_F_000             476
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.692
_shelx_estimated_absorpt_T_min   0.819
_shelx_estimated_absorpt_T_max   0.934
_exptl_absorpt_correction_type   multi-scan0
_exptl_absorpt_correction_T_min  0.70
_exptl_absorpt_correction_T_max  0.91
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Sealed tube'
_diffrn_measurement_device_type  'Bruker Apex2'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7019
_diffrn_reflns_av_unetI/netI     0.1867
_diffrn_reflns_av_R_equivalents  0.1431
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.153
_diffrn_reflns_theta_max         60.000
_diffrn_reflns_theta_full        60.000
_diffrn_measured_fraction_theta_max 0.894
_diffrn_measured_fraction_theta_full 0.894
_diffrn_reflns_Laue_measured_fraction_max 0.894
_diffrn_reflns_Laue_measured_fraction_full 0.894
_diffrn_reflns_point_group_measured_fraction_max 0.894
_diffrn_reflns_point_group_measured_fraction_full 0.894
_reflns_number_total             3112
_reflns_number_gt                1491
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX2 (Bruker, 2016)'
_computing_cell_refinement       'APEX2/SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.032(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3112
_refine_ls_number_parameters     475
_refine_ls_number_restraints     1221
_refine_ls_R_factor_all          0.2521
_refine_ls_R_factor_gt           0.1390
_refine_ls_wR_factor_ref         0.4229
_refine_ls_wR_factor_gt          0.3637
_refine_ls_goodness_of_fit_ref   1.341
_refine_ls_restrained_S_all      1.253
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C -0.1399(18) 0.0928(9) 0.2027(5) 0.038(3) Uani 1 1 d . U . . .
C2 C -0.0029(18) -0.0036(9) 0.2316(4) 0.036(3) Uani 1 1 d . U . . .
H2 H -0.057890 -0.037993 0.273626 0.043 Uiso 1 1 calc R U . . .
C3 C 0.2183(18) -0.0529(9) 0.2003(4) 0.036(3) Uani 1 1 d . U . . .
C4 C 0.2969(18) -0.0019(8) 0.1361(4) 0.035(3) Uani 1 1 d . U . . .
H4 H 0.448321 -0.030006 0.115077 0.042 Uiso 1 1 calc R U . . .
C5 C 0.1466(17) 0.0909(8) 0.1041(4) 0.029(2) Uani 1 1 d . U . . .
C6 C -0.0722(17) 0.1387(8) 0.1371(4) 0.028(2) Uani 1 1 d . U . . .
H6 H -0.172393 0.200398 0.115687 0.033 Uiso 1 1 calc R U . . .
C7 C 0.2324(19) 0.1397(9) 0.0342(4) 0.035(3) Uani 1 1 d . . . . .
C8 C 0.0975(18) 0.2237(8) -0.0725(4) 0.039(2) Uani 1 1 d D U . . .
H8A H -0.010895 0.183172 -0.098768 0.046 Uiso 1 1 calc R U . A 1
H8B H 0.277881 0.205878 -0.085664 0.046 Uiso 1 1 calc R U . A 1
C9 C 0.048(2) 0.3641(9) -0.0874(5) 0.031(3) Uani 0.752(10) 1 d D U P B 1
H9 H 0.170232 0.403665 -0.063442 0.037 Uiso 0.752(10) 1 calc R U P B 1
C10 C 0.119(2) 0.4029(10) -0.1605(5) 0.031(3) Uani 0.752(10) 1 d D U P B 1
H10A H 0.301412 0.383698 -0.170501 0.037 Uiso 0.752(10) 1 calc R U P B 1
H10B H 0.016581 0.356690 -0.185586 0.037 Uiso 0.752(10) 1 calc R U P B 1
C11 C 0.070(2) 0.5382(10) -0.1810(5) 0.035(3) Uani 0.752(10) 1 d D U P B 1
H11A H 0.101796 0.556464 -0.227893 0.042 Uiso 0.752(10) 1 calc R U P B 1
H11B H 0.191516 0.584324 -0.161084 0.042 Uiso 0.752(10) 1 calc R U P B 1
C12 C -0.210(2) 0.5781(11) -0.1611(6) 0.032(3) Uani 0.752(10) 1 d D U P B 1
H12A H -0.331250 0.540028 -0.185129 0.038 Uiso 0.752(10) 1 calc R U P B 1
H12B H -0.228345 0.665569 -0.171881 0.038 Uiso 0.752(10) 1 calc R U P B 1
C13 C -0.273(3) 0.5419(12) -0.0874(6) 0.035(3) Uani 0.752(10) 1 d D U P B 1
H13A H -0.167093 0.588502 -0.063536 0.042 Uiso 0.752(10) 1 calc R U P B 1
H13B H -0.454862 0.561719 -0.076400 0.042 Uiso 0.752(10) 1 calc R U P B 1
C14 C -0.224(2) 0.4069(10) -0.0667(5) 0.031(3) Uani 0.752(10) 1 d D U P B 1
H14A H -0.252139 0.389687 -0.019693 0.037 Uiso 0.752(10) 1 calc R U P B 1
H14B H -0.350174 0.360977 -0.085418 0.037 Uiso 0.752(10) 1 calc R U P B 1
C9' C -0.082(6) 0.326(2) -0.0975(12) 0.034(4) Uani 0.248(10) 1 d D U P B 2
H9' H -0.260493 0.296843 -0.096293 0.040 Uiso 0.248(10) 1 calc R U P B 2
C10' C 0.024(7) 0.368(3) -0.1687(12) 0.033(4) Uani 0.248(10) 1 d D U P B 2
H10C H 0.204732 0.390055 -0.169790 0.040 Uiso 0.248(10) 1 calc R U P B 2
H10D H 0.013191 0.301598 -0.194564 0.040 Uiso 0.248(10) 1 calc R U P B 2
C11' C -0.140(7) 0.477(3) -0.1973(12) 0.033(4) Uani 0.248(10) 1 d D U P B 2
H11C H -0.072395 0.504815 -0.241609 0.040 Uiso 0.248(10) 1 calc R U P B 2
H11D H -0.318768 0.452947 -0.198583 0.040 Uiso 0.248(10) 1 calc R U P B 2
C12' C -0.135(9) 0.582(2) -0.1569(15) 0.033(4) Uani 0.248(10) 1 d D U P B 2
H12C H 0.039489 0.614732 -0.161411 0.039 Uiso 0.248(10) 1 calc R U P B 2
H12D H -0.252868 0.646193 -0.173758 0.039 Uiso 0.248(10) 1 calc R U P B 2
C13' C -0.212(9) 0.543(3) -0.0851(15) 0.034(4) Uani 0.248(10) 1 d D U P B 2
H13C H -0.175255 0.609110 -0.060898 0.040 Uiso 0.248(10) 1 calc R U P B 2
H13D H -0.398331 0.530171 -0.079556 0.040 Uiso 0.248(10) 1 calc R U P B 2
C14' C -0.071(8) 0.429(3) -0.0566(12) 0.033(4) Uani 0.248(10) 1 d D U P B 2
H14C H -0.149239 0.402239 -0.013088 0.040 Uiso 0.248(10) 1 calc R U P B 2
H14D H 0.109485 0.447270 -0.052771 0.040 Uiso 0.248(10) 1 calc R U P B 2
C15 C -0.353(2) 0.1491(9) 0.2407(5) 0.038(3) Uani 1 1 d . . . . .
C16 C -0.5115(19) 0.1960(9) 0.2755(4) 0.039(3) Uani 1 1 d D . . . .
C17 C -0.719(3) 0.2432(13) 0.3206(7) 0.040(4) Uani 0.763(12) 1 d D U P C 3
H17A H -0.885935 0.239034 0.302605 0.048 Uiso 0.763(12) 1 calc R U P C 3
H17B H -0.685998 0.328086 0.322965 0.048 Uiso 0.763(12) 1 calc R U P C 3
C18 C -0.733(3) 0.1737(10) 0.3893(5) 0.037(3) Uani 0.763(12) 1 d D U P C 3
H18 H -0.557063 0.165457 0.404553 0.044 Uiso 0.763(12) 1 calc R U P C 3
C19 C -0.841(3) 0.0496(10) 0.3902(5) 0.041(3) Uani 0.763(12) 1 d D U P C 3
H19A H -1.020902 0.057524 0.379377 0.049 Uiso 0.763(12) 1 calc R U P C 3
H19B H -0.743805 0.009203 0.357066 0.049 Uiso 0.763(12) 1 calc R U P C 3
C20 C -0.904(3) 0.2435(11) 0.4347(7) 0.033(3) Uani 0.763(12) 1 d D U P C 3
H20A H -1.068467 0.265012 0.415774 0.040 Uiso 0.763(12) 1 calc R U P C 3
H20B H -0.941527 0.192003 0.475881 0.040 Uiso 0.763(12) 1 calc R U P C 3
O2 O -0.828(3) -0.0227(12) 0.4509(6) 0.054(4) Uani 0.763(12) 1 d D U P C 3
H2A H -0.745085 -0.085449 0.446170 0.082 Uiso 0.763(12) 1 calc R U P C 3
O3 O -0.781(2) 0.3518(8) 0.4462(5) 0.047(3) Uani 0.763(12) 1 d D U P C 3
H3 H -0.891333 0.405141 0.450754 0.070 Uiso 0.763(12) 1 calc R U P C 3
C17' C -0.677(12) 0.260(3) 0.325(2) 0.038(5) Uani 0.237(12) 1 d D U P C 4
H17C H -0.810147 0.309949 0.303308 0.046 Uiso 0.237(12) 1 calc R U P C 4
H17D H -0.568518 0.311881 0.345031 0.046 Uiso 0.237(12) 1 calc R U P C 4
C18' C -0.805(7) 0.163(3) 0.3774(14) 0.038(5) Uani 0.237(12) 1 d D U P C 4
H18' H -0.891635 0.107907 0.353337 0.046 Uiso 0.237(12) 1 calc R U P C 4
C19' C -0.608(6) 0.086(3) 0.4153(17) 0.038(5) Uani 0.237(12) 1 d D U P C 4
H19C H -0.479196 0.055272 0.384646 0.045 Uiso 0.237(12) 1 calc R U P C 4
H19D H -0.519082 0.136657 0.440633 0.045 Uiso 0.237(12) 1 calc R U P C 4
C20' C -1.025(6) 0.229(3) 0.4133(17) 0.038(5) Uani 0.237(12) 1 d D U P C 4
H20C H -1.139023 0.270831 0.382227 0.046 Uiso 0.237(12) 1 calc R U P C 4
H20D H -1.127397 0.169833 0.442843 0.046 Uiso 0.237(12) 1 calc R U P C 4
O2' O -0.713(7) -0.014(3) 0.4577(18) 0.031(7) Uani 0.237(12) 1 d D U P C 4
H2' H -0.832470 0.010174 0.481604 0.047 Uiso 0.237(12) 1 calc R U P C 4
O3' O -0.920(7) 0.314(3) 0.4490(16) 0.044(7) Uani 0.237(12) 1 d D U P C 4
H3' H -0.875975 0.278260 0.483914 0.066 Uiso 0.237(12) 1 calc R U P C 4
C21 C 0.361(2) -0.1519(11) 0.2353(5) 0.052(3) Uani 1 1 d . . . . .
N1 N 0.0450(14) 0.1729(7) -0.0045(3) 0.030(2) Uani 1 1 d D U . . .
O1 O 0.4740(11) 0.1466(6) 0.0163(3) 0.040(2) Uani 1 1 d . . . . .
C22 C 0.436(5) -0.250(2) 0.2673(11) 0.029(7) Uani 0.491(8) 1 d D U P D 5
C23 C 0.514(5) -0.3557(19) 0.3109(8) 0.054(4) Uani 0.491(8) 1 d D U P D 5
H23A H 0.403253 -0.419337 0.301560 0.065 Uiso 0.491(8) 1 calc R U P D 5
H23B H 0.687346 -0.375759 0.292836 0.065 Uiso 0.491(8) 1 calc R U P D 5
C24 C 0.532(4) -0.3792(17) 0.3755(8) 0.051(4) Uani 0.491(8) 1 d D U P D 5
H24 H 0.426478 -0.452530 0.381093 0.061 Uiso 0.491(8) 1 calc R U P D 5
C25 C 0.802(4) -0.452(2) 0.3935(12) 0.049(4) Uani 0.491(8) 1 d D U P D 5
H25A H 0.747831 -0.532783 0.411916 0.059 Uiso 0.491(8) 1 calc R U P D 5
H25B H 0.892850 -0.460106 0.351638 0.059 Uiso 0.491(8) 1 calc R U P D 5
C26 C 0.338(4) -0.306(2) 0.4181(10) 0.051(4) Uani 0.491(8) 1 d D U P D 5
H26A H 0.222091 -0.254699 0.391191 0.061 Uiso 0.491(8) 1 calc R U P D 5
H26B H 0.233960 -0.361009 0.449836 0.061 Uiso 0.491(8) 1 calc R U P D 5
O4 O 1.000(3) -0.4249(12) 0.4325(6) 0.047(4) Uani 0.491(8) 1 d D U P D 5
H4A H 1.044460 -0.487339 0.455191 0.070 Uiso 0.491(8) 1 calc R U P D 5
O5 O 0.506(4) -0.2352(19) 0.4496(8) 0.043(5) Uani 0.491(8) 1 d D U P D 5
H5 H 0.570834 -0.278678 0.479476 0.064 Uiso 0.491(8) 1 calc R U P D 5
C22' C 0.490(6) -0.209(2) 0.2711(13) 0.051(6) Uani 0.509(8) 1 d D U P D 6
C23' C 0.661(5) -0.3020(18) 0.3075(8) 0.058(4) Uani 0.509(8) 1 d D U P D 6
H23C H 0.598593 -0.377497 0.296095 0.069 Uiso 0.509(8) 1 calc R U P D 6
H23D H 0.827799 -0.289503 0.282851 0.069 Uiso 0.509(8) 1 calc R U P D 6
C24' C 0.722(4) -0.3318(15) 0.3608(8) 0.051(4) Uani 0.509(8) 1 d D U P D 6
H24' H 0.911725 -0.323393 0.353243 0.061 Uiso 0.509(8) 1 calc R U P D 6
C25' C 0.710(5) -0.458(2) 0.4056(11) 0.051(4) Uani 0.509(8) 1 d D U P D 6
H25C H 0.725936 -0.511050 0.372106 0.062 Uiso 0.509(8) 1 calc R U P D 6
H25D H 0.882998 -0.459683 0.421294 0.062 Uiso 0.509(8) 1 calc R U P D 6
C26' C 0.654(4) -0.2168(16) 0.3979(9) 0.051(4) Uani 0.509(8) 1 d D U P D 6
H26C H 0.781201 -0.208918 0.428941 0.061 Uiso 0.509(8) 1 calc R U P D 6
H26D H 0.651499 -0.142865 0.367051 0.061 Uiso 0.509(8) 1 calc R U P D 6
O4' O 0.587(3) -0.5364(13) 0.4559(7) 0.073(5) Uani 0.509(8) 1 d D U P D 6
H4' H 0.641933 -0.605954 0.454074 0.110 Uiso 0.509(8) 1 calc R U P D 6
O5' O 0.402(3) -0.2381(19) 0.4304(9) 0.050(5) Uani 0.509(8) 1 d D U P D 6
H5' H 0.314139 -0.175262 0.425820 0.075 Uiso 0.509(8) 1 calc R U P D 6
H1 H -0.123(7) 0.181(7) 0.017(3) 0.028(11) Uiso 1 1 d D 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
C1 C2 1.360(12) . ?
C1 C6 1.410(12) . ?
C1 C15 1.476(14) . ?
C2 C3 1.402(12) . ?
C2 H2 0.9300 . ?
C3 C4 1.409(11) . ?
C3 C21 1.448(13) . ?
C4 C5 1.396(12) . ?
C4 H4 0.9300 . ?
C5 C6 1.400(12) . ?
C5 C7 1.515(11) . ?
C6 H6 0.9300 . ?
C7 O1 1.271(10) . ?
C7 N1 1.316(11) . ?
C8 N1 1.455(10) . ?
C8 C9' 1.503(18) . ?
C8 C9 1.564(12) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C14 1.517(12) . ?
C9 C10 1.539(12) . ?
C9 H9 0.9800 . ?
C10 C11 1.524(12) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.535(13) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.541(12) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.521(13) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C9' C14' 1.520(19) . ?
C9' C10' 1.549(19) . ?
C9' H9' 0.9800 . ?
C10' C11' 1.540(19) . ?
C10' H10C 0.9700 . ?
C10' H10D 0.9700 . ?
C11' C12' 1.523(19) . ?
C11' H11C 0.9700 . ?
C11' H11D 0.9700 . ?
C12' C13' 1.520(19) . ?
C12' H12C 0.9700 . ?
C12' H12D 0.9700 . ?
C13' C14' 1.518(19) . ?
C13' H13C 0.9700 . ?
C13' H13D 0.9700 . ?
C14' H14C 0.9700 . ?
C14' H14D 0.9700 . ?
C15 C16 1.201(13) . ?
C16 C17 1.495(14) . ?
C16 C17' 1.52(2) . ?
C17 C18 1.524(14) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.497(13) . ?
C18 C20 1.516(14) . ?
C18 H18 0.9800 . ?
C19 O2 1.404(12) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 O3 1.433(13) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
O2 H2A 0.8200 . ?
O3 H3 0.8200 . ?
C17' C18' 1.54(2) . ?
C17' H17C 0.9700 . ?
C17' H17D 0.9700 . ?
C18' C19' 1.51(2) . ?
C18' C20' 1.528(19) . ?
C18' H18' 0.9800 . ?
C19' O2' 1.41(2) . ?
C19' H19C 0.9700 . ?
C19' H19D 0.9700 . ?
C20' O3' 1.42(2) . ?
C20' H20C 0.9700 . ?
C20' H20D 0.9700 . ?
O2' H2' 0.8200 . ?
O3' H3' 0.8200 . ?
C21 C22' 1.15(2) . ?
C21 C22 1.26(2) . ?
N1 H1 0.95(2) . ?
C22 C23 1.448(19) . ?
C23 C24 1.342(18) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C26 1.56(2) . ?
C24 C25 1.63(2) . ?
C24 H24 0.9800 . ?
C25 O4 1.411(17) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 O5 1.438(18) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
O4 H4A 0.8200 . ?
O5 H5 0.8200 . ?
C22' C23' 1.50(2) . ?
C23' C24' 1.178(18) . ?
C23' H23C 0.9700 . ?
C23' H23D 0.9700 . ?
C24' C25' 1.570(19) . ?
C24' C26' 1.60(2) . ?
C24' H24' 0.9800 . ?
C25' O4' 1.392(16) . ?
C25' H25C 0.9700 . ?
C25' H25D 0.9700 . ?
C26' O5' 1.422(17) . ?
C26' H26C 0.9700 . ?
C26' H26D 0.9700 . ?
O4' H4' 0.8200 . ?
O5' H5' 0.8200 . ?

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
C2 C1 C6 119.2(9) . . ?
C2 C1 C15 119.8(8) . . ?
C6 C1 C15 121.0(8) . . ?
C1 C2 C3 122.3(8) . . ?
C1 C2 H2 118.8 . . ?
C3 C2 H2 118.8 . . ?
C2 C3 C4 118.5(9) . . ?
C2 C3 C21 119.1(8) . . ?
C4 C3 C21 122.4(9) . . ?
C5 C4 C3 119.7(9) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 120.2(8) . . ?
C4 C5 C7 118.0(9) . . ?
C6 C5 C7 121.8(8) . . ?
C5 C6 C1 119.7(8) . . ?
C5 C6 H6 120.1 . . ?
C1 C6 H6 120.1 . . ?
O1 C7 N1 124.1(8) . . ?
O1 C7 C5 119.7(8) . . ?
N1 C7 C5 116.2(8) . . ?
N1 C8 C9' 115.8(12) . . ?
N1 C8 C9 114.8(8) . . ?
N1 C8 H8A 108.6 . . ?
C9 C8 H8A 108.6 . . ?
N1 C8 H8B 108.6 . . ?
C9 C8 H8B 108.6 . . ?
H8A C8 H8B 107.5 . . ?
C14 C9 C10 111.8(8) . . ?
C14 C9 C8 114.8(9) . . ?
C10 C9 C8 108.0(8) . . ?
C14 C9 H9 107.3 . . ?
C10 C9 H9 107.3 . . ?
C8 C9 H9 107.3 . . ?
C11 C10 C9 112.4(8) . . ?
C11 C10 H10A 109.1 . . ?
C9 C10 H10A 109.1 . . ?
C11 C10 H10B 109.1 . . ?
C9 C10 H10B 109.1 . . ?
H10A C10 H10B 107.9 . . ?
C10 C11 C12 112.3(8) . . ?
C10 C11 H11A 109.1 . . ?
C12 C11 H11A 109.1 . . ?
C10 C11 H11B 109.1 . . ?
C12 C11 H11B 109.1 . . ?
H11A C11 H11B 107.9 . . ?
C11 C12 C13 110.5(8) . . ?
C11 C12 H12A 109.6 . . ?
C13 C12 H12A 109.6 . . ?
C11 C12 H12B 109.6 . . ?
C13 C12 H12B 109.6 . . ?
H12A C12 H12B 108.1 . . ?
C14 C13 C12 111.8(9) . . ?
C14 C13 H13A 109.3 . . ?
C12 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
C12 C13 H13B 109.3 . . ?
H13A C13 H13B 107.9 . . ?
C9 C14 C13 113.4(8) . . ?
C9 C14 H14A 108.9 . . ?
C13 C14 H14A 108.9 . . ?
C9 C14 H14B 108.9 . . ?
C13 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C8 C9' C14' 109(2) . . ?
C8 C9' C10' 105.6(18) . . ?
C14' C9' C10' 110.6(17) . . ?
C8 C9' H9' 110.4 . . ?
C14' C9' H9' 110.4 . . ?
C10' C9' H9' 110.4 . . ?
C11' C10' C9' 109.2(15) . . ?
C11' C10' H10C 109.8 . . ?
C9' C10' H10C 109.8 . . ?
C11' C10' H10D 109.8 . . ?
C9' C10' H10D 109.8 . . ?
H10C C10' H10D 108.3 . . ?
C12' C11' C10' 111.4(17) . . ?
C12' C11' H11C 109.3 . . ?
C10' C11' H11C 109.3 . . ?
C12' C11' H11D 109.3 . . ?
C10' C11' H11D 109.3 . . ?
H11C C11' H11D 108.0 . . ?
C13' C12' C11' 112.8(18) . . ?
C13' C12' H12C 109.0 . . ?
C11' C12' H12C 109.0 . . ?
C13' C12' H12D 109.0 . . ?
C11' C12' H12D 109.0 . . ?
H12C C12' H12D 107.8 . . ?
C14' C13' C12' 113.4(17) . . ?
C14' C13' H13C 108.9 . . ?
C12' C13' H13C 108.9 . . ?
C14' C13' H13D 108.9 . . ?
C12' C13' H13D 108.9 . . ?
H13C C13' H13D 107.7 . . ?
C13' C14' C9' 112.9(17) . . ?
C13' C14' H14C 109.0 . . ?
C9' C14' H14C 109.0 . . ?
C13' C14' H14D 109.0 . . ?
C9' C14' H14D 109.0 . . ?
H14C C14' H14D 107.8 . . ?
C16 C15 C1 174.3(11) . . ?
C15 C16 C17 174.9(11) . . ?
C15 C16 C17' 171(3) . . ?
C16 C17 C18 113.6(12) . . ?
C16 C17 H17A 108.8 . . ?
C18 C17 H17A 108.8 . . ?
C16 C17 H17B 108.8 . . ?
C18 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
C19 C18 C20 109.4(10) . . ?
C19 C18 C17 110.9(11) . . ?
C20 C18 C17 109.8(10) . . ?
C19 C18 H18 108.9 . . ?
C20 C18 H18 108.9 . . ?
C17 C18 H18 108.9 . . ?
O2 C19 C18 112.7(11) . . ?
O2 C19 H19A 109.1 . . ?
C18 C19 H19A 109.1 . . ?
O2 C19 H19B 109.1 . . ?
C18 C19 H19B 109.1 . . ?
H19A C19 H19B 107.8 . . ?
O3 C20 C18 111.3(10) . . ?
O3 C20 H20A 109.4 . . ?
C18 C20 H20A 109.4 . . ?
O3 C20 H20B 109.4 . . ?
C18 C20 H20B 109.4 . . ?
H20A C20 H20B 108.0 . . ?
C19 O2 H2A 109.5 . . ?
C20 O3 H3 109.5 . . ?
C16 C17' C18' 109(2) . . ?
C16 C17' H17C 109.9 . . ?
C18' C17' H17C 109.9 . . ?
C16 C17' H17D 109.9 . . ?
C18' C17' H17D 109.9 . . ?
H17C C17' H17D 108.3 . . ?
C19' C18' C20' 120(3) . . ?
C19' C18' C17' 113(4) . . ?
C20' C18' C17' 106.6(18) . . ?
C19' C18' H18' 105.5 . . ?
C20' C18' H18' 105.5 . . ?
C17' C18' H18' 105.5 . . ?
O2' C19' C18' 115(2) . . ?
O2' C19' H19C 108.6 . . ?
C18' C19' H19C 108.6 . . ?
O2' C19' H19D 108.6 . . ?
C18' C19' H19D 108.6 . . ?
H19C C19' H19D 107.5 . . ?
O3' C20' C18' 110(2) . . ?
O3' C20' H20C 109.7 . . ?
C18' C20' H20C 109.7 . . ?
O3' C20' H20D 109.7 . . ?
C18' C20' H20D 109.7 . . ?
H20C C20' H20D 108.2 . . ?
C19' O2' H2' 109.5 . . ?
C20' O3' H3' 109.5 . . ?
C22' C21 C3 164(2) . . ?
C22 C21 C3 167.0(13) . . ?
C7 N1 C8 122.4(8) . . ?
C7 N1 H1 116(5) . . ?
C8 N1 H1 120(5) . . ?
C21 C22 C23 173(2) . . ?
C24 C23 C22 134.1(19) . . ?
C24 C23 H23A 103.7 . . ?
C22 C23 H23A 103.7 . . ?
C24 C23 H23B 103.7 . . ?
C22 C23 H23B 103.7 . . ?
H23A C23 H23B 105.3 . . ?
C23 C24 C26 115.8(15) . . ?
C23 C24 C25 111.9(16) . . ?
C26 C24 C25 130.1(16) . . ?
C23 C24 H24 94.9 . . ?
C26 C24 H24 94.9 . . ?
C25 C24 H24 94.9 . . ?
O4 C25 C24 131(2) . . ?
O4 C25 H25A 104.5 . . ?
C24 C25 H25A 104.5 . . ?
O4 C25 H25B 104.5 . . ?
C24 C25 H25B 104.5 . . ?
H25A C25 H25B 105.6 . . ?
O5 C26 C24 103.5(15) . . ?
O5 C26 H26A 111.1 . . ?
C24 C26 H26A 111.1 . . ?
O5 C26 H26B 111.1 . . ?
C24 C26 H26B 111.1 . . ?
H26A C26 H26B 109.0 . . ?
C25 O4 H4A 109.5 . . ?
C26 O5 H5 109.5 . . ?
C21 C22' C23' 168(3) . . ?
C24' C23' C22' 140(2) . . ?
C24' C23' H23C 102.1 . . ?
C22' C23' H23C 102.1 . . ?
C24' C23' H23D 102.1 . . ?
C22' C23' H23D 102.1 . . ?
H23C C23' H23D 104.8 . . ?
C23' C24' C25' 131(2) . . ?
C23' C24' C26' 104.8(15) . . ?
C25' C24' C26' 114.7(16) . . ?
C23' C24' H24' 99.9 . . ?
C25' C24' H24' 99.9 . . ?
C26' C24' H24' 99.9 . . ?
O4' C25' C24' 150(2) . . ?
O4' C25' H25C 99.1 . . ?
C24' C25' H25C 99.1 . . ?
O4' C25' H25D 99.1 . . ?
C24' C25' H25D 99.1 . . ?
H25C C25' H25D 104.0 . . ?
O5' C26' C24' 106.1(15) . . ?
O5' C26' H26C 110.5 . . ?
C24' C26' H26C 110.5 . . ?
O5' C26' H26D 110.5 . . ?
C24' C26' H26D 110.5 . . ?
H26C C26' H26D 108.7 . . ?
C25' O4' H4' 109.5 . . ?
C26' O5' H5' 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 5.6(14) . . . . ?
C15 C1 C2 C3 -173.3(9) . . . . ?
C1 C2 C3 C4 -1.4(14) . . . . ?
C1 C2 C3 C21 177.1(9) . . . . ?
C2 C3 C4 C5 -3.5(13) . . . . ?
C21 C3 C4 C5 178.0(9) . . . . ?
C3 C4 C5 C6 4.1(13) . . . . ?
C3 C4 C5 C7 -177.6(8) . . . . ?
C4 C5 C6 C1 0.2(13) . . . . ?
C7 C5 C6 C1 -178.1(8) . . . . ?
C2 C1 C6 C5 -5.0(14) . . . . ?
C15 C1 C6 C5 173.9(8) . . . . ?
C4 C5 C7 O1 -35.0(13) . . . . ?
C6 C5 C7 O1 143.3(9) . . . . ?
C4 C5 C7 N1 145.2(9) . . . . ?
C6 C5 C7 N1 -36.5(13) . . . . ?
N1 C8 C9 C14 -55.9(13) . . . . ?
N1 C8 C9 C10 178.7(8) . . . . ?
C14 C9 C10 C11 51.1(14) . . . . ?
C8 C9 C10 C11 178.2(9) . . . . ?
C9 C10 C11 C12 -53.6(14) . . . . ?
C10 C11 C12 C13 54.7(14) . . . . ?
C11 C12 C13 C14 -54.2(14) . . . . ?
C10 C9 C14 C13 -51.4(15) . . . . ?
C8 C9 C14 C13 -174.8(10) . . . . ?
C12 C13 C14 C9 53.6(16) . . . . ?
N1 C8 C9' C14' 58(3) . . . . ?
N1 C8 C9' C10' 177.0(16) . . . . ?
C8 C9' C10' C11' -177(2) . . . . ?
C14' C9' C10' C11' -59(3) . . . . ?
C9' C10' C11' C12' 58(3) . . . . ?
C10' C11' C12' C13' -53(4) . . . . ?
C11' C12' C13' C14' 49(5) . . . . ?
C12' C13' C14' C9' -50(5) . . . . ?
C8 C9' C14' C13' 171(3) . . . . ?
C10' C9' C14' C13' 55(4) . . . . ?
C16 C17 C18 C19 -71.2(17) . . . . ?
C16 C17 C18 C20 167.8(12) . . . . ?
C20 C18 C19 O2 -65.9(15) . . . . ?
C17 C18 C19 O2 172.8(13) . . . . ?
C19 C18 C20 O3 167.6(11) . . . . ?
C17 C18 C20 O3 -70.5(15) . . . . ?
C16 C17' C18' C19' 62(6) . . . . ?
C16 C17' C18' C20' -164(4) . . . . ?
C20' C18' C19' O2' 61(5) . . . . ?
C17' C18' C19' O2' -172(4) . . . . ?
C19' C18' C20' O3' 62(4) . . . . ?
C17' C18' C20' O3' -67(5) . . . . ?
C2 C3 C21 C22' -71(7) . . . . ?
C4 C3 C21 C22' 108(7) . . . . ?
C2 C3 C21 C22 57(7) . . . . ?
C4 C3 C21 C22 -125(7) . . . . ?
O1 C7 N1 C8 -1.1(15) . . . . ?
C5 C7 N1 C8 178.7(8) . . . . ?
C9' C8 N1 C7 -141.2(16) . . . . ?
C9 C8 N1 C7 -105.3(11) . . . . ?
C22 C23 C24 C26 29(4) . . . . ?
C22 C23 C24 C25 -136(3) . . . . ?
C23 C24 C25 O4 126(3) . . . . ?
C26 C24 C25 O4 -37(4) . . . . ?
C23 C24 C26 O5 -117(2) . . . . ?
C25 C24 C26 O5 45(3) . . . . ?
C3 C21 C22' C23' -161(9) . . . . ?
C21 C22' C23' C24' -159(12) . . . . ?
C22' C23' C24' C25' 125(3) . . . . ?
C22' C23' C24' C26' -19(4) . . . . ?
C23' C24' C25' O4' -99(5) . . . . ?
C26' C24' C25' O4' 43(5) . . . . ?
C23' C24' C26' O5' 95(2) . . . . ?
C25' C24' C26' O5' -56(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C20^c H20B^c O2^c 0.97 2.51 3.411(16) 154.0 2_356 yes
C24^e H24^e O4^e 0.98 2.40 2.93(2) 113.5 1_455 yes
C26^e H26B^e O4^e 0.97 1.51 2.19(3) 122.5 1_455 yes
O4^e H4A^e O4^e 0.82 2.40 3.06(3) 138.3 2_746 yes
N1 H1 O1 0.95(2) 2.12(5) 2.953(9) 146(7) 1_455 yes
C20^c H20B^c O2^c 0.97 2.51 3.411(16) 154.0 2_356 yes
C24^e H24^e O4^e 0.98 2.40 2.93(2) 113.5 1_455 yes
C26^e H26B^e O4^e 0.97 1.51 2.19(3) 122.5 1_455 yes
O4^e H4A^e O4^e 0.82 2.40 3.06(3) 138.3 2_746 yes
N1 H1 O1 0.95(2) 2.12(5) 2.953(9) 146(7) 1_455 yes

_refine_diff_density_max         0.848
_refine_diff_density_min         -0.505
_refine_diff_density_rms         0.124


# start Validation Reply Form
_vrf_THETM01_tri333              
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.575
RESPONSE: Crystal was very poorly diffracting. Most of the reflections
at higher angles were weak. Recrystallisation and fresh data collection
did not improve the situation. 
;
_vrf_PLAT029_tri333              
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.894 Why?  
RESPONSE: These reflections could have been omitted during data
integration.
;
_vrf_PLAT084_tri333              
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.42 Report
RESPONSE: Weak diffraction could have led to more noise with
poor signal to noise ratio. The bad data has led to poor wR2.
;
_vrf_PLAT088_tri333              
;
PROBLEM: Poor Data / Parameter Ratio ....................       6.55 Note  
RESPONSE: 75 percent of the asymmetric unit is disordered which
has led to large increase in the number of parameters to refined.
;
_vrf_PLAT097_tri333              
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       0.85 eA-3  
RESPONSE: could be due to the imperfections in resolving
the dis order.
;
_vrf_PLAT340_tri333              
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............     0.0131 Ang.  
RESPONSE: Due to poor quality data and disorder.
;
_vrf_PLAT911_tri333              
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.562        370 Report
RESPONSE: The data collection parameters were set for 100%
completion. The missing reflections might have been lost
during the integration process.
;
# end Validation Reply Form

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: MeOH'
_chemical_properties_physical    Moisture-sensitive
